TY  - JOUR
AU  - Lazić, Anita
AU  - Radovanović, Lidija
AU  - Rogan, Jelena
AU  - Valentić, Nataša
AU  - Đorđević, Ivana
AU  - Trišović, Nemanja
PY  - 2024-08
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/7435
AB  - Providing structural information on drug-like compounds is a significant step in efforts to develop innovative drugs with balanced solubility, cell permeability and target binding. In this paper, a new cyclohexane-5-spirohydantoin tethered with a 4‑tert-butylbenzoyl group was synthesized and its crystal structure was determined using the single crystal X-ray diffraction. The Hirshfeld surface analysis was used to gain a preliminary insight into the proportion and nature of the intermolecular interactions in the crystal structure, while their quantitative description is further presented in terms of a systematic analysis of dimeric motifs representing different recognition modes. A combination of N–H∙∙∙O and C(sp3)–H∙∙∙O hydrogen bonds, C(sp3)–H∙∙∙π, lone-pair∙∙∙π and π∙∙∙π stacking interactions links the molecules into a bilayer having two carbonyl O atoms exposed to the exterior. Further stacking of the bilayers occurs through C(sp3)–H∙∙∙O hydrogen bonds involving these O atoms as acceptors, C(sp3)–H∙∙∙π and π∙∙∙π stacking interactions between the phenyl groups. The molecular electrostatic potential surface map reveals that the carbonyl O atoms of the hydantoin ring and the phenyl ring are electrophilic centers, while the N1–H1 group is a nucleophilic center. The calculated HOMO and LUMO energies were used to semiquantitatively estimate the global reactivity descriptors suggesting the soft nature of the molecule.
PB  - Elsevier B.V.
T2  - Journal of Molecular Structure
T1  - Crystallographic and theoretical analysis of a spirohydantoin derivative: 3-(4‑tert-butylbenzoyl)-1,3-diazaspiro[4.5]decane-2,4‑dione
SP  - 138234
VL  - 1310
DO  - 10.1016/j.molstruc.2024.138234
ER  - 

@article{
author = "Lazić, Anita and Radovanović, Lidija and Rogan, Jelena and Valentić, Nataša and Đorđević, Ivana and Trišović, Nemanja",
year = "2024-08",
abstract = "Providing structural information on drug-like compounds is a significant step in efforts to develop innovative drugs with balanced solubility, cell permeability and target binding. In this paper, a new cyclohexane-5-spirohydantoin tethered with a 4‑tert-butylbenzoyl group was synthesized and its crystal structure was determined using the single crystal X-ray diffraction. The Hirshfeld surface analysis was used to gain a preliminary insight into the proportion and nature of the intermolecular interactions in the crystal structure, while their quantitative description is further presented in terms of a systematic analysis of dimeric motifs representing different recognition modes. A combination of N–H∙∙∙O and C(sp3)–H∙∙∙O hydrogen bonds, C(sp3)–H∙∙∙π, lone-pair∙∙∙π and π∙∙∙π stacking interactions links the molecules into a bilayer having two carbonyl O atoms exposed to the exterior. Further stacking of the bilayers occurs through C(sp3)–H∙∙∙O hydrogen bonds involving these O atoms as acceptors, C(sp3)–H∙∙∙π and π∙∙∙π stacking interactions between the phenyl groups. The molecular electrostatic potential surface map reveals that the carbonyl O atoms of the hydantoin ring and the phenyl ring are electrophilic centers, while the N1–H1 group is a nucleophilic center. The calculated HOMO and LUMO energies were used to semiquantitatively estimate the global reactivity descriptors suggesting the soft nature of the molecule.",
publisher = "Elsevier B.V.",
journal = "Journal of Molecular Structure",
title = "Crystallographic and theoretical analysis of a spirohydantoin derivative: 3-(4‑tert-butylbenzoyl)-1,3-diazaspiro[4.5]decane-2,4‑dione",
pages = "138234",
volume = "1310",
doi = "10.1016/j.molstruc.2024.138234"
}

Lazić, A., Radovanović, L., Rogan, J., Valentić, N., Đorđević, I.,& Trišović, N.. (2024-08). Crystallographic and theoretical analysis of a spirohydantoin derivative: 3-(4‑tert-butylbenzoyl)-1,3-diazaspiro[4.5]decane-2,4‑dione. in Journal of Molecular Structure
Elsevier B.V.., 1310, 138234.
https://doi.org/10.1016/j.molstruc.2024.138234

Lazić A, Radovanović L, Rogan J, Valentić N, Đorđević I, Trišović N. Crystallographic and theoretical analysis of a spirohydantoin derivative: 3-(4‑tert-butylbenzoyl)-1,3-diazaspiro[4.5]decane-2,4‑dione. in Journal of Molecular Structure. 2024;1310:138234.
doi:10.1016/j.molstruc.2024.138234 .

Lazić, Anita, Radovanović, Lidija, Rogan, Jelena, Valentić, Nataša, Đorđević, Ivana, Trišović, Nemanja, "Crystallographic and theoretical analysis of a spirohydantoin derivative: 3-(4‑tert-butylbenzoyl)-1,3-diazaspiro[4.5]decane-2,4‑dione" in Journal of Molecular Structure, 1310 (2024-08):138234,
https://doi.org/10.1016/j.molstruc.2024.138234 . .

TY  - CONF
AU  - Lazić, Anita M.
AU  - Radovanović, Lidija D.
AU  - Rogan, Jelena R.
AU  - Valentić, Nataša V.
AU  - Đorđević, Ivana S.
AU  - Trišović, Nemanja P.
PY  - 2024
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/7401
AB  - An analysis of structural features of new compounds with multiple hydrogen-bond donating and
accepting groups can enhance our understanding of development of supramolecular assemblies
with potential for application in life sciences. Using the quantum chemical calculations,
formation of the crystal structure of cyclohexane-5-spirohydantoin bearing a 4-tert-butylbenzoyl
group (Fig. 1) was analysed in terms of a number of dimeric motifs associated with
intermolecular interactions. The crystal structure retains the motif commonly found in hydantoin
derivatives, where two molecules related by inversion are linked by a pair of N‒H‧‧‧O
hydrogen bonds [1]. This motif is involved in two types of double chains, which further form a
layer. Together with the dispersion interactions (π‒π and hydrophobic), C‒H‧‧‧O interactions
act as the source of attraction between the layers. Intermolecular interactions were also
investigated using the Hirschfield surface analysis, enabling to additionally estimate quantitative
contributions of intermolecular interactions to the crystal packing.
PB  - COST Action CA21101 "COSY"
C3  - Book of abstracts / The 1st WG2 Virtual meeting of COST action CA21101 COSY "From quantum to classical dynamics of
isolated molecules and 3D materials", 6th February 2024, Belgrade, Serbia
T1  - Quantitative Crystal Structure Analysis of A Selected Spirohydantoin Derivative
SP  - 44
UR  - https://hdl.handle.net/21.15107/rcub_technorep_7401
ER  - 

@conference{
author = "Lazić, Anita M. and Radovanović, Lidija D. and Rogan, Jelena R. and Valentić, Nataša V. and Đorđević, Ivana S. and Trišović, Nemanja P.",
year = "2024",
abstract = "An analysis of structural features of new compounds with multiple hydrogen-bond donating and
accepting groups can enhance our understanding of development of supramolecular assemblies
with potential for application in life sciences. Using the quantum chemical calculations,
formation of the crystal structure of cyclohexane-5-spirohydantoin bearing a 4-tert-butylbenzoyl
group (Fig. 1) was analysed in terms of a number of dimeric motifs associated with
intermolecular interactions. The crystal structure retains the motif commonly found in hydantoin
derivatives, where two molecules related by inversion are linked by a pair of N‒H‧‧‧O
hydrogen bonds [1]. This motif is involved in two types of double chains, which further form a
layer. Together with the dispersion interactions (π‒π and hydrophobic), C‒H‧‧‧O interactions
act as the source of attraction between the layers. Intermolecular interactions were also
investigated using the Hirschfield surface analysis, enabling to additionally estimate quantitative
contributions of intermolecular interactions to the crystal packing.",
publisher = "COST Action CA21101 "COSY"",
journal = "Book of abstracts / The 1st WG2 Virtual meeting of COST action CA21101 COSY "From quantum to classical dynamics of
isolated molecules and 3D materials", 6th February 2024, Belgrade, Serbia",
title = "Quantitative Crystal Structure Analysis of A Selected Spirohydantoin Derivative",
pages = "44",
url = "https://hdl.handle.net/21.15107/rcub_technorep_7401"
}

Lazić, A. M., Radovanović, L. D., Rogan, J. R., Valentić, N. V., Đorđević, I. S.,& Trišović, N. P.. (2024). Quantitative Crystal Structure Analysis of A Selected Spirohydantoin Derivative. in Book of abstracts / The 1st WG2 Virtual meeting of COST action CA21101 COSY "From quantum to classical dynamics of
isolated molecules and 3D materials", 6th February 2024, Belgrade, Serbia
COST Action CA21101 "COSY"., 44.
https://hdl.handle.net/21.15107/rcub_technorep_7401

Lazić AM, Radovanović LD, Rogan JR, Valentić NV, Đorđević IS, Trišović NP. Quantitative Crystal Structure Analysis of A Selected Spirohydantoin Derivative. in Book of abstracts / The 1st WG2 Virtual meeting of COST action CA21101 COSY "From quantum to classical dynamics of
isolated molecules and 3D materials", 6th February 2024, Belgrade, Serbia. 2024;:44.
https://hdl.handle.net/21.15107/rcub_technorep_7401 .

Lazić, Anita M., Radovanović, Lidija D., Rogan, Jelena R., Valentić, Nataša V., Đorđević, Ivana S., Trišović, Nemanja P., "Quantitative Crystal Structure Analysis of A Selected Spirohydantoin Derivative" in Book of abstracts / The 1st WG2 Virtual meeting of COST action CA21101 COSY "From quantum to classical dynamics of
isolated molecules and 3D materials", 6th February 2024, Belgrade, Serbia (2024):44,
https://hdl.handle.net/21.15107/rcub_technorep_7401 .

TY  - JOUR
AU  - Vidović, Dunja
AU  - Milošević, Nataša
AU  - Pavlović, Nebojša
AU  - Todorović, Nemanja
AU  - Čanji Panić, Jelena
AU  - Kovačević, Strahinja
AU  - Karadžić Banjac, Milica
AU  - Podunavac-Kuzmanović, Sanja
AU  - Banjac, Nebojša
AU  - Trišović, Nemanja
AU  - Božić, Bojan
AU  - Lalić-Popović, Mladena
PY  - 2023
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/5262
AB  - Percutaneous permeation of twenty-four newly synthesized succinimide derivatives was evaluated using parallel artificial membrane permeability assay (PAMPA) with 70% silicone oil and 30% isopropyl myristate. Different online tools were applied for in silico predicting of their skin permeability. According to the in silico estimation of the transdermal permeation, all compounds are expected to have relatively good ability to permeate the skin, at pH=6. However, for two compounds containing carboxylic groups, the concentration in the acceptor compartment was undetectable indicating limited permeation at pH=7.4. Statistically significant association was found between in silico predicted logKp values by the PreADMET and SwissADME online tools and the percutaneous permeability estimated from the experimental results using the artificial membranes (adj. r2 = 0.371, p = 0.00158 and adj. r2=0.232, p = 0.0135, respectively). The association between permeation through artificial membranes and the calculated logP data was also statistically significant. Principal component analysis (PCA) and hierarchical cluster analysis (HCA) took into account in silico logKp and calculated logP data. The ranking of the lipophilicity and skin permeability parameters was conducted with sum of ranking differences (SRD) analysis which was validated. Based on the obtained results, it is predicted that lipophilicity is a pivotal physico-chemical parameter of the passive permeation of succinimide derivatives through hydrophobic barriers such as the skin. © 2022 Elsevier B.V.
T2  - Journal of Molecular Structure
T1  - Predicting percutaneous permeation for new succinimide derivatives by in vitro and in silico models
SP  - 134516
VL  - 1274
DO  - 10.1016/j.molstruc.2022.134516
ER  - 

@article{
author = "Vidović, Dunja and Milošević, Nataša and Pavlović, Nebojša and Todorović, Nemanja and Čanji Panić, Jelena and Kovačević, Strahinja and Karadžić Banjac, Milica and Podunavac-Kuzmanović, Sanja and Banjac, Nebojša and Trišović, Nemanja and Božić, Bojan and Lalić-Popović, Mladena",
year = "2023",
abstract = "Percutaneous permeation of twenty-four newly synthesized succinimide derivatives was evaluated using parallel artificial membrane permeability assay (PAMPA) with 70% silicone oil and 30% isopropyl myristate. Different online tools were applied for in silico predicting of their skin permeability. According to the in silico estimation of the transdermal permeation, all compounds are expected to have relatively good ability to permeate the skin, at pH=6. However, for two compounds containing carboxylic groups, the concentration in the acceptor compartment was undetectable indicating limited permeation at pH=7.4. Statistically significant association was found between in silico predicted logKp values by the PreADMET and SwissADME online tools and the percutaneous permeability estimated from the experimental results using the artificial membranes (adj. r2 = 0.371, p = 0.00158 and adj. r2=0.232, p = 0.0135, respectively). The association between permeation through artificial membranes and the calculated logP data was also statistically significant. Principal component analysis (PCA) and hierarchical cluster analysis (HCA) took into account in silico logKp and calculated logP data. The ranking of the lipophilicity and skin permeability parameters was conducted with sum of ranking differences (SRD) analysis which was validated. Based on the obtained results, it is predicted that lipophilicity is a pivotal physico-chemical parameter of the passive permeation of succinimide derivatives through hydrophobic barriers such as the skin. © 2022 Elsevier B.V.",
journal = "Journal of Molecular Structure",
title = "Predicting percutaneous permeation for new succinimide derivatives by in vitro and in silico models",
pages = "134516",
volume = "1274",
doi = "10.1016/j.molstruc.2022.134516"
}

Vidović, D., Milošević, N., Pavlović, N., Todorović, N., Čanji Panić, J., Kovačević, S., Karadžić Banjac, M., Podunavac-Kuzmanović, S., Banjac, N., Trišović, N., Božić, B.,& Lalić-Popović, M.. (2023). Predicting percutaneous permeation for new succinimide derivatives by in vitro and in silico models. in Journal of Molecular Structure, 1274, 134516.
https://doi.org/10.1016/j.molstruc.2022.134516

Vidović D, Milošević N, Pavlović N, Todorović N, Čanji Panić J, Kovačević S, Karadžić Banjac M, Podunavac-Kuzmanović S, Banjac N, Trišović N, Božić B, Lalić-Popović M. Predicting percutaneous permeation for new succinimide derivatives by in vitro and in silico models. in Journal of Molecular Structure. 2023;1274:134516.
doi:10.1016/j.molstruc.2022.134516 .

Vidović, Dunja, Milošević, Nataša, Pavlović, Nebojša, Todorović, Nemanja, Čanji Panić, Jelena, Kovačević, Strahinja, Karadžić Banjac, Milica, Podunavac-Kuzmanović, Sanja, Banjac, Nebojša, Trišović, Nemanja, Božić, Bojan, Lalić-Popović, Mladena, "Predicting percutaneous permeation for new succinimide derivatives by in vitro and in silico models" in Journal of Molecular Structure, 1274 (2023):134516,
https://doi.org/10.1016/j.molstruc.2022.134516 . .

TY  - CONF
AU  - Lađarević, Jelena
AU  - Radovanović, Lidija
AU  - Mašulović, Aleksandra
AU  - Trišović, Nemanja
AU  - Lazić, Anita
AU  - Rogan, Jelena
AU  - Mijin, Dušan
PY  - 2023
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6727
AB  - Azo boje ce poslednjih decenija primenjuju u različitim oblastima zbog izuzetnih svojstava. Njihova primena je u velikoj meri povezana sa fenomenom azo- hidrazon tautomerije. Naime, određivanje strukturnog oblika azo boja je značajno kako sa teorijskog stanovišta, tako i iz tehničke perspektive jer azo i hidrazon tautomeri poseduju različita fizička i hemijska svojstva.
U ovom radu, sintetisana je azo boja (5-(2-hlorfenilazo)-3-cijano-1-etil-6- hidrokci-4-metil-2-piridon) i okarakterisana elementalnom analizom, NMR i ATR-FTIR spektroskopijom i rendgenskom strukturnom analizom (slika). Solvatohromna svojstva boje ispitana su UV-Vis spektroskopijom u različitim rastvaračima kako bi se utvrdio dominantan strukturni oblik boje. Kristalna struktura je pokazala da boja kristališe u obliku hidrzon tautomera. Stabilizacija kristalnog pakovanja ostvarena je posredstvom različitih nekovalentnih interakcija kao što cu C–H···O/N, π-π, slobodan elektronski par-π i Cl···O.
Kristalografski	podaci: C15H13ClN4O2, Mr = 316,74, trikliničan sistem, prostorna grupa P 1̅ , a = 7,9490(16),    b    =    8,9645(18),
c  =  11,697(2)  Å,  α  =  72,92(3),
β  =  83,59(3),  γ  =  66,77(3)  °,
V  =  732,1(3)  Å3,  Z  =  2, F(000) = 328, ρx = 1,437 g cm–3, µ(MoKα) = 0,274 mm–1, R1 = 0,0447 i S =
1,018 za utačnjenih 219 parametara i 1941 primećenih reflekcija sa I ≥ 2σ(I).
AB  - Tremendous progress in the application of azo dyes in various fields has been achieved over the past few decades due to their intriguing properties. Their application is closely related to the phenomenon of azo-hydrazone tautomerism. Determination of the structural isomer of the azo dyes is not only important from the theoretical standpoint but also from the technical perspective since azo and hydrazone tautomers have distinctive physical and chemical properties.
In this work, azo pyridone dye (5-(2-chlorophenylazo)-3-cyano-1-ethyl-6-hydroxy-4- methyl-2-pyridone) has been synthesized and characterized by elemental analysis, NMR and ATR-FTIR spectroscopy and single-crystal X-ray analysis (Figure). Solvatochromic properties of the dye have been investigated using UV-Vis spectroscopy in solvents of
different polarity in order to determine the dominant form in solvents.
The crystal structure of the dye shows that the dye crystallizes in the hydrazone form. The stabilization of the crystal packing is achieved by weak non- covalent interactions: C–H···O/N, π-π, lone pair-π and Cl O.
Crystal      data:       C15H13ClN4O2,
Mr = 316.74, triclinic, space group P1̅, a
=	7.9490(16),	b	=	8.9645(18),
c   =   11.697(2)   Å,   a   =   72.92(3),
β    =    83.59(3),    γ    =    66.77(3)    °, V = 732.1(3) Å3, Z = 2, F(000) = 328, ρx = 1.437 g cm–3, µ(MoKa) = 0.274 mm–1, R1 = 0.0447 and S = 1.018 for 219
refined parameters and 1941 observed reflections with I ≥ 2σ(I).
PB  - Beograd : Srpsko kristalografsko društvo
C3  - Izvodi radova / XXVIII konferencija Srpskog kristalografskog društva, Čačak, 14–15. jun 2023
T1  - TAUTOMERIJA AZO PIRIDONSKIH BOJA: KRISTALNA STRUKTURA I SOLVATOHROMNA SVOJSTVA
T1  - TAUTOMERISM OF AZO PYRIDONE DYES: CRYSTAL STRUCTURE AND SOLVATOCHROMIC ANALYSIS
EP  - 19
SP  - 18
UR  - https://hdl.handle.net/21.15107/rcub_technorep_6727
ER  - 

@conference{
author = "Lađarević, Jelena and Radovanović, Lidija and Mašulović, Aleksandra and Trišović, Nemanja and Lazić, Anita and Rogan, Jelena and Mijin, Dušan",
year = "2023",
abstract = "Azo boje ce poslednjih decenija primenjuju u različitim oblastima zbog izuzetnih svojstava. Njihova primena je u velikoj meri povezana sa fenomenom azo- hidrazon tautomerije. Naime, određivanje strukturnog oblika azo boja je značajno kako sa teorijskog stanovišta, tako i iz tehničke perspektive jer azo i hidrazon tautomeri poseduju različita fizička i hemijska svojstva.
U ovom radu, sintetisana je azo boja (5-(2-hlorfenilazo)-3-cijano-1-etil-6- hidrokci-4-metil-2-piridon) i okarakterisana elementalnom analizom, NMR i ATR-FTIR spektroskopijom i rendgenskom strukturnom analizom (slika). Solvatohromna svojstva boje ispitana su UV-Vis spektroskopijom u različitim rastvaračima kako bi se utvrdio dominantan strukturni oblik boje. Kristalna struktura je pokazala da boja kristališe u obliku hidrzon tautomera. Stabilizacija kristalnog pakovanja ostvarena je posredstvom različitih nekovalentnih interakcija kao što cu C–H···O/N, π-π, slobodan elektronski par-π i Cl···O.
Kristalografski	podaci: C15H13ClN4O2, Mr = 316,74, trikliničan sistem, prostorna grupa P 1̅ , a = 7,9490(16),    b    =    8,9645(18),
c  =  11,697(2)  Å,  α  =  72,92(3),
β  =  83,59(3),  γ  =  66,77(3)  °,
V  =  732,1(3)  Å3,  Z  =  2, F(000) = 328, ρx = 1,437 g cm–3, µ(MoKα) = 0,274 mm–1, R1 = 0,0447 i S =
1,018 za utačnjenih 219 parametara i 1941 primećenih reflekcija sa I ≥ 2σ(I)., Tremendous progress in the application of azo dyes in various fields has been achieved over the past few decades due to their intriguing properties. Their application is closely related to the phenomenon of azo-hydrazone tautomerism. Determination of the structural isomer of the azo dyes is not only important from the theoretical standpoint but also from the technical perspective since azo and hydrazone tautomers have distinctive physical and chemical properties.
In this work, azo pyridone dye (5-(2-chlorophenylazo)-3-cyano-1-ethyl-6-hydroxy-4- methyl-2-pyridone) has been synthesized and characterized by elemental analysis, NMR and ATR-FTIR spectroscopy and single-crystal X-ray analysis (Figure). Solvatochromic properties of the dye have been investigated using UV-Vis spectroscopy in solvents of
different polarity in order to determine the dominant form in solvents.
The crystal structure of the dye shows that the dye crystallizes in the hydrazone form. The stabilization of the crystal packing is achieved by weak non- covalent interactions: C–H···O/N, π-π, lone pair-π and Cl O.
Crystal      data:       C15H13ClN4O2,
Mr = 316.74, triclinic, space group P1̅, a
=	7.9490(16),	b	=	8.9645(18),
c   =   11.697(2)   Å,   a   =   72.92(3),
β    =    83.59(3),    γ    =    66.77(3)    °, V = 732.1(3) Å3, Z = 2, F(000) = 328, ρx = 1.437 g cm–3, µ(MoKa) = 0.274 mm–1, R1 = 0.0447 and S = 1.018 for 219
refined parameters and 1941 observed reflections with I ≥ 2σ(I).",
publisher = "Beograd : Srpsko kristalografsko društvo",
journal = "Izvodi radova / XXVIII konferencija Srpskog kristalografskog društva, Čačak, 14–15. jun 2023",
title = "TAUTOMERIJA AZO PIRIDONSKIH BOJA: KRISTALNA STRUKTURA I SOLVATOHROMNA SVOJSTVA, TAUTOMERISM OF AZO PYRIDONE DYES: CRYSTAL STRUCTURE AND SOLVATOCHROMIC ANALYSIS",
pages = "19-18",
url = "https://hdl.handle.net/21.15107/rcub_technorep_6727"
}

Lađarević, J., Radovanović, L., Mašulović, A., Trišović, N., Lazić, A., Rogan, J.,& Mijin, D.. (2023). TAUTOMERIJA AZO PIRIDONSKIH BOJA: KRISTALNA STRUKTURA I SOLVATOHROMNA SVOJSTVA. in Izvodi radova / XXVIII konferencija Srpskog kristalografskog društva, Čačak, 14–15. jun 2023
Beograd : Srpsko kristalografsko društvo., 18-19.
https://hdl.handle.net/21.15107/rcub_technorep_6727

Lađarević J, Radovanović L, Mašulović A, Trišović N, Lazić A, Rogan J, Mijin D. TAUTOMERIJA AZO PIRIDONSKIH BOJA: KRISTALNA STRUKTURA I SOLVATOHROMNA SVOJSTVA. in Izvodi radova / XXVIII konferencija Srpskog kristalografskog društva, Čačak, 14–15. jun 2023. 2023;:18-19.
https://hdl.handle.net/21.15107/rcub_technorep_6727 .

Lađarević, Jelena, Radovanović, Lidija, Mašulović, Aleksandra, Trišović, Nemanja, Lazić, Anita, Rogan, Jelena, Mijin, Dušan, "TAUTOMERIJA AZO PIRIDONSKIH BOJA: KRISTALNA STRUKTURA I SOLVATOHROMNA SVOJSTVA" in Izvodi radova / XXVIII konferencija Srpskog kristalografskog društva, Čačak, 14–15. jun 2023 (2023):18-19,
https://hdl.handle.net/21.15107/rcub_technorep_6727 .

TY  - CONF
AU  - Lazić, Anita
AU  - Radovanović, Lidija
AU  - Rogan, Jelena
AU  - Janjić, Goran
AU  - Đorđević, Ivana
AU  - Trišović, Nemanja
PY  - 2023
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6722
AB  - Proučavano jedinjenje (slika 1) sintetisano je polazeći od cikloheksanona Bučerer- Bergsovom reakcijom i naknadnim acilovanjem dobijenog spirohidantoina. Izgradnja kristalne strukture ovog jedinjenja proučavana je sa aspekta doprinosa jednostavnih dimernih motiva koji se uspostavljaju preko različitih intermolekulskih interakcija.
Intermolekulske interakcije dodatno su proučavane pomoću Hiršfeldovih površina i 2D grafičkih prikaza otisaka interakcija. Kristalna struktura, naime, zadržava motiv koji se često sreće kod derivata hidantoina, u kome su dva inverzano orijentisana molekula povezana parom N–H···O vodoničnih veza. Ovaj motiv formira dva tipa dvostrukih lanaca, koji dalje grade sloj (slika 2). Osim toga, slabe C–H⋯O interakcije zajedno sa disperzionim interakcijama (π-π i hidrofobne interakcije) identifikovane su u ovoj kristalnoj strukturi. Kristalografski	podaci:		C19H24N2O3, Mr = 328,4, trikliničan sistem, prostorna grupa P–1, a = 6,2810(2),	b = 12,0586(4),	c = 12,1852(5) Å,
α = 77,624(3),	β = 81,039(3),	γ = 79,111(3) °,
 
 
V = 878.81(6) Å3, Z = 2, F(000) = 352, ρx = 1,380 g cm–3,
µ(MoKα) = 0,084 mm–1. Utačnjavanje sa F2 (220 parametara) dalo je R1 = 0,0520, wR2 = 0,1199, S = 1,033 za sve podatke i R1 = 0,0443 za 3232 uočenih refleksija sa I ≥ 2σ(I).
AB  - The title compound (Figure 1) was prepared from cyclohexanone in the Bucherer-Bergs reaction, followed by acylation of the obtained spirohydantoin. Formation of the crystal structure of this compound was analysed in terms of a number of simple dimeric motifs which are associated with different intermolecular interactions. The crystal structure retains the motif commonly found in hydantoin derivatives, where two molecules related by inversion are linked by a pair of N–H O hydrogen bonds. This motif is involved in two types of double chains, which
further form a layer (Figure 2). Intermolecular interactions were also investigated using Hirshfeld surface analysis and 2D fingerprint analysis. Weak C–H⋯O interactions together with the
dispersion interactions (π-π and hydrophobic) as the source of attraction are identified in this crystal structure.
Crystal data: C19H24N2O3, Mr = 328.4, triclinic system, space group P–1, a = 6.2810(2), b = 12.0586(4), c = 12.1852(5) Å, a = 77.624(3), β = 81.039(3), γ = 79.111(3) °, V = 878.81(6) Å3, Z = 2, F(000) = 352,
ρx = 1.380 g cm–3, µ(MoKa) =
= 0.084 mm–1. The refinement on F2 (220 parameters) yielded R1 = 0.0520, wR2 = 0.1199,
S = 1.033 for all data, and R1 = 0.0443 for 3232 observed reflections with I ≥ 2σ(I).
PB  - Beograd : Srpsko kristalografsko društvo
C3  - Izvodi radova / XXVIII konferencija Srpskog kristalografskog društva, Čačak, 14–15. jun 2023
T1  - ULOGA STRUKTURNIH MOTIVA U IZGRADNJI SUPRAMOLEKULSKE ARHITEKTURE 3-(4-TERC-BUTILBENZOIL)-1,3-DIAZASPIRO[4.5]DEKAN-2,4-DIONA
T1  - ROLE OF STRUCTURAL MOTIFS IN FORMATION OF THE SUPRAMOLECULAR ARCHITECTURE OF 3-(4-TERT-BUTYLBENZOYL)-1,3-DIAZASPIRO[4.5]DECANE-2,4-DIONE
EP  - 57
SP  - 56
UR  - https://hdl.handle.net/21.15107/rcub_technorep_6722
ER  - 

@conference{
author = "Lazić, Anita and Radovanović, Lidija and Rogan, Jelena and Janjić, Goran and Đorđević, Ivana and Trišović, Nemanja",
year = "2023",
abstract = "Proučavano jedinjenje (slika 1) sintetisano je polazeći od cikloheksanona Bučerer- Bergsovom reakcijom i naknadnim acilovanjem dobijenog spirohidantoina. Izgradnja kristalne strukture ovog jedinjenja proučavana je sa aspekta doprinosa jednostavnih dimernih motiva koji se uspostavljaju preko različitih intermolekulskih interakcija.
Intermolekulske interakcije dodatno su proučavane pomoću Hiršfeldovih površina i 2D grafičkih prikaza otisaka interakcija. Kristalna struktura, naime, zadržava motiv koji se često sreće kod derivata hidantoina, u kome su dva inverzano orijentisana molekula povezana parom N–H···O vodoničnih veza. Ovaj motiv formira dva tipa dvostrukih lanaca, koji dalje grade sloj (slika 2). Osim toga, slabe C–H⋯O interakcije zajedno sa disperzionim interakcijama (π-π i hidrofobne interakcije) identifikovane su u ovoj kristalnoj strukturi. Kristalografski	podaci:		C19H24N2O3, Mr = 328,4, trikliničan sistem, prostorna grupa P–1, a = 6,2810(2),	b = 12,0586(4),	c = 12,1852(5) Å,
α = 77,624(3),	β = 81,039(3),	γ = 79,111(3) °,
 
 
V = 878.81(6) Å3, Z = 2, F(000) = 352, ρx = 1,380 g cm–3,
µ(MoKα) = 0,084 mm–1. Utačnjavanje sa F2 (220 parametara) dalo je R1 = 0,0520, wR2 = 0,1199, S = 1,033 za sve podatke i R1 = 0,0443 za 3232 uočenih refleksija sa I ≥ 2σ(I)., The title compound (Figure 1) was prepared from cyclohexanone in the Bucherer-Bergs reaction, followed by acylation of the obtained spirohydantoin. Formation of the crystal structure of this compound was analysed in terms of a number of simple dimeric motifs which are associated with different intermolecular interactions. The crystal structure retains the motif commonly found in hydantoin derivatives, where two molecules related by inversion are linked by a pair of N–H O hydrogen bonds. This motif is involved in two types of double chains, which
further form a layer (Figure 2). Intermolecular interactions were also investigated using Hirshfeld surface analysis and 2D fingerprint analysis. Weak C–H⋯O interactions together with the
dispersion interactions (π-π and hydrophobic) as the source of attraction are identified in this crystal structure.
Crystal data: C19H24N2O3, Mr = 328.4, triclinic system, space group P–1, a = 6.2810(2), b = 12.0586(4), c = 12.1852(5) Å, a = 77.624(3), β = 81.039(3), γ = 79.111(3) °, V = 878.81(6) Å3, Z = 2, F(000) = 352,
ρx = 1.380 g cm–3, µ(MoKa) =
= 0.084 mm–1. The refinement on F2 (220 parameters) yielded R1 = 0.0520, wR2 = 0.1199,
S = 1.033 for all data, and R1 = 0.0443 for 3232 observed reflections with I ≥ 2σ(I).",
publisher = "Beograd : Srpsko kristalografsko društvo",
journal = "Izvodi radova / XXVIII konferencija Srpskog kristalografskog društva, Čačak, 14–15. jun 2023",
title = "ULOGA STRUKTURNIH MOTIVA U IZGRADNJI SUPRAMOLEKULSKE ARHITEKTURE 3-(4-TERC-BUTILBENZOIL)-1,3-DIAZASPIRO[4.5]DEKAN-2,4-DIONA, ROLE OF STRUCTURAL MOTIFS IN FORMATION OF THE SUPRAMOLECULAR ARCHITECTURE OF 3-(4-TERT-BUTYLBENZOYL)-1,3-DIAZASPIRO[4.5]DECANE-2,4-DIONE",
pages = "57-56",
url = "https://hdl.handle.net/21.15107/rcub_technorep_6722"
}

Lazić, A., Radovanović, L., Rogan, J., Janjić, G., Đorđević, I.,& Trišović, N.. (2023). ULOGA STRUKTURNIH MOTIVA U IZGRADNJI SUPRAMOLEKULSKE ARHITEKTURE 3-(4-TERC-BUTILBENZOIL)-1,3-DIAZASPIRO[4.5]DEKAN-2,4-DIONA. in Izvodi radova / XXVIII konferencija Srpskog kristalografskog društva, Čačak, 14–15. jun 2023
Beograd : Srpsko kristalografsko društvo., 56-57.
https://hdl.handle.net/21.15107/rcub_technorep_6722

Lazić A, Radovanović L, Rogan J, Janjić G, Đorđević I, Trišović N. ULOGA STRUKTURNIH MOTIVA U IZGRADNJI SUPRAMOLEKULSKE ARHITEKTURE 3-(4-TERC-BUTILBENZOIL)-1,3-DIAZASPIRO[4.5]DEKAN-2,4-DIONA. in Izvodi radova / XXVIII konferencija Srpskog kristalografskog društva, Čačak, 14–15. jun 2023. 2023;:56-57.
https://hdl.handle.net/21.15107/rcub_technorep_6722 .

Lazić, Anita, Radovanović, Lidija, Rogan, Jelena, Janjić, Goran, Đorđević, Ivana, Trišović, Nemanja, "ULOGA STRUKTURNIH MOTIVA U IZGRADNJI SUPRAMOLEKULSKE ARHITEKTURE 3-(4-TERC-BUTILBENZOIL)-1,3-DIAZASPIRO[4.5]DEKAN-2,4-DIONA" in Izvodi radova / XXVIII konferencija Srpskog kristalografskog društva, Čačak, 14–15. jun 2023 (2023):56-57,
https://hdl.handle.net/21.15107/rcub_technorep_6722 .

TY  - CONF
AU  - Mašulović, Aleksandra
AU  - Radovanović, Lidija
AU  - Lađarević, Jelena
AU  - Lazić, Anita
AU  - Trišović, Nemanja
AU  - Rogan, Jelena
AU  - Mijin, Dušan
PY  - 2023
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6718
AB  - Reakcija azo kuplovanja omogućava laku sintezu niza molekula sa različitim svojstvima, što čini azo boje najrasprostranjenijim kolorantima. Pored primene azo boja u tekstilnoj industriji, primenjuju se i kod proizvoda naprednih tehnologija. Takođe, poznata su i po svojoj izvanrednoj biološkoj aktivnosti. Prisustvo jezgra piridina značajno poboljšava obojenje i postojanost boja. Supramolekulskim pristupom objašnjavaju se intra- i inter-molekulske interakcije, što omogućava bolje razumevanje interakcija između boja i tekstilnog vlakna [1].
U ovom radu dobijen je 5'-(2-(2,6-dihlorfenil)hidrazon)-4'-metil-2',6'-diokso- 1',2',5',6'-tetrahidro-[1,3'-bipiridin]-1-ium-hlorid (slika). Struktura jedinjenja potvrđena je NMR, ATR-FTIR, UV-Vis spektroskopijama i rendgenskom strukturnom analizom. Supramolekulsko umrežavanje postignuto je vodoničnim vezama, π-interakcijama, interakcijama atoma hlora vezanih za fenilno jezgro kao i interakcijama Cl–-jona koji se nalazi u kristalnoj rešetki. Ovim interakcijama objašnjena je i sposobnost vezivanja boje za tekstilno vlakno. Kristalografski podaci: C34H26Cl6N8O4,
Mr = 823,33, P–1, a = 7,3784(15), b = 10,394(2),
c = 13,254(3) Å, α = 103,29(3), β = 105,71(3), γ = 106,11(3) °,  V = 887,5(4) Å3,  Z = 1, F(000) = 420,	ρx = 1,541 g cm–3,
µ(MoKα) = 0,537 mm–1. Utačnjavanje sa F2 (236 parametara) dalo je R1 = 0,0561 i S = 1,063 za 3247 primećenih refleksija sa I ≥ 2σ(I).
AB  - The reaction of azo coupling easily provides access to a wide range of different molecules with numerous material properties, therefore making azo dyes most widely used colorants. Their use is not limited only on textile dyeing as it expands on usage in advanced technology products. On the other hand, these compounds are known for their remarkable biologial activities. Inclusion of a pyridine ring into the molecular architecture leads to a better color properties. Supramolecular organization of azo dyes provides details on the molecular conformation, including intra- and inter-molecular interactions in the solid state. This information assists towards understanding of molecular properties as well as dye–fibre interactions [1].
In this work azo coupling reaction was employed to obtain 5'-(2-(2,6- dichlorophenyl)hydrazono)-4'-methyl-2',6'-dioxo-1',2',5',6'-tetrahydro-[1,3'-bipyridin]-1- ium chloride (Figure). The molecular structure was confirmed by 1H, 13C NMR, ATR- FTIR,	UV-Vis	spectroscopies	and	by single-crystal X-Ray diffraction. Various hydrogen bonds, π-stacking interactions and interactions involving chlorine substituents, as well as the chloride ion are responsible for supramolecular organization. Furthermore these interactions were used to explain dye- fiber afinities. Crystal data: C34H26Cl6N8O4, Mr = 823.33,
P–1,	a = 7.3784(15),	b = 10.394(2),
c = 13.254(3) Å, α = 103.29(3), β = 105.71(3), γ = 106.11(3) °,  V = 887.5(4) Å3,  Z = 1, F(000) = 420,	ρx = 1.541 g cm–3,
µ(MoKα) = 0.537 mm–1. The refinement on F2 (236 parameters) yielded R1 = 0.0561 and S = 1.063 for 3247 observed reflections with I ≥ 2σ(I).
PB  - Beograd : Srpsko kristalografsko društvo
C3  - Izvodi radova / XXVIII konferencija Srpskog kristalografskog društva, Čačak, 14–15. jun 2023
T1  - SUPRAMOLEKULSKI PRISTUP BOJENJU: KRISTALNO PAKOVANJE AZO PIRIDONSKE BOJE
T1  - SUPRAMOLECULAR АPPROACH OF DYEING: CRYSTAL PACKING OF PYRIDONE AZO DYE
EP  - 59
SP  - 58
UR  - https://hdl.handle.net/21.15107/rcub_technorep_6718
ER  - 

@conference{
author = "Mašulović, Aleksandra and Radovanović, Lidija and Lađarević, Jelena and Lazić, Anita and Trišović, Nemanja and Rogan, Jelena and Mijin, Dušan",
year = "2023",
abstract = "Reakcija azo kuplovanja omogućava laku sintezu niza molekula sa različitim svojstvima, što čini azo boje najrasprostranjenijim kolorantima. Pored primene azo boja u tekstilnoj industriji, primenjuju se i kod proizvoda naprednih tehnologija. Takođe, poznata su i po svojoj izvanrednoj biološkoj aktivnosti. Prisustvo jezgra piridina značajno poboljšava obojenje i postojanost boja. Supramolekulskim pristupom objašnjavaju se intra- i inter-molekulske interakcije, što omogućava bolje razumevanje interakcija između boja i tekstilnog vlakna [1].
U ovom radu dobijen je 5'-(2-(2,6-dihlorfenil)hidrazon)-4'-metil-2',6'-diokso- 1',2',5',6'-tetrahidro-[1,3'-bipiridin]-1-ium-hlorid (slika). Struktura jedinjenja potvrđena je NMR, ATR-FTIR, UV-Vis spektroskopijama i rendgenskom strukturnom analizom. Supramolekulsko umrežavanje postignuto je vodoničnim vezama, π-interakcijama, interakcijama atoma hlora vezanih za fenilno jezgro kao i interakcijama Cl–-jona koji se nalazi u kristalnoj rešetki. Ovim interakcijama objašnjena je i sposobnost vezivanja boje za tekstilno vlakno. Kristalografski podaci: C34H26Cl6N8O4,
Mr = 823,33, P–1, a = 7,3784(15), b = 10,394(2),
c = 13,254(3) Å, α = 103,29(3), β = 105,71(3), γ = 106,11(3) °,  V = 887,5(4) Å3,  Z = 1, F(000) = 420,	ρx = 1,541 g cm–3,
µ(MoKα) = 0,537 mm–1. Utačnjavanje sa F2 (236 parametara) dalo je R1 = 0,0561 i S = 1,063 za 3247 primećenih refleksija sa I ≥ 2σ(I)., The reaction of azo coupling easily provides access to a wide range of different molecules with numerous material properties, therefore making azo dyes most widely used colorants. Their use is not limited only on textile dyeing as it expands on usage in advanced technology products. On the other hand, these compounds are known for their remarkable biologial activities. Inclusion of a pyridine ring into the molecular architecture leads to a better color properties. Supramolecular organization of azo dyes provides details on the molecular conformation, including intra- and inter-molecular interactions in the solid state. This information assists towards understanding of molecular properties as well as dye–fibre interactions [1].
In this work azo coupling reaction was employed to obtain 5'-(2-(2,6- dichlorophenyl)hydrazono)-4'-methyl-2',6'-dioxo-1',2',5',6'-tetrahydro-[1,3'-bipyridin]-1- ium chloride (Figure). The molecular structure was confirmed by 1H, 13C NMR, ATR- FTIR,	UV-Vis	spectroscopies	and	by single-crystal X-Ray diffraction. Various hydrogen bonds, π-stacking interactions and interactions involving chlorine substituents, as well as the chloride ion are responsible for supramolecular organization. Furthermore these interactions were used to explain dye- fiber afinities. Crystal data: C34H26Cl6N8O4, Mr = 823.33,
P–1,	a = 7.3784(15),	b = 10.394(2),
c = 13.254(3) Å, α = 103.29(3), β = 105.71(3), γ = 106.11(3) °,  V = 887.5(4) Å3,  Z = 1, F(000) = 420,	ρx = 1.541 g cm–3,
µ(MoKα) = 0.537 mm–1. The refinement on F2 (236 parameters) yielded R1 = 0.0561 and S = 1.063 for 3247 observed reflections with I ≥ 2σ(I).",
publisher = "Beograd : Srpsko kristalografsko društvo",
journal = "Izvodi radova / XXVIII konferencija Srpskog kristalografskog društva, Čačak, 14–15. jun 2023",
title = "SUPRAMOLEKULSKI PRISTUP BOJENJU: KRISTALNO PAKOVANJE AZO PIRIDONSKE BOJE, SUPRAMOLECULAR АPPROACH OF DYEING: CRYSTAL PACKING OF PYRIDONE AZO DYE",
pages = "59-58",
url = "https://hdl.handle.net/21.15107/rcub_technorep_6718"
}

Mašulović, A., Radovanović, L., Lađarević, J., Lazić, A., Trišović, N., Rogan, J.,& Mijin, D.. (2023). SUPRAMOLEKULSKI PRISTUP BOJENJU: KRISTALNO PAKOVANJE AZO PIRIDONSKE BOJE. in Izvodi radova / XXVIII konferencija Srpskog kristalografskog društva, Čačak, 14–15. jun 2023
Beograd : Srpsko kristalografsko društvo., 58-59.
https://hdl.handle.net/21.15107/rcub_technorep_6718

Mašulović A, Radovanović L, Lađarević J, Lazić A, Trišović N, Rogan J, Mijin D. SUPRAMOLEKULSKI PRISTUP BOJENJU: KRISTALNO PAKOVANJE AZO PIRIDONSKE BOJE. in Izvodi radova / XXVIII konferencija Srpskog kristalografskog društva, Čačak, 14–15. jun 2023. 2023;:58-59.
https://hdl.handle.net/21.15107/rcub_technorep_6718 .

Mašulović, Aleksandra, Radovanović, Lidija, Lađarević, Jelena, Lazić, Anita, Trišović, Nemanja, Rogan, Jelena, Mijin, Dušan, "SUPRAMOLEKULSKI PRISTUP BOJENJU: KRISTALNO PAKOVANJE AZO PIRIDONSKE BOJE" in Izvodi radova / XXVIII konferencija Srpskog kristalografskog društva, Čačak, 14–15. jun 2023 (2023):58-59,
https://hdl.handle.net/21.15107/rcub_technorep_6718 .

TY  - CONF
AU  - Lazić, Anita M.
AU  - Đorđević, Ivana S.
AU  - Radovanović, Lidija D.
AU  - Popović, Dragan M.
AU  - Rogan, Jelena R.
AU  - Trišović, Nemanja P.
AU  - Janjić, Goran V.
PY  - 2023
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6765
AB  - The hierarchical development of the crystal structure of racemic 3-(4-methoxybenzyl)-6,7-
benzo-1,3-diazaspiro[4.5]decane-2,4-dione was analyzed through cooperativity of various homo
and heterochiral dimeric motifs associated with the presence of different intermolecular
interactions, namely strong N–H···O and weaker C–H···O, C–H···π and PILOs.1 Although a
bigger number of the contacts in the environment of the tetralin unit results from its larger
contact surface, the 4-methoxybenzyl unit provides a greater contribution to the overall
stabilization. In addition, the investigated compound is identified as a potential inhibitor of
kinase enzymes and AG protein-coupled receptors, with a slightly higher affinity for the later
enzyme. An analysis of the nature of the amino acid residues around the tetralin and 4-methoxy
benzyl units revealed that interactions with nonpolar groups are the most prevalent and even
more numerous than interactions with other amino acid residues (polar, positive and negative).
PB  - COST Action CA21101 "COSY"
C3  - Book of Abstracts / COST Training School-Cost action CA21101 COSY "Multiscale modeling of the properties of compounds: From isolated molecules to 3D materials relevant for industrial and astrophysical applications", Belgrade, 19th – 22nd September, 2023
T1  - Self-discriminating assembly and biorecognition of a spirohydantoin derived from α-tetralone
SP  - 47
UR  - https://hdl.handle.net/21.15107/rcub_technorep_6765
ER  - 

@conference{
author = "Lazić, Anita M. and Đorđević, Ivana S. and Radovanović, Lidija D. and Popović, Dragan M. and Rogan, Jelena R. and Trišović, Nemanja P. and Janjić, Goran V.",
year = "2023",
abstract = "The hierarchical development of the crystal structure of racemic 3-(4-methoxybenzyl)-6,7-
benzo-1,3-diazaspiro[4.5]decane-2,4-dione was analyzed through cooperativity of various homo
and heterochiral dimeric motifs associated with the presence of different intermolecular
interactions, namely strong N–H···O and weaker C–H···O, C–H···π and PILOs.1 Although a
bigger number of the contacts in the environment of the tetralin unit results from its larger
contact surface, the 4-methoxybenzyl unit provides a greater contribution to the overall
stabilization. In addition, the investigated compound is identified as a potential inhibitor of
kinase enzymes and AG protein-coupled receptors, with a slightly higher affinity for the later
enzyme. An analysis of the nature of the amino acid residues around the tetralin and 4-methoxy
benzyl units revealed that interactions with nonpolar groups are the most prevalent and even
more numerous than interactions with other amino acid residues (polar, positive and negative).",
publisher = "COST Action CA21101 "COSY"",
journal = "Book of Abstracts / COST Training School-Cost action CA21101 COSY "Multiscale modeling of the properties of compounds: From isolated molecules to 3D materials relevant for industrial and astrophysical applications", Belgrade, 19th – 22nd September, 2023",
title = "Self-discriminating assembly and biorecognition of a spirohydantoin derived from α-tetralone",
pages = "47",
url = "https://hdl.handle.net/21.15107/rcub_technorep_6765"
}

Lazić, A. M., Đorđević, I. S., Radovanović, L. D., Popović, D. M., Rogan, J. R., Trišović, N. P.,& Janjić, G. V.. (2023). Self-discriminating assembly and biorecognition of a spirohydantoin derived from α-tetralone. in Book of Abstracts / COST Training School-Cost action CA21101 COSY "Multiscale modeling of the properties of compounds: From isolated molecules to 3D materials relevant for industrial and astrophysical applications", Belgrade, 19th – 22nd September, 2023
COST Action CA21101 "COSY"., 47.
https://hdl.handle.net/21.15107/rcub_technorep_6765

Lazić AM, Đorđević IS, Radovanović LD, Popović DM, Rogan JR, Trišović NP, Janjić GV. Self-discriminating assembly and biorecognition of a spirohydantoin derived from α-tetralone. in Book of Abstracts / COST Training School-Cost action CA21101 COSY "Multiscale modeling of the properties of compounds: From isolated molecules to 3D materials relevant for industrial and astrophysical applications", Belgrade, 19th – 22nd September, 2023. 2023;:47.
https://hdl.handle.net/21.15107/rcub_technorep_6765 .

Lazić, Anita M., Đorđević, Ivana S., Radovanović, Lidija D., Popović, Dragan M., Rogan, Jelena R., Trišović, Nemanja P., Janjić, Goran V., "Self-discriminating assembly and biorecognition of a spirohydantoin derived from α-tetralone" in Book of Abstracts / COST Training School-Cost action CA21101 COSY "Multiscale modeling of the properties of compounds: From isolated molecules to 3D materials relevant for industrial and astrophysical applications", Belgrade, 19th – 22nd September, 2023 (2023):47,
https://hdl.handle.net/21.15107/rcub_technorep_6765 .

TY  - CONF
AU  - Matović, Luka R.
AU  - Mašulović, Aleksandra D.
AU  - Lazić, Anita M.
AU  - Gak Simić, Kristina G.
AU  - Lađarević, Jelena M.
AU  - Trišović, Nemanja P.
AU  - Mijin, Dušan Ž.
PY  - 2023
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6766
AB  - Pet novih jedinjenja na bazi stilbazolijum-soli, D-π-A strukture, sintetizovano je i detaljno
okarakterisano. Solvatohromizam sintetizovanih jedinjenja ispitan je korišćenjem četiri
rastvarača različite prirode pomoću UV-Vis spektroskopije. Takođe, ispitan je uticaj
različitih elektron-donorskih grupa na solvatohromna svojstva molekula. Zahvaljujući
prirodi kvaternarnog atoma azota, piridinijumov prsten u ovim jedinjenjima ispoljava jak
elektron-akceptorski karakter, promovišući intramolekulski transfer naelektrisanja.
Zahvaljujući ovom svojstvu, jedinjenja na bazi stilbazolijum-soli su primenu našla u
brojnim granama industrije i nauke.
AB  - Five novel dyes derived from stilbazolium salts, bearing D-π-A structure, were synthesized and completely characterized. The solvatochromism of the synthesized dyes was investigated using four different solvents by means of UV-Vis spectroscopy. Also, the influence of different electron-donor groups on the solvatochromic properties of dyes was examined. Due to the nature of the quaternary nitrogen atom, the pyridinium ring in these compounds exhibits a strong electron-accepting character, promoting intramolecular charge transfer. This property has enabled compounds derived from stilbazolium salts to find applications in numerous branches of industry and science.
PB  - Beograd : Srpsko hemijsko društvo
C3  - Kratki izvodi radova ; Knjiga radova / 59. savetovanje Srpskog hemijskog društva, Novi Sad 1. i 2. jun 2023. godine
T1  - Solvatohromna svojstva novih boja na bazi stilbazolijum-soli
T1  - Solvatochromic properties of novel dyes derived from stilbazolium salts
SP  - 103
UR  - https://hdl.handle.net/21.15107/rcub_technorep_6766
ER  - 

@conference{
author = "Matović, Luka R. and Mašulović, Aleksandra D. and Lazić, Anita M. and Gak Simić, Kristina G. and Lađarević, Jelena M. and Trišović, Nemanja P. and Mijin, Dušan Ž.",
year = "2023",
abstract = "Pet novih jedinjenja na bazi stilbazolijum-soli, D-π-A strukture, sintetizovano je i detaljno
okarakterisano. Solvatohromizam sintetizovanih jedinjenja ispitan je korišćenjem četiri
rastvarača različite prirode pomoću UV-Vis spektroskopije. Takođe, ispitan je uticaj
različitih elektron-donorskih grupa na solvatohromna svojstva molekula. Zahvaljujući
prirodi kvaternarnog atoma azota, piridinijumov prsten u ovim jedinjenjima ispoljava jak
elektron-akceptorski karakter, promovišući intramolekulski transfer naelektrisanja.
Zahvaljujući ovom svojstvu, jedinjenja na bazi stilbazolijum-soli su primenu našla u
brojnim granama industrije i nauke., Five novel dyes derived from stilbazolium salts, bearing D-π-A structure, were synthesized and completely characterized. The solvatochromism of the synthesized dyes was investigated using four different solvents by means of UV-Vis spectroscopy. Also, the influence of different electron-donor groups on the solvatochromic properties of dyes was examined. Due to the nature of the quaternary nitrogen atom, the pyridinium ring in these compounds exhibits a strong electron-accepting character, promoting intramolecular charge transfer. This property has enabled compounds derived from stilbazolium salts to find applications in numerous branches of industry and science.",
publisher = "Beograd : Srpsko hemijsko društvo",
journal = "Kratki izvodi radova ; Knjiga radova / 59. savetovanje Srpskog hemijskog društva, Novi Sad 1. i 2. jun 2023. godine",
title = "Solvatohromna svojstva novih boja na bazi stilbazolijum-soli, Solvatochromic properties of novel dyes derived from stilbazolium salts",
pages = "103",
url = "https://hdl.handle.net/21.15107/rcub_technorep_6766"
}

Matović, L. R., Mašulović, A. D., Lazić, A. M., Gak Simić, K. G., Lađarević, J. M., Trišović, N. P.,& Mijin, D. Ž.. (2023). Solvatohromna svojstva novih boja na bazi stilbazolijum-soli. in Kratki izvodi radova ; Knjiga radova / 59. savetovanje Srpskog hemijskog društva, Novi Sad 1. i 2. jun 2023. godine
Beograd : Srpsko hemijsko društvo., 103.
https://hdl.handle.net/21.15107/rcub_technorep_6766

Matović LR, Mašulović AD, Lazić AM, Gak Simić KG, Lađarević JM, Trišović NP, Mijin DŽ. Solvatohromna svojstva novih boja na bazi stilbazolijum-soli. in Kratki izvodi radova ; Knjiga radova / 59. savetovanje Srpskog hemijskog društva, Novi Sad 1. i 2. jun 2023. godine. 2023;:103.
https://hdl.handle.net/21.15107/rcub_technorep_6766 .

Matović, Luka R., Mašulović, Aleksandra D., Lazić, Anita M., Gak Simić, Kristina G., Lađarević, Jelena M., Trišović, Nemanja P., Mijin, Dušan Ž., "Solvatohromna svojstva novih boja na bazi stilbazolijum-soli" in Kratki izvodi radova ; Knjiga radova / 59. savetovanje Srpskog hemijskog društva, Novi Sad 1. i 2. jun 2023. godine (2023):103,
https://hdl.handle.net/21.15107/rcub_technorep_6766 .

TY  - JOUR
AU  - Matović, Luka
AU  - Trišović, Nemanja
AU  - Lađarević, Jelena
AU  - Vitnik, Vesna
AU  - Vitnik, Željko
AU  - Yavuz, Cagdas
AU  - Sen, Burak
AU  - Yasir, Albashir
AU  - Sule Erten, Ela
AU  - Mijin, Dušan
PY  - 2023
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/5241
AB  - Five novel D-π-A structured pyridinium based compounds, bearing different electron-donating units were synthesized, minutely characterized, and their solvatochromic and electronic properties were investigated. Subsequently, these compounds were added to a liquid electrolyte in order to enhance the photovoltaic performance of the N719-sensitized solar cell. It was demonstrated that the utilization of all compounds improved the conversion efficiency, compared to the reference solar cell comprised of plain liquid electrolyte. The photovoltaic performance of the fabricated DSSC depended of the electron-donating moiety of the synthesized compound. The highest photovoltaic conversion efficiency of 4.11% was obtained for DSSC with the compound bearing the 4-(N,N-dimethylamino)phenyl group.
PB  - Elsevier B.V.
T2  - Journal of Molecular Structure
T1  - Synthesis of novel pyridinium based compounds and their possible application in dye-sensitized solar cells
SP  - 134433
VL  - 1274
DO  - 10.1016/j.molstruc.2022.134433
ER  - 

@article{
author = "Matović, Luka and Trišović, Nemanja and Lađarević, Jelena and Vitnik, Vesna and Vitnik, Željko and Yavuz, Cagdas and Sen, Burak and Yasir, Albashir and Sule Erten, Ela and Mijin, Dušan",
year = "2023",
abstract = "Five novel D-π-A structured pyridinium based compounds, bearing different electron-donating units were synthesized, minutely characterized, and their solvatochromic and electronic properties were investigated. Subsequently, these compounds were added to a liquid electrolyte in order to enhance the photovoltaic performance of the N719-sensitized solar cell. It was demonstrated that the utilization of all compounds improved the conversion efficiency, compared to the reference solar cell comprised of plain liquid electrolyte. The photovoltaic performance of the fabricated DSSC depended of the electron-donating moiety of the synthesized compound. The highest photovoltaic conversion efficiency of 4.11% was obtained for DSSC with the compound bearing the 4-(N,N-dimethylamino)phenyl group.",
publisher = "Elsevier B.V.",
journal = "Journal of Molecular Structure",
title = "Synthesis of novel pyridinium based compounds and their possible application in dye-sensitized solar cells",
pages = "134433",
volume = "1274",
doi = "10.1016/j.molstruc.2022.134433"
}

Matović, L., Trišović, N., Lađarević, J., Vitnik, V., Vitnik, Ž., Yavuz, C., Sen, B., Yasir, A., Sule Erten, E.,& Mijin, D.. (2023). Synthesis of novel pyridinium based compounds and their possible application in dye-sensitized solar cells. in Journal of Molecular Structure
Elsevier B.V.., 1274, 134433.
https://doi.org/10.1016/j.molstruc.2022.134433

Matović L, Trišović N, Lađarević J, Vitnik V, Vitnik Ž, Yavuz C, Sen B, Yasir A, Sule Erten E, Mijin D. Synthesis of novel pyridinium based compounds and their possible application in dye-sensitized solar cells. in Journal of Molecular Structure. 2023;1274:134433.
doi:10.1016/j.molstruc.2022.134433 .

Matović, Luka, Trišović, Nemanja, Lađarević, Jelena, Vitnik, Vesna, Vitnik, Željko, Yavuz, Cagdas, Sen, Burak, Yasir, Albashir, Sule Erten, Ela, Mijin, Dušan, "Synthesis of novel pyridinium based compounds and their possible application in dye-sensitized solar cells" in Journal of Molecular Structure, 1274 (2023):134433,
https://doi.org/10.1016/j.molstruc.2022.134433 . .

TY  - CONF
AU  - Lazić, Anita
AU  - Lađarević, Jelena
AU  - Mašulović, Aleksandra
AU  - Gak Simić, Kristina
AU  - Matović, Luka
AU  - Đorđević, Ivana
AU  - Trišović, Nemanja
PY  - 2023
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6941
AB  - A convenient and efficient approach toward the synthesis of six 3-(4-substituted benzyl)-6,7-benzo-1,3-diazaspiro[4.5]decane-2,4-diones (1‒6) by Bucherer-Bergs reaction and further alkylation at position 3 of the hydantoin ring is reported. Further, their chemical structure was confirmed by melting points, elemental analysis, FT-IR, NMR and UV–Vis spectroscopic methods. To gain an insight into interactions which the investigated spirohydantoins establish with their environment, their absorption spectra were recorded in selected solvents of different polarity and the solvent effects on the UV-Vis absorption band positions, intensity and shape, were discussed. Substiuent effects on the solvatochromism of compounds 1−6 were analyzed using the Hammett's equation. Considering the broad applications of hydantoin derivatives, as well as the fact that their relative importance may increase in the future, results obtained in this study serve as a basis for further investigations.
PB  - Szeged : University of Szeged
C3  - Proceedings of the 29th International Symposium on Analytical and Environmental Problems, Szeged, Hungary, November 13-14, 2023
T1  - Evaluation of solvent and substituent effects on absorption spectra of spirohydantoins derived from alfa-tetralone
EP  - 206
SP  - 202
UR  - https://hdl.handle.net/21.15107/rcub_technorep_6941
ER  - 

@conference{
author = "Lazić, Anita and Lađarević, Jelena and Mašulović, Aleksandra and Gak Simić, Kristina and Matović, Luka and Đorđević, Ivana and Trišović, Nemanja",
year = "2023",
abstract = "A convenient and efficient approach toward the synthesis of six 3-(4-substituted benzyl)-6,7-benzo-1,3-diazaspiro[4.5]decane-2,4-diones (1‒6) by Bucherer-Bergs reaction and further alkylation at position 3 of the hydantoin ring is reported. Further, their chemical structure was confirmed by melting points, elemental analysis, FT-IR, NMR and UV–Vis spectroscopic methods. To gain an insight into interactions which the investigated spirohydantoins establish with their environment, their absorption spectra were recorded in selected solvents of different polarity and the solvent effects on the UV-Vis absorption band positions, intensity and shape, were discussed. Substiuent effects on the solvatochromism of compounds 1−6 were analyzed using the Hammett's equation. Considering the broad applications of hydantoin derivatives, as well as the fact that their relative importance may increase in the future, results obtained in this study serve as a basis for further investigations.",
publisher = "Szeged : University of Szeged",
journal = "Proceedings of the 29th International Symposium on Analytical and Environmental Problems, Szeged, Hungary, November 13-14, 2023",
title = "Evaluation of solvent and substituent effects on absorption spectra of spirohydantoins derived from alfa-tetralone",
pages = "206-202",
url = "https://hdl.handle.net/21.15107/rcub_technorep_6941"
}

Lazić, A., Lađarević, J., Mašulović, A., Gak Simić, K., Matović, L., Đorđević, I.,& Trišović, N.. (2023). Evaluation of solvent and substituent effects on absorption spectra of spirohydantoins derived from alfa-tetralone. in Proceedings of the 29th International Symposium on Analytical and Environmental Problems, Szeged, Hungary, November 13-14, 2023
Szeged : University of Szeged., 202-206.
https://hdl.handle.net/21.15107/rcub_technorep_6941

Lazić A, Lađarević J, Mašulović A, Gak Simić K, Matović L, Đorđević I, Trišović N. Evaluation of solvent and substituent effects on absorption spectra of spirohydantoins derived from alfa-tetralone. in Proceedings of the 29th International Symposium on Analytical and Environmental Problems, Szeged, Hungary, November 13-14, 2023. 2023;:202-206.
https://hdl.handle.net/21.15107/rcub_technorep_6941 .

Lazić, Anita, Lađarević, Jelena, Mašulović, Aleksandra, Gak Simić, Kristina, Matović, Luka, Đorđević, Ivana, Trišović, Nemanja, "Evaluation of solvent and substituent effects on absorption spectra of spirohydantoins derived from alfa-tetralone" in Proceedings of the 29th International Symposium on Analytical and Environmental Problems, Szeged, Hungary, November 13-14, 2023 (2023):202-206,
https://hdl.handle.net/21.15107/rcub_technorep_6941 .

TY  - JOUR
AU  - Lazić, Anita
AU  - Radovanović, Lidija
AU  - Rogan, Jelena
AU  - Valentić, Nataša
AU  - Janjić, Goran
AU  - Đorđević, Ivana
AU  - Trišović, Nemanja
PY  - 2023
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6504
AB  - The present study describes representative examples of supramolecular arrangement of 5-phenylhydantoins achieved through various N-H⋯O hydrogen-bonding patterns. Four derivatives, 5-ethyl-5-(4-methylphenyl)hydantoin (1) and three 5-methyl-5-(3- or 4-substituted phenyl)hydantoins (2-4), were synthesized by the Bucherer-Bergs reaction and their crystal structures were determined by the single crystal X-ray diffraction method. A racemate, racemic hydrate and conglomerate as outcomes of crystallization from racemic solutions were found here. The crystal structures were firstly subjected to Hirshfeld surfaces analysis. The development of hydrogen bonding driven two-dimensional assemblies such as tapes, ribbons and sheets was further analysed using DFT calculations in terms of contribution of dimeric motifs as building blocks, which are associated with the presence of intermolecular interactions. To explore qualitative correlations between intermolecular interactions determining the crystal structures of the investigated compounds and those underlying their biological activity, we performed a docking study on the neuronal voltage gated sodium channels, matrix metalloproteinase 12 and aldose reductase. The supramolecular profiles of the investigated compounds are also maintained in biological systems and as such are responsible for differences in their biological activities.
PB  - Royal Society of Chemistry
T2  - CrystEngComm
T1  - Exploring the supramolecular profile of 5-phenylhydantoins
EP  - 3654
IS  - 25
SP  - 3637
VL  - 25
DO  - 10.1039/d3ce00213f
ER  - 

@article{
author = "Lazić, Anita and Radovanović, Lidija and Rogan, Jelena and Valentić, Nataša and Janjić, Goran and Đorđević, Ivana and Trišović, Nemanja",
year = "2023",
abstract = "The present study describes representative examples of supramolecular arrangement of 5-phenylhydantoins achieved through various N-H⋯O hydrogen-bonding patterns. Four derivatives, 5-ethyl-5-(4-methylphenyl)hydantoin (1) and three 5-methyl-5-(3- or 4-substituted phenyl)hydantoins (2-4), were synthesized by the Bucherer-Bergs reaction and their crystal structures were determined by the single crystal X-ray diffraction method. A racemate, racemic hydrate and conglomerate as outcomes of crystallization from racemic solutions were found here. The crystal structures were firstly subjected to Hirshfeld surfaces analysis. The development of hydrogen bonding driven two-dimensional assemblies such as tapes, ribbons and sheets was further analysed using DFT calculations in terms of contribution of dimeric motifs as building blocks, which are associated with the presence of intermolecular interactions. To explore qualitative correlations between intermolecular interactions determining the crystal structures of the investigated compounds and those underlying their biological activity, we performed a docking study on the neuronal voltage gated sodium channels, matrix metalloproteinase 12 and aldose reductase. The supramolecular profiles of the investigated compounds are also maintained in biological systems and as such are responsible for differences in their biological activities.",
publisher = "Royal Society of Chemistry",
journal = "CrystEngComm",
title = "Exploring the supramolecular profile of 5-phenylhydantoins",
pages = "3654-3637",
number = "25",
volume = "25",
doi = "10.1039/d3ce00213f"
}

Lazić, A., Radovanović, L., Rogan, J., Valentić, N., Janjić, G., Đorđević, I.,& Trišović, N.. (2023). Exploring the supramolecular profile of 5-phenylhydantoins. in CrystEngComm
Royal Society of Chemistry., 25(25), 3637-3654.
https://doi.org/10.1039/d3ce00213f

Lazić A, Radovanović L, Rogan J, Valentić N, Janjić G, Đorđević I, Trišović N. Exploring the supramolecular profile of 5-phenylhydantoins. in CrystEngComm. 2023;25(25):3637-3654.
doi:10.1039/d3ce00213f .

Lazić, Anita, Radovanović, Lidija, Rogan, Jelena, Valentić, Nataša, Janjić, Goran, Đorđević, Ivana, Trišović, Nemanja, "Exploring the supramolecular profile of 5-phenylhydantoins" in CrystEngComm, 25, no. 25 (2023):3637-3654,
https://doi.org/10.1039/d3ce00213f . .

TY  - JOUR
AU  - Cmok, Luka
AU  - Mattiazzi, Simon
AU  - Drevensek-Olenik, Irena
AU  - Sebastian, Nerea
AU  - Gak Simić, Kristina
AU  - Trišović, Nemanja
AU  - Vilfan, Mojca
PY  - 2023
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/5955
AB  - We report on observations of optical switching in bent-core liquid crystals possessing azocinnamoyl groups in both elongated side arms. UV-activated switching was observed in two of the synthesised materials, both of which were studied optically and with dielectric spectroscopy. Polarising microscopy was used to measure the changes in optical transmittance, and while no illumination effect was seen in the nematic phase, visible changes were observed in the smectic phase, most pronounced in the close vicinity of the smectic to nematic-phase transition. Switching dynamics was characterised, and we found that the average switching time varies strongly with temperature. The relaxation process is faster (below (Formula presented.)) and exhibits no significant temperature dependence. Dielectric measurements have shown that the observed smectic C phases were not polar with the molecules possessing a rather small electric dipole moment. Upon illumination, small differences in the dielectric permittivity were observed only in the smectic phase, suggesting that the illumination effect can be attributed to changes in the molecular conformational and orientational order.
PB  - Taylor and Francis Ltd.
T2  - Liquid Crystals
T1  - Optical switching of bent-core liquid crystals with azocinnamoyl units
DO  - 10.1080/02678292.2023.2179120
ER  - 

@article{
author = "Cmok, Luka and Mattiazzi, Simon and Drevensek-Olenik, Irena and Sebastian, Nerea and Gak Simić, Kristina and Trišović, Nemanja and Vilfan, Mojca",
year = "2023",
abstract = "We report on observations of optical switching in bent-core liquid crystals possessing azocinnamoyl groups in both elongated side arms. UV-activated switching was observed in two of the synthesised materials, both of which were studied optically and with dielectric spectroscopy. Polarising microscopy was used to measure the changes in optical transmittance, and while no illumination effect was seen in the nematic phase, visible changes were observed in the smectic phase, most pronounced in the close vicinity of the smectic to nematic-phase transition. Switching dynamics was characterised, and we found that the average switching time varies strongly with temperature. The relaxation process is faster (below (Formula presented.)) and exhibits no significant temperature dependence. Dielectric measurements have shown that the observed smectic C phases were not polar with the molecules possessing a rather small electric dipole moment. Upon illumination, small differences in the dielectric permittivity were observed only in the smectic phase, suggesting that the illumination effect can be attributed to changes in the molecular conformational and orientational order.",
publisher = "Taylor and Francis Ltd.",
journal = "Liquid Crystals",
title = "Optical switching of bent-core liquid crystals with azocinnamoyl units",
doi = "10.1080/02678292.2023.2179120"
}

Cmok, L., Mattiazzi, S., Drevensek-Olenik, I., Sebastian, N., Gak Simić, K., Trišović, N.,& Vilfan, M.. (2023). Optical switching of bent-core liquid crystals with azocinnamoyl units. in Liquid Crystals
Taylor and Francis Ltd...
https://doi.org/10.1080/02678292.2023.2179120

Cmok L, Mattiazzi S, Drevensek-Olenik I, Sebastian N, Gak Simić K, Trišović N, Vilfan M. Optical switching of bent-core liquid crystals with azocinnamoyl units. in Liquid Crystals. 2023;.
doi:10.1080/02678292.2023.2179120 .

Cmok, Luka, Mattiazzi, Simon, Drevensek-Olenik, Irena, Sebastian, Nerea, Gak Simić, Kristina, Trišović, Nemanja, Vilfan, Mojca, "Optical switching of bent-core liquid crystals with azocinnamoyl units" in Liquid Crystals (2023),
https://doi.org/10.1080/02678292.2023.2179120 . .

TY  - JOUR
AU  - Vidović, Dunja
AU  - Milošević, Nataša
AU  - Pavlović, Nebojša
AU  - Todorović, Nemanja
AU  - Panić Čanji, Jelena
AU  - Ćurčić, Jelena
AU  - Banjac, Nebojša
AU  - Trišović, Nemanja
AU  - Božić, Bojan
AU  - Lalić-Popović, Mladena
PY  - 2022
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/5150
AB  - Passive permeability is one of the key features that determine absorbability and one of the most studied properties in the early phases of drug development. Newly synthesized succinimide derivatives from two different series (1-aryl-3-methylsuccinimides and 1-aryl-3-ethyl-3-methylsuccinimides) with high biological potential have been subjected to estimation of their passive permeability and their association with (a) experimentally obtained anisotropic lipophilicity, (b) in silico–calculated lipophilicity and (c) in silico–predicted permeability and absorbability. Non-cellular-based parallel artificial membrane permeability assay was applied for quantifying their passive permeation, expressed as logPapp. Passive permeation was governed by the lipophilicity of the analysed compounds, and anisotropic lipophilicity was related with statistically significant passive transcellular diffusion (r2 = 0.614, P < 0.001). Moreover, experimentally determined passive permeability, logPapp, was statistically significantly associated with both in silico–predicted absorption constant, ka (r2 = 0.7886, P < 0.001), and human intestinal absorption (HIA) in percentage (r2 = 0.484, P < 0.001), respectively. However, there was no statistically significant relationship between experimentally obtained permeability on non-cellular-based model and in silico–predicted Caco-2 permeability based on the predictions conducted on two different software. Based on the obtained results, anisotropic systems are promising surrogates for determining lipophilicity, except for compounds with acidic functional groups that are completely ionized under (pH = 7.4).
T2  - Biomedical Chromatography
T1  - In silico–in vitro estimation of lipophilicity and permeability association for succinimide derivatives using chromatographic anisotropic systems and parallel artificial membrane permeability assay
DO  - 10.1002/bmc.5413
ER  - 

@article{
author = "Vidović, Dunja and Milošević, Nataša and Pavlović, Nebojša and Todorović, Nemanja and Panić Čanji, Jelena and Ćurčić, Jelena and Banjac, Nebojša and Trišović, Nemanja and Božić, Bojan and Lalić-Popović, Mladena",
year = "2022",
abstract = "Passive permeability is one of the key features that determine absorbability and one of the most studied properties in the early phases of drug development. Newly synthesized succinimide derivatives from two different series (1-aryl-3-methylsuccinimides and 1-aryl-3-ethyl-3-methylsuccinimides) with high biological potential have been subjected to estimation of their passive permeability and their association with (a) experimentally obtained anisotropic lipophilicity, (b) in silico–calculated lipophilicity and (c) in silico–predicted permeability and absorbability. Non-cellular-based parallel artificial membrane permeability assay was applied for quantifying their passive permeation, expressed as logPapp. Passive permeation was governed by the lipophilicity of the analysed compounds, and anisotropic lipophilicity was related with statistically significant passive transcellular diffusion (r2 = 0.614, P < 0.001). Moreover, experimentally determined passive permeability, logPapp, was statistically significantly associated with both in silico–predicted absorption constant, ka (r2 = 0.7886, P < 0.001), and human intestinal absorption (HIA) in percentage (r2 = 0.484, P < 0.001), respectively. However, there was no statistically significant relationship between experimentally obtained permeability on non-cellular-based model and in silico–predicted Caco-2 permeability based on the predictions conducted on two different software. Based on the obtained results, anisotropic systems are promising surrogates for determining lipophilicity, except for compounds with acidic functional groups that are completely ionized under (pH = 7.4).",
journal = "Biomedical Chromatography",
title = "In silico–in vitro estimation of lipophilicity and permeability association for succinimide derivatives using chromatographic anisotropic systems and parallel artificial membrane permeability assay",
doi = "10.1002/bmc.5413"
}

Vidović, D., Milošević, N., Pavlović, N., Todorović, N., Panić Čanji, J., Ćurčić, J., Banjac, N., Trišović, N., Božić, B.,& Lalić-Popović, M.. (2022). In silico–in vitro estimation of lipophilicity and permeability association for succinimide derivatives using chromatographic anisotropic systems and parallel artificial membrane permeability assay. in Biomedical Chromatography.
https://doi.org/10.1002/bmc.5413

Vidović D, Milošević N, Pavlović N, Todorović N, Panić Čanji J, Ćurčić J, Banjac N, Trišović N, Božić B, Lalić-Popović M. In silico–in vitro estimation of lipophilicity and permeability association for succinimide derivatives using chromatographic anisotropic systems and parallel artificial membrane permeability assay. in Biomedical Chromatography. 2022;.
doi:10.1002/bmc.5413 .

Vidović, Dunja, Milošević, Nataša, Pavlović, Nebojša, Todorović, Nemanja, Panić Čanji, Jelena, Ćurčić, Jelena, Banjac, Nebojša, Trišović, Nemanja, Božić, Bojan, Lalić-Popović, Mladena, "In silico–in vitro estimation of lipophilicity and permeability association for succinimide derivatives using chromatographic anisotropic systems and parallel artificial membrane permeability assay" in Biomedical Chromatography (2022),
https://doi.org/10.1002/bmc.5413 . .

TY  - CONF
AU  - Lazić, Anita M.
AU  - Radovanović, Lidija D.
AU  - Rogan, Jelena R.
AU  - Trišović, Nemanja P.
PY  - 2022
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6774
AB  - The wide range of pharmacological activities (e.g. antiviral, antifungal, antibacterical,
antiinflamatory, leishmanicidal and antidepresant) has already been attributed to the
xanthenediones, a group of synthetic heterocyclic compounds possessing a pyran
nucleus fused on either side with cyclohex-2-enone rings [1]. In this work, two 3,3,6,6-
tetramethyl-9-substituted-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-diones (Figure
1) were synthesized and their crystal stuctures were determined by single crystal X-ray
diffraction. The main structural feature in compound 1 is a supramolecular chain along
the a-axis formed by O4–H4···O2 hydrogen bond and C13–H13···O4 and Br1···Br2
interactions between the adjacent asymmetric units, while the formation of
supramolecular network is further achieved by C–H···π interactions between the
adjacent chains. The main motif in 2 is a dimer formed via O4–H4···O2 hydrogen bond
and Cl1···π interactions. The neighbouring dimers are connected through strong C7–
H7A···π interactions, thus resulting in formation of a zigzag chain parallel to the c-axis.
Weak C–H···π interactions link the adjacent chains into a supramolecular layer. This
work may provide a basis for design of new biologically active xanthenediones both at
the molecular and supramolecular level.
PB  - Belgrade : Serbian Chemical Society
PB  - Belgrade : Serbian Young Chemists Club
C3  - Book of abstracts / 8th Conference of the Young Chemists of Serbia, Belgrade, 29th October 2022
T1  - Supramolecular architectures of selected xanthenedione derivatives
SP  - 117
UR  - https://hdl.handle.net/21.15107/rcub_technorep_6774
ER  - 

@conference{
author = "Lazić, Anita M. and Radovanović, Lidija D. and Rogan, Jelena R. and Trišović, Nemanja P.",
year = "2022",
abstract = "The wide range of pharmacological activities (e.g. antiviral, antifungal, antibacterical,
antiinflamatory, leishmanicidal and antidepresant) has already been attributed to the
xanthenediones, a group of synthetic heterocyclic compounds possessing a pyran
nucleus fused on either side with cyclohex-2-enone rings [1]. In this work, two 3,3,6,6-
tetramethyl-9-substituted-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-diones (Figure
1) were synthesized and their crystal stuctures were determined by single crystal X-ray
diffraction. The main structural feature in compound 1 is a supramolecular chain along
the a-axis formed by O4–H4···O2 hydrogen bond and C13–H13···O4 and Br1···Br2
interactions between the adjacent asymmetric units, while the formation of
supramolecular network is further achieved by C–H···π interactions between the
adjacent chains. The main motif in 2 is a dimer formed via O4–H4···O2 hydrogen bond
and Cl1···π interactions. The neighbouring dimers are connected through strong C7–
H7A···π interactions, thus resulting in formation of a zigzag chain parallel to the c-axis.
Weak C–H···π interactions link the adjacent chains into a supramolecular layer. This
work may provide a basis for design of new biologically active xanthenediones both at
the molecular and supramolecular level.",
publisher = "Belgrade : Serbian Chemical Society, Belgrade : Serbian Young Chemists Club",
journal = "Book of abstracts / 8th Conference of the Young Chemists of Serbia, Belgrade, 29th October 2022",
title = "Supramolecular architectures of selected xanthenedione derivatives",
pages = "117",
url = "https://hdl.handle.net/21.15107/rcub_technorep_6774"
}

Lazić, A. M., Radovanović, L. D., Rogan, J. R.,& Trišović, N. P.. (2022). Supramolecular architectures of selected xanthenedione derivatives. in Book of abstracts / 8th Conference of the Young Chemists of Serbia, Belgrade, 29th October 2022
Belgrade : Serbian Chemical Society., 117.
https://hdl.handle.net/21.15107/rcub_technorep_6774

Lazić AM, Radovanović LD, Rogan JR, Trišović NP. Supramolecular architectures of selected xanthenedione derivatives. in Book of abstracts / 8th Conference of the Young Chemists of Serbia, Belgrade, 29th October 2022. 2022;:117.
https://hdl.handle.net/21.15107/rcub_technorep_6774 .

Lazić, Anita M., Radovanović, Lidija D., Rogan, Jelena R., Trišović, Nemanja P., "Supramolecular architectures of selected xanthenedione derivatives" in Book of abstracts / 8th Conference of the Young Chemists of Serbia, Belgrade, 29th October 2022 (2022):117,
https://hdl.handle.net/21.15107/rcub_technorep_6774 .

TY  - CONF
AU  - Lazić, Anita
AU  - Radovanović, Lidija
AU  - Rogan, Jelena
AU  - Janjić, Goran
AU  - Trišović, Nemanja
AU  - Đorđević, Ivana
PY  - 2022
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6767
AB  - Derivat cikloheksan-5-spirohidantoina (Slika 1) je sintetisan, određena je njegova kristalna
struktura i urađena kvantno-hemijska analiza. Kristalno pakovanje grade mreže
supramolekulskih R6
4
(32) prstenova postavljenih međusobno paralelno, pri čemu se
formiraju linearni kanali. Određene su vrednosti energije intermolekulskih interakcija za
različite dimerne motive dobijene iz kristalne strukture. Uzimajući u razmatranje
prethodno strukturno okarakterisane srodne spirohidantoine [1], dobijena je serija
jedinjenja koja je omogućila procenu uticaja supstituenata na njihovu molekulsku i
kristalnu strukturu.
AB  - A spirohydantoin derivative (Figure 1) was synthesized and its crystal structure was
determined by single crystal X-ray diffraction and analysed by DFT calculations. The
crystal packing is made of supramolecular nets of R6
4
(32) rings linked together to form
stacks that enclose linear channels. The intermolecular interaction energies are quantified
for various dimeric motifs. By including the previously reported structurally-related
spirohydantoins [1], we created a set of compounds that enabled us to evaluate substituent
effects on both molecular and crystal structures.
PB  - Beograd : Srpsko hemijsko društvo
C3  - Kratki izvodi radova ; Knjiga radova / 58. savetovanje Srpskog hemijskog društva, Beograd, 9. i 10. jun 2022. godine
T1  - Proučavanje konformacije i kristalne strukture odabranih derivata cikloheksan-5-spirohidantoina
T1  - Insights into conformational and cristal structure features of selected cyclohexane-5-spirohydantoin derivatives
SP  - 138
UR  - https://hdl.handle.net/21.15107/rcub_technorep_6767
ER  - 

@conference{
author = "Lazić, Anita and Radovanović, Lidija and Rogan, Jelena and Janjić, Goran and Trišović, Nemanja and Đorđević, Ivana",
year = "2022",
abstract = "Derivat cikloheksan-5-spirohidantoina (Slika 1) je sintetisan, određena je njegova kristalna
struktura i urađena kvantno-hemijska analiza. Kristalno pakovanje grade mreže
supramolekulskih R6
4
(32) prstenova postavljenih međusobno paralelno, pri čemu se
formiraju linearni kanali. Određene su vrednosti energije intermolekulskih interakcija za
različite dimerne motive dobijene iz kristalne strukture. Uzimajući u razmatranje
prethodno strukturno okarakterisane srodne spirohidantoine [1], dobijena je serija
jedinjenja koja je omogućila procenu uticaja supstituenata na njihovu molekulsku i
kristalnu strukturu., A spirohydantoin derivative (Figure 1) was synthesized and its crystal structure was
determined by single crystal X-ray diffraction and analysed by DFT calculations. The
crystal packing is made of supramolecular nets of R6
4
(32) rings linked together to form
stacks that enclose linear channels. The intermolecular interaction energies are quantified
for various dimeric motifs. By including the previously reported structurally-related
spirohydantoins [1], we created a set of compounds that enabled us to evaluate substituent
effects on both molecular and crystal structures.",
publisher = "Beograd : Srpsko hemijsko društvo",
journal = "Kratki izvodi radova ; Knjiga radova / 58. savetovanje Srpskog hemijskog društva, Beograd, 9. i 10. jun 2022. godine",
title = "Proučavanje konformacije i kristalne strukture odabranih derivata cikloheksan-5-spirohidantoina, Insights into conformational and cristal structure features of selected cyclohexane-5-spirohydantoin derivatives",
pages = "138",
url = "https://hdl.handle.net/21.15107/rcub_technorep_6767"
}

Lazić, A., Radovanović, L., Rogan, J., Janjić, G., Trišović, N.,& Đorđević, I.. (2022). Proučavanje konformacije i kristalne strukture odabranih derivata cikloheksan-5-spirohidantoina. in Kratki izvodi radova ; Knjiga radova / 58. savetovanje Srpskog hemijskog društva, Beograd, 9. i 10. jun 2022. godine
Beograd : Srpsko hemijsko društvo., 138.
https://hdl.handle.net/21.15107/rcub_technorep_6767

Lazić A, Radovanović L, Rogan J, Janjić G, Trišović N, Đorđević I. Proučavanje konformacije i kristalne strukture odabranih derivata cikloheksan-5-spirohidantoina. in Kratki izvodi radova ; Knjiga radova / 58. savetovanje Srpskog hemijskog društva, Beograd, 9. i 10. jun 2022. godine. 2022;:138.
https://hdl.handle.net/21.15107/rcub_technorep_6767 .

Lazić, Anita, Radovanović, Lidija, Rogan, Jelena, Janjić, Goran, Trišović, Nemanja, Đorđević, Ivana, "Proučavanje konformacije i kristalne strukture odabranih derivata cikloheksan-5-spirohidantoina" in Kratki izvodi radova ; Knjiga radova / 58. savetovanje Srpskog hemijskog društva, Beograd, 9. i 10. jun 2022. godine (2022):138,
https://hdl.handle.net/21.15107/rcub_technorep_6767 .

TY  - CONF
AU  - Gak Simić, Kristina
AU  - Trišović, Nemanja
AU  - Cmok, Luka
AU  - Drevenšek-Olenik, Irena
PY  - 2022
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6771
AB  - V prispevku predstavljamo sintezo in karakterizacijo serije tekočih kristalov z upognjeno sredico. Upognjeno sredico sestavljajo 3 benzenski obroči povezani z azocinamoilno skupino in še 2 povezana z fotoobčutljivim AZO mostom. Dolžini stranskih repov so bili v vseh primerih enake (C12H25–), medtem ko smo na centralnem in zunanjih benzenskih obročih z substitucijo funkcionalnih skupin spreminjali električne lastnosti spojin in njihov način spontanega urejanja. V
nasprotju z spojino, ki je vsebovala “gole” benzenske obroče smo v primerih z funkcionalnimi skupinami dosegli večjo prostorsko porazdelitev naboja ter nove - drugačne makroskopsko urejene faze.
Pri karakterizaciji smo se osredotočili predvsen na efekte fotoizomerizacije. Znano je, da v azocinamoilnih funkcionalnih skupinah prihaja do več fotokemičnih procesov, poleg cis-trans prehoda še do ciklizacije in foto-Fries reorganizacije. Preučili smo fazni diagram tekoče kristalnih faz, ki jih tvorijo te spojine, odkrili da ena izmed spojin tvori zanimivo smektično B7 fazo. UV osvetlitev vzorcev povzroči spremembe v ureditvi, opazili smo, da se v planarno urejenih celicah te spremembe hitre in ponovljive, ter da znižajo temperaturo faznega prehoda iz smektične v nematsko fazo. V poizkusih, kjer je bil material samo nanšen na stekleno povšino, smo opazili tipično Schliren teksturo, katera se je ob UV osvetlitivi stabilizirala in je ostala stabilna tudi po več mesecih. Razlog za to smo pripisali dimerizaciji cinamoilnih funkcionalih grup, ki so preprečile cis-konformaciji da se relaksira nazaj v trans-konformacijo, predvidevamo, da zaradi omejene geometrije takšen proces ni možen v planarnih celicah.
PB  - V Ljubljani : Fakulteta za matematiko in fiziko
C3  - Zbornik povzetkov / 12. konferenca fizikov v osnovnih raziskavah, Terme Čatež, 11. november 2022
T1  - Fotoobčutljivi azocinamoilni tekoči kristali z upognjeno sredico
T1  - Photosensitive azocinnamoyl liquid crystals with a bent core
SP  - 31
UR  - https://hdl.handle.net/21.15107/rcub_technorep_6771
ER  - 

@conference{
author = "Gak Simić, Kristina and Trišović, Nemanja and Cmok, Luka and Drevenšek-Olenik, Irena",
year = "2022",
abstract = "V prispevku predstavljamo sintezo in karakterizacijo serije tekočih kristalov z upognjeno sredico. Upognjeno sredico sestavljajo 3 benzenski obroči povezani z azocinamoilno skupino in še 2 povezana z fotoobčutljivim AZO mostom. Dolžini stranskih repov so bili v vseh primerih enake (C12H25–), medtem ko smo na centralnem in zunanjih benzenskih obročih z substitucijo funkcionalnih skupin spreminjali električne lastnosti spojin in njihov način spontanega urejanja. V
nasprotju z spojino, ki je vsebovala “gole” benzenske obroče smo v primerih z funkcionalnimi skupinami dosegli večjo prostorsko porazdelitev naboja ter nove - drugačne makroskopsko urejene faze.
Pri karakterizaciji smo se osredotočili predvsen na efekte fotoizomerizacije. Znano je, da v azocinamoilnih funkcionalnih skupinah prihaja do več fotokemičnih procesov, poleg cis-trans prehoda še do ciklizacije in foto-Fries reorganizacije. Preučili smo fazni diagram tekoče kristalnih faz, ki jih tvorijo te spojine, odkrili da ena izmed spojin tvori zanimivo smektično B7 fazo. UV osvetlitev vzorcev povzroči spremembe v ureditvi, opazili smo, da se v planarno urejenih celicah te spremembe hitre in ponovljive, ter da znižajo temperaturo faznega prehoda iz smektične v nematsko fazo. V poizkusih, kjer je bil material samo nanšen na stekleno povšino, smo opazili tipično Schliren teksturo, katera se je ob UV osvetlitivi stabilizirala in je ostala stabilna tudi po več mesecih. Razlog za to smo pripisali dimerizaciji cinamoilnih funkcionalih grup, ki so preprečile cis-konformaciji da se relaksira nazaj v trans-konformacijo, predvidevamo, da zaradi omejene geometrije takšen proces ni možen v planarnih celicah.",
publisher = "V Ljubljani : Fakulteta za matematiko in fiziko",
journal = "Zbornik povzetkov / 12. konferenca fizikov v osnovnih raziskavah, Terme Čatež, 11. november 2022",
title = "Fotoobčutljivi azocinamoilni tekoči kristali z upognjeno sredico, Photosensitive azocinnamoyl liquid crystals with a bent core",
pages = "31",
url = "https://hdl.handle.net/21.15107/rcub_technorep_6771"
}

Gak Simić, K., Trišović, N., Cmok, L.,& Drevenšek-Olenik, I.. (2022). Fotoobčutljivi azocinamoilni tekoči kristali z upognjeno sredico. in Zbornik povzetkov / 12. konferenca fizikov v osnovnih raziskavah, Terme Čatež, 11. november 2022
V Ljubljani : Fakulteta za matematiko in fiziko., 31.
https://hdl.handle.net/21.15107/rcub_technorep_6771

Gak Simić K, Trišović N, Cmok L, Drevenšek-Olenik I. Fotoobčutljivi azocinamoilni tekoči kristali z upognjeno sredico. in Zbornik povzetkov / 12. konferenca fizikov v osnovnih raziskavah, Terme Čatež, 11. november 2022. 2022;:31.
https://hdl.handle.net/21.15107/rcub_technorep_6771 .

Gak Simić, Kristina, Trišović, Nemanja, Cmok, Luka, Drevenšek-Olenik, Irena, "Fotoobčutljivi azocinamoilni tekoči kristali z upognjeno sredico" in Zbornik povzetkov / 12. konferenca fizikov v osnovnih raziskavah, Terme Čatež, 11. november 2022 (2022):31,
https://hdl.handle.net/21.15107/rcub_technorep_6771 .

TY  - CONF
AU  - Lazić, Anita
AU  - Trišović, Nemanja
AU  - Valentić, Nataša
PY  - 2022
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6770
AB  - Photochromic organic molecules that undergo reversible photochemical switching between two stable states continue to impact optical devices. They usually represent small organic molecules bearing conjugated aromatic frameworks capable for rapid cis→trans photoisomerization, photocyclization or combination of both. Their photochromic potential has not been completely studied due to numerous challenges in coupling the geometrical and electronic changes on the molecular level and further balancing macroscopic and bulk material characteristics. With the aim of development of novel light-sensitive materials, herein we explore the solvatochromic behaviour of two 4-substituted α-cyanostilbens by recording their absorption spectra in selected solvents and evaluating the effects of solvent dipolarity/polarizability and solute-solvent hydrogen bonding interactions on the shift of the absorption maxima by means of linear solvatation energy relationship concepts proposed by Kamlet, Taft and Cátalan.
AB  - Fotohromni organski molekuli koji se mogu reverzibilno prevoditi iz jednog stabilnog stanja u drugo pod dejstvom svetlosti uveliko se primenjuju u proizvodnji raznovrsnih materijala za primenu u proizvodnji različitih optičkih i elektronskih uređaja. To su najčešće mali organski molekuli koji u okviru svoje hemijske strukture sadrže konjugovane aromatične prstenove i koji podležu brzoj cis→trans fotoizomerizaciji, fotociklizaciji ili oba procesa. Njihov fotohemijski potencijal nije još uvek dovoljno istražen, budući da je teško balansirati efekte geometrijskih i elektronskih promena na molekulskom nivou kako bi se proizvela određena makroskopska svojstva materijala. U cilju dizajniranja novih fotosenzitivnih materijala, u ovom radu predstavljena je solvatrohromna analiza dva 4-supstituisana α-cijanostilbena i detaljno analiziran uticaj dipolarnosti/polarizabilnosti rastvarača kao i vodoničnog vezivanja na pomeranje apsorpcionog maksimuma primenom metoda linearne korelacije energije solvatacije koji su razvili Kamlet, Taft i Katalan.
PB  - Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku
C3  - Zbornik radova / 35. Međunarodni kongres o procesnoj industriji, PROCESING '22, 1-3. jun 2022, Beograd
T1  - A lser analysis of α-cyanostilbens as potential molecular photoswitches
T1  - Proučavanje α-cijanostilbena kao potencijalnih molekulskih prekidača metodom linearne korelacije energije solvatacije
EP  - 36
SP  - 29
UR  - https://hdl.handle.net/21.15107/rcub_technorep_6770
ER  - 

@conference{
author = "Lazić, Anita and Trišović, Nemanja and Valentić, Nataša",
year = "2022",
abstract = "Photochromic organic molecules that undergo reversible photochemical switching between two stable states continue to impact optical devices. They usually represent small organic molecules bearing conjugated aromatic frameworks capable for rapid cis→trans photoisomerization, photocyclization or combination of both. Their photochromic potential has not been completely studied due to numerous challenges in coupling the geometrical and electronic changes on the molecular level and further balancing macroscopic and bulk material characteristics. With the aim of development of novel light-sensitive materials, herein we explore the solvatochromic behaviour of two 4-substituted α-cyanostilbens by recording their absorption spectra in selected solvents and evaluating the effects of solvent dipolarity/polarizability and solute-solvent hydrogen bonding interactions on the shift of the absorption maxima by means of linear solvatation energy relationship concepts proposed by Kamlet, Taft and Cátalan., Fotohromni organski molekuli koji se mogu reverzibilno prevoditi iz jednog stabilnog stanja u drugo pod dejstvom svetlosti uveliko se primenjuju u proizvodnji raznovrsnih materijala za primenu u proizvodnji različitih optičkih i elektronskih uređaja. To su najčešće mali organski molekuli koji u okviru svoje hemijske strukture sadrže konjugovane aromatične prstenove i koji podležu brzoj cis→trans fotoizomerizaciji, fotociklizaciji ili oba procesa. Njihov fotohemijski potencijal nije još uvek dovoljno istražen, budući da je teško balansirati efekte geometrijskih i elektronskih promena na molekulskom nivou kako bi se proizvela određena makroskopska svojstva materijala. U cilju dizajniranja novih fotosenzitivnih materijala, u ovom radu predstavljena je solvatrohromna analiza dva 4-supstituisana α-cijanostilbena i detaljno analiziran uticaj dipolarnosti/polarizabilnosti rastvarača kao i vodoničnog vezivanja na pomeranje apsorpcionog maksimuma primenom metoda linearne korelacije energije solvatacije koji su razvili Kamlet, Taft i Katalan.",
publisher = "Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku",
journal = "Zbornik radova / 35. Međunarodni kongres o procesnoj industriji, PROCESING '22, 1-3. jun 2022, Beograd",
title = "A lser analysis of α-cyanostilbens as potential molecular photoswitches, Proučavanje α-cijanostilbena kao potencijalnih molekulskih prekidača metodom linearne korelacije energije solvatacije",
pages = "36-29",
url = "https://hdl.handle.net/21.15107/rcub_technorep_6770"
}

Lazić, A., Trišović, N.,& Valentić, N.. (2022). A lser analysis of α-cyanostilbens as potential molecular photoswitches. in Zbornik radova / 35. Međunarodni kongres o procesnoj industriji, PROCESING '22, 1-3. jun 2022, Beograd
Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku., 29-36.
https://hdl.handle.net/21.15107/rcub_technorep_6770

Lazić A, Trišović N, Valentić N. A lser analysis of α-cyanostilbens as potential molecular photoswitches. in Zbornik radova / 35. Međunarodni kongres o procesnoj industriji, PROCESING '22, 1-3. jun 2022, Beograd. 2022;:29-36.
https://hdl.handle.net/21.15107/rcub_technorep_6770 .

Lazić, Anita, Trišović, Nemanja, Valentić, Nataša, "A lser analysis of α-cyanostilbens as potential molecular photoswitches" in Zbornik radova / 35. Međunarodni kongres o procesnoj industriji, PROCESING '22, 1-3. jun 2022, Beograd (2022):29-36,
https://hdl.handle.net/21.15107/rcub_technorep_6770 .

TY  - JOUR
AU  - Lazić, Anita
AU  - Radovanović, Lidija
AU  - Gak Simić, Kristina
AU  - Rogan, Jelena
AU  - Janjić, Goran
AU  - Trišović, Nemanja
AU  - Đorđević, Ivana
PY  - 2022
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/5169
AB  - Two spirohydantoin derivatives, 3-(4-chlorobenzoyl)-1,3-diazaspiro[4.5]decane-2,4-dione (1) and 3-(4-bromobenzoyl)-1,3-diazaspiro[4.5]decane-2,4-dione (2), were synthesized and analyzed by single crystal X-ray diffraction, DFT and QTAIM calculations. Simple substitution of the benzoyl unit gave rise to different crystal structures. In 1, a parallel stack along the b-axis with alternating perpendicular separation is formed, while in 2 the R46(32) nets are joined together to form stacks which enclose linear channels. Hierarchical development of these crystal structures was analyzed through dimeric motifs associated with the presence of intermolecular interactions. By including the previously reported structurally-related spirohydantoin derivatives, we created a set of structures which enabled us to evaluate substituent effects on their conformational preferences, i.e., widening of the dihedral angle between the hydantoin and substituted benzoyl unit when going from F to Br. A conformational search revealed that the value of the torsion angle N3-C11-C12-C13 can be regarded as a compromise between the extended conjugation between the carbonyl and phenyl group and intramolecular C-H⋯O interaction between these two groups. This intramolecular effect is more pronounced on the torsion angle C2-N3-C11-C12, which defines the relative orientation between the hydantoin ring and the carbonyl bridge. The present work may provide a basis for design of new cyclohexane-5-spirohydantoins with potential for pharmaceutical applications both at the molecular and supramolecular level.
PB  - Royal Society of Chemistry
T2  - CrystEngComm
T1  - Unravelling conformational and crystal packing preferences of cyclohexane-5-spirohydantoin derivatives incorporating a halogenated benzoyl group
EP  - 4119
IS  - 22
SP  - 4106
VL  - 24
DO  - 10.1039/d2ce00376g
ER  - 

@article{
author = "Lazić, Anita and Radovanović, Lidija and Gak Simić, Kristina and Rogan, Jelena and Janjić, Goran and Trišović, Nemanja and Đorđević, Ivana",
year = "2022",
abstract = "Two spirohydantoin derivatives, 3-(4-chlorobenzoyl)-1,3-diazaspiro[4.5]decane-2,4-dione (1) and 3-(4-bromobenzoyl)-1,3-diazaspiro[4.5]decane-2,4-dione (2), were synthesized and analyzed by single crystal X-ray diffraction, DFT and QTAIM calculations. Simple substitution of the benzoyl unit gave rise to different crystal structures. In 1, a parallel stack along the b-axis with alternating perpendicular separation is formed, while in 2 the R46(32) nets are joined together to form stacks which enclose linear channels. Hierarchical development of these crystal structures was analyzed through dimeric motifs associated with the presence of intermolecular interactions. By including the previously reported structurally-related spirohydantoin derivatives, we created a set of structures which enabled us to evaluate substituent effects on their conformational preferences, i.e., widening of the dihedral angle between the hydantoin and substituted benzoyl unit when going from F to Br. A conformational search revealed that the value of the torsion angle N3-C11-C12-C13 can be regarded as a compromise between the extended conjugation between the carbonyl and phenyl group and intramolecular C-H⋯O interaction between these two groups. This intramolecular effect is more pronounced on the torsion angle C2-N3-C11-C12, which defines the relative orientation between the hydantoin ring and the carbonyl bridge. The present work may provide a basis for design of new cyclohexane-5-spirohydantoins with potential for pharmaceutical applications both at the molecular and supramolecular level.",
publisher = "Royal Society of Chemistry",
journal = "CrystEngComm",
title = "Unravelling conformational and crystal packing preferences of cyclohexane-5-spirohydantoin derivatives incorporating a halogenated benzoyl group",
pages = "4119-4106",
number = "22",
volume = "24",
doi = "10.1039/d2ce00376g"
}

Lazić, A., Radovanović, L., Gak Simić, K., Rogan, J., Janjić, G., Trišović, N.,& Đorđević, I.. (2022). Unravelling conformational and crystal packing preferences of cyclohexane-5-spirohydantoin derivatives incorporating a halogenated benzoyl group. in CrystEngComm
Royal Society of Chemistry., 24(22), 4106-4119.
https://doi.org/10.1039/d2ce00376g

Lazić A, Radovanović L, Gak Simić K, Rogan J, Janjić G, Trišović N, Đorđević I. Unravelling conformational and crystal packing preferences of cyclohexane-5-spirohydantoin derivatives incorporating a halogenated benzoyl group. in CrystEngComm. 2022;24(22):4106-4119.
doi:10.1039/d2ce00376g .

Lazić, Anita, Radovanović, Lidija, Gak Simić, Kristina, Rogan, Jelena, Janjić, Goran, Trišović, Nemanja, Đorđević, Ivana, "Unravelling conformational and crystal packing preferences of cyclohexane-5-spirohydantoin derivatives incorporating a halogenated benzoyl group" in CrystEngComm, 24, no. 22 (2022):4106-4119,
https://doi.org/10.1039/d2ce00376g . .

TY  - JOUR
AU  - Gak Simić, Kristina
AU  - Rybak, Paulina
AU  - Pociecha, Damian
AU  - Cmok, Luka
AU  - Drevenšek-Olenik, Irena
AU  - Tóth-Katona, Tibor
AU  - Trišović, Nemanja
PY  - 2022
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/5218
AB  - A series of bent-core liquid crystals possessing the azocinnamoyl unit in both elongating side arms was synthesized. The chain length was kept fixed for each molecule (C12H25), whereas the substituents at the central and outer rings were varied. The LC phases were assigned by polarizing optical microscopy, differential scanning calorimetry and X-ray diffraction. The investigated compounds are suitably diverse to reveal some aspects of the relationship between molecular structure and the mesomorphic properties. Namely, non-substituted parent compound is crystalline only and the methyl group in position 2 or the chlorine atom in position 4 of the central ring suppresses LC phase formation. Introduction of the strong electron-withdrawing nitro group between the side arms on the central ring leads to a B7 phase. Compounds possessing a bromine atom or two chlorine atoms in the neighbourhood of the ester groups form LC phases typical for rod-like molecules, namely a nematic – smectic phase sequence. The results are compared with those reported for the azobenzoyl analogues.
PB  - Elsevier B.V.
T2  - Journal of Molecular Liquids
T1  - Introducing the azocinnamic acid scaffold into bent-core liquid crystal design: A structure–property relationship study
SP  - 120182
VL  - 366
DO  - 10.1016/j.molliq.2022.120182
ER  - 

@article{
author = "Gak Simić, Kristina and Rybak, Paulina and Pociecha, Damian and Cmok, Luka and Drevenšek-Olenik, Irena and Tóth-Katona, Tibor and Trišović, Nemanja",
year = "2022",
abstract = "A series of bent-core liquid crystals possessing the azocinnamoyl unit in both elongating side arms was synthesized. The chain length was kept fixed for each molecule (C12H25), whereas the substituents at the central and outer rings were varied. The LC phases were assigned by polarizing optical microscopy, differential scanning calorimetry and X-ray diffraction. The investigated compounds are suitably diverse to reveal some aspects of the relationship between molecular structure and the mesomorphic properties. Namely, non-substituted parent compound is crystalline only and the methyl group in position 2 or the chlorine atom in position 4 of the central ring suppresses LC phase formation. Introduction of the strong electron-withdrawing nitro group between the side arms on the central ring leads to a B7 phase. Compounds possessing a bromine atom or two chlorine atoms in the neighbourhood of the ester groups form LC phases typical for rod-like molecules, namely a nematic – smectic phase sequence. The results are compared with those reported for the azobenzoyl analogues.",
publisher = "Elsevier B.V.",
journal = "Journal of Molecular Liquids",
title = "Introducing the azocinnamic acid scaffold into bent-core liquid crystal design: A structure–property relationship study",
pages = "120182",
volume = "366",
doi = "10.1016/j.molliq.2022.120182"
}

Gak Simić, K., Rybak, P., Pociecha, D., Cmok, L., Drevenšek-Olenik, I., Tóth-Katona, T.,& Trišović, N.. (2022). Introducing the azocinnamic acid scaffold into bent-core liquid crystal design: A structure–property relationship study. in Journal of Molecular Liquids
Elsevier B.V.., 366, 120182.
https://doi.org/10.1016/j.molliq.2022.120182

Gak Simić K, Rybak P, Pociecha D, Cmok L, Drevenšek-Olenik I, Tóth-Katona T, Trišović N. Introducing the azocinnamic acid scaffold into bent-core liquid crystal design: A structure–property relationship study. in Journal of Molecular Liquids. 2022;366:120182.
doi:10.1016/j.molliq.2022.120182 .

Gak Simić, Kristina, Rybak, Paulina, Pociecha, Damian, Cmok, Luka, Drevenšek-Olenik, Irena, Tóth-Katona, Tibor, Trišović, Nemanja, "Introducing the azocinnamic acid scaffold into bent-core liquid crystal design: A structure–property relationship study" in Journal of Molecular Liquids, 366 (2022):120182,
https://doi.org/10.1016/j.molliq.2022.120182 . .

TY  - CONF
AU  - Matović, Luka
AU  - Mašulović, Aleksandra
AU  - Lađarević, Jelena
AU  - Gak, Kristina
AU  - Tadić, Julijana
AU  - Trišović, Nemanja
AU  - Mijin, Dušan
PY  - 2021
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6783
PB  - Leskovac : Faculty of Technology
C3  - Book of abstracts / 14th Symposium with International Participation "Novel Technologies and Economic Development" Leskovac, October, 22-23, 2021
T1  - PTZ based sensitizers with azo funcionality
SP  - 96
UR  - https://hdl.handle.net/21.15107/rcub_technorep_6783
ER  - 

@conference{
author = "Matović, Luka and Mašulović, Aleksandra and Lađarević, Jelena and Gak, Kristina and Tadić, Julijana and Trišović, Nemanja and Mijin, Dušan",
year = "2021",
publisher = "Leskovac : Faculty of Technology",
journal = "Book of abstracts / 14th Symposium with International Participation "Novel Technologies and Economic Development" Leskovac, October, 22-23, 2021",
title = "PTZ based sensitizers with azo funcionality",
pages = "96",
url = "https://hdl.handle.net/21.15107/rcub_technorep_6783"
}

Matović, L., Mašulović, A., Lađarević, J., Gak, K., Tadić, J., Trišović, N.,& Mijin, D.. (2021). PTZ based sensitizers with azo funcionality. in Book of abstracts / 14th Symposium with International Participation "Novel Technologies and Economic Development" Leskovac, October, 22-23, 2021
Leskovac : Faculty of Technology., 96.
https://hdl.handle.net/21.15107/rcub_technorep_6783

Matović L, Mašulović A, Lađarević J, Gak K, Tadić J, Trišović N, Mijin D. PTZ based sensitizers with azo funcionality. in Book of abstracts / 14th Symposium with International Participation "Novel Technologies and Economic Development" Leskovac, October, 22-23, 2021. 2021;:96.
https://hdl.handle.net/21.15107/rcub_technorep_6783 .

Matović, Luka, Mašulović, Aleksandra, Lađarević, Jelena, Gak, Kristina, Tadić, Julijana, Trišović, Nemanja, Mijin, Dušan, "PTZ based sensitizers with azo funcionality" in Book of abstracts / 14th Symposium with International Participation "Novel Technologies and Economic Development" Leskovac, October, 22-23, 2021 (2021):96,
https://hdl.handle.net/21.15107/rcub_technorep_6783 .

TY  - CONF
AU  - Mašulović, Aleksandra
AU  - Lađarević, Jelena
AU  - Radovanović, Lidija
AU  - Gak Simić, Kristina
AU  - Trišović, Nemanja
AU  - Rogan, Jelena
AU  - Mijin, Dušan
PY  - 2021
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6709
AB  - Pažnja farmaceutske industrije u velikoj meri usmerena je na razumevanje sposobnosti
molekula vode da se inkorporiraju u kristalno pakovanje organskih molekula uspostavljanjem
različitih nekovalentnih intermolekulskih interakcija [1]. 2-Piridon je gradivna jedinica mnogih
supstanci koje poseduju antibakterijsku, antifungalnu, antiinflamatornu, antiviralnu i
antikancerogenu aktivnost [2]. U ovom radu, dva piridona, koja sadrže metil supstituisano
piridinsko jezgro u položajima 2,4 (2) i 3,5 (3) i
jedan piridon sa nesupstituisanim (1) piridinskim
jezgrom (slika), sintetisani su GuarešiTorpeovom reakcijom kondenzacije. Jedinjenja
su okarakterisana rendgenskom strukturnom
analizom kao i određivanjem tačke topljenja,
UV-Vis, FT-IR,
1H i
13C NMR spektroskopijom.
Asimetrične jedinice jedinjenja 1·2H2O i 3·2H2O
sastoje se od jednog molekula piridona i dva molekula vode, dok se u asimetričnoj jedinici
jedinjenja 2·4H2O nalaze četiri molekula vode. Inverzno orijentisani molekuli uspostavljaju N–
H···O vodonične veze i na taj način obrazuju (8) sintone. Tipovi vodenih kanala u supramolekulskoj arhitekturi zavise od prirode interakcija između dipol-jona. Dipol-dipol interakcije, jake i
slabe vodonične veze, π···π i C–H···π interakcije, određuju pakovanje ovih molekula, pri čemu
molekuli vode imaju značajnu ulogu.
Kristalografski podaci: 1·2H2O: C11H14N2O4, Mr = 238,24, trikliničan sistem, prostorna grupa P ,
a = 7,2258(14), b = 8,0470(16), c = 11,287(2) Å, α = 70,71(3), β = 74,88(3), γ = 79,85(3)°,
V = 595,1(2) Å3
, R1 = 0,0492; 2·4H2O: C13H22N2O6, Mr = 302,32, trikliničan sistem, prostorna
grupa P , a = 7,4411(15), b = 10,581(2), c = 11,235(2) Å, α = 108,96(3), β = 96,14(3),
γ = 107,41(3)°, V = 777,6(3) Å3
, R1 = 0,0443; 3·2H2O: C13H18N2O4, Mr = 266,29, trikliničan
sistem, prostorna grupa P , a = 7,5951(8), b = 9,0353(8), c = 11,5716(10) Å, α = 82,878(7), β =
72,010(8), γ = 71,919(9)°, V = 717,62(13) Å3
, R1 = 0,0522.
AB  - The attention of pharmaceutical industry is set on understanding the ability of water molecules
to accompany organic crystals through interplay of various non-covalent intermolecular interactions [1]. 2-Pyridone is found as a structural
unit in many compounds with antibacterial,
antifungal, anti-inflammatory, antiviral or
anticancer activity [2]. In this paper, two
pyridone derivatives bearing methyl substituents in the pyridine unit in positions 2,4 (2)
and 3,5 (3) were synthesized via the Guareschi-Thorpe condensation as well as one
pyridone without substituents (1) in the
pyridine scaffold (Figure). These compounds were characterized by single-crystal X-ray analysis
as well as determination of the melting points, UV-Vis, FTIR,
1H and 13C NMR spectroscopy. The
asymmetric units of compounds 1·2H2O and 3·2H2O are comprised of one pyridone molecule and
two water molecules, whereas the asymmetric unit of compound 2·4H2O incorporates four water
molecules. Pairs of N–H···O hydrogen bonds connect inversion related molecules into the (8)
synthons in the supramolecular architectures. The type of water channel depends on the nature of
interactions established between zwitterions. Molecular packing is governed by dipole-dipole
interactions, strong and weak hydrogen bonds, π–π and C–H···π interactions, wherein water molecules play a significant role.
Crystal data: 1·2H2O: C11H14N2O4, Mr = 238.24, triclinic, space group P ,
a = 7.2258(14), b = 8.0470(16), c = 11.287(2) Å, α = 70.71(3), β = 74.88(3), γ = 79.85(3)°,
V = 595.1(2) Å3
, R1 = 0.0492; 2·4H2O: C13H22N2O6, Mr = 302.32, triclinic, space group P , a =
7.4411(15), b = 10.581(2), c = 11.235(2) Å, α = 108.96(3),
β = 96.14(3), γ = 107.41(3)°, V = 777.6(3) Å3
, R1 = 0.0443; 3·2H2O: C13H18N2O4,
Mr = 266.29, triclinic, space group P , a = 7.5951(8), b = 9.0353(8), c = 11.5716(10) Å, α =
82.878(7), β = 72.010(8), γ = 71.919(9)°, V = 717.62(13) Å3
, R1 = 0.0522.
PB  - Beograd : Srpsko kristalografsko društvo
C3  - Izvodi radova / XXVII konferencija Srpskog kristalografskog društva, Kragujevac, 16–17. septembar 2021
T1  - SAMOORGANIZACIJA PAKOVANJA DIPOL-JON PIRIDONA PREKO MOLEKULA VODE
T1  - WATER ASSISTED ASSEMBLY OF PYRIDONE ZWITTERIONS
EP  - 11
SP  - 10
UR  - https://hdl.handle.net/21.15107/rcub_technorep_6709
ER  - 

@conference{
author = "Mašulović, Aleksandra and Lađarević, Jelena and Radovanović, Lidija and Gak Simić, Kristina and Trišović, Nemanja and Rogan, Jelena and Mijin, Dušan",
year = "2021",
abstract = "Pažnja farmaceutske industrije u velikoj meri usmerena je na razumevanje sposobnosti
molekula vode da se inkorporiraju u kristalno pakovanje organskih molekula uspostavljanjem
različitih nekovalentnih intermolekulskih interakcija [1]. 2-Piridon je gradivna jedinica mnogih
supstanci koje poseduju antibakterijsku, antifungalnu, antiinflamatornu, antiviralnu i
antikancerogenu aktivnost [2]. U ovom radu, dva piridona, koja sadrže metil supstituisano
piridinsko jezgro u položajima 2,4 (2) i 3,5 (3) i
jedan piridon sa nesupstituisanim (1) piridinskim
jezgrom (slika), sintetisani su GuarešiTorpeovom reakcijom kondenzacije. Jedinjenja
su okarakterisana rendgenskom strukturnom
analizom kao i određivanjem tačke topljenja,
UV-Vis, FT-IR,
1H i
13C NMR spektroskopijom.
Asimetrične jedinice jedinjenja 1·2H2O i 3·2H2O
sastoje se od jednog molekula piridona i dva molekula vode, dok se u asimetričnoj jedinici
jedinjenja 2·4H2O nalaze četiri molekula vode. Inverzno orijentisani molekuli uspostavljaju N–
H···O vodonične veze i na taj način obrazuju (8) sintone. Tipovi vodenih kanala u supramolekulskoj arhitekturi zavise od prirode interakcija između dipol-jona. Dipol-dipol interakcije, jake i
slabe vodonične veze, π···π i C–H···π interakcije, određuju pakovanje ovih molekula, pri čemu
molekuli vode imaju značajnu ulogu.
Kristalografski podaci: 1·2H2O: C11H14N2O4, Mr = 238,24, trikliničan sistem, prostorna grupa P ,
a = 7,2258(14), b = 8,0470(16), c = 11,287(2) Å, α = 70,71(3), β = 74,88(3), γ = 79,85(3)°,
V = 595,1(2) Å3
, R1 = 0,0492; 2·4H2O: C13H22N2O6, Mr = 302,32, trikliničan sistem, prostorna
grupa P , a = 7,4411(15), b = 10,581(2), c = 11,235(2) Å, α = 108,96(3), β = 96,14(3),
γ = 107,41(3)°, V = 777,6(3) Å3
, R1 = 0,0443; 3·2H2O: C13H18N2O4, Mr = 266,29, trikliničan
sistem, prostorna grupa P , a = 7,5951(8), b = 9,0353(8), c = 11,5716(10) Å, α = 82,878(7), β =
72,010(8), γ = 71,919(9)°, V = 717,62(13) Å3
, R1 = 0,0522., The attention of pharmaceutical industry is set on understanding the ability of water molecules
to accompany organic crystals through interplay of various non-covalent intermolecular interactions [1]. 2-Pyridone is found as a structural
unit in many compounds with antibacterial,
antifungal, anti-inflammatory, antiviral or
anticancer activity [2]. In this paper, two
pyridone derivatives bearing methyl substituents in the pyridine unit in positions 2,4 (2)
and 3,5 (3) were synthesized via the Guareschi-Thorpe condensation as well as one
pyridone without substituents (1) in the
pyridine scaffold (Figure). These compounds were characterized by single-crystal X-ray analysis
as well as determination of the melting points, UV-Vis, FTIR,
1H and 13C NMR spectroscopy. The
asymmetric units of compounds 1·2H2O and 3·2H2O are comprised of one pyridone molecule and
two water molecules, whereas the asymmetric unit of compound 2·4H2O incorporates four water
molecules. Pairs of N–H···O hydrogen bonds connect inversion related molecules into the (8)
synthons in the supramolecular architectures. The type of water channel depends on the nature of
interactions established between zwitterions. Molecular packing is governed by dipole-dipole
interactions, strong and weak hydrogen bonds, π–π and C–H···π interactions, wherein water molecules play a significant role.
Crystal data: 1·2H2O: C11H14N2O4, Mr = 238.24, triclinic, space group P ,
a = 7.2258(14), b = 8.0470(16), c = 11.287(2) Å, α = 70.71(3), β = 74.88(3), γ = 79.85(3)°,
V = 595.1(2) Å3
, R1 = 0.0492; 2·4H2O: C13H22N2O6, Mr = 302.32, triclinic, space group P , a =
7.4411(15), b = 10.581(2), c = 11.235(2) Å, α = 108.96(3),
β = 96.14(3), γ = 107.41(3)°, V = 777.6(3) Å3
, R1 = 0.0443; 3·2H2O: C13H18N2O4,
Mr = 266.29, triclinic, space group P , a = 7.5951(8), b = 9.0353(8), c = 11.5716(10) Å, α =
82.878(7), β = 72.010(8), γ = 71.919(9)°, V = 717.62(13) Å3
, R1 = 0.0522.",
publisher = "Beograd : Srpsko kristalografsko društvo",
journal = "Izvodi radova / XXVII konferencija Srpskog kristalografskog društva, Kragujevac, 16–17. septembar 2021",
title = "SAMOORGANIZACIJA PAKOVANJA DIPOL-JON PIRIDONA PREKO MOLEKULA VODE, WATER ASSISTED ASSEMBLY OF PYRIDONE ZWITTERIONS",
pages = "11-10",
url = "https://hdl.handle.net/21.15107/rcub_technorep_6709"
}

Mašulović, A., Lađarević, J., Radovanović, L., Gak Simić, K., Trišović, N., Rogan, J.,& Mijin, D.. (2021). SAMOORGANIZACIJA PAKOVANJA DIPOL-JON PIRIDONA PREKO MOLEKULA VODE. in Izvodi radova / XXVII konferencija Srpskog kristalografskog društva, Kragujevac, 16–17. septembar 2021
Beograd : Srpsko kristalografsko društvo., 10-11.
https://hdl.handle.net/21.15107/rcub_technorep_6709

Mašulović A, Lađarević J, Radovanović L, Gak Simić K, Trišović N, Rogan J, Mijin D. SAMOORGANIZACIJA PAKOVANJA DIPOL-JON PIRIDONA PREKO MOLEKULA VODE. in Izvodi radova / XXVII konferencija Srpskog kristalografskog društva, Kragujevac, 16–17. septembar 2021. 2021;:10-11.
https://hdl.handle.net/21.15107/rcub_technorep_6709 .

Mašulović, Aleksandra, Lađarević, Jelena, Radovanović, Lidija, Gak Simić, Kristina, Trišović, Nemanja, Rogan, Jelena, Mijin, Dušan, "SAMOORGANIZACIJA PAKOVANJA DIPOL-JON PIRIDONA PREKO MOLEKULA VODE" in Izvodi radova / XXVII konferencija Srpskog kristalografskog društva, Kragujevac, 16–17. septembar 2021 (2021):10-11,
https://hdl.handle.net/21.15107/rcub_technorep_6709 .

TY  - CONF
AU  - Gak Simić, Kristina
AU  - Lazić, Anita
AU  - Radovanović, Lidija
AU  - Rogan, Jelena
AU  - Janjić, Goran
AU  - Đorđević, Ivana
AU  - Trišović, Nemanja
PY  - 2021
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6708
AB  - Sintetisan je derivat cikloheksan-5-spirohidantoina i određena je njegova kristalna
struktura. Hijerarhijski razvoj kristalnog pakovanja diskutovan je sa aspekta
kooperativnosti dimernih motiva koji nastaju preko različitih intermolekulskih
interakcija, i to: jakih N–H···O vodoničnih veza i slabih C–H···O, C–H···Cl i C–H···π
interakcija. Kristalno pakovanje zadržava motiv, koji se obično sreće kod derivata
hidantoina, u kome su dva inverzano orijentisana molekula povezana parom N–H···O
vodoničnih veza (slika 1). Specifična strukturna karakteristika jesu paralelni slojevi
duž ac-ravni (slika 2). Pošto ovaj motiv povezuje svaki drugi sloj, rastojanje između
slojeva se naizmenično menja. Naknadna analiza Hiršfeldove površine omogućila je
razradu kvalitativnih i kvantitativnih doprinosa intermolekulskih interakcija
proučavanom kristalnom pakovanju. Kristalografski podaci 3-(4-hlorbenzoil)-1,3-diazaspiro[4.5]dekan-2,4-diona:
C15H15ClN2O3, Mr = 306.7, trikliničan sistem, prostorna grupa P–1, a = 6,2836(13), b =
10,928(2), c = 12,159(2) Å,  = 108,19(3),  = 99,76(3),  = 104,73(3) °, V = 738,4(3) Å3
, Z = 2,
F(000) = 320, ρx = 1,380 g cm–3
, μ(Mo Kα) = 0,270 mm–1
. Utačnjavanje sa F
2
(190 parametara)
dalo je R1 = 0,0821, wR2 = 0,1157, S = 1,031 za sve podatke i R1 = 0,0548 za 2707 uočenih
refleksija sa I ≥ 2σ(I).
AB  - A derivative of cyclohexane-5-spirohydantoin was synthesized and its crystal structure was determined. The hierarchical development of the crystal packing was discussed through cooperativity of
various dimeric motifs associated with the presence of different intermolecular interactions, namely strong N–H···O, and weaker C–H···O, C–H···Cl and C–H···π interactions. The crystal packing
retained the motif commonly found in hydantoin derivatives where two molecules related by inversion are linked by a pair of N–H∙∙∙O hydrogen bonds (Figure 1). A hallmark structural feature
was a parallel layer arrangement to the ac-plane (Figure 2) with alternating perpendicular separation, whereby this motif connect every second layer. An analysis of the Hirshfeld surface further
elaborated the qualitative and quantitative contributions of intermolecular interactions to the crystal packing. Crystal data for 3-(4-chlorobenzoyl)-1,3-diazaspiro[4.5]decane-2,4-dione: C15H15ClN2O3, Mr =
306.7, triclinic system, space group P–1, a = 6.2836(13), b = 10.928(2), c = 12.159(2) Å,  =
108.19(3),  = 99.76(3),  = 104.73(3) °, V = 738.4(3) Å3
, Z = 2, F(000) = 320, ρx = 1.380 g cm–3
,
μ(Mo Kα) = 0.270 mm–1
. The refinement on F
2
(190 parameters) yielded R1 = 0.0821, wR2 =
0.1157, S = 1.031 for all data, and R1 = 0.0548 for 2707 observed reflections with I ≥ 2σ(I).
PB  - Beograd : Srpsko kristalografsko društvo
C3  - Izvodi radova / XXVII konferencija Srpskog kristalografskog društva, Kragujevac, 16–17. septembar 2021
T1  - SUPRAMOLEKULSKA ORGANIZACIJA 3-(4-HLORBENZOIL)-1,3-DIAZASPIRO[4.5]DEKAN-2,4-DIONA
T1  - SUPRAMOLECULAR ASSOCIATION IN 3-(4-CHLOROBENZOYL)-1,3- DIAZASPIRO[4.5]DECANE-2,4- DIONE
EP  - 25
SP  - 24
UR  - https://hdl.handle.net/21.15107/rcub_technorep_6708
ER  - 

@conference{
author = "Gak Simić, Kristina and Lazić, Anita and Radovanović, Lidija and Rogan, Jelena and Janjić, Goran and Đorđević, Ivana and Trišović, Nemanja",
year = "2021",
abstract = "Sintetisan je derivat cikloheksan-5-spirohidantoina i određena je njegova kristalna
struktura. Hijerarhijski razvoj kristalnog pakovanja diskutovan je sa aspekta
kooperativnosti dimernih motiva koji nastaju preko različitih intermolekulskih
interakcija, i to: jakih N–H···O vodoničnih veza i slabih C–H···O, C–H···Cl i C–H···π
interakcija. Kristalno pakovanje zadržava motiv, koji se obično sreće kod derivata
hidantoina, u kome su dva inverzano orijentisana molekula povezana parom N–H···O
vodoničnih veza (slika 1). Specifična strukturna karakteristika jesu paralelni slojevi
duž ac-ravni (slika 2). Pošto ovaj motiv povezuje svaki drugi sloj, rastojanje između
slojeva se naizmenično menja. Naknadna analiza Hiršfeldove površine omogućila je
razradu kvalitativnih i kvantitativnih doprinosa intermolekulskih interakcija
proučavanom kristalnom pakovanju. Kristalografski podaci 3-(4-hlorbenzoil)-1,3-diazaspiro[4.5]dekan-2,4-diona:
C15H15ClN2O3, Mr = 306.7, trikliničan sistem, prostorna grupa P–1, a = 6,2836(13), b =
10,928(2), c = 12,159(2) Å,  = 108,19(3),  = 99,76(3),  = 104,73(3) °, V = 738,4(3) Å3
, Z = 2,
F(000) = 320, ρx = 1,380 g cm–3
, μ(Mo Kα) = 0,270 mm–1
. Utačnjavanje sa F
2
(190 parametara)
dalo je R1 = 0,0821, wR2 = 0,1157, S = 1,031 za sve podatke i R1 = 0,0548 za 2707 uočenih
refleksija sa I ≥ 2σ(I)., A derivative of cyclohexane-5-spirohydantoin was synthesized and its crystal structure was determined. The hierarchical development of the crystal packing was discussed through cooperativity of
various dimeric motifs associated with the presence of different intermolecular interactions, namely strong N–H···O, and weaker C–H···O, C–H···Cl and C–H···π interactions. The crystal packing
retained the motif commonly found in hydantoin derivatives where two molecules related by inversion are linked by a pair of N–H∙∙∙O hydrogen bonds (Figure 1). A hallmark structural feature
was a parallel layer arrangement to the ac-plane (Figure 2) with alternating perpendicular separation, whereby this motif connect every second layer. An analysis of the Hirshfeld surface further
elaborated the qualitative and quantitative contributions of intermolecular interactions to the crystal packing. Crystal data for 3-(4-chlorobenzoyl)-1,3-diazaspiro[4.5]decane-2,4-dione: C15H15ClN2O3, Mr =
306.7, triclinic system, space group P–1, a = 6.2836(13), b = 10.928(2), c = 12.159(2) Å,  =
108.19(3),  = 99.76(3),  = 104.73(3) °, V = 738.4(3) Å3
, Z = 2, F(000) = 320, ρx = 1.380 g cm–3
,
μ(Mo Kα) = 0.270 mm–1
. The refinement on F
2
(190 parameters) yielded R1 = 0.0821, wR2 =
0.1157, S = 1.031 for all data, and R1 = 0.0548 for 2707 observed reflections with I ≥ 2σ(I).",
publisher = "Beograd : Srpsko kristalografsko društvo",
journal = "Izvodi radova / XXVII konferencija Srpskog kristalografskog društva, Kragujevac, 16–17. septembar 2021",
title = "SUPRAMOLEKULSKA ORGANIZACIJA 3-(4-HLORBENZOIL)-1,3-DIAZASPIRO[4.5]DEKAN-2,4-DIONA, SUPRAMOLECULAR ASSOCIATION IN 3-(4-CHLOROBENZOYL)-1,3- DIAZASPIRO[4.5]DECANE-2,4- DIONE",
pages = "25-24",
url = "https://hdl.handle.net/21.15107/rcub_technorep_6708"
}

Gak Simić, K., Lazić, A., Radovanović, L., Rogan, J., Janjić, G., Đorđević, I.,& Trišović, N.. (2021). SUPRAMOLEKULSKA ORGANIZACIJA 3-(4-HLORBENZOIL)-1,3-DIAZASPIRO[4.5]DEKAN-2,4-DIONA. in Izvodi radova / XXVII konferencija Srpskog kristalografskog društva, Kragujevac, 16–17. septembar 2021
Beograd : Srpsko kristalografsko društvo., 24-25.
https://hdl.handle.net/21.15107/rcub_technorep_6708

Gak Simić K, Lazić A, Radovanović L, Rogan J, Janjić G, Đorđević I, Trišović N. SUPRAMOLEKULSKA ORGANIZACIJA 3-(4-HLORBENZOIL)-1,3-DIAZASPIRO[4.5]DEKAN-2,4-DIONA. in Izvodi radova / XXVII konferencija Srpskog kristalografskog društva, Kragujevac, 16–17. septembar 2021. 2021;:24-25.
https://hdl.handle.net/21.15107/rcub_technorep_6708 .

Gak Simić, Kristina, Lazić, Anita, Radovanović, Lidija, Rogan, Jelena, Janjić, Goran, Đorđević, Ivana, Trišović, Nemanja, "SUPRAMOLEKULSKA ORGANIZACIJA 3-(4-HLORBENZOIL)-1,3-DIAZASPIRO[4.5]DEKAN-2,4-DIONA" in Izvodi radova / XXVII konferencija Srpskog kristalografskog društva, Kragujevac, 16–17. septembar 2021 (2021):24-25,
https://hdl.handle.net/21.15107/rcub_technorep_6708 .

TY  - CONF
AU  - Janjić, Goran
AU  - Đorđević, Ivana
AU  - Lazić, Anita
AU  - Radovanović, Lidija
AU  - Petković-Benazzouz, Marija
AU  - Rogan, Jelena
AU  - Trišović, Nemanja
PY  - 2021
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6707
AB  - Kristalografska i kvantnohemijska studija, koja je usmerena na proučavanje efekata fluorovan-ja benzoil-grupe vezane za cikloheksan-5-spirohidantoin, pokazala je da aromatični prsten ima najveći afinitet prema cikloheksanskom prstenu (nepolarnim grupama), sa kojim gradi C–H∙∙∙π i paralelne interakcije sa velikim pomakom. Uvođenje atoma fluora na aromatični prsten dovodi do povećanog afiniteta, usled stvaranja dodatnih C–H∙∙∙F interakcija [1]. Dodatno, ova studija je proširena na hlorovane i bromovane derivate. Analizom kristalnog pakovanja četiri derivata spiro-hidantoina (slika) pokazano je da orijentacija aromatičnog prstena, koja je preko rotabilne C(aromatični)–C(karbonilni) veze odvojena od rigidnog spirohidantoinskog jezgra, određuje trodimenzionalnu supramolekulsku arhitekturu. Energijski profil rotabilne veze (slika) jako zavisi od vrste halogenog atoma vezanog za aromatični prsten (X). Najvišu barijeru (najmanju rotacionu slobodu) ima aromatični prsten sa Br atomom (oko 36 kcal/mol), dok najnižu barijeru imaju prstenovi sa vezanim Cl ili F atomom (oko 7 kcal/mol). Izmerene vrednosti torzionog ugla T (slika) u kristalnim stukturama, koji definiše rotabilnost ove veze, odgovaraju minimumima ener-gije na energijskim profilima. Kod ovih orijentacija aromatični prstenovi istovremeno grade C–H...π interakcije sa hidantoinskim prstenom i C–H...O interakciju sa karbonilnom grupom koja premošćuje dva prstena. Na osnovu ovih rezultata može se zaključiti da su orijentacije aro-matičnog prstena određene unutarmolekulskim interakcijama, a ne međumolekulskim interakcija-ma, kao i da su konformacione razlike uzrok razlika u kristalnom pakovanju ovih jedinjenja.
AB  - The crystallographic and quantum chemical study, focused on the effects of fluorination of the benzoyl group bound to the spirohydantoin moiety, showed that the aromatic ring has the highest affinity towards the cyclohexene ring (nonpolar groups), thus forming C–H∙∙∙π and parallel interac-tions at large offset. Introduction of a fluorine atom into the aromatic ring leads to higher affinity, due to formation of additional C–H∙∙∙F interactions [1].
Subsequently, the present study has been extended to chlorinated and brominated derivatives. An analysis of the crystal packaging of four spirohydantoin derivatives (Figure) has shown that the orientation of the aromatic ring, bound to the rigid spirohydantoin moiety by the rotatable C(aromatic)–C(carbonyl) bond, determines the three-dimensional supramolecular architecture. The energy profile of the rotatable bond (Figure) strongly depends on the halogen atom bound to the aromatic ring (X). The highest barrier (the lowest rotational freedom) has been found for the aro-matic ring with the Br atom (36 kcal/mol), while the rings with the Cl or F atom have the lowest barrier (7 kcal/mol). The measured values of the torsion angle T in the crystal structures (Figure), which defines the rotability of the mentioned bond, correspond to the energy minima on the energy profiles. In these orientations, the aromatic ring simultaneously forms C–H...π interactions with the hydantoin ring and C–H...O interaction with the carbonyl spacer group. Based on these results, one can conclude that the orientation of the aromatic ring is defined by intramolecular interactions, not by intermolecular interactions, as well as that the conformational differences further cause differ-ences in the crystal packaging of these compounds.
PB  - Beograd : Srpsko kristalografsko društvo
C3  - Izvodi radova / XXVII konferencija Srpskog kristalografskog društva, Kragujevac, 16–17. septembar 2021
T1  - UTICAJ HALOGENOVANJA AROMATIČNOG PRSTENA NA KONFORMACIJU SPIROHIDANTOINSKIH JEDINJENJA
T1  - INFLUENCE OF HALOGENATION OF AROMATIC RING ON THE CONFORMATION OF SPIROHYDANTOIN COMPOUNDS
EP  - 35
SP  - 34
UR  - https://hdl.handle.net/21.15107/rcub_technorep_6707
ER  - 

@conference{
author = "Janjić, Goran and Đorđević, Ivana and Lazić, Anita and Radovanović, Lidija and Petković-Benazzouz, Marija and Rogan, Jelena and Trišović, Nemanja",
year = "2021",
abstract = "Kristalografska i kvantnohemijska studija, koja je usmerena na proučavanje efekata fluorovan-ja benzoil-grupe vezane za cikloheksan-5-spirohidantoin, pokazala je da aromatični prsten ima najveći afinitet prema cikloheksanskom prstenu (nepolarnim grupama), sa kojim gradi C–H∙∙∙π i paralelne interakcije sa velikim pomakom. Uvođenje atoma fluora na aromatični prsten dovodi do povećanog afiniteta, usled stvaranja dodatnih C–H∙∙∙F interakcija [1]. Dodatno, ova studija je proširena na hlorovane i bromovane derivate. Analizom kristalnog pakovanja četiri derivata spiro-hidantoina (slika) pokazano je da orijentacija aromatičnog prstena, koja je preko rotabilne C(aromatični)–C(karbonilni) veze odvojena od rigidnog spirohidantoinskog jezgra, određuje trodimenzionalnu supramolekulsku arhitekturu. Energijski profil rotabilne veze (slika) jako zavisi od vrste halogenog atoma vezanog za aromatični prsten (X). Najvišu barijeru (najmanju rotacionu slobodu) ima aromatični prsten sa Br atomom (oko 36 kcal/mol), dok najnižu barijeru imaju prstenovi sa vezanim Cl ili F atomom (oko 7 kcal/mol). Izmerene vrednosti torzionog ugla T (slika) u kristalnim stukturama, koji definiše rotabilnost ove veze, odgovaraju minimumima ener-gije na energijskim profilima. Kod ovih orijentacija aromatični prstenovi istovremeno grade C–H...π interakcije sa hidantoinskim prstenom i C–H...O interakciju sa karbonilnom grupom koja premošćuje dva prstena. Na osnovu ovih rezultata može se zaključiti da su orijentacije aro-matičnog prstena određene unutarmolekulskim interakcijama, a ne međumolekulskim interakcija-ma, kao i da su konformacione razlike uzrok razlika u kristalnom pakovanju ovih jedinjenja., The crystallographic and quantum chemical study, focused on the effects of fluorination of the benzoyl group bound to the spirohydantoin moiety, showed that the aromatic ring has the highest affinity towards the cyclohexene ring (nonpolar groups), thus forming C–H∙∙∙π and parallel interac-tions at large offset. Introduction of a fluorine atom into the aromatic ring leads to higher affinity, due to formation of additional C–H∙∙∙F interactions [1].
Subsequently, the present study has been extended to chlorinated and brominated derivatives. An analysis of the crystal packaging of four spirohydantoin derivatives (Figure) has shown that the orientation of the aromatic ring, bound to the rigid spirohydantoin moiety by the rotatable C(aromatic)–C(carbonyl) bond, determines the three-dimensional supramolecular architecture. The energy profile of the rotatable bond (Figure) strongly depends on the halogen atom bound to the aromatic ring (X). The highest barrier (the lowest rotational freedom) has been found for the aro-matic ring with the Br atom (36 kcal/mol), while the rings with the Cl or F atom have the lowest barrier (7 kcal/mol). The measured values of the torsion angle T in the crystal structures (Figure), which defines the rotability of the mentioned bond, correspond to the energy minima on the energy profiles. In these orientations, the aromatic ring simultaneously forms C–H...π interactions with the hydantoin ring and C–H...O interaction with the carbonyl spacer group. Based on these results, one can conclude that the orientation of the aromatic ring is defined by intramolecular interactions, not by intermolecular interactions, as well as that the conformational differences further cause differ-ences in the crystal packaging of these compounds.",
publisher = "Beograd : Srpsko kristalografsko društvo",
journal = "Izvodi radova / XXVII konferencija Srpskog kristalografskog društva, Kragujevac, 16–17. septembar 2021",
title = "UTICAJ HALOGENOVANJA AROMATIČNOG PRSTENA NA KONFORMACIJU SPIROHIDANTOINSKIH JEDINJENJA, INFLUENCE OF HALOGENATION OF AROMATIC RING ON THE CONFORMATION OF SPIROHYDANTOIN COMPOUNDS",
pages = "35-34",
url = "https://hdl.handle.net/21.15107/rcub_technorep_6707"
}

Janjić, G., Đorđević, I., Lazić, A., Radovanović, L., Petković-Benazzouz, M., Rogan, J.,& Trišović, N.. (2021). UTICAJ HALOGENOVANJA AROMATIČNOG PRSTENA NA KONFORMACIJU SPIROHIDANTOINSKIH JEDINJENJA. in Izvodi radova / XXVII konferencija Srpskog kristalografskog društva, Kragujevac, 16–17. septembar 2021
Beograd : Srpsko kristalografsko društvo., 34-35.
https://hdl.handle.net/21.15107/rcub_technorep_6707

Janjić G, Đorđević I, Lazić A, Radovanović L, Petković-Benazzouz M, Rogan J, Trišović N. UTICAJ HALOGENOVANJA AROMATIČNOG PRSTENA NA KONFORMACIJU SPIROHIDANTOINSKIH JEDINJENJA. in Izvodi radova / XXVII konferencija Srpskog kristalografskog društva, Kragujevac, 16–17. septembar 2021. 2021;:34-35.
https://hdl.handle.net/21.15107/rcub_technorep_6707 .

Janjić, Goran, Đorđević, Ivana, Lazić, Anita, Radovanović, Lidija, Petković-Benazzouz, Marija, Rogan, Jelena, Trišović, Nemanja, "UTICAJ HALOGENOVANJA AROMATIČNOG PRSTENA NA KONFORMACIJU SPIROHIDANTOINSKIH JEDINJENJA" in Izvodi radova / XXVII konferencija Srpskog kristalografskog društva, Kragujevac, 16–17. septembar 2021 (2021):34-35,
https://hdl.handle.net/21.15107/rcub_technorep_6707 .

TY  - CONF
AU  - Lazić, Anita M.
AU  - Đorđević, Ivana S.
AU  - Radovanović, Lidija D.
AU  - Popović, Dragan M.
AU  - Rogan, Jelena R.
AU  - Janjić, Goran V.
AU  - Trišović, Nemanja P.
PY  - 2021
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6768
AB  - Sintetisan je racemski derivat spirohidantoina, koji poseduje tetralinsku i 4-
metoksibenzil-grupu, a zatim je određena njegova kristalna struktura. Hijerarhijski razvoj
kristalnog pakovanja diskutovan je sa aspekta kooperativnosti homo- i heterohiralnih
dimernih motiva koji odražavaju različite intermolekulske interakcije. Specifična
strukturna karakteristika proučavanog jedinjenja jesu naizmenično postavljeni dvostruki
slojevi. Veliki broj kontaktnih fragmenata u okruženju tetralinske grupe predstavlja
posledicu veće kontaktne površine. Sa druge strane, 4-metoksibenzil-grupa obezbeđuje
veći doprinos ukupnoj stabilizaciji. Što se tiče farmakološkog potencijala proučavanog
jedinjenja, izvršena je simulacija vezivanja molekula za dopaminski receptor D3 i enzim
IRAK 4 (eng. Interleukin-1 Receptor-Associated Kinase 4). Ukupan broj aminokiselinskih
ostataka koji stupaju u interakciju sa 4-metoksibenzil-grupom je nešto veći od broja
aminokiselinskih ostataka u okruženju tetralinske grupe. Usled veće fleksibilnosti,
4-metoksibenzil-grupa se lakše adaptira za uspostavljanje interakcija sa biološkim
ciljevima.
AB  - Sintetisan je racemski derivat spirohidantoina, koji poseduje tetralinsku i 4-
metoksibenzil-grupu, a zatim je određena njegova kristalna struktura. Hijerarhijski razvoj
kristalnog pakovanja diskutovan je sa aspekta kooperativnosti homo- i heterohiralnih
dimernih motiva koji odražavaju različite intermolekulske interakcije. Specifična
strukturna karakteristika proučavanog jedinjenja jesu naizmenično postavljeni dvostruki
slojevi. Veliki broj kontaktnih fragmenata u okruženju tetralinske grupe predstavlja
posledicu veće kontaktne površine. Sa druge strane, 4-metoksibenzil-grupa obezbeđuje
veći doprinos ukupnoj stabilizaciji. Što se tiče farmakološkog potencijala proučavanog
jedinjenja, izvršena je simulacija vezivanja molekula za dopaminski receptor D3 i enzim
IRAK 4 (eng. Interleukin-1 Receptor-Associated Kinase 4). Ukupan broj aminokiselinskih
ostataka koji stupaju u interakciju sa 4-metoksibenzil-grupom je nešto veći od broja
aminokiselinskih ostataka u okruženju tetralinske grupe. Usled veće fleksibilnosti,
4-metoksibenzil-grupa se lakše adaptira za uspostavljanje interakcija sa biološkim
ciljevima.
PB  - Beograd : Srpsko hemijsko društvo
C3  - Kratki izvodi radova ; Knjiga radova / 57. savetovanje Srpskog hemijskog društva, Kragujevac 18. i 19. juni 2021
T1  - Uloga intermolekulskih interakcija u supramolekulskoj organizaciji i biološkom prepoznavanju derivata spirohidantoina
T1  - Role of intermolecular interactions in the self-assembly and biorecognition of a spirohydantoin derivative
SP  - 93
UR  - https://hdl.handle.net/21.15107/rcub_technorep_6768
ER  - 

@conference{
author = "Lazić, Anita M. and Đorđević, Ivana S. and Radovanović, Lidija D. and Popović, Dragan M. and Rogan, Jelena R. and Janjić, Goran V. and Trišović, Nemanja P.",
year = "2021",
abstract = "Sintetisan je racemski derivat spirohidantoina, koji poseduje tetralinsku i 4-
metoksibenzil-grupu, a zatim je određena njegova kristalna struktura. Hijerarhijski razvoj
kristalnog pakovanja diskutovan je sa aspekta kooperativnosti homo- i heterohiralnih
dimernih motiva koji odražavaju različite intermolekulske interakcije. Specifična
strukturna karakteristika proučavanog jedinjenja jesu naizmenično postavljeni dvostruki
slojevi. Veliki broj kontaktnih fragmenata u okruženju tetralinske grupe predstavlja
posledicu veće kontaktne površine. Sa druge strane, 4-metoksibenzil-grupa obezbeđuje
veći doprinos ukupnoj stabilizaciji. Što se tiče farmakološkog potencijala proučavanog
jedinjenja, izvršena je simulacija vezivanja molekula za dopaminski receptor D3 i enzim
IRAK 4 (eng. Interleukin-1 Receptor-Associated Kinase 4). Ukupan broj aminokiselinskih
ostataka koji stupaju u interakciju sa 4-metoksibenzil-grupom je nešto veći od broja
aminokiselinskih ostataka u okruženju tetralinske grupe. Usled veće fleksibilnosti,
4-metoksibenzil-grupa se lakše adaptira za uspostavljanje interakcija sa biološkim
ciljevima., Sintetisan je racemski derivat spirohidantoina, koji poseduje tetralinsku i 4-
metoksibenzil-grupu, a zatim je određena njegova kristalna struktura. Hijerarhijski razvoj
kristalnog pakovanja diskutovan je sa aspekta kooperativnosti homo- i heterohiralnih
dimernih motiva koji odražavaju različite intermolekulske interakcije. Specifična
strukturna karakteristika proučavanog jedinjenja jesu naizmenično postavljeni dvostruki
slojevi. Veliki broj kontaktnih fragmenata u okruženju tetralinske grupe predstavlja
posledicu veće kontaktne površine. Sa druge strane, 4-metoksibenzil-grupa obezbeđuje
veći doprinos ukupnoj stabilizaciji. Što se tiče farmakološkog potencijala proučavanog
jedinjenja, izvršena je simulacija vezivanja molekula za dopaminski receptor D3 i enzim
IRAK 4 (eng. Interleukin-1 Receptor-Associated Kinase 4). Ukupan broj aminokiselinskih
ostataka koji stupaju u interakciju sa 4-metoksibenzil-grupom je nešto veći od broja
aminokiselinskih ostataka u okruženju tetralinske grupe. Usled veće fleksibilnosti,
4-metoksibenzil-grupa se lakše adaptira za uspostavljanje interakcija sa biološkim
ciljevima.",
publisher = "Beograd : Srpsko hemijsko društvo",
journal = "Kratki izvodi radova ; Knjiga radova / 57. savetovanje Srpskog hemijskog društva, Kragujevac 18. i 19. juni 2021",
title = "Uloga intermolekulskih interakcija u supramolekulskoj organizaciji i biološkom prepoznavanju derivata spirohidantoina, Role of intermolecular interactions in the self-assembly and biorecognition of a spirohydantoin derivative",
pages = "93",
url = "https://hdl.handle.net/21.15107/rcub_technorep_6768"
}

Lazić, A. M., Đorđević, I. S., Radovanović, L. D., Popović, D. M., Rogan, J. R., Janjić, G. V.,& Trišović, N. P.. (2021). Uloga intermolekulskih interakcija u supramolekulskoj organizaciji i biološkom prepoznavanju derivata spirohidantoina. in Kratki izvodi radova ; Knjiga radova / 57. savetovanje Srpskog hemijskog društva, Kragujevac 18. i 19. juni 2021
Beograd : Srpsko hemijsko društvo., 93.
https://hdl.handle.net/21.15107/rcub_technorep_6768

Lazić AM, Đorđević IS, Radovanović LD, Popović DM, Rogan JR, Janjić GV, Trišović NP. Uloga intermolekulskih interakcija u supramolekulskoj organizaciji i biološkom prepoznavanju derivata spirohidantoina. in Kratki izvodi radova ; Knjiga radova / 57. savetovanje Srpskog hemijskog društva, Kragujevac 18. i 19. juni 2021. 2021;:93.
https://hdl.handle.net/21.15107/rcub_technorep_6768 .

Lazić, Anita M., Đorđević, Ivana S., Radovanović, Lidija D., Popović, Dragan M., Rogan, Jelena R., Janjić, Goran V., Trišović, Nemanja P., "Uloga intermolekulskih interakcija u supramolekulskoj organizaciji i biološkom prepoznavanju derivata spirohidantoina" in Kratki izvodi radova ; Knjiga radova / 57. savetovanje Srpskog hemijskog društva, Kragujevac 18. i 19. juni 2021 (2021):93,
https://hdl.handle.net/21.15107/rcub_technorep_6768 .

TY  - CONF
AU  - Lazić, Anita
AU  - Gak Simić, Kristina
AU  - Trišović, Nemanja
AU  - Bačević, Milena
AU  - Banjac, Nebojša
PY  - 2021
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6785
AB  - Succinimide (pyrrolidine-2,5-dione) derivatives are organic compounds with a wide spectrum of pharmacological activities. Analogs of this cyclic ureide are well-known anticonvulsants (ethosuccinimide, metosuccinimide and fensuccinimide), antipsychotics, and sedatives, anticancer and antiviral agents. In this paper, using a modified microwave procedure, two succinimide derivatives were synthetized and completely structurally characterized by melting point, as well as FT-IR/ATR, 1H NMR, 13C NMR and elemental analysis. The impact of chemical structure on the pharmacological potential of succinimide derivatives was evaluated using the pioneering "rule of five", Veber, Egan, and Ghose’s empirical criteria, as well as using different in silico methods. Obtained values of molecular descriptors were compared with the characteristic values for reference drugs such as methosuccinimide and ethosuccinimide. Calculated molecular descriptors suggest that the investigated compounds fulfill necessary empirical criteria which qualify them as interesting drug candidates. The obtained descriptors indicate a high degree of gastrointestinal absorption (98%) of the synthesized succinimide derivatives. They are expected to successfully pass through the blood-brain barrier due to the adequate lipophilicity. Also, depending on the electronic characteristics of the substituents attached to the phenyl core, the studied compounds can act as activators or inhibitors of different cytochrome P450 isoenzymes.
PB  - Leskovac : Faculty of Technology
C3  - Proceedings / 14th Symposium with International Participation "Novel Technologies and Economic Development" Leskovac, October, 22-23, 2021
T1  - Estimation of drug-likeness properties of selected disubstituted pyrrolidine-2,5-dione derivatives
EP  - 37
SP  - 31
UR  - https://hdl.handle.net/21.15107/rcub_technorep_6785
ER  - 

@conference{
author = "Lazić, Anita and Gak Simić, Kristina and Trišović, Nemanja and Bačević, Milena and Banjac, Nebojša",
year = "2021",
abstract = "Succinimide (pyrrolidine-2,5-dione) derivatives are organic compounds with a wide spectrum of pharmacological activities. Analogs of this cyclic ureide are well-known anticonvulsants (ethosuccinimide, metosuccinimide and fensuccinimide), antipsychotics, and sedatives, anticancer and antiviral agents. In this paper, using a modified microwave procedure, two succinimide derivatives were synthetized and completely structurally characterized by melting point, as well as FT-IR/ATR, 1H NMR, 13C NMR and elemental analysis. The impact of chemical structure on the pharmacological potential of succinimide derivatives was evaluated using the pioneering "rule of five", Veber, Egan, and Ghose’s empirical criteria, as well as using different in silico methods. Obtained values of molecular descriptors were compared with the characteristic values for reference drugs such as methosuccinimide and ethosuccinimide. Calculated molecular descriptors suggest that the investigated compounds fulfill necessary empirical criteria which qualify them as interesting drug candidates. The obtained descriptors indicate a high degree of gastrointestinal absorption (98%) of the synthesized succinimide derivatives. They are expected to successfully pass through the blood-brain barrier due to the adequate lipophilicity. Also, depending on the electronic characteristics of the substituents attached to the phenyl core, the studied compounds can act as activators or inhibitors of different cytochrome P450 isoenzymes.",
publisher = "Leskovac : Faculty of Technology",
journal = "Proceedings / 14th Symposium with International Participation "Novel Technologies and Economic Development" Leskovac, October, 22-23, 2021",
title = "Estimation of drug-likeness properties of selected disubstituted pyrrolidine-2,5-dione derivatives",
pages = "37-31",
url = "https://hdl.handle.net/21.15107/rcub_technorep_6785"
}

Lazić, A., Gak Simić, K., Trišović, N., Bačević, M.,& Banjac, N.. (2021). Estimation of drug-likeness properties of selected disubstituted pyrrolidine-2,5-dione derivatives. in Proceedings / 14th Symposium with International Participation "Novel Technologies and Economic Development" Leskovac, October, 22-23, 2021
Leskovac : Faculty of Technology., 31-37.
https://hdl.handle.net/21.15107/rcub_technorep_6785

Lazić A, Gak Simić K, Trišović N, Bačević M, Banjac N. Estimation of drug-likeness properties of selected disubstituted pyrrolidine-2,5-dione derivatives. in Proceedings / 14th Symposium with International Participation "Novel Technologies and Economic Development" Leskovac, October, 22-23, 2021. 2021;:31-37.
https://hdl.handle.net/21.15107/rcub_technorep_6785 .

Lazić, Anita, Gak Simić, Kristina, Trišović, Nemanja, Bačević, Milena, Banjac, Nebojša, "Estimation of drug-likeness properties of selected disubstituted pyrrolidine-2,5-dione derivatives" in Proceedings / 14th Symposium with International Participation "Novel Technologies and Economic Development" Leskovac, October, 22-23, 2021 (2021):31-37,
https://hdl.handle.net/21.15107/rcub_technorep_6785 .