Synthesis, characterization and crystal structure of the 2-quinolone derivative
Аутори
Radovanović, LidijaLađarević, Jelena
Božić, Bojan
Kasalović, Marijana
Pantelić, Nebojša
Mijin, Dušan
Rogan, Jelena
Конференцијски прилог (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
2-Quinolones represent important structural motifs in the numerous biologically active compounds
and naturally occurring alkaloids. Their derivatives show remarkable diversity of pharmalogical
properties such as antibacterial, antifungal, anticancer, antitubercular, anti-inflammatory, and
antihypertensive and play a significant role in the development of the new pharmaceuticals. On the
other hand, propanoic acid derivatives are known for their uniqe terapeutic activity. In an effort to
merge these two structural motifs, two-step synthesis of 3-(4-methyl-2-oxoquinolinyl)propanoic
acid, 1, was performed. The obtained compound was characterized by melting point, FTIR and
NMR spectra. The single crystals of molecule 1, was prepared by slow evaporation from the ethyl
acetate solution. The single crystal X-ray analysis revealed that molecule 1 crystallizes in
monoclinic P21/c space group with Z = 4. The main structural feature is pseudo wavy layer formed
by O–H···O and C–H···O inte...ractions between adjacent molecules, whereas among the layers π···π
stacking and C–H···π interactions were observed, resulting in the formation of supramolecular
network. The main crystallographic data for 1: C13H13NO3, a = 9.2414(4), b = 9.0128(3),
c = 13.6567(6) Å, β = 109.676(4) °, V = 1071.06(8) Å
3
. The refinement based on F
2
(156
parameters) yielded: R1 = 0.0456, wR2 = 0.1287, S = 1.068 for all data, and R1 = 0.0433 for 1765
reflections with I ≥ 2σ(I).
Кључне речи:
Crystal structure / wavy topology / 2-quinolone / propanoic acid derivativeИзвор:
Book of Abstracts / XIV Conference of Chemists, Technologists and Environmentalists of Republic of Srpska, Banja Luka, October 21-22, 2022, 2022, 22-Издавач:
- Banja Luka : University in Banjaluka, Faculty of Technology
Колекције
Институција/група
Inovacioni centarTY - CONF AU - Radovanović, Lidija AU - Lađarević, Jelena AU - Božić, Bojan AU - Kasalović, Marijana AU - Pantelić, Nebojša AU - Mijin, Dušan AU - Rogan, Jelena PY - 2022 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6724 AB - 2-Quinolones represent important structural motifs in the numerous biologically active compounds and naturally occurring alkaloids. Their derivatives show remarkable diversity of pharmalogical properties such as antibacterial, antifungal, anticancer, antitubercular, anti-inflammatory, and antihypertensive and play a significant role in the development of the new pharmaceuticals. On the other hand, propanoic acid derivatives are known for their uniqe terapeutic activity. In an effort to merge these two structural motifs, two-step synthesis of 3-(4-methyl-2-oxoquinolinyl)propanoic acid, 1, was performed. The obtained compound was characterized by melting point, FTIR and NMR spectra. The single crystals of molecule 1, was prepared by slow evaporation from the ethyl acetate solution. The single crystal X-ray analysis revealed that molecule 1 crystallizes in monoclinic P21/c space group with Z = 4. The main structural feature is pseudo wavy layer formed by O–H···O and C–H···O interactions between adjacent molecules, whereas among the layers π···π stacking and C–H···π interactions were observed, resulting in the formation of supramolecular network. The main crystallographic data for 1: C13H13NO3, a = 9.2414(4), b = 9.0128(3), c = 13.6567(6) Å, β = 109.676(4) °, V = 1071.06(8) Å 3 . The refinement based on F 2 (156 parameters) yielded: R1 = 0.0456, wR2 = 0.1287, S = 1.068 for all data, and R1 = 0.0433 for 1765 reflections with I ≥ 2σ(I). PB - Banja Luka : University in Banjaluka, Faculty of Technology C3 - Book of Abstracts / XIV Conference of Chemists, Technologists and Environmentalists of Republic of Srpska, Banja Luka, October 21-22, 2022 T1 - Synthesis, characterization and crystal structure of the 2-quinolone derivative SP - 22 UR - https://hdl.handle.net/21.15107/rcub_technorep_6724 ER -
@conference{ author = "Radovanović, Lidija and Lađarević, Jelena and Božić, Bojan and Kasalović, Marijana and Pantelić, Nebojša and Mijin, Dušan and Rogan, Jelena", year = "2022", abstract = "2-Quinolones represent important structural motifs in the numerous biologically active compounds and naturally occurring alkaloids. Their derivatives show remarkable diversity of pharmalogical properties such as antibacterial, antifungal, anticancer, antitubercular, anti-inflammatory, and antihypertensive and play a significant role in the development of the new pharmaceuticals. On the other hand, propanoic acid derivatives are known for their uniqe terapeutic activity. In an effort to merge these two structural motifs, two-step synthesis of 3-(4-methyl-2-oxoquinolinyl)propanoic acid, 1, was performed. The obtained compound was characterized by melting point, FTIR and NMR spectra. The single crystals of molecule 1, was prepared by slow evaporation from the ethyl acetate solution. The single crystal X-ray analysis revealed that molecule 1 crystallizes in monoclinic P21/c space group with Z = 4. The main structural feature is pseudo wavy layer formed by O–H···O and C–H···O interactions between adjacent molecules, whereas among the layers π···π stacking and C–H···π interactions were observed, resulting in the formation of supramolecular network. The main crystallographic data for 1: C13H13NO3, a = 9.2414(4), b = 9.0128(3), c = 13.6567(6) Å, β = 109.676(4) °, V = 1071.06(8) Å 3 . The refinement based on F 2 (156 parameters) yielded: R1 = 0.0456, wR2 = 0.1287, S = 1.068 for all data, and R1 = 0.0433 for 1765 reflections with I ≥ 2σ(I).", publisher = "Banja Luka : University in Banjaluka, Faculty of Technology", journal = "Book of Abstracts / XIV Conference of Chemists, Technologists and Environmentalists of Republic of Srpska, Banja Luka, October 21-22, 2022", title = "Synthesis, characterization and crystal structure of the 2-quinolone derivative", pages = "22", url = "https://hdl.handle.net/21.15107/rcub_technorep_6724" }
Radovanović, L., Lađarević, J., Božić, B., Kasalović, M., Pantelić, N., Mijin, D.,& Rogan, J.. (2022). Synthesis, characterization and crystal structure of the 2-quinolone derivative. in Book of Abstracts / XIV Conference of Chemists, Technologists and Environmentalists of Republic of Srpska, Banja Luka, October 21-22, 2022 Banja Luka : University in Banjaluka, Faculty of Technology., 22. https://hdl.handle.net/21.15107/rcub_technorep_6724
Radovanović L, Lađarević J, Božić B, Kasalović M, Pantelić N, Mijin D, Rogan J. Synthesis, characterization and crystal structure of the 2-quinolone derivative. in Book of Abstracts / XIV Conference of Chemists, Technologists and Environmentalists of Republic of Srpska, Banja Luka, October 21-22, 2022. 2022;:22. https://hdl.handle.net/21.15107/rcub_technorep_6724 .
Radovanović, Lidija, Lađarević, Jelena, Božić, Bojan, Kasalović, Marijana, Pantelić, Nebojša, Mijin, Dušan, Rogan, Jelena, "Synthesis, characterization and crystal structure of the 2-quinolone derivative" in Book of Abstracts / XIV Conference of Chemists, Technologists and Environmentalists of Republic of Srpska, Banja Luka, October 21-22, 2022 (2022):22, https://hdl.handle.net/21.15107/rcub_technorep_6724 .