Supramolecular architectures of selected xanthenedione derivatives
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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.
Source:
Book of abstracts / 8th Conference of the Young Chemists of Serbia, Belgrade, 29th October 2022, 2022, 117-Publisher:
- Belgrade : Serbian Chemical Society
- Belgrade : Serbian Young Chemists Club
Funding / projects:
- Ministry of Science, Technological Development and Innovation of the Republic of Serbia, institutional funding - 200135 (University of Belgrade, Faculty of Technology and Metallurgy) (RS-MESTD-inst-2020-200135)
- Ministry of Science, Technological Development and Innovation of the Republic of Serbia, institutional funding - 200287 (Innovation Center of the Faculty of Technology and Metallurgy) (RS-MESTD-inst-2020-200287)
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Inovacioni centarTY - 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 .