Charge assisted assembly of zwitterionic pyridone hydrates
Само за регистроване кориснике
2021
Аутори
Mašulović, Aleksandra D.Lađarević, Jelena M.
Radovanović, Lidija D.
Vitnik, Željko
Vitnik, Vesna
Rogan, Jelena R.
Mijin, Dušan
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
Two pyridone derivatives, bearing the pyridinium moiety (1), or dimethylpyridinium moiety (2), have been synthesized and their crystal structures have been determined. The compounds crystalize in hydrated zwitterionic forms with either two (1•2H2O) or four (2•4H2O) water molecules. The zwitterionic networks contain different types of water clusters, generated into channels, incorporating them into the network by sandwiching. The type of channel depends on the crystal lattice and the nature of non-covalent interactions established between zwitterions as well as the number of water molecules incorporated into the architecture. 1 affords tubes filled in with water channels formed by water tetramers, contrary to 2, which affords a layered network altering the zwitterionic layer and the layer formed by water tetramers and hexamers. A detailed study of intermolecular interactions of both crystal structures and a quantification of interaction energies has been performed using PIXEL lattice en...ergy calculations, giving an insight to a quantitative evaluation of interactions through Coulombic, disperse, repulsion and polarization energies. The strongest pairwise, in both structures, is found to be a dipole–dipole interaction between oppositely charged heterocyclic rings. The differences in the crystal packings of these hydrates have been elucidated by the fingerplot analysis. The comparative studies between experimental and calculated (DFT) data of molecules 1•H2O and 2•4H2O for systems of different complexity are performed. Furthermore, correlations of experimental and calculated bond lengths and the simulation of compound solvation with the CPCM model are done.
Кључне речи:
Computational chemistry / Hydrates / Pyridone / Stacking interactions / Zwitterions / Molecules / Network layers / Crystals structures / Pyridinium / Stacking interaction / Synthesised / Water molecule / Water tetramers / Zwitterion / Zwitterionic forms / Zwitterionics / HydrationИзвор:
Journal of Molecular Structure, 2021, 1237, 130419-Издавач:
- Elsevier
Финансирање / пројекти:
- Министарство науке, технолошког развоја и иновација Републике Србије, институционално финансирање - 200026 (Универзитет у Београду, Институт за хемију, технологију и металургију - ИХТМ) (RS-MESTD-inst-2020-200026)
- Министарство науке, технолошког развоја и иновација Републике Србије, институционално финансирање - 200135 (Универзитет у Београду, Технолошко-металуршки факултет) (RS-MESTD-inst-2020-200135)
- Министарство науке, технолошког развоја и иновација Републике Србије, институционално финансирање - 200287 (Иновациони центар Технолошко-металуршког факултета у Београду доо) (RS-MESTD-inst-2020-200287)
Напомена:
- The peer-reviewed version of the article: https://cer.ihtm.bg.ac.rs/handle/123456789/4507
- Supporting information: https://cer.ihtm.bg.ac.rs/handle/123456789/4508
- Related crystallographic data (CCDC 2057269): https://cer.ihtm.bg.ac.rs/handle/123456789/4509
- Related crystallographic data (CCDC 2057270): https://cer.ihtm.bg.ac.rs/handle/123456789/4510
Повезане информације:
- Друга верзија
https://cer.ihtm.bg.ac.rs/handle/123456789/4507 - Повезани садржај
https://cer.ihtm.bg.ac.rs/handle/123456789/4508 - Повезани садржај
https://cer.ihtm.bg.ac.rs/handle/123456789/4509 - Повезани садржај
https://cer.ihtm.bg.ac.rs/handle/123456789/4510
DOI: 10.1016/j.molstruc.2021.130419
ISSN: 0022-2860
WoS: 000646451900001
Scopus: 2-s2.0-85104288082
Институција/група
IHTMTY - JOUR AU - Mašulović, Aleksandra D. AU - Lađarević, Jelena M. AU - Radovanović, Lidija D. AU - Vitnik, Željko AU - Vitnik, Vesna AU - Rogan, Jelena R. AU - Mijin, Dušan PY - 2021 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/4506 AB - Two pyridone derivatives, bearing the pyridinium moiety (1), or dimethylpyridinium moiety (2), have been synthesized and their crystal structures have been determined. The compounds crystalize in hydrated zwitterionic forms with either two (1•2H2O) or four (2•4H2O) water molecules. The zwitterionic networks contain different types of water clusters, generated into channels, incorporating them into the network by sandwiching. The type of channel depends on the crystal lattice and the nature of non-covalent interactions established between zwitterions as well as the number of water molecules incorporated into the architecture. 1 affords tubes filled in with water channels formed by water tetramers, contrary to 2, which affords a layered network altering the zwitterionic layer and the layer formed by water tetramers and hexamers. A detailed study of intermolecular interactions of both crystal structures and a quantification of interaction energies has been performed using PIXEL lattice energy calculations, giving an insight to a quantitative evaluation of interactions through Coulombic, disperse, repulsion and polarization energies. The strongest pairwise, in both structures, is found to be a dipole–dipole interaction between oppositely charged heterocyclic rings. The differences in the crystal packings of these hydrates have been elucidated by the fingerplot analysis. The comparative studies between experimental and calculated (DFT) data of molecules 1•H2O and 2•4H2O for systems of different complexity are performed. Furthermore, correlations of experimental and calculated bond lengths and the simulation of compound solvation with the CPCM model are done. PB - Elsevier T2 - Journal of Molecular Structure T1 - Charge assisted assembly of zwitterionic pyridone hydrates VL - 1237 SP - 130419 DO - 10.1016/j.molstruc.2021.130419 ER -
@article{ author = "Mašulović, Aleksandra D. and Lađarević, Jelena M. and Radovanović, Lidija D. and Vitnik, Željko and Vitnik, Vesna and Rogan, Jelena R. and Mijin, Dušan", year = "2021", abstract = "Two pyridone derivatives, bearing the pyridinium moiety (1), or dimethylpyridinium moiety (2), have been synthesized and their crystal structures have been determined. The compounds crystalize in hydrated zwitterionic forms with either two (1•2H2O) or four (2•4H2O) water molecules. The zwitterionic networks contain different types of water clusters, generated into channels, incorporating them into the network by sandwiching. The type of channel depends on the crystal lattice and the nature of non-covalent interactions established between zwitterions as well as the number of water molecules incorporated into the architecture. 1 affords tubes filled in with water channels formed by water tetramers, contrary to 2, which affords a layered network altering the zwitterionic layer and the layer formed by water tetramers and hexamers. A detailed study of intermolecular interactions of both crystal structures and a quantification of interaction energies has been performed using PIXEL lattice energy calculations, giving an insight to a quantitative evaluation of interactions through Coulombic, disperse, repulsion and polarization energies. The strongest pairwise, in both structures, is found to be a dipole–dipole interaction between oppositely charged heterocyclic rings. The differences in the crystal packings of these hydrates have been elucidated by the fingerplot analysis. The comparative studies between experimental and calculated (DFT) data of molecules 1•H2O and 2•4H2O for systems of different complexity are performed. Furthermore, correlations of experimental and calculated bond lengths and the simulation of compound solvation with the CPCM model are done.", publisher = "Elsevier", journal = "Journal of Molecular Structure", title = "Charge assisted assembly of zwitterionic pyridone hydrates", volume = "1237", pages = "130419", doi = "10.1016/j.molstruc.2021.130419" }
Mašulović, A. D., Lađarević, J. M., Radovanović, L. D., Vitnik, Ž., Vitnik, V., Rogan, J. R.,& Mijin, D.. (2021). Charge assisted assembly of zwitterionic pyridone hydrates. in Journal of Molecular Structure Elsevier., 1237, 130419. https://doi.org/10.1016/j.molstruc.2021.130419
Mašulović AD, Lađarević JM, Radovanović LD, Vitnik Ž, Vitnik V, Rogan JR, Mijin D. Charge assisted assembly of zwitterionic pyridone hydrates. in Journal of Molecular Structure. 2021;1237:130419. doi:10.1016/j.molstruc.2021.130419 .
Mašulović, Aleksandra D., Lađarević, Jelena M., Radovanović, Lidija D., Vitnik, Željko, Vitnik, Vesna, Rogan, Jelena R., Mijin, Dušan, "Charge assisted assembly of zwitterionic pyridone hydrates" in Journal of Molecular Structure, 1237 (2021):130419, https://doi.org/10.1016/j.molstruc.2021.130419 . .
Related items
Showing items related by title, author, creator and subject.
-
CCDC 2057270: Experimental Crystal Structure Determination. Crystallographic data for "Charge assisted assembly of zwitterionic pyridone hydrates"
Radovanović, Lidija D. (The Cambridge Crystallographic Data Centre (CCDC), 2021) -
CCDC 2057269: Experimental Crystal Structure Determination. Crystallographic data for "Charge assisted assembly of zwitterionic pyridone hydrates"
Radovanović, Lidija D. (The Cambridge Crystallographic Data Centre (CCDC), 2021) -
Amino acid imidayolium zwitterion as green corrosion inhibitor for mild steel
Kovačina, Jovanka; Jegdić, Bore; Marunkić, Dunja; Simović, Anđela; Lazić, Dragana; Marinković, Aleksandar (Faculty of Technology Zvornik – University of East Sarajevo, 2021)