Crystal structure, Hirshfeld surface analysis and DFT study of (5E,5′E,6Z,6′Z)-6,6′-[ethane-1,2-diyl­bis(aza­nylyl­idene)]bis­{5-[2-(4-fluoro­phen­yl)hydra­zono]-3,3-di­methyl­cyclo­hexa­none} 2.5-hydrate

The title compound, C(30)H(34)F(2)N(6)O(2)·2.5H(2)O, was obtained by condensation of 2-[2-(4-fluoro­phen­yl)hydrazono]-5,5-di­methyl­cyclo­hexan-1,3-dione with ethyl­enedi­amine in ethanol and crystallized as a 1:2.5 hydrate in space group C2/c. The two independent mol­ecules, with approximate cryst...

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Autores principales: Kurbanova, Malahat Musrat, Faizi, Md. Serajul Haque, Cinar, Emine Berrin, Jamal, Asif, Çemberci, Mustafa, Sadigova, Arzu, Askerov, Rizvan, Dege, Necmi, Nabi, Tahera
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2023
Materias:
Research Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10088313/
https://www.ncbi.nlm.nih.gov/pubmed/37057023
http://dx.doi.org/10.1107/S2056989023001895
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author Kurbanova, Malahat Musrat
Faizi, Md. Serajul Haque
Cinar, Emine Berrin
Jamal, Asif
Çemberci, Mustafa
Sadigova, Arzu
Askerov, Rizvan
Dege, Necmi
Nabi, Tahera
author_facet Kurbanova, Malahat Musrat
Faizi, Md. Serajul Haque
Cinar, Emine Berrin
Jamal, Asif
Çemberci, Mustafa
Sadigova, Arzu
Askerov, Rizvan
Dege, Necmi
Nabi, Tahera
author_sort Kurbanova, Malahat Musrat
collection PubMed
description The title compound, C(30)H(34)F(2)N(6)O(2)·2.5H(2)O, was obtained by condensation of 2-[2-(4-fluoro­phen­yl)hydrazono]-5,5-di­methyl­cyclo­hexan-1,3-dione with ethyl­enedi­amine in ethanol and crystallized as a 1:2.5 hydrate in space group C2/c. The two independent mol­ecules, with approximate crystallographic C (2) symmetries, have different conformations and packing environments, are stabilized by intra­molecular N—H⋯N hydrogen bonds and linked by O—H⋯O hydrogen bonds involving the water mol­ecules. A Hirshfeld surface analysis showed that H⋯H contacts make by far the largest (48–50%) contribution to the crystal packing. From DFT calculations, the LUMO–HOMO energy gap of the mol­ecule is 0.827 eV.
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spelling pubmed-100883132023-04-12 Crystal structure, Hirshfeld surface analysis and DFT study of (5E,5′E,6Z,6′Z)-6,6′-[ethane-1,2-diyl­bis(aza­nylyl­idene)]bis­{5-[2-(4-fluoro­phen­yl)hydra­zono]-3,3-di­methyl­cyclo­hexa­none} 2.5-hydrate Kurbanova, Malahat Musrat Faizi, Md. Serajul Haque Cinar, Emine Berrin Jamal, Asif Çemberci, Mustafa Sadigova, Arzu Askerov, Rizvan Dege, Necmi Nabi, Tahera Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(30)H(34)F(2)N(6)O(2)·2.5H(2)O, was obtained by condensation of 2-[2-(4-fluoro­phen­yl)hydrazono]-5,5-di­methyl­cyclo­hexan-1,3-dione with ethyl­enedi­amine in ethanol and crystallized as a 1:2.5 hydrate in space group C2/c. The two independent mol­ecules, with approximate crystallographic C (2) symmetries, have different conformations and packing environments, are stabilized by intra­molecular N—H⋯N hydrogen bonds and linked by O—H⋯O hydrogen bonds involving the water mol­ecules. A Hirshfeld surface analysis showed that H⋯H contacts make by far the largest (48–50%) contribution to the crystal packing. From DFT calculations, the LUMO–HOMO energy gap of the mol­ecule is 0.827 eV. International Union of Crystallography 2023-03-10 /pmc/articles/PMC10088313/ /pubmed/37057023 http://dx.doi.org/10.1107/S2056989023001895 Text en © Kurbanova et al. 2023 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Research Communications
Kurbanova, Malahat Musrat
Faizi, Md. Serajul Haque
Cinar, Emine Berrin
Jamal, Asif
Çemberci, Mustafa
Sadigova, Arzu
Askerov, Rizvan
Dege, Necmi
Nabi, Tahera
Crystal structure, Hirshfeld surface analysis and DFT study of (5E,5′E,6Z,6′Z)-6,6′-[ethane-1,2-diyl­bis(aza­nylyl­idene)]bis­{5-[2-(4-fluoro­phen­yl)hydra­zono]-3,3-di­methyl­cyclo­hexa­none} 2.5-hydrate
title Crystal structure, Hirshfeld surface analysis and DFT study of (5E,5′E,6Z,6′Z)-6,6′-[ethane-1,2-diyl­bis(aza­nylyl­idene)]bis­{5-[2-(4-fluoro­phen­yl)hydra­zono]-3,3-di­methyl­cyclo­hexa­none} 2.5-hydrate
title_full Crystal structure, Hirshfeld surface analysis and DFT study of (5E,5′E,6Z,6′Z)-6,6′-[ethane-1,2-diyl­bis(aza­nylyl­idene)]bis­{5-[2-(4-fluoro­phen­yl)hydra­zono]-3,3-di­methyl­cyclo­hexa­none} 2.5-hydrate
title_fullStr Crystal structure, Hirshfeld surface analysis and DFT study of (5E,5′E,6Z,6′Z)-6,6′-[ethane-1,2-diyl­bis(aza­nylyl­idene)]bis­{5-[2-(4-fluoro­phen­yl)hydra­zono]-3,3-di­methyl­cyclo­hexa­none} 2.5-hydrate
title_full_unstemmed Crystal structure, Hirshfeld surface analysis and DFT study of (5E,5′E,6Z,6′Z)-6,6′-[ethane-1,2-diyl­bis(aza­nylyl­idene)]bis­{5-[2-(4-fluoro­phen­yl)hydra­zono]-3,3-di­methyl­cyclo­hexa­none} 2.5-hydrate
title_short Crystal structure, Hirshfeld surface analysis and DFT study of (5E,5′E,6Z,6′Z)-6,6′-[ethane-1,2-diyl­bis(aza­nylyl­idene)]bis­{5-[2-(4-fluoro­phen­yl)hydra­zono]-3,3-di­methyl­cyclo­hexa­none} 2.5-hydrate
title_sort crystal structure, hirshfeld surface analysis and dft study of (5e,5′e,6z,6′z)-6,6′-[ethane-1,2-diyl­bis(aza­nylyl­idene)]bis­{5-[2-(4-fluoro­phen­yl)hydra­zono]-3,3-di­methyl­cyclo­hexa­none} 2.5-hydrate
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10088313/
https://www.ncbi.nlm.nih.gov/pubmed/37057023
http://dx.doi.org/10.1107/S2056989023001895
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