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Crystal structure and Hirshfeld surface analysis of (E)-1-[2,2-di­chloro-1-(4-nitro­phen­yl)ethen­yl]-2-(4-fluoro­phen­yl)diazene

In the title compound, C(14)H(8)Cl(2)FN(3)O(2), the 4-fluoro­phenyl ring and the nitro-substituted benzene ring form a dihedral angle of 63.29 (8)°. In the crystal, mol­ecules are linked by C—H⋯O hydrogen bonds into chains running parallel to the c axis. The crystal packing is further stabilized by...

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Autores principales: Atioğlu, Zeliha, Akkurt, Mehmet, Shikhaliyev, Namiq Q., Suleymanova, Gulnar T., Bagirova, Khanim N., Toze, Flavien A. A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6362658/
https://www.ncbi.nlm.nih.gov/pubmed/30800458
http://dx.doi.org/10.1107/S2056989019000707
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author Atioğlu, Zeliha
Akkurt, Mehmet
Shikhaliyev, Namiq Q.
Suleymanova, Gulnar T.
Bagirova, Khanim N.
Toze, Flavien A. A.
author_facet Atioğlu, Zeliha
Akkurt, Mehmet
Shikhaliyev, Namiq Q.
Suleymanova, Gulnar T.
Bagirova, Khanim N.
Toze, Flavien A. A.
author_sort Atioğlu, Zeliha
collection PubMed
description In the title compound, C(14)H(8)Cl(2)FN(3)O(2), the 4-fluoro­phenyl ring and the nitro-substituted benzene ring form a dihedral angle of 63.29 (8)°. In the crystal, mol­ecules are linked by C—H⋯O hydrogen bonds into chains running parallel to the c axis. The crystal packing is further stabilized by C—Cl⋯π, C—F⋯π and N—O⋯π inter­actions. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions to the crystal packing are from H⋯O/O⋯H (15.5%), H⋯H (15.3%), Cl⋯H/H⋯Cl (13.8%), C⋯H/H⋯C (9.5%) and F⋯H/H⋯F (8.2%) inter­actions.
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spelling pubmed-63626582019-02-22 Crystal structure and Hirshfeld surface analysis of (E)-1-[2,2-di­chloro-1-(4-nitro­phen­yl)ethen­yl]-2-(4-fluoro­phen­yl)diazene Atioğlu, Zeliha Akkurt, Mehmet Shikhaliyev, Namiq Q. Suleymanova, Gulnar T. Bagirova, Khanim N. Toze, Flavien A. A. Acta Crystallogr E Crystallogr Commun Research Communications In the title compound, C(14)H(8)Cl(2)FN(3)O(2), the 4-fluoro­phenyl ring and the nitro-substituted benzene ring form a dihedral angle of 63.29 (8)°. In the crystal, mol­ecules are linked by C—H⋯O hydrogen bonds into chains running parallel to the c axis. The crystal packing is further stabilized by C—Cl⋯π, C—F⋯π and N—O⋯π inter­actions. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions to the crystal packing are from H⋯O/O⋯H (15.5%), H⋯H (15.3%), Cl⋯H/H⋯Cl (13.8%), C⋯H/H⋯C (9.5%) and F⋯H/H⋯F (8.2%) inter­actions. International Union of Crystallography 2019-01-18 /pmc/articles/PMC6362658/ /pubmed/30800458 http://dx.doi.org/10.1107/S2056989019000707 Text en © Atioğlu et al. 2019 http://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.http://creativecommons.org/licenses/by/4.0/
spellingShingle Research Communications
Atioğlu, Zeliha
Akkurt, Mehmet
Shikhaliyev, Namiq Q.
Suleymanova, Gulnar T.
Bagirova, Khanim N.
Toze, Flavien A. A.
Crystal structure and Hirshfeld surface analysis of (E)-1-[2,2-di­chloro-1-(4-nitro­phen­yl)ethen­yl]-2-(4-fluoro­phen­yl)diazene
title Crystal structure and Hirshfeld surface analysis of (E)-1-[2,2-di­chloro-1-(4-nitro­phen­yl)ethen­yl]-2-(4-fluoro­phen­yl)diazene
title_full Crystal structure and Hirshfeld surface analysis of (E)-1-[2,2-di­chloro-1-(4-nitro­phen­yl)ethen­yl]-2-(4-fluoro­phen­yl)diazene
title_fullStr Crystal structure and Hirshfeld surface analysis of (E)-1-[2,2-di­chloro-1-(4-nitro­phen­yl)ethen­yl]-2-(4-fluoro­phen­yl)diazene
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of (E)-1-[2,2-di­chloro-1-(4-nitro­phen­yl)ethen­yl]-2-(4-fluoro­phen­yl)diazene
title_short Crystal structure and Hirshfeld surface analysis of (E)-1-[2,2-di­chloro-1-(4-nitro­phen­yl)ethen­yl]-2-(4-fluoro­phen­yl)diazene
title_sort crystal structure and hirshfeld surface analysis of (e)-1-[2,2-di­chloro-1-(4-nitro­phen­yl)ethen­yl]-2-(4-fluoro­phen­yl)diazene
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6362658/
https://www.ncbi.nlm.nih.gov/pubmed/30800458
http://dx.doi.org/10.1107/S2056989019000707
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