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

In the title compound, C(14)H(8)Br(2)FN(3)O(2), the 4-fluoro­phenyl ring and the nitro-substituted phenyl ring form a dihedral angle of 64.37 (10)°. Mol­ecules in the crystal are connected by C—H⋯O and C—H⋯F hydrogen bonds into layers parallel to (011). The crystal packing is consolidated by C—Br⋯π...

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Autores principales: Atioğlu, Zeliha, Akkurt, Mehmet, Shikhaliyev, Namiq Q., Mammadova, Naila A., Babayeva, Gulnara V., Khrustalev, Victor N., Bhattarai, Ajaya
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9069519/
https://www.ncbi.nlm.nih.gov/pubmed/35547788
http://dx.doi.org/10.1107/S2056989022004388
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author Atioğlu, Zeliha
Akkurt, Mehmet
Shikhaliyev, Namiq Q.
Mammadova, Naila A.
Babayeva, Gulnara V.
Khrustalev, Victor N.
Bhattarai, Ajaya
author_facet Atioğlu, Zeliha
Akkurt, Mehmet
Shikhaliyev, Namiq Q.
Mammadova, Naila A.
Babayeva, Gulnara V.
Khrustalev, Victor N.
Bhattarai, Ajaya
author_sort Atioğlu, Zeliha
collection PubMed
description In the title compound, C(14)H(8)Br(2)FN(3)O(2), the 4-fluoro­phenyl ring and the nitro-substituted phenyl ring form a dihedral angle of 64.37 (10)°. Mol­ecules in the crystal are connected by C—H⋯O and C—H⋯F hydrogen bonds into layers parallel to (011). The crystal packing is consolidated by C—Br⋯π and C—F⋯π inter­actions, as well as by π–π stacking inter­actions. According to a Hirshfeld surface analysis of the crystal structure, the most significant contributions to the crystal packing are from O⋯H/H⋯O (15.0%), H⋯H (14.3%), Br⋯H/H⋯Br (14.2%), C⋯H/H⋯C (10.1%), F⋯H/H⋯F (7.9%), Br⋯Br (7.2%) and Br⋯C/C⋯Br (5.8%) contacts.
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spelling pubmed-90695192022-05-10 Crystal structure and Hirshfeld surface analysis of (E)-1-[2,2-di­bromo-1-(4-nitro­phen­yl)ethen­yl]-2-(4-fluoro­phen­yl)diazene Atioğlu, Zeliha Akkurt, Mehmet Shikhaliyev, Namiq Q. Mammadova, Naila A. Babayeva, Gulnara V. Khrustalev, Victor N. Bhattarai, Ajaya Acta Crystallogr E Crystallogr Commun Research Communications In the title compound, C(14)H(8)Br(2)FN(3)O(2), the 4-fluoro­phenyl ring and the nitro-substituted phenyl ring form a dihedral angle of 64.37 (10)°. Mol­ecules in the crystal are connected by C—H⋯O and C—H⋯F hydrogen bonds into layers parallel to (011). The crystal packing is consolidated by C—Br⋯π and C—F⋯π inter­actions, as well as by π–π stacking inter­actions. According to a Hirshfeld surface analysis of the crystal structure, the most significant contributions to the crystal packing are from O⋯H/H⋯O (15.0%), H⋯H (14.3%), Br⋯H/H⋯Br (14.2%), C⋯H/H⋯C (10.1%), F⋯H/H⋯F (7.9%), Br⋯Br (7.2%) and Br⋯C/C⋯Br (5.8%) contacts. International Union of Crystallography 2022-04-28 /pmc/articles/PMC9069519/ /pubmed/35547788 http://dx.doi.org/10.1107/S2056989022004388 Text en © Atioğlu et al. 2022 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
Atioğlu, Zeliha
Akkurt, Mehmet
Shikhaliyev, Namiq Q.
Mammadova, Naila A.
Babayeva, Gulnara V.
Khrustalev, Victor N.
Bhattarai, Ajaya
Crystal structure and Hirshfeld surface analysis of (E)-1-[2,2-di­bromo-1-(4-nitro­phen­yl)ethen­yl]-2-(4-fluoro­phen­yl)diazene
title Crystal structure and Hirshfeld surface analysis of (E)-1-[2,2-di­bromo-1-(4-nitro­phen­yl)ethen­yl]-2-(4-fluoro­phen­yl)diazene
title_full Crystal structure and Hirshfeld surface analysis of (E)-1-[2,2-di­bromo-1-(4-nitro­phen­yl)ethen­yl]-2-(4-fluoro­phen­yl)diazene
title_fullStr Crystal structure and Hirshfeld surface analysis of (E)-1-[2,2-di­bromo-1-(4-nitro­phen­yl)ethen­yl]-2-(4-fluoro­phen­yl)diazene
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of (E)-1-[2,2-di­bromo-1-(4-nitro­phen­yl)ethen­yl]-2-(4-fluoro­phen­yl)diazene
title_short Crystal structure and Hirshfeld surface analysis of (E)-1-[2,2-di­bromo-1-(4-nitro­phen­yl)ethen­yl]-2-(4-fluoro­phen­yl)diazene
title_sort crystal structure and hirshfeld surface analysis of (e)-1-[2,2-di­bromo-1-(4-nitro­phen­yl)ethen­yl]-2-(4-fluoro­phen­yl)diazene
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9069519/
https://www.ncbi.nlm.nih.gov/pubmed/35547788
http://dx.doi.org/10.1107/S2056989022004388
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