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

The mol­ecule of the title compound, C(14)H(8)Br(3)N(3)O(2), consists of three almost planar groups: the central di­bromo­ethenyldiazene fragment and two attached aromatic rings. The mean planes of these rings form dihedral angles with the plane of the central fragment of 26.35 (15) and 72.57 (14)°...

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Autores principales: Akkurt, Mehmet, Yıldırım, Sema Öztürk, Shikhaliyev, Namiq Q., Mammadova, Naila A., Niyazova, Ayten A., 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/PMC9260355/
https://www.ncbi.nlm.nih.gov/pubmed/35855357
http://dx.doi.org/10.1107/S205698902200620X
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author Akkurt, Mehmet
Yıldırım, Sema Öztürk
Shikhaliyev, Namiq Q.
Mammadova, Naila A.
Niyazova, Ayten A.
Khrustalev, Victor N.
Bhattarai, Ajaya
author_facet Akkurt, Mehmet
Yıldırım, Sema Öztürk
Shikhaliyev, Namiq Q.
Mammadova, Naila A.
Niyazova, Ayten A.
Khrustalev, Victor N.
Bhattarai, Ajaya
author_sort Akkurt, Mehmet
collection PubMed
description The mol­ecule of the title compound, C(14)H(8)Br(3)N(3)O(2), consists of three almost planar groups: the central di­bromo­ethenyldiazene fragment and two attached aromatic rings. The mean planes of these rings form dihedral angles with the plane of the central fragment of 26.35 (15) and 72.57 (14)° for bromine- and nitro-substituted rings, respectively. In the crystal, C—H⋯Br inter­actions connect mol­ecules, generating zigzag C(8) chains along the [100] direction. These chains are linked by C—Br⋯π inter­actions into layers parallel to (001). van der Waals inter­actions between the layers aid in the cohesion of the crystal packing. The most substantial contributions to crystal packing, according to a Hirshfeld surface analysis, are from Br⋯H/H⋯Br (20.9%), C⋯H/H⋯C (15.2%), O⋯H/H⋯O (12.6%) and H⋯H (11.7%) contacts.
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spelling pubmed-92603552022-07-18 Crystal structure and Hirshfeld surface analysis of (E)-2-(4-bromo­phen­yl)-1-[2,2-di­bromo-1-(4-nitro­phen­yl)ethen­yl]diazene Akkurt, Mehmet Yıldırım, Sema Öztürk Shikhaliyev, Namiq Q. Mammadova, Naila A. Niyazova, Ayten A. Khrustalev, Victor N. Bhattarai, Ajaya Acta Crystallogr E Crystallogr Commun Research Communications The mol­ecule of the title compound, C(14)H(8)Br(3)N(3)O(2), consists of three almost planar groups: the central di­bromo­ethenyldiazene fragment and two attached aromatic rings. The mean planes of these rings form dihedral angles with the plane of the central fragment of 26.35 (15) and 72.57 (14)° for bromine- and nitro-substituted rings, respectively. In the crystal, C—H⋯Br inter­actions connect mol­ecules, generating zigzag C(8) chains along the [100] direction. These chains are linked by C—Br⋯π inter­actions into layers parallel to (001). van der Waals inter­actions between the layers aid in the cohesion of the crystal packing. The most substantial contributions to crystal packing, according to a Hirshfeld surface analysis, are from Br⋯H/H⋯Br (20.9%), C⋯H/H⋯C (15.2%), O⋯H/H⋯O (12.6%) and H⋯H (11.7%) contacts. International Union of Crystallography 2022-06-16 /pmc/articles/PMC9260355/ /pubmed/35855357 http://dx.doi.org/10.1107/S205698902200620X Text en © Akkurt 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
Akkurt, Mehmet
Yıldırım, Sema Öztürk
Shikhaliyev, Namiq Q.
Mammadova, Naila A.
Niyazova, Ayten A.
Khrustalev, Victor N.
Bhattarai, Ajaya
Crystal structure and Hirshfeld surface analysis of (E)-2-(4-bromo­phen­yl)-1-[2,2-di­bromo-1-(4-nitro­phen­yl)ethen­yl]diazene
title Crystal structure and Hirshfeld surface analysis of (E)-2-(4-bromo­phen­yl)-1-[2,2-di­bromo-1-(4-nitro­phen­yl)ethen­yl]diazene
title_full Crystal structure and Hirshfeld surface analysis of (E)-2-(4-bromo­phen­yl)-1-[2,2-di­bromo-1-(4-nitro­phen­yl)ethen­yl]diazene
title_fullStr Crystal structure and Hirshfeld surface analysis of (E)-2-(4-bromo­phen­yl)-1-[2,2-di­bromo-1-(4-nitro­phen­yl)ethen­yl]diazene
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of (E)-2-(4-bromo­phen­yl)-1-[2,2-di­bromo-1-(4-nitro­phen­yl)ethen­yl]diazene
title_short Crystal structure and Hirshfeld surface analysis of (E)-2-(4-bromo­phen­yl)-1-[2,2-di­bromo-1-(4-nitro­phen­yl)ethen­yl]diazene
title_sort crystal structure and hirshfeld surface analysis of (e)-2-(4-bromo­phen­yl)-1-[2,2-di­bromo-1-(4-nitro­phen­yl)ethen­yl]diazene
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9260355/
https://www.ncbi.nlm.nih.gov/pubmed/35855357
http://dx.doi.org/10.1107/S205698902200620X
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