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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)°...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2022
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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. |
format | Online Article Text |
id | pubmed-9260355 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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