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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...
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/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. |
format | Online Article Text |
id | pubmed-9069519 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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