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Crystal structure and Hirshfeld surface analysis of a new polymorph of (E)-2-(4-bromo­phen­yl)-1-[2,2-di­bromo-1-(3-nitro­phen­yl)ethen­yl]diazene

A new polymorph of the title compound, C(14)H(8)Br(3)N(3)O(2), (form-2) was obtained in the same manner as the previously reported form-1 [Akkurt et al. (2022 ▸). Acta Cryst. E78, 732–736]. The structure of the new polymorph is stabilized by a C—H⋯O hydrogen bond that links mol­ecules into chains. T...

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Autores principales: Atioğlu, Zeliha, Akkurt, Mehmet, Shikhaliyev, Namiq Q., Mammadova, Naila A., Babayeva, Gülnara 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/PMC9361372/
https://www.ncbi.nlm.nih.gov/pubmed/35974833
http://dx.doi.org/10.1107/S2056989022007113
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author Atioğlu, Zeliha
Akkurt, Mehmet
Shikhaliyev, Namiq Q.
Mammadova, Naila A.
Babayeva, Gülnara V.
Khrustalev, Victor N.
Bhattarai, Ajaya
author_facet Atioğlu, Zeliha
Akkurt, Mehmet
Shikhaliyev, Namiq Q.
Mammadova, Naila A.
Babayeva, Gülnara V.
Khrustalev, Victor N.
Bhattarai, Ajaya
author_sort Atioğlu, Zeliha
collection PubMed
description A new polymorph of the title compound, C(14)H(8)Br(3)N(3)O(2), (form-2) was obtained in the same manner as the previously reported form-1 [Akkurt et al. (2022 ▸). Acta Cryst. E78, 732–736]. The structure of the new polymorph is stabilized by a C—H⋯O hydrogen bond that links mol­ecules into chains. These chains are linked by face-to-face π–π stacking inter­actions, resulting in a layered structure. Short inter-mol­ecular Br⋯O contacts and van der Waals inter­actions between the layers aid in the cohesion of the crystal packing. In the previously reported form-1, C—H⋯Br inter­actions connect mol­ecules into zigzag chains, which are linked by C—Br⋯π inter­actions into layers, whereas the van der Waals inter­actions between the layers stabilize the crystal packing of form-2. Hirshfeld mol­ecular surface analysis was used to compare the inter­molecular inter­actions of the polymorphs.
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spelling pubmed-93613722022-08-15 Crystal structure and Hirshfeld surface analysis of a new polymorph of (E)-2-(4-bromo­phen­yl)-1-[2,2-di­bromo-1-(3-nitro­phen­yl)ethen­yl]diazene Atioğlu, Zeliha Akkurt, Mehmet Shikhaliyev, Namiq Q. Mammadova, Naila A. Babayeva, Gülnara V. Khrustalev, Victor N. Bhattarai, Ajaya Acta Crystallogr E Crystallogr Commun Research Communications A new polymorph of the title compound, C(14)H(8)Br(3)N(3)O(2), (form-2) was obtained in the same manner as the previously reported form-1 [Akkurt et al. (2022 ▸). Acta Cryst. E78, 732–736]. The structure of the new polymorph is stabilized by a C—H⋯O hydrogen bond that links mol­ecules into chains. These chains are linked by face-to-face π–π stacking inter­actions, resulting in a layered structure. Short inter-mol­ecular Br⋯O contacts and van der Waals inter­actions between the layers aid in the cohesion of the crystal packing. In the previously reported form-1, C—H⋯Br inter­actions connect mol­ecules into zigzag chains, which are linked by C—Br⋯π inter­actions into layers, whereas the van der Waals inter­actions between the layers stabilize the crystal packing of form-2. Hirshfeld mol­ecular surface analysis was used to compare the inter­molecular inter­actions of the polymorphs. International Union of Crystallography 2022-07-14 /pmc/articles/PMC9361372/ /pubmed/35974833 http://dx.doi.org/10.1107/S2056989022007113 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, Gülnara V.
Khrustalev, Victor N.
Bhattarai, Ajaya
Crystal structure and Hirshfeld surface analysis of a new polymorph of (E)-2-(4-bromo­phen­yl)-1-[2,2-di­bromo-1-(3-nitro­phen­yl)ethen­yl]diazene
title Crystal structure and Hirshfeld surface analysis of a new polymorph of (E)-2-(4-bromo­phen­yl)-1-[2,2-di­bromo-1-(3-nitro­phen­yl)ethen­yl]diazene
title_full Crystal structure and Hirshfeld surface analysis of a new polymorph of (E)-2-(4-bromo­phen­yl)-1-[2,2-di­bromo-1-(3-nitro­phen­yl)ethen­yl]diazene
title_fullStr Crystal structure and Hirshfeld surface analysis of a new polymorph of (E)-2-(4-bromo­phen­yl)-1-[2,2-di­bromo-1-(3-nitro­phen­yl)ethen­yl]diazene
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of a new polymorph of (E)-2-(4-bromo­phen­yl)-1-[2,2-di­bromo-1-(3-nitro­phen­yl)ethen­yl]diazene
title_short Crystal structure and Hirshfeld surface analysis of a new polymorph of (E)-2-(4-bromo­phen­yl)-1-[2,2-di­bromo-1-(3-nitro­phen­yl)ethen­yl]diazene
title_sort crystal structure and hirshfeld surface analysis of a new polymorph of (e)-2-(4-bromo­phen­yl)-1-[2,2-di­bromo-1-(3-nitro­phen­yl)ethen­yl]diazene
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9361372/
https://www.ncbi.nlm.nih.gov/pubmed/35974833
http://dx.doi.org/10.1107/S2056989022007113
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