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Structural study and Hirshfeld surface analysis of (Z)-4-(2-methoxybenzylidene)-3-phenylisoxazol-5(4H)-one
The title compound, C(17)H(13)NO(3), adopts a Z configuration about the C=C bond. The isoxazole and methoxybenzylidene rings are almost coplanar with a dihedral angle of 9.63 (7)° between them. In contrast, the phenyl substituent is twisted significantly out of the plane of the oxazole ring, with...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8100271/ https://www.ncbi.nlm.nih.gov/pubmed/34026266 http://dx.doi.org/10.1107/S2056989021004308 |
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author | Benouatas, Assia Laroum, Rima Hamdouni, Noudjoud Zemamouche, Wissame Debache, Abdelmadjid Boudjada, Ali |
author_facet | Benouatas, Assia Laroum, Rima Hamdouni, Noudjoud Zemamouche, Wissame Debache, Abdelmadjid Boudjada, Ali |
author_sort | Benouatas, Assia |
collection | PubMed |
description | The title compound, C(17)H(13)NO(3), adopts a Z configuration about the C=C bond. The isoxazole and methoxybenzylidene rings are almost coplanar with a dihedral angle of 9.63 (7)° between them. In contrast, the phenyl substituent is twisted significantly out of the plane of the oxazole ring, with the two rings inclined to each other by 46.22 (4)°. The crystal structure features C—H⋯O, C—H⋯N and C—H⋯π hydrogen bonds and π–π contacts. An analysis of the Hirshfeld surfaces points to the importance of H⋯H, H⋯C/C⋯H and H⋯O/O⋯H contacts. The included surface areas of the title compound were compared to those of the isomeric structure (Z)-4-(4-methoxybenzylidene)-3-phenylisoxazol-5(4H)-one [Zhang et al. (2015 ▸). CrystEngComm, 17, 7316–7322]. |
format | Online Article Text |
id | pubmed-8100271 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-81002712021-05-21 Structural study and Hirshfeld surface analysis of (Z)-4-(2-methoxybenzylidene)-3-phenylisoxazol-5(4H)-one Benouatas, Assia Laroum, Rima Hamdouni, Noudjoud Zemamouche, Wissame Debache, Abdelmadjid Boudjada, Ali Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(17)H(13)NO(3), adopts a Z configuration about the C=C bond. The isoxazole and methoxybenzylidene rings are almost coplanar with a dihedral angle of 9.63 (7)° between them. In contrast, the phenyl substituent is twisted significantly out of the plane of the oxazole ring, with the two rings inclined to each other by 46.22 (4)°. The crystal structure features C—H⋯O, C—H⋯N and C—H⋯π hydrogen bonds and π–π contacts. An analysis of the Hirshfeld surfaces points to the importance of H⋯H, H⋯C/C⋯H and H⋯O/O⋯H contacts. The included surface areas of the title compound were compared to those of the isomeric structure (Z)-4-(4-methoxybenzylidene)-3-phenylisoxazol-5(4H)-one [Zhang et al. (2015 ▸). CrystEngComm, 17, 7316–7322]. International Union of Crystallography 2021-04-27 /pmc/articles/PMC8100271/ /pubmed/34026266 http://dx.doi.org/10.1107/S2056989021004308 Text en © Benouatas et al. 2021 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 Benouatas, Assia Laroum, Rima Hamdouni, Noudjoud Zemamouche, Wissame Debache, Abdelmadjid Boudjada, Ali Structural study and Hirshfeld surface analysis of (Z)-4-(2-methoxybenzylidene)-3-phenylisoxazol-5(4H)-one |
title | Structural study and Hirshfeld surface analysis of (Z)-4-(2-methoxybenzylidene)-3-phenylisoxazol-5(4H)-one |
title_full | Structural study and Hirshfeld surface analysis of (Z)-4-(2-methoxybenzylidene)-3-phenylisoxazol-5(4H)-one |
title_fullStr | Structural study and Hirshfeld surface analysis of (Z)-4-(2-methoxybenzylidene)-3-phenylisoxazol-5(4H)-one |
title_full_unstemmed | Structural study and Hirshfeld surface analysis of (Z)-4-(2-methoxybenzylidene)-3-phenylisoxazol-5(4H)-one |
title_short | Structural study and Hirshfeld surface analysis of (Z)-4-(2-methoxybenzylidene)-3-phenylisoxazol-5(4H)-one |
title_sort | structural study and hirshfeld surface analysis of (z)-4-(2-methoxybenzylidene)-3-phenylisoxazol-5(4h)-one |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8100271/ https://www.ncbi.nlm.nih.gov/pubmed/34026266 http://dx.doi.org/10.1107/S2056989021004308 |
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