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Crystal structure and Hirshfeld surface analysis of 3-[2-(3,5-di­methyl­phen­yl)hydrazinyl­idene]benzo­furan-2(3H)-one

In the title compound, C(16)H(14)N(2)O(2), the 2,3-di­hydro-1-benzo­furan ring system is essentially planar and makes a dihedral angle of 3.69 (7)° with the di­methyl­phenyl ring. The mol­ecular conformation is stabilized by an intra­molecular N—H⋯O hydrogen bond with an S(6) ring motif. In the crys...

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Autores principales: Atioğlu, Zeliha, Akkurt, Mehmet, Shikhaliyev, Namiq Q., Askerova, Ulviyya F., Mukhtarova, Sevinc H., Askerov, Rizvan K., Bhattarai, Ajaya
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8647749/
https://www.ncbi.nlm.nih.gov/pubmed/34925898
http://dx.doi.org/10.1107/S2056989021011749
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author Atioğlu, Zeliha
Akkurt, Mehmet
Shikhaliyev, Namiq Q.
Askerova, Ulviyya F.
Mukhtarova, Sevinc H.
Askerov, Rizvan K.
Bhattarai, Ajaya
author_facet Atioğlu, Zeliha
Akkurt, Mehmet
Shikhaliyev, Namiq Q.
Askerova, Ulviyya F.
Mukhtarova, Sevinc H.
Askerov, Rizvan K.
Bhattarai, Ajaya
author_sort Atioğlu, Zeliha
collection PubMed
description In the title compound, C(16)H(14)N(2)O(2), the 2,3-di­hydro-1-benzo­furan ring system is essentially planar and makes a dihedral angle of 3.69 (7)° with the di­methyl­phenyl ring. The mol­ecular conformation is stabilized by an intra­molecular N—H⋯O hydrogen bond with an S(6) ring motif. In the crystal, mol­ecules are connected by C—H⋯π and π–π stacking inter­actions, forming a layer lying parallel to the (11 [Image: see text] ) plane. One methyl group is disordered over two orientations, with occupancies of 0.67 (4) and 0.33 (4). Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H⋯H (51.2%), O⋯H/H⋯O (17.9%), C⋯H/H⋯C (15.2%) and C⋯C (8.1%) contacts.
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spelling pubmed-86477492021-12-16 Crystal structure and Hirshfeld surface analysis of 3-[2-(3,5-di­methyl­phen­yl)hydrazinyl­idene]benzo­furan-2(3H)-one Atioğlu, Zeliha Akkurt, Mehmet Shikhaliyev, Namiq Q. Askerova, Ulviyya F. Mukhtarova, Sevinc H. Askerov, Rizvan K. Bhattarai, Ajaya Acta Crystallogr E Crystallogr Commun Research Communications In the title compound, C(16)H(14)N(2)O(2), the 2,3-di­hydro-1-benzo­furan ring system is essentially planar and makes a dihedral angle of 3.69 (7)° with the di­methyl­phenyl ring. The mol­ecular conformation is stabilized by an intra­molecular N—H⋯O hydrogen bond with an S(6) ring motif. In the crystal, mol­ecules are connected by C—H⋯π and π–π stacking inter­actions, forming a layer lying parallel to the (11 [Image: see text] ) plane. One methyl group is disordered over two orientations, with occupancies of 0.67 (4) and 0.33 (4). Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H⋯H (51.2%), O⋯H/H⋯O (17.9%), C⋯H/H⋯C (15.2%) and C⋯C (8.1%) contacts. International Union of Crystallography 2021-11-12 /pmc/articles/PMC8647749/ /pubmed/34925898 http://dx.doi.org/10.1107/S2056989021011749 Text en © Atioğlu 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
Atioğlu, Zeliha
Akkurt, Mehmet
Shikhaliyev, Namiq Q.
Askerova, Ulviyya F.
Mukhtarova, Sevinc H.
Askerov, Rizvan K.
Bhattarai, Ajaya
Crystal structure and Hirshfeld surface analysis of 3-[2-(3,5-di­methyl­phen­yl)hydrazinyl­idene]benzo­furan-2(3H)-one
title Crystal structure and Hirshfeld surface analysis of 3-[2-(3,5-di­methyl­phen­yl)hydrazinyl­idene]benzo­furan-2(3H)-one
title_full Crystal structure and Hirshfeld surface analysis of 3-[2-(3,5-di­methyl­phen­yl)hydrazinyl­idene]benzo­furan-2(3H)-one
title_fullStr Crystal structure and Hirshfeld surface analysis of 3-[2-(3,5-di­methyl­phen­yl)hydrazinyl­idene]benzo­furan-2(3H)-one
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of 3-[2-(3,5-di­methyl­phen­yl)hydrazinyl­idene]benzo­furan-2(3H)-one
title_short Crystal structure and Hirshfeld surface analysis of 3-[2-(3,5-di­methyl­phen­yl)hydrazinyl­idene]benzo­furan-2(3H)-one
title_sort crystal structure and hirshfeld surface analysis of 3-[2-(3,5-di­methyl­phen­yl)hydrazinyl­idene]benzo­furan-2(3h)-one
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8647749/
https://www.ncbi.nlm.nih.gov/pubmed/34925898
http://dx.doi.org/10.1107/S2056989021011749
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