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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...
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/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. |
format | Online Article Text |
id | pubmed-8647749 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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