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Crystal structure and Hirshfeld surface analysis of rac-2-[2-(4-chlorophenyl)-3,4-dihydro-2H-1-benzopyran-4-ylidene]hydrazine-1-carbothioamide
In the title compound, C(16)H(14)N(3)OSCl, a Schiff base derivative of a thiosemicarbazide with a flavanone, the 4-chlorophenyl ring is inclined to the benzene ring of the chromane ring system by 30.72 (12)°. The pyran ring has an envelope conformation with the methine C atom as the flap. The mean...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6505591/ https://www.ncbi.nlm.nih.gov/pubmed/31110816 http://dx.doi.org/10.1107/S2056989019005073 |
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author | Zatsu, Ruokuosenuo Maddela, Prabhakar Indira Devi, M. Singh, Ranjit Pradeep, Chullikkattil P. |
author_facet | Zatsu, Ruokuosenuo Maddela, Prabhakar Indira Devi, M. Singh, Ranjit Pradeep, Chullikkattil P. |
author_sort | Zatsu, Ruokuosenuo |
collection | PubMed |
description | In the title compound, C(16)H(14)N(3)OSCl, a Schiff base derivative of a thiosemicarbazide with a flavanone, the 4-chlorophenyl ring is inclined to the benzene ring of the chromane ring system by 30.72 (12)°. The pyran ring has an envelope conformation with the methine C atom as the flap. The mean plane of the thiourea unit is twisted with respect to the benzene ring of the chromanone ring system, subtending a dihedral angle of 19.78 (19)°. In the crystal, molecules are linked by two pairs of N—H⋯S hydrogen bonds, forming inversion dimers enclosing R (2) (2)(8) ring motifs, which are linked to form ribbons propagating along the b-axis direction. The intermolecular contacts in the crystal have been analysed using Hirshfeld surface analysis. |
format | Online Article Text |
id | pubmed-6505591 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-65055912019-05-20 Crystal structure and Hirshfeld surface analysis of rac-2-[2-(4-chlorophenyl)-3,4-dihydro-2H-1-benzopyran-4-ylidene]hydrazine-1-carbothioamide Zatsu, Ruokuosenuo Maddela, Prabhakar Indira Devi, M. Singh, Ranjit Pradeep, Chullikkattil P. Acta Crystallogr E Crystallogr Commun Research Communications In the title compound, C(16)H(14)N(3)OSCl, a Schiff base derivative of a thiosemicarbazide with a flavanone, the 4-chlorophenyl ring is inclined to the benzene ring of the chromane ring system by 30.72 (12)°. The pyran ring has an envelope conformation with the methine C atom as the flap. The mean plane of the thiourea unit is twisted with respect to the benzene ring of the chromanone ring system, subtending a dihedral angle of 19.78 (19)°. In the crystal, molecules are linked by two pairs of N—H⋯S hydrogen bonds, forming inversion dimers enclosing R (2) (2)(8) ring motifs, which are linked to form ribbons propagating along the b-axis direction. The intermolecular contacts in the crystal have been analysed using Hirshfeld surface analysis. International Union of Crystallography 2019-04-25 /pmc/articles/PMC6505591/ /pubmed/31110816 http://dx.doi.org/10.1107/S2056989019005073 Text en © Zatsu et al. 2019 http://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.http://creativecommons.org/licenses/by/4.0/ |
spellingShingle | Research Communications Zatsu, Ruokuosenuo Maddela, Prabhakar Indira Devi, M. Singh, Ranjit Pradeep, Chullikkattil P. Crystal structure and Hirshfeld surface analysis of rac-2-[2-(4-chlorophenyl)-3,4-dihydro-2H-1-benzopyran-4-ylidene]hydrazine-1-carbothioamide |
title | Crystal structure and Hirshfeld surface analysis of rac-2-[2-(4-chlorophenyl)-3,4-dihydro-2H-1-benzopyran-4-ylidene]hydrazine-1-carbothioamide |
title_full | Crystal structure and Hirshfeld surface analysis of rac-2-[2-(4-chlorophenyl)-3,4-dihydro-2H-1-benzopyran-4-ylidene]hydrazine-1-carbothioamide |
title_fullStr | Crystal structure and Hirshfeld surface analysis of rac-2-[2-(4-chlorophenyl)-3,4-dihydro-2H-1-benzopyran-4-ylidene]hydrazine-1-carbothioamide |
title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of rac-2-[2-(4-chlorophenyl)-3,4-dihydro-2H-1-benzopyran-4-ylidene]hydrazine-1-carbothioamide |
title_short | Crystal structure and Hirshfeld surface analysis of rac-2-[2-(4-chlorophenyl)-3,4-dihydro-2H-1-benzopyran-4-ylidene]hydrazine-1-carbothioamide |
title_sort | crystal structure and hirshfeld surface analysis of rac-2-[2-(4-chlorophenyl)-3,4-dihydro-2h-1-benzopyran-4-ylidene]hydrazine-1-carbothioamide |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6505591/ https://www.ncbi.nlm.nih.gov/pubmed/31110816 http://dx.doi.org/10.1107/S2056989019005073 |
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