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(Z)-N,N-Dimethyl-2-[phenyl(pyridin-2-yl)methylidene]hydrazinecarbothioamide
The title compound, C(15)H(16)N(4)S, exists in the Z conformation with the thionyl S atom lying cis to the azomethine N atom. The shortening of the N—N distance [1.3697 (17) Å] is due to extensive delocalization with the pyridine ring. The hydrazine–carbothioamide unit is almost planar, with a maxi...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3238862/ https://www.ncbi.nlm.nih.gov/pubmed/22199715 http://dx.doi.org/10.1107/S1600536811045739 |
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author | Jayakumar, K. Sithambaresan, M. Prathapachandra Kurup, M. R. |
author_facet | Jayakumar, K. Sithambaresan, M. Prathapachandra Kurup, M. R. |
author_sort | Jayakumar, K. |
collection | PubMed |
description | The title compound, C(15)H(16)N(4)S, exists in the Z conformation with the thionyl S atom lying cis to the azomethine N atom. The shortening of the N—N distance [1.3697 (17) Å] is due to extensive delocalization with the pyridine ring. The hydrazine–carbothioamide unit is almost planar, with a maximum deviation of 0.013 (2) Å for the amide N atom. The stability of this conformation is favoured by the formation of an intramolecular N—H⋯N hydrogen bond. The packing of the molecules involves no classical intermolecular hydrogen-bonding interactions; however, a C—H⋯π interaction occurs. |
format | Online Article Text |
id | pubmed-3238862 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32388622011-12-23 (Z)-N,N-Dimethyl-2-[phenyl(pyridin-2-yl)methylidene]hydrazinecarbothioamide Jayakumar, K. Sithambaresan, M. Prathapachandra Kurup, M. R. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(15)H(16)N(4)S, exists in the Z conformation with the thionyl S atom lying cis to the azomethine N atom. The shortening of the N—N distance [1.3697 (17) Å] is due to extensive delocalization with the pyridine ring. The hydrazine–carbothioamide unit is almost planar, with a maximum deviation of 0.013 (2) Å for the amide N atom. The stability of this conformation is favoured by the formation of an intramolecular N—H⋯N hydrogen bond. The packing of the molecules involves no classical intermolecular hydrogen-bonding interactions; however, a C—H⋯π interaction occurs. International Union of Crystallography 2011-11-05 /pmc/articles/PMC3238862/ /pubmed/22199715 http://dx.doi.org/10.1107/S1600536811045739 Text en © Jayakumar et al. 2011 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Organic Papers Jayakumar, K. Sithambaresan, M. Prathapachandra Kurup, M. R. (Z)-N,N-Dimethyl-2-[phenyl(pyridin-2-yl)methylidene]hydrazinecarbothioamide |
title | (Z)-N,N-Dimethyl-2-[phenyl(pyridin-2-yl)methylidene]hydrazinecarbothioamide |
title_full | (Z)-N,N-Dimethyl-2-[phenyl(pyridin-2-yl)methylidene]hydrazinecarbothioamide |
title_fullStr | (Z)-N,N-Dimethyl-2-[phenyl(pyridin-2-yl)methylidene]hydrazinecarbothioamide |
title_full_unstemmed | (Z)-N,N-Dimethyl-2-[phenyl(pyridin-2-yl)methylidene]hydrazinecarbothioamide |
title_short | (Z)-N,N-Dimethyl-2-[phenyl(pyridin-2-yl)methylidene]hydrazinecarbothioamide |
title_sort | (z)-n,n-dimethyl-2-[phenyl(pyridin-2-yl)methylidene]hydrazinecarbothioamide |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3238862/ https://www.ncbi.nlm.nih.gov/pubmed/22199715 http://dx.doi.org/10.1107/S1600536811045739 |
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