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Ethyl 3-[2-(p-tolylcarbamothioyl)hydrazinylidene]butanoate
The title compound, C(14)H(19)N(3)O(2)S, was obtained from a condensation reaction of N-(p-tolyl)hydrazinecarbothioamide and ethyl acetoacetate. The molecule assumes an E configuration; the thiosemicarbazide and ester groups are located on the opposite sides of the C=N bond. The almost planar th...
Autores principales: | , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2010
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3009117/ https://www.ncbi.nlm.nih.gov/pubmed/21589138 http://dx.doi.org/10.1107/S160053681004290X |
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author | Zhang, Yan-Ling Hou, Xu-Feng Zhang, Fu-Juan Yang, Feng-Ling |
author_facet | Zhang, Yan-Ling Hou, Xu-Feng Zhang, Fu-Juan Yang, Feng-Ling |
author_sort | Zhang, Yan-Ling |
collection | PubMed |
description | The title compound, C(14)H(19)N(3)O(2)S, was obtained from a condensation reaction of N-(p-tolyl)hydrazinecarbothioamide and ethyl acetoacetate. The molecule assumes an E configuration; the thiosemicarbazide and ester groups are located on the opposite sides of the C=N bond. The almost planar thiosemicarbazide unit (r.m.s. deviation = 0.0130 Å) is tilted at a dihedral angle of 49.54 (12)° with respect to the benzene ring. Intermolecular N—H⋯N and N—H⋯S hydrogen bonding stabilizes the crystal structure. The ethoxy group of the ester unit is disordered over two positions, with a site-occupancy ratio of 0.680 (10):0.320 (10). |
format | Text |
id | pubmed-3009117 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30091172010-12-30 Ethyl 3-[2-(p-tolylcarbamothioyl)hydrazinylidene]butanoate Zhang, Yan-Ling Hou, Xu-Feng Zhang, Fu-Juan Yang, Feng-Ling Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(14)H(19)N(3)O(2)S, was obtained from a condensation reaction of N-(p-tolyl)hydrazinecarbothioamide and ethyl acetoacetate. The molecule assumes an E configuration; the thiosemicarbazide and ester groups are located on the opposite sides of the C=N bond. The almost planar thiosemicarbazide unit (r.m.s. deviation = 0.0130 Å) is tilted at a dihedral angle of 49.54 (12)° with respect to the benzene ring. Intermolecular N—H⋯N and N—H⋯S hydrogen bonding stabilizes the crystal structure. The ethoxy group of the ester unit is disordered over two positions, with a site-occupancy ratio of 0.680 (10):0.320 (10). International Union of Crystallography 2010-10-30 /pmc/articles/PMC3009117/ /pubmed/21589138 http://dx.doi.org/10.1107/S160053681004290X Text en © Zhang et al. 2010 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 Zhang, Yan-Ling Hou, Xu-Feng Zhang, Fu-Juan Yang, Feng-Ling Ethyl 3-[2-(p-tolylcarbamothioyl)hydrazinylidene]butanoate |
title | Ethyl 3-[2-(p-tolylcarbamothioyl)hydrazinylidene]butanoate |
title_full | Ethyl 3-[2-(p-tolylcarbamothioyl)hydrazinylidene]butanoate |
title_fullStr | Ethyl 3-[2-(p-tolylcarbamothioyl)hydrazinylidene]butanoate |
title_full_unstemmed | Ethyl 3-[2-(p-tolylcarbamothioyl)hydrazinylidene]butanoate |
title_short | Ethyl 3-[2-(p-tolylcarbamothioyl)hydrazinylidene]butanoate |
title_sort | ethyl 3-[2-(p-tolylcarbamothioyl)hydrazinylidene]butanoate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3009117/ https://www.ncbi.nlm.nih.gov/pubmed/21589138 http://dx.doi.org/10.1107/S160053681004290X |
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