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1-Benzothiophene-2-carbaldehyde 4-ethylthiosemicarbazone
The title compound, C(13)H(15)N(3)S(2), crystallizes with two unique molecules, A and B, in the asymmetric unit. These differ principally in that the methyl group of the 4-ethylthiosemicarbazone moiety is ordered in molecule A but disordered over two positions with equal occupancies in molecule...
Autores principales: | , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2008
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968090/ https://www.ncbi.nlm.nih.gov/pubmed/21581636 http://dx.doi.org/10.1107/S1600536808042797 |
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author | Kayed, Safa’a Fares Farina, Yang Simpson, Jim |
author_facet | Kayed, Safa’a Fares Farina, Yang Simpson, Jim |
author_sort | Kayed, Safa’a Fares |
collection | PubMed |
description | The title compound, C(13)H(15)N(3)S(2), crystallizes with two unique molecules, A and B, in the asymmetric unit. These differ principally in that the methyl group of the 4-ethylthiosemicarbazone moiety is ordered in molecule A but disordered over two positions with equal occupancies in molecule B. The benzothiophene group and the semicarbazone unit are inclined at dihedral angles of 11.78 (8)° for molecule A and 8.18 (13)° for molecule B. Weak intramolecular N—H⋯N interactions contribute to the planarity of the semicarbazone units in both molecules and each molecule adopts an E configuration with respect to the C=N bonds. In the crystal structure, molecules form centrosymmetric dimers as a result of N—H⋯S hydrogen bonds, augmented by C—H⋯S interactions for molecule A and C—H⋯S interactions for molecule B. Weak C—H⋯π interactions stack the dimers of both molecules into columns down the a axis. |
format | Text |
id | pubmed-2968090 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2008 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29680902010-12-30 1-Benzothiophene-2-carbaldehyde 4-ethylthiosemicarbazone Kayed, Safa’a Fares Farina, Yang Simpson, Jim Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(13)H(15)N(3)S(2), crystallizes with two unique molecules, A and B, in the asymmetric unit. These differ principally in that the methyl group of the 4-ethylthiosemicarbazone moiety is ordered in molecule A but disordered over two positions with equal occupancies in molecule B. The benzothiophene group and the semicarbazone unit are inclined at dihedral angles of 11.78 (8)° for molecule A and 8.18 (13)° for molecule B. Weak intramolecular N—H⋯N interactions contribute to the planarity of the semicarbazone units in both molecules and each molecule adopts an E configuration with respect to the C=N bonds. In the crystal structure, molecules form centrosymmetric dimers as a result of N—H⋯S hydrogen bonds, augmented by C—H⋯S interactions for molecule A and C—H⋯S interactions for molecule B. Weak C—H⋯π interactions stack the dimers of both molecules into columns down the a axis. International Union of Crystallography 2008-12-20 /pmc/articles/PMC2968090/ /pubmed/21581636 http://dx.doi.org/10.1107/S1600536808042797 Text en © Kayed et al. 2009 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 Kayed, Safa’a Fares Farina, Yang Simpson, Jim 1-Benzothiophene-2-carbaldehyde 4-ethylthiosemicarbazone |
title | 1-Benzothiophene-2-carbaldehyde 4-ethylthiosemicarbazone |
title_full | 1-Benzothiophene-2-carbaldehyde 4-ethylthiosemicarbazone |
title_fullStr | 1-Benzothiophene-2-carbaldehyde 4-ethylthiosemicarbazone |
title_full_unstemmed | 1-Benzothiophene-2-carbaldehyde 4-ethylthiosemicarbazone |
title_short | 1-Benzothiophene-2-carbaldehyde 4-ethylthiosemicarbazone |
title_sort | 1-benzothiophene-2-carbaldehyde 4-ethylthiosemicarbazone |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968090/ https://www.ncbi.nlm.nih.gov/pubmed/21581636 http://dx.doi.org/10.1107/S1600536808042797 |
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