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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...

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Detalles Bibliográficos
Autores principales: Kayed, Safa’a Fares, Farina, Yang, Simpson, Jim
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
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.
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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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