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Crystal structure of 1-(4-methyl­phen­yl)-3-(propan-2-yl­idene­amino)­thio­urea

In the title thio­semicarbazone, C(11)H(15)N(3)S, the p-tolyl-N—H and imino-N—H groups are anti and syn, respectively, to the central thione-S atom. This allows for the formation of an intra­molecular p-tolyl-N—H⋯N(imino) hydrogen bond. The mol­ecule is twisted with the dihedral angle between the p-...

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Detalles Bibliográficos
Autores principales: Jotani, Mukesh M., Yeo, Chien Ing, Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4647415/
https://www.ncbi.nlm.nih.gov/pubmed/26594415
http://dx.doi.org/10.1107/S2056989015017624
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author Jotani, Mukesh M.
Yeo, Chien Ing
Tiekink, Edward R. T.
author_facet Jotani, Mukesh M.
Yeo, Chien Ing
Tiekink, Edward R. T.
author_sort Jotani, Mukesh M.
collection PubMed
description In the title thio­semicarbazone, C(11)H(15)N(3)S, the p-tolyl-N—H and imino-N—H groups are anti and syn, respectively, to the central thione-S atom. This allows for the formation of an intra­molecular p-tolyl-N—H⋯N(imino) hydrogen bond. The mol­ecule is twisted with the dihedral angle between the p-tolyl ring and the non-hydrogen atoms of the N=CMe(2) residue being 29.27 (8)°. The crystal packing features supra­molecular layers lying in the bc plane whereby centrosymmetric aggregates sustained by eight-membered thio­amide {⋯HNCS}(2) synthons are linked by further N—H⋯S hydrogen bonds. Layers are connected via methyl-C—H⋯π inter­actions. The supra­molecular aggregation was further investigated by an analysis of the Hirshfeld surface and comparison made to related structures.
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spelling pubmed-46474152015-11-20 Crystal structure of 1-(4-methyl­phen­yl)-3-(propan-2-yl­idene­amino)­thio­urea Jotani, Mukesh M. Yeo, Chien Ing Tiekink, Edward R. T. Acta Crystallogr E Crystallogr Commun Research Communications In the title thio­semicarbazone, C(11)H(15)N(3)S, the p-tolyl-N—H and imino-N—H groups are anti and syn, respectively, to the central thione-S atom. This allows for the formation of an intra­molecular p-tolyl-N—H⋯N(imino) hydrogen bond. The mol­ecule is twisted with the dihedral angle between the p-tolyl ring and the non-hydrogen atoms of the N=CMe(2) residue being 29.27 (8)°. The crystal packing features supra­molecular layers lying in the bc plane whereby centrosymmetric aggregates sustained by eight-membered thio­amide {⋯HNCS}(2) synthons are linked by further N—H⋯S hydrogen bonds. Layers are connected via methyl-C—H⋯π inter­actions. The supra­molecular aggregation was further investigated by an analysis of the Hirshfeld surface and comparison made to related structures. International Union of Crystallography 2015-09-26 /pmc/articles/PMC4647415/ /pubmed/26594415 http://dx.doi.org/10.1107/S2056989015017624 Text en © Jotani et al. 2015 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 Research Communications
Jotani, Mukesh M.
Yeo, Chien Ing
Tiekink, Edward R. T.
Crystal structure of 1-(4-methyl­phen­yl)-3-(propan-2-yl­idene­amino)­thio­urea
title Crystal structure of 1-(4-methyl­phen­yl)-3-(propan-2-yl­idene­amino)­thio­urea
title_full Crystal structure of 1-(4-methyl­phen­yl)-3-(propan-2-yl­idene­amino)­thio­urea
title_fullStr Crystal structure of 1-(4-methyl­phen­yl)-3-(propan-2-yl­idene­amino)­thio­urea
title_full_unstemmed Crystal structure of 1-(4-methyl­phen­yl)-3-(propan-2-yl­idene­amino)­thio­urea
title_short Crystal structure of 1-(4-methyl­phen­yl)-3-(propan-2-yl­idene­amino)­thio­urea
title_sort crystal structure of 1-(4-methyl­phen­yl)-3-(propan-2-yl­idene­amino)­thio­urea
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4647415/
https://www.ncbi.nlm.nih.gov/pubmed/26594415
http://dx.doi.org/10.1107/S2056989015017624
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