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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-...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2015
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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. |
format | Online Article Text |
id | pubmed-4647415 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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