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A monoclinic polymorph of N-ethoxycarbonyl-N′-(3-phenyl-1H-1,2,4-triazol-5-yl)thiourea
The title compound, C(12)H(13)N(5)O(2)S {systematic name: ethyl N-[N-(3-phenyl-1H-1,2,4-triazol-5-yl)carbamothioyl]carbamate}, is a monoclinic polymorph (space group P2(1)/c) which crystallizes with three similar independent molecules in the asymmetric unit. The triazole ring makes dihedral angles...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2010
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007582/ https://www.ncbi.nlm.nih.gov/pubmed/21588305 http://dx.doi.org/10.1107/S1600536810026164 |
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author | Dolzhenko, Anton V. Tan, Geok Kheng Dolzhenko, Anna V. Koh, Lip Lin Chui, Wai Keung |
author_facet | Dolzhenko, Anton V. Tan, Geok Kheng Dolzhenko, Anna V. Koh, Lip Lin Chui, Wai Keung |
author_sort | Dolzhenko, Anton V. |
collection | PubMed |
description | The title compound, C(12)H(13)N(5)O(2)S {systematic name: ethyl N-[N-(3-phenyl-1H-1,2,4-triazol-5-yl)carbamothioyl]carbamate}, is a monoclinic polymorph (space group P2(1)/c) which crystallizes with three similar independent molecules in the asymmetric unit. The triazole ring makes dihedral angles of 6.6 (2), 8.4 (2) and 10.6 (2)° with the phenyl ring in the three independent molecules. The structure was previously reported [Dolzhenko et al. (2010a ▶). Acta Cryst., E46, o425] as a triclinic polymorph crystallizing in space group P [Image: see text]. Molecules in both polymorphs possess two S(6) rings generated by intramolecular N—H⋯S and N—H⋯O hydrogen bonds, resulting in similar molecular geometries. However, the two polymorphs differ in the crystal packing. In contrast to the dimers of the triclinic polymorph, molecules of the monoclinic polymorph are connected by intermolecular N—H⋯S and N—H⋯N hydrogen bonds, forming pseudosymmetric trimers arranged in sheets parallel to (302). |
format | Text |
id | pubmed-3007582 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30075822010-12-30 A monoclinic polymorph of N-ethoxycarbonyl-N′-(3-phenyl-1H-1,2,4-triazol-5-yl)thiourea Dolzhenko, Anton V. Tan, Geok Kheng Dolzhenko, Anna V. Koh, Lip Lin Chui, Wai Keung Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(12)H(13)N(5)O(2)S {systematic name: ethyl N-[N-(3-phenyl-1H-1,2,4-triazol-5-yl)carbamothioyl]carbamate}, is a monoclinic polymorph (space group P2(1)/c) which crystallizes with three similar independent molecules in the asymmetric unit. The triazole ring makes dihedral angles of 6.6 (2), 8.4 (2) and 10.6 (2)° with the phenyl ring in the three independent molecules. The structure was previously reported [Dolzhenko et al. (2010a ▶). Acta Cryst., E46, o425] as a triclinic polymorph crystallizing in space group P [Image: see text]. Molecules in both polymorphs possess two S(6) rings generated by intramolecular N—H⋯S and N—H⋯O hydrogen bonds, resulting in similar molecular geometries. However, the two polymorphs differ in the crystal packing. In contrast to the dimers of the triclinic polymorph, molecules of the monoclinic polymorph are connected by intermolecular N—H⋯S and N—H⋯N hydrogen bonds, forming pseudosymmetric trimers arranged in sheets parallel to (302). International Union of Crystallography 2010-07-10 /pmc/articles/PMC3007582/ /pubmed/21588305 http://dx.doi.org/10.1107/S1600536810026164 Text en © Dolzhenko 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 Dolzhenko, Anton V. Tan, Geok Kheng Dolzhenko, Anna V. Koh, Lip Lin Chui, Wai Keung A monoclinic polymorph of N-ethoxycarbonyl-N′-(3-phenyl-1H-1,2,4-triazol-5-yl)thiourea |
title | A monoclinic polymorph of N-ethoxycarbonyl-N′-(3-phenyl-1H-1,2,4-triazol-5-yl)thiourea |
title_full | A monoclinic polymorph of N-ethoxycarbonyl-N′-(3-phenyl-1H-1,2,4-triazol-5-yl)thiourea |
title_fullStr | A monoclinic polymorph of N-ethoxycarbonyl-N′-(3-phenyl-1H-1,2,4-triazol-5-yl)thiourea |
title_full_unstemmed | A monoclinic polymorph of N-ethoxycarbonyl-N′-(3-phenyl-1H-1,2,4-triazol-5-yl)thiourea |
title_short | A monoclinic polymorph of N-ethoxycarbonyl-N′-(3-phenyl-1H-1,2,4-triazol-5-yl)thiourea |
title_sort | monoclinic polymorph of n-ethoxycarbonyl-n′-(3-phenyl-1h-1,2,4-triazol-5-yl)thiourea |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007582/ https://www.ncbi.nlm.nih.gov/pubmed/21588305 http://dx.doi.org/10.1107/S1600536810026164 |
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