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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...

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Autores principales: Dolzhenko, Anton V., Tan, Geok Kheng, Dolzhenko, Anna V., Koh, Lip Lin, Chui, Wai Keung
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
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).
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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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