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N-Carbethoxy-N′-[3-(4-methylphenyl)-1H-1,2,4-triazol-5-yl]thiourea

The title compound, [systematic name: ethyl ({[3-(4-methylphenyl)-1H-1,2,4-triazol-5-yl]amino}carbonothioyl)carbamate], C(13)H(16)N(5)O(2)S, exists in the 3-aryl-5-thio­ureido-1H-1,2,4-triazole tautomeric form. The mol­ecular structure is stabilized by intra­molecular hydrogen bonding (N—H⋯S=C betwe...

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Autores principales: Dolzhenko, Anton V., Tan, Geok Kheng, Koh, Lip Lin, Dolzhenko, Anna V., 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/PMC2983713/
https://www.ncbi.nlm.nih.gov/pubmed/21580320
http://dx.doi.org/10.1107/S1600536810004289
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author Dolzhenko, Anton V.
Tan, Geok Kheng
Koh, Lip Lin
Dolzhenko, Anna V.
Chui, Wai Keung
author_facet Dolzhenko, Anton V.
Tan, Geok Kheng
Koh, Lip Lin
Dolzhenko, Anna V.
Chui, Wai Keung
author_sort Dolzhenko, Anton V.
collection PubMed
description The title compound, [systematic name: ethyl ({[3-(4-methylphenyl)-1H-1,2,4-triazol-5-yl]amino}carbonothioyl)carbamate], C(13)H(16)N(5)O(2)S, exists in the 3-aryl-5-thio­ureido-1H-1,2,4-triazole tautomeric form. The mol­ecular structure is stabilized by intra­molecular hydrogen bonding (N—H⋯S=C between the endocyclic N-bound H atom and the thio­ureido S atom, and N—H⋯O=C within the ethoxy­carbonyl­thio­urea unit), both arranged in an S(6) graph-set motif. The mean planes of the phenyl and 1,2,4-triazole rings make a dihedral angle of 6.59 (10)°. In the crystal structure, the mol­ecules form two types of centrosymmetric dimers connected by inter­molecular hydrogen bonds; in the first, the N—NH triazole sides of two mol­ecules are connected [R (2) (2)(6) graph-set motif] and the second is an N—H⋯S=C inter­action between the imide H atoms and the thio­carbonyl S atoms [R (2) (2)(8) graph-set motif]. Together, they form a network parallel to the (111) plane.
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spelling pubmed-29837132010-12-30 N-Carbethoxy-N′-[3-(4-methylphenyl)-1H-1,2,4-triazol-5-yl]thiourea Dolzhenko, Anton V. Tan, Geok Kheng Koh, Lip Lin Dolzhenko, Anna V. Chui, Wai Keung Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, [systematic name: ethyl ({[3-(4-methylphenyl)-1H-1,2,4-triazol-5-yl]amino}carbonothioyl)carbamate], C(13)H(16)N(5)O(2)S, exists in the 3-aryl-5-thio­ureido-1H-1,2,4-triazole tautomeric form. The mol­ecular structure is stabilized by intra­molecular hydrogen bonding (N—H⋯S=C between the endocyclic N-bound H atom and the thio­ureido S atom, and N—H⋯O=C within the ethoxy­carbonyl­thio­urea unit), both arranged in an S(6) graph-set motif. The mean planes of the phenyl and 1,2,4-triazole rings make a dihedral angle of 6.59 (10)°. In the crystal structure, the mol­ecules form two types of centrosymmetric dimers connected by inter­molecular hydrogen bonds; in the first, the N—NH triazole sides of two mol­ecules are connected [R (2) (2)(6) graph-set motif] and the second is an N—H⋯S=C inter­action between the imide H atoms and the thio­carbonyl S atoms [R (2) (2)(8) graph-set motif]. Together, they form a network parallel to the (111) plane. International Union of Crystallography 2010-02-06 /pmc/articles/PMC2983713/ /pubmed/21580320 http://dx.doi.org/10.1107/S1600536810004289 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
Koh, Lip Lin
Dolzhenko, Anna V.
Chui, Wai Keung
N-Carbethoxy-N′-[3-(4-methylphenyl)-1H-1,2,4-triazol-5-yl]thiourea
title N-Carbethoxy-N′-[3-(4-methylphenyl)-1H-1,2,4-triazol-5-yl]thiourea
title_full N-Carbethoxy-N′-[3-(4-methylphenyl)-1H-1,2,4-triazol-5-yl]thiourea
title_fullStr N-Carbethoxy-N′-[3-(4-methylphenyl)-1H-1,2,4-triazol-5-yl]thiourea
title_full_unstemmed N-Carbethoxy-N′-[3-(4-methylphenyl)-1H-1,2,4-triazol-5-yl]thiourea
title_short N-Carbethoxy-N′-[3-(4-methylphenyl)-1H-1,2,4-triazol-5-yl]thiourea
title_sort n-carbethoxy-n′-[3-(4-methylphenyl)-1h-1,2,4-triazol-5-yl]thiourea
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983713/
https://www.ncbi.nlm.nih.gov/pubmed/21580320
http://dx.doi.org/10.1107/S1600536810004289
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