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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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Detalles Bibliográficos
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
Descripción
Sumario: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.