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Redetermination of 1-cyclo­hexyl-3-(2-furo­yl)thio­urea

The title compound, C(12)H(16)N(2)O(2)S, was synthesized from furoyl isothio­cyanate and cyclo­hexyl­amine in dry acetone, and the crystal structure redetermined. The thio­urea group is in the thio­amide form. The structure [Otazo-Sánchez et al. (2001 ▶). J. Chem. Soc. Perkin Trans. 2, pp. 2211–2218...

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Detalles Bibliográficos
Autores principales: Duque, J., Estévez, O., Jancik, V., Yee-Madeira, H.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979067/
https://www.ncbi.nlm.nih.gov/pubmed/21579158
http://dx.doi.org/10.1107/S1600536810013693
Descripción
Sumario:The title compound, C(12)H(16)N(2)O(2)S, was synthesized from furoyl isothio­cyanate and cyclo­hexyl­amine in dry acetone, and the crystal structure redetermined. The thio­urea group is in the thio­amide form. The structure [Otazo-Sánchez et al. (2001 ▶). J. Chem. Soc. Perkin Trans. 2, pp. 2211–2218] has been redetermined in order to establish the intra- and inter­molecular inter­actions. The trans–cis geometry of the thio­urea group is stabilized by intra­molecular hydrogen bonding between the carbonyl and cis-thio­amide groups, resulting in a pseudo-S(6) planar ring which makes a dihedral angle of 3.24 (6)° with the 2-furoyl group and a torsion angle of −84.3 (2)° with the cyclo­hexyl group. There is also an intra­molecular hydrogen bond between the furan O atom and the other thio­amide H atom. In the crystal structure, mol­ecules are linked by inter­molecular N—H⋯O hydrogen bonds, forming chains along [010].