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

The title compound, C₁₂H₁₆N₂O ₂S, was synthesized from furoyl isothio-cyanate and cyclohexyl-amine in dry acetone, and the crystal structure redetermined. The thiourea group is in the thio-amide 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-thio-amide 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 thio-amide H atom. In the crystal structure, molecules are linked by intermolecular N - H⋯O hydrogen bonds, forming chains along [010].