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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...
Autores principales: | , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2010
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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 |
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]. |
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