Title of article :
Crystal structure of (E)-N-cyclohexyl-2-(2-hydroxy-3-methylbenzylidene)hydrazine-1-carbothioamide
Author/Authors :
Arafath, Md. Azharul Department of Chemistry - Shahjalal University of Science and Technology, Bangladesh , Kwong, Huey Chong School of Chemical Sciences - Universiti Sains Malaysia, Malaysia , Adam, Farook School of Chemical Sciences - Universiti Sains Malaysia, Malaysia
Abstract :
The asymmetric unit of the title compound, C15H21N3OS, comprises of two crystallographically independent molecules (A and B). Each molecule consists of a cyclohexane ring and a 2-hydroxy-3-methylbenzylidene ring bridged by a hydrazinecarbothioamine unit. Both molecules exhibit an E configuration with respect to the azomethine C=N bond. There is an intramolecular O—H⋯N hydrogen bond in each molecule forming an S(6) ring motif. The cyclohexane ring in each molecule has a chair conformation. The benzene ring is inclined to the mean plane of the cyclohexane ring by 47.75 (9)° in molecule A and 66.99 (9)° in molecule B. The mean plane of the cyclohexane ring is inclined to the mean plane of the thiourea moiety [N—C(=S)—N] by 55.69 (9) and 58.50 (8)° in molecules A and B, respectively. In the crystal, the A and B molecules are linked by N—H⋯S hydrogen bonds, forming `dimers'. The A molecules are further linked by a C—H⋯π interaction, hence linking the A–B units to form ribbons propagating along the b-axis direction. The conformation of a number of related cyclohexanehydrazinecarbothioamides are compared to that of the title compound.
Keywords :
crystal structure , hydrazinecarbothioamide , Schiff base , intermolecular interactions
Journal title :
Acta Crystallographica Section E: Crystallographic Communications