3-(2-Hydroxyethyl)-3-methyl-1-(4-methylbenzoyl)thiourea

Abstract

The title thiourea derivative, C 12 H 16 N 2 O 2 S, has a twisted conformation with the dihedral angle between the NC( S)N and O CC 6 planes being 35.45 (5) . The observed conformation allows for an intramolecular N-HÁ Á ÁO hydrogen bond. In the molecular packing, supramolecular aggregation is based on hydroxy-O-HÁ Á ÁO(carbonyl) hydrogen bonding and leads to supramolecular helical chains along the a axis; chains are reinforced by N-methylene-C-HÁ Á ÁS and N-methyl-C-HÁ Á Á(arene) interactions. Supramolecular layers in the ab plane are formed as a result of tolyl-methyl-C-HÁ Á Á(arene) interactions. Structure descriptionInterest in the title compound arises from promising cytotoxicity profiles exhibited by palladium(II) (Selvakumaran et al., 2011) . The N1-C2-C3-O1 torsion of 66.9 (2) places the hydroxy-O1 atom in close proximity to the amide enabling the formation of an intramolecular N2-HÁ Á ÁO1 hydrogen bond, Table 1.In the crystal, supramolecular helical chains are formed along the a axis and are sustained by a combination of hydroxy-O-HÁ Á ÁO(carbonyl) hydrogen bonding, and Nmethylene-C-HÁ Á ÁS and N-methyl-C-HÁ Á Á(arene) interactions. Connections between the chains are of the type tolyl-methyl-C-HÁ Á Á(arene) and occur along the b axis