1-{(E)-[4-(4-methoxyphenyl)butan-2-yl-idene]amino}-3-methylthiourea

Abstract

Two independent molecules comprise the asymmetric unit of the title compound, C13H19N3OS, which differ in the conformations of the residues linking the thiourea and the terminal benzene ring, as manifested in the Cm - Cm - Ca - Ca torsion angles [78.03 (16) and -93.64 (16)°, respectively; m = methyl-ene and a = aromatic]. The dihedral angles [84.40 (4) and 88.28 (5)°] formed between the thiourea residue and the benzene ring indicate an almost orthogonal relationship. In each thiourea residue, the N - H hydrogen atoms are anti, and the terminal N - H hydrogen atom forms an intra-molecular N - H⋯N hydrogen bond with the imine-N atom. In each case, the conformation about the imine C=N double bond [1.2812 (17) and 1.2801 (17) Å] is E. In the crystal, the molecules are connected by N - H⋯S hydrogen bonds and these are connected into four molecule aggregates via N - H⋯O hydrogen bonds, which are assembled into a two-dimensional array parallel to (011) via C - H⋯π and π-π inter-actions [ring centroid-centroid distance = 3.8344 (9) Å]. © Tan et al. 2012.