4-[(E)-(4-Chlorobenzylidene)amino]-3-methyl-1H-1,2,4-triazole-5(4H)-thione

Abstract

In the title compound, C10H9ClN4S, the dihedral angle between the mean planes of the phenyl and 1H-1,2,4-triazole-5(4H)-thione rings is 25.3(9)°. The latter ring is essentially planar, with maximum deviations of 0.010 and-0.010Å for the ring N atom in the 4-position and ring C atom bearing the methyl group, respectively. An intramolecular C-H.S contact occurs. In the crystal, pairs of weak N-H.S interactions link the molecules into inversion dimers in the ac plane, forming R 22(8) graph-set motifs. In addition, weak π-π interactions [centroid-centroid distances = 3.3463(14) and 3.6127(13)Å] are observed.