Crystal structure of benzyl 3-(3-methylphenyl)dithiocarbazate

In the title compound, C15H16N2S2, the central CN2S2 residue is almost planar (r.m.s. deviation = 0.0354 angstrom) and forms dihedral angles of 56.02 (4) and 75.52 (4)degrees with the phenyl and tolyl rings, respectively; the dihedral angle between the aromatic rings is 81.72 (5). The conformation about the N-N bond is gauche [C-N-N-C = -117.48 (15)degrees]. Overall, the molecule has the shape of the letter L. In the crystal packing, supramolecular chains along the a axis are formed by N-H center dot center dot center dot S(thione) hydrogen bonds whereby the thione S atom accepts two such bonds. The hydrogen bonding leads to alternating edge -shared eight-membered {center dot center dot center dot HNCS}(2) and 10 membered {center dot center dot center dot HNNH center dot center dot center dot S}(2) synthons. The chains are connected into layers by phenyl-tolyl C-H center dot center dot center dot pi interactions; the layers stack along the c axis with no specific interactions between them.