Crystal structure of (Z)-4-methylbenzyl 3-[1-(5-methylpyridin-2-yl)ethylidene]dithiocarbazate

Abstract

In the title dithiocarbazate compound, C17H19N3S2, the central CN2S2 residue is essentially planar (r.m.s. deviation = 0.0288Å) and forms dihedral angles of 9.77(8) and 77.47(7)° with the substituted-pyridyl and p-tolyl rings, respectively, indicating a highly twisted molecule; the dihedral angle between the rings is 85.56(8)°. The configuration about the C=N bond is Z, which allows for the formation of an intramolecular N - H⋯N(pyridyl) hydrogen bond. The packing features tolyl-methyl-C - H⋯N(imine), pyridyl-C - H⋯π(tolyl) and π-π interactions [between pyridyl rings with a distance = 3.7946(13)Å], which generates jagged supramolecular layers that stack along the b axis with no directional interactions between them.