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 = 0.0288 Å) 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.

Keywords

• crystal structure
• hydrogen bonding
• dithiocarbazate