S-Benzyl 3-[1-(6-methylpyridin-2-yl)ethylidene]-dithiocarbazate: crystal structure and Hirshfeld surface analysis

In the title dithiocarbazate ester, C16H17N3S2 (systematic name: (Z)-{[(benzyl-sulfanyl)methanethioyl]amino}[1-(6-methylpyridin-2-yl)ethylidene]amine), the central methylidenehydrazinecarbodithioate (C2N2S2) core is almost planar (r.m.s. deviation = 0.0111 angstrom) and forms dihedral angles of 71.67 (3)degrees with the approximately orthogonally inclined thioester phenyl ring, and 7.16 (7)degrees with the approximately coplanar substituted pyridyl ring. The latter arrangement and the Z configuration about the imine-C=N bond allows for the formation of an intramolecular hydrazine-N-H center dot center dot center dot N(pyridyl) hydrogen bond that closes an S(6) loop. In the crystal, phenyl-C-H center dot center dot center dot S(thione), methylene-C-H center dot center dot center dot pi (pyridyl), methylene- and phenyl-C-H center dot center dot center dot pi (phenyl) contacts connect molecules into supramolecular layers propagating in the bc plane; the layers stack along the a axis with no directional interactions between them. The analysis of the Hirshfeld surface indicates the relative importance of an intralayer phenyl-H center dot center dot center dot H(pyridyl) contact upon the molecular packing.