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

摘要

In the title di­thio­carbazate ester, C16H17N3S2 (systematic name: (Z)-{[(benzyl­sulfan­yl)methane­thio­yl]amino}[1-(6-methyl­pyridin-2-yl)ethyl­idene]amine), the central methyl­idenehydrazinecarbodi­thio­ate (C2N2S2) core is almost planar (r.m.s. deviation = 0.0111 Å) and forms dihedral angles of 71.67 (3)° with the approximately orthogonally inclined thio­ester phenyl ring, and 7.16 (7)° 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⋯N(pyrid­yl) hydrogen bond that closes an S(6) loop. In the crystal, phenyl-C—H⋯S(thione), methyl­ene-C—H⋯π(pyrid­yl), methyl­ene- and phenyl-C—H⋯π(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⋯H(pyrid­yl) contact upon the mol­ecular packing.