2-[(1E)-({[(Benzylsulfanyl) methanethioyl] amino}-imino) methyl]-6-methoxyphenol: crystal structure and Hirshfeld surface analysis

The title dithiocarbazate ester, C16H16N2O2S2, comprises two almost planar residues, i. e. the phenyl ring and the remaining 14 non-H atoms (r. m. s. deviation = 0.0410 angstrom). These are orientated perpendicularly, forming a dihedral angle of 82.72 (5)degrees. An intramolecular hydroxy-O-H center dot center dot center dot N(imine) hydrogen bond, leading to an S(6) loop, is noted. An analysis of the geometric parameters is consistent with the molecule existing as the thione tautomer, and the conformation about the C=N bond is E. The thione S and imine H atoms lie to the same side of the molecule, facilitating the formation of intermolecular N-H center dot center dot center dot S hydrogen bonds leading to eight-membered {center dot center dot center dot HNCS}(2) synthons in the crystal. These aggregates are connected by phenyl-C-H center dot center dot center dot O(hydroxy) interactions into a supramolecular layer in the bc plane; these stack with no directional interactions between them. An analysis of the Hirshfeld surface confirms the nature of the intermolecular interactions.