2-[(1E)-({[(Benzyl-sulfan-yl)methane-thio-yl]amino}-imino)-meth-yl]-6-meth-oxy-phenol: crystal structure and Hirshfeld surface analysis.

ABSTRACT: The title di-thio-carbazate 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?Å). These are orientated perpendicularly, forming a dihedral angle of 82.72?(5)°. An intra-molecular hy-droxy-O-H?N(imine) hydrogen bond, leading to an S(6) loop, is noted. An analysis of the geometric parameters is consistent with the mol-ecule 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 mol-ecule, facilitating the formation of inter-molecular N-H?S hydrogen bonds leading to eight-membered {?HNCS}2 synthons in the crystal. These aggregates are connected by phenyl-C-H?O(hy-droxy) inter-actions into a supra-molecular layer in the bc plane; these stack with no directional inter-actions between them. An analysis of the Hirshfeld surface confirms the nature of the inter-molecular inter-actions.

SUBMITTER: Yusof EN 

PROVIDER: S-EPMC4910345 | biostudies-literature | 2016 Apr

REPOSITORIES: biostudies-literature