Crystal structure of (E)-N '-(4-chlorobenzylidene)-4-methylbenzenesulfono-hydrazide: a hexagonal polymorph

The title compound, C14H13ClN2O2S, crystallized in the enantiomorphic defining hexagonal space group P6(1) [Flack parameter = -0.02 (7)]. The partially hydrated form of the same compound, crystallizing in the triclinic space group P (1) over bar, has been reported previously [Kia et al. (2009b). Acta Cryst. E65, o1119], as has the crystal structure of the bromo derivative, also crystallizing in the space group P (1) over bar [Kia et al. (2009a). Acta Cryst. E65, o821]. The title molecule is non-lanar with the planes of the benzene rings being inclined to one another by 76.62 (13)degrees, and has an E conformation about the C=N bond. In the crystal, molecules are linked via N-H center dot center dot center dot O hydrogen bonds forming 6(1) helical chains running along [001]. The chains are linked via C-H center dot center dot center dot O hydrogen bonds, C-H center dot center dot center dot pi interactions and short Cl center dot center dot center dot O [3.015 (3) angstrom] interactions, forming a three-dimensional structure.