2-[(1E)-[(Z)-2-({[(1Z)-[(E)-2-[(2-Hydroxyphenyl)methylidene]hydrazin-1-ylidene]({[(4-methylphenyl)methyl]sulfanyl})methyl]disulfanyl}({[(4-methylphenyl)methyl]sulfanyl})methylidene)hydrazin-1-ylidene]methyl]phenol: crystal structure, Hirshfeld surface analysis and computational study

2020 
The complete mol­ecule of the title hydrazine carbodi­thio­ate derivative, C32H30N4O2S4, is generated by a crystallographic twofold axis that bis­ects the di­sulfide bond. The mol­ecule is twisted about this bond with the C—S—S—C torsion angle of 90.70 (8)° indicating an orthogonal relationship between the symmetry-related halves of the mol­ecule. The conformation about the imine bond [1.282 (2) A] is E and there is limited delocalization of π-electron density over the CN2C residue as there is a twist about the N—N bond [C—N—N—C torsion angle = −166.57 (15)°]. An intra­molecular hydroxyl-O—H⋯N(imine) hydrogen bond closes an S(6) loop. In the crystal, methyl­ene-C—H⋯π(tol­yl) contacts assemble mol­ecules into a supra­molecular layer propagating in the ab plane: the layers stack without directional inter­actions between them. The analysis of the calculated Hirshfeld surfaces confirm the importance of H⋯H contacts, which contribute 46.7% of all contacts followed by H⋯C/C⋯H contacts [25.5%] reflecting, in part, the C—H⋯π(tol­yl) contacts. The calculation of the inter­action energies confirm the importance of the dispersion term and the influence of the stabilizing H⋯H contacts in the inter-layer region.
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