Synthesis and crystal structure of (E)-1,2-bis[2-(methylsulfanyl)phenyl]diazene

Abstract

The title compound, C14H14N2S2, was obtained by transmetallation of 2,2′-bis(trimethylstannyl)azobenzene with methyl lithium, and subsequent quenching with dimethyl disulfide. The asymmetric unit comprises two half-molecules, the other halves being completed by inversion symmetry at the midpoint of the azo group. The two molecules show only slight differences with respect to N=N, S—N and aromatic C=C bonds or angles. Hirshfeld surface analysis reveals that except for one weak H...S interaction, intermolecular interactions are dominated by van der Waals forces only.

Keywords

• crystal structure
• azobenzene
• ortho-substitution
• thiols
• transmetallation
• hirshfeld surface analysis