Acta Cryst. (2004). E60, o179-o180  [ doi:10.1107/S1600536803029702 ]

4'-Methylazobenzene-2-sulfenyl cyanide

K. Sanjib, P. Kabita, P. Barman, D. Hazarika and S. K. Bhattacharjee

Abstract: The title compound [systematic name: 2-(p-tolyldiazenyl)phenyl isothiocyanate], C₁₄H₁₁N₃S, is non-ionic in nature. Highly electronegative atoms like Br or Cl in sulfenyl halides make the S atom sufficiently electron deficient for strong ortho azo-sulfur interaction in sulfenyl bromides or chlorides of ortho mercaptoazo compounds; this leads to a planar thiadiazolium structure, in which the S atom interacts with the ortho azo group. However, in case of the 4'-Me title compound, the S atom is not sufficiently electron deficient, and no intramolecular ortho azo-sulfur interaction exists. The molecule is almost planar. There are no hydrogen bonds and the crystal structure is stabilized by van der Waals interactions.

Online 17 January 2004

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