Acta Crystallographica Section E (Jun 2011)

(E)-[({[(3-Methylphenyl)methyl]sulfanyl}methanethioyl)amino](1-phenylpentylidene)amine

  • Georgiana Paulus,
  • Karen A. Crouse,
  • Mohamed Ibrahim Mohamed Tahir,
  • Edward R. T. Tiekink

DOI
https://doi.org/10.1107/S1600536811016965
Journal volume & issue
Vol. 67, no. 6
pp. o1370 – o1371

Abstract

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In the structure of the title compound, C20H24N2S2, the central CN2S2 atoms are planar (r.m.s. deviation = 0.0205 Å) but both benzene rings are twisted out of this plane forming dihedral angles of 23.03 (6) and 84.75 (4)° (tolyl); the n-butyl group occupies a position normal to the plane [N—C—C—C torsion angle = −84.33 (16)°]. The conformation of the imine bond [1.2888 (18) Å] is E. The syn arrangement of the thione S and amino H atoms enables the formation of N—H...S hydrogen bonds between centrosymmetrically related molecules. These lead to eight-membered {...HNC=S}2 synthons which are further stabilized by proximate C—H...S interactions. The resulting dimeric aggregates are connected into a supramolecular chain along the c axis by C—H...π(tolyl) interactions.