Paulus Georgiana, Crouse Karen A, Mohamed Tahir Mohamed Ibrahim, Tiekink Edward R T
Acta Crystallogr Sect E Struct Rep Online. 2011 Jun 1;67(Pt 6):o1370-1. doi: 10.1107/S1600536811016965. Epub 2011 May 11.
In the structure of the title compound, C(20)H(24)N(2)S(2), the central CN(2)S(2) 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)° (tol-yl); 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 mol-ecules. 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 supra-molecular chain along the c axis by C-H⋯π(tol-yl) inter-actions.