(S)-(+)-1-(1-Naphth-yl)-1-(2-thienylmethyl-ene)ethyl-amine

Acta Crystallogr Sect E Struct Rep Online. 2009 Jun 20;65(Pt 7):o1651. doi: 10.1107/S1600536809022375.

Abstract

The title chiral imine, C(17)H(15)NS, has been obtained via a direct synthesis route. The imine group displays the common E configuration, and is almost coplanar with the thio-phene heterocycle; the dihedral angle between the C=N-C group and the thio-phene ring is 5.1 (8)°. In contrast, the naphthyl group makes an angle of 83.79 (13)° with the thio-phene ring. The observed solid-state mol-ecular conformation is suitable for the use of this mol-ecule as an N,S-bidentate Schiff base ligand. The mol-ecular packing features double C-H⋯π inter-actions between naphthyl groups of neighboring mol-ecules, which form chains in the [100] direction. The crystal structure is further stabilized by a short C-H⋯π contact involving the methyl group and one ring of a naphthyl group. The resulting two-dimensional network is completed by a weak inter-molecular C-H(imine)⋯π(thio-phene) inter-action.