Crystal Structure and Hirshfeld Surface Analysis of (E)-N

Abstract

The title compound, C17H16N2OS, was synthesized by a condensation reaction between 2-amino benzothiazole and 4-N-propoxybenz aldehyde. The benzo[d]thiazole ring system is nearly planar (r.m.s. deviation 0.0088 angstrom) and makes a dihedral angle of 3.804 (12)degrees with the phenyl ring. The configuration about the C=N double bond is E. In the crystal structure, pairs of C-H center dot center dot center dot N hydrogen bonds and C-H center dot center dot center dot pi interactions link the molecules into inversion dimers with an R-2(2)(16) ring motif. These dimers are additionally linked by weak pi-pi stacking interactions between the phenyl rings, leading to a layered arrangement parallel to (010). Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the packing arrangement are from H center dot center dot center dot H (47.9%) and C center dot center dot center dot H/H center dot center dot center dot C (25.6%) interactions.