The influence of substitution and weak interactions on the crystal structures of a series of 2,6-disubstituted N-arylthioamides†
Abstract
The synthesis and single crystal X-ray diffraction structures of five 2,6-disubstituted N-arylthioamides, viz.2,6-difluorophenylthioamide (1), 2,6-dichlorophenylthioamide (2), 2,6-dibromophenylthioamide (3), 2,6-dimethylphenylthioamide (4) and 2-chloro-6-methylphenylthioamide (5), are reported. The primary hydrogen-bonding motif consists of 1-D ribbons of molecules connected by N–H⋯SC hydrogen bonds and weak C–H⋯SC interactions. All five N-arylthioamide molecules adopt the cis conformation in the solid state, defined as the conformation where the amine