2,5-Bis{[(–)-(S)-1-(4-methylphenyl)ethyl]iminomethyl}thiophene

Abstract

The title chiral bis-aldimine, C24H26N2S, was synthesized using a solvent-free Schiff condensation. The molecule displays crystallographic C2 symmetry, with the S atom lying on the twofold axis parallel to [100]. As a consequence of the (S,S) stereochemistry, the tolyl groups are oriented towards opposite faces of the thiophene core, giving a twisted conformation for the whole molecule. Molecules are arranged in the crystal in a herringbone-like pattern, without any significant intermolecular contacts.