Crystal and molecular structures of racemic and chiral 4-phenyl-1,3-thiazolidine-2-thiones

摘要

The crystal and molecular structures of (rac)-and (S)-4-phenyl-1,3-thiazolidine-2-thiones (4-PTT) have been studied by X-Ray diffraction and ab initio MO calculations at the level of HF/6-31G~*. In racemic crystals, the thioamide groups of the enantiomeric (R)-and (S)-4-PTT pairs are hydrogen-bonded around a crystallographic center of symmetry to form a planar cyclic dimer. On the other hand, in (S)-4-PTT crystals, a cyclic dimer through the hydrogen bonding is formed between the two independent molecules (molecules A and B) in the asymmetric unit and its geometry is distorted.