Crystal and molecular structure of (r-2, c-4)-3-benzyl-2,4,5,5-tetraphenyl- 1,3-thiazolidine, intramolecular C–H· · ·S hydrogen bonds

The crystal and molecular structures of (r-2, c-4)-3-benzyl-2,4,5,5-tetraphenyl-1,3-thiazolidine are investigated showing the existence of C(sp2)–H· · ·S and C(sp2)–H· · ·N intramolecular contacts. The analysis of geometrical parameters shows that C–H· · ·S contacts may be treated as hydrogen bonds but C–H· · ·N do not fulfil the geometrical criteria of the existence of H-bonds. The B3LYP/6-311 þ G* single point calculations were performed to obtain wave functions applied later for ‘atoms in molecules’ (AIM) study. The analysis of bond critical points based on the Bader theory (AIM) supports the existence of intramolecular C–H· · ·S H-bonds. q 2004 Elsevier B.V. All rights reserved.