Intramolecular sulphur(II)—oxygen interaction in acyl chlorides: an X-ray study of 2,2′-thiodibenzoyl chloride and 2,2′-dithiodibenzoyl chloride

Abstract

The molecular structures of 2,2′-thiodibenzoyl chloride and 2,2′-dithiodibenzoyl chloride have been determined by X-ray diffraction and compared with those of analogous methyl esters. No essential change in conformation and structural data occurs when o-COOMe is replaced by o-COCl. The sulphide/disulphide models preserve the skew/equatorial conformation with S(II)⋯O (carbonyl) distances of 2.721, 2.945/2.653 and 2.664 Å, and with θ(C ar/SS⋯O) angles of 173.0, 77.4/171.8 and 174.0° characterizing the S(II)⋯O (carbonyl) type interaction with X = C ar or S as the counter-atom. Intermolecular S(II)⋯Cl close contacts controlling the molecular structures in the crystal lattice were not observed.