Molecular structure of the 3-oxide of N-benzyl-3,6-dithiacyclohexene-1,2-dicarboximide

Crystals of the title compound (C₁₃H₁₁,NO₃S₂) are orthorhombic: space groupPbca,a=23.030(3),b=12.897(2),c=8.695(1). The structure was solved by direct methods and refined by full-matrix least-squares procedures to giveR=0.073 andR _w =0.071 for 1303 intensities above 3(I). The 3,6-dithiacyclohexene ring has a deformed half-chair conformation with the axial configuration of the S(3)=O bond. Oxidation of the S(3) atom brings about different lengths of analogous intraring bonds S(3)-C(2)=1.756(7) and S(6)-C(1)=1.710(7) Å] and angles C(4)-S(3)-C(2)=95.5(3)° and C(1)-S(6)-C(5)=98.7(3)°]. The structure contains a shortened SO intermolecular contact of 3.053(5) Å.