Synthesis and crystal structure of 2-(1,3-dithietan-2-ylidene)cyclohexane-1,3-dione

Abstract

The title compound, C8H8O2S2, contains a cyclohexane-1,3-dione ring, which has a twist-boat conformation. The C2S2 ring is close to planar (r.m.s. deviation = 0.023 Å) and the dihedral angle between the mean planes of the cyclohexane and 1,3-dithietane rings is 9.1 (3)°. Short intramolecular S...O contacts occur [2.719 (5) and 2.740 (5) Å]. In the crystal, the molecules are linked by weak C—H...S hydrogen bonds and short [3.165 (5) Å] S...O contacts, forming (010) layers. The prevalence of these interactions is illustrated by an analysis of the three-dimensional Hirshfeld surface and by two-dimensional fingerprint plots.

Keywords

• ketene dithioacetal
• hydrogen bond
• hirshfeld surface analysis
• crystal structure