SHORT INTERMOLECULAR S...S CONTACTS IN A REACTION-PRODUCT FROM THE CYCLIC SULFATE ESTER OF DIMETHYL L-TARTRATE AND 2-THIOXO-1,3-DITHIOLE-4,5-DITHIOLATE
T. Ozturk et al., SHORT INTERMOLECULAR S...S CONTACTS IN A REACTION-PRODUCT FROM THE CYCLIC SULFATE ESTER OF DIMETHYL L-TARTRATE AND 2-THIOXO-1,3-DITHIOLE-4,5-DITHIOLATE, Tetrahedron, 50(38), 1994, pp. 11205-11212
Cyclic sulfate ester 6 reacts readily with dithiolate 4 to give meso a
nd dl cyclic products 8 and 9. The crystal structure of 9 shows two sh
ort S...S intermolecular interactions (< 3.4 Angstrom) between trithio
carbonate groups, due to cooperative polarisations and the highly asym
metric shape of the bonded S atom. The latter effect is mainly respons
ible for the 'short' S...S contacts in ET's radical cation salts. In c
ontrast to similar systems, the sp(3) C atoms of the six-membered ring
in 9 are displaced to the same side of the dithiole plane.