Configuration of the Diels-Alder adduct of hexachlorocyclopentadiene with L-menthyl acrylate

ÜLKÜ D., TAHİR M. N., DEMİR A. S., Akhmedov I., Tanyeli C.

ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, vol.53, pp.899-901, 1997 (SCI-Expanded) identifier identifier


The structure of the title compound, endo-(2R)-(-)-L-menthyl 1,4,5,6,7,7-hexachloro-4-norbornene-2-carboxylate, consists of discrete C18H22CL6O2 molecules related by a twofold screw axis. The relative configuration was determined and the chirality at the unknown centres was assigned on the basis of the known chiral centres of L-menthene. Both the average Csp(2)-Cl, 1.689(5), and Csp(3)-Cl, 1.753(3) Angstrom, distances are a little shorter than the literature values. The six-membered ring of the L-menthyl group has a chair conformation. C-O bond lengths in the carboxylate group are 1.194(7) and 1.323(7) Angstrom.