LAURENCIA NATURAL PRODUCTS .2 CRYSTAL STRUCTURE AND ABSOLUTE STEREOCHEMISTRY OF LAURINTEROL ACETATE, A BICYCLO[3,1,0]HEXANE DERIVATIVE

The crystal structure and the absolute stereochemistry of laurinterol acetate, a crystalline derivative of laurinterol, have been determined by a single-crystal X-ray analysis using three-dimensional diffractometer data. The crystals are monoclinic, space group P21, with Z = 2 in a unit cell of dimensions a = 10.26, b = 7.28, c = 12.22 Å, β = 114.1°. The structure was solved by the heavy-atom method and refined by least-squares calculations to R 0.086 for 1097 data. The absolute stereochemistry of the related compound aplysin has been established by consideration of anomalous dispersion effects. Laurinterol contains a trisubstituted bicyclo[3,1,10]hexane system which adopts an overall boat-like conformation.