Crystal structure and absolute configuration of caryophyllene chlorohydrin

Abstract
The structure of caryophyllene chlorohydrin (V) has been determined by a three-dimensional X-ray diffraction study. Crystals are trigonal, a= 13·12, c= 7·11Å, space group P31, with one molecule in the asymmetric unit. Anisotropic least-squares refinement, based on 1150 visually estimated intensities, has reduced R to 0·112. The molecule is geometrically analogous to norcaryophyllene alcohol. Its constitution and absolute stereochemistry provide evidence for a novel transannular cyclisation.

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