A P212121 polymorph of (+)-clusianone.

ABSTRACT: The title compound, C33H42O4 [systematic name: (1S,5S,7R)-3-benzoyl-4-hy-droxy-8,8-dimethyl-1,5,7-tris-(3-methyl-but-2--enyl)bi-cyclo-[3.3.1]nona-3-ene-2,9-dione], has a central bi-cyclo-[3.3.1]nonane-2,4,9-trione surrounded by tetra-prenyl-ated and benzoyl groups. The compound was recrystallized several times in methanol using both a slow evaporation method and with a crystal-seeding technique. This subsequently produced diffraction-quality crystals which crystallize in the ortho-rhom-bic space group P212121, in contrast to a previous report of a structure determination in the Pna21 space group [McCandlish et al. (1976 ?). Acta Cryst. B32, 1793-1801]. The title compound has a melting point of 365-366?K, and a specific rotation [?](20) value of +51.94°. A strong intra-molecular O-H?O hydrogen bond is noted. In the crystal, mol-ecules are assembled in the ab plane by weak C-H?O inter-actions.

SUBMITTER: Vaneesa Nagalingam S 

PROVIDER: S-EPMC4004436 | biostudies-literature | 2013 Dec

REPOSITORIES: biostudies-literature