Structure Reports Online

Volume 66, Part 2 (February 2010)

organic compounds

Acta Cryst. (2010). E66, o342-o343 [ doi:10.1107/S1600536810000620 ]

(+)-Hexacyclinol

D. M. Pinkerton, M. G. Banwell and A. C. Willis

Abstract: A sample of the title compound [systematic name: (1aS,2aS,3S,5aS,6aS,7R,7aS,7bS,8R,8aS,10R)-7-hydroxy-3-(1-methoxy-1-methylethyl)-10-(2-methyl-1-propenyl)-1a,5a,6a,7,7a,7b,8,8a-octahydro-2H-8,2a-(epoxymethano)phenanthro[2,3-b:6,7-b']bisoxirene-2,5(3H)-dione], C₂₃H₂₈O₇, was generated by enantioselective synthesis. There are three molecules of the compound in the crystallographic asymmetric unit. Hydrogen bonding between alcohol H atoms and keto groups of adjacent molecules appears to stabilize the structure. The compound is enantiomerically pure but the absolute configuration could not be determined directly in this study. Accordingly, the illustrated configuration was assigned on the basis of the nature of the chiral nonracemic precursor used in the synthesis.