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. 2013 Apr 27;69(Pt 5):o795-6.
doi: 10.1107/S1600536813011008. Print 2013 May 1.

Lup-20(29)-en-28-ol-3-one (betulone)

Stanisław Boryczka  1 , Ewa Michalik, Joachim Kusz, Maria Nowak, Elwira Chrobak
Affiliations

Lup-20(29)-en-28-ol-3-one (betulone)

Stanisław Boryczka et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

The asymmetric unit of the title compound, C30H48O2, contains two independent mol-ecules, the main difference between them being that the isopropenyl group is rotated by approximately 180°. In each mol-ecule, the fused six-membered rings have chair-chair-chair-chair conformations and the cyclo-pentane ring adopts an envelope conformation with the C atom bearing the hy-droxy-methyl group as the flap. All ring junctions are trans-fused. With the exception of one of the methyl groups adjacent to the C=O group, all the methyl groups are in axial positions. The isopropenyl group is equatorial and the hy-droxy-methyl group is in an axial orientation. In the crystal, weak C-H⋯O inter-actions link the mol-ecules into chains along [010]. Weak intra-molecular C-H⋯O hydrogen bonds are also observed but the hy-droxy groups are not involved in hydrogen bonds.

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Figures

Fig. 1.
Fig. 1.
Atom and ring numbering scheme for the title compound.
Fig. 2.
Fig. 2.
The asymmetric unit of the title compound. Displacement ellipsoids are drawn at the 50% level.
Fig. 3.
Fig. 3.
View of the unit cell along the crystallographic a axis.
Fig. 4.
Fig. 4.
Different orientation of isopropenyl group virewd towards the C19/C20/C29/C30 plane in IA and IB.
See this image and copyright information in PMC

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