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. 2013 Mar 2;69(Pt 4):o467-8.
doi: 10.1107/S1600536813005606. Print 2013 Apr 1.

The furan-osteroid viridiol

Pierre F Andersson  1 , Anders Broberg, Daniel Lundberg
Affiliations

The furan-osteroid viridiol

Pierre F Andersson et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

The asymmetric unit of the title compound, C20H18O6 (systematic name: 1β,3β-dihy-droxy-2β-meth-oxyfuro[4',3',2':4,5,6]-18-norandrosta-8,11,13-triene-7,17-dione), a dihydro derivative of the fungal steroid viridin, contains two mol-ecules with similar conformations. The rings bearing the hy-droxy groups adopt boat conformations. The absolute structure was assigned based on the known chirality of a precursor compound. In the crystal, mol-ecules are linked by O-H⋯O hydrogen bonds, generating a three-dimensional network and weak C-H⋯O inter-actions consolidate the packing.

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Figures

Fig. 1.
Fig. 1.
Labelling of (I) follows the system used previously (Aldridge et al., 1975). H atoms on alkyl and aryl carbons have been removed for clarity. Displacement ellipoids are set at 50%.
Fig. 2.
Fig. 2.
Unit cell packing of (I), viewed along the a axis.
Fig. 3.
Fig. 3.
One intramolecular and many intermolecular hydrogen bonds in the range 1.85–2.58 Å are present in (I), including both conventional (O–H···O) and non-conventional (C–H···O) ones.
Fig. 4.
Fig. 4.
ORTEP plot of (I).
See this image and copyright information in PMC

References

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    1. Andersson, P. F. (2012). PhD thesis, Swedish University of Agricultural Sciences, Uppsala, Sweden. Available at http://pub.epsilon.slu.se/8996.
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    1. Andersson, P. F., Bengtsson, S., Stenlid, J. & Broberg, A. (2012). Molecules, 17, 7769–7781. - PMC - PubMed
    1. Andersson, P. F., Johansson, S. B. K., Stenlid, J. & Broberg, A. (2010). For. Pathol. 40, 43–46.