(IUCr) Crystallography Journals Online

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Acta Cryst. (2012). E68, o3501
[ doi:10.1107/S1600536812048647 ]

Glabridin

V. Tantishaiyakul, K. Suknuntha, S. Saithong and C. Pakawatchai

Abstract: In the title compound, C₂₀H₂₀O₄ {systematic name: 4-[(3R)-8,8-dimethyl-3,4-dihydro-2H-pyrano[2,3-f]chromen-3-yl]benzene-1,3-diol}, the hydropyran ring linked to the pendant benzene ring adopts an envelope conformation, with the methyne C atom forming the flap. In the crystal, the -OH group at the 3-position of the benzene ring forms an O-HO hydrogen bond to a chromene O-atom acceptor, whereas the -OH group at the 1-position forms an O-H [pi] interaction with a neighboring benzene ring. The O-HO hydrogen bonds form [001] chains and the O-H [pi] bonds cross-link the chains into (101) sheets. The absolute structure was assumed to be the same as that deduced from previous studies for the natural product.