Acta Crystallographica Section E

Structure Reports Online

Volume 68, Part 12 (December 2012)


organic compounds



hb6989 scheme

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-H...O 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-H...O 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.


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