Acta Crystallographica Section E

Structure Reports Online

Volume 69, Part 2 (February 2013)

organic compounds

Acta Cryst. (2013). E69, o302    [ doi:10.1107/S1600536813002304 ]

Desoxyhemigossypol 6-methyl ether

V. V. Uzbekov, S. A. Talipov, B. T. Ibragimov, R. D. Stipanovic and J. Liu

Abstract: The title sesquiterpene [systematic name: 6-methoxy-10-methyl-7-(propan-2-yl)-2-oxatricyclo[,12]dodeca-1(11),4,6,8(12),9-pentaen-5-ol], C16H18O3, was isolated from pathogen-infected stele tissue of Gossypium barbadense. There are two mol­ecules in the asymmetric unit and the dihedral angle between their naphtho­furan systems is 86.48 (2)°. In the crystal, O-H...O hydrogen bonds between the hy­droxy groups and etheric O atoms link the mol­ecules into centrosymmetric tetra­mers. These tetra­mers are assembled into (010) layers via stacking inter­actions between the naphtho­furan systems [inter­planar distance 3.473 (3) Å] and short C-H...O contacts.

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