Acta Cryst. (2007). E63, o3963  [ doi:10.1107/S1600536807042535 ]

1,2-Dihydrocedrelone

S. S. Devi, S. S. Rajan, R. M. Kumar and S. Narasimhan

Abstract: The title compound (systematic name: 7-furan-3-yl-6-hydroxy-4,4,8,10,13-pentamethyl-1,8,9,10,11,12,13,15,16,17-decahydro-2H,4H-20-oxacyclopropa[14,15]cyclopenta[a]phenanthrene-3,7-dione), C₂₆H₃₂O₅, is a semi-synthetic derivative of cedrelone, a natural compound isolated from Toona ciliata. The orientation of the furan ring and the ring conformations are the same as for cedrelone itself, with the exception of ring A. Rings A, B, C and D adopt sofa, half-chair, twist and envelope conformations, respectively. The crystal structure involves intramolecular O-HO and intermolecular C-HO and O-HO hydrogen bonds. All the hydrogen bonds in the crystal structure contribute to the formation of a macrocyclic ring motif R₄⁴(28).

Online 8 September 2007

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