Abstract
The X-ray analysis of avarol, 2-[(1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-1-naphthalenyl)methyl]-1,4-benzenediol, C 21 H 30 O 2 , confirms the stereochemistry previously given on the basis of spectral measurements (De Rosa, Minale, Riccio & Sodano, 1976). In the trans-fused sesquiterpene system, the Δ 34, cyclohexene ring has an approximate half-boat conformation and the cyclohexane has a nearly ideal chair form. The packing is governed by two intermolecular hydrogen bonds, which connect molecules in helical chains. In the crystal, the arrangement of avarol molecules forms a cylindrical channel around the 6 1 axis, which is delimited by hydroquinone residues and holds disordered water solvent molecules
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