(3R,4aS,5R)-3-Hydroxy-5-isopropenyl-3,8-dimethyl-4,4a,5,6-tetrahydro-2(3H)-naphthalenone.
In the crystal structure of C(15)H(20)O(2), molecules are associated by intermolecular hydrogen bonds between the hydroxy function and a keto group [O.O 2.770 (2) A], forming chains along the [100] direction in the crystal. Both six-membered rings in the decalin unit adopt envelope conformations; one section of the molecule, encompassing the extended conjugation of a C=C double bond with an enone functionality [C=C-C=O = 175.6 (2) degrees and C=C-C=C = 176.6 (2) degrees ], is flat, whilst the rest of the molecule is folded relative to the constrained part. The stereochemistry was determined from the R-(-)-carvone starting material.
Ellis
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DD
Bijvoet Centre for Biomolecular Research, Department of Crystal and Structural Chemistry, Utrecht University, Padualaan 8, 3584 CH Utrecht, The Netherlands. d.d.ellis@chem.uu.nl
Spek
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