Perillartine

Abstract

The chiral title compound [systematic name: 4-(1-methyl-vinyl)cyclo-hexene- 1-carbaldehyde oxime], C10H15NO, crystallizes with two molecules in the asymmetric unit, one of which shows disorder of its propenyl substituent over two sets of sites in a 50:50 ratio. In both molecules, the six-membered carbaldehyde oxime ring adopts an approximate envelope conformation in which the C atom bearing the propenyl substituent represents the flap position. In both molecules, the plane passing through the propenyl substituent is nearly perpendicular to the mean plane of the six-membered ring [dihedral angles = 84.6 (6) and 87.4 (3)°]. In the crystal, the two independent molecules are linked by a pair O - H⋯N hydrogen bonds across a pseudo-inversion centre, generating a dimer. The unit cell of the known racemate of the title compound is similar to the cell found here, but with space group P. © Yuan et al. 2009.