(+/-)-2 '-phenylcyclohexanespiro-4 '-(azepano[1,2-b] isoxazolidine)

Abstract

In the crystal structure of the racemic title isoxazolidine, C19H27NO, the relative stereochemistry between the phenyl group and the bridgehead H atom is shown to be syn. There are two molecules in the asymmetric unit, one of which is the 7R*,13R* enantiomer, and one of which is the 7S*,13S* enantiomer. These enantiomers adopt different orientations of the phenyl ring with respect to the isoxazolidine ring, with C-C-C-C torsion angles of 63.6 (4) and 86.8 (4)°, respectively. In both enantiomers, the six-membered ring adopts a chair conformation, while the seven-membered ring adopts a twist-chair conformation.