NITROBICYCLO[2.2.1]HEPTANES .10. CRYSTAL AND MOLECULAR-STRUCTURE OF O-NITRO-2-EXO-PHENYLBICYCLO[2.2.1]HEPTAN-2-ENDO-OL

The molecular and crystal structure of the title compound 2, prepared in racemic form by addition of phenylmagnesium bromide to -exo-methyl- 6-endo-nitrobicyclo[2.2.1]heptan-2-one (1) in the presence of cerium(I II) chloride, were determined by single-crystal X-ray diffraction. The crystal selected for analysis was found to belong to the chiral ortho rhombic space group P2(1)2(1)2(1), with a = 6.685(3), b = 10.0788(5), c = 18.581(1) angstrom. In the crystal, molecules of 2 are associated by intermolecular hydrogen bonds between hydroxy and nitro groups (OH. ..O2N = 0.82 angstrom).