MOLECULAR-STRUCTURE OF RO-1,2,3,4,4A,9,10,10A-OCTAHYDROPHENANTHREN-4A-OL, AN UNUSUAL BY-PRODUCT OF NITRATION OF A CRUDE 9,10-DIHYDROPHENANTHRENE

A new nitro-octahydrophenanthrenol has been isolated by nitration of a crude 9,10-dihydrophenanthrene, which was identified by nmr and X-ray diffraction analysis. Crystallographic and molecular structure confir med the compound as the ac-(4R(),4aS(*),10aS(*))-4-Nitro-1,2,3,4,4a,9 ,10, 10a-octahydrophenanthren-4a-ol. The crystal was triclinic, P $($) over bar$$ 1, a = 10.549(3), b = 8.530(3), c = 7.131(1) Angstrom, alp ha = 107.07(3), beta = 91.62(3), gamma = 96.27(4)degrees. Cyclohexane and cyclohexene rings are trans-fused and have chair and half-chair co nformations, respectively. The molecules are associated by hydrogen br idge between the hydroxyl oxygen and both nitro oxygens.