Molecular structure of rac-(4R*,4aS*,10aS*)-4-nitro-1,2,3,4,4a,9,10,10a-octahydrophenanthren-4a-ol, an unusual by-product of nitration of a crude 9,10-dihydrophenanthrene

Article abstract of DOI:10.1007/BF01666094

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 confirmed the compound as the rac-(4R^*,4aS^*,10aS^*)-4-Nitro-1,2,3,4,4a,9,10,10a-octahydrophenanthren-4a-ol.The crystal was triclinic, P<*>, a=10.549(3), b=8.530(3), c=7.131(1) Angstroem, α=107.07(3), β=91.62(3), γ=96.27(4)^o.Cyclohexane and cyclohexene rings are trans-fused and have chair and half-chair conformations, respectively.The molecules are associated by hydrogen bridge between the hydroxyl oxygen and both nitro oxygens.KEY WORDS: C14H17NO3, chair, half-chair.