STRUCTURES OF DERIVATIVES OF THE DIELS-ALDER ADDUCT 1,4,4A,5,8,8A,9A,10A-OCTAHYDRO-1,4-5,8-DIMETHANO-9,10-ANTHRAQUINONE

1,4,4a,5,8,8a,9,9a,10,10a-Decahydro-10-oxo-1,4:5,8-dimethanoanthracen-9-yl acetate (A), C18H20O3, M(r) = 284.37, orthorhombic, Pbca, a = 12.036 (3), b = 28.753 (3), c = 8.451 (3) angstrom, V = 2924.96 angstrom3, Z = 8, D(m) = 1.28 (4), D(x) = 1.296 Mg m-3, lambda(Mo Kalpha) = 0.71069 angstrom, mu = 0.081 mm-1, F(000) = 1216, T = 293 K, R = 0.054, wR = 0.057 for 1207 reflections. (1aAlpha,2beta,2abeta,3alpha,-3aalpha,4alpha,4abeta,5abeta,6alpha,6aalpha,7alpha,7abeta,8beta,8aalpha)-tetradecahydro-7-hydroxy-2,8:4,6-dimethanoanthra[2,3-b:6,7-b'] bisoxiren-3-yl acetate (B), C18H22O5, M(r) = 318.37, monoclinic, P2(1)/c, a = 8.741 (1), b = 20.477 (2), c = 9.890 (1) angstrom, beta = 92.17 (1)degrees, V = 1768.93 angstrom3, Z = 4, D(m) = 1.18 (3), D(x) = 1.195 Mg m-3, lambda(Cu Kalpha) = 1.54178 angstrom, mu = 0.677 mm-1, F(000) = 680, T = 293 K, R = 0.023, wR = 0.029 for 2141 reflections. The central ring and the two terminal six-membered rings of the polycycle adopt distorted boat conformations in both derivatives. The stereochemistry of the polycycle is endo, cis, anti, cis, endo. The packing of the molecules in (B) is in the form of parallel chains with the weak interchain linkage being consistent with the poor shear strength of its crystals.