Issue 12, 1990

The crystal structures of 1,1′-dinitrobicyclopentyl, 1,1′-dinitrobicyclohexyl and 1,1′-dinitrobicycloheptyl

Abstract

The crystal and molecular structures of 1,1′-dinitrobicyclopentyl 1, 1,1′-dinitrobicyclohexyl 2 and 1,1′-dinitrobicycloheptyl 3 have been determined by X-ray diffraction methods. Compound 1 crystallizes in the monoclinic space group, C2/c, a= 16.247(2), b= 6.4535(5), c= 11.161(2)Å, β= 103.36(1)°, Z= 4; compound 2 in the monoclinic space group, C2/c, a= 6.461(1), b= 11.012(2), c= 17.978(3)Å, β= 90.73(1)°, Z= 4; and compound 3 in the monoclinic space group, P21/n, a= 6.430 6(9), b= 11.544(2), c= 19.322(3)Å, β= 90.12(1)°, Z= 4. All three structures adopt gauche conformations with the nitro groups in close proximity. As the ring size increases the strain arising from contacts between the nitro groups increases and is reflected in increasing inter-ring and C–N bond lengths.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1990, 2039-2043

The crystal structures of 1,1′-dinitrobicyclopentyl, 1,1′-dinitrobicyclohexyl and 1,1′-dinitrobicycloheptyl

Y. L. Lam, H. H. Huang and T. W. Hambley, J. Chem. Soc., Perkin Trans. 2, 1990, 2039 DOI: 10.1039/P29900002039

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