Collect. Czech. Chem. Commun.
1990, 55, 674-681
https://doi.org/10.1135/cccc19900674
Crystal structures of some 3-(hydroxymethylene)dihydro-2(3H)-furanone derivatives
Tadeusz Głowiaka, Zdirad Žákb and Jaroslav Jonasc
a Institute of Chemistry, University of Wrocław, 50-383 Wrocław, Poland
b Department of Inorganic Chemistry, J. E. Purkyně University, 611 37 Brno, Czechoslovakia
c Department of Organic Chemistry, J. E. Purkyně University, 611 37 Brno, Czechoslovakia
Abstract
The crystal structures of (Z)-3-(p-toluenesulfonyloxymethylene)dihydro-2(3H)-furanone (I), (E)-3-(methanesulfonyloxymethylene)dihydro-2(3H)-furanone (II), and (E)-3-(benzoyloxymethylene)dihydro-2(3H)-furanone (III) were solved by direct methods. The intensities of the diffractions were recorded using MoKα graphite monochromatized radiation, λ = 0.07107 nm. The compound I is monoclinic, space group P21/n, with a = 0.8615(2), b = 0.5955(2), c = 2.3883(5) nm, β = 93.27(2)°, V = 1.223(1) nm3, Z = 4, F(000) = 560, Dm = 1.43, Dx = 1.46 Mg m-3, μ = 0.27 mm-1. The structure was refined to R = 0.042 for 1 341 independent diffractions. Compound II is triclinic, space group P1, with a = 0.5840(2), b = 0.8232(2), c = 0.9827(3) nm, α = 97.68(3), β = 110.82(3), γ = 108.62(3)°, V = 0.402(1) nm3, Z = 2, F(000) = 200, Dm = 1.55, Dx = 1.59 Mg m-3, μ = 0.38 mm-1. The structure was refined to R = 0.041 for 952 independent diffractions. Compound III is monoclinic, space group P2/m with a = 0.9665(3), b = 1.1861(3), c = 0.9906(3) nm, β = 112.85(3)°, V = 1.046(2) nm3, Z = 4, F(000) = 456, Dm = 1.35, Dx = 1.38 Mg m-3, μ = 0.11 mm-1. The structure was refined to R = 0.048 for 1 115 independent diffractions. The configurations of the compounds I, II, and III are in agreement with the assignments made on the basis of the NMR spectra.
