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Title

Structure of Synthetic Bromobeckerelide: a Case of Diastereomeric Selection in the Solid State

Authors
Jaggi, Danielle
Published in Acta crystallographica. Section C, Crystal structure communications. 1990, vol. 46, no. 10, p. 1879-1881
Abstract 4-Bromo-5-hydroxy-3-(1-hydroxybutyl)-5- methyl-5H-furan-2-0ne, C₉H₁₃BrO₄, recrystallized from CH₂Cl₂/hexane, m.p. 359-360 K, Mr = 265.1, triclinic, P1, a=5.9067 (4), b=9.4807 (9), c=11.0895(11)Å, α=74.16(1), β=79.96(1), γ=71.87 (1) °, V=565.1 (1)ų, Z=2, F(000)=268, Dx=1.56 Mg m⁻³, λ(Mo Kα)=0.71069 Å, μ=3.59mm⁻¹, room temperature, R=0.044 [wR=0.043, w = l/σ²(F₀)] for 1273 observed reflections [|Fo| > 4σ(F₀)]. In the solid state, which is different from the situation in solution, only the diastereomer having the like configuration is observed. Molecules of the same configuration are linked by hydrogen bonds involving both hydroxyl groups of the same molecule.
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JEFFORD, Charles et al. Structure of Synthetic Bromobeckerelide: a Case of Diastereomeric Selection in the Solid State. In: Acta Crystallographica. C, Crystal Structure Communications, 1990, vol. 46, n° 10, p. 1879-1881. doi: 10.1107/S0108270189014356 https://archive-ouverte.unige.ch/unige:152908

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