196. “Structure of synthetic bromobeckerelide. A case of diastereomeric selection in the solid state”
     Jefford, C.W.; Jaggi, D.; Boukouvalas, J.; Bernardinelli, G.
     Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 1990, 46, 1879-1881.

4-Bromo-5-hydroxy-3-(1-hydroxybutyl)-5- methyl-5H-furan-2-0ne, C?H??BrO?, recrystallized from CH?Cl?/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(F?)] for 1273 observed reflections [|Fo| > 4σ(F?)]. 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.

DOI : 10.1107/S0108270189014356 

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