The structure and absolute configuration of acetomycin.
C10H14O5, Mr = 214.22, orthorhombic, P2(1)2(1)2(1), a = 14.1084 (6), b = 10.6443 (3), c = 7.1970 (1) A, V = 1080.80 (6) A3, Z = 4, D chi = 1.317 Mg m-3, Cu K alpha, lambda = 1.5418 A, mu = 0.8571 mm-1, F(000) = 456, T = 293 K, R = 0.052 for 816 observed [3 sigma (I)] Friedel pairs. The determined absolute configuration may be described as 3S, 4R, 5R, the five-membered ring having an envelope conformation, with the bulky substituents at cis positions. The bond lengths and angles are in agreement with those of the bromoacetoxy derivative.
Cano
F H
FH
UEI Cristalografia, Instituto de Quimica-Fisica Rocasolano, CSIC, Madrid, Spain.
Foces-Foces
C
C
Elguero
J
J
D000900:Anti-Bacterial Agents; D005663:Furans; D006860:Hydrogen Bonding; D008958:Models, Molecular; D008968:Molecular Conformation; D014961:X-Ray Diffraction / Q000379:methods
D000900:Anti-Bacterial Agents; D005663:Furans; C047794:acetomycin