Abstract
The crystal and molecular structure of C39H66INO13 · CH3OH has been determined by single-crystal x-ray diffraction analysis. The compound crystallizes in the monoclinic space, groupP21, witha =14.35(1),b=14.38(1),c =10.91(1) Å, β = 96.10(5) °, andZ = 2. Three-dimensional intensity data were collected on a four-circle fully automated diffractometer. The structure was solved by the heavy-atom method. The positions of all atoms have been refined by block-diagonal and full-matrix least squares, using anisotropic temperature factors. The finalR value was 0.109 for 2194 independent reflections. The analysis does not confirm the hypothetical structure proposed by the Eli Lilly group, as far as a position of a cyclic carbonate moiety is concerned. They postulated that the cyclic carbonate moiety was attached to C(9) and C(11) of the erythronolide. The results obtained by us show that the cyclic carbonate moiety is attached to C(11) and C(12). The absolute configuration of the asymmetric centers agrees fully with that established for erythromycinA.
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Hempel, A., Bogucka-Ledóchowska, M., Dauter, Z. et al. Crystal and molecular structure of anhydroerythromycinA cyclic carbonateN-methyl iodide. Journal of Crystal and Molecular Structure 5, 387–401 (1975). https://doi.org/10.1007/BF01291007
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DOI: https://doi.org/10.1007/BF01291007