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Elucidation of the crystal structure of the title ester has established the parent alkaloid to be 4-demethylhasubanonine. In the alkaloid molecule, the five-membered ring containing the nitrogen atom has an envelope conformation with C(14) out-of-plane. The S-OC bond of the p-bromobenzenesulphonyl group is steeply inclined to the bromobenzene plane, and the conformation about the S-OC bond is gauche. The crystals are orthorhombic, space group P212121, Z = 4 in a cell of dimensions a = 8.52, b = 24.23, c = 12.60 Å. The structure was solved by Patterson and Fourier methods from photographic data and refined by least-squares techniques to R 11.3% for 1783 independent reflections.

Type

Journal article

Journal

Journal of the Chemical Society, Perkin Transactions 2

Publication Date

01/12/1972

Pages

1280 - 1283