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The crystal structure and absolute configuration of the title compound, C17H22NO3+.Br-, the hydrobromide salt of the alkaloid galanthamine, is reported. The tetrahydroazepine ring is in a chair conformation, the dihydrofuran ring in an envelope conformation and the cyclohexene ring between an envelope and a half-chair conformation. The axial hydroxyl group forms an intramolecular hydrogen bond with the O atom of the dihydrofuran ring. The N-methyl group is in an axial position while in galanthamine it is in an equatorial position.

Supporting information

cif

Crystallographic Information File (CIF)
Contains datablocks X, Y

fcf

Structure factor file (CIF format)
Contains datablock r113675

CCDC reference: 129065

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