X-ray investigation of gossypol and its derivatives

The first four homologues of the carboxylic acid series and first two homologues of the monohydric alcohol series with gossypol give equimolar H-clathrates with the channel-type structure that are isostructural with gossypolacetic acid. Formic and acetic acids are capable of forming with gossypol a continuous series of solid substitution solutions. The desolvation of the unstable H-clathrates of carboxylic acids and monohydric alcohols form one and the same polymorph of gossypol. By x-ray structural analysis, the structures have been determined of two complexes of gossypol: an H-clathrate with methanol and a solid solution on the replacement of formic acid by acetic acid in a gossypol matrix.