Crystal structure of Schiff base derivative of gossypol with 3,6,9-trioxa-decylamine

Crystals of the Schiff base derivative of gossypol with 3,6,9-trioxa-decylamine were examined using X-ray diffraction, FT-IR and CPMAS spectroscopy. The Schiff base crystallizes as a racemate in the space group C2/c with a = 24.390(5), b = 12.026(2), c = 14.810(3) Angstrom, beta = 102.78(3)degrees, and Z = 4. The results of the FT-IR, and CPMAS study of the crystals are in agreement with the X-ray data. The FT-IR spectrum of the crystals shows that the OH groups at position 1,1' and 6,6' as well as the N-16-H proton are involved in weak intermolecular and intramolecular hydrogen bonds, respectively. The FTIR and CPMAS spectral behaviour is in agreement with the crystallographic results demonstrating the existence of the enamine-enamine tautomeric form of the Schiff base studied. (C) 2003 Elsevier Science B.V. All rights reserved.