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) Å, β=102.78(3)°, 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 N₁₆-H proton are involved in weak intermolecular and intramolecular hydrogen bonds, respectively. The FTIR and CP-MAS spectral behaviour is in agreement with the crystallographic results demonstrating the existence of the enamine-enamine tautomeric form of the Schiff base studied.