The gossypol-cyclododecanone (1/2) inclusion complex.
Gossypol and cyclododecanone crystallize at room temperature as an inclusion complex in a 1:2 molar ratio. This complex, viz. 1,1',6,6',7,7'-hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-2,2'-binaphthalene-8,8'-dicarboxaldehyde-cyclododecanone (1/2), C(30)H(30)O(8).2C(12)H(22)O, is unusual in that there is limited intermolecular hydrogen bonding within the structure. Each cyclododecanone molecule accepts a hydrogen bond from a gossypol molecule, but there are no gossypol-to-gossypol hydrogen-bond interactions. The gossypol molecules form a framework structure enclosing channels, and the cyclododecanone molecules lie in these channels. In terms of the number of non-H guest atoms, this is the largest gossypol inclusion complex reported to date.
Dowd
Michael K
MK
Commodity Utilization Research Unit, Southern Regional Research Center, ARS, USDA, 1100 Robert E Lee Boulevard, New Orleans, LA 70124, USA. mkdowd@srrc.ars.usda.gov
Stevens
Edwin D
ED
D018360:Crystallography, X-Ray; D006072:Gossypol / Q000737:chemistry*; D006844:Hydrocarbons, Cyclic / Q000737:chemistry*; D006860:Hydrogen Bonding; D007659:Ketones / Q000737:chemistry*; D008968:Molecular Conformation; D015394:Molecular Structure
D006844:Hydrocarbons, Cyclic; D007659:Ketones; D006072:Gossypol