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), C₃₀H₃₀O₈·2C₁₂H₂₂O, 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.