Gossypol is secondary metabolite that play diverse role in plant adaptation to environment. Obtained from cottonseeds gossypol has valuable biological properties and forms an abundant number of clathrates with a large variety of compounds. One of the primary reasons why gossypol can form clathrates is its ability to organize extensive hydrogen bonding networks due to its hydroxyl and aldehyde functional groups. Less hundred clathrates as single crystals have been obtained and their crystallographic parameters have been determined. Solutions were prepared by adding 0.5 g of gossypol and 6.0 ml (6.3 g) of acetic acid, 4.0 ml (3 g) of acetone, 5.0 ml (4.5 g) of ethyl acetate, 2 ml (2.0 g) of 1,4-dioxane, 9.0 ml (13.4 g) of chloroform, 11.0 ml (9.6 g) of benzene to six small glasses vials at room temperature. The structures of 30 inclusion complexes have been solved by diffraction methods. This natural polyphenol forms stable clathrates with acetic acid, acetone, ethyl acetate, 1,4-dioxane, chloroform and benzene. This work describes investigation of gossypol clathrates by single-crystal diffraction and thermal analysis.