Crystal structure of bis-p-anizidinegossypol with an unknown solvate

• Published in: Acta crystallographica. Section E, Crystallographic communications Vol. 71; no. Pt 12; pp. 1421 - 1424
• Main Authors: Honkeldieva, Muhabbat T, Talipov, Samat A, Kunafiev, Rishad, Ibragimov, Bakhtiyar T
• Format: Journal Article
• Language: English
• Published: England International Union of Crystallography 01.12.2015
• Subjects: bis-p-anizidinegossypol; crystal structure; gossypol; porous structure; Research Communications; crystal structure; porous structure; bis-p-anizidinegossypol; gossypol
• ISSN: 2056-9890; 2056-9890
• DOI: 10.1107/S2056989015020393

The title compound, C44H44N2O8, (systematic name: 1,1',6,6'-tetra-hydroxy-5,5'-diisopropyl-8,8'-bis-{[(4-meth-oxy-phen-yl)iminium-yl]meth-yl}-3,3'-dimethyl-2,2'-bi-naphthalene-7,7'-diolate) has been obtained by the addition of p-anizidine to gossypol dissolved in di-chloro-methane. In the solid state, the title compound exists in the enamine or quinoid form. The two naphthyl moieties are inclined to one another by 72.08 (5)°. The pendant phenyl rings are inclined at 22.26 (14) and 23.86 (13)° to the corresponding naphthyl rings. In the crystal, mol-ecules are incorporated into layers through inversion-related pairs of O-H⋯O inter-actions [graph sets R 2 (2)(20) and R 2 (2)(10)] and translation-related O-H⋯O inter-actions [graph set C(15)]. The packing of these layers in the crystal structure gives rise to channels in the [011] direction, with hydro-phobic inter-actions occurring between adjacent layers. The channels are 5-7 Å wide, and the void volume of each cell is 655 Å(3), corresponding to 26.6% of the cell volume. Disordered guest mol-ecules, probably solvent and water mol-ecules, occupy these voids of the crystal; their contribution to the scattering was removed with the SQUEEZE routine [Spek (2015 ▸). Acta Cryst. C71, 9-18] of PLATON [Spek (2009 ▸). Acta Cryst. D65, 148-155].