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

The title compound, C(44)H(44)N(2)O(8), (systematic name: 1,1′,6,6′-tetra­hydroxy-5,5′-diisopropyl-8,8′-bis­{[(4-meth­oxy­phen­yl)iminium­yl]meth­yl}-3,3′-dimethyl-2,2′-bi­naphthalene-7,7′-diolate) has been obtained by the addition of p-anizidine to gossypol dissolved in di­chloro­methane. In the so...

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Detalles Bibliográficos
Autores principales: Honkeldieva, Muhabbat T., Talipov, Samat A., Kunafiev, Rishad, Ibragimov, Bakhtiyar T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4719804/
https://www.ncbi.nlm.nih.gov/pubmed/26870395
http://dx.doi.org/10.1107/S2056989015020393
Descripción
Sumario:The title compound, C(44)H(44)N(2)O(8), (systematic name: 1,1′,6,6′-tetra­hydroxy-5,5′-diisopropyl-8,8′-bis­{[(4-meth­oxy­phen­yl)iminium­yl]meth­yl}-3,3′-dimethyl-2,2′-bi­naphthalene-7,7′-diolate) has been obtained by the addition of p-anizidine to gossypol dissolved in di­chloro­methane. 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, mol­ecules are incorporated into layers through inversion-related pairs of O—H⋯O inter­actions [graph sets R (2) (2)(20) and R (2) (2)(10)] and translation-related O—H⋯O inter­actions [graph set C(15)]. The packing of these layers in the crystal structure gives rise to channels in the [011] direction, with hydro­phobic inter­actions 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 mol­ecules, probably solvent and water mol­ecules, 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].