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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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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
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author Honkeldieva, Muhabbat T.
Talipov, Samat A.
Kunafiev, Rishad
Ibragimov, Bakhtiyar T.
author_facet Honkeldieva, Muhabbat T.
Talipov, Samat A.
Kunafiev, Rishad
Ibragimov, Bakhtiyar T.
author_sort Honkeldieva, Muhabbat T.
collection PubMed
description 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].
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spelling pubmed-47198042016-02-11 Crystal structure of bis-p-anizidinegossypol with an unknown solvate Honkeldieva, Muhabbat T. Talipov, Samat A. Kunafiev, Rishad Ibragimov, Bakhtiyar T. Acta Crystallogr E Crystallogr Commun Research Communications 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]. International Union of Crystallography 2015-11-04 /pmc/articles/PMC4719804/ /pubmed/26870395 http://dx.doi.org/10.1107/S2056989015020393 Text en © Honkeldieva et al. 2015 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Research Communications
Honkeldieva, Muhabbat T.
Talipov, Samat A.
Kunafiev, Rishad
Ibragimov, Bakhtiyar T.
Crystal structure of bis-p-anizidinegossypol with an unknown solvate
title Crystal structure of bis-p-anizidinegossypol with an unknown solvate
title_full Crystal structure of bis-p-anizidinegossypol with an unknown solvate
title_fullStr Crystal structure of bis-p-anizidinegossypol with an unknown solvate
title_full_unstemmed Crystal structure of bis-p-anizidinegossypol with an unknown solvate
title_short Crystal structure of bis-p-anizidinegossypol with an unknown solvate
title_sort crystal structure of bis-p-anizidinegossypol with an unknown solvate
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4719804/
https://www.ncbi.nlm.nih.gov/pubmed/26870395
http://dx.doi.org/10.1107/S2056989015020393
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