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Crystal structure and Hirshfeld surface analysis of ethyl 2-[9-(2-hy­droxy­phen­yl)-3,3,6,6-tetra­methyl-1,8-dioxo-2,3,4,4a,5,6,7,8a,9,9a,10,10a-dodeca­hydro­acridin-10-yl]acetate

In the title compound, C(27)H(33)NO(5), a 3,3,6,6-tetra­methyl­tetra­hydro­acridine-1,8-dione ring system carries an ethyl acetate substituent on the acridine N atom and an o-hy­droxy­phenyl ring on the central methine C atom of the di­hydro­pyridine ring. The benzene ring is inclined to the acridin...

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Detalles Bibliográficos
Autores principales: Allah, Omyma A. A. Abd, Kaur, Manpreet, Akkurt, Mehmet, Mohamed, Shaaban K., Jasinski, Jerry P., Elgarhy, Sahar M. I.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8061104/
https://www.ncbi.nlm.nih.gov/pubmed/33953945
http://dx.doi.org/10.1107/S2056989021001341
Descripción
Sumario:In the title compound, C(27)H(33)NO(5), a 3,3,6,6-tetra­methyl­tetra­hydro­acridine-1,8-dione ring system carries an ethyl acetate substituent on the acridine N atom and an o-hy­droxy­phenyl ring on the central methine C atom of the di­hydro­pyridine ring. The benzene ring is inclined to the acridine ring system at an angle of 80.45 (7)° and this conformation is stabilized by an intra­molecular O—H⋯O hydrogen bond between the hy­droxy substituent on the benzene ring and one of the carbonyl groups of the acridinedione unit. The ester C=O oxygen atom is disordered over major and minor orientations in a 0.777 (9):0.223 (9) ratio and the terminal –CH(3) unit of the ethyl side chain is disordered over two sets of sites in a 0.725 (5): 0.275 (5) ratio. In the crystal, C—H⋯O hydrogen bonds combine to link the mol­ecules into a three-dimensional network. van der Waals H⋯H contacts contribute the most to the Hirshfeld surface (66.9%) followed by O⋯H/H⋯O (22.1%) contacts associated with weak hydrogen bonds.