Title of article :
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
Author/Authors :
Abd Allah, Omyma A. A. Chemistry Department - Faculty of Science - Sohag University, Egypt , Kaur, Manpreet Department of Chemistry - Keene State College, USA , Akkurt, Mehmet Department of Physics - Faculty of Sciences - Erciyes University, Turkey , Mohamed, Shaaban K. Chemistry and Environmental Division - Manchester Metropolitan University, England , Jasinski, Jerry P. Department of Chemistry - Keene State College, USA , Elgarhy, Sahar M. I. Faculty of Science - Department of Bio Chemistry, Egypt
Abstract :
In the title compound, C27H33NO5, 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 –CH3 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.
Keywords :
3,3,6,6-tetramethyltetrahydroacridine-1,8-dione , acridines. , C—H⋯O hydrogen bonds , O—H⋯O hydrogen bonds
Journal title :
Acta Crystallographica Section E: Crystallographic Communications
