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Acta Crystallogr E Crystallogr Commun. 2015 Nov 25;71:o989-90. doi: 10.1107/S2056989015022240. eCollection 2015 Dec 01.

Crystal structure of ethyl 2-[9-(5-bromo-2-hy-droxy-phen-yl)-1,8-dioxo-1,2,3,4,5,6,7,8,9,10-deca-hydro-acridin-10-yl]acetate.

Acta crystallographica. Section E, Crystallographic communications

Shaaban K Mohamed, Mehmet Akkurt, Jerry P Jasinski, Antar A Abdelhamid, Asmaa H Tamam, Mustafa R Albayati

Affiliations

  1. Chemistry and Environmental Division, Manchester Metropolitan University, Manchester M1 5GD, England; Chemistry Department, Faculty of Science, Minia University, 61519 El-Minia, Egypt.
  2. Department of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey.
  3. Department of Chemistry, Keene State College, 229 Main Street, Keene, NH 03435-2001, USA.
  4. Chemistry Department, Faculty of Science, Sohag University, 82524 Sohag, Egypt.
  5. Kirkuk University, College of Science, Department of Chemistry, Kirkuk, Iraq.

PMID: 26870566 PMCID: PMC4719938 DOI: 10.1107/S2056989015022240

Abstract

In the title compound, C23H24BrNO5, the central 1,4-di-hydro-pyridine ring of the 1,2,3,4,5,6,7,8,9,10-deca-hydro-acridine ring system adopts a half-chair conformation. The two cyclo-hexene rings fused to the central ring both have a twisted-boat conformation. The mean planes of the bromo-hydroxy-phenyl ring and the major and minor components of the disordered ethyl amino-acetate moiety make dihedral angles of 78.99 (12), 85.9 (2) and 88.3 (9)°, respectively, with the 1,4-di-hydro-pyridine ring. The terminal ethyl group of the ethyl amino-acetate moiety is disordered over two sets of sites with refined occupancies of 0.768 (17) and 0.232 (17). The mol-ecular conformation is stabilized by an intra-molecular O-H⋯O hydrogen bond, forming an S(8) ring motif. In the crystal, C-H⋯O hydrogen bonds connect the mol-ecules into layers parallel to (001), enclosing R 1 (2)(7) ring motifs.

Keywords: acridines; crystal structure; hydrogen bonding; hydro­acridinones

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