Received 16 August 2013
aDepartment of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey,bDepartment of Chemistry, Tulane University, New Orleans, LA 70118, USA,cChemistry and Environmental Division, Manchester Metropolitan University, Manchester M1 5GD, England,dChemistry Department, Faculty of Science, Minia University, 61519 El-Minia, Egypt,eKirkuk University, College of Science, Department of Chemistry, Kirkuk, Iraq,fDepartment of Organic Chemistry, Faculty of Science, Institute of Biotechnology, Granada University, Granada E-18071, Spain, and gDepartment of Chemistry, Sohag University, 82524 Sohag, Egypt
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The title compound, C21H21N3O2, adopts a J-shaped conformation which appears to be at least partially directed by a weak intramolecular C-HN hydrogen bond. In the crystal, molecules are linked by N-HO hydrogen bonds into R22(8) and R22(14) cyclic dimers, which form a chain running parallel to the b axis.
For general background to side-effect toxicity of non-steroidal anti-inflammatory drugs (NSAIDs), see: Agrawal et al. (2010); Champion et al. (1997); Allan & Fletcher (1990). For reduction of GI toxicity attributed to NSAIDs, see: Halen et al. (2009); Schoen & Vender (1989); Mitchell & Warner (1999). For hydrogen-bond motifs, see: Etter et al. (1990).
Data collection: APEX2 (Bruker, 2013); cell refinement: SAINT (Bruker, 2013); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012) and PLATON (Spek, 2009); software used to prepare material for publication: WinGX (Farrugia, 2012) and PLATON.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: QM2100 ).
Manchester Metropolitan University, Tulane University and Erciyes University are gratefully acknowledged for supporting this study.
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