Received 30 September 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, Mini University, 61519 El-Minia, Egypt,eDepartment of Chemistry, Faculty of Science, Sohag University, 82524 Sohag, Egypt, and fKirkuk University, College of Science, Department of Chemistry, Kirkuk, Iraq
Correspondence e-mail: email@example.com
The conformation adopted by the title compound, C20H21N3O3, in the crystal is `J'-shaped and 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, forming dimers with R22(8) motifs. Furthermore, these dimers connect to each other via C-HO and N-HO hydrogen bonds to form a three-dimensional network.
For general medical applications of non-steriodal anti-inflammatory drugs (NSAIDs), see: Richy et al. (2004). For the undesirable side effects of such drugs, see: Allison et al. (1992); McMahon (2001); Rocha et al. (2001); Halen et al. (2009). For a similar structure, see: Mague et al. (2013). For hydrogen-bond motifs, see: Bernstein et al. (1995).
Data collection: APEX2 (Bruker, 2013); cell refinement: SAINT (Bruker, 2013); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXL2013 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: WinGX (Farrugia, 2012) and PLATON (Spek, 2009).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: SJ5357 ).
The authors are deeply grateful to Tulane University, Erciyes University and Manchester Metropolitan University for supporting this study.
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