Received 17 September 2013
aP. S. Science and H. D. Patel Arts College, S. V. Campus, Kadi, Gujarat, 382 715, India,bDepartment of Physics, Bhavan's Sheth R. A. College of Science, Ahmedabad, Gujarat, 380 001, India, and cDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
Correspondence e-mail: Edward.Tiekink@gmail.com
In the title compound, C20H27N5O3, the central piperazine ring adopts a chair conformation, with the N-bound carboxylate and methylene substituents occupying bisectional and equatorial orientations, respectively. A twist is evident between the aromatic rings [dihedral angle = 25.61 (9)°] but an intramolecular O-HN hydrogen bond persists between these. Supramolecular tapes along [1-10] are formed in the crystal packing through N(amino)-HO(hydroxyl) and N(amino)-HN(pyrimidinyl) hydrogen bonds, and these are linked into layers in the ab plane by - interactions [inter-centroid distance between pyrimidinyl rings = 3.5919 (9) Å].
For the biological activity of pyrimidine-containing heterocyclic compounds, see: Topalis et al. (2011); Sbardella et al. (2011); Zhang et al. (2011). For the synthesis, see: Patel et al. (2011).
Data collection: APEX2 (Bruker, 2004); cell refinement: APEX2 and SAINT (Bruker, 2004); 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 DIAMOND (Brandenburg, 2006); software used to prepare material for publication: publCIF (Westrip, 2010).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HG5347 ).
The authors are grateful to the Department of Science and Technology (DST), and SAIF, IIT Madras, Chennai, India, for the X-ray data collection. MCP is thankful to the University Grant Commission, New Delhi, India, for research funding under research project No. 39-715/2010(SR). The authors also thank the Ministry of Higher Education, Malaysia, for funding structural studies through the High-Impact Research scheme (UM.C/HIR-MOHE/SC/03).
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