Received 17 October 2013
aDepartment of Studies and Research in Chemistry, Tumkur University, Tumkur, Karnataka 572 103, India,bSolid State and Structural Chemistry Unit, Indian Institute of Science, Bangalore, India,cDepartment of Studies and Research in Physics, U.C.S., Tumkur University, Tumkur, Karnataka 572 103, India, and dDepartment of Studies and Research in Chemistry, U.C.S., Tumkur University, Tumkur, Karnataka 572 103, India
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In the title compound, C15H13F3N2O2·H2O, the dihedral angle between the benzene and pyridine rings is 74.97 (1)°. The -CF3 group attached to the benzene ring is syn to the C=O bond in the adjacent side chain. In the crystal, molecules are linked to one another through the water molecules by strong N-HO, O-HO and O-HN hydrogen bonds, forming a ladder-type network. The benzamide molecules are also linked to one another through C-HF interactions, forming C(6) chains parallel to the b-axis direction. Aromatic - stacking interactions [centroid-centroid separations = 3.7150 (1) and 3.7857 (1) Å] between adjacent pairs of pyridine and benzene rings are also observed, resulting in a three-dimensional architecture are also observed.
For hydrogen-bond motifs, see: Bernstein et al. (1995). For the biological activity of amides, see: Manojkumar et al. (2013a,b); Sreenivasa et al. (2013c). For the importance of amides containing trifluoromethyl substituents as pharmacophores, see: Sreenivasa et al. (2013a) and for amides providing structural rigidity to the molecules, see: Sreenivasa et al. (2013b).
Data collection: APEX2 (Bruker, 2009); cell refinement: APEX2 and SAINT-Plus (Bruker, 2009); data reduction: SAINT-Plus and XPREP (Bruker, 2009); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: Mercury (Macrae et al., 2008); software used to prepare material for publication: SHELXL97.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: SJ5360 ).
The authors thank Professor T. N. Guru Row, Solid State and Structural Chemistry Unit, Indian Institute of Science, Bangalore, for his help and valuable suggestions.
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