Received 4 December 2012
aDepartment of Physics, Faculty of Arts and Science, Ondokuz Mayis University, TR-55139 Kurupelit-Samsun, Turkey,bDepartment of Chemistry, Faculty of Arts and Science, Ondokuz Mayis University, TR-55139 Kurupelit-Samsun, Turkey, and cDepartment of Medical Services and Techniques, Vocational School of Health Services, Giresun University, TR-28200 Giresun, Turkey
Correspondence e-mail: firstname.lastname@example.org
The title compound, C19H14F3NO2, crystallizes in the keto-amine tautomeric form, with a strong intramolecular N-HO hydrogen bond. The molecule is almost planar; the dihedral angle between the naphthalene ring system and the benzene ring is 4.60 (7)°. In the crystal, molecules are linked into chains along the c axis by C-HO hydrogen bonds. The F atoms of the trifluoromethyl group are disordered over two positions with refined site occupancies of 0.668 (9) and 0.332 (9).
For the biological properties of Schiff bases, see: Lozier et al. (1975). For the coordination chemistry of Schiff bases, see: Kargar et al. (2009); Yeap et al. (2009). For Schiff base tautomerism, see: Hökelek et al. (2000); Odabasoglu et al. (2005). For related strucures, see: Özek et al. (2004); Temel et al. (2010).
Data collection: X-AREA (Stoe & Cie, 2002); cell refinement: X-AREA; data reduction: X-RED32 (Stoe & Cie, 2002); 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); software used to prepare material for publication: WinGX (Farrugia, 2012).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: FY2084 ).
The authors acknowledge the Faculty of Arts and Science, Ondokuz Mayis University, Turkey, for the use of the Stoe IPDS-II diffractometer (purchased under grant No. F279 of the University Research Fund).
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.
Hökelek, T., Kiliç, Z., Isiklan, M. & Toy, M. (2000). J. Mol. Struct. 523, 61-69.
Kargar, H., Jamshidvand, A., Fun, H.-K. & Kia, R. (2009). Acta Cryst. E65, m403-m404.
Lozier, R. H., Bogomolni, R. A. & Stoeckenius, W. (1975). Biophys. J. 15, 955-962.
Odabasoglu, M., Albayrak, C. & Büyükgüngör, O. (2005). Acta Cryst. E61, o425-o426.
Özek, A., Yüce, S., Albayrak, Ç., Odabasoglu, M. & Büyükgüngör, O. (2004). Acta Cryst. E60, o828-o830.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Stoe & Cie (2002). X-AREA and X-RED32. Stoe & Cie, Darmstadt, Germany.
Temel, E., Agar, E. & Büyükgüngör, O. (2010). Acta Cryst. E66, o1131.
Yeap, C. S., Kia, R., Kargar, H. & Fun, H.-K. (2009). Acta Cryst. E65, m570-m571.