Received 12 December 2012
aSchool of Chemistry, University of Southampton, Highfield, Southampton, SO17 1BJ England, England,bDepartment of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey,cChemistry and Environmental Division, Manchester Metropolitan University, Manchester M1 5GD, England,dChemistry Department, Faculty of Science, Minia University, El-Minia, Egypt, and ePharmaceutical Chemistry Department, Faculty of Pharmacy, Al Azhar University, Egypt
Correspondence e-mail: email@example.com
In the title compound, C19H17NO2, the dihedral angle between the benzene ring and the naphthalene ring system is 9.72 (5)°, while the torsion angle of the C-N-C-C bridging group is 179.24 (17)°. The methyl group of the 1-phenylethanol moiety is disordered over two positions with a refined occupancy ratio of 0.775 (5):0.225 (5). The molecular conformation is stabilized by an intramolecular N-HO hydrogen bond, which generates an S(6) ring motif. In the crystal, molecules are linked by O-HO hydrogen bonds, forming zigzag chains propagating along the c-axis direction. Neighbouring chains are linked via C-HO interactions, forming a two-dimensional slab-like network parallel to the bc plane.
For the biological and industrial properties of Schiff bases, see: Keypour et al. (2009); Suslick & Reinert (1988); Tisato et al. (1994). For the synthesis and coordination chemistry of azomethines, see, for example: Singh & Adhikari (2012). For standard bond lengths, see: Allen et al. (1987). For hydrogen-bond motifs, see: Bernstein et al. (1995).
Data collection: CrystalClear-SM Expert (Rigaku, 2012); cell refinement: CrystalClear-SM Expert; data reduction: CrystalClear-SM Expert; 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), PARST (Nardelli, 1995) and PLATON (Spek, 2009).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: SU2542 ).
The EPSRC National Crystallography Service is gratefully acknowledged for the X-ray diffraction data. The authors are thankful to Manchester Metropolitan and Erciyes Universitry for supporting this study.
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