Received 12 December 2012
aDepartment of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey,bSchool of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, England,cChemistry and Environmental Division, Manchester Metropolitan University, Manchester M1 5GD, England,dChemistry Department, Faculty of Science, Minia University, El-Minia, Egypt, and eDepartment of Chemistry, Sohag University, 82524 Sohag, Egypt
Correspondence e-mail: email@example.com
In the title molecule, C14H15NO3, the ring system is essentially planar, with an r.m.s. deviation of 0.003 Å. The atoms of the ethane-1,2-diol group were refined as disordered over two sets of sites in a ratio of 0.815 (3):0.185 (3). The molecular conformation is stabilized in part by an intramolecular N-HO hydrogen bond, which forms an S(6) ring. In the crystal, molecules are connected by N-HO and O-HO hydrogen bonds, forming a two-dimensional network parallel to (100). The network also features weak C-HO hydrogen bonds. Weak C-H interactions also observed.
For pharmaceutical and industrial applications of azomethines, see: Prakash & Adhikari (2011). For the effect of hydrophilicity on drug properties, see: Lin & Lu (1997). 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: PLATON (Spek, 2009); software used to prepare material for publication: WinGX (Farrugia, 2012) and PLATON.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LH5572 ).
This work was supported by the Ministry of Higher Education of Egypt under the collaporative PhD program 2012. The EPSRC National Crystallography Service is gratefully acknowledged for the X-ray diffraction measurementss. The authors are thankful to Manchester Metropolitan University, Sohag University and Erciyes Universitry for supporting this study.
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