Received 25 October 2013
aDepartment of Chemistry, Christ University, Hosur Road, Bangalore 560 029, Karnataka, India,bDepartment of Chemistry, Faculty of Science, Eastern University, Sri Lanka, Chenkalady, Sri Lanka, and cDepartment of Applied Chemistry, Cochin University of Science and Technology, Kochi 682 022, India
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The asymmetric unit of the title compound, C14H11FN2O, contains two independent molecules, both of which adopt the E conformation with respect to the azomethine C=N bond. The molecules are non-planar, with dihedral angles of 26.92 (12) and 11.36 (11)° between the benzene and phenyl rings. In the crystal, molecules are linked through N-HO=C and N-HN hydrogen bonds into chains along . C-HO contacts link these chains into layers parallel to (001). The three-dimensional crystal packing is stabilized by - interactions, the shortest separation between the centroids of benzene rings being 3.884 (1) Å.
For catalytic properties of hydrazones, see: Heravi et al. (2007). For their use as inhibitors of enzymes, see: Tamasi et al. (2005) and for their biological activity, see: Sreeja et al. (2004). For the synthesis of related compounds, see: Mangalam & Kurup (2011). For a related structure, see: Nair et al. (2012).
Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); 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, 2010); software used to prepare material for publication: SHELXL97 and publCIF (Westrip, 2010).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: YK2100 ).
PBS is thankful to the Center for Research, Christ University, for financial assistance. NA thanks the University Grants Commission (India) for a Junior Research Fellowship. MRPK thanks the University Grants Commission, New Delhi, for a UGC-BSR one-time grant to faculty. The authors thank the Sophisticated Analytical Instruments Facility, Cochin University of S & T, for the diffraction measurements.
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