Received 19 October 2012
aDepartment of Chemistry, Yuvaraja's College, Mysore 570 005, India,bDepartment of Chemistry, Keene State College, 229 Main Street, Keene, NH 03435-2001, USA, and cDepartment of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570 006, India
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In the title compound, C17H13NO2, two molecules crystallize in the asymmetric unit. The dihedral angle between the mean planes of the quinoline and benzene rings are 78.3 (4) and 88.2 (3)°. The carboxylate group is twisted slightly from the quinoline ring by 7.1 (2) and 13.3 (4)°, respectively. In the crystal, weak C-HO interactions are observed. Further stabilization is provided by weak - stacking interactions, with centroid-centroid distances of 3.564 (9)/3.689 (2) and 3.830 (1)/3.896 (5)Å, respectively.
For heterocycles in natural products, see: Morimoto et al. (1991); Michael (1997). For heterocycles in fragrances and dyes, see: Padwa et al. (1999). For heterocycles in biologically active compounds, see: Markees et al. (1970); Campbell et al. (1988). For quinoline alkaloids used as efficient drugs for the treatment of malaria, see: Robert & Meunier, (1998). For quinoline as a privileged scaffold in cancer drug discovery, see: Solomon & Lee (2011). For related structures, see: Dobrzynska & Jerzykiewicz, (2004); Butcher et al. (2007); Jing & Qin (2008); Jasinski et al. (2010). For bond lengths, see Allen et al. (1987).
Data collection: CrysAlis PRO (Oxford Diffraction, 2010); cell refinement: CrysAlis PRO; data reduction: CrysAlis RED (Oxford Diffraction, 2010); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Bruker, 2000); software used to prepare material for publication: SHELXTL.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BQ2377 ).
EF thanks Yuvaraja's college, UOM for providing the research facilities and also to Dr. S. Nagarajan, Senior Scientist at CFTRI for giving valuable suggestions. JPJ acknowledges the NSF-MRI program (grant No·CHE1039027) for funds to purchase the X-ray diffractometer.
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