Ethyl 2-(quinolin-8-yloxy)acetate monohydrate

In the title compound, C13H13NO3·H2O, the dihedral angle between the ethyl ester group [C—C—O—C(=O); maximum deviation = 0.003 (2) Å] and the quinoline ring system is 7.94 (12)°. The water solvent molecule is linked to the title molecule via O—H⋯O and O—H⋯N hydrogen bonds. In the crystal, molecules are linked by C—H⋯O hydrogen bonds, forming chains propagating along [100].

In the title compound, C 13 H 13 NO 3 ÁH 2 O, the dihedral angle between the ethyl ester group [C-C-O-C( O); maximum deviation = 0.003 (2) Å ] and the quinoline ring system is 7.94 (12) . The water solvent molecule is linked to the title molecule via O-HÁ Á ÁO and O-HÁ Á ÁN hydrogen bonds. In the crystal, molecules are linked by C-HÁ Á ÁO hydrogen bonds, forming chains propagating along [100].

Experimental
In the crystal, molecules are linked by C-H···O hydrogen bonds (Table 1) forming chains propagating along the a axis direction (Fig. 2).

Experimental
A mixture of 8-hydroxy quinoline(0.01 mol) and ethyl chloroacetate (0.015 mol) in the presence of dry acetone (50 ml) and anhydrous potassium carbonate (0.015 mol) was refluxed for 8 h. The residual mass was triturated with cold water to remove potassium carbonate and extracted with ether (30 ml). The ether layer was washed with 10% sodium hydroxide solution (350 ml) followed by water (330 ml) and then dried over anhydrous sodium sulfate and evaporated to dryness.

Refinement
The water molecule H atoms were located in a difference Fourier map and freely refined. The C-bound H atoms were positioned geometrically and treated as riding atoms: C-H distances of 0.93-0.97 Å with U iso (H) = 1.5U eq (methyl C) and = 1.2U eq (C) for other H atoms.

Computing details
Data collection: CrysAlis PRO (Oxford Diffraction, 2010); cell refinement: CrysAlis PRO (Oxford Diffraction, 2010); 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: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: PLATON (Spek, 2009 Table 1 for details). Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > σ(F 2 ) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.