Methyl 2-{4-chloro-2-[5-chloro-2-(2-methoxy-2-oxoethoxy)benzyl]phenoxy}acetate

In the crystal structure of the title compound, C19H18Cl2O6, molecules are connected via weak C—H⋯π interactions into closely packed dimers.

In the crystal structure of the title compound, C 19 H 18 Cl 2 O 6 , molecules are connected via weak C-HÁ Á Á interactions into closely packed dimers.   Table 1 Hydrogen-bond geometry (Å , ).

Related literature
Cg1 and Cg2 are the centroids of the C1-C6 and C8-C13 aromatic rings, respectively.  (Ertul et al., 2009). The molecule consists of two phenyl rings substituted with a chlorine atom in para position (Fig. 1). The dihedral angle between the planes of the two aromatic rings is 72.40 (14)°. The arrangement of the molecules is influenced by C-H···π interactions between two neighbouring molecules leading to the formation of closely packed dimers (Table 1, Fig. 2). Due to the presence of aromatic rings, the molecules are also connected via system of π-π interactions (Cg1···Cg2 i : 4.7735 (17) Å; Cg1 and Cg2 are the centroids of rings C1-C6 and C8-C13, respectively; symmetry code: (i) 1 -x, 1 -y, 2 -z).

Experimental
All chemicals used were purchased from Fluka and used without further purification. The title compound was synthesized by means of the method published by Ertul et al. (2009)

Refinement
The H atoms were all located in a difference map and repositioned geometrically. The distance between C and H atoms depends on the carbon atom type and are in a range of 0.93-0.97 Å. The isotropic temperature parameters of hydrogen atoms were calculated as 1.2U eq of the parent atom.  View of the title compound, together with atom-labelling scheme. Displacement ellipsoids are shown at the 50% probability level.

Special details
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. 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. The H atoms were all located in a difference map, but those attached to carbon atoms were repositioned geometrically. The distance between C and H atoms depends on the carbon atom type and are in a range of 0.93-0.97 Å. The isotropic temperature parameters of hydrogen atoms were calculated as 1.2*U eq of the parent atom. Unfortunately, the quality of prepared crystals was very low, which lead to the higher R factors.