catena-Poly[[(1,10-phenanthroline-κ2 N,N′)copper(II)]-μ-2,2′-iminodibenzoato-κ4 O,O′:O′′,O′′′]

The structure of the title compound, [Cu(C14H9NO4)(C12H8N2)]n, consists of zigzag polymeric chains along the c axis. The asymmetric unit contains one CuII atom which is coordinated by one 2,2′-iminodibenzoate ligand and a one phenanthroline unit. Two intramolecular N—H⋯O hydrogen bonds occur. The supramolecular structure is characterized by weak C—H⋯O hydrogen bonds and π–π stacking interactions, forming a three-dimensional supramolecular network. The shortest centroid–centroid distances between neighbouring phenanthroline aromatic rings and 2,2′-iminodibenzoate rings are 3.684 (1) and 3.640 Å, respectively. The shortest intrachain Cu⋯Cu distance is 7.2885 (9) and the shortest Cu⋯Cu distance between Cu atoms in different chains is 7.1103 (6) Å.

The structure of the title compound, [Cu(C 14 H 9 NO 4 )-(C 12 H 8 N 2 )] n , consists of zigzag polymeric chains along the c axis. The asymmetric unit contains one Cu II atom which is coordinated by one 2,2 0 -iminodibenzoate ligand and a one phenanthroline unit. Two intramolecular N-HÁ Á ÁO hydrogen bonds occur. The supramolecular structure is characterized by weak C-HÁ Á ÁO hydrogen bonds andstacking interactions, forming a three-dimensional supramolecular network. The shortest centroid-centroid distances between neighbouring phenanthroline aromatic rings and 2,2 0 -iminodibenzoate rings are 3.684 (1) and 3.640 Å , respectively. The shortest intrachain CuÁ Á ÁCu distance is 7.2885 (9) and the shortest CuÁ Á ÁCu distance between Cu atoms in different chains is 7.1103 (6) Å .
The structure of this compound consists of neutral chains of formula [Cu(C 14 H 9 NO 4 )(C 12 H 8 N 2 )] n , growing along the caxis, in a zigzag mode, where the 2,2′-iminodibenzoate (IDC 2-) units act as linkers between two Cu(II) ions, in a bisbidentate mode, and the phenanthroline molecules are placed out-of-chain. The whole compound adopts a three dimensional supramolecular structure by weak π-π stacking. The shortest intra-and interchain copper···copper distances not planar, with a maximum deviation of 1.472 (5) Å for C10 from the mean plane, being the dihedral angle between the two aromatic rings 52.25 (3)°, which is greater than those already reported (Field et al., 2002;Gao et al., 2009).

Intramolecular hydrogen bond interactions exist inside the 2,2′-iminodibenzoate unit between the nitrogen atom [N1]
from the amino group and two oxygen atoms [O2 and O3] from the carboxylate groups. The intermolecular π-π stacking interaction exists in between two aromatic rings of two neighbor phenantrolines and also between the aromatic rings of two neighbor 2,2′-iminodibenzoate moieties. These weak π-π interactions, stabilize the crystal structure of the complex.

Experimental
All the reagents, phenanthroline, 2,2′-Iminodibenzoic acid, and the metallic salt Cu(NO 3 ) 2 .3H 2 O, were purchased from commercial sources and used as received with no further purifications. An aqueous solution containing Cu(NO 3 ) 2 .3H 2 O (1 mmol, 0.0242 g), Iminodibenzoic acid (1 mmol, 0.0257 g) and phenanthroline, ((2 mmol, 0.0361 g), was stirred during 30 minutes and placed in a 25 mL Teflon-lined autoclave and then heated at 120°C during 48 h. Dark green crystals were obtained by filtration, washed with water and dried in air. Ca.
36% yield based on Cu.

Refinement
All H atoms could be located in a difference Fourier synthesis but were placed in calculated positions and refined as riding on their parent atoms, using SHELXL (Sheldrick, 2008) defaults. program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2006); software used to prepare material for publication: WinGX publication routines (Farrugia, 2012).

Figure 1
The molecular structure of the title compound, showing the atom-labelling scheme and displacement ellipsoids drawn at the 50% probability level. [Symmetry codes:  A view showing part of the three-dimensional supramolecular network linked by weak π-π stacking interactions (yellow dotted lines).

catena-Poly[[(1,10-phenanthroline-κ 2 N,N′)copper(II)]-µ-2,2′-iminodibenzoato-κ 4 O,O′:O′′,O′′′]
Crystal data 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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å 2 )
x y z U iso */U eq