Diiodido{2-[(4-methoxyphenyl)iminomethyl]pyridine-κ2 N,N′}zinc

In the title complex, [ZnI2(C13H12N2O)], the ZnII atom has a distorted tetrahedral coordination. The organic ligand is bidentate, coordinating the ZnII atom via the two N atoms. The benzene and pyridine rings are oriented at a dihedral angle of 11.67 (9)°. In the crystal, weak C—H⋯I and C—H⋯O hydrogen bonds are observed, in addition to π–π stacking interactions, with a centroid–centroid distance of 3.72 (5) Å.

In the title complex, [ZnI 2 (C 13 H 12 N 2 O)], the Zn II atom has a distorted tetrahedral coordination. The organic ligand is bidentate, coordinating the Zn II atom via the two N atoms. The benzene and pyridine rings are oriented at a dihedral angle of 11.67 (9) . In the crystal, weak C-HÁ Á ÁI and C-HÁ Á ÁO hydrogen bonds are observed, in addition tostacking interactions, with a centroid-centroid distance of 3.72 (5) Å .
The molecular structure of the title complex, and the atom numbering scheme are shown in Fig. 1. The metal centre has a tetrahedral coordination which shows signficant distortion, mainly due to the presence of the five-membered chelate ring. The endocyclic N1-Zn1-N2 angle is much narrower than the ideal tetrahedral angle of 109.5, whereas the opposite I1-Zn1-I2 angle is much wider than the ideal tetrahedral angle. The Zn-I and Zn-N bond dimensions compare well with the values found in other tetrahedral Schiff base adducts of Zinc iodode (Talei Bavil Olyai et al. (2008); Khalaj et al., (2008); Wriedt et al., (2008)). In the crystal, weak C-H···I and C-H···O hydrogen bonds are observed in addition to π-π stacking interactions with a centroid to centroid distance of 3.72 (5) Å for Cg1···Cg2 i (where Cg1 and Cg2 are centroids of the N1-C1-C5 and C7-C12 rings; symmetry code: 1 -x, -y, 1 -z) fig. 2.

Experimental
The title complex was prepared by the reaction of ZnI 2 (31.9 mg, 0.1 mmol) and (4-methoxyphenyl)pyridin-2-ylmethyleneamine (21.2 mg, 0.1 mmol) in 15 ml of acetonitrile at room temperature. The solution was allowed to stand at room temperature and yellow crystals of the title compound suitable for X-ray analysis precipitated within few days.

Refinement
H atoms were placed in calculated positions with C-H = 0.95-0.98 Å and included in the refinement with U iso (H) = 1.2U eq (C) or 1.5U eq (C methyl ).

Computing details
Data collection: APEX2 (Bruker, 2007); cell refinement: APEX2 (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009); software used to prepare material for publication:   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.