{9-Hexyl-2-[2-phenyl-6-(pyridin-2-yl)pyridin-4-yl]-9H-carbazole}diiodidozinc

In the title compound, [ZnI2(C34H31N3)], the ZnII atom is four-coordinated by two I atoms and the pyridine N atoms from the bidentate 6′-phenyl-2,2′-bipyridine ligand in a distorted tetrahedral geometry.

In the title compound, [ZnI 2 (C 34 H 31 N 3 )], the Zn II atom is four-coordinated by two I atoms and the pyridine N atoms from the bidentate 6 0 -phenyl-2,2 0 -bipyridine ligand in a distorted tetrahedral geometry.

Comment
In recent years, 6′-phenyl-2,2′-bipyridine based materials have attracted considerable interests because they have significant applications in optoelectronic functional materials (Prokhorov et al., 2011). In addition, zinc complexes are particularly attractive and most studied for their biocompatibility (Gao et al., 2009). Herewith, in this study, we report the crystal structure of the title compound (I).
In (I) (Fig.1), the Zn II atom is four-coordinated by two I atoms and the N atoms from 6′-phenyl-2,2′-bipyridine rings in a distorted tetrahedral geometry and with the coordinated pyridine moities oriented in an almost coplanar fashion with a dihedral angle of 12.68 (1)°, which is larger than what is reported in the literature, with formula [ZnCl 2 (C 12 H 12 N 2 )] (II) (7.57°) (Alizadeh et al., 2009), the reason is that the introduction of benzene increases steric hindrance. Zn-I bond distances are 2.5396 (6) and 2.5623 (6) Å, which are within normal range. Compared to (II),the distances of Zn-N are a little larger. I-Zn-I and N-Zn-N bond angles are 118.56 (2)° and 80.1 (1)°, which is smaller than that of (II), respectively.

Refinement
All hydrogen atoms were placed in geometrically idealized positions and constrained to ride on their parent atoms, with C -H = 0.93-0.97 Å and U iso (H) = 1.2-1.5 U eq .  The molecular structure of (I), with the atom-numbering scheme. Displacement ellipsoids are drawn at the 30% probability level. H atoms have been omitted.

{9-Hexyl-2-[2-phenyl-6-(pyridin-2-yl)pyridin-4-yl]-9H-carbazole}diiodidozinc
where P = (F o 2 + 2F c 2 )/3 (Δ/σ) max = 0.020 Δρ max = 1.10 e Å −3 Δρ min = −0.92 e Å −3 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.