Trichlorido(4,4′-dimethyl-2,2′-bipyridine-κ2 N,N′)(methanol-κO)indium(III) methanol monosolvate

In the title compound, [InCl3(C12H12N2)(CH3OH)]·CH3OH, the InIII atom is six-coordinated in a distorted octahedral geometry by two N atoms from a chelating 4,4′-dimethyl-2,2′-bipyridine ligand, one O atom from a methanol molecule and three Cl atoms. In the crystal, intermolecular O—H⋯O and O—H⋯Cl hydrogen bonds link the complex and solvent methanol molecules. Intramolecular C—H⋯Cl hydrogen bonds are also present in the complex.

We are grateful to the Islamic Azad University, Omidieh Branch, for financial support.  (Shirvan & Haydari Dezfuli, 2012). We report herein the synthesis and crystal structure of the title compound, (I).
In the title compound ( Fig. 1), the In III atom is six-coordinated in a distorted octahedral geometry by two N atoms from a chelating 4,4′-dmbipy ligand, one O atom from a methanol molecule and three Cl atoms. There is also one solvent methanol molecule in the asymmetric unit. The In-Cl, In-N and In-O bond lengths and angles are within normal range. In the crystal, intermolecular O-H···O and O-H···Cl hydrogen bonds link the complex and solvent methanol molecules ( Fig. 2, Table 1). Intramolecular C-H···Cl hydrogen bonds are present in the complex.

Experimental
For the preparation of the title compound, a solution of 4,4′-dmbipy (0.30 g, 1.65 mmol) in methanol (20 ml) was added to a solution of InCl 3 .4H 2 O (0.48 g, 1.65 mmol) in methanol (20 ml). The resulting colorless solution was stirred for 10 min at room temperature and then it was left to evaporate slowly at room temperature. After six days, colorless block crystals of the title compound were isolated (yield: 0.62 g, 80.0%).

Refinement
H atoms bonded to C atoms and O2 atom were positioned geometrically and refined as riding atoms, with C-H = 0.93 (aromatic) and 0.96 (CH 3 ) and O-H = 0.82 Å and with U iso (H) = 1.2(1.5 for hydroxyl)U eq (C, O). H atom bonded to O1 atom was located from a difference Fourier map and refined isotropically. The highest residual electron density was found at 0.86 Å from In1 atom and the deepest hole at 0.91 Å from In1 atom. program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997) and Mercury (Macrae et al., 2006); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figure 1
The molecular structure of the title compound. Displacement ellipsoids are drawn at the 30% probability level.

sup-3
Acta Cryst. (2012). E68, m1189-m1190 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