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

Sadif A Shirvan; Sara Haydari Dezfuli

doi:10.1107/S1600536812035490

. 2012 Aug 23;68(Pt 9):m1189–m1190. doi: 10.1107/S1600536812035490

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

Sadif A Shirvan ^a,^*, Sara Haydari Dezfuli ^a

PMCID: PMC3435608 PMID: 22969481

Abstract

In the title compound, [InCl₃(C₁₂H₁₂N₂)(CH₃OH)]·CH₃OH, the In^III 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.

Related literature

For related structures, see: Abedi et al. (2012 ▶); Ahmadi et al. (2008 ▶); Alizadeh et al. (2010 ▶); Amani et al. (2009 ▶); Dong et al. (1987 ▶); Hojjat Kashani et al. (2008 ▶); Ilyuhin & Malyarick (1994 ▶); Kalateh, Ahmadi et al. (2008 ▶); Kalateh, Ebadi et al. (2008 ▶); Kalateh et al. (2010 ▶); Malyarick et al. (1992 ▶); Shirvan & Haydari Dezfuli (2011 ▶, 2012 ▶); Yousefi et al. (2008 ▶).

Experimental

Crystal data

[InCl₃(C₁₂H₁₂N₂)(CH₄O)]·CH₄O
M _r = 469.49
Monoclinic,
a = 12.0318 (6) Å
b = 10.3751 (4) Å
c = 15.2626 (7) Å
β = 91.981 (4)°
V = 1904.11 (15) Å³
Z = 4
Mo Kα radiation
μ = 1.67 mm⁻¹
T = 298 K
0.30 × 0.25 × 0.23 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T _min = 0.621, T _max = 0.699
11231 measured reflections
3747 independent reflections
3200 reflections with I > 2σ(I)
R _int = 0.064

Refinement

R[F ² > 2σ(F ²)] = 0.040
wR(F ²) = 0.102
S = 1.05
3747 reflections
205 parameters
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 1.43 e Å⁻³
Δρ_min = −0.76 e Å⁻³

Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; 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) ▶.

Supplementary Material

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812035490/hy2578sup1.cif

e-68-m1189-sup1.cif^{(23.2KB, cif)}

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812035490/hy2578Isup2.hkl

e-68-m1189-Isup2.hkl^{(183.7KB, hkl)}

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Table 1. Hydrogen-bond geometry (Å, °).

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1B⋯O2	0.85 (6)	1.83 (6)	2.648 (6)	161 (6)
O2—H2B⋯Cl3ⁱ	0.82	2.77	3.462 (5)	143
C1—H1⋯Cl2	0.93	2.76	3.408 (4)	128
C2—H2⋯Cl1ⁱⁱ	0.93	2.77	3.681 (4)	167
C12—H12⋯Cl3	0.93	2.78	3.411 (4)	126

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Symmetry codes: (i) Inline graphic ; (ii) .

Acknowledgments

We are grateful to the Islamic Azad University, Omidieh Branch, for financial support.

supplementary crystallographic information

Comment

Several In(III) complexes with a formula [In(L₁)Cl₃(L₂)] (L₁ = an N,N'-chelating ligand, L₂ = DMSO, H₂O, MeOH and EtOH), such as [In(bipy)Cl₃(H₂O)], (II), [In(bipy)Cl₃(EtOH)], (III), [In(bipy)Cl₃(H₂O)].H₂O, (IV) (Malyarick et al., 1992), [In(phen)Cl₃(DMSO)], (V) (Dong et al., 1987), [In(phen)Cl₃(H₂O)], (VI), [In(phen)Cl₃(EtOH)].EtOH, (VII) (Ilyuhin & Malyarick, 1994), [In(4,4'-dmbipy)Cl₃(DMSO)], (IIX) (Ahmadi et al., 2008), [In(5,5'-dmbipy)Cl₃(MeOH)], (IX) (Kalateh, Ahmadi et al., 2008), [In(4bt)Cl₃(MeOH)], (X), and [In(4bt)Cl₃(DMSO)], (XI) (Abedi et al., 2012) (bipy = 2,2'-bipyridine, phen = 1,10-phenanthroline, DMSO = dimethyl sulfoxide, 4,4'-dmbipy = 4,4'-dimethyl-2,2'-bipyridine, 5,5'-dmbipy = 5,5'-dimethyl-2,2'-bipyridine, 4bt = 4,4'-bithiazole), have been synthesized and characterized by single-crystal X-ray diffraction methods. 4,4'-Dmbipy is a good bidentate ligand, and numerous complexes with 4,4'-dmbipy have been prepared, such as that of [Hg(4,4'-dmbipy)I₂], (XII) (Yousefi et al., 2008), [Hg(4,4'-dmbipy)Br₂], (XIII) (Kalateh, Ebadi et al., 2008), [Fe(4,4'-dmbipy)Cl₃(DMSO)], (XIV) (Amani et al., 2009), [Pt(4,4'-dmbipy)Cl₄], (XV) (Hojjat Kashani et al., 2008), [Cd(4,4'-dmbipy)I₂(DMSO)], (XVI) (Kalateh et al., 2010), [Zn(4,4'-dmbipy)Br₂], (XVII) (Alizadeh et al., 2010), [Zn(4,4'-dmbipy)(H₂O)(NO₃)₂], (XVIII) (Shirvan & Haydari Dezfuli, 2011), and [Cd(4,4'-dmbipy)Br₂(DMSO)], (XIX) (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 InCl₃.4H₂O (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%).