(4,4′-Dimethyl-2,2′-bipyridine-κ2 N,N′)(dimethyl sulfoxide-κO)diiodidocadmium(II)

Khadijeh Kalateh; Roya Ahmadi; Vahid Amani

doi:10.1107/S1600536810012572

. 2010 Apr 10;66(Pt 5):m512. doi: 10.1107/S1600536810012572

(4,4′-Dimethyl-2,2′-bipyridine-κ² N,N′)(dimethyl sulfoxide-κO)diiodidocadmium(II)

Khadijeh Kalateh ^a, Roya Ahmadi ^a, Vahid Amani ^a,^*

PMCID: PMC2979279 PMID: 21579009

Abstract

In the title compound, [CdI₂(C₁₂H₁₂N₂)(C₂H₆OS)], the Cd^II cation is coordinated by two N atoms from a dimethylbipyridine ligand, one O atom from a dimethyl sulfoxide molecule and two I⁻ anions in a distorted trigonal–bipyramidal geometry. Intramolecular C—H⋯O hydrogen bonding and intermolecular π–π stacking between parallel pyridine rings [centroid–centroid distance = 3.658 (3) Å] are present in the crystal structure.

Related literature

For metal complexes of 4,4′-dimethyl-2,2′-bipyridine, see: Ahmadi et al. (2008 ▶); Amani et al. (2009 ▶); Kalateh et al. (2008 ▶); Bellusci et al. (2008 ▶); Hojjat Kashani et al. (2008 ▶); Sakamoto et al. (2004 ▶); Sofetis et al. (2006 ▶); Willett et al. (2001 ▶); Yoshikawa et al. (2003 ▶); Yousefi et al. (2008 ▶).

Experimental

Crystal data

[CdI₂(C₁₂H₁₂N₂)(C₂H₆OS)]
M _r = 628.58
Monoclinic,
a = 8.729 (1) Å
b = 15.5247 (18) Å
c = 15.1354 (17) Å
β = 102.620 (9)°
V = 2001.5 (4) Å³
Z = 4
Mo Kα radiation
μ = 4.28 mm⁻¹
T = 298 K
0.49 × 0.30 × 0.28 mm

Data collection

Bruker SMART CCD diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1998 ▶) T _min = 0.002, T _max = 0.055
15568 measured reflections
5360 independent reflections
4625 reflections with I > 2σ(I)
R _int = 0.082

Refinement

R[F ² > 2σ(F ²)] = 0.066
wR(F ²) = 0.172
S = 1.16
5360 reflections
195 parameters
H-atom parameters constrained
Δρ_max = 2.10 e Å⁻³
Δρ_min = −2.23 e Å⁻³

Data collection: SMART (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 for Windows (Farrugia, 1997 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶).

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810012572/xu2734sup1.cif

e-66-0m512-sup1.cif^{(19.4KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810012572/xu2734Isup2.hkl

e-66-0m512-Isup2.hkl^{(262.5KB, hkl)}

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

Table 1. Selected bond lengths (Å).

Cd1—N1	2.366 (5)
Cd1—N2	2.326 (4)
Cd1—O1	2.313 (5)
Cd1—I1	2.7535 (6)
Cd1—I2	2.7674 (6)

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Table 2. Hydrogen-bond geometry (Å, °).

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C12—H12⋯O1	0.93	2.47	3.063 (8)	122

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Acknowledgments

We are grateful to the Islamic Azad University, Shahr-e-Rey Branch, for financial support.

supplementary crystallographic information

Comment

4,4'-Dimethyl-2,2'-bipyridine (4,4'-dmbipy), is a good bidentate ligand, and numerous complexes with 4,4'-dmbipy have been prepared, such as that of mercury (Kalateh et al., 2008; Yousefi et al., 2008), indium (Ahmadi et al., 2008), iron (Amani et al., 2009), platin (Hojjat Kashani et al., 2008), manganese (Sakamoto et al., 2004), silver (Bellusci et al., 2008), gallium (Sofetis et al., 2006), copper (Willett et al., 2001) and iridium (Yoshikawa et al., 2003). Here, we report the synthesis and structure of the title compound.

In the title compound (Fig. 1), the Cd^II atom is five-coordinated in a distorted square-pyramidal configuration by two N atoms from one 4,4'-dimethyl-2,2'-bipyridine, one O atom from one dimethyl sulfoxide and two I atoms. The Cd—I and Cd—N bond lengths and angles are collected in Table 1.

In the crystal structure, intermolecular C—H···O hydrogen bonds (Table 2) and π-π contacts (Fig. 2) between the pyridine rings, Cg3—Cg2ⁱ and Cg3—Cg3ⁱⁱ [symmetry cods: (i) 2-X,2-Y,2-Z and (ii) 1-X,2-Y,2-Z , where Cg2 and Cg3 are centroids of the rings (N1/C1—C3/C5—C6) and (N2/C7—C9/C11—C12), respectively] may stabilize the structure, with centroid-centroid distance of 3.657 (3) and 3.775 (3) Å.

Experimental

For the preparation of the title compound a solution of 4,4'-dimethyl-2,2'-bipyridine (0.15 g, 0.80 mmol) in methanol (10 ml) was added to a solution of CdI₂ (0.29 g, 0.80 mmol) in methanol (5 ml) at room temperature. The suitable crystals for X-ray diffraction experiment were obtained by methanol diffusion to a colorless solution in DMSO. Suitable crystals were isolated after one week (yield; 0.36 g, 71.6%).