Dibromido(6,6′-dimethyl-2,2′-bipyridine-κ2 N,N′)cadmium

Sadif A Shirvan; Sara Haydari Dezfuli

doi:10.1107/S1600536812033648

. 2012 Aug 4;68(Pt 9):m1143. doi: 10.1107/S1600536812033648

Dibromido(6,6′-dimethyl-2,2′-bipyridine-κ² N,N′)cadmium

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

PMCID: PMC3435573 PMID: 22969446

Abstract

In the title compound, [CdBr₂(C₁₂H₁₂N₂)], the Cd^II atom is four-coordinated in a distorted tetrahedral geometry by two N atoms from a 6,6′-dimethyl-2,2′-bipyridine ligand and two terminal Br atoms. In the crystal, C—H⋯Br hydrogen bonds and π–π stacking interactions between the pyridine rings [centroid–centroid distance = 3.763 (5) Å] are present.

Related literature

For related structures, see: Akbarzadeh Torbati et al. (2010 ▶); Alizadeh et al. (2010 ▶, 2011 ▶); Alizadeh, Kalateh, Ebadi et al. (2009 ▶); Alizadeh, Kalateh, Khoshtarkib et al. (2009 ▶); Alizadeh, Khoshtarkib et al. (2009 ▶); Itoh et al. (2005 ▶); Kou et al. (2008 ▶); Onggo et al. (2005 ▶); Shirvan & Haydari Dezfuli (2012a ▶,b ▶).

Experimental

Crystal data

[CdBr₂(C₁₂H₁₂N₂)]
M _r = 456.45
Monoclinic,
a = 7.7606 (11) Å
b = 10.3832 (17) Å
c = 18.184 (2) Å
β = 97.460 (11)°
V = 1452.8 (4) Å³
Z = 4
Mo Kα radiation
μ = 6.98 mm⁻¹
T = 298 K
0.40 × 0.20 × 0.15 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T _min = 0.054, T _max = 0.155
11844 measured reflections
2862 independent reflections
1945 reflections with I > 2σ(I)
R _int = 0.098

Refinement

R[F ² > 2σ(F ²)] = 0.047
wR(F ²) = 0.124
S = 1.03
2862 reflections
154 parameters
H-atom parameters constrained
Δρ_max = 0.61 e Å⁻³
Δρ_min = −0.78 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/S1600536812033648/hy2576sup1.cif

e-68-m1143-sup1.cif^{(17.1KB, cif)}

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812033648/hy2576Isup2.hkl

e-68-m1143-Isup2.hkl^{(140.5KB, 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
C1—H1C⋯Br1ⁱ	0.96	2.90	3.848 (10)	171

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Symmetry code: (i) Inline graphic .

Acknowledgments

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

supplementary crystallographic information

Comment

Recently, we reported the synthesis and crystal structures of [Cd(5,5'-dmbpy)(µ-Br)₂]_n (Shirvan & Haydari Dezfuli, 2012a) and [CdBr₂(4,4'-dmbpy)(DMSO)] (Shirvan & Haydari Dezfuli, 2012b) (5,5'-dmbpy = 5,5'-dimethyl-2,2'-bipyridine, 4,4'-dmbpy = 4,4'-dimethyl-2,2'-bipyridine, DMSO = dimethyl sulfoxide). 6,6'-Dimethyl-2,2'-bipyridine (6,6'-dmbipy) is a good bidentate ligand and numerous complexes with 6,6'-dmbipy have been prepared, such as that of zinc (Alizadeh, Kalateh, Ebadi et al., 2009; Alizadeh, Kalateh, Khoshtarkib et al., 2009; Alizadeh, Khoshtarkib et al., 2009), copper (Itoh et al., 2005), cadmium (Alizadeh et al., 2010), cobalt (Akbarzadeh Torbati et al., 2010), nickel (Kou et al., 2008), ruthenium (Onggo et al., 2005) and mercury (Alizadeh et al., 2011). We report herein the synthesis and crystal structure of the title compound.

In the title compound (Fig. 1), the Cd^II atom is four-coordinated in a distorted tetrahedral geometry by two N atoms from a 6,6'-dimethyl-2,2'-bipyridine ligand and two terminal Br atoms. The crystal structure is stabilized by intermolecular C—H···Br hydrogen bonds (Table 1) and π–π contacts (Fig. 2) between the pyridine rings, Cg2···Cg3ⁱ [symmetry code: (i) -x, 1-y, -z. Cg2 and Cg3 are the centroids of the N1/C2–C6 ring and N2/C7–C11 ring], with a centroid–centroid distance of 3.763 (5) Å.

Experimental

For the preparation of the title compound, a solution of 6,6'-dimethyl-2,2'-bipyridine (0.25 g, 1.33 mmol) in methanol (10 ml) was added to a solution of CdBr₂.4H₂O (0.46 g, 1.33 mmol) in methanol (10 ml) at room temperature. Crystals suitable for X-ray diffraction experiment were obtained by methanol diffusion into a colorless solution in DMSO after one week (yield: 0.47 g, 77.4%).