Dibromido(2,9-dimethyl-1,10-phenanthroline-κ2 N,N′)(dimethyl sulfoxide-κO)cadmium

Khadijeh Moghanlou

doi:10.1107/S1600536812050106

. 2012 Dec 12;69(Pt 1):m49. doi: 10.1107/S1600536812050106

Dibromido(2,9-dimethyl-1,10-phenanthroline-κ² N,N′)(dimethyl sulfoxide-κO)cadmium

Khadijeh Moghanlou ^a,^*

PMCID: PMC3588265 PMID: 23476344

Abstract

In the molecule of the title compound, [CdBr₂(C₁₄H₁₂N₂)(C₂H₆OS)], the Cd^II atom is five-coordinated in a distorted trigonal–bipyramidal configuration by two N atoms from a 2,9-dimethyl-1,10-phenanthroline ligand, one O atom from a dimethyl sulfoxide ligand and two Br atoms. In the crystal, π–π contacts between the pyridine and benzene rings [centroid–centroid distances = 3.710 (5), 3.711 (6) and 3.627 (5) Å] stabilize the structure.

Related literature

For related structures, see: Akbarzadeh Torbati et al. (2010 ▶); Alizadeh et al. (2009 ▶); Armentano et al. (2006 ▶); Ding et al. (2006 ▶); Fanizzi et al. (1991 ▶); Lemoine et al. (2003 ▶); Robinson & Sinn (1975 ▶).

Experimental

Crystal data

[CdBr₂(C₁₄H₁₂N₂)(C₂H₆OS)]
M _r = 558.60
Monoclinic,
a = 8.1468 (9) Å
b = 17.3814 (15) Å
c = 13.6369 (13) Å
β = 95.724 (9)°
V = 1921.4 (3) Å³
Z = 4
Mo Kα radiation
μ = 5.42 mm⁻¹
T = 298 K
0.42 × 0.22 × 0.17 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T _min = 0.222, T _max = 0.325
15831 measured reflections
3766 independent reflections
2196 reflections with I > 2σ(I)
R _int = 0.108

Refinement

R[F ² > 2σ(F ²)] = 0.057
wR(F ²) = 0.127
S = 0.94
3766 reflections
208 parameters
H-atom parameters constrained
Δρ_max = 1.02 e Å⁻³
Δρ_min = −1.06 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, 2012 ▶) and Mercury (Macrae et al., 2006 ▶); software used to prepare material for publication: SHELXL97.

Supplementary Material

Click here for additional data file.^{(19.6KB, cif)}

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812050106/hy2608sup1.cif

e-69-00m49-sup1.cif^{(19.6KB, cif)}

Click here for additional data file.^{(184.6KB, hkl)}

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812050106/hy2608Isup2.hkl

e-69-00m49-Isup2.hkl^{(184.6KB, hkl)}

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

Table 1. Selected bond lengths (Å).

Cd1—N1	2.386 (6)
Cd1—N2	2.331 (6)
Cd1—O1	2.361 (6)
Cd1—Br1	2.5483 (11)
Cd1—Br2	2.6335 (11)

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Acknowledgments

The author thanks the Graduate Study Councils of the Islamic Azad University, North Tehran Branch, for financial support.

supplementary crystallographic information

Comment

2,9-Dimethyl-1,10-phenanthroline (Me₂phen) is a good bidentate ligand, and numerous complexes with Me₂phen have been prepared, such as that of mercury (Alizadeh et al., 2009), iron (Armentano et al., 2006), copper (Lemoine et al., 2003), nickel (Ding et al., 2006), gold (Robinson & Sinn, 1975), platinum (Fanizzi et al., 1991) and cobalt (Akbarzadeh Torbati et al., 2010). 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 trigonal-bipyramidal configuration by two N atoms from a 2,9-dimethyl-1,10-phenanthroline ligand, one O atom from a dimethyl sulfoxide ligand and two Br atoms (Table 1). In the crystal, π–π contacts between the pyridine and benzene rings, Cg2···Cg3ⁱ, Cg2···Cg4ⁱ and Cg3···Cg4ⁱⁱ [symmetry codes: (i) -x, 1-y, 2-z; (ii) 1-x, 1-y, 2-z, Cg2, Cg3 and Cg4 are the centroids of the N1/C2–C5/C14, N2/C8–C11/C13 and C5–C8/C13/C14 rings, respectively], with centroid–centroid distances of 3.710 (5), 3.711 (6) and 3.627 (5) Å, stabilize the structure (Fig. 2).

Experimental

For the preparation of the title compound, a solution of 2,9-dimethyl-1,10-phenanthroline (0.42 g, 2.00 mmol) in methanol (15 ml) was added to a solution of CdBr₂.4H₂O, (0.69 g, 2.00 mmol) in methanol (15 ml) at room temperature. Crystals suitable for X-ray diffraction experiment were obtained by methanol diffusion into a colorless solution in DMSO after five days (yield: 0.85 g, 76.1%).