Di-μ-bromido-bis­[bromido(4,7-diphenyl-1,10-phenanthroline-κ2 N,N′)cadmium]

Sadif A Shirvan; Sara Haydari Dezfuli; Fereydoon Khazali; Manouchehr Aghajeri; Ali Borsalani

doi:10.1107/S1600536812045928

. 2012 Nov 10;68(Pt 12):m1471. doi: 10.1107/S1600536812045928

Di-μ-bromido-bis[bromido(4,7-diphenyl-1,10-phenanthroline-κ² N,N′)cadmium]

Sadif A Shirvan ^a,^*, Sara Haydari Dezfuli ^a, Fereydoon Khazali ^a, Manouchehr Aghajeri ^a, Ali Borsalani ^b

PMCID: PMC3588733 PMID: 23468698

Abstract

The title compound, [Cd₂Br₄(C₂₄H₁₆N₂)₂], consists of a centrosymmetric dimeric unit in which two Br atoms bridge two Cd^II atoms, forming a four-membered ring. A terminal Br atom and a bidentate chelating 4,7-diphenyl-1,10-phenanthroline ligand complete a square-pyramidal geometry for the Cd^II atom. In the crystal, C—H⋯Br hydrogen bonds and π–π contacts between the pyridine and phenyl rings [centroid–centroid distances = 3.704 (4) and 3.715 (4) Å] lead to a three-dimensional supramolecular structure.

Related literature

For related structures, see: Abedi et al. (2012 ▶); Ahmadi et al. (2008 ▶); Alizadeh et al. (2010 ▶); Chesnut et al. (2001 ▶); Gaballa et al. (2003 ▶); Yousefi et al. (2008 ▶). graphic file with name e-68-m1471-scheme1.jpg

Experimental

Crystal data

[Cd₂Br₄(C₂₄H₁₆N₂)₂]
M _r = 1209.20
Monoclinic,
a = 10.1704 (4) Å
b = 12.4702 (5) Å
c = 17.3444 (7) Å
β = 103.187 (3)°
V = 2141.73 (15) Å³
Z = 2
Mo Kα radiation
μ = 4.76 mm⁻¹
T = 120 K
0.25 × 0.18 × 0.15 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T _min = 0.385, T _max = 0.502
12072 measured reflections
4200 independent reflections
3248 reflections with I > 2σ(I)
R _int = 0.090

Refinement

R[F ² > 2σ(F ²)] = 0.052
wR(F ²) = 0.129
S = 1.05
4200 reflections
262 parameters
H-atom parameters constrained
Δρ_max = 1.15 e Å⁻³
Δρ_min = −1.05 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.^{(22.3KB, cif)}

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812045928/hy2601sup1.cif

e-68-m1471-sup1.cif^{(22.3KB, cif)}

Click here for additional data file.^{(205.8KB, hkl)}

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812045928/hy2601Isup2.hkl

e-68-m1471-Isup2.hkl^{(205.8KB, hkl)}

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

Table 1. Selected bond lengths (Å).

Cd1—N1	2.336 (6)
Cd1—N2	2.349 (6)
Cd1—Br1	2.5537 (9)
Cd1—Br2	2.6653 (8)
Cd1—Br2ⁱ	2.7518 (9)

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Symmetry code: (i) Inline graphic .

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

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C1—H1⋯Br2ⁱ	0.93	2.90	3.554 (7)	129
C21—H21⋯Br1ⁱⁱ	0.93	2.79	3.582 (8)	144

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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

4,7-Diphenyl-1,10-phenanthroline (Ph₂phen) is a good bidentate ligand, and numerous complexes with Ph₂phen have been prepared, such as that of mercury (Alizadeh et al., 2010; Yousefi et al., 2008), gold (Ahmadi et al., 2008), indium (Abedi et al., 2012), copper (Chesnut et al., 2001) and platinum (Gaballa et al., 2003). Here, we report the synthesis and structure of the title compound.

The structure of the title compound (Fig. 1) consists of a centrosymmetric dimeric unit, [Cd₂Br₄(Ph₂phen)₂], in which two Br atoms bridge two Cd^II atoms, forming a four-membered ring; a terminal Br atom and a bidentate chelating Ph₂phen complete a five coordination (Table 1). In the crystal structure, intermolecular C—H···Br hydrogen bonds (Table 2) and π–π contacts (Fig. 2) between the pyridine and phenyl rings, Cg3···Cg4ⁱ and Cg6···Cg6ⁱ [symmetry code: (i) 1-x, 2-y, -z, Cg3, Cg4 and Cg6 are the centroids of the rings N1/C1–C3/C10/C24, N2/C13–C14/C21–C23 and C10–C13/C23–C24, respectively], with centroid–centroid distances of 3.704 (4) and 3.715 (4) Å, stabilize the structure.

Experimental

For the preparation of the title compound, a solution of Ph₂phen (0.44 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: 0.62 g, 77.1%).