Dibromido(4,4′-dimethyl-2,2′-bipyridine-κ2N,N′)(dimethyl sulfoxide-κO)cadmium

Shirvan, S.A.; Haydari Dezfuli, S.

doi:10.1107/S1600536812028553

metal-organic compounds

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ISSN: 2056-9890

Volume 68| Part 7| July 2012| Pages m1006-m1007

https://doi.org/10.1107/S1600536812028553

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Dibromido(4,4′-dimethyl-2,2′-bipyridine-κ²N,N′)(dimethyl sulfoxide-κO)cadmium

Sadif A. Shirvan ^a ^* and Sara Haydari Dezfuli ^a

^aDepartment of Chemistry, Islamic Azad University, Omidieh Branch, Omidieh, Iran
^*Correspondence e-mail: sadif_shirvan1@yahoo.com

(Received 19 June 2012; accepted 23 June 2012; online 30 June 2012)

In the title compound, [CdBr₂(C₁₂H₁₂N₂)(C₂H₆OS)], the Cd^II atom is five-coordinated in a distorted trigonal–bipyramidal geometry by two N atoms from one 4,4′-dimethyl-2,2′-bipyridine (DMBP) ligand, one O atom from a dimethyl sulfoxide (DMSO) ligand and two Br atoms. A weak intramolecular C—H⋯O hydrogen bond occurs between the DMBP and DMSO ligands. π–π stacking between pyridine rings [centroid–centroid distances = 3.682 (3) and 3.598 (3) Å] is observed in the crystal.

Related literature

For related structures, see: Ahmadi et al. (2008 ); Alizadeh et al. (2010 ); Amani et al. (2009 ); Bellusci et al. (2008 ); Hojjat Kashani et al. (2008 ); Kalateh et al. (2008 , 2010 ); Sakamoto et al. (2004 ); Shirvan & Haydari Dezfuli (2011 ); Sofetis et al. (2006 ); Willett et al. (2001 ); Yoshikawa et al. (2003 ); Yousefi et al. (2008 ).

Experimental

Crystal data

[CdBr₂(C₁₂H₁₂N₂)(C₂H₆OS)]
M_r = 534.58
Monoclinic, P 2₁ /c
a = 8.3940 (6) Å
b = 15.2928 (15) Å
c = 14.8606 (9) Å
β = 103.377 (5)°
V = 1855.9 (3) Å³
Z = 4
Mo Kα radiation
μ = 5.59 mm⁻¹
T = 298 K
0.33 × 0.28 × 0.20 mm

Data collection

Bruker APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001 ) T_min = 0.183, T_max = 0.342
16741 measured reflections
4054 independent reflections
3008 reflections with I > 2σ(I)
R_int = 0.099

Refinement

R[F² > 2σ(F²)] = 0.041
wR(F²) = 0.086
S = 1.04
4054 reflections
190 parameters
H-atom parameters constrained
Δρ_max = 0.53 e Å⁻³
Δρ_min = −0.42 e Å⁻³

Table 1
Selected bond lengths (Å)

Cd1—O1	2.301 (4)
Cd1—N1	2.349 (3)
Cd1—N2	2.340 (3)
Cd1—Br1	2.5857 (6)
Cd1—Br2	2.5784 (6)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C12—H12⋯O1	0.93	2.51	3.087 (5)	120

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: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S1600536812028553/xu5571sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536812028553/xu5571Isup2.hkl

checkCIF report

Comment top

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), iridium (Yoshikawa et al., 2003), cadmium (Kalateh et al., 2010) and zinc (Alizadeh et al., 2010; Shirvan & Haydari Dezfuli, 2011). 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 one 4,4'-dimethyl-2,2'-bipyridine, one O atom from one dimethyl sulfoxide and two Br atoms. The Cd—Br 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) –X,-Y,1-Z and (ii) 1-X,-Y,1-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 3.682 (3) and 3.598 (3) Å.

Related literature top

For related structures, see: Ahmadi et al. (2008); Alizadeh et al. (2010); Amani et al. (2009); Bellusci et al. (2008); Hojjat Kashani et al. (2008); Kalateh et al. (2008, 2010); Sakamoto et al. (2004); Shirvan & Haydari Dezfuli (2011); Sofetis et al. (2006); Willett et al. (2001); Yoshikawa et al. (2003); Yousefi et al. (2008).

Experimental top

For the preparation of the title compound, a solution of 4,4'-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. 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; 0.52 g, 73.1%).

Structure description top

For related structures, see: Ahmadi et al. (2008); Alizadeh et al. (2010); Amani et al. (2009); Bellusci et al. (2008); Hojjat Kashani et al. (2008); Kalateh et al. (2008, 2010); Sakamoto et al. (2004); Shirvan & Haydari Dezfuli (2011); Sofetis et al. (2006); Willett et al. (2001); Yoshikawa et al. (2003); Yousefi et al. (2008).

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. The molecular structure of the title molecule, with the atom-numbering scheme. Displacement ellipsoids are drawn at the 30% probability level.
	Fig. 2. Unit-cell packing diagram for title compound.

Dibromido(4,4'-dimethyl-2,2'-bipyridine-κ²N,N')(dimethyl sulfoxide-κO)cadmium top

Crystal data top

[CdBr₂(C₁₂H₁₂N₂)(C₂H₆OS)]	F(000) = 1032
M_r = 534.58	D_x = 1.913 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 10741 reflections
a = 8.3940 (6) Å	θ = 1.9–27.0°
b = 15.2928 (15) Å	µ = 5.59 mm⁻¹
c = 14.8606 (9) Å	T = 298 K
β = 103.377 (5)°	Block, colorless
V = 1855.9 (3) Å³	0.33 × 0.28 × 0.20 mm
Z = 4

Data collection top

Bruker APEXII CCD area-detector diffractometer	4054 independent reflections
Radiation source: fine-focus sealed tube	3008 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.099
ω scans	θ_max = 27.0°, θ_min = 1.9°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −9→10
T_min = 0.183, T_max = 0.342	k = −19→19
16741 measured reflections	l = −18→18

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.041	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.086	H-atom parameters constrained
S = 1.04	w = 1/[σ²(F_o²) + (0.0279P)² + 0.8746P] where P = (F_o² + 2F_c²)/3
4054 reflections	(Δ/σ)_max = 0.010
190 parameters	Δρ_max = 0.53 e Å⁻³
0 restraints	Δρ_min = −0.42 e Å⁻³

Crystal data top

[CdBr₂(C₁₂H₁₂N₂)(C₂H₆OS)]	V = 1855.9 (3) Å³
M_r = 534.58	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 8.3940 (6) Å	µ = 5.59 mm⁻¹
b = 15.2928 (15) Å	T = 298 K
c = 14.8606 (9) Å	0.33 × 0.28 × 0.20 mm
β = 103.377 (5)°

Data collection top

Bruker APEXII CCD area-detector diffractometer	4054 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2001)	3008 reflections with I > 2σ(I)
T_min = 0.183, T_max = 0.342	R_int = 0.099
16741 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.041	0 restraints
wR(F²) = 0.086	H-atom parameters constrained
S = 1.04	Δρ_max = 0.53 e Å⁻³
4054 reflections	Δρ_min = −0.42 e Å⁻³
190 parameters

Special details top

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
C1	0.0502 (6)	0.2148 (3)	0.6246 (3)	0.0501 (11)
H1	0.0521	0.2350	0.6838	0.060*
C2	−0.0370 (7)	0.2624 (3)	0.5505 (3)	0.0526 (12)
H2	−0.0933	0.3127	0.5599	0.063*
C3	−0.0391 (7)	0.2337 (3)	0.4611 (3)	0.0528 (12)
C4	−0.1294 (8)	0.2827 (4)	0.3769 (4)	0.0767 (18)
H4A	−0.0862	0.3409	0.3779	0.092*
H4B	−0.2437	0.2854	0.3769	0.092*
H4C	−0.1160	0.2529	0.3223	0.092*
C5	0.0474 (6)	0.1592 (3)	0.4529 (3)	0.0473 (11)
H5	0.0502	0.1387	0.3944	0.057*
C6	0.1305 (5)	0.1138 (2)	0.5302 (2)	0.0373 (9)
C7	0.2243 (5)	0.0322 (2)	0.5237 (3)	0.0365 (9)
C8	0.2297 (6)	−0.0049 (3)	0.4393 (3)	0.0426 (10)
H8	0.1732	0.0214	0.3848	0.051*
C9	0.3177 (6)	−0.0803 (3)	0.4350 (3)	0.0476 (11)
C10	0.3268 (7)	−0.1202 (3)	0.3438 (3)	0.0634 (14)
H10A	0.2846	−0.1787	0.3402	0.076*
H10B	0.4387	−0.1213	0.3387	0.076*
H10C	0.2629	−0.0858	0.2943	0.076*
C11	0.3983 (7)	−0.1162 (3)	0.5174 (3)	0.0535 (12)
H11	0.4593	−0.1670	0.5178	0.064*
C12	0.3894 (7)	−0.0776 (3)	0.5995 (3)	0.0539 (12)
H12	0.4446	−0.1034	0.6545	0.065*
C13	0.5760 (15)	−0.1667 (4)	0.8786 (5)	0.144 (4)
H13A	0.6672	−0.1729	0.8502	0.173*
H13B	0.4795	−0.1906	0.8385	0.173*
H13C	0.5987	−0.1973	0.9365	0.173*
C14	0.7460 (8)	−0.0254 (5)	0.9509 (4)	0.094 (2)
H14A	0.7545	0.0372	0.9532	0.112*
H14B	0.8195	−0.0483	0.9159	0.112*
H14C	0.7744	−0.0485	1.0126	0.112*
N1	0.1310 (5)	0.1425 (2)	0.6162 (2)	0.0418 (8)
N2	0.3045 (5)	−0.0041 (2)	0.6035 (2)	0.0424 (8)
Br1	0.35504 (9)	0.19185 (4)	0.84879 (4)	0.0779 (2)
Br2	0.07055 (8)	−0.04712 (4)	0.79461 (3)	0.06865 (18)
O1	0.5107 (5)	−0.0161 (3)	0.8016 (2)	0.0663 (10)
S1	0.54455 (17)	−0.05549 (9)	0.89770 (7)	0.0547 (3)
Cd1	0.27102 (4)	0.05814 (2)	0.741841 (19)	0.04315 (10)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.065 (3)	0.048 (2)	0.040 (2)	0.002 (2)	0.017 (2)	−0.0086 (18)
C2	0.060 (3)	0.046 (2)	0.053 (3)	0.011 (2)	0.016 (2)	−0.002 (2)
C3	0.062 (3)	0.051 (3)	0.043 (2)	0.005 (2)	0.007 (2)	0.0069 (19)
C4	0.094 (5)	0.076 (4)	0.058 (3)	0.032 (3)	0.014 (3)	0.017 (3)
C5	0.060 (3)	0.051 (2)	0.030 (2)	0.000 (2)	0.0084 (19)	0.0015 (17)
C6	0.043 (2)	0.040 (2)	0.0296 (19)	−0.0028 (18)	0.0094 (17)	−0.0016 (15)
C7	0.042 (2)	0.0367 (19)	0.0315 (18)	−0.0094 (17)	0.0090 (17)	−0.0005 (14)
C8	0.049 (3)	0.048 (2)	0.0295 (19)	−0.003 (2)	0.0061 (18)	0.0004 (16)
C9	0.057 (3)	0.047 (2)	0.039 (2)	−0.004 (2)	0.012 (2)	−0.0054 (17)
C10	0.083 (4)	0.067 (3)	0.045 (3)	0.001 (3)	0.024 (3)	−0.011 (2)
C11	0.062 (3)	0.050 (3)	0.051 (3)	0.012 (2)	0.017 (2)	−0.003 (2)
C12	0.069 (3)	0.050 (3)	0.039 (2)	0.009 (2)	0.006 (2)	0.0047 (18)
C13	0.262 (13)	0.059 (4)	0.091 (5)	0.014 (6)	0.003 (7)	0.010 (3)
C14	0.075 (5)	0.144 (6)	0.055 (3)	−0.019 (4)	0.001 (3)	0.000 (4)
N1	0.050 (2)	0.0409 (18)	0.0332 (17)	−0.0013 (17)	0.0076 (16)	−0.0039 (14)
N2	0.050 (2)	0.0457 (19)	0.0309 (16)	0.0009 (17)	0.0077 (15)	0.0003 (14)
Br1	0.1001 (5)	0.0708 (3)	0.0542 (3)	−0.0152 (3)	0.0004 (3)	−0.0206 (2)
Br2	0.0777 (4)	0.0856 (4)	0.0417 (3)	−0.0271 (3)	0.0118 (2)	0.0113 (2)
O1	0.066 (2)	0.091 (2)	0.0404 (17)	0.022 (2)	0.0083 (16)	0.0151 (17)
S1	0.0557 (7)	0.0726 (7)	0.0358 (5)	0.0043 (7)	0.0102 (5)	0.0008 (5)
Cd1	0.0511 (2)	0.04968 (17)	0.02831 (14)	−0.00105 (16)	0.00838 (12)	0.00028 (12)

Geometric parameters (Å, º) top

C1—N1	1.318 (6)	C10—H10B	0.9600
C1—C2	1.380 (7)	C10—H10C	0.9600
C1—H1	0.9300	C11—C12	1.372 (6)
C2—C3	1.394 (6)	C11—H11	0.9300
C2—H2	0.9300	C12—N2	1.339 (6)
C3—C5	1.373 (7)	C12—H12	0.9300
C3—C4	1.504 (7)	C13—S1	1.754 (7)
C4—H4A	0.9600	C13—H13A	0.9600
C4—H4B	0.9600	C13—H13B	0.9600
C4—H4C	0.9600	C13—H13C	0.9600
C5—C6	1.384 (6)	C14—S1	1.755 (6)
C5—H5	0.9300	C14—H14A	0.9600
C6—N1	1.351 (5)	C14—H14B	0.9600
C6—C7	1.489 (6)	C14—H14C	0.9600
C7—N2	1.342 (5)	Cd1—O1	2.301 (4)
C7—C8	1.387 (5)	Cd1—N1	2.349 (3)
C8—C9	1.378 (6)	Cd1—N2	2.340 (3)
C8—H8	0.9300	Cd1—Br1	2.5857 (6)
C9—C11	1.370 (6)	Cd1—Br2	2.5784 (6)
C9—C10	1.505 (6)	O1—S1	1.515 (3)
C10—H10A	0.9600

N1—C1—C2	123.8 (4)	C9—C11—H11	119.8
N1—C1—H1	118.1	C12—C11—H11	119.8
C2—C1—H1	118.1	N2—C12—C11	122.7 (4)
C1—C2—C3	118.8 (4)	N2—C12—H12	118.7
C1—C2—H2	120.6	C11—C12—H12	118.7
C3—C2—H2	120.6	S1—C13—H13A	109.5
C5—C3—C2	117.1 (4)	S1—C13—H13B	109.5
C5—C3—C4	121.0 (4)	H13A—C13—H13B	109.5
C2—C3—C4	121.9 (5)	S1—C13—H13C	109.5
C3—C4—H4A	109.5	H13A—C13—H13C	109.5
C3—C4—H4B	109.5	H13B—C13—H13C	109.5
H4A—C4—H4B	109.5	S1—C14—H14A	109.5
C3—C4—H4C	109.5	S1—C14—H14B	109.5
H4A—C4—H4C	109.5	H14A—C14—H14B	109.5
H4B—C4—H4C	109.5	S1—C14—H14C	109.5
C3—C5—C6	121.2 (4)	H14A—C14—H14C	109.5
C3—C5—H5	119.4	H14B—C14—H14C	109.5
C6—C5—H5	119.4	C1—N1—C6	118.3 (4)
N1—C6—C5	120.8 (4)	C1—N1—Cd1	124.0 (3)
N1—C6—C7	116.6 (3)	C6—N1—Cd1	117.7 (3)
C5—C6—C7	122.6 (3)	C12—N2—C7	118.1 (3)
N2—C7—C8	121.0 (4)	C12—N2—Cd1	123.6 (3)
N2—C7—C6	117.0 (3)	C7—N2—Cd1	118.1 (3)
C8—C7—C6	122.0 (4)	S1—O1—Cd1	121.1 (2)
C9—C8—C7	120.9 (4)	O1—S1—C13	103.6 (3)
C9—C8—H8	119.5	O1—S1—C14	105.7 (3)
C7—C8—H8	119.5	C13—S1—C14	99.3 (5)
C11—C9—C8	116.9 (4)	O1—Cd1—N2	82.34 (12)
C11—C9—C10	121.7 (4)	O1—Cd1—N1	144.06 (13)
C8—C9—C10	121.3 (4)	N2—Cd1—N1	70.41 (12)
C9—C10—H10A	109.5	O1—Cd1—Br2	98.54 (10)
C9—C10—H10B	109.5	N2—Cd1—Br2	103.45 (9)
H10A—C10—H10B	109.5	N1—Cd1—Br2	110.05 (9)
C9—C10—H10C	109.5	O1—Cd1—Br1	93.61 (10)
H10A—C10—H10C	109.5	N2—Cd1—Br1	142.22 (9)
H10B—C10—H10C	109.5	N1—Cd1—Br1	93.99 (8)
C9—C11—C12	120.3 (4)	Br2—Cd1—Br1	114.28 (2)

N1—C1—C2—C3	−0.9 (8)	C8—C7—N2—C12	−0.3 (6)
C1—C2—C3—C5	−0.2 (7)	C6—C7—N2—C12	179.9 (4)
C1—C2—C3—C4	−179.2 (5)	C8—C7—N2—Cd1	−175.5 (3)
C2—C3—C5—C6	1.1 (7)	C6—C7—N2—Cd1	4.6 (5)
C4—C3—C5—C6	−179.9 (5)	Cd1—O1—S1—C13	122.3 (5)
C3—C5—C6—N1	−1.0 (7)	Cd1—O1—S1—C14	−133.7 (3)
C3—C5—C6—C7	179.4 (4)	S1—O1—Cd1—N2	−145.6 (3)
N1—C6—C7—N2	−1.8 (6)	S1—O1—Cd1—N1	174.01 (19)
C5—C6—C7—N2	177.7 (4)	S1—O1—Cd1—Br2	−43.1 (3)
N1—C6—C7—C8	178.4 (4)	S1—O1—Cd1—Br1	72.1 (3)
C5—C6—C7—C8	−2.1 (6)	C12—N2—Cd1—O1	24.8 (4)
N2—C7—C8—C9	0.0 (7)	C7—N2—Cd1—O1	−160.3 (3)
C6—C7—C8—C9	179.8 (4)	C12—N2—Cd1—N1	−179.0 (4)
C7—C8—C9—C11	0.1 (7)	C7—N2—Cd1—N1	−4.1 (3)
C7—C8—C9—C10	−178.9 (5)	C12—N2—Cd1—Br2	−72.2 (4)
C8—C9—C11—C12	0.1 (8)	C7—N2—Cd1—Br2	102.7 (3)
C10—C9—C11—C12	179.1 (5)	C12—N2—Cd1—Br1	110.8 (4)
C9—C11—C12—N2	−0.4 (8)	C7—N2—Cd1—Br1	−74.3 (4)
C2—C1—N1—C6	1.0 (7)	C1—N1—Cd1—O1	−135.5 (4)
C2—C1—N1—Cd1	−177.5 (4)	C6—N1—Cd1—O1	46.0 (4)
C5—C6—N1—C1	0.0 (6)	C1—N1—Cd1—N2	−178.5 (4)
C7—C6—N1—C1	179.5 (4)	C6—N1—Cd1—N2	3.1 (3)
C5—C6—N1—Cd1	178.5 (3)	C1—N1—Cd1—Br2	83.9 (4)
C7—C6—N1—Cd1	−1.9 (5)	C6—N1—Cd1—Br2	−94.6 (3)
C11—C12—N2—C7	0.5 (7)	C1—N1—Cd1—Br1	−33.8 (4)
C11—C12—N2—Cd1	175.5 (4)	C6—N1—Cd1—Br1	147.8 (3)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C12—H12···O1	0.93	2.51	3.087 (5)	120

Experimental details

Crystal data
Chemical formula	[CdBr₂(C₁₂H₁₂N₂)(C₂H₆OS)]
M_r	534.58
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	298
a, b, c (Å)	8.3940 (6), 15.2928 (15), 14.8606 (9)
β (°)	103.377 (5)
V (Å³)	1855.9 (3)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	5.59
Crystal size (mm)	0.33 × 0.28 × 0.20

Data collection
Diffractometer	Bruker APEXII CCD area-detector
Absorption correction	Multi-scan (SADABS; Bruker, 2001)
T_min, T_max	0.183, 0.342
No. of measured, independent and observed [I > 2σ(I)] reflections	16741, 4054, 3008
R_int	0.099
(sin θ/λ)_max (Å⁻¹)	0.639

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.041, 0.086, 1.04
No. of reflections	4054
No. of parameters	190
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.53, −0.42

Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Selected bond lengths (Å) top

Cd1—O1	2.301 (4)	Cd1—Br1	2.5857 (6)
Cd1—N1	2.349 (3)	Cd1—Br2	2.5784 (6)
Cd1—N2	2.340 (3)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C12—H12···O1	0.93	2.51	3.087 (5)	120

Acknowledgements

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

References

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