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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 68| Part 8| August 2012| Page m1124
https://doi.org/10.1107/S1600536812033168

Di­bromido(di­methyl sulfoxide-κO)(6-methyl-2,2′-bi­pyridine-κ2N,N′)cadmium

Sadif A. Shirvana* and Sara Haydari Dezfulia

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

(Received 13 July 2012; accepted 22 July 2012; online 28 July 2012)

In the title compound, [CdBr2(C11H10N2)(C2H6OS)], the CdII atom is five-coordinated in a distorted trigonal–bipyramidal geometry by two N atoms from a 6-methyl-2,2′-bipyridine ligand, one O atom from a dimethyl sulfoxide ligand and two Br atoms. An intra­molecular C—H⋯O hydrogen bond occurs. The crystal structure is stabilized by C—H⋯Br hydrogen bonds and π–π contacts between the pyridine rings [centroid–centroid distances = 3.582 (5) and 3.582 (5) Å].

Related literature

For related structures, see: Ahmadi et al. (2009[Ahmadi, R., Kalateh, K., Alizadeh, R., Khoshtarkib, Z. & Amani, V. (2009). Acta Cryst. E65, m1169-m1170.]); Ahmadi, Ebadi et al. (2008[Ahmadi, R., Ebadi, A., Kalateh, K., Norouzi, A. & Amani, V. (2008). Acta Cryst. E64, m1407.]); Ahmadi, Kalateh et al. (2008[Ahmadi, R., Kalateh, K., Ebadi, A., Amani, V. & Khavasi, H. R. (2008). Acta Cryst. E64, m1266.]); Alizadeh et al. (2009[Alizadeh, R., Khoshtarkib, Z., Chegeni, K., Ebadi, A. & Amani, V. (2009). Acta Cryst. E65, m1311.]); Amani et al. (2009[Amani, V., Safari, N., Khavasi, H. R. & Akkurt, M. (2009). Polyhedron, 28, 3026-3030.]); Kalateh et al. (2010[Kalateh, K., Ahmadi, R. & Amani, V. (2010). Acta Cryst. E66, m1241.]); Newkome et al. (1982[Newkome, G. R., Fronczek, F. R., Gupta, V. K., Puckett, W. E., Pantaleo, D. C. & Kiefer, G. E. (1982). J. Am. Chem. Soc. 104, 1782-1783.]); Onggo et al. (1990[Onggo, D., Hook, J. M., Rae, A. D. & Goodwin, H. A. (1990). Inorg. Chim. Acta, 173, 19-30.], 2005[Onggo, D., Scudder, M. L., Craig, D. C. & Goodwin, H. A. (2005). J. Mol. Struct. 738, 129-136.]); Shirvan & Haydari Dezfuli (2012a[Shirvan, S. A. & Haydari Dezfuli, S. (2012a). Acta Cryst. E68, m846.],b[Shirvan, S. A. & Haydari Dezfuli, S. (2012b). Acta Cryst. E68, m1006-m1007.]).

[Scheme 1]

Experimental

Crystal data

  • [CdBr2(C11H10N2)(C2H6OS)]

  • Mr = 520.56

  • Monoclinic, P 21 /c

  • a = 9.0169 (6) Å

  • b = 14.5503 (8) Å

  • c = 14.1473 (8) Å

  • β = 106.561 (5)°

  • V = 1779.11 (18) Å3

  • Z = 4

  • Mo Kα radiation

  • μ = 5.83 mm−1

  • T = 293 K

  • 0.40 × 0.35 × 0.30 mm
Data collection

  • Bruker APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2001[Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.070, Tmax = 0.240

  • 14429 measured reflections

  • 3487 independent reflections

  • 2683 reflections with I > 2σ(I)

  • Rint = 0.114
Refinement

  • R[F2 > 2σ(F2)] = 0.059

  • wR(F2) = 0.175

  • S = 1.05

  • 3487 reflections

  • 181 parameters

  • H-atom parameters constrained

  • Δρmax = 1.35 e Å−3

  • Δρmin = −1.58 e Å−3

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A D—H H⋯A D⋯A D—H⋯A
C11—H11⋯O1 0.93 2.35 3.003 (12) 127
C13—H13C⋯Br2i 0.96 2.89 3.722 (15) 146
Symmetry code: (i) -x+1, -y, -z+2.

Data collection: APEX2 (Bruker, 2007[Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2007[Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S1600536812033168/hy2573sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536812033168/hy2573Isup2.hkl

checkCIF report


Comment top

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-Methyl-2,2'-bipyridine (6-mbipy) is a good ligand and a few complexes with 6-mbipy have been prepared, such as that of mercury (Ahmadi, Ebadi et al., 2008), platinum (Amani et al., 2009), lead (Ahmadi et al., 2009), palladium (Newkome et al., 1982), iron (Onggo et al., 1990), ruthenium (Onggo et al., 2005) and zinc (Ahmadi, Kalateh et al., 2008; Alizadeh et al., 2009; Kalateh et al., 2010). Here, we report the synthesis and structure of the title compound.

In the title compound (Fig. 1), the CdII atom is five-coordinated in a distorted trigonal-bipyramidal geometry by two N atoms from one 6-methyl-2,2'-bipyridine ligand, one O atom from one dimethyl sulfoxide ligand and two Br atoms. In the crystal, intermolecular C—H···Br hydrogen bonds (Table 1, Fig. 2) and π–π contacts between the pyridine rings, Cg2···Cg3i and Cg3···Cg3ii, with centroid–centroid distances of 3.582 (5) and 3.582 (5) Å [symmetry codes: (i) -x, -y, 1-z; (ii) 1-x, -y, 1-z. Cg2 and Cg3 are the centroids of the N1/C2–C6 and N2/C7–C11 rings], stabilize the structure.

Related literature top

For related structures, see: Ahmadi et al. (2009); Ahmadi, Ebadi et al. (2008); Ahmadi, Kalateh et al. (2008); Alizadeh et al. (2009); Amani et al. (2009); Kalateh et al. (2010); Newkome et al. (1982); Onggo et al. (1990, 2005); Shirvan & Haydari Dezfuli (2012a,b).

Experimental top

For the preparation of the title compound, a solution of 6-methyl-2,2'-bipyridine (0.23 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: 0.52 g, 75.1%).

Refinement top

All H atoms were positioned geometrically and refined as riding atoms, with C—H = 0.93 (aromatic) and 0.96 (methyl) Å and with Uiso(H) = 1.2Ueq(C). The highest residual electron density was found at 0.58 Å from Cd1 atom and the deepest hole at 0.82 Å from Br1 atom.

Structure description top

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-Methyl-2,2'-bipyridine (6-mbipy) is a good ligand and a few complexes with 6-mbipy have been prepared, such as that of mercury (Ahmadi, Ebadi et al., 2008), platinum (Amani et al., 2009), lead (Ahmadi et al., 2009), palladium (Newkome et al., 1982), iron (Onggo et al., 1990), ruthenium (Onggo et al., 2005) and zinc (Ahmadi, Kalateh et al., 2008; Alizadeh et al., 2009; Kalateh et al., 2010). Here, we report the synthesis and structure of the title compound.

In the title compound (Fig. 1), the CdII atom is five-coordinated in a distorted trigonal-bipyramidal geometry by two N atoms from one 6-methyl-2,2'-bipyridine ligand, one O atom from one dimethyl sulfoxide ligand and two Br atoms. In the crystal, intermolecular C—H···Br hydrogen bonds (Table 1, Fig. 2) and π–π contacts between the pyridine rings, Cg2···Cg3i and Cg3···Cg3ii, with centroid–centroid distances of 3.582 (5) and 3.582 (5) Å [symmetry codes: (i) -x, -y, 1-z; (ii) 1-x, -y, 1-z. Cg2 and Cg3 are the centroids of the N1/C2–C6 and N2/C7–C11 rings], stabilize the structure.

For related structures, see: Ahmadi et al. (2009); Ahmadi, Ebadi et al. (2008); Ahmadi, Kalateh et al. (2008); Alizadeh et al. (2009); Amani et al. (2009); Kalateh et al. (2010); Newkome et al. (1982); Onggo et al. (1990, 2005); Shirvan & Haydari Dezfuli (2012a,b).

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
[Figure 1] Fig. 1. The molecular structure of the title compound. Displacement ellipsoids are drawn at the 30% probability level.
[Figure 2] Fig. 2. Crystal packing diagram for the title compound. Hydrogen bonds are shown as dashed lines.
Dibromido(dimethyl sulfoxide-κO)(6-methyl-2,2'-bipyridine-κ2N,N')cadmium top
Crystal data top
[CdBr2(C11H10N2)(C2H6OS)]F(000) = 1000
Mr = 520.56Dx = 1.944 Mg m−3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 14429 reflections
a = 9.0169 (6) Åθ = 2.1–26.0°
b = 14.5503 (8) ŵ = 5.83 mm−1
c = 14.1473 (8) ÅT = 293 K
β = 106.561 (5)°Prism, colorless
V = 1779.11 (18) Å30.40 × 0.35 × 0.30 mm
Z = 4
Data collection top
Bruker APEXII CCD
diffractometer		3487 independent reflections
Radiation source: fine-focus sealed tube2683 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.114
φ and ω scansθmax = 26.0°, θmin = 2.1°
Absorption correction: multi-scan
(SADABS; Bruker, 2001)		h = −11→11
Tmin = 0.070, Tmax = 0.240k = −17→17
14429 measured reflectionsl = −17→17
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.059Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.175H-atom parameters constrained
S = 1.05 w = 1/[σ2(Fo2) + (0.1108P)2 + 0.213P]
where P = (Fo2 + 2Fc2)/3
3487 reflections(Δ/σ)max = 0.013
181 parametersΔρmax = 1.35 e Å−3
0 restraintsΔρmin = −1.58 e Å−3
Crystal data top
[CdBr2(C11H10N2)(C2H6OS)]V = 1779.11 (18) Å3
Mr = 520.56Z = 4
Monoclinic, P21/cMo Kα radiation
a = 9.0169 (6) ŵ = 5.83 mm−1
b = 14.5503 (8) ÅT = 293 K
c = 14.1473 (8) Å0.40 × 0.35 × 0.30 mm
β = 106.561 (5)°
Data collection top
Bruker APEXII CCD
diffractometer		3487 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2001)		2683 reflections with I > 2σ(I)
Tmin = 0.070, Tmax = 0.240Rint = 0.114
14429 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0590 restraints
wR(F2) = 0.175H-atom parameters constrained
S = 1.05Δρmax = 1.35 e Å−3
3487 reflectionsΔρmin = −1.58 e Å−3
181 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
xyzUiso*/Ueq
C10.0526 (15)0.2406 (9)0.7072 (8)0.095 (3)
H1A0.15710.25890.73930.113*
H1B0.02420.19070.74290.113*
H1C−0.01570.29160.70540.113*
C20.0404 (10)0.2109 (6)0.6057 (7)0.065 (2)
C3−0.0649 (10)0.2488 (7)0.5244 (8)0.076 (3)
H3−0.12610.29790.53280.092*
C4−0.0804 (11)0.2160 (8)0.4338 (9)0.081 (3)
H4−0.15150.24200.37940.098*
C50.0106 (10)0.1432 (7)0.4221 (7)0.067 (2)
H50.00030.11890.35980.080*
C60.1172 (8)0.1066 (5)0.5039 (5)0.0488 (16)
C70.2177 (8)0.0275 (5)0.4957 (5)0.0489 (16)
C80.2191 (11)−0.0105 (7)0.4065 (6)0.068 (2)
H80.15470.01370.34840.081*
C90.3133 (12)−0.0828 (7)0.4019 (8)0.074 (3)
H90.3140−0.10830.34170.089*
C100.4061 (11)−0.1164 (6)0.4886 (8)0.071 (2)
H100.4726−0.16520.48840.085*
C110.4012 (10)−0.0778 (5)0.5767 (7)0.0589 (19)
H110.4628−0.10250.63540.071*
C120.5881 (18)−0.1426 (8)0.9498 (9)0.107 (4)
H12A0.6375−0.18570.91730.129*
H12B0.4818−0.15980.93920.129*
H12C0.6399−0.14261.01930.129*
C130.7939 (16)−0.0279 (16)0.9055 (11)0.135 (6)
H13A0.81210.02550.87060.162*
H13B0.8204−0.08210.87510.162*
H13C0.8565−0.02470.97280.162*
N10.1290 (7)0.1384 (4)0.5931 (5)0.0517 (14)
N20.3111 (7)−0.0063 (4)0.5802 (4)0.0466 (13)
Cd10.31578 (6)0.06461 (3)0.72653 (4)0.0479 (2)
Br10.49691 (15)0.19974 (7)0.79147 (9)0.0879 (4)
Br20.14174 (14)−0.00070 (10)0.82432 (8)0.0931 (4)
O10.5147 (9)−0.0376 (5)0.7936 (5)0.0803 (19)
S10.5972 (3)−0.03236 (15)0.90188 (15)0.0594 (5)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.116 (9)0.091 (7)0.083 (7)0.038 (7)0.039 (7)−0.005 (6)
C20.058 (5)0.066 (5)0.073 (5)0.013 (4)0.023 (4)0.007 (4)
C30.059 (5)0.075 (6)0.100 (8)0.024 (4)0.031 (5)0.027 (6)
C40.058 (5)0.097 (7)0.083 (7)0.013 (5)0.012 (5)0.025 (6)
C50.061 (5)0.078 (6)0.058 (5)−0.001 (4)0.012 (4)0.009 (4)
C60.040 (3)0.061 (4)0.044 (4)−0.008 (3)0.011 (3)0.007 (3)
C70.039 (4)0.057 (4)0.053 (4)−0.008 (3)0.018 (3)−0.002 (3)
C80.059 (5)0.096 (7)0.048 (4)−0.011 (5)0.016 (4)−0.014 (4)
C90.074 (6)0.086 (6)0.069 (6)−0.009 (5)0.030 (5)−0.031 (5)
C100.069 (5)0.057 (5)0.096 (7)−0.006 (4)0.040 (5)−0.026 (5)
C110.061 (5)0.043 (4)0.076 (5)0.002 (3)0.024 (4)0.000 (3)
C120.160 (13)0.088 (8)0.076 (7)−0.006 (8)0.036 (8)0.005 (6)
C130.080 (8)0.24 (2)0.086 (8)0.027 (11)0.026 (7)0.010 (11)
N10.047 (3)0.059 (4)0.050 (3)0.006 (3)0.016 (3)0.004 (3)
N20.048 (3)0.050 (3)0.045 (3)−0.007 (2)0.017 (3)−0.005 (2)
Cd10.0532 (3)0.0472 (3)0.0421 (3)−0.0042 (2)0.0116 (2)−0.0013 (2)
Br10.1072 (9)0.0657 (6)0.0866 (7)−0.0300 (5)0.0210 (6)−0.0116 (5)
Br20.0902 (8)0.1284 (10)0.0644 (6)−0.0346 (7)0.0277 (5)0.0009 (6)
O10.092 (5)0.075 (4)0.057 (3)0.029 (4)−0.006 (3)−0.006 (3)
S10.0658 (12)0.0625 (11)0.0515 (10)0.0095 (9)0.0194 (9)−0.0025 (9)
Geometric parameters (Å, º) top
C1—C21.472 (14)C9—H90.9300
C1—H1A0.9600C10—C111.378 (13)
C1—H1B0.9600C10—H100.9300
C1—H1C0.9600C11—N21.329 (10)
C2—N11.365 (10)C11—H110.9300
C2—C31.381 (13)C12—S11.752 (12)
C3—C41.337 (15)C12—H12A0.9600
C3—H30.9300C12—H12B0.9600
C4—C51.378 (14)C12—H12C0.9600
C4—H40.9300C13—S11.761 (14)
C5—C61.383 (11)C13—H13A0.9600
C5—H50.9300C13—H13B0.9600
C6—N11.320 (10)C13—H13C0.9600
C6—C71.489 (11)N1—Cd12.396 (6)
C7—N21.345 (10)N2—Cd12.303 (6)
C7—C81.380 (11)Cd1—O12.316 (6)
C8—C91.366 (14)Cd1—Br22.5530 (12)
C8—H80.9300Cd1—Br12.5539 (11)
C9—C101.364 (15)O1—S11.502 (6)
C2—C1—H1A109.5N2—C11—H11119.0
C2—C1—H1B109.5C10—C11—H11119.0
H1A—C1—H1B109.5S1—C12—H12A109.5
C2—C1—H1C109.5S1—C12—H12B109.5
H1A—C1—H1C109.5H12A—C12—H12B109.5
H1B—C1—H1C109.5S1—C12—H12C109.5
N1—C2—C3119.2 (9)H12A—C12—H12C109.5
N1—C2—C1118.1 (8)H12B—C12—H12C109.5
C3—C2—C1122.5 (9)S1—C13—H13A109.5
C4—C3—C2121.0 (9)S1—C13—H13B109.5
C4—C3—H3119.5H13A—C13—H13B109.5
C2—C3—H3119.5S1—C13—H13C109.5
C3—C4—C5119.1 (9)H13A—C13—H13C109.5
C3—C4—H4120.5H13B—C13—H13C109.5
C5—C4—H4120.5C6—N1—C2120.4 (7)
C4—C5—C6119.5 (9)C6—N1—Cd1116.3 (5)
C4—C5—H5120.3C2—N1—Cd1123.3 (6)
C6—C5—H5120.3C11—N2—C7119.2 (7)
N1—C6—C5120.7 (8)C11—N2—Cd1122.0 (6)
N1—C6—C7117.4 (6)C7—N2—Cd1118.8 (5)
C5—C6—C7121.8 (7)N2—Cd1—O183.9 (2)
N2—C7—C8119.9 (8)N2—Cd1—N170.4 (2)
N2—C7—C6117.0 (6)O1—Cd1—N1154.1 (2)
C8—C7—C6123.0 (8)N2—Cd1—Br2117.63 (15)
C9—C8—C7121.4 (9)O1—Cd1—Br293.6 (2)
C9—C8—H8119.3N1—Cd1—Br2101.02 (15)
C7—C8—H8119.3N2—Cd1—Br1120.97 (14)
C10—C9—C8117.6 (8)O1—Cd1—Br190.3 (2)
C10—C9—H9121.2N1—Cd1—Br199.92 (16)
C8—C9—H9121.2Br2—Cd1—Br1121.36 (4)
C9—C10—C11119.9 (9)S1—O1—Cd1119.1 (4)
C9—C10—H10120.1O1—S1—C12106.5 (5)
C11—C10—H10120.1O1—S1—C13103.5 (6)
N2—C11—C10122.0 (9)C12—S1—C13100.4 (9)
N1—C2—C3—C4−0.5 (14)C6—C7—N2—C11179.0 (6)
C1—C2—C3—C4−175.4 (11)C8—C7—N2—Cd1176.3 (6)
C2—C3—C4—C50.1 (16)C6—C7—N2—Cd1−3.1 (8)
C3—C4—C5—C6−1.0 (15)C11—N2—Cd1—O13.9 (6)
C4—C5—C6—N12.4 (13)C7—N2—Cd1—O1−174.0 (5)
C4—C5—C6—C7179.6 (8)C11—N2—Cd1—N1−179.4 (6)
N1—C6—C7—N21.1 (10)C7—N2—Cd1—N12.7 (5)
C5—C6—C7—N2−176.2 (7)C11—N2—Cd1—Br2−87.0 (6)
N1—C6—C7—C8−178.3 (7)C7—N2—Cd1—Br295.1 (5)
C5—C6—C7—C84.4 (11)C11—N2—Cd1—Br190.6 (6)
N2—C7—C8—C90.5 (12)C7—N2—Cd1—Br1−87.3 (5)
C6—C7—C8—C9179.8 (8)C6—N1—Cd1—N2−2.1 (5)
C7—C8—C9—C100.0 (14)C2—N1—Cd1—N2179.5 (7)
C8—C9—C10—C110.7 (14)C6—N1—Cd1—O15.5 (9)
C9—C10—C11—N2−1.9 (13)C2—N1—Cd1—O1−173.0 (7)
C5—C6—N1—C2−2.8 (11)C6—N1—Cd1—Br2−117.7 (5)
C7—C6—N1—C2179.8 (7)C2—N1—Cd1—Br263.9 (6)
C5—C6—N1—Cd1178.6 (6)C6—N1—Cd1—Br1117.4 (5)
C7—C6—N1—Cd11.3 (8)C2—N1—Cd1—Br1−61.1 (6)
C3—C2—N1—C61.9 (12)N2—Cd1—O1—S1177.1 (5)
C1—C2—N1—C6177.0 (9)N1—Cd1—O1—S1169.9 (4)
C3—C2—N1—Cd1−179.7 (6)Br2—Cd1—O1—S1−65.5 (5)
C1—C2—N1—Cd1−4.6 (12)Br1—Cd1—O1—S155.9 (5)
C10—C11—N2—C72.4 (11)Cd1—O1—S1—C12126.0 (7)
C10—C11—N2—Cd1−175.5 (6)Cd1—O1—S1—C13−128.7 (9)
C8—C7—N2—C11−1.6 (10)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C11—H11···O10.932.353.003 (12)127
C13—H13C···Br2i0.962.893.722 (15)146
Symmetry code: (i) −x+1, −y, −z+2.

Experimental details

Crystal data
Chemical formula[CdBr2(C11H10N2)(C2H6OS)]
Mr520.56
Crystal system, space groupMonoclinic, P21/c
Temperature (K)293
a, b, c (Å)9.0169 (6), 14.5503 (8), 14.1473 (8)
β (°) 106.561 (5)
V (Å3)1779.11 (18)
Z4
Radiation typeMo Kα
µ (mm−1)5.83
Crystal size (mm)0.40 × 0.35 × 0.30
Data collection
DiffractometerBruker APEXII CCD
Absorption correctionMulti-scan
(SADABS; Bruker, 2001)
Tmin, Tmax0.070, 0.240
No. of measured, independent and
observed [I > 2σ(I)] reflections		14429, 3487, 2683
Rint0.114
(sin θ/λ)max (Å−1)0.617
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.059, 0.175, 1.05
No. of reflections3487
No. of parameters181
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å−3)1.35, −1.58

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

Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C11—H11···O10.932.353.003 (12)127
C13—H13C···Br2i0.962.893.722 (15)146
Symmetry code: (i) −x+1, −y, −z+2.
 

Acknowledgements

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

References

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ISSN: 2056-9890
Volume 68| Part 8| August 2012| Page m1124
https://doi.org/10.1107/S1600536812033168
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