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Acta Crystallogr Sect E Struct Rep Online. 2008 October 1; 64(Pt 10): m1320.
Published online 2008 September 24. doi:  10.1107/S1600536808030225
PMCID: PMC2959245

Diiodidobis(1-methyl­imidazole-κN 3)cadmium(II)

Abstract

In the title compound, [CdI2(C4H6N2)2], each Cd atom is coordinated by two N atoms from two 1-methylimidazole and two iodido ligands. The Cd atom has a distorted tetrahedral coordination. Inter­molecular C—H(...)I hydrogen bonds link the monomeric units, generating a one-dimensional supra­molecular chain along the a axis.

Related literature

For a related structure, see: Chand et al. (2003 [triangle]).

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Object name is e-64-m1320-scheme1.jpg

Experimental

Crystal data

  • [CdI2(C4H6N2)2]
  • M r = 530.43
  • Orthorhombic, An external file that holds a picture, illustration, etc.
Object name is e-64-m1320-efi1.jpg
  • a = 13.5570 (9) Å
  • b = 14.5615 (14) Å
  • c = 14.9585 (19) Å
  • V = 2953.0 (5) Å3
  • Z = 8
  • Mo Kα radiation
  • μ = 5.64 mm−1
  • T = 298 K
  • 0.10 × 0.10 × 0.10 mm

Data collection

  • Bruker SMART 1K CCD area-detector diffractometer
  • Absorption correction: multi-scan (SADABS; Sheldrick, 2004 [triangle]) T min = 0.574, T max = 0.579
  • 2888 measured reflections
  • 2768 independent reflections
  • 1811 reflections with I > 2σ(I)
  • R int = 0.013

Refinement

  • R[F 2 > 2σ(F 2)] = 0.063
  • wR(F 2) = 0.178
  • S = 0.98
  • 2768 reflections
  • 137 parameters
  • 40 restraints
  • H-atom parameters constrained
  • Δρmax = 1.18 e Å−3
  • Δρmin = −0.85 e Å−3

Data collection: SMART (Bruker, 2001 [triangle]); cell refinement: SAINT (Bruker, 2001 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and local programs.

Table 1
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808030225/bq2097sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808030225/bq2097Isup2.hkl

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

Acknowledgments

This work was supported by the National Natural Science Foundation of China (grant No. 20601015) and the Natural Science Foundation of Shandong Province (Y2006B12).

supplementary crystallographic information

Comment

In the title compound (I) (Fig. 1), each Cd atom is tetrahedrally surrounded showing a CdN2Cl2 coordination sphere. Each Mim(Mim = N-methylimidazole) acts as a monodentate-N(imidazole) donor ligand. The two imidazole rings are planar and make a dihedral angle of 69.46 (3)°. The Cd—N(imidazole) distance [Cd—N2, 2.238 (9); Cd—N4, 2.201 (10)°] is comparable with reported data (Chand, et al., 2003). The Cd—I bond distances are 2.7248 (13)Å and 2.7358 (13)Å. The angles extended in tetrahedral CdN2I2 geometry are I1—Cd—I2 119.20 (5)°, N4—Cd—N2, 112.2 (4)° and suggest a small distortion. All other angles are within the limits of distorted Td-geometry. Intermolecular C—H···I hydrogen bonds link the monomeric units to produce a one-dimensional supramolecular chain along the a-axis.

In the corresponding copper compound [Cd(HaaiMe)2Cl2] (Chand, et al., 2003), the CdII has a distorted tetrahedron coordination environment.

Experimental

N-Methylimidazole (32.8 mg, 0.4 mmol) in MeOH (10 ml) was added in dropwise to a stirred methanolic solution (10 ml) of CdI2 (366.2 mg, 0.1 mmol) at room temperature (298 K). The colorless solution was left undisturbed for 2 weeks. Colorless crystals were obtained. These were then washed with water and finally, dried in vacuo.

Refinement

H atoms were positioned geometrically (C—H = 0.93Å or 0.96 Å) and allowed to ride on their parent atoms with Uiso(H) = 1.2 or 1.5 times Ueq(C).

Figures

Fig. 1.
The molecular structure of (I), showing 50% probability displacement ellipsoids and the atom-numbering scheme.
Fig. 2.
The packing of (I), viewed down the b-axis.

Crystal data

[CdI2(C4H6N2)2]F(000) = 1936
Mr = 530.43Dx = 2.386 Mg m3
Orthorhombic, PbcaMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2abCell parameters from 25 reflections
a = 13.5570 (9) Åθ = 10–14°
b = 14.5615 (14) ŵ = 5.64 mm1
c = 14.9585 (19) ÅT = 298 K
V = 2953.0 (5) Å3Block, colorless
Z = 80.10 × 0.10 × 0.10 mm

Data collection

Bruker SMART 1K CCD area-detector diffractometer2768 independent reflections
Radiation source: fine-focus sealed tube1811 reflections with I > 2σ(I)
graphiteRint = 0.013
Thin–slice ω scansθmax = 26.0°, θmin = 2.5°
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)h = 0→16
Tmin = 0.574, Tmax = 0.579k = 0→17
2888 measured reflectionsl = 0→18

Refinement

Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.063H-atom parameters constrained
wR(F2) = 0.178w = 1/[σ2(Fo2) + (0.1P)2 + 1P] where P = (Fo2 + 2Fc2)/3
S = 0.99(Δ/σ)max = 0.001
2768 reflectionsΔρmax = 1.18 e Å3
137 parametersΔρmin = −0.85 e Å3
40 restraintsExtinction correction: SHELXTL (Sheldrick, 2001), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.0017 (2)

Special details

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)

xyzUiso*/Ueq
Cd1.20251 (6)0.53829 (6)1.04405 (6)0.0520 (3)
I11.21055 (7)0.59157 (7)0.86882 (6)0.0621 (3)
C11.5970 (10)0.6525 (10)1.0696 (12)0.080 (5)
H1A1.57980.70041.02840.120*
H1B1.64750.61461.04390.120*
H1C1.62080.67921.12420.120*
N11.5119 (6)0.5977 (7)1.0881 (7)0.052 (3)
I21.13534 (7)0.36699 (7)1.08491 (8)0.0707 (4)
N21.3612 (7)0.5502 (7)1.0836 (7)0.052 (3)
C21.5085 (12)0.5226 (11)1.1438 (10)0.070 (4)
H2A1.56020.49541.17500.084*
N30.9637 (7)0.6773 (6)1.1774 (6)0.047 (2)
C31.4143 (12)0.4979 (10)1.1428 (10)0.072 (4)
H3A1.38770.45121.17780.087*
N41.1068 (8)0.6296 (7)1.1229 (7)0.052 (2)
C41.4208 (9)0.6106 (9)1.0530 (9)0.054 (3)
H4A1.40400.65661.01260.065*
C50.8536 (8)0.6817 (10)1.2037 (9)0.061 (4)
H5A0.82040.62801.18190.092*
H5B0.82420.73551.17790.092*
H5C0.84790.68441.26760.092*
C61.0338 (10)0.7448 (10)1.1951 (9)0.066 (3)
H6A1.02300.80051.22380.080*
C71.1210 (11)0.7135 (11)1.1622 (11)0.078 (4)
H7A1.18100.74431.16580.093*
C81.0131 (9)0.6115 (9)1.1374 (8)0.054 (3)
H8A0.98410.55631.12060.064*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Cd0.0379 (5)0.0590 (5)0.0591 (6)0.0005 (4)0.0060 (4)0.0008 (5)
I10.0644 (6)0.0656 (6)0.0564 (5)−0.0062 (4)−0.0039 (4)0.0073 (4)
C10.046 (8)0.069 (9)0.125 (14)−0.023 (7)−0.017 (8)−0.024 (9)
N10.024 (5)0.064 (6)0.068 (7)−0.011 (4)0.009 (5)−0.022 (6)
I20.0632 (6)0.0605 (6)0.0883 (8)−0.0060 (4)0.0029 (5)0.0166 (5)
N20.037 (5)0.052 (6)0.067 (7)0.003 (5)−0.008 (5)−0.009 (5)
C20.068 (10)0.081 (11)0.062 (9)0.013 (8)−0.010 (8)−0.012 (8)
N30.041 (4)0.050 (5)0.049 (5)0.002 (4)0.001 (4)−0.001 (4)
C30.081 (11)0.064 (8)0.073 (10)0.027 (8)0.003 (8)0.016 (8)
N40.052 (5)0.056 (5)0.050 (5)0.000 (4)0.003 (4)0.002 (4)
C40.038 (6)0.065 (8)0.059 (8)−0.022 (6)0.010 (6)0.006 (6)
C50.040 (7)0.076 (9)0.068 (9)0.014 (6)−0.001 (6)0.009 (7)
C60.060 (6)0.056 (5)0.083 (8)−0.001 (5)−0.007 (6)−0.013 (5)
C70.069 (6)0.071 (6)0.094 (8)−0.022 (5)0.015 (6)−0.009 (6)
C80.052 (5)0.055 (5)0.054 (6)0.002 (4)0.007 (5)−0.010 (5)

Geometric parameters (Å, °)

Cd—N42.201 (10)N3—C81.313 (14)
Cd—N22.238 (9)N3—C61.392 (16)
Cd—I22.7248 (13)N3—C51.544 (14)
Cd—I12.7358 (13)C3—H3A0.9300
C1—N11.429 (16)N4—C81.315 (16)
C1—H1A0.9600N4—C71.369 (18)
C1—H1B0.9600C4—H4A0.9300
C1—H1C0.9600C5—H5A0.9600
N1—C41.355 (16)C5—H5B0.9600
N1—C21.377 (19)C5—H5C0.9600
N2—C41.279 (15)C6—C71.360 (18)
N2—C31.372 (16)C6—H6A0.9300
C2—C31.33 (2)C7—H7A0.9300
C2—H2A0.9300C8—H8A0.9300
N4—Cd—N2112.2 (4)C2—C3—N2111.2 (14)
N4—Cd—I2103.7 (3)C2—C3—H3A124.4
N2—Cd—I2109.4 (3)N2—C3—H3A124.4
N4—Cd—I1111.4 (3)C8—N4—C7104.1 (11)
N2—Cd—I1101.1 (3)C8—N4—Cd122.5 (9)
I2—Cd—I1119.20 (5)C7—N4—Cd133.3 (9)
N1—C1—H1A109.5N2—C4—N1110.0 (12)
N1—C1—H1B109.5N2—C4—H4A125.0
H1A—C1—H1B109.5N1—C4—H4A125.0
N1—C1—H1C109.5N3—C5—H5A109.5
H1A—C1—H1C109.5N3—C5—H5B109.5
H1B—C1—H1C109.5H5A—C5—H5B109.5
C4—N1—C2108.3 (10)N3—C5—H5C109.5
C4—N1—C1125.7 (12)H5A—C5—H5C109.5
C2—N1—C1126.0 (12)H5B—C5—H5C109.5
C4—N2—C3106.3 (12)C7—C6—N3106.8 (12)
C4—N2—Cd124.4 (9)C7—C6—H6A126.6
C3—N2—Cd129.2 (10)N3—C6—H6A126.6
C3—C2—N1103.9 (13)C6—C7—N4109.3 (12)
C3—C2—H2A128.0C6—C7—H7A125.3
N1—C2—H2A128.0N4—C7—H7A125.3
C8—N3—C6104.7 (10)N3—C8—N4114.9 (12)
C8—N3—C5129.7 (10)N3—C8—H8A122.5
C6—N3—C5125.6 (10)N4—C8—H8A122.5

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
C5—H5B···I1i0.963.033.9797169

Symmetry codes: (i) x−1/2, −y+3/2, −z+2.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BQ2097).

References

  • Bruker (2001). SMART and SAINT Bruker AXS Inc., Madison, Wisconsin, USA.
  • Chand, B. G., Ray, U. S., Mostafa, G. M., Lu, T., Falvello, L. R., Soler, T., Tomàs, M. & Sinha, C. (2003). Polyhedron, 22, 3161–3169.
  • Sheldrick, G. M. (2004). SADABS University of Göttingen, Germany.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]

Articles from Acta Crystallographica Section E: Structure Reports Online are provided here courtesy of International Union of Crystallography