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Acta Crystallogr Sect E Struct Rep Online. 2010 December 1; 66(Pt 12): m1692.
Published online 2010 November 30. doi:  10.1107/S1600536810049251
PMCID: PMC3011694

Bis(2,2′-bipyridine-κ2 N,N′)dichloridocadmium(II)

Abstract

The CdII atom in the title compound, [CdCl2(C10H8N2)2] exists in a distorted octa­hedral geometry [N—Cd—N = 148.29 (17)°]; the Cl atoms are cis with respect to each other.

Related literature

For polymeric dichlorido(2,2′-bipyridine)­cadmium, see: Zhou et al. (2003 [triangle]).

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Object name is e-66-m1692-scheme1.jpg

Experimental

Crystal data

  • [CdCl2(C10H8N2)2]
  • M r = 495.67
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-66-m1692-efi1.jpg
  • a = 8.7477 (2) Å
  • b = 14.3541 (5) Å
  • c = 15.8723 (5) Å
  • β = 98.775 (1)°
  • V = 1969.68 (10) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 1.39 mm−1
  • T = 293 K
  • 0.18 × 0.15 × 0.12 mm

Data collection

  • Rigaku R-AXIS RAPID diffractometer
  • Absorption correction: multi-scan (ABSCOR; Higashi, 1995 [triangle]) T min = 0.788, T max = 0.851
  • 31202 measured reflections
  • 4497 independent reflections
  • 3047 reflections with I > 2σ(I)
  • R int = 0.056

Refinement

  • R[F 2 > 2σ(F 2)] = 0.053
  • wR(F 2) = 0.186
  • S = 1.17
  • 4497 reflections
  • 245 parameters
  • H-atom parameters constrained
  • Δρmax = 1.61 e Å−3
  • Δρmin = −1.04 e Å−3

Data collection: RAPID-AUTO (Rigaku, 1998 [triangle]); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002 [triangle]); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: X-SEED (Barbour, 2001 [triangle]); software used to prepare material for publication: publCIF (Westrip, 2010 [triangle]).

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810049251/jh2233sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810049251/jh2233Isup2.hkl

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

Acknowledgments

We thank the Key Project of the Natural Science Foundation of Heilongjiang Province (No. ZD200903) and the Innovation Team of the Education Bureau of Heilongjiang Province (No. 2010 t d03), Heilongjiang University and the University of Malaya for supporting this study.

supplementary crystallographic information

Comment

The hydrothermal reaction of cadmium chloride and 2,2'-bipyridine yields the 1:1 adduct, which exists as a chlorine-bridged chain polymer. The cadmium atom exists in an octahedral geometry (Zhou et al., 2003). In the present 1:2 adduct (Scheme I, Fig. 1), the geometry is also an octahedron but the molecule exists as a discrete entity, without any bridging.

Experimental

Cadmium chloride (0.1 mmol), 2,2'-bipyridine (0.1 mmol) and benzoic acid (0.2 mmol) were dissolved in a water-ethanol-DMF mixture (15 ml). The solution was heated in a 25 ml, Teflon-lined, stainless-steel bomb at 383 K for 3 days. The cool solution was filtered and the solvent allowed to evaporate. Colorless crystals separated from solution after a few days.

Refinement

Hydrogen atoms were placed in calculated positions (C–H 0.93 Å) and were included in the refinement in the riding model approximation, with U(H) set to 1.2Ueq(C).

Figures

Fig. 1.
Thermal ellipsoid plot (Barbour, 2001) of CdCl2(C10H8N2)2 at the 50% probability level; hydrogen atoms are drawn as spheres of arbitrary radius.

Crystal data

[CdCl2(C10H8N2)2]F(000) = 984
Mr = 495.67Dx = 1.671 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 18413 reflections
a = 8.7477 (2) Åθ = 3.1–27.4°
b = 14.3541 (5) ŵ = 1.39 mm1
c = 15.8723 (5) ÅT = 293 K
β = 98.775 (1)°Block, colorless
V = 1969.68 (10) Å30.18 × 0.15 × 0.12 mm
Z = 4

Data collection

Rigaku R-AXIS RAPID diffractometer4497 independent reflections
Radiation source: fine-focus sealed tube3047 reflections with I > 2σ(I)
graphiteRint = 0.056
Detector resolution: 10.000 pixels mm-1θmax = 27.4°, θmin = 3.1°
ω scansh = −11→10
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)k = −18→18
Tmin = 0.788, Tmax = 0.851l = −20→20
31202 measured reflections

Refinement

Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.053H-atom parameters constrained
wR(F2) = 0.186w = 1/[σ2(Fo2) + (0.1002P)2 + 1.1952P] where P = (Fo2 + 2Fc2)/3
S = 1.17(Δ/σ)max = 0.001
4497 reflectionsΔρmax = 1.61 e Å3
245 parametersΔρmin = −1.04 e Å3
0 restraintsExtinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.0073 (12)

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

xyzUiso*/Ueq
Cd10.69488 (4)0.77175 (3)0.53520 (3)0.0434 (2)
Cl10.4692 (2)0.77680 (12)0.41696 (13)0.0690 (5)
Cl20.6158 (2)0.88210 (14)0.64297 (14)0.0766 (6)
N10.9503 (6)0.7787 (3)0.6172 (3)0.0471 (12)
N20.8703 (5)0.8562 (3)0.4634 (3)0.0445 (11)
N30.7797 (6)0.6284 (4)0.4710 (3)0.0504 (12)
N40.6420 (5)0.6347 (4)0.6118 (3)0.0492 (12)
C10.9828 (8)0.7475 (5)0.6967 (4)0.0565 (16)
H10.90280.72150.72130.068*
C21.1294 (9)0.7513 (5)0.7455 (5)0.0645 (19)
H21.14650.73010.80150.077*
C31.2469 (9)0.7873 (5)0.7080 (5)0.068 (2)
H31.34700.78920.73790.081*
C41.2168 (7)0.8207 (5)0.6260 (5)0.0622 (17)
H41.29610.84550.60010.075*
C51.0667 (6)0.8170 (4)0.5820 (4)0.0463 (13)
C61.0215 (6)0.8603 (4)0.4967 (4)0.0455 (13)
C71.1268 (7)0.9075 (5)0.4553 (4)0.0576 (16)
H71.23090.90930.47870.069*
C81.0756 (8)0.9521 (5)0.3786 (4)0.0661 (19)
H81.14500.98380.35000.079*
C90.9192 (9)0.9489 (5)0.3451 (4)0.0652 (18)
H90.88080.97890.29440.078*
C100.8230 (8)0.8991 (5)0.3903 (4)0.0548 (15)
H100.71850.89560.36780.066*
C110.8480 (8)0.6289 (5)0.4022 (4)0.0635 (18)
H110.86910.68610.37900.076*
C120.8900 (9)0.5483 (7)0.3628 (5)0.080 (2)
H120.93750.55130.31430.096*
C130.8595 (9)0.4645 (6)0.3976 (5)0.079 (3)
H130.88720.40920.37330.095*
C140.7875 (8)0.4625 (5)0.4688 (5)0.066 (2)
H140.76630.40600.49310.080*
C150.7461 (7)0.5474 (4)0.5046 (4)0.0493 (14)
C160.6667 (6)0.5509 (4)0.5800 (4)0.0470 (14)
C170.6114 (8)0.4700 (5)0.6166 (5)0.0648 (18)
H170.62670.41160.59390.078*
C180.5352 (8)0.4779 (6)0.6858 (5)0.074 (2)
H180.49800.42510.71000.089*
C190.5145 (8)0.5644 (6)0.7189 (5)0.068 (2)
H190.46470.57160.76620.081*
C200.5707 (7)0.6415 (5)0.6792 (4)0.0584 (16)
H200.55730.70040.70140.070*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Cd10.0380 (3)0.0474 (3)0.0449 (3)−0.00430 (17)0.00717 (18)−0.00333 (18)
Cl10.0532 (9)0.0678 (11)0.0776 (12)0.0016 (8)−0.0165 (9)−0.0071 (9)
Cl20.0647 (10)0.0750 (12)0.0984 (14)−0.0204 (9)0.0392 (10)−0.0371 (11)
N10.041 (3)0.056 (3)0.042 (3)−0.001 (2)−0.001 (2)0.001 (2)
N20.038 (2)0.050 (3)0.045 (3)−0.008 (2)0.0037 (19)0.003 (2)
N30.051 (3)0.055 (3)0.045 (3)0.002 (2)0.008 (2)−0.001 (2)
N40.047 (3)0.051 (3)0.050 (3)−0.009 (2)0.006 (2)0.001 (2)
C10.044 (3)0.071 (4)0.053 (4)−0.005 (3)0.000 (3)−0.001 (3)
C20.072 (5)0.060 (4)0.055 (4)0.008 (3)−0.011 (4)−0.005 (3)
C30.055 (4)0.064 (4)0.078 (5)0.002 (3)−0.013 (4)−0.003 (4)
C40.038 (3)0.067 (4)0.080 (5)−0.012 (3)0.001 (3)−0.003 (4)
C50.036 (3)0.046 (3)0.057 (3)0.004 (2)0.005 (2)−0.004 (3)
C60.043 (3)0.049 (3)0.047 (3)0.001 (2)0.015 (2)−0.011 (3)
C70.050 (3)0.059 (4)0.067 (4)−0.018 (3)0.020 (3)−0.001 (3)
C80.075 (5)0.064 (4)0.066 (4)−0.021 (4)0.032 (4)−0.001 (3)
C90.083 (5)0.061 (4)0.053 (4)−0.006 (4)0.014 (3)0.004 (3)
C100.058 (4)0.061 (4)0.044 (3)−0.009 (3)0.006 (3)0.009 (3)
C110.071 (4)0.066 (4)0.059 (4)0.005 (4)0.024 (3)−0.009 (3)
C120.078 (5)0.092 (7)0.070 (5)0.013 (5)0.016 (4)−0.030 (5)
C130.072 (5)0.080 (6)0.083 (6)0.024 (4)0.003 (4)−0.042 (5)
C140.066 (4)0.047 (4)0.080 (5)0.008 (3)−0.007 (4)−0.014 (3)
C150.045 (3)0.046 (3)0.054 (3)0.002 (3)−0.003 (3)−0.006 (3)
C160.039 (3)0.045 (3)0.052 (3)−0.005 (2)−0.007 (2)0.005 (3)
C170.062 (4)0.049 (4)0.079 (5)−0.011 (3)−0.002 (4)0.018 (3)
C180.057 (4)0.076 (5)0.085 (5)−0.018 (4)−0.001 (4)0.037 (5)
C190.054 (4)0.092 (6)0.054 (4)−0.015 (4)−0.002 (3)0.018 (4)
C200.054 (3)0.075 (5)0.049 (3)−0.011 (3)0.017 (3)0.001 (3)

Geometric parameters (Å, °)

Cd1—N22.378 (5)C7—C81.388 (9)
Cd1—N42.394 (5)C7—H70.9300
Cd1—N12.410 (5)C8—C91.391 (10)
Cd1—N32.461 (5)C8—H80.9300
Cd1—Cl22.5049 (18)C9—C101.385 (9)
Cd1—Cl12.5087 (18)C9—H90.9300
N1—C11.327 (8)C10—H100.9300
N1—C51.351 (8)C11—C121.392 (10)
N2—C101.323 (7)C11—H110.9300
N2—C61.349 (7)C12—C131.366 (13)
N3—C111.322 (8)C12—H120.9300
N3—C151.330 (8)C13—C141.375 (10)
N4—C201.322 (8)C13—H130.9300
N4—C161.335 (8)C14—C151.415 (9)
C1—C21.395 (10)C14—H140.9300
C1—H10.9300C15—C161.472 (10)
C2—C31.365 (11)C16—C171.417 (9)
C2—H20.9300C17—C181.374 (11)
C3—C41.375 (10)C17—H170.9300
C3—H30.9300C18—C191.370 (12)
C4—C51.391 (8)C18—H180.9300
C4—H40.9300C19—C201.399 (10)
C5—C61.487 (8)C19—H190.9300
C6—C71.387 (8)C20—H200.9300
N2—Cd1—N4148.29 (17)C7—C6—C5122.2 (5)
N2—Cd1—N167.98 (16)C6—C7—C8119.5 (6)
N4—Cd1—N189.69 (16)C6—C7—H7120.2
N2—Cd1—N388.30 (17)C8—C7—H7120.2
N4—Cd1—N367.48 (19)C7—C8—C9119.1 (6)
N1—Cd1—N386.83 (16)C7—C8—H8120.5
N2—Cd1—Cl2105.71 (13)C9—C8—H8120.5
N4—Cd1—Cl294.47 (13)C10—C9—C8117.4 (6)
N1—Cd1—Cl286.28 (13)C10—C9—H9121.3
N3—Cd1—Cl2160.70 (13)C8—C9—H9121.3
N2—Cd1—Cl196.80 (12)N2—C10—C9124.1 (6)
N4—Cd1—Cl1102.28 (12)N2—C10—H10117.9
N1—Cd1—Cl1164.08 (14)C9—C10—H10117.9
N3—Cd1—Cl188.10 (12)N3—C11—C12123.4 (8)
Cl2—Cd1—Cl1102.99 (7)N3—C11—H11118.3
C1—N1—C5117.7 (5)C12—C11—H11118.3
C1—N1—Cd1123.1 (4)C13—C12—C11118.0 (7)
C5—N1—Cd1119.2 (4)C13—C12—H12121.0
C10—N2—C6118.7 (5)C11—C12—H12121.0
C10—N2—Cd1121.3 (4)C12—C13—C14119.5 (7)
C6—N2—Cd1120.0 (4)C12—C13—H13120.3
C11—N3—C15119.5 (6)C14—C13—H13120.3
C11—N3—Cd1122.7 (5)C13—C14—C15119.4 (7)
C15—N3—Cd1117.7 (4)C13—C14—H14120.3
C20—N4—C16119.7 (6)C15—C14—H14120.3
C20—N4—Cd1120.2 (5)N3—C15—C14120.3 (6)
C16—N4—Cd1119.6 (4)N3—C15—C16117.2 (5)
N1—C1—C2124.1 (7)C14—C15—C16122.5 (6)
N1—C1—H1118.0N4—C16—C17119.9 (6)
C2—C1—H1118.0N4—C16—C15117.4 (5)
C3—C2—C1117.5 (7)C17—C16—C15122.6 (6)
C3—C2—H2121.2C18—C17—C16119.9 (7)
C1—C2—H2121.2C18—C17—H17120.1
C2—C3—C4119.8 (7)C16—C17—H17120.1
C2—C3—H3120.1C19—C18—C17119.3 (7)
C4—C3—H3120.1C19—C18—H18120.3
C3—C4—C5119.4 (6)C17—C18—H18120.3
C3—C4—H4120.3C18—C19—C20117.9 (7)
C5—C4—H4120.3C18—C19—H19121.0
N1—C5—C4121.5 (6)C20—C19—H19121.0
N1—C5—C6115.8 (5)N4—C20—C19123.2 (7)
C4—C5—C6122.7 (6)N4—C20—H20118.4
N2—C6—C7121.2 (6)C19—C20—H20118.4
N2—C6—C5116.5 (5)
N2—Cd1—N1—C1173.2 (5)Cd1—N1—C5—C4−178.5 (5)
N4—Cd1—N1—C1−29.9 (5)C1—N1—C5—C6−173.5 (5)
N3—Cd1—N1—C1−97.4 (5)Cd1—N1—C5—C65.6 (7)
Cl2—Cd1—N1—C164.6 (5)C3—C4—C5—N1−2.1 (10)
Cl1—Cd1—N1—C1−169.0 (4)C3—C4—C5—C6173.6 (6)
N2—Cd1—N1—C5−5.8 (4)C10—N2—C6—C7−0.7 (9)
N4—Cd1—N1—C5151.1 (4)Cd1—N2—C6—C7178.7 (5)
N3—Cd1—N1—C583.6 (4)C10—N2—C6—C5175.5 (5)
Cl2—Cd1—N1—C5−114.4 (4)Cd1—N2—C6—C5−5.0 (7)
Cl1—Cd1—N1—C512.0 (8)N1—C5—C6—N2−0.4 (8)
N4—Cd1—N2—C10136.8 (5)C4—C5—C6—N2−176.3 (6)
N1—Cd1—N2—C10−175.0 (5)N1—C5—C6—C7175.8 (6)
N3—Cd1—N2—C1097.8 (5)C4—C5—C6—C7−0.1 (10)
Cl2—Cd1—N2—C10−95.7 (5)N2—C6—C7—C80.6 (10)
Cl1—Cd1—N2—C109.9 (5)C5—C6—C7—C8−175.4 (6)
N4—Cd1—N2—C6−42.7 (6)C6—C7—C8—C90.3 (11)
N1—Cd1—N2—C65.6 (4)C7—C8—C9—C10−1.2 (11)
N3—Cd1—N2—C6−81.7 (4)C6—N2—C10—C9−0.2 (10)
Cl2—Cd1—N2—C684.9 (4)Cd1—N2—C10—C9−179.6 (5)
Cl1—Cd1—N2—C6−169.5 (4)C8—C9—C10—N21.1 (11)
N2—Cd1—N3—C11−20.4 (5)C15—N3—C11—C12−1.1 (11)
N4—Cd1—N3—C11−179.4 (5)Cd1—N3—C11—C12−176.8 (6)
N1—Cd1—N3—C11−88.4 (5)N3—C11—C12—C13−0.4 (12)
Cl2—Cd1—N3—C11−157.7 (4)C11—C12—C13—C140.8 (12)
Cl1—Cd1—N3—C1176.5 (5)C12—C13—C14—C150.1 (11)
N2—Cd1—N3—C15163.8 (4)C11—N3—C15—C142.0 (9)
N4—Cd1—N3—C154.8 (4)Cd1—N3—C15—C14178.0 (4)
N1—Cd1—N3—C1595.7 (4)C11—N3—C15—C16−178.6 (5)
Cl2—Cd1—N3—C1526.5 (7)Cd1—N3—C15—C16−2.6 (7)
Cl1—Cd1—N3—C15−99.4 (4)C13—C14—C15—N3−1.6 (10)
N2—Cd1—N4—C20138.8 (4)C13—C14—C15—C16179.0 (6)
N1—Cd1—N4—C2095.0 (5)C20—N4—C16—C172.3 (9)
N3—Cd1—N4—C20−178.3 (5)Cd1—N4—C16—C17−169.2 (4)
Cl2—Cd1—N4—C208.7 (5)C20—N4—C16—C15179.8 (5)
Cl1—Cd1—N4—C20−95.6 (4)Cd1—N4—C16—C158.3 (7)
N2—Cd1—N4—C16−49.8 (6)N3—C15—C16—N4−3.6 (8)
N1—Cd1—N4—C16−93.6 (4)C14—C15—C16—N4175.8 (5)
N3—Cd1—N4—C16−6.9 (4)N3—C15—C16—C17173.8 (5)
Cl2—Cd1—N4—C16−179.8 (4)C14—C15—C16—C17−6.8 (10)
Cl1—Cd1—N4—C1675.9 (4)N4—C16—C17—C18−1.2 (9)
C5—N1—C1—C2−0.5 (10)C15—C16—C17—C18−178.6 (6)
Cd1—N1—C1—C2−179.6 (5)C16—C17—C18—C19−0.4 (10)
N1—C1—C2—C3−1.7 (11)C17—C18—C19—C201.0 (10)
C1—C2—C3—C42.1 (11)C16—N4—C20—C19−1.8 (10)
C2—C3—C4—C5−0.3 (11)Cd1—N4—C20—C19169.6 (5)
C1—N1—C5—C42.5 (9)C18—C19—C20—N40.1 (11)

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: JH2233).

References

  • Barbour, L. J. (2001). J. Supramol. Chem.1, 189–191.
  • Higashi, T. (1995). ABSCOR Rigaku Corporation, Tokyo, Japan.
  • Rigaku (1998). RAPID-AUTO Rigaku Corporation, Tokyo, Japan.
  • Rigaku/MSC (2002). CrystalStructure Rigaku/MSC, The Woodlands, Texas, USA.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]
  • Westrip, S. P. (2010). J. Appl. Cryst.43, 920–925.
  • Zhou, Y.-F., Xu, Y., Yuan, D.-Q. & Hong, M.-C. (2003). Acta Cryst. E59, m821–m823.

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