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Acta Crystallogr Sect E Struct Rep Online. 2010 May 1; 66(Pt 5): m578.
Published online 2010 April 28. doi:  10.1107/S1600536810014753
PMCID: PMC2979110

catena-Poly[[(acetato-κ2 O,O′)(methanol-κO)cadmium(II)]-μ-[1,2-bis­(1H-benzimid­azol-2-yl)ethane]-κ2 N 3:N 3′-[(acetato-κ2 O,O′)(methanol-κO)cadmium(II)]-di-μ-chlorido]

Abstract

In the title complex, [Cd2(CH3COO)2Cl2(C16H14N4)(CH3OH)2]n, the CdII atom is six-coordinated by one N atom from a centrosymmetric bridging 1,2-bis­(2,2′-1H-benzimidazol-2-yl)ethane (bbe) ligand, two O atoms from a chelating acetate ligand, one O atom from a methanol mol­ecule and two bridging Cl atoms in a distorted octa­hedral geometry. The CdII atoms are connected alternately by the Cl atoms and bbe ligands, leading to a chain along [001]. These chains are further linked by O—H(...)O hydrogen bonds. Intra­chain N—H(...)O hydrogen bonds are observed.

Related literature

For metal complexes of 1,2-bis­(2,2′-1H-benzimidazole)ethane, see: van Albada et al. (2007 [triangle]); Shen & Yuan (2006 [triangle]). For related Cd(II) complexes, see: Yam & Lo (1999 [triangle]); Zhai et al. (2006 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-66-0m578-scheme1.jpg

Experimental

Crystal data

  • [Cd2(C2H3O2)2Cl2(C16H14N4)(CH4O)2]
  • M r = 740.20
  • Triclinic, An external file that holds a picture, illustration, etc.
Object name is e-66-0m578-efi1.jpg
  • a = 7.3983 (15) Å
  • b = 9.6391 (19) Å
  • c = 10.228 (2) Å
  • α = 96.79 (3)°
  • β = 98.15 (3)°
  • γ = 90.45 (3)°
  • V = 716.7 (3) Å3
  • Z = 1
  • Mo Kα radiation
  • μ = 1.71 mm−1
  • T = 293 K
  • 0.18 × 0.16 × 0.13 mm

Data collection

  • Rigaku Saturn CCD diffractometer
  • Absorption correction: multi-scan (CrystalClear; Rigaku/MSC, 2006 [triangle]) T min = 0.748, T max = 0.808
  • 8831 measured reflections
  • 3396 independent reflections
  • 3143 reflections with I > 2σ(I)
  • R int = 0.024

Refinement

  • R[F 2 > 2σ(F 2)] = 0.027
  • wR(F 2) = 0.057
  • S = 1.05
  • 3396 reflections
  • 163 parameters
  • H-atom parameters constrained
  • Δρmax = 0.51 e Å−3
  • Δρmin = −0.37 e Å−3

Data collection: CrystalClear (Rigaku/MSC, 2006 [triangle]); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: SHELXTL (Sheldrick, 2008 [triangle]); software used to prepare material for publication: SHELXTL.

Table 1
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810014753/hy2299sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810014753/hy2299Isup2.hkl

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

Acknowledgments

The authors thank the Department of Science and Technology of Henan Province for financial support (No. 082102330003) and Professor Hong-Wei Hou of Zhengzhou University for his help.

supplementary crystallographic information

Comment

1,2-Bis(2,2'-1H-benzimidazole)ethane (bbe) as a multidentate ligand has been extensively used in the construction of metal complexes due to strong coordination ability of the N-donor (van Albada et al., 2007; Shen & Yuan, 2006). In addition, CdII ion is a favorable and fashionable building block or connecting node, not only for it is easy to coordinate to N/O-containing ligands, but also the closed-shell d10 Cd–Cd interaction can often give rise to intriguing supramolecular motifs and properties (Yam & Lo, 1999; Zhai et al., 2006). In this work, through the self-assembly of bbe hydrochloride with cadmium acetate at room temperature, we obtained the title complex.

In the title complex, the CdII ion is six-coordinated by three O atoms from a chelating acetate ligand and a methanol molecule, one N atom from a bbe ligand and two Cl atoms, leading to a distorted octahedral geometry (Fig. 1). The two CdII ions are connected by a pair of bridging Cl atoms, yielding a Cd2Cl2 binuclear unit with a Cd···Cd distance of 3.667 (1) Å. The dimers are further linked by bbe ligands to give a one-dimensional chain along [0 0 1] (Fig. 2). The distance between two Cd atoms bridged by the bbe ligand is 7.722 (2) Å. In addition, there are N—H···O hydrogen bonds between bbe and acetate group, and O—H···O hydrogen bonds between methanol molecule and acetate group (Table 1). The linear chains are linked through O—H···O hydrogen bonds.

Experimental

1,2-Bis(2,2'-1H-benzimidazole)ethane hydrochloride (0.05 mmol) in methanol (6 ml) was added dropwise to an aqueous solution (2 ml) of cadmium acetate (0.05 mmol). The resulting solution was allowed to stand at room temperature. After one week colorless crystals with good quality were obtained from the filtrate and dried in air.

Refinement

H atoms were positioned geometrically and refined as riding atoms, with C—H = 0.93 (aromatic), 0.97 (CH2) and 0.96 (CH3) Å and O—H = 0.82 Å, and with Uiso(H) = 1.2(1.5 for methyl)Ueq(C, O).

Figures

Fig. 1.
The asymmetric unit of the title complex. Displacement ellipsoids are drawn at the 30% probability level. H atoms have been omitted for clarity. [Symmetry codes: (A) -x+1, -y+2, -z+1; (B) -x+1, -y+2, -z+2.]
Fig. 2.
View of the one-dimensional chain in the title complex. [Symmetry codes: (A) -x+1, -y+2, -z+1; (B) -x+1, -y+2, -z+2.]

Crystal data

[Cd2(C2H3O2)2Cl2(C16H14N4)(CH4O)2]Z = 1
Mr = 740.20F(000) = 366
Triclinic, P1Dx = 1.715 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 7.3983 (15) ÅCell parameters from 2503 reflections
b = 9.6391 (19) Åθ = 2.0–27.9°
c = 10.228 (2) ŵ = 1.71 mm1
α = 96.79 (3)°T = 293 K
β = 98.15 (3)°Prism, colorless
γ = 90.45 (3)°0.18 × 0.16 × 0.13 mm
V = 716.7 (3) Å3

Data collection

Rigaku Saturn CCD diffractometer3396 independent reflections
Radiation source: fine-focus sealed tube3143 reflections with I > 2σ(I)
graphiteRint = 0.024
Detector resolution: 28.5714 pixels mm-1θmax = 27.9°, θmin = 3.1°
ω scansh = −9→9
Absorption correction: multi-scan (CrystalClear; Rigaku/MSC, 2006)k = −12→11
Tmin = 0.748, Tmax = 0.808l = −13→13
8831 measured reflections

Refinement

Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.027Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.057H-atom parameters constrained
S = 1.05w = 1/[σ2(Fo2) + (0.0236P)2 + 0.3424P] where P = (Fo2 + 2Fc2)/3
3396 reflections(Δ/σ)max = 0.001
163 parametersΔρmax = 0.51 e Å3
0 restraintsΔρmin = −0.37 e Å3

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

xyzUiso*/Ueq
Cd10.64998 (2)0.967293 (18)0.872095 (16)0.03484 (6)
Cl10.63872 (9)0.88042 (7)1.09623 (6)0.04316 (14)
N10.4927 (3)0.82344 (19)0.70445 (18)0.0317 (4)
N20.3205 (3)0.7493 (2)0.51282 (19)0.0371 (4)
H2A0.25960.75100.43490.045*
O10.8449 (2)1.1502 (2)0.94761 (18)0.0490 (4)
O20.7646 (3)1.1554 (2)0.73532 (18)0.0539 (5)
O30.8976 (2)0.8247 (2)0.84264 (18)0.0534 (5)
H3B0.97270.83310.91040.064*
C10.4503 (3)0.6812 (2)0.7024 (2)0.0334 (5)
C20.4968 (4)0.5910 (3)0.7977 (3)0.0507 (7)
H2B0.56830.62140.87850.061*
C30.4331 (5)0.4555 (3)0.7678 (4)0.0632 (9)
H3A0.46240.39270.82950.076*
C40.3255 (5)0.4095 (3)0.6473 (4)0.0623 (9)
H4A0.28490.31670.63080.075*
C50.2775 (4)0.4969 (3)0.5522 (3)0.0527 (7)
H5A0.20520.46600.47180.063*
C60.3430 (3)0.6343 (2)0.5826 (2)0.0368 (5)
C70.4119 (3)0.8581 (2)0.5898 (2)0.0309 (4)
C80.4232 (3)0.9973 (2)0.5432 (2)0.0341 (5)
H8A0.44641.06860.61920.041*
H8B0.30761.01660.49170.041*
C90.8471 (3)1.2083 (3)0.8436 (3)0.0405 (5)
C100.9492 (5)1.3457 (3)0.8554 (4)0.0669 (9)
H10A0.93961.37800.76950.100*
H10B1.07541.33370.88860.100*
H10C0.89771.41300.91560.100*
C110.9830 (5)0.8087 (5)0.7288 (3)0.0873 (13)
H11A1.08110.74470.74040.131*
H11B1.03060.89760.71420.131*
H11C0.89600.77270.65340.131*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Cd10.03432 (10)0.04266 (11)0.02727 (9)−0.00239 (7)0.00436 (7)0.00344 (7)
Cl10.0498 (3)0.0495 (3)0.0348 (3)0.0145 (3)0.0123 (3)0.0158 (3)
N10.0350 (10)0.0313 (9)0.0289 (9)−0.0008 (8)0.0022 (8)0.0070 (7)
N20.0423 (11)0.0367 (10)0.0302 (10)−0.0059 (9)0.0005 (8)0.0012 (8)
O10.0458 (10)0.0620 (12)0.0364 (9)−0.0118 (9)−0.0059 (8)0.0099 (8)
O20.0629 (12)0.0590 (12)0.0352 (10)−0.0100 (10)−0.0075 (9)0.0055 (8)
O30.0368 (10)0.0817 (14)0.0369 (10)0.0127 (9)−0.0015 (8)−0.0047 (9)
C10.0332 (11)0.0311 (11)0.0380 (12)0.0013 (9)0.0096 (10)0.0074 (9)
C20.0568 (17)0.0436 (14)0.0555 (17)0.0045 (12)0.0074 (13)0.0224 (13)
C30.073 (2)0.0418 (15)0.084 (2)0.0060 (15)0.0231 (18)0.0302 (16)
C40.073 (2)0.0295 (13)0.091 (3)−0.0046 (13)0.0337 (19)0.0073 (15)
C50.0550 (17)0.0408 (14)0.0613 (18)−0.0101 (12)0.0169 (14)−0.0068 (13)
C60.0372 (12)0.0336 (12)0.0405 (13)−0.0045 (10)0.0106 (10)0.0018 (10)
C70.0330 (11)0.0317 (11)0.0283 (10)−0.0010 (9)0.0056 (9)0.0036 (8)
C80.0411 (13)0.0331 (11)0.0285 (11)0.0027 (10)0.0026 (10)0.0079 (9)
C90.0353 (12)0.0451 (14)0.0392 (13)−0.0015 (10)−0.0001 (10)0.0041 (11)
C100.063 (2)0.0548 (18)0.079 (2)−0.0157 (15)−0.0042 (17)0.0111 (16)
C110.059 (2)0.145 (4)0.053 (2)0.023 (2)0.0150 (17)−0.017 (2)

Geometric parameters (Å, °)

Cd1—N12.250 (2)C2—H2B0.9300
Cd1—O12.260 (2)C3—C41.391 (5)
Cd1—O32.3307 (19)C3—H3A0.9300
Cd1—Cl12.5438 (8)C4—C51.373 (4)
Cd1—O22.622 (2)C4—H4A0.9300
Cd1—Cl1i2.6372 (10)C5—C61.391 (3)
Cl1—Cd1i2.6372 (10)C5—H5A0.9300
N1—C71.319 (3)C7—C81.482 (3)
N1—C11.401 (3)C8—C8ii1.539 (4)
N2—C71.349 (3)C8—H8A0.9700
N2—C61.387 (3)C8—H8B0.9700
N2—H2A0.8600C9—C101.503 (4)
O1—C91.262 (3)C10—H10A0.9600
O2—C91.236 (3)C10—H10B0.9600
O3—C111.395 (4)C10—H10C0.9600
O3—H3B0.8200C11—H11A0.9600
C1—C61.387 (3)C11—H11B0.9600
C1—C21.391 (3)C11—H11C0.9600
C2—C31.370 (4)
N1—Cd1—O1151.13 (7)C4—C3—H3A119.2
N1—Cd1—O386.00 (7)C5—C4—C3122.0 (3)
O1—Cd1—O389.72 (7)C5—C4—H4A119.0
N1—Cd1—Cl1111.71 (5)C3—C4—H4A119.0
O1—Cd1—Cl196.76 (5)C4—C5—C6116.2 (3)
O3—Cd1—Cl189.40 (6)C4—C5—H5A121.9
N1—Cd1—O299.39 (6)C6—C5—H5A121.9
O1—Cd1—O252.27 (6)C1—C6—N2105.83 (19)
O3—Cd1—O292.78 (7)C1—C6—C5122.2 (2)
Cl1—Cd1—O2148.90 (5)N2—C6—C5132.0 (2)
N1—Cd1—Cl1i92.23 (6)N1—C7—N2112.48 (19)
O1—Cd1—Cl1i92.53 (6)N1—C7—C8125.8 (2)
O3—Cd1—Cl1i177.71 (5)N2—C7—C8121.7 (2)
Cl1—Cd1—Cl1i89.91 (3)C7—C8—C8ii110.6 (2)
O2—Cd1—Cl1i88.94 (5)C7—C8—H8A109.5
Cd1—Cl1—Cd1i90.09 (3)C8ii—C8—H8A109.5
C7—N1—C1105.53 (18)C7—C8—H8B109.5
C7—N1—Cd1126.73 (15)C8ii—C8—H8B109.5
C1—N1—Cd1127.64 (15)H8A—C8—H8B108.1
C7—N2—C6107.29 (19)O2—C9—O1121.1 (2)
C7—N2—H2A126.4O2—C9—C10120.8 (3)
C6—N2—H2A126.4O1—C9—C10118.1 (2)
C9—O1—Cd1101.50 (15)C9—C10—H10A109.5
C9—O2—Cd184.98 (16)C9—C10—H10B109.5
C11—O3—Cd1125.0 (2)H10A—C10—H10B109.5
C11—O3—H3B111.3C9—C10—H10C109.5
Cd1—O3—H3B110.3H10A—C10—H10C109.5
C6—C1—C2120.6 (2)H10B—C10—H10C109.5
C6—C1—N1108.9 (2)O3—C11—H11A109.5
C2—C1—N1130.5 (2)O3—C11—H11B109.5
C3—C2—C1117.3 (3)H11A—C11—H11B109.5
C3—C2—H2B121.3O3—C11—H11C109.5
C1—C2—H2B121.3H11A—C11—H11C109.5
C2—C3—C4121.6 (3)H11B—C11—H11C109.5
C2—C3—H3A119.2
N1—Cd1—Cl1—Cd1i−92.37 (6)C7—N1—C1—C60.3 (3)
O1—Cd1—Cl1—Cd1i92.53 (6)Cd1—N1—C1—C6176.73 (15)
O3—Cd1—Cl1—Cd1i−177.82 (5)C7—N1—C1—C2−178.9 (3)
O2—Cd1—Cl1—Cd1i87.79 (10)Cd1—N1—C1—C2−2.5 (4)
Cl1i—Cd1—Cl1—Cd1i0.0C6—C1—C2—C30.2 (4)
O1—Cd1—N1—C7−38.2 (3)N1—C1—C2—C3179.4 (3)
O3—Cd1—N1—C7−120.30 (19)C1—C2—C3—C4−0.2 (5)
Cl1—Cd1—N1—C7151.94 (17)C2—C3—C4—C50.0 (5)
O2—Cd1—N1—C7−28.1 (2)C3—C4—C5—C60.2 (4)
Cl1i—Cd1—N1—C761.15 (19)C2—C1—C6—N2179.1 (2)
O1—Cd1—N1—C1146.09 (18)N1—C1—C6—N2−0.2 (3)
O3—Cd1—N1—C163.97 (19)C2—C1—C6—C50.0 (4)
Cl1—Cd1—N1—C1−23.78 (19)N1—C1—C6—C5−179.3 (2)
O2—Cd1—N1—C1156.13 (18)C7—N2—C6—C10.1 (3)
Cl1i—Cd1—N1—C1−114.58 (18)C7—N2—C6—C5179.0 (3)
N1—Cd1—O1—C914.9 (3)C4—C5—C6—C1−0.2 (4)
O3—Cd1—O1—C996.11 (17)C4—C5—C6—N2−179.0 (3)
Cl1—Cd1—O1—C9−174.53 (16)C1—N1—C7—N2−0.2 (3)
O2—Cd1—O1—C92.38 (15)Cd1—N1—C7—N2−176.73 (14)
Cl1i—Cd1—O1—C9−84.32 (16)C1—N1—C7—C8−177.4 (2)
N1—Cd1—O2—C9−176.28 (15)Cd1—N1—C7—C86.1 (3)
O1—Cd1—O2—C9−2.39 (15)C6—N2—C7—N10.1 (3)
O3—Cd1—O2—C9−89.88 (16)C6—N2—C7—C8177.4 (2)
Cl1—Cd1—O2—C93.6 (2)N1—C7—C8—C8ii94.0 (3)
Cl1i—Cd1—O2—C991.64 (16)N2—C7—C8—C8ii−82.9 (3)
N1—Cd1—O3—C1164.7 (3)Cd1—O2—C9—O13.9 (2)
O1—Cd1—O3—C11−86.7 (3)Cd1—O2—C9—C10−174.6 (3)
Cl1—Cd1—O3—C11176.5 (3)Cd1—O1—C9—O2−4.7 (3)
O2—Cd1—O3—C11−34.5 (3)Cd1—O1—C9—C10173.9 (2)

Symmetry codes: (i) −x+1, −y+2, −z+2; (ii) −x+1, −y+2, −z+1.

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
N2—H2A···O2ii0.862.042.791 (3)145
O3—H3B···O1iii0.821.832.646 (3)175

Symmetry codes: (ii) −x+1, −y+2, −z+1; (iii) −x+2, −y+2, −z+2.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HY2299).

References

  • Albada, G. A. van, Mutikainen, I., Turpeinen, U. & Reedijk, J. (2007). J. Chem. Crystallogr.37, 489–496.
  • Rigaku/MSC (2006). CrystalClear Rigaku/MSC, The Woodlands, Texas, USA.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]
  • Shen, X.-P. & Yuan, A.-H. (2006). Acta Cryst. E62, m2849–m2850.
  • Yam, V. W.-W. & Lo, K. K.-W. (1999). Chem. Soc. Rev.28, 323–334.
  • Zhai, Q.-G., Wu, X.-Y., Chen, S.-M., Lu, C.-Z. & Yang, W.-B. (2006). Cryst. Growth Des.6, 2126–2135.

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