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Acta Cryst. (2009). E65, m508    [ doi:10.1107/S1600536809012690 ]

catena-Poly[[(2,2'-bipyridine-[kappa]2N,N')cobalt(II)]-[mu]-oxalato-[kappa]4O1,O2:O1',O2']

P.-Z. Li and Q. Xu

Abstract top

In the one-dimensional title coordination polymer, [Co(C2O4)(C10H8N2)]n, the CoII atom is coordinated in a distorted octahedral geometry by two N atoms from one 2,2'-bipyridine ligand and four O atoms belonging to two chelating oxalate ligands. Two neighboring Co centers are bridged by an oxalate ligand, forming a one-dimensional chain structure.

Comment top

The self-assembly of coordination polymers has attracted considerable attention in the past decade. This arises mainly for their various intriguing topological structures and their potential applications in material chemistry. Much research has been carried out on metal–oxalate compounds due to their interesting magnetic and optical properties (Coronado et al., 2001; Decurtins et al., 1994). Herein, we present the structure of the title complex, [Co(C2O4)(C10H8N2)]n, which is isomorphous to the zinc(II) complex reported by Lin et al. (2006) and to the iron(II) complex reported by Fun et al. (1999).

The title compound is an infinite one-dimensional coordination polymer. The CoII atom is coordinated by two N atoms from one 2,2'-bipyridine ligand and four O atoms that belong to two oxalate dianions (Table 1) in a distorted octahedral geometry, as shown in Fig. 1. Two neighboring Co centers are bridged by an oxalate ligand, forming a one-dimensional chain structure, as shown in Fig. 2.

Related literature top

For general background to metal–oxalate compounds, see: Coronado et al. (2001); Decurtins et al. (1994). For related structures, see: Fun et al. (1999); Lin et al. (2006).

Experimental top

The brown plate-like single crystals of the title compound were obtained by a solvothermal reaction of cobalt chloride hexahydrate (CoCl2.6H2O, 0.5 mmol), sodium oxalate [Na2(C2O4), 1 mmol] and 2,2'-bipyridine (C10H8N2, 0.5 mmol) in a solution of CH3OH and H2O (8 ml, volume ratio, 1:1) at 423 K for 24 h.

Refinement top

H atoms were positioned geometrically and refined as riding atoms, with C—H = 0.93 Å and with Uiso(H) = 1.2Ueq(C).

Computing details top

Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO (Rigaku, 1998); data reduction: PROCESS-AUTO (Rigaku, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009) and ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: publCIF (Westrip, 2009).

Figures top
[Figure 1] Fig. 1. The asymmetric unit of the title compound, extended to show the Co coordination. Displacement ellipsoids are drawn at the 50% probability level. H atoms have been omitted for clarity. [Symmetry code: (i) x-1/2, -y+5/2, z.]
[Figure 2] Fig. 2. The one-dimensional chian structure of the title compound.
catena-Poly[[(2,2'-bipyridine-κ2N,N')cobalt(II)]- µ-oxalato-κ4O1,O2:O1',O2'] top
Crystal data top
[Co(C2O4)(C10H8N2)]F(000) = 612
Mr = 303.13Dx = 1.678 Mg m−3
Orthorhombic, Pna21Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2c -2nCell parameters from 2143 reflections
a = 9.2333 (18) Åθ = 3.4–26.5°
b = 9.2163 (18) ŵ = 1.44 mm−1
c = 14.101 (3) ÅT = 293 K
V = 1199.9 (4) Å3Plate, brown
Z = 40.16 × 0.14 × 0.08 mm
Data collection top
Rigaku R-AXIS RAPID
diffractometer		2692 independent reflections
Radiation source: rotating anode1887 reflections with I > 2σ(I)
graphiteRint = 0.064
ω scansθmax = 27.5°, θmin = 3.1°
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)		h = −10→11
Tmin = 0.800, Tmax = 0.892k = −11→11
10848 measured reflectionsl = −18→18
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.052H-atom parameters constrained
wR(F2) = 0.136 w = 1/[σ2(Fo2) + (0.0501P)2 + 1.1682P]
where P = (Fo2 + 2Fc2)/3
S = 1.09(Δ/σ)max = 0.001
2692 reflectionsΔρmax = 0.38 e Å−3
172 parametersΔρmin = −0.89 e Å−3
1 restraintAbsolute structure: Flack (1983); 1283 Friedel pairs
Primary atom site location: structure-invariant direct methodsFlack parameter: 0.03 (4)
Crystal data top
[Co(C2O4)(C10H8N2)]V = 1199.9 (4) Å3
Mr = 303.13Z = 4
Orthorhombic, Pna21Mo Kα radiation
a = 9.2333 (18) ŵ = 1.44 mm−1
b = 9.2163 (18) ÅT = 293 K
c = 14.101 (3) Å0.16 × 0.14 × 0.08 mm
Data collection top
Rigaku R-AXIS RAPID
diffractometer		2692 independent reflections
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)		1887 reflections with I > 2σ(I)
Tmin = 0.800, Tmax = 0.892Rint = 0.064
10848 measured reflectionsθmax = 27.5°
Refinement top
R[F2 > 2σ(F2)] = 0.052H-atom parameters constrained
wR(F2) = 0.136Δρmax = 0.38 e Å−3
S = 1.09Δρmin = −0.89 e Å−3
2692 reflectionsAbsolute structure: Flack (1983); 1283 Friedel pairs
172 parametersFlack parameter: 0.03 (4)
1 restraint
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
O20.5044 (5)1.2574 (5)0.3939 (3)0.0580 (13)
O40.4266 (4)1.3874 (4)0.2309 (3)0.0507 (10)
C120.3425 (7)1.2932 (7)0.2640 (4)0.0463 (14)
Co10.11792 (7)1.08924 (7)0.30925 (11)0.0484 (2)
C110.3876 (6)1.2177 (7)0.3569 (4)0.0441 (13)
O10.3038 (5)1.1224 (4)0.3891 (3)0.0504 (10)
O30.2237 (5)1.2560 (5)0.2294 (3)0.0543 (12)
C50.1633 (8)0.7791 (7)0.2550 (5)0.0494 (15)
C60.0832 (8)0.7718 (7)0.3458 (5)0.0519 (16)
N10.1983 (6)0.9123 (6)0.2254 (4)0.0482 (12)
N20.0502 (6)0.9010 (5)0.3861 (4)0.0485 (12)
C10.2749 (8)0.9265 (8)0.1462 (5)0.0628 (18)
H10.30121.01890.12620.075*
C10−0.0191 (8)0.9026 (8)0.4686 (5)0.0630 (17)
H10−0.04020.99160.49640.076*
C40.2031 (9)0.6552 (8)0.2047 (6)0.066 (2)
H40.17760.56340.22640.079*
C9−0.0611 (9)0.7770 (9)0.5146 (5)0.074 (2)
H9−0.10830.78190.57280.088*
C70.0401 (9)0.6451 (8)0.3887 (6)0.069 (2)
H70.06040.55690.35960.083*
C20.3166 (9)0.8083 (11)0.0928 (6)0.078 (2)
H20.36860.82090.03690.094*
C8−0.0327 (10)0.6461 (9)0.4741 (6)0.078 (2)
H8−0.06150.56010.50310.094*
C30.2799 (10)0.6717 (9)0.1236 (6)0.080 (2)
H30.30770.59070.08880.096*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
O20.058 (3)0.056 (3)0.060 (3)−0.010 (2)−0.018 (3)0.017 (2)
O40.057 (2)0.046 (2)0.049 (2)−0.0021 (19)−0.005 (2)0.0123 (19)
C120.059 (3)0.035 (3)0.045 (3)0.008 (3)−0.003 (3)0.002 (3)
Co10.0518 (4)0.0394 (3)0.0541 (4)0.0005 (4)−0.0009 (5)−0.0032 (5)
C110.058 (4)0.034 (3)0.040 (3)0.004 (3)−0.007 (3)0.001 (2)
O10.060 (2)0.043 (2)0.048 (2)−0.0009 (19)−0.007 (2)0.0121 (19)
O30.058 (3)0.055 (3)0.050 (3)−0.009 (2)−0.014 (2)0.009 (2)
C50.054 (3)0.040 (3)0.054 (4)0.007 (3)−0.004 (4)0.000 (3)
C60.066 (4)0.038 (3)0.052 (4)−0.007 (3)−0.015 (4)0.005 (3)
N10.057 (3)0.044 (3)0.044 (3)0.006 (2)0.005 (2)−0.003 (2)
N20.053 (3)0.046 (3)0.046 (3)−0.002 (2)0.007 (3)−0.003 (2)
C10.073 (4)0.064 (4)0.051 (4)0.009 (4)0.011 (4)−0.001 (3)
C100.073 (4)0.054 (4)0.062 (4)−0.011 (3)0.006 (4)−0.006 (3)
C40.080 (5)0.046 (4)0.073 (5)0.008 (3)−0.003 (4)−0.013 (3)
C90.089 (5)0.082 (5)0.050 (4)−0.023 (4)0.013 (4)0.004 (4)
C70.086 (5)0.051 (4)0.070 (5)−0.013 (4)0.006 (4)−0.007 (4)
C20.083 (5)0.090 (6)0.062 (5)0.015 (5)0.022 (5)−0.010 (4)
C80.102 (6)0.062 (5)0.071 (5)−0.023 (4)0.000 (5)0.009 (4)
C30.094 (6)0.063 (5)0.082 (6)0.027 (4)0.006 (5)−0.024 (4)
Geometric parameters (Å, °) top
O2—C111.252 (7)C6—C71.374 (10)
O2—Co1i2.126 (4)N1—C11.328 (8)
O4—C121.254 (7)N2—C101.327 (9)
O4—Co1i2.095 (4)C1—C21.379 (10)
C12—O31.248 (7)C1—H10.9300
C12—C111.541 (6)C10—C91.383 (10)
Co1—O12.076 (4)C10—H100.9300
Co1—O4ii2.095 (4)C4—C31.355 (12)
Co1—O2ii2.126 (4)C4—H40.9300
Co1—N22.139 (5)C9—C81.360 (11)
Co1—O32.142 (4)C9—H90.9300
Co1—N12.146 (5)C7—C81.379 (11)
C11—O11.256 (7)C7—H70.9300
C5—N11.336 (8)C2—C31.375 (12)
C5—C41.393 (10)C2—H20.9300
C5—C61.480 (8)C8—H80.9300
C6—N21.354 (8)C3—H30.9300
C11—O2—Co1i112.6 (4)C1—N1—C5118.7 (6)
C12—O4—Co1i113.4 (4)C1—N1—Co1124.9 (5)
O3—C12—O4126.0 (6)C5—N1—Co1116.3 (4)
O3—C12—C11116.5 (5)C10—N2—C6119.1 (6)
O4—C12—C11117.5 (5)C10—N2—Co1125.1 (5)
O1—Co1—O4ii165.57 (14)C6—N2—Co1115.8 (4)
O1—Co1—O2ii90.30 (17)N1—C1—C2122.1 (7)
O4ii—Co1—O2ii79.14 (16)N1—C1—H1119.0
O1—Co1—N294.94 (18)C2—C1—H1119.0
O4ii—Co1—N295.99 (19)N2—C10—C9122.5 (7)
O2ii—Co1—N296.4 (2)N2—C10—H10118.8
O1—Co1—O378.61 (16)C9—C10—H10118.8
O4ii—Co1—O391.91 (17)C3—C4—C5118.4 (7)
O2ii—Co1—O392.47 (16)C3—C4—H4120.8
N2—Co1—O3169.12 (18)C5—C4—H4120.8
O1—Co1—N197.18 (19)C8—C9—C10119.4 (8)
O4ii—Co1—N194.55 (18)C8—C9—H9120.3
O2ii—Co1—N1169.92 (18)C10—C9—H9120.3
N2—Co1—N176.34 (17)C6—C7—C8121.3 (8)
O3—Co1—N195.6 (2)C6—C7—H7119.3
O2—C11—O1125.7 (6)C8—C7—H7119.3
O2—C11—C12117.1 (5)C3—C2—C1118.8 (8)
O1—C11—C12117.2 (5)C3—C2—H2120.6
C11—O1—Co1114.6 (4)C1—C2—H2120.6
C12—O3—Co1113.1 (4)C9—C8—C7117.8 (7)
N1—C5—C4122.0 (7)C9—C8—H8121.1
N1—C5—C6115.6 (6)C7—C8—H8121.1
C4—C5—C6122.3 (7)C4—C3—C2119.9 (7)
N2—C6—C7119.8 (7)C4—C3—H3120.1
N2—C6—C5115.8 (6)C2—C3—H3120.1
C7—C6—C5124.3 (7)
Co1i—O4—C12—O3−178.1 (5)O3—Co1—N1—C1−5.9 (6)
Co1i—O4—C12—C113.1 (6)O1—Co1—N1—C597.1 (5)
Co1i—O2—C11—O1175.8 (5)O4ii—Co1—N1—C5−91.3 (5)
Co1i—O2—C11—C12−4.6 (6)O2ii—Co1—N1—C5−40.5 (14)
O3—C12—C11—O2−177.8 (7)N2—Co1—N1—C53.7 (5)
O4—C12—C11—O21.1 (7)O3—Co1—N1—C5176.3 (5)
O3—C12—C11—O11.8 (7)C7—C6—N2—C102.4 (10)
O4—C12—C11—O1−179.2 (6)C5—C6—N2—C10−178.7 (5)
O2—C11—O1—Co1178.8 (5)C7—C6—N2—Co1−178.0 (6)
C12—C11—O1—Co1−0.8 (6)C5—C6—N2—Co10.9 (7)
O4ii—Co1—O1—C11−49.8 (10)O1—Co1—N2—C1081.0 (6)
O2ii—Co1—O1—C11−92.5 (4)O4ii—Co1—N2—C10−89.6 (5)
N2—Co1—O1—C11171.1 (4)O2ii—Co1—N2—C10−9.9 (6)
O3—Co1—O1—C110.0 (4)O3—Co1—N2—C10134.1 (10)
N1—Co1—O1—C1194.3 (4)N1—Co1—N2—C10177.2 (5)
O4—C12—O3—Co1179.4 (5)O1—Co1—N2—C6−98.6 (5)
C11—C12—O3—Co1−1.8 (6)O4ii—Co1—N2—C690.9 (5)
O1—Co1—O3—C121.1 (4)O2ii—Co1—N2—C6170.6 (5)
O4ii—Co1—O3—C12170.1 (4)O3—Co1—N2—C6−45.5 (13)
O2ii—Co1—O3—C1290.9 (4)N1—Co1—N2—C6−2.4 (5)
N2—Co1—O3—C12−53.3 (13)C5—N1—C1—C21.4 (11)
N1—Co1—O3—C12−95.1 (5)Co1—N1—C1—C2−176.3 (6)
N1—C5—C6—N22.4 (7)C6—N2—C10—C9−1.0 (10)
C4—C5—C6—N2−179.2 (8)Co1—N2—C10—C9179.5 (6)
N1—C5—C6—C7−178.8 (8)N1—C5—C4—C30.2 (11)
C4—C5—C6—C7−0.3 (9)C6—C5—C4—C3−178.2 (7)
C4—C5—N1—C1−0.9 (10)N2—C10—C9—C8−0.9 (12)
C6—C5—N1—C1177.6 (6)N2—C6—C7—C8−2.1 (12)
C4—C5—N1—Co1177.1 (5)C5—C6—C7—C8179.1 (7)
C6—C5—N1—Co1−4.5 (7)N1—C1—C2—C3−1.3 (12)
O1—Co1—N1—C1−85.1 (6)C10—C9—C8—C71.2 (13)
O4ii—Co1—N1—C186.5 (6)C6—C7—C8—C90.2 (13)
O2ii—Co1—N1—C1137.3 (11)C5—C4—C3—C20.0 (12)
N2—Co1—N1—C1−178.4 (6)C1—C2—C3—C40.5 (13)
Symmetry codes: (i) x+1/2, −y+5/2, z; (ii) x−1/2, −y+5/2, z.
Table 1
Selected geometric parameters (Å) top
Co1—O12.076 (4)Co1—N22.139 (5)
Co1—O4i2.095 (4)Co1—O32.142 (4)
Co1—O2i2.126 (4)Co1—N12.146 (5)
Symmetry codes: (i) x−1/2, −y+5/2, z.
Acknowledgements top

We thank AIST and Kobe University for financial support.

references
References top

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