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Acta Cryst. (2009). E65, m1243    [ doi:10.1107/S1600536809037878 ]

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

Y. Chang, K.-L. Zhang and S. W. Ng

Abstract top

In the title compound, [Co(C2O4)(C10H8N2)]n, the oxalate group chelates two adjacent metal atoms, resulting in a zigzag chain running along the a axis. The CoII centre exists in an all cis-octahedral coordination geometry.

Comment top

The oxalate group chelates two adjacent metal atoms in Co(C10H8N2)(C2O4) resulting in a zigzag chain running along the a-axis of the orthorhombic unit cell. The cobalt atom exists in an all cis-octahedral coordination geometry.

Related literature top

The Mn(II), Fe(II), Ni(II), Cu(II) and Zn(II) analogs are isostructural; see: Deguenon et al. (1990); Fun et al. (1999); Lin et al. (2006); Luo et al. (2001); Yu et al. (2006).

Experimental top

An aqueous solution of 2M sodium hydroxide (0.2 ml) was added to a water/DMF (2:7 v/v) solution (9 ml) of cobalt(II) oxalate dihdyrate (0.01 g, 0.05 mmol) and 2,2'-bipyridine (0.01 g, 0.05 mmol). Pink blocks separated from the solution after several days in 30% yield. CH&N elemental analysis. Calculated for C12H8CoN2O4: C 47.55, H 2.66, N 9.24%. Found: C 47.27, H 2.94, N 9.40%.

Refinement top

Carbon-bound H-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 1.2U(C).

Computing details top

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT (Bruker, 2005); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2009).

Figures top
[Figure 1] Fig. 1. Anisotropic displacement ellipsoid plot (Barbour, 2001) of a section of the chain structure of Co(C10H8N2)(C2O4) at the 50% probability level; hydrogen atoms are drawn as spheres of arbitrary radius.
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 = 1.683 Mg m−3
Orthorhombic, Pna21Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2c -2nCell parameters from 4493 reflections
a = 9.1275 (8) Åθ = 2.6–26.1°
b = 9.2323 (8) ŵ = 1.45 mm−1
c = 14.1929 (12) ÅT = 293 K
V = 1196.00 (18) Å3Prism, pink
Z = 40.36 × 0.25 × 0.18 mm
Data collection top
Bruker APEXII
diffractometer		2698 independent reflections
Radiation source: fine-focus sealed tube2456 reflections with I > 2σ(I)
graphiteRint = 0.025
φ and ω scansθmax = 27.5°, θmin = 2.6°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		h = −11→11
Tmin = 0.624, Tmax = 0.781k = −11→11
9371 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)] = 0.026H-atom parameters constrained
wR(F2) = 0.068 w = 1/[σ2(Fo2) + (0.0436P)2]
where P = (Fo2 + 2Fc2)/3
S = 1.01(Δ/σ)max = 0.001
2698 reflectionsΔρmax = 0.17 e Å−3
172 parametersΔρmin = −0.23 e Å−3
1 restraintAbsolute structure: Flack (1983), 1277 Friedel pairs
Primary atom site location: structure-invariant direct methodsFlack parameter: −0.02 (2)
Crystal data top
[Co(C2O4)(C10H8N2)]V = 1196.00 (18) Å3
Mr = 303.13Z = 4
Orthorhombic, Pna21Mo Kα radiation
a = 9.1275 (8) ŵ = 1.45 mm−1
b = 9.2323 (8) ÅT = 293 K
c = 14.1929 (12) Å0.36 × 0.25 × 0.18 mm
Data collection top
Bruker APEXII
diffractometer		2456 reflections with I > 2σ(I)
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		Rint = 0.025
Tmin = 0.624, Tmax = 0.781θmax = 27.5°
9371 measured reflectionsStandard reflections: 0
2698 independent reflections
Refinement top
R[F2 > 2σ(F2)] = 0.026H-atom parameters constrained
wR(F2) = 0.068Δρmax = 0.17 e Å−3
S = 1.01Δρmin = −0.23 e Å−3
2698 reflectionsAbsolute structure: Flack (1983), 1277 Friedel pairs
172 parametersFlack parameter: −0.02 (2)
1 restraint
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Co10.38104 (3)0.58866 (2)0.49966 (4)0.03408 (9)
N10.3016 (2)0.4155 (2)0.41608 (15)0.0413 (5)
N20.4481 (2)0.40387 (19)0.57666 (14)0.0390 (4)
O10.27899 (18)0.75569 (19)0.42055 (11)0.0445 (4)
O20.07533 (18)0.88996 (17)0.42286 (12)0.0409 (4)
O30.19137 (17)0.61940 (16)0.57821 (11)0.0389 (3)
O4−0.00808 (15)0.75786 (19)0.58323 (12)0.0449 (4)
C10.2256 (3)0.4294 (3)0.3354 (2)0.0551 (7)
H10.19950.52180.31530.066*
C20.1847 (3)0.3113 (4)0.2810 (2)0.0674 (8)
H20.13340.32400.22500.081*
C30.2216 (4)0.1757 (4)0.3117 (2)0.0710 (9)
H30.19540.09480.27650.085*
C40.2974 (3)0.1594 (3)0.3946 (2)0.0574 (7)
H40.32220.06750.41620.069*
C50.3367 (3)0.2817 (3)0.44589 (16)0.0385 (5)
C60.4169 (3)0.2747 (3)0.53643 (18)0.0390 (5)
C70.4574 (4)0.1460 (3)0.5795 (2)0.0583 (7)
H70.43590.05780.55110.070*
C80.5303 (4)0.1498 (4)0.6653 (2)0.0661 (8)
H80.55870.06420.69470.079*
C90.5598 (3)0.2808 (4)0.70638 (19)0.0635 (8)
H90.60750.28570.76420.076*
C100.5172 (3)0.4054 (3)0.6601 (2)0.0531 (7)
H1100.53730.49440.68800.064*
C110.1593 (2)0.7943 (2)0.45489 (15)0.0329 (4)
C120.1106 (2)0.7173 (3)0.54720 (15)0.0329 (4)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Co10.03270 (14)0.03499 (14)0.03454 (13)−0.00016 (11)0.00143 (14)−0.00307 (16)
N10.0463 (11)0.0436 (11)0.0339 (10)−0.0047 (8)−0.0038 (8)−0.0021 (8)
N20.0408 (11)0.0406 (11)0.0356 (10)0.0037 (8)−0.0018 (8)−0.0021 (8)
O10.0411 (9)0.0516 (10)0.0409 (9)0.0057 (7)0.0145 (8)0.0104 (8)
O20.0398 (8)0.0430 (9)0.0401 (9)0.0032 (7)0.0070 (7)0.0130 (7)
O30.0377 (8)0.0401 (8)0.0388 (8)0.0037 (7)0.0054 (7)0.0105 (7)
O40.0397 (9)0.0536 (10)0.0413 (9)0.0093 (7)0.0125 (8)0.0179 (8)
C10.0618 (17)0.0630 (17)0.0404 (13)−0.0075 (13)−0.0131 (12)−0.0006 (12)
C20.0740 (19)0.085 (2)0.0435 (15)−0.0175 (17)−0.0170 (14)−0.0103 (14)
C30.082 (2)0.069 (2)0.0628 (18)−0.0255 (17)−0.0066 (16)−0.0259 (16)
C40.0692 (18)0.0465 (15)0.0565 (16)−0.0145 (13)−0.0005 (14)−0.0107 (12)
C50.0407 (11)0.0403 (12)0.0346 (12)−0.0044 (11)0.0034 (10)−0.0051 (10)
C60.0429 (12)0.0341 (11)0.0402 (12)0.0035 (10)0.0077 (10)−0.0023 (9)
C70.0777 (19)0.0428 (14)0.0544 (15)0.0149 (14)−0.0004 (15)−0.0044 (13)
C80.086 (2)0.0576 (17)0.0546 (16)0.0271 (16)0.0024 (16)0.0105 (15)
C90.0727 (18)0.077 (2)0.0406 (15)0.0236 (16)−0.0064 (13)0.0052 (14)
C100.0622 (17)0.0555 (16)0.0416 (13)0.0124 (12)−0.0082 (13)−0.0062 (11)
C110.0342 (10)0.0332 (11)0.0312 (10)−0.0055 (10)0.0024 (9)0.0017 (9)
C120.0318 (11)0.0349 (11)0.0321 (11)−0.0025 (9)0.0030 (8)0.0025 (9)
Geometric parameters (Å, °) top
Co1—O32.0786 (16)C1—H10.9300
Co1—O2i2.0909 (16)C2—C31.367 (5)
Co1—O4i2.1068 (16)C2—H20.9300
Co1—N12.119 (2)C3—C41.374 (5)
Co1—N22.1165 (19)C3—H30.9300
Co1—O12.1228 (17)C4—C51.391 (4)
N1—C11.344 (3)C4—H40.9300
N1—C51.344 (3)C5—C61.480 (3)
N2—C101.342 (3)C6—C71.386 (4)
N2—C61.352 (3)C7—C81.388 (4)
O1—C111.248 (3)C7—H70.9300
O2—C111.255 (3)C8—C91.369 (5)
O2—Co1ii2.0909 (16)C8—H80.9300
O3—C121.247 (3)C9—C101.381 (4)
O4—C121.255 (2)C9—H90.9300
O4—Co1ii2.1068 (16)C10—H1100.9300
C1—C21.388 (4)C11—C121.555 (2)
O3—Co1—O2i166.68 (6)C2—C3—C4119.8 (3)
O3—Co1—O4i90.36 (6)C2—C3—H3120.1
O2i—Co1—O4i79.78 (6)C4—C3—H3120.1
O3—Co1—N196.78 (8)C3—C4—C5119.3 (3)
O2i—Co1—N194.00 (7)C3—C4—H4120.4
O4i—Co1—N1170.80 (7)C5—C4—H4120.4
O3—Co1—N294.24 (7)N1—C5—C4121.3 (2)
O2i—Co1—N295.74 (7)N1—C5—C6115.6 (2)
O4i—Co1—N296.46 (8)C4—C5—C6123.1 (3)
N1—Co1—N277.29 (7)N2—C6—C7120.9 (3)
O3—Co1—O179.57 (6)N2—C6—C5115.6 (2)
O2i—Co1—O191.60 (7)C7—C6—C5123.5 (3)
O4i—Co1—O191.15 (7)C8—C7—C6119.6 (3)
N1—Co1—O195.83 (8)C8—C7—H7120.2
N2—Co1—O1170.25 (7)C6—C7—H7120.2
C1—N1—C5118.6 (2)C9—C8—C7119.3 (3)
C1—N1—Co1125.54 (18)C9—C8—H8120.3
C5—N1—Co1115.80 (17)C7—C8—H8120.3
C10—N2—C6118.8 (2)C8—C9—C10118.6 (3)
C10—N2—Co1125.67 (16)C8—C9—H9120.7
C6—N2—Co1115.58 (17)C10—C9—H9120.7
C11—O1—Co1112.63 (14)N2—C10—C9122.9 (3)
C11—O2—Co1ii113.30 (14)N2—C10—H110118.5
C12—O3—Co1113.72 (14)C9—C10—H110118.5
C12—O4—Co1ii112.70 (15)O1—C11—O2126.4 (2)
N1—C1—C2122.5 (3)O1—C11—C12116.67 (18)
N1—C1—H1118.8O2—C11—C12116.88 (17)
C2—C1—H1118.8O3—C12—O4125.7 (2)
C3—C2—C1118.5 (3)O3—C12—C11117.35 (17)
C3—C2—H2120.8O4—C12—C11116.98 (18)
C1—C2—H2120.8
O3—Co1—N1—C186.2 (2)C1—N1—C5—C6−178.5 (2)
O2i—Co1—N1—C1−86.0 (2)Co1—N1—C5—C64.1 (3)
N2—Co1—N1—C1179.0 (2)C3—C4—C5—N10.2 (4)
O1—Co1—N1—C16.0 (2)C3—C4—C5—C6179.3 (3)
O3—Co1—N1—C5−96.68 (18)C10—N2—C6—C7−1.1 (4)
O2i—Co1—N1—C591.16 (18)Co1—N2—C6—C7179.0 (2)
N2—Co1—N1—C5−3.84 (18)C10—N2—C6—C5178.2 (2)
O1—Co1—N1—C5−176.83 (18)Co1—N2—C6—C5−1.7 (3)
O3—Co1—N2—C10−81.0 (2)N1—C5—C6—N2−1.6 (3)
O2i—Co1—N2—C1090.2 (2)C4—C5—C6—N2179.2 (3)
O4i—Co1—N2—C109.8 (2)N1—C5—C6—C7177.7 (3)
N1—Co1—N2—C10−177.0 (2)C4—C5—C6—C7−1.5 (4)
O3—Co1—N2—C698.92 (19)N2—C6—C7—C80.4 (5)
O2i—Co1—N2—C6−89.91 (18)C5—C6—C7—C8−178.9 (2)
O4i—Co1—N2—C6−170.23 (18)C6—C7—C8—C90.5 (5)
N1—Co1—N2—C62.91 (19)C7—C8—C9—C10−0.7 (5)
O3—Co1—O1—C110.09 (16)C6—N2—C10—C90.9 (4)
O2i—Co1—O1—C11−169.87 (16)Co1—N2—C10—C9−179.2 (2)
O4i—Co1—O1—C11−90.06 (16)C8—C9—C10—N20.0 (4)
N1—Co1—O1—C1195.94 (17)Co1—O1—C11—O2−179.71 (19)
O2i—Co1—O3—C1247.6 (4)Co1—O1—C11—C121.1 (2)
O4i—Co1—O3—C1289.55 (17)Co1ii—O2—C11—O1177.06 (19)
N1—Co1—O3—C12−96.27 (17)Co1ii—O2—C11—C12−3.8 (2)
N2—Co1—O3—C12−173.95 (17)Co1—O3—C12—O4−178.58 (19)
O1—Co1—O3—C12−1.55 (16)Co1—O3—C12—C112.6 (2)
C5—N1—C1—C2−1.3 (4)Co1ii—O4—C12—O3−174.00 (19)
Co1—N1—C1—C2175.8 (2)Co1ii—O4—C12—C114.9 (2)
N1—C1—C2—C30.9 (5)O1—C11—C12—O3−2.6 (3)
C1—C2—C3—C40.0 (5)O2—C11—C12—O3178.2 (2)
C2—C3—C4—C5−0.5 (5)O1—C11—C12—O4178.4 (2)
C1—N1—C5—C40.7 (4)O2—C11—C12—O4−0.8 (3)
Co1—N1—C5—C4−176.7 (2)
Symmetry codes: (i) x+1/2, −y+3/2, z; (ii) x−1/2, −y+3/2, z.
Acknowledgements top

We thank Yangzhou University and the University of Malaya for supporting this study.

references
References top

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