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In the title coordination polymer, [Co(C8H4O4)(C12H9N3)]n, the CoII atom exists in an octahedral coordination environment formed by four carboxyl­ate O atoms from two benzene-1,4-dicarboxyl­ate ligands, and two N atoms from the 2-(2-pyrid­yl)benzimidazole ligand. Bridging by the benzene-1,4-dicarboxyl­ate ligand leads to a zigzag chain structure, and inter­molecular N—H...O hydrogen bonds as well as π–π inter­actions between the pyridyl ring and the benzene ring of the 2-(2-pyrid­yl)benzimidazole ligand (centroid–centroid distances = 3.678 and 3.697 Å) link the chains into a three-dimensional framework.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807049264/bt2531sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536807049264/bt2531Isup2.hkl
Contains datablock I

CCDC reference: 667158

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.004 Å
  • R factor = 0.049
  • wR factor = 0.100
  • Data-to-parameter ratio = 15.3

checkCIF/PLATON results

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Alert level G PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature . 293 K PLAT794_ALERT_5_G Check Predicted Bond Valency for Co1 (3) 1.83
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 0 ALERT level C = Check and explain 3 ALERT level G = General alerts; check 2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 0 ALERT type 2 Indicator that the structure model may be wrong or deficient 0 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion 1 ALERT type 5 Informative message, check

Comment top

benzene-1,4-dicarboxylatic acid is often used to bridge metal atoms with 2,2'-bipyridine or 1,10-phenanthroline as auxiliary ligands (Sun et al., 2001; Zhang et al., 2003; Cano et al., 1997). Those compounds demonstrate various network topologies. In the title compound the CoII atom is six coordinated (Fig. 1), bonded to two nitrogen atoms of the chelating 2-(2-pyridyl)benzimidazole ligand, and bridged by the benzene-1,4-dicarboxylate into a zigzag chain (Fig. 2). The chains are further connected into a three-dimensional framework via intermolecular N—H···O hydrogen bonds as well as π-π interactions (perpendicular distance: 3.54 Å, centroid···centroid distances: 3.678Å and 3.697 Å) (Fig. 3).

Related literature top

For related literature, see: Sun et al. (2001); Zhang et al. (2003); Cano et al. (1997); Alcade et al. (1992).

Experimental top

2-(2-pyridyl)benzimidazole was synthesized according to the literature method of Alcade et al. (1992). A solution of Co(CH3COO)2.4H2O (0.128 g, 0.51 mmol), 2-(2-pyridyl)benzimidazole (0.10 g, 0.51 mmol), benzene-1,4-dicarboxylatic acid (0.085 g, 0.51 mmol) and H2O (15 ml) stirred under ambient conditions, then sealed in a Teflon-lined steel vessel, heated at 160 °C for 5 days, and cooled to room temperature. The resulting product was recovered by filtration, washed with distilled water and dried in air (80% yield).

Refinement top

After checking their presence in the difference map, all H atoms were positioned geometrically and allowed to ride on their attached atoms with C—H and N—H bond lengths of 0.93–0.97Å and 0.86 Å, respectively, and Uiso(H) = 1.2Ueq(C,N).

Structure description top

benzene-1,4-dicarboxylatic acid is often used to bridge metal atoms with 2,2'-bipyridine or 1,10-phenanthroline as auxiliary ligands (Sun et al., 2001; Zhang et al., 2003; Cano et al., 1997). Those compounds demonstrate various network topologies. In the title compound the CoII atom is six coordinated (Fig. 1), bonded to two nitrogen atoms of the chelating 2-(2-pyridyl)benzimidazole ligand, and bridged by the benzene-1,4-dicarboxylate into a zigzag chain (Fig. 2). The chains are further connected into a three-dimensional framework via intermolecular N—H···O hydrogen bonds as well as π-π interactions (perpendicular distance: 3.54 Å, centroid···centroid distances: 3.678Å and 3.697 Å) (Fig. 3).

For related literature, see: Sun et al. (2001); Zhang et al. (2003); Cano et al. (1997); Alcade et al. (1992).

Computing details top

Data collection: CrystalClear (Rigaku, 2002); cell refinement: CrystalClear (Rigaku, 2002); data reduction: CrystalClear (Rigaku, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXL97 (Sheldrick, 1997); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997).

Figures top
[Figure 1] Fig. 1. The structure of the title compound with the atomic labels and 30% probability displacement ellipsoids for non-H atoms. Symmetry codes: (i)x - 1, 1/2 - y, z - 1/2; (ii) 1 + x, 1/2 - y, 1/2 + z.
[Figure 2] Fig. 2. A view of the zigzag chain of the title compound.
[Figure 3] Fig. 3. Packing diagram.
catena-Poly[[2-(2-pyridyl)-1H-benzimidazole]cobalt(II)]-µ-βenzene-1,4-dicarboxylato] top
Crystal data top
[Co(C8H4O4)(C12H9N3)]F(000) = 852
Mr = 418.26Dx = 1.645 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -p 2ybcCell parameters from 3393 reflections
a = 7.2518 (7) Åθ = 3.2–27.5°
b = 20.6995 (19) ŵ = 1.05 mm1
c = 11.3088 (11) ÅT = 293 K
β = 95.914 (5)°Prism, red
V = 1688.5 (3) Å30.20 × 0.15 × 0.08 mm
Z = 4
Data collection top
Rigaku CCD
diffractometer
3866 independent reflections
Radiation source: fine-focus sealed tube3170 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.042
Detector resolution: 14.6306 pixels mm-1θmax = 27.5°, θmin = 3.3°
ω scansh = 99
Absorption correction: multi-scan
(CrystalClear; Rigaku, 2002)
k = 2426
Tmin = 0.828, Tmax = 0.923l = 1414
12922 measured reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.049Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.100H-atom parameters constrained
S = 1.10 w = 1/[σ2(Fo2) + (0.0355P)2 + 1.1421P]
where P = (Fo2 + 2Fc2)/3
3866 reflections(Δ/σ)max = 0.001
253 parametersΔρmax = 0.40 e Å3
0 restraintsΔρmin = 0.40 e Å3
Crystal data top
[Co(C8H4O4)(C12H9N3)]V = 1688.5 (3) Å3
Mr = 418.26Z = 4
Monoclinic, P21/cMo Kα radiation
a = 7.2518 (7) ŵ = 1.05 mm1
b = 20.6995 (19) ÅT = 293 K
c = 11.3088 (11) Å0.20 × 0.15 × 0.08 mm
β = 95.914 (5)°
Data collection top
Rigaku CCD
diffractometer
3866 independent reflections
Absorption correction: multi-scan
(CrystalClear; Rigaku, 2002)
3170 reflections with I > 2σ(I)
Tmin = 0.828, Tmax = 0.923Rint = 0.042
12922 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0490 restraints
wR(F2) = 0.100H-atom parameters constrained
S = 1.10Δρmax = 0.40 e Å3
3866 reflectionsΔρmin = 0.40 e Å3
253 parameters
Special details top

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) top
xyzUiso*/Ueq
Co10.21952 (5)0.389651 (17)0.65376 (3)0.02542 (12)
C10.1887 (4)0.51415 (16)0.8068 (3)0.0420 (7)
H1A0.16460.48670.86850.050*
C20.2052 (5)0.57978 (18)0.8292 (3)0.0541 (9)
H2A0.19060.59610.90420.065*
C30.2433 (5)0.62015 (16)0.7392 (3)0.0547 (10)
H3A0.25670.66430.75250.066*
C40.2617 (4)0.59479 (14)0.6290 (3)0.0421 (8)
H4A0.28820.62150.56680.051*
C50.2403 (4)0.52938 (13)0.6114 (2)0.0291 (6)
C60.2538 (3)0.49664 (12)0.4984 (2)0.0259 (5)
C70.2778 (4)0.47506 (14)0.3107 (2)0.0320 (6)
C80.2962 (5)0.47506 (16)0.1891 (3)0.0429 (8)
H8A0.31180.51310.14750.051*
C90.2899 (5)0.41577 (18)0.1343 (3)0.0498 (8)
H9A0.30180.41370.05330.060*
C100.2664 (5)0.35865 (16)0.1960 (3)0.0440 (8)
H10A0.26170.31970.15490.053*
C110.2500 (4)0.35825 (15)0.3156 (3)0.0375 (7)
H11A0.23540.31990.35650.045*
C120.2559 (4)0.41753 (13)0.3730 (2)0.0276 (6)
C130.4583 (4)0.35217 (12)0.8096 (2)0.0251 (5)
C140.6013 (4)0.31788 (12)0.8909 (2)0.0248 (5)
C150.7883 (4)0.32392 (13)0.8738 (2)0.0280 (6)
H15A0.82500.35270.81750.034*
C160.9190 (4)0.28677 (13)0.9411 (2)0.0297 (6)
H16A1.04400.29150.93140.036*
C170.8643 (3)0.24263 (12)1.0228 (2)0.0238 (5)
C181.0033 (4)0.19638 (13)1.0811 (2)0.0259 (6)
C190.6783 (4)0.23799 (13)1.0420 (2)0.0272 (6)
H19A0.64170.20931.09840.033*
C200.5484 (4)0.27602 (13)0.9769 (2)0.0276 (6)
H20A0.42440.27360.99100.033*
O10.2913 (3)0.35225 (10)0.83061 (17)0.0363 (5)
O20.5059 (2)0.37898 (9)0.71660 (16)0.0305 (4)
O31.1733 (2)0.20703 (9)1.08103 (17)0.0317 (4)
O40.9473 (2)0.14397 (9)1.12442 (16)0.0289 (4)
N10.2062 (3)0.48882 (11)0.7003 (2)0.0309 (5)
N20.2420 (3)0.43282 (10)0.49134 (18)0.0263 (5)
N30.2760 (3)0.52381 (11)0.3928 (2)0.0324 (5)
H3B0.28710.56440.37920.039*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Co10.0241 (2)0.02434 (19)0.02722 (19)0.00096 (15)0.00035 (14)0.00107 (15)
C10.0434 (18)0.0478 (19)0.0339 (15)0.0057 (15)0.0011 (14)0.0110 (14)
C20.057 (2)0.057 (2)0.0458 (19)0.0125 (18)0.0064 (16)0.0267 (18)
C30.065 (2)0.0334 (18)0.061 (2)0.0101 (16)0.0160 (18)0.0165 (16)
C40.0448 (19)0.0275 (16)0.0506 (18)0.0008 (13)0.0115 (15)0.0029 (13)
C50.0232 (14)0.0252 (14)0.0369 (14)0.0032 (11)0.0058 (11)0.0025 (11)
C60.0214 (13)0.0234 (13)0.0317 (13)0.0003 (10)0.0026 (11)0.0021 (11)
C70.0300 (15)0.0320 (15)0.0336 (14)0.0001 (12)0.0017 (12)0.0031 (12)
C80.0472 (19)0.0464 (19)0.0355 (16)0.0029 (15)0.0065 (14)0.0095 (14)
C90.058 (2)0.061 (2)0.0325 (16)0.0019 (18)0.0107 (15)0.0008 (16)
C100.049 (2)0.0437 (19)0.0397 (16)0.0035 (15)0.0077 (15)0.0099 (15)
C110.0410 (18)0.0315 (16)0.0412 (16)0.0003 (13)0.0101 (14)0.0042 (13)
C120.0241 (14)0.0292 (14)0.0299 (13)0.0010 (11)0.0047 (11)0.0004 (11)
C130.0254 (13)0.0239 (13)0.0257 (12)0.0022 (11)0.0006 (10)0.0011 (10)
C140.0242 (13)0.0255 (13)0.0244 (12)0.0020 (11)0.0012 (10)0.0006 (10)
C150.0260 (14)0.0291 (14)0.0295 (13)0.0017 (11)0.0059 (11)0.0064 (11)
C160.0214 (13)0.0343 (15)0.0339 (14)0.0008 (11)0.0048 (11)0.0035 (12)
C170.0222 (13)0.0241 (13)0.0250 (12)0.0015 (10)0.0018 (10)0.0021 (10)
C180.0275 (14)0.0264 (14)0.0240 (12)0.0029 (11)0.0042 (11)0.0037 (10)
C190.0272 (14)0.0275 (14)0.0276 (13)0.0000 (11)0.0064 (11)0.0041 (11)
C200.0230 (13)0.0316 (15)0.0290 (13)0.0004 (11)0.0066 (11)0.0001 (11)
O10.0231 (10)0.0493 (13)0.0364 (11)0.0021 (9)0.0030 (8)0.0105 (9)
O20.0252 (10)0.0363 (11)0.0297 (9)0.0023 (8)0.0016 (8)0.0089 (8)
O30.0228 (10)0.0272 (10)0.0443 (11)0.0010 (8)0.0004 (8)0.0019 (8)
O40.0259 (10)0.0276 (10)0.0334 (10)0.0014 (8)0.0040 (8)0.0054 (8)
N10.0286 (12)0.0315 (13)0.0315 (11)0.0010 (10)0.0015 (10)0.0046 (10)
N20.0261 (12)0.0239 (11)0.0284 (11)0.0001 (9)0.0006 (9)0.0004 (9)
N30.0375 (14)0.0215 (12)0.0375 (12)0.0010 (10)0.0000 (11)0.0064 (10)
Geometric parameters (Å, º) top
Co1—N22.064 (2)C9—H9A0.9300
Co1—O4i2.0872 (18)C10—C111.371 (4)
Co1—N12.124 (2)C10—H10A0.9300
Co1—O22.1362 (18)C11—C121.387 (4)
Co1—O12.1577 (19)C11—H11A0.9300
Co1—O3i2.1765 (18)C12—N21.389 (3)
C1—N11.332 (4)C13—O11.257 (3)
C1—C21.385 (5)C13—O21.268 (3)
C1—H1A0.9300C13—C141.493 (3)
C2—C31.367 (5)C14—C201.386 (4)
C2—H2A0.9300C14—C151.395 (3)
C3—C41.371 (5)C15—C161.386 (4)
C3—H3A0.9300C15—H15A0.9300
C4—C51.375 (4)C16—C171.386 (4)
C4—H4A0.9300C16—H16A0.9300
C5—N11.352 (4)C17—C191.392 (4)
C5—C61.459 (4)C17—C181.493 (4)
C6—N21.326 (3)C18—O31.253 (3)
C6—N31.344 (3)C18—O41.274 (3)
C7—N31.372 (4)C19—C201.381 (4)
C7—C81.395 (4)C19—H19A0.9300
C7—C121.401 (4)C20—H20A0.9300
C8—C91.373 (5)N3—O2ii2.913 (3)
C8—H8A0.9300N3—O4iii2.963 (3)
C9—C101.392 (5)N3—H3B0.8600
N2—Co1—O4i99.39 (8)C11—C10—H10A119.1
N2—Co1—N179.16 (9)C9—C10—H10A119.1
O4i—Co1—N1107.17 (8)C10—C11—C12117.1 (3)
N2—Co1—O2100.22 (8)C10—C11—H11A121.5
O4i—Co1—O2152.82 (7)C12—C11—H11A121.5
N1—Co1—O294.88 (8)C11—C12—N2130.6 (3)
N2—Co1—O1161.16 (8)C11—C12—C7121.1 (3)
O4i—Co1—O199.31 (7)N2—C12—C7108.3 (2)
N1—Co1—O197.47 (9)O1—C13—O2120.4 (2)
O2—Co1—O161.38 (7)O1—C13—C14120.4 (2)
N2—Co1—O3i94.88 (8)O2—C13—C14119.2 (2)
O4i—Co1—O3i61.77 (7)O1—C13—Co161.04 (13)
N1—Co1—O3i166.70 (8)O2—C13—Co160.05 (13)
O2—Co1—O3i97.89 (7)C14—C13—Co1169.17 (18)
O1—Co1—O3i91.91 (8)C20—C14—C15119.8 (2)
N2—Co1—C18i97.03 (8)C20—C14—C13120.3 (2)
O4i—Co1—C18i31.22 (8)C15—C14—C13119.7 (2)
N1—Co1—C18i137.68 (9)C16—C15—C14119.6 (2)
O2—Co1—C18i126.96 (8)C16—C15—H15A120.2
O1—Co1—C18i97.74 (8)C14—C15—H15A120.2
O3i—Co1—C18i30.60 (7)C17—C16—C15120.4 (2)
N2—Co1—C13131.17 (9)C17—C16—H16A119.8
O4i—Co1—C13126.29 (8)C15—C16—H16A119.8
N1—Co1—C13100.00 (8)C16—C17—C19119.9 (2)
O2—Co1—C1330.95 (7)C16—C17—C18119.4 (2)
O1—Co1—C1330.65 (7)C19—C17—C18120.5 (2)
O3i—Co1—C1392.88 (8)O3—C18—O4120.2 (2)
C18i—Co1—C13112.83 (8)O3—C18—C17120.4 (2)
N1—C1—C2122.5 (3)O4—C18—C17119.2 (2)
N1—C1—H1A118.8O3—C18—Co1iv62.20 (14)
C2—C1—H1A118.8O4—C18—Co1iv58.13 (13)
C3—C2—C1118.9 (3)C17—C18—Co1iv172.09 (18)
C3—C2—H2A120.5C20—C19—C17119.8 (2)
C1—C2—H2A120.5C20—C19—H19A120.1
C2—C3—C4119.3 (3)C17—C19—H19A120.1
C2—C3—H3A120.4C19—C20—C14120.5 (2)
C4—C3—H3A120.4C19—C20—H20A119.8
C3—C4—C5119.2 (3)C14—C20—H20A119.8
C3—C4—H4A120.4C13—O1—Co188.31 (15)
C5—C4—H4A120.4C13—O2—Co189.00 (15)
N1—C5—C4122.1 (3)C18—O3—Co1iv87.20 (15)
N1—C5—C6113.4 (2)C18—O4—Co1iv90.65 (15)
C4—C5—C6124.6 (3)C1—N1—C5118.0 (3)
N2—C6—N3112.1 (2)C1—N1—Co1128.0 (2)
N2—C6—C5120.4 (2)C5—N1—Co1113.55 (17)
N3—C6—C5127.5 (2)C6—N2—C12105.9 (2)
N3—C7—C8132.5 (3)C6—N2—Co1112.86 (17)
N3—C7—C12106.0 (2)C12—N2—Co1141.17 (18)
C8—C7—C12121.5 (3)C6—N3—C7107.7 (2)
C9—C8—C7116.3 (3)C6—N3—O2ii141.83 (18)
C9—C8—H8A121.9C7—N3—O2ii100.21 (17)
C7—C8—H8A121.9C6—N3—O4iii107.15 (17)
C8—C9—C10122.2 (3)C7—N3—O4iii128.03 (18)
C8—C9—H9A118.9O2ii—N3—O4iii73.09 (7)
C10—C9—H9A118.9C6—N3—H3B126.2
C11—C10—C9121.8 (3)C7—N3—H3B126.2
N1—C1—C2—C30.9 (5)O1—C13—O2—Co19.6 (2)
C1—C2—C3—C40.9 (5)C14—C13—O2—Co1167.6 (2)
C2—C3—C4—C50.3 (5)N2—Co1—O2—C13178.84 (15)
C3—C4—C5—N11.6 (5)O4i—Co1—O2—C1343.3 (2)
C3—C4—C5—C6179.1 (3)N1—Co1—O2—C13101.32 (16)
N1—C5—C6—N23.3 (4)O1—Co1—O2—C135.47 (14)
C4—C5—C6—N2176.0 (3)O3i—Co1—O2—C1382.40 (15)
N1—C5—C6—N3175.9 (3)C18i—Co1—O2—C1371.90 (17)
C4—C5—C6—N34.8 (4)O4—C18—O3—Co1iv4.1 (2)
N3—C7—C8—C9179.5 (3)C17—C18—O3—Co1iv171.4 (2)
C12—C7—C8—C90.6 (5)O3—C18—O4—Co1iv4.3 (2)
C7—C8—C9—C100.0 (5)C17—C18—O4—Co1iv171.3 (2)
C8—C9—C10—C110.7 (5)C2—C1—N1—C50.3 (4)
C9—C10—C11—C120.6 (5)C2—C1—N1—Co1171.6 (2)
C10—C11—C12—N2179.5 (3)C4—C5—N1—C11.6 (4)
C10—C11—C12—C70.0 (4)C6—C5—N1—C1179.1 (2)
N3—C7—C12—C11179.4 (3)C4—C5—N1—Co1171.4 (2)
C8—C7—C12—C110.7 (4)C6—C5—N1—Co17.9 (3)
N3—C7—C12—N20.2 (3)N2—Co1—N1—C1179.7 (3)
C8—C7—C12—N2179.8 (3)O4i—Co1—N1—C183.7 (3)
N2—Co1—C13—O1172.07 (15)O2—Co1—N1—C180.2 (3)
O4i—Co1—C13—O132.30 (19)O1—Co1—N1—C118.5 (3)
N1—Co1—C13—O187.79 (16)O3i—Co1—N1—C1116.0 (4)
O2—Co1—C13—O1170.6 (2)C18i—Co1—N1—C191.7 (3)
O3i—Co1—C13—O188.89 (16)C13—Co1—N1—C149.4 (3)
C18i—Co1—C13—O164.94 (17)N2—Co1—N1—C57.54 (18)
N2—Co1—C13—O21.5 (2)O4i—Co1—N1—C5104.12 (18)
O4i—Co1—C13—O2157.15 (13)O2—Co1—N1—C591.96 (18)
N1—Co1—C13—O282.77 (16)O1—Co1—N1—C5153.68 (18)
O1—Co1—C13—O2170.6 (2)O3i—Co1—N1—C571.8 (4)
O3i—Co1—C13—O2100.56 (15)C18i—Co1—N1—C596.1 (2)
C18i—Co1—C13—O2124.51 (15)C13—Co1—N1—C5122.76 (18)
N2—Co1—C13—C1487.5 (10)N3—C6—N2—C120.5 (3)
O4i—Co1—C13—C1468.2 (10)C5—C6—N2—C12178.8 (2)
N1—Co1—C13—C14171.8 (10)N3—C6—N2—Co1177.46 (17)
O2—Co1—C13—C1489.0 (10)C5—C6—N2—Co13.2 (3)
O1—Co1—C13—C14100.5 (10)C11—C12—N2—C6179.1 (3)
O3i—Co1—C13—C1411.6 (10)C7—C12—N2—C60.4 (3)
C18i—Co1—C13—C1435.5 (10)C11—C12—N2—Co13.9 (5)
O1—C13—C14—C2012.1 (4)C7—C12—N2—Co1176.6 (2)
O2—C13—C14—C20165.1 (2)O4i—Co1—N2—C6111.45 (18)
Co1—C13—C14—C2082.2 (10)N1—Co1—N2—C65.60 (18)
O1—C13—C14—C15173.2 (2)O2—Co1—N2—C687.46 (18)
O2—C13—C14—C159.7 (4)O1—Co1—N2—C675.7 (3)
Co1—C13—C14—C1592.5 (10)O3i—Co1—N2—C6173.60 (18)
C20—C14—C15—C161.6 (4)C18i—Co1—N2—C6142.90 (18)
C13—C14—C15—C16173.2 (2)C13—Co1—N2—C688.3 (2)
C14—C15—C16—C171.7 (4)O4i—Co1—N2—C1271.6 (3)
C15—C16—C17—C193.5 (4)N1—Co1—N2—C12177.5 (3)
C15—C16—C17—C18171.0 (2)O2—Co1—N2—C1289.5 (3)
C16—C17—C18—O318.1 (4)O1—Co1—N2—C12101.2 (4)
C19—C17—C18—O3167.5 (2)O3i—Co1—N2—C129.5 (3)
C16—C17—C18—O4157.5 (2)C18i—Co1—N2—C1240.2 (3)
C19—C17—C18—O416.9 (4)C13—Co1—N2—C1288.7 (3)
C16—C17—C19—C202.0 (4)N2—C6—N3—C70.4 (3)
C18—C17—C19—C20172.4 (2)C5—C6—N3—C7178.8 (3)
C17—C19—C20—C141.3 (4)N2—C6—N3—O2ii134.5 (2)
C15—C14—C20—C193.1 (4)C5—C6—N3—O2ii46.3 (4)
C13—C14—C20—C19171.6 (2)N2—C6—N3—O4iii141.23 (18)
O2—C13—O1—Co19.5 (2)C5—C6—N3—O4iii38.0 (3)
C14—C13—O1—Co1167.6 (2)C8—C7—N3—C6179.9 (3)
N2—Co1—O1—C1318.8 (3)C12—C7—N3—C60.1 (3)
O4i—Co1—O1—C13154.12 (15)C8—C7—N3—O2ii26.5 (4)
N1—Co1—O1—C1397.02 (16)C12—C7—N3—O2ii153.47 (18)
O2—Co1—O1—C135.52 (14)C8—C7—N3—O4iii50.0 (4)
O3i—Co1—O1—C1392.43 (16)C12—C7—N3—O4iii130.1 (2)
C18i—Co1—O1—C13122.59 (16)
Symmetry codes: (i) x1, y+1/2, z1/2; (ii) x+1, y+1, z+1; (iii) x+1, y+1/2, z+3/2; (iv) x+1, y+1/2, z+1/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N3—H3B···O2ii0.862.272.913 (3)132
N3—H3B···O4iii0.862.362.963 (3)127
Symmetry codes: (ii) x+1, y+1, z+1; (iii) x+1, y+1/2, z+3/2.

Experimental details

Crystal data
Chemical formula[Co(C8H4O4)(C12H9N3)]
Mr418.26
Crystal system, space groupMonoclinic, P21/c
Temperature (K)293
a, b, c (Å)7.2518 (7), 20.6995 (19), 11.3088 (11)
β (°) 95.914 (5)
V3)1688.5 (3)
Z4
Radiation typeMo Kα
µ (mm1)1.05
Crystal size (mm)0.20 × 0.15 × 0.08
Data collection
DiffractometerRigaku CCD
Absorption correctionMulti-scan
(CrystalClear; Rigaku, 2002)
Tmin, Tmax0.828, 0.923
No. of measured, independent and
observed [I > 2σ(I)] reflections
12922, 3866, 3170
Rint0.042
(sin θ/λ)max1)0.649
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.049, 0.100, 1.10
No. of reflections3866
No. of parameters253
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.40, 0.40

Computer programs: CrystalClear (Rigaku, 2002), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997).

Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N3—H3B···O2i0.862.272.913 (3)132.1
N3—H3B···O4ii0.862.362.963 (3)127.1
Symmetry codes: (i) x+1, y+1, z+1; (ii) x+1, y+1/2, z+3/2.
 

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