Literature DB >> 22589793

(2,2'-Bipyridine-6,6'-dicarboxyl-ato-κ(3)N,N',O(6))(6'-carb-oxy-2,2'-bipyridine-6-carboxyl-ato-κ(3)N,N',O(6))cobalt(III).

Huimin Wang, Xiaojun Gu, Bingbing Zhang, Haiquan Su.   

Abstract

The Co(III) atom in the title compound, [Co(C(12)H(6)N(2)O(4))(C(12)H(7)N(2)O(4))], is six-coordinated in a distorted octa-hedral geometry by four N atoms and two O atoms of the chelating 2,2'-bipyridine-6,6'-dicarboxyl-ate and 6'-carb-oxy-2,2'-bipyridine-6-carboxyl-ate ligands. Intermolecular O-H⋯O hydrogen bonds and face-to-face π-stacking inter-actions [centroid-centroid distance = 3.6352 (16) Å] between inversion-related pyridine rings link adjacent mononuclear units into a two-dimensional supra-molecular structure, and several inter-molecular C-H⋯O inter-actions are also observed.

Entities:  

Year:  2012        PMID: 22589793      PMCID: PMC3343819          DOI: 10.1107/S1600536812009816

Source DB:  PubMed          Journal:  Acta Crystallogr Sect E Struct Rep Online        ISSN: 1600-5368


Related literature

For the structure of a CoII compound with pyridine-2,6-dicarboxyl­ate and 4,4′-bipyridine, see: Ghosh et al. (2005 ▶). For the structures and thermal properties of five Ln III (Ln is a lanthanide) compounds with the title ligand, see: Wang et al. (2010 ▶), for a related RhIII compound with the title ligand, see: Wang et al. (2012 ▶) and for a related NiII compound with the title ligand, see: Wang, Su et al. (2009 ▶). For the structures and magnetic properties of [GdIII 4CoIICoIII(μ3-OH)3(μ3-O)(pydc)6(H2O)5]·8H2O (pydc = 2,5-pyridinedicarboxylate dianion), see: Wang, Yue et al. (2009 ▶).

Experimental

Crystal data

[Co(C12H6N2O4)(C12H7N2O4)] M = 544.31 Monoclinic, a = 9.3329 (19) Å b = 13.561 (3) Å c = 16.894 (3) Å β = 100.70 (3)° V = 2101.0 (7) Å3 Z = 4 Mo Kα radiation μ = 0.88 mm−1 T = 153 K 0.26 × 0.20 × 0.08 mm

Data collection

Rigaku Saturn CCD area-detector diffractometer Absorption correction: multi-scan (CrystalClear; Rigaku/MSC, 2005 ▶) T min = 0.803, T max = 0.933 13969 measured reflections 3696 independent reflections 3219 reflections with I > 2σ(I) R int = 0.043

Refinement

R[F 2 > 2σ(F 2)] = 0.038 wR(F 2) = 0.091 S = 1.06 3696 reflections 335 parameters H-atom parameters constrained Δρmax = 0.24 e Å−3 Δρmin = −0.47 e Å−3 Data collection: CrystalClear (Rigaku/MSC, 2005 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg & Putz, 2006 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶). Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812009816/qm2056sup1.cif Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812009816/qm2056Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report
[Co(C12H6N2O4)(C12H7N2O4)]Z = 4
Mr = 544.31F(000) = 1104
Monoclinic, P21/cDx = 1.721 Mg m3
Hall symbol: -P 2ybcMo Kα radiation, λ = 0.71073 Å
a = 9.3329 (19) ŵ = 0.88 mm1
b = 13.561 (3) ÅT = 153 K
c = 16.894 (3) ÅBlock, brown
β = 100.70 (3)°0.26 × 0.20 × 0.08 mm
V = 2101.0 (7) Å3
Rigaku Saturn CCD area-detector diffractometer3696 independent reflections
Radiation source: fine-focus sealed tube3219 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.043
ω and φ scansθmax = 25.0°, θmin = 1.9°
Absorption correction: multi-scan (CrystalClear; Rigaku/MSC, 2005)h = −11→8
Tmin = 0.803, Tmax = 0.933k = −16→16
13969 measured reflectionsl = −18→20
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.038Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.091H-atom parameters constrained
S = 1.06w = 1/[σ2(Fo2) + (0.0499P)2 + 0.3348P] where P = (Fo2 + 2Fc2)/3
3696 reflections(Δ/σ)max = 0.001
335 parametersΔρmax = 0.24 e Å3
0 restraintsΔρmin = −0.47 e Å3
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.
xyzUiso*/Ueq
Co10.84031 (3)0.73728 (2)0.932821 (17)0.02082 (12)
O11.01239 (19)0.73257 (12)1.01357 (9)0.0282 (4)
O21.1381 (2)0.81870 (16)1.11603 (10)0.0460 (5)
O50.93674 (17)0.81669 (12)0.86609 (9)0.0267 (4)
O61.0973 (2)0.80414 (14)0.78364 (11)0.0450 (5)
N10.8057 (2)0.85278 (14)0.98537 (11)0.0251 (4)
N20.6513 (2)0.77321 (14)0.86292 (11)0.0234 (4)
N30.9085 (2)0.63364 (14)0.87852 (10)0.0216 (4)
N40.7596 (2)0.62602 (14)0.98808 (10)0.0234 (4)
C11.0325 (3)0.80793 (19)1.06293 (13)0.0299 (6)
C20.9115 (3)0.88248 (18)1.04578 (13)0.0286 (6)
C30.9052 (3)0.97481 (19)1.07909 (14)0.0365 (6)
H30.97660.99561.12180.044*
C40.7900 (3)1.0357 (2)1.04739 (16)0.0416 (7)
H40.78231.09751.07020.050*
C50.6856 (3)1.00621 (19)0.98213 (17)0.0382 (7)
H50.61061.04840.95950.046*
C60.6962 (3)0.91155 (18)0.95143 (14)0.0291 (6)
C70.6051 (3)0.86495 (18)0.88142 (14)0.0296 (6)
C80.4839 (3)0.9092 (2)0.83680 (16)0.0392 (7)
H80.45540.97160.85050.047*
C90.4047 (3)0.8600 (2)0.77141 (17)0.0421 (7)
H90.32250.88880.74060.051*
C100.4492 (3)0.7678 (2)0.75259 (17)0.0396 (7)
H100.39710.73350.70890.048*
C110.5733 (3)0.72615 (19)0.79957 (14)0.0281 (6)
C120.6111 (3)0.62148 (19)0.78089 (13)0.0286 (6)
C131.0147 (3)0.76672 (18)0.82270 (14)0.0272 (6)
C140.9955 (2)0.65787 (18)0.82720 (12)0.0240 (5)
C151.0604 (3)0.58537 (19)0.78857 (13)0.0302 (6)
H151.12040.60140.75230.036*
C161.0332 (3)0.48753 (19)0.80572 (14)0.0323 (6)
H161.07460.43730.78000.039*
C170.9449 (3)0.46388 (18)0.86091 (13)0.0286 (6)
H170.92710.39850.87240.034*
C180.8844 (3)0.53988 (17)0.89816 (13)0.0232 (5)
C190.7946 (3)0.53543 (17)0.96114 (13)0.0236 (5)
C200.7504 (3)0.44827 (19)0.99124 (14)0.0298 (6)
H200.77480.38790.97120.036*
C210.6691 (3)0.4523 (2)1.05193 (15)0.0351 (6)
H210.63660.39471.07270.042*
C220.6372 (3)0.5430 (2)1.08100 (14)0.0336 (6)
H220.58500.54691.12270.040*
C230.6831 (3)0.62865 (19)1.04793 (13)0.0272 (5)
C240.6458 (3)0.7264 (2)1.08152 (15)0.0319 (6)
O90.5735 (2)0.55690 (13)0.82239 (10)0.0396 (5)
O70.7342 (2)0.74748 (14)1.14778 (11)0.0418 (5)
O100.6766 (2)0.60709 (13)0.72153 (10)0.0401 (5)
H10A0.68060.65910.69720.060*
O80.5416 (2)0.77371 (16)1.04846 (13)0.0504 (5)
U11U22U33U12U13U23
Co10.0249 (2)0.01599 (19)0.02186 (19)0.00158 (13)0.00513 (13)0.00048 (12)
O10.0310 (10)0.0244 (9)0.0281 (9)0.0023 (7)0.0025 (7)−0.0007 (7)
O20.0432 (12)0.0567 (14)0.0329 (9)−0.0020 (10)−0.0064 (9)−0.0069 (9)
O50.0325 (10)0.0184 (9)0.0312 (8)−0.0005 (7)0.0108 (7)0.0014 (7)
O60.0528 (13)0.0339 (11)0.0572 (12)−0.0022 (9)0.0331 (10)0.0083 (9)
N10.0325 (12)0.0199 (11)0.0246 (9)0.0003 (9)0.0097 (9)−0.0003 (8)
N20.0244 (11)0.0210 (11)0.0250 (10)−0.0006 (8)0.0047 (8)0.0025 (8)
N30.0246 (10)0.0196 (10)0.0204 (9)0.0012 (8)0.0037 (8)0.0010 (8)
N40.0259 (11)0.0225 (11)0.0216 (9)0.0015 (9)0.0036 (8)0.0012 (8)
C10.0369 (15)0.0295 (14)0.0239 (12)−0.0025 (12)0.0076 (11)0.0032 (10)
C20.0384 (15)0.0260 (13)0.0239 (12)−0.0047 (11)0.0123 (11)−0.0022 (10)
C30.0550 (18)0.0283 (15)0.0287 (13)−0.0095 (13)0.0143 (12)−0.0072 (11)
C40.0585 (19)0.0241 (14)0.0481 (16)−0.0011 (14)0.0255 (15)−0.0100 (12)
C50.0461 (17)0.0222 (14)0.0509 (16)0.0084 (12)0.0211 (14)0.0005 (12)
C60.0319 (14)0.0241 (13)0.0345 (13)0.0029 (11)0.0143 (11)0.0010 (11)
C70.0301 (14)0.0255 (14)0.0354 (13)0.0058 (11)0.0118 (11)0.0073 (11)
C80.0365 (16)0.0324 (16)0.0497 (16)0.0108 (13)0.0103 (13)0.0089 (13)
C90.0304 (15)0.0444 (18)0.0502 (16)0.0071 (13)0.0041 (13)0.0218 (14)
C100.0317 (16)0.0448 (18)0.0384 (15)−0.0024 (13)−0.0036 (12)0.0092 (13)
C110.0280 (14)0.0306 (14)0.0260 (12)−0.0044 (11)0.0057 (11)0.0071 (10)
C120.0307 (14)0.0304 (14)0.0222 (12)−0.0080 (11)−0.0014 (11)0.0017 (11)
C130.0277 (14)0.0241 (13)0.0295 (13)0.0013 (11)0.0044 (11)0.0032 (10)
C140.0243 (13)0.0265 (13)0.0208 (11)−0.0005 (10)0.0032 (10)0.0004 (10)
C150.0344 (15)0.0339 (15)0.0241 (12)0.0030 (12)0.0099 (11)−0.0028 (11)
C160.0386 (15)0.0291 (14)0.0292 (13)0.0056 (12)0.0065 (11)−0.0088 (11)
C170.0350 (15)0.0198 (13)0.0291 (12)0.0002 (11)0.0012 (11)−0.0022 (10)
C180.0240 (13)0.0201 (12)0.0236 (11)−0.0015 (10)−0.0001 (10)−0.0001 (9)
C190.0245 (13)0.0206 (12)0.0241 (11)−0.0006 (10)0.0005 (10)0.0001 (9)
C200.0316 (14)0.0236 (14)0.0323 (13)−0.0008 (11)0.0011 (11)0.0027 (10)
C210.0356 (15)0.0312 (15)0.0373 (14)−0.0088 (12)0.0040 (12)0.0105 (12)
C220.0339 (15)0.0387 (16)0.0299 (13)−0.0049 (12)0.0103 (11)0.0050 (11)
C230.0245 (13)0.0327 (14)0.0238 (11)0.0005 (11)0.0029 (10)0.0012 (10)
C240.0345 (16)0.0333 (15)0.0325 (14)0.0019 (12)0.0183 (12)0.0058 (11)
O90.0513 (12)0.0310 (11)0.0378 (10)−0.0101 (9)0.0116 (9)0.0074 (8)
O70.0494 (12)0.0421 (12)0.0340 (10)0.0100 (9)0.0078 (9)−0.0072 (8)
O100.0612 (13)0.0283 (10)0.0332 (10)−0.0079 (9)0.0148 (9)0.0017 (8)
O80.0472 (13)0.0497 (13)0.0542 (12)0.0178 (11)0.0092 (10)0.0045 (10)
Co1—N31.8546 (19)C8—H80.9300
Co1—N11.8580 (19)C9—C101.372 (4)
Co1—O51.9018 (16)C9—H90.9300
Co1—O11.9055 (18)C10—C111.397 (4)
Co1—N21.993 (2)C10—H100.9300
Co1—N41.9941 (19)C11—C121.510 (4)
O1—C11.310 (3)C12—O91.214 (3)
O2—C11.212 (3)C12—O101.282 (3)
O5—C131.313 (3)C13—C141.491 (3)
O6—C131.215 (3)C14—C151.381 (3)
N1—C61.338 (3)C15—C161.391 (4)
N1—C21.344 (3)C15—H150.9300
N2—C111.339 (3)C16—C171.392 (3)
N2—C71.372 (3)C16—H160.9300
N3—C141.334 (3)C17—C181.382 (3)
N3—C181.343 (3)C17—H170.9300
N4—C231.342 (3)C18—C191.473 (3)
N4—C191.371 (3)C19—C201.380 (3)
C1—C21.503 (4)C20—C211.385 (3)
C2—C31.378 (3)C20—H200.9300
C3—C41.383 (4)C21—C221.377 (4)
C3—H30.9300C21—H210.9300
C4—C51.388 (4)C22—C231.391 (3)
C4—H40.9300C22—H220.9300
C5—C61.395 (3)C23—C241.508 (4)
C5—H50.9300C24—O81.211 (3)
C6—C71.466 (3)C24—O71.293 (3)
C7—C81.375 (3)O10—H10A0.8200
C8—C91.382 (4)
N3—Co1—N1168.91 (8)C7—C8—H8120.3
N3—Co1—O583.81 (8)C9—C8—H8120.3
N1—Co1—O587.09 (8)C10—C9—C8119.0 (2)
N3—Co1—O190.43 (8)C10—C9—H9120.5
N1—Co1—O183.36 (8)C8—C9—H9120.5
O5—Co1—O190.84 (7)C9—C10—C11119.5 (3)
N3—Co1—N2103.87 (8)C9—C10—H10120.3
N1—Co1—N282.17 (8)C11—C10—H10120.3
O5—Co1—N288.54 (7)N2—C11—C10122.1 (2)
O1—Co1—N2165.53 (7)N2—C11—C12120.1 (2)
N3—Co1—N481.51 (8)C10—C11—C12117.6 (2)
N1—Co1—N4107.45 (8)O9—C12—O10125.0 (3)
O5—Co1—N4165.32 (7)O9—C12—C11117.0 (2)
O1—Co1—N488.91 (7)O10—C12—C11118.0 (2)
N2—Co1—N495.32 (8)O6—C13—O5124.1 (2)
C1—O1—Co1115.57 (15)O6—C13—C14122.4 (2)
C13—O5—Co1114.27 (15)O5—C13—C14113.5 (2)
C6—N1—C2122.8 (2)N3—C14—C15120.3 (2)
C6—N1—Co1118.95 (16)N3—C14—C13111.7 (2)
C2—N1—Co1116.55 (16)C15—C14—C13127.8 (2)
C11—N2—C7117.8 (2)C14—C15—C16117.9 (2)
C11—N2—Co1130.32 (17)C14—C15—H15121.1
C7—N2—Co1111.60 (15)C16—C15—H15121.1
C14—N3—C18122.9 (2)C15—C16—C17120.9 (2)
C14—N3—Co1116.17 (16)C15—C16—H16119.6
C18—N3—Co1120.42 (15)C17—C16—H16119.6
C23—N4—C19117.8 (2)C18—C17—C16118.4 (2)
C23—N4—Co1129.24 (17)C18—C17—H17120.8
C19—N4—Co1112.87 (15)C16—C17—H17120.8
O2—C1—O1124.4 (2)N3—C18—C17119.5 (2)
O2—C1—C2122.7 (2)N3—C18—C19111.17 (19)
O1—C1—C2112.8 (2)C17—C18—C19129.3 (2)
N1—C2—C3120.1 (2)N4—C19—C20122.6 (2)
N1—C2—C1111.4 (2)N4—C19—C18113.95 (19)
C3—C2—C1128.3 (2)C20—C19—C18123.4 (2)
C2—C3—C4118.3 (2)C19—C20—C21118.8 (2)
C2—C3—H3120.9C19—C20—H20120.6
C4—C3—H3120.9C21—C20—H20120.6
C3—C4—C5121.1 (2)C22—C21—C20118.9 (2)
C3—C4—H4119.5C22—C21—H21120.5
C5—C4—H4119.5C20—C21—H21120.5
C4—C5—C6118.2 (3)C21—C22—C23120.0 (2)
C4—C5—H5120.9C21—C22—H22120.0
C6—C5—H5120.9C23—C22—H22120.0
N1—C6—C5119.3 (2)N4—C23—C22121.8 (2)
N1—C6—C7111.8 (2)N4—C23—C24119.9 (2)
C5—C6—C7128.8 (2)C22—C23—C24118.3 (2)
N2—C7—C8122.1 (2)O8—C24—O7127.6 (3)
N2—C7—C6114.5 (2)O8—C24—C23120.9 (2)
C8—C7—C6123.3 (2)O7—C24—C23111.4 (2)
C7—C8—C9119.4 (3)C12—O10—H10A109.5
N3—Co1—O1—C1167.56 (17)Co1—N1—C6—C78.9 (3)
N1—Co1—O1—C1−3.23 (16)C4—C5—C6—N1−0.1 (4)
O5—Co1—O1—C183.75 (16)C4—C5—C6—C7−176.8 (2)
N2—Co1—O1—C1−3.7 (4)C11—N2—C7—C8−0.7 (3)
N4—Co1—O1—C1−110.93 (17)Co1—N2—C7—C8174.33 (19)
N3—Co1—O5—C13−6.93 (16)C11—N2—C7—C6−180.0 (2)
N1—Co1—O5—C13166.73 (16)Co1—N2—C7—C6−5.0 (2)
O1—Co1—O5—C1383.42 (16)N1—C6—C7—N2−2.0 (3)
N2—Co1—O5—C13−111.04 (16)C5—C6—C7—N2174.9 (2)
N4—Co1—O5—C13−5.5 (4)N1—C6—C7—C8178.8 (2)
N3—Co1—N1—C6114.4 (4)C5—C6—C7—C8−4.4 (4)
O5—Co1—N1—C679.54 (18)N2—C7—C8—C90.5 (4)
O1—Co1—N1—C6170.72 (19)C6—C7—C8—C9179.7 (2)
N2—Co1—N1—C6−9.38 (18)C7—C8—C9—C100.0 (4)
N4—Co1—N1—C6−102.53 (18)C8—C9—C10—C11−0.2 (4)
N3—Co1—N1—C2−51.4 (5)C7—N2—C11—C100.5 (3)
O5—Co1—N1—C2−86.23 (17)Co1—N2—C11—C10−173.46 (18)
O1—Co1—N1—C24.96 (16)C7—N2—C11—C12−174.5 (2)
N2—Co1—N1—C2−175.15 (17)Co1—N2—C11—C1211.6 (3)
N4—Co1—N1—C291.71 (17)C9—C10—C11—N20.0 (4)
N3—Co1—N2—C1111.2 (2)C9—C10—C11—C12175.1 (2)
N1—Co1—N2—C11−178.3 (2)N2—C11—C12—O977.1 (3)
O5—Co1—N2—C1194.5 (2)C10—C11—C12—O9−98.1 (3)
O1—Co1—N2—C11−177.8 (3)N2—C11—C12—O10−104.8 (3)
N4—Co1—N2—C11−71.3 (2)C10—C11—C12—O1080.0 (3)
N3—Co1—N2—C7−163.00 (15)Co1—O5—C13—O6−171.1 (2)
N1—Co1—N2—C77.52 (15)Co1—O5—C13—C147.4 (2)
O5—Co1—N2—C7−79.74 (16)C18—N3—C14—C153.0 (3)
O1—Co1—N2—C78.0 (4)Co1—N3—C14—C15175.12 (17)
N4—Co1—N2—C7114.45 (16)C18—N3—C14—C13−174.2 (2)
N1—Co1—N3—C14−30.2 (5)Co1—N3—C14—C13−2.1 (2)
O5—Co1—N3—C144.85 (16)O6—C13—C14—N3175.0 (2)
O1—Co1—N3—C14−85.95 (16)O5—C13—C14—N3−3.6 (3)
N2—Co1—N3—C1491.80 (16)O6—C13—C14—C15−1.9 (4)
N4—Co1—N3—C14−174.78 (17)O5—C13—C14—C15179.5 (2)
N1—Co1—N3—C18142.1 (4)N3—C14—C15—C16−0.7 (3)
O5—Co1—N3—C18177.15 (18)C13—C14—C15—C16176.0 (2)
O1—Co1—N3—C1886.35 (18)C14—C15—C16—C17−0.9 (4)
N2—Co1—N3—C18−95.90 (18)C15—C16—C17—C180.2 (4)
N4—Co1—N3—C18−2.48 (17)C14—N3—C18—C17−3.7 (3)
N3—Co1—N4—C23178.3 (2)Co1—N3—C18—C17−175.46 (16)
N1—Co1—N4—C235.0 (2)C14—N3—C18—C19175.02 (19)
O5—Co1—N4—C23176.9 (2)Co1—N3—C18—C193.3 (3)
O1—Co1—N4—C2387.71 (19)C16—C17—C18—N32.0 (3)
N2—Co1—N4—C23−78.42 (19)C16—C17—C18—C19−176.5 (2)
N3—Co1—N4—C190.99 (15)C23—N4—C19—C202.2 (3)
N1—Co1—N4—C19−172.30 (15)Co1—N4—C19—C20179.82 (18)
O5—Co1—N4—C19−0.5 (4)C23—N4—C19—C18−177.24 (19)
O1—Co1—N4—C19−89.61 (16)Co1—N4—C19—C180.4 (2)
N2—Co1—N4—C19104.26 (16)N3—C18—C19—N4−2.2 (3)
Co1—O1—C1—O2−177.4 (2)C17—C18—C19—N4176.4 (2)
Co1—O1—C1—C21.1 (2)N3—C18—C19—C20178.4 (2)
C6—N1—C2—C34.3 (3)C17—C18—C19—C20−3.0 (4)
Co1—N1—C2—C3169.50 (18)N4—C19—C20—C21−0.9 (4)
C6—N1—C2—C1−170.7 (2)C18—C19—C20—C21178.4 (2)
Co1—N1—C2—C1−5.5 (2)C19—C20—C21—C22−1.0 (3)
O2—C1—C2—N1−178.7 (2)C20—C21—C22—C231.8 (4)
O1—C1—C2—N12.8 (3)C19—N4—C23—C22−1.4 (3)
O2—C1—C2—C36.8 (4)Co1—N4—C23—C22−178.62 (18)
O1—C1—C2—C3−171.7 (2)C19—N4—C23—C24178.1 (2)
N1—C2—C3—C4−1.5 (4)Co1—N4—C23—C240.9 (3)
C1—C2—C3—C4172.5 (2)C21—C22—C23—N4−0.5 (4)
C2—C3—C4—C5−2.0 (4)C21—C22—C23—C24180.0 (2)
C3—C4—C5—C62.8 (4)N4—C23—C24—O882.6 (3)
C2—N1—C6—C5−3.5 (3)C22—C23—C24—O8−97.9 (3)
Co1—N1—C6—C5−168.27 (18)N4—C23—C24—O7−99.5 (3)
C2—N1—C6—C7173.7 (2)C22—C23—C24—O780.1 (3)
D—H···AD—HH···AD···AD—H···A
O10—H10A···O7i0.821.652.445 (3)164
C15—H15···O2i0.932.583.391 (3)147
C8—H8···O10ii0.932.413.142 (3)135
C16—H16···O6iii0.932.523.044 (3)116
C20—H20···O1iv0.932.553.315 (3)140
C22—H22···O9v0.932.353.091 (3)136
Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯AD—HH⋯ADAD—H⋯A
O10—H10A⋯O7i0.821.652.445 (3)164
C15—H15⋯O2i0.932.583.391 (3)147
C8—H8⋯O10ii0.932.413.142 (3)135
C16—H16⋯O6iii0.932.523.044 (3)116
C20—H20⋯O1iv0.932.553.315 (3)140
C22—H22⋯O9v0.932.353.091 (3)136

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) .

  3 in total

1.  A short history of SHELX.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A       Date:  2007-12-21       Impact factor: 2.290

2.  Bis(6'-carb-oxy-2,2'-bipyridine-6-carboxyl-ato-κN,N',O)nickel(II) tetra-hydrate.

Authors:  Huimin Wang; Haiquan Su; Jinjin Xu; Fenghua Bai; Ya Gao
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-02-28

3.  (2,2'-Bipyridine-6,6'-dicarboxyl-ato-κN,N',O)(6'-carb-oxy-2,2'-bipyridine-6-carboxyl-ato-κN,N',O)rhodium(III).

Authors:  Huimin Wang; Xiaojun Gu; Bingbing Zhang; Haiquan Su; Ming Hu
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-02-17
  3 in total

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