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The asymmetric unit of the title compound, {[Co(C7H3NO4)(C10H8N2)(H2O)]·H2O}n, contains one CoII cation chelated by one 2,2′-bipyridine ligand and further coordinated by two monodentate carboxyl­ate groups and one N atom belonging to three symmetry-related pyridine-3,4-dicarboxyl­ate ligands (acting in a μ3-N:O:O′ mode), and one water mol­ecule. The result is a CoO3N3 polyhedron which exhibits an octa­hedral geometry. Each two neighboring CoII cations are bridged by two independent pyridine-3,4-dicarboxyl­ate ligands, which are further coordinated to a third and fourth CoII cation though the pyridine N atom to form corrugated layers parallel to the (110) plane. There are two medium–strong intra­molecular hy­dro­gen bonds involving the coordinated water mol­ecule and two inter­molecular hydrogen bonds involving the solvent water mol­ecule, linking layers into a three-dimensional packing network.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807040275/bg2090sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536807040275/bg2090Isup2.hkl
Contains datablock I

CCDC reference: 1283853

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • R factor = 0.049
  • wR factor = 0.163
  • Data-to-parameter ratio = 12.7

checkCIF/PLATON results

No syntax errors found


No errors found in this datablock

Comment top

Complexes containing carboxyl acids have been the interest of chemists these years due to their potential applications, such as catalysis, optics, information storage, medicine, molecular electrochemistry, biochemistry and biological pharmaceutics (Li et al., 1993; Gao et al., 2004; Go et al., 2004). Thus far, N-containing aromatic carboxyl acid has been widely used in dye intermediates, organic synthesis, sensitization materials, functional pigments, etc. (An et al., 2000). Pyridinecarboxylic acid is also a good ligand in coordination chemistry due to its strong coordination ability and versatile coordination modes for what it has received much attention it in recent decades (Baroni et al., 1996; Hundal et al., 2002)).

Herein, we report a new complex containing both ligands, namely poly[[aqua(2,2-bipyridine)(µ3-pyridine-3,4-dicarboxylato)cobalt(II)] monohydrate], (I).

The structure of (I) contains one cobalt cation chelated by one 2,2'-bipyridine ligand and further coordinated by two monodentate carboxylate groups and one N atom belonging to three-symmetry related pyridine-3,4-dicarboxylate ligands (acting in a µ3-N:O:O' mode) and one water molecule. There is also a crystallization weater molecule. The result is a CoO3N3 polyhedron which exhibits an octahedral geometry (Fig. 1).

The CoII atom is hexa-coordinated by three N and three O atoms exhibiting an octahedral geometry. Each two neighboring CoII cations are bridged by two independent pyridine-3,4-dicarboxylate ligands, which are further coordinated to the third and the fourth CoII cations though pyridine N atom to form corrugated layers parallel to the [110] plane (Fig. 2). There exist two medium–strong intramolecular hydrogen bonds involving the coordinated water molecule (Table 3, first and second entries) and two intermolecular hydrogen bonds (Table 3, third and fourth entries) wher the crystallization water takes part, linking layers into a three-dimensional packing network (Fig. 3).

Related literature top

For related literature, see: Li et al. (1993); Gao et al. (2004); Go et al. (2004); An et al. (2000); Baroni et al. (1996); Hundal et al. (2002).

Experimental top

A mixture of cobalt chloride (1 mmol), pyridine-3,4-dicarboxylic acid (1 mmol) and 2,2-bipyridine (2 mmol) in a 1:1 solvent mixture of H2O and ethanol was kept at 473 K for 10 d in a 25 ml Teflon-lined stainless steel autoclave. Red crystals were obtained after cooling to room temperature (yield 22%). Analysis calculated for C17H15CoN3O6: C 49.04, H 3.61, N 10.12%; found: C 48.89, H 3.41, N 10.06%.

Refinement top

The H atoms of the water molecule were located from difference density maps and were refined with distance restraints of H···H = 1.38 (2)Å and O—H = 0.88 (2) Å, and with a fixed Uiso(H) value of 0.80 Å2. All other H atoms were placed in calculated positions, with C—H = 0.93Å and Uiso(H) = 1.2Ueq of the respective carrier atom.

Structure description top

Complexes containing carboxyl acids have been the interest of chemists these years due to their potential applications, such as catalysis, optics, information storage, medicine, molecular electrochemistry, biochemistry and biological pharmaceutics (Li et al., 1993; Gao et al., 2004; Go et al., 2004). Thus far, N-containing aromatic carboxyl acid has been widely used in dye intermediates, organic synthesis, sensitization materials, functional pigments, etc. (An et al., 2000). Pyridinecarboxylic acid is also a good ligand in coordination chemistry due to its strong coordination ability and versatile coordination modes for what it has received much attention it in recent decades (Baroni et al., 1996; Hundal et al., 2002)).

Herein, we report a new complex containing both ligands, namely poly[[aqua(2,2-bipyridine)(µ3-pyridine-3,4-dicarboxylato)cobalt(II)] monohydrate], (I).

The structure of (I) contains one cobalt cation chelated by one 2,2'-bipyridine ligand and further coordinated by two monodentate carboxylate groups and one N atom belonging to three-symmetry related pyridine-3,4-dicarboxylate ligands (acting in a µ3-N:O:O' mode) and one water molecule. There is also a crystallization weater molecule. The result is a CoO3N3 polyhedron which exhibits an octahedral geometry (Fig. 1).

The CoII atom is hexa-coordinated by three N and three O atoms exhibiting an octahedral geometry. Each two neighboring CoII cations are bridged by two independent pyridine-3,4-dicarboxylate ligands, which are further coordinated to the third and the fourth CoII cations though pyridine N atom to form corrugated layers parallel to the [110] plane (Fig. 2). There exist two medium–strong intramolecular hydrogen bonds involving the coordinated water molecule (Table 3, first and second entries) and two intermolecular hydrogen bonds (Table 3, third and fourth entries) wher the crystallization water takes part, linking layers into a three-dimensional packing network (Fig. 3).

For related literature, see: Li et al. (1993); Gao et al. (2004); Go et al. (2004); An et al. (2000); Baroni et al. (1996); Hundal et al. (2002).

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT-Plus (Bruker, 2001); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2001); software used to prepare material for publication: SHELXTL.

Figures top
[Figure 1] Fig. 1. The coordination of the Co atom in the title structure, drawn with 30% probability displacement ellipsoids. Atoms labeled with i at the symmetry positions (x - 1/2,-y + 1/2,-z).
[Figure 2] Fig. 2. A view of corrugated layers parallel to the [110] plane.
[Figure 3] Fig. 3. Packing diagram formed via intermolecular hydrogen bonds.
Poly[[aqua(2,2-bipyridine)(µ3-pyridine-3,4-dicarboxylato)cobalt(II)] monohydrate] top
Crystal data top
[Co(C7H3NO4)(C10H8N2)(H2O)]·H2OF(000) = 1704
Mr = 416.25Dx = 1.671 Mg m3
Orthorhombic, PbcaMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2abCell parameters from 3249 reflections
a = 15.7498 (5) Åθ = 2.4–26.2°
b = 12.3488 (10) ŵ = 1.08 mm1
c = 17.0168 (5) ÅT = 293 K
V = 3309.6 (3) Å3Block, red
Z = 80.43 × 0.36 × 0.23 mm
Data collection top
Bruker APEXII CCD area-detector
diffractometer
3249 independent reflections
Radiation source: fine-focus sealed tube2562 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.073
φ and ω scansθmax = 26.2°, θmin = 2.4°
Absorption correction: multi-scan
(SADABS; Bruker, 2001)
h = 1919
Tmin = 0.654, Tmax = 0.789k = 1515
26510 measured reflectionsl = 2020
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) = 0.163H atoms treated by a mixture of independent and constrained refinement
S = 1.00 w = 1/[σ2(Fo2) + (0.119P)2 + 0.8076P]
where P = (Fo2 + 2Fc2)/3
3249 reflections(Δ/σ)max = 0.006
256 parametersΔρmax = 0.60 e Å3
6 restraintsΔρmin = 1.07 e Å3
Crystal data top
[Co(C7H3NO4)(C10H8N2)(H2O)]·H2OV = 3309.6 (3) Å3
Mr = 416.25Z = 8
Orthorhombic, PbcaMo Kα radiation
a = 15.7498 (5) ŵ = 1.08 mm1
b = 12.3488 (10) ÅT = 293 K
c = 17.0168 (5) Å0.43 × 0.36 × 0.23 mm
Data collection top
Bruker APEXII CCD area-detector
diffractometer
3249 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2001)
2562 reflections with I > 2σ(I)
Tmin = 0.654, Tmax = 0.789Rint = 0.073
26510 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0496 restraints
wR(F2) = 0.163H atoms treated by a mixture of independent and constrained refinement
S = 1.00Δρmax = 0.60 e Å3
3249 reflectionsΔρmin = 1.07 e Å3
256 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
C10.1666 (2)0.5122 (2)0.05468 (19)0.0207 (7)
C20.20645 (19)0.6010 (2)0.00657 (18)0.0193 (6)
C30.1814 (2)0.6283 (3)0.07012 (18)0.0209 (7)
C40.2242 (2)0.7129 (3)0.1059 (2)0.0280 (8)
H40.20890.73500.15620.034*
C50.2905 (2)0.7654 (3)0.0662 (2)0.0292 (8)
H50.31770.82250.09140.035*
C60.2742 (2)0.6578 (3)0.04070 (19)0.0222 (7)
H60.29060.63820.09130.027*
C70.1153 (2)0.5687 (3)0.11957 (18)0.0228 (7)
C80.0243 (2)0.2994 (3)0.1028 (2)0.0300 (8)
H80.00760.36160.11160.036*
C90.0764 (3)0.2621 (3)0.1624 (2)0.0384 (9)
H90.07930.29860.21010.046*
C100.1235 (3)0.1708 (3)0.1501 (2)0.0393 (9)
H100.15830.14350.18960.047*
C110.1186 (2)0.1197 (3)0.0777 (2)0.0310 (8)
H110.15140.05850.06790.037*
C120.06399 (19)0.1603 (3)0.0191 (2)0.0220 (7)
C130.0539 (2)0.1084 (3)0.0589 (2)0.0228 (7)
C140.1060 (3)0.0249 (3)0.0844 (2)0.0395 (10)
H140.15020.00080.05270.047*
C150.0923 (3)0.0224 (3)0.1569 (2)0.0419 (10)
H150.12680.07890.17380.050*
C160.0271 (2)0.0148 (3)0.2043 (2)0.0330 (8)
H160.01600.01620.25310.040*
C170.0208 (2)0.0998 (3)0.1760 (2)0.0302 (8)
H170.06430.12620.20760.036*
Co10.06154 (3)0.31049 (4)0.06880 (3)0.0275 (2)
H1W0.171 (2)0.264 (3)0.190 (4)0.080*
H2W0.162 (3)0.367 (2)0.166 (3)0.080*
H3W0.262 (3)0.107 (3)0.204 (2)0.080*
H4W0.211 (3)0.098 (3)0.269 (2)0.080*
N10.00877 (17)0.1467 (2)0.10612 (17)0.0235 (6)
N20.01773 (16)0.2498 (2)0.03249 (17)0.0225 (6)
N30.31687 (17)0.7377 (2)0.00600 (17)0.0256 (6)
O10.13691 (16)0.31271 (19)0.18065 (16)0.0300 (6)
O20.19348 (18)0.4987 (2)0.12382 (14)0.0342 (6)
O30.11008 (14)0.45667 (17)0.02123 (14)0.0261 (5)
O40.14178 (17)0.4916 (2)0.15898 (15)0.0367 (6)
O50.04092 (15)0.6062 (2)0.12210 (15)0.0331 (6)
O60.23530 (18)0.13852 (19)0.23886 (15)0.0344 (6)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.0205 (15)0.0129 (15)0.0286 (18)0.0010 (12)0.0011 (13)0.0004 (12)
C20.0196 (15)0.0138 (14)0.0245 (16)0.0005 (11)0.0047 (12)0.0019 (12)
C30.0175 (15)0.0186 (16)0.0266 (17)0.0033 (12)0.0029 (12)0.0012 (12)
C40.0306 (18)0.0268 (17)0.0265 (18)0.0000 (14)0.0033 (15)0.0069 (14)
C50.0284 (18)0.0232 (18)0.036 (2)0.0078 (14)0.0013 (14)0.0074 (14)
C60.0258 (16)0.0204 (15)0.0204 (16)0.0005 (13)0.0005 (13)0.0010 (13)
C70.0262 (17)0.0248 (17)0.0174 (16)0.0004 (13)0.0025 (13)0.0039 (13)
C80.0288 (18)0.0287 (19)0.032 (2)0.0021 (14)0.0022 (16)0.0076 (14)
C90.040 (2)0.044 (2)0.032 (2)0.0019 (18)0.0035 (17)0.0126 (17)
C100.036 (2)0.044 (2)0.039 (2)0.0031 (17)0.0118 (18)0.0000 (18)
C110.0318 (19)0.0277 (18)0.033 (2)0.0084 (15)0.0068 (15)0.0010 (14)
C120.0192 (16)0.0209 (16)0.0259 (17)0.0003 (12)0.0003 (13)0.0024 (13)
C130.0230 (16)0.0170 (16)0.0283 (18)0.0017 (12)0.0013 (13)0.0034 (13)
C140.042 (2)0.040 (2)0.036 (2)0.0248 (18)0.0082 (18)0.0037 (17)
C150.051 (2)0.036 (2)0.038 (2)0.0213 (19)0.0000 (19)0.0064 (17)
C160.041 (2)0.0277 (19)0.030 (2)0.0039 (15)0.0008 (16)0.0067 (15)
C170.0304 (18)0.0310 (19)0.0291 (19)0.0062 (15)0.0038 (15)0.0003 (15)
Co10.0275 (3)0.0217 (3)0.0335 (3)0.00239 (18)0.00134 (19)0.00001 (18)
N10.0212 (14)0.0225 (14)0.0267 (15)0.0033 (11)0.0012 (11)0.0028 (11)
N20.0211 (13)0.0201 (14)0.0263 (15)0.0007 (11)0.0010 (11)0.0001 (11)
N30.0230 (14)0.0219 (14)0.0319 (16)0.0042 (11)0.0008 (12)0.0006 (12)
O10.0341 (14)0.0238 (13)0.0320 (14)0.0035 (10)0.0030 (11)0.0005 (10)
O20.0483 (15)0.0269 (13)0.0275 (14)0.0137 (11)0.0074 (11)0.0062 (10)
O30.0278 (12)0.0188 (11)0.0317 (13)0.0065 (10)0.0014 (10)0.0036 (9)
O40.0418 (15)0.0306 (14)0.0377 (15)0.0108 (11)0.0022 (12)0.0153 (11)
O50.0226 (12)0.0382 (15)0.0386 (15)0.0090 (11)0.0040 (11)0.0099 (12)
O60.0443 (16)0.0290 (13)0.0299 (14)0.0006 (12)0.0059 (12)0.0001 (11)
Geometric parameters (Å, º) top
C1—O31.259 (4)C12—N21.343 (4)
C1—O21.262 (4)C12—C131.483 (5)
C1—C21.506 (4)C13—N11.358 (4)
C2—C61.403 (4)C13—C141.387 (5)
C2—C31.404 (5)C14—C151.382 (6)
C3—C41.384 (5)C14—H140.9300
C3—C71.527 (4)C15—C161.384 (6)
C4—C51.402 (5)C15—H150.9300
C4—H40.9300C16—C171.380 (5)
C5—N31.342 (5)C16—H160.9300
C5—H50.9300C17—N11.336 (5)
C6—N31.332 (4)C17—H170.9300
C6—H60.9300Co1—O5i2.118 (2)
C7—O41.237 (4)Co1—O32.121 (2)
C7—O51.261 (4)Co1—O12.243 (3)
C8—N21.348 (5)Co1—N22.256 (3)
C8—C91.383 (6)Co1—N12.276 (3)
C8—H80.9300Co1—N3ii2.370 (3)
C9—C101.365 (6)N3—Co1iii2.370 (3)
C9—H90.9300O1—H1W0.82 (4)
C10—C111.386 (5)O1—H2W0.82 (3)
C10—H100.9300O5—Co1i2.118 (2)
C11—C121.410 (5)O6—H3W0.83 (4)
C11—H110.9300O6—H4W0.81 (4)
O3—C1—O2125.9 (3)C13—C14—H14119.9
O3—C1—C2116.5 (3)C14—C15—C16119.7 (3)
O2—C1—C2117.6 (3)C14—C15—H15120.1
C6—C2—C3118.6 (3)C16—C15—H15120.1
C6—C2—C1117.1 (3)C17—C16—C15117.0 (3)
C3—C2—C1124.2 (3)C17—C16—H16121.5
C4—C3—C2116.9 (3)C15—C16—H16121.5
C4—C3—C7116.9 (3)N1—C17—C16124.3 (3)
C2—C3—C7126.0 (3)N1—C17—H17117.9
C3—C4—C5120.0 (3)C16—C17—H17117.9
C3—C4—H4120.0O5i—Co1—O391.41 (10)
C5—C4—H4120.0O5i—Co1—O191.94 (10)
N3—C5—C4123.6 (3)O3—Co1—O197.05 (9)
N3—C5—H5118.2O5i—Co1—N293.83 (9)
C4—C5—H5118.2O3—Co1—N2100.98 (9)
N3—C6—C2124.8 (3)O1—Co1—N2160.91 (9)
N3—C6—H6117.6O5i—Co1—N191.94 (10)
C2—C6—H6117.6O3—Co1—N1173.73 (10)
O4—C7—O5125.3 (3)O1—Co1—N188.13 (9)
O4—C7—C3116.1 (3)N2—Co1—N173.52 (10)
O5—C7—C3118.4 (3)O5i—Co1—N3ii173.23 (10)
N2—C8—C9123.0 (3)O3—Co1—N3ii81.93 (9)
N2—C8—H8118.5O1—Co1—N3ii87.68 (10)
C9—C8—H8118.5N2—Co1—N3ii88.67 (10)
C10—C9—C8119.0 (4)N1—Co1—N3ii94.80 (10)
C10—C9—H9120.5C17—N1—C13118.6 (3)
C8—C9—H9120.5C17—N1—Co1125.6 (2)
C9—C10—C11118.8 (4)C13—N1—Co1114.2 (2)
C9—C10—H10120.6C12—N2—C8118.9 (3)
C11—C10—H10120.6C12—N2—Co1116.3 (2)
C10—C11—C12120.0 (3)C8—N2—Co1124.7 (2)
C10—C11—H11120.0C6—N3—C5116.0 (3)
C12—C11—H11120.0C6—N3—Co1iii119.3 (2)
N2—C12—C11120.3 (3)C5—N3—Co1iii124.5 (2)
N2—C12—C13116.7 (3)Co1—O1—H1W120 (4)
C11—C12—C13123.0 (3)Co1—O1—H2W90 (4)
N1—C13—C14120.3 (3)H1W—O1—H2W110 (3)
N1—C13—C12117.2 (3)C1—O3—Co1123.1 (2)
C14—C13—C12122.6 (3)C7—O5—Co1i150.7 (2)
C15—C14—C13120.1 (3)H3W—O6—H4W113 (3)
C15—C14—H14119.9
Symmetry codes: (i) x, y+1, z; (ii) x+1/2, y1/2, z; (iii) x+1/2, y+1/2, z.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1—H1W···O60.82 (4)2.03 (4)2.830 (4)165 (5)
O1—H2W···O20.82 (3)1.84 (2)2.646 (3)166 (5)
O6—H3W···O2ii0.83 (4)2.04 (4)2.841 (3)166 (5)
O6—H4W···O4iv0.81 (4)1.98 (4)2.788 (3)174 (5)
Symmetry codes: (ii) x+1/2, y1/2, z; (iv) x, y+1/2, z+1/2.

Experimental details

Crystal data
Chemical formula[Co(C7H3NO4)(C10H8N2)(H2O)]·H2O
Mr416.25
Crystal system, space groupOrthorhombic, Pbca
Temperature (K)293
a, b, c (Å)15.7498 (5), 12.3488 (10), 17.0168 (5)
V3)3309.6 (3)
Z8
Radiation typeMo Kα
µ (mm1)1.08
Crystal size (mm)0.43 × 0.36 × 0.23
Data collection
DiffractometerBruker APEXII CCD area-detector
Absorption correctionMulti-scan
(SADABS; Bruker, 2001)
Tmin, Tmax0.654, 0.789
No. of measured, independent and
observed [I > 2σ(I)] reflections
26510, 3249, 2562
Rint0.073
(sin θ/λ)max1)0.622
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.049, 0.163, 1.00
No. of reflections3249
No. of parameters256
No. of restraints6
H-atom treatmentH atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å3)0.60, 1.07

Computer programs: APEX2 (Bruker, 2004), SAINT-Plus (Bruker, 2001), SAINT-Plus, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 2001), SHELXTL.

Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1—H1W···O60.82 (4)2.03 (4)2.830 (4)165 (5)
O1—H2W···O20.82 (3)1.839 (15)2.646 (3)166 (5)
O6—H3W···O2i0.83 (4)2.04 (4)2.841 (3)166 (5)
O6—H4W···O4ii0.81 (4)1.98 (4)2.788 (3)174 (5)
Symmetry codes: (i) x+1/2, y1/2, z; (ii) x, y+1/2, z+1/2.
 

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