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Acta Crystallogr Sect E Struct Rep Online. 2010 September 1; 66(Pt 9): m1068.
Published online 2010 August 11. doi:  10.1107/S1600536810030904
PMCID: PMC3007937

trans-Diaqua­bis­[2-(2-pyrid­yl)acetato-κ2 N,O]nickel(II)

Abstract

In the centrosymmetric title complex, [Ni(C7H6NO2)2(H2O)2], the NiII atom, located on an inversion center, is six-coordinated in a distorted octa­hedral geometry defined by two N and four O atoms from the two chelating 2-(2-pyrid­yl)acetate ligands and two aqua ligands. The mol­ecules form a three-dimensional framework by O—H(...)O hydrogen bonds and aromatic π–π stacking inter­actions, with a centroid–centroid distance of 3.506 (3) Å.

Related literature

For similar structures, see: Faure & Loiseleur (1972 [triangle], 1975 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-66-m1068-scheme1.jpg

Experimental

Crystal data

  • [Ni(C7H6NO2)2(H2O)2]
  • M r = 367.00
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-66-m1068-efi1.jpg
  • a = 8.3346 (12) Å
  • b = 7.100 (1) Å
  • c = 12.1023 (18) Å
  • β = 102.977 (2)°
  • V = 697.87 (17) Å3
  • Z = 2
  • Mo Kα radiation
  • μ = 1.43 mm−1
  • T = 293 K
  • 0.22 × 0.15 × 0.11 mm

Data collection

  • Bruker APEXII 1K CCD area-detector diffractometer
  • Absorption correction: multi-scan (SADABS; Bruker, 2004 [triangle]) T min = 0.774, T max = 0.855
  • 4515 measured reflections
  • 1627 independent reflections
  • 1471 reflections with I > 2σ(I)
  • R int = 0.017

Refinement

  • R[F 2 > 2σ(F 2)] = 0.023
  • wR(F 2) = 0.067
  • S = 1.00
  • 1627 reflections
  • 114 parameters
  • H atoms treated by a mixture of independent and constrained refinement
  • Δρmax = 0.34 e Å−3
  • Δρmin = −0.20 e Å−3

Data collection: APEX2 (Bruker, 2004 [triangle]); cell refinement: SAINT (Bruker, 2004 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: SHELXTL (Sheldrick, 2008 [triangle]); software used to prepare material for publication: SHELXTL.

Table 1
Selected geometric parameters (Å, °)
Table 2
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810030904/gk2294sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810030904/gk2294Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Acknowledgments

This work was supported financially by the Key Project of the Chinese Ministry of Education (project No. 205147).

supplementary crystallographic information

Comment

(2-Pyridinyl)acetic acid is a common ligand. Here we report the synthesis of [Ni(C5H4NCH2CO2)2(H2O)2], in which the Ni(II) ion coordination environment is the same as in [Zn(C5H4NCH2CO2)2(H2O)2] reported earlier (Faure & Loiseleur,1972). The Zn and Ni complexes show a high degree of isostructurality.

As shown in Fig. 1, the Ni(II) coordination geometry can be considered as a distorted octahedral with N2O4 donor set. Due to a special position of Ni(II), the complex molecule is centrosymmetric. The atoms N1, O2, N1i, O2i (symmetry code i: -x + 2, -y + 2, -z) from the (2-pyridinyl)acetate ligand are located in the equatorial plane, while O1W and O1Wi are in the axial positions. In the title complex the (2-pyridinyl)acetate anion acts as a chelating bidentate ligand.

Two kinds of intermolecular O—H···O hydrogen bonds (Table 1) were found which link the neighboring molecules into two dimensional layers parallel to the ab plane. The two-dimensional layers are assembled via weak aromatic π-π stacking interactions into three-dimensional network with a centroid-to-centroid distance of 3.506 (3) Å.

Experimental

All the chemicals and solvents used for the syntheses were of reagent grade and used without further purification. Ni(CH3COO)2.4H2O (24.88 mg, 0.1 mmol) was dissolved in 5 ml of H2O, while (2-pyridinyl)acetic acid (27.4 mg, 0.2 mmol) was dissolved in 5 ml of methanol at room temperature. The mixture was stirred for one hour. Pale-green single crystals of the title compound suitable for X-ray analysis were obtained by slow evaporation at room temperature for two weeks.

Refinement

The H atoms bonded to O1W atoms were located in a difference Fourier map and fully refined (positional and isotropic displacement parameters ). Other H atoms were calculated geometrically with C-H distances of 0.93-0.97 Å and were allowed to ride on the C atoms to which they were bonded with Uiso(H) = 1.2Ueq(C).

Figures

Fig. 1.
The molecular structure of the title complex with the atom-numbering scheme. Displacement ellipsoids are drawn at the 30% probability level. H-atoms have been omitted. Symmetry code for the atoms with the A label: 2-x, 2-y, -z.
Fig. 2.
Crystal packing diagram with hydrogen bonds shown by dashed lines.

Crystal data

[Ni(C7H6NO2)2(H2O)2]F(000) = 380
Mr = 367.00Dx = 1.746 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 804 reflections
a = 8.3346 (12) Åθ = 3.1–27.8°
b = 7.100 (1) ŵ = 1.43 mm1
c = 12.1023 (18) ÅT = 293 K
β = 102.977 (2)°Block, pale-green
V = 697.87 (17) Å30.22 × 0.15 × 0.11 mm
Z = 2

Data collection

Bruker APEXII 1K CCD area-detector diffractometer1627 independent reflections
Radiation source: fine-focus sealed tube1471 reflections with I > 2σ(I)
graphiteRint = 0.017
[var phi] and ω scansθmax = 28.2°, θmin = 2.7°
Absorption correction: multi-scan (SADABS; Bruker, 2004)h = −10→11
Tmin = 0.774, Tmax = 0.855k = −8→9
4515 measured reflectionsl = −16→15

Refinement

Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.023Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.067H atoms treated by a mixture of independent and constrained refinement
S = 1.00w = 1/[σ2(Fo2) + (0.0413P)2 + 0.1727P] where P = (Fo2 + 2Fc2)/3
1627 reflections(Δ/σ)max < 0.001
114 parametersΔρmax = 0.34 e Å3
0 restraintsΔρmin = −0.20 e Å3

Special details

Experimental. 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 > 2sigma(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.
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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)

xyzUiso*/Ueq
Ni11.00001.00000.00000.01966 (10)
O10.73292 (15)0.53276 (15)−0.14497 (10)0.0320 (3)
O1W0.87262 (14)1.17222 (17)−0.13481 (9)0.0315 (2)
H1WA0.820 (2)1.274 (3)−0.1354 (18)0.046 (6)*
H1WB0.838 (3)1.115 (4)−0.199 (2)0.072 (7)*
O20.89799 (12)0.77910 (14)−0.09898 (9)0.0275 (2)
N10.79922 (16)0.99744 (14)0.07548 (10)0.0221 (3)
C10.70767 (17)0.8430 (2)0.08078 (11)0.0238 (3)
C20.56827 (18)0.8517 (2)0.12662 (12)0.0302 (3)
H2A0.50610.74380.12970.036*
C30.5230 (2)1.0201 (2)0.16721 (14)0.0331 (4)
H3A0.43071.02700.19830.040*
C40.61676 (17)1.1788 (2)0.16100 (13)0.0313 (3)
H4A0.58851.29460.18710.038*
C50.75331 (17)1.1610 (2)0.11506 (12)0.0272 (3)
H5A0.81681.26760.11130.033*
C60.76151 (18)0.6580 (2)0.04071 (12)0.0277 (3)
H6A0.67570.56600.04120.033*
H6B0.85920.61650.09500.033*
C70.79960 (16)0.65785 (18)−0.07716 (11)0.0229 (3)

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Ni10.02185 (15)0.01823 (15)0.01945 (15)−0.00105 (8)0.00579 (10)−0.00173 (8)
O10.0420 (7)0.0236 (5)0.0281 (6)−0.0050 (4)0.0029 (5)−0.0058 (4)
O1W0.0397 (6)0.0257 (6)0.0263 (6)0.0069 (5)0.0012 (5)0.0001 (4)
O20.0320 (5)0.0251 (5)0.0268 (5)−0.0052 (4)0.0099 (4)−0.0056 (4)
N10.0236 (6)0.0223 (6)0.0203 (6)0.0003 (4)0.0049 (5)−0.0012 (4)
C10.0261 (7)0.0270 (8)0.0173 (6)−0.0018 (5)0.0030 (5)0.0007 (5)
C20.0271 (7)0.0385 (9)0.0247 (7)−0.0067 (6)0.0055 (6)0.0014 (6)
C30.0244 (7)0.0487 (10)0.0276 (8)0.0015 (6)0.0087 (6)−0.0019 (6)
C40.0297 (7)0.0367 (8)0.0274 (7)0.0063 (6)0.0064 (6)−0.0068 (6)
C50.0284 (7)0.0251 (7)0.0279 (7)0.0006 (6)0.0060 (6)−0.0037 (6)
C60.0360 (8)0.0212 (7)0.0265 (7)−0.0050 (6)0.0082 (6)0.0008 (5)
C70.0255 (6)0.0179 (7)0.0240 (6)0.0035 (5)0.0028 (5)−0.0009 (5)

Geometric parameters (Å, °)

Ni1—O22.0397 (10)C2—C31.378 (2)
Ni1—N12.0789 (13)C2—H2A0.9300
Ni1—O1W2.1228 (11)C3—C41.383 (2)
O1—C71.2515 (17)C3—H3A0.9300
O1W—H1WA0.84 (2)C4—C51.380 (2)
O1W—H1WB0.87 (3)C4—H4A0.9300
O2—C71.2572 (17)C5—H5A0.9300
N1—C51.3444 (17)C6—C71.5294 (19)
N1—C11.3454 (17)C6—H6A0.9700
C1—C21.397 (2)C6—H6B0.9700
C1—C61.503 (2)
O2i—Ni1—N1i88.90 (4)C1—C2—H2A120.0
O2i—Ni1—N191.10 (4)C2—C3—C4118.97 (15)
N1i—Ni1—N1180C2—C3—H3A120.5
O2i—Ni1—O1W94.53 (4)C4—C3—H3A120.5
N1—Ni1—O1W91.70 (5)C5—C4—C3118.35 (14)
O2i—Ni1—O1Wi85.47 (5)C5—C4—H4A120.8
N1—Ni1—O1Wi88.30 (5)C3—C4—H4A120.8
O1W—Ni1—O1Wi180N1—C5—C4123.29 (14)
Ni1—O1W—H1WA132.0 (14)N1—C5—H5A118.4
Ni1—O1W—H1WB115.2 (17)C4—C5—H5A118.4
H1WA—O1W—H1WB109 (2)C1—C6—C7116.18 (11)
C5—N1—C1118.50 (13)C1—C6—H6A108.2
C5—N1—Ni1118.07 (9)C7—C6—H6A108.2
C1—N1—Ni1123.31 (9)C1—C6—H6B108.2
N1—C1—C2120.96 (13)C7—C6—H6B108.2
N1—C1—C6118.88 (12)H6A—C6—H6B107.4
C2—C1—C6120.11 (13)O1—C7—O2124.25 (13)
C3—C2—C1119.92 (14)O1—C7—C6117.23 (12)
C3—C2—H2A120.0O2—C7—C6118.50 (12)

Symmetry codes: (i) −x+2, −y+2, −z.

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
O1W—H1WA···O1ii0.84 (2)1.97 (2)2.8035 (17)169.7 (19)
O1W—H1WB···O1iii0.87 (3)1.93 (3)2.7936 (17)169 (2)

Symmetry codes: (ii) x, y+1, z; (iii) −x+3/2, y+1/2, −z−1/2.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: GK2294).

References

  • Bruker (2004). APEX2, SAINT and SADABS Bruker AXS Inc, Madison, Wisconsin, USA.
  • Faure, R. & Loiseleur, H. (1972). Acta Cryst. B28, 811–815.
  • Faure, R. & Loiseleur, H. (1975). Acta Cryst. B31, 1472–1475.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]

Articles from Acta Crystallographica Section E: Structure Reports Online are provided here courtesy of International Union of Crystallography