metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890

trans-Di­aqua­bis­­[2-(2-pyrid­yl)acetato-κ2N,O]nickel(II)

aCollege of Basic Science and Information Engineering, Yunnan Agricultural University, Kunming 650201, People's Republic of China
*Correspondence e-mail: zhouhong928@gmail.com

(Received 13 July 2010; accepted 3 August 2010; online 11 August 2010)

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 ππ stacking inter­actions, with a centroid–centroid distance of 3.506 (3) Å.

Related literature

For similar structures, see: Faure & Loiseleur (1972[Faure, R. & Loiseleur, H. (1972). Acta Cryst. B28, 811-815.], 1975[Faure, R. & Loiseleur, H. (1975). Acta Cryst. B31, 1472-1475.]).

[Scheme 1]

Experimental

Crystal data
  • [Ni(C7H6NO2)2(H2O)2]

  • Mr = 367.00

  • Monoclinic, P 21 /n

  • 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[Bruker (2004). APEX2, SAINT and SADABS. Bruker AXS Inc, Madison, Wisconsin, USA.]) Tmin = 0.774, Tmax = 0.855

  • 4515 measured reflections

  • 1627 independent reflections

  • 1471 reflections with I > 2σ(I)

  • Rint = 0.017

Refinement
  • R[F2 > 2σ(F2)] = 0.023

  • wR(F2) = 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

Table 1
Selected geometric parameters (Å, °)

Ni1—O2 2.0397 (10)
Ni1—N1 2.0789 (13)
Ni1—O1W 2.1228 (11)
O2i—Ni1—N1i 88.90 (4)
O2i—Ni1—N1 91.10 (4)
N1i—Ni1—N1 180
O2i—Ni1—O1W 94.53 (4)
N1—Ni1—O1W 91.70 (5)
O2i—Ni1—O1Wi 85.47 (5)
N1—Ni1—O1Wi 88.30 (5)
O1W—Ni1—O1Wi 180
Symmetry code: (i) -x+2, -y+2, -z.

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A D—H H⋯A DA D—H⋯A
O1W—H1WA⋯O1ii 0.84 (2) 1.97 (2) 2.8035 (17) 169.7 (19)
O1W—H1WB⋯O1iii 0.87 (3) 1.93 (3) 2.7936 (17) 169 (2)
Symmetry codes: (ii) x, y+1, z; (iii) [-x+{\script{3\over 2}}, y+{\script{1\over 2}}, -z-{\script{1\over 2}}].

Data collection: APEX2 (Bruker, 2004[Bruker (2004). APEX2, SAINT and SADABS. Bruker AXS Inc, Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2004[Bruker (2004). APEX2, SAINT and SADABS. Bruker AXS Inc, Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXTL.

Supporting information


Comment top

(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.

Related literature top

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

Experimental top

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 top

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).

Structure description top

(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.

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

Computing details top

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

Figures top
[Figure 1] 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.
[Figure 2] Fig. 2. Crystal packing diagram with hydrogen bonds shown by dashed lines.
trans-Diaquabis[2-(2-pyridyl)acetato-κ2N,O]nickel(II) top
Crystal data top
[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 top
Bruker APEXII 1K CCD area-detector
diffractometer
1627 independent reflections
Radiation source: fine-focus sealed tube1471 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.017
φ and ω scansθmax = 28.2°, θmin = 2.7°
Absorption correction: multi-scan
(SADABS; Bruker, 2004)
h = 1011
Tmin = 0.774, Tmax = 0.855k = 89
4515 measured reflectionsl = 1615
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)] = 0.023Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.067H atoms treated by a mixture of independent and constrained refinement
S = 1.00 w = 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
Crystal data top
[Ni(C7H6NO2)2(H2O)2]V = 697.87 (17) Å3
Mr = 367.00Z = 2
Monoclinic, P21/nMo Kα radiation
a = 8.3346 (12) ŵ = 1.43 mm1
b = 7.100 (1) ÅT = 293 K
c = 12.1023 (18) Å0.22 × 0.15 × 0.11 mm
β = 102.977 (2)°
Data collection top
Bruker APEXII 1K CCD area-detector
diffractometer
1627 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2004)
1471 reflections with I > 2σ(I)
Tmin = 0.774, Tmax = 0.855Rint = 0.017
4515 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0230 restraints
wR(F2) = 0.067H atoms treated by a mixture of independent and constrained refinement
S = 1.00Δρmax = 0.34 e Å3
1627 reflectionsΔρmin = 0.20 e Å3
114 parameters
Special details top

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) top
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) top
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, º) top
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 code: (i) x+2, y+2, z.
Hydrogen-bond geometry (Å, º) top
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, z1/2.

Experimental details

Crystal data
Chemical formula[Ni(C7H6NO2)2(H2O)2]
Mr367.00
Crystal system, space groupMonoclinic, P21/n
Temperature (K)293
a, b, c (Å)8.3346 (12), 7.100 (1), 12.1023 (18)
β (°) 102.977 (2)
V3)697.87 (17)
Z2
Radiation typeMo Kα
µ (mm1)1.43
Crystal size (mm)0.22 × 0.15 × 0.11
Data collection
DiffractometerBruker APEXII 1K CCD area-detector
Absorption correctionMulti-scan
(SADABS; Bruker, 2004)
Tmin, Tmax0.774, 0.855
No. of measured, independent and
observed [I > 2σ(I)] reflections
4515, 1627, 1471
Rint0.017
(sin θ/λ)max1)0.665
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.023, 0.067, 1.00
No. of reflections1627
No. of parameters114
H-atom treatmentH atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å3)0.34, 0.20

Computer programs: APEX2 (Bruker, 2004), SAINT (Bruker, 2004), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Selected geometric parameters (Å, º) top
Ni1—O22.0397 (10)Ni1—O1W2.1228 (11)
Ni1—N12.0789 (13)
O2i—Ni1—N1i88.90 (4)N1—Ni1—O1W91.70 (5)
O2i—Ni1—N191.10 (4)O2i—Ni1—O1Wi85.47 (5)
N1i—Ni1—N1180N1—Ni1—O1Wi88.30 (5)
O2i—Ni1—O1W94.53 (4)O1W—Ni1—O1Wi180
Symmetry code: (i) x+2, y+2, z.
Hydrogen-bond geometry (Å, º) top
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, z1/2.
 

Acknowledgements

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

References

First citationBruker (2004). APEX2, SAINT and SADABS. Bruker AXS Inc, Madison, Wisconsin, USA.  Google Scholar
First citationFaure, R. & Loiseleur, H. (1972). Acta Cryst. B28, 811–815.  CSD CrossRef CAS IUCr Journals Web of Science Google Scholar
First citationFaure, R. & Loiseleur, H. (1975). Acta Cryst. B31, 1472–1475.  CSD CrossRef CAS IUCr Journals Web of Science Google Scholar
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar

This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds