Acta Cryst. (2007). E63, m1805 [ doi:10.1107/S1600536807026268 ]
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2N1,O)nickel(II)In the title compound, [Ni(C5H3N2O2)2], the NiII cation is four-coordinated by two N and two O atoms belonging to two pyrazine-2-carboxylate ligands. The NiII cation lies on a centre of symmetry.
All chemicals were used as purchased from Shanghai Chemical Co. Ltd. A mixture of Nickel(II) acetate (0.5 mmol), potassium hydroxide (0.5 mmol), 2-pyrazine caboxylic acid(0.5 mmol) and EtOH (8 ml) in a 25 ml Teflon-lined stainless steel autoclave was kept at 413 K for 2 d, and then cooled to room temperature. Green, block-shaped crystals of (I) were obtained in a yield of 12%. Anal. Calc. for C10H6N4NiO4: C 39.34, H 1.97, N 18.36, Ni 19.25%; Found: C 39.39, H 2.01, N 18.33, Ni 19.18%.
All H atoms on C atoms were generated geometrically and refined as riding atoms with C—H = 0.93 Å and Uiso(H) = 1.2 times Ueq(C).
Data collection: XSCANS (Bruker, 2001); cell refinement: XSCANS; data reduction: SHELXTL (Bruker, 1999); program(s) used to solve structure: SHELXL97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
![[Figure 1]](./br2043fig1thm.gif)
| Fig. 1. A view of the structure for the title compound,showing 30% probability displacement ellipsoids. Atoms labeled with I at the symmetry positions (−x + 1,-y + 1,-z + 2). |
| [Ni(C5H3N2O2)2] | F000 = 308 |
| Mr = 304.90 | Dx = 1.925 Mg m−3 |
| Monoclinic, P21/c | Mo Kα radiation λ = 0.71073 Å |
| Hall symbol: -P 2ybc | Cell parameters from 4678 reflections |
| a = 5.0501 (9) Å | θ = 2.0–26.0º |
| b = 15.370 (3) Å | µ = 1.86 mm−1 |
| c = 7.0704 (13) Å | T = 293 (2) K |
| β = 106.60 (2)º | Block, green |
| V = 525.9 (3) Å3 | 0.10 × 0.10 × 0.10 mm |
| Z = 2 |
| Bruker P4 diffractometer | 776 reflections with I > 2σ(I) |
| Radiation source: fine-focus sealed tube | Rint = 0.039 |
| Monochromator: graphite | θmax = 26.0º |
| T = 293(2) K | θmin = 2.7º |
| ω scans | h = −6→6 |
| Absorption correction: none | k = −18→19 |
| 4336 measured reflections | l = −8→8 |
| 1014 independent reflections |
| Refinement on F2 | Hydrogen site location: inferred from neighbouring sites |
| Least-squares matrix: full | H-atom parameters constrained |
| R[F2 > 2σ(F2)] = 0.028 | w = 1/[σ2(Fo2) + (0.0234P)2] where P = (Fo2 + 2Fc2)/3 |
| wR(F2) = 0.056 | (Δ/σ)max = 0.011 |
| S = 1.00 | Δρmax = 0.43 e Å−3 |
| 1014 reflections | Δρmin = −0.24 e Å−3 |
| 88 parameters | Extinction correction: SHELXL97 (Sheldrick, 1997), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
| Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.036 (3) |
| Secondary atom site location: difference Fourier map |
| [Ni(C5H3N2O2)2] | V = 525.9 (3) Å3 |
| Mr = 304.90 | Z = 2 |
| Monoclinic, P21/c | Mo Kα |
| a = 5.0501 (9) Å | µ = 1.86 mm−1 |
| b = 15.370 (3) Å | T = 293 (2) K |
| c = 7.0704 (13) Å | 0.10 × 0.10 × 0.10 mm |
| β = 106.60 (2)º |
| Bruker P4 diffractometer | 1014 independent reflections |
| Absorption correction: none | 776 reflections with I > 2σ(I) |
| 4336 measured reflections | Rint = 0.039 |
| R[F2 > 2σ(F2)] = 0.028 | 88 parameters |
| wR(F2) = 0.056 | H-atom parameters constrained |
| S = 1.00 | Δρmax = 0.43 e Å−3 |
| 1014 reflections | Δρmin = −0.24 e Å−3 |
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. |
| x | y | z | Uiso*/Ueq | ||
| Ni1 | 0.5000 | 0.5000 | 1.0000 | 0.03121 (15) | |
| O2 | 0.1700 (3) | 0.43181 (10) | 0.8941 (2) | 0.0391 (4) | |
| N1 | 0.2849 (4) | 0.59243 (12) | 0.8293 (3) | 0.0319 (5) | |
| C5 | −0.0329 (5) | 0.47318 (15) | 0.7773 (4) | 0.0352 (6) | |
| O3 | −0.2701 (3) | 0.44533 (12) | 0.7132 (3) | 0.0500 (5) | |
| C4 | 0.0334 (5) | 0.56447 (14) | 0.7293 (3) | 0.0312 (5) | |
| N2 | −0.0889 (4) | 0.70172 (14) | 0.5766 (3) | 0.0466 (6) | |
| C3 | −0.1486 (5) | 0.61873 (16) | 0.6001 (3) | 0.0393 (6) | |
| H3 | −0.3187 | 0.5968 | 0.5270 | 0.047* | |
| C2 | 0.1568 (5) | 0.72928 (16) | 0.6837 (4) | 0.0435 (6) | |
| H2 | 0.2012 | 0.7876 | 0.6755 | 0.052* | |
| C1 | 0.3507 (5) | 0.67537 (15) | 0.8072 (4) | 0.0374 (6) | |
| H1 | 0.5247 | 0.6966 | 0.8741 | 0.045* |
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Ni1 | 0.0198 (2) | 0.0274 (2) | 0.0392 (3) | −0.00080 (18) | −0.00327 (17) | 0.0042 (2) |
| O2 | 0.0307 (9) | 0.0315 (9) | 0.0469 (11) | −0.0020 (7) | −0.0024 (8) | 0.0036 (8) |
| N1 | 0.0272 (11) | 0.0318 (11) | 0.0342 (11) | −0.0005 (8) | 0.0045 (8) | −0.0011 (9) |
| C5 | 0.0309 (14) | 0.0379 (14) | 0.0338 (14) | −0.0008 (11) | 0.0042 (11) | −0.0033 (11) |
| O3 | 0.0283 (10) | 0.0493 (11) | 0.0597 (12) | −0.0116 (8) | −0.0077 (8) | 0.0042 (9) |
| C4 | 0.0267 (12) | 0.0324 (13) | 0.0319 (13) | 0.0024 (10) | 0.0041 (10) | −0.0028 (11) |
| N2 | 0.0473 (14) | 0.0392 (13) | 0.0464 (13) | 0.0084 (10) | 0.0026 (11) | 0.0058 (10) |
| C3 | 0.0341 (15) | 0.0429 (15) | 0.0375 (15) | 0.0028 (11) | 0.0046 (12) | 0.0007 (12) |
| C2 | 0.0494 (17) | 0.0321 (14) | 0.0487 (16) | −0.0001 (12) | 0.0137 (14) | 0.0023 (13) |
| C1 | 0.0338 (14) | 0.0355 (15) | 0.0413 (15) | −0.0033 (10) | 0.0081 (12) | −0.0024 (12) |
| Ni1—O2i | 1.9297 (15) | C5—O3 | 1.230 (3) |
| Ni1—O2 | 1.9297 (15) | C5—C4 | 1.504 (3) |
| Ni1—N1i | 1.9763 (18) | C4—C3 | 1.377 (3) |
| Ni1—N1 | 1.9763 (18) | N2—C2 | 1.325 (3) |
| O2—C5 | 1.286 (3) | N2—C3 | 1.332 (3) |
| N1—C4 | 1.336 (3) | C2—C1 | 1.386 (3) |
| N1—C1 | 1.338 (3) | ||
| O2i—Ni1—N1i | 83.71 (7) | O3—C5—C4 | 119.9 (2) |
| O2—Ni1—N1i | 96.29 (7) | O2—C5—C4 | 114.74 (19) |
| O2i—Ni1—N1 | 96.29 (7) | N1—C4—C3 | 120.7 (2) |
| O2—Ni1—N1 | 83.71 (7) | N1—C4—C5 | 114.85 (19) |
| C5—O2—Ni1 | 114.96 (14) | C3—C4—C5 | 124.4 (2) |
| C4—N1—C1 | 118.4 (2) | C2—N2—C3 | 116.3 (2) |
| C4—N1—Ni1 | 111.44 (15) | N2—C3—C4 | 122.1 (2) |
| C1—N1—Ni1 | 130.15 (16) | N2—C2—C1 | 123.2 (2) |
| O3—C5—O2 | 125.3 (2) | N1—C1—C2 | 119.3 (2) |
| Symmetry codes: (i) −x+1, −y+1, −z+2. |
The authors thank the Natural Science Foundation of China (grant No. 20501017) and Tonghua Teachers' College.
Bruker (1999). SAINT (Version 6.02a) and SHELXTL (Version 5.10). Bruker AXS Inc., Madison, Wisconsin, USA. [SAINT not cited - may it be omitted?]
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Hybrid organic–inorganic materials occupy a prominent position by virtue of their applications to catalysis, optical materials, membranes, and sorption (Ngo et al., 2004; Evans et al., 2001; Vioux et al., 2004; Sanchez et al., 2003; Evans & Lin, 2001; Jannasch, 2003; Javaid et al., 2001; Honma et al., 2001; Sudik et al., 2005; Rowsell et al., 2004; Kitaura et al., 2002). The design of organic-inorganic hybrid materials is conceived of the metal, metal cluster, or metal oxide substructure as a node from which rigid or flexible multitopic organic ligands radiate to act as tethers to adjacent nodes in the bottom-up construction of complex extended architectures. While a variety of organic molecules have been investigated as potential tethers, materials incorporating multitopic carboxylates and pyridine ligands have witnessed the most significant development. However, ligands offering alternative tether lengths, different charge-balance requirements, and orientations of donor groups may afford advantages in the design of materials. One such ligand is 2-pyrazine caboxylate, a member of the polyazaheteroaromatic family of compounds, which exhibit an extensively documented ability to bridge metal ions to afford polynuclear compounds. 2-pyrazine caboxylate is an attractive ligand for the design of novel hybrid materials because of the unusual structural diversity associated with the di- and trinucleating properties of the neutral and anionic ligand forms, respectively. Herein, one new complex,[di(2-pyrazine caboxylato) nickel(II)], obtained from 2-pyrazine caboxylate and nickel acetate under hydrothermal reaction is reported.
The coordination of the nickel atom is shown in Fig. 1 which can be described as a co-planar. The nickel cation is four-coordinated by two nitrogen atoms and two oxygen atoms belonging to two 2-pyrazine caboxylate ligands. The Ni—N and Ni—O bond lengths are 1.9763 (18) and 1.9297 (15) Å, respectively. The angle of O(N)—Ni—O(N) are in the range of 83.71 (7)–96.29 (7) Å.