Acta Cryst. (2007). E63, m2267 [ doi:10.1107/S1600536807037312 ]
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2O,O')cobalt(II)The Co atom of the title compound, [Co(C5H3N2O4)2(H2O)2], lies on a center of inversion and is chelated by the 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate anion through its 5-carboxylate and 4-oxo donor atoms. The other two sites of the octahedron around the metal atom are occupied by water molecules. The water molecules and amino groups serve as donors to other acceptor sites, giving rise to a three-dimensional hydrogen-bonded network.
Cobalt(II) acetate hexahydrate (0.062 g, 0.25 mmol) and 2,4-dihydroxypyrimidine-5-carboxylic acid (0.087 g, 0.5 mmol) were placed in a 23-ml, Telefon-lined, stainless-steel Parr bomb together with water (6 ml) and THF (4 ml). The bomb was heated to 383 K for 144 h; it was then cooled over 48 h. Pink crystals were isolated in 70% yield.
All hydrogen atoms were located in a difference Fourier map, and were refined with distance restraints of C—H 0.95 (1) Å, N—H = O—H = 0.85 (1) Å. Their temperature factors were freely refined.
Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2007).
![[Figure 1]](./bt2460fig1thm.gif)
| Fig. 1. Thermal ellipsoid plot of Co(C5H3N2O4)2(H2O)2. The molecule lies about a center-of-inversion, and the unlabeled atoms are related to the labeled ones by 1 − x, 1 − y, 1 − z. |
| [Co(C5H3N2O4)2(H2O)2] | F000 = 410 |
| Mr = 405.15 | Dx = 1.923 Mg m−3 |
| Monoclinic, P21/n | Mo Kα radiation λ = 0.71073 Å |
| Hall symbol: -P 2yn | Cell parameters from 1901 reflections |
| a = 5.0608 (6) Å | θ = 2.6–27.5º |
| b = 15.087 (2) Å | µ = 1.30 mm−1 |
| c = 9.290 (1) Å | T = 295 (2) K |
| β = 99.389 (1)º | Block, pink |
| V = 699.8 (2) Å3 | 0.20 × 0.20 × 0.10 mm |
| Z = 2 |
| Bruker APEXII area-detector diffractometer | 1605 independent reflections |
| Radiation source: fine-focus sealed tube | 1308 reflections with I > 2σ(I) |
| Monochromator: graphite | Rint = 0.020 |
| T = 295(2) K | θmax = 27.5º |
| φ and ω scans | θmin = 2.6º |
| Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −6→6 |
| Tmin = 0.743, Tmax = 0.881 | k = −19→17 |
| 4291 measured reflections | l = −9→12 |
| Refinement on F2 | Secondary atom site location: difference Fourier map |
| Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
| R[F2 > 2σ(F2)] = 0.030 | All H-atom parameters refined |
| wR(F2) = 0.086 | w = 1/[σ2(Fo2) + (0.0481P)2 + 0.1507P] where P = (Fo2 + 2Fc2)/3 |
| S = 1.05 | (Δ/σ)max = 0.001 |
| 1605 reflections | Δρmax = 0.31 e Å−3 |
| 135 parameters | Δρmin = −0.29 e Å−3 |
| 5 restraints | Extinction correction: none |
| Primary atom site location: structure-invariant direct methods |
| [Co(C5H3N2O4)2(H2O)2] | V = 699.8 (2) Å3 |
| Mr = 405.15 | Z = 2 |
| Monoclinic, P21/n | Mo Kα |
| a = 5.0608 (6) Å | µ = 1.30 mm−1 |
| b = 15.087 (2) Å | T = 295 (2) K |
| c = 9.290 (1) Å | 0.20 × 0.20 × 0.10 mm |
| β = 99.389 (1)º |
| Bruker APEXII area-detector diffractometer | 1605 independent reflections |
| Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 1308 reflections with I > 2σ(I) |
| Tmin = 0.743, Tmax = 0.881 | Rint = 0.020 |
| 4291 measured reflections |
| R[F2 > 2σ(F2)] = 0.030 | 5 restraints |
| wR(F2) = 0.086 | All H-atom parameters refined |
| S = 1.05 | Δρmax = 0.31 e Å−3 |
| 1605 reflections | Δρmin = −0.29 e Å−3 |
| 135 parameters |
| x | y | z | Uiso*/Ueq | ||
| Co1 | 0.5000 | 0.5000 | 0.5000 | 0.02430 (14) | |
| O1 | 0.2334 (3) | 0.4047 (1) | 0.4163 (2) | 0.0289 (3) | |
| O2 | 0.0616 (3) | 0.2948 (1) | 0.2730 (2) | 0.0292 (3) | |
| O3 | 0.6389 (3) | 0.5050 (1) | 0.3040 (2) | 0.0267 (3) | |
| O4 | 0.8892 (3) | 0.4044 (1) | −0.1094 (2) | 0.0314 (4) | |
| O1W | 0.7933 (3) | 0.4003 (1) | 0.5678 (2) | 0.0322 (4) | |
| N1 | 0.5619 (4) | 0.3281 (1) | −0.0207 (2) | 0.0264 (4) | |
| N2 | 0.7483 (3) | 0.4527 (1) | 0.0975 (2) | 0.0223 (4) | |
| C1 | 0.2244 (4) | 0.3567 (1) | 0.3041 (2) | 0.0218 (4) | |
| C2 | 0.4114 (4) | 0.3746 (1) | 0.1976 (2) | 0.0219 (4) | |
| C3 | 0.4047 (4) | 0.3190 (1) | 0.0823 (2) | 0.0257 (4) | |
| C4 | 0.7430 (4) | 0.3953 (1) | −0.0169 (2) | 0.0240 (4) | |
| C5 | 0.5999 (4) | 0.4468 (1) | 0.2087 (2) | 0.0215 (4) | |
| H11 | 0.930 (4) | 0.403 (2) | 0.527 (3) | 0.07 (1)* | |
| H12 | 0.842 (5) | 0.394 (2) | 0.659 (1) | 0.05 (1)* | |
| H1 | 0.557 (5) | 0.288 (1) | −0.085 (2) | 0.04 (1)* | |
| H2 | 0.848 (5) | 0.498 (1) | 0.107 (3) | 0.04 (1)* | |
| H3 | 0.289 (4) | 0.270 (1) | 0.064 (2) | 0.03 (1)* |
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Co1 | 0.0236 (2) | 0.0294 (2) | 0.0220 (2) | −0.0043 (2) | 0.0099 (2) | −0.0052 (2) |
| O1 | 0.0257 (7) | 0.0373 (8) | 0.0264 (8) | −0.0079 (6) | 0.0118 (6) | −0.0074 (6) |
| O2 | 0.0324 (8) | 0.0296 (8) | 0.0266 (8) | −0.0086 (6) | 0.0071 (6) | 0.0023 (6) |
| O3 | 0.0303 (8) | 0.0298 (8) | 0.0223 (8) | −0.0066 (6) | 0.0114 (6) | −0.0064 (6) |
| O4 | 0.0318 (8) | 0.0403 (9) | 0.0249 (8) | −0.0068 (6) | 0.0130 (6) | −0.0051 (6) |
| O1W | 0.0298 (9) | 0.0377 (9) | 0.0309 (9) | 0.0008 (7) | 0.0104 (7) | 0.0001 (7) |
| N1 | 0.0294 (9) | 0.0270 (9) | 0.0245 (9) | −0.0028 (7) | 0.0091 (7) | −0.0066 (7) |
| N2 | 0.0230 (9) | 0.0247 (9) | 0.0204 (8) | −0.0033 (7) | 0.0075 (7) | −0.0015 (7) |
| C1 | 0.021 (1) | 0.024 (1) | 0.021 (1) | 0.002 (1) | 0.005 (1) | 0.003 (1) |
| C2 | 0.022 (1) | 0.023 (1) | 0.022 (1) | 0.000 (1) | 0.006 (1) | 0.000 (1) |
| C3 | 0.025 (1) | 0.024 (1) | 0.029 (1) | −0.002 (1) | 0.008 (1) | −0.001 (1) |
| C4 | 0.022 (1) | 0.028 (1) | 0.022 (1) | 0.001 (1) | 0.006 (1) | 0.000 (1) |
| C5 | 0.021 (1) | 0.024 (1) | 0.020 (1) | 0.002 (1) | 0.006 (1) | 0.003 (1) |
| Co1—O1 | 2.037 (1) | N1—C4 | 1.364 (3) |
| Co1—O1i | 2.037 (1) | N2—C4 | 1.367 (2) |
| Co1—O3 | 2.058 (1) | N2—C5 | 1.376 (2) |
| Co1—O3i | 2.058 (1) | C1—C2 | 1.501 (3) |
| Co1—O1W | 2.135 (2) | C2—C3 | 1.357 (3) |
| Co1—O1Wi | 2.135 (2) | C2—C5 | 1.440 (3) |
| O1—C1 | 1.265 (2) | O1W—H11 | 0.85 (1) |
| O2—C1 | 1.247 (2) | O1W—H12 | 0.85 (1) |
| O3—C5 | 1.239 (2) | N1—H1 | 0.85 (1) |
| O4—C4 | 1.230 (2) | N2—H2 | 0.85 (1) |
| N1—C3 | 1.347 (3) | C3—H3 | 0.94 (1) |
| O1i—Co1—O1 | 180.0 | O1—C1—C2 | 119.9 (2) |
| O1i—Co1—O3i | 89.33 (5) | C3—C2—C5 | 117.1 (2) |
| O1—Co1—O3i | 90.67 (5) | C3—C2—C1 | 118.1 (2) |
| O1i—Co1—O3 | 90.67 (5) | C5—C2—C1 | 124.8 (2) |
| O1—Co1—O3 | 89.33 (5) | N1—C3—C2 | 123.8 (2) |
| O3i—Co1—O3 | 180.0 | O4—C4—N1 | 122.9 (2) |
| O1i—Co1—O1W | 89.97 (7) | O4—C4—N2 | 122.3 (2) |
| O1—Co1—O1W | 90.03 (7) | N1—C4—N2 | 114.8 (2) |
| O3i—Co1—O1W | 92.00 (6) | O3—C5—N2 | 116.6 (2) |
| O3—Co1—O1W | 88.00 (6) | O3—C5—C2 | 127.8 (2) |
| O1i—Co1—O1Wi | 90.03 (7) | N2—C5—C2 | 115.5 (2) |
| O1—Co1—O1Wi | 89.97 (7) | Co1—O1W—H11 | 114 (2) |
| O3i—Co1—O1Wi | 88.00 (6) | Co1—O1W—H12 | 117 (2) |
| O3—Co1—O1Wi | 92.00 (6) | H11—O1W—H12 | 109 (3) |
| O1W—Co1—O1Wi | 180.0 | C3—N1—H1 | 118 (2) |
| C1—O1—Co1 | 130.7 (1) | C4—N1—H1 | 120 (2) |
| C5—O3—Co1 | 124.7 (1) | C4—N2—H2 | 122 (2) |
| C3—N1—C4 | 122.0 (2) | C5—N2—H2 | 111 (2) |
| C4—N2—C5 | 126.8 (2) | N1—C3—H3 | 112.0 (13) |
| O2—C1—O1 | 123.6 (2) | C2—C3—H3 | 124.2 (13) |
| O2—C1—C2 | 116.5 (2) | ||
| O3i—Co1—O1—C1 | −164.2 (2) | C5—C2—C3—N1 | −0.4 (3) |
| O3—Co1—O1—C1 | 15.8 (2) | C1—C2—C3—N1 | 179.9 (2) |
| O1W—Co1—O1—C1 | −72.2 (2) | C3—N1—C4—O4 | 179.6 (2) |
| O1Wi—Co1—O1—C1 | 107.8 (2) | C3—N1—C4—N2 | −1.0 (3) |
| O1i—Co1—O3—C5 | 162.5 (2) | C5—N2—C4—O4 | −177.8 (2) |
| O1—Co1—O3—C5 | −17.5 (2) | C5—N2—C4—N1 | 2.8 (3) |
| O1W—Co1—O3—C5 | 72.5 (2) | Co1—O3—C5—N2 | −168.1 (1) |
| O1Wi—Co1—O3—C5 | −107.5 (2) | Co1—O3—C5—C2 | 13.9 (3) |
| Co1—O1—C1—O2 | 173.1 (1) | C4—N2—C5—O3 | 178.5 (2) |
| Co1—O1—C1—C2 | −8.7 (3) | C4—N2—C5—C2 | −3.2 (3) |
| O2—C1—C2—C3 | −4.9 (3) | C3—C2—C5—O3 | 179.9 (2) |
| O1—C1—C2—C3 | 176.8 (2) | C1—C2—C5—O3 | −0.4 (3) |
| O2—C1—C2—C5 | 175.4 (2) | C3—C2—C5—N2 | 1.8 (3) |
| O1—C1—C2—C5 | −2.9 (3) | C1—C2—C5—N2 | −178.5 (2) |
| C4—N1—C3—C2 | −0.1 (3) |
| Symmetry codes: (i) −x+1, −y+1, −z+1. |
| D—H···A | D—H | H···A | D···A | D—H···A |
| O1W—H11···O1ii | 0.85 (1) | 1.98 (1) | 2.823 (2) | 175 (3) |
| O1W—H12···O4iii | 0.85 (1) | 2.14 (1) | 2.959 (2) | 165 (3) |
| N1—H1···O2iv | 0.85 (1) | 1.81 (1) | 2.667 (2) | 177 (3) |
| N2—H2···O4v | 0.85 (1) | 1.98 (1) | 2.822 (2) | 171 (3) |
| Symmetry codes: (ii) x+1, y, z; (iii) x, y, z+1; (iv) x+1/2, −y+1/2, z−1/2; (v) −x+2, −y+1, −z. |
| D—H···A | D—H | H···A | D···A | D—H···A |
| O1W—H11···O1i | 0.85 (1) | 1.98 (1) | 2.823 (2) | 175 (3) |
| O1W—H12···O4ii | 0.85 (1) | 2.14 (1) | 2.959 (2) | 165 (3) |
| N1—H1···O2iii | 0.85 (1) | 1.81 (1) | 2.667 (2) | 177 (3) |
| N2—H2···O4iv | 0.85 (1) | 1.98 (1) | 2.822 (2) | 171 (3) |
| Symmetry codes: (i) x+1, y, z; (ii) x, y, z+1; (iii) x+1/2, −y+1/2, z−1/2; (iv) −x+2, −y+1, −z. |
The authors thank the Scientifc Research Foundation of Guangxi Normal University, the Science Foundation of Guangxi (grant No. 0542021) and the University of Malaya for supporting this study.
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2,4-Dihydroxypyridimine-5-carboxylic acid crystallizes as a monohydrate; the 2,4-dihydroxypyrimidinyl portion of the molecule exists a 2,4-dioxo-1,2,3,4-tetrahydropyrimidinyl entity having secondary nitrogen atoms and exocyclic carbon–oxygen double bonds (Law et al., 2004). The features are retained in the diaquamanganese(II) (Maistralis et al., 1991), dihydrated diaquairon(II) (Baran et al., 1996), triaquacobalt(II), triaquanickel(II) (Sun & Jin, 2004) and diaquacopper(II) (Luo et al., 2002) derivatives; the anion chelates to the metal atoms through the 5-carboxylato and 4-oxo oxygen atoms. The diaquamanganese (Maistralis et al., 1991), diaquacopper (Luo et al., 2002) and the present diaquacobalt(II) compounds are isostructural; two carboxylate monoanions chelate in this manner across a center of inversion. Hydrogen bonds link adjacent octahedral molecules into a three-dimensional network.