The crystal structure of the title compound, [Na(C
6H
3N
2O
4)(H
2O)
2]
n, consists of molecular ribbons containing octahedral NaO
5N units. Two adjacent Na atoms are bridged by two water molecules to give a centrosymmetric dimeric unit. Each Na centre is coordinated by two carboxylate groups. The ligand also uses one N atom to coordinate to Na. In addition, each Na atom is coordinated by one water O atom, raising the coordination number to six. One of the carboxyl groups retains its H atom, which takes part in an O—H
O [O
O = 2.563 (1) Å] intramolecular hydrogen bond.
Supporting information
CCDC reference: 286928
Key indicators
- Single-crystal X-ray study
- T = 295 K
- R factor = 0.029
- wR factor = 0.089
- Data-to-parameter ratio = 15.6
checkCIF/PLATON results
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Data collection: MSC/AFC Diffractometer Control Software (Molecular Structure Corporation,
1991); cell refinement: MSC/AFC Diffractometer Control Software; data reduction: TEXSAN (Molecular Structure Corporation, 1999); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976) and PLATON (Spek, 2003); software used to prepare material for publication: SHELXL97.
Poly[\-
m-aqua-aqua-µ-3-carboxypyrazine-2-carboxylato-sodium(I)]
top
Crystal data top
[Na(C6H3N2O4)(H2O)2] | Z = 2 |
Mr = 226.13 | F(000) = 232 |
Triclinic, P1 | Dx = 1.667 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71069 Å |
a = 7.8581 (14) Å | Cell parameters from 25 reflections |
b = 8.4416 (19) Å | θ = 10.3–18.3° |
c = 7.602 (2) Å | µ = 0.19 mm−1 |
α = 108.05 (3)° | T = 295 K |
β = 93.71 (2)° | Prism, colourless |
γ = 70.139 (14)° | 0.4 × 0.4 × 0.2 mm |
V = 450.45 (19) Å3 | |
Data collection top
Rigaku AFC-7S diffractometer | 2171 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.007 |
Graphite monochromator | θmax = 30.0°, θmin = 2.7° |
ω/2θ scans | h = 0→10 |
Absorption correction: ψ scan (MSC/AFC Diffractometer Control Software; Molecular Structure Corporation,
1991) | k = −11→11 |
Tmin = 0.928, Tmax = 0.963 | l = −10→10 |
2737 measured reflections | 3 standard reflections every 150 reflections |
2561 independent reflections | intensity decay: 0.1% |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.029 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.089 | All H-atom parameters refined |
S = 1.03 | w = 1/[σ2(Fo2) + (0.1279P)2 + 0.6038P] where P = (Fo2 + 2Fc2)/3 |
2561 reflections | (Δ/σ)max = 0.004 |
164 parameters | Δρmax = 0.40 e Å−3 |
0 restraints | Δρmin = −0.22 e Å−3 |
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. All H atoms were located from a difference Fourier synthesis map for the
structure. They were refined with a rotating model, with Uiso values
1.5 times those of the attached atoms. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Na1 | 0.97622 (6) | 0.64028 (6) | 0.22505 (6) | 0.02584 (12) | |
O1 | 0.79734 (12) | 0.45813 (11) | 0.25491 (11) | 0.02530 (17) | |
O2 | 1.20465 (11) | 0.71143 (12) | 0.08883 (11) | 0.02787 (18) | |
O3 | 1.16355 (12) | 0.35439 (11) | 0.06391 (12) | 0.02768 (18) | |
O4 | 0.99969 (12) | 0.74130 (11) | 0.54513 (11) | 0.0323 (2) | |
O5 | 0.82941 (14) | 0.90906 (12) | 0.80501 (12) | 0.0372 (2) | |
C1 | 0.87549 (15) | 0.87414 (13) | 0.64057 (14) | 0.0226 (2) | |
C2 | 0.76445 (14) | 1.00726 (13) | 0.54464 (13) | 0.02005 (19) | |
N1 | 0.54326 (13) | 1.28835 (12) | 0.56208 (13) | 0.0264 (2) | |
N2 | 0.77081 (14) | 0.95409 (12) | 0.35922 (13) | 0.0276 (2) | |
C3 | 0.65340 (13) | 1.17601 (13) | 0.64532 (13) | 0.01980 (19) | |
C4 | 0.55027 (17) | 1.23306 (16) | 0.37675 (16) | 0.0306 (2) | |
C5 | 0.66546 (19) | 1.06815 (16) | 0.27621 (15) | 0.0325 (3) | |
C6 | 1.35008 (14) | 0.75012 (13) | 0.14636 (14) | 0.02121 (19) | |
O6 | 1.47951 (12) | 0.71939 (14) | 0.04803 (12) | 0.0373 (2) | |
H4 | 0.473 (2) | 1.313 (2) | 0.315 (2) | 0.037 (4)* | |
H6 | 0.665 (2) | 1.032 (2) | 0.146 (3) | 0.044 (5)* | |
H1 | 1.212 (3) | 0.659 (3) | −0.036 (3) | 0.070 (6)* | |
H2 | 0.696 (3) | 0.513 (3) | 0.308 (2) | 0.042 (5)* | |
H3 | 1.165 (2) | 0.274 (3) | 0.101 (2) | 0.040 (4)* | |
H5 | 0.862 (3) | 0.393 (3) | 0.325 (3) | 0.052 (5)* | |
H7 | 1.273 (3) | 0.333 (3) | 0.036 (3) | 0.054 (5)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Na1 | 0.0288 (2) | 0.0229 (2) | 0.0211 (2) | −0.00581 (17) | 0.00212 (16) | 0.00281 (16) |
O1 | 0.0234 (4) | 0.0270 (4) | 0.0207 (3) | −0.0028 (3) | 0.0000 (3) | 0.0068 (3) |
O2 | 0.0289 (4) | 0.0357 (4) | 0.0192 (3) | −0.0156 (3) | 0.0009 (3) | 0.0031 (3) |
O3 | 0.0238 (4) | 0.0258 (4) | 0.0323 (4) | −0.0033 (3) | 0.0035 (3) | 0.0119 (3) |
O4 | 0.0349 (5) | 0.0257 (4) | 0.0239 (4) | 0.0041 (3) | −0.0013 (3) | 0.0066 (3) |
O5 | 0.0553 (6) | 0.0265 (4) | 0.0228 (4) | −0.0004 (4) | 0.0064 (4) | 0.0114 (3) |
C1 | 0.0276 (5) | 0.0182 (4) | 0.0204 (4) | −0.0057 (4) | −0.0026 (4) | 0.0065 (3) |
C2 | 0.0223 (5) | 0.0183 (4) | 0.0181 (4) | −0.0047 (3) | −0.0004 (3) | 0.0059 (3) |
N1 | 0.0269 (5) | 0.0232 (4) | 0.0231 (4) | −0.0006 (3) | −0.0009 (3) | 0.0076 (3) |
N2 | 0.0367 (5) | 0.0220 (4) | 0.0182 (4) | −0.0037 (4) | −0.0010 (3) | 0.0047 (3) |
C3 | 0.0200 (4) | 0.0207 (4) | 0.0178 (4) | −0.0058 (3) | 0.0004 (3) | 0.0056 (3) |
C4 | 0.0357 (6) | 0.0275 (5) | 0.0240 (5) | −0.0030 (4) | −0.0058 (4) | 0.0110 (4) |
C5 | 0.0455 (7) | 0.0275 (5) | 0.0179 (5) | −0.0049 (5) | −0.0038 (4) | 0.0068 (4) |
C6 | 0.0214 (5) | 0.0199 (4) | 0.0192 (4) | −0.0031 (3) | 0.0010 (3) | 0.0056 (3) |
O6 | 0.0255 (4) | 0.0561 (6) | 0.0260 (4) | −0.0118 (4) | 0.0067 (3) | 0.0071 (4) |
Geometric parameters (Å, º) top
Na1—O4 | 2.3333 (12) | O5—C1 | 1.2402 (14) |
Na1—O3 | 2.3407 (12) | C1—C2 | 1.5216 (14) |
Na1—O2 | 2.4523 (10) | C2—N2 | 1.3388 (14) |
Na1—O1 | 2.4734 (10) | C2—C3 | 1.3938 (14) |
Na1—N2 | 2.5093 (13) | N1—C3 | 1.3387 (13) |
Na1—Na1i | 3.4637 (16) | N1—C4 | 1.3381 (15) |
O1—H2 | 0.83 (2) | N2—C5 | 1.3333 (15) |
O1—H5 | 0.89 (2) | C3—C6ii | 1.5097 (15) |
O2—C6 | 1.3055 (13) | C4—C5 | 1.3840 (17) |
O2—H1 | 0.91 (2) | C4—H4 | 0.964 (17) |
O3—H3 | 0.807 (19) | C5—H6 | 0.938 (18) |
O3—H7 | 0.84 (2) | C6—O6 | 1.2081 (14) |
O4—C1 | 1.2570 (14) | | |
| | | |
O4—Na1—O3 | 118.02 (4) | Na1—O3—H3 | 118.1 (13) |
O4—Na1—O3i | 155.20 (4) | Na1i—O3—H3 | 116.2 (12) |
O3—Na1—O3i | 86.07 (4) | Na1—O3—H7 | 121.4 (14) |
O4—Na1—O2 | 105.90 (4) | Na1i—O3—H7 | 102.0 (13) |
O3—Na1—O2 | 80.13 (4) | H3—O3—H7 | 104.2 (18) |
O3i—Na1—O2 | 82.79 (4) | C1—O4—Na1 | 119.33 (7) |
O4—Na1—O1 | 92.02 (4) | O5—C1—O4 | 127.56 (10) |
O3—Na1—O1 | 78.04 (4) | O5—C1—C2 | 115.25 (9) |
O3i—Na1—O1 | 87.15 (4) | O4—C1—C2 | 117.17 (9) |
O2—Na1—O1 | 156.50 (3) | N2—C2—C3 | 120.89 (9) |
O4—Na1—N2 | 68.81 (4) | N2—C2—C1 | 117.61 (9) |
O3—Na1—N2 | 172.79 (4) | C3—C2—C1 | 121.44 (9) |
O3i—Na1—N2 | 87.42 (4) | C3—N1—C4 | 116.59 (10) |
O2—Na1—N2 | 96.00 (4) | C5—N2—C2 | 117.27 (10) |
O1—Na1—N2 | 104.74 (4) | C5—N2—Na1 | 130.49 (8) |
O4—Na1—Na1i | 161.05 (3) | C2—N2—Na1 | 112.17 (7) |
O3—Na1—Na1i | 43.68 (3) | N1—C3—C2 | 121.81 (9) |
O3i—Na1—Na1i | 42.39 (3) | N1—C3—C6ii | 114.39 (9) |
O2—Na1—Na1i | 78.30 (3) | C2—C3—C6ii | 123.78 (9) |
O1—Na1—Na1i | 79.95 (3) | N1—C4—C5 | 121.73 (10) |
N2—Na1—Na1i | 129.74 (4) | N1—C4—H4 | 117.6 (10) |
Na1—O1—H2 | 116.0 (13) | C5—C4—H4 | 120.7 (10) |
Na1—O1—H5 | 105.2 (12) | N2—C5—C4 | 121.64 (10) |
H2—O1—H5 | 106.2 (17) | N2—C5—H6 | 118.5 (11) |
C6—O2—Na1 | 135.32 (7) | C4—C5—H6 | 119.8 (11) |
C6—O2—H1 | 111.4 (14) | O6—C6—O2 | 124.80 (10) |
Na1—O2—H1 | 108.6 (14) | O6—C6—C3ii | 122.84 (10) |
Na1—O3—Na1i | 93.93 (4) | O2—C6—C3ii | 112.15 (9) |
| | | |
O4—Na1—O2—C6 | 18.68 (11) | C3—C2—N2—Na1 | −178.03 (8) |
O3—Na1—O2—C6 | −97.82 (10) | C1—C2—N2—Na1 | −0.88 (12) |
O3i—Na1—O2—C6 | 174.94 (10) | O4—Na1—N2—C5 | 175.15 (12) |
O1—Na1—O2—C6 | −119.69 (11) | O3i—Na1—N2—C5 | −12.08 (12) |
N2—Na1—O2—C6 | 88.31 (11) | O2—Na1—N2—C5 | 70.39 (12) |
Na1i—Na1—O2—C6 | −142.29 (10) | O1—Na1—N2—C5 | −98.45 (12) |
O4—Na1—O3—Na1i | 173.79 (4) | Na1i—Na1—N2—C5 | −9.36 (13) |
O3i—Na1—O3—Na1i | 0.0 | O4—Na1—N2—C2 | −8.05 (8) |
O2—Na1—O3—Na1i | −83.35 (4) | O3i—Na1—N2—C2 | 164.72 (8) |
O1—Na1—O3—Na1i | 87.91 (4) | O2—Na1—N2—C2 | −112.81 (8) |
O3—Na1—O4—C1 | −163.55 (8) | O1—Na1—N2—C2 | 78.35 (8) |
O3i—Na1—O4—C1 | 1.56 (15) | Na1i—Na1—N2—C2 | 167.44 (7) |
O2—Na1—O4—C1 | 109.34 (9) | C4—N1—C3—C2 | −2.53 (16) |
O1—Na1—O4—C1 | −86.03 (9) | C4—N1—C3—C6ii | 175.80 (10) |
N2—Na1—O4—C1 | 19.00 (9) | N2—C2—C3—N1 | 3.03 (16) |
Na1i—Na1—O4—C1 | −150.25 (10) | C1—C2—C3—N1 | −174.01 (10) |
Na1—O4—C1—O5 | 151.95 (10) | N2—C2—C3—C6ii | −175.15 (10) |
Na1—O4—C1—C2 | −26.61 (13) | C1—C2—C3—C6ii | 7.82 (15) |
O5—C1—C2—N2 | −161.00 (11) | C3—N1—C4—C5 | 0.01 (19) |
O4—C1—C2—N2 | 17.74 (15) | C2—N2—C5—C4 | −1.74 (19) |
O5—C1—C2—C3 | 16.13 (15) | Na1—N2—C5—C4 | 174.92 (10) |
O4—C1—C2—C3 | −165.13 (10) | N1—C4—C5—N2 | 2.2 (2) |
C3—C2—N2—C5 | −0.76 (17) | Na1—O2—C6—O6 | 151.40 (10) |
C1—C2—N2—C5 | 176.38 (11) | Na1—O2—C6—C3ii | −23.45 (14) |
Symmetry codes: (i) −x+2, −y+1, −z; (ii) −x+2, −y+2, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O2—H1···O1i | 0.91 (2) | 1.66 (2) | 2.563 (1) | 168.18 (3) |
O1—H5···O4iii | 0.89 (1) | 1.79 (1) | 2.671 (1) | 176.61 (3) |
O1—H2···N1iv | 0.83 (2) | 2.11 (2) | 2.902 (2) | 164.67 (3) |
O3—H3···O5iii | 0.81 (2) | 1.88 (2) | 2.688 (2) | 177.33 (3) |
O3—H7···O6v | 0.84 (2) | 1.95 (2) | 2.788 (2) | 174.45 (3) |
Symmetry codes: (i) −x+2, −y+1, −z; (iii) −x+2, −y+1, −z+1; (iv) −x+1, −y+2, −z+1; (v) −x+3, −y+1, −z. |