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Acta Cryst. (2009). E65, m1310    [ doi:10.1107/S1600536809039774 ]

Tetraaquabis(2-oxo-1,2-dihydropyridine-5-sulfonato-[kappa]O2)zinc(II)

Z.-B. Zhu, S. Gao and S. W. Ng

Abstract top

The metal atom in the title compound, [Zn(C5H4NO4S)2(H2O)4], lies on a center of inversion and is linked to the anionic ligand through the carbonyl O atom. In the crystal structure, the 2-oxo-1,2-dihydropyridine-5-sulfonate ligand interacts with other molecules through N-H...O and O-H...O hydrogen bonds, forming a three-dimensional network structure.

Related literature top

For the crystal structure of another zwitterionic tetraaquabis(amide)metalII complex, see: Gao et al. (2004).

Experimental top

Zinc carbonate (0.25 g, 2 mmol) was added to a hot aqueous solution of 2-hydroxypyridine 5-sulfonic acid (0.35 g, 2 mmol); the pH value was adjusted to 6 with 0.1 M sodium hydroxide. The solution was allowed to evaporate slowly. Colorless prismatic crystals were isolated after five days. CH&N elemental analysis. Calc. for C10H16N2O12S2Zn:C 24.73, H 3.32, N 5.77%; found: C 24.77, H 3.37, N 5.81%.

Refinement top

Carbon-bound H-atoms were placed in calculated positions (C—H 0.93 Å) and were included in the refinement in the riding model approximation, with U(H) set to 1.2U(C). The ammonium and water H-atoms were refined with a distance restraint of N–H = O–H 0.85±0.01 Å; their temperature factors were refined.

Computing details top

Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO (Rigaku, 1998); data reduction: CrystalClear (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2009).

Figures top
[Figure 1] Fig. 1. Thermal ellipsoid plot (Barbour, 2001) of Zn(H2O)4(C5H4NO4S)2 at the 50% probability level; hydrogen atoms are drawn as spheres of arbitrary radius.
Tetraaquabis(2-oxo-1,2-dihydropyridine-5-sulfonato-κO2)zinc(II) top
Crystal data top
[Zn(C5H4NO4S)2(H2O)4]F(000) = 496
Mr = 485.74Dx = 1.880 Mg m−3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 7685 reflections
a = 6.7701 (2) Åθ = 3.3–27.5°
b = 13.9725 (5) ŵ = 1.74 mm−1
c = 10.0343 (3) ÅT = 293 K
β = 115.331 (2)°Prism, colorles
V = 857.93 (5) Å30.21 × 0.16 × 0.16 mm
Z = 2
Data collection top
Rigaku R-AXIS RAPID IP
diffractometer		1951 independent reflections
Radiation source: fine-focus sealed tube1866 reflections with I > 2σ(I)
graphiteRint = 0.021
ω scansθmax = 27.5°, θmin = 3.3°
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)		h = −8→8
Tmin = 0.711, Tmax = 0.768k = −17→18
8224 measured reflectionsl = −13→13
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) = 0.066H atoms treated by a mixture of independent and constrained refinement
S = 1.06 w = 1/[σ2(Fo2) + (0.037P)2 + 0.5079P]
where P = (Fo2 + 2Fc2)/3
1951 reflections(Δ/σ)max = 0.001
144 parametersΔρmax = 0.37 e Å−3
5 restraintsΔρmin = −0.39 e Å−3
Crystal data top
[Zn(C5H4NO4S)2(H2O)4]V = 857.93 (5) Å3
Mr = 485.74Z = 2
Monoclinic, P21/cMo Kα radiation
a = 6.7701 (2) ŵ = 1.74 mm−1
b = 13.9725 (5) ÅT = 293 K
c = 10.0343 (3) Å0.21 × 0.16 × 0.16 mm
β = 115.331 (2)°
Data collection top
Rigaku R-AXIS RAPID IP
diffractometer		1951 independent reflections
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)		1866 reflections with I > 2σ(I)
Tmin = 0.711, Tmax = 0.768Rint = 0.021
8224 measured reflectionsθmax = 27.5°
Refinement top
R[F2 > 2σ(F2)] = 0.023H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.066Δρmax = 0.37 e Å−3
S = 1.06Δρmin = −0.39 e Å−3
1951 reflectionsAbsolute structure: ?
144 parametersFlack parameter: ?
5 restraintsRogers parameter: ?
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Zn10.50000.50000.50000.02207 (10)
S10.81951 (6)0.69216 (3)−0.07941 (4)0.01923 (11)
O10.4186 (2)0.54472 (10)0.28771 (14)0.0295 (3)
O30.9550 (2)0.77155 (9)0.00655 (14)0.0290 (3)
O20.95353 (19)0.61832 (9)−0.10431 (13)0.0264 (3)
O40.63570 (19)0.72213 (9)−0.21315 (13)0.0271 (3)
O1W0.20020 (19)0.43039 (9)0.40362 (13)0.0252 (2)
O2W0.3496 (2)0.62596 (11)0.53828 (17)0.0406 (3)
C20.7484 (3)0.55821 (12)0.25390 (18)0.0234 (3)
H20.83600.52710.34130.028*
C10.5190 (3)0.56850 (11)0.21274 (17)0.0214 (3)
N10.4007 (2)0.60683 (10)0.07675 (15)0.0229 (3)
C50.4880 (2)0.64352 (13)−0.01119 (17)0.0221 (3)
H50.39790.6715−0.10090.027*
C40.7072 (2)0.63937 (11)0.03179 (17)0.0201 (3)
C30.8395 (3)0.59340 (11)0.16668 (18)0.0227 (3)
H30.98910.58730.19560.027*
H10.2625 (16)0.6084 (16)0.045 (2)0.035 (6)*
H110.158 (4)0.4218 (18)0.3125 (12)0.048 (7)*
H120.166 (4)0.3815 (12)0.438 (3)0.045 (7)*
H210.223 (2)0.6479 (18)0.509 (3)0.051 (7)*
H220.431 (4)0.6538 (17)0.6168 (18)0.049 (7)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn10.02021 (15)0.02605 (16)0.02093 (15)−0.00103 (9)0.00973 (11)0.00145 (9)
S10.01744 (18)0.02194 (19)0.01890 (19)−0.00059 (13)0.00834 (14)0.00027 (13)
O10.0244 (6)0.0417 (7)0.0246 (6)−0.0023 (5)0.0125 (5)0.0061 (5)
O30.0276 (6)0.0281 (6)0.0320 (7)−0.0085 (5)0.0133 (5)−0.0060 (5)
O20.0222 (5)0.0329 (6)0.0252 (6)0.0046 (5)0.0111 (5)−0.0021 (5)
O40.0241 (6)0.0313 (6)0.0233 (6)0.0017 (5)0.0076 (5)0.0071 (5)
O1W0.0249 (6)0.0286 (6)0.0223 (6)−0.0043 (5)0.0104 (5)0.0014 (5)
O2W0.0268 (7)0.0401 (8)0.0447 (8)0.0077 (6)0.0056 (6)−0.0145 (6)
C20.0214 (7)0.0268 (8)0.0198 (7)0.0036 (6)0.0069 (6)0.0030 (6)
C10.0223 (7)0.0218 (7)0.0204 (7)−0.0023 (6)0.0094 (6)−0.0005 (6)
N10.0151 (6)0.0316 (7)0.0216 (7)−0.0009 (5)0.0074 (5)0.0019 (5)
C50.0203 (7)0.0264 (8)0.0190 (7)0.0007 (6)0.0079 (6)0.0024 (5)
C40.0198 (7)0.0215 (7)0.0204 (7)−0.0012 (6)0.0101 (6)−0.0006 (5)
C30.0178 (7)0.0266 (8)0.0229 (8)0.0021 (6)0.0078 (6)0.0001 (6)
Geometric parameters (Å, °) top
Zn1—O1i2.0560 (12)O2W—H210.833 (10)
Zn1—O12.0560 (12)O2W—H220.838 (10)
Zn1—O1Wi2.0788 (12)C2—C31.360 (2)
Zn1—O1W2.0788 (12)C2—C11.434 (2)
Zn1—O2W2.1487 (14)C2—H20.9300
Zn1—O2Wi2.1487 (14)C1—N11.362 (2)
S1—O41.4477 (12)N1—C51.356 (2)
S1—O31.4626 (12)N1—H10.850 (10)
S1—O21.4643 (12)C5—C41.358 (2)
S1—C41.7588 (15)C5—H50.9300
O1—C11.2553 (19)C4—C31.418 (2)
O1W—H110.841 (10)C3—H30.9300
O1W—H120.841 (10)
O1i—Zn1—O1180.0Zn1—O1W—H12125.1 (18)
O1i—Zn1—O1Wi83.37 (5)H11—O1W—H12108 (2)
O1—Zn1—O1Wi96.63 (5)Zn1—O2W—H21137.0 (19)
O1i—Zn1—O1W96.63 (5)Zn1—O2W—H22112.2 (18)
O1—Zn1—O1W83.37 (5)H21—O2W—H22109 (3)
O1Wi—Zn1—O1W180.00 (6)C3—C2—C1120.81 (15)
O1i—Zn1—O2W90.07 (6)C3—C2—H2119.6
O1—Zn1—O2W89.93 (6)C1—C2—H2119.6
O1Wi—Zn1—O2W88.66 (5)O1—C1—N1117.88 (14)
O1W—Zn1—O2W91.34 (5)O1—C1—C2126.76 (15)
O1i—Zn1—O2Wi89.93 (6)N1—C1—C2115.35 (14)
O1—Zn1—O2Wi90.07 (6)C5—N1—C1124.58 (13)
O1Wi—Zn1—O2Wi91.34 (5)C5—N1—H1117.5 (16)
O1W—Zn1—O2Wi88.66 (5)C1—N1—H1118.0 (16)
O2W—Zn1—O2Wi180.0N1—C5—C4119.93 (14)
O4—S1—O3113.63 (8)N1—C5—H5120.0
O4—S1—O2113.28 (7)C4—C5—H5120.0
O3—S1—O2110.91 (7)C5—C4—C3118.76 (14)
O4—S1—C4106.01 (7)C5—C4—S1119.40 (12)
O3—S1—C4106.05 (7)C3—C4—S1121.84 (12)
O2—S1—C4106.28 (7)C2—C3—C4120.17 (14)
C1—O1—Zn1136.67 (11)C2—C3—H3119.9
Zn1—O1W—H11112.6 (17)C4—C3—H3119.9
O1Wi—Zn1—O1—C128.28 (18)N1—C5—C4—C32.1 (2)
O1W—Zn1—O1—C1−151.72 (18)N1—C5—C4—S1−177.08 (12)
O2W—Zn1—O1—C1116.92 (17)O4—S1—C4—C5−6.85 (15)
O2Wi—Zn1—O1—C1−63.08 (17)O3—S1—C4—C5114.25 (14)
Zn1—O1—C1—N1−171.26 (12)O2—S1—C4—C5−127.66 (13)
Zn1—O1—C1—C29.9 (3)O4—S1—C4—C3173.98 (13)
C3—C2—C1—O1−175.15 (17)O3—S1—C4—C3−64.92 (15)
C3—C2—C1—N16.0 (2)O2—S1—C4—C353.17 (15)
O1—C1—N1—C5173.90 (16)C1—C2—C3—C4−1.2 (2)
C2—C1—N1—C5−7.1 (2)C5—C4—C3—C2−3.0 (2)
C1—N1—C5—C43.2 (3)S1—C4—C3—C2176.21 (13)
Symmetry codes: (i) −x+1, −y+1, −z+1.
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
N1—H1···O2ii0.85 (1)1.99 (1)2.790 (2)157 (2)
O1w—H11···O2iii0.84 (1)1.98 (1)2.809 (2)171 (2)
O1w—H12···O3iv0.84 (1)1.93 (1)2.767 (2)172 (3)
O2w—H21···O3v0.83 (1)2.13 (1)2.926 (2)160 (3)
O2w—H22···O4vi0.84 (1)1.93 (1)2.765 (2)174 (3)
Symmetry codes: (ii) x−1, y, z; (iii) −x+1, −y+1, −z; (iv) −x+1, y−1/2, −z+1/2; (v) x−1, −y+3/2, z+1/2; (vi) x, y, z+1.
Table 1
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
N1—H1···O2i0.85 (1)1.99 (1)2.790 (2)157 (2)
O1w—H11···O2ii0.84 (1)1.98 (1)2.809 (2)171 (2)
O1w—H12···O3iii0.84 (1)1.93 (1)2.767 (2)172 (3)
O2w—H21···O3iv0.83 (1)2.13 (1)2.926 (2)160 (3)
O2w—H22···O4v0.84 (1)1.93 (1)2.765 (2)174 (3)
Symmetry codes: (i) x−1, y, z; (ii) −x+1, −y+1, −z; (iii) −x+1, y−1/2, −z+1/2; (iv) x−1, −y+3/2, z+1/2; (v) x, y, z+1.
Acknowledgements top

We thank the Natural Science Foundation of Heilongjiang Province (No. B200501), Heilongjiang University, China, and the University of Malaya for supporting this study.

references
References top

Barbour, L. J. (2001). J. Supramol. Chem. 1, 189–191.

Gao, S., Zhang, Z.-Y., Huo, L.-H., Zhao, H. & Zhao, J.-G. (2004). Acta Cryst. E60, m1422–m1424.

Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan.

Rigaku (1998). RAPID-AUTO. Rigaku Corporation, Tokyo, Japan.

Rigaku/MSC (2002). CrystalClear. Rigaku/MSC Inc., The Woodlands, Texas, USA.

Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122.

Westrip, S. P. (2009). publCIF. In preparation.