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Acta Crystallogr Sect E Struct Rep Online. Jun 1, 2012; 68(Pt 6): m849.
Published online May 31, 2012. doi:  10.1107/S160053681202394X
PMCID: PMC3379187

Poly[bis­(μ7-3-sulfonato-l-alaninato)sodiumzinc]

Abstract

The hydro­thermal reaction of Zn(CH3COO)2, NaOH and l-cysteic acid produced the title compound, [Na2Zn(C3H5NO5S)2]n. The ZnII cation is situated on an inversion centre and is in a distorted octa­hedral environment, being chelated by two deprotoned l-cysteic acid ligands through two amino N atoms and two carb­oxy­lic O atoms, with the two axial positions occupied by two carb­oxy­lic O atoms from two other l-cysteic acid ligands. Each l-cysteic acid ligand bridges five NaI ions via its sulfonate group and two ZnII ions via its carboxyl group, forming a three-dimensional framework. Weak N—H(...)O hydrogen bonding is observed in the crystal structure.

Related literature  

For general background to l-cysteic acid complexes, see: Li et al. (2009 [triangle], 2011a [triangle],b [triangle]); Huang et al. (2009 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-68-0m849-scheme1.jpg

Experimental  

Crystal data  

  • [Na2Zn(C3H5NO5S)2]
  • M r = 445.67
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-68-0m849-efi9.jpg
  • a = 13.2432 (6) Å
  • b = 6.1574 (2) Å
  • c = 8.5959 (3) Å
  • β = 98.155 (2)°
  • V = 693.85 (5) Å3
  • Z = 2
  • Mo Kα radiation
  • μ = 2.19 mm−1
  • T = 296 K
  • 0.22 × 0.18 × 0.12 mm

Data collection  

  • Bruker SMART CCD area-detector diffractometer
  • Absorption correction: multi-scan (SADABS; Bruker, 1999 [triangle]) T min = 0.629, T max = 0.769
  • 5309 measured reflections
  • 1293 independent reflections
  • 1280 reflections with I > 2σ(I)
  • R int = 0.018

Refinement  

  • R[F 2 > 2σ(F 2)] = 0.027
  • wR(F 2) = 0.075
  • S = 0.97
  • 1293 reflections
  • 106 parameters
  • H-atom parameters constrained
  • Δρmax = 0.40 e Å−3
  • Δρmin = −0.45 e Å−3

Data collection: SMART (Bruker, 1999 [triangle]); cell refinement: SAINT (Bruker, 1999 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: SHELXTL (Sheldrick, 2008 [triangle]); software used to prepare material for publication: SHELXTL.

Table 1
Selected bond lengths (Å)
Table 2
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S160053681202394X/zj2077sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S160053681202394X/zj2077Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Acknowledgments

We are grateful to the Start-up Fundation of Jiangxi College of Traditional Chinese Medicine for funding this study.

supplementary crystallographic information

Comment

L-cysteic acid, an amino acid containing containing both sulfur and carboxyl, is indispensable to human beings with important physiologic functions. Recently,Jiang reported many compounds containing L-cysteic acid [Li et al. (2009, 2011a,b);Huang et al. (2009)]. L-cysteic acid, as a multidentate ligand with six coordination sites might be utilized as a versatile linker in the construction of interesting multidimensional complexes with the capability of participating in hydrogen bonding with multiproton acceptor or donor sites, which is a candidate for construction of multidimensional complexes. Herein, we present a new coordination polymer [ZnNa(C3H5NO5S)2]n (Scheme 1, Fig. 1). Each Zn(II) ion is six-coordinated to four oxygen atoms (O4, O4A, O5B, O5C), which belonging to four different L-cysteic acid ligands, two amino nitrogen atom (N1, N1A) from different ligands to give a distorted octahedron geometries. Each sulfonate group of the taurinate ligand takes part in the formation of a hydrogen bond (Table 2) with the amino group of a neighbouring ligand in the complex. A notable feature of the title complex lies in the coordination modes of the sulfonate group. The most common coordination modes are monodentate and µ2 or µ3-bridging, while µ5-bridging is very rare. The Na atom is surrounded by five O atoms from different ligands, The title complex forms a three-dimensional structure (Fig. 2) through the Na···O linkage. The Na···O distances are in the range 2.309 (2)–2.442 (2) Å, suggesting weak electrostatic interactions.

Experimental

A mixture of Zn(CH3COO)2 (0.5 mmol, 92.5 mg), L-cysteic acid (1.0 mmol 169 mg), NaOH (2.0 mmol, 80 mg) and anhydrous methanol (15.0 ml) was placed in a Teflon-lined stainless steel vessel, and heated directly to 115 °C. After keeping at 115 °C for 5 days, it was cooled to room temperature at a rate for 10 °C/h. block colorless crystals of the complex were obtained.

Refinement

H atoms were positioned geometrically (C–H = 0.97 Å and N–H = 0.90 Å) and included in the refinement in the riding model approximation, with Uiso(H) = 1.2Ueq(carrier atom).

Figures

Fig. 1.
The molecular structure of the title compound, with 30% probability displacement ellipsoids and the atom-numbering scheme. [Symmetry code: (A) 1 - x, 2 - y, 1 - z; (B) 1 - x, y + 1/2, 3/2 - z; (C) x, -y + 3/2, z - 1/2; (D) x, y - 1, z; (E) -x, -y + 1, ...
Fig. 2.
The crystal packing of the title compound viewed down the a axis.Hydrogen atoms have be omitted for clarity.

Crystal data

[Na2Zn(C3H5NO5S)2]Z = 2
Mr = 445.67F(000) = 448
Monoclinic, P21/cDx = 2.133 Mg m3
Hall symbol: -P 2ybcMo Kα radiation, λ = 0.71073 Å
a = 13.2432 (6) ŵ = 2.19 mm1
b = 6.1574 (2) ÅT = 296 K
c = 8.5959 (3) ÅBlock, colorless
β = 98.155 (2)°0.22 × 0.18 × 0.12 mm
V = 693.85 (5) Å3

Data collection

Bruker SMART CCD area-detector diffractometer1293 independent reflections
Radiation source: fine-focus sealed tube1280 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.018
phi and ω scansθmax = 25.5°, θmin = 3.1°
Absorption correction: multi-scan (SADABS; Bruker, 1999)h = −16→12
Tmin = 0.629, Tmax = 0.769k = −7→7
5309 measured reflectionsl = −10→10

Refinement

Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.027Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.075H-atom parameters constrained
S = 0.97w = 1/[σ2(Fo2) + (0.0389P)2 + 1.860P] where P = (Fo2 + 2Fc2)/3
1293 reflections(Δ/σ)max < 0.001
106 parametersΔρmax = 0.40 e Å3
0 restraintsΔρmin = −0.45 e Å3

Special details

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)

xyzUiso*/Ueq
Zn10.50001.00000.50000.02019 (15)
Na10.03657 (9)0.38146 (19)0.69254 (13)0.0282 (3)
S10.13597 (5)0.88954 (11)0.57241 (8)0.01901 (18)
O10.07432 (16)0.6925 (3)0.5538 (3)0.0318 (5)
O20.10261 (16)1.0349 (4)0.6877 (3)0.0312 (5)
O30.14300 (16)0.9951 (4)0.4229 (3)0.0323 (5)
O40.51364 (13)0.8902 (3)0.7282 (2)0.0206 (4)
O50.42196 (14)0.8016 (3)0.9167 (2)0.0245 (4)
N10.35961 (16)1.1125 (4)0.5602 (3)0.0195 (5)
H1A0.36421.25490.58360.023*
H1B0.30981.09430.47840.023*
C10.26104 (19)0.8023 (5)0.6488 (3)0.0201 (5)
H1C0.25730.71060.73950.024*
H1D0.28770.71480.57000.024*
C20.3354 (2)0.9888 (4)0.6971 (3)0.0194 (6)
H20.30501.08720.76720.023*
C30.4327 (2)0.8863 (4)0.7882 (3)0.0183 (5)

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Zn10.0172 (2)0.0295 (3)0.0144 (2)0.00005 (17)0.00421 (16)0.00207 (17)
Na10.0300 (6)0.0232 (6)0.0301 (6)0.0004 (5)0.0000 (5)−0.0026 (5)
S10.0132 (3)0.0225 (3)0.0208 (3)−0.0017 (2)0.0004 (2)0.0025 (3)
O10.0279 (11)0.0259 (11)0.0389 (12)−0.0079 (9)−0.0044 (9)0.0025 (9)
O20.0265 (11)0.0326 (11)0.0344 (12)0.0052 (9)0.0041 (9)−0.0055 (9)
O30.0243 (11)0.0450 (14)0.0265 (11)−0.0006 (9)−0.0005 (9)0.0129 (9)
O40.0135 (9)0.0303 (11)0.0184 (9)0.0022 (8)0.0034 (7)0.0047 (8)
O50.0216 (9)0.0343 (11)0.0188 (9)0.0063 (9)0.0063 (8)0.0069 (8)
N10.0165 (11)0.0221 (11)0.0190 (11)−0.0022 (9)−0.0003 (8)0.0044 (9)
C10.0149 (12)0.0230 (13)0.0225 (13)0.0006 (11)0.0030 (10)0.0023 (11)
C20.0146 (12)0.0248 (14)0.0188 (13)0.0008 (10)0.0027 (10)0.0028 (10)
C30.0171 (12)0.0205 (13)0.0170 (12)0.0012 (10)0.0013 (10)−0.0003 (10)

Geometric parameters (Å, º)

Zn1—O4i2.0588 (18)O1—Na1v2.442 (2)
Zn1—O42.0588 (18)O2—Na1viii2.309 (2)
Zn1—N12.116 (2)O2—Na1ix2.426 (3)
Zn1—N1i2.116 (2)O3—Na1ii2.386 (2)
Zn1—O5ii2.195 (2)O4—C31.254 (3)
Zn1—O5iii2.195 (2)O5—C31.248 (3)
Na1—O2iv2.309 (2)O5—Zn1x2.195 (2)
Na1—O12.347 (2)N1—C21.474 (3)
Na1—O1v2.442 (2)N1—H1A0.9000
Na1—O3vi2.386 (2)N1—H1B0.9000
Na1—O2vii2.426 (3)C1—C21.531 (4)
S1—O21.450 (2)C1—H1C0.9700
S1—O31.455 (2)C1—H1D0.9700
S1—O11.458 (2)C2—C31.545 (4)
S1—C11.776 (3)C2—H20.9800
O4i—Zn1—O4180.0Na1—O1—Na1v98.23 (8)
O4i—Zn1—N199.45 (8)S1—O2—Na1viii137.36 (15)
O4—Zn1—N180.55 (8)S1—O2—Na1ix111.91 (13)
O4i—Zn1—N1i80.55 (8)Na1viii—O2—Na1ix92.28 (8)
O4—Zn1—N1i99.45 (8)S1—O3—Na1ii140.46 (14)
N1—Zn1—N1i180.0C3—O4—Zn1115.68 (16)
O4i—Zn1—O5ii89.62 (8)C3—O5—Zn1x122.34 (17)
O4—Zn1—O5ii90.38 (8)C2—N1—Zn1108.92 (16)
N1—Zn1—O5ii88.13 (8)C2—N1—H1A109.9
N1i—Zn1—O5ii91.87 (8)Zn1—N1—H1A109.9
O4i—Zn1—O5iii90.38 (8)C2—N1—H1B109.9
O4—Zn1—O5iii89.62 (8)Zn1—N1—H1B109.9
N1—Zn1—O5iii91.87 (8)H1A—N1—H1B108.3
N1i—Zn1—O5iii88.13 (8)C2—C1—S1113.79 (19)
O5ii—Zn1—O5iii180.0C2—C1—H1C108.8
O2iv—Na1—O1129.53 (9)S1—C1—H1C108.8
O2iv—Na1—O3vi97.40 (9)C2—C1—H1D108.8
O1—Na1—O3vi91.05 (9)S1—C1—H1D108.8
O2iv—Na1—O2vii132.84 (9)H1C—C1—H1D107.7
O1—Na1—O2vii97.31 (9)N1—C2—C1112.0 (2)
O3vi—Na1—O2vii85.34 (8)N1—C2—C3110.8 (2)
O2—S1—O3113.08 (14)C1—C2—C3106.8 (2)
O2—S1—O1111.61 (13)N1—C2—H2109.0
O3—S1—O1112.31 (13)C1—C2—H2109.0
O2—S1—C1107.02 (13)C3—C2—H2109.0
O3—S1—C1106.76 (13)O5—C3—O4125.7 (2)
O1—S1—C1105.50 (13)O5—C3—C2115.4 (2)
S1—O1—Na1141.19 (13)O4—C3—C2119.0 (2)
S1—O1—Na1v120.57 (13)

Symmetry codes: (i) −x+1, −y+2, −z+1; (ii) x, −y+3/2, z−1/2; (iii) −x+1, y+1/2, −z+3/2; (iv) x, y−1, z; (v) −x, −y+1, −z+1; (vi) x, −y+3/2, z+1/2; (vii) −x, y−1/2, −z+3/2; (viii) x, y+1, z; (ix) −x, y+1/2, −z+3/2; (x) −x+1, y−1/2, −z+3/2.

Hydrogen-bond geometry (Å, º)

D—H···AD—HH···AD···AD—H···A
N1—H1B···O30.902.283.030 (3)141
N1—H1A···O4iii0.902.282.860 (3)122

Symmetry code: (iii) −x+1, y+1/2, −z+3/2.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: ZJ2077).

References

  • Bruker (1999). SMART, SAINT and SADABSBruker AXS Inc., Madison, Wisconsin, USA.
  • Huang, F. P., Li, H. Y., Tian, J. L., Gu, W., Jiang, Y. M., Yan, S. P. & Liao, D. Z. (2009). Cryst. Growth Des. 9, 3191–3196.
  • Li, H. Y., Huang, F. P. & Jiang, Y. M. (2011a). Inorg. Chim. Acta, 377, 91–98.
  • Li, H. Y., Huang, F. P., Jiang, Y. M. & Meng, X. J. (2009). Inorg. Chim. Acta, 362, 1867–1871.
  • Li, H. Y., Jiang, Y. M., Huang, F. P. & Chen, L. (2011b). Chin. J. Struct. Chem. 30, 1189–1193.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]

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