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Acta Crystallogr Sect E Struct Rep Online. 2010 October 1; 66(Pt 10): m1336–m1337.
Published online 2010 September 30. doi:  10.1107/S1600536810037384
PMCID: PMC2983283

catena-Poly[[(5-carb­oxy-2H-1,2,3-triazole-4-carboxyl­ato-κ2 N 3,O 4)sodium]-di-μ-aqua-κ4 O:O]

Abstract

In the title coordination polymer, [Na(C4H2N3O4)(H2O)2]n, the NaI atom is six-coordinated by one O atom and one N atom from a 2H-1,2,3-triazole-4-carb­oxy-5-carboxyl­ate ligand and four O atoms from four water mol­ecules, forming a distorted octa­hedal geometry. The NaI atoms are bridged by water mol­ecules into a chain structure along [100]. Inter­molecular N—H(...)O, O—H(...)N and O—H(...)O hydrogen bonds connect the chains. An intra­molecular O—H(...)O hydrogen bond between the carboxyl­ate groups is observed.

Related literature

For general background to the design and synthesis of metal–organic frameworks (MOFs), see: Chen et al. (2009 [triangle]); Rosi et al. (2003 [triangle]); Su et al. (2004 [triangle]); Xiao et al. (2006 [triangle]). For the use of heterocyclic dicarb­oxy­lic acids in MOFs, see: Gao et al. (2006 [triangle]); Mukherjee et al. (2004 [triangle]); Shi et al. (2006 [triangle]); Sun et al. (2005 [triangle]). For metal complexes with 2H-1,2,3-triazole-4,5-dicarb­oxy­lic acid, see: Liu et al. (2008 [triangle]); Yue et al. (2008 [triangle]); Zheng et al. (2009 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-66-m1336-scheme1.jpg

Experimental

Crystal data

  • [Na(C4H2N3O4)(H2O)2]
  • M r = 215.11
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-66-m1336-efi1.jpg
  • a = 6.8706 (9) Å
  • b = 10.6280 (13) Å
  • c = 11.5585 (14) Å
  • β = 95.647 (1)°
  • V = 839.91 (18) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 0.20 mm−1
  • T = 293 K
  • 0.23 × 0.22 × 0.18 mm

Data collection

  • Bruker APEX CCD diffractometer
  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996 [triangle]) T min = 0.955, T max = 0.965
  • 4453 measured reflections
  • 1658 independent reflections
  • 1509 reflections with I > 2σ(I)
  • R int = 0.026

Refinement

  • R[F 2 > 2σ(F 2)] = 0.041
  • wR(F 2) = 0.102
  • S = 1.00
  • 1658 reflections
  • 148 parameters
  • 4 restraints
  • H atoms treated by a mixture of independent and constrained refinement
  • Δρmax = 0.47 e Å−3
  • Δρmin = −0.59 e Å−3

Data collection: SMART (Bruker, 2007 [triangle]); cell refinement: SAINT (Bruker, 2007 [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]) and Mercury (Macrae et al., 2006 [triangle]); software used to prepare material for publication: SHELXTL.

Table 1
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810037384/hy2351sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810037384/hy2351Isup2.hkl

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

Acknowledgments

This work was supported financially by the National Natural Science Foundation (grant No. 20901031), the Natural Science Foundation (No. B200916) and the Education Ministry Key Teachers Foundation (1155 G53) of Heilongjiang Province and the Talent Training Fund of Jiamusi University (No. RC2009–034).

supplementary crystallographic information

Comment

Currently, there has been intense research effort on the design and synthesis of metal-organic frameworks (MOFs) owing to their intriguing variety of architectures and their tremendous potential applications in many fields (Chen et al., 2009; Rosi et al., 2003; Su et al., 2004; Xiao et al., 2006). As one kind of well known ligands, heterocyclic dicarboxylic acids have been used to prepare MOFs with multi-dimensional structures because of the hetero atoms may serve as potential coordinating sites (Gao et al., 2006; Mukherjee et al., 2004; Shi et al., 2006; Sun et al., 2005), such as 2H-1,2,3-triazole-4,5-dicarboxylic acid (H2tda). The three triazole N atoms of H2tda can coordinate to various metals (such as Mn, Cd and K), resulting in the formation of intriguing multi-dimensional structures with complicated topologies (Liu et al., 2008; Yue et al., 2008; Zheng et al., 2009).

In the title coordination polymer (Fig. 1), the NaI atom is six-coordinated by one O atom and one N atom from one Htda ligand, and four O atoms from water molecules, with a slightly distorted octahedral geometry. Furthermore, the NaI atoms are bridged by the water molecules, leading to a one-dimensional chain structure, as shown in Fig. 2. Intermolecular N—H···O, O—H···N and O—H···O hydrogen bonds connect the chains (Table 1).

Experimental

All chemicals were purchased from commercial sources and used without further purification. A mixture of H2tda and NaOH in a molar ratio of 1:1 was dissolved in water. Colorless block crystals of the title compound were obtained by slow evaporation of the filtrate over a period of 3 d.

Refinement

H atoms were located from a difference Fourier map. H3 attached to the carboxyl O3 was refined as riding atom, with O—H = 0.82 Å and Uiso(H) = 1.2Ueq(O). The other H atoms were refined isotropically.

Figures

Fig. 1.
The asymmetric unit of the title compound with symmetry-related atoms to complete the Na coordination. Displacement ellipsoids are drawn at the 30% probability level. [Symmetry codes: (i) -x, 2-y, 2-z; (ii) 1-x, 2-y, 2-z.]
Fig. 2.
View of the one-dimensional chain in the title compound.

Crystal data

[Na(C4H2N3O4)(H2O)2]F(000) = 440
Mr = 215.11Dx = 1.701 Mg m3Dm = 1.701 Mg m3Dm measured by not measured
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 2984 reflections
a = 6.8706 (9) Åθ = 2.6–28.2°
b = 10.6280 (13) ŵ = 0.20 mm1
c = 11.5585 (14) ÅT = 293 K
β = 95.647 (1)°Block, colorless
V = 839.91 (18) Å30.23 × 0.22 × 0.18 mm
Z = 4

Data collection

Bruker APEX CCD diffractometer1658 independent reflections
Radiation source: fine-focus sealed tube1509 reflections with I > 2σ(I)
graphiteRint = 0.026
[var phi] and ω scansθmax = 26.0°, θmin = 2.6°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)h = −8→8
Tmin = 0.955, Tmax = 0.965k = −9→13
4453 measured reflectionsl = −14→14

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)] = 0.041Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.102H atoms treated by a mixture of independent and constrained refinement
S = 1.00w = 1/[σ2(Fo2) + (0.0608P)2 + 0.3697P] where P = (Fo2 + 2Fc2)/3
1658 reflections(Δ/σ)max = 0.001
148 parametersΔρmax = 0.47 e Å3
4 restraintsΔρmin = −0.59 e Å3

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

xyzUiso*/Ueq
H5B0.091 (4)1.1695 (18)0.910 (3)0.081 (10)*
H5A0.028 (4)1.076 (3)0.8361 (16)0.071 (8)*
H6A0.503 (3)1.018 (2)1.1923 (15)0.054 (7)*
H6B0.433 (4)1.1154 (18)1.136 (2)0.056 (7)*
Na10.25079 (9)0.92974 (6)0.99461 (6)0.0348 (2)
O10.11703 (17)0.54042 (11)0.85612 (9)0.0331 (3)
O20.15004 (18)0.74783 (11)0.87493 (10)0.0347 (3)
N10.34905 (19)0.72021 (12)1.09099 (11)0.0260 (3)
O60.4709 (2)1.04572 (12)1.12560 (11)0.0364 (3)
O30.20462 (18)0.34772 (11)0.96846 (10)0.0348 (3)
H30.17330.41260.93300.042*
O50.0576 (2)1.09590 (12)0.90710 (11)0.0388 (3)
N30.42462 (19)0.54647 (13)1.19491 (11)0.0276 (3)
O40.3474 (2)0.29745 (11)1.14248 (11)0.0420 (3)
N20.4322 (2)0.67011 (13)1.18801 (11)0.0282 (3)
C20.3282 (2)0.51189 (14)1.09393 (12)0.0225 (3)
C40.2933 (2)0.37598 (15)1.06997 (14)0.0279 (3)
C30.2809 (2)0.62053 (14)1.02900 (12)0.0216 (3)
C10.1755 (2)0.63899 (14)0.91084 (12)0.0243 (3)
H20.499 (3)0.719 (2)1.2488 (19)0.045 (6)*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Na10.0355 (4)0.0270 (4)0.0401 (4)−0.0001 (3)−0.0051 (3)0.0002 (3)
O10.0393 (6)0.0318 (6)0.0254 (6)−0.0025 (5)−0.0109 (5)−0.0054 (5)
O20.0422 (7)0.0302 (6)0.0280 (6)−0.0002 (5)−0.0147 (5)0.0058 (5)
N10.0289 (7)0.0246 (7)0.0226 (6)0.0010 (5)−0.0072 (5)−0.0012 (5)
O60.0493 (8)0.0284 (7)0.0300 (6)0.0013 (5)−0.0030 (5)−0.0014 (5)
O30.0438 (7)0.0226 (6)0.0366 (6)−0.0034 (5)−0.0025 (5)−0.0036 (5)
O50.0505 (8)0.0310 (7)0.0327 (7)0.0001 (6)−0.0066 (6)−0.0020 (5)
N30.0309 (7)0.0281 (7)0.0226 (6)0.0028 (5)−0.0042 (5)0.0021 (5)
O40.0553 (8)0.0258 (6)0.0443 (7)0.0062 (5)0.0022 (6)0.0097 (5)
N20.0334 (7)0.0278 (7)0.0212 (6)0.0014 (6)−0.0088 (5)−0.0025 (5)
C20.0216 (7)0.0241 (8)0.0215 (7)0.0018 (5)−0.0003 (5)0.0006 (6)
C40.0274 (8)0.0241 (8)0.0323 (8)0.0011 (6)0.0040 (6)0.0001 (6)
C30.0206 (7)0.0233 (7)0.0198 (7)0.0008 (5)−0.0035 (5)−0.0007 (5)
C10.0221 (7)0.0292 (8)0.0204 (7)0.0004 (6)−0.0050 (5)0.0006 (6)

Geometric parameters (Å, °)

Na1—O52.3747 (15)O3—C41.303 (2)
Na1—O62.3765 (14)O3—H30.8200
Na1—O22.4377 (13)O5—H5B0.82 (2)
Na1—O6i2.4855 (15)O5—H5A0.85 (2)
Na1—O5ii2.5157 (16)N3—N21.3178 (19)
Na1—N12.5510 (14)N3—C21.336 (2)
O1—C11.2683 (19)O4—C41.215 (2)
O2—C11.2356 (19)N2—H20.95 (2)
N1—N21.3196 (18)C2—C31.398 (2)
N1—C31.3375 (19)C2—C41.486 (2)
O6—H6A0.84 (2)C3—C11.4946 (19)
O6—H6B0.80 (2)
O5—Na1—O6100.34 (5)C3—N1—Na1113.19 (9)
O5—Na1—O2103.44 (5)Na1—O6—Na1i100.06 (5)
O6—Na1—O2154.19 (5)Na1—O6—H6A120.0 (17)
O5—Na1—O6i96.45 (5)Na1i—O6—H6A113.8 (17)
O6—Na1—O6i79.94 (5)Na1—O6—H6B112.2 (18)
O2—Na1—O6i87.54 (5)Na1i—O6—H6B105.3 (19)
O5—Na1—O5ii79.20 (5)H6A—O6—H6B105 (2)
O6—Na1—O5ii106.25 (5)C4—O3—H3109.5
O2—Na1—O5ii88.03 (5)Na1—O5—Na1ii100.80 (5)
O6i—Na1—O5ii172.90 (5)Na1—O5—H5B124 (2)
O5—Na1—N1161.44 (5)Na1ii—O5—H5B109 (2)
O6—Na1—N192.87 (5)Na1—O5—H5A107.1 (19)
O2—Na1—N166.65 (4)Na1ii—O5—H5A105.9 (19)
O6i—Na1—N198.66 (5)H5B—O5—H5A109 (3)
O5ii—Na1—N184.65 (5)N2—N3—C2103.92 (12)
O5—Na1—Na1i100.92 (4)N3—N2—N1115.94 (12)
O6—Na1—Na1i41.05 (3)N3—N2—H2121.2 (13)
O2—Na1—Na1i123.06 (4)N1—N2—H2122.8 (13)
O6i—Na1—Na1i38.90 (3)N3—C2—C3108.12 (13)
O5ii—Na1—Na1i147.18 (5)N3—C2—C4119.18 (13)
N1—Na1—Na1i97.61 (4)C3—C2—C4132.70 (14)
O5—Na1—Na1ii40.97 (4)O4—C4—O3123.18 (15)
O6—Na1—Na1ii107.45 (5)O4—C4—C2120.42 (15)
O2—Na1—Na1ii97.09 (4)O3—C4—C2116.40 (13)
O6i—Na1—Na1ii137.15 (4)N1—C3—C2108.42 (12)
O5ii—Na1—Na1ii38.23 (3)N1—C3—C1119.88 (13)
N1—Na1—Na1ii122.34 (4)C2—C3—C1131.70 (13)
Na1i—Na1—Na1ii132.86 (4)O2—C1—O1125.34 (14)
C1—O2—Na1121.94 (9)O2—C1—C3118.01 (13)
N2—N1—C3103.59 (12)O1—C1—C3116.64 (13)
N2—N1—Na1142.86 (10)

Symmetry codes: (i) −x+1, −y+2, −z+2; (ii) −x, −y+2, −z+2.

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
N2—H2···O2iii0.95 (2)1.74 (2)2.652 (2)158 (2)
O3—H3···O10.821.652.468 (2)177
O5—H5A···N3iv0.85 (2)2.15 (2)2.949 (2)155 (2)
O5—H5B···O3v0.82 (2)2.13 (2)2.923 (2)163 (2)
O6—H6A···O1iii0.84 (2)2.07 (2)2.902 (2)173 (2)
O6—H6B···O4v0.80 (2)2.03 (2)2.819 (2)173 (2)

Symmetry codes: (iii) x+1/2, −y+3/2, z+1/2; (iv) x−1/2, −y+3/2, z−1/2; (v) x, y+1, z.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HY2351).

References

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