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metal-organic compounds
Poly[(μ4-tetrazole-1-acetato-κ4N3:N4:O:O′)silver(I)]
aCollege of Food Science and Technology, Guang Dong Ocean University, Zhanjiang 524088, People's Republic of China, bCollege of Science, Guang Dong Ocean University, Zhanjiang 524088, People's Republic of China, and cCollege of Agriculture, Guang Dong Ocean University, Zhanjiang 524088, People's Republic of China
*Correspondence e-mail: songwd60@126.com
In the title complex, [Ag(C3H3N4O2)]n, the AgI atom is four-coordinated in a slightly distorted tetrahedral coordination geometry by two N atoms from two tetrazole-1-acetate (tza) ligands and two O atoms from the other two tza ligands. The tza ligand bridges two Ag atoms through the carboxylate O atoms and simultaneously binds to the other two Ag atoms through the tetrazole N atoms, forming a two-dimensional network parallel to (100).
Related literature
For the diverse coordination modes and potential applications of metal complexes with tetrazole derivatives, see: Stagni et al. (2006); Ye et al. (2006
).
Experimental
Crystal data
|
Refinement
|
|
Data collection: CrystalStructure (Rigaku/MSC, 2002); cell CrystalStructure; data reduction: CrystalStructure; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008
); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008
); molecular graphics: ORTEPII (Johnson, 1976
) and DIAMOND (Brandenburg, 1999
); software used to prepare material for publication: SHELXL97.
Supporting information
https://doi.org/10.1107/S1600536810001236/hy2270sup1.cif
contains datablocks I, global. DOI:Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536810001236/hy2270Isup2.hkl
A mixture of AgNO3 (0.073 g, 0.5 mmol) and Htza (0.990 g, 0.5 mmol) in 15 ml of H2O solution was sealed in an autoclave equipped with a Teflon liner (20 ml) and then heated at 373 K for 4 d. Crystals of the title compound were obtained by slow evaporation of the solvent at room temperature.
H atoms were placed at calculated positions and treated as riding on the parent C atoms, with C—H = 0.93 (CH) and 0.97 (CH2) Å and with Uiso(H) = 1.2Ueq(C). The highest residual electron density was found 1.40 Å from N4 and the deepest hole 1.12 Å from Ag1.
In recent years, organic ligands with a tetrazole
have been greatly used in coordination chemistry for construction of metal-organic frameworks due to their diverse coordination modes and potential applications in varied fields (Stagni et al., 2006; Ye et al., 2006). The reaction of tetrazole-1-acetic acid (Htza) with AgNO3 in an alkaline aqueous solution yielded a new AgI coordination polymer, whose is reported here.In the title complex, the AgI atom is four-coordinated in a slightly distorted tetrahedral coordination geometry by two N atoms and two O atoms from four different tza ligands (Table 1), as illustrated in Fig. 1. The adjacent AgI atoms are co-bridged by tza liands. The tza ligand acts as a tetradentate ligand, bridging two Ag atoms through its carboxylate O atoms, while simultaneously binding to the other two Ag atoms through two N atoms of the tetrazole group, forming a two-dimensional network parallel to (1 0 0).
For the diverse coordination modes and potential applications of metal complexes with tetrazole derivatives, see: Stagni et al. (2006); Ye et al. (2006).
Data collection: CrystalStructure (Rigaku/MSC, 2002); cell
CrystalStructure (Rigaku/MSC, 2002); data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEPII (Johnson, 1976) and DIAMOND (Brandenburg, 1999); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).[Ag(C3H3N4O2)] | Z = 2 |
Mr = 234.96 | F(000) = 224 |
Triclinic, P1 | Dx = 2.808 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 5.1584 (10) Å | Cell parameters from 3600 reflections |
b = 7.7805 (16) Å | θ = 1.4–28° |
c = 7.8711 (16) Å | µ = 3.56 mm−1 |
α = 109.40 (3)° | T = 293 K |
β = 98.87 (3)° | Block, blue |
γ = 104.85 (3)° | 0.25 × 0.23 × 0.21 mm |
V = 277.92 (14) Å3 |
Rigaku/MSC Mercury CCD diffractometer | 1267 independent reflections |
Radiation source: fine-focus sealed tube | 1150 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.056 |
ω scans | θmax = 27.5°, θmin = 3.2° |
Absorption correction: multi-scan (REQAB; Jacobson, 1998) | h = −6→6 |
Tmin = 0.470, Tmax = 0.522 | k = −9→10 |
2722 measured reflections | l = −10→9 |
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)] = 0.062 | H-atom parameters constrained |
wR(F2) = 0.177 | w = 1/[σ2(Fo2) + (0.0519P)2 + 3.2858P] where P = (Fo2 + 2Fc2)/3 |
S = 1.23 | (Δ/σ)max < 0.001 |
1267 reflections | Δρmax = 2.15 e Å−3 |
92 parameters | Δρmin = −0.97 e Å−3 |
0 restraints | Extinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.052 (15) |
[Ag(C3H3N4O2)] | γ = 104.85 (3)° |
Mr = 234.96 | V = 277.92 (14) Å3 |
Triclinic, P1 | Z = 2 |
a = 5.1584 (10) Å | Mo Kα radiation |
b = 7.7805 (16) Å | µ = 3.56 mm−1 |
c = 7.8711 (16) Å | T = 293 K |
α = 109.40 (3)° | 0.25 × 0.23 × 0.21 mm |
β = 98.87 (3)° |
Rigaku/MSC Mercury CCD diffractometer | 1267 independent reflections |
Absorption correction: multi-scan (REQAB; Jacobson, 1998) | 1150 reflections with I > 2σ(I) |
Tmin = 0.470, Tmax = 0.522 | Rint = 0.056 |
2722 measured reflections |
R[F2 > 2σ(F2)] = 0.062 | 0 restraints |
wR(F2) = 0.177 | H-atom parameters constrained |
S = 1.23 | Δρmax = 2.15 e Å−3 |
1267 reflections | Δρmin = −0.97 e Å−3 |
92 parameters |
x | y | z | Uiso*/Ueq | ||
Ag1 | 0.61189 (17) | −0.19436 (12) | −0.05077 (10) | 0.0387 (5) | |
O1 | 0.9281 (15) | 0.0639 (10) | 0.2082 (10) | 0.0365 (16) | |
O2 | 0.6195 (14) | 0.1949 (12) | 0.3227 (10) | 0.0360 (16) | |
N1 | 0.9120 (16) | 0.3243 (11) | 0.6770 (10) | 0.0277 (16) | |
N2 | 0.872 (2) | 0.4946 (12) | 0.7248 (12) | 0.0376 (19) | |
N3 | 0.7161 (19) | 0.4973 (12) | 0.8396 (12) | 0.0363 (19) | |
N4 | 0.656 (2) | 0.3322 (13) | 0.8697 (12) | 0.0351 (18) | |
C1 | 0.8444 (18) | 0.1645 (13) | 0.3374 (12) | 0.0265 (17) | |
C2 | 1.0509 (18) | 0.2615 (13) | 0.5323 (12) | 0.0267 (17) | |
H2A | 1.1368 | 0.1710 | 0.5545 | 0.032* | |
H2B | 1.1964 | 0.3719 | 0.5373 | 0.032* | |
C3 | 0.781 (2) | 0.2254 (15) | 0.7646 (14) | 0.034 (2) | |
H3 | 0.7775 | 0.1022 | 0.7545 | 0.041* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ag1 | 0.0430 (6) | 0.0441 (6) | 0.0259 (5) | 0.0145 (4) | 0.0071 (3) | 0.0105 (3) |
O1 | 0.033 (3) | 0.031 (3) | 0.034 (4) | 0.013 (3) | 0.010 (3) | −0.003 (3) |
O2 | 0.028 (3) | 0.055 (4) | 0.029 (3) | 0.020 (3) | 0.008 (3) | 0.016 (3) |
N1 | 0.033 (4) | 0.030 (4) | 0.021 (3) | 0.011 (3) | 0.008 (3) | 0.009 (3) |
N2 | 0.051 (5) | 0.027 (4) | 0.033 (4) | 0.013 (4) | 0.017 (4) | 0.008 (3) |
N3 | 0.045 (5) | 0.030 (4) | 0.030 (4) | 0.010 (4) | 0.012 (4) | 0.008 (3) |
N4 | 0.048 (5) | 0.034 (4) | 0.030 (4) | 0.020 (4) | 0.017 (4) | 0.014 (3) |
C1 | 0.026 (4) | 0.028 (4) | 0.025 (4) | 0.010 (3) | 0.005 (3) | 0.009 (3) |
C2 | 0.023 (4) | 0.032 (4) | 0.022 (4) | 0.010 (3) | 0.003 (3) | 0.007 (3) |
C3 | 0.041 (5) | 0.033 (5) | 0.032 (5) | 0.014 (4) | 0.013 (4) | 0.015 (4) |
Ag1—O1 | 2.330 (7) | N1—C2 | 1.453 (11) |
Ag1—O2i | 2.282 (7) | N2—N3 | 1.297 (12) |
Ag1—N3ii | 2.494 (9) | N3—N4 | 1.350 (12) |
Ag1—N4iii | 2.442 (8) | N4—C3 | 1.331 (13) |
O1—C1 | 1.270 (11) | C1—C2 | 1.540 (12) |
O2—C1 | 1.238 (11) | C2—H2A | 0.9700 |
N1—C3 | 1.324 (12) | C2—H2B | 0.9700 |
N1—N2 | 1.331 (12) | C3—H3 | 0.9300 |
O2i—Ag1—O1 | 129.2 (3) | C3—N4—N3 | 105.1 (8) |
O2i—Ag1—N4iii | 118.7 (3) | C3—N4—Ag1iii | 117.8 (6) |
O1—Ag1—N4iii | 95.0 (3) | N3—N4—Ag1iii | 137.0 (6) |
O2i—Ag1—N3ii | 102.2 (3) | O2—C1—O1 | 127.3 (9) |
O1—Ag1—N3ii | 118.0 (3) | O2—C1—C2 | 117.2 (8) |
N4iii—Ag1—N3ii | 86.0 (3) | O1—C1—C2 | 115.5 (8) |
C1—O1—Ag1 | 120.6 (6) | N1—C2—C1 | 111.1 (7) |
C1—O2—Ag1i | 121.2 (6) | N1—C2—H2A | 109 |
C3—N1—N2 | 109.2 (8) | C1—C2—H2A | 109 |
C3—N1—C2 | 128.9 (8) | N1—C2—H2B | 109 |
N2—N1—C2 | 121.4 (8) | C1—C2—H2B | 109 |
N3—N2—N1 | 106.3 (8) | H2A—C2—H2B | 108 |
N2—N3—N4 | 111.0 (8) | N1—C3—N4 | 108.4 (9) |
N2—N3—Ag1iv | 112.1 (6) | N1—C3—H3 | 126 |
N4—N3—Ag1iv | 136.9 (6) | N4—C3—H3 | 126 |
Symmetry codes: (i) −x+1, −y, −z; (ii) x, y−1, z−1; (iii) −x+1, −y, −z+1; (iv) x, y+1, z+1. |
Experimental details
Crystal data | |
Chemical formula | [Ag(C3H3N4O2)] |
Mr | 234.96 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 293 |
a, b, c (Å) | 5.1584 (10), 7.7805 (16), 7.8711 (16) |
α, β, γ (°) | 109.40 (3), 98.87 (3), 104.85 (3) |
V (Å3) | 277.92 (14) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 3.56 |
Crystal size (mm) | 0.25 × 0.23 × 0.21 |
Data collection | |
Diffractometer | Rigaku/MSC Mercury CCD |
Absorption correction | Multi-scan (REQAB; Jacobson, 1998) |
Tmin, Tmax | 0.470, 0.522 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 2722, 1267, 1150 |
Rint | 0.056 |
(sin θ/λ)max (Å−1) | 0.649 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.062, 0.177, 1.23 |
No. of reflections | 1267 |
No. of parameters | 92 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 2.15, −0.97 |
Computer programs: CrystalStructure (Rigaku/MSC, 2002), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEPII (Johnson, 1976) and DIAMOND (Brandenburg, 1999).
Ag1—O1 | 2.330 (7) | Ag1—N3ii | 2.494 (9) |
Ag1—O2i | 2.282 (7) | Ag1—N4iii | 2.442 (8) |
Symmetry codes: (i) −x+1, −y, −z; (ii) x, y−1, z−1; (iii) −x+1, −y, −z+1. |
Acknowledgements
The authors acknowledge Guang Dong Ocean University for supporting this work.
References
Brandenburg, K. (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany. Google Scholar
Jacobson, R. (1998). REQAB. Private communication to the Molecular Structure Corporation, The Woodlands, Texas, USA. Google Scholar
Johnson, C. K. (1976). ORTEPII. Report ORNL-5138. Oak Ridge National Laboratory, Tennessee, USA. Google Scholar
Rigaku/MSC (2002). CrystalStructure. Rigaku/MSC, The Woodlands, Texas, USA. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Stagni, S., Palazzi, A., Zacchini, S., Ballarin, B., Bruno, C., Marcaccio, M., Paolucci, F., Monari, M., Carano, M. & Bard, A. J. (2006). Inorg. Chem. 45, 695–709. Web of Science CSD CrossRef PubMed CAS Google Scholar
Ye, Q., Song, Y.-M., Wang, G.-X., Chen, K., Fu, D.-W., Chan, P. W. H. & Xiong, R.-G. (2006). J. Am. Chem. Soc. 128, 6554–6555. Web of Science CSD CrossRef PubMed CAS Google Scholar
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In recent years, organic ligands with a tetrazole functional group have been greatly used in coordination chemistry for construction of metal-organic frameworks due to their diverse coordination modes and potential applications in varied fields (Stagni et al., 2006; Ye et al., 2006). The reaction of tetrazole-1-acetic acid (Htza) with AgNO3 in an alkaline aqueous solution yielded a new AgI coordination polymer, whose crystal structure is reported here.
In the title complex, the AgI atom is four-coordinated in a slightly distorted tetrahedral coordination geometry by two N atoms and two O atoms from four different tza ligands (Table 1), as illustrated in Fig. 1. The adjacent AgI atoms are co-bridged by tza liands. The tza ligand acts as a tetradentate ligand, bridging two Ag atoms through its carboxylate O atoms, while simultaneously binding to the other two Ag atoms through two N atoms of the tetrazole group, forming a two-dimensional network parallel to (1 0 0).