Poly[(μ₄-tetra­zole-1-acetato-κ⁴N³:N⁴:O:O′)silver(I)]

In the title complex, [Ag(C₃H₃N₄O₂)]_n, the Ag^I 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).

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.012 Å
• R factor = 0.062
• wR factor = 0.177
• Data-to-parameter ratio = 13.8

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT930_ALERT_2_B Check Twin Law ( 0 0  1)[ 2 2  5] Estimated BASF       0.15
PLAT930_ALERT_2_B Check Twin Law ( 0 0  1)[ 2 2  5] Estimated BASF       0.15

Alert level C
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density ....       2.22
PLAT342_ALERT_3_C Low Bond Precision on  C-C Bonds (x 1000) Ang ..         12
PLAT910_ALERT_3_C Missing # of FCF Reflections Below Th(Min) .....          2
PLAT912_ALERT_4_C Missing # of FCF Reflections Above STh/L=  0.600         14

Alert level G
PLAT154_ALERT_1_G The su's on the Cell Angles are Equal  (x 10000)       3000 Deg.
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_G Check the Reported   _diffrn_ambient_temperature        293 K
PLAT931_ALERT_5_G Check Twin Law ( 0 0  1)[       ] Estimated BASF       0.15
PLAT931_ALERT_5_G Check Twin Law (       )[ 2 2  5] Estimated BASF       0.15

   0 ALERT level A = In general: serious problem
   2 ALERT level B = Potentially serious problem
   4 ALERT level C = Check and explain
   5 ALERT level G = General alerts; check

   3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   3 ALERT type 2 Indicator that the structure model may be wrong or deficient
   2 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion
   2 ALERT type 5 Informative message, check

---

S1. Comment

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 Ag^I coordination polymer, whose crystal structure is reported here.

In the title complex, the Ag^I 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 Ag^I 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).

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).

S2. Experimental

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.

S3. Refinement

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 U_iso(H) = 1.2U_eq(C). The highest residual electron density was found 1.40 Å from N4 and the deepest hole 1.12 Å from Ag1.

Computing details

Data collection: CrystalStructure (Rigaku/MSC, 2002); cell refinement: 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).

Figures

	Fig. 1. The asymmetric unit of the title compound, with symmetrically related atoms to complete the Ag coordination. Displacement ellipsoids are drawn at the 30% probability level. [Symmetry codes: (i) 1-x, -y, -z; (ii) x, -1+y, -1+z; (iii) 1-x, -y, 1-z; (iv) 1-x, 1-y, 1-z; (v) x, y, -1+z.]
	Fig. 2. A view of the layer structure of the title compound.

Poly[(µ₄-tetrazole-1-acetato- κ⁴N³:N⁴:O:O')silver(I)]

Crystal data

[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) Å^3

Data collection

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

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.062	H-atom parameters constrained
wR(F^2) = 0.177	w = 1/[σ^2(Fo^2) + (0.0519P)^2 + 3.2858P] where P = (Fo^2 + 2Fc^2)/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+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.052 (15)

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

	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*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
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)

Geometric parameters (Å, º)

Ag1—O1	2.330 (7)	N1—C2	1.453 (11)
Ag1—O2^i	2.282 (7)	N2—N3	1.297 (12)
Ag1—N3^ii	2.494 (9)	N3—N4	1.350 (12)
Ag1—N4^iii	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
O2^i—Ag1—O1	129.2 (3)	C3—N4—N3	105.1 (8)
O2^i—Ag1—N4^iii	118.7 (3)	C3—N4—Ag1^iii	117.8 (6)
O1—Ag1—N4^iii	95.0 (3)	N3—N4—Ag1^iii	137.0 (6)
O2^i—Ag1—N3^ii	102.2 (3)	O2—C1—O1	127.3 (9)
O1—Ag1—N3^ii	118.0 (3)	O2—C1—C2	117.2 (8)
N4^iii—Ag1—N3^ii	86.0 (3)	O1—C1—C2	115.5 (8)
C1—O1—Ag1	120.6 (6)	N1—C2—C1	111.1 (7)
C1—O2—Ag1^i	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—Ag1^iv	112.1 (6)	N1—C3—H3	126
N4—N3—Ag1^iv	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.