Poly[(μ₄-tetra­zole-1-acetato-κ⁴ N ³:N ⁴:O:O′)silver(I)]

Abstract

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).

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

• [Ag(C₃H₃N₄O₂)]

• M _r = 234.96

• Triclinic,

• a = 5.1584 (10) Å

• b = 7.7805 (16) Å

• c = 7.8711 (16) Å

• α = 109.40 (3)°

• β = 98.87 (3)°

• γ = 104.85 (3)°

• V = 277.92 (14) ų

• Z = 2

• Mo Kα radiation

• μ = 3.56 mm⁻¹

• T = 293 K

• 0.25 × 0.23 × 0.21 mm

Data collection

• Rigaku/MSC Mercury CCD diffractometer

• Absorption correction: multi-scan (REQAB; Jacobson, 1998 ▶) T _min = 0.470, T _max = 0.522

• 2722 measured reflections

• 1267 independent reflections

• 1150 reflections with I > 2σ(I)

• R _int = 0.056

Refinement

• R[F ² > 2σ(F ²)] = 0.062

• wR(F ²) = 0.177

• S = 1.23

• 1267 reflections

• 92 parameters

• H-atom parameters constrained

• Δρ_max = 2.15 e Å⁻³

• Δρ_min = −0.97 e Å⁻³

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

Supplementary Material

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

Table 1. Selected bond lengths (Å).

Ag1—O1	2.330 (7)
Ag1—O2i	2.282 (7)
Ag1—N3ii	2.494 (9)
Ag1—N4iii	2.442 (8)

Symmetry codes: (i) ; (ii) ; (iii) .

supplementary crystallographic information

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).

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.

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.

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.

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) Å3

Data collection

Rigaku/MSC Mercury CCD diffractometer	1267 independent reflections
Radiation source: fine-focus sealed tube	1150 reflections with I > 2σ(I)
graphite	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 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)

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)

	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)

Geometric parameters (Å, °)

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.