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Acta Crystallogr Sect E Struct Rep Online. 2010 August 1; 66(Pt 8): m974.
Published online 2010 July 21. doi:  10.1107/S1600536810027029
PMCID: PMC3007519

Poly[(μ4-1,2,3-benzothia­diazole-7-carboxyl­ato)silver(I)]

Abstract

In the crystal structure of the title compound, [Ag(C7H3N2O2S)]n, the AgI atom is coordinated by two N atoms and three O atoms of four organic ligands forming a distorted square pyramid. The carboxyl­ate group acts as a bidentate ligand on one AgI atom and as a bridging group for a symmetry-related AgI atom, forming a dimer. Futhermore, the two N atoms of two thia­diazole rings bridge a third symmetry-related AgI atom, forming a six-membered ring. These two frameworks, AgO2Ag and AgN4Ag, extend in three directions, forming a three-dimensionnal polymer. The whole polymer is organized around inversion centers.

Related literature

For a metal-organic complex with inter­esting properties, see: Yaghi et al. (2003 [triangle]). For related structures, see: Chen & Mak (2005 [triangle]); Ng & Othman (1997 [triangle]); Brammer et al. (2002 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-66-0m974-scheme1.jpg

Experimental

Crystal data

  • [Ag(C7H3N2O2S)]
  • M r = 287.04
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-66-0m974-efi4.jpg
  • a = 5.8332 (12) Å
  • b = 14.786 (3) Å
  • c = 8.6377 (17) Å
  • β = 93.63 (3)°
  • V = 743.5 (3) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 2.95 mm−1
  • T = 293 K
  • 0.20 × 0.18 × 0.17 mm

Data collection

  • Rigaku SCXmini diffractometer
  • Absorption correction: multi-scan (ABSCOR; Higashi, 1995 [triangle]) T min = 0.630, T max = 1.000
  • 6233 measured reflections
  • 1291 independent reflections
  • 1144 reflections with I > 2σ(I)
  • R int = 0.044

Refinement

  • R[F 2 > 2σ(F 2)] = 0.041
  • wR(F 2) = 0.075
  • S = 1.16
  • 1291 reflections
  • 118 parameters
  • H-atom parameters constrained
  • Δρmax = 1.26 e Å−3
  • Δρmin = −0.63 e Å−3

Data collection: SCXmini Benchtop Crystallography System Software (Rigaku, 2006 [triangle]); cell refinement: PROCESS-AUTO (Rigaku, 1998 [triangle]); data reduction: PROCESS-AUTO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: ORTEPIII (Burnett & Johnson, 1996 [triangle]) and PLATON (Spek, 2009 [triangle]); software used to prepare material for publication: SHELXTL (Sheldrick, 2008 [triangle]).

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810027029/dn2580sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810027029/dn2580Isup2.hkl

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

Acknowledgments

The authors acknowledge financial support from Tianjin Municipal Education Commission (grant No. 20060503).

supplementary crystallographic information

Comment

Metal organic complexes have drawn much attentions owing to their various structures and their interesting properties (Yaghi et al., 2003). As a bridging ligand benzo[d][1,2,3]thiadiazole-7-carboxylate (L) with three types of heteroatoms has been less investigated. Here we reported the structure of the title complex.

In the title compound, AgI is coordinated by two N atoms and three oxygen atoms of four organic ligands forming a distorted square pyramid. The carboxylate group acts as a bidentate ligand on one silver atom and as a bridging group for a symmetry related silver forming a dimer. Futhermore the two nitrogen atoms of two thiadiazole rings bridge a third symmetry related Ag atom forming a six membered ring (Fig. 1). The Ag-O and Ag-N distances are in good agreement with the values observed in related AgI complexes (Chen et al., 2005; Ng & Othman, 1997; Brammer et al., 2002) . The thiadiazole groups bridge two AgI anions using two nitrogen atoms living the sulfur atoms uncoordinated. In the dimer formed by the carboxylate group, Ag···Ag distance is 3.1168 (12)Å.

The two frameworks AgO2Ag and AgN4Ag extend in the three direction to form a three dimensionnal polymer (Fig. 2) .The whole polymer is organised around inversion centers.

Experimental

A mixture of Ag(I)nitrate (1.5mmol), benzo[d][1,2,3]thiadiazole-7-carboxylate acid (0.75 mmol), in 10 ml water solvent was sealed in a Teflon-lined stainless-steel Parr bomb that was heated at 413 K for 48 h. Red crystals of the title complex were collected after the bomb was allowed to cool to room temperature.Yield 20% based on metal salte.

Refinement

Hydrogen atoms were included in calculated positions and treated as riding on their parent C atoms with C—H = 0.93Å and Uiso(H) = 1.2Ueq(C).

Figures

Fig. 1.
The coordinated mode of the metal ions. Ellipsoids are drawn at the 30% probability level. H atom have been omitted for clarity. [ Symmetry codes: i -x+1, y-1/2,-z+1/2; ii -x, -y+1,-z+1; iii -x+1,-y+1,-z+1; iv x-1,-y+3/2,z+1/2].
Fig. 2.
Packing view of the 3D structure viewed along the a axis. H atoms have been omitted for clarity.

Crystal data

[Ag(C7H3N2O2S)]F(000) = 552
Mr = 287.04Dx = 2.564 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 6859 reflections
a = 5.8332 (12) Åθ = 3.5–27.7°
b = 14.786 (3) ŵ = 2.95 mm1
c = 8.6377 (17) ÅT = 293 K
β = 93.63 (3)°Block, yellow
V = 743.5 (3) Å30.2 × 0.18 × 0.17 mm
Z = 4

Data collection

Rigaku SCXmini diffractometer1291 independent reflections
Radiation source: fine-focus sealed tube1144 reflections with I > 2σ(I)
graphiteRint = 0.044
ω scansθmax = 25.0°, θmin = 3.5°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)h = −6→6
Tmin = 0.630, Tmax = 1k = −17→17
6233 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)] = 0.041Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.075H-atom parameters constrained
S = 1.16w = 1/[σ2(Fo2) + (0.0199P)2 + 2.3752P] where P = (Fo2 + 2Fc2)/3
1291 reflections(Δ/σ)max = 0.001
118 parametersΔρmax = 1.26 e Å3
0 restraintsΔρmin = −0.63 e Å3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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
Ag10.22834 (8)0.54824 (3)0.55500 (6)0.04253 (19)
S10.8176 (2)0.67965 (9)0.27803 (16)0.0309 (3)
O20.9762 (7)0.8433 (3)0.1625 (4)0.0393 (10)
N10.4925 (7)0.6364 (3)0.4372 (5)0.0285 (10)
O10.8634 (7)0.9824 (3)0.2134 (5)0.0437 (11)
N20.6579 (8)0.6012 (3)0.3649 (5)0.0305 (11)
C10.8499 (10)0.8983 (4)0.2247 (6)0.0341 (13)
C50.3213 (9)0.7828 (4)0.4920 (6)0.0303 (13)
H5A0.20980.75760.55110.036*
C20.6652 (9)0.8593 (4)0.3167 (6)0.0268 (12)
C70.6539 (8)0.7651 (3)0.3390 (6)0.0237 (11)
C60.4826 (9)0.7294 (3)0.4252 (6)0.0257 (12)
C30.5022 (9)0.9111 (4)0.3794 (6)0.0315 (13)
H3A0.50380.97320.36310.038*
C40.3315 (9)0.8741 (4)0.4679 (6)0.0328 (13)
H4A0.22460.91190.51040.039*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Ag10.0450 (3)0.0259 (3)0.0598 (3)−0.0019 (2)0.0278 (2)−0.0036 (2)
S10.0320 (8)0.0274 (7)0.0347 (8)0.0004 (6)0.0123 (6)−0.0004 (6)
O20.039 (2)0.041 (2)0.040 (2)0.0007 (19)0.0199 (19)0.0042 (19)
N10.028 (2)0.023 (2)0.034 (3)−0.0008 (19)0.005 (2)−0.001 (2)
O10.057 (3)0.033 (2)0.043 (3)−0.014 (2)0.016 (2)0.0093 (19)
N20.032 (3)0.022 (2)0.038 (3)−0.001 (2)0.006 (2)0.002 (2)
C10.037 (3)0.036 (3)0.030 (3)−0.012 (3)0.004 (3)0.003 (3)
C50.025 (3)0.028 (3)0.039 (3)−0.005 (2)0.011 (2)−0.004 (2)
C20.029 (3)0.029 (3)0.022 (3)−0.004 (2)0.000 (2)−0.001 (2)
C70.022 (3)0.026 (3)0.023 (3)−0.002 (2)0.001 (2)−0.002 (2)
C60.027 (3)0.027 (3)0.023 (3)−0.002 (2)0.001 (2)0.001 (2)
C30.041 (3)0.021 (3)0.033 (3)0.000 (2)0.006 (3)0.000 (2)
C40.031 (3)0.028 (3)0.041 (3)0.002 (2)0.010 (3)−0.005 (3)

Geometric parameters (Å, °)

Ag1—N12.304 (4)C1—C21.494 (7)
Ag1—N2i2.396 (4)C5—C41.367 (7)
Ag1—O2ii2.402 (4)C5—C61.383 (7)
Ag1—O1iii2.540 (4)C5—H5A0.9300
Ag1—Ag1iv3.1168 (12)C2—C31.360 (7)
S1—C71.688 (5)C2—C71.408 (7)
S1—N21.693 (4)C7—C61.388 (7)
O2—C11.242 (7)C3—C41.404 (7)
N1—N21.292 (6)C3—H3A0.9300
N1—C61.379 (6)C4—H4A0.9300
O1—C11.251 (7)
N1—Ag1—N2i117.94 (15)O2—C1—C2116.4 (5)
N1—Ag1—O2ii103.64 (15)O1—C1—C2118.4 (5)
N2i—Ag1—O2ii132.00 (14)C4—C5—C6117.6 (5)
N1—Ag1—O1iii85.52 (15)C4—C5—H5A121.2
N2i—Ag1—O1iii87.08 (14)C6—C5—H5A121.2
O2ii—Ag1—O1iii120.64 (14)C3—C2—C7117.5 (5)
N1—Ag1—Ag1iv135.00 (11)C3—C2—C1122.7 (5)
N2i—Ag1—Ag1iv83.21 (11)C7—C2—C1119.7 (5)
O2ii—Ag1—Ag1iv83.74 (10)C6—C7—C2119.4 (5)
O1iii—Ag1—Ag1iv54.53 (10)C6—C7—S1108.9 (4)
C7—S1—N292.1 (2)C2—C7—S1131.7 (4)
C1—O2—Ag1v97.2 (3)N1—C6—C5124.4 (5)
N2—N1—C6113.3 (4)N1—C6—C7113.1 (4)
N2—N1—Ag1121.7 (3)C5—C6—C7122.6 (5)
C6—N1—Ag1124.8 (3)C2—C3—C4122.4 (5)
C1—O1—Ag1vi116.2 (4)C2—C3—H3A118.8
N1—N2—S1112.7 (3)C4—C3—H3A118.8
N1—N2—Ag1i115.7 (3)C5—C4—C3120.4 (5)
S1—N2—Ag1i127.6 (2)C5—C4—H4A119.8
O2—C1—O1125.1 (5)C3—C4—H4A119.8

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

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: DN2580).

References

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  • Burnett, M. N. & Johnson, C. K. (1996). ORTEPIII Report ORNL-6895. Oak Ridge National Laboratory, Tennessee, USA.
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  • Ng, S. W. & Othman, A. H. (1997). Acta Cryst. C53, 1396–1400.
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