metal-organic compounds
catena-Poly[[bis[μ-2-(3-pyridyl)-1H-benzimidazole]-κ2N2:N3;κ2N3:N2-disilver(I)]-μ-2,5-dicarboxybenzene-1,4-dicarboxylato-κ2O2:O5]
aDepartment of Civil Engineering, Fujian University of Technology, Fuzhou, Fujian 350002, People's Republic of China
*Correspondence e-mail: yq014@163.com
The title coordination polymer, [Ag2(C10H4O8)(C12H9N3)2]n, was prepared by a hydrothermal method. The AgI atom exists in a strongly distorted trigonal coordination environment. Two AgI ions related by an inversion centre are coordinated by two 2-(3-pyridyl)benzimidazole ligands, forming a centrosymmetric cyclic dimer. The bridging bidentate 2,5-dicarboxybenzene-1,4-dicarboxylate ligand is also located on an inversion centre and connects the binuclear units, generating a one-dimensional polymer. The almost-planar conformation of this ligand allows it to form a strong intramolecular O—H⋯O hydrogen bond. Finally, intermolecular N—H⋯O hydrogen bonds aggregate the chains into a three-dimensional framework.
Related literature
For related literature, see: Alcalde et al. (1992); Cao et al. (2002); Hu et al. (2004); Li et al. (2003); Xia et al. (2007).
Experimental
Crystal data
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Refinement
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Data collection: CrystalClear (Rigaku, 2000); cell CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: CrystalStructure (Rigaku, 2000); software used to prepare material for publication: SHELXL97.
Supporting information
10.1107/S1600536808004984/bh2158sup1.cif
contains datablocks I, global. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536808004984/bh2158Isup2.hkl
A solution of Ag2O (0.07 g, 0.30 mmol), 2-(3-pyridyl)-1H-benzimidazole (Alcalde et al., 1992) (0.14 g, 0.61 mmol), 1,2,4,5-benzenetetracarboxylic acid (0.066 g, 0.30 mmol) and H2O (15 ml) was stirred under ambient conditions. The solution was sealed in a 25 ml Teflon-lined stainless steel vessel, heated at 413 K for 4 days and cooled to room temperature for 3 days. The resulting product was recovered by filtration, washed with distilled water and dried in air (65% yield).
Anisotropic thermal parameters were applied to all non-hydrogen atoms. The carboxylic acid H atom H2B was initially located in a difference map, and then refined with a restrained O—H bond length of 0.83 (1) Å. Other H atoms were fixed geometrically and allowed to ride on their parent atoms, with C—H = 0.93 Å, N—H = 0.86 Å, and Uiso(H) = 1.2Ueq(carrier atom).
Data collection: CrystalClear (Rigaku, 2000); cell
CrystalClear (Rigaku, 2000); data reduction: CrystalClear (Rigaku, 2000); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: CrystalStructure (Rigaku, 2000); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).[Ag2(C10H4O8)(C12H9N3)2] | F(000) = 852 |
Mr = 858.32 | Dx = 1.909 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 3641 reflections |
a = 4.8940 (11) Å | θ = 2.5–27.5° |
b = 16.011 (4) Å | µ = 1.38 mm−1 |
c = 19.077 (4) Å | T = 293 K |
β = 92.393 (3)° | Prism, colourless |
V = 1493.6 (6) Å3 | 0.48 × 0.13 × 0.13 mm |
Z = 2 |
Rigaku Mercury CCD diffractometer | 3405 independent reflections |
Radiation source: fine-focus sealed tube | 3079 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.023 |
ω scans | θmax = 27.5°, θmin = 2.5° |
Absorption correction: multi-scan (CrystalClear; Rigaku, 2000) | h = −6→6 |
Tmin = 0.806, Tmax = 0.842 | k = −20→20 |
11420 measured reflections | l = −18→24 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.030 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.075 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.07 | w = 1/[σ2(Fo2) + (0.0366P)2 + 0.9191P] where P = (Fo2 + 2Fc2)/3 |
3405 reflections | (Δ/σ)max = 0.005 |
230 parameters | Δρmax = 0.50 e Å−3 |
1 restraint | Δρmin = −0.85 e Å−3 |
[Ag2(C10H4O8)(C12H9N3)2] | V = 1493.6 (6) Å3 |
Mr = 858.32 | Z = 2 |
Monoclinic, P21/n | Mo Kα radiation |
a = 4.8940 (11) Å | µ = 1.38 mm−1 |
b = 16.011 (4) Å | T = 293 K |
c = 19.077 (4) Å | 0.48 × 0.13 × 0.13 mm |
β = 92.393 (3)° |
Rigaku Mercury CCD diffractometer | 3405 independent reflections |
Absorption correction: multi-scan (CrystalClear; Rigaku, 2000) | 3079 reflections with I > 2σ(I) |
Tmin = 0.806, Tmax = 0.842 | Rint = 0.023 |
11420 measured reflections |
R[F2 > 2σ(F2)] = 0.030 | 1 restraint |
wR(F2) = 0.075 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.07 | Δρmax = 0.50 e Å−3 |
3405 reflections | Δρmin = −0.85 e Å−3 |
230 parameters |
x | y | z | Uiso*/Ueq | ||
Ag1 | 0.71244 (4) | 0.134099 (11) | 1.018347 (10) | 0.04125 (9) | |
C1 | 1.1680 (5) | −0.15500 (14) | 1.13812 (13) | 0.0343 (5) | |
H1A | 1.2997 | −0.1963 | 1.1336 | 0.041* | |
C2 | 1.0649 (5) | −0.14053 (14) | 1.20320 (14) | 0.0359 (5) | |
H2A | 1.1275 | −0.1717 | 1.2418 | 0.043* | |
C3 | 0.8688 (5) | −0.07976 (15) | 1.21087 (12) | 0.0329 (5) | |
H3B | 0.7980 | −0.0695 | 1.2545 | 0.039* | |
C4 | 0.7781 (4) | −0.03380 (13) | 1.15231 (12) | 0.0265 (4) | |
C5 | 0.8913 (5) | −0.05275 (13) | 1.08884 (12) | 0.0324 (5) | |
H5A | 0.8300 | −0.0232 | 1.0493 | 0.039* | |
C6 | 0.5728 (4) | 0.03242 (13) | 1.15806 (11) | 0.0264 (4) | |
C7 | 0.3021 (5) | 0.13812 (13) | 1.13776 (12) | 0.0269 (4) | |
C8 | 0.1575 (5) | 0.20687 (14) | 1.11051 (13) | 0.0347 (5) | |
H8A | 0.1860 | 0.2269 | 1.0656 | 0.042* | |
C9 | −0.0299 (5) | 0.24392 (16) | 1.15313 (14) | 0.0386 (6) | |
H9A | −0.1287 | 0.2900 | 1.1365 | 0.046* | |
C10 | −0.0745 (5) | 0.21380 (16) | 1.22058 (14) | 0.0383 (6) | |
H10A | −0.2039 | 0.2399 | 1.2474 | 0.046* | |
C11 | 0.0682 (5) | 0.14644 (15) | 1.24842 (13) | 0.0332 (5) | |
H11A | 0.0396 | 0.1267 | 1.2934 | 0.040* | |
C12 | 0.2577 (4) | 0.10963 (13) | 1.20541 (11) | 0.0264 (4) | |
C13 | 0.5075 (5) | 0.32005 (13) | 0.96973 (12) | 0.0322 (5) | |
C14 | 0.4884 (5) | 0.41435 (13) | 0.98108 (11) | 0.0271 (4) | |
C15 | 0.3175 (5) | 0.47238 (13) | 0.94531 (11) | 0.0271 (4) | |
C16 | 0.1144 (5) | 0.45603 (15) | 0.88456 (12) | 0.0320 (5) | |
C17 | 0.3352 (5) | 0.55568 (14) | 0.96571 (12) | 0.0297 (5) | |
H17A | 0.2214 | 0.5939 | 0.9422 | 0.036* | |
N1 | 1.0845 (4) | −0.11132 (12) | 1.08101 (11) | 0.0347 (4) | |
N2 | 0.5015 (4) | 0.08847 (11) | 1.10831 (9) | 0.0273 (4) | |
N3 | 0.4299 (4) | 0.04296 (11) | 1.21627 (9) | 0.0273 (4) | |
H3A | 0.4443 | 0.0131 | 1.2537 | 0.033* | |
O1 | 0.6918 (4) | 0.28180 (11) | 1.00119 (11) | 0.0484 (5) | |
O2 | 0.3341 (4) | 0.28260 (11) | 0.92949 (12) | 0.0486 (5) | |
H2B | 0.217 (7) | 0.316 (2) | 0.912 (2) | 0.082 (13)* | |
O3 | 0.0298 (4) | 0.51666 (11) | 0.84962 (9) | 0.0440 (4) | |
O4 | 0.0356 (4) | 0.38153 (11) | 0.87095 (10) | 0.0456 (5) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ag1 | 0.05515 (15) | 0.02899 (12) | 0.04086 (13) | 0.01185 (8) | 0.01680 (9) | 0.00789 (7) |
C1 | 0.0358 (12) | 0.0225 (10) | 0.0449 (14) | 0.0059 (9) | 0.0042 (10) | 0.0043 (9) |
C2 | 0.0383 (13) | 0.0301 (12) | 0.0393 (13) | 0.0058 (10) | 0.0011 (10) | 0.0093 (9) |
C3 | 0.0362 (12) | 0.0305 (12) | 0.0320 (12) | 0.0041 (10) | 0.0018 (9) | 0.0010 (9) |
C4 | 0.0274 (11) | 0.0187 (9) | 0.0333 (11) | −0.0010 (8) | 0.0010 (8) | −0.0001 (8) |
C5 | 0.0411 (13) | 0.0216 (10) | 0.0347 (12) | 0.0054 (9) | 0.0037 (10) | 0.0026 (8) |
C6 | 0.0283 (11) | 0.0205 (10) | 0.0303 (11) | −0.0005 (8) | −0.0007 (8) | −0.0007 (8) |
C7 | 0.0263 (11) | 0.0219 (10) | 0.0323 (11) | −0.0002 (8) | −0.0002 (8) | −0.0008 (8) |
C8 | 0.0368 (13) | 0.0280 (11) | 0.0386 (13) | 0.0034 (10) | −0.0037 (10) | 0.0050 (9) |
C9 | 0.0372 (13) | 0.0284 (12) | 0.0492 (15) | 0.0097 (10) | −0.0073 (11) | −0.0006 (10) |
C10 | 0.0324 (12) | 0.0360 (13) | 0.0463 (14) | 0.0081 (10) | 0.0001 (10) | −0.0107 (10) |
C11 | 0.0319 (12) | 0.0337 (12) | 0.0339 (12) | 0.0015 (9) | 0.0014 (9) | −0.0027 (9) |
C12 | 0.0259 (11) | 0.0223 (10) | 0.0307 (11) | 0.0005 (8) | −0.0023 (8) | −0.0012 (8) |
C13 | 0.0455 (14) | 0.0189 (10) | 0.0327 (12) | 0.0017 (9) | 0.0057 (10) | −0.0001 (8) |
C14 | 0.0379 (12) | 0.0173 (9) | 0.0261 (10) | 0.0030 (8) | 0.0037 (9) | 0.0002 (7) |
C15 | 0.0347 (12) | 0.0219 (10) | 0.0249 (10) | 0.0022 (9) | 0.0035 (8) | 0.0003 (8) |
C16 | 0.0380 (13) | 0.0309 (11) | 0.0269 (11) | 0.0029 (9) | 0.0012 (9) | −0.0016 (9) |
C17 | 0.0400 (13) | 0.0207 (10) | 0.0282 (11) | 0.0055 (9) | −0.0013 (9) | 0.0031 (8) |
N1 | 0.0428 (12) | 0.0208 (9) | 0.0410 (11) | 0.0040 (8) | 0.0082 (9) | 0.0028 (8) |
N2 | 0.0303 (10) | 0.0220 (9) | 0.0297 (9) | 0.0025 (7) | 0.0020 (7) | 0.0016 (7) |
N3 | 0.0304 (10) | 0.0244 (9) | 0.0272 (9) | 0.0038 (7) | 0.0014 (7) | 0.0023 (7) |
O1 | 0.0691 (13) | 0.0194 (8) | 0.0554 (11) | 0.0126 (8) | −0.0126 (10) | 0.0003 (7) |
O2 | 0.0545 (12) | 0.0220 (8) | 0.0680 (13) | 0.0009 (8) | −0.0133 (10) | −0.0091 (8) |
O3 | 0.0638 (12) | 0.0335 (9) | 0.0334 (9) | 0.0062 (9) | −0.0137 (8) | −0.0009 (7) |
O4 | 0.0538 (12) | 0.0345 (9) | 0.0471 (11) | −0.0065 (8) | −0.0147 (9) | −0.0035 (8) |
Ag1—N2 | 2.1663 (18) | C9—H9A | 0.9300 |
Ag1—N1i | 2.207 (2) | C10—C11 | 1.379 (3) |
Ag1—O1 | 2.3889 (18) | C10—H10A | 0.9300 |
C1—N1 | 1.344 (3) | C11—C12 | 1.394 (3) |
C1—C2 | 1.379 (4) | C11—H11A | 0.9300 |
C1—H1A | 0.9300 | C12—N3 | 1.370 (3) |
C2—C3 | 1.379 (3) | C13—O1 | 1.226 (3) |
C2—H2A | 0.9300 | C13—O2 | 1.271 (3) |
C3—C4 | 1.395 (3) | C13—C14 | 1.529 (3) |
C3—H3B | 0.9300 | C14—C17ii | 1.390 (3) |
C4—C5 | 1.386 (3) | C14—C15 | 1.407 (3) |
C4—C6 | 1.468 (3) | C15—C17 | 1.391 (3) |
C5—N1 | 1.344 (3) | C15—C16 | 1.518 (3) |
C5—H5A | 0.9300 | C16—O3 | 1.239 (3) |
C6—N3 | 1.347 (3) | C16—O4 | 1.277 (3) |
C6—N2 | 1.342 (3) | C16—O4 | 1.277 (3) |
C7—C8 | 1.397 (3) | C17—H17A | 0.9300 |
C7—N2 | 1.395 (3) | N3—O3iii | 2.742 (3) |
C7—C12 | 1.394 (3) | N3—H3A | 0.8600 |
C8—C9 | 1.384 (4) | O2—O4 | 2.399 (3) |
C8—H8A | 0.9300 | O2—H2B | 0.846 (19) |
C9—C10 | 1.400 (4) | ||
N2—Ag1—N1i | 150.61 (7) | C12—C11—H11A | 121.9 |
N2—Ag1—O1 | 115.06 (7) | N3—C12—C11 | 131.3 (2) |
N1i—Ag1—O1 | 93.66 (7) | N3—C12—C7 | 106.02 (18) |
N1—C1—C2 | 122.1 (2) | C11—C12—C7 | 122.7 (2) |
N1—C1—H1A | 118.9 | O1—C13—O2 | 121.3 (2) |
C2—C1—H1A | 118.9 | O1—C13—C14 | 118.2 (2) |
C3—C2—C1 | 119.8 (2) | O2—C13—C14 | 120.5 (2) |
C3—C2—H2A | 120.1 | C17ii—C14—C15 | 117.68 (19) |
C1—C2—H2A | 120.1 | C17ii—C14—C13 | 113.86 (19) |
C2—C3—C4 | 119.1 (2) | C15—C14—C13 | 128.5 (2) |
C2—C3—H3B | 120.4 | C17—C15—C14 | 117.9 (2) |
C4—C3—H3B | 120.4 | C17—C15—C16 | 114.22 (19) |
C5—C4—C3 | 117.3 (2) | C14—C15—C16 | 127.83 (19) |
C5—C4—C6 | 121.6 (2) | O3—C16—O4 | 122.1 (2) |
C3—C4—C6 | 121.1 (2) | O3—C16—O4 | 122.1 (2) |
N1—C5—C4 | 124.0 (2) | O3—C16—C15 | 118.0 (2) |
N1—C5—H5A | 118.0 | O4—C16—C15 | 119.9 (2) |
C4—C5—H5A | 118.0 | O4—C16—C15 | 119.9 (2) |
N3—C6—N2 | 111.75 (19) | C15—C17—C14ii | 124.4 (2) |
N3—C6—C4 | 122.18 (19) | C15—C17—H17A | 117.8 |
N2—C6—C4 | 126.1 (2) | C14ii—C17—H17A | 117.8 |
C8—C7—N2 | 130.6 (2) | C5—N1—C1 | 117.7 (2) |
C8—C7—C12 | 120.4 (2) | C5—N1—Ag1i | 123.69 (16) |
N2—C7—C12 | 108.97 (19) | C1—N1—Ag1i | 118.53 (16) |
C9—C8—C7 | 117.2 (2) | C6—N2—C7 | 105.18 (18) |
C9—C8—H8A | 121.4 | C6—N2—Ag1 | 131.88 (15) |
C7—C8—H8A | 121.4 | C7—N2—Ag1 | 119.44 (14) |
C8—C9—C10 | 121.7 (2) | C6—N3—C12 | 108.07 (18) |
C8—C9—H9A | 119.2 | C6—N3—O3iii | 129.98 (14) |
C10—C9—H9A | 119.2 | C12—N3—O3iii | 119.74 (14) |
C11—C10—C9 | 121.9 (2) | C6—N3—H3A | 126.0 |
C11—C10—H10A | 119.1 | C12—N3—H3A | 126.0 |
C9—C10—H10A | 119.1 | C13—O1—Ag1 | 125.98 (17) |
C10—C11—C12 | 116.3 (2) | C13—O2—O4 | 110.37 (15) |
C10—C11—H11A | 121.9 | C13—O2—H2B | 111 (3) |
N1—C1—C2—C3 | 0.3 (4) | C14—C15—C17—C14ii | 0.3 (4) |
C1—C2—C3—C4 | 0.0 (4) | C16—C15—C17—C14ii | −178.4 (2) |
C2—C3—C4—C5 | 0.4 (3) | C4—C5—N1—C1 | 1.3 (4) |
C2—C3—C4—C6 | −179.0 (2) | C4—C5—N1—Ag1i | −174.85 (17) |
C3—C4—C5—N1 | −1.1 (4) | C2—C1—N1—C5 | −0.9 (4) |
C6—C4—C5—N1 | 178.3 (2) | C2—C1—N1—Ag1i | 175.50 (19) |
C5—C4—C6—N3 | 169.4 (2) | N3—C6—N2—C7 | 0.7 (2) |
C3—C4—C6—N3 | −11.2 (3) | C4—C6—N2—C7 | −179.8 (2) |
C5—C4—C6—N2 | −10.2 (3) | N3—C6—N2—Ag1 | 158.67 (15) |
C3—C4—C6—N2 | 169.2 (2) | C4—C6—N2—Ag1 | −21.7 (3) |
N2—C7—C8—C9 | −179.8 (2) | C8—C7—N2—C6 | 179.0 (2) |
C12—C7—C8—C9 | −0.6 (3) | C12—C7—N2—C6 | −0.3 (2) |
C7—C8—C9—C10 | −0.3 (4) | C8—C7—N2—Ag1 | 17.7 (3) |
C8—C9—C10—C11 | 0.9 (4) | C12—C7—N2—Ag1 | −161.64 (14) |
C9—C10—C11—C12 | −0.5 (4) | N1i—Ag1—N2—C6 | 57.2 (3) |
C10—C11—C12—N3 | −179.8 (2) | O1—Ag1—N2—C6 | −135.92 (19) |
C10—C11—C12—C7 | −0.4 (4) | N1i—Ag1—N2—C7 | −147.28 (17) |
C8—C7—C12—N3 | −179.5 (2) | O1—Ag1—N2—C7 | 19.57 (18) |
N2—C7—C12—N3 | −0.1 (2) | N2—C6—N3—C12 | −0.8 (2) |
C8—C7—C12—C11 | 0.9 (4) | C4—C6—N3—C12 | 179.6 (2) |
N2—C7—C12—C11 | −179.7 (2) | N2—C6—N3—O3iii | −163.40 (15) |
O1—C13—C14—C17ii | −8.4 (3) | C4—C6—N3—O3iii | 17.0 (3) |
O2—C13—C14—C17ii | 170.6 (2) | C11—C12—N3—C6 | −180.0 (2) |
O1—C13—C14—C15 | 172.0 (2) | C7—C12—N3—C6 | 0.5 (2) |
O2—C13—C14—C15 | −9.0 (4) | C11—C12—N3—O3iii | −15.2 (3) |
C17ii—C14—C15—C17 | −0.3 (4) | C7—C12—N3—O3iii | 165.26 (14) |
C13—C14—C15—C17 | 179.3 (2) | O2—C13—O1—Ag1 | −15.7 (4) |
C17ii—C14—C15—C16 | 178.2 (2) | C14—C13—O1—Ag1 | 163.34 (15) |
C13—C14—C15—C16 | −2.1 (4) | N2—Ag1—O1—C13 | −85.5 (2) |
C17—C15—C16—O3 | 15.1 (3) | N1i—Ag1—O1—C13 | 88.1 (2) |
C14—C15—C16—O3 | −163.5 (2) | O1—C13—O2—O4 | −175.0 (2) |
C17—C15—C16—O4 | −164.8 (2) | C14—C13—O2—O4 | 6.0 (3) |
C14—C15—C16—O4 | 16.6 (4) | O3—C16—O4—O4 | 0.0 (4) |
C17—C15—C16—O4 | −164.8 (2) | C15—C16—O4—O4 | 0.0 (3) |
C14—C15—C16—O4 | 16.6 (4) |
Symmetry codes: (i) −x+2, −y, −z+2; (ii) −x+1, −y+1, −z+2; (iii) x+1/2, −y+1/2, z+1/2. |
D—H···A | D—H | H···A | D···A | D—H···A |
O2—H2B···O4 | 0.85 (2) | 1.56 (2) | 2.399 (3) | 171 (4) |
N3—H3A···O3iii | 0.86 | 1.92 | 2.742 (3) | 159 |
Symmetry code: (iii) x+1/2, −y+1/2, z+1/2. |
Experimental details
Crystal data | |
Chemical formula | [Ag2(C10H4O8)(C12H9N3)2] |
Mr | 858.32 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 293 |
a, b, c (Å) | 4.8940 (11), 16.011 (4), 19.077 (4) |
β (°) | 92.393 (3) |
V (Å3) | 1493.6 (6) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 1.38 |
Crystal size (mm) | 0.48 × 0.13 × 0.13 |
Data collection | |
Diffractometer | Rigaku Mercury CCD diffractometer |
Absorption correction | Multi-scan (CrystalClear; Rigaku, 2000) |
Tmin, Tmax | 0.806, 0.842 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 11420, 3405, 3079 |
Rint | 0.023 |
(sin θ/λ)max (Å−1) | 0.649 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.030, 0.075, 1.07 |
No. of reflections | 3405 |
No. of parameters | 230 |
No. of restraints | 1 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 0.50, −0.85 |
Computer programs: CrystalClear (Rigaku, 2000), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), CrystalStructure (Rigaku, 2000).
Ag1—N2 | 2.1663 (18) | Ag1—O1 | 2.3889 (18) |
Ag1—N1i | 2.207 (2) | ||
N2—Ag1—N1i | 150.61 (7) | N1i—Ag1—O1 | 93.66 (7) |
N2—Ag1—O1 | 115.06 (7) |
Symmetry code: (i) −x+2, −y, −z+2. |
D—H···A | D—H | H···A | D···A | D—H···A |
O2—H2B···O4 | 0.846 (19) | 1.56 (2) | 2.399 (3) | 171 (4) |
N3—H3A···O3ii | 0.86 | 1.92 | 2.742 (3) | 159.4 |
Symmetry code: (ii) x+1/2, −y+1/2, z+1/2. |
Footnotes
‡Alternative address: Fuzhou University, Fuzhou, Fujian 350002 People's Republic of China.
Acknowledgements
The author gratefully acknowledges the financial support of the Key Science and Technology Project of Fujian Province (grant No. 2005H045).
References
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1,2,4,5-Benzenetetracarboxylic acid (H4BTEC) has been regarded as an excellent candidate for the construction of multi-dimensional coordination polymers for its versatile coordination modes and rich hydrogen bonding (Cao et al., 2002; Hu et al., 2004; Li et al., 2003). The coordination supramolecular architectures are controlled by the extent of the deprotonation of H4BTEC, nature of the auxiliary ligands, and metal coordination centers.
In the title coordination polymer, (I), the AgI is three coordinated (Fig. 1). Two symmetry related AgI ions are bonded by four N atoms from two 2-(3-pyridyl)-1H-benzimidazole ligands in the head to end mode, forming a centrosymmetric cyclic dimer. The coordination sphere of the cyclic dimer is completed by the 2,5-dicarboxybenzene-1,4-dicarboxylate coordinating in a bis(monodentate) fashion, which is similar to the coordination mode reported by Xia et al. (2007). The centrosymmetric bridging 2,5-dicarboxybenzene-1,4-dicarboxylate ligands link the binuclear units into a one-dimensional polymeric chain (Fig. 2). Interestingly, the coordinating O atom is provided by the undeprotonated carboxylic group rather than the deprotonated one. The O2—H group in the undeprotonated carboxylic group forms a strong intramolecular hydrogen bond with the adjacent carboxylate group [O2···O4: 2.399 (3) Å]. This contact allows planarity for the bridging ligand, which may be related to the non-coordinating character of carboxylate functionalities. The uncoordinated carboxylate group also provides another O atom for the formation of intermolecular hydrogen bonds [N3···O3: 2.742 (3) Å], forming a three-dimensional framework (Fig. 3). Despite of the presence of aromatic rings, no apparent π···π stacking interactions are found in the crystal structure.