In the title compound, [Ag
2(C
12H
12N
2)
2](C
4H
2O
4)·9H
2O, the
N-heterocycle links adjacent Ag atoms into a polycationic chain; the Ag atom shows linear coordination. The Ag atom lies on a special position of
site symmetry, the
N-heterocycle about another special position of
site symmetry, the dianion about a special position of 2 site symmetry and one water O atom on a special position of 222 site symmetry. The anion and solvent water molecules are hydrogen bonded into a three-dimensional network.
Supporting information
CCDC reference: 647468
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.005 Å
- Disorder in solvent or counterion
- R factor = 0.035
- wR factor = 0.107
- Data-to-parameter ratio = 15.5
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT420_ALERT_2_B D-H Without Acceptor O2W - H22 ... ?
PLAT737_ALERT_1_B D...A Calc 2.780(3), Rep 2.78(2) ...... 6.67 su-Ra
O3W -O1W 1.555 1.555
Alert level C
PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for C7
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.68
PLAT302_ALERT_4_C Anion/Solvent Disorder ......................... 29.00 Perc.
PLAT415_ALERT_2_C Short Inter D-H..H-X H8 .. H21 .. 2.11 Ang.
PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) . 1.15 Ratio
0 ALERT level A = In general: serious problem
2 ALERT level B = Potentially serious problem
5 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
1 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
0 ALERT type 3 Indicator that the structure quality may be low
3 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2007).
catena-Poly[[silver(I)-µ-1,2-di-4-pyridylethane-
κ2N:
N']
hemifumarate 4.5-hydrate]
top
Crystal data top
[Ag2(C12H12N2)2](C4H2O4)·9H2O | F(000) = 3504 |
Mr = 860.41 | Dx = 1.651 Mg m−3 |
Orthorhombic, Fddd | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -F 2uv 2vw | Cell parameters from 2740 reflections |
a = 13.557 (1) Å | θ = 2.7–26.0° |
b = 15.284 (1) Å | µ = 1.20 mm−1 |
c = 33.413 (3) Å | T = 295 K |
V = 6923.3 (9) Å3 | Block, colorless |
Z = 8 | 0.45 × 0.38 × 0.21 mm |
Data collection top
Bruker APEXII diffractometer | 1984 independent reflections |
Radiation source: medium-focus sealed tube | 1445 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.025 |
φ and ω scans | θmax = 27.5°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −14→17 |
Tmin = 0.586, Tmax = 0.780 | k = −17→19 |
9866 measured reflections | l = −43→35 |
Refinement top
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)] = 0.035 | H-atom parameters constrained |
wR(F2) = 0.107 | w = 1/[σ2(Fo2) + (0.0554P)2 + 4.3764P] where P = (Fo2 + 2Fc2)/3 |
S = 1.11 | (Δ/σ)max = 0.001 |
1984 reflections | Δρmax = 0.44 e Å−3 |
128 parameters | Δρmin = −0.33 e Å−3 |
5 restraints | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.00016 (3) |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Ag1 | 0.7500 | 0.5000 | 0.2500 | 0.0665 (2) | |
O1w | 0.7626 (2) | 0.5136 (2) | 0.1598 (1) | 0.0733 (7) | |
O2w | 0.7226 (2) | 0.3603 (2) | 0.1178 (1) | 0.0911 (8) | |
O3w | 0.6250 | 0.6250 | 0.1250 | 0.063 (1) | |
N1 | 0.5922 (2) | 0.5158 (2) | 0.2464 (1) | 0.0487 (6) | |
C1 | 0.5433 (2) | 0.5054 (2) | 0.2121 (1) | 0.061 (1) | |
C2 | 0.4425 (2) | 0.5121 (2) | 0.2090 (1) | 0.062 (1) | |
C3 | 0.3867 (2) | 0.5307 (2) | 0.2424 (1) | 0.054 (1) | |
C4 | 0.4372 (2) | 0.5426 (2) | 0.2778 (1) | 0.061 (1) | |
C5 | 0.5383 (2) | 0.5350 (2) | 0.2785 (1) | 0.057 (1) | |
C6 | 0.2758 (2) | 0.5370 (3) | 0.2401 (1) | 0.072 (1) | |
O1 | 0.947 (1) | 0.561 (1) | 0.1285 (6) | 0.077 (4) | 0.50 |
O2 | 0.933 (1) | 0.706 (1) | 0.1243 (5) | 0.071 (4) | 0.50 |
C7 | 0.9802 (4) | 0.637 (2) | 0.1265 (4) | 0.054 (4) | 0.50 |
C8 | 1.0885 (3) | 0.6538 (3) | 0.1264 (3) | 0.073 (2) | 0.50 |
H11 | 0.8206 | 0.5311 | 0.1533 | 0.088* | |
H12 | 0.7536 | 0.4630 | 0.1496 | 0.088* | |
H21 | 0.7509 | 0.3111 | 0.1209 | 0.109* | |
H22 | 0.7362 | 0.3758 | 0.0929 | 0.109* | |
H31 | 0.6340 | 0.5904 | 0.1444 | 0.076* | 0.50 |
H1 | 0.5793 | 0.4929 | 0.1891 | 0.073* | |
H2 | 0.4120 | 0.5041 | 0.1843 | 0.075* | |
H4 | 0.4030 | 0.5556 | 0.3012 | 0.073* | |
H5 | 0.5708 | 0.5439 | 0.3027 | 0.068* | |
H6a | 0.2550 | 0.5913 | 0.2526 | 0.086* | |
H6b | 0.2562 | 0.5391 | 0.2122 | 0.086* | |
H8 | 1.1073 | 0.7123 | 0.1264 | 0.088* | 0.50 |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ag1 | 0.0226 (2) | 0.0676 (3) | 0.1092 (4) | 0.0011 (1) | −0.0030 (2) | −0.0011 (2) |
O1w | 0.050 (1) | 0.083 (2) | 0.087 (2) | −0.003 (1) | 0.000 (1) | 0.004 (1) |
O2w | 0.094 (2) | 0.081 (2) | 0.098 (2) | −0.001 (2) | −0.005 (2) | 0.019 (2) |
O3w | 0.048 (3) | 0.065 (3) | 0.076 (3) | 0.000 | 0.000 | 0.000 |
N1 | 0.025 (1) | 0.060 (2) | 0.061 (1) | 0.000 (1) | −0.001 (1) | 0.002 (1) |
C1 | 0.037 (2) | 0.096 (3) | 0.051 (2) | −0.006 (2) | 0.003 (1) | −0.001 (2) |
C2 | 0.039 (2) | 0.098 (3) | 0.049 (2) | −0.009 (2) | −0.008 (1) | 0.006 (2) |
C3 | 0.026 (1) | 0.063 (2) | 0.072 (2) | −0.003 (1) | −0.004 (1) | 0.011 (1) |
C4 | 0.034 (2) | 0.089 (2) | 0.059 (2) | 0.001 (2) | 0.005 (1) | −0.007 (2) |
C5 | 0.036 (2) | 0.079 (2) | 0.056 (2) | −0.002 (1) | −0.004 (1) | −0.004 (2) |
C6 | 0.024 (1) | 0.084 (2) | 0.108 (3) | −0.003 (2) | −0.003 (2) | 0.024 (2) |
O1 | 0.040 (5) | 0.055 (7) | 0.137 (9) | 0.000 (6) | −0.004 (5) | 0.004 (6) |
O2 | 0.048 (6) | 0.08 (1) | 0.082 (5) | 0.011 (5) | 0.001 (4) | −0.006 (5) |
C7 | 0.031 (2) | 0.08 (1) | 0.052 (3) | −0.015 (6) | 0.005 (5) | −0.009 (5) |
C8 | 0.035 (3) | 0.053 (4) | 0.131 (5) | −0.007 (2) | −0.008 (4) | 0.009 (5) |
Geometric parameters (Å, º) top
Ag1—N1 | 2.157 (3) | C8—C8iii | 1.324 (5) |
Ag1—N1i | 2.157 (3) | O1w—H11 | 0.86 |
Ag1—O1w | 3.027 (3) | O1w—H12 | 0.85 |
N1—C5 | 1.329 (4) | O2w—H21 | 0.85 |
N1—C1 | 1.333 (4) | O2w—H22 | 0.89 |
C1—C2 | 1.374 (5) | O3w—H31 | 0.84 |
C2—C3 | 1.378 (4) | C1—H1 | 0.93 |
C3—C4 | 1.380 (4) | C2—H2 | 0.93 |
C3—C6 | 1.508 (4) | C4—H4 | 0.93 |
C4—C5 | 1.376 (4) | C5—H5 | 0.93 |
C6—C6ii | 1.486 (8) | C6—H6a | 0.97 |
O1—C7 | 1.242 (5) | C6—H6a | 0.97 |
O2—C7 | 1.242 (5) | C8—H8 | 0.93 |
C7—C8 | 1.491 (5) | | |
| | | |
N1i—Ag1—N1 | 180 | Ag1—O1w—H12 | 109.0 |
N1i—Ag1—O1w | 90.39 (7) | H11—O1w—H12 | 108.4 |
N1—Ag1—O1w | 89.61 (7) | H21—O2w—H22 | 104.9 |
C5—N1—C1 | 116.5 (3) | N1—C1—H1 | 118.3 |
C5—N1—Ag1 | 121.7 (2) | C2—C1—H1 | 118.3 |
C1—N1—Ag1 | 121.8 (2) | C1—C2—H2 | 120.0 |
N1—C1—C2 | 123.4 (3) | C3—C2—H2 | 120.0 |
C1—C2—C3 | 120.0 (3) | C5—C4—H4 | 120.1 |
C2—C3—C4 | 116.7 (3) | C3—C4—H4 | 120.1 |
C2—C3—C6 | 121.3 (3) | N1—C5—H5 | 118.2 |
C4—C3—C6 | 122.0 (3) | C4—C5—H5 | 118.2 |
C5—C4—C3 | 119.8 (3) | C6ii—C6—H6a | 108.9 |
N1—C5—C4 | 123.5 (3) | C3—C6—H6a | 108.9 |
C6ii—C6—C3 | 113.5 (4) | C6ii—C6—H6b | 108.9 |
O1—C7—O2 | 127.6 (6) | C3—C6—H6b | 108.9 |
O1—C7—C8 | 121 (2) | H6a—C6—H6b | 107.7 |
O2—C7—C8 | 111 (2) | C7—C8—H8 | 115.8 |
Ag1—O1w—H11 | 108.8 | | |
| | | |
O1w—Ag1—N1—C5 | −165.0 (2) | C1—N1—C5—C4 | 1.4 (5) |
O1w—Ag1—N1—C1 | 16.1 (2) | Ag1—N1—C5—C4 | −177.6 (2) |
C5—N1—C1—C2 | −1.1 (5) | C3—C4—C5—N1 | −0.7 (5) |
Ag1—N1—C1—C2 | 177.8 (2) | C2—C3—C6—C6ii | 108.9 (5) |
N1—C1—C2—C3 | 0.2 (5) | C4—C3—C6—C6ii | −70.5 (6) |
C1—C2—C3—C4 | 0.5 (5) | O1—C7—C8—C8iii | 3.6 (6) |
C1—C2—C3—C6 | −178.9 (3) | O2—C7—C8—C8iii | −176.4 (5) |
C2—C3—C4—C5 | −0.3 (5) | O2iv—C7—C8—C8iii | −1 (2) |
C6—C3—C4—C5 | 179.1 (3) | | |
Symmetry codes: (i) −x+3/2, −y+1, −z+1/2; (ii) −x+1/2, −y+1, −z+1/2; (iii) −x+9/4, −y+5/4, z; (iv) x, −y+5/4, −z+1/4. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1w—H11···O1 | 0.86 | 1.96 | 2.80 (2) | 169 |
O1w—H11···O2iv | 0.86 | 1.79 | 2.62 (2) | 160 |
O2w—H21···O1v | 0.85 | 2.02 | 2.86 (2) | 174 |
O2w—H21···O2vi | 0.85 | 1.84 | 2.69 (2) | 177 |
O3w—H31···O1w | 0.84 | 2.16 | 2.78 (2) | 130 |
Symmetry codes: (iv) x, −y+5/4, −z+1/4; (v) −x+7/4, −y+3/4, z; (vi) −x+7/4, y−1/2, −z+1/4. |