In the title compound, [Ag(C
7H
4NO
4)(C
7H
5NO
4)]·2H
2O, the Ag
I atom has a distorted tetrahedral coordination geometry, defined by two pyridyl N and two carboxyl O atoms from bidentate ligands in a
trans arrangement. The planar ligands in the complex are almost perpendicular to each other. The complexes are connected
via symmetric O—H
O hydrogen bonds and linked through the water molecules, forming a three-dimensional network.
Supporting information
CCDC reference: 248754
Key indicators
- Single-crystal X-ray study
- T = 296 K
- Mean (C-C) = 0.003 Å
- R factor = 0.025
- wR factor = 0.079
- Data-to-parameter ratio = 14.4
checkCIF/PLATON results
No syntax errors found
Alert level A
PLAT355_ALERT_3_A Long O-H Bond (0.82A) O1 - H5 ... 1.23 Ang.
PLAT355_ALERT_3_A Long O-H Bond (0.82A) O6 - H10 ... 1.24 Ang.
Alert level B
PLAT420_ALERT_2_B D-H Without Acceptor O10 - H14 ... ?
Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Ag1 - O2 .. 5.90 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Ag1 - O5 .. 5.44 su
PLAT480_ALERT_4_C Long H...A H-Bond Reported H14 .. O4 .. 2.65 Ang.
PLAT728_ALERT_1_C D-H..A Calc 168.73, Rep 167.00 Dev... 1.73 Deg.
O7 -H9 -O9 1.555 1.555 1.555
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 2
H2 O
2 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
6 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
2 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
2 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: Crystal Structure (Rigaku & Rigaku/MSC, 2000-2004) and
CRYSTALS (Watkin et al., 1996); cell refinement: Crystal Structure and CRYSTALS; data reduction: Crystal Structure and CRYSTALS; program(s) used to solve structure: SIR97 (Altomare et al., 1999) and DIRDIF (Beurskens et al., 1999); program(s) used to refine structure: SHELXL97 (Scheldrick, 1997); molecular graphics: ORTEP III (Farrugia, 1997); software used to prepare material for publication: CrystalStructure.
Crystal data top
[Ag(C7H4NO4)(C7H5NO4)]·2H2O | Z = 2 |
Mr = 477.13 | F(000) = 476.0 |
Triclinic, P1 | Dx = 1.953 Mg m−3 |
Hall symbol: -p_1 | Mo Kα radiation, λ = 0.7107 Å |
a = 6.934 (9) Å | Cell parameters from 7457 reflections |
b = 8.103 (8) Å | θ = 3.0–27.5° |
c = 15.10 (2) Å | µ = 1.31 mm−1 |
α = 95.92 (4)° | T = 296 K |
β = 102.76 (5)° | Platelet, colorless |
γ = 98.04 (4)° | 0.30 × 0.10 × 0.10 mm |
V = 811.4 (17) Å3 | |
Data collection top
Rigaku R-AXIS RAPID diffractometer | 3326 reflections with F2 > 2σ(F2) |
Detector resolution: 10.00 pixels mm-1 | Rint = 0.019 |
ω scans | θmax = 27.5° |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | h = −8→8 |
Tmin = 0.676, Tmax = 0.881 | k = −10→10 |
7969 measured reflections | l = −19→19 |
3685 independent reflections | |
Refinement top
Refinement on F2 | H atoms treated by a mixture of independent and constrained refinement |
R[F2 > 2σ(F2)] = 0.025 | w = 1/[σ2(Fo2) + (0.0439P)2 + 0.3231P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.079 | (Δ/σ)max = 0.003 |
S = 1.11 | Δρmax = 0.59 e Å−3 |
3685 reflections | Δρmin = −0.51 e Å−3 |
256 parameters | |
Special details top
Refinement. Refinement using all reflections. The weighted R-factor (wR) and
goodness of fit (S) are based on F2. R-factor (gt) are
based on F. The threshold expression of F2 > 2.0
σ(F2) is used only for calculating R-factor (gt). |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Ag1 | 0.45684 (3) | 0.64206 (2) | 0.24886 (1) | 0.0392 (1) | |
O1 | 0.4023 (3) | 0.8574 (2) | −0.0147 (1) | 0.0443 (4) | |
O2 | 0.5072 (3) | 0.8348 (2) | 0.1335 (1) | 0.0412 (4) | |
O3 | 0.1775 (4) | 0.0810 (2) | 0.1335 (1) | 0.0488 (5) | |
O4 | 0.3524 (4) | 0.2964 (3) | 0.2354 (1) | 0.0625 (7) | |
O5 | 0.7522 (3) | 0.5844 (3) | 0.3637 (1) | 0.0429 (4) | |
O6 | 0.8648 (3) | 0.5775 (2) | 0.5136 (1) | 0.0399 (4) | |
O7 | 0.0226 (3) | 0.9458 (3) | 0.3629 (1) | 0.0463 (4) | |
O8 | 0.1982 (3) | 0.8685 (2) | 0.2634 (1) | 0.0396 (4) | |
O9 | −0.1967 (3) | 1.0707 (3) | 0.2421 (2) | 0.0640 (6) | |
O10 | 0.9636 (4) | 0.4070 (3) | 0.2687 (1) | 0.0642 (6) | |
N1 | 0.3259 (3) | 0.5031 (2) | 0.1004 (1) | 0.0248 (3) | |
N2 | 0.4447 (3) | 0.7389 (2) | 0.3976 (1) | 0.0244 (3) | |
C1 | 0.3140 (3) | 0.5951 (3) | 0.0316 (1) | 0.0271 (4) | |
C2 | 0.2197 (4) | 0.5288 (3) | −0.0586 (1) | 0.0331 (5) | |
C3 | 0.1347 (4) | 0.3602 (3) | −0.0787 (1) | 0.0358 (5) | |
C4 | 0.1485 (4) | 0.2626 (3) | −0.0083 (1) | 0.0337 (5) | |
C5 | 0.2442 (3) | 0.3394 (3) | 0.0798 (1) | 0.0262 (4) | |
C6 | 0.4164 (3) | 0.7782 (3) | 0.0546 (1) | 0.0302 (4) | |
C7 | 0.2665 (4) | 0.2384 (3) | 0.1583 (1) | 0.0311 (4) | |
C8 | 0.5770 (3) | 0.6990 (3) | 0.4676 (1) | 0.0257 (4) | |
C9 | 0.5667 (4) | 0.7339 (3) | 0.5582 (1) | 0.0307 (4) | |
C10 | 0.4135 (4) | 0.8107 (3) | 0.5779 (1) | 0.0341 (5) | |
C11 | 0.2759 (3) | 0.8540 (3) | 0.5069 (1) | 0.0301 (4) | |
C12 | 0.2990 (3) | 0.8182 (3) | 0.4181 (1) | 0.0256 (4) | |
C13 | 0.7437 (3) | 0.6129 (3) | 0.4439 (2) | 0.0296 (4) | |
C14 | 0.1657 (3) | 0.8782 (3) | 0.3393 (1) | 0.0278 (4) | |
H1 | 0.2138 | 0.5968 | −0.1048 | 0.040* | |
H2 | 0.0694 | 0.3134 | −0.1385 | 0.043* | |
H3 | 0.0949 | 0.1485 | −0.0198 | 0.040* | |
H4 | 0.191 | 0.033 | 0.178 | 0.09* | |
H5 | 0.5000 | 1.0000 | 0.0000 | 0.04 (4)* | |
H6 | 0.6626 | 0.7057 | 0.6051 | 0.037* | |
H7 | 0.4029 | 0.8329 | 0.6382 | 0.041* | |
H8 | 0.1704 | 0.9059 | 0.5181 | 0.036* | |
H9 | −0.049 | 0.974 | 0.320 | 0.06* | |
H10 | 1.0000 | 0.5000 | 0.5000 | 0.04 (4)* | |
H11 | −0.2838 | 1.0246 | 0.1996 | 0.070* | |
H12 | −0.1628 | 1.1796 | 0.2386 | 0.070* | |
H13 | 0.8849 | 0.4525 | 0.2970 | 0.081* | |
H14 | 1.0599 | 0.4055 | 0.3000 | 0.080* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ag1 | 0.0542 (1) | 0.0419 (1) | 0.0193 (1) | 0.01057 (9) | 0.00348 (8) | 0.00204 (7) |
O1 | 0.063 (1) | 0.0364 (9) | 0.0312 (9) | 0.0027 (8) | 0.0052 (8) | 0.0150 (7) |
O2 | 0.057 (1) | 0.0340 (8) | 0.0283 (8) | 0.0004 (8) | 0.0045 (8) | 0.0059 (7) |
O3 | 0.076 (1) | 0.0311 (9) | 0.0314 (9) | −0.0001 (9) | −0.0014 (9) | 0.0117 (7) |
O4 | 0.106 (2) | 0.041 (1) | 0.0252 (9) | −0.003 (1) | −0.009 (1) | 0.0095 (8) |
O5 | 0.044 (1) | 0.056 (1) | 0.0333 (9) | 0.0264 (8) | 0.0085 (8) | 0.0063 (8) |
O6 | 0.0362 (9) | 0.047 (1) | 0.0343 (9) | 0.0166 (8) | −0.0027 (7) | 0.0079 (8) |
O7 | 0.041 (1) | 0.064 (1) | 0.038 (1) | 0.0278 (9) | 0.0045 (8) | 0.0153 (9) |
O8 | 0.050 (1) | 0.045 (1) | 0.0263 (8) | 0.0207 (8) | 0.0026 (7) | 0.0105 (7) |
O9 | 0.057 (1) | 0.058 (1) | 0.064 (1) | 0.015 (1) | −0.020 (1) | 0.015 (1) |
O10 | 0.086 (2) | 0.069 (1) | 0.043 (1) | 0.032 (1) | 0.017 (1) | 0.003 (1) |
N1 | 0.0270 (8) | 0.0290 (8) | 0.0199 (8) | 0.0099 (7) | 0.0043 (7) | 0.0056 (7) |
N2 | 0.0287 (8) | 0.0221 (8) | 0.0203 (8) | 0.0041 (7) | 0.0007 (7) | 0.0040 (6) |
C1 | 0.028 (1) | 0.031 (1) | 0.023 (1) | 0.0074 (8) | 0.0057 (8) | 0.0066 (8) |
C2 | 0.037 (1) | 0.041 (1) | 0.021 (1) | 0.007 (1) | 0.0024 (9) | 0.0100 (9) |
C3 | 0.040 (1) | 0.042 (1) | 0.020 (1) | 0.005 (1) | −0.0006 (9) | 0.0032 (9) |
C4 | 0.037 (1) | 0.033 (1) | 0.026 (1) | 0.0011 (9) | 0.0010 (9) | 0.0031 (9) |
C5 | 0.028 (1) | 0.030 (1) | 0.0218 (9) | 0.0078 (8) | 0.0043 (8) | 0.0062 (8) |
C6 | 0.035 (1) | 0.030 (1) | 0.029 (1) | 0.0096 (9) | 0.0093 (9) | 0.0082 (8) |
C7 | 0.039 (1) | 0.031 (1) | 0.025 (1) | 0.0106 (9) | 0.0057 (9) | 0.0074 (8) |
C8 | 0.029 (1) | 0.0222 (9) | 0.0222 (9) | 0.0018 (8) | −0.0006 (8) | 0.0040 (7) |
C9 | 0.037 (1) | 0.032 (1) | 0.021 (1) | 0.0087 (9) | −0.0004 (9) | 0.0062 (8) |
C10 | 0.045 (1) | 0.036 (1) | 0.022 (1) | 0.009 (1) | 0.0077 (9) | 0.0052 (8) |
C11 | 0.033 (1) | 0.030 (1) | 0.029 (1) | 0.0083 (9) | 0.0090 (9) | 0.0042 (8) |
C12 | 0.029 (1) | 0.0230 (9) | 0.0226 (9) | 0.0028 (8) | 0.0013 (8) | 0.0048 (7) |
C13 | 0.029 (1) | 0.025 (1) | 0.032 (1) | 0.0053 (8) | 0.0008 (9) | 0.0046 (8) |
C14 | 0.029 (1) | 0.0237 (9) | 0.026 (1) | 0.0044 (8) | −0.0018 (8) | 0.0036 (8) |
Geometric parameters (Å, º) top
Ag1—N1 | 2.326 (2) | N2—C8 | 1.337 (3) |
Ag1—N2 | 2.326 (2) | N2—C12 | 1.344 (3) |
Ag1—O2 | 2.504 (2) | C1—C2 | 1.388 (3) |
Ag1—O4 | 2.768 (2) | C1—C6 | 1.521 (3) |
Ag1—O5 | 2.507 (2) | C2—C3 | 1.384 (3) |
Ag1—O8 | 2.765 (2) | C2—H1 | 0.9301 |
O1—C6 | 1.277 (3) | C3—C4 | 1.383 (3) |
O1—H5 | 1.2268 | C3—H2 | 0.9299 |
O2—C6 | 1.225 (3) | C4—C5 | 1.387 (3) |
O3—C7 | 1.314 (3) | C4—H3 | 0.9300 |
O3—H4 | 0.80 | C5—C7 | 1.501 (3) |
O4—C7 | 1.197 (3) | C8—C9 | 1.387 (3) |
O5—C13 | 1.226 (3) | C8—C13 | 1.519 (3) |
O6—C13 | 1.278 (3) | C9—C10 | 1.375 (4) |
O6—H10 | 1.2404 | C9—H6 | 0.9300 |
O7—C14 | 1.297 (3) | C10—C11 | 1.380 (3) |
O7—H9 | 0.80 | C10—H7 | 0.9300 |
O8—C14 | 1.212 (3) | C11—C12 | 1.392 (3) |
O9—H11 | 0.7953 | C11—H8 | 0.9300 |
O9—H12 | 0.8907 | C12—C14 | 1.505 (3) |
O10—H13 | 0.8618 | H5—O1i | 1.227 |
O10—H14 | 0.7310 | H9—O7 | 0.80 |
N1—C1 | 1.336 (3) | H10—O6ii | 1.240 |
N1—C5 | 1.343 (3) | | |
| | | |
O2—Ag1—O5 | 120.32 (7) | C4—C3—C2 | 118.8 (2) |
N1—Ag1—N2 | 155.06 (6) | C4—C3—H2 | 120.5777 |
O2—Ag1—N1 | 69.24 (7) | H2—C3—C2 | 120.5777 |
O4—Ag1—N1 | 64.95 (7) | C5—C4—H3 | 120.8831 |
O5—Ag1—N2 | 68.78 (8) | C5—C4—C3 | 118.2 (2) |
O8—Ag1—N2 | 64.64 (7) | H3—C4—C3 | 120.8814 |
C6—O1—H5 | 115.32 | C7—C5—N1 | 116.1 (2) |
C7—O3—H4 | 108 | C7—C5—C4 | 120.3 (2) |
C13—O6—H10 | 118.02 | C9—C8—N2 | 122.8 (2) |
C14—O7—H9 | 111 | C9—C8—C13 | 120.5 (2) |
H11—O9—H12 | 112.2763 | C13—C8—N2 | 116.8 (2) |
H13—O10—H14 | 110.9626 | C10—C9—C8 | 119.4 (2) |
C1—N1—Ag1 | 117.8 (1) | C10—C9—H6 | 120.2944 |
C1—N1—C5 | 117.6 (2) | H6—C9—C8 | 120.2811 |
C5—N1—Ag1 | 124.3 (1) | C11—C10—C9 | 118.9 (2) |
C8—N2—Ag1 | 118.7 (1) | C11—C10—H7 | 120.5445 |
C8—N2—C12 | 117.2 (2) | H7—C10—C9 | 120.5441 |
C12—N2—Ag1 | 123.7 (1) | C12—C11—H8 | 120.8790 |
C2—C1—N1 | 122.7 (2) | C12—C11—C10 | 118.2 (2) |
C2—C1—C6 | 120.0 (2) | H8—C11—C10 | 120.8889 |
C6—C1—N1 | 117.2 (2) | C14—C12—N2 | 116.1 (2) |
C3—C2—C1 | 119.1 (2) | C14—C12—C11 | 120.4 (2) |
C3—C2—H1 | 120.4546 | O1i—H5—O1 | 180.0 (2) |
H1—C2—C1 | 120.4469 | O6ii—H10—O6 | 180.0 (2) |
| | | |
N2—Ag1—N1—C1 | 114.4 (2) | N1—C5—C7—O4 | −0.5 (4) |
N1—Ag1—N2—C8 | 125.4 (1) | C4—C5—C7—O3 | −3.7 (3) |
Ag1—N1—C1—C2 | −173.1 (2) | C4—C5—C7—O4 | 177.8 (3) |
Ag1—N1—C5—C4 | 173.1 (2) | N2—C8—C9—C10 | 0.9 (3) |
Ag1—N2—C8—C9 | −172.2 (2) | N2—C8—C13—O5 | 0.4 (3) |
Ag1—N2—C12—C11 | 170.3 (2) | N2—C8—C13—O6 | −179.8 (2) |
N1—C1—C2—C3 | −0.2 (4) | C8—C9—C10—C11 | −1.3 (3) |
N1—C1—C6—O1 | 178.7 (2) | C9—C10—C11—C12 | −0.1 (3) |
N1—C1—C6—O2 | 0.8 (4) | C10—C11—C12—N2 | 2.1 (3) |
C1—C2—C3—C4 | −0.8 (4) | N2—C12—C14—O7 | 176.7 (2) |
C2—C3—C4—C5 | 1.1 (4) | N2—C12—C14—O8 | −6.1 (3) |
C3—C4—C5—N1 | −0.6 (4) | C11—C12—C14—O7 | −7.0 (3) |
N1—C5—C7—O3 | 177.9 (2) | C11—C12—C14—O8 | 170.2 (2) |
Symmetry codes: (i) −x+1, −y+2, −z; (ii) −x+2, −y+1, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H5···O1i | 1.23 | 1.23 | 2.454 (4) | 180 |
O6—H10···O6ii | 1.24 | 1.24 | 2.482 (3) | 180 |
O7—H9···O9 | 0.80 | 1.71 | 2.501 (3) | 167 |
O10—H13···O5 | 0.86 | 1.86 | 2.713 (4) | 170 |
O3—H4···O8iii | 0.80 | 1.95 | 2.734 (3) | 165 |
O9—H11···O2iv | 0.80 | 1.97 | 2.706 (3) | 153 |
O9—H12···O10v | 0.89 | 1.89 | 2.749 (4) | 161 |
O10—H14···O4vi | 0.73 | 2.65 | 3.084 (5) | 120 |
Symmetry codes: (i) −x+1, −y+2, −z; (ii) −x+2, −y+1, −z+1; (iii) x, y−1, z; (iv) x−1, y, z; (v) x−1, y+1, z; (vi) x+1, y, z. |