metal-organic compounds
In the mononuclear title complex, [Ag(NO3)(3-PyOH)2] (3-PyOH = 3-hydroxypyridine, C5H5NO), the AgI atom shows a linear geometry defined by two N atoms of the 3-PyOH ligands, and the NO3− anion interacts with the AgI atom in a chelating mode through very weak AgO bonds. A three-dimensional supramolecular framework is formed by both hydrogen bonds and π–π interactions.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805019240/ww6388sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805019240/ww6388Isup2.hkl |
CCDC reference: 277808
Computing details top
Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97; molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.
Crystal data top
[Ag(NO3)(C5H5NO)2] | Z = 2 |
Mr = 360.08 | F(000) = 356 |
Triclinic, P1 | Dx = 1.964 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 8.2474 (16) Å | Cell parameters from 5573 reflections |
b = 8.4577 (17) Å | θ = 3.0–27.5° |
c = 10.488 (2) Å | µ = 1.68 mm−1 |
α = 70.05 (3)° | T = 296 K |
β = 76.83 (3)° | Sheet, colorless |
γ = 62.73 (3)° | 0.37 × 0.28 × 0.12 mm |
V = 609.0 (3) Å3 |
Data collection top
Rigaku R-AXIS RAPID diffractometer | 2770 independent reflections |
Radiation source: fine-focus sealed tube | 2502 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.019 |
Detector resolution: 10 pixels mm-1 | θmax = 27.5°, θmin = 3.0° |
ω scans | h = −10→10 |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | k = −10→10 |
Tmin = 0.576, Tmax = 0.824 | l = −13→13 |
6026 measured reflections |
Refinement top
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)] = 0.026 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.078 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.06 | w = 1/[σ2(Fo2) + (0.0402P)2 + 0.4922P] where P = (Fo2 + 2Fc2)/3 |
2770 reflections | (Δ/σ)max = 0.001 |
178 parameters | Δρmax = 0.60 e Å−3 |
2 restraints | Δρmin = −0.55 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
Ag1 | 0.38832 (3) | 0.58032 (3) | 0.70184 (2) | 0.04784 (10) | |
O1 | 0.9619 (4) | 0.2699 (4) | 1.0110 (2) | 0.0611 (6) | |
O2 | 0.2509 (4) | 1.2850 (3) | 0.3880 (2) | 0.0633 (7) | |
O3 | 0.1318 (3) | 0.4331 (3) | 0.7896 (2) | 0.0546 (6) | |
O4 | 0.2904 (4) | 0.3680 (4) | 0.6054 (3) | 0.0652 (7) | |
O5 | 0.0750 (4) | 0.2774 (3) | 0.6935 (3) | 0.0580 (6) | |
N1 | 0.5450 (3) | 0.3833 (3) | 0.8724 (2) | 0.0408 (5) | |
N2 | 0.2880 (3) | 0.8140 (3) | 0.5279 (2) | 0.0387 (5) | |
N3 | 0.1643 (4) | 0.3594 (3) | 0.6959 (3) | 0.0435 (5) | |
C1 | 0.7005 (4) | 0.3857 (4) | 0.8864 (3) | 0.0392 (6) | |
C2 | 0.8062 (4) | 0.2654 (4) | 0.9950 (3) | 0.0427 (6) | |
C3 | 0.7479 (5) | 0.1392 (4) | 1.0903 (3) | 0.0510 (7) | |
C4 | 0.5879 (5) | 0.1361 (5) | 1.0750 (4) | 0.0572 (8) | |
C5 | 0.4898 (5) | 0.2599 (4) | 0.9663 (3) | 0.0496 (7) | |
C6 | 0.2961 (4) | 0.9742 (4) | 0.5146 (3) | 0.0398 (6) | |
C7 | 0.2407 (4) | 1.1249 (4) | 0.4016 (3) | 0.0411 (6) | |
C8 | 0.1777 (4) | 1.1084 (4) | 0.2973 (3) | 0.0445 (6) | |
C9 | 0.1719 (4) | 0.9438 (5) | 0.3105 (3) | 0.0481 (7) | |
C10 | 0.2258 (4) | 0.8009 (4) | 0.4264 (3) | 0.0447 (6) | |
H1 | 0.7398 | 0.4707 | 0.8214 | 0.047* | |
H3 | 0.8155 | 0.0572 | 1.1640 | 0.061* | |
H4 | 0.5469 | 0.0509 | 1.1378 | 0.069* | |
H5 | 0.3809 | 0.2583 | 0.9575 | 0.060* | |
H6 | 0.3407 | 0.9842 | 0.5841 | 0.048* | |
H8 | 0.1400 | 1.2067 | 0.2199 | 0.053* | |
H9 | 0.1316 | 0.9292 | 0.2411 | 0.058* | |
H10 | 0.2189 | 0.6911 | 0.4345 | 0.054* | |
H11 | 1.001 (7) | 0.330 (6) | 0.938 (3) | 0.092* | |
H12 | 0.264 (7) | 1.286 (7) | 0.466 (3) | 0.095* |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Ag1 | 0.05511 (16) | 0.04217 (14) | 0.04173 (14) | −0.02119 (11) | −0.01569 (10) | 0.00262 (9) |
O1 | 0.0578 (14) | 0.0829 (18) | 0.0433 (12) | −0.0331 (13) | −0.0171 (11) | −0.0040 (12) |
O2 | 0.108 (2) | 0.0498 (13) | 0.0420 (12) | −0.0476 (14) | −0.0164 (13) | 0.0031 (10) |
O3 | 0.0586 (14) | 0.0625 (15) | 0.0560 (13) | −0.0315 (12) | −0.0050 (11) | −0.0229 (12) |
O4 | 0.0689 (16) | 0.0833 (19) | 0.0648 (15) | −0.0511 (15) | 0.0133 (13) | −0.0301 (14) |
O5 | 0.0694 (15) | 0.0574 (14) | 0.0658 (15) | −0.0429 (13) | −0.0036 (12) | −0.0164 (12) |
N1 | 0.0463 (13) | 0.0366 (12) | 0.0381 (11) | −0.0174 (10) | −0.0079 (10) | −0.0056 (9) |
N2 | 0.0409 (12) | 0.0406 (12) | 0.0341 (11) | −0.0207 (10) | −0.0049 (9) | −0.0034 (9) |
N3 | 0.0462 (13) | 0.0373 (12) | 0.0483 (13) | −0.0194 (11) | −0.0102 (11) | −0.0065 (10) |
C1 | 0.0481 (15) | 0.0331 (13) | 0.0320 (12) | −0.0154 (12) | −0.0064 (11) | −0.0038 (10) |
C2 | 0.0465 (15) | 0.0454 (15) | 0.0326 (12) | −0.0154 (13) | −0.0079 (11) | −0.0089 (11) |
C3 | 0.0553 (18) | 0.0430 (16) | 0.0377 (14) | −0.0118 (14) | −0.0112 (13) | 0.0015 (12) |
C4 | 0.066 (2) | 0.0440 (17) | 0.0516 (18) | −0.0273 (16) | −0.0028 (16) | 0.0027 (14) |
C5 | 0.0523 (17) | 0.0456 (16) | 0.0504 (16) | −0.0255 (14) | −0.0048 (14) | −0.0048 (13) |
C6 | 0.0467 (15) | 0.0478 (15) | 0.0298 (12) | −0.0263 (13) | −0.0041 (11) | −0.0062 (11) |
C7 | 0.0469 (15) | 0.0416 (14) | 0.0357 (13) | −0.0225 (13) | −0.0037 (11) | −0.0056 (11) |
C8 | 0.0470 (16) | 0.0418 (15) | 0.0347 (13) | −0.0133 (13) | −0.0108 (12) | −0.0015 (11) |
C9 | 0.0475 (16) | 0.0527 (17) | 0.0451 (15) | −0.0155 (14) | −0.0155 (13) | −0.0145 (13) |
C10 | 0.0486 (16) | 0.0418 (15) | 0.0467 (15) | −0.0213 (13) | −0.0119 (13) | −0.0072 (12) |
Geometric parameters (Å, º) top
Ag1—N2 | 2.156 (3) | C1—H1 | 0.9300 |
Ag1—N1 | 2.166 (3) | C2—C3 | 1.376 (4) |
Ag1—O3 | 2.760 (3) | C3—C4 | 1.378 (5) |
Ag1—O4 | 2.801 (3) | C3—H3 | 0.9300 |
O1—C2 | 1.351 (4) | C4—C5 | 1.371 (5) |
O1—H11 | 0.85 (4) | C4—H4 | 0.9300 |
O2—C7 | 1.353 (4) | C5—H5 | 0.9300 |
O2—H12 | 0.85 (4) | C6—C7 | 1.386 (4) |
O3—N3 | 1.253 (3) | C6—H6 | 0.9300 |
O4—N3 | 1.249 (4) | C7—C8 | 1.384 (4) |
O5—N3 | 1.230 (3) | C8—C9 | 1.373 (5) |
N1—C1 | 1.334 (4) | C8—H8 | 0.9300 |
N1—C5 | 1.341 (4) | C9—C10 | 1.374 (4) |
N2—C10 | 1.338 (4) | C9—H9 | 0.9300 |
N2—C6 | 1.345 (4) | C10—H10 | 0.9300 |
C1—C2 | 1.393 (4) | ||
O3—Ag1—N1 | 90.14 (9) | C2—O1—H11 | 111 (3) |
O3—Ag1—N2 | 106.93 (9) | C2—C3—C4 | 119.0 (3) |
O4—Ag1—N1 | 103.92 (9) | C2—C3—H3 | 120.5 |
O4—Ag1—N2 | 91.22 (9) | C3—C2—C1 | 118.5 (3) |
O4—Ag1—O3 | 45.71 (9) | C3—C4—H4 | 120.4 |
N2—Ag1—N1 | 162.54 (9) | C4—C3—H3 | 120.5 |
O1—C2—C3 | 119.0 (3) | C4—C5—H5 | 118.8 |
O1—C2—C1 | 122.5 (3) | C5—C4—C3 | 119.3 (3) |
O2—C7—C8 | 119.0 (3) | C5—C4—H4 | 120.4 |
O2—C7—C6 | 122.4 (3) | C5—N1—Ag1 | 122.3 (2) |
O4—N3—O3 | 119.3 (2) | C6—N2—Ag1 | 120.8 (2) |
O5—N3—O4 | 120.1 (3) | C7—O2—H12 | 108 (4) |
O5—N3—O3 | 120.6 (3) | C7—C6—H6 | 118.7 |
N1—C1—C2 | 122.4 (3) | C7—C8—H8 | 120.7 |
N1—C1—H1 | 118.8 | C8—C9—C10 | 119.9 (3) |
N1—C5—C4 | 122.4 (3) | C8—C9—H9 | 120.1 |
N1—C5—H5 | 118.8 | C8—C7—C6 | 118.6 (3) |
N2—C6—C7 | 122.6 (3) | C9—C8—C7 | 118.6 (3) |
N2—C6—H6 | 118.7 | C9—C8—H8 | 120.7 |
N2—C10—C9 | 122.3 (3) | C9—C10—H10 | 118.8 |
N2—C10—H10 | 118.8 | C10—C9—H9 | 120.1 |
C1—N1—C5 | 118.4 (3) | C10—N2—C6 | 118.0 (2) |
C1—N1—Ag1 | 119.3 (2) | C10—N2—Ag1 | 121.1 (2) |
C2—C1—H1 | 118.8 | ||
Ag1—N1—C1—C2 | 178.8 (2) | N2—C6—C7—O2 | −179.3 (3) |
Ag1—N1—C5—C4 | −179.4 (3) | N2—C6—C7—C8 | −1.2 (5) |
Ag1—N2—C6—C7 | 177.1 (2) | C1—C2—C3—C4 | 0.1 (5) |
Ag1—N2—C10—C9 | −175.8 (2) | C1—N1—C5—C4 | −0.5 (5) |
O1—C2—C3—C4 | 179.2 (3) | C2—C3—C4—C5 | −0.7 (5) |
O2—C7—C8—C9 | 178.4 (3) | C3—C4—C5—N1 | 1.0 (5) |
N1—Ag1—N2—C10 | 145.4 (3) | C5—N1—C1—C2 | −0.2 (4) |
N1—Ag1—N2—C6 | −30.6 (4) | C6—C7—C8—C9 | 0.3 (5) |
N1—C1—C2—O1 | −178.7 (3) | C6—N2—C10—C9 | 0.4 (5) |
N1—C1—C2—C3 | 0.4 (4) | C7—C8—C9—C10 | 0.9 (5) |
N2—Ag1—N1—C1 | −13.2 (4) | C8—C9—C10—N2 | −1.2 (5) |
N2—Ag1—N1—C5 | 165.8 (3) | C10—N2—C6—C7 | 0.9 (4) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H11···O3i | 0.85 (4) | 1.87 (4) | 2.713 (4) | 169 (5) |
O1—H11···O5i | 0.85 (4) | 2.64 (4) | 3.233 (4) | 128 (4) |
O2—H12···O4ii | 0.85 (4) | 1.91 (2) | 2.727 (4) | 160 (5) |
O2—H12···O5ii | 0.85 (4) | 2.54 (4) | 3.194 (4) | 135 (4) |
Symmetry codes: (i) x+1, y, z; (ii) x, y+1, z. |