Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536802021529/ww6050sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536802021529/ww6050Isup2.hkl |
CCDC reference: 202308
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.005 Å
- R factor = 0.043
- wR factor = 0.123
- Data-to-parameter ratio = 13.5
checkCIF results
No syntax errors found ADDSYM reports no extra symmetry
Alert Level A:
GEOM_008 Alert A _geom_angle is missing Angle between atom sites 1, 2 and 3. General Notes
FORMU_01 There is a discrepancy between the atom counts in the _chemical_formula_sum and _chemical_formula_moiety. This is usually due to the moiety formula being in the wrong format. Atom count from _chemical_formula_sum: C22 H18 Ag1 F3 N2 O5 S1 Atom count from _chemical_formula_moiety:C22 H18 Ag2 F3 N2 O5 S1
1 Alert Level A = Potentially serious problem
0 Alert Level B = Potential problem
0 Alert Level C = Please check
The title compound was prepared and characterized by a modification of the procedure of Cai et al. (2001). A solution of Ag(CF3SO3) (0.031 g, 0.12 mmol) in acetonitrile (10 ml) was added dropwise to a stirred solution of ligand DPOQ (0.04 g, 0.12 mmol) in MeOH (10 ml) at room temperature and the resulting mixture stirred for 30 min. Pale-yellow single crystals (0.06 g, 85%) were obtained from acetone by slow evaporation of the solvent. The assigned structure was substantiated by EA and MS data. Elemental analysis calculated For C22H18AgF3N2O5S: C 44.97, H 3.07, N 4.77%; found: C 44.85%, H 3.13, N 4.79% FAB-MS m/z (%): 588 (M++1, 68), 587 (M+, 56), 459 (M+ - C9H6N, 100), 330 (M+ - Ag, 81).
Most of H atoms were placed in idealized positions and forced to ride on the atom to which they are bonded; however, some H atoms were introduced by peaks of electron densities for obtaining good result. [Please clarify this text; all H atoms seem to have been refined]
Data collection: SMART (Bruker, 1998); cell refinement: SMART; data reduction: SHELXTL (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP in SHELXTL; software used to prepare material for publication: SHELXTL.
Fig. 1. View of the title molecule with the atomic labelling. | |
Fig. 2. The three-dimensional coordination network in (I), viewed in the direction of the b axis. |
[Ag(C21H18N2O2)](CF3O3S) | Dx = 1.796 Mg m−3 |
Mr = 587.31 | Melting point: decomposition at about 188°C K |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 21.9899 (11) Å | Cell parameters from 5699 reflections |
b = 13.3576 (11) Å | θ = 4.8–55.0° |
c = 15.2317 (10) Å | µ = 1.09 mm−1 |
β = 103.828 (2)° | T = 293 K |
V = 4344.4 (5) Å3 | Prism, colourless |
Z = 8 | 0.28 × 0.12 × 0.10 mm |
F(000) = 2352 |
Bruker CCD area-detector diffractometer | 5118 independent reflections |
Radiation source: fine-focus sealed tube | 3801 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.065 |
ϕ and ω scans | θmax = 28.3°, θmin = 1.8° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1997) | h = −28→29 |
Tmin = 0.664, Tmax = 0.897 | k = −17→17 |
12912 measured reflections | l = −13→20 |
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)] = 0.043 | All H-atom parameters refined |
wR(F2) = 0.123 | w = 1/[σ2(Fo2) + (0.068P)2 + 0.8339P] where P = (Fo2 + 2Fc2)/3 |
S = 1.03 | (Δ/σ)max = 0.001 |
5118 reflections | Δρmax = 0.96 e Å−3 |
380 parameters | Δρmin = −1.00 e Å−3 |
2 restraints | Extinction correction: SHELXL97 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.00076 (13) |
[Ag(C21H18N2O2)](CF3O3S) | V = 4344.4 (5) Å3 |
Mr = 587.31 | Z = 8 |
Monoclinic, C2/c | Mo Kα radiation |
a = 21.9899 (11) Å | µ = 1.09 mm−1 |
b = 13.3576 (11) Å | T = 293 K |
c = 15.2317 (10) Å | 0.28 × 0.12 × 0.10 mm |
β = 103.828 (2)° |
Bruker CCD area-detector diffractometer | 5118 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1997) | 3801 reflections with I > 2σ(I) |
Tmin = 0.664, Tmax = 0.897 | Rint = 0.065 |
12912 measured reflections |
R[F2 > 2σ(F2)] = 0.043 | 2 restraints |
wR(F2) = 0.123 | All H-atom parameters refined |
S = 1.03 | Δρmax = 0.96 e Å−3 |
5118 reflections | Δρmin = −1.00 e Å−3 |
380 parameters |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s 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. |
x | y | z | Uiso*/Ueq | ||
Ag | 0.249255 (12) | 0.645647 (17) | 0.20696 (2) | 0.06940 (15) | |
S | 0.47577 (4) | 0.33781 (7) | 0.03920 (6) | 0.0554 (2) | |
O1 | 0.34968 (8) | 0.69731 (14) | 0.15939 (13) | 0.0441 (4) | |
O2 | 0.31530 (8) | 0.48874 (13) | 0.20649 (14) | 0.0438 (4) | |
O3 | 0.41237 (13) | 0.3696 (2) | 0.0221 (2) | 0.0812 (8) | |
O4 | 0.51797 (19) | 0.3943 (3) | 0.1037 (3) | 0.1247 (13) | |
O5 | 0.49417 (14) | 0.3110 (2) | −0.0408 (2) | 0.0841 (8) | |
N1 | 0.23503 (10) | 0.78292 (17) | 0.12402 (14) | 0.0404 (5) | |
N2 | 0.19644 (10) | 0.50602 (18) | 0.21552 (16) | 0.0440 (5) | |
F1 | 0.5309 (2) | 0.1820 (3) | 0.1230 (3) | 0.1555 (16) | |
F2 | 0.4384 (3) | 0.1545 (3) | 0.0418 (3) | 0.200 (3) | |
F3 | 0.45194 (17) | 0.2249 (4) | 0.1666 (2) | 0.1434 (14) | |
C1 | 0.17932 (15) | 0.8259 (3) | 0.1066 (2) | 0.0495 (7) | |
C2 | 0.16593 (18) | 0.9185 (3) | 0.0621 (2) | 0.0585 (8) | |
C3 | 0.21224 (18) | 0.9664 (3) | 0.0352 (2) | 0.0596 (9) | |
C4 | 0.27265 (15) | 0.9241 (2) | 0.05047 (18) | 0.0489 (7) | |
C5 | 0.32288 (19) | 0.9691 (3) | 0.0229 (2) | 0.0608 (9) | |
C6 | 0.3784 (2) | 0.9223 (3) | 0.0358 (2) | 0.0658 (9) | |
C7 | 0.38925 (17) | 0.8296 (3) | 0.0796 (2) | 0.0540 (7) | |
C8 | 0.34244 (13) | 0.7842 (2) | 0.11167 (18) | 0.0410 (6) | |
C9 | 0.28213 (13) | 0.8298 (2) | 0.09606 (17) | 0.0389 (6) | |
C10 | 0.41194 (13) | 0.6561 (2) | 0.1874 (2) | 0.0495 (7) | |
C11 | 0.41283 (13) | 0.5739 (2) | 0.2546 (2) | 0.0453 (6) | |
C12 | 0.38186 (13) | 0.4778 (2) | 0.2161 (2) | 0.0452 (6) | |
C13 | 0.27898 (13) | 0.4071 (2) | 0.18118 (17) | 0.0401 (6) | |
C14 | 0.29890 (17) | 0.3201 (2) | 0.1508 (2) | 0.0509 (7) | |
C15 | 0.25664 (19) | 0.2396 (3) | 0.1252 (2) | 0.0599 (8) | |
C16 | 0.19665 (19) | 0.2464 (3) | 0.1290 (2) | 0.0600 (9) | |
C17 | 0.17426 (15) | 0.3357 (2) | 0.15998 (18) | 0.0485 (7) | |
C18 | 0.11172 (17) | 0.3493 (3) | 0.1648 (2) | 0.0624 (9) | |
C19 | 0.09370 (16) | 0.4372 (3) | 0.1955 (3) | 0.0687 (10) | |
C20 | 0.13709 (14) | 0.5138 (3) | 0.2208 (2) | 0.0563 (8) | |
C21 | 0.21558 (12) | 0.4173 (2) | 0.18677 (17) | 0.0398 (6) | |
C22 | 0.4748 (2) | 0.2189 (4) | 0.0945 (3) | 0.0836 (12) | |
H1 | 0.1476 (15) | 0.790 (2) | 0.1271 (19) | 0.047 (8)* | |
H2 | 0.1223 (18) | 0.932 (3) | 0.052 (2) | 0.065 (10)* | |
H3 | 0.2034 (16) | 1.024 (3) | 0.008 (2) | 0.063 (10)* | |
H4 | 0.3145 (15) | 1.026 (3) | −0.007 (2) | 0.056 (9)* | |
H5 | 0.4126 (13) | 0.943 (3) | 0.018 (3) | 0.082 (12)* | |
H6 | 0.4273 (15) | 0.791 (2) | 0.0856 (19) | 0.043 (8)* | |
H7 | 0.4382 (17) | 0.715 (3) | 0.216 (2) | 0.066 (10)* | |
H8 | 0.4289 (17) | 0.631 (3) | 0.135 (2) | 0.060 (10)* | |
H9 | 0.4525 (16) | 0.555 (3) | 0.284 (2) | 0.055 (9)* | |
H10 | 0.3969 (15) | 0.596 (3) | 0.305 (2) | 0.051 (8)* | |
H11 | 0.3901 (15) | 0.460 (3) | 0.161 (2) | 0.056 (9)* | |
H12 | 0.3977 (13) | 0.427 (2) | 0.2534 (19) | 0.037 (7)* | |
H13 | 0.3422 (19) | 0.315 (3) | 0.145 (2) | 0.068 (10)* | |
H14 | 0.2735 (17) | 0.185 (3) | 0.103 (2) | 0.062 (10)* | |
H15 | 0.1708 (15) | 0.195 (3) | 0.106 (2) | 0.050 (8)* | |
H16 | 0.0832 (17) | 0.289 (3) | 0.149 (2) | 0.064 (10)* | |
H17 | 0.053 (2) | 0.446 (3) | 0.197 (3) | 0.089 (13)* | |
H18 | 0.1249 (15) | 0.5742 (17) | 0.239 (2) | 0.053 (9)* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ag | 0.0644 (2) | 0.03538 (16) | 0.1245 (3) | 0.00648 (10) | 0.05438 (18) | 0.01468 (13) |
S | 0.0422 (4) | 0.0631 (5) | 0.0594 (5) | −0.0022 (3) | 0.0090 (3) | −0.0127 (4) |
O1 | 0.0386 (9) | 0.0392 (10) | 0.0571 (11) | 0.0018 (8) | 0.0165 (8) | 0.0076 (9) |
O2 | 0.0355 (9) | 0.0331 (9) | 0.0636 (12) | 0.0008 (7) | 0.0134 (8) | −0.0016 (9) |
O3 | 0.0613 (15) | 0.100 (2) | 0.0830 (17) | 0.0234 (14) | 0.0179 (13) | 0.0027 (16) |
O4 | 0.111 (3) | 0.122 (3) | 0.115 (3) | −0.037 (2) | −0.023 (2) | −0.030 (2) |
O5 | 0.091 (2) | 0.090 (2) | 0.0861 (18) | 0.0160 (16) | 0.0510 (16) | 0.0090 (16) |
N1 | 0.0437 (12) | 0.0387 (11) | 0.0372 (11) | 0.0006 (9) | 0.0064 (9) | −0.0031 (9) |
N2 | 0.0395 (11) | 0.0432 (13) | 0.0499 (13) | 0.0002 (9) | 0.0119 (10) | 0.0105 (10) |
F1 | 0.143 (3) | 0.155 (3) | 0.175 (3) | 0.088 (3) | 0.052 (3) | 0.076 (3) |
F2 | 0.347 (7) | 0.097 (3) | 0.119 (3) | −0.091 (4) | −0.016 (4) | 0.030 (2) |
F3 | 0.131 (3) | 0.217 (4) | 0.0899 (19) | 0.029 (3) | 0.0407 (18) | 0.065 (2) |
C1 | 0.0468 (16) | 0.0514 (16) | 0.0477 (16) | 0.0053 (13) | 0.0065 (13) | −0.0060 (14) |
C2 | 0.061 (2) | 0.0569 (19) | 0.0503 (17) | 0.0192 (16) | −0.0003 (15) | 0.0015 (15) |
C3 | 0.082 (2) | 0.0496 (18) | 0.0422 (16) | 0.0171 (17) | 0.0043 (15) | 0.0045 (14) |
C4 | 0.074 (2) | 0.0419 (15) | 0.0302 (13) | 0.0033 (14) | 0.0102 (13) | 0.0007 (11) |
C5 | 0.091 (3) | 0.0476 (18) | 0.0457 (17) | −0.0030 (17) | 0.0205 (16) | 0.0129 (15) |
C6 | 0.084 (3) | 0.061 (2) | 0.061 (2) | −0.0163 (19) | 0.0347 (18) | 0.0082 (16) |
C7 | 0.0605 (19) | 0.0536 (18) | 0.0549 (18) | −0.0055 (15) | 0.0275 (15) | 0.0039 (14) |
C8 | 0.0495 (15) | 0.0372 (13) | 0.0378 (13) | −0.0039 (11) | 0.0137 (11) | −0.0021 (11) |
C9 | 0.0516 (15) | 0.0359 (12) | 0.0289 (12) | −0.0006 (11) | 0.0092 (11) | −0.0033 (10) |
C10 | 0.0359 (14) | 0.0491 (17) | 0.0665 (19) | −0.0004 (12) | 0.0185 (14) | 0.0038 (15) |
C11 | 0.0322 (13) | 0.0503 (16) | 0.0523 (17) | 0.0028 (11) | 0.0079 (12) | 0.0032 (13) |
C12 | 0.0391 (14) | 0.0428 (15) | 0.0548 (17) | 0.0087 (12) | 0.0134 (12) | 0.0043 (14) |
C13 | 0.0478 (14) | 0.0359 (13) | 0.0370 (13) | −0.0012 (11) | 0.0108 (11) | 0.0056 (11) |
C14 | 0.065 (2) | 0.0411 (15) | 0.0514 (17) | −0.0002 (14) | 0.0233 (14) | 0.0014 (13) |
C15 | 0.091 (3) | 0.0437 (17) | 0.0503 (18) | −0.0088 (16) | 0.0271 (17) | −0.0082 (14) |
C16 | 0.085 (2) | 0.0474 (17) | 0.0455 (17) | −0.0251 (17) | 0.0117 (16) | −0.0035 (14) |
C17 | 0.0560 (17) | 0.0527 (16) | 0.0330 (13) | −0.0146 (13) | 0.0032 (12) | 0.0085 (12) |
C18 | 0.0514 (18) | 0.072 (2) | 0.0587 (19) | −0.0225 (17) | 0.0035 (15) | 0.0141 (17) |
C19 | 0.0404 (17) | 0.082 (3) | 0.083 (2) | −0.0051 (17) | 0.0146 (17) | 0.024 (2) |
C20 | 0.0430 (15) | 0.0585 (19) | 0.070 (2) | 0.0058 (14) | 0.0180 (14) | 0.0168 (17) |
C21 | 0.0438 (14) | 0.0408 (14) | 0.0327 (12) | −0.0036 (11) | 0.0051 (10) | 0.0104 (11) |
C22 | 0.090 (3) | 0.098 (3) | 0.059 (2) | 0.019 (3) | 0.011 (2) | 0.016 (2) |
Ag—N1 | 2.206 (2) | C6—C7 | 1.400 (5) |
Ag—N2 | 2.217 (2) | C6—H5 | 0.899 (19) |
Ag—O2 | 2.5509 (18) | C7—C8 | 1.380 (4) |
Ag—O1 | 2.5775 (17) | C7—H6 | 0.97 (3) |
S—O4 | 1.400 (3) | C8—C9 | 1.426 (4) |
S—O5 | 1.419 (3) | C10—C11 | 1.498 (4) |
S—O3 | 1.421 (3) | C10—H7 | 1.01 (4) |
S—C22 | 1.801 (5) | C10—H8 | 1.01 (4) |
O1—C8 | 1.359 (3) | C11—C12 | 1.505 (4) |
O1—C10 | 1.442 (3) | C11—H9 | 0.92 (3) |
O2—C13 | 1.352 (3) | C11—H10 | 0.97 (3) |
O2—C12 | 1.443 (3) | C12—H11 | 0.93 (3) |
N1—C1 | 1.321 (4) | C12—H12 | 0.90 (3) |
N1—C9 | 1.363 (4) | C13—C14 | 1.361 (4) |
N2—C20 | 1.331 (4) | C13—C21 | 1.423 (4) |
N2—C21 | 1.365 (4) | C14—C15 | 1.414 (5) |
F1—C22 | 1.302 (5) | C14—H13 | 0.98 (4) |
F2—C22 | 1.310 (6) | C15—C16 | 1.337 (5) |
F3—C22 | 1.315 (5) | C15—H14 | 0.92 (4) |
C1—C2 | 1.407 (5) | C16—C17 | 1.413 (5) |
C1—H1 | 0.96 (3) | C16—H15 | 0.90 (3) |
C2—C3 | 1.347 (5) | C17—C18 | 1.406 (5) |
C2—H2 | 0.95 (4) | C17—C21 | 1.415 (4) |
C3—C4 | 1.411 (5) | C18—C19 | 1.357 (6) |
C3—H3 | 0.88 (4) | C18—H16 | 1.02 (4) |
C4—C5 | 1.407 (5) | C19—C20 | 1.390 (5) |
C4—C9 | 1.430 (4) | C19—H17 | 0.90 (4) |
C5—C6 | 1.344 (5) | C20—H18 | 0.913 (18) |
C5—H4 | 0.88 (4) | ||
N1—Ag—N2 | O1—C10—C11 | ||
N1—Ag—O2 | O1—C10—H7 | ||
N2—Ag—O2 | C11—C10—H7 | ||
N1—Ag—O1 | O1—C10—H8 | ||
N2—Ag—O1 | C11—C10—H8 | ||
O2—Ag—O1 | H7—C10—H8 | ||
O4—S—O5 | C10—C11—C12 | ||
O4—S—O3 | C10—C11—H9 | ||
O5—S—O3 | C12—C11—H9 | ||
O4—S—C22 | C10—C11—H10 | ||
O5—S—C22 | C12—C11—H10 | ||
O3—S—C22 | H9—C11—H10 | ||
C8—O1—C10 | O2—C12—C11 | ||
C8—O1—Ag | O2—C12—H11 | ||
C10—O1—Ag | C11—C12—H11 | ||
C13—O2—C12 | O2—C12—H12 | ||
C13—O2—Ag | C11—C12—H12 | ||
C12—O2—Ag | H11—C12—H12 | ||
C1—N1—C9 | O2—C13—C14 | ||
C1—N1—Ag | O2—C13—C21 | ||
C9—N1—Ag | C14—C13—C21 | ||
C20—N2—C21 | C13—C14—C15 | ||
C20—N2—Ag | C13—C14—H13 | ||
C21—N2—Ag | C15—C14—H13 | ||
N1—C1—C2 | C16—C15—C14 | ||
N1—C1—H1 | C16—C15—H14 | ||
C2—C1—H1 | C14—C15—H14 | ||
C3—C2—C1 | C15—C16—C17 | ||
C3—C2—H2 | C15—C16—H15 | ||
C1—C2—H2 | C17—C16—H15 | ||
C2—C3—C4 | C18—C17—C16 | ||
C2—C3—H3 | C18—C17—C21 | ||
C4—C3—H3 | C16—C17—C21 | ||
C5—C4—C3 | C19—C18—C17 | ||
C5—C4—C9 | C19—C18—H16 | ||
C3—C4—C9 | C17—C18—H16 | ||
C6—C5—C4 | C18—C19—C20 | ||
C6—C5—H4 | C18—C19—H17 | ||
C4—C5—H4 | C20—C19—H17 | ||
C5—C6—C7 | N2—C20—C19 | ||
C5—C6—H5 | N2—C20—H18 | ||
C7—C6—H5 | C19—C20—H18 | ||
C8—C7—C6 | N2—C21—C17 | ||
C8—C7—H6 | N2—C21—C13 | ||
C6—C7—H6 | C17—C21—C13 | ||
O1—C8—C7 | F1—C22—F2 | ||
O1—C8—C9 | F1—C22—F3 | ||
C7—C8—C9 | F2—C22—F3 | ||
N1—C9—C8 | F1—C22—S | ||
N1—C9—C4 | F2—C22—S | ||
C8—C9—C4 | F3—C22—S | ||
N1—Ag—O1—C8 | 2.77 (16) | C5—C4—C9—N1 | −179.9 (3) |
N2—Ag—O1—C8 | 139.32 (17) | C3—C4—C9—N1 | −0.3 (4) |
O2—Ag—O1—C8 | 157.25 (18) | C5—C4—C9—C8 | −0.3 (4) |
N1—Ag—O1—C10 | 172.6 (2) | C3—C4—C9—C8 | 179.3 (3) |
N2—Ag—O1—C10 | −50.9 (3) | C8—O1—C10—C11 | 168.1 (2) |
O2—Ag—O1—C10 | −32.9 (2) | Ag—O1—C10—C11 | −1.2 (4) |
N1—Ag—O2—C13 | −112.85 (17) | O1—C10—C11—C12 | 73.4 (3) |
N2—Ag—O2—C13 | 20.85 (16) | C13—O2—C12—C11 | −173.6 (2) |
O1—Ag—O2—C13 | −146.14 (18) | Ag—O2—C12—C11 | 16.6 (4) |
N1—Ag—O2—C12 | 57.4 (3) | C10—C11—C12—O2 | −81.9 (3) |
N2—Ag—O2—C12 | −168.9 (3) | C12—O2—C13—C14 | −10.6 (4) |
O1—Ag—O2—C12 | 24.1 (2) | Ag—O2—C13—C14 | 161.1 (2) |
N2—Ag—N1—C1 | 43.0 (3) | C12—O2—C13—C21 | 170.3 (2) |
O2—Ag—N1—C1 | 146.16 (19) | Ag—O2—C13—C21 | −18.0 (3) |
O1—Ag—N1—C1 | −179.6 (2) | O2—C13—C14—C15 | −179.3 (3) |
N2—Ag—N1—C9 | −142.40 (19) | C21—C13—C14—C15 | −0.3 (4) |
O2—Ag—N1—C9 | −39.2 (2) | C13—C14—C15—C16 | 0.7 (5) |
O1—Ag—N1—C9 | −5.03 (18) | C14—C15—C16—C17 | −0.5 (5) |
N1—Ag—N2—C20 | −50.8 (3) | C15—C16—C17—C18 | 179.1 (3) |
O2—Ag—N2—C20 | 179.5 (3) | C15—C16—C17—C21 | 0.0 (5) |
O1—Ag—N2—C20 | −162.0 (2) | C16—C17—C18—C19 | 179.8 (3) |
N1—Ag—N2—C21 | 108.0 (2) | C21—C17—C18—C19 | −1.1 (5) |
O2—Ag—N2—C21 | −21.75 (18) | C17—C18—C19—C20 | 0.9 (5) |
O1—Ag—N2—C21 | −3.2 (3) | C21—N2—C20—C19 | −2.3 (5) |
C9—N1—C1—C2 | −1.2 (4) | Ag—N2—C20—C19 | 157.0 (3) |
Ag—N1—C1—C2 | 173.7 (2) | C18—C19—C20—N2 | 0.8 (6) |
N1—C1—C2—C3 | 0.2 (5) | C20—N2—C21—C17 | 2.1 (4) |
C1—C2—C3—C4 | 0.7 (5) | Ag—N2—C21—C17 | −156.7 (2) |
C2—C3—C4—C5 | 178.9 (3) | C20—N2—C21—C13 | −179.6 (3) |
C2—C3—C4—C9 | −0.7 (4) | Ag—N2—C21—C13 | 21.6 (3) |
C3—C4—C5—C6 | −176.8 (3) | C18—C17—C21—N2 | −0.5 (4) |
C9—C4—C5—C6 | 2.8 (5) | C16—C17—C21—N2 | 178.7 (3) |
C4—C5—C6—C7 | −2.4 (6) | C18—C17—C21—C13 | −178.8 (2) |
C5—C6—C7—C8 | −0.6 (5) | C16—C17—C21—C13 | 0.4 (4) |
C10—O1—C8—C7 | 7.6 (4) | O2—C13—C21—N2 | 0.6 (3) |
Ag—O1—C8—C7 | 178.7 (2) | C14—C13—C21—N2 | −178.6 (3) |
C10—O1—C8—C9 | −171.6 (2) | O2—C13—C21—C17 | 178.9 (2) |
Ag—O1—C8—C9 | −0.5 (3) | C14—C13—C21—C17 | −0.2 (4) |
C6—C7—C8—O1 | −176.1 (3) | O4—S—C22—F1 | −54.0 (4) |
C6—C7—C8—C9 | 3.1 (5) | O5—S—C22—F1 | 68.5 (4) |
C1—N1—C9—C8 | −178.4 (3) | O3—S—C22—F1 | −174.1 (4) |
Ag—N1—C9—C8 | 7.0 (3) | O4—S—C22—F2 | −178.1 (5) |
C1—N1—C9—C4 | 1.2 (4) | O5—S—C22—F2 | −55.6 (5) |
Ag—N1—C9—C4 | −173.39 (18) | O3—S—C22—F2 | 61.7 (5) |
O1—C8—C9—N1 | −3.7 (3) | O4—S—C22—F3 | 64.6 (4) |
C7—C8—C9—N1 | 177.0 (3) | O5—S—C22—F3 | −172.9 (3) |
O1—C8—C9—C4 | 176.7 (2) | O3—S—C22—F3 | −55.6 (4) |
C7—C8—C9—C4 | −2.6 (4) |
Experimental details
Crystal data | |
Chemical formula | [Ag(C21H18N2O2)](CF3O3S) |
Mr | 587.31 |
Crystal system, space group | Monoclinic, C2/c |
Temperature (K) | 293 |
a, b, c (Å) | 21.9899 (11), 13.3576 (11), 15.2317 (10) |
β (°) | 103.828 (2) |
V (Å3) | 4344.4 (5) |
Z | 8 |
Radiation type | Mo Kα |
µ (mm−1) | 1.09 |
Crystal size (mm) | 0.28 × 0.12 × 0.10 |
Data collection | |
Diffractometer | Bruker CCD area-detector diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1997) |
Tmin, Tmax | 0.664, 0.897 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 12912, 5118, 3801 |
Rint | 0.065 |
(sin θ/λ)max (Å−1) | 0.666 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.043, 0.123, 1.03 |
No. of reflections | 5118 |
No. of parameters | 380 |
No. of restraints | 2 |
H-atom treatment | All H-atom parameters refined |
Δρmax, Δρmin (e Å−3) | 0.96, −1.00 |
Computer programs: SMART (Bruker, 1998), SMART, SHELXTL (Bruker, 1998), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), XP in SHELXTL, SHELXTL.
Much interest has been shown during the last decade in the coordination chemistry of the lithium ion (Subramanian et al., 1995) since it has been successfully used in the treatment of maniac depression, neurological and psychological disorder. O,O'-Bis(8-quinolyl)-1,5-dioxapentane (DPOQ) and its derivatives have been investigated for both transportation and quantitative estimation of lithium (Hiratani et al., 1987). In previous studies, we have used this highly flexible ligand with a long spacer, (CH2)6, O,O'-bis(8-quinolyl)-1,5-dioxaoctane (ODOQ; Cai et al., 2001). In those complexes, the high flexibility of ODOQ seemed to play an important roles in the formation of single-strand double-helical structures. Very recently, we have obtained discrete single-strand helical complexes constructed by the ligand O,O'-bis(8-quinolyl)-1,8-dioxaheptane (OHOQ), containing non-restrained spacer (CH2)5 (Cai et al., 2002). These findings prompted us to systematiclly investigate the influence of the spacers on fabricating new supramolecules structures. Herein we report the crystal structure of the title complex, (I).
The molecule of (I) consists of the CF3SO3− anion and Ag(DPOQ)+ cation, which semi-encloses a bent structure. Each silver(I) ion in the Ag(DPOQ)+ cation is coordinated to two imino N atoms and two O atoms of two 8-quinoline groups. The average Ag—N and Ag—O bond distances are 2.21 and 2.56 (3) Å, respectively. The N—Ag—N and O—Ag—O angles are 136.73 (8) and 72.09°, respectively. The environment of the silver(I) ion may be treated as a tetrahedron. The CF3SO3− anion does not bind to AgI, but is involved in the formation of intermolecular interactions through its O atoms. Each CF3SO3− anion forms acceptor hydrogen bonds with four neighboring Ag(DPOQ)+ cations on the ridge side of the cations, through four weak C—H···O hydrogen bonds, with an average C—O bond distance and C—H···O bond angle of 3.35 (8) Å and 153.02 (10)°, respectively (Braga et al., 1998), thus forming a three-dimensional network.