In the title complex, [Pd
2(C
10H
12O
4)
2(C
10H
8N
2)
2](PF
6)
2·CH
3CN, the Pd
II centers have a distorted
cis-square-planar geometry defined by an
O,
O′-bidentate bisacetylacetonate dianion ligand and a chelating 2,2′-bipyridine ligand. The crystal structure is stabilized by electrostatic forces between the cations and anions, intermolecular π–π stacking interactions between pairs of 2,2′-bipyridine rings, and weak intermolecular hydrogen bonds involving hexafluorophosphate anions (C—H

F) and the solvent acetonitrile molecules (C—H

N).
Supporting information
CCDC reference: 621418
Key indicators
- Single-crystal X-ray study
- T = 298 K
- Mean
(C-C) = 0.009 Å
Some non-H atoms missing
- R factor = 0.060
- wR factor = 0.141
- Data-to-parameter ratio = 16.5
checkCIF/PLATON results
No syntax errors found
Alert level A
CHEMW01_ALERT_1_A The ratio of given/expected molecular weight as calculated
from the _chemical_formula_sum lies outside
the range 0.90 <> 1.10
Calculated formula weight = 1248.5587
Formula weight given = 1052.3600
Alert level C
ABSMU01_ALERT_1_C The ratio of given/expected absorption coefficient lies
outside the range 0.99 <> 1.01
Calculated value of mu = 1.123
Value of mu given = 1.097
CHEMW01_ALERT_1_C The difference between the given and expected weight for
compound is greater 1 mass unit. Check that all hydrogen
atoms have been taken into account.
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for P1
PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for P2
PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 9
Alert level G
FORMU01_ALERT_2_G There is a discrepancy between the atom counts in the
_chemical_formula_sum and the formula from the _atom_site* data.
Atom count from _chemical_formula_sum:C42 H43 F12 N5 O8 P2 Pd2
Atom count from the _atom_site data: C32 H31 F12 N5 O4 P2 Pd2
CELLZ01_ALERT_1_G Difference between formula and atom_site contents detected.
CELLZ01_ALERT_1_G ALERT: Large difference may be due to a
symmetry error - see SYMMG tests
From the CIF: _cell_formula_units_Z 8
From the CIF: _chemical_formula_sum C42 H43 F12 N5 O8 P2 Pd2
TEST: Compare cell contents of formula and atom_site data
atom Z*formula cif sites diff
C 336.00 256.00 80.00
H 344.00 248.00 96.00
F 96.00 96.00 0.00
N 40.00 40.00 0.00
O 64.00 32.00 32.00
P 16.00 16.00 0.00
Pd 16.00 16.00 0.00
1 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
7 ALERT level C = Check and explain
3 ALERT level G = General alerts; check
7 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
1 ALERT type 2 Indicator that the structure model may be wrong or deficient
1 ALERT type 3 Indicator that the structure quality may be low
2 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: SMART (Bruker, 2001); cell refinement: SAINT-Plus (Bruker, 2001); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: PLATON.
µ-3,3'-bisacetylacetonato-bis[(2,2'-bipyridine)palladium(II)]
hexafluorophosphate acetonitrile solvate
top
Crystal data top
[Pd2(C10H12O4)2(C10H8N2)2](PF6)2·C2H3N | F(000) = 4160 |
Mr = 1052.36 | Dx = 1.779 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 3384 reflections |
a = 22.070 (4) Å | θ = 0.9–27.5° |
b = 16.104 (3) Å | µ = 1.10 mm−1 |
c = 23.479 (5) Å | T = 298 K |
β = 109.70 (3)° | Block, yellow |
V = 7856 (3) Å3 | 0.30 × 0.30 × 0.20 mm |
Z = 8 | |
Data collection top
Bruker SMART APEX CCD area-detector diffractometer | 8574 independent reflections |
Radiation source: sealed tube | 6165 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.033 |
φ and ω scans | θmax = 27.0°, θmin = 1.6° |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | h = −27→28 |
Tmin = 0.73, Tmax = 0.81 | k = 0→20 |
16272 measured reflections | l = −29→28 |
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)] = 0.060 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.141 | H-atom parameters constrained |
S = 1.09 | w = 1/[σ2(Fo2) + (0.0717P)2] where P = (Fo2 + 2Fc2)/3 |
8574 reflections | (Δ/σ)max = 0.001 |
521 parameters | Δρmax = 0.62 e Å−3 |
0 restraints | Δρmin = −1.06 e Å−3 |
Special details top
Experimental. 1H NMR (400?MHz, [D3]Acetonitrile): δ 2.21 (12H, s, CH3), 7.82
(4H, t, J = 8.5 Hz, bpy-H4,4'), 8.34 (8H, m, bpy-H3,3' and
bpy-H5,5'), 8.70 (4H, d, J = 5.6 Hz, bpy-H6,6') p.p.m. |
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
C1 | 0.9399 (3) | −0.1265 (3) | 0.4121 (3) | 0.0546 (13) | |
H1 | 0.9203 | −0.1275 | 0.3702 | 0.065* | |
C2 | 0.9889 (3) | −0.1818 (3) | 0.4393 (3) | 0.0521 (13) | |
H2 | 1.0028 | −0.2190 | 0.4160 | 0.063* | |
C3 | 1.0169 (3) | −0.1814 (4) | 0.5009 (3) | 0.0522 (13) | |
H3 | 1.0500 | −0.2182 | 0.5199 | 0.063* | |
C4 | 0.9956 (3) | −0.1260 (3) | 0.5346 (3) | 0.0541 (13) | |
H4 | 1.0141 | −0.1255 | 0.5765 | 0.065* | |
C5 | 0.9470 (2) | −0.0713 (3) | 0.5060 (3) | 0.0479 (12) | |
C6 | 0.9202 (2) | −0.0095 (3) | 0.5372 (2) | 0.0468 (11) | |
C7 | 0.9407 (3) | 0.0036 (4) | 0.5989 (2) | 0.0533 (13) | |
H7 | 0.9745 | −0.0275 | 0.6245 | 0.064* | |
C8 | 0.9114 (3) | 0.0621 (4) | 0.6222 (2) | 0.0555 (14) | |
H8 | 0.9247 | 0.0705 | 0.6638 | 0.067* | |
C9 | 0.8621 (3) | 0.1089 (4) | 0.5845 (3) | 0.0590 (14) | |
H9 | 0.8417 | 0.1490 | 0.6000 | 0.071* | |
C10 | 0.8434 (3) | 0.0951 (4) | 0.5224 (2) | 0.0513 (12) | |
H10 | 0.8104 | 0.1268 | 0.4964 | 0.062* | |
C11 | 0.8167 (3) | −0.0008 (4) | 0.2236 (2) | 0.0542 (13) | |
H11A | 0.8428 | −0.0500 | 0.2320 | 0.081* | |
H11B | 0.8373 | 0.0413 | 0.2076 | 0.081* | |
H11C | 0.7753 | −0.0134 | 0.1945 | 0.081* | |
C12 | 0.8085 (3) | 0.0301 (4) | 0.2809 (2) | 0.0548 (13) | |
C13 | 0.7677 (3) | 0.0975 (4) | 0.2810 (2) | 0.0551 (13) | |
C14 | 0.7568 (3) | 0.1256 (4) | 0.3334 (3) | 0.0560 (13) | |
C15 | 0.7078 (3) | 0.1922 (4) | 0.3299 (3) | 0.0648 (16) | |
H15A | 0.7063 | 0.2028 | 0.3696 | 0.097* | |
H15B | 0.6662 | 0.1742 | 0.3038 | 0.097* | |
H15C | 0.7197 | 0.2422 | 0.3139 | 0.097* | |
C16 | 0.8237 (3) | 0.2517 (4) | 0.2564 (3) | 0.0640 (16) | |
H16A | 0.8265 | 0.3093 | 0.2471 | 0.096* | |
H16B | 0.8612 | 0.2230 | 0.2548 | 0.096* | |
H16C | 0.8209 | 0.2465 | 0.2961 | 0.096* | |
C17 | 0.7636 (3) | 0.2137 (4) | 0.2101 (3) | 0.0588 (15) | |
C18 | 0.7359 (3) | 0.1422 (4) | 0.2223 (2) | 0.0547 (13) | |
C19 | 0.6780 (3) | 0.1095 (4) | 0.1828 (2) | 0.0553 (13) | |
C20 | 0.6446 (3) | 0.0388 (4) | 0.2011 (3) | 0.0671 (18) | |
H20A | 0.6001 | 0.0527 | 0.1926 | 0.101* | |
H20B | 0.6646 | 0.0285 | 0.2436 | 0.101* | |
H20C | 0.6477 | −0.0100 | 0.1788 | 0.101* | |
C21 | 0.7475 (3) | 0.3642 (4) | 0.0560 (3) | 0.0580 (14) | |
H21 | 0.7699 | 0.3681 | 0.0973 | 0.070* | |
C22 | 0.7620 (3) | 0.4170 (4) | 0.0178 (3) | 0.0652 (16) | |
H22 | 0.7938 | 0.4569 | 0.0330 | 0.078* | |
C23 | 0.7301 (3) | 0.4119 (5) | −0.0427 (3) | 0.0705 (17) | |
H23 | 0.7403 | 0.4476 | −0.0693 | 0.085* | |
C24 | 0.6829 (3) | 0.3535 (3) | −0.0640 (2) | 0.0478 (12) | |
H24 | 0.6605 | 0.3500 | −0.1053 | 0.057* | |
C25 | 0.6679 (3) | 0.3000 (4) | −0.0252 (2) | 0.0519 (13) | |
C26 | 0.6182 (3) | 0.2378 (4) | −0.0405 (2) | 0.0526 (13) | |
C27 | 0.5768 (3) | 0.2228 (4) | −0.0993 (3) | 0.0599 (15) | |
H27 | 0.5811 | 0.2525 | −0.1317 | 0.072* | |
C28 | 0.5301 (3) | 0.1641 (4) | −0.1086 (3) | 0.0649 (16) | |
H28 | 0.5018 | 0.1544 | −0.1476 | 0.078* | |
C29 | 0.5242 (3) | 0.1181 (4) | −0.0599 (3) | 0.0678 (17) | |
H29 | 0.4927 | 0.0777 | −0.0654 | 0.081* | |
C30 | 0.5674 (3) | 0.1361 (4) | −0.0037 (3) | 0.0575 (14) | |
H30 | 0.5651 | 0.1057 | 0.0293 | 0.069* | |
C31 | 0.8989 (3) | 0.4992 (4) | 0.1568 (3) | 0.0669 (16) | |
C32 | 0.9355 (3) | 0.5599 (4) | 0.1409 (3) | 0.0700 (18) | |
H32A | 0.9540 | 0.5966 | 0.1745 | 0.105* | |
H32B | 0.9084 | 0.5911 | 0.1070 | 0.105* | |
H32C | 0.9693 | 0.5338 | 0.1302 | 0.105* | |
F1 | 0.7816 (2) | 0.3988 (3) | 0.4042 (2) | 0.0875 (13) | |
F2 | 0.9077 (2) | 0.3494 (3) | 0.5042 (2) | 0.0956 (15) | |
F3 | 0.8149 (2) | 0.4013 (3) | 0.50369 (19) | 0.0851 (13) | |
F4 | 0.8718 (2) | 0.3396 (3) | 0.40779 (19) | 0.0805 (11) | |
F5 | 0.8673 (2) | 0.4594 (3) | 0.4549 (2) | 0.0855 (12) | |
F6 | 0.8163 (2) | 0.2862 (3) | 0.4571 (2) | 0.0873 (13) | |
F7 | 0.5493 (2) | 0.2627 (3) | 0.3170 (2) | 0.1008 (17) | |
F8 | 0.5405 (2) | 0.1924 (3) | 0.2340 (2) | 0.0921 (14) | |
F9 | 0.5377 (2) | 0.3347 (3) | 0.23190 (19) | 0.0847 (13) | |
F10 | 0.9283 (2) | 0.1378 (3) | 0.20278 (18) | 0.0818 (13) | |
F11 | 1.0269 (2) | 0.1392 (3) | 0.19496 (18) | 0.0763 (11) | |
F12 | 1.0000 | 0.2364 (3) | 0.2500 | 0.0754 (15) | |
F13 | 1.0000 | 0.0398 (4) | 0.2500 | 0.0804 (16) | |
N1 | 0.9201 (2) | −0.0713 (3) | 0.44496 (19) | 0.0448 (9) | |
N2 | 0.87153 (19) | 0.0374 (3) | 0.49961 (18) | 0.0432 (9) | |
N3 | 0.70185 (19) | 0.3064 (3) | 0.03589 (19) | 0.0426 (9) | |
N4 | 0.6112 (2) | 0.1930 (3) | 0.0059 (2) | 0.0543 (11) | |
N5 | 0.8656 (2) | 0.4525 (3) | 0.1661 (2) | 0.0563 (12) | |
O1 | 0.8409 (2) | −0.0135 (2) | 0.32697 (17) | 0.0540 (9) | |
O2 | 0.78393 (19) | 0.0986 (3) | 0.38742 (16) | 0.0525 (9) | |
O3 | 0.7459 (2) | 0.2565 (3) | 0.16091 (18) | 0.0587 (10) | |
O4 | 0.6461 (2) | 0.1362 (3) | 0.12907 (17) | 0.0579 (10) | |
P1 | 0.84452 (8) | 0.37264 (11) | 0.45477 (8) | 0.0624 (4) | |
P2 | 0.5000 | 0.26347 (15) | 0.2500 | 0.0622 (6) | |
P3 | 1.0000 | 0.13821 (16) | 0.2500 | 0.0657 (6) | |
Pd1 | 0.850980 (18) | 0.01366 (2) | 0.411300 (16) | 0.04146 (12) | |
Pd2 | 0.67660 (2) | 0.22273 (2) | 0.086740 (17) | 0.04501 (12) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
C1 | 0.061 (3) | 0.048 (3) | 0.062 (3) | 0.005 (2) | 0.031 (3) | 0.008 (2) |
C2 | 0.068 (3) | 0.042 (2) | 0.065 (3) | 0.002 (2) | 0.048 (3) | 0.005 (2) |
C3 | 0.052 (3) | 0.054 (3) | 0.062 (3) | 0.011 (2) | 0.033 (3) | 0.021 (2) |
C4 | 0.048 (3) | 0.049 (3) | 0.060 (3) | −0.002 (2) | 0.012 (2) | 0.019 (2) |
C5 | 0.036 (2) | 0.045 (3) | 0.061 (3) | −0.0044 (19) | 0.015 (2) | 0.017 (2) |
C6 | 0.045 (3) | 0.048 (3) | 0.045 (3) | −0.008 (2) | 0.013 (2) | 0.016 (2) |
C7 | 0.051 (3) | 0.057 (3) | 0.046 (3) | −0.009 (2) | 0.010 (2) | 0.018 (2) |
C8 | 0.065 (3) | 0.065 (4) | 0.037 (3) | −0.016 (3) | 0.017 (2) | −0.004 (2) |
C9 | 0.069 (4) | 0.065 (4) | 0.047 (3) | −0.003 (3) | 0.024 (3) | −0.009 (3) |
C10 | 0.042 (3) | 0.068 (3) | 0.046 (3) | 0.005 (2) | 0.017 (2) | 0.004 (2) |
C11 | 0.061 (3) | 0.063 (4) | 0.048 (3) | 0.013 (3) | 0.031 (3) | 0.001 (3) |
C12 | 0.067 (3) | 0.057 (3) | 0.042 (3) | 0.003 (3) | 0.020 (2) | 0.007 (2) |
C13 | 0.058 (3) | 0.068 (4) | 0.038 (3) | 0.007 (3) | 0.015 (2) | 0.008 (2) |
C14 | 0.053 (3) | 0.066 (4) | 0.042 (3) | 0.013 (3) | 0.008 (2) | 0.003 (2) |
C15 | 0.067 (4) | 0.066 (4) | 0.061 (4) | 0.032 (3) | 0.021 (3) | 0.018 (3) |
C16 | 0.063 (4) | 0.058 (3) | 0.060 (4) | −0.012 (3) | 0.008 (3) | 0.013 (3) |
C17 | 0.072 (4) | 0.055 (3) | 0.047 (3) | 0.013 (3) | 0.017 (3) | 0.001 (2) |
C18 | 0.055 (3) | 0.066 (3) | 0.040 (3) | 0.003 (3) | 0.013 (2) | 0.013 (2) |
C19 | 0.064 (3) | 0.060 (3) | 0.041 (3) | 0.006 (3) | 0.016 (3) | 0.010 (2) |
C20 | 0.066 (4) | 0.066 (4) | 0.061 (4) | −0.018 (3) | 0.011 (3) | 0.028 (3) |
C21 | 0.060 (3) | 0.059 (3) | 0.054 (3) | 0.015 (3) | 0.018 (3) | 0.009 (3) |
C22 | 0.071 (4) | 0.063 (4) | 0.068 (4) | 0.016 (3) | 0.032 (3) | 0.015 (3) |
C23 | 0.074 (4) | 0.076 (4) | 0.059 (4) | 0.003 (3) | 0.018 (3) | 0.016 (3) |
C24 | 0.063 (3) | 0.050 (3) | 0.042 (3) | 0.022 (2) | 0.032 (2) | −0.002 (2) |
C25 | 0.056 (3) | 0.056 (3) | 0.045 (3) | 0.026 (3) | 0.019 (2) | 0.016 (2) |
C26 | 0.056 (3) | 0.057 (3) | 0.046 (3) | 0.025 (3) | 0.019 (2) | 0.013 (2) |
C27 | 0.065 (4) | 0.068 (4) | 0.045 (3) | 0.021 (3) | 0.015 (3) | 0.008 (3) |
C28 | 0.058 (4) | 0.069 (4) | 0.056 (3) | 0.021 (3) | 0.003 (3) | −0.004 (3) |
C29 | 0.061 (4) | 0.061 (4) | 0.069 (4) | 0.008 (3) | 0.006 (3) | −0.012 (3) |
C30 | 0.064 (3) | 0.061 (3) | 0.055 (3) | 0.014 (3) | 0.028 (3) | 0.007 (3) |
C31 | 0.063 (4) | 0.068 (4) | 0.065 (4) | −0.002 (3) | 0.016 (3) | −0.013 (3) |
C32 | 0.064 (4) | 0.061 (4) | 0.079 (4) | −0.019 (3) | 0.016 (3) | −0.014 (3) |
F1 | 0.074 (3) | 0.091 (3) | 0.092 (3) | 0.029 (2) | 0.022 (2) | 0.029 (2) |
F2 | 0.086 (3) | 0.092 (3) | 0.077 (3) | 0.017 (2) | −0.013 (2) | −0.027 (2) |
F3 | 0.079 (3) | 0.110 (3) | 0.075 (3) | 0.036 (2) | 0.038 (2) | 0.013 (2) |
F4 | 0.086 (3) | 0.083 (3) | 0.079 (3) | 0.010 (2) | 0.036 (2) | −0.019 (2) |
F5 | 0.086 (3) | 0.081 (3) | 0.090 (3) | −0.025 (2) | 0.030 (2) | −0.020 (2) |
F6 | 0.086 (3) | 0.083 (3) | 0.083 (3) | −0.011 (2) | 0.015 (2) | 0.011 (2) |
F7 | 0.088 (3) | 0.087 (3) | 0.085 (3) | 0.000 (2) | −0.026 (3) | −0.006 (2) |
F8 | 0.092 (3) | 0.094 (3) | 0.080 (3) | 0.014 (2) | 0.016 (2) | −0.044 (2) |
F9 | 0.079 (3) | 0.107 (3) | 0.071 (2) | −0.040 (2) | 0.029 (2) | −0.006 (2) |
F10 | 0.078 (3) | 0.086 (3) | 0.054 (2) | −0.006 (2) | −0.0137 (19) | 0.0170 (18) |
F11 | 0.087 (3) | 0.072 (2) | 0.061 (2) | −0.021 (2) | 0.013 (2) | −0.0162 (18) |
F12 | 0.086 (4) | 0.062 (3) | 0.065 (3) | 0.000 | 0.009 (3) | 0.000 |
F13 | 0.082 (4) | 0.062 (3) | 0.077 (4) | 0.000 | 0.001 (3) | 0.000 |
N1 | 0.048 (2) | 0.039 (2) | 0.050 (2) | 0.0022 (16) | 0.0192 (19) | 0.0081 (17) |
N2 | 0.039 (2) | 0.050 (2) | 0.040 (2) | −0.0046 (17) | 0.0118 (17) | 0.0048 (17) |
N3 | 0.0367 (18) | 0.049 (2) | 0.047 (2) | 0.0225 (17) | 0.0195 (17) | 0.0130 (17) |
N4 | 0.059 (3) | 0.056 (3) | 0.049 (3) | 0.018 (2) | 0.019 (2) | 0.011 (2) |
N5 | 0.064 (3) | 0.050 (3) | 0.056 (3) | −0.025 (2) | 0.022 (2) | −0.017 (2) |
O1 | 0.065 (2) | 0.060 (2) | 0.0407 (19) | 0.0162 (18) | 0.0213 (17) | 0.0045 (16) |
O2 | 0.063 (2) | 0.058 (2) | 0.0373 (18) | 0.0182 (18) | 0.0173 (16) | 0.0063 (16) |
O3 | 0.061 (2) | 0.060 (2) | 0.050 (2) | 0.0003 (19) | 0.0115 (18) | 0.0078 (18) |
O4 | 0.065 (2) | 0.058 (2) | 0.0405 (19) | −0.0097 (18) | 0.0044 (17) | 0.0174 (16) |
P1 | 0.0580 (9) | 0.0605 (9) | 0.0717 (10) | 0.0202 (7) | 0.0256 (8) | −0.0011 (8) |
P2 | 0.0601 (13) | 0.0558 (12) | 0.0631 (14) | 0.000 | 0.0108 (11) | 0.000 |
P3 | 0.0595 (13) | 0.0639 (14) | 0.0578 (13) | 0.000 | −0.0012 (10) | 0.000 |
Pd1 | 0.0436 (2) | 0.0467 (2) | 0.0348 (2) | 0.00376 (15) | 0.01409 (15) | 0.00597 (14) |
Pd2 | 0.0549 (2) | 0.0403 (2) | 0.0389 (2) | 0.01581 (16) | 0.01452 (16) | 0.01143 (15) |
Geometric parameters (Å, º) top
C1—N1 | 1.343 (7) | C22—C23 | 1.359 (9) |
C1—C2 | 1.380 (8) | C22—H22 | 0.9300 |
C1—H1 | 0.9300 | C23—C24 | 1.368 (9) |
C2—C3 | 1.368 (8) | C23—H23 | 0.9300 |
C2—H2 | 0.9300 | C24—C25 | 1.372 (8) |
C3—C4 | 1.374 (8) | C24—H24 | 0.9300 |
C3—H3 | 0.9300 | C25—N3 | 1.380 (7) |
C4—C5 | 1.377 (7) | C25—C26 | 1.438 (9) |
C4—H4 | 0.9300 | C26—N4 | 1.360 (7) |
C5—N1 | 1.354 (7) | C26—C27 | 1.395 (8) |
C5—C6 | 1.473 (8) | C27—C28 | 1.361 (10) |
C6—N2 | 1.366 (7) | C27—H27 | 0.9300 |
C6—C7 | 1.381 (8) | C28—C29 | 1.406 (10) |
C7—C8 | 1.359 (9) | C28—H28 | 0.9300 |
C7—H7 | 0.9300 | C29—C30 | 1.374 (9) |
C8—C9 | 1.374 (9) | C29—H29 | 0.9300 |
C8—H8 | 0.9300 | C30—N4 | 1.295 (8) |
C9—C10 | 1.392 (8) | C30—H30 | 0.9300 |
C9—H9 | 0.9300 | C31—N5 | 1.122 (8) |
C10—N2 | 1.325 (7) | C31—C32 | 1.398 (10) |
C10—H10 | 0.9300 | C32—H32A | 0.9600 |
C11—C12 | 1.503 (7) | C32—H32B | 0.9600 |
C11—H11A | 0.9600 | C32—H32C | 0.9600 |
C11—H11B | 0.9600 | F1—P1 | 1.550 (4) |
C11—H11C | 0.9600 | F2—P1 | 1.529 (4) |
C12—O1 | 1.285 (7) | F3—P1 | 1.570 (4) |
C12—C13 | 1.411 (9) | F4—P1 | 1.520 (4) |
C13—C14 | 1.404 (8) | F5—P1 | 1.485 (5) |
C13—C18 | 1.504 (7) | F6—P1 | 1.534 (5) |
C14—O2 | 1.284 (7) | F7—P2 | 1.582 (4) |
C14—C15 | 1.505 (8) | F8—P2 | 1.573 (4) |
C15—H15A | 0.9600 | F9—P2 | 1.557 (4) |
C15—H15B | 0.9600 | F10—P3 | 1.598 (4) |
C15—H15C | 0.9600 | F11—P3 | 1.593 (4) |
C16—C17 | 1.530 (8) | F12—P3 | 1.582 (6) |
C16—H16A | 0.9600 | F13—P3 | 1.585 (6) |
C16—H16B | 0.9600 | N1—Pd1 | 2.003 (4) |
C16—H16C | 0.9600 | N2—Pd1 | 2.004 (4) |
C17—O3 | 1.287 (7) | N3—Pd2 | 2.000 (4) |
C17—C18 | 1.377 (9) | N4—Pd2 | 2.017 (5) |
C18—C19 | 1.405 (8) | O1—Pd1 | 1.966 (4) |
C19—O4 | 1.294 (6) | O2—Pd1 | 1.953 (4) |
C19—C20 | 1.495 (8) | O3—Pd2 | 1.968 (4) |
C20—H20A | 0.9600 | O4—Pd2 | 1.958 (4) |
C20—H20B | 0.9600 | P2—F9i | 1.557 (4) |
C20—H20C | 0.9600 | P2—F8i | 1.573 (4) |
C21—N3 | 1.335 (8) | P2—F7i | 1.582 (4) |
C21—C22 | 1.350 (9) | P3—F11ii | 1.593 (4) |
C21—H21 | 0.9300 | P3—F10ii | 1.598 (4) |
| | | |
N1—C1—C2 | 121.0 (6) | C28—C27—H27 | 120.4 |
N1—C1—H1 | 119.5 | C26—C27—H27 | 120.4 |
C2—C1—H1 | 119.5 | C27—C28—C29 | 120.5 (6) |
C3—C2—C1 | 119.4 (5) | C27—C28—H28 | 119.8 |
C3—C2—H2 | 120.3 | C29—C28—H28 | 119.8 |
C1—C2—H2 | 120.3 | C30—C29—C28 | 116.5 (7) |
C2—C3—C4 | 119.4 (5) | C30—C29—H29 | 121.7 |
C2—C3—H3 | 120.3 | C28—C29—H29 | 121.7 |
C4—C3—H3 | 120.3 | N4—C30—C29 | 123.5 (6) |
C3—C4—C5 | 119.7 (6) | N4—C30—H30 | 118.3 |
C3—C4—H4 | 120.1 | C29—C30—H30 | 118.3 |
C5—C4—H4 | 120.1 | N5—C31—C32 | 174.8 (8) |
N1—C5—C4 | 120.5 (6) | C31—C32—H32A | 109.5 |
N1—C5—C6 | 114.9 (4) | C31—C32—H32B | 109.5 |
C4—C5—C6 | 124.6 (5) | H32A—C32—H32B | 109.5 |
N2—C6—C7 | 120.2 (5) | C31—C32—H32C | 109.5 |
N2—C6—C5 | 114.3 (5) | H32A—C32—H32C | 109.5 |
C7—C6—C5 | 125.5 (5) | H32B—C32—H32C | 109.5 |
C8—C7—C6 | 119.7 (5) | C1—N1—C5 | 119.8 (5) |
C8—C7—H7 | 120.1 | C1—N1—Pd1 | 125.2 (4) |
C6—C7—H7 | 120.1 | C5—N1—Pd1 | 114.9 (4) |
C7—C8—C9 | 120.1 (5) | C10—N2—C6 | 120.0 (5) |
C7—C8—H8 | 120.0 | C10—N2—Pd1 | 125.3 (4) |
C9—C8—H8 | 120.0 | C6—N2—Pd1 | 114.7 (4) |
C8—C9—C10 | 118.7 (6) | C21—N3—C25 | 120.0 (5) |
C8—C9—H9 | 120.7 | C21—N3—Pd2 | 126.0 (4) |
C10—C9—H9 | 120.7 | C25—N3—Pd2 | 114.0 (4) |
N2—C10—C9 | 121.3 (5) | C30—N4—C26 | 121.1 (5) |
N2—C10—H10 | 119.3 | C30—N4—Pd2 | 126.0 (4) |
C9—C10—H10 | 119.3 | C26—N4—Pd2 | 112.9 (4) |
C12—C11—H11A | 109.5 | C12—O1—Pd1 | 124.6 (4) |
C12—C11—H11B | 109.5 | C14—O2—Pd1 | 125.3 (4) |
H11A—C11—H11B | 109.5 | C17—O3—Pd2 | 123.7 (4) |
C12—C11—H11C | 109.5 | C19—O4—Pd2 | 124.3 (4) |
H11A—C11—H11C | 109.5 | F5—P1—F4 | 96.5 (3) |
H11B—C11—H11C | 109.5 | F5—P1—F2 | 90.4 (3) |
O1—C12—C13 | 126.5 (5) | F4—P1—F2 | 88.9 (3) |
O1—C12—C11 | 111.8 (5) | F5—P1—F6 | 174.6 (3) |
C13—C12—C11 | 121.7 (5) | F4—P1—F6 | 88.5 (3) |
C14—C13—C12 | 123.2 (5) | F2—P1—F6 | 91.6 (3) |
C14—C13—C18 | 118.9 (5) | F5—P1—F1 | 87.8 (3) |
C12—C13—C18 | 117.9 (5) | F4—P1—F1 | 90.6 (3) |
O2—C14—C13 | 126.5 (5) | F2—P1—F1 | 178.1 (3) |
O2—C14—C15 | 112.5 (5) | F6—P1—F1 | 90.3 (3) |
C13—C14—C15 | 120.9 (5) | F5—P1—F3 | 87.0 (3) |
C14—C15—H15A | 109.5 | F4—P1—F3 | 176.5 (3) |
C14—C15—H15B | 109.5 | F2—P1—F3 | 90.8 (3) |
H15A—C15—H15B | 109.5 | F6—P1—F3 | 88.0 (3) |
C14—C15—H15C | 109.5 | F1—P1—F3 | 89.7 (2) |
H15A—C15—H15C | 109.5 | F9—P2—F9i | 85.2 (4) |
H15B—C15—H15C | 109.5 | F9—P2—F8i | 177.7 (2) |
C17—C16—H16A | 109.5 | F9i—P2—F8i | 94.1 (3) |
C17—C16—H16B | 109.5 | F9—P2—F8 | 94.1 (3) |
H16A—C16—H16B | 109.5 | F9i—P2—F8 | 177.7 (2) |
C17—C16—H16C | 109.5 | F8i—P2—F8 | 86.6 (4) |
H16A—C16—H16C | 109.5 | F9—P2—F7i | 89.2 (3) |
H16B—C16—H16C | 109.5 | F9i—P2—F7i | 91.4 (3) |
O3—C17—C18 | 127.8 (6) | F8i—P2—F7i | 88.6 (3) |
O3—C17—C16 | 110.5 (6) | F8—P2—F7i | 90.7 (3) |
C18—C17—C16 | 121.7 (5) | F9—P2—F7 | 91.4 (3) |
C17—C18—C19 | 123.1 (5) | F9i—P2—F7 | 89.2 (3) |
C17—C18—C13 | 119.2 (5) | F8i—P2—F7 | 90.7 (3) |
C19—C18—C13 | 117.7 (5) | F8—P2—F7 | 88.6 (3) |
O4—C19—C18 | 126.4 (5) | F7i—P2—F7 | 179.1 (4) |
O4—C19—C20 | 112.0 (5) | F12—P3—F13 | 180.000 (1) |
C18—C19—C20 | 121.6 (5) | F12—P3—F11ii | 89.40 (17) |
C19—C20—H20A | 109.5 | F13—P3—F11ii | 90.60 (17) |
C19—C20—H20B | 109.5 | F12—P3—F11 | 89.40 (17) |
H20A—C20—H20B | 109.5 | F13—P3—F11 | 90.60 (17) |
C19—C20—H20C | 109.5 | F11ii—P3—F11 | 178.8 (3) |
H20A—C20—H20C | 109.5 | F12—P3—F10 | 90.21 (18) |
H20B—C20—H20C | 109.5 | F13—P3—F10 | 89.79 (18) |
N3—C21—C22 | 121.6 (6) | F11ii—P3—F10 | 90.6 (2) |
N3—C21—H21 | 119.2 | F11—P3—F10 | 89.4 (2) |
C22—C21—H21 | 119.2 | F12—P3—F10ii | 90.21 (18) |
C21—C22—C23 | 120.1 (7) | F13—P3—F10ii | 89.79 (18) |
C21—C22—H22 | 119.9 | F11ii—P3—F10ii | 89.4 (2) |
C23—C22—H22 | 119.9 | F11—P3—F10ii | 90.6 (2) |
C22—C23—C24 | 119.0 (6) | F10—P3—F10ii | 179.6 (4) |
C22—C23—H23 | 120.5 | N1—Pd1—N2 | 81.12 (18) |
C24—C23—H23 | 120.5 | N1—Pd1—O1 | 93.32 (17) |
C23—C24—C25 | 121.0 (6) | N1—Pd1—O2 | 173.83 (16) |
C23—C24—H24 | 119.5 | N2—Pd1—O1 | 173.59 (17) |
C25—C24—H24 | 119.5 | N2—Pd1—O2 | 92.78 (16) |
C24—C25—N3 | 118.3 (6) | N3—Pd2—O3 | 92.97 (18) |
C24—C25—C26 | 127.2 (5) | N3—Pd2—O4 | 174.35 (18) |
N3—C25—C26 | 114.4 (5) | N3—Pd2—N4 | 81.59 (19) |
N4—C26—C27 | 119.2 (6) | N4—Pd2—O3 | 174.05 (19) |
N4—C26—C25 | 116.9 (5) | N4—Pd2—O4 | 92.80 (18) |
C27—C26—C25 | 123.9 (5) | O1—Pd1—O2 | 92.82 (15) |
C28—C27—C26 | 119.2 (6) | O3—Pd2—O4 | 92.62 (17) |
Symmetry codes: (i) −x+1, y, −z+1/2; (ii) −x+2, y, −z+1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C3—H3···F2iii | 0.93 | 2.45 | 3.200 (8) | 138 |
C7—H7···F11iv | 0.93 | 2.45 | 3.332 (7) | 157 |
C21—H21···N5 | 0.93 | 2.57 | 3.310 (8) | 137 |
C22—H22···F3v | 0.93 | 2.47 | 3.209 (8) | 136 |
C24—H24···F10vi | 0.93 | 2.47 | 3.357 (6) | 160 |
C27—H27···F10vi | 0.93 | 2.39 | 3.282 (8) | 160 |
Symmetry codes: (iii) −x+2, −y, −z+1; (iv) x, −y, z+1/2; (v) x, −y+1, z−1/2; (vi) −x+3/2, −y+1/2, −z. |