The title compound, [Pd2(C18H22O9)2(C18H15P)2]·C3H6O, features a centrosymmetric dimer and an acetone molecule disordered about a centre of inversion. The Pd coordination is almost square-planar. The central eight-membered ring containing Pd and O atoms adopts a chair conformation, and the six-membered ring containing Pd adopts a half-chair conformation.
Supporting information
CCDC reference: 294142
Key indicators
- Single-crystal X-ray study
- T = 173 K
- Mean (C-C) = 0.010 Å
- Disorder in solvent or counterion
- R factor = 0.059
- wR factor = 0.156
- Data-to-parameter ratio = 15.0
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C115
PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for C1L
PLAT302_ALERT_4_C Anion/Solvent Disorder ......................... 33.00 Perc.
PLAT331_ALERT_2_C Small Average Phenyl C-C Dist. C111 -C116 1.37 Ang.
PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 10
PLAT362_ALERT_2_C Short C(sp3)-C(sp2) Bond C1 - C11 ... 1.40 Ang.
PLAT369_ALERT_2_C Long C(sp2)-C(sp2) Bond C11 - C12 ... 1.55 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H123 .. O1L .. 2.62 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 6
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
9 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
4 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
4 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Siemens, 1995); cell refinement: SMART; data reduction: SAINT (Siemens, 1995); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP in SHELXTL-Plus (Sheldrick, 1991); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2003).
Bis{µ-dimethyl 1-[1-methoxycarbonyl-3-(methoxyoxalyl)-2-methylpropenyl]-3,3-
dimethylcyclopropane-1,2-
dicarboxylato(2-)}bis[(triphenylphosphine)palladium(II)] acetone solvate
top
Crystal data top
[Pd2(C18H22O9)2(C18H15P)2]·C3H6O | Z = 1 |
Mr = 1560.13 | F(000) = 804 |
Triclinic, P1 | Dx = 1.490 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 9.7819 (3) Å | Cell parameters from 6723 reflections |
b = 13.3852 (3) Å | θ = 3.5–24.2° |
c = 14.4710 (4) Å | µ = 0.64 mm−1 |
α = 98.446 (1)° | T = 173 K |
β = 102.790 (1)° | Plate, red |
γ = 105.392 (1)° | 0.30 × 0.25 × 0.10 mm |
V = 1738.31 (8) Å3 | |
Data collection top
Siemens CCD three-circle diffractometer | 6752 independent reflections |
Radiation source: fine-focus sealed tube | 3804 reflections with I > 2s(I) |
Graphite monochromator | Rint = 0.082 |
ω scans | θmax = 26.4°, θmin = 1.9° |
Absorption correction: multi-scan SADABS (Sheldrick, 1996) | h = −12→12 |
Tmin = 0.832, Tmax = 0.939 | k = −16→16 |
20136 measured reflections | l = −18→17 |
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)] = 0.059 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.156 | H-atom parameters constrained |
S = 1.01 | w = 1/[σ2(Fo2) + (0.0747P)2] where P = (Fo2 + 2Fc2)/3 |
6752 reflections | (Δ/σ)max < 0.001 |
451 parameters | Δρmax = 0.74 e Å−3 |
0 restraints | Δρmin = −0.97 e Å−3 |
Special details top
Experimental. ; |
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 | Occ. (<1) |
Pd1 | 0.59857 (6) | 0.63610 (3) | 0.66082 (3) | 0.03901 (18) | |
C1 | 0.5813 (6) | 0.6924 (4) | 0.5203 (4) | 0.0337 (14) | |
H1 | 0.5302 | 0.7479 | 0.5224 | 0.040* | |
C11 | 0.4812 (7) | 0.5977 (4) | 0.4599 (4) | 0.0348 (14) | |
O11 | 0.5149 (4) | 0.5270 (3) | 0.4098 (3) | 0.0385 (10) | |
C12 | 0.3148 (7) | 0.5720 (5) | 0.4543 (4) | 0.0397 (15) | |
O12 | 0.2266 (5) | 0.4838 (3) | 0.4190 (3) | 0.0477 (11) | |
O13 | 0.2795 (5) | 0.6563 (3) | 0.4882 (3) | 0.0536 (12) | |
C14 | 0.1266 (8) | 0.6376 (6) | 0.4833 (6) | 0.070 (2) | |
H14A | 0.1111 | 0.7042 | 0.5098 | 0.104* | |
H14B | 0.0966 | 0.5850 | 0.5213 | 0.104* | |
H14C | 0.0676 | 0.6109 | 0.4155 | 0.104* | |
C2 | 0.7320 (7) | 0.7419 (4) | 0.5172 (4) | 0.0361 (14) | |
C21 | 0.7802 (7) | 0.6934 (5) | 0.4341 (4) | 0.0439 (15) | |
H21A | 0.8719 | 0.7425 | 0.4301 | 0.066* | |
H21B | 0.7034 | 0.6798 | 0.3732 | 0.066* | |
H21C | 0.7965 | 0.6264 | 0.4448 | 0.066* | |
C3 | 0.8192 (7) | 0.8279 (4) | 0.5871 (4) | 0.0411 (15) | |
C31 | 0.9667 (7) | 0.8929 (5) | 0.5882 (5) | 0.0437 (16) | |
O31 | 1.0426 (5) | 0.8696 (4) | 0.5379 (4) | 0.0650 (13) | |
O32 | 1.0128 (5) | 0.9851 (3) | 0.6523 (3) | 0.0559 (12) | |
C33 | 1.1503 (8) | 1.0574 (5) | 0.6591 (5) | 0.067 (2) | |
H33A | 1.1690 | 1.1213 | 0.7088 | 0.101* | |
H33B | 1.1497 | 1.0768 | 0.5963 | 0.101* | |
H33C | 1.2279 | 1.0246 | 0.6768 | 0.101* | |
C4 | 0.7649 (7) | 0.8701 (4) | 0.6707 (4) | 0.0414 (15) | |
C41 | 0.7265 (8) | 0.9711 (5) | 0.6644 (5) | 0.0486 (17) | |
O41 | 0.7098 (6) | 1.0303 (3) | 0.7284 (3) | 0.0707 (15) | |
O42 | 0.7043 (5) | 0.9866 (3) | 0.5732 (3) | 0.0578 (13) | |
C43 | 0.6735 (9) | 1.0838 (5) | 0.5598 (5) | 0.073 (2) | |
H43A | 0.6587 | 1.0875 | 0.4913 | 0.109* | |
H43B | 0.7567 | 1.1446 | 0.5999 | 0.109* | |
H43C | 0.5842 | 1.0855 | 0.5793 | 0.109* | |
C5 | 0.6764 (7) | 0.7948 (4) | 0.7220 (4) | 0.0382 (14) | |
C51 | 0.5547 (7) | 0.8268 (4) | 0.7536 (5) | 0.0442 (16) | |
O51 | 0.5436 (5) | 0.8421 (3) | 0.8363 (3) | 0.0537 (12) | |
O52 | 0.4498 (5) | 0.8303 (3) | 0.6775 (3) | 0.0533 (12) | |
C53 | 0.3323 (9) | 0.8595 (6) | 0.7040 (5) | 0.075 (2) | |
H53A | 0.2603 | 0.8608 | 0.6455 | 0.113* | |
H53B | 0.3709 | 0.9301 | 0.7473 | 0.113* | |
H53C | 0.2845 | 0.8077 | 0.7375 | 0.113* | |
C6 | 0.8323 (7) | 0.8532 (5) | 0.7721 (4) | 0.0455 (16) | |
C61 | 0.8842 (8) | 0.9422 (5) | 0.8632 (5) | 0.0606 (19) | |
H61A | 0.9922 | 0.9690 | 0.8829 | 0.091* | |
H61B | 0.8494 | 0.9147 | 0.9157 | 0.091* | |
H61C | 0.8445 | 1.0000 | 0.8493 | 0.091* | |
C62 | 0.9386 (7) | 0.7884 (5) | 0.7749 (4) | 0.0490 (17) | |
H62A | 1.0387 | 0.8344 | 0.8094 | 0.073* | |
H62B | 0.9358 | 0.7578 | 0.7084 | 0.073* | |
H62C | 0.9099 | 0.7311 | 0.8086 | 0.073* | |
P1 | 0.59014 (19) | 0.58786 (12) | 0.80772 (11) | 0.0392 (4) | |
C111 | 0.7264 (7) | 0.6534 (4) | 0.9255 (4) | 0.0394 (15) | |
C112 | 0.7284 (8) | 0.7464 (5) | 0.9804 (5) | 0.0588 (19) | |
H112 | 0.6561 | 0.7786 | 0.9563 | 0.071* | |
C113 | 0.8285 (8) | 0.7955 (5) | 1.0677 (5) | 0.062 (2) | |
H113 | 0.8231 | 0.8588 | 1.1040 | 0.075* | |
C114 | 0.9356 (8) | 0.7537 (5) | 1.1026 (5) | 0.062 (2) | |
H114 | 1.0075 | 0.7884 | 1.1627 | 0.074* | |
C115 | 0.9397 (9) | 0.6622 (7) | 1.0514 (5) | 0.080 (3) | |
H115 | 1.0157 | 0.6329 | 1.0748 | 0.095* | |
C116 | 0.8324 (8) | 0.6107 (6) | 0.9641 (5) | 0.065 (2) | |
H116 | 0.8330 | 0.5442 | 0.9307 | 0.078* | |
C121 | 0.5870 (7) | 0.4489 (5) | 0.7983 (4) | 0.0432 (15) | |
C122 | 0.4814 (8) | 0.3738 (5) | 0.8231 (4) | 0.0489 (17) | |
H122 | 0.4036 | 0.3919 | 0.8437 | 0.059* | |
C123 | 0.4916 (9) | 0.2696 (5) | 0.8173 (5) | 0.064 (2) | |
H123 | 0.4219 | 0.2185 | 0.8365 | 0.076* | |
C124 | 0.5965 (9) | 0.2419 (6) | 0.7855 (5) | 0.064 (2) | |
H124 | 0.5993 | 0.1710 | 0.7803 | 0.077* | |
C125 | 0.7010 (9) | 0.3155 (6) | 0.7601 (5) | 0.061 (2) | |
H125 | 0.7763 | 0.2955 | 0.7378 | 0.073* | |
C126 | 0.6965 (7) | 0.4181 (5) | 0.7670 (4) | 0.0468 (16) | |
H126 | 0.7698 | 0.4687 | 0.7500 | 0.056* | |
C131 | 0.4118 (7) | 0.5892 (4) | 0.8272 (4) | 0.0418 (15) | |
C132 | 0.2952 (7) | 0.5787 (5) | 0.7461 (5) | 0.0516 (17) | |
H132 | 0.3094 | 0.5690 | 0.6830 | 0.062* | |
C133 | 0.1624 (8) | 0.5823 (6) | 0.7574 (5) | 0.0608 (19) | |
H133 | 0.0836 | 0.5739 | 0.7020 | 0.073* | |
C134 | 0.1416 (8) | 0.5980 (6) | 0.8486 (6) | 0.068 (2) | |
H134 | 0.0490 | 0.6018 | 0.8563 | 0.082* | |
C135 | 0.2534 (9) | 0.6081 (7) | 0.9280 (6) | 0.073 (2) | |
H135 | 0.2392 | 0.6196 | 0.9911 | 0.088* | |
C136 | 0.3855 (8) | 0.6016 (6) | 0.9168 (5) | 0.0598 (19) | |
H136 | 0.4614 | 0.6058 | 0.9724 | 0.072* | |
O1L | 0.6320 (16) | 0.9554 (9) | 1.0967 (9) | 0.108 (4) | 0.50 |
C1L | 0.561 (2) | 0.9914 (12) | 1.0396 (10) | 0.064 (4) | 0.50 |
C2L | 0.3886 (12) | 0.9276 (7) | 1.0044 (7) | 0.102 (3) | |
H2LA | 0.3354 | 0.9603 | 0.9585 | 0.152* | 0.50 |
H2LB | 0.3751 | 0.8542 | 0.9733 | 0.152* | 0.50 |
H2LC | 0.3498 | 0.9279 | 1.0615 | 0.152* | 0.50 |
H2LD | 0.2820 | 0.8949 | 0.9765 | 0.152* | 0.50 |
H2LE | 0.4385 | 0.8740 | 0.9945 | 0.152* | 0.50 |
H2LF | 0.4092 | 0.9560 | 1.0743 | 0.152* | 0.50 |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Pd1 | 0.0553 (4) | 0.0273 (3) | 0.0310 (3) | 0.0122 (2) | 0.0083 (2) | 0.00256 (19) |
C1 | 0.051 (4) | 0.020 (3) | 0.023 (3) | 0.008 (3) | 0.001 (3) | 0.003 (2) |
C11 | 0.061 (4) | 0.022 (3) | 0.020 (3) | 0.013 (3) | 0.010 (3) | 0.005 (2) |
O11 | 0.055 (3) | 0.028 (2) | 0.031 (2) | 0.0136 (19) | 0.011 (2) | 0.0023 (18) |
C12 | 0.058 (4) | 0.031 (3) | 0.030 (3) | 0.016 (3) | 0.009 (3) | 0.008 (3) |
O12 | 0.056 (3) | 0.033 (2) | 0.048 (3) | 0.013 (2) | 0.007 (2) | 0.003 (2) |
O13 | 0.053 (3) | 0.034 (2) | 0.066 (3) | 0.014 (2) | 0.013 (2) | −0.005 (2) |
C14 | 0.066 (5) | 0.055 (5) | 0.079 (6) | 0.021 (4) | 0.012 (4) | −0.005 (4) |
C2 | 0.052 (4) | 0.027 (3) | 0.031 (3) | 0.013 (3) | 0.012 (3) | 0.010 (3) |
C21 | 0.052 (4) | 0.037 (3) | 0.039 (4) | 0.011 (3) | 0.009 (3) | 0.005 (3) |
C3 | 0.054 (4) | 0.029 (3) | 0.035 (4) | 0.010 (3) | 0.006 (3) | 0.005 (3) |
C31 | 0.047 (4) | 0.042 (4) | 0.041 (4) | 0.011 (3) | 0.013 (3) | 0.008 (3) |
O31 | 0.059 (3) | 0.049 (3) | 0.074 (4) | 0.002 (2) | 0.020 (3) | −0.003 (2) |
O32 | 0.066 (3) | 0.032 (2) | 0.051 (3) | −0.005 (2) | 0.011 (2) | −0.003 (2) |
C33 | 0.079 (6) | 0.038 (4) | 0.070 (5) | 0.007 (4) | 0.007 (4) | 0.008 (4) |
C4 | 0.062 (4) | 0.032 (3) | 0.029 (3) | 0.016 (3) | 0.011 (3) | 0.003 (3) |
C41 | 0.079 (5) | 0.027 (3) | 0.037 (4) | 0.013 (3) | 0.017 (4) | 0.005 (3) |
O41 | 0.131 (5) | 0.039 (3) | 0.051 (3) | 0.039 (3) | 0.029 (3) | 0.005 (2) |
O42 | 0.100 (4) | 0.034 (2) | 0.047 (3) | 0.029 (2) | 0.025 (3) | 0.011 (2) |
C43 | 0.122 (7) | 0.055 (5) | 0.067 (5) | 0.052 (5) | 0.036 (5) | 0.030 (4) |
C5 | 0.050 (4) | 0.031 (3) | 0.028 (3) | 0.008 (3) | 0.005 (3) | 0.003 (3) |
C51 | 0.059 (5) | 0.025 (3) | 0.036 (4) | 0.006 (3) | 0.002 (3) | 0.001 (3) |
O51 | 0.083 (3) | 0.049 (3) | 0.034 (3) | 0.028 (3) | 0.018 (2) | 0.005 (2) |
O52 | 0.068 (3) | 0.061 (3) | 0.039 (3) | 0.038 (3) | 0.014 (2) | 0.004 (2) |
C53 | 0.090 (6) | 0.087 (6) | 0.057 (5) | 0.051 (5) | 0.013 (4) | 0.007 (4) |
C6 | 0.061 (5) | 0.036 (3) | 0.033 (4) | 0.011 (3) | 0.006 (3) | 0.003 (3) |
C61 | 0.075 (5) | 0.038 (4) | 0.046 (4) | 0.000 (3) | 0.006 (4) | −0.010 (3) |
C62 | 0.044 (4) | 0.045 (4) | 0.045 (4) | 0.002 (3) | 0.001 (3) | 0.008 (3) |
P1 | 0.0539 (11) | 0.0307 (8) | 0.0296 (9) | 0.0134 (8) | 0.0066 (8) | 0.0034 (7) |
C111 | 0.049 (4) | 0.031 (3) | 0.034 (3) | 0.010 (3) | 0.007 (3) | 0.005 (3) |
C112 | 0.071 (5) | 0.042 (4) | 0.053 (5) | 0.017 (4) | 0.002 (4) | 0.000 (3) |
C113 | 0.078 (6) | 0.049 (4) | 0.040 (4) | 0.015 (4) | −0.009 (4) | −0.008 (3) |
C114 | 0.072 (5) | 0.052 (4) | 0.037 (4) | 0.005 (4) | −0.010 (4) | −0.005 (3) |
C115 | 0.084 (6) | 0.086 (6) | 0.055 (5) | 0.042 (5) | −0.012 (4) | −0.009 (4) |
C116 | 0.077 (5) | 0.059 (5) | 0.047 (4) | 0.029 (4) | −0.004 (4) | −0.010 (4) |
C121 | 0.052 (4) | 0.043 (4) | 0.025 (3) | 0.009 (3) | 0.004 (3) | 0.001 (3) |
C122 | 0.068 (5) | 0.041 (4) | 0.033 (4) | 0.017 (3) | 0.006 (3) | 0.006 (3) |
C123 | 0.105 (6) | 0.036 (4) | 0.040 (4) | 0.017 (4) | 0.005 (4) | 0.009 (3) |
C124 | 0.109 (7) | 0.044 (4) | 0.044 (4) | 0.041 (5) | 0.014 (4) | 0.002 (3) |
C125 | 0.087 (6) | 0.061 (5) | 0.045 (4) | 0.039 (4) | 0.016 (4) | 0.011 (4) |
C126 | 0.058 (4) | 0.052 (4) | 0.035 (4) | 0.029 (4) | 0.008 (3) | 0.008 (3) |
C131 | 0.058 (4) | 0.030 (3) | 0.036 (4) | 0.013 (3) | 0.011 (3) | 0.007 (3) |
C132 | 0.054 (5) | 0.066 (5) | 0.035 (4) | 0.022 (4) | 0.012 (3) | 0.006 (3) |
C133 | 0.055 (5) | 0.068 (5) | 0.057 (5) | 0.020 (4) | 0.013 (4) | 0.009 (4) |
C134 | 0.053 (5) | 0.078 (5) | 0.084 (6) | 0.018 (4) | 0.037 (5) | 0.024 (5) |
C135 | 0.066 (6) | 0.110 (7) | 0.051 (5) | 0.031 (5) | 0.025 (4) | 0.021 (5) |
C136 | 0.058 (5) | 0.080 (5) | 0.045 (4) | 0.020 (4) | 0.017 (4) | 0.025 (4) |
O1L | 0.183 (14) | 0.059 (7) | 0.082 (9) | 0.058 (8) | 0.013 (9) | 0.015 (7) |
C1L | 0.098 (13) | 0.052 (9) | 0.040 (8) | 0.035 (9) | 0.006 (8) | 0.002 (7) |
C2L | 0.164 (11) | 0.080 (6) | 0.081 (7) | 0.059 (7) | 0.051 (7) | 0.013 (6) |
Geometric parameters (Å, º) top
Pd1—C5 | 2.041 (6) | C62—H62A | 0.9800 |
Pd1—O11i | 2.144 (4) | C62—H62B | 0.9800 |
Pd1—C1 | 2.257 (5) | C62—H62C | 0.9800 |
Pd1—P1 | 2.3228 (16) | P1—C131 | 1.832 (6) |
C1—C11 | 1.403 (7) | P1—C121 | 1.836 (6) |
C1—C2 | 1.460 (8) | P1—C111 | 1.839 (6) |
C1—H1 | 1.0000 | C111—C116 | 1.366 (8) |
C11—O11 | 1.264 (6) | C111—C112 | 1.369 (8) |
C11—C12 | 1.552 (9) | C112—C113 | 1.362 (9) |
O11—Pd1i | 2.144 (4) | C112—H112 | 0.9500 |
C12—O12 | 1.220 (6) | C113—C114 | 1.351 (9) |
C12—O13 | 1.324 (7) | C113—H113 | 0.9500 |
O13—C14 | 1.433 (8) | C114—C115 | 1.350 (9) |
C14—H14A | 0.9800 | C114—H114 | 0.9500 |
C14—H14B | 0.9800 | C115—C116 | 1.395 (9) |
C14—H14C | 0.9800 | C115—H115 | 0.9500 |
C2—C3 | 1.353 (8) | C116—H116 | 0.9500 |
C2—C21 | 1.509 (8) | C121—C126 | 1.385 (8) |
C21—H21A | 0.9800 | C121—C122 | 1.388 (9) |
C21—H21B | 0.9800 | C122—C123 | 1.415 (8) |
C21—H21C | 0.9800 | C122—H122 | 0.9500 |
C3—C31 | 1.469 (8) | C123—C124 | 1.328 (10) |
C3—C4 | 1.519 (8) | C123—H123 | 0.9500 |
C31—O31 | 1.213 (7) | C124—C125 | 1.374 (10) |
C31—O32 | 1.330 (7) | C124—H124 | 0.9500 |
O32—C33 | 1.407 (8) | C125—C126 | 1.375 (8) |
C33—H33A | 0.9800 | C125—H125 | 0.9500 |
C33—H33B | 0.9800 | C126—H126 | 0.9500 |
C33—H33C | 0.9800 | C131—C136 | 1.371 (8) |
C4—C41 | 1.506 (8) | C131—C132 | 1.404 (8) |
C4—C5 | 1.535 (8) | C132—C133 | 1.357 (9) |
C4—C6 | 1.546 (8) | C132—H132 | 0.9500 |
C41—O41 | 1.197 (7) | C133—C134 | 1.374 (10) |
C41—O42 | 1.345 (7) | C133—H133 | 0.9500 |
O42—C43 | 1.442 (7) | C134—C135 | 1.362 (10) |
C43—H43A | 0.9800 | C134—H134 | 0.9500 |
C43—H43B | 0.9800 | C135—C136 | 1.361 (9) |
C43—H43C | 0.9800 | C135—H135 | 0.9500 |
C5—C6 | 1.474 (8) | C136—H136 | 0.9500 |
C5—C51 | 1.505 (9) | O1L—C1L | 1.201 (16) |
C51—O51 | 1.218 (7) | C1L—C2Lii | 1.374 (18) |
C51—O52 | 1.344 (7) | C1L—C1Lii | 1.55 (3) |
O52—C53 | 1.418 (8) | C1L—C2L | 1.597 (18) |
C53—H53A | 0.9800 | C2L—C1Lii | 1.374 (18) |
C53—H53B | 0.9800 | C2L—H2LA | 0.9791 |
C53—H53C | 0.9800 | C2L—H2LB | 0.9793 |
C6—C62 | 1.519 (8) | C2L—H2LC | 0.9827 |
C6—C61 | 1.528 (8) | C2L—H2LD | 0.9808 |
C61—H61A | 0.9800 | C2L—H2LE | 0.9791 |
C61—H61B | 0.9800 | C2L—H2LF | 0.9820 |
C61—H61C | 0.9800 | | |
| | | |
C5—Pd1—O11i | 171.4 (2) | H61A—C61—H61C | 109.5 |
C5—Pd1—C1 | 83.4 (2) | H61B—C61—H61C | 109.5 |
O11i—Pd1—C1 | 93.94 (16) | C6—C62—H62A | 109.5 |
C5—Pd1—P1 | 93.60 (16) | C6—C62—H62B | 109.5 |
O11i—Pd1—P1 | 87.95 (10) | H62A—C62—H62B | 109.5 |
C1—Pd1—P1 | 172.04 (16) | C6—C62—H62C | 109.5 |
C11—C1—C2 | 126.7 (5) | H62A—C62—H62C | 109.5 |
C11—C1—Pd1 | 96.7 (3) | H62B—C62—H62C | 109.5 |
C2—C1—Pd1 | 106.6 (3) | C131—P1—C121 | 104.7 (3) |
C11—C1—H1 | 108.4 | C131—P1—C111 | 105.4 (3) |
C2—C1—H1 | 108.4 | C121—P1—C111 | 102.0 (3) |
Pd1—C1—H1 | 108.4 | C131—P1—Pd1 | 107.51 (19) |
O11—C11—C1 | 125.4 (6) | C121—P1—Pd1 | 109.84 (19) |
O11—C11—C12 | 115.2 (5) | C111—P1—Pd1 | 125.6 (2) |
C1—C11—C12 | 119.4 (5) | C116—C111—C112 | 115.6 (6) |
C11—O11—Pd1i | 133.8 (4) | C116—C111—P1 | 121.4 (5) |
O12—C12—O13 | 124.3 (6) | C112—C111—P1 | 123.0 (5) |
O12—C12—C11 | 122.7 (5) | C113—C112—C111 | 123.5 (7) |
O13—C12—C11 | 112.9 (5) | C113—C112—H112 | 118.3 |
C12—O13—C14 | 115.3 (5) | C111—C112—H112 | 118.3 |
O13—C14—H14A | 109.5 | C114—C113—C112 | 119.7 (7) |
O13—C14—H14B | 109.5 | C114—C113—H113 | 120.1 |
H14A—C14—H14B | 109.5 | C112—C113—H113 | 120.1 |
O13—C14—H14C | 109.5 | C115—C114—C113 | 119.5 (7) |
H14A—C14—H14C | 109.5 | C115—C114—H114 | 120.3 |
H14B—C14—H14C | 109.5 | C113—C114—H114 | 120.3 |
C3—C2—C1 | 119.1 (5) | C114—C115—C116 | 120.0 (7) |
C3—C2—C21 | 123.9 (6) | C114—C115—H115 | 120.0 |
C1—C2—C21 | 117.0 (5) | C116—C115—H115 | 120.0 |
C2—C21—H21A | 109.5 | C111—C116—C115 | 121.7 (7) |
C2—C21—H21B | 109.5 | C111—C116—H116 | 119.2 |
H21A—C21—H21B | 109.5 | C115—C116—H116 | 119.2 |
C2—C21—H21C | 109.5 | C126—C121—C122 | 118.4 (6) |
H21A—C21—H21C | 109.5 | C126—C121—P1 | 118.7 (5) |
H21B—C21—H21C | 109.5 | C122—C121—P1 | 122.9 (5) |
C2—C3—C31 | 125.4 (6) | C121—C122—C123 | 118.8 (7) |
C2—C3—C4 | 121.0 (6) | C121—C122—H122 | 120.6 |
C31—C3—C4 | 113.5 (5) | C123—C122—H122 | 120.6 |
O31—C31—O32 | 121.2 (6) | C124—C123—C122 | 121.4 (7) |
O31—C31—C3 | 126.5 (6) | C124—C123—H123 | 119.3 |
O32—C31—C3 | 112.3 (6) | C122—C123—H123 | 119.3 |
C31—O32—C33 | 118.8 (5) | C123—C124—C125 | 120.3 (7) |
O32—C33—H33A | 109.5 | C123—C124—H124 | 119.9 |
O32—C33—H33B | 109.5 | C125—C124—H124 | 119.9 |
H33A—C33—H33B | 109.5 | C124—C125—C126 | 119.9 (7) |
O32—C33—H33C | 109.5 | C124—C125—H125 | 120.0 |
H33A—C33—H33C | 109.5 | C126—C125—H125 | 120.0 |
H33B—C33—H33C | 109.5 | C125—C126—C121 | 121.2 (7) |
C41—C4—C3 | 114.7 (5) | C125—C126—H126 | 119.4 |
C41—C4—C5 | 115.9 (5) | C121—C126—H126 | 119.4 |
C3—C4—C5 | 121.3 (5) | C136—C131—C132 | 117.7 (6) |
C41—C4—C6 | 118.4 (5) | C136—C131—P1 | 123.9 (5) |
C3—C4—C6 | 117.4 (5) | C132—C131—P1 | 118.4 (5) |
C5—C4—C6 | 57.2 (4) | C133—C132—C131 | 120.5 (6) |
O41—C41—O42 | 121.7 (6) | C133—C132—H132 | 119.8 |
O41—C41—C4 | 127.1 (6) | C131—C132—H132 | 119.8 |
O42—C41—C4 | 111.1 (5) | C132—C133—C134 | 120.2 (7) |
C41—O42—C43 | 115.7 (5) | C132—C133—H133 | 119.9 |
O42—C43—H43A | 109.5 | C134—C133—H133 | 119.9 |
O42—C43—H43B | 109.5 | C135—C134—C133 | 120.1 (7) |
H43A—C43—H43B | 109.5 | C135—C134—H134 | 119.9 |
O42—C43—H43C | 109.5 | C133—C134—H134 | 119.9 |
H43A—C43—H43C | 109.5 | C134—C135—C136 | 119.9 (7) |
H43B—C43—H43C | 109.5 | C134—C135—H135 | 120.1 |
C6—C5—C51 | 120.8 (5) | C136—C135—H135 | 120.1 |
C6—C5—C4 | 61.8 (4) | C135—C136—C131 | 121.6 (7) |
C51—C5—C4 | 116.3 (5) | C135—C136—H136 | 119.2 |
C6—C5—Pd1 | 124.3 (4) | C131—C136—H136 | 119.2 |
C51—C5—Pd1 | 108.0 (4) | O1L—C1L—C2Lii | 127.7 (18) |
C4—C5—Pd1 | 118.7 (4) | O1L—C1L—C1Lii | 165 (2) |
O51—C51—O52 | 122.1 (6) | C2Lii—C1L—C1Lii | 65.9 (12) |
O51—C51—C5 | 126.1 (6) | O1L—C1L—C2L | 114.3 (15) |
O52—C51—C5 | 111.7 (5) | C2Lii—C1L—C2L | 117.7 (12) |
C51—O52—C53 | 113.6 (5) | C1Lii—C1L—C2L | 51.8 (11) |
O52—C53—H53A | 109.5 | C1Lii—C2L—C1L | 62.3 (12) |
O52—C53—H53B | 109.5 | C1Lii—C2L—H2LA | 49.2 |
H53A—C53—H53B | 109.5 | C1L—C2L—H2LA | 111.1 |
O52—C53—H53C | 109.5 | C1Lii—C2L—H2LB | 119.7 |
H53A—C53—H53C | 109.5 | C1L—C2L—H2LB | 109.0 |
H53B—C53—H53C | 109.5 | H2LA—C2L—H2LB | 109.6 |
C5—C6—C62 | 116.0 (5) | C1Lii—C2L—H2LC | 130.5 |
C5—C6—C61 | 124.3 (6) | C1L—C2L—H2LC | 108.5 |
C62—C6—C61 | 110.5 (5) | H2LA—C2L—H2LC | 109.3 |
C5—C6—C4 | 61.1 (4) | H2LB—C2L—H2LC | 109.3 |
C62—C6—C4 | 115.2 (5) | C1Lii—C2L—H2LD | 109.8 |
C61—C6—C4 | 121.9 (5) | C1Lii—C2L—H2LE | 109.6 |
C6—C61—H61A | 109.5 | H2LD—C2L—H2LE | 109.5 |
C6—C61—H61B | 109.5 | C1Lii—C2L—H2LF | 109.4 |
H61A—C61—H61B | 109.5 | H2LD—C2L—H2LF | 109.2 |
C6—C61—H61C | 109.5 | H2LE—C2L—H2LF | 109.4 |
| | | |
C5—Pd1—C1—C11 | −160.7 (4) | C51—C5—C6—C62 | 148.9 (5) |
O11i—Pd1—C1—C11 | 11.0 (4) | C4—C5—C6—C62 | −105.8 (6) |
C5—Pd1—C1—C2 | 67.8 (4) | Pd1—C5—C6—C62 | 1.4 (7) |
O11i—Pd1—C1—C2 | −120.5 (4) | C51—C5—C6—C61 | 5.4 (9) |
C2—C1—C11—O11 | 18.5 (8) | C4—C5—C6—C61 | 110.8 (6) |
Pd1—C1—C11—O11 | −98.0 (5) | Pd1—C5—C6—C61 | −142.1 (5) |
C2—C1—C11—C12 | −163.7 (5) | C51—C5—C6—C4 | −105.3 (6) |
Pd1—C1—C11—C12 | 79.7 (5) | Pd1—C5—C6—C4 | 107.1 (5) |
C1—C11—O11—Pd1i | 163.3 (4) | C41—C4—C6—C5 | 104.0 (6) |
C12—C11—O11—Pd1i | −14.5 (7) | C3—C4—C6—C5 | −111.2 (6) |
O11—C11—C12—O12 | 12.6 (8) | C41—C4—C6—C62 | −148.9 (6) |
C1—C11—C12—O12 | −165.4 (5) | C3—C4—C6—C62 | −4.2 (8) |
O11—C11—C12—O13 | −165.1 (5) | C5—C4—C6—C62 | 107.0 (6) |
C1—C11—C12—O13 | 17.0 (7) | C41—C4—C6—C61 | −10.4 (9) |
O12—C12—O13—C14 | 1.4 (9) | C3—C4—C6—C61 | 134.3 (6) |
C11—C12—O13—C14 | 179.0 (5) | C5—C4—C6—C61 | −114.5 (7) |
C11—C1—C2—C3 | −173.4 (5) | C5—Pd1—P1—C131 | 86.5 (3) |
Pd1—C1—C2—C3 | −61.4 (5) | O11i—Pd1—P1—C131 | −85.0 (2) |
C11—C1—C2—C21 | 7.2 (8) | C5—Pd1—P1—C121 | −160.1 (3) |
Pd1—C1—C2—C21 | 119.2 (4) | O11i—Pd1—P1—C121 | 28.4 (2) |
C1—C2—C3—C31 | −173.2 (5) | C5—Pd1—P1—C111 | −38.1 (3) |
C21—C2—C3—C31 | 6.2 (9) | O11i—Pd1—P1—C111 | 150.4 (3) |
C1—C2—C3—C4 | 2.9 (8) | C131—P1—C111—C116 | 133.3 (6) |
C21—C2—C3—C4 | −177.8 (5) | C121—P1—C111—C116 | 24.1 (6) |
C2—C3—C31—O31 | −14.1 (10) | Pd1—P1—C111—C116 | −101.3 (5) |
C4—C3—C31—O31 | 169.6 (6) | C131—P1—C111—C112 | −46.2 (6) |
C2—C3—C31—O32 | 165.5 (5) | C121—P1—C111—C112 | −155.3 (6) |
C4—C3—C31—O32 | −10.8 (7) | Pd1—P1—C111—C112 | 79.3 (6) |
O31—C31—O32—C33 | 1.8 (9) | C116—C111—C112—C113 | 0.4 (10) |
C3—C31—O32—C33 | −177.8 (5) | P1—C111—C112—C113 | 179.8 (6) |
C2—C3—C4—C41 | −105.7 (6) | C111—C112—C113—C114 | 2.1 (12) |
C31—C3—C4—C41 | 70.7 (7) | C112—C113—C114—C115 | −1.7 (12) |
C2—C3—C4—C5 | 41.8 (8) | C113—C114—C115—C116 | −1.1 (13) |
C31—C3—C4—C5 | −141.7 (6) | C112—C111—C116—C115 | −3.3 (11) |
C2—C3—C4—C6 | 108.3 (6) | P1—C111—C116—C115 | 177.3 (6) |
C31—C3—C4—C6 | −75.2 (6) | C114—C115—C116—C111 | 3.7 (13) |
C3—C4—C41—O41 | −164.1 (7) | C131—P1—C121—C126 | 169.2 (5) |
C5—C4—C41—O41 | 46.5 (10) | C111—P1—C121—C126 | −81.1 (5) |
C6—C4—C41—O41 | −18.5 (11) | Pd1—P1—C121—C126 | 54.0 (5) |
C3—C4—C41—O42 | 19.1 (8) | C131—P1—C121—C122 | −12.2 (6) |
C5—C4—C41—O42 | −130.3 (6) | C111—P1—C121—C122 | 97.4 (5) |
C6—C4—C41—O42 | 164.7 (5) | Pd1—P1—C121—C122 | −127.4 (5) |
O41—C41—O42—C43 | 5.8 (10) | C126—C121—C122—C123 | 1.2 (9) |
C4—C41—O42—C43 | −177.2 (6) | P1—C121—C122—C123 | −177.4 (5) |
C41—C4—C5—C6 | −108.4 (6) | C121—C122—C123—C124 | −2.4 (10) |
C3—C4—C5—C6 | 104.4 (6) | C122—C123—C124—C125 | 2.0 (11) |
C41—C4—C5—C51 | 4.2 (8) | C123—C124—C125—C126 | −0.4 (11) |
C3—C4—C5—C51 | −143.0 (6) | C124—C125—C126—C121 | −0.7 (10) |
C6—C4—C5—C51 | 112.6 (6) | C122—C121—C126—C125 | 0.3 (9) |
C41—C4—C5—Pd1 | 135.8 (5) | P1—C121—C126—C125 | 178.9 (5) |
C3—C4—C5—Pd1 | −11.3 (7) | C121—P1—C131—C136 | 86.8 (6) |
C6—C4—C5—Pd1 | −115.8 (5) | C111—P1—C131—C136 | −20.4 (6) |
C1—Pd1—C5—C6 | −106.2 (5) | Pd1—P1—C131—C136 | −156.4 (5) |
P1—Pd1—C5—C6 | 81.2 (5) | C121—P1—C131—C132 | −94.2 (5) |
C1—Pd1—C5—C51 | 102.8 (4) | C111—P1—C131—C132 | 158.6 (5) |
P1—Pd1—C5—C51 | −69.8 (4) | Pd1—P1—C131—C132 | 22.6 (5) |
C1—Pd1—C5—C4 | −32.4 (5) | C136—C131—C132—C133 | 0.9 (10) |
P1—Pd1—C5—C4 | 155.0 (4) | P1—C131—C132—C133 | −178.2 (5) |
C6—C5—C51—O51 | −50.2 (8) | C131—C132—C133—C134 | 1.1 (11) |
C4—C5—C51—O51 | −121.5 (6) | C132—C133—C134—C135 | −1.2 (12) |
Pd1—C5—C51—O51 | 102.0 (6) | C133—C134—C135—C136 | −0.6 (12) |
C6—C5—C51—O52 | 134.1 (5) | C134—C135—C136—C131 | 2.6 (12) |
C4—C5—C51—O52 | 62.8 (6) | C132—C131—C136—C135 | −2.7 (10) |
Pd1—C5—C51—O52 | −73.7 (5) | P1—C131—C136—C135 | 176.2 (6) |
O51—C51—O52—C53 | 3.7 (8) | O1L—C1L—C2L—C1Lii | −174 (2) |
C5—C51—O52—C53 | 179.6 (5) | C2Lii—C1L—C2L—C1Lii | −0.004 (2) |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x+1, −y+2, −z+2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C113—H113···O1L | 0.95 | 2.53 | 3.275 (14) | 135 |
C123—H123···O1Liii | 0.95 | 2.62 | 3.452 (13) | 147 |
Symmetry code: (iii) −x+1, −y+1, −z+2. |