[2,6-Bis(di-tert-butyl-phosphinometh-yl)phenyl-κP,C,P'](trifluoro-acetato)palladium(II).

The Pd(II) atom in the title compound, [Pd(C(2)F(3)O(2))(C(24)H(43)P(2))], adopts a distorted square-planar geometry with the P atoms in a trans arrangement, forming two five-membered chelate rings. Four intra-molecular C-H⋯O hydrogen bonds occur. The crystal packing reveals one weak inter-molecular C-H⋯O hydrogen bond, which self-assembles the mol-ecules into infinite chains parallel to the b axis.

Related literature

For synthetic procedures, see: van der Boom et al. (1998 ▶); Johansson et al. (2005 ▶). For a similar complex with two six-membered rings in the framework, see: Ohff et al. (1997 ▶). For a crystallographic analysis of related complexes, see: Johansson et al. (2007 ▶). For similar complexes with ruthenium and nickel, see: Zhang et al. (2005 ▶) and Boro et al. (2008 ▶), respectively. For reactivity studies of the title compound, see: Johansson & Wendt (2007 ▶).

Experimental

Crystal data

[Pd(C2F3O2)(C24H43P2)]

M = 612.94

Orthorhombic,

a = 11.1239 (1) Å

b = 15.7484 (2) Å

c = 32.4400 (4) Å

V = 5682.96 (11) Å3

Z = 8

Mo Kα radiation

μ = 0.81 mm−1

T = 123 K

0.2 × 0.1 × 0.1 mm

Data collection

Bruker–Nonius Kappa APEXII diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 2008a ▶) T min = 0.657, T max = 0.746

50571 measured reflections

5002 independent reflections

4397 reflections with I > 2σ(I)

R int = 0.051

Refinement

R[F 2 > 2σ(F 2)] = 0.041

wR(F 2) = 0.135

S = 0.98

5002 reflections

313 parameters

H-atom parameters constrained

Δρmax = 1.91 e Å−3

Δρmin = −1.12 e Å−3

Data collection: COLLECT (Hooft, 1998 ▶); cell refinement: SCALEPACK (Otwinowski & Minor, 1997 ▶); data reduction: DENZO (Otwinowski & Minor, 1997 ▶) and SCALEPACK; program(s) used to solve structure: SIR2002 (Burla et al., 2003 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008b ▶); molecular graphics: WinGX (Farrugia, 1999 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810017861/cv2705sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810017861/cv2705Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Pd(C2F3O2)(C24H43P2)]	F(000) = 2544
Mr = 612.94	Dx = 1.433 Mg m−3
Orthorhombic, Pbca	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2ab	Cell parameters from 7600 reflections
a = 11.1239 (1) Å	θ = 0.4–28.3°
b = 15.7484 (2) Å	µ = 0.81 mm−1
c = 32.4400 (4) Å	T = 123 K
V = 5682.96 (11) Å3	Prism, pale brown
Z = 8	0.2 × 0.1 × 0.1 mm

Bruker–Nonius Kappa APEXII diffractometer	5002 independent reflections
Radiation source: Enraf–Nonius FR590	4397 reflections with I > 2σ(I)
horizonally mounted graphite crystal	Rint = 0.051
Detector resolution: 9 pixels mm-1	θmax = 25.0°, θmin = 1.3°
CCD rotation images, thick slices scans	h = −13→13
Absorption correction: multi-scan (SADABS; Sheldrick, 2008a)	k = −18→18
Tmin = 0.657, Tmax = 0.746	l = −38→38
50571 measured reflections

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)] = 0.041	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.135	H-atom parameters constrained
S = 0.98	w = 1/[σ2(Fo2) + (0.082P)2 + 22.4388P] where P = (Fo2 + 2Fc2)/3
5002 reflections	(Δ/σ)max < 0.001
313 parameters	Δρmax = 1.91 e Å−3
0 restraints	Δρmin = −1.12 e Å−3

Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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 > 2σ(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
Pd1	0.92472 (3)	0.047957 (19)	0.129692 (9)	0.01622 (14)
P1	0.74524 (10)	0.04831 (7)	0.09415 (3)	0.0196 (2)
P2	1.08972 (9)	0.01753 (7)	0.17068 (3)	0.0175 (2)
F1	1.0573 (4)	0.2240 (2)	0.01869 (10)	0.0683 (12)
F2	1.2140 (3)	0.2306 (3)	0.05453 (13)	0.0704 (11)
F3	1.0899 (4)	0.3333 (2)	0.05529 (12)	0.0714 (12)
O1	1.0127 (3)	0.13118 (19)	0.08700 (9)	0.0259 (7)
O2	1.0118 (3)	0.2545 (2)	0.12135 (10)	0.0372 (8)
C1	0.8431 (4)	−0.0415 (2)	0.16433 (12)	0.0183 (8)
C2	0.7283 (4)	−0.0729 (3)	0.15436 (12)	0.0211 (8)
C3	0.6719 (4)	−0.1335 (3)	0.17900 (13)	0.0255 (9)
H3	0.5928	−0.1518	0.1725	0.031*
C4	0.7300 (4)	−0.1670 (3)	0.21277 (13)	0.0284 (10)
H4	0.6916	−0.2087	0.2293	0.034*
C5	0.8446 (4)	−0.1395 (3)	0.22229 (13)	0.0261 (9)
H5	0.8854	−0.1635	0.2452	0.031*
C6	0.9013 (4)	−0.0772 (3)	0.19889 (12)	0.0198 (8)
C7	0.6679 (4)	−0.0456 (3)	0.11482 (14)	0.0259 (10)
H7A	0.5824	−0.0320	0.1202	0.031*
H7B	0.6710	−0.0924	0.0945	0.031*
C8	1.0236 (4)	−0.0473 (3)	0.21179 (13)	0.0242 (9)
H8A	1.0759	−0.0968	0.2175	0.029*
H8B	1.0171	−0.0133	0.2374	0.029*
C9	0.6442 (4)	0.1402 (3)	0.10593 (14)	0.0265 (9)
C10	0.6190 (5)	0.1345 (3)	0.15268 (16)	0.0390 (12)
H10A	0.5734	0.1846	0.1615	0.058*
H10B	0.6953	0.1321	0.1677	0.058*
H10C	0.5721	0.0832	0.1585	0.058*
C11	0.5250 (4)	0.1391 (3)	0.08229 (16)	0.0387 (12)
H11A	0.4871	0.0833	0.0853	0.058*
H11B	0.5402	0.1505	0.0531	0.058*
H11C	0.4715	0.1828	0.0935	0.058*
C12	0.7101 (4)	0.2240 (3)	0.09810 (18)	0.0382 (12)
H12A	0.6598	0.2714	0.1073	0.057*
H12B	0.7265	0.2299	0.0686	0.057*
H12C	0.7861	0.2243	0.1134	0.057*
C13	0.7625 (4)	0.0257 (3)	0.03776 (13)	0.0269 (9)
C14	0.6481 (5)	−0.0096 (4)	0.01783 (15)	0.0397 (12)
H14A	0.5867	0.0349	0.0169	0.060*
H14B	0.6184	−0.0576	0.0341	0.060*
H14C	0.6662	−0.0287	−0.0102	0.060*
C15	0.8009 (5)	0.1061 (3)	0.01466 (14)	0.0359 (11)
H15A	0.8214	0.0915	−0.0139	0.054*
H15B	0.8711	0.1311	0.0283	0.054*
H15C	0.7346	0.1471	0.0148	0.054*
C16	0.8633 (5)	−0.0405 (3)	0.03433 (16)	0.0375 (12)
H16A	0.8414	−0.0912	0.0502	0.056*
H16B	0.9381	−0.0166	0.0453	0.056*
H16C	0.8748	−0.0559	0.0053	0.056*
C17	1.1956 (4)	−0.0536 (3)	0.14181 (14)	0.0256 (9)
C18	1.1218 (5)	−0.1331 (3)	0.13018 (15)	0.0336 (11)
H18A	1.1705	−0.1704	0.1126	0.050*
H18B	1.0493	−0.1158	0.1152	0.050*
H18C	1.0988	−0.1636	0.1553	0.050*
C19	1.3059 (4)	−0.0812 (3)	0.16619 (15)	0.0346 (11)
H19A	1.3526	−0.1220	0.1499	0.052*
H19B	1.2804	−0.1080	0.1920	0.052*
H19C	1.3558	−0.0315	0.1724	0.052*
C20	1.2322 (4)	−0.0091 (3)	0.10201 (14)	0.0337 (11)
H20A	1.2743	0.0439	0.1086	0.050*
H20B	1.1603	0.0036	0.0857	0.050*
H20C	1.2857	−0.0462	0.0861	0.050*
C21	1.1686 (4)	0.1037 (3)	0.20004 (13)	0.0251 (9)
C22	1.2397 (5)	0.0707 (3)	0.23723 (14)	0.0337 (11)
H22A	1.3060	0.0348	0.2276	0.050*
H22B	1.1864	0.0373	0.2550	0.050*
H22C	1.2720	0.1188	0.2528	0.050*
C23	1.2516 (4)	0.1555 (3)	0.17256 (15)	0.0359 (11)
H23A	1.2772	0.2068	0.1873	0.054*
H23B	1.2088	0.1717	0.1474	0.054*
H23C	1.3223	0.1215	0.1654	0.054*
C24	1.0671 (4)	0.1621 (3)	0.21528 (16)	0.0348 (11)
H24A	1.1013	0.2078	0.2321	0.052*
H24B	1.0102	0.1291	0.2319	0.052*
H24C	1.0251	0.1867	0.1915	0.052*
C25	1.0297 (4)	0.2060 (2)	0.09397 (12)	0.0189 (6)
C26	1.0960 (3)	0.2495 (2)	0.05532 (12)	0.0189 (6)

	U11	U22	U33	U12	U13	U23
Pd1	0.0148 (2)	0.0174 (2)	0.0165 (2)	−0.00160 (11)	−0.00134 (11)	0.00210 (11)
P1	0.0166 (5)	0.0229 (5)	0.0194 (5)	−0.0025 (4)	−0.0033 (4)	0.0014 (4)
P2	0.0160 (5)	0.0193 (5)	0.0172 (5)	0.0007 (4)	−0.0017 (4)	0.0004 (4)
F1	0.103 (3)	0.074 (3)	0.0280 (17)	−0.052 (2)	0.0003 (17)	0.0064 (16)
F2	0.0307 (17)	0.098 (3)	0.083 (3)	−0.0020 (18)	0.0170 (17)	0.039 (2)
F3	0.120 (3)	0.0301 (17)	0.064 (2)	−0.0164 (19)	0.031 (2)	0.0090 (16)
O1	0.0257 (16)	0.0282 (17)	0.0237 (15)	−0.0023 (13)	−0.0002 (12)	0.0036 (13)
O2	0.036 (2)	0.038 (2)	0.0371 (19)	−0.0042 (15)	0.0066 (14)	−0.0007 (16)
C1	0.024 (2)	0.0131 (18)	0.0175 (19)	−0.0003 (15)	0.0041 (16)	−0.0008 (15)
C2	0.022 (2)	0.0194 (19)	0.022 (2)	−0.0006 (17)	0.0021 (16)	−0.0042 (17)
C3	0.027 (2)	0.023 (2)	0.027 (2)	−0.0064 (18)	0.0076 (18)	−0.0031 (18)
C4	0.036 (3)	0.020 (2)	0.029 (2)	−0.0036 (19)	0.0108 (19)	−0.0002 (18)
C5	0.035 (2)	0.024 (2)	0.019 (2)	0.0034 (19)	0.0039 (18)	0.0033 (17)
C6	0.024 (2)	0.0164 (19)	0.019 (2)	0.0013 (17)	0.0028 (16)	−0.0003 (16)
C7	0.025 (2)	0.026 (2)	0.026 (2)	−0.0074 (17)	−0.0013 (19)	0.0024 (17)
C8	0.026 (2)	0.028 (2)	0.018 (2)	0.0027 (18)	0.0005 (17)	0.0053 (17)
C9	0.019 (2)	0.027 (2)	0.034 (2)	0.0013 (18)	−0.0010 (18)	−0.0007 (19)
C10	0.032 (3)	0.044 (3)	0.041 (3)	0.008 (2)	0.006 (2)	−0.006 (2)
C11	0.025 (2)	0.046 (3)	0.046 (3)	0.006 (2)	−0.008 (2)	0.000 (2)
C12	0.031 (3)	0.025 (2)	0.059 (3)	0.001 (2)	−0.005 (2)	0.001 (2)
C13	0.025 (2)	0.037 (2)	0.019 (2)	−0.0044 (19)	−0.0059 (17)	−0.0008 (18)
C14	0.037 (3)	0.055 (3)	0.027 (2)	−0.015 (2)	−0.008 (2)	−0.005 (2)
C15	0.040 (3)	0.048 (3)	0.019 (2)	−0.012 (2)	−0.006 (2)	0.005 (2)
C16	0.041 (3)	0.042 (3)	0.029 (3)	0.002 (2)	0.003 (2)	−0.013 (2)
C17	0.023 (2)	0.029 (2)	0.026 (2)	0.0079 (18)	−0.0017 (18)	−0.0046 (18)
C18	0.035 (3)	0.026 (2)	0.039 (3)	0.009 (2)	−0.004 (2)	−0.012 (2)
C19	0.026 (2)	0.044 (3)	0.034 (3)	0.014 (2)	−0.004 (2)	−0.004 (2)
C20	0.032 (3)	0.044 (3)	0.026 (2)	0.008 (2)	0.0050 (19)	−0.001 (2)
C21	0.025 (2)	0.024 (2)	0.027 (2)	−0.0019 (17)	−0.0077 (18)	−0.0021 (18)
C22	0.036 (3)	0.037 (3)	0.028 (2)	−0.001 (2)	−0.012 (2)	−0.004 (2)
C23	0.030 (2)	0.035 (3)	0.043 (3)	−0.011 (2)	−0.008 (2)	0.003 (2)
C24	0.040 (3)	0.027 (2)	0.038 (3)	0.002 (2)	−0.008 (2)	−0.010 (2)
C25	0.0206 (14)	0.0136 (14)	0.0227 (15)	−0.0055 (11)	−0.0091 (12)	0.0003 (12)
C26	0.0206 (14)	0.0136 (14)	0.0227 (15)	−0.0055 (11)	−0.0091 (12)	0.0003 (12)

Pd1—C1	2.018 (4)	C12—H12B	0.9800
Pd1—O1	2.143 (3)	C12—H12C	0.9800
Pd1—P1	2.3054 (11)	C13—C14	1.532 (6)
Pd1—P2	2.3165 (10)	C13—C15	1.531 (6)
P1—C7	1.838 (4)	C13—C16	1.535 (7)
P1—C9	1.871 (4)	C14—H14A	0.9800
P1—C13	1.874 (4)	C14—H14B	0.9800
P2—C8	1.833 (4)	C14—H14C	0.9800
P2—C17	1.876 (4)	C15—H15A	0.9800
P2—C21	1.876 (4)	C15—H15B	0.9800
F1—C26	1.326 (5)	C15—H15C	0.9800
F2—C26	1.346 (5)	C16—H16A	0.9800
F3—C26	1.323 (5)	C16—H16B	0.9800
O1—C25	1.215 (5)	C16—H16C	0.9800
O2—C25	1.188 (5)	C17—C19	1.523 (6)
C1—C2	1.407 (6)	C17—C20	1.524 (6)
C1—C6	1.411 (6)	C17—C18	1.545 (6)
C2—C3	1.394 (6)	C18—H18A	0.9800
C2—C7	1.510 (6)	C18—H18B	0.9800
C3—C4	1.377 (6)	C18—H18C	0.9800
C3—H3	0.9500	C19—H19A	0.9800
C4—C5	1.381 (7)	C19—H19B	0.9800
C4—H4	0.9500	C19—H19C	0.9800
C5—C6	1.392 (6)	C20—H20A	0.9800
C5—H5	0.9500	C20—H20B	0.9800
C6—C8	1.499 (6)	C20—H20C	0.9800
C7—H7A	0.9900	C21—C23	1.521 (6)
C7—H7B	0.9900	C21—C22	1.533 (6)
C8—H8A	0.9900	C21—C24	1.538 (6)
C8—H8B	0.9900	C22—H22A	0.9800
C9—C12	1.531 (6)	C22—H22B	0.9800
C9—C11	1.532 (6)	C22—H22C	0.9800
C9—C10	1.545 (7)	C23—H23A	0.9800
C10—H10A	0.9800	C23—H23B	0.9800
C10—H10B	0.9800	C23—H23C	0.9800
C10—H10C	0.9800	C24—H24A	0.9800
C11—H11A	0.9800	C24—H24B	0.9800
C11—H11B	0.9800	C24—H24C	0.9800
C11—H11C	0.9800	C25—C26	1.607 (6)
C12—H12A	0.9800
C1—Pd1—O1	172.85 (13)	C15—C13—P1	110.5 (3)
C1—Pd1—P1	83.71 (12)	C16—C13—P1	105.9 (3)
O1—Pd1—P1	94.06 (8)	C13—C14—H14A	109.5
C1—Pd1—P2	83.83 (12)	C13—C14—H14B	109.5
O1—Pd1—P2	97.79 (8)	H14A—C14—H14B	109.5
P1—Pd1—P2	166.82 (4)	C13—C14—H14C	109.5
C7—P1—C9	105.5 (2)	H14A—C14—H14C	109.5
C7—P1—C13	104.6 (2)	H14B—C14—H14C	109.5
C9—P1—C13	114.1 (2)	C13—C15—H15A	109.5
C7—P1—Pd1	102.78 (15)	C13—C15—H15B	109.5
C9—P1—Pd1	114.83 (14)	H15A—C15—H15B	109.5
C13—P1—Pd1	113.51 (15)	C13—C15—H15C	109.5
C8—P2—C17	106.4 (2)	H15A—C15—H15C	109.5
C8—P2—C21	102.8 (2)	H15B—C15—H15C	109.5
C17—P2—C21	113.0 (2)	C13—C16—H16A	109.5
C8—P2—Pd1	102.39 (14)	C13—C16—H16B	109.5
C17—P2—Pd1	109.55 (15)	H16A—C16—H16B	109.5
C21—P2—Pd1	120.84 (14)	C13—C16—H16C	109.5
C25—O1—Pd1	123.0 (3)	H16A—C16—H16C	109.5
C2—C1—C6	117.4 (4)	H16B—C16—H16C	109.5
C2—C1—Pd1	121.7 (3)	C19—C17—C20	110.9 (4)
C6—C1—Pd1	120.9 (3)	C19—C17—C18	108.8 (4)
C3—C2—C1	121.1 (4)	C20—C17—C18	107.9 (4)
C3—C2—C7	118.8 (4)	C19—C17—P2	114.7 (3)
C1—C2—C7	120.0 (4)	C20—C17—P2	108.5 (3)
C4—C3—C2	120.5 (4)	C18—C17—P2	105.8 (3)
C4—C3—H3	119.7	C17—C18—H18A	109.5
C2—C3—H3	119.7	C17—C18—H18B	109.5
C3—C4—C5	119.4 (4)	H18A—C18—H18B	109.5
C3—C4—H4	120.3	C17—C18—H18C	109.5
C5—C4—H4	120.3	H18A—C18—H18C	109.5
C4—C5—C6	121.2 (4)	H18B—C18—H18C	109.5
C4—C5—H5	119.4	C17—C19—H19A	109.5
C6—C5—H5	119.4	C17—C19—H19B	109.5
C5—C6—C1	120.4 (4)	H19A—C19—H19B	109.5
C5—C6—C8	118.7 (4)	C17—C19—H19C	109.5
C1—C6—C8	120.9 (4)	H19A—C19—H19C	109.5
C2—C7—P1	109.3 (3)	H19B—C19—H19C	109.5
C2—C7—H7A	109.8	C17—C20—H20A	109.5
P1—C7—H7A	109.8	C17—C20—H20B	109.5
C2—C7—H7B	109.8	H20A—C20—H20B	109.5
P1—C7—H7B	109.8	C17—C20—H20C	109.5
H7A—C7—H7B	108.3	H20A—C20—H20C	109.5
C6—C8—P2	109.6 (3)	H20B—C20—H20C	109.5
C6—C8—H8A	109.7	C23—C21—C22	109.3 (4)
P2—C8—H8A	109.7	C23—C21—C24	108.2 (4)
C6—C8—H8B	109.7	C22—C21—C24	109.2 (4)
P2—C8—H8B	109.7	C23—C21—P2	112.0 (3)
H8A—C8—H8B	108.2	C22—C21—P2	113.3 (3)
C12—C9—C11	109.9 (4)	C24—C21—P2	104.6 (3)
C12—C9—C10	107.4 (4)	C21—C22—H22A	109.5
C11—C9—C10	109.5 (4)	C21—C22—H22B	109.5
C12—C9—P1	110.2 (3)	H22A—C22—H22B	109.5
C11—C9—P1	114.2 (3)	C21—C22—H22C	109.5
C10—C9—P1	105.4 (3)	H22A—C22—H22C	109.5
C9—C10—H10A	109.5	H22B—C22—H22C	109.5
C9—C10—H10B	109.5	C21—C23—H23A	109.5
H10A—C10—H10B	109.5	C21—C23—H23B	109.5
C9—C10—H10C	109.5	H23A—C23—H23B	109.5
H10A—C10—H10C	109.5	C21—C23—H23C	109.5
H10B—C10—H10C	109.5	H23A—C23—H23C	109.5
C9—C11—H11A	109.5	H23B—C23—H23C	109.5
C9—C11—H11B	109.5	C21—C24—H24A	109.5
H11A—C11—H11B	109.5	C21—C24—H24B	109.5
C9—C11—H11C	109.5	H24A—C24—H24B	109.5
H11A—C11—H11C	109.5	C21—C24—H24C	109.5
H11B—C11—H11C	109.5	H24A—C24—H24C	109.5
C9—C12—H12A	109.5	H24B—C24—H24C	109.5
C9—C12—H12B	109.5	O2—C25—O1	137.4 (4)
H12A—C12—H12B	109.5	O2—C25—C26	112.8 (3)
C9—C12—H12C	109.5	O1—C25—C26	109.8 (3)
H12A—C12—H12C	109.5	F3—C26—F1	106.6 (4)
H12B—C12—H12C	109.5	F3—C26—F2	105.6 (4)
C14—C13—C15	109.0 (4)	F1—C26—F2	103.4 (4)
C14—C13—C16	109.2 (4)	F3—C26—C25	113.7 (4)
C15—C13—C16	108.8 (4)	F1—C26—C25	114.9 (3)
C14—C13—P1	113.3 (3)	F2—C26—C25	111.6 (3)
C1—Pd1—P1—C7	−11.03 (19)	C21—P2—C8—C6	141.5 (3)
O1—Pd1—P1—C7	162.15 (17)	Pd1—P2—C8—C6	15.5 (3)
P2—Pd1—P1—C7	8.1 (2)	C7—P1—C9—C12	168.5 (3)
C1—Pd1—P1—C9	102.93 (19)	C13—P1—C9—C12	−77.3 (4)
O1—Pd1—P1—C9	−83.89 (18)	Pd1—P1—C9—C12	56.2 (4)
P2—Pd1—P1—C9	122.0 (2)	C7—P1—C9—C11	−67.2 (4)
C1—Pd1—P1—C13	−123.4 (2)	C13—P1—C9—C11	46.9 (4)
O1—Pd1—P1—C13	49.83 (18)	Pd1—P1—C9—C11	−179.6 (3)
P2—Pd1—P1—C13	−104.2 (2)	C7—P1—C9—C10	52.9 (3)
C1—Pd1—P2—C8	−11.61 (18)	C13—P1—C9—C10	167.1 (3)
O1—Pd1—P2—C8	175.40 (17)	Pd1—P1—C9—C10	−59.5 (3)
P1—Pd1—P2—C8	−30.7 (2)	C7—P1—C13—C14	45.2 (4)
C1—Pd1—P2—C17	101.06 (19)	C9—P1—C13—C14	−69.5 (4)
O1—Pd1—P2—C17	−71.92 (18)	Pd1—P1—C13—C14	156.4 (3)
P1—Pd1—P2—C17	82.0 (2)	C7—P1—C13—C15	167.7 (3)
C1—Pd1—P2—C21	−124.9 (2)	C9—P1—C13—C15	53.1 (4)
O1—Pd1—P2—C21	62.15 (19)	Pd1—P1—C13—C15	−81.0 (3)
P1—Pd1—P2—C21	−144.0 (2)	C7—P1—C13—C16	−74.6 (3)
P1—Pd1—O1—C25	102.9 (3)	C9—P1—C13—C16	170.7 (3)
P2—Pd1—O1—C25	−82.9 (3)	Pd1—P1—C13—C16	36.7 (3)
P1—Pd1—C1—C2	4.9 (3)	C8—P2—C17—C19	−67.6 (4)
P2—Pd1—C1—C2	−170.8 (3)	C21—P2—C17—C19	44.4 (4)
P1—Pd1—C1—C6	−177.3 (3)	Pd1—P2—C17—C19	−177.6 (3)
P2—Pd1—C1—C6	7.0 (3)	C8—P2—C17—C20	167.9 (3)
C6—C1—C2—C3	3.3 (6)	C21—P2—C17—C20	−80.0 (4)
Pd1—C1—C2—C3	−178.7 (3)	Pd1—P2—C17—C20	57.9 (3)
C6—C1—C2—C7	−172.2 (4)	C8—P2—C17—C18	52.3 (3)
Pd1—C1—C2—C7	5.7 (5)	C21—P2—C17—C18	164.4 (3)
C1—C2—C3—C4	−3.0 (6)	Pd1—P2—C17—C18	−57.7 (3)
C7—C2—C3—C4	172.6 (4)	C8—P2—C21—C23	168.4 (3)
C2—C3—C4—C5	0.6 (6)	C17—P2—C21—C23	54.1 (4)
C3—C4—C5—C6	1.4 (6)	Pd1—P2—C21—C23	−78.5 (3)
C4—C5—C6—C1	−1.0 (6)	C8—P2—C21—C22	44.2 (4)
C4—C5—C6—C8	177.5 (4)	C17—P2—C21—C22	−70.1 (4)
C2—C1—C6—C5	−1.4 (6)	Pd1—P2—C21—C22	157.3 (3)
Pd1—C1—C6—C5	−179.3 (3)	C8—P2—C21—C24	−74.6 (3)
C2—C1—C6—C8	−179.8 (4)	C17—P2—C21—C24	171.1 (3)
Pd1—C1—C6—C8	2.3 (5)	Pd1—P2—C21—C24	38.5 (3)
C3—C2—C7—P1	168.9 (3)	Pd1—O1—C25—O2	1.7 (7)
C1—C2—C7—P1	−15.4 (5)	Pd1—O1—C25—C26	−179.2 (2)
C9—P1—C7—C2	−104.4 (3)	O2—C25—C26—F3	−17.5 (5)
C13—P1—C7—C2	135.1 (3)	O1—C25—C26—F3	163.2 (4)
Pd1—P1—C7—C2	16.3 (3)	O2—C25—C26—F1	−140.7 (4)
C5—C6—C8—P2	168.6 (3)	O1—C25—C26—F1	39.9 (5)
C1—C6—C8—P2	−13.0 (5)	O2—C25—C26—F2	101.9 (5)
C17—P2—C8—C6	−99.4 (3)	O1—C25—C26—F2	−77.4 (4)

D—H···A	D—H	H···A	D···A	D—H···A
C12—H12C···O2	0.98	2.57	3.473 (6)	153
C15—H15B···O1	0.98	2.47	3.349 (6)	149
C20—H20B···O1	0.98	2.60	3.329 (6)	132
C24—H24C···O2	0.98	2.52	3.432 (6)	155
C3—H3···O2i	0.95	2.51	3.284 (6)	139

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C12—H12C⋯O2	0.98	2.57	3.473 (6)	153
C15—H15B⋯O1	0.98	2.47	3.349 (6)	149
C20—H20B⋯O1	0.98	2.60	3.329 (6)	132
C24—H24C⋯O2	0.98	2.52	3.432 (6)	155
C3—H3⋯O2i	0.95	2.51	3.284 (6)	139

Symmetry code: (i) .