trans-Dichloridobis{tris-[4-(trifluoro-methyl)phen-yl]phosphane-κP}palla-dium(II) dichloro-methane monosolvate.

The title compound, [PdCl2(C21H12F9P)2]·CH2Cl2, crystallizes with two independent complex molecules (each having the Pd(II) atom situated on an inversion centre) and a dichloro-methane molecule in the asymmetric unit. The independent Pd(II) atoms are in perfectly linear orientations of the ligands in mutually trans positions, but distortions of the Cl-Pd-P angles ranging from 86.151 (19) to 93.849 (19)° are evident. The effective cone angles for the tris-[4-(trifluoro-meth-yl)phen-yl]phosphane ligand were calculated to be 159 and 161°. In the crystal, weak C-H⋯Cl/F inter-actions create a three-dimensional supramolecular network. Loose packing at two of the -CF3 groups resulted in large thermal vibrations which were treated as two-component disorders [occupancy ratios 0.50:0.50 and 0.628 (15):0.372 (15)].

Related literature

For background to catalysis opan class="Chemical">f palladium compounds, see: Bedford et al. (2004 ▶). For a description of the Cambridge Structural Database, see: Allen (2002 ▶). For background to cone angles, see: Tolman (1977 ▶); Otto (2001 ▶). For details of the conformational fit between mol­ecules using Mercury, see: Macrae et al. (2006 ▶); Weng et al. (2008a ▶,b ▶).

Experimental

Crystal data

[PdCl2(pan class="CellLine">C21H12F9P)2]·CH2Cl2

M = 1194.78

Triclinic,

a = 12.1491 (10) Å

b = 14.0203 (13) Å

c = 14.4334 (13) Å

α = 72.764 (2)°

β = 78.362 (2)°

γ = 75.545 (2)°

V = 2252.0 (3) Å3

Z = 2

Mo Kα radiation

μ = 0.83 mm−1

T = 100 K

0.34 × 0.31 × 0.25 mm

Data collection

Bruker APEX DUO 4K CCD difpan class="Chemical">fractometer

Absorption correction: multi-scan (SADABS; Bruker, 2008 ▶) T min = 0.766, T max = 0.820

48517 measured reflections

11209 independent reflections

9475 reflections with I > 2σ(I)

R int = 0.03

Refinement

R[F 2 > 2σ(pan class="Chemical">F 2)] = 0.032

wR(F 2) = 0.077

S = 1.02

11209 reflections

680 parameters

116 restraints

H-atom parameters constrained

Δρmax = 1.14 e Å−3

Δρmin = −0.85 e Å−3

Data collection: APEX2 (Bruker, 2011 ▶); cell repan class="Chemical">finement: SAINT (Bruker, 2008 ▶); data reduction: SAINT and XPREP (Bruker, 2008 ▶); program(s) used to solve structure: SIR97 (Altomare et al., 1999 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg & Putz, 2005 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶) and WinGX (Farrugia, 2012 ▶).

Click here for additional data pan class="Chemical">file.

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536812046971/zq2189sup1.cif

Click here for additional data pan class="Chemical">file.

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812046971/zq2189Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIpan class="Chemical">F report

[PdCl2(C21H12F9P)2]·CH2Cl2	Z = 2
Mr = 1194.78	F(000) = 1180
Triclinic, P1	Dx = 1.762 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 12.1491 (10) Å	Cell parameters from 9887 reflections
b = 14.0203 (13) Å	θ = 2.9–28.3°
c = 14.4334 (13) Å	µ = 0.83 mm−1
α = 72.764 (2)°	T = 100 K
β = 78.362 (2)°	Cuboid, yellow
γ = 75.545 (2)°	0.34 × 0.31 × 0.25 mm
V = 2252.0 (3) Å3

Bruker APEX DUO 4K CCD diffractometer	11209 independent reflections
Radiation source: sealed tube	9475 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.03
Detector resolution: 8.4 pixels mm-1	θmax = 28.3°, θmin = 1.5°
φ and ω scans	h = −16→16
Absorption correction: multi-scan (SADABS; Bruker, 2008)	k = −18→18
Tmin = 0.766, Tmax = 0.820	l = −19→19
48517 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)] = 0.032	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.077	H-atom parameters constrained
S = 1.02	w = 1/[σ2(Fo2) + (0.0273P)2 + 3.2668P] where P = (Fo2 + 2Fc2)/3
11209 reflections	(Δ/σ)max = 0.001
680 parameters	Δρmax = 1.14 e Å−3
116 restraints	Δρmin = −0.85 e Å−3

Experimental. The intensity data was collected on a Bruker Apex DUO 4 K CCD diffractometer using an exposure time of 2 s/frame. A total of 2216 frames were collected with a frame width of 0.5° covering up to θ = 28.31° with 99.8% completeness accomplished.

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	Occ. (<1)
C1	−0.6245 (2)	0.0991 (2)	0.0983 (2)	0.0318 (6)
C2	−0.1366 (2)	0.4058 (2)	−0.46255 (19)	0.0303 (6)
C3	−0.0591 (2)	0.4411 (2)	0.18078 (19)	0.0284 (5)
C4	0.3291 (2)	0.4352 (2)	0.10003 (18)	0.0267 (4)
C5	1.0812 (2)	0.0902 (2)	0.34731 (18)	0.0281 (5)
C7	0.2146 (5)	0.1811 (3)	0.7105 (2)	0.0708 (13)
H7A	0.159	0.1363	0.7429	0.085*
H7B	0.2912	0.1363	0.7032	0.085*
C6A	0.4634 (7)	0.4207 (7)	0.7336 (6)	0.0304 (8)	0.628 (15)
F16A	0.5626 (4)	0.4237 (5)	0.7608 (7)	0.0519 (17)	0.628 (15)
F17A	0.3961 (7)	0.3874 (3)	0.8166 (3)	0.0458 (12)	0.628 (15)
F18A	0.4156 (7)	0.5196 (12)	0.6939 (14)	0.0361 (14)	0.628 (15)
C6B	0.4798 (11)	0.4328 (12)	0.7194 (9)	0.0276 (11)	0.372 (15)
F16B	0.5757 (5)	0.4637 (8)	0.7107 (9)	0.0412 (19)	0.372 (15)
F17B	0.4512 (12)	0.3887 (6)	0.8140 (5)	0.0447 (18)	0.372 (15)
F18B	0.3952 (12)	0.514 (2)	0.700 (2)	0.0319 (18)	0.372 (15)
C11	−0.27757 (17)	0.13693 (16)	−0.00228 (15)	0.0157 (4)
C12	−0.30036 (19)	0.04677 (17)	0.06399 (16)	0.0198 (4)
H12	−0.2387	−0.0058	0.0881	0.024*
C13	−0.4131 (2)	0.03313 (19)	0.09514 (17)	0.0231 (5)
H13	−0.4282	−0.0283	0.1407	0.028*
C14	−0.50253 (19)	0.10928 (19)	0.05941 (17)	0.0226 (5)
C15	−0.48108 (19)	0.19894 (18)	−0.00889 (18)	0.0233 (5)
H15	−0.5429	0.2506	−0.034	0.028*
C16	−0.36857 (19)	0.21229 (17)	−0.03999 (17)	0.0204 (4)
H16	−0.3535	0.2729	−0.0871	0.024*
C21	−0.12624 (17)	0.22880 (16)	−0.16527 (15)	0.0149 (4)
C22	−0.15437 (18)	0.18948 (16)	−0.23388 (16)	0.0173 (4)
H22	−0.1722	0.1235	−0.2143	0.021*
C23	−0.15639 (18)	0.24660 (17)	−0.33047 (16)	0.0187 (4)
H23	−0.175	0.2197	−0.3772	0.022*
C24	−0.13104 (19)	0.34358 (17)	−0.35855 (16)	0.0198 (4)
C25	−0.1002 (2)	0.38204 (18)	−0.29173 (17)	0.0238 (5)
H25	−0.0809	0.4475	−0.3118	0.029*
C26	−0.0975 (2)	0.32466 (17)	−0.19515 (17)	0.0207 (4)
H26	−0.076	0.3509	−0.1493	0.025*
C31	−0.11086 (18)	0.24085 (16)	0.02702 (15)	0.0153 (4)
C32	−0.00019 (19)	0.24363 (18)	0.03740 (18)	0.0228 (5)
H32	0.0639	0.2007	0.0105	0.027*
C33	0.0168 (2)	0.30858 (19)	0.08666 (18)	0.0251 (5)
H33	0.0924	0.3107	0.093	0.03*
C34	−0.0771 (2)	0.37070 (17)	0.12684 (16)	0.0195 (4)
C35	−0.18652 (19)	0.36912 (18)	0.11652 (17)	0.0207 (4)
H35	−0.2504	0.4125	0.1432	0.025*
C36	−0.20374 (18)	0.30376 (17)	0.06670 (17)	0.0197 (4)
H36	−0.2795	0.3024	0.06	0.024*
C41	0.49547 (18)	0.23512 (16)	0.34096 (15)	0.0156 (4)
C42	0.37650 (19)	0.25054 (18)	0.34546 (17)	0.0220 (5)
H42	0.3328	0.2164	0.4023	0.026*
C43	0.32186 (19)	0.31526 (19)	0.26759 (17)	0.0229 (5)
H43	0.2409	0.3265	0.2713	0.027*
C44	0.38674 (19)	0.36354 (17)	0.18416 (16)	0.0185 (4)
C45	0.50467 (19)	0.34654 (17)	0.17821 (16)	0.0203 (4)
H45	0.5484	0.3791	0.1205	0.024*
C46	0.55962 (18)	0.28196 (17)	0.25635 (16)	0.0194 (4)
H46	0.6408	0.2699	0.2518	0.023*
C51	0.71490 (17)	0.13601 (16)	0.41710 (15)	0.0147 (4)
C52	0.77923 (18)	0.04078 (17)	0.40947 (16)	0.0180 (4)
H52	0.7416	−0.0139	0.419	0.022*
C53	0.89861 (19)	0.02496 (18)	0.38793 (16)	0.0201 (4)
H53	0.9421	−0.0402	0.3827	0.024*
C54	0.95330 (18)	0.10452 (18)	0.37429 (16)	0.0200 (4)
C55	0.8901 (2)	0.20013 (19)	0.38200 (17)	0.0234 (5)
H55	0.9281	0.2545	0.3726	0.028*
C56	0.77117 (19)	0.21581 (17)	0.40352 (17)	0.0205 (4)
H56	0.728	0.2809	0.409	0.025*
C61	0.52760 (17)	0.23591 (16)	0.53204 (15)	0.0153 (4)
C62	0.57533 (18)	0.20004 (17)	0.61943 (16)	0.0181 (4)
H62	0.6222	0.1337	0.6348	0.022*
C63	0.55443 (19)	0.26092 (18)	0.68380 (17)	0.0212 (4)
H63	0.5861	0.2362	0.7436	0.025*
C64	0.4868 (2)	0.35857 (18)	0.66035 (18)	0.0225 (4)
C65	0.4378 (2)	0.39403 (18)	0.57491 (19)	0.0265 (5)
H65	0.3902	0.4601	0.5602	0.032*
C66	0.4581 (2)	0.33302 (18)	0.51059 (18)	0.0233 (5)
H66	0.4245	0.3575	0.4518	0.028*
F1	−0.69349 (13)	0.13989 (14)	0.02873 (14)	0.0442 (4)
F2	−0.63601 (13)	0.00201 (13)	0.13737 (12)	0.0388 (4)
F3	−0.66742 (15)	0.14722 (18)	0.16893 (16)	0.0619 (6)
F4	−0.1467 (2)	0.50458 (13)	−0.47281 (13)	0.0570 (6)
F5	−0.04432 (16)	0.37665 (16)	−0.52398 (12)	0.0494 (5)
F6	−0.22635 (15)	0.39581 (12)	−0.49792 (12)	0.0378 (4)
F7	−0.15025 (15)	0.46546 (15)	0.24452 (14)	0.0475 (5)
F8	0.02798 (14)	0.39949 (14)	0.23403 (12)	0.0388 (4)
F9	−0.0348 (2)	0.52766 (14)	0.12020 (14)	0.0581 (6)
F13	1.12727 (13)	0.13753 (13)	0.39375 (13)	0.0395 (4)
F14	1.13493 (12)	−0.00744 (13)	0.36863 (13)	0.0370 (4)
F15	1.11021 (14)	0.12869 (19)	0.25188 (12)	0.0627 (7)
P1	−0.12923 (4)	0.15375 (4)	−0.03807 (4)	0.01399 (10)
P2	0.55964 (4)	0.15397 (4)	0.44843 (4)	0.01338 (10)
Cl1	0.18015 (7)	0.24502 (7)	0.59502 (6)	0.0509 (2)
Cl2	0.21710 (9)	0.25246 (9)	0.78749 (8)	0.0671 (3)
Cl3	−0.04796 (5)	0.00495 (4)	0.16053 (4)	0.02532 (12)
Cl4	0.46271 (5)	0.00177 (4)	0.66133 (4)	0.02431 (12)
Pd1	0	0	0	0.01447 (5)
Pd2	0.5	0	0.5	0.01233 (5)
F10A	0.3811 (5)	0.4275 (4)	0.0137 (3)	0.0651 (14)	0.5
F11A	0.3409 (4)	0.5371 (3)	0.0914 (3)	0.0521 (9)	0.5
F12A	0.2217 (3)	0.4472 (4)	0.1057 (4)	0.0647 (13)	0.5
F10B	0.2741 (4)	0.3792 (3)	0.0638 (3)	0.0485 (9)	0.5
F11B	0.2484 (5)	0.5026 (4)	0.1261 (3)	0.0696 (13)	0.5
F12B	0.3964 (4)	0.4703 (4)	0.0266 (4)	0.0546 (12)	0.5

	U11	U22	U33	U12	U13	U23
C1	0.0218 (12)	0.0436 (15)	0.0402 (15)	−0.0142 (11)	0.0053 (10)	−0.0261 (13)
C2	0.0418 (15)	0.0267 (13)	0.0249 (13)	−0.0135 (11)	−0.0113 (11)	−0.0006 (10)
C3	0.0343 (13)	0.0273 (12)	0.0287 (13)	−0.0119 (10)	−0.0062 (11)	−0.0085 (10)
C4	0.0243 (9)	0.0319 (11)	0.0202 (9)	−0.0003 (8)	−0.0044 (8)	−0.0049 (9)
C5	0.0177 (11)	0.0429 (15)	0.0210 (12)	−0.0082 (10)	−0.0016 (9)	−0.0032 (11)
C7	0.130 (4)	0.0336 (17)	0.0309 (17)	0.007 (2)	−0.004 (2)	−0.0063 (14)
C6A	0.0347 (19)	0.0256 (18)	0.036 (2)	0.0015 (17)	−0.0091 (14)	−0.0192 (14)
F16A	0.0510 (17)	0.049 (3)	0.076 (4)	0.0070 (16)	−0.033 (2)	−0.045 (3)
F17A	0.071 (3)	0.0403 (17)	0.0263 (12)	−0.002 (2)	−0.0015 (16)	−0.0193 (11)
F18A	0.045 (3)	0.0232 (16)	0.044 (3)	0.002 (3)	−0.009 (3)	−0.0198 (12)
C6B	0.030 (2)	0.026 (3)	0.031 (2)	−0.0021 (17)	−0.005 (2)	−0.0170 (18)
F16B	0.035 (2)	0.042 (4)	0.062 (5)	−0.0056 (19)	−0.013 (2)	−0.035 (3)
F17B	0.070 (5)	0.038 (3)	0.0276 (16)	−0.004 (3)	−0.006 (3)	−0.0173 (16)
F18B	0.033 (3)	0.027 (3)	0.039 (4)	0.001 (3)	−0.003 (4)	−0.021 (2)
C11	0.0152 (9)	0.0195 (10)	0.0146 (10)	−0.0041 (8)	−0.0008 (7)	−0.0081 (8)
C12	0.0218 (10)	0.0209 (11)	0.0158 (10)	−0.0040 (9)	−0.0019 (8)	−0.0040 (8)
C13	0.0274 (12)	0.0268 (12)	0.0172 (11)	−0.0129 (10)	0.0031 (9)	−0.0068 (9)
C14	0.0190 (10)	0.0316 (12)	0.0239 (11)	−0.0094 (9)	0.0036 (9)	−0.0181 (10)
C15	0.0162 (10)	0.0251 (12)	0.0307 (13)	−0.0012 (9)	−0.0023 (9)	−0.0133 (10)
C16	0.0192 (10)	0.0179 (10)	0.0247 (11)	−0.0037 (8)	−0.0025 (9)	−0.0069 (9)
C21	0.0126 (9)	0.0153 (9)	0.0155 (10)	−0.0004 (7)	−0.0017 (7)	−0.0041 (8)
C22	0.0168 (10)	0.0157 (10)	0.0203 (10)	−0.0041 (8)	−0.0043 (8)	−0.0040 (8)
C23	0.0192 (10)	0.0210 (11)	0.0183 (10)	−0.0055 (8)	−0.0056 (8)	−0.0054 (9)
C24	0.0209 (10)	0.0190 (10)	0.0189 (11)	−0.0051 (8)	−0.0046 (8)	−0.0020 (9)
C25	0.0333 (13)	0.0188 (11)	0.0213 (11)	−0.0119 (9)	−0.0036 (10)	−0.0027 (9)
C26	0.0257 (11)	0.0207 (11)	0.0190 (11)	−0.0082 (9)	−0.0033 (9)	−0.0068 (9)
C31	0.0170 (9)	0.0153 (9)	0.0136 (9)	−0.0030 (8)	−0.0026 (8)	−0.0036 (8)
C32	0.0158 (10)	0.0266 (12)	0.0277 (12)	−0.0016 (9)	−0.0026 (9)	−0.0120 (10)
C33	0.0179 (10)	0.0302 (13)	0.0313 (13)	−0.0071 (9)	−0.0064 (9)	−0.0104 (10)
C34	0.0257 (11)	0.0188 (10)	0.0158 (10)	−0.0093 (9)	−0.0022 (8)	−0.0037 (8)
C35	0.0196 (10)	0.0227 (11)	0.0220 (11)	−0.0039 (9)	0.0004 (8)	−0.0115 (9)
C36	0.0147 (9)	0.0235 (11)	0.0239 (11)	−0.0025 (8)	−0.0022 (8)	−0.0121 (9)
C41	0.0182 (10)	0.0136 (9)	0.0152 (10)	−0.0037 (8)	−0.0027 (8)	−0.0035 (8)
C42	0.0188 (10)	0.0282 (12)	0.0180 (11)	−0.0096 (9)	−0.0006 (8)	−0.0018 (9)
C43	0.0166 (10)	0.0290 (12)	0.0232 (11)	−0.0067 (9)	−0.0038 (9)	−0.0047 (10)
C44	0.0220 (10)	0.0181 (10)	0.0162 (10)	−0.0030 (8)	−0.0038 (8)	−0.0059 (8)
C45	0.0187 (10)	0.0218 (11)	0.0159 (10)	−0.0029 (8)	0.0011 (8)	−0.0017 (9)
C46	0.0158 (10)	0.0218 (11)	0.0185 (10)	−0.0038 (8)	−0.0001 (8)	−0.0035 (9)
C51	0.0145 (9)	0.0174 (10)	0.0116 (9)	−0.0057 (8)	−0.0002 (7)	−0.0020 (8)
C52	0.0186 (10)	0.0184 (10)	0.0169 (10)	−0.0055 (8)	0.0001 (8)	−0.0045 (8)
C53	0.0184 (10)	0.0223 (11)	0.0173 (10)	−0.0014 (8)	−0.0001 (8)	−0.0054 (9)
C54	0.0148 (10)	0.0301 (12)	0.0136 (10)	−0.0064 (9)	−0.0005 (8)	−0.0028 (9)
C55	0.0217 (11)	0.0265 (12)	0.0235 (11)	−0.0123 (9)	−0.0019 (9)	−0.0035 (9)
C56	0.0206 (10)	0.0177 (10)	0.0234 (11)	−0.0055 (8)	−0.0024 (9)	−0.0048 (9)
C61	0.0151 (9)	0.0159 (10)	0.0166 (10)	−0.0058 (8)	0.0001 (8)	−0.0061 (8)
C62	0.0165 (10)	0.0171 (10)	0.0218 (11)	−0.0023 (8)	−0.0037 (8)	−0.0066 (8)
C63	0.0206 (10)	0.0247 (11)	0.0215 (11)	−0.0025 (9)	−0.0058 (9)	−0.0104 (9)
C64	0.0215 (10)	0.0222 (9)	0.0278 (10)	−0.0024 (8)	−0.0033 (8)	−0.0141 (8)
C65	0.0288 (12)	0.0183 (11)	0.0334 (13)	0.0040 (9)	−0.0100 (10)	−0.0117 (10)
C66	0.0260 (11)	0.0201 (11)	0.0240 (12)	0.0001 (9)	−0.0082 (9)	−0.0070 (9)
F1	0.0203 (7)	0.0501 (10)	0.0642 (12)	−0.0100 (7)	−0.0067 (8)	−0.0149 (9)
F2	0.0314 (8)	0.0481 (10)	0.0433 (9)	−0.0260 (7)	0.0036 (7)	−0.0121 (8)
F3	0.0365 (10)	0.0993 (17)	0.0772 (14)	−0.0365 (10)	0.0311 (9)	−0.0708 (13)
F4	0.1168 (18)	0.0246 (8)	0.0369 (10)	−0.0290 (10)	−0.0353 (11)	0.0097 (7)
F5	0.0493 (10)	0.0729 (13)	0.0185 (8)	−0.0178 (10)	−0.0010 (7)	0.0010 (8)
F6	0.0475 (9)	0.0352 (9)	0.0324 (8)	−0.0108 (7)	−0.0241 (7)	0.0032 (7)
F7	0.0410 (9)	0.0617 (12)	0.0588 (12)	−0.0089 (9)	−0.0033 (8)	−0.0473 (10)
F8	0.0395 (9)	0.0510 (10)	0.0386 (9)	−0.0146 (8)	−0.0154 (7)	−0.0194 (8)
F9	0.1088 (17)	0.0348 (10)	0.0461 (11)	−0.0419 (11)	−0.0261 (11)	−0.0006 (8)
F13	0.0216 (7)	0.0422 (9)	0.0590 (11)	−0.0112 (7)	−0.0112 (7)	−0.0119 (8)
F14	0.0181 (7)	0.0436 (9)	0.0507 (10)	0.0020 (6)	−0.0041 (7)	−0.0215 (8)
F15	0.0218 (8)	0.1211 (19)	0.0235 (8)	−0.0156 (10)	0.0034 (7)	0.0101 (10)
P1	0.0127 (2)	0.0144 (2)	0.0142 (2)	−0.00056 (19)	−0.00135 (19)	−0.0049 (2)
P2	0.0141 (2)	0.0137 (2)	0.0128 (2)	−0.00480 (19)	−0.00022 (19)	−0.00356 (19)
Cl1	0.0465 (4)	0.0494 (5)	0.0441 (4)	0.0040 (4)	−0.0071 (3)	−0.0042 (4)
Cl2	0.0607 (6)	0.0907 (8)	0.0635 (6)	−0.0249 (5)	−0.0045 (5)	−0.0351 (6)
Cl3	0.0308 (3)	0.0253 (3)	0.0136 (2)	0.0078 (2)	−0.0033 (2)	−0.0067 (2)
Cl4	0.0412 (3)	0.0232 (3)	0.0120 (2)	−0.0157 (2)	0.0024 (2)	−0.0062 (2)
Pd1	0.01427 (10)	0.01495 (11)	0.01231 (10)	0.00138 (8)	−0.00132 (8)	−0.00470 (8)
Pd2	0.01413 (10)	0.01324 (10)	0.01027 (10)	−0.00574 (8)	0.00068 (8)	−0.00314 (8)
F10A	0.082 (3)	0.067 (3)	0.0178 (14)	0.042 (2)	−0.0129 (17)	−0.013 (2)
F11A	0.077 (3)	0.0268 (13)	0.054 (2)	−0.0044 (15)	−0.040 (2)	0.0026 (14)
F12A	0.0296 (12)	0.088 (3)	0.052 (2)	−0.0220 (18)	−0.0237 (14)	0.039 (2)
F10B	0.055 (2)	0.050 (2)	0.046 (2)	−0.0195 (15)	−0.0381 (17)	0.0079 (15)
F11B	0.081 (3)	0.062 (3)	0.039 (2)	0.051 (2)	−0.0252 (18)	−0.0162 (19)
F12B	0.0292 (16)	0.076 (3)	0.037 (2)	−0.0215 (18)	−0.0146 (12)	0.033 (2)

C1—F3	1.336 (3)	C25—H25	0.95
C1—F1	1.340 (3)	C26—H26	0.95
C1—F2	1.341 (3)	C31—C36	1.386 (3)
C1—C14	1.501 (3)	C31—C32	1.394 (3)
C2—F4	1.325 (3)	C31—P1	1.823 (2)
C2—F5	1.340 (3)	C32—C33	1.383 (3)
C2—F6	1.346 (3)	C32—H32	0.95
C2—C24	1.501 (3)	C33—C34	1.390 (3)
C3—F9	1.330 (3)	C33—H33	0.95
C3—F7	1.333 (3)	C34—C35	1.374 (3)
C3—F8	1.343 (3)	C35—C36	1.396 (3)
C3—C34	1.504 (3)	C35—H35	0.95
C4—F12B	1.255 (5)	C36—H36	0.95
C4—F12A	1.262 (4)	C41—C46	1.388 (3)
C4—F11B	1.263 (4)	C41—C42	1.398 (3)
C4—F10A	1.301 (5)	C41—P2	1.819 (2)
C4—F10B	1.408 (4)	C42—C43	1.387 (3)
C4—F11A	1.437 (4)	C42—H42	0.95
C4—C44	1.498 (3)	C43—C44	1.389 (3)
C5—F15	1.331 (3)	C43—H43	0.95
C5—F14	1.334 (3)	C44—C45	1.382 (3)
C5—F13	1.343 (3)	C45—C46	1.391 (3)
C5—C54	1.501 (3)	C45—H45	0.95
C7—Cl2	1.710 (4)	C46—H46	0.95
C7—Cl1	1.722 (4)	C51—C52	1.392 (3)
C7—H7A	0.99	C51—C56	1.398 (3)
C7—H7B	0.99	C51—P2	1.820 (2)
C6A—F17A	1.336 (7)	C52—C53	1.396 (3)
C6A—F16A	1.356 (8)	C52—H52	0.95
C6A—F18A	1.359 (15)	C53—C54	1.383 (3)
C6A—C64	1.503 (10)	C53—H53	0.95
C6B—F16B	1.312 (13)	C54—C55	1.392 (3)
C6B—F17B	1.336 (12)	C55—C56	1.390 (3)
C6B—F18B	1.34 (2)	C55—H55	0.95
C6B—C64	1.506 (17)	C56—H56	0.95
C11—C12	1.393 (3)	C61—C66	1.394 (3)
C11—C16	1.398 (3)	C61—C62	1.398 (3)
C11—P1	1.826 (2)	C61—P2	1.827 (2)
C12—C13	1.395 (3)	C62—C63	1.387 (3)
C12—H12	0.95	C62—H62	0.95
C13—C14	1.381 (3)	C63—C64	1.393 (3)
C13—H13	0.95	C63—H63	0.95
C14—C15	1.395 (3)	C64—C65	1.381 (3)
C15—C16	1.391 (3)	C65—C66	1.388 (3)
C15—H15	0.95	C65—H65	0.95
C16—H16	0.95	C66—H66	0.95
C21—C26	1.394 (3)	P1—Pd1	2.3174 (5)
C21—C22	1.398 (3)	P2—Pd2	2.3130 (6)
C21—P1	1.824 (2)	Cl3—Pd1	2.2897 (6)
C22—C23	1.388 (3)	Cl4—Pd2	2.2871 (6)
C22—H22	0.95	Pd1—Cl3i	2.2897 (6)
C23—C24	1.393 (3)	Pd1—P1i	2.3174 (5)
C23—H23	0.95	Pd2—Cl4ii	2.2871 (6)
C24—C25	1.384 (3)	Pd2—P2ii	2.3130 (6)
C25—C26	1.390 (3)
F3—C1—F1	106.6 (2)	C36—C31—C32	119.3 (2)
F3—C1—F2	106.3 (2)	C36—C31—P1	121.84 (16)
F1—C1—F2	107.1 (2)	C32—C31—P1	118.88 (17)
F3—C1—C14	111.1 (2)	C33—C32—C31	120.4 (2)
F1—C1—C14	112.1 (2)	C33—C32—H32	119.8
F2—C1—C14	113.2 (2)	C31—C32—H32	119.8
F4—C2—F5	107.4 (2)	C32—C33—C34	119.8 (2)
F4—C2—F6	106.8 (2)	C32—C33—H33	120.1
F5—C2—F6	104.9 (2)	C34—C33—H33	120.1
F4—C2—C24	112.9 (2)	C35—C34—C33	120.3 (2)
F5—C2—C24	112.7 (2)	C35—C34—C3	119.6 (2)
F6—C2—C24	111.8 (2)	C33—C34—C3	120.0 (2)
F9—C3—F7	107.6 (2)	C34—C35—C36	119.9 (2)
F9—C3—F8	106.4 (2)	C34—C35—H35	120.1
F7—C3—F8	105.2 (2)	C36—C35—H35	120.1
F9—C3—C34	112.1 (2)	C31—C36—C35	120.3 (2)
F7—C3—C34	112.6 (2)	C31—C36—H36	119.8
F8—C3—C34	112.5 (2)	C35—C36—H36	119.8
F12B—C4—F12A	126.7 (3)	C46—C41—C42	119.59 (19)
F12B—C4—F11B	113.5 (4)	C46—C41—P2	122.65 (16)
F12A—C4—F11B	49.0 (3)	C42—C41—P2	117.75 (16)
F12A—C4—F10A	111.8 (4)	C43—C42—C41	120.5 (2)
F11B—C4—F10A	131.2 (4)	C43—C42—H42	119.8
F12B—C4—F10B	102.9 (4)	C41—C42—H42	119.8
F12A—C4—F10B	55.6 (3)	C42—C43—C44	119.3 (2)
F11B—C4—F10B	104.1 (4)	C42—C43—H43	120.3
F10A—C4—F10B	70.3 (4)	C44—C43—H43	120.3
F12B—C4—F11A	65.7 (3)	C45—C44—C43	120.4 (2)
F12A—C4—F11A	101.2 (4)	C45—C44—C4	119.4 (2)
F11B—C4—F11A	56.3 (4)	C43—C44—C4	120.1 (2)
F10A—C4—F11A	98.1 (4)	C44—C45—C46	120.3 (2)
F10B—C4—F11A	142.7 (3)	C44—C45—H45	119.8
F12B—C4—C44	114.6 (3)	C46—C45—H45	119.8
F12A—C4—C44	118.4 (3)	C41—C46—C45	119.8 (2)
F11B—C4—C44	112.6 (3)	C41—C46—H46	120.1
F10A—C4—C44	115.1 (3)	C45—C46—H46	120.1
F10B—C4—C44	107.9 (2)	C52—C51—C56	119.31 (19)
F11A—C4—C44	109.1 (2)	C52—C51—P2	119.73 (16)
F15—C5—F14	106.9 (2)	C56—C51—P2	120.94 (16)
F15—C5—F13	106.4 (2)	C51—C52—C53	120.5 (2)
F14—C5—F13	106.46 (19)	C51—C52—H52	119.7
F15—C5—C54	111.37 (19)	C53—C52—H52	119.7
F14—C5—C54	113.3 (2)	C54—C53—C52	119.7 (2)
F13—C5—C54	112.0 (2)	C54—C53—H53	120.2
Cl2—C7—Cl1	117.7 (2)	C52—C53—H53	120.2
Cl2—C7—H7A	107.9	C53—C54—C55	120.4 (2)
Cl1—C7—H7A	107.9	C53—C54—C5	120.5 (2)
Cl2—C7—H7B	107.9	C55—C54—C5	119.0 (2)
Cl1—C7—H7B	107.9	C56—C55—C54	119.8 (2)
H7A—C7—H7B	107.2	C56—C55—H55	120.1
F17A—C6A—F16A	105.9 (6)	C54—C55—H55	120.1
F17A—C6A—F18A	107.6 (10)	C55—C56—C51	120.2 (2)
F16A—C6A—F18A	105.3 (8)	C55—C56—H56	119.9
F17A—C6A—C64	115.6 (6)	C51—C56—H56	119.9
F16A—C6A—C64	110.6 (6)	C66—C61—C62	119.4 (2)
F18A—C6A—C64	111.2 (12)	C66—C61—P2	121.87 (17)
F16B—C6B—F17B	107.7 (11)	C62—C61—P2	118.68 (16)
F16B—C6B—F18B	108.8 (15)	C63—C62—C61	120.2 (2)
F17B—C6B—F18B	103.9 (16)	C63—C62—H62	119.9
F16B—C6B—C64	114.2 (10)	C61—C62—H62	119.9
F17B—C6B—C64	109.0 (10)	C62—C63—C64	119.6 (2)
F18B—C6B—C64	113 (2)	C62—C63—H63	120.2
C12—C11—C16	119.3 (2)	C64—C63—H63	120.2
C12—C11—P1	119.15 (16)	C65—C64—C63	120.5 (2)
C16—C11—P1	121.52 (17)	C65—C64—C6A	121.5 (4)
C11—C12—C13	120.4 (2)	C63—C64—C6A	117.9 (4)
C11—C12—H12	119.8	C65—C64—C6B	118.2 (6)
C13—C12—H12	119.8	C63—C64—C6B	120.7 (6)
C14—C13—C12	119.7 (2)	C64—C65—C66	119.9 (2)
C14—C13—H13	120.1	C64—C65—H65	120
C12—C13—H13	120.1	C66—C65—H65	120
C13—C14—C15	120.6 (2)	C65—C66—C61	120.2 (2)
C13—C14—C1	120.2 (2)	C65—C66—H66	119.9
C15—C14—C1	119.1 (2)	C61—C66—H66	119.9
C16—C15—C14	119.6 (2)	C31—P1—C21	104.08 (10)
C16—C15—H15	120.2	C31—P1—C11	106.84 (10)
C14—C15—H15	120.2	C21—P1—C11	103.49 (9)
C15—C16—C11	120.3 (2)	C31—P1—Pd1	110.60 (7)
C15—C16—H16	119.9	C21—P1—Pd1	119.18 (7)
C11—C16—H16	119.9	C11—P1—Pd1	111.70 (7)
C26—C21—C22	119.5 (2)	C41—P2—C51	108.07 (9)
C26—C21—P1	121.38 (17)	C41—P2—C61	103.66 (10)
C22—C21—P1	119.12 (16)	C51—P2—C61	103.09 (10)
C23—C22—C21	120.2 (2)	C41—P2—Pd2	110.58 (7)
C23—C22—H22	119.9	C51—P2—Pd2	111.57 (7)
C21—C22—H22	119.9	C61—P2—Pd2	119.04 (7)
C22—C23—C24	119.7 (2)	Cl3—Pd1—Cl3i	180
C22—C23—H23	120.2	Cl3—Pd1—P1	87.299 (19)
C24—C23—H23	120.2	Cl3i—Pd1—P1	92.701 (19)
C25—C24—C23	120.5 (2)	Cl3—Pd1—P1i	92.701 (19)
C25—C24—C2	120.3 (2)	Cl3i—Pd1—P1i	87.299 (19)
C23—C24—C2	119.2 (2)	P1—Pd1—P1i	180.00 (4)
C24—C25—C26	119.8 (2)	Cl4—Pd2—Cl4ii	180
C24—C25—H25	120.1	Cl4—Pd2—P2ii	86.151 (19)
C26—C25—H25	120.1	Cl4ii—Pd2—P2ii	93.849 (19)
C25—C26—C21	120.3 (2)	Cl4—Pd2—P2	93.849 (19)
C25—C26—H26	119.9	Cl4ii—Pd2—P2	86.151 (19)
C21—C26—H26	119.9	P2ii—Pd2—P2	180
C16—C11—C12—C13	−2.2 (3)	C5—C54—C55—C56	177.7 (2)
P1—C11—C12—C13	177.89 (17)	C54—C55—C56—C51	−0.2 (3)
C11—C12—C13—C14	0.5 (3)	C52—C51—C56—C55	0.4 (3)
C12—C13—C14—C15	1.2 (4)	P2—C51—C56—C55	178.40 (18)
C12—C13—C14—C1	−175.1 (2)	C66—C61—C62—C63	−0.5 (3)
F3—C1—C14—C13	96.0 (3)	P2—C61—C62—C63	178.88 (17)
F1—C1—C14—C13	−144.9 (2)	C61—C62—C63—C64	−0.8 (3)
F2—C1—C14—C13	−23.5 (3)	C62—C63—C64—C65	1.9 (4)
F3—C1—C14—C15	−80.4 (3)	C62—C63—C64—C6A	178.2 (4)
F1—C1—C14—C15	38.8 (3)	C62—C63—C64—C6B	−169.1 (5)
F2—C1—C14—C15	160.1 (2)	F17A—C6A—C64—C65	107.7 (7)
C13—C14—C15—C16	−1.0 (4)	F16A—C6A—C64—C65	−132.0 (6)
C1—C14—C15—C16	175.3 (2)	F18A—C6A—C64—C65	−15.3 (9)
C14—C15—C16—C11	−0.7 (3)	F17A—C6A—C64—C63	−68.5 (7)
C12—C11—C16—C15	2.4 (3)	F16A—C6A—C64—C63	51.8 (6)
P1—C11—C16—C15	−177.77 (18)	F18A—C6A—C64—C63	168.4 (6)
C26—C21—C22—C23	−1.6 (3)	F17A—C6A—C64—C6B	−176 (5)
P1—C21—C22—C23	177.88 (16)	F16A—C6A—C64—C6B	−55 (4)
C21—C22—C23—C24	−0.5 (3)	F18A—C6A—C64—C6B	61 (4)
C22—C23—C24—C25	2.1 (3)	F16B—C6B—C64—C65	−103.6 (11)
C22—C23—C24—C2	−178.4 (2)	F17B—C6B—C64—C65	135.9 (9)
F4—C2—C24—C25	−20.5 (3)	F18B—C6B—C64—C65	21.1 (14)
F5—C2—C24—C25	101.3 (3)	F16B—C6B—C64—C63	67.5 (11)
F6—C2—C24—C25	−140.9 (2)	F17B—C6B—C64—C63	−53.0 (10)
F4—C2—C24—C23	160.0 (2)	F18B—C6B—C64—C63	−167.7 (11)
F5—C2—C24—C23	−78.2 (3)	F16B—C6B—C64—C6A	147 (5)
F6—C2—C24—C23	39.6 (3)	F17B—C6B—C64—C6A	26 (3)
C23—C24—C25—C26	−1.8 (4)	F18B—C6B—C64—C6A	−89 (4)
C2—C24—C25—C26	178.7 (2)	C63—C64—C65—C66	−1.5 (4)
C24—C25—C26—C21	−0.3 (4)	C6A—C64—C65—C66	−177.7 (4)
C22—C21—C26—C25	2.0 (3)	C6B—C64—C65—C66	169.6 (5)
P1—C21—C26—C25	−177.48 (18)	C64—C65—C66—C61	0.2 (4)
C36—C31—C32—C33	−0.1 (3)	C62—C61—C66—C65	0.9 (3)
P1—C31—C32—C33	−179.78 (19)	P2—C61—C66—C65	−178.52 (19)
C31—C32—C33—C34	0.6 (4)	C36—C31—P1—C21	90.20 (19)
C32—C33—C34—C35	−1.1 (4)	C32—C31—P1—C21	−90.12 (19)
C32—C33—C34—C3	179.8 (2)	C36—C31—P1—C11	−18.9 (2)
F9—C3—C34—C35	−96.9 (3)	C32—C31—P1—C11	160.78 (17)
F7—C3—C34—C35	24.6 (3)	C36—C31—P1—Pd1	−140.65 (17)
F8—C3—C34—C35	143.3 (2)	C32—C31—P1—Pd1	39.02 (19)
F9—C3—C34—C33	82.3 (3)	C26—C21—P1—C31	8.4 (2)
F7—C3—C34—C33	−156.2 (2)	C22—C21—P1—C31	−171.03 (16)
F8—C3—C34—C33	−37.5 (3)	C26—C21—P1—C11	119.96 (18)
C33—C34—C35—C36	1.0 (3)	C22—C21—P1—C11	−59.48 (18)
C3—C34—C35—C36	−179.9 (2)	C26—C21—P1—Pd1	−115.33 (17)
C32—C31—C36—C35	0.0 (3)	C22—C21—P1—Pd1	65.23 (18)
P1—C31—C36—C35	179.66 (17)	C12—C11—P1—C31	−104.14 (18)
C34—C35—C36—C31	−0.4 (3)	C16—C11—P1—C31	76.0 (2)
C46—C41—C42—C43	−2.5 (4)	C12—C11—P1—C21	146.35 (17)
P2—C41—C42—C43	177.08 (19)	C16—C11—P1—C21	−33.5 (2)
C41—C42—C43—C44	1.0 (4)	C12—C11—P1—Pd1	16.93 (19)
C42—C43—C44—C45	0.7 (4)	C16—C11—P1—Pd1	−162.93 (16)
C42—C43—C44—C4	−178.8 (2)	C46—C41—P2—C51	−6.8 (2)
F12B—C4—C44—C45	4.0 (5)	C42—C41—P2—C51	173.62 (18)
F12A—C4—C44—C45	177.8 (4)	C46—C41—P2—C61	102.1 (2)
F11B—C4—C44—C45	−127.8 (4)	C42—C41—P2—C61	−77.44 (19)
F10A—C4—C44—C45	41.8 (5)	C46—C41—P2—Pd2	−129.21 (17)
F10B—C4—C44—C45	117.9 (3)	C42—C41—P2—Pd2	51.23 (19)
F11A—C4—C44—C45	−67.3 (3)	C52—C51—P2—C41	−110.65 (18)
F12B—C4—C44—C43	−176.5 (4)	C56—C51—P2—C41	71.37 (19)
F12A—C4—C44—C43	−2.6 (5)	C52—C51—P2—C61	140.02 (17)
F11B—C4—C44—C43	51.7 (5)	C56—C51—P2—C61	−38.0 (2)
F10A—C4—C44—C43	−138.7 (4)	C52—C51—P2—Pd2	11.13 (19)
F10B—C4—C44—C43	−62.5 (3)	C56—C51—P2—Pd2	−166.86 (15)
F11A—C4—C44—C43	112.3 (3)	C66—C61—P2—C41	5.8 (2)
C43—C44—C45—C46	−0.9 (4)	C62—C61—P2—C41	−173.60 (17)
C4—C44—C45—C46	178.6 (2)	C66—C61—P2—C51	118.38 (19)
C42—C41—C46—C45	2.2 (3)	C62—C61—P2—C51	−61.00 (18)
P2—C41—C46—C45	−177.30 (18)	C66—C61—P2—Pd2	−117.50 (18)
C44—C45—C46—C41	−0.6 (4)	C62—C61—P2—Pd2	63.12 (18)
C56—C51—C52—C53	−0.4 (3)	C31—P1—Pd1—Cl3	45.42 (7)
P2—C51—C52—C53	−178.39 (17)	C21—P1—Pd1—Cl3	165.92 (8)
C51—C52—C53—C54	0.1 (3)	C11—P1—Pd1—Cl3	−73.43 (7)
C52—C53—C54—C55	0.1 (3)	C31—P1—Pd1—Cl3i	−134.58 (7)
C52—C53—C54—C5	−177.7 (2)	C21—P1—Pd1—Cl3i	−14.08 (8)
F15—C5—C54—C53	100.5 (3)	C11—P1—Pd1—Cl3i	106.57 (7)
F14—C5—C54—C53	−20.0 (3)	C41—P2—Pd2—Cl4	−134.36 (8)
F13—C5—C54—C53	−140.5 (2)	C51—P2—Pd2—Cl4	105.32 (7)
F15—C5—C54—C55	−77.2 (3)	C61—P2—Pd2—Cl4	−14.56 (8)
F14—C5—C54—C55	162.2 (2)	C41—P2—Pd2—Cl4ii	45.64 (8)
F13—C5—C54—C55	41.8 (3)	C51—P2—Pd2—Cl4ii	−74.68 (7)
C53—C54—C55—C56	0.0 (3)	C61—P2—Pd2—Cl4ii	165.44 (8)

D—H···A	D—H	H···A	D···A	D—H···A
C12—H12···Cl3	0.95	2.78	3.468 (2)	130
C7—H7B···Cl4	0.99	2.54	3.510 (4)	165
C65—H65···F6iii	0.95	2.55	3.457 (3)	160
C7—H7A···Cl3iv	0.99	2.57	3.550 (5)	169
C15—H15···F17Av	0.95	2.52	3.341 (6)	144
C33—H33···F10B	0.95	2.53	3.435 (4)	159

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C12—H12⋯Cl3	0.95	2.78	3.468 (2)	130
C7—H7B⋯Cl4	0.99	2.54	3.510 (4)	165
C65—H65⋯F6i	0.95	2.55	3.457 (3)	160
C7—H7A⋯Cl3ii	0.99	2.57	3.550 (5)	169
C15—H15⋯F17A iii	0.95	2.52	3.341 (6)	144
C33—H33⋯F10B	0.95	2.53	3.435 (4)	159

Symmetry codes: (i) ; (ii) ; (iii) .