cis-Dichloro­bis(tri-2-furylphosphine)palladium(II) dichloro­methane hemisolvate

In the title compound, cis-[PdCl₂{P(C₄H₃O)₃}₂]·0.5CH₂Cl₂, where P(C₄H₃O)₃ is tri-2-furylphosphine, the Pd^II centre shows a slightly distorted square-planar geometry with the two chloro ligands in cis positions. Pd—P bond lengths are 2.2329 (10) and 2.2613 (9) Å and Pd—Cl bond lengths are 2.3393 (9) and 2.3501 (10) Å. The P—Pd—Cl angles are 89.07 (4) and 175.28 (4)°. The average effective cone angle for the tri-2-furylphosphine was calculated to be 149°.

Key indicators

• Single-crystal X-ray study
• T = 100 K
• Mean [sigma](C-C) = 0.005 Å
• Disorder in main residue
• R factor = 0.031
• wR factor = 0.073
• Data-to-parameter ratio = 14.3

checkCIF/PLATON results

No syntax errors found



Alert level A
PLAT431_ALERT_2_A Short Inter HL..A Contact  Cl4    ..  O42A    ..       2.74 Ang.

Alert level B
PLAT432_ALERT_2_B Short Inter X...Y Contact  Cl4    ..  C43A    ..       3.05 Ang.

Alert level C
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings    Differ ....          ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............       0.50 Ratio
PLAT301_ALERT_3_C Main Residue  Disorder .........................      17.00 Perc.
PLAT302_ALERT_4_C Anion/Solvent Disorder .........................      40.00 Perc.
PLAT366_ALERT_2_C Short? C(sp?)-C(sp?) Bond  C41    -   C45    ...       1.34 Ang.
PLAT432_ALERT_2_C Short Inter X...Y Contact  Cl3    ..  C64     ..       3.24 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          2

   1 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
   8 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   3 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
   2 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

---

Computing details

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT-Plus (Bruker, 2004); data reduction: SAINT-Plus and XPREP (Bruker, 2004); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: DIAMOND (Brandenburg & Putz, 2005); software used to prepare material for publication: WinGX (Farrugia, 1999).

(I)

Crystal data

[PdCl2(C12H9O3P)2]·0.5CH2Cl2	F(000) = 2728
Mr = 684.09	Dx = 1.742 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 3219 reflections
a = 31.3651 (6) Å	θ = 2.6–28.3°
b = 8.7024 (2) Å	µ = 1.18 mm^−1
c = 19.1498 (4) Å	T = 100 K
β = 93.695 (1)°	Block, yellow
V = 5216.10 (19) Å^3	0.17 × 0.09 × 0.06 mm
Z = 8

Data collection

Bruker X8 APEXII 4K KappaCCD diffractometer	4516 independent reflections
Radiation source: fine-focus sealed tube	3584 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.036
Detector resolution: 512 pixels mm^-1	θmax = 25°, θmin = 1.3°
ω and φ scans	h = −36→37
Absorption correction: multi-scan (SADABS; Bruker, 2004)	k = −10→10
Tmin = 0.824, Tmax = 0.933	l = −22→22
11733 measured reflections

Refinement

Refinement on F^2	34 restraints
Least-squares matrix: full	H-atom parameters constrained
R[F^2 > 2σ(F^2)] = 0.031	w = 1/[σ^2(Fo^2) + (0.0228P)^2 + 17.7365P] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.073	(Δ/σ)max = 0.002
S = 1.04	Δρmax = 0.47 e Å^−3
4516 reflections	Δρmin = −0.44 e Å^−3
315 parameters

Special details

Experimental. The intensity data was collected on a Bruker X8 Apex II 4 K Kappa CCD diffractometer using an exposure time of 30 s/frame. A total of 659 frames were collected with a frame width of 0.5° covering up to θ = 25.0° with 98.2% 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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Pd	0.643122 (9)	0.16436 (3)	0.962851 (14)	0.01169 (9)
P1	0.68794 (3)	0.16096 (11)	0.87687 (5)	0.0124 (2)
P2	0.59631 (3)	0.32464 (11)	0.90514 (5)	0.0124 (2)
Cl1	0.59788 (3)	0.18869 (11)	1.05539 (5)	0.0190 (2)
Cl2	0.68350 (3)	−0.03041 (10)	1.01938 (5)	0.0208 (2)
O12A	0.69562 (16)	0.4612 (6)	0.9022 (3)	0.0163 (5)	0.752 (13)
C13A	0.70822 (18)	0.5985 (6)	0.8746 (4)	0.0163 (5)	0.752 (13)
H13A	0.7091	0.6933	0.8992	0.02*	0.752 (13)
C14A	0.71926 (17)	0.5815 (7)	0.8077 (4)	0.0163 (5)	0.752 (13)
H14A	0.7289	0.6595	0.7778	0.02*	0.752 (13)
C15A	0.7134 (2)	0.4206 (7)	0.7912 (3)	0.0163 (5)	0.752 (13)
H15A	0.7183	0.372	0.748	0.02*	0.752 (13)
C11	0.69976 (11)	0.3522 (4)	0.84930 (19)	0.0163 (5)
O12B	0.7041 (5)	0.4694 (19)	0.8924 (8)	0.0163 (5)	0.248 (13)
C13B	0.7144 (5)	0.5918 (17)	0.8504 (12)	0.0163 (5)	0.248 (13)
H13B	0.7192	0.6945	0.8658	0.02*	0.248 (13)
C14B	0.7163 (5)	0.542 (2)	0.7850 (11)	0.0163 (5)	0.248 (13)
H14B	0.7225	0.6045	0.7461	0.02*	0.248 (13)
C15B	0.7078 (6)	0.383 (2)	0.7822 (9)	0.0163 (5)	0.248 (13)
H15B	0.7077	0.3152	0.7433	0.02*	0.248 (13)
O22	0.74630 (8)	−0.0705 (3)	0.89157 (14)	0.0192 (6)
C21	0.74082 (12)	0.0862 (4)	0.89100 (19)	0.0162 (8)
C23	0.78917 (12)	−0.0940 (5)	0.9066 (2)	0.0226 (9)
H23	0.8024	−0.1922	0.9104	0.027*
C24	0.80990 (12)	0.0399 (4)	0.91522 (19)	0.0193 (9)
H24	0.8396	0.0536	0.9261	0.023*
C25	0.77859 (11)	0.1575 (4)	0.90490 (19)	0.0178 (8)
H25	0.7834	0.2653	0.9073	0.021*
O32	0.67887 (8)	0.0694 (3)	0.74031 (13)	0.0240 (7)
C31	0.66328 (11)	0.0578 (4)	0.80517 (19)	0.0147 (8)
C33	0.65053 (13)	−0.0086 (5)	0.6959 (2)	0.0279 (10)
H33	0.6533	−0.0201	0.647	0.033*
C34	0.61849 (13)	−0.0664 (4)	0.7306 (2)	0.0221 (9)
H34	0.595	−0.1247	0.7114	0.026*
C35	0.62650 (12)	−0.0237 (4)	0.80198 (19)	0.0171 (9)
H35	0.6095	−0.0476	0.8398	0.021*
O42A	0.5414 (2)	0.5313 (9)	0.9584 (5)	0.0173 (4)	0.394 (10)
C43A	0.5403 (3)	0.6721 (12)	0.9907 (6)	0.0173 (4)	0.394 (10)
H43A	0.515	0.7228	1.0027	0.021*	0.394 (10)
C44A	0.5796 (4)	0.7278 (17)	1.0028 (8)	0.0173 (4)	0.394 (10)
H44A	0.5872	0.8208	1.0264	0.021*	0.394 (10)
C45	0.60868 (12)	0.6189 (4)	0.97301 (19)	0.0173 (4)
H45A	0.6385	0.6316	0.9691	0.021*	0.394 (10)
H45B	0.6376	0.6361	0.9632	0.021*	0.606 (10)
C41	0.58496 (12)	0.4970 (4)	0.95214 (19)	0.0173 (4)
O42B	0.54680 (17)	0.5041 (6)	0.9814 (3)	0.0173 (4)	0.606 (10)
C43B	0.5465 (2)	0.6414 (8)	1.0158 (4)	0.0173 (4)	0.606 (10)
H43B	0.5231	0.6798	1.0397	0.021*	0.606 (10)
C44B	0.5841 (3)	0.7150 (11)	1.0111 (5)	0.0173 (4)	0.606 (10)
H44B	0.5919	0.8127	1.03	0.021*	0.606 (10)
O52	0.60363 (8)	0.3017 (3)	0.76476 (12)	0.0167 (6)
C51	0.60377 (11)	0.4038 (4)	0.81988 (18)	0.0135 (8)
C53	0.60975 (12)	0.3885 (5)	0.7065 (2)	0.0211 (9)
H53	0.6112	0.3485	0.6606	0.025*
C54	0.61342 (13)	0.5375 (5)	0.7233 (2)	0.0231 (9)
H54	0.6179	0.6201	0.6922	0.028*
C55	0.60939 (12)	0.5486 (4)	0.79669 (19)	0.0180 (9)
H55	0.6104	0.6398	0.824	0.022*
O62	0.51880 (8)	0.2728 (3)	0.83753 (13)	0.0194 (6)
C61	0.54724 (11)	0.2200 (4)	0.89009 (19)	0.0151 (8)
C63	0.48562 (12)	0.1707 (4)	0.8348 (2)	0.0213 (9)
H63	0.4611	0.1781	0.803	0.026*
C64	0.49191 (12)	0.0595 (4)	0.8820 (2)	0.0194 (9)
H64	0.4732	−0.0236	0.8903	0.023*
C65	0.53218 (12)	0.0899 (4)	0.9178 (2)	0.0189 (9)
H65	0.5458	0.03	0.9542	0.023*
C	0.5	0.5859 (7)	0.75	0.049 (2)
H0A	0.5288	0.5417	0.7456	0.058*	0.5
H0B	0.4784	0.508	0.7347	0.058*	0.5
Cl3	0.49384 (9)	0.7427 (3)	0.70250 (17)	0.0609 (9)	0.5
Cl4	0.49276 (10)	0.6483 (3)	0.84706 (14)	0.0546 (8)	0.5

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Pd	0.01395 (15)	0.01252 (14)	0.00860 (14)	−0.00150 (12)	0.00086 (11)	0.00161 (12)
P1	0.0129 (5)	0.0128 (5)	0.0116 (5)	−0.0009 (4)	0.0010 (4)	0.0006 (4)
P2	0.0133 (5)	0.0131 (5)	0.0110 (5)	−0.0014 (4)	0.0026 (4)	0.0015 (4)
Cl1	0.0221 (5)	0.0248 (5)	0.0105 (4)	−0.0031 (4)	0.0048 (4)	0.0018 (4)
Cl2	0.0256 (5)	0.0189 (5)	0.0177 (5)	0.0034 (4)	0.0002 (4)	0.0068 (4)
O12A	0.0150 (11)	0.0149 (9)	0.0199 (12)	−0.0038 (9)	0.0075 (9)	0.0002 (8)
C13A	0.0150 (11)	0.0149 (9)	0.0199 (12)	−0.0038 (9)	0.0075 (9)	0.0002 (8)
C14A	0.0150 (11)	0.0149 (9)	0.0199 (12)	−0.0038 (9)	0.0075 (9)	0.0002 (8)
C15A	0.0150 (11)	0.0149 (9)	0.0199 (12)	−0.0038 (9)	0.0075 (9)	0.0002 (8)
C11	0.0150 (11)	0.0149 (9)	0.0199 (12)	−0.0038 (9)	0.0075 (9)	0.0002 (8)
O12B	0.0150 (11)	0.0149 (9)	0.0199 (12)	−0.0038 (9)	0.0075 (9)	0.0002 (8)
C13B	0.0150 (11)	0.0149 (9)	0.0199 (12)	−0.0038 (9)	0.0075 (9)	0.0002 (8)
C14B	0.0150 (11)	0.0149 (9)	0.0199 (12)	−0.0038 (9)	0.0075 (9)	0.0002 (8)
C15B	0.0150 (11)	0.0149 (9)	0.0199 (12)	−0.0038 (9)	0.0075 (9)	0.0002 (8)
O22	0.0162 (13)	0.0142 (13)	0.0274 (15)	−0.0003 (11)	0.0014 (12)	0.0010 (12)
C21	0.021 (2)	0.0123 (19)	0.016 (2)	0.0017 (16)	0.0021 (17)	0.0021 (16)
C23	0.019 (2)	0.028 (2)	0.021 (2)	0.0090 (18)	0.0017 (18)	0.0042 (18)
C24	0.0143 (19)	0.024 (2)	0.019 (2)	0.0004 (17)	−0.0010 (17)	0.0011 (17)
C25	0.0195 (19)	0.0168 (19)	0.017 (2)	−0.0048 (17)	0.0010 (16)	−0.0015 (16)
O32	0.0226 (15)	0.0360 (17)	0.0138 (14)	−0.0040 (13)	0.0050 (12)	−0.0026 (12)
C31	0.0163 (19)	0.0143 (19)	0.0135 (19)	0.0026 (16)	0.0024 (16)	0.0012 (15)
C33	0.037 (3)	0.029 (2)	0.017 (2)	0.004 (2)	−0.003 (2)	−0.0106 (19)
C34	0.024 (2)	0.019 (2)	0.023 (2)	−0.0016 (18)	−0.0056 (18)	−0.0040 (17)
C35	0.019 (2)	0.0148 (19)	0.018 (2)	0.0008 (16)	0.0017 (17)	0.0020 (16)
O42A	0.0194 (10)	0.0167 (10)	0.0160 (12)	0.0001 (8)	0.0031 (9)	−0.0009 (8)
C43A	0.0194 (10)	0.0167 (10)	0.0160 (12)	0.0001 (8)	0.0031 (9)	−0.0009 (8)
C44A	0.0194 (10)	0.0167 (10)	0.0160 (12)	0.0001 (8)	0.0031 (9)	−0.0009 (8)
C45	0.0194 (10)	0.0167 (10)	0.0160 (12)	0.0001 (8)	0.0031 (9)	−0.0009 (8)
C41	0.0194 (10)	0.0167 (10)	0.0160 (12)	0.0001 (8)	0.0031 (9)	−0.0009 (8)
O42B	0.0194 (10)	0.0167 (10)	0.0160 (12)	0.0001 (8)	0.0031 (9)	−0.0009 (8)
C43B	0.0194 (10)	0.0167 (10)	0.0160 (12)	0.0001 (8)	0.0031 (9)	−0.0009 (8)
C44B	0.0194 (10)	0.0167 (10)	0.0160 (12)	0.0001 (8)	0.0031 (9)	−0.0009 (8)
O52	0.0217 (14)	0.0182 (14)	0.0103 (13)	−0.0021 (11)	0.0016 (11)	0.0021 (10)
C51	0.0143 (19)	0.0165 (19)	0.0096 (18)	0.0003 (16)	0.0007 (15)	−0.0002 (15)
C53	0.022 (2)	0.032 (2)	0.0093 (19)	0.0036 (18)	0.0042 (17)	0.0039 (17)
C54	0.029 (2)	0.021 (2)	0.019 (2)	−0.0003 (18)	0.0067 (18)	0.0098 (17)
C55	0.020 (2)	0.015 (2)	0.019 (2)	0.0029 (17)	0.0027 (17)	0.0017 (16)
O62	0.0154 (14)	0.0242 (14)	0.0181 (14)	−0.0033 (12)	−0.0032 (11)	0.0052 (12)
C61	0.0154 (19)	0.0167 (19)	0.0134 (19)	0.0008 (16)	0.0028 (16)	−0.0001 (15)
C63	0.0164 (19)	0.026 (2)	0.021 (2)	−0.0021 (18)	−0.0006 (17)	−0.0036 (18)
C64	0.017 (2)	0.016 (2)	0.026 (2)	−0.0059 (17)	0.0040 (17)	−0.0010 (17)
C65	0.019 (2)	0.017 (2)	0.022 (2)	0.0000 (17)	0.0015 (17)	0.0023 (17)
C	0.042 (4)	0.025 (4)	0.075 (5)	0	−0.028 (4)	0
Cl3	0.0544 (17)	0.0546 (18)	0.074 (2)	−0.0027 (15)	0.0070 (16)	0.0426 (17)
Cl4	0.086 (2)	0.0373 (14)	0.0384 (14)	0.0170 (15)	−0.0125 (15)	−0.0147 (12)

Geometric parameters (Å, º)

Pd—P1	2.2329 (10)	C34—C35	1.423 (5)
Pd—P2	2.2613 (9)	C34—H34	0.95
Pd—Cl2	2.3393 (9)	C35—H35	0.95
Pd—Cl1	2.3501 (10)	O42A—C43A	1.373 (9)
P1—C31	1.776 (4)	O42A—C41	1.413 (8)
P1—C21	1.786 (4)	C43A—C44A	1.330 (12)
P1—C11	1.792 (4)	C43A—H43A	0.95
P2—C61	1.795 (4)	C44A—C45	1.457 (18)
P2—C41	1.797 (4)	C44A—H44A	0.95
P2—C51	1.801 (4)	C45—C41	1.341 (5)
O12A—C13A	1.375 (6)	C45—C44B	1.378 (12)
O12A—C11	1.401 (6)	C45—H45A	0.95
C13A—C14A	1.356 (7)	C45—H45B	0.95
C13A—H13A	0.95	C41—O42B	1.356 (6)
C14A—C15A	1.444 (7)	O42B—C43B	1.365 (7)
C14A—H14A	0.95	C43B—C44B	1.349 (9)
C15A—C11	1.355 (7)	C43B—H43B	0.95
C15A—H15A	0.95	C44B—H44B	0.95
C11—O12B	1.314 (18)	O52—C53	1.371 (4)
C11—C15B	1.352 (19)	O52—C51	1.380 (4)
O12B—C13B	1.386 (14)	C51—C55	1.351 (5)
C13B—C14B	1.330 (14)	C53—C54	1.339 (5)
C13B—H13B	0.95	C53—H53	0.95
C14B—C15B	1.412 (15)	C54—C55	1.422 (5)
C14B—H14B	0.95	C54—H54	0.95
C15B—H15B	0.95	C55—H55	0.95
O22—C23	1.372 (4)	O62—C63	1.367 (4)
O22—C21	1.374 (4)	O62—C61	1.380 (4)
C21—C25	1.348 (5)	C61—C65	1.349 (5)
C23—C24	1.340 (5)	C63—C64	1.331 (5)
C23—H23	0.95	C63—H63	0.95
C24—C25	1.424 (5)	C64—C65	1.422 (5)
C24—H24	0.95	C64—H64	0.95
C25—H25	0.95	C65—H65	0.95
O32—C31	1.368 (5)	C—Cl3	1.644 (6)
O32—C33	1.370 (4)	C—Cl4	1.964 (3)
C31—C35	1.352 (5)	C—H0A	0.99
C33—C34	1.338 (6)	C—H0B	0.99
C33—H33	0.95
P1—Pd—P2	93.88 (3)	C33—C34—C35	106.7 (3)
P1—Pd—Cl2	89.07 (4)	C33—C34—H34	126.7
P2—Pd—Cl2	171.20 (4)	C35—C34—H34	126.7
P1—Pd—Cl1	175.28 (4)	C31—C35—C34	106.1 (4)
P2—Pd—Cl1	84.74 (3)	C31—C35—H35	126.9
Cl2—Pd—Cl1	92.96 (3)	C34—C35—H35	126.9
C31—P1—C21	106.68 (17)	C43A—O42A—C41	106.1 (6)
C31—P1—C11	109.26 (17)	C44A—C43A—O42A	110.8 (9)
C21—P1—C11	100.07 (17)	C44A—C43A—H43A	124.6
C31—P1—Pd	108.27 (13)	O42A—C43A—H43A	124.6
C21—P1—Pd	121.05 (13)	C43A—C44A—C45	106.9 (10)
C11—P1—Pd	110.92 (13)	C43A—C44A—H44A	126.6
C61—P2—C41	107.96 (17)	C45—C44A—H44A	126.6
C61—P2—C51	102.05 (16)	C41—C45—C44B	108.6 (5)
C41—P2—C51	100.15 (17)	C41—C45—C44A	106.4 (6)
C61—P2—Pd	106.77 (12)	C41—C45—H45A	126.8
C41—P2—Pd	114.42 (12)	C44B—C45—H45A	124
C51—P2—Pd	124.10 (12)	C44A—C45—H45A	126.8
C13A—O12A—C11	105.5 (4)	C41—C45—H45B	125.7
C14A—C13A—O12A	111.5 (4)	C44B—C45—H45B	125.7
C14A—C13A—H13A	124.3	C44A—C45—H45B	127.2
O12A—C13A—H13A	124.3	C45—C41—O42B	109.2 (4)
C13A—C14A—C15A	106.0 (5)	C45—C41—O42A	109.2 (4)
C13A—C14A—H14A	127	C45—C41—P2	133.3 (3)
C15A—C14A—H14A	127	O42B—C41—P2	117.0 (3)
C11—C15A—C14A	106.8 (5)	O42A—C41—P2	116.3 (4)
C11—C15A—H15A	126.6	C41—O42B—C43B	105.8 (5)
C14A—C15A—H15A	126.6	C44B—C43B—O42B	110.5 (7)
O12B—C11—C15B	115.2 (8)	C44B—C43B—H43B	124.7
O12B—C11—C15A	98.6 (7)	O42B—C43B—H43B	124.7
C15B—C11—O12A	125.8 (8)	C43B—C44B—C45	105.6 (7)
C15A—C11—O12A	110.2 (4)	C43B—C44B—H44B	127.2
O12B—C11—P1	123.4 (7)	C45—C44B—H44B	127.2
C15B—C11—P1	121.3 (8)	C53—O52—C51	105.9 (3)
C15A—C11—P1	137.1 (4)	C55—C51—O52	110.1 (3)
O12A—C11—P1	112.7 (3)	C55—C51—P2	133.0 (3)
C11—O12B—C13B	104.5 (11)	O52—C51—P2	116.9 (2)
C14B—C13B—O12B	109.0 (12)	C54—C53—O52	110.6 (3)
C14B—C13B—H13B	125.5	C54—C53—H53	124.7
O12B—C13B—H13B	125.5	O52—C53—H53	124.7
C13B—C14B—C15B	109.5 (12)	C53—C54—C55	107.0 (3)
C13B—C14B—H14B	125.3	C53—C54—H54	126.5
C15B—C14B—H14B	125.3	C55—C54—H54	126.5
C11—C15B—C14B	101.9 (11)	C51—C55—C54	106.4 (3)
C11—C15B—H15B	129.1	C51—C55—H55	126.8
C14B—C15B—H15B	129.1	C54—C55—H55	126.8
C23—O22—C21	105.7 (3)	C63—O62—C61	105.5 (3)
C25—C21—O22	110.3 (3)	C65—C61—O62	109.9 (3)
C25—C21—P1	131.1 (3)	C65—C61—P2	132.9 (3)
O22—C21—P1	118.5 (3)	O62—C61—P2	117.1 (3)
C24—C23—O22	110.9 (3)	C64—C63—O62	111.5 (3)
C24—C23—H23	124.5	C64—C63—H63	124.2
O22—C23—H23	124.5	O62—C63—H63	124.2
C23—C24—C25	106.5 (3)	C63—C64—C65	106.3 (3)
C23—C24—H24	126.8	C63—C64—H64	126.9
C25—C24—H24	126.8	C65—C64—H64	126.9
C21—C25—C24	106.6 (3)	C61—C65—C64	106.8 (3)
C21—C25—H25	126.7	C61—C65—H65	126.6
C24—C25—H25	126.7	C64—C65—H65	126.6
C31—O32—C33	105.8 (3)	Cl3—C—Cl4	106.1 (3)
C35—C31—O32	110.6 (3)	Cl3—C—H0A	110.5
C35—C31—P1	128.9 (3)	Cl4—C—H0A	110.5
O32—C31—P1	120.1 (3)	Cl3—C—H0B	110.5
C34—C33—O32	110.8 (4)	Cl4—C—H0B	110.5
C34—C33—H33	124.6	H0A—C—H0B	108.7
O32—C33—H33	124.6
P2—Pd—P1—C31	−70.00 (13)	C21—P1—C31—O32	−64.1 (3)
Cl2—Pd—P1—C31	101.69 (13)	C11—P1—C31—O32	43.3 (3)
P2—Pd—P1—C21	166.52 (14)	Pd—P1—C31—O32	164.2 (2)
Cl2—Pd—P1—C21	−21.78 (14)	C31—O32—C33—C34	0.2 (4)
P2—Pd—P1—C11	49.86 (13)	O32—C33—C34—C35	−0.1 (5)
Cl2—Pd—P1—C11	−138.44 (13)	O32—C31—C35—C34	0.1 (4)
P1—Pd—P2—C61	116.70 (13)	P1—C31—C35—C34	172.7 (3)
Cl1—Pd—P2—C61	−67.83 (13)	C33—C34—C35—C31	0.0 (4)
P1—Pd—P2—C41	−123.92 (14)	C41—O42A—C43A—C44A	1.6 (9)
Cl1—Pd—P2—C41	51.56 (14)	O42A—C43A—C44A—C45	3.1 (11)
P1—Pd—P2—C51	−1.16 (15)	C43A—C44A—C45—C41	−6.9 (10)
Cl1—Pd—P2—C51	174.32 (15)	C43A—C44A—C45—C44B	−113 (6)
C11—O12A—C13A—C14A	0.9 (5)	C44B—C45—C41—O42B	−5.9 (5)
O12A—C13A—C14A—C15A	−0.2 (6)	C44A—C45—C41—O42B	−14.9 (7)
C13A—C14A—C15A—C11	−0.5 (6)	C44B—C45—C41—O42A	16.9 (6)
C14A—C15A—C11—O12B	−7.1 (8)	C44A—C45—C41—O42A	7.9 (7)
C14A—C15A—C11—C15B	158 (3)	C44B—C45—C41—P2	−176.6 (5)
C14A—C15A—C11—O12A	1.1 (6)	C44A—C45—C41—P2	174.4 (6)
C14A—C15A—C11—P1	−175.6 (4)	C43A—O42A—C41—C45	−6.1 (7)
C13A—O12A—C11—O12B	34 (3)	C43A—O42A—C41—O42B	87.6 (13)
C13A—O12A—C11—C15B	−9.6 (11)	C43A—O42A—C41—P2	−175.2 (5)
C13A—O12A—C11—C15A	−1.3 (5)	C61—P2—C41—C45	−175.5 (4)
C13A—O12A—C11—P1	176.3 (3)	C51—P2—C41—C45	−69.2 (4)
C31—P1—C11—O12B	156.0 (8)	Pd—P2—C41—C45	65.8 (4)
C21—P1—C11—O12B	−92.3 (8)	C61—P2—C41—O42B	14.4 (4)
Pd—P1—C11—O12B	36.7 (8)	C51—P2—C41—O42B	120.7 (4)
C31—P1—C11—C15B	−28.7 (10)	Pd—P2—C41—O42B	−104.3 (4)
C21—P1—C11—C15B	83.0 (10)	C61—P2—C41—O42A	−9.7 (5)
Pd—P1—C11—C15B	−148.0 (10)	C51—P2—C41—O42A	96.6 (5)
C31—P1—C11—C15A	−37.7 (6)	Pd—P2—C41—O42A	−128.4 (5)
C21—P1—C11—C15A	74.1 (5)	C45—C41—O42B—C43B	5.3 (5)
Pd—P1—C11—C15A	−157.0 (5)	O42A—C41—O42B—C43B	−88.6 (12)
C31—P1—C11—O12A	145.6 (3)	P2—C41—O42B—C43B	177.8 (3)
C21—P1—C11—O12A	−102.6 (3)	C41—O42B—C43B—C44B	−2.8 (7)
Pd—P1—C11—O12A	26.4 (3)	O42B—C43B—C44B—C45	−0.7 (8)
C15B—C11—O12B—C13B	2.5 (12)	C41—C45—C44B—C43B	4.0 (7)
C15A—C11—O12B—C13B	7.4 (10)	C44A—C45—C44B—C43B	81 (5)
O12A—C11—O12B—C13B	−139 (4)	C53—O52—C51—C55	0.5 (4)
P1—C11—O12B—C13B	178.1 (7)	C53—O52—C51—P2	180.0 (2)
C11—O12B—C13B—C14B	−1.0 (13)	C61—P2—C51—C55	124.6 (4)
O12B—C13B—C14B—C15B	−0.7 (17)	C41—P2—C51—C55	13.6 (4)
O12B—C11—C15B—C14B	−2.8 (15)	Pd—P2—C51—C55	−115.3 (4)
C15A—C11—C15B—C14B	−19 (2)	C61—P2—C51—O52	−54.6 (3)
O12A—C11—C15B—C14B	7.9 (16)	C41—P2—C51—O52	−165.7 (3)
P1—C11—C15B—C14B	−178.5 (8)	Pd—P2—C51—O52	65.4 (3)
C13B—C14B—C15B—C11	2.0 (16)	C51—O52—C53—C54	−0.2 (4)
C23—O22—C21—C25	0.1 (4)	O52—C53—C54—C55	−0.1 (4)
C23—O22—C21—P1	−177.2 (3)	O52—C51—C55—C54	−0.6 (4)
C31—P1—C21—C25	137.2 (4)	P2—C51—C55—C54	−179.9 (3)
C11—P1—C21—C25	23.5 (4)	C53—C54—C55—C51	0.4 (4)
Pd—P1—C21—C25	−98.5 (4)	C63—O62—C61—C65	0.6 (4)
C31—P1—C21—O22	−46.0 (3)	C63—O62—C61—P2	177.3 (3)
C11—P1—C21—O22	−159.8 (3)	C41—P2—C61—C65	−107.4 (4)
Pd—P1—C21—O22	78.2 (3)	C51—P2—C61—C65	147.6 (4)
C21—O22—C23—C24	0.1 (4)	Pd—P2—C61—C65	16.1 (4)
O22—C23—C24—C25	−0.2 (5)	C41—P2—C61—O62	76.9 (3)
O22—C21—C25—C24	−0.3 (4)	C51—P2—C61—O62	−28.1 (3)
P1—C21—C25—C24	176.7 (3)	Pd—P2—C61—O62	−159.7 (2)
C23—C24—C25—C21	0.3 (4)	C61—O62—C63—C64	0.1 (4)
C33—O32—C31—C35	−0.2 (4)	O62—C63—C64—C65	−0.6 (5)
C33—O32—C31—P1	−173.5 (3)	O62—C61—C65—C64	−1.0 (4)
C21—P1—C31—C35	124.0 (3)	P2—C61—C65—C64	−177.0 (3)
C11—P1—C31—C35	−128.7 (3)	C63—C64—C65—C61	1.0 (5)
Pd—P1—C31—C35	−7.8 (4)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C—H0B···O62^i	0.99	2.48	3.233 (6)	133
C13A—H13A···O22^ii	0.95	2.37	3.128 (6)	136
C23—H23···Cl2^iii	0.95	2.79	3.643 (4)	151
C33—H33···Cl1^iv	0.95	2.8	3.442 (4)	126
C33—H33···Cl2^iv	0.95	2.71	3.614 (5)	158
C63—H63···O52^i	0.95	2.57	3.476 (4)	158
C65—H65···Cl1	0.95	2.81	3.351 (4)	117

Symmetry codes: (i) −x+1, y, −z+3/2; (ii) x, y+1, z; (iii) −x+3/2, −y−1/2, −z+2; (iv) x, −y, z−1/2.