[Ferrocene-1,1'-diyl­bis­(diiso­propyl­phosphine-P)]bis(phenylthio)palladium(II)

The Pd atom in the title compound, [Pd(C₆H₅S)₂(C₂₂H₃₆FeP₂)], possesses a distorted square-planar geometry. The phenyl rings attached to the S atoms are located on opposite sides of the plane defined by the Pd and two S atoms. The Pd-S bonds are statistically significantly different, with values of 2.3703 (7) and 2.3887 (7) Å.

S1. Comment

Since the first synthesis of 1,1'-bis(diphenylphosphino)ferrocene (dppf) in 1971 (Bishop et al., 1971), bimetallic complexes of dppf and its alkyl derivatives have been used as catalysts in organic cross-coupling reactions (Hayashi et al., 1984) and in olefin hydrogenation reactions (Cullen et al., 1985). We recently started using group ten metals dppf and dippf [dippf = bis(diisopropylphoshino)ferrocene] dihalides as starting materials in the synthesis of dithiolato metal complexes. During the course of this study, we attempted to prepare Pd(dippf)(SC₆H₄Te), by first generating LiSC₆H₄TeLi and reacting the dilithio salt with Pd(dippf)Cl₂. The lithium salt was prepared by following the procedure reported by Giolando et al. (1987). Unexpectedly, the product isolated from our reaction was Pd(dippf)(SC₆H₅)₂ (I), whose structure is reported here. \sch

The molecular structure of (I) is shown in Fig.1. Selected bond distances and angles are presented in Table 1. The Pd atom in (I) exhibits a square planar geometry with the cis angles ranging between 85.78 (2)–101.09 (2)° and trans angles spanning 168.45 (2) and 170.55 (2)°. The presence of two alkyl substituents on the phosphorous atoms results in the expansion of the P—Pd—P angle to 101.09 (2)° with concomitant reduction of the S—Pd—S angle to 87.69 (2)°. The corresponding angles in PdCl₂(dppf) [dppf = 1,1'-bis(diphenylphosphino)ferrocene; Hayashi et al., 1984] (II) measured 99.07 (5) and 87.8 (1)°, while in Pd(SC₆H₄S)(dppf) (III) (Maisela & Darkwa, 1999) they were 97.24 (3) and 88.34 (3)°, respectively. In (I), atoms Pd, S1, S2, and P2 are planar within 0.07 Å while phosphorous P1 is displaced 0.570 (1) Å out of that plane. The Pd—P distances are slightly different [2.3303 (6) and 2.3463 (7) Å], with the Pd—P1 distance being 0.0160 (3) Å shorter. This difference is statistically significant. Similar deviation from planarity in the coordination sphere of the Pd center was observed in (II) with one phosphorous atom lying 0.21 Å out of the Pd—S—S—P plane. However, the Pd—P bond length to the P atom located out of the plane [2.301 (1) Å] was 0.018 (1) Å longer than the other Pd—P bond. In contrast, the Pd, two S and two P atoms in (III) are planar within 0.02 Å. The Pd—P bond lengths in (I) are somewhat longer than the `normal' Pd—P bond of 2.29 (5) Å. The latter value was obtained by averaging of 2422 Pd—P distances in complexes reported in the Cambridge Structural Database (CSD) (Allen & Kennard, 1993). The Pd—S distances in (I) [2.3887 (7) and 2.3703 (7) Å] are also statistically different with the Pd—S bond trans to atom P2 being 0.0184 (7) Å longer. Both Pd—S distances in (I) appreciably exceed the length of the `typical' Pd—S distance [2.30 (3) Å] obtained by averaging 340 Pd—S distances found in relevant complexes reported in the CSD. The S···S separation in (I) is rather short [3.297 (1) Å] as compared to the sum of van der Waals radii of S atoms (3.6 Å, Porterfield, 1984). The phenyl groups on the sulfur atoms point to the opposite sides of the plane defined by the Pd and two S atoms. The Pd—S—C angles are close to the ideal tetrahredal value of 109.4°. The ferrocene moiety is quite typical. The cyclopentadienyl rings are almost perfectly parallel with the dihedral angle between the Cp planes being 1.39 (19)° and the Cp—Cp interplanar distance measuring 3.28 (2) Å. The Cp rings are staggered and the Fe atom is closer to the C1—C5 plane [1.637 (1) Å] than to the C6—C10 plane [1.639 (1) Å]. In contrast, the Fe-Centroid distances are very similar and average 1.639 (3) Å with the Centroid-Fe-Centroid angle spanning 178.3 (1)°.

S2. Experimental

A Schlenk tube was charged with Pd(dippf)Cl₂ (0.73 g, 1.23 mmol) and flushed with nitrogen for about 15 min. Degassed toluene (30 ml) was added to give an orange solution to which thiophenol (0.25 ml, 2.46 mmol) and Et₃N (0.5 ml) were added. The orange solution immediately turned maroon with some precipitation. The mixture was filtered to remove Et₃NH⁺Cl^- as by-product. The filtrate was evaporated to dryness and the residue recrystallized from a CH₂Cl₂/hexane (1:2) mixture. Single crystals of (I) were grown by layering its CH₂Cl₂ solution with hexane, followed by a slow diffusion of the hexane at 258 K. Yield = 0.62 g, 68%. Analysis calculated for C₃₄H₄₆P₂S₂FePd·CH₂Cl₂: C, 50.77; H, 5.84%. Found: C, 50.80; H, 5.99%. ¹H NMR (CDCl₃): δ 7.30 (m, 4H, C₆H₅); 6.92 (m, 6H, C₆H₅); 4.47 (s, 8H, C₅H₄); 3.01 (sept, 4H, HC(CH₃)₂); 1.49 (q, 12H, J_HH = 7.0 Hz, HC(CH₃)₂); 1.19 (q, 12H, J_HH = 7.0 Hz, HC(CH₃)₂). ³¹P{H} NMR (CDCl₃): δ 25.94.

Computing details

Data collection: SMART (Bruker, 1996); cell refinement: SMART; data reduction: SHELXTL (Sheldrick, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Figures

Fig. 1. Molecular structure of (I). The displacement ellipsoids are shown at 30% probability level.

(I)

Crystal data

[Pd(C6H5S)2(C22H36FeP2)]	F(000) = 1536
Mr = 743.02	Dx = 1.471 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 10.5873 (4) Å	Cell parameters from 7356 reflections
b = 17.5830 (7) Å	θ = 2–25°
c = 18.0564 (7) Å	µ = 1.21 mm^−1
β = 93.303 (1)°	T = 173 K
V = 3355.7 (2) Å^3	Block, yellow
Z = 4	0.40 × 0.30 × 0.20 mm

Data collection

CCD area detector diffractometer	6858 independent reflections
Radiation source: fine-focus sealed tube	5180 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.040
ϕ and ω scans	θmax = 26.4°, θmin = 1.6°
Absorption correction: empirical (SADABS; Blessing, 1995)	h = −13→13
Tmin = 0.643, Tmax = 0.794	k = 0→21
27957 measured reflections	l = 0→22

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.028	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.052	H-atom parameters constrained
S = 1.04	w = 1/[σ^2(Fo^2) + (0.010P)^2] where P = (Fo^2 + 2Fc^2)/3
6858 reflections	(Δ/σ)max = 0.001
369 parameters	Δρmax = 0.41 e Å^−3
0 restraints	Δρmin = −0.33 e Å^−3

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq
Pd	0.559703 (18)	0.237404 (10)	0.230833 (10)	0.02160 (6)
Fe	0.79737 (3)	0.216777 (19)	0.036277 (18)	0.02152 (9)
S1	0.34697 (6)	0.20597 (4)	0.25616 (4)	0.03489 (18)
S2	0.58363 (7)	0.28745 (4)	0.35273 (3)	0.03362 (17)
P1	0.50194 (6)	0.20509 (4)	0.10838 (3)	0.02004 (14)
P2	0.77786 (6)	0.25736 (3)	0.22406 (3)	0.01976 (14)
C1	0.6150 (2)	0.18462 (13)	0.03969 (12)	0.0204 (5)
C2	0.6333 (2)	0.22562 (14)	−0.02766 (12)	0.0251 (6)
H2	0.5903	0.2742	−0.0431	0.030*
C3	0.7246 (2)	0.18673 (15)	−0.06783 (13)	0.0303 (6)
H3	0.7577	0.2034	−0.1160	0.036*
C4	0.7623 (2)	0.12110 (15)	−0.02738 (13)	0.0303 (6)
H4	0.8271	0.0834	−0.0419	0.036*
C5	0.6962 (2)	0.11918 (13)	0.03898 (13)	0.0237 (6)
H5	0.7047	0.0792	0.0783	0.028*
C6	0.8536 (2)	0.26149 (13)	0.13642 (12)	0.0199 (5)
C7	0.8382 (2)	0.32027 (13)	0.08096 (13)	0.0248 (6)
H7	0.7787	0.3644	0.0823	0.030*
C8	0.9213 (2)	0.30460 (15)	0.02388 (14)	0.0319 (7)
H8	0.9294	0.3354	−0.0222	0.038*
C9	0.9877 (2)	0.23696 (15)	0.04219 (13)	0.0315 (6)
H9	1.0510	0.2117	0.0114	0.038*
C10	0.9487 (2)	0.21077 (14)	0.11142 (12)	0.0232 (6)
H10	0.9799	0.1637	0.1377	0.028*
C11	0.3938 (2)	0.12292 (14)	0.09411 (13)	0.0280 (6)
H11	0.3141	0.1362	0.1184	0.034*
C12	0.3564 (3)	0.10785 (16)	0.01210 (14)	0.0421 (8)
H12A	0.4325	0.0970	−0.0145	0.063*
H12B	0.3139	0.1528	−0.0096	0.063*
H12C	0.2990	0.0641	0.0080	0.063*
C13	0.4461 (2)	0.05095 (13)	0.13261 (14)	0.0333 (7)
H13A	0.3808	0.0114	0.1305	0.050*
H13B	0.4709	0.0625	0.1845	0.050*
H13C	0.5200	0.0330	0.1074	0.050*
C14	0.4137 (2)	0.28669 (13)	0.06608 (13)	0.0246 (6)
H14	0.4008	0.2757	0.0118	0.030*
C15	0.2820 (2)	0.29828 (15)	0.09565 (14)	0.0348 (7)
H15A	0.2908	0.3153	0.1474	0.052*
H15B	0.2352	0.2502	0.0928	0.052*
H15C	0.2358	0.3368	0.0656	0.052*
C16	0.4886 (2)	0.36073 (14)	0.07355 (14)	0.0337 (7)
H16A	0.4423	0.4012	0.0463	0.051*
H16B	0.5715	0.3538	0.0531	0.051*
H16C	0.4999	0.3747	0.1261	0.051*
C17	0.8604 (2)	0.17587 (13)	0.27107 (12)	0.0227 (6)
H17	0.9518	0.1792	0.2602	0.027*
C18	0.8104 (2)	0.09982 (13)	0.24072 (13)	0.0290 (6)
H18A	0.8608	0.0583	0.2634	0.044*
H18B	0.8166	0.0986	0.1868	0.044*
H18C	0.7218	0.0938	0.2525	0.044*
C19	0.8531 (3)	0.17729 (15)	0.35558 (12)	0.0352 (7)
H19A	0.7646	0.1727	0.3682	0.053*
H19B	0.8881	0.2253	0.3751	0.053*
H19C	0.9020	0.1347	0.3775	0.053*
C20	0.8502 (2)	0.34148 (13)	0.27182 (13)	0.0289 (6)
H20	0.8323	0.3369	0.3254	0.035*
C21	0.7889 (3)	0.41557 (13)	0.24375 (14)	0.0383 (7)
H21A	0.8176	0.4576	0.2762	0.058*
H21B	0.6967	0.4110	0.2439	0.058*
H21C	0.8133	0.4256	0.1931	0.058*
C22	0.9933 (3)	0.34460 (15)	0.26817 (16)	0.0451 (8)
H22A	1.0149	0.3507	0.2165	0.068*
H22B	1.0305	0.2973	0.2882	0.068*
H22C	1.0267	0.3878	0.2975	0.068*
C23	0.3542 (3)	0.13274 (14)	0.32250 (13)	0.0308 (6)
C24	0.2422 (3)	0.11399 (16)	0.35534 (14)	0.0387 (7)
H24	0.1675	0.1421	0.3428	0.046*
C25	0.2385 (3)	0.05527 (19)	0.40566 (17)	0.0577 (10)
H25	0.1615	0.0438	0.4278	0.069*
C26	0.3451 (4)	0.01304 (18)	0.42419 (17)	0.0615 (10)
H26	0.3418	−0.0279	0.4583	0.074*
C27	0.4563 (3)	0.03092 (17)	0.39266 (16)	0.0535 (9)
H27	0.5304	0.0023	0.4054	0.064*
C28	0.4614 (3)	0.09061 (15)	0.34214 (14)	0.0396 (7)
H28	0.5392	0.1025	0.3210	0.048*
C29	0.5124 (2)	0.37831 (14)	0.34391 (13)	0.0254 (6)
C30	0.4201 (3)	0.39787 (15)	0.28971 (14)	0.0358 (7)
H30	0.3938	0.3613	0.2533	0.043*
C31	0.3650 (3)	0.46961 (15)	0.28727 (14)	0.0356 (7)
H31	0.3019	0.4814	0.2495	0.043*
C32	0.4015 (2)	0.52362 (14)	0.33936 (14)	0.0325 (7)
H32	0.3636	0.5726	0.3380	0.039*
C33	0.4938 (2)	0.50566 (14)	0.39367 (14)	0.0314 (6)
H33	0.5197	0.5425	0.4299	0.038*
C34	0.5488 (2)	0.43424 (14)	0.39554 (13)	0.0296 (6)
H34	0.6130	0.4231	0.4329	0.035*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Pd	0.02317 (11)	0.02562 (11)	0.01635 (10)	0.00499 (9)	0.00396 (7)	0.00056 (8)
Fe	0.0180 (2)	0.0300 (2)	0.01661 (18)	−0.00243 (16)	0.00083 (14)	−0.00127 (15)
S1	0.0268 (4)	0.0468 (4)	0.0321 (4)	0.0065 (3)	0.0107 (3)	0.0080 (3)
S2	0.0430 (4)	0.0406 (4)	0.0174 (3)	0.0173 (3)	0.0024 (3)	−0.0016 (3)
P1	0.0170 (3)	0.0239 (4)	0.0193 (3)	0.0001 (3)	0.0015 (3)	−0.0007 (3)
P2	0.0233 (4)	0.0198 (3)	0.0158 (3)	0.0012 (3)	−0.0018 (3)	−0.0010 (3)
C1	0.0178 (14)	0.0274 (14)	0.0157 (12)	−0.0027 (11)	−0.0015 (10)	−0.0048 (10)
C2	0.0187 (14)	0.0378 (16)	0.0182 (13)	−0.0003 (12)	−0.0035 (10)	0.0002 (11)
C3	0.0251 (15)	0.0490 (18)	0.0169 (13)	−0.0041 (13)	0.0009 (11)	−0.0066 (12)
C4	0.0218 (15)	0.0377 (17)	0.0315 (15)	0.0009 (12)	0.0015 (12)	−0.0169 (13)
C5	0.0211 (14)	0.0254 (14)	0.0243 (14)	−0.0027 (11)	−0.0009 (11)	−0.0061 (11)
C6	0.0176 (13)	0.0217 (13)	0.0197 (12)	−0.0041 (11)	−0.0039 (10)	0.0003 (10)
C7	0.0258 (15)	0.0218 (14)	0.0261 (14)	−0.0058 (11)	−0.0037 (11)	0.0034 (11)
C8	0.0286 (16)	0.0413 (17)	0.0255 (15)	−0.0145 (13)	−0.0009 (12)	0.0059 (12)
C9	0.0163 (14)	0.0512 (18)	0.0270 (14)	−0.0072 (13)	0.0007 (11)	−0.0047 (13)
C10	0.0172 (13)	0.0302 (15)	0.0216 (13)	−0.0001 (11)	−0.0037 (11)	−0.0011 (11)
C11	0.0182 (14)	0.0323 (16)	0.0338 (15)	−0.0025 (12)	0.0027 (12)	0.0007 (12)
C12	0.0357 (18)	0.0427 (18)	0.0459 (18)	−0.0121 (14)	−0.0138 (14)	−0.0050 (14)
C13	0.0299 (16)	0.0242 (15)	0.0461 (17)	−0.0037 (12)	0.0037 (13)	0.0036 (13)
C14	0.0211 (14)	0.0302 (15)	0.0222 (13)	0.0039 (11)	−0.0020 (11)	0.0031 (11)
C15	0.0257 (16)	0.0378 (17)	0.0406 (17)	0.0107 (13)	−0.0021 (13)	0.0043 (13)
C16	0.0309 (17)	0.0295 (16)	0.0407 (17)	0.0061 (13)	0.0016 (13)	0.0045 (13)
C17	0.0229 (14)	0.0240 (14)	0.0212 (13)	0.0012 (11)	−0.0005 (11)	0.0031 (11)
C18	0.0317 (16)	0.0231 (14)	0.0324 (15)	0.0027 (12)	0.0027 (12)	0.0016 (12)
C19	0.0455 (19)	0.0361 (17)	0.0230 (14)	0.0088 (14)	−0.0066 (13)	0.0026 (12)
C20	0.0424 (18)	0.0214 (14)	0.0224 (14)	−0.0030 (13)	−0.0036 (12)	−0.0063 (11)
C21	0.054 (2)	0.0200 (15)	0.0415 (17)	−0.0035 (14)	0.0034 (15)	−0.0061 (13)
C22	0.0416 (19)	0.0355 (18)	0.056 (2)	−0.0084 (15)	−0.0148 (15)	−0.0144 (15)
C23	0.0398 (18)	0.0306 (16)	0.0221 (14)	−0.0020 (13)	0.0037 (13)	−0.0080 (12)
C24	0.0412 (19)	0.0446 (19)	0.0311 (16)	−0.0136 (15)	0.0083 (14)	−0.0059 (14)
C25	0.074 (3)	0.056 (2)	0.043 (2)	−0.033 (2)	0.0093 (19)	−0.0006 (17)
C26	0.108 (3)	0.034 (2)	0.042 (2)	−0.022 (2)	0.004 (2)	0.0058 (16)
C27	0.086 (3)	0.0370 (19)	0.0370 (19)	0.0124 (18)	−0.0026 (18)	−0.0031 (15)
C28	0.051 (2)	0.0387 (18)	0.0297 (16)	0.0084 (15)	0.0101 (14)	−0.0023 (13)
C29	0.0222 (15)	0.0355 (16)	0.0193 (13)	0.0037 (12)	0.0069 (11)	−0.0014 (11)
C30	0.0470 (19)	0.0344 (17)	0.0250 (15)	0.0087 (14)	−0.0061 (13)	−0.0090 (12)
C31	0.0339 (17)	0.0366 (17)	0.0356 (16)	0.0062 (14)	−0.0045 (13)	0.0010 (13)
C32	0.0307 (17)	0.0230 (15)	0.0449 (17)	−0.0001 (12)	0.0117 (13)	−0.0008 (13)
C33	0.0332 (17)	0.0296 (16)	0.0319 (16)	−0.0091 (13)	0.0067 (13)	−0.0053 (12)
C34	0.0233 (15)	0.0386 (17)	0.0267 (15)	−0.0049 (13)	0.0004 (12)	0.0023 (12)

Geometric parameters (Å, º)

Pd—P1	2.3303 (6)	C4—C5	1.423 (3)
Pd—P2	2.3463 (7)	C6—C10	1.437 (3)
Pd—S2	2.3703 (7)	C6—C7	1.442 (3)
Pd—S1	2.3887 (7)	C7—C8	1.420 (3)
Fe—C1	2.016 (2)	C8—C9	1.411 (3)
Fe—C5	2.025 (2)	C9—C10	1.416 (3)
Fe—C7	2.027 (2)	C11—C13	1.532 (3)
Fe—C6	2.029 (2)	C11—C12	1.534 (3)
Fe—C2	2.036 (2)	C14—C16	1.526 (3)
Fe—C10	2.042 (2)	C14—C15	1.535 (3)
Fe—C9	2.042 (2)	C17—C18	1.528 (3)
Fe—C8	2.047 (2)	C17—C19	1.532 (3)
Fe—C3	2.059 (2)	C20—C22	1.522 (3)
Fe—C4	2.059 (2)	C20—C21	1.528 (3)
S1—C23	1.757 (3)	C23—C28	1.385 (3)
S2—C29	1.770 (2)	C23—C24	1.395 (3)
P1—C1	1.809 (2)	C24—C25	1.377 (4)
P1—C11	1.853 (2)	C25—C26	1.376 (4)
P1—C14	1.853 (2)	C26—C27	1.373 (4)
P2—C6	1.816 (2)	C27—C28	1.394 (4)
P2—C20	1.855 (2)	C29—C30	1.386 (3)
P2—C17	1.858 (2)	C29—C34	1.394 (3)
C1—C2	1.436 (3)	C30—C31	1.389 (3)
C1—C5	1.436 (3)	C31—C32	1.376 (3)
C2—C3	1.417 (3)	C32—C33	1.381 (3)
C3—C4	1.411 (3)	C33—C34	1.384 (3)
P1—Pd—P2	101.09 (2)	C2—C1—C5	106.54 (19)
P1—Pd—S2	168.45 (2)	C2—C1—P1	127.40 (18)
P2—Pd—S2	86.56 (2)	C5—C1—P1	125.82 (18)
P1—Pd—S1	85.78 (2)	C2—C1—Fe	69.97 (13)
P2—Pd—S1	170.55 (2)	C5—C1—Fe	69.52 (13)
S2—Pd—S1	87.69 (3)	P1—C1—Fe	129.64 (12)
C1—Fe—C5	41.64 (9)	C3—C2—C1	108.7 (2)
C1—Fe—C7	114.97 (10)	C3—C2—Fe	70.64 (14)
C5—Fe—C7	148.44 (9)	C1—C2—Fe	68.51 (13)
C1—Fe—C6	108.27 (9)	C4—C3—C2	108.1 (2)
C5—Fe—C6	115.79 (9)	C4—C3—Fe	69.97 (14)
C7—Fe—C6	41.64 (8)	C2—C3—Fe	68.87 (13)
C1—Fe—C2	41.52 (9)	C3—C4—C5	108.5 (2)
C5—Fe—C2	69.08 (10)	C3—C4—Fe	69.95 (14)
C7—Fe—C2	108.22 (10)	C5—C4—Fe	68.34 (13)
C6—Fe—C2	132.27 (9)	C4—C5—C1	108.2 (2)
C1—Fe—C10	132.95 (9)	C4—C5—Fe	70.90 (14)
C5—Fe—C10	109.65 (10)	C1—C5—Fe	68.84 (13)
C7—Fe—C10	68.95 (10)	C10—C6—C7	106.2 (2)
C6—Fe—C10	41.35 (8)	C10—C6—P2	126.97 (17)
C2—Fe—C10	172.85 (9)	C7—C6—P2	126.58 (18)
C1—Fe—C9	172.14 (10)	C10—C6—Fe	69.80 (12)
C5—Fe—C9	131.89 (10)	C7—C6—Fe	69.10 (13)
C7—Fe—C9	68.66 (10)	P2—C6—Fe	129.75 (12)
C6—Fe—C9	69.41 (9)	C8—C7—C6	108.4 (2)
C2—Fe—C9	145.43 (10)	C8—C7—Fe	70.35 (14)
C10—Fe—C9	40.56 (9)	C6—C7—Fe	69.26 (13)
C1—Fe—C8	146.70 (10)	C9—C8—C7	108.3 (2)
C5—Fe—C8	170.15 (10)	C9—C8—Fe	69.65 (14)
C7—Fe—C8	40.80 (9)	C7—C8—Fe	68.86 (14)
C6—Fe—C8	69.41 (9)	C8—C9—C10	108.3 (2)
C2—Fe—C8	114.31 (10)	C8—C9—Fe	69.98 (14)
C10—Fe—C8	68.18 (10)	C10—C9—Fe	69.71 (13)
C9—Fe—C8	40.37 (10)	C9—C10—C6	108.7 (2)
C1—Fe—C3	69.35 (9)	C9—C10—Fe	69.74 (13)
C5—Fe—C3	68.53 (10)	C6—C10—Fe	68.85 (13)
C7—Fe—C3	130.82 (10)	C13—C11—C12	111.2 (2)
C6—Fe—C3	171.12 (10)	C13—C11—P1	112.13 (17)
C2—Fe—C3	40.50 (9)	C12—C11—P1	113.07 (17)
C10—Fe—C3	146.25 (10)	C16—C14—C15	109.5 (2)
C9—Fe—C3	114.11 (10)	C16—C14—P1	112.14 (17)
C8—Fe—C3	107.59 (10)	C15—C14—P1	113.96 (16)
C1—Fe—C4	69.26 (9)	C18—C17—C19	109.6 (2)
C5—Fe—C4	40.76 (9)	C18—C17—P2	111.52 (16)
C7—Fe—C4	169.44 (10)	C19—C17—P2	113.14 (16)
C6—Fe—C4	148.00 (10)	C22—C20—C21	111.1 (2)
C2—Fe—C4	67.99 (10)	C22—C20—P2	113.19 (17)
C10—Fe—C4	115.97 (10)	C21—C20—P2	111.69 (17)
C9—Fe—C4	108.46 (10)	C28—C23—C24	118.0 (3)
C8—Fe—C4	130.64 (10)	C28—C23—S1	124.7 (2)
C3—Fe—C4	40.08 (10)	C24—C23—S1	117.3 (2)
C23—S1—Pd	107.19 (9)	C25—C24—C23	121.0 (3)
C29—S2—Pd	103.26 (8)	C26—C25—C24	120.7 (3)
C1—P1—C11	100.25 (11)	C27—C26—C25	119.1 (3)
C1—P1—C14	102.09 (11)	C26—C27—C28	120.7 (3)
C11—P1—C14	104.68 (11)	C23—C28—C27	120.5 (3)
C1—P1—Pd	123.45 (8)	C30—C29—C34	117.0 (2)
C11—P1—Pd	116.64 (8)	C30—C29—S2	124.5 (2)
C14—P1—Pd	107.51 (8)	C34—C29—S2	118.45 (19)
C6—P2—C20	100.50 (11)	C29—C30—C31	121.7 (2)
C6—P2—C17	102.08 (11)	C32—C31—C30	120.3 (3)
C20—P2—C17	103.40 (11)	C31—C32—C33	119.1 (2)
C6—P2—Pd	122.46 (7)	C32—C33—C34	120.3 (2)
C20—P2—Pd	118.43 (8)	C33—C34—C29	121.6 (2)
C17—P2—Pd	107.42 (8)