supplementary materials


HTML versionpdf versioncif file3d viewstructure factorssupplementary materialsCIF check reportsimilar papers Open access

Acta Cryst. (2009). E65, m529-m530    [ doi:10.1107/S1600536809012884 ]

Bromido{dicyclohexyl[2'-(dimethylamino)biphenyl-2-yl]phosphine-[kappa]P}[2-(4,6-dimethylpyrimidin-2-yl)ferrocenyl-[kappa]2C1,N]palladium(II) dichloromethane solvate

X.-Q. Hao, H.-M. Li, H. Jiang, Y.-T. Ma and M.-P. Song

Abstract top

In the title compound, [FePdBr(C5H5)(C11H10N2)(C26H36NP)]·CH2Cl2, the Pd atom displays a distorted square-planar coordination environment. The five-membered metallacycle adopts an envelope conformation with the coordinated cyclopentadienyl C atom 0.4222 (4) Å out of plane. The dihedral angle between the pyrimidinyl ring and substituted cyclopentadienyl ring is 21.47 (2)°. In the crystal structure, the dimeric unit is generated through the C-H...[pi] contact via a crystallographic inversion centre, while the C-H...Cl contacts in the dimeric centre link the dichlormethane molecules with the Pd complex molecules.

Comment top

Cyclopalladated compounds containing a Pd—C bond intramolecularly stabilized by one donor atom were first reported in the middle 1960's (Cope & Sickman, 1965). Forty years later, the chemistry of these compound has developed into one of the most fruitful fields in organometallic chemistry (Dupont et al., 2005). In the palladium-catalyzed coupling reactions, palladacycles have shown enormous superiority in many respects (Gong et al., 2007; Xu et al., 2007).

The Pd atom in the title complex is in a distorted square-planar environment bonded to the atoms shown in Fig. 1: the Br atom,the pyrimidinyl nitrogen atom and the carbon atom of the ferrocenyl moiety. The Pd—C1 (N1,P1,Br1) bond lengths and the P1—Pd1—N1 and C1—Pd1—Br1 bond angles (Table 1) are within comparable ranges of 162.08 (7) ° - 174.76 (7) ° and 162.27 (9) ° - 166.04 (8) ° (C—Pd—Cl), respectively (Xu et al., 2009). The five-membered metallacycle (containing atoms C1/C2/C11/N1/Pd1) adopts an envelope conformation, with the C1 atom 0.4222 (4) Å out of plane. The dihedral angle between the pyrimidinyl ring and substituted cyclopentadienyl ring is 21.47 (2)°. In the crystal structure, the dimeric unit (Fig.2) is generated through the C—H···π contacts via a crystallographic inversion centre, and the C—H···Cl contact (Table 2) connects a symmetry-related dichlormethane molecule with the Pd complex (Table 2).This hydrogen bonding motif is different from those of related cyclopalladated ferrocene derivatives (Xu et al., 2008; Xu et al., 2009), in which C—H···Cl hydrogen bonds construct the one-dimensional chain structures.

Related literature top

For historical background of cyclopalladated compounds, see: Cope & Sickman (1965). For the properties of cyclopalladated compounds, see: Dupont et al. (2005); Gong et al. (2007); Xu et al. (2007). For related structures, see: Xu et al. (2008, 2009). Cg1 is the centroid of the C6–C10 Cp ring.

Experimental top

The title compound was prepared as described in literature (Xu et al., 2009), using Li2PdBr4 instead of Li2PdCl4 and recrystallized from dichloromethane-petroleum ether solution at room temperature to give the desired product as red crystals suitable for single-crystal X-ray diffraction.

Refinement top

H atoms attached to C atoms of the title compound were placed in geometrically idealized positions and treated as riding with C—H distances constrained to 0.93–0.96 Å, and with Uiso(H)=1.2Ueq(C) (1.5Ueq for methyl H).

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. The molecular structure of the title compound with displacement ellipsoids at the 30% probability level. The dichloromethane molecule is omitted for clarity.
[Figure 2] Fig. 2. The dimeric unit of the title compound formed by the intermolecular C—H···Cl hydrogen bonds and C—H···π interactions. Cg1 is the centroid of the Cp ring C6—C10, symmetry code ii: 1 - x, 2 - y, -z.
Bromido{dicyclohexyl[2'-(dimethylamino)biphenyl-2-yl]phosphine-κP}[2- (4,6-dimethylpyrimidin-2-yl)ferrocenyl-κ2C1,N]palladium(II) dichloromethane solvate top
Crystal data top
[FePdBr(C5H5)(C11H10N2)(C26H36NP)]·CH2Cl2Z = 2
Mr = 955.91F(000) = 976
Triclinic, P1Dx = 1.482 Mg m−3
a = 10.2059 (9) ÅMo Kα radiation, λ = 0.71073 Å
b = 10.3637 (9) ÅCell parameters from 7107 reflections
c = 21.900 (2) Åθ = 2.5–27.1°
α = 81.195 (1)°µ = 1.89 mm−1
β = 76.590 (1)°T = 293 K
γ = 72.647 (1)°Block, red
V = 2141.9 (3) Å30.37 × 0.24 × 0.21 mm
Data collection top
Bruker SMART APEX CCD area-detector
diffractometer		7919 independent reflections
Radiation source: fine-focus sealed tube6716 reflections with I > 2σ(I)
graphiteRint = 0.017
φ and ω scansθmax = 25.5°, θmin = 2.5°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		h = −12→10
Tmin = 0.540, Tmax = 0.697k = −12→12
16458 measured reflectionsl = −26→26
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.038Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.099H-atom parameters constrained
S = 1.08 w = 1/[σ2(Fo2) + (0.0421P)2 + 2.3428P]
where P = (Fo2 + 2Fc2)/3
7919 reflections(Δ/σ)max = 0.001
473 parametersΔρmax = 1.03 e Å−3
0 restraintsΔρmin = −0.69 e Å−3
Crystal data top
[FePdBr(C5H5)(C11H10N2)(C26H36NP)]·CH2Cl2γ = 72.647 (1)°
Mr = 955.91V = 2141.9 (3) Å3
Triclinic, P1Z = 2
a = 10.2059 (9) ÅMo Kα radiation
b = 10.3637 (9) ŵ = 1.89 mm−1
c = 21.900 (2) ÅT = 293 K
α = 81.195 (1)°0.37 × 0.24 × 0.21 mm
β = 76.590 (1)°
Data collection top
Bruker SMART APEX CCD area-detector
diffractometer		7919 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		6716 reflections with I > 2σ(I)
Tmin = 0.540, Tmax = 0.697Rint = 0.017
16458 measured reflectionsθmax = 25.5°
Refinement top
R[F2 > 2σ(F2)] = 0.038H-atom parameters constrained
wR(F2) = 0.099Δρmax = 1.03 e Å−3
S = 1.08Δρmin = −0.69 e Å−3
7919 reflectionsAbsolute structure: ?
473 parametersFlack parameter: ?
0 restraintsRogers parameter: ?
Special details top

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
xyzUiso*/Ueq
Pd10.29216 (3)0.66381 (3)0.217306 (12)0.03942 (9)
Fe10.63058 (6)0.70760 (5)0.12158 (2)0.04439 (14)
P10.33910 (9)0.56740 (8)0.31270 (4)0.03503 (19)
Br10.02020 (5)0.68171 (6)0.25105 (2)0.07101 (15)
Cl20.1066 (2)0.5000 (3)0.07189 (12)0.1586 (9)
Cl30.2456 (4)0.2376 (3)0.12552 (12)0.1980 (14)
N10.2744 (3)0.7531 (3)0.12117 (14)0.0477 (7)
N20.3968 (4)0.7000 (3)0.01637 (15)0.0592 (9)
N30.7663 (3)0.2896 (3)0.29096 (16)0.0565 (8)
C10.4926 (4)0.6039 (3)0.17412 (16)0.0395 (7)
C20.5018 (4)0.6044 (3)0.10732 (16)0.0443 (8)
C30.6430 (4)0.5430 (4)0.07875 (18)0.0537 (10)
H30.67880.52970.03390.064*
C40.7212 (4)0.5024 (4)0.1271 (2)0.0544 (10)
H40.82190.45790.12140.065*
C50.6299 (4)0.5404 (3)0.18529 (18)0.0449 (8)
H50.65780.52680.22620.054*
C60.6949 (6)0.8426 (5)0.1587 (2)0.0754 (14)
H60.72050.83020.20010.091*
C70.5625 (6)0.9016 (4)0.1460 (3)0.0746 (14)
H70.47820.93840.17710.090*
C80.5682 (7)0.9016 (5)0.0818 (3)0.0812 (16)
H80.48920.93830.06010.097*
C90.7057 (8)0.8393 (6)0.0538 (3)0.096 (2)
H90.74110.82560.00900.115*
C100.7859 (5)0.8021 (5)0.1023 (3)0.0872 (17)
H100.88660.75770.09700.105*
C110.3860 (4)0.6874 (4)0.07887 (17)0.0477 (9)
C120.2921 (6)0.7939 (5)−0.0063 (2)0.0674 (13)
C130.1860 (6)0.8765 (5)0.0328 (2)0.0724 (13)
H130.12020.94730.01590.087*
C140.1768 (5)0.8542 (4)0.0977 (2)0.0618 (11)
C150.0679 (5)0.9476 (5)0.1408 (3)0.0829 (15)
H15A−0.01020.91030.15700.124*
H15B0.03711.03440.11800.124*
H15C0.10640.95850.17510.124*
C160.3020 (7)0.8073 (5)−0.0767 (2)0.0927 (19)
H16A0.23610.7675−0.08620.139*
H16B0.39510.7613−0.09670.139*
H16C0.28120.9016−0.09210.139*
C170.3460 (4)0.3850 (3)0.32533 (16)0.0397 (8)
H170.39780.34400.35920.048*
C180.2011 (4)0.3582 (4)0.3453 (2)0.0540 (10)
H18A0.15140.39960.38390.065*
H18B0.14670.39820.31280.065*
C190.2181 (5)0.2047 (4)0.3555 (2)0.0662 (12)
H19A0.26730.16630.38990.079*
H19B0.12640.18850.36740.079*
C200.2977 (5)0.1351 (4)0.2974 (2)0.0716 (13)
H20A0.24460.16730.26400.086*
H20B0.30990.03800.30620.086*
C210.4392 (5)0.1628 (4)0.2760 (2)0.0682 (12)
H21A0.48590.12230.23680.082*
H21B0.49620.12060.30730.082*
C220.4266 (4)0.3154 (4)0.26618 (19)0.0518 (9)
H22A0.51940.32910.25510.062*
H22B0.37890.35590.23150.062*
C230.1984 (4)0.6508 (3)0.37623 (16)0.0409 (8)
H230.11340.63080.37160.049*
C240.2157 (4)0.5979 (4)0.44399 (17)0.0508 (9)
H24A0.29470.62050.45270.061*
H24B0.23390.49990.44910.061*
C250.0821 (5)0.6618 (5)0.4903 (2)0.0681 (13)
H25A0.09480.63030.53310.082*
H25B0.00470.63320.48350.082*
C260.0467 (5)0.8173 (5)0.4817 (2)0.0737 (13)
H26A−0.04080.85540.50980.088*
H26B0.11960.84660.49260.088*
C270.0340 (5)0.8691 (4)0.4137 (2)0.0623 (11)
H27A−0.04480.84740.40420.075*
H27B0.01660.96700.40850.075*
C280.1661 (4)0.8057 (4)0.36824 (19)0.0503 (9)
H28A0.24400.83240.37580.060*
H28B0.15470.83850.32540.060*
C290.4941 (3)0.5949 (3)0.33234 (15)0.0372 (7)
C300.5028 (4)0.7283 (3)0.31298 (17)0.0443 (8)
H300.44480.78230.28640.053*
C310.5932 (4)0.7823 (4)0.3316 (2)0.0554 (10)
H310.59530.87130.31780.066*
C320.6802 (5)0.7048 (5)0.3703 (2)0.0632 (11)
H320.73960.74130.38450.076*
C330.6785 (5)0.5717 (4)0.3881 (2)0.0609 (11)
H330.73880.51940.41400.073*
C340.5909 (4)0.5118 (4)0.36905 (17)0.0438 (8)
C350.6087 (4)0.3642 (4)0.39042 (18)0.0460 (8)
C360.6959 (4)0.2591 (4)0.3527 (2)0.0526 (9)
C370.7073 (5)0.1256 (4)0.3780 (2)0.0662 (12)
H370.76200.05540.35360.079*
C380.6395 (6)0.0938 (5)0.4387 (3)0.0771 (14)
H380.64860.00350.45420.092*
C390.5598 (5)0.1945 (5)0.4756 (2)0.0699 (12)
H390.51590.17340.51650.084*
C400.5445 (4)0.3289 (4)0.45172 (19)0.0553 (10)
H400.49000.39730.47720.066*
C420.8764 (5)0.3547 (6)0.2856 (3)0.0867 (16)
H42A0.84160.43190.30990.130*
H42B0.90640.38390.24220.130*
H42C0.95410.29150.30120.130*
C430.8130 (6)0.1821 (5)0.2488 (3)0.0862 (16)
H43A0.88870.11170.26250.129*
H43B0.84450.21830.20680.129*
H43C0.73680.14530.24950.129*
C440.2410 (10)0.4080 (8)0.1087 (4)0.138 (3)
H44A0.23130.44670.14770.166*
H44B0.32920.41540.08200.166*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Pd10.03597 (15)0.04066 (15)0.04152 (15)−0.01016 (11)−0.01180 (11)0.00234 (11)
Fe10.0491 (3)0.0377 (3)0.0443 (3)−0.0144 (2)−0.0046 (2)0.0003 (2)
P10.0351 (4)0.0315 (4)0.0382 (4)−0.0091 (3)−0.0079 (3)−0.0011 (3)
Br10.0486 (2)0.0991 (4)0.0643 (3)−0.0267 (2)−0.0149 (2)0.0144 (2)
Cl20.0879 (13)0.193 (2)0.161 (2)−0.0153 (13)0.0182 (13)−0.0262 (17)
Cl30.345 (5)0.142 (2)0.1273 (18)−0.095 (2)−0.063 (2)0.0086 (15)
N10.0528 (19)0.0448 (17)0.0487 (18)−0.0164 (15)−0.0190 (15)0.0061 (14)
N20.096 (3)0.0469 (19)0.0463 (19)−0.0302 (19)−0.0288 (18)0.0041 (15)
N30.0462 (18)0.0532 (19)0.062 (2)−0.0014 (15)−0.0091 (16)−0.0063 (16)
C10.0429 (19)0.0334 (17)0.0402 (18)−0.0112 (15)−0.0069 (15)0.0024 (14)
C20.059 (2)0.0326 (17)0.0422 (19)−0.0151 (16)−0.0081 (17)−0.0029 (15)
C30.070 (3)0.039 (2)0.045 (2)−0.0119 (18)0.0007 (19)−0.0070 (16)
C40.047 (2)0.041 (2)0.065 (3)−0.0057 (17)0.0009 (19)−0.0053 (18)
C50.043 (2)0.0377 (19)0.047 (2)−0.0068 (15)−0.0078 (16)0.0053 (15)
C60.107 (4)0.071 (3)0.069 (3)−0.053 (3)−0.028 (3)0.007 (2)
C70.094 (4)0.040 (2)0.089 (4)−0.027 (2)−0.003 (3)−0.011 (2)
C80.117 (5)0.046 (3)0.093 (4)−0.034 (3)−0.050 (4)0.025 (3)
C90.159 (6)0.076 (4)0.058 (3)−0.075 (4)0.020 (4)−0.004 (3)
C100.057 (3)0.066 (3)0.136 (5)−0.030 (2)−0.002 (3)−0.001 (3)
C110.069 (3)0.0349 (18)0.047 (2)−0.0231 (18)−0.0209 (19)0.0027 (16)
C120.112 (4)0.050 (2)0.060 (3)−0.042 (3)−0.045 (3)0.016 (2)
C130.092 (4)0.058 (3)0.078 (3)−0.023 (3)−0.052 (3)0.019 (2)
C140.063 (3)0.054 (2)0.074 (3)−0.018 (2)−0.034 (2)0.011 (2)
C150.067 (3)0.067 (3)0.100 (4)0.005 (2)−0.025 (3)0.003 (3)
C160.177 (6)0.064 (3)0.063 (3)−0.052 (4)−0.066 (4)0.018 (2)
C170.0454 (19)0.0312 (17)0.0453 (19)−0.0144 (15)−0.0129 (15)0.0022 (14)
C180.056 (2)0.049 (2)0.062 (2)−0.0258 (19)−0.0076 (19)−0.0030 (18)
C190.073 (3)0.053 (2)0.080 (3)−0.036 (2)−0.014 (2)0.006 (2)
C200.090 (3)0.042 (2)0.093 (4)−0.030 (2)−0.022 (3)−0.008 (2)
C210.076 (3)0.038 (2)0.089 (3)−0.015 (2)−0.008 (3)−0.013 (2)
C220.057 (2)0.040 (2)0.057 (2)−0.0152 (17)−0.0027 (18)−0.0091 (17)
C230.0379 (18)0.0372 (18)0.0446 (19)−0.0077 (14)−0.0058 (15)−0.0026 (15)
C240.055 (2)0.047 (2)0.043 (2)−0.0045 (18)−0.0075 (17)−0.0050 (16)
C250.071 (3)0.067 (3)0.046 (2)0.003 (2)−0.002 (2)−0.003 (2)
C260.068 (3)0.069 (3)0.069 (3)0.001 (2)0.004 (2)−0.025 (2)
C270.062 (3)0.037 (2)0.074 (3)0.0025 (18)−0.002 (2)−0.0109 (19)
C280.053 (2)0.0358 (19)0.057 (2)−0.0084 (17)−0.0060 (18)−0.0027 (16)
C290.0369 (17)0.0375 (17)0.0375 (17)−0.0094 (14)−0.0087 (14)−0.0040 (14)
C300.045 (2)0.0369 (18)0.052 (2)−0.0125 (16)−0.0096 (16)−0.0033 (16)
C310.061 (2)0.046 (2)0.065 (3)−0.0234 (19)−0.012 (2)−0.0048 (19)
C320.063 (3)0.063 (3)0.079 (3)−0.030 (2)−0.024 (2)−0.013 (2)
C330.059 (3)0.063 (3)0.069 (3)−0.018 (2)−0.032 (2)0.001 (2)
C340.045 (2)0.0404 (19)0.045 (2)−0.0093 (16)−0.0131 (16)−0.0013 (15)
C350.045 (2)0.042 (2)0.052 (2)−0.0058 (16)−0.0220 (17)0.0005 (16)
C360.045 (2)0.047 (2)0.062 (2)−0.0005 (17)−0.0219 (18)0.0005 (18)
C370.068 (3)0.045 (2)0.076 (3)0.001 (2)−0.021 (2)0.000 (2)
C380.088 (4)0.047 (3)0.088 (4)−0.009 (2)−0.026 (3)0.012 (2)
C390.081 (3)0.065 (3)0.062 (3)−0.022 (3)−0.019 (2)0.011 (2)
C400.062 (3)0.054 (2)0.050 (2)−0.013 (2)−0.0198 (19)0.0008 (18)
C420.051 (3)0.109 (4)0.098 (4)−0.023 (3)−0.007 (3)−0.011 (3)
C430.085 (4)0.076 (3)0.082 (4)0.000 (3)−0.001 (3)−0.025 (3)
C440.198 (9)0.139 (7)0.125 (6)−0.101 (6)−0.080 (6)0.033 (5)
Geometric parameters (Å, °) top
Pd1—C11.997 (3)C18—H18A0.9700
Pd1—N12.192 (3)C18—H18B0.9700
Pd1—P12.2654 (9)C19—C201.501 (6)
Pd1—Br12.6585 (6)C19—H19A0.9700
Fe1—C22.025 (4)C19—H19B0.9700
Fe1—C32.028 (4)C20—C211.510 (6)
Fe1—C92.032 (5)C20—H20A0.9700
Fe1—C72.034 (4)C20—H20B0.9700
Fe1—C102.035 (5)C21—C221.533 (5)
Fe1—C82.041 (4)C21—H21A0.9700
Fe1—C42.047 (4)C21—H21B0.9700
Fe1—C62.047 (5)C22—H22A0.9700
Fe1—C52.053 (3)C22—H22B0.9700
Fe1—C12.058 (3)C23—C281.530 (5)
P1—C291.841 (3)C23—C241.532 (5)
P1—C171.851 (3)C23—H230.9800
P1—C231.857 (3)C24—C251.533 (5)
Cl2—C441.715 (8)C24—H24A0.9700
Cl3—C441.737 (7)C24—H24B0.9700
N1—C141.343 (5)C25—C261.535 (6)
N1—C111.364 (5)C25—H25A0.9700
N2—C111.337 (5)C25—H25B0.9700
N2—C121.346 (6)C26—C271.525 (6)
N3—C361.414 (5)C26—H26A0.9700
N3—C421.449 (6)C26—H26B0.9700
N3—C431.454 (6)C27—C281.513 (5)
C1—C51.420 (5)C27—H27A0.9700
C1—C21.443 (5)C27—H27B0.9700
C2—C31.425 (5)C28—H28A0.9700
C2—C111.448 (5)C28—H28B0.9700
C3—C41.411 (6)C29—C301.405 (5)
C3—H30.9800C29—C341.419 (5)
C4—C51.425 (5)C30—C311.372 (5)
C4—H40.9800C30—H300.9300
C5—H50.9800C31—C321.368 (6)
C6—C71.381 (7)C31—H310.9300
C6—C101.398 (8)C32—C331.379 (6)
C6—H60.9800C32—H320.9300
C7—C81.394 (7)C33—C341.393 (5)
C7—H70.9800C33—H330.9300
C8—C91.393 (8)C34—C351.499 (5)
C8—H80.9800C35—C401.396 (5)
C9—C101.427 (8)C35—C361.420 (5)
C9—H90.9800C36—C371.391 (6)
C10—H100.9800C37—C381.389 (7)
C12—C131.371 (7)C37—H370.9300
C12—C161.510 (6)C38—C391.360 (7)
C13—C141.391 (6)C38—H380.9300
C13—H130.9300C39—C401.386 (6)
C14—C151.488 (7)C39—H390.9300
C15—H15A0.9600C40—H400.9300
C15—H15B0.9600C42—H42A0.9600
C15—H15C0.9600C42—H42B0.9600
C16—H16A0.9600C42—H42C0.9600
C16—H16B0.9600C43—H43A0.9600
C16—H16C0.9600C43—H43B0.9600
C17—C221.521 (5)C43—H43C0.9600
C17—C181.537 (5)C44—H44A0.9700
C17—H170.9800C44—H44B0.9700
C18—C191.534 (5)
C1—Pd1—N180.12 (13)C14—C15—H15B109.5
C1—Pd1—P193.07 (10)H15A—C15—H15B109.5
N1—Pd1—P1173.00 (9)C14—C15—H15C109.5
C1—Pd1—Br1160.40 (10)H15A—C15—H15C109.5
N1—Pd1—Br192.84 (8)H15B—C15—H15C109.5
P1—Pd1—Br194.13 (3)C12—C16—H16A109.5
C2—Fe1—C341.18 (15)C12—C16—H16B109.5
C2—Fe1—C9122.5 (2)H16A—C16—H16B109.5
C3—Fe1—C9106.90 (19)C12—C16—H16C109.5
C2—Fe1—C7123.4 (2)H16A—C16—H16C109.5
C3—Fe1—C7159.1 (2)H16B—C16—H16C109.5
C9—Fe1—C767.4 (2)C22—C17—C18109.9 (3)
C2—Fe1—C10159.3 (2)C22—C17—P1109.9 (2)
C3—Fe1—C10122.8 (2)C18—C17—P1113.7 (2)
C9—Fe1—C1041.1 (2)C22—C17—H17107.7
C7—Fe1—C1067.2 (2)C18—C17—H17107.7
C2—Fe1—C8107.86 (19)P1—C17—H17107.7
C3—Fe1—C8122.8 (2)C19—C18—C17109.7 (3)
C9—Fe1—C840.0 (2)C19—C18—H18A109.7
C7—Fe1—C840.0 (2)C17—C18—H18A109.7
C10—Fe1—C867.7 (2)C19—C18—H18B109.7
C2—Fe1—C468.24 (16)C17—C18—H18B109.7
C3—Fe1—C440.50 (17)H18A—C18—H18B108.2
C9—Fe1—C4123.1 (2)C20—C19—C18111.8 (4)
C7—Fe1—C4159.5 (2)C20—C19—H19A109.3
C10—Fe1—C4108.1 (2)C18—C19—H19A109.3
C8—Fe1—C4158.8 (2)C20—C19—H19B109.3
C2—Fe1—C6158.8 (2)C18—C19—H19B109.3
C3—Fe1—C6159.1 (2)H19A—C19—H19B107.9
C9—Fe1—C667.9 (2)C19—C20—C21110.7 (4)
C7—Fe1—C639.6 (2)C19—C20—H20A109.5
C10—Fe1—C640.1 (2)C21—C20—H20A109.5
C8—Fe1—C667.1 (2)C19—C20—H20B109.5
C4—Fe1—C6124.0 (2)C21—C20—H20B109.5
C2—Fe1—C568.29 (15)H20A—C20—H20B108.1
C3—Fe1—C568.69 (16)C20—C21—C22111.7 (4)
C9—Fe1—C5159.4 (3)C20—C21—H21A109.3
C7—Fe1—C5123.73 (19)C22—C21—H21A109.3
C10—Fe1—C5123.2 (2)C20—C21—H21B109.3
C8—Fe1—C5159.2 (2)C22—C21—H21B109.3
C4—Fe1—C540.68 (15)H21A—C21—H21B107.9
C6—Fe1—C5108.64 (18)C17—C22—C21111.2 (3)
C2—Fe1—C141.39 (14)C17—C22—H22A109.4
C3—Fe1—C169.73 (15)C21—C22—H22A109.4
C9—Fe1—C1158.8 (3)C17—C22—H22B109.4
C7—Fe1—C1107.86 (17)C21—C22—H22B109.4
C10—Fe1—C1158.2 (2)H22A—C22—H22B108.0
C8—Fe1—C1123.1 (2)C28—C23—C24110.0 (3)
C4—Fe1—C168.68 (14)C28—C23—P1113.1 (2)
C6—Fe1—C1122.59 (18)C24—C23—P1116.3 (2)
C5—Fe1—C140.43 (14)C28—C23—H23105.5
C29—P1—C17110.59 (16)C24—C23—H23105.5
C29—P1—C23101.08 (16)P1—C23—H23105.5
C17—P1—C23106.19 (16)C23—C24—C25109.8 (3)
C29—P1—Pd1115.27 (11)C23—C24—H24A109.7
C17—P1—Pd1112.84 (12)C25—C24—H24A109.7
C23—P1—Pd1109.86 (11)C23—C24—H24B109.7
C14—N1—C11117.0 (3)C25—C24—H24B109.7
C14—N1—Pd1132.7 (3)H24A—C24—H24B108.2
C11—N1—Pd1110.3 (2)C24—C25—C26111.1 (4)
C11—N2—C12116.1 (4)C24—C25—H25A109.4
C36—N3—C42116.4 (4)C26—C25—H25A109.4
C36—N3—C43116.8 (4)C24—C25—H25B109.4
C42—N3—C43109.8 (4)C26—C25—H25B109.4
C5—C1—C2106.1 (3)H25A—C25—H25B108.0
C5—C1—Pd1142.9 (3)C27—C26—C25110.4 (4)
C2—C1—Pd1109.9 (3)C27—C26—H26A109.6
C5—C1—Fe169.6 (2)C25—C26—H26A109.6
C2—C1—Fe168.06 (19)C27—C26—H26B109.6
Pd1—C1—Fe1132.86 (17)C25—C26—H26B109.6
C3—C2—C1109.1 (3)H26A—C26—H26B108.1
C3—C2—C11130.0 (3)C28—C27—C26111.1 (3)
C1—C2—C11119.3 (3)C28—C27—H27A109.4
C3—C2—Fe169.5 (2)C26—C27—H27A109.4
C1—C2—Fe170.6 (2)C28—C27—H27B109.4
C11—C2—Fe1114.3 (2)C26—C27—H27B109.4
C4—C3—C2107.3 (3)H27A—C27—H27B108.0
C4—C3—Fe170.5 (2)C27—C28—C23110.7 (3)
C2—C3—Fe169.3 (2)C27—C28—H28A109.5
C4—C3—H3126.3C23—C28—H28A109.5
C2—C3—H3126.3C27—C28—H28B109.5
Fe1—C3—H3126.3C23—C28—H28B109.5
C3—C4—C5108.6 (3)H28A—C28—H28B108.1
C3—C4—Fe169.0 (2)C30—C29—C34117.3 (3)
C5—C4—Fe169.9 (2)C30—C29—P1111.3 (3)
C3—C4—H4125.7C34—C29—P1131.0 (3)
C5—C4—H4125.7C31—C30—C29122.9 (4)
Fe1—C4—H4125.7C31—C30—H30118.6
C1—C5—C4109.0 (3)C29—C30—H30118.6
C1—C5—Fe169.99 (19)C32—C31—C30119.7 (4)
C4—C5—Fe169.5 (2)C32—C31—H31120.1
C1—C5—H5125.5C30—C31—H31120.1
C4—C5—H5125.5C31—C32—C33118.9 (4)
Fe1—C5—H5125.5C31—C32—H32120.6
C7—C6—C10108.1 (5)C33—C32—H32120.6
C7—C6—Fe169.7 (3)C32—C33—C34123.2 (4)
C10—C6—Fe169.5 (3)C32—C33—H33118.4
C7—C6—H6125.9C34—C33—H33118.4
C10—C6—H6125.9C33—C34—C29117.8 (3)
Fe1—C6—H6125.9C33—C34—C35115.7 (3)
C6—C7—C8109.0 (5)C29—C34—C35126.5 (3)
C6—C7—Fe170.8 (3)C40—C35—C36118.7 (4)
C8—C7—Fe170.3 (3)C40—C35—C34118.3 (3)
C6—C7—H7125.5C36—C35—C34122.8 (3)
C8—C7—H7125.5C37—C36—N3121.2 (4)
Fe1—C7—H7125.5C37—C36—C35117.9 (4)
C9—C8—C7108.1 (5)N3—C36—C35120.9 (3)
C9—C8—Fe169.7 (3)C38—C37—C36122.0 (4)
C7—C8—Fe169.7 (3)C38—C37—H37119.0
C9—C8—H8125.9C36—C37—H37119.0
C7—C8—H8125.9C39—C38—C37120.1 (4)
Fe1—C8—H8125.9C39—C38—H38119.9
C8—C9—C10107.2 (5)C37—C38—H38119.9
C8—C9—Fe170.3 (3)C38—C39—C40119.6 (4)
C10—C9—Fe169.6 (3)C38—C39—H39120.2
C8—C9—H9126.4C40—C39—H39120.2
C10—C9—H9126.4C39—C40—C35121.7 (4)
Fe1—C9—H9126.4C39—C40—H40119.1
C6—C10—C9107.5 (5)C35—C40—H40119.1
C6—C10—Fe170.4 (3)N3—C42—H42A109.5
C9—C10—Fe169.3 (3)N3—C42—H42B109.5
C6—C10—H10126.3H42A—C42—H42B109.5
C9—C10—H10126.3N3—C42—H42C109.5
Fe1—C10—H10126.3H42A—C42—H42C109.5
N2—C11—N1125.8 (4)H42B—C42—H42C109.5
N2—C11—C2120.5 (4)N3—C43—H43A109.5
N1—C11—C2113.6 (3)N3—C43—H43B109.5
N2—C12—C13121.1 (4)H43A—C43—H43B109.5
N2—C12—C16116.5 (5)N3—C43—H43C109.5
C13—C12—C16122.3 (5)H43A—C43—H43C109.5
C12—C13—C14120.0 (4)H43B—C43—H43C109.5
C12—C13—H13120.0Cl2—C44—Cl3112.9 (4)
C14—C13—H13120.0Cl2—C44—H44A109.0
N1—C14—C13119.2 (4)Cl3—C44—H44A109.0
N1—C14—C15119.8 (4)Cl2—C44—H44B109.0
C13—C14—C15120.8 (4)Cl3—C44—H44B109.0
C14—C15—H15A109.5H44A—C44—H44B107.8
C1—Pd1—P1—C2943.93 (15)C10—C6—C7—Fe159.0 (3)
N1—Pd1—P1—C2931.0 (7)C2—Fe1—C7—C6162.9 (3)
Br1—Pd1—P1—C29−154.31 (12)C3—Fe1—C7—C6−160.3 (4)
C1—Pd1—P1—C17−84.43 (15)C9—Fe1—C7—C6−82.1 (4)
N1—Pd1—P1—C17−97.3 (7)C10—Fe1—C7—C6−37.4 (3)
Br1—Pd1—P1—C1777.32 (12)C8—Fe1—C7—C6−119.5 (5)
C1—Pd1—P1—C23157.29 (15)C4—Fe1—C7—C643.1 (7)
N1—Pd1—P1—C23144.4 (7)C5—Fe1—C7—C678.2 (3)
Br1—Pd1—P1—C23−40.96 (12)C1—Fe1—C7—C6119.9 (3)
C1—Pd1—N1—C14−159.6 (4)C2—Fe1—C7—C8−77.6 (4)
P1—Pd1—N1—C14−146.5 (6)C3—Fe1—C7—C8−40.8 (7)
Br1—Pd1—N1—C1438.9 (4)C9—Fe1—C7—C837.3 (4)
C1—Pd1—N1—C1121.8 (2)C10—Fe1—C7—C882.1 (4)
P1—Pd1—N1—C1134.9 (8)C4—Fe1—C7—C8162.6 (5)
Br1—Pd1—N1—C11−139.8 (2)C6—Fe1—C7—C8119.5 (5)
N1—Pd1—C1—C5172.1 (4)C5—Fe1—C7—C8−162.3 (3)
P1—Pd1—C1—C5−6.3 (4)C1—Fe1—C7—C8−120.6 (3)
Br1—Pd1—C1—C5−117.7 (4)C6—C7—C8—C91.1 (5)
N1—Pd1—C1—C2−22.0 (2)Fe1—C7—C8—C9−59.3 (3)
P1—Pd1—C1—C2159.5 (2)C6—C7—C8—Fe160.4 (3)
Br1—Pd1—C1—C248.1 (4)C2—Fe1—C8—C9−119.6 (4)
N1—Pd1—C1—Fe156.1 (2)C3—Fe1—C8—C9−76.7 (4)
P1—Pd1—C1—Fe1−122.3 (2)C7—Fe1—C8—C9119.4 (5)
Br1—Pd1—C1—Fe1126.2 (2)C10—Fe1—C8—C938.9 (3)
C2—Fe1—C1—C5118.0 (3)C4—Fe1—C8—C9−43.8 (7)
C3—Fe1—C1—C580.6 (2)C6—Fe1—C8—C982.4 (4)
C9—Fe1—C1—C5165.1 (5)C5—Fe1—C8—C9164.7 (5)
C7—Fe1—C1—C5−121.4 (3)C1—Fe1—C8—C9−162.6 (3)
C10—Fe1—C1—C5−48.4 (6)C2—Fe1—C8—C7121.0 (3)
C8—Fe1—C1—C5−162.8 (3)C3—Fe1—C8—C7163.9 (3)
C4—Fe1—C1—C537.1 (2)C9—Fe1—C8—C7−119.4 (5)
C6—Fe1—C1—C5−80.5 (3)C10—Fe1—C8—C7−80.5 (4)
C3—Fe1—C1—C2−37.4 (2)C4—Fe1—C8—C7−163.2 (5)
C9—Fe1—C1—C247.1 (6)C6—Fe1—C8—C7−37.0 (3)
C7—Fe1—C1—C2120.6 (3)C5—Fe1—C8—C745.3 (7)
C10—Fe1—C1—C2−166.4 (5)C1—Fe1—C8—C778.0 (4)
C8—Fe1—C1—C279.3 (3)C7—C8—C9—C10−0.7 (5)
C4—Fe1—C1—C2−80.8 (2)Fe1—C8—C9—C10−60.1 (3)
C6—Fe1—C1—C2161.5 (3)C7—C8—C9—Fe159.3 (3)
C5—Fe1—C1—C2−118.0 (3)C2—Fe1—C9—C878.9 (4)
C2—Fe1—C1—Pd1−97.3 (3)C3—Fe1—C9—C8121.2 (3)
C3—Fe1—C1—Pd1−134.7 (3)C7—Fe1—C9—C8−37.3 (3)
C9—Fe1—C1—Pd1−50.2 (6)C10—Fe1—C9—C8−118.0 (5)
C7—Fe1—C1—Pd123.3 (3)C4—Fe1—C9—C8162.6 (3)
C10—Fe1—C1—Pd196.3 (5)C6—Fe1—C9—C8−80.3 (4)
C8—Fe1—C1—Pd1−18.1 (3)C5—Fe1—C9—C8−164.5 (5)
C4—Fe1—C1—Pd1−178.2 (3)C1—Fe1—C9—C843.9 (7)
C6—Fe1—C1—Pd164.2 (3)C2—Fe1—C9—C10−163.1 (3)
C5—Fe1—C1—Pd1144.7 (4)C3—Fe1—C9—C10−120.8 (3)
C5—C1—C2—C3−0.4 (4)C7—Fe1—C9—C1080.6 (4)
Pd1—C1—C2—C3−171.6 (2)C8—Fe1—C9—C10118.0 (5)
Fe1—C1—C2—C359.1 (3)C4—Fe1—C9—C10−79.4 (4)
C5—C1—C2—C11−167.1 (3)C6—Fe1—C9—C1037.7 (3)
Pd1—C1—C2—C1121.7 (4)C5—Fe1—C9—C10−46.5 (7)
Fe1—C1—C2—C11−107.6 (3)C1—Fe1—C9—C10161.8 (4)
C5—C1—C2—Fe1−59.5 (2)C7—C6—C10—C90.6 (5)
Pd1—C1—C2—Fe1129.34 (18)Fe1—C6—C10—C959.7 (3)
C9—Fe1—C2—C378.2 (3)C7—C6—C10—Fe1−59.2 (3)
C7—Fe1—C2—C3161.0 (3)C8—C9—C10—C60.1 (5)
C10—Fe1—C2—C345.6 (6)Fe1—C9—C10—C6−60.4 (3)
C8—Fe1—C2—C3119.7 (3)C8—C9—C10—Fe160.5 (3)
C4—Fe1—C2—C3−38.1 (2)C2—Fe1—C10—C6162.0 (5)
C6—Fe1—C2—C3−167.7 (5)C3—Fe1—C10—C6−163.9 (3)
C5—Fe1—C2—C3−82.0 (2)C9—Fe1—C10—C6118.3 (5)
C1—Fe1—C2—C3−120.1 (3)C7—Fe1—C10—C637.0 (3)
C3—Fe1—C2—C1120.1 (3)C8—Fe1—C10—C680.4 (4)
C9—Fe1—C2—C1−161.7 (3)C4—Fe1—C10—C6−121.7 (3)
C7—Fe1—C2—C1−78.9 (3)C5—Fe1—C10—C6−79.4 (4)
C10—Fe1—C2—C1165.7 (5)C1—Fe1—C10—C6−44.0 (6)
C8—Fe1—C2—C1−120.2 (3)C2—Fe1—C10—C943.7 (7)
C4—Fe1—C2—C182.0 (2)C3—Fe1—C10—C977.8 (4)
C6—Fe1—C2—C1−47.6 (6)C7—Fe1—C10—C9−81.3 (4)
C5—Fe1—C2—C138.06 (19)C8—Fe1—C10—C9−37.9 (3)
C3—Fe1—C2—C11−125.7 (4)C4—Fe1—C10—C9120.0 (3)
C9—Fe1—C2—C11−47.5 (4)C6—Fe1—C10—C9−118.3 (5)
C7—Fe1—C2—C1135.3 (4)C5—Fe1—C10—C9162.3 (3)
C10—Fe1—C2—C11−80.1 (6)C1—Fe1—C10—C9−162.3 (4)
C8—Fe1—C2—C11−6.0 (3)C12—N2—C11—N15.3 (6)
C4—Fe1—C2—C11−163.8 (3)C12—N2—C11—C2−170.8 (3)
C6—Fe1—C2—C1166.6 (6)C14—N1—C11—N2−10.9 (5)
C5—Fe1—C2—C11152.2 (3)Pd1—N1—C11—N2168.0 (3)
C1—Fe1—C2—C11114.2 (3)C14—N1—C11—C2165.5 (3)
C1—C2—C3—C40.9 (4)Pd1—N1—C11—C2−15.6 (4)
C11—C2—C3—C4165.6 (4)C3—C2—C11—N210.2 (6)
Fe1—C2—C3—C460.5 (3)C1—C2—C11—N2173.6 (3)
C1—C2—C3—Fe1−59.7 (2)Fe1—C2—C11—N293.2 (4)
C11—C2—C3—Fe1105.1 (4)C3—C2—C11—N1−166.4 (4)
C2—Fe1—C3—C4−118.1 (3)C1—C2—C11—N1−3.0 (5)
C9—Fe1—C3—C4121.5 (3)Fe1—C2—C11—N1−83.4 (3)
C7—Fe1—C3—C4−167.6 (5)C11—N2—C12—C133.9 (6)
C10—Fe1—C3—C479.4 (3)C11—N2—C12—C16−179.0 (4)
C8—Fe1—C3—C4162.4 (3)N2—C12—C13—C14−7.1 (7)
C6—Fe1—C3—C449.4 (6)C16—C12—C13—C14175.9 (4)
C5—Fe1—C3—C4−37.2 (2)C11—N1—C14—C137.0 (6)
C1—Fe1—C3—C4−80.5 (2)Pd1—N1—C14—C13−171.6 (3)
C9—Fe1—C3—C2−120.3 (3)C11—N1—C14—C15−168.0 (4)
C7—Fe1—C3—C2−49.5 (6)Pd1—N1—C14—C1513.5 (6)
C10—Fe1—C3—C2−162.5 (3)C12—C13—C14—N11.3 (7)
C8—Fe1—C3—C2−79.5 (3)C12—C13—C14—C15176.2 (5)
C4—Fe1—C3—C2118.1 (3)C29—P1—C17—C22−87.5 (3)
C6—Fe1—C3—C2167.5 (5)C23—P1—C17—C22163.6 (3)
C5—Fe1—C3—C281.0 (2)Pd1—P1—C17—C2243.2 (3)
C1—Fe1—C3—C237.6 (2)C29—P1—C17—C18148.7 (3)
C2—C3—C4—C5−1.0 (4)C23—P1—C17—C1839.9 (3)
Fe1—C3—C4—C558.8 (3)Pd1—P1—C17—C18−80.5 (3)
C2—C3—C4—Fe1−59.8 (2)C22—C17—C18—C1957.1 (4)
C2—Fe1—C4—C338.7 (2)P1—C17—C18—C19−179.1 (3)
C9—Fe1—C4—C3−76.8 (3)C17—C18—C19—C20−58.0 (5)
C7—Fe1—C4—C3167.4 (5)C18—C19—C20—C2156.7 (5)
C10—Fe1—C4—C3−119.6 (3)C19—C20—C21—C22−54.9 (5)
C8—Fe1—C4—C3−44.7 (6)C18—C17—C22—C21−56.3 (4)
C6—Fe1—C4—C3−160.9 (3)P1—C17—C22—C21177.7 (3)
C5—Fe1—C4—C3120.3 (3)C20—C21—C22—C1755.5 (5)
C1—Fe1—C4—C383.4 (2)C29—P1—C23—C2871.5 (3)
C2—Fe1—C4—C5−81.6 (2)C17—P1—C23—C28−173.0 (3)
C3—Fe1—C4—C5−120.3 (3)Pd1—P1—C23—C28−50.7 (3)
C9—Fe1—C4—C5163.0 (3)C29—P1—C23—C24−57.1 (3)
C7—Fe1—C4—C547.1 (6)C17—P1—C23—C2458.3 (3)
C10—Fe1—C4—C5120.2 (3)Pd1—P1—C23—C24−179.3 (2)
C8—Fe1—C4—C5−164.9 (5)C28—C23—C24—C2558.1 (4)
C6—Fe1—C4—C578.8 (3)P1—C23—C24—C25−171.8 (3)
C1—Fe1—C4—C5−36.9 (2)C23—C24—C25—C26−57.2 (5)
C2—C1—C5—C4−0.2 (4)C24—C25—C26—C2756.0 (5)
Pd1—C1—C5—C4166.0 (3)C25—C26—C27—C28−56.1 (5)
Fe1—C1—C5—C4−58.7 (3)C26—C27—C28—C2357.9 (5)
C2—C1—C5—Fe158.5 (2)C24—C23—C28—C27−58.8 (4)
Pd1—C1—C5—Fe1−135.3 (4)P1—C23—C28—C27169.4 (3)
C3—C4—C5—C10.7 (4)C17—P1—C29—C30169.9 (2)
Fe1—C4—C5—C159.0 (2)C23—P1—C29—C30−78.0 (3)
C3—C4—C5—Fe1−58.3 (3)Pd1—P1—C29—C3040.4 (3)
C2—Fe1—C5—C1−38.9 (2)C17—P1—C29—C34−18.8 (4)
C3—Fe1—C5—C1−83.4 (2)C23—P1—C29—C3493.4 (3)
C9—Fe1—C5—C1−164.6 (5)Pd1—P1—C29—C34−148.2 (3)
C7—Fe1—C5—C177.6 (3)C34—C29—C30—C31−4.5 (5)
C10—Fe1—C5—C1160.6 (3)P1—C29—C30—C31168.2 (3)
C8—Fe1—C5—C144.3 (6)C29—C30—C31—C320.4 (6)
C4—Fe1—C5—C1−120.4 (3)C30—C31—C32—C332.3 (7)
C6—Fe1—C5—C1118.7 (3)C31—C32—C33—C34−0.8 (7)
C2—Fe1—C5—C481.4 (3)C32—C33—C34—C29−3.4 (6)
C3—Fe1—C5—C437.0 (2)C32—C33—C34—C35177.1 (4)
C9—Fe1—C5—C4−44.3 (6)C30—C29—C34—C335.8 (5)
C7—Fe1—C5—C4−162.0 (3)P1—C29—C34—C33−165.1 (3)
C10—Fe1—C5—C4−79.0 (3)C30—C29—C34—C35−174.8 (3)
C8—Fe1—C5—C4164.6 (5)P1—C29—C34—C3514.3 (6)
C6—Fe1—C5—C4−120.9 (3)C33—C34—C35—C4080.8 (5)
C1—Fe1—C5—C4120.4 (3)C29—C34—C35—C40−98.7 (5)
C2—Fe1—C6—C7−42.9 (6)C33—C34—C35—C36−94.5 (5)
C3—Fe1—C6—C7160.3 (4)C29—C34—C35—C3686.0 (5)
C9—Fe1—C6—C780.9 (4)C42—N3—C36—C37−113.7 (5)
C10—Fe1—C6—C7119.5 (5)C43—N3—C36—C3718.8 (6)
C8—Fe1—C6—C737.4 (3)C42—N3—C36—C3567.7 (5)
C4—Fe1—C6—C7−163.2 (3)C43—N3—C36—C35−159.8 (4)
C5—Fe1—C6—C7−120.8 (3)C40—C35—C36—C373.1 (6)
C1—Fe1—C6—C7−78.3 (3)C34—C35—C36—C37178.4 (4)
C2—Fe1—C6—C10−162.4 (5)C40—C35—C36—N3−178.3 (4)
C3—Fe1—C6—C1040.7 (7)C34—C35—C36—N3−3.0 (6)
C9—Fe1—C6—C10−38.7 (4)N3—C36—C37—C38179.6 (4)
C7—Fe1—C6—C10−119.5 (5)C35—C36—C37—C38−1.7 (7)
C8—Fe1—C6—C10−82.1 (4)C36—C37—C38—C39−0.5 (8)
C4—Fe1—C6—C1077.3 (4)C37—C38—C39—C401.3 (8)
C5—Fe1—C6—C10119.7 (3)C38—C39—C40—C350.1 (7)
C1—Fe1—C6—C10162.2 (3)C36—C35—C40—C39−2.3 (6)
C10—C6—C7—C8−1.0 (5)C34—C35—C40—C39−177.9 (4)
Fe1—C6—C7—C8−60.1 (3)
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
C3—H3···Cl2i0.982.783.671 (5)151
C16—H16C···Cg1ii0.962.683.544 (6)151
Symmetry codes: (i) −x+1, −y+1, −z; (ii) −x+1, −y+2, −z.
Table 1
Selected geometric parameters (Å, °) top
Pd1—C11.997 (3)Pd1—P12.2654 (9)
Pd1—N12.192 (3)Pd1—Br12.6585 (6)
N1—Pd1—P1173.00 (9)C1—Pd1—Br1160.40 (10)
Table 2
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
C3—H3···Cl2i0.982.783.671 (5)151
C16—H16C···Cg1ii0.962.683.544 (6)151
Symmetry codes: (i) −x+1, −y+1, −z; (ii) −x+1, −y+2, −z.
Acknowledgements top

This work was supported by the National Science Foundation of China (No. 20872133) and the Innovation Fund for Outstanding Scholars of Henan Province (No. 074200510005).

references
References top

Bruker (2004). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.

Cope, A. C. & Sickman, R. M. (1965). J. Am. Chem. Soc. 87, 3272–3273.

Dupont, J., Consorti, C. S. & Spencer, J. (2005). Chem. Rev. 105, 2527–2571.

Gong, J. F., zhang, Y. H., Song, M. P. & Xu, C. (2007). Organometallics, 26, 6487–6492.

Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.

Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122.

Xu, C., Gong, J. F., Guo, T., Zhang, Y. H. & Wu, Y. J. (2008). J. Mol. Catal. A Chem. 279, 69–76.

Xu, C., Gong, J. F. & Wu, Y. J. (2007). Tetrahedron Lett. 48, 1619–1623.

Xu, C., Wang, Z. Q., Fu, W. J., Lou, X. H., Li, Y. F., Cen, F. F., Ma, H. J. & Ji, B. M. (2009). Organometallics, 28, 1909–1916.