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Acta Cryst. (2007). E63, m2510-m2511    [ doi:10.1107/S1600536807042766 ]

A dimer-to-dimer metal-metal linear aggregate from a nitrate-bridged cis-(2,2':6',2''-terpyridyl-[kappa]3N)palladium(II) cofacial dimer

G.-Q. Mei, K.-L. Huang and H.-P. Huang

Abstract top

The asymmetric unit of the title compound, [mu]-nitrato-bis[(2,2':6',2''-terpyridyl-[kappa]3N)palladium(II)] hexakis(hexafluoridophosphate) acetonitrile solvate, [Pd2(C15H11N3)2NO3]PF6·C2H3N, contains two cationic dimers, [Pd2(C15H11N3)2NO3]3+, six (PF6)- anions and one CH3CN solvent molecule. Each cationic dimer is built upon ([mu]-1,3-NO3) bridging coordination to two cis-(2,2':6',2''-terpyridine)PdII units in a cofacial arrangement. The Pd atom is four-coordinated by a tridentate chelating 2,2':6',2''-terpyridine ligand and one bridging nitrate ion, to form a distorted square-planar geometry. The two dimers aggregate alternately along a linear chain via Pd...Pd interactions [intradimer, 3.09 (1) Å; interdimer, 3.33 (1) Å]. The dimer-to-dimer aggregates arrange in a zigzag orientation along the b axis through [pi]-[pi] interactions [centroid-centroid distances 3.521 (6)-3.894 (6)Å] between terpyridine ligands and weak intermolecular hydrogen bonds involving hexafluoridophosphate anions (C-H...F) and the solvent acetonitrile molecule (C-H...N).

Comment top

Recently, we have been interested in using 2,2':6',2''-terpyridine palladium (II) nitrate as a coordinative array in molecular self-assembly(Huang & Ma, 2007). To our knowledge, its solid structure is usually proposed as a monomer, and the crystal structure of its hexafluorophosphate has been reported (Mei & Huang, 2007). Herein we report the synthesis and structure of {cis-[(2,2':6',2''-terpyridine)palladium(II)]2(µ-1,3-NO3)}3+ (I). X-ray crystallographic analysis reveals that the dimerized cis-(2,2':6',2''-terpyridine)Pd(II) units aggregate into a dimer-to-dimer linear conformation through direct metal-metal interaction and π-π stacking between terpyridine ligands. A similar structure of {cis-[(2,2'-bipyridine)palladium(II)]2(µ-1,3-NO3)2}2+ has been reported (Yu et al., 2001).

In each dimeric cation of the title compound, {cis-[(2,2':6',2''-terpyridine)palladium (II)]2}(µ-1,3-NO3)}3+, both Pd(II) atoms are coordinated by a 2,2':6',2''-terpyridine and bridged by nitrate anion in a cofacial arrangement. The geometry around Pd(II) is a distorted square-planar coordination, composed of three nitrogen atoms from the 2,2':6',2''-terpyridine and one oxygen atom from bridging nitrate (Fig. 1). The two bridged coordinated squares are arranged in an offset face-to-face stacking mode by a dihedral angle of 20°, conforming to an approximate π-π interaction. The resulting Pd···Pd distances (Pd1···Pd2 = 3.0939 (8) Å, Pd3···Pd4 = 3.0867 (8) Å) are significantly shorter than that in the 3,5-diphenyl pyrazolate bridged 2,2':6',2''-terpyridine palladinum complex [Pd2C45H33N8](NO3)3 (3.459 (1) Å)(Huang & Ma, 2007). The (µ-1,3-NO3) nitrato-bridged N—O bonds are significantly shorter [1.27 (1)–1.32 (1) Å] than those of the uncoordination [1.51 (1)–1.52 (1) Å].

Interestingly, the two dimers aggregate alternatively along the linear chain consisting of the four Pd(II) atoms with Pd···Pd distances of 3.09 (1) Å (intradimer) and 3.33 (1)Å (interdimer), showing quite strong metal-metal interactions. The dimer-to-dimer aggregates arrange in a zigzag orientation along crystal axis b through π-π interactions and short contacts involving hexafluorophosphate anions (C—H···F) and the solvent acetonitrile molecule (C—H···N). The centroid-centroid contact between two pyridine rings of the terpyridine molecules and the angle between the ring-centroid vector and the ring normal to one of the pyridine planes in dimeric cation include: Cg1 (N1, C1 to C5)···Cg4 (N5, C16 to C20) 3.521 (6) Å, 15.0 (9)°; Cg2(N2, C6 to C10) ···Cg5(N5, C21 to C25) 3.894 (6) Å, 16.6 (1)°; Cg3(N3, C11 to C15)···Cg6(N7, C26 to C30) 3.624 (6) Å, 17.4 (1)°; Cg7(N8, C31 to C35)···Cg10(N12, C46 to C50) 3.521 (6) Å, 16.0 (4)°; Cg8(N9, C36 to C40)···Cg11(N13, C51 to C55) 3.894 (6) Å, 18.4 (6)°; Cg9(N10, C41 to C45)···Cg12(N14, C56 to C60) 3.624 (6) Å, 21.0 (2)°. While the centroid-centroid contact between two pyridine rings of the terpyridine molecules between the dimeric cations is Cg4···Cg10 3.732 (6) Å, and the angle between the ring-centroid vector and the ring normal to one of the pyridine planes 20.5 (3)°.

Among six hexafluorophosphate anions, two lie on inversion centre (P6, 1/2, 0, 0; P7, 1, 0, 0). The weak non-classical hydrogen bonds that connect cationic dimers, anions and acetonitrile solvent are detailed in Table 1.

Related literature top

For related literature, see: Huang & Ma (2007); Mei & Huang (2007); Yu et al. (2001).

Experimental top

(2,2':6',2''-terpyridyl-κ3N)dinitratopalladium (46.4 mg, 0.10 mmol) was dissolved in water (5 ml), and a twofold excess of potassium hexafluorophosphate was added, which resulted in the immediate deposition deep yellow microcrystals. The crystals were filtered, washed with a minimum amount of cold water and dried under vacuum (quantative yield, of 58.3 mg). Crystals were obtained by the vapor diffusion of diethyl ether into a 2 mM solution of in acetonitrile. 1H NMR (400 MHz, [D3] acetonitrile): δ 7.55 (2H, m, Ph—H), 8.03 (4H, m, Ph—H), 8.18 (6H, m, Ph—H), 8.37 (2H, m, Ph—H) p.p.m.

Refinement top

All H atoms were fixed geometrically and treated as riding with C—H = 0.93 Å (aromatic) or 0.96 Å (methyl) with Uiso(H) = 1.2Ueq(aromatic) or Uiso(H) = 1.5Ueq(methyl).

Some residual electron density were difficult to modelize and therefore, the SQUEEZE function of PLATON (Spek, 2003) was used to eliminate the contribution of the electron density in the solvent region from the intensity data, and the solvent-free model was employed for the final refinement.

There are two voids of about 15 Å3 per unitl cell. PLATON estimated that each void contains 4.5 electrons which may correspond to roughly one water molecules within the cell.

Computing details top

Data collection: RAPID-AUTO (Rigaku, 1999); cell refinement: RAPID-AUTO (Rigaku, 1999); data reduction: RAPID-AUTO (Rigaku, 1999); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997) and PLATON (Spek, 2003); molecular graphics: SHELXTL (Sheldrick, 2001); software used to prepare material for publication: SHELXTL (Sheldrick, 2001).

Figures top
[Figure 1] Fig. 1. The structures of independent cations title complexes, showing 30% probability displacement ellipsoids and the atom numbering scheme. H atoms have been omitted for clarity·The intermolecular Pd—Pd interaction is shown as dashed line.
µ-nitrato-bis[(2,2':6',2''-terpyridyl-κ3 N)palladium(II)] hexakis(hexafluorophosphate) acetonitrile solvate top
Crystal data top
[Pd2(C15H11N3)2NO3]PF6·C2H3NZ = 2
Mr = 2393.57F000 = 2340
Triclinic, P1Dx = 1.965 Mg m−3
Hall symbol: -P 1Mo Kα radiation
λ = 0.71073 Å
a = 14.0633 (3) ÅCell parameters from 683 reflections
b = 14.7277 (4) Åθ = 1.0–27.5º
c = 20.7043 (7) ŵ = 1.14 mm−1
α = 104.681 (4)ºT = 291 (2) K
β = 90.450 (1)ºBlock, yellow
γ = 102.226 (3)º0.32 × 0.28 × 0.25 mm
V = 4045.6 (2) Å3
Data collection top
Rigaku R-AXIS RAPID IP
diffractometer		17102 independent reflections
Radiation source: Rotating Anode13353 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.042
T = 291(2) Kθmax = 27.0º
Oscillation scansθmin = 1.0º
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)		h = −17→17
Tmin = 0.71, Tmax = 0.76k = −18→18
27513 measured reflectionsl = 0→26
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.063H-atom parameters constrained
wR(F2) = 0.156  w = 1/[σ2(Fo2) + (0.0584P)2 + 15.4804P]
where P = (Fo2 + 2Fc2)/3
S = 1.07(Δ/σ)max = 0.001
17102 reflectionsΔρmax = 0.97 e Å−3
1165 parametersΔρmin = −0.61 e Å−3
Primary atom site location: structure-invariant direct methodsExtinction correction: none
Crystal data top
[Pd2(C15H11N3)2NO3]PF6·C2H3Nγ = 102.226 (3)º
Mr = 2393.57V = 4045.6 (2) Å3
Triclinic, P1Z = 2
a = 14.0633 (3) ÅMo Kα
b = 14.7277 (4) ŵ = 1.14 mm−1
c = 20.7043 (7) ÅT = 291 (2) K
α = 104.681 (4)º0.32 × 0.28 × 0.25 mm
β = 90.450 (1)º
Data collection top
Rigaku R-AXIS RAPID IP
diffractometer		17102 independent reflections
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)		13353 reflections with I > 2σ(I)
Tmin = 0.71, Tmax = 0.76Rint = 0.042
27513 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.063H-atom parameters constrained
wR(F2) = 0.156  w = 1/[σ2(Fo2) + (0.0584P)2 + 15.4804P]
where P = (Fo2 + 2Fc2)/3
S = 1.07Δρmax = 0.97 e Å−3
17102 reflectionsΔρmin = −0.61 e Å−3
1165 parameters
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
C10.8441 (6)0.2275 (5)0.1255 (4)0.0623 (18)
H10.80760.23490.09020.075*
C20.9424 (7)0.2307 (6)0.1205 (5)0.082 (3)
H20.97130.24000.08180.099*
C30.9971 (7)0.2206 (6)0.1706 (6)0.086 (3)
H31.06390.22540.16740.103*
C40.9523 (5)0.2029 (6)0.2273 (5)0.070 (2)
H40.98840.19370.26200.084*
C50.8541 (5)0.1994 (5)0.2312 (4)0.0542 (16)
C60.7971 (5)0.1778 (4)0.2868 (3)0.0506 (15)
C70.8311 (6)0.1654 (6)0.3457 (4)0.070 (2)
H70.89740.17140.35460.085*
C80.7660 (7)0.1443 (7)0.3908 (5)0.085 (3)
H80.78870.13510.43040.101*
C90.6679 (7)0.1363 (6)0.3796 (4)0.074 (2)
H90.62440.12230.41120.089*
C100.6351 (5)0.1496 (5)0.3197 (3)0.0565 (16)
C110.5346 (5)0.1491 (5)0.2974 (3)0.0555 (16)
C120.4539 (6)0.1237 (7)0.3313 (5)0.080 (3)
H120.45980.10500.37060.096*
C130.3645 (6)0.1267 (7)0.3060 (5)0.085 (3)
H130.30930.11160.32900.102*
C140.3557 (6)0.1513 (7)0.2477 (5)0.082 (3)
H140.29480.15210.23030.099*
C150.4389 (5)0.1753 (6)0.2146 (4)0.0642 (19)
H150.43310.19200.17460.077*
C160.8965 (6)0.4625 (5)0.1568 (4)0.0606 (18)
H160.84950.45920.12390.073*
C170.9929 (7)0.4792 (6)0.1429 (5)0.074 (2)
H171.01090.48730.10120.089*
C181.0616 (7)0.4837 (6)0.1907 (6)0.086 (3)
H181.12720.49500.18180.103*
C191.0344 (6)0.4714 (6)0.2529 (5)0.071 (2)
H191.08090.47290.28560.085*
C200.9358 (5)0.4568 (5)0.2648 (4)0.0521 (15)
C210.8970 (5)0.4443 (4)0.3283 (3)0.0493 (14)
C220.9466 (5)0.4412 (6)0.3856 (4)0.0644 (19)
H221.01380.44700.38750.077*
C230.8935 (6)0.4293 (6)0.4391 (4)0.070 (2)
H230.92570.42730.47800.084*
C240.7940 (6)0.4202 (6)0.4373 (3)0.0649 (19)
H240.75930.41180.47420.078*
C250.7471 (5)0.4238 (4)0.3800 (3)0.0473 (14)
C260.6412 (5)0.4126 (5)0.3665 (3)0.0479 (14)
C270.5710 (6)0.4027 (6)0.4121 (4)0.0658 (19)
H270.58880.40280.45550.079*
C280.4757 (6)0.3927 (6)0.3930 (4)0.071 (2)
H280.42800.38440.42310.085*
C290.4499 (6)0.3949 (6)0.3298 (4)0.067 (2)
H290.38500.38970.31690.080*
C300.5220 (5)0.4051 (5)0.2854 (3)0.0530 (15)
H300.50480.40670.24230.064*
C310.8777 (6)0.9041 (6)0.3936 (4)0.070 (2)
H310.84450.88340.42770.084*
C320.9779 (8)0.9376 (7)0.4015 (6)0.098 (3)
H321.01180.93830.44040.117*
C331.0271 (7)0.9702 (7)0.3515 (8)0.108 (4)
H331.09430.99390.35670.130*
C340.9757 (6)0.9672 (6)0.2939 (6)0.090 (3)
H341.00800.98830.25950.108*
C350.8759 (5)0.9327 (5)0.2875 (4)0.065 (2)
C360.8132 (6)0.9311 (5)0.2302 (4)0.0627 (19)
C370.8396 (8)0.9490 (7)0.1688 (5)0.090 (3)
H370.90490.96500.16000.108*
C380.7674 (9)0.9425 (8)0.1219 (6)0.105 (4)
H380.78460.95590.08140.126*
C390.6713 (8)0.9172 (8)0.1328 (5)0.093 (3)
H390.62340.91230.10000.112*
C400.6459 (6)0.8988 (5)0.1937 (4)0.0621 (18)
C410.5476 (5)0.8686 (5)0.2152 (3)0.0544 (16)
C420.4628 (7)0.8680 (7)0.1818 (4)0.077 (2)
H420.46440.88510.14150.093*
C430.3746 (7)0.8415 (8)0.2090 (5)0.089 (3)
H430.31630.83940.18650.107*
C440.3740 (6)0.8187 (7)0.2683 (5)0.080 (2)
H440.31540.80230.28750.096*
C450.4602 (5)0.8201 (6)0.2998 (4)0.0640 (19)
H450.45870.80320.34020.077*
C460.9099 (6)0.6866 (5)0.3674 (4)0.0586 (17)
H460.86500.67230.39820.070*
C471.0085 (6)0.7062 (6)0.3856 (4)0.072 (2)
H471.02930.70500.42810.086*
C481.0740 (6)0.7271 (6)0.3415 (5)0.079 (2)
H481.14030.74140.35380.095*
C491.0431 (5)0.7274 (6)0.2777 (4)0.068 (2)
H491.08810.74110.24700.081*
C500.9434 (5)0.7066 (5)0.2606 (3)0.0497 (14)
C510.8998 (4)0.7011 (5)0.1951 (3)0.0501 (15)
C520.9464 (6)0.7191 (7)0.1401 (4)0.072 (2)
H521.01390.73900.14220.086*
C530.8923 (6)0.7073 (8)0.0823 (4)0.086 (3)
H530.92360.71750.04450.104*
C540.7925 (6)0.6806 (7)0.0790 (4)0.077 (2)
H540.75620.67290.03950.093*
C550.7468 (5)0.6652 (5)0.1354 (3)0.0507 (15)
C560.6402 (5)0.6389 (5)0.1440 (3)0.0515 (15)
C570.5688 (5)0.6230 (6)0.0938 (4)0.0642 (19)
H570.58490.62830.05120.077*
C580.4731 (6)0.5989 (6)0.1088 (4)0.074 (2)
H580.42350.58730.07580.089*
C590.4500 (5)0.5917 (6)0.1722 (4)0.066 (2)
H590.38550.57520.18260.080*
C600.5254 (5)0.6098 (5)0.2195 (3)0.0538 (15)
H600.51060.60540.26250.065*
C610.1844 (10)0.9551 (11)0.1525 (7)0.131 (5)
C620.2378 (10)0.9738 (11)0.0963 (7)0.136 (5)
H62A0.30150.96070.09930.205*
H62B0.24401.04000.09640.205*
H62C0.20310.93320.05550.205*
F110.3301 (4)0.3848 (5)0.0682 (3)0.119 (2)
F120.2561 (7)0.3968 (8)0.1639 (5)0.197 (5)
F130.2405 (5)0.2426 (7)0.1524 (5)0.166 (4)
F140.3120 (8)0.2367 (7)0.0574 (6)0.206 (5)
F150.3859 (4)0.3387 (6)0.1503 (3)0.130 (3)
F160.1809 (4)0.2967 (6)0.0747 (3)0.129 (3)
F210.5986 (6)0.0326 (7)0.5747 (4)0.149 (3)
F220.6604 (6)−0.0001 (4)0.4719 (3)0.113 (2)
F230.8034 (6)0.0203 (9)0.5206 (4)0.184 (4)
F240.7447 (6)0.0528 (5)0.6218 (3)0.123 (2)
F250.7226 (8)0.1334 (5)0.5479 (4)0.168 (4)
F260.6799 (8)−0.0800 (5)0.5458 (3)0.162 (4)
F310.8351 (6)0.3205 (10)−0.1226 (4)0.206 (5)
F320.7038 (5)0.2858 (8)−0.0701 (4)0.183 (5)
F330.7890 (5)0.3505 (8)0.0223 (3)0.174 (4)
F340.9127 (5)0.4075 (7)−0.0323 (4)0.157 (3)
F350.7673 (8)0.4243 (8)−0.0488 (11)0.304 (10)
F360.8546 (11)0.2592 (9)−0.0474 (9)0.269 (8)
F410.8457 (6)0.7797 (6)0.5182 (4)0.152 (3)
F420.7670 (5)0.7115 (9)0.5912 (4)0.184 (4)
F430.8981 (8)0.6827 (8)0.6252 (5)0.186 (4)
F440.9753 (6)0.7548 (13)0.5545 (6)0.264 (8)
F450.8903 (11)0.8221 (6)0.6293 (5)0.236 (6)
F460.8550 (13)0.6419 (6)0.5186 (5)0.249 (7)
F510.4019 (4)0.6030 (6)0.3473 (4)0.138 (3)
F520.3325 (4)0.5410 (5)0.4247 (3)0.0992 (18)
F530.1941 (4)0.5869 (6)0.4045 (3)0.116 (2)
F540.2658 (6)0.6500 (8)0.3285 (5)0.199 (5)
F550.2626 (6)0.4985 (7)0.3237 (4)0.153 (3)
F560.3341 (7)0.6859 (6)0.4324 (7)0.214 (5)
F610.4833 (6)0.0345 (5)0.0762 (3)0.127 (2)
F620.5061 (7)0.1027 (4)−0.0091 (4)0.152 (3)
F630.6111 (4)0.0318 (6)0.0229 (4)0.131 (2)
F710.9031 (6)0.0317 (7)0.0224 (5)0.164 (3)
F721.0373 (8)0.0383 (8)0.0745 (4)0.191 (4)
F731.0362 (9)0.0982 (6)−0.0120 (6)0.227 (6)
N10.8006 (4)0.2138 (4)0.1805 (3)0.0507 (12)
N20.7009 (4)0.1692 (4)0.2757 (3)0.0467 (12)
N30.5274 (4)0.1751 (4)0.2388 (3)0.0526 (13)
N40.6167 (4)0.3392 (5)0.1162 (3)0.0549 (14)
N50.8685 (4)0.4510 (4)0.2155 (3)0.0503 (12)
N60.7995 (3)0.4362 (3)0.3279 (2)0.0421 (11)
N70.6158 (4)0.4128 (4)0.3030 (2)0.0439 (11)
N80.8280 (4)0.9010 (4)0.3372 (3)0.0567 (14)
N90.7176 (4)0.9067 (4)0.2396 (3)0.0517 (13)
N100.5470 (4)0.8447 (4)0.2750 (3)0.0511 (12)
N110.6422 (4)0.7095 (5)0.3970 (3)0.0651 (16)
N120.8774 (4)0.6877 (4)0.3066 (3)0.0492 (12)
N130.8014 (4)0.6745 (4)0.1907 (2)0.0434 (11)
N140.6179 (4)0.6333 (4)0.2066 (2)0.0455 (11)
N150.1438 (11)0.9385 (13)0.1956 (7)0.198 (7)
O10.6131 (4)0.2523 (4)0.1226 (3)0.0703 (14)
O20.5685 (5)0.3518 (6)0.0542 (3)0.105 (2)
O30.6582 (3)0.4170 (3)0.1593 (2)0.0505 (10)
O40.6716 (4)0.6451 (3)0.3534 (2)0.0551 (11)
O50.6432 (4)0.7971 (4)0.3917 (3)0.0757 (15)
O60.6025 (6)0.6805 (6)0.4584 (3)0.117 (3)
P10.28359 (14)0.31449 (18)0.11135 (11)0.0682 (5)
P20.70198 (19)0.02723 (16)0.54697 (10)0.0701 (6)
P30.80942 (15)0.3441 (2)−0.05047 (11)0.0729 (6)
P40.87092 (17)0.73181 (17)0.57193 (12)0.0735 (6)
P50.29837 (15)0.59521 (18)0.37584 (12)0.0693 (6)
P60.50000.00000.00000.0582 (6)
P71.00000.00000.00000.0977 (13)
Pd10.65777 (4)0.20609 (3)0.19879 (2)0.04358 (12)
Pd20.73012 (3)0.42735 (3)0.24547 (2)0.03875 (11)
Pd30.68166 (4)0.85813 (3)0.31629 (2)0.04592 (12)
Pd40.73706 (3)0.66080 (3)0.27017 (2)0.04043 (11)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.075 (5)0.055 (4)0.058 (4)0.016 (3)0.021 (4)0.015 (3)
C20.094 (7)0.069 (5)0.092 (6)0.027 (5)0.048 (6)0.025 (5)
C30.065 (5)0.069 (5)0.123 (8)0.016 (4)0.030 (6)0.020 (5)
C40.051 (4)0.065 (5)0.093 (6)0.013 (3)0.006 (4)0.022 (4)
C50.059 (4)0.042 (3)0.062 (4)0.010 (3)0.004 (3)0.014 (3)
C60.052 (4)0.043 (3)0.059 (4)0.009 (3)−0.003 (3)0.019 (3)
C70.064 (5)0.077 (5)0.079 (5)0.013 (4)−0.011 (4)0.040 (4)
C80.091 (7)0.101 (7)0.072 (5)0.019 (5)−0.012 (5)0.043 (5)
C90.084 (6)0.084 (6)0.066 (5)0.014 (4)0.013 (4)0.046 (4)
C100.066 (4)0.056 (4)0.056 (4)0.012 (3)0.009 (3)0.030 (3)
C110.057 (4)0.055 (4)0.057 (4)0.006 (3)0.005 (3)0.024 (3)
C120.069 (5)0.102 (7)0.086 (6)0.017 (5)0.026 (5)0.057 (5)
C130.061 (5)0.094 (7)0.111 (7)0.011 (4)0.024 (5)0.051 (6)
C140.049 (4)0.093 (6)0.111 (7)0.010 (4)0.000 (5)0.043 (6)
C150.058 (4)0.066 (5)0.072 (5)0.008 (3)0.004 (4)0.029 (4)
C160.069 (5)0.057 (4)0.051 (4)0.006 (3)0.016 (3)0.011 (3)
C170.073 (5)0.065 (5)0.080 (5)0.008 (4)0.037 (5)0.017 (4)
C180.055 (5)0.070 (5)0.124 (8)0.009 (4)0.038 (5)0.012 (5)
C190.049 (4)0.066 (5)0.088 (6)0.012 (3)0.010 (4)0.005 (4)
C200.038 (3)0.048 (4)0.064 (4)0.005 (3)0.006 (3)0.006 (3)
C210.050 (4)0.037 (3)0.054 (4)0.006 (3)−0.007 (3)0.002 (3)
C220.047 (4)0.068 (5)0.074 (5)0.011 (3)−0.013 (4)0.013 (4)
C230.067 (5)0.089 (6)0.053 (4)0.020 (4)−0.016 (4)0.018 (4)
C240.076 (5)0.078 (5)0.036 (3)0.012 (4)−0.007 (3)0.012 (3)
C250.057 (4)0.045 (3)0.037 (3)0.010 (3)0.003 (3)0.009 (2)
C260.052 (4)0.052 (4)0.043 (3)0.018 (3)0.009 (3)0.014 (3)
C270.067 (5)0.086 (5)0.051 (4)0.021 (4)0.017 (4)0.026 (4)
C280.062 (5)0.091 (6)0.073 (5)0.028 (4)0.032 (4)0.036 (4)
C290.049 (4)0.080 (5)0.078 (5)0.024 (4)0.011 (4)0.025 (4)
C300.044 (3)0.064 (4)0.056 (4)0.016 (3)0.004 (3)0.022 (3)
C310.070 (5)0.061 (5)0.067 (5)0.020 (4)−0.017 (4)−0.010 (4)
C320.077 (7)0.075 (6)0.121 (9)0.024 (5)−0.025 (6)−0.016 (6)
C330.054 (6)0.072 (6)0.184 (13)0.013 (5)−0.007 (7)0.009 (7)
C340.053 (5)0.058 (5)0.153 (10)0.007 (4)0.020 (6)0.020 (5)
C350.053 (4)0.042 (4)0.095 (6)0.009 (3)0.017 (4)0.011 (4)
C360.062 (4)0.045 (4)0.085 (5)0.012 (3)0.030 (4)0.023 (4)
C370.090 (7)0.089 (6)0.106 (7)0.021 (5)0.055 (6)0.052 (6)
C380.119 (9)0.124 (9)0.096 (7)0.031 (7)0.049 (7)0.069 (7)
C390.110 (8)0.118 (8)0.081 (6)0.041 (6)0.034 (6)0.064 (6)
C400.068 (5)0.059 (4)0.065 (4)0.013 (3)0.014 (4)0.028 (4)
C410.054 (4)0.063 (4)0.047 (3)0.011 (3)0.004 (3)0.016 (3)
C420.077 (6)0.094 (6)0.068 (5)0.027 (5)0.005 (4)0.027 (5)
C430.057 (5)0.110 (8)0.095 (7)0.022 (5)−0.004 (5)0.015 (6)
C440.055 (5)0.099 (7)0.082 (6)0.015 (4)0.016 (4)0.018 (5)
C450.055 (4)0.074 (5)0.064 (4)0.015 (4)0.016 (4)0.019 (4)
C460.066 (4)0.056 (4)0.052 (4)0.012 (3)−0.005 (3)0.013 (3)
C470.071 (5)0.067 (5)0.074 (5)0.023 (4)−0.023 (4)0.004 (4)
C480.054 (5)0.071 (5)0.104 (7)0.012 (4)−0.019 (5)0.013 (5)
C490.046 (4)0.064 (5)0.089 (6)0.020 (3)−0.003 (4)0.007 (4)
C500.043 (3)0.055 (4)0.051 (3)0.014 (3)0.005 (3)0.010 (3)
C510.039 (3)0.060 (4)0.053 (4)0.017 (3)0.009 (3)0.011 (3)
C520.045 (4)0.108 (7)0.066 (5)0.020 (4)0.024 (4)0.026 (4)
C530.064 (5)0.142 (9)0.059 (5)0.028 (5)0.027 (4)0.031 (5)
C540.073 (5)0.114 (7)0.046 (4)0.018 (5)0.007 (4)0.024 (4)
C550.047 (4)0.066 (4)0.041 (3)0.017 (3)0.004 (3)0.014 (3)
C560.055 (4)0.058 (4)0.045 (3)0.017 (3)−0.003 (3)0.017 (3)
C570.058 (4)0.085 (5)0.051 (4)0.012 (4)−0.011 (3)0.024 (4)
C580.060 (5)0.090 (6)0.071 (5)0.008 (4)−0.019 (4)0.026 (4)
C590.035 (3)0.076 (5)0.086 (5)0.000 (3)−0.004 (3)0.028 (4)
C600.047 (4)0.058 (4)0.054 (4)0.004 (3)0.003 (3)0.018 (3)
C610.092 (8)0.149 (12)0.122 (10)0.004 (8)0.036 (8)−0.001 (9)
C620.109 (10)0.170 (13)0.129 (11)0.013 (9)0.039 (8)0.051 (10)
F110.087 (4)0.168 (6)0.110 (4)−0.013 (4)−0.021 (3)0.082 (4)
F120.151 (7)0.239 (11)0.175 (8)0.095 (7)0.030 (6)−0.041 (8)
F130.095 (5)0.240 (10)0.210 (8)−0.005 (5)−0.006 (5)0.177 (8)
F140.203 (10)0.135 (7)0.239 (11)0.043 (7)0.072 (8)−0.034 (7)
F150.060 (3)0.229 (8)0.119 (5)0.012 (4)−0.020 (3)0.096 (5)
F160.061 (3)0.208 (7)0.125 (5)−0.007 (4)−0.022 (3)0.085 (5)
F210.114 (5)0.202 (8)0.134 (6)0.056 (5)0.020 (5)0.030 (6)
F220.193 (7)0.080 (4)0.064 (3)0.027 (4)−0.021 (4)0.020 (3)
F230.127 (6)0.325 (14)0.115 (6)0.103 (8)0.037 (5)0.038 (7)
F240.164 (6)0.146 (6)0.060 (3)0.055 (5)−0.002 (4)0.012 (3)
F250.309 (12)0.070 (4)0.111 (5)0.019 (5)0.005 (6)0.017 (4)
F260.319 (12)0.077 (4)0.097 (5)0.043 (6)0.030 (6)0.035 (4)
F310.094 (5)0.412 (17)0.085 (5)0.040 (7)0.032 (4)0.025 (7)
F320.071 (4)0.304 (12)0.100 (5)−0.024 (5)0.020 (4)−0.024 (6)
F330.095 (5)0.335 (13)0.077 (4)−0.001 (6)0.004 (4)0.066 (6)
F340.085 (4)0.204 (8)0.139 (6)−0.046 (5)0.015 (4)0.028 (6)
F350.159 (9)0.164 (10)0.64 (3)0.063 (8)0.002 (14)0.174 (15)
F360.276 (15)0.214 (12)0.41 (2)0.133 (11)0.162 (15)0.183 (13)
F410.176 (7)0.186 (8)0.151 (6)0.087 (6)0.032 (6)0.107 (6)
F420.084 (5)0.335 (14)0.149 (7)0.035 (6)0.004 (5)0.105 (8)
F430.229 (10)0.249 (11)0.158 (7)0.156 (9)0.021 (7)0.105 (8)
F440.078 (5)0.54 (3)0.200 (10)0.030 (9)0.008 (6)0.174 (14)
F450.407 (19)0.097 (6)0.153 (8)−0.014 (8)0.026 (10)−0.004 (6)
F460.47 (2)0.097 (6)0.157 (8)0.072 (9)0.027 (11)−0.012 (6)
F510.073 (4)0.206 (8)0.187 (7)0.053 (4)0.067 (4)0.124 (6)
F520.096 (4)0.155 (5)0.074 (3)0.061 (4)0.017 (3)0.052 (3)
F530.070 (3)0.205 (7)0.106 (4)0.060 (4)0.032 (3)0.076 (5)
F540.160 (7)0.317 (12)0.263 (11)0.158 (8)0.121 (7)0.245 (10)
F550.125 (6)0.196 (8)0.105 (5)0.051 (5)−0.030 (4)−0.029 (5)
F560.175 (9)0.090 (5)0.321 (14)0.025 (5)−0.007 (9)−0.043 (7)
F610.162 (6)0.137 (6)0.062 (3)0.017 (5)0.024 (4)0.006 (3)
F620.258 (10)0.057 (3)0.126 (5)0.006 (4)−0.064 (6)0.024 (3)
F630.076 (4)0.180 (7)0.135 (6)0.010 (4)−0.008 (4)0.052 (5)
F710.125 (6)0.173 (8)0.188 (8)0.049 (5)0.075 (6)0.021 (6)
F720.230 (11)0.221 (11)0.119 (6)0.103 (9)0.015 (7)−0.007 (7)
F730.296 (14)0.102 (6)0.278 (13)0.015 (7)0.149 (11)0.063 (7)
N10.053 (3)0.045 (3)0.055 (3)0.010 (2)0.011 (3)0.013 (2)
N20.051 (3)0.046 (3)0.049 (3)0.012 (2)0.003 (2)0.024 (2)
N30.049 (3)0.061 (3)0.054 (3)0.012 (2)0.005 (2)0.026 (3)
N40.054 (3)0.073 (4)0.046 (3)0.022 (3)0.012 (3)0.023 (3)
N50.048 (3)0.049 (3)0.048 (3)0.003 (2)0.009 (2)0.007 (2)
N60.040 (3)0.044 (3)0.038 (2)0.007 (2)−0.003 (2)0.006 (2)
N70.041 (3)0.051 (3)0.042 (3)0.015 (2)0.006 (2)0.012 (2)
N80.050 (3)0.044 (3)0.069 (4)0.010 (2)0.001 (3)0.003 (3)
N90.052 (3)0.046 (3)0.061 (3)0.010 (2)0.018 (3)0.022 (3)
N100.050 (3)0.054 (3)0.051 (3)0.013 (2)0.010 (2)0.016 (2)
N110.055 (4)0.087 (5)0.052 (3)0.004 (3)−0.002 (3)0.025 (3)
N120.049 (3)0.043 (3)0.050 (3)0.011 (2)−0.006 (2)0.001 (2)
N130.040 (3)0.051 (3)0.038 (2)0.011 (2)0.008 (2)0.010 (2)
N140.044 (3)0.049 (3)0.043 (3)0.009 (2)0.003 (2)0.012 (2)
N150.155 (12)0.246 (18)0.142 (11)−0.010 (11)0.075 (10)−0.001 (11)
O10.087 (4)0.066 (3)0.057 (3)0.011 (3)−0.006 (3)0.021 (3)
O20.099 (5)0.152 (7)0.079 (4)0.038 (5)−0.006 (4)0.050 (4)
O30.063 (3)0.047 (2)0.041 (2)0.010 (2)0.000 (2)0.0133 (19)
O40.064 (3)0.060 (3)0.043 (2)0.012 (2)0.015 (2)0.016 (2)
O50.091 (4)0.079 (4)0.058 (3)0.016 (3)0.014 (3)0.022 (3)
O60.113 (6)0.167 (8)0.074 (4)0.007 (5)0.021 (4)0.055 (5)
P10.0466 (10)0.0995 (16)0.0659 (12)0.0147 (10)0.0017 (9)0.0360 (12)
P20.0977 (16)0.0608 (12)0.0550 (11)0.0238 (11)0.0108 (11)0.0156 (9)
P30.0496 (11)0.1117 (18)0.0578 (11)0.0066 (11)0.0118 (9)0.0319 (12)
P40.0654 (13)0.0750 (14)0.0806 (14)0.0214 (10)−0.0151 (11)0.0168 (11)
P50.0532 (11)0.0926 (16)0.0769 (13)0.0260 (10)0.0190 (10)0.0399 (12)
P60.0728 (17)0.0480 (14)0.0519 (14)0.0096 (12)0.0047 (12)0.0130 (11)
P70.096 (3)0.075 (2)0.107 (3)0.0043 (19)0.050 (2)0.008 (2)
Pd10.0495 (3)0.0423 (2)0.0410 (2)0.00723 (19)0.00250 (19)0.01685 (19)
Pd20.0396 (2)0.0424 (2)0.0338 (2)0.00792 (17)0.00260 (17)0.01008 (17)
Pd30.0478 (3)0.0451 (3)0.0434 (2)0.0076 (2)0.0087 (2)0.0111 (2)
Pd40.0399 (2)0.0444 (2)0.0359 (2)0.00804 (18)0.00250 (18)0.00956 (18)
Geometric parameters (Å, °) top
C1—N11.337 (9)C48—C491.389 (12)
C1—C21.379 (12)C48—H480.9300
C1—H10.9300C49—C501.392 (9)
C2—C31.343 (14)C49—H490.9300
C2—H20.9300C50—N121.373 (8)
C3—C41.392 (13)C50—C511.460 (9)
C3—H30.9300C51—N131.352 (8)
C4—C51.375 (10)C51—C521.374 (10)
C4—H40.9300C52—C531.366 (12)
C5—N11.372 (9)C52—H520.9300
C5—C61.470 (9)C53—C541.370 (12)
C6—N21.345 (8)C53—H530.9300
C6—C71.376 (10)C54—C551.383 (10)
C7—C81.358 (12)C54—H540.9300
C7—H70.9300C55—N131.335 (8)
C8—C91.373 (12)C55—C561.490 (9)
C8—H80.9300C56—N141.355 (8)
C9—C101.395 (10)C56—C571.380 (9)
C9—H90.9300C57—C581.376 (11)
C10—N21.341 (8)C57—H570.9300
C10—C111.482 (10)C58—C591.380 (11)
C11—N31.372 (8)C58—H580.9300
C11—C121.372 (10)C59—C601.373 (10)
C12—C131.373 (12)C59—H590.9300
C12—H120.9300C60—N141.321 (8)
C13—C141.356 (12)C60—H600.9300
C13—H130.9300C61—N151.115 (17)
C14—C151.387 (11)C61—C621.443 (17)
C14—H140.9300C62—H62A0.9602
C15—N31.338 (9)C62—H62B0.9597
C15—H150.9300C62—H62C0.9608
C16—N51.322 (8)F11—P11.579 (6)
C16—C171.372 (11)F12—P11.529 (8)
C16—H160.9300F13—P11.550 (6)
C17—C181.357 (13)F14—P11.508 (8)
C17—H170.9300F15—P11.570 (5)
C18—C191.392 (13)F16—P11.567 (6)
C18—H180.9300F21—P21.577 (8)
C19—C201.391 (10)F22—P21.577 (5)
C19—H190.9300F23—P21.546 (8)
C20—N51.361 (9)F24—P21.581 (6)
C20—C211.466 (10)F25—P21.524 (7)
C21—N61.351 (8)F26—P21.537 (7)
C21—C221.388 (10)F31—P31.511 (7)
C22—C231.369 (11)F32—P31.543 (7)
C22—H220.9300F33—P31.518 (7)
C23—C241.377 (11)F34—P31.536 (6)
C23—H230.9300F35—P31.421 (10)
C24—C251.371 (9)F36—P31.533 (11)
C24—H240.9300F41—P41.536 (7)
C25—N61.340 (8)F42—P41.507 (8)
C25—C261.480 (9)F43—P41.550 (7)
C26—N71.361 (8)F44—P41.503 (9)
C26—C271.382 (9)F45—P41.515 (9)
C27—C281.362 (11)F46—P41.468 (9)
C27—H270.9300F51—P51.568 (5)
C28—C291.364 (11)F52—P51.567 (5)
C28—H280.9300F53—P51.579 (5)
C29—C301.384 (10)F54—P51.541 (6)
C29—H290.9300F55—P51.535 (8)
C30—N71.340 (8)F56—P51.523 (9)
C30—H300.9300F61—P61.565 (5)
C31—N81.341 (10)F62—P61.556 (6)
C31—C321.384 (13)F63—P61.566 (6)
C31—H310.9300F71—P71.568 (7)
C32—C331.380 (16)F72—P71.547 (9)
C32—H320.9300F73—P71.511 (8)
C33—C341.376 (16)N1—Pd12.032 (5)
C33—H330.9300N2—Pd11.939 (5)
C34—C351.382 (11)N3—Pd12.029 (5)
C34—H340.9300N4—O31.282 (7)
C35—N81.362 (10)N4—O11.310 (7)
C35—C361.465 (12)N4—O21.518 (8)
C36—N91.344 (9)N5—Pd22.033 (5)
C36—C371.399 (11)N6—Pd21.920 (5)
C37—C381.371 (15)N7—Pd22.015 (5)
C37—H370.9300N8—Pd32.029 (6)
C38—C391.361 (14)N9—Pd31.930 (5)
C38—H380.9300N10—Pd32.022 (6)
C39—C401.390 (10)N11—O41.273 (8)
C39—H390.9300N11—O51.320 (8)
C40—N91.346 (9)N11—O61.515 (8)
C40—C411.468 (10)N12—Pd42.029 (5)
C41—N101.370 (8)N13—Pd41.919 (5)
C41—C421.371 (11)N14—Pd42.027 (5)
C42—C431.388 (13)O1—Pd12.014 (5)
C42—H420.9300O3—Pd21.999 (4)
C43—C441.353 (13)O4—Pd42.003 (4)
C43—H430.9300O5—Pd32.014 (5)
C44—C451.366 (11)P6—F62i1.556 (6)
C44—H440.9300P6—F61i1.565 (5)
C45—N101.343 (9)P6—F63i1.566 (6)
C45—H450.9300P7—F73ii1.511 (8)
C46—N121.343 (8)P7—F72ii1.547 (9)
C46—C471.383 (11)P7—F71ii1.568 (7)
C46—H460.9300Pd1—Pd23.0940 (6)
C47—C481.347 (13)Pd3—Pd43.0868 (7)
C47—H470.9300
N1—C1—C2120.6 (8)C5—N1—Pd1113.2 (4)
N1—C1—H1119.7C10—N2—C6123.4 (6)
C2—C1—H1119.7C10—N2—Pd1118.1 (4)
C3—C2—C1121.3 (8)C6—N2—Pd1117.8 (4)
C3—C2—H2119.4C15—N3—C11118.4 (6)
C1—C2—H2119.4C15—N3—Pd1128.5 (5)
C2—C3—C4118.9 (8)C11—N3—Pd1113.1 (4)
C2—C3—H3120.6O3—N4—O1124.7 (5)
C4—C3—H3120.6O3—N4—O2115.8 (6)
C5—C4—C3119.1 (8)O1—N4—O2119.5 (6)
C5—C4—H4120.5C16—N5—C20120.2 (6)
C3—C4—H4120.5C16—N5—Pd2127.5 (5)
N1—C5—C4120.8 (7)C20—N5—Pd2112.2 (4)
N1—C5—C6114.4 (6)C25—N6—C21123.4 (5)
C4—C5—C6124.7 (7)C25—N6—Pd2117.8 (4)
N2—C6—C7119.2 (7)C21—N6—Pd2118.4 (4)
N2—C6—C5113.2 (6)C30—N7—C26119.2 (5)
C7—C6—C5127.6 (7)C30—N7—Pd2127.3 (4)
C8—C7—C6118.7 (8)C26—N7—Pd2113.5 (4)
C8—C7—H7120.6C31—N8—C35119.9 (7)
C6—C7—H7120.6C31—N8—Pd3127.3 (6)
C7—C8—C9122.1 (8)C35—N8—Pd3112.7 (5)
C7—C8—H8119.0C36—N9—C40124.0 (6)
C9—C8—H8119.0C36—N9—Pd3117.6 (5)
C8—C9—C10118.2 (7)C40—N9—Pd3117.4 (4)
C8—C9—H9120.9C45—N10—C41117.7 (6)
C10—C9—H9120.9C45—N10—Pd3128.6 (5)
N2—C10—C9118.5 (7)C41—N10—Pd3113.6 (4)
N2—C10—C11113.0 (6)O4—N11—O5124.9 (6)
C9—C10—C11128.4 (7)O4—N11—O6116.0 (7)
N3—C11—C12121.7 (7)O5—N11—O6119.1 (7)
N3—C11—C10114.5 (6)C46—N12—C50119.3 (6)
C12—C11—C10123.8 (7)C46—N12—Pd4127.8 (5)
C11—C12—C13118.5 (8)C50—N12—Pd4112.9 (4)
C11—C12—H12120.8C55—N13—C51123.2 (5)
C13—C12—H12120.8C55—N13—Pd4118.5 (4)
C14—C13—C12120.7 (8)C51—N13—Pd4118.1 (4)
C14—C13—H13119.6C60—N14—C56119.1 (6)
C12—C13—H13119.6C60—N14—Pd4127.7 (4)
C13—C14—C15118.9 (8)C56—N14—Pd4113.2 (4)
C13—C14—H14120.6N4—O1—Pd1131.5 (4)
C15—C14—H14120.6N4—O3—Pd2126.5 (4)
N3—C15—C14121.8 (7)N11—O4—Pd4126.9 (4)
N3—C15—H15119.1N11—O5—Pd3130.4 (5)
C14—C15—H15119.1F14—P1—F12177.1 (7)
N5—C16—C17121.9 (8)F14—P1—F1392.4 (6)
N5—C16—H16119.1F12—P1—F1390.5 (6)
C17—C16—H16119.1F14—P1—F1691.5 (6)
C18—C17—C16119.2 (8)F12—P1—F1688.1 (5)
C18—C17—H17120.4F13—P1—F1689.8 (4)
C16—C17—H17120.4F14—P1—F1591.7 (6)
C17—C18—C19120.3 (8)F12—P1—F1588.6 (5)
C17—C18—H18119.9F13—P1—F1591.5 (4)
C19—C18—H18119.9F16—P1—F15176.5 (5)
C20—C19—C18118.1 (8)F14—P1—F1185.5 (6)
C20—C19—H19121.0F12—P1—F1191.7 (6)
C18—C19—H19121.0F13—P1—F11177.7 (5)
N5—C20—C19120.2 (7)F16—P1—F1191.2 (3)
N5—C20—C21115.8 (5)F15—P1—F1187.7 (3)
C19—C20—C21124.0 (7)F25—P2—F26179.3 (7)
N6—C21—C22119.0 (6)F25—P2—F2390.1 (6)
N6—C21—C20112.2 (6)F26—P2—F2390.5 (6)
C22—C21—C20128.9 (6)F25—P2—F2190.9 (5)
C23—C22—C21117.9 (7)F26—P2—F2188.5 (5)
C23—C22—H22121.1F23—P2—F21178.8 (6)
C21—C22—H22121.1F25—P2—F2289.7 (4)
C22—C23—C24122.1 (7)F26—P2—F2289.9 (4)
C22—C23—H23118.9F23—P2—F2288.1 (4)
C24—C23—H23118.9F21—P2—F2292.6 (4)
C25—C24—C23118.6 (7)F25—P2—F2491.2 (4)
C25—C24—H24120.7F26—P2—F2489.2 (4)
C23—C24—H24120.7F23—P2—F2491.2 (4)
N6—C25—C24119.1 (6)F21—P2—F2488.2 (4)
N6—C25—C26113.3 (5)F22—P2—F24178.8 (4)
C24—C25—C26127.6 (6)F35—P3—F3199.8 (10)
N7—C26—C27120.6 (6)F35—P3—F3390.8 (9)
N7—C26—C25113.9 (5)F31—P3—F33169.3 (7)
C27—C26—C25125.5 (6)F35—P3—F36176.4 (11)
C28—C27—C26119.5 (7)F31—P3—F3683.7 (7)
C28—C27—H27120.2F33—P3—F3685.7 (7)
C26—C27—H27120.2F35—P3—F3492.9 (7)
C27—C28—C29120.3 (7)F31—P3—F3488.1 (5)
C27—C28—H28119.9F33—P3—F3492.9 (4)
C29—C28—H28119.9F36—P3—F3486.6 (7)
C28—C29—C30118.7 (7)F35—P3—F3283.6 (7)
C28—C29—H29120.6F31—P3—F3291.2 (4)
C30—C29—H29120.6F33—P3—F3288.5 (4)
N7—C30—C29121.7 (6)F36—P3—F3296.9 (8)
N7—C30—H30119.2F34—P3—F32176.3 (6)
C29—C30—H30119.2F46—P4—F4489.1 (9)
N8—C31—C32120.8 (10)F46—P4—F4292.7 (8)
N8—C31—H31119.6F44—P4—F42178.2 (8)
C32—C31—H31119.6F46—P4—F45176.8 (8)
C33—C32—C31119.7 (11)F44—P4—F4590.1 (8)
C33—C32—H32120.1F42—P4—F4588.1 (7)
C31—C32—H32120.1F46—P4—F4186.8 (6)
C34—C33—C32119.3 (10)F44—P4—F4187.5 (6)
C34—C33—H33120.4F42—P4—F4192.7 (5)
C32—C33—H33120.4F45—P4—F4196.3 (6)
C33—C34—C35119.4 (10)F46—P4—F4392.5 (6)
C33—C34—H34120.3F44—P4—F4391.5 (6)
C35—C34—H34120.3F42—P4—F4388.3 (5)
N8—C35—C34120.8 (9)F45—P4—F4384.4 (6)
N8—C35—C36114.9 (6)F41—P4—F43178.8 (5)
C34—C35—C36124.2 (9)F56—P5—F55174.7 (6)
N9—C36—C37117.9 (8)F56—P5—F5493.8 (7)
N9—C36—C35113.0 (6)F55—P5—F5491.3 (6)
C37—C36—C35129.0 (8)F56—P5—F5285.4 (6)
C38—C37—C36118.8 (9)F55—P5—F5289.6 (4)
C38—C37—H37120.6F54—P5—F52179.1 (6)
C36—C37—H37120.6F56—P5—F5191.8 (6)
C39—C38—C37121.9 (9)F55—P5—F5189.5 (5)
C39—C38—H38119.1F54—P5—F5191.8 (4)
C37—C38—H38119.1F52—P5—F5188.0 (3)
C38—C39—C40118.8 (10)F56—P5—F5388.4 (5)
C38—C39—H39120.6F55—P5—F5390.4 (4)
C40—C39—H39120.6F54—P5—F5388.4 (3)
N9—C40—C39118.6 (8)F52—P5—F5391.9 (3)
N9—C40—C41113.7 (6)F51—P5—F53179.8 (4)
C39—C40—C41127.7 (8)F62—P6—F62i180.0 (8)
N10—C41—C42121.4 (7)F62—P6—F6191.6 (4)
N10—C41—C40113.7 (6)F62i—P6—F6188.4 (4)
C42—C41—C40124.9 (7)F62—P6—F61i88.4 (4)
C41—C42—C43119.1 (8)F62i—P6—F61i91.6 (4)
C41—C42—H42120.4F61—P6—F61i180.0 (6)
C43—C42—H42120.4F62—P6—F6388.0 (4)
C44—C43—C42119.5 (9)F62i—P6—F6392.0 (4)
C44—C43—H43120.2F61—P6—F6385.2 (4)
C42—C43—H43120.2F61i—P6—F6394.8 (4)
C43—C44—C45119.4 (8)F62—P6—F63i92.0 (4)
C43—C44—H44120.3F62i—P6—F63i88.0 (4)
C45—C44—H44120.3F61—P6—F63i94.8 (4)
N10—C45—C44122.8 (8)F61i—P6—F63i85.2 (4)
N10—C45—H45118.6F63—P6—F63i180.0 (6)
C44—C45—H45118.6F73ii—P7—F73180.0 (9)
N12—C46—C47121.7 (8)F73ii—P7—F7288.6 (7)
N12—C46—H46119.2F73—P7—F7291.4 (7)
C47—C46—H46119.2F73ii—P7—F72ii91.4 (7)
C48—C47—C46119.6 (8)F73—P7—F72ii88.6 (7)
C48—C47—H47120.2F72—P7—F72ii180.0 (10)
C46—C47—H47120.2F73ii—P7—F71ii87.9 (6)
C47—C48—C49120.4 (8)F73—P7—F71ii92.1 (6)
C47—C48—H48119.8F72—P7—F71ii93.3 (5)
C49—C48—H48119.8F72ii—P7—F71ii86.7 (5)
C48—C49—C50118.8 (8)F73ii—P7—F7192.1 (6)
C48—C49—H49120.6F73—P7—F7187.9 (6)
C50—C49—H49120.6F72—P7—F7186.7 (5)
N12—C50—C49120.2 (7)F72ii—P7—F7193.3 (5)
N12—C50—C51114.5 (5)F71ii—P7—F71180.0 (10)
C49—C50—C51125.3 (7)N2—Pd1—O1176.5 (2)
N13—C51—C52118.7 (6)N2—Pd1—N380.9 (2)
N13—C51—C50113.3 (5)O1—Pd1—N398.5 (2)
C52—C51—C50128.0 (6)N2—Pd1—N180.5 (2)
C53—C52—C51119.2 (7)O1—Pd1—N1100.3 (2)
C53—C52—H52120.4N3—Pd1—N1160.9 (2)
C51—C52—H52120.4N2—Pd1—Pd2100.70 (16)
C52—C53—C54121.0 (7)O1—Pd1—Pd276.11 (15)
C52—C53—H53119.5N3—Pd1—Pd2106.22 (17)
C54—C53—H53119.5N1—Pd1—Pd281.66 (15)
C53—C54—C55119.0 (8)N6—Pd2—O3179.5 (2)
C53—C54—H54120.5N6—Pd2—N781.2 (2)
C55—C54—H54120.5O3—Pd2—N798.98 (19)
N13—C55—C54118.8 (6)N6—Pd2—N581.1 (2)
N13—C55—C56112.9 (5)O3—Pd2—N598.8 (2)
C54—C55—C56128.2 (6)N7—Pd2—N5162.1 (2)
N14—C56—C57121.7 (6)N6—Pd2—Pd198.75 (15)
N14—C56—C55114.2 (5)O3—Pd2—Pd180.84 (12)
C57—C56—C55124.0 (6)N7—Pd2—Pd181.19 (15)
C58—C57—C56117.8 (7)N5—Pd2—Pd1103.92 (15)
C58—C57—H57121.1N9—Pd3—O5175.6 (2)
C56—C57—H57121.1N9—Pd3—N1080.8 (2)
C57—C58—C59120.7 (7)O5—Pd3—N1098.7 (2)
C57—C58—H58119.7N9—Pd3—N880.8 (3)
C59—C58—H58119.7O5—Pd3—N8100.0 (3)
C60—C59—C58117.8 (7)N10—Pd3—N8160.8 (2)
C60—C59—H59121.1N9—Pd3—Pd499.25 (16)
C58—C59—H59121.1O5—Pd3—Pd476.68 (17)
N14—C60—C59122.8 (7)N10—Pd3—Pd4107.76 (16)
N14—C60—H60118.6N8—Pd3—Pd480.80 (15)
C59—C60—H60118.6N13—Pd4—O4179.0 (2)
N15—C61—C62178 (2)N13—Pd4—N1481.1 (2)
C61—C62—H62A110.0O4—Pd4—N1499.6 (2)
C61—C62—H62B109.3N13—Pd4—N1281.0 (2)
H62A—C62—H62B109.4O4—Pd4—N1298.3 (2)
C61—C62—H62C109.3N14—Pd4—N12161.9 (2)
H62A—C62—H62C109.4N13—Pd4—Pd3100.39 (15)
H62B—C62—H62C109.4O4—Pd4—Pd380.48 (14)
C1—N1—C5119.3 (6)N14—Pd4—Pd381.66 (15)
C1—N1—Pd1127.5 (5)N12—Pd4—Pd3103.64 (14)
Symmetry codes: (i) −x+1, −y, −z; (ii) −x+2, −y, −z.
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
C1—H1···F330.932.523.313 (12)144
C3—H3···F13iii0.932.473.402 (12)176
C7—H7···F44iv0.932.453.223 (13)140
C14—H14···F130.932.543.246 (11)133
C16—H16···F330.932.323.051 (11)135
C17—H17···F34v0.932.463.291 (11)150
C18—H18···F12iii0.932.523.251 (12)135
C22—H22···F43iv0.932.453.104 (11)127
C24—H24···F52vi0.932.493.367 (9)157
C30—H30···F150.932.393.192 (9)145
C34—H34···N15iii0.932.473.157 (16)131
C38—H38···F71vii0.932.333.159 (12)148
C39—H39···F62viii0.932.543.474 (13)179
C48—H48···F54iii0.932.423.129 (11)133
C52—H52···F31v0.932.463.254 (11)143
C54—H54···F11viii0.932.393.304 (10)166
C60—H60···F510.932.343.188 (9)151
Symmetry codes: (iii) x+1, y, z; (iv) −x+2, −y+1, −z+1; (v) −x+2, −y+1, −z; (vi) −x+1, −y+1, −z+1; (vii) x, y+1, z; (viii) −x+1, −y+1, −z.
Table 1
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
C1—H1···F330.932.523.313 (12)144
C3—H3···F13i0.932.473.402 (12)176
C7—H7···F44ii0.932.453.223 (13)140
C14—H14···F130.932.543.246 (11)133
C16—H16···F330.932.323.051 (11)135
C17—H17···F34iii0.932.463.291 (11)150
C18—H18···F12i0.932.523.251 (12)135
C22—H22···F43ii0.932.453.104 (11)127
C24—H24···F52iv0.932.493.367 (9)157
C30—H30···F150.932.393.192 (9)145
C34—H34···N15i0.932.473.157 (16)131
C38—H38···F71v0.932.333.159 (12)148
C39—H39···F62vi0.932.543.474 (13)179
C48—H48···F54i0.932.423.129 (11)133
C52—H52···F31iii0.932.463.254 (11)143
C54—H54···F11vi0.932.393.304 (10)166
C60—H60···F510.932.343.188 (9)151
Symmetry codes: (i) x+1, y, z; (ii) −x+2, −y+1, −z+1; (iii) −x+2, −y+1, −z; (iv) −x+1, −y+1, −z+1; (v) x, y+1, z; (vi) −x+1, −y+1, −z.
Acknowledgements top

This work was supported by Professor Li-Quan Chen, the Technical Project of the Department of Education of Jiangxi Province and the Key Technical Project of Yichun Municipal.

references
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