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lh2527 scheme

Acta Cryst. (2007). E63, m2878    [ doi:10.1107/S1600536807053354 ]

[Hydridotris(pyrazol-1-yl)borato-[kappa]3N,N',N''][5,10,15,20-tetrakis(4-methylphenyl)porphyrinato-[kappa]4N,N',N'',N''']samarium(III) toluene 1.75-solvate

H. He, G. He and S. W. Ng

Abstract top

In the title complex, [Sm(C9H10BN6)(C48H36N4)]·1.75C7H8, there are two independent complex molecules in the asymmetric unit, in each of which the SmIII ion is coordinated by seven N atoms, four from a (4-methylphenyl)porphyrinate ligand and three from a hydridotris(pyrazol-1-yl)borate ligand, to form a capped trigonal-prismatic geometry. The SmIII ion is `sandwiched' between two ligands and is located 1.2647 (13) and 1.2549 (14)Å from the porphyrin ring in the two complex molecules. The asymmetric unit also contains 3.5 molecules of toluene, the half-occupancy molecule being located close to a crystallographic inversion center. The porphyrin groups have `dome'-like geometries.

Comment top

Several monoporphyrinate lanthanide complexes with hydridotrispyrazolylborate anions have been reported recently (He, Guo et al., 2004; He et al. 2004a,b; Foley et al. 2003). These complexes exhibit strong luminescence in the near-infrared region and have potential in fluoroimmunoassay and photonic devices (He, Guo et al. 2004). However, light rare earth complexes are uncommon. Reported herein is the single-crystal structure of a Sm(III) complex.

In the title compound, there are two independent molecules in the asymmetric unit. In each, the SmIII ion is "sandwiched" between a porphyrin ring and a tripodal ligand. The conformation of each complex molecule is different only in the relative orientaions of the phenyl groups. In each molecule, four N atoms from a 5,10,15,20-tetrakis(4-methyl)porphyrinate ligand (TTP2−) and three N atoms from hydridotris (pyrazol-1-yl)borate anion (TpH−) ligand coordinate to the central SmIII ion to form a capped trigonal prismatic geometry. The distances between atom Sm1 and the least-squared planes N1/N2/N3/N4 and N5/N7/N9 are 1.2647 (13) and 1.8713 (17) Å, respectively. The distances between atom Sm2 and the least-squared planes N11/N12/N13/N14 and N15/N17/N19 are 1.2549 (14) and 1.8778 (18) Å, respectively. The distances Sm1···B1 and Sm2···B2 are 3.690 (4) and 3.677 (4) Å, respectively. In each independent molecules the orientation of the three arms of the tripodal ligand are different with respect to the phenyl rings. For the molecule containing Sm1 the three arms are located between the phenyl groups, whereas in the molecule containing Sm2 one arm of tripodal ligand is very close to one of the phenyl groups.

Related literature top

For related literature, see: He, Guo et al. (2004); He, Wong et al. (2004a,b); Foley et al. (2003)

Experimental top

n-BuLi (3.0 ml, 1.6 mol/l in hexane, 4.8 mmol) was added slowly over a period of 30 min to a solution of (Me3Si)2NH (0.78 g, 4.8 mmol) in THF (15 ml) cooled in an ice bath. The reaction mixture was stirred, warmed up slowly to room temperature and stirred for another 12 h until a clear pale yellow solution was obtained. Then the resultant solution was transferred slowly to a suspension of SmCl3 (0.41 g, 1.6 mmol) in THF (10 ml). The reaction mixture was stirred for 24 h at room temperature until all of the SmCl3 was consumed. The resulting solution was centrifuged and filtered. The filtrate was transferred to a solution of 5,10,15,20-tetrakis(4-methyl phenyl)porphyrin (0.20 g, 0.32 mmol) in bis(2-methoxyethyl)ether (8 ml) under a nitrogen atmosphere. The resulting solution was refluxed 24 h and the progress of the reaction was monitored by UV-Vis absorption spectroscopy. After the reaction, the mixture was cooled to room temperature, potassium hydridotris(pyrazole-1-yl)borate (0.1 g, 0.40 mmol) was added and the resulting solution was magnetically stirred at room temperature for 12 h. Then all solvent was removed under vacuum and chloroform (5 ml) was added. After filtration, methanol was diffused into the filtrate and a purple solid crystallized. Yield: 89%. The single-crystal suitable for data analysis were obtained from slow evaporation of toluene solution of sample at room temperature for two weeks.

Refinement top

All hydrogen atoms were geometrically constrained and refined in riding mode as follows: methyl d(C—H) = 0.96 Å, Uiso(H) = 1.5Ueq(C); aromatic d(C—H) = 0.93 Å, Uiso(H) = 1.2Ueq(C).

Computing details top

Data collection: SMART (Bruker, 1998); cell refinement: SAINT-Plus (Bruker, 1998); data reduction: SAINT-Plus (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

Figures top
[Figure 1] Fig. 1. Side view of the molecule containing atom Sm1, with displacement ellipsoids drawn at the 50% probability level. Hydrogen atoms are drawn as small circles of arbitrary radii.
[Figure 2] Fig. 2. Top view of the molecule containing atom Sm1, with displacement ellipsoids drawn at the 50% probability level. Hydrogen atoms are drawn as small circles of arbitrary radii.
[Figure 3] Fig. 3. Top view of the molecule containing atom Sm2 with displacement ellipsoids drawn at the 50% probability level. Hydrogen atoms are drawn as small circles of arbitrary radii.
[Hydridotris(pyrazol-1-yl)borato-κ3N,N',N''][5,10,15,20-tetrakis(4- methylphenyl)porphyrinato-κ4N,N',N'',N''']samarium(III) toluene 1.75-solvate top
Crystal data top
[Sm(C9H10BN6)(C48H36N4)]·1.75C7H8Z = 4
Mr = 1193.43F000 = 2450
Triclinic, P1Dx = 1.322 Mg m−3
Hall symbol: -P 1Mo Kα radiation
λ = 0.71073 Å
a = 16.6210 (2) ÅCell parameters from 42602 reflections
b = 16.5696 (2) Åθ = 1.5–28.6º
c = 25.4414 (3) ŵ = 1.03 mm−1
α = 79.318 (1)ºT = 293 (2) K
β = 79.064 (1)ºBlock, purple
γ = 61.248 (1)º0.30 × 0.30 × 0.30 mm
V = 5995.10 (12) Å3
Data collection top
Bruker SMART 1K CCD
diffractometer		21056 independent reflections
Radiation source: fine-focus sealed tube17078 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.030
T = 293(2) Kθmax = 25.0º
φ and ω scansθmin = 1.5º
Absorption correction: multi-scan
(SADABS; Sheldrick, 2002)		h = −19→19
Tmin = 0.748, Tmax = 0.748k = −19→19
73453 measured reflectionsl = −30→30
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)] = 0.033H-atom parameters constrained
wR(F2) = 0.089  w = 1/[σ2(Fo2) + (0.0403P)2 + 6.7364P]
where P = (Fo2 + 2Fc2)/3
S = 1.02(Δ/σ)max = 0.069
21056 reflectionsΔρmax = 0.88 e Å−3
1335 parametersΔρmin = −0.46 e Å−3
154 restraintsExtinction correction: none
Primary atom site location: structure-invariant direct methods
Crystal data top
[Sm(C9H10BN6)(C48H36N4)]·1.75C7H8γ = 61.248 (1)º
Mr = 1193.43V = 5995.10 (12) Å3
Triclinic, P1Z = 4
a = 16.6210 (2) ÅMo Kα
b = 16.5696 (2) ŵ = 1.03 mm−1
c = 25.4414 (3) ÅT = 293 (2) K
α = 79.318 (1)º0.30 × 0.30 × 0.30 mm
β = 79.064 (1)º
Data collection top
Bruker SMART 1K CCD
diffractometer		21056 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 2002)		17078 reflections with I > 2σ(I)
Tmin = 0.748, Tmax = 0.748Rint = 0.030
73453 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.033154 restraints
wR(F2) = 0.089H-atom parameters constrained
S = 1.02Δρmax = 0.88 e Å−3
21056 reflectionsΔρmin = −0.46 e Å−3
1335 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*/UeqOcc. (<1)
Sm10.482762 (11)0.261500 (10)0.657833 (6)0.03049 (5)
Sm20.836393 (12)0.385772 (11)0.877913 (7)0.03729 (6)
N10.57515 (18)0.33192 (16)0.60674 (10)0.0332 (6)
N20.61809 (18)0.13848 (16)0.61386 (11)0.0343 (6)
N30.42424 (18)0.19426 (16)0.60740 (11)0.0340 (6)
N40.37984 (18)0.38779 (16)0.60053 (11)0.0340 (6)
N50.5620 (2)0.2652 (2)0.73429 (12)0.0493 (7)
N60.5280 (2)0.2599 (2)0.78690 (11)0.0465 (7)
N70.4574 (2)0.1496 (2)0.73743 (12)0.0525 (8)
N80.4453 (2)0.1652 (2)0.78978 (12)0.0504 (8)
N90.3531 (2)0.3617 (2)0.72682 (12)0.0495 (7)
N100.3560 (2)0.3373 (2)0.78131 (12)0.0475 (7)
N110.72354 (19)0.3572 (2)0.94114 (12)0.0436 (7)
N120.7011 (2)0.53405 (19)0.88392 (12)0.0437 (7)
N130.88912 (19)0.48524 (19)0.90085 (11)0.0409 (6)
N140.91109 (19)0.30930 (19)0.95994 (11)0.0411 (7)
N150.8714 (3)0.2294 (2)0.84721 (13)0.0581 (9)
N160.9031 (3)0.2101 (2)0.79554 (13)0.0592 (9)
N170.7806 (2)0.4239 (2)0.78406 (13)0.0578 (8)
N180.8272 (3)0.3681 (2)0.74437 (13)0.0600 (9)
N190.9848 (2)0.3372 (2)0.80925 (12)0.0515 (8)
N200.9935 (2)0.2984 (2)0.76415 (12)0.0544 (8)
B10.4381 (3)0.2529 (3)0.80599 (17)0.0478 (10)
H10.42630.25100.84530.057*
B20.9177 (4)0.2795 (4)0.75097 (19)0.0613 (13)
H2B10.93910.25160.71700.074*
C10.5421 (2)0.4265 (2)0.59702 (12)0.0338 (7)
C20.6185 (2)0.4470 (2)0.58272 (14)0.0424 (8)
H20.61480.50570.57560.051*
C30.6963 (3)0.3663 (2)0.58138 (15)0.0433 (8)
H30.75620.35880.57230.052*
C40.6697 (2)0.2937 (2)0.59658 (13)0.0352 (7)
C50.7315 (2)0.1991 (2)0.59826 (13)0.0366 (7)
C60.7067 (2)0.1276 (2)0.60636 (13)0.0361 (7)
C70.7713 (2)0.0313 (2)0.60227 (16)0.0473 (9)
H70.83540.00510.59860.057*
C80.7214 (2)−0.0131 (2)0.60476 (16)0.0474 (9)
H80.7448−0.07610.60290.057*
C90.6254 (2)0.0533 (2)0.61076 (13)0.0369 (7)
C100.5523 (2)0.0355 (2)0.60797 (13)0.0354 (7)
C110.4588 (2)0.1013 (2)0.60601 (13)0.0359 (7)
C120.3857 (2)0.0817 (2)0.60086 (14)0.0432 (8)
H12D0.39110.02350.59990.052*
C130.3081 (2)0.1622 (2)0.59768 (15)0.0444 (8)
H130.24980.17020.59460.053*
C140.3321 (2)0.2337 (2)0.59998 (13)0.0359 (7)
C150.2721 (2)0.3287 (2)0.59151 (13)0.0358 (7)
C160.2965 (2)0.3996 (2)0.58994 (13)0.0355 (7)
C170.2375 (2)0.4961 (2)0.57527 (15)0.0452 (8)
H170.17760.52210.56640.054*
C180.2857 (2)0.5415 (2)0.57690 (15)0.0454 (9)
H180.26480.60500.56970.054*
C190.3758 (2)0.4737 (2)0.59192 (13)0.0358 (7)
C200.4494 (2)0.4923 (2)0.59349 (13)0.0349 (7)
C210.83363 (11)0.17318 (17)0.58430 (9)0.0386 (7)
C220.88201 (15)0.18067 (18)0.62054 (8)0.0565 (10)
H220.85250.20000.65410.068*
C230.97456 (15)0.1592 (2)0.60660 (10)0.0654 (12)
H231.00690.16420.63080.079*
C241.01873 (12)0.13027 (19)0.55641 (11)0.0554 (10)
C250.97036 (16)0.1228 (2)0.52016 (8)0.0642 (11)
H250.99990.10340.48660.077*
C260.87781 (15)0.14423 (19)0.53411 (8)0.0578 (10)
H260.84540.13920.50990.069*
C271.1214 (3)0.1058 (4)0.5413 (2)0.0821 (15)
H27A1.15480.07010.57140.123*
H27B1.12730.16170.53200.123*
H27C1.14600.07030.51110.123*
C280.57628 (17)−0.06230 (11)0.60141 (9)0.0380 (7)
C290.58805 (19)−0.08589 (13)0.54983 (7)0.0554 (10)
H290.5829−0.04210.52020.067*
C300.60747 (19)−0.17488 (15)0.54261 (8)0.0590 (11)
H300.6153−0.19070.50810.071*
C310.61512 (18)−0.24027 (11)0.58696 (10)0.0485 (9)
C320.60335 (19)−0.21668 (13)0.63854 (8)0.0606 (11)
H320.6085−0.26040.66820.073*
C330.58393 (19)−0.12769 (14)0.64576 (7)0.0548 (10)
H330.5761−0.11190.68030.066*
C340.6364 (3)−0.3371 (2)0.5793 (2)0.0718 (13)
H34A0.5914−0.35290.60150.108*
H34B0.6968−0.38010.58920.108*
H34C0.6347−0.33990.54220.108*
C350.17531 (12)0.35731 (16)0.57932 (9)0.0371 (7)
C360.16265 (14)0.33895 (18)0.53122 (9)0.0587 (10)
H360.21320.31130.50590.070*
C370.07448 (17)0.3619 (2)0.52100 (9)0.0657 (12)
H370.06600.34960.48880.079*
C38−0.00104 (13)0.40317 (19)0.55889 (11)0.0574 (10)
C390.01161 (13)0.42154 (19)0.60699 (10)0.0670 (12)
H39−0.03890.44920.63230.080*
C400.09979 (15)0.39861 (18)0.61721 (8)0.0552 (10)
H400.10830.41090.64940.066*
C41−0.0978 (3)0.4262 (4)0.5474 (2)0.0895 (17)
H41A−0.14120.44690.57880.134*
H41B−0.09650.37190.53820.134*
H41C−0.11620.47430.51790.134*
C420.42917 (18)0.59212 (11)0.58439 (8)0.0366 (7)
C430.4098 (2)0.64024 (15)0.62826 (7)0.0590 (11)
H430.41130.61010.66300.071*
C440.3883 (2)0.73339 (15)0.62018 (9)0.0721 (13)
H440.37540.76560.64950.086*
C450.3861 (2)0.77844 (11)0.56822 (11)0.0551 (10)
C460.4055 (2)0.73032 (15)0.52435 (8)0.0660 (12)
H460.40400.76050.48960.079*
C470.4270 (2)0.63716 (14)0.53243 (7)0.0634 (12)
H470.44000.60500.50310.076*
C480.3611 (4)0.8805 (3)0.5584 (3)0.0918 (18)
H48A0.32450.90920.52900.138*
H48B0.41650.88720.54990.138*
H48C0.32640.90970.59030.138*
C490.6371 (3)0.2746 (3)0.73369 (17)0.0662 (12)
H490.67450.28040.70260.079*
C500.6529 (3)0.2747 (4)0.78521 (19)0.0753 (14)
H500.70100.27990.79530.090*
C510.5826 (3)0.2656 (3)0.81738 (17)0.0625 (11)
H510.57330.26350.85470.075*
C520.4525 (4)0.0720 (3)0.73958 (18)0.0801 (15)
H520.45790.04460.70950.096*
C530.4384 (5)0.0365 (4)0.7919 (2)0.104 (2)
H530.4331−0.01750.80370.124*
C540.4340 (4)0.0974 (3)0.82229 (18)0.0786 (15)
H540.42460.09290.85970.094*
C550.2720 (3)0.4349 (3)0.72112 (17)0.0562 (10)
H550.25150.46620.68820.067*
C560.2217 (3)0.4589 (3)0.77061 (18)0.0631 (11)
H560.16290.50750.77740.076*
C570.2776 (3)0.3952 (3)0.80749 (17)0.0580 (10)
H570.26300.39280.84470.070*
C580.7418 (2)0.2770 (2)0.97547 (14)0.0447 (8)
C590.6632 (3)0.2596 (3)0.98277 (17)0.0558 (10)
H590.65820.20951.00370.067*
C600.5982 (3)0.3290 (3)0.95392 (17)0.0573 (10)
H600.54080.33480.95060.069*
C610.6343 (2)0.3919 (3)0.92943 (15)0.0457 (8)
C620.5815 (2)0.4807 (3)0.90399 (15)0.0461 (8)
C630.6114 (2)0.5482 (2)0.88756 (15)0.0471 (9)
C640.5520 (3)0.6445 (3)0.87306 (18)0.0595 (11)
H640.48840.67200.87250.071*
C650.6050 (3)0.6872 (3)0.86049 (18)0.0614 (11)
H650.58470.75000.84940.074*
C660.6991 (3)0.6189 (2)0.86710 (15)0.0477 (9)
C670.7752 (3)0.6366 (2)0.85929 (15)0.0490 (9)
C680.8648 (3)0.5729 (2)0.87425 (14)0.0447 (8)
C690.9417 (3)0.5923 (3)0.86766 (16)0.0535 (10)
H690.94370.64600.85010.064*
C701.0104 (3)0.5186 (3)0.89149 (16)0.0522 (9)
H701.06880.51170.89320.063*
C710.9772 (2)0.4528 (2)0.91367 (14)0.0435 (8)
C721.0247 (2)0.3694 (2)0.94671 (14)0.0417 (8)
C730.9894 (2)0.3082 (2)0.97117 (14)0.0425 (8)
C741.0267 (3)0.2377 (3)1.01523 (15)0.0532 (10)
H741.07980.22241.03020.064*
C750.9705 (3)0.1984 (3)1.03051 (15)0.0523 (9)
H750.97760.15101.05820.063*
C760.8975 (2)0.2427 (2)0.99650 (14)0.0429 (8)
C770.8220 (2)0.2243 (2)1.00157 (14)0.0450 (8)
C780.48192 (12)0.50799 (18)0.89787 (10)0.0480 (9)
C790.45767 (15)0.51111 (19)0.84789 (8)0.0578 (10)
H790.50280.49390.81840.069*
C800.36602 (17)0.5400 (2)0.84192 (9)0.0640 (11)
H800.34980.54210.80850.077*
C810.29863 (12)0.56571 (19)0.88593 (11)0.0570 (10)
C820.32287 (14)0.5626 (2)0.93591 (9)0.0677 (12)
H820.27780.57980.96540.081*
C830.41452 (16)0.5337 (2)0.94188 (8)0.0673 (12)
H830.43070.53160.97530.081*
C840.1964 (3)0.6028 (4)0.8796 (2)0.0860 (16)
H84A0.16630.58320.91160.129*
H84B0.19160.57920.84930.129*
H84C0.16730.66920.87400.129*
C850.7594 (2)0.73294 (14)0.83665 (11)0.0548 (10)
C860.7408 (3)0.76536 (19)0.78365 (11)0.0844 (15)
H860.73910.72710.76180.101*
C870.7246 (3)0.8550 (2)0.76327 (11)0.0950 (18)
H870.71220.87670.72780.114*
C880.7271 (2)0.91228 (15)0.79588 (15)0.0833 (15)
C890.7457 (3)0.87986 (18)0.84888 (14)0.0903 (17)
H890.74740.91820.87070.108*
C900.7618 (2)0.7902 (2)0.86926 (10)0.0760 (13)
H900.77430.76850.90470.091*
C910.7080 (5)1.0114 (3)0.7720 (3)0.125 (3)
H91A0.67781.02800.74020.187*
H91B0.76531.01440.76290.187*
H91C0.66901.05370.79800.187*
C921.12048 (12)0.34652 (17)0.95883 (10)0.0458 (8)
C931.13340 (14)0.40831 (14)0.98216 (11)0.0550 (10)
H931.08320.46390.99130.066*
C941.22140 (17)0.38707 (18)0.99181 (11)0.0609 (11)
H941.23000.42841.00740.073*
C951.29646 (12)0.3040 (2)0.97812 (12)0.0636 (11)
C961.28354 (13)0.24225 (16)0.95479 (12)0.0655 (11)
H961.33380.18670.94560.079*
C971.19555 (16)0.26349 (15)0.94514 (11)0.0569 (10)
H971.18690.22210.92950.068*
C981.3932 (3)0.2829 (5)0.9880 (3)0.105 (2)
H98A1.39450.28121.02580.158*
H98B1.40810.33030.96830.158*
H98C1.43770.22400.97610.158*
C990.82433 (19)0.14297 (14)1.04081 (9)0.0479 (9)
C1000.8828 (2)0.05375 (17)1.02709 (10)0.0803 (15)
H1000.91940.04480.99400.096*
C1010.8864 (2)−0.02211 (13)1.06279 (12)0.0907 (17)
H1010.9255−0.08181.05360.109*
C1020.8317 (2)−0.00875 (16)1.11219 (11)0.0704 (12)
C1030.7733 (2)0.08048 (19)1.12591 (9)0.0846 (16)
H1030.73670.08941.15900.101*
C1040.7696 (2)0.15634 (14)1.09022 (10)0.0752 (14)
H1040.73050.21601.09940.090*
C1050.8367 (5)−0.0927 (4)1.1519 (2)0.107 (2)
H10A0.7771−0.07771.17180.160*
H10B0.8809−0.10841.17630.160*
H10C0.8554−0.14431.13230.160*
C1060.8696 (4)0.1533 (3)0.8743 (2)0.0813 (15)
H1060.85110.14670.91100.098*
C1070.8985 (5)0.0862 (4)0.8408 (2)0.0979 (19)
H1070.90300.02730.84990.118*
C1080.9192 (4)0.1245 (3)0.7915 (2)0.0807 (15)
H1080.94100.09560.76010.097*
C1090.7038 (3)0.4920 (3)0.76419 (17)0.0660 (12)
H1090.65920.54090.78290.079*
C1100.6990 (4)0.4808 (4)0.7129 (2)0.0838 (15)
H1100.65250.51820.69110.101*
C1110.7784 (4)0.4021 (4)0.70145 (17)0.0775 (14)
H1110.79620.37600.66920.093*
C1121.0653 (3)0.3376 (3)0.80769 (16)0.0552 (10)
H1121.07930.36040.83360.066*
C1131.1254 (3)0.3001 (3)0.76312 (17)0.0617 (11)
H1131.18520.29270.75320.074*
C1141.0772 (3)0.2766 (3)0.73732 (17)0.0630 (11)
H1141.09910.24920.70540.076*
C1150.9965 (8)0.7857 (9)0.7792 (3)0.305 (8)
H11A1.03750.72360.79260.458*
H11B0.93780.78960.77640.458*
H11C0.98800.82780.80340.458*
C1161.0362 (5)0.8099 (5)0.7259 (2)0.164 (3)
C1171.1209 (4)0.7460 (3)0.7028 (3)0.152 (3)
H1171.15250.68770.72120.183*
C1181.1584 (4)0.7693 (5)0.6523 (3)0.197 (5)
H18A1.21510.72650.63690.237*
C1191.1112 (6)0.8565 (6)0.6249 (2)0.169 (4)
H1191.13630.87200.59110.203*
C1201.0265 (5)0.9204 (4)0.6480 (3)0.183 (4)
H1200.99490.97870.62970.220*
C1210.9890 (4)0.8971 (4)0.6985 (3)0.154 (3)
H1210.93230.93990.71400.184*
C1221.0363 (5)0.2584 (4)0.4021 (2)0.141 (3)
H12A0.97800.26340.39760.211*
H12B1.03300.27440.43720.211*
H12C1.08380.19600.39870.211*
C1231.0580 (5)0.3216 (3)0.3608 (2)0.1055 (19)
C1241.1425 (4)0.3241 (4)0.3612 (3)0.0979 (18)
H12F1.18190.28630.38690.117*
C1251.1641 (5)0.3806 (5)0.3246 (3)0.125 (2)
H1251.21910.38230.32500.151*
C1261.1028 (6)0.4416 (4)0.2828 (3)0.120 (2)
H1261.11790.48150.25700.144*
C1271.0276 (6)0.4361 (5)0.2842 (3)0.119 (2)
H1270.98810.47280.25830.143*
C1281.0022 (4)0.3769 (3)0.3231 (2)0.0951 (17)
H1280.94670.37620.32270.114*
C1290.1921 (5)1.0193 (4)0.6989 (2)0.150 (3)
H12H0.13361.02020.70030.225*
H12I0.21511.02980.66210.225*
H12J0.18461.06720.71850.225*
C1300.2587 (3)0.9280 (2)0.72326 (13)0.0985 (18)
C1310.2295 (3)0.8614 (3)0.74347 (17)0.111 (2)
H1310.16900.87430.74160.133*
C1320.2907 (4)0.7753 (3)0.76648 (17)0.123 (2)
H1320.27110.73060.78000.148*
C1330.3810 (4)0.7559 (3)0.76928 (16)0.124 (2)
H1330.42200.69830.78470.149*
C1340.4103 (2)0.8225 (4)0.74906 (18)0.122 (2)
H1240.47070.80960.75090.147*
C1350.3491 (3)0.9086 (3)0.72606 (15)0.0981 (17)
H1350.36870.95330.71250.118*
C1360.430 (2)−0.0286 (14)0.9639 (11)0.370 (17)0.50
H13A0.3782−0.02470.98990.555*0.50
H13B0.4664−0.09110.95520.555*0.50
H13C0.40740.01170.93190.555*0.50
C1370.4882 (19)0.0007 (9)0.9872 (9)0.370 (17)0.50
C1380.457 (2)0.0311 (12)1.0381 (9)0.370 (17)0.50
H1380.40230.03301.05650.444*0.50
C1390.508 (3)0.0587 (11)1.0614 (8)0.370 (17)0.50
H1390.48680.07911.09540.444*0.50
C1400.590 (2)0.0559 (10)1.0339 (10)0.370 (17)0.50
H1400.62340.07441.04960.444*0.50
C1410.621 (2)0.0255 (11)0.9831 (10)0.370 (17)0.50
H1410.67550.02360.96470.444*0.50
C1420.570 (2)−0.0022 (9)0.9598 (7)0.370 (17)0.50
H1420.5909−0.02250.92570.444*0.50
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Sm10.03464 (9)0.02702 (8)0.03449 (9)−0.01687 (7)−0.00639 (7)−0.00408 (6)
Sm20.04230 (11)0.04041 (10)0.03538 (10)−0.02316 (8)−0.00873 (8)−0.00238 (7)
N10.0364 (15)0.0282 (13)0.0394 (15)−0.0167 (11)−0.0076 (12)−0.0052 (11)
N20.0375 (15)0.0273 (13)0.0421 (15)−0.0172 (12)−0.0073 (12)−0.0039 (11)
N30.0361 (15)0.0257 (12)0.0440 (15)−0.0154 (11)−0.0082 (12)−0.0056 (11)
N40.0376 (15)0.0280 (13)0.0425 (15)−0.0183 (12)−0.0070 (12)−0.0066 (11)
N50.0531 (19)0.066 (2)0.0404 (17)−0.0346 (16)−0.0094 (14)−0.0081 (14)
N60.0550 (19)0.0529 (17)0.0384 (17)−0.0274 (15)−0.0106 (14)−0.0081 (13)
N70.078 (2)0.0490 (18)0.0410 (17)−0.0397 (17)−0.0012 (16)−0.0051 (13)
N80.067 (2)0.0486 (17)0.0398 (17)−0.0318 (16)−0.0041 (15)−0.0002 (13)
N90.0477 (18)0.0492 (17)0.0443 (18)−0.0145 (15)−0.0048 (14)−0.0120 (14)
N100.0522 (19)0.0498 (17)0.0417 (17)−0.0243 (15)0.0000 (14)−0.0116 (13)
N110.0398 (16)0.0472 (16)0.0473 (17)−0.0231 (14)−0.0102 (13)0.0008 (13)
N120.0464 (17)0.0446 (16)0.0476 (17)−0.0259 (14)−0.0132 (14)−0.0002 (13)
N130.0406 (16)0.0445 (16)0.0415 (16)−0.0213 (13)−0.0103 (13)−0.0030 (12)
N140.0401 (16)0.0460 (16)0.0392 (16)−0.0213 (13)−0.0071 (13)−0.0023 (12)
N150.083 (2)0.0540 (19)0.0503 (19)−0.0418 (18)−0.0057 (17)−0.0091 (15)
N160.079 (2)0.061 (2)0.054 (2)−0.0434 (19)−0.0017 (17)−0.0176 (16)
N170.068 (2)0.070 (2)0.0427 (18)−0.0360 (19)−0.0159 (16)−0.0021 (16)
N180.080 (2)0.075 (2)0.0427 (19)−0.049 (2)−0.0120 (17)−0.0047 (16)
N190.058 (2)0.0579 (19)0.0475 (18)−0.0334 (16)−0.0004 (15)−0.0134 (15)
N200.070 (2)0.0601 (19)0.0417 (17)−0.0373 (18)0.0041 (16)−0.0147 (15)
B10.060 (3)0.054 (2)0.032 (2)−0.029 (2)−0.0063 (19)−0.0050 (18)
B20.091 (4)0.070 (3)0.042 (2)−0.050 (3)−0.002 (2)−0.018 (2)
C10.0435 (19)0.0308 (16)0.0360 (17)−0.0233 (15)−0.0050 (14)−0.0058 (13)
C20.050 (2)0.0330 (17)0.056 (2)−0.0273 (16)−0.0086 (17)−0.0049 (15)
C30.046 (2)0.0426 (19)0.055 (2)−0.0307 (17)−0.0066 (17)−0.0076 (16)
C40.0391 (18)0.0349 (16)0.0388 (18)−0.0207 (15)−0.0074 (14)−0.0073 (13)
C50.0372 (18)0.0351 (17)0.0416 (18)−0.0181 (14)−0.0070 (14)−0.0073 (14)
C60.0373 (18)0.0327 (16)0.0415 (18)−0.0176 (14)−0.0062 (14)−0.0053 (13)
C70.0352 (19)0.0334 (17)0.070 (3)−0.0130 (15)−0.0048 (17)−0.0084 (16)
C80.042 (2)0.0278 (16)0.071 (3)−0.0148 (15)−0.0045 (18)−0.0095 (16)
C90.0402 (18)0.0286 (15)0.0439 (19)−0.0176 (14)−0.0034 (15)−0.0049 (13)
C100.0438 (19)0.0255 (15)0.0402 (18)−0.0185 (14)−0.0037 (15)−0.0052 (13)
C110.0448 (19)0.0308 (16)0.0396 (18)−0.0220 (15)−0.0063 (15)−0.0062 (13)
C120.052 (2)0.0346 (17)0.057 (2)−0.0292 (17)−0.0089 (17)−0.0092 (15)
C130.043 (2)0.0385 (18)0.064 (2)−0.0248 (16)−0.0142 (17)−0.0069 (16)
C140.0376 (18)0.0371 (17)0.0408 (18)−0.0217 (15)−0.0065 (14)−0.0071 (14)
C150.0368 (18)0.0366 (17)0.0395 (18)−0.0191 (14)−0.0093 (14)−0.0053 (14)
C160.0389 (18)0.0328 (16)0.0389 (18)−0.0169 (14)−0.0123 (14)−0.0046 (13)
C170.043 (2)0.0358 (17)0.058 (2)−0.0148 (16)−0.0223 (17)−0.0006 (15)
C180.050 (2)0.0264 (16)0.061 (2)−0.0154 (15)−0.0209 (18)0.0001 (15)
C190.0423 (18)0.0266 (15)0.0420 (18)−0.0168 (14)−0.0099 (15)−0.0042 (13)
C200.0454 (19)0.0272 (15)0.0371 (17)−0.0195 (14)−0.0063 (14)−0.0053 (13)
C210.0353 (18)0.0339 (16)0.050 (2)−0.0176 (14)−0.0054 (15)−0.0062 (14)
C220.042 (2)0.069 (3)0.062 (3)−0.0202 (19)−0.0074 (18)−0.027 (2)
C230.042 (2)0.080 (3)0.079 (3)−0.022 (2)−0.016 (2)−0.028 (2)
C240.039 (2)0.048 (2)0.078 (3)−0.0196 (17)−0.008 (2)−0.0050 (19)
C250.053 (2)0.088 (3)0.059 (3)−0.039 (2)0.008 (2)−0.020 (2)
C260.052 (2)0.081 (3)0.054 (2)−0.039 (2)−0.0016 (19)−0.018 (2)
C270.042 (2)0.093 (4)0.107 (4)−0.029 (2)−0.003 (2)−0.012 (3)
C280.0402 (18)0.0260 (15)0.051 (2)−0.0171 (14)−0.0043 (15)−0.0075 (14)
C290.081 (3)0.0353 (18)0.052 (2)−0.0303 (19)−0.001 (2)−0.0077 (16)
C300.077 (3)0.041 (2)0.063 (3)−0.028 (2)0.000 (2)−0.0207 (18)
C310.040 (2)0.0282 (17)0.080 (3)−0.0174 (15)−0.0029 (18)−0.0130 (17)
C320.077 (3)0.0316 (18)0.069 (3)−0.0249 (19)−0.008 (2)0.0037 (17)
C330.076 (3)0.0367 (19)0.052 (2)−0.0246 (19)−0.011 (2)−0.0046 (16)
C340.065 (3)0.033 (2)0.121 (4)−0.0239 (19)−0.002 (3)−0.022 (2)
C350.0380 (18)0.0340 (16)0.0452 (19)−0.0204 (14)−0.0125 (15)0.0007 (14)
C360.047 (2)0.077 (3)0.061 (3)−0.029 (2)−0.0092 (19)−0.023 (2)
C370.061 (3)0.086 (3)0.068 (3)−0.042 (2)−0.022 (2)−0.013 (2)
C380.045 (2)0.055 (2)0.078 (3)−0.0279 (19)−0.024 (2)0.011 (2)
C390.041 (2)0.086 (3)0.068 (3)−0.024 (2)−0.004 (2)−0.010 (2)
C400.046 (2)0.069 (3)0.050 (2)−0.022 (2)−0.0098 (18)−0.0119 (19)
C410.054 (3)0.102 (4)0.122 (5)−0.042 (3)−0.034 (3)0.010 (3)
C420.0402 (18)0.0269 (15)0.048 (2)−0.0173 (14)−0.0090 (15)−0.0065 (14)
C430.087 (3)0.044 (2)0.050 (2)−0.035 (2)0.004 (2)−0.0128 (17)
C440.100 (4)0.045 (2)0.075 (3)−0.037 (2)0.012 (3)−0.028 (2)
C450.049 (2)0.0269 (17)0.092 (3)−0.0182 (16)−0.008 (2)−0.0085 (19)
C460.102 (4)0.043 (2)0.062 (3)−0.039 (2)−0.032 (2)0.0134 (19)
C470.114 (4)0.040 (2)0.049 (2)−0.041 (2)−0.023 (2)−0.0004 (17)
C480.084 (4)0.030 (2)0.160 (5)−0.025 (2)−0.014 (3)−0.013 (3)
C490.064 (3)0.103 (3)0.054 (3)−0.055 (3)−0.007 (2)−0.014 (2)
C500.072 (3)0.118 (4)0.065 (3)−0.059 (3)−0.019 (2)−0.018 (3)
C510.074 (3)0.077 (3)0.049 (2)−0.038 (2)−0.022 (2)−0.011 (2)
C520.143 (5)0.070 (3)0.056 (3)−0.077 (3)0.007 (3)−0.009 (2)
C530.196 (7)0.085 (4)0.063 (3)−0.103 (4)0.012 (4)−0.004 (3)
C540.128 (4)0.072 (3)0.049 (3)−0.065 (3)0.001 (3)0.005 (2)
C550.048 (2)0.055 (2)0.056 (2)−0.0122 (19)−0.0090 (19)−0.0158 (19)
C560.049 (2)0.061 (3)0.068 (3)−0.013 (2)0.000 (2)−0.025 (2)
C570.056 (2)0.068 (3)0.051 (2)−0.030 (2)0.009 (2)−0.024 (2)
C580.046 (2)0.047 (2)0.043 (2)−0.0255 (17)−0.0033 (16)0.0001 (15)
C590.055 (2)0.058 (2)0.062 (3)−0.037 (2)−0.008 (2)0.0064 (19)
C600.046 (2)0.067 (3)0.070 (3)−0.036 (2)−0.012 (2)0.001 (2)
C610.040 (2)0.054 (2)0.048 (2)−0.0254 (17)−0.0079 (16)−0.0036 (16)
C620.040 (2)0.056 (2)0.047 (2)−0.0241 (17)−0.0104 (16)−0.0045 (17)
C630.044 (2)0.050 (2)0.051 (2)−0.0209 (17)−0.0161 (17)−0.0037 (16)
C640.044 (2)0.052 (2)0.081 (3)−0.0163 (19)−0.023 (2)−0.003 (2)
C650.055 (2)0.042 (2)0.086 (3)−0.0179 (19)−0.025 (2)0.001 (2)
C660.052 (2)0.0418 (19)0.054 (2)−0.0222 (17)−0.0183 (18)−0.0007 (16)
C670.057 (2)0.044 (2)0.051 (2)−0.0254 (18)−0.0134 (18)−0.0024 (16)
C680.052 (2)0.0458 (19)0.043 (2)−0.0274 (17)−0.0081 (17)−0.0044 (15)
C690.059 (2)0.053 (2)0.061 (2)−0.037 (2)−0.006 (2)−0.0025 (18)
C700.050 (2)0.062 (2)0.059 (2)−0.036 (2)−0.0069 (19)−0.0093 (19)
C710.043 (2)0.052 (2)0.043 (2)−0.0253 (17)−0.0030 (16)−0.0144 (16)
C720.0377 (19)0.051 (2)0.0407 (19)−0.0211 (16)−0.0061 (15)−0.0104 (16)
C730.0366 (19)0.052 (2)0.0389 (19)−0.0191 (16)−0.0049 (15)−0.0088 (15)
C740.044 (2)0.063 (2)0.049 (2)−0.0209 (19)−0.0160 (18)0.0016 (18)
C750.049 (2)0.055 (2)0.047 (2)−0.0210 (19)−0.0134 (18)0.0073 (17)
C760.042 (2)0.0443 (19)0.0372 (19)−0.0177 (16)−0.0041 (15)−0.0001 (15)
C770.046 (2)0.0457 (19)0.041 (2)−0.0220 (17)−0.0022 (16)0.0000 (15)
C780.043 (2)0.050 (2)0.055 (2)−0.0224 (17)−0.0164 (18)−0.0030 (17)
C790.050 (2)0.074 (3)0.056 (2)−0.032 (2)−0.0090 (19)−0.010 (2)
C800.058 (3)0.082 (3)0.064 (3)−0.037 (2)−0.022 (2)−0.007 (2)
C810.043 (2)0.048 (2)0.087 (3)−0.0203 (18)−0.020 (2)−0.014 (2)
C820.046 (2)0.084 (3)0.077 (3)−0.026 (2)−0.006 (2)−0.031 (2)
C830.050 (2)0.096 (3)0.060 (3)−0.029 (2)−0.009 (2)−0.026 (2)
C840.049 (3)0.093 (4)0.122 (4)−0.026 (3)−0.024 (3)−0.031 (3)
C850.055 (2)0.045 (2)0.068 (3)−0.0255 (18)−0.013 (2)−0.0022 (18)
C860.119 (4)0.063 (3)0.080 (3)−0.045 (3)−0.044 (3)0.014 (2)
C870.122 (5)0.070 (3)0.097 (4)−0.049 (3)−0.049 (4)0.030 (3)
C880.071 (3)0.046 (2)0.123 (5)−0.023 (2)−0.015 (3)0.007 (3)
C890.111 (4)0.060 (3)0.108 (4)−0.048 (3)0.005 (4)−0.022 (3)
C900.102 (4)0.060 (3)0.074 (3)−0.045 (3)−0.003 (3)−0.009 (2)
C910.118 (5)0.048 (3)0.192 (7)−0.034 (3)−0.027 (5)0.021 (4)
C920.041 (2)0.062 (2)0.0390 (19)−0.0260 (18)−0.0048 (16)−0.0083 (16)
C930.044 (2)0.069 (3)0.058 (2)−0.0272 (19)−0.0049 (18)−0.019 (2)
C940.054 (2)0.084 (3)0.060 (3)−0.039 (2)−0.008 (2)−0.018 (2)
C950.041 (2)0.097 (3)0.058 (3)−0.038 (2)−0.0065 (19)−0.004 (2)
C960.041 (2)0.076 (3)0.072 (3)−0.020 (2)−0.003 (2)−0.013 (2)
C970.046 (2)0.062 (2)0.064 (3)−0.023 (2)−0.0038 (19)−0.017 (2)
C980.051 (3)0.149 (6)0.128 (5)−0.049 (3)−0.017 (3)−0.025 (4)
C990.049 (2)0.048 (2)0.045 (2)−0.0240 (18)−0.0050 (17)0.0023 (16)
C1000.085 (3)0.053 (3)0.065 (3)−0.013 (2)0.018 (3)−0.002 (2)
C1010.109 (4)0.042 (2)0.083 (4)−0.016 (3)0.011 (3)0.000 (2)
C1020.092 (3)0.058 (3)0.059 (3)−0.037 (3)−0.014 (2)0.011 (2)
C1030.129 (5)0.065 (3)0.049 (3)−0.048 (3)0.016 (3)−0.001 (2)
C1040.102 (4)0.056 (3)0.055 (3)−0.034 (3)0.012 (3)−0.006 (2)
C1050.155 (6)0.068 (3)0.089 (4)−0.055 (4)−0.016 (4)0.024 (3)
C1060.133 (5)0.061 (3)0.063 (3)−0.059 (3)−0.002 (3)−0.006 (2)
C1070.161 (6)0.063 (3)0.088 (4)−0.070 (4)0.001 (4)−0.013 (3)
C1080.116 (4)0.067 (3)0.078 (3)−0.054 (3)−0.001 (3)−0.029 (3)
C1090.069 (3)0.079 (3)0.051 (2)−0.034 (2)−0.023 (2)0.007 (2)
C1100.100 (4)0.103 (4)0.060 (3)−0.052 (4)−0.040 (3)0.013 (3)
C1110.115 (4)0.106 (4)0.040 (2)−0.071 (4)−0.027 (3)0.004 (2)
C1120.061 (3)0.058 (2)0.051 (2)−0.033 (2)−0.0010 (19)−0.0078 (18)
C1130.061 (3)0.065 (3)0.061 (3)−0.035 (2)0.012 (2)−0.013 (2)
C1140.079 (3)0.063 (3)0.051 (2)−0.040 (2)0.012 (2)−0.015 (2)
C1150.296 (11)0.352 (12)0.286 (11)−0.188 (9)−0.010 (8)0.009 (8)
C1160.161 (7)0.187 (7)0.188 (7)−0.118 (6)−0.036 (6)0.003 (6)
C1170.140 (6)0.133 (5)0.225 (8)−0.075 (5)−0.063 (6)−0.037 (5)
C1180.177 (8)0.219 (8)0.246 (9)−0.103 (7)−0.035 (7)−0.096 (7)
C1190.178 (7)0.212 (8)0.177 (7)−0.123 (6)−0.039 (6)−0.038 (6)
C1200.206 (8)0.175 (7)0.219 (8)−0.115 (6)−0.072 (7)−0.011 (6)
C1210.154 (6)0.137 (6)0.186 (7)−0.070 (5)−0.060 (6)−0.006 (5)
C1220.195 (7)0.117 (5)0.129 (5)−0.096 (5)0.003 (5)−0.008 (4)
C1230.142 (5)0.083 (4)0.095 (4)−0.051 (4)−0.012 (4)−0.019 (3)
C1240.075 (3)0.109 (4)0.124 (5)−0.044 (3)−0.012 (3)−0.042 (4)
C1250.117 (5)0.129 (5)0.132 (6)−0.058 (4)−0.001 (4)−0.029 (4)
C1260.144 (6)0.108 (5)0.113 (5)−0.073 (4)0.015 (4)−0.013 (4)
C1270.132 (5)0.112 (5)0.118 (5)−0.055 (4)−0.017 (4)−0.023 (4)
C1280.107 (4)0.085 (4)0.100 (4)−0.044 (3)−0.032 (3)−0.006 (3)
C1290.170 (6)0.116 (5)0.134 (6)−0.042 (5)−0.028 (5)−0.005 (4)
C1300.131 (5)0.096 (4)0.071 (3)−0.051 (4)−0.016 (3)−0.017 (3)
C1310.137 (5)0.121 (5)0.110 (4)−0.088 (4)−0.016 (4)−0.008 (4)
C1320.155 (6)0.125 (5)0.118 (5)−0.082 (5)−0.028 (4)−0.011 (4)
C1330.156 (6)0.114 (5)0.096 (4)−0.051 (4)−0.035 (4)−0.012 (4)
C1340.116 (5)0.152 (6)0.108 (5)−0.070 (5)−0.006 (4)−0.021 (4)
C1350.112 (4)0.117 (4)0.087 (4)−0.073 (4)−0.005 (3)−0.010 (3)
C1360.58 (4)0.090 (10)0.193 (13)0.028 (14)−0.003 (16)−0.013 (8)
C1370.58 (4)0.090 (10)0.193 (13)0.028 (14)−0.003 (16)−0.013 (8)
C1380.58 (4)0.090 (10)0.193 (13)0.028 (14)−0.003 (16)−0.013 (8)
C1390.58 (4)0.090 (10)0.193 (13)0.028 (14)−0.003 (16)−0.013 (8)
C1400.58 (4)0.090 (10)0.193 (13)0.028 (14)−0.003 (16)−0.013 (8)
C1410.58 (4)0.090 (10)0.193 (13)0.028 (14)−0.003 (16)−0.013 (8)
C1420.58 (4)0.090 (10)0.193 (13)0.028 (14)−0.003 (16)−0.013 (8)
Geometric parameters (Å, °) top
Sm1—N42.409 (3)C58—C591.439 (5)
Sm1—N12.411 (3)C59—C601.350 (5)
Sm1—N32.425 (2)C59—H590.9300
Sm1—N22.438 (3)C60—C611.433 (5)
Sm1—N52.572 (3)C60—H600.9300
Sm1—N92.585 (3)C61—C621.405 (5)
Sm1—N72.598 (3)C62—C631.399 (5)
Sm1—B13.690 (4)C62—C781.523 (4)
Sm2—N112.400 (3)C63—C641.435 (5)
Sm2—N132.401 (3)C64—C651.337 (6)
Sm2—N122.410 (3)C64—H640.9300
Sm2—N142.448 (3)C65—C661.444 (5)
Sm2—N172.584 (3)C65—H650.9300
Sm2—N192.600 (3)C66—C671.402 (5)
Sm2—N152.606 (3)C67—C681.424 (5)
Sm2—B23.677 (4)C67—C851.503 (4)
N1—C41.373 (4)C68—C691.436 (5)
N1—C11.379 (4)C69—C701.345 (5)
N2—C61.373 (4)C69—H690.9300
N2—C91.374 (4)C70—C711.430 (5)
N3—C111.366 (4)C70—H700.9300
N3—C141.381 (4)C71—C721.418 (5)
N4—C191.370 (4)C72—C731.400 (5)
N4—C161.374 (4)C72—C921.528 (4)
N5—C491.328 (5)C73—C741.444 (5)
N5—N61.355 (4)C74—C751.341 (5)
N6—C511.345 (5)C74—H740.9300
N6—B11.535 (5)C75—C761.438 (5)
N7—C521.318 (5)C75—H750.9300
N7—N81.363 (4)C76—C771.406 (5)
N8—C541.335 (5)C77—C991.509 (4)
N8—B11.526 (5)C78—C791.3900
N9—C551.322 (5)C78—C831.3900
N9—N101.373 (4)C79—C801.3900
N10—C571.329 (5)C79—H790.9300
N10—B11.541 (5)C80—C811.3900
N11—C581.380 (4)C80—H800.9300
N11—C611.380 (4)C81—C821.3900
N12—C661.377 (4)C81—C841.534 (4)
N12—C631.381 (4)C82—C831.3900
N13—C711.377 (4)C82—H820.9300
N13—C681.381 (4)C83—H830.9300
N14—C731.376 (4)C84—H84A0.9600
N14—C761.384 (4)C84—H84B0.9600
N15—C1061.331 (5)C84—H84C0.9600
N15—N161.356 (4)C85—C861.3900
N16—C1081.331 (5)C85—C901.3900
N16—B21.533 (6)C86—C871.3900
N17—C1091.343 (5)C86—H860.9300
N17—N181.355 (5)C87—C881.3900
N18—C1111.355 (5)C87—H870.9300
N18—B21.524 (6)C88—C891.3900
N19—C1121.335 (5)C88—C911.539 (5)
N19—N201.369 (4)C89—C901.3900
N20—C1141.334 (5)C89—H890.9300
N20—B21.542 (6)C90—H900.9300
B1—H10.9800C91—H91A0.9600
B2—H2B10.9800C91—H91B0.9600
C1—C201.404 (4)C91—H91C0.9600
C1—C21.432 (5)C92—C931.3900
C2—C31.340 (5)C92—C971.3900
C2—H20.9300C93—C941.3900
C3—C41.438 (4)C93—H930.9300
C3—H30.9300C94—C951.3900
C4—C51.398 (4)C94—H940.9300
C5—C61.402 (4)C95—C961.3900
C5—C211.523 (4)C95—C981.533 (5)
C6—C71.442 (4)C96—C971.3900
C7—C81.334 (5)C96—H960.9300
C7—H70.9300C97—H970.9300
C8—C91.435 (5)C98—H98A0.9600
C8—H80.9300C98—H98B0.9600
C9—C101.398 (5)C98—H98C0.9600
C10—C111.409 (4)C99—C1001.3900
C10—C281.505 (3)C99—C1041.3900
C11—C121.433 (4)C100—C1011.3900
C12—C131.339 (5)C100—H1000.9300
C12—H12D0.9300C101—C1021.3900
C13—C141.433 (4)C101—H1010.9300
C13—H130.9300C102—C1031.3900
C14—C151.402 (4)C102—C1051.536 (5)
C15—C161.408 (4)C103—C1041.3900
C15—C351.520 (3)C103—H1030.9300
C16—C171.437 (4)C104—H1040.9300
C17—C181.346 (5)C105—H10A0.9600
C17—H170.9300C105—H10B0.9600
C18—C191.445 (5)C105—H10C0.9600
C18—H180.9300C106—C1071.369 (7)
C19—C201.407 (4)C106—H1060.9300
C20—C421.501 (3)C107—C1081.359 (7)
C21—C221.3900C107—H1070.9300
C21—C261.3900C108—H1080.9300
C22—C231.3900C109—C1101.372 (6)
C22—H220.9300C109—H1090.9300
C23—C241.3900C110—C1111.366 (7)
C23—H230.9300C110—H1100.9300
C24—C251.3900C111—H1110.9300
C24—C271.538 (4)C112—C1131.380 (5)
C25—C261.3900C112—H1120.9300
C25—H250.9300C113—C1141.349 (6)
C26—H260.9300C113—H1130.9300
C27—H27A0.9600C114—H1140.9300
C27—H27B0.9600C115—C1161.465 (6)
C27—H27C0.9600C115—H11A0.9600
C28—C291.3900C115—H11B0.9600
C28—C331.3900C115—H11C0.9600
C29—C301.3900C116—C1171.3900
C29—H290.9300C116—C1211.3900
C30—C311.3900C117—C1181.3900
C30—H300.9300C117—H1170.9300
C31—C321.3900C118—C1191.3900
C31—C341.511 (4)C118—H18A0.9300
C32—C331.3900C119—C1201.3900
C32—H320.9300C119—H1190.9300
C33—H330.9300C120—C1211.3900
C34—H34A0.9600C120—H1200.9300
C34—H34B0.9600C121—H1210.9300
C34—H34C0.9600C122—C1231.464 (6)
C35—C361.3900C122—H12A0.9600
C35—C401.3900C122—H12B0.9600
C36—C371.3900C122—H12C0.9600
C36—H360.9300C123—C1281.347 (8)
C37—C381.3900C123—C1241.426 (8)
C37—H370.9300C124—C1251.322 (9)
C38—C391.3900C124—H12F0.9300
C38—C411.538 (4)C125—C1261.488 (10)
C39—C401.3900C125—H1250.9300
C39—H390.9300C126—C1271.290 (9)
C40—H400.9300C126—H1260.9300
C41—H41A0.9600C127—C1281.414 (9)
C41—H41B0.9600C127—H1270.9300
C41—H41C0.9600C128—H1280.9300
C42—C431.3900C129—C1301.483 (5)
C42—C471.3900C129—H12H0.9600
C43—C441.3900C129—H12I0.9600
C43—H430.9300C129—H12J0.9600
C44—C451.3900C130—C1311.3900
C44—H440.9300C130—C1351.3900
C45—C461.3900C131—C1321.3900
C45—C481.516 (4)C131—H1310.9300
C46—C471.3900C132—C1331.3900
C46—H460.9300C132—H1320.9300
C47—H470.9300C133—C1341.3900
C48—H48A0.9600C133—H1330.9300
C48—H48B0.9600C134—C1351.3900
C48—H48C0.9600C134—H1240.9300
C49—C501.385 (6)C135—H1350.9300
C49—H490.9300C136—C1371.521 (10)
C50—C511.349 (6)C136—H13A0.9600
C50—H500.9300C136—H13B0.9600
C51—H510.9300C136—H13C0.9600
C52—C531.378 (6)C137—C1381.3900
C52—H520.9300C137—C1421.3900
C53—C541.347 (7)C138—C1391.3900
C53—H530.9300C138—H1380.9300
C54—H540.9300C139—C1401.3900
C55—C561.381 (6)C139—H1390.9300
C55—H550.9300C140—C1411.3900
C56—C571.370 (6)C140—H1400.9300
C56—H560.9300C141—C1421.3900
C57—H570.9300C141—H1410.9300
C58—C771.407 (5)C142—H1420.9300
N4—Sm1—N175.30 (9)N6—C51—H51125.4
N4—Sm1—N373.80 (8)C50—C51—H51125.4
N1—Sm1—N3116.82 (9)N7—C52—C53111.7 (4)
N4—Sm1—N2117.18 (9)N7—C52—H52124.2
N1—Sm1—N273.65 (8)C53—C52—H52124.2
N3—Sm1—N273.88 (8)C54—C53—C52104.7 (4)
N4—Sm1—N5129.53 (9)C54—C53—H53127.6
N1—Sm1—N580.75 (9)C52—C53—H53127.6
N3—Sm1—N5155.49 (9)N8—C54—C53108.7 (4)
N2—Sm1—N596.97 (9)N8—C54—H54125.6
N4—Sm1—N977.72 (9)C53—C54—H54125.6
N1—Sm1—N9114.80 (9)N9—C55—C56111.0 (4)
N3—Sm1—N9110.39 (9)N9—C55—H55124.5
N2—Sm1—N9164.91 (9)C56—C55—H55124.5
N5—Sm1—N973.15 (10)C57—C56—C55104.8 (4)
N4—Sm1—N7132.95 (10)C57—C56—H56127.6
N1—Sm1—N7150.81 (10)C55—C56—H56127.6
N3—Sm1—N783.44 (9)N10—C57—C56108.8 (4)
N2—Sm1—N794.11 (9)N10—C57—H57125.6
N5—Sm1—N774.45 (10)C56—C57—H57125.6
N9—Sm1—N772.48 (10)N11—C58—C77125.2 (3)
N4—Sm1—B1121.69 (9)N11—C58—C59108.9 (3)
N1—Sm1—B1121.12 (9)C77—C58—C59125.8 (3)
N3—Sm1—B1122.05 (9)C60—C59—C58107.9 (3)
N2—Sm1—B1121.12 (9)C60—C59—H59126.1
N5—Sm1—B143.45 (10)C58—C59—H59126.1
N9—Sm1—B144.03 (9)C59—C60—C61107.0 (3)
N7—Sm1—B143.39 (9)C59—C60—H60126.5
N11—Sm2—N13117.64 (10)C61—C60—H60126.5
N11—Sm2—N1274.22 (10)N11—C61—C62125.6 (3)
N13—Sm2—N1274.87 (9)N11—C61—C60109.7 (3)
N11—Sm2—N1474.56 (9)C62—C61—C60124.2 (3)
N13—Sm2—N1473.67 (9)C63—C62—C61124.8 (3)
N12—Sm2—N14117.10 (9)C63—C62—C78117.5 (3)
N11—Sm2—N17106.81 (10)C61—C62—C78117.5 (3)
N13—Sm2—N17116.77 (10)N12—C63—C62126.0 (3)
N12—Sm2—N1776.86 (10)N12—C63—C64109.3 (3)
N14—Sm2—N17165.25 (10)C62—C63—C64124.6 (3)
N11—Sm2—N19153.93 (10)C65—C64—C63107.4 (3)
N13—Sm2—N1982.68 (9)C65—C64—H64126.3
N12—Sm2—N19129.73 (10)C63—C64—H64126.3
N14—Sm2—N1997.99 (10)C64—C65—C66108.0 (3)
N17—Sm2—N1974.24 (11)C64—C65—H65126.0
N11—Sm2—N1582.32 (10)C66—C65—H65126.0
N13—Sm2—N15150.23 (10)N12—C66—C67125.8 (3)
N12—Sm2—N15134.27 (10)N12—C66—C65108.6 (3)
N14—Sm2—N1592.68 (10)C67—C66—C65125.5 (3)
N17—Sm2—N1573.17 (11)C66—C67—C68125.5 (3)
N19—Sm2—N1572.99 (10)C66—C67—C85117.3 (3)
N11—Sm2—B2119.12 (11)C68—C67—C85117.1 (3)
N13—Sm2—B2123.23 (10)N13—C68—C67125.2 (3)
N12—Sm2—B2120.21 (11)N13—C68—C69109.4 (3)
N14—Sm2—B2122.65 (11)C67—C68—C69125.3 (3)
N17—Sm2—B243.44 (12)C70—C69—C68107.3 (3)
N19—Sm2—B244.05 (11)C70—C69—H69126.3
N15—Sm2—B243.56 (10)C68—C69—H69126.3
C4—N1—C1106.3 (3)C69—C70—C71107.5 (3)
C4—N1—Sm1128.4 (2)C69—C70—H70126.3
C1—N1—Sm1122.6 (2)C71—C70—H70126.3
C6—N2—C9106.5 (3)N13—C71—C72124.7 (3)
C6—N2—Sm1126.04 (19)N13—C71—C70109.7 (3)
C9—N2—Sm1123.7 (2)C72—C71—C70125.5 (3)
C11—N3—C14106.2 (3)C73—C72—C71125.3 (3)
C11—N3—Sm1124.1 (2)C73—C72—C92117.1 (3)
C14—N3—Sm1122.70 (19)C71—C72—C92117.5 (3)
C19—N4—C16106.7 (3)N14—C73—C72126.0 (3)
C19—N4—Sm1122.9 (2)N14—C73—C74109.2 (3)
C16—N4—Sm1125.7 (2)C72—C73—C74124.7 (3)
C49—N5—N6105.4 (3)C75—C74—C73107.3 (3)
C49—N5—Sm1131.7 (3)C75—C74—H74126.3
N6—N5—Sm1122.9 (2)C73—C74—H74126.3
C51—N6—N5109.6 (3)C74—C75—C76107.9 (3)
C51—N6—B1127.4 (3)C74—C75—H75126.1
N5—N6—B1122.9 (3)C76—C75—H75126.1
C52—N7—N8105.0 (3)N14—C76—C77125.7 (3)
C52—N7—Sm1132.8 (3)N14—C76—C75109.0 (3)
N8—N7—Sm1122.2 (2)C77—C76—C75125.2 (3)
C54—N8—N7109.8 (3)C76—C77—C58126.3 (3)
C54—N8—B1127.2 (3)C76—C77—C99117.3 (3)
N7—N8—B1122.7 (3)C58—C77—C99116.3 (3)
C55—N9—N10106.0 (3)C79—C78—C83120.0
C55—N9—Sm1132.1 (3)C79—C78—C62120.1 (2)
N10—N9—Sm1121.6 (2)C83—C78—C62119.8 (2)
C57—N10—N9109.5 (3)C78—C79—C80120.0
C57—N10—B1127.2 (3)C78—C79—H79120.0
N9—N10—B1123.3 (3)C80—C79—H79120.0
C58—N11—C61106.4 (3)C79—C80—C81120.0
C58—N11—Sm2125.1 (2)C79—C80—H80120.0
C61—N11—Sm2120.9 (2)C81—C80—H80120.0
C66—N12—C63106.7 (3)C82—C81—C80120.0
C66—N12—Sm2125.5 (2)C82—C81—C84119.0 (3)
C63—N12—Sm2124.7 (2)C80—C81—C84120.9 (3)
C71—N13—C68106.0 (3)C81—C82—C83120.0
C71—N13—Sm2122.5 (2)C81—C82—H82120.0
C68—N13—Sm2121.4 (2)C83—C82—H82120.0
C73—N14—C76106.5 (3)C82—C83—C78120.0
C73—N14—Sm2125.2 (2)C82—C83—H83120.0
C76—N14—Sm2126.6 (2)C78—C83—H83120.0
C106—N15—N16105.8 (3)C81—C84—H84A109.5
C106—N15—Sm2132.1 (3)C81—C84—H84B109.5
N16—N15—Sm2122.0 (2)H84A—C84—H84B109.5
C108—N16—N15109.6 (4)C81—C84—H84C109.5
C108—N16—B2127.9 (4)H84A—C84—H84C109.5
N15—N16—B2122.5 (3)H84B—C84—H84C109.5
C109—N17—N18105.6 (3)C86—C85—C90120.0
C109—N17—Sm2132.0 (3)C86—C85—C67120.3 (2)
N18—N17—Sm2122.3 (2)C90—C85—C67119.7 (2)
N17—N18—C111109.1 (4)C85—C86—C87120.0
N17—N18—B2122.9 (3)C85—C86—H86120.0
C111—N18—B2128.0 (4)C87—C86—H86120.0
C112—N19—N20104.8 (3)C88—C87—C86120.0
C112—N19—Sm2133.7 (3)C88—C87—H87120.0
N20—N19—Sm2121.4 (2)C86—C87—H87120.0
C114—N20—N19109.1 (3)C87—C88—C89120.0
C114—N20—B2128.0 (3)C87—C88—C91118.5 (4)
N19—N20—B2122.8 (3)C89—C88—C91121.5 (4)
N8—B1—N6110.8 (3)C90—C89—C88120.0
N8—B1—N10108.6 (3)C90—C89—H89120.0
N6—B1—N10110.6 (3)C88—C89—H89120.0
N8—B1—Sm171.52 (18)C89—C90—C85120.0
N6—B1—Sm170.72 (18)C89—C90—H90120.0
N10—B1—Sm171.00 (18)C85—C90—H90120.0
N8—B1—H1108.9C88—C91—H91A109.5
N6—B1—H1108.9C88—C91—H91B109.5
N10—B1—H1108.9H91A—C91—H91B109.5
Sm1—B1—H1179.5C88—C91—H91C109.5
N18—B2—N16110.7 (4)H91A—C91—H91C109.5
N18—B2—N20112.0 (3)H91B—C91—H91C109.5
N16—B2—N20109.0 (4)C93—C92—C97120.0
N18—B2—Sm271.4 (2)C93—C92—C72120.88 (19)
N16—B2—Sm271.9 (2)C97—C92—C72119.11 (19)
N20—B2—Sm271.72 (19)C94—C93—C92120.0
N18—B2—H2B1108.3C94—C93—H93120.0
N16—B2—H2B1108.3C92—C93—H93120.0
N20—B2—H2B1108.3C93—C94—C95120.0
Sm2—B2—H2B1179.7C93—C94—H94120.0
N1—C1—C20125.8 (3)C95—C94—H94120.0
N1—C1—C2109.2 (3)C96—C95—C94120.0
C20—C1—C2124.3 (3)C96—C95—C98120.8 (3)
C3—C2—C1107.8 (3)C94—C95—C98119.2 (3)
C3—C2—H2126.1C95—C96—C97120.0
C1—C2—H2126.1C95—C96—H96120.0
C2—C3—C4107.2 (3)C97—C96—H96120.0
C2—C3—H3126.4C96—C97—C92120.0
C4—C3—H3126.4C96—C97—H97120.0
N1—C4—C5126.1 (3)C92—C97—H97120.0
N1—C4—C3109.5 (3)C95—C98—H98A109.5
C5—C4—C3124.4 (3)C95—C98—H98B109.5
C4—C5—C6125.4 (3)H98A—C98—H98B109.5
C4—C5—C21116.7 (3)C95—C98—H98C109.5
C6—C5—C21117.7 (3)H98A—C98—H98C109.5
N2—C6—C5125.9 (3)H98B—C98—H98C109.5
N2—C6—C7109.4 (3)C100—C99—C104120.0
C5—C6—C7124.4 (3)C100—C99—C77119.1 (2)
C8—C7—C6106.8 (3)C104—C99—C77120.9 (2)
C8—C7—H7126.6C101—C100—C99120.0
C6—C7—H7126.6C101—C100—H100120.0
C7—C8—C9108.2 (3)C99—C100—H100120.0
C7—C8—H8125.9C100—C101—C102120.0
C9—C8—H8125.9C100—C101—H101120.0
N2—C9—C10125.7 (3)C102—C101—H101120.0
N2—C9—C8108.9 (3)C103—C102—C101120.0
C10—C9—C8125.0 (3)C103—C102—C105120.1 (3)
C9—C10—C11126.6 (3)C101—C102—C105119.9 (3)
C9—C10—C28117.1 (3)C102—C103—C104120.0
C11—C10—C28116.1 (3)C102—C103—H103120.0
N3—C11—C10125.1 (3)C104—C103—H103120.0
N3—C11—C12109.4 (3)C103—C104—C99120.0
C10—C11—C12125.5 (3)C103—C104—H104120.0
C13—C12—C11107.9 (3)C99—C104—H104120.0
C13—C12—H12D126.0C102—C105—H10A109.5
C11—C12—H12D126.0C102—C105—H10B109.5
C12—C13—C14106.9 (3)H10A—C105—H10B109.5
C12—C13—H13126.6C102—C105—H10C109.5
C14—C13—H13126.6H10A—C105—H10C109.5
N3—C14—C15126.1 (3)H10B—C105—H10C109.5
N3—C14—C13109.5 (3)N15—C106—C107110.9 (4)
C15—C14—C13124.2 (3)N15—C106—H106124.6
C14—C15—C16124.9 (3)C107—C106—H106124.6
C14—C15—C35117.6 (3)C108—C107—C106105.0 (4)
C16—C15—C35117.4 (3)C108—C107—H107127.5
N4—C16—C15125.9 (3)C106—C107—H107127.5
N4—C16—C17109.8 (3)N16—C108—C107108.8 (4)
C15—C16—C17124.2 (3)N16—C108—H108125.6
C18—C17—C16106.8 (3)C107—C108—H108125.6
C18—C17—H17126.6N17—C109—C110112.0 (5)
C16—C17—H17126.6N17—C109—H109124.0
C17—C18—C19107.8 (3)C110—C109—H109124.0
C17—C18—H18126.1C111—C110—C109104.0 (4)
C19—C18—H18126.1C111—C110—H110128.0
N4—C19—C20125.6 (3)C109—C110—H110128.0
N4—C19—C18108.9 (3)N18—C111—C110109.4 (4)
C20—C19—C18125.3 (3)N18—C111—H111125.3
C1—C20—C19126.3 (3)C110—C111—H111125.3
C1—C20—C42116.4 (3)N19—C112—C113111.9 (4)
C19—C20—C42116.9 (3)N19—C112—H112124.0
C22—C21—C26120.0C113—C112—H112124.0
C22—C21—C5120.69 (18)C114—C113—C112103.8 (4)
C26—C21—C5119.29 (18)C114—C113—H113128.1
C23—C22—C21120.0C112—C113—H113128.1
C23—C22—H22120.0N20—C114—C113110.3 (4)
C21—C22—H22120.0N20—C114—H114124.8
C24—C23—C22120.0C113—C114—H114124.8
C24—C23—H23120.0C116—C115—H11A109.5
C22—C23—H23120.0C116—C115—H11B109.5
C23—C24—C25120.0H11A—C115—H11B109.5
C23—C24—C27119.9 (3)C116—C115—H11C109.5
C25—C24—C27120.1 (3)H11A—C115—H11C109.5
C24—C25—C26120.0H11B—C115—H11C109.5
C24—C25—H25120.0C117—C116—C121120.0
C26—C25—H25120.0C117—C116—C115120.2 (5)
C25—C26—C21120.0C121—C116—C115119.8 (5)
C25—C26—H26120.0C118—C117—C116120.0
C21—C26—H26120.0C118—C117—H117120.0
C24—C27—H27A109.5C116—C117—H117120.0
C24—C27—H27B109.5C119—C118—C117120.0
H27A—C27—H27B109.5C119—C118—H18A120.0
C24—C27—H27C109.5C117—C118—H18A120.0
H27A—C27—H27C109.5C120—C119—C118120.0
H27B—C27—H27C109.5C120—C119—H119120.0
C29—C28—C33120.0C118—C119—H119120.0
C29—C28—C10118.67 (18)C119—C120—C121120.0
C33—C28—C10121.30 (18)C119—C120—H120120.0
C28—C29—C30120.0C121—C120—H120120.0
C28—C29—H29120.0C120—C121—C116120.0
C30—C29—H29120.0C120—C121—H121120.0
C31—C30—C29120.0C116—C121—H121120.0
C31—C30—H30120.0C123—C122—H12A109.5
C29—C30—H30120.0C123—C122—H12B109.5
C32—C31—C30120.0H12A—C122—H12B109.5
C32—C31—C34119.9 (3)C123—C122—H12C109.5
C30—C31—C34120.1 (3)H12A—C122—H12C109.5
C31—C32—C33120.0H12B—C122—H12C109.5
C31—C32—H32120.0C128—C123—C124119.2 (6)
C33—C32—H32120.0C128—C123—C122123.2 (7)
C32—C33—C28120.0C124—C123—C122117.6 (6)
C32—C33—H33120.0C125—C124—C123119.2 (7)
C28—C33—H33120.0C125—C124—H12F120.4
C31—C34—H34A109.5C123—C124—H12F120.4
C31—C34—H34B109.5C124—C125—C126121.8 (7)
H34A—C34—H34B109.5C124—C125—H125119.1
C31—C34—H34C109.5C126—C125—H125119.1
H34A—C34—H34C109.5C127—C126—C125116.3 (7)
H34B—C34—H34C109.5C127—C126—H126121.9
C36—C35—C40120.0C125—C126—H126121.9
C36—C35—C15120.02 (18)C126—C127—C128123.2 (8)
C40—C35—C15119.93 (18)C126—C127—H127118.4
C35—C36—C37120.0C128—C127—H127118.4
C35—C36—H36120.0C123—C128—C127120.3 (7)
C37—C36—H36120.0C123—C128—H128119.8
C36—C37—C38120.0C127—C128—H128119.8
C36—C37—H37120.0C130—C129—H12H109.5
C38—C37—H37120.0C130—C129—H12I109.5
C39—C38—C37120.0H12H—C129—H12I109.5
C39—C38—C41120.7 (3)C130—C129—H12J109.5
C37—C38—C41119.3 (3)H12H—C129—H12J109.5
C38—C39—C40120.0H12I—C129—H12J109.5
C38—C39—H39120.0C131—C130—C135120.0
C40—C39—H39120.0C131—C130—C129118.9 (4)
C39—C40—C35120.0C135—C130—C129121.1 (4)
C39—C40—H40120.0C130—C131—C132120.0
C35—C40—H40120.0C130—C131—H131120.0
C38—C41—H41A109.5C132—C131—H131120.0
C38—C41—H41B109.5C133—C132—C131120.0
H41A—C41—H41B109.5C133—C132—H132120.0
C38—C41—H41C109.5C131—C132—H132120.0
H41A—C41—H41C109.5C134—C133—C132120.0
H41B—C41—H41C109.5C134—C133—H133120.0
C43—C42—C47120.0C132—C133—H133120.0
C43—C42—C20119.71 (18)C133—C134—C135120.0
C47—C42—C20120.27 (18)C133—C134—H124120.0
C42—C43—C44120.0C135—C134—H124120.0
C42—C43—H43120.0C134—C135—C130120.0
C44—C43—H43120.0C134—C135—H135120.0
C45—C44—C43120.0C130—C135—H135120.0
C45—C44—H44120.0C137—C136—H13A109.5
C43—C44—H44120.0C137—C136—H13B109.5
C46—C45—C44120.0H13A—C136—H13B109.5
C46—C45—C48119.0 (3)C137—C136—H13C109.5
C44—C45—C48121.0 (3)H13A—C136—H13C109.5
C47—C46—C45120.0H13B—C136—H13C109.5
C47—C46—H46120.0C138—C137—C142120.0
C45—C46—H46120.0C138—C137—C136117.5 (10)
C46—C47—C42120.0C142—C137—C136122.5 (10)
C46—C47—H47120.0C137—C138—C139120.0
C42—C47—H47120.0C137—C138—H138120.0
C45—C48—H48A109.5C139—C138—H138120.0
C45—C48—H48B109.5C140—C139—C138120.0
H48A—C48—H48B109.5C140—C139—H139120.0
C45—C48—H48C109.5C138—C139—H139120.0
H48A—C48—H48C109.5C139—C140—C141120.0
H48B—C48—H48C109.5C139—C140—H140120.0
N5—C49—C50111.5 (4)C141—C140—H140120.0
N5—C49—H49124.2C142—C141—C140120.0
C50—C49—H49124.2C142—C141—H141120.0
C51—C50—C49104.3 (4)C140—C141—H141120.0
C51—C50—H50127.9C141—C142—C137120.0
C49—C50—H50127.9C141—C142—H142120.0
N6—C51—C50109.2 (4)C137—C142—H142120.0
Acknowledgements top

This work was supported by the NNSF of China (20571027), the NSF of Fujian Province, China (E0410019), Huaqiao University, China, the Tumor Hospital of Gansu Province, China, and the University of Malaya.

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