(5,10,15,20-Tetraphenylporphyrinato-[kappa]⁴N)bis(L-valine-[kappa]N methyl ester)iron(III) trifluoromethylsulfonate dichloromethane solvate

The title compound, [Fe(C₄₄H₂₈N₄)(C₆H₁₃NO₂)₂](CF₃O₃S)·­CH₂Cl₂, is the first amino ester complex of iron porphyrins to be investigated using X-ray diffraction and it can be considered as a model complex of cytochrome f. The Fe atom is six-coordinate to four N atoms of the porphyrin ring and to two N atoms of the axial amino ester ligands.

S1. Comment

Cytochrome f is one of the four redox centres in the cytochrome b6f complex of the thylakoid membrane in oxygenic photosynthetic organisms. Cytochrome f is also the electron donor to the Cu-containing protein plastocyanin in some eukariotic algae and cyanobacteria, when growing in a Cu-deficient environment. The protein consists predominantly of β-sheets and has a unique ligation of the heme by the α-amino N of the N-terminal residue. The structures of two truncated forms of the protein have been reported, one from turnip (Martinez et al., 1994, 1996) and the other from chlamydonas reinhardtii (Chi et al., 2000). The present study of the title compound, (I), seems to be the only reported structure of an amino ester complex of iron porphyrins. The crystal structures of primary amine complexes of iron(II) porphyrins are the only other examples involving NH₂ groups and iron porphyrins that have been reported to date (Munro et al., 1999). \sch

The crystal structure of (I) is comprised of two independent ion pairs in the asymmetric unit. The iron porphyrin differs slightly in the orientation of the C—Hα bonds of the axial ligands with respect to the porphyrin plane. Thus, the orientation of the ligands with respect to the N1—Fe—N3 axis is not equivalent for the two independent molecules. The angle between the N—Fe—N axis and the projection of the ligand C—Hα bond normal onto the porphyrin plane is 139.5 (2)° for molecule A and 138 (1)° for molecule B. The structures of (Ia) and (Ib) are shown in Fig. 1, and selected bond distances and angles are given in Table 1.

The equatorial Fe—N distances average 1.998 (2) Å for (Ia) and 1.997 (2) Å for (Ib), which is quite expected for low-spin iron(III) porphyrinate derivatives (Scheidt & Reed, 1981). The axial Fe—N bonds average 2.026 (2) Å for (Ia) and 2.023 (2) Å in (Ib). In [(TPP)Fe(1-BuNH₂)₂], [(TPP)Fe(BzNH₂)₂] and [(TPP)Fe(PhCH₂CH₂NH₂)₂] (TPP is tetraphenylporphyrin Correct?; Munro et al., 1999), the axial Fe—N distances are 2.039 (3), 2.043 (3) and 2.028 (2) Å, respectively. These three values are longer than those observed for (I) and reflect the increase of the oxidation state, from the ferrous state for the alkyl amine complexes to the ferric state for (I). Accordingly, a better σ donation from the ligated N atoms is expected in the ferric state.

All these distances are significantly longer than the Fe—NH₂ distance reported for the X-ray structure of turnip cytochrome f (1.94 Å; Martinez et al., 1996). This is unexpected and the result was previously discussed by Munro and coworkers (Munro et al., 1999).

Recently, a truncated form of cytochrome f from chlamydomonas reinhardtii has been crystallized and its structure determined to 2.0 Å resolution (Chi et al., 2000). The distance between the Fe atom and the N atom of the amino group of the N-terminus residue (Tyrosine) is 2.7 Å. Although the two protein structures display the same folding, the latter Fe—N distance is much longer. This situation will probably be solved with the structure determination of other cytochromes f.

S2. Experimental

The title compound was prepared from the trifluoromethanesulfonate complex of iron(III) porphyrin and three equivalents of L-valine methyl ester, as previously reported for the L-leucine methyl ester ligands (Morice et al., 1998). Crystals of (I) suitable for X-ray analysis were obtained by slow evaporation of a CH₂Cl₂-hexane solution in the presence of a small excess of the amino ester.

S3. Refinement

The title compound crystallized in triclinic space group P1 with two molecules in the asymmetric unit. The structure showed a pseudo I centring. Previous studies at room temperature showed a rather high thermal motion, disordered trifluoromethanesulfonate anions and a large thermal motion for the two dichloromethane molecules, the consequence of which was a ratio of reflections to parameters which was too low. The use of the CCD technique at low temperature enabled the reduction of this thermal motion and a very significant increase of the reflections to parameters ratio. Furthermore, the trifluoromethanesulfonate anions were no longer disordered. After anisotropic refinement (cations, anions and solvent molecules), most of the H atoms were found in a difference Fourier map and treated as riding, with C—H = 0.93–0.98 Å and N—H = 0.90 Å. Are these the correct constraints? It was also possible to confirm the absolute configuration unambiguously using the Friedel pairs.

Computing details

Data collection: KappaCCD Server Software (Nonius, 1999); cell refinement: HKL SCALEPACK (Otwinowski & Minor, 1997); data reduction: HKL DENZO (Otwinowski & Minor, 1997) and SCALEPACK; program(s) used to solve structure: SIR97 (Altomare et al., 1998); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 1998); software used to prepare material for publication: SHELXL97.

Figures

Fig. 1. The two crystallographically independent molecules of (I), (a) (Ia) and (b) (Ib). Displacement ellipsoids are drawn at the 50% probability level. Most H atoms have been omitted for clarity; the H atoms on the chiral C atoms of the L-valine are shown as ellipsoids.

(5,10,15,20-Tetraphenylporphyrinato-κ⁴N)bis(L-valine-κN methyl ester)iron(III) trifluoromethylsulfonate dichloromethane solvate

Crystal data

[Fe(C44H28N4)(C6H13NO2)2]CF3O3S·CH2Cl2	Z = 2
Mr = 1164.90	F(000) = 1210
Triclinic, P1	Dx = 1.408 Mg m^−3
Hall symbol: P 1	Mo Kα radiation, λ = 0.71069 Å
a = 11.3660 (2) Å	Cell parameters from 16340 reflections
b = 14.4438 (2) Å	θ = 1.0–32.0°
c = 17.6675 (2) Å	µ = 0.48 mm^−1
α = 78.148 (1)°	T = 120 K
β = 87.016 (1)°	Prism, black
γ = 75.485 (1)°	0.24 × 0.18 × 0.11 mm
V = 2748.01 (7) Å^3

Data collection

Nonius KappaCCD area-detector diffractometer	23226 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.000
Graphite monochromator	θmax = 32.0°, θmin = 1.5°
Detector resolution: 19.24 pixels mm^-1	h = −16→16
33368 measured reflections	k = −21→21
33368 independent reflections	l = −26→26

Refinement

Refinement on F^2	Hydrogen site location: difmap and geom
Least-squares matrix: full	H-atom parameters constrained
R[F^2 > 2σ(F^2)] = 0.049	w = 1/[σ^2(Fo^2) + (0.069P)^2 + 0.0588P] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.133	(Δ/σ)max = 0.001
S = 0.99	Δρmax = 0.76 e Å^−3
33368 reflections	Δρmin = −0.59 e Å^−3
1406 parameters	Extinction correction: SHELXL97 (Sheldrick, 1997), Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
3 restraints	Extinction coefficient: 0.0012 (4)
Primary atom site location: structure-invariant direct methods	Absolute structure: Flack (1983)
Secondary atom site location: difference Fourier map	Absolute structure parameter: −0.008 (8)

Special details

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

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

	x	y	z	Uiso*/Ueq
S1	0.10460 (7)	0.26075 (5)	0.49321 (4)	0.02943 (16)
S2	0.60857 (8)	0.75677 (5)	−0.05624 (5)	0.03372 (17)
O9	0.0724 (3)	0.28711 (17)	0.56682 (13)	0.0511 (7)
O10	0.0924 (2)	0.16627 (14)	0.48557 (13)	0.0449 (6)
O11	0.21169 (19)	0.28634 (17)	0.45824 (13)	0.0359 (5)
O12	0.6113 (3)	0.65631 (15)	−0.02635 (15)	0.0651 (9)
O13	0.5637 (2)	0.79608 (16)	−0.13396 (13)	0.0471 (6)
O14	0.7146 (2)	0.7867 (2)	−0.03975 (17)	0.0562 (7)
C117	−0.0137 (3)	0.3443 (2)	0.4302 (2)	0.0412 (8)
C118	0.4940 (3)	0.8226 (2)	0.0014 (2)	0.0372 (7)
F1	−0.12462 (19)	0.33607 (18)	0.45227 (19)	0.0773 (8)
F2	0.0020 (2)	0.32956 (15)	0.35693 (13)	0.0637 (7)
F3	−0.01169 (18)	0.43663 (12)	0.42765 (13)	0.0490 (5)
F4	0.3847 (2)	0.80757 (18)	−0.00734 (18)	0.0740 (8)
F5	0.5224 (2)	0.79712 (16)	0.07635 (12)	0.0610 (6)
F6	0.48325 (17)	0.91824 (12)	−0.01999 (12)	0.0444 (5)
Cl1	0.33337 (8)	0.35856 (5)	0.20240 (4)	0.03885 (18)
Cl2	0.43929 (8)	0.42109 (6)	0.32392 (5)	0.0447 (2)
Cl3	0.83333 (7)	0.84265 (5)	−0.30816 (4)	0.03554 (17)
Cl4	0.92633 (9)	0.90497 (6)	−0.18110 (5)	0.0445 (2)
C119	0.3522 (3)	0.3455 (3)	0.30319 (18)	0.0433 (8)
H11A	0.2730	0.3614	0.3273	0.052*
H11B	0.3914	0.2781	0.3250	0.052*
C120	0.8441 (3)	0.8282 (2)	−0.20670 (18)	0.0391 (7)
H12A	0.7630	0.8425	−0.1849	0.047*
H12B	0.8837	0.7609	−0.1849	0.047*
Fe1	0.16886 (3)	−0.13878 (2)	0.51745 (2)	0.01256 (7)
Fe61	0.66800 (3)	0.35721 (2)	0.01667 (2)	0.01247 (7)
O1	0.11604 (18)	−0.40445 (14)	0.53629 (12)	0.0298 (4)
O2	0.29694 (19)	−0.48981 (14)	0.58880 (13)	0.0343 (5)
O3	0.44295 (17)	−0.07664 (15)	0.38572 (12)	0.0304 (4)
O4	0.3736 (2)	−0.11334 (15)	0.28053 (12)	0.0354 (5)
O61	0.60789 (18)	0.09221 (14)	0.05646 (12)	0.0313 (4)
O62	0.79407 (18)	0.01155 (14)	0.10214 (12)	0.0316 (4)
O63	0.93745 (18)	0.39906 (15)	−0.12863 (12)	0.0317 (4)
O64	0.8561 (2)	0.36407 (16)	−0.23024 (12)	0.0380 (5)
N1	0.27236 (18)	−0.23745 (14)	0.46221 (11)	0.0143 (4)
N2	0.02541 (19)	−0.13033 (14)	0.45264 (12)	0.0145 (4)
N3	0.06455 (19)	−0.04180 (15)	0.57338 (11)	0.0150 (4)
N4	0.31181 (19)	−0.14755 (15)	0.58249 (11)	0.0147 (4)
N5	0.12005 (19)	−0.24685 (15)	0.59548 (12)	0.0173 (4)
H5A	0.0883	−0.2212	0.6366	0.021*
H5B	0.0595	−0.2627	0.5741	0.021*
N6	0.21365 (19)	−0.02718 (15)	0.44201 (11)	0.0156 (4)
H6A	0.1566	0.0277	0.4454	0.019*
H6B	0.2843	−0.0200	0.4578	0.019*
N61	0.77127 (18)	0.25143 (14)	−0.03099 (12)	0.0138 (4)
N62	0.52430 (18)	0.35733 (14)	−0.04450 (11)	0.0141 (4)
N63	0.56270 (18)	0.46111 (15)	0.06621 (11)	0.0137 (4)
N64	0.81057 (19)	0.35711 (15)	0.07877 (12)	0.0159 (4)
N65	0.62030 (19)	0.25658 (15)	0.10285 (12)	0.0166 (4)
H65A	0.5924	0.2867	0.1424	0.020*
H65B	0.5572	0.2395	0.0856	0.020*
N66	0.71416 (19)	0.45989 (15)	−0.06684 (11)	0.0158 (4)
H66A	0.6606	0.5171	−0.0651	0.019*
H66B	0.7874	0.4659	−0.0546	0.019*
C1	0.3940 (2)	−0.28405 (17)	0.47522 (14)	0.0153 (5)
C2	0.4350 (3)	−0.34940 (19)	0.42258 (15)	0.0210 (6)
H2	0.5130	−0.3887	0.4195	0.025*
C3	0.3381 (2)	−0.34272 (19)	0.37831 (15)	0.0215 (6)
H3	0.3373	−0.3766	0.3390	0.026*
C4	0.2372 (2)	−0.27388 (18)	0.40312 (14)	0.0165 (5)
C5	0.1220 (2)	−0.24666 (19)	0.36997 (15)	0.0187 (5)
C6	0.0246 (2)	−0.17904 (18)	0.39332 (14)	0.0167 (5)
C7	−0.0926 (2)	−0.14993 (19)	0.35779 (15)	0.0202 (5)
H7	−0.1155	−0.1726	0.3166	0.024*
C8	−0.1645 (2)	−0.08300 (19)	0.39519 (14)	0.0193 (5)
H8	−0.2455	−0.0512	0.3848	0.023*
C9	−0.0897 (2)	−0.07131 (18)	0.45428 (14)	0.0158 (5)
C10	−0.1308 (2)	−0.00625 (17)	0.50504 (14)	0.0145 (5)
C11	−0.0560 (2)	0.00575 (18)	0.56071 (14)	0.0152 (5)
C12	−0.0977 (2)	0.06956 (18)	0.61423 (15)	0.0175 (5)
H12	−0.1760	0.1081	0.6177	0.021*
C13	−0.0015 (2)	0.06296 (19)	0.65861 (15)	0.0188 (5)
H13	−0.0008	0.0967	0.6981	0.023*
C14	0.1001 (2)	−0.00634 (18)	0.63318 (14)	0.0175 (5)
C15	0.2152 (2)	−0.0311 (2)	0.66561 (15)	0.0197 (5)
C16	0.3128 (2)	−0.09822 (19)	0.64110 (14)	0.0180 (5)
C17	0.4317 (2)	−0.1256 (2)	0.67524 (15)	0.0222 (6)
H17	0.4555	−0.1025	0.7159	0.027*
C18	0.5024 (2)	−0.1913 (2)	0.63692 (15)	0.0205 (5)
H18	0.5840	−0.2222	0.6466	0.025*
C19	0.4284 (2)	−0.20439 (18)	0.57862 (13)	0.0145 (5)
C20	0.4693 (2)	−0.26931 (18)	0.52963 (14)	0.0165 (5)
C21	0.1039 (2)	−0.2943 (2)	0.30539 (16)	0.0233 (6)
C22	0.1001 (3)	−0.2430 (2)	0.22867 (16)	0.0331 (7)
H22	0.1058	−0.1785	0.2178	0.040*
C23	0.0876 (3)	−0.2897 (3)	0.16838 (18)	0.0445 (9)
H23	0.0854	−0.2560	0.1174	0.053*
C24	0.0787 (3)	−0.3846 (3)	0.1841 (2)	0.0455 (10)
H24	0.0709	−0.4154	0.1440	0.055*
C25	0.0813 (3)	−0.4342 (3)	0.2598 (2)	0.0440 (9)
H25	0.0745	−0.4984	0.2702	0.053*
C26	0.0940 (3)	−0.3901 (2)	0.32090 (19)	0.0322 (7)
H26	0.0959	−0.4246	0.3716	0.039*
C27	−0.2588 (2)	0.0538 (2)	0.49792 (14)	0.0188 (5)
C28	−0.3565 (3)	0.0106 (3)	0.51213 (17)	0.0300 (7)
H28	−0.3421	−0.0569	0.5267	0.036*
C29	−0.4753 (3)	0.0674 (3)	0.5048 (2)	0.0454 (10)
H29	−0.5401	0.0381	0.5144	0.054*
C30	−0.4969 (3)	0.1683 (3)	0.48304 (19)	0.0503 (11)
H30	−0.5763	0.2065	0.4775	0.060*
C31	−0.4009 (3)	0.2115 (3)	0.46966 (17)	0.0450 (9)
H31	−0.4156	0.2790	0.4558	0.054*
C32	−0.2818 (3)	0.1547 (2)	0.47677 (15)	0.0268 (6)
H32	−0.2174	0.1845	0.4673	0.032*
C33	0.2352 (2)	0.0194 (2)	0.72786 (17)	0.0278 (7)
C34	0.2387 (3)	−0.0247 (3)	0.80485 (18)	0.0416 (8)
H34	0.2319	−0.0887	0.8199	0.050*
C35	0.2530 (3)	0.0296 (4)	0.8609 (2)	0.0567 (12)
H35	0.2542	0.0015	0.9132	0.068*
C36	0.2652 (3)	0.1243 (3)	0.8377 (3)	0.0590 (13)
H36	0.2757	0.1588	0.8748	0.071*
C37	0.2622 (3)	0.1671 (3)	0.7625 (3)	0.0549 (12)
H37	0.2704	0.2308	0.7479	0.066*
C38	0.2468 (3)	0.1162 (2)	0.7063 (2)	0.0396 (8)
H38	0.2442	0.1462	0.6543	0.048*
C39	0.5979 (2)	−0.32912 (19)	0.53677 (14)	0.0181 (5)
C40	0.6937 (2)	−0.2862 (2)	0.51069 (16)	0.0236 (6)
H40	0.6778	−0.2205	0.4873	0.028*
C41	0.8128 (3)	−0.3420 (2)	0.51979 (18)	0.0316 (7)
H41	0.8764	−0.3129	0.5029	0.038*
C42	0.8382 (3)	−0.4398 (2)	0.55346 (18)	0.0342 (7)
H42	0.9183	−0.4764	0.5593	0.041*
C43	0.7433 (3)	−0.4831 (2)	0.57856 (18)	0.0332 (7)
H43	0.7597	−0.5491	0.6011	0.040*
C44	0.6234 (3)	−0.4278 (2)	0.57001 (16)	0.0262 (6)
H44	0.5601	−0.4573	0.5867	0.031*
C45	0.2109 (2)	−0.33925 (17)	0.62553 (14)	0.0175 (5)
H45	0.2918	−0.3267	0.6172	0.021*
C46	0.1977 (2)	−0.3794 (2)	0.71213 (15)	0.0263 (6)
H46	0.2646	−0.4375	0.7265	0.032*
C47	0.0785 (3)	−0.4115 (2)	0.7305 (2)	0.0423 (8)
H47A	0.0741	−0.4368	0.7849	0.051*
H47B	0.0761	−0.4614	0.7024	0.051*
H47C	0.0107	−0.3566	0.7155	0.051*
C48	0.2114 (3)	−0.3061 (2)	0.75978 (16)	0.0365 (7)
H48A	0.2033	−0.3326	0.8137	0.044*
H48B	0.1495	−0.2468	0.7452	0.044*
H48C	0.2900	−0.2927	0.7505	0.044*
C49	0.2015 (2)	−0.41309 (18)	0.57750 (15)	0.0228 (5)
C50	0.2923 (4)	−0.5676 (2)	0.5487 (2)	0.0512 (9)
H50A	0.3644	−0.6195	0.5602	0.061*
H50B	0.2873	−0.5424	0.4940	0.061*
H50C	0.2222	−0.5920	0.5656	0.061*
C51	0.2270 (2)	−0.03422 (17)	0.35948 (13)	0.0191 (5)
H51	0.1814	−0.0803	0.3506	0.023*
C52	0.1795 (2)	0.06307 (18)	0.30258 (14)	0.0226 (5)
H52	0.1964	0.0501	0.2503	0.027*
C53	0.0418 (3)	0.0978 (2)	0.30982 (18)	0.0318 (6)
H53A	0.0048	0.0466	0.3044	0.038*
H53B	0.0121	0.1541	0.2700	0.038*
H53C	0.0219	0.1145	0.3596	0.038*
C54	0.2437 (3)	0.14126 (19)	0.31074 (17)	0.0268 (6)
H54A	0.3298	0.1168	0.3056	0.032*
H54B	0.2261	0.1581	0.3606	0.032*
H54C	0.2156	0.1981	0.2712	0.032*
C55	0.3606 (3)	−0.07699 (18)	0.34505 (15)	0.0246 (5)
C56	0.4962 (3)	−0.1604 (2)	0.2619 (2)	0.0474 (9)
H56A	0.4960	−0.1842	0.2150	0.057*
H56B	0.5285	−0.2140	0.3033	0.057*
H56C	0.5457	−0.1143	0.2550	0.057*
C61	0.8937 (2)	0.20689 (18)	−0.01715 (14)	0.0156 (5)
C62	0.9354 (2)	0.13577 (19)	−0.06506 (15)	0.0197 (5)
H62	1.0135	0.0962	−0.0663	0.024*
C63	0.8390 (2)	0.13722 (19)	−0.10825 (15)	0.0197 (5)
H63	0.8388	0.0995	−0.1450	0.024*
C64	0.7381 (2)	0.20820 (17)	−0.08610 (14)	0.0160 (5)
C65	0.6216 (2)	0.22976 (18)	−0.11829 (14)	0.0171 (5)
C66	0.5242 (2)	0.30049 (18)	−0.09890 (14)	0.0165 (5)
C67	0.4066 (2)	0.32688 (19)	−0.13466 (15)	0.0202 (5)
H67	0.3834	0.2997	−0.1731	0.024*
C68	0.3356 (2)	0.39888 (19)	−0.10203 (14)	0.0190 (5)
H68	0.2547	0.4302	−0.1138	0.023*
C69	0.4094 (2)	0.41768 (18)	−0.04562 (14)	0.0157 (5)
C70	0.3671 (2)	0.48740 (18)	0.00032 (14)	0.0151 (5)
C71	0.4419 (2)	0.50563 (17)	0.05326 (13)	0.0145 (5)
C72	0.3989 (2)	0.57427 (18)	0.10325 (14)	0.0166 (5)
H72	0.3199	0.6118	0.1063	0.020*
C73	0.4958 (2)	0.57353 (19)	0.14490 (15)	0.0188 (5)
H73	0.4962	0.6112	0.1816	0.023*
C74	0.5979 (2)	0.50374 (18)	0.12187 (14)	0.0162 (5)
C75	0.7137 (2)	0.48490 (18)	0.15233 (14)	0.0174 (5)
C76	0.8121 (2)	0.41484 (19)	0.13133 (14)	0.0174 (5)
C77	0.9304 (2)	0.3920 (2)	0.16497 (15)	0.0216 (6)
H77	0.9544	0.4218	0.2014	0.026*
C78	1.0007 (2)	0.3188 (2)	0.13356 (15)	0.0209 (5)
H78	1.0816	0.2877	0.1453	0.025*
C79	0.9263 (2)	0.29806 (18)	0.07853 (14)	0.0151 (5)
C80	0.9673 (2)	0.22677 (18)	0.03517 (14)	0.0162 (5)
C81	0.6032 (2)	0.17568 (19)	−0.17786 (15)	0.0188 (5)
C82	0.6025 (3)	0.2181 (2)	−0.25672 (16)	0.0271 (6)
H82	0.6133	0.2810	−0.2721	0.033*
C83	0.5856 (3)	0.1669 (2)	−0.31201 (17)	0.0331 (7)
H83	0.5841	0.1960	−0.3642	0.040*
C84	0.5713 (3)	0.0736 (2)	−0.29014 (18)	0.0333 (7)
H84	0.5615	0.0391	−0.3274	0.040*
C85	0.5716 (3)	0.0307 (2)	−0.21217 (18)	0.0309 (7)
H85	0.5607	−0.0322	−0.1973	0.037*
C86	0.5880 (3)	0.0812 (2)	−0.15647 (16)	0.0247 (6)
H86	0.5889	0.0517	−0.1044	0.030*
C87	0.2391 (2)	0.5465 (2)	−0.00858 (14)	0.0190 (5)
C88	0.1411 (3)	0.5025 (2)	0.00565 (17)	0.0280 (6)
H88	0.1557	0.4352	0.0217	0.034*
C89	0.0230 (3)	0.5588 (3)	−0.00403 (19)	0.0416 (9)
H89	−0.0414	0.5290	0.0045	0.050*
C90	0.0000 (3)	0.6597 (3)	−0.02640 (19)	0.0519 (11)
H90	−0.0795	0.6975	−0.0322	0.062*
C91	0.0953 (3)	0.7030 (3)	−0.03985 (17)	0.0409 (9)
H91	0.0798	0.7706	−0.0547	0.049*
C92	0.2151 (3)	0.6477 (2)	−0.03163 (15)	0.0261 (6)
H92	0.2789	0.6781	−0.0415	0.031*
C93	0.7335 (2)	0.5442 (2)	0.20835 (16)	0.0207 (5)
C94	0.7303 (2)	0.5085 (2)	0.28788 (16)	0.0246 (6)
H94	0.7169	0.4469	0.3064	0.029*
C95	0.7470 (3)	0.5647 (2)	0.33942 (16)	0.0277 (6)
H95	0.7448	0.5408	0.3924	0.033*
C96	0.7670 (3)	0.6565 (2)	0.31190 (18)	0.0296 (6)
H96	0.7777	0.6942	0.3466	0.035*
C97	0.7711 (3)	0.6923 (2)	0.23319 (18)	0.0325 (7)
H97	0.7856	0.7536	0.2150	0.039*
C98	0.7534 (3)	0.6364 (2)	0.18127 (17)	0.0249 (6)
H98	0.7550	0.6608	0.1283	0.030*
C99	1.0952 (2)	0.16666 (19)	0.04690 (15)	0.0193 (5)
C100	1.1925 (2)	0.2084 (2)	0.02247 (16)	0.0246 (6)
H100	1.1779	0.2725	−0.0047	0.029*
C101	1.3117 (3)	0.1541 (2)	0.03882 (18)	0.0302 (7)
H101	1.3763	0.1824	0.0234	0.036*
C102	1.3337 (3)	0.0580 (2)	0.07804 (17)	0.0322 (7)
H102	1.4130	0.0223	0.0897	0.039*
C103	1.2386 (3)	0.0154 (2)	0.09985 (17)	0.0296 (6)
H103	1.2539	−0.0496	0.1251	0.036*
C104	1.1191 (2)	0.0692 (2)	0.08421 (15)	0.0234 (5)
H104	1.0552	0.0399	0.0988	0.028*
C105	0.7113 (2)	0.16478 (17)	0.13523 (13)	0.0179 (5)
H105	0.7925	0.1759	0.1239	0.022*
C106	0.7005 (3)	0.1323 (2)	0.22361 (15)	0.0284 (6)
H106	0.7659	0.0735	0.2399	0.034*
C107	0.5802 (3)	0.1054 (3)	0.2472 (2)	0.0434 (9)
H10A	0.5708	0.0560	0.2207	0.052*
H10B	0.5143	0.1623	0.2337	0.052*
H10C	0.5798	0.0812	0.3020	0.052*
C108	0.7199 (3)	0.2101 (2)	0.26472 (16)	0.0377 (7)
H10D	0.7961	0.2252	0.2488	0.045*
H10E	0.7206	0.1862	0.3196	0.045*
H10F	0.6551	0.2678	0.2516	0.045*
C109	0.6968 (2)	0.08659 (18)	0.09266 (16)	0.0242 (5)
C110	0.7883 (3)	−0.0670 (2)	0.0632 (2)	0.0426 (8)
H11C	0.8618	−0.1178	0.0731	0.051*
H11D	0.7793	−0.0421	0.0086	0.051*
H11E	0.7201	−0.0928	0.0825	0.051*
C111	0.7203 (2)	0.44604 (17)	−0.14860 (13)	0.0180 (5)
H111	0.6718	0.3999	−0.1525	0.022*
C112	0.6717 (2)	0.53999 (19)	−0.20848 (15)	0.0243 (5)
H112	0.6789	0.5218	−0.2593	0.029*
C113	0.5364 (3)	0.5832 (2)	−0.19544 (19)	0.0375 (7)
H11F	0.5082	0.6413	−0.2338	0.045*
H11G	0.5251	0.5988	−0.1449	0.045*
H11H	0.4913	0.5364	−0.1995	0.045*
C114	0.7473 (3)	0.6150 (2)	−0.21143 (17)	0.0299 (6)
H11I	0.7138	0.6723	−0.2494	0.036*
H11J	0.8297	0.5873	−0.2250	0.036*
H11K	0.7459	0.6322	−0.1617	0.036*
C115	0.8505 (3)	0.40005 (19)	−0.16578 (15)	0.0246 (5)
C116	0.9776 (3)	0.3184 (3)	−0.2545 (2)	0.0514 (10)
H11L	0.9721	0.2950	−0.3010	0.062*
H11M	1.0147	0.2647	−0.2145	0.062*
H11N	1.0259	0.3653	−0.2641	0.062*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
S1	0.0382 (4)	0.0213 (3)	0.0252 (3)	−0.0018 (3)	0.0078 (3)	−0.0051 (3)
S2	0.0429 (5)	0.0197 (3)	0.0319 (4)	0.0013 (3)	0.0116 (3)	−0.0040 (3)
O9	0.086 (2)	0.0358 (12)	0.0294 (11)	−0.0090 (13)	0.0191 (12)	−0.0143 (10)
O10	0.0728 (18)	0.0185 (10)	0.0400 (12)	−0.0094 (10)	0.0227 (12)	−0.0061 (9)
O11	0.0227 (11)	0.0462 (13)	0.0381 (11)	−0.0043 (9)	0.0048 (9)	−0.0136 (10)
O12	0.123 (3)	0.0154 (10)	0.0461 (14)	−0.0067 (13)	0.0425 (15)	−0.0040 (10)
O13	0.0794 (19)	0.0294 (11)	0.0307 (11)	−0.0099 (12)	−0.0014 (11)	−0.0061 (9)
O14	0.0237 (13)	0.0732 (18)	0.0666 (17)	0.0002 (12)	0.0029 (11)	−0.0177 (15)
C117	0.0317 (18)	0.0269 (15)	0.066 (2)	−0.0029 (12)	−0.0048 (15)	−0.0165 (15)
C118	0.0375 (18)	0.0240 (13)	0.0521 (19)	−0.0084 (12)	0.0172 (14)	−0.0155 (13)
F1	0.0286 (12)	0.0603 (15)	0.150 (3)	−0.0141 (10)	0.0046 (13)	−0.0335 (16)
F2	0.0882 (18)	0.0464 (12)	0.0520 (13)	0.0045 (11)	−0.0330 (12)	−0.0172 (10)
F3	0.0516 (12)	0.0208 (8)	0.0704 (14)	0.0013 (8)	−0.0091 (10)	−0.0097 (9)
F4	0.0369 (13)	0.0658 (15)	0.133 (2)	−0.0277 (11)	0.0299 (13)	−0.0397 (16)
F5	0.0987 (19)	0.0452 (11)	0.0374 (11)	−0.0136 (12)	0.0247 (11)	−0.0158 (9)
F6	0.0471 (12)	0.0214 (8)	0.0638 (13)	−0.0038 (8)	0.0132 (9)	−0.0156 (9)
Cl1	0.0523 (5)	0.0322 (4)	0.0313 (4)	−0.0153 (3)	0.0063 (3)	−0.0004 (3)
Cl2	0.0583 (6)	0.0273 (4)	0.0465 (4)	−0.0086 (4)	−0.0098 (4)	−0.0028 (3)
Cl3	0.0396 (4)	0.0321 (4)	0.0323 (4)	−0.0103 (3)	0.0050 (3)	0.0002 (3)
Cl4	0.0603 (6)	0.0270 (4)	0.0423 (4)	−0.0060 (4)	−0.0095 (4)	−0.0013 (3)
C119	0.057 (2)	0.0477 (19)	0.0297 (15)	−0.0271 (17)	0.0065 (15)	−0.0021 (14)
C120	0.0418 (19)	0.0414 (18)	0.0310 (15)	−0.0109 (15)	0.0086 (13)	−0.0014 (13)
Fe1	0.01207 (15)	0.01352 (14)	0.01239 (13)	−0.00264 (11)	−0.00061 (10)	−0.00371 (11)
Fe61	0.01193 (14)	0.01382 (14)	0.01171 (12)	−0.00245 (11)	−0.00018 (10)	−0.00349 (11)
O1	0.0302 (11)	0.0263 (10)	0.0370 (11)	−0.0123 (8)	−0.0059 (9)	−0.0077 (8)
O2	0.0338 (12)	0.0199 (9)	0.0477 (12)	0.0019 (8)	−0.0037 (9)	−0.0128 (9)
O3	0.0208 (10)	0.0321 (10)	0.0365 (11)	−0.0055 (8)	0.0040 (8)	−0.0051 (9)
O4	0.0391 (13)	0.0334 (11)	0.0289 (10)	0.0022 (9)	0.0109 (9)	−0.0122 (9)
O61	0.0251 (11)	0.0270 (10)	0.0440 (12)	−0.0094 (8)	−0.0057 (9)	−0.0072 (9)
O62	0.0270 (11)	0.0210 (9)	0.0444 (12)	0.0012 (8)	−0.0025 (9)	−0.0088 (9)
O63	0.0217 (11)	0.0316 (11)	0.0360 (11)	−0.0026 (8)	0.0068 (8)	−0.0002 (9)
O64	0.0468 (14)	0.0354 (11)	0.0289 (10)	−0.0033 (10)	0.0159 (9)	−0.0124 (9)
N1	0.0142 (11)	0.0145 (9)	0.0152 (10)	−0.0040 (8)	−0.0006 (8)	−0.0043 (8)
N2	0.0143 (11)	0.0152 (10)	0.0151 (9)	−0.0037 (8)	−0.0002 (8)	−0.0055 (8)
N3	0.0145 (11)	0.0169 (10)	0.0136 (10)	−0.0037 (8)	−0.0012 (8)	−0.0029 (8)
N4	0.0141 (11)	0.0154 (10)	0.0152 (10)	−0.0028 (8)	−0.0011 (8)	−0.0054 (8)
N5	0.0145 (11)	0.0173 (10)	0.0189 (10)	−0.0028 (8)	0.0012 (8)	−0.0024 (8)
N6	0.0181 (11)	0.0143 (9)	0.0148 (9)	−0.0049 (8)	−0.0006 (8)	−0.0029 (8)
N61	0.0118 (11)	0.0125 (9)	0.0170 (10)	−0.0018 (8)	−0.0012 (8)	−0.0041 (8)
N62	0.0115 (11)	0.0163 (10)	0.0143 (9)	−0.0019 (8)	−0.0005 (8)	−0.0045 (8)
N63	0.0144 (11)	0.0153 (9)	0.0116 (9)	−0.0037 (8)	−0.0009 (8)	−0.0032 (8)
N64	0.0145 (11)	0.0178 (10)	0.0171 (10)	−0.0041 (8)	−0.0008 (8)	−0.0071 (8)
N65	0.0166 (11)	0.0154 (9)	0.0169 (10)	−0.0046 (8)	0.0009 (8)	−0.0006 (8)
N66	0.0183 (11)	0.0154 (9)	0.0140 (9)	−0.0052 (8)	0.0021 (8)	−0.0028 (8)
C1	0.0144 (13)	0.0154 (11)	0.0151 (11)	−0.0011 (9)	0.0002 (9)	−0.0041 (9)
C2	0.0196 (14)	0.0220 (13)	0.0217 (12)	−0.0005 (11)	0.0012 (10)	−0.0110 (11)
C3	0.0213 (14)	0.0227 (13)	0.0234 (13)	−0.0032 (11)	0.0012 (10)	−0.0136 (11)
C4	0.0167 (13)	0.0179 (11)	0.0170 (11)	−0.0054 (10)	−0.0006 (9)	−0.0067 (10)
C5	0.0214 (14)	0.0195 (12)	0.0177 (11)	−0.0069 (10)	−0.0014 (10)	−0.0068 (10)
C6	0.0191 (13)	0.0187 (12)	0.0148 (11)	−0.0070 (10)	−0.0030 (10)	−0.0053 (9)
C7	0.0172 (14)	0.0255 (13)	0.0192 (12)	−0.0028 (10)	−0.0051 (10)	−0.0091 (10)
C8	0.0179 (13)	0.0249 (13)	0.0162 (11)	−0.0038 (10)	−0.0040 (10)	−0.0077 (10)
C9	0.0164 (13)	0.0166 (11)	0.0149 (11)	−0.0043 (10)	−0.0007 (9)	−0.0037 (9)
C10	0.0125 (12)	0.0143 (11)	0.0151 (11)	−0.0003 (9)	−0.0016 (9)	−0.0023 (9)
C11	0.0135 (12)	0.0170 (11)	0.0151 (11)	−0.0045 (9)	0.0015 (9)	−0.0027 (9)
C12	0.0138 (13)	0.0185 (12)	0.0212 (12)	−0.0028 (10)	0.0017 (10)	−0.0082 (10)
C13	0.0146 (13)	0.0216 (12)	0.0213 (12)	−0.0018 (10)	0.0002 (10)	−0.0106 (10)
C14	0.0147 (13)	0.0197 (12)	0.0183 (11)	−0.0019 (10)	0.0007 (10)	−0.0076 (10)
C15	0.0180 (13)	0.0263 (13)	0.0177 (12)	−0.0049 (10)	−0.0023 (10)	−0.0111 (10)
C16	0.0146 (13)	0.0233 (13)	0.0170 (11)	−0.0023 (10)	−0.0042 (10)	−0.0079 (10)
C17	0.0162 (14)	0.0319 (14)	0.0217 (13)	−0.0044 (11)	−0.0014 (10)	−0.0140 (11)
C18	0.0128 (13)	0.0243 (13)	0.0240 (13)	−0.0016 (10)	−0.0030 (10)	−0.0068 (11)
C19	0.0101 (12)	0.0175 (11)	0.0152 (11)	−0.0031 (9)	−0.0010 (9)	−0.0017 (9)
C20	0.0136 (13)	0.0178 (11)	0.0176 (11)	−0.0037 (9)	−0.0008 (9)	−0.0022 (9)
C21	0.0155 (13)	0.0316 (14)	0.0250 (13)	−0.0002 (11)	−0.0035 (10)	−0.0165 (12)
C22	0.0321 (17)	0.0441 (17)	0.0243 (14)	−0.0021 (14)	−0.0038 (12)	−0.0176 (13)
C23	0.0322 (18)	0.076 (3)	0.0253 (15)	0.0038 (16)	−0.0056 (13)	−0.0300 (17)
C24	0.0275 (17)	0.070 (3)	0.049 (2)	0.0015 (16)	−0.0064 (14)	−0.049 (2)
C25	0.0313 (18)	0.048 (2)	0.066 (2)	−0.0053 (15)	−0.0072 (16)	−0.0439 (19)
C26	0.0262 (16)	0.0330 (16)	0.0437 (17)	−0.0048 (12)	−0.0064 (13)	−0.0236 (14)
C27	0.0142 (13)	0.0258 (13)	0.0156 (11)	−0.0006 (10)	−0.0013 (9)	−0.0076 (10)
C28	0.0161 (14)	0.0482 (18)	0.0292 (14)	−0.0062 (12)	0.0013 (11)	−0.0180 (13)
C29	0.0143 (16)	0.087 (3)	0.0378 (18)	−0.0054 (17)	−0.0043 (13)	−0.0268 (19)
C30	0.0245 (18)	0.084 (3)	0.0274 (16)	0.0223 (18)	−0.0058 (13)	−0.0202 (18)
C31	0.047 (2)	0.048 (2)	0.0230 (14)	0.0235 (16)	−0.0082 (14)	−0.0098 (14)
C32	0.0269 (15)	0.0288 (14)	0.0183 (12)	0.0065 (11)	−0.0048 (10)	−0.0054 (11)
C33	0.0136 (14)	0.0423 (17)	0.0301 (15)	0.0020 (12)	−0.0033 (11)	−0.0234 (13)
C34	0.0260 (17)	0.072 (2)	0.0275 (15)	−0.0039 (16)	−0.0055 (13)	−0.0202 (16)
C35	0.0223 (18)	0.116 (4)	0.0335 (18)	−0.005 (2)	0.0024 (14)	−0.035 (2)
C36	0.029 (2)	0.086 (3)	0.074 (3)	0.0003 (19)	−0.0066 (18)	−0.060 (3)
C37	0.039 (2)	0.060 (2)	0.078 (3)	0.0038 (17)	−0.0219 (19)	−0.053 (2)
C38	0.0319 (18)	0.0379 (17)	0.054 (2)	0.0014 (14)	−0.0107 (15)	−0.0300 (16)
C39	0.0143 (13)	0.0222 (12)	0.0178 (12)	−0.0021 (10)	−0.0016 (10)	−0.0068 (10)
C40	0.0183 (14)	0.0280 (13)	0.0265 (13)	−0.0064 (11)	−0.0012 (10)	−0.0086 (11)
C41	0.0151 (14)	0.0465 (18)	0.0367 (16)	−0.0068 (13)	0.0047 (12)	−0.0186 (14)
C42	0.0166 (15)	0.0471 (19)	0.0351 (16)	0.0068 (13)	−0.0068 (12)	−0.0161 (14)
C43	0.0233 (16)	0.0339 (16)	0.0330 (15)	0.0099 (12)	−0.0039 (12)	−0.0056 (13)
C44	0.0215 (15)	0.0247 (13)	0.0273 (13)	0.0020 (11)	0.0011 (11)	−0.0039 (11)
C45	0.0138 (12)	0.0165 (10)	0.0203 (11)	−0.0027 (9)	0.0010 (9)	−0.0011 (9)
C46	0.0215 (14)	0.0257 (13)	0.0215 (12)	0.0028 (10)	0.0041 (10)	0.0060 (10)
C47	0.0335 (19)	0.0384 (17)	0.0441 (19)	−0.0077 (14)	0.0122 (14)	0.0118 (15)
C48	0.0409 (18)	0.0461 (18)	0.0170 (12)	0.0009 (14)	−0.0010 (12)	−0.0078 (12)
C49	0.0230 (14)	0.0170 (11)	0.0279 (13)	−0.0066 (10)	0.0032 (10)	−0.0024 (10)
C50	0.061 (2)	0.0234 (15)	0.073 (3)	−0.0038 (15)	0.0013 (19)	−0.0259 (17)
C51	0.0217 (13)	0.0197 (11)	0.0150 (10)	−0.0046 (9)	0.0028 (9)	−0.0026 (9)
C52	0.0246 (14)	0.0225 (12)	0.0167 (11)	−0.0039 (10)	−0.0003 (10)	0.0030 (9)
C53	0.0212 (15)	0.0307 (14)	0.0372 (15)	−0.0021 (11)	−0.0047 (12)	0.0034 (12)
C54	0.0254 (15)	0.0203 (12)	0.0312 (14)	−0.0058 (11)	0.0033 (11)	0.0021 (11)
C55	0.0287 (15)	0.0195 (12)	0.0215 (12)	−0.0024 (10)	0.0070 (11)	−0.0009 (10)
C56	0.051 (2)	0.0334 (16)	0.051 (2)	−0.0003 (15)	0.0304 (17)	−0.0118 (15)
C61	0.0128 (12)	0.0169 (11)	0.0170 (11)	−0.0024 (9)	−0.0003 (9)	−0.0045 (9)
C62	0.0152 (13)	0.0193 (12)	0.0245 (13)	−0.0003 (10)	0.0005 (10)	−0.0091 (10)
C63	0.0192 (14)	0.0197 (12)	0.0213 (12)	−0.0017 (10)	0.0015 (10)	−0.0110 (10)
C64	0.0190 (13)	0.0149 (11)	0.0156 (11)	−0.0044 (10)	−0.0001 (9)	−0.0060 (9)
C65	0.0205 (13)	0.0178 (11)	0.0158 (11)	−0.0058 (10)	−0.0013 (10)	−0.0076 (9)
C66	0.0162 (13)	0.0173 (11)	0.0186 (11)	−0.0063 (10)	−0.0008 (10)	−0.0064 (10)
C67	0.0176 (14)	0.0265 (13)	0.0190 (12)	−0.0037 (11)	−0.0041 (10)	−0.0109 (11)
C68	0.0165 (13)	0.0244 (13)	0.0173 (11)	−0.0036 (10)	−0.0039 (10)	−0.0075 (10)
C69	0.0141 (13)	0.0192 (12)	0.0144 (11)	−0.0054 (10)	−0.0011 (9)	−0.0026 (9)
C70	0.0118 (12)	0.0175 (11)	0.0153 (11)	−0.0029 (9)	0.0013 (9)	−0.0026 (9)
C71	0.0137 (12)	0.0145 (11)	0.0149 (11)	−0.0024 (9)	0.0028 (9)	−0.0041 (9)
C72	0.0155 (13)	0.0187 (11)	0.0157 (11)	−0.0018 (10)	−0.0009 (9)	−0.0065 (9)
C73	0.0159 (13)	0.0206 (12)	0.0209 (12)	−0.0030 (10)	−0.0011 (10)	−0.0080 (10)
C74	0.0141 (13)	0.0195 (12)	0.0160 (11)	−0.0032 (9)	0.0007 (9)	−0.0072 (9)
C75	0.0147 (13)	0.0196 (12)	0.0198 (12)	−0.0029 (10)	−0.0019 (9)	−0.0092 (10)
C76	0.0146 (13)	0.0238 (12)	0.0158 (11)	−0.0053 (10)	−0.0010 (9)	−0.0075 (10)
C77	0.0131 (13)	0.0331 (14)	0.0228 (13)	−0.0057 (11)	−0.0014 (10)	−0.0149 (11)
C78	0.0130 (13)	0.0291 (14)	0.0217 (12)	−0.0028 (11)	−0.0022 (10)	−0.0101 (11)
C79	0.0097 (12)	0.0204 (12)	0.0150 (11)	−0.0022 (9)	−0.0021 (9)	−0.0045 (9)
C80	0.0120 (12)	0.0178 (11)	0.0178 (11)	−0.0019 (9)	0.0012 (9)	−0.0037 (9)
C81	0.0161 (13)	0.0231 (12)	0.0201 (12)	−0.0037 (10)	−0.0005 (10)	−0.0122 (10)
C82	0.0329 (16)	0.0287 (14)	0.0229 (13)	−0.0088 (12)	−0.0001 (11)	−0.0110 (11)
C83	0.0317 (17)	0.0479 (18)	0.0218 (13)	−0.0067 (14)	0.0018 (12)	−0.0160 (13)
C84	0.0286 (16)	0.0417 (17)	0.0362 (16)	−0.0034 (13)	−0.0018 (12)	−0.0288 (14)
C85	0.0315 (17)	0.0266 (14)	0.0396 (17)	−0.0063 (12)	−0.0060 (13)	−0.0173 (13)
C86	0.0250 (15)	0.0237 (13)	0.0265 (13)	−0.0030 (11)	−0.0068 (11)	−0.0097 (11)
C87	0.0147 (13)	0.0260 (13)	0.0145 (11)	0.0021 (10)	−0.0038 (9)	−0.0076 (10)
C88	0.0178 (14)	0.0411 (16)	0.0288 (14)	−0.0043 (12)	−0.0011 (11)	−0.0182 (13)
C89	0.0145 (15)	0.080 (3)	0.0347 (16)	−0.0026 (16)	−0.0020 (12)	−0.0327 (18)
C90	0.0237 (18)	0.089 (3)	0.0300 (16)	0.0239 (18)	−0.0093 (13)	−0.0264 (18)
C91	0.041 (2)	0.0453 (18)	0.0209 (13)	0.0233 (15)	−0.0098 (13)	−0.0118 (13)
C92	0.0284 (15)	0.0271 (14)	0.0169 (12)	0.0066 (11)	−0.0083 (10)	−0.0058 (10)
C93	0.0111 (13)	0.0269 (13)	0.0271 (13)	−0.0008 (10)	0.0000 (10)	−0.0171 (11)
C94	0.0198 (14)	0.0299 (14)	0.0252 (13)	−0.0031 (11)	−0.0033 (10)	−0.0107 (11)
C95	0.0224 (15)	0.0402 (16)	0.0225 (13)	−0.0027 (12)	−0.0037 (11)	−0.0158 (12)
C96	0.0234 (15)	0.0378 (16)	0.0358 (15)	−0.0067 (12)	−0.0013 (12)	−0.0268 (14)
C97	0.0315 (17)	0.0325 (15)	0.0403 (17)	−0.0102 (13)	0.0003 (13)	−0.0201 (14)
C98	0.0227 (14)	0.0282 (14)	0.0279 (13)	−0.0080 (11)	−0.0008 (11)	−0.0125 (11)
C99	0.0136 (13)	0.0233 (13)	0.0203 (12)	−0.0002 (10)	−0.0006 (10)	−0.0081 (10)
C100	0.0170 (14)	0.0288 (14)	0.0301 (14)	−0.0065 (11)	0.0028 (11)	−0.0105 (12)
C101	0.0141 (14)	0.0409 (17)	0.0385 (16)	−0.0049 (12)	0.0028 (12)	−0.0172 (14)
C102	0.0185 (15)	0.0405 (17)	0.0336 (15)	0.0081 (12)	−0.0055 (12)	−0.0158 (13)
C103	0.0223 (15)	0.0276 (14)	0.0326 (15)	0.0058 (11)	−0.0048 (11)	−0.0053 (12)
C104	0.0188 (13)	0.0258 (13)	0.0240 (13)	−0.0011 (10)	0.0001 (10)	−0.0064 (11)
C105	0.0139 (12)	0.0173 (10)	0.0191 (11)	−0.0015 (9)	0.0004 (9)	0.0013 (9)
C106	0.0236 (15)	0.0296 (14)	0.0216 (12)	0.0035 (11)	0.0043 (10)	0.0053 (11)
C107	0.0355 (19)	0.0409 (18)	0.0400 (18)	−0.0037 (15)	0.0172 (14)	0.0117 (15)
C108	0.0371 (18)	0.0520 (19)	0.0177 (12)	−0.0004 (14)	−0.0017 (11)	−0.0054 (13)
C109	0.0216 (14)	0.0178 (11)	0.0310 (14)	−0.0058 (10)	0.0044 (11)	0.0002 (10)
C110	0.047 (2)	0.0213 (14)	0.060 (2)	−0.0027 (13)	0.0015 (16)	−0.0159 (14)
C111	0.0201 (12)	0.0192 (11)	0.0142 (10)	−0.0049 (9)	0.0037 (9)	−0.0032 (9)
C112	0.0233 (14)	0.0263 (13)	0.0196 (12)	−0.0059 (11)	−0.0012 (10)	0.0040 (10)
C113	0.0247 (16)	0.0329 (15)	0.0447 (18)	−0.0056 (12)	−0.0057 (13)	0.0152 (13)
C114	0.0244 (16)	0.0223 (13)	0.0365 (16)	−0.0049 (11)	0.0033 (12)	0.0073 (12)
C115	0.0261 (15)	0.0205 (12)	0.0233 (12)	−0.0019 (10)	0.0075 (11)	−0.0021 (10)
C116	0.062 (2)	0.0354 (17)	0.053 (2)	−0.0057 (16)	0.0367 (19)	−0.0190 (16)

Geometric parameters (Å, º)

S1—O11	1.433 (2)	C41—C42	1.378 (5)
S1—O9	1.433 (2)	C41—H41	0.9300
S1—O10	1.440 (2)	C42—C43	1.388 (5)
S1—C117	1.815 (3)	C42—H42	0.9300
S2—O12	1.432 (2)	C43—C44	1.394 (4)
S2—O14	1.440 (3)	C43—H43	0.9300
S2—O13	1.440 (2)	C44—H44	0.9300
S2—C118	1.810 (3)	C45—C49	1.519 (3)
C117—F1	1.327 (4)	C45—C46	1.535 (3)
C117—F3	1.331 (3)	C45—H45	0.9800
C117—F2	1.350 (4)	C46—C48	1.522 (4)
C118—F6	1.331 (3)	C46—C47	1.538 (4)
C118—F5	1.333 (4)	C46—H46	0.9800
C118—F4	1.336 (4)	C47—H47A	0.9600
Cl1—C119	1.770 (3)	C47—H47B	0.9600
Cl2—C119	1.746 (3)	C47—H47C	0.9600
Cl3—C120	1.769 (3)	C48—H48A	0.9600
Cl4—C120	1.754 (3)	C48—H48B	0.9600
C119—H11A	0.9700	C48—H48C	0.9600
C119—H11B	0.9700	C50—H50A	0.9600
C120—H12A	0.9700	C50—H50B	0.9600
C120—H12B	0.9700	C50—H50C	0.9600
Fe1—N3	1.990 (2)	C51—C55	1.518 (4)
Fe1—N1	1.995 (2)	C51—C52	1.540 (3)
Fe1—N4	2.002 (2)	C51—H51	0.9800
Fe1—N2	2.005 (2)	C52—C54	1.523 (4)
Fe1—N6	2.023 (2)	C52—C53	1.526 (4)
Fe1—N5	2.029 (2)	C52—H52	0.9800
Fe61—N61	1.987 (2)	C53—H53A	0.9600
Fe61—N63	1.995 (2)	C53—H53B	0.9600
Fe61—N64	2.003 (2)	C53—H53C	0.9600
Fe61—N62	2.004 (2)	C54—H54A	0.9600
Fe61—N66	2.016 (2)	C54—H54B	0.9600
Fe61—N65	2.031 (2)	C54—H54C	0.9600
O1—C49	1.210 (3)	C56—H56A	0.9600
O2—C49	1.332 (3)	C56—H56B	0.9600
O2—C50	1.458 (4)	C56—H56C	0.9600
O3—C55	1.211 (3)	C61—C80	1.395 (3)
O4—C55	1.337 (3)	C61—C62	1.438 (3)
O4—C56	1.443 (4)	C62—C63	1.360 (4)
O61—C109	1.201 (3)	C62—H62	0.9300
O62—C109	1.330 (3)	C63—C64	1.432 (3)
O62—C110	1.458 (4)	C63—H63	0.9300
O63—C115	1.210 (3)	C64—C65	1.404 (4)
O64—C115	1.338 (3)	C65—C66	1.387 (4)
O64—C116	1.458 (4)	C65—C81	1.485 (3)
N1—C4	1.379 (3)	C66—C67	1.436 (4)
N1—C1	1.385 (3)	C67—C68	1.357 (4)
N2—C9	1.373 (3)	C67—H67	0.9300
N2—C6	1.379 (3)	C68—C69	1.443 (3)
N3—C11	1.377 (3)	C68—H68	0.9300
N3—C14	1.383 (3)	C69—C70	1.399 (3)
N4—C16	1.374 (3)	C70—C71	1.401 (3)
N4—C19	1.379 (3)	C70—C87	1.488 (3)
N5—C45	1.485 (3)	C71—C72	1.440 (3)
N5—H5A	0.9000	C72—C73	1.353 (4)
N5—H5B	0.9000	C72—H72	0.9300
N6—C51	1.480 (3)	C73—C74	1.436 (4)
N6—H6A	0.9000	C73—H73	0.9300
N6—H6B	0.9000	C74—C75	1.389 (4)
N61—C64	1.373 (3)	C75—C76	1.398 (4)
N61—C61	1.390 (3)	C75—C93	1.494 (3)
N62—C69	1.375 (3)	C76—C77	1.432 (4)
N62—C66	1.387 (3)	C77—C78	1.355 (4)
N63—C71	1.371 (3)	C77—H77	0.9300
N63—C74	1.386 (3)	C78—C79	1.443 (3)
N64—C76	1.373 (3)	C78—H78	0.9300
N64—C79	1.377 (3)	C79—C80	1.382 (3)
N65—C105	1.489 (3)	C80—C99	1.495 (4)
N65—H65A	0.9000	C81—C86	1.391 (4)
N65—H65B	0.9000	C81—C82	1.402 (4)
N66—C111	1.494 (3)	C82—C83	1.387 (4)
N66—H66A	0.9000	C82—H82	0.9300
N66—H66B	0.9000	C83—C84	1.372 (5)
C1—C20	1.401 (3)	C83—H83	0.9300
C1—C2	1.438 (3)	C84—C85	1.390 (5)
C2—C3	1.356 (4)	C84—H84	0.9300
C2—H2	0.9300	C85—C86	1.385 (4)
C3—C4	1.432 (4)	C85—H85	0.9300
C3—H3	0.9300	C86—H86	0.9300
C4—C5	1.393 (4)	C87—C92	1.394 (4)
C5—C6	1.387 (4)	C87—C88	1.403 (4)
C5—C21	1.495 (3)	C88—C89	1.383 (4)
C6—C7	1.430 (3)	C88—H88	0.9300
C7—C8	1.360 (4)	C89—C90	1.390 (6)
C7—H7	0.9300	C89—H89	0.9300
C8—C9	1.441 (3)	C90—C91	1.368 (6)
C8—H8	0.9300	C90—H90	0.9300
C9—C10	1.410 (3)	C91—C92	1.394 (4)
C10—C11	1.397 (3)	C91—H91	0.9300
C10—C27	1.492 (3)	C92—H92	0.9300
C11—C12	1.435 (3)	C93—C98	1.390 (4)
C12—C13	1.352 (4)	C93—C94	1.396 (4)
C12—H12	0.9300	C94—C95	1.386 (4)
C13—C14	1.445 (3)	C94—H94	0.9300
C13—H13	0.9300	C95—C96	1.386 (4)
C14—C15	1.388 (4)	C95—H95	0.9300
C15—C16	1.393 (4)	C96—C97	1.383 (5)
C15—C33	1.493 (4)	C96—H96	0.9300
C16—C17	1.437 (4)	C97—C98	1.393 (4)
C17—C18	1.353 (4)	C97—H97	0.9300
C17—H17	0.9300	C98—H98	0.9300
C18—C19	1.434 (4)	C99—C104	1.391 (4)
C18—H18	0.9300	C99—C100	1.397 (4)
C19—C20	1.385 (3)	C100—C101	1.396 (4)
C20—C39	1.497 (4)	C100—H100	0.9300
C21—C26	1.387 (4)	C101—C102	1.384 (5)
C21—C22	1.402 (4)	C101—H101	0.9300
C22—C23	1.403 (4)	C102—C103	1.375 (4)
C22—H22	0.9300	C102—H102	0.9300
C23—C24	1.370 (5)	C103—C104	1.395 (4)
C23—H23	0.9300	C103—H103	0.9300
C24—C25	1.378 (6)	C104—H104	0.9300
C24—H24	0.9300	C105—C109	1.524 (4)
C25—C26	1.392 (4)	C105—C106	1.543 (3)
C25—H25	0.9300	C105—H105	0.9800
C26—H26	0.9300	C106—C108	1.521 (4)
C27—C32	1.389 (4)	C106—C107	1.528 (4)
C27—C28	1.392 (4)	C106—H106	0.9800
C28—C29	1.390 (4)	C107—H10A	0.9600
C28—H28	0.9300	C107—H10B	0.9600
C29—C30	1.389 (6)	C107—H10C	0.9600
C29—H29	0.9300	C108—H10D	0.9600
C30—C31	1.375 (6)	C108—H10E	0.9600
C30—H30	0.9300	C108—H10F	0.9600
C31—C32	1.393 (4)	C110—H11C	0.9600
C31—H31	0.9300	C110—H11D	0.9600
C32—H32	0.9300	C110—H11E	0.9600
C33—C34	1.376 (4)	C111—C115	1.505 (4)
C33—C38	1.409 (5)	C111—C112	1.537 (3)
C34—C35	1.422 (5)	C111—H111	0.9800
C34—H34	0.9300	C112—C113	1.531 (4)
C35—C36	1.383 (6)	C112—C114	1.534 (4)
C35—H35	0.9300	C112—H112	0.9800
C36—C37	1.345 (6)	C113—H11F	0.9600
C36—H36	0.9300	C113—H11G	0.9600
C37—C38	1.392 (5)	C113—H11H	0.9600
C37—H37	0.9300	C114—H11I	0.9600
C38—H38	0.9300	C114—H11J	0.9600
C39—C44	1.389 (4)	C114—H11K	0.9600
C39—C40	1.396 (4)	C116—H11L	0.9600
C40—C41	1.390 (4)	C116—H11M	0.9600
C40—H40	0.9300	C116—H11N	0.9600
O11—S1—O9	115.44 (15)	C48—C46—C47	111.9 (3)
O11—S1—O10	114.65 (14)	C45—C46—C47	112.1 (2)
O9—S1—O10	116.29 (14)	C48—C46—H46	107.3
O11—S1—C117	101.62 (15)	C45—C46—H46	107.3
O9—S1—C117	102.63 (16)	C47—C46—H46	107.3
O10—S1—C117	103.19 (15)	C46—C47—H47A	109.5
O12—S2—O14	115.2 (2)	C46—C47—H47B	109.5
O12—S2—O13	116.51 (17)	H47A—C47—H47B	109.5
O14—S2—O13	113.72 (17)	C46—C47—H47C	109.5
O12—S2—C118	104.19 (14)	H47A—C47—H47C	109.5
O14—S2—C118	101.59 (15)	H47B—C47—H47C	109.5
O13—S2—C118	102.97 (16)	C46—C48—H48A	109.5
F1—C117—F3	107.0 (3)	C46—C48—H48B	109.5
F1—C117—F2	107.5 (3)	H48A—C48—H48B	109.5
F3—C117—F2	106.8 (3)	C46—C48—H48C	109.5
F1—C117—S1	113.1 (3)	H48A—C48—H48C	109.5
F3—C117—S1	111.2 (2)	H48B—C48—H48C	109.5
F2—C117—S1	111.0 (2)	O1—C49—O2	124.5 (2)
F6—C118—F5	107.5 (3)	O1—C49—C45	124.1 (2)
F6—C118—F4	106.8 (3)	O2—C49—C45	111.4 (2)
F5—C118—F4	108.5 (3)	O2—C50—H50A	109.5
F6—C118—S2	110.4 (2)	O2—C50—H50B	109.5
F5—C118—S2	111.5 (2)	H50A—C50—H50B	109.5
F4—C118—S2	111.8 (2)	O2—C50—H50C	109.5
Cl2—C119—Cl1	111.86 (17)	H50A—C50—H50C	109.5
Cl2—C119—H11A	109.2	H50B—C50—H50C	109.5
Cl1—C119—H11A	109.2	N6—C51—C55	107.51 (19)
Cl2—C119—H11B	109.2	N6—C51—C52	114.39 (19)
Cl1—C119—H11B	109.2	C55—C51—C52	110.8 (2)
H11A—C119—H11B	107.9	N6—C51—H51	108.0
Cl4—C120—Cl3	111.91 (17)	C55—C51—H51	108.0
Cl4—C120—H12A	109.2	C52—C51—H51	108.0
Cl3—C120—H12A	109.2	C54—C52—C53	112.0 (2)
Cl4—C120—H12B	109.2	C54—C52—C51	113.0 (2)
Cl3—C120—H12B	109.2	C53—C52—C51	110.3 (2)
H12A—C120—H12B	107.9	C54—C52—H52	107.1
N3—Fe1—N1	179.20 (10)	C53—C52—H52	107.1
N3—Fe1—N4	90.61 (8)	C51—C52—H52	107.1
N1—Fe1—N4	89.58 (8)	C52—C53—H53A	109.5
N3—Fe1—N2	89.34 (8)	C52—C53—H53B	109.5
N1—Fe1—N2	90.47 (8)	H53A—C53—H53B	109.5
N4—Fe1—N2	179.78 (11)	C52—C53—H53C	109.5
N3—Fe1—N6	88.74 (8)	H53A—C53—H53C	109.5
N1—Fe1—N6	92.05 (8)	H53B—C53—H53C	109.5
N4—Fe1—N6	89.08 (8)	C52—C54—H54A	109.5
N2—Fe1—N6	91.13 (8)	C52—C54—H54B	109.5
N3—Fe1—N5	89.02 (8)	H54A—C54—H54B	109.5
N1—Fe1—N5	90.20 (8)	C52—C54—H54C	109.5
N4—Fe1—N5	90.83 (8)	H54A—C54—H54C	109.5
N2—Fe1—N5	88.95 (9)	H54B—C54—H54C	109.5
N6—Fe1—N5	177.75 (9)	O3—C55—O4	125.3 (3)
N61—Fe61—N63	178.66 (10)	O3—C55—C51	124.6 (2)
N61—Fe61—N64	89.84 (8)	O4—C55—C51	110.1 (2)
N63—Fe61—N64	90.40 (8)	O4—C56—H56A	109.5
N61—Fe61—N62	90.56 (8)	O4—C56—H56B	109.5
N63—Fe61—N62	89.19 (8)	H56A—C56—H56B	109.5
N64—Fe61—N62	179.42 (9)	O4—C56—H56C	109.5
N61—Fe61—N66	91.13 (8)	H56A—C56—H56C	109.5
N63—Fe61—N66	90.20 (8)	H56B—C56—H56C	109.5
N64—Fe61—N66	88.98 (9)	N61—C61—C80	126.0 (2)
N62—Fe61—N66	91.43 (8)	N61—C61—C62	110.0 (2)
N61—Fe61—N65	90.39 (8)	C80—C61—C62	124.0 (2)
N63—Fe61—N65	88.29 (8)	C63—C62—C61	107.2 (2)
N64—Fe61—N65	90.37 (8)	C63—C62—H62	126.4
N62—Fe61—N65	89.20 (8)	C61—C62—H62	126.4
N66—Fe61—N65	178.35 (9)	C62—C63—C64	106.6 (2)
C49—O2—C50	115.3 (2)	C62—C63—H63	126.7
C55—O4—C56	115.8 (3)	C64—C63—H63	126.7
C109—O62—C110	115.0 (2)	N61—C64—C65	125.7 (2)
C115—O64—C116	115.7 (3)	N61—C64—C63	111.2 (2)
C4—N1—C1	105.6 (2)	C65—C64—C63	123.1 (2)
C4—N1—Fe1	126.96 (17)	C66—C65—C64	123.5 (2)
C1—N1—Fe1	127.44 (16)	C66—C65—C81	118.5 (2)
C9—N2—C6	105.5 (2)	C64—C65—C81	118.0 (2)
C9—N2—Fe1	127.88 (16)	N62—C66—C65	126.4 (2)
C6—N2—Fe1	126.50 (17)	N62—C66—C67	109.6 (2)
C11—N3—C14	105.2 (2)	C65—C66—C67	123.9 (2)
C11—N3—Fe1	128.32 (16)	C68—C67—C66	107.4 (2)
C14—N3—Fe1	126.47 (17)	C68—C67—H67	126.3
C16—N4—C19	105.9 (2)	C66—C67—H67	126.3
C16—N4—Fe1	126.53 (17)	C67—C68—C69	107.0 (2)
C19—N4—Fe1	127.55 (16)	C67—C68—H68	126.5
C45—N5—Fe1	120.64 (16)	C69—C68—H68	126.5
C45—N5—H5A	107.2	N62—C69—C70	126.4 (2)
Fe1—N5—H5A	107.2	N62—C69—C68	109.9 (2)
C45—N5—H5B	107.2	C70—C69—C68	123.7 (2)
Fe1—N5—H5B	107.2	C69—C70—C71	122.3 (2)
H5A—N5—H5B	106.8	C69—C70—C87	119.1 (2)
C51—N6—Fe1	117.91 (15)	C71—C70—C87	118.5 (2)
C51—N6—H6A	107.8	N63—C71—C70	126.1 (2)
Fe1—N6—H6A	107.8	N63—C71—C72	110.7 (2)
C51—N6—H6B	107.8	C70—C71—C72	123.2 (2)
Fe1—N6—H6B	107.8	C73—C72—C71	106.6 (2)
H6A—N6—H6B	107.2	C73—C72—H72	126.7
C64—N61—C61	105.1 (2)	C71—C72—H72	126.7
C64—N61—Fe61	127.53 (17)	C72—C73—C74	107.3 (2)
C61—N61—Fe61	127.38 (16)	C72—C73—H73	126.3
C69—N62—C66	106.1 (2)	C74—C73—H73	126.3
C69—N62—Fe61	127.56 (16)	N63—C74—C75	126.9 (2)
C66—N62—Fe61	126.15 (17)	N63—C74—C73	110.0 (2)
C71—N63—C74	105.3 (2)	C75—C74—C73	123.0 (2)
C71—N63—Fe61	128.29 (16)	C74—C75—C76	122.8 (2)
C74—N63—Fe61	126.44 (16)	C74—C75—C93	118.1 (2)
C76—N64—C79	106.0 (2)	C76—C75—C93	119.1 (2)
C76—N64—Fe61	126.88 (17)	N64—C76—C75	126.5 (2)
C79—N64—Fe61	127.08 (16)	N64—C76—C77	110.3 (2)
C105—N65—Fe61	120.20 (15)	C75—C76—C77	123.1 (2)
C105—N65—H65A	107.3	C78—C77—C76	106.9 (2)
Fe61—N65—H65A	107.3	C78—C77—H77	126.5
C105—N65—H65B	107.3	C76—C77—H77	126.5
Fe61—N65—H65B	107.3	C77—C78—C79	107.1 (2)
H65A—N65—H65B	106.9	C77—C78—H78	126.5
C111—N66—Fe61	118.72 (15)	C79—C78—H78	126.5
C111—N66—H66A	107.6	N64—C79—C80	126.7 (2)
Fe61—N66—H66A	107.6	N64—C79—C78	109.6 (2)
C111—N66—H66B	107.6	C80—C79—C78	123.6 (2)
Fe61—N66—H66B	107.6	C79—C80—C61	122.9 (2)
H66A—N66—H66B	107.1	C79—C80—C99	118.2 (2)
N1—C1—C20	126.2 (2)	C61—C80—C99	118.9 (2)
N1—C1—C2	110.1 (2)	C86—C81—C82	118.6 (2)
C20—C1—C2	123.7 (2)	C86—C81—C65	120.6 (2)
C3—C2—C1	106.7 (2)	C82—C81—C65	120.8 (2)
C3—C2—H2	126.6	C83—C82—C81	120.4 (3)
C1—C2—H2	126.6	C83—C82—H82	119.8
C2—C3—C4	107.5 (2)	C81—C82—H82	119.8
C2—C3—H3	126.2	C84—C83—C82	120.3 (3)
C4—C3—H3	126.2	C84—C83—H83	119.8
N1—C4—C5	125.8 (2)	C82—C83—H83	119.8
N1—C4—C3	110.1 (2)	C83—C84—C85	119.9 (3)
C5—C4—C3	124.1 (2)	C83—C84—H84	120.1
C6—C5—C4	124.1 (2)	C85—C84—H84	120.1
C6—C5—C21	118.8 (2)	C86—C85—C84	120.3 (3)
C4—C5—C21	117.1 (2)	C86—C85—H85	119.9
N2—C6—C5	126.1 (2)	C84—C85—H85	119.9
N2—C6—C7	110.2 (2)	C85—C86—C81	120.4 (3)
C5—C6—C7	123.7 (2)	C85—C86—H86	119.8
C8—C7—C6	107.5 (2)	C81—C86—H86	119.8
C8—C7—H7	126.3	C92—C87—C88	118.8 (3)
C6—C7—H7	126.3	C92—C87—C70	119.8 (3)
C7—C8—C9	106.2 (2)	C88—C87—C70	121.3 (2)
C7—C8—H8	126.9	C89—C88—C87	120.3 (3)
C9—C8—H8	126.9	C89—C88—H88	119.9
N2—C9—C10	125.8 (2)	C87—C88—H88	119.9
N2—C9—C8	110.6 (2)	C88—C89—C90	120.4 (3)
C10—C9—C8	123.6 (2)	C88—C89—H89	119.8
C11—C10—C9	122.7 (2)	C90—C89—H89	119.8
C11—C10—C27	118.6 (2)	C91—C90—C89	119.5 (3)
C9—C10—C27	118.6 (2)	C91—C90—H90	120.3
N3—C11—C10	125.9 (2)	C89—C90—H90	120.3
N3—C11—C12	110.8 (2)	C90—C91—C92	121.1 (3)
C10—C11—C12	123.2 (2)	C90—C91—H91	119.4
C13—C12—C11	106.8 (2)	C92—C91—H91	119.4
C13—C12—H12	126.6	C91—C92—C87	119.8 (3)
C11—C12—H12	126.6	C91—C92—H92	120.1
C12—C13—C14	107.1 (2)	C87—C92—H92	120.1
C12—C13—H13	126.5	C98—C93—C94	119.5 (2)
C14—C13—H13	126.5	C98—C93—C75	119.9 (2)
N3—C14—C15	126.8 (2)	C94—C93—C75	120.6 (3)
N3—C14—C13	110.0 (2)	C95—C94—C93	120.2 (3)
C15—C14—C13	123.2 (2)	C95—C94—H94	119.9
C14—C15—C16	123.0 (2)	C93—C94—H94	119.9
C14—C15—C33	118.0 (2)	C96—C95—C94	119.9 (3)
C16—C15—C33	119.0 (2)	C96—C95—H95	120.0
N4—C16—C15	126.6 (2)	C94—C95—H95	120.0
N4—C16—C17	110.0 (2)	C97—C96—C95	120.4 (3)
C15—C16—C17	123.4 (2)	C97—C96—H96	119.8
C18—C17—C16	107.0 (2)	C95—C96—H96	119.8
C18—C17—H17	126.5	C96—C97—C98	119.8 (3)
C16—C17—H17	126.5	C96—C97—H97	120.1
C17—C18—C19	107.3 (2)	C98—C97—H97	120.1
C17—C18—H18	126.4	C93—C98—C97	120.2 (3)
C19—C18—H18	126.4	C93—C98—H98	119.9
N4—C19—C20	126.5 (2)	C97—C98—H98	119.9
N4—C19—C18	109.8 (2)	C104—C99—C100	119.1 (2)
C20—C19—C18	123.6 (2)	C104—C99—C80	120.5 (2)
C19—C20—C1	122.7 (2)	C100—C99—C80	120.4 (2)
C19—C20—C39	118.9 (2)	C101—C100—C99	120.1 (3)
C1—C20—C39	118.3 (2)	C101—C100—H100	119.9
C26—C21—C22	119.7 (3)	C99—C100—H100	119.9
C26—C21—C5	120.2 (3)	C102—C101—C100	120.0 (3)
C22—C21—C5	120.1 (3)	C102—C101—H101	120.0
C21—C22—C23	119.5 (3)	C100—C101—H101	120.0
C21—C22—H22	120.2	C103—C102—C101	120.2 (3)
C23—C22—H22	120.2	C103—C102—H102	119.9
C24—C23—C22	120.4 (3)	C101—C102—H102	119.9
C24—C23—H23	119.8	C102—C103—C104	120.2 (3)
C22—C23—H23	119.8	C102—C103—H103	119.9
C23—C24—C25	119.7 (3)	C104—C103—H103	119.9
C23—C24—H24	120.2	C99—C104—C103	120.3 (3)
C25—C24—H24	120.2	C99—C104—H104	119.8
C24—C25—C26	121.4 (3)	C103—C104—H104	119.8
C24—C25—H25	119.3	N65—C105—C109	107.59 (19)
C26—C25—H25	119.3	N65—C105—C106	113.3 (2)
C21—C26—C25	119.3 (3)	C109—C105—C106	111.7 (2)
C21—C26—H26	120.3	N65—C105—H105	108.0
C25—C26—H26	120.3	C109—C105—H105	108.0
C32—C27—C28	119.0 (3)	C106—C105—H105	108.0
C32—C27—C10	119.7 (2)	C108—C106—C107	111.4 (3)
C28—C27—C10	121.3 (2)	C108—C106—C105	110.5 (2)
C29—C28—C27	120.6 (3)	C107—C106—C105	112.3 (2)
C29—C28—H28	119.7	C108—C106—H106	107.5
C27—C28—H28	119.7	C107—C106—H106	107.5
C30—C29—C28	119.8 (3)	C105—C106—H106	107.5
C30—C29—H29	120.1	C106—C107—H10A	109.5
C28—C29—H29	120.1	C106—C107—H10B	109.5
C31—C30—C29	119.9 (3)	H10A—C107—H10B	109.5
C31—C30—H30	120.0	C106—C107—H10C	109.5
C29—C30—H30	120.0	H10A—C107—H10C	109.5
C30—C31—C32	120.5 (3)	H10B—C107—H10C	109.5
C30—C31—H31	119.8	C106—C108—H10D	109.5
C32—C31—H31	119.8	C106—C108—H10E	109.5
C27—C32—C31	120.2 (3)	H10D—C108—H10E	109.5
C27—C32—H32	119.9	C106—C108—H10F	109.5
C31—C32—H32	119.9	H10D—C108—H10F	109.5
C34—C33—C38	119.7 (3)	H10E—C108—H10F	109.5
C34—C33—C15	122.0 (3)	O61—C109—O62	125.0 (3)
C38—C33—C15	118.2 (3)	O61—C109—C105	123.8 (2)
C33—C34—C35	118.7 (4)	O62—C109—C105	111.2 (2)
C33—C34—H34	120.7	O62—C110—H11C	109.5
C35—C34—H34	120.7	O62—C110—H11D	109.5
C36—C35—C34	120.2 (4)	H11C—C110—H11D	109.5
C36—C35—H35	119.9	O62—C110—H11E	109.5
C34—C35—H35	119.9	H11C—C110—H11E	109.5
C37—C36—C35	121.1 (4)	H11D—C110—H11E	109.5
C37—C36—H36	119.5	N66—C111—C115	107.8 (2)
C35—C36—H36	119.5	N66—C111—C112	114.4 (2)
C36—C37—C38	120.1 (4)	C115—C111—C112	110.7 (2)
C36—C37—H37	119.9	N66—C111—H111	107.9
C38—C37—H37	119.9	C115—C111—H111	107.9
C37—C38—C33	120.3 (4)	C112—C111—H111	107.9
C37—C38—H38	119.9	C113—C112—C114	112.1 (2)
C33—C38—H38	119.9	C113—C112—C111	111.2 (2)
C44—C39—C40	119.2 (2)	C114—C112—C111	112.3 (2)
C44—C39—C20	120.3 (2)	C113—C112—H112	107.0
C40—C39—C20	120.4 (2)	C114—C112—H112	107.0
C41—C40—C39	119.8 (3)	C111—C112—H112	107.0
C41—C40—H40	120.1	C112—C113—H11F	109.5
C39—C40—H40	120.1	C112—C113—H11G	109.5
C42—C41—C40	121.0 (3)	H11F—C113—H11G	109.5
C42—C41—H41	119.5	C112—C113—H11H	109.5
C40—C41—H41	119.5	H11F—C113—H11H	109.5
C41—C42—C43	119.4 (3)	H11G—C113—H11H	109.5
C41—C42—H42	120.3	C112—C114—H11I	109.5
C43—C42—H42	120.3	C112—C114—H11J	109.5
C42—C43—C44	120.1 (3)	H11I—C114—H11J	109.5
C42—C43—H43	119.9	C112—C114—H11K	109.5
C44—C43—H43	119.9	H11I—C114—H11K	109.5
C39—C44—C43	120.4 (3)	H11J—C114—H11K	109.5
C39—C44—H44	119.8	O63—C115—O64	125.1 (3)
C43—C44—H44	119.8	O63—C115—C111	125.2 (2)
N5—C45—C49	107.82 (19)	O64—C115—C111	109.7 (2)
N5—C45—C46	114.0 (2)	O64—C116—H11L	109.5
C49—C45—C46	111.2 (2)	O64—C116—H11M	109.5
N5—C45—H45	107.9	H11L—C116—H11M	109.5
C49—C45—H45	107.9	O64—C116—H11N	109.5
C46—C45—H45	107.9	H11L—C116—H11N	109.5
C48—C46—C45	110.7 (2)	H11M—C116—H11N	109.5