3,3,4,4,5,5-Hexafluoro-1,2-bis­(3-methyl-5-phenyl-2-thien­yl)cyclo­pent-1-ene, a new photochromic diaryl­ethene compound

In the crystal structure of the title compound, C₂₇H₁₈F₆S₂, there are two independent mol­ecules in the asymmetric unit. In the two mol­ecules, the distances between the two reactive C atoms, i.e. the ring C atoms to which the methyl groups are attached, are 3.500 (6) and 3.562 (5) Å. The dihedral angles between the thio­phene ring and the adjacent benzene rings are 7.7 (5) and 8.8 (6)° in one mol­ecule, and 6.8 (5) and 44.0 (7)° in the other.

Key indicators

• Single-crystal X-ray study
• T = 294 K
• Mean [sigma](C-C) = 0.006 Å
• Disorder in main residue
• R factor = 0.052
• wR factor = 0.153
• Data-to-parameter ratio = 11.5

checkCIF/PLATON results

No syntax errors found



Alert level C
ABSTM02_ALERT_3_C  The ratio of expected to reported Tmax/Tmin(RR') is < 0.90
            Tmin and Tmax reported:      0.833     0.970
            Tmin(prime) and Tmax expected:      0.934     0.972
            RR(prime) =      0.894
            Please check that your absorption correction is appropriate.
PLAT026_ALERT_3_C Ratio Observed / Unique Reflections too Low ....         49 Perc.
PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large .............       0.89
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         C4
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C13
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C40
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C42
PLAT301_ALERT_3_C Main Residue  Disorder .........................      15.00 Perc.
PLAT340_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          6
PLAT432_ALERT_2_C Short Inter X...Y Contact  C35    ..  F10'    ..       2.90 Ang.

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
  10 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   5 ALERT type 2 Indicator that the structure model may be wrong or deficient
   5 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

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

3,3,4,4,5,5-Hexafluoro-1,2-bis(3-methyl-5-phenyl-2-thienyl)cyclopent-1-ene

Crystal data

C27H18F6S2	F(000) = 2128
Mr = 520.53	Dx = 1.426 Mg m^−3
Monoclinic, P21/c	Melting point = 369–370 K
Hall symbol: -P 2ybc	Mo Kα radiation, λ = 0.71073 Å
a = 18.252 (2) Å	Cell parameters from 3885 reflections
b = 17.012 (2) Å	θ = 2.3–21.9°
c = 16.073 (2) Å	µ = 0.28 mm^−1
β = 103.686 (3)°	T = 294 K
V = 4849.0 (11) Å^3	Rod, yellow
Z = 8	0.24 × 0.12 × 0.10 mm

Data collection

Bruker SMART CCD area-detector diffractometer	8541 independent reflections
Radiation source: fine-focus sealed tube	4154 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.060
φ and ω scans	θmax = 25.0°, θmin = 1.7°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −21→20
Tmin = 0.833, Tmax = 0.970	k = −20→19
24412 measured reflections	l = −12→19

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.052	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.153	H-atom parameters constrained
S = 0.99	w = 1/[σ^2(Fo^2) + (0.0664P)^2 + 0.7856P] where P = (Fo^2 + 2Fc^2)/3
8541 reflections	(Δ/σ)max = 0.003
745 parameters	Δρmax = 0.66 e Å^−3
168 restraints	Δρmin = −0.35 e Å^−3

Special details

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

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

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
S1	0.64262 (6)	0.51859 (6)	0.93620 (7)	0.0621 (3)
S2	0.40770 (6)	0.59994 (6)	0.59000 (7)	0.0638 (4)
S3	1.08683 (6)	0.67901 (6)	0.38462 (7)	0.0563 (3)
S4	0.85656 (6)	0.75526 (6)	0.04171 (7)	0.0572 (3)
F1	0.5675 (4)	0.7234 (4)	0.9100 (4)	0.104 (2)	0.723 (9)
F2	0.6736 (3)	0.6831 (5)	0.8914 (5)	0.103 (2)	0.723 (9)
F3	0.5755 (4)	0.8235 (2)	0.7967 (4)	0.105 (2)	0.723 (9)
F4	0.6562 (3)	0.7572 (3)	0.7502 (3)	0.101 (2)	0.723 (9)
F5	0.5453 (4)	0.7254 (5)	0.6263 (4)	0.090 (2)	0.723 (9)
F6	0.4635 (4)	0.7506 (6)	0.7032 (5)	0.091 (3)	0.723 (9)
F1'	0.6020 (11)	0.7034 (12)	0.9334 (7)	0.109 (7)	0.277 (9)
F2'	0.6752 (6)	0.6770 (13)	0.8495 (11)	0.088 (6)	0.277 (9)
F3'	0.5319 (8)	0.7901 (10)	0.8156 (9)	0.127 (6)	0.277 (9)
F4'	0.6186 (12)	0.8191 (9)	0.7834 (16)	0.164 (10)	0.277 (9)
F5'	0.5749 (10)	0.7248 (16)	0.6488 (12)	0.111 (8)	0.277 (9)
F6'	0.4658 (10)	0.7518 (16)	0.6698 (11)	0.067 (5)	0.277 (9)
F7	0.9331 (4)	0.5216 (4)	0.3013 (4)	0.0779 (19)	0.715 (7)
F8	1.0499 (3)	0.5222 (5)	0.2956 (4)	0.0721 (18)	0.715 (7)
F9	0.9129 (4)	0.4489 (2)	0.1593 (4)	0.082 (2)	0.715 (7)
F10	1.0163 (2)	0.4921 (2)	0.1355 (2)	0.0844 (18)	0.715 (7)
F11	0.9215 (4)	0.5788 (5)	0.0291 (4)	0.079 (2)	0.715 (7)
F12	0.8390 (3)	0.5745 (6)	0.1036 (5)	0.080 (2)	0.715 (7)
F7'	0.9649 (8)	0.5259 (11)	0.3282 (7)	0.073 (5)	0.285 (7)
F8'	1.0529 (7)	0.5265 (13)	0.2576 (10)	0.075 (5)	0.285 (7)
F9'	0.8784 (7)	0.4957 (11)	0.1896 (9)	0.153 (7)	0.285 (7)
F10'	0.9477 (12)	0.4378 (7)	0.1543 (17)	0.148 (10)	0.285 (7)
F11'	0.9514 (9)	0.5675 (13)	0.0473 (9)	0.068 (5)	0.285 (7)
F12'	0.8403 (6)	0.5824 (16)	0.0695 (11)	0.085 (6)	0.285 (7)
C1	0.7136 (3)	0.3977 (3)	1.0772 (3)	0.0668 (13)
H1	0.7380	0.4430	1.0658	0.080*
C2	0.7511 (3)	0.3460 (3)	1.1393 (3)	0.0804 (15)
H2	0.8002	0.3570	1.1692	0.097*
C3	0.7170 (4)	0.2800 (3)	1.1567 (3)	0.0882 (16)
H3	0.7423	0.2455	1.1987	0.106*
C4	0.6453 (4)	0.2640 (3)	1.1127 (4)	0.1027 (19)
H4	0.6217	0.2183	1.1247	0.123*
C5	0.6071 (3)	0.3148 (3)	1.0502 (3)	0.0857 (16)
H5	0.5583	0.3027	1.0201	0.103*
C6	0.6406 (3)	0.3831 (2)	1.0320 (3)	0.0563 (11)
C7	0.5989 (2)	0.4381 (2)	0.9672 (3)	0.0526 (11)
C8	0.5244 (2)	0.4370 (2)	0.9250 (3)	0.0558 (11)
H8	0.4912	0.3981	0.9340	0.067*
C9	0.5019 (2)	0.4992 (2)	0.8671 (2)	0.0513 (11)
C10	0.4216 (2)	0.5086 (3)	0.8155 (3)	0.0664 (13)
H10A	0.4107	0.5634	0.8051	0.100*
H10B	0.3877	0.4868	0.8468	0.100*
H10C	0.4155	0.4816	0.7619	0.100*
C11	0.5605 (2)	0.5489 (2)	0.8652 (2)	0.0517 (11)
C12	0.5610 (2)	0.6187 (2)	0.8126 (3)	0.0558 (11)
C13	0.6009 (3)	0.6918 (3)	0.8503 (3)	0.0718 (14)
C14	0.5882 (4)	0.7502 (3)	0.7780 (4)	0.0915 (18)
C15	0.5310 (3)	0.7143 (3)	0.7048 (3)	0.0701 (13)
C16	0.5266 (2)	0.6300 (2)	0.7287 (3)	0.0545 (11)
C17	0.4890 (2)	0.5736 (2)	0.6642 (3)	0.0519 (11)
C18	0.5096 (2)	0.4974 (2)	0.6516 (2)	0.0461 (10)
C19	0.5781 (2)	0.4549 (2)	0.7013 (3)	0.0597 (12)
H19A	0.6180	0.4920	0.7215	0.090*
H19B	0.5939	0.4170	0.6650	0.090*
H19C	0.5661	0.4286	0.7492	0.090*
C20	0.4585 (2)	0.4625 (2)	0.5816 (3)	0.0538 (11)
H20	0.4644	0.4113	0.5639	0.065*
C21	0.3998 (2)	0.5092 (2)	0.5418 (2)	0.0512 (11)
C22	0.3380 (2)	0.4915 (3)	0.4671 (3)	0.0546 (11)
C23	0.2888 (2)	0.5489 (3)	0.4262 (3)	0.0657 (13)
H23	0.2932	0.5999	0.4478	0.079*
C24	0.2336 (3)	0.5321 (3)	0.3545 (3)	0.0749 (14)
H24	0.2018	0.5718	0.3273	0.090*
C25	0.2251 (3)	0.4572 (4)	0.3224 (3)	0.0828 (15)
H25	0.1876	0.4462	0.2735	0.099*
C26	0.2717 (3)	0.3985 (3)	0.3624 (3)	0.0858 (16)
H26	0.2656	0.3474	0.3414	0.103*
C27	0.3280 (3)	0.4158 (3)	0.4343 (3)	0.0744 (14)
H27	0.3597	0.3759	0.4611	0.089*
C28	1.1257 (3)	0.8637 (3)	0.5492 (3)	0.0707 (13)
H28	1.0815	0.8924	0.5308	0.085*
C29	1.1822 (3)	0.8923 (3)	0.6138 (3)	0.0837 (16)
H29	1.1754	0.9402	0.6389	0.100*
C30	1.2483 (3)	0.8522 (4)	0.6426 (3)	0.0868 (17)
H30	1.2860	0.8723	0.6868	0.104*
C31	1.2582 (3)	0.7814 (3)	0.6048 (3)	0.0777 (15)
H31	1.3029	0.7536	0.6232	0.093*
C32	1.2017 (3)	0.7522 (3)	0.5399 (3)	0.0636 (12)
H32	1.2089	0.7045	0.5148	0.076*
C33	1.1340 (3)	0.7921 (2)	0.5110 (2)	0.0511 (11)
C34	1.0738 (2)	0.7621 (2)	0.4406 (2)	0.0494 (11)
C35	1.0035 (2)	0.7919 (2)	0.4083 (3)	0.0538 (11)
H35	0.9852	0.8354	0.4319	0.065*
C36	0.9606 (2)	0.7515 (2)	0.3363 (2)	0.0477 (10)
C37	0.8828 (2)	0.7769 (3)	0.2905 (3)	0.0711 (13)
H37A	0.8861	0.8150	0.2475	0.107*
H37B	0.8577	0.7997	0.3308	0.107*
H37C	0.8547	0.7321	0.2639	0.107*
C38	0.9991 (2)	0.6883 (2)	0.3148 (2)	0.0463 (10)
C39	0.9752 (2)	0.6355 (2)	0.2424 (2)	0.0458 (10)
C40	0.9805 (2)	0.5484 (2)	0.2543 (3)	0.0538 (11)
C41	0.9516 (3)	0.5140 (3)	0.1662 (3)	0.0835 (17)
C42	0.9142 (2)	0.5810 (2)	0.1106 (3)	0.0556 (11)
C43	0.9439 (2)	0.6537 (2)	0.1595 (2)	0.0460 (10)
C44	0.9374 (2)	0.7300 (2)	0.1182 (2)	0.0478 (10)
C45	0.9903 (2)	0.7897 (2)	0.1288 (2)	0.0465 (10)
C46	1.0678 (2)	0.7876 (2)	0.1861 (3)	0.0604 (12)
H46A	1.0665	0.8086	0.2412	0.091*
H46B	1.1012	0.8187	0.1615	0.091*
H46C	1.0856	0.7343	0.1925	0.091*
C47	0.9632 (2)	0.8543 (2)	0.0755 (2)	0.0513 (11)
H47	0.9916	0.8996	0.0749	0.062*
C48	0.8923 (2)	0.8457 (2)	0.0249 (2)	0.0490 (10)
C49	0.8486 (2)	0.9025 (2)	−0.0358 (3)	0.0531 (11)
C50	0.7900 (3)	0.8797 (3)	−0.1024 (3)	0.0785 (15)
H50	0.7767	0.8269	−0.1083	0.094*
C51	0.7510 (3)	0.9331 (3)	−0.1604 (4)	0.0952 (18)
H51	0.7124	0.9162	−0.2056	0.114*
C52	0.7691 (3)	1.0110 (3)	−0.1512 (4)	0.0839 (16)
H52	0.7425	1.0475	−0.1899	0.101*
C53	0.8262 (3)	1.0351 (3)	−0.0853 (3)	0.0751 (14)
H53	0.8385	1.0882	−0.0795	0.090*
C54	0.8658 (3)	0.9823 (2)	−0.0274 (3)	0.0644 (12)
H54	0.9043	0.9998	0.0176	0.077*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
S1	0.0534 (7)	0.0538 (7)	0.0718 (8)	−0.0071 (6)	0.0000 (6)	0.0047 (6)
S2	0.0652 (8)	0.0482 (7)	0.0700 (8)	0.0093 (6)	0.0001 (6)	−0.0013 (6)
S3	0.0636 (8)	0.0477 (6)	0.0524 (7)	0.0108 (5)	0.0034 (6)	−0.0042 (5)
S4	0.0617 (7)	0.0457 (6)	0.0581 (7)	−0.0092 (5)	0.0020 (6)	0.0054 (5)
F1	0.136 (6)	0.081 (4)	0.099 (4)	−0.032 (4)	0.035 (4)	−0.036 (3)
F2	0.081 (4)	0.080 (3)	0.119 (6)	−0.032 (3)	−0.034 (3)	0.014 (4)
F3	0.129 (5)	0.038 (3)	0.143 (4)	−0.018 (3)	0.023 (4)	−0.012 (3)
F4	0.083 (3)	0.107 (4)	0.115 (3)	−0.035 (3)	0.029 (3)	−0.006 (3)
F5	0.113 (5)	0.056 (3)	0.092 (4)	−0.020 (3)	0.005 (4)	0.018 (3)
F6	0.091 (4)	0.058 (3)	0.113 (6)	0.024 (3)	0.001 (4)	0.010 (5)
F1'	0.108 (10)	0.094 (9)	0.104 (9)	−0.006 (7)	−0.018 (7)	−0.030 (7)
F2'	0.080 (8)	0.073 (7)	0.091 (10)	−0.012 (6)	−0.017 (6)	0.011 (8)
F3'	0.147 (10)	0.080 (8)	0.129 (9)	−0.005 (7)	−0.020 (7)	−0.022 (7)
F4'	0.151 (13)	0.151 (13)	0.182 (12)	−0.061 (9)	0.026 (9)	0.024 (9)
F5'	0.112 (12)	0.092 (10)	0.132 (12)	−0.012 (8)	0.037 (9)	0.006 (8)
F6'	0.078 (8)	0.049 (7)	0.063 (9)	0.010 (6)	−0.006 (6)	0.021 (7)
F7	0.102 (4)	0.060 (3)	0.081 (4)	−0.007 (3)	0.039 (4)	0.012 (3)
F8	0.080 (3)	0.052 (3)	0.077 (4)	0.018 (2)	0.003 (3)	−0.002 (3)
F9	0.118 (5)	0.021 (2)	0.099 (4)	−0.015 (3)	0.007 (3)	−0.005 (2)
F10	0.104 (4)	0.069 (3)	0.090 (3)	0.021 (2)	0.042 (2)	−0.011 (2)
F11	0.118 (5)	0.056 (3)	0.057 (3)	−0.016 (4)	0.008 (3)	−0.012 (2)
F12	0.071 (4)	0.071 (3)	0.086 (5)	−0.024 (2)	−0.003 (2)	0.004 (4)
F7'	0.095 (9)	0.042 (6)	0.067 (7)	−0.014 (6)	−0.009 (6)	0.013 (5)
F8'	0.062 (7)	0.069 (7)	0.095 (10)	0.019 (5)	0.021 (6)	−0.002 (8)
F9'	0.180 (10)	0.123 (9)	0.125 (9)	−0.043 (8)	−0.022 (7)	−0.001 (7)
F10'	0.163 (14)	0.133 (12)	0.143 (11)	0.053 (8)	0.030 (9)	−0.023 (8)
F11'	0.085 (9)	0.063 (8)	0.062 (8)	−0.014 (7)	0.031 (7)	−0.007 (6)
F12'	0.081 (9)	0.073 (8)	0.088 (10)	−0.020 (6)	−0.005 (6)	−0.007 (8)
C1	0.066 (3)	0.063 (3)	0.070 (3)	0.000 (3)	0.014 (3)	0.007 (3)
C2	0.086 (4)	0.080 (4)	0.071 (3)	0.014 (3)	0.010 (3)	0.014 (3)
C3	0.104 (5)	0.082 (4)	0.078 (4)	0.015 (4)	0.019 (4)	0.024 (3)
C4	0.119 (5)	0.072 (4)	0.114 (5)	−0.014 (4)	0.022 (4)	0.033 (4)
C5	0.095 (4)	0.068 (3)	0.086 (4)	−0.011 (3)	0.004 (3)	0.012 (3)
C6	0.072 (3)	0.051 (3)	0.049 (3)	−0.003 (2)	0.018 (2)	−0.005 (2)
C7	0.058 (3)	0.049 (3)	0.051 (3)	−0.006 (2)	0.014 (2)	−0.007 (2)
C8	0.058 (3)	0.054 (3)	0.059 (3)	−0.012 (2)	0.020 (2)	−0.011 (2)
C9	0.053 (3)	0.054 (3)	0.047 (3)	−0.003 (2)	0.010 (2)	−0.012 (2)
C10	0.050 (3)	0.086 (3)	0.063 (3)	−0.003 (2)	0.011 (2)	−0.011 (3)
C11	0.051 (3)	0.048 (3)	0.053 (3)	−0.001 (2)	0.004 (2)	−0.007 (2)
C12	0.049 (3)	0.042 (2)	0.072 (3)	−0.001 (2)	0.005 (2)	−0.004 (2)
C13	0.064 (4)	0.056 (3)	0.089 (4)	−0.004 (3)	0.004 (3)	−0.008 (3)
C14	0.100 (5)	0.042 (3)	0.122 (5)	0.008 (3)	0.004 (4)	−0.009 (3)
C15	0.073 (4)	0.046 (3)	0.083 (4)	0.006 (3)	0.004 (3)	0.004 (3)
C16	0.046 (3)	0.039 (2)	0.074 (3)	0.003 (2)	0.007 (2)	0.000 (2)
C17	0.054 (3)	0.043 (2)	0.058 (3)	0.003 (2)	0.012 (2)	0.004 (2)
C18	0.047 (2)	0.042 (2)	0.052 (3)	0.003 (2)	0.016 (2)	0.007 (2)
C19	0.062 (3)	0.055 (3)	0.064 (3)	0.015 (2)	0.020 (2)	0.006 (2)
C20	0.065 (3)	0.046 (2)	0.055 (3)	0.005 (2)	0.024 (2)	0.000 (2)
C21	0.056 (3)	0.050 (3)	0.049 (3)	−0.003 (2)	0.016 (2)	0.002 (2)
C22	0.058 (3)	0.057 (3)	0.052 (3)	−0.005 (2)	0.017 (2)	−0.002 (2)
C23	0.059 (3)	0.073 (3)	0.064 (3)	0.006 (3)	0.013 (3)	−0.012 (3)
C24	0.053 (3)	0.092 (4)	0.074 (3)	0.010 (3)	0.004 (3)	−0.008 (3)
C25	0.065 (3)	0.105 (4)	0.075 (4)	−0.010 (3)	0.010 (3)	−0.014 (4)
C26	0.093 (4)	0.069 (3)	0.085 (4)	−0.016 (3)	0.001 (3)	−0.016 (3)
C27	0.078 (4)	0.060 (3)	0.080 (4)	−0.007 (3)	0.006 (3)	0.006 (3)
C28	0.091 (4)	0.063 (3)	0.055 (3)	−0.006 (3)	0.008 (3)	−0.008 (2)
C29	0.112 (5)	0.072 (3)	0.061 (3)	−0.019 (3)	0.007 (3)	−0.016 (3)
C30	0.097 (5)	0.096 (4)	0.058 (3)	−0.037 (4)	0.001 (3)	−0.002 (3)
C31	0.073 (4)	0.089 (4)	0.063 (3)	−0.012 (3)	−0.001 (3)	0.011 (3)
C32	0.074 (3)	0.059 (3)	0.056 (3)	−0.007 (3)	0.010 (3)	0.005 (2)
C33	0.068 (3)	0.046 (3)	0.039 (2)	−0.007 (2)	0.013 (2)	0.003 (2)
C34	0.068 (3)	0.040 (2)	0.039 (2)	0.001 (2)	0.010 (2)	0.0029 (19)
C35	0.072 (3)	0.043 (2)	0.048 (3)	0.008 (2)	0.018 (2)	0.001 (2)
C36	0.056 (3)	0.046 (2)	0.043 (2)	0.006 (2)	0.015 (2)	0.008 (2)
C37	0.063 (3)	0.076 (3)	0.072 (3)	0.018 (3)	0.012 (3)	−0.006 (3)
C38	0.056 (3)	0.041 (2)	0.041 (2)	0.002 (2)	0.008 (2)	0.0034 (19)
C39	0.047 (3)	0.039 (2)	0.051 (3)	−0.0014 (19)	0.012 (2)	0.005 (2)
C40	0.063 (3)	0.046 (3)	0.054 (3)	−0.002 (2)	0.018 (3)	0.004 (2)
C41	0.103 (5)	0.048 (3)	0.089 (4)	−0.024 (3)	0.001 (4)	0.003 (3)
C42	0.061 (3)	0.051 (3)	0.052 (3)	−0.013 (2)	0.007 (3)	0.002 (2)
C43	0.052 (3)	0.040 (2)	0.046 (3)	−0.0078 (19)	0.013 (2)	0.001 (2)
C44	0.059 (3)	0.042 (2)	0.041 (2)	−0.004 (2)	0.008 (2)	−0.0025 (19)
C45	0.057 (3)	0.044 (2)	0.040 (2)	−0.007 (2)	0.015 (2)	−0.005 (2)
C46	0.059 (3)	0.064 (3)	0.056 (3)	−0.010 (2)	0.011 (2)	−0.002 (2)
C47	0.067 (3)	0.037 (2)	0.052 (3)	−0.010 (2)	0.017 (2)	−0.003 (2)
C48	0.062 (3)	0.039 (2)	0.046 (2)	−0.001 (2)	0.014 (2)	0.0023 (19)
C49	0.060 (3)	0.046 (3)	0.058 (3)	0.002 (2)	0.024 (2)	0.008 (2)
C50	0.074 (3)	0.056 (3)	0.093 (4)	−0.001 (3)	−0.004 (3)	0.014 (3)
C51	0.075 (4)	0.080 (4)	0.115 (5)	0.001 (3)	−0.009 (3)	0.033 (4)
C52	0.073 (4)	0.090 (4)	0.094 (4)	0.027 (3)	0.030 (3)	0.039 (3)
C53	0.100 (4)	0.046 (3)	0.091 (4)	0.017 (3)	0.046 (3)	0.019 (3)
C54	0.088 (3)	0.045 (3)	0.063 (3)	0.000 (2)	0.023 (3)	0.002 (2)

Geometric parameters (Å, º)

S1—C7	1.717 (4)	C19—H19B	0.9600
S1—C11	1.734 (4)	C19—H19C	0.9600
S2—C21	1.719 (4)	C20—C21	1.365 (5)
S2—C17	1.728 (4)	C20—H20	0.9300
S3—C34	1.722 (4)	C21—C22	1.470 (5)
S3—C38	1.731 (4)	C22—C23	1.385 (6)
S4—C48	1.718 (4)	C22—C27	1.387 (6)
S4—C44	1.736 (4)	C23—C24	1.369 (6)
F1—C13	1.364 (6)	C23—H23	0.9300
F2—C13	1.342 (6)	C24—C25	1.371 (7)
F3—C14	1.316 (6)	C24—H24	0.9300
F4—C14	1.420 (6)	C25—C26	1.370 (7)
F5—C15	1.361 (6)	C25—H25	0.9300
F6—C15	1.372 (7)	C26—C27	1.383 (6)
F1'—C13	1.347 (10)	C26—H26	0.9300
F2'—C13	1.381 (10)	C27—H27	0.9300
F3'—C14	1.475 (9)	C28—C29	1.368 (6)
F4'—C14	1.292 (10)	C28—C33	1.388 (6)
F5'—C15	1.353 (10)	C28—H28	0.9300
F6'—C15	1.351 (10)	C29—C30	1.368 (7)
F7—C40	1.356 (6)	C29—H29	0.9300
F8—C40	1.359 (6)	C30—C31	1.378 (7)
F9—C41	1.305 (6)	C30—H30	0.9300
F10—C41	1.431 (6)	C31—C32	1.375 (6)
F11—C42	1.348 (6)	C31—H31	0.9300
F12—C42	1.355 (6)	C32—C33	1.389 (6)
F7'—C40	1.342 (10)	C32—H32	0.9300
F8'—C40	1.362 (10)	C33—C34	1.469 (5)
F9'—C41	1.504 (9)	C34—C35	1.362 (5)
F10'—C41	1.309 (10)	C35—C36	1.413 (5)
F11'—C42	1.370 (10)	C35—H35	0.9300
F12'—C42	1.354 (10)	C36—C38	1.373 (5)
C1—C6	1.381 (6)	C36—C37	1.500 (5)
C1—C2	1.383 (6)	C37—H37A	0.9600
C1—H1	0.9300	C37—H37B	0.9600
C2—C3	1.346 (7)	C37—H37C	0.9600
C2—H2	0.9300	C38—C39	1.453 (5)
C3—C4	1.360 (7)	C39—C43	1.355 (5)
C3—H3	0.9300	C39—C40	1.494 (5)
C4—C5	1.383 (6)	C40—C41	1.508 (6)
C4—H4	0.9300	C41—C42	1.509 (6)
C5—C6	1.376 (6)	C42—C43	1.496 (5)
C5—H5	0.9300	C43—C44	1.451 (5)
C6—C7	1.472 (5)	C44—C45	1.383 (5)
C7—C8	1.369 (5)	C45—C47	1.410 (5)
C8—C9	1.405 (5)	C45—C46	1.495 (5)
C8—H8	0.9300	C46—H46A	0.9600
C9—C11	1.369 (5)	C46—H46B	0.9600
C9—C10	1.512 (5)	C46—H46C	0.9600
C10—H10A	0.9600	C47—C48	1.362 (5)
C10—H10B	0.9600	C47—H47	0.9300
C10—H10C	0.9600	C48—C49	1.468 (5)
C11—C12	1.458 (5)	C49—C50	1.377 (6)
C12—C16	1.360 (5)	C49—C54	1.393 (5)
C12—C13	1.495 (6)	C50—C51	1.373 (6)
C13—C14	1.504 (7)	C50—H50	0.9300
C14—C15	1.505 (7)	C51—C52	1.366 (7)
C15—C16	1.491 (6)	C51—H51	0.9300
C16—C17	1.459 (5)	C52—C53	1.361 (6)
C17—C18	1.377 (5)	C52—H52	0.9300
C18—C20	1.411 (5)	C53—C54	1.370 (6)
C18—C19	1.500 (5)	C53—H53	0.9300
C19—H19A	0.9600	C54—H54	0.9300
C7—S1—C11	92.3 (2)	C29—C28—C33	120.5 (5)
C21—S2—C17	92.56 (19)	C29—C28—H28	119.8
C34—S3—C38	92.46 (19)	C33—C28—H28	119.8
C48—S4—C44	92.39 (19)	C28—C29—C30	121.6 (5)
C6—C1—C2	121.1 (5)	C28—C29—H29	119.2
C6—C1—H1	119.4	C30—C29—H29	119.2
C2—C1—H1	119.4	C29—C30—C31	118.9 (5)
C3—C2—C1	120.4 (5)	C29—C30—H30	120.5
C3—C2—H2	119.8	C31—C30—H30	120.5
C1—C2—H2	119.8	C32—C31—C30	119.8 (5)
C2—C3—C4	119.6 (5)	C32—C31—H31	120.1
C2—C3—H3	120.2	C30—C31—H31	120.1
C4—C3—H3	120.2	C31—C32—C33	121.7 (5)
C3—C4—C5	120.7 (5)	C31—C32—H32	119.2
C3—C4—H4	119.6	C33—C32—H32	119.2
C5—C4—H4	119.6	C28—C33—C32	117.5 (4)
C6—C5—C4	120.6 (5)	C28—C33—C34	120.3 (4)
C6—C5—H5	119.7	C32—C33—C34	122.2 (4)
C4—C5—H5	119.7	C35—C34—C33	129.0 (4)
C5—C6—C1	117.5 (4)	C35—C34—S3	109.9 (3)
C5—C6—C7	120.4 (4)	C33—C34—S3	121.1 (3)
C1—C6—C7	122.1 (4)	C34—C35—C36	114.9 (4)
C8—C7—C6	128.9 (4)	C34—C35—H35	122.5
C8—C7—S1	110.1 (3)	C36—C35—H35	122.5
C6—C7—S1	121.0 (3)	C38—C36—C35	111.6 (4)
C7—C8—C9	114.6 (4)	C38—C36—C37	125.7 (4)
C7—C8—H8	122.7	C35—C36—C37	122.7 (4)
C9—C8—H8	122.7	C36—C37—H37A	109.5
C11—C9—C8	112.0 (4)	C36—C37—H37B	109.5
C11—C9—C10	125.6 (4)	H37A—C37—H37B	109.5
C8—C9—C10	122.4 (4)	C36—C37—H37C	109.5
C9—C10—H10A	109.5	H37A—C37—H37C	109.5
C9—C10—H10B	109.5	H37B—C37—H37C	109.5
H10A—C10—H10B	109.5	C36—C38—C39	127.7 (4)
C9—C10—H10C	109.5	C36—C38—S3	111.0 (3)
H10A—C10—H10C	109.5	C39—C38—S3	121.3 (3)
H10B—C10—H10C	109.5	C43—C39—C38	128.5 (3)
C9—C11—C12	128.9 (4)	C43—C39—C40	110.6 (3)
C9—C11—S1	111.0 (3)	C38—C39—C40	120.8 (3)
C12—C11—S1	120.0 (3)	F7'—C40—F8	80.9 (7)
C16—C12—C11	128.7 (4)	F7—C40—F8	105.1 (5)
C16—C12—C13	110.5 (4)	F7'—C40—F8'	107.1 (10)
C11—C12—C13	120.8 (4)	F7—C40—F8'	128.9 (9)
F2—C13—F1	104.6 (6)	F7'—C40—C39	112.1 (9)
F1'—C13—F2'	104.7 (11)	F7—C40—C39	112.0 (4)
F1—C13—F2'	133.0 (9)	F8—C40—C39	114.4 (5)
F2—C13—C12	116.0 (5)	F8'—C40—C39	108.0 (10)
F1'—C13—C12	114.5 (10)	F7'—C40—C41	128.3 (7)
F1—C13—C12	110.9 (5)	F7—C40—C41	105.4 (4)
F2'—C13—C12	103.3 (10)	F8—C40—C41	114.2 (5)
F2—C13—C14	114.0 (6)	F8'—C40—C41	92.9 (8)
F1'—C13—C14	129.3 (10)	C39—C40—C41	105.5 (3)
F1—C13—C14	105.6 (5)	F9—C41—F10	103.0 (6)
F2'—C13—C14	94.9 (9)	F10'—C41—F10	73.3 (11)
C12—C13—C14	105.3 (4)	F10'—C41—F9'	79.1 (11)
F3—C14—F4	101.9 (6)	F10—C41—F9'	152.3 (8)
F4'—C14—F3'	83.4 (12)	F9—C41—C40	118.1 (5)
F4'—C14—C13	124.2 (12)	F10'—C41—C40	121.1 (13)
F3—C14—C13	116.9 (6)	F10—C41—C40	106.9 (4)
F4—C14—C13	108.1 (4)	F9'—C41—C40	88.8 (7)
F3'—C14—C13	89.0 (8)	F9—C41—C42	115.6 (5)
F4'—C14—C15	128.9 (12)	F10'—C41—C42	131.3 (12)
F3—C14—C15	115.8 (5)	F10—C41—C42	106.7 (4)
F4—C14—C15	106.5 (5)	F9'—C41—C42	90.0 (7)
F3'—C14—C15	94.9 (7)	C40—C41—C42	105.7 (4)
C13—C14—C15	106.8 (4)	F11—C42—F12'	80.9 (9)
F6'—C15—F5'	105.2 (13)	F11—C42—F12	104.4 (5)
F6'—C15—F5	83.7 (9)	F12'—C42—F11'	104.6 (11)
F5'—C15—F6	126.8 (11)	F12—C42—F11'	126.6 (9)
F5—C15—F6	106.8 (6)	F11—C42—C43	115.3 (5)
F6'—C15—C16	117.8 (13)	F12'—C42—C43	115.9 (12)
F5'—C15—C16	112.0 (12)	F12—C42—C43	110.2 (5)
F5—C15—C16	114.0 (5)	F11'—C42—C43	110.4 (9)
F6—C15—C16	109.6 (6)	F11—C42—C41	114.8 (5)
F6'—C15—C14	120.9 (12)	F12'—C42—C41	124.1 (11)
F5'—C15—C14	93.2 (10)	F12—C42—C41	107.1 (5)
F5—C15—C14	114.7 (5)	F11'—C42—C41	94.5 (9)
F6—C15—C14	106.6 (6)	C43—C42—C41	104.9 (3)
C16—C15—C14	104.9 (4)	C39—C43—C44	128.6 (3)
C12—C16—C17	129.8 (4)	C39—C43—C42	110.1 (3)
C12—C16—C15	110.6 (4)	C44—C43—C42	121.3 (3)
C17—C16—C15	119.6 (4)	C45—C44—C43	128.4 (4)
C18—C17—C16	128.6 (4)	C45—C44—S4	111.0 (3)
C18—C17—S2	111.2 (3)	C43—C44—S4	120.6 (3)
C16—C17—S2	120.1 (3)	C44—C45—C47	111.2 (4)
C17—C18—C20	111.2 (4)	C44—C45—C46	126.2 (4)
C17—C18—C19	126.7 (4)	C47—C45—C46	122.5 (4)
C20—C18—C19	122.1 (4)	C45—C46—H46A	109.5
C18—C19—H19A	109.5	C45—C46—H46B	109.5
C18—C19—H19B	109.5	H46A—C46—H46B	109.5
H19A—C19—H19B	109.5	C45—C46—H46C	109.5
C18—C19—H19C	109.5	H46A—C46—H46C	109.5
H19A—C19—H19C	109.5	H46B—C46—H46C	109.5
H19B—C19—H19C	109.5	C48—C47—C45	115.2 (4)
C21—C20—C18	115.2 (4)	C48—C47—H47	122.4
C21—C20—H20	122.4	C45—C47—H47	122.4
C18—C20—H20	122.4	C47—C48—C49	128.0 (4)
C20—C21—C22	129.0 (4)	C47—C48—S4	110.2 (3)
C20—C21—S2	109.8 (3)	C49—C48—S4	121.8 (3)
C22—C21—S2	121.2 (3)	C50—C49—C54	117.8 (4)
C23—C22—C27	117.5 (4)	C50—C49—C48	122.1 (4)
C23—C22—C21	122.0 (4)	C54—C49—C48	120.1 (4)
C27—C22—C21	120.5 (4)	C51—C50—C49	121.6 (5)
C24—C23—C22	121.2 (4)	C51—C50—H50	119.2
C24—C23—H23	119.4	C49—C50—H50	119.2
C22—C23—H23	119.4	C52—C51—C50	119.7 (5)
C23—C24—C25	120.5 (5)	C52—C51—H51	120.2
C23—C24—H24	119.8	C50—C51—H51	120.2
C25—C24—H24	119.8	C53—C52—C51	119.8 (5)
C26—C25—C24	119.9 (5)	C53—C52—H52	120.1
C26—C25—H25	120.1	C51—C52—H52	120.1
C24—C25—H25	120.1	C52—C53—C54	121.0 (5)
C25—C26—C27	119.6 (5)	C52—C53—H53	119.5
C25—C26—H26	120.2	C54—C53—H53	119.5
C27—C26—H26	120.2	C53—C54—C49	120.1 (4)
C26—C27—C22	121.4 (5)	C53—C54—H54	119.9
C26—C27—H27	119.3	C49—C54—H54	119.9
C22—C27—H27	119.3
C6—C1—C2—C3	0.2 (7)	C33—C28—C29—C30	0.4 (8)
C1—C2—C3—C4	0.2 (8)	C28—C29—C30—C31	0.4 (8)
C2—C3—C4—C5	0.0 (9)	C29—C30—C31—C32	−0.5 (7)
C3—C4—C5—C6	−0.7 (9)	C30—C31—C32—C33	−0.2 (7)
C4—C5—C6—C1	1.1 (7)	C29—C28—C33—C32	−1.0 (6)
C4—C5—C6—C7	−178.2 (5)	C29—C28—C33—C34	−179.0 (4)
C2—C1—C6—C5	−0.9 (7)	C31—C32—C33—C28	0.9 (6)
C2—C1—C6—C7	178.4 (4)	C31—C32—C33—C34	178.9 (4)
C5—C6—C7—C8	8.1 (7)	C28—C33—C34—C35	−5.9 (6)
C1—C6—C7—C8	−171.2 (4)	C32—C33—C34—C35	176.1 (4)
C5—C6—C7—S1	−173.6 (4)	C28—C33—C34—S3	172.9 (3)
C1—C6—C7—S1	7.1 (6)	C32—C33—C34—S3	−5.0 (5)
C11—S1—C7—C8	−1.1 (3)	C38—S3—C34—C35	2.9 (3)
C11—S1—C7—C6	−179.7 (3)	C38—S3—C34—C33	−176.1 (3)
C6—C7—C8—C9	179.4 (4)	C33—C34—C35—C36	176.0 (4)
S1—C7—C8—C9	0.9 (4)	S3—C34—C35—C36	−3.0 (4)
C7—C8—C9—C11	−0.1 (5)	C34—C35—C36—C38	1.4 (5)
C7—C8—C9—C10	−179.1 (4)	C34—C35—C36—C37	−178.4 (4)
C8—C9—C11—C12	178.3 (4)	C35—C36—C38—C39	−176.6 (4)
C10—C9—C11—C12	−2.7 (7)	C37—C36—C38—C39	3.1 (7)
C8—C9—C11—S1	−0.7 (4)	C35—C36—C38—S3	0.9 (4)
C10—C9—C11—S1	178.3 (3)	C37—C36—C38—S3	−179.4 (3)
C7—S1—C11—C9	1.0 (3)	C34—S3—C38—C36	−2.2 (3)
C7—S1—C11—C12	−178.1 (3)	C34—S3—C38—C39	175.5 (3)
C9—C11—C12—C16	−40.5 (7)	C36—C38—C39—C43	45.5 (6)
S1—C11—C12—C16	138.5 (4)	S3—C38—C39—C43	−131.8 (4)
C9—C11—C12—C13	137.3 (5)	C36—C38—C39—C40	−131.7 (4)
S1—C11—C12—C13	−43.7 (5)	S3—C38—C39—C40	51.0 (5)
C16—C12—C13—F2	−128.1 (6)	C43—C39—C40—F7'	−141.1 (7)
C11—C12—C13—F2	53.7 (8)	C38—C39—C40—F7'	36.6 (8)
C16—C12—C13—F1'	146.8 (10)	C43—C39—C40—F7	−111.4 (5)
C11—C12—C13—F1'	−31.4 (11)	C38—C39—C40—F7	66.3 (6)
C16—C12—C13—F1	112.8 (6)	C43—C39—C40—F8	129.1 (5)
C11—C12—C13—F1	−65.4 (6)	C38—C39—C40—F8	−53.2 (6)
C16—C12—C13—F2'	−100.0 (9)	C43—C39—C40—F8'	101.2 (8)
C11—C12—C13—F2'	81.8 (9)	C38—C39—C40—F8'	−81.2 (9)
C16—C12—C13—C14	−1.0 (5)	C43—C39—C40—C41	2.8 (5)
C11—C12—C13—C14	−179.2 (4)	C38—C39—C40—C41	−179.5 (4)
F2—C13—C14—F4'	−46.4 (18)	F7'—C40—C41—F9	−8.2 (13)
F1'—C13—C14—F4'	44 (2)	F7—C40—C41—F9	−25.4 (8)
F1—C13—C14—F4'	67.9 (17)	F8—C40—C41—F9	89.5 (8)
F2'—C13—C14—F4'	−69.4 (19)	F8'—C40—C41—F9	106.4 (11)
C12—C13—C14—F4'	−174.7 (16)	C39—C40—C41—F9	−144.1 (6)
F2—C13—C14—F3	−91.0 (8)	F7'—C40—C41—F10'	−43.1 (17)
F1'—C13—C14—F3	−0.5 (14)	F7—C40—C41—F10'	−60.3 (14)
F1—C13—C14—F3	23.3 (8)	F8—C40—C41—F10'	54.5 (14)
F2'—C13—C14—F3	−114.0 (11)	F8'—C40—C41—F10'	71.4 (16)
C12—C13—C14—F3	140.7 (6)	C39—C40—C41—F10'	−179.0 (13)
F2—C13—C14—F4	23.2 (7)	F7'—C40—C41—F10	−123.5 (11)
F1'—C13—C14—F4	113.7 (12)	F7—C40—C41—F10	−140.7 (5)
F1—C13—C14—F4	137.4 (5)	F8—C40—C41—F10	−25.9 (6)
F2'—C13—C14—F4	0.2 (10)	F8'—C40—C41—F10	−9.0 (10)
C12—C13—C14—F4	−105.1 (5)	C39—C40—C41—F10	100.6 (4)
F2—C13—C14—F3'	−127.8 (9)	F7'—C40—C41—F9'	33.3 (13)
F1'—C13—C14—F3'	−37.3 (14)	F7—C40—C41—F9'	16.2 (9)
F1—C13—C14—F3'	−13.5 (8)	F8—C40—C41—F9'	131.0 (9)
F2'—C13—C14—F3'	−150.8 (12)	F8'—C40—C41—F9'	147.9 (12)
C12—C13—C14—F3'	104.0 (7)	C39—C40—C41—F9'	−102.5 (8)
F2—C13—C14—C15	137.4 (6)	F7'—C40—C41—C42	123.0 (11)
F1'—C13—C14—C15	−132.1 (12)	F7—C40—C41—C42	105.8 (5)
F1—C13—C14—C15	−108.3 (6)	F8—C40—C41—C42	−139.3 (6)
F2'—C13—C14—C15	114.4 (10)	F8'—C40—C41—C42	−122.4 (10)
C12—C13—C14—C15	9.1 (6)	C39—C40—C41—C42	−12.9 (5)
F4'—C14—C15—F6'	−53 (2)	F9—C41—C42—F11	−82.2 (8)
F3—C14—C15—F6'	−9.2 (14)	F10'—C41—C42—F11	−50.7 (17)
F4—C14—C15—F6'	−121.7 (13)	F10—C41—C42—F11	31.5 (6)
F3'—C14—C15—F6'	32.5 (15)	F9'—C41—C42—F11	−126.1 (8)
C13—C14—C15—F6'	123.0 (13)	C40—C41—C42—F11	145.1 (6)
F4'—C14—C15—F5'	57 (2)	F9—C41—C42—F12'	13.7 (14)
F3—C14—C15—F5'	100.7 (13)	F10'—C41—C42—F12'	45 (2)
F4—C14—C15—F5'	−11.8 (12)	F10—C41—C42—F12'	127.5 (12)
F3'—C14—C15—F5'	142.3 (14)	F9'—C41—C42—F12'	−30.2 (14)
C13—C14—C15—F5'	−127.2 (12)	C40—C41—C42—F12'	−118.9 (13)
F4'—C14—C15—F5	44.8 (18)	F9—C41—C42—F12	33.2 (8)
F3—C14—C15—F5	88.6 (8)	F10'—C41—C42—F12	64.7 (17)
F4—C14—C15—F5	−23.9 (7)	F10—C41—C42—F12	146.9 (5)
F3'—C14—C15—F5	130.3 (9)	F9'—C41—C42—F12	−10.7 (8)
C13—C14—C15—F5	−139.2 (6)	C40—C41—C42—F12	−99.5 (6)
F4'—C14—C15—F6	−73.1 (18)	F9—C41—C42—F11'	−97.3 (10)
F3—C14—C15—F6	−29.3 (9)	F10'—C41—C42—F11'	−65.8 (18)
F4—C14—C15—F6	−141.8 (6)	F10—C41—C42—F11'	16.4 (9)
F3'—C14—C15—F6	12.4 (10)	F9'—C41—C42—F11'	−141.2 (11)
C13—C14—C15—F6	102.8 (7)	C40—C41—C42—F11'	130.0 (9)
F4'—C14—C15—C16	170.7 (17)	F9—C41—C42—C43	150.2 (6)
F3—C14—C15—C16	−145.5 (6)	F10'—C41—C42—C43	−178.2 (16)
F4—C14—C15—C16	102.0 (5)	F10—C41—C42—C43	−96.0 (4)
F3'—C14—C15—C16	−103.8 (8)	F9'—C41—C42—C43	106.4 (7)
C13—C14—C15—C16	−13.4 (6)	C40—C41—C42—C43	17.6 (5)
C11—C12—C16—C17	−10.0 (7)	C38—C39—C43—C44	11.5 (7)
C13—C12—C16—C17	172.1 (4)	C40—C39—C43—C44	−171.1 (4)
C11—C12—C16—C15	170.2 (4)	C38—C39—C43—C42	−168.7 (4)
C13—C12—C16—C15	−7.7 (5)	C40—C39—C43—C42	8.7 (5)
F6'—C15—C16—C12	−124.7 (10)	F11—C42—C43—C39	−143.9 (5)
F5'—C15—C16—C12	113.1 (11)	F12'—C42—C43—C39	124.1 (10)
F5—C15—C16—C12	139.6 (5)	F12—C42—C43—C39	98.3 (5)
F6—C15—C16—C12	−100.8 (6)	F11'—C42—C43—C39	−117.3 (9)
C14—C15—C16—C12	13.3 (6)	C41—C42—C43—C39	−16.6 (5)
F6'—C15—C16—C17	55.5 (11)	F11—C42—C43—C44	36.0 (7)
F5'—C15—C16—C17	−66.7 (11)	F12'—C42—C43—C44	−56.0 (11)
F5—C15—C16—C17	−40.2 (7)	F12—C42—C43—C44	−81.8 (6)
F6—C15—C16—C17	79.4 (6)	F11'—C42—C43—C44	62.6 (10)
C14—C15—C16—C17	−166.6 (4)	C41—C42—C43—C44	163.2 (4)
C12—C16—C17—C18	−39.1 (7)	C39—C43—C44—C45	41.1 (7)
C15—C16—C17—C18	140.7 (5)	C42—C43—C44—C45	−138.8 (4)
C12—C16—C17—S2	141.3 (4)	C39—C43—C44—S4	−141.4 (4)
C15—C16—C17—S2	−38.9 (5)	C42—C43—C44—S4	38.8 (5)
C21—S2—C17—C18	0.4 (3)	C48—S4—C44—C45	−0.9 (3)
C21—S2—C17—C16	−179.9 (3)	C48—S4—C44—C43	−178.9 (3)
C16—C17—C18—C20	−179.5 (4)	C43—C44—C45—C47	178.6 (4)
S2—C17—C18—C20	0.2 (4)	S4—C44—C45—C47	0.9 (4)
C16—C17—C18—C19	−1.8 (7)	C43—C44—C45—C46	0.6 (7)
S2—C17—C18—C19	177.9 (3)	S4—C44—C45—C46	−177.1 (3)
C17—C18—C20—C21	−0.8 (5)	C44—C45—C47—C48	−0.4 (5)
C19—C18—C20—C21	−178.7 (3)	C46—C45—C47—C48	177.7 (4)
C18—C20—C21—C22	179.1 (4)	C45—C47—C48—C49	179.0 (4)
C18—C20—C21—S2	1.1 (5)	C45—C47—C48—S4	−0.3 (4)
C17—S2—C21—C20	−0.8 (3)	C44—S4—C48—C47	0.7 (3)
C17—S2—C21—C22	−179.0 (3)	C44—S4—C48—C49	−178.7 (3)
C20—C21—C22—C23	−170.2 (4)	C47—C48—C49—C50	158.0 (4)
S2—C21—C22—C23	7.6 (6)	S4—C48—C49—C50	−22.8 (6)
C20—C21—C22—C27	8.8 (7)	C47—C48—C49—C54	−21.7 (7)
S2—C21—C22—C27	−173.4 (3)	S4—C48—C49—C54	157.5 (3)
C27—C22—C23—C24	−1.9 (7)	C54—C49—C50—C51	1.8 (7)
C21—C22—C23—C24	177.1 (4)	C48—C49—C50—C51	−178.0 (5)
C22—C23—C24—C25	1.3 (7)	C49—C50—C51—C52	−1.4 (9)
C23—C24—C25—C26	0.3 (8)	C50—C51—C52—C53	0.6 (9)
C24—C25—C26—C27	−1.0 (8)	C51—C52—C53—C54	−0.3 (8)
C25—C26—C27—C22	0.3 (8)	C52—C53—C54—C49	0.7 (7)
C23—C22—C27—C26	1.1 (7)	C50—C49—C54—C53	−1.4 (7)
C21—C22—C27—C26	−177.9 (4)	C48—C49—C54—C53	178.4 (4)