1,1,1,3,3,3-Hexafluoro-2,2-bis­(4-hydroxyphenyl)propane–benzene (2/3)

The title inclusion compound, 2C₁₅H₁₀F₆O₂·3C₆H₆, has an organic zeolite-type structure. The diol mol­ecules self-assemble to form a three-dimensional framework through O—H...O hydrogen bonds and possible F...F inter­actions, whereas the benzene mol­ecules are trapped in channel-like cavities of the host framework by weak crystal packing forces. One of the guest mol­ecules, located on a twofold axis, is disordered over two sites with equal occupancies.

Key indicators

• Single-crystal X-ray study
• T = 173 K
• Mean [sigma](C-C) = 0.003 Å
• Disorder in main residue
• R factor = 0.040
• wR factor = 0.096
• Data-to-parameter ratio = 12.9

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT241_ALERT_2_B Check High      Ueq as Compared to Neighbors for       C1B2

Alert level C
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings    Differ ....          ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............       0.50 Ratio
PLAT076_ALERT_1_C Occupancy       0.50 less than 1.0 for Sp.pos  .       C1B3
PLAT076_ALERT_1_C Occupancy       0.50 less than 1.0 for Sp.pos  .       H1B3
PLAT076_ALERT_1_C Occupancy       0.50 less than 1.0 for Sp.pos  .       C4B3
PLAT076_ALERT_1_C Occupancy       0.50 less than 1.0 for Sp.pos  .       H4B3
PLAT161_ALERT_4_C Missing or Zero su (esd) on x-coordinate for ...       C1B2
PLAT161_ALERT_4_C Missing or Zero su (esd) on x-coordinate for ...       C2B2
PLAT161_ALERT_4_C Missing or Zero su (esd) on x-coordinate for ...       C3B2
PLAT161_ALERT_4_C Missing or Zero su (esd) on x-coordinate for ...       C2B3
PLAT161_ALERT_4_C Missing or Zero su (esd) on x-coordinate for ...       C3B3
PLAT162_ALERT_4_C Missing or Zero su (esd) on y-coordinate for ...       C1B2
PLAT162_ALERT_4_C Missing or Zero su (esd) on y-coordinate for ...       C2B2
PLAT162_ALERT_4_C Missing or Zero su (esd) on y-coordinate for ...       C3B2
PLAT163_ALERT_4_C Missing or Zero su (esd) on z-coordinate for ...       C1B2
PLAT163_ALERT_4_C Missing or Zero su (esd) on z-coordinate for ...       C2B2
PLAT163_ALERT_4_C Missing or Zero su (esd) on z-coordinate for ...       C3B2
PLAT163_ALERT_4_C Missing or Zero su (esd) on z-coordinate for ...       C2B3
PLAT163_ALERT_4_C Missing or Zero su (esd) on z-coordinate for ...       C3B3
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for       C3B3
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....       2.84
PLAT301_ALERT_3_C Main Residue  Disorder .........................      17.00 Perc.
PLAT331_ALERT_2_C Small Average Phenyl C-C Dist.   C1B1   -C6B1          1.37 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H15    ..  F22     ..       2.58 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H5B1   ..  F33     ..       2.69 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H1B2   ..  F23     ..       2.83 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H2B3   ..  F23     ..       2.86 Ang.
PLAT481_ALERT_4_C Long D...A H-Bond Reported C7#    ..  F23     ..       3.72 Ang.
PLAT481_ALERT_4_C Long D...A H-Bond Reported C11#   ..  F23     ..       3.70 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........         26

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

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

---

Computing details

Data collection: IPDS Software (Stoe & Cie, 1997); cell refinement: IPDS Software; data reduction: IPDS Software; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL/XP (Sheldrick, 1990); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2003).

1,1,1,3,3,3-Hexafluoro-2,2-bis(4-hydroxyphenyl)propane–benzene (2/3)

Crystal data

2C15H10F6O2·3C6H6	F(000) = 1864
Mr = 906.78	Dx = 1.380 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 5000 reflections
a = 20.173 (3) Å	θ = 2.5–25.8°
b = 9.058 (1) Å	µ = 0.12 mm^−1
c = 24.218 (4) Å	T = 173 K
β = 99.57 (2)°	Prism, colourless
V = 4363.7 (11) Å^3	0.27 × 0.19 × 0.09 mm
Z = 4

Data collection

Stoe IPDS diffractometer	2914 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.059
Graphite monochromator	θmax = 25.9°, θmin = 2.5°
φ scans	h = −23→24
14471 measured reflections	k = −10→11
4183 independent reflections	l = −29→29

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)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.096	Only H-atom displacement parameters refined
S = 1.10	w = 1/[σ^2(Fo^2) + (0.0385P)^2 + 0.995P] where P = (Fo^2 + 2Fc^2)/3
4183 reflections	(Δ/σ)max < 0.001
324 parameters	Δρmax = 0.25 e Å^−3
0 restraints	Δρmin = −0.23 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)
C1	0.28846 (8)	0.57068 (17)	0.35264 (6)	0.0329 (4)
C2	0.32657 (9)	0.71803 (19)	0.36147 (8)	0.0428 (4)
F21	0.35647 (5)	0.73365 (12)	0.41487 (4)	0.0516 (3)
F22	0.28539 (6)	0.83428 (11)	0.35008 (5)	0.0578 (3)
F23	0.37459 (6)	0.73302 (12)	0.32970 (5)	0.0577 (3)
C3	0.26583 (9)	0.5486 (2)	0.28882 (7)	0.0409 (4)
F31	0.22027 (5)	0.44141 (11)	0.27824 (4)	0.0469 (3)
F32	0.23868 (6)	0.66947 (12)	0.26233 (4)	0.0536 (3)
F33	0.31760 (6)	0.51055 (14)	0.26372 (4)	0.0587 (3)
C11	0.33243 (8)	0.43694 (17)	0.37374 (6)	0.0306 (3)
C12	0.40217 (8)	0.44088 (18)	0.38783 (6)	0.0346 (4)
H12	0.4255	0.5305	0.3841	0.041 (5)*
C13	0.43807 (8)	0.31554 (19)	0.40729 (6)	0.0366 (4)
H13	0.4856	0.3204	0.4177	0.043 (5)*
C14	0.40496 (8)	0.18362 (18)	0.41165 (6)	0.0336 (4)
O14	0.43832 (6)	0.05582 (13)	0.43058 (5)	0.0427 (3)
H14O	0.4870	0.0811	0.4415	0.079 (7)*
C15	0.33584 (8)	0.17674 (18)	0.39640 (7)	0.0360 (4)
H15	0.3130	0.0857	0.3985	0.049 (5)*
C16	0.30025 (8)	0.30237 (17)	0.37816 (6)	0.0345 (4)
H16	0.2527	0.2971	0.3684	0.036 (4)*
C21	0.22800 (8)	0.58251 (17)	0.38415 (6)	0.0308 (3)
C22	0.23829 (8)	0.5521 (2)	0.44109 (6)	0.0398 (4)
H22	0.2820	0.5257	0.4594	0.043 (5)*
C23	0.18641 (8)	0.5595 (2)	0.47174 (6)	0.0416 (4)
H23	0.1946	0.5390	0.5108	0.046 (5)*
C24	0.12267 (8)	0.59670 (19)	0.44526 (6)	0.0363 (4)
O24	0.06880 (6)	0.60280 (15)	0.47392 (5)	0.0473 (3)
H24O	0.0851	0.5623	0.5091	0.088 (8)*
C25	0.11167 (8)	0.6302 (2)	0.38895 (7)	0.0392 (4)
H25	0.0680	0.6574	0.3708	0.053 (5)*
C26	0.16415 (8)	0.62422 (18)	0.35900 (6)	0.0364 (4)
H26	0.1562	0.6492	0.3204	0.040 (5)*
C1B1	0.09588 (13)	0.0688 (3)	0.45284 (9)	0.0741 (7)
H1B1	0.0955	0.0293	0.4891	0.098 (9)*
C2B1	0.05507 (13)	0.1858 (3)	0.43426 (11)	0.0806 (8)
H2B1	0.0262	0.2265	0.4575	0.118 (11)*
C3B1	0.05590 (14)	0.2436 (3)	0.38276 (13)	0.0823 (8)
H3B1	0.0278	0.3249	0.3698	0.099 (9)*
C4B1	0.09799 (16)	0.1831 (4)	0.34942 (12)	0.0906 (8)
H4B1	0.0990	0.2232	0.3133	0.140 (13)*
C5B1	0.13832 (13)	0.0658 (3)	0.36785 (10)	0.0760 (7)
H5B1	0.1671	0.0247	0.3446	0.102 (9)*
C6B1	0.13721 (11)	0.0085 (3)	0.41927 (8)	0.0610 (6)
H6B1	0.1650	−0.0734	0.4321	0.074 (7)*
C1B2	0.0287	0.5101	0.2375	0.109 (6)	0.50
H1B2	0.0483	0.4193	0.2291	0.23 (5)*	0.50
C2B2	0.0572	0.6430	0.2251	0.075 (3)	0.50
H2B2	0.0963	0.6431	0.2080	0.15 (3)*	0.50
C3B2	0.0286	0.7759	0.2376	0.070 (3)	0.50
H3B2	0.0482	0.8667	0.2291	0.12 (2)*	0.50
C1B3	0.0000	0.4808 (4)	0.2500	0.081 (6)	0.50
H1B3	0.0000	0.3760	0.2500	0.15 (4)*	0.50
C2B3	0.0499	0.5576 (4)	0.2288	0.070 (3)	0.50
H2B3	0.0841	0.5051	0.2144	0.092 (18)*	0.50
C3B3	0.0499	0.7110 (4)	0.2288	0.0485 (17)	0.50
H3B3	0.0841	0.7635	0.2144	0.087 (17)*	0.50
C4B3	0.0000	0.7878 (4)	0.2500	0.052 (2)	0.50
H4B3	0.0000	0.8926	0.2500	0.10 (3)*	0.50

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.0405 (9)	0.0288 (8)	0.0305 (8)	0.0008 (7)	0.0087 (7)	0.0009 (6)
C2	0.0475 (10)	0.0328 (10)	0.0503 (10)	0.0000 (8)	0.0150 (8)	0.0000 (8)
F21	0.0512 (6)	0.0429 (6)	0.0604 (7)	−0.0099 (5)	0.0084 (5)	−0.0151 (5)
F22	0.0642 (7)	0.0287 (6)	0.0817 (8)	0.0030 (5)	0.0157 (6)	0.0020 (5)
F23	0.0600 (7)	0.0439 (6)	0.0759 (8)	−0.0079 (6)	0.0307 (6)	0.0103 (5)
C3	0.0523 (11)	0.0389 (10)	0.0334 (8)	0.0079 (9)	0.0125 (8)	0.0050 (7)
F31	0.0643 (7)	0.0413 (6)	0.0323 (5)	0.0034 (5)	−0.0005 (4)	−0.0065 (4)
F32	0.0761 (8)	0.0471 (6)	0.0382 (5)	0.0107 (6)	0.0116 (5)	0.0159 (5)
F33	0.0695 (7)	0.0751 (8)	0.0366 (5)	0.0172 (6)	0.0238 (5)	0.0040 (5)
C11	0.0346 (8)	0.0316 (8)	0.0267 (7)	0.0006 (7)	0.0088 (6)	−0.0003 (6)
C12	0.0371 (9)	0.0342 (9)	0.0349 (8)	−0.0049 (8)	0.0128 (7)	−0.0021 (7)
C13	0.0310 (9)	0.0448 (10)	0.0355 (8)	0.0008 (8)	0.0096 (7)	−0.0005 (7)
C14	0.0358 (9)	0.0366 (9)	0.0293 (8)	0.0060 (8)	0.0079 (6)	0.0026 (6)
O14	0.0381 (7)	0.0421 (7)	0.0477 (7)	0.0096 (6)	0.0070 (5)	0.0089 (5)
C15	0.0375 (9)	0.0307 (9)	0.0393 (8)	−0.0035 (8)	0.0046 (7)	0.0030 (7)
C16	0.0315 (9)	0.0344 (9)	0.0363 (8)	−0.0012 (7)	0.0022 (7)	0.0014 (7)
C21	0.0358 (9)	0.0286 (8)	0.0278 (7)	0.0014 (7)	0.0052 (6)	−0.0014 (6)
C22	0.0308 (9)	0.0563 (11)	0.0310 (8)	0.0076 (8)	0.0016 (7)	0.0046 (7)
C23	0.0356 (9)	0.0612 (11)	0.0281 (8)	0.0090 (9)	0.0054 (7)	0.0075 (7)
C24	0.0307 (8)	0.0414 (10)	0.0372 (9)	0.0051 (7)	0.0069 (7)	0.0028 (7)
O24	0.0315 (6)	0.0668 (9)	0.0451 (7)	0.0109 (6)	0.0106 (5)	0.0123 (6)
C25	0.0321 (9)	0.0465 (10)	0.0369 (9)	0.0078 (8)	−0.0007 (7)	0.0042 (7)
C26	0.0419 (9)	0.0387 (9)	0.0272 (8)	0.0057 (8)	0.0014 (7)	0.0029 (7)
C1B1	0.0778 (16)	0.0975 (19)	0.0451 (12)	0.0002 (15)	0.0042 (11)	−0.0044 (12)
C2B1	0.0648 (15)	0.100 (2)	0.0729 (16)	0.0129 (15)	−0.0013 (13)	−0.0348 (15)
C3B1	0.0796 (17)	0.0555 (15)	0.102 (2)	0.0053 (14)	−0.0127 (16)	−0.0017 (14)
C4B1	0.095 (2)	0.097 (2)	0.0795 (18)	−0.0053 (18)	0.0148 (15)	0.0349 (16)
C5B1	0.0750 (16)	0.0960 (19)	0.0593 (14)	0.0104 (15)	0.0177 (12)	0.0028 (13)
C6B1	0.0672 (14)	0.0569 (13)	0.0544 (12)	0.0044 (12)	−0.0030 (10)	−0.0075 (10)
C1B2	0.124 (14)	0.140 (8)	0.052 (5)	0.011 (8)	−0.018 (7)	0.009 (6)
C2B2	0.054 (4)	0.138 (10)	0.030 (3)	0.061 (6)	−0.001 (2)	−0.007 (5)
C3B2	0.033 (5)	0.143 (7)	0.039 (3)	0.004 (4)	0.017 (3)	0.003 (4)
C1B3	0.107 (12)	0.057 (6)	0.061 (8)	0.000	−0.038 (8)	0.000
C2B3	0.082 (5)	0.060 (4)	0.055 (4)	0.023 (5)	−0.022 (4)	−0.013 (4)
C3B3	0.033 (4)	0.084 (5)	0.031 (3)	0.021 (3)	0.014 (2)	−0.001 (3)
C4B3	0.043 (7)	0.069 (5)	0.044 (5)	0.000	0.003 (4)	0.000

Geometric parameters (Å, º)

C1—C2	1.537 (2)	C25—C26	1.380 (2)
C1—C11	1.538 (2)	C25—H25	0.9500
C1—C21	1.546 (2)	C26—H26	0.9500
C1—C3	1.550 (2)	C1B1—C2B1	1.372 (4)
C2—F21	1.340 (2)	C1B1—C6B1	1.371 (3)
C2—F22	1.341 (2)	C1B1—H1B1	0.9500
C2—F23	1.340 (2)	C2B1—C3B1	1.355 (4)
C3—F31	1.332 (2)	C2B1—H2B1	0.9500
C3—F32	1.339 (2)	C3B1—C4B1	1.379 (4)
C3—F33	1.338 (2)	C3B1—H3B1	0.9500
C11—C12	1.392 (2)	C4B1—C5B1	1.367 (4)
C11—C16	1.394 (2)	C4B1—H4B1	0.9500
C12—C13	1.386 (2)	C5B1—C6B1	1.353 (3)
C12—H12	0.9500	C5B1—H5B1	0.9500
C13—C14	1.382 (2)	C6B1—H6B1	0.9500
C13—H13	0.9500	C1B2—C2B2	1.3900
C14—O14	1.3786 (19)	C1B2—C1B2^i	1.3903 (3)
C14—C15	1.383 (2)	C1B2—H1B2	0.9500
O14—H14O	1.0004	C2B2—C3B2	1.3900
C15—C16	1.379 (2)	C2B2—H2B2	0.9500
C15—H15	0.9500	C3B2—C3B2^i	1.3860
C16—H16	0.9500	C3B2—H3B2	0.9500
C21—C26	1.383 (2)	C1B3—C2B3	1.3898
C21—C22	1.388 (2)	C1B3—C2B3^i	1.3898
C22—C23	1.382 (2)	C1B3—H1B3	0.9500
C22—H22	0.9500	C2B3—C3B3	1.3900
C23—C24	1.380 (2)	C2B3—H2B3	0.9500
C23—H23	0.9500	C3B3—C4B3	1.3898
C24—C25	1.379 (2)	C3B3—H3B3	0.9500
C24—O24	1.3844 (19)	C4B3—C3B3^i	1.3898
O24—H24O	0.9352	C4B3—H4B3	0.9500
C2—C1—C11	112.96 (14)	C23—C24—O24	121.68 (14)
C2—C1—C21	106.76 (13)	C25—C24—O24	118.45 (14)
C11—C1—C21	110.44 (12)	C24—O24—H24O	104.7
C2—C1—C3	107.97 (13)	C24—C25—C26	119.98 (15)
C11—C1—C3	106.72 (12)	C24—C25—H25	120.0
C21—C1—C3	112.05 (13)	C26—C25—H25	120.0
F21—C2—F22	106.23 (14)	C21—C26—C25	121.27 (14)
F21—C2—F23	106.91 (15)	C21—C26—H26	119.4
F22—C2—F23	106.52 (14)	C25—C26—H26	119.4
F21—C2—C1	111.12 (13)	C2B1—C1B1—C6B1	120.3 (2)
F22—C2—C1	112.00 (15)	C2B1—C1B1—H1B1	119.9
F23—C2—C1	113.61 (14)	C6B1—C1B1—H1B1	119.9
F31—C3—F32	106.83 (14)	C1B1—C2B1—C3B1	120.1 (2)
F31—C3—F33	106.91 (14)	C1B1—C2B1—H2B1	119.9
F32—C3—F33	106.31 (13)	C3B1—C2B1—H2B1	119.9
F31—C3—C1	111.43 (13)	C2B1—C3B1—C4B1	119.2 (3)
F32—C3—C1	113.65 (14)	C2B1—C3B1—H3B1	120.4
F33—C3—C1	111.32 (14)	C4B1—C3B1—H3B1	120.4
C12—C11—C16	117.93 (15)	C5B1—C4B1—C3B1	120.6 (2)
C12—C11—C1	124.40 (14)	C5B1—C4B1—H4B1	119.7
C16—C11—C1	117.66 (14)	C3B1—C4B1—H4B1	119.7
C13—C12—C11	120.79 (15)	C6B1—C5B1—C4B1	119.9 (2)
C13—C12—H12	119.6	C6B1—C5B1—H5B1	120.0
C11—C12—H12	119.6	C4B1—C5B1—H5B1	120.0
C14—C13—C12	120.16 (15)	C5B1—C6B1—C1B1	119.8 (2)
C14—C13—H13	119.9	C5B1—C6B1—H6B1	120.1
C12—C13—H13	119.9	C1B1—C6B1—H6B1	120.1
C13—C14—O14	122.43 (14)	C2B2—C1B2—C1B2^i	119.9
C13—C14—C15	119.82 (15)	C2B2—C1B2—H1B2	120.0
O14—C14—C15	117.75 (15)	C1B2^i—C1B2—H1B2	120.0
C14—O14—H14O	107.4	C1B2—C2B2—C3B2	120.0
C16—C15—C14	119.78 (16)	C1B2—C2B2—H2B2	120.0
C16—C15—H15	120.1	C3B2—C2B2—H2B2	120.0
C14—C15—H15	120.1	C3B2^i—C3B2—C2B2	120.0
C15—C16—C11	121.48 (15)	C3B2^i—C3B2—H3B2	120.0
C15—C16—H16	119.3	C2B2—C3B2—H3B2	120.0
C11—C16—H16	119.3	C2B3—C1B3—C2B3^i	120.0
C26—C21—C22	117.80 (14)	C2B3—C1B3—H1B3	120.0
C26—C21—C1	123.71 (13)	C2B3^i—C1B3—H1B3	120.0
C22—C21—C1	118.48 (14)	C1B3—C2B3—C3B3	120.0
C23—C22—C21	121.52 (15)	C1B3—C2B3—H2B3	120.0
C23—C22—H22	119.2	C3B3—C2B3—H2B3	120.0
C21—C22—H22	119.2	C4B3—C3B3—H3B3	120.0
C24—C23—C22	119.51 (14)	C2B3—C3B3—H3B3	120.0
C24—C23—H23	120.2	C3B3—C4B3—H4B3	120.0
C22—C23—H23	120.2	C3B3^i—C4B3—H4B3	120.0
C23—C24—C25	119.86 (15)
C11—C1—C2—F21	−52.72 (17)	C14—C15—C16—C11	1.1 (2)
C21—C1—C2—F21	68.87 (17)	C12—C11—C16—C15	0.6 (2)
C3—C1—C2—F21	−170.48 (13)	C1—C11—C16—C15	179.62 (14)
C11—C1—C2—F22	−171.36 (13)	C2—C1—C21—C26	95.17 (18)
C21—C1—C2—F22	−49.77 (17)	C11—C1—C21—C26	−141.66 (15)
C3—C1—C2—F22	70.88 (17)	C3—C1—C21—C26	−22.8 (2)
C11—C1—C2—F23	67.89 (18)	C2—C1—C21—C22	−83.70 (18)
C21—C1—C2—F23	−170.53 (13)	C11—C1—C21—C22	39.5 (2)
C3—C1—C2—F23	−49.88 (19)	C3—C1—C21—C22	158.29 (15)
C2—C1—C3—F31	−166.17 (13)	C26—C21—C22—C23	1.6 (3)
C11—C1—C3—F31	72.12 (16)	C1—C21—C22—C23	−179.50 (16)
C21—C1—C3—F31	−48.89 (18)	C21—C22—C23—C24	0.5 (3)
C2—C1—C3—F32	−45.41 (19)	C22—C23—C24—C25	−1.8 (3)
C11—C1—C3—F32	−167.12 (14)	C22—C23—C24—O24	178.76 (17)
C21—C1—C3—F32	71.87 (18)	C23—C24—C25—C26	1.0 (3)
C2—C1—C3—F33	74.59 (17)	O24—C24—C25—C26	−179.55 (16)
C11—C1—C3—F33	−47.12 (18)	C22—C21—C26—C25	−2.4 (3)
C21—C1—C3—F33	−168.13 (14)	C1—C21—C26—C25	178.74 (16)
C2—C1—C11—C12	−13.6 (2)	C24—C25—C26—C21	1.1 (3)
C21—C1—C11—C12	−133.07 (15)	C6B1—C1B1—C2B1—C3B1	−0.7 (4)
C3—C1—C11—C12	104.91 (17)	C1B1—C2B1—C3B1—C4B1	0.2 (4)
C2—C1—C11—C16	167.50 (13)	C2B1—C3B1—C4B1—C5B1	0.2 (4)
C21—C1—C11—C16	48.02 (18)	C3B1—C4B1—C5B1—C6B1	−0.1 (4)
C3—C1—C11—C16	−74.00 (17)	C4B1—C5B1—C6B1—C1B1	−0.4 (4)
C16—C11—C12—C13	−2.0 (2)	C2B1—C1B1—C6B1—C5B1	0.8 (4)
C1—C11—C12—C13	179.12 (14)	C1B2^i—C1B2—C2B2—C3B2	0.1
C11—C12—C13—C14	1.6 (2)	C1B2—C2B2—C3B2—C3B2^i	−0.1
C12—C13—C14—O14	179.80 (14)	C2B3^i—C1B3—C2B3—C3B3	0.0
C12—C13—C14—C15	0.2 (2)	C1B3—C2B3—C3B3—C4B3	0.0
C13—C14—C15—C16	−1.5 (2)	C2B3—C3B3—C4B3—C3B3^i	0.0
O14—C14—C15—C16	178.86 (14)

Symmetry code: (i) −x, y, −z+1/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O14—H14O···O24^ii	1.00	1.72	2.700 (2)	167
O24—H24O···O14^iii	0.94	1.93	2.747 (2)	144
C15—H15···F22^iv	0.95	2.58	3.397 (2)	144
C5B1—H5B1···F33^v	0.95	2.69	3.484 (3)	141
C1B2—H1B2···F23^v	0.95	2.83	3.717	155
C2B3—H2B3···F23^v	0.95	2.86	3.700	147

Symmetry codes: (ii) x+1/2, y−1/2, z; (iii) −x+1/2, −y+1/2, −z+1; (iv) x, y−1, z; (v) −x+1/2, y−1/2, −z+1/2.