(μ-1,2-Dimeth­oxy­ethane-κ²O:O′)bis­[(1,2-dimeth­oxy­ethane-κ²O,O′)tris­(1,1,1,5,5,5-hexa­fluoro-4-oxopent-2-en-2-olato-κ²O,O′)cerium(III)]

A previous analysis [Fatila et al. (2012). Dalton Trans. 41, 1352–1362] of the title complex, [Ce₂(C₅HF₆O₂)₆(C₄H₁₀O₂)₃], had identified it as Ce(hfac)₃(dme)_1.5 according to the ¹H NMR integration [hfac = 1,1,1,5,5,5-hexa­fluoro­acetyl­ace­ton­ate (1,1,1,5,5,5-hexa­fluoro-4-oxopent-2-en-2-olate) and dme = 1,2-dimethoxyethane]; however, it was not possible to determine the coordination environment unambiguously. The structural data presented here reveal that the complex is a binuclear species located on a crystallographic inversion center. Each Ce^III ion is coordinated to three hfac ligands, one bidentate dme ligand and one monodentate (bridging) dme ligand, thus giving a coordination number of nine (CN = 9) to each Ce^III ion. The atoms of the bridging dme ligand are unequally disordered over two sets of sites. In addition, in two of the –CF₃ groups, the F atoms are rotationally disordered over two sets of sites. This is the first crystal structure of a binuclear lanthanide β-diketonate with a bridging dme ligand.

S1. Comment

Metal–organic chemical vapor deposition (MOCVD) is an important technique for the production of thin-film devices (Krumdieck, 2009; Jones et al., 2004; Jones, 2002). The quality of an MOCVD process is dependent on the precursor materials. As such, the development of useful MOCVD precursors is a large and rapidly growing field of research (Carpentier, 2010; Jones & Chalker, 2003; Hubert-Pfalzgraf & Guillon, 1998). Currently in use are the so-called `second-generation' MOCVD precursors which combine fluorinated β-diketonates and coordinated polyethers in the design of anhydrous monomeric metal complexes. Main group, d- and f-block metal precursors have been developed according to this general formula (Condorelli et al., 2007; Malandrino & Fragalà, 2006; Binnemans, 2005).

The improvement of techniques and precursor materials for the deposition of ceria (CeO₂) is an ongoing area of study owing to the broad spectrum of uses for ceria films, such as anode materials in solid-oxide fuel cells, in magneto-optical devices and as a dielectric material in metal oxide semiconductors (CMOS) (Barreca et al., 2003, 2006; Lo Nigro et al., 2001). It is predictable, then, that second-generation MOCVD cerium precursors are of interest, particularly since volatile complexes of both Ce^III and Ce^IV are equally viable for the deposition of ceria (Lo Nigro et al., 2003, 2005; Pollard et al., 2000; McAleese et al., 1996).

The eight-coordinate Ce(hfac)₃(dme) complex [hfac = 1,1,1,5,5,5-hexafluoroacetylacetonate (1,1,1,5,5,5-hexafluoro-4-oxopent-2-en-2-olate) and dme = 1,2-dimethyoxyethane], (I) (see Scheme), is an example of a second-generation MOCVD cerium precursor. The first publication claiming the synthesis of (I) presents characterization data that do not quite fit the proposed structural formula (Pollard et al., 2000). We have since isolated and fully characterized (I), including its single-crystal X-ray structure (Fatila et al., 2012). Interestingly, during the course of our study, we discovered that the initial product recovered from our synthesis, prior to the sublimation that generates (I), has the formula Ce(hfac)₃(dme)_1.5. However, in the absence of crystallographic data, we could not determine definitively if this represents solvation of (I) with a half molar equivalent of dme, or a cocrystallization of (I) and a complex with the formula Ce(hfac)₃(dme)₂, or a binuclear complex with a bridging dme ligand. Herein, we present the single-crystal X-ray structure of this Ce(hfac)₃(dme)_1.5 complex demonstrating that it is, in fact, the binuclear complex [Ce(hfac)₃(dme)]₂(µ-dme) complex, (II) (Fig. 1).

Yellow needles of (II), prepared by precipitation from cold anhydrous hexane, formed in the monoclinic space group P2₁/n. The title complex lies on an inversion center with the unique Ce^III ion chelated by three bidentate hfac ligands and one bidentate dme ligand. A bridging dme ligand connects the two symmetry-related Ce^III ions completing the coordination number nine (CN = 9) for each. The bridging dme ligand is in the anti conformation. It is worth noting that there is disorder with respect to the atom positions of the bridging dme ligand resulting from the two possible ways in which the 'Z' shape of the anti conformation can be achieved (Fig. 2). There is also disorder with respect to the position of some of the F atoms.

The geometry of the coordination about each Ce^III ion is a slightly distorted monocapped square antiprism wherein the capping position O atom (O2) belongs to the bidentate coordinated dme ligand not the bridging dme ligand. This connectivity describes a polyhedron with nine vertices, 20 edges and 13 faces, known as a Johnson solid J10 or a gyroelongated square pyramid (Fig. 3).

The Ce—O bond lengths are summarized in Table 1, where they are also compared with bond lengths observed in the eight-coordinate species, (I), and the nine-coordinate hydrate Ce(hfac)₃(dme)(H₂O) complex, (III) (see Scheme). It should be noted that although (III) is also a monocapped square antiprism, the capping O atom is assigned to water, not dme (Fatila et al., 2012).

The crystal structures of complexes in which dme acts as a bridging ligand are not uncommon for cations of alkali metals (Li, Na, K and Rb) [Cambridge Structural Database (CSD; Allen, 2002) refcodes IMADAC (Beck et al., 2010), OJEKIY (Hsu & Liang, 2010), XAHZOX (Wong et al., 2010), CIMTAU and CIMTEY (Maudez et al., 2007), VEPJAC (Wang et al., 2006), QEXWAR (Neander et al., 2000)]. There are also a few examples of such structures with cations of alkaline earth metals [Mg (INARIZ; Krieck et al., 2010) and Ca (FEGRIT; Becker et al., 2004)], transition metals [Mo (PAHNIW; Parsons et al., 2004) and Pd (MOBQEZ; Lohner et al., 2002)] and main group metals [Al (SAMLAT; Saied et al., 1998) and In (ZADCOW; Carta et al., 1995)]. Structures of this nature incorporating lanthanide ions are limited to six reported examples: [Ln(NCS)₃(dme)₂(µ-dme)_0.5]₂ [Ln = Eu (CUYLIS), Dy (CUYLOY) and Er (CUYLUE); Bakker et al., 2010], [Nd₂(OCH-i-Pr₂)₆(µ-dme)]_∞ (CSD refcode HANJEL; Barnhart et al., 1993), (YbI₂(dme)₂)₂(µ-dme) (Gröb et al., 2000), [Nd(3,5-di-t-butylpyrazolato)(µ-dme)]_n (TUMJIU; Cosgriff et al., 1996). The present results for complex (II) are the first reported of this nature involving Ce, and the first potential MOCVD precursor with this structure.

Related literature

For related literature, see: Allen (2002); Bakker et al. (2010); Barnhart et al. (1993); Barreca et al. (2003, 2006); Beck et al. (2010); Becker et al. (2004); Binnemans (2005); Carpentier (2010); Carta et al. (1995); Condorelli et al. (2007); Cosgriff et al. (1996); Fatila et al. (2012); Gröb et al. (2000); Hsu & Liang (2010); Hubert-Pfalzgraf & Guillon (1998); Jones (2002); Jones & Chalker (2003); Jones et al. (2004); Krieck et al. (2010); Krumdieck (2009); Lo Nigro, Malandrino & Fragalà (2001); Lo Nigro, Toro, Malandrino & Fragalà (2003, 2005); Lohner et al. (2002); Malandrino & Fragalà (2006); Maudez et al. (2007); McAleese et al. (1996); Neander et al. (2000); Parsons et al. (2004); Pollard et al. (2000); Richardson et al. (1968); Saied et al. (1998); Wang et al. (2006); Wong et al. (2010).

S2. Experimental

CeCl₃ and Hhfac were purchased from Alfa Aesar and monoglyme was purchased from Acros. All reagents were used as received. CeCl₃ was converted to its Ce(hfac)₃(H₂O)₃ adduct according to a slightly modified literature method (Richardson et al., 1968). Modifications include dissolving the CeCl₃ starting material in a solution (pH = 7–8) of aqueous Hhfac deprotonated with Na₂CO₃, following which the solution was extracted with Et₂O three times and washed with saturated KCl(aq). The organic phase was concentrated down to a yellow oil which was then dissolved in hexanes. Evaporation of the hexanes yielded a yellow solid with an IR spectrum consistent with literature values for Ln(hfac)₃(H₂O)₃ where Ln = La–Nd (Richardson et al., 1968) (m.p. 370–373 K).

Elemental analyses were performed by MHW Laboratories in Phoenix, AZ. All ¹H NMR spectra were collected on a Bruker 400 Avance spectrometer at ambient temperature. Solvents were dried using an LC Technology Solvent Purification System with standard molecular sieves of size 3 Å.

Excess monoglyme (1.1 ml, 11 mmol) was added to a slurry of Ce(hfac)₃(H₂O)₃ (2.0546 g, 2.5200 mmol) in hexanes (100 ml). The resulting yellow solution was stirred for 2 h at room temperature, then concentrated to a yellow–orange oil which crystallized into yellow–orange microcrystals upon introduction to a glove-box (Ar atmosphere) (crude yield 2.2156 g, 98%). Crystallographic quality yellow needles were obtained by dissolving the yellow–orange microcrystalline material in a minimum amount of anhydrous hexane under an inert atmosphere and cooling to 253 K for 2 d. A yellow block was cut from a needle and mounted for crystallographic data collection. IR (Nujol, NaCl): 3146 (w), 1651 (ms, br), 1609 (mw), 1559 (m), 1533 (m), 1496 (ms), 1348 (w), 1254 (s), 1207 (s), 1146 (s), 1094 (ms), 1056 (m), 1023 (mw), 1008 (mw), 949 (w), 910 (mw), 863 (mw), 834 (mw), 800 (m), 769 (w), 740 (mw), 722 (w), 660 (m), 583 (s) cm^-1. ¹H NMR [400 MHz, (CD₃)₂CO, 25.2 mg in 1.0054 g of d⁶-acetone]: δ 11.54 (s, 6H, CH of hfac), 3.52 (s, 12H, CH₂ of monoglyme), 3.35 (s, 18H, CH₃ of monoglyme). ¹H NMR (400 MHz, CD₂Cl₂, 25.7 mg in 1.0356 g of CD₂Cl₂): δ 14.19 (s, 6H, CH of hfac), -1.17 (s, 12H, CH₂ of monoglyme), -3.42 (s, 18H, CH₃ of monoglyme). ¹H NMR (400 MHz, CDCl₃, 14.2 mg in 1.1296 g of CDCl₃): δ 14.26 (s, 6H, CH of hfac), -1.15(s, 12H, CH₂ of monoglyme), -3.61 (s, 18H, CH₃ of monoglyme). Analysis calculated for C₂₁H₁₈CeF₁₈O₉: C 28.14, H 2.02%; found: C 28.27, H 2.16%.

S3. Refinement

The bridging dme ligand was disordered over two sites across the inversion center. The occupancies were refined initially then ultimately fixed at 0.69:0.31. The geometry of the two sites of the bridging dme were restrained to be similar. In addition, atoms O8A and O8B were constrained to have identical anisotropic displacement parameters. Two of the –CF₃ groups were disordered and both were modeled anisotropically with site-occupation factors of the alternate orientations at 0.64:0.36. For each disordered –CF₃ group, the C—F bonds were restrained to be identical. H atoms were positioned geometrically and refined using a riding model, with C—H = 0.98 (methyl), 0.99 (methylene) or 0.95 Å (aromatic) and with U_iso(H) = 1.5U_eq(C) for methyl groups and 1.2U_eq(C) otherwise.

Computing details

Data collection: COLLECT (Nonius, 2002); cell refinement: DENZO-SMN (Otwinowski & Minor, 1997); data reduction: DENZO-SMN (Otwinowski & Minor, 1997); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures

	Fig. 1. The molecular structure of (II). H atoms have been omitted and the disorder is not shown. Displacement ellipsoids are drawn at the 25% probability level. [Symmetry code: (i) -x+1, -y+1, -z+1.]
	Fig. 2. The structure of complex (II), highlighting the disorder with respect to the bridging dme ligand atom positions. The chelating hfac and dme ligands are represented by their O-atom positions. H atoms have been omitted. All displacement ellipsoids are drawn at the 50% probability level. [Symmetry code: (i) -x+1, -y+1, -z+1.]
	Fig. 3. Left: Ball-and-stick representation of the monocapped square antiprism coordination geometry about the Ce^III ion (purple in the electronic version of the paper); all O atoms (red) are shown. C atoms (gray) of the dme ligands are included. C atoms of the hfac ligands, all H atoms and all F atoms have been omitted. Right: O-atom positions only, with the J10 polyhedron they describe drawn with full lines (green).

(µ-1,2-Dimethoxyethane-κ²O:O')bis[(1,2-dimethoxyethane- κ²O,O')tris(1,1,1,5,5,5-hexafluoro-4-oxopent-2-en-2-olato- κ²O,O')cerium(III)]

Crystal data

[Ce2(C5HF6O2)6(C4H10O2)3]	F(000) = 1744
Mr = 1792.95	Dx = 1.901 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 46711 reflections
a = 9.1135 (18) Å	θ = 2.6–27.5°
b = 13.818 (3) Å	µ = 1.61 mm^−1
c = 24.971 (5) Å	T = 147 K
β = 95.16 (3)°	Block, yellow
V = 3131.9 (11) Å^3	0.22 × 0.22 × 0.20 mm
Z = 2

Data collection

Nonius KappaCCD diffractometer	6407 independent reflections
Radiation source: fine-focus sealed tube	5262 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.044
Detector resolution: 9 pixels mm^-1	θmax = 26.4°, θmin = 2.7°
ϕ scans and ω scans with κ offsets	h = −11→11
Absorption correction: multi-scan (SORTAV; Blessing, 1995)	k = −17→17
Tmin = 0.667, Tmax = 0.729	l = −31→31
32118 measured reflections

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)] = 0.035	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.065	H-atom parameters constrained
S = 1.08	w = 1/[σ^2(Fo^2) + (0.0077P)^2 + 5.4228P] where P = (Fo^2 + 2Fc^2)/3
6407 reflections	(Δ/σ)max = 0.003
517 parameters	Δρmax = 0.78 e Å^−3
227 restraints	Δρmin = −0.48 e Å^−3

Special details

Experimental. IR spectra were obtained on a Nicolet 510-FTIR spectrometer at ambient temperatures. IR (Nujol, NaCl): 3146(w), 1651 (ms, br), 1609 (mw, br), 1559 (m), 1533 (m), 1496 (m), 1348 (w), 1254(s), 1207 (s), 1146 (s), 1094 (ms), 1056(m), 1025 (w), 1006 (vw), 984 (vw, br),948 (w), 910 (mw), 863 (mw), 835 (vw), 800 (m), 769 (w), 740 (mw), 660(s), 583 (s) cm^-1.

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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)
Ce1	0.40631 (2)	0.345135 (13)	0.627314 (8)	0.03100 (6)
C1	0.7941 (5)	0.3808 (3)	0.6667 (2)	0.0810 (16)
H1A	0.7911	0.4514	0.6699	0.121*
H1B	0.7987	0.3630	0.6289	0.121*
H1C	0.8813	0.3557	0.6880	0.121*
O2	0.6645 (3)	0.34011 (18)	0.68589 (12)	0.0562 (7)
C3	0.6583 (6)	0.3630 (3)	0.74171 (19)	0.0750 (14)
H3A	0.6547	0.4341	0.7464	0.090*
H3B	0.7477	0.3384	0.7628	0.090*
C4	0.5269 (6)	0.3187 (3)	0.76127 (18)	0.0751 (14)
H4A	0.5316	0.2475	0.7577	0.090*
H4B	0.5218	0.3346	0.7997	0.090*
O5	0.3990 (3)	0.35524 (18)	0.73015 (10)	0.0527 (7)
C6	0.2661 (6)	0.3473 (4)	0.75652 (17)	0.0757 (14)
H6A	0.2448	0.2789	0.7627	0.114*
H6B	0.1843	0.3762	0.7338	0.114*
H6C	0.2783	0.3815	0.7910	0.114*
C7A	0.2263 (9)	0.4589 (16)	0.5135 (6)	0.042 (2)	0.69
H7AA	0.2044	0.5256	0.5020	0.062*	0.69
H7AB	0.1486	0.4353	0.5348	0.062*	0.69
H7AC	0.2311	0.4176	0.4818	0.062*	0.69
O8A	0.3662 (8)	0.4562 (10)	0.5456 (3)	0.0354 (13)	0.69
C9A	0.4785 (6)	0.5165 (3)	0.5272 (2)	0.0347 (11)	0.69
H9A	0.5663	0.5149	0.5536	0.042*	0.69
H9B	0.4427	0.5841	0.5244	0.042*	0.69
C7B	0.189 (2)	0.452 (4)	0.5153 (17)	0.056 (7)	0.31
H7BA	0.1544	0.5171	0.5049	0.085*	0.31
H7BB	0.1324	0.4278	0.5441	0.085*	0.31
H7BC	0.1747	0.4087	0.4842	0.085*	0.31
O8B	0.344 (2)	0.456 (2)	0.5342 (7)	0.0354 (13)	0.31
C9B	0.4337 (13)	0.4723 (8)	0.4899 (5)	0.036 (3)	0.31
H9C	0.3765	0.5090	0.4611	0.043*	0.31
H9D	0.4630	0.4096	0.4749	0.043*	0.31
O21	0.4817 (3)	0.17636 (16)	0.64651 (9)	0.0385 (5)
C22	0.5599 (4)	0.1158 (2)	0.62563 (14)	0.0391 (8)
C23	0.6423 (4)	0.1293 (3)	0.58151 (15)	0.0475 (9)
H23A	0.6931	0.0756	0.5682	0.057*
C24	0.6520 (4)	0.2181 (3)	0.55683 (15)	0.0450 (9)
O25	0.5952 (3)	0.29715 (16)	0.56801 (10)	0.0419 (6)
C26	0.5609 (5)	0.0156 (3)	0.65180 (16)	0.0544 (10)
C27	0.7473 (6)	0.2250 (3)	0.5090 (2)	0.0750 (14)
F21A	0.534 (3)	0.0118 (17)	0.7018 (6)	0.111 (8)	0.36
F22A	0.453 (2)	−0.0318 (17)	0.6228 (8)	0.088 (6)	0.36
F23A	0.683 (2)	−0.032 (2)	0.6439 (14)	0.058 (5)	0.36
F21B	0.6631 (14)	−0.0447 (12)	0.6381 (7)	0.068 (3)	0.64
F22B	0.5923 (17)	0.0277 (10)	0.7045 (2)	0.105 (5)	0.64
F23B	0.4349 (14)	−0.0305 (11)	0.6438 (6)	0.118 (5)	0.64
F24A	0.866 (3)	0.278 (3)	0.5265 (18)	0.114 (8)	0.36
F25A	0.692 (3)	0.2747 (19)	0.4662 (8)	0.116 (8)	0.36
F26A	0.783 (3)	0.1387 (17)	0.4899 (18)	0.095 (8)	0.36
F24B	0.6548 (15)	0.2444 (10)	0.4653 (4)	0.097 (4)	0.64
F25B	0.8226 (18)	0.1440 (8)	0.5003 (10)	0.070 (3)	0.64
F26B	0.8492 (18)	0.2941 (13)	0.5155 (10)	0.113 (5)	0.64
O31	0.5152 (2)	0.50755 (15)	0.64848 (10)	0.0377 (5)
C32	0.4673 (4)	0.5913 (2)	0.65119 (13)	0.0320 (7)
C33	0.3212 (4)	0.6216 (2)	0.64644 (13)	0.0334 (7)
H33A	0.3000	0.6889	0.6464	0.040*
C34	0.2059 (4)	0.5561 (2)	0.64181 (12)	0.0333 (7)
O35	0.2112 (2)	0.46494 (16)	0.64138 (9)	0.0356 (5)
C36	0.5875 (4)	0.6688 (2)	0.66030 (15)	0.0412 (8)
C37	0.0490 (4)	0.5958 (3)	0.63968 (16)	0.0473 (9)
F31	0.5366 (3)	0.75614 (15)	0.66953 (12)	0.0765 (8)
F32	0.6671 (3)	0.67357 (19)	0.61871 (10)	0.0762 (8)
F33	0.6806 (2)	0.64658 (16)	0.70262 (10)	0.0599 (6)
F34	0.0405 (3)	0.69028 (18)	0.62878 (12)	0.0731 (7)
F35	−0.0064 (2)	0.58356 (17)	0.68685 (9)	0.0592 (6)
F36	−0.0399 (2)	0.5500 (2)	0.60293 (10)	0.0707 (7)
O41	0.2887 (3)	0.25491 (16)	0.54967 (9)	0.0397 (6)
C42	0.2146 (4)	0.1788 (2)	0.54383 (14)	0.0367 (8)
C43	0.1434 (4)	0.1300 (2)	0.58252 (14)	0.0398 (8)
H43A	0.0981	0.0693	0.5741	0.048*
C44	0.1378 (4)	0.1694 (2)	0.63348 (14)	0.0386 (8)
O45	0.1938 (3)	0.24676 (17)	0.65129 (9)	0.0400 (6)
C46	0.2069 (5)	0.1384 (3)	0.48673 (15)	0.0482 (9)
C47	0.0529 (5)	0.1137 (3)	0.67433 (17)	0.0557 (10)
F41	0.3401 (3)	0.1167 (2)	0.47337 (11)	0.0890 (9)
F42	0.1501 (3)	0.20240 (18)	0.45141 (9)	0.0793 (8)
F43	0.1255 (3)	0.05864 (16)	0.47930 (9)	0.0651 (7)
F44	0.1374 (4)	0.0963 (2)	0.71825 (11)	0.1030 (11)
F45	0.0018 (3)	0.02894 (19)	0.65661 (10)	0.0820 (8)
F46	−0.0615 (4)	0.1638 (2)	0.68703 (15)	0.1155 (13)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ce1	0.03305 (11)	0.02486 (9)	0.03525 (11)	−0.00211 (9)	0.00390 (7)	−0.00281 (9)
C1	0.037 (2)	0.058 (3)	0.145 (5)	−0.003 (2)	−0.009 (3)	−0.016 (3)
O2	0.0474 (15)	0.0375 (14)	0.0786 (19)	0.0019 (12)	−0.0221 (13)	−0.0031 (14)
C3	0.088 (3)	0.052 (3)	0.075 (3)	0.002 (2)	−0.046 (2)	0.000 (2)
C4	0.119 (4)	0.056 (3)	0.045 (2)	−0.003 (3)	−0.028 (2)	0.007 (2)
O5	0.0739 (18)	0.0456 (15)	0.0373 (14)	−0.0125 (14)	−0.0018 (13)	0.0002 (12)
C6	0.110 (4)	0.080 (3)	0.041 (2)	−0.028 (3)	0.026 (2)	−0.009 (2)
C7A	0.048 (5)	0.045 (4)	0.033 (4)	0.007 (6)	0.010 (5)	0.012 (4)
O8A	0.039 (3)	0.0347 (13)	0.033 (3)	−0.006 (2)	0.006 (2)	0.002 (3)
C9A	0.049 (3)	0.024 (2)	0.031 (3)	−0.003 (2)	0.007 (3)	0.003 (2)
C7B	0.034 (7)	0.080 (19)	0.053 (14)	0.014 (12)	−0.009 (9)	−0.001 (11)
O8B	0.039 (3)	0.0347 (13)	0.033 (3)	−0.006 (2)	0.006 (2)	0.002 (3)
C9B	0.051 (7)	0.033 (6)	0.023 (6)	−0.001 (6)	0.006 (5)	−0.003 (5)
O21	0.0444 (14)	0.0311 (12)	0.0403 (13)	−0.0004 (10)	0.0059 (11)	0.0012 (10)
C22	0.045 (2)	0.0317 (17)	0.040 (2)	0.0016 (15)	−0.0026 (16)	0.0008 (15)
C23	0.060 (3)	0.0345 (19)	0.049 (2)	0.0141 (17)	0.0120 (19)	0.0037 (16)
C24	0.044 (2)	0.044 (2)	0.047 (2)	0.0118 (17)	0.0105 (17)	0.0043 (17)
O25	0.0406 (14)	0.0331 (13)	0.0537 (15)	0.0067 (11)	0.0141 (11)	0.0054 (11)
C26	0.071 (3)	0.037 (2)	0.056 (3)	0.013 (2)	0.013 (2)	0.0084 (19)
C27	0.098 (4)	0.056 (3)	0.078 (3)	0.040 (3)	0.049 (3)	0.029 (2)
F21A	0.22 (2)	0.037 (6)	0.089 (7)	0.039 (10)	0.092 (10)	0.023 (5)
F22A	0.071 (8)	0.046 (6)	0.140 (13)	−0.033 (6)	−0.029 (9)	0.053 (8)
F23A	0.046 (5)	0.043 (10)	0.082 (10)	0.012 (5)	−0.004 (5)	0.009 (7)
F21B	0.110 (8)	0.028 (3)	0.068 (6)	0.019 (5)	0.029 (6)	0.010 (3)
F22B	0.199 (11)	0.078 (7)	0.040 (3)	0.056 (7)	0.020 (4)	0.027 (3)
F23B	0.078 (4)	0.073 (5)	0.205 (12)	−0.012 (3)	0.022 (6)	0.084 (7)
F24A	0.088 (8)	0.079 (15)	0.186 (17)	0.013 (8)	0.079 (7)	0.054 (9)
F25A	0.138 (13)	0.121 (16)	0.104 (8)	0.092 (12)	0.091 (7)	0.080 (10)
F26A	0.14 (2)	0.080 (8)	0.078 (14)	0.065 (10)	0.061 (15)	0.023 (6)
F24B	0.146 (8)	0.094 (7)	0.061 (3)	0.055 (5)	0.059 (4)	0.043 (3)
F25B	0.077 (5)	0.056 (3)	0.085 (9)	0.034 (3)	0.044 (5)	0.019 (3)
F26B	0.122 (7)	0.053 (4)	0.181 (11)	0.013 (5)	0.112 (7)	0.026 (8)
O31	0.0316 (13)	0.0272 (12)	0.0535 (15)	0.0014 (10)	0.0002 (11)	−0.0045 (11)
C32	0.0347 (18)	0.0309 (17)	0.0302 (17)	−0.0002 (14)	0.0019 (14)	−0.0007 (14)
C33	0.0388 (18)	0.0289 (16)	0.0327 (18)	0.0058 (14)	0.0049 (15)	−0.0016 (14)
C34	0.0349 (18)	0.043 (2)	0.0220 (16)	0.0078 (15)	0.0046 (13)	0.0024 (14)
O35	0.0330 (13)	0.0367 (13)	0.0375 (13)	−0.0008 (10)	0.0044 (10)	−0.0030 (11)
C36	0.042 (2)	0.0312 (19)	0.050 (2)	−0.0016 (15)	0.0051 (17)	−0.0058 (17)
C37	0.039 (2)	0.055 (2)	0.048 (2)	0.0076 (18)	0.0056 (18)	−0.0021 (19)
F31	0.0565 (15)	0.0288 (12)	0.142 (3)	−0.0018 (10)	−0.0058 (15)	−0.0169 (13)
F32	0.0841 (18)	0.0770 (18)	0.0716 (17)	−0.0414 (15)	0.0305 (14)	−0.0085 (14)
F33	0.0506 (13)	0.0544 (14)	0.0709 (15)	−0.0129 (11)	−0.0153 (11)	−0.0053 (12)
F34	0.0497 (15)	0.0617 (15)	0.109 (2)	0.0242 (12)	0.0120 (14)	0.0190 (14)
F35	0.0459 (13)	0.0723 (16)	0.0627 (15)	0.0056 (12)	0.0231 (11)	−0.0096 (12)
F36	0.0397 (13)	0.103 (2)	0.0666 (16)	0.0162 (13)	−0.0118 (11)	−0.0200 (15)
O41	0.0536 (15)	0.0305 (12)	0.0348 (13)	−0.0112 (11)	0.0022 (11)	0.0006 (10)
C42	0.042 (2)	0.0290 (18)	0.0382 (18)	−0.0024 (15)	−0.0011 (15)	−0.0002 (14)
C43	0.048 (2)	0.0286 (17)	0.043 (2)	−0.0115 (15)	0.0000 (16)	−0.0023 (15)
C44	0.039 (2)	0.0324 (19)	0.044 (2)	−0.0066 (15)	0.0035 (15)	0.0016 (16)
O45	0.0434 (14)	0.0375 (13)	0.0399 (14)	−0.0075 (11)	0.0087 (11)	−0.0054 (11)
C46	0.061 (3)	0.040 (2)	0.043 (2)	−0.0090 (18)	0.0058 (19)	−0.0058 (17)
C47	0.066 (3)	0.052 (2)	0.050 (2)	−0.017 (2)	0.011 (2)	0.003 (2)
F41	0.0703 (18)	0.122 (2)	0.0772 (19)	−0.0100 (16)	0.0208 (15)	−0.0534 (18)
F42	0.136 (2)	0.0592 (15)	0.0391 (13)	−0.0103 (16)	−0.0102 (14)	0.0072 (12)
F43	0.0963 (19)	0.0466 (13)	0.0518 (14)	−0.0262 (13)	0.0042 (13)	−0.0163 (11)
F44	0.136 (3)	0.117 (2)	0.0521 (16)	−0.064 (2)	−0.0104 (17)	0.0324 (16)
F45	0.108 (2)	0.0685 (17)	0.0724 (17)	−0.0530 (16)	0.0264 (15)	−0.0001 (14)
F46	0.119 (3)	0.091 (2)	0.152 (3)	0.003 (2)	0.099 (2)	0.018 (2)

Geometric parameters (Å, º)

Ce1—O25	2.461 (2)	C22—C26	1.532 (5)
Ce1—O21	2.466 (2)	C23—C24	1.379 (5)
Ce1—O41	2.468 (2)	C23—H23A	0.9500
Ce1—O35	2.477 (2)	C24—O25	1.251 (4)
Ce1—O45	2.483 (2)	C24—C27	1.542 (6)
Ce1—O31	2.491 (2)	C26—F21A	1.293 (13)
Ce1—O8A	2.552 (8)	C26—F23B	1.312 (9)
Ce1—O5	2.578 (3)	C26—F21B	1.317 (9)
Ce1—O2	2.657 (3)	C26—F23A	1.322 (12)
Ce1—O8B	2.796 (19)	C26—F22B	1.331 (8)
C1—O2	1.429 (5)	C26—F22A	1.341 (11)
C1—H1A	0.9800	C27—F25A	1.331 (12)
C1—H1B	0.9800	C27—F26B	1.332 (11)
C1—H1C	0.9800	C27—F26A	1.334 (13)
O2—C3	1.435 (5)	C27—F25B	1.340 (9)
C3—C4	1.467 (7)	C27—F24B	1.345 (9)
C3—H3A	0.9900	C27—F24A	1.346 (14)
C3—H3B	0.9900	O31—C32	1.241 (4)
C4—O5	1.433 (5)	C32—C33	1.391 (4)
C4—H4A	0.9900	C32—C36	1.534 (5)
C4—H4B	0.9900	C33—C34	1.384 (5)
O5—C6	1.434 (5)	C33—H33A	0.9500
C6—H6A	0.9800	C34—O35	1.260 (4)
C6—H6B	0.9800	C34—C37	1.529 (5)
C6—H6C	0.9800	C36—F31	1.320 (4)
C7A—O8A	1.445 (8)	C36—F32	1.321 (4)
C7A—H7AA	0.9800	C36—F33	1.330 (4)
C7A—H7AB	0.9800	C37—F36	1.329 (4)
C7A—H7AC	0.9800	C37—F35	1.333 (4)
O8A—C9A	1.429 (9)	C37—F34	1.334 (5)
C9A—C9A^i	1.517 (10)	O41—C42	1.251 (4)
C9A—H9A	0.9900	C42—C43	1.386 (5)
C9A—H9B	0.9900	C42—C46	1.527 (5)
C7B—O8B	1.455 (14)	C43—C44	1.389 (5)
C7B—H7BA	0.9800	C43—H43A	0.9500
C7B—H7BB	0.9800	C44—O45	1.249 (4)
C7B—H7BC	0.9800	C44—C47	1.540 (5)
O8B—C9B	1.449 (15)	C46—F42	1.321 (4)
C9B—C9B^i	1.48 (2)	C46—F41	1.322 (5)
C9B—H9C	0.9900	C46—F43	1.333 (4)
C9B—H9D	0.9900	C47—F44	1.304 (5)
O21—C22	1.243 (4)	C47—F46	1.315 (5)
C22—C23	1.401 (5)	C47—F45	1.322 (5)
O25—Ce1—O21	70.39 (8)	O8B—C9B—C9B^i	108.6 (15)
O25—Ce1—O41	70.67 (8)	O8B—C9B—H9C	110.0
O21—Ce1—O41	76.63 (8)	C9B^i—C9B—H9C	110.0
O25—Ce1—O35	144.62 (8)	O8B—C9B—H9D	110.0
O21—Ce1—O35	142.69 (8)	C9B^i—C9B—H9D	110.0
O41—Ce1—O35	100.51 (8)	H9C—C9B—H9D	108.3
O25—Ce1—O45	126.92 (8)	C22—O21—Ce1	135.6 (2)
O21—Ce1—O45	69.21 (8)	O21—C22—C23	127.5 (3)
O41—Ce1—O45	67.65 (8)	O21—C22—C26	114.3 (3)
O35—Ce1—O45	75.31 (8)	C23—C22—C26	118.2 (3)
O25—Ce1—O31	94.80 (8)	C24—C23—C22	122.0 (3)
O21—Ce1—O31	135.40 (8)	C24—C23—H23A	119.0
O41—Ce1—O31	139.33 (8)	C22—C23—H23A	119.0
O35—Ce1—O31	69.21 (7)	O25—C24—C23	129.3 (3)
O45—Ce1—O31	138.28 (8)	O25—C24—C27	113.1 (3)
O25—Ce1—O8A	74.9 (3)	C23—C24—C27	117.7 (3)
O21—Ce1—O8A	137.8 (3)	C24—O25—Ce1	134.0 (2)
O41—Ce1—O8A	69.8 (3)	F21A—C26—F23B	83.7 (16)
O35—Ce1—O8A	70.0 (3)	F21A—C26—F21B	115.0 (15)
O45—Ce1—O8A	117.58 (18)	F23B—C26—F21B	106.4 (12)
O31—Ce1—O8A	69.7 (3)	F21A—C26—F23A	111.0 (19)
O25—Ce1—O5	134.11 (9)	F23B—C26—F23A	118.3 (18)
O21—Ce1—O5	83.65 (8)	F23B—C26—F22B	108.6 (9)
O41—Ce1—O5	139.59 (8)	F21B—C26—F22B	104.0 (10)
O35—Ce1—O5	74.89 (8)	F23A—C26—F22B	95.8 (17)
O45—Ce1—O5	72.47 (8)	F21A—C26—F22A	108.0 (16)
O31—Ce1—O5	77.61 (8)	F21B—C26—F22A	93.1 (16)
O8A—Ce1—O5	138.5 (3)	F23A—C26—F22A	105.4 (19)
O25—Ce1—O2	72.03 (9)	F22B—C26—F22A	132.7 (13)
O21—Ce1—O2	69.56 (8)	F21A—C26—C22	116.9 (11)
O41—Ce1—O2	136.05 (8)	F23B—C26—C22	113.8 (7)
O35—Ce1—O2	123.41 (8)	F21B—C26—C22	116.0 (9)
O45—Ce1—O2	121.60 (8)	F23A—C26—C22	110.9 (16)
O31—Ce1—O2	65.85 (7)	F22B—C26—C22	107.4 (6)
O8A—Ce1—O2	120.79 (18)	F22A—C26—C22	103.6 (10)
O5—Ce1—O2	63.52 (10)	F25A—C27—F26B	86.5 (18)
O25—Ce1—O8B	75.3 (5)	F25A—C27—F26A	105 (2)
O21—Ce1—O8B	135.3 (7)	F26B—C27—F26A	120 (2)
O41—Ce1—O8B	65.3 (6)	F25A—C27—F25B	117.6 (18)
O35—Ce1—O8B	70.1 (6)	F26B—C27—F25B	104.9 (11)
O45—Ce1—O8B	113.3 (4)	F26B—C27—F24B	109.6 (13)
O31—Ce1—O8B	74.4 (6)	F26A—C27—F24B	92.4 (19)
O8A—Ce1—O8B	4.8 (7)	F25B—C27—F24B	109.1 (11)
O5—Ce1—O8B	141.0 (7)	F25A—C27—F24A	103 (2)
O2—Ce1—O8B	125.0 (4)	F26A—C27—F24A	113 (2)
O2—C1—H1A	109.5	F25B—C27—F24A	95 (2)
O2—C1—H1B	109.5	F24B—C27—F24A	126 (2)
H1A—C1—H1B	109.5	F25A—C27—C24	116.9 (12)
O2—C1—H1C	109.5	F26B—C27—C24	112.6 (10)
H1A—C1—H1C	109.5	F26A—C27—C24	113 (2)
H1B—C1—H1C	109.5	F25B—C27—C24	114.0 (11)
C1—O2—C3	110.2 (3)	F24B—C27—C24	106.6 (7)
C1—O2—Ce1	121.5 (3)	F24A—C27—C24	106.0 (19)
C3—O2—Ce1	114.7 (2)	C32—O31—Ce1	135.8 (2)
O2—C3—C4	109.6 (3)	O31—C32—C33	127.9 (3)
O2—C3—H3A	109.7	O31—C32—C36	114.2 (3)
C4—C3—H3A	109.7	C33—C32—C36	117.9 (3)
O2—C3—H3B	109.7	C34—C33—C32	121.6 (3)
C4—C3—H3B	109.7	C34—C33—H33A	119.2
H3A—C3—H3B	108.2	C32—C33—H33A	119.2
O5—C4—C3	108.7 (3)	O35—C34—C33	128.7 (3)
O5—C4—H4A	109.9	O35—C34—C37	113.3 (3)
C3—C4—H4A	109.9	C33—C34—C37	118.0 (3)
O5—C4—H4B	109.9	C34—O35—Ce1	134.2 (2)
C3—C4—H4B	109.9	F31—C36—F32	108.6 (3)
H4A—C4—H4B	108.3	F31—C36—F33	106.4 (3)
C4—O5—C6	113.8 (3)	F32—C36—F33	106.2 (3)
C4—O5—Ce1	115.4 (3)	F31—C36—C32	114.0 (3)
C6—O5—Ce1	123.5 (2)	F32—C36—C32	110.7 (3)
O5—C6—H6A	109.5	F33—C36—C32	110.6 (3)
O5—C6—H6B	109.5	F36—C37—F35	107.1 (3)
H6A—C6—H6B	109.5	F36—C37—F34	107.7 (3)
O5—C6—H6C	109.5	F35—C37—F34	106.6 (3)
H6A—C6—H6C	109.5	F36—C37—C34	111.3 (3)
H6B—C6—H6C	109.5	F35—C37—C34	110.5 (3)
O8A—C7A—H7AA	109.5	F34—C37—C34	113.3 (3)
O8A—C7A—H7AB	109.5	C42—O41—Ce1	135.1 (2)
H7AA—C7A—H7AB	109.5	O41—C42—C43	127.5 (3)
O8A—C7A—H7AC	109.5	O41—C42—C46	113.3 (3)
H7AA—C7A—H7AC	109.5	C43—C42—C46	119.2 (3)
H7AB—C7A—H7AC	109.5	C42—C43—C44	120.4 (3)
C9A—O8A—C7A	115.3 (8)	C42—C43—H43A	119.8
C9A—O8A—Ce1	123.6 (4)	C44—C43—H43A	119.8
C7A—O8A—Ce1	121.1 (8)	O45—C44—C43	127.8 (3)
O8A—C9A—C9A^i	111.3 (7)	O45—C44—C47	113.9 (3)
O8A—C9A—H9A	109.4	C43—C44—C47	118.2 (3)
C9A^i—C9A—H9A	109.4	C44—O45—Ce1	133.3 (2)
O8A—C9A—H9B	109.4	F42—C46—F41	107.3 (3)
C9A^i—C9A—H9B	109.4	F42—C46—F43	106.3 (3)
H9A—C9A—H9B	108.0	F41—C46—F43	106.8 (3)
O8B—C7B—H7BA	109.5	F42—C46—C42	111.2 (3)
O8B—C7B—H7BB	109.5	F41—C46—C42	110.7 (3)
H7BA—C7B—H7BB	109.5	F43—C46—C42	114.2 (3)
O8B—C7B—H7BC	109.5	F44—C47—F46	108.4 (4)
H7BA—C7B—H7BC	109.5	F44—C47—F45	106.4 (4)
H7BB—C7B—H7BC	109.5	F46—C47—F45	106.5 (4)
C9B—O8B—C7B	110.8 (17)	F44—C47—C44	110.8 (3)
C9B—O8B—Ce1	129.5 (15)	F46—C47—C44	110.7 (3)
C7B—O8B—Ce1	111.6 (19)	F45—C47—C44	113.8 (3)
O25—Ce1—O2—C1	44.4 (3)	O5—Ce1—O25—C24	71.2 (4)
O21—Ce1—O2—C1	119.6 (3)	O2—Ce1—O25—C24	85.9 (3)
O41—Ce1—O2—C1	77.5 (3)	O8B—Ce1—O25—C24	−138.9 (7)
O35—Ce1—O2—C1	−99.9 (3)	O21—C22—C26—F21A	−26.3 (17)
O45—Ce1—O2—C1	167.3 (3)	C23—C22—C26—F21A	154.7 (17)
O31—Ce1—O2—C1	−59.5 (3)	O21—C22—C26—F23B	68.8 (10)
O8A—Ce1—O2—C1	−14.7 (5)	C23—C22—C26—F23B	−110.2 (9)
O5—Ce1—O2—C1	−147.3 (3)	O21—C22—C26—F21B	−167.2 (10)
O8B—Ce1—O2—C1	−12.0 (9)	C23—C22—C26—F21B	13.8 (11)
O25—Ce1—O2—C3	−178.8 (3)	O21—C22—C26—F23A	−155.0 (16)
O21—Ce1—O2—C3	−103.6 (3)	C23—C22—C26—F23A	26.1 (16)
O41—Ce1—O2—C3	−145.7 (2)	O21—C22—C26—F22B	−51.4 (8)
O35—Ce1—O2—C3	36.8 (3)	C23—C22—C26—F22B	129.6 (8)
O45—Ce1—O2—C3	−56.0 (3)	O21—C22—C26—F22A	92.4 (13)
O31—Ce1—O2—C3	77.2 (3)	C23—C22—C26—F22A	−86.6 (13)
O8A—Ce1—O2—C3	122.0 (4)	O25—C24—C27—F25A	−44.5 (16)
O5—Ce1—O2—C3	−10.5 (2)	C23—C24—C27—F25A	136.5 (16)
O8B—Ce1—O2—C3	124.7 (8)	O25—C24—C27—F26B	53.4 (13)
C1—O2—C3—C4	−178.5 (4)	C23—C24—C27—F26B	−125.6 (12)
Ce1—O2—C3—C4	40.0 (4)	O25—C24—C27—F26A	−166.9 (16)
O2—C3—C4—O5	−59.3 (5)	C23—C24—C27—F26A	14.1 (17)
C3—C4—O5—C6	−158.0 (4)	O25—C24—C27—F25B	172.7 (9)
C3—C4—O5—Ce1	50.7 (4)	C23—C24—C27—F25B	−6.3 (10)
O25—Ce1—O5—C4	−5.7 (3)	O25—C24—C27—F24B	−66.9 (8)
O21—Ce1—O5—C4	49.0 (3)	C23—C24—C27—F24B	114.1 (7)
O41—Ce1—O5—C4	109.6 (3)	O25—C24—C27—F24A	69.0 (19)
O35—Ce1—O5—C4	−161.8 (3)	C23—C24—C27—F24A	−109.9 (19)
O45—Ce1—O5—C4	119.1 (3)	O25—Ce1—O31—C32	135.1 (3)
O31—Ce1—O5—C4	−90.3 (3)	O21—Ce1—O31—C32	−158.1 (3)
O8A—Ce1—O5—C4	−128.8 (3)	O41—Ce1—O31—C32	69.5 (3)
O2—Ce1—O5—C4	−21.3 (3)	O35—Ce1—O31—C32	−12.3 (3)
O8B—Ce1—O5—C4	−135.2 (7)	O45—Ce1—O31—C32	−45.9 (4)
O25—Ce1—O5—C6	−153.8 (3)	O8A—Ce1—O31—C32	63.2 (4)
O21—Ce1—O5—C6	−99.2 (3)	O5—Ce1—O31—C32	−90.7 (3)
O41—Ce1—O5—C6	−38.5 (3)	O2—Ce1—O31—C32	−157.0 (3)
O35—Ce1—O5—C6	50.0 (3)	O8B—Ce1—O31—C32	61.8 (6)
O45—Ce1—O5—C6	−29.0 (3)	Ce1—O31—C32—C33	5.7 (6)
O31—Ce1—O5—C6	121.6 (3)	Ce1—O31—C32—C36	−173.6 (2)
O8A—Ce1—O5—C6	83.1 (4)	O31—C32—C33—C34	5.2 (5)
O2—Ce1—O5—C6	−169.5 (3)	C36—C32—C33—C34	−175.6 (3)
O8B—Ce1—O5—C6	76.7 (7)	C32—C33—C34—O35	0.4 (5)
O25—Ce1—O8A—C9A	−55.7 (8)	C32—C33—C34—C37	176.9 (3)
O21—Ce1—O8A—C9A	−90.9 (9)	C33—C34—O35—Ce1	−16.6 (5)
O41—Ce1—O8A—C9A	−130.3 (9)	C37—C34—O35—Ce1	166.7 (2)
O35—Ce1—O8A—C9A	119.8 (9)	O25—Ce1—O35—C34	−50.3 (3)
O45—Ce1—O8A—C9A	−179.8 (7)	O21—Ce1—O35—C34	156.6 (3)
O31—Ce1—O8A—C9A	45.4 (8)	O41—Ce1—O35—C34	−121.7 (3)
O5—Ce1—O8A—C9A	85.7 (9)	O45—Ce1—O35—C34	175.0 (3)
O2—Ce1—O8A—C9A	2.1 (10)	O31—Ce1—O35—C34	17.3 (3)
O8B—Ce1—O8A—C9A	−151 (11)	O8A—Ce1—O35—C34	−57.8 (4)
O25—Ce1—O8A—C7A	121.9 (14)	O5—Ce1—O35—C34	99.5 (3)
O21—Ce1—O8A—C7A	86.7 (14)	O2—Ce1—O35—C34	56.5 (3)
O41—Ce1—O8A—C7A	47.3 (13)	O8B—Ce1—O35—C34	−63.0 (6)
O35—Ce1—O8A—C7A	−62.6 (13)	O31—C32—C36—F31	−172.4 (3)
O45—Ce1—O8A—C7A	−2.2 (14)	C33—C32—C36—F31	8.3 (5)
O31—Ce1—O8A—C7A	−137.0 (14)	O31—C32—C36—F32	64.9 (4)
O5—Ce1—O8A—C7A	−96.6 (13)	C33—C32—C36—F32	−114.5 (3)
O2—Ce1—O8A—C7A	179.7 (12)	O31—C32—C36—F33	−52.6 (4)
O8B—Ce1—O8A—C7A	27 (9)	C33—C32—C36—F33	128.1 (3)
C7A—O8A—C9A—C9A^i	−64.7 (15)	O35—C34—C37—F36	−45.1 (4)
Ce1—O8A—C9A—C9A^i	113.0 (8)	C33—C34—C37—F36	137.9 (3)
O25—Ce1—O8B—C9B	−13 (2)	O35—C34—C37—F35	73.8 (4)
O21—Ce1—O8B—C9B	−54 (2)	C33—C34—C37—F35	−103.3 (4)
O41—Ce1—O8B—C9B	−88 (2)	O35—C34—C37—F34	−166.7 (3)
O35—Ce1—O8B—C9B	159 (2)	C33—C34—C37—F34	16.3 (5)
O45—Ce1—O8B—C9B	−137.4 (19)	O25—Ce1—O41—C42	120.4 (3)
O31—Ce1—O8B—C9B	86 (2)	O21—Ce1—O41—C42	46.8 (3)
O8A—Ce1—O8B—C9B	71 (9)	O35—Ce1—O41—C42	−95.2 (3)
O5—Ce1—O8B—C9B	131.9 (19)	O45—Ce1—O41—C42	−26.0 (3)
O2—Ce1—O8B—C9B	42 (3)	O31—Ce1—O41—C42	−165.4 (3)
O25—Ce1—O8B—C7B	132 (3)	O8A—Ce1—O41—C42	−159.2 (4)
O21—Ce1—O8B—C7B	91 (3)	O5—Ce1—O41—C42	−16.2 (4)
O41—Ce1—O8B—C7B	57 (3)	O2—Ce1—O41—C42	87.0 (3)
O35—Ce1—O8B—C7B	−55 (3)	O8B—Ce1—O41—C42	−157.3 (6)
O45—Ce1—O8B—C7B	8 (3)	Ce1—O41—C42—C43	17.1 (6)
O31—Ce1—O8B—C7B	−129 (3)	Ce1—O41—C42—C46	−162.6 (2)
O8A—Ce1—O8B—C7B	−144 (12)	O41—C42—C43—C44	6.0 (6)
O5—Ce1—O8B—C7B	−83 (3)	C46—C42—C43—C44	−174.4 (3)
O2—Ce1—O8B—C7B	−173 (3)	C42—C43—C44—O45	−1.7 (6)
C7B—O8B—C9B—C9B^i	149 (3)	C42—C43—C44—C47	178.1 (3)
Ce1—O8B—C9B—C9B^i	−66 (2)	C43—C44—O45—Ce1	−25.0 (6)
O25—Ce1—O21—C22	−8.2 (3)	C47—C44—O45—Ce1	155.2 (3)
O41—Ce1—O21—C22	65.8 (3)	O25—Ce1—O45—C44	−11.4 (3)
O35—Ce1—O21—C22	155.6 (3)	O21—Ce1—O45—C44	−54.1 (3)
O45—Ce1—O21—C22	136.6 (3)	O41—Ce1—O45—C44	29.5 (3)
O31—Ce1—O21—C22	−84.6 (3)	O35—Ce1—O45—C44	137.6 (3)
O8A—Ce1—O21—C22	28.1 (4)	O31—Ce1—O45—C44	169.9 (3)
O5—Ce1—O21—C22	−149.7 (3)	O8A—Ce1—O45—C44	80.0 (4)
O2—Ce1—O21—C22	−85.7 (3)	O5—Ce1—O45—C44	−143.9 (3)
O8B—Ce1—O21—C22	34.0 (7)	O2—Ce1—O45—C44	−101.9 (3)
Ce1—O21—C22—C23	3.5 (6)	O8B—Ce1—O45—C44	77.4 (8)
Ce1—O21—C22—C26	−175.3 (2)	O41—C42—C46—F42	−58.1 (4)
O21—C22—C23—C24	3.6 (6)	C43—C42—C46—F42	122.2 (4)
C26—C22—C23—C24	−177.5 (4)	O41—C42—C46—F41	61.0 (4)
C22—C23—C24—O25	0.5 (7)	C43—C42—C46—F41	−118.7 (4)
C22—C23—C24—C27	179.3 (4)	O41—C42—C46—F43	−178.4 (3)
C23—C24—O25—Ce1	−11.5 (6)	C43—C42—C46—F43	1.9 (5)
C27—C24—O25—Ce1	169.7 (3)	O45—C44—C47—F44	−56.0 (5)
O21—Ce1—O25—C24	11.8 (3)	C43—C44—C47—F44	124.2 (4)
O41—Ce1—O25—C24	−70.4 (3)	O45—C44—C47—F46	64.2 (5)
O35—Ce1—O25—C24	−151.2 (3)	C43—C44—C47—F46	−115.6 (4)
O45—Ce1—O25—C24	−30.5 (4)	O45—C44—C47—F45	−175.9 (3)
O31—Ce1—O25—C24	148.6 (3)	C43—C44—C47—F45	4.3 (5)
O8A—Ce1—O25—C24	−143.9 (4)

Symmetry code: (i) −x+1, −y+1, −z+1.