Regioisomers of singly bridged calix[6]crown-6 and their heavy alkali metal complexes: a molecular baseball glove for caesium(I)

We report the formation of heavy alkali metal complexes of bicyclic host molecules including the caesium(I) complex that catches the central metal ion with the deep pocket of the host similar to a baseball glove. For this, three regioisomers of singly bridged calix[6]crown-6 [1,2-bridged (H₄L^1,2), 1,3-bridged (H₄L^1,3) and 1,4-bridged (H₄L^1,4)] have been synthesized by alkyl­ation of calix[6]arene with penta­ethyl­ene glycol di­tosyl­ate in the presence of M₂CO₃ (M = Na, K, Rb and Cs). The larger the cation size of the metal carbonate, the higher the yield of the H₄L^1,4 isomer, indicating the size-based template effect. A combination of H₄L^1,2 and RbOH allowed isolation of the mononuclear rubidium(I) complex (1) in which the metal center is six-coordinated in a loose fashion, the remaining two oxygen donors in the crown loop and two phenols in the calix rim are uncoordinated. Notably, the complexation of H₄L^1,2 with CsOH yielded the mononuclear caesium(I) complex (2), in which all possible ten binding sites on the deep and good-fit pocket participate in coordination via high cooperativity between the crown loop and calix rim, similar to a baseball glove. In dipolar organic solution, the caesium(I) complex 2 remains intact. H₄L^1,4 afforded a dicesium(I) complex (3) and adjacent complexes are linked by intermolecular cation–π interactions, giving rise to a pseudo one-dimensional coordination polymer. These results provide insight into the metal carbonate-dependent synthesis of calix[6]crowns and the influence of regioisomers on caesium(I) complexation.

1. Introduction

Since the pioneering works of Pedersen, Lehn and Cram, supramolecular chemistry of macrocycles is still significant in chemistry and biology because many of the roots and concepts came from the phenomena found in biological process such as molecular recognition, self-assembly, enzyme catalysis and ion transport (Pedersen, 1967; Izatt et al., 1995; Lindoy, 1990; Lehn, 1995). Supramolecular chemistry has been extended to various research areas such as metal–organic frameworks, metal–organic coordination cages, hydrogen-bonded organic frameworks, covalent organic frameworks, π–π stacked frameworks, as well as applications of macrocyclic complexes and continuous studies being carried out (Zhou et al., 2012; Fujita et al., 2005; Cook et al., 2013; Chakraborty et al., 2021; Deng et al., 2020; Ouyang et al., 2017, 2018; Li et al., 2014, 2021; Park et al., 2020; Britton et al., 2021; Boer et al., 2019; Braunecker et al., 2018; Hong et al., 2021; Yadava et al., 2020). The advances of experimental instruments for structural analyses including single-crystal X-ray diffraction and high-field NMR have also led such progress.

Before the discovery of crown ethers by Pederson, ionophores for alkali metal ions were very rare except in some specified natural products, e.g. valinomycin and nonactin (Brockmann & Schmidt-Kastner, 1955; Brockmann & Geeren, 1957; Prestegard & Chan, 1969, 1970). So far, complexes of heavy alkali metal ions including Rb⁺ and Cs⁺ are relatively less explored than their lighter homologues such as Li⁺, Na⁺ and K⁺ (Izatt et al., 1995; Gokel et al., 2004). For the complexation of heavy alkali metal ions, hetero-di and polytopic receptors incorporating two different macrocycle units could be more advantageous due to the deep pocket being formed rather than simple flat macrocycles (Lehn, 1978). In this sense, calix[n]crowns are one of the most important host molecules (Asfari et al., 2001; Harrowfield & Koutsantonis, 2007; Ikeda & Shinkai, 1997; Kim, Lee et al., 2012; Nimse & Kim, 2013). Practically, some large crown ethers (Talanov et al., 2000; Shinkai et al., 1982; Rofouei et al., 2010) and calix[4]crown derivatives (Ji et al., 1999, 2001; Boda & Sheikh, 2012; Kim et al., 2004, 2010; Choi et al., 2006; Lee et al., 2008; Kim, Lynch et al., 2012; Bu et al., 2004) have been utilized in complexation not only for heavy alkali metal ions but also for their radioactive elements including ¹³⁷Cs⁺ (Russell et al., 2014).

Considering the large size of Cs⁺ in the alkali metal family and its hard-acid nature, bridging of calix[6]arene with larger crown loops could be promising rather than those with calix[4]arene. Furthermore, this approach serves regioisomers depending on the bridging positions, some of which can possess a semi-flexible and deeper binding pocket. Shinkai et al. (1982) proposed the O-methyl­ation processes of p-tert-butyl­calix[6]arene in the presence of K₂CO₃ (Otsuka et al., 1994). The Chen group reported the regioselective synthesis of 1,2-bridged p-tert-butyl­calix[6]-dioxocrowns in the presence of K₂CO₃ (Yang & Chen, 2001). Unlike the big advances in calix[4]crowns, the corresponding calix[6]crowns especially with larger crown loops have been relatively less explored because their functionalization by the selective bridging of two phenolic units could be complicated due to the greater number of sites (six OH groups) being attached (Gutsche, 1989; Blanda et al., 2000; Chen & Li, 2001; Li et al., 1999). The difficulty also arises from the isolation and characterization of pure regioisomers.

In this work, we accomplished regioselective syntheses of calix[6]crown-6 isomers (Scheme 1). Reactions of calix[6]arene with a di-electrophile can lead to the formation of three singly bridged regioisomers; 1,2-bridged (H₄L^1,2), 1,3-bridged (H₄L^1,3) and 1,4-bridged (H₄L^1,4). The regioisomer distribution in the product could be dependent on the reaction conditions including the base (Otsuka et al., 1994). Thus, single-bridging reactions were accomplished between calix[6]arene and penta­ethyl­ene glycol di­tosyl­ate in the presence of different metal (Na, K, Rb and Cs) carbonates in xylene.

In addition to the synthesis for the above regioisomers, we focused our attention to the preparation and structural studies of their heavy alkali metal complexes including Cs⁺. Notably, the semi-flexible calix[6]crown regioisomers are expected to provide pockets with different depths and dimensions depending on the bridging positions. For example, 1,2-bridging makes a deeper pocket but 1,4-bridging produces a shallow one (Scheme 1). Furthermore, the phenol groups under the basic reaction conditions could be advantageous for a few reasons: (i) charge neutrality of the complexes can be achieved by phenolate groups, (ii) the phenolate group can acts as a strong cation-ligation site. In this regard, such modification of calix[6]arene entity by bridging with proper crown loops could be a potential design tool for engineering new coordination products in terms of stoichiometries, topologies and coordination modes. In our results, the metal carbonate template-based synthesis was highly cation-dependent. Here it is highlighted that one of the complexes isolated exhibits binding of Cs⁺ in the deep pocket of the host molecule similar to a baseball glove. The details are discussed below.

2. Results and discussion

2.1. Synthesis of three regioisomers of calix[6]crown-6

Calix[6]arene was prepared as reported previously (Casnati et al., 1995). As shown in Scheme 1, regioisomers of the singly bridged calix[6]crown-6 were synthesized via direct alkyl­ation of calix[6]arene with penta­ethyl­ene glycol di­tosyl­ate in the presence of M₂CO₃ (M = Na, K, Rb and Cs). Depending on the metal carbonates used the regioisomer products were obtained in low to reasonable yields. The selectivity ratios were determined from the NMR data of the reaction mixtures as listed in Table 1. The same reactions in the presence of Na₂CO₃, K₂CO₃ or Rb₂CO₃ gave the selectivity ratio (%) of three regioisomers (H₄L^1,2:H₄L^1,3:H₄L^1,4): 75:15:0, 49:43:8 and 17:22:61. As the cation size becomes smaller, the 1,2-bridging is predominant. Moreover, when Cs₂CO₃ was used, only 1,3- and 1,4-bridging occurred with a 17:83 ratio, indicating the favorable 1,4-bridging by the largest cation, Cs⁺. On the basis of these results, we can explain that the cation size for the bases plays a crucial role as a template in the synthesis of the regioisomers. Some similar results on the bridging of p-tert-calix[6]arene with shorter polyethyl­ene glycol di­tosyl­ates have been reported by the Chen group (Li et al., 1999).

Table 1
Base-dependent synthesis of three regioisomers of singly bridged calix[6]crown-6

Reaction conditions: calix[6]arene (1.0 equiv), base (2.0 equiv), penta­ethyl­ene glycol di­tosyl­ate (0.9 equiv), xylene (500 ml), reflux. Selectivity ratios were determined by ¹H NMR.

	Selectivity ratio (%)
Base	H4L^1,2	H4L^1,3	H4L^1,4	Total yield (%)
Na2CO3	75	15	10	32.4
K2CO3	49	43	8	33.6
Rb2CO3	17	22	61	32.5
Cs2CO3	0	17	83	35.9

2.2. Separation and identification of the regioisomers

Medium-pressure liquid column chromatography of the reaction mixture (ethyl acetate/n-hexane) on silica gel afforded 1,2-, 1,3- and 1,4-bridged isomers in pure form. The structural characterization of three isomers isolated was confirmed by ¹H and ¹³C NMR (Figs. S1 and S2 of the supporting information). In the ¹H NMR spectra, the conformations of H₄L^1,2, H₄L^1,3 and H₄L^1,4 could not be fully deduced owing to the complicated and overlapped peaks for O—CH₂, Ar—CH₂—Ar and Ar—H. Instead, the peak patterns of the four hydroxyl groups (Ar—OH) in each isomer serve as sensitive probes to distinguish the 1,2-, 1,3- or 1,4-bridging due to the different molecular symmetry levels (Table 2) (Cunsolo et al., 1998; Geraci et al., 1996).

Table 2
¹H NMR resonances for the phenolic protons of three regioisomers in CDCl₃

	H4L^1,2	H4L^1,3	H4L^1,4
Ar—OH (δ, p.p.m.)	8.31 (2H) 8.79 (2H)	8.26 (1H) 7.72 (1H) 7.72 (2H)	7.75 (4H)

In the spectrum for H₄L^1,2, the peaks for two non-equivalent Ar—OH groups on the 3- and 4-positions appear at 8.31 p.p.m. (2H) and 8.79 p.p.m. (2H), respectively [Table 2 and Fig. S1(a)]. Two singlets at 8.26 p.p.m. (1H) and 7.72 p.p.m. (3H) in the spectrum for H₄L^1,3 indicate one hydroxyl proton on the 2-position and three hydroxyl protons on the 3-, 4- and 5-positions in accidental equivalence, respectively [Table 2 and Fig. S1(b)]. One singlet at 7.75 p.p.m. (4H) in the spectrum for H₄L^1,4 is attributed to the four hydroxyl protons in equivalent positions due to the high symmetry [Table 2 and Fig. S1(c)]. In the ¹³C NMR spectra, as expected, the numbers of peaks for the 1,4-bridged isomer is much smaller than those of the 1,2- or 1,3-bridged isomers (Fig. S2).

2.3. Preparation of rubidium(I) and caesium(I) complexes of H₄L^1,2 (1 and 2)

As mentioned, the use of alkali metal hydroxides in the complexation study was successful in isolating solid products. First, the reaction of H₄L^1,2 with RbOH in chloro­form/methanol afforded a colorless crystalline product (1) in low yield (5%). When the same synthetic procedure was repeated with CsOH, a colorless crystalline product (2) was obtained in a much higher yield (70%). X-ray analysis revealed that both products feature mononuclear complexes but their coordination environments are different (Fig. 1).

Figure 1 (a) Formation of the rubidium(I) complex of H4L^1,2, [Rb(H3L^1,2)(CH3OH)] (1) showing a six-coordinated environment; (b) loose capture of Rb^+; and (c) space-filling structure. (d) Formation of the caesium(I) complex of H4L^1,2, [Cs(H3L^1,2)]·3CHCl3 (2) showing a ten-coordinated environment; (e) tight capture of Cs^+ in the deep pocket similar to (f) a baseball glove; and (g) space-filling structure. Non-coordinated solvent molecules are not shown.

The rubidium(I) complex 1 crystallizes in the monoclinic space group P2₁/n (Tables S1 and S2 of the supporting information). The structure features a 1:1 (metal-to-ligand) complex of type [Rb(H₃L^1,2)(CH₃OH)] [Figs. 1(a)–(c)]. The rubidium(I) center is six-coordinated by four ether oxygens [Rb1—O 2.911 (17)–3.143 (2) Å], one phenolate oxygen [Rb1—O1 3.080 (18) Å] and one methanol molecule [Rb1—O11 2.879 (3) Å] [Fig. 1(a)]. The calix rim shows a bent cone shape mainly due to two bridging phenol units on 1,2-positions and two phenol units on 4,5-positions showing an up conformation with the flattened conformation of two remaining phenol units on the 3,6-positions. Two ether oxygens (O6 and O7) and three phenol groups remain uncoordinated, indicating that the semi-rigid pocket is somewhat larger than the cation, creating a loose structure [Figs. 1(b) and 1(c)]. Although the synthesis of 1 is reproducible, the yield is quite low (5%) probably due to low stability.

The caesium(I) complex 2 crystallizes in the monoclinic space group P2₁/n (Tables S1 and S3). Again, the structure features a 1:1 (meta-to-ligand) complex of type [Cs(H₃L^1,2)]·3CHCl₃ [Figs. 1(d)–1(g)]. The caesium(I) center is fac-coordinated by six ether oxygens [Cs1—O 3.056 (2)–3.553 (7) Å] [Fig. 1(d)]. The remaining sites are occupied by four phenol oxygens to yield an overall metal coordination of ten. As we understand, this is an example in which Cs⁺ possesses the maximum coordination number (CN = 10). Accordingly, the caesium(I) in 2 is tightly captured by the bicyclic pocket in a baseball glove like manner [Figs. 1(e)–(f)]. Among the four bonds between Cs1 and phenol oxygens, the Cs1—O4 [3.187 (2) Å] is much shorter than the other three bonds [3.377 (2)–3.653 (2) Å], indicating that the O4 atom is deprotonated [Fig. S3(b)]. Unlike that in the rubidium(I) complex 1, the 1,2-bridged isomer in 2 effectively shields the caesium(I) center from the solvent molecules [Figs. 1(b)–1(d)].

In 2, the crown loop is somewhat ellipsoidal, mainly due to the 1,2-bridging with a narrow distance and all the ether oxygens are associated with a gauche arrangement [torsion angles of O—(CH₂)₂—O 35.0 (4)–78.5 (9)°] adopting a shrunken and folded conformation [Fig. 1(d) and 1(e)]. In this case, the calix rim exhibits a partial flattened cone shape due to four unsubstituted phenolates on the 3,4,5,6-positions showing a flattened conformation and two bridging phenol units on 1,2-positions with an up conformation. Considering that synthetic hosts for heavy alkali metal ions usually employ 6 to 8 binding interactions, the observed 10 bindings in 2 represents a good example of the highest coordination number in the deep and good-fit pocket, reflecting the efficient inclusion of caesium(I) to achieve maximum stabilization. Consequently, the preferred formation of 2 results in the three ligating components (crown loop, phenol and phenolate) toward caesium(I) being optimally fitted to satisfy the geometric and electronic requirements that appear to be a baseball glove structure.

2.4. Preparation of the dicesium(I) complex of H₄L^1,4 (3)

When H₄L^1,4 was reacted with CsOH under identical conditions, colorless crystalline 3 was isolated. X-ray analysis revealed that 3 crystallizes in the monoclinic space group P2₁/c (Tables S1 and S4). Unlike 2, this product features a dinuclear complex with the formula {[Cs₂(H₂L^1,4)(H₂O)]·CHCl₃}_n (Fig. 2). In 3, two Cs⁺ ions (Cs1 and Cs2) show very different coordination environments [Fig. 2(a)]. For example, the Cs1 atom mainly occupies the cavity center of the crown loop because the 1,4-bridging in 3 provides a wider and shallow pocket than the 1,2-bridging does in 2 [Fig. 2(b)]. In fact, the distance between two bridging oxygens in 3 [O5⋯O10 6.138 (4) Å] is almost twice of that in 2 [3.109 (3) Å]. Thus, the H₄L^1,4 could have some extra empty space inside the calix rim where the second Cs⁺ (Cs2 atom) is located [Fig. 2(c)]. The Cs1⋯Cs2 separation (5.014 Å) is slightly longer than twice of the van der Waals radius of Cs⁺ (2.35 Å). Diverse types of dicesium(I) compounds formed by inorganic counter ions are known (Kříž et al., 2011), but the corresponding dicesium(I) complexes stabilized by organic ligands are relatively rare (Duraisamy et al., 2020).

Figure 2 (a) Formation of the dicesium(I) complex of H2L^1,4, {[Cs2(H2L^1,4)(H2O)]·CHCl3}n (3); (b) capture of two Cs^+; (c) space-filling structure; and (d) pseudo one-dimensional polymeric zigzag chain via intermolecular cation–π interactions (purple dashed lines).

In 3, the Cs1 atom is seven-coordinated, with five coordination sites occupied by crown ether oxygens [Cs1—O 3.098 (3)–3.376 (4) Å, average 3.201 (5) Å] and the remaining sites occupied by two phenol oxygens [Cs1—O3 3.145 (3), Cs1—O4 3.200 (3) Å]. Two phenol groups (O1 and O4) are deprotonated [Fig. S3(c)]. Again, all the ether oxygens on the crown loop are associated with the gauche conformation [torsion angles of O—(CH₂)₂—O 54.1 (5)–64.3 (6)°]. However, the Cs2 atom is three-coordinated being bound by two phenol oxygens [Cs2—O1 3.046 (3), Cs2—O4 3.063 (3) Å] and one water molecule. In addition, the Cs2 atom shows two different η⁶-type cation⋯π interactions from one ligand [green dashed lines, Cs2⋯C 3.420 (5)–3.825 (4) Å, average 3.633 (10) Å] and another ligand [purple dashed lines, Cs2⋯C 3.489 (5)–3.974 (4) Å, average 3.726 (11) Å] resulting in the formation of a pseudo one-dimensional zigzag polymer structure as a first example of this type [Fig. 2(d)]. Recently, our group reported a poly(sandwich)-type caesium(I)complex of bis-o-xylyl-(17-crown-5) (Kim et al., 2020).

Consequently, the 1,4-bridging provides a wider and shallow pocket which occupies two Cs⁺ ions. In stabilizing the Cs1 atom, the crown loop acts as the primary binding sites, in addition to some phenol groups. The Cs2 atom is mainly stabilized by the calix rim unit, indicating the partial cooperativity between the crown loop and calix rim. Attempts to isolate some other heavy alkali metal complexes of H₄L^1,3 and H₄L^1,4 were not successful.

2.5. NMR studies of the caesium(I) complexes

The ¹H-NMR spectra of the caesium(I) complexes 2 and 3 in DMSO-d₆ were observed and compared with their free forms (Figs. 3 and 4). Compared with the spectrum of free H₄L^1,2, its caesium(I) complex 2 shows remarkable peak broadening, with the signal of OCH₂ of the crown loop being shifted downfield because of the presence of multiple Cs—O bonds restricting the conformational mobility of the ligand (Fig. 3). This observation illustrates that not only the six ether oxygens of the crown loop but also the four phenol oxygens are strongly involved in the interaction with Cs⁺, indicating that the baseball glove structure remains intact. The similar line broadening and Cs⁺-induced low-field shifts for 3 were also observed but the magnitudes are smaller, probably the 1,4-isomer interacts weakly with Cs⁺ than the 1,2-isomer does (Fig. 4). Consequently, it is obvious that the inclusion of Cs⁺ is highly regulated by the bridging positions and the products including the baseball glove-type species are stable in the dipolar aprotic medium. Due to the solubility problem, we were not able to obtain the binding constants for the complexations.

Figure 3 ^1H NMR spectra of (a) H4L^1,2 and (b) [Cs(H3L^1,2)]·3CHCl3 (2) in DMSO-d6.

Figure 4 ^1H NMR spectra of (a) H4L^1,4 and (b) {[Cs2(H2L^1,4)(H2O)]·CHCl3}n (2) in DMSO-d6.

3. Conclusions

With the aim of developing a novel host system for heavy alkali metal ions including Cs⁺, our syntheses of three regioisomers (H₄L^1,2, H₄L^1,3 and H₄L^1,4) in the presence of M₂CO₃ (M = Na, K, Rb and Cs) exhibited the size-based template effect. In the complexations with heavy alkali metal hydroxides, we probed the factors influencing the preferential formation of a baseball glove-type caesium(I) complex by employing the 1,2-bridging isomer (H₄L^1,2). Our NMR study also supports that such caesium(I) complex is stable in solution. Consequently, the optimized baseball glove-type complexation is strongly associated with the 1,2-bridging of calix[6]crown-6, which provides the deeper and good-fit pocket for Cs⁺ in comparison with other bridging types.

Supporting information

Computing details

Data collection: Bruker APEX software for (1); Bruker APEX2 for (2), (3). Cell refinement: Bruker APEX software for (1); Bruker SAINT for (2), (3). Data reduction: Bruker APEX software for (1); Bruker SAINT for (2), (3). Program(s) used to solve structure: SHELXT 2014/5 (Sheldrick, 2014) for (1); 'Bruker SHELXTL for (2), (3). Program(s) used to refine structure: SHELXL for (1); SHELXL2017/1 (Sheldrick, 2017) for (2), (3). Molecular graphics: ORTEP for (1); Bruker SHELXTL for (2), (3). Software used to prepare material for publication: CIFTAB for (1); Bruker SHELXTL for (2), (3).

(1)

Crystal data

C54H58Cl3O11Rb	Z = 2
Mr = 1074.82	F(000) = 1116
Triclinic, P1	Dx = 1.440 Mg m^−3
a = 13.4400 (3) Å	Mo Kα radiation, λ = 0.71073 Å
b = 14.3933 (3) Å	Cell parameters from 9848 reflections
c = 14.8036 (3) Å	θ = 2.5–24.2°
α = 84.073 (1)°	µ = 1.22 mm^−1
β = 76.728 (1)°	T = 173 K
γ = 62.777 (1)°	Block, colourless
V = 2478.47 (9) Å^3	0.32 × 0.18 × 0.17 mm

Data collection

CCD detector diffractometer	7303 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.041
phi and ω scans	θmax = 26.0°, θmin = 1.4°
Absorption correction: multi-scan SADABS	h = −16→16
Tmin = 0.696, Tmax = 0.819	k = −17→17
57893 measured reflections	l = −18→18
9744 independent reflections

Refinement

Refinement on F^2	18 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.046	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.130	w = 1/[σ^2(Fo^2) + (0.0649P)^2 + 1.7058P] where P = (Fo^2 + 2Fc^2)/3
S = 1.04	(Δ/σ)max = 0.001
9744 reflections	Δρmax = 0.83 e Å^−3
626 parameters	Δρmin = −0.55 e Å^−3

Special details

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.

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

	x	y	z	Uiso*/Ueq
Rb1	0.83312 (4)	0.25249 (3)	0.18667 (2)	0.05781 (13)
O1	0.78895 (17)	0.06242 (14)	0.25419 (13)	0.0333 (4)
H1A	0.728046	0.080950	0.262172	0.041 (10)*
O2	0.57018 (15)	0.13823 (14)	0.29080 (14)	0.0357 (4)
H2A	0.513456	0.222606	0.289176	0.088 (13)*
O3	0.45577 (15)	0.32338 (14)	0.28008 (13)	0.0324 (4)
O4	0.54142 (16)	0.45294 (14)	0.21922 (15)	0.0387 (5)
O5	0.81626 (15)	0.43496 (14)	0.27020 (12)	0.0301 (4)
H5B	0.512813	0.417772	0.235451	0.034 (9)*
O6	0.93300 (16)	0.40354 (16)	0.08442 (13)	0.0411 (5)
O7	0.91302 (19)	0.25473 (19)	−0.01431 (16)	0.0561 (6)
O8	1.09516 (18)	0.07594 (18)	0.04882 (14)	0.0477 (5)
O9	1.18657 (16)	0.14498 (15)	0.16878 (13)	0.0362 (4)
O10	1.00274 (14)	0.18887 (14)	0.31900 (12)	0.0292 (4)
O11	0.6737 (2)	0.2279 (3)	0.10228 (19)	0.0756 (8)
H1	0.616429	0.232402	0.142651	0.9 (3)*
C1	0.8327 (2)	−0.03816 (19)	0.28474 (17)	0.0271 (6)
C2	0.9306 (2)	−0.0735 (2)	0.32194 (17)	0.0281 (6)
C3	0.9787 (2)	−0.1757 (2)	0.35337 (19)	0.0330 (6)
H3A	1.044813	−0.200337	0.379269	0.040*
C4	0.9319 (2)	−0.2421 (2)	0.3476 (2)	0.0368 (7)
H4A	0.965758	−0.311950	0.369272	0.044*
C5	0.8360 (2)	−0.2067 (2)	0.31028 (19)	0.0333 (6)
H5A	0.803767	−0.252512	0.307036	0.040*
C6	0.7851 (2)	−0.1049 (2)	0.27715 (17)	0.0288 (6)
C7	0.5197 (2)	0.0782 (2)	0.33372 (18)	0.0286 (6)
C8	0.5702 (2)	−0.0267 (2)	0.30666 (19)	0.0309 (6)
C9	0.5212 (2)	−0.0903 (2)	0.3519 (2)	0.0377 (7)
H9A	0.554465	−0.161454	0.333882	0.045*
C10	0.4258 (2)	−0.0521 (2)	0.4219 (2)	0.0407 (7)
H10A	0.393493	−0.096546	0.452039	0.049*
C11	0.3767 (2)	0.0519 (2)	0.4485 (2)	0.0364 (6)
H11A	0.310855	0.078108	0.497177	0.044*
C12	0.4223 (2)	0.1183 (2)	0.40503 (18)	0.0289 (6)
C13	0.3420 (2)	0.35949 (19)	0.31018 (18)	0.0283 (6)
C14	0.2970 (2)	0.3153 (2)	0.38757 (18)	0.0301 (6)
C15	0.1794 (2)	0.3590 (2)	0.4181 (2)	0.0359 (6)
H15A	0.147995	0.330311	0.470961	0.043*
C16	0.1066 (2)	0.4435 (2)	0.3735 (2)	0.0394 (7)
H16A	0.026249	0.472660	0.395856	0.047*
C17	0.1520 (2)	0.4850 (2)	0.2962 (2)	0.0373 (7)
H17A	0.102042	0.541952	0.264662	0.045*
C18	0.2693 (2)	0.4447 (2)	0.26395 (18)	0.0293 (6)
C19	0.4571 (2)	0.55279 (19)	0.21866 (18)	0.0290 (6)
C20	0.3486 (2)	0.5755 (2)	0.20529 (17)	0.0285 (6)
C21	0.2673 (2)	0.6796 (2)	0.20928 (18)	0.0321 (6)
H21A	0.192152	0.696299	0.202992	0.039*
C22	0.2928 (2)	0.7589 (2)	0.22209 (19)	0.0351 (6)
H22A	0.235543	0.829389	0.225505	0.042*
C23	0.4024 (2)	0.7352 (2)	0.22998 (18)	0.0321 (6)
H23A	0.421039	0.790149	0.236133	0.038*
C24	0.4856 (2)	0.6323 (2)	0.22904 (17)	0.0292 (6)
C25	0.7323 (2)	0.48654 (19)	0.34734 (17)	0.0272 (6)
C26	0.6280 (2)	0.5672 (2)	0.33493 (18)	0.0289 (6)
C27	0.5446 (2)	0.6133 (2)	0.41394 (19)	0.0344 (6)
H27A	0.472423	0.668412	0.407378	0.041*
C28	0.5652 (3)	0.5801 (2)	0.50139 (19)	0.0378 (7)
H28A	0.507091	0.611782	0.554487	0.045*
C29	0.6698 (3)	0.5012 (2)	0.51220 (19)	0.0359 (6)
H29A	0.683784	0.480194	0.572859	0.043*
C30	0.7554 (2)	0.4518 (2)	0.43529 (18)	0.0295 (6)
C31	0.9245 (2)	0.1763 (2)	0.39359 (17)	0.0261 (5)
C32	0.8589 (2)	0.2582 (2)	0.45713 (17)	0.0271 (5)
C33	0.7840 (2)	0.2427 (2)	0.53256 (17)	0.0290 (6)
H33A	0.738908	0.296539	0.577540	0.035*
C34	0.7743 (2)	0.1515 (2)	0.54288 (18)	0.0313 (6)
H34A	0.724736	0.141658	0.595866	0.038*
C35	0.8365 (2)	0.0731 (2)	0.47628 (18)	0.0296 (6)
H35A	0.826931	0.011193	0.482786	0.036*
C36	0.9126 (2)	0.0847 (2)	0.40038 (17)	0.0263 (5)
C37	0.6807 (2)	−0.0699 (2)	0.23569 (19)	0.0341 (6)
H37A	0.679336	−0.015696	0.188380	0.041*
H37B	0.686629	−0.130083	0.203977	0.041*
C38	0.3744 (2)	0.2277 (2)	0.44136 (19)	0.0319 (6)
H38A	0.439395	0.241503	0.444074	0.038*
H38B	0.331363	0.230388	0.505800	0.038*
C39	0.3197 (2)	0.4920 (2)	0.18159 (18)	0.0320 (6)
H39A	0.264697	0.522663	0.139714	0.038*
H39B	0.390125	0.435350	0.147042	0.038*
C40	0.6051 (2)	0.6047 (2)	0.23872 (18)	0.0313 (6)
H40A	0.618979	0.666946	0.223243	0.038*
H40B	0.660153	0.549373	0.193123	0.038*
C41	0.8674 (2)	0.3601 (2)	0.44762 (19)	0.0321 (6)
H41A	0.928374	0.355890	0.393465	0.038*
H41B	0.888847	0.371567	0.503699	0.038*
C42	0.9817 (2)	−0.0009 (2)	0.32760 (19)	0.0308 (6)
H42A	0.990672	0.032197	0.266195	0.037*
H42B	1.059059	−0.042765	0.341077	0.037*
C43	0.8835 (2)	0.4880 (2)	0.2283 (2)	0.0369 (6)
H43A	0.914292	0.504317	0.275929	0.044*
H43B	0.835521	0.554378	0.200181	0.044*
C44	0.9791 (2)	0.4188 (3)	0.1557 (2)	0.0407 (7)
H44A	1.030522	0.451252	0.129508	0.049*
H44B	1.024171	0.350714	0.183129	0.049*
C45	1.0187 (3)	0.3442 (3)	0.0079 (2)	0.0479 (8)
H45A	1.074816	0.277824	0.030227	0.057*
H45B	1.059738	0.384048	−0.024976	0.057*
C46	0.9608 (3)	0.3225 (3)	−0.0554 (2)	0.0540 (9)
H46A	0.899411	0.389142	−0.071919	0.065*
H46B	1.016610	0.290419	−0.113273	0.065*
C47	0.9652 (3)	0.1523 (3)	−0.0541 (3)	0.0628 (10)
H47A	0.961256	0.159289	−0.120605	0.075*
H47B	0.920593	0.114779	−0.023247	0.075*
C48	1.0865 (3)	0.0885 (3)	−0.0461 (2)	0.0564 (9)
H48A	1.116809	0.019132	−0.074804	0.068*
H48B	1.132989	0.123328	−0.079716	0.068*
C49	1.2117 (3)	0.0250 (3)	0.0572 (2)	0.0463 (8)
H49A	1.255922	0.055052	0.012115	0.056*
H49B	1.244479	−0.050336	0.043037	0.056*
C50	1.2201 (3)	0.0382 (2)	0.1533 (2)	0.0402 (7)
H50A	1.169918	0.014517	0.198808	0.048*
H50B	1.299745	−0.004674	0.161423	0.048*
C51	1.1937 (2)	0.1669 (2)	0.25797 (19)	0.0351 (6)
H51A	1.174530	0.241811	0.260766	0.042*
H51B	1.273641	0.125801	0.265893	0.042*
C52	1.1164 (2)	0.1430 (2)	0.33723 (19)	0.0328 (6)
H52A	1.145246	0.066398	0.344283	0.039*
H52B	1.115167	0.171680	0.395664	0.039*
C53	0.6373 (3)	0.2972 (4)	0.0288 (3)	0.0747 (12)
H53A	0.583588	0.282951	0.004636	0.112*
H53B	0.599437	0.369331	0.051512	0.112*
H53C	0.703663	0.287409	−0.020861	0.112*
C54	0.6361 (3)	0.7916 (3)	0.9656 (2)	0.0571 (9)
H54A	0.703707	0.805246	0.939198	0.069*
Cl1	0.68672 (10)	0.65921 (9)	0.99385 (7)	0.0752 (3)
Cl2	0.55935 (9)	0.86884 (9)	1.06669 (6)	0.0694 (3)
Cl3	0.55217 (9)	0.82677 (10)	0.88263 (6)	0.0722 (3)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Rb1	0.1021 (3)	0.0610 (2)	0.03970 (19)	−0.0569 (2)	−0.03021 (18)	0.01327 (15)
O1	0.0277 (11)	0.0274 (10)	0.0432 (11)	−0.0104 (8)	−0.0099 (8)	0.0038 (8)
O2	0.0281 (10)	0.0263 (10)	0.0474 (12)	−0.0112 (8)	−0.0022 (8)	0.0040 (8)
O3	0.0251 (9)	0.0282 (9)	0.0406 (11)	−0.0099 (8)	−0.0076 (8)	0.0054 (8)
O4	0.0335 (10)	0.0252 (10)	0.0583 (13)	−0.0117 (9)	−0.0162 (9)	0.0047 (9)
O5	0.0307 (10)	0.0327 (10)	0.0291 (10)	−0.0174 (8)	−0.0027 (8)	−0.0013 (8)
O6	0.0312 (10)	0.0529 (13)	0.0343 (11)	−0.0152 (9)	−0.0057 (8)	0.0007 (9)
O7	0.0492 (13)	0.0673 (16)	0.0474 (13)	−0.0211 (12)	−0.0072 (11)	−0.0135 (12)
O8	0.0437 (12)	0.0607 (14)	0.0356 (11)	−0.0219 (11)	−0.0028 (9)	−0.0067 (10)
O9	0.0388 (11)	0.0385 (11)	0.0313 (10)	−0.0198 (9)	−0.0037 (8)	0.0036 (8)
O10	0.0230 (9)	0.0405 (10)	0.0252 (9)	−0.0160 (8)	−0.0050 (7)	0.0050 (8)
O11	0.0784 (19)	0.117 (2)	0.0536 (16)	−0.0607 (18)	−0.0225 (14)	0.0134 (15)
C1	0.0259 (13)	0.0261 (13)	0.0241 (13)	−0.0085 (11)	−0.0013 (10)	−0.0024 (10)
C2	0.0231 (13)	0.0328 (14)	0.0239 (13)	−0.0100 (11)	0.0013 (10)	−0.0063 (11)
C3	0.0239 (13)	0.0346 (15)	0.0321 (14)	−0.0049 (12)	−0.0077 (11)	−0.0005 (11)
C4	0.0348 (15)	0.0257 (14)	0.0378 (16)	−0.0053 (12)	−0.0036 (12)	0.0018 (12)
C5	0.0338 (15)	0.0286 (14)	0.0345 (15)	−0.0128 (12)	−0.0019 (12)	−0.0053 (11)
C6	0.0257 (13)	0.0311 (14)	0.0260 (13)	−0.0097 (11)	−0.0028 (10)	−0.0058 (11)
C7	0.0274 (13)	0.0299 (14)	0.0335 (14)	−0.0153 (11)	−0.0129 (11)	0.0059 (11)
C8	0.0291 (14)	0.0331 (14)	0.0361 (15)	−0.0148 (12)	−0.0163 (11)	0.0022 (11)
C9	0.0356 (15)	0.0321 (15)	0.0542 (18)	−0.0184 (13)	−0.0193 (14)	0.0019 (13)
C10	0.0352 (16)	0.0392 (16)	0.059 (2)	−0.0254 (14)	−0.0164 (14)	0.0106 (14)
C11	0.0284 (14)	0.0415 (16)	0.0428 (16)	−0.0185 (13)	−0.0113 (12)	0.0086 (13)
C12	0.0279 (13)	0.0305 (14)	0.0324 (14)	−0.0146 (11)	−0.0135 (11)	0.0068 (11)
C13	0.0282 (14)	0.0260 (13)	0.0319 (14)	−0.0116 (11)	−0.0077 (11)	−0.0043 (11)
C14	0.0311 (14)	0.0286 (13)	0.0325 (14)	−0.0139 (12)	−0.0079 (11)	−0.0024 (11)
C15	0.0327 (15)	0.0347 (15)	0.0414 (16)	−0.0170 (13)	−0.0035 (12)	−0.0041 (12)
C16	0.0257 (14)	0.0363 (16)	0.0546 (19)	−0.0123 (12)	−0.0060 (13)	−0.0057 (14)
C17	0.0305 (15)	0.0302 (14)	0.0514 (18)	−0.0097 (12)	−0.0173 (13)	−0.0001 (13)
C18	0.0299 (14)	0.0283 (14)	0.0335 (14)	−0.0131 (11)	−0.0123 (11)	−0.0028 (11)
C19	0.0303 (14)	0.0247 (13)	0.0276 (13)	−0.0078 (11)	−0.0087 (11)	0.0021 (10)
C20	0.0338 (14)	0.0284 (13)	0.0236 (13)	−0.0137 (12)	−0.0081 (11)	0.0036 (10)
C21	0.0294 (14)	0.0340 (15)	0.0285 (14)	−0.0101 (12)	−0.0082 (11)	0.0038 (11)
C22	0.0360 (15)	0.0246 (14)	0.0350 (15)	−0.0072 (12)	−0.0045 (12)	0.0025 (11)
C23	0.0406 (16)	0.0270 (14)	0.0292 (14)	−0.0172 (12)	−0.0049 (12)	0.0025 (11)
C24	0.0342 (14)	0.0297 (14)	0.0230 (13)	−0.0142 (12)	−0.0068 (11)	0.0047 (10)
C25	0.0315 (14)	0.0280 (13)	0.0269 (13)	−0.0183 (11)	−0.0031 (11)	−0.0027 (10)
C26	0.0327 (14)	0.0306 (14)	0.0306 (14)	−0.0195 (12)	−0.0087 (11)	0.0010 (11)
C27	0.0354 (15)	0.0282 (14)	0.0380 (16)	−0.0125 (12)	−0.0068 (12)	−0.0038 (12)
C28	0.0474 (17)	0.0342 (15)	0.0304 (15)	−0.0186 (14)	−0.0014 (13)	−0.0076 (12)
C29	0.0525 (18)	0.0345 (15)	0.0262 (14)	−0.0229 (14)	−0.0103 (13)	−0.0006 (11)
C30	0.0354 (15)	0.0276 (13)	0.0324 (14)	−0.0185 (12)	−0.0097 (11)	−0.0006 (11)
C31	0.0203 (12)	0.0359 (14)	0.0237 (13)	−0.0133 (11)	−0.0079 (10)	0.0047 (11)
C32	0.0256 (13)	0.0328 (14)	0.0275 (13)	−0.0146 (11)	−0.0119 (11)	0.0031 (11)
C33	0.0270 (13)	0.0342 (14)	0.0250 (13)	−0.0130 (11)	−0.0048 (11)	−0.0023 (11)
C34	0.0281 (14)	0.0399 (15)	0.0273 (13)	−0.0184 (12)	−0.0016 (11)	0.0001 (11)
C35	0.0267 (13)	0.0328 (14)	0.0320 (14)	−0.0165 (12)	−0.0049 (11)	0.0018 (11)
C36	0.0191 (12)	0.0309 (14)	0.0273 (13)	−0.0090 (11)	−0.0072 (10)	0.0013 (10)
C37	0.0384 (15)	0.0327 (15)	0.0345 (15)	−0.0159 (12)	−0.0123 (12)	−0.0032 (12)
C38	0.0324 (14)	0.0337 (14)	0.0305 (14)	−0.0158 (12)	−0.0064 (11)	0.0009 (11)
C39	0.0328 (14)	0.0317 (14)	0.0317 (14)	−0.0115 (12)	−0.0139 (12)	0.0011 (11)
C40	0.0330 (14)	0.0307 (14)	0.0320 (14)	−0.0166 (12)	−0.0061 (11)	0.0031 (11)
C41	0.0338 (15)	0.0376 (15)	0.0319 (14)	−0.0203 (12)	−0.0115 (12)	0.0027 (12)
C42	0.0191 (12)	0.0356 (15)	0.0335 (14)	−0.0095 (11)	−0.0026 (11)	−0.0032 (11)
C43	0.0354 (15)	0.0418 (16)	0.0401 (16)	−0.0243 (13)	−0.0063 (12)	0.0034 (13)
C44	0.0314 (15)	0.0524 (18)	0.0409 (17)	−0.0218 (14)	−0.0097 (13)	0.0090 (14)
C45	0.0369 (17)	0.059 (2)	0.0360 (17)	−0.0153 (15)	−0.0009 (13)	0.0055 (15)
C46	0.051 (2)	0.065 (2)	0.0325 (17)	−0.0147 (18)	−0.0073 (14)	−0.0012 (15)
C47	0.063 (2)	0.077 (3)	0.052 (2)	−0.029 (2)	−0.0160 (18)	−0.0160 (19)
C48	0.060 (2)	0.062 (2)	0.0397 (18)	−0.0213 (18)	−0.0051 (16)	−0.0148 (16)
C49	0.0419 (18)	0.0488 (18)	0.0429 (18)	−0.0196 (15)	0.0026 (14)	−0.0075 (14)
C50	0.0378 (16)	0.0347 (15)	0.0444 (17)	−0.0160 (13)	−0.0023 (13)	0.0009 (13)
C51	0.0286 (14)	0.0458 (17)	0.0339 (15)	−0.0200 (13)	−0.0058 (12)	0.0023 (12)
C52	0.0241 (13)	0.0444 (16)	0.0313 (14)	−0.0156 (12)	−0.0089 (11)	0.0033 (12)
C53	0.053 (2)	0.114 (4)	0.043 (2)	−0.027 (2)	−0.0069 (17)	−0.002 (2)
C54	0.064 (2)	0.085 (3)	0.0414 (18)	−0.051 (2)	−0.0104 (16)	0.0065 (17)
Cl1	0.0917 (8)	0.0753 (7)	0.0648 (6)	−0.0421 (6)	−0.0184 (5)	0.0021 (5)
Cl2	0.0836 (7)	0.0872 (7)	0.0470 (5)	−0.0486 (6)	−0.0041 (5)	−0.0099 (5)
Cl3	0.0791 (7)	0.1144 (9)	0.0496 (5)	−0.0619 (6)	−0.0278 (5)	0.0139 (5)

Geometric parameters (Å, º)

Rb1—O11	2.879 (3)	C21—H21A	0.9500
Rb1—O5	2.9114 (17)	C22—C23	1.383 (4)
Rb1—O7	2.924 (2)	C22—H22A	0.9500
Rb1—O1	3.0797 (18)	C23—C24	1.388 (4)
Rb1—O10	3.1052 (17)	C23—H23A	0.9500
Rb1—O6	3.143 (2)	C24—C40	1.506 (4)
Rb1—C31	3.449 (2)	C25—C26	1.390 (4)
Rb1—O8	3.551 (2)	C25—C30	1.397 (4)
Rb1—O4	3.6052 (19)	C26—C27	1.394 (4)
Rb1—C44	3.667 (3)	C26—C40	1.518 (4)
Rb1—C47	3.708 (4)	C27—C28	1.377 (4)
Rb1—C53	3.710 (4)	C27—H27A	0.9500
O1—C1	1.362 (3)	C28—C29	1.377 (4)
O1—H1A	0.7193	C28—H28A	0.9500
O2—C7	1.355 (3)	C29—C30	1.394 (4)
O2—H2A	1.1009	C29—H29A	0.9500
O3—C13	1.347 (3)	C30—C41	1.517 (4)
O3—H2A	1.3046	C31—C36	1.391 (4)
O4—C19	1.365 (3)	C31—C32	1.396 (4)
O4—H5B	0.7565	C32—C33	1.396 (4)
O5—C25	1.395 (3)	C32—C41	1.514 (4)
O5—C43	1.435 (3)	C33—C34	1.367 (4)
O6—C44	1.420 (4)	C33—H33A	0.9500
O6—C45	1.428 (4)	C34—C35	1.390 (4)
O7—C46	1.416 (4)	C34—H34A	0.9500
O7—C47	1.433 (4)	C35—C36	1.387 (4)
O8—C48	1.423 (4)	C35—H35A	0.9500
O8—C49	1.423 (4)	C36—C42	1.519 (4)
O9—C50	1.417 (3)	C37—H37A	0.9900
O9—C51	1.423 (3)	C37—H37B	0.9900
O10—C31	1.399 (3)	C38—H38A	0.9900
O10—C52	1.440 (3)	C38—H38B	0.9900
O11—C53	1.411 (5)	C39—H39A	0.9900
O11—H1	0.8400	C39—H39B	0.9900
C1—C2	1.399 (4)	C40—H40A	0.9900
C1—C6	1.400 (4)	C40—H40B	0.9900
C2—C3	1.387 (4)	C41—H41A	0.9900
C2—C42	1.508 (4)	C41—H41B	0.9900
C3—C4	1.382 (4)	C42—H42A	0.9900
C3—H3A	0.9500	C42—H42B	0.9900
C4—C5	1.376 (4)	C43—C44	1.489 (4)
C4—H4A	0.9500	C43—H43A	0.9900
C5—C6	1.394 (4)	C43—H43B	0.9900
C5—H5A	0.9500	C44—H44A	0.9900
C6—C37	1.512 (4)	C44—H44B	0.9900
C7—C8	1.401 (4)	C45—C46	1.483 (5)
C7—C12	1.401 (4)	C45—H45A	0.9900
C8—C9	1.394 (4)	C45—H45B	0.9900
C8—C37	1.507 (4)	C46—H46A	0.9900
C9—C10	1.372 (4)	C46—H46B	0.9900
C9—H9A	0.9500	C47—C48	1.488 (5)
C10—C11	1.390 (4)	C47—H47A	0.9900
C10—H10A	0.9500	C47—H47B	0.9900
C11—C12	1.389 (4)	C48—H48A	0.9900
C11—H11A	0.9500	C48—H48B	0.9900
C12—C38	1.508 (4)	C49—C50	1.491 (4)
C13—C18	1.402 (4)	C49—H49A	0.9900
C13—C14	1.403 (4)	C49—H49B	0.9900
C14—C15	1.385 (4)	C50—H50A	0.9900
C14—C38	1.509 (4)	C50—H50B	0.9900
C15—C16	1.383 (4)	C51—C52	1.503 (4)
C15—H15A	0.9500	C51—H51A	0.9900
C16—C17	1.382 (4)	C51—H51B	0.9900
C16—H16A	0.9500	C52—H52A	0.9900
C17—C18	1.388 (4)	C52—H52B	0.9900
C17—H17A	0.9500	C53—H53A	0.9800
C18—C39	1.509 (4)	C53—H53B	0.9800
C19—C24	1.395 (4)	C53—H53C	0.9800
C19—C20	1.397 (4)	C54—Cl3	1.739 (4)
C20—C21	1.390 (4)	C54—Cl1	1.746 (4)
C20—C39	1.516 (4)	C54—Cl2	1.768 (4)
C21—C22	1.374 (4)	C54—H54A	1.0000
O11—Rb1—O5	130.58 (8)	C23—C24—C19	118.7 (2)
O11—Rb1—O7	73.01 (7)	C23—C24—C40	121.8 (2)
O5—Rb1—O7	109.87 (6)	C19—C24—C40	119.5 (2)
O11—Rb1—O1	64.88 (7)	C26—C25—O5	119.7 (2)
O5—Rb1—O1	136.87 (5)	C26—C25—C30	122.2 (2)
O7—Rb1—O1	113.26 (6)	O5—C25—C30	118.0 (2)
O11—Rb1—O10	154.20 (7)	C25—C26—C27	117.8 (2)
O5—Rb1—O10	68.63 (5)	C25—C26—C40	121.4 (2)
O7—Rb1—O10	120.53 (6)	C27—C26—C40	120.7 (2)
O1—Rb1—O10	89.32 (5)	C28—C27—C26	120.9 (3)
O11—Rb1—O6	116.01 (7)	C28—C27—H27A	119.5
O5—Rb1—O6	55.00 (5)	C26—C27—H27A	119.5
O7—Rb1—O6	56.00 (6)	C29—C28—C27	120.3 (3)
O1—Rb1—O6	165.29 (5)	C29—C28—H28A	119.8
O10—Rb1—O6	88.80 (5)	C27—C28—H28A	119.8
O11—Rb1—C31	135.02 (7)	C28—C29—C30	120.8 (3)
O5—Rb1—C31	72.02 (6)	C28—C29—H29A	119.6
O7—Rb1—C31	143.31 (6)	C30—C29—H29A	119.6
O1—Rb1—C31	73.71 (6)	C29—C30—C25	117.8 (2)
O10—Rb1—C31	23.91 (5)	C29—C30—C41	120.6 (2)
O6—Rb1—C31	108.54 (6)	C25—C30—C41	121.6 (2)
O11—Rb1—O8	100.03 (7)	C36—C31—C32	122.5 (2)
O5—Rb1—O8	120.67 (5)	C36—C31—O10	119.2 (2)
O7—Rb1—O8	51.66 (6)	C32—C31—O10	118.3 (2)
O1—Rb1—O8	87.36 (5)	C36—C31—Rb1	94.59 (15)
O10—Rb1—O8	77.28 (5)	C32—C31—Rb1	108.44 (15)
O6—Rb1—O8	78.00 (5)	O10—C31—Rb1	64.13 (11)
C31—Rb1—O8	94.71 (5)	C31—C32—C33	117.3 (2)
O11—Rb1—O4	60.69 (7)	C31—C32—C41	122.8 (2)
O5—Rb1—O4	71.02 (5)	C33—C32—C41	119.9 (2)
O7—Rb1—O4	102.49 (6)	C34—C33—C32	121.2 (2)
O1—Rb1—O4	99.14 (5)	C34—C33—H33A	119.4
O10—Rb1—O4	128.42 (5)	C32—C33—H33A	119.4
O6—Rb1—O4	93.44 (5)	C33—C34—C35	120.4 (2)
C31—Rb1—O4	112.10 (5)	C33—C34—H34A	119.8
O8—Rb1—O4	153.18 (5)	C35—C34—H34A	119.8
O11—Rb1—C44	137.38 (8)	C36—C35—C34	120.5 (2)
O5—Rb1—C44	40.27 (6)	C36—C35—H35A	119.8
O7—Rb1—C44	76.16 (7)	C34—C35—H35A	119.8
O1—Rb1—C44	156.91 (6)	C35—C36—C31	118.0 (2)
O10—Rb1—C44	68.21 (6)	C35—C36—C42	120.9 (2)
O6—Rb1—C44	22.42 (6)	C31—C36—C42	121.1 (2)
C31—Rb1—C44	86.38 (6)	C8—C37—C6	113.2 (2)
O8—Rb1—C44	82.65 (6)	C8—C37—H37A	108.9
O4—Rb1—C44	99.14 (6)	C6—C37—H37A	108.9
O11—Rb1—C47	68.88 (8)	C8—C37—H37B	108.9
O5—Rb1—C47	128.87 (8)	C6—C37—H37B	108.9
O7—Rb1—C47	21.00 (8)	H37A—C37—H37B	107.8
O1—Rb1—C47	93.77 (8)	C12—C38—C14	117.1 (2)
O10—Rb1—C47	115.11 (7)	C12—C38—H38A	108.0
O6—Rb1—C47	73.89 (8)	C14—C38—H38A	108.0
C31—Rb1—C47	132.67 (7)	C12—C38—H38B	108.0
O8—Rb1—C47	38.33 (7)	C14—C38—H38B	108.0
O4—Rb1—C47	114.94 (7)	H38A—C38—H38B	107.3
C44—Rb1—C47	91.21 (8)	C18—C39—C20	115.0 (2)
O11—Rb1—C53	20.10 (9)	C18—C39—H39A	108.5
O5—Rb1—C53	117.63 (9)	C20—C39—H39A	108.5
O7—Rb1—C53	59.90 (8)	C18—C39—H39B	108.5
O1—Rb1—C53	84.85 (9)	C20—C39—H39B	108.5
O10—Rb1—C53	173.57 (9)	H39A—C39—H39B	107.5
O6—Rb1—C53	96.15 (8)	C24—C40—C26	114.0 (2)
C31—Rb1—C53	153.55 (8)	C24—C40—H40A	108.8
O8—Rb1—C53	99.69 (7)	C26—C40—H40A	108.8
O4—Rb1—C53	55.54 (7)	C24—C40—H40B	108.8
C44—Rb1—C53	117.29 (9)	C26—C40—H40B	108.8
C47—Rb1—C53	62.73 (8)	H40A—C40—H40B	107.7
C1—O1—Rb1	147.00 (16)	C32—C41—C30	111.6 (2)
C1—O1—H1A	106.3	C32—C41—H41A	109.3
Rb1—O1—H1A	106.2	C30—C41—H41A	109.3
C7—O2—H2A	115.8	C32—C41—H41B	109.3
C13—O3—H2A	113.8	C30—C41—H41B	109.3
C19—O4—Rb1	155.17 (16)	H41A—C41—H41B	108.0
C19—O4—H5B	107.4	C2—C42—C36	114.8 (2)
Rb1—O4—H5B	97.4	C2—C42—H42A	108.6
C25—O5—C43	113.81 (19)	C36—C42—H42A	108.6
C25—O5—Rb1	122.98 (14)	C2—C42—H42B	108.6
C43—O5—Rb1	122.71 (15)	C36—C42—H42B	108.6
C44—O6—C45	113.1 (2)	H42A—C42—H42B	107.5
C44—O6—Rb1	100.03 (16)	O5—C43—C44	108.5 (2)
C45—O6—Rb1	104.88 (18)	O5—C43—H43A	110.0
C46—O7—C47	116.3 (3)	C44—C43—H43A	110.0
C46—O7—Rb1	120.94 (18)	O5—C43—H43B	110.0
C47—O7—Rb1	112.0 (2)	C44—C43—H43B	110.0
C48—O8—C49	110.8 (2)	H43A—C43—H43B	108.4
C48—O8—Rb1	109.36 (18)	O6—C44—C43	108.9 (2)
C49—O8—Rb1	135.65 (17)	O6—C44—Rb1	57.55 (14)
C50—O9—C51	114.4 (2)	C43—C44—Rb1	86.78 (16)
C31—O10—C52	112.03 (18)	O6—C44—H44A	109.9
C31—O10—Rb1	91.96 (12)	C43—C44—H44A	109.9
C52—O10—Rb1	152.26 (14)	Rb1—C44—H44A	162.5
C53—O11—Rb1	115.4 (2)	O6—C44—H44B	109.9
C53—O11—H1	109.5	C43—C44—H44B	109.9
Rb1—O11—H1	110.3	Rb1—C44—H44B	69.1
O1—C1—C2	116.7 (2)	H44A—C44—H44B	108.3
O1—C1—C6	122.3 (2)	O6—C45—C46	107.7 (3)
C2—C1—C6	120.9 (2)	O6—C45—H45A	110.2
C3—C2—C1	118.8 (2)	C46—C45—H45A	110.2
C3—C2—C42	121.2 (2)	O6—C45—H45B	110.2
C1—C2—C42	120.0 (2)	C46—C45—H45B	110.2
C4—C3—C2	121.0 (3)	H45A—C45—H45B	108.5
C4—C3—H3A	119.5	O7—C46—C45	111.7 (3)
C2—C3—H3A	119.5	O7—C46—H46A	109.3
C5—C4—C3	119.7 (3)	C45—C46—H46A	109.3
C5—C4—H4A	120.1	O7—C46—H46B	109.3
C3—C4—H4A	120.1	C45—C46—H46B	109.3
C4—C5—C6	121.4 (3)	H46A—C46—H46B	107.9
C4—C5—H5A	119.3	O7—C47—C48	114.1 (3)
C6—C5—H5A	119.3	O7—C47—Rb1	46.97 (16)
C5—C6—C1	118.2 (2)	C48—C47—Rb1	100.5 (2)
C5—C6—C37	119.4 (2)	O7—C47—H47A	108.7
C1—C6—C37	122.4 (2)	C48—C47—H47A	108.7
O2—C7—C8	117.9 (2)	Rb1—C47—H47A	148.8
O2—C7—C12	121.3 (2)	O7—C47—H47B	108.7
C8—C7—C12	120.8 (2)	C48—C47—H47B	108.7
C9—C8—C7	118.6 (3)	Rb1—C47—H47B	71.7
C9—C8—C37	121.7 (2)	H47A—C47—H47B	107.6
C7—C8—C37	119.5 (2)	O8—C48—C47	110.2 (3)
C10—C9—C8	121.3 (3)	O8—C48—H48A	109.6
C10—C9—H9A	119.4	C47—C48—H48A	109.6
C8—C9—H9A	119.4	O8—C48—H48B	109.6
C9—C10—C11	119.6 (3)	C47—C48—H48B	109.6
C9—C10—H10A	120.2	H48A—C48—H48B	108.1
C11—C10—H10A	120.2	O8—C49—C50	109.9 (2)
C12—C11—C10	121.1 (3)	O8—C49—H49A	109.7
C12—C11—H11A	119.5	C50—C49—H49A	109.7
C10—C11—H11A	119.5	O8—C49—H49B	109.7
C11—C12—C7	118.6 (2)	C50—C49—H49B	109.7
C11—C12—C38	119.9 (2)	H49A—C49—H49B	108.2
C7—C12—C38	121.2 (2)	O9—C50—C49	109.3 (2)
O3—C13—C18	118.4 (2)	O9—C50—H50A	109.8
O3—C13—C14	121.1 (2)	C49—C50—H50A	109.8
C18—C13—C14	120.6 (2)	O9—C50—H50B	109.8
C15—C14—C13	118.5 (2)	C49—C50—H50B	109.8
C15—C14—C38	120.3 (2)	H50A—C50—H50B	108.3
C13—C14—C38	121.0 (2)	O9—C51—C52	114.2 (2)
C16—C15—C14	121.6 (3)	O9—C51—H51A	108.7
C16—C15—H15A	119.2	C52—C51—H51A	108.7
C14—C15—H15A	119.2	O9—C51—H51B	108.7
C17—C16—C15	119.4 (3)	C52—C51—H51B	108.7
C17—C16—H16A	120.3	H51A—C51—H51B	107.6
C15—C16—H16A	120.3	O10—C52—C51	109.2 (2)
C16—C17—C18	121.0 (3)	O10—C52—H52A	109.8
C16—C17—H17A	119.5	C51—C52—H52A	109.8
C18—C17—H17A	119.5	O10—C52—H52B	109.8
C17—C18—C13	118.9 (3)	C51—C52—H52B	109.8
C17—C18—C39	121.4 (2)	H52A—C52—H52B	108.3
C13—C18—C39	119.7 (2)	O11—C53—Rb1	44.50 (18)
O4—C19—C24	116.5 (2)	O11—C53—H53A	109.5
O4—C19—C20	122.4 (2)	Rb1—C53—H53A	154.0
C24—C19—C20	121.1 (2)	O11—C53—H53B	109.5
C21—C20—C19	118.0 (2)	Rb1—C53—H53B	84.7
C21—C20—C39	119.6 (2)	H53A—C53—H53B	109.5
C19—C20—C39	122.4 (2)	O11—C53—H53C	109.5
C22—C21—C20	121.7 (3)	Rb1—C53—H53C	84.7
C22—C21—H21A	119.2	H53A—C53—H53C	109.5
C20—C21—H21A	119.2	H53B—C53—H53C	109.5
C21—C22—C23	119.5 (2)	Cl3—C54—Cl1	112.0 (2)
C21—C22—H22A	120.3	Cl3—C54—Cl2	110.6 (2)
C23—C22—H22A	120.3	Cl1—C54—Cl2	110.10 (19)
C22—C23—C24	120.9 (3)	Cl3—C54—H54A	108.0
C22—C23—H23A	119.6	Cl1—C54—H54A	108.0
C24—C23—H23A	119.6	Cl2—C54—H54A	108.0

(2)

Crystal data

C52H50CsO10·3(CHCl3)	F(000) = 2684
Mr = 1325.93	Dx = 1.515 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 13.1773 (15) Å	Cell parameters from 9951 reflections
b = 20.344 (2) Å	θ = 2.3–26.9°
c = 22.581 (3) Å	µ = 1.11 mm^−1
β = 106.172 (3)°	T = 173 K
V = 5814.2 (12) Å^3	Block, colourless
Z = 4	0.33 × 0.26 × 0.19 mm

Data collection

Bruker APEX-II CCD diffractometer	9852 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.034
φ and ω scans	θmax = 28.3°, θmin = 1.4°
Absorption correction: multi-scan SADABS	h = −17→17
Tmin = 0.712, Tmax = 0.817	k = −26→27
57934 measured reflections	l = −26→30
14416 independent reflections

Refinement

Refinement on F^2	6 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.046	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.139	w = 1/[σ^2(Fo^2) + (0.0628P)^2 + 6.690P] where P = (Fo^2 + 2Fc^2)/3
S = 1.03	(Δ/σ)max = 0.001
14416 reflections	Δρmax = 1.38 e Å^−3
797 parameters	Δρmin = −0.81 e Å^−3

Special details

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.

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
Cs1	−0.19406 (2)	0.50161 (2)	0.32273 (2)	0.04154 (8)
O1	−0.28564 (19)	0.38608 (11)	0.40220 (10)	0.0425 (5)
H1A	−0.248122	0.368283	0.392874	0.048 (13)*
O2	−0.1402 (2)	0.33204 (12)	0.36977 (11)	0.0489 (6)
O3	−0.12810 (19)	0.34354 (12)	0.26624 (11)	0.0461 (6)
H2A	−0.130039	0.336266	0.322906	0.070 (13)*
O4	−0.2419 (2)	0.42857 (11)	0.19300 (10)	0.0448 (5)
O5	−0.36974 (18)	0.56568 (12)	0.36713 (11)	0.0442 (5)
O10	−0.34488 (19)	0.59744 (11)	0.23722 (10)	0.0443 (5)
C1	−0.2270 (3)	0.43056 (17)	0.13563 (14)	0.0423 (7)
C2	−0.2508 (4)	0.48952 (19)	0.10385 (16)	0.0538 (10)
C3	−0.2343 (5)	0.4946 (2)	0.04592 (19)	0.0765 (15)
H3A	−0.247828	0.535174	0.024335	0.092*
C4	−0.1985 (5)	0.4417 (3)	0.01918 (18)	0.0845 (17)
H4A	−0.188040	0.445629	−0.020626	0.101*
C5	−0.1782 (4)	0.3834 (2)	0.05078 (16)	0.0625 (11)
H5A	−0.154779	0.346917	0.031895	0.075*
C6	−0.1908 (3)	0.37595 (18)	0.10961 (14)	0.0437 (8)
C7	−0.0464 (3)	0.31657 (15)	0.24965 (15)	0.0377 (7)
C8	−0.0617 (3)	0.30110 (15)	0.18743 (15)	0.0394 (7)
C9	0.0226 (3)	0.27540 (17)	0.16936 (17)	0.0464 (8)
H9A	0.013611	0.265264	0.127146	0.056*
C10	0.1189 (3)	0.2643 (2)	0.21138 (18)	0.0550 (9)
H10A	0.176008	0.247353	0.198096	0.066*
C11	0.1321 (3)	0.27801 (19)	0.27284 (18)	0.0522 (9)
H11A	0.198276	0.269158	0.301813	0.063*
C12	0.0506 (3)	0.30453 (16)	0.29331 (15)	0.0399 (7)
C13	−0.0804 (3)	0.28320 (15)	0.40234 (14)	0.0392 (7)
C14	0.0227 (3)	0.27428 (16)	0.39870 (14)	0.0398 (7)
C15	0.0820 (3)	0.22304 (18)	0.43226 (17)	0.0495 (8)
H15A	0.151907	0.215882	0.429659	0.059*
C16	0.0422 (3)	0.18276 (19)	0.46887 (19)	0.0575 (10)
H16A	0.084248	0.148413	0.491729	0.069*
C17	−0.0600 (3)	0.19256 (18)	0.47227 (17)	0.0507 (9)
H17A	−0.087316	0.164963	0.498109	0.061*
C18	−0.1236 (3)	0.24208 (16)	0.43855 (14)	0.0402 (7)
C19	−0.2979 (3)	0.36345 (16)	0.45610 (14)	0.0365 (7)
C20	−0.2701 (3)	0.29968 (16)	0.47787 (15)	0.0401 (7)
C21	−0.2832 (3)	0.28296 (18)	0.53489 (17)	0.0504 (9)
H21A	−0.262351	0.240453	0.551208	0.060*
C22	−0.3254 (3)	0.3261 (2)	0.56839 (17)	0.0555 (10)
H22A	−0.333178	0.313425	0.607403	0.067*
C23	−0.3566 (3)	0.38784 (19)	0.54508 (16)	0.0491 (8)
H23A	−0.388172	0.417017	0.567634	0.059*
C24	−0.3426 (3)	0.40791 (16)	0.48928 (15)	0.0393 (7)
C25	−0.4603 (3)	0.52888 (17)	0.36182 (16)	0.0415 (7)
C26	−0.4604 (3)	0.48244 (17)	0.40765 (17)	0.0421 (8)
C27	−0.5495 (3)	0.44318 (19)	0.3991 (2)	0.0533 (9)
H27A	−0.551458	0.410942	0.429158	0.064*
C28	−0.6350 (3)	0.4498 (2)	0.3480 (2)	0.0616 (11)
H28A	−0.695004	0.422252	0.342980	0.074*
C29	−0.6335 (3)	0.4964 (2)	0.3043 (2)	0.0599 (11)
H29A	−0.693464	0.501143	0.269574	0.072*
C30	−0.5456 (3)	0.53695 (18)	0.30953 (18)	0.0499 (9)
C31	−0.4240 (3)	0.56564 (16)	0.19310 (15)	0.0462 (8)
C32	−0.5237 (3)	0.55993 (18)	0.20280 (17)	0.0525 (9)
C33	−0.6010 (4)	0.5280 (2)	0.1576 (2)	0.0700 (13)
H33A	−0.670387	0.524563	0.162075	0.084*
C34	−0.5796 (4)	0.5015 (2)	0.1068 (2)	0.0788 (16)
H34A	−0.634031	0.479735	0.076670	0.095*
C35	−0.4795 (4)	0.5061 (2)	0.09890 (18)	0.0659 (12)
H35A	−0.465456	0.486536	0.063803	0.079*
C36	−0.3994 (3)	0.53891 (18)	0.14163 (15)	0.0512 (9)
C37	−0.1697 (3)	0.31010 (17)	0.14171 (16)	0.0443 (8)
C38	0.0685 (3)	0.32156 (17)	0.36121 (16)	0.0443 (8)
H38A	0.145633	0.324638	0.380616	0.053*
H38B	0.038191	0.365635	0.363773	0.053*
C39	−0.2380 (3)	0.24812 (16)	0.43756 (15)	0.0430 (8)
H39A	−0.260894	0.204776	0.449101	0.052*
H39B	−0.279172	0.256660	0.394391	0.052*
C40	−0.3683 (3)	0.47630 (17)	0.46451 (16)	0.0417 (7)
H40A	−0.304914	0.494687	0.455120	0.050*
H40B	−0.382841	0.503747	0.497401	0.050*
C41	−0.5467 (3)	0.58792 (19)	0.26009 (18)	0.0533 (9)
H41A	−0.616857	0.609409	0.247923	0.064*
H41B	−0.493485	0.622141	0.277835	0.064*
C42	−0.2912 (3)	0.54698 (18)	0.13313 (17)	0.0552 (10)
H42A	−0.240765	0.555377	0.173976	0.066*
H42B	−0.291533	0.586409	0.107379	0.066*
C43	−0.3566 (4)	0.62251 (19)	0.4060 (2)	0.0653 (12)
H43A	−0.372193	0.610994	0.445136	0.078*	0.612 (9)
H43B	−0.406737	0.657201	0.385352	0.078*	0.612 (9)
H43C	−0.383026	0.661321	0.379773	0.078*	0.388 (9)
H43D	−0.401419	0.617181	0.434306	0.078*	0.388 (9)
O6	−0.1694 (5)	0.5971 (3)	0.4445 (3)	0.0530 (16)	0.612 (9)
O7	0.0099 (5)	0.5228 (5)	0.4297 (3)	0.0690 (19)	0.612 (9)
O8	0.0130 (8)	0.5601 (4)	0.2952 (4)	0.079 (3)	0.612 (9)
O9	−0.1525 (6)	0.6632 (4)	0.2742 (3)	0.0621 (17)	0.612 (9)
C44	−0.2439 (11)	0.6481 (5)	0.4194 (5)	0.052 (3)	0.612 (9)
H44C	−0.231500	0.664871	0.380895	0.063*	0.612 (9)
H44D	−0.233865	0.684961	0.449116	0.063*	0.612 (9)
C45	−0.063 (2)	0.6227 (13)	0.4544 (10)	0.077 (5)	0.612 (9)
H45C	−0.050742	0.659108	0.484658	0.092*	0.612 (9)
H45D	−0.053743	0.639670	0.415231	0.092*	0.612 (9)
C46	0.0112 (7)	0.5684 (6)	0.4779 (4)	0.095 (4)	0.612 (9)
H46C	0.083422	0.586206	0.494673	0.114*	0.612 (9)
H46D	−0.008770	0.545552	0.511765	0.114*	0.612 (9)
C47	0.0999 (14)	0.5336 (11)	0.4094 (6)	0.086 (4)	0.612 (9)
H47C	0.131107	0.575770	0.427535	0.103*	0.612 (9)
H47D	0.151443	0.498771	0.427989	0.103*	0.612 (9)
C48	0.0940 (12)	0.5357 (14)	0.3483 (10)	0.171 (9)	0.612 (9)
H48A	0.104998	0.489570	0.337625	0.205*	0.612 (9)
H48B	0.158819	0.559460	0.346747	0.205*	0.612 (9)
C49	0.0290 (7)	0.6377 (6)	0.2979 (5)	0.093 (3)	0.612 (9)
H49A	0.029204	0.654985	0.338955	0.112*	0.612 (9)
H49B	0.096479	0.649745	0.289558	0.112*	0.612 (9)
O6'	−0.1746 (8)	0.6206 (6)	0.4189 (5)	0.056 (3)	0.388 (9)
O7'	0.0061 (8)	0.5553 (6)	0.4134 (5)	0.056 (2)	0.388 (9)
O8'	0.0208 (12)	0.5824 (8)	0.3200 (7)	0.081 (4)	0.388 (9)
O9'	−0.1545 (10)	0.6410 (6)	0.2476 (8)	0.081 (4)	0.388 (9)
C44'	−0.2604 (18)	0.6345 (9)	0.4387 (8)	0.058 (4)	0.388 (9)
H44A	−0.250561	0.611085	0.478373	0.070*	0.388 (9)
H44B	−0.257024	0.682062	0.448382	0.070*	0.388 (9)
C45'	−0.079 (3)	0.628 (2)	0.4657 (13)	0.064 (7)	0.388 (9)
H45A	−0.073846	0.595228	0.498554	0.077*	0.388 (9)
H45B	−0.075355	0.672676	0.484171	0.077*	0.388 (9)
C46'	0.0060 (13)	0.6194 (8)	0.4369 (9)	0.090 (5)	0.388 (9)
H46A	−0.002254	0.651510	0.402998	0.109*	0.388 (9)
H46B	0.074545	0.627939	0.467699	0.109*	0.388 (9)
C47'	0.100 (2)	0.532 (2)	0.3898 (9)	0.123 (13)	0.388 (9)
H47A	0.164320	0.526088	0.424437	0.147*	0.388 (9)
H47B	0.082823	0.489858	0.367157	0.147*	0.388 (9)
C48'	0.1120 (15)	0.5778 (6)	0.3540 (17)	0.111 (11)	0.388 (9)
H48C	0.135690	0.619190	0.376761	0.133*	0.388 (9)
H48D	0.162513	0.565284	0.330698	0.133*	0.388 (9)
C49'	0.0088 (13)	0.6085 (8)	0.2419 (9)	0.099 (6)	0.388 (9)
H49C	0.076293	0.622871	0.234936	0.119*	0.388 (9)
H49D	−0.027977	0.576436	0.210211	0.119*	0.388 (9)
C50	−0.0591 (5)	0.6634 (3)	0.2509 (3)	0.0823 (15)
H50A	−0.072342	0.635907	0.213368	0.099*	0.612 (9)
H50B	−0.043642	0.708739	0.240145	0.099*	0.612 (9)
H50C	−0.028137	0.683943	0.291709	0.099*	0.388 (9)
H50D	−0.063539	0.697219	0.218803	0.099*	0.388 (9)
C51	−0.2374 (5)	0.6889 (2)	0.2374 (4)	0.101 (2)
H51A	−0.224897	0.690513	0.196167	0.121*	0.612 (9)
H51B	−0.239182	0.735126	0.250781	0.121*	0.612 (9)
H51C	−0.221815	0.718855	0.273361	0.121*	0.388 (9)
H51D	−0.235547	0.715489	0.200984	0.121*	0.388 (9)
C52	−0.3359 (4)	0.6658 (2)	0.2283 (3)	0.0831 (16)
H52A	−0.377032	0.676655	0.185678	0.100*
H52B	−0.369013	0.689228	0.256584	0.100*
Cl1	−0.45419 (11)	0.31664 (8)	0.14680 (6)	0.0866 (4)
Cl2	−0.62663 (10)	0.34169 (10)	0.19767 (8)	0.1104 (6)
Cl3	−0.41560 (9)	0.36382 (6)	0.27224 (5)	0.0665 (3)
C53	−0.4990 (3)	0.3657 (2)	0.1976 (2)	0.0641 (11)
H53A	−0.502602	0.412040	0.182500	0.077*
Cl4	0.05240 (16)	0.76224 (11)	0.14233 (8)	0.1217 (6)
Cl5	−0.01375 (15)	0.67774 (8)	0.03250 (11)	0.1190 (6)
Cl6	0.13452 (10)	0.78109 (7)	0.03924 (7)	0.0820 (4)
C54	0.0275 (4)	0.7549 (2)	0.0629 (2)	0.0760 (13)
H54A	−0.031586	0.785908	0.044250	0.091*
Cl7	0.1018 (7)	0.4430 (3)	0.2085 (2)	0.086 (2)	0.388 (14)
Cl8	0.1233 (8)	0.4214 (7)	0.0884 (4)	0.166 (5)	0.388 (14)
Cl9	0.0831 (9)	0.5562 (3)	0.1418 (5)	0.136 (4)	0.388 (14)
Cl7'	0.0788 (11)	0.4569 (6)	0.2127 (3)	0.264 (6)	0.612 (14)
Cl8'	0.1404 (6)	0.4240 (3)	0.1057 (5)	0.183 (3)	0.612 (14)
Cl9'	0.0574 (10)	0.5405 (5)	0.1039 (8)	0.264 (7)	0.612 (14)
C55	0.0532 (5)	0.4653 (3)	0.1345 (3)	0.133 (3)
H55A	−0.024587	0.457047	0.119511	0.160*	0.388 (14)
H55B	−0.018505	0.446458	0.115163	0.160*	0.612 (14)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cs1	0.04804 (13)	0.03752 (12)	0.03642 (11)	0.00412 (9)	0.00740 (8)	−0.00432 (8)
O1	0.0536 (14)	0.0413 (13)	0.0394 (12)	0.0127 (11)	0.0245 (11)	0.0055 (10)
O2	0.0626 (15)	0.0506 (14)	0.0425 (13)	0.0224 (12)	0.0296 (12)	0.0125 (11)
O3	0.0475 (13)	0.0572 (15)	0.0383 (12)	0.0148 (11)	0.0200 (10)	0.0076 (11)
O4	0.0646 (15)	0.0415 (13)	0.0325 (11)	0.0069 (11)	0.0203 (11)	−0.0001 (9)
O5	0.0440 (13)	0.0463 (13)	0.0437 (13)	0.0009 (10)	0.0146 (10)	−0.0078 (10)
O10	0.0588 (14)	0.0333 (12)	0.0361 (12)	0.0072 (10)	0.0054 (10)	−0.0002 (9)
C1	0.0510 (19)	0.0473 (19)	0.0270 (14)	0.0054 (15)	0.0084 (13)	−0.0021 (13)
C2	0.076 (3)	0.054 (2)	0.0296 (16)	0.0169 (19)	0.0127 (16)	0.0033 (15)
C3	0.124 (4)	0.073 (3)	0.0355 (19)	0.039 (3)	0.026 (2)	0.0162 (19)
C4	0.127 (4)	0.099 (4)	0.0319 (19)	0.046 (3)	0.030 (2)	0.013 (2)
C5	0.080 (3)	0.075 (3)	0.0329 (18)	0.025 (2)	0.0149 (18)	−0.0038 (18)
C6	0.0487 (19)	0.050 (2)	0.0302 (15)	0.0063 (15)	0.0071 (14)	−0.0051 (14)
C7	0.0438 (17)	0.0323 (16)	0.0421 (17)	0.0008 (13)	0.0205 (14)	0.0018 (13)
C8	0.0477 (18)	0.0299 (15)	0.0437 (17)	−0.0006 (13)	0.0181 (14)	−0.0005 (13)
C9	0.057 (2)	0.0432 (19)	0.0439 (18)	0.0022 (16)	0.0220 (16)	−0.0078 (15)
C10	0.053 (2)	0.061 (2)	0.057 (2)	0.0105 (18)	0.0251 (18)	−0.0113 (18)
C11	0.0428 (19)	0.056 (2)	0.056 (2)	0.0066 (16)	0.0115 (16)	−0.0066 (17)
C12	0.0447 (18)	0.0359 (17)	0.0408 (17)	0.0010 (14)	0.0146 (14)	−0.0020 (13)
C13	0.0553 (19)	0.0318 (16)	0.0289 (14)	0.0066 (14)	0.0092 (13)	−0.0040 (12)
C14	0.0460 (18)	0.0388 (17)	0.0333 (15)	0.0025 (14)	0.0089 (13)	−0.0083 (13)
C15	0.0450 (19)	0.049 (2)	0.050 (2)	0.0071 (16)	0.0056 (16)	−0.0046 (16)
C16	0.061 (2)	0.046 (2)	0.058 (2)	0.0113 (18)	0.0038 (19)	0.0079 (17)
C17	0.067 (2)	0.0400 (19)	0.0444 (19)	0.0034 (17)	0.0134 (17)	0.0043 (15)
C18	0.0543 (19)	0.0328 (16)	0.0319 (15)	0.0037 (14)	0.0094 (14)	−0.0057 (12)
C19	0.0429 (17)	0.0370 (16)	0.0332 (15)	−0.0004 (13)	0.0169 (13)	−0.0006 (12)
C20	0.0488 (19)	0.0356 (17)	0.0394 (16)	−0.0016 (14)	0.0183 (14)	−0.0013 (13)
C21	0.070 (2)	0.0404 (19)	0.0463 (19)	−0.0025 (17)	0.0257 (18)	0.0031 (15)
C22	0.079 (3)	0.055 (2)	0.0417 (19)	−0.007 (2)	0.0332 (19)	0.0022 (16)
C23	0.060 (2)	0.051 (2)	0.0458 (19)	−0.0038 (17)	0.0301 (17)	−0.0090 (16)
C24	0.0426 (17)	0.0392 (17)	0.0400 (16)	−0.0033 (14)	0.0178 (14)	−0.0045 (13)
C25	0.0394 (17)	0.0393 (18)	0.0485 (19)	0.0050 (14)	0.0170 (15)	−0.0121 (15)
C26	0.0421 (18)	0.0369 (17)	0.0511 (19)	0.0065 (13)	0.0195 (15)	−0.0105 (14)
C27	0.048 (2)	0.047 (2)	0.071 (3)	0.0027 (16)	0.0254 (19)	−0.0087 (18)
C28	0.044 (2)	0.059 (2)	0.082 (3)	−0.0027 (18)	0.019 (2)	−0.013 (2)
C29	0.0415 (19)	0.061 (3)	0.073 (3)	0.0081 (18)	0.0078 (18)	−0.013 (2)
C30	0.0443 (19)	0.046 (2)	0.059 (2)	0.0118 (16)	0.0137 (16)	−0.0110 (17)
C31	0.057 (2)	0.0371 (17)	0.0351 (16)	0.0159 (15)	−0.0029 (15)	0.0031 (13)
C32	0.056 (2)	0.045 (2)	0.0460 (19)	0.0177 (17)	−0.0029 (16)	−0.0021 (16)
C33	0.053 (2)	0.074 (3)	0.067 (3)	0.018 (2)	−0.010 (2)	−0.014 (2)
C34	0.077 (3)	0.078 (3)	0.056 (3)	0.022 (2)	−0.025 (2)	−0.018 (2)
C35	0.082 (3)	0.065 (3)	0.0371 (19)	0.027 (2)	−0.0057 (19)	−0.0045 (17)
C36	0.071 (2)	0.042 (2)	0.0321 (16)	0.0184 (17)	0.0012 (16)	0.0030 (14)
C37	0.0499 (19)	0.0376 (18)	0.0423 (18)	−0.0005 (14)	0.0077 (15)	−0.0053 (14)
C38	0.0449 (18)	0.0432 (19)	0.0437 (18)	0.0003 (15)	0.0104 (15)	−0.0062 (14)
C39	0.058 (2)	0.0333 (16)	0.0401 (17)	−0.0003 (15)	0.0180 (15)	−0.0026 (13)
C40	0.0484 (19)	0.0371 (16)	0.0442 (18)	0.0033 (14)	0.0203 (15)	−0.0078 (14)
C41	0.051 (2)	0.048 (2)	0.057 (2)	0.0174 (17)	0.0083 (17)	−0.0039 (17)
C42	0.084 (3)	0.043 (2)	0.0381 (18)	0.0137 (19)	0.0169 (18)	0.0061 (15)
C43	0.069 (3)	0.035 (2)	0.097 (3)	−0.0050 (18)	0.033 (3)	−0.019 (2)
O6	0.060 (3)	0.054 (3)	0.040 (3)	−0.008 (3)	0.007 (3)	0.002 (2)
O7	0.054 (3)	0.091 (6)	0.054 (4)	−0.003 (4)	0.004 (3)	−0.005 (4)
O8	0.081 (4)	0.061 (5)	0.082 (6)	−0.005 (3)	0.001 (4)	−0.007 (3)
O9	0.066 (4)	0.053 (4)	0.065 (4)	−0.005 (3)	0.013 (3)	0.012 (3)
C44	0.073 (7)	0.036 (5)	0.044 (5)	−0.012 (4)	0.009 (4)	−0.001 (4)
C45	0.068 (8)	0.100 (10)	0.067 (10)	−0.026 (7)	0.028 (7)	−0.053 (7)
C46	0.057 (5)	0.156 (11)	0.056 (5)	0.006 (6)	−0.012 (4)	−0.031 (6)
C47	0.054 (6)	0.160 (13)	0.040 (8)	0.017 (6)	0.009 (6)	−0.009 (7)
C48	0.085 (10)	0.31 (3)	0.128 (15)	0.094 (15)	0.041 (10)	0.010 (18)
C49	0.069 (5)	0.121 (9)	0.097 (7)	−0.004 (5)	0.034 (5)	0.020 (7)
O6'	0.046 (5)	0.064 (7)	0.057 (6)	−0.007 (5)	0.015 (5)	−0.028 (5)
O7'	0.053 (5)	0.061 (6)	0.051 (5)	−0.005 (5)	0.007 (4)	−0.005 (4)
O8'	0.064 (7)	0.081 (10)	0.097 (11)	0.003 (7)	0.021 (8)	0.024 (7)
O9'	0.067 (6)	0.049 (6)	0.132 (12)	−0.003 (5)	0.034 (8)	−0.001 (6)
C44'	0.085 (11)	0.033 (8)	0.057 (10)	0.003 (7)	0.021 (8)	−0.013 (6)
C45'	0.064 (14)	0.083 (11)	0.038 (8)	0.002 (9)	0.001 (9)	−0.042 (8)
C46'	0.077 (10)	0.083 (10)	0.099 (12)	−0.015 (8)	0.004 (9)	−0.040 (9)
C47'	0.041 (8)	0.29 (4)	0.030 (12)	0.034 (12)	0.005 (9)	−0.053 (16)
C48'	0.051 (8)	0.031 (6)	0.24 (3)	−0.007 (6)	0.024 (11)	−0.015 (10)
C49'	0.102 (11)	0.091 (11)	0.124 (15)	0.014 (9)	0.064 (11)	0.013 (10)
C50	0.095 (4)	0.072 (3)	0.090 (4)	−0.008 (3)	0.041 (3)	0.019 (3)
C51	0.082 (4)	0.048 (3)	0.168 (6)	0.002 (3)	0.028 (4)	−0.005 (3)
C52	0.079 (3)	0.035 (2)	0.122 (4)	0.010 (2)	0.006 (3)	0.016 (2)
Cl1	0.0828 (8)	0.1056 (10)	0.0741 (8)	−0.0050 (7)	0.0263 (6)	−0.0240 (7)
Cl2	0.0508 (7)	0.1559 (15)	0.1190 (12)	0.0015 (8)	0.0142 (7)	−0.0344 (11)
Cl3	0.0647 (6)	0.0757 (7)	0.0559 (6)	−0.0074 (5)	0.0117 (5)	0.0039 (5)
C53	0.062 (2)	0.062 (3)	0.062 (3)	0.007 (2)	0.007 (2)	−0.001 (2)
Cl4	0.1341 (14)	0.1629 (17)	0.0877 (10)	0.0110 (12)	0.0634 (10)	0.0205 (11)
Cl5	0.1233 (13)	0.0696 (9)	0.1844 (19)	0.0099 (8)	0.0762 (13)	−0.0057 (10)
Cl6	0.0803 (8)	0.0862 (9)	0.0957 (9)	0.0159 (7)	0.0511 (7)	0.0148 (7)
C54	0.076 (3)	0.073 (3)	0.094 (4)	0.006 (2)	0.048 (3)	0.002 (3)
Cl7	0.119 (4)	0.059 (3)	0.061 (3)	−0.034 (3)	−0.005 (2)	0.0002 (17)
Cl8	0.103 (5)	0.324 (14)	0.083 (4)	−0.022 (6)	0.046 (3)	0.044 (5)
Cl9	0.171 (6)	0.079 (4)	0.196 (8)	0.046 (3)	0.112 (6)	0.077 (4)
Cl7'	0.251 (9)	0.270 (9)	0.204 (7)	−0.182 (8)	−0.048 (6)	0.079 (6)
Cl8'	0.095 (3)	0.137 (4)	0.301 (9)	−0.020 (3)	0.029 (5)	0.060 (4)
Cl9'	0.276 (10)	0.259 (9)	0.329 (14)	0.098 (8)	0.200 (11)	0.212 (9)
C55	0.066 (4)	0.178 (7)	0.149 (7)	−0.009 (4)	0.018 (4)	0.101 (6)

Geometric parameters (Å, º)

Cs1—O7'	3.055 (10)	C25—C26	1.401 (5)
Cs1—O10	3.056 (2)	C26—C27	1.388 (5)
Cs1—O5	3.059 (2)	C26—C40	1.507 (5)
Cs1—O7	3.103 (7)	C27—C28	1.377 (6)
Cs1—O4	3.187 (2)	C28—C29	1.372 (6)
Cs1—O8	3.193 (11)	C29—C30	1.400 (6)
Cs1—O6'	3.214 (9)	C30—C41	1.521 (6)
Cs1—O8'	3.289 (15)	C31—C32	1.395 (6)
Cs1—O6	3.308 (6)	C31—C36	1.400 (5)
Cs1—O1	3.377 (2)	C32—C33	1.386 (6)
Cs1—O9'	3.418 (13)	C32—C41	1.519 (5)
Cs1—O9	3.556 (7)	C33—C34	1.366 (7)
O1—C19	1.352 (4)	C34—C35	1.383 (8)
O2—C13	1.351 (4)	C35—C36	1.387 (6)
O3—C7	1.351 (4)	C36—C42	1.500 (6)
O4—C1	1.364 (4)	C43—C44'	1.30 (2)
O5—C25	1.386 (4)	C43—C44	1.522 (13)
O5—C43	1.432 (4)	O6—C44	1.432 (15)
O10—C31	1.386 (4)	O6—C45	1.45 (3)
O10—C52	1.414 (5)	O7—C47	1.403 (19)
C1—C2	1.388 (5)	O7—C46	1.427 (12)
C1—C6	1.401 (5)	O8—C48	1.45 (2)
C2—C3	1.389 (5)	O8—C49	1.592 (15)
C2—C42	1.511 (5)	O9—C51	1.302 (9)
C3—C4	1.379 (6)	O9—C50	1.466 (9)
C4—C5	1.371 (6)	C45—C46	1.48 (3)
C5—C6	1.392 (5)	C47—C48	1.36 (2)
C6—C37	1.512 (5)	C49—C50	1.435 (11)
C7—C8	1.398 (4)	O6'—C44'	1.36 (2)
C7—C12	1.401 (5)	O6'—C45'	1.41 (4)
C8—C9	1.388 (5)	O7'—C46'	1.408 (17)
C8—C37	1.518 (5)	O7'—C47'	1.55 (3)
C9—C10	1.374 (5)	O8'—C48'	1.24 (3)
C10—C11	1.378 (5)	O8'—C49'	1.80 (2)
C11—C12	1.392 (5)	O8'—C47'	1.93 (4)
C12—C38	1.525 (5)	O9'—C50	1.319 (13)
C13—C14	1.396 (5)	O9'—C51	1.434 (13)
C13—C18	1.396 (5)	C45'—C46'	1.45 (3)
C14—C15	1.394 (5)	C47'—C48'	1.27 (4)
C14—C38	1.513 (5)	C49'—C50	1.480 (16)
C15—C16	1.368 (6)	C51—C52	1.342 (7)
C16—C17	1.384 (6)	Cl1—C53	1.742 (5)
C17—C18	1.393 (5)	Cl2—C53	1.752 (5)
C18—C39	1.507 (5)	Cl3—C53	1.737 (4)
C19—C20	1.400 (4)	Cl4—C54	1.737 (5)
C19—C24	1.404 (4)	Cl5—C54	1.739 (5)
C20—C21	1.388 (5)	Cl6—C54	1.726 (5)
C20—C39	1.524 (4)	Cl7—C55	1.677 (9)
C21—C22	1.373 (5)	Cl8—C55	1.808 (14)
C22—C23	1.380 (5)	Cl9—C55	1.889 (11)
C23—C24	1.385 (5)	Cl7'—C55	1.713 (5)
C24—C40	1.503 (5)	Cl8'—C55	1.692 (5)
C25—C30	1.395 (5)	Cl9'—C55	1.687 (5)
O7'—Cs1—O10	118.9 (2)	O5—C25—C30	118.8 (3)
O7'—Cs1—O5	102.6 (2)	O5—C25—C26	118.6 (3)
O10—Cs1—O5	61.11 (6)	C30—C25—C26	122.6 (3)
O10—Cs1—O7	132.30 (18)	O5—C25—Cs1	44.50 (14)
O5—Cs1—O7	104.85 (15)	C30—C25—Cs1	112.9 (2)
O7'—Cs1—O4	134.1 (2)	C26—C25—Cs1	104.9 (2)
O10—Cs1—O4	77.84 (6)	C27—C26—C25	117.3 (3)
O5—Cs1—O4	121.73 (6)	C27—C26—C40	121.4 (3)
O7—Cs1—O4	133.39 (15)	C25—C26—C40	121.3 (3)
O10—Cs1—O8	94.6 (2)	C28—C27—C26	121.6 (4)
O5—Cs1—O8	132.13 (17)	C29—C28—C27	119.9 (4)
O7—Cs1—O8	59.8 (2)	C28—C29—C30	121.6 (4)
O4—Cs1—O8	87.48 (15)	C25—C30—C29	117.1 (4)
O7'—Cs1—O6'	52.1 (3)	C25—C30—C41	122.8 (3)
O10—Cs1—O6'	82.1 (2)	C29—C30—C41	120.1 (4)
O5—Cs1—O6'	51.89 (18)	O10—C31—C32	118.6 (3)
O4—Cs1—O6'	158.5 (3)	O10—C31—C36	118.4 (3)
O7'—Cs1—O8'	41.2 (4)	C32—C31—C36	122.9 (3)
O10—Cs1—O8'	94.6 (3)	O10—C31—Cs1	47.84 (14)
O5—Cs1—O8'	121.8 (3)	C32—C31—Cs1	115.7 (2)
O4—Cs1—O8'	99.6 (3)	C36—C31—Cs1	100.7 (2)
O6'—Cs1—O8'	74.3 (4)	C33—C32—C31	117.0 (4)
O10—Cs1—O6	92.65 (12)	C33—C32—C41	121.5 (4)
O5—Cs1—O6	52.07 (12)	C31—C32—C41	121.5 (3)
O7—Cs1—O6	53.72 (19)	C34—C33—C32	121.4 (5)
O4—Cs1—O6	170.49 (12)	C33—C34—C35	120.6 (4)
O8—Cs1—O6	92.9 (2)	C34—C35—C36	120.7 (4)
O7'—Cs1—O1	105.2 (2)	C35—C36—C31	117.2 (4)
O10—Cs1—O1	120.92 (6)	C35—C36—C42	122.0 (4)
O5—Cs1—O1	72.98 (6)	C31—C36—C42	120.8 (3)
O7—Cs1—O1	92.48 (17)	C6—C37—C8	116.4 (3)
O4—Cs1—O1	98.95 (6)	C14—C38—C12	116.3 (3)
O8—Cs1—O1	144.5 (2)	C18—C39—C20	119.3 (3)
O6'—Cs1—O1	97.9 (2)	C24—C40—C26	116.0 (3)
O8'—Cs1—O1	142.6 (3)	C32—C41—C30	114.0 (3)
O6—Cs1—O1	86.23 (12)	C36—C42—C2	115.7 (3)
O7'—Cs1—O9'	79.2 (3)	C44'—C43—O5	115.6 (8)
O10—Cs1—O9'	47.1 (2)	O5—C43—C44	110.1 (6)
O5—Cs1—O9'	92.5 (2)	C44—O6—C45	109.1 (13)
O4—Cs1—O9'	87.1 (3)	C44—O6—Cs1	101.5 (6)
O6'—Cs1—O9'	73.5 (3)	C45—O6—Cs1	101.9 (8)
O8'—Cs1—O9'	47.5 (3)	C47—O7—C46	108.5 (10)
O1—Cs1—O9'	165.3 (2)	C47—O7—Cs1	113.3 (7)
O10—Cs1—O9	49.03 (13)	C46—O7—Cs1	120.5 (5)
O5—Cs1—O9	84.41 (14)	C48—O8—C49	104.4 (13)
O7—Cs1—O9	86.4 (2)	C48—O8—Cs1	100.6 (11)
O4—Cs1—O9	98.97 (13)	C49—O8—Cs1	118.2 (6)
O8—Cs1—O9	51.8 (2)	C51—O9—C50	115.3 (6)
O6—Cs1—O9	74.03 (14)	C51—O9—Cs1	112.9 (5)
O1—Cs1—O9	156.29 (14)	C50—O9—Cs1	109.2 (4)
C19—O1—Cs1	149.9 (2)	O6—C44—C43	110.8 (7)
C13—O2—Cs1	153.8 (2)	O6—C44—Cs1	57.2 (5)
C7—O3—Cs1	137.7 (2)	C43—C44—Cs1	86.2 (5)
C1—O4—Cs1	144.6 (2)	O6—C45—C46	107.7 (18)
C25—O5—C43	116.3 (3)	O6—C45—Cs1	56.6 (7)
C25—O5—Cs1	116.99 (17)	C46—C45—Cs1	84.8 (9)
C43—O5—Cs1	124.8 (2)	O7—C46—C45	110.3 (10)
C31—O10—C52	115.6 (3)	C48—C47—O7	121.5 (16)
C31—O10—Cs1	112.53 (17)	C48—C47—Cs1	74.2 (11)
C52—O10—Cs1	130.6 (2)	O7—C47—Cs1	47.3 (6)
O4—C1—C2	116.4 (3)	C47—C48—O8	132.0 (14)
O4—C1—C6	122.0 (3)	C47—C48—Cs1	85.4 (12)
C2—C1—C6	121.5 (3)	O8—C48—Cs1	57.0 (8)
C1—C2—C3	118.6 (3)	C50—C49—O8	105.2 (8)
C1—C2—C42	119.9 (3)	C44'—O6'—C45'	112.4 (17)
C3—C2—C42	121.4 (3)	C44'—O6'—Cs1	117.6 (9)
C4—C3—C2	121.1 (4)	C45'—O6'—Cs1	118.5 (14)
C5—C4—C3	119.2 (4)	C46'—O7'—C47'	120 (2)
C4—C5—C6	122.2 (4)	C46'—O7'—Cs1	119.5 (9)
C5—C6—C1	117.3 (3)	C47'—O7'—Cs1	106.3 (12)
C5—C6—C37	120.0 (3)	C48'—O8'—C49'	116 (2)
C1—C6—C37	122.7 (3)	C48'—O8'—C47'	40.7 (15)
O3—C7—C8	117.8 (3)	C49'—O8'—C47'	146.8 (13)
O3—C7—C12	121.1 (3)	C48'—O8'—Cs1	130.1 (15)
C8—C7—C12	121.1 (3)	C49'—O8'—Cs1	108.9 (9)
C9—C8—C7	118.5 (3)	C47'—O8'—Cs1	89.4 (13)
C9—C8—C37	121.4 (3)	C50—O9'—C51	116.5 (9)
C7—C8—C37	120.1 (3)	C50—O9'—Cs1	122.2 (8)
C10—C9—C8	121.3 (3)	C51—O9'—Cs1	115.4 (7)
C9—C10—C11	119.7 (3)	C43—C44'—O6'	122.9 (14)
C10—C11—C12	121.3 (3)	O6'—C45'—C46'	107 (2)
C11—C12—C7	118.1 (3)	O7'—C46'—C45'	111.5 (19)
C11—C12—C38	120.3 (3)	C48'—C47'—O7'	104 (3)
C7—C12—C38	121.6 (3)	C48'—C47'—O8'	39.2 (13)
O2—C13—C14	119.5 (3)	O7'—C47'—O8'	79.5 (16)
O2—C13—C18	119.3 (3)	C48'—C47'—Cs1	99.3 (17)
C14—C13—C18	121.2 (3)	O7'—C47'—Cs1	50.6 (10)
C15—C14—C13	118.2 (3)	O8'—C47'—Cs1	60.1 (9)
C15—C14—C38	122.0 (3)	O8'—C48'—C47'	100.1 (19)
C13—C14—C38	119.8 (3)	C50—C49'—O8'	88.8 (11)
C16—C15—C14	121.7 (4)	C49—C50—O9	108.7 (6)
C15—C16—C17	119.3 (3)	O9'—C50—C49'	109.6 (10)
C16—C17—C18	121.3 (4)	O9—C51—C52	125.4 (6)
C17—C18—C13	118.2 (3)	C52—C51—O9'	116.6 (6)
C17—C18—C39	120.9 (3)	C51—C52—O10	116.0 (4)
C13—C18—C39	120.7 (3)	C53—Cl3—Cs1	118.57 (17)
O1—C19—C20	123.1 (3)	Cl3—C53—Cl1	112.8 (2)
O1—C19—C24	115.7 (3)	Cl3—C53—Cl2	109.9 (3)
C20—C19—C24	121.2 (3)	Cl1—C53—Cl2	110.0 (2)
C21—C20—C19	117.7 (3)	Cl6—C54—Cl4	111.0 (3)
C21—C20—C39	120.8 (3)	Cl6—C54—Cl5	110.4 (3)
C19—C20—C39	121.2 (3)	Cl4—C54—Cl5	115.7 (3)
C22—C21—C20	121.9 (3)	Cl9'—C55—Cl8'	101.0 (5)
C21—C22—C23	119.7 (3)	Cl9'—C55—Cl7'	119.5 (7)
C22—C23—C24	120.9 (3)	Cl8'—C55—Cl7'	112.8 (6)
C23—C24—C19	118.5 (3)	Cl7—C55—Cl8	109.1 (6)
C23—C24—C40	122.6 (3)	Cl7—C55—Cl9	99.5 (6)
C19—C24—C40	118.8 (3)	Cl8—C55—Cl9	113.9 (6)

(3)

Crystal data

C52H54Cs2O11·CHCl3	F(000) = 2488
Mr = 1240.14	Dx = 1.573 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 13.166 (5) Å	Cell parameters from 8228 reflections
b = 31.338 (12) Å	θ = 2.5–27.6°
c = 14.278 (5) Å	µ = 1.60 mm^−1
β = 117.28 (2)°	T = 173 K
V = 5236 (4) Å^3	Block, colourless
Z = 4	0.47 × 0.20 × 0.17 mm

Data collection

Bruker APEX-II CCD diffractometer	9013 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.059
φ and ω scans	θmax = 28.0°, θmin = 1.3°
Absorption correction: multi-scan SADABS	h = −17→15
Tmin = 0.519, Tmax = 0.772	k = −41→41
73709 measured reflections	l = −18→18
12632 independent reflections

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.049	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.130	w = 1/[σ^2(Fo^2) + (0.0525P)^2 + 11.0749P] where P = (Fo^2 + 2Fc^2)/3
S = 1.03	(Δ/σ)max = 0.002
12632 reflections	Δρmax = 2.28 e Å^−3
629 parameters	Δρmin = −1.91 e Å^−3

Special details

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.

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

	x	y	z	Uiso*/Ueq
Cs1	0.15507 (3)	0.62805 (2)	0.48679 (2)	0.05370 (11)
Cs2	0.38371 (2)	0.69645 (2)	0.83966 (2)	0.03858 (9)
O1	0.3238 (2)	0.73456 (8)	0.6244 (2)	0.0335 (6)
H1A	0.390356	0.707328	0.588591	0.10 (2)*
O2	0.4262 (3)	0.69054 (9)	0.5539 (2)	0.0364 (7)
O3	0.3343 (3)	0.57705 (9)	0.6826 (2)	0.0364 (7)
O4	0.2177 (3)	0.62292 (9)	0.7311 (2)	0.0336 (6)
H4B	0.279 (5)	0.6025 (18)	0.718 (4)	0.066 (16)*
O5	0.3159 (2)	0.58535 (10)	0.4101 (2)	0.0382 (7)
O6	0.0861 (3)	0.56847 (11)	0.2689 (3)	0.0490 (8)
O7	−0.0180 (3)	0.53427 (12)	0.3847 (3)	0.0549 (9)
O8	−0.0982 (4)	0.60380 (13)	0.4565 (4)	0.0750 (12)
O9	−0.0763 (3)	0.67078 (13)	0.3372 (3)	0.0651 (11)
O10	0.0334 (2)	0.70478 (9)	0.5407 (2)	0.0324 (6)
O1W	0.4976 (3)	0.64083 (11)	0.7365 (3)	0.0478 (8)
H1WA	0.491406	0.653952	0.688187	0.046 (16)*
H1WB	0.453740	0.620537	0.714470	0.07 (2)*
C1	0.3395 (3)	0.77658 (12)	0.6207 (3)	0.0293 (8)
C2	0.2470 (4)	0.80437 (13)	0.5982 (3)	0.0311 (8)
C3	0.2609 (4)	0.84757 (13)	0.5878 (3)	0.0364 (9)
H3A	0.199436	0.865912	0.571235	0.044*
C4	0.3636 (4)	0.86391 (13)	0.6014 (4)	0.0400 (10)
H4A	0.371071	0.893021	0.593531	0.048*
C5	0.4560 (4)	0.83699 (14)	0.6270 (3)	0.0385 (10)
H5A	0.525768	0.848123	0.637090	0.046*
C6	0.4449 (4)	0.79345 (13)	0.6376 (3)	0.0312 (9)
C7	0.5007 (4)	0.70855 (13)	0.5267 (3)	0.0317 (9)
C8	0.5619 (3)	0.74568 (13)	0.5773 (3)	0.0332 (9)
C9	0.6359 (4)	0.76420 (14)	0.5440 (4)	0.0393 (10)
H9A	0.675696	0.788774	0.577126	0.047*
C10	0.6512 (4)	0.74674 (15)	0.4624 (4)	0.0439 (11)
H10A	0.698289	0.760129	0.438841	0.053*
C11	0.5964 (4)	0.70959 (14)	0.4167 (4)	0.0403 (10)
H11A	0.609103	0.697191	0.363873	0.048*
C12	0.5219 (4)	0.68998 (13)	0.4479 (3)	0.0353 (9)
C13	0.3640 (4)	0.53801 (12)	0.7248 (3)	0.0321 (9)
C14	0.3895 (4)	0.50688 (13)	0.6678 (3)	0.0338 (9)
C15	0.4212 (4)	0.46642 (14)	0.7108 (4)	0.0404 (10)
H15A	0.440440	0.445840	0.674728	0.048*
C16	0.4247 (4)	0.45617 (14)	0.8065 (4)	0.0426 (11)
H16A	0.443765	0.428650	0.833300	0.051*
C17	0.3998 (4)	0.48688 (14)	0.8620 (3)	0.0393 (10)
H17A	0.402541	0.479829	0.926353	0.047*
C18	0.3706 (3)	0.52813 (13)	0.8236 (3)	0.0330 (9)
C19	0.1716 (4)	0.60485 (12)	0.7887 (3)	0.0299 (8)
C20	0.2309 (4)	0.57383 (12)	0.8643 (3)	0.0318 (9)
C21	0.1782 (4)	0.55622 (14)	0.9208 (3)	0.0410 (10)
H21A	0.216569	0.535337	0.971017	0.049*
C22	0.0706 (4)	0.56896 (14)	0.9044 (4)	0.0429 (11)
H22A	0.036369	0.556288	0.941742	0.052*
C23	0.0144 (4)	0.60084 (14)	0.8315 (4)	0.0396 (10)
H23A	−0.056806	0.610246	0.821557	0.047*
C24	0.0637 (4)	0.61886 (12)	0.7731 (3)	0.0318 (9)
C25	0.4310 (4)	0.58186 (13)	0.4836 (3)	0.0327 (9)
C26	0.5077 (4)	0.61232 (13)	0.4820 (3)	0.0343 (9)
C27	0.6211 (4)	0.60905 (14)	0.5573 (4)	0.0382 (10)
H27A	0.674649	0.628238	0.556553	0.046*
C28	0.6554 (4)	0.57728 (14)	0.6338 (4)	0.0406 (10)
H28A	0.731656	0.575206	0.683802	0.049*
C29	0.5769 (4)	0.54910 (13)	0.6353 (3)	0.0375 (10)
H29A	0.600301	0.528673	0.688407	0.045*
C30	0.4633 (4)	0.55020 (12)	0.5599 (3)	0.0335 (9)
C31	0.0738 (3)	0.72093 (12)	0.6425 (3)	0.0278 (8)
C32	0.0639 (3)	0.69638 (12)	0.7190 (3)	0.0296 (8)
C33	0.1102 (4)	0.71280 (13)	0.8205 (3)	0.0345 (9)
H33A	0.091300	0.699001	0.872095	0.041*
C34	0.1630 (4)	0.75232 (13)	0.8445 (3)	0.0377 (10)
H34A	0.174805	0.766593	0.909754	0.045*
C35	0.1710 (4)	0.77594 (13)	0.7661 (3)	0.0342 (9)
H35A	0.194395	0.805914	0.779843	0.041*
C36	0.1260 (3)	0.76079 (13)	0.6636 (3)	0.0304 (8)
C37	0.4662 (4)	0.64814 (14)	0.4015 (3)	0.0384 (10)
H37A	0.482236	0.640857	0.343575	0.046*
H37B	0.384030	0.651028	0.373401	0.046*
C38	0.3778 (4)	0.51780 (14)	0.5605 (3)	0.0382 (10)
H38A	0.301406	0.528727	0.517452	0.046*
H38B	0.385711	0.491758	0.527639	0.046*
C39	0.3525 (4)	0.56186 (13)	0.8900 (3)	0.0347 (9)
H39A	0.391119	0.587593	0.885824	0.042*
H39B	0.390479	0.552332	0.962733	0.042*
C40	0.0034 (4)	0.65352 (13)	0.6930 (3)	0.0351 (9)
H40A	−0.072653	0.657263	0.686614	0.042*
H40B	−0.005136	0.644148	0.624993	0.042*
C41	0.1321 (4)	0.78634 (14)	0.5767 (3)	0.0343 (9)
H41A	0.078649	0.809896	0.559335	0.041*
H41B	0.105776	0.768299	0.514786	0.041*
C42	0.5481 (4)	0.76456 (14)	0.6682 (3)	0.0350 (9)
H42A	0.616413	0.780770	0.711836	0.042*
H42B	0.543003	0.741367	0.710838	0.042*
C43	0.2884 (4)	0.56613 (16)	0.3106 (4)	0.0451 (11)
H43A	0.294089	0.535322	0.317600	0.054*
H43B	0.341127	0.575831	0.284946	0.054*
C44	0.1686 (4)	0.57880 (17)	0.2350 (4)	0.0495 (12)
H44A	0.166761	0.609362	0.223487	0.059*
H44B	0.147744	0.564902	0.167939	0.059*
C45	0.0694 (5)	0.52393 (17)	0.2734 (4)	0.0558 (13)
H45A	0.134862	0.511459	0.332521	0.067*
H45B	0.061205	0.510339	0.209275	0.067*
C46	−0.0359 (5)	0.51703 (19)	0.2859 (4)	0.0573 (14)
H46A	−0.100521	0.531004	0.229043	0.069*
H46B	−0.052425	0.486759	0.283279	0.069*
C47	−0.1173 (5)	0.52999 (17)	0.3998 (4)	0.0537 (13)
H47A	−0.122830	0.501065	0.421224	0.064*
H47B	−0.185223	0.536040	0.334568	0.064*
C48	−0.1080 (6)	0.56083 (19)	0.4835 (5)	0.0665 (16)
H48A	−0.175022	0.558174	0.494660	0.080*
H48B	−0.041586	0.553637	0.549059	0.080*
C49	−0.1967 (6)	0.6216 (2)	0.3735 (8)	0.103 (3)
H49A	−0.228917	0.643111	0.400885	0.123*
H49B	−0.253632	0.599529	0.339774	0.123*
C50	−0.1654 (7)	0.6409 (2)	0.2965 (6)	0.111 (3)
H50A	−0.143855	0.618206	0.262891	0.133*
H50B	−0.232597	0.654709	0.242375	0.133*
C51	−0.1036 (4)	0.71111 (16)	0.3604 (4)	0.0480 (12)
H51A	−0.183484	0.716820	0.313734	0.058*
H51B	−0.058706	0.732224	0.345974	0.058*
C52	−0.0831 (4)	0.71643 (15)	0.4719 (4)	0.0418 (10)
H52A	−0.096555	0.745829	0.484475	0.050*
H52B	−0.134861	0.698325	0.485246	0.050*
C53	0.7185 (6)	0.6077 (2)	0.9259 (6)	0.0774 (18)
H53A	0.662325	0.612594	0.852369	0.093*
Cl1	0.64877 (17)	0.61212 (7)	1.00383 (15)	0.0914 (6)
Cl2	0.7796 (3)	0.55853 (8)	0.9339 (2)	0.1275 (9)
Cl3	0.8234 (3)	0.64672 (10)	0.9613 (4)	0.1855 (17)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cs1	0.0581 (2)	0.0680 (2)	0.03799 (16)	0.02937 (16)	0.02460 (15)	0.00753 (14)
Cs2	0.04004 (16)	0.03839 (15)	0.03615 (15)	−0.00031 (11)	0.01647 (12)	−0.00482 (11)
O1	0.0388 (16)	0.0257 (14)	0.0419 (16)	0.0010 (12)	0.0236 (14)	0.0029 (12)
O2	0.0460 (18)	0.0298 (15)	0.0442 (17)	0.0007 (12)	0.0301 (15)	−0.0007 (12)
O3	0.0502 (18)	0.0273 (14)	0.0393 (16)	0.0071 (13)	0.0269 (14)	0.0034 (12)
O4	0.0399 (17)	0.0298 (14)	0.0390 (16)	0.0035 (12)	0.0249 (14)	0.0046 (12)
O5	0.0371 (16)	0.0446 (17)	0.0332 (15)	0.0039 (13)	0.0165 (13)	−0.0073 (13)
O6	0.049 (2)	0.0484 (19)	0.051 (2)	−0.0094 (15)	0.0237 (16)	−0.0026 (16)
O7	0.052 (2)	0.065 (2)	0.050 (2)	−0.0165 (17)	0.0256 (17)	−0.0122 (17)
O8	0.064 (3)	0.058 (2)	0.079 (3)	−0.010 (2)	0.012 (2)	−0.019 (2)
O9	0.066 (2)	0.069 (3)	0.0371 (19)	0.011 (2)	0.0040 (18)	−0.0107 (17)
O10	0.0284 (14)	0.0393 (16)	0.0261 (14)	0.0043 (12)	0.0096 (12)	−0.0044 (12)
O1W	0.064 (2)	0.0409 (18)	0.0430 (19)	0.0037 (17)	0.0280 (17)	0.0010 (16)
C1	0.037 (2)	0.029 (2)	0.0229 (18)	0.0018 (16)	0.0143 (17)	0.0028 (15)
C2	0.038 (2)	0.032 (2)	0.0246 (19)	0.0020 (17)	0.0159 (17)	−0.0007 (16)
C3	0.045 (3)	0.027 (2)	0.037 (2)	0.0069 (18)	0.018 (2)	0.0024 (17)
C4	0.053 (3)	0.026 (2)	0.041 (2)	−0.0026 (19)	0.022 (2)	0.0020 (18)
C5	0.044 (3)	0.036 (2)	0.039 (2)	−0.0079 (19)	0.022 (2)	−0.0045 (18)
C6	0.038 (2)	0.031 (2)	0.0253 (19)	0.0024 (17)	0.0148 (17)	−0.0015 (15)
C7	0.035 (2)	0.032 (2)	0.032 (2)	0.0081 (17)	0.0185 (18)	0.0074 (16)
C8	0.031 (2)	0.036 (2)	0.033 (2)	0.0065 (17)	0.0149 (18)	0.0023 (17)
C9	0.032 (2)	0.037 (2)	0.047 (3)	0.0008 (18)	0.017 (2)	0.0014 (19)
C10	0.041 (3)	0.050 (3)	0.052 (3)	0.004 (2)	0.031 (2)	0.011 (2)
C11	0.050 (3)	0.041 (2)	0.040 (2)	0.007 (2)	0.029 (2)	0.0040 (19)
C12	0.042 (2)	0.034 (2)	0.034 (2)	0.0066 (18)	0.0208 (19)	0.0052 (17)
C13	0.035 (2)	0.0249 (19)	0.035 (2)	0.0024 (16)	0.0151 (18)	0.0004 (16)
C14	0.035 (2)	0.029 (2)	0.040 (2)	0.0020 (17)	0.0196 (19)	−0.0037 (17)
C15	0.038 (2)	0.032 (2)	0.052 (3)	0.0046 (18)	0.022 (2)	−0.0066 (19)
C16	0.047 (3)	0.029 (2)	0.047 (3)	0.0084 (19)	0.018 (2)	0.0051 (19)
C17	0.045 (3)	0.035 (2)	0.034 (2)	0.0073 (19)	0.014 (2)	0.0023 (18)
C18	0.034 (2)	0.031 (2)	0.031 (2)	0.0027 (17)	0.0124 (18)	−0.0022 (16)
C19	0.040 (2)	0.0239 (19)	0.032 (2)	−0.0051 (16)	0.0214 (18)	−0.0054 (15)
C20	0.042 (2)	0.0240 (19)	0.029 (2)	−0.0028 (16)	0.0169 (18)	−0.0055 (15)
C21	0.059 (3)	0.033 (2)	0.032 (2)	−0.007 (2)	0.021 (2)	−0.0018 (17)
C22	0.057 (3)	0.037 (2)	0.046 (3)	−0.013 (2)	0.033 (2)	−0.005 (2)
C23	0.041 (2)	0.041 (2)	0.042 (2)	−0.0085 (19)	0.023 (2)	−0.009 (2)
C24	0.037 (2)	0.029 (2)	0.032 (2)	−0.0052 (16)	0.0182 (18)	−0.0081 (16)
C25	0.038 (2)	0.034 (2)	0.033 (2)	0.0034 (17)	0.0225 (18)	−0.0080 (17)
C26	0.040 (2)	0.031 (2)	0.039 (2)	0.0029 (17)	0.024 (2)	−0.0064 (17)
C27	0.038 (2)	0.036 (2)	0.046 (3)	−0.0015 (18)	0.024 (2)	−0.0064 (19)
C28	0.034 (2)	0.042 (2)	0.045 (3)	0.0048 (19)	0.017 (2)	−0.003 (2)
C29	0.044 (2)	0.033 (2)	0.038 (2)	0.0103 (18)	0.020 (2)	−0.0012 (18)
C30	0.042 (2)	0.027 (2)	0.038 (2)	0.0036 (17)	0.025 (2)	−0.0082 (17)
C31	0.0272 (19)	0.033 (2)	0.0246 (18)	0.0051 (15)	0.0129 (16)	−0.0042 (15)
C32	0.029 (2)	0.031 (2)	0.032 (2)	0.0046 (16)	0.0164 (17)	−0.0017 (16)
C33	0.043 (2)	0.034 (2)	0.034 (2)	0.0012 (18)	0.0241 (19)	−0.0012 (17)
C34	0.051 (3)	0.036 (2)	0.029 (2)	0.0036 (19)	0.021 (2)	−0.0050 (17)
C35	0.039 (2)	0.031 (2)	0.037 (2)	0.0000 (17)	0.0207 (19)	−0.0032 (17)
C36	0.031 (2)	0.034 (2)	0.0296 (19)	0.0075 (16)	0.0166 (17)	0.0032 (16)
C37	0.048 (3)	0.039 (2)	0.033 (2)	0.0036 (19)	0.023 (2)	−0.0024 (18)
C38	0.047 (3)	0.035 (2)	0.040 (2)	−0.0029 (19)	0.026 (2)	−0.0094 (18)
C39	0.042 (2)	0.032 (2)	0.028 (2)	0.0029 (17)	0.0139 (18)	−0.0002 (16)
C40	0.033 (2)	0.036 (2)	0.038 (2)	−0.0028 (17)	0.0174 (19)	−0.0027 (18)
C41	0.035 (2)	0.037 (2)	0.030 (2)	0.0041 (18)	0.0147 (18)	0.0058 (17)
C42	0.032 (2)	0.037 (2)	0.033 (2)	−0.0019 (17)	0.0125 (18)	−0.0038 (17)
C43	0.051 (3)	0.049 (3)	0.040 (2)	−0.007 (2)	0.024 (2)	−0.010 (2)
C44	0.053 (3)	0.061 (3)	0.037 (2)	−0.014 (2)	0.023 (2)	−0.003 (2)
C45	0.068 (4)	0.055 (3)	0.050 (3)	−0.014 (3)	0.032 (3)	−0.018 (2)
C46	0.058 (3)	0.066 (3)	0.047 (3)	−0.024 (3)	0.022 (3)	−0.012 (3)
C47	0.052 (3)	0.050 (3)	0.060 (3)	−0.009 (2)	0.027 (3)	−0.002 (2)
C48	0.079 (4)	0.068 (4)	0.061 (4)	−0.009 (3)	0.040 (3)	−0.009 (3)
C49	0.057 (4)	0.056 (4)	0.147 (8)	−0.007 (3)	0.005 (5)	−0.008 (5)
C50	0.105 (6)	0.064 (4)	0.076 (5)	0.006 (4)	−0.035 (5)	−0.017 (4)
C51	0.037 (3)	0.052 (3)	0.038 (3)	−0.002 (2)	0.002 (2)	0.002 (2)
C52	0.028 (2)	0.048 (3)	0.043 (3)	0.0051 (19)	0.0102 (19)	0.000 (2)
C53	0.080 (5)	0.079 (4)	0.080 (4)	0.010 (4)	0.043 (4)	0.007 (4)
Cl1	0.0906 (13)	0.1173 (15)	0.0781 (12)	−0.0092 (11)	0.0488 (11)	−0.0041 (11)
Cl2	0.166 (2)	0.0939 (15)	0.1182 (18)	0.0504 (15)	0.0609 (17)	0.0147 (13)
Cl3	0.138 (2)	0.127 (2)	0.351 (5)	−0.0386 (19)	0.163 (3)	−0.036 (3)

Geometric parameters (Å, º)

Cs1—O5	3.098 (3)	C7—C8	1.412 (6)
Cs1—O9	3.110 (4)	C8—C9	1.392 (6)
Cs1—O3	3.145 (3)	C8—C42	1.511 (6)
Cs1—O10	3.173 (3)	C9—C10	1.382 (7)
Cs1—O4	3.200 (3)	C10—C11	1.368 (7)
Cs1—O8	3.250 (5)	C11—C12	1.391 (6)
Cs1—O6	3.376 (4)	C12—C37	1.500 (6)
Cs1—O7	3.593 (4)	C13—C14	1.406 (6)
Cs1—O2	3.790 (3)	C13—C18	1.407 (6)
Cs1—C50	3.852 (8)	C14—C15	1.387 (6)
Cs1—Cs2	5.0139 (18)	C14—C38	1.508 (6)
Cs2—O1	3.046 (3)	C15—C16	1.384 (7)
Cs2—O4	3.063 (3)	C16—C17	1.378 (6)
Cs2—O1W	3.079 (3)	C17—C18	1.388 (6)
Cs2—C34	3.420 (5)	C18—C39	1.511 (6)
Cs2—C9^i	3.489 (5)	C19—C20	1.396 (6)
Cs2—C33	3.521 (4)	C19—C24	1.404 (6)
Cs2—C35	3.529 (4)	C20—C21	1.396 (6)
Cs2—C10^i	3.603 (5)	C20—C39	1.517 (6)
Cs2—C8^i	3.607 (4)	C21—C22	1.385 (7)
Cs2—C32	3.748 (4)	C22—C23	1.387 (7)
Cs2—C36	3.752 (4)	C23—C24	1.389 (6)
Cs2—C7^i	3.820 (4)	C24—C40	1.512 (6)
O1—C1	1.338 (5)	C25—C30	1.389 (6)
O2—C7	1.334 (5)	C25—C26	1.397 (6)
O3—C13	1.340 (5)	C26—C27	1.387 (6)
O4—C19	1.349 (5)	C26—C37	1.518 (6)
O5—C25	1.397 (5)	C27—C28	1.392 (6)
O5—C43	1.429 (5)	C28—C29	1.368 (6)
O6—C44	1.414 (6)	C29—C30	1.386 (6)
O6—C45	1.419 (6)	C30—C38	1.518 (6)
O7—C47	1.425 (6)	C31—C32	1.390 (6)
O7—C46	1.426 (6)	C31—C36	1.390 (6)
O8—C49	1.410 (8)	C32—C33	1.388 (6)
O8—C48	1.423 (7)	C32—C40	1.518 (6)
O9—C51	1.394 (6)	C33—C34	1.384 (6)
O9—C50	1.403 (9)	C34—C35	1.386 (6)
O10—C31	1.394 (4)	C35—C36	1.386 (6)
O10—C52	1.439 (5)	C36—C41	1.509 (6)
C1—C6	1.399 (6)	C43—C44	1.500 (7)
C1—C2	1.409 (6)	C45—C46	1.493 (7)
C2—C3	1.383 (6)	C47—C48	1.497 (8)
C2—C41	1.510 (6)	C49—C50	1.468 (13)
C3—C4	1.374 (6)	C51—C52	1.498 (7)
C4—C5	1.385 (6)	C53—Cl2	1.718 (7)
C5—C6	1.388 (6)	C53—Cl3	1.737 (8)
C6—C42	1.521 (6)	C53—Cl1	1.743 (7)
C7—C12	1.404 (6)
O5—Cs1—O9	123.81 (9)	C49—O8—Cs1	120.8 (5)
O5—Cs1—O3	74.87 (8)	C48—O8—Cs1	113.6 (4)
O9—Cs1—O3	158.26 (10)	C51—O9—C50	116.5 (5)
O5—Cs1—O10	156.31 (8)	C51—O9—Cs1	120.3 (3)
O9—Cs1—O10	52.82 (8)	C50—O9—Cs1	111.5 (4)
O3—Cs1—O10	115.20 (7)	C31—O10—C52	113.4 (3)
O5—Cs1—O4	119.16 (8)	C31—O10—Cs1	122.3 (2)
O9—Cs1—O4	116.88 (9)	C52—O10—Cs1	121.7 (2)
O3—Cs1—O4	44.91 (7)	O1—C1—C6	121.6 (4)
O10—Cs1—O4	71.35 (7)	O1—C1—C2	119.0 (4)
O5—Cs1—O8	132.67 (9)	C6—C1—C2	119.4 (4)
O9—Cs1—O8	52.18 (12)	O1—C1—Cs2	45.02 (18)
O3—Cs1—O8	107.77 (10)	C6—C1—Cs2	109.8 (2)
O10—Cs1—O8	66.94 (9)	C2—C1—Cs2	112.5 (2)
O4—Cs1—O8	82.49 (10)	C3—C2—C1	119.2 (4)
O5—Cs1—O6	51.25 (8)	C3—C2—C41	120.9 (4)
O9—Cs1—O6	80.82 (9)	C1—C2—C41	119.7 (4)
O3—Cs1—O6	108.27 (8)	C4—C3—C2	121.3 (4)
O10—Cs1—O6	133.64 (8)	C3—C4—C5	119.9 (4)
O4—Cs1—O6	143.41 (8)	C4—C5—C6	120.2 (4)
O8—Cs1—O6	85.53 (10)	C4—C5—Cs2^ii	97.2 (3)
O5—Cs1—O7	84.97 (8)	C6—C5—Cs2^ii	82.2 (2)
O9—Cs1—O7	80.46 (10)	C5—C6—C1	119.9 (4)
O3—Cs1—O7	91.30 (9)	C5—C6—C42	119.4 (4)
O10—Cs1—O7	114.93 (8)	C1—C6—C42	120.7 (4)
O4—Cs1—O7	101.52 (8)	O2—C7—C12	120.1 (4)
O8—Cs1—O7	48.20 (9)	O2—C7—C8	121.6 (4)
O6—Cs1—O7	47.26 (8)	C12—C7—C8	118.4 (4)
O5—Cs1—O2	66.13 (7)	O2—C7—Cs2^ii	114.8 (2)
O9—Cs1—O2	117.65 (10)	C12—C7—Cs2^ii	85.8 (2)
O3—Cs1—O2	78.58 (8)	C8—C7—Cs2^ii	70.6 (2)
O10—Cs1—O2	93.95 (7)	C9—C8—C7	119.6 (4)
O4—Cs1—O2	90.47 (7)	C9—C8—C42	120.6 (4)
O8—Cs1—O2	160.85 (8)	C7—C8—C42	119.8 (4)
O6—Cs1—O2	110.05 (7)	C9—C8—Cs2^ii	74.0 (2)
O7—Cs1—O2	150.93 (7)	C7—C8—Cs2^ii	87.7 (2)
O5—Cs1—C50	120.07 (16)	C42—C8—Cs2^ii	109.2 (2)
O9—Cs1—C50	19.80 (14)	C10—C9—C8	121.2 (4)
O3—Cs1—C50	144.37 (16)	C10—C9—Cs2^ii	83.5 (3)
O10—Cs1—C50	65.19 (13)	C8—C9—Cs2^ii	83.5 (2)
O4—Cs1—C50	115.19 (18)	C11—C10—C9	119.3 (4)
O8—Cs1—C50	37.35 (18)	C11—C10—Cs2^ii	90.2 (3)
O6—Cs1—C50	70.30 (15)	C9—C10—Cs2^ii	74.1 (3)
O7—Cs1—C50	60.87 (13)	C10—C11—C12	121.3 (4)
O2—Cs1—C50	136.46 (15)	C10—C11—Cs2^ii	69.0 (3)
O5—Cs1—Cs2	110.30 (6)	C12—C11—Cs2^ii	84.4 (3)
O9—Cs1—Cs2	117.00 (7)	C11—C12—C7	120.1 (4)
O3—Cs1—Cs2	57.56 (6)	C11—C12—C37	121.2 (4)
O10—Cs1—Cs2	64.51 (5)	C7—C12—C37	118.6 (4)
O4—Cs1—Cs2	35.90 (5)	O3—C13—C14	118.1 (4)
O8—Cs1—Cs2	109.91 (8)	O3—C13—C18	121.5 (4)
O6—Cs1—Cs2	161.14 (6)	C14—C13—C18	120.4 (4)
O7—Cs1—Cs2	137.25 (6)	C15—C14—C13	118.8 (4)
O2—Cs1—Cs2	57.51 (5)	C15—C14—C38	121.8 (4)
C50—Cs1—Cs2	128.55 (13)	C13—C14—C38	119.4 (4)
O1—Cs2—O4	89.42 (8)	C16—C15—C14	121.1 (4)
O1—Cs2—O1W	72.35 (9)	C17—C16—C15	119.8 (4)
O4—Cs2—O1W	73.93 (9)	C16—C17—C18	121.3 (4)
O1—Cs2—C34	89.44 (9)	C17—C18—C13	118.7 (4)
O4—Cs2—C34	88.81 (10)	C17—C18—C39	119.9 (4)
O1W—Cs2—C34	154.68 (10)	C13—C18—C39	121.4 (4)
O1—Cs2—C9^i	114.34 (10)	O4—C19—C20	121.0 (4)
O4—Cs2—C9^i	150.89 (9)	O4—C19—C24	118.5 (4)
O1W—Cs2—C9^i	96.58 (11)	C20—C19—C24	120.5 (4)
C34—Cs2—C9^i	107.10 (11)	O4—C19—Cs2	46.35 (18)
O1—Cs2—C33	94.70 (9)	C20—C19—Cs2	105.9 (3)
O4—Cs2—C33	66.60 (9)	C24—C19—Cs2	113.1 (2)
O1W—Cs2—C33	138.59 (10)	C19—C20—C21	118.2 (4)
C34—Cs2—C33	22.94 (10)	C19—C20—C39	120.9 (4)
C9^i—Cs2—C33	124.12 (10)	C21—C20—C39	120.7 (4)
O1—Cs2—C35	67.65 (9)	C22—C21—C20	121.9 (4)
O4—Cs2—C35	95.48 (9)	C21—C22—C23	119.1 (4)
O1W—Cs2—C35	138.69 (9)	C22—C23—C24	120.6 (4)
C34—Cs2—C35	22.94 (10)	C23—C24—C19	119.7 (4)
C9^i—Cs2—C35	108.70 (10)	C23—C24—C40	121.2 (4)
C33—Cs2—C35	39.69 (10)	C19—C24—C40	119.1 (4)
O1—Cs2—C10^i	92.32 (10)	C30—C25—O5	118.8 (4)
O4—Cs2—C10^i	158.33 (9)	C30—C25—C26	122.5 (4)
O1W—Cs2—C10^i	86.02 (11)	O5—C25—C26	118.5 (4)
C34—Cs2—C10^i	112.79 (11)	C27—C26—C25	117.8 (4)
C9^i—Cs2—C10^i	22.40 (11)	C27—C26—C37	121.8 (4)
C33—Cs2—C10^i	134.64 (10)	C25—C26—C37	120.4 (4)
C35—Cs2—C10^i	105.16 (11)	C26—C27—C28	120.5 (4)
O1—Cs2—C8^i	120.55 (9)	C29—C28—C27	119.9 (4)
O4—Cs2—C8^i	149.29 (8)	C28—C29—C30	121.7 (4)
O1W—Cs2—C8^i	119.02 (10)	C29—C30—C25	117.4 (4)
C34—Cs2—C8^i	85.19 (10)	C29—C30—C38	121.2 (4)
C9^i—Cs2—C8^i	22.54 (10)	C25—C30—C38	121.4 (4)
C33—Cs2—C8^i	101.61 (10)	C32—C31—C36	122.8 (4)
C35—Cs2—C8^i	90.61 (10)	C32—C31—O10	119.3 (3)
C10^i—Cs2—C8^i	39.17 (10)	C36—C31—O10	117.8 (3)
O1—Cs2—C32	79.61 (8)	C32—C31—Cs2	76.3 (2)
O4—Cs2—C32	51.40 (8)	C36—C31—Cs2	76.5 (2)
O1W—Cs2—C32	118.06 (9)	O10—C31—Cs2	117.6 (2)
C34—Cs2—C32	39.08 (9)	C33—C32—C31	117.4 (4)
C9^i—Cs2—C32	145.35 (10)	C33—C32—C40	120.9 (4)
C33—Cs2—C32	21.73 (9)	C31—C32—C40	121.7 (4)
C35—Cs2—C32	44.97 (9)	C33—C32—Cs2	69.9 (2)
C10^i—Cs2—C32	149.94 (10)	C31—C32—Cs2	82.6 (2)
C8^i—Cs2—C32	122.84 (9)	C40—C32—Cs2	117.8 (2)
O1—Cs2—C36	51.46 (8)	C34—C33—C32	121.4 (4)
O4—Cs2—C36	81.30 (9)	C34—C33—Cs2	74.4 (3)
O1W—Cs2—C36	118.23 (9)	C32—C33—Cs2	88.4 (2)
C34—Cs2—C36	38.97 (9)	C33—C34—C35	119.6 (4)
C9^i—Cs2—C36	126.30 (10)	C33—C34—Cs2	82.6 (3)
C33—Cs2—C36	44.86 (9)	C35—C34—Cs2	83.0 (3)
C35—Cs2—C36	21.67 (9)	C34—C35—C36	121.0 (4)
C10^i—Cs2—C36	116.27 (11)	C34—C35—Cs2	74.1 (2)
C8^i—Cs2—C36	111.02 (10)	C36—C35—Cs2	88.2 (2)
C32—Cs2—C36	37.99 (9)	C35—C36—C31	117.8 (4)
O1—Cs2—C7^i	103.59 (9)	C35—C36—C41	121.8 (4)
O4—Cs2—C7^i	154.86 (8)	C31—C36—C41	120.3 (4)
O1W—Cs2—C7^i	130.31 (10)	C35—C36—Cs2	70.1 (2)
C34—Cs2—C7^i	70.19 (10)	C31—C36—Cs2	82.4 (2)
C9^i—Cs2—C7^i	38.37 (10)	C41—C36—Cs2	117.6 (2)
C33—Cs2—C7^i	90.64 (9)	C12—C37—C26	112.2 (4)
C35—Cs2—C7^i	70.65 (10)	C14—C38—C30	115.2 (4)
C10^i—Cs2—C7^i	44.29 (10)	C18—C39—C20	118.3 (3)
C8^i—Cs2—C7^i	21.67 (9)	C24—C40—C32	114.6 (3)
C32—Cs2—C7^i	109.26 (9)	C36—C41—C2	117.2 (3)
C36—Cs2—C7^i	90.03 (9)	C8—C42—C6	115.5 (3)
C1—O1—Cs2	116.9 (2)	O5—C43—C44	107.9 (4)
C7—O2—Cs1	151.4 (2)	O6—C44—C43	114.4 (4)
C13—O3—Cs1	144.0 (3)	O6—C45—C46	108.7 (5)
C19—O4—Cs2	115.1 (2)	O7—C46—C45	108.7 (4)
C19—O4—Cs1	136.2 (2)	O7—C47—C48	108.3 (4)
Cs2—O4—Cs1	106.33 (8)	O8—C48—C47	112.3 (5)
C25—O5—C43	114.0 (3)	O8—C49—C50	109.1 (7)
C25—O5—Cs1	116.8 (2)	O9—C50—C49	115.6 (6)
C43—O5—Cs1	129.1 (3)	O9—C50—Cs1	48.7 (3)
C44—O6—C45	113.6 (4)	C49—C50—Cs1	91.2 (4)
C44—O6—Cs1	105.3 (3)	O9—C51—C52	114.4 (4)
C45—O6—Cs1	118.9 (3)	O10—C52—C51	108.2 (4)
C47—O7—C46	111.5 (4)	Cl2—C53—Cl3	109.1 (4)
C47—O7—Cs1	118.1 (3)	Cl2—C53—Cl1	113.3 (4)
C46—O7—Cs1	119.9 (3)	Cl3—C53—Cl1	109.9 (4)
C49—O8—C48	116.0 (5)

Symmetry codes: (i) x, −y+3/2, z+1/2; (ii) x, −y+3/2, z−1/2.