Insights into molecular recognition from the crystal structures of p-tert-butyl­calix[6]arene complexed with different solvents

Calixarenes are host molecules that can form complexes with one or more guest molecules, and molecular recognition in calixarenes can be affected by many factors. With a view to establishing molecular recognition rules, the host p-tert-butyl­calix[6]arene (TBC6) was crystallized with different guest molecules (cyclo­hexane, anisole, heptane, toluene, benzene, methyl acetate, ethyl acetate, di­chloro­methane, tetra­hydro­furan and pyridine) and the obtained structures were characterized by X-ray diffraction. With most solvents, 1:1 and/or 1:3 host–guest complexes were formed, although other stoichiometries were also observed with small guest molecules, and crystallization from ethyl acetate produced the unsolvated form. The calculated fill percentage of the TBC6 cavity was ∼55% for apolar guests and significantly lower for polar solvents, indicating that polar molecules can bind to apolar cavities with significantly lower packing coefficients. The most stable crystals were formed by 1:1 host–guest inclusion complexes. The ratio between the apolar surface area and the volume was used to predict the formation of inclusion versus exclusion complexes, with inclusion complexes observed at ratios <40. These findings allow the binding of potential guest molecules to be predicted and a suitable crystal packing for the designed properties to be obtained.

1. Introduction

Calixarenes, which are vase-like molecules, are widely used in supramolecular chemistry due to the fact that they can be prepared relatively easily, and can be selectively functional­ized at different positions to obtain desired shapes and functions (Gutsche, 2008). Calixarenes have been applied in various fields, including in biology (Danylyuk & Suwinska, 2009; Danylyuk & Fedin, 2012) and in the design of pharmaceutical agents (Yousaf et al., 2015; Da Silva et al., 2004; Nimse & Kim, 2013). They have also been shown to form metal nanoparticles (Zhou et al., 2014; Pulkkinen et al., 2014) and organic nanoparticles (Jiang et al., 2014), in addition to serving as the basis for sensor construction (Montmeat et al., 2014) and being applicable as extractants for the f-block elements.

The calix[n]arene molecular skeleton consists of a series of phenol rings linked by methyl­ene groups, and structural variants can be obtained by changing the bridging unit or the number of phenolic hydroxyl functionalities. Owing to their flexible and geometrically variable interior cavity, which is large enough to accommodate one or more smaller molecules, calix[n]arenes can function as molecular containers or host molecules (Liao et al., 2009; Dalgarno et al., 2006; Leśniewska et al., 2019). The formation of their host–guest complexes is stabilized by intermolecular forces, such as ionic interactions, hydrogen bonding, π–π interactions, hydro­phobic forces and van der Waals forces.

Cornforth et al. (1955, 1973) first recognized the ability of calix[4]arenes to assume four conformations, in which various numbers of aryl groups project upward or downward relative to an average plane defined by the bridging methyl­ene groups. The calix[5]arenes also have only four true `up/down' conformers, whereas the calix[6]arenes have eight and the calix[8]arenes have sixteen. To date, most research in this field has been devoted to the calix[4]arenes, since they can be modified selectively and are easier to crystallize. The cavity size of the basic calix[4]arene is small, and so in the context of host–guest chemistry, the application of the larger calix[6]arenes could be advantageous; however, the structures and properties of larger calixarenes have received little research attention.

The conformations of the parent calix[6]arene have been described as distorted-cone, pinched-cone and 1,2,3-alternate structures. In this context, Bott and co-workers (Wolfgong et al., 1996) showed that the conformation in the solid state is a function of the solvent from which the compound is crystallized. When the solvent (e.g. benzene) cannot hydrogen bond with the OH groups of the calixarene, the pinched-cone conformation is obtained, in which all the OH groups are intramolecularly hydrogen bonded in a cyclic array. However, when the solvent [e.g. acetone or di­methyl sulfoxide (DMSO)] can disrupt the intramolecular hydrogen bonding, the calixarene assumes a distorted 1,2,3-alternate conformation. However, pyridine (Malinska, 2021) and DMSO (Martins et al., 2017), which are both molecules that can form hydrogen bonds, crystallize with p-tert-butyl­calix[6]arene (TBC6) in a winged-cone conformation. This conformation exists only in the metastable crystal structure at room temperature, and dissolves to form crystal structures with lower host–guest ratios or pinched-cone conformations. TBC6 without solvent molecules has only been obtained by sublimation (Galindo-García & Torres, 2020).

A study by Mecozzi & Rebek (1998) based on several supramolecular hydrogen-bonded capsules with internal cavities of different sizes led to the proposal of the 55% rule, which states that the hydro­phobic space of a host is energetically best filled with a lipophilic shape-complementary guest at a packing coefficient of 0.55 ± 0.09. Studies on guest complexation in the highly confined spaces of supramolecular capsules and container molecules have confirmed that shape-complementary guests have an optimal size (Scarso et al., 2003; Trembleau & Rebek, 2003; Zhang et al., 2014; Gottschalk et al., 2008). For lipophilic guests, the optimal packing coefficient is approximately 55%, but this value increases to approximately 63% when additional polar interactions are established (Tsuzuki et al., 2006; Shibasaki et al., 2007; Nishio et al., 2014; Hornung et al., 2011). However, in protein–ligand systems, which also possess a dominating hydro­phobic character, the greatest correlation has been found between the binding free energy and the burial of apolar surfaces upon complex formation (Olsson et al., 2008). Therefore, to understand molecular recognition in calixarenes, many potential factors should be considered, including the sizes and shapes of the guest molecules and the host binding cavity, the polarity, and the propensity to form hydrogen bonds and other noncovalent interactions.

Thus, in this study, the crystallization of TBC6 with different solvents is investigated, and the crystal structures of the obtained complexes are determined to establish general molecular recognition rules. The focus of this study is to establish guest-molecule properties based on new complexes and also on complexes found in the Cambridge Structural Database (CSD) (Groom et al., 2016) that enable the prediction of potential new guests for binding to the calixarene cavities to yield designed crystal structures. Additionally, crystal structure analysis is completed by carrying out interaction energy calculations to understand the general trends in host–guest complex formation that centre on the energy rather than the geometric parameters and interaction types.

2. Experimental

2.1. Crystallization

Crystals of inclusion complexes were obtained by crystallization from saturated solutions of the host (TBC6) with various guests, i.e. cyclo­hexane, anisole, n-heptane, toluene, benzene, methyl acetate, ethyl acetate, di­chloro­methane (DCM), tetra­hydro­furan (THF) and pyridine. Saturated solutions were prepared by dissolving the host in warm solvent under gentle stirring. The solutions were then slowly cooled and the solvent allowed to evaporate, which resulted in crystallization of the desired inclusion compounds. TBC6 crystallized from benzene to give structure 1; from pyridine to give structures 2 and 8; from DCM to give structures 3, 12 and 13; from cyclo­hexane to give structure 4; from toluene to give structure 5; from methyl acetate to give structure 6; from THF to give structure 7; from anisole to give structure 9; from n-heptane to give structure 10; and from ethyl acetate to give structure 11. Crystal 3, which possesses a host–guest ratio of 1:3, was obtained from supersaturated DCM solutions. However, when TBC6 was crystallized from an undersaturated DCM solution at 303.15 K, more complexes with 1:4 (12) and 1:2 (13) host–guest ratios were observed. In addition, we found that structure 12 grew in more saturated solutions than structure 13. Specific details are found in the supporting information (Table S1).

2.2. X-ray diffraction

Single-crystal X-ray diffraction (XRD) measurements of structures 1–13 were carried out on an Agilent Technologies Xcalibur CCD diffractometer equipped with a copper or molybdenum sealed X-ray tube (Mo K radiation, λ = 0.71073 Å; Cu K, λ = 1.54184 Å), a graphite monochromator and a nitro­gen gas-flow device (Oxford Cryosystems). In all cases, single crystals of suitable sizes were mounted on a goniometer head using Paratone N oil and cooled to 100 K. Data collection strategies, based solely on ω scans, were optimized by applying the appropriate algorithms implemented within CrysAlisPro (Rigaku Oxford Diffraction, 2020). Unit-cell parameter determination, raw diffraction image integration, Lorentz and polarization corrections, oblique incidence effects, multiscan absorption corrections and frame-to-frame scaling were performed using the diffractometer software. The final data collection parameters are summarized in Tables S2–S4 in the supporting information. Crystal structures 2 and 8 were previously reported (Malinska, 2021) and cif files were deposited in the CSD as ELULOV01 and ELUMAC.

2.3. Structure solution and refinement

All structures were solved using direct methods implemented in the SHELXT program (Sheldrick, 2015b) and refined with the SHELXL program (Sheldrick, 2015a) within the independent atom model (IAM) approximation. In all cases, the positions of the hydrogen atoms were constrained. Positional disorder was observed in all the crystal structures, and some restraints and constraints were applied during structure refinement to achieve reasonable geometric parameters and anisotropic displacement parameters (ADPs). Details are available in the supporting information.

2.4. Crystal structures of TBC6 in the CSD

We analysed the CSD (Version 5.42, November 2020 plus two updates) to find crystal structures of TBC6 in pinched-cone conformations. The CSD was queried for error-free organic crystal structures determined at room temperature or below. A total of ten different crystal structures were found: KAHJUY (benzene 1:3; Halit et al., 1988), KENBUA (tetra­chloro­ethene 1:1; Andreetti et al., 1989), LODNIB (carbon di­sulfide 1:1; Schatz, Schildbach et al., 2000), TECDUB (DCM 1:2; Felsmann et al., 2006), UWIVUS (chloro­benzene 1:1; Ramon et al., 2011), UWIWAZ (bromo­benzene 1:1; Ramon et al., 2011), VARGOL (aceto­nitrile 2:3; Dale et al., 2003), VARGUR (aceto­nitrile 1:2; Dale et al., 2003), WORMEV (toluene 1:1; Lu et al., 1999) and ZIPYOM (aceto­nitrile 2:3; Thuéry et al., 1994).

2.5. Voids and binding-pocket volume

The voids function in Mercury (Macrae et al., 2020) allows any empty spaces (voids) in a crystal structure that are big enough to contain a spherical `probe' of a given radius to be found. After removing the solvent molecules, a probe with a radius of 1.2 Å was used to calculate the voids using the solvent-accessible surface. This surface and the ways in which it can be found are described elsewhere (Barbour, 2006). The voids were calculated for each crystal structure after removing the solvent molecules to estimate the volume of the TBC6 cavity. The surface area and volume of the solvent molecules were calculated using Vega ZZ software (Pedretti et al., 2004).

2.6. Hirshfeld surface analysis

Structural frameworks (Turner et al., 2015) for structures 1–13 were generated using the CrystalExplorer program (Turner et al., 2017) (Figs. S1–S9). The energy framework facilitates the calculation of the interaction energies between all molecules in a cluster. The CrystalExplorer method is based on the PIXEL method (Gavezzotti, 2008), which is a semi-empirical technique for evaluating intermolecular interactions, and is based on integrating the calculated electron densities of single molecules. The monomer wavefunction was used to obtain accurate values for the electrostatic, polarization and repulsion energies using Grimme's D2 dispersion correction (Grimme, 2011; Grimme et al., 2011) and scaled appropriately (Mackenzie et al., 2017). Hydrogen bonds were extended to the mean neutron values using the LSDB program (Volkov et al., 2007). Owing to the presence of disordered regions in these structures, calculations were only performed for regions with the highest occupancy factors for the structures determined by us (1–13) and for those from the CSD (KENBUA, LODNIB, UWIVUS, UWIWAZ, VARGOL and VARGUR) after the addition of missing hydrogen atoms with the aid of Mercury (Macrae et al., 2020). Hartree–Fock calculations with the 3-21G basis set were used. The results for all frameworks are presented using a scaling factor of 150 and an energy threshold of −15 kJ mol⁻¹. Details can be found in the supporting information.

2.7. Theoretical calculations

Intermolecular interaction energies were evaluated using the GAUSSIAN16 package (Frisch et al., 2016). The density functional theory (DFT) (B3LYP)/6-31G** method was employed with the Grimme empirical dispersion correction (Grimme et al., 2010) modified by the Becke–Johnson damping function (Grimme et al., 2011, 2010) and correction for basis set superposition error (BSSE) (Boys & Bernardi, 1970; Simon et al., 1996).

3. Results and discussion

3.1. Crystal structures

One feature of calixarenes is their tendency to crystallize as solvates (Andreetti et al., 1989; Ramon et al., 2011). Among the compounds investigated in this study (Fig. 1), a non-solvated form was only obtained when TBC6 was crystallized from ethyl acetate (11), whereas the remaining solvents formed solvates with 1:3 stoichiometries [benzene (1), pyridine (2) and DCM (3)] or 1:1 stoichiometries [cyclo­hexane (4), toluene (5), methyl acetate (6), THF (7), pyridine (8), anisole (9) and n-heptane (10)]. DCM also formed complexes with other stoichiometries, i.e. 1:2 (12) and 1:4 (13). In most cases, well-shaped colourless single crystals were obtained by slow evaporation of the solutions at 298 K. It is worth noting that both pyridine solvate forms (1:3 and 1:1) grew simultaneously from the solution, as detailed elsewhere (Malinska, 2021). Crystallization from other common organic solvents (ethanol, propan-1-ol, propan-2-ol, acetone and chloro­form) led to powdered solids rather than any other solvated crystal structures.

Figure 1 The guest molecules crystallized with TBC6 in this work, arranged in order of increasing polarity: (a) n-heptane, (b) cyclo­hexane, (c) benzene, (d) toluene, (e) tetra­chloro­ethyl­ene, (f) carbon di­sulfide, (g) anisole, (h) chloro­benzene, (i) bromo­benzene, (j) ethyl acetate, (k) methyl acetate, (l) tetrahydrofuran (THF), (m) dichloromethane (DCM), (n) pyridine and (o) dimethyl sulfoxide (DMSO).

All compounds investigated in this study crystallized in centrosymmetric space groups, or P2₁/n, with one TBC6 molecule in the asymmetric part of the unit cell. Here, only the structures with the pinched-cone conformation are discussed. The crystal structures with winged-cone (Martins et al., 2017) and 1,2,3-alternate conformations (Wolfgong et al., 1996) have been reported previously. To describe clearly the interactions of the solvent molecules with the calixarene structure, the phenyl rings of the calixarene were labelled as A- and B-type rings (Fig. 2).

Figure 2 (a) Top and (b) side views of the TBC6 molecular structure in the pinched-cone conformation, showing the A- and B-type phenyl rings and definition of the S distance (green lines). The hydrogen atoms have been removed for clarity.

3.2. 1:3 Host–guest structures

As shown by the example of pyridine complexes with TBC6, the crystal structures tend to transform into their less solvated structures, which are the thermodynamically more stable forms (Wolfgong et al., 1996). As shown in Fig. 3, host–guest crystal structures with 1:3 ratios were formed from benzene (1), pyridine (2) and DCM (3). Two of the three molecules occupy the binding cavities of the macrocycle, whereas the third is situated above it, between two tert-butyl (^tBu) groups (Fig. 3).

Figure 3 The asymmetric units of TBC6 solvated with (a) benzene (1), (b) pyridine (1:3, 2) and (c) DCM (1:3, 3). Disorder has been removed for clarity. From right to left, the guest molecules in the binding pockets represent dimer motifs I, I′′ and I′.

In structure 1, one of the benzene molecules forms three contacts with the macrocycle [motif I, Fig. 4(a)], including a C—H⋯π stacking interaction [distance between atoms C72 and C25 = 3.752 (3) Å]. In addition, this molecule is locked from the top by two ^tBu groups with distances of 3.454 (3) between atoms C69 and C54(−x, 1 − y, 1 − z) and 3.696 (3) Å between atoms C70 and C64(−x, 1 − y, 1 − z). Furthermore, a C—H⋯O contact is formed with a distance between atoms C70 and O1(−1 + x, y, z) of 3.531 (3) Å. The benzene mol­ecule of motif I′ in structure 1 is disordered between two positions and a C—H⋯π interaction is also formed in this case [Fig. 4(b)]. However, from the top, the benzene molecule is only surrounded by the ^tBu groups, which can also rotate. The third benzene molecule (motif I′′) acts as an acceptor in a C—H⋯π interaction with the methyl­ene bridge as a donor. The contact distance between atoms C22 and C78 is 3.746 (3) Å [Fig. 4(c)]. Crystal 2 is isostructural, with three pyridine molecules interacting through C—H⋯π contacts with TBC6.

Figure 4 Selected dimer motifs extracted from the guest–TBC6 crystal structures.

In structure 3, the DCM molecules occupy the same binding pocket in TBC6. The first molecule (motif I) exhibits a C—H⋯π interaction with a distance of 3.67 (1) Å between atoms C67 and C61. The second molecule forms the same type of interaction [distance between atoms C68 and C48 = 3.664 (8) Å] and a Cl⋯π contact [distance between atoms Cl3 and C23 = 3.310 (6) Å]. Motif I′′ corresponds to the trapping of DCM molecules between two TBC6 molecules, wherein a lack of directional contact results in disorder over two positions.

Along the [100] axes in structures 1 and 2, the macrocycles and solvent molecules form a column with the cavities in the same direction (Fig. 5), and the next column is antiparallel with the cavities in the opposite direction. Along the [001] direction, each column is surrounded by solvent molecules. In contrast, along the [110] direction, an off-set bilayer packing motif exists, and the same motif is present in structure 3. However, as DCM molecules have a smaller volume, the space required by the solvent is smaller, and so instead of the columns packing side by side, as in structures 1 and 2, the columns are shifted by half the macrocycle diameter, resulting in denser packing and a change in the space group from triclinic to monoclinic P2₁/n.

Figure 5 (a)–(c) Packing diagrams and (d)–(f) crystal structure frameworks of 1, viewed along the [100], [001] and [110] axes from left to right, respectively.

Analysis of the energy of interactions for a selected dimer shows that the guest molecules (benzene, pyridine and DCM) form motif I with similar interactions from an energetic point of view (approximately −50 kJ mol⁻¹, Table 1), wherein the strength of these interactions can be attributed to dispersion interactions. The interaction energy of motif I was validated by counterpoise calculations, which confirmed this trend (Table S24). The second (I′) and third (I′′) interactions have similar or higher total interaction energies. The TBC6 molecules form an off-set bilayer through two structural motifs, which are similar (motifs II and III, Fig. 4). Both involve stacking and C—H⋯π interactions, but more importantly, shape complementarity can be achieved owing to rotation of the molecule. Although the predominant contribution to the total energy is the dispersion energy, electrostatics also play a role because of this rotation and the antiparallel orientation of the molecular dipole moment. In contrast, structure 3 exhibits two identical motifs II with an interaction energy of −124.4 kJ mol⁻¹.

Table 1
Total interaction energies (kJ mol⁻¹) for selected host–guest (I–I′′′) and host–host (II–X) structural motifs in the analysed crystals calculated in CrystalExplorer using the Hartree–Fock method with the 3-21G basis set

			Motif
Structure	Guest	Ratio	I	I′	I′′	I′′′	II	III	IV	V	VI	VII	VIII	IX
1	Benzene	1:3	−52.3	−49.6	−23.8		−138.0	−113.6
2	Pyridine	1:3	−50.8	−6.9	−5.0		−128.9	−115.3
3	DCM	1:3	−62.1	−52.3	−17.7		−124.4†
4	Cyclo­hexane	1:1	−50.4				−132.1	−103.8	−81.6	−20.3
5	Toluene	1:1	−48.7				−138.6	−101.1	−81.1	−19.6
6	Methyl acetate	1:1	−39.1				−138.4	−107.3	−86.5	−21.4
7	THF	1:1	−49.4				−136.1	−110.4	−89.9	−23.7
8	Pyridine	1:1	−57.1				−134.2	−110.4	−83.2	−21.4
KENBUA	Cl2C=CCl2	1:1	−29.0				−126.6	−112.2	−78.3	−13.0
LODNIB	CS2	1:1	−24.5				−127.7	−105.7	−75.3	−14.2
UWIVUS	PhCl	1:1	−57.9				−132.0	−98.5	−79.3	−19.4
UWIWAZ	PhBr	1:1	−19.9				−141.2	−61.7	−80.7	−15.5
9	Anisole	1:1				−33.6				−27.1	−90.5	−118.6‡
10	n-Heptane	1:1				−39.5			−84.7§	−10.5	−92.6
11	–						−119.0	−73.2				−120.9	−106.1	−51.2
12	DCM	1:4	−59.4	−52.4	−15.0¶	−14.6¶	−130.7	−124.6
VERGOL	MeCN	2:3	−57.5			−55.2	−115.2	−77.2			−54.4	−129.6
13	DCM	1:2	−52.3			−37.1	−112.4				−68.3	−123.1
VARGUR	MeCN	1:2	−54.1	−42.5			−110.2††					−40.8		−35.9

†Structure 3 has two motifs II.
‡Structure 9 has two motifs VII, the second of which has a total interaction energy of −111.7 kJ mol⁻¹.
§Structure 10 has two motifs IV, the second of which has a total interaction energy of −68.9 kJ mol⁻¹.
¶The DCM molecules are situated close to the B ring.
††The VARGUR structure has two motifs II.

3.3. 1:1 Host–guest structures with small guests

As previously shown, the crystallization of TBC6 with pyridine undergoes a crystal transformation from a higher host–guest ratio (Malinska, 2021). Crystals with 1:1 ratios are more stable, and were formed by most of the examined systems. Structures containing cyclo­hexane (4), toluene (5), methyl acetate (6), THF (7), pyridine (1:1, 8), tetra­chloro­ethyl­ene (KENBUA), carbon disulfide (LODNIB), chloro­benzene (UWIVUS) and bromo­benzene (UWIWAZ), which crystallized in the P2₁/n space group with Z = 4, all formed isostructural crystals. In these structures, the host molecule is in the pinched-cone conformation stabilized by intramolecular hydrogen bonds on the lower rim, while the guest molecule resides in one of the two cavities. Many of the ^tBu groups have two orientations. The smallest guest molecules (methyl acetate and THF) and benzene derivatives are disordered over two positions, whereas the other guests have one conformation. The site occupancies for the two positions of methyl acetate and THF [Figs. 6(c) and 6(d)] were refined to 0.86 and 0.64, respectively, for the major disordered part. As shown by the packing diagram (Fig. 7), these structures consist of layers that intercalate along the [010] axis. In contrast, the guest mol­ecules and ^tBu groups are observed to be in `cavities' along the [100] axis [Fig. 7(a)].

Figure 6 The asymmetric units of TBC6 solvated with (a) cyclo­hexane (4), (b) toluene (5), (c) methyl acetate (6), (d) THF (7) and (e) pyridine (1:1, 8). Disorder has been removed for clarity.

Figure 7 (a)–(c) The crystal packing and (d)–(f) the crystal framework of 4: (a), (d) viewed along the [100] axis, (b), (e) viewed along the [010] axis, and (c), (f) viewed along the [001] axis. Note that this structure is isostructural with structures 5–8.

All guests, with the exception of methyl acetate, tetra­chloro­ethyl­ene and carbon di­sulfide, are stabilized by C—H⋯π interactions in the TBC6 cavity (Table 2). Moreover, the interaction energies are similar (approximately −50 kJ mol⁻¹) for all the guests in these structures (motif I, Table 1). The second cavity of TBC6 is not occupied by solvent molecules; instead, a ^tBu group from an A-type phenyl group fills this space (motif IV, Fig. 4), with an interaction strength of approximately −80 kJ mol⁻¹ (Table 1). This motif forms a criss-cross framework, as observed along the [010] axis [Figs. 7(b) and 7(e)]. Along the [001] axis, motifs II and III result in an off-set bilayer chain, and these interactions are the strongest in this crystal structure type [Fig. 7(f)]. These interactions possess a contribution from electrostatic forces but are still dominated by dispersion interactions.

Table 2
Interaction metrics stabilizing inclusion compounds (motif I)

Structure	Type	D—H⋯A	D⋯A (Å)	D—H⋯A (°)
4	C—H⋯π	C67—H67⋯C38	3.634 (6)	158.5
5	C—H⋯π	C71—H71⋯C35	3.679 (8)	141.5
6	C=O⋯π	O7A⋯C17	3.17 (2)
7	C—H⋯π	C67A—H67C⋯C48	3.86 (2)	−161
8	C—H⋯π	C69—H69⋯C58	3.760 (5)	−161.2
KENBUA	Cl⋯π	Cl3⋯C61	3.40
LODNIB	S⋯π	S1⋯C8	3.592 (6)
UWIVUS	C—H⋯π	C69—H69⋯C30	3.630 (7)	140.7
UWIWAZ	C—H⋯π	C74—H74⋯C17	3.58 (2)	168.0

3.4. 1:1 Host–guest structures with large guests

Anisole and n-heptane are too large to fit into the TBC6 cavities. Therefore, they are located outside the TBC6 next to a methyl­ene bridge pointing towards the inside of the macrocycle (Fig. 8). The interaction energy for motif I′′′ (Fig. 4) is weaker than that for motif I (−33.6 and −39.5 kJ mol⁻¹ for anisole and n-heptane, respectively). The placement of the guest prevents the formation of the strongest structural motifs (II and III); instead, TBC6 interacts via its hydro­philic rim (motif VI, Fig. 4). However, there it still has a major contribution from dispersion (−161.8 kJ mol⁻¹), whereas the electro­static interactions are repulsive (7.8 kJ mol⁻¹). The closest contact is between symmetry-related oxygen atoms O1 and O1(1 − x, 1 − y, 1 − z) with a distance of 2.863 (7) Å in structure 9. An analogous contact between atoms O4 and O4(−x, 1 − y, 2 − z) with a distance of 2.613 (3) Å was observed for structure 10.

Figure 8 The asymmetric units of TBC6 solvated with (a) anisole (9) and (b) n-heptane (10). Disorder has been removed for clarity.

In these structures, both cavities in the pinched-cone conformation are occupied by ^tBu groups. However, the TBC6 molecules form different motifs in these structures. A new structural motif (VII) is observed in structure 9, in which the cavity contains the ^tBu group of the B-type phenyl ring that is more perpendicular to the average plane, as determined by the oxygen atoms (Fig. 4). In contrast, in structure 10, motif IV is observed, as in the case of structures 4–8. The interaction energies in this case are −84.7 and −68.9 kJ mol⁻¹, since there are two similar motifs in the structure. Both structures form columns along the [001] axis through motif VI (Fig. 9). From the top and bottom, four ^tBu groups fill the cavities through motifs VII and IV in structures 9 and 10, respectively. The guest molecules are situated on both sides of the columns. In this case, the interaction between columns is significantly weaker (motif V), with interaction energies of −27.1 and −10.5 kJ mol⁻¹ being determined for structures 9 and 10, respectively. Furthermore, the distance between the columns in the crystal with n-heptane (10) is significantly longer.

Figure 9 (a), (b) The crystal packing and (c), (d) the crystal frameworks of 9 and 10 viewed along the [001] axis. Disorder has been removed for clarity.

3.5. Other host–guest structures

TBC6 crystallized from ethyl acetate forms crystals without any solvent molecules (11). In contrast, the TBC6 molecules form chains through interactions between dimers II (−119.0 kJ mol⁻¹, Table 1) and III (−73.2 kJ mol⁻¹), ultimately yielding a bilayer [Fig. 10(a)]. Although both electrostatic and dispersion interactions play roles, the latter make the major contribution to the total interaction energy. The off-set bilayer fits on top of another bilayer, shifted by half a molecule, forming dimer VII (−120.9 kJ mol⁻¹), where a ^tBu group of the A-type ring also fits into the cavity. Between these layers, C—H⋯O interactions occur [C30—H30C⋯O1(−1 + x, y, z) distance of 3.52 (2) Å], forming dimer IX (−51.2 kJ mol⁻¹). Packing extends toward the [011] direction via centrosymmetric dimer VIII (−106.1 kJ mol⁻¹), where the molecules bind through the ^tBu group of the A-type ring. In addition, the molecules form two C—H⋯π inter­actions with a distance of 3.64 (3) Å [C3⋯C9(1 − x, 2 − y, 1 − z)].

Figure 10 The crystal packing of 11, 12 and 13, showing the off-set bilayers.

Structures 12 [Fig. 11(a)] and 13 [Fig. 11(b)], with 1:4 and 1:2 ratios, respectively, crystallized from DCM at lower temperatures than structure 3 with the 1:3 ratio. Both structures crystallized in the triclinic space group with one molecule of TBC6 in the asymmetric unit.

Figure 11 The asymmetric units of TBC6 solvated with DCM: (a) 1:4 (12) and (b) 1:2 (13). Disorder has been removed for clarity.

The crystal structure of TBC6 with four molecules of DCM (12) was found to possess some unique packing features. More specifically, the DCM molecules occupy two cavities inside TBC6, both of which are disordered over two positions. The DCM molecules form C—H⋯π contacts [3.626 (4) Å for motif I and 3.653 (5) Å for motif I′], resulting in interaction energies of −59.4 and −52.4 kJ mol⁻¹, respectively (Table 1). In addition, the chlorine atoms point towards the exterior of the binding cavity. This structure also possesses off-set bilayers, which are built through motifs II and III with inter­action energies of −130.7 and −124.6 kJ mol⁻¹, respectively. In this case, the second bilayer is only slightly shifted, trapping four molecules of DCM between the host molecules, and the DCM molecules form a channel along the [110] direction that separates the TBC6 bilayer [Fig. 10(b)]. The second channel is formed by TBC6 molecules along the [001] direction, with four DCM molecules being trapped in the capsule. The molecules that are outside the capsules are located at different positions to those in previous structures. More specifically, both DCM molecules are located near the B-type phenyl rings, with interaction energies of −15.0 and −14.6 kJ mol⁻¹. Some similarities were observed with the aceto­nitrile-containing structure (2:3, VARGOL); however, only one aceto­nitrile molecule is occupied inside TBC6, with an interaction energy of −57.5 6 kJ mol⁻¹, and a second one is positioned outside the cavity, with an interaction energy of −55.2 kJ mol⁻¹. In addition, an off-set bilayer is present, built by motifs II and III; however, here interactions between two bilayers are formed through motifs VI and VII with interaction energies of −54.4 and −129.6 kJ mol⁻¹, respectively, whereas in structure 12 they are formed through DCM molecules.

Structure 13 is formed slowly from an undersaturated DCM solution at room temperature. In this structure, the TBC6 molecules are again packed in an off-set bilayer that is built through motifs II and VI (Fig. 4). Dimer VI is formed by the shifting of one molecule to form a π–π stacking, with a distance between atoms C11 and C17(2 − x, −y, −z) of 3.194 (3) Å and an interaction energy of −68.3 kJ mol⁻¹. One of the binding cavities is occupied by the DCM molecules, which form C—H⋯π interactions (motif I). The second cavity is filled with ^tBu groups from molecules in the neighbouring layer (motif VII), resulting in a total interaction energy of −123.1 kJ mol⁻¹. The same ratio was observed in the structure containing aceto­nitrile (VARGUR 1:2), in which both guest molecules occupy TBC6 cavities. Consequently, the ^tBu group lies above the aceto­nitrile molecule and the interaction energy of motif VII is higher (−40.8 kJ mol⁻¹).

3.6. Fill percentage of the host cavity

In the pinched-cone conformation of TBC6, there are two small cavities surrounded by two B-type rings and one A-type ring. Each cavity has an average volume of 175 ų, as determined for each crystal structure using the Voidoo software (Kleywegt & Jones, 1994). The calculated fill percentages F of the guest molecules are presented in Fig. 12. This analysis was also extended to crystal structures found for TBC6 in the CSD that form host–guest interactions, namely complexes with tetra­chloro­ethene (Andreetti et al., 1989), carbon di­sulfide (Schatz, Backes &Siehl, 2000), chloro­benzene (Ramon et al., 2011), bromo­benzene (Ramon et al., 2011) and aceto­nitrile (Dale et al., 2003). For the guests that form inclusion complexes, an F value of 55% appears to be the upper limit, with many complexes having lower values. The majority of guest molecules are disordered over two positions, with the exceptions of cyclo­hexane, toluene, tetra­chloro­ethene and carbon di­sulfide, the first three of which have nearly optimal F values. Although chloro­benzene and bromo­benzene have F values close to 55%, disorder is still present in their crystal structures. Moreover, there is no direct correlation between the guest size and the cavity geometry. The ^tBu group has an F parameter of 45% (Fig. 12), thereby rendering it a good partner for self-inclusion with TBC6, in addition to promoting the formation of strong dimers with energy lower than −80 kJ mol⁻¹ (motifs IV, VII, and VIII). This interaction energy is lower than the interaction energy of motif I (Table 1)

Figure 12 Fill percentages (F) for the various guest molecules (for the major component if disorder is present in the crystal structure). Blue denotes guest molecules that form inclusion complexes, yellow denotes guests that form exclusion complexes and cross-hatching indicates ethyl acetate from which the unsolved crystal structure is obtained. Green represents the volume of the ^tBu group. The orange line corresponds to F = 55%.

The distance between the methyl­ene groups that point towards the TBC6 cavity (the S distance, denoted by green lines in Fig. 2) for most structures was close to 4.8 (2) Å (Table S25). More extreme values were observed for DCM molecules in structures possessing different ratios, the shortest being in structure 3 [4.265 (8) Å] and the longest being in structures 9 [anisole, 5.239 (7) Å] and 13 [DCM, 1:2, 5.109 (3) Å]. These longer distances are probably due to the presence of structural motif VII in the crystal packing, since the ^tBu group from the B-type ring occupies one of the cavities of the macrocycle.

Although ethyl acetate can, in terms of volume, fit into the binding pocket of TBC6, crystallization from this solvent produced only pure TBC6 crystals. Furthermore, larger guests, such as heptane and anisole (volumes > 100 ų), were found to form exclusion complexes (Fig. 12). Thus, the consideration of volume alone cannot explain why ethyl acetate does not form an inclusion complex. Therefore, the various properties of the guest molecules (e.g. surface area, apolar surface area, polar surface area and dipole moment) and their combinations were evaluated. Although the surface area can explain the ability to form inclusion or exclusion complexes, it does not explain the behaviour of ethyl acetate. However, a parameter that considers both properties together, i.e. the ratio of the apolar surface area to the volume (aPSA/V), can explain all observed binding modes (Fig. 13). The value of this parameter for ethyl acetate is considered a boundary, with guest mol­ecules possessing aPSA/V ratios lower than 40 forming inclusion complexes, and those with ratios higher than 40 forming exclusion complexes.

Figure 13 aPSA/V values for the various guest molecules. The final column indicates the corresponding value for the ^tBu group. The red line corresponds to aPSA/V = 40.

4. Conclusions

This study constitutes the first extensive investigation of the energetic features of the solvated crystal structures of simple p-tert-butyl­calix[6]arene (TBC6) complexes. In general, this work confirms the previously reported affinity of TBC6 for solvents and their inclusion in its crystal network. The different packing schemes found for the solvated crystal structures suggest that specific intermolecular interactions between TBC6 and selected solvents are crucial in the aggregation and crystallization processes. Consequently, these interactions determine the structures and compositions of the final products.

A common structural feature of most host–guest structures is off-set bilayer packing, which is built by the strongest dimers between TBC6 which have energies lower than −110 kJ mol⁻¹. This structural feature was also present in pure TBC6 crystallized from ethyl acetate. The incorporation of solvent molecules with volumes <100 ų leads to separation of the off-set bilayers, whereas larger solvent molecules prevent the formation of this layer in the crystal structures.

The preferred structure crystallizes in the monoclinic P2₁/c space group with one guest molecule occupying the TBC6 cavity. Isostructural crystals with a host–guest ratio of 1:1 were observed for TBC6 crystallized from cyclo­hexane, benzene, toluene, methyl acetate, pyridine, tetra­hydro­furan, carbon di­sulfide, bromo­benzene, chloro­benzene and tetra­chloro­ethyl­ene. In contrast, a higher host–guest ratio of 1:3 was observed for crystallization at higher temperatures, which gave isostructural crystal solvates with benzene and pyridine, and a similar structure with di­chloro­methane (DCM). In addition, different stoichiometries were obtained for small guest molecules such as DCM (1:2 and 1:4) and aceto­nitrile (2:3, 1:2).

All guest molecules that occupy the TBC6 cavity interact with the host with an energy close to −50 kJ mol⁻¹; therefore, this property does not determine molecular recognition. Even though the formation of a structural motif with the tert-butyl group in the TBC6 cavity is energetically favoured, its slow rate of formation possibly limits the formation of pure TBC6 crystals.

Evaluation of the F parameter (the fill percentage) shows that apolar molecules occupy approximately 55% of the cavity, whereas more polar molecules have cavity occupancies as low as 32%, without the formation of any strong contacts. Generally, a lower F value leads to disorder in the binding or/and a wider range of possible crystal packing that is controlled by the crystallization temperature.

The ratio of the apolar surface area to the volume (aPSA/V) was found to be suitable for predicting the formation of exclusion or inclusion complexes, with a boundary of 40 corresponding to the non-solvated crystal structure obtained with ethyl acetate. Therefore, this study allows us to predict whether or not a molecule can bind to the calixarene cavity, and envisages a possible crystal packing scheme that is crucial in the contexts of supramolecular chemistry, gas sorption and host–guest complex formation. Guest-molecule exchange between solution and crystal structure is currently being researched.

Supporting information

Computing details

Data collection: CrysAlis PRO 1.171.39.46 (Rigaku OD, 2018) for x6_heptane_10; CrysAlis PRO 1.171.38.46 (Rigaku OD, 2015) for 11_x6_ethyl_acetate, 4_x6_cyclohexane, 5_x6_toluene, x6_methyl_acetate, 7_x6_THF, 9_x6_anisole; CrysAlis PRO 1.171.38.43d (Rigaku OD, 2015) for 12_x6_DCM_1_4; CrysAlis PRO 1.171.40.53 (Rigaku OD, 2019) for 1_x6_benzene. Cell refinement: CrysAlis PRO 1.171.39.46 (Rigaku OD, 2018) for x6_heptane_10; CrysAlis PRO 1.171.38.46 (Rigaku OD, 2015) for 11_x6_ethyl_acetate, 4_x6_cyclohexane, 5_x6_toluene, x6_methyl_acetate, 7_x6_THF, 9_x6_anisole; CrysAlis PRO 1.171.38.43d (Rigaku OD, 2015) for 12_x6_DCM_1_4; CrysAlis PRO 1.171.40.53 (Rigaku OD, 2019) for 1_x6_benzene. Data reduction: CrysAlis PRO 1.171.39.46 (Rigaku OD, 2018) for x6_heptane_10; CrysAlis PRO 1.171.38.46 (Rigaku OD, 2015) for 11_x6_ethyl_acetate, 4_x6_cyclohexane, 5_x6_toluene, x6_methyl_acetate, 7_x6_THF, 9_x6_anisole; CrysAlis PRO 1.171.38.43d (Rigaku OD, 2015) for 12_x6_DCM_1_4; CrysAlis PRO 1.171.40.53 (Rigaku OD, 2019) for 1_x6_benzene. Program(s) used to solve structure: ShelXT (Sheldrick, 2015) for 11_x6_ethyl_acetate, x6_methyl_acetate; SHELXS (Sheldrick, 2008) for 12_x6_DCM_1_4, 13_x6_DCM_1_2; SHELXT (Sheldrick, 2015) for 1_x6_benzene; XS (Sheldrick, 2008) for x6_DCM_13_3, 4_x6_cyclohexane. Program(s) used to refine structure: SHELXL (Sheldrick, 2015) for x6_heptane_10, 11_x6_ethyl_acetate, 12_x6_DCM_1_4, x6_DCM_13_3, 4_x6_cyclohexane, 5_x6_toluene, x6_methyl_acetate; XL (Sheldrick, 2008) for 13_x6_DCM_1_2; SHELXL 2018/3 (Sheldrick, 2015) for 1_x6_benzene, 7_x6_THF, 9_x6_anisole. Molecular graphics: Olex2 (Dolomanov et al., 2009) for x6_heptane_10, 11_x6_ethyl_acetate, 12_x6_DCM_1_4, 13_x6_DCM_1_2, x6_DCM_13_3, 4_x6_cyclohexane, 5_x6_toluene, x6_methyl_acetate; Olex2 1.3 (Dolomanov et al., 2009) for 1_x6_benzene, 7_x6_THF, 9_x6_anisole. Software used to prepare material for publication: Olex2 (Dolomanov et al., 2009) for x6_heptane_10, 11_x6_ethyl_acetate, 12_x6_DCM_1_4, 13_x6_DCM_1_2, x6_DCM_13_3, 4_x6_cyclohexane, 5_x6_toluene, x6_methyl_acetate; Olex2 1.3 (Dolomanov et al., 2009) for 1_x6_benzene, 7_x6_THF, 9_x6_anisole.

(x6_heptane_10)

Crystal data

C66H84O6·C7H16	F(000) = 2344
Mr = 1073.52	Dx = 1.106 Mg m^−3
Monoclinic, P21/c	Cu Kα radiation, λ = 1.54184 Å
a = 16.2520 (5) Å	Cell parameters from 7499 reflections
b = 23.5373 (7) Å	θ = 3.2–73.9°
c = 17.2102 (4) Å	µ = 0.53 mm^−1
β = 101.773 (3)°	T = 100 K
V = 6444.9 (3) Å^3	Plate, colourless
Z = 4	0.24 × 0.13 × 0.05 mm

Data collection

SuperNova, Dual, Cu at home/near, Atlas diffractometer	12820 independent reflections
Radiation source: micro-focus sealed X-ray tube, SuperNova (Cu) X-ray Source	6910 reflections with I > 2σ(I)
Mirror monochromator	Rint = 0.067
Detector resolution: 10.4391 pixels mm^-1	θmax = 74.1°, θmin = 3.2°
ω scans	h = −20→20
Absorption correction: multi-scan CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	k = −27→28
Tmin = 0.870, Tmax = 1.000	l = −14→21
37071 measured reflections

Refinement

Refinement on F^2	82 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.066	H-atom parameters constrained
wR(F^2) = 0.207	w = 1/[σ^2(Fo^2) + (0.1019P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 1.04	(Δ/σ)max < 0.001
12820 reflections	Δρmax = 0.71 e Å^−3
804 parameters	Δρmin = −0.43 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)
C39	−0.00015 (16)	0.44482 (13)	0.86304 (14)	0.0314 (6)
C33	0.15963 (17)	0.44911 (14)	0.89504 (15)	0.0358 (7)
H33A	0.151905	0.453674	0.950285	0.043*
H33B	0.201384	0.418504	0.894893	0.043*
O2	0.09498 (14)	0.65808 (10)	1.01120 (12)	0.0472 (5)
H2	0.060647	0.672808	1.035712	0.071*
C24	0.25438 (18)	0.60356 (15)	0.81345 (15)	0.0392 (7)
H24	0.273786	0.637658	0.793732	0.047*
C26	0.25823 (17)	0.50293 (14)	0.82629 (15)	0.0370 (7)
H26	0.280108	0.467228	0.814554	0.044*
O3	0.10375 (14)	0.55916 (11)	0.93272 (13)	0.0485 (6)
H3	0.106178	0.591002	0.955114	0.073*
C55	−0.15593 (18)	0.65820 (15)	0.80411 (15)	0.0421 (7)
H55A	−0.152129	0.678009	0.754214	0.051*
H55B	−0.097724	0.651064	0.833164	0.051*
C1	−0.01009 (18)	0.74556 (13)	1.10569 (14)	0.0347 (6)
C13	0.25271 (19)	0.77045 (17)	1.05655 (19)	0.0535 (9)
H13	0.275069	0.795566	1.098810	0.064*
C3	−0.08061 (17)	0.83433 (13)	1.10121 (14)	0.0334 (6)
H3A	−0.131427	0.855477	1.093310	0.040*
C18	0.3676 (8)	0.8051 (6)	0.9912 (9)	0.060 (4)	0.528 (11)
C5	0.06865 (18)	0.83123 (14)	1.13303 (14)	0.0361 (7)
H5	0.121333	0.850014	1.147051	0.043*
C28	0.16330 (18)	0.55661 (14)	0.88595 (16)	0.0389 (7)
C37	−0.07491 (17)	0.39717 (14)	0.74725 (14)	0.0353 (7)
H37	−0.126673	0.385729	0.714629	0.042*
C48	−0.26001 (17)	0.59604 (15)	0.71355 (15)	0.0409 (8)
H48	−0.280971	0.629389	0.685201	0.049*
C16	0.18477 (18)	0.69867 (14)	0.93251 (17)	0.0404 (7)
C22	0.14585 (18)	0.66253 (14)	0.86217 (16)	0.0396 (7)
H22A	0.145157	0.684709	0.813168	0.047*
H22B	0.086730	0.654669	0.865157	0.047*
C15	0.25042 (19)	0.73554 (16)	0.92671 (19)	0.0485 (8)
H15	0.270740	0.736307	0.878735	0.058*
C66	−0.16992 (18)	0.74586 (14)	1.07051 (15)	0.0361 (7)
H66A	−0.211560	0.767175	1.093740	0.043*
H66B	−0.165052	0.707309	1.094013	0.043*
O6	−0.12104 (14)	0.65697 (10)	0.97371 (11)	0.0451 (5)
H6	−0.108730	0.634860	0.939495	0.068*
C4	−0.00443 (17)	0.86364 (13)	1.12045 (14)	0.0343 (6)
C25	0.29173 (17)	0.55239 (14)	0.79964 (15)	0.0380 (7)
C12	0.18715 (18)	0.73468 (15)	1.06534 (17)	0.0432 (8)
C36	−0.00025 (17)	0.38178 (13)	0.72491 (14)	0.0344 (6)
C58	−0.29155 (18)	0.77821 (15)	0.85931 (17)	0.0423 (7)
C60	−0.20253 (17)	0.74075 (13)	0.98091 (16)	0.0355 (6)
C14	0.2873 (2)	0.77129 (17)	0.9886 (2)	0.0548 (9)
C17	0.15555 (18)	0.69757 (15)	1.00306 (17)	0.0411 (7)
C35	0.07441 (18)	0.39996 (13)	0.77398 (15)	0.0352 (6)
H35	0.126167	0.390853	0.759393	0.042*
C30	0.4028 (2)	0.60718 (18)	0.7478 (2)	0.0660 (12)
H30A	0.360381	0.631578	0.715295	0.099*
H30B	0.451125	0.603287	0.722183	0.099*
H30C	0.421147	0.624230	0.800420	0.099*
C61	−0.17357 (18)	0.69890 (14)	0.93659 (16)	0.0377 (7)
C38	−0.07680 (17)	0.42857 (14)	0.81530 (14)	0.0350 (6)
C57	−0.25616 (18)	0.73740 (15)	0.81707 (17)	0.0434 (8)
H57	−0.273389	0.736497	0.760915	0.052*
C62	−0.3605 (2)	0.81733 (16)	0.8152 (2)	0.0515 (9)
C27	0.19450 (17)	0.50379 (14)	0.86906 (15)	0.0372 (7)
C56	−0.19697 (18)	0.69813 (14)	0.85346 (16)	0.0388 (7)
C2	−0.08536 (17)	0.77538 (14)	1.09309 (14)	0.0338 (6)
C34	0.07633 (16)	0.43081 (13)	0.84328 (14)	0.0328 (6)
C23	0.18939 (18)	0.60660 (14)	0.85525 (15)	0.0380 (7)
C29	0.36512 (18)	0.54880 (15)	0.75625 (17)	0.0429 (8)
C42	0.0008 (3)	0.28203 (17)	0.68086 (19)	0.0748 (14)
H42A	0.051695	0.275059	0.721328	0.112*
H42B	0.000042	0.256501	0.635729	0.112*
H42C	−0.048877	0.275014	0.703507	0.112*
C59	−0.26141 (18)	0.77954 (15)	0.94186 (17)	0.0410 (7)
H59	−0.281975	0.807978	0.972145	0.049*
C32	0.4341 (2)	0.5106 (2)	0.8030 (2)	0.0656 (12)
H32A	0.453797	0.526439	0.856208	0.098*
H32B	0.481110	0.508651	0.775347	0.098*
H32C	0.411540	0.472424	0.807280	0.098*
O4	−0.00090 (11)	0.47419 (9)	0.93261 (10)	0.0349 (5)
H4	0.036709	0.499238	0.939241	0.052*
O1	−0.01217 (14)	0.68666 (9)	1.10024 (11)	0.0420 (5)
H1	−0.051430	0.676733	1.062999	0.063*
O5	−0.11312 (14)	0.55772 (11)	0.89631 (11)	0.0485 (6)
H5A	−0.075312	0.533055	0.898877	0.073*
C49	−0.19748 (18)	0.60144 (15)	0.78253 (15)	0.0404 (7)
C46	−0.25890 (16)	0.49563 (15)	0.72680 (15)	0.0387 (7)
H46	−0.278580	0.459429	0.706725	0.046*
C51	−0.35944 (15)	0.53829 (13)	0.60889 (14)	0.0447 (8)
C11	0.14941 (19)	0.73851 (17)	1.13899 (16)	0.0475 (8)
H11A	0.190734	0.756553	1.182178	0.057*
H11B	0.138593	0.699617	1.156390	0.057*
C44	−0.16024 (17)	0.44462 (14)	0.83681 (14)	0.0357 (7)
H44A	−0.200517	0.412983	0.821904	0.043*
H44B	−0.151486	0.449755	0.895011	0.043*
C6	0.06753 (18)	0.77238 (14)	1.12586 (14)	0.0379 (7)
C45	−0.19786 (17)	0.49809 (14)	0.79655 (15)	0.0373 (7)
C50	−0.17045 (18)	0.55219 (15)	0.82493 (15)	0.0410 (7)
C40	0.00027 (19)	0.34316 (14)	0.65303 (15)	0.0381 (7)
C7	−0.00122 (17)	0.92853 (13)	1.13067 (15)	0.0363 (7)
C43	−0.0776 (2)	0.35262 (17)	0.58818 (17)	0.0533 (9)
H43A	−0.127739	0.341452	0.607808	0.080*
H43B	−0.073481	0.329612	0.541656	0.080*
H43C	−0.081572	0.392872	0.573348	0.080*
C41	0.0773 (2)	0.35367 (18)	0.61730 (17)	0.0532 (9)
H41A	0.081237	0.394232	0.605714	0.080*
H41B	0.072325	0.331799	0.568109	0.080*
H41C	0.127938	0.341752	0.655102	0.080*
C65	−0.3878 (2)	0.86139 (17)	0.8697 (2)	0.0593 (10)
H65A	−0.408444	0.842076	0.912431	0.089*
H65B	−0.432827	0.884898	0.839113	0.089*
H65C	−0.339872	0.885533	0.892541	0.089*
C54	−0.4358 (3)	0.5085 (3)	0.6244 (4)	0.0376 (11)	0.490 (8)
H54A	−0.422334	0.468493	0.636781	0.056*	0.490 (8)
H54B	−0.480975	0.510935	0.577122	0.056*	0.490 (8)
H54C	−0.454016	0.526504	0.669335	0.056*	0.490 (8)
C64	−0.4370 (2)	0.78105 (19)	0.7789 (2)	0.0686 (11)
H64A	−0.421625	0.754387	0.740542	0.103*
H64B	−0.482539	0.805772	0.751975	0.103*
H64C	−0.455914	0.759798	0.821039	0.103*
C47	−0.29228 (17)	0.54388 (15)	0.68527 (14)	0.0409 (8)
C31	0.3336 (2)	0.52343 (15)	0.67408 (16)	0.0445 (8)
H31A	0.311070	0.485323	0.679381	0.067*
H31B	0.380178	0.521005	0.645968	0.067*
H31C	0.289199	0.547664	0.644045	0.067*
C63	−0.3285 (3)	0.8488 (2)	0.7491 (3)	0.0791 (14)
H63A	−0.282454	0.874235	0.772628	0.119*
H63B	−0.374457	0.871044	0.717569	0.119*
H63C	−0.308274	0.821132	0.714714	0.119*
C53	−0.3206 (13)	0.5079 (5)	0.5462 (9)	0.030 (2)	0.490 (8)
H53A	−0.278364	0.532579	0.530301	0.045*	0.490 (8)
H53B	−0.364750	0.499257	0.499792	0.045*	0.490 (8)
H53C	−0.293986	0.472549	0.568498	0.045*	0.490 (8)
C52	−0.3873 (5)	0.5988 (2)	0.5752 (5)	0.0484 (13)	0.490 (8)
H52A	−0.410015	0.620346	0.614811	0.073*	0.490 (8)
H52B	−0.430703	0.594935	0.526722	0.073*	0.490 (8)
H52C	−0.338751	0.618943	0.562947	0.073*	0.490 (8)
C10	0.0887 (3)	0.9537 (3)	1.1342 (3)	0.0452 (11)	0.599 (4)
H10A	0.127097	0.939511	1.181736	0.068*	0.599 (4)
H10B	0.086247	0.995261	1.136353	0.068*	0.599 (4)
H10C	0.109155	0.942074	1.086850	0.068*	0.599 (4)
C8	−0.0600 (3)	0.9565 (2)	1.0614 (3)	0.0434 (11)	0.599 (4)
H8A	−0.041950	0.947216	1.011978	0.065*	0.599 (4)
H8B	−0.058619	0.997805	1.068952	0.065*	0.599 (4)
H8C	−0.117346	0.942611	1.058679	0.065*	0.599 (4)
C69	0.3765 (2)	0.55866 (14)	1.0336 (2)	0.0641 (11)
H69A	0.438719	0.559845	1.046173	0.077*
H69B	0.358286	0.559943	0.975159	0.077*
C71	0.3829 (2)	0.45085 (14)	1.02661 (19)	0.0613 (11)
H71A	0.444735	0.454662	1.035131	0.074*
H71B	0.360483	0.451222	0.968626	0.074*
C70	0.3479 (2)	0.50222 (14)	1.06333 (19)	0.0631 (11)
H70A	0.366370	0.500456	1.121774	0.076*
H70B	0.285775	0.500563	1.050643	0.076*
C72	0.3621 (3)	0.39348 (17)	1.0597 (2)	0.0803 (15)
H72A	0.300358	0.389010	1.051129	0.096*
H72B	0.385096	0.392304	1.117538	0.096*
C68	0.3434 (2)	0.61159 (18)	1.0685 (2)	0.0716 (12)
H68A	0.358345	0.645676	1.040627	0.086*
H68B	0.281320	0.609550	1.059619	0.086*
C73	0.3992 (3)	0.3443 (2)	1.0193 (4)	0.119 (3)
H73A	0.379190	0.346790	0.961662	0.179*
H73B	0.381370	0.308048	1.038470	0.179*
H73C	0.460684	0.346680	1.031869	0.179*
C67	0.3792 (3)	0.6173 (3)	1.1564 (3)	0.0993 (18)
H67A	0.440646	0.619132	1.165433	0.149*
H67B	0.362453	0.584379	1.184461	0.149*
H67C	0.357652	0.652093	1.176421	0.149*
C9	−0.0267 (4)	0.9437 (3)	1.2088 (3)	0.0472 (12)	0.599 (4)
H9A	−0.085580	0.933168	1.205933	0.071*	0.599 (4)
H9B	−0.019936	0.984684	1.218174	0.071*	0.599 (4)
H9C	0.009066	0.923051	1.252446	0.071*	0.599 (4)
C21A	0.4406 (5)	0.7784 (4)	0.9900 (9)	0.080 (4)	0.472 (11)
H21A	0.446977	0.759403	1.041598	0.120*	0.472 (11)
H21B	0.487981	0.804301	0.990854	0.120*	0.472 (11)
H21C	0.439526	0.749878	0.948350	0.120*	0.472 (11)
C20A	0.3738 (9)	0.8639 (6)	1.0312 (8)	0.063 (3)	0.472 (11)
H20A	0.320986	0.884211	1.030014	0.095*	0.472 (11)
H20B	0.414618	0.889588	1.014886	0.095*	0.472 (11)
H20C	0.396137	0.850160	1.085129	0.095*	0.472 (11)
C19A	0.3490 (8)	0.8400 (6)	0.8890 (5)	0.085 (5)	0.472 (11)
H19A	0.349873	0.810179	0.849468	0.128*	0.472 (11)
H19B	0.395953	0.866222	0.889287	0.128*	0.472 (11)
H19C	0.295851	0.860944	0.875560	0.128*	0.472 (11)
C20B	0.3402 (7)	0.8657 (5)	1.0036 (7)	0.057 (3)	0.528 (11)
H20D	0.294217	0.876397	0.959777	0.086*	0.528 (11)
H20E	0.387763	0.891515	1.005012	0.086*	0.528 (11)
H20F	0.320969	0.868094	1.053848	0.086*	0.528 (11)
C18A	0.3576 (8)	0.8125 (7)	0.9732 (9)	0.057 (4)	0.472 (11)
C21B	0.4373 (4)	0.7828 (3)	1.0571 (6)	0.062 (3)	0.528 (11)
H21D	0.419850	0.786047	1.108130	0.093*	0.528 (11)
H21E	0.488471	0.805225	1.058627	0.093*	0.528 (11)
H21F	0.448521	0.742898	1.046858	0.093*	0.528 (11)
C19B	0.3908 (6)	0.7968 (5)	0.9114 (6)	0.081 (4)	0.528 (11)
H19D	0.397626	0.756145	0.902106	0.121*	0.528 (11)
H19E	0.443610	0.816615	0.910631	0.121*	0.528 (11)
H19F	0.346117	0.812199	0.869773	0.121*	0.528 (11)
C8A	−0.0892 (5)	0.9568 (4)	1.0982 (5)	0.0434 (11)	0.401 (4)
H8AA	−0.107271	0.948288	1.041516	0.065*	0.401 (4)
H8AB	−0.084656	0.998038	1.105708	0.065*	0.401 (4)
H8AC	−0.130513	0.941692	1.127058	0.065*	0.401 (4)
C9A	0.0230 (6)	0.9436 (4)	1.2179 (5)	0.0472 (12)	0.401 (4)
H9AA	0.080247	0.930252	1.239323	0.071*	0.401 (4)
H9AB	−0.016116	0.925431	1.246589	0.071*	0.401 (4)
H9AC	0.020597	0.984930	1.224109	0.071*	0.401 (4)
C10A	0.0603 (5)	0.9533 (4)	1.0859 (5)	0.0452 (11)	0.401 (4)
H10D	0.062288	0.994688	1.092774	0.068*	0.401 (4)
H10E	0.042548	0.944249	1.029345	0.068*	0.401 (4)
H10F	0.116185	0.937323	1.106166	0.068*	0.401 (4)
C52A	−0.4166 (5)	0.5894 (3)	0.5924 (5)	0.0484 (13)	0.510 (8)
H52D	−0.437296	0.599176	0.640381	0.073*	0.510 (8)
H52E	−0.464312	0.580474	0.549334	0.073*	0.510 (8)
H52F	−0.385316	0.621581	0.576921	0.073*	0.510 (8)
C54A	−0.4206 (4)	0.4879 (3)	0.6183 (4)	0.0376 (11)	0.510 (8)
H54D	−0.390087	0.451786	0.620961	0.056*	0.510 (8)
H54E	−0.467846	0.487399	0.572707	0.056*	0.510 (8)
H54F	−0.441844	0.493132	0.667201	0.056*	0.510 (8)
C53A	−0.3168 (13)	0.5242 (5)	0.5398 (9)	0.030 (2)	0.510 (8)
H53D	−0.276005	0.554011	0.534908	0.045*	0.510 (8)
H53E	−0.359277	0.522009	0.490490	0.045*	0.510 (8)
H53F	−0.287733	0.487644	0.549698	0.045*	0.510 (8)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C39	0.0298 (13)	0.0504 (18)	0.0143 (10)	0.0027 (12)	0.0047 (9)	−0.0035 (11)
C33	0.0290 (13)	0.0558 (19)	0.0236 (12)	−0.0013 (13)	0.0077 (10)	−0.0080 (12)
O2	0.0439 (12)	0.0629 (15)	0.0388 (11)	−0.0002 (11)	0.0179 (9)	−0.0098 (10)
C24	0.0326 (14)	0.062 (2)	0.0242 (12)	−0.0062 (14)	0.0078 (11)	−0.0092 (13)
C26	0.0270 (12)	0.060 (2)	0.0247 (12)	−0.0007 (13)	0.0056 (10)	−0.0114 (13)
O3	0.0467 (12)	0.0662 (16)	0.0409 (11)	−0.0061 (11)	0.0287 (10)	−0.0159 (11)
C55	0.0356 (15)	0.068 (2)	0.0218 (12)	0.0074 (15)	0.0028 (11)	0.0029 (13)
C1	0.0393 (15)	0.0507 (19)	0.0154 (10)	0.0098 (13)	0.0086 (10)	−0.0005 (11)
C13	0.0331 (15)	0.083 (3)	0.0418 (16)	0.0052 (17)	0.0020 (13)	−0.0298 (17)
C3	0.0335 (13)	0.0501 (19)	0.0184 (11)	0.0046 (13)	0.0094 (10)	0.0048 (11)
C18	0.042 (6)	0.072 (8)	0.064 (7)	−0.004 (5)	0.006 (5)	−0.036 (5)
C5	0.0360 (14)	0.056 (2)	0.0159 (11)	0.0050 (14)	0.0052 (10)	−0.0024 (12)
C28	0.0359 (15)	0.057 (2)	0.0270 (13)	−0.0012 (14)	0.0140 (11)	−0.0121 (13)
C37	0.0285 (13)	0.057 (2)	0.0177 (11)	0.0035 (13)	−0.0005 (9)	−0.0011 (12)
C48	0.0313 (14)	0.070 (2)	0.0201 (12)	0.0160 (15)	0.0021 (10)	−0.0012 (13)
C16	0.0311 (14)	0.059 (2)	0.0324 (14)	0.0040 (14)	0.0095 (11)	−0.0110 (14)
C22	0.0348 (14)	0.058 (2)	0.0276 (13)	−0.0025 (14)	0.0111 (11)	−0.0102 (13)
C15	0.0348 (15)	0.072 (2)	0.0418 (16)	−0.0033 (15)	0.0143 (13)	−0.0195 (16)
C66	0.0354 (14)	0.0498 (19)	0.0262 (12)	0.0060 (13)	0.0137 (11)	0.0057 (12)
O6	0.0448 (12)	0.0572 (15)	0.0302 (10)	0.0170 (11)	0.0004 (9)	0.0001 (9)
C4	0.0344 (14)	0.0546 (19)	0.0150 (11)	0.0047 (13)	0.0079 (10)	0.0042 (11)
C25	0.0295 (13)	0.062 (2)	0.0234 (12)	−0.0055 (14)	0.0067 (10)	−0.0129 (13)
C12	0.0299 (14)	0.067 (2)	0.0305 (13)	0.0089 (14)	0.0015 (11)	−0.0149 (14)
C36	0.0373 (14)	0.0511 (19)	0.0147 (11)	0.0000 (13)	0.0052 (10)	−0.0014 (11)
C58	0.0318 (14)	0.058 (2)	0.0373 (15)	0.0021 (14)	0.0081 (12)	0.0137 (14)
C60	0.0301 (13)	0.0504 (19)	0.0278 (13)	0.0015 (13)	0.0103 (11)	0.0059 (12)
C14	0.0338 (16)	0.079 (3)	0.0528 (19)	−0.0038 (16)	0.0111 (14)	−0.0286 (18)
C17	0.0304 (14)	0.062 (2)	0.0315 (13)	0.0049 (14)	0.0067 (11)	−0.0111 (14)
C35	0.0342 (14)	0.0523 (19)	0.0218 (11)	0.0000 (13)	0.0121 (10)	−0.0035 (12)
C30	0.052 (2)	0.083 (3)	0.074 (2)	−0.023 (2)	0.0410 (19)	−0.031 (2)
C61	0.0332 (14)	0.0537 (19)	0.0259 (12)	0.0048 (13)	0.0056 (11)	0.0051 (12)
C38	0.0304 (13)	0.0570 (19)	0.0167 (11)	0.0020 (13)	0.0031 (10)	−0.0005 (11)
C57	0.0339 (15)	0.068 (2)	0.0281 (13)	0.0009 (15)	0.0060 (11)	0.0100 (14)
C62	0.0372 (16)	0.066 (2)	0.0495 (18)	0.0119 (16)	0.0055 (14)	0.0201 (17)
C27	0.0300 (13)	0.059 (2)	0.0225 (12)	−0.0027 (14)	0.0058 (10)	−0.0102 (12)
C56	0.0312 (14)	0.059 (2)	0.0260 (12)	0.0050 (14)	0.0047 (11)	0.0036 (13)
C2	0.0325 (13)	0.055 (2)	0.0163 (11)	0.0034 (13)	0.0097 (10)	0.0026 (11)
C34	0.0302 (13)	0.0506 (18)	0.0182 (11)	0.0010 (12)	0.0061 (10)	−0.0026 (11)
C23	0.0334 (14)	0.057 (2)	0.0256 (12)	−0.0049 (14)	0.0098 (11)	−0.0126 (13)
C29	0.0313 (14)	0.068 (2)	0.0310 (14)	−0.0046 (14)	0.0114 (11)	−0.0118 (14)
C42	0.140 (4)	0.060 (3)	0.0278 (16)	−0.001 (3)	0.027 (2)	−0.0078 (16)
C59	0.0327 (14)	0.057 (2)	0.0360 (14)	0.0067 (14)	0.0127 (12)	0.0101 (14)
C32	0.0318 (16)	0.128 (4)	0.0383 (16)	0.011 (2)	0.0111 (13)	0.003 (2)
O4	0.0293 (9)	0.0602 (14)	0.0151 (8)	−0.0011 (9)	0.0042 (7)	−0.0072 (8)
O1	0.0508 (12)	0.0523 (14)	0.0223 (9)	0.0104 (10)	0.0059 (8)	0.0006 (8)
O5	0.0426 (12)	0.0711 (17)	0.0240 (9)	0.0124 (11)	−0.0116 (8)	−0.0069 (10)
C49	0.0317 (14)	0.067 (2)	0.0209 (12)	0.0085 (14)	0.0023 (10)	−0.0040 (13)
C46	0.0243 (12)	0.071 (2)	0.0199 (11)	0.0074 (14)	0.0019 (10)	−0.0123 (13)
C51	0.0305 (14)	0.076 (2)	0.0235 (12)	0.0162 (15)	−0.0048 (11)	−0.0089 (14)
C11	0.0373 (15)	0.079 (2)	0.0230 (12)	0.0143 (16)	−0.0021 (11)	−0.0114 (14)
C44	0.0284 (13)	0.0572 (19)	0.0202 (11)	0.0049 (13)	0.0018 (10)	−0.0057 (12)
C6	0.0364 (14)	0.064 (2)	0.0132 (10)	0.0127 (14)	0.0050 (10)	−0.0021 (12)
C45	0.0293 (13)	0.061 (2)	0.0209 (11)	0.0074 (13)	0.0024 (10)	−0.0077 (12)
C50	0.0300 (13)	0.072 (2)	0.0176 (11)	0.0083 (14)	−0.0039 (10)	−0.0040 (13)
C40	0.0434 (15)	0.0542 (19)	0.0177 (11)	−0.0007 (14)	0.0086 (11)	−0.0049 (12)
C7	0.0317 (14)	0.0554 (19)	0.0224 (12)	0.0029 (13)	0.0068 (10)	0.0050 (12)
C43	0.0428 (17)	0.092 (3)	0.0239 (13)	−0.0059 (18)	0.0047 (12)	−0.0221 (15)
C41	0.0421 (17)	0.092 (3)	0.0269 (14)	0.0042 (18)	0.0098 (12)	−0.0176 (16)
C65	0.0446 (19)	0.065 (3)	0.067 (2)	0.0148 (18)	0.0072 (17)	0.0210 (19)
C54	0.0249 (16)	0.055 (2)	0.0327 (14)	0.0136 (16)	0.0066 (12)	−0.0068 (17)
C64	0.0448 (19)	0.087 (3)	0.065 (2)	0.016 (2)	−0.0104 (17)	0.005 (2)
C47	0.0303 (13)	0.073 (2)	0.0183 (11)	0.0164 (15)	0.0018 (10)	−0.0091 (13)
C31	0.0415 (16)	0.069 (2)	0.0255 (13)	0.0020 (16)	0.0125 (12)	−0.0081 (14)
C63	0.069 (3)	0.096 (4)	0.075 (3)	0.032 (2)	0.021 (2)	0.052 (3)
C53	0.039 (2)	0.031 (6)	0.020 (2)	−0.008 (5)	0.0060 (14)	0.002 (4)
C52	0.038 (2)	0.0579 (19)	0.0454 (18)	0.0071 (16)	0.0000 (15)	−0.0036 (15)
C10	0.031 (2)	0.071 (3)	0.034 (2)	0.002 (2)	0.0061 (17)	0.009 (2)
C8	0.039 (3)	0.054 (3)	0.034 (3)	−0.002 (2)	0.0011 (17)	0.011 (2)
C69	0.0415 (18)	0.106 (3)	0.0448 (18)	0.002 (2)	0.0087 (15)	−0.002 (2)
C71	0.0367 (17)	0.106 (3)	0.0397 (17)	−0.0085 (19)	0.0034 (13)	0.0048 (19)
C70	0.0342 (16)	0.115 (4)	0.0395 (17)	−0.002 (2)	0.0061 (14)	0.004 (2)
C72	0.052 (2)	0.126 (4)	0.057 (2)	−0.028 (3)	−0.0031 (18)	0.028 (3)
C68	0.051 (2)	0.106 (4)	0.058 (2)	0.010 (2)	0.0126 (18)	−0.001 (2)
C73	0.063 (3)	0.067 (3)	0.237 (8)	−0.001 (3)	0.053 (4)	0.024 (4)
C67	0.072 (3)	0.127 (5)	0.091 (3)	0.007 (3)	0.001 (3)	−0.042 (3)
C9	0.054 (3)	0.055 (3)	0.035 (2)	−0.004 (3)	0.015 (3)	−0.0042 (19)
C21A	0.044 (5)	0.079 (7)	0.127 (12)	−0.013 (5)	0.040 (6)	−0.020 (7)
C20A	0.073 (9)	0.056 (6)	0.071 (8)	−0.003 (7)	0.037 (6)	0.001 (6)
C19A	0.113 (9)	0.104 (10)	0.045 (4)	−0.063 (8)	0.028 (5)	−0.008 (5)
C20B	0.056 (6)	0.057 (5)	0.062 (7)	−0.005 (5)	0.018 (4)	0.007 (5)
C18A	0.025 (5)	0.089 (10)	0.057 (7)	−0.014 (5)	0.010 (5)	−0.037 (6)
C21B	0.028 (3)	0.047 (4)	0.109 (8)	−0.011 (3)	0.011 (4)	−0.018 (4)
C19B	0.080 (7)	0.084 (8)	0.097 (7)	−0.047 (6)	0.062 (6)	−0.031 (6)
C8A	0.039 (3)	0.054 (3)	0.034 (3)	−0.002 (2)	0.0011 (17)	0.011 (2)
C9A	0.054 (3)	0.055 (3)	0.035 (2)	−0.004 (3)	0.015 (3)	−0.0042 (19)
C10A	0.031 (2)	0.071 (3)	0.034 (2)	0.002 (2)	0.0061 (17)	0.009 (2)
C52A	0.038 (2)	0.0579 (19)	0.0454 (18)	0.0071 (16)	0.0000 (15)	−0.0036 (15)
C54A	0.0249 (16)	0.055 (2)	0.0327 (14)	0.0136 (16)	0.0066 (12)	−0.0068 (17)
C53A	0.039 (2)	0.031 (6)	0.020 (2)	−0.008 (5)	0.0060 (14)	0.002 (4)

Geometric parameters (Å, º)

C39—C38	1.398 (4)	C11—C6	1.528 (4)
C39—C34	1.394 (4)	C44—H44A	0.9900
C39—O4	1.385 (3)	C44—H44B	0.9900
C33—H33A	0.9900	C44—C45	1.505 (4)
C33—H33B	0.9900	C45—C50	1.404 (5)
C33—C27	1.510 (4)	C40—C43	1.523 (4)
C33—C34	1.523 (4)	C40—C41	1.524 (4)
O2—H2	0.8400	C7—C10	1.567 (5)
O2—C17	1.382 (4)	C7—C8	1.517 (5)
C24—H24	0.9500	C7—C9	1.528 (5)
C24—C25	1.391 (5)	C7—C8A	1.573 (8)
C24—C23	1.396 (4)	C7—C9A	1.514 (8)
C26—H26	0.9500	C7—C10A	1.500 (7)
C26—C25	1.401 (5)	C43—H43A	0.9800
C26—C27	1.388 (4)	C43—H43B	0.9800
O3—H3	0.8400	C43—H43C	0.9800
O3—C28	1.381 (3)	C41—H41A	0.9800
C55—H55A	0.9900	C41—H41B	0.9800
C55—H55B	0.9900	C41—H41C	0.9800
C55—C56	1.510 (4)	C65—H65A	0.9800
C55—C49	1.509 (5)	C65—H65B	0.9800
C1—C2	1.388 (4)	C65—H65C	0.9800
C1—O1	1.389 (4)	C54—H54A	0.9800
C1—C6	1.390 (4)	C54—H54B	0.9800
C13—H13	0.9500	C54—H54C	0.9800
C13—C12	1.390 (5)	C64—H64A	0.9800
C13—C14	1.398 (5)	C64—H64B	0.9800
C3—H3A	0.9500	C64—H64C	0.9800
C3—C4	1.397 (4)	C31—H31A	0.9800
C3—C2	1.395 (4)	C31—H31B	0.9800
C18—C14	1.521 (11)	C31—H31C	0.9800
C18—C20B	1.522 (14)	C63—H63A	0.9800
C18—C21B	1.522 (14)	C63—H63B	0.9800
C18—C19B	1.508 (14)	C63—H63C	0.9800
C5—H5	0.9500	C53—H53A	0.9800
C5—C4	1.391 (4)	C53—H53B	0.9800
C5—C6	1.390 (5)	C53—H53C	0.9800
C28—C27	1.396 (4)	C52—H52A	0.9800
C28—C23	1.391 (5)	C52—H52B	0.9800
C37—H37	0.9500	C52—H52C	0.9800
C37—C36	1.393 (4)	C10—H10A	0.9800
C37—C38	1.391 (4)	C10—H10B	0.9800
C48—H48	0.9500	C10—H10C	0.9800
C48—C49	1.402 (4)	C8—H8A	0.9800
C48—C47	1.384 (5)	C8—H8B	0.9800
C16—C22	1.509 (4)	C8—H8C	0.9800
C16—C15	1.394 (5)	C69—H69A	0.9900
C16—C17	1.391 (4)	C69—H69B	0.9900
C22—H22A	0.9900	C69—C70	1.529 (3)
C22—H22B	0.9900	C69—C68	1.527 (3)
C22—C23	1.511 (4)	C71—H71A	0.9900
C15—H15	0.9500	C71—H71B	0.9900
C15—C14	1.393 (5)	C71—C70	1.526 (3)
C66—H66A	0.9900	C71—C72	1.530 (3)
C66—H66B	0.9900	C70—H70A	0.9900
C66—C60	1.530 (4)	C70—H70B	0.9900
C66—C2	1.518 (4)	C72—H72A	0.9900
O6—H6	0.8400	C72—H72B	0.9900
O6—C61	1.374 (4)	C72—C73	1.535 (4)
C4—C7	1.537 (4)	C68—H68A	0.9900
C25—C29	1.533 (4)	C68—H68B	0.9900
C12—C17	1.397 (4)	C68—C67	1.513 (4)
C12—C11	1.519 (4)	C73—H73A	0.9800
C36—C35	1.397 (4)	C73—H73B	0.9800
C36—C40	1.537 (4)	C73—H73C	0.9800
C58—C57	1.397 (5)	C67—H67A	0.9800
C58—C62	1.527 (4)	C67—H67B	0.9800
C58—C59	1.405 (4)	C67—H67C	0.9800
C60—C61	1.386 (4)	C9—H9A	0.9800
C60—C59	1.392 (4)	C9—H9B	0.9800
C14—C18A	1.561 (12)	C9—H9C	0.9800
C35—H35	0.9500	C21A—H21A	0.9800
C35—C34	1.391 (4)	C21A—H21B	0.9800
C30—H30A	0.9800	C21A—H21C	0.9800
C30—H30B	0.9800	C21A—C18A	1.546 (15)
C30—H30C	0.9800	C20A—H20A	0.9800
C30—C29	1.523 (5)	C20A—H20B	0.9800
C61—C56	1.403 (4)	C20A—H20C	0.9800
C38—C44	1.524 (4)	C20A—C18A	1.556 (15)
C57—H57	0.9500	C19A—H19A	0.9800
C57—C56	1.388 (4)	C19A—H19B	0.9800
C62—C65	1.524 (5)	C19A—H19C	0.9800
C62—C64	1.533 (5)	C19A—C18A	1.568 (15)
C62—C63	1.535 (5)	C20B—H20D	0.9800
C29—C32	1.530 (5)	C20B—H20E	0.9800
C29—C31	1.524 (4)	C20B—H20F	0.9800
C42—H42A	0.9800	C21B—H21D	0.9800
C42—H42B	0.9800	C21B—H21E	0.9800
C42—H42C	0.9800	C21B—H21F	0.9800
C42—C40	1.516 (5)	C19B—H19D	0.9800
C59—H59	0.9500	C19B—H19E	0.9800
C32—H32A	0.9800	C19B—H19F	0.9800
C32—H32B	0.9800	C8A—H8AA	0.9800
C32—H32C	0.9800	C8A—H8AB	0.9800
O4—H4	0.8400	C8A—H8AC	0.9800
O1—H1	0.8400	C9A—H9AA	0.9800
O5—H5A	0.8400	C9A—H9AB	0.9800
O5—C50	1.388 (3)	C9A—H9AC	0.9800
C49—C50	1.392 (5)	C10A—H10D	0.9800
C46—H46	0.9500	C10A—H10E	0.9800
C46—C45	1.394 (4)	C10A—H10F	0.9800
C46—C47	1.392 (5)	C52A—H52D	0.9800
C51—C54	1.496 (4)	C52A—H52E	0.9800
C51—C47	1.533 (3)	C52A—H52F	0.9800
C51—C53	1.533 (4)	C54A—H54D	0.9800
C51—C52	1.570 (4)	C54A—H54E	0.9800
C51—C52A	1.510 (4)	C54A—H54F	0.9800
C51—C54A	1.577 (4)	C53A—H53D	0.9800
C51—C53A	1.530 (4)	C53A—H53E	0.9800
C11—H11A	0.9900	C53A—H53F	0.9800
C11—H11B	0.9900
C34—C39—C38	121.6 (2)	C8—C7—C4	109.9 (3)
O4—C39—C38	118.7 (2)	C8—C7—C10	107.4 (3)
O4—C39—C34	119.7 (2)	C8—C7—C9	110.5 (4)
H33A—C33—H33B	107.6	C9—C7—C4	108.9 (3)
C27—C33—H33A	108.7	C9—C7—C10	107.2 (4)
C27—C33—H33B	108.7	C9A—C7—C4	110.0 (4)
C27—C33—C34	114.2 (2)	C9A—C7—C8A	106.7 (5)
C34—C33—H33A	108.7	C10A—C7—C4	109.8 (4)
C34—C33—H33B	108.7	C10A—C7—C8A	107.8 (5)
C17—O2—H2	109.5	C10A—C7—C9A	110.6 (5)
C25—C24—H24	118.8	C40—C43—H43A	109.5
C25—C24—C23	122.3 (3)	C40—C43—H43B	109.5
C23—C24—H24	118.8	C40—C43—H43C	109.5
C25—C26—H26	118.6	H43A—C43—H43B	109.5
C27—C26—H26	118.6	H43A—C43—H43C	109.5
C27—C26—C25	122.9 (3)	H43B—C43—H43C	109.5
C28—O3—H3	109.5	C40—C41—H41A	109.5
H55A—C55—H55B	107.2	C40—C41—H41B	109.5
C56—C55—H55A	107.9	C40—C41—H41C	109.5
C56—C55—H55B	107.9	H41A—C41—H41B	109.5
C49—C55—H55A	107.9	H41A—C41—H41C	109.5
C49—C55—H55B	107.9	H41B—C41—H41C	109.5
C49—C55—C56	117.6 (3)	C62—C65—H65A	109.5
C2—C1—O1	119.0 (3)	C62—C65—H65B	109.5
C2—C1—C6	122.4 (3)	C62—C65—H65C	109.5
O1—C1—C6	118.6 (3)	H65A—C65—H65B	109.5
C12—C13—H13	118.4	H65A—C65—H65C	109.5
C12—C13—C14	123.2 (3)	H65B—C65—H65C	109.5
C14—C13—H13	118.4	C51—C54—H54A	109.5
C4—C3—H3A	118.5	C51—C54—H54B	109.5
C2—C3—H3A	118.5	C51—C54—H54C	109.5
C2—C3—C4	122.9 (3)	H54A—C54—H54B	109.5
C14—C18—C20B	102.7 (9)	H54A—C54—H54C	109.5
C14—C18—C21B	110.2 (9)	H54B—C54—H54C	109.5
C20B—C18—C21B	114.4 (10)	C62—C64—H64A	109.5
C19B—C18—C14	106.1 (8)	C62—C64—H64B	109.5
C19B—C18—C20B	112.5 (11)	C62—C64—H64C	109.5
C19B—C18—C21B	110.3 (10)	H64A—C64—H64B	109.5
C4—C5—H5	118.7	H64A—C64—H64C	109.5
C6—C5—H5	118.7	H64B—C64—H64C	109.5
C6—C5—C4	122.5 (3)	C48—C47—C46	117.6 (2)
O3—C28—C27	119.2 (3)	C48—C47—C51	122.0 (3)
O3—C28—C23	119.3 (3)	C46—C47—C51	120.3 (3)
C23—C28—C27	121.5 (2)	C29—C31—H31A	109.5
C36—C37—H37	118.6	C29—C31—H31B	109.5
C38—C37—H37	118.6	C29—C31—H31C	109.5
C38—C37—C36	122.7 (3)	H31A—C31—H31B	109.5
C49—C48—H48	118.8	H31A—C31—H31C	109.5
C47—C48—H48	118.8	H31B—C31—H31C	109.5
C47—C48—C49	122.4 (3)	C62—C63—H63A	109.5
C15—C16—C22	119.7 (3)	C62—C63—H63B	109.5
C17—C16—C22	121.9 (3)	C62—C63—H63C	109.5
C17—C16—C15	118.4 (3)	H63A—C63—H63B	109.5
C16—C22—H22A	108.4	H63A—C63—H63C	109.5
C16—C22—H22B	108.4	H63B—C63—H63C	109.5
C16—C22—C23	115.3 (3)	C51—C53—H53A	109.5
H22A—C22—H22B	107.5	C51—C53—H53B	109.5
C23—C22—H22A	108.4	C51—C53—H53C	109.5
C23—C22—H22B	108.4	H53A—C53—H53B	109.5
C16—C15—H15	118.7	H53A—C53—H53C	109.5
C14—C15—C16	122.5 (3)	H53B—C53—H53C	109.5
C14—C15—H15	118.7	C51—C52—H52A	109.5
H66A—C66—H66B	107.7	C51—C52—H52B	109.5
C60—C66—H66A	108.8	C51—C52—H52C	109.5
C60—C66—H66B	108.8	H52A—C52—H52B	109.5
C2—C66—H66A	108.8	H52A—C52—H52C	109.5
C2—C66—H66B	108.8	H52B—C52—H52C	109.5
C2—C66—C60	113.8 (2)	C7—C10—H10A	109.5
C61—O6—H6	109.5	C7—C10—H10B	109.5
C3—C4—C7	121.7 (2)	C7—C10—H10C	109.5
C5—C4—C3	117.0 (3)	H10A—C10—H10B	109.5
C5—C4—C7	121.3 (3)	H10A—C10—H10C	109.5
C24—C25—C26	116.8 (3)	H10B—C10—H10C	109.5
C24—C25—C29	122.8 (3)	C7—C8—H8A	109.5
C26—C25—C29	120.4 (3)	C7—C8—H8B	109.5
C13—C12—C17	117.7 (3)	C7—C8—H8C	109.5
C13—C12—C11	120.2 (3)	H8A—C8—H8B	109.5
C17—C12—C11	122.0 (3)	H8A—C8—H8C	109.5
C37—C36—C35	116.9 (2)	H8B—C8—H8C	109.5
C37—C36—C40	121.6 (3)	H69A—C69—H69B	107.5
C35—C36—C40	121.4 (2)	C70—C69—H69A	108.5
C57—C58—C62	119.6 (3)	C70—C69—H69B	108.5
C57—C58—C59	116.5 (3)	C68—C69—H69A	108.5
C59—C58—C62	123.9 (3)	C68—C69—H69B	108.5
C61—C60—C66	121.6 (3)	C68—C69—C70	115.0 (3)
C61—C60—C59	118.5 (3)	H71A—C71—H71B	107.6
C59—C60—C66	119.8 (3)	C70—C71—H71A	108.6
C13—C14—C18	118.2 (6)	C70—C71—H71B	108.6
C13—C14—C18A	125.7 (6)	C70—C71—C72	114.6 (3)
C15—C14—C13	116.6 (3)	C72—C71—H71A	108.6
C15—C14—C18	124.9 (6)	C72—C71—H71B	108.6
C15—C14—C18A	117.5 (6)	C69—C70—H70A	109.1
O2—C17—C16	118.6 (3)	C69—C70—H70B	109.1
O2—C17—C12	120.1 (3)	C71—C70—C69	112.7 (3)
C16—C17—C12	121.4 (3)	C71—C70—H70A	109.1
C36—C35—H35	118.6	C71—C70—H70B	109.1
C34—C35—C36	122.9 (2)	H70A—C70—H70B	107.8
C34—C35—H35	118.6	C71—C72—H72A	109.4
H30A—C30—H30B	109.5	C71—C72—H72B	109.4
H30A—C30—H30C	109.5	C71—C72—C73	111.1 (3)
H30B—C30—H30C	109.5	H72A—C72—H72B	108.0
C29—C30—H30A	109.5	C73—C72—H72A	109.4
C29—C30—H30B	109.5	C73—C72—H72B	109.4
C29—C30—H30C	109.5	C69—C68—H68A	109.3
O6—C61—C60	120.2 (2)	C69—C68—H68B	109.3
O6—C61—C56	118.6 (3)	H68A—C68—H68B	107.9
C60—C61—C56	121.2 (3)	C67—C68—C69	111.8 (3)
C39—C38—C44	121.3 (2)	C67—C68—H68A	109.3
C37—C38—C39	118.0 (2)	C67—C68—H68B	109.3
C37—C38—C44	120.7 (2)	C72—C73—H73A	109.5
C58—C57—H57	118.5	C72—C73—H73B	109.5
C56—C57—C58	123.0 (3)	C72—C73—H73C	109.5
C56—C57—H57	118.5	H73A—C73—H73B	109.5
C58—C62—C64	108.6 (3)	H73A—C73—H73C	109.5
C58—C62—C63	109.5 (3)	H73B—C73—H73C	109.5
C65—C62—C58	112.4 (3)	C68—C67—H67A	109.5
C65—C62—C64	108.4 (3)	C68—C67—H67B	109.5
C65—C62—C63	108.3 (3)	C68—C67—H67C	109.5
C64—C62—C63	109.6 (3)	H67A—C67—H67B	109.5
C26—C27—C33	120.7 (3)	H67A—C67—H67C	109.5
C26—C27—C28	117.8 (3)	H67B—C67—H67C	109.5
C28—C27—C33	121.6 (2)	C7—C9—H9A	109.5
C61—C56—C55	121.5 (3)	C7—C9—H9B	109.5
C57—C56—C55	120.4 (2)	C7—C9—H9C	109.5
C57—C56—C61	118.0 (3)	H9A—C9—H9B	109.5
C1—C2—C3	117.3 (3)	H9A—C9—H9C	109.5
C1—C2—C66	122.1 (3)	H9B—C9—H9C	109.5
C3—C2—C66	120.6 (3)	H21A—C21A—H21B	109.5
C39—C34—C33	121.4 (2)	H21A—C21A—H21C	109.5
C35—C34—C39	117.9 (2)	H21B—C21A—H21C	109.5
C35—C34—C33	120.7 (2)	C18A—C21A—H21A	109.5
C24—C23—C22	120.1 (3)	C18A—C21A—H21B	109.5
C28—C23—C24	118.3 (3)	C18A—C21A—H21C	109.5
C28—C23—C22	121.5 (2)	H20A—C20A—H20B	109.5
C30—C29—C25	111.4 (3)	H20A—C20A—H20C	109.5
C30—C29—C32	108.3 (3)	H20B—C20A—H20C	109.5
C30—C29—C31	109.3 (3)	C18A—C20A—H20A	109.5
C32—C29—C25	109.6 (3)	C18A—C20A—H20B	109.5
C31—C29—C25	109.0 (2)	C18A—C20A—H20C	109.5
C31—C29—C32	109.2 (3)	H19A—C19A—H19B	109.5
H42A—C42—H42B	109.5	H19A—C19A—H19C	109.5
H42A—C42—H42C	109.5	H19B—C19A—H19C	109.5
H42B—C42—H42C	109.5	C18A—C19A—H19A	109.5
C40—C42—H42A	109.5	C18A—C19A—H19B	109.5
C40—C42—H42B	109.5	C18A—C19A—H19C	109.5
C40—C42—H42C	109.5	C18—C20B—H20D	109.5
C58—C59—H59	118.8	C18—C20B—H20E	109.5
C60—C59—C58	122.5 (3)	C18—C20B—H20F	109.5
C60—C59—H59	118.8	H20D—C20B—H20E	109.5
C29—C32—H32A	109.5	H20D—C20B—H20F	109.5
C29—C32—H32B	109.5	H20E—C20B—H20F	109.5
C29—C32—H32C	109.5	C14—C18A—C19A	119.0 (10)
H32A—C32—H32B	109.5	C21A—C18A—C14	106.7 (10)
H32A—C32—H32C	109.5	C21A—C18A—C20A	104.8 (11)
H32B—C32—H32C	109.5	C21A—C18A—C19A	107.3 (10)
C39—O4—H4	109.5	C20A—C18A—C14	114.1 (10)
C1—O1—H1	109.5	C20A—C18A—C19A	104.0 (10)
C50—O5—H5A	109.5	C18—C21B—H21D	109.5
C48—C49—C55	120.0 (3)	C18—C21B—H21E	109.5
C50—C49—C55	122.1 (2)	C18—C21B—H21F	109.5
C50—C49—C48	117.7 (3)	H21D—C21B—H21E	109.5
C45—C46—H46	118.6	H21D—C21B—H21F	109.5
C47—C46—H46	118.6	H21E—C21B—H21F	109.5
C47—C46—C45	122.9 (3)	C18—C19B—H19D	109.5
C54—C51—C47	111.0 (3)	C18—C19B—H19E	109.5
C54—C51—C53	112.5 (7)	C18—C19B—H19F	109.5
C54—C51—C52	107.7 (4)	H19D—C19B—H19E	109.5
C47—C51—C52	109.9 (4)	H19D—C19B—H19F	109.5
C47—C51—C54A	109.2 (3)	H19E—C19B—H19F	109.5
C53—C51—C47	108.7 (9)	C7—C8A—H8AA	109.5
C53—C51—C52	107.0 (6)	C7—C8A—H8AB	109.5
C52A—C51—C47	113.3 (3)	C7—C8A—H8AC	109.5
C52A—C51—C54A	104.0 (4)	H8AA—C8A—H8AB	109.5
C52A—C51—C53A	112.7 (7)	H8AA—C8A—H8AC	109.5
C53A—C51—C47	109.2 (9)	H8AB—C8A—H8AC	109.5
C53A—C51—C54A	108.2 (6)	C7—C9A—H9AA	109.5
C12—C11—H11A	108.9	C7—C9A—H9AB	109.5
C12—C11—H11B	108.9	C7—C9A—H9AC	109.5
C12—C11—C6	113.3 (2)	H9AA—C9A—H9AB	109.5
H11A—C11—H11B	107.7	H9AA—C9A—H9AC	109.5
C6—C11—H11A	108.9	H9AB—C9A—H9AC	109.5
C6—C11—H11B	108.9	C7—C10A—H10D	109.5
C38—C44—H44A	108.9	C7—C10A—H10E	109.5
C38—C44—H44B	108.9	C7—C10A—H10F	109.5
H44A—C44—H44B	107.8	H10D—C10A—H10E	109.5
C45—C44—C38	113.2 (2)	H10D—C10A—H10F	109.5
C45—C44—H44A	108.9	H10E—C10A—H10F	109.5
C45—C44—H44B	108.9	C51—C52A—H52D	109.5
C1—C6—C5	118.0 (3)	C51—C52A—H52E	109.5
C1—C6—C11	121.2 (3)	C51—C52A—H52F	109.5
C5—C6—C11	120.8 (3)	H52D—C52A—H52E	109.5
C46—C45—C44	120.8 (3)	H52D—C52A—H52F	109.5
C46—C45—C50	117.2 (3)	H52E—C52A—H52F	109.5
C50—C45—C44	121.9 (2)	C51—C54A—H54D	109.5
O5—C50—C49	118.0 (3)	C51—C54A—H54E	109.5
O5—C50—C45	120.1 (3)	C51—C54A—H54F	109.5
C49—C50—C45	122.0 (2)	H54D—C54A—H54E	109.5
C42—C40—C36	107.9 (2)	H54D—C54A—H54F	109.5
C42—C40—C43	108.7 (3)	H54E—C54A—H54F	109.5
C42—C40—C41	109.2 (3)	C51—C53A—H53D	109.5
C43—C40—C36	111.3 (3)	C51—C53A—H53E	109.5
C43—C40—C41	108.0 (2)	C51—C53A—H53F	109.5
C41—C40—C36	111.6 (3)	H53D—C53A—H53E	109.5
C4—C7—C10	112.9 (3)	H53D—C53A—H53F	109.5
C4—C7—C8A	111.9 (4)	H53E—C53A—H53F	109.5
C39—C38—C44—C45	94.9 (3)	C38—C39—C34—C35	0.1 (4)
C24—C25—C29—C30	12.7 (4)	C38—C37—C36—C35	−0.7 (5)
C24—C25—C29—C32	132.5 (3)	C38—C37—C36—C40	175.1 (3)
C24—C25—C29—C31	−108.0 (3)	C38—C44—C45—C46	96.6 (3)
C26—C25—C29—C30	−168.4 (3)	C38—C44—C45—C50	−80.2 (3)
C26—C25—C29—C32	−48.6 (4)	C57—C58—C62—C65	−176.5 (3)
C26—C25—C29—C31	70.9 (4)	C57—C58—C62—C64	63.6 (4)
O3—C28—C27—C33	5.1 (4)	C57—C58—C62—C63	−56.1 (5)
O3—C28—C27—C26	−175.9 (2)	C57—C58—C59—C60	−3.1 (5)
O3—C28—C23—C24	175.0 (2)	C62—C58—C57—C56	−176.0 (3)
O3—C28—C23—C22	−8.6 (4)	C62—C58—C59—C60	175.5 (3)
C55—C49—C50—O5	10.8 (4)	C27—C33—C34—C39	−94.7 (3)
C55—C49—C50—C45	−167.7 (3)	C27—C33—C34—C35	84.6 (3)
C13—C12—C17—O2	174.9 (3)	C27—C26—C25—C24	−4.1 (4)
C13—C12—C17—C16	−4.0 (5)	C27—C26—C25—C29	176.9 (2)
C13—C12—C11—C6	99.6 (4)	C27—C28—C23—C24	−6.5 (4)
C13—C14—C18A—C21A	101.4 (10)	C27—C28—C23—C22	169.9 (3)
C13—C14—C18A—C20A	−13.8 (15)	C56—C55—C49—C48	88.1 (3)
C13—C14—C18A—C19A	−137.2 (10)	C56—C55—C49—C50	−98.1 (3)
C3—C4—C7—C10	−167.9 (3)	C2—C1—C6—C5	−0.3 (4)
C3—C4—C7—C8	−47.9 (4)	C2—C1—C6—C11	−179.7 (2)
C3—C4—C7—C9	73.2 (4)	C2—C3—C4—C5	−1.2 (4)
C3—C4—C7—C8A	−13.2 (4)	C2—C3—C4—C7	−178.7 (2)
C3—C4—C7—C9A	105.2 (5)	C2—C66—C60—C61	79.9 (4)
C3—C4—C7—C10A	−132.8 (4)	C2—C66—C60—C59	−98.7 (3)
C5—C4—C7—C10	14.7 (4)	C34—C39—C38—C37	0.7 (4)
C5—C4—C7—C8	134.6 (3)	C34—C39—C38—C44	−179.3 (3)
C5—C4—C7—C9	−104.3 (4)	C34—C33—C27—C26	−100.8 (3)
C5—C4—C7—C8A	169.4 (4)	C34—C33—C27—C28	78.2 (3)
C5—C4—C7—C9A	−72.3 (5)	C23—C24—C25—C26	3.2 (4)
C5—C4—C7—C10A	49.7 (4)	C23—C24—C25—C29	−177.9 (3)
C37—C36—C35—C34	1.5 (5)	C23—C28—C27—C33	−173.4 (3)
C37—C36—C40—C42	−86.3 (4)	C23—C28—C27—C26	5.7 (4)
C37—C36—C40—C43	32.9 (4)	C59—C58—C57—C56	2.7 (5)
C37—C36—C40—C41	153.7 (3)	C59—C58—C62—C65	4.8 (5)
C37—C38—C44—C45	−85.1 (4)	C59—C58—C62—C64	−115.0 (4)
C48—C49—C50—O5	−175.3 (2)	C59—C58—C62—C63	125.3 (4)
C48—C49—C50—C45	6.2 (4)	C59—C60—C61—O6	−174.4 (3)
C16—C22—C23—C24	−89.3 (3)	C59—C60—C61—C56	5.5 (4)
C16—C22—C23—C28	94.4 (3)	O4—C39—C38—C37	−177.5 (3)
C16—C15—C14—C13	−2.8 (6)	O4—C39—C38—C44	2.5 (4)
C16—C15—C14—C18	169.5 (8)	O4—C39—C34—C33	−2.4 (4)
C16—C15—C14—C18A	−177.3 (7)	O4—C39—C34—C35	178.3 (3)
C22—C16—C15—C14	178.0 (3)	O1—C1—C2—C3	178.3 (2)
C22—C16—C17—O2	6.6 (5)	O1—C1—C2—C66	−2.3 (3)
C22—C16—C17—C12	−174.4 (3)	O1—C1—C6—C5	−178.5 (2)
C15—C16—C22—C23	86.1 (4)	O1—C1—C6—C11	2.2 (3)
C15—C16—C17—O2	−175.1 (3)	C49—C55—C56—C61	92.7 (3)
C15—C16—C17—C12	3.8 (5)	C49—C55—C56—C57	−90.8 (4)
C15—C14—C18A—C21A	−84.7 (10)	C49—C48—C47—C46	−1.6 (4)
C15—C14—C18A—C20A	160.1 (9)	C49—C48—C47—C51	−178.8 (2)
C15—C14—C18A—C19A	36.7 (14)	C46—C45—C50—O5	176.5 (2)
C66—C60—C61—O6	7.0 (4)	C46—C45—C50—C49	−5.1 (4)
C66—C60—C61—C56	−173.1 (3)	C11—C12—C17—O2	−7.9 (5)
C66—C60—C59—C58	177.8 (3)	C11—C12—C17—C16	173.2 (3)
O6—C61—C56—C55	−9.3 (5)	C44—C45—C50—O5	−6.6 (4)
O6—C61—C56—C57	174.0 (3)	C44—C45—C50—C49	171.8 (3)
C4—C3—C2—C1	0.6 (4)	C6—C1—C2—C3	0.2 (4)
C4—C3—C2—C66	−178.8 (2)	C6—C1—C2—C66	179.6 (2)
C4—C5—C6—C1	−0.3 (4)	C6—C5—C4—C3	1.0 (4)
C4—C5—C6—C11	179.1 (2)	C6—C5—C4—C7	178.6 (2)
C25—C24—C23—C28	2.0 (4)	C45—C46—C47—C48	2.9 (4)
C25—C24—C23—C22	−174.5 (2)	C45—C46—C47—C51	−179.9 (2)
C25—C26—C27—C33	178.9 (2)	C40—C36—C35—C34	−174.3 (3)
C25—C26—C27—C28	−0.2 (4)	C54—C51—C47—C48	−123.1 (4)
C12—C13—C14—C18	−170.2 (7)	C54—C51—C47—C46	59.8 (5)
C12—C13—C14—C15	2.6 (6)	C47—C48—C49—C55	171.3 (3)
C12—C13—C14—C18A	176.6 (8)	C47—C48—C49—C50	−2.8 (4)
C12—C11—C6—C1	94.4 (4)	C47—C46—C45—C44	−176.6 (2)
C12—C11—C6—C5	−85.0 (3)	C47—C46—C45—C50	0.4 (4)
C36—C37—C38—C39	−0.4 (5)	C53—C51—C47—C48	112.7 (5)
C36—C37—C38—C44	179.6 (3)	C53—C51—C47—C46	−64.4 (6)
C36—C35—C34—C39	−1.3 (5)	C52—C51—C47—C48	−4.0 (5)
C36—C35—C34—C33	179.4 (3)	C52—C51—C47—C46	178.9 (4)
C58—C57—C56—C55	−175.0 (3)	C70—C69—C68—C67	66.7 (5)
C58—C57—C56—C61	1.6 (5)	C70—C71—C72—C73	179.7 (4)
C60—C66—C2—C1	−91.2 (3)	C72—C71—C70—C69	175.1 (3)
C60—C66—C2—C3	88.1 (3)	C68—C69—C70—C71	180.0 (3)
C60—C61—C56—C55	170.8 (3)	C20B—C18—C14—C13	−63.3 (11)
C60—C61—C56—C57	−5.8 (5)	C20B—C18—C14—C15	124.6 (8)
C14—C13—C12—C17	0.7 (5)	C21B—C18—C14—C13	59.0 (11)
C14—C13—C12—C11	−176.5 (3)	C21B—C18—C14—C15	−113.2 (8)
C17—C16—C22—C23	−95.6 (3)	C19B—C18—C14—C13	178.5 (8)
C17—C16—C15—C14	−0.3 (5)	C19B—C18—C14—C15	6.3 (13)
C17—C12—C11—C6	−77.5 (4)	C52A—C51—C47—C48	−29.9 (5)
C35—C36—C40—C42	89.3 (4)	C52A—C51—C47—C46	153.0 (4)
C35—C36—C40—C43	−151.4 (3)	C54A—C51—C47—C48	−145.3 (4)
C35—C36—C40—C41	−30.7 (4)	C54A—C51—C47—C46	37.6 (4)
C61—C60—C59—C58	−0.8 (5)	C53A—C51—C47—C48	96.6 (5)
C38—C39—C34—C33	179.4 (3)	C53A—C51—C47—C46	−80.5 (5)

(11_x6_ethyl_acetate)

Crystal data

C66H84O6	Z = 2
Mr = 973.33	F(000) = 1056
Triclinic, P1	Dx = 1.097 Mg m^−3
a = 9.5900 (6) Å	Cu Kα radiation, λ = 1.54184 Å
b = 18.199 (7) Å	Cell parameters from 799 reflections
c = 18.547 (8) Å	θ = 4.6–66.0°
α = 114.31 (4)°	µ = 0.53 mm^−1
β = 91.36 (2)°	T = 100 K
γ = 91.70 (2)°	Needle, colourless
V = 2946.5 (19) Å^3	0.67 × 0.07 × 0.02 mm

Data collection

SuperNova, Dual, Cu at zero, Atlas diffractometer	7289 independent reflections
Radiation source: micro-focus sealed X-ray tube, SuperNova (Cu) X-ray Source	3031 reflections with I > 2σ(I)
Mirror monochromator	Rint = 0.071
Detector resolution: 10.4391 pixels mm^-1	θmax = 69.7°, θmin = 4.4°
ω scans	h = −11→4
Absorption correction: multi-scan CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	k = −21→21
Tmin = 0.831, Tmax = 1.000	l = −20→21
8864 measured reflections

Refinement

Refinement on F^2	97 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.156	H-atom parameters constrained
wR(F^2) = 0.440	w = 1/[σ^2(Fo^2) + (0.2P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 1.19	(Δ/σ)max = 0.001
7289 reflections	Δρmax = 0.54 e Å^−3
694 parameters	Δρmin = −0.40 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)
O3	0.7115 (8)	0.4728 (5)	0.6792 (4)	0.057 (2)
H3	0.689223	0.423810	0.652838	0.086*
O5	0.5549 (9)	0.4606 (5)	0.8394 (3)	0.058 (2)
H5	0.561451	0.503068	0.832043	0.087*
O4	0.5775 (7)	0.5819 (5)	0.7947 (3)	0.051 (2)
H4	0.612109	0.539571	0.762500	0.077*
O1	0.3407 (8)	0.2862 (5)	0.6010 (4)	0.063 (2)
H1	0.346772	0.298539	0.649873	0.094*
O2	0.5962 (9)	0.3313 (6)	0.5889 (5)	0.073 (3)
H2	0.513241	0.312782	0.580449	0.109*
O6	0.4515 (10)	0.3193 (5)	0.7424 (4)	0.074 (3)
H6	0.488198	0.362975	0.775669	0.110*
C50	0.6295 (10)	0.4715 (7)	0.9083 (5)	0.0442 (18)
C45	0.6410 (12)	0.5464 (6)	0.9714 (5)	0.049 (2)
C26	1.0245 (12)	0.5838 (7)	0.6609 (5)	0.051 (3)
H26	1.053128	0.637856	0.671623	0.061*
C48	0.7695 (12)	0.4151 (6)	0.9840 (5)	0.047 (3)
H48	0.814866	0.370550	0.986748	0.056*
C51	0.8668 (10)	0.5001 (5)	1.1250 (4)	0.049 (3)
C54	1.0106 (10)	0.4630 (7)	1.1012 (5)	0.062 (3)
H54A	0.998388	0.411490	1.054697	0.092*
H54B	1.053429	0.454028	1.145230	0.092*
H54C	1.071176	0.500105	1.088588	0.092*
C49	0.6940 (10)	0.4045 (7)	0.9141 (5)	0.0442 (18)
C47	0.7790 (11)	0.4895 (7)	1.0492 (4)	0.048 (3)
C55	0.6944 (10)	0.3239 (6)	0.8408 (5)	0.047 (3)
H55A	0.703351	0.336572	0.794034	0.057*
H55B	0.780190	0.296767	0.845130	0.057*
C35	0.8848 (11)	0.7240 (7)	0.8589 (5)	0.047 (3)
H35	0.952971	0.746683	0.836792	0.057*
C24	1.0730 (12)	0.4469 (7)	0.6132 (4)	0.051 (3)
H24	1.136094	0.405053	0.589506	0.061*
C34	0.7836 (10)	0.6640 (7)	0.8065 (5)	0.043 (3)
C56	0.5723 (11)	0.2623 (6)	0.8227 (5)	0.043 (2)
C27	0.8878 (12)	0.5678 (7)	0.6797 (5)	0.049 (3)
C39	0.6856 (10)	0.6357 (6)	0.8425 (5)	0.044 (3)
C23	0.9399 (12)	0.4263 (6)	0.6315 (5)	0.048 (3)
C36	0.8850 (13)	0.7493 (7)	0.9409 (6)	0.066 (4)
C60	0.3530 (12)	0.1983 (7)	0.7468 (5)	0.056 (3)
C37	0.7851 (12)	0.7174 (7)	0.9749 (5)	0.052 (3)
H37	0.786076	0.735245	1.030833	0.062*
C1	0.3289 (13)	0.2060 (7)	0.5618 (5)	0.058 (3)
C2	0.2761 (12)	0.1570 (7)	0.5986 (5)	0.051 (3)
C46	0.7143 (12)	0.5549 (7)	1.0411 (5)	0.051 (3)
H46	0.720702	0.606454	1.084429	0.061*
C33	0.7901 (11)	0.6368 (6)	0.7173 (5)	0.045 (3)
H33A	0.695194	0.619360	0.692920	0.054*
H33B	0.822298	0.683129	0.706143	0.054*
C28	0.8487 (12)	0.4887 (7)	0.6632 (5)	0.047 (3)
C53	0.7870 (11)	0.4554 (8)	1.1678 (6)	0.069 (4)
H53A	0.772661	0.398277	1.132031	0.103*
H53B	0.696291	0.479371	1.183352	0.103*
H53C	0.841503	0.460430	1.215079	0.103*
C12	0.6101 (14)	0.2291 (8)	0.4543 (6)	0.066 (4)
C29	1.2623 (14)	0.5431 (7)	0.6069 (5)	0.059 (3)
C59	0.3611 (13)	0.1418 (7)	0.7803 (5)	0.054 (3)
H59	0.290474	0.099946	0.765610	0.065*
C44	0.5821 (11)	0.6214 (7)	0.9654 (5)	0.050 (3)
H44A	0.492475	0.606017	0.934265	0.060*
H44B	0.563305	0.661801	1.019155	0.060*
C25	1.1158 (13)	0.5247 (7)	0.6282 (4)	0.051 (2)
C17	0.6775 (15)	0.2839 (8)	0.5252 (5)	0.063 (4)
C57	0.5737 (12)	0.2075 (7)	0.8556 (5)	0.054 (3)
H57	0.646257	0.212103	0.893206	0.065*
C5	0.3513 (13)	0.0893 (7)	0.4390 (5)	0.058 (3)
H5A	0.379809	0.065992	0.385861	0.070*
C13	0.6910 (15)	0.1878 (8)	0.3920 (6)	0.068 (4)
H13	0.645889	0.155072	0.342451	0.081*
C22	0.8934 (14)	0.3420 (7)	0.6187 (5)	0.060 (3)
H22A	0.828337	0.345466	0.660559	0.072*
H22B	0.976063	0.313711	0.625424	0.072*
C38	0.6812 (11)	0.6583 (7)	0.9269 (5)	0.052 (3)
C61	0.4599 (11)	0.2608 (7)	0.7717 (5)	0.055 (3)
C30	1.3652 (13)	0.4840 (8)	0.6129 (8)	0.070 (3)
H30A	1.378194	0.492404	0.668343	0.104*
H30B	1.454935	0.492664	0.592758	0.104*
H30C	1.329006	0.428679	0.581369	0.104*
C16	0.8216 (14)	0.2905 (7)	0.5380 (5)	0.062 (4)
C3	0.2592 (12)	0.0751 (7)	0.5538 (5)	0.057 (3)
H3A	0.226941	0.041385	0.578302	0.069*
C4	0.2888 (13)	0.0395 (6)	0.4716 (5)	0.060 (3)
C63	0.6215 (13)	0.0394 (8)	0.8524 (8)	0.078 (4)
H63A	0.620435	0.005513	0.795372	0.118*
H63B	0.632239	0.005522	0.881588	0.118*
H63C	0.699723	0.079315	0.866692	0.118*
C58	0.4709 (13)	0.1441 (7)	0.8356 (5)	0.064 (4)
C14	0.8397 (16)	0.1912 (8)	0.3976 (5)	0.068 (4)
C7	0.2574 (11)	−0.0507 (6)	0.4190 (5)	0.069 (4)
C40	0.9917 (11)	0.8154 (6)	0.9943 (5)	0.064 (4)
C52	0.8892 (14)	0.5887 (6)	1.1829 (6)	0.074 (4)
H52A	0.953985	0.592912	1.226149	0.112*
H52B	0.799572	0.610392	1.204455	0.112*
H52C	0.928209	0.619637	1.154967	0.112*
C6	0.3718 (14)	0.1710 (8)	0.4826 (5)	0.071 (4)
C15	0.8997 (14)	0.2454 (7)	0.4729 (6)	0.063 (3)
H15	0.998638	0.250952	0.479040	0.076*
C21	1.0791 (15)	0.1697 (9)	0.3405 (7)	0.083 (4)
H21A	1.095888	0.219978	0.334030	0.124*
H21B	1.131683	0.126778	0.301656	0.124*
H21C	1.109697	0.177549	0.394074	0.124*
C41	1.1397 (12)	0.7927 (9)	0.9637 (7)	0.083 (5)
H41A	1.157603	0.738256	0.959252	0.125*
H41B	1.208788	0.831305	1.000901	0.125*
H41C	1.146565	0.794040	0.911654	0.125*
C62	0.4823 (11)	0.0835 (6)	0.8737 (5)	0.063 (4)
C18	0.9222 (15)	0.1458 (6)	0.3275 (5)	0.074 (4)
C65	0.3633 (15)	0.0180 (9)	0.8434 (6)	0.082 (5)
H65A	0.356576	−0.004948	0.785445	0.123*
H65B	0.274875	0.042025	0.864603	0.123*
H65C	0.382643	−0.024770	0.860995	0.123*
C31	1.3204 (15)	0.6274 (9)	0.6698 (8)	0.092 (5)
H31A	1.271605	0.670424	0.662191	0.138*
H31B	1.420562	0.633376	0.663128	0.138*
H31C	1.305189	0.631035	0.723178	0.138*
C32	1.2586 (16)	0.5391 (12)	0.5230 (6)	0.100 (6)
H32A	1.225253	0.485028	0.485591	0.150*
H32B	1.352708	0.550450	0.509687	0.150*
H32C	1.195483	0.579159	0.520001	0.150*
C64	0.4754 (13)	0.1278 (8)	0.9654 (5)	0.069 (4)
H64A	0.496006	0.090204	0.989397	0.103*
H64B	0.381639	0.147881	0.979259	0.103*
H64C	0.544124	0.173308	0.985297	0.103*
C66	0.2388 (12)	0.1924 (7)	0.6864 (5)	0.057 (3)
H66A	0.204976	0.247232	0.700168	0.068*
H66B	0.159846	0.159094	0.692054	0.068*
C11	0.4486 (16)	0.2235 (10)	0.4442 (7)	0.090 (5)
H11A	0.422803	0.200355	0.386976	0.108*
H11B	0.413842	0.278753	0.468015	0.108*
C43	0.9927 (14)	0.8283 (8)	1.0824 (5)	0.072 (4)
H43A	0.898088	0.838982	1.102006	0.107*
H43B	1.055794	0.874406	1.113857	0.107*
H43C	1.024714	0.779740	1.087000	0.107*
C42	0.9530 (16)	0.8964 (7)	0.9913 (8)	0.088 (5)
H42A	0.952432	0.890591	0.936381	0.132*
H42B	1.021935	0.938953	1.023234	0.132*
H42C	0.860223	0.910829	1.012498	0.132*
C20	0.8741 (17)	0.1517 (8)	0.2500 (6)	0.092 (5)
H20A	0.776545	0.132050	0.236851	0.137*
H20B	0.932742	0.118724	0.206907	0.137*
H20C	0.882619	0.208058	0.256972	0.137*
C19	0.9067 (17)	0.0566 (6)	0.3135 (7)	0.088 (5)
H19A	0.969891	0.046519	0.350370	0.132*
H19B	0.930049	0.022524	0.258959	0.132*
H19C	0.810153	0.043984	0.322131	0.132*
C9	0.362 (3)	−0.0991 (13)	0.4441 (15)	0.078 (8)	0.523 (17)
H9A	0.457495	−0.084270	0.435322	0.117*	0.523 (17)
H9B	0.343256	−0.156971	0.412519	0.117*	0.523 (17)
H9C	0.353052	−0.086957	0.500306	0.117*	0.523 (17)
C8	0.275 (3)	−0.0781 (16)	0.3295 (6)	0.085 (7)	0.523 (17)
H8A	0.213526	−0.048034	0.309591	0.128*	0.523 (17)
H8B	0.251318	−0.135934	0.301975	0.128*	0.523 (17)
H8C	0.372442	−0.067617	0.319936	0.128*	0.523 (17)
C10	0.1071 (16)	−0.0756 (14)	0.4297 (13)	0.061 (7)	0.523 (17)
H10A	0.101403	−0.078239	0.481251	0.091*	0.523 (17)
H10B	0.081366	−0.128741	0.387542	0.091*	0.523 (17)
H10C	0.042984	−0.035829	0.426986	0.091*	0.523 (17)
C9A	0.393 (2)	−0.0913 (14)	0.383 (2)	0.086 (11)	0.477 (17)
H9AA	0.427703	−0.069178	0.346786	0.130*	0.477 (17)
H9AB	0.374428	−0.149611	0.354688	0.130*	0.477 (17)
H9AC	0.463501	−0.080987	0.425965	0.130*	0.477 (17)
C10A	0.185 (3)	−0.0953 (13)	0.4635 (10)	0.074 (10)	0.477 (17)
H10D	0.233642	−0.080501	0.515022	0.112*	0.477 (17)
H10E	0.188877	−0.153688	0.432404	0.112*	0.477 (17)
H10F	0.087880	−0.080246	0.471314	0.112*	0.477 (17)
C8A	0.169 (3)	−0.0657 (17)	0.3434 (12)	0.085 (7)	0.477 (17)
H8AA	0.088403	−0.031074	0.357298	0.128*	0.477 (17)
H8AB	0.135461	−0.122443	0.318577	0.128*	0.477 (17)
H8AC	0.225545	−0.053281	0.306378	0.128*	0.477 (17)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O3	0.036 (5)	0.086 (5)	0.046 (4)	−0.004 (4)	0.016 (4)	0.024 (4)
O5	0.055 (5)	0.080 (5)	0.033 (3)	−0.002 (4)	−0.002 (3)	0.019 (3)
O4	0.026 (4)	0.089 (5)	0.037 (3)	0.004 (4)	0.004 (3)	0.025 (3)
O1	0.037 (5)	0.090 (6)	0.050 (4)	0.003 (4)	−0.008 (4)	0.019 (4)
O2	0.045 (5)	0.106 (7)	0.071 (5)	−0.017 (5)	0.001 (5)	0.043 (5)
O6	0.074 (7)	0.083 (6)	0.056 (4)	−0.015 (5)	−0.016 (4)	0.022 (4)
C50	0.020 (4)	0.077 (5)	0.036 (3)	0.003 (3)	0.012 (3)	0.023 (3)
C45	0.049 (3)	0.050 (2)	0.049 (2)	0.0021 (10)	0.0025 (10)	0.0201 (13)
C26	0.054 (7)	0.059 (6)	0.041 (5)	−0.007 (5)	−0.012 (5)	0.023 (4)
C48	0.044 (7)	0.066 (6)	0.041 (4)	0.010 (5)	0.011 (5)	0.031 (4)
C51	0.041 (7)	0.078 (7)	0.031 (4)	0.010 (5)	0.000 (5)	0.025 (4)
C54	0.047 (8)	0.085 (8)	0.042 (5)	−0.010 (7)	−0.004 (5)	0.017 (5)
C49	0.020 (4)	0.077 (5)	0.036 (3)	0.003 (3)	0.012 (3)	0.023 (3)
C47	0.039 (7)	0.075 (7)	0.030 (4)	0.005 (5)	−0.004 (4)	0.022 (4)
C55	0.019 (5)	0.078 (7)	0.034 (4)	−0.007 (5)	0.009 (4)	0.013 (4)
C35	0.023 (6)	0.084 (7)	0.041 (4)	−0.006 (5)	0.004 (4)	0.031 (5)
C24	0.046 (7)	0.082 (8)	0.024 (4)	0.019 (6)	0.003 (4)	0.020 (4)
C34	0.022 (6)	0.079 (7)	0.038 (4)	0.000 (5)	0.009 (4)	0.035 (4)
C56	0.042 (2)	0.044 (2)	0.042 (2)	0.0019 (10)	0.0019 (10)	0.0171 (13)
C27	0.042 (7)	0.068 (7)	0.029 (4)	0.000 (5)	0.001 (5)	0.012 (4)
C39	0.013 (5)	0.070 (6)	0.036 (4)	0.007 (5)	0.010 (4)	0.006 (4)
C23	0.049 (8)	0.057 (6)	0.029 (4)	0.002 (5)	−0.005 (5)	0.010 (4)
C36	0.062 (9)	0.086 (8)	0.048 (5)	−0.021 (7)	−0.015 (6)	0.029 (5)
C60	0.035 (7)	0.085 (7)	0.037 (4)	−0.012 (6)	0.007 (5)	0.015 (4)
C37	0.041 (7)	0.076 (7)	0.034 (4)	0.003 (6)	0.005 (5)	0.017 (4)
C1	0.060 (8)	0.076 (7)	0.032 (4)	−0.010 (6)	−0.012 (5)	0.017 (4)
C2	0.049 (7)	0.075 (7)	0.031 (4)	−0.009 (6)	−0.014 (5)	0.024 (4)
C46	0.046 (7)	0.072 (7)	0.027 (4)	−0.004 (6)	0.014 (5)	0.012 (4)
C33	0.044 (7)	0.066 (6)	0.034 (4)	−0.010 (5)	−0.003 (4)	0.030 (4)
C28	0.033 (7)	0.082 (8)	0.026 (4)	0.002 (6)	0.009 (5)	0.022 (4)
C53	0.037 (7)	0.139 (11)	0.045 (5)	0.011 (7)	−0.002 (5)	0.053 (6)
C12	0.055 (9)	0.077 (8)	0.054 (6)	−0.016 (7)	−0.014 (6)	0.018 (5)
C29	0.059 (3)	0.059 (3)	0.058 (3)	0.0031 (10)	0.0025 (10)	0.0244 (14)
C59	0.050 (8)	0.064 (6)	0.036 (4)	−0.007 (6)	0.010 (5)	0.008 (4)
C44	0.026 (6)	0.074 (6)	0.043 (4)	0.011 (5)	0.015 (5)	0.015 (4)
C25	0.061 (6)	0.074 (6)	0.024 (4)	−0.003 (5)	−0.006 (4)	0.027 (4)
C17	0.076 (10)	0.088 (8)	0.037 (5)	0.005 (7)	−0.006 (6)	0.039 (5)
C57	0.045 (7)	0.079 (7)	0.038 (4)	−0.016 (6)	−0.006 (5)	0.027 (4)
C5	0.047 (8)	0.085 (8)	0.037 (4)	0.005 (6)	0.009 (5)	0.019 (5)
C13	0.057 (9)	0.098 (9)	0.034 (5)	−0.024 (8)	0.006 (6)	0.014 (5)
C22	0.065 (9)	0.075 (7)	0.037 (4)	−0.007 (7)	−0.004 (5)	0.021 (5)
C38	0.036 (7)	0.066 (6)	0.046 (5)	0.003 (5)	−0.008 (5)	0.015 (4)
C61	0.031 (6)	0.084 (8)	0.035 (4)	−0.005 (6)	0.000 (5)	0.010 (5)
C30	0.032 (7)	0.083 (8)	0.108 (9)	0.009 (6)	0.014 (7)	0.053 (7)
C16	0.074 (10)	0.073 (7)	0.027 (4)	−0.010 (7)	−0.010 (6)	0.011 (4)
C3	0.045 (7)	0.089 (8)	0.045 (5)	−0.002 (6)	−0.002 (5)	0.034 (5)
C4	0.047 (8)	0.087 (7)	0.041 (5)	0.007 (6)	0.006 (5)	0.022 (5)
C63	0.063 (10)	0.074 (8)	0.082 (8)	−0.002 (7)	0.011 (8)	0.015 (6)
C58	0.055 (9)	0.097 (9)	0.031 (4)	−0.013 (7)	0.009 (5)	0.019 (5)
C14	0.072 (11)	0.084 (8)	0.036 (5)	−0.014 (8)	0.014 (6)	0.014 (5)
C7	0.039 (7)	0.099 (8)	0.055 (6)	0.010 (7)	0.001 (6)	0.017 (6)
C40	0.049 (8)	0.071 (7)	0.045 (5)	0.004 (6)	−0.003 (6)	−0.003 (5)
C52	0.069 (9)	0.082 (8)	0.060 (6)	0.011 (7)	−0.021 (6)	0.019 (6)
C6	0.064 (9)	0.106 (10)	0.037 (4)	−0.028 (8)	−0.018 (5)	0.027 (5)
C15	0.064 (9)	0.065 (7)	0.046 (5)	−0.001 (6)	−0.002 (6)	0.008 (5)
C21	0.067 (9)	0.086 (9)	0.071 (7)	−0.009 (8)	−0.005 (7)	0.010 (6)
C41	0.057 (10)	0.119 (12)	0.061 (6)	−0.009 (9)	0.018 (7)	0.023 (7)
C62	0.039 (7)	0.102 (9)	0.040 (5)	−0.012 (7)	0.004 (5)	0.022 (5)
C18	0.082 (10)	0.071 (7)	0.044 (5)	−0.021 (8)	0.015 (6)	0.000 (5)
C65	0.079 (11)	0.098 (10)	0.060 (6)	−0.035 (9)	−0.002 (7)	0.026 (6)
C31	0.052 (9)	0.107 (10)	0.098 (9)	−0.020 (9)	0.019 (8)	0.023 (7)
C32	0.068 (10)	0.195 (14)	0.076 (7)	−0.023 (10)	−0.001 (7)	0.098 (8)
C64	0.050 (8)	0.113 (10)	0.042 (5)	0.010 (7)	0.005 (5)	0.030 (6)
C66	0.047 (7)	0.063 (6)	0.046 (5)	0.004 (6)	−0.003 (5)	0.008 (4)
C11	0.080 (11)	0.129 (13)	0.063 (6)	−0.039 (10)	−0.029 (7)	0.045 (7)
C43	0.053 (9)	0.093 (9)	0.048 (5)	−0.013 (7)	0.016 (6)	0.009 (5)
C42	0.089 (12)	0.085 (9)	0.087 (8)	−0.019 (9)	−0.003 (8)	0.033 (7)
C20	0.122 (15)	0.084 (9)	0.045 (5)	−0.002 (10)	0.002 (7)	0.003 (6)
C19	0.081 (12)	0.087 (9)	0.073 (7)	−0.011 (9)	0.000 (8)	0.010 (7)
C9	0.038 (13)	0.094 (14)	0.079 (13)	0.022 (11)	0.002 (12)	0.012 (11)
C8	0.069 (15)	0.077 (11)	0.063 (9)	0.017 (13)	−0.016 (12)	−0.018 (8)
C10	0.032 (13)	0.063 (13)	0.057 (12)	0.009 (11)	0.011 (12)	−0.007 (10)
C9A	0.09 (3)	0.049 (14)	0.10 (2)	0.015 (17)	0.03 (2)	0.008 (14)
C10A	0.07 (2)	0.071 (17)	0.042 (11)	−0.017 (17)	0.010 (14)	−0.022 (11)
C8A	0.069 (15)	0.077 (11)	0.063 (9)	0.017 (13)	−0.016 (12)	−0.018 (8)

Geometric parameters (Å, º)

O3—H3	0.8400	C22—H22B	0.9900
O3—C28	1.404 (12)	C22—C16	1.533 (11)
O5—H5	0.8400	C30—H30A	0.9800
O5—C50	1.386 (11)	C30—H30B	0.9800
O4—H4	0.8400	C30—H30C	0.9800
O4—C39	1.415 (11)	C16—C15	1.400 (16)
O1—H1	0.8400	C3—H3A	0.9500
O1—C1	1.337 (14)	C3—C4	1.430 (13)
O2—H2	0.8400	C4—C7	1.540 (5)
O2—C17	1.412 (15)	C63—H63A	0.9800
O6—H6	0.8400	C63—H63B	0.9800
O6—C61	1.383 (15)	C63—H63C	0.9800
C50—C45	1.383 (14)	C63—C62	1.552 (9)
C50—C49	1.425 (16)	C58—C62	1.540 (9)
C45—C46	1.404 (14)	C14—C15	1.431 (13)
C45—C44	1.536 (16)	C14—C18	1.484 (17)
C26—H26	0.9500	C7—C9	1.541 (5)
C26—C27	1.417 (15)	C7—C8	1.540 (5)
C26—C25	1.355 (16)	C7—C10	1.540 (5)
C48—H48	0.9500	C7—C9A	1.540 (5)
C48—C49	1.408 (12)	C7—C10A	1.537 (5)
C48—C47	1.394 (14)	C7—C8A	1.542 (5)
C51—C54	1.546 (9)	C40—C41	1.544 (9)
C51—C47	1.561 (7)	C40—C43	1.553 (9)
C51—C53	1.548 (9)	C40—C42	1.553 (9)
C51—C52	1.530 (9)	C52—H52A	0.9800
C54—H54A	0.9800	C52—H52B	0.9800
C54—H54B	0.9800	C52—H52C	0.9800
C54—H54C	0.9800	C6—C11	1.583 (17)
C49—C55	1.537 (13)	C15—H15	0.9500
C47—C46	1.420 (17)	C21—H21A	0.9800
C55—H55A	0.9900	C21—H21B	0.9800
C55—H55B	0.9900	C21—H21C	0.9800
C55—C56	1.527 (13)	C21—C18	1.539 (18)
C35—H35	0.9500	C41—H41A	0.9800
C35—C34	1.448 (13)	C41—H41B	0.9800
C35—C36	1.396 (13)	C41—H41C	0.9800
C24—H24	0.9500	C62—C65	1.542 (9)
C24—C23	1.407 (15)	C62—C64	1.558 (8)
C24—C25	1.374 (15)	C18—C20	1.547 (9)
C34—C39	1.369 (13)	C18—C19	1.535 (9)
C34—C33	1.523 (10)	C65—H65A	0.9800
C56—C57	1.367 (14)	C65—H65B	0.9800
C56—C61	1.410 (14)	C65—H65C	0.9800
C27—C33	1.523 (15)	C31—H31A	0.9800
C27—C28	1.381 (16)	C31—H31B	0.9800
C39—C38	1.447 (12)	C31—H31C	0.9800
C23—C28	1.389 (16)	C32—H32A	0.9800
C23—C22	1.506 (15)	C32—H32B	0.9800
C36—C37	1.397 (14)	C32—H32C	0.9800
C36—C40	1.540 (8)	C64—H64A	0.9800
C60—C59	1.405 (17)	C64—H64B	0.9800
C60—C61	1.426 (14)	C64—H64C	0.9800
C60—C66	1.518 (15)	C66—H66A	0.9900
C37—H37	0.9500	C66—H66B	0.9900
C37—C38	1.431 (13)	C11—H11A	0.9900
C1—C2	1.416 (14)	C11—H11B	0.9900
C1—C6	1.416 (14)	C43—H43A	0.9800
C2—C3	1.378 (16)	C43—H43B	0.9800
C2—C66	1.540 (12)	C43—H43C	0.9800
C46—H46	0.9500	C42—H42A	0.9800
C33—H33A	0.9900	C42—H42B	0.9800
C33—H33B	0.9900	C42—H42C	0.9800
C53—H53A	0.9800	C20—H20A	0.9800
C53—H53B	0.9800	C20—H20B	0.9800
C53—H53C	0.9800	C20—H20C	0.9800
C12—C17	1.409 (14)	C19—H19A	0.9800
C12—C13	1.365 (17)	C19—H19B	0.9800
C12—C11	1.551 (19)	C19—H19C	0.9800
C29—C25	1.532 (16)	C9—H9A	0.9800
C29—C30	1.516 (18)	C9—H9B	0.9800
C29—C31	1.572 (16)	C9—H9C	0.9800
C29—C32	1.527 (8)	C8—H8A	0.9800
C59—H59	0.9500	C8—H8B	0.9800
C59—C58	1.441 (16)	C8—H8C	0.9800
C44—H44A	0.9900	C10—H10A	0.9800
C44—H44B	0.9900	C10—H10B	0.9800
C44—C38	1.503 (15)	C10—H10C	0.9800
C17—C16	1.389 (18)	C9A—H9AA	0.9800
C57—H57	0.9500	C9A—H9AB	0.9800
C57—C58	1.416 (14)	C9A—H9AC	0.9800
C5—H5A	0.9500	C10A—H10D	0.9800
C5—C4	1.408 (15)	C10A—H10E	0.9800
C5—C6	1.374 (17)	C10A—H10F	0.9800
C13—H13	0.9500	C8A—H8AA	0.9800
C13—C14	1.424 (19)	C8A—H8AB	0.9800
C22—H22A	0.9900	C8A—H8AC	0.9800
C28—O3—H3	109.5	C62—C63—H63A	109.5
C50—O5—H5	109.5	C62—C63—H63B	109.5
C39—O4—H4	109.5	C62—C63—H63C	109.5
C1—O1—H1	109.5	C59—C58—C62	124.7 (9)
C17—O2—H2	109.5	C57—C58—C59	116.2 (9)
C61—O6—H6	109.5	C57—C58—C62	119.1 (9)
O5—C50—C49	119.5 (9)	C13—C14—C15	114.9 (12)
C45—C50—O5	120.8 (10)	C13—C14—C18	121.0 (10)
C45—C50—C49	119.8 (8)	C15—C14—C18	124.0 (12)
C50—C45—C46	119.3 (11)	C4—C7—C9	107.6 (12)
C50—C45—C44	121.4 (9)	C4—C7—C9A	109.8 (12)
C46—C45—C44	119.3 (9)	C4—C7—C8A	113.4 (13)
C27—C26—H26	118.9	C8—C7—C4	116.6 (12)
C25—C26—H26	118.9	C8—C7—C9	104.9 (17)
C25—C26—C27	122.2 (10)	C8—C7—C10	107.1 (15)
C49—C48—H48	119.3	C10—C7—C4	110.5 (11)
C47—C48—H48	119.3	C10—C7—C9	110.0 (17)
C47—C48—C49	121.4 (10)	C9A—C7—C8A	101.1 (18)
C54—C51—C47	109.5 (7)	C10A—C7—C4	112.8 (11)
C54—C51—C53	109.6 (9)	C10A—C7—C9A	110.6 (19)
C53—C51—C47	108.2 (7)	C10A—C7—C8A	108.5 (18)
C52—C51—C54	109.0 (9)	C36—C40—C41	109.3 (9)
C52—C51—C47	112.4 (8)	C36—C40—C43	113.6 (9)
C52—C51—C53	108.1 (9)	C36—C40—C42	108.1 (10)
C51—C54—H54A	109.5	C41—C40—C43	108.0 (9)
C51—C54—H54B	109.5	C41—C40—C42	110.5 (11)
C51—C54—H54C	109.5	C42—C40—C43	107.3 (9)
H54A—C54—H54B	109.5	C51—C52—H52A	109.5
H54A—C54—H54C	109.5	C51—C52—H52B	109.5
H54B—C54—H54C	109.5	C51—C52—H52C	109.5
C50—C49—C55	119.4 (8)	H52A—C52—H52B	109.5
C48—C49—C50	119.8 (9)	H52A—C52—H52C	109.5
C48—C49—C55	120.5 (10)	H52B—C52—H52C	109.5
C48—C47—C51	120.3 (9)	C1—C6—C11	121.3 (11)
C48—C47—C46	117.2 (7)	C5—C6—C1	119.5 (11)
C46—C47—C51	122.3 (8)	C5—C6—C11	119.1 (10)
C49—C55—H55A	107.3	C16—C15—C14	123.9 (12)
C49—C55—H55B	107.3	C16—C15—H15	118.0
H55A—C55—H55B	106.9	C14—C15—H15	118.0
C56—C55—C49	120.1 (8)	H21A—C21—H21B	109.5
C56—C55—H55A	107.3	H21A—C21—H21C	109.5
C56—C55—H55B	107.3	H21B—C21—H21C	109.5
C34—C35—H35	119.1	C18—C21—H21A	109.5
C36—C35—H35	119.1	C18—C21—H21B	109.5
C36—C35—C34	121.9 (9)	C18—C21—H21C	109.5
C23—C24—H24	118.6	C40—C41—H41A	109.5
C25—C24—H24	118.6	C40—C41—H41B	109.5
C25—C24—C23	122.9 (11)	C40—C41—H41C	109.5
C35—C34—C33	119.8 (8)	H41A—C41—H41B	109.5
C39—C34—C35	116.0 (8)	H41A—C41—H41C	109.5
C39—C34—C33	124.2 (8)	H41B—C41—H41C	109.5
C57—C56—C55	119.4 (9)	C63—C62—C64	109.4 (9)
C57—C56—C61	120.0 (9)	C58—C62—C63	110.3 (10)
C61—C56—C55	120.7 (9)	C58—C62—C65	111.5 (9)
C26—C27—C33	119.9 (10)	C58—C62—C64	110.3 (8)
C28—C27—C26	117.7 (11)	C65—C62—C63	107.0 (10)
C28—C27—C33	122.4 (10)	C65—C62—C64	108.2 (8)
O4—C39—C38	116.6 (9)	C14—C18—C21	113.3 (9)
C34—C39—O4	118.4 (7)	C14—C18—C20	115.3 (12)
C34—C39—C38	125.0 (9)	C14—C18—C19	106.3 (10)
C24—C23—C22	123.6 (11)	C21—C18—C20	106.9 (11)
C28—C23—C24	116.8 (10)	C19—C18—C21	107.3 (13)
C28—C23—C22	119.6 (11)	C19—C18—C20	107.4 (9)
C35—C36—C37	120.2 (8)	C62—C65—H65A	109.5
C35—C36—C40	119.9 (9)	C62—C65—H65B	109.5
C37—C36—C40	119.9 (9)	C62—C65—H65C	109.5
C59—C60—C61	116.3 (10)	H65A—C65—H65B	109.5
C59—C60—C66	122.0 (10)	H65A—C65—H65C	109.5
C61—C60—C66	121.7 (11)	H65B—C65—H65C	109.5
C36—C37—H37	119.5	C29—C31—H31A	109.5
C36—C37—C38	121.0 (8)	C29—C31—H31B	109.5
C38—C37—H37	119.5	C29—C31—H31C	109.5
O1—C1—C2	121.0 (9)	H31A—C31—H31B	109.5
O1—C1—C6	118.3 (10)	H31A—C31—H31C	109.5
C2—C1—C6	120.8 (11)	H31B—C31—H31C	109.5
C1—C2—C66	122.2 (10)	C29—C32—H32A	109.5
C3—C2—C1	118.3 (9)	C29—C32—H32B	109.5
C3—C2—C66	119.5 (9)	C29—C32—H32C	109.5
C45—C46—C47	122.5 (9)	H32A—C32—H32B	109.5
C45—C46—H46	118.8	H32A—C32—H32C	109.5
C47—C46—H46	118.8	H32B—C32—H32C	109.5
C34—C33—H33A	109.1	C62—C64—H64A	109.5
C34—C33—H33B	109.1	C62—C64—H64B	109.5
C27—C33—C34	112.6 (8)	C62—C64—H64C	109.5
C27—C33—H33A	109.1	H64A—C64—H64B	109.5
C27—C33—H33B	109.1	H64A—C64—H64C	109.5
H33A—C33—H33B	107.8	H64B—C64—H64C	109.5
C27—C28—O3	117.3 (11)	C60—C66—C2	117.6 (10)
C27—C28—C23	122.1 (11)	C60—C66—H66A	107.9
C23—C28—O3	120.5 (10)	C60—C66—H66B	107.9
C51—C53—H53A	109.5	C2—C66—H66A	107.9
C51—C53—H53B	109.5	C2—C66—H66B	107.9
C51—C53—H53C	109.5	H66A—C66—H66B	107.2
H53A—C53—H53B	109.5	C12—C11—C6	115.1 (12)
H53A—C53—H53C	109.5	C12—C11—H11A	108.5
H53B—C53—H53C	109.5	C12—C11—H11B	108.5
C17—C12—C11	120.8 (13)	C6—C11—H11A	108.5
C13—C12—C17	117.9 (12)	C6—C11—H11B	108.5
C13—C12—C11	120.9 (10)	H11A—C11—H11B	107.5
C25—C29—C31	109.9 (10)	C40—C43—H43A	109.5
C30—C29—C25	111.0 (9)	C40—C43—H43B	109.5
C30—C29—C31	104.1 (11)	C40—C43—H43C	109.5
C30—C29—C32	109.6 (12)	H43A—C43—H43B	109.5
C32—C29—C25	109.9 (9)	H43A—C43—H43C	109.5
C32—C29—C31	112.1 (11)	H43B—C43—H43C	109.5
C60—C59—H59	118.3	C40—C42—H42A	109.5
C60—C59—C58	123.4 (9)	C40—C42—H42B	109.5
C58—C59—H59	118.3	C40—C42—H42C	109.5
C45—C44—H44A	109.3	H42A—C42—H42B	109.5
C45—C44—H44B	109.3	H42A—C42—H42C	109.5
H44A—C44—H44B	107.9	H42B—C42—H42C	109.5
C38—C44—C45	111.8 (9)	C18—C20—H20A	109.5
C38—C44—H44A	109.3	C18—C20—H20B	109.5
C38—C44—H44B	109.3	C18—C20—H20C	109.5
C26—C25—C24	118.2 (11)	H20A—C20—H20B	109.5
C26—C25—C29	121.4 (10)	H20A—C20—H20C	109.5
C24—C25—C29	120.3 (11)	H20B—C20—H20C	109.5
O2—C17—C12	119.2 (12)	C18—C19—H19A	109.5
C16—C17—O2	117.4 (9)	C18—C19—H19B	109.5
C16—C17—C12	123.2 (13)	C18—C19—H19C	109.5
C56—C57—H57	118.8	H19A—C19—H19B	109.5
C56—C57—C58	122.3 (9)	H19A—C19—H19C	109.5
C58—C57—H57	118.8	H19B—C19—H19C	109.5
C4—C5—H5A	119.4	C7—C9—H9A	109.5
C6—C5—H5A	119.4	C7—C9—H9B	109.5
C6—C5—C4	121.3 (9)	C7—C9—H9C	109.5
C12—C13—H13	118.3	H9A—C9—H9B	109.5
C12—C13—C14	123.4 (9)	H9A—C9—H9C	109.5
C14—C13—H13	118.3	H9B—C9—H9C	109.5
C23—C22—H22A	108.4	C7—C8—H8A	109.5
C23—C22—H22B	108.4	C7—C8—H8B	109.5
C23—C22—C16	115.6 (9)	C7—C8—H8C	109.5
H22A—C22—H22B	107.4	H8A—C8—H8B	109.5
C16—C22—H22A	108.4	H8A—C8—H8C	109.5
C16—C22—H22B	108.4	H8B—C8—H8C	109.5
C39—C38—C44	124.8 (9)	C7—C10—H10A	109.5
C37—C38—C39	115.9 (10)	C7—C10—H10B	109.5
C37—C38—C44	119.2 (8)	C7—C10—H10C	109.5
O6—C61—C56	120.8 (9)	H10A—C10—H10B	109.5
O6—C61—C60	117.6 (9)	H10A—C10—H10C	109.5
C56—C61—C60	121.5 (11)	H10B—C10—H10C	109.5
C29—C30—H30A	109.5	C7—C9A—H9AA	109.5
C29—C30—H30B	109.5	C7—C9A—H9AB	109.5
C29—C30—H30C	109.5	C7—C9A—H9AC	109.5
H30A—C30—H30B	109.5	H9AA—C9A—H9AB	109.5
H30A—C30—H30C	109.5	H9AA—C9A—H9AC	109.5
H30B—C30—H30C	109.5	H9AB—C9A—H9AC	109.5
C17—C16—C22	123.0 (11)	C7—C10A—H10D	109.5
C17—C16—C15	116.1 (9)	C7—C10A—H10E	109.5
C15—C16—C22	120.8 (12)	C7—C10A—H10F	109.5
C2—C3—H3A	119.1	H10D—C10A—H10E	109.5
C2—C3—C4	121.8 (10)	H10D—C10A—H10F	109.5
C4—C3—H3A	119.1	H10E—C10A—H10F	109.5
C5—C4—C3	117.9 (9)	C7—C8A—H8AA	109.5
C5—C4—C7	119.7 (9)	C7—C8A—H8AB	109.5
C3—C4—C7	122.4 (10)	C7—C8A—H8AC	109.5
H63A—C63—H63B	109.5	H8AA—C8A—H8AB	109.5
H63A—C63—H63C	109.5	H8AA—C8A—H8AC	109.5
H63B—C63—H63C	109.5	H8AB—C8A—H8AC	109.5
O5—C50—C45—C46	178.3 (9)	C33—C27—C28—C23	−177.6 (8)
O5—C50—C45—C44	−4.9 (16)	C28—C27—C33—C34	79.6 (11)
O5—C50—C49—C48	−179.7 (9)	C28—C23—C22—C16	89.4 (13)
O5—C50—C49—C55	7.1 (14)	C53—C51—C47—C48	−72.4 (12)
O4—C39—C38—C37	−175.5 (10)	C53—C51—C47—C46	112.1 (11)
O4—C39—C38—C44	7.9 (16)	C12—C17—C16—C22	−171.6 (11)
O1—C1—C2—C3	176.5 (11)	C12—C17—C16—C15	6.7 (18)
O1—C1—C2—C66	−4.1 (17)	C12—C13—C14—C15	−3 (2)
O1—C1—C6—C5	−175.2 (12)	C12—C13—C14—C18	−179.2 (12)
O1—C1—C6—C11	7.3 (18)	C59—C60—C61—O6	−177.3 (10)
O2—C17—C16—C22	4.2 (18)	C59—C60—C61—C56	4.1 (16)
O2—C17—C16—C15	−177.5 (10)	C59—C60—C66—C2	−100.8 (13)
C50—C45—C46—C47	0.8 (17)	C59—C58—C62—C63	120.4 (12)
C50—C45—C44—C38	−82.9 (12)	C59—C58—C62—C65	1.6 (16)
C50—C49—C55—C56	−87.8 (12)	C59—C58—C62—C64	−118.6 (11)
C45—C50—C49—C48	−0.2 (15)	C44—C45—C46—C47	−176.0 (10)
C45—C50—C49—C55	−173.4 (9)	C25—C26—C27—C33	179.3 (8)
C45—C44—C38—C39	88.3 (12)	C25—C26—C27—C28	−0.3 (12)
C45—C44—C38—C37	−88.3 (12)	C25—C24—C23—C28	2.5 (11)
C26—C27—C33—C34	−100.0 (9)	C25—C24—C23—C22	−177.3 (8)
C26—C27—C28—O3	−177.7 (7)	C17—C12—C13—C14	7 (2)
C26—C27—C28—C23	2.0 (12)	C17—C12—C11—C6	−81.2 (17)
C48—C49—C55—C56	99.1 (12)	C17—C16—C15—C14	−3.4 (19)
C48—C47—C46—C45	1.1 (16)	C57—C56—C61—O6	175.2 (10)
C51—C47—C46—C45	176.7 (9)	C57—C56—C61—C60	−6.2 (17)
C54—C51—C47—C48	47.0 (12)	C57—C58—C62—C63	−60.0 (12)
C54—C51—C47—C46	−128.5 (11)	C57—C58—C62—C65	−178.8 (11)
C49—C50—C45—C46	−1.2 (15)	C57—C58—C62—C64	61.0 (13)
C49—C50—C45—C44	175.5 (9)	C5—C4—C7—C9	107.8 (17)
C49—C48—C47—C51	−178.3 (9)	C5—C4—C7—C8	−10 (2)
C49—C48—C47—C46	−2.5 (15)	C5—C4—C7—C10	−132.1 (16)
C49—C55—C56—C57	−87.4 (13)	C5—C4—C7—C9A	58 (2)
C49—C55—C56—C61	93.6 (12)	C5—C4—C7—C10A	−178.3 (17)
C47—C48—C49—C50	2.1 (15)	C5—C4—C7—C8A	−54 (2)
C47—C48—C49—C55	175.2 (9)	C5—C6—C11—C12	−87.3 (14)
C55—C56—C57—C58	−173.9 (10)	C13—C12—C17—O2	175.9 (11)
C55—C56—C61—O6	−5.8 (16)	C13—C12—C17—C16	−8.3 (19)
C55—C56—C61—C60	172.7 (9)	C13—C12—C11—C6	106.2 (14)
C35—C34—C39—O4	175.1 (10)	C13—C14—C15—C16	1.8 (19)
C35—C34—C39—C38	−3.2 (17)	C13—C14—C18—C21	168.7 (13)
C35—C34—C33—C27	86.8 (12)	C13—C14—C18—C20	45.1 (17)
C35—C36—C37—C38	0 (2)	C13—C14—C18—C19	−73.7 (16)
C35—C36—C40—C41	−51.1 (16)	C22—C23—C28—O3	−3.5 (12)
C35—C36—C40—C43	−171.8 (12)	C22—C23—C28—C27	176.8 (8)
C35—C36—C40—C42	69.2 (16)	C22—C16—C15—C14	174.9 (11)
C24—C23—C28—O3	176.7 (7)	C61—C56—C57—C58	5.1 (17)
C24—C23—C28—C27	−3.0 (12)	C61—C60—C59—C58	−1.1 (17)
C24—C23—C22—C16	−90.8 (13)	C61—C60—C66—C2	77.9 (15)
C34—C35—C36—C37	−1 (2)	C30—C29—C25—C26	150.3 (9)
C34—C35—C36—C40	−177.9 (11)	C30—C29—C25—C24	−30.7 (11)
C34—C39—C38—C37	2.8 (17)	C3—C2—C66—C60	89.7 (13)
C34—C39—C38—C44	−173.8 (11)	C3—C4—C7—C9	−71.0 (18)
C56—C57—C58—C59	−2.0 (17)	C3—C4—C7—C8	171.6 (16)
C56—C57—C58—C62	178.4 (10)	C3—C4—C7—C10	49.1 (18)
C27—C26—C25—C24	−0.1 (12)	C3—C4—C7—C9A	−120.9 (19)
C27—C26—C25—C29	178.9 (7)	C3—C4—C7—C10A	3 (2)
C39—C34—C33—C27	−93.6 (13)	C3—C4—C7—C8A	126.8 (18)
C23—C24—C25—C26	−1.0 (12)	C4—C5—C6—C1	−0.2 (19)
C23—C24—C25—C29	180.0 (7)	C4—C5—C6—C11	177.3 (12)
C23—C22—C16—C17	−94.6 (15)	C40—C36—C37—C38	177.5 (12)
C23—C22—C16—C15	87.2 (16)	C52—C51—C47—C48	168.3 (10)
C36—C35—C34—C39	2.0 (18)	C52—C51—C47—C46	−7.2 (15)
C36—C35—C34—C33	−178.4 (12)	C6—C1—C2—C3	−4.1 (17)
C36—C37—C38—C39	−1.1 (18)	C6—C1—C2—C66	175.3 (11)
C36—C37—C38—C44	175.7 (12)	C6—C5—C4—C3	−5.8 (18)
C60—C59—C58—C57	0.0 (17)	C6—C5—C4—C7	175.4 (12)
C60—C59—C58—C62	179.6 (10)	C15—C14—C18—C21	−6.7 (18)
C37—C36—C40—C41	131.6 (13)	C15—C14—C18—C20	−130.2 (14)
C37—C36—C40—C43	10.9 (18)	C15—C14—C18—C19	110.9 (14)
C37—C36—C40—C42	−108.1 (14)	C18—C14—C15—C16	177.4 (12)
C1—C2—C3—C4	−2.2 (17)	C31—C29—C25—C26	35.6 (13)
C1—C2—C66—C60	−89.7 (14)	C31—C29—C25—C24	−145.4 (10)
C1—C6—C11—C12	90.2 (17)	C32—C29—C25—C26	−88.2 (13)
C2—C1—C6—C5	5.4 (18)	C32—C29—C25—C24	90.7 (13)
C2—C1—C6—C11	−172.1 (12)	C66—C60—C59—C58	177.7 (10)
C2—C3—C4—C5	7.1 (18)	C66—C60—C61—O6	4.0 (16)
C2—C3—C4—C7	−174.1 (11)	C66—C60—C61—C56	−174.6 (10)
C46—C45—C44—C38	93.9 (11)	C66—C2—C3—C4	178.4 (11)
C33—C34—C39—O4	−4.5 (16)	C11—C12—C17—O2	3.1 (18)
C33—C34—C39—C38	177.3 (11)	C11—C12—C17—C16	178.8 (12)
C33—C27—C28—O3	2.7 (12)	C11—C12—C13—C14	179.4 (14)

(12_x6_DCM_1_4)

Crystal data

4(CH2Cl2)·C66H84O6	Z = 2
Mr = 1313.03	F(000) = 1392
Triclinic, P1	Dx = 1.255 Mg m^−3
a = 13.8727 (6) Å	Cu Kα radiation, λ = 1.54184 Å
b = 16.0717 (6) Å	Cell parameters from 15478 reflections
c = 17.6177 (6) Å	θ = 2.8–71.5°
α = 77.127 (3)°	µ = 3.34 mm^−1
β = 66.915 (4)°	T = 100 K
γ = 76.404 (3)°	Block, colourless
V = 3474.5 (3) Å^3	0.15 × 0.13 × 0.1 mm

Data collection

SuperNova, Dual, Cu at zero, Atlas diffractometer	13310 independent reflections
Radiation source: micro-focus sealed X-ray tube, SuperNova (Cu) X-ray Source	10893 reflections with I > 2σ(I)
Mirror monochromator	Rint = 0.057
Detector resolution: 10.4391 pixels mm^-1	θmax = 71.7°, θmin = 2.8°
ω scans	h = −17→17
Absorption correction: multi-scan CrysAlisPro 1.171.38.43d (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	k = −19→14
Tmin = 0.599, Tmax = 1.000	l = −20→21
40412 measured reflections

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.072	H-atom parameters constrained
wR(F^2) = 0.222	w = 1/[σ^2(Fo^2) + (0.1384P)^2 + 4.0386P] where P = (Fo^2 + 2Fc^2)/3
S = 1.02	(Δ/σ)max < 0.001
13310 reflections	Δρmax = 0.94 e Å^−3
808 parameters	Δρmin = −1.20 e Å^−3
0 restraints

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)
Cl1	0.48266 (9)	−0.11236 (8)	−0.31136 (6)	0.0643 (3)
Cl2	0.5781 (6)	−0.1925 (5)	−0.4568 (4)	0.0561 (4)	0.180 (3)
Cl2A	0.53929 (11)	−0.15268 (10)	−0.47807 (8)	0.0561 (4)	0.820 (3)
C67	0.4826 (3)	−0.1890 (3)	−0.3686 (3)	0.0573 (11)
H67A	0.408823	−0.197824	−0.354263	0.069*	0.820 (3)
H67B	0.524121	−0.245084	−0.353859	0.069*	0.820 (3)
H67C	0.486121	−0.246968	−0.334665	0.069*	0.180 (3)
H67D	0.414500	−0.175878	−0.378149	0.069*	0.180 (3)
Cl3	0.40932 (10)	0.07837 (7)	−0.85180 (7)	0.0666 (3)
Cl4	0.4379 (6)	−0.0853 (11)	−0.7425 (9)	0.076 (4)	0.35 (3)
Cl4A	0.4356 (4)	−0.0969 (2)	−0.7723 (11)	0.0981 (18)	0.65 (3)
C68	0.3488 (3)	−0.0044 (2)	−0.7780 (2)	0.0358 (7)
H68A	0.315499	0.015140	−0.722596	0.043*	0.65 (3)
H68B	0.291806	−0.016117	−0.792745	0.043*	0.65 (3)
H68C	0.313160	−0.031381	−0.802912	0.043*	0.35 (3)
H68D	0.293411	0.021213	−0.729642	0.043*	0.35 (3)
Cl5	0.18185 (11)	−0.48510 (8)	−0.81944 (9)	0.0729 (3)
Cl6	−0.04561 (11)	−0.42877 (13)	−0.78073 (8)	0.0889 (5)
C69	0.0708 (4)	−0.4075 (4)	−0.7777 (3)	0.0720 (13)
H69A	0.061014	−0.406411	−0.719148	0.086*
H69B	0.083946	−0.349650	−0.809542	0.086*
Cl7	0.04676 (8)	−0.28829 (6)	0.01331 (6)	0.0510 (2)
Cl8	0.02321 (7)	−0.39116 (6)	−0.09492 (5)	0.0471 (2)
C70	0.0820 (3)	−0.3896 (2)	−0.0229 (2)	0.0453 (8)
H70A	0.160196	−0.402760	−0.049722	0.054*
H70B	0.059401	−0.435338	0.025247	0.054*
O1	0.21705 (15)	−0.34174 (12)	−0.32507 (11)	0.0236 (4)
H1	0.259760	−0.356076	−0.371168	0.035*
O2	0.21343 (18)	−0.18178 (12)	−0.40409 (12)	0.0305 (4)
H2	0.209121	−0.227702	−0.369893	0.046*
O3	0.15414 (17)	−0.12706 (12)	−0.53514 (12)	0.0282 (4)
H3	0.191260	−0.140696	−0.504960	0.042*
O4	0.13571 (15)	−0.23593 (12)	−0.62102 (11)	0.0242 (4)
H4	0.129016	−0.203305	−0.587447	0.036*
O5	0.32461 (16)	−0.30368 (14)	−0.61390 (12)	0.0320 (5)
H5	0.268254	−0.286679	−0.624077	0.048*
O6	0.36363 (15)	−0.35918 (14)	−0.47428 (12)	0.0285 (4)
H6	0.359883	−0.342449	−0.521887	0.043*
C1	0.2728 (2)	−0.34171 (16)	−0.27494 (15)	0.0205 (5)
C2	0.3619 (2)	−0.40468 (16)	−0.27682 (15)	0.0215 (5)
C3	0.4132 (2)	−0.40522 (16)	−0.22259 (16)	0.0222 (5)
H3A	0.473018	−0.448640	−0.222745	0.027*
C4	0.3801 (2)	−0.34453 (17)	−0.16825 (16)	0.0228 (5)
C5	0.2928 (2)	−0.28086 (16)	−0.17031 (15)	0.0216 (5)
H5A	0.269831	−0.237911	−0.134784	0.026*
C6	0.2381 (2)	−0.27822 (16)	−0.22299 (15)	0.0203 (5)
C7	0.4344 (2)	−0.34803 (18)	−0.10608 (18)	0.0282 (6)
C8	0.5332 (3)	−0.4173 (2)	−0.1187 (2)	0.0445 (8)
H8A	0.513576	−0.474114	−0.111356	0.067*
H8B	0.564890	−0.417416	−0.077815	0.067*
H8C	0.584757	−0.405021	−0.175184	0.067*
C9	0.3540 (3)	−0.3696 (2)	−0.0164 (2)	0.0408 (7)
H9A	0.289226	−0.326347	−0.007451	0.061*
H9B	0.385758	−0.368941	0.024312	0.061*
H9C	0.336489	−0.427095	−0.009443	0.061*
C10	0.4645 (3)	−0.2598 (2)	−0.1138 (2)	0.0411 (7)
H10A	0.516506	−0.245705	−0.169652	0.062*
H10B	0.495493	−0.261989	−0.071893	0.062*
H10C	0.400879	−0.215283	−0.104771	0.062*
C11	0.1435 (2)	−0.20700 (16)	−0.22315 (16)	0.0220 (5)
H11A	0.102346	−0.194948	−0.165364	0.026*
H11B	0.096530	−0.227779	−0.242522	0.026*
C12	0.1760 (2)	−0.12317 (16)	−0.27872 (15)	0.0198 (5)
C13	0.1709 (2)	−0.05195 (16)	−0.24360 (15)	0.0213 (5)
H13	0.145968	−0.056395	−0.184573	0.026*
C14	0.2011 (2)	0.02586 (16)	−0.29199 (16)	0.0221 (5)
C15	0.2408 (2)	0.02917 (16)	−0.37862 (16)	0.0217 (5)
H15	0.264297	0.080613	−0.412724	0.026*
C16	0.2472 (2)	−0.04015 (16)	−0.41694 (15)	0.0205 (5)
C17	0.2115 (2)	−0.11470 (16)	−0.36587 (16)	0.0215 (5)
C18	0.1977 (2)	0.10234 (17)	−0.25153 (17)	0.0262 (6)
C19	0.1023 (3)	0.11003 (19)	−0.16986 (18)	0.0311 (6)
H19A	0.036423	0.119575	−0.181077	0.047*
H19B	0.103344	0.158875	−0.145525	0.047*
H19C	0.106153	0.056544	−0.130715	0.047*
C20	0.3014 (3)	0.0881 (2)	−0.2342 (2)	0.0350 (7)
H20A	0.306775	0.033769	−0.196436	0.052*
H20B	0.301125	0.136258	−0.208458	0.052*
H20C	0.362194	0.085114	−0.286838	0.052*
C21	0.1891 (3)	0.18873 (19)	−0.3098 (2)	0.0381 (7)
H21A	0.254138	0.189417	−0.359391	0.057*
H21B	0.179652	0.236786	−0.280338	0.057*
H21C	0.128003	0.194876	−0.326605	0.057*
C22	0.2928 (2)	−0.03351 (17)	−0.51120 (16)	0.0232 (5)
H22A	0.323530	−0.092457	−0.525998	0.028*
H22B	0.351694	0.000340	−0.532860	0.028*
C23	0.2146 (2)	0.00794 (17)	−0.55531 (15)	0.0216 (5)
C24	0.2093 (2)	0.09489 (17)	−0.58994 (16)	0.0237 (5)
H24	0.251563	0.128373	−0.581825	0.028*
C25	0.1447 (2)	0.13494 (17)	−0.63596 (16)	0.0246 (5)
C26	0.0831 (2)	0.08343 (17)	−0.64632 (16)	0.0236 (5)
H26	0.037566	0.109177	−0.676827	0.028*
C27	0.0862 (2)	−0.00364 (17)	−0.61365 (16)	0.0232 (5)
C28	0.1514 (2)	−0.04087 (17)	−0.56716 (15)	0.0220 (5)
C29	0.1399 (2)	0.23091 (18)	−0.67427 (18)	0.0304 (6)
C30	0.0364 (4)	0.2814 (2)	−0.6226 (3)	0.0644 (13)
H30A	−0.023594	0.258502	−0.621766	0.097*
H30B	0.031562	0.342603	−0.647138	0.097*
H30C	0.034317	0.275811	−0.565435	0.097*
C31	0.2353 (3)	0.2668 (2)	−0.6793 (3)	0.0501 (9)
H31A	0.232122	0.267128	−0.622822	0.075*
H31B	0.233781	0.325913	−0.709417	0.075*
H31C	0.301034	0.230234	−0.708867	0.075*
C32	0.1452 (3)	0.2420 (2)	−0.7655 (2)	0.0451 (8)
H32A	0.212502	0.209976	−0.798861	0.068*
H32B	0.140553	0.303501	−0.788930	0.068*
H32C	0.085877	0.219528	−0.766442	0.068*
C33	0.0273 (2)	−0.05873 (17)	−0.63451 (16)	0.0239 (5)
H33A	−0.033911	−0.021555	−0.647289	0.029*
H33B	−0.000462	−0.102330	−0.585571	0.029*
C34	0.0998 (2)	−0.10439 (17)	−0.70885 (16)	0.0217 (5)
C35	0.1180 (2)	−0.05890 (17)	−0.78967 (16)	0.0224 (5)
H35	0.081356	−0.001434	−0.796219	0.027*
C36	0.1879 (2)	−0.09471 (17)	−0.86097 (16)	0.0234 (5)
C37	0.2402 (2)	−0.17931 (18)	−0.84855 (16)	0.0233 (5)
H37	0.288287	−0.205239	−0.895914	0.028*
C38	0.2249 (2)	−0.22713 (17)	−0.76979 (16)	0.0224 (5)
C39	0.1535 (2)	−0.18855 (17)	−0.70013 (15)	0.0213 (5)
C40	0.2091 (2)	−0.04508 (18)	−0.94986 (17)	0.0274 (6)
C41	0.1450 (3)	0.04686 (19)	−0.95032 (18)	0.0347 (7)
H41A	0.068986	0.043889	−0.924392	0.052*
H41B	0.160987	0.076035	−1.007963	0.052*
H41C	0.164281	0.079365	−0.918913	0.052*
C42	0.3277 (3)	−0.0392 (2)	−0.99273 (19)	0.0386 (7)
H42A	0.348071	−0.006985	−0.961801	0.058*
H42B	0.341402	−0.009274	−1.049945	0.058*
H42C	0.369386	−0.097633	−0.993825	0.058*
C43	0.1774 (3)	−0.09452 (19)	−0.99979 (17)	0.0322 (6)
H43A	0.216991	−0.153695	−0.999629	0.048*
H43B	0.194094	−0.065029	−1.057369	0.048*
H43C	0.101050	−0.096256	−0.974119	0.048*
C44	0.2877 (2)	−0.31791 (17)	−0.76053 (16)	0.0246 (5)
H44A	0.246719	−0.351590	−0.708054	0.029*
H44B	0.296047	−0.346938	−0.807275	0.029*
C45	0.3969 (2)	−0.31875 (16)	−0.75948 (16)	0.0227 (5)
C46	0.4869 (2)	−0.32628 (17)	−0.83203 (16)	0.0241 (5)
H46	0.478860	−0.334474	−0.880861	0.029*
C47	0.5880 (2)	−0.32226 (17)	−0.83575 (17)	0.0251 (5)
C48	0.5956 (2)	−0.30679 (16)	−0.76330 (16)	0.0225 (5)
H48	0.662983	−0.301255	−0.764652	0.027*
C49	0.5087 (2)	−0.29919 (16)	−0.68949 (16)	0.0223 (5)
C50	0.4104 (2)	−0.30797 (16)	−0.68795 (16)	0.0231 (5)
C51	0.6875 (3)	−0.3322 (2)	−0.91439 (18)	0.0332 (6)
C52	0.687 (2)	−0.396 (2)	−0.9553 (15)	0.0556 (15)	0.180 (5)
H52A	0.701115	−0.452855	−0.923668	0.083*	0.180 (5)
H52B	0.742224	−0.391813	−1.011096	0.083*	0.180 (5)
H52C	0.617482	−0.388376	−0.960320	0.083*	0.180 (5)
C52A	0.6673 (4)	−0.3564 (5)	−0.9852 (3)	0.0556 (15)	0.820 (5)
H52D	0.631593	−0.407170	−0.964490	0.083*	0.820 (5)
H52E	0.735149	−0.369757	−1.030430	0.083*	0.820 (5)
H52F	0.622191	−0.307783	−1.006097	0.083*	0.820 (5)
C53	0.7802 (15)	−0.3135 (14)	−0.9092 (12)	0.0468 (11)	0.180 (5)
H53A	0.766586	−0.254010	−0.897795	0.070*	0.180 (5)
H53B	0.839630	−0.319876	−0.962111	0.070*	0.180 (5)
H53C	0.797884	−0.353723	−0.864043	0.070*	0.180 (5)
C53A	0.7700 (3)	−0.4098 (3)	−0.8928 (3)	0.0468 (11)	0.820 (5)
H53D	0.788859	−0.397471	−0.848764	0.070*	0.820 (5)
H53E	0.833954	−0.417446	−0.942651	0.070*	0.820 (5)
H53F	0.738572	−0.462768	−0.873403	0.070*	0.820 (5)
C54	0.6551 (18)	−0.2349 (13)	−0.9803 (13)	0.0487 (11)	0.180 (5)
H54A	0.613608	−0.246772	−1.009520	0.073*	0.180 (5)
H54B	0.720692	−0.215790	−1.021110	0.073*	0.180 (5)
H54C	0.613272	−0.189386	−0.945907	0.073*	0.180 (5)
C54A	0.7383 (4)	−0.2516 (3)	−0.9444 (3)	0.0487 (11)	0.820 (5)
H54D	0.687879	−0.202366	−0.957982	0.073*	0.820 (5)
H54E	0.802126	−0.260183	−0.994173	0.073*	0.820 (5)
H54F	0.757801	−0.240136	−0.900353	0.073*	0.820 (5)
C55	0.5202 (2)	−0.27464 (17)	−0.61570 (16)	0.0243 (5)
H55A	0.452711	−0.238474	−0.586377	0.029*
H55B	0.575993	−0.237687	−0.637771	0.029*
C56	0.5473 (2)	−0.34655 (16)	−0.55110 (16)	0.0226 (5)
C57	0.6529 (2)	−0.37225 (17)	−0.55606 (16)	0.0235 (5)
H57	0.707272	−0.350122	−0.604029	0.028*
C58	0.6811 (2)	−0.42945 (17)	−0.49278 (17)	0.0245 (5)
C59	0.5994 (2)	−0.46151 (16)	−0.42387 (16)	0.0242 (5)
H59	0.616733	−0.500291	−0.380081	0.029*
C60	0.4932 (2)	−0.43892 (16)	−0.41667 (16)	0.0227 (5)
C61	0.4688 (2)	−0.38215 (16)	−0.48160 (16)	0.0224 (5)
C62	0.7980 (2)	−0.45519 (18)	−0.50006 (19)	0.0290 (6)
C63	0.8486 (3)	−0.5336 (3)	−0.5462 (3)	0.0517 (10)
H63A	0.810443	−0.581955	−0.515154	0.078*
H63B	0.923129	−0.550176	−0.550957	0.078*
H63C	0.844556	−0.518873	−0.602043	0.078*
C64	0.8065 (3)	−0.4788 (3)	−0.4128 (2)	0.0451 (8)
H64A	0.768811	−0.430656	−0.380881	0.068*
H64B	0.881489	−0.489977	−0.418602	0.068*
H64C	0.774734	−0.530710	−0.383380	0.068*
C65	0.8604 (3)	−0.3807 (2)	−0.5464 (2)	0.0354 (7)
H65A	0.864455	−0.368518	−0.604551	0.053*
H65B	0.932381	−0.397011	−0.544907	0.053*
H65C	0.824447	−0.328956	−0.519558	0.053*
C66	0.4060 (2)	−0.47028 (16)	−0.33730 (16)	0.0228 (5)
H66A	0.347884	−0.480392	−0.351688	0.027*
H66B	0.434939	−0.525925	−0.310220	0.027*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cl1	0.0662 (6)	0.0811 (7)	0.0330 (4)	0.0036 (5)	−0.0147 (4)	−0.0063 (4)
Cl2	0.0595 (8)	0.0646 (9)	0.0503 (7)	−0.0196 (7)	−0.0118 (5)	−0.0256 (6)
Cl2A	0.0595 (8)	0.0646 (9)	0.0503 (7)	−0.0196 (7)	−0.0118 (5)	−0.0256 (6)
C67	0.050 (2)	0.049 (2)	0.071 (3)	−0.0210 (17)	−0.025 (2)	0.016 (2)
Cl3	0.0872 (7)	0.0441 (5)	0.0498 (6)	−0.0234 (5)	−0.0014 (5)	−0.0002 (4)
Cl4	0.061 (3)	0.050 (4)	0.116 (6)	0.015 (2)	−0.055 (3)	0.004 (3)
Cl4A	0.110 (3)	0.0301 (11)	0.186 (5)	0.0094 (10)	−0.103 (3)	−0.0066 (18)
C68	0.0368 (15)	0.0371 (17)	0.0299 (15)	−0.0046 (13)	−0.0106 (12)	−0.0018 (13)
Cl5	0.0775 (7)	0.0621 (7)	0.0760 (8)	−0.0133 (6)	−0.0234 (6)	−0.0100 (6)
Cl6	0.0774 (8)	0.1519 (15)	0.0490 (6)	−0.0392 (9)	−0.0223 (6)	−0.0164 (7)
C69	0.072 (3)	0.096 (4)	0.057 (3)	−0.015 (3)	−0.027 (2)	−0.019 (3)
Cl7	0.0631 (5)	0.0442 (5)	0.0404 (5)	−0.0117 (4)	−0.0094 (4)	−0.0098 (4)
Cl8	0.0548 (5)	0.0477 (5)	0.0364 (4)	−0.0175 (4)	−0.0115 (4)	−0.0006 (3)
C70	0.060 (2)	0.0338 (17)	0.0424 (19)	−0.0112 (15)	−0.0179 (16)	−0.0038 (14)
O1	0.0344 (9)	0.0221 (9)	0.0174 (9)	−0.0019 (7)	−0.0141 (8)	−0.0025 (7)
O2	0.0593 (13)	0.0162 (9)	0.0232 (10)	−0.0006 (9)	−0.0255 (9)	−0.0030 (7)
O3	0.0481 (11)	0.0213 (9)	0.0183 (9)	−0.0063 (8)	−0.0179 (8)	0.0030 (7)
O4	0.0359 (10)	0.0222 (9)	0.0151 (8)	−0.0030 (7)	−0.0125 (7)	0.0005 (7)
O5	0.0322 (10)	0.0410 (12)	0.0167 (9)	0.0066 (9)	−0.0106 (8)	−0.0021 (8)
O6	0.0334 (10)	0.0355 (11)	0.0185 (9)	0.0006 (8)	−0.0142 (8)	−0.0052 (8)
C1	0.0339 (13)	0.0166 (11)	0.0132 (11)	−0.0055 (10)	−0.0128 (10)	0.0032 (9)
C2	0.0346 (13)	0.0146 (11)	0.0151 (11)	−0.0046 (10)	−0.0109 (10)	0.0026 (9)
C3	0.0315 (12)	0.0176 (12)	0.0168 (11)	0.0005 (10)	−0.0126 (10)	0.0016 (9)
C4	0.0342 (13)	0.0190 (12)	0.0159 (11)	−0.0053 (10)	−0.0121 (10)	0.0027 (9)
C5	0.0330 (13)	0.0195 (12)	0.0129 (11)	−0.0038 (10)	−0.0100 (10)	−0.0010 (9)
C6	0.0305 (12)	0.0163 (11)	0.0125 (11)	−0.0041 (10)	−0.0086 (10)	0.0027 (9)
C7	0.0409 (15)	0.0249 (13)	0.0244 (13)	0.0002 (11)	−0.0213 (12)	−0.0026 (11)
C8	0.055 (2)	0.0422 (18)	0.047 (2)	0.0078 (15)	−0.0357 (17)	−0.0132 (15)
C9	0.061 (2)	0.0401 (17)	0.0257 (15)	−0.0047 (15)	−0.0252 (15)	0.0002 (13)
C10	0.0557 (19)	0.0359 (17)	0.0434 (18)	−0.0062 (14)	−0.0323 (16)	−0.0033 (14)
C11	0.0298 (12)	0.0184 (12)	0.0170 (11)	−0.0018 (10)	−0.0099 (10)	−0.0004 (9)
C12	0.0274 (12)	0.0161 (11)	0.0173 (12)	0.0008 (9)	−0.0128 (10)	−0.0006 (9)
C13	0.0306 (12)	0.0201 (12)	0.0154 (11)	−0.0013 (10)	−0.0129 (10)	−0.0013 (9)
C14	0.0324 (13)	0.0185 (12)	0.0189 (12)	−0.0023 (10)	−0.0146 (10)	−0.0018 (10)
C15	0.0299 (12)	0.0191 (12)	0.0189 (12)	−0.0040 (10)	−0.0141 (10)	0.0018 (9)
C16	0.0276 (12)	0.0193 (12)	0.0156 (12)	0.0006 (9)	−0.0127 (10)	−0.0002 (9)
C17	0.0316 (12)	0.0170 (12)	0.0179 (12)	0.0006 (10)	−0.0142 (10)	−0.0017 (9)
C18	0.0426 (15)	0.0202 (13)	0.0205 (13)	−0.0052 (11)	−0.0166 (12)	−0.0020 (10)
C19	0.0469 (16)	0.0269 (14)	0.0251 (14)	−0.0054 (12)	−0.0165 (13)	−0.0091 (11)
C20	0.0441 (16)	0.0340 (16)	0.0356 (16)	−0.0079 (13)	−0.0201 (13)	−0.0101 (13)
C21	0.070 (2)	0.0187 (13)	0.0293 (15)	−0.0080 (13)	−0.0235 (15)	0.0001 (11)
C22	0.0319 (13)	0.0216 (12)	0.0153 (12)	−0.0032 (10)	−0.0098 (10)	0.0002 (9)
C23	0.0289 (12)	0.0241 (13)	0.0109 (11)	−0.0008 (10)	−0.0076 (9)	−0.0034 (9)
C24	0.0326 (13)	0.0219 (13)	0.0175 (12)	−0.0022 (10)	−0.0107 (10)	−0.0036 (10)
C25	0.0340 (13)	0.0208 (13)	0.0178 (12)	0.0008 (10)	−0.0110 (10)	−0.0028 (10)
C26	0.0296 (12)	0.0238 (13)	0.0164 (11)	0.0033 (10)	−0.0113 (10)	−0.0037 (10)
C27	0.0276 (12)	0.0248 (13)	0.0147 (11)	−0.0003 (10)	−0.0067 (10)	−0.0042 (10)
C28	0.0317 (13)	0.0209 (12)	0.0108 (11)	−0.0017 (10)	−0.0070 (10)	−0.0013 (9)
C29	0.0436 (16)	0.0201 (13)	0.0277 (14)	0.0003 (11)	−0.0183 (12)	0.0004 (11)
C30	0.077 (3)	0.0257 (17)	0.058 (3)	0.0127 (18)	−0.003 (2)	−0.0024 (16)
C31	0.074 (2)	0.0253 (16)	0.062 (2)	−0.0158 (16)	−0.042 (2)	0.0126 (15)
C32	0.071 (2)	0.0329 (17)	0.0363 (18)	−0.0118 (16)	−0.0296 (17)	0.0090 (14)
C33	0.0294 (12)	0.0243 (13)	0.0182 (12)	−0.0007 (10)	−0.0114 (10)	−0.0019 (10)
C34	0.0270 (12)	0.0235 (13)	0.0175 (12)	−0.0034 (10)	−0.0114 (10)	−0.0030 (10)
C35	0.0320 (13)	0.0189 (12)	0.0197 (12)	−0.0033 (10)	−0.0143 (10)	−0.0009 (10)
C36	0.0331 (13)	0.0249 (13)	0.0168 (12)	−0.0072 (10)	−0.0144 (10)	0.0007 (10)
C37	0.0311 (13)	0.0256 (13)	0.0165 (12)	−0.0041 (10)	−0.0114 (10)	−0.0048 (10)
C38	0.0294 (12)	0.0236 (13)	0.0197 (12)	−0.0056 (10)	−0.0140 (10)	−0.0026 (10)
C39	0.0289 (12)	0.0235 (12)	0.0147 (11)	−0.0055 (10)	−0.0123 (10)	0.0008 (10)
C40	0.0428 (15)	0.0243 (13)	0.0173 (12)	−0.0060 (11)	−0.0152 (11)	0.0008 (10)
C41	0.0602 (19)	0.0239 (14)	0.0214 (13)	−0.0038 (13)	−0.0208 (13)	0.0022 (11)
C42	0.0497 (18)	0.0417 (17)	0.0220 (14)	−0.0145 (14)	−0.0115 (13)	0.0051 (12)
C43	0.0527 (17)	0.0280 (14)	0.0190 (13)	−0.0023 (12)	−0.0195 (12)	−0.0017 (11)
C44	0.0363 (14)	0.0213 (13)	0.0195 (12)	−0.0029 (10)	−0.0144 (11)	−0.0034 (10)
C45	0.0337 (13)	0.0154 (11)	0.0206 (12)	0.0005 (10)	−0.0150 (11)	−0.0006 (9)
C46	0.0371 (14)	0.0206 (12)	0.0163 (12)	−0.0017 (10)	−0.0127 (11)	−0.0037 (9)
C47	0.0352 (14)	0.0223 (13)	0.0180 (12)	−0.0034 (10)	−0.0111 (11)	−0.0017 (10)
C48	0.0338 (13)	0.0174 (11)	0.0184 (12)	−0.0028 (10)	−0.0137 (10)	0.0001 (9)
C49	0.0374 (14)	0.0138 (11)	0.0171 (12)	0.0003 (10)	−0.0154 (11)	0.0010 (9)
C50	0.0345 (13)	0.0175 (12)	0.0150 (11)	0.0017 (10)	−0.0117 (10)	0.0010 (9)
C51	0.0405 (15)	0.0401 (17)	0.0194 (13)	−0.0101 (13)	−0.0077 (12)	−0.0073 (12)
C52	0.046 (2)	0.099 (5)	0.027 (2)	−0.017 (3)	−0.0043 (18)	−0.030 (3)
C52A	0.046 (2)	0.099 (5)	0.027 (2)	−0.017 (3)	−0.0043 (18)	−0.030 (3)
C53	0.041 (2)	0.048 (2)	0.034 (2)	0.0067 (18)	−0.0055 (17)	−0.0003 (17)
C53A	0.041 (2)	0.048 (2)	0.034 (2)	0.0067 (18)	−0.0055 (17)	−0.0003 (17)
C54	0.060 (3)	0.035 (2)	0.038 (2)	−0.0163 (19)	0.0008 (19)	−0.0036 (17)
C54A	0.060 (3)	0.035 (2)	0.038 (2)	−0.0163 (19)	0.0008 (19)	−0.0036 (17)
C55	0.0378 (14)	0.0195 (12)	0.0179 (12)	−0.0013 (10)	−0.0152 (11)	−0.0013 (10)
C56	0.0380 (14)	0.0176 (12)	0.0165 (11)	−0.0017 (10)	−0.0159 (10)	−0.0030 (9)
C57	0.0341 (13)	0.0182 (12)	0.0195 (12)	−0.0012 (10)	−0.0129 (10)	−0.0022 (10)
C58	0.0358 (14)	0.0172 (12)	0.0246 (13)	0.0002 (10)	−0.0175 (11)	−0.0034 (10)
C59	0.0397 (14)	0.0171 (12)	0.0183 (12)	0.0011 (10)	−0.0168 (11)	−0.0017 (9)
C60	0.0377 (14)	0.0147 (11)	0.0176 (12)	0.0003 (10)	−0.0136 (11)	−0.0039 (9)
C61	0.0350 (13)	0.0187 (12)	0.0178 (12)	0.0005 (10)	−0.0152 (10)	−0.0060 (9)
C62	0.0357 (14)	0.0205 (13)	0.0318 (15)	−0.0003 (11)	−0.0187 (12)	0.0017 (11)
C63	0.0386 (17)	0.0405 (19)	0.081 (3)	0.0063 (15)	−0.0249 (18)	−0.0265 (19)
C64	0.0474 (18)	0.052 (2)	0.0397 (18)	−0.0139 (16)	−0.0292 (15)	0.0181 (16)
C65	0.0383 (15)	0.0335 (16)	0.0352 (16)	−0.0061 (12)	−0.0199 (13)	0.0062 (13)
C66	0.0360 (13)	0.0135 (11)	0.0179 (12)	0.0000 (10)	−0.0121 (10)	−0.0004 (9)

Geometric parameters (Å, º)

Cl1—C67	1.758 (5)	C30—H30A	0.9800
Cl2—C67	1.601 (7)	C30—H30B	0.9800
Cl2A—C67	1.790 (5)	C30—H30C	0.9800
C67—H67A	0.9900	C31—H31A	0.9800
C67—H67B	0.9900	C31—H31B	0.9800
C67—H67C	0.9900	C31—H31C	0.9800
C67—H67D	0.9900	C32—H32A	0.9800
Cl3—C68	1.750 (3)	C32—H32B	0.9800
Cl4—C68	1.760 (7)	C32—H32C	0.9800
Cl4A—C68	1.690 (5)	C33—H33A	0.9900
C68—H68A	0.9900	C33—H33B	0.9900
C68—H68B	0.9900	C33—C34	1.521 (4)
C68—H68C	0.9900	C34—C35	1.402 (4)
C68—H68D	0.9900	C34—C39	1.389 (4)
Cl5—C69	1.757 (6)	C35—H35	0.9500
Cl6—C69	1.750 (5)	C35—C36	1.398 (4)
C69—H69A	0.9900	C36—C37	1.397 (4)
C69—H69B	0.9900	C36—C40	1.539 (3)
Cl7—C70	1.772 (4)	C37—H37	0.9500
Cl8—C70	1.763 (4)	C37—C38	1.390 (4)
C70—H70A	0.9900	C38—C39	1.403 (4)
C70—H70B	0.9900	C38—C44	1.524 (4)
O1—H1	0.8400	C40—C41	1.535 (4)
O1—C1	1.384 (3)	C40—C42	1.534 (4)
O2—H2	0.8400	C40—C43	1.542 (4)
O2—C17	1.382 (3)	C41—H41A	0.9800
O3—H3	0.8400	C41—H41B	0.9800
O3—C28	1.372 (3)	C41—H41C	0.9800
O4—H4	0.8400	C42—H42A	0.9800
O4—C39	1.389 (3)	C42—H42B	0.9800
O5—H5	0.8400	C42—H42C	0.9800
O5—C50	1.381 (3)	C43—H43A	0.9800
O6—H6	0.8400	C43—H43B	0.9800
O6—C61	1.379 (3)	C43—H43C	0.9800
C1—C2	1.396 (4)	C44—H44A	0.9900
C1—C6	1.397 (4)	C44—H44B	0.9900
C2—C3	1.395 (4)	C44—C45	1.519 (4)
C2—C66	1.519 (3)	C45—C46	1.398 (4)
C3—H3A	0.9500	C45—C50	1.397 (4)
C3—C4	1.393 (4)	C46—H46	0.9500
C4—C5	1.396 (4)	C46—C47	1.394 (4)
C4—C7	1.540 (3)	C47—C48	1.401 (4)
C5—H5A	0.9500	C47—C51	1.531 (4)
C5—C6	1.400 (3)	C48—H48	0.9500
C6—C11	1.526 (3)	C48—C49	1.390 (4)
C7—C8	1.524 (4)	C49—C50	1.392 (4)
C7—C9	1.555 (4)	C49—C55	1.514 (3)
C7—C10	1.534 (4)	C51—C52	1.38 (3)
C8—H8A	0.9800	C51—C52A	1.525 (5)
C8—H8B	0.9800	C51—C53	1.43 (2)
C8—H8C	0.9800	C51—C53A	1.571 (5)
C9—H9A	0.9800	C51—C54	1.81 (2)
C9—H9B	0.9800	C51—C54A	1.511 (5)
C9—H9C	0.9800	C52—H52A	0.9800
C10—H10A	0.9800	C52—H52B	0.9800
C10—H10B	0.9800	C52—H52C	0.9800
C10—H10C	0.9800	C52A—H52D	0.9800
C11—H11A	0.9900	C52A—H52E	0.9800
C11—H11B	0.9900	C52A—H52F	0.9800
C11—C12	1.526 (3)	C53—H53A	0.9800
C12—C13	1.393 (4)	C53—H53B	0.9800
C12—C17	1.401 (3)	C53—H53C	0.9800
C13—H13	0.9500	C53A—H53D	0.9800
C13—C14	1.399 (4)	C53A—H53E	0.9800
C14—C15	1.398 (4)	C53A—H53F	0.9800
C14—C18	1.535 (3)	C54—H54A	0.9800
C15—H15	0.9500	C54—H54B	0.9800
C15—C16	1.395 (4)	C54—H54C	0.9800
C16—C17	1.393 (4)	C54A—H54D	0.9800
C16—C22	1.516 (3)	C54A—H54E	0.9800
C18—C19	1.532 (4)	C54A—H54F	0.9800
C18—C20	1.540 (4)	C55—H55A	0.9900
C18—C21	1.542 (4)	C55—H55B	0.9900
C19—H19A	0.9800	C55—C56	1.522 (3)
C19—H19B	0.9800	C56—C57	1.398 (4)
C19—H19C	0.9800	C56—C61	1.395 (4)
C20—H20A	0.9800	C57—H57	0.9500
C20—H20B	0.9800	C57—C58	1.400 (4)
C20—H20C	0.9800	C58—C59	1.394 (4)
C21—H21A	0.9800	C58—C62	1.536 (4)
C21—H21B	0.9800	C59—H59	0.9500
C21—H21C	0.9800	C59—C60	1.393 (4)
C22—H22A	0.9900	C60—C61	1.396 (4)
C22—H22B	0.9900	C60—C66	1.523 (4)
C22—C23	1.523 (3)	C62—C63	1.527 (4)
C23—C24	1.392 (4)	C62—C64	1.545 (4)
C23—C28	1.403 (4)	C62—C65	1.532 (4)
C24—H24	0.9500	C63—H63A	0.9800
C24—C25	1.393 (4)	C63—H63B	0.9800
C25—C26	1.405 (4)	C63—H63C	0.9800
C25—C29	1.537 (4)	C64—H64A	0.9800
C26—H26	0.9500	C64—H64B	0.9800
C26—C27	1.387 (4)	C64—H64C	0.9800
C27—C28	1.398 (4)	C65—H65A	0.9800
C27—C33	1.519 (4)	C65—H65B	0.9800
C29—C30	1.519 (5)	C65—H65C	0.9800
C29—C31	1.528 (5)	C66—H66A	0.9900
C29—C32	1.552 (4)	C66—H66B	0.9900
Cl1—C67—Cl2A	110.1 (2)	H32A—C32—H32B	109.5
Cl1—C67—H67A	109.6	H32A—C32—H32C	109.5
Cl1—C67—H67B	109.6	H32B—C32—H32C	109.5
Cl1—C67—H67C	108.7	C27—C33—H33A	109.4
Cl1—C67—H67D	108.7	C27—C33—H33B	109.4
Cl2—C67—Cl1	114.4 (3)	C27—C33—C34	111.2 (2)
Cl2—C67—H67C	108.7	H33A—C33—H33B	108.0
Cl2—C67—H67D	108.7	C34—C33—H33A	109.4
Cl2A—C67—H67A	109.6	C34—C33—H33B	109.4
Cl2A—C67—H67B	109.6	C35—C34—C33	119.2 (2)
H67A—C67—H67B	108.1	C39—C34—C33	122.6 (2)
H67C—C67—H67D	107.6	C39—C34—C35	118.1 (2)
Cl3—C68—Cl4	113.7 (4)	C34—C35—H35	118.7
Cl3—C68—H68A	109.1	C36—C35—C34	122.6 (2)
Cl3—C68—H68B	109.1	C36—C35—H35	118.7
Cl3—C68—H68C	108.8	C35—C36—C40	123.0 (2)
Cl3—C68—H68D	108.8	C37—C36—C35	116.8 (2)
Cl4—C68—H68C	108.8	C37—C36—C40	120.1 (2)
Cl4—C68—H68D	108.8	C36—C37—H37	118.6
Cl4A—C68—Cl3	112.5 (4)	C38—C37—C36	122.7 (2)
Cl4A—C68—H68A	109.1	C38—C37—H37	118.6
Cl4A—C68—H68B	109.1	C37—C38—C39	118.3 (2)
H68A—C68—H68B	107.8	C37—C38—C44	120.0 (2)
H68C—C68—H68D	107.7	C39—C38—C44	121.6 (2)
Cl5—C69—H69A	109.1	O4—C39—C34	119.6 (2)
Cl5—C69—H69B	109.1	O4—C39—C38	119.1 (2)
Cl6—C69—Cl5	112.4 (3)	C34—C39—C38	121.3 (2)
Cl6—C69—H69A	109.1	C36—C40—C43	108.8 (2)
Cl6—C69—H69B	109.1	C41—C40—C36	112.2 (2)
H69A—C69—H69B	107.9	C41—C40—C43	108.3 (2)
Cl7—C70—H70A	109.1	C42—C40—C36	109.6 (2)
Cl7—C70—H70B	109.1	C42—C40—C41	108.7 (3)
Cl8—C70—Cl7	112.3 (2)	C42—C40—C43	109.1 (2)
Cl8—C70—H70A	109.1	C40—C41—H41A	109.5
Cl8—C70—H70B	109.1	C40—C41—H41B	109.5
H70A—C70—H70B	107.9	C40—C41—H41C	109.5
C1—O1—H1	109.5	H41A—C41—H41B	109.5
C17—O2—H2	109.5	H41A—C41—H41C	109.5
C28—O3—H3	109.5	H41B—C41—H41C	109.5
C39—O4—H4	109.5	C40—C42—H42A	109.5
C50—O5—H5	109.5	C40—C42—H42B	109.5
C61—O6—H6	109.5	C40—C42—H42C	109.5
O1—C1—C2	119.9 (2)	H42A—C42—H42B	109.5
O1—C1—C6	118.9 (2)	H42A—C42—H42C	109.5
C2—C1—C6	121.3 (2)	H42B—C42—H42C	109.5
C1—C2—C66	122.2 (2)	C40—C43—H43A	109.5
C3—C2—C1	118.3 (2)	C40—C43—H43B	109.5
C3—C2—C66	119.4 (2)	C40—C43—H43C	109.5
C2—C3—H3A	118.7	H43A—C43—H43B	109.5
C4—C3—C2	122.5 (2)	H43A—C43—H43C	109.5
C4—C3—H3A	118.7	H43B—C43—H43C	109.5
C3—C4—C5	117.4 (2)	C38—C44—H44A	108.9
C3—C4—C7	122.1 (2)	C38—C44—H44B	108.9
C5—C4—C7	120.6 (2)	H44A—C44—H44B	107.7
C4—C5—H5A	118.9	C45—C44—C38	113.3 (2)
C4—C5—C6	122.2 (2)	C45—C44—H44A	108.9
C6—C5—H5A	118.9	C45—C44—H44B	108.9
C1—C6—C5	118.3 (2)	C46—C45—C44	120.4 (2)
C1—C6—C11	121.6 (2)	C50—C45—C44	121.6 (2)
C5—C6—C11	120.1 (2)	C50—C45—C46	117.9 (2)
C4—C7—C9	108.2 (2)	C45—C46—H46	118.6
C8—C7—C4	112.3 (2)	C47—C46—C45	122.8 (2)
C8—C7—C9	108.3 (3)	C47—C46—H46	118.6
C8—C7—C10	109.4 (3)	C46—C47—C48	116.7 (2)
C10—C7—C4	110.3 (2)	C46—C47—C51	123.2 (2)
C10—C7—C9	108.3 (3)	C48—C47—C51	120.0 (3)
C7—C8—H8A	109.5	C47—C48—H48	118.6
C7—C8—H8B	109.5	C49—C48—C47	122.7 (3)
C7—C8—H8C	109.5	C49—C48—H48	118.6
H8A—C8—H8B	109.5	C48—C49—C50	118.2 (2)
H8A—C8—H8C	109.5	C48—C49—C55	120.1 (2)
H8B—C8—H8C	109.5	C50—C49—C55	121.5 (2)
C7—C9—H9A	109.5	O5—C50—C45	120.0 (2)
C7—C9—H9B	109.5	O5—C50—C49	118.4 (2)
C7—C9—H9C	109.5	C49—C50—C45	121.5 (2)
H9A—C9—H9B	109.5	C47—C51—C53A	108.4 (3)
H9A—C9—H9C	109.5	C47—C51—C54	99.1 (7)
H9B—C9—H9C	109.5	C52—C51—C47	111.5 (10)
C7—C10—H10A	109.5	C52—C51—C53	124.8 (14)
C7—C10—H10B	109.5	C52—C51—C54	101.8 (16)
C7—C10—H10C	109.5	C52A—C51—C47	113.4 (3)
H10A—C10—H10B	109.5	C52A—C51—C53A	105.0 (4)
H10A—C10—H10C	109.5	C53—C51—C47	114.4 (8)
H10B—C10—H10C	109.5	C53—C51—C54	99.4 (11)
C6—C11—H11A	109.0	C54A—C51—C47	111.3 (3)
C6—C11—H11B	109.0	C54A—C51—C52A	110.1 (4)
C6—C11—C12	113.1 (2)	C54A—C51—C53A	108.2 (3)
H11A—C11—H11B	107.8	C51—C52—H52A	109.5
C12—C11—H11A	109.0	C51—C52—H52B	109.5
C12—C11—H11B	109.0	C51—C52—H52C	109.5
C13—C12—C11	120.4 (2)	H52A—C52—H52B	109.5
C13—C12—C17	117.8 (2)	H52A—C52—H52C	109.5
C17—C12—C11	121.8 (2)	H52B—C52—H52C	109.5
C12—C13—H13	118.8	C51—C52A—H52D	109.5
C12—C13—C14	122.5 (2)	C51—C52A—H52E	109.5
C14—C13—H13	118.8	C51—C52A—H52F	109.5
C13—C14—C18	121.3 (2)	H52D—C52A—H52E	109.5
C15—C14—C13	117.2 (2)	H52D—C52A—H52F	109.5
C15—C14—C18	121.4 (2)	H52E—C52A—H52F	109.5
C14—C15—H15	118.7	C51—C53—H53A	109.5
C16—C15—C14	122.5 (2)	C51—C53—H53B	109.5
C16—C15—H15	118.7	C51—C53—H53C	109.5
C15—C16—C22	120.2 (2)	H53A—C53—H53B	109.5
C17—C16—C15	117.9 (2)	H53A—C53—H53C	109.5
C17—C16—C22	121.9 (2)	H53B—C53—H53C	109.5
O2—C17—C12	120.3 (2)	C51—C53A—H53D	109.5
O2—C17—C16	117.7 (2)	C51—C53A—H53E	109.5
C16—C17—C12	122.0 (2)	C51—C53A—H53F	109.5
C14—C18—C20	107.9 (2)	H53D—C53A—H53E	109.5
C14—C18—C21	111.2 (2)	H53D—C53A—H53F	109.5
C19—C18—C14	111.8 (2)	H53E—C53A—H53F	109.5
C19—C18—C20	109.6 (2)	C51—C54—H54A	109.5
C19—C18—C21	107.3 (2)	C51—C54—H54B	109.5
C20—C18—C21	109.0 (3)	C51—C54—H54C	109.5
C18—C19—H19A	109.5	H54A—C54—H54B	109.5
C18—C19—H19B	109.5	H54A—C54—H54C	109.5
C18—C19—H19C	109.5	H54B—C54—H54C	109.5
H19A—C19—H19B	109.5	C51—C54A—H54D	109.5
H19A—C19—H19C	109.5	C51—C54A—H54E	109.5
H19B—C19—H19C	109.5	C51—C54A—H54F	109.5
C18—C20—H20A	109.5	H54D—C54A—H54E	109.5
C18—C20—H20B	109.5	H54D—C54A—H54F	109.5
C18—C20—H20C	109.5	H54E—C54A—H54F	109.5
H20A—C20—H20B	109.5	C49—C55—H55A	107.7
H20A—C20—H20C	109.5	C49—C55—H55B	107.7
H20B—C20—H20C	109.5	C49—C55—C56	118.6 (2)
C18—C21—H21A	109.5	H55A—C55—H55B	107.1
C18—C21—H21B	109.5	C56—C55—H55A	107.7
C18—C21—H21C	109.5	C56—C55—H55B	107.7
H21A—C21—H21B	109.5	C57—C56—C55	119.6 (2)
H21A—C21—H21C	109.5	C61—C56—C55	122.0 (2)
H21B—C21—H21C	109.5	C61—C56—C57	118.1 (2)
C16—C22—H22A	108.4	C56—C57—H57	118.9
C16—C22—H22B	108.4	C56—C57—C58	122.3 (3)
C16—C22—C23	115.5 (2)	C58—C57—H57	118.9
H22A—C22—H22B	107.5	C57—C58—C62	120.7 (3)
C23—C22—H22A	108.4	C59—C58—C57	117.3 (2)
C23—C22—H22B	108.4	C59—C58—C62	122.0 (2)
C24—C23—C22	120.2 (2)	C58—C59—H59	118.7
C24—C23—C28	118.2 (2)	C60—C59—C58	122.6 (2)
C28—C23—C22	121.5 (2)	C60—C59—H59	118.7
C23—C24—H24	118.6	C59—C60—C61	118.1 (3)
C23—C24—C25	122.9 (3)	C59—C60—C66	120.6 (2)
C25—C24—H24	118.6	C61—C60—C66	121.2 (2)
C24—C25—C26	116.9 (2)	O6—C61—C56	120.1 (2)
C24—C25—C29	122.5 (3)	O6—C61—C60	118.2 (2)
C26—C25—C29	120.6 (2)	C56—C61—C60	121.6 (2)
C25—C26—H26	118.8	C58—C62—C64	110.6 (3)
C27—C26—C25	122.4 (2)	C63—C62—C58	109.2 (2)
C27—C26—H26	118.8	C63—C62—C64	108.9 (3)
C26—C27—C28	118.7 (2)	C63—C62—C65	109.6 (3)
C26—C27—C33	120.3 (2)	C65—C62—C58	111.5 (2)
C28—C27—C33	120.8 (2)	C65—C62—C64	106.9 (3)
O3—C28—C23	120.7 (2)	C62—C63—H63A	109.5
O3—C28—C27	118.3 (2)	C62—C63—H63B	109.5
C27—C28—C23	121.0 (2)	C62—C63—H63C	109.5
C25—C29—C32	110.2 (2)	H63A—C63—H63B	109.5
C30—C29—C25	108.7 (3)	H63A—C63—H63C	109.5
C30—C29—C31	111.0 (3)	H63B—C63—H63C	109.5
C30—C29—C32	109.7 (3)	C62—C64—H64A	109.5
C31—C29—C25	111.6 (2)	C62—C64—H64B	109.5
C31—C29—C32	105.6 (3)	C62—C64—H64C	109.5
C29—C30—H30A	109.5	H64A—C64—H64B	109.5
C29—C30—H30B	109.5	H64A—C64—H64C	109.5
C29—C30—H30C	109.5	H64B—C64—H64C	109.5
H30A—C30—H30B	109.5	C62—C65—H65A	109.5
H30A—C30—H30C	109.5	C62—C65—H65B	109.5
H30B—C30—H30C	109.5	C62—C65—H65C	109.5
C29—C31—H31A	109.5	H65A—C65—H65B	109.5
C29—C31—H31B	109.5	H65A—C65—H65C	109.5
C29—C31—H31C	109.5	H65B—C65—H65C	109.5
H31A—C31—H31B	109.5	C2—C66—C60	111.3 (2)
H31A—C31—H31C	109.5	C2—C66—H66A	109.4
H31B—C31—H31C	109.5	C2—C66—H66B	109.4
C29—C32—H32A	109.5	C60—C66—H66A	109.4
C29—C32—H32B	109.5	C60—C66—H66B	109.4
C29—C32—H32C	109.5	H66A—C66—H66B	108.0
O1—C1—C2—C3	−177.0 (2)	C33—C34—C39—C38	−176.0 (2)
O1—C1—C2—C66	4.8 (4)	C34—C35—C36—C37	−0.1 (4)
O1—C1—C6—C5	177.6 (2)	C34—C35—C36—C40	−179.5 (2)
O1—C1—C6—C11	−2.7 (4)	C35—C34—C39—O4	−178.8 (2)
C1—C2—C3—C4	−1.3 (4)	C35—C34—C39—C38	0.7 (4)
C1—C2—C66—C60	93.3 (3)	C35—C36—C37—C38	0.1 (4)
C1—C6—C11—C12	−96.2 (3)	C35—C36—C40—C41	0.0 (4)
C2—C1—C6—C5	−2.2 (4)	C35—C36—C40—C42	120.9 (3)
C2—C1—C6—C11	177.5 (2)	C35—C36—C40—C43	−119.9 (3)
C2—C3—C4—C5	−0.8 (4)	C36—C37—C38—C39	0.2 (4)
C2—C3—C4—C7	177.4 (2)	C36—C37—C38—C44	−177.7 (2)
C3—C2—C66—C60	−84.9 (3)	C37—C36—C40—C41	−179.4 (2)
C3—C4—C5—C6	1.5 (4)	C37—C36—C40—C42	−58.5 (3)
C3—C4—C7—C8	6.6 (4)	C37—C36—C40—C43	60.7 (3)
C3—C4—C7—C9	−112.8 (3)	C37—C38—C39—O4	178.9 (2)
C3—C4—C7—C10	128.8 (3)	C37—C38—C39—C34	−0.7 (4)
C4—C5—C6—C1	−0.1 (4)	C37—C38—C44—C45	84.5 (3)
C4—C5—C6—C11	−179.7 (2)	C38—C44—C45—C46	−97.8 (3)
C5—C4—C7—C8	−175.3 (3)	C38—C44—C45—C50	79.1 (3)
C5—C4—C7—C9	65.3 (3)	C39—C34—C35—C36	−0.3 (4)
C5—C4—C7—C10	−53.0 (4)	C39—C38—C44—C45	−93.4 (3)
C5—C6—C11—C12	83.5 (3)	C40—C36—C37—C38	179.5 (2)
C6—C1—C2—C3	2.8 (4)	C44—C38—C39—O4	−3.2 (4)
C6—C1—C2—C66	−175.4 (2)	C44—C38—C39—C34	177.2 (2)
C6—C11—C12—C13	−105.3 (3)	C44—C45—C46—C47	176.1 (2)
C6—C11—C12—C17	74.8 (3)	C44—C45—C50—O5	5.6 (4)
C7—C4—C5—C6	−176.7 (2)	C44—C45—C50—C49	−172.8 (2)
C11—C12—C13—C14	179.1 (2)	C45—C46—C47—C48	−2.4 (4)
C11—C12—C17—O2	2.9 (4)	C45—C46—C47—C51	178.8 (3)
C11—C12—C17—C16	−176.1 (2)	C46—C45—C50—O5	−177.4 (2)
C12—C13—C14—C15	−2.1 (4)	C46—C45—C50—C49	4.2 (4)
C12—C13—C14—C18	−178.2 (2)	C46—C47—C48—C49	2.6 (4)
C13—C12—C17—O2	−177.0 (2)	C46—C47—C51—C52	−40.1 (15)
C13—C12—C17—C16	4.0 (4)	C46—C47—C51—C52A	−6.2 (5)
C13—C14—C15—C16	2.3 (4)	C46—C47—C51—C53	171.2 (9)
C13—C14—C18—C19	−36.9 (3)	C46—C47—C51—C53A	−122.4 (3)
C13—C14—C18—C20	83.8 (3)	C46—C47—C51—C54	66.5 (8)
C13—C14—C18—C21	−156.7 (3)	C46—C47—C51—C54A	118.7 (4)
C14—C15—C16—C17	0.6 (4)	C47—C48—C49—C50	0.4 (4)
C14—C15—C16—C22	−178.9 (2)	C47—C48—C49—C55	−174.6 (2)
C15—C14—C18—C19	147.2 (3)	C48—C47—C51—C52	141.1 (15)
C15—C14—C18—C20	−92.1 (3)	C48—C47—C51—C52A	175.0 (4)
C15—C14—C18—C21	27.4 (4)	C48—C47—C51—C53	−7.6 (10)
C15—C16—C17—O2	177.1 (2)	C48—C47—C51—C53A	58.8 (4)
C15—C16—C17—C12	−3.8 (4)	C48—C47—C51—C54	−112.3 (8)
C15—C16—C22—C23	−85.7 (3)	C48—C47—C51—C54A	−60.1 (4)
C16—C22—C23—C24	98.0 (3)	C48—C49—C50—O5	177.6 (2)
C16—C22—C23—C28	−86.3 (3)	C48—C49—C50—C45	−3.9 (4)
C17—C12—C13—C14	−0.9 (4)	C48—C49—C55—C56	−92.4 (3)
C17—C16—C22—C23	94.9 (3)	C49—C55—C56—C57	96.8 (3)
C18—C14—C15—C16	178.4 (2)	C49—C55—C56—C61	−89.9 (3)
C22—C16—C17—O2	−3.5 (4)	C50—C45—C46—C47	−0.9 (4)
C22—C16—C17—C12	175.6 (2)	C50—C49—C55—C56	92.8 (3)
C22—C23—C24—C25	175.4 (2)	C51—C47—C48—C49	−178.5 (2)
C22—C23—C28—O3	3.6 (4)	C55—C49—C50—O5	−7.4 (4)
C22—C23—C28—C27	−174.7 (2)	C55—C49—C50—C45	171.0 (2)
C23—C24—C25—C26	0.3 (4)	C55—C56—C57—C58	171.3 (2)
C23—C24—C25—C29	−179.7 (2)	C55—C56—C61—O6	7.0 (4)
C24—C23—C28—O3	179.3 (2)	C55—C56—C61—C60	−170.6 (2)
C24—C23—C28—C27	1.1 (4)	C56—C57—C58—C59	0.9 (4)
C24—C25—C26—C27	−0.8 (4)	C56—C57—C58—C62	−179.2 (2)
C24—C25—C29—C30	−105.0 (4)	C57—C56—C61—O6	−179.6 (2)
C24—C25—C29—C31	17.7 (4)	C57—C56—C61—C60	2.8 (4)
C24—C25—C29—C32	134.7 (3)	C57—C58—C59—C60	0.2 (4)
C25—C26—C27—C28	1.5 (4)	C57—C58—C62—C63	−87.9 (3)
C25—C26—C27—C33	−173.3 (2)	C57—C58—C62—C64	152.3 (3)
C26—C25—C29—C30	75.0 (4)	C57—C58—C62—C65	33.4 (4)
C26—C25—C29—C31	−162.3 (3)	C58—C59—C60—C61	0.3 (4)
C26—C25—C29—C32	−45.3 (4)	C58—C59—C60—C66	−175.4 (2)
C26—C27—C28—O3	−179.9 (2)	C59—C58—C62—C63	92.1 (3)
C26—C27—C28—C23	−1.6 (4)	C59—C58—C62—C64	−27.8 (4)
C26—C27—C33—C34	93.8 (3)	C59—C58—C62—C65	−146.7 (3)
C27—C33—C34—C35	−81.5 (3)	C59—C60—C61—O6	−179.5 (2)
C27—C33—C34—C39	95.2 (3)	C59—C60—C61—C56	−1.8 (4)
C28—C23—C24—C25	−0.4 (4)	C59—C60—C66—C2	92.7 (3)
C28—C27—C33—C34	−80.8 (3)	C61—C56—C57—C58	−2.3 (4)
C29—C25—C26—C27	179.2 (2)	C61—C60—C66—C2	−82.7 (3)
C33—C27—C28—O3	−5.2 (4)	C62—C58—C59—C60	−179.7 (2)
C33—C27—C28—C23	173.2 (2)	C66—C2—C3—C4	177.0 (2)
C33—C34—C35—C36	176.5 (2)	C66—C60—C61—O6	−3.9 (3)
C33—C34—C39—O4	4.4 (4)	C66—C60—C61—C56	173.8 (2)

(13_x6_DCM_1_2)

Crystal data

C66H84O6·2(CH2Cl2)	Z = 2
Mr = 1143.18	F(000) = 1224
Triclinic, P1	Dx = 1.197 Mg m^−3
a = 12.2610 (7) Å	Cu Kα radiation, λ = 1.54184 Å
b = 17.2425 (11) Å	Cell parameters from 13662 reflections
c = 17.4170 (12) Å	θ = 5.7–71.5°
α = 118.625 (7)°	µ = 2.08 mm^−1
β = 92.647 (5)°	T = 100 K
γ = 98.062 (5)°	Block, colourless
V = 3172.8 (4) Å^3	0.3 × 0.2 × 0.1 mm

Data collection

SuperNova, Dual, Cu at zero, Atlas diffractometer	Rint = 0.039
Absorption correction: multi-scan CrysAlisPro 1.171.38.43d (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	θmax = 71.7°, θmin = 2.9°
Tmin = 0.506, Tmax = 1.000	h = −14→14
37155 measured reflections	k = −21→20
12208 independent reflections	l = −21→20
9900 reflections with I > 2σ(I)

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.051	H-atom parameters constrained
wR(F^2) = 0.142	w = 1/[σ^2(Fo^2) + (0.0679P)^2 + 2.113P] where P = (Fo^2 + 2Fc^2)/3
S = 1.02	(Δ/σ)max < 0.001
12208 reflections	Δρmax = 0.31 e Å^−3
766 parameters	Δρmin = −0.72 e Å^−3
3 restraints

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)
C1	0.75091 (15)	0.14472 (12)	0.13762 (12)	0.0160 (4)
C2	0.65335 (16)	0.17232 (12)	0.16999 (12)	0.0167 (4)
C3	0.56991 (16)	0.10936 (12)	0.17142 (12)	0.0183 (4)
H3	0.5033	0.1279	0.1936	0.022*
C4	0.58021 (16)	0.02018 (12)	0.14158 (12)	0.0179 (4)
C5	0.67793 (16)	−0.00481 (12)	0.10725 (12)	0.0172 (4)
H5	0.6862	−0.0656	0.0847	0.021*
C6	0.76343 (15)	0.05516 (12)	0.10456 (12)	0.0161 (4)
C7	0.48910 (17)	−0.04849 (13)	0.14424 (14)	0.0222 (4)
C8	0.3967 (3)	−0.00707 (19)	0.1955 (2)	0.0364 (7)	0.808 (3)
H8A	0.4280	0.0379	0.2562	0.055*	0.808 (3)
H8B	0.3422	−0.0541	0.1959	0.055*	0.808 (3)
H8C	0.3603	0.0217	0.1674	0.055*	0.808 (3)
C8A	0.4547 (11)	−0.0050 (8)	0.2371 (10)	0.0364 (7)	0.192 (3)
H8AA	0.5176	0.0062	0.2801	0.055*	0.192 (3)
H8AB	0.3924	−0.0455	0.2399	0.055*	0.192 (3)
H8AC	0.4321	0.0520	0.2505	0.055*	0.192 (3)
C9	0.5402 (2)	−0.0976 (2)	0.1879 (2)	0.0381 (7)	0.808 (3)
H9A	0.5969	−0.1284	0.1537	0.057*	0.808 (3)
H9B	0.4817	−0.1418	0.1893	0.057*	0.808 (3)
H9C	0.5741	−0.0537	0.2482	0.057*	0.808 (3)
C9A	0.5191 (11)	−0.1341 (9)	0.1185 (11)	0.0381 (7)	0.192 (3)
H9AA	0.5269	−0.1640	0.0555	0.057*	0.192 (3)
H9AB	0.4611	−0.1714	0.1297	0.057*	0.192 (3)
H9AC	0.5898	−0.1256	0.1527	0.057*	0.192 (3)
C10	0.4393 (3)	−0.1193 (2)	0.0492 (2)	0.0421 (8)	0.808 (3)
H10A	0.4091	−0.0897	0.0193	0.063*	0.808 (3)
H10B	0.3797	−0.1629	0.0504	0.063*	0.808 (3)
H10C	0.4973	−0.1505	0.0175	0.063*	0.808 (3)
C10A	0.3861 (12)	−0.0598 (9)	0.0794 (9)	0.0421 (8)	0.192 (3)
H10D	0.3600	−0.0026	0.1017	0.063*	0.192 (3)
H10E	0.3263	−0.1061	0.0755	0.063*	0.192 (3)
H10F	0.4083	−0.0777	0.0207	0.063*	0.192 (3)
C11	0.86812 (15)	0.02382 (12)	0.06760 (12)	0.0167 (4)
H11A	0.8770	−0.0291	0.0739	0.020*
H11B	0.9327	0.0721	0.1033	0.020*
C12	0.86973 (15)	−0.00104 (12)	−0.02846 (12)	0.0162 (4)
C13	0.82978 (15)	−0.08898 (12)	−0.09494 (13)	0.0176 (4)
H13	0.7995	−0.1321	−0.0788	0.021*
C14	0.83223 (15)	−0.11648 (12)	−0.18417 (12)	0.0179 (4)
C15	0.87372 (16)	−0.05161 (12)	−0.20654 (12)	0.0180 (4)
H15	0.8748	−0.0685	−0.2670	0.022*
C16	0.91390 (15)	0.03781 (12)	−0.14227 (12)	0.0167 (4)
C17	0.91331 (15)	0.06095 (12)	−0.05414 (12)	0.0163 (4)
C18	0.79229 (16)	−0.21636 (12)	−0.25223 (12)	0.0188 (4)
C19	0.86711 (17)	−0.27229 (13)	−0.23454 (13)	0.0231 (4)
H19A	0.9436	−0.2549	−0.2423	0.035*
H19B	0.8404	−0.3363	−0.2761	0.035*
H19C	0.8649	−0.2613	−0.1740	0.035*
C20	0.79690 (19)	−0.23452 (13)	−0.34678 (13)	0.0265 (4)
H20A	0.7516	−0.1978	−0.3583	0.040*
H20B	0.7680	−0.2983	−0.3880	0.040*
H20C	0.8740	−0.2192	−0.3548	0.040*
C21	0.67134 (17)	−0.24494 (13)	−0.24331 (14)	0.0243 (4)
H21A	0.6659	−0.2321	−0.1825	0.037*
H21B	0.6470	−0.3095	−0.2837	0.037*
H21C	0.6239	−0.2115	−0.2581	0.037*
C22	0.95982 (16)	0.10639 (12)	−0.16987 (12)	0.0178 (4)
H22A	0.9922	0.0752	−0.2254	0.021*
H22B	1.0204	0.1513	−0.1240	0.021*
C23	0.87276 (15)	0.15546 (12)	−0.18359 (12)	0.0170 (4)
C24	0.82597 (16)	0.13045 (12)	−0.26810 (12)	0.0178 (4)
H24	0.8510	0.0838	−0.3169	0.021*
C25	0.74325 (16)	0.17115 (12)	−0.28438 (12)	0.0186 (4)
C26	0.70867 (16)	0.23968 (12)	−0.21160 (12)	0.0177 (4)
H26	0.6529	0.2686	−0.2208	0.021*
C27	0.75357 (16)	0.26719 (11)	−0.12540 (12)	0.0170 (4)
C28	0.83584 (16)	0.22517 (12)	−0.11271 (12)	0.0177 (4)
C29	0.69374 (18)	0.13839 (14)	−0.37957 (13)	0.0258 (4)
C30	0.7861 (2)	0.1534 (2)	−0.42996 (17)	0.0477 (7)
H30A	0.7549	0.1333	−0.4907	0.072*
H30B	0.8434	0.1189	−0.4305	0.072*
H30C	0.8190	0.2174	−0.4009	0.072*
C31	0.6006 (2)	0.18705 (15)	−0.38436 (15)	0.0328 (5)
H31A	0.5704	0.1630	−0.4462	0.049*
H31B	0.6302	0.2515	−0.3580	0.049*
H31C	0.5415	0.1778	−0.3520	0.049*
C32	0.6440 (2)	0.03729 (15)	−0.42337 (16)	0.0397 (6)
H32A	0.5835	0.0281	−0.3920	0.060*
H32B	0.7018	0.0044	−0.4208	0.060*
H32C	0.6151	0.0151	−0.4851	0.060*
C33	0.70958 (16)	0.33864 (12)	−0.04695 (12)	0.0185 (4)
H33A	0.7155	0.3249	0.0020	0.022*
H33B	0.6297	0.3339	−0.0637	0.022*
C34	0.76726 (16)	0.43558 (12)	−0.01258 (12)	0.0168 (4)
C35	0.72041 (16)	0.48910 (12)	−0.03974 (12)	0.0189 (4)
H35	0.6561	0.4625	−0.0824	0.023*
C36	0.76377 (16)	0.57989 (12)	−0.00711 (12)	0.0185 (4)
C37	0.85722 (16)	0.61745 (12)	0.05662 (12)	0.0183 (4)
H37	0.8878	0.6794	0.0807	0.022*
C38	0.90737 (16)	0.56676 (12)	0.08629 (12)	0.0175 (4)
C39	0.86295 (16)	0.47564 (12)	0.04920 (12)	0.0169 (4)
C40	0.70643 (17)	0.63270 (13)	−0.04160 (13)	0.0218 (4)
C41	0.7047 (2)	0.58798 (14)	−0.14192 (14)	0.0296 (5)
H41A	0.7810	0.5870	−0.1563	0.044*
H41B	0.6690	0.6220	−0.1642	0.044*
H41C	0.6629	0.5263	−0.1694	0.044*
C42	0.76586 (19)	0.73078 (13)	−0.00021 (15)	0.0284 (5)
H42A	0.7664	0.7604	0.0639	0.043*
H42B	0.7267	0.7620	−0.0240	0.043*
H42C	0.8424	0.7327	−0.0140	0.043*
C43	0.58627 (18)	0.63276 (14)	−0.01903 (16)	0.0291 (5)
H43A	0.5460	0.5707	−0.0453	0.044*
H43B	0.5490	0.6651	−0.0426	0.044*
H43C	0.5874	0.6626	0.0452	0.044*
C44	1.00480 (16)	0.60987 (12)	0.15940 (12)	0.0184 (4)
H44A	1.0419	0.6668	0.1634	0.022*
H44B	1.0594	0.5693	0.1448	0.022*
C45	0.96828 (15)	0.62926 (12)	0.24828 (12)	0.0174 (4)
C46	0.97420 (15)	0.57253 (12)	0.28377 (12)	0.0178 (4)
C47	0.93627 (16)	0.59117 (12)	0.36452 (12)	0.0180 (4)
C48	0.89163 (16)	0.66859 (12)	0.40877 (13)	0.0200 (4)
H48	0.8660	0.6821	0.4637	0.024*
C49	0.88299 (17)	0.72742 (12)	0.37571 (13)	0.0201 (4)
C50	0.92322 (16)	0.70638 (12)	0.29579 (12)	0.0191 (4)
H50	0.9199	0.7461	0.2727	0.023*
C51	0.83242 (18)	0.81193 (13)	0.42743 (13)	0.0241 (4)
C52	0.71610 (18)	0.78436 (14)	0.44542 (14)	0.0282 (5)
H52A	0.6687	0.7441	0.3893	0.042*
H52B	0.6839	0.8381	0.4788	0.042*
H52C	0.7214	0.7533	0.4797	0.042*
C53	0.8218 (2)	0.86306 (15)	0.37635 (16)	0.0364 (6)
H53A	0.7758	0.8231	0.3194	0.055*
H53B	0.8958	0.8836	0.3664	0.055*
H53C	0.7871	0.9151	0.4106	0.055*
C54	0.90740 (19)	0.87492 (13)	0.51503 (14)	0.0289 (5)
H54A	0.8739	0.9276	0.5498	0.043*
H54B	0.9806	0.8944	0.5031	0.043*
H54C	0.9156	0.8430	0.5481	0.043*
C55	0.94487 (16)	0.52924 (12)	0.40343 (13)	0.0199 (4)
H55A	1.0033	0.4939	0.3771	0.024*
H55B	0.9696	0.5670	0.4676	0.024*
C56	0.83872 (16)	0.46407 (12)	0.39020 (12)	0.0178 (4)
C57	0.78748 (16)	0.46938 (12)	0.46178 (12)	0.0189 (4)
H57	0.8189	0.5159	0.5193	0.023*
C58	0.69183 (16)	0.40934 (12)	0.45305 (12)	0.0190 (4)
C59	0.64425 (16)	0.34501 (12)	0.36750 (13)	0.0180 (4)
H59	0.5772	0.3053	0.3594	0.022*
C60	0.69199 (16)	0.33713 (12)	0.29351 (12)	0.0176 (4)
C61	0.79112 (16)	0.39443 (12)	0.30612 (12)	0.0178 (4)
C62	0.64513 (17)	0.41415 (13)	0.53508 (13)	0.0226 (4)
C63	0.6184 (2)	0.50772 (14)	0.59359 (14)	0.0314 (5)
H63A	0.5954	0.5118	0.6484	0.047*
H63B	0.5581	0.5176	0.5623	0.047*
H63C	0.6846	0.5535	0.6076	0.047*
C64	0.7332 (2)	0.39712 (17)	0.58791 (16)	0.0353 (5)
H64A	0.7527	0.3383	0.5506	0.053*
H64B	0.7034	0.3982	0.6396	0.053*
H64C	0.7996	0.4441	0.6072	0.053*
C65	0.53915 (19)	0.34442 (15)	0.51213 (15)	0.0311 (5)
H65A	0.5550	0.2839	0.4762	0.047*
H65B	0.4816	0.3548	0.4790	0.047*
H65C	0.5131	0.3500	0.5666	0.047*
C66	0.63539 (16)	0.26792 (12)	0.20126 (12)	0.0176 (4)
H66A	0.6627	0.2869	0.1591	0.021*
H66B	0.5546	0.2679	0.1996	0.021*
O1	0.83904 (11)	0.20310 (9)	0.13661 (9)	0.0219 (3)
H1	0.8260	0.2557	0.1624	0.033*
O2	0.96399 (11)	0.14757 (8)	0.00945 (8)	0.0179 (3)
H2	0.9341	0.1627	0.0558	0.027*
O3	0.87990 (13)	0.25589 (9)	−0.02702 (9)	0.0266 (3)
H3A	0.9098	0.2162	−0.0241	0.040*
O4	0.91485 (12)	0.42775 (9)	0.07931 (9)	0.0218 (3)
H4	0.8939	0.3725	0.0445	0.033*
O5	1.01764 (11)	0.49453 (8)	0.24000 (9)	0.0193 (3)
H5A	1.0092	0.4763	0.1855	0.029*
O6	0.84029 (12)	0.37907 (9)	0.23133 (9)	0.0229 (3)
H6	0.8956	0.4200	0.2447	0.034*
C67	0.667 (2)	0.5410 (18)	0.1964 (19)	0.0402 (7)	0.113 (2)
H67A	0.6677	0.4895	0.1370	0.048*	0.113 (2)
H67B	0.7453	0.5702	0.2220	0.048*	0.113 (2)
Cl1A	0.5980 (7)	0.6180 (4)	0.1856 (5)	0.0443 (2)	0.113 (2)
Cl2	0.607 (2)	0.5009 (16)	0.2624 (14)	0.0755 (6)	0.113 (2)
C67A	0.6526 (3)	0.5705 (2)	0.1955 (2)	0.0402 (7)	0.887 (2)
H67C	0.6579	0.5337	0.1318	0.048*	0.887 (2)
H67D	0.7260	0.6094	0.2248	0.048*	0.887 (2)
Cl1	0.55233 (8)	0.63788 (5)	0.20934 (6)	0.0443 (2)	0.887 (2)
Cl2A	0.6190 (2)	0.49984 (17)	0.23997 (14)	0.0755 (6)	0.887 (2)
C68	0.8465 (8)	0.1389 (6)	0.3127 (6)	0.0359 (7)	0.285 (5)
H68A	0.8614	0.1231	0.2520	0.043*	0.285 (5)
H68B	0.7664	0.1419	0.3121	0.043*	0.285 (5)
Cl4A	0.8458 (12)	0.0483 (9)	0.3108 (7)	0.0483 (5)	0.285 (5)
Cl3A	0.8963 (3)	0.2335 (3)	0.3607 (2)	0.0387 (8)	0.285 (5)
C68A	0.7860 (3)	0.1449 (2)	0.3419 (2)	0.0359 (7)	0.715 (5)
H68C	0.7609	0.1387	0.2841	0.043*	0.715 (5)
H68D	0.7217	0.1524	0.3756	0.043*	0.715 (5)
Cl4	0.8353 (4)	0.0443 (3)	0.3250 (2)	0.0483 (5)	0.715 (5)
Cl3	0.89034 (14)	0.23948 (11)	0.3993 (2)	0.0720 (7)	0.715 (5)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.0178 (9)	0.0137 (8)	0.0165 (8)	0.0004 (7)	0.0029 (7)	0.0079 (7)
C2	0.0201 (9)	0.0133 (8)	0.0151 (8)	0.0035 (7)	0.0024 (7)	0.0058 (7)
C3	0.0164 (9)	0.0173 (9)	0.0196 (9)	0.0039 (7)	0.0052 (7)	0.0073 (7)
C4	0.0189 (9)	0.0153 (9)	0.0178 (9)	0.0011 (7)	0.0032 (7)	0.0073 (7)
C5	0.0209 (9)	0.0129 (8)	0.0176 (9)	0.0033 (7)	0.0026 (7)	0.0072 (7)
C6	0.0179 (9)	0.0159 (9)	0.0153 (8)	0.0039 (7)	0.0034 (7)	0.0081 (7)
C7	0.0202 (10)	0.0179 (9)	0.0277 (10)	0.0007 (7)	0.0060 (8)	0.0109 (8)
C8	0.0267 (16)	0.0257 (13)	0.061 (2)	0.0047 (12)	0.0230 (14)	0.0231 (14)
C8A	0.0267 (16)	0.0257 (13)	0.061 (2)	0.0047 (12)	0.0230 (14)	0.0231 (14)
C9	0.0275 (14)	0.0431 (17)	0.065 (2)	0.0038 (12)	0.0098 (14)	0.0437 (17)
C9A	0.0275 (14)	0.0431 (17)	0.065 (2)	0.0038 (12)	0.0098 (14)	0.0437 (17)
C10	0.0453 (18)	0.0334 (16)	0.0312 (15)	−0.0199 (13)	−0.0012 (13)	0.0106 (13)
C10A	0.0453 (18)	0.0334 (16)	0.0312 (15)	−0.0199 (13)	−0.0012 (13)	0.0106 (13)
C11	0.0194 (9)	0.0135 (8)	0.0208 (9)	0.0047 (7)	0.0048 (7)	0.0106 (7)
C12	0.0164 (9)	0.0166 (9)	0.0196 (9)	0.0080 (7)	0.0051 (7)	0.0107 (7)
C13	0.0169 (9)	0.0155 (9)	0.0247 (10)	0.0035 (7)	0.0053 (7)	0.0129 (8)
C14	0.0168 (9)	0.0152 (9)	0.0210 (9)	0.0041 (7)	0.0027 (7)	0.0079 (8)
C15	0.0193 (9)	0.0176 (9)	0.0190 (9)	0.0059 (7)	0.0033 (7)	0.0097 (7)
C16	0.0175 (9)	0.0157 (9)	0.0210 (9)	0.0060 (7)	0.0056 (7)	0.0111 (7)
C17	0.0155 (9)	0.0121 (8)	0.0209 (9)	0.0057 (7)	0.0033 (7)	0.0068 (7)
C18	0.0224 (10)	0.0132 (9)	0.0207 (9)	0.0033 (7)	0.0044 (7)	0.0081 (8)
C19	0.0262 (10)	0.0159 (9)	0.0263 (10)	0.0059 (8)	0.0027 (8)	0.0093 (8)
C20	0.0367 (12)	0.0186 (9)	0.0212 (10)	0.0027 (8)	0.0030 (8)	0.0081 (8)
C21	0.0217 (10)	0.0181 (9)	0.0291 (11)	0.0016 (8)	0.0038 (8)	0.0089 (8)
C22	0.0194 (9)	0.0163 (9)	0.0200 (9)	0.0038 (7)	0.0044 (7)	0.0105 (7)
C23	0.0180 (9)	0.0127 (8)	0.0234 (9)	0.0013 (7)	0.0046 (7)	0.0117 (7)
C24	0.0219 (10)	0.0135 (8)	0.0193 (9)	0.0034 (7)	0.0069 (7)	0.0087 (7)
C25	0.0224 (10)	0.0165 (9)	0.0194 (9)	0.0030 (7)	0.0041 (7)	0.0107 (8)
C26	0.0190 (9)	0.0144 (8)	0.0223 (9)	0.0020 (7)	0.0029 (7)	0.0114 (8)
C27	0.0200 (9)	0.0106 (8)	0.0205 (9)	0.0007 (7)	0.0049 (7)	0.0081 (7)
C28	0.0233 (10)	0.0118 (8)	0.0185 (9)	−0.0006 (7)	0.0012 (7)	0.0090 (7)
C29	0.0296 (11)	0.0278 (11)	0.0198 (10)	0.0095 (9)	0.0022 (8)	0.0106 (8)
C30	0.0439 (15)	0.084 (2)	0.0313 (13)	0.0199 (14)	0.0105 (11)	0.0385 (14)
C31	0.0397 (13)	0.0328 (12)	0.0270 (11)	0.0140 (10)	−0.0015 (9)	0.0142 (10)
C32	0.0471 (15)	0.0266 (12)	0.0293 (12)	0.0136 (10)	−0.0121 (10)	0.0007 (9)
C33	0.0215 (10)	0.0130 (8)	0.0212 (9)	0.0036 (7)	0.0055 (7)	0.0084 (7)
C34	0.0204 (9)	0.0129 (8)	0.0180 (9)	0.0050 (7)	0.0073 (7)	0.0074 (7)
C35	0.0222 (10)	0.0159 (9)	0.0178 (9)	0.0035 (7)	0.0041 (7)	0.0077 (7)
C36	0.0216 (10)	0.0170 (9)	0.0210 (9)	0.0049 (7)	0.0062 (7)	0.0118 (8)
C37	0.0224 (10)	0.0131 (8)	0.0206 (9)	0.0019 (7)	0.0061 (7)	0.0094 (7)
C38	0.0194 (9)	0.0170 (9)	0.0171 (9)	0.0027 (7)	0.0064 (7)	0.0091 (7)
C39	0.0213 (10)	0.0158 (9)	0.0176 (9)	0.0072 (7)	0.0076 (7)	0.0098 (7)
C40	0.0261 (10)	0.0159 (9)	0.0261 (10)	0.0020 (8)	0.0015 (8)	0.0131 (8)
C41	0.0404 (13)	0.0248 (10)	0.0285 (11)	0.0040 (9)	0.0017 (9)	0.0177 (9)
C42	0.0335 (12)	0.0189 (10)	0.0347 (12)	0.0025 (8)	−0.0026 (9)	0.0158 (9)
C43	0.0269 (11)	0.0250 (11)	0.0403 (12)	0.0072 (9)	0.0044 (9)	0.0192 (10)
C44	0.0204 (9)	0.0152 (9)	0.0203 (9)	0.0011 (7)	0.0037 (7)	0.0099 (7)
C45	0.0176 (9)	0.0144 (8)	0.0190 (9)	−0.0012 (7)	0.0022 (7)	0.0083 (7)
C46	0.0167 (9)	0.0139 (8)	0.0214 (9)	0.0010 (7)	0.0016 (7)	0.0082 (7)
C47	0.0180 (9)	0.0141 (8)	0.0200 (9)	−0.0016 (7)	0.0005 (7)	0.0083 (7)
C48	0.0237 (10)	0.0162 (9)	0.0179 (9)	−0.0001 (7)	0.0027 (7)	0.0076 (7)
C49	0.0240 (10)	0.0139 (9)	0.0203 (9)	0.0020 (7)	0.0038 (7)	0.0070 (8)
C50	0.0228 (10)	0.0146 (9)	0.0203 (9)	0.0011 (7)	0.0016 (7)	0.0097 (8)
C51	0.0325 (11)	0.0167 (9)	0.0240 (10)	0.0083 (8)	0.0076 (8)	0.0092 (8)
C52	0.0287 (11)	0.0252 (10)	0.0287 (11)	0.0093 (9)	0.0074 (9)	0.0102 (9)
C53	0.0590 (16)	0.0256 (11)	0.0344 (12)	0.0220 (11)	0.0176 (11)	0.0177 (10)
C54	0.0362 (12)	0.0166 (9)	0.0268 (11)	0.0042 (8)	0.0077 (9)	0.0050 (8)
C55	0.0216 (10)	0.0175 (9)	0.0212 (9)	0.0017 (7)	0.0011 (7)	0.0105 (8)
C56	0.0198 (9)	0.0130 (8)	0.0228 (9)	0.0028 (7)	0.0035 (7)	0.0104 (7)
C57	0.0234 (10)	0.0144 (8)	0.0194 (9)	0.0029 (7)	0.0018 (7)	0.0089 (7)
C58	0.0234 (10)	0.0151 (9)	0.0197 (9)	0.0056 (7)	0.0051 (7)	0.0089 (7)
C59	0.0182 (9)	0.0135 (8)	0.0231 (10)	0.0025 (7)	0.0054 (7)	0.0093 (7)
C60	0.0213 (9)	0.0116 (8)	0.0197 (9)	0.0041 (7)	0.0030 (7)	0.0072 (7)
C61	0.0222 (10)	0.0127 (8)	0.0203 (9)	0.0045 (7)	0.0066 (7)	0.0089 (7)
C62	0.0260 (10)	0.0209 (10)	0.0207 (10)	0.0012 (8)	0.0052 (8)	0.0108 (8)
C63	0.0398 (13)	0.0230 (10)	0.0264 (11)	0.0027 (9)	0.0130 (9)	0.0084 (9)
C64	0.0345 (13)	0.0478 (14)	0.0345 (12)	0.0054 (11)	0.0052 (10)	0.0292 (11)
C65	0.0347 (12)	0.0286 (11)	0.0263 (11)	−0.0045 (9)	0.0069 (9)	0.0130 (9)
C66	0.0187 (9)	0.0133 (8)	0.0192 (9)	0.0039 (7)	0.0040 (7)	0.0065 (7)
O1	0.0221 (7)	0.0138 (6)	0.0277 (7)	0.0014 (5)	0.0095 (6)	0.0085 (6)
O2	0.0216 (7)	0.0144 (6)	0.0175 (6)	0.0036 (5)	0.0044 (5)	0.0074 (5)
O3	0.0448 (9)	0.0149 (6)	0.0190 (7)	0.0101 (6)	−0.0028 (6)	0.0069 (6)
O4	0.0290 (8)	0.0132 (6)	0.0222 (7)	0.0058 (5)	0.0003 (6)	0.0076 (5)
O5	0.0228 (7)	0.0161 (6)	0.0196 (6)	0.0050 (5)	0.0044 (5)	0.0087 (5)
O6	0.0275 (8)	0.0149 (6)	0.0218 (7)	−0.0008 (5)	0.0099 (6)	0.0061 (5)
C67	0.0237 (14)	0.0375 (19)	0.0411 (14)	0.0079 (12)	0.0080 (11)	0.0039 (15)
Cl1A	0.0476 (5)	0.0357 (4)	0.0414 (4)	0.0128 (3)	−0.0073 (4)	0.0124 (3)
Cl2	0.0777 (9)	0.0577 (5)	0.1001 (15)	0.0035 (5)	−0.0288 (10)	0.0517 (10)
C67A	0.0237 (14)	0.0375 (19)	0.0411 (14)	0.0079 (12)	0.0080 (11)	0.0039 (15)
Cl1	0.0476 (5)	0.0357 (4)	0.0414 (4)	0.0128 (3)	−0.0073 (4)	0.0124 (3)
Cl2A	0.0777 (9)	0.0577 (5)	0.1001 (15)	0.0035 (5)	−0.0288 (10)	0.0517 (10)
C68	0.0352 (19)	0.0443 (17)	0.0335 (18)	0.0103 (15)	0.0023 (13)	0.0227 (15)
Cl4A	0.0647 (11)	0.0412 (6)	0.0415 (14)	0.0122 (6)	−0.0001 (9)	0.0222 (7)
Cl3A	0.0323 (13)	0.0564 (17)	0.0368 (16)	0.0041 (10)	0.0021 (11)	0.0315 (15)
C68A	0.0352 (19)	0.0443 (17)	0.0335 (18)	0.0103 (15)	0.0023 (13)	0.0227 (15)
Cl4	0.0647 (11)	0.0412 (6)	0.0415 (14)	0.0122 (6)	−0.0001 (9)	0.0222 (7)
Cl3	0.0427 (7)	0.0389 (6)	0.1090 (18)	0.0102 (5)	0.0034 (10)	0.0162 (10)

Geometric parameters (Å, º)

C1—C2	1.393 (3)	C36—C37	1.396 (3)
C1—C6	1.401 (2)	C36—C40	1.533 (3)
C1—O1	1.376 (2)	C37—H37	0.9500
C2—C3	1.394 (3)	C37—C38	1.401 (3)
C2—C66	1.522 (2)	C38—C39	1.392 (3)
C3—H3	0.9500	C38—C44	1.518 (3)
C3—C4	1.395 (3)	C39—O4	1.376 (2)
C4—C5	1.394 (3)	C40—C41	1.533 (3)
C4—C7	1.529 (3)	C40—C42	1.532 (3)
C5—H5	0.9500	C40—C43	1.542 (3)
C5—C6	1.385 (3)	C41—H41A	0.9800
C6—C11	1.514 (2)	C41—H41B	0.9800
C7—C8	1.516 (3)	C41—H41C	0.9800
C7—C8A	1.531 (14)	C42—H42A	0.9800
C7—C9	1.552 (3)	C42—H42B	0.9800
C7—C9A	1.432 (13)	C42—H42C	0.9800
C7—C10	1.537 (3)	C43—H43A	0.9800
C7—C10A	1.580 (14)	C43—H43B	0.9800
C8—H8A	0.9800	C43—H43C	0.9800
C8—H8B	0.9800	C44—H44A	0.9900
C8—H8C	0.9800	C44—H44B	0.9900
C8A—H8AA	0.9800	C44—C45	1.523 (3)
C8A—H8AB	0.9800	C45—C46	1.393 (3)
C8A—H8AC	0.9800	C45—C50	1.397 (3)
C9—H9A	0.9800	C46—C47	1.402 (3)
C9—H9B	0.9800	C46—O5	1.389 (2)
C9—H9C	0.9800	C47—C48	1.391 (3)
C9A—H9AA	0.9800	C47—C55	1.526 (3)
C9A—H9AB	0.9800	C48—H48	0.9500
C9A—H9AC	0.9800	C48—C49	1.398 (3)
C10—H10A	0.9800	C49—C50	1.394 (3)
C10—H10B	0.9800	C49—C51	1.538 (3)
C10—H10C	0.9800	C50—H50	0.9500
C10A—H10D	0.9800	C51—C52	1.534 (3)
C10A—H10E	0.9800	C51—C53	1.536 (3)
C10A—H10F	0.9800	C51—C54	1.535 (3)
C11—H11A	0.9900	C52—H52A	0.9800
C11—H11B	0.9900	C52—H52B	0.9800
C11—C12	1.517 (3)	C52—H52C	0.9800
C12—C13	1.392 (3)	C53—H53A	0.9800
C12—C17	1.396 (3)	C53—H53B	0.9800
C13—H13	0.9500	C53—H53C	0.9800
C13—C14	1.394 (3)	C54—H54A	0.9800
C14—C15	1.392 (3)	C54—H54B	0.9800
C14—C18	1.538 (2)	C54—H54C	0.9800
C15—H15	0.9500	C55—H55A	0.9900
C15—C16	1.398 (3)	C55—H55B	0.9900
C16—C17	1.389 (3)	C55—C56	1.524 (3)
C16—C22	1.526 (2)	C56—C57	1.392 (3)
C17—O2	1.391 (2)	C56—C61	1.402 (3)
C18—C19	1.541 (3)	C57—H57	0.9500
C18—C20	1.527 (3)	C57—C58	1.401 (3)
C18—C21	1.535 (3)	C58—C59	1.395 (3)
C19—H19A	0.9800	C58—C62	1.533 (3)
C19—H19B	0.9800	C59—H59	0.9500
C19—H19C	0.9800	C59—C60	1.395 (3)
C20—H20A	0.9800	C60—C61	1.390 (3)
C20—H20B	0.9800	C60—C66	1.521 (2)
C20—H20C	0.9800	C61—O6	1.385 (2)
C21—H21A	0.9800	C62—C63	1.534 (3)
C21—H21B	0.9800	C62—C64	1.534 (3)
C21—H21C	0.9800	C62—C65	1.532 (3)
C22—H22A	0.9900	C63—H63A	0.9800
C22—H22B	0.9900	C63—H63B	0.9800
C22—C23	1.528 (2)	C63—H63C	0.9800
C23—C24	1.388 (3)	C64—H64A	0.9800
C23—C28	1.399 (3)	C64—H64B	0.9800
C24—H24	0.9500	C64—H64C	0.9800
C24—C25	1.402 (3)	C65—H65A	0.9800
C25—C26	1.392 (3)	C65—H65B	0.9800
C25—C29	1.533 (3)	C65—H65C	0.9800
C26—H26	0.9500	C66—H66A	0.9900
C26—C27	1.397 (3)	C66—H66B	0.9900
C27—C28	1.389 (3)	O1—H1	0.8400
C27—C33	1.522 (2)	O2—H2	0.8400
C28—O3	1.374 (2)	O3—H3A	0.8400
C29—C30	1.531 (3)	O4—H4	0.8400
C29—C31	1.531 (3)	O5—H5A	0.8400
C29—C32	1.542 (3)	O6—H6	0.8400
C30—H30A	0.9800	C67—H67A	0.9900
C30—H30B	0.9800	C67—H67B	0.9900
C30—H30C	0.9800	C67—Cl1A	1.748 (17)
C31—H31A	0.9800	C67—Cl2	1.742 (18)
C31—H31B	0.9800	C67A—H67C	0.9900
C31—H31C	0.9800	C67A—H67D	0.9900
C32—H32A	0.9800	C67A—Cl1	1.755 (3)
C32—H32B	0.9800	C67A—Cl2A	1.745 (4)
C32—H32C	0.9800	C68—H68A	0.9900
C33—H33A	0.9900	C68—H68B	0.9900
C33—H33B	0.9900	C68—Cl4A	1.545 (15)
C33—C34	1.524 (2)	C68—Cl3A	1.449 (10)
C34—C35	1.395 (3)	C68A—H68C	0.9900
C34—C39	1.398 (3)	C68A—H68D	0.9900
C35—H35	0.9500	C68A—Cl4	1.812 (6)
C35—C36	1.394 (3)	C68A—Cl3	1.740 (4)
C2—C1—C6	120.82 (17)	C34—C35—H35	118.5
O1—C1—C2	122.28 (16)	C36—C35—C34	122.95 (18)
O1—C1—C6	116.90 (16)	C36—C35—H35	118.5
C1—C2—C3	118.39 (16)	C35—C36—C37	117.15 (17)
C1—C2—C66	121.66 (16)	C35—C36—C40	118.90 (17)
C3—C2—C66	119.93 (17)	C37—C36—C40	123.94 (17)
C2—C3—H3	118.7	C36—C37—H37	118.9
C2—C3—C4	122.66 (17)	C36—C37—C38	122.19 (17)
C4—C3—H3	118.7	C38—C37—H37	118.9
C3—C4—C7	122.56 (17)	C37—C38—C44	121.44 (16)
C5—C4—C3	116.76 (17)	C39—C38—C37	118.24 (17)
C5—C4—C7	120.68 (16)	C39—C38—C44	120.27 (17)
C4—C5—H5	118.6	C38—C39—C34	121.69 (17)
C6—C5—C4	122.82 (17)	O4—C39—C34	121.55 (16)
C6—C5—H5	118.6	O4—C39—C38	116.69 (17)
C1—C6—C11	121.41 (16)	C36—C40—C41	109.20 (16)
C5—C6—C1	118.50 (17)	C36—C40—C43	109.51 (16)
C5—C6—C11	120.09 (16)	C41—C40—C43	109.46 (18)
C4—C7—C8A	107.2 (5)	C42—C40—C36	112.11 (16)
C4—C7—C9	109.65 (18)	C42—C40—C41	108.73 (17)
C4—C7—C10	108.95 (18)	C42—C40—C43	107.79 (17)
C4—C7—C10A	105.8 (5)	C40—C41—H41A	109.5
C8—C7—C4	113.47 (17)	C40—C41—H41B	109.5
C8—C7—C9	107.8 (2)	C40—C41—H41C	109.5
C8—C7—C10	109.1 (2)	H41A—C41—H41B	109.5
C8A—C7—C10A	106.6 (8)	H41A—C41—H41C	109.5
C9A—C7—C4	114.3 (5)	H41B—C41—H41C	109.5
C9A—C7—C8A	112.6 (8)	C40—C42—H42A	109.5
C9A—C7—C10A	109.9 (8)	C40—C42—H42B	109.5
C10—C7—C9	107.8 (2)	C40—C42—H42C	109.5
C7—C8—H8A	109.5	H42A—C42—H42B	109.5
C7—C8—H8B	109.5	H42A—C42—H42C	109.5
C7—C8—H8C	109.5	H42B—C42—H42C	109.5
H8A—C8—H8B	109.5	C40—C43—H43A	109.5
H8A—C8—H8C	109.5	C40—C43—H43B	109.5
H8B—C8—H8C	109.5	C40—C43—H43C	109.5
C7—C8A—H8AA	109.5	H43A—C43—H43B	109.5
C7—C8A—H8AB	109.5	H43A—C43—H43C	109.5
C7—C8A—H8AC	109.5	H43B—C43—H43C	109.5
H8AA—C8A—H8AB	109.5	C38—C44—H44A	109.2
H8AA—C8A—H8AC	109.5	C38—C44—H44B	109.2
H8AB—C8A—H8AC	109.5	C38—C44—C45	111.87 (15)
C7—C9—H9A	109.5	H44A—C44—H44B	107.9
C7—C9—H9B	109.5	C45—C44—H44A	109.2
C7—C9—H9C	109.5	C45—C44—H44B	109.2
H9A—C9—H9B	109.5	C46—C45—C44	123.37 (16)
H9A—C9—H9C	109.5	C46—C45—C50	117.93 (17)
H9B—C9—H9C	109.5	C50—C45—C44	118.66 (16)
C7—C9A—H9AA	109.5	C45—C46—C47	121.71 (17)
C7—C9A—H9AB	109.5	O5—C46—C45	121.06 (17)
C7—C9A—H9AC	109.5	O5—C46—C47	117.23 (16)
H9AA—C9A—H9AB	109.5	C46—C47—C55	121.22 (16)
H9AA—C9A—H9AC	109.5	C48—C47—C46	117.93 (17)
H9AB—C9A—H9AC	109.5	C48—C47—C55	120.85 (17)
C7—C10—H10A	109.5	C47—C48—H48	118.7
C7—C10—H10B	109.5	C47—C48—C49	122.64 (18)
C7—C10—H10C	109.5	C49—C48—H48	118.7
H10A—C10—H10B	109.5	C48—C49—C51	120.35 (17)
H10A—C10—H10C	109.5	C50—C49—C48	117.12 (17)
H10B—C10—H10C	109.5	C50—C49—C51	122.53 (17)
C7—C10A—H10D	109.5	C45—C50—H50	118.7
C7—C10A—H10E	109.5	C49—C50—C45	122.66 (17)
C7—C10A—H10F	109.5	C49—C50—H50	118.7
H10D—C10A—H10E	109.5	C52—C51—C49	109.27 (16)
H10D—C10A—H10F	109.5	C52—C51—C53	108.23 (19)
H10E—C10A—H10F	109.5	C52—C51—C54	109.85 (17)
C6—C11—H11A	108.7	C53—C51—C49	112.07 (17)
C6—C11—H11B	108.7	C54—C51—C49	108.91 (17)
C6—C11—C12	114.35 (15)	C54—C51—C53	108.50 (18)
H11A—C11—H11B	107.6	C51—C52—H52A	109.5
C12—C11—H11A	108.7	C51—C52—H52B	109.5
C12—C11—H11B	108.7	C51—C52—H52C	109.5
C13—C12—C11	120.21 (16)	H52A—C52—H52B	109.5
C13—C12—C17	117.31 (17)	H52A—C52—H52C	109.5
C17—C12—C11	122.46 (16)	H52B—C52—H52C	109.5
C12—C13—H13	118.6	C51—C53—H53A	109.5
C12—C13—C14	122.83 (17)	C51—C53—H53B	109.5
C14—C13—H13	118.6	C51—C53—H53C	109.5
C13—C14—C18	118.83 (16)	H53A—C53—H53B	109.5
C15—C14—C13	117.66 (17)	H53A—C53—H53C	109.5
C15—C14—C18	123.49 (17)	H53B—C53—H53C	109.5
C14—C15—H15	119.2	C51—C54—H54A	109.5
C14—C15—C16	121.69 (18)	C51—C54—H54B	109.5
C16—C15—H15	119.2	C51—C54—H54C	109.5
C15—C16—C22	119.84 (17)	H54A—C54—H54B	109.5
C17—C16—C15	118.31 (17)	H54A—C54—H54C	109.5
C17—C16—C22	121.83 (16)	H54B—C54—H54C	109.5
C16—C17—C12	122.13 (17)	C47—C55—H55A	108.3
C16—C17—O2	117.90 (16)	C47—C55—H55B	108.3
O2—C17—C12	119.86 (16)	H55A—C55—H55B	107.4
C14—C18—C19	108.85 (15)	C56—C55—C47	115.93 (16)
C20—C18—C14	112.14 (16)	C56—C55—H55A	108.3
C20—C18—C19	108.62 (16)	C56—C55—H55B	108.3
C20—C18—C21	108.02 (17)	C57—C56—C55	121.07 (17)
C21—C18—C14	109.03 (15)	C57—C56—C61	117.29 (17)
C21—C18—C19	110.17 (16)	C61—C56—C55	121.59 (17)
C18—C19—H19A	109.5	C56—C57—H57	118.5
C18—C19—H19B	109.5	C56—C57—C58	123.09 (17)
C18—C19—H19C	109.5	C58—C57—H57	118.5
H19A—C19—H19B	109.5	C57—C58—C62	120.40 (17)
H19A—C19—H19C	109.5	C59—C58—C57	117.01 (17)
H19B—C19—H19C	109.5	C59—C58—C62	122.58 (17)
C18—C20—H20A	109.5	C58—C59—H59	119.0
C18—C20—H20B	109.5	C58—C59—C60	122.07 (18)
C18—C20—H20C	109.5	C60—C59—H59	119.0
H20A—C20—H20B	109.5	C59—C60—C66	120.33 (17)
H20A—C20—H20C	109.5	C61—C60—C59	118.56 (17)
H20B—C20—H20C	109.5	C61—C60—C66	121.10 (17)
C18—C21—H21A	109.5	C60—C61—C56	121.69 (17)
C18—C21—H21B	109.5	O6—C61—C56	121.83 (17)
C18—C21—H21C	109.5	O6—C61—C60	116.48 (16)
H21A—C21—H21B	109.5	C58—C62—C63	110.27 (16)
H21A—C21—H21C	109.5	C58—C62—C64	108.69 (17)
H21B—C21—H21C	109.5	C63—C62—C64	108.63 (18)
C16—C22—H22A	108.8	C65—C62—C58	112.68 (17)
C16—C22—H22B	108.8	C65—C62—C63	108.14 (18)
C16—C22—C23	113.70 (15)	C65—C62—C64	108.35 (18)
H22A—C22—H22B	107.7	C62—C63—H63A	109.5
C23—C22—H22A	108.8	C62—C63—H63B	109.5
C23—C22—H22B	108.8	C62—C63—H63C	109.5
C24—C23—C22	120.33 (16)	H63A—C63—H63B	109.5
C24—C23—C28	117.69 (17)	H63A—C63—H63C	109.5
C28—C23—C22	121.97 (17)	H63B—C63—H63C	109.5
C23—C24—H24	118.6	C62—C64—H64A	109.5
C23—C24—C25	122.71 (17)	C62—C64—H64B	109.5
C25—C24—H24	118.6	C62—C64—H64C	109.5
C24—C25—C29	119.67 (17)	H64A—C64—H64B	109.5
C26—C25—C24	117.39 (17)	H64A—C64—H64C	109.5
C26—C25—C29	122.93 (17)	H64B—C64—H64C	109.5
C25—C26—H26	119.1	C62—C65—H65A	109.5
C25—C26—C27	121.87 (17)	C62—C65—H65B	109.5
C27—C26—H26	119.1	C62—C65—H65C	109.5
C26—C27—C33	120.71 (17)	H65A—C65—H65B	109.5
C28—C27—C26	118.58 (17)	H65A—C65—H65C	109.5
C28—C27—C33	120.66 (17)	H65B—C65—H65C	109.5
C27—C28—C23	121.75 (17)	C2—C66—H66A	108.5
O3—C28—C23	121.53 (17)	C2—C66—H66B	108.5
O3—C28—C27	116.72 (16)	C60—C66—C2	115.17 (15)
C25—C29—C32	108.86 (17)	C60—C66—H66A	108.5
C30—C29—C25	108.97 (18)	C60—C66—H66B	108.5
C30—C29—C32	109.7 (2)	H66A—C66—H66B	107.5
C31—C29—C25	112.36 (17)	C1—O1—H1	109.5
C31—C29—C30	109.29 (19)	C17—O2—H2	109.5
C31—C29—C32	107.65 (18)	C28—O3—H3A	109.5
C29—C30—H30A	109.5	C39—O4—H4	109.5
C29—C30—H30B	109.5	C46—O5—H5A	109.5
C29—C30—H30C	109.5	C61—O6—H6	109.5
H30A—C30—H30B	109.5	H67A—C67—H67B	107.7
H30A—C30—H30C	109.5	Cl1A—C67—H67A	108.9
H30B—C30—H30C	109.5	Cl1A—C67—H67B	108.9
C29—C31—H31A	109.5	Cl2—C67—H67A	108.9
C29—C31—H31B	109.5	Cl2—C67—H67B	108.9
C29—C31—H31C	109.5	Cl2—C67—Cl1A	113.5 (14)
H31A—C31—H31B	109.5	H67C—C67A—H67D	108.0
H31A—C31—H31C	109.5	Cl1—C67A—H67C	109.4
H31B—C31—H31C	109.5	Cl1—C67A—H67D	109.4
C29—C32—H32A	109.5	Cl2A—C67A—H67C	109.4
C29—C32—H32B	109.5	Cl2A—C67A—H67D	109.4
C29—C32—H32C	109.5	Cl2A—C67A—Cl1	111.16 (19)
H32A—C32—H32B	109.5	H68A—C68—H68B	104.5
H32A—C32—H32C	109.5	Cl4A—C68—H68A	101.2
H32B—C32—H32C	109.5	Cl4A—C68—H68B	101.2
C27—C33—H33A	108.2	Cl3A—C68—H68A	101.2
C27—C33—H33B	108.2	Cl3A—C68—H68B	101.2
C27—C33—C34	116.15 (15)	Cl3A—C68—Cl4A	143.2 (8)
H33A—C33—H33B	107.4	H68C—C68A—H68D	108.0
C34—C33—H33A	108.2	Cl4—C68A—H68C	109.4
C34—C33—H33B	108.2	Cl4—C68A—H68D	109.4
C35—C34—C33	119.33 (17)	Cl3—C68A—H68C	109.4
C35—C34—C39	117.69 (17)	Cl3—C68A—H68D	109.4
C39—C34—C33	122.89 (16)	Cl3—C68A—Cl4	111.0 (3)
C1—C2—C3—C4	−0.2 (3)	C33—C34—C35—C36	175.71 (17)
C1—C2—C66—C60	−79.6 (2)	C33—C34—C39—C38	−173.24 (17)
C1—C6—C11—C12	−84.5 (2)	C33—C34—C39—O4	3.7 (3)
C2—C1—C6—C5	−1.9 (3)	C34—C35—C36—C37	−1.1 (3)
C2—C1—C6—C11	178.84 (17)	C34—C35—C36—C40	179.68 (18)
C2—C3—C4—C5	−1.8 (3)	C35—C34—C39—C38	3.3 (3)
C2—C3—C4—C7	179.25 (18)	C35—C34—C39—O4	−179.71 (16)
C3—C2—C66—C60	101.9 (2)	C35—C36—C37—C38	0.9 (3)
C3—C4—C5—C6	1.9 (3)	C35—C36—C40—C41	−58.4 (2)
C3—C4—C7—C8	−9.5 (3)	C35—C36—C40—C42	−178.96 (18)
C3—C4—C7—C8A	−48.9 (6)	C35—C36—C40—C43	61.4 (2)
C3—C4—C7—C9	−130.0 (2)	C36—C37—C38—C39	1.3 (3)
C3—C4—C7—C9A	−174.4 (7)	C36—C37—C38—C44	−176.40 (17)
C3—C4—C7—C10	112.3 (2)	C37—C36—C40—C41	122.4 (2)
C3—C4—C7—C10A	64.6 (6)	C37—C36—C40—C42	1.9 (3)
C4—C5—C6—C1	−0.1 (3)	C37—C36—C40—C43	−117.7 (2)
C4—C5—C6—C11	179.08 (17)	C37—C38—C39—C34	−3.5 (3)
C5—C4—C7—C8	171.6 (2)	C37—C38—C39—O4	179.43 (16)
C5—C4—C7—C8A	132.2 (6)	C37—C38—C44—C45	99.1 (2)
C5—C4—C7—C9	51.1 (3)	C38—C44—C45—C46	97.3 (2)
C5—C4—C7—C9A	6.6 (7)	C38—C44—C45—C50	−80.6 (2)
C5—C4—C7—C10	−66.7 (3)	C39—C34—C35—C36	−1.0 (3)
C5—C4—C7—C10A	−114.4 (6)	C39—C38—C44—C45	−78.5 (2)
C5—C6—C11—C12	96.3 (2)	C40—C36—C37—C38	−179.87 (18)
C6—C1—C2—C3	2.1 (3)	C44—C38—C39—C34	174.22 (17)
C6—C1—C2—C66	−176.41 (17)	C44—C38—C39—O4	−2.9 (3)
C6—C11—C12—C13	−90.7 (2)	C44—C45—C46—C47	−177.82 (17)
C6—C11—C12—C17	91.2 (2)	C44—C45—C46—O5	1.8 (3)
C7—C4—C5—C6	−179.05 (17)	C44—C45—C50—C49	177.04 (18)
C11—C12—C13—C14	−177.97 (17)	C45—C46—C47—C48	0.2 (3)
C11—C12—C17—C16	−179.61 (17)	C45—C46—C47—C55	−179.03 (17)
C11—C12—C17—O2	4.2 (3)	C46—C45—C50—C49	−1.0 (3)
C12—C13—C14—C15	−1.9 (3)	C46—C47—C48—C49	0.3 (3)
C12—C13—C14—C18	176.48 (17)	C46—C47—C55—C56	−100.3 (2)
C13—C12—C17—C16	2.2 (3)	C47—C48—C49—C50	−1.1 (3)
C13—C12—C17—O2	−173.90 (16)	C47—C48—C49—C51	179.76 (18)
C13—C14—C15—C16	1.3 (3)	C47—C55—C56—C57	−116.4 (2)
C13—C14—C18—C19	−61.6 (2)	C47—C55—C56—C61	66.0 (2)
C13—C14—C18—C20	178.17 (17)	C48—C47—C55—C56	80.5 (2)
C13—C14—C18—C21	58.6 (2)	C48—C49—C50—C45	1.5 (3)
C14—C15—C16—C17	1.0 (3)	C48—C49—C51—C52	−55.4 (2)
C14—C15—C16—C22	179.31 (17)	C48—C49—C51—C53	−175.3 (2)
C15—C14—C18—C19	116.7 (2)	C48—C49—C51—C54	64.6 (2)
C15—C14—C18—C20	−3.5 (3)	C50—C45—C46—C47	0.1 (3)
C15—C14—C18—C21	−123.08 (19)	C50—C45—C46—O5	179.77 (16)
C15—C16—C17—C12	−2.8 (3)	C50—C49—C51—C52	125.5 (2)
C15—C16—C17—O2	173.37 (16)	C50—C49—C51—C53	5.6 (3)
C15—C16—C22—C23	91.3 (2)	C50—C49—C51—C54	−114.5 (2)
C16—C22—C23—C24	−101.5 (2)	C51—C49—C50—C45	−179.41 (18)
C16—C22—C23—C28	77.2 (2)	C55—C47—C48—C49	179.54 (18)
C17—C12—C13—C14	0.2 (3)	C55—C56—C57—C58	−178.01 (17)
C17—C16—C22—C23	−90.4 (2)	C55—C56—C61—C60	−177.41 (17)
C18—C14—C15—C16	−177.04 (17)	C55—C56—C61—O6	2.6 (3)
C22—C16—C17—C12	178.88 (17)	C56—C57—C58—C59	−3.6 (3)
C22—C16—C17—O2	−4.9 (3)	C56—C57—C58—C62	174.91 (17)
C22—C23—C24—C25	177.87 (17)	C57—C56—C61—C60	5.0 (3)
C22—C23—C28—C27	−177.43 (17)	C57—C56—C61—O6	−175.01 (16)
C22—C23—C28—O3	3.1 (3)	C57—C58—C59—C60	3.1 (3)
C23—C24—C25—C26	0.4 (3)	C57—C58—C62—C63	57.9 (2)
C23—C24—C25—C29	−178.64 (18)	C57—C58—C62—C64	−61.1 (2)
C24—C23—C28—C27	1.4 (3)	C57—C58—C62—C65	178.83 (18)
C24—C23—C28—O3	−178.15 (17)	C58—C59—C60—C61	1.1 (3)
C24—C25—C26—C27	−0.3 (3)	C58—C59—C60—C66	−178.08 (17)
C24—C25—C29—C30	−61.8 (2)	C59—C58—C62—C63	−123.7 (2)
C24—C25—C29—C31	176.97 (18)	C59—C58—C62—C64	117.3 (2)
C24—C25—C29—C32	57.8 (2)	C59—C58—C62—C65	−2.8 (3)
C25—C26—C27—C28	0.7 (3)	C59—C60—C61—C56	−5.4 (3)
C25—C26—C27—C33	−176.52 (17)	C59—C60—C61—O6	174.61 (16)
C26—C25—C29—C30	119.2 (2)	C59—C60—C66—C2	−80.0 (2)
C26—C25—C29—C31	−2.0 (3)	C61—C56—C57—C58	−0.4 (3)
C26—C25—C29—C32	−121.2 (2)	C61—C60—C66—C2	100.8 (2)
C26—C27—C28—C23	−1.2 (3)	C62—C58—C59—C60	−175.28 (17)
C26—C27—C28—O3	178.29 (16)	C66—C2—C3—C4	178.34 (17)
C26—C27—C33—C34	−90.8 (2)	C66—C60—C61—C56	173.86 (17)
C27—C33—C34—C35	97.3 (2)	C66—C60—C61—O6	−6.2 (3)
C27—C33—C34—C39	−86.2 (2)	O1—C1—C2—C3	−177.71 (17)
C28—C23—C24—C25	−0.9 (3)	O1—C1—C2—C66	3.8 (3)
C28—C27—C33—C34	92.1 (2)	O1—C1—C6—C5	177.88 (16)
C29—C25—C26—C27	178.75 (18)	O1—C1—C6—C11	−1.3 (3)
C33—C27—C28—C23	175.96 (17)	O5—C46—C47—C48	−179.44 (16)
C33—C27—C28—O3	−4.5 (3)	O5—C46—C47—C55	1.3 (3)

(1_x6_benzene)

Crystal data

C66H84O6·3(C6H6)	Z = 2
Mr = 1207.65	F(000) = 1308
Triclinic, P1	Dx = 1.135 Mg m^−3
a = 13.5391 (8) Å	Cu Kα radiation, λ = 1.54184 Å
b = 14.7702 (6) Å	Cell parameters from 11593 reflections
c = 19.045 (1) Å	θ = 3.1–76.9°
α = 80.680 (4)°	µ = 0.54 mm^−1
β = 72.393 (5)°	T = 100 K
γ = 78.191 (4)°	Plate, colourless
V = 3532.8 (3) Å^3	0.32 × 0.12 × 0.08 mm

Data collection

SuperNova, Dual, Cu at home/near, Atlas diffractometer	23648 measured reflections
Radiation source: micro-focus sealed X-ray tube, SuperNova (Cu) X-ray Source	23648 independent reflections
Mirror monochromator	17758 reflections with I > 2σ(I)
Detector resolution: 5.2195 pixels mm^-1	θmax = 70.1°, θmin = 2.5°
ω scans	h = −16→16
Absorption correction: multi-scan CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	k = −17→18
Tmin = 0.906, Tmax = 1.000	l = −23→23

Refinement

Refinement on F^2	Primary atom site location: dual
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.046	H-atom parameters constrained
wR(F^2) = 0.131	w = 1/[σ^2(Fo^2) + (0.0887P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 0.99	(Δ/σ)max < 0.001
23648 reflections	Δρmax = 0.34 e Å^−3
919 parameters	Δρmin = −0.36 e Å^−3
60 restraints

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.

Refinement. Refined as a 2-component twin.

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
O1	0.70488 (9)	0.41188 (8)	0.26364 (7)	0.0188 (2)
H1	0.668091	0.407804	0.236173	0.028*
O2	0.57796 (11)	0.37530 (9)	0.19555 (8)	0.0250 (3)
H2	0.533535	0.413636	0.178592	0.037*
O3	0.44108 (10)	0.50493 (9)	0.14595 (7)	0.0229 (3)
H3	0.437938	0.562945	0.138569	0.034*
O4	0.42488 (9)	0.68263 (8)	0.16320 (7)	0.0199 (2)
H4	0.418410	0.657149	0.206751	0.030*
O5	0.38543 (10)	0.60012 (9)	0.30023 (7)	0.0239 (3)
H5	0.425893	0.562712	0.321408	0.036*
O6	0.52120 (10)	0.47473 (9)	0.35239 (7)	0.0237 (3)
H6	0.582115	0.450328	0.330182	0.036*
C1	0.73898 (12)	0.32334 (11)	0.29469 (10)	0.0163 (3)
C2	0.73226 (12)	0.30871 (12)	0.37004 (9)	0.0169 (3)
C3	0.76790 (13)	0.21937 (12)	0.39972 (10)	0.0188 (3)
H3A	0.763379	0.208611	0.451061	0.023*
C4	0.80994 (13)	0.14539 (12)	0.35635 (10)	0.0200 (3)
C5	0.81564 (13)	0.16379 (12)	0.28111 (10)	0.0195 (3)
H5A	0.844752	0.114650	0.250525	0.023*
C6	0.78033 (12)	0.25138 (12)	0.24908 (10)	0.0178 (3)
C7	0.84874 (14)	0.04650 (12)	0.38800 (11)	0.0228 (4)
C8	0.82445 (16)	0.03755 (14)	0.47260 (11)	0.0299 (4)
H8A	0.860946	0.079616	0.486612	0.045*
H8B	0.848335	−0.026673	0.490801	0.045*
H8C	0.748541	0.053999	0.494478	0.045*
C9	0.96788 (15)	0.02172 (13)	0.35413 (12)	0.0280 (4)
H9A	0.983784	0.026844	0.300042	0.042*
H9B	0.992399	−0.042145	0.372743	0.042*
H9C	1.003502	0.064643	0.367981	0.042*
C10	0.79362 (17)	−0.02280 (13)	0.36773 (14)	0.0338 (5)
H10A	0.717314	−0.005045	0.386667	0.051*
H10B	0.815439	−0.085525	0.389888	0.051*
H10C	0.812995	−0.021960	0.313740	0.051*
C11	0.78438 (13)	0.26527 (12)	0.16750 (10)	0.0191 (3)
H11A	0.850229	0.228641	0.139518	0.023*
H11B	0.786038	0.331703	0.148965	0.023*
C12	0.69147 (14)	0.23637 (12)	0.15248 (9)	0.0187 (3)
C13	0.70469 (14)	0.15293 (12)	0.12224 (10)	0.0223 (4)
H13	0.772208	0.115315	0.110935	0.027*
C14	0.62159 (15)	0.12339 (13)	0.10821 (11)	0.0246 (4)
C15	0.52347 (14)	0.17904 (12)	0.12744 (10)	0.0210 (3)
H15	0.465590	0.159356	0.119384	0.025*
C16	0.50615 (14)	0.26235 (12)	0.15796 (9)	0.0180 (3)
C17	0.59212 (14)	0.29094 (11)	0.16856 (9)	0.0183 (3)
C18	0.6205 (13)	0.0210 (5)	0.1006 (8)	0.033 (5)	0.139 (4)
C19	0.7039 (18)	0.0093 (13)	0.0263 (10)	0.055 (6)	0.139 (4)
H19A	0.686568	0.059076	−0.010934	0.082*	0.139 (4)
H19B	0.705773	−0.051148	0.010575	0.082*	0.139 (4)
H19C	0.772761	0.012460	0.031764	0.082*	0.139 (4)
C20	0.6611 (14)	−0.0532 (10)	0.1564 (10)	0.043 (4)	0.139 (4)
H20A	0.737148	−0.056684	0.146050	0.065*	0.139 (4)
H20B	0.645962	−0.113766	0.151818	0.065*	0.139 (4)
H20C	0.626151	−0.036488	0.206753	0.065*	0.139 (4)
C21	0.5156 (18)	−0.0058 (15)	0.0979 (15)	0.062 (6)	0.139 (4)
H21A	0.467664	−0.010516	0.148076	0.093*	0.139 (4)
H21B	0.530728	−0.065730	0.077833	0.093*	0.139 (4)
H21C	0.482743	0.042188	0.066150	0.093*	0.139 (4)
C22	0.39707 (13)	0.31927 (12)	0.17804 (10)	0.0188 (3)
H22A	0.390247	0.355137	0.219378	0.023*
H22B	0.344930	0.276521	0.195698	0.023*
C23	0.37169 (13)	0.38629 (12)	0.11395 (9)	0.0173 (3)
C24	0.32535 (13)	0.35797 (11)	0.06691 (10)	0.0177 (3)
H24	0.309860	0.296544	0.075844	0.021*
C25	0.30081 (13)	0.41669 (12)	0.00700 (10)	0.0178 (3)
C26	0.32155 (13)	0.50783 (12)	−0.00304 (9)	0.0179 (3)
H26	0.304542	0.549324	−0.042910	0.022*
C27	0.36625 (13)	0.53982 (11)	0.04338 (9)	0.0169 (3)
C28	0.39321 (12)	0.47708 (12)	0.10068 (9)	0.0168 (3)
C29	0.24701 (14)	0.38347 (12)	−0.04219 (10)	0.0210 (4)
C30	0.2901 (2)	0.28091 (15)	−0.05470 (15)	0.0452 (6)
H30A	0.366559	0.272937	−0.075977	0.068*
H30B	0.258135	0.262487	−0.088832	0.068*
H30C	0.273238	0.241926	−0.007266	0.068*
C31	0.12988 (18)	0.3938 (2)	−0.00407 (15)	0.0499 (7)
H31A	0.118087	0.359178	0.045363	0.075*
H31B	0.095136	0.369260	−0.033426	0.075*
H31C	0.100830	0.459773	0.000449	0.075*
C32	0.2649 (2)	0.43922 (16)	−0.11821 (12)	0.0391 (5)
H32A	0.234108	0.504658	−0.112646	0.059*
H32B	0.231495	0.414686	−0.148494	0.059*
H32C	0.340456	0.434228	−0.142431	0.059*
C33	0.38434 (13)	0.64047 (11)	0.03260 (9)	0.0181 (3)
H33A	0.455882	0.641160	0.035665	0.022*
H33B	0.380347	0.668586	−0.017516	0.022*
C34	0.30455 (13)	0.69920 (11)	0.09001 (9)	0.0172 (3)
C35	0.20594 (14)	0.73680 (11)	0.07978 (10)	0.0186 (3)
H35	0.190971	0.725893	0.036543	0.022*
C36	0.12886 (14)	0.78958 (11)	0.13044 (10)	0.0196 (3)
C37	0.15331 (14)	0.80380 (11)	0.19377 (10)	0.0191 (3)
H37	0.101520	0.839054	0.229505	0.023*
C38	0.25066 (13)	0.76821 (11)	0.20632 (10)	0.0179 (3)
C39	0.32613 (13)	0.71666 (11)	0.15310 (10)	0.0170 (3)
C40	0.01986 (14)	0.83066 (13)	0.12029 (11)	0.0233 (4)
C41	0.01095 (16)	0.81474 (15)	0.04492 (12)	0.0318 (4)
H41A	0.063919	0.843530	0.005170	0.048*
H41B	−0.059289	0.842724	0.040349	0.048*
H41C	0.022536	0.747790	0.041126	0.048*
C42	−0.00216 (16)	0.93622 (14)	0.12538 (13)	0.0314 (4)
H42A	0.001601	0.947946	0.173626	0.047*
H42B	−0.072431	0.962066	0.119897	0.047*
H42C	0.050348	0.965845	0.085846	0.047*
C43	−0.06295 (15)	0.78401 (16)	0.18130 (13)	0.0345 (5)
H43A	−0.048761	0.716888	0.177747	0.052*
H43B	−0.132911	0.809976	0.175266	0.052*
H43C	−0.060111	0.795364	0.229893	0.052*
C44	0.27162 (14)	0.78499 (11)	0.27705 (10)	0.0186 (3)
H44A	0.348051	0.782703	0.267726	0.022*
H44B	0.236043	0.848162	0.289773	0.022*
C45	0.29023 (13)	0.62425 (12)	0.35121 (10)	0.0177 (3)
C46	0.23398 (13)	0.71444 (11)	0.34291 (10)	0.0178 (3)
C47	0.13865 (13)	0.73699 (12)	0.39557 (10)	0.0187 (3)
H47	0.099822	0.797912	0.390975	0.022*
C48	0.09746 (13)	0.67357 (12)	0.45515 (10)	0.0185 (3)
C49	0.15576 (13)	0.58448 (12)	0.45997 (10)	0.0182 (3)
H49	0.129365	0.540320	0.499931	0.022*
C50	0.25170 (13)	0.55762 (11)	0.40820 (9)	0.0168 (3)
C51	−0.01141 (14)	0.70179 (12)	0.50837 (10)	0.0206 (3)
C52	−0.09329 (14)	0.71401 (15)	0.46507 (11)	0.0279 (4)
H52A	−0.077561	0.761544	0.422814	0.042*
H52B	−0.163501	0.733417	0.497662	0.042*
H52C	−0.090974	0.654842	0.447126	0.042*
C53	−0.01708 (15)	0.79377 (13)	0.53835 (11)	0.0257 (4)
H53A	0.034828	0.785843	0.566183	0.039*
H53B	−0.087605	0.811693	0.571088	0.039*
H53C	−0.002095	0.842446	0.496891	0.039*
C54	−0.03767 (15)	0.62814 (13)	0.57473 (11)	0.0260 (4)
H54A	−0.038613	0.569614	0.557139	0.039*
H54B	−0.106826	0.649479	0.607861	0.039*
H54C	0.015624	0.618215	0.601616	0.039*
C55	0.30463 (13)	0.45624 (11)	0.41099 (10)	0.0179 (3)
H55A	0.339629	0.442358	0.359268	0.022*
H55B	0.248424	0.417705	0.431138	0.022*
C56	0.38520 (13)	0.42269 (11)	0.45478 (10)	0.0170 (3)
C57	0.49104 (13)	0.42852 (11)	0.42243 (9)	0.0173 (3)
C58	0.56712 (13)	0.38612 (11)	0.45816 (9)	0.0169 (3)
C59	0.53479 (13)	0.33898 (11)	0.52887 (10)	0.0179 (3)
H59	0.586151	0.311112	0.554004	0.022*
C60	0.42989 (13)	0.33143 (11)	0.56375 (9)	0.0173 (3)
C61	0.35691 (13)	0.37521 (11)	0.52527 (10)	0.0182 (3)
H61	0.284651	0.372406	0.548331	0.022*
C62	0.39466 (14)	0.27503 (12)	0.63956 (10)	0.0212 (4)
C63	0.48794 (18)	0.21911 (19)	0.66458 (14)	0.0459 (6)
H63A	0.528302	0.175280	0.628566	0.069*
H63B	0.462657	0.184616	0.713179	0.069*
H63C	0.532945	0.261406	0.668111	0.069*
C64	0.3319 (2)	0.34053 (16)	0.69774 (13)	0.0439 (6)
H64A	0.376670	0.382312	0.702433	0.066*
H64B	0.307340	0.304069	0.745533	0.066*
H64C	0.271288	0.377299	0.682635	0.066*
C65	0.32450 (18)	0.20797 (15)	0.63605 (12)	0.0338 (5)
H65A	0.260539	0.243465	0.624819	0.051*
H65B	0.305607	0.170160	0.683900	0.051*
H65C	0.362331	0.167271	0.597187	0.051*
C66	0.68339 (12)	0.38610 (11)	0.42063 (9)	0.0172 (3)
H66A	0.720872	0.378509	0.459040	0.021*
H66B	0.692734	0.446936	0.391051	0.021*
C67	0.12582 (15)	0.55210 (14)	0.22752 (12)	0.0288 (4)
H67	0.194103	0.566439	0.218719	0.035*
C68	0.05020 (16)	0.57142 (14)	0.29259 (11)	0.0291 (4)
H68	0.066035	0.599357	0.328578	0.035*
C69	−0.04936 (16)	0.54992 (15)	0.30545 (11)	0.0303 (4)
H69	−0.101850	0.563711	0.350159	0.036*
C70	−0.07256 (15)	0.50845 (14)	0.25341 (12)	0.0287 (4)
H70	−0.140413	0.492924	0.262686	0.034*
C71	0.00328 (16)	0.48984 (15)	0.18814 (13)	0.0317 (4)
H71	−0.012630	0.461890	0.152198	0.038*
C72	0.10271 (16)	0.51166 (15)	0.17459 (13)	0.0343 (5)
H72	0.154713	0.499054	0.129408	0.041*
C73	0.1207 (2)	0.2291 (2)	0.24050 (15)	0.0500 (7)
H73	0.097427	0.283446	0.265640	0.060*
C74	0.0771 (2)	0.21919 (19)	0.18618 (15)	0.0499 (6)
H74	0.023927	0.266508	0.174067	0.060*
C75	0.1106 (2)	0.1407 (2)	0.14933 (16)	0.0534 (7)
H75	0.080694	0.133944	0.111691	0.064*
C76	0.1873 (2)	0.0722 (2)	0.16712 (17)	0.0587 (8)
H76	0.210078	0.017967	0.141815	0.070*
C77	0.2316 (2)	0.0817 (2)	0.22179 (19)	0.0596 (8)
H77	0.284813	0.034457	0.233924	0.071*
C78	0.1972 (2)	0.1613 (2)	0.25867 (16)	0.0567 (8)
H78	0.226741	0.168580	0.296338	0.068*
C83A	0.4799 (10)	0.1141 (6)	0.3318 (4)	0.091 (4)	0.464 (3)
H83A	0.479613	0.131813	0.281658	0.109*	0.464 (3)
C79A	0.5132 (4)	0.1450 (4)	0.4405 (4)	0.0487 (15)	0.464 (3)
H79A	0.535847	0.183871	0.465610	0.058*	0.464 (3)
C80A	0.4894 (4)	0.0592 (4)	0.4743 (3)	0.0422 (12)	0.464 (3)
H80A	0.492716	0.040086	0.523731	0.051*	0.464 (3)
C81A	0.4608 (4)	0.0013 (3)	0.4371 (3)	0.0382 (11)	0.464 (3)
H81A	0.444264	−0.057623	0.460627	0.046*	0.464 (3)
C82A	0.4563 (7)	0.0290 (4)	0.3658 (4)	0.070 (2)	0.464 (3)
H82A	0.436782	−0.010933	0.339727	0.084*	0.464 (3)
C84A	0.5039 (9)	0.1737 (7)	0.3699 (7)	0.069 (3)	0.464 (3)
H84A	0.514125	0.234721	0.347704	0.083*	0.464 (3)
C81	0.4572 (2)	0.0536 (2)	0.31665 (14)	0.0364 (10)	0.536 (3)
H81	0.462370	0.011443	0.282420	0.044*	0.536 (3)
C82	0.3671 (2)	0.0678 (2)	0.37553 (15)	0.0408 (11)	0.536 (3)
H82	0.310801	0.035371	0.381545	0.049*	0.536 (3)
C83	0.3595 (2)	0.1294 (2)	0.42562 (14)	0.0416 (11)	0.536 (3)
H83	0.297977	0.139099	0.465865	0.050*	0.536 (3)
C84	0.4419 (3)	0.1768 (2)	0.41683 (17)	0.0406 (11)	0.536 (3)
H84	0.436722	0.218898	0.451060	0.049*	0.536 (3)
C79	0.5320 (2)	0.1626 (2)	0.3579 (2)	0.0304 (15)	0.536 (3)
H79	0.588292	0.194971	0.351935	0.037*	0.536 (3)
C80	0.53958 (19)	0.1010 (2)	0.30786 (17)	0.0347 (11)	0.536 (3)
H80	0.601117	0.091243	0.267615	0.042*	0.536 (3)
C18A	0.63625 (19)	0.03545 (16)	0.06971 (17)	0.0234 (5)	0.861 (4)
C19A	0.5611 (2)	−0.02883 (16)	0.12069 (15)	0.0318 (6)	0.861 (4)
H19D	0.577553	−0.045508	0.168314	0.048*	0.861 (4)
H19E	0.569552	−0.085403	0.097299	0.048*	0.861 (4)
H19F	0.488409	0.003582	0.128858	0.048*	0.861 (4)
C21A	0.7476 (2)	−0.01846 (19)	0.05487 (19)	0.0391 (7)	0.861 (4)
H21D	0.796798	0.021544	0.023103	0.059*	0.861 (4)
H21E	0.752714	−0.073081	0.030032	0.059*	0.861 (4)
H21F	0.765077	−0.038604	0.101919	0.059*	0.861 (4)
C20A	0.60964 (19)	0.06320 (16)	−0.00437 (13)	0.0281 (6)	0.861 (4)
H20D	0.536978	0.095810	0.004413	0.042*	0.861 (4)
H20E	0.617611	0.007248	−0.028406	0.042*	0.861 (4)
H20F	0.657315	0.104292	−0.036485	0.042*	0.861 (4)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O1	0.0216 (6)	0.0160 (6)	0.0216 (6)	−0.0018 (4)	−0.0115 (5)	−0.0010 (5)
O2	0.0339 (7)	0.0149 (6)	0.0331 (7)	0.0027 (5)	−0.0222 (6)	−0.0061 (5)
O3	0.0260 (6)	0.0198 (6)	0.0290 (7)	0.0003 (5)	−0.0170 (5)	−0.0073 (5)
O4	0.0201 (6)	0.0210 (6)	0.0209 (6)	−0.0021 (5)	−0.0109 (5)	−0.0005 (5)
O5	0.0191 (6)	0.0274 (7)	0.0213 (6)	0.0047 (5)	−0.0072 (5)	0.0005 (5)
O6	0.0237 (6)	0.0226 (6)	0.0196 (6)	0.0020 (5)	−0.0046 (5)	0.0023 (5)
C1	0.0156 (7)	0.0144 (7)	0.0218 (8)	−0.0026 (6)	−0.0101 (6)	−0.0007 (6)
C2	0.0143 (7)	0.0181 (8)	0.0210 (8)	−0.0030 (6)	−0.0085 (6)	−0.0026 (6)
C3	0.0179 (7)	0.0199 (8)	0.0212 (8)	−0.0033 (6)	−0.0101 (6)	−0.0001 (6)
C4	0.0171 (8)	0.0173 (8)	0.0277 (9)	−0.0025 (6)	−0.0102 (7)	−0.0008 (7)
C5	0.0175 (8)	0.0167 (8)	0.0264 (9)	−0.0006 (6)	−0.0088 (7)	−0.0061 (7)
C6	0.0163 (7)	0.0202 (8)	0.0199 (8)	−0.0041 (6)	−0.0083 (6)	−0.0036 (6)
C7	0.0231 (9)	0.0157 (8)	0.0299 (10)	−0.0014 (7)	−0.0105 (7)	0.0000 (7)
C8	0.0327 (10)	0.0241 (9)	0.0300 (10)	−0.0023 (8)	−0.0109 (8)	0.0066 (8)
C9	0.0244 (9)	0.0228 (9)	0.0346 (11)	0.0033 (7)	−0.0110 (8)	−0.0002 (8)
C10	0.0375 (11)	0.0174 (9)	0.0506 (13)	−0.0062 (8)	−0.0200 (10)	0.0018 (8)
C11	0.0198 (8)	0.0199 (8)	0.0195 (8)	−0.0018 (6)	−0.0087 (6)	−0.0033 (6)
C12	0.0221 (8)	0.0193 (8)	0.0175 (8)	−0.0028 (7)	−0.0109 (7)	−0.0007 (6)
C13	0.0244 (8)	0.0201 (8)	0.0255 (9)	0.0026 (7)	−0.0137 (7)	−0.0064 (7)
C14	0.0301 (9)	0.0189 (8)	0.0306 (10)	−0.0001 (7)	−0.0179 (8)	−0.0062 (7)
C15	0.0254 (9)	0.0179 (8)	0.0247 (9)	−0.0033 (7)	−0.0146 (7)	−0.0021 (7)
C16	0.0231 (8)	0.0173 (8)	0.0154 (8)	−0.0031 (6)	−0.0099 (6)	0.0014 (6)
C17	0.0252 (8)	0.0151 (7)	0.0181 (8)	−0.0029 (6)	−0.0114 (7)	−0.0018 (6)
C18	0.033 (5)	0.033 (5)	0.033 (5)	−0.0049 (15)	−0.0095 (19)	−0.0040 (14)
C19	0.070 (14)	0.034 (10)	0.053 (11)	−0.002 (9)	−0.006 (10)	−0.011 (8)
C20	0.049 (10)	0.020 (7)	0.060 (11)	−0.001 (6)	−0.016 (8)	−0.003 (6)
C21	0.071 (11)	0.043 (10)	0.096 (16)	−0.001 (9)	−0.056 (12)	−0.024 (10)
C22	0.0211 (8)	0.0184 (8)	0.0188 (8)	−0.0036 (6)	−0.0089 (6)	−0.0006 (6)
C23	0.0164 (7)	0.0170 (8)	0.0183 (8)	−0.0005 (6)	−0.0061 (6)	−0.0022 (6)
C24	0.0176 (7)	0.0155 (7)	0.0209 (8)	−0.0011 (6)	−0.0070 (6)	−0.0037 (6)
C25	0.0170 (7)	0.0195 (8)	0.0181 (8)	−0.0021 (6)	−0.0063 (6)	−0.0043 (6)
C26	0.0196 (8)	0.0183 (8)	0.0168 (8)	−0.0015 (6)	−0.0080 (6)	−0.0009 (6)
C27	0.0167 (7)	0.0164 (8)	0.0174 (8)	−0.0016 (6)	−0.0046 (6)	−0.0033 (6)
C28	0.0149 (7)	0.0177 (8)	0.0195 (8)	−0.0004 (6)	−0.0074 (6)	−0.0043 (6)
C29	0.0253 (9)	0.0206 (8)	0.0212 (9)	−0.0041 (7)	−0.0121 (7)	−0.0030 (7)
C30	0.0776 (18)	0.0235 (10)	0.0523 (15)	−0.0030 (11)	−0.0448 (14)	−0.0097 (10)
C31	0.0297 (11)	0.091 (2)	0.0416 (14)	−0.0174 (12)	−0.0128 (10)	−0.0265 (14)
C32	0.0672 (15)	0.0378 (12)	0.0257 (10)	−0.0253 (11)	−0.0253 (11)	0.0035 (9)
C33	0.0207 (8)	0.0174 (8)	0.0175 (8)	−0.0038 (6)	−0.0068 (6)	−0.0020 (6)
C34	0.0210 (8)	0.0128 (7)	0.0187 (8)	−0.0036 (6)	−0.0074 (6)	0.0003 (6)
C35	0.0234 (8)	0.0158 (8)	0.0197 (8)	−0.0035 (6)	−0.0114 (7)	0.0004 (6)
C36	0.0230 (8)	0.0153 (7)	0.0232 (9)	−0.0023 (6)	−0.0123 (7)	0.0005 (6)
C37	0.0225 (8)	0.0150 (7)	0.0203 (8)	−0.0002 (6)	−0.0082 (7)	−0.0022 (6)
C38	0.0234 (8)	0.0133 (7)	0.0195 (8)	−0.0036 (6)	−0.0101 (7)	0.0000 (6)
C39	0.0188 (8)	0.0129 (7)	0.0205 (8)	−0.0028 (6)	−0.0088 (6)	0.0009 (6)
C40	0.0237 (9)	0.0218 (9)	0.0281 (10)	0.0008 (7)	−0.0151 (7)	−0.0033 (7)
C41	0.0286 (10)	0.0364 (11)	0.0361 (11)	0.0055 (8)	−0.0212 (9)	−0.0104 (9)
C42	0.0324 (10)	0.0234 (10)	0.0438 (12)	0.0071 (8)	−0.0244 (9)	−0.0074 (8)
C43	0.0231 (9)	0.0398 (11)	0.0408 (12)	−0.0018 (8)	−0.0140 (9)	0.0009 (9)
C44	0.0227 (8)	0.0150 (7)	0.0209 (8)	−0.0013 (6)	−0.0112 (7)	−0.0022 (6)
C45	0.0178 (8)	0.0193 (8)	0.0185 (8)	−0.0010 (6)	−0.0094 (6)	−0.0037 (6)
C46	0.0211 (8)	0.0167 (8)	0.0196 (8)	−0.0020 (6)	−0.0120 (7)	−0.0029 (6)
C47	0.0205 (8)	0.0165 (8)	0.0221 (8)	0.0013 (6)	−0.0118 (7)	−0.0052 (6)
C48	0.0188 (8)	0.0202 (8)	0.0207 (8)	−0.0010 (6)	−0.0113 (7)	−0.0057 (6)
C49	0.0191 (8)	0.0195 (8)	0.0195 (8)	−0.0035 (6)	−0.0106 (7)	−0.0013 (6)
C50	0.0192 (8)	0.0165 (8)	0.0185 (8)	−0.0009 (6)	−0.0121 (6)	−0.0023 (6)
C51	0.0201 (8)	0.0217 (8)	0.0212 (9)	0.0003 (7)	−0.0083 (7)	−0.0053 (7)
C52	0.0204 (9)	0.0373 (11)	0.0280 (10)	−0.0007 (8)	−0.0111 (8)	−0.0061 (8)
C53	0.0255 (9)	0.0236 (9)	0.0275 (9)	0.0011 (7)	−0.0074 (7)	−0.0082 (7)
C54	0.0243 (9)	0.0284 (9)	0.0249 (9)	−0.0036 (7)	−0.0063 (7)	−0.0040 (8)
C55	0.0190 (8)	0.0164 (8)	0.0214 (8)	−0.0015 (6)	−0.0109 (7)	−0.0022 (6)
C56	0.0190 (8)	0.0130 (7)	0.0219 (8)	−0.0001 (6)	−0.0104 (7)	−0.0040 (6)
C57	0.0208 (8)	0.0152 (7)	0.0173 (8)	−0.0024 (6)	−0.0079 (6)	−0.0018 (6)
C58	0.0187 (8)	0.0146 (7)	0.0195 (8)	−0.0015 (6)	−0.0081 (7)	−0.0043 (6)
C59	0.0206 (8)	0.0158 (8)	0.0212 (8)	0.0003 (6)	−0.0124 (7)	−0.0043 (6)
C60	0.0225 (8)	0.0136 (7)	0.0186 (8)	−0.0025 (6)	−0.0094 (7)	−0.0029 (6)
C61	0.0184 (8)	0.0162 (7)	0.0220 (8)	−0.0029 (6)	−0.0076 (7)	−0.0041 (6)
C62	0.0246 (9)	0.0209 (8)	0.0207 (9)	−0.0060 (7)	−0.0103 (7)	0.0002 (7)
C63	0.0346 (11)	0.0578 (15)	0.0425 (13)	−0.0141 (11)	−0.0196 (10)	0.0280 (12)
C64	0.0698 (17)	0.0316 (11)	0.0228 (10)	−0.0145 (11)	0.0024 (10)	−0.0033 (9)
C65	0.0460 (12)	0.0345 (11)	0.0301 (11)	−0.0238 (10)	−0.0193 (9)	0.0095 (9)
C66	0.0170 (8)	0.0181 (8)	0.0199 (8)	−0.0015 (6)	−0.0099 (6)	−0.0040 (6)
C67	0.0249 (9)	0.0289 (10)	0.0349 (11)	−0.0079 (8)	−0.0108 (8)	−0.0008 (8)
C68	0.0339 (10)	0.0327 (10)	0.0265 (10)	−0.0102 (8)	−0.0145 (8)	−0.0015 (8)
C69	0.0288 (10)	0.0385 (11)	0.0237 (10)	−0.0078 (8)	−0.0069 (8)	−0.0017 (8)
C70	0.0241 (9)	0.0296 (10)	0.0356 (11)	−0.0070 (8)	−0.0118 (8)	−0.0026 (8)
C71	0.0294 (10)	0.0323 (10)	0.0386 (11)	−0.0009 (8)	−0.0132 (9)	−0.0164 (9)
C72	0.0284 (10)	0.0377 (11)	0.0365 (12)	−0.0021 (8)	−0.0059 (9)	−0.0134 (9)
C73	0.0555 (15)	0.0501 (15)	0.0430 (14)	−0.0253 (13)	0.0035 (12)	−0.0135 (12)
C74	0.0546 (15)	0.0474 (14)	0.0460 (14)	−0.0236 (12)	−0.0016 (12)	−0.0043 (11)
C75	0.0653 (18)	0.0554 (16)	0.0425 (14)	−0.0266 (14)	−0.0062 (13)	−0.0099 (12)
C76	0.0614 (17)	0.0604 (17)	0.0491 (16)	−0.0249 (14)	0.0105 (13)	−0.0218 (14)
C77	0.0400 (14)	0.0607 (18)	0.0664 (19)	−0.0170 (13)	0.0042 (13)	0.0004 (15)
C78	0.0562 (16)	0.076 (2)	0.0444 (15)	−0.0425 (16)	−0.0013 (13)	−0.0086 (14)
C83A	0.196 (12)	0.051 (4)	0.031 (4)	−0.041 (6)	−0.034 (6)	0.011 (3)
C79A	0.036 (3)	0.055 (3)	0.058 (4)	−0.012 (2)	−0.003 (3)	−0.029 (3)
C80A	0.036 (3)	0.053 (3)	0.039 (3)	−0.001 (2)	−0.010 (2)	−0.018 (2)
C81A	0.039 (3)	0.034 (2)	0.044 (3)	−0.011 (2)	−0.017 (2)	0.006 (2)
C82A	0.138 (8)	0.037 (3)	0.064 (5)	−0.031 (4)	−0.063 (5)	0.000 (3)
C84A	0.089 (7)	0.046 (4)	0.055 (5)	−0.036 (5)	0.027 (5)	−0.014 (4)
C81	0.055 (3)	0.033 (2)	0.025 (2)	−0.0145 (18)	−0.0119 (18)	−0.0030 (17)
C82	0.038 (2)	0.053 (3)	0.034 (2)	−0.023 (2)	−0.0119 (18)	0.0086 (19)
C83	0.042 (2)	0.039 (2)	0.037 (2)	0.0038 (19)	−0.0049 (19)	−0.0106 (18)
C84	0.061 (3)	0.026 (2)	0.033 (2)	−0.0032 (19)	−0.010 (2)	−0.0090 (17)
C79	0.028 (2)	0.035 (3)	0.030 (3)	−0.014 (2)	−0.010 (2)	0.004 (2)
C80	0.036 (2)	0.039 (2)	0.026 (3)	−0.0077 (19)	−0.0068 (17)	0.0025 (19)
C18A	0.0257 (12)	0.0195 (10)	0.0303 (15)	−0.0015 (9)	−0.0132 (11)	−0.0104 (10)
C19A	0.0468 (15)	0.0180 (11)	0.0365 (13)	−0.0077 (10)	−0.0189 (12)	−0.0027 (9)
C21A	0.0347 (14)	0.0270 (13)	0.066 (2)	0.0071 (10)	−0.0266 (14)	−0.0254 (13)
C20A	0.0338 (12)	0.0268 (11)	0.0296 (12)	−0.0058 (9)	−0.0138 (10)	−0.0089 (9)

Geometric parameters (Å, º)

O1—H1	0.8400	C44—H44B	0.9900
O1—C1	1.3932 (19)	C44—C46	1.525 (2)
O2—H2	0.8400	C45—C46	1.403 (2)
O2—C17	1.380 (2)	C45—C50	1.393 (2)
O3—H3	0.8400	C46—C47	1.390 (2)
O3—C28	1.376 (2)	C47—H47	0.9500
O4—H4	0.8400	C47—C48	1.401 (2)
O4—C39	1.388 (2)	C48—C49	1.394 (2)
O5—H5	0.8400	C48—C51	1.535 (2)
O5—C45	1.378 (2)	C49—H49	0.9500
O6—H6	0.8400	C49—C50	1.399 (2)
O6—C57	1.379 (2)	C50—C55	1.522 (2)
C1—C2	1.394 (2)	C51—C52	1.538 (2)
C1—C6	1.400 (2)	C51—C53	1.536 (2)
C2—C3	1.399 (2)	C51—C54	1.532 (2)
C2—C66	1.528 (2)	C52—H52A	0.9800
C3—H3A	0.9500	C52—H52B	0.9800
C3—C4	1.398 (2)	C52—H52C	0.9800
C4—C5	1.396 (3)	C53—H53A	0.9800
C4—C7	1.538 (2)	C53—H53B	0.9800
C5—H5A	0.9500	C53—H53C	0.9800
C5—C6	1.394 (2)	C54—H54A	0.9800
C6—C11	1.519 (2)	C54—H54B	0.9800
C7—C8	1.533 (3)	C54—H54C	0.9800
C7—C9	1.535 (2)	C55—H55A	0.9900
C7—C10	1.539 (3)	C55—H55B	0.9900
C8—H8A	0.9800	C55—C56	1.525 (2)
C8—H8B	0.9800	C56—C57	1.393 (2)
C8—H8C	0.9800	C56—C61	1.391 (2)
C9—H9A	0.9800	C57—C58	1.392 (2)
C9—H9B	0.9800	C58—C59	1.398 (2)
C9—H9C	0.9800	C58—C66	1.519 (2)
C10—H10A	0.9800	C59—H59	0.9500
C10—H10B	0.9800	C59—C60	1.393 (2)
C10—H10C	0.9800	C60—C61	1.398 (2)
C11—H11A	0.9900	C60—C62	1.537 (2)
C11—H11B	0.9900	C61—H61	0.9500
C11—C12	1.524 (2)	C62—C63	1.521 (3)
C12—C13	1.400 (2)	C62—C64	1.526 (3)
C12—C17	1.393 (2)	C62—C65	1.527 (2)
C13—H13	0.9500	C63—H63A	0.9800
C13—C14	1.396 (2)	C63—H63B	0.9800
C14—C15	1.390 (3)	C63—H63C	0.9800
C14—C18	1.546 (6)	C64—H64A	0.9800
C14—C18A	1.542 (3)	C64—H64B	0.9800
C15—H15	0.9500	C64—H64C	0.9800
C15—C16	1.392 (2)	C65—H65A	0.9800
C16—C17	1.395 (2)	C65—H65B	0.9800
C16—C22	1.513 (2)	C65—H65C	0.9800
C18—C19	1.529 (7)	C66—H66A	0.9900
C18—C20	1.537 (7)	C66—H66B	0.9900
C18—C21	1.57 (2)	C67—H67	0.9500
C19—H19A	0.9800	C67—C68	1.376 (3)
C19—H19B	0.9800	C67—C72	1.391 (3)
C19—H19C	0.9800	C68—H68	0.9500
C20—H20A	0.9800	C68—C69	1.389 (3)
C20—H20B	0.9800	C69—H69	0.9500
C20—H20C	0.9800	C69—C70	1.386 (3)
C21—H21A	0.9800	C70—H70	0.9500
C21—H21B	0.9800	C70—C71	1.378 (3)
C21—H21C	0.9800	C71—H71	0.9500
C22—H22A	0.9900	C71—C72	1.387 (3)
C22—H22B	0.9900	C72—H72	0.9500
C22—C23	1.520 (2)	C73—H73	0.9500
C23—C24	1.393 (2)	C73—C74	1.376 (4)
C23—C28	1.397 (2)	C73—C78	1.370 (4)
C24—H24	0.9500	C74—H74	0.9500
C24—C25	1.398 (2)	C74—C75	1.378 (4)
C25—C26	1.402 (2)	C75—H75	0.9500
C25—C29	1.535 (2)	C75—C76	1.374 (5)
C26—H26	0.9500	C76—H76	0.9500
C26—C27	1.395 (2)	C76—C77	1.387 (5)
C27—C28	1.399 (2)	C77—H77	0.9500
C27—C33	1.527 (2)	C77—C78	1.392 (4)
C29—C30	1.537 (3)	C78—H78	0.9500
C29—C31	1.518 (3)	C83A—H83A	0.9500
C29—C32	1.522 (3)	C83A—C82A	1.369 (10)
C30—H30A	0.9800	C83A—C84A	1.368 (12)
C30—H30B	0.9800	C79A—H79A	0.9500
C30—H30C	0.9800	C79A—C80A	1.379 (8)
C31—H31A	0.9800	C79A—C84A	1.378 (13)
C31—H31B	0.9800	C80A—H80A	0.9500
C31—H31C	0.9800	C80A—C81A	1.371 (7)
C32—H32A	0.9800	C81A—H81A	0.9500
C32—H32B	0.9800	C81A—C82A	1.370 (9)
C32—H32C	0.9800	C82A—H82A	0.9500
C33—H33A	0.9900	C84A—H84A	0.9500
C33—H33B	0.9900	C81—H81	0.9500
C33—C34	1.525 (2)	C81—C82	1.3900
C34—C35	1.396 (2)	C81—C80	1.3900
C34—C39	1.393 (2)	C82—H82	0.9500
C35—H35	0.9500	C82—C83	1.3900
C35—C36	1.389 (2)	C83—H83	0.9500
C36—C37	1.400 (2)	C83—C84	1.3900
C36—C40	1.533 (2)	C84—H84	0.9500
C37—H37	0.9500	C84—C79	1.3900
C37—C38	1.392 (2)	C79—H79	0.9500
C38—C39	1.399 (2)	C79—C80	1.3900
C38—C44	1.525 (2)	C80—H80	0.9500
C40—C41	1.535 (3)	C18A—C19A	1.542 (3)
C40—C42	1.540 (2)	C18A—C21A	1.520 (3)
C40—C43	1.533 (3)	C18A—C20A	1.532 (3)
C41—H41A	0.9800	C19A—H19D	0.9800
C41—H41B	0.9800	C19A—H19E	0.9800
C41—H41C	0.9800	C19A—H19F	0.9800
C42—H42A	0.9800	C21A—H21D	0.9800
C42—H42B	0.9800	C21A—H21E	0.9800
C42—H42C	0.9800	C21A—H21F	0.9800
C43—H43A	0.9800	C20A—H20D	0.9800
C43—H43B	0.9800	C20A—H20E	0.9800
C43—H43C	0.9800	C20A—H20F	0.9800
C44—H44A	0.9900
C1—O1—H1	109.5	H44A—C44—H44B	107.7
C17—O2—H2	109.5	C46—C44—C38	113.40 (13)
C28—O3—H3	109.5	C46—C44—H44A	108.9
C39—O4—H4	109.5	C46—C44—H44B	108.9
C45—O5—H5	109.5	O5—C45—C46	118.90 (15)
C57—O6—H6	109.5	O5—C45—C50	118.93 (15)
O1—C1—C2	119.38 (15)	C50—C45—C46	122.14 (16)
O1—C1—C6	119.00 (15)	C45—C46—C44	122.25 (16)
C2—C1—C6	121.62 (15)	C47—C46—C44	120.11 (15)
C1—C2—C3	118.25 (16)	C47—C46—C45	117.57 (16)
C1—C2—C66	121.80 (15)	C46—C47—H47	118.6
C3—C2—C66	119.90 (15)	C46—C47—C48	122.71 (16)
C2—C3—H3A	118.9	C48—C47—H47	118.6
C2—C3—C4	122.18 (16)	C47—C48—C51	119.62 (15)
C4—C3—H3A	118.9	C49—C48—C47	117.29 (16)
C3—C4—C7	123.00 (16)	C49—C48—C51	122.95 (16)
C5—C4—C3	117.34 (16)	C48—C49—H49	118.7
C5—C4—C7	119.65 (16)	C48—C49—C50	122.50 (16)
C4—C5—H5A	118.7	C50—C49—H49	118.7
C6—C5—C4	122.62 (16)	C45—C50—C49	117.74 (15)
C6—C5—H5A	118.7	C45—C50—C55	122.15 (15)
C1—C6—C11	122.26 (15)	C49—C50—C55	119.82 (15)
C5—C6—C1	117.98 (16)	C48—C51—C52	107.92 (14)
C5—C6—C11	119.73 (15)	C48—C51—C53	110.50 (14)
C4—C7—C10	109.17 (15)	C53—C51—C52	109.50 (15)
C8—C7—C4	111.86 (15)	C54—C51—C48	112.07 (14)
C8—C7—C9	109.15 (16)	C54—C51—C52	108.90 (15)
C8—C7—C10	108.18 (16)	C54—C51—C53	107.92 (15)
C9—C7—C4	109.29 (15)	C51—C52—H52A	109.5
C9—C7—C10	109.15 (16)	C51—C52—H52B	109.5
C7—C8—H8A	109.5	C51—C52—H52C	109.5
C7—C8—H8B	109.5	H52A—C52—H52B	109.5
C7—C8—H8C	109.5	H52A—C52—H52C	109.5
H8A—C8—H8B	109.5	H52B—C52—H52C	109.5
H8A—C8—H8C	109.5	C51—C53—H53A	109.5
H8B—C8—H8C	109.5	C51—C53—H53B	109.5
C7—C9—H9A	109.5	C51—C53—H53C	109.5
C7—C9—H9B	109.5	H53A—C53—H53B	109.5
C7—C9—H9C	109.5	H53A—C53—H53C	109.5
H9A—C9—H9B	109.5	H53B—C53—H53C	109.5
H9A—C9—H9C	109.5	C51—C54—H54A	109.5
H9B—C9—H9C	109.5	C51—C54—H54B	109.5
C7—C10—H10A	109.5	C51—C54—H54C	109.5
C7—C10—H10B	109.5	H54A—C54—H54B	109.5
C7—C10—H10C	109.5	H54A—C54—H54C	109.5
H10A—C10—H10B	109.5	H54B—C54—H54C	109.5
H10A—C10—H10C	109.5	C50—C55—H55A	107.4
H10B—C10—H10C	109.5	C50—C55—H55B	107.4
C6—C11—H11A	108.9	C50—C55—C56	119.78 (14)
C6—C11—H11B	108.9	H55A—C55—H55B	106.9
C6—C11—C12	113.26 (14)	C56—C55—H55A	107.4
H11A—C11—H11B	107.7	C56—C55—H55B	107.4
C12—C11—H11A	108.9	C57—C56—C55	121.19 (15)
C12—C11—H11B	108.9	C61—C56—C55	120.46 (15)
C13—C12—C11	120.02 (15)	C61—C56—C57	117.91 (15)
C17—C12—C11	121.59 (15)	O6—C57—C56	119.03 (15)
C17—C12—C13	118.39 (16)	O6—C57—C58	119.45 (15)
C12—C13—H13	119.0	C58—C57—C56	121.48 (16)
C14—C13—C12	121.94 (16)	C57—C58—C59	118.44 (15)
C14—C13—H13	119.0	C57—C58—C66	121.57 (15)
C13—C14—C18	123.5 (6)	C59—C58—C66	119.92 (14)
C13—C14—C18A	122.68 (17)	C58—C59—H59	118.9
C15—C14—C13	117.28 (16)	C60—C59—C58	122.30 (15)
C15—C14—C18	115.3 (6)	C60—C59—H59	118.9
C15—C14—C18A	119.99 (17)	C59—C60—C61	116.79 (16)
C14—C15—H15	118.5	C59—C60—C62	122.51 (15)
C14—C15—C16	122.96 (16)	C61—C60—C62	120.66 (15)
C16—C15—H15	118.5	C56—C61—C60	123.04 (16)
C15—C16—C17	117.86 (16)	C56—C61—H61	118.5
C15—C16—C22	120.20 (15)	C60—C61—H61	118.5
C17—C16—C22	121.94 (15)	C63—C62—C60	111.69 (16)
O2—C17—C12	119.52 (15)	C63—C62—C64	108.2 (2)
O2—C17—C16	118.98 (15)	C63—C62—C65	108.54 (17)
C12—C17—C16	121.49 (16)	C64—C62—C60	109.82 (15)
C14—C18—C21	118.4 (12)	C64—C62—C65	108.26 (18)
C19—C18—C14	99.9 (10)	C65—C62—C60	110.26 (15)
C19—C18—C20	105.2 (14)	C62—C63—H63A	109.5
C19—C18—C21	110.1 (15)	C62—C63—H63B	109.5
C20—C18—C14	116.6 (10)	C62—C63—H63C	109.5
C20—C18—C21	105.7 (13)	H63A—C63—H63B	109.5
C18—C19—H19A	109.5	H63A—C63—H63C	109.5
C18—C19—H19B	109.5	H63B—C63—H63C	109.5
C18—C19—H19C	109.5	C62—C64—H64A	109.5
H19A—C19—H19B	109.5	C62—C64—H64B	109.5
H19A—C19—H19C	109.5	C62—C64—H64C	109.5
H19B—C19—H19C	109.5	H64A—C64—H64B	109.5
C18—C20—H20A	109.5	H64A—C64—H64C	109.5
C18—C20—H20B	109.5	H64B—C64—H64C	109.5
C18—C20—H20C	109.5	C62—C65—H65A	109.5
H20A—C20—H20B	109.5	C62—C65—H65B	109.5
H20A—C20—H20C	109.5	C62—C65—H65C	109.5
H20B—C20—H20C	109.5	H65A—C65—H65B	109.5
C18—C21—H21A	109.5	H65A—C65—H65C	109.5
C18—C21—H21B	109.5	H65B—C65—H65C	109.5
C18—C21—H21C	109.5	C2—C66—H66A	109.1
H21A—C21—H21B	109.5	C2—C66—H66B	109.1
H21A—C21—H21C	109.5	C58—C66—C2	112.62 (13)
H21B—C21—H21C	109.5	C58—C66—H66A	109.1
C16—C22—H22A	108.9	C58—C66—H66B	109.1
C16—C22—H22B	108.9	H66A—C66—H66B	107.8
C16—C22—C23	113.45 (14)	C68—C67—H67	119.9
H22A—C22—H22B	107.7	C68—C67—C72	120.26 (18)
C23—C22—H22A	108.9	C72—C67—H67	119.9
C23—C22—H22B	108.9	C67—C68—H68	120.1
C24—C23—C22	120.08 (15)	C67—C68—C69	119.71 (19)
C24—C23—C28	118.31 (15)	C69—C68—H68	120.1
C28—C23—C22	121.61 (15)	C68—C69—H69	119.8
C23—C24—H24	118.8	C70—C69—C68	120.36 (19)
C23—C24—C25	122.38 (15)	C70—C69—H69	119.8
C25—C24—H24	118.8	C69—C70—H70	120.2
C24—C25—C26	117.24 (15)	C71—C70—C69	119.65 (18)</