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Journal logoSTRUCTURAL SCIENCE
CRYSTAL ENGINEERING
MATERIALS
ISSN: 2052-5206
Volume 82| Part 3| June 2026| Pages 339-343
https://doi.org/10.1107/S2052520626004506

Structural modification of functionalized carbazoles: from Z′ = 1 to Z′ = 6

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Matokah Abualnaja,a,b Michael Richard Probert,a Michael John Hall,a Carolyn P. Brockc and Paul Gordon Waddella*

aChemistry, School of Natural and Environmental Sciences, Newcastle University, Newcastle upon Tyne, NE1 7RU, United Kingdom, bDepartment of Chemistry, Umm Al-Qura University, Mecca, Saudi Arabia, and cDepartment of Chemistry, University of Kentucky, Lexington, Kentucky 40506, USA
*Correspondence e-mail: [email protected]

Edited by M. Dusek, Academy of Sciences of the Czech Republic, Czechia (Received 6 February 2026; accepted 28 April 2026; online 19 May 2026)

Crystal structures with asymmetric units comprising large numbers of molecules (Z′ > 4) remain rare. Their study provides a unique opportunity to further the understanding of the physical basis for crystal formation, supporting the advancement of crystal structure prediction, crystal engineering and the study of polymorphism. Here the crystal structures of a series of three related 2,3,9,9a-tetra­hydro-1H-carbazoles are discussed, one of which exhibits an asymmetric unit comprising six crystallographically independent molecules (Z′ = 6). Careful analysis of this structure reveals approximate Fdd2 symmetry and strong evidence for this being linked to a symmetry-reducing, low-temperature phase transition. Comparison of the structures reveals that the variation in Z′ values is linked to conformational changes related to the lack of classical hydrogen bonding in the high-Z′ structure.

CCDC references: 2043589; 2043590; 2524699

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1. Introduction

The carbazole scaffold is a common motif in natural product and medicinal chemistry (Schmidt et al., 2012View full citation), being found in a wide range of bioactive alkaloids such as the anti-cancer staurosporines (Nakano & Ōmura, 2009View full citation) and their semi-synthetic analogues, such as the kinase inhibitor midostaurin (Stone et al., 2018View full citation). As part of our work towards the synthesis of highly functionalized carbazoles, we have previously reported the preparation and subsequent functionalization of a wide range of 2,3,9,9a-tetra­hydro-1H-carbazoles, themselves formed via Diels-Alder reactions of 3-alkenyl-1H-indoles (Cowell, Abualnaja et al., 2015View full citation; Cowell, Harrington et al., 2015View full citation; Abualnaja et al., 2016View full citation; Abualnaja et al., 2021View full citation). As reported previously (Cowell, Abualnaja et al., 2015View full citation), 2,3,9,9a-tetra­hydro-1H-carbazoles (2a–2c) were synthesized as single diastereomers via a Lewis acid catalysed Diels–Alder reaction between ethyl (Z)-5-(1-tosyl-1H-indol-3-yl)pent-4-enoate (1) and 1H-pyrrole-2,5-dione, 1-methyl-1H-pyrrole-2,5-dione or 1-phenyl-1H-pyrrole-2,5-dione, respectively (Fig. 1[link]). The crystal structure of 2a was first reported in that article.

[Figure 1]
Figure 1
Synthesis of racemic 2,3,9,9a-tetra­hydro-1H-carbazoles (2a–2c).

As a part of the wider research project that produced the structure of 2a, the structures of 2b and 2c were also determined. Where the structure of 2c is largely unremarkable, that of 2b crystallized with a surprisingly large number of crystallographically independent molecules in the asymmetric unit. The number of molecules in the asymmetric unit of a homomolecular structure is denoted by the value Z′ and in the case of 2b, Z′ is particularly high, with a value of 6. High-Z′ structures are rare. Those with Z′ ≥ 6 represent about 0.1% of the over 1.4 million structures in the CSD (v. 6.01, Nov. 2025) and, in general, the greater the Z′ value, the less frequently they are observed (Steed & Steed, 2015View full citation).

In crystal structures with high-Z′ values the molecules in the asymmetric unit are often related by approximate, and not crystallographic, symmetry (Brock, 2016View full citation; Waddell, 2025View full citation). Such approximate symmetry was apparent in the structure of 2b and therefore the packing in this structure was investigated carefully.

The structure of 2b, which was determined in the space group Ia at 150 K, was found to exhibit approximate Fdd2 symmetry to such a degree that it is likely that the structure is truly Fdd2 at room temperature. Comparisons to the structures of 2a and 2c demonstrate that hydrogen bonding, which is dependent on systematic modifications of a single peripheral imide functional group, plays a very important role in determining the packing of this family of structures.

The need to understand, rationalize and ultimate predict the packing behaviour of molecules in the solid-state stems from both purely academic interest and as well as more practical concerns such as the design of solid-state materials and for predicting polymorphism, notably in active pharmaceutical ingredients (Datta & Grant, 2004View full citation). Through the study of these structures, we were presented with the opportunity to analyse these structures in order to rationalize these values. These results could then be expected to inform the fields of crystal engineering and crystal structure prediction for which anticipating high-Z′ structures still proves to be very difficult (Waddell, 2025View full citation).

2. Materials and methods

2.1. Synthesis and single-crystal growth of compounds 2a–2c

Compounds 2a–2c were synthesized based on the following general method. Di­methyl­aluminium chloride (1.0 M in hexane or thf, 2 eq.) was added dropwise to a solution of 1H-pyrrole-2,5-dione, 1-methyl-1H-pyrrole-2,5-dione or 1-phenyl-1H-pyrrole-2,5-dione as appropriate (1 eq.) in dry dichloromethane (DCM) (3 ml mmol−1) at 195 K. The reaction mixture was stirred for 30 min, following which a solution of ethyl-(Z)-5-(1-tosyl-1H-indol-3-yl)pent-4-enoate (1) (1 eq.) in dry DCM (3 ml mmol−1) was added dropwise at 195 K. The reaction mixture was then warmed to reflux for 48 h, quenched with saturated NaHCO3 (aq.) (3 ml mmol−1) and extracted with DCM, washed with brine and dried over MgSO4. The solvent was removed under reduced pressure and the resulting material purified by column chromatography to give racemic 2,3,9,9a-tetra­hydro-1H-carbazoles 2a (64%), 2b (85%) and 2c (71%) (Cowell, Abualnaja et al., 2015View full citation). Crystals suitable for crystallographic analysis were grown via slow evaporation of the solvent from a solution of the compound in di­chloro­methane (2a and 2c) or chloro­form (2b). Analysis of these compounds (1H and 13C NMR spectra) are available in the electronic supporting information of the original article (Cowell, Abualnaja et al., 2015View full citation).

2.2. Single-crystal X-ray diffraction

Single-crystal diffraction data for all samples were collected at 150 K on an Xcalibur, Atlas, Gemini Ultra diffractometer equipped with an Oxford Cryosystems CryostreamPlus open-flow N2 cooling device. Data for 2b were collected using copper X-ray radiation [λ(Cu Kα) = 1.54184 Å] and the intensities were corrected for absorption empirically using spherical harmonics. Data for 2c were collected using molybdenum X-ray radiation [λ(Mo Kα) = 0.71073 Å] with the intensities being corrected for absorption using a multifaceted crystal model created by indexing the faces of the crystal for which data were collected (Clark & Reid, 1995View full citation). Cell refinement, data collection and data reduction were undertaken via the software CrysAlisPro (Rigaku Oxford Diffraction, 2014View full citation).

All structures were solved using XT (Sheldrick, 2015View full citation) and refined by XL (Sheldrick, 2008View full citation) using the Olex2 interface (Dolomanov et al., 2009View full citation). All non-hydrogen atoms were refined anisotropically and hydrogen atoms were positioned with idealized geometry, with the exception of those bound to heteroatoms, the positions of which were located using peaks in the Fourier difference map. The displacement parameters of the hydrogen atoms were constrained using a riding model with U(H) set to be an appropriate multiple of the Ueq value of the parent atom.

The structure of 2a has been reported previously (Cowell, Abualnaja et al., 2015View full citation) (CSD refcode: QOVQID; CCDC number: 2524699). The structures of 2b and 2c have CCDC numbers 2043589 and 2043590, respectively.

3. Analysis of the approximate symmetry in 2b

An approximate twofold rotation around [101] in structure 2b and an approximate translation [101]/3 are obvious (Fig. 2[link]). Direction [101] is perpendicular to the reflection planes of the space group glides a and c, so it seemed possible that a smaller, basic unit cell could have point symmetry mm2. An approximate Fdd2 cell was then found; the F centring is shown in Fig. 3[link]. The Fdd2 cell can be related to the Ia cell by the transformation: aFdd2 = (Mathematical equation)aIa The determinant of that matrix is ⅔ so that ZFdd2 = (⅔)(4)(6) = 16 and Z′Fdd2 = 1. The angle βFdd2 is 89.98°. The ratio of the intensities of reflections that would have integral indices in the Fdd2 cell to those that would have fractional indices is 5.7.

[Figure 2]
Figure 2
The asymmetric unit of 2b. The crystallographically independent molecules of the asymmetric unit are labelled A–F.
[Figure 3]
Figure 3
The structure of 2b viewed along the [010] (left), [101] (centre) and [105] (right) directions highlighting the centring on each face of the approximate Fdd2 cell.

Because the compound is no longer available it is impossible to be sure that the Ia, Z′ = 6 structure found at 150 K would transform to an Fdd2, Z′ = 1 structure at some higher temperature. While the proposed transition can only be a hypothesis, the evidence for such a transition is very strong.

(1) The Continuous Symmetry Measure calculated for C2 symmetry using the CSM software (Zabrodsky et al., 1992View full citation; Alon & Tuvi-Arad, 2018View full citation) is only 0.014. Values for pairs of molecules A-B, C-D, and E-F are 0.023, 0.012, and 0.066.

(2) The approximate translation [101]/3 is very exact. Analysis of the approximate translation using the software of Brock & Taylor (Brock & Taylor, 2020View full citation) gave an rmsd of 0.40 Å, which is small, with fractional conformational, orientational, transverse, and longitudinal components accounting for 37%, 20%, 37%, and 6% of the total.

The conformations of the six molecules are very similar. The 15 rmsds calculated for molecular overlay with the CCDC program Mercury (Macrae et al., 2020View full citation) average 0.14 Å; the range is 0.05–0.24 Å.

The centroids of molecule pairs are evenly spaced along [101]. Translations between centroids of adjacent pairs A-B, C-D, E-F differ from [⅓ 0 Mathematical equation] by [−0.003, −0.003, −0.004], [−0.017, 0.003, −0.004], and [0.021, 0.000, 0.007].

The transverse component of the modulation is very small. The centroids for pairs A-B, C-D, and E-F are offset from the approximate twofold axis by 0.14, 0.09, and 0.19 Å. The small CSM values show that the molecular orientations are very similar.

(3) The Ia structure is twinned. Twinning often accompanies a phase transition to a lower-symmetry structure during which the crystal is said to have remained single, which is to say that it continues to diffract well even after it becomes twinned.

The twin law found for the Ia structure is consistent with a transition from an Fdd2 structure. For a full description of the twinning see the supplementary information.

(4) Refinement with Shelxl of the approximate Fdd2 structure using only the 3812 reflections that have integral indices after the transformation and that are independent after mmm averaging was successful (CCDC 2524699). The R1 value for anisotropic refinement (325 variables) and including H atoms at calculated positions is 0.069 for reflection with I > 2σ(I). The atomic ellipsoids are only a little suspicious. All contacts shorter than the sum of the van der Waals radii are also found for at least two molecules in the Z′ = 6 structure.

Additional information about the analysis of the approximate symmetry is available with the supplementary material.

4. Results and discussion

The molecules comprising the three structures differ only in the substituent at the imide nitro­gen [R = H (2a), Me (2b) or Ph (2c)] (Fig. 4[link]).

[Figure 4]
Figure 4
Molecular fragment common to 2a–2c with atomic numbering [R = H (2a), Me (2b) or Ph (2c)].

Within the asymmetric unit of 2b the six molecules can be described as three discrete dimer units (A-B, C-D and E-F) formed of interactions between the faces of the carbazole and edges of the tosyl moieties such that the benzene rings of the tosyl groups appear to overlap (Fig. 2[link]). The molecules of the dimer unit E-F differ very subtly in their relative orientation compared to those of the others leading to a pronounced translational modulation, which ultimately gives rise to the high-Z′ value of 6 for this structure.

Overlaying the six molecules in the asymmetric unit highlights that there is very little conformational variation between them (Fig. 5[link]). What differences there are manifest in the torsion angles about the tosyl group and the ethyl ester moiety of molecules E and F, respectively, the molecules comprise the dimer unit responsible for the translational modulation.

[Figure 5]
Figure 5
A molecular overlay diagram of the six independent molecules of 2b. The perturbations of molecules E and F at the root of the translational modulation are highlighted.

The effect of the approximate symmetry observed in the asymmetric unit on the crystal structure as a whole allows the structure to be interpreted as a modulated form with approximate space group symmetry Fdd2 structure with Z′ = 1.

Having rationalized the high-Z′ value of 2b, comparing the structure to those of the closely related congeners 2a and 2c, both of which have a Z′ of 1, may shed further light on its formation. What is immediately obvious when comparing the three structures is that 2b is the outlier in that it is does not form classical hydrogen bonds. Where 2a forms hydrogen bonds to molecules of itself, 2c incorporates water molecules, most likely from being crystallized in air, to form a hydrogen bonding network comprising these water molecules and molecules of 2c. Interactions of this kind are conspicuously absent in the structure of 2b; there are no classical hydrogen bonds but pairs of molecules form the compact dimers with approximate twofold rotation symmetry observed in the asymmetric unit.

The ability of these molecules to participate in hydrogen bonding appears to correlate to the orientation of the ethyl ester group in the structure (Fig. 6[link]). Upon further inspection, the molecules of 2a and 2c exhibit a quite different conformation to that of 2b. The orientation of the ester group appears to be key as in both 2a and 2c the position of the carbonyl oxygen of this group, directed as it is away from the tosyl group, allows it to act as a hydrogen bond acceptor whereas the same is not possible in 2b as it is directed towards it.

[Figure 6]
Figure 6
A molecular overlay diagram of the 2,3,9,9a-tetra­hydro-1H-carbazole molecules of structures 2a–2c. For clarity, hydrogen atoms and water molecules have been omitted and only the disorder components with the highest occupancy are shown. Only molecule A from the asymmetric unit of 2b has been used in this comparison as all six molecules of 2b exhibit a relatively similar conformation (see Fig. 5[link]).

5. Related literature

The following reference is only cited in the supporting information: Betteridge et al. (2003View full citation).

6. Conclusions

The structure of 2b is a very interesting case study of a structure in which Z′ is greater than 1 can be generated by simple substitution of a single group within a molecular series. The Z′ value of 6 is result of a combination of approximate rotation symmetry and a translational modulation distorting a basic Fdd2 unit cell into the Ia cell observed in the structure. The structure exhibits many of the features commonly associated with high-Z′ structures though the lack of strong intermolecular interactions in 2b is somewhat unusual. Comparing this to two similar structures shows that the lack of conventional hydrogen bonding results in the formation of the dimer units that comprise its unusual asymmetric unit and that this is related to a conformational perturbation of the ethyl ester group common to all three molecules.

Supporting information

CCDC references: 2043589; 2043590; 2524699

Crystal structure: contains datablocks 2b, 2c, fdd2. DOI: https://doi.org/10.1107/S2052520626004506/dk5149sup1.cif

Structure factors: contains datablock 2b. DOI: https://doi.org/10.1107/S2052520626004506/dk51492bsup2.hkl

Structure factors: contains datablock 2c. DOI: https://doi.org/10.1107/S2052520626004506/dk51492csup3.hkl

Structure factors: contains datablock fdd2. DOI: https://doi.org/10.1107/S2052520626004506/dk5149fdd2sup4.hkl

Additional information about the analysis of the approximate symmetry in the structure of 2b. DOI: https://doi.org/10.1107/S2052520626004506/dk5149sup5.pdf


Computing details top

(2b) top
Crystal data top
C27H28N2O6SF(000) = 6432
Mr = 508.57Dx = 1.376 Mg m−3
Monoclinic, IaMo Kα radiation, λ = 0.71073 Å
a = 12.8199 (2) ÅCell parameters from 27274 reflections
b = 35.1366 (6) Åθ = 2.8–28.0°
c = 33.1373 (7) ŵ = 0.18 mm−1
β = 99.333 (2)°T = 150 K
V = 14729.0 (5) Å3Block, clear light colourless
Z = 240.37 × 0.34 × 0.19 mm
Data collection top
Xcalibur, Atlas, Gemini ultra
diffractometer		26170 independent reflections
Detector resolution: 10.3968 pixels mm-115402 reflections with I > 2σ(I)
ω scansθmax = 26.5°, θmin = 2.8°
Absorption correction: multi-scan
CrysAlisPro, Agilent Technologies, Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET) (compiled Mar 27 2014,17:12:48) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.		h = −16→16
Tmin = 0.958, Tmax = 1.000k = −43→43
26170 measured reflectionsl = −41→41
Refinement top
Refinement on F2Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: fullH-atom parameters constrained
R[F2 > 2σ(F2)] = 0.050 w = 1/[σ2(Fo2) + (0.0667P)2]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.119(Δ/σ)max = 0.001
S = 0.87Δρmax = 0.57 e Å−3
26170 reflectionsΔρmin = −0.87 e Å−3
1964 parametersAbsolute structure: Classical Flack method preferred over Parsons because s.u. lower.
1820 restraintsAbsolute structure parameter: 0.46 (4)
Special details top

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 (Å2) top
xyzUiso*/Ueq
S1A0.17553 (11)0.64034 (4)0.83591 (5)0.0360 (4)
S1B0.83732 (17)0.61519 (6)0.96923 (8)0.0627 (6)
S1C0.50675 (10)0.63820 (4)0.49901 (5)0.0291 (4)
S1D1.16432 (14)0.60726 (5)0.63167 (7)0.0461 (5)
S1E0.78828 (12)0.63373 (4)0.16448 (5)0.0358 (4)
S1F1.48083 (18)0.61374 (6)0.30052 (7)0.0693 (7)
O1A0.3559 (3)0.50558 (15)0.70448 (16)0.0501 (13)
O1B0.9264 (5)0.7456 (2)0.8158 (2)0.0676 (17)
O1C1.1117 (3)0.57356 (15)0.44103 (16)0.0506 (12)
O1D1.2596 (5)0.74140 (19)0.4825 (2)0.0670 (17)
O1E0.9801 (3)0.50475 (15)0.03214 (16)0.0509 (13)
O1F1.5976 (5)0.7462 (2)0.1530 (2)0.0717 (18)
O2A0.0836 (3)0.55562 (14)0.75816 (15)0.0492 (13)
O2AA0.5158 (4)0.67258 (16)0.72643 (19)0.0611 (14)
O2B1.0232 (5)0.69984 (18)0.9438 (2)0.0698 (17)
O2C1.0467 (3)0.59667 (14)0.49415 (15)0.0609 (14)
O2D1.3531 (4)0.69181 (15)0.60968 (19)0.0558 (14)
O2E0.7049 (3)0.54860 (12)0.08892 (12)0.0407 (10)
O2F1.6791 (5)0.69891 (17)0.28176 (19)0.0708 (17)
O3AA0.4825 (4)0.64563 (13)0.78451 (15)0.0695 (15)
O3B0.7815 (4)0.57309 (18)0.78163 (18)0.0648 (15)
O3D0.8341 (5)0.67610 (16)0.39275 (19)0.0665 (16)
O3E1.4036 (3)0.57073 (15)0.11065 (16)0.0573 (13)
O3F1.1961 (4)0.68434 (18)0.06210 (19)0.0756 (17)
O4B0.7131 (4)0.5980 (2)0.83238 (18)0.107 (2)
O4D0.8130 (4)0.64480 (11)0.45018 (14)0.0550 (12)
O4E1.3302 (3)0.59932 (19)0.15947 (16)0.0926 (19)
O4F1.1263 (5)0.67011 (17)0.11795 (17)0.1039 (19)
O5A0.2109 (3)0.65447 (10)0.80018 (12)0.0432 (10)
O5B0.8783 (5)0.60012 (14)0.9347 (2)0.0854 (19)
O5C0.5427 (3)0.65285 (10)0.46379 (12)0.0371 (9)
O5D1.2042 (4)0.59317 (12)0.59674 (16)0.0608 (14)
O5E0.8071 (3)0.64672 (11)0.12578 (12)0.0487 (10)
O5F1.5221 (6)0.60055 (15)0.26566 (19)0.105 (2)
O6A0.0724 (3)0.64948 (12)0.84399 (14)0.0446 (11)
O6B0.8925 (4)0.60918 (15)1.0099 (2)0.0678 (15)
O6C0.4026 (3)0.64639 (12)0.50647 (14)0.0399 (11)
O6D1.2198 (4)0.59943 (13)0.67228 (17)0.0537 (13)
O6E0.6877 (3)0.64052 (12)0.17709 (13)0.0454 (11)
O6F1.5331 (4)0.60439 (15)0.34080 (18)0.0709 (16)
O8AA0.6897 (3)0.50715 (15)0.36428 (16)0.0471 (12)
O9AA0.4163 (3)0.55491 (13)0.41964 (14)0.0391 (11)
N1A0.1841 (3)0.59385 (13)0.83323 (15)0.0317 (11)
N1B0.8312 (5)0.66160 (15)0.9624 (2)0.0491 (15)
N1C0.5171 (3)0.59156 (12)0.49562 (15)0.0254 (10)
N1D1.1610 (4)0.65381 (14)0.62642 (17)0.0389 (13)
N1E0.8029 (3)0.58749 (13)0.16401 (14)0.0314 (11)
N1F1.4819 (5)0.66038 (16)0.29674 (19)0.0517 (16)
N2A0.2036 (4)0.52517 (15)0.72616 (16)0.0305 (12)
N2B0.9914 (5)0.72778 (17)0.8807 (2)0.0459 (15)
N2C0.5376 (3)0.52582 (14)0.38677 (15)0.0249 (11)
N2D1.3229 (5)0.72131 (17)0.5473 (2)0.0463 (14)
N2E0.8279 (3)0.52252 (14)0.05455 (14)0.0296 (11)
N2F1.6572 (5)0.7264 (2)0.2182 (2)0.0568 (17)
C1A0.1569 (4)0.56914 (17)0.8637 (2)0.0322 (13)
C1B0.7961 (6)0.68717 (18)0.9910 (2)0.0457 (16)
C1C0.4921 (4)0.56667 (15)0.52654 (18)0.0237 (12)
C1D1.1264 (5)0.67808 (17)0.6560 (2)0.0401 (15)
C1E0.7839 (4)0.56253 (16)0.19641 (18)0.0333 (13)
C1F1.4485 (6)0.68519 (19)0.3271 (2)0.0490 (18)
C2A0.0776 (5)0.5741 (2)0.8877 (2)0.0420 (16)
H2A0.03500.59570.88540.050*
C2B0.8045 (6)0.6844 (2)1.0327 (3)0.0499 (18)
H2B0.83860.66371.04650.060*
C2C0.4144 (4)0.57101 (18)0.5512 (2)0.0339 (14)
H2C0.36980.59200.54890.041*
C2D1.1368 (5)0.67385 (19)0.6980 (2)0.0459 (17)
H2D1.17070.65280.71110.055*
C2E0.7100 (4)0.56684 (18)0.2226 (2)0.0386 (15)
H2E0.66530.58780.22090.046*
C2F1.4547 (6)0.6796 (2)0.3683 (2)0.053 (2)
H2F1.48480.65760.38070.064*
C3A0.0658 (5)0.5452 (2)0.9151 (2)0.0493 (18)
H3A0.01380.54790.93150.059*
C3B0.7614 (6)0.71311 (19)1.0541 (3)0.0486 (18)
H3B0.76530.71131.08230.058*
C3C0.4070 (4)0.54222 (18)0.5795 (2)0.0353 (15)
H3C0.35630.54460.59650.042*
C3D1.0946 (6)0.70221 (19)0.7201 (2)0.0469 (18)
H3D1.09860.69950.74820.056*
C3E0.7064 (5)0.53830 (19)0.2514 (2)0.0440 (16)
H3E0.65650.54020.26880.053*
C3F1.4151 (6)0.7075 (2)0.3910 (2)0.0478 (18)
H3F1.41770.70400.41900.057*
C4A0.1271 (6)0.5126 (2)0.9195 (3)0.0470 (18)
H4A0.11700.49400.93850.056*
C4B0.7129 (6)0.74402 (19)1.0333 (3)0.0437 (17)
H4B0.68550.76321.04790.052*
C4C0.4706 (5)0.51046 (18)0.5837 (2)0.0329 (15)
H4C0.46420.49220.60350.039*
C4D1.0476 (6)0.73396 (19)0.7011 (2)0.0444 (17)
H4D1.02160.75250.71680.053*
C4E0.7738 (5)0.5070 (2)0.2555 (2)0.0439 (17)
H4E0.77190.48920.27610.053*
C4F1.3714 (6)0.7406 (2)0.3725 (2)0.0449 (17)
H4F1.34520.75910.38840.054*
C5A0.2041 (5)0.5083 (2)0.8948 (2)0.0391 (16)
H5A0.24530.48640.89680.047*
C5B0.7040 (5)0.74731 (18)0.9912 (2)0.0384 (16)
H5B0.67140.76850.97780.046*
C5C0.5447 (4)0.50637 (18)0.5577 (2)0.0311 (14)
H5C0.58660.48460.55930.037*
C5D1.0374 (5)0.73919 (19)0.6589 (2)0.0411 (17)
H5D1.00550.76090.64640.049*
C5E0.8435 (5)0.5032 (2)0.2282 (2)0.0379 (15)
H5E0.88580.48160.22910.045*
C5F1.3660 (5)0.7465 (2)0.3310 (2)0.0412 (17)
H5F1.33740.76890.31890.049*
C6A0.2200 (4)0.53634 (18)0.8674 (2)0.0321 (14)
C6B0.7443 (5)0.71866 (18)0.9692 (2)0.0409 (15)
C6C0.5566 (4)0.53401 (16)0.52973 (19)0.0236 (12)
C6D1.0770 (5)0.71056 (17)0.6360 (2)0.0370 (15)
C6E0.8515 (4)0.53113 (17)0.19930 (19)0.0333 (14)
C6F1.4044 (5)0.71846 (19)0.3079 (2)0.0424 (16)
C7A0.2950 (4)0.54007 (17)0.83843 (19)0.0321 (13)
C7B0.7434 (5)0.71391 (18)0.9258 (3)0.0438 (16)
C7C0.6297 (4)0.53812 (15)0.49995 (18)0.0229 (12)
C7D1.0754 (5)0.70771 (17)0.5921 (2)0.0408 (16)
C7E0.9201 (4)0.53518 (16)0.16858 (18)0.0317 (13)
C7F1.4055 (5)0.71666 (18)0.2643 (2)0.0435 (16)
C8A0.3650 (4)0.51562 (18)0.82732 (19)0.0322 (14)
H8A0.37340.49160.83920.039*
C8B0.7165 (6)0.7356 (2)0.8938 (3)0.0485 (17)
H8B0.69140.76000.89710.058*
C8C0.6997 (4)0.51400 (16)0.48831 (19)0.0250 (12)
H8C0.70890.48990.49980.030*
C8D1.0505 (5)0.73072 (17)0.5612 (2)0.0435 (17)
H8D1.02830.75530.56580.052*
C8E0.9920 (4)0.51186 (19)0.15631 (19)0.0378 (15)
H8E1.00320.48770.16770.045*
C8F1.3854 (6)0.74108 (19)0.2341 (2)0.0476 (18)
H8F1.36600.76590.23950.057*
C9A0.4303 (4)0.52732 (19)0.7955 (2)0.0374 (15)
H9A0.45480.50420.78340.045*
C9B0.7256 (6)0.7214 (2)0.8515 (2)0.0485 (17)
H9B0.72770.74380.83420.058*
C9C0.7635 (4)0.52638 (16)0.45636 (18)0.0255 (12)
H9C0.78780.50350.44370.031*
C9D1.0570 (5)0.71838 (18)0.5183 (2)0.0433 (16)
H9D1.06010.74150.50190.052*
C9E1.0543 (4)0.5249 (2)0.1240 (2)0.0428 (16)
H9E1.08070.50230.11160.051*
C9F1.3934 (6)0.72953 (19)0.1908 (2)0.0513 (18)
H9F1.40190.75280.17540.062*
C10A0.3641 (4)0.55101 (17)0.76060 (18)0.0321 (13)
H10A0.41160.56850.74930.038*
C10B0.8318 (5)0.6995 (2)0.8517 (2)0.0486 (17)
H10B0.82240.68090.82940.058*
C10C0.6979 (4)0.55071 (15)0.42204 (18)0.0258 (12)
H10C0.74530.56870.41150.031*
C10D1.1612 (5)0.69571 (18)0.5172 (2)0.0421 (16)
H10D1.14970.67790.49420.051*
C10E0.9851 (4)0.54819 (17)0.08960 (18)0.0356 (14)
H10E1.03060.56670.07880.043*
C10F1.4925 (6)0.70397 (19)0.1891 (2)0.0505 (18)
H10F1.47670.68620.16610.061*
C11A0.3133 (4)0.52484 (18)0.7269 (2)0.0324 (14)
C11B0.9203 (6)0.7266 (2)0.8458 (3)0.0487 (17)
C11C0.6470 (4)0.52579 (17)0.38743 (19)0.0285 (13)
C11D1.2515 (6)0.7221 (2)0.5120 (3)0.0483 (17)
C11E0.9357 (4)0.52277 (18)0.0549 (2)0.0371 (15)
C11F1.5875 (6)0.7279 (2)0.1834 (3)0.053 (2)
C12A0.1728 (4)0.55110 (18)0.7524 (2)0.0323 (14)
C12B0.9695 (6)0.7023 (2)0.9102 (3)0.0508 (18)
C12C0.5058 (4)0.55074 (16)0.41391 (18)0.0252 (12)
C12D1.3004 (6)0.6956 (2)0.5760 (2)0.0442 (16)
C12E0.7951 (4)0.54633 (17)0.08213 (17)0.0286 (13)
C12F1.6289 (6)0.7024 (2)0.2479 (3)0.0540 (19)
C13A0.2704 (4)0.57428 (17)0.77250 (18)0.0296 (13)
H13A0.26870.59970.76020.036*
C13B0.8756 (6)0.6791 (2)0.8921 (2)0.0498 (17)
H13B0.89980.65370.88570.060*
C13C0.6031 (4)0.57326 (15)0.43468 (17)0.0230 (11)
H13C0.60120.59890.42290.028*
C13D1.2044 (5)0.67353 (18)0.5566 (2)0.0404 (15)
H13D1.22680.64820.54910.048*
C13E0.8894 (3)0.56990 (16)0.10246 (17)0.0299 (13)
H13E0.88520.59550.09060.036*
C13F1.5322 (6)0.6814 (2)0.2284 (2)0.0506 (18)
H13F1.55330.65590.22080.061*
C14A0.2805 (4)0.57777 (16)0.81858 (18)0.0302 (12)
H14A0.34170.59380.82880.036*
C14B0.7916 (5)0.67509 (19)0.9202 (2)0.0479 (17)
H14B0.73580.65780.90740.057*
C14C0.6133 (4)0.57636 (14)0.48077 (17)0.0228 (11)
H14C0.67390.59260.49110.027*
C14D1.1217 (5)0.66898 (16)0.5851 (2)0.0384 (15)
H14D1.06480.65240.57170.046*
C14E0.8995 (4)0.57291 (16)0.14853 (17)0.0298 (12)
H14E0.95900.58980.15850.036*
C14F1.4462 (6)0.67727 (19)0.2560 (2)0.0532 (19)
H14F1.38770.66210.24150.064*
C15A0.5293 (4)0.5499 (2)0.8163 (2)0.0440 (16)
H15A0.50860.57570.82180.053*
H15B0.55730.53810.84220.053*
C15B0.6281 (6)0.6977 (2)0.8326 (2)0.0524 (18)
H15C0.63470.67220.84390.063*
H15D0.56510.70910.84020.063*
C15C0.8627 (4)0.54876 (17)0.47727 (19)0.0305 (13)
H15E0.84210.57430.48360.037*
H15F0.89200.53630.50270.037*
C15D0.9577 (5)0.69589 (18)0.4989 (2)0.0477 (17)
H15G0.96440.66980.50850.057*
H15H0.89610.70680.50810.057*
C15E1.1516 (4)0.5487 (2)0.1448 (2)0.0519 (17)
H15I1.12940.57460.14920.062*
H15J1.17970.53770.17110.062*
C15F1.2922 (6)0.70981 (18)0.1699 (2)0.0566 (19)
H15K1.29240.68370.17950.068*
H15L1.23180.72250.17800.068*
C16A0.6159 (5)0.5511 (2)0.7891 (2)0.0527 (18)
H16A0.64220.52540.78660.063*
H16B0.58430.55940.76190.063*
C16B0.6147 (6)0.6952 (2)0.7865 (2)0.0574 (19)
H16C0.59960.72040.77530.069*
H16D0.68120.68710.77900.069*
C16C0.9475 (4)0.55077 (18)0.44932 (19)0.0351 (14)
H16E0.97420.52530.44600.042*
H16F0.91480.55970.42260.042*
C16D0.9403 (6)0.69604 (19)0.4526 (2)0.0522 (18)
H16G0.92210.72170.44310.063*
H16H1.00620.68930.44360.063*
C16E1.2372 (4)0.5492 (2)0.1178 (2)0.0569 (18)
H16I1.26560.52370.11660.068*
H16J1.20550.55640.09020.068*
C16F1.2790 (6)0.70955 (19)0.1233 (2)0.0570 (18)
H16K1.26670.73550.11360.068*
H16L1.34490.70110.11550.068*
C17A0.7077 (5)0.5766 (2)0.8042 (2)0.0573 (19)
C17B0.5300 (6)0.66886 (17)0.7670 (2)0.0492 (17)
C17C1.0387 (4)0.57641 (19)0.4653 (2)0.0366 (14)
C17D0.8560 (5)0.66950 (17)0.4329 (2)0.0442 (16)
C17E1.3274 (4)0.5764 (2)0.1327 (2)0.0578 (19)
C17F1.1921 (6)0.6852 (2)0.1021 (2)0.0623 (19)
C18A0.8764 (5)0.5979 (2)0.7920 (3)0.067 (2)
H18A0.87840.60840.81920.080*
H18B0.93980.58280.79200.080*
C18B0.4368 (6)0.6489 (2)0.7018 (3)0.060 (2)
H18C0.40150.66340.67860.072*
H18D0.38410.64100.71800.072*
C18C1.2068 (4)0.5980 (2)0.4512 (2)0.0519 (18)
H18E1.21460.60560.47960.062*
H18F1.26910.58350.44760.062*
C18D0.7555 (7)0.6526 (2)0.3685 (3)0.065 (2)
H18G0.71530.66780.34700.078*
H18H0.70690.64280.38560.078*
C18E1.4969 (5)0.5958 (2)0.1209 (2)0.0576 (19)
H18I1.50580.60290.14960.069*
H18J1.56010.58250.11620.069*
C18F1.1157 (7)0.6619 (3)0.0357 (3)0.083 (3)
H18K1.05240.66010.04820.100*
H18L1.09720.67440.00950.100*
C19A0.8747 (7)0.6284 (2)0.7631 (3)0.076 (2)
H19A0.88310.61820.73690.114*
H19B0.93140.64570.77230.114*
H19C0.80840.64160.76070.114*
C19B0.4881 (7)0.6145 (2)0.6867 (3)0.072 (2)
H19D0.53940.62240.67030.108*
H19E0.43520.59910.67060.108*
H19F0.52230.60000.70970.108*
C19C1.1995 (6)0.6317 (2)0.4255 (3)0.066 (2)
H19G1.19600.62420.39740.100*
H19H1.26060.64740.43350.100*
H19I1.13700.64570.42850.100*
C19D0.8061 (8)0.6202 (3)0.3501 (3)0.089 (3)
H19J0.85240.62990.33250.133*
H19K0.75250.60460.33460.133*
H19L0.84610.60520.37150.133*
C19E1.4815 (6)0.6301 (2)0.0952 (3)0.075 (2)
H19M1.46450.62280.06700.112*
H19N1.54520.64500.09920.112*
H19O1.42460.64500.10260.112*
C19F1.1558 (8)0.6235 (3)0.0298 (4)0.101 (4)
H19P1.10260.60910.01250.151*
H19Q1.17330.61110.05580.151*
H19R1.21790.62530.01710.151*
C20A0.2670 (5)0.65430 (17)0.8791 (2)0.0334 (14)
C20B0.7085 (6)0.59935 (19)0.9659 (3)0.0513 (18)
C20C0.5969 (4)0.65215 (16)0.5423 (2)0.0275 (13)
C20D1.0332 (5)0.59287 (17)0.6286 (2)0.0370 (15)
C20E0.8879 (4)0.65174 (16)0.20251 (19)0.0349 (14)
C20F1.3483 (6)0.59967 (19)0.2950 (2)0.0543 (18)
C21A0.2344 (5)0.6596 (2)0.9161 (2)0.0403 (17)
H21A0.16350.65680.91850.048*
C21B0.6661 (6)0.5955 (2)1.0018 (2)0.0433 (17)
H21B0.70680.60081.02700.052*
C21C0.5621 (5)0.6575 (2)0.5790 (2)0.0359 (15)
H21C0.49100.65430.58090.043*
C21D0.9914 (5)0.58800 (19)0.6639 (2)0.0362 (16)
H21D1.03360.59140.68930.043*
C21E0.8691 (5)0.65628 (19)0.2420 (2)0.0389 (16)
H21E0.80300.65120.24880.047*
C21F1.3035 (6)0.5925 (2)0.3295 (2)0.0412 (17)
H21F1.34370.59460.35550.049*
C22A0.3080 (5)0.6690 (2)0.9498 (2)0.0444 (18)
H22A0.28540.67280.97480.053*
C22B0.5632 (6)0.5838 (2)0.9992 (2)0.0469 (18)
H22B0.53570.58041.02330.056*
C22C0.6337 (5)0.6676 (2)0.6133 (2)0.0401 (16)
H22C0.60910.67240.63770.048*
C22D0.8872 (5)0.57814 (19)0.6616 (2)0.0373 (15)
H22D0.86010.57370.68560.045*
C22E0.9516 (6)0.6686 (2)0.2710 (3)0.0512 (19)
H22E0.94010.67240.29770.061*
C22F1.2001 (6)0.58236 (19)0.3249 (2)0.0458 (17)
H22F1.17080.57710.34820.055*
C23A0.4133 (5)0.67293 (17)0.9476 (2)0.0374 (15)
C23B0.4983 (6)0.5768 (2)0.9620 (2)0.0512 (18)
C23C0.7402 (5)0.67085 (17)0.6121 (2)0.0345 (14)
C23D0.8211 (5)0.57458 (17)0.6241 (2)0.0346 (14)
C23E1.0500 (5)0.67538 (17)0.2614 (2)0.0526 (18)
C23F1.1366 (7)0.57957 (19)0.2873 (2)0.065 (2)
C24A0.4452 (5)0.66768 (17)0.90941 (19)0.0421 (15)
H24A0.51640.67010.90730.050*
C24B0.5416 (7)0.58076 (19)0.9278 (2)0.061 (2)
H24B0.49920.57670.90260.073*
C24C0.7742 (4)0.66562 (15)0.57467 (19)0.0309 (13)
H24C0.84570.66820.57330.037*
C24D0.8640 (5)0.57879 (16)0.5891 (2)0.0376 (14)
H24D0.82120.57570.56380.045*
C24E1.0678 (5)0.67068 (17)0.2220 (2)0.0546 (18)
H24E1.13460.67550.21570.066*
C24F1.1798 (9)0.58658 (19)0.2536 (3)0.084 (3)
H24F1.13750.58510.22810.100*
C25A0.3730 (5)0.65892 (17)0.8746 (2)0.0388 (15)
H25A0.39430.65620.84920.047*
C25B0.6435 (7)0.5903 (2)0.9285 (2)0.059 (2)
H25B0.67140.59090.90430.071*
C25C0.7038 (4)0.65665 (15)0.5391 (2)0.0293 (13)
H25C0.72730.65380.51410.035*
C25D0.9692 (5)0.58749 (17)0.5907 (2)0.0377 (15)
H25D0.99750.58980.56670.045*
C25E0.9874 (4)0.65886 (15)0.1918 (2)0.0411 (14)
H25E0.99890.65570.16500.049*
C25F1.2839 (9)0.5957 (2)0.2561 (2)0.073 (2)
H25F1.31270.59940.23240.088*
C26A0.4931 (5)0.6827 (2)0.9848 (2)0.0549 (18)
H26A0.50120.70980.98670.082*
H26B0.55990.67130.98240.082*
H26C0.46910.67321.00880.082*
C26B0.3861 (6)0.5651 (2)0.9598 (2)0.067 (2)
H26D0.37790.53920.95070.100*
H26E0.34180.58130.94100.100*
H26F0.36620.56720.98640.100*
C26C0.8170 (5)0.68057 (19)0.64993 (19)0.0499 (17)
H26G0.88190.66700.64970.075*
H26H0.78740.67350.67370.075*
H26I0.83060.70740.65050.075*
C26D0.7079 (5)0.5654 (2)0.6225 (2)0.0510 (17)
H26J0.69730.53860.61770.076*
H26K0.66660.57940.60070.076*
H26L0.68650.57210.64800.076*
C26E1.1399 (6)0.6884 (2)0.2940 (2)0.080 (2)
H26M1.13490.71540.29780.121*
H26N1.20620.68260.28540.121*
H26O1.13570.67550.31920.121*
C26F1.0226 (7)0.5686 (2)0.2829 (3)0.096 (3)
H26P0.99800.57240.30840.143*
H26Q1.01470.54220.27520.143*
H26R0.98180.58400.26220.143*
C27A0.1319 (5)0.50302 (18)0.6969 (2)0.0390 (16)
H27A0.13690.51130.66970.059*
H27B0.06080.50650.70190.059*
H27C0.15040.47660.69980.059*
C27B1.0876 (6)0.7513 (2)0.8861 (3)0.056 (2)
H27D1.13050.74540.91180.084*
H27E1.06820.77780.88570.084*
H27F1.12660.74630.86430.084*
C27C0.4658 (4)0.50406 (18)0.35717 (19)0.0341 (15)
H27G0.47120.51260.33010.051*
H27H0.39470.50760.36210.051*
H27I0.48390.47760.35970.051*
C27D1.4192 (6)0.7444 (2)0.5533 (3)0.060 (2)
H27J1.46120.73820.57910.089*
H27K1.40060.77090.55290.089*
H27L1.45900.73930.53170.089*
C27E0.7554 (4)0.49990 (19)0.0249 (2)0.0431 (16)
H27M0.76170.5077−0.00230.065*
H27N0.68410.50380.02940.065*
H27O0.77320.47340.02830.065*
C27F1.7582 (7)0.7475 (2)0.2244 (3)0.062 (2)
H27P1.74420.77430.22320.093*
H27Q1.79800.74070.20330.093*
H27R1.79800.74110.25060.093*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
S1A0.0343 (9)0.0375 (8)0.0359 (9)0.0045 (6)0.0041 (7)−0.0074 (7)
S1B0.0702 (12)0.0356 (9)0.0930 (17)0.0111 (8)0.0448 (12)0.0121 (10)
S1C0.0250 (8)0.0266 (7)0.0370 (9)0.0108 (6)0.0093 (7)0.0038 (6)
S1D0.0463 (9)0.0323 (8)0.0667 (13)0.0181 (7)0.0306 (9)0.0097 (8)
S1E0.0297 (8)0.0507 (9)0.0286 (8)0.0149 (7)0.0095 (7)−0.0001 (7)
S1F0.0968 (15)0.0487 (10)0.0791 (15)0.0442 (10)0.0642 (12)0.0370 (10)
O1A0.036 (2)0.067 (3)0.045 (3)0.011 (2)0.000 (2)−0.027 (2)
O1B0.062 (3)0.080 (4)0.061 (3)−0.018 (3)0.011 (3)0.018 (3)
O1C0.026 (2)0.071 (3)0.061 (3)−0.0013 (19)0.024 (2)−0.009 (2)
O1D0.071 (4)0.072 (3)0.062 (4)0.000 (3)0.023 (3)0.019 (3)
O1E0.022 (2)0.090 (3)0.040 (3)0.014 (2)0.004 (2)−0.030 (2)
O1F0.065 (3)0.094 (4)0.061 (3)0.008 (3)0.026 (3)0.045 (3)
O2A0.023 (2)0.083 (3)0.038 (3)0.011 (2)−0.0059 (19)−0.020 (2)
O2AA0.057 (3)0.063 (3)0.067 (3)−0.016 (2)0.018 (2)−0.005 (2)
O2B0.044 (3)0.095 (4)0.075 (4)0.003 (2)0.023 (3)0.019 (3)
O2C0.034 (2)0.104 (3)0.050 (3)−0.025 (2)0.022 (2)−0.038 (2)
O2D0.046 (3)0.066 (3)0.061 (3)0.008 (2)0.027 (2)0.002 (3)
O2E0.0163 (18)0.076 (3)0.030 (2)0.0022 (17)0.0038 (16)−0.0077 (19)
O2F0.067 (3)0.089 (4)0.063 (3)0.023 (3)0.029 (3)0.038 (3)
O3AA0.089 (3)0.065 (3)0.060 (3)−0.035 (3)0.030 (3)−0.016 (2)
O3B0.039 (3)0.102 (4)0.058 (3)0.006 (3)0.022 (2)0.001 (3)
O3D0.079 (4)0.061 (3)0.060 (3)−0.017 (3)0.011 (3)0.021 (2)
O3E0.029 (2)0.091 (3)0.058 (3)0.012 (2)0.024 (2)−0.001 (2)
O3F0.059 (3)0.113 (5)0.058 (3)0.011 (3)0.021 (2)0.013 (3)
O4B0.046 (3)0.215 (6)0.065 (4)−0.048 (3)0.025 (3)−0.070 (4)
O4D0.068 (3)0.044 (2)0.056 (3)−0.011 (2)0.021 (2)0.006 (2)
O4E0.039 (3)0.193 (5)0.050 (3)−0.032 (3)0.021 (2)−0.049 (3)
O4F0.108 (4)0.133 (5)0.084 (4)−0.038 (4)0.054 (3)−0.009 (4)
O5A0.048 (2)0.044 (2)0.036 (2)0.0056 (18)0.0036 (19)−0.0024 (18)
O5B0.120 (4)0.041 (3)0.116 (4)0.024 (3)0.079 (4)0.013 (3)
O5C0.039 (2)0.0303 (19)0.043 (2)0.0110 (16)0.0086 (18)0.0076 (16)
O5D0.074 (3)0.039 (2)0.083 (3)0.031 (2)0.050 (3)0.010 (2)
O5E0.053 (2)0.064 (2)0.033 (2)0.025 (2)0.0181 (19)0.0117 (19)
O5F0.179 (6)0.061 (3)0.105 (4)0.073 (3)0.108 (4)0.046 (3)
O6A0.035 (2)0.043 (2)0.055 (3)0.0155 (18)0.003 (2)−0.016 (2)
O6B0.051 (3)0.050 (3)0.107 (4)0.006 (2)0.028 (3)0.013 (3)
O6C0.020 (2)0.041 (2)0.060 (3)0.0197 (16)0.0108 (18)−0.0016 (19)
O6D0.037 (2)0.051 (3)0.077 (3)0.0210 (19)0.021 (2)0.018 (2)
O6E0.035 (2)0.060 (2)0.043 (2)0.0199 (19)0.0121 (19)−0.0032 (19)
O6F0.066 (3)0.069 (3)0.089 (4)0.038 (2)0.044 (3)0.051 (3)
O8AA0.031 (2)0.072 (3)0.042 (3)0.006 (2)0.0138 (19)−0.019 (2)
O9AA0.0088 (18)0.065 (3)0.044 (3)0.0091 (17)0.0046 (17)−0.001 (2)
N1A0.024 (2)0.037 (2)0.033 (3)0.0003 (18)0.004 (2)−0.0090 (19)
N1B0.053 (3)0.036 (3)0.065 (3)−0.001 (2)0.031 (3)0.005 (2)
N1C0.012 (2)0.028 (2)0.038 (3)0.0073 (16)0.0102 (18)0.0021 (18)
N1D0.039 (3)0.036 (2)0.049 (3)0.009 (2)0.027 (2)0.008 (2)
N1E0.016 (2)0.049 (2)0.030 (2)0.0060 (18)0.0077 (19)−0.005 (2)
N1F0.059 (3)0.052 (3)0.055 (3)0.028 (2)0.042 (3)0.026 (2)
N2A0.025 (2)0.039 (3)0.025 (3)0.0005 (19)−0.0026 (19)−0.004 (2)
N2B0.043 (3)0.041 (3)0.057 (4)0.003 (2)0.017 (2)0.004 (3)
N2C0.015 (2)0.032 (2)0.026 (2)−0.0034 (17)0.0001 (18)0.0016 (18)
N2D0.050 (3)0.036 (3)0.060 (4)0.005 (2)0.029 (3)0.000 (2)
N2E0.014 (2)0.055 (3)0.019 (2)0.0032 (19)−0.0003 (18)−0.009 (2)
N2F0.057 (3)0.063 (4)0.056 (4)0.021 (3)0.027 (3)0.029 (3)
C1A0.021 (3)0.040 (3)0.034 (3)−0.007 (2)−0.001 (2)−0.009 (2)
C1B0.044 (3)0.031 (3)0.068 (4)−0.007 (2)0.026 (3)0.002 (3)
C1C0.007 (2)0.029 (2)0.034 (3)−0.0002 (18)0.001 (2)0.002 (2)
C1D0.035 (3)0.032 (3)0.059 (4)0.012 (2)0.027 (3)0.005 (3)
C1E0.020 (3)0.051 (3)0.029 (3)−0.004 (2)0.003 (2)−0.007 (2)
C1F0.050 (4)0.044 (3)0.060 (4)0.014 (3)0.031 (3)0.022 (3)
C2A0.029 (3)0.052 (4)0.044 (4)−0.003 (3)0.004 (3)−0.010 (3)
C2B0.045 (4)0.038 (3)0.070 (4)−0.010 (3)0.018 (3)0.005 (3)
C2C0.018 (3)0.037 (3)0.050 (4)0.000 (2)0.014 (2)−0.007 (2)
C2D0.045 (4)0.044 (4)0.053 (4)0.010 (3)0.019 (3)0.005 (3)
C2E0.030 (3)0.052 (3)0.036 (3)0.001 (3)0.011 (3)−0.005 (3)
C2F0.052 (4)0.055 (4)0.059 (4)0.019 (3)0.028 (3)0.025 (3)
C3A0.043 (3)0.068 (4)0.039 (4)−0.015 (3)0.011 (3)−0.004 (3)
C3B0.047 (4)0.039 (3)0.063 (4)−0.013 (3)0.019 (3)−0.003 (3)
C3C0.024 (3)0.041 (3)0.045 (4)−0.007 (2)0.017 (3)−0.001 (3)
C3D0.043 (4)0.043 (3)0.060 (4)0.004 (3)0.025 (3)−0.005 (3)
C3E0.044 (3)0.054 (3)0.037 (3)−0.019 (3)0.016 (3)−0.011 (3)
C3F0.043 (4)0.055 (4)0.049 (4)0.004 (3)0.018 (3)0.015 (3)
C4A0.043 (3)0.059 (4)0.038 (4)−0.021 (3)0.005 (3)−0.013 (3)
C4B0.047 (4)0.030 (3)0.058 (4)−0.019 (3)0.021 (3)−0.010 (3)
C4C0.023 (3)0.032 (3)0.045 (4)−0.010 (2)0.011 (3)0.000 (2)
C4D0.042 (3)0.039 (3)0.059 (4)−0.001 (3)0.029 (3)−0.010 (3)
C4E0.046 (4)0.053 (4)0.035 (4)−0.017 (3)0.013 (3)−0.006 (3)
C4F0.041 (4)0.041 (3)0.054 (4)0.004 (3)0.015 (3)0.006 (3)
C5A0.038 (3)0.046 (3)0.031 (3)−0.006 (3)−0.003 (3)−0.005 (3)
C5B0.042 (3)0.020 (3)0.058 (4)−0.010 (2)0.022 (3)−0.001 (3)
C5C0.018 (3)0.032 (3)0.043 (3)−0.003 (2)0.004 (2)0.002 (2)
C5D0.033 (3)0.038 (3)0.059 (4)0.001 (3)0.026 (3)−0.006 (3)
C5E0.028 (3)0.048 (3)0.038 (3)−0.008 (2)0.004 (3)−0.010 (3)
C5F0.036 (3)0.038 (3)0.052 (4)0.004 (2)0.012 (3)0.016 (3)
C6A0.023 (3)0.044 (3)0.025 (3)−0.007 (2)−0.008 (2)−0.009 (2)
C6B0.035 (3)0.029 (3)0.063 (4)−0.010 (2)0.021 (3)−0.001 (3)
C6C0.011 (2)0.029 (3)0.030 (3)−0.0038 (18)0.003 (2)−0.001 (2)
C6D0.031 (3)0.032 (3)0.053 (3)0.010 (2)0.021 (3)0.003 (3)
C6E0.021 (3)0.048 (3)0.030 (3)−0.002 (2)0.000 (2)−0.008 (2)
C6F0.038 (3)0.041 (3)0.054 (4)0.012 (2)0.022 (3)0.020 (3)
C7A0.024 (3)0.043 (3)0.024 (3)0.000 (2)−0.011 (2)−0.010 (2)
C7B0.041 (3)0.026 (3)0.070 (4)−0.007 (2)0.026 (3)−0.004 (3)
C7C0.012 (2)0.028 (2)0.028 (3)0.0029 (18)0.0000 (19)−0.001 (2)
C7D0.038 (3)0.032 (3)0.058 (4)0.010 (2)0.024 (3)0.001 (3)
C7E0.012 (2)0.058 (3)0.023 (3)0.004 (2)−0.005 (2)−0.008 (2)
C7F0.046 (4)0.035 (3)0.056 (4)0.014 (3)0.029 (3)0.017 (3)
C8A0.030 (3)0.041 (3)0.021 (3)0.009 (2)−0.009 (2)0.001 (2)
C8B0.045 (4)0.036 (3)0.069 (4)−0.010 (3)0.022 (3)−0.001 (3)
C8C0.020 (2)0.025 (2)0.029 (3)0.0052 (19)0.001 (2)0.004 (2)
C8D0.048 (4)0.025 (3)0.064 (4)0.010 (3)0.029 (3)0.006 (3)
C8E0.026 (3)0.057 (3)0.029 (3)0.011 (3)0.000 (2)−0.003 (3)
C8F0.053 (4)0.036 (3)0.057 (4)0.011 (3)0.021 (3)0.017 (3)
C9A0.032 (3)0.049 (3)0.030 (3)0.013 (2)0.000 (2)−0.005 (2)
C9B0.048 (3)0.044 (3)0.059 (4)−0.004 (3)0.026 (3)−0.006 (3)
C9C0.019 (2)0.029 (3)0.029 (3)0.008 (2)0.006 (2)−0.001 (2)
C9D0.051 (3)0.028 (3)0.059 (4)0.008 (2)0.032 (3)0.004 (3)
C9E0.019 (3)0.076 (4)0.032 (3)0.017 (3)0.000 (2)−0.004 (3)
C9F0.058 (4)0.048 (4)0.055 (4)0.017 (3)0.030 (3)0.022 (3)
C10A0.025 (3)0.045 (3)0.024 (3)0.004 (2)−0.001 (2)−0.004 (2)
C10B0.052 (3)0.041 (3)0.057 (4)−0.006 (3)0.023 (3)−0.007 (3)
C10C0.015 (2)0.033 (3)0.031 (3)−0.0021 (19)0.007 (2)0.004 (2)
C10D0.050 (3)0.035 (3)0.046 (4)0.008 (2)0.022 (3)−0.002 (3)
C10E0.013 (2)0.063 (3)0.031 (3)0.008 (2)0.006 (2)−0.009 (2)
C10F0.061 (4)0.042 (3)0.054 (4)0.017 (3)0.027 (3)0.022 (3)
C11A0.030 (3)0.039 (3)0.026 (3)0.006 (2)−0.002 (2)−0.006 (2)
C11B0.047 (4)0.042 (4)0.062 (4)0.001 (3)0.023 (3)0.004 (3)
C11C0.024 (3)0.032 (3)0.030 (3)0.002 (2)0.008 (2)0.003 (2)
C11D0.058 (4)0.038 (3)0.057 (4)0.014 (3)0.034 (3)0.006 (3)
C11E0.013 (3)0.061 (3)0.039 (3)0.008 (2)0.007 (2)−0.007 (3)
C11F0.051 (4)0.056 (4)0.058 (4)0.022 (3)0.028 (3)0.029 (3)
C12A0.023 (3)0.042 (3)0.029 (3)0.006 (2)−0.004 (2)0.001 (2)
C12B0.042 (3)0.049 (4)0.066 (4)0.011 (3)0.025 (3)0.004 (3)
C12C0.021 (2)0.030 (3)0.023 (3)0.003 (2)0.001 (2)0.004 (2)
C12D0.044 (3)0.040 (3)0.056 (4)0.010 (3)0.032 (3)0.000 (3)
C12E0.008 (2)0.054 (3)0.022 (3)0.009 (2)0.000 (2)0.004 (2)
C12F0.058 (4)0.058 (4)0.055 (4)0.033 (3)0.036 (3)0.032 (3)
C13A0.029 (3)0.034 (3)0.025 (3)0.005 (2)0.000 (2)−0.004 (2)
C13B0.048 (3)0.042 (3)0.067 (4)0.007 (3)0.031 (3)0.006 (3)
C13C0.016 (2)0.022 (2)0.032 (3)−0.0011 (19)0.006 (2)0.004 (2)
C13D0.047 (3)0.032 (3)0.050 (4)0.012 (2)0.031 (3)−0.002 (3)
C13E0.010 (2)0.052 (3)0.027 (3)0.009 (2)0.001 (2)−0.006 (2)
C13F0.061 (4)0.047 (4)0.053 (4)0.028 (3)0.036 (3)0.024 (3)
C14A0.024 (3)0.038 (3)0.027 (3)0.003 (2)0.000 (2)−0.007 (2)
C14B0.046 (3)0.035 (3)0.068 (4)0.001 (3)0.028 (3)0.003 (3)
C14C0.016 (2)0.022 (2)0.032 (3)0.0015 (18)0.007 (2)0.000 (2)
C14D0.039 (3)0.027 (3)0.055 (4)0.011 (2)0.023 (3)0.006 (2)
C14E0.012 (2)0.050 (3)0.027 (3)0.006 (2)0.003 (2)−0.007 (2)
C14F0.067 (4)0.042 (3)0.060 (4)0.031 (3)0.040 (3)0.030 (3)
C15A0.024 (3)0.079 (4)0.026 (3)0.005 (3)−0.004 (2)−0.009 (3)
C15B0.053 (4)0.051 (4)0.059 (4)−0.006 (3)0.026 (3)−0.011 (3)
C15C0.009 (2)0.047 (3)0.036 (3)0.007 (2)0.006 (2)−0.002 (2)
C15D0.051 (4)0.044 (4)0.054 (4)0.008 (3)0.025 (3)0.002 (3)
C15E0.015 (3)0.101 (5)0.040 (3)0.004 (3)0.004 (3)−0.015 (3)
C15F0.066 (4)0.053 (4)0.058 (4)0.015 (3)0.033 (3)0.023 (3)
C16A0.027 (3)0.091 (5)0.041 (4)0.011 (3)0.006 (3)−0.009 (3)
C16B0.056 (4)0.058 (4)0.065 (4)−0.010 (3)0.031 (3)−0.010 (3)
C16C0.015 (2)0.057 (3)0.034 (3)0.007 (2)0.006 (2)−0.007 (3)
C16D0.053 (4)0.049 (4)0.060 (4)0.004 (3)0.026 (3)0.013 (3)
C16E0.023 (3)0.109 (5)0.040 (4)0.018 (3)0.008 (3)−0.006 (3)
C16F0.066 (4)0.061 (4)0.053 (4)0.012 (3)0.035 (3)0.022 (3)
C17A0.025 (3)0.120 (5)0.025 (3)0.005 (3)0.000 (3)−0.007 (3)
C17B0.060 (4)0.034 (3)0.058 (4)−0.004 (3)0.025 (3)−0.008 (3)
C17C0.013 (2)0.068 (4)0.033 (3)0.005 (2)0.015 (2)−0.005 (3)
C17D0.043 (3)0.035 (3)0.058 (4)0.010 (2)0.017 (3)0.010 (3)
C17E0.018 (3)0.119 (5)0.035 (4)0.007 (3)−0.001 (3)−0.008 (3)
C17F0.062 (4)0.068 (5)0.064 (4)0.017 (3)0.031 (3)0.015 (4)
C18A0.030 (3)0.109 (5)0.063 (5)−0.011 (3)0.016 (3)−0.004 (4)
C18B0.057 (4)0.068 (4)0.057 (5)−0.006 (3)0.015 (3)−0.009 (3)
C18C0.023 (3)0.071 (4)0.068 (5)0.001 (3)0.026 (3)−0.005 (3)
C18D0.079 (5)0.061 (4)0.054 (5)−0.014 (4)0.006 (4)0.015 (3)
C18E0.025 (3)0.090 (5)0.060 (4)0.012 (3)0.012 (3)0.007 (3)
C18F0.058 (5)0.121 (7)0.072 (5)0.018 (4)0.017 (4)0.005 (5)
C19A0.083 (6)0.094 (5)0.054 (5)−0.002 (4)0.017 (4)−0.020 (4)
C19B0.076 (5)0.062 (4)0.088 (6)−0.012 (4)0.043 (5)−0.007 (4)
C19C0.082 (5)0.074 (4)0.045 (4)−0.010 (4)0.017 (4)−0.023 (3)
C19D0.104 (7)0.081 (5)0.095 (7)−0.026 (5)0.056 (6)−0.002 (5)
C19E0.078 (5)0.082 (5)0.060 (5)0.010 (4)−0.001 (4)−0.013 (4)
C19F0.058 (5)0.088 (6)0.160 (10)−0.008 (4)0.028 (6)0.017 (6)
C20A0.032 (3)0.031 (3)0.039 (3)−0.003 (2)0.007 (2)−0.012 (2)
C20B0.077 (4)0.028 (3)0.055 (4)−0.001 (3)0.030 (3)−0.003 (3)
C20C0.023 (2)0.021 (3)0.040 (3)0.0079 (19)0.009 (2)0.002 (2)
C20D0.056 (3)0.024 (3)0.035 (3)0.016 (2)0.019 (2)0.003 (2)
C20E0.040 (3)0.034 (3)0.032 (3)0.002 (2)0.011 (2)−0.004 (2)
C20F0.101 (5)0.033 (3)0.036 (4)0.028 (3)0.035 (3)0.006 (3)
C21A0.030 (3)0.047 (4)0.044 (4)0.000 (3)0.007 (3)−0.017 (3)
C21B0.057 (4)0.037 (4)0.035 (4)−0.007 (3)0.006 (3)−0.002 (3)
C21C0.027 (3)0.041 (3)0.043 (3)0.005 (2)0.016 (2)−0.003 (3)
C21D0.043 (3)0.036 (3)0.031 (3)0.007 (2)0.011 (2)0.008 (3)
C21E0.040 (3)0.036 (3)0.043 (4)−0.003 (3)0.013 (3)−0.001 (3)
C21F0.059 (4)0.041 (4)0.022 (3)0.015 (3)0.002 (3)0.002 (3)
C22A0.044 (3)0.047 (4)0.043 (4)−0.006 (3)0.008 (3)−0.019 (3)
C22B0.057 (4)0.048 (4)0.035 (4)−0.020 (3)0.005 (3)−0.001 (3)
C22C0.038 (3)0.044 (4)0.040 (4)0.000 (2)0.011 (3)−0.006 (3)
C22D0.047 (3)0.035 (3)0.032 (3)0.002 (2)0.013 (2)0.004 (3)
C22E0.066 (4)0.040 (4)0.045 (4)−0.014 (3)0.004 (3)−0.005 (3)
C22F0.063 (4)0.035 (3)0.035 (4)0.005 (3)−0.006 (3)−0.004 (3)
C23A0.040 (3)0.028 (3)0.042 (4)−0.010 (2)0.004 (3)−0.012 (3)
C23B0.069 (4)0.042 (4)0.038 (4)−0.021 (3)−0.004 (3)−0.001 (3)
C23C0.038 (3)0.023 (3)0.045 (3)0.003 (2)0.013 (2)−0.004 (2)
C23D0.046 (3)0.021 (3)0.038 (3)0.003 (2)0.010 (2)−0.003 (2)
C23E0.056 (4)0.028 (3)0.071 (5)−0.012 (3)0.004 (3)−0.005 (3)
C23F0.113 (5)0.026 (3)0.041 (4)−0.006 (3)−0.030 (4)0.000 (3)
C24A0.032 (3)0.052 (3)0.045 (4)−0.013 (3)0.014 (3)−0.013 (3)
C24B0.096 (5)0.040 (4)0.047 (4)−0.022 (3)0.013 (3)−0.002 (3)
C24C0.023 (3)0.024 (3)0.049 (3)0.001 (2)0.016 (2)−0.003 (2)
C24D0.058 (3)0.023 (3)0.034 (3)0.002 (2)0.015 (3)−0.001 (2)
C24E0.050 (4)0.039 (4)0.077 (5)−0.026 (3)0.017 (3)−0.008 (3)
C24F0.164 (7)0.027 (4)0.051 (5)−0.018 (4)−0.006 (5)−0.002 (3)
C25A0.039 (3)0.039 (3)0.042 (4)−0.007 (2)0.016 (3)−0.013 (3)
C25B0.102 (5)0.047 (4)0.033 (4)−0.008 (3)0.028 (3)−0.006 (3)
C25C0.032 (3)0.020 (3)0.041 (3)0.005 (2)0.022 (2)−0.005 (2)
C25D0.058 (3)0.026 (3)0.036 (3)0.001 (2)0.027 (3)0.001 (2)
C25E0.044 (3)0.038 (3)0.047 (4)−0.006 (3)0.024 (3)0.003 (3)
C25F0.168 (7)0.029 (4)0.028 (4)0.014 (4)0.030 (4)0.007 (3)
C26A0.059 (4)0.062 (4)0.044 (4)−0.023 (3)0.006 (3)−0.018 (3)
C26B0.067 (4)0.069 (5)0.057 (5)−0.031 (3)−0.015 (3)0.015 (4)
C26C0.060 (4)0.044 (4)0.047 (4)−0.004 (3)0.011 (3)−0.011 (3)
C26D0.055 (4)0.059 (4)0.041 (4)−0.009 (3)0.013 (3)−0.001 (3)
C26E0.070 (5)0.073 (5)0.091 (6)−0.024 (4)−0.008 (4)−0.032 (4)
C26F0.124 (6)0.061 (5)0.076 (6)−0.038 (4)−0.059 (4)0.022 (4)
C27A0.034 (3)0.044 (3)0.034 (4)−0.007 (3)−0.009 (3)−0.013 (3)
C27B0.055 (4)0.055 (4)0.063 (5)−0.006 (3)0.023 (3)−0.006 (4)
C27C0.027 (3)0.051 (3)0.024 (3)−0.009 (2)0.004 (2)−0.009 (3)
C27D0.063 (4)0.053 (4)0.071 (5)−0.007 (3)0.038 (4)−0.007 (4)
C27E0.032 (3)0.066 (4)0.030 (3)−0.001 (3)0.002 (3)−0.013 (3)
C27F0.069 (4)0.066 (5)0.061 (5)0.009 (3)0.036 (4)0.017 (4)
Geometric parameters (Å, º) top
S1A—O5A1.424 (4)C10E—H10E0.9800
S1A—O6A1.428 (4)C10E—C11E1.512 (8)
S1A—N1A1.641 (5)C10E—C13E1.562 (6)
S1A—C20A1.766 (6)C10F—H10F0.9800
S1B—O5B1.435 (6)C10F—C11F1.517 (11)
S1B—O6B1.431 (6)C10F—C13F1.540 (9)
S1B—N1B1.647 (6)C12A—C13A1.549 (8)
S1B—C20B1.729 (8)C12B—C13B1.496 (10)
S1C—O5C1.419 (4)C12C—C13C1.542 (7)
S1C—O6C1.427 (4)C12D—C13D1.509 (10)
S1C—N1C1.649 (4)C12E—C13E1.529 (7)
S1C—C20C1.759 (6)C12F—C13F1.496 (11)
S1D—O5D1.428 (5)C13A—H13A0.9800
S1D—O6D1.443 (5)C13A—C14A1.516 (8)
S1D—N1D1.644 (5)C13B—H13B0.9800
S1D—C20D1.743 (7)C13B—C14B1.542 (10)
S1E—O5E1.418 (4)C13C—H13C0.9800
S1E—O6E1.438 (4)C13C—C14C1.515 (7)
S1E—N1E1.636 (5)C13D—H13D0.9800
S1E—C20E1.760 (6)C13D—C14D1.537 (9)
S1F—O5F1.424 (6)C13E—H13E0.9800
S1F—O6F1.431 (6)C13E—C14E1.514 (7)
S1F—N1F1.644 (6)C13F—H13F0.9800
S1F—C20F1.750 (9)C13F—C14F1.548 (9)
O1A—C11A1.200 (7)C14A—H14A0.9800
O1B—C11B1.210 (10)C14B—H14B0.9800
O1C—C17C1.332 (7)C14C—H14C0.9800
O1C—C18C1.485 (7)C14D—H14D0.9800
O1D—C11D1.207 (9)C14E—H14E0.9800
O1E—C11E1.197 (7)C14F—H14F0.9800
O1F—C11F1.219 (9)C15A—H15A0.9700
O2A—C12A1.200 (7)C15A—H15B0.9700
O2AA—C17B1.332 (9)C15A—C16A1.540 (9)
O2AA—C18B1.455 (9)C15B—H15C0.9700
O2B—C12B1.212 (10)C15B—H15D0.9700
O2C—C17C1.184 (7)C15B—C16B1.512 (10)
O2D—C12D1.215 (9)C15C—H15E0.9700
O2E—C12E1.216 (6)C15C—H15F0.9700
O2F—C12F1.206 (9)C15C—C16C1.539 (7)
O3AA—C17B1.220 (8)C15D—H15G0.9700
O3B—C17A1.303 (8)C15D—H15H0.9700
O3B—C18A1.491 (8)C15D—C16D1.515 (10)
O3D—C17D1.336 (9)C15E—H15I0.9700
O3D—C18D1.443 (9)C15E—H15J0.9700
O3E—C17E1.325 (7)C15E—C16E1.525 (8)
O3E—C18E1.481 (8)C15F—H15K0.9700
O3F—C17F1.335 (9)C15F—H15L0.9700
O3F—C18F1.469 (10)C15F—C16F1.525 (10)
O4B—C17A1.193 (8)C16A—H16A0.9700
O4D—C17D1.219 (7)C16A—H16B0.9700
O4E—C17E1.194 (8)C16A—C17A1.500 (10)
O4F—C17F1.188 (8)C16B—H16C0.9700
O8AA—C11C1.206 (7)C16B—H16D0.9700
O9AA—C12C1.202 (6)C16B—C17B1.492 (9)
N1A—C1A1.417 (8)C16C—H16E0.9700
N1A—C14A1.510 (7)C16C—H16F0.9700
N1B—C1B1.431 (9)C16C—C17C1.503 (8)
N1B—C14B1.485 (9)C16D—H16G0.9700
N1C—C1C1.423 (7)C16D—H16H0.9700
N1C—C14C1.498 (6)C16D—C17D1.494 (9)
N1D—C1D1.424 (8)C16E—H16I0.9700
N1D—C14D1.480 (8)C16E—H16J0.9700
N1E—C1E1.438 (7)C16E—C17E1.521 (9)
N1E—C14E1.505 (6)C16F—H16K0.9700
N1F—C1F1.447 (9)C16F—H16L0.9700
N1F—C14F1.479 (9)C16F—C17F1.488 (10)
N2A—C11A1.402 (7)C18A—H18A0.9700
N2A—C12A1.362 (8)C18A—H18B0.9700
N2A—C27A1.450 (7)C18A—C19A1.434 (11)
N2B—C11B1.351 (10)C18B—H18C0.9700
N2B—C12B1.388 (10)C18B—H18D0.9700
N2B—C27B1.471 (9)C18B—C19B1.499 (10)
N2C—C11C1.400 (7)C18C—H18E0.9700
N2C—C12C1.364 (7)C18C—H18F0.9700
N2C—C27C1.449 (7)C18C—C19C1.453 (10)
N2D—C11D1.364 (10)C18D—H18G0.9700
N2D—C12D1.374 (10)C18D—H18H0.9700
N2D—C27D1.465 (9)C18D—C19D1.488 (12)
N2E—C11E1.381 (6)C18E—H18I0.9700
N2E—C12E1.355 (7)C18E—H18J0.9700
N2E—C27E1.470 (7)C18E—C19E1.471 (10)
N2F—C11F1.340 (10)C18F—H18K0.9700
N2F—C12F1.387 (10)C18F—H18L0.9700
N2F—C27F1.477 (10)C18F—C19F1.467 (11)
C1A—C2A1.399 (9)C19A—H19A0.9600
C1A—C6A1.403 (8)C19A—H19B0.9600
C1B—C2B1.371 (11)C19A—H19C0.9600
C1B—C6B1.425 (10)C19B—H19D0.9600
C1C—C2C1.396 (8)C19B—H19E0.9600
C1C—C6C1.409 (7)C19B—H19F0.9600
C1D—C2D1.383 (10)C19C—H19G0.9600
C1D—C6D1.416 (9)C19C—H19H0.9600
C1E—C2E1.393 (8)C19C—H19I0.9600
C1E—C6E1.396 (8)C19D—H19J0.9600
C1F—C2F1.368 (10)C19D—H19K0.9600
C1F—C6F1.406 (9)C19D—H19L0.9600
C2A—H2A0.9300C19E—H19M0.9600
C2A—C3A1.387 (10)C19E—H19N0.9600
C2B—H2B0.9300C19E—H19O0.9600
C2B—C3B1.397 (10)C19F—H19P0.9600
C2C—H2C0.9300C19F—H19Q0.9600
C2C—C3C1.392 (9)C19F—H19R0.9600
C2D—H2D0.9300C20A—C21A1.372 (10)
C2D—C3D1.396 (9)C20A—C25A1.400 (9)
C2E—H2E0.9300C20B—C21B1.390 (11)
C2E—C3E1.390 (9)C20B—C25B1.413 (10)
C2F—H2F0.9300C20C—C21C1.377 (9)
C2F—C3F1.382 (10)C20C—C25C1.400 (8)
C3A—H3A0.9300C20D—C21D1.377 (9)
C3A—C4A1.386 (10)C20D—C25D1.397 (9)
C3B—H3B0.9300C20E—C21E1.376 (9)
C3B—C4B1.379 (10)C20E—C25E1.401 (8)
C3C—H3C0.9300C20F—C21F1.385 (10)
C3C—C4C1.376 (9)C20F—C25F1.420 (11)
C3D—H3D0.9300C21A—H21A0.9300
C3D—C4D1.372 (10)C21A—C22A1.379 (9)
C3E—H3E0.9300C21B—H21B0.9300
C3E—C4E1.391 (9)C21B—C22B1.371 (10)
C3F—H3F0.9300C21C—H21C0.9300
C3F—C4F1.391 (10)C21C—C22C1.385 (10)
C4A—H4A0.9300C21D—H21D0.9300
C4A—C5A1.389 (10)C21D—C22D1.370 (10)
C4B—H4B0.9300C21E—H21E0.9300
C4B—C5B1.386 (10)C21E—C22E1.379 (9)
C4C—H4C0.9300C21F—H21F0.9300
C4C—C5C1.390 (9)C21F—C22F1.358 (10)
C4D—H4D0.9300C22A—H22A0.9300
C4D—C5D1.395 (10)C22A—C23A1.371 (9)
C4E—H4E0.9300C22B—H22B0.9300
C4E—C5E1.377 (9)C22B—C23B1.394 (10)
C4F—H4F0.9300C22C—H22C0.9300
C4F—C5F1.382 (10)C22C—C23C1.377 (9)
C5A—H5A0.9300C22D—H22D0.9300
C5A—C6A1.377 (9)C22D—C23D1.393 (9)
C5B—H5B0.9300C22E—H22E0.9300
C5B—C6B1.390 (9)C22E—C23E1.370 (11)
C5C—H5C0.9300C22F—H22F0.9300
C5C—C6C1.368 (8)C22F—C23F1.379 (10)
C5D—H5D0.9300C23A—C24A1.404 (9)
C5D—C6D1.404 (9)C23A—C26A1.507 (8)
C5E—H5E0.9300C23B—C24B1.349 (11)
C5E—C6E1.386 (9)C23B—C26B1.486 (10)
C5F—H5F0.9300C23C—C24C1.391 (9)
C5F—C6F1.388 (9)C23C—C26C1.502 (8)
C6A—C7A1.469 (9)C23D—C24D1.370 (9)
C6B—C7B1.446 (10)C23D—C26D1.478 (9)
C6C—C7C1.474 (8)C23E—C24E1.371 (10)
C6D—C7D1.454 (10)C23E—C26E1.516 (9)
C6E—C7E1.456 (8)C23F—C24F1.345 (13)
C6F—C7F1.447 (10)C23F—C26F1.496 (12)
C7A—C8A1.337 (8)C24A—H24A0.9300
C7A—C14A1.477 (8)C24A—C25A1.393 (8)
C7B—C8B1.306 (10)C24B—H24B0.9300
C7B—C14B1.521 (9)C24B—C25B1.346 (11)
C7C—C8C1.336 (7)C24C—H24C0.9300
C7C—C14C1.487 (7)C24C—C25C1.400 (8)
C7D—C8D1.304 (9)C24D—H24D0.9300
C7D—C14D1.518 (8)C24D—C25D1.376 (9)
C7E—C8E1.345 (8)C24E—H24E0.9300
C7E—C14E1.487 (7)C24E—C25E1.381 (8)
C7F—C8F1.311 (9)C24F—H24F0.9300
C7F—C14F1.520 (8)C24F—C25F1.363 (13)
C8A—H8A0.9300C25A—H25A0.9300
C8A—C9A1.507 (9)C25B—H25B0.9300
C8B—H8B0.9300C25C—H25C0.9300
C8B—C9B1.510 (11)C25D—H25D0.9300
C8C—H8C0.9300C25E—H25E0.9300
C8C—C9C1.503 (8)C25F—H25F0.9300
C8D—H8D0.9300C26A—H26A0.9600
C8D—C9D1.501 (10)C26A—H26B0.9600
C8E—H8E0.9300C26A—H26C0.9600
C8E—C9E1.505 (8)C26B—H26D0.9600
C8F—H8F0.9300C26B—H26E0.9600
C8F—C9F1.511 (10)C26B—H26F0.9600
C9A—H9A0.9800C26C—H26G0.9600
C9A—C10A1.559 (8)C26C—H26H0.9600
C9A—C15A1.560 (8)C26C—H26I0.9600
C9B—H9B0.9800C26D—H26J0.9600
C9B—C10B1.562 (10)C26D—H26K0.9600
C9B—C15B1.547 (9)C26D—H26L0.9600
C9C—H9C0.9800C26E—H26M0.9600
C9C—C10C1.556 (7)C26E—H26N0.9600
C9C—C15C1.559 (7)C26E—H26O0.9600
C9D—H9D0.9800C26F—H26P0.9600
C9D—C10D1.560 (9)C26F—H26Q0.9600
C9D—C15D1.547 (9)C26F—H26R0.9600
C9E—H9E0.9800C27A—H27A0.9600
C9E—C10E1.559 (8)C27A—H27B0.9600
C9E—C15E1.566 (8)C27A—H27C0.9600
C9F—H9F0.9800C27B—H27D0.9600
C9F—C10F1.565 (9)C27B—H27E0.9600
C9F—C15F1.533 (10)C27B—H27F0.9600
C10A—H10A0.9800C27C—H27G0.9600
C10A—C11A1.510 (8)C27C—H27H0.9600
C10A—C13A1.556 (7)C27C—H27I0.9600
C10B—H10B0.9800C27D—H27J0.9600
C10B—C11B1.518 (10)C27D—H27K0.9600
C10B—C13B1.542 (10)C27D—H27L0.9600
C10C—H10C0.9800C27E—H27M0.9600
C10C—C11C1.505 (8)C27E—H27N0.9600
C10C—C13C1.564 (7)C27E—H27O0.9600
C10D—H10D0.9800C27F—H27P0.9600
C10D—C11D1.516 (10)C27F—H27Q0.9600
C10D—C13D1.544 (9)C27F—H27R0.9600
O5A—S1A—O6A120.4 (3)N1B—C14B—C7B104.7 (6)
O5A—S1A—N1A105.6 (2)N1B—C14B—C13B115.6 (6)
O5A—S1A—C20A108.5 (3)N1B—C14B—H14B109.0
O6A—S1A—N1A107.8 (2)C7B—C14B—C13B109.3 (6)
O6A—S1A—C20A107.4 (3)C7B—C14B—H14B109.0
N1A—S1A—C20A106.2 (3)C13B—C14B—H14B109.0
O5B—S1B—N1B105.7 (3)N1C—C14C—C13C114.6 (4)
O5B—S1B—C20B107.5 (4)N1C—C14C—H14C109.1
O6B—S1B—O5B120.4 (4)C7C—C14C—N1C104.4 (4)
O6B—S1B—N1B106.3 (3)C7C—C14C—C13C110.4 (4)
O6B—S1B—C20B109.4 (4)C7C—C14C—H14C109.1
N1B—S1B—C20B106.6 (3)C13C—C14C—H14C109.1
O5C—S1C—O6C120.5 (3)N1D—C14D—C7D105.3 (5)
O5C—S1C—N1C105.3 (2)N1D—C14D—C13D116.1 (5)
O5C—S1C—C20C108.1 (3)N1D—C14D—H14D108.7
O6C—S1C—N1C107.5 (2)C7D—C14D—C13D109.1 (5)
O6C—S1C—C20C108.2 (3)C7D—C14D—H14D108.7
N1C—S1C—C20C106.4 (2)C13D—C14D—H14D108.7
O5D—S1D—O6D120.2 (3)N1E—C14E—C13E115.2 (4)
O5D—S1D—N1D105.4 (3)N1E—C14E—H14E108.5
O5D—S1D—C20D108.7 (3)C7E—C14E—N1E104.3 (4)
O6D—S1D—N1D106.8 (3)C7E—C14E—C13E111.6 (5)
O6D—S1D—C20D109.0 (3)C7E—C14E—H14E108.5
N1D—S1D—C20D105.9 (3)C13E—C14E—H14E108.5
O5E—S1E—O6E120.1 (2)N1F—C14F—C7F105.3 (6)
O5E—S1E—N1E105.9 (2)N1F—C14F—C13F115.6 (6)
O5E—S1E—C20E108.8 (3)N1F—C14F—H14F109.0
O6E—S1E—N1E106.1 (2)C7F—C14F—C13F108.6 (6)
O6E—S1E—C20E108.2 (3)C7F—C14F—H14F109.0
N1E—S1E—C20E107.0 (2)C13F—C14F—H14F109.0
O5F—S1F—O6F120.1 (4)C9A—C15A—H15A109.3
O5F—S1F—N1F104.7 (3)C9A—C15A—H15B109.3
O5F—S1F—C20F107.8 (4)H15A—C15A—H15B108.0
O6F—S1F—N1F107.0 (4)C16A—C15A—C9A111.4 (5)
O6F—S1F—C20F109.5 (3)C16A—C15A—H15A109.3
N1F—S1F—C20F107.1 (3)C16A—C15A—H15B109.3
C17C—O1C—C18C116.9 (5)C9B—C15B—H15C108.9
C17B—O2AA—C18B118.6 (6)C9B—C15B—H15D108.9
C17A—O3B—C18A117.0 (6)H15C—C15B—H15D107.8
C17D—O3D—C18D118.0 (6)C16B—C15B—C9B113.2 (6)
C17E—O3E—C18E115.1 (6)C16B—C15B—H15C108.9
C17F—O3F—C18F117.8 (7)C16B—C15B—H15D108.9
C1A—N1A—S1A123.0 (4)C9C—C15C—H15E109.4
C1A—N1A—C14A108.0 (4)C9C—C15C—H15F109.4
C14A—N1A—S1A117.1 (4)H15E—C15C—H15F108.0
C1B—N1B—S1B122.9 (5)C16C—C15C—C9C111.1 (5)
C1B—N1B—C14B109.1 (5)C16C—C15C—H15E109.4
C14B—N1B—S1B116.6 (5)C16C—C15C—H15F109.4
C1C—N1C—S1C122.1 (4)C9D—C15D—H15G108.9
C1C—N1C—C14C108.1 (4)C9D—C15D—H15H108.9
C14C—N1C—S1C117.1 (3)H15G—C15D—H15H107.7
C1D—N1D—S1D121.9 (4)C16D—C15D—C9D113.2 (6)
C1D—N1D—C14D108.9 (5)C16D—C15D—H15G108.9
C14D—N1D—S1D117.1 (4)C16D—C15D—H15H108.9
C1E—N1E—S1E124.4 (4)C9E—C15E—H15I109.6
C1E—N1E—C14E107.2 (4)C9E—C15E—H15J109.6
C14E—N1E—S1E116.3 (3)H15I—C15E—H15J108.1
C1F—N1F—S1F122.7 (5)C16E—C15E—C9E110.3 (5)
C1F—N1F—C14F108.1 (5)C16E—C15E—H15I109.6
C14F—N1F—S1F117.7 (5)C16E—C15E—H15J109.6
C11A—N2A—C27A122.2 (5)C9F—C15F—H15K108.7
C12A—N2A—C11A112.8 (5)C9F—C15F—H15L108.7
C12A—N2A—C27A124.6 (5)H15K—C15F—H15L107.6
C11B—N2B—C12B113.4 (7)C16F—C15F—C9F114.0 (6)
C11B—N2B—C27B123.8 (7)C16F—C15F—H15K108.7
C12B—N2B—C27B122.6 (7)C16F—C15F—H15L108.7
C11C—N2C—C27C122.3 (5)C15A—C16A—H16A108.6
C12C—N2C—C11C113.3 (5)C15A—C16A—H16B108.6
C12C—N2C—C27C124.1 (5)H16A—C16A—H16B107.5
C11D—N2D—C12D114.8 (7)C17A—C16A—C15A114.8 (6)
C11D—N2D—C27D122.6 (7)C17A—C16A—H16A108.6
C12D—N2D—C27D122.5 (7)C17A—C16A—H16B108.6
C11E—N2E—C27E122.1 (5)C15B—C16B—H16C108.4
C12E—N2E—C11E114.2 (5)C15B—C16B—H16D108.4
C12E—N2E—C27E123.5 (4)H16C—C16B—H16D107.5
C11F—N2F—C12F114.8 (7)C17B—C16B—C15B115.5 (6)
C11F—N2F—C27F123.1 (7)C17B—C16B—H16C108.4
C12F—N2F—C27F122.1 (7)C17B—C16B—H16D108.4
C2A—C1A—N1A127.9 (6)C15C—C16C—H16E108.8
C2A—C1A—C6A121.0 (6)C15C—C16C—H16F108.8
C6A—C1A—N1A111.1 (5)H16E—C16C—H16F107.7
C2B—C1B—N1B129.9 (7)C17C—C16C—C15C113.6 (5)
C2B—C1B—C6B121.2 (7)C17C—C16C—H16E108.8
C6B—C1B—N1B108.8 (7)C17C—C16C—H16F108.8
C2C—C1C—N1C128.4 (5)C15D—C16D—H16G108.6
C2C—C1C—C6C120.8 (5)C15D—C16D—H16H108.6
C6C—C1C—N1C110.9 (4)H16G—C16D—H16H107.6
C2D—C1D—N1D129.6 (6)C17D—C16D—C15D114.6 (6)
C2D—C1D—C6D121.4 (6)C17D—C16D—H16G108.6
C6D—C1D—N1D109.0 (6)C17D—C16D—H16H108.6
C2E—C1E—N1E127.8 (5)C15E—C16E—H16I108.9
C2E—C1E—C6E121.3 (6)C15E—C16E—H16J108.9
C6E—C1E—N1E110.8 (5)H16I—C16E—H16J107.7
C2F—C1F—N1F129.1 (6)C17E—C16E—C15E113.5 (6)
C2F—C1F—C6F121.7 (7)C17E—C16E—H16I108.9
C6F—C1F—N1F109.1 (6)C17E—C16E—H16J108.9
C1A—C2A—H2A121.7C15F—C16F—H16K108.4
C3A—C2A—C1A116.6 (7)C15F—C16F—H16L108.4
C3A—C2A—H2A121.7H16K—C16F—H16L107.4
C1B—C2B—H2B120.4C17F—C16F—C15F115.7 (6)
C1B—C2B—C3B119.2 (7)C17F—C16F—H16K108.4
C3B—C2B—H2B120.4C17F—C16F—H16L108.4
C1C—C2C—H2C121.7O3B—C17A—C16A110.8 (7)
C3C—C2C—C1C116.6 (5)O4B—C17A—O3B123.6 (7)
C3C—C2C—H2C121.7O4B—C17A—C16A125.6 (6)
C1D—C2D—H2D121.0O2AA—C17B—C16B110.3 (6)
C1D—C2D—C3D117.9 (6)O3AA—C17B—O2AA123.3 (6)
C3D—C2D—H2D121.0O3AA—C17B—C16B126.3 (7)
C1E—C2E—H2E121.6O1C—C17C—C16C109.0 (5)
C3E—C2E—C1E116.8 (6)O2C—C17C—O1C123.7 (6)
C3E—C2E—H2E121.6O2C—C17C—C16C127.2 (5)
C1F—C2F—H2F120.8O3D—C17D—C16D110.3 (6)
C1F—C2F—C3F118.4 (7)O4D—C17D—O3D123.6 (6)
C3F—C2F—H2F120.8O4D—C17D—C16D126.2 (7)
C2A—C3A—H3A118.2O3E—C17E—C16E108.4 (6)
C4A—C3A—C2A123.7 (7)O4E—C17E—O3E125.1 (6)
C4A—C3A—H3A118.2O4E—C17E—C16E126.5 (6)
C2B—C3B—H3B120.1O3F—C17F—C16F109.6 (7)
C4B—C3B—C2B119.8 (8)O4F—C17F—O3F124.9 (8)
C4B—C3B—H3B120.1O4F—C17F—C16F125.4 (7)
C2C—C3C—H3C118.2O3B—C18A—H18A109.4
C4C—C3C—C2C123.7 (6)O3B—C18A—H18B109.4
C4C—C3C—H3C118.2H18A—C18A—H18B108.0
C2D—C3D—H3D119.4C19A—C18A—O3B111.1 (7)
C4D—C3D—C2D121.2 (7)C19A—C18A—H18A109.4
C4D—C3D—H3D119.4C19A—C18A—H18B109.4
C2E—C3E—H3E118.4O2AA—C18B—H18C109.6
C2E—C3E—C4E123.1 (6)O2AA—C18B—H18D109.6
C4E—C3E—H3E118.4O2AA—C18B—C19B110.2 (7)
C2F—C3F—H3F119.7H18C—C18B—H18D108.1
C2F—C3F—C4F120.7 (7)C19B—C18B—H18C109.6
C4F—C3F—H3F119.7C19B—C18B—H18D109.6
C3A—C4A—H4A120.9O1C—C18C—H18E109.3
C3A—C4A—C5A118.2 (7)O1C—C18C—H18F109.3
C5A—C4A—H4A120.9H18E—C18C—H18F108.0
C3B—C4B—H4B119.2C19C—C18C—O1C111.5 (6)
C3B—C4B—C5B121.7 (7)C19C—C18C—H18E109.3
C5B—C4B—H4B119.2C19C—C18C—H18F109.3
C3C—C4C—H4C120.8O3D—C18D—H18G109.5
C3C—C4C—C5C118.3 (6)O3D—C18D—H18H109.5
C5C—C4C—H4C120.8O3D—C18D—C19D110.7 (8)
C3D—C4D—H4D119.0H18G—C18D—H18H108.1
C3D—C4D—C5D122.0 (6)C19D—C18D—H18G109.5
C5D—C4D—H4D119.0C19D—C18D—H18H109.5
C3E—C4E—H4E120.9O3E—C18E—H18I109.9
C5E—C4E—C3E118.2 (7)O3E—C18E—H18J109.9
C5E—C4E—H4E120.9H18I—C18E—H18J108.3
C3F—C4F—H4F119.5C19E—C18E—O3E109.1 (5)
C5F—C4F—C3F121.1 (7)C19E—C18E—H18I109.9
C5F—C4F—H4F119.5C19E—C18E—H18J109.9
C4A—C5A—H5A119.7O3F—C18F—H18K109.6
C6A—C5A—C4A120.5 (7)O3F—C18F—H18L109.6
C6A—C5A—H5A119.7H18K—C18F—H18L108.1
C4B—C5B—H5B120.3C19F—C18F—O3F110.3 (7)
C4B—C5B—C6B119.4 (7)C19F—C18F—H18K109.6
C6B—C5B—H5B120.3C19F—C18F—H18L109.6
C4C—C5C—H5C119.7C18A—C19A—H19A109.5
C6C—C5C—C4C120.6 (6)C18A—C19A—H19B109.5
C6C—C5C—H5C119.7C18A—C19A—H19C109.5
C4D—C5D—H5D121.2H19A—C19A—H19B109.5
C4D—C5D—C6D117.6 (6)H19A—C19A—H19C109.5
C6D—C5D—H5D121.2H19B—C19A—H19C109.5
C4E—C5E—H5E119.6C18B—C19B—H19D109.5
C4E—C5E—C6E120.8 (6)C18B—C19B—H19E109.5
C6E—C5E—H5E119.6C18B—C19B—H19F109.5
C4F—C5F—H5F120.7H19D—C19B—H19E109.5
C4F—C5F—C6F118.6 (6)H19D—C19B—H19F109.5
C6F—C5F—H5F120.7H19E—C19B—H19F109.5
C1A—C6A—C7A107.4 (6)C18C—C19C—H19G109.5
C5A—C6A—C1A120.0 (6)C18C—C19C—H19H109.5
C5A—C6A—C7A132.6 (6)C18C—C19C—H19I109.5
C1B—C6B—C7B110.0 (6)H19G—C19C—H19H109.5
C5B—C6B—C1B118.6 (7)H19G—C19C—H19I109.5
C5B—C6B—C7B131.4 (7)H19H—C19C—H19I109.5
C1C—C6C—C7C107.4 (5)C18D—C19D—H19J109.5
C5C—C6C—C1C120.0 (5)C18D—C19D—H19K109.5
C5C—C6C—C7C132.5 (5)C18D—C19D—H19L109.5
C1D—C6D—C7D110.2 (5)H19J—C19D—H19K109.5
C5D—C6D—C1D119.8 (7)H19J—C19D—H19L109.5
C5D—C6D—C7D129.9 (6)H19K—C19D—H19L109.5
C1E—C6E—C7E108.2 (5)C18E—C19E—H19M109.5
C5E—C6E—C1E119.5 (5)C18E—C19E—H19N109.5
C5E—C6E—C7E132.2 (6)C18E—C19E—H19O109.5
C1F—C6F—C7F110.4 (6)H19M—C19E—H19N109.5
C5F—C6F—C1F119.5 (7)H19M—C19E—H19O109.5
C5F—C6F—C7F130.1 (6)H19N—C19E—H19O109.5
C6A—C7A—C14A108.8 (5)C18F—C19F—H19P109.5
C8A—C7A—C6A131.5 (6)C18F—C19F—H19Q109.5
C8A—C7A—C14A119.6 (6)C18F—C19F—H19R109.5
C6B—C7B—C14B106.7 (6)H19P—C19F—H19Q109.5
C8B—C7B—C6B134.4 (7)H19P—C19F—H19R109.5
C8B—C7B—C14B118.8 (7)H19Q—C19F—H19R109.5
C6C—C7C—C14C108.2 (4)C21A—C20A—S1A120.2 (5)
C8C—C7C—C6C131.4 (5)C21A—C20A—C25A121.4 (6)
C8C—C7C—C14C120.4 (5)C25A—C20A—S1A118.3 (5)
C6D—C7D—C14D105.8 (6)C21B—C20B—S1B118.7 (6)
C8D—C7D—C6D134.9 (6)C21B—C20B—C25B118.1 (7)
C8D—C7D—C14D119.1 (6)C25B—C20B—S1B123.3 (6)
C6E—C7E—C14E108.4 (5)C21C—C20C—S1C119.6 (5)
C8E—C7E—C6E132.3 (6)C21C—C20C—C25C120.9 (6)
C8E—C7E—C14E119.2 (5)C25C—C20C—S1C119.5 (5)
C6F—C7F—C14F106.3 (6)C21D—C20D—S1D119.4 (5)
C8F—C7F—C6F134.4 (6)C21D—C20D—C25D119.7 (6)
C8F—C7F—C14F119.2 (7)C25D—C20D—S1D120.8 (5)
C7A—C8A—H8A120.3C21E—C20E—S1E120.3 (5)
C7A—C8A—C9A119.5 (6)C21E—C20E—C25E121.8 (6)
C9A—C8A—H8A120.3C25E—C20E—S1E117.8 (5)
C7B—C8B—H8B119.6C21F—C20F—S1F119.4 (6)
C7B—C8B—C9B120.8 (7)C21F—C20F—C25F118.3 (8)
C9B—C8B—H8B119.6C25F—C20F—S1F122.3 (7)
C7C—C8C—H8C120.4C20A—C21A—H21A120.4
C7C—C8C—C9C119.2 (5)C20A—C21A—C22A119.3 (6)
C9C—C8C—H8C120.4C22A—C21A—H21A120.4
C7D—C8D—H8D119.3C20B—C21B—H21B120.6
C7D—C8D—C9D121.4 (6)C22B—C21B—C20B118.9 (7)
C9D—C8D—H8D119.3C22B—C21B—H21B120.6
C7E—C8E—H8E120.0C20C—C21C—H21C120.2
C7E—C8E—C9E119.9 (6)C20C—C21C—C22C119.6 (6)
C9E—C8E—H8E120.1C22C—C21C—H21C120.2
C7F—C8F—H8F119.6C20D—C21D—H21D120.2
C7F—C8F—C9F120.9 (6)C22D—C21D—C20D119.6 (7)
C9F—C8F—H8F119.6C22D—C21D—H21D120.2
C8A—C9A—H9A108.2C20E—C21E—H21E121.1
C8A—C9A—C10A111.5 (5)C20E—C21E—C22E117.8 (7)
C8A—C9A—C15A109.5 (5)C22E—C21E—H21E121.1
C10A—C9A—H9A108.2C20F—C21F—H21F120.5
C10A—C9A—C15A111.2 (5)C22F—C21F—C20F118.9 (7)
C15A—C9A—H9A108.2C22F—C21F—H21F120.5
C8B—C9B—H9B107.0C21A—C22A—H22A119.0
C8B—C9B—C10B111.0 (6)C23A—C22A—C21A122.1 (7)
C8B—C9B—C15B112.0 (6)C23A—C22A—H22A119.0
C10B—C9B—H9B107.0C21B—C22B—H22B118.8
C15B—C9B—H9B107.0C21B—C22B—C23B122.5 (8)
C15B—C9B—C10B112.6 (5)C23B—C22B—H22B118.8
C8C—C9C—H9C108.1C21C—C22C—H22C119.1
C8C—C9C—C10C112.5 (4)C23C—C22C—C21C121.7 (7)
C8C—C9C—C15C109.3 (5)C23C—C22C—H22C119.1
C10C—C9C—H9C108.1C21D—C22D—H22D119.3
C10C—C9C—C15C110.7 (4)C21D—C22D—C23D121.3 (7)
C15C—C9C—H9C108.1C23D—C22D—H22D119.3
C8D—C9D—H9D107.3C21E—C22E—H22E119.2
C8D—C9D—C10D110.4 (6)C23E—C22E—C21E121.6 (8)
C8D—C9D—C15D111.9 (6)C23E—C22E—H22E119.2
C10D—C9D—H9D107.3C21F—C22F—H22F118.6
C15D—C9D—H9D107.3C21F—C22F—C23F122.8 (8)
C15D—C9D—C10D112.3 (5)C23F—C22F—H22F118.6
C8E—C9E—H9E108.2C22A—C23A—C24A117.9 (6)
C8E—C9E—C10E112.0 (4)C22A—C23A—C26A121.5 (6)
C8E—C9E—C15E109.1 (5)C24A—C23A—C26A120.6 (6)
C10E—C9E—H9E108.2C22B—C23B—C26B121.7 (7)
C10E—C9E—C15E111.0 (5)C24B—C23B—C22B117.3 (7)
C15E—C9E—H9E108.2C24B—C23B—C26B121.0 (7)
C8F—C9F—H9F107.5C22C—C23C—C24C118.0 (6)
C8F—C9F—C10F111.7 (6)C22C—C23C—C26C120.9 (6)
C8F—C9F—C15F111.6 (6)C24C—C23C—C26C121.1 (6)
C10F—C9F—H9F107.5C22D—C23D—C26D120.2 (6)
C15F—C9F—H9F107.5C24D—C23D—C22D118.4 (6)
C15F—C9F—C10F110.9 (6)C24D—C23D—C26D121.3 (6)
C9A—C10A—H10A108.7C22E—C23E—C24E120.1 (6)
C11A—C10A—C9A109.9 (5)C22E—C23E—C26E120.7 (7)
C11A—C10A—H10A108.7C24E—C23E—C26E119.2 (7)
C11A—C10A—C13A104.4 (4)C22F—C23F—C26F122.0 (9)
C13A—C10A—C9A116.3 (5)C24F—C23F—C22F118.4 (9)
C13A—C10A—H10A108.7C24F—C23F—C26F119.6 (7)
C9B—C10B—H10B109.0C23A—C24A—H24A119.2
C11B—C10B—C9B111.1 (6)C25A—C24A—C23A121.7 (6)
C11B—C10B—H10B109.0C25A—C24A—H24A119.2
C11B—C10B—C13B103.1 (6)C23B—C24B—H24B118.6
C13B—C10B—C9B115.2 (6)C25B—C24B—C23B122.8 (7)
C13B—C10B—H10B109.0C25B—C24B—H24B118.6
C9C—C10C—H10C108.8C23C—C24C—H24C119.0
C9C—C10C—C13C115.7 (5)C23C—C24C—C25C121.9 (5)
C11C—C10C—C9C110.7 (4)C25C—C24C—H24C119.0
C11C—C10C—H10C108.8C23D—C24D—H24D119.4
C11C—C10C—C13C103.8 (4)C23D—C24D—C25D121.2 (6)
C13C—C10C—H10C108.8C25D—C24D—H24D119.4
C9D—C10D—H10D108.9C23E—C24E—H24E119.8
C11D—C10D—C9D111.3 (5)C23E—C24E—C25E120.5 (6)
C11D—C10D—H10D108.9C25E—C24E—H24E119.8
C11D—C10D—C13D103.3 (6)C23F—C24F—H24F119.2
C13D—C10D—C9D115.4 (6)C23F—C24F—C25F121.7 (9)
C13D—C10D—H10D108.9C25F—C24F—H24F119.2
C9E—C10E—H10E108.4C20A—C25A—H25A121.2
C9E—C10E—C13E115.8 (5)C24A—C25A—C20A117.6 (6)
C11E—C10E—C9E111.4 (5)C24A—C25A—H25A121.2
C11E—C10E—H10E108.4C20B—C25B—H25B119.8
C11E—C10E—C13E104.2 (4)C24B—C25B—C20B120.3 (7)
C13E—C10E—H10E108.4C24B—C25B—H25B119.8
C9F—C10F—H10F109.1C20C—C25C—H25C121.1
C11F—C10F—C9F111.1 (6)C24C—C25C—C20C117.8 (6)
C11F—C10F—H10F109.1C24C—C25C—H25C121.1
C11F—C10F—C13F103.2 (6)C20D—C25D—H25D120.2
C13F—C10F—C9F115.0 (6)C24D—C25D—C20D119.5 (6)
C13F—C10F—H10F109.1C24D—C25D—H25D120.2
O1A—C11A—N2A123.3 (6)C20E—C25E—H25E120.9
O1A—C11A—C10A128.0 (5)C24E—C25E—C20E118.2 (6)
N2A—C11A—C10A108.6 (5)C24E—C25E—H25E120.9
O1B—C11B—N2B124.1 (7)C20F—C25F—H25F120.1
O1B—C11B—C10B126.9 (7)C24F—C25F—C20F119.8 (8)
N2B—C11B—C10B109.0 (7)C24F—C25F—H25F120.1
O8AA—C11C—N2C123.2 (6)C23A—C26A—H26A109.5
O8AA—C11C—C10C128.0 (5)C23A—C26A—H26B109.5
N2C—C11C—C10C108.7 (5)C23A—C26A—H26C109.5
O1D—C11D—N2D124.9 (8)H26A—C26A—H26B109.5
O1D—C11D—C10D127.1 (8)H26A—C26A—H26C109.5
N2D—C11D—C10D108.0 (7)H26B—C26A—H26C109.5
O1E—C11E—N2E124.7 (6)C23B—C26B—H26D109.5
O1E—C11E—C10E127.5 (5)C23B—C26B—H26E109.5
N2E—C11E—C10E107.8 (5)C23B—C26B—H26F109.5
O1F—C11F—N2F125.9 (8)H26D—C26B—H26E109.5
O1F—C11F—C10F126.1 (7)H26D—C26B—H26F109.5
N2F—C11F—C10F108.0 (6)H26E—C26B—H26F109.5
O2A—C12A—N2A124.9 (6)C23C—C26C—H26G109.5
O2A—C12A—C13A125.9 (6)C23C—C26C—H26H109.5
N2A—C12A—C13A109.2 (5)C23C—C26C—H26I109.5
O2B—C12B—N2B122.9 (8)H26G—C26C—H26H109.5
O2B—C12B—C13B129.0 (8)H26G—C26C—H26I109.5
N2B—C12B—C13B108.0 (7)H26H—C26C—H26I109.5
O9AA—C12C—N2C125.3 (5)C23D—C26D—H26J109.5
O9AA—C12C—C13C126.2 (5)C23D—C26D—H26K109.5
N2C—C12C—C13C108.5 (4)C23D—C26D—H26L109.5
O2D—C12D—N2D124.1 (7)H26J—C26D—H26K109.5
O2D—C12D—C13D128.8 (7)H26J—C26D—H26L109.5
N2D—C12D—C13D107.0 (7)H26K—C26D—H26L109.5
O2E—C12E—N2E125.0 (5)C23E—C26E—H26M109.5
O2E—C12E—C13E126.2 (5)C23E—C26E—H26N109.5
N2E—C12E—C13E108.8 (4)C23E—C26E—H26O109.5
O2F—C12F—N2F124.1 (8)H26M—C26E—H26N109.5
O2F—C12F—C13F129.1 (7)H26M—C26E—H26O109.5
N2F—C12F—C13F106.7 (7)H26N—C26E—H26O109.5
C10A—C13A—H13A109.8C23F—C26F—H26P109.5
C12A—C13A—C10A102.6 (4)C23F—C26F—H26Q109.5
C12A—C13A—H13A109.8C23F—C26F—H26R109.5
C14A—C13A—C10A110.7 (4)H26P—C26F—H26Q109.5
C14A—C13A—C12A114.0 (5)H26P—C26F—H26R109.5
C14A—C13A—H13A109.8H26Q—C26F—H26R109.5
C10B—C13B—H13B108.8N2A—C27A—H27A109.5
C10B—C13B—C14B112.0 (6)N2A—C27A—H27B109.5
C12B—C13B—C10B104.6 (6)N2A—C27A—H27C109.5
C12B—C13B—H13B108.8H27A—C27A—H27B109.5
C12B—C13B—C14B113.7 (7)H27A—C27A—H27C109.5
C14B—C13B—H13B108.8H27B—C27A—H27C109.5
C10C—C13C—H13C109.2N2B—C27B—H27D109.5
C12C—C13C—C10C103.2 (4)N2B—C27B—H27E109.5
C12C—C13C—H13C109.2N2B—C27B—H27F109.5
C14C—C13C—C10C111.3 (4)H27D—C27B—H27E109.5
C14C—C13C—C12C114.7 (4)H27D—C27B—H27F109.5
C14C—C13C—H13C109.2H27E—C27B—H27F109.5
C10D—C13D—H13D108.8N2C—C27C—H27G109.5
C12D—C13D—C10D104.8 (5)N2C—C27C—H27H109.5
C12D—C13D—H13D108.8N2C—C27C—H27I109.5
C12D—C13D—C14D112.9 (6)H27G—C27C—H27H109.5
C14D—C13D—C10D112.5 (5)H27G—C27C—H27I109.5
C14D—C13D—H13D108.8H27H—C27C—H27I109.5
C10E—C13E—H13E109.4N2D—C27D—H27J109.5
C12E—C13E—C10E102.4 (4)N2D—C27D—H27K109.5
C12E—C13E—H13E109.4N2D—C27D—H27L109.5
C14E—C13E—C10E111.5 (4)H27J—C27D—H27K109.5
C14E—C13E—C12E114.5 (4)H27J—C27D—H27L109.5
C14E—C13E—H13E109.4H27K—C27D—H27L109.5
C10F—C13F—H13F108.6N2E—C27E—H27M109.5
C10F—C13F—C14F112.2 (6)N2E—C27E—H27N109.5
C12F—C13F—C10F104.4 (6)N2E—C27E—H27O109.5
C12F—C13F—H13F108.6H27M—C27E—H27N109.5
C12F—C13F—C14F114.3 (6)H27M—C27E—H27O109.5
C14F—C13F—H13F108.6H27N—C27E—H27O109.5
N1A—C14A—C13A114.4 (4)N2F—C27F—H27P109.5
N1A—C14A—H14A109.0N2F—C27F—H27Q109.5
C7A—C14A—N1A104.0 (5)N2F—C27F—H27R109.5
C7A—C14A—C13A111.1 (5)H27P—C27F—H27Q109.5
C7A—C14A—H14A109.0H27P—C27F—H27R109.5
C13A—C14A—H14A109.0H27Q—C27F—H27R109.5
S1A—N1A—C1A—C2A33.7 (8)C8D—C7D—C14D—N1D168.5 (6)
S1A—N1A—C1A—C6A−147.5 (4)C8D—C7D—C14D—C13D43.3 (8)
S1A—N1A—C14A—C7A152.0 (4)C8D—C9D—C10D—C11D−87.7 (7)
S1A—N1A—C14A—C13A−86.6 (5)C8D—C9D—C10D—C13D29.5 (8)
S1A—C20A—C21A—C22A177.4 (6)C8D—C9D—C15D—C16D157.9 (6)
S1A—C20A—C25A—C24A−176.2 (5)C8E—C7E—C14E—N1E169.8 (5)
S1B—N1B—C1B—C2B31.1 (11)C8E—C7E—C14E—C13E44.8 (6)
S1B—N1B—C1B—C6B−147.7 (5)C8E—C9E—C10E—C11E−91.3 (6)
S1B—N1B—C14B—C7B152.7 (5)C8E—C9E—C10E—C13E27.5 (7)
S1B—N1B—C14B—C13B−87.0 (6)C8E—C9E—C15E—C16E158.1 (5)
S1B—C20B—C21B—C22B178.5 (6)C8F—C7F—C14F—N1F168.3 (6)
S1B—C20B—C25B—C24B−175.2 (6)C8F—C7F—C14F—C13F43.8 (9)
S1C—N1C—C1C—C2C33.9 (8)C8F—C9F—C10F—C11F−91.0 (8)
S1C—N1C—C1C—C6C−147.5 (4)C8F—C9F—C10F—C13F25.7 (9)
S1C—N1C—C14C—C7C152.2 (4)C8F—C9F—C15F—C16F160.3 (5)
S1C—N1C—C14C—C13C−86.9 (5)C9A—C10A—C11A—O1A−66.1 (9)
S1C—C20C—C21C—C22C178.5 (5)C9A—C10A—C11A—N2A111.9 (6)
S1C—C20C—C25C—C24C−176.4 (4)C9A—C10A—C13A—C12A−106.3 (6)
S1D—N1D—C1D—C2D33.2 (10)C9A—C10A—C13A—C14A15.7 (7)
S1D—N1D—C1D—C6D−148.0 (5)C9A—C15A—C16A—C17A172.2 (6)
S1D—N1D—C14D—C7D152.2 (4)C9B—C10B—C11B—O1B−64.9 (11)
S1D—N1D—C14D—C13D−87.1 (6)C9B—C10B—C11B—N2B112.5 (7)
S1D—C20D—C21D—C22D177.4 (5)C9B—C10B—C13B—C12B−107.9 (7)
S1D—C20D—C25D—C24D−175.3 (5)C9B—C10B—C13B—C14B15.7 (8)
S1E—N1E—C1E—C2E32.1 (8)C9B—C15B—C16B—C17B172.8 (6)
S1E—N1E—C1E—C6E−148.0 (4)C9C—C10C—C11C—O8AA−66.1 (8)
S1E—N1E—C14E—C7E154.5 (4)C9C—C10C—C11C—N2C111.2 (5)
S1E—N1E—C14E—C13E−82.8 (5)C9C—C10C—C13C—C12C−106.4 (5)
S1E—C20E—C21E—C22E176.7 (5)C9C—C10C—C13C—C14C17.1 (6)
S1E—C20E—C25E—C24E−175.9 (5)C9C—C15C—C16C—C17C172.1 (5)
S1F—N1F—C1F—C2F30.8 (11)C9D—C10D—C11D—O1D−66.1 (10)
S1F—N1F—C1F—C6F−148.6 (5)C9D—C10D—C11D—N2D112.3 (7)
S1F—N1F—C14F—C7F153.5 (5)C9D—C10D—C13D—C12D−107.4 (6)
S1F—N1F—C14F—C13F−86.7 (7)C9D—C10D—C13D—C14D15.7 (8)
S1F—C20F—C21F—C22F178.7 (5)C9D—C15D—C16D—C17D170.4 (5)
S1F—C20F—C25F—C24F−176.7 (6)C9E—C10E—C11E—O1E−65.1 (9)
O2A—C12A—C13A—C10A169.3 (6)C9E—C10E—C11E—N2E112.6 (5)
O2A—C12A—C13A—C14A49.6 (9)C9E—C10E—C13E—C12E−107.1 (5)
O2B—C12B—C13B—C10B171.5 (8)C9E—C10E—C13E—C14E15.8 (7)
O2B—C12B—C13B—C14B49.0 (11)C9E—C15E—C16E—C17E171.6 (5)
O2D—C12D—C13D—C10D170.3 (7)C9F—C10F—C11F—O1F−67.5 (10)
O2D—C12D—C13D—C14D47.5 (10)C9F—C10F—C11F—N2F110.6 (7)
O2E—C12E—C13E—C10E167.2 (6)C9F—C10F—C13F—C12F−104.3 (7)
O2E—C12E—C13E—C14E46.3 (8)C9F—C10F—C13F—C14F20.0 (9)
O2F—C12F—C13F—C10F168.6 (8)C9F—C15F—C16F—C17F170.0 (6)
O2F—C12F—C13F—C14F45.6 (10)C10A—C9A—C15A—C16A−75.2 (7)
O5A—S1A—N1A—C1A179.3 (4)C10A—C13A—C14A—N1A−169.9 (4)
O5A—S1A—N1A—C14A41.0 (4)C10A—C13A—C14A—C7A−52.5 (6)
O5A—S1A—C20A—C21A151.7 (6)C10B—C9B—C15B—C16B−74.9 (8)
O5A—S1A—C20A—C25A−29.7 (6)C10B—C13B—C14B—N1B−170.3 (5)
O5B—S1B—N1B—C1B−178.6 (6)C10B—C13B—C14B—C7B−52.5 (8)
O5B—S1B—N1B—C14B41.9 (6)C10C—C9C—C15C—C16C−73.9 (6)
O5B—S1B—C20B—C21B152.9 (6)C10C—C13C—C14C—N1C−170.0 (4)
O5B—S1B—C20B—C25B−27.5 (7)C10C—C13C—C14C—C7C−52.4 (5)
O5C—S1C—N1C—C1C177.5 (4)C10D—C9D—C15D—C16D−77.4 (7)
O5C—S1C—N1C—C14C40.2 (4)C10D—C13D—C14D—N1D−170.2 (5)
O5C—S1C—C20C—C21C150.7 (5)C10D—C13D—C14D—C7D−51.5 (7)
O5C—S1C—C20C—C25C−31.1 (5)C10E—C9E—C15E—C16E−78.0 (6)
O5D—S1D—N1D—C1D−179.2 (5)C10E—C13E—C14E—N1E−170.2 (4)
O5D—S1D—N1D—C14D42.5 (5)C10E—C13E—C14E—C7E−51.5 (6)
O5D—S1D—C20D—C21D152.2 (5)C10F—C9F—C15F—C16F−74.5 (7)
O5D—S1D—C20D—C25D−30.0 (6)C10F—C13F—C14F—N1F−172.4 (6)
O5E—S1E—N1E—C1E−175.6 (4)C10F—C13F—C14F—C7F−54.3 (8)
O5E—S1E—N1E—C14E46.8 (4)C11A—N2A—C12A—O2A−177.3 (6)
O5E—S1E—C20E—C21E154.9 (5)C11A—N2A—C12A—C13A4.3 (7)
O5E—S1E—C20E—C25E−28.9 (5)C11A—C10A—C13A—C12A15.0 (6)
O5F—S1F—N1F—C1F−178.2 (6)C11A—C10A—C13A—C14A137.0 (5)
O5F—S1F—N1F—C14F42.8 (6)C11B—N2B—C12B—O2B−178.3 (8)
O5F—S1F—C20F—C21F150.3 (5)C11B—N2B—C12B—C13B4.2 (8)
O5F—S1F—C20F—C25F−30.6 (6)C11B—C10B—C13B—C12B13.3 (7)
O6A—S1A—N1A—C1A−50.7 (5)C11B—C10B—C13B—C14B136.9 (6)
O6A—S1A—N1A—C14A171.0 (4)C11C—N2C—C12C—O9AA−177.7 (6)
O6A—S1A—C20A—C21A20.0 (6)C11C—N2C—C12C—C13C4.1 (6)
O6A—S1A—C20A—C25A−161.4 (5)C11C—C10C—C13C—C12C15.1 (5)
O6B—S1B—N1B—C1B−49.5 (7)C11C—C10C—C13C—C14C138.6 (4)
O6B—S1B—N1B—C14B171.1 (5)C11D—N2D—C12D—O2D−177.5 (7)
O6B—S1B—C20B—C21B20.5 (7)C11D—N2D—C12D—C13D4.7 (8)
O6B—S1B—C20B—C25B−159.9 (6)C11D—C10D—C13D—C12D14.3 (7)
O6C—S1C—N1C—C1C−52.9 (5)C11D—C10D—C13D—C14D137.4 (6)
O6C—S1C—N1C—C14C169.8 (4)C11E—N2E—C12E—O2E−174.6 (6)
O6C—S1C—C20C—C21C18.6 (6)C11E—N2E—C12E—C13E6.2 (7)
O6C—S1C—C20C—C25C−163.2 (4)C11E—C10E—C13E—C12E15.6 (6)
O6D—S1D—N1D—C1D−50.3 (6)C11E—C10E—C13E—C14E138.5 (5)
O6D—S1D—N1D—C14D171.3 (4)C11F—N2F—C12F—O2F−176.1 (8)
O6D—S1D—C20D—C21D19.6 (6)C11F—N2F—C12F—C13F7.4 (9)
O6D—S1D—C20D—C25D−162.6 (5)C11F—C10F—C13F—C12F16.8 (7)
O6E—S1E—N1E—C1E−47.0 (4)C11F—C10F—C13F—C14F141.2 (6)
O6E—S1E—N1E—C14E175.4 (4)C12A—N2A—C11A—O1A−175.8 (6)
O6E—S1E—C20E—C21E22.9 (6)C12A—N2A—C11A—C10A6.1 (7)
O6E—S1E—C20E—C25E−160.9 (4)C12A—C13A—C14A—N1A−54.8 (6)
O6F—S1F—N1F—C1F−49.7 (6)C12A—C13A—C14A—C7A62.6 (6)
O6F—S1F—N1F—C14F171.3 (5)C12B—N2B—C11B—O1B−177.5 (8)
O6F—S1F—C20F—C21F18.0 (6)C12B—N2B—C11B—C10B4.9 (9)
O6F—S1F—C20F—C25F−162.8 (5)C12B—C13B—C14B—N1B−52.0 (8)
O9AA—C12C—C13C—C10C169.6 (6)C12B—C13B—C14B—C7B65.8 (8)
O9AA—C12C—C13C—C14C48.4 (8)C12C—N2C—C11C—O8AA−176.1 (6)
N1A—S1A—C20A—C21A−95.2 (6)C12C—N2C—C11C—C10C6.4 (7)
N1A—S1A—C20A—C25A83.4 (5)C12C—C13C—C14C—N1C−53.3 (6)
N1A—C1A—C2A—C3A179.0 (6)C12C—C13C—C14C—C7C64.2 (5)
N1A—C1A—C6A—C5A−178.5 (5)C12D—N2D—C11D—O1D−176.6 (7)
N1A—C1A—C6A—C7A1.5 (6)C12D—N2D—C11D—C10D5.0 (8)
N1B—S1B—C20B—C21B−94.1 (7)C12D—C13D—C14D—N1D−51.8 (7)
N1B—S1B—C20B—C25B85.5 (7)C12D—C13D—C14D—C7D66.9 (7)
N1B—C1B—C2B—C3B−178.6 (7)C12E—N2E—C11E—O1E−177.6 (6)
N1B—C1B—C6B—C5B−179.7 (6)C12E—N2E—C11E—C10E4.7 (7)
N1B—C1B—C6B—C7B0.8 (7)C12E—C13E—C14E—N1E−54.5 (6)
N1C—S1C—C20C—C21C−96.7 (5)C12E—C13E—C14E—C7E64.2 (5)
N1C—S1C—C20C—C25C81.6 (5)C12F—N2F—C11F—O1F−177.8 (8)
N1C—C1C—C2C—C3C−179.6 (5)C12F—N2F—C11F—C10F4.0 (9)
N1C—C1C—C6C—C5C−179.7 (5)C12F—C13F—C14F—N1F−53.7 (8)
N1C—C1C—C6C—C7C1.4 (6)C12F—C13F—C14F—C7F64.3 (8)
N1D—S1D—C20D—C21D−94.9 (6)C13A—C10A—C11A—O1A168.5 (7)
N1D—S1D—C20D—C25D82.9 (5)C13A—C10A—C11A—N2A−13.5 (7)
N1D—C1D—C2D—C3D−179.7 (6)C13B—C10B—C11B—O1B171.1 (8)
N1D—C1D—C6D—C5D−179.0 (6)C13B—C10B—C11B—N2B−11.5 (8)
N1D—C1D—C6D—C7D1.7 (7)C13C—C10C—C11C—O8AA169.1 (6)
N1E—S1E—C20E—C21E−91.0 (5)C13C—C10C—C11C—N2C−13.7 (6)
N1E—S1E—C20E—C25E85.1 (5)C13D—C10D—C11D—O1D169.5 (7)
N1E—C1E—C2E—C3E179.3 (5)C13D—C10D—C11D—N2D−12.1 (7)
N1E—C1E—C6E—C5E−178.4 (5)C13E—C10E—C11E—O1E169.3 (7)
N1E—C1E—C6E—C7E1.2 (6)C13E—C10E—C11E—N2E−13.0 (6)
N1F—S1F—C20F—C21F−97.6 (6)C13F—C10F—C11F—O1F168.7 (8)
N1F—S1F—C20F—C25F81.6 (6)C13F—C10F—C11F—N2F−13.2 (8)
N1F—C1F—C2F—C3F−178.7 (7)C14A—N1A—C1A—C2A175.2 (6)
N1F—C1F—C6F—C5F179.6 (6)C14A—N1A—C1A—C6A−6.1 (6)
N1F—C1F—C6F—C7F0.8 (8)C14A—C7A—C8A—C9A1.6 (8)
N2A—C12A—C13A—C10A−12.3 (6)C14B—N1B—C1B—C2B173.1 (7)
N2A—C12A—C13A—C14A−132.0 (5)C14B—N1B—C1B—C6B−5.7 (7)
N2B—C12B—C13B—C10B−11.2 (8)C14B—C7B—C8B—C9B4.3 (10)
N2B—C12B—C13B—C14B−133.7 (6)C14C—N1C—C1C—C2C174.5 (5)
N2C—C12C—C13C—C10C−12.2 (6)C14C—N1C—C1C—C6C−6.9 (6)
N2C—C12C—C13C—C14C−133.4 (5)C14C—C7C—C8C—C9C1.5 (8)
N2D—C12D—C13D—C10D−12.1 (7)C14D—N1D—C1D—C2D174.5 (7)
N2D—C12D—C13D—C14D−134.9 (6)C14D—N1D—C1D—C6D−6.7 (7)
N2E—C12E—C13E—C10E−13.7 (6)C14D—C7D—C8D—C9D5.9 (10)
N2E—C12E—C13E—C14E−134.5 (5)C14E—N1E—C1E—C2E172.9 (5)
N2F—C12F—C13F—C10F−15.2 (7)C14E—N1E—C1E—C6E−7.3 (6)
N2F—C12F—C13F—C14F−138.2 (6)C14E—C7E—C8E—C9E2.9 (8)
C1A—N1A—C14A—C7A8.0 (5)C14F—N1F—C1F—C2F173.2 (8)
C1A—N1A—C14A—C13A129.4 (5)C14F—N1F—C1F—C6F−6.3 (8)
C1A—C2A—C3A—C4A−0.3 (10)C14F—C7F—C8F—C9F5.2 (11)
C1A—C6A—C7A—C8A−173.2 (6)C15A—C9A—C10A—C11A147.2 (5)
C1A—C6A—C7A—C14A3.8 (6)C15A—C9A—C10A—C13A−94.5 (6)
C1B—N1B—C14B—C7B8.0 (7)C15A—C16A—C17A—O3B174.0 (6)
C1B—N1B—C14B—C13B128.3 (6)C15A—C16A—C17A—O4B−7.8 (12)
C1B—C2B—C3B—C4B−1.3 (11)C15B—C9B—C10B—C11B146.6 (7)
C1B—C6B—C7B—C8B−171.8 (8)C15B—C9B—C10B—C13B−96.6 (7)
C1B—C6B—C7B—C14B4.2 (7)C15B—C16B—C17B—O2AA171.9 (6)
C1C—N1C—C14C—C7C9.4 (5)C15B—C16B—C17B—O3AA−11.5 (10)
C1C—N1C—C14C—C13C130.3 (5)C15C—C9C—C10C—C11C146.4 (5)
C1C—C2C—C3C—C4C−0.6 (10)C15C—C9C—C10C—C13C−95.8 (5)
C1C—C6C—C7C—C8C−173.3 (6)C15C—C16C—C17C—O1C174.4 (5)
C1C—C6C—C7C—C14C4.8 (6)C15C—C16C—C17C—O2C−6.6 (9)
C1D—N1D—C14D—C7D8.8 (7)C15D—C9D—C10D—C11D146.7 (6)
C1D—N1D—C14D—C13D129.5 (6)C15D—C9D—C10D—C13D−96.1 (7)
C1D—C2D—C3D—C4D−2.2 (11)C15D—C16D—C17D—O3D169.6 (6)
C1D—C6D—C7D—C8D−171.4 (8)C15D—C16D—C17D—O4D−11.3 (9)
C1D—C6D—C7D—C14D3.8 (7)C15E—C9E—C10E—C11E146.5 (5)
C1E—N1E—C14E—C7E10.1 (5)C15E—C9E—C10E—C13E−94.7 (6)
C1E—N1E—C14E—C13E132.8 (5)C15E—C16E—C17E—O3E171.3 (6)
C1E—C2E—C3E—C4E1.6 (9)C15E—C16E—C17E—O4E−9.0 (11)
C1E—C6E—C7E—C8E−173.7 (6)C15F—C9F—C10F—C11F143.9 (6)
C1E—C6E—C7E—C14E5.5 (6)C15F—C9F—C10F—C13F−99.4 (7)
C1F—N1F—C14F—C7F9.0 (8)C15F—C16F—C17F—O3F−173.5 (6)
C1F—N1F—C14F—C13F128.8 (6)C15F—C16F—C17F—O4F9.5 (11)
C1F—C2F—C3F—C4F−0.8 (11)C17A—O3B—C18A—C19A−105.1 (8)
C1F—C6F—C7F—C8F−171.0 (8)C17B—O2AA—C18B—C19B−96.6 (8)
C1F—C6F—C7F—C14F4.8 (8)C17C—O1C—C18C—C19C−99.8 (7)
C2A—C1A—C6A—C5A0.3 (9)C17D—O3D—C18D—C19D−95.2 (9)
C2A—C1A—C6A—C7A−179.7 (5)C17E—O3E—C18E—C19E−91.0 (7)
C2A—C3A—C4A—C5A−0.6 (11)C17F—O3F—C18F—C19F−94.4 (9)
C2B—C1B—C6B—C5B1.4 (10)C18A—O3B—C17A—O4B−0.6 (12)
C2B—C1B—C6B—C7B−178.1 (6)C18A—O3B—C17A—C16A177.7 (6)
C2B—C3B—C4B—C5B1.1 (11)C18B—O2AA—C17B—O3AA2.6 (10)
C2C—C1C—C6C—C5C−1.0 (8)C18B—O2AA—C17B—C16B179.4 (6)
C2C—C1C—C6C—C7C−179.9 (5)C18C—O1C—C17C—O2C−1.1 (10)
C2C—C3C—C4C—C5C−1.6 (10)C18C—O1C—C17C—C16C178.0 (5)
C2D—C1D—C6D—C5D−0.1 (10)C18D—O3D—C17D—O4D−0.2 (10)
C2D—C1D—C6D—C7D−179.3 (6)C18D—O3D—C17D—C16D178.9 (6)
C2D—C3D—C4D—C5D1.3 (11)C18E—O3E—C17E—O4E−0.9 (11)
C2E—C1E—C6E—C5E1.4 (9)C18E—O3E—C17E—C16E178.8 (5)
C2E—C1E—C6E—C7E−178.9 (5)C18F—O3F—C17F—O4F−2.6 (11)
C2E—C3E—C4E—C5E−3.6 (10)C18F—O3F—C17F—C16F−179.5 (6)
C2F—C1F—C6F—C5F0.1 (11)C20A—S1A—N1A—C1A64.2 (5)
C2F—C1F—C6F—C7F−178.7 (7)C20A—S1A—N1A—C14A−74.1 (5)
C2F—C3F—C4F—C5F0.1 (11)C20A—C21A—C22A—C23A−0.6 (12)
C3A—C4A—C5A—C6A1.3 (10)C20B—S1B—N1B—C1B67.2 (7)
C3B—C4B—C5B—C6B0.4 (10)C20B—S1B—N1B—C14B−72.2 (6)
C3C—C4C—C5C—C6C2.5 (9)C20B—C21B—C22B—C23B−2.2 (12)
C3D—C4D—C5D—C6D0.2 (10)C20C—S1C—N1C—C1C62.9 (4)
C3E—C4E—C5E—C6E4.5 (9)C20C—S1C—N1C—C14C−74.4 (4)
C3F—C4F—C5F—C6F0.7 (11)C20C—C21C—C22C—C23C−3.1 (11)
C4A—C5A—C6A—C1A−1.2 (9)C20D—S1D—N1D—C1D65.7 (6)
C4A—C5A—C6A—C7A178.8 (6)C20D—S1D—N1D—C14D−72.6 (5)
C4B—C5B—C6B—C1B−1.6 (10)C20D—C21D—C22D—C23D−2.9 (10)
C4B—C5B—C6B—C7B177.8 (7)C20E—S1E—N1E—C1E68.4 (4)
C4C—C5C—C6C—C1C−1.3 (9)C20E—S1E—N1E—C14E−69.2 (4)
C4C—C5C—C6C—C7C177.3 (6)C20E—C21E—C22E—C23E−1.5 (11)
C4D—C5D—C6D—C1D−0.8 (9)C20F—S1F—N1F—C1F67.6 (7)
C4D—C5D—C6D—C7D178.3 (7)C20F—S1F—N1F—C14F−71.4 (5)
C4E—C5E—C6E—C1E−3.5 (9)C20F—C21F—C22F—C23F−1.4 (11)
C4E—C5E—C6E—C7E177.0 (6)C21A—C20A—C25A—C24A2.4 (10)
C4F—C5F—C6F—C1F−0.8 (10)C21A—C22A—C23A—C24A1.0 (11)
C4F—C5F—C6F—C7F177.7 (7)C21A—C22A—C23A—C26A−179.2 (7)
C5A—C6A—C7A—C8A6.8 (11)C21B—C20B—C25B—C24B4.4 (11)
C5A—C6A—C7A—C14A−176.2 (6)C21B—C22B—C23B—C24B2.2 (12)
C5B—C6B—C7B—C8B8.8 (13)C21B—C22B—C23B—C26B−178.4 (7)
C5B—C6B—C7B—C14B−175.2 (7)C21C—C20C—C25C—C24C1.8 (9)
C5C—C6C—C7C—C8C8.0 (10)C21C—C22C—C23C—C24C3.4 (10)
C5C—C6C—C7C—C14C−173.9 (6)C21C—C22C—C23C—C26C−177.9 (7)
C5D—C6D—C7D—C8D9.5 (13)C21D—C20D—C25D—C24D2.4 (9)
C5D—C6D—C7D—C14D−175.4 (7)C21D—C22D—C23D—C24D4.1 (10)
C5E—C6E—C7E—C8E5.8 (11)C21D—C22D—C23D—C26D−177.6 (6)
C5E—C6E—C7E—C14E−175.0 (6)C21E—C20E—C25E—C24E0.1 (9)
C5F—C6F—C7F—C8F10.3 (14)C21E—C22E—C23E—C24E1.4 (11)
C5F—C6F—C7F—C14F−173.8 (7)C21E—C22E—C23E—C26E−179.2 (7)
C6A—C1A—C2A—C3A0.4 (9)C21F—C20F—C25F—C24F2.5 (10)
C6A—C7A—C8A—C9A178.3 (6)C21F—C22F—C23F—C24F1.2 (11)
C6A—C7A—C14A—N1A−7.1 (6)C21F—C22F—C23F—C26F−179.6 (7)
C6A—C7A—C14A—C13A−130.7 (5)C22A—C23A—C24A—C25A0.3 (10)
C6B—C1B—C2B—C3B0.0 (10)C22B—C23B—C24B—C25B1.3 (12)
C6B—C7B—C8B—C9B180.0 (7)C22C—C23C—C24C—C25C−1.1 (9)
C6B—C7B—C14B—N1B−7.3 (7)C22D—C23D—C24D—C25D−2.0 (9)
C6B—C7B—C14B—C13B−131.8 (6)C22E—C23E—C24E—C25E−0.5 (10)
C6C—C1C—C2C—C3C1.9 (8)C22F—C23F—C24F—C25F0.9 (12)
C6C—C7C—C8C—C9C179.4 (5)C23A—C24A—C25A—C20A−2.0 (9)
C6C—C7C—C14C—N1C−8.6 (5)C23B—C24B—C25B—C20B−4.6 (12)
C6C—C7C—C14C—C13C−132.2 (4)C23C—C24C—C25C—C20C−1.4 (8)
C6D—C1D—C2D—C3D1.6 (10)C23D—C24D—C25D—C20D−1.2 (9)
C6D—C7D—C8D—C9D−179.5 (7)C23E—C24E—C25E—C20E−0.3 (9)
C6D—C7D—C14D—N1D−7.5 (6)C23F—C24F—C25F—C20F−2.7 (12)
C6D—C7D—C14D—C13D−132.8 (6)C25A—C20A—C21A—C22A−1.1 (11)
C6E—C1E—C2E—C3E−0.5 (9)C25B—C20B—C21B—C22B−1.1 (11)
C6E—C7E—C8E—C9E−178.0 (5)C25C—C20C—C21C—C22C0.4 (10)
C6E—C7E—C14E—N1E−9.5 (5)C25D—C20D—C21D—C22D−0.4 (10)
C6E—C7E—C14E—C13E−134.5 (4)C25E—C20E—C21E—C22E0.7 (10)
C6F—C1F—C2F—C3F0.7 (11)C25F—C20F—C21F—C22F−0.5 (10)
C6F—C7F—C8F—C9F−179.4 (7)C26A—C23A—C24A—C25A−179.5 (6)
C6F—C7F—C14F—N1F−8.4 (7)C26B—C23B—C24B—C25B−178.2 (7)
C6F—C7F—C14F—C13F−132.8 (6)C26C—C23C—C24C—C25C−179.8 (5)
C7A—C8A—C9A—C10A−39.0 (8)C26D—C23D—C24D—C25D179.8 (6)
C7A—C8A—C9A—C15A84.5 (6)C26E—C23E—C24E—C25E−180.0 (6)
C7B—C8B—C9B—C10B−42.9 (9)C26F—C23F—C24F—C25F−178.3 (7)
C7B—C8B—C9B—C15B83.9 (9)C27A—N2A—C11A—O1A−2.3 (10)
C7C—C8C—C9C—C10C−38.3 (7)C27A—N2A—C11A—C10A179.6 (5)
C7C—C8C—C9C—C15C85.0 (6)C27A—N2A—C12A—O2A9.4 (11)
C7D—C8D—C9D—C10D−43.4 (9)C27A—N2A—C12A—C13A−169.0 (6)
C7D—C8D—C9D—C15D82.4 (8)C27B—N2B—C11B—O1B−2.2 (13)
C7E—C8E—C9E—C10E−39.2 (8)C27B—N2B—C11B—C10B−179.7 (6)
C7E—C8E—C9E—C15E84.0 (6)C27B—N2B—C12B—O2B6.3 (12)
C7F—C8F—C9F—C10F−41.5 (10)C27B—N2B—C12B—C13B−171.2 (6)
C7F—C8F—C9F—C15F83.3 (8)C27C—N2C—C11C—O8AA−1.8 (9)
C8A—C7A—C14A—N1A170.3 (5)C27C—N2C—C11C—C10C−179.2 (5)
C8A—C7A—C14A—C13A46.7 (7)C27C—N2C—C12C—O9AA8.1 (9)
C8A—C9A—C10A—C11A−90.3 (6)C27C—N2C—C12C—C13C−170.1 (5)
C8A—C9A—C10A—C13A28.0 (7)C27D—N2D—C11D—O1D0.1 (12)
C8A—C9A—C15A—C16A161.1 (5)C27D—N2D—C11D—C10D−178.4 (6)
C8B—C7B—C14B—N1B169.4 (6)C27D—N2D—C12D—O2D5.8 (11)
C8B—C7B—C14B—C13B45.0 (9)C27D—N2D—C12D—C13D−171.9 (6)
C8B—C9B—C10B—C11B−87.0 (8)C27E—N2E—C11E—O1E−1.0 (10)
C8B—C9B—C10B—C13B29.8 (8)C27E—N2E—C11E—C10E−178.8 (5)
C8B—C9B—C15B—C16B159.2 (6)C27E—N2E—C12E—O2E8.9 (9)
C8C—C7C—C14C—N1C169.7 (5)C27E—N2E—C12E—C13E−170.3 (5)
C8C—C7C—C14C—C13C46.1 (6)C27F—N2F—C11F—O1F0.3 (13)
C8C—C9C—C10C—C11C−91.0 (6)C27F—N2F—C11F—C10F−177.9 (7)
C8C—C9C—C10C—C13C26.7 (6)C27F—N2F—C12F—O2F5.8 (12)
C8C—C9C—C15C—C16C161.6 (5)C27F—N2F—C12F—C13F−170.7 (7)
(2c) top
Crystal data top
C32H30N2O6S·0.7(H2O)F(000) = 1228
Mr = 583.25Dx = 1.380 Mg m−3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
a = 10.76442 (14) ÅCell parameters from 14363 reflections
b = 16.9915 (2) Åθ = 3.8–27.3°
c = 15.4288 (2) ŵ = 0.17 mm−1
β = 95.9049 (13)°T = 150 K
V = 2807.02 (6) Å3Block, colourless
Z = 40.23 × 0.12 × 0.09 mm
Data collection top
Xcalibur, Eos, Gemini ultra
diffractometer		5196 reflections with I > 2σ(I)
Detector resolution: 16.1500 pixels mm-1Rint = 0.046
ω scansθmax = 28.1°, θmin = 3.3°
Absorption correction: analytical
CrysAlisPro, Agilent Technologies, Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET) (compiled Aug 2 2013,16:46:58) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)		h = −13→13
Tmin = 0.982, Tmax = 0.991k = −22→22
43583 measured reflectionsl = −20→19
6313 independent reflections
Refinement top
Refinement on F26 restraints
Least-squares matrix: fullHydrogen site location: mixed
R[F2 > 2σ(F2)] = 0.041H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.097 w = 1/[σ2(Fo2) + (0.0414P)2 + 1.1121P]
where P = (Fo2 + 2Fc2)/3
S = 1.05(Δ/σ)max = 0.001
6313 reflectionsΔρmax = 0.32 e Å−3
394 parametersΔρmin = −0.43 e Å−3
Special details top

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 (Å2) top
xyzUiso*/UeqOcc. (<1)
S10.48661 (3)0.79204 (2)0.47945 (2)0.02026 (10)
O1−0.09564 (10)0.61803 (7)0.56697 (7)0.0307 (3)
O20.24461 (10)0.76203 (7)0.67114 (7)0.0275 (3)
O30.22085 (10)0.53224 (7)0.17712 (7)0.0293 (3)
O40.04124 (12)0.59379 (8)0.13538 (8)0.0404 (3)
O50.39516 (10)0.84436 (6)0.43800 (7)0.0263 (2)
O60.58526 (10)0.82163 (6)0.53995 (7)0.0272 (3)
O7−0.14359 (18)0.69383 (13)0.06627 (16)0.0536 (6)0.7
H7A−0.099 (3)0.6569 (18)0.092 (2)0.064*0.7
H7B−0.220 (2)0.677 (2)0.059 (2)0.064*0.7
N10.40793 (11)0.72876 (7)0.53446 (8)0.0189 (3)
N20.06968 (11)0.68576 (7)0.63804 (8)0.0196 (3)
C10.47274 (13)0.66282 (8)0.57701 (9)0.0189 (3)
C20.58313 (14)0.66416 (9)0.63206 (10)0.0244 (3)
H20.62760.71180.64450.029*
C30.62594 (15)0.59322 (10)0.66829 (11)0.0275 (3)
H30.70120.59240.70630.033*
C40.56147 (15)0.52331 (10)0.65034 (11)0.0278 (4)
H40.59300.47560.67610.033*
C50.45141 (14)0.52274 (9)0.59511 (10)0.0235 (3)
H50.40730.47500.58250.028*
C60.40677 (13)0.59335 (8)0.55849 (9)0.0189 (3)
C70.29125 (13)0.61094 (8)0.50403 (9)0.0180 (3)
C80.19149 (13)0.56751 (9)0.47654 (9)0.0192 (3)
H80.19150.51210.48510.023*
C90.07843 (13)0.60911 (8)0.43140 (9)0.0197 (3)
H90.00520.57350.43490.024*
C100.05367 (13)0.68482 (8)0.48398 (9)0.0189 (3)
H10−0.00680.71930.44800.023*
C11−0.00380 (13)0.65858 (9)0.56463 (10)0.0214 (3)
C120.17083 (13)0.73100 (8)0.61762 (10)0.0190 (3)
C130.16893 (13)0.73399 (8)0.51900 (9)0.0181 (3)
H130.15830.78960.49840.022*
C140.28898 (13)0.69887 (8)0.48784 (9)0.0178 (3)
H140.28920.70890.42400.021*
C150.08827 (15)0.62507 (9)0.33427 (10)0.0230 (3)
H15A0.01910.66000.31100.028*
H15B0.16810.65220.32740.028*
C160.08207 (16)0.54792 (9)0.28295 (10)0.0265 (3)
H16A0.14330.51020.31160.032*
H16B−0.00230.52470.28310.032*
C170.10964 (15)0.56087 (9)0.19071 (10)0.0253 (3)
C18A0.2536 (11)0.5362 (7)0.0882 (6)0.0378 (16)0.6122
H18A0.26260.59160.07010.045*0.6122
H18B0.18830.51070.04770.045*0.6122
C18B0.264 (2)0.5497 (12)0.0930 (9)0.0378 (16)0.3878
H18C0.30930.60060.09540.045*0.3878
H18D0.19280.55310.04750.045*0.3878
C19A0.3757 (9)0.4932 (8)0.0879 (10)0.0476 (18)0.6122
H19A0.40300.49500.02930.071*0.6122
H19B0.36490.43830.10500.071*0.6122
H19C0.43870.51840.12920.071*0.6122
C19B0.3501 (16)0.4849 (14)0.0721 (17)0.0476 (18)0.3878
H19D0.37230.49150.01250.071*0.3878
H19E0.30820.43410.07720.071*0.3878
H19F0.42600.48650.11300.071*0.3878
C200.55297 (14)0.73641 (9)0.39980 (10)0.0215 (3)
C210.66847 (14)0.70051 (9)0.42076 (11)0.0248 (3)
H210.71450.70950.47570.030*
C220.71492 (14)0.65156 (10)0.36016 (11)0.0276 (4)
H220.79430.62770.37370.033*
C230.64819 (15)0.63647 (10)0.27987 (11)0.0278 (4)
C240.53363 (15)0.67390 (10)0.26026 (10)0.0277 (4)
H240.48760.66490.20530.033*
C250.48549 (14)0.72393 (9)0.31916 (10)0.0250 (3)
H250.40750.74940.30470.030*
C260.69758 (19)0.57891 (12)0.21774 (12)0.0424 (5)
H26A0.68430.52510.23770.064*
H26B0.78710.58800.21550.064*
H26C0.65350.58610.15950.064*
C270.04686 (14)0.66521 (9)0.72490 (10)0.0214 (3)
C28−0.06859 (15)0.68085 (10)0.75342 (11)0.0265 (3)
H28−0.13110.70790.71700.032*
C29−0.09118 (17)0.65611 (10)0.83649 (11)0.0338 (4)
H29−0.16990.66620.85690.041*
C300.00048 (18)0.61699 (11)0.88932 (11)0.0363 (4)
H30−0.01580.59980.94560.044*
C310.11571 (17)0.60286 (11)0.86029 (11)0.0345 (4)
H310.17870.57640.89690.041*
C320.13945 (15)0.62713 (10)0.77796 (10)0.0276 (3)
H320.21870.61770.75800.033*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
S10.01793 (18)0.01759 (18)0.0252 (2)−0.00250 (14)0.00201 (14)0.00200 (14)
O10.0225 (6)0.0413 (7)0.0287 (6)−0.0131 (5)0.0037 (5)−0.0056 (5)
O20.0238 (6)0.0333 (6)0.0249 (6)−0.0095 (5)0.0005 (5)−0.0069 (5)
O30.0309 (6)0.0340 (6)0.0238 (6)0.0111 (5)0.0061 (5)0.0039 (5)
O40.0368 (7)0.0537 (8)0.0291 (7)0.0153 (6)−0.0040 (5)0.0057 (6)
O50.0251 (6)0.0187 (5)0.0349 (6)0.0012 (4)0.0026 (5)0.0050 (5)
O60.0245 (6)0.0251 (6)0.0316 (6)−0.0078 (5)0.0000 (5)−0.0014 (5)
O70.0255 (10)0.0460 (12)0.0876 (17)0.0013 (9)−0.0025 (10)0.0303 (12)
N10.0153 (6)0.0189 (6)0.0222 (6)−0.0016 (5)0.0009 (5)0.0022 (5)
N20.0168 (6)0.0222 (6)0.0197 (6)−0.0026 (5)0.0008 (5)−0.0012 (5)
C10.0183 (7)0.0192 (7)0.0196 (7)0.0018 (6)0.0035 (6)0.0012 (6)
C20.0200 (7)0.0241 (8)0.0287 (8)−0.0010 (6)0.0002 (6)−0.0004 (6)
C30.0214 (8)0.0305 (8)0.0292 (9)0.0020 (7)−0.0044 (7)0.0028 (7)
C40.0266 (8)0.0258 (8)0.0305 (9)0.0059 (7)−0.0001 (7)0.0073 (7)
C50.0239 (8)0.0193 (7)0.0270 (8)0.0002 (6)0.0017 (6)0.0025 (6)
C60.0179 (7)0.0205 (7)0.0185 (7)0.0018 (6)0.0030 (6)0.0006 (6)
C70.0182 (7)0.0178 (7)0.0182 (7)0.0016 (6)0.0036 (6)0.0006 (6)
C80.0214 (7)0.0173 (7)0.0190 (7)0.0007 (6)0.0017 (6)0.0001 (6)
C90.0180 (7)0.0197 (7)0.0210 (7)−0.0030 (6)−0.0003 (6)−0.0015 (6)
C100.0155 (7)0.0204 (7)0.0202 (7)0.0021 (6)−0.0011 (6)0.0003 (6)
C110.0171 (7)0.0230 (7)0.0235 (8)0.0001 (6)−0.0001 (6)−0.0030 (6)
C120.0148 (7)0.0182 (7)0.0240 (8)0.0007 (6)0.0011 (6)−0.0026 (6)
C130.0165 (7)0.0164 (7)0.0211 (7)0.0004 (6)0.0004 (6)0.0010 (6)
C140.0150 (7)0.0185 (7)0.0194 (7)−0.0016 (5)−0.0001 (5)0.0003 (6)
C150.0246 (8)0.0238 (8)0.0200 (8)0.0001 (6)−0.0005 (6)0.0003 (6)
C160.0301 (8)0.0261 (8)0.0234 (8)−0.0004 (7)0.0032 (7)−0.0026 (6)
C170.0274 (8)0.0244 (8)0.0236 (8)0.0027 (6)−0.0007 (7)−0.0039 (6)
C18A0.053 (2)0.034 (4)0.0294 (13)0.009 (2)0.0187 (15)0.0043 (17)
C18B0.053 (2)0.034 (4)0.0294 (13)0.009 (2)0.0187 (15)0.0043 (17)
C19A0.047 (4)0.044 (3)0.056 (5)0.007 (3)0.025 (3)−0.004 (2)
C19B0.047 (4)0.044 (3)0.056 (5)0.007 (3)0.025 (3)−0.004 (2)
C200.0196 (7)0.0206 (7)0.0251 (8)−0.0028 (6)0.0056 (6)0.0038 (6)
C210.0175 (7)0.0279 (8)0.0285 (8)−0.0029 (6)0.0001 (6)0.0029 (7)
C220.0190 (7)0.0299 (8)0.0342 (9)0.0026 (6)0.0044 (7)0.0056 (7)
C230.0284 (8)0.0278 (8)0.0282 (9)0.0020 (7)0.0084 (7)0.0049 (7)
C240.0283 (8)0.0341 (9)0.0205 (8)0.0024 (7)0.0014 (7)0.0042 (7)
C250.0203 (7)0.0304 (8)0.0241 (8)0.0022 (6)0.0016 (6)0.0079 (6)
C260.0462 (11)0.0477 (11)0.0343 (10)0.0168 (9)0.0086 (8)−0.0012 (9)
C270.0223 (7)0.0223 (7)0.0197 (7)−0.0063 (6)0.0021 (6)−0.0052 (6)
C280.0250 (8)0.0265 (8)0.0285 (9)−0.0047 (7)0.0053 (7)−0.0065 (7)
C290.0342 (9)0.0364 (9)0.0331 (9)−0.0133 (8)0.0148 (8)−0.0123 (8)
C300.0498 (11)0.0388 (10)0.0209 (8)−0.0208 (9)0.0066 (8)−0.0055 (7)
C310.0420 (10)0.0355 (9)0.0244 (9)−0.0111 (8)−0.0046 (7)0.0027 (7)
C320.0266 (8)0.0299 (8)0.0258 (8)−0.0053 (7)−0.0003 (7)−0.0010 (7)
Geometric parameters (Å, º) top
S1—O51.4279 (11)C15—H15B0.9900
S1—O61.4309 (11)C15—C161.529 (2)
S1—N11.6557 (12)C16—H16A0.9900
S1—C201.7590 (16)C16—H16B0.9900
O1—C111.2085 (18)C16—C171.500 (2)
O2—C121.2066 (17)C18A—H18A0.9900
O3—C171.3286 (19)C18A—H18B0.9900
O3—C18A1.453 (8)C18A—C19A1.504 (9)
O3—C18B1.456 (12)C18B—H18C0.9900
O4—C171.2060 (19)C18B—H18D0.9900
O7—H7A0.86 (3)C18B—C19B1.492 (13)
O7—H7B0.87 (3)C19A—H19A0.9800
N1—C11.4419 (18)C19A—H19B0.9800
N1—C141.4918 (18)C19A—H19C0.9800
N2—C111.3919 (19)C19B—H19D0.9800
N2—C121.3950 (18)C19B—H19E0.9800
N2—C271.4305 (19)C19B—H19F0.9800
C1—C21.388 (2)C20—C211.393 (2)
C1—C61.392 (2)C20—C251.391 (2)
C2—H20.9500C21—H210.9500
C2—C31.387 (2)C21—C221.383 (2)
C3—H30.9500C22—H220.9500
C3—C41.389 (2)C22—C231.390 (2)
C4—H40.9500C23—C241.393 (2)
C4—C51.386 (2)C23—C261.504 (2)
C5—H50.9500C24—H240.9500
C5—C61.391 (2)C24—C251.383 (2)
C6—C71.458 (2)C25—H250.9500
C7—C81.336 (2)C26—H26A0.9800
C7—C141.5145 (19)C26—H26B0.9800
C8—H80.9500C26—H26C0.9800
C8—C91.514 (2)C27—C281.386 (2)
C9—H91.0000C27—C321.384 (2)
C9—C101.558 (2)C28—H280.9500
C9—C151.537 (2)C28—C291.394 (2)
C10—H101.0000C29—H290.9500
C10—C111.513 (2)C29—C301.384 (3)
C10—C131.5464 (19)C30—H300.9500
C12—C131.520 (2)C30—C311.382 (3)
C13—H131.0000C31—H310.9500
C13—C141.5443 (19)C31—C321.384 (2)
C14—H141.0000C32—H320.9500
C15—H15A0.9900
O5—S1—O6120.30 (7)C15—C16—H16A109.4
O5—S1—N1105.57 (6)C15—C16—H16B109.4
O5—S1—C20109.42 (7)H16A—C16—H16B108.0
O6—S1—N1106.15 (6)C17—C16—C15111.30 (13)
O6—S1—C20108.49 (7)C17—C16—H16A109.4
N1—S1—C20105.97 (7)C17—C16—H16B109.4
C17—O3—C18A116.3 (5)O3—C17—C16111.44 (13)
C17—O3—C18B116.4 (8)O4—C17—O3123.54 (15)
H7A—O7—H7B108 (3)O4—C17—C16125.02 (15)
C1—N1—S1119.27 (9)O3—C18A—H18A110.5
C1—N1—C14107.82 (11)O3—C18A—H18B110.5
C14—N1—S1115.65 (9)O3—C18A—C19A106.1 (9)
C11—N2—C12112.98 (12)H18A—C18A—H18B108.7
C11—N2—C27122.91 (12)C19A—C18A—H18A110.5
C12—N2—C27124.01 (12)C19A—C18A—H18B110.5
C2—C1—N1127.56 (13)O3—C18B—H18C110.2
C2—C1—C6121.75 (14)O3—C18B—H18D110.2
C6—C1—N1110.66 (12)O3—C18B—C19B107.7 (16)
C1—C2—H2121.3H18C—C18B—H18D108.5
C3—C2—C1117.40 (14)C19B—C18B—H18C110.2
C3—C2—H2121.3C19B—C18B—H18D110.2
C2—C3—H3119.2C18A—C19A—H19A109.5
C2—C3—C4121.62 (14)C18A—C19A—H19B109.5
C4—C3—H3119.2C18A—C19A—H19C109.5
C3—C4—H4119.8H19A—C19A—H19B109.5
C5—C4—C3120.42 (15)H19A—C19A—H19C109.5
C5—C4—H4119.8H19B—C19A—H19C109.5
C4—C5—H5120.6C18B—C19B—H19D109.5
C4—C5—C6118.77 (14)C18B—C19B—H19E109.5
C6—C5—H5120.6C18B—C19B—H19F109.5
C1—C6—C7109.35 (12)H19D—C19B—H19E109.5
C5—C6—C1120.04 (13)H19D—C19B—H19F109.5
C5—C6—C7130.50 (14)H19E—C19B—H19F109.5
C6—C7—C14107.19 (12)C21—C20—S1119.35 (12)
C8—C7—C6132.82 (14)C25—C20—S1119.65 (12)
C8—C7—C14119.59 (13)C25—C20—C21120.82 (15)
C7—C8—H8121.0C20—C21—H21120.6
C7—C8—C9118.04 (13)C22—C21—C20118.87 (15)
C9—C8—H8121.0C22—C21—H21120.6
C8—C9—H9107.1C21—C22—H22119.2
C8—C9—C10108.56 (11)C21—C22—C23121.58 (15)
C8—C9—C15113.46 (12)C23—C22—H22119.2
C10—C9—H9107.1C22—C23—C24118.30 (15)
C15—C9—H9107.1C22—C23—C26120.24 (15)
C15—C9—C10113.23 (12)C24—C23—C26121.43 (16)
C9—C10—H10109.3C23—C24—H24119.3
C11—C10—C9106.93 (12)C25—C24—C23121.40 (15)
C11—C10—H10109.3C25—C24—H24119.3
C11—C10—C13104.67 (11)C20—C25—H25120.5
C13—C10—C9116.99 (11)C24—C25—C20119.01 (14)
C13—C10—H10109.3C24—C25—H25120.5
O1—C11—N2124.26 (14)C23—C26—H26A109.5
O1—C11—C10126.70 (14)C23—C26—H26B109.5
N2—C11—C10108.98 (12)C23—C26—H26C109.5
O2—C12—N2124.08 (14)H26A—C26—H26B109.5
O2—C12—C13127.62 (13)H26A—C26—H26C109.5
N2—C12—C13108.30 (12)H26B—C26—H26C109.5
C10—C13—H13109.8C28—C27—N2119.78 (14)
C12—C13—C10105.03 (11)C32—C27—N2119.06 (13)
C12—C13—H13109.8C32—C27—C28121.11 (15)
C12—C13—C14111.91 (11)C27—C28—H28120.6
C14—C13—C10110.45 (11)C27—C28—C29118.76 (16)
C14—C13—H13109.8C29—C28—H28120.6
N1—C14—C7104.94 (11)C28—C29—H29119.8
N1—C14—C13114.99 (11)C30—C29—C28120.35 (16)
N1—C14—H14109.2C30—C29—H29119.8
C7—C14—C13109.25 (11)C29—C30—H30119.9
C7—C14—H14109.2C31—C30—C29120.12 (16)
C13—C14—H14109.2C31—C30—H30119.9
C9—C15—H15A109.6C30—C31—H31119.9
C9—C15—H15B109.6C30—C31—C32120.14 (17)
H15A—C15—H15B108.1C32—C31—H31119.9
C16—C15—C9110.47 (12)C27—C32—C31119.51 (16)
C16—C15—H15A109.6C27—C32—H32120.2
C16—C15—H15B109.6C31—C32—H32120.2
S1—N1—C1—C249.84 (19)C9—C10—C13—C143.86 (17)
S1—N1—C1—C6−132.36 (11)C9—C15—C16—C17−171.93 (13)
S1—N1—C14—C7134.74 (10)C10—C9—C15—C16−166.89 (12)
S1—N1—C14—C13−105.21 (12)C10—C13—C14—N1−165.67 (11)
S1—C20—C21—C22174.62 (12)C10—C13—C14—C7−48.02 (15)
S1—C20—C25—C24−173.83 (12)C11—N2—C12—O2178.04 (14)
O2—C12—C13—C10−179.36 (14)C11—N2—C12—C13−1.42 (16)
O2—C12—C13—C1460.77 (19)C11—N2—C27—C28−56.6 (2)
O5—S1—N1—C1173.88 (11)C11—N2—C27—C32120.90 (16)
O5—S1—N1—C1442.70 (11)C11—C10—C13—C121.13 (14)
O5—S1—C20—C21159.81 (12)C11—C10—C13—C14121.97 (12)
O5—S1—C20—C25−25.03 (14)C12—N2—C11—O1179.59 (14)
O6—S1—N1—C1−57.37 (12)C12—N2—C11—C102.20 (16)
O6—S1—N1—C14171.46 (10)C12—N2—C27—C28127.13 (16)
O6—S1—C20—C2126.82 (14)C12—N2—C27—C32−55.4 (2)
O6—S1—C20—C25−158.03 (12)C12—C13—C14—N1−49.03 (16)
N1—S1—C20—C21−86.81 (13)C12—C13—C14—C768.61 (15)
N1—S1—C20—C2588.35 (13)C13—C10—C11—O1−179.30 (15)
N1—C1—C2—C3177.62 (14)C13—C10—C11—N2−2.00 (15)
N1—C1—C6—C5−178.28 (13)C14—N1—C1—C2−175.61 (14)
N1—C1—C6—C7−1.78 (16)C14—N1—C1—C62.18 (16)
N2—C12—C13—C100.07 (15)C14—C7—C8—C9−1.2 (2)
N2—C12—C13—C14−119.80 (12)C15—C9—C10—C11157.82 (12)
N2—C27—C28—C29176.23 (13)C15—C9—C10—C13−85.30 (15)
N2—C27—C32—C31−176.21 (14)C15—C16—C17—O3108.18 (15)
C1—N1—C14—C7−1.66 (14)C15—C16—C17—O4−71.0 (2)
C1—N1—C14—C13118.40 (13)C17—O3—C18A—C19A−174.3 (6)
C1—C2—C3—C40.1 (2)C17—O3—C18B—C19B−152.3 (11)
C1—C6—C7—C8−171.89 (15)C18A—O3—C17—O4−5.3 (6)
C1—C6—C7—C140.67 (16)C18A—O3—C17—C16175.5 (6)
C2—C1—C6—C5−0.3 (2)C18B—O3—C17—O46.4 (10)
C2—C1—C6—C7176.16 (13)C18B—O3—C17—C16−172.8 (10)
C2—C3—C4—C50.0 (3)C20—S1—N1—C157.86 (12)
C3—C4—C5—C6−0.3 (2)C20—S1—N1—C14−73.31 (11)
C4—C5—C6—C10.4 (2)C20—C21—C22—C23−1.1 (2)
C4—C5—C6—C7−175.21 (15)C21—C20—C25—C241.3 (2)
C5—C6—C7—C84.1 (3)C21—C22—C23—C241.9 (2)
C5—C6—C7—C14176.68 (15)C21—C22—C23—C26−176.07 (16)
C6—C1—C2—C30.0 (2)C22—C23—C24—C25−1.1 (2)
C6—C7—C8—C9170.66 (14)C23—C24—C25—C20−0.5 (2)
C6—C7—C14—N10.63 (15)C25—C20—C21—C22−0.5 (2)
C6—C7—C14—C13−123.17 (12)C26—C23—C24—C25176.85 (16)
C7—C8—C9—C10−44.56 (17)C27—N2—C11—O13.0 (2)
C7—C8—C9—C1582.26 (16)C27—N2—C11—C10−174.43 (13)
C8—C7—C14—N1174.36 (13)C27—N2—C12—O2−5.4 (2)
C8—C7—C14—C1350.55 (17)C27—N2—C12—C13175.17 (13)
C8—C9—C10—C11−75.22 (14)C27—C28—C29—C300.3 (2)
C8—C9—C10—C1341.65 (16)C28—C27—C32—C311.3 (2)
C8—C9—C15—C1668.78 (16)C28—C29—C30—C310.6 (3)
C9—C10—C11—O1−54.55 (19)C29—C30—C31—C32−0.6 (3)
C9—C10—C11—N2122.76 (12)C30—C31—C32—C27−0.3 (2)
C9—C10—C13—C12−116.97 (13)C32—C27—C28—C29−1.2 (2)
(fdd2) top
Crystal data top
C27H28N2O6SDx = 1.376 Mg m−3
Mr = 508.57Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, Fdd2Cell parameters from 27274 reflections
a = 22.4051 (2) Åθ = 2.8–28.0°
b = 35.1366 (6) ŵ = 0.18 mm−1
c = 12.4732 (7) ÅT = 150 K
V = 9819.4 (6) Å3Block, clear light colourless
Z = 160.37 × 0.34 × 0.19 mm
F(000) = 4288
Data collection top
Xcalibur, Atlas, Gemini ultra
diffractometer		3057 reflections with I > 2σ(I)
Detector resolution: 10.3968 pixels mm-1Rint = 0.028
ω scansθmax = 26.4°, θmin = 3.0°
Absorption correction: multi-scan
CrysAlisPro, Agilent Technologies, Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET) (compiled Mar 27 2014,17:12:48) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.		h = −28→27
Tmin = 0.958, Tmax = 1.000k = −43→43
4970 measured reflectionsl = −15→15
3811 independent reflections
Refinement top
Refinement on F2Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: fullH-atom parameters constrained
R[F2 > 2σ(F2)] = 0.069 w = 1/[σ2(Fo2) + (0.0993P)2 + 34.099P]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.196(Δ/σ)max = 0.001
S = 1.06Δρmax = 0.65 e Å−3
3811 reflectionsΔρmin = −0.62 e Å−3
328 parametersAbsolute structure: Classical Flack method preferred over Parsons because s.u. lower.
296 restraintsAbsolute structure parameter: 0.3 (2)
Special details top

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 (Å2) top
xyzUiso*/Ueq
S10.69945 (10)0.51314 (5)0.73969 (14)0.0675 (6)
O10.6749 (3)0.38107 (16)1.1643 (4)0.0735 (15)
O20.7837 (2)0.42850 (16)0.8896 (4)0.0715 (14)
O30.4230 (3)0.44782 (18)1.1832 (4)0.0802 (15)
O40.4328 (3)0.4749 (3)1.0209 (5)0.109 (2)
O50.7012 (3)0.52747 (16)0.8476 (4)0.092 (2)
O60.7472 (2)0.52092 (14)0.6646 (5)0.0735 (15)
N10.6956 (3)0.46656 (14)0.7508 (4)0.0556 (13)
N20.7386 (2)0.39991 (14)1.0330 (4)0.0503 (12)
C10.6931 (3)0.44140 (18)0.6599 (5)0.0503 (14)
C20.7182 (3)0.4459 (2)0.5596 (6)0.0582 (16)
H20.7411100.4678830.5425260.070*
C30.7088 (3)0.4173 (2)0.4845 (6)0.0592 (16)
H30.7257870.4198610.4150460.071*
C40.6750 (3)0.38482 (19)0.5085 (6)0.0523 (14)
H40.6688720.3657530.4556570.063*
C50.6507 (3)0.38077 (16)0.6098 (5)0.0476 (13)
H50.6283480.3586490.6272430.057*
C60.6591 (3)0.40903 (17)0.6855 (5)0.0465 (13)
C70.6366 (3)0.41271 (17)0.7957 (5)0.0501 (14)
C80.6080 (3)0.38911 (17)0.8607 (5)0.0498 (14)
H80.5980060.3641980.8371830.060*
C90.5913 (3)0.40198 (19)0.9724 (5)0.0563 (15)
H90.5850410.3786461.0169090.068*
C100.6415 (3)0.42559 (18)1.0260 (5)0.0541 (15)
H100.6233540.4438921.0780510.065*
C110.6851 (3)0.39980 (17)1.0851 (5)0.0527 (14)
C120.7414 (3)0.42501 (19)0.9488 (5)0.0548 (14)
C130.6834 (3)0.44765 (17)0.9482 (5)0.0534 (14)
H130.6910320.4736690.9776370.064*
C140.6551 (3)0.45124 (17)0.8356 (5)0.0517 (14)
H140.6189700.4678720.8404240.062*
C150.5316 (3)0.4242 (2)0.9706 (6)0.0647 (18)
H15A0.5392090.4505770.9459280.078*
H15B0.5041860.4120970.9185420.078*
C160.5014 (4)0.4256 (2)1.0806 (6)0.0715 (19)
H16A0.4882080.3994991.0993600.086*
H16B0.5313990.4334261.1344130.086*
C170.4484 (3)0.4518 (3)1.0890 (6)0.0702 (19)
C180.3713 (4)0.4723 (3)1.2050 (7)0.080 (2)
H18A0.3536460.4806711.1362080.096*
H18B0.3407540.4574961.2442720.096*
C190.3877 (5)0.5057 (3)1.2681 (9)0.106 (4)
H19A0.3987590.4977061.3407150.159*
H19B0.3537160.5231581.2716160.159*
H19C0.4216550.5185061.2342400.159*
C200.6327 (3)0.52783 (16)0.6832 (5)0.0515 (14)
C210.6290 (3)0.53298 (17)0.5730 (5)0.0492 (13)
H210.6629120.5290290.5287260.059*
C220.5758 (3)0.54380 (17)0.5296 (5)0.0529 (14)
H220.5740160.5488500.4548670.064*
C230.5246 (4)0.54772 (16)0.5897 (6)0.0618 (17)
C240.5288 (4)0.54280 (19)0.6982 (6)0.0716 (19)
H240.4939000.5455850.7408670.086*
C250.5812 (4)0.53404 (17)0.7469 (5)0.0662 (18)
H250.5834060.5320920.8227270.079*
C260.4650 (4)0.5582 (2)0.5381 (9)0.085 (3)
H26A0.4575040.5854930.5480890.127*
H26B0.4329150.5435730.5718690.127*
H26C0.4664140.5524240.4613300.127*
C270.7908 (3)0.3774 (2)1.0682 (6)0.0619 (17)
H27A0.7986980.3823371.1441850.093*
H27B0.8258210.3846111.0256660.093*
H27C0.7825960.3502111.0579600.093*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
S10.1076 (15)0.0477 (8)0.0474 (9)−0.0317 (9)−0.0257 (10)0.0146 (7)
O10.088 (4)0.080 (3)0.052 (3)−0.008 (3)−0.013 (3)0.030 (3)
O20.067 (3)0.091 (4)0.056 (3)−0.023 (3)−0.019 (2)0.025 (3)
O30.095 (4)0.091 (4)0.054 (3)−0.014 (3)0.004 (3)0.011 (3)
O40.104 (5)0.166 (6)0.056 (4)0.047 (4)−0.004 (3)0.028 (4)
O50.167 (6)0.059 (3)0.049 (3)−0.051 (3)−0.033 (3)0.011 (2)
O60.080 (3)0.069 (3)0.071 (3)−0.036 (3)−0.026 (3)0.028 (3)
N10.074 (3)0.048 (2)0.044 (3)−0.018 (2)−0.021 (2)0.014 (2)
N20.063 (3)0.046 (2)0.041 (3)−0.010 (2)−0.017 (2)0.009 (2)
C10.054 (3)0.049 (3)0.048 (3)−0.010 (2)−0.020 (2)0.011 (2)
C20.056 (4)0.065 (4)0.053 (3)−0.012 (3)−0.014 (3)0.014 (3)
C30.058 (4)0.067 (4)0.052 (3)0.000 (3)−0.014 (3)0.009 (3)
C40.045 (3)0.055 (3)0.057 (4)0.009 (2)−0.012 (3)0.000 (3)
C50.046 (3)0.045 (3)0.052 (3)−0.001 (2)−0.016 (2)0.008 (2)
C60.048 (3)0.047 (3)0.044 (3)−0.006 (2)−0.018 (2)0.007 (2)
C70.061 (3)0.044 (3)0.046 (3)−0.005 (2)−0.020 (3)0.011 (2)
C80.053 (3)0.046 (3)0.051 (3)−0.013 (2)−0.022 (3)0.009 (2)
C90.072 (4)0.052 (3)0.045 (3)−0.015 (3)−0.020 (3)0.012 (2)
C100.071 (3)0.049 (3)0.042 (3)−0.008 (3)−0.017 (3)0.009 (3)
C110.070 (3)0.047 (3)0.041 (3)−0.014 (3)−0.018 (3)0.011 (2)
C120.068 (3)0.057 (3)0.039 (3)−0.024 (3)−0.022 (3)0.010 (2)
C130.075 (4)0.043 (3)0.042 (3)−0.016 (3)−0.024 (3)0.008 (2)
C140.070 (4)0.044 (3)0.041 (3)−0.018 (3)−0.020 (3)0.012 (2)
C150.068 (4)0.080 (5)0.046 (4)−0.008 (3)−0.011 (3)0.014 (3)
C160.075 (4)0.095 (5)0.045 (3)−0.015 (3)−0.014 (3)0.016 (3)
C170.062 (4)0.102 (5)0.046 (4)−0.003 (3)−0.015 (3)0.005 (3)
C180.079 (5)0.097 (6)0.063 (5)−0.003 (4)0.013 (4)−0.002 (4)
C190.149 (9)0.091 (5)0.077 (6)0.020 (5)−0.057 (6)0.015 (4)
C200.089 (4)0.035 (3)0.031 (3)−0.010 (3)0.003 (3)0.001 (2)
C210.068 (3)0.044 (3)0.036 (3)−0.008 (3)0.008 (3)0.004 (2)
C220.076 (4)0.041 (3)0.042 (3)0.005 (3)0.010 (3)0.007 (2)
C230.093 (4)0.030 (3)0.062 (4)0.017 (3)0.024 (3)0.006 (3)
C240.111 (5)0.045 (3)0.060 (4)0.026 (3)0.031 (3)0.008 (3)
C250.123 (5)0.043 (3)0.032 (3)0.004 (3)0.022 (3)0.005 (3)
C260.086 (5)0.065 (5)0.103 (6)0.031 (4)0.028 (4)0.026 (4)
C270.078 (4)0.057 (4)0.050 (4)0.000 (3)−0.018 (3)0.010 (3)
Geometric parameters (Å, º) top
S1—O51.437 (6)C10—C131.557 (9)
S1—O61.448 (6)C12—C131.523 (10)
S1—N11.645 (5)C13—H131.0000
S1—C201.732 (8)C13—C141.546 (8)
O1—C111.210 (8)C14—H141.0000
O2—C121.209 (9)C15—H15A0.9900
O3—C171.314 (10)C15—H15B0.9900
O3—C181.467 (11)C15—C161.530 (11)
O4—C171.224 (10)C16—H16A0.9900
N1—C11.439 (9)C16—H16B0.9900
N1—C141.494 (8)C16—C171.507 (12)
N2—C111.362 (9)C18—H18A0.9900
N2—C121.372 (8)C18—H18B0.9900
N2—C271.480 (9)C18—C191.458 (13)
C1—C21.380 (10)C19—H19A0.9800
C1—C61.407 (8)C19—H19B0.9800
C2—H20.9500C19—H19C0.9800
C2—C31.390 (10)C20—C211.388 (8)
C3—H30.9500C20—C251.417 (10)
C3—C41.403 (10)C21—H210.9500
C4—H40.9500C21—C221.362 (9)
C4—C51.383 (10)C22—H220.9500
C5—H50.9500C22—C231.377 (10)
C5—C61.383 (9)C23—C241.368 (11)
C6—C71.469 (10)C23—C261.528 (12)
C7—C81.326 (9)C24—H240.9500
C7—C141.501 (8)C24—C251.358 (13)
C8—H80.9500C25—H250.9500
C8—C91.512 (10)C26—H26A0.9800
C9—H91.0000C26—H26B0.9800
C9—C101.549 (9)C26—H26C0.9800
C9—C151.550 (11)C27—H27A0.9800
C10—H101.0000C27—H27B0.9800
C10—C111.523 (9)C27—H27C0.9800
O5—S1—O6121.3 (4)N1—C14—C13115.0 (5)
O5—S1—N1105.7 (3)N1—C14—H14108.9
O5—S1—C20107.4 (4)C7—C14—C13109.9 (5)
O6—S1—N1106.3 (3)C7—C14—H14108.9
O6—S1—C20108.5 (3)C13—C14—H14108.9
N1—S1—C20106.6 (3)C9—C15—H15A109.1
C17—O3—C18116.4 (7)C9—C15—H15B109.1
C1—N1—S1123.2 (4)H15A—C15—H15B107.8
C1—N1—C14108.2 (4)C16—C15—C9112.6 (6)
C14—N1—S1116.7 (5)C16—C15—H15A109.1
C11—N2—C12114.0 (6)C16—C15—H15B109.1
C11—N2—C27123.6 (5)C15—C16—H16A108.4
C12—N2—C27122.3 (6)C15—C16—H16B108.4
C2—C1—N1128.9 (6)H16A—C16—H16B107.5
C2—C1—C6121.4 (6)C17—C16—C15115.4 (6)
C6—C1—N1109.8 (6)C17—C16—H16A108.4
C1—C2—H2121.1C17—C16—H16B108.4
C1—C2—C3117.7 (6)O3—C17—C16109.8 (7)
C3—C2—H2121.1O4—C17—O3124.5 (8)
C2—C3—H3119.1O4—C17—C16125.6 (8)
C2—C3—C4121.8 (7)O3—C18—H18A109.2
C4—C3—H3119.1O3—C18—H18B109.2
C3—C4—H4120.3H18A—C18—H18B107.9
C5—C4—C3119.4 (7)C19—C18—O3111.9 (8)
C5—C4—H4120.3C19—C18—H18A109.2
C4—C5—H5120.1C19—C18—H18B109.2
C4—C5—C6119.8 (6)C18—C19—H19A109.5
C6—C5—H5120.1C18—C19—H19B109.5
C1—C6—C7109.1 (6)C18—C19—H19C109.5
C5—C6—C1119.9 (6)H19A—C19—H19B109.5
C5—C6—C7131.0 (6)H19A—C19—H19C109.5
C6—C7—C14107.2 (5)H19B—C19—H19C109.5
C8—C7—C6133.1 (6)C21—C20—S1119.6 (6)
C8—C7—C14119.6 (6)C21—C20—C25119.1 (7)
C7—C8—H8120.1C25—C20—S1121.4 (5)
C7—C8—C9119.8 (6)C20—C21—H21120.6
C9—C8—H8120.1C22—C21—C20118.8 (7)
C8—C9—H9107.5C22—C21—H21120.6
C8—C9—C10112.2 (6)C21—C22—H22118.7
C8—C9—C15110.6 (5)C21—C22—C23122.7 (6)
C10—C9—H9107.5C23—C22—H22118.7
C10—C9—C15111.3 (6)C22—C23—C26121.5 (7)
C15—C9—H9107.5C24—C23—C22118.0 (8)
C9—C10—H10109.2C24—C23—C26120.4 (7)
C9—C10—C13115.8 (5)C23—C24—H24119.0
C11—C10—C9110.9 (5)C25—C24—C23122.0 (8)
C11—C10—H10109.2C25—C24—H24119.0
C11—C10—C13102.2 (5)C20—C25—H25120.4
C13—C10—H10109.2C24—C25—C20119.3 (6)
O1—C11—N2123.9 (6)C24—C25—H25120.4
O1—C11—C10126.7 (7)C23—C26—H26A109.5
N2—C11—C10109.4 (5)C23—C26—H26B109.5
O2—C12—N2124.7 (7)C23—C26—H26C109.5
O2—C12—C13127.8 (6)H26A—C26—H26B109.5
N2—C12—C13107.5 (6)H26A—C26—H26C109.5
C10—C13—H13109.2H26B—C26—H26C109.5
C12—C13—C10104.5 (5)N2—C27—H27A109.5
C12—C13—H13109.2N2—C27—H27B109.5
C12—C13—C14113.4 (6)N2—C27—H27C109.5
C14—C13—C10111.1 (5)H27A—C27—H27B109.5
C14—C13—H13109.2H27A—C27—H27C109.5
N1—C14—C7104.9 (5)H27B—C27—H27C109.5
S1—N1—C1—C231.5 (10)C8—C9—C10—C1327.5 (8)
S1—N1—C1—C6−147.8 (5)C8—C9—C15—C16159.5 (6)
S1—N1—C14—C7152.9 (4)C9—C10—C11—O1−67.3 (9)
S1—N1—C14—C13−86.2 (6)C9—C10—C11—N2111.0 (6)
S1—C20—C21—C22178.7 (5)C9—C10—C13—C12−105.5 (6)
S1—C20—C25—C24−175.1 (5)C9—C10—C13—C1417.2 (8)
O2—C12—C13—C10169.1 (6)C9—C15—C16—C17170.6 (6)
O2—C12—C13—C1448.0 (9)C10—C9—C15—C16−75.1 (8)
O5—S1—N1—C1−179.9 (6)C10—C13—C14—N1−170.9 (5)
O5—S1—N1—C1441.7 (6)C10—C13—C14—C7−52.7 (8)
O5—S1—C20—C21152.3 (5)C11—N2—C12—O2−176.9 (6)
O5—S1—C20—C25−29.0 (6)C11—N2—C12—C135.1 (7)
O6—S1—N1—C1−49.7 (6)C11—C10—C13—C1215.1 (6)
O6—S1—N1—C14171.9 (4)C11—C10—C13—C14137.8 (6)
O6—S1—C20—C2119.4 (6)C12—N2—C11—O1−176.2 (6)
O6—S1—C20—C25−161.8 (5)C12—N2—C11—C105.4 (7)
N1—S1—C20—C21−94.7 (5)C12—C13—C14—N1−53.5 (7)
N1—S1—C20—C2584.0 (6)C12—C13—C14—C764.6 (7)
N1—C1—C2—C3−179.5 (6)C13—C10—C11—O1168.7 (7)
N1—C1—C6—C5−179.9 (5)C13—C10—C11—N2−13.0 (6)
N1—C1—C6—C71.4 (7)C14—N1—C1—C2172.9 (6)
N2—C12—C13—C10−13.0 (6)C14—N1—C1—C6−6.5 (7)
N2—C12—C13—C14−134.1 (5)C14—C7—C8—C93.2 (9)
C1—N1—C14—C78.8 (7)C15—C9—C10—C11147.2 (6)
C1—N1—C14—C13129.7 (6)C15—C9—C10—C13−97.0 (7)
C1—C2—C3—C40.2 (10)C15—C16—C17—O3174.0 (7)
C1—C6—C7—C8−172.4 (7)C15—C16—C17—O4−9.2 (13)
C1—C6—C7—C144.2 (6)C17—O3—C18—C19−98.3 (9)
C2—C1—C6—C50.7 (9)C18—O3—C17—O41.6 (13)
C2—C1—C6—C7−178.0 (6)C18—O3—C17—C16178.5 (7)
C2—C3—C4—C5−0.6 (10)C20—S1—N1—C165.9 (6)
C3—C4—C5—C61.1 (9)C20—S1—N1—C14−72.5 (5)
C4—C5—C6—C1−1.2 (9)C20—C21—C22—C23−3.9 (9)
C4—C5—C6—C7177.2 (6)C21—C20—C25—C243.6 (9)
C5—C6—C7—C89.1 (11)C21—C22—C23—C244.2 (10)
C5—C6—C7—C14−174.3 (6)C21—C22—C23—C26−177.3 (7)
C6—C1—C2—C3−0.2 (10)C22—C23—C24—C25−0.5 (11)
C6—C7—C8—C9179.5 (6)C23—C24—C25—C20−3.4 (11)
C6—C7—C14—N1−7.8 (6)C25—C20—C21—C22−0.1 (9)
C6—C7—C14—C13−132.1 (5)C26—C23—C24—C25−178.9 (7)
C7—C8—C9—C10−40.6 (8)C27—N2—C11—O1−0.7 (10)
C7—C8—C9—C1584.3 (7)C27—N2—C11—C10−179.1 (6)
C8—C7—C14—N1169.3 (6)C27—N2—C12—O27.5 (10)
C8—C7—C14—C1345.1 (8)C27—N2—C12—C13−170.5 (5)
C8—C9—C10—C11−88.3 (7)
 

Acknowledgements

The authors thank Newcastle University for funding, MA thanks the Ministry of Higher Education of Saudi Arabia for a PhD scholarship. We are very grateful to Professor Emeritus Bruce M. Foxman of Brandeis University for his help with analysing the twinning. We thank Dr Jason C. Cole of the CCDC for applying the Brock & Taylor (2020) algorithm to the approximate translation.

Funding information

The following funding is acknowledged: EPSRC (grant No. EP/F03637X/1).

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Journal logoSTRUCTURAL SCIENCE
CRYSTAL ENGINEERING
MATERIALS
ISSN: 2052-5206
Volume 82| Part 3| June 2026| Pages 339-343
https://doi.org/10.1107/S2052520626004506
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