(20S)-2α,3β,12β-Trihydroxy­dammar-24-ene 20-O-β-D-glucopyran­oside (Gynosaponin TN1) as the 2.5-methanol solvate

A crystal structure establishing the relative sterochemistry of the title compound, C₃₆H₆₂O₉·2.5CH₃OH, has been obtained from single-crystal X-ray diffraction data at 150 K. The relative stereochemistry is in accord with previous stereochemistry assignments based on mass spectroscopy and NMR spectroscopy. The asymmetric unit contains two crystallographically independent dammar-24-ene mol­ecules, together with five methanol solvent mol­ecules; one of the solvent mol­ecules is disordered over two sites with occupancies of 0.5. Hydrogen bonds link the two dammar-24-ene mol­ecules and the methanol mol­ecules together into an intricate network, with donor–acceptor distances ranging from 2.646 (8) to 3.227 (3) Å.

Key indicators

• Single-crystal X-ray study
• T = 150 K
• Mean [sigma](C-C) = 0.004 Å
• Disorder in solvent or counterion
• R factor = 0.055
• wR factor = 0.158
• Data-to-parameter ratio = 11.3

checkCIF/PLATON results

No syntax errors found



Datablock: I


Alert level A
PLAT772_ALERT_2_A Suspect O-H Bond in CIF:      O23A   -H23P    ..       1.40 Ang.

Author Response: The structure contains a methanol solvate molecule disordered over two adjacent sites with 0.5 occupancies. The hydrogen listed above is is from one site to the other and so is not real.

Alert level B
DIFMX01_ALERT_2_B  The maximum difference density is > 0.1*ZMAX*1.00
            _refine_diff_density_max given =      1.042
            Test value =      0.800
PLAT097_ALERT_2_B Maximum (Positive) Residual Density ............       1.04 e/A   3
PLAT415_ALERT_2_B Short Inter D-H..H-X       H2O    ..  H62     ..       2.05 Ang.
PLAT417_ALERT_2_B Short Inter D-H..H-D       H5O    ..  H23O    ..       1.98 Ang.
PLAT417_ALERT_2_B Short Inter D-H..H-D       H5O    ..  H23P    ..       2.04 Ang.

Alert level C
DIFMX02_ALERT_1_C  The minimum difference density is > 0.1*ZMAX*0.75
            The relevant atom site should be identified.
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings    Differ ....          ?
PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............       0.50 Ratio
PLAT048_ALERT_1_C MoietyFormula Not Given ........................          ?
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density ....       2.74
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?
PLAT220_ALERT_2_C Large Non-Solvent    O     Ueq(max)/Ueq(min) ...       2.87 Ratio
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       2.59 Ratio
PLAT222_ALERT_3_C Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       4.00 Ratio
PLAT222_ALERT_3_C Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       3.26 Ratio
PLAT243_ALERT_4_C High  'Solvent' Ueq as Compared to Neighbors for       O23B
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for       C77B
PLAT302_ALERT_4_C Anion/Solvent Disorder .........................      17.00 Perc.
PLAT412_ALERT_2_C Short Intra XH3 .. XHn     H51    ..  H57B    ..       1.87 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H2O    ..  O1      ..       2.70 Ang.
PLAT482_ALERT_4_C Small D-H..A Angle Rep for O2     ..  O1      ..      91.20 Deg.
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd.  #          6
              C H4 O

Alert level G
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
            correct. If it is not, please give the correct count in the
            _publ_section_exptl_refinement section of the submitted CIF.
           From the CIF: _diffrn_reflns_theta_max           28.31
           From the CIF: _reflns_number_total              10572
           Count of symmetry unique reflns        10773
           Completeness (_total/calc)             98.13%
           TEST3: Check Friedels for noncentro structure
           Estimate of Friedel pairs measured         0
           Fraction of Friedel pairs measured     0.000
           Are heavy atom types Z>Si present         no

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

   4 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
  10 ALERT type 2 Indicator that the structure model may be wrong or deficient
   2 ALERT type 3 Indicator that the structure quality may be low
   8 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: SMART (Siemens, 1995); cell refinement: SAINT (Siemens, 1995); data reduction: SAINT and XPREP (Siemens, 1995); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: Xtal3.6 (Hall et al., 1999), ORTEPII (Johnson, 1976) and WinGX (Farrugia, 1999); software used to prepare material for publication: Please provide missing details.

2α,3β,12β,20S-Trihydroxydammar-24-ene 20-O-β-D-glucopyranoside

Crystal data

C36H62O9·2.5CH4O	Dx = 1.205 Mg m^−3
Mr = 718.96	Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, P212121	Cell parameters from 1007 reflections
a = 10.4015 (16) Å	θ = 2.6–28.1°
b = 23.653 (4) Å	µ = 0.09 mm^−1
c = 32.204 (5) Å	T = 150 K
V = 7923 (2) Å^3	Prism, colourless
Z = 8	0.46 × 0.43 × 0.38 mm
F(000) = 3160

Data collection

Bruker SMART 1000 CCD area-detector diffractometer	9296 reflections with I > 2σ(I)
Radiation source: sealed tube	Rint = 0.050
Graphite monochromator	θmax = 28.3°, θmin = 1.1°
ω scans	h = −13→13
78268 measured reflections	k = −30→31
10572 independent reflections	l = −41→42

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.055	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.158	H-atom parameters constrained
S = 1.38	w = 1/[σ^2(Fo^2) + (0.08P)^2 + P] where P = (Fo^2 + 2Fc^2)/3
10572 reflections	(Δ/σ)max = 0.003
936 parameters	Δρmax = 1.04 e Å^−3
7 restraints	Δρmin = −0.38 e Å^−3

Special details

Experimental. Crystal decay was assessed with a re-collection the first 674 reflections at the end of the experiment.

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. The data integration and reduction were undertaken with SAINT and XPREP (Bruker, 1995) and subsequent computations were carried out with the WinGX (Farrugia, 1999) and Xtal (Hall,du Boulay, & Olthof-Hazekamp, 1999) graphical user interface. The data reduction included the application of Lorentz and polarization corrections, The structure was solved in the space group P21/n(#14) by direct methods with SIR97 (Altomare et al. 1998), and extended and refined with SHELXL97 (Sheldrick, 1997). In general anisotropic displacement parameters were refined for the non-hydrogen atoms, and a riding atom model was used for the hydrogen atoms included in the model. The partially occupied non-hydrogen sites were modelled with an isotropic displacement parameter. The absolute structure was not determined.

Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
O1	0.3993 (2)	0.11888 (9)	0.28091 (6)	0.0277 (4)
H1O	0.3284	0.1041	0.2747	0.042*
O2	0.47209 (19)	0.04213 (9)	0.34464 (7)	0.0270 (4)
H2O	0.4506	0.0233	0.3236	0.041*
O3	−0.0093 (2)	0.35406 (9)	0.32758 (6)	0.0262 (4)
H3O	−0.0794	0.3715	0.3296	0.039*
O4	−0.24348 (18)	0.39414 (7)	0.34607 (5)	0.0178 (4)
O5	−0.4190 (2)	0.41220 (9)	0.28061 (7)	0.0305 (5)
H5O	−0.4102	0.3709	0.2802	0.046*
O6	−0.3197 (2)	0.48343 (10)	0.21576 (6)	0.0309 (5)
H6O	−0.2614	0.4635	0.2053	0.046*
O7	−0.1596 (2)	0.57463 (10)	0.24485 (7)	0.0367 (5)
H7O	−0.1325	0.5704	0.2205	0.055*
O8	0.0927 (2)	0.52014 (14)	0.31028 (9)	0.0509 (7)
H8O	0.1231	0.5049	0.3317	0.076*
O9	−0.14399 (18)	0.47683 (8)	0.33207 (6)	0.0227 (4)
C1	0.3975 (3)	0.13601 (12)	0.32394 (8)	0.0216 (5)
H1	0.4818	0.1540	0.3308	0.026*
C2	0.3783 (3)	0.08490 (11)	0.35237 (9)	0.0212 (5)
H2	0.2921	0.0684	0.3459	0.025*
C3	0.3785 (3)	0.10125 (11)	0.39873 (9)	0.0215 (5)
C4	0.2668 (3)	0.14473 (11)	0.40400 (8)	0.0194 (5)
H4	0.1891	0.1242	0.3937	0.023*
C5	0.2340 (3)	0.15941 (12)	0.44908 (9)	0.0273 (6)
H5A	0.2970	0.1871	0.4599	0.033*
H5B	0.2388	0.1249	0.4664	0.033*
C6	0.0980 (3)	0.18450 (13)	0.45144 (8)	0.0272 (6)
H6A	0.0783	0.1940	0.4807	0.033*
H6B	0.0353	0.1557	0.4422	0.033*
C7	0.0821 (3)	0.23816 (11)	0.42444 (8)	0.0197 (5)
C8	−0.0632 (3)	0.25346 (11)	0.41862 (8)	0.0190 (5)
C9	−0.1375 (3)	0.26930 (13)	0.45829 (8)	0.0275 (6)
H9A	−0.0848	0.2936	0.4766	0.033*
H9B	−0.1636	0.2351	0.4738	0.033*
C10	−0.2566 (3)	0.30179 (13)	0.44179 (9)	0.0251 (6)
H10A	−0.2773	0.3339	0.4603	0.030*
H10B	−0.3322	0.2764	0.4405	0.030*
C11	−0.2220 (3)	0.32372 (11)	0.39741 (8)	0.0179 (5)
H11	−0.2695	0.2995	0.3771	0.021*
C12	−0.0768 (3)	0.30908 (11)	0.39314 (8)	0.0176 (5)
H12	−0.0269	0.3391	0.4078	0.021*
C13	−0.0177 (3)	0.30153 (11)	0.35004 (8)	0.0188 (5)
H13	−0.0706	0.2740	0.3338	0.023*
C14	0.1202 (3)	0.28000 (11)	0.35285 (8)	0.0204 (5)
H14A	0.1750	0.3104	0.3643	0.025*
H14B	0.1514	0.2715	0.3245	0.025*
C15	0.1362 (2)	0.22682 (11)	0.37991 (8)	0.0162 (5)
H15	0.0762	0.1984	0.3675	0.019*
C16	0.2726 (3)	0.19885 (11)	0.37670 (8)	0.0182 (5)
C17	0.2904 (3)	0.17949 (11)	0.33096 (8)	0.0201 (5)
H17A	0.2083	0.1632	0.3211	0.024*
H17B	0.3088	0.2132	0.3137	0.024*
C18	0.5120 (3)	0.12158 (13)	0.41338 (10)	0.0298 (6)
H18A	0.5725	0.0898	0.4128	0.045*
H18B	0.5055	0.1363	0.4418	0.045*
H18C	0.5428	0.1515	0.3949	0.045*
C19	0.3467 (3)	0.04774 (12)	0.42384 (9)	0.0300 (6)
H19A	0.4064	0.0174	0.4162	0.045*
H19B	0.2584	0.0358	0.4178	0.045*
H19C	0.3548	0.0559	0.4536	0.045*
C20	0.1548 (3)	0.28616 (13)	0.44689 (9)	0.0287 (6)
H20A	0.1100	0.2956	0.4728	0.043*
H20B	0.1579	0.3196	0.4289	0.043*
H20C	0.2425	0.2738	0.4532	0.043*
C21	−0.1413 (3)	0.20508 (11)	0.39819 (9)	0.0237 (6)
H21A	−0.1288	0.1701	0.4140	0.036*
H21B	−0.1116	0.1995	0.3696	0.036*
H21C	−0.2327	0.2150	0.3980	0.036*
C22	−0.2678 (2)	0.38520 (11)	0.39052 (8)	0.0181 (5)
C23	0.3839 (3)	0.23979 (12)	0.38743 (10)	0.0274 (6)
H23A	0.3968	0.2404	0.4176	0.041*
H23B	0.3624	0.2779	0.3777	0.041*
H23C	0.4629	0.2270	0.3738	0.041*
C24	−0.2623 (2)	0.44726 (10)	0.32803 (8)	0.0177 (5)
H24	−0.3333	0.4681	0.3423	0.021*
C25	−0.2953 (3)	0.43711 (11)	0.28266 (8)	0.0213 (5)
H25	−0.2309	0.4105	0.2704	0.026*
C26	−0.2927 (3)	0.49256 (13)	0.25858 (9)	0.0250 (6)
H26	−0.3612	0.5177	0.2701	0.030*
C27	−0.1638 (3)	0.52158 (13)	0.26490 (9)	0.0283 (6)
H27	−0.0941	0.4970	0.2535	0.034*
C28	−0.1414 (3)	0.53042 (13)	0.31142 (9)	0.0278 (6)
H28	−0.2108	0.5551	0.3229	0.033*
C29	−0.0105 (3)	0.55618 (15)	0.32151 (12)	0.0404 (8)
H29A	−0.0015	0.5926	0.3066	0.049*
H29B	−0.0059	0.5641	0.3517	0.049*
C30	−0.1947 (3)	0.42830 (11)	0.41775 (8)	0.0216 (5)
H30A	−0.1787	0.4107	0.4452	0.026*
H30B	−0.1099	0.4354	0.4048	0.026*
C31	−0.2608 (3)	0.48561 (12)	0.42491 (10)	0.0306 (7)
H31A	−0.2736	0.5046	0.3978	0.037*
H31B	−0.3465	0.4792	0.4374	0.037*
C32	−0.1839 (3)	0.52341 (12)	0.45281 (9)	0.0266 (6)
H32	−0.0961	0.5286	0.4456	0.032*
C33	−0.2250 (3)	0.55056 (12)	0.48666 (9)	0.0252 (6)
C34	−0.3594 (3)	0.54813 (16)	0.50357 (10)	0.0375 (7)
H34A	−0.4136	0.5258	0.4849	0.056*
H34B	−0.3941	0.5865	0.5058	0.056*
H34C	−0.3583	0.5305	0.5311	0.056*
C35	−0.1350 (4)	0.58701 (13)	0.51165 (10)	0.0341 (7)
H35A	−0.0507	0.5881	0.4981	0.051*
H35B	−0.1261	0.5713	0.5397	0.051*
H35C	−0.1698	0.6254	0.5134	0.051*
C36	−0.4134 (3)	0.38705 (12)	0.39665 (9)	0.0243 (6)
H36A	−0.4456	0.4246	0.3891	0.036*
H36B	−0.4338	0.3793	0.4258	0.036*
H36C	−0.4541	0.3584	0.3790	0.036*
O10	−0.3997 (2)	0.13751 (9)	0.22779 (6)	0.0273 (4)
H10	−0.4714	0.1258	0.2362	0.041*
O11	−0.4936 (2)	0.05506 (9)	0.17049 (7)	0.0288 (5)
H11O	−0.4720	0.0369	0.1918	0.043*
O12	0.02821 (19)	0.35185 (9)	0.17149 (6)	0.0262 (4)
H12O	0.0977	0.3687	0.1667	0.039*
O13	0.25499 (18)	0.39169 (7)	0.14829 (6)	0.0178 (4)
O14	0.4169 (2)	0.41404 (9)	0.21516 (7)	0.0324 (5)
H14O	0.4261	0.4074	0.2406	0.049*
O15	0.3271 (2)	0.50338 (9)	0.27003 (6)	0.0281 (4)
H15O	0.2858	0.4761	0.2800	0.042*
O16	0.2073 (3)	0.59746 (10)	0.22487 (8)	0.0413 (6)
H16O	0.2724	0.6015	0.2400	0.062*
O17	−0.05548 (19)	0.54494 (9)	0.16961 (7)	0.0274 (4)
H17O	−0.0656	0.5110	0.1627	0.041*
O18	0.16520 (18)	0.47889 (8)	0.15374 (6)	0.0209 (4)
C37	−0.4063 (3)	0.14845 (12)	0.18410 (8)	0.0212 (5)
H37	−0.4894	0.1675	0.1771	0.025*
C38	−0.3932 (3)	0.09362 (11)	0.15950 (8)	0.0211 (5)
H38	−0.3099	0.0758	0.1678	0.025*
C39	−0.3886 (3)	0.10314 (11)	0.11215 (8)	0.0204 (5)
C40	−0.2727 (3)	0.14311 (11)	0.10428 (8)	0.0186 (5)
H40	−0.1977	0.1223	0.1163	0.022*
C41	−0.2357 (3)	0.15185 (12)	0.05836 (8)	0.0232 (5)
H41A	−0.2425	0.1155	0.0433	0.028*
H41B	−0.2956	0.1791	0.0453	0.028*
C42	−0.0979 (3)	0.17426 (12)	0.05539 (8)	0.0223 (5)
H42A	−0.0756	0.1796	0.0258	0.027*
H42B	−0.0385	0.1456	0.0670	0.027*
C43	−0.0777 (3)	0.23069 (11)	0.07860 (8)	0.0179 (5)
C44	0.0700 (3)	0.24404 (11)	0.08385 (8)	0.0182 (5)
C45	0.1459 (3)	0.25653 (13)	0.04384 (9)	0.0268 (6)
H45A	0.0958	0.2811	0.0250	0.032*
H45B	0.1679	0.2211	0.0291	0.032*
C46	0.2679 (3)	0.28684 (12)	0.05923 (9)	0.0243 (6)
H46A	0.2948	0.3161	0.0391	0.029*
H46B	0.3391	0.2595	0.0626	0.029*
C47	0.2339 (2)	0.31457 (11)	0.10200 (8)	0.0182 (5)
H47	0.2805	0.2928	0.1240	0.022*
C48	0.0880 (2)	0.30137 (11)	0.10697 (8)	0.0176 (5)
H48	0.0397	0.3307	0.0909	0.021*
C49	0.0278 (3)	0.29833 (11)	0.15008 (8)	0.0185 (5)
H49	0.0764	0.2701	0.1671	0.022*
C50	−0.1119 (3)	0.28012 (11)	0.14770 (8)	0.0193 (5)
H50A	−0.1622	0.3107	0.1344	0.023*
H50B	−0.1452	0.2753	0.1763	0.023*
C51	−0.1340 (2)	0.22517 (10)	0.12360 (8)	0.0158 (5)
H51	−0.0775	0.1968	0.1376	0.019*
C52	−0.2730 (2)	0.20052 (10)	0.12786 (8)	0.0173 (5)
C53	−0.2940 (3)	0.18768 (11)	0.17454 (8)	0.0206 (5)
H53A	−0.2145	0.1706	0.1858	0.025*
H53B	−0.3080	0.2239	0.1893	0.025*
C54	−0.5184 (3)	0.12434 (13)	0.09535 (10)	0.0265 (6)
H54A	−0.5092	0.1345	0.0660	0.040*
H54B	−0.5456	0.1577	0.1112	0.040*
H54C	−0.5830	0.0944	0.0982	0.040*
C55	−0.3609 (3)	0.04530 (12)	0.09204 (10)	0.0287 (6)
H55A	−0.4295	0.0187	0.0994	0.043*
H55B	−0.2784	0.0308	0.1022	0.043*
H55C	−0.3573	0.0496	0.0618	0.043*
C56	−0.1451 (3)	0.27709 (12)	0.05290 (9)	0.0247 (6)
H56A	−0.1013	0.2813	0.0261	0.037*
H56B	−0.1419	0.3130	0.0681	0.037*
H56C	−0.2349	0.2664	0.0482	0.037*
C57	0.1427 (3)	0.19585 (11)	0.10615 (9)	0.0244 (6)
H57A	0.1425	0.1620	0.0886	0.037*
H57B	0.1001	0.1874	0.1326	0.037*
H57C	0.2315	0.2076	0.1114	0.037*
C58	0.2806 (2)	0.37655 (11)	0.10466 (8)	0.0180 (5)
C59	−0.3790 (3)	0.24246 (11)	0.11385 (9)	0.0238 (6)
H59A	−0.4594	0.2338	0.1284	0.036*
H59B	−0.3924	0.2389	0.0838	0.036*
H59C	−0.3523	0.2812	0.1204	0.036*
C60	0.2777 (2)	0.44714 (11)	0.16242 (8)	0.0181 (5)
H60	0.3537	0.4639	0.1479	0.022*
C61	0.3011 (3)	0.44473 (11)	0.20878 (8)	0.0203 (5)
H61	0.2283	0.4245	0.2226	0.024*
C62	0.3110 (3)	0.50446 (12)	0.22604 (8)	0.0217 (5)
H62	0.3892	0.5224	0.2137	0.026*
C63	0.1952 (3)	0.53967 (12)	0.21338 (9)	0.0242 (6)
H63	0.1167	0.5237	0.2269	0.029*
C64	0.1783 (3)	0.53689 (11)	0.16623 (9)	0.0215 (5)
H64	0.2555	0.5537	0.1524	0.026*
C65	0.0585 (3)	0.56647 (12)	0.15082 (9)	0.0248 (6)
H65A	0.0655	0.6074	0.1568	0.030*
H65B	0.0523	0.5619	0.1203	0.030*
C66	0.2083 (3)	0.41591 (11)	0.07442 (8)	0.0211 (5)
H66A	0.1889	0.3943	0.0488	0.025*
H66B	0.1251	0.4263	0.0873	0.025*
C67	0.2782 (3)	0.47066 (12)	0.06191 (9)	0.0254 (6)
H67A	0.3081	0.4903	0.0873	0.031*
H67B	0.3548	0.4609	0.0451	0.031*
C68	0.1937 (3)	0.50972 (12)	0.03745 (9)	0.0262 (6)
H68	0.1065	0.5120	0.0460	0.031*
C69	0.2267 (3)	0.54150 (12)	0.00513 (9)	0.0274 (6)
C70	0.3588 (3)	0.54339 (16)	−0.01410 (11)	0.0382 (8)
H70A	0.4132	0.5143	−0.0014	0.057*
H70B	0.3971	0.5807	−0.0094	0.057*
H70C	0.3520	0.5364	−0.0440	0.057*
C71	0.1309 (4)	0.58038 (15)	−0.01542 (12)	0.0410 (8)
H71A	0.0483	0.5779	−0.0009	0.062*
H71B	0.1195	0.5691	−0.0445	0.062*
H71C	0.1626	0.6194	−0.0142	0.062*
C72	0.4268 (3)	0.37728 (12)	0.09915 (9)	0.0234 (5)
H72A	0.4586	0.4160	0.1024	0.035*
H72B	0.4487	0.3634	0.0714	0.035*
H72C	0.4666	0.3529	0.1201	0.035*
O19	0.1515 (3)	0.43132 (13)	0.35901 (11)	0.0588 (8)
H19O	0.1009	0.4157	0.3422	0.088*
C73	0.2808 (4)	0.41550 (16)	0.34906 (14)	0.0470 (9)
H73A	0.3160	0.3921	0.3715	0.070*
H73B	0.3334	0.4496	0.3458	0.070*
H73C	0.2814	0.3939	0.3231	0.070*
O20	0.4373 (3)	0.29807 (13)	0.20515 (11)	0.0633 (9)
H20O	0.4168	0.3319	0.2010	0.095*
C74	0.3367 (5)	0.2702 (2)	0.22155 (17)	0.0679 (14)
H74A	0.2672	0.2682	0.2011	0.102*
H74B	0.3064	0.2902	0.2463	0.102*
H74C	0.3633	0.2318	0.2292	0.102*
O21	−0.1439 (3)	0.43460 (11)	0.16271 (10)	0.0508 (7)
H21O	−0.0782	0.4149	0.1583	0.076*
C75	−0.2370 (6)	0.42230 (19)	0.13306 (16)	0.081 (2)
H75A	−0.1955	0.4159	0.1062	0.121*
H75B	−0.2969	0.4541	0.1308	0.121*
H75C	−0.2841	0.3882	0.1414	0.121*
O22	0.0358 (3)	0.68496 (12)	0.21231 (8)	0.0477 (7)
H22O	0.0641	0.6525	0.2177	0.071*
C76	−0.0105 (4)	0.70955 (18)	0.24823 (11)	0.0478 (10)
H76A	−0.0540	0.6808	0.2651	0.072*
H76B	−0.0716	0.7395	0.2411	0.072*
H76C	0.0611	0.7257	0.2640	0.072*
O23A	0.6350 (7)	0.3030 (3)	0.2567 (2)	0.0622 (16)*	0.50
H23O	0.5432	0.3006	0.2502	0.093*	0.50
C77A	0.6744 (12)	0.2659 (5)	0.2840 (4)	0.054 (3)*	0.50
H77A	0.6902	0.2297	0.2701	0.081*	0.50
H77B	0.6085	0.2610	0.3054	0.081*	0.50
H77C	0.7542	0.2793	0.2969	0.081*	0.50
O23B	0.5622 (8)	0.3004 (3)	0.2899 (2)	0.074 (2)*	0.50
H23P	0.5042	0.2958	0.2662	0.110*	0.50
C77B	0.6413 (10)	0.2591 (4)	0.2890 (3)	0.038 (2)*	0.50
H77D	0.6023	0.2272	0.2741	0.057*	0.50
H77E	0.6622	0.2475	0.3174	0.057*	0.50
H77F	0.7201	0.2708	0.2747	0.057*	0.50

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O1	0.0230 (10)	0.0384 (11)	0.0219 (10)	0.0012 (9)	0.0048 (8)	−0.0061 (8)
O2	0.0201 (9)	0.0275 (10)	0.0334 (11)	0.0095 (8)	−0.0017 (8)	−0.0097 (9)
O3	0.0236 (10)	0.0282 (10)	0.0269 (10)	0.0094 (8)	0.0053 (8)	0.0110 (8)
O4	0.0191 (9)	0.0186 (8)	0.0157 (8)	0.0040 (7)	−0.0026 (7)	−0.0003 (7)
O5	0.0273 (11)	0.0312 (11)	0.0329 (11)	−0.0075 (9)	−0.0136 (9)	0.0080 (9)
O6	0.0257 (11)	0.0460 (13)	0.0212 (10)	0.0040 (10)	−0.0031 (8)	0.0076 (9)
O7	0.0353 (12)	0.0375 (12)	0.0374 (12)	−0.0029 (10)	0.0019 (10)	0.0166 (10)
O8	0.0256 (12)	0.077 (2)	0.0505 (15)	−0.0091 (13)	−0.0042 (11)	0.0161 (14)
O9	0.0190 (9)	0.0243 (9)	0.0248 (9)	−0.0028 (8)	−0.0065 (8)	0.0057 (8)
C1	0.0152 (11)	0.0260 (13)	0.0237 (13)	0.0004 (10)	0.0019 (10)	−0.0056 (10)
C2	0.0155 (12)	0.0218 (12)	0.0263 (13)	0.0038 (10)	−0.0011 (10)	−0.0064 (10)
C3	0.0189 (12)	0.0207 (12)	0.0248 (13)	0.0052 (10)	−0.0030 (10)	−0.0027 (10)
C4	0.0201 (12)	0.0200 (12)	0.0180 (12)	0.0050 (10)	−0.0014 (10)	−0.0007 (9)
C5	0.0355 (16)	0.0289 (14)	0.0175 (12)	0.0169 (13)	−0.0042 (11)	−0.0010 (11)
C6	0.0358 (16)	0.0312 (14)	0.0145 (12)	0.0153 (13)	0.0037 (11)	0.0025 (11)
C7	0.0233 (13)	0.0199 (12)	0.0159 (11)	0.0074 (10)	−0.0015 (10)	−0.0027 (9)
C8	0.0201 (12)	0.0203 (12)	0.0167 (11)	0.0062 (10)	0.0020 (10)	0.0016 (9)
C9	0.0341 (16)	0.0310 (14)	0.0173 (12)	0.0117 (13)	0.0051 (11)	0.0047 (11)
C10	0.0270 (14)	0.0289 (14)	0.0194 (13)	0.0080 (12)	0.0055 (11)	0.0046 (11)
C11	0.0181 (12)	0.0197 (11)	0.0157 (11)	0.0034 (10)	0.0027 (9)	0.0002 (9)
C12	0.0172 (12)	0.0196 (12)	0.0161 (11)	0.0034 (10)	−0.0004 (9)	−0.0009 (9)
C13	0.0183 (12)	0.0213 (12)	0.0167 (11)	0.0047 (10)	0.0008 (10)	0.0029 (10)
C14	0.0183 (12)	0.0221 (12)	0.0209 (12)	0.0056 (10)	0.0022 (10)	0.0013 (10)
C15	0.0140 (11)	0.0192 (11)	0.0154 (11)	0.0039 (10)	−0.0018 (9)	−0.0026 (9)
C16	0.0166 (12)	0.0178 (11)	0.0203 (12)	0.0039 (10)	−0.0027 (10)	−0.0036 (9)
C17	0.0173 (12)	0.0230 (12)	0.0201 (12)	0.0032 (10)	0.0010 (10)	0.0000 (10)
C18	0.0227 (14)	0.0302 (15)	0.0365 (16)	0.0072 (12)	−0.0120 (12)	−0.0066 (13)
C19	0.0342 (16)	0.0250 (14)	0.0309 (15)	0.0107 (13)	0.0011 (13)	0.0021 (12)
C20	0.0290 (15)	0.0308 (15)	0.0263 (14)	0.0108 (12)	−0.0099 (12)	−0.0114 (12)
C21	0.0230 (13)	0.0185 (12)	0.0297 (14)	0.0015 (11)	0.0028 (11)	0.0003 (10)
C22	0.0167 (12)	0.0211 (12)	0.0165 (11)	0.0038 (10)	−0.0011 (9)	−0.0003 (9)
C23	0.0203 (13)	0.0225 (13)	0.0395 (16)	0.0015 (11)	−0.0066 (12)	−0.0057 (12)
C24	0.0156 (11)	0.0183 (11)	0.0193 (11)	0.0021 (10)	−0.0034 (9)	0.0019 (9)
C25	0.0195 (12)	0.0226 (12)	0.0217 (12)	0.0004 (10)	−0.0047 (10)	0.0021 (10)
C26	0.0220 (13)	0.0311 (14)	0.0220 (13)	0.0016 (11)	−0.0016 (11)	0.0078 (11)
C27	0.0231 (14)	0.0329 (15)	0.0288 (14)	0.0009 (12)	−0.0009 (12)	0.0101 (12)
C28	0.0257 (14)	0.0263 (14)	0.0313 (15)	−0.0037 (12)	−0.0039 (12)	0.0077 (11)
C29	0.0393 (18)	0.0351 (18)	0.047 (2)	−0.0151 (15)	−0.0125 (16)	0.0107 (15)
C30	0.0251 (13)	0.0200 (12)	0.0197 (12)	0.0043 (10)	−0.0036 (10)	−0.0015 (10)
C31	0.0329 (16)	0.0283 (14)	0.0308 (15)	0.0115 (13)	−0.0108 (13)	−0.0129 (12)
C32	0.0297 (15)	0.0226 (13)	0.0275 (14)	0.0016 (11)	−0.0045 (12)	−0.0025 (11)
C33	0.0336 (15)	0.0212 (12)	0.0209 (12)	0.0000 (11)	−0.0065 (11)	−0.0004 (10)
C34	0.0368 (18)	0.0458 (19)	0.0300 (15)	0.0044 (15)	−0.0001 (14)	−0.0073 (14)
C35	0.0464 (19)	0.0256 (14)	0.0304 (15)	−0.0079 (14)	−0.0079 (14)	−0.0047 (12)
C36	0.0169 (12)	0.0272 (14)	0.0286 (14)	0.0047 (11)	0.0036 (11)	0.0004 (11)
O10	0.0216 (10)	0.0380 (11)	0.0223 (10)	−0.0074 (9)	0.0034 (8)	0.0038 (8)
O11	0.0229 (10)	0.0276 (11)	0.0360 (11)	−0.0111 (8)	−0.0019 (9)	0.0093 (9)
O12	0.0212 (10)	0.0282 (10)	0.0293 (10)	−0.0086 (8)	0.0098 (8)	−0.0126 (8)
O13	0.0181 (9)	0.0184 (8)	0.0170 (8)	−0.0027 (7)	−0.0012 (7)	−0.0004 (7)
O14	0.0317 (12)	0.0318 (11)	0.0337 (11)	0.0118 (9)	−0.0174 (10)	−0.0072 (9)
O15	0.0288 (11)	0.0345 (11)	0.0210 (10)	0.0025 (9)	−0.0065 (8)	−0.0052 (8)
O16	0.0424 (14)	0.0312 (11)	0.0502 (15)	0.0155 (10)	−0.0247 (12)	−0.0170 (10)
O17	0.0193 (9)	0.0271 (10)	0.0357 (11)	0.0026 (8)	−0.0009 (8)	0.0001 (9)
O18	0.0168 (9)	0.0203 (9)	0.0255 (9)	0.0011 (7)	−0.0047 (7)	−0.0009 (7)
C37	0.0140 (11)	0.0256 (13)	0.0240 (13)	−0.0020 (10)	0.0005 (10)	0.0059 (10)
C38	0.0169 (12)	0.0220 (12)	0.0245 (13)	−0.0047 (10)	−0.0010 (10)	0.0045 (10)
C39	0.0188 (12)	0.0189 (12)	0.0236 (12)	−0.0041 (10)	−0.0021 (10)	0.0016 (10)
C40	0.0173 (12)	0.0178 (11)	0.0207 (12)	−0.0022 (10)	−0.0022 (10)	0.0004 (9)
C41	0.0277 (14)	0.0228 (12)	0.0191 (12)	−0.0061 (11)	−0.0025 (10)	−0.0021 (10)
C42	0.0250 (14)	0.0228 (13)	0.0191 (12)	−0.0046 (11)	0.0027 (11)	−0.0036 (10)
C43	0.0188 (12)	0.0168 (11)	0.0180 (11)	−0.0028 (10)	0.0003 (10)	0.0006 (9)
C44	0.0184 (12)	0.0184 (12)	0.0178 (11)	−0.0021 (10)	0.0022 (10)	−0.0028 (9)
C45	0.0261 (14)	0.0330 (15)	0.0212 (13)	−0.0088 (12)	0.0071 (11)	−0.0072 (11)
C46	0.0222 (14)	0.0263 (13)	0.0245 (13)	−0.0033 (11)	0.0078 (11)	−0.0048 (11)
C47	0.0146 (11)	0.0203 (12)	0.0197 (12)	−0.0016 (10)	0.0021 (9)	−0.0006 (9)
C48	0.0155 (12)	0.0174 (11)	0.0197 (12)	−0.0021 (9)	0.0025 (10)	−0.0013 (9)
C49	0.0180 (12)	0.0189 (11)	0.0186 (12)	−0.0020 (10)	0.0021 (10)	−0.0024 (9)
C50	0.0177 (12)	0.0184 (11)	0.0219 (12)	−0.0026 (10)	0.0059 (10)	−0.0009 (10)
C51	0.0135 (11)	0.0153 (11)	0.0186 (11)	−0.0001 (9)	0.0001 (9)	0.0009 (9)
C52	0.0150 (11)	0.0153 (11)	0.0216 (12)	−0.0012 (9)	0.0002 (10)	0.0009 (9)
C53	0.0181 (12)	0.0215 (12)	0.0222 (12)	−0.0033 (10)	0.0020 (10)	−0.0009 (10)
C54	0.0190 (13)	0.0281 (14)	0.0323 (15)	−0.0042 (11)	−0.0076 (11)	0.0021 (12)
C55	0.0300 (15)	0.0200 (13)	0.0360 (16)	−0.0061 (12)	−0.0004 (13)	−0.0027 (11)
C56	0.0242 (14)	0.0275 (13)	0.0225 (13)	−0.0042 (12)	−0.0042 (11)	0.0081 (11)
C57	0.0175 (13)	0.0213 (12)	0.0346 (15)	0.0010 (10)	0.0018 (11)	−0.0023 (11)
C58	0.0162 (12)	0.0199 (11)	0.0180 (12)	−0.0016 (10)	0.0013 (9)	0.0015 (9)
C59	0.0175 (12)	0.0201 (12)	0.0338 (15)	0.0013 (10)	−0.0016 (11)	0.0038 (11)
C60	0.0135 (11)	0.0187 (11)	0.0220 (12)	−0.0004 (9)	−0.0027 (9)	−0.0010 (9)
C61	0.0187 (12)	0.0214 (12)	0.0210 (12)	−0.0008 (10)	−0.0038 (10)	0.0002 (10)
C62	0.0170 (12)	0.0264 (13)	0.0216 (13)	0.0014 (10)	−0.0033 (10)	−0.0047 (10)
C63	0.0208 (13)	0.0264 (13)	0.0255 (13)	0.0032 (11)	−0.0044 (11)	−0.0057 (11)
C64	0.0188 (12)	0.0196 (12)	0.0260 (13)	−0.0005 (10)	−0.0032 (10)	−0.0015 (10)
C65	0.0222 (13)	0.0241 (13)	0.0281 (14)	0.0027 (11)	−0.0035 (11)	0.0027 (11)
C66	0.0203 (12)	0.0233 (12)	0.0197 (12)	−0.0030 (10)	−0.0036 (10)	0.0029 (10)
C67	0.0239 (14)	0.0272 (14)	0.0252 (13)	−0.0045 (11)	−0.0028 (11)	0.0084 (11)
C68	0.0249 (14)	0.0246 (13)	0.0292 (14)	0.0009 (11)	−0.0026 (12)	0.0029 (11)
C69	0.0325 (16)	0.0238 (13)	0.0258 (14)	−0.0011 (12)	−0.0058 (12)	0.0038 (11)
C70	0.0363 (18)	0.0432 (18)	0.0353 (17)	−0.0021 (15)	0.0012 (14)	0.0159 (14)
C71	0.044 (2)	0.0348 (17)	0.0439 (19)	0.0079 (15)	−0.0075 (16)	0.0139 (15)
C72	0.0160 (12)	0.0245 (13)	0.0298 (14)	−0.0012 (10)	0.0038 (11)	−0.0008 (11)
O19	0.0466 (16)	0.0481 (16)	0.082 (2)	0.0054 (14)	−0.0113 (16)	0.0003 (15)
C73	0.0344 (18)	0.0382 (18)	0.068 (3)	−0.0035 (15)	−0.0143 (18)	0.0072 (18)
O20	0.069 (2)	0.0478 (16)	0.073 (2)	0.0073 (16)	0.0050 (18)	−0.0011 (15)
C74	0.066 (3)	0.068 (3)	0.071 (3)	−0.017 (3)	−0.019 (3)	0.029 (3)
O21	0.0400 (14)	0.0359 (13)	0.077 (2)	−0.0003 (11)	0.0025 (14)	−0.0146 (13)
C75	0.133 (5)	0.046 (2)	0.063 (3)	0.042 (3)	−0.053 (3)	−0.022 (2)
O22	0.0579 (17)	0.0488 (15)	0.0362 (13)	0.0204 (13)	−0.0034 (12)	0.0028 (11)
C76	0.065 (3)	0.041 (2)	0.0370 (18)	0.0166 (18)	−0.0116 (19)	−0.0058 (15)

Geometric parameters (Å, º)

O1—C1	1.444 (3)	O18—C60	1.418 (3)
O1—H1O	0.8400	O18—C64	1.436 (3)
O2—C2	1.427 (3)	C37—C53	1.523 (4)
O2—H2O	0.8400	C37—C38	1.526 (4)
O3—C13	1.440 (3)	C37—H37	1.0000
O3—H3O	0.8400	C38—C39	1.542 (4)
O4—C24	1.398 (3)	C38—H38	1.0000
O4—C22	1.469 (3)	C39—C54	1.539 (4)
O5—C25	1.416 (3)	C39—C55	1.541 (4)
O5—H5O	0.9801	C39—C40	1.553 (3)
O6—C26	1.424 (3)	C40—C41	1.542 (4)
O6—H6O	0.8400	C40—C52	1.556 (3)
O7—C27	1.412 (4)	C40—H40	1.0000
O7—H7O	0.8402	C41—C42	1.531 (4)
O8—C29	1.417 (5)	C41—H41A	0.9900
O8—H8O	0.8400	C41—H41B	0.9900
O9—C24	1.422 (3)	C42—C43	1.544 (3)
O9—C28	1.431 (3)	C42—H42A	0.9900
C1—C2	1.530 (4)	C42—H42B	0.9900
C1—C17	1.533 (4)	C43—C56	1.543 (4)
C1—H1	1.0000	C43—C51	1.569 (3)
C2—C3	1.542 (4)	C43—C44	1.577 (4)
C2—H2	1.0000	C44—C45	1.540 (4)
C3—C19	1.538 (4)	C44—C57	1.545 (4)
C3—C18	1.544 (4)	C44—C48	1.558 (3)
C3—C4	1.561 (4)	C45—C46	1.540 (4)
C4—C5	1.531 (4)	C45—H45A	0.9900
C4—C16	1.554 (4)	C45—H45B	0.9900
C4—H4	1.0000	C46—C47	1.566 (4)
C5—C6	1.536 (4)	C46—H46A	0.9900
C5—H5A	0.9900	C46—H46B	0.9900
C5—H5B	0.9900	C47—C58	1.547 (4)
C6—C7	1.547 (4)	C47—C48	1.558 (4)
C6—H6A	0.9900	C47—H47	1.0000
C6—H6B	0.9900	C48—C49	1.525 (3)
C7—C20	1.544 (4)	C48—H48	1.0000
C7—C15	1.564 (3)	C49—C50	1.518 (4)
C7—C8	1.566 (4)	C49—H49	1.0000
C8—C9	1.539 (4)	C50—C51	1.531 (3)
C8—C21	1.550 (4)	C50—H50A	0.9900
C8—C12	1.557 (4)	C50—H50B	0.9900
C9—C10	1.552 (4)	C51—C52	1.566 (3)
C9—H9A	0.9900	C51—H51	1.0000
C9—H9B	0.9900	C52—C53	1.549 (4)
C10—C11	1.563 (4)	C52—C59	1.550 (4)
C10—H10A	0.9900	C53—H53A	0.9900
C10—H10B	0.9900	C53—H53B	0.9900
C11—C22	1.546 (3)	C54—H54A	0.9800
C11—C12	1.556 (4)	C54—H54B	0.9800
C11—H11	1.0000	C54—H54C	0.9800
C12—C13	1.529 (3)	C55—H55A	0.9800
C12—H12	1.0000	C55—H55B	0.9800
C13—C14	1.525 (4)	C55—H55C	0.9800
C13—H13	1.0000	C56—H56A	0.9800
C14—C15	1.539 (3)	C56—H56B	0.9800
C14—H14A	0.9900	C56—H56C	0.9800
C14—H14B	0.9900	C57—H57A	0.9800
C15—C16	1.569 (3)	C57—H57B	0.9800
C15—H15	1.0000	C57—H57C	0.9800
C16—C23	1.548 (4)	C58—C72	1.530 (4)
C16—C17	1.553 (4)	C58—C66	1.543 (4)
C17—H17A	0.9900	C59—H59A	0.9800
C17—H17B	0.9900	C59—H59B	0.9800
C18—H18A	0.9800	C59—H59C	0.9800
C18—H18B	0.9800	C60—C61	1.514 (4)
C18—H18C	0.9800	C60—H60	1.0000
C19—H19A	0.9800	C61—C62	1.522 (4)
C19—H19B	0.9800	C61—H61	1.0000
C19—H19C	0.9800	C62—C63	1.521 (4)
C20—H20A	0.9800	C62—H62	1.0000
C20—H20B	0.9800	C63—C64	1.530 (4)
C20—H20C	0.9800	C63—H63	1.0000
C21—H21A	0.9800	C64—C65	1.513 (4)
C21—H21B	0.9800	C64—H64	1.0000
C21—H21C	0.9800	C65—H65A	0.9900
C22—C36	1.528 (4)	C65—H65B	0.9900
C22—C30	1.545 (4)	C66—C67	1.539 (4)
C23—H23A	0.9800	C66—H66A	0.9900
C23—H23B	0.9800	C66—H66B	0.9900
C23—H23C	0.9800	C67—C68	1.499 (4)
C24—C25	1.520 (4)	C67—H67A	0.9900
C24—H24	1.0000	C67—H67B	0.9900
C25—C26	1.524 (4)	C68—C69	1.329 (4)
C25—H25	1.0000	C68—H68	0.9500
C26—C27	1.520 (4)	C69—C70	1.507 (5)
C26—H26	1.0000	C69—C71	1.510 (4)
C27—C28	1.531 (4)	C70—H70A	0.9800
C27—H27	1.0000	C70—H70B	0.9800
C28—C29	1.527 (4)	C70—H70C	0.9800
C28—H28	1.0000	C71—H71A	0.9800
C29—H29A	0.9900	C71—H71B	0.9800
C29—H29B	0.9900	C71—H71C	0.9800
C30—C31	1.537 (4)	C72—H72A	0.9800
C30—H30A	0.9900	C72—H72B	0.9800
C30—H30B	0.9900	C72—H72C	0.9800
C31—C32	1.499 (4)	O19—C73	1.432 (5)
C31—H31A	0.9900	O19—H19O	0.8400
C31—H31B	0.9900	C73—H73A	0.9800
C32—C33	1.335 (4)	C73—H73B	0.9800
C32—H32	0.9500	C73—H73C	0.9800
C33—C34	1.502 (5)	O20—C74	1.345 (6)
C33—C35	1.505 (4)	O20—H20O	0.8400
C34—H34A	0.9800	C74—H74A	0.9800
C34—H34B	0.9800	C74—H74B	0.9800
C34—H34C	0.9800	C74—H74C	0.9800
C35—H35A	0.9800	O21—C75	1.390 (5)
C35—H35B	0.9800	O21—H21O	0.8400
C35—H35C	0.9800	C75—H75A	0.9800
C36—H36A	0.9800	C75—H75B	0.9800
C36—H36B	0.9800	C75—H75C	0.9800
C36—H36C	0.9800	O22—C76	1.382 (4)
O10—C37	1.432 (3)	O22—H22O	0.8400
O10—H10	0.8400	C76—H76A	0.9800
O11—C38	1.431 (3)	C76—H76B	0.9800
O11—H11O	0.8400	C76—H76C	0.9800
O12—C49	1.441 (3)	O23A—C77A	1.307 (13)
O12—H12O	0.8400	O23A—H23O	0.9800
O13—C60	1.408 (3)	O23A—H23P	1.4040
O13—C58	1.474 (3)	C77A—H77A	0.9800
O14—C61	1.422 (3)	C77A—H77B	0.9800
O14—H14O	0.8400	C77A—H77C	0.9800
O15—C62	1.427 (3)	O23B—C77B	1.278 (12)
O15—H15O	0.8400	O23B—H23O	1.2960
O16—C63	1.422 (3)	O23B—H23P	0.9801
O16—H16O	0.8400	C77B—H77D	0.9800
O17—C65	1.425 (3)	C77B—H77E	0.9800
O17—H17O	0.8400	C77B—H77F	0.9800
C1—O1—H1O	109.5	C37—C38—H38	107.3
C2—O2—H2O	109.5	C39—C38—H38	107.3
C13—O3—H3O	109.5	C54—C39—C55	107.8 (2)
C24—O4—C22	120.68 (19)	C54—C39—C38	111.6 (2)
C25—O5—H5O	109.3	C55—C39—C38	107.0 (2)
C26—O6—H6O	109.5	C54—C39—C40	115.2 (2)
C27—O7—H7O	109.4	C55—C39—C40	109.1 (2)
C29—O8—H8O	109.5	C38—C39—C40	105.9 (2)
C24—O9—C28	114.2 (2)	C41—C40—C39	115.6 (2)
O1—C1—C2	110.8 (2)	C41—C40—C52	110.6 (2)
O1—C1—C17	109.9 (2)	C39—C40—C52	116.7 (2)
C2—C1—C17	110.3 (2)	C41—C40—H40	104.0
O1—C1—H1	108.6	C39—C40—H40	104.0
C2—C1—H1	108.6	C52—C40—H40	104.0
C17—C1—H1	108.6	C42—C41—C40	109.9 (2)
O2—C2—C1	111.5 (2)	C42—C41—H41A	109.7
O2—C2—C3	110.2 (2)	C40—C41—H41A	109.7
C1—C2—C3	112.4 (2)	C42—C41—H41B	109.7
O2—C2—H2	107.5	C40—C41—H41B	109.7
C1—C2—H2	107.5	H41A—C41—H41B	108.2
C3—C2—H2	107.5	C41—C42—C43	113.4 (2)
C19—C3—C2	107.6 (2)	C41—C42—H42A	108.9
C19—C3—C18	106.8 (2)	C43—C42—H42A	108.9
C2—C3—C18	112.0 (2)	C41—C42—H42B	108.9
C19—C3—C4	109.0 (2)	C43—C42—H42B	108.9
C2—C3—C4	105.6 (2)	H42A—C42—H42B	107.7
C18—C3—C4	115.5 (2)	C56—C43—C42	107.0 (2)
C5—C4—C16	111.0 (2)	C56—C43—C51	112.6 (2)
C5—C4—C3	114.7 (2)	C42—C43—C51	108.9 (2)
C16—C4—C3	116.9 (2)	C56—C43—C44	111.0 (2)
C5—C4—H4	104.2	C42—C43—C44	111.0 (2)
C16—C4—H4	104.2	C51—C43—C44	106.3 (2)
C3—C4—H4	104.2	C45—C44—C57	106.2 (2)
C4—C5—C6	109.9 (2)	C45—C44—C48	99.9 (2)
C4—C5—H5A	109.7	C57—C44—C48	111.2 (2)
C6—C5—H5A	109.7	C45—C44—C43	116.6 (2)
C4—C5—H5B	109.7	C57—C44—C43	112.3 (2)
C6—C5—H5B	109.7	C48—C44—C43	110.0 (2)
H5A—C5—H5B	108.2	C44—C45—C46	104.0 (2)
C5—C6—C7	112.8 (2)	C44—C45—H45A	110.9
C5—C6—H6A	109.0	C46—C45—H45A	110.9
C7—C6—H6A	109.0	C44—C45—H45B	110.9
C5—C6—H6B	109.0	C46—C45—H45B	110.9
C7—C6—H6B	109.0	H45A—C45—H45B	109.0
H6A—C6—H6B	107.8	C45—C46—C47	107.0 (2)
C20—C7—C6	106.7 (2)	C45—C46—H46A	110.3
C20—C7—C15	112.3 (2)	C47—C46—H46A	110.3
C6—C7—C15	109.6 (2)	C45—C46—H46B	110.3
C20—C7—C8	111.0 (2)	C47—C46—H46B	110.3
C6—C7—C8	111.1 (2)	H46A—C46—H46B	108.6
C15—C7—C8	106.1 (2)	C58—C47—C48	119.4 (2)
C9—C8—C21	105.6 (2)	C58—C47—C46	112.0 (2)
C9—C8—C12	100.7 (2)	C48—C47—C46	103.1 (2)
C21—C8—C12	110.6 (2)	C58—C47—H47	107.3
C9—C8—C7	116.2 (2)	C48—C47—H47	107.3
C21—C8—C7	112.7 (2)	C46—C47—H47	107.3
C12—C8—C7	110.3 (2)	C49—C48—C47	120.2 (2)
C8—C9—C10	103.7 (2)	C49—C48—C44	110.2 (2)
C8—C9—H9A	111.0	C47—C48—C44	104.0 (2)
C10—C9—H9A	111.0	C49—C48—H48	107.3
C8—C9—H9B	111.0	C47—C48—H48	107.3
C10—C9—H9B	111.0	C44—C48—H48	107.3
H9A—C9—H9B	109.0	O12—C49—C50	106.1 (2)
C9—C10—C11	107.1 (2)	O12—C49—C48	113.1 (2)
C9—C10—H10A	110.3	C50—C49—C48	111.1 (2)
C11—C10—H10A	110.3	O12—C49—H49	108.8
C9—C10—H10B	110.3	C50—C49—H49	108.8
C11—C10—H10B	110.3	C48—C49—H49	108.8
H10A—C10—H10B	108.6	C49—C50—C51	114.2 (2)
C22—C11—C12	119.7 (2)	C49—C50—H50A	108.7
C22—C11—C10	111.9 (2)	C51—C50—H50A	108.7
C12—C11—C10	103.3 (2)	C49—C50—H50B	108.7
C22—C11—H11	107.1	C51—C50—H50B	108.7
C12—C11—H11	107.1	H50A—C50—H50B	107.6
C10—C11—H11	107.1	C50—C51—C52	114.2 (2)
C13—C12—C11	119.8 (2)	C50—C51—C43	110.0 (2)
C13—C12—C8	110.1 (2)	C52—C51—C43	117.2 (2)
C11—C12—C8	103.3 (2)	C50—C51—H51	104.7
C13—C12—H12	107.7	C52—C51—H51	104.7
C11—C12—H12	107.7	C43—C51—H51	104.7
C8—C12—H12	107.7	C53—C52—C59	107.9 (2)
O3—C13—C14	105.1 (2)	C53—C52—C40	107.6 (2)
O3—C13—C12	112.3 (2)	C59—C52—C40	114.7 (2)
C14—C13—C12	111.3 (2)	C53—C52—C51	106.7 (2)
O3—C13—H13	109.3	C59—C52—C51	113.2 (2)
C14—C13—H13	109.3	C40—C52—C51	106.3 (2)
C12—C13—H13	109.3	C37—C53—C52	115.1 (2)
C13—C14—C15	114.1 (2)	C37—C53—H53A	108.5
C13—C14—H14A	108.7	C52—C53—H53A	108.5
C15—C14—H14A	108.7	C37—C53—H53B	108.5
C13—C14—H14B	108.7	C52—C53—H53B	108.5
C15—C14—H14B	108.7	H53A—C53—H53B	107.5
H14A—C14—H14B	107.6	C39—C54—H54A	109.5
C14—C15—C7	109.9 (2)	C39—C54—H54B	109.5
C14—C15—C16	113.9 (2)	H54A—C54—H54B	109.5
C7—C15—C16	117.3 (2)	C39—C54—H54C	109.5
C14—C15—H15	104.8	H54A—C54—H54C	109.5
C7—C15—H15	104.8	H54B—C54—H54C	109.5
C16—C15—H15	104.8	C39—C55—H55A	109.5
C23—C16—C17	107.9 (2)	C39—C55—H55B	109.5
C23—C16—C4	114.7 (2)	H55A—C55—H55B	109.5
C17—C16—C4	107.3 (2)	C39—C55—H55C	109.5
C23—C16—C15	113.4 (2)	H55A—C55—H55C	109.5
C17—C16—C15	107.1 (2)	H55B—C55—H55C	109.5
C4—C16—C15	105.9 (2)	C43—C56—H56A	109.5
C1—C17—C16	115.1 (2)	C43—C56—H56B	109.5
C1—C17—H17A	108.5	H56A—C56—H56B	109.5
C16—C17—H17A	108.5	C43—C56—H56C	109.5
C1—C17—H17B	108.5	H56A—C56—H56C	109.5
C16—C17—H17B	108.5	H56B—C56—H56C	109.5
H17A—C17—H17B	107.5	C44—C57—H57A	109.5
C3—C18—H18A	109.5	C44—C57—H57B	109.5
C3—C18—H18B	109.5	H57A—C57—H57B	109.5
H18A—C18—H18B	109.5	C44—C57—H57C	109.5
C3—C18—H18C	109.5	H57A—C57—H57C	109.5
H18A—C18—H18C	109.5	H57B—C57—H57C	109.5
H18B—C18—H18C	109.5	O13—C58—C72	106.7 (2)
C3—C19—H19A	109.5	O13—C58—C66	111.5 (2)
C3—C19—H19B	109.5	C72—C58—C66	113.9 (2)
H19A—C19—H19B	109.5	O13—C58—C47	103.06 (19)
C3—C19—H19C	109.5	C72—C58—C47	108.4 (2)
H19A—C19—H19C	109.5	C66—C58—C47	112.6 (2)
H19B—C19—H19C	109.5	C52—C59—H59A	109.5
C7—C20—H20A	109.5	C52—C59—H59B	109.5
C7—C20—H20B	109.5	H59A—C59—H59B	109.5
H20A—C20—H20B	109.5	C52—C59—H59C	109.5
C7—C20—H20C	109.5	H59A—C59—H59C	109.5
H20A—C20—H20C	109.5	H59B—C59—H59C	109.5
H20B—C20—H20C	109.5	O13—C60—O18	106.92 (19)
C8—C21—H21A	109.5	O13—C60—C61	108.1 (2)
C8—C21—H21B	109.5	O18—C60—C61	110.3 (2)
H21A—C21—H21B	109.5	O13—C60—H60	110.5
C8—C21—H21C	109.5	O18—C60—H60	110.5
H21A—C21—H21C	109.5	C61—C60—H60	110.5
H21B—C21—H21C	109.5	O14—C61—C60	107.3 (2)
O4—C22—C36	107.0 (2)	O14—C61—C62	111.3 (2)
O4—C22—C30	111.9 (2)	C60—C61—C62	109.6 (2)
C36—C22—C30	113.3 (2)	O14—C61—H61	109.5
O4—C22—C11	102.84 (19)	C60—C61—H61	109.5
C36—C22—C11	108.3 (2)	C62—C61—H61	109.5
C30—C22—C11	112.8 (2)	O15—C62—C63	111.7 (2)
C16—C23—H23A	109.5	O15—C62—C61	110.7 (2)
C16—C23—H23B	109.5	C63—C62—C61	110.9 (2)
H23A—C23—H23B	109.5	O15—C62—H62	107.8
C16—C23—H23C	109.5	C63—C62—H62	107.8
H23A—C23—H23C	109.5	C61—C62—H62	107.8
H23B—C23—H23C	109.5	O16—C63—C62	112.7 (2)
O4—C24—O9	106.42 (19)	O16—C63—C64	108.0 (2)
O4—C24—C25	106.8 (2)	C62—C63—C64	109.5 (2)
O9—C24—C25	111.2 (2)	O16—C63—H63	108.8
O4—C24—H24	110.8	C62—C63—H63	108.8
O9—C24—H24	110.8	C64—C63—H63	108.8
C25—C24—H24	110.8	O18—C64—C65	105.8 (2)
O5—C25—C24	108.4 (2)	O18—C64—C63	109.3 (2)
O5—C25—C26	110.5 (2)	C65—C64—C63	113.6 (2)
C24—C25—C26	110.4 (2)	O18—C64—H64	109.4
O5—C25—H25	109.2	C65—C64—H64	109.4
C24—C25—H25	109.2	C63—C64—H64	109.4
C26—C25—H25	109.2	O17—C65—C64	112.4 (2)
O6—C26—C27	111.8 (2)	O17—C65—H65A	109.1
O6—C26—C25	111.0 (2)	C64—C65—H65A	109.1
C27—C26—C25	109.7 (2)	O17—C65—H65B	109.1
O6—C26—H26	108.1	C64—C65—H65B	109.1
C27—C26—H26	108.1	H65A—C65—H65B	107.9
C25—C26—H26	108.1	C67—C66—C58	116.3 (2)
O7—C27—C26	111.6 (2)	C67—C66—H66A	108.2
O7—C27—C28	108.8 (3)	C58—C66—H66A	108.2
C26—C27—C28	109.1 (2)	C67—C66—H66B	108.2
O7—C27—H27	109.1	C58—C66—H66B	108.2
C26—C27—H27	109.1	H66A—C66—H66B	107.4
C28—C27—H27	109.1	C68—C67—C66	112.3 (2)
O9—C28—C29	105.7 (2)	C68—C67—H67A	109.1
O9—C28—C27	109.3 (2)	C66—C67—H67A	109.1
C29—C28—C27	113.5 (3)	C68—C67—H67B	109.1
O9—C28—H28	109.4	C66—C67—H67B	109.1
C29—C28—H28	109.4	H67A—C67—H67B	107.9
C27—C28—H28	109.4	C69—C68—C67	127.5 (3)
O8—C29—C28	112.4 (3)	C69—C68—H68	116.3
O8—C29—H29A	109.1	C67—C68—H68	116.3
C28—C29—H29A	109.1	C68—C69—C70	125.1 (3)
O8—C29—H29B	109.1	C68—C69—C71	121.1 (3)
C28—C29—H29B	109.1	C70—C69—C71	113.8 (3)
H29A—C29—H29B	107.9	C69—C70—H70A	109.5
C31—C30—C22	116.5 (2)	C69—C70—H70B	109.5
C31—C30—H30A	108.2	H70A—C70—H70B	109.5
C22—C30—H30A	108.2	C69—C70—H70C	109.5
C31—C30—H30B	108.2	H70A—C70—H70C	109.5
C22—C30—H30B	108.2	H70B—C70—H70C	109.5
H30A—C30—H30B	107.3	C69—C71—H71A	109.5
C32—C31—C30	112.2 (2)	C69—C71—H71B	109.5
C32—C31—H31A	109.2	H71A—C71—H71B	109.5
C30—C31—H31A	109.2	C69—C71—H71C	109.5
C32—C31—H31B	109.2	H71A—C71—H71C	109.5
C30—C31—H31B	109.2	H71B—C71—H71C	109.5
H31A—C31—H31B	107.9	C58—C72—H72A	109.5
C33—C32—C31	127.3 (3)	C58—C72—H72B	109.5
C33—C32—H32	116.4	H72A—C72—H72B	109.5
C31—C32—H32	116.4	C58—C72—H72C	109.5
C32—C33—C34	125.1 (3)	H72A—C72—H72C	109.5
C32—C33—C35	120.9 (3)	H72B—C72—H72C	109.5
C34—C33—C35	114.0 (3)	C73—O19—H19O	109.2
C33—C34—H34A	109.5	O19—C73—H73A	109.5
C33—C34—H34B	109.5	O19—C73—H73B	109.5
H34A—C34—H34B	109.5	H73A—C73—H73B	109.5
C33—C34—H34C	109.5	O19—C73—H73C	109.5
H34A—C34—H34C	109.5	H73A—C73—H73C	109.5
H34B—C34—H34C	109.5	H73B—C73—H73C	109.5
C33—C35—H35A	109.5	C74—O20—H20O	109.5
C33—C35—H35B	109.5	O20—C74—H74A	109.5
H35A—C35—H35B	109.5	O20—C74—H74B	109.5
C33—C35—H35C	109.5	H74A—C74—H74B	109.5
H35A—C35—H35C	109.5	O20—C74—H74C	109.5
H35B—C35—H35C	109.5	H74A—C74—H74C	109.5
C22—C36—H36A	109.5	H74B—C74—H74C	109.5
C22—C36—H36B	109.5	C75—O21—H21O	109.5
H36A—C36—H36B	109.5	O21—C75—H75A	109.5
C22—C36—H36C	109.5	O21—C75—H75B	109.5
H36A—C36—H36C	109.5	H75A—C75—H75B	109.5
H36B—C36—H36C	109.5	O21—C75—H75C	109.5
C37—O10—H10	109.5	H75A—C75—H75C	109.5
C38—O11—H11O	109.5	H75B—C75—H75C	109.5
C49—O12—H12O	109.5	C76—O22—H22O	109.5
C60—O13—C58	120.25 (19)	O22—C76—H76A	109.5
C61—O14—H14O	109.5	O22—C76—H76B	109.5
C62—O15—H15O	109.5	H76A—C76—H76B	109.5
C63—O16—H16O	109.5	O22—C76—H76C	109.5
C65—O17—H17O	109.5	H76A—C76—H76C	109.5
C60—O18—C64	111.86 (19)	H76B—C76—H76C	109.5
O10—C37—C53	105.8 (2)	C77A—O23A—H23O	114.4
O10—C37—C38	110.6 (2)	C77A—O23A—H23P	94.5
C53—C37—C38	110.2 (2)	C77B—O23B—H23O	94.4
O10—C37—H37	110.0	C77B—O23B—H23P	107.0
C53—C37—H37	110.0	O23B—C77B—H77D	109.5
C38—C37—H37	110.0	O23B—C77B—H77E	109.5
O11—C38—C37	110.4 (2)	H77D—C77B—H77E	109.5
O11—C38—C39	111.1 (2)	O23B—C77B—H77F	109.5
C37—C38—C39	113.1 (2)	H77D—C77B—H77F	109.5
O11—C38—H38	107.3	H77E—C77B—H77F	109.5
O1—C1—C2—O2	54.5 (3)	O10—C37—C38—O11	59.4 (3)
C17—C1—C2—O2	176.3 (2)	C53—C37—C38—O11	176.0 (2)
O1—C1—C2—C3	178.8 (2)	O10—C37—C38—C39	−175.4 (2)
C17—C1—C2—C3	−59.3 (3)	C53—C37—C38—C39	−58.7 (3)
O2—C2—C3—C19	−59.9 (3)	O11—C38—C39—C54	56.5 (3)
C1—C2—C3—C19	175.1 (2)	C37—C38—C39—C54	−68.3 (3)
O2—C2—C3—C18	57.2 (3)	O11—C38—C39—C55	−61.1 (3)
C1—C2—C3—C18	−67.8 (3)	C37—C38—C39—C55	174.1 (2)
O2—C2—C3—C4	−176.1 (2)	O11—C38—C39—C40	−177.4 (2)
C1—C2—C3—C4	58.8 (3)	C37—C38—C39—C40	57.8 (3)
C19—C3—C4—C5	54.8 (3)	C54—C39—C40—C41	−65.0 (3)
C2—C3—C4—C5	170.1 (2)	C55—C39—C40—C41	56.4 (3)
C18—C3—C4—C5	−65.5 (3)	C38—C39—C40—C41	171.2 (2)
C19—C3—C4—C16	−172.7 (2)	C54—C39—C40—C52	67.7 (3)
C2—C3—C4—C16	−57.4 (3)	C55—C39—C40—C52	−171.0 (2)
C18—C3—C4—C16	67.0 (3)	C38—C39—C40—C52	−56.1 (3)
C16—C4—C5—C6	64.7 (3)	C39—C40—C41—C42	−160.8 (2)
C3—C4—C5—C6	−160.1 (2)	C52—C40—C41—C42	63.8 (3)
C4—C5—C6—C7	−58.4 (3)	C40—C41—C42—C43	−58.6 (3)
C5—C6—C7—C20	−73.2 (3)	C41—C42—C43—C56	−72.6 (3)
C5—C6—C7—C15	48.7 (3)	C41—C42—C43—C51	49.4 (3)
C5—C6—C7—C8	165.6 (2)	C41—C42—C43—C44	166.1 (2)
C20—C7—C8—C9	−55.0 (3)	C56—C43—C44—C45	−52.1 (3)
C6—C7—C8—C9	63.6 (3)	C42—C43—C44—C45	66.7 (3)
C15—C7—C8—C9	−177.3 (2)	C51—C43—C44—C45	−174.9 (2)
C20—C7—C8—C21	−177.1 (2)	C56—C43—C44—C57	−175.0 (2)
C6—C7—C8—C21	−58.5 (3)	C42—C43—C44—C57	−56.1 (3)
C15—C7—C8—C21	60.6 (3)	C51—C43—C44—C57	62.2 (3)
C20—C7—C8—C12	58.7 (3)	C56—C43—C44—C48	60.6 (3)
C6—C7—C8—C12	177.4 (2)	C42—C43—C44—C48	179.5 (2)
C15—C7—C8—C12	−63.5 (3)	C51—C43—C44—C48	−62.2 (3)
C21—C8—C9—C10	−73.7 (3)	C57—C44—C45—C46	−72.7 (3)
C12—C8—C9—C10	41.4 (3)	C48—C44—C45—C46	43.0 (3)
C7—C8—C9—C10	160.5 (2)	C43—C44—C45—C46	161.4 (2)
C8—C9—C10—C11	−21.6 (3)	C44—C45—C46—C47	−24.8 (3)
C9—C10—C11—C22	−137.2 (2)	C45—C46—C47—C58	−133.3 (2)
C9—C10—C11—C12	−7.1 (3)	C45—C46—C47—C48	−3.8 (3)
C22—C11—C12—C13	−79.1 (3)	C58—C47—C48—C49	−80.6 (3)
C10—C11—C12—C13	155.8 (2)	C46—C47—C48—C49	154.5 (2)
C22—C11—C12—C8	158.1 (2)	C58—C47—C48—C44	155.6 (2)
C10—C11—C12—C8	33.0 (2)	C46—C47—C48—C44	30.7 (3)
C9—C8—C12—C13	−175.6 (2)	C45—C44—C48—C49	−176.0 (2)
C21—C8—C12—C13	−64.3 (3)	C57—C44—C48—C49	−64.2 (3)
C7—C8—C12—C13	61.1 (3)	C43—C44—C48—C49	60.9 (3)
C9—C8—C12—C11	−46.6 (2)	C45—C44—C48—C47	−45.9 (2)
C21—C8—C12—C11	64.8 (2)	C57—C44—C48—C47	65.9 (3)
C7—C8—C12—C11	−169.8 (2)	C43—C44—C48—C47	−169.1 (2)
C11—C12—C13—O3	69.8 (3)	C47—C48—C49—O12	65.7 (3)
C8—C12—C13—O3	−170.8 (2)	C44—C48—C49—O12	−173.5 (2)
C11—C12—C13—C14	−172.6 (2)	C47—C48—C49—C50	−175.2 (2)
C8—C12—C13—C14	−53.2 (3)	C44—C48—C49—C50	−54.3 (3)
O3—C13—C14—C15	173.8 (2)	O12—C49—C50—C51	176.7 (2)
C12—C13—C14—C15	52.0 (3)	C48—C49—C50—C51	53.4 (3)
C13—C14—C15—C7	−56.0 (3)	C49—C50—C51—C52	169.5 (2)
C13—C14—C15—C16	170.1 (2)	C49—C50—C51—C43	−56.4 (3)
C20—C7—C15—C14	−61.7 (3)	C56—C43—C51—C50	−62.9 (3)
C6—C7—C15—C14	179.8 (2)	C42—C43—C51—C50	178.5 (2)
C8—C7—C15—C14	59.7 (3)	C44—C43—C51—C50	58.9 (3)
C20—C7—C15—C16	70.4 (3)	C56—C43—C51—C52	69.8 (3)
C6—C7—C15—C16	−48.1 (3)	C42—C43—C51—C52	−48.8 (3)
C8—C7—C15—C16	−168.1 (2)	C44—C43—C51—C52	−168.5 (2)
C5—C4—C16—C23	66.6 (3)	C41—C40—C52—C53	−173.0 (2)
C3—C4—C16—C23	−67.6 (3)	C39—C40—C52—C53	52.1 (3)
C5—C4—C16—C17	−173.5 (2)	C41—C40—C52—C59	66.8 (3)
C3—C4—C16—C17	52.3 (3)	C39—C40—C52—C59	−68.1 (3)
C5—C4—C16—C15	−59.3 (3)	C41—C40—C52—C51	−59.0 (3)
C3—C4—C16—C15	166.5 (2)	C39—C40—C52—C51	166.1 (2)
C14—C15—C16—C23	56.4 (3)	C50—C51—C52—C53	−61.1 (3)
C7—C15—C16—C23	−74.0 (3)	C43—C51—C52—C53	168.2 (2)
C14—C15—C16—C17	−62.6 (3)	C50—C51—C52—C59	57.5 (3)
C7—C15—C16—C17	167.1 (2)	C43—C51—C52—C59	−73.2 (3)
C14—C15—C16—C4	−176.9 (2)	C50—C51—C52—C40	−175.7 (2)
C7—C15—C16—C4	52.7 (3)	C43—C51—C52—C40	53.6 (3)
O1—C1—C17—C16	176.5 (2)	O10—C37—C53—C52	173.9 (2)
C2—C1—C17—C16	54.1 (3)	C38—C37—C53—C52	54.3 (3)
C23—C16—C17—C1	75.2 (3)	C59—C52—C53—C37	74.8 (3)
C4—C16—C17—C1	−49.0 (3)	C40—C52—C53—C37	−49.6 (3)
C15—C16—C17—C1	−162.4 (2)	C51—C52—C53—C37	−163.3 (2)
C24—O4—C22—C36	71.5 (3)	C60—O13—C58—C72	69.9 (3)
C24—O4—C22—C30	−53.2 (3)	C60—O13—C58—C66	−55.0 (3)
C24—O4—C22—C11	−174.5 (2)	C60—O13—C58—C47	−176.0 (2)
C12—C11—C22—O4	67.0 (3)	C48—C47—C58—O13	66.7 (3)
C10—C11—C22—O4	−172.0 (2)	C46—C47—C58—O13	−172.8 (2)
C12—C11—C22—C36	180.0 (2)	C48—C47—C58—C72	179.5 (2)
C10—C11—C22—C36	−59.0 (3)	C46—C47—C58—C72	−60.0 (3)
C12—C11—C22—C30	−53.8 (3)	C48—C47—C58—C66	−53.6 (3)
C10—C11—C22—C30	67.2 (3)	C46—C47—C58—C66	66.9 (3)
C22—O4—C24—O9	89.1 (3)	C58—O13—C60—O18	86.1 (3)
C22—O4—C24—C25	−152.1 (2)	C58—O13—C60—C61	−155.2 (2)
C28—O9—C24—O4	174.0 (2)	C64—O18—C60—O13	−178.9 (2)
C28—O9—C24—C25	58.1 (3)	C64—O18—C60—C61	63.8 (3)
O4—C24—C25—O5	69.5 (3)	O13—C60—C61—O14	65.3 (3)
O9—C24—C25—O5	−174.8 (2)	O18—C60—C61—O14	−178.1 (2)
O4—C24—C25—C26	−169.3 (2)	O13—C60—C61—C62	−173.6 (2)
O9—C24—C25—C26	−53.6 (3)	O18—C60—C61—C62	−57.0 (3)
O5—C25—C26—O6	−61.8 (3)	O14—C61—C62—O15	−64.1 (3)
C24—C25—C26—O6	178.3 (2)	C60—C61—C62—O15	177.3 (2)
O5—C25—C26—C27	174.1 (2)	O14—C61—C62—C63	171.4 (2)
C24—C25—C26—C27	54.2 (3)	C60—C61—C62—C63	52.8 (3)
O6—C26—C27—O7	59.4 (3)	O15—C62—C63—O16	62.6 (3)
C25—C26—C27—O7	−176.9 (2)	C61—C62—C63—O16	−173.3 (2)
O6—C26—C27—C28	179.6 (2)	O15—C62—C63—C64	−177.1 (2)
C25—C26—C27—C28	−56.8 (3)	C61—C62—C63—C64	−53.1 (3)
C24—O9—C28—C29	177.0 (2)	C60—O18—C64—C65	173.8 (2)
C24—O9—C28—C27	−60.5 (3)	C60—O18—C64—C63	−63.6 (3)
O7—C27—C28—O9	−179.3 (2)	O16—C63—C64—O18	−179.8 (2)
C26—C27—C28—O9	58.8 (3)	C62—C63—C64—O18	57.1 (3)
O7—C27—C28—C29	−61.6 (3)	O16—C63—C64—C65	−61.9 (3)
C26—C27—C28—C29	176.5 (3)	C62—C63—C64—C65	175.0 (2)
O9—C28—C29—O8	55.6 (3)	O18—C64—C65—O17	62.9 (3)
C27—C28—C29—O8	−64.2 (4)	C63—C64—C65—O17	−56.9 (3)
O4—C22—C30—C31	85.1 (3)	O13—C58—C66—C67	87.8 (3)
C36—C22—C30—C31	−36.0 (3)	C72—C58—C66—C67	−33.0 (3)
C11—C22—C30—C31	−159.5 (2)	C47—C58—C66—C67	−156.9 (2)
C22—C30—C31—C32	178.1 (3)	C58—C66—C67—C68	−172.0 (2)
C30—C31—C32—C33	−128.7 (3)	C66—C67—C68—C69	−141.2 (3)
C31—C32—C33—C34	0.1 (5)	C67—C68—C69—C70	1.3 (5)
C31—C32—C33—C35	179.7 (3)	C67—C68—C69—C71	−177.9 (3)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1O···O7^i	0.84	1.99	2.829 (3)	174
O2—H2O···O1	0.84	2.70	2.843 (3)	91
O3—H3O···O4	0.84	1.87	2.680 (3)	163
O3—H3O···O9	0.84	2.58	3.227 (3)	135
O5—H5O···O23B^ii	0.98	1.72	2.668 (8)	161
O5—H5O···O23A^ii	0.98	1.84	2.753 (7)	154
O6—H6O···O21	0.84	1.96	2.756 (4)	158
O7—H7O···O17	0.84	1.92	2.745 (3)	167
O8—H8O···O19	0.84	1.97	2.693 (4)	143
O10—H10···O1^ii	0.84	1.98	2.737 (3)	150
O11—H11O···O15^i	0.84	2.10	2.857 (3)	150
O12—H12O···O13	0.84	1.82	2.648 (3)	167
O14—H14O···O5^iii	0.84	2.07	2.712 (3)	133
O15—H15O···O8	0.84	2.46	2.790 (4)	104
O16—H16O···O10^iv	0.84	1.88	2.688 (3)	160
O17—H17O···O21	0.84	1.98	2.776 (3)	157
O19—H19O···O3	0.84	1.91	2.676 (4)	150
O20—H20O···O14	0.84	1.99	2.770 (4)	153
O21—H21O···O12	0.84	1.90	2.668 (4)	150
O22—H22O···O16	0.84	1.99	2.762 (3)	152
O23A—H23O···O20	0.98	1.82	2.646 (8)	140

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