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The structure of the title compound, C47H78O18, is characterized by intermolecular hydrogen bonding and a disordered pivaloyl group.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536803009474/cm6040sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536803009474/cm6040Isup2.hkl
Contains datablock I

CCDC reference: 214808

Key indicators

  • Single-crystal X-ray study
  • T = 150 K
  • Mean [sigma](C-C) = 0.009 Å
  • R factor = 0.078
  • wR factor = 0.234
  • Data-to-parameter ratio = 9.9

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry


Yellow Alert Alert Level C:
DIFMX_01 Alert C The maximum difference density is > 0.1*ZMAX*0.75 _refine_diff_density_max given = 0.689 Test value = 0.600 DIFMX_02 Alert C The minimum difference density is > 0.1*ZMAX*0.75 The relevant atom site should be identified. PLAT_213 Alert C Atom C13' has ADP max/min Ratio ........... 3.20 prolate PLAT_601 Alert C Structure Contains Solvent Accessible VOIDS of 37.00 A   3 General Notes
REFLT_03 From the CIF: _diffrn_reflns_theta_max 26.38 From the CIF: _reflns_number_total 5812 Count of symmetry unique reflns 5828 Completeness (_total/calc) 99.73% 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 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.
0 Alert Level A = Potentially serious problem
0 Alert Level B = Potential problem
4 Alert Level C = Please check

Comment top

In continuation of our recent investigations of the structures and derivatives of the symmetric and non-reducing disaccharide, α,α'-trehalose (Clow et al., 2001; Baddeley et al., 2001, 2002), we have determined the structure of 2,2',3,3',4,6,6'-hepta-O-pivaloyl-α,α'-trehalose, (I). As in the symmetric substituted derivatives, e.g. 2,2',3,3',4,4',6,6'-hexa-O-acetato-α,α'-trehalose EtOAc solvate (Baddeley et al., 2001), 2,2',3,3',4,4'-hexa-O-acetato-6,6'-bis-O-isobutanoyl-α,α'-trehalose 0.7-hydrate (Clow et al., 2001), and 2,2',3,3',4,4'-hexa-O-acetato-6,6'-bis-O-trityl-α,α'-trehalose (Baddeley et al., 2002), both pyranose rings in (I) have near ideal 4C1 conformations. The corresponding puckering parameters (Cremer & Pople, 1975) calculated with PLATON (Spek, 2001) are Q = 0.571 (5) Å, θ = 4.5 (5)° and ø = 319 (5)° (unprimed atoms), and Q = 0.568 (5) Å, θ = 5.5 (5)°, ø = 317 (5)° (primed atoms). The arrangement and packing of the bulky pivaloyl groups thus do not lead to any significant changes in the pyranose conformations.

The pseudo-torsion angle H1—C1···C1'—H1' of the glycosidic linkage is −85.3°. In the ditrityl hexaacetate derivative of α,α'-trehalose, the bridging O atom lies on a twofold axis and the pseudo-torsion angle is −104.7° (Baddeley et al., 2002).

The substitution at C1,C1' is α,α', with C1—O1 = 1.423 (5) Å and C1'-O1 = 1.424 (5) Å. The angle subtended at O1 is 111.1 (3)°. The absolute configuration adopted, see below, is R at C1, C1', C2, C2', C4, C4', C5 and C5', and S at C3 and C3'. Intermolecular hydrogen bonding links the OH group at C4' with a carbonyl oxygen in the –OCOC(CH3)3 group at the C2 position. This results in a hydrogen-bonding motif consisting of chains of molecules along the twofold b axis. Additional intermolecular C—H···O hydrogen bonding is also present (Table 2). A small peak (0.689 e Å−3) on the final difference map may possibly be a disordered oxygen of a water molecule with a very low occupation factor but its proximity to C25 (about 2.4 Å) requires disorder at this carbon. Disorder is present in the pivaloyl group with atoms C18, C19 and C20 each spread over two sites with occupancies of 0.49 (2) and 0.51 (2).

Experimental top

The title compound was prepared by an esterification method involving suspension of α,α'-trehalose in pyridine, cooling to 253 K, slow addition of pivaloyl chloride and stirring at room temp for 3 d. The reaction mixture was poured into ice water and extracted into chloroform. Following chromatography using 7:2 light petroleum:diethyl ether, suitable crystals of the isolated product were grown by slow evaporation of a 95% ethanol solution (m.p. 453–455 K).

Refinement top

Except for the disordered atoms C18, C18', C19, C19', C20 and C20', which were refined isotropically, all non-H atoms were refined with anisotropic displacement parameters. The H atoms were initially placed in calculated positions and thereafter allowed to ride on their attached atoms with isotropic displacement parameters 1.2 times the Ueq of the attached atom. Final R values are higher than normal and several atoms in the disordered structure (e.g. O6, C13', C15' and C26') were associated with large displacement parameters. Statistical treatment of these four atom positions was not successful. In the absence of atomic species with atomic number greater than that of oxygen, Friedel pairs were merged prior to refinement. As a consequence, the Flack x parameter (Flack, 1983) and absolute structure are indeterminate from the intensity data alone. The latter has therefore been established simply on the basis of the known stereochemistry of the parent trehalose.

Computing details top

Data collection: DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998); cell refinement: DENZO and COLLECT; data reduction: DENZO and COLLECT; program(s) used to solve structure: SIR97 (Altomare et al.,1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997).

Figures top
[Figure 1] Fig. 1. The atomic arrangement in the molecule (disorder excluded). Displacement ellipsoids are shown at the 50% probability level.
2,2',3,3',4,6,6'-hepta-O-pivalato-α,α'-trehalose top
Crystal data top
C47H78O18F(000) = 1008
Mr = 931.09Dx = 1.145 Mg m3
Monoclinic, P21Mo Kα radiation, λ = 0.71073 Å
a = 14.1855 (3) ÅCell parameters from 5000 reflections
b = 10.6390 (2) Åθ = 1.5–26.0°
c = 18.3343 (4) ŵ = 0.09 mm1
β = 102.5721 (9)°T = 150 K
V = 2700.66 (10) Å3Lozenge, colourless
Z = 20.55 × 0.20 × 0.20 mm
Data collection top
Nonius KappaCCD area-detector
diffractometer
5812 independent reflections
Radiation source: Enraf-Nonius FR591 rotating anode4797 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.072
Detector resolution: 9.091 pixels mm-1θmax = 26.4°, θmin = 1.5°
ϕ and ω scans to fill Ewald sphereh = 1717
Absorption correction: multi-scan
multiple and symmetry-related data measurements via the program SORTAV (Blessing, 1995, 1997)
k = 1313
Tmin = 0.954, Tmax = 0.983l = 2222
45444 measured reflections
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.078H-atom parameters constrained
wR(F2) = 0.234 w = 1/[σ2(Fo2) + (0.1602P)2 + 1.3102P]
where P = (Fo2 + 2Fc2)/3
S = 1.03(Δ/σ)max = 0.013
5812 reflectionsΔρmax = 0.69 e Å3
586 parametersΔρmin = 0.31 e Å3
199 restraintsExtinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.011 (3)
Crystal data top
C47H78O18V = 2700.66 (10) Å3
Mr = 931.09Z = 2
Monoclinic, P21Mo Kα radiation
a = 14.1855 (3) ŵ = 0.09 mm1
b = 10.6390 (2) ÅT = 150 K
c = 18.3343 (4) Å0.55 × 0.20 × 0.20 mm
β = 102.5721 (9)°
Data collection top
Nonius KappaCCD area-detector
diffractometer
5812 independent reflections
Absorption correction: multi-scan
multiple and symmetry-related data measurements via the program SORTAV (Blessing, 1995, 1997)
4797 reflections with I > 2σ(I)
Tmin = 0.954, Tmax = 0.983Rint = 0.072
45444 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.078199 restraints
wR(F2) = 0.234H-atom parameters constrained
S = 1.03Δρmax = 0.69 e Å3
5812 reflectionsΔρmin = 0.31 e Å3
586 parameters
Special details top

Experimental. Please note cell_measurement_ fields are not relevant to area detector data, the entire data set is used to refine the cell, which is indexed from all observed reflections in a 10 degree phi range.

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. 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 (Å2) top
xyzUiso*/UeqOcc. (<1)
O10.7142 (2)0.7414 (3)0.14034 (16)0.0323 (7)
O20.5326 (2)0.7820 (3)0.16472 (18)0.0338 (7)
O30.3935 (3)0.6784 (5)0.1442 (4)0.0859 (18)
O40.5614 (2)0.7130 (3)0.31776 (17)0.0325 (7)
O50.7140 (2)0.5342 (3)0.18155 (19)0.0388 (7)
O60.6377 (4)0.8739 (6)0.3812 (3)0.095 (2)
O70.7669 (2)0.6335 (4)0.37633 (18)0.0407 (8)
O80.6878 (4)0.5175 (7)0.4445 (3)0.0897 (18)
O90.7859 (2)0.3501 (3)0.2919 (2)0.0485 (9)
O100.9239 (3)0.2564 (5)0.3388 (3)0.0692 (13)
O2'0.9069 (2)0.8168 (3)0.16592 (17)0.0368 (7)
O3'0.9823 (4)0.6473 (5)0.1352 (2)0.0791 (16)
O4'0.8905 (2)1.0310 (4)0.07390 (18)0.0416 (8)
O5'0.7029 (2)0.7376 (3)0.01133 (17)0.0365 (7)
O6'0.8608 (3)1.1599 (5)0.1630 (3)0.0709 (14)
O7'0.6945 (4)1.0835 (5)0.0010 (3)0.0786 (15)
H7'0.67131.10240.04380.094*
O9'0.6317 (2)0.8403 (4)0.13204 (18)0.0419 (8)
O10'0.4893 (3)0.8760 (4)0.2097 (2)0.0523 (10)
C10.6569 (3)0.6347 (5)0.1484 (2)0.0341 (9)
H1A0.61980.60820.09790.041*
C20.5860 (3)0.6720 (4)0.1963 (2)0.0307 (9)
H2A0.53960.60130.19640.037*
C30.6365 (3)0.7003 (4)0.2757 (2)0.0291 (8)
H3A0.67380.78040.27780.035*
C40.7035 (3)0.5931 (4)0.3073 (2)0.0330 (9)
H4A0.66610.51660.31540.040*
C50.7711 (3)0.5646 (4)0.2541 (3)0.0366 (10)
H5A0.80950.64200.24960.044*
C60.4370 (4)0.7738 (5)0.1400 (3)0.0480 (12)
C70.3908 (4)0.8953 (6)0.1077 (4)0.0510 (13)
C80.2936 (5)0.9037 (9)0.1286 (4)0.0697 (18)
H8A0.30280.90660.18310.084*
H8B0.25470.82990.10930.084*
H8C0.26010.98000.10690.084*
C90.3736 (5)0.8889 (7)0.0222 (4)0.0662 (17)
H9A0.33350.81550.00400.079*
H9B0.43570.88170.00740.079*
H9C0.34050.96550.00050.079*
C100.4530 (5)1.0103 (7)0.1353 (6)0.083 (2)
H10A0.46451.01490.18990.099*
H10B0.41941.08650.11350.099*
H10C0.51491.00330.12010.099*
C110.5675 (4)0.8081 (5)0.3659 (3)0.0425 (11)
C120.4819 (4)0.8150 (5)0.4036 (3)0.0442 (11)
C130.4973 (7)0.9324 (8)0.4537 (5)0.080 (2)
H13A0.44350.94080.47910.097*
H13B0.50011.00710.42300.097*
H13C0.55800.92420.49100.097*
C140.4815 (8)0.6963 (8)0.4482 (6)0.095 (3)
H14A0.47070.62390.41430.113*
H14B0.42960.70050.47580.113*
H14C0.54370.68700.48350.113*
C150.3910 (5)0.8252 (12)0.3461 (5)0.097 (3)
H15A0.38200.74900.31540.116*
H15B0.39450.89850.31440.116*
H15C0.33650.83500.37060.116*
C160.7530 (4)0.5863 (6)0.4416 (3)0.0487 (12)
C170.8293 (4)0.6325 (7)0.5069 (3)0.0627 (17)
C180.7842 (13)0.632 (2)0.5737 (8)0.096 (6)*0.488 (19)
H18A0.71490.64840.55780.115*0.488 (19)
H18B0.81440.69660.60910.115*0.488 (19)
H18C0.79400.54910.59800.115*0.488 (19)
C190.9028 (13)0.5285 (17)0.5077 (12)0.105 (7)*0.488 (19)
H19A0.92570.49820.55900.126*0.488 (19)
H19B0.95740.56110.48870.126*0.488 (19)
H19C0.87250.45900.47600.126*0.488 (19)
C200.8723 (16)0.7568 (14)0.4923 (13)0.111 (8)*0.488 (19)
H20A0.94280.74920.50190.134*0.488 (19)
H20B0.85480.82090.52540.134*0.488 (19)
H20C0.84740.78130.44010.134*0.488 (19)
C18'0.8185 (13)0.5609 (16)0.5761 (8)0.093 (6)*0.512 (19)
H18D0.88000.56200.61290.112*0.512 (19)
H18E0.80010.47380.56260.112*0.512 (19)
H18F0.76840.60070.59760.112*0.512 (19)
C19'0.9275 (10)0.616 (2)0.4902 (11)0.113 (7)*0.512 (19)
H19D0.96520.55670.52610.135*0.512 (19)
H19E0.96070.69720.49420.135*0.512 (19)
H19F0.92080.58280.43940.135*0.512 (19)
C20'0.8075 (15)0.7709 (12)0.5160 (12)0.108 (7)*0.512 (19)
H20D0.74610.77910.53170.130*0.512 (19)
H20E0.80310.81430.46820.130*0.512 (19)
H20F0.85940.80850.55380.130*0.512 (19)
C210.8395 (4)0.4592 (5)0.2792 (4)0.0475 (13)
H21A0.87660.44080.24060.057*
H21B0.88560.48280.32590.057*
C220.8379 (4)0.2530 (6)0.3212 (4)0.0543 (13)
C230.7740 (5)0.1426 (7)0.3333 (4)0.0628 (15)
C240.8306 (5)0.0256 (7)0.3374 (5)0.0755 (19)
H24A0.88760.03170.37850.091*
H24B0.85120.01310.29020.091*
H24C0.79070.04560.34620.091*
C250.6838 (5)0.1330 (7)0.2686 (4)0.0697 (17)
H25A0.64340.06270.27810.084*
H25B0.70400.11890.22150.084*
H25C0.64680.21130.26540.084*
C260.7512 (7)0.1682 (7)0.4059 (4)0.079 (2)
H26A0.81120.17220.44440.095*
H26B0.71020.10080.41820.095*
H26C0.71710.24860.40390.095*
C1'0.7650 (3)0.7228 (5)0.0822 (2)0.0348 (9)
H1B0.79280.63610.08630.042*
C2'0.8466 (3)0.8183 (5)0.0922 (2)0.0360 (10)
H2B0.88750.79840.05560.043*
C3'0.8093 (4)0.9511 (5)0.0782 (3)0.0389 (10)
H3B0.77870.97950.11960.047*
C4'0.7380 (4)0.9595 (5)0.0046 (3)0.0494 (12)
H4B0.77140.94760.03770.059*
C5'0.6590 (3)0.8600 (5)0.0014 (3)0.0407 (10)
H5B0.62610.87570.04350.049*
C6'0.9788 (4)0.7328 (6)0.1782 (3)0.0475 (12)
C7'1.0517 (4)0.7576 (6)0.2509 (3)0.0496 (12)
C8'1.0040 (5)0.7559 (8)0.3157 (3)0.0641 (17)
H8D0.97640.67250.31990.077*
H8E0.95240.81900.30810.077*
H8F1.05170.77510.36160.077*
C9'1.1320 (7)0.6618 (11)0.2596 (5)0.102 (3)
H9D1.10550.57750.26280.122*
H9E1.18060.67960.30520.122*
H9F1.16210.66630.21630.122*
C10'1.0956 (5)0.8912 (8)0.2470 (4)0.0727 (19)
H10D1.14360.90770.29310.087*
H10E1.04410.95420.24110.087*
H10F1.12660.89560.20420.087*
C11'0.9055 (4)1.1359 (6)0.1166 (3)0.0473 (12)
C12'0.9833 (4)1.2188 (5)0.0972 (3)0.0588 (15)
C13'1.0242 (8)1.3007 (12)0.1634 (7)0.176 (7)
H13D1.05441.24790.20580.211*
H13E0.97221.35030.17670.211*
H13F1.07271.35740.15070.211*
C14'1.0635 (4)1.1436 (6)0.0766 (3)0.0499 (12)
H14D1.03701.08980.03360.060*
H14E1.09441.09130.11910.060*
H14F1.11141.20090.06360.060*
C15'0.9351 (6)1.2964 (10)0.0313 (7)0.148 (5)
H15D0.90871.24100.01080.178*
H15E0.98241.35350.01740.178*
H15F0.88271.34550.04440.178*
C21'0.5841 (4)0.8600 (6)0.0703 (3)0.0458 (12)
H21C0.53660.79220.06930.055*
H21D0.54940.94140.07640.055*
C22'0.5747 (3)0.8519 (5)0.2007 (3)0.0369 (9)
C23'0.6279 (4)0.8337 (6)0.2627 (3)0.0503 (13)
C24'0.5545 (7)0.8239 (16)0.3362 (4)0.118 (4)
H24D0.51700.90190.34520.141*
H24E0.51100.75310.33400.141*
H24F0.58810.81030.37690.141*
C25'0.6864 (9)0.7126 (11)0.2500 (5)0.106 (3)
H25D0.64260.64090.25200.128*
H25E0.73060.71560.20080.128*
H25F0.72360.70360.28880.128*
C26'0.6943 (12)0.9452 (13)0.2626 (8)0.159 (6)
H26D0.65611.02270.26980.191*
H26E0.72870.93600.30330.191*
H26F0.74110.94900.21470.191*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
O10.0353 (15)0.0345 (15)0.0298 (14)0.0049 (13)0.0129 (12)0.0035 (12)
O20.0281 (14)0.0332 (16)0.0402 (16)0.0030 (12)0.0074 (13)0.0037 (13)
O30.054 (3)0.055 (3)0.132 (5)0.017 (2)0.016 (3)0.015 (3)
O40.0303 (14)0.0346 (16)0.0369 (15)0.0032 (12)0.0171 (12)0.0052 (13)
O50.0411 (17)0.0323 (15)0.0484 (18)0.0008 (13)0.0219 (15)0.0054 (14)
O60.110 (4)0.082 (4)0.115 (4)0.054 (3)0.074 (4)0.062 (3)
O70.0379 (17)0.0502 (19)0.0329 (16)0.0028 (15)0.0055 (13)0.0140 (14)
O80.106 (4)0.120 (5)0.056 (3)0.050 (4)0.045 (3)0.005 (3)
O90.0374 (17)0.0312 (16)0.081 (3)0.0035 (14)0.0216 (18)0.0056 (17)
O100.046 (2)0.054 (2)0.099 (3)0.0004 (19)0.001 (2)0.018 (2)
O2'0.0305 (15)0.0496 (19)0.0310 (15)0.0007 (13)0.0084 (12)0.0058 (14)
O3'0.100 (4)0.071 (3)0.055 (2)0.046 (3)0.010 (2)0.020 (2)
O4'0.0407 (17)0.0478 (19)0.0410 (17)0.0123 (15)0.0189 (14)0.0047 (15)
O5'0.0347 (16)0.0432 (17)0.0317 (15)0.0005 (13)0.0072 (13)0.0033 (14)
O6'0.066 (3)0.079 (3)0.080 (3)0.023 (2)0.043 (2)0.030 (3)
O7'0.090 (4)0.054 (2)0.077 (3)0.000 (2)0.016 (3)0.006 (2)
O9'0.0322 (16)0.059 (2)0.0361 (16)0.0027 (15)0.0100 (13)0.0057 (15)
O10'0.0362 (17)0.066 (3)0.050 (2)0.0009 (17)0.0006 (15)0.0142 (19)
C10.036 (2)0.037 (2)0.031 (2)0.0076 (18)0.0119 (17)0.0043 (18)
C20.029 (2)0.029 (2)0.035 (2)0.0046 (16)0.0102 (17)0.0009 (17)
C30.0289 (19)0.031 (2)0.0306 (19)0.0017 (16)0.0142 (16)0.0014 (16)
C40.030 (2)0.033 (2)0.038 (2)0.0010 (17)0.0116 (18)0.0033 (17)
C50.034 (2)0.030 (2)0.051 (3)0.0004 (17)0.0209 (19)0.0041 (18)
C60.044 (3)0.049 (3)0.047 (3)0.010 (2)0.000 (2)0.002 (2)
C70.034 (2)0.047 (3)0.069 (3)0.002 (2)0.006 (2)0.006 (3)
C80.053 (3)0.092 (5)0.069 (4)0.001 (3)0.023 (3)0.006 (4)
C90.072 (4)0.064 (4)0.073 (4)0.014 (3)0.038 (3)0.024 (3)
C100.051 (3)0.043 (3)0.148 (7)0.003 (3)0.008 (4)0.005 (4)
C110.061 (3)0.029 (2)0.045 (3)0.007 (2)0.026 (2)0.0058 (19)
C120.055 (3)0.047 (3)0.036 (2)0.005 (2)0.021 (2)0.001 (2)
C130.103 (6)0.067 (4)0.083 (5)0.011 (4)0.046 (4)0.015 (4)
C140.126 (7)0.063 (4)0.125 (7)0.008 (4)0.093 (6)0.017 (4)
C150.062 (4)0.128 (8)0.102 (6)0.020 (5)0.021 (4)0.025 (5)
C160.046 (3)0.060 (3)0.047 (3)0.006 (2)0.025 (2)0.011 (2)
C170.054 (3)0.096 (5)0.038 (3)0.015 (3)0.011 (2)0.020 (3)
C210.036 (2)0.038 (2)0.077 (4)0.005 (2)0.030 (2)0.012 (2)
C220.045 (3)0.044 (3)0.069 (4)0.004 (2)0.003 (3)0.009 (3)
C230.058 (3)0.052 (3)0.078 (4)0.006 (3)0.014 (3)0.010 (3)
C240.061 (4)0.057 (3)0.102 (5)0.005 (3)0.002 (4)0.024 (4)
C250.054 (3)0.058 (4)0.093 (5)0.001 (3)0.007 (3)0.013 (4)
C260.105 (6)0.052 (4)0.081 (4)0.014 (4)0.022 (4)0.002 (3)
C1'0.038 (2)0.041 (2)0.029 (2)0.0017 (18)0.0143 (17)0.0022 (18)
C2'0.035 (2)0.048 (3)0.027 (2)0.0002 (19)0.0108 (17)0.0010 (19)
C3'0.038 (2)0.042 (2)0.039 (2)0.0060 (19)0.0126 (19)0.0042 (19)
C4'0.049 (3)0.048 (3)0.048 (3)0.002 (2)0.004 (2)0.012 (2)
C5'0.034 (2)0.050 (3)0.037 (2)0.001 (2)0.0058 (19)0.001 (2)
C6'0.050 (3)0.053 (3)0.041 (2)0.011 (2)0.014 (2)0.000 (2)
C7'0.036 (2)0.058 (3)0.054 (3)0.006 (2)0.006 (2)0.001 (3)
C8'0.059 (3)0.089 (5)0.042 (3)0.016 (3)0.007 (2)0.003 (3)
C9'0.093 (6)0.111 (7)0.085 (5)0.055 (6)0.016 (4)0.010 (5)
C10'0.052 (3)0.090 (5)0.071 (4)0.022 (3)0.001 (3)0.020 (4)
C11'0.039 (2)0.055 (3)0.052 (3)0.008 (2)0.019 (2)0.009 (2)
C12'0.053 (3)0.044 (3)0.090 (4)0.012 (2)0.039 (3)0.016 (3)
C13'0.147 (9)0.197 (13)0.232 (11)0.122 (9)0.146 (8)0.170 (11)
C14'0.045 (3)0.053 (3)0.057 (3)0.003 (2)0.023 (2)0.010 (2)
C15'0.074 (5)0.115 (8)0.270 (12)0.033 (5)0.072 (7)0.124 (9)
C21'0.037 (2)0.066 (3)0.036 (2)0.001 (2)0.0095 (19)0.003 (2)
C22'0.035 (2)0.035 (2)0.039 (2)0.0020 (18)0.0020 (18)0.0002 (19)
C23'0.048 (3)0.059 (3)0.047 (3)0.000 (2)0.018 (2)0.014 (3)
C24'0.091 (6)0.217 (14)0.049 (4)0.007 (7)0.021 (3)0.004 (6)
C25'0.149 (8)0.117 (7)0.072 (5)0.060 (6)0.065 (5)0.012 (5)
C26'0.223 (13)0.134 (8)0.166 (11)0.105 (10)0.143 (10)0.048 (8)
Geometric parameters (Å, º) top
O1—C11.423 (5)C20—H20A0.9800
O1—C1'1.424 (5)C20—H20B0.9800
O2—C61.336 (6)C20—H20C0.9800
O2—C21.445 (5)C18'—H18D0.9800
O3—C61.199 (7)C18'—H18E0.9800
O4—C111.333 (6)C18'—H18F0.9800
O4—C31.451 (5)C19'—H19D0.9800
O5—C11.398 (6)C19'—H19E0.9800
O5—C51.436 (6)C19'—H19F0.9800
O6—C111.200 (7)C20'—H20D0.9800
O7—C161.351 (6)C20'—H20E0.9800
O7—C41.450 (6)C20'—H20F0.9800
O8—C161.190 (8)C21—H21A0.9900
O9—C221.315 (7)C21—H21B0.9900
O9—C211.434 (6)C22—C231.528 (9)
O10—C221.193 (7)C23—C261.463 (11)
O2'—C6'1.338 (6)C23—C241.474 (10)
O2'—C2'1.434 (5)C23—C251.547 (10)
O3'—C6'1.213 (7)C24—H24A0.9800
O4'—C11'1.353 (7)C24—H24B0.9800
O4'—C3'1.447 (6)C24—H24C0.9800
O5'—C1'1.411 (6)C25—H25A0.9800
O5'—C5'1.439 (6)C25—H25B0.9800
O6'—C11'1.195 (6)C25—H25C0.9800
O7'—C4'1.452 (8)C26—H26A0.9800
O7'—H7'0.8400C26—H26B0.9800
O9'—C22'1.345 (6)C26—H26C0.9800
O9'—C21'1.454 (6)C1'—C2'1.521 (6)
O10'—C22'1.214 (6)C1'—H1B1.0000
C1—C21.525 (6)C2'—C3'1.512 (7)
C1—H1A1.0000C2'—H2B1.0000
C2—C31.506 (6)C3'—C4'1.502 (7)
C2—H2A1.0000C3'—H3B1.0000
C3—C41.517 (6)C4'—C5'1.533 (7)
C3—H3A1.0000C4'—H4B1.0000
C4—C51.539 (6)C5'—C21'1.499 (7)
C4—H4A1.0000C5'—H5B1.0000
C5—C211.489 (7)C6'—C7'1.521 (8)
C5—H5A1.0000C7'—C8'1.489 (8)
C6—C71.511 (8)C7'—C9'1.510 (9)
C7—C81.513 (8)C7'—C10'1.560 (10)
C7—C101.528 (9)C8'—H8D0.9800
C7—C91.536 (9)C8'—H8E0.9800
C8—H8A0.9800C8'—H8F0.9800
C8—H8B0.9800C9'—H9D0.9800
C8—H8C0.9800C9'—H9E0.9800
C9—H9A0.9800C9'—H9F0.9800
C9—H9B0.9800C10'—H10D0.9800
C9—H9C0.9800C10'—H10E0.9800
C10—H10A0.9800C10'—H10F0.9800
C10—H10B0.9800C11'—C12'1.513 (7)
C10—H10C0.9800C12'—C15'1.500 (8)
C11—C121.524 (7)C12'—C13'1.504 (7)
C12—C151.480 (10)C12'—C14'1.506 (6)
C12—C141.506 (9)C13'—H13D0.9800
C12—C131.537 (9)C13'—H13E0.9800
C13—H13A0.9800C13'—H13F0.9800
C13—H13B0.9800C14'—H14D0.9800
C13—H13C0.9800C14'—H14E0.9800
C14—H14A0.9800C14'—H14F0.9800
C14—H14B0.9800C15'—H15D0.9800
C14—H14C0.9800C15'—H15E0.9800
C15—H15A0.9800C15'—H15F0.9800
C15—H15B0.9800C21'—H21C0.9900
C15—H15C0.9800C21'—H21D0.9900
C16—C171.511 (9)C22'—C23'1.509 (7)
C17—C181.500 (10)C23'—C26'1.515 (12)
C17—C19'1.501 (11)C23'—C24'1.516 (10)
C17—C201.505 (11)C23'—C25'1.522 (11)
C17—C18'1.515 (10)C24'—H24D0.9800
C17—C191.518 (10)C24'—H24E0.9800
C17—C20'1.521 (11)C24'—H24F0.9800
C18—H18A0.9800C25'—H25D0.9800
C18—H18B0.9800C25'—H25E0.9800
C18—H18C0.9800C25'—H25F0.9800
C19—H19A0.9800C26'—H26D0.9800
C19—H19B0.9800C26'—H26E0.9800
C19—H19C0.9800C26'—H26F0.9800
C1—O1—C1'111.1 (3)H20D—C20'—H20F109.5
C6—O2—C2119.2 (4)H20E—C20'—H20F109.5
C11—O4—C3118.3 (3)O9—C21—C5109.1 (4)
C1—O5—C5112.8 (3)O9—C21—H21A109.9
C16—O7—C4118.7 (4)C5—C21—H21A109.9
C22—O9—C21115.6 (4)O9—C21—H21B109.9
C6'—O2'—C2'116.3 (4)C5—C21—H21B109.9
C11'—O4'—C3'118.7 (4)H21A—C21—H21B108.3
C1'—O5'—C5'112.6 (3)O10—C22—O9122.5 (6)
C4'—O7'—H7'109.5O10—C22—C23126.0 (5)
C22'—O9'—C21'115.4 (4)O9—C22—C23111.4 (5)
O5—C1—O1111.4 (3)C26—C23—C24109.7 (7)
O5—C1—C2110.0 (3)C26—C23—C22104.1 (6)
O1—C1—C2108.3 (4)C24—C23—C22108.8 (5)
O5—C1—H1A109.0C26—C23—C25113.6 (6)
O1—C1—H1A109.0C24—C23—C25109.5 (6)
C2—C1—H1A109.0C22—C23—C25111.0 (5)
O2—C2—C3108.9 (3)C23—C24—H24A109.5
O2—C2—C1109.5 (3)C23—C24—H24B109.5
C3—C2—C1112.0 (3)H24A—C24—H24B109.5
O2—C2—H2A108.8C23—C24—H24C109.5
C3—C2—H2A108.8H24A—C24—H24C109.5
C1—C2—H2A108.8H24B—C24—H24C109.5
O4—C3—C2106.4 (3)C23—C25—H25A109.5
O4—C3—C4109.9 (3)C23—C25—H25B109.5
C2—C3—C4110.2 (3)H25A—C25—H25B109.5
O4—C3—H3A110.1C23—C25—H25C109.5
C2—C3—H3A110.1H25A—C25—H25C109.5
C4—C3—H3A110.1H25B—C25—H25C109.5
O7—C4—C3109.2 (4)C23—C26—H26A109.5
O7—C4—C5104.9 (3)C23—C26—H26B109.5
C3—C4—C5109.4 (4)H26A—C26—H26B109.5
O7—C4—H4A111.1C23—C26—H26C109.5
C3—C4—H4A111.1H26A—C26—H26C109.5
C5—C4—H4A111.1H26B—C26—H26C109.5
O5—C5—C21108.3 (4)O5'—C1'—O1111.0 (3)
O5—C5—C4109.1 (4)O5'—C1'—C2'110.0 (4)
C21—C5—C4113.9 (4)O1—C1'—C2'108.2 (3)
O5—C5—H5A108.4O5'—C1'—H1B109.2
C21—C5—H5A108.4O1—C1'—H1B109.2
C4—C5—H5A108.4C2'—C1'—H1B109.2
O3—C6—O2122.2 (5)O2'—C2'—C3'106.6 (4)
O3—C6—C7124.4 (5)O2'—C2'—C1'112.9 (4)
O2—C6—C7113.4 (4)C3'—C2'—C1'112.0 (4)
C6—C7—C8107.0 (5)O2'—C2'—H2B108.4
C6—C7—C10112.7 (5)C3'—C2'—H2B108.4
C8—C7—C10111.2 (6)C1'—C2'—H2B108.4
C6—C7—C9108.8 (5)O4'—C3'—C4'107.7 (4)
C8—C7—C9108.0 (5)O4'—C3'—C2'107.8 (4)
C10—C7—C9109.0 (6)C4'—C3'—C2'110.5 (4)
C7—C8—H8A109.5O4'—C3'—H3B110.3
C7—C8—H8B109.5C4'—C3'—H3B110.3
H8A—C8—H8B109.5C2'—C3'—H3B110.3
C7—C8—H8C109.5O7'—C4'—C3'106.9 (5)
H8A—C8—H8C109.5O7'—C4'—C5'109.0 (5)
H8B—C8—H8C109.5C3'—C4'—C5'109.7 (4)
C7—C9—H9A109.5O7'—C4'—H4B110.4
C7—C9—H9B109.5C3'—C4'—H4B110.4
H9A—C9—H9B109.5C5'—C4'—H4B110.4
C7—C9—H9C109.5O5'—C5'—C21'108.4 (4)
H9A—C9—H9C109.5O5'—C5'—C4'109.2 (4)
H9B—C9—H9C109.5C21'—C5'—C4'114.0 (4)
C7—C10—H10A109.5O5'—C5'—H5B108.4
C7—C10—H10B109.5C21'—C5'—H5B108.4
H10A—C10—H10B109.5C4'—C5'—H5B108.4
C7—C10—H10C109.5O3'—C6'—O2'121.9 (5)
H10A—C10—H10C109.5O3'—C6'—C7'125.7 (5)
H10B—C10—H10C109.5O2'—C6'—C7'112.4 (4)
O6—C11—O4121.9 (4)C8'—C7'—C9'111.8 (6)
O6—C11—C12124.7 (5)C8'—C7'—C6'110.8 (5)
O4—C11—C12113.2 (4)C9'—C7'—C6'109.2 (5)
C15—C12—C14110.0 (8)C8'—C7'—C10'107.6 (6)
C15—C12—C11109.7 (5)C9'—C7'—C10'108.7 (6)
C14—C12—C11107.7 (5)C6'—C7'—C10'108.6 (5)
C15—C12—C13110.8 (6)C7'—C8'—H8D109.5
C14—C12—C13112.0 (6)C7'—C8'—H8E109.5
C11—C12—C13106.7 (5)H8D—C8'—H8E109.5
C12—C13—H13A109.5C7'—C8'—H8F109.5
C12—C13—H13B109.5H8D—C8'—H8F109.5
H13A—C13—H13B109.5H8E—C8'—H8F109.5
C12—C13—H13C109.5C7'—C9'—H9D109.5
H13A—C13—H13C109.5C7'—C9'—H9E109.5
H13B—C13—H13C109.5H9D—C9'—H9E109.5
C12—C14—H14A109.5C7'—C9'—H9F109.5
C12—C14—H14B109.5H9D—C9'—H9F109.5
H14A—C14—H14B109.5H9E—C9'—H9F109.5
C12—C14—H14C109.5C7'—C10'—H10D109.5
H14A—C14—H14C109.5C7'—C10'—H10E109.5
H14B—C14—H14C109.5H10D—C10'—H10E109.5
C12—C15—H15A109.5C7'—C10'—H10F109.5
C12—C15—H15B109.5H10D—C10'—H10F109.5
H15A—C15—H15B109.5H10E—C10'—H10F109.5
C12—C15—H15C109.5O6'—C11'—O4'123.2 (5)
H15A—C15—H15C109.5O6'—C11'—C12'124.7 (5)
H15B—C15—H15C109.5O4'—C11'—C12'112.1 (4)
O8—C16—O7122.2 (5)C15'—C12'—C13'111.0 (8)
O8—C16—C17126.5 (5)C15'—C12'—C14'109.1 (5)
O7—C16—C17111.3 (5)C13'—C12'—C14'109.3 (5)
C18—C17—C19'138.2 (12)C15'—C12'—C11'106.4 (5)
C18—C17—C20114.4 (9)C13'—C12'—C11'108.8 (5)
C19'—C17—C2068.7 (10)C14'—C12'—C11'112.3 (4)
C18—C17—C16106.7 (9)C12'—C13'—H13D109.5
C19'—C17—C16109.6 (9)C12'—C13'—H13E109.5
C20—C17—C16113.1 (10)H13D—C13'—H13E109.5
C18—C17—C18'34.4 (9)C12'—C13'—H13F109.5
C19'—C17—C18'112.3 (8)H13D—C13'—H13F109.5
C20—C17—C18'135.2 (12)H13E—C13'—H13F109.5
C16—C17—C18'108.4 (9)C12'—C14'—H14D109.5
C18—C17—C19113.7 (8)C12'—C14'—H14E109.5
C19'—C17—C1941.4 (10)H14D—C14'—H14E109.5
C20—C17—C19109.8 (8)C12'—C14'—H14F109.5
C16—C17—C1998.2 (10)H14D—C14'—H14F109.5
C18'—C17—C1979.6 (9)H14E—C14'—H14F109.5
C18—C17—C20'77.5 (10)C12'—C15'—H15D109.5
C19'—C17—C20'110.8 (9)C12'—C15'—H15E109.5
C20—C17—C20'43.0 (9)H15D—C15'—H15E109.5
C16—C17—C20'105.9 (10)C12'—C15'—H15F109.5
C18'—C17—C20'109.6 (8)H15D—C15'—H15F109.5
C19—C17—C20'149.3 (12)H15E—C15'—H15F109.5
C17—C18—H18A109.5O9'—C21'—C5'108.8 (4)
C17—C18—H18B109.5O9'—C21'—H21C109.9
H18A—C18—H18B109.5C5'—C21'—H21C109.9
C17—C18—H18C109.5O9'—C21'—H21D109.9
H18A—C18—H18C109.5C5'—C21'—H21D109.9
H18B—C18—H18C109.5H21C—C21'—H21D108.3
C17—C19—H19A109.5O10'—C22'—O9'121.7 (4)
C17—C19—H19B109.5O10'—C22'—C23'124.9 (4)
H19A—C19—H19B109.5O9'—C22'—C23'113.3 (4)
C17—C19—H19C109.5C22'—C23'—C26'108.2 (6)
H19A—C19—H19C109.5C22'—C23'—C24'108.6 (5)
H19B—C19—H19C109.5C26'—C23'—C24'111.2 (9)
C17—C20—H20A109.5C22'—C23'—C25'109.8 (5)
C17—C20—H20B109.5C26'—C23'—C25'110.1 (8)
H20A—C20—H20B109.5C24'—C23'—C25'108.9 (8)
C17—C20—H20C109.5C23'—C24'—H24D109.5
H20A—C20—H20C109.5C23'—C24'—H24E109.5
H20B—C20—H20C109.5H24D—C24'—H24E109.5
C17—C18'—H18D109.5C23'—C24'—H24F109.5
C17—C18'—H18E109.5H24D—C24'—H24F109.5
H18D—C18'—H18E109.5H24E—C24'—H24F109.5
C17—C18'—H18F109.5C23'—C25'—H25D109.5
H18D—C18'—H18F109.5C23'—C25'—H25E109.5
H18E—C18'—H18F109.5H25D—C25'—H25E109.5
C17—C19'—H19D109.5C23'—C25'—H25F109.5
C17—C19'—H19E109.5H25D—C25'—H25F109.5
H19D—C19'—H19E109.5H25E—C25'—H25F109.5
C17—C19'—H19F109.5C23'—C26'—H26D109.5
H19D—C19'—H19F109.5C23'—C26'—H26E109.5
H19E—C19'—H19F109.5H26D—C26'—H26E109.5
C17—C20'—H20D109.5C23'—C26'—H26F109.5
C17—C20'—H20E109.5H26D—C26'—H26F109.5
H20D—C20'—H20E109.5H26E—C26'—H26F109.5
C17—C20'—H20F109.5
C5—O5—C1—O158.8 (4)O10—C22—C23—C2691.5 (9)
C5—O5—C1—C261.4 (4)O9—C22—C23—C2685.0 (7)
C1'—O1—C1—O573.1 (4)O10—C22—C23—C2425.4 (10)
C1'—O1—C1—C2165.8 (3)O9—C22—C23—C24158.1 (6)
C6—O2—C2—C3120.3 (4)O10—C22—C23—C25145.9 (8)
C6—O2—C2—C1117.0 (5)O9—C22—C23—C2537.5 (8)
O5—C1—C2—O2175.5 (3)C5'—O5'—C1'—O159.0 (5)
O1—C1—C2—O253.5 (4)C5'—O5'—C1'—C2'60.8 (4)
O5—C1—C2—C354.7 (5)C1—O1—C1'—O5'76.7 (4)
O1—C1—C2—C367.4 (5)C1—O1—C1'—C2'162.5 (4)
C11—O4—C3—C2135.9 (4)C6'—O2'—C2'—C3'151.2 (4)
C11—O4—C3—C4104.9 (4)C6'—O2'—C2'—C1'85.4 (5)
O2—C2—C3—O468.3 (4)O5'—C1'—C2'—O2'174.1 (3)
C1—C2—C3—O4170.5 (3)O1—C1'—C2'—O2'52.7 (5)
O2—C2—C3—C4172.6 (3)O5'—C1'—C2'—C3'53.8 (5)
C1—C2—C3—C451.4 (5)O1—C1'—C2'—C3'67.6 (5)
C16—O7—C4—C3108.2 (5)C11'—O4'—C3'—C4'112.2 (5)
C16—O7—C4—C5134.6 (4)C11'—O4'—C3'—C2'128.6 (5)
O4—C3—C4—O776.0 (4)O2'—C2'—C3'—O4'67.6 (4)
C2—C3—C4—O7167.1 (3)C1'—C2'—C3'—O4'168.5 (3)
O4—C3—C4—C5169.7 (3)O2'—C2'—C3'—C4'175.0 (4)
C2—C3—C4—C552.8 (4)C1'—C2'—C3'—C4'51.1 (5)
C1—O5—C5—C21171.6 (3)O4'—C3'—C4'—O7'71.5 (5)
C1—O5—C5—C463.9 (4)C2'—C3'—C4'—O7'171.0 (4)
O7—C4—C5—O5175.0 (3)O4'—C3'—C4'—C5'170.4 (4)
C3—C4—C5—O558.0 (5)C2'—C3'—C4'—C5'52.9 (6)
O7—C4—C5—C2163.8 (5)C1'—O5'—C5'—C21'171.8 (4)
C3—C4—C5—C21179.2 (4)C1'—O5'—C5'—C4'63.6 (5)
C2—O2—C6—O31.2 (8)O7'—C4'—C5'—O5'175.1 (4)
C2—O2—C6—C7179.3 (4)C3'—C4'—C5'—O5'58.4 (6)
O3—C6—C7—C835.6 (9)O7'—C4'—C5'—C21'63.5 (6)
O2—C6—C7—C8143.9 (5)C3'—C4'—C5'—C21'179.7 (5)
O3—C6—C7—C10158.1 (8)C2'—O2'—C6'—O3'13.6 (8)
O2—C6—C7—C1021.4 (8)C2'—O2'—C6'—C7'166.9 (4)
O3—C6—C7—C980.9 (8)O3'—C6'—C7'—C8'121.1 (7)
O2—C6—C7—C999.6 (6)O2'—C6'—C7'—C8'58.3 (7)
C3—O4—C11—O68.3 (8)O3'—C6'—C7'—C9'2.4 (10)
C3—O4—C11—C12177.1 (4)O2'—C6'—C7'—C9'178.1 (6)
O6—C11—C12—C15128.5 (8)O3'—C6'—C7'—C10'120.8 (7)
O4—C11—C12—C1557.2 (7)O2'—C6'—C7'—C10'59.7 (6)
O6—C11—C12—C14111.8 (8)C3'—O4'—C11'—O6'7.3 (8)
O4—C11—C12—C1462.5 (7)C3'—O4'—C11'—C12'171.3 (4)
O6—C11—C12—C138.5 (9)O6'—C11'—C12'—C15'95.5 (8)
O4—C11—C12—C13177.1 (5)O4'—C11'—C12'—C15'83.2 (7)
C4—O7—C16—O83.7 (8)O6'—C11'—C12'—C13'24.2 (10)
C4—O7—C16—C17176.4 (4)O4'—C11'—C12'—C13'157.1 (7)
O8—C16—C17—C1827.4 (11)O6'—C11'—C12'—C14'145.3 (6)
O7—C16—C17—C18152.5 (9)O4'—C11'—C12'—C14'36.1 (7)
O8—C16—C17—C19'131.6 (11)C22'—O9'—C21'—C5'172.9 (4)
O7—C16—C17—C19'48.6 (10)O5'—C5'—C21'—O9'63.9 (5)
O8—C16—C17—C20153.9 (11)C4'—C5'—C21'—O9'57.9 (6)
O7—C16—C17—C2025.9 (10)C21'—O9'—C22'—O10'0.7 (7)
O8—C16—C17—C18'8.7 (11)C21'—O9'—C22'—C23'178.6 (5)
O7—C16—C17—C18'171.4 (8)O10'—C22'—C23'—C26'109.4 (10)
O8—C16—C17—C1990.4 (10)O9'—C22'—C23'—C26'69.9 (9)
O7—C16—C17—C1989.7 (9)O10'—C22'—C23'—C24'11.4 (10)
O8—C16—C17—C20'108.8 (11)O9'—C22'—C23'—C24'169.3 (8)
O7—C16—C17—C20'71.1 (9)O10'—C22'—C23'—C25'130.4 (7)
C22—O9—C21—C5173.8 (5)O9'—C22'—C23'—C25'50.3 (8)
O5—C5—C21—O967.2 (5)C1'—O1—C1—H1A47.3
C4—C5—C21—O954.5 (6)C1—O1—C1'—H1B43.7
C21—O9—C22—O102.7 (10)H1A—C1—C1'—H1B85.3
C21—O9—C22—C23179.3 (5)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O7—H7···O3i0.842.042.868 (8)169
C2—H2A···O10ii1.002.453.352 (6)149
C9—H9A···O7ii0.982.493.390 (9)151
C24—H24C···O6iii0.982.543.421 (10)149
Symmetry codes: (i) x+1, y+1/2, z; (ii) x+1, y1/2, z; (iii) x, y1, z.

Experimental details

Crystal data
Chemical formulaC47H78O18
Mr931.09
Crystal system, space groupMonoclinic, P21
Temperature (K)150
a, b, c (Å)14.1855 (3), 10.6390 (2), 18.3343 (4)
β (°) 102.5721 (9)
V3)2700.66 (10)
Z2
Radiation typeMo Kα
µ (mm1)0.09
Crystal size (mm)0.55 × 0.20 × 0.20
Data collection
DiffractometerNonius KappaCCD area-detector
diffractometer
Absorption correctionMulti-scan
multiple and symmetry-related data measurements via the program SORTAV (Blessing, 1995, 1997)
Tmin, Tmax0.954, 0.983
No. of measured, independent and
observed [I > 2σ(I)] reflections
45444, 5812, 4797
Rint0.072
(sin θ/λ)max1)0.625
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.078, 0.234, 1.03
No. of reflections5812
No. of parameters586
No. of restraints199
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.69, 0.31

Computer programs: DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998), DENZO and COLLECT, SIR97 (Altomare et al.,1999), SHELXL97 (Sheldrick, 1997), ORTEP-3 (Farrugia, 1997).

Selected geometric parameters (Å, º) top
O1—C11.423 (5)O1—C1'1.424 (5)
C1—O1—C1'111.1 (3)C26—C23—C22104.1 (6)
O8—C16—C17126.5 (5)
C1'—O1—C1—O573.1 (4)C1—O1—C1'—O5'76.7 (4)
C1'—O1—C1—C2165.8 (3)C1—O1—C1'—C2'162.5 (4)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O7'—H7'···O3i.842.042.868 (8)169
C2—H2A···O10'ii1.002.453.352 (6)149
C9—H9A···O7'ii.982.493.390 (9)151
C24—H24C···O6iii.982.543.421 (10)149
Symmetry codes: (i) x+1, y+1/2, z; (ii) x+1, y1/2, z; (iii) x, y1, z.
 

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