In the crystal structure of the title compound, C
24H
26O
9, molecules are linked by O—H
O hydrogen bonds, creating a chain of hydrogen-bonded molecules in the
c-axis direction.
Supporting information
CCDC reference: 647465
Key indicators
- Single-crystal X-ray study
- T = 100 K
- Mean (C-C) = 0.003 Å
- R factor = 0.037
- wR factor = 0.090
- Data-to-parameter ratio = 9.6
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT220_ALERT_2_B Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.65 Ratio
Alert level C
PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical . ?
PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.67 Ratio
PLAT413_ALERT_2_C Short Inter XH3 .. XHn H3 .. H62F .. 2.12 Ang.
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 27.48
From the CIF: _reflns_number_total 2879
Count of symmetry unique reflns 2885
Completeness (_total/calc) 99.79%
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
PLAT791_ALERT_1_G Confirm the Absolute Configuration of C1 = . R
PLAT791_ALERT_1_G Confirm the Absolute Configuration of C2 = . R
PLAT791_ALERT_1_G Confirm the Absolute Configuration of C3 = . R
PLAT791_ALERT_1_G Confirm the Absolute Configuration of C4 = . S
PLAT791_ALERT_1_G Confirm the Absolute Configuration of C5 = . R
0 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
3 ALERT level C = Check and explain
6 ALERT level G = General alerts; check
6 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
2 ALERT type 2 Indicator that the structure model may be wrong or deficient
1 ALERT type 3 Indicator that the structure quality may be low
1 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: SMART (Bruker, 2006); cell refinement: SAINT (Bruker, 2006); data reduction: SAINT; program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).
Benzyl 4,6-diacetyl-2-
O-benzoyl-
β-
D-glucopyranoside
top
Crystal data top
C24H26O9 | F(000) = 968 |
Mr = 458.45 | Dx = 1.379 Mg m−3 |
Orthorhombic, P212121 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2ac 2ab | Cell parameters from 7859 reflections |
a = 9.5277 (5) Å | θ = 2.7–27.5° |
b = 9.8517 (5) Å | µ = 0.11 mm−1 |
c = 23.5217 (14) Å | T = 100 K |
V = 2207.8 (2) Å3 | Prism, colourless |
Z = 4 | 0.5 × 0.45 × 0.42 mm |
Data collection top
Bruker APEXII CCD area-detector diffractometer | 2827 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.039 |
thin–slice ω scans | θmax = 27.5°, θmin = 3.0° |
Absorption correction: multi-scan (SADABS; Sheldrick, 2002) | h = −12→12 |
Tmin = 0.948, Tmax = 0.956 | k = −12→12 |
30372 measured reflections | l = −30→30 |
2879 independent reflections | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.037 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.09 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.10 | w = 1/[σ2(Fo2) + (0.0382P)2 + 1.2139P] where P = (Fo2 + 2Fc2)/3 |
2879 reflections | (Δ/σ)max = 0.001 |
301 parameters | Δρmax = 0.26 e Å−3 |
0 restraints | Δρmin = −0.21 e Å−3 |
Special details top
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 | x | y | z | Uiso*/Ueq | Occ. (<1) |
C4 | 0.7957 (2) | 0.2633 (2) | 0.99278 (8) | 0.0129 (4) | |
H4 | 0.6991 | 0.228 | 1.0005 | 0.015* | |
O4 | 0.87049 (16) | 0.28282 (15) | 1.04573 (6) | 0.0163 (3) | |
C41 | 0.8007 (2) | 0.2598 (2) | 1.09486 (9) | 0.0191 (4) | |
O41 | 0.68594 (18) | 0.2105 (2) | 1.09702 (7) | 0.0330 (5) | |
C42 | 0.8853 (3) | 0.3041 (3) | 1.14536 (10) | 0.0272 (5) | |
H42A | 0.9752 | 0.3415 | 1.1324 | 0.041* | 0.5 |
H42B | 0.9026 | 0.226 | 1.1702 | 0.041* | 0.5 |
H42C | 0.8335 | 0.3738 | 1.1664 | 0.041* | 0.5 |
H42D | 0.8323 | 0.286 | 1.1803 | 0.041* | 0.5 |
H42E | 0.905 | 0.4015 | 1.1425 | 0.041* | 0.5 |
H42F | 0.974 | 0.2537 | 1.1463 | 0.041* | 0.5 |
O3 | 0.69548 (17) | 0.48513 (15) | 0.99555 (6) | 0.0165 (3) | |
H3A | 0.710 (4) | 0.561 (4) | 0.9849 (15) | 0.05* | |
C3 | 0.7875 (2) | 0.40150 (19) | 0.96380 (8) | 0.0127 (4) | |
H3 | 0.883 | 0.4436 | 0.9633 | 0.015* | |
C2 | 0.7377 (2) | 0.38022 (19) | 0.90306 (8) | 0.0136 (4) | |
H2 | 0.643 | 0.3367 | 0.9025 | 0.016* | |
O2 | 0.73421 (15) | 0.51040 (15) | 0.87487 (6) | 0.0145 (3) | |
C21 | 0.6063 (2) | 0.5589 (2) | 0.86008 (9) | 0.0156 (4) | |
O21 | 0.49732 (17) | 0.50245 (19) | 0.87059 (9) | 0.0298 (4) | |
C22 | 0.6171 (2) | 0.6910 (2) | 0.83013 (8) | 0.0148 (4) | |
C23 | 0.7429 (2) | 0.7621 (3) | 0.82747 (11) | 0.0267 (5) | |
H23 | 0.8264 | 0.7239 | 0.8427 | 0.032* | |
C24 | 0.7453 (3) | 0.8894 (3) | 0.80229 (16) | 0.0462 (9) | |
H24 | 0.8304 | 0.9396 | 0.8011 | 0.055* | |
C25 | 0.6241 (3) | 0.9441 (3) | 0.77887 (13) | 0.0387 (7) | |
H25 | 0.627 | 1.0311 | 0.7615 | 0.046* | |
C26 | 0.5003 (3) | 0.8732 (3) | 0.78070 (10) | 0.0242 (5) | |
H26 | 0.4181 | 0.91 | 0.7639 | 0.029* | |
C27 | 0.4956 (2) | 0.7475 (2) | 0.80724 (9) | 0.0186 (4) | |
H27 | 0.4092 | 0.6998 | 0.8098 | 0.022* | |
C1 | 0.8450 (2) | 0.2912 (2) | 0.87336 (8) | 0.0141 (4) | |
H1 | 0.9414 | 0.3299 | 0.8778 | 0.017* | |
O1 | 0.81173 (15) | 0.27710 (16) | 0.81637 (6) | 0.0165 (3) | |
C11 | 0.9279 (2) | 0.2247 (2) | 0.78396 (9) | 0.0196 (4) | |
H11A | 0.9427 | 0.1277 | 0.7931 | 0.024* | |
H11B | 1.0146 | 0.275 | 0.7937 | 0.024* | |
C12 | 0.8963 (2) | 0.2404 (2) | 0.72180 (8) | 0.0161 (4) | |
C17 | 0.8786 (2) | 0.3697 (2) | 0.69894 (9) | 0.0190 (4) | |
H17 | 0.8821 | 0.4467 | 0.7232 | 0.023* | |
C16 | 0.8561 (3) | 0.3873 (3) | 0.64133 (10) | 0.0251 (5) | |
H16 | 0.846 | 0.476 | 0.626 | 0.03* | |
C15 | 0.8483 (3) | 0.2748 (3) | 0.60606 (10) | 0.0290 (6) | |
H15 | 0.8324 | 0.2866 | 0.5665 | 0.035* | |
C14 | 0.8634 (3) | 0.1450 (3) | 0.62814 (10) | 0.0263 (5) | |
H14 | 0.8569 | 0.0682 | 0.6039 | 0.032* | |
C13 | 0.8883 (2) | 0.1280 (2) | 0.68597 (9) | 0.0194 (4) | |
H13 | 0.8999 | 0.0393 | 0.7011 | 0.023* | |
O5 | 0.83694 (16) | 0.16039 (14) | 0.89928 (6) | 0.0158 (3) | |
C5 | 0.8794 (2) | 0.15944 (19) | 0.95777 (8) | 0.0130 (4) | |
H5 | 0.9816 | 0.1819 | 0.9602 | 0.016* | |
C6 | 0.8567 (2) | 0.0151 (2) | 0.97819 (9) | 0.0152 (4) | |
H6A | 0.9114 | −0.0493 | 0.9547 | 0.018* | |
H6B | 0.8869 | 0.0057 | 1.0183 | 0.018* | |
C61 | 0.6675 (2) | −0.1403 (2) | 0.96603 (8) | 0.0138 (4) | |
C62 | 0.5124 (2) | −0.1518 (2) | 0.95902 (10) | 0.0211 (5) | |
H62A | 0.4705 | −0.0609 | 0.9594 | 0.032* | 0.5 |
H62B | 0.4735 | −0.2056 | 0.9903 | 0.032* | 0.5 |
H62C | 0.4913 | −0.1963 | 0.9228 | 0.032* | 0.5 |
H62D | 0.4864 | −0.2476 | 0.9556 | 0.032* | 0.5 |
H62E | 0.4834 | −0.1029 | 0.9247 | 0.032* | 0.5 |
H62F | 0.4656 | −0.1122 | 0.9922 | 0.032* | 0.5 |
O6 | 0.70826 (15) | −0.01182 (15) | 0.97288 (7) | 0.0179 (3) | |
O61 | 0.74823 (17) | −0.23569 (15) | 0.96684 (7) | 0.0202 (3) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
C4 | 0.0144 (9) | 0.0115 (9) | 0.0127 (9) | −0.0022 (8) | −0.0012 (7) | −0.0005 (7) |
O4 | 0.0192 (7) | 0.0157 (7) | 0.0141 (7) | −0.0013 (6) | −0.0027 (6) | 0.0000 (6) |
C41 | 0.0234 (10) | 0.0188 (10) | 0.0152 (9) | 0.0106 (9) | 0.0003 (8) | 0.0011 (8) |
O41 | 0.0197 (8) | 0.0572 (13) | 0.0221 (8) | 0.0000 (9) | 0.0037 (7) | 0.0107 (9) |
C42 | 0.0352 (13) | 0.0274 (12) | 0.0190 (10) | 0.0121 (11) | −0.0046 (10) | −0.0039 (9) |
O3 | 0.0215 (7) | 0.0096 (6) | 0.0184 (7) | 0.0017 (6) | 0.0047 (6) | −0.0021 (6) |
C3 | 0.0138 (9) | 0.0109 (9) | 0.0135 (9) | −0.0004 (7) | 0.0032 (8) | −0.0012 (7) |
C2 | 0.0145 (9) | 0.0099 (9) | 0.0164 (9) | 0.0010 (8) | −0.0006 (8) | 0.0021 (7) |
O2 | 0.0147 (7) | 0.0110 (7) | 0.0178 (6) | 0.0016 (6) | −0.0006 (6) | 0.0033 (6) |
C21 | 0.0156 (9) | 0.0129 (9) | 0.0182 (9) | 0.0023 (8) | −0.0022 (8) | −0.0027 (8) |
O21 | 0.0169 (8) | 0.0194 (8) | 0.0532 (11) | −0.0021 (7) | −0.0056 (8) | 0.0103 (9) |
C22 | 0.0175 (10) | 0.0160 (9) | 0.0110 (8) | 0.0040 (8) | 0.0015 (8) | −0.0011 (7) |
C23 | 0.0170 (10) | 0.0293 (12) | 0.0339 (12) | 0.0036 (10) | 0.0015 (9) | 0.0169 (11) |
C24 | 0.0192 (12) | 0.0427 (17) | 0.077 (2) | −0.0042 (12) | 0.0041 (14) | 0.0379 (16) |
C25 | 0.0273 (13) | 0.0359 (14) | 0.0528 (17) | 0.0075 (12) | 0.0063 (12) | 0.0320 (13) |
C26 | 0.0228 (12) | 0.0289 (12) | 0.0208 (11) | 0.0109 (10) | 0.0014 (9) | 0.0064 (10) |
C27 | 0.0176 (10) | 0.0200 (11) | 0.0184 (10) | 0.0021 (9) | −0.0013 (8) | −0.0036 (9) |
C1 | 0.0145 (9) | 0.0137 (9) | 0.0142 (9) | 0.0001 (8) | 0.0002 (8) | 0.0002 (7) |
O1 | 0.0159 (7) | 0.0194 (7) | 0.0141 (7) | 0.0031 (6) | −0.0012 (6) | −0.0026 (6) |
C11 | 0.0185 (10) | 0.0228 (11) | 0.0175 (10) | 0.0069 (9) | 0.0013 (8) | −0.0010 (9) |
C12 | 0.0142 (9) | 0.0192 (10) | 0.0148 (9) | −0.0002 (9) | 0.0019 (8) | −0.0004 (8) |
C17 | 0.0146 (10) | 0.0193 (10) | 0.0230 (11) | 0.0004 (9) | 0.0023 (8) | −0.0007 (9) |
C16 | 0.0262 (12) | 0.0237 (11) | 0.0254 (11) | 0.0052 (10) | 0.0045 (10) | 0.0090 (9) |
C15 | 0.0313 (13) | 0.0419 (14) | 0.0138 (10) | 0.0079 (12) | −0.0010 (9) | 0.0024 (10) |
C14 | 0.0283 (12) | 0.0301 (13) | 0.0204 (11) | 0.0012 (11) | −0.0008 (10) | −0.0083 (10) |
C13 | 0.0211 (11) | 0.0161 (10) | 0.0211 (10) | 0.0008 (9) | 0.0034 (9) | −0.0011 (8) |
O5 | 0.0220 (8) | 0.0105 (7) | 0.0149 (7) | 0.0012 (6) | −0.0017 (6) | −0.0014 (5) |
C5 | 0.0142 (9) | 0.0103 (8) | 0.0145 (9) | 0.0008 (8) | −0.0006 (8) | 0.0011 (7) |
C6 | 0.0119 (9) | 0.0114 (9) | 0.0221 (10) | 0.0012 (8) | −0.0005 (8) | 0.0013 (8) |
C61 | 0.0189 (10) | 0.0134 (9) | 0.0091 (8) | −0.0013 (8) | 0.0036 (7) | −0.0004 (7) |
C62 | 0.0184 (10) | 0.0179 (10) | 0.0270 (11) | −0.0025 (9) | 0.0022 (9) | −0.0068 (9) |
O6 | 0.0143 (7) | 0.0110 (7) | 0.0283 (8) | 0.0004 (6) | 0.0014 (6) | −0.0005 (6) |
O61 | 0.0223 (7) | 0.0113 (7) | 0.0270 (8) | 0.0009 (6) | 0.0009 (7) | 0.0016 (6) |
Geometric parameters (Å, º) top
C4—O4 | 1.448 (2) | C1—O1 | 1.384 (2) |
C4—C3 | 1.525 (3) | C1—O5 | 1.427 (2) |
C4—C5 | 1.536 (3) | C1—H1 | 1 |
C4—H4 | 1 | O1—C11 | 1.440 (2) |
O4—C41 | 1.352 (3) | C11—C12 | 1.501 (3) |
C41—O41 | 1.197 (3) | C11—H11A | 0.99 |
C41—C42 | 1.500 (3) | C11—H11B | 0.99 |
C42—H42A | 0.98 | C12—C13 | 1.393 (3) |
C42—H42B | 0.98 | C12—C17 | 1.393 (3) |
C42—H42C | 0.98 | C17—C16 | 1.383 (3) |
C42—H42D | 0.98 | C17—H17 | 0.95 |
C42—H42E | 0.98 | C16—C15 | 1.387 (4) |
C42—H42F | 0.98 | C16—H16 | 0.95 |
O3—C3 | 1.416 (2) | C15—C14 | 1.387 (4) |
O3—H3A | 0.80 (4) | C15—H15 | 0.95 |
C3—C2 | 1.520 (3) | C14—C13 | 1.391 (3) |
C3—H3 | 1 | C14—H14 | 0.95 |
C2—O2 | 1.444 (2) | C13—H13 | 0.95 |
C2—C1 | 1.517 (3) | O5—C5 | 1.434 (2) |
C2—H2 | 1 | C5—C6 | 1.516 (3) |
O2—C21 | 1.354 (3) | C5—H5 | 1 |
C21—O21 | 1.204 (3) | C6—O6 | 1.445 (2) |
C21—C22 | 1.484 (3) | C6—H6A | 0.99 |
C22—C23 | 1.390 (3) | C6—H6B | 0.99 |
C22—C27 | 1.393 (3) | C61—O61 | 1.214 (3) |
C23—C24 | 1.388 (4) | C61—O6 | 1.333 (3) |
C23—H23 | 0.95 | C61—C62 | 1.491 (3) |
C24—C25 | 1.388 (4) | C62—H62A | 0.98 |
C24—H24 | 0.95 | C62—H62B | 0.98 |
C25—C26 | 1.371 (4) | C62—H62C | 0.98 |
C25—H25 | 0.95 | C62—H62D | 0.98 |
C26—C27 | 1.388 (3) | C62—H62E | 0.98 |
C26—H26 | 0.95 | C62—H62F | 0.98 |
C27—H27 | 0.95 | | |
| | | |
O4—C4—C3 | 106.91 (16) | O5—C1—C2 | 106.80 (16) |
O4—C4—C5 | 107.12 (15) | O1—C1—H1 | 110.5 |
C3—C4—C5 | 112.43 (16) | O5—C1—H1 | 110.5 |
O4—C4—H4 | 110.1 | C2—C1—H1 | 110.5 |
C3—C4—H4 | 110.1 | C1—O1—C11 | 111.87 (16) |
C5—C4—H4 | 110.1 | O1—C11—C12 | 108.93 (17) |
C41—O4—C4 | 118.09 (16) | O1—C11—H11A | 109.9 |
O41—C41—O4 | 123.6 (2) | C12—C11—H11A | 109.9 |
O41—C41—C42 | 125.1 (2) | O1—C11—H11B | 109.9 |
O4—C41—C42 | 111.3 (2) | C12—C11—H11B | 109.9 |
C41—C42—H42A | 109.5 | H11A—C11—H11B | 108.3 |
C41—C42—H42B | 109.5 | C13—C12—C17 | 119.12 (19) |
H42A—C42—H42B | 109.5 | C13—C12—C11 | 121.2 (2) |
C41—C42—H42C | 109.5 | C17—C12—C11 | 119.63 (19) |
H42A—C42—H42C | 109.5 | C16—C17—C12 | 120.8 (2) |
H42B—C42—H42C | 109.5 | C16—C17—H17 | 119.6 |
C41—C42—H42D | 109.5 | C12—C17—H17 | 119.6 |
H42A—C42—H42D | 141.1 | C17—C16—C15 | 119.6 (2) |
H42B—C42—H42D | 56.3 | C17—C16—H16 | 120.2 |
H42C—C42—H42D | 56.3 | C15—C16—H16 | 120.2 |
C41—C42—H42E | 109.5 | C14—C15—C16 | 120.5 (2) |
H42A—C42—H42E | 56.3 | C14—C15—H15 | 119.8 |
H42B—C42—H42E | 141.1 | C16—C15—H15 | 119.8 |
H42C—C42—H42E | 56.3 | C15—C14—C13 | 119.7 (2) |
H42D—C42—H42E | 109.5 | C15—C14—H14 | 120.2 |
C41—C42—H42F | 109.5 | C13—C14—H14 | 120.2 |
H42A—C42—H42F | 56.3 | C14—C13—C12 | 120.3 (2) |
H42B—C42—H42F | 56.3 | C14—C13—H13 | 119.8 |
H42C—C42—H42F | 141.1 | C12—C13—H13 | 119.8 |
H42D—C42—H42F | 109.5 | C1—O5—C5 | 113.61 (15) |
H42E—C42—H42F | 109.5 | O5—C5—C6 | 105.65 (16) |
C3—O3—H3A | 106 (3) | O5—C5—C4 | 111.30 (16) |
O3—C3—C2 | 112.51 (17) | C6—C5—C4 | 112.35 (16) |
O3—C3—C4 | 108.40 (15) | O5—C5—H5 | 109.1 |
C2—C3—C4 | 108.24 (15) | C6—C5—H5 | 109.1 |
O3—C3—H3 | 109.2 | C4—C5—H5 | 109.1 |
C2—C3—H3 | 109.2 | O6—C6—C5 | 106.55 (16) |
C4—C3—H3 | 109.2 | O6—C6—H6A | 110.4 |
O2—C2—C1 | 108.54 (16) | C5—C6—H6A | 110.4 |
O2—C2—C3 | 108.44 (15) | O6—C6—H6B | 110.4 |
C1—C2—C3 | 107.60 (16) | C5—C6—H6B | 110.4 |
O2—C2—H2 | 110.7 | H6A—C6—H6B | 108.6 |
C1—C2—H2 | 110.7 | O61—C61—O6 | 123.26 (19) |
C3—C2—H2 | 110.7 | O61—C61—C62 | 124.8 (2) |
C21—O2—C2 | 116.88 (16) | O6—C61—C62 | 111.94 (18) |
O21—C21—O2 | 124.12 (19) | C61—C62—H62A | 109.5 |
O21—C21—C22 | 124.2 (2) | C61—C62—H62B | 109.5 |
O2—C21—C22 | 111.67 (18) | H62A—C62—H62B | 109.5 |
C23—C22—C27 | 119.88 (19) | C61—C62—H62C | 109.5 |
C23—C22—C21 | 121.53 (19) | H62A—C62—H62C | 109.5 |
C27—C22—C21 | 118.5 (2) | H62B—C62—H62C | 109.5 |
C24—C23—C22 | 119.2 (2) | C61—C62—H62D | 109.5 |
C24—C23—H23 | 120.4 | H62A—C62—H62D | 141.1 |
C22—C23—H23 | 120.4 | H62B—C62—H62D | 56.3 |
C25—C24—C23 | 120.5 (3) | H62C—C62—H62D | 56.3 |
C25—C24—H24 | 119.8 | C61—C62—H62E | 109.5 |
C23—C24—H24 | 119.8 | H62A—C62—H62E | 56.3 |
C26—C25—C24 | 120.3 (2) | H62B—C62—H62E | 141.1 |
C26—C25—H25 | 119.8 | H62C—C62—H62E | 56.3 |
C24—C25—H25 | 119.8 | H62D—C62—H62E | 109.5 |
C25—C26—C27 | 119.8 (2) | C61—C62—H62F | 109.5 |
C25—C26—H26 | 120.1 | H62A—C62—H62F | 56.3 |
C27—C26—H26 | 120.1 | H62B—C62—H62F | 56.3 |
C26—C27—C22 | 120.2 (2) | H62C—C62—H62F | 141.1 |
C26—C27—H27 | 119.9 | H62D—C62—H62F | 109.5 |
C22—C27—H27 | 119.9 | H62E—C62—H62F | 109.5 |
O1—C1—O5 | 108.11 (16) | C61—O6—C6 | 118.02 (16) |
O1—C1—C2 | 110.45 (16) | | |
| | | |
C3—C4—O4—C41 | 115.95 (19) | C3—C2—C1—O1 | −175.06 (16) |
C5—C4—O4—C41 | −123.32 (19) | O2—C2—C1—O5 | −175.24 (15) |
C4—O4—C41—O41 | 8.3 (3) | C3—C2—C1—O5 | 67.61 (19) |
C4—O4—C41—C42 | −171.60 (18) | O5—C1—O1—C11 | −78.8 (2) |
O4—C4—C3—O3 | −69.48 (19) | C2—C1—O1—C11 | 164.72 (17) |
C5—C4—C3—O3 | 173.25 (16) | C1—O1—C11—C12 | −167.83 (18) |
O4—C4—C3—C2 | 168.22 (16) | O1—C11—C12—C13 | −119.2 (2) |
C5—C4—C3—C2 | 50.9 (2) | O1—C11—C12—C17 | 62.7 (3) |
O3—C3—C2—O2 | 62.1 (2) | C13—C12—C17—C16 | −1.2 (3) |
C4—C3—C2—O2 | −178.15 (15) | C11—C12—C17—C16 | 176.9 (2) |
O3—C3—C2—C1 | 179.32 (16) | C12—C17—C16—C15 | 1.3 (4) |
C4—C3—C2—C1 | −60.9 (2) | C17—C16—C15—C14 | −0.3 (4) |
C1—C2—O2—C21 | 130.39 (18) | C16—C15—C14—C13 | −0.7 (4) |
C3—C2—O2—C21 | −113.00 (19) | C15—C14—C13—C12 | 0.8 (4) |
C2—O2—C21—O21 | 2.4 (3) | C17—C12—C13—C14 | 0.2 (3) |
C2—O2—C21—C22 | −178.41 (15) | C11—C12—C13—C14 | −177.9 (2) |
O21—C21—C22—C23 | 169.1 (2) | O1—C1—O5—C5 | 175.61 (15) |
O2—C21—C22—C23 | −10.0 (3) | C2—C1—O5—C5 | −65.5 (2) |
O21—C21—C22—C27 | −7.1 (3) | C1—O5—C5—C6 | 177.24 (16) |
O2—C21—C22—C27 | 173.77 (19) | C1—O5—C5—C4 | 55.0 (2) |
C27—C22—C23—C24 | 0.5 (4) | O4—C4—C5—O5 | −164.12 (15) |
C21—C22—C23—C24 | −175.7 (3) | C3—C4—C5—O5 | −47.0 (2) |
C22—C23—C24—C25 | −1.4 (5) | O4—C4—C5—C6 | 77.6 (2) |
C23—C24—C25—C26 | 0.5 (5) | C3—C4—C5—C6 | −165.22 (17) |
C24—C25—C26—C27 | 1.4 (5) | O5—C5—C6—O6 | −61.88 (19) |
C25—C26—C27—C22 | −2.4 (3) | C4—C5—C6—O6 | 59.7 (2) |
C23—C22—C27—C26 | 1.4 (3) | O61—C61—O6—C6 | 3.7 (3) |
C21—C22—C27—C26 | 177.67 (19) | C62—C61—O6—C6 | −177.87 (18) |
O2—C2—C1—O1 | −57.9 (2) | C5—C6—O6—C61 | 153.82 (17) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H3A···O61i | 0.80 (4) | 2.08 (4) | 2.876 (3) | 174 (4) |
Symmetry code: (i) x, y+1, z. |