The investigated crystal of the title compound, C
21H
34O
4, contains two molecules in the asymmetric unit. One molecule shows disorder for two atoms in the 12-membered ring. The two independent molecules show only slight conformational differences. Four molecules are linked
via two O—H
O hydrogen bonds [O
O = 2.816 (2) Å and O—H
O = 163°; O
O = 2.764 (2) Å and O—H
O = 163°] and a centrosymmetric 16-membered heterocycle containing four hydrogen bonds is formed.
Supporting information
CCDC reference: 236091
Key indicators
- Single-crystal X-ray study
- T = 291 K
- Mean (C-C) = 0.004 Å
- R factor = 0.043
- wR factor = 0.071
- Data-to-parameter ratio = 15.0
checkCIF/PLATON results
No syntax errors found
Alert level A
PLAT390_ALERT_3_A Deviating Methyl C5' X-C-H Bond Angle ...... 125.30 Deg.
Alert level B
PLAT026_ALERT_3_B Ratio Observed / Unique Reflections too Low .... 34 Perc.
PLAT220_ALERT_2_B Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.84 Ratio
PLAT241_ALERT_2_B Check High U(eq) as Compared to Neighbors .... C5
Alert level C
PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.92 Ratio
PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.40 Ratio
PLAT241_ALERT_2_C Check High U(eq) as Compared to Neighbors .... C4'
PLAT301_ALERT_3_C Main Residue Disorder ......................... 4.00 Perc.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 28
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 2
C21 H34 O4
1 ALERT level A = In general: serious problem
3 ALERT level B = Potentially serious problem
6 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
4 ALERT type 2 Indicator that the structure model may be wrong or deficient
4 ALERT type 3 Indicator that the structure quality may be low
2 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: COLLECT (Nonius, 1998); cell refinement: DENZO and SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO and SCALEPACK; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL-Plus (Sheldrick, 1991); software used to prepare material for publication: SHELXL97, PARST95 (Nardelli, 1995) and PLATON (Spek, 2001).
Crystal data top
C21H34O4 | F(000) = 1536 |
Mr = 350.48 | Dx = 1.169 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 31011 reflections |
a = 10.5029 (9) Å | θ = 3.0–25.3° |
b = 11.0460 (2) Å | µ = 0.08 mm−1 |
c = 34.5904 (9) Å | T = 291 K |
β = 97.055 (1)° | Block, colourless |
V = 3982.6 (4) Å3 | 0.20 × 0.15 × 0.15 mm |
Z = 8 | |
Data collection top
Nonius KappaCCD diffractometer | 2449 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.044 |
Graphite monochromator | θmax = 25.3°, θmin = 3.0° |
Detector resolution: 19 vertical, 18 horizontal pixels mm-1 | h = −12→12 |
496 frames via ω–rotation (Δω = 1°) and two times 55 s per frame
(four sets at different κ–angles) scans | k = −13→13 |
31011 measured reflections | l = −41→41 |
7110 independent reflections | |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.043 | H-atom parameters constrained |
wR(F2) = 0.071 | w = 1/[σ2(Fo2) + (0.0101P)2] where P = (Fo2 + 2Fc2)/3 |
S = 0.91 | (Δ/σ)max = 0.001 |
7110 reflections | Δρmax = 0.22 e Å−3 |
474 parameters | Δρmin = −0.14 e Å−3 |
0 restraints | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.00321 (18) |
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) |
O1 | 0.86853 (16) | 1.08978 (13) | 0.06918 (5) | 0.0659 (5) | |
H1 | 0.8262 | 1.0273 | 0.0684 | 0.099* | |
O2 | 0.81901 (15) | 1.34704 (13) | 0.14951 (4) | 0.0587 (5) | |
O3 | 0.65103 (19) | 1.40753 (16) | 0.23271 (5) | 0.0947 (7) | |
O4 | 0.56666 (18) | 1.37228 (15) | 0.17160 (5) | 0.0761 (6) | |
C1 | 0.8031 (2) | 1.1359 (2) | 0.13409 (7) | 0.0383 (6) | |
C2 | 0.9316 (2) | 1.07495 (19) | 0.15007 (6) | 0.0562 (7) | |
H2A | 0.9270 | 1.0525 | 0.1770 | 0.067* | |
H2B | 0.9394 | 1.0006 | 0.1356 | 0.067* | |
C3 | 1.0527 (3) | 1.1478 (2) | 0.14864 (7) | 0.0792 (9) | |
H3A | 1.0430 | 1.2263 | 0.1605 | 0.095* | |
H3B | 1.0656 | 1.1611 | 0.1217 | 0.095* | |
C4 | 1.1705 (3) | 1.0843 (2) | 0.16976 (10) | 0.1104 (12) | |
H4A | 1.1416 | 1.0265 | 0.1879 | 0.133* | |
H4B | 1.2113 | 1.0387 | 0.1507 | 0.133* | |
C5 | 1.2688 (3) | 1.1632 (3) | 0.19148 (12) | 0.1474 (15) | |
H5A | 1.3151 | 1.2037 | 0.1726 | 0.177* | |
H5B | 1.3296 | 1.1115 | 0.2071 | 0.177* | |
C6 | 1.2239 (3) | 1.2599 (3) | 0.21836 (11) | 0.1211 (13) | |
H6A | 1.1718 | 1.3193 | 0.2030 | 0.145* | |
H6B | 1.2979 | 1.3013 | 0.2318 | 0.145* | |
C7 | 1.1442 (3) | 1.2023 (3) | 0.24878 (10) | 0.1220 (13) | |
H7A | 1.0914 | 1.1376 | 0.2365 | 0.146* | |
H7B | 1.2020 | 1.1675 | 0.2699 | 0.146* | |
C8 | 1.0579 (3) | 1.2965 (3) | 0.26535 (8) | 0.0988 (11) | |
H8A | 1.1069 | 1.3697 | 0.2720 | 0.119* | |
H8B | 1.0292 | 1.2652 | 0.2890 | 0.119* | |
C9 | 0.9400 (3) | 1.3274 (2) | 0.23579 (7) | 0.0718 (8) | |
H9A | 0.9013 | 1.4016 | 0.2438 | 0.086* | |
H9B | 0.9680 | 1.3417 | 0.2105 | 0.086* | |
C10 | 0.8387 (2) | 1.2268 (2) | 0.23204 (6) | 0.0607 (8) | |
H10A | 0.8005 | 1.2238 | 0.2562 | 0.073* | |
H10B | 0.8824 | 1.1504 | 0.2296 | 0.073* | |
C11 | 0.7290 (2) | 1.2362 (2) | 0.19810 (7) | 0.0445 (7) | |
C12 | 0.6373 (2) | 1.1269 (2) | 0.19999 (6) | 0.0556 (7) | |
H12A | 0.6352 | 1.1054 | 0.2271 | 0.067* | |
H12B | 0.5514 | 1.1516 | 0.1894 | 0.067* | |
C13 | 0.6740 (2) | 1.01515 (18) | 0.17803 (6) | 0.0509 (7) | |
H13A | 0.6072 | 0.9545 | 0.1781 | 0.061* | |
H13B | 0.7528 | 0.9813 | 0.1913 | 0.061* | |
C14 | 0.6928 (2) | 1.04518 (19) | 0.13573 (6) | 0.0436 (7) | |
H14 | 0.7173 | 0.9700 | 0.1236 | 0.052* | |
C15 | 0.5655 (2) | 1.08768 (19) | 0.11295 (7) | 0.0606 (8) | |
H15A | 0.5018 | 1.0242 | 0.1132 | 0.073* | |
H15B | 0.5347 | 1.1583 | 0.1256 | 0.073* | |
C16 | 0.5816 (2) | 1.1190 (2) | 0.07098 (7) | 0.0671 (8) | |
H16A | 0.6085 | 1.0479 | 0.0577 | 0.081* | |
H16B | 0.5006 | 1.1468 | 0.0574 | 0.081* | |
C17 | 0.6821 (3) | 1.2180 (2) | 0.07121 (7) | 0.0651 (8) | |
H17A | 0.6919 | 1.2399 | 0.0446 | 0.078* | |
H17B | 0.6530 | 1.2893 | 0.0840 | 0.078* | |
C18 | 0.8115 (3) | 1.1790 (2) | 0.09202 (7) | 0.0519 (7) | |
H18 | 0.8675 | 1.2503 | 0.0937 | 0.062* | |
C19 | 0.7832 (2) | 1.2475 (2) | 0.15886 (7) | 0.0437 (7) | |
C20 | 0.6480 (3) | 1.3493 (3) | 0.20374 (9) | 0.0622 (8) | |
C21 | 0.4802 (2) | 1.4741 (2) | 0.17330 (7) | 0.0993 (11) | |
H21A | 0.4312 | 1.4634 | 0.1947 | 0.149* | |
H21B | 0.4232 | 1.4787 | 0.1494 | 0.149* | |
H21C | 0.5291 | 1.5476 | 0.1769 | 0.149* | |
O1' | 1.03091 (19) | 0.76936 (14) | −0.01426 (5) | 0.0886 (6) | |
H1' | 1.0588 | 0.8226 | −0.0274 | 0.133* | |
O2' | 0.76767 (14) | 0.85390 (13) | 0.06008 (4) | 0.0528 (5) | |
O3' | 0.49646 (19) | 0.72222 (18) | 0.09809 (6) | 0.1029 (8) | |
O4' | 0.50770 (17) | 0.78587 (15) | 0.03792 (5) | 0.0634 (5) | |
C1' | 0.8707 (2) | 0.7051 (2) | 0.02422 (7) | 0.0455 (7) | |
C2' | 0.9863 (2) | 0.6509 (2) | 0.05104 (7) | 0.0674 (8) | |
H2'1 | 0.9539 | 0.5878 | 0.0668 | 0.081* | |
H2'2 | 1.0430 | 0.6124 | 0.0346 | 0.081* | |
C3' | 1.0657 (3) | 0.7376 (2) | 0.07821 (8) | 0.0805 (9) | |
H3'1 | 1.0092 | 0.7837 | 0.0928 | 0.097* | |
H3'2 | 1.1095 | 0.7941 | 0.0629 | 0.097* | |
C4' | 1.1648 (3) | 0.6705 (4) | 0.10664 (10) | 0.1179 (13) | |
H4'1 | 1.1364 | 0.5870 | 0.1072 | 0.141* | 0.50 |
H4'2 | 1.2441 | 0.6701 | 0.0950 | 0.141* | 0.50 |
H4'3 | 1.1863 | 0.5945 | 0.0950 | 0.141* | 0.50 |
H4'4 | 1.2424 | 0.7187 | 0.1110 | 0.141* | 0.50 |
C5'A | 1.1960 (7) | 0.7055 (9) | 0.1448 (4) | 0.099 (3) | 0.50 |
H5'A | 1.2492 | 0.7774 | 0.1454 | 0.119* | 0.50 |
H5'B | 1.2469 | 0.6419 | 0.1586 | 0.119* | 0.50 |
C6' | 1.0719 (3) | 0.7344 (3) | 0.16847 (10) | 0.0829 (10) | |
H6'1 | 1.1017 | 0.7620 | 0.1946 | 0.100* | 0.50 |
H6'2 | 1.0198 | 0.7979 | 0.1552 | 0.100* | 0.50 |
H6'3 | 1.0373 | 0.8005 | 0.1519 | 0.100* | 0.50 |
H6'4 | 1.1451 | 0.7663 | 0.1852 | 0.100* | 0.50 |
C7'A | 0.9891 (7) | 0.6152 (5) | 0.17032 (19) | 0.073 (2) | 0.50 |
H7'A | 0.9930 | 0.5683 | 0.1468 | 0.088* | 0.50 |
H7'B | 1.0252 | 0.5664 | 0.1923 | 0.088* | 0.50 |
C8' | 0.8520 (3) | 0.6437 (2) | 0.17439 (8) | 0.0703 (8) | |
H8'1 | 0.8489 | 0.6985 | 0.1962 | 0.084* | 0.50 |
H8'2 | 0.8082 | 0.5696 | 0.1801 | 0.084* | 0.50 |
H8'3 | 0.7903 | 0.6362 | 0.1929 | 0.084* | 0.50 |
H8'4 | 0.8748 | 0.5620 | 0.1675 | 0.084* | 0.50 |
C5' | 1.1191 (9) | 0.6460 (9) | 0.1439 (3) | 0.098 (3) | 0.50 |
H5'1 | 1.0514 | 0.5864 | 0.1387 | 0.118* | 0.50 |
H5'2 | 1.1892 | 0.6056 | 0.1597 | 0.118* | 0.50 |
C7' | 0.9680 (7) | 0.6993 (6) | 0.19517 (16) | 0.083 (2) | 0.50 |
H7'1 | 1.0058 | 0.6432 | 0.2149 | 0.099* | 0.50 |
H7'2 | 0.9434 | 0.7715 | 0.2084 | 0.099* | 0.50 |
C9' | 0.7812 (2) | 0.70174 (19) | 0.13731 (7) | 0.0603 (8) | |
H9'1 | 0.7079 | 0.7467 | 0.1442 | 0.072* | |
H9'2 | 0.8382 | 0.7588 | 0.1268 | 0.072* | |
C10' | 0.7351 (2) | 0.60985 (18) | 0.10600 (7) | 0.0521 (7) | |
H10C | 0.6708 | 0.5593 | 0.1159 | 0.063* | |
H10D | 0.8069 | 0.5580 | 0.1021 | 0.063* | |
C11' | 0.6776 (2) | 0.6595 (2) | 0.06578 (7) | 0.0405 (6) | |
C12' | 0.6397 (2) | 0.55262 (19) | 0.03790 (7) | 0.0604 (8) | |
H12C | 0.6075 | 0.4871 | 0.0527 | 0.072* | |
H12D | 0.5706 | 0.5784 | 0.0185 | 0.072* | |
C13' | 0.7493 (3) | 0.5048 (2) | 0.01722 (7) | 0.0727 (9) | |
H13C | 0.7170 | 0.4427 | −0.0013 | 0.087* | |
H13D | 0.8137 | 0.4682 | 0.0362 | 0.087* | |
C14' | 0.8110 (3) | 0.6062 (2) | −0.00432 (8) | 0.0618 (8) | |
H14' | 0.8813 | 0.5699 | −0.0165 | 0.074* | |
C15' | 0.7152 (3) | 0.6575 (2) | −0.03696 (7) | 0.0822 (9) | |
H15C | 0.6859 | 0.5929 | −0.0549 | 0.099* | |
H15D | 0.6413 | 0.6887 | −0.0259 | 0.099* | |
C16' | 0.7727 (3) | 0.7582 (3) | −0.05933 (7) | 0.0875 (10) | |
H16C | 0.8436 | 0.7267 | −0.0718 | 0.105* | |
H16D | 0.7084 | 0.7895 | −0.0794 | 0.105* | |
C17' | 0.8197 (2) | 0.8587 (2) | −0.03123 (8) | 0.0736 (9) | |
H17C | 0.7475 | 0.8926 | −0.0200 | 0.088* | |
H17D | 0.8573 | 0.9226 | −0.0454 | 0.088* | |
C18' | 0.9190 (2) | 0.8128 (2) | 0.00130 (7) | 0.0576 (8) | |
H18' | 0.9437 | 0.8794 | 0.0194 | 0.069* | |
C19' | 0.7713 (2) | 0.7487 (2) | 0.04983 (6) | 0.0416 (7) | |
C20' | 0.5537 (3) | 0.7261 (2) | 0.07042 (9) | 0.0559 (8) | |
C21' | 0.3860 (2) | 0.8470 (2) | 0.03813 (6) | 0.0781 (9) | |
H21D | 0.3178 | 0.7886 | 0.0350 | 0.117* | |
H21E | 0.3743 | 0.9041 | 0.0171 | 0.117* | |
H21F | 0.3850 | 0.8888 | 0.0624 | 0.117* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
O1 | 0.0928 (16) | 0.0468 (12) | 0.0668 (13) | −0.0187 (10) | 0.0446 (11) | −0.0158 (10) |
O2 | 0.0859 (15) | 0.0369 (11) | 0.0563 (12) | −0.0075 (10) | 0.0204 (10) | −0.0002 (10) |
O3 | 0.1239 (19) | 0.0902 (16) | 0.0727 (16) | 0.0196 (12) | 0.0232 (14) | −0.0348 (12) |
O4 | 0.0793 (16) | 0.0708 (14) | 0.0789 (15) | 0.0305 (11) | 0.0124 (12) | −0.0036 (12) |
C1 | 0.048 (2) | 0.0300 (16) | 0.0393 (17) | 0.0001 (14) | 0.0145 (14) | 0.0001 (14) |
C2 | 0.050 (2) | 0.0537 (18) | 0.067 (2) | 0.0047 (16) | 0.0170 (16) | 0.0008 (14) |
C3 | 0.055 (2) | 0.079 (2) | 0.104 (2) | −0.0027 (19) | 0.0107 (19) | −0.0096 (18) |
C4 | 0.045 (2) | 0.106 (3) | 0.177 (4) | 0.002 (2) | 0.005 (2) | −0.018 (2) |
C5 | 0.082 (3) | 0.148 (4) | 0.206 (5) | 0.011 (3) | −0.005 (3) | 0.010 (3) |
C6 | 0.067 (3) | 0.149 (4) | 0.141 (4) | −0.034 (3) | −0.012 (2) | 0.030 (3) |
C7 | 0.088 (3) | 0.131 (4) | 0.135 (3) | −0.012 (3) | −0.034 (3) | 0.033 (3) |
C8 | 0.117 (3) | 0.097 (3) | 0.075 (2) | −0.012 (2) | −0.018 (2) | 0.001 (2) |
C9 | 0.088 (2) | 0.061 (2) | 0.064 (2) | −0.0088 (18) | 0.0000 (18) | −0.0071 (16) |
C10 | 0.076 (2) | 0.065 (2) | 0.0421 (18) | −0.0054 (17) | 0.0091 (16) | 0.0031 (15) |
C11 | 0.059 (2) | 0.0371 (17) | 0.0397 (18) | 0.0022 (16) | 0.0145 (16) | 0.0001 (14) |
C12 | 0.064 (2) | 0.0575 (18) | 0.0491 (18) | 0.0001 (16) | 0.0224 (15) | 0.0049 (15) |
C13 | 0.060 (2) | 0.0435 (17) | 0.0519 (19) | −0.0080 (13) | 0.0169 (15) | 0.0053 (15) |
C14 | 0.055 (2) | 0.0360 (16) | 0.0416 (18) | 0.0036 (15) | 0.0145 (15) | 0.0020 (13) |
C15 | 0.061 (2) | 0.0634 (19) | 0.058 (2) | 0.0003 (15) | 0.0104 (17) | −0.0011 (16) |
C16 | 0.075 (2) | 0.072 (2) | 0.051 (2) | 0.0085 (17) | −0.0031 (16) | 0.0051 (16) |
C17 | 0.104 (3) | 0.0474 (19) | 0.0442 (19) | 0.0026 (18) | 0.0119 (18) | 0.0073 (14) |
C18 | 0.078 (2) | 0.0342 (17) | 0.047 (2) | −0.0057 (15) | 0.0226 (17) | −0.0022 (14) |
C19 | 0.0468 (19) | 0.0398 (18) | 0.0441 (19) | 0.0014 (15) | 0.0041 (14) | 0.0032 (16) |
C20 | 0.075 (2) | 0.057 (2) | 0.058 (2) | −0.0012 (19) | 0.021 (2) | −0.0015 (19) |
C21 | 0.093 (3) | 0.082 (2) | 0.129 (3) | 0.048 (2) | 0.037 (2) | 0.0126 (19) |
O1' | 0.0798 (16) | 0.0967 (16) | 0.1013 (17) | 0.0306 (13) | 0.0589 (12) | 0.0360 (12) |
O2' | 0.0603 (13) | 0.0354 (11) | 0.0669 (13) | −0.0010 (10) | 0.0252 (9) | −0.0036 (9) |
O3' | 0.0673 (17) | 0.168 (2) | 0.0803 (16) | 0.0303 (13) | 0.0357 (13) | 0.0384 (15) |
O4' | 0.0572 (14) | 0.0752 (14) | 0.0592 (14) | 0.0170 (10) | 0.0131 (11) | 0.0051 (11) |
C1' | 0.053 (2) | 0.0343 (17) | 0.0523 (19) | 0.0092 (14) | 0.0209 (17) | 0.0054 (15) |
C2' | 0.058 (2) | 0.067 (2) | 0.080 (2) | 0.0239 (17) | 0.0225 (18) | 0.0259 (18) |
C3' | 0.057 (2) | 0.111 (3) | 0.074 (2) | 0.0177 (19) | 0.0124 (18) | 0.014 (2) |
C4' | 0.068 (3) | 0.188 (4) | 0.096 (3) | 0.030 (2) | 0.001 (3) | 0.027 (4) |
C5'A | 0.044 (6) | 0.115 (7) | 0.137 (9) | 0.019 (4) | 0.006 (6) | −0.029 (6) |
C6' | 0.082 (3) | 0.075 (3) | 0.085 (3) | 0.000 (2) | −0.016 (2) | 0.014 (2) |
C7'A | 0.089 (6) | 0.067 (5) | 0.061 (5) | 0.034 (4) | 0.003 (4) | 0.009 (4) |
C8' | 0.096 (3) | 0.065 (2) | 0.050 (2) | −0.003 (2) | 0.010 (2) | 0.0012 (17) |
C5' | 0.084 (8) | 0.129 (9) | 0.080 (7) | 0.060 (6) | 0.008 (7) | 0.051 (7) |
C7' | 0.110 (7) | 0.071 (5) | 0.065 (5) | −0.012 (5) | 0.001 (5) | 0.024 (4) |
C9' | 0.073 (2) | 0.0569 (19) | 0.0519 (19) | 0.0035 (15) | 0.0107 (16) | 0.0049 (16) |
C10' | 0.062 (2) | 0.0455 (17) | 0.0504 (19) | −0.0021 (14) | 0.0126 (15) | 0.0053 (15) |
C11' | 0.0454 (19) | 0.0322 (16) | 0.0462 (18) | −0.0013 (15) | 0.0144 (15) | −0.0017 (14) |
C12' | 0.076 (2) | 0.0411 (18) | 0.065 (2) | −0.0067 (15) | 0.0136 (17) | 0.0004 (15) |
C13' | 0.101 (3) | 0.0431 (19) | 0.075 (2) | 0.0019 (18) | 0.0127 (19) | −0.0112 (17) |
C14' | 0.081 (2) | 0.045 (2) | 0.065 (2) | 0.0157 (17) | 0.0282 (18) | −0.0012 (17) |
C15' | 0.114 (3) | 0.078 (2) | 0.056 (2) | 0.004 (2) | 0.018 (2) | −0.0047 (18) |
C16' | 0.109 (3) | 0.102 (3) | 0.055 (2) | 0.018 (2) | 0.025 (2) | 0.018 (2) |
C17' | 0.080 (2) | 0.071 (2) | 0.074 (2) | 0.0201 (18) | 0.0276 (19) | 0.0303 (19) |
C18' | 0.055 (2) | 0.058 (2) | 0.066 (2) | 0.0144 (16) | 0.0352 (18) | 0.0132 (16) |
C19' | 0.0441 (19) | 0.0375 (17) | 0.0426 (18) | 0.0067 (17) | 0.0034 (14) | 0.0040 (15) |
C20' | 0.053 (2) | 0.057 (2) | 0.058 (2) | −0.0078 (18) | 0.0107 (19) | 0.0056 (18) |
C21' | 0.054 (2) | 0.093 (2) | 0.085 (2) | 0.0178 (17) | 0.0007 (17) | −0.0073 (17) |
Geometric parameters (Å, º) top
O1—C18 | 1.439 (2) | C1'—C18' | 1.550 (3) |
O1—H1 | 0.8200 | C1'—C14' | 1.552 (3) |
O2—C19 | 1.219 (2) | C1'—C2' | 1.554 (3) |
O3—C20 | 1.188 (2) | C2'—C3' | 1.518 (3) |
O4—C20 | 1.341 (3) | C2'—H2'1 | 0.9700 |
O4—C21 | 1.451 (2) | C2'—H2'2 | 0.9700 |
C1—C19 | 1.530 (3) | C3'—C4' | 1.532 (3) |
C1—C14 | 1.538 (3) | C3'—H3'1 | 0.9700 |
C1—C18 | 1.544 (3) | C3'—H3'2 | 0.9700 |
C1—C2 | 1.548 (3) | C4'—C5'A | 1.377 (10) |
C2—C3 | 1.511 (3) | C4'—C5' | 1.456 (9) |
C2—H2A | 0.9700 | C4'—H4'1 | 0.9700 |
C2—H2B | 0.9700 | C4'—H4'2 | 0.9700 |
C3—C4 | 1.528 (3) | C4'—H4'3 | 0.9700 |
C3—H3A | 0.9700 | C4'—H4'4 | 0.9700 |
C3—H3B | 0.9700 | C5'A—C6' | 1.652 (11) |
C4—C5 | 1.483 (3) | C5'A—H5'A | 0.9700 |
C4—H4A | 0.9700 | C5'A—H5'B | 0.9700 |
C4—H4B | 0.9700 | C6'—C5' | 1.422 (10) |
C5—C6 | 1.528 (4) | C6'—C7' | 1.563 (7) |
C5—H5A | 0.9700 | C6'—C7'A | 1.583 (7) |
C5—H5B | 0.9700 | C6'—H6'1 | 0.9700 |
C6—C7 | 1.559 (4) | C6'—H6'2 | 0.9700 |
C6—H6A | 0.9700 | C6'—H6'3 | 0.9700 |
C6—H6B | 0.9700 | C6'—H6'4 | 0.9700 |
C7—C8 | 1.537 (3) | C7'A—C8' | 1.498 (6) |
C7—H7A | 0.9700 | C7'A—H7'A | 0.9700 |
C7—H7B | 0.9700 | C7'A—H7'B | 0.9700 |
C8—C9 | 1.544 (3) | C8'—C7' | 1.471 (6) |
C8—H8A | 0.9700 | C8'—C9' | 1.541 (3) |
C8—H8B | 0.9700 | C8'—H8'1 | 0.9700 |
C9—C10 | 1.532 (3) | C8'—H8'2 | 0.9700 |
C9—H9A | 0.9700 | C8'—H8'3 | 0.9700 |
C9—H9B | 0.9700 | C8'—H8'4 | 0.9700 |
C10—C11 | 1.544 (3) | C5'—H5'1 | 0.9700 |
C10—H10A | 0.9700 | C5'—H5'2 | 0.9700 |
C10—H10B | 0.9700 | C7'—H7'1 | 0.9700 |
C11—C20 | 1.536 (3) | C7'—H7'2 | 0.9700 |
C11—C19 | 1.540 (3) | C9'—C10' | 1.520 (2) |
C11—C12 | 1.551 (3) | C9'—H9'1 | 0.9700 |
C12—C13 | 1.524 (2) | C9'—H9'2 | 0.9700 |
C12—H12A | 0.9700 | C10'—C11' | 1.547 (2) |
C12—H12B | 0.9700 | C10'—H10C | 0.9700 |
C13—C14 | 1.536 (2) | C10'—H10D | 0.9700 |
C13—H13A | 0.9700 | C11'—C20' | 1.520 (3) |
C13—H13B | 0.9700 | C11'—C19' | 1.542 (3) |
C14—C15 | 1.539 (3) | C11'—C12' | 1.545 (3) |
C14—H14 | 0.9800 | C12'—C13' | 1.523 (3) |
C15—C16 | 1.522 (2) | C12'—H12C | 0.9700 |
C15—H15A | 0.9700 | C12'—H12D | 0.9700 |
C15—H15B | 0.9700 | C13'—C14' | 1.533 (3) |
C16—C17 | 1.520 (3) | C13'—H13C | 0.9700 |
C16—H16A | 0.9700 | C13'—H13D | 0.9700 |
C16—H16B | 0.9700 | C14'—C15' | 1.526 (3) |
C17—C18 | 1.520 (3) | C14'—H14' | 0.9800 |
C17—H17A | 0.9700 | C15'—C16' | 1.521 (3) |
C17—H17B | 0.9700 | C15'—H15C | 0.9700 |
C18—H18 | 0.9800 | C15'—H15D | 0.9700 |
C21—H21A | 0.9600 | C16'—C17' | 1.518 (3) |
C21—H21B | 0.9600 | C16'—H16C | 0.9700 |
C21—H21C | 0.9600 | C16'—H16D | 0.9700 |
O1'—C18' | 1.435 (2) | C17'—C18' | 1.523 (3) |
O1'—H1' | 0.8200 | C17'—H17C | 0.9700 |
O2'—C19' | 1.216 (2) | C17'—H17D | 0.9700 |
O3'—C20' | 1.192 (3) | C18'—H18' | 0.9800 |
O4'—C20' | 1.342 (3) | C21'—H21D | 0.9600 |
O4'—C21' | 1.447 (2) | C21'—H21E | 0.9600 |
C1'—C19' | 1.528 (3) | C21'—H21F | 0.9600 |
| | | |
C18—O1—H1 | 109.5 | C5'—C4'—H4'3 | 109.0 |
C20—O4—C21 | 116.8 (2) | C3'—C4'—H4'3 | 109.0 |
C19—C1—C14 | 110.4 (2) | H4'2—C4'—H4'3 | 64.3 |
C19—C1—C18 | 107.85 (18) | C5'A—C4'—H4'4 | 66.4 |
C14—C1—C18 | 111.49 (19) | C5'—C4'—H4'4 | 109.0 |
C19—C1—C2 | 108.88 (18) | C3'—C4'—H4'4 | 109.0 |
C14—C1—C2 | 109.37 (19) | H4'1—C4'—H4'4 | 140.6 |
C18—C1—C2 | 108.8 (2) | H4'2—C4'—H4'4 | 47.0 |
C3—C2—C1 | 117.2 (2) | H4'3—C4'—H4'4 | 107.8 |
C3—C2—H2A | 108.0 | C4'—C5'A—C6' | 114.8 (5) |
C1—C2—H2A | 108.0 | C4'—C5'A—H5'A | 108.6 |
C3—C2—H2B | 108.0 | C6'—C5'A—H5'A | 108.6 |
C1—C2—H2B | 108.0 | C4'—C5'A—H5'B | 108.6 |
H2A—C2—H2B | 107.2 | C6'—C5'A—H5'B | 108.6 |
C2—C3—C4 | 112.0 (2) | H5'A—C5'A—H5'B | 107.5 |
C2—C3—H3A | 109.2 | C5'—C6'—C7' | 120.1 (5) |
C4—C3—H3A | 109.2 | C5'—C6'—C7'A | 71.8 (5) |
C2—C3—H3B | 109.2 | C7'—C6'—C7'A | 48.9 (3) |
C4—C3—H3B | 109.2 | C7'—C6'—C5'A | 153.5 (5) |
H3A—C3—H3B | 107.9 | C7'A—C6'—C5'A | 109.3 (5) |
C5—C4—C3 | 116.4 (3) | C5'—C6'—H6'1 | 132.6 |
C5—C4—H4A | 108.2 | C7'—C6'—H6'1 | 72.2 |
C3—C4—H4A | 108.2 | C7'A—C6'—H6'1 | 109.8 |
C5—C4—H4B | 108.2 | C5'A—C6'—H6'1 | 109.8 |
C3—C4—H4B | 108.2 | C5'—C6'—H6'2 | 115.6 |
H4A—C4—H4B | 107.3 | C7'—C6'—H6'2 | 93.7 |
C4—C5—C6 | 118.2 (3) | C7'A—C6'—H6'2 | 109.8 |
C4—C5—H5A | 107.8 | C5'A—C6'—H6'2 | 109.8 |
C6—C5—H5A | 107.8 | H6'1—C6'—H6'2 | 108.3 |
C4—C5—H5B | 107.8 | C5'—C6'—H6'3 | 107.3 |
C6—C5—H5B | 107.8 | C7'—C6'—H6'3 | 107.3 |
H5A—C5—H5B | 107.1 | C7'A—C6'—H6'3 | 118.8 |
C5—C6—C7 | 110.9 (3) | C5'A—C6'—H6'3 | 96.6 |
C5—C6—H6A | 109.5 | H6'1—C6'—H6'3 | 111.6 |
C7—C6—H6A | 109.5 | C5'—C6'—H6'4 | 107.3 |
C5—C6—H6B | 109.5 | C7'—C6'—H6'4 | 107.3 |
C7—C6—H6B | 109.5 | C7'A—C6'—H6'4 | 132.6 |
H6A—C6—H6B | 108.0 | C5'A—C6'—H6'4 | 75.5 |
C8—C7—C6 | 111.5 (3) | H6'2—C6'—H6'4 | 112.3 |
C8—C7—H7A | 109.3 | H6'3—C6'—H6'4 | 106.9 |
C6—C7—H7A | 109.3 | C8'—C7'A—C6' | 111.7 (4) |
C8—C7—H7B | 109.3 | C8'—C7'A—H7'A | 109.3 |
C6—C7—H7B | 109.3 | C6'—C7'A—H7'A | 109.3 |
H7A—C7—H7B | 108.0 | C8'—C7'A—H7'B | 109.3 |
C7—C8—C9 | 111.4 (2) | C6'—C7'A—H7'B | 109.3 |
C7—C8—H8A | 109.4 | H7'A—C7'A—H7'B | 107.9 |
C9—C8—H8A | 109.4 | C7'—C8'—C7'A | 52.0 (3) |
C7—C8—H8B | 109.4 | C7'—C8'—C9' | 121.3 (3) |
C9—C8—H8B | 109.4 | C7'A—C8'—C9' | 112.4 (3) |
H8A—C8—H8B | 108.0 | C7'—C8'—H8'1 | 57.6 |
C10—C9—C8 | 112.8 (2) | C7'A—C8'—H8'1 | 109.1 |
C10—C9—H9A | 109.0 | C9'—C8'—H8'1 | 109.1 |
C8—C9—H9A | 109.0 | C7'—C8'—H8'2 | 129.6 |
C10—C9—H9B | 109.0 | C7'A—C8'—H8'2 | 109.1 |
C8—C9—H9B | 109.0 | C9'—C8'—H8'2 | 109.1 |
H9A—C9—H9B | 107.8 | H8'1—C8'—H8'2 | 107.9 |
C9—C10—C11 | 117.5 (2) | C7'—C8'—H8'3 | 107.0 |
C9—C10—H10A | 107.9 | C7'A—C8'—H8'3 | 140.6 |
C11—C10—H10A | 107.9 | C9'—C8'—H8'3 | 107.0 |
C9—C10—H10B | 107.9 | H8'1—C8'—H8'3 | 56.7 |
C11—C10—H10B | 107.9 | H8'2—C8'—H8'3 | 54.7 |
H10A—C10—H10B | 107.2 | C7'—C8'—H8'4 | 107.0 |
C20—C11—C19 | 108.4 (2) | C7'A—C8'—H8'4 | 60.8 |
C20—C11—C10 | 109.3 (2) | C9'—C8'—H8'4 | 107.0 |
C19—C11—C10 | 110.7 (2) | H8'1—C8'—H8'4 | 143.4 |
C20—C11—C12 | 105.7 (2) | H8'2—C8'—H8'4 | 53.4 |
C19—C11—C12 | 113.49 (19) | H8'3—C8'—H8'4 | 106.8 |
C10—C11—C12 | 108.98 (19) | C6'—C5'—C4' | 125.3 (7) |
C13—C12—C11 | 114.42 (19) | C6'—C5'—H5'1 | 106.0 |
C13—C12—H12A | 108.7 | C4'—C5'—H5'1 | 106.0 |
C11—C12—H12A | 108.7 | C6'—C5'—H5'2 | 106.0 |
C13—C12—H12B | 108.7 | C4'—C5'—H5'2 | 106.0 |
C11—C12—H12B | 108.7 | H5'1—C5'—H5'2 | 106.3 |
H12A—C12—H12B | 107.6 | C8'—C7'—C6' | 114.3 (4) |
C12—C13—C14 | 111.70 (17) | C8'—C7'—H7'1 | 108.7 |
C12—C13—H13A | 109.3 | C6'—C7'—H7'1 | 108.7 |
C14—C13—H13A | 109.3 | C8'—C7'—H7'2 | 108.7 |
C12—C13—H13B | 109.3 | C6'—C7'—H7'2 | 108.7 |
C14—C13—H13B | 109.3 | H7'1—C7'—H7'2 | 107.6 |
H13A—C13—H13B | 107.9 | C10'—C9'—C8' | 113.2 (2) |
C13—C14—C1 | 111.18 (18) | C10'—C9'—H9'1 | 108.9 |
C13—C14—C15 | 110.4 (2) | C8'—C9'—H9'1 | 108.9 |
C1—C14—C15 | 113.16 (18) | C10'—C9'—H9'2 | 108.9 |
C13—C14—H14 | 107.3 | C8'—C9'—H9'2 | 108.9 |
C1—C14—H14 | 107.3 | H9'1—C9'—H9'2 | 107.7 |
C15—C14—H14 | 107.3 | C9'—C10'—C11' | 117.33 (18) |
C16—C15—C14 | 111.5 (2) | C9'—C10'—H10C | 108.0 |
C16—C15—H15A | 109.3 | C11'—C10'—H10C | 108.0 |
C14—C15—H15A | 109.3 | C9'—C10'—H10D | 108.0 |
C16—C15—H15B | 109.3 | C11'—C10'—H10D | 108.0 |
C14—C15—H15B | 109.3 | H10C—C10'—H10D | 107.2 |
H15A—C15—H15B | 108.0 | C20'—C11'—C19' | 108.7 (2) |
C17—C16—C15 | 108.47 (19) | C20'—C11'—C12' | 106.1 (2) |
C17—C16—H16A | 110.0 | C19'—C11'—C12' | 113.06 (19) |
C15—C16—H16A | 110.0 | C20'—C11'—C10' | 108.7 (2) |
C17—C16—H16B | 110.0 | C19'—C11'—C10' | 110.63 (19) |
C15—C16—H16B | 110.0 | C12'—C11'—C10' | 109.41 (18) |
H16A—C16—H16B | 108.4 | C13'—C12'—C11' | 114.0 (2) |
C18—C17—C16 | 112.26 (19) | C13'—C12'—H12C | 108.7 |
C18—C17—H17A | 109.2 | C11'—C12'—H12C | 108.7 |
C16—C17—H17A | 109.2 | C13'—C12'—H12D | 108.7 |
C18—C17—H17B | 109.2 | C11'—C12'—H12D | 108.7 |
C16—C17—H17B | 109.2 | H12C—C12'—H12D | 107.6 |
H17A—C17—H17B | 107.9 | C12'—C13'—C14' | 111.34 (19) |
O1—C18—C17 | 110.0 (2) | C12'—C13'—H13C | 109.4 |
O1—C18—C1 | 112.44 (19) | C14'—C13'—H13C | 109.4 |
C17—C18—C1 | 112.5 (2) | C12'—C13'—H13D | 109.4 |
O1—C18—H18 | 107.2 | C14'—C13'—H13D | 109.4 |
C17—C18—H18 | 107.2 | H13C—C13'—H13D | 108.0 |
C1—C18—H18 | 107.2 | C15'—C14'—C13' | 110.5 (2) |
O2—C19—C1 | 120.7 (2) | C15'—C14'—C1' | 112.8 (2) |
O2—C19—C11 | 117.8 (2) | C13'—C14'—C1' | 111.5 (2) |
C1—C19—C11 | 121.3 (2) | C15'—C14'—H14' | 107.2 |
O3—C20—O4 | 123.0 (3) | C13'—C14'—H14' | 107.2 |
O3—C20—C11 | 126.1 (3) | C1'—C14'—H14' | 107.2 |
O4—C20—C11 | 110.8 (2) | C16'—C15'—C14' | 112.4 (2) |
O4—C21—H21A | 109.5 | C16'—C15'—H15C | 109.1 |
O4—C21—H21B | 109.5 | C14'—C15'—H15C | 109.1 |
H21A—C21—H21B | 109.5 | C16'—C15'—H15D | 109.1 |
O4—C21—H21C | 109.5 | C14'—C15'—H15D | 109.1 |
H21A—C21—H21C | 109.5 | H15C—C15'—H15D | 107.9 |
H21B—C21—H21C | 109.5 | C17'—C16'—C15' | 109.1 (2) |
C18'—O1'—H1' | 109.5 | C17'—C16'—H16C | 109.9 |
C20'—O4'—C21' | 116.9 (2) | C15'—C16'—H16C | 109.9 |
C19'—C1'—C18' | 110.10 (19) | C17'—C16'—H16D | 109.9 |
C19'—C1'—C14' | 109.9 (2) | C15'—C16'—H16D | 109.9 |
C18'—C1'—C14' | 110.3 (2) | H16C—C16'—H16D | 108.3 |
C19'—C1'—C2' | 108.34 (19) | C16'—C17'—C18' | 111.7 (2) |
C18'—C1'—C2' | 108.7 (2) | C16'—C17'—H17C | 109.3 |
C14'—C1'—C2' | 109.5 (2) | C18'—C17'—H17C | 109.3 |
C3'—C2'—C1' | 117.1 (2) | C16'—C17'—H17D | 109.3 |
C3'—C2'—H2'1 | 108.0 | C18'—C17'—H17D | 109.3 |
C1'—C2'—H2'1 | 108.0 | H17C—C17'—H17D | 108.0 |
C3'—C2'—H2'2 | 108.0 | O1'—C18'—C17' | 110.6 (2) |
C1'—C2'—H2'2 | 108.0 | O1'—C18'—C1' | 105.62 (18) |
H2'1—C2'—H2'2 | 107.3 | C17'—C18'—C1' | 113.3 (2) |
C2'—C3'—C4' | 111.7 (3) | O1'—C18'—H18' | 109.0 |
C2'—C3'—H3'1 | 109.3 | C17'—C18'—H18' | 109.0 |
C4'—C3'—H3'1 | 109.3 | C1'—C18'—H18' | 109.0 |
C2'—C3'—H3'2 | 109.3 | O2'—C19'—C1' | 121.2 (2) |
C4'—C3'—H3'2 | 109.3 | O2'—C19'—C11' | 117.5 (2) |
H3'1—C3'—H3'2 | 107.9 | C1'—C19'—C11' | 121.1 (2) |
C5'A—C4'—C3' | 122.9 (5) | O3'—C20'—O4' | 121.7 (3) |
C5'—C4'—C3' | 112.7 (4) | O3'—C20'—C11' | 126.2 (3) |
C5'A—C4'—H4'1 | 106.6 | O4'—C20'—C11' | 112.0 (2) |
C5'—C4'—H4'1 | 70.8 | O4'—C21'—H21D | 109.5 |
C3'—C4'—H4'1 | 106.6 | O4'—C21'—H21E | 109.5 |
C5'A—C4'—H4'2 | 106.6 | H21D—C21'—H21E | 109.5 |
C5'—C4'—H4'2 | 139.6 | O4'—C21'—H21F | 109.5 |
C3'—C4'—H4'2 | 106.6 | H21D—C21'—H21F | 109.5 |
H4'1—C4'—H4'2 | 106.6 | H21E—C21'—H21F | 109.5 |
C5'A—C4'—H4'3 | 127.0 | | |
| | | |
C19—C1—C2—C3 | −62.8 (3) | C4'—C5'A—C6'—C7' | 92.9 (13) |
C14—C1—C2—C3 | 176.5 (2) | C4'—C5'A—C6'—C7'A | 62.2 (9) |
C18—C1—C2—C3 | 54.5 (3) | C5'—C6'—C7'A—C8' | −145.2 (6) |
C1—C2—C3—C4 | 172.9 (2) | C7'—C6'—C7'A—C8' | 43.2 (4) |
C2—C3—C4—C5 | −143.3 (3) | C5'A—C6'—C7'A—C8' | −154.4 (5) |
C3—C4—C5—C6 | 47.7 (5) | C6'—C7'A—C8'—C7' | −44.1 (4) |
C4—C5—C6—C7 | 55.7 (4) | C6'—C7'A—C8'—C9' | 68.9 (5) |
C5—C6—C7—C8 | −158.7 (3) | C7'—C6'—C5'—C4' | 149.7 (8) |
C6—C7—C8—C9 | 75.5 (3) | C7'A—C6'—C5'—C4' | 142.4 (10) |
C7—C8—C9—C10 | 74.5 (3) | C5'A—C6'—C5'—C4' | −51.6 (7) |
C8—C9—C10—C11 | −168.8 (2) | C5'A—C4'—C5'—C6' | 59.5 (10) |
C9—C10—C11—C20 | −64.3 (3) | C3'—C4'—C5'—C6' | −55.0 (12) |
C9—C10—C11—C19 | 55.1 (3) | C7'A—C8'—C7'—C6' | 45.9 (4) |
C9—C10—C11—C12 | −179.4 (2) | C9'—C8'—C7'—C6' | −49.3 (7) |
C20—C11—C12—C13 | 154.0 (2) | C5'—C6'—C7'—C8' | −54.6 (7) |
C19—C11—C12—C13 | 35.2 (3) | C7'A—C6'—C7'—C8' | −45.3 (4) |
C10—C11—C12—C13 | −88.6 (2) | C5'A—C6'—C7'—C8' | −85.1 (11) |
C11—C12—C13—C14 | −52.6 (3) | C7'—C8'—C9'—C10' | 139.2 (5) |
C12—C13—C14—C1 | 62.1 (3) | C7'A—C8'—C9'—C10' | 81.1 (4) |
C12—C13—C14—C15 | −64.3 (2) | C8'—C9'—C10'—C11' | −172.7 (2) |
C19—C1—C14—C13 | −52.9 (2) | C9'—C10'—C11'—C20' | −65.9 (3) |
C18—C1—C14—C13 | −172.73 (18) | C9'—C10'—C11'—C19' | 53.4 (3) |
C2—C1—C14—C13 | 66.9 (2) | C9'—C10'—C11'—C12' | 178.63 (19) |
C19—C1—C14—C15 | 72.0 (2) | C20'—C11'—C12'—C13' | 157.5 (2) |
C18—C1—C14—C15 | −47.8 (3) | C19'—C11'—C12'—C13' | 38.4 (3) |
C2—C1—C14—C15 | −168.21 (18) | C10'—C11'—C12'—C13' | −85.3 (2) |
C13—C14—C15—C16 | 179.56 (17) | C11'—C12'—C13'—C14' | −54.4 (3) |
C1—C14—C15—C16 | 54.2 (3) | C12'—C13'—C14'—C15' | −64.4 (3) |
C14—C15—C16—C17 | −58.7 (3) | C12'—C13'—C14'—C1' | 62.0 (3) |
C15—C16—C17—C18 | 60.0 (3) | C19'—C1'—C14'—C15' | 72.9 (3) |
C16—C17—C18—O1 | 70.5 (3) | C18'—C1'—C14'—C15' | −48.7 (3) |
C16—C17—C18—C1 | −55.7 (3) | C2'—C1'—C14'—C15' | −168.3 (2) |
C19—C1—C18—O1 | 162.07 (19) | C19'—C1'—C14'—C13' | −52.3 (3) |
C14—C1—C18—O1 | −76.6 (3) | C18'—C1'—C14'—C13' | −173.8 (2) |
C2—C1—C18—O1 | 44.1 (3) | C2'—C1'—C14'—C13' | 66.6 (3) |
C19—C1—C18—C17 | −73.0 (2) | C13'—C14'—C15'—C16' | −179.6 (2) |
C14—C1—C18—C17 | 48.3 (3) | C1'—C14'—C15'—C16' | 54.7 (3) |
C2—C1—C18—C17 | 169.01 (18) | C14'—C15'—C16'—C17' | −58.3 (3) |
C14—C1—C19—O2 | −147.3 (2) | C15'—C16'—C17'—C18' | 58.3 (3) |
C18—C1—C19—O2 | −25.3 (3) | C16'—C17'—C18'—O1' | 62.8 (3) |
C2—C1—C19—O2 | 92.6 (3) | C16'—C17'—C18'—C1' | −55.6 (3) |
C14—C1—C19—C11 | 38.4 (3) | C19'—C1'—C18'—O1' | 166.8 (2) |
C18—C1—C19—C11 | 160.4 (2) | C14'—C1'—C18'—O1' | −71.8 (2) |
C2—C1—C19—C11 | −81.7 (3) | C2'—C1'—C18'—O1' | 48.3 (2) |
C20—C11—C19—O2 | 38.9 (3) | C19'—C1'—C18'—C17' | −72.0 (3) |
C10—C11—C19—O2 | −81.1 (3) | C14'—C1'—C18'—C17' | 49.5 (3) |
C12—C11—C19—O2 | 156.0 (2) | C2'—C1'—C18'—C17' | 169.5 (2) |
C20—C11—C19—C1 | −146.7 (2) | C18'—C1'—C19'—O2' | −23.0 (3) |
C10—C11—C19—C1 | 93.4 (2) | C14'—C1'—C19'—O2' | −144.7 (2) |
C12—C11—C19—C1 | −29.5 (3) | C2'—C1'—C19'—O2' | 95.7 (2) |
C21—O4—C20—O3 | 0.3 (4) | C18'—C1'—C19'—C11' | 160.9 (2) |
C21—O4—C20—C11 | 177.6 (2) | C14'—C1'—C19'—C11' | 39.2 (3) |
C19—C11—C20—O3 | −134.7 (3) | C2'—C1'—C19'—C11' | −80.3 (3) |
C10—C11—C20—O3 | −13.9 (4) | C20'—C11'—C19'—O2' | 33.7 (3) |
C12—C11—C20—O3 | 103.3 (3) | C12'—C11'—C19'—O2' | 151.3 (2) |
C19—C11—C20—O4 | 48.2 (3) | C10'—C11'—C19'—O2' | −85.6 (3) |
C10—C11—C20—O4 | 168.9 (2) | C20'—C11'—C19'—C1' | −150.1 (2) |
C12—C11—C20—O4 | −73.9 (3) | C12'—C11'—C19'—C1' | −32.5 (3) |
C19'—C1'—C2'—C3' | −66.3 (3) | C10'—C11'—C19'—C1' | 90.6 (2) |
C18'—C1'—C2'—C3' | 53.3 (3) | C21'—O4'—C20'—O3' | 0.8 (4) |
C14'—C1'—C2'—C3' | 173.9 (2) | C21'—O4'—C20'—C11' | 176.53 (19) |
C1'—C2'—C3'—C4' | 172.5 (2) | C19'—C11'—C20'—O3' | −133.6 (3) |
C2'—C3'—C4'—C5'A | −142.4 (7) | C12'—C11'—C20'—O3' | 104.5 (3) |
C2'—C3'—C4'—C5' | −94.9 (7) | C10'—C11'—C20'—O3' | −13.1 (4) |
C5'—C4'—C5'A—C6' | −41.8 (6) | C19'—C11'—C20'—O4' | 50.8 (3) |
C3'—C4'—C5'A—C6' | 47.1 (11) | C12'—C11'—C20'—O4' | −71.1 (2) |
C4'—C5'A—C6'—C5' | 48.1 (6) | C10'—C11'—C20'—O4' | 171.34 (19) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1···O2′ | 0.82 | 2.02 | 2.816 (2) | 163 |
O1′—H1′···O1i | 0.82 | 1.97 | 2.764 (2) | 163 |
Symmetry code: (i) −x+2, −y+2, −z. |