Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806051439/bt2215sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806051439/bt2215Isup2.hkl |
CCDC reference: 633631
Key indicators
- Single-crystal X-ray study
- T = 173 K
- Mean (C-C) = 0.010 Å
- R factor = 0.143
- wR factor = 0.391
- Data-to-parameter ratio = 15.8
checkCIF/PLATON results
No syntax errors found
Alert level A PLAT220_ALERT_2_A Large Non-Solvent C Ueq(max)/Ueq(min) ... 5.36 Ratio
Author Response: The crystal quality and the reflextion power are very low. The structure is highly disorderd. |
PLAT222_ALERT_3_A Large Non-Solvent H Ueq(max)/Ueq(min) ... 6.25 Ratio
Author Response: The crystal quality and the reflextion power are very low. The structure is highly disorderd. |
Alert level B RFACR01_ALERT_3_B The value of the weighted R factor is > 0.35 Weighted R factor given 0.391 PLAT084_ALERT_2_B High R2 Value .................................. 0.39 PLAT242_ALERT_2_B Check Low Ueq as Compared to Neighbors for C15 PLAT242_ALERT_2_B Check Low Ueq as Compared to Neighbors for C21
Alert level C DIFMN02_ALERT_2_C The minimum difference density is < -0.1*ZMAX*0.75 _refine_diff_density_min given = -0.617 Test value = -0.600 DIFMN03_ALERT_1_C The minimum difference density is < -0.1*ZMAX*0.75 The relevant atom site should be identified. DIFMX01_ALERT_2_C The maximum difference density is > 0.1*ZMAX*0.75 _refine_diff_density_max given = 0.715 Test value = 0.600 DIFMX02_ALERT_1_C The maximum difference density is > 0.1*ZMAX*0.75 The relevant atom site should be identified. RFACG01_ALERT_3_C The value of the R factor is > 0.10 R factor given 0.143 PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT082_ALERT_2_C High R1 Value .................................. 0.14 PLAT097_ALERT_2_C Maximum (Positive) Residual Density ............ 0.71 e/A PLAT098_ALERT_2_C Minimum (Negative) Residual Density ............ -0.62 e/A PLAT230_ALERT_2_C Hirshfeld Test Diff for C15 - C16 .. 6.92 su PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C66 PLAT340_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 10 PLAT415_ALERT_2_C Short Inter D-H..H-X H3L .. H61 .. 2.12 Ang. PLAT415_ALERT_2_C Short Inter D-H..H-X H7L .. H61 .. 2.12 Ang. PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 11
2 ALERT level A = In general: serious problem 4 ALERT level B = Potentially serious problem 15 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 13 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 1 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check
Data collection: CAD-4 Software (Enraf–Nonius, 1989); cell refinement: CAD-4 Software; data reduction: CORINC (Dräger & Gattow, 1971); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976) and PLATON (Spek, 2003); software used to prepare material for publication: publCIF (Westrip, 2006).
C75H68N2O3·3CH4O·H2O | Z = 2 |
Mr = 1159.46 | F(000) = 1240 |
Triclinic, P1 | Dx = 1.172 Mg m−3 |
Hall symbol: -P 1 | Cu Kα radiation, λ = 1.54178 Å |
a = 9.970 (4) Å | Cell parameters from 25 reflections |
b = 12.368 (7) Å | θ = 21–22° |
c = 27.273 (5) Å | µ = 0.58 mm−1 |
α = 92.70 (3)° | T = 173 K |
β = 95.17 (2)° | Needle, colourless |
γ = 100.48 (4)° | 0.20 × 0.20 × 0.07 mm |
V = 3287 (2) Å3 |
Enraf–Nonius CAD-4 diffractometer | Rint = 0.084 |
Radiation source: rotating anode | θmax = 70.1°, θmin = 3.3° |
Graphite monochromator | h = −12→11 |
ω/2θ scans | k = 0→15 |
13059 measured reflections | l = −33→33 |
12444 independent reflections | 3 standard reflections every 60 min |
7152 reflections with I > 2σ(I) | intensity decay: 10% |
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)] = 0.143 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.391 | H-atom parameters constrained |
S = 1.07 | w = 1/[σ2(Fo2) + (0.1681P)2 + 10.925P] where P = (Fo2 + 2Fc2)/3 |
12444 reflections | (Δ/σ)max = 0.001 |
786 parameters | Δρmax = 0.72 e Å−3 |
48 restraints | Δρmin = −0.62 e Å−3 |
Experimental. Spectroscopic analysis: 1H NMR (chloroform-d1, 298 K, δ, p.p.m.): 8.63 (s, 2H, NH), 7.81 (br d, 2H, CH), 7.58 (d, 4J = 1.7 Hz, CH), 7.45 (d, 3J = 8.0 Hz, CH), 7.20–7.05 (m, 30H, CH), 7.04 (d, 3J = 8.0 Hz, CH), 1.69 (s, 6H, CH3), 1.35 (s, 18H, tBu); 13C NMR (chloroform-d1, 298 K, δ, p.p.m.): 164.47, 146.74, 146.54, 145.40, 142.85, 135.85, 131.33, 131.04, 130.25, 127.44, 125.98, 125.82, 125.62, 122.67, 119.99, 64.54, 34.66, 32.46, 31.35. |
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. |
x | y | z | Uiso*/Ueq | ||
O1 | 0.4737 (4) | 0.5232 (4) | 0.36407 (16) | 0.0334 (10) | |
C2 | 0.3870 (6) | 0.4601 (5) | 0.3937 (2) | 0.0285 (13) | |
C3 | 0.3571 (6) | 0.3499 (6) | 0.3800 (2) | 0.0328 (14) | |
C4 | 0.2736 (6) | 0.2798 (6) | 0.4086 (2) | 0.0336 (14) | |
H4 | 0.2521 | 0.2030 | 0.3997 | 0.040* | |
C5 | 0.2217 (6) | 0.3209 (6) | 0.4501 (3) | 0.0373 (16) | |
C6 | 0.2501 (7) | 0.4328 (6) | 0.4603 (3) | 0.0373 (15) | |
H6 | 0.2136 | 0.4622 | 0.4878 | 0.045* | |
C7 | 0.3305 (6) | 0.5061 (5) | 0.4320 (2) | 0.0331 (14) | |
C8 | 0.3490 (7) | 0.6281 (6) | 0.4430 (3) | 0.0404 (17) | |
C9 | 0.4447 (7) | 0.6907 (6) | 0.4083 (2) | 0.0347 (15) | |
C10 | 0.4746 (7) | 0.8043 (6) | 0.4118 (3) | 0.0415 (17) | |
H10 | 0.4342 | 0.8420 | 0.4360 | 0.050* | |
C11 | 0.5614 (7) | 0.8679 (6) | 0.3816 (3) | 0.0432 (17) | |
C12 | 0.6206 (7) | 0.8083 (6) | 0.3480 (3) | 0.0378 (15) | |
H12 | 0.6818 | 0.8479 | 0.3276 | 0.045* | |
C13 | 0.5956 (6) | 0.6947 (5) | 0.3427 (2) | 0.0316 (14) | |
C14 | 0.5032 (6) | 0.6354 (5) | 0.3725 (2) | 0.0303 (14) | |
C15 | 0.1316 (8) | 0.2436 (7) | 0.4813 (3) | 0.050 (2) | |
C16 | 0.1508 (17) | 0.1264 (12) | 0.4736 (6) | 0.133 (5) | |
H16A | 0.1231 | 0.0854 | 0.5021 | 0.200* | |
H16B | 0.2475 | 0.1254 | 0.4700 | 0.200* | |
H16C | 0.0944 | 0.0920 | 0.4437 | 0.200* | |
C17 | −0.0182 (10) | 0.2467 (13) | 0.4644 (4) | 0.107 (5) | |
H17A | −0.0516 | 0.1909 | 0.4372 | 0.161* | |
H17B | −0.0251 | 0.3198 | 0.4533 | 0.161* | |
H17C | −0.0739 | 0.2313 | 0.4920 | 0.161* | |
C18 | 0.1556 (11) | 0.2789 (10) | 0.5346 (3) | 0.095 (4) | |
H18A | 0.1283 | 0.3504 | 0.5399 | 0.142* | |
H18B | 0.2531 | 0.2854 | 0.5458 | 0.142* | |
H18C | 0.1013 | 0.2242 | 0.5533 | 0.142* | |
C19 | 0.2084 (8) | 0.6624 (7) | 0.4343 (4) | 0.064 (3) | |
H19A | 0.1786 | 0.6556 | 0.3988 | 0.096* | |
H19B | 0.2157 | 0.7391 | 0.4468 | 0.096* | |
H19C | 0.1413 | 0.6145 | 0.4516 | 0.096* | |
C20 | 0.4115 (10) | 0.6598 (7) | 0.4967 (3) | 0.062 (3) | |
H20A | 0.3631 | 0.6097 | 0.5188 | 0.093* | |
H20B | 0.4025 | 0.7356 | 0.5058 | 0.093* | |
H20C | 0.5087 | 0.6544 | 0.4996 | 0.093* | |
C21 | 0.5852 (9) | 0.9914 (6) | 0.3860 (3) | 0.054 (2) | |
C22 | 0.4508 (13) | 1.0327 (9) | 0.3757 (6) | 0.113 (5) | |
H22A | 0.3944 | 0.9873 | 0.3483 | 0.170* | |
H22B | 0.4703 | 1.1095 | 0.3670 | 0.170* | |
H22C | 0.4013 | 1.0276 | 0.4052 | 0.170* | |
C23 | 0.6479 (15) | 1.0349 (9) | 0.4383 (5) | 0.104 (4) | |
H23A | 0.5983 | 0.9919 | 0.4625 | 0.155* | |
H23B | 0.6408 | 1.1126 | 0.4433 | 0.155* | |
H23C | 0.7446 | 1.0280 | 0.4423 | 0.155* | |
C24 | 0.6815 (14) | 1.0445 (9) | 0.3502 (6) | 0.117 (5) | |
H24A | 0.7760 | 1.0393 | 0.3617 | 0.175* | |
H24B | 0.6742 | 1.1222 | 0.3483 | 0.175* | |
H24C | 0.6564 | 1.0064 | 0.3174 | 0.175* | |
C25 | 0.4045 (6) | 0.3000 (5) | 0.3349 (2) | 0.0316 (14) | |
O26 | 0.5258 (4) | 0.3130 (4) | 0.32724 (17) | 0.0369 (11) | |
N27 | 0.2996 (5) | 0.2404 (5) | 0.3048 (2) | 0.0369 (13) | |
H27 | 0.2172 | 0.2456 | 0.3126 | 0.044* | |
C28 | 0.3033 (7) | 0.1708 (5) | 0.2627 (2) | 0.0324 (14) | |
C29 | 0.1767 (6) | 0.1220 (6) | 0.2381 (2) | 0.0339 (15) | |
H29 | 0.0955 | 0.1407 | 0.2490 | 0.041* | |
C30 | 0.1666 (6) | 0.0481 (5) | 0.1989 (2) | 0.0315 (14) | |
H30 | 0.0787 | 0.0180 | 0.1825 | 0.038* | |
C31 | 0.2825 (6) | 0.0152 (5) | 0.1819 (2) | 0.0282 (13) | |
C32 | 0.4099 (7) | 0.0679 (5) | 0.2057 (2) | 0.0342 (15) | |
H32 | 0.4914 | 0.0514 | 0.1940 | 0.041* | |
C33 | 0.4203 (6) | 0.1435 (5) | 0.2458 (2) | 0.0309 (14) | |
H33 | 0.5079 | 0.1765 | 0.2617 | 0.037* | |
C34 | 0.2726 (6) | −0.0622 (5) | 0.1356 (2) | 0.0275 (13) | |
C35 | 0.1356 (6) | −0.1444 (5) | 0.1277 (2) | 0.0305 (14) | |
C36 | 0.0751 (7) | −0.1845 (6) | 0.0813 (3) | 0.0384 (16) | |
H36 | 0.1170 | −0.1573 | 0.0533 | 0.046* | |
C37 | −0.0442 (7) | −0.2626 (6) | 0.0741 (3) | 0.0479 (19) | |
H37 | −0.0829 | −0.2878 | 0.0415 | 0.057* | |
C38 | −0.1070 (7) | −0.3043 (6) | 0.1139 (3) | 0.047 (2) | |
H38 | −0.1901 | −0.3568 | 0.1091 | 0.057* | |
C39 | −0.0474 (7) | −0.2684 (6) | 0.1611 (3) | 0.051 (2) | |
H39 | −0.0894 | −0.2968 | 0.1888 | 0.061* | |
C40 | 0.0741 (7) | −0.1909 (6) | 0.1680 (3) | 0.0383 (16) | |
H40 | 0.1159 | −0.1692 | 0.2005 | 0.046* | |
C41 | 0.3806 (6) | −0.1375 (5) | 0.1392 (3) | 0.0314 (14) | |
C42 | 0.4259 (7) | −0.1747 (6) | 0.1843 (3) | 0.0483 (19) | |
H42 | 0.3955 | −0.1476 | 0.2137 | 0.058* | |
C43 | 0.5119 (7) | −0.2485 (7) | 0.1875 (4) | 0.055 (2) | |
H43 | 0.5468 | −0.2668 | 0.2190 | 0.067* | |
C44 | 0.5490 (8) | −0.2970 (7) | 0.1455 (4) | 0.061 (3) | |
H44 | 0.6034 | −0.3525 | 0.1475 | 0.073* | |
C45 | 0.5052 (8) | −0.2630 (7) | 0.1006 (4) | 0.059 (3) | |
H45 | 0.5343 | −0.2925 | 0.0715 | 0.071* | |
C46 | 0.4192 (7) | −0.1862 (6) | 0.0970 (3) | 0.0409 (17) | |
H46 | 0.3865 | −0.1669 | 0.0654 | 0.049* | |
C47 | 0.2901 (6) | 0.0177 (5) | 0.0942 (2) | 0.0305 (14) | |
C48 | 0.1788 (8) | 0.0594 (6) | 0.0741 (3) | 0.0420 (17) | |
H48 | 0.0902 | 0.0311 | 0.0833 | 0.050* | |
C49 | 0.1930 (9) | 0.1404 (7) | 0.0411 (3) | 0.0490 (19) | |
H49 | 0.1145 | 0.1664 | 0.0275 | 0.059* | |
C50 | 0.3235 (10) | 0.1851 (7) | 0.0274 (3) | 0.058 (2) | |
H50 | 0.3346 | 0.2414 | 0.0048 | 0.069* | |
C51 | 0.4352 (8) | 0.1448 (7) | 0.0478 (3) | 0.051 (2) | |
H51 | 0.5240 | 0.1737 | 0.0390 | 0.062* | |
C52 | 0.4200 (7) | 0.0641 (6) | 0.0805 (3) | 0.0423 (17) | |
H52 | 0.4987 | 0.0388 | 0.0943 | 0.051* | |
C53 | 0.6726 (6) | 0.6451 (5) | 0.3047 (2) | 0.0322 (14) | |
O54 | 0.7655 (6) | 0.7070 (4) | 0.2872 (2) | 0.0543 (15) | |
N55 | 0.6377 (5) | 0.5386 (5) | 0.2905 (2) | 0.0344 (12) | |
H55 | 0.5713 | 0.4991 | 0.3047 | 0.041* | |
C56 | 0.6997 (6) | 0.4827 (5) | 0.2537 (2) | 0.0297 (13) | |
C57 | 0.6176 (6) | 0.4009 (5) | 0.2225 (2) | 0.0298 (13) | |
H57 | 0.5229 | 0.3805 | 0.2267 | 0.036* | |
C58 | 0.6717 (6) | 0.3488 (5) | 0.1854 (2) | 0.0292 (13) | |
H58 | 0.6155 | 0.2899 | 0.1653 | 0.035* | |
C59 | 0.8118 (5) | 0.3826 (5) | 0.1768 (2) | 0.0247 (12) | |
C60 | 0.8911 (6) | 0.4600 (5) | 0.2095 (2) | 0.0313 (14) | |
H60 | 0.9864 | 0.4789 | 0.2062 | 0.038* | |
C61 | 0.8380 (6) | 0.5126 (6) | 0.2476 (2) | 0.0356 (15) | |
H61 | 0.8956 | 0.5681 | 0.2691 | 0.043* | |
C62 | 0.8661 (6) | 0.3311 (5) | 0.1309 (2) | 0.0270 (13) | |
C63 | 0.8266 (6) | 0.2068 (6) | 0.1290 (3) | 0.0360 (16) | |
C64 | 0.8224 (7) | 0.1511 (6) | 0.1733 (3) | 0.049 (2) | |
H64 | 0.8375 | 0.1933 | 0.2039 | 0.059* | |
C65 | 0.7972 (8) | 0.0393 (7) | 0.1732 (5) | 0.066 (3) | |
H65 | 0.7938 | 0.0051 | 0.2037 | 0.079* | |
C66 | 0.7766 (8) | −0.0254 (8) | 0.1295 (6) | 0.086 (4) | |
H66 | 0.7605 | −0.1035 | 0.1295 | 0.103* | |
C67 | 0.7802 (8) | 0.0272 (8) | 0.0861 (5) | 0.074 (3) | |
H67 | 0.7658 | −0.0155 | 0.0555 | 0.088* | |
C68 | 0.8041 (7) | 0.1406 (6) | 0.0860 (3) | 0.049 (2) | |
H68 | 0.8050 | 0.1739 | 0.0554 | 0.059* | |
C69 | 1.0259 (5) | 0.3674 (5) | 0.1346 (2) | 0.0259 (13) | |
C70 | 1.1122 (6) | 0.2933 (5) | 0.1447 (2) | 0.0328 (14) | |
H70 | 1.0753 | 0.2185 | 0.1493 | 0.039* | |
C71 | 1.2540 (6) | 0.3298 (6) | 0.1480 (3) | 0.0394 (16) | |
H71 | 1.3127 | 0.2787 | 0.1546 | 0.047* | |
C72 | 1.3109 (6) | 0.4375 (6) | 0.1420 (2) | 0.0349 (15) | |
H72 | 1.4076 | 0.4611 | 0.1449 | 0.042* | |
C73 | 1.2240 (6) | 0.5112 (5) | 0.1318 (2) | 0.0302 (14) | |
H73 | 1.2608 | 0.5862 | 0.1276 | 0.036* | |
C74 | 1.0824 (6) | 0.4745 (5) | 0.1276 (2) | 0.0265 (13) | |
H74 | 1.0236 | 0.5250 | 0.1197 | 0.032* | |
C75 | 0.8068 (6) | 0.3771 (5) | 0.0833 (2) | 0.0288 (13) | |
C76 | 0.8757 (7) | 0.3750 (6) | 0.0403 (2) | 0.0410 (17) | |
H76 | 0.9558 | 0.3433 | 0.0409 | 0.049* | |
C77 | 0.8300 (7) | 0.4174 (7) | −0.0019 (3) | 0.0450 (18) | |
H77 | 0.8783 | 0.4145 | −0.0303 | 0.054* | |
C78 | 0.7144 (7) | 0.4645 (7) | −0.0041 (2) | 0.0451 (18) | |
H78 | 0.6828 | 0.4940 | −0.0336 | 0.054* | |
C79 | 0.6458 (7) | 0.4679 (7) | 0.0376 (2) | 0.0435 (18) | |
H79 | 0.5665 | 0.5005 | 0.0368 | 0.052* | |
C80 | 0.6904 (6) | 0.4245 (6) | 0.0805 (2) | 0.0330 (14) | |
H80 | 0.6408 | 0.4271 | 0.1085 | 0.040* | |
O1L | 0.8051 (8) | 0.3445 (7) | 0.3627 (3) | 0.105 (3) | |
H1L | 0.7212 | 0.3353 | 0.3516 | 0.157* | |
C2L | 0.8429 (12) | 0.4511 (10) | 0.3875 (4) | 0.088 (3) | |
H2LA | 0.9243 | 0.4534 | 0.4108 | 0.133* | |
H2LB | 0.7672 | 0.4670 | 0.4054 | 0.133* | |
H2LC | 0.8633 | 0.5063 | 0.3632 | 0.133* | |
O3L | 0.1735 (8) | 0.5511 (8) | 0.3050 (3) | 0.106 (3) | |
H3L | 0.1007 | 0.5754 | 0.2991 | 0.159* | |
C4L | 0.2536 (14) | 0.5687 (14) | 0.2649 (5) | 0.119 (5) | |
H4LA | 0.2254 | 0.6251 | 0.2443 | 0.179* | |
H4LB | 0.2387 | 0.4982 | 0.2453 | 0.179* | |
H4LC | 0.3510 | 0.5906 | 0.2767 | 0.179* | |
O5L | 0.0441 (8) | 0.3131 (8) | 0.3095 (3) | 0.105 (3) | |
H5LA | 0.0945 | 0.3811 | 0.3086 | 0.157* | |
H5LB | −0.0245 | 0.3217 | 0.3244 | 0.157* | |
C6L | 0.089 (3) | 0.856 (2) | 0.3256 (9) | 0.207 (10) | |
H6LA | 0.0716 | 0.8685 | 0.3600 | 0.310* | |
H6LB | 0.0362 | 0.8977 | 0.3043 | 0.310* | |
H6LC | 0.1873 | 0.8800 | 0.3225 | 0.310* | |
O7L | 0.0496 (12) | 0.7390 (10) | 0.3109 (5) | 0.159 (4) | |
H7L | −0.0366 | 0.7288 | 0.3036 | 0.238* |
U11 | U22 | U33 | U12 | U13 | U23 | |
O1 | 0.038 (2) | 0.028 (2) | 0.034 (2) | 0.0030 (19) | 0.0100 (19) | −0.0004 (19) |
C2 | 0.027 (3) | 0.026 (3) | 0.030 (3) | −0.003 (2) | 0.005 (2) | 0.005 (3) |
C3 | 0.029 (3) | 0.034 (4) | 0.034 (3) | 0.004 (3) | −0.001 (3) | −0.001 (3) |
C4 | 0.034 (3) | 0.029 (4) | 0.038 (4) | 0.002 (3) | 0.008 (3) | 0.002 (3) |
C5 | 0.030 (3) | 0.038 (4) | 0.042 (4) | 0.001 (3) | 0.011 (3) | 0.000 (3) |
C6 | 0.039 (4) | 0.038 (4) | 0.035 (4) | 0.004 (3) | 0.011 (3) | 0.002 (3) |
C7 | 0.034 (3) | 0.031 (4) | 0.034 (3) | 0.008 (3) | 0.003 (3) | −0.004 (3) |
C8 | 0.042 (4) | 0.037 (4) | 0.042 (4) | 0.003 (3) | 0.015 (3) | −0.007 (3) |
C9 | 0.036 (3) | 0.032 (4) | 0.036 (4) | 0.008 (3) | 0.003 (3) | −0.004 (3) |
C10 | 0.051 (4) | 0.028 (4) | 0.046 (4) | 0.009 (3) | 0.007 (3) | −0.005 (3) |
C11 | 0.040 (4) | 0.033 (4) | 0.055 (5) | 0.006 (3) | −0.001 (3) | 0.004 (3) |
C12 | 0.035 (3) | 0.037 (4) | 0.039 (4) | 0.003 (3) | −0.002 (3) | 0.007 (3) |
C13 | 0.030 (3) | 0.028 (3) | 0.036 (3) | 0.005 (3) | −0.001 (3) | 0.002 (3) |
C14 | 0.030 (3) | 0.030 (4) | 0.030 (3) | 0.009 (3) | −0.003 (2) | −0.003 (3) |
C15 | 0.052 (4) | 0.043 (5) | 0.050 (5) | −0.009 (3) | 0.019 (4) | −0.002 (4) |
C16 | 0.151 (9) | 0.117 (9) | 0.145 (9) | 0.018 (7) | 0.085 (7) | 0.029 (7) |
C17 | 0.050 (6) | 0.187 (14) | 0.066 (6) | −0.037 (7) | 0.007 (5) | 0.037 (8) |
C18 | 0.097 (8) | 0.120 (10) | 0.040 (5) | −0.053 (7) | −0.004 (5) | 0.033 (6) |
C19 | 0.049 (5) | 0.054 (5) | 0.100 (7) | 0.020 (4) | 0.036 (5) | 0.013 (5) |
C20 | 0.084 (6) | 0.054 (5) | 0.037 (4) | −0.017 (4) | 0.026 (4) | −0.018 (4) |
C21 | 0.057 (5) | 0.026 (4) | 0.079 (6) | 0.006 (3) | 0.016 (4) | 0.005 (4) |
C22 | 0.093 (9) | 0.056 (7) | 0.204 (16) | 0.026 (6) | 0.044 (9) | 0.046 (8) |
C23 | 0.146 (11) | 0.042 (6) | 0.104 (9) | −0.021 (7) | 0.004 (8) | −0.029 (6) |
C24 | 0.137 (11) | 0.047 (7) | 0.170 (14) | −0.011 (7) | 0.092 (11) | 0.003 (7) |
C25 | 0.034 (3) | 0.031 (4) | 0.032 (3) | 0.009 (3) | 0.002 (3) | 0.007 (3) |
O26 | 0.034 (2) | 0.035 (3) | 0.038 (3) | −0.0026 (19) | 0.0080 (19) | −0.007 (2) |
N27 | 0.029 (3) | 0.042 (3) | 0.038 (3) | 0.009 (2) | −0.001 (2) | −0.012 (3) |
C28 | 0.038 (3) | 0.029 (4) | 0.028 (3) | 0.007 (3) | −0.004 (3) | −0.008 (3) |
C29 | 0.027 (3) | 0.036 (4) | 0.037 (4) | 0.004 (3) | −0.001 (3) | −0.006 (3) |
C30 | 0.032 (3) | 0.028 (3) | 0.034 (3) | 0.007 (3) | −0.001 (3) | −0.006 (3) |
C31 | 0.028 (3) | 0.023 (3) | 0.031 (3) | 0.001 (2) | −0.006 (2) | 0.001 (3) |
C32 | 0.034 (3) | 0.028 (4) | 0.038 (4) | 0.001 (3) | 0.000 (3) | −0.003 (3) |
C33 | 0.030 (3) | 0.026 (3) | 0.035 (3) | 0.004 (3) | −0.003 (3) | −0.008 (3) |
C34 | 0.025 (3) | 0.023 (3) | 0.032 (3) | −0.001 (2) | −0.001 (2) | 0.001 (3) |
C35 | 0.023 (3) | 0.028 (3) | 0.040 (4) | 0.008 (2) | 0.002 (2) | −0.009 (3) |
C36 | 0.034 (3) | 0.038 (4) | 0.042 (4) | 0.008 (3) | 0.003 (3) | −0.012 (3) |
C37 | 0.026 (3) | 0.049 (5) | 0.066 (5) | 0.008 (3) | −0.005 (3) | −0.009 (4) |
C38 | 0.027 (3) | 0.026 (4) | 0.085 (6) | 0.002 (3) | −0.001 (4) | −0.016 (4) |
C39 | 0.040 (4) | 0.036 (4) | 0.077 (6) | 0.002 (3) | 0.016 (4) | 0.008 (4) |
C40 | 0.044 (4) | 0.031 (4) | 0.040 (4) | 0.007 (3) | 0.000 (3) | 0.004 (3) |
C41 | 0.017 (3) | 0.026 (3) | 0.048 (4) | −0.002 (2) | −0.001 (3) | −0.005 (3) |
C42 | 0.035 (4) | 0.046 (5) | 0.064 (5) | 0.012 (3) | −0.002 (3) | 0.005 (4) |
C43 | 0.034 (4) | 0.039 (5) | 0.091 (7) | 0.004 (3) | −0.002 (4) | 0.011 (4) |
C44 | 0.031 (4) | 0.036 (5) | 0.117 (8) | 0.006 (3) | 0.017 (5) | 0.008 (5) |
C45 | 0.036 (4) | 0.042 (5) | 0.101 (7) | −0.003 (3) | 0.034 (4) | −0.012 (5) |
C46 | 0.035 (3) | 0.030 (4) | 0.056 (4) | 0.002 (3) | 0.009 (3) | −0.010 (3) |
C47 | 0.034 (3) | 0.026 (3) | 0.028 (3) | 0.001 (3) | 0.002 (3) | −0.005 (3) |
C48 | 0.046 (4) | 0.042 (4) | 0.040 (4) | 0.011 (3) | 0.008 (3) | 0.003 (3) |
C49 | 0.061 (5) | 0.046 (5) | 0.045 (4) | 0.018 (4) | 0.008 (4) | 0.014 (4) |
C50 | 0.081 (6) | 0.054 (5) | 0.038 (4) | 0.009 (5) | 0.006 (4) | 0.019 (4) |
C51 | 0.045 (4) | 0.058 (5) | 0.046 (4) | −0.004 (4) | 0.004 (3) | 0.012 (4) |
C52 | 0.038 (4) | 0.041 (4) | 0.046 (4) | 0.001 (3) | 0.002 (3) | 0.006 (3) |
C53 | 0.032 (3) | 0.031 (4) | 0.033 (3) | 0.003 (3) | 0.002 (3) | 0.013 (3) |
O54 | 0.058 (3) | 0.037 (3) | 0.069 (4) | −0.003 (2) | 0.033 (3) | 0.006 (3) |
N55 | 0.028 (3) | 0.037 (3) | 0.036 (3) | 0.000 (2) | 0.007 (2) | 0.003 (3) |
C56 | 0.027 (3) | 0.032 (4) | 0.030 (3) | 0.004 (3) | 0.005 (2) | 0.003 (3) |
C57 | 0.027 (3) | 0.027 (3) | 0.035 (3) | 0.003 (2) | 0.006 (2) | 0.008 (3) |
C58 | 0.026 (3) | 0.024 (3) | 0.036 (3) | 0.002 (2) | 0.000 (2) | 0.005 (3) |
C59 | 0.020 (3) | 0.025 (3) | 0.031 (3) | 0.005 (2) | 0.003 (2) | 0.009 (3) |
C60 | 0.018 (3) | 0.039 (4) | 0.034 (3) | −0.002 (2) | 0.003 (2) | −0.001 (3) |
C61 | 0.022 (3) | 0.042 (4) | 0.041 (4) | 0.000 (3) | 0.002 (3) | 0.003 (3) |
C62 | 0.024 (3) | 0.022 (3) | 0.033 (3) | 0.003 (2) | −0.002 (2) | 0.001 (3) |
C63 | 0.017 (3) | 0.034 (4) | 0.057 (4) | 0.005 (3) | 0.004 (3) | 0.001 (3) |
C64 | 0.035 (4) | 0.035 (4) | 0.081 (6) | 0.010 (3) | 0.012 (4) | 0.013 (4) |
C65 | 0.031 (4) | 0.036 (5) | 0.133 (9) | 0.006 (3) | 0.014 (5) | 0.027 (5) |
C66 | 0.027 (4) | 0.034 (5) | 0.196 (14) | −0.002 (3) | 0.017 (6) | 0.005 (7) |
C67 | 0.034 (4) | 0.041 (5) | 0.138 (10) | −0.003 (4) | 0.010 (5) | −0.033 (6) |
C68 | 0.031 (3) | 0.035 (4) | 0.076 (6) | 0.002 (3) | 0.002 (3) | −0.013 (4) |
C69 | 0.017 (3) | 0.034 (4) | 0.026 (3) | 0.004 (2) | 0.000 (2) | −0.007 (3) |
C70 | 0.031 (3) | 0.025 (3) | 0.042 (4) | 0.002 (3) | 0.001 (3) | 0.005 (3) |
C71 | 0.025 (3) | 0.038 (4) | 0.057 (5) | 0.011 (3) | 0.005 (3) | 0.008 (3) |
C72 | 0.017 (3) | 0.047 (4) | 0.041 (4) | 0.007 (3) | 0.002 (2) | −0.001 (3) |
C73 | 0.024 (3) | 0.031 (4) | 0.032 (3) | −0.005 (2) | 0.002 (2) | 0.003 (3) |
C74 | 0.022 (3) | 0.026 (3) | 0.030 (3) | 0.002 (2) | 0.005 (2) | −0.003 (3) |
C75 | 0.025 (3) | 0.026 (3) | 0.034 (3) | 0.001 (2) | 0.003 (2) | −0.003 (3) |
C76 | 0.033 (3) | 0.057 (5) | 0.037 (4) | 0.020 (3) | 0.001 (3) | 0.000 (3) |
C77 | 0.037 (4) | 0.070 (6) | 0.032 (4) | 0.017 (4) | 0.006 (3) | 0.011 (4) |
C78 | 0.043 (4) | 0.068 (5) | 0.026 (3) | 0.022 (4) | −0.009 (3) | 0.010 (3) |
C79 | 0.038 (4) | 0.064 (5) | 0.033 (4) | 0.027 (4) | −0.006 (3) | −0.002 (3) |
C80 | 0.028 (3) | 0.044 (4) | 0.031 (3) | 0.014 (3) | 0.005 (3) | 0.003 (3) |
O1L | 0.077 (4) | 0.103 (6) | 0.131 (6) | 0.027 (4) | −0.020 (4) | −0.010 (5) |
C2L | 0.100 (7) | 0.084 (7) | 0.077 (6) | 0.025 (6) | −0.022 (5) | −0.014 (5) |
O3L | 0.067 (4) | 0.157 (7) | 0.087 (5) | 0.002 (4) | 0.009 (4) | 0.009 (5) |
C4L | 0.089 (7) | 0.177 (10) | 0.087 (7) | 0.012 (7) | 0.005 (6) | 0.017 (7) |
O5L | 0.081 (5) | 0.130 (6) | 0.113 (5) | 0.055 (4) | 0.006 (4) | −0.017 (5) |
C6L | 0.215 (13) | 0.193 (13) | 0.195 (12) | 0.005 (9) | 0.005 (9) | 0.002 (9) |
O7L | 0.135 (7) | 0.138 (8) | 0.178 (8) | −0.014 (6) | −0.019 (6) | −0.017 (7) |
O1—C14 | 1.369 (8) | C42—H42 | 0.9500 |
O1—C2 | 1.396 (7) | C43—C44 | 1.380 (13) |
C2—C3 | 1.368 (9) | C43—H43 | 0.9500 |
C2—C7 | 1.377 (9) | C44—C45 | 1.372 (13) |
C3—C4 | 1.406 (9) | C44—H44 | 0.9500 |
C3—C25 | 1.502 (9) | C45—C46 | 1.393 (11) |
C4—C5 | 1.397 (9) | C45—H45 | 0.9500 |
C4—H4 | 0.9500 | C46—H46 | 0.9500 |
C5—C6 | 1.371 (10) | C47—C48 | 1.387 (9) |
C5—C15 | 1.534 (10) | C47—C52 | 1.408 (9) |
C6—C7 | 1.404 (9) | C48—C49 | 1.374 (10) |
C6—H6 | 0.9500 | C48—H48 | 0.9500 |
C7—C8 | 1.499 (9) | C49—C50 | 1.409 (12) |
C8—C19 | 1.539 (11) | C49—H49 | 0.9500 |
C8—C9 | 1.540 (10) | C50—C51 | 1.383 (12) |
C8—C20 | 1.542 (10) | C50—H50 | 0.9500 |
C9—C10 | 1.379 (9) | C51—C52 | 1.366 (11) |
C9—C14 | 1.396 (9) | C51—H51 | 0.9500 |
C10—C11 | 1.410 (10) | C52—H52 | 0.9500 |
C10—H10 | 0.9500 | C53—O54 | 1.235 (8) |
C11—C12 | 1.386 (10) | C53—N55 | 1.330 (8) |
C11—C21 | 1.500 (10) | N55—C56 | 1.438 (8) |
C12—C13 | 1.380 (9) | N55—H55 | 0.8800 |
C12—H12 | 0.9500 | C56—C57 | 1.382 (9) |
C13—C14 | 1.412 (9) | C56—C61 | 1.388 (8) |
C13—C53 | 1.515 (9) | C57—C58 | 1.377 (9) |
C15—C18 | 1.482 (12) | C57—H57 | 0.9500 |
C15—C16 | 1.504 (16) | C58—C59 | 1.427 (8) |
C15—C17 | 1.532 (13) | C58—H58 | 0.9500 |
C16—H16A | 0.9800 | C59—C60 | 1.362 (8) |
C16—H16B | 0.9800 | C59—C62 | 1.561 (8) |
C16—H16C | 0.9800 | C60—C61 | 1.394 (9) |
C17—H17A | 0.9800 | C60—H60 | 0.9500 |
C17—H17B | 0.9800 | C61—H61 | 0.9500 |
C17—H17C | 0.9800 | C62—C63 | 1.513 (9) |
C18—H18A | 0.9800 | C62—C75 | 1.551 (9) |
C18—H18B | 0.9800 | C62—C69 | 1.567 (7) |
C18—H18C | 0.9800 | C63—C68 | 1.376 (10) |
C19—H19A | 0.9800 | C63—C64 | 1.417 (11) |
C19—H19B | 0.9800 | C64—C65 | 1.360 (11) |
C19—H19C | 0.9800 | C64—H64 | 0.9500 |
C20—H20A | 0.9800 | C65—C66 | 1.380 (16) |
C20—H20B | 0.9800 | C65—H65 | 0.9500 |
C20—H20C | 0.9800 | C66—C67 | 1.380 (16) |
C21—C24 | 1.519 (13) | C66—H66 | 0.9500 |
C21—C22 | 1.527 (14) | C67—C68 | 1.379 (12) |
C21—C23 | 1.535 (14) | C67—H67 | 0.9500 |
C22—H22A | 0.9800 | C68—H68 | 0.9500 |
C22—H22B | 0.9800 | C69—C74 | 1.372 (9) |
C22—H22C | 0.9800 | C69—C70 | 1.387 (9) |
C23—H23A | 0.9800 | C70—C71 | 1.397 (9) |
C23—H23B | 0.9800 | C70—H70 | 0.9500 |
C23—H23C | 0.9800 | C71—C72 | 1.373 (10) |
C24—H24A | 0.9800 | C71—H71 | 0.9500 |
C24—H24B | 0.9800 | C72—C73 | 1.388 (9) |
C24—H24C | 0.9800 | C72—H72 | 0.9500 |
C25—O26 | 1.229 (7) | C73—C74 | 1.394 (8) |
C25—N27 | 1.348 (8) | C73—H73 | 0.9500 |
N27—C28 | 1.409 (8) | C74—H74 | 0.9500 |
N27—H27 | 0.8800 | C75—C80 | 1.390 (8) |
C28—C33 | 1.383 (9) | C75—C76 | 1.414 (9) |
C28—C29 | 1.393 (8) | C76—C77 | 1.364 (10) |
C29—C30 | 1.359 (9) | C76—H76 | 0.9500 |
C29—H29 | 0.9500 | C77—C78 | 1.381 (10) |
C30—C31 | 1.402 (8) | C77—H77 | 0.9500 |
C30—H30 | 0.9500 | C78—C79 | 1.382 (10) |
C31—C32 | 1.403 (8) | C78—H78 | 0.9500 |
C31—C34 | 1.533 (8) | C79—C80 | 1.380 (9) |
C32—C33 | 1.390 (9) | C79—H79 | 0.9500 |
C32—H32 | 0.9500 | C80—H80 | 0.9500 |
C33—H33 | 0.9500 | O1L—C2L | 1.423 (12) |
C34—C47 | 1.537 (9) | O1L—H1L | 0.8485 |
C34—C35 | 1.539 (8) | C2L—H2LA | 0.9800 |
C34—C41 | 1.545 (8) | C2L—H2LB | 0.9800 |
C35—C36 | 1.379 (9) | C2L—H2LC | 0.9800 |
C35—C40 | 1.402 (10) | O3L—C4L | 1.415 (14) |
C36—C37 | 1.382 (10) | O3L—H3L | 0.8400 |
C36—H36 | 0.9500 | C4L—H4LA | 0.9800 |
C37—C38 | 1.377 (12) | C4L—H4LB | 0.9800 |
C37—H37 | 0.9500 | C4L—H4LC | 0.9800 |
C38—C39 | 1.384 (11) | O5L—H5LA | 0.9002 |
C38—H38 | 0.9500 | O5L—H5LB | 0.8464 |
C39—C40 | 1.393 (10) | C6L—O7L | 1.45 (2) |
C39—H39 | 0.9500 | C6L—H6LA | 0.9800 |
C40—H40 | 0.9500 | C6L—H6LB | 0.9800 |
C41—C46 | 1.391 (9) | C6L—H6LC | 0.9800 |
C41—C42 | 1.400 (10) | O7L—H7L | 0.8501 |
C42—C43 | 1.362 (11) | ||
C14—O1—C2 | 119.4 (5) | C40—C39—H39 | 119.8 |
C3—C2—C7 | 122.8 (6) | C39—C40—C35 | 121.0 (7) |
C3—C2—O1 | 114.5 (5) | C39—C40—H40 | 119.5 |
C7—C2—O1 | 122.6 (6) | C35—C40—H40 | 119.5 |
C2—C3—C4 | 118.3 (6) | C46—C41—C42 | 116.5 (6) |
C2—C3—C25 | 123.6 (6) | C46—C41—C34 | 121.0 (6) |
C4—C3—C25 | 118.0 (6) | C42—C41—C34 | 121.6 (6) |
C5—C4—C3 | 121.2 (6) | C43—C42—C41 | 122.3 (8) |
C5—C4—H4 | 119.4 | C43—C42—H42 | 118.8 |
C3—C4—H4 | 119.4 | C41—C42—H42 | 118.8 |
C6—C5—C4 | 117.3 (6) | C42—C43—C44 | 120.6 (9) |
C6—C5—C15 | 121.8 (6) | C42—C43—H43 | 119.7 |
C4—C5—C15 | 120.8 (6) | C44—C43—H43 | 119.7 |
C5—C6—C7 | 123.3 (6) | C45—C44—C43 | 118.3 (8) |
C5—C6—H6 | 118.3 | C45—C44—H44 | 120.8 |
C7—C6—H6 | 118.3 | C43—C44—H44 | 120.8 |
C2—C7—C6 | 116.7 (6) | C44—C45—C46 | 121.4 (8) |
C2—C7—C8 | 122.8 (6) | C44—C45—H45 | 119.3 |
C6—C7—C8 | 120.4 (6) | C46—C45—H45 | 119.3 |
C7—C8—C19 | 108.5 (6) | C41—C46—C45 | 120.6 (8) |
C7—C8—C9 | 110.8 (5) | C41—C46—H46 | 119.7 |
C19—C8—C9 | 107.9 (6) | C45—C46—H46 | 119.7 |
C7—C8—C20 | 110.6 (7) | C48—C47—C52 | 117.1 (6) |
C19—C8—C20 | 110.5 (7) | C48—C47—C34 | 120.1 (6) |
C9—C8—C20 | 108.5 (6) | C52—C47—C34 | 122.1 (6) |
C10—C9—C14 | 118.0 (6) | C49—C48—C47 | 121.9 (7) |
C10—C9—C8 | 120.4 (6) | C49—C48—H48 | 119.0 |
C14—C9—C8 | 121.6 (6) | C47—C48—H48 | 119.0 |
C9—C10—C11 | 124.0 (7) | C48—C49—C50 | 120.2 (7) |
C9—C10—H10 | 118.0 | C48—C49—H49 | 119.9 |
C11—C10—H10 | 118.0 | C50—C49—H49 | 119.9 |
C12—C11—C10 | 115.3 (7) | C51—C50—C49 | 118.2 (7) |
C12—C11—C21 | 123.4 (7) | C51—C50—H50 | 120.9 |
C10—C11—C21 | 121.2 (7) | C49—C50—H50 | 120.9 |
C13—C12—C11 | 123.7 (7) | C52—C51—C50 | 121.2 (7) |
C13—C12—H12 | 118.1 | C52—C51—H51 | 119.4 |
C11—C12—H12 | 118.1 | C50—C51—H51 | 119.4 |
C12—C13—C14 | 118.4 (6) | C51—C52—C47 | 121.4 (7) |
C12—C13—C53 | 115.7 (6) | C51—C52—H52 | 119.3 |
C14—C13—C53 | 125.9 (6) | C47—C52—H52 | 119.3 |
O1—C14—C9 | 122.5 (6) | O54—C53—N55 | 122.2 (6) |
O1—C14—C13 | 117.0 (5) | O54—C53—C13 | 117.8 (6) |
C9—C14—C13 | 120.4 (6) | N55—C53—C13 | 120.0 (6) |
C18—C15—C16 | 110.0 (10) | C53—N55—C56 | 125.2 (5) |
C18—C15—C17 | 107.5 (8) | C53—N55—H55 | 117.4 |
C16—C15—C17 | 107.5 (10) | C56—N55—H55 | 117.4 |
C18—C15—C5 | 112.4 (7) | C57—C56—C61 | 119.8 (6) |
C16—C15—C5 | 111.6 (7) | C57—C56—N55 | 118.7 (5) |
C17—C15—C5 | 107.7 (7) | C61—C56—N55 | 121.4 (6) |
C15—C16—H16A | 109.5 | C58—C57—C56 | 120.5 (6) |
C15—C16—H16B | 109.5 | C58—C57—H57 | 119.7 |
H16A—C16—H16B | 109.5 | C56—C57—H57 | 119.7 |
C15—C16—H16C | 109.5 | C57—C58—C59 | 120.5 (6) |
H16A—C16—H16C | 109.5 | C57—C58—H58 | 119.8 |
H16B—C16—H16C | 109.5 | C59—C58—H58 | 119.8 |
C15—C17—H17A | 109.5 | C60—C59—C58 | 117.2 (5) |
C15—C17—H17B | 109.5 | C60—C59—C62 | 123.5 (5) |
H17A—C17—H17B | 109.5 | C58—C59—C62 | 119.3 (5) |
C15—C17—H17C | 109.5 | C59—C60—C61 | 122.7 (5) |
H17A—C17—H17C | 109.5 | C59—C60—H60 | 118.6 |
H17B—C17—H17C | 109.5 | C61—C60—H60 | 118.6 |
C15—C18—H18A | 109.5 | C56—C61—C60 | 119.0 (6) |
C15—C18—H18B | 109.5 | C56—C61—H61 | 120.5 |
H18A—C18—H18B | 109.5 | C60—C61—H61 | 120.5 |
C15—C18—H18C | 109.5 | C63—C62—C75 | 111.0 (5) |
H18A—C18—H18C | 109.5 | C63—C62—C59 | 109.8 (5) |
H18B—C18—H18C | 109.5 | C75—C62—C59 | 109.4 (5) |
C8—C19—H19A | 109.5 | C63—C62—C69 | 110.4 (5) |
C8—C19—H19B | 109.5 | C75—C62—C69 | 107.2 (5) |
H19A—C19—H19B | 109.5 | C59—C62—C69 | 109.0 (5) |
C8—C19—H19C | 109.5 | C68—C63—C64 | 115.7 (7) |
H19A—C19—H19C | 109.5 | C68—C63—C62 | 123.7 (7) |
H19B—C19—H19C | 109.5 | C64—C63—C62 | 120.3 (6) |
C8—C20—H20A | 109.5 | C65—C64—C63 | 122.1 (9) |
C8—C20—H20B | 109.5 | C65—C64—H64 | 118.9 |
H20A—C20—H20B | 109.5 | C63—C64—H64 | 118.9 |
C8—C20—H20C | 109.5 | C64—C65—C66 | 121.0 (10) |
H20A—C20—H20C | 109.5 | C64—C65—H65 | 119.5 |
H20B—C20—H20C | 109.5 | C66—C65—H65 | 119.5 |
C11—C21—C24 | 113.1 (8) | C67—C66—C65 | 117.8 (9) |
C11—C21—C22 | 110.9 (7) | C67—C66—H66 | 121.1 |
C24—C21—C22 | 106.7 (9) | C65—C66—H66 | 121.1 |
C11—C21—C23 | 110.4 (8) | C68—C67—C66 | 121.3 (10) |
C24—C21—C23 | 107.4 (9) | C68—C67—H67 | 119.3 |
C22—C21—C23 | 108.1 (10) | C66—C67—H67 | 119.3 |
C21—C22—H22A | 109.5 | C63—C68—C67 | 122.0 (9) |
C21—C22—H22B | 109.5 | C63—C68—H68 | 119.0 |
H22A—C22—H22B | 109.5 | C67—C68—H68 | 119.0 |
C21—C22—H22C | 109.5 | C74—C69—C70 | 118.9 (5) |
H22A—C22—H22C | 109.5 | C74—C69—C62 | 119.6 (5) |
H22B—C22—H22C | 109.5 | C70—C69—C62 | 121.5 (6) |
C21—C23—H23A | 109.5 | C69—C70—C71 | 119.3 (6) |
C21—C23—H23B | 109.5 | C69—C70—H70 | 120.3 |
H23A—C23—H23B | 109.5 | C71—C70—H70 | 120.3 |
C21—C23—H23C | 109.5 | C72—C71—C70 | 121.9 (6) |
H23A—C23—H23C | 109.5 | C72—C71—H71 | 119.0 |
H23B—C23—H23C | 109.5 | C70—C71—H71 | 119.0 |
C21—C24—H24A | 109.5 | C71—C72—C73 | 118.5 (6) |
C21—C24—H24B | 109.5 | C71—C72—H72 | 120.7 |
H24A—C24—H24B | 109.5 | C73—C72—H72 | 120.7 |
C21—C24—H24C | 109.5 | C72—C73—C74 | 119.7 (6) |
H24A—C24—H24C | 109.5 | C72—C73—H73 | 120.2 |
H24B—C24—H24C | 109.5 | C74—C73—H73 | 120.2 |
O26—C25—N27 | 125.1 (6) | C69—C74—C73 | 121.6 (6) |
O26—C25—C3 | 122.7 (6) | C69—C74—H74 | 119.2 |
N27—C25—C3 | 112.3 (5) | C73—C74—H74 | 119.2 |
C25—N27—C28 | 129.2 (5) | C80—C75—C76 | 116.8 (6) |
C25—N27—H27 | 115.4 | C80—C75—C62 | 123.9 (5) |
C28—N27—H27 | 115.4 | C76—C75—C62 | 119.3 (5) |
C33—C28—C29 | 118.3 (5) | C77—C76—C75 | 121.5 (6) |
C33—C28—N27 | 125.5 (6) | C77—C76—H76 | 119.2 |
C29—C28—N27 | 116.0 (6) | C75—C76—H76 | 119.2 |
C30—C29—C28 | 121.5 (6) | C76—C77—C78 | 120.9 (6) |
C30—C29—H29 | 119.3 | C76—C77—H77 | 119.5 |
C28—C29—H29 | 119.3 | C78—C77—H77 | 119.5 |
C29—C30—C31 | 121.8 (6) | C77—C78—C79 | 118.5 (6) |
C29—C30—H30 | 119.1 | C77—C78—H78 | 120.7 |
C31—C30—H30 | 119.1 | C79—C78—H78 | 120.7 |
C30—C31—C32 | 116.3 (6) | C80—C79—C78 | 121.1 (6) |
C30—C31—C34 | 121.9 (5) | C80—C79—H79 | 119.5 |
C32—C31—C34 | 121.3 (5) | C78—C79—H79 | 119.5 |
C33—C32—C31 | 121.8 (6) | C79—C80—C75 | 121.2 (6) |
C33—C32—H32 | 119.1 | C79—C80—H80 | 119.4 |
C31—C32—H32 | 119.1 | C75—C80—H80 | 119.4 |
C28—C33—C32 | 120.2 (6) | C2L—O1L—H1L | 108.2 |
C28—C33—H33 | 119.9 | O1L—C2L—H2LA | 109.5 |
C32—C33—H33 | 119.9 | O1L—C2L—H2LB | 109.5 |
C31—C34—C47 | 102.9 (5) | H2LA—C2L—H2LB | 109.5 |
C31—C34—C35 | 112.4 (5) | O1L—C2L—H2LC | 109.5 |
C47—C34—C35 | 112.4 (5) | H2LA—C2L—H2LC | 109.5 |
C31—C34—C41 | 112.5 (5) | H2LB—C2L—H2LC | 109.5 |
C47—C34—C41 | 113.6 (5) | C4L—O3L—H3L | 109.5 |
C35—C34—C41 | 103.4 (5) | O3L—C4L—H4LA | 111.4 |
C36—C35—C40 | 116.8 (6) | O3L—C4L—H4LB | 106.4 |
C36—C35—C34 | 122.3 (6) | H4LA—C4L—H4LB | 109.5 |
C40—C35—C34 | 120.6 (6) | O3L—C4L—H4LC | 110.6 |
C35—C36—C37 | 122.5 (7) | H4LA—C4L—H4LC | 109.5 |
C35—C36—H36 | 118.7 | H4LB—C4L—H4LC | 109.5 |
C37—C36—H36 | 118.7 | H5LA—O5L—H5LB | 105.5 |
C38—C37—C36 | 120.2 (7) | O7L—C6L—H6LA | 109.5 |
C38—C37—H37 | 119.9 | O7L—C6L—H6LB | 109.5 |
C36—C37—H37 | 119.9 | H6LA—C6L—H6LB | 109.5 |
C37—C38—C39 | 119.0 (7) | O7L—C6L—H6LC | 109.5 |
C37—C38—H38 | 120.5 | H6LA—C6L—H6LC | 109.5 |
C39—C38—H38 | 120.5 | H6LB—C6L—H6LC | 109.5 |
C38—C39—C40 | 120.3 (8) | C6L—O7L—H7L | 104.7 |
C38—C39—H39 | 119.8 | ||
C14—O1—C2—C3 | 175.8 (5) | C36—C35—C40—C39 | −4.1 (10) |
C14—O1—C2—C7 | −0.9 (9) | C34—C35—C40—C39 | −177.7 (6) |
C7—C2—C3—C4 | −5.1 (10) | C31—C34—C41—C46 | −158.8 (6) |
O1—C2—C3—C4 | 178.2 (5) | C47—C34—C41—C46 | −42.3 (8) |
C7—C2—C3—C25 | 172.6 (6) | C35—C34—C41—C46 | 79.7 (7) |
O1—C2—C3—C25 | −4.0 (9) | C31—C34—C41—C42 | 32.4 (8) |
C2—C3—C4—C5 | 0.2 (10) | C47—C34—C41—C42 | 148.9 (6) |
C25—C3—C4—C5 | −177.7 (6) | C35—C34—C41—C42 | −89.1 (7) |
C3—C4—C5—C6 | 3.0 (10) | C46—C41—C42—C43 | 4.9 (10) |
C3—C4—C5—C15 | −179.5 (6) | C34—C41—C42—C43 | 174.2 (6) |
C4—C5—C6—C7 | −1.6 (11) | C41—C42—C43—C44 | −5.6 (12) |
C15—C5—C6—C7 | −179.1 (7) | C42—C43—C44—C45 | 4.7 (12) |
C3—C2—C7—C6 | 6.4 (10) | C43—C44—C45—C46 | −3.6 (12) |
O1—C2—C7—C6 | −177.2 (6) | C42—C41—C46—C45 | −3.7 (9) |
C3—C2—C7—C8 | −172.1 (6) | C34—C41—C46—C45 | −173.1 (6) |
O1—C2—C7—C8 | 4.4 (10) | C44—C45—C46—C41 | 3.3 (11) |
C5—C6—C7—C2 | −2.9 (10) | C31—C34—C47—C48 | −82.4 (7) |
C5—C6—C7—C8 | 175.5 (7) | C35—C34—C47—C48 | 38.8 (8) |
C2—C7—C8—C19 | 114.8 (7) | C41—C34—C47—C48 | 155.7 (6) |
C6—C7—C8—C19 | −63.5 (9) | C31—C34—C47—C52 | 87.9 (7) |
C2—C7—C8—C9 | −3.4 (9) | C35—C34—C47—C52 | −150.9 (6) |
C6—C7—C8—C9 | 178.2 (6) | C41—C34—C47—C52 | −34.0 (8) |
C2—C7—C8—C20 | −123.8 (7) | C52—C47—C48—C49 | 1.7 (10) |
C6—C7—C8—C20 | 57.9 (8) | C34—C47—C48—C49 | 172.4 (6) |
C7—C8—C9—C10 | 179.3 (6) | C47—C48—C49—C50 | −1.1 (12) |
C19—C8—C9—C10 | 60.7 (9) | C48—C49—C50—C51 | 0.3 (12) |
C20—C8—C9—C10 | −59.1 (9) | C49—C50—C51—C52 | −0.2 (13) |
C7—C8—C9—C14 | −0.5 (9) | C50—C51—C52—C47 | 0.9 (12) |
C19—C8—C9—C14 | −119.1 (7) | C48—C47—C52—C51 | −1.6 (10) |
C20—C8—C9—C14 | 121.1 (7) | C34—C47—C52—C51 | −172.1 (7) |
C14—C9—C10—C11 | −0.4 (11) | C12—C13—C53—O54 | 10.8 (9) |
C8—C9—C10—C11 | 179.7 (7) | C14—C13—C53—O54 | −168.8 (6) |
C9—C10—C11—C12 | −1.9 (11) | C12—C13—C53—N55 | −167.9 (6) |
C9—C10—C11—C21 | 177.6 (7) | C14—C13—C53—N55 | 12.5 (10) |
C10—C11—C12—C13 | 1.7 (10) | O54—C53—N55—C56 | −0.8 (10) |
C21—C11—C12—C13 | −177.8 (7) | C13—C53—N55—C56 | 177.9 (6) |
C11—C12—C13—C14 | 0.9 (10) | C53—N55—C56—C57 | −143.0 (6) |
C11—C12—C13—C53 | −178.7 (6) | C53—N55—C56—C61 | 34.1 (10) |
C2—O1—C14—C9 | −3.2 (8) | C61—C56—C57—C58 | 0.0 (10) |
C2—O1—C14—C13 | 177.6 (5) | N55—C56—C57—C58 | 177.1 (6) |
C10—C9—C14—O1 | −176.0 (6) | C56—C57—C58—C59 | −3.5 (9) |
C8—C9—C14—O1 | 3.8 (10) | C57—C58—C59—C60 | 6.2 (9) |
C10—C9—C14—C13 | 3.1 (9) | C57—C58—C59—C62 | −173.2 (6) |
C8—C9—C14—C13 | −177.0 (6) | C58—C59—C60—C61 | −5.6 (10) |
C12—C13—C14—O1 | 175.9 (5) | C62—C59—C60—C61 | 173.8 (6) |
C53—C13—C14—O1 | −4.6 (9) | C57—C56—C61—C60 | 0.8 (10) |
C12—C13—C14—C9 | −3.4 (9) | N55—C56—C61—C60 | −176.3 (6) |
C53—C13—C14—C9 | 176.2 (6) | C59—C60—C61—C56 | 2.2 (10) |
C6—C5—C15—C18 | −38.0 (11) | C60—C59—C62—C63 | 130.5 (6) |
C4—C5—C15—C18 | 144.6 (9) | C58—C59—C62—C63 | −50.1 (7) |
C6—C5—C15—C16 | −162.1 (10) | C60—C59—C62—C75 | −107.4 (6) |
C4—C5—C15—C16 | 20.4 (12) | C58—C59—C62—C75 | 72.0 (7) |
C6—C5—C15—C17 | 80.2 (10) | C60—C59—C62—C69 | 9.5 (8) |
C4—C5—C15—C17 | −97.3 (9) | C58—C59—C62—C69 | −171.1 (5) |
C12—C11—C21—C24 | −0.3 (13) | C75—C62—C63—C68 | 29.7 (8) |
C10—C11—C21—C24 | −179.8 (9) | C59—C62—C63—C68 | 150.8 (6) |
C12—C11—C21—C22 | 119.5 (10) | C69—C62—C63—C68 | −89.1 (7) |
C10—C11—C21—C22 | −59.9 (11) | C75—C62—C63—C64 | −155.9 (5) |
C12—C11—C21—C23 | −120.7 (9) | C59—C62—C63—C64 | −34.7 (7) |
C10—C11—C21—C23 | 59.9 (11) | C69—C62—C63—C64 | 85.4 (7) |
C2—C3—C25—O26 | 55.3 (9) | C68—C63—C64—C65 | −0.2 (10) |
C4—C3—C25—O26 | −127.0 (7) | C62—C63—C64—C65 | −175.1 (6) |
C2—C3—C25—N27 | −125.0 (7) | C63—C64—C65—C66 | 1.0 (11) |
C4—C3—C25—N27 | 52.7 (8) | C64—C65—C66—C67 | −1.0 (12) |
O26—C25—N27—C28 | 8.3 (12) | C65—C66—C67—C68 | 0.3 (12) |
C3—C25—N27—C28 | −171.4 (6) | C64—C63—C68—C67 | −0.6 (10) |
C25—N27—C28—C33 | 5.2 (12) | C62—C63—C68—C67 | 174.1 (6) |
C25—N27—C28—C29 | −178.2 (7) | C66—C67—C68—C63 | 0.5 (12) |
C33—C28—C29—C30 | 0.9 (11) | C63—C62—C69—C74 | 168.0 (6) |
N27—C28—C29—C30 | −175.9 (6) | C75—C62—C69—C74 | 47.0 (7) |
C28—C29—C30—C31 | 1.7 (11) | C59—C62—C69—C74 | −71.3 (7) |
C29—C30—C31—C32 | −4.0 (10) | C63—C62—C69—C70 | −11.8 (8) |
C29—C30—C31—C34 | −175.9 (6) | C75—C62—C69—C70 | −132.8 (6) |
C30—C31—C32—C33 | 3.9 (10) | C59—C62—C69—C70 | 108.8 (6) |
C34—C31—C32—C33 | 175.9 (6) | C74—C69—C70—C71 | 0.7 (9) |
C29—C28—C33—C32 | −0.9 (10) | C62—C69—C70—C71 | −179.5 (6) |
N27—C28—C33—C32 | 175.5 (7) | C69—C70—C71—C72 | 0.7 (11) |
C31—C32—C33—C28 | −1.5 (10) | C70—C71—C72—C73 | −0.8 (10) |
C30—C31—C34—C47 | 89.9 (7) | C71—C72—C73—C74 | −0.3 (10) |
C32—C31—C34—C47 | −81.7 (7) | C70—C69—C74—C73 | −1.8 (9) |
C30—C31—C34—C35 | −31.3 (8) | C62—C69—C74—C73 | 178.3 (5) |
C32—C31—C34—C35 | 157.1 (6) | C72—C73—C74—C69 | 1.7 (9) |
C30—C31—C34—C41 | −147.5 (6) | C63—C62—C75—C80 | 101.1 (7) |
C32—C31—C34—C41 | 41.0 (8) | C59—C62—C75—C80 | −20.2 (8) |
C31—C34—C35—C36 | 149.2 (6) | C69—C62—C75—C80 | −138.3 (6) |
C47—C34—C35—C36 | 33.6 (8) | C63—C62—C75—C76 | −81.1 (7) |
C41—C34—C35—C36 | −89.3 (7) | C59—C62—C75—C76 | 157.6 (6) |
C31—C34—C35—C40 | −37.7 (8) | C69—C62—C75—C76 | 39.5 (7) |
C47—C34—C35—C40 | −153.2 (6) | C80—C75—C76—C77 | −0.1 (10) |
C41—C34—C35—C40 | 83.9 (7) | C62—C75—C76—C77 | −178.0 (7) |
C40—C35—C36—C37 | 3.1 (10) | C75—C76—C77—C78 | 0.3 (12) |
C34—C35—C36—C37 | 176.5 (6) | C76—C77—C78—C79 | 0.0 (12) |
C35—C36—C37—C38 | −0.4 (11) | C77—C78—C79—C80 | −0.5 (12) |
C36—C37—C38—C39 | −1.4 (11) | C78—C79—C80—C75 | 0.7 (12) |
C37—C38—C39—C40 | 0.3 (11) | C76—C75—C80—C79 | −0.4 (10) |
C38—C39—C40—C35 | 2.5 (11) | C62—C75—C80—C79 | 177.4 (6) |
D—H···A | D—H | H···A | D···A | D—H···A |
N27—H27···O5L | 0.88 | 2.05 | 2.863 (9) | 154 |
N55—H55···O1 | 0.88 | 2.00 | 2.693 (7) | 135 |
N55—H55···O26 | 0.88 | 2.38 | 3.060 (7) | 134 |
O1L—H1L···O26 | 0.85 | 1.97 | 2.816 (9) | 179 |
O3L—H3L···O7L | 0.84 | 2.19 | 2.827 (17) | 133 |
O5L—H5LA···O3L | 0.90 | 2.12 | 3.004 (14) | 168 |
O5L—H5LB···O1Li | 0.85 | 2.13 | 2.974 (11) | 179 |
O7L—H7L···O54i | 0.85 | 1.95 | 2.800 (13) | 179 |
Symmetry code: (i) x−1, y, z. |