Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804025681/kp6007sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804025681/kp6007Isup2.hkl |
CCDC reference: 255917
Data collection: CAD-4 EXPRESS (Enraf-Nonius, 1994); cell refinement: CAD-4 EXPRESS; data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 1999); software used to prepare material for publication: SHELXL97.
C31H35NO6 | Z = 2 |
Mr = 517.60 | F(000) = 552 |
Triclinic, P1 | Dx = 1.232 Mg m−3 Dm = 1.230 Mg m−3 Dm measured by flotation in a mixture of carbon tetracholride and xylene |
a = 10.8029 (14) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 10.9431 (9) Å | Cell parameters from 25 reflections |
c = 12.376 (2) Å | θ = 9.8–14.0° |
α = 105.92 (1)° | µ = 0.09 mm−1 |
β = 93.838 (12)° | T = 293 K |
γ = 94.804 (9)° | Block, colorless |
V = 1395.8 (3) Å3 | 0.3 × 0.2 × 0.15 mm |
Nonius MACH3 sealed-tube diffractometer | 2607 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.015 |
Graphite monochromator | θmax = 25.0°, θmin = 2.2° |
ω–2θ scans | h = −12→10 |
Absorption correction: ψ scan (North et al., 1968) | k = −13→12 |
Tmin = 0.980, Tmax = 0.987 | l = −1→14 |
5169 measured reflections | 3 standard reflections every 60 min |
4725 independent reflections | intensity decay: none |
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)] = 0.046 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.140 | H-atom parameters constrained |
S = 1.00 | w = 1/[σ2(Fo2) + (0.057P)2 + 0.4626P] where P = (Fo2 + 2Fc2)/3 |
4725 reflections | (Δ/σ)max < 0.001 |
343 parameters | Δρmax = 0.15 e Å−3 |
0 restraints | Δρmin = −0.18 e Å−3 |
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 | 0.96470 (15) | 0.13978 (19) | 0.11147 (15) | 0.0619 (5) | |
O2 | 1.04595 (18) | 0.1870 (2) | −0.07236 (16) | 0.0725 (6) | |
O3 | 0.87163 (16) | 0.08174 (18) | −0.17750 (15) | 0.0592 (5) | |
O4 | 0.80064 (18) | 0.34524 (18) | −0.04367 (17) | 0.0662 (5) | |
O5 | 0.8271 (3) | 0.4186 (2) | 0.1430 (2) | 0.1015 (8) | |
O6 | 0.52278 (15) | 0.22292 (17) | 0.15305 (15) | 0.0591 (5) | |
N7 | 0.89031 (17) | 0.1418 (2) | 0.20564 (17) | 0.0493 (5) | |
C8 | 0.8768 (2) | 0.1097 (3) | 0.0158 (2) | 0.0493 (6) | |
H8 | 0.8439 | 0.0195 | −0.0026 | 0.059* | |
C9 | 0.9439 (3) | 0.1323 (3) | −0.0808 (2) | 0.0541 (7) | |
C10 | 0.9232 (3) | 0.0969 (3) | −0.2789 (2) | 0.0680 (8) | |
H10A | 0.9944 | 0.0485 | −0.2938 | 0.082* | |
H10B | 0.9506 | 0.1862 | −0.2695 | 0.082* | |
C11 | 0.8243 (3) | 0.0495 (4) | −0.3743 (3) | 0.0961 (11) | |
H11A | 0.8565 | 0.0590 | −0.4424 | 0.144* | |
H11B | 0.7543 | 0.0980 | −0.3589 | 0.144* | |
H11C | 0.7983 | −0.0391 | −0.3834 | 0.144* | |
C12 | 0.8537 (4) | 0.4636 (4) | −0.1716 (4) | 0.1210 (15) | |
H12A | 0.8711 | 0.5477 | −0.1803 | 0.182* | |
H12B | 0.7831 | 0.4192 | −0.2227 | 0.182* | |
H12C | 0.9250 | 0.4172 | −0.1879 | 0.182* | |
C13 | 0.8258 (3) | 0.4737 (3) | −0.0546 (3) | 0.0866 (10) | |
H13A | 0.8963 | 0.5193 | −0.0022 | 0.104* | |
H13B | 0.7537 | 0.5204 | −0.0373 | 0.104* | |
C14 | 0.8041 (2) | 0.3318 (3) | 0.0597 (3) | 0.0557 (7) | |
C15 | 0.7728 (2) | 0.1937 (2) | 0.0566 (2) | 0.0450 (6) | |
H15 | 0.6941 | 0.1585 | 0.0100 | 0.054* | |
C16 | 0.7654 (2) | 0.1782 (2) | 0.1754 (2) | 0.0457 (6) | |
H16 | 0.7531 | 0.2607 | 0.2276 | 0.055* | |
C17 | 0.6613 (2) | 0.0785 (2) | 0.18125 (19) | 0.0438 (6) | |
C18 | 0.5385 (2) | 0.1061 (2) | 0.16917 (19) | 0.0460 (6) | |
C19 | 0.3994 (3) | 0.2571 (3) | 0.1461 (3) | 0.0807 (10) | |
H19A | 0.4011 | 0.3406 | 0.1348 | 0.121* | |
H19B | 0.3630 | 0.2579 | 0.2150 | 0.121* | |
H19C | 0.3505 | 0.1961 | 0.0840 | 0.121* | |
C20 | 0.4412 (2) | 0.0179 (3) | 0.1751 (2) | 0.0529 (7) | |
H20 | 0.3590 | 0.0355 | 0.1660 | 0.063* | |
C21 | 0.4666 (2) | −0.0957 (3) | 0.1944 (2) | 0.0526 (7) | |
H21 | 0.4004 | −0.1540 | 0.1981 | 0.063* | |
C22 | 0.5871 (2) | −0.1261 (2) | 0.20857 (19) | 0.0463 (6) | |
C23 | 0.6097 (2) | −0.2543 (2) | 0.2301 (2) | 0.0521 (7) | |
C24 | 0.5588 (3) | −0.3610 (3) | 0.1224 (2) | 0.0801 (9) | |
H24A | 0.6005 | −0.3487 | 0.0594 | 0.120* | |
H24B | 0.4708 | −0.3582 | 0.1081 | 0.120* | |
H24C | 0.5735 | −0.4426 | 0.1326 | 0.120* | |
C25 | 0.5453 (2) | −0.2692 (2) | 0.3330 (2) | 0.0531 (7) | |
C26 | 0.4843 (5) | −0.3806 (4) | 0.3371 (3) | 0.1330 (19) | |
H26 | 0.4763 | −0.4511 | 0.2738 | 0.160* | |
C27 | 0.4331 (5) | −0.3913 (5) | 0.4354 (4) | 0.163 (3) | |
H27 | 0.3919 | −0.4691 | 0.4362 | 0.196* | |
C28 | 0.4420 (4) | −0.2924 (5) | 0.5281 (4) | 0.1089 (14) | |
H28 | 0.4074 | −0.3001 | 0.5931 | 0.131* | |
C29 | 0.5012 (4) | −0.1836 (4) | 0.5245 (3) | 0.1061 (14) | |
H29 | 0.5095 | −0.1138 | 0.5884 | 0.127* | |
C30 | 0.5511 (3) | −0.1710 (3) | 0.4287 (3) | 0.0833 (10) | |
H30 | 0.5905 | −0.0920 | 0.4293 | 0.100* | |
C31 | 0.7483 (3) | −0.2672 (3) | 0.2529 (3) | 0.0727 (9) | |
H31A | 0.7915 | −0.2583 | 0.1897 | 0.109* | |
H31B | 0.7576 | −0.3496 | 0.2637 | 0.109* | |
H31C | 0.7828 | −0.2017 | 0.3195 | 0.109* | |
C32 | 0.6834 (2) | −0.0367 (2) | 0.20085 (19) | 0.0473 (6) | |
H32 | 0.7654 | −0.0550 | 0.2092 | 0.057* | |
C33 | 0.9583 (2) | 0.2192 (3) | 0.3063 (2) | 0.0544 (7) | |
C34 | 1.0847 (3) | 0.2548 (3) | 0.3123 (3) | 0.0816 (10) | |
H34 | 1.1274 | 0.2323 | 0.2482 | 0.098* | |
C35 | 1.1470 (4) | 0.3240 (4) | 0.4143 (5) | 0.1151 (15) | |
H35 | 1.2323 | 0.3474 | 0.4181 | 0.138* | |
C36 | 1.0870 (6) | 0.3595 (4) | 0.5105 (4) | 0.1205 (18) | |
H36 | 1.1304 | 0.4078 | 0.5782 | 0.145* | |
C37 | 0.9620 (5) | 0.3222 (4) | 0.5049 (3) | 0.1123 (14) | |
H37 | 0.9201 | 0.3446 | 0.5696 | 0.135* | |
C38 | 0.8974 (3) | 0.2516 (3) | 0.4036 (3) | 0.0805 (9) | |
H38 | 0.8127 | 0.2258 | 0.4008 | 0.097* |
U11 | U22 | U33 | U12 | U13 | U23 | |
O1 | 0.0394 (10) | 0.0896 (14) | 0.0635 (12) | 0.0139 (9) | 0.0142 (9) | 0.0288 (10) |
O2 | 0.0507 (12) | 0.0932 (15) | 0.0713 (13) | −0.0075 (11) | 0.0191 (10) | 0.0205 (11) |
O3 | 0.0513 (11) | 0.0723 (13) | 0.0583 (12) | 0.0059 (9) | 0.0169 (9) | 0.0230 (10) |
O4 | 0.0795 (13) | 0.0584 (12) | 0.0717 (13) | 0.0097 (10) | 0.0190 (10) | 0.0332 (10) |
O5 | 0.166 (2) | 0.0527 (14) | 0.0813 (17) | −0.0048 (14) | 0.0236 (16) | 0.0137 (13) |
O6 | 0.0464 (11) | 0.0641 (12) | 0.0748 (13) | 0.0137 (9) | 0.0136 (9) | 0.0286 (10) |
N7 | 0.0374 (11) | 0.0592 (13) | 0.0539 (13) | 0.0021 (10) | 0.0094 (10) | 0.0202 (11) |
C8 | 0.0413 (14) | 0.0517 (15) | 0.0580 (16) | 0.0093 (11) | 0.0127 (12) | 0.0177 (13) |
C9 | 0.0477 (16) | 0.0550 (17) | 0.0627 (18) | 0.0113 (13) | 0.0162 (14) | 0.0176 (14) |
C10 | 0.0687 (19) | 0.082 (2) | 0.0599 (18) | 0.0098 (16) | 0.0243 (15) | 0.0268 (16) |
C11 | 0.100 (3) | 0.125 (3) | 0.066 (2) | −0.001 (2) | 0.006 (2) | 0.036 (2) |
C12 | 0.155 (4) | 0.113 (3) | 0.124 (3) | 0.008 (3) | 0.035 (3) | 0.079 (3) |
C13 | 0.100 (3) | 0.069 (2) | 0.114 (3) | 0.0182 (18) | 0.035 (2) | 0.054 (2) |
C14 | 0.0522 (16) | 0.0527 (18) | 0.0696 (19) | 0.0119 (13) | 0.0197 (14) | 0.0244 (16) |
C15 | 0.0374 (13) | 0.0469 (15) | 0.0537 (15) | 0.0053 (11) | 0.0122 (11) | 0.0171 (12) |
C16 | 0.0358 (13) | 0.0486 (15) | 0.0536 (15) | 0.0046 (11) | 0.0075 (11) | 0.0151 (12) |
C17 | 0.0380 (14) | 0.0536 (16) | 0.0411 (13) | 0.0038 (11) | 0.0095 (10) | 0.0142 (11) |
C18 | 0.0430 (15) | 0.0574 (17) | 0.0411 (14) | 0.0070 (12) | 0.0101 (11) | 0.0177 (12) |
C19 | 0.0561 (19) | 0.086 (2) | 0.111 (3) | 0.0213 (17) | 0.0090 (17) | 0.042 (2) |
C20 | 0.0364 (14) | 0.0725 (19) | 0.0525 (16) | 0.0052 (13) | 0.0067 (11) | 0.0219 (14) |
C21 | 0.0404 (15) | 0.0628 (18) | 0.0534 (16) | −0.0072 (12) | 0.0083 (12) | 0.0172 (13) |
C22 | 0.0428 (15) | 0.0531 (16) | 0.0430 (14) | −0.0004 (12) | 0.0106 (11) | 0.0135 (12) |
C23 | 0.0547 (16) | 0.0484 (16) | 0.0512 (15) | 0.0006 (12) | 0.0132 (12) | 0.0103 (12) |
C24 | 0.107 (3) | 0.067 (2) | 0.0583 (19) | 0.0010 (18) | 0.0195 (17) | 0.0042 (16) |
C25 | 0.0526 (16) | 0.0493 (16) | 0.0565 (16) | 0.0000 (12) | 0.0099 (12) | 0.0138 (13) |
C26 | 0.207 (5) | 0.084 (3) | 0.089 (3) | −0.064 (3) | 0.055 (3) | 0.006 (2) |
C27 | 0.219 (6) | 0.143 (4) | 0.108 (4) | −0.098 (4) | 0.048 (4) | 0.032 (3) |
C28 | 0.109 (3) | 0.152 (4) | 0.082 (3) | 0.017 (3) | 0.047 (2) | 0.051 (3) |
C29 | 0.176 (4) | 0.096 (3) | 0.059 (2) | 0.041 (3) | 0.043 (2) | 0.028 (2) |
C30 | 0.134 (3) | 0.059 (2) | 0.0565 (19) | 0.0031 (19) | 0.0228 (19) | 0.0155 (16) |
C31 | 0.0602 (18) | 0.070 (2) | 0.102 (2) | 0.0167 (15) | 0.0282 (16) | 0.0391 (18) |
C32 | 0.0376 (14) | 0.0585 (17) | 0.0467 (14) | 0.0051 (12) | 0.0101 (11) | 0.0146 (12) |
C33 | 0.0540 (17) | 0.0538 (16) | 0.0580 (17) | −0.0018 (13) | −0.0044 (13) | 0.0244 (13) |
C34 | 0.0543 (19) | 0.079 (2) | 0.109 (3) | −0.0105 (16) | −0.0125 (18) | 0.033 (2) |
C35 | 0.089 (3) | 0.103 (3) | 0.144 (4) | −0.025 (2) | −0.044 (3) | 0.041 (3) |
C36 | 0.149 (5) | 0.088 (3) | 0.109 (4) | −0.015 (3) | −0.068 (4) | 0.028 (3) |
C37 | 0.158 (4) | 0.109 (3) | 0.063 (2) | 0.014 (3) | −0.016 (3) | 0.017 (2) |
C38 | 0.087 (2) | 0.093 (2) | 0.059 (2) | −0.0009 (19) | 0.0003 (17) | 0.0214 (18) |
O1—C8 | 1.413 (3) | C20—C21 | 1.375 (4) |
O1—N7 | 1.456 (2) | C20—H20 | 0.9300 |
O2—C9 | 1.194 (3) | C21—C22 | 1.382 (3) |
O3—C9 | 1.336 (3) | C21—H21 | 0.9300 |
O3—C10 | 1.451 (3) | C22—C32 | 1.394 (3) |
O4—C14 | 1.326 (3) | C22—C23 | 1.533 (3) |
O4—C13 | 1.454 (3) | C23—C31 | 1.530 (4) |
O5—C14 | 1.189 (3) | C23—C25 | 1.533 (3) |
O6—C18 | 1.370 (3) | C23—C24 | 1.544 (4) |
O6—C19 | 1.418 (3) | C24—H24A | 0.9600 |
N7—C33 | 1.415 (3) | C24—H24B | 0.9600 |
N7—C16 | 1.491 (3) | C24—H24C | 0.9600 |
C8—C9 | 1.504 (3) | C25—C26 | 1.351 (4) |
C8—C15 | 1.535 (3) | C25—C30 | 1.357 (4) |
C8—H8 | 0.9800 | C26—C27 | 1.398 (5) |
C10—C11 | 1.485 (4) | C26—H26 | 0.9300 |
C10—H10A | 0.9700 | C27—C28 | 1.336 (6) |
C10—H10B | 0.9700 | C27—H27 | 0.9300 |
C11—H11A | 0.9600 | C28—C29 | 1.317 (5) |
C11—H11B | 0.9600 | C28—H28 | 0.9300 |
C11—H11C | 0.9600 | C29—C30 | 1.370 (4) |
C12—C13 | 1.475 (5) | C29—H29 | 0.9300 |
C12—H12A | 0.9600 | C30—H30 | 0.9300 |
C12—H12B | 0.9600 | C31—H31A | 0.9600 |
C12—H12C | 0.9600 | C31—H31B | 0.9600 |
C13—H13A | 0.9700 | C31—H31C | 0.9600 |
C13—H13B | 0.9700 | C32—H32 | 0.9300 |
C14—C15 | 1.511 (4) | C33—C34 | 1.379 (4) |
C15—C16 | 1.532 (3) | C33—C38 | 1.386 (4) |
C15—H15 | 0.9800 | C34—C35 | 1.377 (5) |
C16—C17 | 1.520 (3) | C34—H34 | 0.9300 |
C16—H16 | 0.9800 | C35—C36 | 1.371 (6) |
C17—C32 | 1.383 (3) | C35—H35 | 0.9300 |
C17—C18 | 1.392 (3) | C36—C37 | 1.369 (6) |
C18—C20 | 1.386 (3) | C36—H36 | 0.9300 |
C19—H19A | 0.9600 | C37—C38 | 1.384 (5) |
C19—H19B | 0.9600 | C37—H37 | 0.9300 |
C19—H19C | 0.9600 | C38—H38 | 0.9300 |
C8—O1—N7 | 104.71 (16) | C21—C20—C18 | 119.7 (2) |
C9—O3—C10 | 116.2 (2) | C21—C20—H20 | 120.1 |
C14—O4—C13 | 117.5 (2) | C18—C20—H20 | 120.1 |
C18—O6—C19 | 117.7 (2) | C20—C21—C22 | 122.3 (2) |
C33—N7—O1 | 108.87 (18) | C20—C21—H21 | 118.9 |
C33—N7—C16 | 117.2 (2) | C22—C21—H21 | 118.9 |
O1—N7—C16 | 107.32 (17) | C21—C22—C32 | 116.9 (2) |
O1—C8—C9 | 107.5 (2) | C21—C22—C23 | 119.9 (2) |
O1—C8—C15 | 103.2 (2) | C32—C22—C23 | 123.1 (2) |
C9—C8—C15 | 117.6 (2) | C31—C23—C25 | 107.4 (2) |
O1—C8—H8 | 109.4 | C31—C23—C22 | 112.7 (2) |
C9—C8—H8 | 109.4 | C25—C23—C22 | 110.2 (2) |
C15—C8—H8 | 109.4 | C31—C23—C24 | 107.5 (2) |
O2—C9—O3 | 125.3 (2) | C25—C23—C24 | 111.5 (2) |
O2—C9—C8 | 125.2 (3) | C22—C23—C24 | 107.5 (2) |
O3—C9—C8 | 109.6 (2) | C23—C24—H24A | 109.5 |
O3—C10—C11 | 108.1 (2) | C23—C24—H24B | 109.5 |
O3—C10—H10A | 110.1 | H24A—C24—H24B | 109.5 |
C11—C10—H10A | 110.1 | C23—C24—H24C | 109.5 |
O3—C10—H10B | 110.1 | H24A—C24—H24C | 109.5 |
C11—C10—H10B | 110.1 | H24B—C24—H24C | 109.5 |
H10A—C10—H10B | 108.4 | C26—C25—C30 | 115.6 (3) |
C10—C11—H11A | 109.5 | C26—C25—C23 | 123.0 (3) |
C10—C11—H11B | 109.5 | C30—C25—C23 | 121.3 (2) |
H11A—C11—H11B | 109.5 | C25—C26—C27 | 120.9 (4) |
C10—C11—H11C | 109.5 | C25—C26—H26 | 119.6 |
H11A—C11—H11C | 109.5 | C27—C26—H26 | 119.6 |
H11B—C11—H11C | 109.5 | C28—C27—C26 | 121.5 (4) |
C13—C12—H12A | 109.5 | C28—C27—H27 | 119.2 |
C13—C12—H12B | 109.5 | C26—C27—H27 | 119.2 |
H12A—C12—H12B | 109.5 | C29—C28—C27 | 117.8 (4) |
C13—C12—H12C | 109.5 | C29—C28—H28 | 121.1 |
H12A—C12—H12C | 109.5 | C27—C28—H28 | 121.1 |
H12B—C12—H12C | 109.5 | C28—C29—C30 | 121.4 (4) |
O4—C13—C12 | 108.2 (3) | C28—C29—H29 | 119.3 |
O4—C13—H13A | 110.0 | C30—C29—H29 | 119.3 |
C12—C13—H13A | 110.0 | C25—C30—C29 | 122.7 (3) |
O4—C13—H13B | 110.0 | C25—C30—H30 | 118.6 |
C12—C13—H13B | 110.0 | C29—C30—H30 | 118.6 |
H13A—C13—H13B | 108.4 | C23—C31—H31A | 109.5 |
O5—C14—O4 | 123.6 (3) | C23—C31—H31B | 109.5 |
O5—C14—C15 | 125.3 (3) | H31A—C31—H31B | 109.5 |
O4—C14—C15 | 111.0 (2) | C23—C31—H31C | 109.5 |
C14—C15—C16 | 111.6 (2) | H31A—C31—H31C | 109.5 |
C14—C15—C8 | 113.26 (19) | H31B—C31—H31C | 109.5 |
C16—C15—C8 | 100.63 (19) | C17—C32—C22 | 122.4 (2) |
C14—C15—H15 | 110.3 | C17—C32—H32 | 118.8 |
C16—C15—H15 | 110.3 | C22—C32—H32 | 118.8 |
C8—C15—H15 | 110.3 | C34—C33—C38 | 119.2 (3) |
N7—C16—C17 | 111.41 (19) | C34—C33—N7 | 122.1 (3) |
N7—C16—C15 | 104.54 (18) | C38—C33—N7 | 118.5 (2) |
C17—C16—C15 | 113.0 (2) | C35—C34—C33 | 119.3 (4) |
N7—C16—H16 | 109.2 | C35—C34—H34 | 120.3 |
C17—C16—H16 | 109.2 | C33—C34—H34 | 120.3 |
C15—C16—H16 | 109.2 | C36—C35—C34 | 122.0 (4) |
C32—C17—C18 | 118.8 (2) | C36—C35—H35 | 119.0 |
C32—C17—C16 | 122.9 (2) | C34—C35—H35 | 119.0 |
C18—C17—C16 | 118.3 (2) | C37—C36—C35 | 118.7 (4) |
O6—C18—C20 | 124.0 (2) | C37—C36—H36 | 120.7 |
O6—C18—C17 | 116.1 (2) | C35—C36—H36 | 120.7 |
C20—C18—C17 | 119.9 (2) | C36—C37—C38 | 120.5 (4) |
O6—C19—H19A | 109.5 | C36—C37—H37 | 119.8 |
O6—C19—H19B | 109.5 | C38—C37—H37 | 119.8 |
H19A—C19—H19B | 109.5 | C37—C38—C33 | 120.3 (4) |
O6—C19—H19C | 109.5 | C37—C38—H38 | 119.8 |
H19A—C19—H19C | 109.5 | C33—C38—H38 | 119.8 |
H19B—C19—H19C | 109.5 | ||
C8—O1—N7—C33 | −156.2 (2) | C17—C18—C20—C21 | 0.9 (4) |
C8—O1—N7—C16 | −28.4 (2) | C18—C20—C21—C22 | 0.1 (4) |
N7—O1—C8—C9 | 168.63 (19) | C20—C21—C22—C32 | −0.8 (4) |
N7—O1—C8—C15 | 43.6 (2) | C20—C21—C22—C23 | 179.9 (2) |
C10—O3—C9—O2 | −0.6 (4) | C21—C22—C23—C31 | −175.5 (2) |
C10—O3—C9—C8 | 179.4 (2) | C32—C22—C23—C31 | 5.4 (3) |
O1—C8—C9—O2 | −12.2 (4) | C21—C22—C23—C25 | −55.5 (3) |
C15—C8—C9—O2 | 103.7 (3) | C32—C22—C23—C25 | 125.3 (2) |
O1—C8—C9—O3 | 167.8 (2) | C21—C22—C23—C24 | 66.2 (3) |
C15—C8—C9—O3 | −76.3 (3) | C32—C22—C23—C24 | −113.0 (3) |
C9—O3—C10—C11 | −173.1 (3) | C31—C23—C25—C26 | −97.4 (4) |
C14—O4—C13—C12 | 163.6 (3) | C22—C23—C25—C26 | 139.4 (4) |
C13—O4—C14—O5 | −0.4 (4) | C24—C23—C25—C26 | 20.1 (4) |
C13—O4—C14—C15 | 178.5 (2) | C31—C23—C25—C30 | 79.6 (3) |
O5—C14—C15—C16 | 3.7 (4) | C22—C23—C25—C30 | −43.6 (4) |
O4—C14—C15—C16 | −175.12 (19) | C24—C23—C25—C30 | −162.9 (3) |
O5—C14—C15—C8 | −109.0 (3) | C30—C25—C26—C27 | −0.9 (7) |
O4—C14—C15—C8 | 72.2 (3) | C23—C25—C26—C27 | 176.3 (4) |
O1—C8—C15—C14 | 77.8 (3) | C25—C26—C27—C28 | 0.3 (9) |
C9—C8—C15—C14 | −40.4 (3) | C26—C27—C28—C29 | −0.3 (9) |
O1—C8—C15—C16 | −41.4 (2) | C27—C28—C29—C30 | 0.8 (7) |
C9—C8—C15—C16 | −159.6 (2) | C26—C25—C30—C29 | 1.4 (6) |
C33—N7—C16—C17 | −113.5 (2) | C23—C25—C30—C29 | −175.8 (3) |
O1—N7—C16—C17 | 123.7 (2) | C28—C29—C30—C25 | −1.5 (7) |
C33—N7—C16—C15 | 124.1 (2) | C18—C17—C32—C22 | 0.2 (4) |
O1—N7—C16—C15 | 1.3 (2) | C16—C17—C32—C22 | 178.5 (2) |
C14—C15—C16—N7 | −97.0 (2) | C21—C22—C32—C17 | 0.7 (4) |
C8—C15—C16—N7 | 23.5 (2) | C23—C22—C32—C17 | 179.9 (2) |
C14—C15—C16—C17 | 141.7 (2) | O1—N7—C33—C34 | −15.6 (3) |
C8—C15—C16—C17 | −97.9 (2) | C16—N7—C33—C34 | −137.5 (3) |
N7—C16—C17—C32 | −6.2 (3) | O1—N7—C33—C38 | 169.5 (2) |
C15—C16—C17—C32 | 111.2 (3) | C16—N7—C33—C38 | 47.5 (3) |
N7—C16—C17—C18 | 172.1 (2) | C38—C33—C34—C35 | −1.4 (5) |
C15—C16—C17—C18 | −70.5 (3) | N7—C33—C34—C35 | −176.2 (3) |
C19—O6—C18—C20 | 2.4 (4) | C33—C34—C35—C36 | −0.4 (6) |
C19—O6—C18—C17 | −176.9 (2) | C34—C35—C36—C37 | 1.5 (7) |
C32—C17—C18—O6 | 178.2 (2) | C35—C36—C37—C38 | −0.8 (7) |
C16—C17—C18—O6 | −0.1 (3) | C36—C37—C38—C33 | −0.9 (6) |
C32—C17—C18—C20 | −1.0 (3) | C34—C33—C38—C37 | 2.0 (5) |
C16—C17—C18—C20 | −179.4 (2) | N7—C33—C38—C37 | 177.0 (3) |
O6—C18—C20—C21 | −178.3 (2) |