Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804004969/wn6213sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804004969/wn6213Isup2.hkl |
CCDC reference: 238780
Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ZORTEP (Zsolnai, 1997) and PLATON (Spek, 2003); software used to prepare material for publication: SHELXL97 and PARST (Nardelli, 1995).
C30H21NO3 | Z = 2 |
Mr = 443.48 | F(000) = 464 |
Triclinic, P1 | Dx = 1.316 Mg m−3 |
a = 7.9022 (7) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 11.9197 (10) Å | Cell parameters from 2474 reflections |
c = 12.0382 (10) Å | θ = 2.5–26.9° |
α = 84.444 (2)° | µ = 0.09 mm−1 |
β = 84.649 (2)° | T = 293 K |
γ = 84.176 (2)° | Block, colourless |
V = 1118.76 (17) Å3 | 0.21 × 0.20 × 0.20 mm |
Bruker SMART APEX CCD area-detector diffractometer | 3487 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.012 |
Graphite monochromator | θmax = 28.0°, θmin = 1.7° |
ω scans | h = −10→10 |
6877 measured reflections | k = −14→15 |
4493 independent reflections | l = −15→11 |
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)] = 0.052 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.151 | H-atom parameters constrained |
S = 1.00 | Calculated w = 1/[σ2(Fo2) + (0.0889P)2 + 0.1654P] where P = (Fo2 + 2Fc2)/3 |
4493 reflections | (Δ/σ)max < 0.000 |
308 parameters | Δρmax = 0.28 e Å−3 |
0 restraints | Δρmin = −0.15 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 | ||
N1 | 0.04212 (17) | 0.28191 (13) | 0.17809 (13) | 0.0483 (4) | |
C2 | 0.2170 (2) | 0.24920 (15) | 0.20328 (15) | 0.0425 (4) | |
C3 | 0.27437 (19) | 0.36456 (14) | 0.23208 (14) | 0.0390 (4) | |
C4 | 0.1910 (2) | 0.44912 (15) | 0.14226 (15) | 0.0442 (4) | |
H4 | 0.2681 | 0.4464 | 0.0737 | 0.053* | |
C5 | 0.0299 (2) | 0.39521 (17) | 0.11957 (18) | 0.0566 (5) | |
H5A | −0.0721 | 0.4396 | 0.1477 | 0.068* | |
H5B | 0.0255 | 0.3910 | 0.0398 | 0.068* | |
C6 | 0.3421 (2) | 0.20410 (16) | 0.10472 (16) | 0.0478 (4) | |
C7 | 0.4515 (2) | 0.10596 (16) | 0.15260 (17) | 0.0482 (4) | |
C8 | 0.5920 (3) | 0.04108 (18) | 0.10997 (19) | 0.0580 (5) | |
H8 | 0.6410 | 0.0581 | 0.0378 | 0.070* | |
C9 | 0.6595 (3) | −0.05178 (18) | 0.1788 (2) | 0.0673 (6) | |
H9 | 0.7564 | −0.0952 | 0.1517 | 0.081* | |
C10 | 0.5871 (3) | −0.08023 (17) | 0.2841 (2) | 0.0641 (6) | |
H10 | 0.6348 | −0.1429 | 0.3264 | 0.077* | |
C11 | 0.4414 (2) | −0.01634 (15) | 0.32994 (18) | 0.0533 (5) | |
C12 | 0.3497 (3) | −0.03687 (17) | 0.4350 (2) | 0.0621 (6) | |
H12 | 0.3852 | −0.0984 | 0.4837 | 0.074* | |
C13 | 0.2095 (3) | 0.03315 (18) | 0.46548 (18) | 0.0602 (5) | |
H13 | 0.1498 | 0.0172 | 0.5346 | 0.072* | |
C14 | 0.1507 (2) | 0.12958 (17) | 0.39586 (17) | 0.0530 (5) | |
H14 | 0.0543 | 0.1758 | 0.4188 | 0.064* | |
C15 | 0.2386 (2) | 0.15307 (15) | 0.29464 (16) | 0.0441 (4) | |
C16 | 0.3802 (2) | 0.07836 (15) | 0.26154 (16) | 0.0451 (4) | |
C17 | 0.46981 (19) | 0.36554 (14) | 0.22777 (14) | 0.0399 (4) | |
C18 | 0.5182 (2) | 0.35757 (13) | 0.34405 (14) | 0.0385 (4) | |
C19 | 0.6805 (2) | 0.34635 (15) | 0.38215 (16) | 0.0483 (4) | |
H19 | 0.7779 | 0.3396 | 0.3327 | 0.058* | |
C20 | 0.6917 (3) | 0.34566 (17) | 0.49537 (17) | 0.0562 (5) | |
H20 | 0.7986 | 0.3380 | 0.5231 | 0.067* | |
C21 | 0.5469 (3) | 0.35619 (16) | 0.56901 (16) | 0.0566 (5) | |
H21 | 0.5586 | 0.3553 | 0.6453 | 0.068* | |
C22 | 0.3848 (3) | 0.36800 (15) | 0.53172 (15) | 0.0494 (4) | |
H22 | 0.2877 | 0.3755 | 0.5814 | 0.059* | |
C23 | 0.3727 (2) | 0.36824 (13) | 0.41720 (14) | 0.0394 (4) | |
C24 | 0.2175 (2) | 0.38105 (13) | 0.35506 (14) | 0.0400 (4) | |
C25 | 0.1700 (2) | 0.57138 (15) | 0.17056 (14) | 0.0439 (4) | |
C26 | 0.2958 (2) | 0.64163 (17) | 0.13079 (15) | 0.0515 (5) | |
H26 | 0.3893 | 0.6137 | 0.0854 | 0.062* | |
C27 | 0.2846 (3) | 0.75215 (19) | 0.15739 (19) | 0.0640 (6) | |
H27 | 0.3711 | 0.7976 | 0.1308 | 0.077* | |
C28 | 0.1471 (3) | 0.79544 (19) | 0.2226 (2) | 0.0694 (6) | |
H28 | 0.1391 | 0.8704 | 0.2396 | 0.083* | |
C29 | 0.0221 (3) | 0.72792 (19) | 0.2625 (2) | 0.0726 (7) | |
H29 | −0.0713 | 0.7569 | 0.3074 | 0.087* | |
C30 | 0.0326 (2) | 0.61708 (17) | 0.2371 (2) | 0.0629 (6) | |
H30 | −0.0540 | 0.5722 | 0.2650 | 0.076* | |
C31 | −0.0424 (3) | 0.19924 (19) | 0.1278 (2) | 0.0693 (6) | |
H31A | 0.0110 | 0.1891 | 0.0540 | 0.104* | |
H31B | −0.1606 | 0.2256 | 0.1230 | 0.104* | |
H31C | −0.0334 | 0.1284 | 0.1731 | 0.104* | |
O32 | 0.33946 (19) | 0.24098 (13) | 0.00767 (11) | 0.0641 (4) | |
O33 | 0.56447 (15) | 0.37443 (13) | 0.14407 (11) | 0.0592 (4) | |
O34 | 0.07310 (15) | 0.39998 (12) | 0.39514 (12) | 0.0562 (4) |
U11 | U22 | U33 | U12 | U13 | U23 | |
N1 | 0.0368 (7) | 0.0508 (9) | 0.0593 (10) | −0.0032 (6) | −0.0152 (7) | −0.0055 (7) |
C2 | 0.0367 (8) | 0.0474 (9) | 0.0444 (9) | −0.0022 (7) | −0.0097 (7) | −0.0049 (8) |
C3 | 0.0317 (7) | 0.0447 (9) | 0.0404 (9) | −0.0003 (6) | −0.0045 (6) | −0.0048 (7) |
C4 | 0.0384 (8) | 0.0506 (10) | 0.0428 (9) | 0.0000 (7) | −0.0072 (7) | −0.0001 (8) |
C5 | 0.0469 (10) | 0.0571 (11) | 0.0677 (13) | −0.0014 (8) | −0.0249 (9) | −0.0001 (10) |
C6 | 0.0451 (9) | 0.0521 (10) | 0.0485 (11) | −0.0037 (8) | −0.0100 (8) | −0.0119 (9) |
C7 | 0.0437 (9) | 0.0485 (10) | 0.0558 (11) | −0.0023 (7) | −0.0127 (8) | −0.0161 (9) |
C8 | 0.0507 (10) | 0.0629 (12) | 0.0634 (13) | 0.0006 (9) | −0.0085 (9) | −0.0239 (11) |
C9 | 0.0551 (11) | 0.0567 (12) | 0.0930 (18) | 0.0114 (9) | −0.0175 (12) | −0.0286 (13) |
C10 | 0.0607 (12) | 0.0449 (11) | 0.0886 (17) | 0.0036 (9) | −0.0233 (12) | −0.0076 (11) |
C11 | 0.0512 (10) | 0.0409 (9) | 0.0717 (13) | −0.0072 (8) | −0.0198 (10) | −0.0074 (9) |
C12 | 0.0644 (12) | 0.0481 (11) | 0.0760 (15) | −0.0161 (9) | −0.0220 (11) | 0.0103 (10) |
C13 | 0.0565 (11) | 0.0618 (12) | 0.0634 (13) | −0.0214 (10) | −0.0073 (10) | 0.0072 (10) |
C14 | 0.0447 (9) | 0.0549 (11) | 0.0602 (12) | −0.0110 (8) | −0.0040 (8) | −0.0017 (9) |
C15 | 0.0381 (8) | 0.0442 (9) | 0.0523 (10) | −0.0064 (7) | −0.0101 (7) | −0.0069 (8) |
C16 | 0.0416 (8) | 0.0412 (9) | 0.0563 (11) | −0.0066 (7) | −0.0149 (8) | −0.0107 (8) |
C17 | 0.0331 (7) | 0.0448 (9) | 0.0414 (9) | −0.0009 (6) | −0.0044 (7) | −0.0040 (8) |
C18 | 0.0383 (8) | 0.0364 (8) | 0.0413 (9) | −0.0029 (6) | −0.0056 (7) | −0.0037 (7) |
C19 | 0.0399 (9) | 0.0502 (10) | 0.0557 (11) | −0.0039 (7) | −0.0135 (8) | −0.0004 (9) |
C20 | 0.0546 (11) | 0.0564 (11) | 0.0596 (12) | −0.0058 (9) | −0.0248 (9) | 0.0050 (10) |
C21 | 0.0806 (14) | 0.0510 (11) | 0.0411 (10) | −0.0128 (10) | −0.0215 (10) | 0.0035 (9) |
C22 | 0.0605 (11) | 0.0464 (10) | 0.0407 (10) | −0.0103 (8) | −0.0002 (8) | 0.0007 (8) |
C23 | 0.0419 (8) | 0.0374 (8) | 0.0396 (9) | −0.0067 (6) | −0.0050 (7) | −0.0018 (7) |
C24 | 0.0360 (8) | 0.0384 (8) | 0.0453 (10) | −0.0036 (6) | −0.0003 (7) | −0.0050 (8) |
C25 | 0.0397 (8) | 0.0486 (10) | 0.0415 (9) | 0.0007 (7) | −0.0081 (7) | 0.0046 (8) |
C26 | 0.0483 (10) | 0.0645 (12) | 0.0410 (10) | −0.0085 (8) | −0.0050 (8) | 0.0038 (9) |
C27 | 0.0711 (13) | 0.0610 (13) | 0.0630 (13) | −0.0243 (11) | −0.0171 (11) | 0.0083 (11) |
C28 | 0.0830 (16) | 0.0491 (12) | 0.0772 (16) | 0.0001 (11) | −0.0237 (13) | −0.0014 (11) |
C29 | 0.0639 (13) | 0.0559 (13) | 0.0932 (18) | 0.0107 (10) | 0.0027 (12) | −0.0077 (12) |
C30 | 0.0467 (10) | 0.0524 (11) | 0.0851 (16) | 0.0002 (8) | 0.0066 (10) | 0.0010 (11) |
C31 | 0.0546 (11) | 0.0669 (14) | 0.0932 (17) | −0.0113 (10) | −0.0312 (12) | −0.0125 (12) |
O32 | 0.0705 (9) | 0.0781 (10) | 0.0430 (8) | 0.0042 (7) | −0.0088 (7) | −0.0098 (7) |
O33 | 0.0385 (6) | 0.0937 (11) | 0.0447 (7) | −0.0049 (6) | 0.0026 (6) | −0.0091 (7) |
O34 | 0.0366 (6) | 0.0705 (9) | 0.0605 (8) | −0.0026 (6) | 0.0057 (6) | −0.0119 (7) |
N1—C2 | 1.449 (2) | C14—H14 | 0.9300 |
N1—C31 | 1.452 (3) | C15—C16 | 1.410 (2) |
N1—C5 | 1.460 (2) | C17—O33 | 1.200 (2) |
C2—C15 | 1.518 (2) | C17—C18 | 1.477 (2) |
C2—C3 | 1.570 (2) | C18—C23 | 1.384 (2) |
C2—C6 | 1.572 (3) | C18—C19 | 1.391 (2) |
C3—C24 | 1.532 (2) | C19—C20 | 1.373 (3) |
C3—C17 | 1.542 (2) | C19—H19 | 0.9300 |
C3—C4 | 1.551 (2) | C20—C21 | 1.384 (3) |
C4—C25 | 1.518 (3) | C20—H20 | 0.9300 |
C4—C5 | 1.540 (2) | C21—C22 | 1.386 (3) |
C4—H4 | 0.9800 | C21—H21 | 0.9300 |
C5—H5A | 0.9700 | C22—C23 | 1.390 (2) |
C5—H5B | 0.9700 | C22—H22 | 0.9300 |
C6—O32 | 1.209 (2) | C23—C24 | 1.483 (2) |
C6—C7 | 1.485 (3) | C24—O34 | 1.2052 (19) |
C7—C8 | 1.375 (3) | C25—C30 | 1.385 (3) |
C7—C16 | 1.401 (3) | C25—C26 | 1.386 (2) |
C8—C9 | 1.407 (3) | C26—C27 | 1.378 (3) |
C8—H8 | 0.9300 | C26—H26 | 0.9300 |
C9—C10 | 1.368 (3) | C27—C28 | 1.367 (3) |
C9—H9 | 0.9300 | C27—H27 | 0.9300 |
C10—C11 | 1.413 (3) | C28—C29 | 1.361 (3) |
C10—H10 | 0.9300 | C28—H28 | 0.9300 |
C11—C16 | 1.403 (2) | C29—C30 | 1.378 (3) |
C11—C12 | 1.411 (3) | C29—H29 | 0.9300 |
C12—C13 | 1.362 (3) | C30—H30 | 0.9300 |
C12—H12 | 0.9300 | C31—H31A | 0.9600 |
C13—C14 | 1.420 (3) | C31—H31B | 0.9600 |
C13—H13 | 0.9300 | C31—H31C | 0.9600 |
C14—C15 | 1.364 (3) | ||
C2—N1—C31 | 116.5 (2) | C14—C15—C16 | 118.70 (17) |
C2—N1—C5 | 109.6 (1) | C14—C15—C2 | 132.63 (17) |
C31—N1—C5 | 114.7 (2) | C16—C15—C2 | 108.67 (15) |
N1—C2—C15 | 114.71 (14) | C7—C16—C11 | 123.10 (18) |
N1—C2—C3 | 101.54 (13) | C7—C16—C15 | 113.55 (16) |
C15—C2—C3 | 114.46 (14) | C11—C16—C15 | 123.33 (18) |
N1—C2—C6 | 116.20 (14) | O33—C17—C18 | 126.41 (15) |
C15—C2—C6 | 101.80 (14) | O33—C17—C3 | 125.55 (15) |
C3—C2—C6 | 108.51 (13) | C18—C17—C3 | 108.01 (13) |
C24—C3—C17 | 102.77 (13) | C23—C18—C19 | 121.4 (2) |
C24—C3—C4 | 117.24 (14) | C23—C18—C17 | 109.65 (14) |
C17—C3—C4 | 113.45 (13) | C19—C18—C17 | 128.85 (16) |
C24—C3—C2 | 108.88 (13) | C20—C19—C18 | 117.6 (2) |
C17—C3—C2 | 113.24 (14) | C20—C19—H19 | 121.2 |
C4—C3—C2 | 101.60 (13) | C18—C19—H19 | 121.2 |
C25—C4—C5 | 117.84 (15) | C19—C20—C21 | 121.26 (17) |
C25—C4—C3 | 114.38 (14) | C19—C20—H20 | 119.4 |
C5—C4—C3 | 104.18 (13) | C21—C20—H20 | 119.4 |
C25—C4—H4 | 106.6 | C20—C21—C22 | 121.5 (2) |
C5—C4—H4 | 106.6 | C20—C21—H21 | 119.3 |
C3—C4—H4 | 106.6 | C22—C21—H21 | 119.3 |
N1—C5—C4 | 106.17 (13) | C21—C22—C23 | 117.5 (2) |
N1—C5—H5A | 110.5 | C21—C22—H22 | 121.3 |
C4—C5—H5A | 110.5 | C23—C22—H22 | 121.3 |
N1—C5—H5B | 110.5 | C18—C23—C22 | 120.71 (16) |
C4—C5—H5B | 110.5 | C18—C23—C24 | 110.54 (14) |
H5A—C5—H5B | 108.7 | C22—C23—C24 | 128.74 (16) |
O32—C6—C7 | 127.92 (19) | O34—C24—C23 | 125.71 (16) |
O32—C6—C2 | 124.59 (17) | O34—C24—C3 | 126.65 (16) |
C7—C6—C2 | 107.37 (15) | C23—C24—C3 | 107.65 (13) |
C8—C7—C16 | 119.76 (18) | C30—C25—C26 | 117.33 (18) |
C8—C7—C6 | 133.37 (19) | C30—C25—C4 | 123.52 (16) |
C16—C7—C6 | 106.79 (16) | C26—C25—C4 | 119.13 (17) |
C7—C8—C9 | 118.1 (2) | C27—C26—C25 | 121.07 (19) |
C7—C8—H8 | 121.0 | C27—C26—H26 | 119.5 |
C9—C8—H8 | 121.0 | C25—C26—H26 | 119.5 |
C10—C9—C8 | 122.1 (2) | C28—C27—C26 | 120.5 (2) |
C10—C9—H9 | 119.0 | C28—C27—H27 | 119.8 |
C8—C9—H9 | 119.0 | C26—C27—H27 | 119.8 |
C9—C10—C11 | 121.37 (19) | C29—C28—C27 | 119.4 (2) |
C9—C10—H10 | 119.3 | C29—C28—H28 | 120.3 |
C11—C10—H10 | 119.3 | C27—C28—H28 | 120.3 |
C16—C11—C12 | 116.45 (18) | C28—C29—C30 | 120.6 (2) |
C16—C11—C10 | 115.57 (19) | C28—C29—H29 | 119.7 |
C12—C11—C10 | 127.97 (19) | C30—C29—H29 | 119.7 |
C13—C12—C11 | 120.21 (18) | C29—C30—C25 | 121.12 (19) |
C13—C12—H12 | 119.9 | C29—C30—H30 | 119.4 |
C11—C12—H12 | 119.9 | C25—C30—H30 | 119.4 |
C12—C13—C14 | 122.58 (19) | N1—C31—H31A | 109.5 |
C12—C13—H13 | 118.7 | N1—C31—H31B | 109.5 |
C14—C13—H13 | 118.7 | H31A—C31—H31B | 109.5 |
C15—C14—C13 | 118.65 (19) | N1—C31—H31C | 109.5 |
C15—C14—H14 | 120.7 | H31A—C31—H31C | 109.5 |
C13—C14—H14 | 120.7 | H31B—C31—H31C | 109.5 |
C31—N1—C2—C15 | −66.8 (2) | C6—C7—C16—C11 | 174.71 (16) |
C5—N1—C2—C15 | 161.01 (16) | C8—C7—C16—C15 | 179.12 (16) |
C31—N1—C2—C3 | 169.17 (16) | C6—C7—C16—C15 | −3.7 (2) |
C5—N1—C2—C3 | 37.02 (18) | C12—C11—C16—C7 | −176.21 (17) |
C31—N1—C2—C6 | 51.7 (2) | C10—C11—C16—C7 | 3.2 (3) |
C5—N1—C2—C6 | −80.47 (19) | C12—C11—C16—C15 | 2.1 (3) |
N1—C2—C3—C24 | 83.90 (15) | C10—C11—C16—C15 | −178.57 (17) |
C15—C2—C3—C24 | −40.26 (18) | C14—C15—C16—C7 | 175.04 (16) |
C6—C2—C3—C24 | −153.17 (13) | C2—C15—C16—C7 | −5.4 (2) |
N1—C2—C3—C17 | −162.45 (14) | C14—C15—C16—C11 | −3.4 (3) |
C15—C2—C3—C17 | 73.38 (18) | C2—C15—C16—C11 | 176.20 (15) |
C6—C2—C3—C17 | −39.53 (18) | C24—C3—C17—O33 | −166.55 (17) |
N1—C2—C3—C4 | −40.43 (16) | C4—C3—C17—O33 | −39.0 (2) |
C15—C2—C3—C4 | −164.60 (14) | C2—C3—C17—O33 | 76.2 (2) |
C6—C2—C3—C4 | 82.49 (15) | C24—C3—C17—C18 | 11.57 (17) |
C24—C3—C4—C25 | 41.38 (19) | C4—C3—C17—C18 | 139.15 (15) |
C17—C3—C4—C25 | −78.24 (18) | C2—C3—C17—C18 | −105.71 (16) |
C2—C3—C4—C25 | 159.88 (14) | O33—C17—C18—C23 | 169.58 (18) |
C24—C3—C4—C5 | −88.66 (18) | C3—C17—C18—C23 | −8.52 (19) |
C17—C3—C4—C5 | 151.73 (16) | O33—C17—C18—C19 | −7.6 (3) |
C2—C3—C4—C5 | 29.85 (17) | C3—C17—C18—C19 | 174.28 (17) |
C2—N1—C5—C4 | −18.2 (2) | C23—C18—C19—C20 | 0.3 (3) |
C31—N1—C5—C4 | −151.30 (18) | C17—C18—C19—C20 | 177.22 (17) |
C25—C4—C5—N1 | −136.80 (16) | C18—C19—C20—C21 | −0.2 (3) |
C3—C4—C5—N1 | −8.9 (2) | C19—C20—C21—C22 | −0.1 (3) |
N1—C2—C6—O32 | 37.6 (2) | C20—C21—C22—C23 | 0.4 (3) |
C15—C2—C6—O32 | 162.93 (18) | C19—C18—C23—C22 | 0.0 (3) |
C3—C2—C6—O32 | −76.0 (2) | C17—C18—C23—C22 | −177.48 (15) |
N1—C2—C6—C7 | −138.78 (15) | C19—C18—C23—C24 | 178.91 (15) |
C15—C2—C6—C7 | −13.42 (17) | C17—C18—C23—C24 | 1.47 (19) |
C3—C2—C6—C7 | 107.65 (15) | C21—C22—C23—C18 | −0.3 (3) |
O32—C6—C7—C8 | 11.3 (4) | C21—C22—C23—C24 | −179.03 (16) |
C2—C6—C7—C8 | −172.47 (19) | C18—C23—C24—O34 | −174.43 (16) |
O32—C6—C7—C16 | −165.26 (18) | C22—C23—C24—O34 | 4.4 (3) |
C2—C6—C7—C16 | 10.93 (19) | C18—C23—C24—C3 | 6.19 (18) |
C16—C7—C8—C9 | −0.1 (3) | C22—C23—C24—C3 | −174.97 (17) |
C6—C7—C8—C9 | −176.3 (2) | C17—C3—C24—O34 | 169.97 (16) |
C7—C8—C9—C10 | 1.8 (3) | C4—C3—C24—O34 | 44.8 (2) |
C8—C9—C10—C11 | −1.0 (3) | C2—C3—C24—O34 | −69.7 (2) |
C9—C10—C11—C16 | −1.4 (3) | C17—C3—C24—C23 | −10.66 (16) |
C9—C10—C11—C12 | 177.8 (2) | C4—C3—C24—C23 | −135.80 (14) |
C16—C11—C12—C13 | 0.2 (3) | C2—C3—C24—C23 | 109.68 (14) |
C10—C11—C12—C13 | −179.1 (2) | C5—C4—C25—C30 | 38.4 (3) |
C11—C12—C13—C14 | −1.2 (3) | C3—C4—C25—C30 | −84.5 (2) |
C12—C13—C14—C15 | −0.2 (3) | C5—C4—C25—C26 | −143.24 (17) |
C13—C14—C15—C16 | 2.3 (3) | C3—C4—C25—C26 | 93.85 (19) |
C13—C14—C15—C2 | −177.14 (18) | C30—C25—C26—C27 | 0.5 (3) |
N1—C2—C15—C14 | −42.8 (3) | C4—C25—C26—C27 | −177.92 (16) |
C3—C2—C15—C14 | 74.0 (2) | C25—C26—C27—C28 | −0.9 (3) |
C6—C2—C15—C14 | −169.18 (19) | C26—C27—C28—C29 | 0.9 (3) |
N1—C2—C15—C16 | 137.67 (16) | C27—C28—C29—C30 | −0.5 (4) |
C3—C2—C15—C16 | −105.51 (16) | C28—C29—C30—C25 | 0.0 (4) |
C6—C2—C15—C16 | 11.33 (17) | C26—C25—C30—C29 | −0.1 (3) |
C8—C7—C16—C11 | −2.4 (3) | C4—C25—C30—C29 | 178.3 (2) |