Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805011177/hg6166sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805011177/hg6166Isup2.hkl |
CCDC reference: 272002
Data collection: SMART (Bruker, 1997); cell refinement: SMART; data reduction: SAINT (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: SHELXTL.
C33H25N·0.25C6H14 | F(000) = 946 |
Mr = 445.07 | Dx = 1.081 Mg m−3 |
Monoclinic, P21/c | Melting point: 408 K |
Hall symbol: -P 2ybc | Mo Kα radiation, λ = 0.71073 Å |
a = 13.228 (9) Å | Cell parameters from 1010 reflections |
b = 19.640 (14) Å | θ = 2.8–22.2° |
c = 11.524 (8) Å | µ = 0.06 mm−1 |
β = 114.024 (11)° | T = 293 K |
V = 2735 (3) Å3 | Plate, colorless |
Z = 4 | 0.40 × 0.30 × 0.14 mm |
Bruker SMART CCD area-detector diffractometer | 2755 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.041 |
Graphite monochromator | θmax = 25.0°, θmin = 2.0° |
φ and ω scans | h = −15→10 |
13043 measured reflections | k = −20→23 |
4814 independent reflections | l = −8→13 |
Refinement on F2 | 46 restraints |
Least-squares matrix: full | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.069 | w = 1/[σ2(Fo2) + (0.1362P)2 + 0.210P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.243 | (Δ/σ)max < 0.001 |
S = 1.09 | Δρmax = 0.63 e Å−3 |
4814 reflections | Δρmin = −0.22 e Å−3 |
349 parameters |
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 | Occ. (<1) | |
N1 | 0.8287 (2) | 0.33317 (14) | −0.0977 (2) | 0.0554 (7) | |
C1 | 1.1775 (2) | 0.38870 (16) | 0.5088 (3) | 0.0481 (8) | |
C2 | 1.1087 (2) | 0.42249 (16) | 0.4042 (3) | 0.0500 (8) | |
H2 | 1.1059 | 0.4693 | 0.4141 | 0.060* | |
C3 | 1.0375 (2) | 0.39653 (15) | 0.2767 (3) | 0.0471 (7) | |
C4 | 0.9931 (3) | 0.33042 (16) | 0.2518 (3) | 0.0501 (8) | |
H4 | 1.0099 | 0.2998 | 0.3187 | 0.060* | |
C5 | 0.9251 (2) | 0.30978 (16) | 0.1304 (3) | 0.0496 (8) | |
H5 | 0.8975 | 0.2656 | 0.1164 | 0.060* | |
C6 | 0.8976 (2) | 0.35513 (16) | 0.0280 (3) | 0.0477 (7) | |
C7 | 0.9389 (3) | 0.42079 (16) | 0.0522 (3) | 0.0541 (8) | |
H7 | 0.9204 | 0.4518 | −0.0143 | 0.065* | |
C8 | 1.0071 (3) | 0.44088 (16) | 0.1737 (3) | 0.0531 (8) | |
H8 | 1.0336 | 0.4853 | 0.1873 | 0.064* | |
C9 | 0.7332 (3) | 0.29331 (17) | −0.1190 (3) | 0.0528 (8) | |
C10 | 0.6676 (3) | 0.3078 (2) | −0.0541 (3) | 0.0674 (10) | |
H10 | 0.6869 | 0.3437 | 0.0035 | 0.081* | |
C11 | 0.5749 (3) | 0.2702 (3) | −0.0733 (4) | 0.0874 (13) | |
H11 | 0.5331 | 0.2801 | −0.0272 | 0.105* | |
C12 | 0.5435 (3) | 0.2183 (3) | −0.1595 (4) | 0.0977 (16) | |
H12 | 0.4796 | 0.1935 | −0.1741 | 0.117* | |
C13 | 0.6076 (4) | 0.2033 (2) | −0.2242 (4) | 0.0941 (14) | |
H13 | 0.5866 | 0.1680 | −0.2830 | 0.113* | |
C14 | 0.7032 (3) | 0.2397 (2) | −0.2038 (3) | 0.0708 (10) | |
H14 | 0.7468 | 0.2281 | −0.2469 | 0.085* | |
C15 | 0.8587 (3) | 0.34941 (16) | −0.1999 (3) | 0.0500 (8) | |
C16 | 0.7785 (3) | 0.36122 (17) | −0.3222 (3) | 0.0607 (9) | |
H16 | 0.7038 | 0.3587 | −0.3382 | 0.073* | |
C17 | 0.8104 (4) | 0.37679 (18) | −0.4200 (3) | 0.0698 (11) | |
H17 | 0.7564 | 0.3846 | −0.5012 | 0.084* | |
C18 | 0.9200 (4) | 0.38094 (18) | −0.3994 (4) | 0.0721 (11) | |
H18 | 0.9403 | 0.3912 | −0.4658 | 0.087* | |
C19 | 0.9997 (3) | 0.36960 (17) | −0.2781 (4) | 0.0669 (10) | |
H19 | 1.0743 | 0.3729 | −0.2626 | 0.080* | |
C20 | 0.9697 (3) | 0.35348 (16) | −0.1802 (3) | 0.0560 (8) | |
H20 | 1.0244 | 0.3452 | −0.0996 | 0.067* | |
C21 | 1.2064 (2) | 0.31454 (16) | 0.5091 (3) | 0.0475 (8) | |
C22 | 1.2591 (3) | 0.29182 (19) | 0.4340 (3) | 0.0613 (9) | |
H22 | 1.2755 | 0.3226 | 0.3829 | 0.074* | |
C23 | 1.2876 (3) | 0.2242 (2) | 0.4340 (4) | 0.0718 (11) | |
H23 | 1.3216 | 0.2097 | 0.3820 | 0.086* | |
C24 | 1.2654 (3) | 0.1782 (2) | 0.5114 (4) | 0.0742 (11) | |
H24 | 1.2852 | 0.1327 | 0.5123 | 0.089* | |
C25 | 1.2141 (3) | 0.20020 (19) | 0.5869 (3) | 0.0692 (10) | |
H25 | 1.1990 | 0.1694 | 0.6391 | 0.083* | |
C26 | 1.1844 (3) | 0.26797 (18) | 0.5860 (3) | 0.0562 (8) | |
H26 | 1.1494 | 0.2822 | 0.6373 | 0.067* | |
C27 | 1.2363 (2) | 0.42682 (16) | 0.6305 (3) | 0.0502 (8) | |
C28 | 1.3397 (3) | 0.4054 (2) | 0.7173 (3) | 0.0666 (10) | |
H28 | 1.3720 | 0.3666 | 0.7007 | 0.080* | |
C29 | 1.3950 (3) | 0.4418 (2) | 0.8290 (4) | 0.0887 (13) | |
H29 | 1.4652 | 0.4280 | 0.8849 | 0.106* | |
C30 | 1.3471 (4) | 0.4984 (2) | 0.8584 (4) | 0.0880 (13) | |
H30 | 1.3836 | 0.5218 | 0.9342 | 0.106* | |
C31 | 1.2449 (3) | 0.5189 (2) | 0.7735 (4) | 0.0763 (11) | |
H31 | 1.2123 | 0.5573 | 0.7911 | 0.092* | |
C32 | 1.1897 (3) | 0.48355 (18) | 0.6624 (3) | 0.0600 (9) | |
H32 | 1.1195 | 0.4979 | 0.6071 | 0.072* | |
C33 | 0.6589 (9) | 0.5116 (7) | 0.7954 (7) | 0.066 (3) | 0.368 (9) |
H33A | 0.6108 | 0.5343 | 0.8267 | 0.099* | 0.368 (9) |
H33B | 0.7337 | 0.5264 | 0.8428 | 0.099* | 0.368 (9) |
H33C | 0.6543 | 0.4633 | 0.8049 | 0.099* | 0.368 (9) |
C34 | 0.6242 (8) | 0.5287 (6) | 0.6561 (7) | 0.091 (4) | 0.368 (9) |
H34A | 0.6131 | 0.5774 | 0.6447 | 0.110* | 0.368 (9) |
H34B | 0.6834 | 0.5162 | 0.6311 | 0.110* | 0.368 (9) |
C35 | 0.5197 (9) | 0.4929 (6) | 0.5706 (4) | 0.099 (5) | 0.368 (9) |
H35A | 0.4611 | 0.5056 | 0.5965 | 0.119* | 0.368 (9) |
H35B | 0.5312 | 0.4442 | 0.5838 | 0.119* | 0.368 (9) |
C33' | 0.6904 (17) | 0.519 (2) | 0.7762 (16) | 0.063 (8) | 0.132 (9) |
H33D | 0.6918 | 0.5033 | 0.8557 | 0.094* | 0.132 (9) |
H33E | 0.7250 | 0.5630 | 0.7877 | 0.094* | 0.132 (9) |
H33F | 0.7297 | 0.4874 | 0.7461 | 0.094* | 0.132 (9) |
C34' | 0.5706 (15) | 0.5245 (15) | 0.6791 (10) | 0.063 (8) | 0.132 (9) |
H34C | 0.5444 | 0.5707 | 0.6781 | 0.075* | 0.132 (9) |
H34D | 0.5245 | 0.4943 | 0.7034 | 0.075* | 0.132 (9) |
C35' | 0.5609 (6) | 0.505 (2) | 0.5457 (13) | 0.098 (14) | 0.132 (9) |
H35C | 0.6023 | 0.4639 | 0.5504 | 0.117* | 0.132 (9) |
H35D | 0.5927 | 0.5413 | 0.5134 | 0.117* | 0.132 (9) |
U11 | U22 | U33 | U12 | U13 | U23 | |
N1 | 0.0583 (16) | 0.0679 (19) | 0.0379 (14) | −0.0170 (13) | 0.0176 (12) | −0.0042 (12) |
C1 | 0.0455 (16) | 0.057 (2) | 0.0447 (17) | −0.0085 (14) | 0.0209 (14) | −0.0028 (14) |
C2 | 0.0600 (19) | 0.0432 (18) | 0.0449 (17) | −0.0074 (15) | 0.0195 (15) | −0.0052 (14) |
C3 | 0.0493 (17) | 0.0452 (18) | 0.0448 (17) | −0.0024 (14) | 0.0172 (13) | −0.0013 (14) |
C4 | 0.0550 (18) | 0.0486 (19) | 0.0405 (16) | −0.0047 (15) | 0.0130 (14) | 0.0041 (13) |
C5 | 0.0514 (17) | 0.0437 (18) | 0.0503 (18) | −0.0073 (14) | 0.0170 (14) | −0.0023 (14) |
C6 | 0.0494 (17) | 0.0516 (19) | 0.0426 (17) | −0.0020 (15) | 0.0193 (14) | −0.0010 (14) |
C7 | 0.069 (2) | 0.0465 (19) | 0.0431 (17) | −0.0045 (16) | 0.0192 (15) | 0.0062 (14) |
C8 | 0.067 (2) | 0.0412 (18) | 0.0469 (18) | −0.0084 (15) | 0.0194 (15) | −0.0007 (14) |
C9 | 0.0523 (18) | 0.063 (2) | 0.0407 (16) | −0.0063 (16) | 0.0168 (14) | 0.0009 (15) |
C10 | 0.053 (2) | 0.088 (3) | 0.058 (2) | −0.0023 (19) | 0.0189 (17) | −0.0050 (18) |
C11 | 0.053 (2) | 0.134 (4) | 0.073 (3) | −0.009 (2) | 0.025 (2) | −0.004 (3) |
C12 | 0.064 (3) | 0.146 (5) | 0.079 (3) | −0.040 (3) | 0.024 (2) | 0.000 (3) |
C13 | 0.098 (3) | 0.105 (4) | 0.066 (3) | −0.047 (3) | 0.019 (2) | −0.017 (2) |
C14 | 0.080 (3) | 0.077 (3) | 0.058 (2) | −0.026 (2) | 0.0306 (18) | −0.0149 (18) |
C15 | 0.061 (2) | 0.0463 (19) | 0.0432 (17) | −0.0028 (15) | 0.0217 (15) | −0.0028 (13) |
C16 | 0.068 (2) | 0.063 (2) | 0.0484 (19) | 0.0013 (18) | 0.0213 (17) | 0.0024 (16) |
C17 | 0.101 (3) | 0.062 (2) | 0.0455 (19) | 0.007 (2) | 0.0291 (19) | 0.0084 (16) |
C18 | 0.112 (3) | 0.053 (2) | 0.075 (3) | 0.001 (2) | 0.063 (3) | 0.0037 (18) |
C19 | 0.083 (2) | 0.052 (2) | 0.084 (3) | −0.0028 (19) | 0.052 (2) | −0.0044 (19) |
C20 | 0.062 (2) | 0.052 (2) | 0.0541 (19) | 0.0007 (16) | 0.0238 (16) | −0.0003 (15) |
C21 | 0.0418 (16) | 0.055 (2) | 0.0401 (16) | −0.0016 (14) | 0.0114 (13) | −0.0032 (14) |
C22 | 0.056 (2) | 0.072 (3) | 0.062 (2) | 0.0015 (17) | 0.0291 (17) | 0.0002 (17) |
C23 | 0.058 (2) | 0.085 (3) | 0.073 (2) | 0.010 (2) | 0.0262 (19) | −0.010 (2) |
C24 | 0.074 (2) | 0.060 (2) | 0.074 (3) | 0.0120 (19) | 0.015 (2) | −0.005 (2) |
C25 | 0.084 (3) | 0.060 (2) | 0.059 (2) | 0.0032 (19) | 0.023 (2) | 0.0036 (17) |
C26 | 0.062 (2) | 0.057 (2) | 0.0481 (18) | −0.0036 (17) | 0.0217 (16) | −0.0017 (15) |
C27 | 0.0491 (18) | 0.054 (2) | 0.0431 (16) | −0.0107 (15) | 0.0148 (14) | 0.0004 (14) |
C28 | 0.060 (2) | 0.067 (2) | 0.061 (2) | −0.0097 (18) | 0.0133 (17) | −0.0084 (18) |
C29 | 0.071 (3) | 0.096 (3) | 0.067 (2) | −0.017 (2) | −0.005 (2) | −0.011 (2) |
C30 | 0.091 (3) | 0.086 (3) | 0.065 (2) | −0.018 (3) | 0.009 (2) | −0.027 (2) |
C31 | 0.086 (3) | 0.075 (3) | 0.066 (2) | −0.014 (2) | 0.029 (2) | −0.0217 (19) |
C32 | 0.061 (2) | 0.064 (2) | 0.0494 (19) | −0.0084 (17) | 0.0173 (16) | −0.0093 (16) |
C33 | 0.077 (6) | 0.058 (6) | 0.078 (6) | −0.015 (5) | 0.046 (5) | −0.023 (5) |
C34 | 0.081 (7) | 0.055 (6) | 0.145 (9) | 0.001 (5) | 0.054 (6) | 0.005 (6) |
C35 | 0.104 (8) | 0.084 (8) | 0.134 (9) | −0.004 (6) | 0.073 (7) | 0.031 (6) |
C33' | 0.062 (9) | 0.059 (9) | 0.078 (10) | −0.003 (6) | 0.039 (7) | −0.008 (6) |
C34' | 0.062 (9) | 0.059 (9) | 0.078 (10) | −0.003 (6) | 0.039 (7) | −0.008 (6) |
C35' | 0.097 (16) | 0.097 (16) | 0.102 (16) | 0.002 (10) | 0.044 (10) | 0.015 (9) |
N1—C9 | 1.421 (4) | C21—C22 | 1.388 (4) |
N1—C15 | 1.422 (4) | C22—C23 | 1.379 (5) |
N1—C6 | 1.428 (4) | C22—H22 | 0.9300 |
C1—C2 | 1.352 (4) | C23—C24 | 1.383 (5) |
C1—C27 | 1.499 (4) | C23—H23 | 0.9300 |
C1—C21 | 1.505 (5) | C24—C25 | 1.374 (5) |
C2—C3 | 1.476 (4) | C24—H24 | 0.9300 |
C2—H2 | 0.9300 | C25—C26 | 1.386 (5) |
C3—C8 | 1.393 (4) | C25—H25 | 0.9300 |
C3—C4 | 1.406 (4) | C26—H26 | 0.9300 |
C4—C5 | 1.381 (4) | C27—C28 | 1.391 (4) |
C4—H4 | 0.9300 | C27—C32 | 1.393 (5) |
C5—C6 | 1.403 (4) | C28—C29 | 1.392 (5) |
C5—H5 | 0.9300 | C28—H28 | 0.9300 |
C6—C7 | 1.384 (4) | C29—C30 | 1.388 (6) |
C7—C8 | 1.379 (4) | C29—H29 | 0.9300 |
C7—H7 | 0.9300 | C30—C31 | 1.367 (6) |
C8—H8 | 0.9300 | C30—H30 | 0.9300 |
C9—C14 | 1.380 (5) | C31—C32 | 1.377 (5) |
C9—C10 | 1.386 (5) | C31—H31 | 0.9300 |
C10—C11 | 1.370 (5) | C32—H32 | 0.9300 |
C10—H10 | 0.9300 | C33—C34 | 1.517 (8) |
C11—C12 | 1.364 (6) | C33—H33A | 0.9600 |
C11—H11 | 0.9300 | C33—H33B | 0.9600 |
C12—C13 | 1.370 (6) | C33—H33C | 0.9600 |
C12—H12 | 0.9300 | C34—C35 | 1.506 (9) |
C13—C14 | 1.386 (5) | C34—H34A | 0.9700 |
C13—H13 | 0.9300 | C34—H34B | 0.9700 |
C14—H14 | 0.9300 | C35—C35i | 1.518 (9) |
C15—C20 | 1.394 (5) | C35—H35A | 0.9700 |
C15—C16 | 1.396 (4) | C35—H35B | 0.9700 |
C16—C17 | 1.389 (5) | C33'—C34' | 1.527 (10) |
C16—H16 | 0.9300 | C33'—H33D | 0.9600 |
C17—C18 | 1.372 (6) | C33'—H33E | 0.9600 |
C17—H17 | 0.9300 | C33'—H33F | 0.9600 |
C18—C19 | 1.384 (5) | C34'—C35' | 1.537 (10) |
C18—H18 | 0.9300 | C34'—H34C | 0.9700 |
C19—C20 | 1.378 (5) | C34'—H34D | 0.9700 |
C19—H19 | 0.9300 | C35'—C35'i | 1.539 (10) |
C20—H20 | 0.9300 | C35'—H35C | 0.9700 |
C21—C26 | 1.384 (4) | C35'—H35D | 0.9700 |
C9—N1—C15 | 120.6 (2) | C22—C21—C1 | 120.1 (3) |
C9—N1—C6 | 119.8 (2) | C23—C22—C21 | 121.0 (3) |
C15—N1—C6 | 119.6 (3) | C23—C22—H22 | 119.5 |
C2—C1—C27 | 119.6 (3) | C21—C22—H22 | 119.5 |
C2—C1—C21 | 123.7 (3) | C22—C23—C24 | 120.0 (4) |
C27—C1—C21 | 116.5 (2) | C22—C23—H23 | 120.0 |
C1—C2—C3 | 130.0 (3) | C24—C23—H23 | 120.0 |
C1—C2—H2 | 115.0 | C25—C24—C23 | 119.4 (4) |
C3—C2—H2 | 115.0 | C25—C24—H24 | 120.3 |
C8—C3—C4 | 116.9 (3) | C23—C24—H24 | 120.3 |
C8—C3—C2 | 118.5 (3) | C24—C25—C26 | 120.6 (4) |
C4—C3—C2 | 124.5 (3) | C24—C25—H25 | 119.7 |
C5—C4—C3 | 121.6 (3) | C26—C25—H25 | 119.7 |
C5—C4—H4 | 119.2 | C21—C26—C25 | 120.5 (3) |
C3—C4—H4 | 119.2 | C21—C26—H26 | 119.8 |
C4—C5—C6 | 120.3 (3) | C25—C26—H26 | 119.8 |
C4—C5—H5 | 119.8 | C28—C27—C32 | 117.6 (3) |
C6—C5—H5 | 119.8 | C28—C27—C1 | 120.3 (3) |
C7—C6—C5 | 118.4 (3) | C32—C27—C1 | 122.0 (3) |
C7—C6—N1 | 121.5 (3) | C27—C28—C29 | 120.1 (4) |
C5—C6—N1 | 120.1 (3) | C27—C28—H28 | 120.0 |
C8—C7—C6 | 120.8 (3) | C29—C28—H28 | 120.0 |
C8—C7—H7 | 119.6 | C30—C29—C28 | 121.2 (4) |
C6—C7—H7 | 119.6 | C30—C29—H29 | 119.4 |
C7—C8—C3 | 121.9 (3) | C28—C29—H29 | 119.4 |
C7—C8—H8 | 119.0 | C31—C30—C29 | 118.5 (3) |
C3—C8—H8 | 119.0 | C31—C30—H30 | 120.7 |
C14—C9—C10 | 118.4 (3) | C29—C30—H30 | 120.7 |
C14—C9—N1 | 121.5 (3) | C30—C31—C32 | 120.8 (4) |
C10—C9—N1 | 120.1 (3) | C30—C31—H31 | 119.6 |
C11—C10—C9 | 121.2 (4) | C32—C31—H31 | 119.6 |
C11—C10—H10 | 119.4 | C31—C32—C27 | 121.6 (3) |
C9—C10—H10 | 119.4 | C31—C32—H32 | 119.2 |
C12—C11—C10 | 120.5 (4) | C27—C32—H32 | 119.2 |
C12—C11—H11 | 119.8 | C35—C34—C33 | 113.1 (7) |
C10—C11—H11 | 119.8 | C35—C34—H34A | 109.0 |
C11—C12—C13 | 119.0 (4) | C33—C34—H34A | 109.0 |
C11—C12—H12 | 120.5 | C35—C34—H34B | 109.0 |
C13—C12—H12 | 120.5 | C33—C34—H34B | 109.0 |
C12—C13—C14 | 121.3 (4) | H34A—C34—H34B | 107.8 |
C12—C13—H13 | 119.3 | C34—C35—C35i | 116.0 (9) |
C14—C13—H13 | 119.3 | C34—C35—H35A | 108.3 |
C9—C14—C13 | 119.6 (4) | C35i—C35—H35A | 108.3 |
C9—C14—H14 | 120.2 | C34—C35—H35B | 108.3 |
C13—C14—H14 | 120.2 | C35i—C35—H35B | 108.3 |
C20—C15—C16 | 118.2 (3) | H35A—C35—H35B | 107.4 |
C20—C15—N1 | 120.5 (3) | C34'—C33'—H33D | 109.5 |
C16—C15—N1 | 121.3 (3) | C34'—C33'—H33E | 109.5 |
C17—C16—C15 | 119.9 (3) | H33D—C33'—H33E | 109.5 |
C17—C16—H16 | 120.0 | C34'—C33'—H33F | 109.5 |
C15—C16—H16 | 120.0 | H33D—C33'—H33F | 109.5 |
C18—C17—C16 | 121.4 (3) | H33E—C33'—H33F | 109.5 |
C18—C17—H17 | 119.3 | C33'—C34'—C35' | 110.8 (10) |
C16—C17—H17 | 119.3 | C33'—C34'—H34C | 109.5 |
C17—C18—C19 | 118.9 (3) | C35'—C34'—H34C | 109.5 |
C17—C18—H18 | 120.6 | C33'—C34'—H34D | 109.5 |
C19—C18—H18 | 120.6 | C35'—C34'—H34D | 109.5 |
C20—C19—C18 | 120.6 (4) | H34C—C34'—H34D | 108.1 |
C20—C19—H19 | 119.7 | C34'—C35'—C35'i | 110.8 (10) |
C18—C19—H19 | 119.7 | C34'—C35'—H35C | 109.5 |
C19—C20—C15 | 121.1 (3) | C35'i—C35'—H35C | 109.5 |
C19—C20—H20 | 119.5 | C34'—C35'—H35D | 109.5 |
C15—C20—H20 | 119.5 | C35'i—C35'—H35D | 109.5 |
C26—C21—C22 | 118.5 (3) | H35C—C35'—H35D | 108.1 |
C26—C21—C1 | 121.5 (3) | ||
C27—C1—C2—C3 | −176.2 (3) | C20—C15—C16—C17 | −0.2 (5) |
C21—C1—C2—C3 | 8.5 (5) | N1—C15—C16—C17 | −179.8 (3) |
C1—C2—C3—C8 | −156.1 (3) | C15—C16—C17—C18 | 0.0 (5) |
C1—C2—C3—C4 | 27.1 (5) | C16—C17—C18—C19 | −0.3 (5) |
C8—C3—C4—C5 | 1.8 (5) | C17—C18—C19—C20 | 0.9 (5) |
C2—C3—C4—C5 | 178.7 (3) | C18—C19—C20—C15 | −1.2 (5) |
C3—C4—C5—C6 | −0.7 (5) | C16—C15—C20—C19 | 0.9 (5) |
C4—C5—C6—C7 | −0.8 (5) | N1—C15—C20—C19 | −179.6 (3) |
C4—C5—C6—N1 | 179.0 (3) | C2—C1—C21—C26 | −120.9 (3) |
C9—N1—C6—C7 | −136.8 (3) | C27—C1—C21—C26 | 63.7 (4) |
C15—N1—C6—C7 | 45.4 (4) | C2—C1—C21—C22 | 61.0 (4) |
C9—N1—C6—C5 | 43.4 (4) | C27—C1—C21—C22 | −114.4 (3) |
C15—N1—C6—C5 | −134.4 (3) | C26—C21—C22—C23 | 1.0 (5) |
C5—C6—C7—C8 | 1.1 (5) | C1—C21—C22—C23 | 179.2 (3) |
N1—C6—C7—C8 | −178.7 (3) | C21—C22—C23—C24 | −1.2 (5) |
C6—C7—C8—C3 | 0.1 (5) | C22—C23—C24—C25 | 0.7 (5) |
C4—C3—C8—C7 | −1.6 (5) | C23—C24—C25—C26 | 0.0 (5) |
C2—C3—C8—C7 | −178.6 (3) | C22—C21—C26—C25 | −0.3 (4) |
C15—N1—C9—C14 | 37.4 (5) | C1—C21—C26—C25 | −178.5 (3) |
C6—N1—C9—C14 | −140.4 (3) | C24—C25—C26—C21 | −0.2 (5) |
C15—N1—C9—C10 | −142.6 (3) | C2—C1—C27—C28 | −149.7 (3) |
C6—N1—C9—C10 | 39.7 (5) | C21—C1—C27—C28 | 25.9 (4) |
C14—C9—C10—C11 | −0.2 (5) | C2—C1—C27—C32 | 31.5 (4) |
N1—C9—C10—C11 | 179.8 (3) | C21—C1—C27—C32 | −152.9 (3) |
C9—C10—C11—C12 | −1.6 (6) | C32—C27—C28—C29 | −2.5 (5) |
C10—C11—C12—C13 | 1.6 (7) | C1—C27—C28—C29 | 178.6 (3) |
C11—C12—C13—C14 | 0.0 (7) | C27—C28—C29—C30 | 2.4 (6) |
C10—C9—C14—C13 | 1.7 (6) | C28—C29—C30—C31 | −1.7 (7) |
N1—C9—C14—C13 | −178.2 (4) | C29—C30—C31—C32 | 1.3 (6) |
C12—C13—C14—C9 | −1.7 (7) | C30—C31—C32—C27 | −1.6 (6) |
C9—N1—C15—C20 | −144.7 (3) | C28—C27—C32—C31 | 2.2 (5) |
C6—N1—C15—C20 | 33.0 (4) | C1—C27—C32—C31 | −179.0 (3) |
C9—N1—C15—C16 | 34.8 (4) | C33—C34—C35—C35i | −179.6 (15) |
C6—N1—C15—C16 | −147.4 (3) | C33'—C34'—C35'—C35'i | 167 (4) |
Symmetry code: (i) −x+1, −y+1, −z+1. |