Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804025619/ya6218sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804025619/ya6218Isup2.hkl |
CCDC reference: 255910
Data collection: SMART (Bruker, 1998); cell refinement: SMART; data reduction: SAINT (Bruker, 1999); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1999); software used to prepare material for publication: SHELXTL.
C34H32N4 | Dx = 1.209 Mg m−3 |
Mr = 496.64 | Mo Kα radiation, λ = 0.71073 Å |
Orthorhombic, Ibca | Cell parameters from 938 reflections |
a = 16.6732 (18) Å | θ = 2.8–26.4° |
b = 16.674 (2) Å | µ = 0.07 mm−1 |
c = 39.267 (8) Å | T = 293 K |
V = 10916 (3) Å3 | Prism, colourless |
Z = 16 | 0.32 × 0.26 × 0.16 mm |
F(000) = 4224 |
Bruker SMART CCD area-detector diffractometer | 3521 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.060 |
Graphite monochromator | θmax = 26.4°, θmin = 1.0° |
φ and ω scans | h = −13→20 |
30541 measured reflections | k = −20→20 |
5619 independent reflections | l = −46→49 |
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)] = 0.050 | H-atom parameters constrained |
wR(F2) = 0.145 | w = 1/[σ2(Fo2) + (0.0673P)2 + 3.9798P] where P = (Fo2 + 2Fc2)/3 |
S = 1.06 | (Δ/σ)max = 0.001 |
5619 reflections | Δρmax = 0.30 e Å−3 |
347 parameters | Δρmin = −0.32 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: 0.00047 (8) |
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 | 0.52791 (17) | 0.84588 (15) | 0.52268 (6) | 0.0367 (6) | |
N2 | 0.60947 (17) | 0.84088 (17) | 0.52440 (6) | 0.0457 (7) | |
C1 | 0.4761 (2) | 0.82831 (18) | 0.46406 (7) | 0.0321 (7) | |
C2 | 0.5437 (2) | 0.85487 (18) | 0.44805 (8) | 0.0378 (7) | |
H2 | 0.5872 | 0.8721 | 0.4609 | 0.045* | |
C3 | 0.5485 (2) | 0.85644 (18) | 0.41239 (8) | 0.0402 (8) | |
H3 | 0.5951 | 0.8749 | 0.4020 | 0.048* | |
C4 | 0.4862 (2) | 0.8314 (2) | 0.39261 (7) | 0.0388 (8) | |
C5 | 0.40990 (19) | 0.82178 (19) | 0.40847 (7) | 0.0393 (8) | |
C6 | 0.3394 (2) | 0.8080 (2) | 0.38930 (8) | 0.0556 (10) | |
H6 | 0.3419 | 0.8097 | 0.3657 | 0.067* | |
C7 | 0.2688 (2) | 0.7924 (3) | 0.40459 (9) | 0.0662 (12) | |
H7 | 0.2233 | 0.7834 | 0.3914 | 0.079* | |
C8 | 0.2633 (2) | 0.7896 (2) | 0.43994 (9) | 0.0588 (10) | |
H8 | 0.2142 | 0.7790 | 0.4503 | 0.071* | |
C9 | 0.32916 (19) | 0.8024 (2) | 0.45932 (8) | 0.0440 (8) | |
H9 | 0.3246 | 0.8000 | 0.4829 | 0.053* | |
C10 | 0.40486 (18) | 0.81942 (18) | 0.44465 (7) | 0.0342 (7) | |
C11 | 0.4818 (2) | 0.79382 (19) | 0.49999 (7) | 0.0335 (8) | |
H11 | 0.4272 | 0.7903 | 0.5091 | 0.040* | |
C12 | 0.5027 (2) | 0.7969 (2) | 0.35764 (7) | 0.0497 (12) | |
H12A | 0.5559 | 0.8130 | 0.3503 | 0.060* | |
H12B | 0.4643 | 0.8184 | 0.3415 | 0.060* | |
C13 | 0.5002 (2) | 0.9135 (2) | 0.53758 (8) | 0.0400 (10) | |
C14 | 0.5654 (2) | 0.9526 (2) | 0.55020 (8) | 0.0503 (10) | |
H14 | 0.5657 | 1.0007 | 0.5622 | 0.060* | |
C15 | 0.6314 (2) | 0.9062 (2) | 0.54159 (8) | 0.0493 (9) | |
C16 | 0.4133 (2) | 0.9346 (2) | 0.53808 (10) | 0.0612 (11) | |
H16A | 0.3951 | 0.9439 | 0.5152 | 0.092* | |
H16B | 0.4055 | 0.9822 | 0.5514 | 0.092* | |
H16C | 0.3834 | 0.8912 | 0.5479 | 0.092* | |
C17 | 0.7178 (2) | 0.9215 (3) | 0.54951 (11) | 0.0827 (14) | |
H17A | 0.7509 | 0.8926 | 0.5337 | 0.124* | |
H17B | 0.7293 | 0.9038 | 0.5723 | 0.124* | |
H17C | 0.7287 | 0.9779 | 0.5477 | 0.124* | |
N3 | 0.40497 (14) | 0.22133 (17) | 0.72563 (6) | 0.0360 (6) | |
N4 | 0.41191 (16) | 0.13985 (17) | 0.72280 (6) | 0.0460 (7) | |
C18 | 0.42118 (18) | 0.2706 (2) | 0.78436 (7) | 0.0341 (7) | |
C19 | 0.39728 (18) | 0.2021 (2) | 0.79998 (7) | 0.0366 (7) | |
H19 | 0.3812 | 0.1585 | 0.7869 | 0.044* | |
C20 | 0.39656 (19) | 0.1959 (2) | 0.83584 (7) | 0.0417 (8) | |
H20 | 0.3812 | 0.1479 | 0.8460 | 0.050* | |
C21 | 0.4179 (2) | 0.2592 (2) | 0.85588 (8) | 0.0409 (9) | |
C22 | 0.42299 (19) | 0.3365 (2) | 0.84031 (7) | 0.0400 (8) | |
C23 | 0.4325 (2) | 0.4069 (2) | 0.85986 (9) | 0.0598 (10) | |
H23 | 0.4301 | 0.4037 | 0.8835 | 0.072* | |
C24 | 0.4450 (3) | 0.4793 (2) | 0.84487 (10) | 0.0697 (12) | |
H24 | 0.4500 | 0.5251 | 0.8582 | 0.084* | |
C25 | 0.4502 (2) | 0.4849 (2) | 0.80979 (10) | 0.0665 (12) | |
H25 | 0.4601 | 0.5344 | 0.7997 | 0.080* | |
C26 | 0.4409 (2) | 0.4188 (2) | 0.78982 (8) | 0.0491 (9) | |
H26 | 0.4441 | 0.4240 | 0.7663 | 0.059* | |
C27 | 0.42665 (18) | 0.34221 (19) | 0.80423 (7) | 0.0356 (7) | |
C28 | 0.45589 (18) | 0.2671 (2) | 0.74867 (6) | 0.0332 (8) | |
H28 | 0.4583 | 0.3222 | 0.7400 | 0.040* | |
C29 | 0.4528 (2) | 0.2445 (2) | 0.89073 (7) | 0.0497 (12) | |
H29A | 0.4396 | 0.1905 | 0.8980 | 0.060* | |
H29B | 0.4290 | 0.2817 | 0.9068 | 0.060* | |
C30 | 0.3364 (2) | 0.24863 (19) | 0.71081 (8) | 0.0406 (10) | |
C31 | 0.2999 (2) | 0.1829 (2) | 0.69694 (9) | 0.0539 (10) | |
H31 | 0.2523 | 0.1822 | 0.6846 | 0.065* | |
C32 | 0.3478 (2) | 0.1173 (2) | 0.70493 (8) | 0.0536 (9) | |
C33 | 0.3113 (2) | 0.3334 (2) | 0.71232 (10) | 0.0561 (10) | |
H33A | 0.2931 | 0.3458 | 0.7349 | 0.084* | |
H33B | 0.2684 | 0.3423 | 0.6964 | 0.084* | |
H33C | 0.3559 | 0.3672 | 0.7066 | 0.084* | |
C34 | 0.3352 (3) | 0.0313 (3) | 0.69641 (13) | 0.0936 (16) | |
H34A | 0.3862 | 0.0054 | 0.6937 | 0.140* | |
H34B | 0.3054 | 0.0272 | 0.6756 | 0.140* | |
H34C | 0.3058 | 0.0058 | 0.7144 | 0.140* |
U11 | U22 | U33 | U12 | U13 | U23 | |
N1 | 0.0432 (17) | 0.0374 (16) | 0.0294 (13) | 0.0010 (13) | −0.0036 (12) | −0.0058 (11) |
N2 | 0.0407 (16) | 0.0517 (18) | 0.0447 (15) | 0.0031 (13) | −0.0091 (12) | −0.0073 (13) |
C1 | 0.0400 (18) | 0.0283 (18) | 0.0280 (14) | 0.0039 (16) | −0.0002 (14) | 0.0003 (13) |
C2 | 0.0407 (19) | 0.0318 (18) | 0.0408 (17) | −0.0006 (14) | −0.0069 (14) | −0.0011 (14) |
C3 | 0.0446 (19) | 0.0358 (19) | 0.0402 (17) | −0.0033 (14) | 0.0038 (15) | 0.0086 (14) |
C4 | 0.053 (2) | 0.036 (2) | 0.0273 (16) | 0.0040 (16) | −0.0004 (14) | 0.0088 (15) |
C5 | 0.0433 (19) | 0.0398 (19) | 0.0347 (15) | 0.0022 (15) | −0.0062 (14) | 0.0049 (14) |
C6 | 0.053 (2) | 0.078 (3) | 0.0358 (17) | 0.0064 (19) | −0.0110 (16) | 0.0022 (16) |
C7 | 0.041 (2) | 0.100 (3) | 0.058 (2) | −0.004 (2) | −0.0152 (18) | −0.004 (2) |
C8 | 0.037 (2) | 0.078 (3) | 0.062 (2) | 0.0016 (18) | −0.0036 (18) | −0.0031 (19) |
C9 | 0.0379 (18) | 0.056 (2) | 0.0385 (17) | 0.0073 (15) | 0.0027 (14) | −0.0009 (14) |
C10 | 0.0383 (18) | 0.0291 (16) | 0.0351 (14) | 0.0061 (13) | −0.0025 (13) | −0.0009 (13) |
C11 | 0.0368 (16) | 0.033 (2) | 0.0311 (15) | 0.0008 (14) | −0.0009 (14) | −0.0039 (13) |
C12 | 0.062 (3) | 0.060 (3) | 0.0266 (16) | −0.0001 (17) | 0.0010 (14) | 0.0023 (17) |
C13 | 0.056 (3) | 0.033 (3) | 0.0313 (17) | 0.0009 (14) | 0.0001 (13) | −0.0018 (17) |
C14 | 0.075 (3) | 0.037 (2) | 0.0390 (17) | −0.0046 (17) | −0.0107 (17) | −0.0045 (15) |
C15 | 0.057 (2) | 0.048 (2) | 0.0427 (17) | −0.0082 (18) | −0.0138 (16) | −0.0015 (16) |
C16 | 0.068 (3) | 0.045 (2) | 0.070 (2) | 0.012 (2) | 0.006 (2) | −0.015 (2) |
C17 | 0.064 (3) | 0.087 (3) | 0.096 (3) | −0.015 (2) | −0.030 (2) | −0.010 (3) |
N3 | 0.0368 (16) | 0.0427 (18) | 0.0285 (12) | 0.0010 (13) | −0.0040 (11) | −0.0052 (12) |
N4 | 0.0503 (17) | 0.0440 (17) | 0.0436 (14) | −0.0010 (14) | −0.0040 (13) | −0.0080 (13) |
C18 | 0.0270 (16) | 0.0435 (18) | 0.0318 (14) | 0.0036 (16) | −0.0051 (13) | −0.0027 (15) |
C19 | 0.0300 (17) | 0.047 (2) | 0.0331 (15) | −0.0040 (14) | 0.0006 (13) | −0.0045 (14) |
C20 | 0.0360 (18) | 0.050 (2) | 0.0389 (16) | −0.0065 (15) | 0.0067 (14) | 0.0022 (15) |
C21 | 0.036 (2) | 0.057 (2) | 0.0302 (16) | −0.0007 (15) | 0.0049 (15) | −0.0022 (15) |
C22 | 0.0369 (18) | 0.046 (2) | 0.0367 (15) | 0.0047 (15) | −0.0012 (14) | −0.0081 (15) |
C23 | 0.075 (3) | 0.062 (3) | 0.0420 (18) | 0.005 (2) | −0.0013 (17) | −0.0179 (18) |
C24 | 0.104 (3) | 0.041 (2) | 0.064 (3) | 0.008 (2) | −0.009 (2) | −0.0211 (19) |
C25 | 0.099 (3) | 0.035 (2) | 0.065 (3) | 0.006 (2) | −0.011 (2) | −0.0037 (19) |
C26 | 0.064 (2) | 0.041 (2) | 0.0424 (17) | 0.0066 (17) | −0.0058 (16) | −0.0009 (15) |
C27 | 0.0314 (16) | 0.0390 (18) | 0.0364 (15) | 0.0048 (14) | 0.0002 (12) | −0.0046 (14) |
C28 | 0.0345 (19) | 0.0398 (18) | 0.0252 (14) | 0.0005 (14) | −0.0011 (13) | −0.0018 (13) |
C29 | 0.054 (3) | 0.062 (3) | 0.0338 (17) | −0.0054 (18) | 0.0063 (17) | −0.0003 (15) |
C30 | 0.034 (2) | 0.055 (3) | 0.0323 (18) | 0.0017 (14) | −0.0007 (17) | −0.0005 (13) |
C31 | 0.037 (2) | 0.075 (3) | 0.049 (2) | −0.0038 (18) | −0.0080 (16) | −0.0122 (19) |
C32 | 0.050 (2) | 0.060 (2) | 0.0509 (19) | −0.0101 (19) | −0.0029 (17) | −0.0152 (18) |
C33 | 0.039 (2) | 0.066 (3) | 0.063 (2) | 0.0115 (19) | −0.0082 (17) | 0.003 (2) |
C34 | 0.093 (4) | 0.068 (3) | 0.120 (4) | −0.019 (3) | −0.013 (3) | −0.033 (3) |
N1—C13 | 1.352 (4) | C17—H17C | 0.9600 |
N1—N2 | 1.364 (4) | N3—C30 | 1.361 (4) |
N1—C11 | 1.462 (4) | N3—N4 | 1.368 (4) |
N2—C15 | 1.333 (4) | N4—C32 | 1.332 (4) |
N3—C28 | 1.457 (4) | C18—C19 | 1.357 (4) |
C1—C2 | 1.365 (4) | C18—C27 | 1.429 (4) |
C1—C10 | 1.420 (4) | C18—C28 | 1.517 (4) |
C1—C11 | 1.526 (4) | C19—C20 | 1.412 (4) |
C2—C3 | 1.403 (4) | C19—H19 | 0.9300 |
C2—H2 | 0.9300 | C20—C21 | 1.363 (5) |
C3—C4 | 1.363 (5) | C20—H20 | 0.9300 |
C3—H3 | 0.9300 | C21—C22 | 1.429 (5) |
C4—C5 | 1.425 (5) | C21—C29 | 1.507 (4) |
C4—C12 | 1.515 (4) | C22—C23 | 1.412 (5) |
C5—C6 | 1.414 (4) | C22—C27 | 1.421 (4) |
C5—C10 | 1.424 (4) | C23—C24 | 1.358 (6) |
C6—C7 | 1.348 (5) | C23—H23 | 0.9300 |
C6—H6 | 0.9300 | C24—C25 | 1.383 (5) |
C7—C8 | 1.392 (5) | C24—H24 | 0.9300 |
C7—H7 | 0.9300 | C25—C26 | 1.362 (5) |
C8—C9 | 1.353 (5) | C25—H25 | 0.9300 |
C8—H8 | 0.9300 | C26—C27 | 1.417 (5) |
C9—C10 | 1.416 (4) | C26—H26 | 0.9300 |
C9—H9 | 0.9300 | C28—C28ii | 1.578 (6) |
C11—C11i | 1.582 (6) | C28—H28 | 0.9800 |
C11—H11 | 0.9800 | C29—C29ii | 1.586 (8) |
C12—C12i | 1.565 (8) | C29—H29A | 0.9700 |
C12—H12A | 0.9700 | C29—H29B | 0.9700 |
C12—H12B | 0.9700 | C30—C31 | 1.366 (5) |
C13—C14 | 1.361 (5) | C30—C33 | 1.475 (5) |
C13—C16 | 1.491 (5) | C31—C32 | 1.391 (5) |
C14—C15 | 1.387 (5) | C31—H31 | 0.9300 |
C14—H14 | 0.9300 | C32—C34 | 1.487 (6) |
C15—C17 | 1.496 (5) | C33—H33A | 0.9600 |
C16—H16A | 0.9600 | C33—H33B | 0.9600 |
C16—H16B | 0.9600 | C33—H33C | 0.9600 |
C16—H16C | 0.9600 | C34—H34A | 0.9600 |
C17—H17A | 0.9600 | C34—H34B | 0.9600 |
C17—H17B | 0.9600 | C34—H34C | 0.9600 |
C13—N1—N2 | 111.7 (2) | C30—N3—N4 | 111.6 (2) |
C13—N1—C11 | 125.4 (3) | C30—N3—C28 | 125.4 (3) |
N2—N1—C11 | 121.2 (2) | N4—N3—C28 | 121.4 (2) |
C15—N2—N1 | 104.4 (3) | C32—N4—N3 | 104.8 (3) |
C2—C1—C10 | 118.5 (3) | C19—C18—C27 | 118.4 (3) |
C1—C2—C3 | 120.8 (3) | C27—C18—C28 | 120.8 (3) |
C1—C11—C11i | 111.83 (17) | C18—C19—C20 | 121.0 (3) |
C2—C1—C11 | 119.8 (3) | C18—C28—C28ii | 111.67 (17) |
C1—C2—H2 | 119.6 | C18—C19—H19 | 119.5 |
C3—C2—H2 | 119.6 | C19—C18—C28 | 119.8 (3) |
C3—C4—C12 | 119.6 (3) | C20—C19—H19 | 119.5 |
C4—C3—C2 | 121.3 (3) | C21—C20—H20 | 119.4 |
C4—C12—C12i | 111.7 (2) | C19—C20—H20 | 119.4 |
C10—C1—C11 | 120.6 (3) | C20—C21—C22 | 117.8 (3) |
C4—C3—H3 | 119.3 | C20—C21—C29 | 120.0 (3) |
C2—C3—H3 | 119.3 | C21—C20—C19 | 121.2 (3) |
C3—C4—C5 | 117.8 (3) | C22—C21—C29 | 120.8 (3) |
C5—C4—C12 | 121.1 (3) | C23—C22—C27 | 118.8 (3) |
C6—C5—C10 | 118.5 (3) | C23—C22—C21 | 121.6 (3) |
C6—C5—C4 | 121.8 (3) | C27—C22—C21 | 119.3 (3) |
C10—C5—C4 | 119.5 (3) | C24—C23—C22 | 121.3 (3) |
C7—C6—C5 | 121.4 (3) | C24—C23—H23 | 119.3 |
C7—C6—H6 | 119.3 | C22—C23—H23 | 119.3 |
C5—C6—H6 | 119.3 | C23—C24—C25 | 120.1 (3) |
C6—C7—C8 | 120.5 (3) | C23—C24—H24 | 119.9 |
C6—C7—H7 | 119.7 | C25—C24—H24 | 119.9 |
C8—C7—H7 | 119.7 | C26—C25—C24 | 120.7 (4) |
C9—C8—C7 | 120.1 (3) | C26—C25—H25 | 119.6 |
C9—C8—H8 | 119.9 | C24—C25—H25 | 119.6 |
C7—C8—H8 | 119.9 | C25—C26—C27 | 121.3 (3) |
C8—C9—C10 | 121.8 (3) | C25—C26—H26 | 119.4 |
C8—C9—H9 | 119.1 | C27—C26—H26 | 119.4 |
C10—C9—H9 | 119.1 | C26—C27—C22 | 117.8 (3) |
C9—C10—C1 | 123.3 (3) | C26—C27—C18 | 123.1 (3) |
C9—C10—C5 | 117.6 (3) | C22—C27—C18 | 119.1 (3) |
C1—C10—C5 | 118.9 (3) | N3—C28—C18 | 111.8 (3) |
N1—C11—C1 | 111.9 (3) | N3—C28—C28ii | 110.7 (3) |
N1—C11—C11i | 110.3 (3) | N3—C28—H28 | 107.5 |
N1—C11—H11 | 107.5 | C18—C28—H28 | 107.5 |
C1—C11—H11 | 107.5 | C28ii—C28—H28 | 107.5 |
C11i—C11—H11 | 107.5 | C21—C29—C29ii | 111.4 (2) |
C4—C12—H12A | 109.3 | C21—C29—H29A | 109.4 |
C12i—C12—H12A | 109.3 | C29ii—C29—H29A | 109.4 |
C4—C12—H12B | 109.3 | C21—C29—H29B | 109.4 |
C12i—C12—H12B | 109.3 | C29ii—C29—H29B | 109.4 |
H12A—C12—H12B | 107.9 | H29A—C29—H29B | 108.0 |
N1—C13—C14 | 106.5 (3) | N3—C30—C31 | 106.0 (3) |
N1—C13—C16 | 122.3 (3) | N3—C30—C33 | 122.8 (3) |
C14—C13—C16 | 131.2 (4) | C31—C30—C33 | 131.1 (4) |
C13—C14—C15 | 106.1 (3) | C30—C31—C32 | 106.6 (3) |
C13—C14—H14 | 126.9 | C30—C31—H31 | 126.7 |
C15—C14—H14 | 126.9 | C32—C31—H31 | 126.7 |
N2—C15—C14 | 111.2 (3) | N4—C32—C31 | 110.9 (3) |
N2—C15—C17 | 120.6 (3) | N4—C32—C34 | 120.3 (4) |
C14—C15—C17 | 128.2 (3) | C31—C32—C34 | 128.8 (4) |
C13—C16—H16A | 109.5 | C30—C33—H33A | 109.5 |
C13—C16—H16B | 109.5 | C30—C33—H33B | 109.5 |
H16A—C16—H16B | 109.5 | H33A—C33—H33B | 109.5 |
C13—C16—H16C | 109.5 | C30—C33—H33C | 109.5 |
H16A—C16—H16C | 109.5 | H33A—C33—H33C | 109.5 |
H16B—C16—H16C | 109.5 | H33B—C33—H33C | 109.5 |
C15—C17—H17A | 109.5 | C32—C34—H34A | 109.5 |
C15—C17—H17B | 109.5 | C32—C34—H34B | 109.5 |
H17A—C17—H17B | 109.5 | H34A—C34—H34B | 109.5 |
C15—C17—H17C | 109.5 | C32—C34—H34C | 109.5 |
H17A—C17—H17C | 109.5 | H34A—C34—H34C | 109.5 |
H17B—C17—H17C | 109.5 | H34B—C34—H34C | 109.5 |
C13—N1—N2—C15 | 1.6 (3) | C30—N3—N4—C32 | 2.1 (3) |
C11—N1—N2—C15 | 167.6 (3) | C28—N3—N4—C32 | 168.8 (3) |
C1—C2—C3—C4 | −0.2 (5) | C18—C19—C20—C21 | 1.6 (5) |
C2—C1—C11—C11i | −75.6 (4) | C19—C18—C28—C28ii | −74.5 (4) |
C2—C3—C4—C5 | 14.7 (5) | C19—C20—C21—C22 | 14.2 (5) |
C2—C3—C4—C12 | −151.3 (3) | C19—C20—C21—C29 | −152.2 (3) |
C3—C4—C12—C12i | 102.0 (4) | C20—C21—C29—C29ii | 101.9 (5) |
C10—C1—C2—C3 | −14.0 (5) | C27—C18—C19—C20 | −15.2 (4) |
C11—C1—C2—C3 | 154.3 (3) | C28—C18—C19—C20 | 153.5 (3) |
C3—C4—C5—C6 | 170.3 (3) | C20—C21—C22—C23 | 170.1 (3) |
C12—C4—C5—C6 | −24.0 (5) | C29—C21—C22—C23 | −23.6 (5) |
C3—C4—C5—C10 | −14.9 (5) | C20—C21—C22—C27 | −16.2 (5) |
C12—C4—C5—C10 | 150.8 (3) | C29—C21—C22—C27 | 150.1 (3) |
C10—C5—C6—C7 | −0.4 (5) | C27—C22—C23—C24 | −0.1 (5) |
C4—C5—C6—C7 | 174.5 (4) | C21—C22—C23—C24 | 173.6 (4) |
C5—C6—C7—C8 | 0.2 (6) | C22—C23—C24—C25 | −1.2 (6) |
C6—C7—C8—C9 | −0.2 (6) | C23—C24—C25—C26 | 1.6 (6) |
C7—C8—C9—C10 | 0.5 (6) | C24—C25—C26—C27 | −0.7 (6) |
C8—C9—C10—C1 | −176.0 (3) | C25—C26—C27—C22 | −0.6 (5) |
C8—C9—C10—C5 | −0.7 (5) | C25—C26—C27—C18 | −176.3 (3) |
C2—C1—C10—C9 | −171.6 (3) | C23—C22—C27—C26 | 0.9 (4) |
C11—C1—C10—C9 | 20.2 (5) | C21—C22—C27—C26 | −172.9 (3) |
C2—C1—C10—C5 | 13.2 (4) | C23—C22—C27—C18 | 176.9 (3) |
C11—C1—C10—C5 | −155.0 (3) | C21—C22—C27—C18 | 3.1 (4) |
C6—C5—C10—C9 | 0.7 (4) | C19—C18—C27—C26 | −171.7 (3) |
C4—C5—C10—C9 | −174.3 (3) | C28—C18—C27—C26 | 19.7 (5) |
C6—C5—C10—C1 | 176.2 (3) | C19—C18—C27—C22 | 12.6 (4) |
C4—C5—C10—C1 | 1.2 (4) | C28—C18—C27—C22 | −156.0 (3) |
C13—N1—C11—C1 | 78.4 (4) | C30—N3—C28—C18 | 78.3 (4) |
N2—N1—C11—C1 | −85.6 (3) | N4—N3—C28—C18 | −86.5 (3) |
C13—N1—C11—C11i | −156.4 (3) | C30—N3—C28—C28ii | −156.5 (3) |
N2—N1—C11—C11i | 39.6 (4) | N4—N3—C28—C28ii | 38.7 (4) |
C2—C1—C11—N1 | 48.8 (4) | C19—C18—C28—N3 | 50.1 (4) |
C10—C1—C11—N1 | −143.2 (3) | C27—C18—C28—N3 | −141.5 (3) |
C10—C1—C11—C11i | 92.5 (4) | C27—C18—C28—C28ii | 93.9 (4) |
C5—C4—C12—C12i | −63.5 (5) | C22—C21—C29—C29ii | −64.1 (5) |
N2—N1—C13—C14 | −1.7 (4) | N4—N3—C30—C31 | −2.3 (4) |
C11—N1—C13—C14 | −167.0 (3) | C28—N3—C30—C31 | −168.4 (3) |
N2—N1—C13—C16 | 177.9 (3) | N4—N3—C30—C33 | 175.5 (3) |
C11—N1—C13—C16 | 12.6 (5) | C28—N3—C30—C33 | 9.5 (5) |
N1—C13—C14—C15 | 1.0 (4) | N3—C30—C31—C32 | 1.6 (4) |
C16—C13—C14—C15 | −178.5 (4) | C33—C30—C31—C32 | −176.0 (4) |
N1—N2—C15—C14 | −0.9 (4) | N3—N4—C32—C31 | −1.0 (4) |
N1—N2—C15—C17 | 178.6 (3) | N3—N4—C32—C34 | 179.4 (3) |
C13—C14—C15—N2 | −0.1 (4) | C30—C31—C32—N4 | −0.4 (4) |
C13—C14—C15—C17 | −179.5 (4) | C30—C31—C32—C34 | 179.1 (4) |
Symmetry codes: (i) −x+1, −y+3/2, z; (ii) −x+1, −y+1/2, z. |