Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806027693/lh2138sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806027693/lh2138Isup2.hkl |
CCDC reference: 618284
Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 1998); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2003).
C34H24N2 | F(000) = 968 |
Mr = 460.55 | Dx = 1.313 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 2952 reflections |
a = 20.1137 (10) Å | θ = 2.7–21.8° |
b = 11.5719 (6) Å | µ = 0.08 mm−1 |
c = 10.0137 (5) Å | T = 100 K |
β = 91.350 (3)° | Plate, colourless |
V = 2330.1 (2) Å3 | 0.31 × 0.16 × 0.07 mm |
Z = 4 |
Bruker SMART APEX2 CCD area-detector diffractometer | 5328 independent reflections |
Radiation source: fine-focus sealed tube | 3241 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.111 |
Detector resolution: 8.33 pixels mm-1 | θmax = 27.5°, θmin = 1.0° |
φ and ω scans | h = −25→26 |
Absorption correction: multi-scan (SADABS; Bruker, 2005) | k = −13→15 |
Tmin = 0.977, Tmax = 0.995 | l = −13→13 |
29997 measured reflections |
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)] = 0.072 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.161 | H-atom parameters constrained |
S = 1.06 | w = 1/[σ2(Fo2) + (0.0553P)2 + 1.152P] where P = (Fo2 + 2Fc2)/3 |
5328 reflections | (Δ/σ)max = 0.001 |
325 parameters | Δρmax = 0.28 e Å−3 |
0 restraints | Δρmin = −0.28 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 | 0.15293 (10) | 0.27201 (17) | 0.1321 (2) | 0.0248 (5) | |
N2 | 0.39658 (10) | 0.47326 (17) | 0.0132 (2) | 0.0234 (5) | |
C1 | 0.11054 (13) | 0.2242 (2) | 0.0362 (3) | 0.0279 (6) | |
C2 | 0.09809 (14) | 0.1074 (2) | 0.0083 (3) | 0.0360 (7) | |
H2 | 0.1197 | 0.0477 | 0.0578 | 0.043* | |
C3 | 0.05333 (15) | 0.0827 (3) | −0.0937 (3) | 0.0469 (9) | |
H3 | 0.0443 | 0.0042 | −0.1149 | 0.056* | |
C4 | 0.02107 (15) | 0.1687 (3) | −0.1662 (3) | 0.0485 (9) | |
H4 | −0.0095 | 0.1480 | −0.2360 | 0.058* | |
C5 | 0.03271 (14) | 0.2854 (3) | −0.1385 (3) | 0.0394 (8) | |
H5 | 0.0104 | 0.3442 | −0.1883 | 0.047* | |
C6 | 0.07781 (13) | 0.3132 (2) | −0.0361 (3) | 0.0287 (6) | |
C7 | 0.10335 (13) | 0.4209 (2) | 0.0172 (2) | 0.0253 (6) | |
C8 | 0.09313 (13) | 0.5372 (2) | −0.0158 (3) | 0.0303 (7) | |
H8 | 0.0611 | 0.5579 | −0.0827 | 0.036* | |
C9 | 0.13010 (13) | 0.6223 (2) | 0.0498 (3) | 0.0291 (6) | |
C10 | 0.17297 (13) | 0.5902 (2) | 0.1563 (2) | 0.0246 (6) | |
H10 | 0.1956 | 0.6492 | 0.2052 | 0.030* | |
C11 | 0.18352 (12) | 0.4766 (2) | 0.1927 (2) | 0.0220 (6) | |
H11 | 0.2129 | 0.4567 | 0.2648 | 0.026* | |
C12 | 0.14942 (12) | 0.3924 (2) | 0.1196 (2) | 0.0224 (6) | |
C13 | 0.13188 (14) | 0.7453 (2) | 0.0037 (3) | 0.0311 (7) | |
H13 | 0.0920 | 0.7893 | −0.0006 | 0.037* | |
C14 | 0.18864 (14) | 0.7930 (2) | −0.0310 (2) | 0.0284 (6) | |
H14 | 0.1898 | 0.8731 | −0.0520 | 0.034* | |
C15 | 0.25077 (13) | 0.7237 (2) | −0.0378 (2) | 0.0247 (6) | |
C16 | 0.30212 (13) | 0.7331 (2) | 0.0561 (2) | 0.0240 (6) | |
H16 | 0.3046 | 0.7986 | 0.1131 | 0.029* | |
C17 | 0.35044 (13) | 0.6462 (2) | 0.0674 (2) | 0.0216 (6) | |
C18 | 0.34765 (12) | 0.5520 (2) | −0.0225 (2) | 0.0222 (6) | |
C19 | 0.29967 (13) | 0.5451 (2) | −0.1242 (2) | 0.0248 (6) | |
H19 | 0.2998 | 0.4839 | −0.1874 | 0.030* | |
C20 | 0.25159 (13) | 0.6310 (2) | −0.1299 (2) | 0.0254 (6) | |
H20 | 0.2180 | 0.6276 | −0.1982 | 0.031* | |
C21 | 0.40344 (13) | 0.6218 (2) | 0.1626 (2) | 0.0237 (6) | |
C22 | 0.42771 (14) | 0.6769 (2) | 0.2778 (3) | 0.0303 (6) | |
H22 | 0.4093 | 0.7484 | 0.3051 | 0.036* | |
C23 | 0.47864 (14) | 0.6266 (3) | 0.3516 (3) | 0.0346 (7) | |
H23 | 0.4953 | 0.6637 | 0.4301 | 0.041* | |
C24 | 0.50623 (14) | 0.5209 (3) | 0.3115 (3) | 0.0346 (7) | |
H24 | 0.5419 | 0.4883 | 0.3627 | 0.042* | |
C25 | 0.48255 (13) | 0.4631 (2) | 0.1993 (3) | 0.0295 (6) | |
H25 | 0.5013 | 0.3915 | 0.1731 | 0.035* | |
C26 | 0.43051 (12) | 0.5130 (2) | 0.1258 (2) | 0.0242 (6) | |
C27 | 0.40568 (13) | 0.3619 (2) | −0.0518 (3) | 0.0278 (6) | |
H27A | 0.4520 | 0.3360 | −0.0340 | 0.033* | |
H27B | 0.4002 | 0.3729 | −0.1495 | 0.033* | |
C28 | 0.35886 (12) | 0.2665 (2) | −0.0092 (2) | 0.0210 (6) | |
C29 | 0.36708 (13) | 0.1577 (2) | −0.0672 (2) | 0.0243 (6) | |
H29 | 0.4013 | 0.1461 | −0.1297 | 0.029* | |
C30 | 0.32584 (13) | 0.0667 (2) | −0.0344 (3) | 0.0265 (6) | |
H30 | 0.3324 | −0.0074 | −0.0728 | 0.032* | |
C31 | 0.27498 (12) | 0.0838 (2) | 0.0546 (2) | 0.0227 (6) | |
H31 | 0.2465 | 0.0213 | 0.0761 | 0.027* | |
C32 | 0.26519 (12) | 0.1918 (2) | 0.1129 (2) | 0.0215 (6) | |
C33 | 0.30834 (13) | 0.2820 (2) | 0.0808 (2) | 0.0232 (6) | |
H33 | 0.3029 | 0.3554 | 0.1216 | 0.028* | |
C34 | 0.20673 (13) | 0.2119 (2) | 0.2025 (3) | 0.0261 (6) | |
H34A | 0.1903 | 0.1366 | 0.2353 | 0.031* | |
H34B | 0.2215 | 0.2581 | 0.2810 | 0.031* |
U11 | U22 | U33 | U12 | U13 | U23 | |
N1 | 0.0296 (12) | 0.0165 (12) | 0.0286 (12) | −0.0035 (9) | 0.0037 (10) | −0.0037 (10) |
N2 | 0.0284 (11) | 0.0148 (11) | 0.0272 (11) | −0.0020 (9) | 0.0047 (10) | −0.0022 (9) |
C1 | 0.0257 (14) | 0.0312 (16) | 0.0273 (14) | −0.0067 (12) | 0.0082 (12) | −0.0087 (12) |
C2 | 0.0336 (16) | 0.0289 (17) | 0.0463 (18) | −0.0107 (13) | 0.0155 (14) | −0.0161 (14) |
C3 | 0.0387 (18) | 0.047 (2) | 0.055 (2) | −0.0173 (16) | 0.0181 (17) | −0.0241 (18) |
C4 | 0.0343 (17) | 0.072 (3) | 0.0400 (18) | −0.0196 (18) | 0.0100 (15) | −0.0308 (19) |
C5 | 0.0318 (16) | 0.056 (2) | 0.0308 (15) | −0.0096 (15) | 0.0041 (13) | −0.0100 (15) |
C6 | 0.0290 (14) | 0.0325 (16) | 0.0250 (13) | −0.0069 (12) | 0.0065 (12) | −0.0059 (12) |
C7 | 0.0259 (14) | 0.0261 (15) | 0.0241 (13) | −0.0043 (11) | 0.0031 (11) | −0.0012 (12) |
C8 | 0.0301 (15) | 0.0343 (17) | 0.0264 (14) | 0.0009 (13) | −0.0014 (12) | 0.0078 (13) |
C9 | 0.0337 (15) | 0.0258 (15) | 0.0280 (14) | 0.0011 (12) | 0.0051 (12) | 0.0024 (12) |
C10 | 0.0357 (15) | 0.0159 (14) | 0.0223 (13) | −0.0023 (12) | 0.0035 (12) | −0.0017 (11) |
C11 | 0.0286 (14) | 0.0205 (14) | 0.0168 (12) | −0.0016 (11) | 0.0011 (11) | 0.0001 (11) |
C12 | 0.0275 (14) | 0.0193 (14) | 0.0205 (12) | −0.0003 (11) | 0.0073 (11) | −0.0019 (11) |
C13 | 0.0350 (16) | 0.0237 (15) | 0.0347 (15) | 0.0073 (13) | 0.0009 (13) | 0.0065 (13) |
C14 | 0.0431 (16) | 0.0178 (14) | 0.0243 (14) | 0.0038 (12) | 0.0005 (13) | 0.0019 (11) |
C15 | 0.0387 (15) | 0.0138 (13) | 0.0218 (13) | −0.0020 (12) | 0.0043 (12) | 0.0040 (11) |
C16 | 0.0377 (15) | 0.0112 (13) | 0.0232 (13) | −0.0032 (11) | 0.0055 (12) | −0.0014 (11) |
C17 | 0.0321 (14) | 0.0135 (13) | 0.0195 (12) | −0.0078 (11) | 0.0039 (11) | −0.0014 (10) |
C18 | 0.0275 (14) | 0.0155 (13) | 0.0241 (13) | −0.0013 (11) | 0.0082 (11) | 0.0008 (11) |
C19 | 0.0363 (15) | 0.0189 (14) | 0.0193 (12) | −0.0027 (12) | 0.0051 (12) | −0.0022 (11) |
C20 | 0.0339 (15) | 0.0236 (15) | 0.0187 (12) | −0.0044 (12) | −0.0003 (11) | 0.0033 (11) |
C21 | 0.0297 (14) | 0.0161 (14) | 0.0254 (13) | −0.0078 (11) | 0.0039 (11) | 0.0022 (11) |
C22 | 0.0353 (15) | 0.0266 (16) | 0.0291 (14) | −0.0093 (13) | 0.0019 (13) | −0.0006 (12) |
C23 | 0.0395 (17) | 0.0361 (18) | 0.0278 (14) | −0.0141 (14) | −0.0048 (13) | 0.0038 (13) |
C24 | 0.0294 (15) | 0.0374 (18) | 0.0370 (16) | −0.0086 (13) | −0.0019 (13) | 0.0156 (14) |
C25 | 0.0302 (15) | 0.0253 (15) | 0.0332 (15) | −0.0062 (12) | 0.0063 (13) | 0.0076 (13) |
C26 | 0.0270 (14) | 0.0201 (14) | 0.0258 (13) | −0.0086 (11) | 0.0053 (12) | 0.0035 (11) |
C27 | 0.0324 (15) | 0.0179 (14) | 0.0336 (15) | 0.0011 (11) | 0.0091 (12) | −0.0050 (12) |
C28 | 0.0258 (13) | 0.0169 (13) | 0.0202 (12) | 0.0025 (11) | −0.0008 (11) | 0.0015 (10) |
C29 | 0.0275 (14) | 0.0228 (14) | 0.0225 (13) | 0.0065 (11) | 0.0023 (11) | −0.0024 (11) |
C30 | 0.0336 (15) | 0.0176 (14) | 0.0282 (14) | 0.0024 (12) | −0.0014 (12) | −0.0038 (11) |
C31 | 0.0293 (14) | 0.0137 (13) | 0.0248 (13) | 0.0001 (11) | −0.0045 (12) | 0.0016 (11) |
C32 | 0.0291 (14) | 0.0157 (13) | 0.0197 (12) | 0.0007 (11) | −0.0011 (11) | 0.0023 (10) |
C33 | 0.0336 (14) | 0.0137 (13) | 0.0224 (13) | 0.0005 (11) | 0.0018 (12) | −0.0006 (10) |
C34 | 0.0354 (15) | 0.0158 (14) | 0.0272 (13) | −0.0022 (12) | 0.0048 (12) | 0.0013 (11) |
N1—C1 | 1.384 (3) | C16—H16 | 0.95 |
N1—C12 | 1.400 (3) | C17—C18 | 1.414 (3) |
N1—C34 | 1.455 (3) | C17—C21 | 1.441 (3) |
N2—C18 | 1.382 (3) | C18—C19 | 1.389 (3) |
N2—C26 | 1.383 (3) | C19—C20 | 1.387 (4) |
N2—C27 | 1.457 (3) | C19—H19 | 0.95 |
C1—C2 | 1.402 (4) | C20—H20 | 0.95 |
C1—C6 | 1.413 (4) | C21—C22 | 1.396 (3) |
C2—C3 | 1.375 (4) | C21—C26 | 1.424 (4) |
C2—H2 | 0.95 | C22—C23 | 1.377 (4) |
C3—C4 | 1.385 (5) | C22—H22 | 0.95 |
C3—H3 | 0.95 | C23—C24 | 1.406 (4) |
C4—C5 | 1.398 (5) | C23—H23 | 0.95 |
C4—H4 | 0.95 | C24—C25 | 1.383 (4) |
C5—C6 | 1.391 (4) | C24—H24 | 0.95 |
C5—H5 | 0.95 | C25—C26 | 1.390 (4) |
C6—C7 | 1.446 (4) | C25—H25 | 0.95 |
C7—C8 | 1.400 (4) | C27—C28 | 1.519 (3) |
C7—C12 | 1.405 (3) | C27—H27A | 0.99 |
C8—C9 | 1.389 (4) | C27—H27B | 0.99 |
C8—H8 | 0.95 | C28—C33 | 1.386 (3) |
C9—C10 | 1.405 (3) | C28—C29 | 1.398 (3) |
C9—C13 | 1.497 (4) | C29—C30 | 1.386 (4) |
C10—C11 | 1.380 (3) | C29—H29 | 0.95 |
C10—H10 | 0.95 | C30—C31 | 1.387 (4) |
C11—C12 | 1.390 (3) | C30—H30 | 0.95 |
C11—H11 | 0.95 | C31—C32 | 1.396 (3) |
C13—C14 | 1.322 (4) | C31—H31 | 0.95 |
C13—H13 | 0.95 | C32—C33 | 1.400 (3) |
C14—C15 | 1.488 (4) | C32—C34 | 1.514 (4) |
C14—H14 | 0.95 | C33—H33 | 0.95 |
C15—C16 | 1.384 (3) | C34—H34A | 0.99 |
C15—C20 | 1.415 (3) | C34—H34B | 0.99 |
C16—C17 | 1.401 (3) | ||
C1—N1—C12 | 107.9 (2) | N2—C18—C19 | 129.0 (2) |
C1—N1—C34 | 125.7 (2) | N2—C18—C17 | 109.1 (2) |
C12—N1—C34 | 123.7 (2) | C19—C18—C17 | 121.9 (2) |
C18—N2—C26 | 109.1 (2) | C20—C19—C18 | 117.4 (2) |
C18—N2—C27 | 124.3 (2) | C20—C19—H19 | 121.3 |
C26—N2—C27 | 126.4 (2) | C18—C19—H19 | 121.3 |
N1—C1—C2 | 128.9 (3) | C19—C20—C15 | 122.3 (2) |
N1—C1—C6 | 109.7 (2) | C19—C20—H20 | 118.8 |
C2—C1—C6 | 121.4 (2) | C15—C20—H20 | 118.8 |
C3—C2—C1 | 117.4 (3) | C22—C21—C26 | 119.3 (2) |
C3—C2—H2 | 121.3 | C22—C21—C17 | 134.1 (2) |
C1—C2—H2 | 121.3 | C26—C21—C17 | 106.5 (2) |
C2—C3—C4 | 122.1 (3) | C23—C22—C21 | 119.5 (3) |
C2—C3—H3 | 119.0 | C23—C22—H22 | 120.3 |
C4—C3—H3 | 119.0 | C21—C22—H22 | 120.3 |
C3—C4—C5 | 121.1 (3) | C22—C23—C24 | 120.5 (3) |
C3—C4—H4 | 119.5 | C22—C23—H23 | 119.7 |
C5—C4—H4 | 119.5 | C24—C23—H23 | 119.7 |
C6—C5—C4 | 118.2 (3) | C25—C24—C23 | 121.5 (3) |
C6—C5—H5 | 120.9 | C25—C24—H24 | 119.3 |
C4—C5—H5 | 120.9 | C23—C24—H24 | 119.3 |
C5—C6—C1 | 119.9 (3) | C24—C25—C26 | 118.0 (3) |
C5—C6—C7 | 133.8 (3) | C24—C25—H25 | 121.0 |
C1—C6—C7 | 106.4 (2) | C26—C25—H25 | 121.0 |
C8—C7—C12 | 119.3 (2) | N2—C26—C25 | 130.1 (2) |
C8—C7—C6 | 133.9 (2) | N2—C26—C21 | 108.7 (2) |
C12—C7—C6 | 106.8 (2) | C25—C26—C21 | 121.2 (2) |
C9—C8—C7 | 119.7 (2) | N2—C27—C28 | 115.6 (2) |
C9—C8—H8 | 120.1 | N2—C27—H27A | 108.4 |
C7—C8—H8 | 120.1 | C28—C27—H27A | 108.4 |
C8—C9—C10 | 118.9 (2) | N2—C27—H27B | 108.4 |
C8—C9—C13 | 123.0 (2) | C28—C27—H27B | 108.4 |
C10—C9—C13 | 117.8 (2) | H27A—C27—H27B | 107.4 |
C11—C10—C9 | 122.7 (2) | C33—C28—C29 | 118.9 (2) |
C11—C10—H10 | 118.7 | C33—C28—C27 | 123.9 (2) |
C9—C10—H10 | 118.7 | C29—C28—C27 | 117.2 (2) |
C10—C11—C12 | 117.3 (2) | C30—C29—C28 | 120.6 (2) |
C10—C11—H11 | 121.4 | C30—C29—H29 | 119.7 |
C12—C11—H11 | 121.4 | C28—C29—H29 | 119.7 |
C11—C12—N1 | 128.8 (2) | C29—C30—C31 | 119.9 (2) |
C11—C12—C7 | 121.9 (2) | C29—C30—H30 | 120.0 |
N1—C12—C7 | 109.3 (2) | C31—C30—H30 | 120.0 |
C14—C13—C9 | 120.4 (3) | C30—C31—C32 | 120.7 (2) |
C14—C13—H13 | 119.8 | C30—C31—H31 | 119.7 |
C9—C13—H13 | 119.8 | C32—C31—H31 | 119.7 |
C13—C14—C15 | 121.2 (2) | C31—C32—C33 | 118.5 (2) |
C13—C14—H14 | 119.4 | C31—C32—C34 | 120.3 (2) |
C15—C14—H14 | 119.4 | C33—C32—C34 | 121.1 (2) |
C16—C15—C20 | 118.8 (2) | C28—C33—C32 | 121.4 (2) |
C16—C15—C14 | 122.7 (2) | C28—C33—H33 | 119.3 |
C20—C15—C14 | 117.5 (2) | C32—C33—H33 | 119.3 |
C15—C16—C17 | 120.3 (2) | N1—C34—C32 | 111.4 (2) |
C15—C16—H16 | 119.9 | N1—C34—H34A | 109.3 |
C17—C16—H16 | 119.9 | C32—C34—H34A | 109.3 |
C16—C17—C18 | 119.0 (2) | N1—C34—H34B | 109.3 |
C16—C17—C21 | 134.0 (2) | C32—C34—H34B | 109.3 |
C18—C17—C21 | 106.7 (2) | H34A—C34—H34B | 108.0 |
C12—N1—C1—C2 | 178.8 (3) | C27—N2—C18—C17 | 175.8 (2) |
C34—N1—C1—C2 | 17.1 (4) | C16—C17—C18—N2 | −175.5 (2) |
C12—N1—C1—C6 | −1.8 (3) | C21—C17—C18—N2 | −0.6 (3) |
C34—N1—C1—C6 | −163.5 (2) | C16—C17—C18—C19 | 2.1 (4) |
N1—C1—C2—C3 | −179.8 (3) | C21—C17—C18—C19 | 177.0 (2) |
C6—C1—C2—C3 | 0.8 (4) | N2—C18—C19—C20 | 173.2 (2) |
C1—C2—C3—C4 | −0.4 (4) | C17—C18—C19—C20 | −3.8 (4) |
C2—C3—C4—C5 | −0.1 (5) | C18—C19—C20—C15 | 0.6 (4) |
C3—C4—C5—C6 | 0.2 (4) | C16—C15—C20—C19 | 4.3 (4) |
C4—C5—C6—C1 | 0.2 (4) | C14—C15—C20—C19 | −164.8 (2) |
C4—C5—C6—C7 | 177.9 (3) | C16—C17—C21—C22 | −1.8 (5) |
N1—C1—C6—C5 | 179.8 (2) | C18—C17—C21—C22 | −175.6 (3) |
C2—C1—C6—C5 | −0.7 (4) | C16—C17—C21—C26 | 173.7 (3) |
N1—C1—C6—C7 | 1.5 (3) | C18—C17—C21—C26 | −0.1 (3) |
C2—C1—C6—C7 | −179.0 (2) | C26—C21—C22—C23 | 1.9 (4) |
C5—C6—C7—C8 | −1.4 (5) | C17—C21—C22—C23 | 177.0 (3) |
C1—C6—C7—C8 | 176.5 (3) | C21—C22—C23—C24 | 0.1 (4) |
C5—C6—C7—C12 | −178.6 (3) | C22—C23—C24—C25 | −1.3 (4) |
C1—C6—C7—C12 | −0.7 (3) | C23—C24—C25—C26 | 0.3 (4) |
C12—C7—C8—C9 | 2.1 (4) | C18—N2—C26—C25 | 178.7 (3) |
C6—C7—C8—C9 | −174.8 (3) | C27—N2—C26—C25 | 4.1 (4) |
C7—C8—C9—C10 | −5.5 (4) | C18—N2—C26—C21 | −1.1 (3) |
C7—C8—C9—C13 | 168.0 (3) | C27—N2—C26—C21 | −175.7 (2) |
C8—C9—C10—C11 | 4.7 (4) | C24—C25—C26—N2 | −178.1 (2) |
C13—C9—C10—C11 | −169.2 (3) | C24—C25—C26—C21 | 1.7 (4) |
C9—C10—C11—C12 | −0.3 (4) | C22—C21—C26—N2 | 177.0 (2) |
C10—C11—C12—N1 | 177.4 (2) | C17—C21—C26—N2 | 0.7 (3) |
C10—C11—C12—C7 | −3.3 (4) | C22—C21—C26—C25 | −2.8 (4) |
C1—N1—C12—C11 | −179.2 (2) | C17—C21—C26—C25 | −179.2 (2) |
C34—N1—C12—C11 | −17.0 (4) | C18—N2—C27—C28 | −79.6 (3) |
C1—N1—C12—C7 | 1.4 (3) | C26—N2—C27—C28 | 94.2 (3) |
C34—N1—C12—C7 | 163.5 (2) | N2—C27—C28—C33 | 2.7 (4) |
C8—C7—C12—C11 | 2.4 (4) | N2—C27—C28—C29 | −178.6 (2) |
C6—C7—C12—C11 | −179.9 (2) | C33—C28—C29—C30 | −0.6 (4) |
C8—C7—C12—N1 | −178.1 (2) | C27—C28—C29—C30 | −179.3 (2) |
C6—C7—C12—N1 | −0.4 (3) | C28—C29—C30—C31 | 1.4 (4) |
C8—C9—C13—C14 | −119.2 (3) | C29—C30—C31—C32 | −0.7 (4) |
C10—C9—C13—C14 | 54.5 (4) | C30—C31—C32—C33 | −0.8 (3) |
C9—C13—C14—C15 | 5.9 (4) | C30—C31—C32—C34 | 175.8 (2) |
C13—C14—C15—C16 | −106.9 (3) | C29—C28—C33—C32 | −0.9 (4) |
C13—C14—C15—C20 | 61.7 (3) | C27—C28—C33—C32 | 177.7 (2) |
C20—C15—C16—C17 | −6.0 (4) | C31—C32—C33—C28 | 1.6 (3) |
C14—C15—C16—C17 | 162.4 (2) | C34—C32—C33—C28 | −175.0 (2) |
C15—C16—C17—C18 | 3.0 (4) | C1—N1—C34—C32 | 73.7 (3) |
C15—C16—C17—C21 | −170.2 (3) | C12—N1—C34—C32 | −85.2 (3) |
C26—N2—C18—C19 | −176.3 (3) | C31—C32—C34—N1 | −100.9 (3) |
C27—N2—C18—C19 | −1.5 (4) | C33—C32—C34—N1 | 75.6 (3) |
C26—N2—C18—C17 | 1.1 (3) |