Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805032423/hk6041sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805032423/hk6041Isup2.hkl |
CCDC reference: 289772
Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT; 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.
C36H31N | Dx = 1.113 Mg m−3 |
Mr = 477.62 | Melting point: 160 K |
Orthorhombic, Pbca | Mo Kα radiation, λ = 0.71073 Å |
a = 16.629 (2) Å | Cell parameters from 4038 reflections |
b = 14.9729 (19) Å | θ = 2.5–20.6° |
c = 22.899 (3) Å | µ = 0.06 mm−1 |
V = 5701.3 (13) Å3 | T = 294 K |
Z = 8 | Block, yellow |
F(000) = 2032 | 0.24 × 0.16 × 0.14 mm |
Bruker SMART CCD area-detector diffractometer | 5830 independent reflections |
Radiation source: fine-focus sealed tube | 2710 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.071 |
φ and ω scans | θmax = 26.4°, θmin = 1.8° |
Absorption correction: multi-scan (SADABS; Bruker, 1997) | h = −16→20 |
Tmin = 0.975, Tmax = 0.991 | k = −18→18 |
30699 measured reflections | l = −28→25 |
Refinement on F2 | 12 restraints |
Least-squares matrix: full | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.050 | w = 1/[σ2(Fo2) + (0.0558P)2 + 0.4918P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.143 | (Δ/σ)max = 0.005 |
S = 1.01 | Δρmax = 0.17 e Å−3 |
5830 reflections | Δρmin = −0.15 e Å−3 |
336 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 | ||
N1 | 0.12394 (10) | 0.77860 (13) | 0.09231 (9) | 0.0697 (6) | |
C1 | 0.06843 (12) | 0.21249 (15) | 0.21684 (9) | 0.0516 (6) | |
C2 | −0.00783 (13) | 0.21673 (14) | 0.18290 (9) | 0.0562 (6) | |
C3 | −0.01074 (16) | 0.24705 (17) | 0.12571 (11) | 0.0760 (7) | |
H3 | 0.0365 | 0.2639 | 0.1069 | 0.091* | |
C4 | −0.0836 (2) | 0.2525 (2) | 0.09637 (12) | 0.0929 (9) | |
H4 | −0.0851 | 0.2736 | 0.0582 | 0.112* | |
C5 | −0.1533 (2) | 0.2269 (2) | 0.12330 (16) | 0.0989 (9) | |
H5 | −0.2021 | 0.2308 | 0.1036 | 0.119* | |
C6 | −0.15096 (16) | 0.19584 (19) | 0.17912 (14) | 0.0891 (8) | |
H6 | −0.1983 | 0.1784 | 0.1975 | 0.107* | |
C7 | −0.07922 (14) | 0.19000 (16) | 0.20856 (11) | 0.0676 (7) | |
H7 | −0.0786 | 0.1677 | 0.2465 | 0.081* | |
C8 | 0.08875 (12) | 0.12799 (15) | 0.24666 (10) | 0.0545 (6) | |
C9 | 0.07081 (14) | 0.04581 (17) | 0.22196 (12) | 0.0713 (7) | |
H9 | 0.0428 | 0.0436 | 0.1868 | 0.086* | |
C10 | 0.09391 (17) | −0.03274 (18) | 0.24866 (15) | 0.0879 (8) | |
H10 | 0.0822 | −0.0872 | 0.2311 | 0.105* | |
C11 | 0.13387 (16) | −0.0310 (2) | 0.30084 (17) | 0.0915 (9) | |
H11 | 0.1497 | −0.0841 | 0.3185 | 0.110* | |
C12 | 0.15064 (14) | 0.0492 (2) | 0.32716 (12) | 0.0795 (8) | |
H12 | 0.1772 | 0.0507 | 0.3629 | 0.095* | |
C13 | 0.12768 (12) | 0.12786 (16) | 0.30016 (11) | 0.0632 (6) | |
H13 | 0.1387 | 0.1820 | 0.3184 | 0.076* | |
C14 | 0.11809 (12) | 0.28416 (15) | 0.22111 (9) | 0.0557 (6) | |
H14 | 0.1664 | 0.2751 | 0.2407 | 0.067* | |
C15 | 0.10423 (13) | 0.37202 (15) | 0.19875 (9) | 0.0564 (6) | |
H15 | 0.0545 | 0.3832 | 0.1817 | 0.068* | |
C16 | 0.15666 (12) | 0.43906 (15) | 0.20036 (9) | 0.0562 (6) | |
H16 | 0.2052 | 0.4280 | 0.2191 | 0.067* | |
C17 | 0.14596 (12) | 0.52763 (14) | 0.17590 (9) | 0.0503 (5) | |
C18 | 0.20769 (12) | 0.59010 (15) | 0.17676 (9) | 0.0570 (6) | |
H18 | 0.2553 | 0.5758 | 0.1959 | 0.068* | |
C19 | 0.20097 (13) | 0.67206 (15) | 0.15049 (10) | 0.0619 (6) | |
H19 | 0.2436 | 0.7121 | 0.1524 | 0.074* | |
C20 | 0.13125 (12) | 0.69582 (15) | 0.12118 (10) | 0.0579 (6) | |
C21 | 0.06848 (12) | 0.63513 (15) | 0.12058 (10) | 0.0597 (6) | |
H21 | 0.0208 | 0.6499 | 0.1016 | 0.072* | |
C22 | 0.07540 (12) | 0.55376 (15) | 0.14742 (9) | 0.0570 (6) | |
H22 | 0.0319 | 0.5147 | 0.1467 | 0.068* | |
C23 | 0.19283 (13) | 0.81937 (17) | 0.06699 (10) | 0.0613 (6) | |
C24 | 0.24623 (16) | 0.76996 (19) | 0.03360 (11) | 0.0791 (7) | |
H24 | 0.2365 | 0.7097 | 0.0266 | 0.095* | |
C25 | 0.31437 (16) | 0.8105 (2) | 0.01056 (11) | 0.0882 (9) | |
H25 | 0.3503 | 0.7765 | −0.0112 | 0.106* | |
C26 | 0.32991 (16) | 0.8995 (2) | 0.01914 (11) | 0.0821 (8) | |
C27 | 0.27608 (15) | 0.94740 (19) | 0.05112 (10) | 0.0753 (7) | |
H27 | 0.2851 | 1.0081 | 0.0569 | 0.090* | |
C28 | 0.20870 (14) | 0.90876 (17) | 0.07516 (10) | 0.0670 (7) | |
H28 | 0.1735 | 0.9434 | 0.0972 | 0.080* | |
C29 | 0.40591 (18) | 0.9424 (3) | −0.00451 (14) | 0.1300 (13) | |
H29A | 0.4390 | 0.9619 | 0.0274 | 0.195* | |
H29B | 0.3919 | 0.9929 | −0.0283 | 0.195* | |
H29C | 0.4350 | 0.8997 | −0.0276 | 0.195* | |
C30 | 0.04878 (12) | 0.82316 (14) | 0.08929 (10) | 0.0560 (6) | |
C31 | 0.02397 (14) | 0.86527 (15) | 0.03875 (10) | 0.0647 (6) | |
H31 | 0.0569 | 0.8644 | 0.0059 | 0.078* | |
C32 | −0.04906 (15) | 0.90844 (17) | 0.03655 (11) | 0.0724 (7) | |
H32 | −0.0645 | 0.9364 | 0.0021 | 0.087* | |
C33 | −0.09950 (14) | 0.91136 (16) | 0.08365 (12) | 0.0721 (7) | |
C34 | −0.07454 (16) | 0.86931 (17) | 0.13351 (11) | 0.0767 (7) | |
H34 | −0.1077 | 0.8704 | 0.1662 | 0.092* | |
C35 | −0.00227 (15) | 0.82569 (16) | 0.13679 (10) | 0.0682 (7) | |
H35 | 0.0125 | 0.7975 | 0.1714 | 0.082* | |
C36 | −0.17928 (17) | 0.9602 (2) | 0.08128 (15) | 0.1227 (12) | |
H36A | −0.2192 | 0.9221 | 0.0640 | 0.184* | |
H36B | −0.1736 | 1.0133 | 0.0582 | 0.184* | |
H36C | −0.1956 | 0.9760 | 0.1201 | 0.184* |
U11 | U22 | U33 | U12 | U13 | U23 | |
N1 | 0.0442 (11) | 0.0601 (13) | 0.1048 (15) | −0.0014 (10) | 0.0037 (10) | 0.0228 (12) |
C1 | 0.0421 (12) | 0.0551 (14) | 0.0576 (13) | 0.0030 (11) | 0.0104 (10) | 0.0031 (11) |
C2 | 0.0547 (14) | 0.0562 (15) | 0.0577 (14) | −0.0013 (11) | 0.0015 (11) | 0.0005 (11) |
C3 | 0.0890 (19) | 0.0780 (18) | 0.0611 (16) | −0.0072 (15) | 0.0033 (15) | 0.0007 (14) |
C4 | 0.124 (3) | 0.089 (2) | 0.0657 (18) | −0.0051 (19) | −0.030 (2) | −0.0003 (15) |
C5 | 0.091 (2) | 0.096 (2) | 0.110 (2) | −0.0052 (19) | −0.047 (2) | 0.000 (2) |
C6 | 0.0624 (18) | 0.104 (2) | 0.101 (2) | −0.0085 (15) | −0.0181 (16) | 0.0096 (18) |
C7 | 0.0528 (15) | 0.0785 (18) | 0.0714 (15) | −0.0041 (12) | −0.0064 (13) | 0.0102 (13) |
C8 | 0.0349 (11) | 0.0567 (15) | 0.0720 (15) | 0.0011 (11) | 0.0068 (11) | 0.0047 (13) |
C9 | 0.0612 (15) | 0.0574 (17) | 0.0951 (18) | −0.0031 (13) | −0.0005 (13) | 0.0033 (15) |
C10 | 0.0696 (18) | 0.0580 (19) | 0.136 (3) | −0.0023 (14) | 0.0055 (19) | 0.0057 (18) |
C11 | 0.0613 (18) | 0.071 (2) | 0.142 (3) | 0.0069 (15) | 0.0106 (19) | 0.035 (2) |
C12 | 0.0486 (15) | 0.090 (2) | 0.100 (2) | 0.0100 (15) | −0.0013 (13) | 0.0274 (18) |
C13 | 0.0401 (13) | 0.0653 (17) | 0.0841 (17) | 0.0046 (11) | 0.0040 (12) | 0.0101 (14) |
C14 | 0.0432 (12) | 0.0577 (15) | 0.0660 (14) | 0.0028 (11) | 0.0062 (11) | 0.0052 (12) |
C15 | 0.0442 (12) | 0.0584 (15) | 0.0666 (14) | 0.0020 (12) | 0.0053 (11) | 0.0036 (12) |
C16 | 0.0418 (12) | 0.0594 (15) | 0.0674 (14) | 0.0006 (11) | −0.0008 (11) | 0.0046 (12) |
C17 | 0.0396 (12) | 0.0525 (14) | 0.0589 (13) | −0.0010 (10) | −0.0020 (10) | −0.0008 (11) |
C18 | 0.0395 (12) | 0.0593 (15) | 0.0724 (15) | −0.0033 (11) | −0.0105 (11) | 0.0014 (12) |
C19 | 0.0455 (13) | 0.0560 (15) | 0.0842 (16) | −0.0124 (11) | −0.0068 (12) | 0.0031 (13) |
C20 | 0.0435 (13) | 0.0556 (15) | 0.0747 (15) | −0.0025 (11) | −0.0038 (12) | 0.0062 (12) |
C21 | 0.0378 (12) | 0.0591 (15) | 0.0823 (16) | −0.0001 (11) | −0.0111 (11) | 0.0050 (13) |
C22 | 0.0387 (12) | 0.0543 (15) | 0.0779 (16) | −0.0077 (10) | −0.0020 (11) | −0.0001 (12) |
C23 | 0.0464 (14) | 0.0667 (17) | 0.0708 (15) | −0.0053 (12) | −0.0014 (12) | 0.0070 (13) |
C24 | 0.0682 (17) | 0.082 (2) | 0.0876 (18) | 0.0055 (15) | 0.0024 (15) | −0.0034 (15) |
C25 | 0.0606 (18) | 0.131 (3) | 0.0733 (18) | 0.0075 (18) | 0.0135 (14) | −0.0065 (18) |
C26 | 0.0600 (17) | 0.124 (3) | 0.0623 (16) | −0.0235 (18) | 0.0020 (13) | 0.0068 (17) |
C27 | 0.0699 (17) | 0.091 (2) | 0.0656 (16) | −0.0264 (15) | 0.0023 (14) | 0.0032 (14) |
C28 | 0.0607 (15) | 0.0686 (18) | 0.0716 (16) | −0.0110 (13) | 0.0089 (12) | 0.0003 (14) |
C29 | 0.084 (2) | 0.198 (4) | 0.107 (2) | −0.049 (2) | 0.0291 (18) | 0.006 (2) |
C30 | 0.0461 (13) | 0.0495 (14) | 0.0725 (15) | −0.0035 (11) | 0.0018 (12) | 0.0072 (12) |
C31 | 0.0604 (16) | 0.0676 (16) | 0.0660 (15) | 0.0021 (13) | 0.0124 (12) | 0.0124 (13) |
C32 | 0.0666 (16) | 0.0760 (18) | 0.0747 (17) | 0.0073 (14) | 0.0026 (14) | 0.0237 (14) |
C33 | 0.0626 (16) | 0.0656 (17) | 0.0883 (18) | 0.0146 (13) | 0.0101 (15) | 0.0148 (15) |
C34 | 0.0802 (19) | 0.0771 (18) | 0.0728 (17) | 0.0154 (15) | 0.0228 (15) | 0.0078 (15) |
C35 | 0.0717 (16) | 0.0724 (17) | 0.0604 (15) | 0.0088 (14) | 0.0012 (13) | 0.0107 (13) |
C36 | 0.088 (2) | 0.127 (3) | 0.153 (3) | 0.0471 (19) | 0.024 (2) | 0.038 (2) |
N1—C20 | 1.410 (3) | C18—C19 | 1.371 (3) |
N1—C30 | 1.418 (3) | C18—H18 | 0.9300 |
N1—C23 | 1.422 (3) | C19—C20 | 1.386 (3) |
C1—C14 | 1.358 (3) | C19—H19 | 0.9300 |
C1—C8 | 1.477 (3) | C20—C21 | 1.384 (3) |
C1—C2 | 1.489 (3) | C21—C22 | 1.369 (3) |
C2—C7 | 1.384 (3) | C21—H21 | 0.9300 |
C2—C3 | 1.387 (3) | C22—H22 | 0.9300 |
C3—C4 | 1.388 (4) | C23—C28 | 1.377 (3) |
C3—H3 | 0.9300 | C23—C24 | 1.386 (3) |
C4—C5 | 1.367 (4) | C24—C25 | 1.390 (4) |
C4—H4 | 0.9300 | C24—H24 | 0.9300 |
C5—C6 | 1.361 (4) | C25—C26 | 1.371 (4) |
C5—H5 | 0.9300 | C25—H25 | 0.9300 |
C6—C7 | 1.373 (3) | C26—C27 | 1.361 (4) |
C6—H6 | 0.9300 | C26—C29 | 1.518 (4) |
C7—H7 | 0.9300 | C27—C28 | 1.376 (3) |
C8—C13 | 1.386 (3) | C27—H27 | 0.9300 |
C8—C9 | 1.387 (3) | C28—H28 | 0.9300 |
C9—C10 | 1.380 (3) | C29—H29A | 0.9600 |
C9—H9 | 0.9300 | C29—H29B | 0.9600 |
C10—C11 | 1.367 (4) | C29—H29C | 0.9600 |
C10—H10 | 0.9300 | C30—C35 | 1.380 (3) |
C11—C12 | 1.373 (4) | C30—C31 | 1.381 (3) |
C11—H11 | 0.9300 | C31—C32 | 1.377 (3) |
C12—C13 | 1.383 (3) | C31—H31 | 0.9300 |
C12—H12 | 0.9300 | C32—C33 | 1.367 (3) |
C13—H13 | 0.9300 | C32—H32 | 0.9300 |
C14—C15 | 1.430 (3) | C33—C34 | 1.368 (3) |
C14—H14 | 0.9300 | C33—C36 | 1.515 (3) |
C15—C16 | 1.330 (3) | C34—C35 | 1.370 (3) |
C15—H15 | 0.9300 | C34—H34 | 0.9300 |
C16—C17 | 1.451 (3) | C35—H35 | 0.9300 |
C16—H16 | 0.9300 | C36—H36A | 0.9600 |
C17—C18 | 1.389 (3) | C36—H36B | 0.9600 |
C17—C22 | 1.398 (3) | C36—H36C | 0.9600 |
C20—N1—C30 | 120.81 (17) | C20—C19—H19 | 119.7 |
C20—N1—C23 | 119.95 (18) | C21—C20—C19 | 117.9 (2) |
C30—N1—C23 | 119.22 (18) | C21—C20—N1 | 120.49 (19) |
C14—C1—C8 | 120.32 (19) | C19—C20—N1 | 121.65 (19) |
C14—C1—C2 | 121.5 (2) | C22—C21—C20 | 121.1 (2) |
C8—C1—C2 | 118.22 (19) | C22—C21—H21 | 119.5 |
C7—C2—C3 | 117.8 (2) | C20—C21—H21 | 119.5 |
C7—C2—C1 | 119.79 (19) | C21—C22—C17 | 121.92 (19) |
C3—C2—C1 | 122.5 (2) | C21—C22—H22 | 119.0 |
C2—C3—C4 | 120.4 (2) | C17—C22—H22 | 119.0 |
C2—C3—H3 | 119.8 | C28—C23—C24 | 118.1 (2) |
C4—C3—H3 | 119.8 | C28—C23—N1 | 121.1 (2) |
C5—C4—C3 | 120.4 (3) | C24—C23—N1 | 120.8 (2) |
C5—C4—H4 | 119.8 | C23—C24—C25 | 119.9 (3) |
C3—C4—H4 | 119.8 | C23—C24—H24 | 120.1 |
C6—C5—C4 | 119.7 (3) | C25—C24—H24 | 120.1 |
C6—C5—H5 | 120.2 | C26—C25—C24 | 121.6 (3) |
C4—C5—H5 | 120.2 | C26—C25—H25 | 119.2 |
C5—C6—C7 | 120.5 (3) | C24—C25—H25 | 119.2 |
C5—C6—H6 | 119.7 | C27—C26—C25 | 117.7 (2) |
C7—C6—H6 | 119.7 | C27—C26—C29 | 121.1 (3) |
C6—C7—C2 | 121.2 (2) | C25—C26—C29 | 121.1 (3) |
C6—C7—H7 | 119.4 | C26—C27—C28 | 122.0 (3) |
C2—C7—H7 | 119.4 | C26—C27—H27 | 119.0 |
C13—C8—C9 | 117.4 (2) | C28—C27—H27 | 119.0 |
C13—C8—C1 | 121.1 (2) | C27—C28—C23 | 120.7 (2) |
C9—C8—C1 | 121.5 (2) | C27—C28—H28 | 119.7 |
C10—C9—C8 | 121.0 (3) | C23—C28—H28 | 119.7 |
C10—C9—H9 | 119.5 | C26—C29—H29A | 109.5 |
C8—C9—H9 | 119.5 | C26—C29—H29B | 109.5 |
C11—C10—C9 | 120.4 (3) | H29A—C29—H29B | 109.5 |
C11—C10—H10 | 119.8 | C26—C29—H29C | 109.5 |
C9—C10—H10 | 119.8 | H29A—C29—H29C | 109.5 |
C10—C11—C12 | 119.9 (3) | H29B—C29—H29C | 109.5 |
C10—C11—H11 | 120.0 | C35—C30—C31 | 117.7 (2) |
C12—C11—H11 | 120.0 | C35—C30—N1 | 121.1 (2) |
C11—C12—C13 | 119.5 (3) | C31—C30—N1 | 121.2 (2) |
C11—C12—H12 | 120.3 | C32—C31—C30 | 120.6 (2) |
C13—C12—H12 | 120.3 | C32—C31—H31 | 119.7 |
C12—C13—C8 | 121.7 (2) | C30—C31—H31 | 119.7 |
C12—C13—H13 | 119.2 | C33—C32—C31 | 121.8 (2) |
C8—C13—H13 | 119.2 | C33—C32—H32 | 119.1 |
C1—C14—C15 | 127.1 (2) | C31—C32—H32 | 119.1 |
C1—C14—H14 | 116.4 | C32—C33—C34 | 117.2 (2) |
C15—C14—H14 | 116.4 | C32—C33—C36 | 121.6 (2) |
C16—C15—C14 | 125.3 (2) | C34—C33—C36 | 121.1 (2) |
C16—C15—H15 | 117.3 | C33—C34—C35 | 122.1 (2) |
C14—C15—H15 | 117.3 | C33—C34—H34 | 119.0 |
C15—C16—C17 | 126.8 (2) | C35—C34—H34 | 119.0 |
C15—C16—H16 | 116.6 | C34—C35—C30 | 120.6 (2) |
C17—C16—H16 | 116.6 | C34—C35—H35 | 119.7 |
C18—C17—C22 | 116.0 (2) | C30—C35—H35 | 119.7 |
C18—C17—C16 | 121.30 (19) | C33—C36—H36A | 109.5 |
C22—C17—C16 | 122.61 (19) | C33—C36—H36B | 109.5 |
C19—C18—C17 | 122.4 (2) | H36A—C36—H36B | 109.5 |
C19—C18—H18 | 118.8 | C33—C36—H36C | 109.5 |
C17—C18—H18 | 118.8 | H36A—C36—H36C | 109.5 |
C18—C19—C20 | 120.7 (2) | H36B—C36—H36C | 109.5 |
C18—C19—H19 | 119.7 | ||
C14—C1—C2—C7 | −128.5 (2) | C23—N1—C20—C21 | −147.9 (2) |
C8—C1—C2—C7 | 50.9 (3) | C30—N1—C20—C19 | −146.9 (2) |
C14—C1—C2—C3 | 51.3 (3) | C23—N1—C20—C19 | 31.6 (3) |
C8—C1—C2—C3 | −129.3 (2) | C19—C20—C21—C22 | −0.8 (3) |
C7—C2—C3—C4 | 1.8 (4) | N1—C20—C21—C22 | 178.6 (2) |
C1—C2—C3—C4 | −178.0 (2) | C20—C21—C22—C17 | −0.8 (3) |
C2—C3—C4—C5 | −0.8 (4) | C18—C17—C22—C21 | 1.8 (3) |
C3—C4—C5—C6 | −0.2 (5) | C16—C17—C22—C21 | −174.8 (2) |
C4—C5—C6—C7 | 0.0 (4) | C20—N1—C23—C28 | −134.1 (2) |
C5—C6—C7—C2 | 1.1 (4) | C30—N1—C23—C28 | 44.4 (3) |
C3—C2—C7—C6 | −2.0 (4) | C20—N1—C23—C24 | 45.5 (3) |
C1—C2—C7—C6 | 177.8 (2) | C30—N1—C23—C24 | −136.0 (2) |
C14—C1—C8—C13 | 34.7 (3) | C28—C23—C24—C25 | 1.4 (4) |
C2—C1—C8—C13 | −144.6 (2) | N1—C23—C24—C25 | −178.2 (2) |
C14—C1—C8—C9 | −144.3 (2) | C23—C24—C25—C26 | −1.1 (4) |
C2—C1—C8—C9 | 36.3 (3) | C24—C25—C26—C27 | −0.1 (4) |
C13—C8—C9—C10 | −2.6 (3) | C24—C25—C26—C29 | 177.9 (2) |
C1—C8—C9—C10 | 176.5 (2) | C25—C26—C27—C28 | 1.0 (4) |
C8—C9—C10—C11 | 1.2 (4) | C29—C26—C27—C28 | −177.0 (2) |
C9—C10—C11—C12 | 0.5 (4) | C26—C27—C28—C23 | −0.8 (4) |
C10—C11—C12—C13 | −0.8 (4) | C24—C23—C28—C27 | −0.5 (3) |
C11—C12—C13—C8 | −0.7 (3) | N1—C23—C28—C27 | 179.1 (2) |
C9—C8—C13—C12 | 2.3 (3) | C20—N1—C30—C35 | 40.8 (3) |
C1—C8—C13—C12 | −176.71 (19) | C23—N1—C30—C35 | −137.7 (2) |
C8—C1—C14—C15 | −174.91 (19) | C20—N1—C30—C31 | −139.0 (2) |
C2—C1—C14—C15 | 4.4 (3) | C23—N1—C30—C31 | 42.5 (3) |
C1—C14—C15—C16 | −175.2 (2) | C35—C30—C31—C32 | 0.4 (3) |
C14—C15—C16—C17 | 177.1 (2) | N1—C30—C31—C32 | −179.8 (2) |
C15—C16—C17—C18 | −175.3 (2) | C30—C31—C32—C33 | −0.1 (4) |
C15—C16—C17—C22 | 1.1 (3) | C31—C32—C33—C34 | −0.1 (4) |
C22—C17—C18—C19 | −1.1 (3) | C31—C32—C33—C36 | 179.1 (3) |
C16—C17—C18—C19 | 175.5 (2) | C32—C33—C34—C35 | −0.1 (4) |
C17—C18—C19—C20 | −0.5 (3) | C36—C33—C34—C35 | −179.3 (3) |
C18—C19—C20—C21 | 1.5 (3) | C33—C34—C35—C30 | 0.4 (4) |
C18—C19—C20—N1 | −178.0 (2) | C31—C30—C35—C34 | −0.5 (3) |
C30—N1—C20—C21 | 33.6 (3) | N1—C30—C35—C34 | 179.7 (2) |