Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807011476/cv2209sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807011476/cv2209Isup2.hkl |
CCDC reference: 642961
Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: SHELXL97.
C20H19N | F(000) = 1168 |
Mr = 273.36 | Dx = 1.159 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
a = 11.7514 (16) Å | Cell parameters from 1790 reflections |
b = 9.0604 (13) Å | θ = 2.3–19.5° |
c = 29.522 (4) Å | µ = 0.07 mm−1 |
β = 94.589 (3)° | T = 293 K |
V = 3133.2 (7) Å3 | Block, colourless |
Z = 8 | 0.30 × 0.20 × 0.20 mm |
Siemens SMART CCD area-detector diffractometer | 5517 independent reflections |
Radiation source: fine-focus sealed tube | 3045 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.034 |
ω scans | θmax = 25.0°, θmin = 1.8° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −9→13 |
Tmin = 0.980, Tmax = 0.987 | k = −10→10 |
12653 measured reflections | l = −35→34 |
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)] = 0.057 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.148 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0308P)2 + 0.3923P] where P = (Fo2 + 2Fc2)/3 |
5517 reflections | (Δ/σ)max < 0.001 |
379 parameters | Δρmax = 0.16 e Å−3 |
0 restraints | Δρmin = −0.25 e Å−3 |
Experimental. Elemental analysis, found: C 87.90, H 6.98, N 5.12%, calculated: C 87.87, H 7.01, N 5.12%. |
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 | 0.20492 (16) | 0.79151 (19) | 0.33198 (6) | 0.0674 (5) | |
C1 | 0.2869 (2) | 0.8091 (2) | 0.30098 (7) | 0.0629 (6) | |
C2 | 0.2807 (2) | 0.7334 (3) | 0.25946 (8) | 0.0737 (7) | |
H2 | 0.2197 | 0.6703 | 0.2521 | 0.088* | |
C3 | 0.3633 (3) | 0.7509 (3) | 0.22953 (9) | 0.0862 (8) | |
H3 | 0.3565 | 0.6997 | 0.2021 | 0.103* | |
C4 | 0.4556 (2) | 0.8416 (3) | 0.23887 (10) | 0.0894 (8) | |
H4 | 0.5114 | 0.8520 | 0.2185 | 0.107* | |
C5 | 0.4625 (2) | 0.9162 (3) | 0.27926 (10) | 0.0886 (8) | |
H5 | 0.5238 | 0.9795 | 0.2862 | 0.106* | |
C6 | 0.3814 (2) | 0.9002 (3) | 0.30983 (8) | 0.0768 (7) | |
H6 | 0.3899 | 0.9515 | 0.3372 | 0.092* | |
C7 | 0.1856 (2) | 0.9054 (2) | 0.36565 (7) | 0.0723 (6) | |
H7A | 0.1082 | 0.9422 | 0.3601 | 0.087* | |
H7B | 0.2372 | 0.9871 | 0.3616 | 0.087* | |
C8 | 0.20287 (19) | 0.8522 (2) | 0.41400 (7) | 0.0598 (5) | |
C9 | 0.1152 (2) | 0.8538 (3) | 0.44236 (9) | 0.0803 (7) | |
H9 | 0.0425 | 0.8831 | 0.4311 | 0.096* | |
C10 | 0.1346 (3) | 0.8121 (3) | 0.48776 (10) | 0.0960 (9) | |
H10 | 0.0750 | 0.8137 | 0.5067 | 0.115* | |
C11 | 0.2411 (3) | 0.7688 (3) | 0.50454 (9) | 0.0976 (9) | |
H11 | 0.2544 | 0.7420 | 0.5349 | 0.117* | |
C12 | 0.3268 (3) | 0.7651 (3) | 0.47683 (9) | 0.0900 (8) | |
H12 | 0.3991 | 0.7348 | 0.4882 | 0.108* | |
C13 | 0.3084 (2) | 0.8058 (3) | 0.43195 (8) | 0.0739 (7) | |
H13 | 0.3686 | 0.8018 | 0.4134 | 0.089* | |
C14 | 0.10810 (19) | 0.6946 (2) | 0.32285 (7) | 0.0717 (6) | |
H14A | 0.0853 | 0.6575 | 0.3516 | 0.086* | |
H14B | 0.1321 | 0.6107 | 0.3056 | 0.086* | |
C15 | 0.00501 (19) | 0.7639 (2) | 0.29713 (7) | 0.0651 (6) | |
C16 | −0.1020 (3) | 0.7054 (3) | 0.30085 (10) | 0.0986 (9) | |
H16 | −0.1104 | 0.6232 | 0.3192 | 0.118* | |
C17 | −0.1973 (2) | 0.7677 (4) | 0.27759 (13) | 0.1202 (11) | |
H17 | −0.2690 | 0.7267 | 0.2804 | 0.144* | |
C18 | −0.1870 (3) | 0.8879 (4) | 0.25085 (10) | 0.1046 (9) | |
H18 | −0.2511 | 0.9293 | 0.2352 | 0.126* | |
C19 | −0.0818 (2) | 0.9470 (3) | 0.24716 (9) | 0.0917 (8) | |
H19 | −0.0740 | 1.0301 | 0.2292 | 0.110* | |
C20 | 0.0130 (2) | 0.8849 (3) | 0.26981 (8) | 0.0778 (7) | |
H20 | 0.0844 | 0.9260 | 0.2665 | 0.093* | |
N2 | 0.76841 (17) | 0.6938 (2) | 0.54883 (7) | 0.0775 (6) | |
C21 | 0.6865 (2) | 0.7086 (3) | 0.57952 (8) | 0.0726 (7) | |
C22 | 0.6943 (2) | 0.6304 (3) | 0.62023 (9) | 0.0845 (7) | |
H22 | 0.7560 | 0.5675 | 0.6269 | 0.101* | |
C23 | 0.6128 (3) | 0.6443 (4) | 0.65075 (10) | 0.1010 (9) | |
H23 | 0.6202 | 0.5910 | 0.6777 | 0.121* | |
C24 | 0.5213 (3) | 0.7349 (4) | 0.64204 (12) | 0.1090 (10) | |
H24 | 0.4663 | 0.7439 | 0.6629 | 0.131* | |
C25 | 0.5114 (3) | 0.8129 (3) | 0.60211 (13) | 0.1037 (10) | |
H25 | 0.4492 | 0.8753 | 0.5961 | 0.124* | |
C26 | 0.5924 (2) | 0.8006 (3) | 0.57053 (10) | 0.0859 (8) | |
H26 | 0.5838 | 0.8536 | 0.5435 | 0.103* | |
C27 | 0.7755 (2) | 0.7950 (3) | 0.51136 (8) | 0.0838 (7) | |
H27A | 0.8551 | 0.8055 | 0.5054 | 0.101* | |
H27B | 0.7488 | 0.8910 | 0.5205 | 0.101* | |
C28 | 0.70797 (19) | 0.7503 (3) | 0.46755 (8) | 0.0710 (6) | |
C29 | 0.7174 (3) | 0.8357 (3) | 0.42925 (9) | 0.0969 (8) | |
H29 | 0.7659 | 0.9170 | 0.4305 | 0.116* | |
C30 | 0.6545 (3) | 0.8003 (4) | 0.38895 (10) | 0.1147 (11) | |
H30 | 0.6606 | 0.8582 | 0.3633 | 0.138* | |
C31 | 0.5834 (3) | 0.6803 (4) | 0.38689 (11) | 0.1095 (11) | |
H31 | 0.5409 | 0.6573 | 0.3599 | 0.131* | |
C32 | 0.5750 (2) | 0.5949 (3) | 0.42422 (10) | 0.0945 (8) | |
H32 | 0.5275 | 0.5126 | 0.4227 | 0.113* | |
C33 | 0.6370 (2) | 0.6303 (3) | 0.46458 (8) | 0.0800 (7) | |
H33 | 0.6304 | 0.5716 | 0.4901 | 0.096* | |
C34 | 0.8562 (2) | 0.5822 (3) | 0.55406 (8) | 0.0845 (7) | |
H34A | 0.8753 | 0.5521 | 0.5241 | 0.101* | |
H34B | 0.8250 | 0.4967 | 0.5685 | 0.101* | |
C35 | 0.9651 (2) | 0.6275 (3) | 0.58139 (7) | 0.0705 (6) | |
C36 | 0.9746 (2) | 0.7601 (3) | 0.60403 (8) | 0.0823 (7) | |
H36 | 0.9123 | 0.8237 | 0.6027 | 0.099* | |
C37 | 1.0740 (2) | 0.8013 (4) | 0.62871 (9) | 0.1014 (9) | |
H37 | 1.0786 | 0.8917 | 0.6437 | 0.122* | |
C38 | 1.1659 (3) | 0.7084 (6) | 0.63100 (11) | 0.1219 (13) | |
H38 | 1.2333 | 0.7353 | 0.6476 | 0.146* | |
C39 | 1.1589 (3) | 0.5768 (5) | 0.60900 (14) | 0.1306 (16) | |
H39 | 1.2215 | 0.5137 | 0.6105 | 0.157* | |
C40 | 1.0585 (3) | 0.5365 (3) | 0.58436 (10) | 0.1032 (10) | |
H40 | 1.0544 | 0.4459 | 0.5695 | 0.124* |
U11 | U22 | U33 | U12 | U13 | U23 | |
N1 | 0.0801 (13) | 0.0646 (12) | 0.0560 (11) | −0.0015 (10) | −0.0042 (10) | −0.0082 (9) |
C1 | 0.0704 (15) | 0.0581 (14) | 0.0572 (14) | 0.0074 (12) | −0.0129 (12) | −0.0018 (11) |
C2 | 0.0785 (17) | 0.0700 (16) | 0.0703 (15) | 0.0062 (12) | −0.0079 (14) | −0.0143 (13) |
C3 | 0.094 (2) | 0.093 (2) | 0.0710 (17) | 0.0245 (17) | 0.0012 (16) | −0.0098 (14) |
C4 | 0.0812 (19) | 0.102 (2) | 0.0849 (19) | 0.0143 (16) | 0.0051 (15) | 0.0088 (16) |
C5 | 0.0810 (19) | 0.092 (2) | 0.0900 (19) | −0.0080 (15) | −0.0095 (16) | 0.0104 (17) |
C6 | 0.0857 (18) | 0.0802 (17) | 0.0616 (15) | −0.0028 (14) | −0.0113 (14) | −0.0010 (13) |
C7 | 0.0874 (17) | 0.0658 (15) | 0.0618 (14) | 0.0104 (12) | −0.0062 (12) | −0.0081 (12) |
C8 | 0.0644 (15) | 0.0573 (13) | 0.0571 (13) | −0.0005 (11) | 0.0014 (11) | −0.0069 (10) |
C9 | 0.0744 (17) | 0.0745 (16) | 0.0928 (19) | −0.0056 (12) | 0.0127 (15) | −0.0052 (14) |
C10 | 0.120 (3) | 0.088 (2) | 0.086 (2) | −0.0196 (18) | 0.0446 (19) | −0.0023 (16) |
C11 | 0.142 (3) | 0.089 (2) | 0.0610 (16) | −0.014 (2) | 0.006 (2) | 0.0084 (14) |
C12 | 0.102 (2) | 0.096 (2) | 0.0688 (17) | 0.0009 (16) | −0.0119 (16) | 0.0100 (15) |
C13 | 0.0747 (16) | 0.0821 (17) | 0.0647 (15) | 0.0043 (13) | 0.0035 (12) | 0.0050 (13) |
C14 | 0.0866 (17) | 0.0638 (15) | 0.0639 (14) | −0.0031 (13) | 0.0007 (12) | 0.0022 (11) |
C15 | 0.0719 (16) | 0.0639 (14) | 0.0590 (13) | −0.0035 (12) | 0.0014 (11) | −0.0051 (11) |
C16 | 0.087 (2) | 0.0832 (19) | 0.126 (2) | −0.0171 (16) | 0.0092 (18) | 0.0110 (17) |
C17 | 0.0648 (19) | 0.112 (3) | 0.182 (3) | −0.0152 (18) | −0.002 (2) | 0.002 (2) |
C18 | 0.086 (2) | 0.106 (2) | 0.117 (2) | 0.0048 (18) | −0.0219 (18) | −0.003 (2) |
C19 | 0.0820 (19) | 0.101 (2) | 0.0900 (19) | 0.0081 (17) | −0.0026 (15) | 0.0191 (16) |
C20 | 0.0683 (16) | 0.0887 (18) | 0.0756 (16) | 0.0028 (13) | 0.0006 (12) | 0.0161 (14) |
N2 | 0.0783 (14) | 0.0843 (15) | 0.0673 (13) | 0.0017 (11) | −0.0097 (11) | 0.0080 (11) |
C21 | 0.0729 (17) | 0.0762 (16) | 0.0656 (15) | −0.0069 (13) | −0.0146 (13) | −0.0087 (13) |
C22 | 0.0811 (18) | 0.100 (2) | 0.0695 (16) | −0.0033 (15) | −0.0092 (15) | 0.0010 (15) |
C23 | 0.096 (2) | 0.130 (3) | 0.0749 (19) | −0.023 (2) | −0.0071 (18) | −0.0066 (17) |
C24 | 0.094 (2) | 0.136 (3) | 0.095 (2) | −0.013 (2) | −0.0014 (19) | −0.039 (2) |
C25 | 0.083 (2) | 0.099 (2) | 0.125 (3) | 0.0096 (16) | −0.019 (2) | −0.038 (2) |
C26 | 0.0870 (19) | 0.0766 (18) | 0.0897 (19) | 0.0032 (15) | −0.0203 (16) | −0.0160 (14) |
C27 | 0.0895 (18) | 0.0851 (18) | 0.0739 (16) | −0.0142 (14) | −0.0106 (14) | 0.0070 (14) |
C28 | 0.0751 (16) | 0.0727 (16) | 0.0636 (15) | 0.0083 (13) | −0.0044 (12) | −0.0016 (12) |
C29 | 0.128 (2) | 0.0827 (19) | 0.0781 (19) | 0.0145 (16) | −0.0009 (17) | 0.0078 (16) |
C30 | 0.161 (3) | 0.109 (3) | 0.072 (2) | 0.040 (2) | −0.005 (2) | 0.0102 (18) |
C31 | 0.123 (3) | 0.120 (3) | 0.080 (2) | 0.049 (2) | −0.0249 (19) | −0.025 (2) |
C32 | 0.0829 (19) | 0.103 (2) | 0.095 (2) | 0.0101 (15) | −0.0145 (16) | −0.0314 (18) |
C33 | 0.0797 (17) | 0.0833 (18) | 0.0746 (16) | 0.0023 (14) | −0.0089 (13) | −0.0089 (13) |
C34 | 0.103 (2) | 0.0787 (18) | 0.0713 (16) | 0.0026 (15) | 0.0060 (14) | −0.0103 (13) |
C35 | 0.0763 (16) | 0.0734 (16) | 0.0640 (14) | 0.0206 (13) | 0.0179 (12) | 0.0102 (13) |
C36 | 0.0646 (16) | 0.101 (2) | 0.0794 (16) | 0.0178 (14) | −0.0052 (13) | −0.0093 (15) |
C37 | 0.0698 (18) | 0.148 (3) | 0.0848 (19) | −0.0010 (18) | −0.0066 (15) | 0.0001 (18) |
C38 | 0.065 (2) | 0.201 (4) | 0.098 (2) | 0.007 (3) | −0.0026 (17) | 0.060 (3) |
C39 | 0.080 (2) | 0.169 (4) | 0.149 (4) | 0.056 (3) | 0.044 (2) | 0.083 (3) |
C40 | 0.106 (2) | 0.093 (2) | 0.117 (2) | 0.0378 (19) | 0.046 (2) | 0.0333 (18) |
N1—C1 | 1.390 (3) | N2—C21 | 1.380 (3) |
N1—C14 | 1.445 (3) | N2—C34 | 1.443 (3) |
N1—C7 | 1.463 (3) | N2—C27 | 1.444 (3) |
C1—C6 | 1.392 (3) | C21—C22 | 1.392 (3) |
C1—C2 | 1.401 (3) | C21—C26 | 1.394 (3) |
C2—C3 | 1.373 (3) | C22—C23 | 1.373 (4) |
C2—H2 | 0.9300 | C22—H22 | 0.9300 |
C3—C4 | 1.371 (3) | C23—C24 | 1.361 (4) |
C3—H3 | 0.9300 | C23—H23 | 0.9300 |
C4—C5 | 1.367 (3) | C24—C25 | 1.371 (4) |
C4—H4 | 0.9300 | C24—H24 | 0.9300 |
C5—C6 | 1.371 (3) | C25—C26 | 1.389 (4) |
C5—H5 | 0.9300 | C25—H25 | 0.9300 |
C6—H6 | 0.9300 | C26—H26 | 0.9300 |
C7—C8 | 1.505 (3) | C27—C28 | 1.517 (3) |
C7—H7A | 0.9700 | C27—H27A | 0.9700 |
C7—H7B | 0.9700 | C27—H27B | 0.9700 |
C8—C13 | 1.375 (3) | C28—C33 | 1.369 (3) |
C8—C9 | 1.379 (3) | C28—C29 | 1.382 (3) |
C9—C10 | 1.394 (3) | C29—C30 | 1.387 (4) |
C9—H9 | 0.9300 | C29—H29 | 0.9300 |
C10—C11 | 1.366 (4) | C30—C31 | 1.369 (4) |
C10—H10 | 0.9300 | C30—H30 | 0.9300 |
C11—C12 | 1.348 (4) | C31—C32 | 1.357 (4) |
C11—H11 | 0.9300 | C31—H31 | 0.9300 |
C12—C13 | 1.375 (3) | C32—C33 | 1.384 (3) |
C12—H12 | 0.9300 | C32—H32 | 0.9300 |
C13—H13 | 0.9300 | C33—H33 | 0.9300 |
C14—C15 | 1.514 (3) | C34—C35 | 1.514 (3) |
C14—H14A | 0.9700 | C34—H34A | 0.9700 |
C14—H14B | 0.9700 | C34—H34B | 0.9700 |
C15—C20 | 1.369 (3) | C35—C40 | 1.370 (3) |
C15—C16 | 1.377 (3) | C35—C36 | 1.375 (3) |
C16—C17 | 1.386 (4) | C36—C37 | 1.378 (3) |
C16—H16 | 0.9300 | C36—H36 | 0.9300 |
C17—C18 | 1.356 (4) | C37—C38 | 1.367 (4) |
C17—H17 | 0.9300 | C37—H37 | 0.9300 |
C18—C19 | 1.360 (4) | C38—C39 | 1.357 (5) |
C18—H18 | 0.9300 | C38—H38 | 0.9300 |
C19—C20 | 1.373 (3) | C39—C40 | 1.384 (5) |
C19—H19 | 0.9300 | C39—H39 | 0.9300 |
C20—H20 | 0.9300 | C40—H40 | 0.9300 |
C1—N1—C14 | 121.58 (18) | C21—N2—C34 | 121.8 (2) |
C1—N1—C7 | 121.31 (18) | C21—N2—C27 | 121.8 (2) |
C14—N1—C7 | 113.11 (19) | C34—N2—C27 | 116.2 (2) |
N1—C1—C6 | 122.0 (2) | N2—C21—C22 | 121.1 (2) |
N1—C1—C2 | 122.0 (2) | N2—C21—C26 | 121.2 (2) |
C6—C1—C2 | 116.0 (2) | C22—C21—C26 | 117.8 (3) |
C3—C2—C1 | 121.1 (2) | C23—C22—C21 | 121.3 (3) |
C3—C2—H2 | 119.4 | C23—C22—H22 | 119.4 |
C1—C2—H2 | 119.4 | C21—C22—H22 | 119.4 |
C4—C3—C2 | 121.9 (3) | C24—C23—C22 | 120.9 (3) |
C4—C3—H3 | 119.1 | C24—C23—H23 | 119.5 |
C2—C3—H3 | 119.1 | C22—C23—H23 | 119.5 |
C5—C4—C3 | 117.5 (3) | C23—C24—C25 | 119.0 (3) |
C5—C4—H4 | 121.2 | C23—C24—H24 | 120.5 |
C3—C4—H4 | 121.2 | C25—C24—H24 | 120.5 |
C4—C5—C6 | 121.7 (3) | C24—C25—C26 | 121.3 (3) |
C4—C5—H5 | 119.1 | C24—C25—H25 | 119.3 |
C6—C5—H5 | 119.1 | C26—C25—H25 | 119.3 |
C5—C6—C1 | 121.7 (2) | C25—C26—C21 | 119.7 (3) |
C5—C6—H6 | 119.2 | C25—C26—H26 | 120.1 |
C1—C6—H6 | 119.2 | C21—C26—H26 | 120.1 |
N1—C7—C8 | 113.70 (17) | N2—C27—C28 | 115.2 (2) |
N1—C7—H7A | 108.8 | N2—C27—H27A | 108.5 |
C8—C7—H7A | 108.8 | C28—C27—H27A | 108.5 |
N1—C7—H7B | 108.8 | N2—C27—H27B | 108.5 |
C8—C7—H7B | 108.8 | C28—C27—H27B | 108.5 |
H7A—C7—H7B | 107.7 | H27A—C27—H27B | 107.5 |
C13—C8—C9 | 117.7 (2) | C33—C28—C29 | 118.7 (2) |
C13—C8—C7 | 120.8 (2) | C33—C28—C27 | 122.7 (2) |
C9—C8—C7 | 121.5 (2) | C29—C28—C27 | 118.5 (2) |
C8—C9—C10 | 120.5 (2) | C28—C29—C30 | 120.0 (3) |
C8—C9—H9 | 119.7 | C28—C29—H29 | 120.0 |
C10—C9—H9 | 119.7 | C30—C29—H29 | 120.0 |
C11—C10—C9 | 120.1 (3) | C31—C30—C29 | 120.2 (3) |
C11—C10—H10 | 120.0 | C31—C30—H30 | 119.9 |
C9—C10—H10 | 120.0 | C29—C30—H30 | 119.9 |
C12—C11—C10 | 119.6 (3) | C32—C31—C30 | 120.1 (3) |
C12—C11—H11 | 120.2 | C32—C31—H31 | 120.0 |
C10—C11—H11 | 120.2 | C30—C31—H31 | 120.0 |
C11—C12—C13 | 120.7 (3) | C31—C32—C33 | 119.9 (3) |
C11—C12—H12 | 119.6 | C31—C32—H32 | 120.0 |
C13—C12—H12 | 119.6 | C33—C32—H32 | 120.0 |
C8—C13—C12 | 121.3 (2) | C28—C33—C32 | 121.0 (3) |
C8—C13—H13 | 119.3 | C28—C33—H33 | 119.5 |
C12—C13—H13 | 119.3 | C32—C33—H33 | 119.5 |
N1—C14—C15 | 115.34 (18) | N2—C34—C35 | 115.7 (2) |
N1—C14—H14A | 108.4 | N2—C34—H34A | 108.4 |
C15—C14—H14A | 108.4 | C35—C34—H34A | 108.4 |
N1—C14—H14B | 108.4 | N2—C34—H34B | 108.4 |
C15—C14—H14B | 108.4 | C35—C34—H34B | 108.4 |
H14A—C14—H14B | 107.5 | H34A—C34—H34B | 107.4 |
C20—C15—C16 | 117.5 (2) | C40—C35—C36 | 117.5 (3) |
C20—C15—C14 | 122.5 (2) | C40—C35—C34 | 120.7 (3) |
C16—C15—C14 | 120.0 (2) | C36—C35—C34 | 121.9 (2) |
C15—C16—C17 | 120.7 (3) | C35—C36—C37 | 121.7 (3) |
C15—C16—H16 | 119.7 | C35—C36—H36 | 119.1 |
C17—C16—H16 | 119.7 | C37—C36—H36 | 119.1 |
C18—C17—C16 | 120.6 (3) | C38—C37—C36 | 119.5 (3) |
C18—C17—H17 | 119.7 | C38—C37—H37 | 120.2 |
C16—C17—H17 | 119.7 | C36—C37—H37 | 120.2 |
C17—C18—C19 | 119.1 (3) | C39—C38—C37 | 120.0 (3) |
C17—C18—H18 | 120.4 | C39—C38—H38 | 120.0 |
C19—C18—H18 | 120.4 | C37—C38—H38 | 120.0 |
C18—C19—C20 | 120.4 (3) | C38—C39—C40 | 120.0 (3) |
C18—C19—H19 | 119.8 | C38—C39—H39 | 120.0 |
C20—C19—H19 | 119.8 | C40—C39—H39 | 120.0 |
C15—C20—C19 | 121.6 (2) | C35—C40—C39 | 121.3 (3) |
C15—C20—H20 | 119.2 | C35—C40—H40 | 119.3 |
C19—C20—H20 | 119.2 | C39—C40—H40 | 119.3 |