Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805024050/om6253sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805024050/om6253Isup2.hkl |
CCDC reference: 283977
Data collection: CAD-4-PC Software (Enraf–Nonius, 1993); cell refinement: CAD-4-PC Software; data reduction: DATRD2 in NRCVAX (Gabe et al., 1989); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997) and PLATON (Spek, 2003); software used to prepare material for publication: WinGX (Farrugia, 1999).
C31H30N2 | F(000) = 920 |
Mr = 430.57 | Dx = 1.158 Mg m−3 |
Orthorhombic, P21ca | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P -2ac 2a | Cell parameters from 25 reflections |
a = 8.1950 (8) Å | θ = 4.0–14.0° |
b = 11.1921 (8) Å | µ = 0.07 mm−1 |
c = 26.931 (3) Å | T = 293 K |
V = 2470.1 (3) Å3 | Plate, colorless |
Z = 4 | 0.36 × 0.32 × 0.23 mm |
Enraf–Nonius CAD-4 diffractometer | Rint = 0.023 |
Radiation source: fine-focus sealed tube | θmax = 25.1°, θmin = 1.5° |
Graphite monochromator | h = −9→9 |
ω scans | k = −12→13 |
3373 measured reflections | l = −31→32 |
2370 independent reflections | 3 standard reflections every 120 min |
1246 reflections with I > 2σ(I) | intensity decay: 1.0% |
Refinement on F2 | 1 restraint |
Least-squares matrix: full | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.052 | w = 1/[σ2(Fo2) + (0.064P)2] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.129 | (Δ/σ)max < 0.001 |
S = 0.96 | Δρmax = 0.13 e Å−3 |
2370 reflections | Δρmin = −0.11 e Å−3 |
298 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 | ||
N' | 0.1232 (4) | 0.1271 (4) | 0.35003 (14) | 0.0692 (11) | |
N | 0.8690 (5) | −0.6545 (4) | 0.49351 (15) | 0.0776 (12) | |
C1' | 0.1921 (6) | −0.0892 (5) | 0.34734 (19) | 0.0796 (14) | |
C1 | 0.9753 (8) | −0.4785 (5) | 0.4441 (2) | 0.0878 (15) | |
C2' | 0.3075 (7) | −0.1686 (5) | 0.3306 (2) | 0.0851 (16) | |
C2 | 0.9478 (8) | −0.4130 (5) | 0.4025 (2) | 0.0886 (16) | |
C3' | 0.4458 (6) | −0.1323 (5) | 0.30350 (18) | 0.0740 (14) | |
C3 | 0.8246 (7) | −0.4404 (5) | 0.36885 (19) | 0.0757 (14) | |
C4' | 0.4619 (6) | −0.0143 (5) | 0.29139 (15) | 0.0686 (12) | |
C4 | 0.7231 (6) | −0.5343 (4) | 0.37911 (17) | 0.0696 (13) | |
C4A' | 0.3482 (5) | 0.0672 (5) | 0.30766 (15) | 0.0608 (12) | |
C4A | 0.7446 (6) | −0.6025 (4) | 0.42122 (16) | 0.0628 (12) | |
C4B' | 0.3339 (6) | 0.1951 (5) | 0.30329 (16) | 0.0623 (12) | |
C4B | 0.6622 (6) | −0.7041 (4) | 0.44167 (16) | 0.0688 (13) | |
C5' | 0.4285 (6) | 0.2828 (5) | 0.27995 (18) | 0.0797 (15) | |
C5 | 0.5276 (6) | −0.7719 (6) | 0.4272 (2) | 0.0918 (17) | |
C6' | 0.3795 (7) | 0.3992 (6) | 0.2839 (2) | 0.0888 (17) | |
C6 | 0.4822 (9) | −0.8685 (6) | 0.4548 (3) | 0.1085 (19) | |
C7' | 0.2423 (8) | 0.4296 (6) | 0.3108 (2) | 0.0976 (18) | |
C7 | 0.5673 (11) | −0.8984 (6) | 0.4972 (3) | 0.120 (2) | |
C8' | 0.1474 (7) | 0.3460 (5) | 0.33397 (19) | 0.0820 (15) | |
C8 | 0.6983 (9) | −0.8324 (6) | 0.5137 (2) | 0.0959 (18) | |
C8A' | 0.1935 (5) | 0.2285 (5) | 0.33006 (16) | 0.0639 (12) | |
C8A | 0.7445 (7) | −0.7365 (5) | 0.48570 (18) | 0.0728 (14) | |
C9A' | 0.2131 (6) | 0.0296 (5) | 0.33634 (17) | 0.0643 (12) | |
C9A | 0.8723 (6) | −0.5735 (5) | 0.4541 (2) | 0.0702 (13) | |
C10' | −0.0316 (6) | 0.1234 (5) | 0.37672 (18) | 0.0794 (14) | |
C10 | 0.9940 (8) | −0.6628 (5) | 0.5313 (2) | 0.107 (2) | |
C11' | −0.1736 (7) | 0.1014 (7) | 0.3419 (2) | 0.118 (2) | |
C11 | 1.1351 (10) | −0.7386 (7) | 0.5159 (3) | 0.148 (3) | |
C12' | 0.5749 (8) | −0.2233 (5) | 0.29012 (19) | 0.0947 (17) | |
C12 | 0.7946 (8) | −0.3616 (5) | 0.3240 (2) | 0.0966 (18) | |
C13 | 0.6555 (9) | −0.2732 (5) | 0.33376 (19) | 0.109 (2) | |
H1' | 0.1024 | −0.1151 | 0.3656 | 0.095* | |
H1 | 1.0613 | −0.4601 | 0.4653 | 0.105* | |
H10A | −0.0479 | 0.1987 | 0.3939 | 0.095* | |
H10B | −0.0279 | 0.0604 | 0.4014 | 0.095* | |
H10C | 0.9464 | −0.6959 | 0.5613 | 0.129* | |
H10D | 1.0331 | −0.5832 | 0.539 | 0.129* | |
H11A | −0.2735 | 0.1007 | 0.3605 | 0.178* | |
H11B | −0.1594 | 0.0257 | 0.3256 | 0.178* | |
H11C | −0.1777 | 0.1638 | 0.3174 | 0.178* | |
H11D | 1.2127 | −0.7428 | 0.5425 | 0.222* | |
H11E | 1.1861 | −0.7042 | 0.4872 | 0.222* | |
H11F | 1.0972 | −0.8175 | 0.5081 | 0.222* | |
H12A | 0.7673 | −0.4112 | 0.2956 | 0.116* | |
H12B | 0.8934 | −0.3178 | 0.3161 | 0.116* | |
H12C | 0.5248 | −0.2876 | 0.2714 | 0.114* | |
H12D | 0.6561 | −0.1858 | 0.269 | 0.114* | |
H13A | 0.5736 | −0.3132 | 0.3538 | 0.13* | |
H13B | 0.6984 | −0.2076 | 0.3533 | 0.13* | |
H2' | 0.2938 | −0.2494 | 0.3375 | 0.102* | |
H2 | 1.0139 | −0.3472 | 0.3963 | 0.106* | |
H4' | 0.5497 | 0.0109 | 0.2722 | 0.082* | |
H4 | 0.6385 | −0.5524 | 0.3574 | 0.084* | |
H5 | 0.4691 | −0.7514 | 0.3989 | 0.11* | |
H5' | 0.5219 | 0.2625 | 0.2623 | 0.096* | |
H6 | 0.3934 | −0.9145 | 0.445 | 0.13* | |
H6' | 0.4394 | 0.4588 | 0.2681 | 0.107* | |
H7' | 0.2134 | 0.5097 | 0.3133 | 0.117* | |
H7 | 0.5352 | −0.9653 | 0.5152 | 0.144* | |
H8' | 0.0548 | 0.368 | 0.3518 | 0.098* | |
H8 | 0.7531 | −0.8523 | 0.5427 | 0.115* |
U11 | U22 | U33 | U12 | U13 | U23 | |
N' | 0.056 (2) | 0.081 (3) | 0.071 (3) | 0.010 (2) | 0.009 (2) | −0.006 (2) |
N | 0.089 (3) | 0.082 (3) | 0.062 (3) | 0.008 (3) | −0.016 (2) | −0.010 (2) |
C1' | 0.064 (3) | 0.083 (4) | 0.091 (4) | 0.008 (3) | 0.004 (3) | 0.000 (3) |
C1 | 0.083 (3) | 0.085 (4) | 0.095 (4) | 0.002 (4) | −0.020 (4) | −0.017 (3) |
C2 | 0.085 (4) | 0.075 (4) | 0.105 (4) | 0.003 (3) | −0.003 (4) | −0.009 (3) |
C2' | 0.091 (4) | 0.068 (3) | 0.096 (4) | −0.001 (3) | −0.015 (4) | 0.000 (3) |
C3' | 0.069 (4) | 0.091 (4) | 0.062 (3) | 0.015 (3) | −0.008 (3) | −0.017 (3) |
C3 | 0.073 (3) | 0.074 (4) | 0.079 (4) | 0.027 (3) | 0.012 (3) | 0.001 (3) |
C4 | 0.057 (3) | 0.083 (3) | 0.069 (3) | 0.020 (3) | 0.002 (3) | −0.009 (3) |
C4' | 0.070 (3) | 0.084 (4) | 0.052 (3) | 0.010 (3) | 0.001 (3) | −0.002 (3) |
C4A' | 0.049 (3) | 0.085 (4) | 0.049 (2) | 0.013 (3) | −0.003 (2) | −0.011 (3) |
C4A | 0.063 (3) | 0.074 (3) | 0.051 (3) | 0.017 (3) | −0.007 (3) | −0.012 (3) |
C4B' | 0.056 (3) | 0.076 (4) | 0.056 (3) | 0.004 (3) | −0.013 (3) | −0.003 (3) |
C4B | 0.062 (3) | 0.079 (3) | 0.065 (3) | 0.014 (3) | 0.001 (3) | −0.012 (3) |
C5' | 0.067 (3) | 0.094 (4) | 0.078 (3) | 0.000 (3) | −0.004 (3) | 0.007 (3) |
C5 | 0.067 (4) | 0.120 (5) | 0.089 (4) | −0.005 (4) | −0.003 (3) | −0.018 (4) |
C6' | 0.086 (4) | 0.086 (5) | 0.094 (4) | −0.002 (3) | −0.017 (3) | 0.016 (3) |
C6 | 0.095 (4) | 0.127 (5) | 0.103 (5) | −0.030 (4) | 0.015 (4) | −0.005 (4) |
C7' | 0.086 (4) | 0.092 (4) | 0.115 (5) | 0.007 (4) | −0.014 (4) | −0.016 (4) |
C7 | 0.127 (6) | 0.105 (5) | 0.127 (6) | −0.017 (5) | 0.032 (5) | 0.000 (5) |
C8' | 0.062 (3) | 0.093 (4) | 0.091 (4) | 0.008 (3) | −0.003 (3) | −0.016 (3) |
C8 | 0.114 (5) | 0.094 (4) | 0.080 (4) | 0.017 (4) | 0.013 (4) | 0.002 (3) |
C8A' | 0.056 (3) | 0.077 (3) | 0.059 (3) | 0.007 (3) | −0.006 (2) | −0.003 (3) |
C8A | 0.076 (3) | 0.071 (4) | 0.072 (3) | 0.009 (3) | 0.001 (3) | −0.012 (3) |
C9A' | 0.051 (3) | 0.080 (4) | 0.062 (3) | 0.001 (3) | −0.005 (3) | −0.006 (3) |
C9A | 0.069 (3) | 0.071 (3) | 0.071 (3) | 0.007 (3) | −0.013 (3) | −0.016 (3) |
C10' | 0.064 (3) | 0.104 (4) | 0.071 (3) | 0.012 (3) | 0.011 (3) | −0.005 (3) |
C10 | 0.123 (5) | 0.112 (5) | 0.087 (4) | −0.003 (4) | −0.050 (4) | −0.010 (3) |
C11' | 0.062 (3) | 0.175 (6) | 0.119 (5) | −0.004 (4) | 0.005 (4) | −0.042 (4) |
C11 | 0.113 (5) | 0.167 (7) | 0.163 (6) | 0.031 (6) | −0.061 (5) | −0.021 (6) |
C12' | 0.106 (4) | 0.096 (4) | 0.081 (4) | 0.028 (4) | 0.000 (3) | −0.016 (3) |
C12 | 0.111 (5) | 0.093 (4) | 0.086 (4) | 0.035 (4) | 0.010 (3) | 0.001 (3) |
C13 | 0.148 (6) | 0.094 (4) | 0.085 (4) | 0.064 (4) | −0.004 (4) | −0.001 (3) |
N—C10 | 1.446 (6) | C6'—C7' | 1.381 (8) |
N'—C10' | 1.459 (6) | C6—H6 | 0.93 |
N—C8A | 1.389 (7) | C6'—H6' | 0.93 |
N'—C9A' | 1.367 (6) | C7—C8 | 1.376 (9) |
N—C9A | 1.396 (6) | C7—H7 | 0.93 |
C1—C2 | 1.356 (7) | C7'—H7' | 0.93 |
C1'—C2' | 1.373 (7) | C8'—C7' | 1.367 (8) |
C1'—C9A' | 1.373 (6) | C8—H8 | 0.93 |
C1—H1 | 0.93 | C8'—H8' | 0.93 |
C1'—H1' | 0.93 | C8A—C4B | 1.412 (7) |
C2—H2 | 0.93 | C8A—C8 | 1.365 (7) |
C2'—H2' | 0.93 | C8A'—C8' | 1.373 (6) |
C3'—C12' | 1.513 (7) | C8A'—N' | 1.382 (5) |
C3—C12 | 1.515 (7) | C9A—C1 | 1.384 (7) |
C3—C2 | 1.391 (7) | C10—C11 | 1.493 (9) |
C3'—C2' | 1.409 (7) | C10'—C11' | 1.515 (7) |
C3'—C4' | 1.366 (6) | C10'—H10A | 0.97 |
C4—C3 | 1.369 (6) | C10'—H10B | 0.97 |
C4'—C4A' | 1.376 (6) | C10—H10C | 0.97 |
C4—H4 | 0.93 | C10—H10D | 0.97 |
C4'—H4' | 0.93 | C11'—H11A | 0.96 |
C4A—C4 | 1.378 (6) | C11'—H11B | 0.96 |
C4A—C4B | 1.433 (6) | C11'—H11C | 0.96 |
C4A—C9A | 1.408 (6) | C11—H11D | 0.96 |
C4A'—C9A' | 1.414 (6) | C11—H11E | 0.96 |
C4B'—C4A' | 1.441 (6) | C11—H11F | 0.96 |
C4B—C5 | 1.394 (7) | C12—C13 | 1.532 (7) |
C4B'—C5' | 1.400 (7) | C12—H12A | 0.97 |
C4B'—C8A' | 1.408 (6) | C12—H12B | 0.97 |
C5—C6 | 1.363 (8) | C12'—H12C | 0.97 |
C5'—C6' | 1.367 (7) | C12'—H12D | 0.97 |
C5—H5 | 0.93 | C13—C12' | 1.459 (7) |
C5'—H5' | 0.93 | C13—H13A | 0.97 |
C6—C7 | 1.379 (9) | C13—H13B | 0.97 |
N'—C10'—C11' | 111.5 (4) | C6—C7—H7 | 119 |
N—C10—C11 | 112.9 (5) | C7—C6—C5 | 120.3 (6) |
N'—C10'—H10A | 109.3 | C7'—C6'—H6' | 119.5 |
N'—C10'—H10B | 109.3 | C7—C6—H6 | 119.8 |
N—C10—H10C | 109 | C7'—C8'—C8A' | 117.6 (5) |
N—C10—H10D | 109 | C7'—C8'—H8' | 121.2 |
N—C8A—C4B | 108.0 (5) | C7—C8—H8 | 121.3 |
N'—C8A'—C4B' | 108.8 (4) | C8'—C7'—C6' | 122.3 (6) |
N'—C9A'—C1' | 130.3 (5) | C8'—C7'—H7' | 118.8 |
N—C9A—C4A | 108.3 (5) | C8—C7—H7 | 119 |
N'—C9A'—C4A' | 109.3 (4) | C8'—C8A'—C4B' | 121.3 (5) |
C1'—C2'—C3' | 122.5 (5) | C8—C8A—C4B | 122.2 (6) |
C1—C2—C3 | 122.7 (6) | C8—C8A—N | 129.8 (6) |
C1—C2—H2 | 118.7 | C8'—C8A'—N' | 129.9 (5) |
C1'—C2'—H2' | 118.8 | C8A'—C4B'—C4A' | 106.7 (4) |
C1'—C9A'—C4A' | 120.3 (5) | C8A—C4B—C4A | 107.5 (4) |
C1—C9A—C4A | 120.5 (5) | C8A—C8—C7 | 117.4 (6) |
C1—C9A—N | 131.2 (5) | C8A'—C8'—H8' | 121.2 |
C2'—C1'—C9A' | 118.0 (5) | C8A—C8—H8 | 121.3 |
C2—C1—C9A | 118.3 (5) | C8A'—N'—C10' | 125.3 (4) |
C2—C1—H1 | 120.8 | C8A—N—C10 | 125.7 (5) |
C2'—C1'—H1' | 121 | C8A—N—C9A | 109.1 (4) |
C2'—C3'—C12' | 119.5 (5) | C9A—C1—H1 | 120.8 |
C2—C3—C12 | 120.6 (6) | C9A'—C1'—H1' | 121 |
C3—C12—C13 | 111.1 (5) | C9A'—C4A'—C4B' | 106.1 (4) |
C3—C12—H12A | 109.4 | C9A—C4A—C4B | 106.9 (4) |
C3—C12—H12B | 109.4 | C9A—N—C10 | 124.3 (5) |
C3'—C12'—H12C | 109.1 | C9A'—N'—C10' | 125.4 (4) |
C3'—C12'—H12D | 109.1 | C9A'—N'—C8A' | 109.0 (4) |
C3—C2—H2 | 118.7 | C10'—C11'—H11A | 109.5 |
C3'—C2'—H2' | 118.8 | C10'—C11'—H11B | 109.5 |
C3'—C4'—C4A' | 119.9 (5) | C10'—C11'—H11C | 109.5 |
C3—C4—H4 | 119.5 | C10—C11—H11D | 109.5 |
C3'—C4'—H4' | 120 | C10—C11—H11E | 109.5 |
C4—C3—C12 | 120.6 (5) | C10—C11—H11F | 109.5 |
C4'—C3'—C12' | 121.7 (5) | C11'—C10'—H10A | 109.3 |
C4—C3—C2 | 118.6 (5) | C11'—C10'—H10B | 109.3 |
C4'—C3'—C2' | 118.7 (5) | C11—C10—H10C | 109 |
C4'—C4A'—C4B' | 133.4 (5) | C11—C10—H10D | 109 |
C4—C4A—C4B | 134.0 (5) | C12'—C13—C12 | 116.5 (5) |
C4—C4A—C9A | 119.0 (5) | C12—C13—H13A | 108.2 |
C4'—C4A'—C9A' | 120.5 (5) | C12'—C13—H13A | 108.2 |
C4A—C4—C3 | 120.9 (5) | C12—C13—H13B | 108.2 |
C4A—C4—H4 | 119.5 | C12'—C13—H13B | 108.2 |
C4A'—C4'—H4' | 120 | C13—C12'—C3' | 112.5 (4) |
C4B—C5—H5 | 120.1 | C13—C12—H12A | 109.4 |
C4B'—C5'—H5' | 120.9 | C13—C12—H12B | 109.4 |
C5'—C4B'—C4A' | 133.5 (5) | C13—C12'—H12C | 109.1 |
C5—C4B—C4A | 134.3 (5) | C13—C12'—H12D | 109.1 |
C5—C4B—C8A | 118.2 (5) | H10A—C10'—H10B | 108 |
C5'—C4B'—C8A' | 119.7 (5) | H10C—C10—H10D | 107.8 |
C5'—C6'—C7' | 120.9 (6) | H11A—C11'—H11B | 109.5 |
C5'—C6'—H6' | 119.5 | H11A—C11'—H11C | 109.5 |
C5—C6—H6 | 119.8 | H11B—C11'—H11C | 109.5 |
C6'—C5'—C4B' | 118.1 (5) | H11D—C11—H11E | 109.5 |
C6—C5—C4B | 119.7 (6) | H11D—C11—H11F | 109.5 |
C6—C5—H5 | 120.1 | H11E—C11—H11F | 109.5 |
C6'—C5'—H5' | 120.9 | H12A—C12—H12B | 108 |
C6—C7—C8 | 122.1 (7) | H12C—C12'—H12D | 107.8 |
C6'—C7'—H7' | 118.8 | H13A—C13—H13B | 107.3 |
N—C8A—C4B—C4A | 2.7 (5) | C5'—C4B'—C4A'—C4' | 1.8 (8) |
N—C8A—C4B—C5 | −177.8 (4) | C5'—C4B'—C4A'—C9A' | 179.8 (5) |
N'—C8A'—C8'—C7' | 178.8 (5) | C5'—C4B'—C8A'—C8' | −0.3 (7) |
N—C8A—C8—C7 | 179.1 (5) | C5'—C4B'—C8A'—N' | −179.2 (4) |
N—C9A—C1—C2 | −179.1 (5) | C5—C6—C7—C8 | 0.9 (10) |
C2'—C1'—C9A'—C4A' | 1.4 (7) | C5'—C6'—C7'—C8' | −1.2 (8) |
C2'—C1'—C9A'—N' | −176.5 (5) | C6—C7—C8—C8A | −1.5 (9) |
C2'—C3'—C12'—C13 | −64.0 (7) | C8—C8A—C4B—C4A | −178.5 (4) |
C2—C3—C12—C13 | −97.3 (6) | C8—C8A—C4B—C5 | 1.1 (7) |
C2'—C3'—C4'—C4A' | 3.0 (6) | C8'—C8A'—N'—C10' | 6.7 (7) |
C3—C12—C13—C12' | −158.6 (6) | C8'—C8A'—N'—C9A' | −179.5 (5) |
C3'—C4'—C4A'—C4B' | 177.0 (5) | C8A'—C4B'—C4A'—C4' | −177.1 (4) |
C3'—C4'—C4A'—C9A' | −0.9 (6) | C8A'—C4B'—C4A'—C9A' | 1.0 (5) |
C4'—C3'—C12'—C13 | 113.8 (6) | C8A'—C4B'—C5'—C6' | −0.4 (7) |
C4—C3—C12—C13 | 77.5 (6) | C8A—C4B—C5—C6 | −1.8 (7) |
C4—C3—C2—C1 | 2.7 (8) | C8A'—C8'—C7'—C6' | 0.5 (8) |
C4'—C3'—C2'—C1' | −3.1 (7) | C8A—N—C10—C11 | 84.1 (7) |
C4—C4A—C4B—C5 | −1.0 (9) | C8A'—N'—C10'—C11' | 90.1 (6) |
C4—C4A—C4B—C8A | 178.5 (5) | C8A—N—C9A—C1 | −177.9 (5) |
C4—C4A—C9A—C1 | −0.5 (6) | C8A'—N'—C9A'—C1' | 179.5 (5) |
C4'—C4A'—C9A'—C1' | −1.4 (7) | C8A'—N'—C9A'—C4A' | 1.4 (5) |
C4'—C4A'—C9A'—N' | 176.9 (4) | C8A—N—C9A—C4A | 1.7 (5) |
C4—C4A—C9A—N | 179.9 (4) | C9A'—C1'—C2'—C3' | 0.8 (7) |
C4A—C4—C3—C12 | −176.6 (4) | C9A—C1—C2—C3 | −2.6 (8) |
C4A—C4—C3—C2 | −1.6 (7) | C9A—C4A—C4—C3 | 0.6 (6) |
C4A—C4B—C5—C6 | 177.6 (5) | C9A—C4A—C4B—C5 | 178.9 (5) |
C4A'—C4B'—C5'—C6' | −179.1 (5) | C9A—C4A—C4B—C8A | −1.7 (5) |
C4A'—C4B'—C8A'—C8' | 178.7 (4) | C9A'—N'—C10'—C11' | −82.7 (6) |
C4A'—C4B'—C8A'—N' | −0.2 (5) | C9A—N—C10—C11 | −84.2 (7) |
C4A—C9A—C1—C2 | 1.4 (7) | C9A—N—C8A—C4B | −2.7 (5) |
C4B—C4A—C4—C3 | −179.6 (5) | C9A—N—C8A—C8 | 178.6 (5) |
C4B—C4A—C9A—C1 | 179.6 (4) | C10—N—C8A—C4B | −172.5 (5) |
C4B'—C4A'—C9A'—C1' | −179.8 (4) | C10—N—C8A—C8 | 8.7 (8) |
C4B—C4A—C9A—N | 0.0 (5) | C10'—N'—C9A'—C1' | −6.7 (8) |
C4B'—C4A'—C9A'—N' | −1.5 (5) | C10—N—C9A—C1 | −7.9 (8) |
C4B—C5—C6—C7 | 0.9 (9) | C10—N—C9A—C4A | 171.6 (5) |
C4B'—C5'—C6'—C7' | 1.1 (8) | C10'—N'—C9A'—C4A' | 175.2 (4) |
C4B'—C8A'—C8'—C7' | 0.2 (7) | C12—C13—C12'—C3' | −176.9 (5) |
C4B—C8A—C8—C7 | 0.5 (7) | C12'—C3'—C2'—C1' | 174.8 (5) |
C4B'—C8A'—N'—C10' | −174.6 (4) | C12—C3—C2—C1 | 177.7 (5) |
C4B'—C8A'—N'—C9A' | −0.8 (5) | C12'—C3'—C4'—C4A' | −174.8 (4) |