Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806013705/ya2006sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806013705/ya2006Isup2.hkl |
CCDC reference: 608539
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: SIR92 (Altomare et al., 1993); 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).
C31H22N2O6 | F(000) = 1080 |
Mr = 518.51 | Dx = 1.343 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 25 reflections |
a = 13.438 (2) Å | θ = 20.0–25.0° |
b = 14.490 (3) Å | µ = 0.09 mm−1 |
c = 13.974 (3) Å | T = 295 K |
β = 109.505 (5)° | Plate, yellow |
V = 2564.8 (9) Å3 | 0.32 × 0.29 × 0.13 mm |
Z = 4 |
Enraf–Nonius CAD-4 diffractometer | θmax = 25.1°, θmin = 1.8° |
Radiation source: fine-focus sealed tube | h = −16→15 |
Graphite monochromator | k = 0→17 |
ω scans | l = 0→16 |
4554 measured reflections | 3 standard reflections every 120 min |
4554 independent reflections | intensity decay: 1.1% |
1912 reflections with I > 2σ(I) |
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)] = 0.076 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.214 | H-atom parameters constrained |
S = 0.99 | w = 1/[σ2(Fo2) + (0.0908P)2] where P = (Fo2 + 2Fc2)/3 |
4554 reflections | (Δ/σ)max < 0.001 |
352 parameters | Δρmax = 0.20 e Å−3 |
0 restraints | Δρmin = −0.20 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. Least-squares planes (x,y,z in crystal coordinates) and deviations from them (* indicates atom used to define plane) - 5.8565 (0.0154) x + 10.3861 (0.0066) y + 9.2033 (0.0075) z = 17.9254 (0.0211) * -0.0234 (0.0052) C1 * -0.0282 (0.0055) C2 * -0.0125 (0.0048) C3 * 0.0026 (0.0042) C4 * 0.0010 (0.0041) C4A * 0.0619 (0.0051) C9 * 0.0188 (0.0045) C9A * 0.0040 (0.0044) C5 * -0.0197 (0.0055) C6 * -0.0305 (0.0061) C7 * -0.0112 (0.0052) C8 * 0.0123 (0.0047) C8A * 0.0166 (0.0038) C10 * 0.0082 (0.0041) C10A Rms deviation of fitted atoms = 0.0234 - 0.9842 (0.0157) x + 10.4475 (0.0062) y + 9.4178 (0.0062) z = 16.7212 (0.0108) Angle to previous plane (with approximate e.s.d.) = 22.51 (0.09) * -0.0210 (0.0045) C1' * -0.0326 (0.0051) C2' * -0.0045 (0.0051) C3' * 0.0151 (0.0044) C4' * 0.0173 (0.0040) C4A' * 0.0286 (0.0044) C9' * -0.0024 (0.0043) C9A' * -0.0179 (0.0040) C5' * -0.0349 (0.0045) C6' * -0.0037 (0.0051) C7' * 0.0157 (0.0047) C8' * 0.0198 (0.0043) C8A' * 0.0273 (0.0036) C10' * -0.0066 (0.0039) C10A' Rms deviation of fitted atoms = 0.0204 |
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 | ||
O1 | 0.6501 (3) | 0.8155 (3) | 1.6982 (3) | 0.0824 (12) | |
O2 | 0.5262 (3) | 0.7478 (4) | 1.5921 (4) | 0.142 (2) | |
O9 | 1.0146 (3) | 0.7358 (4) | 1.7797 (3) | 0.1274 (19) | |
O1' | 0.6649 (3) | 0.3216 (2) | 1.2418 (3) | 0.0724 (11) | |
O2' | 0.5424 (3) | 0.4161 (3) | 1.2316 (3) | 0.0997 (16) | |
O9' | 1.0343 (2) | 0.4184 (3) | 1.4236 (3) | 0.0900 (13) | |
N | 0.6169 (3) | 0.7578 (3) | 1.6353 (3) | 0.0570 (11) | |
N' | 0.6317 (3) | 0.3880 (3) | 1.2705 (3) | 0.0494 (10) | |
C1 | 0.9345 (5) | 0.8340 (4) | 1.5986 (5) | 0.0827 (19) | |
H1 | 1.0061 | 0.8399 | 1.6348 | 0.099* | |
C2 | 0.8909 (7) | 0.8850 (5) | 1.5129 (6) | 0.096 (2) | |
H2 | 0.9319 | 0.9261 | 1.491 | 0.115* | |
C3 | 0.7871 (6) | 0.8747 (4) | 1.4601 (5) | 0.0799 (18) | |
H3 | 0.7568 | 0.9095 | 1.4017 | 0.096* | |
C4 | 0.7256 (4) | 0.8143 (3) | 1.4907 (4) | 0.0574 (14) | |
H4 | 0.6543 | 0.8086 | 1.453 | 0.069* | |
C4A | 0.7685 (3) | 0.7619 (3) | 1.5770 (3) | 0.0411 (11) | |
C5 | 0.6958 (4) | 0.5779 (4) | 1.7388 (4) | 0.0656 (15) | |
H5 | 0.6242 | 0.5698 | 1.7038 | 0.079* | |
C6 | 0.7437 (7) | 0.5267 (4) | 1.8245 (5) | 0.092 (2) | |
H6 | 0.7043 | 0.4841 | 1.8464 | 0.11* | |
C7 | 0.8480 (8) | 0.5374 (5) | 1.8775 (5) | 0.103 (2) | |
H7 | 0.8798 | 0.5022 | 1.9353 | 0.124* | |
C8 | 0.9049 (5) | 0.5995 (5) | 1.8458 (4) | 0.0848 (19) | |
H8 | 0.9763 | 0.6071 | 1.8824 | 0.102* | |
C8A | 0.8586 (4) | 0.6524 (4) | 1.7592 (4) | 0.0556 (13) | |
C9 | 0.9224 (4) | 0.7210 (4) | 1.7277 (4) | 0.0718 (17) | |
C9A | 0.8730 (3) | 0.7727 (3) | 1.6333 (3) | 0.0518 (13) | |
C10 | 0.6986 (3) | 0.6962 (3) | 1.6083 (3) | 0.0381 (11) | |
C10A | 0.7531 (3) | 0.6415 (3) | 1.7039 (3) | 0.0435 (11) | |
C11 | 0.6376 (3) | 0.6339 (3) | 1.5206 (3) | 0.0441 (12) | |
H11A | 0.5894 | 0.5958 | 1.5419 | 0.053* | |
H11B | 0.5957 | 0.6719 | 1.4644 | 0.053* | |
C12 | 0.7094 (3) | 0.5715 (3) | 1.4842 (3) | 0.0418 (11) | |
H12A | 0.7567 | 0.6091 | 1.461 | 0.05* | |
H12B | 0.7519 | 0.5334 | 1.5399 | 0.05* | |
C1' | 0.9300 (4) | 0.5421 (4) | 1.2691 (4) | 0.0679 (16) | |
H1' | 1.0024 | 0.5352 | 1.2839 | 0.082* | |
C2' | 0.8775 (6) | 0.6013 (4) | 1.1967 (5) | 0.0849 (19) | |
H2' | 0.913 | 0.6343 | 1.1609 | 0.102* | |
C3' | 0.7724 (6) | 0.6132 (4) | 1.1755 (5) | 0.0814 (18) | |
H3' | 0.7363 | 0.6552 | 1.1257 | 0.098* | |
C4' | 0.7186 (4) | 0.5642 (3) | 1.2263 (4) | 0.0600 (14) | |
H4' | 0.6463 | 0.5729 | 1.2104 | 0.072* | |
C4A' | 0.7704 (3) | 0.5023 (3) | 1.3006 (3) | 0.0394 (11) | |
C5' | 0.7235 (4) | 0.3268 (3) | 1.4867 (4) | 0.0540 (13) | |
H5' | 0.6512 | 0.3324 | 1.4734 | 0.065* | |
C6' | 0.7817 (6) | 0.2653 (4) | 1.5591 (4) | 0.0745 (17) | |
H6' | 0.7474 | 0.2285 | 1.5929 | 0.089* | |
C7' | 0.8884 (6) | 0.2574 (4) | 1.5824 (4) | 0.086 (2) | |
H7' | 0.9267 | 0.2166 | 1.6326 | 0.103* | |
C8' | 0.9381 (5) | 0.3100 (4) | 1.5314 (4) | 0.0706 (16) | |
H8' | 1.0107 | 0.3042 | 1.5464 | 0.085* | |
C8A' | 0.8822 (3) | 0.3719 (3) | 1.4572 (3) | 0.0469 (12) | |
C9' | 0.9391 (4) | 0.4265 (4) | 1.4035 (4) | 0.0564 (14) | |
C9A' | 0.8788 (3) | 0.4903 (3) | 1.3231 (4) | 0.0465 (12) | |
C10' | 0.7091 (3) | 0.4481 (3) | 1.3555 (3) | 0.0361 (10) | |
C10A' | 0.7731 (3) | 0.3801 (3) | 1.4339 (3) | 0.0390 (11) | |
C11' | 0.6434 (3) | 0.5108 (3) | 1.3983 (3) | 0.0421 (11) | |
H11C | 0.5993 | 0.5496 | 1.3443 | 0.051* | |
H11D | 0.5973 | 0.473 | 1.4227 | 0.051* |
U11 | U22 | U33 | U12 | U13 | U23 | |
O1 | 0.079 (3) | 0.080 (3) | 0.096 (3) | 0.003 (2) | 0.039 (2) | −0.036 (3) |
O2 | 0.043 (2) | 0.185 (5) | 0.190 (5) | 0.008 (3) | 0.030 (3) | −0.109 (4) |
O9 | 0.057 (3) | 0.201 (5) | 0.094 (3) | −0.048 (3) | −0.014 (2) | 0.012 (3) |
O1' | 0.084 (3) | 0.057 (2) | 0.071 (3) | −0.004 (2) | 0.019 (2) | −0.028 (2) |
O2' | 0.044 (2) | 0.119 (4) | 0.114 (3) | 0.002 (2) | −0.002 (2) | −0.056 (3) |
O9' | 0.0311 (19) | 0.118 (3) | 0.121 (3) | 0.010 (2) | 0.025 (2) | −0.002 (3) |
N | 0.044 (3) | 0.067 (3) | 0.063 (3) | 0.004 (2) | 0.023 (2) | −0.015 (2) |
N' | 0.049 (3) | 0.047 (3) | 0.052 (3) | −0.005 (2) | 0.015 (2) | −0.012 (2) |
C1 | 0.069 (4) | 0.096 (5) | 0.086 (5) | −0.042 (4) | 0.030 (4) | −0.024 (4) |
C2 | 0.119 (6) | 0.085 (5) | 0.111 (6) | −0.041 (5) | 0.074 (5) | −0.010 (5) |
C3 | 0.117 (5) | 0.068 (4) | 0.071 (4) | 0.005 (4) | 0.054 (4) | 0.010 (3) |
C4 | 0.063 (3) | 0.060 (3) | 0.053 (3) | −0.001 (3) | 0.024 (3) | 0.003 (3) |
C4A | 0.040 (2) | 0.049 (3) | 0.036 (3) | −0.001 (2) | 0.016 (2) | −0.006 (2) |
C5 | 0.071 (3) | 0.068 (4) | 0.063 (4) | −0.010 (3) | 0.029 (3) | 0.001 (3) |
C6 | 0.134 (6) | 0.065 (4) | 0.088 (5) | −0.011 (4) | 0.054 (5) | 0.011 (4) |
C7 | 0.153 (8) | 0.080 (5) | 0.071 (5) | 0.017 (5) | 0.029 (5) | 0.032 (4) |
C8 | 0.083 (4) | 0.096 (5) | 0.060 (4) | 0.024 (4) | 0.003 (3) | 0.016 (4) |
C8A | 0.046 (3) | 0.065 (3) | 0.048 (3) | 0.005 (3) | 0.006 (2) | −0.001 (3) |
C9 | 0.039 (3) | 0.103 (5) | 0.063 (4) | −0.016 (3) | 0.003 (3) | −0.009 (3) |
C9A | 0.043 (3) | 0.063 (3) | 0.051 (3) | −0.019 (3) | 0.018 (2) | −0.011 (3) |
C10 | 0.028 (2) | 0.045 (3) | 0.043 (3) | 0.002 (2) | 0.015 (2) | −0.008 (2) |
C10A | 0.042 (3) | 0.047 (3) | 0.045 (3) | 0.002 (2) | 0.019 (2) | −0.006 (2) |
C11 | 0.028 (2) | 0.054 (3) | 0.053 (3) | −0.001 (2) | 0.015 (2) | −0.010 (2) |
C12 | 0.031 (2) | 0.051 (3) | 0.046 (3) | −0.005 (2) | 0.016 (2) | −0.014 (2) |
C1' | 0.063 (4) | 0.074 (4) | 0.082 (4) | −0.015 (3) | 0.044 (3) | −0.009 (3) |
C2' | 0.109 (5) | 0.072 (4) | 0.099 (5) | −0.026 (4) | 0.068 (5) | 0.004 (4) |
C3' | 0.111 (5) | 0.059 (4) | 0.081 (4) | 0.006 (4) | 0.042 (4) | 0.026 (3) |
C4' | 0.059 (3) | 0.053 (3) | 0.073 (4) | 0.005 (3) | 0.028 (3) | 0.019 (3) |
C4A' | 0.037 (2) | 0.036 (3) | 0.045 (3) | −0.001 (2) | 0.014 (2) | −0.002 (2) |
C5' | 0.061 (3) | 0.054 (3) | 0.053 (3) | 0.000 (3) | 0.028 (3) | 0.006 (3) |
C6' | 0.114 (5) | 0.055 (4) | 0.059 (4) | 0.008 (4) | 0.035 (4) | 0.012 (3) |
C7' | 0.111 (5) | 0.076 (5) | 0.056 (4) | 0.037 (4) | 0.010 (4) | 0.017 (3) |
C8' | 0.066 (4) | 0.072 (4) | 0.065 (4) | 0.025 (3) | 0.009 (3) | 0.005 (3) |
C8A' | 0.039 (3) | 0.050 (3) | 0.047 (3) | 0.010 (2) | 0.008 (2) | −0.001 (2) |
C9' | 0.034 (3) | 0.066 (4) | 0.069 (3) | 0.003 (3) | 0.018 (3) | −0.013 (3) |
C9A' | 0.041 (3) | 0.046 (3) | 0.059 (3) | −0.006 (2) | 0.026 (2) | −0.006 (3) |
C10' | 0.030 (2) | 0.039 (3) | 0.038 (2) | −0.007 (2) | 0.0104 (19) | −0.011 (2) |
C10A' | 0.041 (2) | 0.037 (3) | 0.040 (3) | 0.003 (2) | 0.013 (2) | −0.003 (2) |
C11' | 0.032 (2) | 0.049 (3) | 0.046 (3) | −0.004 (2) | 0.015 (2) | −0.004 (2) |
O1—N | 1.187 (5) | C11—C12 | 1.528 (5) |
O2—N | 1.175 (5) | C11—H11A | 0.97 |
O9—C9 | 1.228 (5) | C11—H11B | 0.97 |
O1'—N' | 1.185 (4) | C12—C11' | 1.514 (5) |
O2'—N' | 1.210 (5) | C12—H12A | 0.97 |
O9'—C9' | 1.221 (5) | C12—H12B | 0.97 |
N—C10 | 1.554 (5) | C1'—C2' | 1.334 (8) |
N'—C10' | 1.558 (5) | C1'—C9A' | 1.398 (6) |
C1—C2 | 1.362 (8) | C1'—H1' | 0.93 |
C1—C9A | 1.405 (7) | C2'—C3' | 1.354 (8) |
C1—H1 | 0.93 | C2'—H2' | 0.93 |
C2—C3 | 1.351 (8) | C3'—C4' | 1.370 (7) |
C2—H2 | 0.93 | C3'—H3' | 0.93 |
C3—C4 | 1.366 (7) | C4'—C4A' | 1.372 (6) |
C3—H3 | 0.93 | C4'—H4' | 0.93 |
C4—C4A | 1.379 (6) | C4A'—C9A' | 1.396 (5) |
C4—H4 | 0.93 | C4A'—C10' | 1.519 (5) |
C4A—C9A | 1.371 (6) | C5'—C6' | 1.378 (7) |
C4A—C10 | 1.501 (6) | C5'—C10A' | 1.384 (6) |
C5—C6 | 1.371 (8) | C5'—H5' | 0.93 |
C5—C10A | 1.390 (6) | C6'—C7' | 1.366 (8) |
C5—H5 | 0.93 | C6'—H6' | 0.93 |
C6—C7 | 1.357 (9) | C7'—C8' | 1.361 (8) |
C6—H6 | 0.93 | C7'—H7' | 0.93 |
C7—C8 | 1.348 (8) | C8'—C8A' | 1.387 (6) |
C7—H7 | 0.93 | C8'—H8' | 0.93 |
C8—C8A | 1.391 (7) | C8A'—C10A' | 1.396 (6) |
C8—H8 | 0.93 | C8A'—C9' | 1.469 (7) |
C8A—C10A | 1.380 (6) | C9'—C9A' | 1.472 (6) |
C8A—C9 | 1.473 (7) | C10'—C11' | 1.522 (5) |
C9—C9A | 1.469 (7) | C10'—C10A' | 1.510 (6) |
C10—C10A | 1.515 (6) | C11'—H11C | 0.97 |
C10—C11 | 1.523 (5) | C11'—H11D | 0.97 |
O1—N—O2 | 122.4 (4) | C11'—C12—C11 | 109.8 (3) |
O1—N—C10 | 117.6 (4) | C11'—C12—H12A | 109.7 |
O2—N—C10 | 120.0 (4) | C11—C12—H12A | 109.7 |
O1'—N'—O2' | 123.4 (4) | C11'—C12—H12B | 109.7 |
O1'—N'—C10' | 118.7 (4) | C11—C12—H12B | 109.7 |
O2'—N'—C10' | 117.6 (4) | H12A—C12—H12B | 108.2 |
C2—C1—C9A | 121.1 (6) | C2'—C1'—C9A' | 121.6 (5) |
C2—C1—H1 | 119.4 | C2'—C1'—H1' | 119.2 |
C9A—C1—H1 | 119.4 | C9A'—C1'—H1' | 119.2 |
C1—C2—C3 | 118.8 (6) | C1'—C2'—C3' | 119.8 (6) |
C1—C2—H2 | 120.6 | C1'—C2'—H2' | 120.1 |
C3—C2—H2 | 120.6 | C3'—C2'—H2' | 120.1 |
C2—C3—C4 | 121.5 (6) | C2'—C3'—C4' | 120.9 (6) |
C2—C3—H3 | 119.2 | C2'—C3'—H3' | 119.6 |
C4—C3—H3 | 119.2 | C4'—C3'—H3' | 119.6 |
C3—C4—C4A | 120.4 (5) | C4A'—C4'—C3' | 120.6 (5) |
C3—C4—H4 | 119.8 | C4A'—C4'—H4' | 119.7 |
C4A—C4—H4 | 119.8 | C3'—C4'—H4' | 119.7 |
C9A—C4A—C4 | 119.2 (5) | C4'—C4A'—C9A' | 118.7 (4) |
C9A—C4A—C10 | 121.8 (4) | C4'—C4A'—C10' | 119.8 (4) |
C4—C4A—C10 | 119.0 (4) | C9A'—C4A'—C10' | 121.5 (4) |
C6—C5—C10A | 120.8 (6) | C6'—C5'—C10A' | 119.7 (5) |
C6—C5—H5 | 119.6 | C6'—C5'—H5' | 120.1 |
C10A—C5—H5 | 119.6 | C10A'—C5'—H5' | 120.1 |
C7—C6—C5 | 120.9 (6) | C7'—C6'—C5' | 121.5 (6) |
C7—C6—H6 | 119.6 | C7'—C6'—H6' | 119.3 |
C5—C6—H6 | 119.6 | C5'—C6'—H6' | 119.3 |
C6—C7—C8 | 119.5 (6) | C6'—C7'—C8' | 119.2 (6) |
C6—C7—H7 | 120.3 | C6'—C7'—H7' | 120.4 |
C8—C7—H7 | 120.3 | C8'—C7'—H7' | 120.4 |
C7—C8—C8A | 121.0 (6) | C7'—C8'—C8A' | 121.0 (5) |
C7—C8—H8 | 119.5 | C7'—C8'—H8' | 119.5 |
C8A—C8—H8 | 119.5 | C8A'—C8'—H8' | 119.5 |
C10A—C8A—C8 | 120.1 (5) | C10A'—C8A'—C8' | 119.6 (5) |
C10A—C8A—C9 | 120.1 (5) | C10A'—C8A'—C9' | 121.3 (4) |
C8—C8A—C9 | 119.8 (5) | C8'—C8A'—C9' | 119.1 (5) |
O9—C9—C9A | 120.5 (5) | O9'—C9'—C9A' | 120.2 (5) |
O9—C9—C8A | 120.9 (5) | O9'—C9'—C8A' | 121.0 (5) |
C9A—C9—C8A | 118.7 (4) | C9A'—C9'—C8A' | 118.8 (4) |
C4A—C9A—C1 | 118.8 (5) | C4A'—C9A'—C1' | 118.4 (5) |
C4A—C9A—C9 | 121.8 (4) | C4A'—C9A'—C9' | 121.2 (4) |
C1—C9A—C9 | 119.4 (5) | C1'—C9A'—C9' | 120.4 (5) |
C4A—C10—C10A | 115.1 (3) | C11'—C10'—C10A' | 111.6 (4) |
C4A—C10—C11 | 111.2 (4) | C11'—C10'—C4A' | 111.9 (3) |
C10A—C10—C11 | 111.7 (4) | C10A'—C10'—C4A' | 115.5 (3) |
C4A—C10—N | 105.5 (3) | C11'—C10'—N' | 107.9 (3) |
C10A—C10—N | 105.0 (3) | C10A'—C10'—N' | 105.2 (3) |
C11—C10—N | 107.6 (3) | C4A'—C10'—N' | 104.0 (3) |
C5—C10A—C8A | 117.7 (5) | C5'—C10A'—C8A' | 118.9 (4) |
C5—C10A—C10 | 119.7 (4) | C5'—C10A'—C10' | 119.4 (4) |
C8A—C10A—C10 | 122.6 (4) | C8A'—C10A'—C10' | 121.6 (4) |
C12—C11—C10 | 112.9 (3) | C12—C11'—C10' | 113.3 (3) |
C12—C11—H11A | 109 | C12—C11'—H11C | 108.9 |
C10—C11—H11A | 109 | C10'—C11'—H11C | 108.9 |
C12—C11—H11B | 109 | C12—C11'—H11D | 108.9 |
C10—C11—H11B | 109 | C10'—C11'—H11D | 108.9 |
H11A—C11—H11B | 107.8 | H11C—C11'—H11D | 107.7 |
C9A—C1—C2—C3 | −1.0 (10) | C9A'—C1'—C2'—C3' | 1.1 (9) |
C1—C2—C3—C4 | −0.3 (10) | C1'—C2'—C3'—C4' | −1.0 (10) |
C2—C3—C4—C4A | −0.1 (9) | C2'—C3'—C4'—C4A' | 0.5 (9) |
C3—C4—C4A—C9A | 1.7 (7) | C3'—C4'—C4A'—C9A' | −0.1 (7) |
C3—C4—C4A—C10 | −179.9 (4) | C3'—C4'—C4A'—C10' | −179.5 (5) |
C10A—C5—C6—C7 | 0.4 (9) | C10A'—C5'—C6'—C7' | 1.8 (8) |
C5—C6—C7—C8 | 0.3 (11) | C5'—C6'—C7'—C8' | −1.4 (9) |
C6—C7—C8—C8A | −0.4 (11) | C6'—C7'—C8'—C8A' | 0.7 (9) |
C7—C8—C8A—C10A | −0.4 (9) | C7'—C8'—C8A'—C10A' | −0.5 (8) |
C7—C8—C8A—C9 | 178.7 (6) | C7'—C8'—C8A'—C9' | −179.4 (5) |
C10A—C8A—C9—O9 | 175.2 (5) | C10A'—C8A'—C9'—O9' | −179.3 (5) |
C8—C8A—C9—O9 | −3.8 (9) | C8'—C8A'—C9'—O9' | −0.4 (7) |
C10A—C8A—C9—C9A | −3.9 (8) | C10A'—C8A'—C9'—C9A' | −0.5 (7) |
C8—C8A—C9—C9A | 177.0 (5) | C8'—C8A'—C9'—C9A' | 178.4 (4) |
C4—C4A—C9A—C1 | −2.9 (7) | C4'—C4A'—C9A'—C1' | 0.1 (7) |
C10—C4A—C9A—C1 | 178.8 (4) | C10'—C4A'—C9A'—C1' | 179.5 (4) |
C4—C4A—C9A—C9 | 178.0 (5) | C4'—C4A'—C9A'—C9' | 178.6 (4) |
C10—C4A—C9A—C9 | −0.4 (7) | C10'—C4A'—C9A'—C9' | −2.0 (6) |
C2—C1—C9A—C4A | 2.6 (9) | C2'—C1'—C9A'—C4A' | −0.6 (8) |
C2—C1—C9A—C9 | −178.2 (6) | C2'—C1'—C9A'—C9' | −179.2 (5) |
O9—C9—C9A—C4A | −175.9 (5) | O9'—C9'—C9A'—C4A' | −178.5 (5) |
C8A—C9—C9A—C4A | 3.3 (8) | C8A'—C9'—C9A'—C4A' | 2.7 (7) |
O9—C9—C9A—C1 | 5.0 (9) | O9'—C9'—C9A'—C1' | 0.0 (7) |
C8A—C9—C9A—C1 | −175.9 (5) | C8A'—C9'—C9A'—C1' | −178.8 (4) |
C9A—C4A—C10—C10A | −1.9 (6) | C4'—C4A'—C10'—C11' | −52.4 (5) |
C4—C4A—C10—C10A | 179.8 (4) | C9A'—C4A'—C10'—C11' | 128.2 (4) |
C9A—C4A—C10—C11 | −130.2 (4) | C4'—C4A'—C10'—C10A' | 178.5 (4) |
C4—C4A—C10—C11 | 51.4 (5) | C9A'—C4A'—C10'—C10A' | −0.9 (6) |
C9A—C4A—C10—N | 113.4 (4) | C4'—C4A'—C10'—N' | 63.8 (5) |
C4—C4A—C10—N | −64.9 (5) | C9A'—C4A'—C10'—N' | −115.6 (4) |
O1—N—C10—C4A | −56.6 (5) | O1'—N'—C10'—C11' | −164.3 (4) |
O2—N—C10—C4A | 121.6 (5) | O2'—N'—C10'—C11' | 21.6 (5) |
O1—N—C10—C10A | 65.4 (5) | O1'—N'—C10'—C10A' | −45.1 (5) |
O2—N—C10—C10A | −116.4 (6) | O2'—N'—C10'—C10A' | 140.8 (4) |
O1—N—C10—C11 | −175.4 (4) | O1'—N'—C10'—C4A' | 76.7 (5) |
O2—N—C10—C11 | 2.8 (7) | O2'—N'—C10'—C4A' | −97.4 (5) |
C6—C5—C10A—C8A | −1.1 (7) | C6'—C5'—C10A'—C8A' | −1.5 (7) |
C6—C5—C10A—C10 | 179.2 (5) | C6'—C5'—C10A'—C10' | −179.3 (4) |
C8—C8A—C10A—C5 | 1.1 (7) | C8'—C8A'—C10A'—C5' | 0.9 (7) |
C9—C8A—C10A—C5 | −178.0 (5) | C9'—C8A'—C10A'—C5' | 179.8 (4) |
C8—C8A—C10A—C10 | −179.3 (4) | C8'—C8A'—C10A'—C10' | 178.6 (4) |
C9—C8A—C10A—C10 | 1.6 (7) | C9'—C8A'—C10A'—C10' | −2.4 (6) |
C4A—C10—C10A—C5 | −179.2 (4) | C11'—C10'—C10A'—C5' | 51.6 (5) |
C11—C10—C10A—C5 | −51.1 (5) | C4A'—C10'—C10A'—C5' | −179.2 (4) |
N—C10—C10A—C5 | 65.2 (5) | N'—C10'—C10A'—C5' | −65.2 (5) |
C4A—C10—C10A—C8A | 1.2 (6) | C11'—C10'—C10A'—C8A' | −126.2 (4) |
C11—C10—C10A—C8A | 129.3 (4) | C4A'—C10'—C10A'—C8A' | 3.1 (6) |
N—C10—C10A—C8A | −114.4 (5) | N'—C10'—C10A'—C8A' | 117.1 (4) |
C4A—C10—C11—C12 | 63.0 (5) | C11—C12—C11'—C10' | 178.4 (4) |
C10A—C10—C11—C12 | −67.1 (5) | C10A'—C10'—C11'—C12 | 63.3 (5) |
N—C10—C11—C12 | 178.1 (4) | C4A'—C10'—C11'—C12 | −67.8 (5) |
C10—C11—C12—C11' | 179.1 (4) | N'—C10'—C11'—C12 | 178.5 (4) |
D—H···A | D—H | H···A | D···A | D—H···A |
C2′—H2′···O2i | 0.93 | 2.67 | 3.586 (10) | 168 |
C4—H4···O9ii | 0.93 | 2.60 | 3.417 (6) | 147 |
C5—H5···O2′iii | 0.93 | 2.69 | 3.363 (7) | 130 |
C5′—H5′···O2iii | 0.93 | 2.53 | 3.343 (7) | 146 |
C7′—H7′···O2′iv | 0.93 | 2.57 | 3.473 (7) | 165 |
Symmetry codes: (i) x+1/2, −y+3/2, z−1/2; (ii) x−1/2, −y+3/2, z−1/2; (iii) −x+1, −y+1, −z+3; (iv) x+1/2, −y+1/2, z+1/2. |