Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805001078/bt6581sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805001078/bt6581Isup2.hkl |
CCDC reference: 263697
Data collection: X-AREA (Stoe & Cie, 2002); cell refinement: X-AREA; data reduction: X-RED (Stoe & Cie, 2002); 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); software used to prepare material for publication: WinGX (Farrugia, 1998).
C16H12N2O | Z = 2 |
Mr = 248.28 | F(000) = 260 |
Triclinic, P1 | Dx = 1.204 Mg m−3 |
Hall symbol: P 1 | Mo Kα radiation, λ = 0.71069 Å |
a = 8.160 (5) Å | Cell parameters from 10590 reflections |
b = 8.451 (5) Å | θ = 1.9–29.3° |
c = 11.629 (5) Å | µ = 0.08 mm−1 |
α = 97.921 (5)° | T = 293 K |
β = 108.234 (5)° | Prism, colourless |
γ = 110.548 (5)° | 0.5 × 0.4 × 0.25 mm |
V = 685.0 (7) Å3 |
Stoe IPDS-2 diffractometer | 2681 independent reflections |
Radiation source: fine-focus sealed tube | 2415 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.075 |
Detector resolution: 6.67 pixels mm-1 | θmax = 26.0°, θmin = 1.9° |
ω scans | h = −10→10 |
Absorption correction: integration (X-RED; Stoe & Cie, 2002) | k = −10→9 |
Tmin = 0.964, Tmax = 0.981 | l = −14→14 |
9887 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)] = 0.039 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.113 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0767P)2 + 0.0109P] where P = (Fo2 + 2Fc2)/3 |
2681 reflections | (Δ/σ)max < 0.001 |
348 parameters | Δρmax = 0.15 e Å−3 |
3 restraints | Δρmin = −0.13 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 | ||
C1B | 0.1708 (3) | 0.3762 (3) | 0.9003 (2) | 0.0610 (5) | |
C1A | 0.3880 (3) | 0.6632 (3) | 0.4943 (2) | 0.0573 (4) | |
C2B | 0.1452 (3) | 0.2139 (3) | 0.9215 (2) | 0.0627 (5) | |
H2B | 0.1695 | 0.1342 | 0.8735 | 0.075* | |
C2A | 0.5702 (3) | 0.7344 (3) | 0.5856 (2) | 0.0680 (6) | |
H2A | 0.6711 | 0.7362 | 0.5639 | 0.082* | |
C3B | 0.0824 (3) | 0.1724 (3) | 1.0163 (2) | 0.0595 (5) | |
C3A | 0.6013 (3) | 0.8026 (4) | 0.7087 (2) | 0.0757 (7) | |
H3A | 0.7238 | 0.8495 | 0.7703 | 0.091* | |
C4B | 0.0456 (3) | 0.2921 (3) | 1.08783 (19) | 0.0592 (5) | |
C4A | 0.4526 (3) | 0.8026 (3) | 0.7424 (2) | 0.0676 (5) | |
C5B | 0.0727 (3) | 0.4532 (3) | 1.0641 (2) | 0.0659 (5) | |
H5B | 0.0490 | 0.5336 | 1.1120 | 0.079* | |
C5A | 0.2698 (3) | 0.7272 (3) | 0.6499 (2) | 0.0633 (5) | |
C6B | 0.1340 (3) | 0.4958 (3) | 0.9708 (2) | 0.0664 (5) | |
H6B | 0.1507 | 0.6041 | 0.9550 | 0.080* | |
C6A | 0.2370 (3) | 0.6565 (3) | 0.5266 (2) | 0.0632 (5) | |
H6A | 0.1139 | 0.6046 | 0.4654 | 0.076* | |
C7B | 0.0554 (4) | 0.0043 (3) | 1.0398 (2) | 0.0690 (6) | |
C7A | 0.4871 (5) | 0.8840 (5) | 0.8687 (3) | 0.0911 (8) | |
C8B | −0.0185 (3) | 0.2510 (3) | 1.1868 (2) | 0.0676 (5) | |
C8A | 0.1154 (4) | 0.7293 (5) | 0.6828 (3) | 0.0835 (7) | |
C9B | 0.2681 (4) | 0.3169 (3) | 0.7332 (2) | 0.0650 (5) | |
C9A | 0.4920 (3) | 0.6146 (3) | 0.32842 (19) | 0.0591 (5) | |
C10B | 0.1243 (5) | 0.2081 (4) | 0.6205 (3) | 0.0874 (8) | |
C10A | 0.5608 (4) | 0.4875 (4) | 0.3310 (3) | 0.0765 (6) | |
C11B | 0.1756 (11) | 0.1058 (5) | 0.5450 (4) | 0.135 (2) | |
H11B | 0.0865 | 0.0294 | 0.4670 | 0.161* | |
C11A | 0.7003 (5) | 0.5048 (5) | 0.2842 (4) | 0.0998 (10) | |
H11A | 0.7498 | 0.4211 | 0.2844 | 0.120* | |
C12B | 0.3645 (15) | 0.1199 (8) | 0.5884 (8) | 0.155 (3) | |
H12B | 0.3977 | 0.0504 | 0.5390 | 0.187* | |
C12A | 0.7660 (5) | 0.6420 (6) | 0.2379 (4) | 0.1020 (10) | |
H12A | 0.8613 | 0.6518 | 0.2080 | 0.122* | |
C13B | 0.4938 (10) | 0.2301 (8) | 0.6977 (7) | 0.136 (2) | |
H13B | 0.6171 | 0.2383 | 0.7232 | 0.163* | |
C13A | 0.6947 (4) | 0.7658 (4) | 0.2344 (3) | 0.0886 (8) | |
H13A | 0.7399 | 0.8576 | 0.2008 | 0.106* | |
C14B | 0.4514 (5) | 0.3304 (5) | 0.7728 (4) | 0.0940 (9) | |
C14A | 0.5546 (3) | 0.7554 (3) | 0.2810 (2) | 0.0657 (5) | |
C15B | −0.0685 (6) | 0.2034 (7) | 0.5815 (4) | 0.1346 (18) | |
H15A | −0.1495 | 0.1060 | 0.6005 | 0.202* | |
H15B | −0.1190 | 0.1899 | 0.4925 | 0.202* | |
H15C | −0.0621 | 0.3111 | 0.6262 | 0.202* | |
C15A | 0.4856 (7) | 0.3374 (5) | 0.3833 (5) | 0.1179 (13) | |
H15D | 0.5566 | 0.3712 | 0.4726 | 0.177* | |
H15E | 0.4982 | 0.2371 | 0.3440 | 0.177* | |
H15F | 0.3540 | 0.3080 | 0.3668 | 0.177* | |
C16B | 0.6007 (7) | 0.4559 (9) | 0.8976 (6) | 0.1441 (18) | |
H16A | 0.6018 | 0.3967 | 0.9624 | 0.216* | |
H16B | 0.5723 | 0.5548 | 0.9174 | 0.216* | |
H16C | 0.7231 | 0.4961 | 0.8924 | 0.216* | |
C16A | 0.4764 (5) | 0.8899 (4) | 0.2778 (3) | 0.0895 (8) | |
H16D | 0.3409 | 0.8330 | 0.2516 | 0.134* | |
H16E | 0.5065 | 0.9533 | 0.2194 | 0.134* | |
H16F | 0.5311 | 0.9703 | 0.3604 | 0.134* | |
N1B | 0.0319 (5) | −0.1293 (4) | 1.0571 (3) | 0.0961 (8) | |
N1A | 0.5133 (7) | 0.9508 (7) | 0.9684 (3) | 0.1353 (14) | |
N2B | −0.0676 (4) | 0.2231 (4) | 1.2660 (3) | 0.0881 (6) | |
N2A | −0.0024 (5) | 0.7378 (7) | 0.7127 (4) | 0.1277 (14) | |
O1B | 0.2304 (3) | 0.4304 (2) | 0.80915 (16) | 0.0739 (4) | |
O1A | 0.3439 (2) | 0.5978 (2) | 0.36961 (14) | 0.0688 (4) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1B | 0.0660 (11) | 0.0631 (11) | 0.0546 (10) | 0.0263 (9) | 0.0240 (9) | 0.0192 (9) |
C1A | 0.0544 (10) | 0.0621 (11) | 0.0575 (10) | 0.0243 (8) | 0.0227 (8) | 0.0211 (9) |
C2B | 0.0718 (12) | 0.0618 (12) | 0.0613 (11) | 0.0320 (10) | 0.0298 (10) | 0.0172 (9) |
C2A | 0.0508 (11) | 0.0877 (15) | 0.0668 (12) | 0.0285 (10) | 0.0250 (10) | 0.0222 (11) |
C3B | 0.0582 (10) | 0.0594 (11) | 0.0604 (11) | 0.0241 (9) | 0.0225 (9) | 0.0180 (9) |
C3A | 0.0540 (11) | 0.1030 (19) | 0.0627 (12) | 0.0287 (12) | 0.0185 (10) | 0.0227 (12) |
C4B | 0.0547 (10) | 0.0627 (11) | 0.0562 (10) | 0.0219 (9) | 0.0209 (8) | 0.0136 (9) |
C4A | 0.0689 (13) | 0.0802 (15) | 0.0602 (12) | 0.0333 (11) | 0.0285 (10) | 0.0258 (11) |
C5B | 0.0740 (13) | 0.0638 (12) | 0.0646 (12) | 0.0333 (10) | 0.0296 (10) | 0.0137 (10) |
C5A | 0.0627 (11) | 0.0725 (13) | 0.0686 (12) | 0.0327 (10) | 0.0335 (10) | 0.0301 (10) |
C6B | 0.0791 (14) | 0.0587 (11) | 0.0662 (12) | 0.0325 (10) | 0.0291 (11) | 0.0194 (10) |
C6A | 0.0517 (10) | 0.0731 (13) | 0.0655 (12) | 0.0258 (9) | 0.0229 (9) | 0.0223 (10) |
C7B | 0.0794 (14) | 0.0665 (14) | 0.0738 (13) | 0.0345 (11) | 0.0389 (11) | 0.0247 (11) |
C7A | 0.0901 (18) | 0.116 (2) | 0.0674 (16) | 0.0399 (16) | 0.0344 (14) | 0.0256 (15) |
C8B | 0.0674 (12) | 0.0662 (12) | 0.0703 (13) | 0.0247 (10) | 0.0331 (11) | 0.0156 (10) |
C8A | 0.0750 (15) | 0.122 (2) | 0.0763 (15) | 0.0558 (15) | 0.0378 (13) | 0.0357 (15) |
C9B | 0.0808 (13) | 0.0630 (11) | 0.0650 (12) | 0.0330 (10) | 0.0384 (11) | 0.0273 (10) |
C9A | 0.0604 (11) | 0.0598 (11) | 0.0581 (10) | 0.0242 (9) | 0.0260 (9) | 0.0148 (9) |
C10B | 0.120 (2) | 0.0665 (14) | 0.0661 (14) | 0.0215 (14) | 0.0410 (15) | 0.0247 (11) |
C10A | 0.0868 (16) | 0.0690 (14) | 0.0819 (15) | 0.0424 (13) | 0.0319 (13) | 0.0218 (12) |
C11B | 0.248 (6) | 0.074 (2) | 0.083 (2) | 0.047 (3) | 0.088 (3) | 0.0255 (16) |
C11A | 0.104 (2) | 0.110 (2) | 0.106 (2) | 0.067 (2) | 0.0467 (19) | 0.0183 (19) |
C12B | 0.308 (9) | 0.117 (3) | 0.189 (5) | 0.142 (5) | 0.200 (7) | 0.097 (4) |
C12A | 0.099 (2) | 0.121 (3) | 0.099 (2) | 0.0487 (19) | 0.0595 (19) | 0.013 (2) |
C13B | 0.195 (5) | 0.142 (4) | 0.191 (5) | 0.123 (4) | 0.146 (5) | 0.099 (4) |
C13A | 0.0926 (18) | 0.0895 (18) | 0.0790 (16) | 0.0197 (14) | 0.0479 (15) | 0.0246 (13) |
C14B | 0.0932 (19) | 0.105 (2) | 0.120 (2) | 0.0564 (17) | 0.0570 (18) | 0.064 (2) |
C14A | 0.0745 (13) | 0.0576 (11) | 0.0582 (11) | 0.0229 (10) | 0.0239 (10) | 0.0139 (9) |
C15B | 0.086 (2) | 0.144 (4) | 0.111 (3) | 0.003 (2) | 0.006 (2) | 0.043 (3) |
C15A | 0.134 (3) | 0.087 (2) | 0.149 (4) | 0.057 (2) | 0.050 (3) | 0.061 (2) |
C16B | 0.087 (2) | 0.161 (4) | 0.154 (4) | 0.046 (2) | 0.012 (2) | 0.053 (4) |
C16A | 0.108 (2) | 0.0645 (14) | 0.0917 (18) | 0.0404 (14) | 0.0284 (16) | 0.0229 (13) |
N1B | 0.125 (2) | 0.0793 (15) | 0.117 (2) | 0.0533 (14) | 0.0676 (17) | 0.0475 (15) |
N1A | 0.153 (3) | 0.170 (4) | 0.0723 (17) | 0.062 (3) | 0.0465 (19) | 0.0112 (19) |
N2B | 0.0994 (16) | 0.0877 (15) | 0.0875 (14) | 0.0333 (13) | 0.0548 (13) | 0.0273 (12) |
N2A | 0.101 (2) | 0.217 (4) | 0.115 (2) | 0.096 (3) | 0.0648 (18) | 0.060 (3) |
O1B | 0.1018 (12) | 0.0667 (9) | 0.0711 (10) | 0.0403 (9) | 0.0464 (9) | 0.0286 (8) |
O1A | 0.0575 (8) | 0.0816 (10) | 0.0618 (8) | 0.0239 (7) | 0.0245 (7) | 0.0148 (7) |
C1B—O1B | 1.367 (3) | C9A—C14A | 1.382 (3) |
C1B—C2B | 1.382 (3) | C9A—O1A | 1.404 (3) |
C1B—C6B | 1.387 (3) | C10B—C11B | 1.403 (6) |
C1A—O1A | 1.360 (3) | C10B—C15B | 1.479 (6) |
C1A—C2A | 1.381 (3) | C10A—C11A | 1.380 (5) |
C1A—C6A | 1.382 (3) | C10A—C15A | 1.502 (5) |
C2B—C3B | 1.391 (3) | C11B—C12B | 1.418 (10) |
C2B—H2B | 0.9300 | C11B—H11B | 0.9300 |
C2A—C3A | 1.375 (4) | C11A—C12A | 1.355 (6) |
C2A—H2A | 0.9300 | C11A—H11A | 0.9300 |
C3B—C4B | 1.394 (3) | C12B—C13B | 1.320 (11) |
C3B—C7B | 1.437 (3) | C12B—H12B | 0.9300 |
C3A—C4A | 1.386 (3) | C12A—C13A | 1.363 (6) |
C3A—H3A | 0.9300 | C12A—H12A | 0.9300 |
C4B—C5B | 1.382 (3) | C13B—C14B | 1.338 (6) |
C4B—C8B | 1.441 (3) | C13B—H13B | 0.9300 |
C4A—C5A | 1.389 (3) | C13A—C14A | 1.392 (4) |
C4A—C7A | 1.428 (4) | C13A—H13A | 0.9300 |
C5B—C6B | 1.370 (3) | C14B—C16B | 1.510 (7) |
C5B—H5B | 0.9300 | C14A—C16A | 1.485 (4) |
C5A—C6A | 1.377 (3) | C15B—H15A | 0.9600 |
C5A—C8A | 1.432 (3) | C15B—H15B | 0.9600 |
C6B—H6B | 0.9300 | C15B—H15C | 0.9600 |
C6A—H6A | 0.9300 | C15A—H15D | 0.9600 |
C7B—N1B | 1.134 (4) | C15A—H15E | 0.9600 |
C7A—N1A | 1.134 (5) | C15A—H15F | 0.9600 |
C8B—N2B | 1.136 (3) | C16B—H16A | 0.9600 |
C8A—N2A | 1.140 (4) | C16B—H16B | 0.9600 |
C9B—C10B | 1.374 (4) | C16B—H16C | 0.9600 |
C9B—C14B | 1.377 (4) | C16A—H16D | 0.9600 |
C9B—O1B | 1.392 (3) | C16A—H16E | 0.9600 |
C9A—C10A | 1.375 (3) | C16A—H16F | 0.9600 |
O1B—C1B—C2B | 123.61 (19) | C11A—C10A—C15A | 122.2 (3) |
O1B—C1B—C6B | 115.2 (2) | C10B—C11B—C12B | 119.5 (5) |
C2B—C1B—C6B | 121.2 (2) | C10B—C11B—H11B | 120.2 |
O1A—C1A—C2A | 123.90 (19) | C12B—C11B—H11B | 120.2 |
O1A—C1A—C6A | 115.71 (18) | C12A—C11A—C10A | 120.9 (3) |
C2A—C1A—C6A | 120.4 (2) | C12A—C11A—H11A | 119.5 |
C1B—C2B—C3B | 118.62 (19) | C10A—C11A—H11A | 119.5 |
C1B—C2B—H2B | 120.7 | C13B—C12B—C11B | 121.0 (4) |
C3B—C2B—H2B | 120.7 | C13B—C12B—H12B | 119.5 |
C3A—C2A—C1A | 119.6 (2) | C11B—C12B—H12B | 119.5 |
C3A—C2A—H2A | 120.2 | C11A—C12A—C13A | 121.2 (3) |
C1A—C2A—H2A | 120.2 | C11A—C12A—H12A | 119.4 |
C2B—C3B—C4B | 120.5 (2) | C13A—C12A—H12A | 119.4 |
C2B—C3B—C7B | 119.3 (2) | C12B—C13B—C14B | 121.5 (6) |
C4B—C3B—C7B | 120.2 (2) | C12B—C13B—H13B | 119.2 |
C2A—C3A—C4A | 120.9 (2) | C14B—C13B—H13B | 119.2 |
C2A—C3A—H3A | 119.5 | C12A—C13A—C14A | 120.3 (3) |
C4A—C3A—H3A | 119.5 | C12A—C13A—H13A | 119.8 |
C5B—C4B—C3B | 119.40 (19) | C14A—C13A—H13A | 119.8 |
C5B—C4B—C8B | 119.59 (19) | C13B—C14B—C9B | 118.4 (5) |
C3B—C4B—C8B | 121.0 (2) | C13B—C14B—C16B | 120.9 (5) |
C3A—C4A—C5A | 118.7 (2) | C9B—C14B—C16B | 120.7 (4) |
C3A—C4A—C7A | 120.8 (2) | C9A—C14A—C13A | 117.0 (2) |
C5A—C4A—C7A | 120.4 (2) | C9A—C14A—C16A | 122.3 (2) |
C6B—C5B—C4B | 120.8 (2) | C13A—C14A—C16A | 120.7 (3) |
C6B—C5B—H5B | 119.6 | C10B—C15B—H15A | 109.5 |
C4B—C5B—H5B | 119.6 | C10B—C15B—H15B | 109.5 |
C6A—C5A—C4A | 120.7 (2) | H15A—C15B—H15B | 109.5 |
C6A—C5A—C8A | 119.9 (2) | C10B—C15B—H15C | 109.5 |
C4A—C5A—C8A | 119.4 (2) | H15A—C15B—H15C | 109.5 |
C5B—C6B—C1B | 119.5 (2) | H15B—C15B—H15C | 109.5 |
C5B—C6B—H6B | 120.3 | C10A—C15A—H15D | 109.5 |
C1B—C6B—H6B | 120.3 | C10A—C15A—H15E | 109.5 |
C5A—C6A—C1A | 119.6 (2) | H15D—C15A—H15E | 109.5 |
C5A—C6A—H6A | 120.2 | C10A—C15A—H15F | 109.5 |
C1A—C6A—H6A | 120.2 | H15D—C15A—H15F | 109.5 |
N1B—C7B—C3B | 179.1 (3) | H15E—C15A—H15F | 109.5 |
N1A—C7A—C4A | 178.8 (4) | C14B—C16B—H16A | 109.5 |
N2B—C8B—C4B | 178.2 (3) | C14B—C16B—H16B | 109.5 |
N2A—C8A—C5A | 177.0 (4) | H16A—C16B—H16B | 109.5 |
C10B—C9B—C14B | 124.5 (3) | C14B—C16B—H16C | 109.5 |
C10B—C9B—O1B | 118.1 (3) | H16A—C16B—H16C | 109.5 |
C14B—C9B—O1B | 117.3 (3) | H16B—C16B—H16C | 109.5 |
C10A—C9A—C14A | 123.3 (2) | C14A—C16A—H16D | 109.5 |
C10A—C9A—O1A | 119.1 (2) | C14A—C16A—H16E | 109.5 |
C14A—C9A—O1A | 117.46 (19) | H16D—C16A—H16E | 109.5 |
C9B—C10B—C11B | 115.0 (4) | C14A—C16A—H16F | 109.5 |
C9B—C10B—C15B | 122.0 (3) | H16D—C16A—H16F | 109.5 |
C11B—C10B—C15B | 123.0 (4) | H16E—C16A—H16F | 109.5 |
C9A—C10A—C11A | 117.3 (3) | C1B—O1B—C9B | 118.67 (18) |
C9A—C10A—C15A | 120.5 (3) | C1A—O1A—C9A | 118.77 (16) |
O1B—C1B—C2B—C3B | −179.5 (2) | O1B—C9B—C10B—C11B | 175.9 (2) |
C6B—C1B—C2B—C3B | −0.4 (3) | C14B—C9B—C10B—C15B | −178.1 (3) |
O1A—C1A—C2A—C3A | 177.8 (2) | O1B—C9B—C10B—C15B | −2.8 (4) |
C6A—C1A—C2A—C3A | −1.5 (4) | C14A—C9A—C10A—C11A | 0.5 (4) |
C1B—C2B—C3B—C4B | 0.2 (3) | O1A—C9A—C10A—C11A | 177.0 (2) |
C1B—C2B—C3B—C7B | −179.9 (2) | C14A—C9A—C10A—C15A | −179.7 (3) |
C1A—C2A—C3A—C4A | −0.6 (4) | O1A—C9A—C10A—C15A | −3.1 (4) |
C2B—C3B—C4B—C5B | −0.2 (3) | C9B—C10B—C11B—C12B | 0.4 (4) |
C7B—C3B—C4B—C5B | 179.9 (2) | C15B—C10B—C11B—C12B | 179.0 (3) |
C2B—C3B—C4B—C8B | −179.6 (2) | C9A—C10A—C11A—C12A | 0.1 (5) |
C7B—C3B—C4B—C8B | 0.4 (3) | C15A—C10A—C11A—C12A | −179.8 (4) |
C2A—C3A—C4A—C5A | 2.0 (4) | C10B—C11B—C12B—C13B | −1.3 (6) |
C2A—C3A—C4A—C7A | −175.8 (3) | C10A—C11A—C12A—C13A | −1.0 (6) |
C3B—C4B—C5B—C6B | 0.4 (3) | C11B—C12B—C13B—C14B | 1.2 (7) |
C8B—C4B—C5B—C6B | 179.8 (2) | C11A—C12A—C13A—C14A | 1.3 (5) |
C3A—C4A—C5A—C6A | −1.1 (4) | C12B—C13B—C14B—C9B | −0.2 (6) |
C7A—C4A—C5A—C6A | 176.6 (3) | C12B—C13B—C14B—C16B | −180.0 (4) |
C3A—C4A—C5A—C8A | −178.8 (3) | C10B—C9B—C14B—C13B | −0.7 (4) |
C7A—C4A—C5A—C8A | −1.0 (4) | O1B—C9B—C14B—C13B | −176.0 (3) |
C4B—C5B—C6B—C1B | −0.6 (4) | C10B—C9B—C14B—C16B | 179.1 (3) |
O1B—C1B—C6B—C5B | 179.7 (2) | O1B—C9B—C14B—C16B | 3.7 (4) |
C2B—C1B—C6B—C5B | 0.6 (4) | C10A—C9A—C14A—C13A | −0.1 (3) |
C4A—C5A—C6A—C1A | −1.0 (4) | O1A—C9A—C14A—C13A | −176.8 (2) |
C8A—C5A—C6A—C1A | 176.6 (2) | C10A—C9A—C14A—C16A | 179.2 (3) |
O1A—C1A—C6A—C5A | −177.1 (2) | O1A—C9A—C14A—C16A | 2.6 (3) |
C2A—C1A—C6A—C5A | 2.3 (3) | C12A—C13A—C14A—C9A | −0.7 (4) |
C2B—C3B—C7B—N1B | −83 (19) | C12A—C13A—C14A—C16A | 179.9 (3) |
C4B—C3B—C7B—N1B | 97 (19) | C2B—C1B—O1B—C9B | −0.1 (3) |
C3A—C4A—C7A—N1A | 114 (20) | C6B—C1B—O1B—C9B | −179.2 (2) |
C5A—C4A—C7A—N1A | −64 (20) | C10B—C9B—O1B—C1B | 93.1 (3) |
C5B—C4B—C8B—N2B | −18 (9) | C14B—C9B—O1B—C1B | −91.2 (3) |
C3B—C4B—C8B—N2B | 162 (9) | C2A—C1A—O1A—C9A | −5.0 (3) |
C6A—C5A—C8A—N2A | −144 (6) | C6A—C1A—O1A—C9A | 174.35 (19) |
C4A—C5A—C8A—N2A | 34 (6) | C10A—C9A—O1A—C1A | 87.1 (3) |
C14B—C9B—C10B—C11B | 0.5 (4) | C14A—C9A—O1A—C1A | −96.1 (2) |