Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805003193/kp6035sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805003193/kp6035Isup2.hkl |
CCDC reference: 269798
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).
C17H13ClN2O | F(000) = 1232 |
Mr = 296.74 | Dx = 1.312 Mg m−3 |
Monoclinic, Cc | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: C -2yc | Cell parameters from 15817 reflections |
a = 12.6986 (8) Å | θ = 2.2–27.9° |
b = 12.5724 (6) Å | µ = 0.25 mm−1 |
c = 18.9151 (10) Å | T = 150 K |
β = 95.635 (4)° | Prism, colourless |
V = 3005.2 (3) Å3 | 0.45 × 0.33 × 0.24 mm |
Z = 8 |
Stoe IPDS-2 diffractometer | 6783 independent reflections |
Radiation source: fine-focus sealed tube | 5862 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.143 |
Detector resolution: 6.67 pixels mm-1 | θmax = 27.9°, θmin = 2.2° |
ω scans | h = −16→16 |
Absorption correction: integration (X-RED; Stoe & Cie, 2002) | k = −16→16 |
Tmin = 0.911, Tmax = 0.957 | l = −24→24 |
13168 measured reflections |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.042 | H-atom parameters constrained |
wR(F2) = 0.116 | w = 1/[σ2(Fo2) + (0.0761P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.05 | (Δ/σ)max < 0.001 |
6783 reflections | Δρmax = 0.28 e Å−3 |
379 parameters | Δρmin = −0.25 e Å−3 |
2 restraints | Absolute structure: Flack (1983) |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: −0.01 (5) |
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 | ||
C1A | 0.59026 (17) | 0.55907 (19) | 0.59735 (12) | 0.0304 (5) | |
C1B | 0.42911 (19) | 0.86872 (17) | 0.75402 (12) | 0.0308 (5) | |
C2A | 0.58202 (18) | 0.64915 (19) | 0.55613 (13) | 0.0334 (5) | |
H2A | 0.6010 | 0.7151 | 0.5757 | 0.040* | |
C2B | 0.53422 (19) | 0.89162 (18) | 0.77313 (13) | 0.0335 (5) | |
C3A | 0.5447 (2) | 0.6401 (2) | 0.48439 (14) | 0.0383 (5) | |
C3B | 0.5621 (2) | 0.9224 (2) | 0.84395 (13) | 0.0377 (5) | |
C4A | 0.5164 (2) | 0.5388 (2) | 0.45933 (13) | 0.0419 (6) | |
H4A | 0.4893 | 0.5317 | 0.4121 | 0.050* | |
C4B | 0.4838 (2) | 0.9262 (2) | 0.89096 (13) | 0.0400 (6) | |
H4B | 0.5027 | 0.9463 | 0.9378 | 0.048* | |
C5A | 0.5265 (2) | 0.4491 (2) | 0.50057 (14) | 0.0408 (6) | |
C5B | 0.3790 (2) | 0.9010 (2) | 0.87022 (14) | 0.0395 (6) | |
C6A | 0.56445 (18) | 0.45821 (19) | 0.57252 (13) | 0.0340 (5) | |
C6B | 0.3512 (2) | 0.87208 (19) | 0.80055 (14) | 0.0362 (5) | |
H6B | 0.2815 | 0.8552 | 0.7850 | 0.043* | |
C7A | 0.72871 (16) | 0.59265 (18) | 0.68710 (12) | 0.0272 (4) | |
C7B | 0.37482 (17) | 0.74485 (17) | 0.66397 (12) | 0.0281 (4) | |
C8A | 0.76041 (18) | 0.62306 (17) | 0.75684 (12) | 0.0286 (4) | |
C8B | 0.33265 (17) | 0.72513 (18) | 0.59404 (12) | 0.0301 (4) | |
C9A | 0.86541 (18) | 0.64689 (17) | 0.77804 (12) | 0.0300 (4) | |
H9A | 0.8850 | 0.6685 | 0.8245 | 0.036* | |
C9B | 0.30603 (17) | 0.6240 (2) | 0.57119 (13) | 0.0321 (5) | |
H9B | 0.2762 | 0.6130 | 0.5249 | 0.039* | |
C10A | 0.94108 (18) | 0.63872 (17) | 0.73052 (12) | 0.0286 (4) | |
C10B | 0.32347 (17) | 0.53802 (19) | 0.61702 (13) | 0.0336 (5) | |
C11A | 0.90961 (17) | 0.60492 (17) | 0.66048 (11) | 0.0278 (4) | |
C11B | 0.36879 (17) | 0.55635 (18) | 0.68681 (12) | 0.0296 (4) | |
C12A | 0.80426 (17) | 0.58267 (17) | 0.63923 (11) | 0.0273 (4) | |
H12A | 0.7842 | 0.5610 | 0.5928 | 0.033* | |
C12B | 0.39374 (18) | 0.65924 (18) | 0.71002 (13) | 0.0302 (4) | |
H12B | 0.4231 | 0.6707 | 0.7564 | 0.036* | |
C13A | 0.5367 (3) | 0.7363 (3) | 0.43717 (16) | 0.0577 (8) | |
H13D | 0.5104 | 0.7156 | 0.3899 | 0.087* | |
H13E | 0.6054 | 0.7679 | 0.4365 | 0.087* | |
H13F | 0.4892 | 0.7869 | 0.4550 | 0.087* | |
C13B | 0.6150 (2) | 0.8857 (2) | 0.72062 (15) | 0.0440 (6) | |
H13A | 0.6831 | 0.9051 | 0.7435 | 0.066* | |
H13B | 0.5959 | 0.9338 | 0.6821 | 0.066* | |
H13C | 0.6179 | 0.8145 | 0.7026 | 0.066* | |
C14A | 0.4973 (3) | 0.3423 (3) | 0.4687 (2) | 0.0606 (9) | |
H14D | 0.5078 | 0.2885 | 0.5046 | 0.091* | |
H14E | 0.5411 | 0.3273 | 0.4313 | 0.091* | |
H14F | 0.4244 | 0.3430 | 0.4496 | 0.091* | |
C14B | 0.6752 (3) | 0.9497 (3) | 0.86986 (18) | 0.0552 (7) | |
H14A | 0.7188 | 0.9422 | 0.8315 | 0.083* | |
H14B | 0.7000 | 0.9026 | 0.9078 | 0.083* | |
H14C | 0.6786 | 1.0218 | 0.8867 | 0.083* | |
C15A | 0.5763 (2) | 0.3625 (2) | 0.62090 (17) | 0.0461 (6) | |
H15A | 0.5546 | 0.2997 | 0.5945 | 0.069* | |
H15B | 0.5328 | 0.3715 | 0.6592 | 0.069* | |
H15C | 0.6489 | 0.3555 | 0.6398 | 0.069* | |
C15B | 0.2985 (3) | 0.9033 (3) | 0.92402 (18) | 0.0587 (8) | |
H15D | 0.3324 | 0.9246 | 0.9694 | 0.088* | |
H15E | 0.2684 | 0.8338 | 0.9279 | 0.088* | |
H15F | 0.2435 | 0.9531 | 0.9089 | 0.088* | |
C16A | 1.04935 (19) | 0.66429 (19) | 0.75125 (13) | 0.0345 (5) | |
C16B | 0.2966 (2) | 0.4330 (2) | 0.59324 (14) | 0.0395 (5) | |
C17A | 0.98791 (18) | 0.5897 (2) | 0.61151 (13) | 0.0330 (5) | |
C17B | 0.3916 (2) | 0.46961 (19) | 0.73525 (14) | 0.0368 (5) | |
Cl1A | 0.66811 (4) | 0.63083 (6) | 0.81766 (3) | 0.04072 (15) | |
Cl1B | 0.31289 (5) | 0.83023 (5) | 0.53549 (3) | 0.04189 (15) | |
N1A | 1.13693 (18) | 0.6847 (2) | 0.76736 (14) | 0.0474 (5) | |
N1B | 0.2760 (2) | 0.34774 (19) | 0.57420 (16) | 0.0543 (6) | |
N2A | 1.05115 (17) | 0.5768 (2) | 0.57298 (12) | 0.0454 (5) | |
N2B | 0.4104 (2) | 0.40110 (18) | 0.77386 (13) | 0.0463 (5) | |
O1A | 0.62491 (12) | 0.57130 (15) | 0.67003 (8) | 0.0350 (4) | |
O1B | 0.39687 (15) | 0.84667 (13) | 0.68178 (9) | 0.0371 (4) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1A | 0.0235 (9) | 0.0423 (12) | 0.0251 (10) | −0.0008 (9) | 0.0011 (8) | −0.0005 (9) |
C1B | 0.0447 (13) | 0.0229 (10) | 0.0244 (11) | 0.0008 (9) | 0.0019 (9) | −0.0012 (8) |
C2A | 0.0289 (11) | 0.0379 (12) | 0.0334 (12) | −0.0010 (9) | 0.0029 (9) | 0.0026 (9) |
C2B | 0.0402 (12) | 0.0304 (11) | 0.0300 (11) | 0.0031 (9) | 0.0044 (9) | 0.0030 (9) |
C3A | 0.0336 (11) | 0.0515 (14) | 0.0302 (12) | 0.0088 (11) | 0.0040 (9) | 0.0094 (11) |
C3B | 0.0443 (13) | 0.0370 (12) | 0.0305 (12) | 0.0018 (10) | −0.0021 (10) | 0.0043 (10) |
C4A | 0.0317 (11) | 0.0655 (18) | 0.0275 (12) | 0.0001 (11) | −0.0012 (9) | −0.0025 (11) |
C4B | 0.0589 (16) | 0.0368 (13) | 0.0237 (11) | 0.0043 (11) | 0.0007 (10) | 0.0026 (10) |
C5A | 0.0358 (12) | 0.0513 (14) | 0.0363 (13) | −0.0075 (11) | 0.0082 (10) | −0.0085 (11) |
C5B | 0.0551 (15) | 0.0302 (12) | 0.0356 (13) | 0.0046 (11) | 0.0157 (11) | 0.0039 (10) |
C6A | 0.0289 (11) | 0.0380 (12) | 0.0356 (12) | −0.0015 (9) | 0.0062 (9) | −0.0004 (9) |
C6B | 0.0377 (12) | 0.0293 (11) | 0.0422 (14) | −0.0007 (9) | 0.0068 (10) | 0.0030 (10) |
C7A | 0.0254 (10) | 0.0293 (10) | 0.0264 (10) | 0.0007 (8) | 0.0006 (8) | 0.0033 (8) |
C7B | 0.0284 (10) | 0.0275 (10) | 0.0283 (11) | −0.0024 (8) | 0.0030 (8) | −0.0028 (8) |
C8A | 0.0337 (11) | 0.0280 (10) | 0.0241 (10) | 0.0028 (9) | 0.0033 (8) | 0.0005 (8) |
C8B | 0.0286 (10) | 0.0317 (11) | 0.0300 (11) | 0.0025 (8) | 0.0028 (8) | 0.0009 (9) |
C9A | 0.0347 (11) | 0.0250 (10) | 0.0292 (11) | 0.0011 (8) | −0.0024 (9) | −0.0021 (8) |
C9B | 0.0264 (10) | 0.0392 (12) | 0.0302 (11) | −0.0022 (9) | 0.0008 (8) | −0.0069 (9) |
C10A | 0.0301 (11) | 0.0262 (10) | 0.0284 (11) | −0.0029 (8) | −0.0032 (8) | 0.0015 (8) |
C10B | 0.0269 (11) | 0.0340 (11) | 0.0400 (13) | −0.0035 (8) | 0.0041 (9) | −0.0051 (10) |
C11A | 0.0287 (10) | 0.0270 (10) | 0.0269 (10) | 0.0004 (8) | −0.0008 (8) | 0.0018 (8) |
C11B | 0.0267 (10) | 0.0300 (10) | 0.0324 (11) | −0.0008 (8) | 0.0038 (8) | −0.0022 (8) |
C12A | 0.0278 (10) | 0.0318 (10) | 0.0218 (10) | −0.0006 (8) | 0.0002 (8) | −0.0001 (8) |
C12B | 0.0296 (10) | 0.0292 (10) | 0.0317 (11) | 0.0003 (8) | 0.0025 (8) | −0.0027 (9) |
C13A | 0.067 (2) | 0.0623 (19) | 0.0437 (16) | 0.0153 (15) | 0.0060 (14) | 0.0214 (14) |
C13B | 0.0436 (14) | 0.0478 (15) | 0.0417 (14) | 0.0050 (11) | 0.0098 (11) | −0.0001 (12) |
C14A | 0.065 (2) | 0.066 (2) | 0.0519 (18) | −0.0197 (15) | 0.0133 (15) | −0.0234 (15) |
C14B | 0.0484 (16) | 0.0626 (19) | 0.0509 (16) | −0.0009 (14) | −0.0140 (13) | 0.0050 (14) |
C15A | 0.0435 (14) | 0.0407 (14) | 0.0556 (17) | −0.0020 (11) | 0.0122 (12) | 0.0079 (12) |
C15B | 0.075 (2) | 0.0537 (18) | 0.0516 (18) | 0.0107 (15) | 0.0301 (16) | 0.0052 (14) |
C16A | 0.0340 (12) | 0.0362 (12) | 0.0327 (12) | −0.0045 (9) | 0.0000 (9) | −0.0021 (9) |
C16B | 0.0355 (12) | 0.0421 (14) | 0.0415 (13) | −0.0073 (10) | 0.0069 (10) | −0.0067 (11) |
C17A | 0.0259 (10) | 0.0413 (13) | 0.0309 (11) | −0.0027 (9) | −0.0024 (8) | 0.0010 (9) |
C17B | 0.0397 (12) | 0.0305 (11) | 0.0394 (13) | −0.0041 (9) | 0.0000 (10) | −0.0055 (10) |
Cl1A | 0.0380 (3) | 0.0567 (4) | 0.0283 (3) | 0.0026 (3) | 0.0075 (2) | −0.0005 (3) |
Cl1B | 0.0537 (4) | 0.0398 (3) | 0.0315 (3) | 0.0039 (3) | 0.0013 (2) | 0.0042 (3) |
N1A | 0.0356 (11) | 0.0570 (14) | 0.0488 (14) | −0.0099 (10) | −0.0010 (10) | −0.0014 (11) |
N1B | 0.0593 (15) | 0.0400 (13) | 0.0642 (17) | −0.0136 (11) | 0.0085 (13) | −0.0142 (11) |
N2A | 0.0316 (10) | 0.0689 (16) | 0.0357 (12) | −0.0018 (10) | 0.0040 (9) | −0.0025 (11) |
N2B | 0.0627 (15) | 0.0308 (11) | 0.0442 (13) | −0.0010 (10) | −0.0012 (11) | 0.0023 (10) |
O1A | 0.0275 (8) | 0.0537 (10) | 0.0232 (8) | −0.0061 (7) | −0.0002 (6) | −0.0001 (7) |
O1B | 0.0542 (10) | 0.0284 (8) | 0.0275 (8) | −0.0025 (7) | −0.0014 (7) | 0.0008 (6) |
C1A—C2A | 1.373 (3) | C9A—H9A | 0.9300 |
C1A—C6A | 1.381 (3) | C9B—C10B | 1.390 (4) |
C1A—O1A | 1.410 (3) | C9B—H9B | 0.9300 |
C1B—C2B | 1.379 (4) | C10A—C11A | 1.411 (3) |
C1B—C6B | 1.388 (3) | C10A—C16A | 1.429 (3) |
C1B—O1B | 1.415 (3) | C10B—C11B | 1.406 (3) |
C2A—C3A | 1.397 (3) | C10B—C16B | 1.426 (3) |
C2A—H2A | 0.9300 | C11A—C12A | 1.387 (3) |
C2B—C3B | 1.406 (3) | C11A—C17A | 1.437 (3) |
C2B—C13B | 1.498 (3) | C11B—C12B | 1.393 (3) |
C3A—C4A | 1.394 (4) | C11B—C17B | 1.436 (3) |
C3A—C13A | 1.501 (4) | C12A—H12A | 0.9300 |
C3B—C4B | 1.398 (4) | C12B—H12B | 0.9300 |
C3B—C14B | 1.511 (4) | C13A—H13D | 0.9600 |
C4A—C5A | 1.370 (4) | C13A—H13E | 0.9600 |
C4A—H4A | 0.9300 | C13A—H13F | 0.9600 |
C4B—C5B | 1.386 (4) | C13B—H13A | 0.9600 |
C4B—H4B | 0.9300 | C13B—H13B | 0.9600 |
C5A—C6A | 1.403 (4) | C13B—H13C | 0.9600 |
C5A—C14A | 1.503 (4) | C14A—H14D | 0.9600 |
C5B—C6B | 1.379 (4) | C14A—H14E | 0.9600 |
C5B—C15B | 1.512 (4) | C14A—H14F | 0.9600 |
C6A—C15A | 1.510 (4) | C14B—H14A | 0.9600 |
C6B—H6B | 0.9300 | C14B—H14B | 0.9600 |
C7A—O1A | 1.353 (3) | C14B—H14C | 0.9600 |
C7A—C12A | 1.388 (3) | C15A—H15A | 0.9600 |
C7A—C8A | 1.394 (3) | C15A—H15B | 0.9600 |
C7B—O1B | 1.346 (3) | C15A—H15C | 0.9600 |
C7B—C12B | 1.391 (3) | C15B—H15D | 0.9600 |
C7B—C8B | 1.400 (3) | C15B—H15E | 0.9600 |
C8A—C9A | 1.387 (3) | C15B—H15F | 0.9600 |
C8A—Cl1A | 1.724 (2) | C16A—N1A | 1.153 (3) |
C8B—C9B | 1.375 (3) | C16B—N1B | 1.153 (3) |
C8B—Cl1B | 1.726 (2) | C17A—N2A | 1.148 (3) |
C9A—C10A | 1.383 (3) | C17B—N2B | 1.139 (3) |
C2A—C1A—C6A | 124.2 (2) | C9B—C10B—C11B | 118.9 (2) |
C2A—C1A—O1A | 117.6 (2) | C9B—C10B—C16B | 120.3 (2) |
C6A—C1A—O1A | 118.2 (2) | C11B—C10B—C16B | 120.7 (2) |
C2B—C1B—C6B | 124.0 (2) | C12A—C11A—C10A | 120.6 (2) |
C2B—C1B—O1B | 118.4 (2) | C12A—C11A—C17A | 119.7 (2) |
C6B—C1B—O1B | 117.5 (2) | C10A—C11A—C17A | 119.7 (2) |
C1A—C2A—C3A | 118.9 (2) | C12B—C11B—C10B | 120.5 (2) |
C1A—C2A—H2A | 120.5 | C12B—C11B—C17B | 118.6 (2) |
C3A—C2A—H2A | 120.5 | C10B—C11B—C17B | 120.9 (2) |
C1B—C2B—C3B | 117.0 (2) | C11A—C12A—C7A | 120.1 (2) |
C1B—C2B—C13B | 121.6 (2) | C11A—C12A—H12A | 120.0 |
C3B—C2B—C13B | 121.4 (2) | C7A—C12A—H12A | 120.0 |
C4A—C3A—C2A | 117.1 (2) | C7B—C12B—C11B | 120.1 (2) |
C4A—C3A—C13A | 122.3 (3) | C7B—C12B—H12B | 120.0 |
C2A—C3A—C13A | 120.6 (3) | C11B—C12B—H12B | 120.0 |
C4B—C3B—C2B | 119.2 (2) | C3A—C13A—H13D | 109.5 |
C4B—C3B—C14B | 119.9 (3) | C3A—C13A—H13E | 109.5 |
C2B—C3B—C14B | 120.9 (3) | H13D—C13A—H13E | 109.5 |
C5A—C4A—C3A | 123.5 (2) | C3A—C13A—H13F | 109.5 |
C5A—C4A—H4A | 118.2 | H13D—C13A—H13F | 109.5 |
C3A—C4A—H4A | 118.2 | H13E—C13A—H13F | 109.5 |
C5B—C4B—C3B | 122.3 (2) | C2B—C13B—H13A | 109.5 |
C5B—C4B—H4B | 118.8 | C2B—C13B—H13B | 109.5 |
C3B—C4B—H4B | 118.8 | H13A—C13B—H13B | 109.5 |
C4A—C5A—C6A | 119.3 (2) | C2B—C13B—H13C | 109.5 |
C4A—C5A—C14A | 120.1 (3) | H13A—C13B—H13C | 109.5 |
C6A—C5A—C14A | 120.7 (3) | H13B—C13B—H13C | 109.5 |
C6B—C5B—C4B | 118.6 (2) | C5A—C14A—H14D | 109.5 |
C6B—C5B—C15B | 121.4 (3) | C5A—C14A—H14E | 109.5 |
C4B—C5B—C15B | 119.9 (3) | H14D—C14A—H14E | 109.5 |
C1A—C6A—C5A | 116.9 (2) | C5A—C14A—H14F | 109.5 |
C1A—C6A—C15A | 121.3 (2) | H14D—C14A—H14F | 109.5 |
C5A—C6A—C15A | 121.8 (2) | H14E—C14A—H14F | 109.5 |
C5B—C6B—C1B | 118.9 (2) | C3B—C14B—H14A | 109.5 |
C5B—C6B—H6B | 120.6 | C3B—C14B—H14B | 109.5 |
C1B—C6B—H6B | 120.6 | H14A—C14B—H14B | 109.5 |
O1A—C7A—C12A | 123.1 (2) | C3B—C14B—H14C | 109.5 |
O1A—C7A—C8A | 117.66 (19) | H14A—C14B—H14C | 109.5 |
C12A—C7A—C8A | 119.22 (19) | H14B—C14B—H14C | 109.5 |
O1B—C7B—C12B | 124.1 (2) | C6A—C15A—H15A | 109.5 |
O1B—C7B—C8B | 117.1 (2) | C6A—C15A—H15B | 109.5 |
C12B—C7B—C8B | 118.8 (2) | H15A—C15A—H15B | 109.5 |
C9A—C8A—C7A | 120.9 (2) | C6A—C15A—H15C | 109.5 |
C9A—C8A—Cl1A | 119.48 (18) | H15A—C15A—H15C | 109.5 |
C7A—C8A—Cl1A | 119.67 (17) | H15B—C15A—H15C | 109.5 |
C9B—C8B—C7B | 121.4 (2) | C5B—C15B—H15D | 109.5 |
C9B—C8B—Cl1B | 119.38 (18) | C5B—C15B—H15E | 109.5 |
C7B—C8B—Cl1B | 119.26 (17) | H15D—C15B—H15E | 109.5 |
C10A—C9A—C8A | 120.4 (2) | C5B—C15B—H15F | 109.5 |
C10A—C9A—H9A | 119.8 | H15D—C15B—H15F | 109.5 |
C8A—C9A—H9A | 119.8 | H15E—C15B—H15F | 109.5 |
C8B—C9B—C10B | 120.3 (2) | N1A—C16A—C10A | 179.4 (3) |
C8B—C9B—H9B | 119.9 | N1B—C16B—C10B | 179.3 (3) |
C10B—C9B—H9B | 119.9 | N2A—C17A—C11A | 179.2 (3) |
C9A—C10A—C11A | 118.8 (2) | N2B—C17B—C11B | 179.5 (3) |
C9A—C10A—C16A | 121.1 (2) | C7A—O1A—C1A | 117.24 (17) |
C11A—C10A—C16A | 120.1 (2) | C7B—O1B—C1B | 117.48 (18) |
C6A—C1A—C2A—C3A | 0.4 (3) | O1B—C7B—C8B—C9B | −178.9 (2) |
O1A—C1A—C2A—C3A | −178.0 (2) | C12B—C7B—C8B—C9B | 2.6 (3) |
C6B—C1B—C2B—C3B | −1.5 (4) | O1B—C7B—C8B—Cl1B | 0.6 (3) |
O1B—C1B—C2B—C3B | 174.5 (2) | C12B—C7B—C8B—Cl1B | −177.86 (17) |
C6B—C1B—C2B—C13B | 179.5 (2) | C7A—C8A—C9A—C10A | −1.3 (3) |
O1B—C1B—C2B—C13B | −4.6 (3) | Cl1A—C8A—C9A—C10A | 178.47 (17) |
C1A—C2A—C3A—C4A | 0.9 (3) | C7B—C8B—C9B—C10B | −1.9 (3) |
C1A—C2A—C3A—C13A | −178.7 (2) | Cl1B—C8B—C9B—C10B | 178.57 (17) |
C1B—C2B—C3B—C4B | 1.2 (3) | C8A—C9A—C10A—C11A | −0.5 (3) |
C13B—C2B—C3B—C4B | −179.7 (2) | C8A—C9A—C10A—C16A | 179.2 (2) |
C1B—C2B—C3B—C14B | −179.6 (2) | C8B—C9B—C10B—C11B | −0.1 (3) |
C13B—C2B—C3B—C14B | −0.6 (4) | C8B—C9B—C10B—C16B | −179.5 (2) |
C2A—C3A—C4A—C5A | −2.0 (4) | C9A—C10A—C11A—C12A | 1.5 (3) |
C13A—C3A—C4A—C5A | 177.6 (3) | C16A—C10A—C11A—C12A | −178.2 (2) |
C2B—C3B—C4B—C5B | −0.3 (4) | C9A—C10A—C11A—C17A | −176.3 (2) |
C14B—C3B—C4B—C5B | −179.4 (3) | C16A—C10A—C11A—C17A | 4.0 (3) |
C3A—C4A—C5A—C6A | 1.8 (4) | C9B—C10B—C11B—C12B | 1.3 (3) |
C3A—C4A—C5A—C14A | −178.1 (3) | C16B—C10B—C11B—C12B | −179.3 (2) |
C3B—C4B—C5B—C6B | −0.6 (4) | C9B—C10B—C11B—C17B | −177.8 (2) |
C3B—C4B—C5B—C15B | 178.2 (2) | C16B—C10B—C11B—C17B | 1.6 (3) |
C2A—C1A—C6A—C5A | −0.7 (3) | C10A—C11A—C12A—C7A | −0.6 (3) |
O1A—C1A—C6A—C5A | 177.69 (19) | C17A—C11A—C12A—C7A | 177.2 (2) |
C2A—C1A—C6A—C15A | 179.6 (2) | O1A—C7A—C12A—C11A | −179.4 (2) |
O1A—C1A—C6A—C15A | −2.1 (3) | C8A—C7A—C12A—C11A | −1.3 (3) |
C4A—C5A—C6A—C1A | −0.4 (3) | O1B—C7B—C12B—C11B | −179.7 (2) |
C14A—C5A—C6A—C1A | 179.5 (2) | C8B—C7B—C12B—C11B | −1.3 (3) |
C4A—C5A—C6A—C15A | 179.4 (2) | C10B—C11B—C12B—C7B | −0.6 (3) |
C14A—C5A—C6A—C15A | −0.8 (4) | C17B—C11B—C12B—C7B | 178.6 (2) |
C4B—C5B—C6B—C1B | 0.4 (4) | C12A—C7A—O1A—C1A | −12.8 (3) |
C15B—C5B—C6B—C1B | −178.3 (2) | C8A—C7A—O1A—C1A | 169.1 (2) |
C2B—C1B—C6B—C5B | 0.7 (4) | C2A—C1A—O1A—C7A | −73.7 (3) |
O1B—C1B—C6B—C5B | −175.3 (2) | C6A—C1A—O1A—C7A | 107.9 (2) |
O1A—C7A—C8A—C9A | −179.5 (2) | C12B—C7B—O1B—C1B | −8.0 (3) |
C12A—C7A—C8A—C9A | 2.3 (3) | C8B—C7B—O1B—C1B | 173.6 (2) |
O1A—C7A—C8A—Cl1A | 0.6 (3) | C2B—C1B—O1B—C7B | 106.2 (2) |
C12A—C7A—C8A—Cl1A | −177.54 (17) | C6B—C1B—O1B—C7B | −77.6 (3) |