Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806040049/bt2192sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806040049/bt2192IIsup2.hkl |
CCDC reference: 627335
Data collection: CAD-4 Software (Enraf–Nonius 1989); cell refinement: CAD-4 Software; data reduction: Corinc (Dräger & Gattow, 1971); program(s) used to solve structure: SIR92 (Altomare et al., 1994); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2005); software used to prepare material for publication: SHELXL97.
C14H8F2N2O2 | F(000) = 1120 |
Mr = 274.22 | Dx = 1.493 Mg m−3 |
Monoclinic, P21/c | Melting point: 118 K |
Hall symbol: -P 2ybc | Cu Kα radiation, λ = 1.54178 Å |
a = 17.797 (2) Å | Cell parameters from 25 reflections |
b = 10.3032 (7) Å | θ = 30–46° |
c = 14.2799 (14) Å | µ = 1.05 mm−1 |
β = 111.251 (10)° | T = 193 K |
V = 2440.4 (4) Å3 | Block, light yellow |
Z = 8 | 0.40 × 0.20 × 0.10 mm |
CAD-4 Enraf–Nonius diffractometer | Rint = 0.118 |
Radiation source: rotating anode | θmax = 70.2°, θmin = 2.7° |
Graphite monochromator | h = 0→21 |
ω/2θ scans | k = 0→12 |
4791 measured reflections | l = −17→16 |
4637 independent reflections | 3 standard reflections every 60 min |
3152 reflections with I > 2σ(I) | intensity decay: 5% |
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)] = 0.074 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.232 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.1284P)2 + 1.3775P] where P = (Fo2 + 2Fc2)/3 |
4637 reflections | (Δ/σ)max < 0.001 |
371 parameters | Δρmax = 0.56 e Å−3 |
0 restraints | Δρmin = −0.39 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 | Occ. (<1) | |
C1A | 0.3715 (2) | −0.0034 (4) | 0.3800 (3) | 0.0488 (9) | |
C2A | 0.4054 (2) | −0.1132 (4) | 0.4400 (3) | 0.0466 (8) | |
N3A | 0.4299 (2) | −0.0863 (3) | 0.5379 (3) | 0.0627 (9) | |
O4A | 0.41084 (18) | 0.0421 (3) | 0.5436 (2) | 0.0685 (8) | |
N5A | 0.3749 (2) | 0.0923 (3) | 0.4434 (3) | 0.0582 (9) | |
O6A | 0.3545 (2) | 0.2052 (3) | 0.4356 (3) | 0.0814 (10) | |
C7A | 0.33572 (19) | 0.0140 (3) | 0.2703 (3) | 0.0449 (8) | |
C8A | 0.2865 (2) | −0.0838 (4) | 0.2101 (3) | 0.0467 (8) | |
H8A | 0.2785 | −0.1659 | 0.2490 | 0.056* | |
C9A | 0.2533 (2) | −0.0688 (4) | 0.1074 (3) | 0.0578 (10) | |
H9A | 0.2178 | −0.1452 | 0.0638 | 0.069* | |
C10A | 0.2703 (3) | 0.0433 (5) | 0.0664 (3) | 0.0673 (12) | |
C11A | 0.3181 (3) | 0.1400 (4) | 0.1228 (4) | 0.0678 (12) | |
H11A | 0.3348 | 0.2250 | 0.0879 | 0.081* | |
C12A | 0.3510 (2) | 0.1256 (4) | 0.2262 (3) | 0.0570 (10) | |
H12A | 0.3882 | 0.1987 | 0.2618 | 0.068* | |
F13A | 0.23764 (18) | 0.0544 (4) | −0.0348 (2) | 0.1011 (11) | |
C14A | 0.41664 (19) | −0.2435 (4) | 0.4064 (3) | 0.0455 (8) | |
C15A | 0.4439 (2) | −0.2586 (4) | 0.3270 (3) | 0.0499 (9) | |
H15A | 0.4580 | −0.1795 | 0.2978 | 0.060* | |
C16A | 0.4540 (2) | −0.3814 (4) | 0.2941 (3) | 0.0541 (9) | |
H16A | 0.4743 | −0.3916 | 0.2331 | 0.065* | |
C17A | 0.4362 (2) | −0.4854 (4) | 0.3416 (4) | 0.0603 (11) | |
C18A | 0.4093 (2) | −0.4745 (4) | 0.4194 (3) | 0.0596 (11) | |
H18A | 0.3842 | −0.5400 | 0.4500 | 0.072* | |
F19A | 0.44707 (18) | −0.6060 (2) | 0.3106 (3) | 0.0900 (10) | |
C19A | 0.3989 (2) | −0.3520 (4) | 0.4525 (3) | 0.0507 (9) | |
H19A | 0.3812 | −0.3527 | 0.5140 | 0.061* | |
C1B | 0.02924 (19) | 0.1681 (3) | 0.1272 (3) | 0.0443 (8) | |
C2B | 0.0377 (2) | 0.0502 (3) | 0.1811 (3) | 0.0453 (8) | |
N3B | −0.0196 (2) | −0.0311 (4) | 0.1299 (3) | 0.0657 (10) | |
O4B | −0.06769 (18) | 0.0318 (3) | 0.0429 (3) | 0.0781 (10) | |
N5B | −0.0346 (2) | 0.1573 (3) | 0.0439 (3) | 0.0602 (9) | |
O6B | −0.0733 (3) | 0.2175 (4) | −0.0265 (3) | 0.0606 (16) | 0.608 (8) |
O6C | −0.0421 (5) | −0.1317 (8) | 0.1277 (7) | 0.082 (3) | 0.392 (8) |
C7B | 0.07859 (19) | 0.2868 (3) | 0.1506 (2) | 0.0396 (7) | |
C8B | 0.1613 (2) | 0.2795 (3) | 0.2040 (3) | 0.0437 (8) | |
H8B | 0.1875 | 0.1955 | 0.2260 | 0.052* | |
C9B | 0.2070 (2) | 0.3915 (4) | 0.2311 (3) | 0.0495 (8) | |
H9B | 0.2670 | 0.3871 | 0.2821 | 0.059* | |
C10B | 0.1691 (2) | 0.5089 (4) | 0.2053 (3) | 0.0510 (9) | |
C11B | 0.0882 (2) | 0.5195 (4) | 0.1497 (3) | 0.0525 (9) | |
H11B | 0.0529 | 0.6032 | 0.1218 | 0.063* | |
C12B | 0.0425 (2) | 0.4076 (3) | 0.1227 (3) | 0.0456 (8) | |
H12B | −0.0188 | 0.4191 | 0.0818 | 0.055* | |
F13B | 0.21327 (16) | 0.6179 (2) | 0.2348 (2) | 0.0708 (7) | |
C14B | 0.0965 (2) | 0.0107 (3) | 0.2788 (3) | 0.0446 (8) | |
C15B | 0.1203 (2) | 0.0977 (4) | 0.3599 (3) | 0.0497 (8) | |
H15B | 0.0896 | 0.1901 | 0.3487 | 0.060* | |
C16B | 0.1739 (2) | 0.0580 (4) | 0.4523 (3) | 0.0573 (10) | |
H16B | 0.2005 | 0.1043 | 0.5206 | 0.069* | |
C17B | 0.2035 (2) | −0.0681 (5) | 0.4616 (3) | 0.0603 (11) | |
C18B | 0.1812 (2) | −0.1553 (4) | 0.3844 (3) | 0.0588 (10) | |
H18B | 0.2132 | −0.2478 | 0.4000 | 0.071* | |
F19B | 0.25720 (16) | −0.1048 (3) | 0.55232 (19) | 0.0808 (8) | |
C19B | 0.1269 (2) | −0.1147 (4) | 0.2921 (3) | 0.0524 (9) | |
H19B | 0.1086 | −0.1737 | 0.2333 | 0.063* |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1A | 0.0439 (18) | 0.054 (2) | 0.056 (2) | −0.0159 (15) | 0.0273 (16) | −0.0213 (17) |
C2A | 0.0426 (18) | 0.056 (2) | 0.0429 (19) | −0.0089 (15) | 0.0176 (15) | −0.0093 (16) |
N3A | 0.064 (2) | 0.064 (2) | 0.066 (2) | −0.0069 (16) | 0.0308 (17) | −0.0164 (17) |
O4A | 0.0753 (19) | 0.079 (2) | 0.0535 (17) | −0.0157 (16) | 0.0262 (15) | −0.0217 (15) |
N5A | 0.063 (2) | 0.0474 (18) | 0.073 (2) | −0.0087 (15) | 0.0349 (17) | −0.0135 (16) |
O6A | 0.102 (3) | 0.0564 (19) | 0.098 (3) | −0.0039 (17) | 0.050 (2) | −0.0155 (17) |
C7A | 0.0409 (17) | 0.0401 (17) | 0.060 (2) | −0.0033 (13) | 0.0254 (16) | −0.0040 (15) |
C8A | 0.0445 (18) | 0.0485 (19) | 0.048 (2) | −0.0033 (15) | 0.0181 (15) | −0.0047 (15) |
C9A | 0.051 (2) | 0.072 (3) | 0.050 (2) | 0.0039 (18) | 0.0177 (17) | −0.0052 (19) |
C10A | 0.054 (2) | 0.101 (4) | 0.052 (2) | 0.021 (2) | 0.0260 (19) | 0.021 (2) |
C11A | 0.061 (3) | 0.062 (3) | 0.090 (3) | 0.008 (2) | 0.040 (2) | 0.021 (2) |
C12A | 0.052 (2) | 0.050 (2) | 0.078 (3) | 0.0003 (16) | 0.033 (2) | 0.0063 (19) |
F13A | 0.0823 (19) | 0.165 (3) | 0.0575 (16) | 0.021 (2) | 0.0274 (14) | 0.0316 (18) |
C14A | 0.0334 (16) | 0.056 (2) | 0.0413 (18) | −0.0055 (14) | 0.0072 (14) | −0.0077 (15) |
C15A | 0.0484 (19) | 0.055 (2) | 0.048 (2) | −0.0083 (16) | 0.0198 (16) | −0.0035 (17) |
C16A | 0.048 (2) | 0.054 (2) | 0.061 (2) | −0.0078 (16) | 0.0202 (17) | −0.0134 (18) |
C17A | 0.0432 (19) | 0.052 (2) | 0.080 (3) | −0.0052 (16) | 0.0150 (19) | −0.014 (2) |
C18A | 0.044 (2) | 0.053 (2) | 0.075 (3) | −0.0058 (16) | 0.0133 (19) | 0.005 (2) |
F19A | 0.0883 (19) | 0.0488 (14) | 0.135 (3) | −0.0082 (13) | 0.0431 (19) | −0.0220 (15) |
C19A | 0.0414 (18) | 0.062 (2) | 0.044 (2) | −0.0050 (16) | 0.0098 (15) | 0.0060 (17) |
C1B | 0.0373 (16) | 0.0495 (19) | 0.0452 (19) | −0.0020 (14) | 0.0140 (14) | −0.0081 (15) |
C2B | 0.0447 (18) | 0.0456 (19) | 0.0455 (19) | −0.0068 (14) | 0.0159 (15) | −0.0132 (15) |
N3B | 0.0544 (19) | 0.064 (2) | 0.071 (2) | −0.0117 (17) | 0.0138 (17) | −0.0156 (18) |
O4B | 0.0551 (17) | 0.081 (2) | 0.077 (2) | −0.0126 (15) | −0.0011 (15) | −0.0321 (18) |
N5B | 0.0508 (18) | 0.067 (2) | 0.050 (2) | 0.0024 (16) | 0.0034 (15) | −0.0133 (17) |
O6B | 0.063 (3) | 0.056 (3) | 0.051 (3) | −0.002 (2) | 0.005 (2) | 0.005 (2) |
O6C | 0.089 (6) | 0.061 (5) | 0.100 (7) | −0.052 (4) | 0.040 (5) | −0.020 (4) |
C7B | 0.0426 (17) | 0.0430 (17) | 0.0341 (16) | 0.0019 (13) | 0.0151 (13) | −0.0022 (13) |
C8B | 0.0420 (17) | 0.0434 (18) | 0.0449 (19) | 0.0001 (14) | 0.0148 (14) | 0.0052 (15) |
C9B | 0.0461 (19) | 0.052 (2) | 0.048 (2) | −0.0032 (16) | 0.0152 (16) | 0.0018 (16) |
C10B | 0.064 (2) | 0.0441 (19) | 0.049 (2) | −0.0114 (16) | 0.0252 (18) | −0.0078 (16) |
C11B | 0.062 (2) | 0.0433 (19) | 0.054 (2) | 0.0072 (16) | 0.0232 (18) | 0.0011 (16) |
C12B | 0.0459 (18) | 0.0489 (19) | 0.0420 (18) | 0.0066 (15) | 0.0161 (15) | −0.0012 (15) |
F13B | 0.0781 (16) | 0.0487 (13) | 0.0861 (18) | −0.0190 (11) | 0.0303 (14) | −0.0120 (12) |
C14B | 0.0451 (18) | 0.0458 (18) | 0.047 (2) | −0.0077 (14) | 0.0214 (15) | −0.0010 (15) |
C15B | 0.057 (2) | 0.049 (2) | 0.046 (2) | −0.0111 (16) | 0.0221 (16) | −0.0034 (16) |
C16B | 0.059 (2) | 0.062 (2) | 0.050 (2) | −0.0162 (19) | 0.0198 (18) | 0.0008 (18) |
C17B | 0.050 (2) | 0.080 (3) | 0.051 (2) | −0.0037 (19) | 0.0187 (18) | 0.015 (2) |
C18B | 0.060 (2) | 0.065 (2) | 0.058 (2) | 0.0072 (19) | 0.0285 (19) | 0.009 (2) |
F19B | 0.0732 (16) | 0.105 (2) | 0.0568 (15) | 0.0048 (15) | 0.0149 (13) | 0.0200 (14) |
C19B | 0.058 (2) | 0.051 (2) | 0.054 (2) | −0.0012 (17) | 0.0272 (18) | 0.0007 (17) |
C1A—N5A | 1.325 (5) | C1B—C2B | 1.417 (5) |
C1A—C2A | 1.416 (5) | C1B—C7B | 1.472 (5) |
C1A—C7A | 1.472 (5) | C2B—N3B | 1.317 (5) |
C2A—N3A | 1.333 (5) | C2B—C14B | 1.466 (5) |
C2A—C14A | 1.463 (5) | N3B—O6C | 1.107 (7) |
N3A—O4A | 1.375 (5) | N3B—O4B | 1.388 (5) |
O4A—N5A | 1.436 (5) | O4B—N5B | 1.419 (5) |
N5A—O6A | 1.212 (4) | N5B—O6B | 1.169 (5) |
C7A—C12A | 1.384 (5) | C7B—C12B | 1.390 (5) |
C7A—C8A | 1.406 (5) | C7B—C8B | 1.393 (5) |
C8A—C9A | 1.377 (5) | C8B—C9B | 1.383 (5) |
C8A—H8A | 1.0502 | C8B—H8B | 0.9790 |
C9A—C10A | 1.377 (6) | C9B—C10B | 1.368 (5) |
C9A—H9A | 1.0589 | C9B—H9B | 1.0535 |
C10A—F13A | 1.354 (5) | C10B—F13B | 1.348 (4) |
C10A—C11A | 1.367 (7) | C10B—C11B | 1.373 (5) |
C11A—C12A | 1.385 (6) | C11B—C12B | 1.383 (5) |
C11A—H11A | 1.0996 | C11B—H11B | 1.0567 |
C12A—H12A | 1.0106 | C12B—H12B | 1.0416 |
C14A—C19A | 1.390 (5) | C14B—C19B | 1.386 (5) |
C14A—C15A | 1.395 (5) | C14B—C15B | 1.403 (5) |
C15A—C16A | 1.384 (5) | C15B—C16B | 1.381 (5) |
C15A—H15A | 0.9881 | C15B—H15B | 1.0808 |
C16A—C17A | 1.365 (6) | C16B—C17B | 1.390 (6) |
C16A—H16A | 1.0623 | C16B—H16B | 1.0331 |
C17A—F19A | 1.356 (5) | C17B—F19B | 1.356 (5) |
C17A—C18A | 1.364 (7) | C17B—C18B | 1.364 (6) |
C18A—C19A | 1.384 (6) | C18B—C19B | 1.388 (6) |
C18A—H18A | 0.9934 | C18B—H18B | 1.0911 |
C19A—H19A | 1.0361 | C19B—H19B | 0.9915 |
C1B—N5B | 1.319 (5) | ||
N5A—C1A—C2A | 106.0 (3) | N5B—C1B—C7B | 121.5 (3) |
N5A—C1A—C7A | 122.1 (4) | C2B—C1B—C7B | 130.8 (3) |
C2A—C1A—C7A | 131.8 (3) | N3B—C2B—C1B | 109.6 (3) |
N3A—C2A—C1A | 112.0 (3) | N3B—C2B—C14B | 119.6 (4) |
N3A—C2A—C14A | 120.2 (3) | C1B—C2B—C14B | 130.8 (3) |
C1A—C2A—C14A | 127.8 (3) | O6C—N3B—C2B | 144.1 (6) |
C2A—N3A—O4A | 105.6 (3) | O6C—N3B—O4B | 108.2 (6) |
N3A—O4A—N5A | 108.5 (3) | C2B—N3B—O4B | 107.6 (3) |
O6A—N5A—C1A | 135.5 (4) | N3B—O4B—N5B | 107.3 (3) |
O6A—N5A—O4A | 116.6 (3) | O6B—N5B—C1B | 141.0 (4) |
C1A—N5A—O4A | 107.9 (3) | O6B—N5B—O4B | 111.2 (3) |
C12A—C7A—C8A | 119.9 (4) | C1B—N5B—O4B | 107.7 (3) |
C12A—C7A—C1A | 120.3 (3) | C12B—C7B—C8B | 119.4 (3) |
C8A—C7A—C1A | 119.7 (3) | C12B—C7B—C1B | 120.2 (3) |
C9A—C8A—C7A | 120.1 (4) | C8B—C7B—C1B | 120.3 (3) |
C9A—C8A—H8A | 124.5 | C9B—C8B—C7B | 120.3 (3) |
C7A—C8A—H8A | 115.4 | C9B—C8B—H8B | 119.0 |
C10A—C9A—C8A | 118.1 (4) | C7B—C8B—H8B | 120.6 |
C10A—C9A—H9A | 123.3 | C10B—C9B—C8B | 118.7 (3) |
C8A—C9A—H9A | 118.5 | C10B—C9B—H9B | 120.1 |
F13A—C10A—C11A | 120.1 (5) | C8B—C9B—H9B | 120.2 |
F13A—C10A—C9A | 116.7 (5) | F13B—C10B—C9B | 118.6 (3) |
C11A—C10A—C9A | 123.2 (4) | F13B—C10B—C11B | 119.0 (3) |
C10A—C11A—C12A | 118.8 (4) | C9B—C10B—C11B | 122.5 (3) |
C10A—C11A—H11A | 121.8 | C10B—C11B—C12B | 118.8 (3) |
C12A—C11A—H11A | 119.3 | C10B—C11B—H11B | 129.7 |
C7A—C12A—C11A | 119.9 (4) | C12B—C11B—H11B | 111.4 |
C7A—C12A—H12A | 126.3 | C11B—C12B—C7B | 120.2 (3) |
C11A—C12A—H12A | 113.7 | C11B—C12B—H12B | 116.9 |
C19A—C14A—C15A | 120.0 (4) | C7B—C12B—H12B | 122.9 |
C19A—C14A—C2A | 120.1 (3) | C19B—C14B—C15B | 119.7 (3) |
C15A—C14A—C2A | 119.9 (3) | C19B—C14B—C2B | 119.9 (3) |
C16A—C15A—C14A | 120.3 (4) | C15B—C14B—C2B | 120.4 (3) |
C16A—C15A—H15A | 121.8 | C16B—C15B—C14B | 119.8 (4) |
C14A—C15A—H15A | 117.8 | C16B—C15B—H15B | 122.6 |
C17A—C16A—C15A | 117.8 (4) | C14B—C15B—H15B | 117.1 |
C17A—C16A—H16A | 122.6 | C15B—C16B—C17B | 118.3 (4) |
C15A—C16A—H16A | 119.5 | C15B—C16B—H16B | 133.4 |
F19A—C17A—C18A | 118.4 (4) | C17B—C16B—H16B | 108.3 |
F19A—C17A—C16A | 118.1 (4) | F19B—C17B—C18B | 119.1 (4) |
C18A—C17A—C16A | 123.6 (4) | F19B—C17B—C16B | 117.6 (4) |
C17A—C18A—C19A | 118.9 (4) | C18B—C17B—C16B | 123.4 (4) |
C17A—C18A—H18A | 130.4 | C17B—C18B—C19B | 117.8 (4) |
C19A—C18A—H18A | 109.4 | C17B—C18B—H18B | 115.7 |
C18A—C19A—C14A | 119.4 (4) | C19B—C18B—H18B | 126.1 |
C18A—C19A—H19A | 113.8 | C14B—C19B—C18B | 121.0 (4) |
C14A—C19A—H19A | 126.7 | C14B—C19B—H19B | 117.6 |
N5B—C1B—C2B | 107.8 (3) | C18B—C19B—H19B | 121.4 |
N5A—C1A—C2A—N3A | −0.5 (4) | N5B—C1B—C2B—C14B | −178.4 (4) |
C7A—C1A—C2A—N3A | −178.9 (3) | C7B—C1B—C2B—C14B | 2.4 (6) |
N5A—C1A—C2A—C14A | −179.3 (3) | C1B—C2B—N3B—O6C | 174.0 (10) |
C7A—C1A—C2A—C14A | 2.3 (6) | C14B—C2B—N3B—O6C | −6.5 (12) |
C1A—C2A—N3A—O4A | 1.1 (4) | C1B—C2B—N3B—O4B | −1.3 (4) |
C14A—C2A—N3A—O4A | 180.0 (3) | C14B—C2B—N3B—O4B | 178.2 (3) |
C2A—N3A—O4A—N5A | −1.2 (4) | O6C—N3B—O4B—N5B | −176.1 (6) |
C2A—C1A—N5A—O6A | −179.0 (4) | C2B—N3B—O4B—N5B | 1.0 (4) |
C7A—C1A—N5A—O6A | −0.5 (7) | C2B—C1B—N5B—O6B | 176.6 (6) |
C2A—C1A—N5A—O4A | −0.2 (4) | C7B—C1B—N5B—O6B | −4.2 (9) |
C7A—C1A—N5A—O4A | 178.3 (3) | C2B—C1B—N5B—O4B | −0.4 (4) |
N3A—O4A—N5A—O6A | 180.0 (3) | C7B—C1B—N5B—O4B | 178.9 (3) |
N3A—O4A—N5A—C1A | 0.9 (4) | N3B—O4B—N5B—O6B | −178.3 (4) |
N5A—C1A—C7A—C12A | 42.1 (5) | N3B—O4B—N5B—C1B | −0.4 (4) |
C2A—C1A—C7A—C12A | −139.8 (4) | N5B—C1B—C7B—C12B | 35.1 (5) |
N5A—C1A—C7A—C8A | −138.5 (4) | C2B—C1B—C7B—C12B | −145.8 (4) |
C2A—C1A—C7A—C8A | 39.6 (5) | N5B—C1B—C7B—C8B | −147.3 (4) |
C12A—C7A—C8A—C9A | 0.0 (5) | C2B—C1B—C7B—C8B | 31.8 (5) |
C1A—C7A—C8A—C9A | −179.4 (3) | C12B—C7B—C8B—C9B | 1.4 (5) |
C7A—C8A—C9A—C10A | 0.3 (5) | C1B—C7B—C8B—C9B | −176.2 (3) |
C8A—C9A—C10A—F13A | 179.3 (3) | C7B—C8B—C9B—C10B | 0.7 (5) |
C8A—C9A—C10A—C11A | −0.2 (6) | C8B—C9B—C10B—F13B | 177.7 (3) |
F13A—C10A—C11A—C12A | −179.7 (4) | C8B—C9B—C10B—C11B | −3.1 (6) |
C9A—C10A—C11A—C12A | −0.3 (6) | F13B—C10B—C11B—C12B | −177.7 (3) |
C8A—C7A—C12A—C11A | −0.5 (5) | C9B—C10B—C11B—C12B | 3.1 (6) |
C1A—C7A—C12A—C11A | 178.9 (3) | C10B—C11B—C12B—C7B | −0.8 (6) |
C10A—C11A—C12A—C7A | 0.6 (6) | C8B—C7B—C12B—C11B | −1.3 (5) |
N3A—C2A—C14A—C19A | 44.1 (5) | C1B—C7B—C12B—C11B | 176.3 (3) |
C1A—C2A—C14A—C19A | −137.2 (4) | N3B—C2B—C14B—C19B | 40.0 (5) |
N3A—C2A—C14A—C15A | −136.9 (4) | C1B—C2B—C14B—C19B | −140.7 (4) |
C1A—C2A—C14A—C15A | 41.8 (5) | N3B—C2B—C14B—C15B | −137.8 (4) |
C19A—C14A—C15A—C16A | −0.5 (5) | C1B—C2B—C14B—C15B | 41.5 (5) |
C2A—C14A—C15A—C16A | −179.5 (3) | C19B—C14B—C15B—C16B | 0.2 (5) |
C14A—C15A—C16A—C17A | 0.3 (5) | C2B—C14B—C15B—C16B | 178.0 (3) |
C15A—C16A—C17A—F19A | −179.2 (3) | C14B—C15B—C16B—C17B | 0.7 (5) |
C15A—C16A—C17A—C18A | −0.2 (6) | C15B—C16B—C17B—F19B | 178.7 (3) |
F19A—C17A—C18A—C19A | 179.2 (3) | C15B—C16B—C17B—C18B | −1.2 (6) |
C16A—C17A—C18A—C19A | 0.3 (6) | F19B—C17B—C18B—C19B | −179.3 (3) |
C17A—C18A—C19A—C14A | −0.5 (5) | C16B—C17B—C18B—C19B | 0.7 (6) |
C15A—C14A—C19A—C18A | 0.6 (5) | C15B—C14B—C19B—C18B | −0.7 (5) |
C2A—C14A—C19A—C18A | 179.6 (3) | C2B—C14B—C19B—C18B | −178.5 (3) |
N5B—C1B—C2B—N3B | 1.0 (4) | C17B—C18B—C19B—C14B | 0.3 (6) |
C7B—C1B—C2B—N3B | −178.2 (4) |