Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804031289/sj6023sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804031289/sj6023Isup2.hkl |
CCDC reference: 262436
Data collection: X-AREA (Stoe & Cie, 2002); cell refinement: X-AREA; data reduction: X-RED32 (Stoe & Cie, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPIII (Burnett & Johnson, 1996); software used to prepare material for publication: WinGX (Farrugia, 1997).
C28H26N2O2 | F(000) = 904 |
Mr = 424.52 | Dx = 1.134 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 13663 reflections |
a = 15.5339 (13) Å | θ = 1.4–26.4° |
b = 11.1141 (7) Å | µ = 0.07 mm−1 |
c = 15.7665 (15) Å | T = 293 K |
β = 114.061 (7)° | Prism, colourless |
V = 2485.5 (4) Å3 | 0.72 × 0.45 × 0.24 mm |
Z = 4 |
Stoe IPDS-2 diffractometer | 4891 independent reflections |
Radiation source: fine-focus sealed tube | 2849 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.052 |
Detector resolution: 6.67 pixels mm-1 | θmax = 26.0°, θmin = 1.4° |
w scans | h = −19→19 |
Absorption correction: integration (X-RED32; Stoe & Cie, 2002) | k = −13→13 |
Tmin = 0.957, Tmax = 0.984 | l = −19→19 |
34735 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)] = 0.053 | H-atom parameters constrained |
wR(F2) = 0.167 | w = 1/[σ2(Fo2) + (0.1056P)2] where P = (Fo2 + 2Fc2)/3 |
S = 0.94 | (Δ/σ)max = 0.026 |
4891 reflections | Δρmax = 0.37 e Å−3 |
321 parameters | Δρmin = −0.20 e Å−3 |
5 restraints | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.021 (2) |
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) | |
O1 | 0.81759 (9) | 0.40730 (13) | 0.44599 (9) | 0.0658 (4) | |
O2 | 0.79073 (10) | 0.64020 (12) | 0.39861 (11) | 0.0718 (4) | |
N2 | 1.09554 (16) | 0.6728 (2) | 0.26768 (18) | 0.0998 (7) | |
N1 | 1.12645 (14) | 0.32261 (19) | 0.33368 (15) | 0.0873 (6) | |
C28 | 0.68860 (18) | 0.7072 (3) | 0.20767 (19) | 0.0977 (8) | |
H28A | 0.6568 | 0.7487 | 0.1498 | 0.147* | |
H28B | 0.6450 | 0.6549 | 0.2186 | 0.147* | |
H28C | 0.7395 | 0.6605 | 0.2051 | 0.147* | |
C24 | 0.8246 (3) | 1.0605 (3) | 0.5083 (3) | 0.1158 (10) | |
C21 | 0.5609 (2) | 0.2956 (4) | 0.1453 (2) | 0.1364 (4) | |
C22 | 0.5022 (4) | 0.1814 (4) | 0.1259 (3) | 0.1670 (18) | |
H22A | 0.4816 | 0.1600 | 0.0616 | 0.251* | |
H22B | 0.4483 | 0.1946 | 0.1398 | 0.251* | |
H22C | 0.5396 | 0.1172 | 0.1639 | 0.251* | |
C23A | 0.5024 (10) | 0.3941 (9) | 0.0786 (10) | 0.219 (4) | 0.668 (17) |
H23A | 0.4810 | 0.3659 | 0.0158 | 0.329* | 0.668 (17) |
H23B | 0.5406 | 0.4646 | 0.0863 | 0.329* | 0.668 (17) |
H23C | 0.4490 | 0.4135 | 0.0920 | 0.329* | 0.668 (17) |
C25A | 0.9258 (8) | 1.0462 (13) | 0.5747 (8) | 0.197 (5) | 0.668 (17) |
H25A | 0.9420 | 1.1074 | 0.6216 | 0.295* | 0.668 (17) |
H25B | 0.9654 | 1.0536 | 0.5416 | 0.295* | 0.668 (17) |
H25C | 0.9347 | 0.9683 | 0.6034 | 0.295* | 0.668 (17) |
C26A | 0.7847 (10) | 1.0381 (11) | 0.5805 (8) | 0.158 (5) | 0.668 (17) |
H26A | 0.8069 | 1.0993 | 0.6274 | 0.236* | 0.668 (17) |
H26B | 0.8049 | 0.9607 | 0.6085 | 0.236* | 0.668 (17) |
H26C | 0.7171 | 1.0403 | 0.5510 | 0.236* | 0.668 (17) |
C27A | 0.6977 (7) | 0.4487 (12) | 0.5326 (8) | 0.109 (3) | 0.668 (17) |
H27A | 0.6469 | 0.4501 | 0.5525 | 0.164* | 0.668 (17) |
H27B | 0.7226 | 0.5284 | 0.5359 | 0.164* | 0.668 (17) |
H27C | 0.7465 | 0.3961 | 0.5723 | 0.164* | 0.668 (17) |
C23B | 0.498 (3) | 0.387 (3) | 0.101 (2) | 0.42 (4) | 0.332 (17) |
H23D | 0.4706 | 0.3728 | 0.0351 | 0.635* | 0.332 (17) |
H23E | 0.5309 | 0.4628 | 0.1133 | 0.635* | 0.332 (17) |
H23F | 0.4492 | 0.3897 | 0.1234 | 0.635* | 0.332 (17) |
C25B | 0.909 (2) | 1.100 (2) | 0.528 (2) | 0.240 (18) | 0.332 (17) |
H25D | 0.9309 | 1.0694 | 0.4835 | 0.360* | 0.332 (17) |
H25E | 0.9501 | 1.0735 | 0.5891 | 0.360* | 0.332 (17) |
H25F | 0.9080 | 1.1863 | 0.5260 | 0.360* | 0.332 (17) |
C26B | 0.7451 (10) | 1.0984 (16) | 0.5220 (17) | 0.140 (7) | 0.332 (17) |
H26D | 0.6896 | 1.0629 | 0.4755 | 0.210* | 0.332 (17) |
H26E | 0.7403 | 1.1844 | 0.5173 | 0.210* | 0.332 (17) |
H26F | 0.7511 | 1.0738 | 0.5825 | 0.210* | 0.332 (17) |
C27B | 0.696 (2) | 0.430 (4) | 0.537 (2) | 0.209 (17) | 0.332 (17) |
H27D | 0.6434 | 0.4353 | 0.5539 | 0.314* | 0.332 (17) |
H27E | 0.7301 | 0.5048 | 0.5515 | 0.314* | 0.332 (17) |
H27F | 0.7373 | 0.3664 | 0.5722 | 0.314* | 0.332 (17) |
C2 | 0.91900 (13) | 0.63798 (18) | 0.34833 (14) | 0.0607 (5) | |
H2 | 0.9118 | 0.7194 | 0.3334 | 0.073* | |
C5 | 0.94100 (13) | 0.39534 (18) | 0.39414 (13) | 0.0592 (5) | |
H5 | 0.9486 | 0.3143 | 0.4102 | 0.071* | |
C3 | 0.86042 (12) | 0.58272 (17) | 0.38317 (13) | 0.0568 (5) | |
C6 | 0.99992 (13) | 0.44912 (17) | 0.35877 (13) | 0.0568 (5) | |
C1 | 0.98854 (12) | 0.57162 (18) | 0.33572 (13) | 0.0582 (5) | |
C4 | 0.87170 (12) | 0.46044 (17) | 0.40571 (12) | 0.0551 (5) | |
C9 | 0.77602 (14) | 0.76342 (19) | 0.37567 (15) | 0.0652 (5) | |
C8 | 1.04840 (15) | 0.62824 (19) | 0.29801 (16) | 0.0703 (6) | |
C7 | 1.07093 (14) | 0.37947 (18) | 0.34496 (15) | 0.0655 (5) | |
C16 | 0.69047 (15) | 0.3570 (2) | 0.29943 (15) | 0.0713 (6) | |
H16 | 0.7333 | 0.3486 | 0.2724 | 0.086* | |
C15 | 0.72186 (13) | 0.39100 (17) | 0.39032 (14) | 0.0596 (5) | |
C10 | 0.72664 (14) | 0.7964 (2) | 0.28442 (16) | 0.0721 (6) | |
C14 | 0.80866 (16) | 0.8440 (2) | 0.44873 (17) | 0.0749 (6) | |
H14 | 0.8407 | 0.8163 | 0.5092 | 0.090* | |
C20 | 0.59594 (17) | 0.3347 (2) | 0.24701 (17) | 0.0842 (7) | |
C13 | 0.79342 (19) | 0.9667 (2) | 0.43145 (19) | 0.0846 (7) | |
C17 | 0.66186 (16) | 0.4041 (2) | 0.43454 (17) | 0.0835 (7) | |
C11 | 0.71443 (18) | 0.9195 (3) | 0.2686 (2) | 0.0918 (8) | |
H11 | 0.6834 | 0.9474 | 0.2081 | 0.110* | |
C12 | 0.7474 (2) | 1.0017 (2) | 0.3409 (2) | 0.0983 (8) | |
H12 | 0.7379 | 1.0833 | 0.3274 | 0.118* | |
C18 | 0.56833 (18) | 0.3796 (3) | 0.3816 (2) | 0.1140 (11) | |
H18 | 0.5256 | 0.3862 | 0.4090 | 0.137* | |
C19 | 0.53539 (18) | 0.3456 (3) | 0.2895 (2) | 0.1039 (9) | |
H19 | 0.4715 | 0.3300 | 0.2562 | 0.125* |
U11 | U22 | U33 | U12 | U13 | U23 | |
O1 | 0.0543 (7) | 0.0761 (9) | 0.0666 (8) | −0.0078 (6) | 0.0243 (7) | 0.0098 (7) |
O2 | 0.0713 (9) | 0.0653 (8) | 0.0960 (10) | 0.0055 (7) | 0.0517 (8) | 0.0056 (7) |
N2 | 0.0873 (14) | 0.0977 (15) | 0.1400 (19) | 0.0141 (11) | 0.0726 (15) | 0.0360 (14) |
N1 | 0.0739 (12) | 0.0855 (14) | 0.1108 (16) | 0.0088 (10) | 0.0461 (12) | −0.0088 (11) |
C28 | 0.0670 (14) | 0.134 (2) | 0.0895 (17) | 0.0037 (14) | 0.0293 (13) | −0.0142 (16) |
C24 | 0.138 (3) | 0.0871 (19) | 0.132 (3) | −0.004 (2) | 0.065 (2) | −0.0241 (18) |
C21 | 0.101 | 0.205 | 0.094 | −0.0598 (19) | 0.0301 (13) | −0.023 (2) |
C22 | 0.159 (4) | 0.185 (4) | 0.151 (3) | −0.058 (3) | 0.056 (3) | −0.074 (3) |
C23A | 0.345 | 0.166 (7) | 0.077 (7) | −0.065 (7) | 0.014 (6) | 0.021 |
C25A | 0.171 (7) | 0.208 (11) | 0.155 (7) | 0.029 (7) | 0.010 (6) | −0.099 (7) |
C26A | 0.211 (11) | 0.160 (7) | 0.150 (7) | −0.067 (7) | 0.123 (8) | −0.063 (6) |
C27A | 0.079 (5) | 0.183 (7) | 0.077 (5) | −0.007 (5) | 0.044 (4) | −0.029 (4) |
C23B | 0.76 (8) | 0.36 (5) | 0.057 (11) | −0.10 (4) | 0.07 (2) | 0.038 |
C25B | 0.26 (3) | 0.18 (2) | 0.38 (4) | −0.18 (2) | 0.24 (3) | −0.17 (2) |
C26B | 0.150 (10) | 0.112 (10) | 0.153 (15) | 0.028 (8) | 0.057 (10) | −0.047 (10) |
C27B | 0.134 (19) | 0.39 (4) | 0.14 (2) | −0.14 (2) | 0.082 (16) | −0.10 (2) |
C2 | 0.0580 (11) | 0.0575 (11) | 0.0711 (12) | 0.0006 (8) | 0.0309 (10) | 0.0056 (9) |
C5 | 0.0561 (10) | 0.0552 (11) | 0.0625 (11) | −0.0020 (8) | 0.0203 (9) | 0.0010 (9) |
C3 | 0.0508 (10) | 0.0603 (11) | 0.0619 (11) | −0.0013 (8) | 0.0255 (9) | −0.0025 (9) |
C6 | 0.0488 (9) | 0.0603 (11) | 0.0587 (11) | −0.0004 (8) | 0.0192 (8) | −0.0017 (9) |
C1 | 0.0496 (10) | 0.0669 (12) | 0.0598 (11) | −0.0016 (8) | 0.0241 (9) | 0.0019 (9) |
C4 | 0.0481 (10) | 0.0612 (11) | 0.0551 (10) | −0.0075 (8) | 0.0201 (8) | 0.0007 (8) |
C9 | 0.0598 (11) | 0.0661 (12) | 0.0798 (14) | 0.0090 (9) | 0.0389 (11) | 0.0081 (11) |
C8 | 0.0618 (12) | 0.0717 (13) | 0.0843 (14) | 0.0077 (10) | 0.0368 (11) | 0.0136 (11) |
C7 | 0.0576 (11) | 0.0655 (12) | 0.0736 (13) | −0.0021 (10) | 0.0269 (10) | −0.0028 (10) |
C16 | 0.0619 (12) | 0.0854 (14) | 0.0741 (14) | −0.0132 (10) | 0.0353 (11) | −0.0076 (11) |
C15 | 0.0508 (10) | 0.0581 (11) | 0.0720 (13) | −0.0053 (8) | 0.0272 (9) | 0.0037 (9) |
C10 | 0.0549 (11) | 0.0901 (16) | 0.0785 (15) | 0.0106 (11) | 0.0345 (11) | 0.0036 (12) |
C14 | 0.0798 (14) | 0.0743 (14) | 0.0769 (14) | 0.0094 (11) | 0.0384 (12) | 0.0050 (12) |
C20 | 0.0648 (13) | 0.1118 (19) | 0.0769 (15) | −0.0206 (12) | 0.0297 (12) | −0.0113 (13) |
C13 | 0.0942 (17) | 0.0693 (15) | 0.0997 (19) | 0.0069 (12) | 0.0491 (15) | 0.0004 (13) |
C17 | 0.0656 (13) | 0.1120 (18) | 0.0805 (15) | −0.0104 (12) | 0.0376 (12) | −0.0135 (13) |
C11 | 0.0833 (16) | 0.107 (2) | 0.0905 (17) | 0.0273 (15) | 0.0405 (14) | 0.0287 (16) |
C12 | 0.110 (2) | 0.0741 (16) | 0.122 (2) | 0.0224 (14) | 0.0584 (19) | 0.0221 (16) |
C18 | 0.0629 (15) | 0.190 (3) | 0.101 (2) | −0.0180 (17) | 0.0462 (15) | −0.031 (2) |
C19 | 0.0568 (13) | 0.161 (3) | 0.0933 (19) | −0.0209 (15) | 0.0302 (13) | −0.0207 (18) |
O1—C4 | 1.376 (2) | C25B—H25D | 0.9600 |
O1—C15 | 1.397 (2) | C25B—H25E | 0.9600 |
O2—C3 | 1.362 (2) | C25B—H25F | 0.9600 |
O2—C9 | 1.411 (2) | C26B—H26D | 0.9600 |
N2—C8 | 1.138 (3) | C26B—H26E | 0.9600 |
N1—C7 | 1.140 (3) | C26B—H26F | 0.9600 |
C28—C10 | 1.487 (3) | C27B—C17 | 1.51 (3) |
C28—H28A | 0.9600 | C27B—H27D | 0.9600 |
C28—H28B | 0.9600 | C27B—H27E | 0.9600 |
C28—H28C | 0.9600 | C27B—H27F | 0.9600 |
C24—C25B | 1.292 (18) | C2—C3 | 1.384 (3) |
C24—C26B | 1.401 (15) | C2—C1 | 1.388 (3) |
C24—C25A | 1.500 (11) | C2—H2 | 0.9300 |
C24—C13 | 1.520 (4) | C5—C4 | 1.370 (3) |
C24—C26A | 1.521 (7) | C5—C6 | 1.386 (3) |
C21—C23B | 1.388 (19) | C5—H5 | 0.9300 |
C21—C22 | 1.520 (5) | C3—C4 | 1.398 (3) |
C21—C20 | 1.532 (4) | C6—C1 | 1.402 (3) |
C21—C23A | 1.534 (11) | C6—C7 | 1.435 (3) |
C22—H22A | 0.9600 | C1—C8 | 1.437 (3) |
C22—H22B | 0.9600 | C9—C10 | 1.376 (3) |
C22—H22C | 0.9600 | C9—C14 | 1.382 (3) |
C23A—H23A | 0.9600 | C16—C15 | 1.366 (3) |
C23A—H23B | 0.9600 | C16—C20 | 1.382 (3) |
C23A—H23C | 0.9600 | C16—H16 | 0.9300 |
C25A—H25A | 0.9600 | C15—C17 | 1.380 (3) |
C25A—H25B | 0.9600 | C10—C11 | 1.390 (3) |
C25A—H25C | 0.9600 | C14—C13 | 1.392 (3) |
C26A—H26A | 0.9600 | C14—H14 | 0.9300 |
C26A—H26B | 0.9600 | C20—C19 | 1.364 (3) |
C26A—H26C | 0.9600 | C13—C12 | 1.367 (4) |
C27A—C17 | 1.498 (11) | C17—C18 | 1.376 (4) |
C27A—H27A | 0.9600 | C11—C12 | 1.385 (4) |
C27A—H27B | 0.9600 | C11—H11 | 0.9300 |
C27A—H27C | 0.9600 | C12—H12 | 0.9300 |
C23B—H23D | 0.9600 | C18—C19 | 1.382 (4) |
C23B—H23E | 0.9600 | C18—H18 | 0.9300 |
C23B—H23F | 0.9600 | C19—H19 | 0.9300 |
C4—O1—C15 | 117.38 (14) | C24—C26B—H26F | 109.5 |
C3—O2—C9 | 117.84 (14) | H26D—C26B—H26F | 109.5 |
C10—C28—H28A | 109.5 | H26E—C26B—H26F | 109.5 |
C10—C28—H28B | 109.5 | C17—C27B—H27D | 109.5 |
H28A—C28—H28B | 109.5 | C17—C27B—H27E | 109.5 |
C10—C28—H28C | 109.5 | H27D—C27B—H27E | 109.5 |
H28A—C28—H28C | 109.5 | C17—C27B—H27F | 109.5 |
H28B—C28—H28C | 109.5 | H27D—C27B—H27F | 109.5 |
C25B—C24—C26B | 136.9 (12) | H27E—C27B—H27F | 109.5 |
C25B—C24—C25A | 36.7 (15) | C3—C2—C1 | 119.83 (18) |
C26B—C24—C25A | 131.5 (11) | C3—C2—H2 | 120.1 |
C25B—C24—C13 | 112.7 (11) | C1—C2—H2 | 120.1 |
C26B—C24—C13 | 108.3 (6) | C4—C5—C6 | 120.63 (18) |
C25A—C24—C13 | 112.7 (5) | C4—C5—H5 | 119.7 |
C25B—C24—C26A | 123.9 (17) | C6—C5—H5 | 119.7 |
C26B—C24—C26A | 44.1 (7) | O2—C3—C2 | 124.21 (17) |
C25A—C24—C26A | 95.2 (10) | O2—C3—C4 | 115.92 (16) |
C13—C24—C26A | 113.0 (4) | C2—C3—C4 | 119.87 (17) |
C23B—C21—C22 | 106 (2) | C5—C6—C1 | 119.26 (17) |
C23B—C21—C20 | 101.3 (16) | C5—C6—C7 | 120.19 (18) |
C22—C21—C20 | 112.1 (3) | C1—C6—C7 | 120.54 (17) |
C23B—C21—C23A | 14 (2) | C2—C1—C6 | 120.16 (17) |
C22—C21—C23A | 108.6 (6) | C2—C1—C8 | 119.96 (18) |
C20—C21—C23A | 111.9 (6) | C6—C1—C8 | 119.87 (17) |
C21—C22—H22A | 109.5 | C5—C4—O1 | 119.73 (17) |
C21—C22—H22B | 109.5 | C5—C4—C3 | 120.25 (16) |
H22A—C22—H22B | 109.5 | O1—C4—C3 | 119.86 (16) |
C21—C22—H22C | 109.5 | C10—C9—C14 | 123.9 (2) |
H22A—C22—H22C | 109.5 | C10—C9—O2 | 119.3 (2) |
H22B—C22—H22C | 109.5 | C14—C9—O2 | 116.69 (19) |
C21—C23A—H23A | 109.5 | N2—C8—C1 | 179.6 (3) |
C21—C23A—H23B | 109.5 | N1—C7—C6 | 178.9 (2) |
H23A—C23A—H23B | 109.5 | C15—C16—C20 | 121.0 (2) |
C21—C23A—H23C | 109.5 | C15—C16—H16 | 119.5 |
H23A—C23A—H23C | 109.5 | C20—C16—H16 | 119.5 |
H23B—C23A—H23C | 109.5 | C16—C15—C17 | 122.24 (19) |
C24—C25A—H25A | 109.5 | C16—C15—O1 | 121.91 (17) |
C24—C25A—H25B | 109.5 | C17—C15—O1 | 115.73 (18) |
H25A—C25A—H25B | 109.5 | C9—C10—C11 | 115.2 (2) |
C24—C25A—H25C | 109.5 | C9—C10—C28 | 122.7 (2) |
H25A—C25A—H25C | 109.5 | C11—C10—C28 | 122.0 (2) |
H25B—C25A—H25C | 109.5 | C9—C14—C13 | 119.8 (2) |
C24—C26A—H26A | 109.5 | C9—C14—H14 | 120.1 |
C24—C26A—H26B | 109.5 | C13—C14—H14 | 120.1 |
H26A—C26A—H26B | 109.5 | C19—C20—C16 | 117.9 (2) |
C24—C26A—H26C | 109.5 | C19—C20—C21 | 121.2 (2) |
H26A—C26A—H26C | 109.5 | C16—C20—C21 | 120.9 (2) |
H26B—C26A—H26C | 109.5 | C12—C13—C14 | 117.2 (2) |
C17—C27A—H27A | 109.5 | C12—C13—C24 | 119.9 (3) |
C17—C27A—H27B | 109.5 | C14—C13—C24 | 122.8 (3) |
H27A—C27A—H27B | 109.5 | C18—C17—C15 | 115.9 (2) |
C17—C27A—H27C | 109.5 | C18—C17—C27A | 123.2 (4) |
H27A—C27A—H27C | 109.5 | C15—C17—C27A | 120.8 (4) |
H27B—C27A—H27C | 109.5 | C18—C17—C27B | 120.8 (11) |
C21—C23B—H23D | 109.5 | C15—C17—C27B | 123.0 (11) |
C21—C23B—H23E | 109.4 | C27A—C17—C27B | 9 (2) |
H23D—C23B—H23E | 109.5 | C12—C11—C10 | 121.6 (2) |
C21—C23B—H23F | 109.5 | C12—C11—H11 | 119.2 |
H23D—C23B—H23F | 109.5 | C10—C11—H11 | 119.2 |
H23E—C23B—H23F | 109.5 | C13—C12—C11 | 122.2 (2) |
C24—C25B—H25D | 109.5 | C13—C12—H12 | 118.9 |
C24—C25B—H25E | 109.5 | C11—C12—H12 | 118.9 |
H25D—C25B—H25E | 109.5 | C17—C18—C19 | 122.6 (2) |
C24—C25B—H25F | 109.5 | C17—C18—H18 | 118.7 |
H25D—C25B—H25F | 109.5 | C19—C18—H18 | 118.7 |
H25E—C25B—H25F | 109.5 | C20—C19—C18 | 120.4 (2) |
C24—C26B—H26D | 109.5 | C20—C19—H19 | 119.8 |
C24—C26B—H26E | 109.5 | C18—C19—H19 | 119.8 |
H26D—C26B—H26E | 109.5 | ||
C9—O2—C3—C2 | 1.4 (3) | C15—C16—C20—C19 | −1.2 (4) |
C9—O2—C3—C4 | −179.17 (17) | C15—C16—C20—C21 | −179.5 (3) |
C1—C2—C3—O2 | 179.52 (17) | C23B—C21—C20—C19 | 61 (2) |
C1—C2—C3—C4 | 0.2 (3) | C22—C21—C20—C19 | −51.0 (5) |
C4—C5—C6—C1 | 0.6 (3) | C23A—C21—C20—C19 | 71.3 (8) |
C4—C5—C6—C7 | −178.60 (17) | C23B—C21—C20—C16 | −121 (2) |
C3—C2—C1—C6 | −0.4 (3) | C22—C21—C20—C16 | 127.2 (4) |
C3—C2—C1—C8 | 178.90 (18) | C23A—C21—C20—C16 | −110.5 (7) |
C5—C6—C1—C2 | 0.0 (3) | C9—C14—C13—C12 | −1.1 (4) |
C7—C6—C1—C2 | 179.28 (18) | C9—C14—C13—C24 | 178.1 (2) |
C5—C6—C1—C8 | −179.30 (18) | C25B—C24—C13—C12 | −90.6 (18) |
C7—C6—C1—C8 | −0.1 (3) | C26B—C24—C13—C12 | 75.9 (12) |
C6—C5—C4—O1 | −176.18 (16) | C25A—C24—C13—C12 | −130.5 (7) |
C6—C5—C4—C3 | −0.9 (3) | C26A—C24—C13—C12 | 122.9 (8) |
C15—O1—C4—C5 | −113.95 (19) | C25B—C24—C13—C14 | 90.1 (18) |
C15—O1—C4—C3 | 70.8 (2) | C26B—C24—C13—C14 | −103.3 (12) |
O2—C3—C4—C5 | −178.89 (17) | C25A—C24—C13—C14 | 50.2 (8) |
C2—C3—C4—C5 | 0.5 (3) | C26A—C24—C13—C14 | −56.3 (8) |
O2—C3—C4—O1 | −3.6 (2) | C16—C15—C17—C18 | 0.6 (4) |
C2—C3—C4—O1 | 175.77 (17) | O1—C15—C17—C18 | −175.5 (2) |
C3—O2—C9—C10 | 79.1 (2) | C16—C15—C17—C27A | −176.3 (6) |
C3—O2—C9—C14 | −104.3 (2) | O1—C15—C17—C27A | 7.7 (7) |
C2—C1—C8—N2 | −104 (40) | C16—C15—C17—C27B | 174 (2) |
C6—C1—C8—N2 | 75 (40) | O1—C15—C17—C27B | −2 (2) |
C5—C6—C7—N1 | 32 (13) | C9—C10—C11—C12 | −2.1 (3) |
C1—C6—C7—N1 | −147 (13) | C28—C10—C11—C12 | 177.8 (2) |
C20—C16—C15—C17 | 0.5 (4) | C14—C13—C12—C11 | 1.8 (4) |
C20—C16—C15—O1 | 176.3 (2) | C24—C13—C12—C11 | −177.5 (3) |
C4—O1—C15—C16 | 39.1 (3) | C10—C11—C12—C13 | −0.1 (4) |
C4—O1—C15—C17 | −144.78 (19) | C15—C17—C18—C19 | −0.9 (5) |
C14—C9—C10—C11 | 2.7 (3) | C27A—C17—C18—C19 | 175.9 (7) |
O2—C9—C10—C11 | 179.06 (17) | C27B—C17—C18—C19 | −174 (2) |
C14—C9—C10—C28 | −177.1 (2) | C16—C20—C19—C18 | 1.0 (5) |
O2—C9—C10—C28 | −0.8 (3) | C21—C20—C19—C18 | 179.2 (4) |
C10—C9—C14—C13 | −1.2 (3) | C17—C18—C19—C20 | 0.1 (6) |
O2—C9—C14—C13 | −177.60 (19) |