Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536803015125/ob6269sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536803015125/ob6269Isup2.hkl |
CCDC reference: 221686
Data collection: XSCANS (Siemens, 1994); cell refinement: XSCANS; data reduction: SHELXTL (Sheldrick, 1997); program(s) used to solve structure: SHELXTL; program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
C30H32ClNO2 | F(000) = 1008 |
Mr = 474.02 | Dx = 1.182 Mg m−3 |
Monoclinic, P21/n | Melting point = 546–548 K |
Hall symbol: -P 2yn | Mo Kα radiation, λ = 0.71073 Å |
a = 15.246 (2) Å | Cell parameters from 29 reflections |
b = 11.007 (2) Å | θ = 2.8–12.9° |
c = 16.244 (2) Å | µ = 0.17 mm−1 |
β = 102.31 (1)° | T = 296 K |
V = 2663.0 (7) Å3 | Block, colorless |
Z = 4 | 0.44 × 0.36 × 0.36 mm |
Siemens P4 diffractometer | 2812 reflections with I > 2σ(I) |
Radiation source: normal-focus sealed tube | Rint = 0.012 |
Graphite monochromator | θmax = 25.3°, θmin = 1.7° |
ω scans | h = 0→18 |
Absorption correction: empirical (using intensity measurements) (Sheldrick, 1990) | k = 0→13 |
Tmin = 0.948, Tmax = 0.965 | l = −19→19 |
5509 measured reflections | 3 standard reflections every 97 reflections |
4826 independent reflections | intensity decay: 3.0% |
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)] = 0.040 | H-atom parameters constrained |
wR(F2) = 0.103 | w = 1/[σ2(Fo2) + (0.0526P)2] where P = (Fo2 + 2Fc2)/3 |
S = 0.91 | (Δ/σ)max = 0.001 |
4826 reflections | Δρmax = 0.16 e Å−3 |
313 parameters | Δρmin = −0.17 e Å−3 |
2 restraints | Extinction correction: SHELXTL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0113 (7) |
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 | ||
Cl | 0.23972 (4) | −0.07910 (6) | 0.68600 (5) | 0.0889 (3) | |
O1 | 0.39805 (9) | 0.31348 (13) | 0.45861 (8) | 0.0629 (4) | |
O2 | 0.64247 (10) | 0.16749 (13) | 0.69988 (10) | 0.0745 (5) | |
N | 0.49549 (10) | 0.54529 (13) | 0.70567 (9) | 0.0437 (4) | |
C1 | 0.31603 (14) | 0.03245 (18) | 0.67100 (13) | 0.0519 (5) | |
C2 | 0.38144 (13) | 0.00377 (18) | 0.62823 (13) | 0.0514 (5) | |
H2 | 0.3862 | −0.0748 | 0.6086 | 0.062* | |
C3 | 0.44025 (13) | 0.09334 (16) | 0.61457 (12) | 0.0459 (5) | |
H3 | 0.4850 | 0.0740 | 0.5858 | 0.055* | |
C4 | 0.43422 (12) | 0.21086 (16) | 0.64270 (11) | 0.0396 (4) | |
C5 | 0.36799 (13) | 0.23556 (18) | 0.68694 (13) | 0.0543 (5) | |
H5 | 0.3635 | 0.3136 | 0.7077 | 0.065* | |
C6 | 0.30846 (14) | 0.14732 (19) | 0.70107 (13) | 0.0603 (6) | |
H6 | 0.2641 | 0.1656 | 0.7305 | 0.072* | |
C7 | 0.44023 (11) | 0.52618 (16) | 0.62607 (11) | 0.0400 (4) | |
C8 | 0.38069 (13) | 0.63041 (17) | 0.58860 (12) | 0.0505 (5) | |
H8A | 0.4156 | 0.6869 | 0.5628 | 0.061* | |
H8B | 0.3607 | 0.6730 | 0.6335 | 0.061* | |
C9 | 0.29828 (12) | 0.59086 (18) | 0.52239 (12) | 0.0506 (5) | |
C10 | 0.33009 (13) | 0.50796 (18) | 0.45969 (12) | 0.0536 (5) | |
H10A | 0.2779 | 0.4733 | 0.4223 | 0.064* | |
H10B | 0.3619 | 0.5566 | 0.4257 | 0.064* | |
C11 | 0.39060 (12) | 0.40585 (17) | 0.49920 (12) | 0.0455 (5) | |
C12 | 0.44224 (12) | 0.41988 (16) | 0.58523 (11) | 0.0401 (4) | |
C13 | 0.49573 (11) | 0.31119 (16) | 0.62463 (11) | 0.0409 (5) | |
H13 | 0.5288 | 0.2797 | 0.5837 | 0.049* | |
C14 | 0.56404 (12) | 0.35044 (16) | 0.70189 (12) | 0.0432 (5) | |
C15 | 0.63746 (13) | 0.26624 (18) | 0.73359 (13) | 0.0544 (5) | |
C16 | 0.70995 (15) | 0.3067 (2) | 0.80658 (15) | 0.0775 (7) | |
H16A | 0.7570 | 0.3465 | 0.7847 | 0.093* | |
H16B | 0.7360 | 0.2355 | 0.8377 | 0.093* | |
C17 | 0.67782 (15) | 0.39221 (19) | 0.86650 (14) | 0.0700 (7) | |
C18 | 0.62946 (14) | 0.49787 (18) | 0.81610 (13) | 0.0597 (6) | |
H18A | 0.5995 | 0.5453 | 0.8523 | 0.072* | |
H18B | 0.6735 | 0.5499 | 0.7987 | 0.072* | |
C19 | 0.56108 (12) | 0.45936 (16) | 0.73897 (12) | 0.0431 (5) | |
C20 | 0.49738 (12) | 0.66324 (16) | 0.74550 (11) | 0.0417 (5) | |
C21 | 0.54892 (13) | 0.75520 (17) | 0.72305 (12) | 0.0459 (5) | |
H21 | 0.5815 | 0.7423 | 0.6815 | 0.055* | |
C22 | 0.55191 (13) | 0.86680 (17) | 0.76261 (13) | 0.0512 (5) | |
H22 | 0.5867 | 0.9287 | 0.7471 | 0.061* | |
C23 | 0.50440 (14) | 0.88828 (18) | 0.82464 (13) | 0.0530 (5) | |
C24 | 0.45328 (14) | 0.7950 (2) | 0.84581 (14) | 0.0623 (6) | |
H24 | 0.4207 | 0.8078 | 0.8873 | 0.075* | |
C25 | 0.44917 (14) | 0.68276 (18) | 0.80692 (13) | 0.0553 (5) | |
H25 | 0.4141 | 0.6210 | 0.8221 | 0.066* | |
C26 | 0.25253 (15) | 0.7033 (2) | 0.47719 (15) | 0.0758 (7) | |
H26A | 0.2939 | 0.7455 | 0.4503 | 0.091* | |
H26B | 0.2340 | 0.7561 | 0.5174 | 0.091* | |
H26C | 0.2009 | 0.6790 | 0.4355 | 0.091* | |
C27 | 0.23176 (13) | 0.5237 (2) | 0.56408 (14) | 0.0715 (7) | |
H27A | 0.1795 | 0.5024 | 0.5222 | 0.086* | |
H27B | 0.2146 | 0.5753 | 0.6056 | 0.086* | |
H27C | 0.2593 | 0.4513 | 0.5907 | 0.086* | |
C28 | 0.6150 (2) | 0.3269 (2) | 0.91255 (16) | 0.1047 (10) | |
H28A | 0.5640 | 0.2971 | 0.8724 | 0.126* | |
H28B | 0.5953 | 0.3823 | 0.9505 | 0.126* | |
H28C | 0.6460 | 0.2600 | 0.9438 | 0.126* | |
C29 | 0.75754 (19) | 0.4419 (2) | 0.93108 (18) | 0.1171 (12) | |
H29A | 0.7364 | 0.4979 | 0.9678 | 0.141* | |
H29B | 0.7978 | 0.4831 | 0.9024 | 0.141* | |
H29C | 0.7885 | 0.3761 | 0.9636 | 0.141* | |
C30 | 0.50754 (16) | 1.0124 (2) | 0.86466 (15) | 0.0814 (8) | |
H30A | 0.5663 | 1.0467 | 0.8693 | 0.098* | |
H30B | 0.4946 | 1.0052 | 0.9198 | 0.098* | |
H30C | 0.4637 | 1.0642 | 0.8304 | 0.098* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cl | 0.0909 (5) | 0.0653 (4) | 0.1169 (6) | −0.0289 (3) | 0.0367 (4) | 0.0107 (4) |
O1 | 0.0758 (10) | 0.0610 (9) | 0.0496 (9) | −0.0083 (8) | 0.0082 (7) | −0.0149 (8) |
O2 | 0.0648 (10) | 0.0538 (10) | 0.0973 (12) | 0.0149 (8) | 0.0002 (9) | −0.0215 (9) |
N | 0.0435 (9) | 0.0360 (8) | 0.0458 (9) | 0.0010 (7) | −0.0035 (7) | −0.0059 (7) |
C1 | 0.0535 (13) | 0.0459 (13) | 0.0544 (13) | −0.0098 (10) | 0.0075 (11) | 0.0074 (10) |
C2 | 0.0577 (13) | 0.0359 (11) | 0.0549 (13) | −0.0023 (10) | −0.0009 (11) | −0.0034 (9) |
C3 | 0.0457 (11) | 0.0406 (11) | 0.0500 (12) | 0.0007 (9) | 0.0066 (9) | −0.0061 (9) |
C4 | 0.0401 (10) | 0.0375 (11) | 0.0388 (10) | −0.0016 (8) | 0.0031 (9) | −0.0036 (8) |
C5 | 0.0631 (14) | 0.0416 (12) | 0.0634 (14) | −0.0039 (10) | 0.0255 (12) | −0.0090 (10) |
C6 | 0.0624 (14) | 0.0540 (14) | 0.0713 (15) | −0.0064 (11) | 0.0291 (12) | 0.0014 (12) |
C7 | 0.0363 (10) | 0.0392 (11) | 0.0424 (11) | −0.0053 (8) | 0.0035 (9) | −0.0003 (9) |
C8 | 0.0481 (12) | 0.0482 (12) | 0.0501 (12) | 0.0002 (9) | −0.0010 (10) | −0.0015 (10) |
C9 | 0.0425 (11) | 0.0553 (12) | 0.0486 (12) | −0.0042 (10) | −0.0026 (10) | 0.0012 (10) |
C10 | 0.0530 (13) | 0.0599 (13) | 0.0428 (12) | −0.0122 (11) | −0.0007 (10) | 0.0009 (10) |
C11 | 0.0473 (11) | 0.0452 (12) | 0.0447 (11) | −0.0157 (10) | 0.0109 (9) | −0.0036 (10) |
C12 | 0.0390 (10) | 0.0386 (11) | 0.0419 (11) | −0.0090 (8) | 0.0067 (9) | −0.0033 (9) |
C13 | 0.0396 (10) | 0.0393 (11) | 0.0450 (11) | −0.0024 (9) | 0.0116 (9) | −0.0062 (9) |
C14 | 0.0390 (11) | 0.0391 (11) | 0.0499 (11) | −0.0042 (9) | 0.0059 (9) | −0.0039 (9) |
C15 | 0.0493 (12) | 0.0429 (12) | 0.0677 (14) | 0.0014 (10) | 0.0047 (11) | −0.0037 (11) |
C16 | 0.0657 (15) | 0.0578 (14) | 0.0929 (18) | 0.0137 (12) | −0.0193 (14) | −0.0069 (14) |
C17 | 0.0808 (17) | 0.0462 (13) | 0.0658 (15) | 0.0036 (12) | −0.0230 (13) | −0.0016 (12) |
C18 | 0.0587 (13) | 0.0436 (12) | 0.0646 (14) | 0.0002 (10) | −0.0143 (11) | −0.0054 (10) |
C19 | 0.0391 (10) | 0.0388 (11) | 0.0479 (12) | −0.0027 (9) | 0.0011 (9) | 0.0005 (9) |
C20 | 0.0413 (11) | 0.0377 (10) | 0.0411 (11) | 0.0020 (9) | −0.0023 (9) | −0.0040 (9) |
C21 | 0.0453 (11) | 0.0457 (12) | 0.0445 (11) | −0.0012 (9) | 0.0048 (9) | −0.0036 (9) |
C22 | 0.0513 (12) | 0.0405 (12) | 0.0567 (13) | −0.0013 (9) | 0.0003 (11) | −0.0025 (10) |
C23 | 0.0511 (13) | 0.0473 (13) | 0.0533 (13) | 0.0084 (10) | −0.0051 (11) | −0.0113 (10) |
C24 | 0.0631 (14) | 0.0678 (15) | 0.0580 (14) | 0.0065 (12) | 0.0177 (12) | −0.0171 (12) |
C25 | 0.0561 (13) | 0.0515 (13) | 0.0589 (13) | −0.0039 (10) | 0.0137 (11) | −0.0038 (11) |
C26 | 0.0678 (15) | 0.0751 (17) | 0.0711 (16) | 0.0143 (13) | −0.0149 (13) | 0.0023 (13) |
C27 | 0.0471 (13) | 0.0966 (18) | 0.0684 (16) | −0.0043 (13) | 0.0068 (11) | 0.0002 (14) |
C28 | 0.166 (3) | 0.0758 (19) | 0.0653 (17) | −0.002 (2) | 0.0096 (19) | 0.0042 (15) |
C29 | 0.121 (2) | 0.0694 (17) | 0.117 (2) | 0.0190 (17) | −0.072 (2) | −0.0135 (16) |
C30 | 0.0909 (18) | 0.0616 (15) | 0.0827 (18) | 0.0128 (14) | −0.0015 (15) | −0.0276 (13) |
Cl—C1 | 1.744 (2) | C16—C17 | 1.509 (3) |
O1—C11 | 1.230 (2) | C16—H16A | 0.9700 |
O2—C15 | 1.227 (2) | C16—H16B | 0.9700 |
N—C19 | 1.399 (2) | C17—C28 | 1.516 (3) |
N—C7 | 1.400 (2) | C17—C18 | 1.520 (3) |
N—C20 | 1.448 (2) | C17—C29 | 1.528 (3) |
C1—C2 | 1.368 (3) | C18—C19 | 1.510 (2) |
C1—C6 | 1.369 (3) | C18—H18A | 0.9700 |
C2—C3 | 1.382 (3) | C18—H18B | 0.9700 |
C2—H2 | 0.9300 | C20—C25 | 1.376 (3) |
C3—C4 | 1.381 (2) | C20—C21 | 1.377 (2) |
C3—H3 | 0.9300 | C21—C22 | 1.382 (3) |
C4—C5 | 1.385 (2) | C21—H21 | 0.9300 |
C4—C13 | 1.517 (2) | C22—C23 | 1.381 (3) |
C5—C6 | 1.381 (3) | C22—H22 | 0.9300 |
C5—H5 | 0.9300 | C23—C24 | 1.376 (3) |
C6—H6 | 0.9300 | C23—C30 | 1.509 (3) |
C7—C12 | 1.349 (2) | C24—C25 | 1.383 (3) |
C7—C8 | 1.508 (2) | C24—H24 | 0.9300 |
C8—C9 | 1.533 (3) | C25—H25 | 0.9300 |
C8—H8A | 0.9700 | C26—H26A | 0.9600 |
C8—H8B | 0.9700 | C26—H26B | 0.9600 |
C9—C10 | 1.522 (3) | C26—H26C | 0.9600 |
C9—C27 | 1.525 (3) | C27—H27A | 0.9600 |
C9—C26 | 1.530 (3) | C27—H27B | 0.9600 |
C10—C11 | 1.508 (3) | C27—H27C | 0.9600 |
C10—H10A | 0.9700 | C28—H28A | 0.9600 |
C10—H10B | 0.9700 | C28—H28B | 0.9600 |
C11—C12 | 1.459 (2) | C28—H28C | 0.9600 |
C12—C13 | 1.511 (2) | C29—H29A | 0.9600 |
C13—C14 | 1.513 (2) | C29—H29B | 0.9600 |
C13—H13 | 0.9800 | C29—H29C | 0.9600 |
C14—C19 | 1.347 (2) | C30—H30A | 0.9600 |
C14—C15 | 1.460 (3) | C30—H30B | 0.9600 |
C15—C16 | 1.505 (3) | C30—H30C | 0.9600 |
C19—N—C7 | 119.69 (15) | H16A—C16—H16B | 107.6 |
C19—N—C20 | 119.27 (14) | C16—C17—C28 | 110.4 (2) |
C7—N—C20 | 119.86 (14) | C16—C17—C18 | 108.48 (19) |
C2—C1—C6 | 121.34 (19) | C28—C17—C18 | 110.1 (2) |
C2—C1—Cl | 119.25 (16) | C16—C17—C29 | 110.3 (2) |
C6—C1—Cl | 119.40 (17) | C28—C17—C29 | 109.0 (2) |
C1—C2—C3 | 119.01 (18) | C18—C17—C29 | 108.62 (18) |
C1—C2—H2 | 120.5 | C19—C18—C17 | 113.71 (16) |
C3—C2—H2 | 120.5 | C19—C18—H18A | 108.8 |
C4—C3—C2 | 121.58 (19) | C17—C18—H18A | 108.8 |
C4—C3—H3 | 119.2 | C19—C18—H18B | 108.8 |
C2—C3—H3 | 119.2 | C17—C18—H18B | 108.8 |
C3—C4—C5 | 117.55 (17) | H18A—C18—H18B | 107.7 |
C3—C4—C13 | 122.01 (17) | C14—C19—N | 121.22 (16) |
C5—C4—C13 | 120.42 (16) | C14—C19—C18 | 122.55 (17) |
C6—C5—C4 | 121.70 (19) | N—C19—C18 | 116.19 (16) |
C6—C5—H5 | 119.1 | C25—C20—C21 | 120.01 (18) |
C4—C5—H5 | 119.1 | C25—C20—N | 120.07 (17) |
C1—C6—C5 | 118.8 (2) | C21—C20—N | 119.91 (17) |
C1—C6—H6 | 120.6 | C20—C21—C22 | 119.60 (19) |
C5—C6—H6 | 120.6 | C20—C21—H21 | 120.2 |
C12—C7—N | 120.81 (16) | C22—C21—H21 | 120.2 |
C12—C7—C8 | 122.42 (16) | C23—C22—C21 | 121.4 (2) |
N—C7—C8 | 116.76 (15) | C23—C22—H22 | 119.3 |
C7—C8—C9 | 113.58 (16) | C21—C22—H22 | 119.3 |
C7—C8—H8A | 108.9 | C24—C23—C22 | 117.89 (19) |
C9—C8—H8A | 108.9 | C24—C23—C30 | 122.4 (2) |
C7—C8—H8B | 108.9 | C22—C23—C30 | 119.7 (2) |
C9—C8—H8B | 108.9 | C23—C24—C25 | 121.7 (2) |
H8A—C8—H8B | 107.7 | C23—C24—H24 | 119.2 |
C10—C9—C27 | 110.11 (17) | C25—C24—H24 | 119.2 |
C10—C9—C26 | 109.99 (17) | C20—C25—C24 | 119.4 (2) |
C27—C9—C26 | 109.08 (18) | C20—C25—H25 | 120.3 |
C10—C9—C8 | 108.02 (16) | C24—C25—H25 | 120.3 |
C27—C9—C8 | 110.44 (17) | C9—C26—H26A | 109.5 |
C26—C9—C8 | 109.19 (16) | C9—C26—H26B | 109.5 |
C11—C10—C9 | 114.55 (16) | H26A—C26—H26B | 109.5 |
C11—C10—H10A | 108.6 | C9—C26—H26C | 109.5 |
C9—C10—H10A | 108.6 | H26A—C26—H26C | 109.5 |
C11—C10—H10B | 108.6 | H26B—C26—H26C | 109.5 |
C9—C10—H10B | 108.6 | C9—C27—H27A | 109.5 |
H10A—C10—H10B | 107.6 | C9—C27—H27B | 109.5 |
O1—C11—C12 | 120.56 (18) | H27A—C27—H27B | 109.5 |
O1—C11—C10 | 120.39 (17) | C9—C27—H27C | 109.5 |
C12—C11—C10 | 119.02 (17) | H27A—C27—H27C | 109.5 |
C7—C12—C11 | 119.93 (17) | H27B—C27—H27C | 109.5 |
C7—C12—C13 | 123.05 (16) | C17—C28—H28A | 109.5 |
C11—C12—C13 | 117.02 (15) | C17—C28—H28B | 109.5 |
C12—C13—C14 | 109.83 (14) | H28A—C28—H28B | 109.5 |
C12—C13—C4 | 110.98 (14) | C17—C28—H28C | 109.5 |
C14—C13—C4 | 113.07 (15) | H28A—C28—H28C | 109.5 |
C12—C13—H13 | 107.6 | H28B—C28—H28C | 109.5 |
C14—C13—H13 | 107.6 | C17—C29—H29A | 109.5 |
C4—C13—H13 | 107.6 | C17—C29—H29B | 109.5 |
C19—C14—C15 | 120.24 (17) | H29A—C29—H29B | 109.5 |
C19—C14—C13 | 122.85 (17) | C17—C29—H29C | 109.5 |
C15—C14—C13 | 116.86 (16) | H29A—C29—H29C | 109.5 |
O2—C15—C14 | 121.40 (19) | H29B—C29—H29C | 109.5 |
O2—C15—C16 | 120.56 (19) | C23—C30—H30A | 109.5 |
C14—C15—C16 | 117.97 (18) | C23—C30—H30B | 109.5 |
C15—C16—C17 | 114.06 (18) | H30A—C30—H30B | 109.5 |
C15—C16—H16A | 108.7 | C23—C30—H30C | 109.5 |
C17—C16—H16A | 108.7 | H30A—C30—H30C | 109.5 |
C15—C16—H16B | 108.7 | H30B—C30—H30C | 109.5 |
C17—C16—H16B | 108.7 | ||
C6—C1—C2—C3 | −0.7 (3) | C12—C13—C14—C19 | 14.3 (2) |
Cl—C1—C2—C3 | 178.29 (14) | C4—C13—C14—C19 | −110.3 (2) |
C1—C2—C3—C4 | −0.3 (3) | C12—C13—C14—C15 | −163.04 (16) |
C2—C3—C4—C5 | 1.3 (3) | C4—C13—C14—C15 | 72.4 (2) |
C2—C3—C4—C13 | −177.18 (16) | C19—C14—C15—O2 | −178.6 (2) |
C3—C4—C5—C6 | −1.5 (3) | C13—C14—C15—O2 | −1.2 (3) |
C13—C4—C5—C6 | 177.07 (18) | C19—C14—C15—C16 | −1.7 (3) |
C2—C1—C6—C5 | 0.5 (3) | C13—C14—C15—C16 | 175.72 (18) |
Cl—C1—C6—C5 | −178.42 (16) | O2—C15—C16—C17 | −151.8 (2) |
C4—C5—C6—C1 | 0.6 (3) | C14—C15—C16—C17 | 31.2 (3) |
C19—N—C7—C12 | 7.7 (3) | C15—C16—C17—C28 | 67.4 (3) |
C20—N—C7—C12 | 175.19 (17) | C15—C16—C17—C18 | −53.3 (3) |
C19—N—C7—C8 | −171.17 (16) | C15—C16—C17—C29 | −172.1 (2) |
C20—N—C7—C8 | −3.7 (2) | C16—C17—C18—C19 | 48.4 (3) |
C12—C7—C8—C9 | 24.3 (3) | C28—C17—C18—C19 | −72.5 (2) |
N—C7—C8—C9 | −156.82 (16) | C29—C17—C18—C19 | 168.3 (2) |
C7—C8—C9—C10 | −50.0 (2) | C15—C14—C19—N | 174.83 (17) |
C7—C8—C9—C27 | 70.4 (2) | C13—C14—C19—N | −2.4 (3) |
C7—C8—C9—C26 | −169.62 (17) | C15—C14—C19—C18 | −2.8 (3) |
C27—C9—C10—C11 | −70.3 (2) | C13—C14—C19—C18 | 179.96 (17) |
C26—C9—C10—C11 | 169.50 (16) | C7—N—C19—C14 | −9.7 (3) |
C8—C9—C10—C11 | 50.4 (2) | C20—N—C19—C14 | −177.23 (18) |
C9—C10—C11—O1 | 157.17 (17) | C7—N—C19—C18 | 168.11 (17) |
C9—C10—C11—C12 | −24.8 (2) | C20—N—C19—C18 | 0.5 (3) |
N—C7—C12—C11 | −174.18 (16) | C17—C18—C19—C14 | −22.0 (3) |
C8—C7—C12—C11 | 4.6 (3) | C17—C18—C19—N | 160.23 (19) |
N—C7—C12—C13 | 6.3 (3) | C19—N—C20—C25 | −92.2 (2) |
C8—C7—C12—C13 | −174.89 (16) | C7—N—C20—C25 | 100.3 (2) |
O1—C11—C12—C7 | 173.47 (17) | C19—N—C20—C21 | 86.5 (2) |
C10—C11—C12—C7 | −4.6 (3) | C7—N—C20—C21 | −81.0 (2) |
O1—C11—C12—C13 | −7.0 (3) | C25—C20—C21—C22 | 0.1 (3) |
C10—C11—C12—C13 | 174.94 (16) | N—C20—C21—C22 | −178.63 (16) |
C7—C12—C13—C14 | −16.3 (2) | C20—C21—C22—C23 | 0.2 (3) |
C11—C12—C13—C14 | 164.21 (15) | C21—C22—C23—C24 | −0.3 (3) |
C7—C12—C13—C4 | 109.50 (19) | C21—C22—C23—C30 | −178.40 (19) |
C11—C12—C13—C4 | −70.0 (2) | C22—C23—C24—C25 | 0.2 (3) |
C3—C4—C13—C12 | 127.26 (18) | C30—C23—C24—C25 | 178.2 (2) |
C5—C4—C13—C12 | −51.2 (2) | C21—C20—C25—C24 | −0.2 (3) |
C3—C4—C13—C14 | −108.80 (19) | N—C20—C25—C24 | 178.49 (18) |
C5—C4—C13—C14 | 72.7 (2) | C23—C24—C25—C20 | 0.1 (3) |