Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680701522X/bt2323sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S160053680701522X/bt2323Isup2.hkl |
CCDC reference: 646759
Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: SHELXL97 and PARST (Nardelli, 1995).
C32H28N4O4 | F(000) = 1120 |
Mr = 532.58 | Dx = 1.300 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 3064 reflections |
a = 13.2463 (7) Å | θ = 1.7–25.0° |
b = 10.0112 (6) Å | µ = 0.09 mm−1 |
c = 20.9518 (12) Å | T = 273 K |
β = 101.688 (1)° | Block, colorless |
V = 2720.8 (3) Å3 | 0.27 × 0.24 × 0.23 mm |
Z = 4 |
Bruker SMART CCD area-detector diffractometer | 4903 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.024 |
Graphite monochromator | θmax = 28.0°, θmin = 1.7° |
ω scans | h = −17→17 |
30188 measured reflections | k = −12→12 |
6286 independent reflections | l = −27→27 |
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)] = 0.051 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.144 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0719P)2 + 0.6715P] where P = (Fo2 + 2Fc2)/3 |
6286 reflections | (Δ/σ)max = 0.001 |
362 parameters | Δρmax = 0.34 e Å−3 |
0 restraints | Δρmin = −0.18 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 | ||
C1 | 0.82347 (11) | 0.75031 (14) | 0.20783 (7) | 0.0371 (3) | |
C2 | 0.88236 (10) | 0.64658 (13) | 0.18798 (6) | 0.0353 (3) | |
C3 | 0.85709 (11) | 0.65014 (14) | 0.12109 (7) | 0.0392 (3) | |
H3 | 0.8824 | 0.5938 | 0.0927 | 0.047* | |
C4 | 0.74164 (12) | 0.79249 (15) | 0.03997 (7) | 0.0429 (3) | |
C5 | 0.65294 (16) | 0.8657 (2) | 0.02967 (9) | 0.0760 (6) | |
H5 | 0.6216 | 0.8872 | 0.0642 | 0.091* | |
C6 | 0.61008 (19) | 0.9075 (3) | −0.03313 (10) | 0.0914 (8) | |
H6 | 0.5499 | 0.9580 | −0.0402 | 0.110* | |
C7 | 0.65397 (17) | 0.8766 (2) | −0.08436 (9) | 0.0686 (5) | |
H7 | 0.6242 | 0.9052 | −0.1262 | 0.082* | |
C8 | 0.74188 (18) | 0.8034 (2) | −0.07375 (9) | 0.0740 (6) | |
H8 | 0.7722 | 0.7808 | −0.1086 | 0.089* | |
C9 | 0.78676 (15) | 0.7620 (2) | −0.01163 (8) | 0.0658 (5) | |
H9 | 0.8478 | 0.7132 | −0.0047 | 0.079* | |
C10 | 0.82407 (11) | 0.79573 (14) | 0.27500 (7) | 0.0389 (3) | |
C11 | 0.81059 (12) | 0.70778 (16) | 0.32382 (7) | 0.0467 (4) | |
H11 | 0.7980 | 0.6180 | 0.3140 | 0.056* | |
C12 | 0.81568 (14) | 0.75232 (18) | 0.38705 (8) | 0.0554 (4) | |
H12 | 0.8065 | 0.6926 | 0.4194 | 0.067* | |
C13 | 0.83452 (13) | 0.88576 (18) | 0.40191 (8) | 0.0525 (4) | |
C14 | 0.84713 (13) | 0.97433 (17) | 0.35360 (8) | 0.0494 (4) | |
H14 | 0.8590 | 1.0643 | 0.3634 | 0.059* | |
C15 | 0.84219 (12) | 0.92978 (15) | 0.29109 (7) | 0.0439 (3) | |
H15 | 0.8511 | 0.9901 | 0.2589 | 0.053* | |
C16 | 0.8606 (2) | 0.8570 (3) | 0.51703 (10) | 0.0851 (7) | |
H16A | 0.9228 | 0.8056 | 0.5171 | 0.102* | |
H16B | 0.8039 | 0.7954 | 0.5161 | 0.102* | |
C17 | 0.8742 (2) | 0.9429 (3) | 0.57652 (10) | 0.0990 (8) | |
H17A | 0.9266 | 1.0084 | 0.5751 | 0.148* | |
H17B | 0.8943 | 0.8884 | 0.6147 | 0.148* | |
H17C | 0.8104 | 0.9871 | 0.5780 | 0.148* | |
C18 | 0.95975 (10) | 0.56158 (13) | 0.23191 (6) | 0.0351 (3) | |
H18 | 0.9579 | 0.5835 | 0.2772 | 0.042* | |
C19 | 0.94378 (11) | 0.41151 (14) | 0.22215 (7) | 0.0384 (3) | |
H19 | 0.8741 | 0.3927 | 0.1975 | 0.046* | |
C20 | 1.02588 (12) | 0.36874 (14) | 0.18225 (7) | 0.0420 (3) | |
H20 | 1.0810 | 0.3187 | 0.2106 | 0.050* | |
C21 | 0.98569 (12) | 0.28848 (16) | 0.12157 (8) | 0.0487 (4) | |
C22 | 0.96503 (18) | 0.1540 (2) | 0.12763 (12) | 0.0737 (6) | |
H22 | 0.9771 | 0.1146 | 0.1687 | 0.088* | |
C23 | 0.9265 (2) | 0.0780 (3) | 0.07299 (16) | 0.0969 (8) | |
H23 | 0.9122 | −0.0120 | 0.0776 | 0.116* | |
C24 | 0.90946 (19) | 0.1342 (3) | 0.01230 (15) | 0.0941 (8) | |
H24 | 0.8835 | 0.0827 | −0.0243 | 0.113* | |
C25 | 0.93082 (19) | 0.2666 (3) | 0.00567 (11) | 0.0849 (7) | |
H25 | 0.9195 | 0.3051 | −0.0356 | 0.102* | |
C26 | 0.96929 (16) | 0.3439 (2) | 0.06020 (9) | 0.0639 (5) | |
H26 | 0.9841 | 0.4337 | 0.0552 | 0.077* | |
C27 | 1.10916 (11) | 0.70041 (14) | 0.21514 (7) | 0.0401 (3) | |
C28 | 1.17832 (13) | 0.71813 (18) | 0.17430 (8) | 0.0536 (4) | |
H28 | 1.1937 | 0.6475 | 0.1491 | 0.064* | |
C29 | 1.22437 (15) | 0.8416 (2) | 0.17128 (10) | 0.0676 (5) | |
H29 | 1.2705 | 0.8536 | 0.1437 | 0.081* | |
C30 | 1.20277 (16) | 0.9463 (2) | 0.20851 (10) | 0.0668 (5) | |
H30 | 1.2336 | 1.0291 | 0.2059 | 0.080* | |
C31 | 1.13527 (15) | 0.92827 (18) | 0.24973 (9) | 0.0616 (5) | |
H31 | 1.1211 | 0.9989 | 0.2754 | 0.074* | |
C32 | 1.08819 (13) | 0.80589 (16) | 0.25337 (8) | 0.0494 (4) | |
H32 | 1.0426 | 0.7944 | 0.2814 | 0.059* | |
N1 | 0.78884 (9) | 0.75030 (12) | 0.10406 (6) | 0.0398 (3) | |
N2 | 0.76689 (10) | 0.81367 (12) | 0.15705 (6) | 0.0428 (3) | |
N3 | 1.06731 (9) | 0.57279 (11) | 0.22290 (6) | 0.0381 (3) | |
N4 | 0.96428 (11) | 0.33557 (13) | 0.28594 (7) | 0.0495 (3) | |
O1 | 0.84005 (13) | 0.94125 (15) | 0.46225 (6) | 0.0771 (4) | |
O2 | 0.98620 (13) | 0.39394 (14) | 0.33721 (6) | 0.0740 (4) | |
O3 | 0.95819 (15) | 0.21518 (13) | 0.28165 (7) | 0.0897 (5) | |
O4 | 1.06582 (8) | 0.49269 (10) | 0.16493 (5) | 0.0436 (3) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0378 (7) | 0.0360 (7) | 0.0371 (7) | 0.0006 (6) | 0.0065 (5) | 0.0008 (5) |
C2 | 0.0341 (7) | 0.0340 (7) | 0.0372 (7) | −0.0011 (5) | 0.0062 (5) | 0.0006 (5) |
C3 | 0.0408 (7) | 0.0395 (7) | 0.0367 (7) | 0.0035 (6) | 0.0068 (6) | −0.0004 (6) |
C4 | 0.0457 (8) | 0.0436 (8) | 0.0366 (7) | −0.0005 (6) | 0.0016 (6) | 0.0042 (6) |
C5 | 0.0750 (13) | 0.1073 (17) | 0.0455 (10) | 0.0430 (12) | 0.0114 (9) | 0.0128 (10) |
C6 | 0.0856 (15) | 0.127 (2) | 0.0572 (12) | 0.0548 (15) | 0.0047 (11) | 0.0208 (13) |
C7 | 0.0782 (13) | 0.0797 (13) | 0.0414 (9) | 0.0094 (11) | −0.0031 (9) | 0.0123 (9) |
C8 | 0.0887 (15) | 0.0933 (16) | 0.0405 (9) | 0.0195 (12) | 0.0146 (9) | 0.0101 (9) |
C9 | 0.0653 (11) | 0.0876 (14) | 0.0447 (9) | 0.0236 (10) | 0.0115 (8) | 0.0089 (9) |
C10 | 0.0376 (7) | 0.0413 (7) | 0.0377 (7) | 0.0066 (6) | 0.0073 (6) | −0.0013 (6) |
C11 | 0.0543 (9) | 0.0430 (8) | 0.0439 (8) | −0.0007 (7) | 0.0122 (7) | −0.0004 (6) |
C12 | 0.0692 (11) | 0.0575 (10) | 0.0417 (8) | 0.0017 (8) | 0.0162 (8) | 0.0062 (7) |
C13 | 0.0546 (9) | 0.0618 (10) | 0.0411 (8) | 0.0073 (8) | 0.0095 (7) | −0.0091 (7) |
C14 | 0.0543 (9) | 0.0439 (8) | 0.0500 (9) | 0.0048 (7) | 0.0104 (7) | −0.0088 (7) |
C15 | 0.0472 (8) | 0.0399 (8) | 0.0453 (8) | 0.0064 (6) | 0.0107 (6) | 0.0016 (6) |
C16 | 0.1025 (18) | 0.1028 (18) | 0.0510 (11) | 0.0104 (14) | 0.0176 (11) | −0.0002 (11) |
C17 | 0.116 (2) | 0.133 (2) | 0.0453 (11) | 0.0035 (18) | 0.0119 (12) | −0.0095 (13) |
C18 | 0.0354 (7) | 0.0346 (7) | 0.0345 (7) | 0.0001 (5) | 0.0052 (5) | 0.0004 (5) |
C19 | 0.0397 (7) | 0.0351 (7) | 0.0386 (7) | −0.0009 (6) | 0.0037 (6) | 0.0036 (6) |
C20 | 0.0421 (8) | 0.0340 (7) | 0.0490 (8) | 0.0032 (6) | 0.0070 (6) | −0.0001 (6) |
C21 | 0.0446 (8) | 0.0443 (8) | 0.0573 (9) | 0.0051 (7) | 0.0106 (7) | −0.0117 (7) |
C22 | 0.0896 (15) | 0.0496 (11) | 0.0833 (14) | −0.0069 (10) | 0.0206 (11) | −0.0163 (10) |
C23 | 0.1011 (19) | 0.0668 (14) | 0.125 (2) | −0.0216 (13) | 0.0273 (17) | −0.0468 (15) |
C24 | 0.0772 (15) | 0.107 (2) | 0.0947 (19) | −0.0032 (14) | 0.0090 (13) | −0.0604 (16) |
C25 | 0.0870 (16) | 0.1017 (19) | 0.0615 (13) | 0.0179 (13) | 0.0049 (11) | −0.0303 (12) |
C26 | 0.0735 (12) | 0.0626 (11) | 0.0542 (10) | 0.0108 (9) | 0.0096 (9) | −0.0137 (8) |
C27 | 0.0355 (7) | 0.0405 (7) | 0.0404 (7) | −0.0033 (6) | −0.0019 (6) | 0.0028 (6) |
C28 | 0.0518 (9) | 0.0561 (10) | 0.0539 (9) | −0.0109 (8) | 0.0131 (7) | −0.0016 (8) |
C29 | 0.0639 (11) | 0.0742 (13) | 0.0666 (12) | −0.0258 (10) | 0.0179 (9) | 0.0045 (10) |
C30 | 0.0687 (12) | 0.0556 (11) | 0.0701 (12) | −0.0276 (9) | −0.0001 (9) | 0.0037 (9) |
C31 | 0.0683 (11) | 0.0468 (10) | 0.0641 (11) | −0.0132 (8) | 0.0002 (9) | −0.0085 (8) |
C32 | 0.0503 (9) | 0.0464 (9) | 0.0500 (9) | −0.0070 (7) | 0.0062 (7) | −0.0049 (7) |
N1 | 0.0426 (6) | 0.0412 (6) | 0.0344 (6) | 0.0053 (5) | 0.0048 (5) | 0.0019 (5) |
N2 | 0.0465 (7) | 0.0430 (7) | 0.0379 (6) | 0.0084 (5) | 0.0064 (5) | 0.0007 (5) |
N3 | 0.0371 (6) | 0.0362 (6) | 0.0402 (6) | 0.0001 (5) | 0.0063 (5) | −0.0020 (5) |
N4 | 0.0574 (8) | 0.0409 (7) | 0.0495 (8) | −0.0026 (6) | 0.0095 (6) | 0.0099 (6) |
O1 | 0.1089 (12) | 0.0811 (10) | 0.0412 (7) | 0.0112 (8) | 0.0152 (7) | −0.0104 (6) |
O2 | 0.1128 (12) | 0.0620 (8) | 0.0432 (7) | −0.0114 (8) | 0.0061 (7) | 0.0083 (6) |
O3 | 0.1530 (16) | 0.0395 (7) | 0.0757 (10) | −0.0050 (8) | 0.0208 (10) | 0.0151 (6) |
O4 | 0.0472 (6) | 0.0391 (5) | 0.0470 (6) | −0.0025 (4) | 0.0157 (5) | −0.0053 (4) |
C1—N2 | 1.331 (2) | C18—N3 | 1.479 (2) |
C1—C2 | 1.411 (2) | C18—C19 | 1.5252 (19) |
C1—C10 | 1.478 (2) | C18—H18 | 0.9800 |
C2—C3 | 1.374 (2) | C19—N4 | 1.5137 (18) |
C2—C18 | 1.497 (2) | C19—C20 | 1.560 (2) |
C3—N1 | 1.349 (2) | C19—H19 | 0.9800 |
C3—H3 | 0.9300 | C20—O4 | 1.425 (2) |
C4—C5 | 1.364 (2) | C20—C21 | 1.507 (2) |
C4—C9 | 1.372 (2) | C20—H20 | 0.9800 |
C4—N1 | 1.426 (2) | C21—C26 | 1.377 (3) |
C5—C6 | 1.388 (3) | C21—C22 | 1.385 (3) |
C5—H5 | 0.9300 | C22—C23 | 1.383 (3) |
C6—C7 | 1.356 (3) | C22—H22 | 0.9300 |
C6—H6 | 0.9300 | C23—C24 | 1.367 (4) |
C7—C8 | 1.356 (3) | C23—H23 | 0.9300 |
C7—H7 | 0.9300 | C24—C25 | 1.369 (4) |
C8—C9 | 1.380 (2) | C24—H24 | 0.9300 |
C8—H8 | 0.9300 | C25—C26 | 1.389 (3) |
C9—H9 | 0.9300 | C25—H25 | 0.9300 |
C10—C11 | 1.388 (2) | C26—H26 | 0.9300 |
C10—C15 | 1.393 (2) | C27—C28 | 1.386 (2) |
C11—C12 | 1.387 (2) | C27—C32 | 1.387 (2) |
C11—H11 | 0.9300 | C27—N3 | 1.4151 (18) |
C12—C13 | 1.383 (3) | C28—C29 | 1.386 (2) |
C12—H12 | 0.9300 | C28—H28 | 0.9300 |
C13—O1 | 1.369 (2) | C29—C30 | 1.371 (3) |
C13—C14 | 1.381 (2) | C29—H29 | 0.9300 |
C14—C15 | 1.372 (2) | C30—C31 | 1.375 (3) |
C14—H14 | 0.9300 | C30—H30 | 0.9300 |
C15—H15 | 0.9300 | C31—C32 | 1.384 (2) |
C16—O1 | 1.406 (3) | C31—H31 | 0.9300 |
C16—C17 | 1.495 (3) | C32—H32 | 0.9300 |
C16—H16A | 0.9700 | N1—N2 | 1.360 (2) |
C16—H16B | 0.9700 | N3—O4 | 1.452 (2) |
C17—H17A | 0.9600 | N4—O2 | 1.205 (2) |
C17—H17B | 0.9600 | N4—O3 | 1.210 (2) |
C17—H17C | 0.9600 | ||
N2—C1—C2 | 111.74 (12) | C19—C18—H18 | 108.7 |
N2—C1—C10 | 120.53 (12) | N4—C19—C18 | 112.40 (12) |
C2—C1—C10 | 127.63 (12) | N4—C19—C20 | 108.39 (11) |
C3—C2—C1 | 104.27 (12) | C18—C19—C20 | 104.45 (11) |
C3—C2—C18 | 129.58 (12) | N4—C19—H19 | 110.5 |
C1—C2—C18 | 126.00 (12) | C18—C19—H19 | 110.5 |
N1—C3—C2 | 107.51 (12) | C20—C19—H19 | 110.5 |
N1—C3—H3 | 126.2 | O4—C20—C21 | 109.60 (12) |
C2—C3—H3 | 126.2 | O4—C20—C19 | 103.45 (11) |
C5—C4—C9 | 119.59 (15) | C21—C20—C19 | 115.66 (12) |
C5—C4—N1 | 120.49 (14) | O4—C20—H20 | 109.3 |
C9—C4—N1 | 119.90 (14) | C21—C20—H20 | 109.3 |
C4—C5—C6 | 119.07 (18) | C19—C20—H20 | 109.3 |
C4—C5—H5 | 120.5 | C26—C21—C22 | 118.75 (17) |
C6—C5—H5 | 120.5 | C26—C21—C20 | 122.33 (16) |
C7—C6—C5 | 121.5 (2) | C22—C21—C20 | 118.92 (17) |
C7—C6—H6 | 119.2 | C23—C22—C21 | 120.4 (2) |
C5—C6—H6 | 119.2 | C23—C22—H22 | 119.8 |
C6—C7—C8 | 119.04 (17) | C21—C22—H22 | 119.8 |
C6—C7—H7 | 120.5 | C24—C23—C22 | 120.5 (2) |
C8—C7—H7 | 120.5 | C24—C23—H23 | 119.8 |
C7—C8—C9 | 120.56 (19) | C22—C23—H23 | 119.8 |
C7—C8—H8 | 119.7 | C23—C24—C25 | 119.6 (2) |
C9—C8—H8 | 119.7 | C23—C24—H24 | 120.2 |
C4—C9—C8 | 120.21 (18) | C25—C24—H24 | 120.2 |
C4—C9—H9 | 119.9 | C24—C25—C26 | 120.4 (2) |
C8—C9—H9 | 119.9 | C24—C25—H25 | 119.8 |
C11—C10—C15 | 118.32 (14) | C26—C25—H25 | 119.8 |
C11—C10—C1 | 122.00 (13) | C21—C26—C25 | 120.4 (2) |
C15—C10—C1 | 119.64 (13) | C21—C26—H26 | 119.8 |
C12—C11—C10 | 120.76 (15) | C25—C26—H26 | 119.8 |
C12—C11—H11 | 119.6 | C28—C27—C32 | 119.59 (14) |
C10—C11—H11 | 119.6 | C28—C27—N3 | 120.66 (14) |
C13—C12—C11 | 119.83 (15) | C32—C27—N3 | 119.47 (13) |
C13—C12—H12 | 120.1 | C29—C28—C27 | 119.65 (17) |
C11—C12—H12 | 120.1 | C29—C28—H28 | 120.2 |
O1—C13—C14 | 115.12 (16) | C27—C28—H28 | 120.2 |
O1—C13—C12 | 124.98 (16) | C30—C29—C28 | 120.77 (18) |
C14—C13—C12 | 119.89 (15) | C30—C29—H29 | 119.6 |
C15—C14—C13 | 120.09 (15) | C28—C29—H29 | 119.6 |
C15—C14—H14 | 120.0 | C29—C30—C31 | 119.60 (17) |
C13—C14—H14 | 120.0 | C29—C30—H30 | 120.2 |
C14—C15—C10 | 121.12 (14) | C31—C30—H30 | 120.2 |
C14—C15—H15 | 119.4 | C30—C31—C32 | 120.57 (18) |
C10—C15—H15 | 119.4 | C30—C31—H31 | 119.7 |
O1—C16—C17 | 107.8 (2) | C32—C31—H31 | 119.7 |
O1—C16—H16A | 110.1 | C31—C32—C27 | 119.80 (16) |
C17—C16—H16A | 110.1 | C31—C32—H32 | 120.1 |
O1—C16—H16B | 110.1 | C27—C32—H32 | 120.1 |
C17—C16—H16B | 110.1 | C3—N1—N2 | 111.9 (1) |
H16A—C16—H16B | 108.5 | C3—N1—C4 | 127.7 (1) |
C16—C17—H17A | 109.5 | N2—N1—C4 | 120.3 (1) |
C16—C17—H17B | 109.5 | C1—N2—N1 | 104.6 (1) |
H17A—C17—H17B | 109.5 | C27—N3—O4 | 110.0 (1) |
C16—C17—H17C | 109.5 | C27—N3—C18 | 119.5 (1) |
H17A—C17—H17C | 109.5 | O4—N3—C18 | 102.4 (1) |
H17B—C17—H17C | 109.5 | O2—N4—O3 | 123.3 (2) |
N3—C18—C2 | 115.85 (11) | O2—N4—C19 | 120.7 (1) |
N3—C18—C19 | 99.71 (11) | O3—N4—C19 | 115.9 (1) |
C2—C18—C19 | 114.74 (11) | C13—O1—C16 | 118.4 (2) |
N3—C18—H18 | 108.7 | C20—O4—N3 | 102.2 (1) |
C2—C18—H18 | 108.7 | ||
N2—C1—C2—C3 | −0.49 (16) | C20—C21—C22—C23 | 178.98 (19) |
C10—C1—C2—C3 | −176.88 (14) | C21—C22—C23—C24 | 0.7 (4) |
N2—C1—C2—C18 | 175.46 (13) | C22—C23—C24—C25 | 0.1 (4) |
C10—C1—C2—C18 | −0.9 (2) | C23—C24—C25—C26 | −0.2 (4) |
C1—C2—C3—N1 | 0.48 (15) | C22—C21—C26—C25 | 1.2 (3) |
C18—C2—C3—N1 | −175.26 (13) | C20—C21—C26—C25 | −179.12 (17) |
C9—C4—C5—C6 | 0.1 (4) | C24—C25—C26—C21 | −0.5 (3) |
N1—C4—C5—C6 | 178.7 (2) | C32—C27—C28—C29 | −1.1 (2) |
C4—C5—C6—C7 | 0.4 (4) | N3—C27—C28—C29 | −175.05 (15) |
C5—C6—C7—C8 | −0.2 (4) | C27—C28—C29—C30 | 0.4 (3) |
C6—C7—C8—C9 | −0.7 (4) | C28—C29—C30—C31 | 0.5 (3) |
C5—C4—C9—C8 | −1.0 (3) | C29—C30—C31—C32 | −0.7 (3) |
N1—C4—C9—C8 | −179.52 (18) | C30—C31—C32—C27 | 0.0 (3) |
C7—C8—C9—C4 | 1.2 (4) | C28—C27—C32—C31 | 0.9 (2) |
N2—C1—C10—C11 | 131.71 (16) | N3—C27—C32—C31 | 174.94 (14) |
C2—C1—C10—C11 | −52.2 (2) | C2—C3—N1—N2 | −0.34 (17) |
N2—C1—C10—C15 | −50.6 (2) | C2—C3—N1—C4 | 179.40 (13) |
C2—C1—C10—C15 | 125.54 (16) | C5—C4—N1—C3 | 159.95 (19) |
C15—C10—C11—C12 | −0.4 (2) | C9—C4—N1—C3 | −21.5 (2) |
C1—C10—C11—C12 | 177.36 (15) | C5—C4—N1—N2 | −20.3 (2) |
C10—C11—C12—C13 | −0.1 (3) | C9—C4—N1—N2 | 158.22 (16) |
C11—C12—C13—O1 | 179.23 (17) | C2—C1—N2—N1 | 0.28 (16) |
C11—C12—C13—C14 | 0.7 (3) | C10—C1—N2—N1 | 176.97 (12) |
O1—C13—C14—C15 | −179.47 (15) | C3—N1—N2—C1 | 0.04 (16) |
C12—C13—C14—C15 | −0.8 (3) | C4—N1—N2—C1 | −179.72 (12) |
C13—C14—C15—C10 | 0.3 (2) | C28—C27—N3—O4 | −26.86 (18) |
C11—C10—C15—C14 | 0.3 (2) | C32—C27—N3—O4 | 159.20 (13) |
C1—C10—C15—C14 | −177.52 (14) | C28—C27—N3—C18 | −144.80 (14) |
C3—C2—C18—N3 | 57.96 (19) | C32—C27—N3—C18 | 41.26 (19) |
C1—C2—C18—N3 | −116.94 (15) | C2—C18—N3—C27 | 43.97 (17) |
C3—C2—C18—C19 | −57.5 (2) | C19—C18—N3—C27 | 167.65 (12) |
C1—C2—C18—C19 | 127.62 (14) | C2—C18—N3—O4 | −77.81 (13) |
N3—C18—C19—N4 | 95.12 (13) | C19—C18—N3—O4 | 45.87 (11) |
C2—C18—C19—N4 | −140.42 (12) | C18—C19—N4—O2 | 2.9 (2) |
N3—C18—C19—C20 | −22.17 (13) | C20—C19—N4—O2 | 117.85 (16) |
C2—C18—C19—C20 | 102.28 (13) | C18—C19—N4—O3 | −176.36 (15) |
N4—C19—C20—O4 | −128.90 (12) | C20—C19—N4—O3 | −61.44 (18) |
C18—C19—C20—O4 | −8.88 (14) | C14—C13—O1—C16 | −160.22 (19) |
N4—C19—C20—C21 | 111.26 (14) | C12—C13—O1—C16 | 21.2 (3) |
C18—C19—C20—C21 | −128.72 (13) | C17—C16—O1—C13 | 173.83 (19) |
O4—C20—C21—C26 | −14.1 (2) | C21—C20—O4—N3 | 161.23 (11) |
C19—C20—C21—C26 | 102.35 (18) | C19—C20—O4—N3 | 37.33 (12) |
O4—C20—C21—C22 | 165.56 (16) | C27—N3—O4—C20 | 177.88 (11) |
C19—C20—C21—C22 | −78.01 (19) | C18—N3—O4—C20 | −54.02 (12) |
C26—C21—C22—C23 | −1.4 (3) |