Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807001754/om2086sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807001754/om2086Isup2.hkl |
CCDC reference: 286211
Data collection: CAD-4 Software (Enraf–Nonius, 1989); cell refinement: CAD-4 Software; data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SIR92 (Altomare et al., 1993); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-32 (Farrugia, 1997); software used to prepare material for publication: SHELXL97.
C24H39N3O6 | F(000) = 1008 |
Mr = 465.58 | Dx = 1.026 Mg m−3 |
Monoclinic, P21 | Cu Kα radiation, λ = 1.54180 Å |
a = 16.7989 (12) Å | Cell parameters from 25 reflections |
b = 11.2993 (14) Å | θ = 20–30° |
c = 16.9258 (12) Å | µ = 0.60 mm−1 |
β = 110.190 (5)° | T = 293 K |
V = 3015.4 (5) Å3 | Rectangular block, dark yellow |
Z = 4 | 0.4 × 0.3 × 0.3 mm |
Enraf–Nonius CAD-4 diffractometer | 3817 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.053 |
Graphite monochromator | θmax = 68.0°, θmin = 2.8° |
ω–2θ scans | h = 0→20 |
Absorption correction: ψ scan (North et al., 1968) | k = −13→0 |
Tmin = 0.964, Tmax = 0.998 | l = −20→19 |
5998 measured reflections | 2 standard reflections every 1 hour min |
5791 independent reflections | intensity decay: none |
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)] = 0.066 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.202 | w = 1/[σ2(Fo2) + (0.1452P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.04 | (Δ/σ)max < 0.001 |
5791 reflections | Δρmax = 0.42 e Å−3 |
621 parameters | Δρmin = −0.28 e Å−3 |
24 restraints | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.00035 (15) |
Experimental. [A]D25 = -274.8(c 0.35, CHCl3); IR (KBr): 3322, 3054, 2965, 1613, 1546, 1458, 1377, 1307, 1265, 1074, 858, 841, 738, cm-1; 1H NMR (CDCl3): δ 1.04–1.06 (d, J= 4.9 Hz, 6H), 1.93–1.95 (m, 1H), 3.26 (m, 1H), 3.60–3.66 (t, J= 12 Hz 1H), 3.94–3.97 (d, J= 12 Hz 1H), 6.43 (br, 1H) 8.01–8.04 (d, J= 12 Hz 1H), 11.57–11.63 (dd, J= 12 Hz, J= 12 Hz 1H); 13C NMR (CDCl3): δ 17.95, 19.39, 29.34, 64.42, 70.46, 104.18, 158.53, 184.57; HRMS (ESI) calculated for C24H39N3O6 [M+H]+: calculated: 466.2917; observed: 466.2940. |
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) | |
C1 | 0.8566 (3) | 0.1964 (5) | 0.2800 (3) | 0.0504 (9) | |
C2 | 0.8297 (2) | 0.1532 (5) | 0.1932 (2) | 0.0504 (9) | |
C3 | 0.7476 (2) | 0.1805 (5) | 0.1328 (3) | 0.0507 (9) | |
C4 | 0.6904 (3) | 0.2531 (5) | 0.1612 (3) | 0.0549 (10) | |
C5 | 0.7165 (3) | 0.2998 (6) | 0.2450 (3) | 0.0583 (10) | |
C6 | 0.7998 (3) | 0.2707 (6) | 0.3040 (3) | 0.0553 (10) | |
C7 | 0.8872 (3) | 0.0845 (6) | 0.1705 (3) | 0.0548 (10) | |
H7 | 0.9392 | 0.0702 | 0.2124 | 0.066* | |
C8 | 0.9415 (3) | −0.0249 (6) | 0.0748 (3) | 0.0582 (10) | |
H8 | 0.9844 | −0.0516 | 0.1274 | 0.070* | |
C9 | 0.9848 (3) | 0.0603 (6) | 0.0333 (3) | 0.0713 (13) | |
H9A | 1.0264 | 0.0174 | 0.0164 | 0.086* | |
H9B | 0.9430 | 0.0926 | −0.0171 | 0.086* | |
C10 | 0.9073 (3) | −0.1340 (6) | 0.0216 (3) | 0.0751 (14) | |
H10 | 0.9554 | −0.1725 | 0.0119 | 0.090* | |
C11 | 0.8715 (6) | −0.2216 (7) | 0.0671 (5) | 0.111 (2) | |
H11A | 0.8503 | −0.2892 | 0.0318 | 0.134* | |
H11B | 0.8260 | −0.1854 | 0.0805 | 0.134* | |
H11C | 0.9151 | −0.2461 | 0.1180 | 0.134* | |
C12 | 0.8421 (4) | −0.1061 (8) | −0.0644 (4) | 0.0950 (19) | |
H12A | 0.8231 | −0.1784 | −0.0949 | 0.114* | |
H12B | 0.8674 | −0.0564 | −0.0952 | 0.114* | |
H12C | 0.7947 | −0.0659 | −0.0573 | 0.114* | |
C13 | 0.6104 (3) | 0.2786 (6) | 0.1026 (3) | 0.0624 (11) | |
H13 | 0.5970 | 0.2473 | 0.0488 | 0.075* | |
C14 | 0.4715 (3) | 0.3766 (7) | 0.0579 (4) | 0.0845 (17) | |
H14 | 0.4592 | 0.3243 | 0.0090 | 0.101* | |
C15 | 0.4781 (4) | 0.5040 (8) | 0.0282 (5) | 0.101 (2) | |
H15A | 0.4231 | 0.5286 | −0.0104 | 0.121* | |
H15B | 0.4936 | 0.5567 | 0.0763 | 0.121* | |
C16 | 0.4016 (4) | 0.3638 (9) | 0.0922 (5) | 0.101 (2) | |
H16 | 0.3515 | 0.4018 | 0.0519 | 0.122* | |
C17 | 0.4181 (5) | 0.4239 (10) | 0.1762 (6) | 0.122 (3) | |
H17A | 0.3705 | 0.4117 | 0.1943 | 0.147* | |
H17B | 0.4261 | 0.5072 | 0.1706 | 0.147* | |
H17C | 0.4681 | 0.3909 | 0.2171 | 0.147* | |
C18 | 0.3800 (6) | 0.2315 (10) | 0.0951 (7) | 0.143 (3) | |
H18A | 0.3348 | 0.2233 | 0.1171 | 0.172* | |
H18B | 0.4292 | 0.1900 | 0.1307 | 0.172* | |
H18C | 0.3628 | 0.1990 | 0.0393 | 0.172* | |
C19 | 0.8243 (3) | 0.3202 (6) | 0.3838 (3) | 0.0594 (11) | |
H19 | 0.7847 | 0.3681 | 0.3953 | 0.071* | |
C20 | 0.9222 (3) | 0.3645 (6) | 0.5265 (3) | 0.0692 (12) | |
H20 | 0.8723 | 0.4035 | 0.5320 | 0.083* | |
C21 | 0.9868 (4) | 0.4590 (7) | 0.5310 (3) | 0.0833 (16) | |
H21A | 1.0110 | 0.4876 | 0.5884 | 0.100* | |
H21B | 1.0323 | 0.4254 | 0.5152 | 0.100* | |
C22 | 0.9524 (4) | 0.2713 (7) | 0.5964 (3) | 0.0810 (15) | |
H22 | 0.9989 | 0.2268 | 0.5879 | 0.097* | |
C23 | 0.8811 (5) | 0.1841 (9) | 0.5906 (5) | 0.111 (2) | |
H23A | 0.9011 | 0.1259 | 0.6344 | 0.133* | |
H23B | 0.8633 | 0.1455 | 0.5368 | 0.133* | |
H23C | 0.8340 | 0.2260 | 0.5971 | 0.133* | |
C24 | 0.9855 (5) | 0.3255 (9) | 0.6838 (4) | 0.112 (2) | |
H24A | 1.0044 | 0.2638 | 0.7250 | 0.134* | |
H24B | 0.9410 | 0.3697 | 0.6936 | 0.134* | |
H24C | 1.0320 | 0.3774 | 0.6880 | 0.134* | |
C25 | 0.8898 (3) | 0.4025 (6) | 0.1088 (3) | 0.0558 (10) | |
C26 | 0.9401 (3) | 0.4206 (6) | 0.1952 (3) | 0.0552 (10) | |
C27 | 0.9106 (3) | 0.4902 (6) | 0.2501 (3) | 0.0588 (10) | |
C28 | 0.8282 (3) | 0.5442 (6) | 0.2172 (3) | 0.0610 (11) | |
C29 | 0.7733 (3) | 0.5255 (6) | 0.1305 (3) | 0.0612 (11) | |
C30 | 0.8053 (3) | 0.4556 (6) | 0.0766 (3) | 0.0571 (10) | |
C31 | 1.0186 (3) | 0.3623 (6) | 0.2258 (3) | 0.0595 (10) | |
H31 | 1.0355 | 0.3213 | 0.1866 | 0.071* | |
C32 | 1.1491 (3) | 0.2899 (7) | 0.3360 (3) | 0.0770 (14) | |
H32 | 1.1584 | 0.2533 | 0.2874 | 0.092* | |
C33 | 1.1364 (4) | 0.1915 (7) | 0.3904 (4) | 0.0846 (16) | |
H33A | 1.0884 | 0.1432 | 0.3583 | 0.101* | |
H33B | 1.1864 | 0.1415 | 0.4091 | 0.101* | |
C34 | 1.2243 (3) | 0.3710 (8) | 0.3781 (4) | 0.0948 (19) | |
H34 | 1.2098 | 0.4164 | 0.4205 | 0.114* | |
C35 | 1.2345 (5) | 0.4595 (10) | 0.3161 (6) | 0.130 (3) | |
H35A | 1.2816 | 0.5105 | 0.3437 | 0.156* | |
H35B | 1.1837 | 0.5059 | 0.2942 | 0.156* | |
H35C | 1.2447 | 0.4187 | 0.2707 | 0.156* | |
C36 | 1.3018 (5) | 0.2975 (13) | 0.4257 (7) | 0.167 (5) | |
H36A | 1.3489 | 0.3490 | 0.4523 | 0.201* | |
H36B | 1.3156 | 0.2461 | 0.3871 | 0.201* | |
H36C | 1.2899 | 0.2509 | 0.4677 | 0.201* | |
C37 | 0.8004 (3) | 0.6100 (6) | 0.2727 (3) | 0.0699 (13) | |
H37 | 0.8378 | 0.6199 | 0.3274 | 0.084* | |
C38 | 0.6929 (4) | 0.7244 (7) | 0.3099 (4) | 0.0897 (17) | |
H38 | 0.7407 | 0.7335 | 0.3627 | 0.108* | |
C39 | 0.6274 (6) | 0.6490 (4) | 0.3293 (5) | 0.130 (3) | |
H39A | 0.5990 | 0.6955 | 0.3599 | 0.156* | |
H39B | 0.5851 | 0.6220 | 0.2773 | 0.156* | |
C40 | 0.6652 (5) | 0.8440 (8) | 0.2788 (6) | 0.122 (3) | |
H40 | 0.6408 | 0.8779 | 0.3186 | 0.146* | |
C41 | 0.5973 (7) | 0.8467 (14) | 0.1970 (7) | 0.188 (5) | |
H41A | 0.5528 | 0.7939 | 0.1977 | 0.225* | |
H41B | 0.6192 | 0.8222 | 0.1541 | 0.225* | |
H41C | 0.5753 | 0.9256 | 0.1853 | 0.225* | |
C42 | 0.7411 (8) | 0.9227 (14) | 0.2843 (9) | 0.219 (6) | |
H42A | 0.7221 | 1.0026 | 0.2701 | 0.262* | |
H42B | 0.7673 | 0.8944 | 0.2457 | 0.262* | |
H42C | 0.7814 | 0.9204 | 0.3405 | 0.262* | |
C43 | 0.7536 (3) | 0.4385 (6) | −0.0046 (3) | 0.0641 (11) | |
H43 | 0.7007 | 0.4748 | −0.0209 | 0.077* | |
C44 | 0.7125 (4) | 0.3505 (7) | −0.1464 (3) | 0.0810 (15) | |
H44 | 0.6653 | 0.4066 | −0.1587 | 0.097* | |
C45 | 0.6764 (4) | 0.2278 (8) | −0.1494 (4) | 0.100 (2) | |
H45A | 0.6417 | 0.2092 | −0.2069 | 0.120* | |
H45B | 0.7226 | 0.1711 | −0.1315 | 0.120* | |
C46 | 0.7557 (6) | 0.3705 (10) | −0.2108 (4) | 0.116 (3) | |
H46 | 0.7150 | 0.3480 | −0.2658 | 0.139* | |
C47 | 0.7777 (8) | 0.4997 (13) | −0.2164 (6) | 0.173 (5) | |
H47A | 0.8045 | 0.5087 | −0.2578 | 0.208* | |
H47B | 0.8157 | 0.5258 | −0.1626 | 0.208* | |
H47C | 0.7268 | 0.5463 | −0.2323 | 0.208* | |
C48 | 0.8304 (9) | 0.2878 (15) | −0.1921 (8) | 0.194 (6) | |
H48A | 0.8580 | 0.3001 | −0.2326 | 0.233* | |
H48B | 0.8110 | 0.2074 | −0.1954 | 0.233* | |
H48C | 0.8697 | 0.3032 | −0.1366 | 0.233* | |
N1 | 0.8759 (2) | 0.0380 (5) | 0.0970 (2) | 0.0580 (9) | |
N2 | 0.5537 (3) | 0.3427 (6) | 0.1181 (3) | 0.0797 (12) | |
N3 | 0.8957 (3) | 0.3070 (5) | 0.4434 (2) | 0.0653 (10) | |
N4 | 1.0705 (2) | 0.3597 (6) | 0.3041 (2) | 0.0674 (10) | |
N5 | 0.7244 (3) | 0.6593 (6) | 0.2525 (3) | 0.0839 (13) | |
N6 | 0.7706 (3) | 0.3759 (6) | −0.0623 (3) | 0.0720 (11) | |
O1 | 0.92826 (19) | 0.1697 (5) | 0.33084 (18) | 0.0660 (8) | |
O2 | 0.72580 (18) | 0.1435 (5) | 0.05807 (18) | 0.0640 (8) | |
O3 | 0.6666 (2) | 0.3661 (5) | 0.2669 (2) | 0.0758 (10) | |
O4 | 1.0255 (2) | 0.1541 (5) | 0.0871 (3) | 0.0849 (10) | |
H4 | 0.9908 | 0.1899 | 0.1022 | 0.102* | |
O5 | 0.5388 (3) | 0.5144 (7) | −0.0125 (3) | 0.130 (2) | |
H5 | 0.5856 | 0.4951 | 0.0202 | 0.156* | |
O6 | 0.9502 (3) | 0.5547 (5) | 0.4771 (2) | 0.1006 (13) | |
H6 | 0.9295 | 0.5306 | 0.4285 | 0.121* | |
O7 | 0.9162 (2) | 0.3404 (5) | 0.06022 (19) | 0.0657 (8) | |
O8 | 0.9570 (2) | 0.5022 (5) | 0.3268 (2) | 0.0755 (10) | |
O9 | 0.7009 (2) | 0.5697 (5) | 0.1033 (2) | 0.0820 (10) | |
O10 | 1.1212 (3) | 0.2414 (6) | 0.4622 (3) | 0.1057 (14) | |
H10A | 1.1140 | 0.1879 | 0.4918 | 0.127* | |
O11 | 0.6680 (7) | 0.5509 (7) | 0.3782 (5) | 0.121 (4)* | 0.70 (2) |
H11 | 0.6782 | 0.5011 | 0.3477 | 0.145* | 0.70 (2) |
O11' | 0.6164 (17) | 0.5329 (7) | 0.3542 (13) | 0.118 (8)* | 0.30 (2) |
H11' | 0.6461 | 0.4873 | 0.3389 | 0.142* | 0.30 (2) |
O12 | 0.6274 (3) | 0.2173 (7) | −0.0978 (3) | 0.1139 (17) | |
H12 | 0.6567 | 0.2325 | −0.0491 | 0.137* | |
H1N | 0.8271 (16) | 0.043 (6) | 0.062 (3) | 0.087 (19)* | |
H2N | 0.571 (3) | 0.369 (5) | 0.1668 (16) | 0.079 (18)* | |
H3N | 0.9366 (18) | 0.271 (4) | 0.439 (3) | 0.043 (11)* | |
H4N | 1.064 (4) | 0.403 (4) | 0.341 (3) | 0.077 (17)* | |
H5N | 0.687 (3) | 0.649 (5) | 0.2059 (17) | 0.073 (17)* | |
H6N | 0.8160 (19) | 0.339 (4) | −0.050 (3) | 0.063 (15)* |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.049 (2) | 0.050 (2) | 0.051 (2) | −0.0015 (18) | 0.0157 (17) | 0.0028 (18) |
C2 | 0.054 (2) | 0.051 (2) | 0.050 (2) | −0.0013 (19) | 0.0216 (17) | 0.0001 (18) |
C3 | 0.047 (2) | 0.050 (2) | 0.055 (2) | −0.0026 (18) | 0.0177 (17) | −0.0011 (19) |
C4 | 0.052 (2) | 0.057 (2) | 0.058 (2) | −0.001 (2) | 0.0218 (18) | −0.003 (2) |
C5 | 0.056 (2) | 0.060 (3) | 0.061 (2) | 0.002 (2) | 0.023 (2) | −0.003 (2) |
C6 | 0.057 (2) | 0.060 (2) | 0.051 (2) | 0.002 (2) | 0.0202 (18) | −0.0013 (19) |
C7 | 0.046 (2) | 0.066 (3) | 0.051 (2) | 0.0017 (19) | 0.0149 (17) | 0.002 (2) |
C8 | 0.055 (2) | 0.060 (3) | 0.062 (2) | 0.006 (2) | 0.0221 (19) | 0.003 (2) |
C9 | 0.069 (3) | 0.076 (3) | 0.077 (3) | −0.002 (3) | 0.035 (2) | −0.006 (3) |
C10 | 0.082 (3) | 0.069 (3) | 0.081 (3) | 0.001 (3) | 0.036 (3) | −0.016 (3) |
C11 | 0.158 (7) | 0.070 (4) | 0.108 (5) | −0.021 (4) | 0.050 (5) | −0.010 (4) |
C12 | 0.094 (4) | 0.107 (5) | 0.080 (3) | −0.016 (4) | 0.025 (3) | −0.029 (4) |
C13 | 0.053 (2) | 0.067 (3) | 0.066 (2) | 0.002 (2) | 0.018 (2) | −0.005 (2) |
C14 | 0.050 (2) | 0.103 (5) | 0.089 (4) | 0.010 (3) | 0.008 (2) | −0.001 (3) |
C15 | 0.071 (3) | 0.111 (5) | 0.119 (5) | 0.024 (3) | 0.030 (3) | 0.029 (4) |
C16 | 0.066 (3) | 0.113 (5) | 0.121 (5) | 0.011 (4) | 0.026 (3) | −0.005 (4) |
C17 | 0.095 (4) | 0.132 (7) | 0.152 (7) | 0.020 (5) | 0.058 (5) | −0.007 (6) |
C18 | 0.123 (6) | 0.117 (7) | 0.189 (9) | −0.019 (5) | 0.054 (6) | −0.009 (7) |
C19 | 0.061 (2) | 0.064 (3) | 0.053 (2) | 0.006 (2) | 0.020 (2) | −0.004 (2) |
C20 | 0.080 (3) | 0.071 (3) | 0.054 (2) | 0.006 (3) | 0.020 (2) | −0.010 (2) |
C21 | 0.110 (4) | 0.078 (4) | 0.059 (3) | −0.013 (3) | 0.026 (3) | −0.015 (3) |
C22 | 0.094 (4) | 0.081 (4) | 0.065 (3) | 0.006 (3) | 0.024 (3) | −0.002 (3) |
C23 | 0.125 (5) | 0.108 (5) | 0.094 (4) | 0.000 (5) | 0.032 (4) | 0.018 (4) |
C24 | 0.151 (6) | 0.117 (6) | 0.060 (3) | −0.002 (5) | 0.027 (4) | −0.003 (4) |
C25 | 0.060 (2) | 0.061 (3) | 0.051 (2) | −0.004 (2) | 0.0248 (19) | −0.001 (2) |
C26 | 0.055 (2) | 0.061 (3) | 0.050 (2) | −0.007 (2) | 0.0190 (18) | 0.0049 (19) |
C27 | 0.064 (2) | 0.061 (3) | 0.053 (2) | −0.005 (2) | 0.022 (2) | −0.001 (2) |
C28 | 0.069 (3) | 0.056 (3) | 0.062 (2) | −0.001 (2) | 0.028 (2) | −0.001 (2) |
C29 | 0.060 (3) | 0.062 (3) | 0.063 (3) | 0.001 (2) | 0.021 (2) | 0.003 (2) |
C30 | 0.061 (2) | 0.058 (3) | 0.052 (2) | −0.006 (2) | 0.0196 (19) | 0.0012 (19) |
C31 | 0.063 (2) | 0.061 (3) | 0.054 (2) | −0.004 (2) | 0.0195 (19) | 0.002 (2) |
C32 | 0.070 (3) | 0.089 (4) | 0.067 (3) | 0.007 (3) | 0.017 (2) | −0.003 (3) |
C33 | 0.083 (3) | 0.083 (4) | 0.077 (3) | 0.006 (3) | 0.013 (3) | 0.005 (3) |
C34 | 0.067 (3) | 0.117 (5) | 0.094 (4) | −0.004 (3) | 0.020 (3) | 0.005 (4) |
C35 | 0.099 (5) | 0.153 (8) | 0.143 (7) | −0.037 (5) | 0.046 (5) | 0.013 (6) |
C36 | 0.074 (4) | 0.181 (11) | 0.208 (10) | −0.004 (6) | 0.001 (5) | 0.006 (9) |
C37 | 0.077 (3) | 0.069 (3) | 0.070 (3) | 0.000 (3) | 0.034 (2) | −0.009 (2) |
C38 | 0.096 (4) | 0.091 (4) | 0.092 (4) | 0.015 (3) | 0.046 (3) | −0.017 (3) |
C39 | 0.141 (6) | 0.133 (8) | 0.141 (7) | 0.017 (6) | 0.081 (6) | −0.021 (6) |
C40 | 0.150 (7) | 0.091 (5) | 0.150 (7) | 0.032 (5) | 0.083 (6) | 0.023 (5) |
C41 | 0.213 (8) | 0.181 (8) | 0.162 (7) | 0.048 (8) | 0.054 (7) | 0.023 (7) |
C42 | 0.241 (10) | 0.204 (10) | 0.241 (10) | −0.010 (8) | 0.121 (8) | −0.005 (8) |
C43 | 0.066 (3) | 0.065 (3) | 0.062 (3) | −0.002 (2) | 0.023 (2) | 0.001 (2) |
C44 | 0.084 (3) | 0.095 (4) | 0.054 (2) | −0.017 (3) | 0.011 (2) | −0.004 (3) |
C45 | 0.103 (4) | 0.117 (5) | 0.069 (3) | −0.034 (4) | 0.017 (3) | −0.008 (3) |
C46 | 0.134 (6) | 0.154 (8) | 0.062 (3) | −0.047 (6) | 0.036 (4) | −0.014 (4) |
C47 | 0.194 (10) | 0.195 (12) | 0.114 (6) | −0.088 (9) | 0.031 (6) | 0.038 (7) |
C48 | 0.240 (13) | 0.224 (15) | 0.189 (11) | −0.059 (13) | 0.163 (11) | −0.058 (11) |
N1 | 0.054 (2) | 0.068 (2) | 0.0530 (19) | 0.0026 (19) | 0.0196 (17) | −0.0045 (18) |
N2 | 0.061 (2) | 0.097 (3) | 0.075 (3) | 0.017 (2) | 0.016 (2) | −0.009 (3) |
N3 | 0.072 (3) | 0.067 (3) | 0.055 (2) | 0.010 (2) | 0.0205 (19) | −0.0089 (18) |
N4 | 0.062 (2) | 0.081 (3) | 0.056 (2) | 0.005 (2) | 0.0164 (18) | −0.004 (2) |
N5 | 0.080 (3) | 0.097 (4) | 0.076 (3) | 0.017 (3) | 0.030 (2) | −0.013 (3) |
N6 | 0.072 (3) | 0.082 (3) | 0.061 (2) | −0.005 (2) | 0.021 (2) | −0.004 (2) |
O1 | 0.0614 (17) | 0.078 (2) | 0.0512 (15) | 0.0138 (16) | 0.0107 (14) | −0.0022 (16) |
O2 | 0.0583 (16) | 0.077 (2) | 0.0543 (16) | 0.0016 (16) | 0.0159 (13) | −0.0098 (16) |
O3 | 0.0643 (18) | 0.091 (3) | 0.072 (2) | 0.0178 (19) | 0.0235 (16) | −0.0121 (19) |
O4 | 0.075 (2) | 0.073 (2) | 0.112 (3) | −0.006 (2) | 0.039 (2) | −0.007 (2) |
O5 | 0.097 (3) | 0.164 (6) | 0.118 (4) | −0.003 (4) | 0.022 (3) | 0.023 (4) |
O6 | 0.166 (4) | 0.073 (2) | 0.077 (2) | 0.001 (3) | 0.060 (3) | −0.007 (2) |
O7 | 0.0719 (19) | 0.074 (2) | 0.0547 (16) | −0.0006 (17) | 0.0258 (15) | −0.0042 (16) |
O8 | 0.076 (2) | 0.093 (3) | 0.0534 (17) | 0.0049 (19) | 0.0159 (15) | −0.0158 (18) |
O9 | 0.072 (2) | 0.091 (3) | 0.081 (2) | 0.017 (2) | 0.0250 (18) | −0.004 (2) |
O10 | 0.132 (4) | 0.101 (3) | 0.080 (2) | −0.008 (3) | 0.032 (2) | 0.011 (2) |
O12 | 0.096 (3) | 0.153 (5) | 0.088 (3) | −0.026 (3) | 0.024 (2) | 0.024 (3) |
C1—O1 | 1.251 (5) | C28—C37 | 1.398 (7) |
C1—C6 | 1.432 (6) | C28—C29 | 1.455 (7) |
C1—C2 | 1.464 (6) | C29—O9 | 1.247 (6) |
C2—C7 | 1.393 (6) | C29—C30 | 1.444 (7) |
C2—C3 | 1.438 (6) | C30—C43 | 1.363 (6) |
C3—O2 | 1.261 (5) | C31—N4 | 1.311 (6) |
C3—C4 | 1.465 (6) | C31—H31 | 0.9300 |
C4—C13 | 1.398 (6) | C32—N4 | 1.471 (7) |
C4—C5 | 1.432 (6) | C32—C33 | 1.505 (9) |
C5—O3 | 1.273 (6) | C32—C34 | 1.524 (9) |
C5—C6 | 1.448 (6) | C32—H32 | 0.9800 |
C6—C19 | 1.386 (6) | C33—O10 | 1.440 (8) |
C7—N1 | 1.304 (6) | C33—H33A | 0.9700 |
C7—H7 | 0.9300 | C33—H33B | 0.9700 |
C8—N1 | 1.466 (6) | C34—C35 | 1.502 (11) |
C8—C10 | 1.518 (7) | C34—C36 | 1.520 (12) |
C8—C9 | 1.518 (7) | C34—H34 | 0.9800 |
C8—H8 | 0.9800 | C35—H35A | 0.9600 |
C9—O4 | 1.411 (7) | C35—H35B | 0.9600 |
C9—H9A | 0.9700 | C35—H35C | 0.9600 |
C9—H9B | 0.9700 | C36—H36A | 0.9600 |
C10—C11 | 1.501 (9) | C36—H36B | 0.9600 |
C10—C12 | 1.523 (8) | C36—H36C | 0.9600 |
C10—H10 | 0.9800 | C37—N5 | 1.325 (7) |
C11—H11A | 0.9600 | C37—H37 | 0.9300 |
C11—H11B | 0.9600 | C38—N5 | 1.455 (7) |
C11—H11C | 0.9600 | C38—C40 | 1.466 (11) |
C12—H12A | 0.9600 | C38—C39 | 1.514 (11) |
C12—H12B | 0.9600 | C38—H38 | 0.9800 |
C12—H12C | 0.9600 | C39—O11' | 1.4096 (11) |
C13—N2 | 1.294 (6) | C39—O11 | 1.4108 (11) |
C13—H13 | 0.9300 | C39—H39A | 0.9700 |
C14—N2 | 1.455 (6) | C39—H39B | 0.9700 |
C14—C16 | 1.485 (9) | C40—C41 | 1.460 (12) |
C14—C15 | 1.541 (11) | C40—C42 | 1.531 (17) |
C14—H14 | 0.9800 | C40—H40 | 0.9800 |
C15—O5 | 1.417 (7) | C41—H41A | 0.9600 |
C15—H15A | 0.9700 | C41—H41B | 0.9600 |
C15—H15B | 0.9700 | C41—H41C | 0.9600 |
C16—C17 | 1.513 (11) | C42—H42A | 0.9600 |
C16—C18 | 1.543 (14) | C42—H42B | 0.9600 |
C16—H16 | 0.9800 | C42—H42C | 0.9600 |
C17—H17A | 0.9600 | C43—N6 | 1.314 (7) |
C17—H17B | 0.9600 | C43—H43 | 0.9300 |
C17—H17C | 0.9600 | C44—N6 | 1.449 (6) |
C18—H18A | 0.9600 | C44—C45 | 1.506 (10) |
C18—H18B | 0.9600 | C44—C46 | 1.521 (9) |
C18—H18C | 0.9600 | C44—H44 | 0.9800 |
C19—N3 | 1.283 (6) | C45—O12 | 1.396 (8) |
C19—H19 | 0.9300 | C45—H45A | 0.9700 |
C20—N3 | 1.472 (6) | C45—H45B | 0.9700 |
C20—C21 | 1.506 (8) | C46—C48 | 1.508 (17) |
C20—C22 | 1.533 (8) | C46—C47 | 1.517 (16) |
C20—H20 | 0.9800 | C46—H46 | 0.9800 |
C21—O6 | 1.411 (8) | C47—H47A | 0.9600 |
C21—H21A | 0.9700 | C47—H47B | 0.9600 |
C21—H21B | 0.9700 | C47—H47C | 0.9600 |
C22—C24 | 1.519 (8) | C48—H48A | 0.9600 |
C22—C23 | 1.528 (10) | C48—H48B | 0.9600 |
C22—H22 | 0.9800 | C48—H48C | 0.9600 |
C23—H23A | 0.9600 | N1—H1N | 0.834 (10) |
C23—H23B | 0.9600 | N2—H2N | 0.827 (11) |
C23—H23C | 0.9600 | N3—H3N | 0.823 (10) |
C24—H24A | 0.9600 | N4—H4N | 0.83 (5) |
C24—H24B | 0.9600 | N5—H5N | 0.831 (10) |
C24—H24C | 0.9600 | N6—H6N | 0.830 (10) |
C25—O7 | 1.272 (5) | O4—H4 | 0.8200 |
C25—C26 | 1.428 (6) | O5—H5 | 0.8200 |
C25—C30 | 1.462 (6) | O6—H6 | 0.8200 |
C26—C31 | 1.404 (7) | O10—H10A | 0.8200 |
C26—C27 | 1.430 (6) | O11—H11 | 0.8200 |
C27—O8 | 1.270 (5) | O11'—H11' | 0.8200 |
C27—C28 | 1.438 (7) | O12—H12 | 0.8200 |
O1—C1—C6 | 121.6 (4) | C43—C30—C29 | 117.9 (4) |
O1—C1—C2 | 120.0 (4) | C43—C30—C25 | 121.2 (4) |
C6—C1—C2 | 118.3 (3) | C29—C30—C25 | 120.9 (4) |
C7—C2—C3 | 120.6 (4) | N4—C31—C26 | 126.6 (4) |
C7—C2—C1 | 117.3 (4) | N4—C31—H31 | 116.7 |
C3—C2—C1 | 122.1 (4) | C26—C31—H31 | 116.7 |
O2—C3—C2 | 121.2 (4) | N4—C32—C33 | 108.7 (5) |
O2—C3—C4 | 121.3 (4) | N4—C32—C34 | 110.1 (5) |
C2—C3—C4 | 117.6 (4) | C33—C32—C34 | 115.4 (5) |
C13—C4—C5 | 121.2 (4) | N4—C32—H32 | 107.4 |
C13—C4—C3 | 117.5 (4) | C33—C32—H32 | 107.4 |
C5—C4—C3 | 121.3 (4) | C34—C32—H32 | 107.4 |
O3—C5—C4 | 119.9 (4) | O10—C33—C32 | 109.3 (5) |
O3—C5—C6 | 120.6 (4) | O10—C33—H33A | 109.8 |
C4—C5—C6 | 119.5 (4) | C32—C33—H33A | 109.8 |
C19—C6—C1 | 120.6 (4) | O10—C33—H33B | 109.8 |
C19—C6—C5 | 118.2 (4) | C32—C33—H33B | 109.8 |
C1—C6—C5 | 121.1 (4) | H33A—C33—H33B | 108.3 |
N1—C7—C2 | 127.0 (4) | C35—C34—C36 | 116.8 (7) |
N1—C7—H7 | 116.5 | C35—C34—C32 | 110.5 (5) |
C2—C7—H7 | 116.5 | C36—C34—C32 | 109.9 (7) |
N1—C8—C10 | 112.4 (4) | C35—C34—H34 | 106.3 |
N1—C8—C9 | 109.5 (4) | C36—C34—H34 | 106.3 |
C10—C8—C9 | 112.6 (4) | C32—C34—H34 | 106.3 |
N1—C8—H8 | 107.3 | C34—C35—H35A | 109.5 |
C10—C8—H8 | 107.3 | C34—C35—H35B | 109.5 |
C9—C8—H8 | 107.3 | H35A—C35—H35B | 109.5 |
O4—C9—C8 | 112.3 (4) | C34—C35—H35C | 109.5 |
O4—C9—H9A | 109.1 | H35A—C35—H35C | 109.5 |
C8—C9—H9A | 109.1 | H35B—C35—H35C | 109.5 |
O4—C9—H9B | 109.1 | C34—C36—H36A | 109.5 |
C8—C9—H9B | 109.1 | C34—C36—H36B | 109.5 |
H9A—C9—H9B | 107.9 | H36A—C36—H36B | 109.5 |
C11—C10—C8 | 111.6 (4) | C34—C36—H36C | 109.5 |
C11—C10—C12 | 110.1 (5) | H36A—C36—H36C | 109.5 |
C8—C10—C12 | 113.5 (5) | H36B—C36—H36C | 109.5 |
C11—C10—H10 | 107.1 | N5—C37—C28 | 124.5 (5) |
C8—C10—H10 | 107.1 | N5—C37—H37 | 117.7 |
C12—C10—H10 | 107.1 | C28—C37—H37 | 117.7 |
C10—C11—H11A | 109.5 | N5—C38—C40 | 111.7 (6) |
C10—C11—H11B | 109.5 | N5—C38—C39 | 108.6 (6) |
H11A—C11—H11B | 109.5 | C40—C38—C39 | 115.7 (6) |
C10—C11—H11C | 109.5 | N5—C38—H38 | 106.8 |
H11A—C11—H11C | 109.5 | C40—C38—H38 | 106.8 |
H11B—C11—H11C | 109.5 | C39—C38—H38 | 106.8 |
C10—C12—H12A | 109.5 | O11'—C39—O11 | 34.9 (8) |
C10—C12—H12B | 109.5 | O11'—C39—C38 | 140.3 (12) |
H12A—C12—H12B | 109.5 | O11—C39—C38 | 109.2 (7) |
C10—C12—H12C | 109.5 | O11'—C39—H39A | 101.8 |
H12A—C12—H12C | 109.5 | O11—C39—H39A | 109.8 |
H12B—C12—H12C | 109.5 | C38—C39—H39A | 109.8 |
N2—C13—C4 | 124.6 (4) | O11'—C39—H39B | 81.2 |
N2—C13—H13 | 117.7 | O11—C39—H39B | 109.8 |
C4—C13—H13 | 117.7 | C38—C39—H39B | 109.8 |
N2—C14—C16 | 112.8 (5) | H39A—C39—H39B | 108.3 |
N2—C14—C15 | 108.5 (5) | C41—C40—C38 | 114.0 (9) |
C16—C14—C15 | 112.0 (6) | C41—C40—C42 | 114.1 (8) |
N2—C14—H14 | 107.8 | C38—C40—C42 | 111.1 (9) |
C16—C14—H14 | 107.8 | C41—C40—H40 | 105.6 |
C15—C14—H14 | 107.8 | C38—C40—H40 | 105.6 |
O5—C15—C14 | 112.4 (6) | C42—C40—H40 | 105.6 |
O5—C15—H15A | 109.1 | C40—C41—H41A | 109.5 |
C14—C15—H15A | 109.1 | C40—C41—H41B | 109.5 |
O5—C15—H15B | 109.1 | H41A—C41—H41B | 109.5 |
C14—C15—H15B | 109.1 | C40—C41—H41C | 109.5 |
H15A—C15—H15B | 107.9 | H41A—C41—H41C | 109.5 |
C14—C16—C17 | 114.3 (6) | H41B—C41—H41C | 109.5 |
C14—C16—C18 | 109.5 (7) | C40—C42—H42A | 109.5 |
C17—C16—C18 | 111.9 (8) | C40—C42—H42B | 109.5 |
C14—C16—H16 | 106.9 | H42A—C42—H42B | 109.5 |
C17—C16—H16 | 106.9 | C40—C42—H42C | 109.5 |
C18—C16—H16 | 106.9 | H42A—C42—H42C | 109.5 |
C16—C17—H17A | 109.5 | H42B—C42—H42C | 109.5 |
C16—C17—H17B | 109.5 | N6—C43—C30 | 126.8 (5) |
H17A—C17—H17B | 109.5 | N6—C43—H43 | 116.6 |
C16—C17—H17C | 109.5 | C30—C43—H43 | 116.6 |
H17A—C17—H17C | 109.5 | N6—C44—C45 | 110.0 (5) |
H17B—C17—H17C | 109.5 | N6—C44—C46 | 110.4 (5) |
C16—C18—H18A | 109.5 | C45—C44—C46 | 113.5 (6) |
C16—C18—H18B | 109.5 | N6—C44—H44 | 107.6 |
H18A—C18—H18B | 109.5 | C45—C44—H44 | 107.6 |
C16—C18—H18C | 109.5 | C46—C44—H44 | 107.6 |
H18A—C18—H18C | 109.5 | O12—C45—C44 | 112.0 (6) |
H18B—C18—H18C | 109.5 | O12—C45—H45A | 109.2 |
N3—C19—C6 | 127.1 (4) | C44—C45—H45A | 109.2 |
N3—C19—H19 | 116.5 | O12—C45—H45B | 109.2 |
C6—C19—H19 | 116.5 | C44—C45—H45B | 109.2 |
N3—C20—C21 | 109.6 (4) | H45A—C45—H45B | 107.9 |
N3—C20—C22 | 110.1 (5) | C48—C46—C47 | 114.0 (10) |
C21—C20—C22 | 114.1 (4) | C48—C46—C44 | 109.1 (7) |
N3—C20—H20 | 107.6 | C47—C46—C44 | 112.0 (9) |
C21—C20—H20 | 107.6 | C48—C46—H46 | 107.2 |
C22—C20—H20 | 107.6 | C47—C46—H46 | 107.2 |
O6—C21—C20 | 111.5 (5) | C44—C46—H46 | 107.2 |
O6—C21—H21A | 109.3 | C46—C47—H47A | 109.5 |
C20—C21—H21A | 109.3 | C46—C47—H47B | 109.5 |
O6—C21—H21B | 109.3 | H47A—C47—H47B | 109.5 |
C20—C21—H21B | 109.3 | C46—C47—H47C | 109.5 |
H21A—C21—H21B | 108.0 | H47A—C47—H47C | 109.5 |
C24—C22—C23 | 109.8 (6) | H47B—C47—H47C | 109.5 |
C24—C22—C20 | 112.7 (6) | C46—C48—H48A | 109.5 |
C23—C22—C20 | 110.5 (5) | C46—C48—H48B | 109.5 |
C24—C22—H22 | 107.9 | H48A—C48—H48B | 109.5 |
C23—C22—H22 | 107.9 | C46—C48—H48C | 109.5 |
C20—C22—H22 | 107.9 | H48A—C48—H48C | 109.5 |
C22—C23—H23A | 109.5 | H48B—C48—H48C | 109.5 |
C22—C23—H23B | 109.5 | C7—N1—C8 | 124.4 (4) |
H23A—C23—H23B | 109.5 | C7—N1—H1N | 116 (4) |
C22—C23—H23C | 109.5 | C8—N1—H1N | 120 (4) |
H23A—C23—H23C | 109.5 | C13—N2—C14 | 126.3 (5) |
H23B—C23—H23C | 109.5 | C13—N2—H2N | 112 (4) |
C22—C24—H24A | 109.5 | C14—N2—H2N | 122 (4) |
C22—C24—H24B | 109.5 | C19—N3—C20 | 126.4 (4) |
H24A—C24—H24B | 109.5 | C19—N3—H3N | 125 (3) |
C22—C24—H24C | 109.5 | C20—N3—H3N | 109 (3) |
H24A—C24—H24C | 109.5 | C31—N4—C32 | 125.6 (4) |
H24B—C24—H24C | 109.5 | C31—N4—H4N | 122 (4) |
O7—C25—C26 | 121.7 (4) | C32—N4—H4N | 112 (4) |
O7—C25—C30 | 119.7 (4) | C37—N5—C38 | 125.5 (5) |
C26—C25—C30 | 118.6 (4) | C37—N5—H5N | 122 (4) |
C31—C26—C25 | 117.3 (4) | C38—N5—H5N | 112 (4) |
C31—C26—C27 | 120.7 (4) | C43—N6—C44 | 126.2 (5) |
C25—C26—C27 | 121.9 (4) | C43—N6—H6N | 120 (4) |
O8—C27—C26 | 119.7 (4) | C44—N6—H6N | 113 (4) |
O8—C27—C28 | 121.3 (4) | C9—O4—H4 | 109.5 |
C26—C27—C28 | 119.1 (4) | C15—O5—H5 | 109.5 |
C37—C28—C27 | 117.8 (4) | C21—O6—H6 | 109.5 |
C37—C28—C29 | 120.8 (4) | C33—O10—H10A | 109.5 |
C27—C28—C29 | 121.2 (4) | C39—O11—H11 | 109.5 |
O9—C29—C30 | 120.9 (4) | C39—O11'—H11' | 109.5 |
O9—C29—C28 | 120.8 (4) | C45—O12—H12 | 109.5 |
C30—C29—C28 | 118.3 (4) | ||
O1—C1—C2—C7 | −1.1 (6) | O8—C27—C28—C29 | −176.9 (5) |
C6—C1—C2—C7 | 177.8 (4) | C26—C27—C28—C29 | 2.5 (7) |
O1—C1—C2—C3 | 179.3 (4) | C37—C28—C29—O9 | 1.4 (7) |
C6—C1—C2—C3 | −1.8 (6) | C27—C28—C29—O9 | 177.7 (5) |
C7—C2—C3—O2 | −0.3 (6) | C37—C28—C29—C30 | −179.3 (5) |
C1—C2—C3—O2 | 179.3 (4) | C27—C28—C29—C30 | −3.0 (7) |
C7—C2—C3—C4 | 179.9 (4) | O9—C29—C30—C43 | −0.7 (7) |
C1—C2—C3—C4 | −0.5 (6) | C28—C29—C30—C43 | −180.0 (4) |
O2—C3—C4—C13 | 0.8 (6) | O9—C29—C30—C25 | −179.1 (5) |
C2—C3—C4—C13 | −179.4 (4) | C28—C29—C30—C25 | 1.6 (6) |
O2—C3—C4—C5 | −177.0 (4) | O7—C25—C30—C43 | 1.1 (7) |
C2—C3—C4—C5 | 2.8 (6) | C26—C25—C30—C43 | −178.1 (5) |
C13—C4—C5—O3 | −0.2 (7) | O7—C25—C30—C29 | 179.4 (4) |
C3—C4—C5—O3 | 177.5 (4) | C26—C25—C30—C29 | 0.3 (6) |
C13—C4—C5—C6 | 179.6 (5) | C25—C26—C31—N4 | −174.0 (5) |
C3—C4—C5—C6 | −2.7 (7) | C27—C26—C31—N4 | 2.7 (7) |
O1—C1—C6—C19 | 3.1 (7) | N4—C32—C33—O10 | −63.1 (6) |
C2—C1—C6—C19 | −175.8 (4) | C34—C32—C33—O10 | 61.1 (7) |
O1—C1—C6—C5 | −179.2 (4) | N4—C32—C34—C35 | −60.8 (7) |
C2—C1—C6—C5 | 1.9 (6) | C33—C32—C34—C35 | 175.7 (6) |
O3—C5—C6—C19 | −2.2 (7) | N4—C32—C34—C36 | 168.9 (6) |
C4—C5—C6—C19 | 178.0 (4) | C33—C32—C34—C36 | 45.4 (9) |
O3—C5—C6—C1 | −179.9 (4) | C27—C28—C37—N5 | −176.2 (5) |
C4—C5—C6—C1 | 0.3 (7) | C29—C28—C37—N5 | 0.3 (8) |
C3—C2—C7—N1 | −0.2 (7) | N5—C38—C39—O11' | 48.6 (18) |
C1—C2—C7—N1 | −179.8 (4) | C40—C38—C39—O11' | 175.1 (16) |
N1—C8—C9—O4 | 61.4 (5) | N5—C38—C39—O11 | 68.7 (8) |
C10—C8—C9—O4 | −172.7 (4) | C40—C38—C39—O11 | −164.8 (8) |
N1—C8—C10—C11 | −60.5 (6) | N5—C38—C40—C41 | 59.8 (9) |
C9—C8—C10—C11 | 175.1 (5) | C39—C38—C40—C41 | −65.1 (10) |
N1—C8—C10—C12 | 64.5 (6) | N5—C38—C40—C42 | −70.7 (10) |
C9—C8—C10—C12 | −59.8 (6) | C39—C38—C40—C42 | 164.4 (9) |
C5—C4—C13—N2 | −1.2 (8) | C29—C30—C43—N6 | −178.5 (5) |
C3—C4—C13—N2 | −179.0 (5) | C25—C30—C43—N6 | 0.0 (8) |
N2—C14—C15—O5 | 60.9 (7) | N6—C44—C45—O12 | 64.0 (7) |
C16—C14—C15—O5 | −173.9 (5) | C46—C44—C45—O12 | −171.8 (6) |
N2—C14—C16—C17 | 51.7 (9) | N6—C44—C46—C48 | 61.3 (9) |
C15—C14—C16—C17 | −71.0 (8) | C45—C44—C46—C48 | −62.7 (9) |
N2—C14—C16—C18 | −74.7 (8) | N6—C44—C46—C47 | −65.8 (10) |
C15—C14—C16—C18 | 162.7 (7) | C45—C44—C46—C47 | 170.2 (7) |
C1—C6—C19—N3 | −0.5 (8) | C2—C7—N1—C8 | 174.3 (4) |
C5—C6—C19—N3 | −178.3 (5) | C10—C8—N1—C7 | 139.4 (5) |
N3—C20—C21—O6 | 68.4 (6) | C9—C8—N1—C7 | −94.6 (5) |
C22—C20—C21—O6 | −167.6 (4) | C4—C13—N2—C14 | 176.5 (6) |
N3—C20—C22—C24 | 176.6 (5) | C16—C14—N2—C13 | 135.7 (7) |
C21—C20—C22—C24 | 52.9 (7) | C15—C14—N2—C13 | −99.7 (7) |
N3—C20—C22—C23 | −60.1 (6) | C6—C19—N3—C20 | 177.0 (5) |
C21—C20—C22—C23 | 176.1 (5) | C21—C20—N3—C19 | −106.9 (6) |
O7—C25—C26—C31 | −3.2 (7) | C22—C20—N3—C19 | 126.8 (6) |
C30—C25—C26—C31 | 176.0 (4) | C26—C31—N4—C32 | 174.6 (5) |
O7—C25—C26—C27 | −179.9 (4) | C33—C32—N4—C31 | −109.9 (6) |
C30—C25—C26—C27 | −0.8 (6) | C34—C32—N4—C31 | 122.8 (6) |
C31—C26—C27—O8 | 2.2 (7) | C28—C37—N5—C38 | 177.6 (6) |
C25—C26—C27—O8 | 178.8 (5) | C40—C38—N5—C37 | 124.0 (7) |
C31—C26—C27—C28 | −177.2 (4) | C39—C38—N5—C37 | −107.3 (7) |
C25—C26—C27—C28 | −0.6 (7) | C30—C43—N6—C44 | 174.7 (5) |
O8—C27—C28—C37 | −0.5 (7) | C45—C44—N6—C43 | −99.9 (7) |
C26—C27—C28—C37 | 178.9 (5) | C46—C44—N6—C43 | 134.1 (7) |
D—H···A | D—H | H···A | D···A | D—H···A |
O4—H4···O7 | 0.82 | 2.09 | 2.726 (5) | 135 |
O5—H5···O9 | 0.82 | 2.14 | 2.822 (6) | 141 |
O6—H6···O8 | 0.82 | 1.96 | 2.652 (5) | 142 |
O10—H10A···O6i | 0.82 | 2.03 | 2.793 (7) | 156 |
O11—H11···O3 | 0.82 | 2.01 | 2.806 (10) | 163 |
O12—H12···O2 | 0.82 | 2.05 | 2.716 (5) | 138 |
N1—H1N···O2 | 0.83 (1) | 2.03 (5) | 2.658 (5) | 132 (6) |
N2—H2N···O3 | 0.83 (1) | 1.89 (4) | 2.591 (5) | 142 (6) |
N3—H3N···O1 | 0.82 (1) | 2.12 (4) | 2.656 (5) | 122 (3) |
N4—H4N···O8 | 0.83 (5) | 2.06 (5) | 2.625 (6) | 125 (5) |
N5—H5N···O9 | 0.83 (1) | 2.04 (5) | 2.622 (6) | 127 (5) |
N6—H6N···O7 | 0.83 (1) | 2.04 (4) | 2.636 (5) | 128 (4) |
Symmetry code: (i) −x+2, y−1/2, −z+1. |