Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229618012421/jx3019sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S2053229618012421/jx3019mol1sup2.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S2053229618012421/jx3019mol2sup3.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S2053229618012421/jx3019mol3sup4.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S2053229618012421/jx3019mol4sup5.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S2053229618012421/jx3019mol5sup6.hkl | |
Portable Document Format (PDF) file https://doi.org/10.1107/S2053229618012421/jx3019sup7.pdf |
CCDC references: 1865684; 1865683; 1865682; 1865681; 1865680
For all structures, data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT (Bruker, 2008); program(s) used to solve structure: SHELXS (Sheldrick, 2008); program(s) used to refine structure: SHELXL2017 (Sheldrick, 2015a); molecular graphics: SHELXTL (Sheldrick, 2015b); software used to prepare material for publication: SHELXTL (Sheldrick, 2015b).
[La(C14H12NO2)3] | Z = 2 |
Mr = 817.65 | F(000) = 828 |
Triclinic, P1 | Dx = 1.487 Mg m−3 |
a = 8.0705 (18) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 12.588 (3) Å | Cell parameters from 632 reflections |
c = 19.096 (4) Å | θ = 3–28° |
α = 79.209 (5)° | µ = 1.22 mm−1 |
β = 86.351 (5)° | T = 120 K |
γ = 73.384 (5)° | Prism, colourless |
V = 1826.0 (7) Å3 | 0.21 × 0.16 × 0.12 mm |
Bruker APEXII CCD diffractometer | 8805 independent reflections |
Radiation source: fine-focus sealed tube | 6381 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.068 |
φ and ω scans | θmax = 28.0°, θmin = 1.9° |
Absorption correction: multi-scan (SADABS; Bruker, 2008) | h = −10→10 |
Tmin = 0.760, Tmax = 0.934 | k = −16→16 |
21233 measured reflections | l = −25→25 |
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)] = 0.047 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.094 | H-atom parameters constrained |
S = 0.96 | w = 1/[σ2(Fo2) + (0.033P)2] where P = (Fo2 + 2Fc2)/3 |
8805 reflections | (Δ/σ)max = 0.001 |
472 parameters | Δρmax = 0.89 e Å−3 |
0 restraints | Δρmin = −0.73 e Å−3 |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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 | ||
La1 | 0.21643 (3) | 0.10340 (2) | 0.27348 (2) | 0.02877 (8) | |
O1 | 0.4558 (3) | −0.0329 (2) | 0.32647 (15) | 0.0380 (7) | |
C1 | 0.5491 (5) | −0.1376 (3) | 0.3394 (2) | 0.0333 (9) | |
C2 | 0.7028 (5) | −0.1696 (4) | 0.3795 (2) | 0.0424 (10) | |
H2 | 0.739898 | −0.113791 | 0.396313 | 0.051* | |
C3 | 0.7983 (6) | −0.2797 (4) | 0.3943 (2) | 0.0478 (11) | |
H3 | 0.901462 | −0.298637 | 0.420895 | 0.057* | |
C4 | 0.7500 (6) | −0.3639 (4) | 0.3721 (3) | 0.0543 (13) | |
H4 | 0.816705 | −0.440183 | 0.384043 | 0.065* | |
C5 | 0.6038 (5) | −0.3353 (4) | 0.3325 (3) | 0.0472 (11) | |
H5 | 0.569803 | −0.393061 | 0.316627 | 0.057* | |
C6 | 0.5021 (5) | −0.2235 (3) | 0.3144 (2) | 0.0338 (9) | |
C7 | 0.3509 (5) | −0.2038 (3) | 0.2729 (2) | 0.0354 (9) | |
H7 | 0.331764 | −0.268427 | 0.259809 | 0.043* | |
N1 | 0.2377 (4) | −0.1095 (3) | 0.25123 (17) | 0.0314 (7) | |
C8 | 0.1004 (5) | −0.1169 (4) | 0.2105 (2) | 0.0372 (10) | |
C9 | 0.1242 (7) | −0.1876 (4) | 0.1610 (3) | 0.0567 (13) | |
H9 | 0.235846 | −0.235422 | 0.153330 | 0.068* | |
C10 | −0.0161 (8) | −0.1884 (6) | 0.1226 (3) | 0.0769 (18) | |
H10 | 0.000347 | −0.235311 | 0.087725 | 0.092* | |
C11 | −0.1768 (8) | −0.1220 (6) | 0.1350 (3) | 0.0788 (18) | |
H11 | −0.272201 | −0.125067 | 0.109526 | 0.095* | |
C12 | −0.2040 (6) | −0.0501 (5) | 0.1837 (3) | 0.0609 (14) | |
H12 | −0.316889 | −0.004731 | 0.192382 | 0.073* | |
C13 | −0.0632 (5) | −0.0458 (4) | 0.2196 (2) | 0.0393 (10) | |
O2 | −0.0713 (3) | 0.0255 (2) | 0.26800 (16) | 0.0410 (7) | |
C14 | −0.2400 (5) | 0.0958 (4) | 0.2827 (3) | 0.0529 (13) | |
H14A | −0.320380 | 0.049512 | 0.294767 | 0.079* | |
H14B | −0.281471 | 0.153178 | 0.240529 | 0.079* | |
H14C | −0.233166 | 0.132708 | 0.322894 | 0.079* | |
O3 | 0.3754 (4) | 0.1055 (2) | 0.16509 (15) | 0.0459 (8) | |
C15 | 0.4288 (5) | 0.1664 (4) | 0.1107 (2) | 0.0414 (10) | |
C16 | 0.4784 (7) | 0.1256 (4) | 0.0465 (3) | 0.0593 (14) | |
H16 | 0.469248 | 0.053186 | 0.043087 | 0.071* | |
C17 | 0.5393 (7) | 0.1864 (5) | −0.0109 (2) | 0.0618 (14) | |
H17 | 0.568950 | 0.156351 | −0.053573 | 0.074* | |
C18 | 0.5582 (7) | 0.2910 (5) | −0.0079 (3) | 0.0608 (14) | |
H18 | 0.602633 | 0.332282 | −0.047817 | 0.073* | |
C19 | 0.5123 (6) | 0.3341 (4) | 0.0532 (2) | 0.0527 (12) | |
H19 | 0.525875 | 0.405928 | 0.055467 | 0.063* | |
C20 | 0.4450 (5) | 0.2750 (4) | 0.1132 (2) | 0.0388 (10) | |
C21 | 0.4014 (5) | 0.3289 (3) | 0.1750 (2) | 0.0384 (10) | |
H21 | 0.428054 | 0.398288 | 0.172366 | 0.046* | |
N2 | 0.3298 (4) | 0.2924 (3) | 0.23332 (18) | 0.0354 (8) | |
C22 | 0.2955 (5) | 0.3612 (3) | 0.2875 (2) | 0.0367 (10) | |
C23 | 0.2282 (6) | 0.4769 (4) | 0.2740 (3) | 0.0487 (12) | |
H23 | 0.207399 | 0.516038 | 0.226400 | 0.058* | |
C24 | 0.1908 (7) | 0.5361 (4) | 0.3306 (3) | 0.0599 (14) | |
H24 | 0.144791 | 0.615662 | 0.321456 | 0.072* | |
C25 | 0.2202 (7) | 0.4799 (5) | 0.3989 (3) | 0.0634 (15) | |
H25 | 0.192130 | 0.520728 | 0.437129 | 0.076* | |
C26 | 0.2902 (6) | 0.3641 (4) | 0.4134 (3) | 0.0498 (12) | |
H26 | 0.313740 | 0.325698 | 0.461009 | 0.060* | |
C27 | 0.3254 (5) | 0.3054 (4) | 0.3571 (2) | 0.0385 (10) | |
O4 | 0.3932 (4) | 0.1901 (2) | 0.36473 (15) | 0.0444 (7) | |
C28 | 0.4384 (7) | 0.1278 (4) | 0.4354 (2) | 0.0585 (14) | |
H28A | 0.524654 | 0.154993 | 0.454995 | 0.088* | |
H28B | 0.486392 | 0.047574 | 0.433269 | 0.088* | |
H28C | 0.334855 | 0.138305 | 0.465970 | 0.088* | |
O5 | 0.0797 (4) | 0.1164 (2) | 0.38396 (14) | 0.0435 (7) | |
C29 | −0.0299 (5) | 0.1762 (4) | 0.4250 (2) | 0.0382 (10) | |
C30 | −0.0360 (6) | 0.1374 (4) | 0.4994 (2) | 0.0501 (12) | |
H30 | 0.046613 | 0.070204 | 0.520136 | 0.060* | |
C31 | −0.1584 (7) | 0.1949 (5) | 0.5422 (3) | 0.0607 (14) | |
H31 | −0.160533 | 0.166553 | 0.591871 | 0.073* | |
C32 | −0.2793 (7) | 0.2939 (5) | 0.5137 (3) | 0.0603 (15) | |
H32 | −0.364788 | 0.332811 | 0.543589 | 0.072* | |
C33 | −0.2746 (6) | 0.3353 (4) | 0.4424 (3) | 0.0508 (12) | |
H33 | −0.356895 | 0.403656 | 0.423077 | 0.061* | |
C34 | −0.1500 (6) | 0.2784 (4) | 0.3970 (2) | 0.0387 (10) | |
C35 | −0.1569 (5) | 0.3304 (3) | 0.3228 (2) | 0.0417 (10) | |
H35 | −0.248622 | 0.397059 | 0.309971 | 0.050* | |
N3 | −0.0539 (4) | 0.2977 (3) | 0.27154 (18) | 0.0357 (8) | |
C36 | −0.0899 (5) | 0.3710 (4) | 0.2038 (2) | 0.0429 (11) | |
C37 | −0.1476 (6) | 0.4877 (4) | 0.1961 (3) | 0.0550 (13) | |
H37 | −0.162028 | 0.522476 | 0.237013 | 0.066* | |
C38 | −0.1839 (7) | 0.5532 (5) | 0.1296 (3) | 0.0715 (17) | |
H38 | −0.227633 | 0.632671 | 0.125040 | 0.086* | |
C39 | −0.1575 (8) | 0.5050 (5) | 0.0705 (3) | 0.0743 (18) | |
H39 | −0.182496 | 0.551187 | 0.024891 | 0.089* | |
C40 | −0.0950 (7) | 0.3898 (4) | 0.0757 (3) | 0.0599 (14) | |
H40 | −0.075556 | 0.356924 | 0.033888 | 0.072* | |
C41 | −0.0608 (6) | 0.3222 (4) | 0.1423 (2) | 0.0449 (11) | |
O6 | 0.0012 (4) | 0.2059 (3) | 0.15338 (15) | 0.0507 (8) | |
C42 | 0.0206 (7) | 0.1549 (4) | 0.0909 (3) | 0.0633 (14) | |
H42A | −0.092795 | 0.170690 | 0.069271 | 0.095* | |
H42B | 0.070042 | 0.073270 | 0.104283 | 0.095* | |
H42C | 0.097641 | 0.185902 | 0.056568 | 0.095* |
U11 | U22 | U33 | U12 | U13 | U23 | |
La1 | 0.02729 (12) | 0.02870 (12) | 0.02971 (12) | −0.00629 (9) | 0.00191 (8) | −0.00682 (8) |
O1 | 0.0359 (15) | 0.0296 (16) | 0.0490 (18) | −0.0053 (12) | −0.0115 (13) | −0.0107 (13) |
C1 | 0.028 (2) | 0.034 (2) | 0.035 (2) | −0.0057 (18) | 0.0040 (18) | −0.0077 (17) |
C2 | 0.040 (2) | 0.042 (3) | 0.046 (3) | −0.007 (2) | −0.006 (2) | −0.014 (2) |
C3 | 0.035 (2) | 0.051 (3) | 0.051 (3) | −0.001 (2) | −0.009 (2) | −0.006 (2) |
C4 | 0.039 (3) | 0.038 (3) | 0.078 (4) | 0.005 (2) | −0.007 (3) | −0.011 (2) |
C5 | 0.035 (2) | 0.037 (3) | 0.069 (3) | −0.004 (2) | 0.002 (2) | −0.017 (2) |
C6 | 0.027 (2) | 0.033 (2) | 0.042 (2) | −0.0065 (17) | 0.0045 (18) | −0.0122 (18) |
C7 | 0.035 (2) | 0.034 (2) | 0.042 (2) | −0.0141 (19) | 0.0070 (19) | −0.0143 (18) |
N1 | 0.0269 (17) | 0.0363 (19) | 0.0329 (18) | −0.0109 (15) | 0.0030 (14) | −0.0088 (14) |
C8 | 0.034 (2) | 0.047 (3) | 0.036 (2) | −0.017 (2) | 0.0007 (19) | −0.0117 (19) |
C9 | 0.050 (3) | 0.074 (4) | 0.055 (3) | −0.023 (3) | 0.002 (3) | −0.028 (3) |
C10 | 0.071 (4) | 0.111 (5) | 0.067 (4) | −0.032 (4) | −0.005 (3) | −0.049 (4) |
C11 | 0.060 (4) | 0.111 (5) | 0.081 (4) | −0.033 (4) | −0.022 (3) | −0.035 (4) |
C12 | 0.039 (3) | 0.079 (4) | 0.071 (4) | −0.018 (3) | −0.011 (3) | −0.023 (3) |
C13 | 0.035 (2) | 0.045 (3) | 0.041 (2) | −0.014 (2) | −0.0033 (19) | −0.010 (2) |
O2 | 0.0300 (15) | 0.0398 (17) | 0.0539 (19) | −0.0090 (13) | −0.0016 (14) | −0.0107 (14) |
C14 | 0.024 (2) | 0.061 (3) | 0.078 (4) | −0.012 (2) | 0.009 (2) | −0.024 (3) |
O3 | 0.059 (2) | 0.0422 (18) | 0.0384 (17) | −0.0180 (15) | 0.0157 (15) | −0.0117 (14) |
C15 | 0.039 (2) | 0.047 (3) | 0.038 (2) | −0.012 (2) | 0.008 (2) | −0.009 (2) |
C16 | 0.076 (4) | 0.060 (3) | 0.050 (3) | −0.025 (3) | 0.018 (3) | −0.024 (2) |
C17 | 0.079 (4) | 0.071 (4) | 0.033 (3) | −0.020 (3) | 0.015 (3) | −0.012 (2) |
C18 | 0.062 (3) | 0.078 (4) | 0.036 (3) | −0.023 (3) | 0.009 (2) | 0.008 (3) |
C19 | 0.053 (3) | 0.051 (3) | 0.049 (3) | −0.015 (2) | 0.007 (2) | 0.002 (2) |
C20 | 0.034 (2) | 0.047 (3) | 0.032 (2) | −0.010 (2) | 0.0023 (19) | −0.0034 (19) |
C21 | 0.038 (2) | 0.035 (2) | 0.041 (2) | −0.0097 (19) | 0.000 (2) | −0.0037 (19) |
N2 | 0.0363 (19) | 0.0339 (19) | 0.0366 (19) | −0.0101 (15) | 0.0008 (16) | −0.0073 (15) |
C22 | 0.035 (2) | 0.036 (2) | 0.043 (3) | −0.0126 (19) | 0.0033 (19) | −0.0149 (19) |
C23 | 0.043 (3) | 0.037 (3) | 0.067 (3) | −0.014 (2) | 0.010 (2) | −0.011 (2) |
C24 | 0.054 (3) | 0.040 (3) | 0.091 (4) | −0.016 (2) | 0.019 (3) | −0.027 (3) |
C25 | 0.062 (3) | 0.064 (4) | 0.079 (4) | −0.023 (3) | 0.019 (3) | −0.050 (3) |
C26 | 0.051 (3) | 0.055 (3) | 0.051 (3) | −0.016 (2) | 0.006 (2) | −0.029 (2) |
C27 | 0.034 (2) | 0.037 (2) | 0.048 (3) | −0.0127 (19) | 0.003 (2) | −0.015 (2) |
O4 | 0.0571 (19) | 0.0376 (17) | 0.0380 (17) | −0.0085 (15) | −0.0044 (14) | −0.0114 (13) |
C28 | 0.074 (4) | 0.059 (3) | 0.041 (3) | −0.011 (3) | −0.016 (3) | −0.012 (2) |
O5 | 0.0428 (17) | 0.0463 (18) | 0.0339 (16) | −0.0019 (14) | 0.0013 (14) | −0.0058 (13) |
C29 | 0.037 (2) | 0.048 (3) | 0.036 (2) | −0.019 (2) | 0.0086 (19) | −0.0148 (19) |
C30 | 0.061 (3) | 0.057 (3) | 0.039 (3) | −0.024 (3) | 0.004 (2) | −0.015 (2) |
C31 | 0.085 (4) | 0.075 (4) | 0.036 (3) | −0.039 (3) | 0.013 (3) | −0.022 (3) |
C32 | 0.075 (4) | 0.070 (4) | 0.055 (3) | −0.038 (3) | 0.030 (3) | −0.038 (3) |
C33 | 0.053 (3) | 0.045 (3) | 0.062 (3) | −0.020 (2) | 0.018 (2) | −0.027 (2) |
C34 | 0.043 (2) | 0.040 (2) | 0.040 (2) | −0.019 (2) | 0.010 (2) | −0.0162 (19) |
C35 | 0.036 (2) | 0.031 (2) | 0.057 (3) | −0.0056 (19) | 0.003 (2) | −0.012 (2) |
N3 | 0.0324 (18) | 0.0335 (19) | 0.039 (2) | −0.0060 (15) | −0.0004 (16) | −0.0051 (15) |
C36 | 0.033 (2) | 0.046 (3) | 0.044 (3) | −0.009 (2) | −0.001 (2) | 0.002 (2) |
C37 | 0.047 (3) | 0.040 (3) | 0.068 (3) | −0.003 (2) | −0.003 (3) | 0.002 (2) |
C38 | 0.070 (4) | 0.041 (3) | 0.087 (5) | −0.006 (3) | −0.010 (3) | 0.015 (3) |
C39 | 0.072 (4) | 0.073 (4) | 0.060 (4) | −0.017 (3) | −0.014 (3) | 0.033 (3) |
C40 | 0.064 (3) | 0.065 (4) | 0.043 (3) | −0.020 (3) | −0.007 (2) | 0.014 (2) |
C41 | 0.037 (2) | 0.051 (3) | 0.041 (3) | −0.011 (2) | −0.004 (2) | 0.005 (2) |
O6 | 0.061 (2) | 0.051 (2) | 0.0358 (17) | −0.0081 (16) | −0.0028 (15) | −0.0076 (14) |
C42 | 0.078 (4) | 0.068 (4) | 0.042 (3) | −0.014 (3) | −0.003 (3) | −0.013 (3) |
La1—O1 | 2.324 (3) | C20—C21 | 1.444 (6) |
La1—O5 | 2.329 (3) | C21—N2 | 1.290 (5) |
La1—O3 | 2.365 (3) | C21—H21 | 0.9500 |
La1—N1 | 2.747 (3) | N2—C22 | 1.436 (5) |
La1—N2 | 2.749 (3) | C22—C23 | 1.381 (6) |
La1—N3 | 2.769 (3) | C22—C27 | 1.382 (6) |
La1—O2 | 2.781 (3) | C23—C24 | 1.393 (7) |
La1—O6 | 2.839 (3) | C23—H23 | 0.9500 |
La1—O4 | 2.860 (3) | C24—C25 | 1.362 (7) |
O1—C1 | 1.304 (4) | C24—H24 | 0.9500 |
C1—C6 | 1.413 (5) | C25—C26 | 1.384 (7) |
C1—C2 | 1.416 (6) | C25—H25 | 0.9500 |
C2—C3 | 1.366 (6) | C26—C27 | 1.386 (6) |
C2—H2 | 0.9500 | C26—H26 | 0.9500 |
C3—C4 | 1.370 (6) | C27—O4 | 1.380 (5) |
C3—H3 | 0.9500 | O4—C28 | 1.439 (5) |
C4—C5 | 1.366 (6) | C28—H28A | 0.9800 |
C4—H4 | 0.9500 | C28—H28B | 0.9800 |
C5—C6 | 1.402 (6) | C28—H28C | 0.9800 |
C5—H5 | 0.9500 | O5—C29 | 1.310 (5) |
C6—C7 | 1.432 (5) | C29—C34 | 1.406 (6) |
C7—N1 | 1.288 (5) | C29—C30 | 1.416 (6) |
C7—H7 | 0.9500 | C30—C31 | 1.370 (6) |
N1—C8 | 1.427 (5) | C30—H30 | 0.9500 |
C8—C9 | 1.385 (6) | C31—C32 | 1.385 (7) |
C8—C13 | 1.388 (6) | C31—H31 | 0.9500 |
C9—C10 | 1.390 (7) | C32—C33 | 1.366 (7) |
C9—H9 | 0.9500 | C32—H32 | 0.9500 |
C10—C11 | 1.360 (8) | C33—C34 | 1.409 (6) |
C10—H10 | 0.9500 | C33—H33 | 0.9500 |
C11—C12 | 1.381 (7) | C34—C35 | 1.443 (6) |
C11—H11 | 0.9500 | C35—N3 | 1.292 (5) |
C12—C13 | 1.383 (6) | C35—H35 | 0.9500 |
C12—H12 | 0.9500 | N3—C36 | 1.433 (5) |
C13—O2 | 1.390 (5) | C36—C37 | 1.390 (6) |
O2—C14 | 1.439 (5) | C36—C41 | 1.402 (6) |
C14—H14A | 0.9800 | C37—C38 | 1.378 (7) |
C14—H14B | 0.9800 | C37—H37 | 0.9500 |
C14—H14C | 0.9800 | C38—C39 | 1.356 (8) |
O3—C15 | 1.298 (5) | C38—H38 | 0.9500 |
C15—C16 | 1.409 (6) | C39—C40 | 1.379 (7) |
C15—C20 | 1.419 (6) | C39—H39 | 0.9500 |
C16—C17 | 1.365 (6) | C40—C41 | 1.387 (6) |
C16—H16 | 0.9500 | C40—H40 | 0.9500 |
C17—C18 | 1.379 (7) | C41—O6 | 1.384 (5) |
C17—H17 | 0.9500 | O6—C42 | 1.438 (5) |
C18—C19 | 1.365 (7) | C42—H42A | 0.9800 |
C18—H18 | 0.9500 | C42—H42B | 0.9800 |
C19—C20 | 1.412 (6) | C42—H42C | 0.9800 |
C19—H19 | 0.9500 | ||
O1—La1—O5 | 91.10 (10) | C16—C17—H17 | 119.5 |
O1—La1—O3 | 87.68 (10) | C18—C17—H17 | 119.5 |
O5—La1—O3 | 172.59 (11) | C19—C18—C17 | 119.0 (5) |
O1—La1—N1 | 66.73 (9) | C19—C18—H18 | 120.5 |
O5—La1—N1 | 105.31 (10) | C17—C18—H18 | 120.5 |
O3—La1—N1 | 80.91 (10) | C18—C19—C20 | 121.8 (5) |
O1—La1—N2 | 104.15 (10) | C18—C19—H19 | 119.1 |
O5—La1—N2 | 106.83 (10) | C20—C19—H19 | 119.1 |
O3—La1—N2 | 66.47 (10) | C19—C20—C15 | 119.3 (4) |
N1—La1—N2 | 146.73 (10) | C19—C20—C21 | 116.9 (4) |
O1—La1—N3 | 152.26 (10) | C15—C20—C21 | 123.8 (4) |
O5—La1—N3 | 66.91 (10) | N2—C21—C20 | 126.7 (4) |
O3—La1—N3 | 111.88 (10) | N2—C21—H21 | 116.7 |
N1—La1—N3 | 133.54 (10) | C20—C21—H21 | 116.7 |
N2—La1—N3 | 68.88 (10) | C21—N2—C22 | 117.1 (3) |
O1—La1—O2 | 113.99 (9) | C21—N2—La1 | 131.2 (3) |
O5—La1—O2 | 74.90 (10) | C22—N2—La1 | 111.8 (2) |
O3—La1—O2 | 112.24 (10) | C23—C22—C27 | 119.5 (4) |
N1—La1—O2 | 56.69 (9) | C23—C22—N2 | 123.9 (4) |
N2—La1—O2 | 141.83 (9) | C27—C22—N2 | 116.5 (4) |
N3—La1—O2 | 77.71 (9) | C22—C23—C24 | 119.7 (5) |
O1—La1—O6 | 150.42 (9) | C22—C23—H23 | 120.1 |
O5—La1—O6 | 115.36 (9) | C24—C23—H23 | 120.1 |
O3—La1—O6 | 67.74 (10) | C25—C24—C23 | 120.1 (5) |
N1—La1—O6 | 92.34 (9) | C25—C24—H24 | 120.0 |
N2—La1—O6 | 81.59 (10) | C23—C24—H24 | 120.0 |
N3—La1—O6 | 57.06 (9) | C24—C25—C26 | 121.0 (5) |
O2—La1—O6 | 64.62 (9) | C24—C25—H25 | 119.5 |
O1—La1—O4 | 67.88 (9) | C26—C25—H25 | 119.5 |
O5—La1—O4 | 67.43 (10) | C25—C26—C27 | 118.8 (5) |
O3—La1—O4 | 105.40 (10) | C25—C26—H26 | 120.6 |
N1—La1—O4 | 133.82 (9) | C27—C26—H26 | 120.6 |
N2—La1—O4 | 55.33 (9) | O4—C27—C22 | 114.9 (4) |
N3—La1—O4 | 87.43 (9) | O4—C27—C26 | 124.2 (4) |
O2—La1—O4 | 142.34 (9) | C22—C27—C26 | 120.8 (4) |
O6—La1—O4 | 132.91 (9) | C27—O4—C28 | 117.7 (3) |
C1—O1—La1 | 149.8 (2) | C27—O4—La1 | 109.9 (2) |
O1—C1—C6 | 121.8 (4) | C28—O4—La1 | 118.9 (3) |
O1—C1—C2 | 120.9 (4) | O4—C28—H28A | 109.5 |
C6—C1—C2 | 117.3 (4) | O4—C28—H28B | 109.5 |
C3—C2—C1 | 120.8 (4) | H28A—C28—H28B | 109.5 |
C3—C2—H2 | 119.6 | O4—C28—H28C | 109.5 |
C1—C2—H2 | 119.6 | H28A—C28—H28C | 109.5 |
C2—C3—C4 | 122.1 (4) | H28B—C28—H28C | 109.5 |
C2—C3—H3 | 118.9 | C29—O5—La1 | 149.3 (3) |
C4—C3—H3 | 118.9 | O5—C29—C34 | 121.7 (4) |
C5—C4—C3 | 118.4 (4) | O5—C29—C30 | 120.8 (4) |
C5—C4—H4 | 120.8 | C34—C29—C30 | 117.5 (4) |
C3—C4—H4 | 120.8 | C31—C30—C29 | 121.4 (5) |
C4—C5—C6 | 122.2 (4) | C31—C30—H30 | 119.3 |
C4—C5—H5 | 118.9 | C29—C30—H30 | 119.3 |
C6—C5—H5 | 118.9 | C30—C31—C32 | 120.7 (5) |
C5—C6—C1 | 119.2 (4) | C30—C31—H31 | 119.7 |
C5—C6—C7 | 117.2 (4) | C32—C31—H31 | 119.7 |
C1—C6—C7 | 123.5 (4) | C33—C32—C31 | 119.6 (5) |
N1—C7—C6 | 128.2 (4) | C33—C32—H32 | 120.2 |
N1—C7—H7 | 115.9 | C31—C32—H32 | 120.2 |
C6—C7—H7 | 115.9 | C32—C33—C34 | 121.2 (5) |
C7—N1—C8 | 115.2 (3) | C32—C33—H33 | 119.4 |
C7—N1—La1 | 129.9 (3) | C34—C33—H33 | 119.4 |
C8—N1—La1 | 114.9 (2) | C29—C34—C33 | 119.7 (4) |
C9—C8—C13 | 119.1 (4) | C29—C34—C35 | 124.0 (4) |
C9—C8—N1 | 123.3 (4) | C33—C34—C35 | 116.3 (4) |
C13—C8—N1 | 117.6 (4) | N3—C35—C34 | 128.1 (4) |
C8—C9—C10 | 119.8 (5) | N3—C35—H35 | 115.9 |
C8—C9—H9 | 120.1 | C34—C35—H35 | 115.9 |
C10—C9—H9 | 120.1 | C35—N3—C36 | 114.8 (4) |
C11—C10—C9 | 120.1 (5) | C35—N3—La1 | 129.1 (3) |
C11—C10—H10 | 120.0 | C36—N3—La1 | 116.0 (3) |
C9—C10—H10 | 120.0 | C37—C36—C41 | 118.5 (4) |
C10—C11—C12 | 121.3 (5) | C37—C36—N3 | 123.4 (4) |
C10—C11—H11 | 119.3 | C41—C36—N3 | 118.1 (4) |
C12—C11—H11 | 119.3 | C38—C37—C36 | 120.5 (5) |
C11—C12—C13 | 118.5 (5) | C38—C37—H37 | 119.8 |
C11—C12—H12 | 120.7 | C36—C37—H37 | 119.8 |
C13—C12—H12 | 120.7 | C39—C38—C37 | 120.4 (5) |
C12—C13—C8 | 121.1 (4) | C39—C38—H38 | 119.8 |
C12—C13—O2 | 124.4 (4) | C37—C38—H38 | 119.8 |
C8—C13—O2 | 114.5 (3) | C38—C39—C40 | 120.9 (5) |
C13—O2—C14 | 116.6 (3) | C38—C39—H39 | 119.5 |
C13—O2—La1 | 116.5 (2) | C40—C39—H39 | 119.5 |
C14—O2—La1 | 119.3 (2) | C39—C40—C41 | 119.5 (5) |
O2—C14—H14A | 109.5 | C39—C40—H40 | 120.2 |
O2—C14—H14B | 109.5 | C41—C40—H40 | 120.2 |
H14A—C14—H14B | 109.5 | O6—C41—C40 | 124.1 (4) |
O2—C14—H14C | 109.5 | O6—C41—C36 | 115.8 (4) |
H14A—C14—H14C | 109.5 | C40—C41—C36 | 120.1 (5) |
H14B—C14—H14C | 109.5 | C41—O6—C42 | 116.1 (3) |
C15—O3—La1 | 146.6 (3) | C41—O6—La1 | 116.4 (2) |
O3—C15—C16 | 120.9 (4) | C42—O6—La1 | 121.1 (3) |
O3—C15—C20 | 122.4 (4) | O6—C42—H42A | 109.5 |
C16—C15—C20 | 116.7 (4) | O6—C42—H42B | 109.5 |
C17—C16—C15 | 122.3 (5) | H42A—C42—H42B | 109.5 |
C17—C16—H16 | 118.8 | O6—C42—H42C | 109.5 |
C15—C16—H16 | 118.8 | H42A—C42—H42C | 109.5 |
C16—C17—C18 | 120.9 (5) | H42B—C42—H42C | 109.5 |
La1—O1—C1—C6 | −1.6 (8) | La1—N2—C22—C23 | −135.3 (4) |
La1—O1—C1—C2 | 178.5 (3) | C21—N2—C22—C27 | −140.3 (4) |
O1—C1—C2—C3 | 178.6 (4) | La1—N2—C22—C27 | 41.6 (4) |
C6—C1—C2—C3 | −1.4 (6) | C27—C22—C23—C24 | −0.1 (6) |
C1—C2—C3—C4 | −0.7 (7) | N2—C22—C23—C24 | 176.7 (4) |
C2—C3—C4—C5 | 1.6 (8) | C22—C23—C24—C25 | −0.2 (7) |
C3—C4—C5—C6 | −0.4 (7) | C23—C24—C25—C26 | 1.3 (8) |
C4—C5—C6—C1 | −1.8 (7) | C24—C25—C26—C27 | −2.0 (7) |
C4—C5—C6—C7 | −179.6 (4) | C23—C22—C27—O4 | −179.8 (4) |
O1—C1—C6—C5 | −177.4 (4) | N2—C22—C27—O4 | 3.2 (5) |
C2—C1—C6—C5 | 2.6 (6) | C23—C22—C27—C26 | −0.6 (6) |
O1—C1—C6—C7 | 0.3 (6) | N2—C22—C27—C26 | −177.7 (4) |
C2—C1—C6—C7 | −179.7 (4) | C25—C26—C27—O4 | −179.2 (4) |
C5—C6—C7—N1 | 178.8 (4) | C25—C26—C27—C22 | 1.7 (7) |
C1—C6—C7—N1 | 1.0 (7) | C22—C27—O4—C28 | 175.8 (4) |
C6—C7—N1—C8 | 180.0 (4) | C26—C27—O4—C28 | −3.3 (6) |
C6—C7—N1—La1 | −1.4 (6) | C22—C27—O4—La1 | −43.8 (4) |
C7—N1—C8—C9 | −38.9 (6) | C26—C27—O4—La1 | 137.1 (4) |
La1—N1—C8—C9 | 142.2 (4) | La1—O5—C29—C34 | 14.4 (8) |
C7—N1—C8—C13 | 143.7 (4) | La1—O5—C29—C30 | −168.1 (4) |
La1—N1—C8—C13 | −35.1 (4) | O5—C29—C30—C31 | −175.0 (4) |
C13—C8—C9—C10 | −1.5 (7) | C34—C29—C30—C31 | 2.5 (7) |
N1—C8—C9—C10 | −178.9 (5) | C29—C30—C31—C32 | −0.8 (8) |
C8—C9—C10—C11 | −1.7 (9) | C30—C31—C32—C33 | −0.8 (8) |
C9—C10—C11—C12 | 2.1 (10) | C31—C32—C33—C34 | 0.6 (7) |
C10—C11—C12—C13 | 0.7 (9) | O5—C29—C34—C33 | 174.8 (4) |
C11—C12—C13—C8 | −4.0 (8) | C30—C29—C34—C33 | −2.7 (6) |
C11—C12—C13—O2 | 177.6 (5) | O5—C29—C34—C35 | −4.3 (6) |
C9—C8—C13—C12 | 4.4 (7) | C30—C29—C34—C35 | 178.2 (4) |
N1—C8—C13—C12 | −178.1 (4) | C32—C33—C34—C29 | 1.2 (7) |
C9—C8—C13—O2 | −177.0 (4) | C32—C33—C34—C35 | −179.6 (4) |
N1—C8—C13—O2 | 0.5 (6) | C29—C34—C35—N3 | −3.8 (7) |
C12—C13—O2—C14 | 2.3 (6) | C33—C34—C35—N3 | 177.0 (4) |
C8—C13—O2—C14 | −176.2 (4) | C34—C35—N3—C36 | −177.0 (4) |
C12—C13—O2—La1 | −147.1 (4) | C34—C35—N3—La1 | 5.6 (7) |
C8—C13—O2—La1 | 34.4 (4) | C35—N3—C36—C37 | 36.5 (6) |
La1—O3—C15—C16 | −158.5 (4) | La1—N3—C36—C37 | −145.7 (4) |
La1—O3—C15—C20 | 23.3 (8) | C35—N3—C36—C41 | −145.3 (4) |
O3—C15—C16—C17 | −178.3 (5) | La1—N3—C36—C41 | 32.5 (5) |
C20—C15—C16—C17 | −0.1 (8) | C41—C36—C37—C38 | 3.4 (7) |
C15—C16—C17—C18 | 1.4 (9) | N3—C36—C37—C38 | −178.4 (4) |
C16—C17—C18—C19 | −1.1 (8) | C36—C37—C38—C39 | −2.5 (8) |
C17—C18—C19—C20 | −0.4 (8) | C37—C38—C39—C40 | 0.4 (9) |
C18—C19—C20—C15 | 1.6 (7) | C38—C39—C40—C41 | 0.9 (8) |
C18—C19—C20—C21 | 179.8 (4) | C39—C40—C41—O6 | 179.6 (5) |
O3—C15—C20—C19 | 176.8 (4) | C39—C40—C41—C36 | 0.1 (7) |
C16—C15—C20—C19 | −1.4 (6) | C37—C36—C41—O6 | 178.2 (4) |
O3—C15—C20—C21 | −1.3 (7) | N3—C36—C41—O6 | 0.0 (6) |
C16—C15—C20—C21 | −179.5 (4) | C37—C36—C41—C40 | −2.2 (7) |
C19—C20—C21—N2 | 175.8 (4) | N3—C36—C41—C40 | 179.5 (4) |
C15—C20—C21—N2 | −6.0 (7) | C40—C41—O6—C42 | −3.5 (6) |
C20—C21—N2—C22 | −179.0 (4) | C36—C41—O6—C42 | 176.0 (4) |
C20—C21—N2—La1 | −1.3 (6) | C40—C41—O6—La1 | 148.8 (4) |
C21—N2—C22—C23 | 42.8 (6) | C36—C41—O6—La1 | −31.7 (5) |
D—H···A | D—H | H···A | D···A | D—H···A |
C12—H12···O3i | 0.95 | 2.51 | 3.402 (6) | 157 |
C14—H14A···O1i | 0.98 | 2.32 | 3.295 (5) | 171 |
C28—H28B···O1 | 0.98 | 2.50 | 3.132 (6) | 122 |
Symmetry code: (i) x−1, y, z. |
[La(C14H12NO2)3]·2C4H8O | Z = 2 |
Mr = 967.18 | F(000) = 994 |
Triclinic, P1 | Dx = 1.464 Mg m−3 |
a = 11.1951 (6) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 14.8767 (8) Å | Cell parameters from 999 reflections |
c = 15.1894 (8) Å | θ = 3–30° |
α = 69.758 (1)° | µ = 1.24 mm−1 |
β = 74.797 (1)° | T = 120 K |
γ = 69.502 (1)° | Prism, brown |
V = 2194.4 (2) Å3 | 0.41 × 0.29 × 0.21 mm |
Bruker APEXII CCD diffractometer | 10582 independent reflections |
Radiation source: fine-focus sealed tube | 9480 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.033 |
φ and ω scans | θmax = 28.0°, θmin = 2.0° |
Absorption correction: multi-scan (SADABS; Bruker, 2008) | h = −14→14 |
Tmin = 0.650, Tmax = 0.756 | k = −19→19 |
34010 measured reflections | l = −20→20 |
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)] = 0.027 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.064 | H-atom parameters constrained |
S = 1.04 | w = 1/[σ2(Fo2) + (0.0327P)2 + 0.9562P] where P = (Fo2 + 2Fc2)/3 |
10582 reflections | (Δ/σ)max = 0.001 |
596 parameters | Δρmax = 0.99 e Å−3 |
20 restraints | Δρmin = −0.63 e Å−3 |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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) | |
Nd1 | 0.88487 (2) | 0.37135 (2) | 0.32444 (2) | 0.01386 (4) | |
O1 | 0.80997 (14) | 0.54187 (11) | 0.25778 (10) | 0.0189 (3) | |
C1 | 0.7271 (2) | 0.59427 (15) | 0.19942 (15) | 0.0181 (4) | |
C2 | 0.7550 (2) | 0.67225 (17) | 0.11921 (16) | 0.0254 (5) | |
H2 | 0.832995 | 0.688538 | 0.110287 | 0.030* | |
C3 | 0.6722 (3) | 0.72521 (19) | 0.05365 (17) | 0.0312 (5) | |
H3 | 0.695398 | 0.775694 | −0.000315 | 0.037* | |
C4 | 0.5553 (2) | 0.7060 (2) | 0.06519 (17) | 0.0327 (6) | |
H4 | 0.499127 | 0.742059 | 0.019363 | 0.039* | |
C5 | 0.5227 (2) | 0.63335 (18) | 0.14476 (17) | 0.0270 (5) | |
H5 | 0.441868 | 0.621109 | 0.154175 | 0.032* | |
C6 | 0.6056 (2) | 0.57680 (16) | 0.21242 (15) | 0.0193 (4) | |
C7 | 0.5607 (2) | 0.50368 (16) | 0.29465 (15) | 0.0191 (4) | |
H7 | 0.471591 | 0.507951 | 0.305994 | 0.023* | |
N1 | 0.63081 (16) | 0.43393 (13) | 0.35322 (12) | 0.0165 (3) | |
C8 | 0.5690 (2) | 0.37258 (17) | 0.43312 (14) | 0.0186 (4) | |
C9 | 0.4557 (2) | 0.40896 (19) | 0.49135 (16) | 0.0227 (5) | |
H9 | 0.411961 | 0.478487 | 0.476340 | 0.027* | |
C10 | 0.4070 (2) | 0.3434 (2) | 0.57132 (16) | 0.0307 (6) | |
H10 | 0.331764 | 0.368418 | 0.612362 | 0.037* | |
C11 | 0.4674 (3) | 0.2422 (2) | 0.59121 (17) | 0.0366 (6) | |
H11 | 0.432221 | 0.197703 | 0.645117 | 0.044* | |
C12 | 0.5794 (2) | 0.2044 (2) | 0.53333 (17) | 0.0313 (5) | |
H12 | 0.620096 | 0.134447 | 0.546757 | 0.038* | |
C13 | 0.6307 (2) | 0.27015 (17) | 0.45589 (15) | 0.0215 (4) | |
O2 | 0.74504 (15) | 0.24131 (11) | 0.39624 (11) | 0.0229 (3) | |
C14 | 0.7790 (3) | 0.14353 (19) | 0.3847 (2) | 0.0367 (6) | |
H14A | 0.703025 | 0.132351 | 0.374599 | 0.055* | |
H14B | 0.809987 | 0.093379 | 0.441911 | 0.055* | |
H14C | 0.847412 | 0.137851 | 0.329616 | 0.055* | |
O3 | 0.83187 (14) | 0.37673 (12) | 0.47760 (10) | 0.0222 (3) | |
C15 | 0.8756 (2) | 0.37267 (15) | 0.55082 (14) | 0.0160 (4) | |
C16 | 0.7962 (2) | 0.36216 (17) | 0.64131 (15) | 0.0203 (4) | |
H16 | 0.712589 | 0.355584 | 0.648140 | 0.024* | |
C17 | 0.8375 (2) | 0.36126 (17) | 0.71959 (15) | 0.0233 (5) | |
H17 | 0.781915 | 0.354057 | 0.779213 | 0.028* | |
C18 | 0.9594 (2) | 0.37076 (18) | 0.71272 (15) | 0.0238 (5) | |
H18 | 0.986685 | 0.371366 | 0.766653 | 0.029* | |
C19 | 1.0396 (2) | 0.37924 (16) | 0.62603 (15) | 0.0199 (4) | |
H19 | 1.122619 | 0.386013 | 0.620833 | 0.024* | |
C20 | 1.0020 (2) | 0.37818 (15) | 0.54465 (14) | 0.0161 (4) | |
C21 | 1.09777 (19) | 0.38312 (15) | 0.45913 (14) | 0.0166 (4) | |
H21 | 1.174193 | 0.395153 | 0.462422 | 0.020* | |
N2 | 1.09278 (16) | 0.37327 (13) | 0.37879 (12) | 0.0153 (3) | |
C22 | 1.20735 (19) | 0.37208 (15) | 0.30922 (14) | 0.0163 (4) | |
C23 | 1.3324 (2) | 0.33635 (17) | 0.33056 (16) | 0.0202 (4) | |
H23 | 1.344770 | 0.313039 | 0.395090 | 0.024* | |
C24 | 1.4391 (2) | 0.33435 (18) | 0.25891 (17) | 0.0249 (5) | |
H24 | 1.523695 | 0.310536 | 0.274425 | 0.030* | |
C25 | 1.4217 (2) | 0.3672 (2) | 0.16490 (17) | 0.0279 (5) | |
H25 | 1.494809 | 0.366061 | 0.115934 | 0.033* | |
C26 | 1.2985 (2) | 0.40169 (18) | 0.14133 (16) | 0.0238 (5) | |
H26 | 1.286919 | 0.423732 | 0.076696 | 0.029* | |
C27 | 1.1927 (2) | 0.40353 (16) | 0.21351 (15) | 0.0176 (4) | |
O4 | 1.06701 (14) | 0.43495 (12) | 0.19699 (10) | 0.0189 (3) | |
C28 | 1.0471 (2) | 0.47289 (19) | 0.09954 (14) | 0.0239 (5) | |
H28A | 1.081889 | 0.530152 | 0.067546 | 0.036* | |
H28B | 0.954374 | 0.494072 | 0.097166 | 0.036* | |
H28C | 1.091382 | 0.420313 | 0.067466 | 0.036* | |
O5 | 0.82850 (14) | 0.36269 (12) | 0.19364 (10) | 0.0209 (3) | |
C29 | 0.8539 (2) | 0.32021 (17) | 0.12708 (14) | 0.0193 (4) | |
C30 | 0.7655 (2) | 0.35165 (19) | 0.06263 (15) | 0.0246 (5) | |
H30 | 0.687757 | 0.403529 | 0.069564 | 0.029* | |
C31 | 0.7904 (3) | 0.3085 (2) | −0.00967 (16) | 0.0322 (6) | |
H31 | 0.729104 | 0.330325 | −0.051171 | 0.039* | |
C32 | 0.9047 (3) | 0.2329 (2) | −0.02267 (17) | 0.0351 (6) | |
H32 | 0.922035 | 0.204300 | −0.073400 | 0.042* | |
C33 | 0.9913 (3) | 0.20050 (19) | 0.03843 (16) | 0.0298 (5) | |
H33 | 1.068687 | 0.148833 | 0.029661 | 0.036* | |
C34 | 0.9690 (2) | 0.24178 (17) | 0.11433 (15) | 0.0207 (4) | |
C35 | 1.0629 (2) | 0.19917 (17) | 0.17766 (16) | 0.0231 (5) | |
H35 | 1.136912 | 0.147811 | 0.162355 | 0.028* | |
N3 | 1.05773 (17) | 0.22308 (14) | 0.25316 (13) | 0.0202 (4) | |
C36 | 1.1629 (2) | 0.16946 (16) | 0.30488 (17) | 0.0237 (5) | |
C37 | 1.2921 (2) | 0.14392 (19) | 0.2615 (2) | 0.0330 (6) | |
H37 | 1.313047 | 0.159678 | 0.194220 | 0.040* | |
C38 | 1.3893 (3) | 0.0957 (2) | 0.3167 (3) | 0.0437 (7) | |
H38 | 1.476951 | 0.077995 | 0.287290 | 0.052* | |
C39 | 1.3587 (3) | 0.0734 (2) | 0.4143 (3) | 0.0462 (8) | |
H39 | 1.425971 | 0.040211 | 0.451627 | 0.055* | |
C40 | 1.2308 (3) | 0.09872 (19) | 0.4595 (2) | 0.0377 (6) | |
H40 | 1.210780 | 0.083200 | 0.526859 | 0.045* | |
C41 | 1.1337 (2) | 0.14701 (17) | 0.40401 (18) | 0.0258 (5) | |
O6 | 1.00416 (16) | 0.17787 (12) | 0.43951 (11) | 0.0268 (4) | |
C42 | 0.9651 (3) | 0.1443 (2) | 0.54049 (17) | 0.0359 (6) | |
H42A | 0.989646 | 0.071011 | 0.561289 | 0.054* | |
H42B | 0.871220 | 0.170721 | 0.556171 | 0.054* | |
H42C | 1.007846 | 0.168128 | 0.572888 | 0.054* | |
O7A | 0.7607 (7) | 0.9863 (5) | 0.2928 (4) | 0.0602 (15) | 0.695 (9) |
C43A | 0.7830 (14) | 1.0487 (7) | 0.1975 (5) | 0.082 (2) | 0.695 (9) |
H43A | 0.859752 | 1.071440 | 0.188300 | 0.099* | 0.695 (9) |
H43B | 0.707401 | 1.108259 | 0.185160 | 0.099* | 0.695 (9) |
C46A | 0.8153 (9) | 0.8873 (5) | 0.2814 (6) | 0.072 (2) | 0.695 (9) |
H46A | 0.782710 | 0.838228 | 0.337115 | 0.086* | 0.695 (9) |
H46B | 0.910759 | 0.867479 | 0.273979 | 0.086* | 0.695 (9) |
C45A | 0.7734 (8) | 0.8926 (5) | 0.1932 (4) | 0.0685 (17) | 0.695 (9) |
H45A | 0.680105 | 0.898974 | 0.203059 | 0.082* | 0.695 (9) |
H45B | 0.824483 | 0.834671 | 0.168323 | 0.082* | 0.695 (9) |
C44A | 0.8046 (10) | 0.9877 (6) | 0.1310 (4) | 0.090 (3) | 0.695 (9) |
H44A | 0.895372 | 0.973262 | 0.098494 | 0.107* | 0.695 (9) |
H44B | 0.747036 | 1.023406 | 0.082418 | 0.107* | 0.695 (9) |
O7B | 0.8101 (16) | 0.9804 (13) | 0.2793 (11) | 0.0602 (15) | 0.305 (9) |
C43B | 0.759 (3) | 1.0631 (16) | 0.2025 (14) | 0.082 (2) | 0.305 (9) |
H43C | 0.826995 | 1.096437 | 0.166541 | 0.099* | 0.305 (9) |
H43D | 0.686201 | 1.112159 | 0.229295 | 0.099* | 0.305 (9) |
C46B | 0.785 (3) | 0.8965 (15) | 0.2697 (13) | 0.072 (2) | 0.305 (9) |
H46C | 0.700235 | 0.888419 | 0.307381 | 0.086* | 0.305 (9) |
H46D | 0.853325 | 0.833873 | 0.290167 | 0.086* | 0.305 (9) |
C45B | 0.7829 (19) | 0.9238 (11) | 0.1651 (12) | 0.0685 (17) | 0.305 (9) |
H45C | 0.737396 | 0.884309 | 0.152342 | 0.082* | 0.305 (9) |
H45D | 0.872132 | 0.910231 | 0.129702 | 0.082* | 0.305 (9) |
C44B | 0.713 (2) | 1.0335 (11) | 0.1350 (11) | 0.090 (3) | 0.305 (9) |
H44C | 0.742370 | 1.065747 | 0.067613 | 0.107* | 0.305 (9) |
H44D | 0.618114 | 1.046641 | 0.147006 | 0.107* | 0.305 (9) |
O8A | 0.2528 (5) | 0.0035 (4) | 0.0896 (5) | 0.0777 (16) | 0.623 (5) |
C47A | 0.2151 (9) | −0.0787 (8) | 0.1613 (6) | 0.098 (3) | 0.623 (5) |
H47A | 0.243910 | −0.138578 | 0.137990 | 0.118* | 0.623 (5) |
H47B | 0.120154 | −0.061222 | 0.180840 | 0.118* | 0.623 (5) |
C48A | 0.2819 (6) | −0.0968 (5) | 0.2426 (4) | 0.0691 (18) | 0.623 (5) |
H48A | 0.244438 | −0.042186 | 0.273598 | 0.083* | 0.623 (5) |
H48B | 0.280847 | −0.161671 | 0.290694 | 0.083* | 0.623 (5) |
C49A | 0.4149 (6) | −0.0973 (5) | 0.1875 (4) | 0.0665 (18) | 0.623 (5) |
H49A | 0.459857 | −0.070067 | 0.215904 | 0.080* | 0.623 (5) |
H49B | 0.467719 | −0.165759 | 0.185286 | 0.080* | 0.623 (5) |
C50A | 0.3896 (6) | −0.0310 (4) | 0.0902 (5) | 0.079 (2) | 0.623 (5) |
H50A | 0.423943 | 0.026783 | 0.073515 | 0.095* | 0.623 (5) |
H50B | 0.433649 | −0.068674 | 0.042603 | 0.095* | 0.623 (5) |
O8B | 0.3017 (10) | −0.0182 (9) | 0.0840 (9) | 0.0777 (16) | 0.377 (5) |
C47B | 0.1917 (14) | −0.0562 (16) | 0.1141 (7) | 0.098 (3) | 0.377 (5) |
H47C | 0.208086 | −0.114562 | 0.090717 | 0.118* | 0.377 (5) |
H47D | 0.114079 | −0.004088 | 0.090907 | 0.118* | 0.377 (5) |
C49B | 0.3158 (9) | −0.1269 (8) | 0.2319 (8) | 0.0665 (18) | 0.377 (5) |
H49C | 0.326181 | −0.124712 | 0.293775 | 0.080* | 0.377 (5) |
H49D | 0.349203 | −0.197330 | 0.229747 | 0.080* | 0.377 (5) |
C48B | 0.1756 (10) | −0.0859 (7) | 0.2206 (7) | 0.0691 (18) | 0.377 (5) |
H48C | 0.129188 | −0.137585 | 0.250504 | 0.083* | 0.377 (5) |
H48D | 0.130762 | −0.027792 | 0.246317 | 0.083* | 0.377 (5) |
C50B | 0.3893 (10) | −0.0638 (8) | 0.1518 (9) | 0.079 (2) | 0.377 (5) |
H50C | 0.405015 | −0.013119 | 0.172263 | 0.095* | 0.377 (5) |
H50D | 0.472797 | −0.105311 | 0.126005 | 0.095* | 0.377 (5) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Nd1 | 0.01245 (5) | 0.01877 (6) | 0.01095 (5) | −0.00422 (4) | −0.00305 (4) | −0.00427 (4) |
O1 | 0.0182 (7) | 0.0202 (8) | 0.0193 (7) | −0.0063 (6) | −0.0053 (6) | −0.0045 (6) |
C1 | 0.0197 (10) | 0.0163 (10) | 0.0178 (10) | −0.0020 (8) | −0.0033 (8) | −0.0071 (8) |
C2 | 0.0266 (12) | 0.0233 (12) | 0.0238 (11) | −0.0070 (9) | −0.0026 (9) | −0.0047 (9) |
C3 | 0.0369 (14) | 0.0254 (13) | 0.0217 (11) | −0.0036 (11) | −0.0050 (10) | −0.0005 (10) |
C4 | 0.0294 (13) | 0.0355 (14) | 0.0228 (11) | 0.0033 (11) | −0.0120 (10) | −0.0026 (10) |
C5 | 0.0204 (11) | 0.0322 (13) | 0.0261 (11) | −0.0013 (10) | −0.0073 (9) | −0.0090 (10) |
C6 | 0.0185 (10) | 0.0190 (10) | 0.0184 (10) | −0.0009 (8) | −0.0044 (8) | −0.0064 (8) |
C7 | 0.0136 (9) | 0.0246 (11) | 0.0220 (10) | −0.0042 (8) | −0.0027 (8) | −0.0116 (9) |
N1 | 0.0147 (8) | 0.0206 (9) | 0.0170 (8) | −0.0056 (7) | −0.0019 (7) | −0.0085 (7) |
C8 | 0.0166 (10) | 0.0279 (11) | 0.0166 (9) | −0.0103 (9) | −0.0026 (8) | −0.0087 (8) |
C9 | 0.0153 (10) | 0.0370 (13) | 0.0229 (11) | −0.0081 (9) | −0.0039 (8) | −0.0155 (10) |
C10 | 0.0185 (11) | 0.0592 (18) | 0.0196 (11) | −0.0172 (11) | 0.0020 (9) | −0.0150 (11) |
C11 | 0.0310 (13) | 0.0555 (18) | 0.0203 (11) | −0.0238 (13) | −0.0004 (10) | 0.0019 (11) |
C12 | 0.0287 (13) | 0.0327 (14) | 0.0281 (12) | −0.0140 (11) | −0.0051 (10) | 0.0026 (10) |
C13 | 0.0180 (10) | 0.0293 (12) | 0.0183 (10) | −0.0096 (9) | −0.0030 (8) | −0.0053 (9) |
O2 | 0.0210 (8) | 0.0199 (8) | 0.0262 (8) | −0.0074 (6) | 0.0018 (6) | −0.0072 (6) |
C14 | 0.0372 (14) | 0.0271 (13) | 0.0497 (16) | −0.0135 (11) | 0.0031 (12) | −0.0186 (12) |
O3 | 0.0179 (7) | 0.0365 (9) | 0.0145 (7) | −0.0090 (7) | −0.0033 (6) | −0.0081 (6) |
C15 | 0.0172 (10) | 0.0173 (10) | 0.0120 (9) | −0.0026 (8) | −0.0032 (7) | −0.0043 (8) |
C16 | 0.0165 (10) | 0.0256 (11) | 0.0170 (10) | −0.0050 (9) | −0.0011 (8) | −0.0060 (8) |
C17 | 0.0228 (11) | 0.0291 (12) | 0.0137 (9) | −0.0041 (9) | −0.0005 (8) | −0.0063 (9) |
C18 | 0.0269 (12) | 0.0301 (12) | 0.0168 (10) | −0.0047 (10) | −0.0073 (9) | −0.0103 (9) |
C19 | 0.0203 (10) | 0.0237 (11) | 0.0185 (10) | −0.0059 (9) | −0.0055 (8) | −0.0079 (8) |
C20 | 0.0182 (10) | 0.0171 (10) | 0.0125 (9) | −0.0039 (8) | −0.0040 (8) | −0.0037 (8) |
C21 | 0.0147 (9) | 0.0170 (10) | 0.0187 (10) | −0.0039 (8) | −0.0040 (8) | −0.0055 (8) |
N2 | 0.0148 (8) | 0.0185 (9) | 0.0126 (8) | −0.0052 (7) | −0.0023 (6) | −0.0040 (7) |
C22 | 0.0156 (9) | 0.0186 (10) | 0.0170 (9) | −0.0059 (8) | −0.0013 (8) | −0.0077 (8) |
C23 | 0.0174 (10) | 0.0249 (11) | 0.0221 (10) | −0.0054 (9) | −0.0041 (8) | −0.0113 (9) |
C24 | 0.0153 (10) | 0.0349 (13) | 0.0291 (12) | −0.0059 (9) | −0.0024 (9) | −0.0165 (10) |
C25 | 0.0193 (11) | 0.0433 (15) | 0.0243 (11) | −0.0127 (10) | 0.0054 (9) | −0.0161 (11) |
C26 | 0.0214 (11) | 0.0343 (13) | 0.0169 (10) | −0.0110 (10) | 0.0002 (8) | −0.0080 (9) |
C27 | 0.0160 (10) | 0.0213 (11) | 0.0181 (10) | −0.0063 (8) | −0.0030 (8) | −0.0074 (8) |
O4 | 0.0150 (7) | 0.0298 (8) | 0.0113 (6) | −0.0078 (6) | −0.0019 (5) | −0.0040 (6) |
C28 | 0.0237 (11) | 0.0358 (13) | 0.0126 (9) | −0.0121 (10) | −0.0041 (8) | −0.0026 (9) |
O5 | 0.0177 (7) | 0.0285 (8) | 0.0182 (7) | −0.0036 (6) | −0.0052 (6) | −0.0100 (6) |
C29 | 0.0210 (10) | 0.0276 (11) | 0.0126 (9) | −0.0147 (9) | 0.0006 (8) | −0.0043 (8) |
C30 | 0.0225 (11) | 0.0393 (14) | 0.0147 (10) | −0.0155 (10) | −0.0022 (8) | −0.0047 (9) |
C31 | 0.0360 (14) | 0.0536 (17) | 0.0167 (10) | −0.0256 (13) | −0.0056 (10) | −0.0075 (11) |
C32 | 0.0480 (16) | 0.0510 (17) | 0.0187 (11) | −0.0259 (14) | −0.0006 (11) | −0.0163 (11) |
C33 | 0.0383 (14) | 0.0329 (13) | 0.0219 (11) | −0.0144 (11) | 0.0028 (10) | −0.0136 (10) |
C34 | 0.0235 (11) | 0.0251 (11) | 0.0162 (10) | −0.0111 (9) | 0.0003 (8) | −0.0077 (8) |
C35 | 0.0216 (11) | 0.0232 (11) | 0.0240 (11) | −0.0064 (9) | 0.0002 (9) | −0.0091 (9) |
N3 | 0.0184 (9) | 0.0198 (9) | 0.0219 (9) | −0.0034 (7) | −0.0059 (7) | −0.0053 (7) |
C36 | 0.0214 (11) | 0.0161 (10) | 0.0335 (12) | 0.0002 (9) | −0.0120 (9) | −0.0067 (9) |
C37 | 0.0217 (12) | 0.0275 (13) | 0.0524 (16) | −0.0005 (10) | −0.0094 (11) | −0.0186 (12) |
C38 | 0.0253 (13) | 0.0300 (14) | 0.077 (2) | 0.0032 (11) | −0.0205 (14) | −0.0193 (15) |
C39 | 0.0389 (16) | 0.0248 (14) | 0.079 (2) | −0.0005 (12) | −0.0410 (16) | −0.0044 (14) |
C40 | 0.0452 (16) | 0.0219 (13) | 0.0480 (16) | −0.0075 (11) | −0.0296 (13) | 0.0019 (11) |
C41 | 0.0291 (12) | 0.0151 (11) | 0.0347 (13) | −0.0050 (9) | −0.0167 (10) | −0.0014 (9) |
O6 | 0.0296 (9) | 0.0280 (9) | 0.0197 (8) | −0.0077 (7) | −0.0095 (7) | 0.0004 (7) |
C42 | 0.0560 (17) | 0.0276 (13) | 0.0199 (11) | −0.0108 (12) | −0.0123 (11) | 0.0019 (10) |
O7A | 0.101 (5) | 0.0500 (17) | 0.035 (2) | −0.040 (3) | 0.019 (3) | −0.0220 (14) |
C43A | 0.141 (7) | 0.078 (4) | 0.045 (2) | −0.072 (4) | 0.012 (3) | −0.015 (2) |
C46A | 0.095 (6) | 0.059 (3) | 0.091 (4) | −0.030 (4) | −0.042 (3) | −0.027 (3) |
C45A | 0.118 (4) | 0.057 (4) | 0.054 (4) | −0.062 (4) | 0.001 (4) | −0.017 (3) |
C44A | 0.157 (9) | 0.092 (6) | 0.040 (2) | −0.062 (6) | −0.004 (5) | −0.026 (3) |
O7B | 0.101 (5) | 0.0500 (17) | 0.035 (2) | −0.040 (3) | 0.019 (3) | −0.0220 (14) |
C43B | 0.141 (7) | 0.078 (4) | 0.045 (2) | −0.072 (4) | 0.012 (3) | −0.015 (2) |
C46B | 0.095 (6) | 0.059 (3) | 0.091 (4) | −0.030 (4) | −0.042 (3) | −0.027 (3) |
C45B | 0.118 (4) | 0.057 (4) | 0.054 (4) | −0.062 (4) | 0.001 (4) | −0.017 (3) |
C44B | 0.157 (9) | 0.092 (6) | 0.040 (2) | −0.062 (6) | −0.004 (5) | −0.026 (3) |
O8A | 0.088 (5) | 0.057 (3) | 0.071 (2) | 0.035 (3) | −0.057 (4) | −0.023 (2) |
C47A | 0.070 (5) | 0.152 (8) | 0.116 (8) | −0.043 (5) | −0.020 (5) | −0.074 (8) |
C48A | 0.095 (5) | 0.032 (3) | 0.067 (4) | −0.016 (3) | −0.015 (3) | 0.002 (3) |
C49A | 0.091 (5) | 0.033 (3) | 0.074 (4) | 0.002 (3) | −0.045 (4) | −0.011 (3) |
C50A | 0.089 (4) | 0.029 (3) | 0.085 (5) | 0.020 (3) | −0.022 (5) | −0.007 (3) |
O8B | 0.088 (5) | 0.057 (3) | 0.071 (2) | 0.035 (3) | −0.057 (4) | −0.023 (2) |
C47B | 0.070 (5) | 0.152 (8) | 0.116 (8) | −0.043 (5) | −0.020 (5) | −0.074 (8) |
C49B | 0.091 (5) | 0.033 (3) | 0.074 (4) | 0.002 (3) | −0.045 (4) | −0.011 (3) |
C48B | 0.095 (5) | 0.032 (3) | 0.067 (4) | −0.016 (3) | −0.015 (3) | 0.002 (3) |
C50B | 0.089 (4) | 0.029 (3) | 0.085 (5) | 0.020 (3) | −0.022 (5) | −0.007 (3) |
Nd1—O3 | 2.2676 (14) | C32—C33 | 1.367 (4) |
Nd1—O5 | 2.2922 (14) | C32—H32 | 0.9500 |
Nd1—O1 | 2.3113 (15) | C33—C34 | 1.414 (3) |
Nd1—O4 | 2.6104 (14) | C33—H33 | 0.9500 |
Nd1—N1 | 2.6311 (17) | C34—C35 | 1.440 (3) |
Nd1—O2 | 2.6736 (15) | C35—N3 | 1.295 (3) |
Nd1—N2 | 2.6778 (17) | C35—H35 | 0.9500 |
Nd1—N3 | 2.7104 (18) | N3—C36 | 1.426 (3) |
Nd1—O6 | 2.8590 (16) | C36—C41 | 1.399 (3) |
O1—C1 | 1.304 (3) | C36—C37 | 1.399 (3) |
C1—C2 | 1.416 (3) | C37—C38 | 1.384 (4) |
C1—C6 | 1.424 (3) | C37—H37 | 0.9500 |
C2—C3 | 1.379 (3) | C38—C39 | 1.378 (5) |
C2—H2 | 0.9500 | C38—H38 | 0.9500 |
C3—C4 | 1.390 (4) | C39—C40 | 1.395 (4) |
C3—H3 | 0.9500 | C39—H39 | 0.9500 |
C4—C5 | 1.379 (3) | C40—C41 | 1.387 (3) |
C4—H4 | 0.9500 | C40—H40 | 0.9500 |
C5—C6 | 1.407 (3) | C41—O6 | 1.378 (3) |
C5—H5 | 0.9500 | O6—C42 | 1.437 (3) |
C6—C7 | 1.452 (3) | C42—H42A | 0.9800 |
C7—N1 | 1.281 (3) | C42—H42B | 0.9800 |
C7—H7 | 0.9500 | C42—H42C | 0.9800 |
N1—C8 | 1.421 (3) | O7A—C43A | 1.436 (4) |
C8—C13 | 1.394 (3) | O7A—C46A | 1.436 (4) |
C8—C9 | 1.395 (3) | C43A—C44A | 1.503 (3) |
C9—C10 | 1.389 (3) | C43A—H43A | 0.9900 |
C9—H9 | 0.9500 | C43A—H43B | 0.9900 |
C10—C11 | 1.376 (4) | C46A—C45A | 1.501 (3) |
C10—H10 | 0.9500 | C46A—H46A | 0.9900 |
C11—C12 | 1.389 (4) | C46A—H46B | 0.9900 |
C11—H11 | 0.9500 | C45A—C44A | 1.504 (3) |
C12—C13 | 1.383 (3) | C45A—H45A | 0.9900 |
C12—H12 | 0.9500 | C45A—H45B | 0.9900 |
C13—O2 | 1.386 (3) | C44A—H44A | 0.9900 |
O2—C14 | 1.430 (3) | C44A—H44B | 0.9900 |
C14—H14A | 0.9800 | O7B—C46B | 1.436 (4) |
C14—H14B | 0.9800 | O7B—C43B | 1.436 (4) |
C14—H14C | 0.9800 | C43B—C44B | 1.503 (3) |
O3—C15 | 1.303 (2) | C43B—H43C | 0.9900 |
C15—C16 | 1.418 (3) | C43B—H43D | 0.9900 |
C15—C20 | 1.423 (3) | C46B—C45B | 1.502 (3) |
C16—C17 | 1.379 (3) | C46B—H46C | 0.9900 |
C16—H16 | 0.9500 | C46B—H46D | 0.9900 |
C17—C18 | 1.395 (3) | C45B—C44B | 1.503 (4) |
C17—H17 | 0.9500 | C45B—H45C | 0.9900 |
C18—C19 | 1.378 (3) | C45B—H45D | 0.9900 |
C18—H18 | 0.9500 | C44B—H44C | 0.9900 |
C19—C20 | 1.413 (3) | C44B—H44D | 0.9900 |
C19—H19 | 0.9500 | O8A—C47A | 1.435 (4) |
C20—C21 | 1.450 (3) | O8A—C50A | 1.437 (4) |
C21—N2 | 1.296 (3) | C47A—C48A | 1.507 (3) |
C21—H21 | 0.9500 | C47A—H47A | 0.9900 |
N2—C22 | 1.431 (2) | C47A—H47B | 0.9900 |
C22—C23 | 1.395 (3) | C48A—C49A | 1.504 (3) |
C22—C27 | 1.400 (3) | C48A—H48A | 0.9900 |
C23—C24 | 1.388 (3) | C48A—H48B | 0.9900 |
C23—H23 | 0.9500 | C49A—C50A | 1.501 (3) |
C24—C25 | 1.383 (3) | C49A—H49A | 0.9900 |
C24—H24 | 0.9500 | C49A—H49B | 0.9900 |
C25—C26 | 1.390 (3) | C50A—H50A | 0.9900 |
C25—H25 | 0.9500 | C50A—H50B | 0.9900 |
C26—C27 | 1.387 (3) | O8B—C47B | 1.434 (4) |
C26—H26 | 0.9500 | O8B—C50B | 1.436 (4) |
C27—O4 | 1.380 (2) | C47B—C48B | 1.501 (3) |
O4—C28 | 1.438 (2) | C47B—H47C | 0.9900 |
C28—H28A | 0.9800 | C47B—H47D | 0.9900 |
C28—H28B | 0.9800 | C49B—C50B | 1.504 (3) |
C28—H28C | 0.9800 | C49B—C48B | 1.505 (3) |
O5—C29 | 1.291 (3) | C49B—H49C | 0.9900 |
C29—C30 | 1.422 (3) | C49B—H49D | 0.9900 |
C29—C34 | 1.426 (3) | C48B—H48C | 0.9900 |
C30—C31 | 1.378 (3) | C48B—H48D | 0.9900 |
C30—H30 | 0.9500 | C50B—H50C | 0.9900 |
C31—C32 | 1.398 (4) | C50B—H50D | 0.9900 |
C31—H31 | 0.9500 | ||
O3—Nd1—O5 | 149.61 (5) | C29—C30—H30 | 119.3 |
O3—Nd1—O1 | 95.98 (5) | C30—C31—C32 | 120.8 (2) |
O5—Nd1—O1 | 83.53 (5) | C30—C31—H31 | 119.6 |
O3—Nd1—O4 | 126.54 (5) | C32—C31—H31 | 119.6 |
O5—Nd1—O4 | 82.02 (5) | C33—C32—C31 | 119.3 (2) |
O1—Nd1—O4 | 70.26 (5) | C33—C32—H32 | 120.4 |
O3—Nd1—N1 | 75.80 (5) | C31—C32—H32 | 120.4 |
O5—Nd1—N1 | 75.80 (5) | C32—C33—C34 | 121.8 (2) |
O1—Nd1—N1 | 68.58 (5) | C32—C33—H33 | 119.1 |
O4—Nd1—N1 | 134.87 (5) | C34—C33—H33 | 119.1 |
O3—Nd1—O2 | 80.34 (5) | C33—C34—C29 | 119.3 (2) |
O5—Nd1—O2 | 75.98 (5) | C33—C34—C35 | 117.6 (2) |
O1—Nd1—O2 | 126.91 (5) | C29—C34—C35 | 123.02 (19) |
O4—Nd1—O2 | 149.33 (5) | N3—C35—C34 | 127.2 (2) |
N1—Nd1—O2 | 59.12 (5) | N3—C35—H35 | 116.4 |
O3—Nd1—N2 | 71.38 (5) | C34—C35—H35 | 116.4 |
O5—Nd1—N2 | 138.97 (5) | C35—N3—C36 | 116.84 (19) |
O1—Nd1—N2 | 96.88 (5) | C35—N3—Nd1 | 130.13 (15) |
O4—Nd1—N2 | 60.17 (5) | C36—N3—Nd1 | 112.85 (13) |
N1—Nd1—N2 | 142.39 (5) | C41—C36—C37 | 119.3 (2) |
O2—Nd1—N2 | 130.04 (5) | C41—C36—N3 | 117.1 (2) |
O3—Nd1—N3 | 128.04 (6) | C37—C36—N3 | 123.5 (2) |
O5—Nd1—N3 | 67.78 (5) | C38—C37—C36 | 120.1 (3) |
O1—Nd1—N3 | 132.20 (5) | C38—C37—H37 | 120.0 |
O4—Nd1—N3 | 68.59 (5) | C36—C37—H37 | 120.0 |
N1—Nd1—N3 | 132.91 (5) | C39—C38—C37 | 119.9 (3) |
O2—Nd1—N3 | 83.30 (5) | C39—C38—H38 | 120.1 |
N2—Nd1—N3 | 82.99 (5) | C37—C38—H38 | 120.1 |
O3—Nd1—O6 | 72.47 (5) | C38—C39—C40 | 121.4 (3) |
O5—Nd1—O6 | 111.98 (5) | C38—C39—H39 | 119.3 |
O1—Nd1—O6 | 164.14 (5) | C40—C39—H39 | 119.3 |
O4—Nd1—O6 | 107.47 (5) | C41—C40—C39 | 118.6 (3) |
N1—Nd1—O6 | 117.17 (5) | C41—C40—H40 | 120.7 |
O2—Nd1—O6 | 63.04 (5) | C39—C40—H40 | 120.7 |
N2—Nd1—O6 | 69.45 (5) | O6—C41—C40 | 124.4 (2) |
N3—Nd1—O6 | 56.20 (5) | O6—C41—C36 | 114.78 (19) |
C1—O1—Nd1 | 131.31 (13) | C40—C41—C36 | 120.8 (2) |
O1—C1—C2 | 120.7 (2) | C41—O6—C42 | 117.70 (19) |
O1—C1—C6 | 122.53 (19) | C41—O6—Nd1 | 110.41 (13) |
C2—C1—C6 | 116.8 (2) | C42—O6—Nd1 | 123.21 (15) |
C3—C2—C1 | 121.8 (2) | O6—C42—H42A | 109.5 |
C3—C2—H2 | 119.1 | O6—C42—H42B | 109.5 |
C1—C2—H2 | 119.1 | H42A—C42—H42B | 109.5 |
C2—C3—C4 | 121.1 (2) | O6—C42—H42C | 109.5 |
C2—C3—H3 | 119.4 | H42A—C42—H42C | 109.5 |
C4—C3—H3 | 119.4 | H42B—C42—H42C | 109.5 |
C5—C4—C3 | 118.4 (2) | C43A—O7A—C46A | 102.7 (7) |
C5—C4—H4 | 120.8 | O7A—C43A—C44A | 107.6 (6) |
C3—C4—H4 | 120.8 | O7A—C43A—H43A | 110.2 |
C4—C5—C6 | 122.0 (2) | C44A—C43A—H43A | 110.2 |
C4—C5—H5 | 119.0 | O7A—C43A—H43B | 110.2 |
C6—C5—H5 | 119.0 | C44A—C43A—H43B | 110.2 |
C5—C6—C1 | 119.7 (2) | H43A—C43A—H43B | 108.5 |
C5—C6—C7 | 117.5 (2) | O7A—C46A—C45A | 105.4 (6) |
C1—C6—C7 | 122.74 (19) | O7A—C46A—H46A | 110.7 |
N1—C7—C6 | 125.71 (19) | C45A—C46A—H46A | 110.7 |
N1—C7—H7 | 117.1 | O7A—C46A—H46B | 110.7 |
C6—C7—H7 | 117.1 | C45A—C46A—H46B | 110.7 |
C7—N1—C8 | 118.07 (18) | H46A—C46A—H46B | 108.8 |
C7—N1—Nd1 | 125.63 (14) | C46A—C45A—C44A | 97.7 (6) |
C8—N1—Nd1 | 115.33 (13) | C46A—C45A—H45A | 112.2 |
C13—C8—C9 | 119.0 (2) | C44A—C45A—H45A | 112.2 |
C13—C8—N1 | 116.70 (18) | C46A—C45A—H45B | 112.2 |
C9—C8—N1 | 124.2 (2) | C44A—C45A—H45B | 112.2 |
C10—C9—C8 | 119.9 (2) | H45A—C45A—H45B | 109.8 |
C10—C9—H9 | 120.0 | C43A—C44A—C45A | 105.0 (6) |
C8—C9—H9 | 120.0 | C43A—C44A—H44A | 110.7 |
C11—C10—C9 | 120.2 (2) | C45A—C44A—H44A | 110.7 |
C11—C10—H10 | 119.9 | C43A—C44A—H44B | 110.7 |
C9—C10—H10 | 119.9 | C45A—C44A—H44B | 110.7 |
C10—C11—C12 | 120.7 (2) | H44A—C44A—H44B | 108.8 |
C10—C11—H11 | 119.6 | C46B—O7B—C43B | 104.7 (18) |
C12—C11—H11 | 119.6 | O7B—C43B—C44B | 113.7 (17) |
C13—C12—C11 | 119.0 (2) | O7B—C43B—H43C | 108.8 |
C13—C12—H12 | 120.5 | C44B—C43B—H43C | 108.8 |
C11—C12—H12 | 120.5 | O7B—C43B—H43D | 108.8 |
C12—C13—O2 | 124.0 (2) | C44B—C43B—H43D | 108.8 |
C12—C13—C8 | 121.1 (2) | H43C—C43B—H43D | 107.7 |
O2—C13—C8 | 114.98 (18) | O7B—C46B—C45B | 102.9 (15) |
C13—O2—C14 | 116.81 (18) | O7B—C46B—H46C | 111.2 |
C13—O2—Nd1 | 115.79 (13) | C45B—C46B—H46C | 111.2 |
C14—O2—Nd1 | 127.28 (14) | O7B—C46B—H46D | 111.2 |
O2—C14—H14A | 109.5 | C45B—C46B—H46D | 111.2 |
O2—C14—H14B | 109.5 | H46C—C46B—H46D | 109.1 |
H14A—C14—H14B | 109.5 | C46B—C45B—C44B | 106.6 (14) |
O2—C14—H14C | 109.5 | C46B—C45B—H45C | 110.4 |
H14A—C14—H14C | 109.5 | C44B—C45B—H45C | 110.4 |
H14B—C14—H14C | 109.5 | C46B—C45B—H45D | 110.4 |
C15—O3—Nd1 | 145.19 (13) | C44B—C45B—H45D | 110.4 |
O3—C15—C16 | 119.99 (19) | H45C—C45B—H45D | 108.6 |
O3—C15—C20 | 122.68 (18) | C43B—C44B—C45B | 96.6 (15) |
C16—C15—C20 | 117.33 (18) | C43B—C44B—H44C | 112.4 |
C17—C16—C15 | 121.6 (2) | C45B—C44B—H44C | 112.4 |
C17—C16—H16 | 119.2 | C43B—C44B—H44D | 112.4 |
C15—C16—H16 | 119.2 | C45B—C44B—H44D | 112.4 |
C16—C17—C18 | 121.1 (2) | H44C—C44B—H44D | 110.0 |
C16—C17—H17 | 119.5 | C47A—O8A—C50A | 99.7 (6) |
C18—C17—H17 | 119.5 | O8A—C47A—C48A | 104.3 (5) |
C19—C18—C17 | 118.6 (2) | O8A—C47A—H47A | 110.9 |
C19—C18—H18 | 120.7 | C48A—C47A—H47A | 110.9 |
C17—C18—H18 | 120.7 | O8A—C47A—H47B | 110.9 |
C18—C19—C20 | 122.0 (2) | C48A—C47A—H47B | 110.9 |
C18—C19—H19 | 119.0 | H47A—C47A—H47B | 108.9 |
C20—C19—H19 | 119.0 | C49A—C48A—C47A | 98.4 (5) |
C19—C20—C15 | 119.30 (18) | C49A—C48A—H48A | 112.1 |
C19—C20—C21 | 116.30 (18) | C47A—C48A—H48A | 112.1 |
C15—C20—C21 | 124.40 (18) | C49A—C48A—H48B | 112.1 |
N2—C21—C20 | 128.47 (19) | C47A—C48A—H48B | 112.1 |
N2—C21—H21 | 115.8 | H48A—C48A—H48B | 109.7 |
C20—C21—H21 | 115.8 | C50A—C49A—C48A | 103.5 (5) |
C21—N2—C22 | 116.29 (17) | C50A—C49A—H49A | 111.1 |
C21—N2—Nd1 | 126.67 (13) | C48A—C49A—H49A | 111.1 |
C22—N2—Nd1 | 116.80 (12) | C50A—C49A—H49B | 111.1 |
C23—C22—C27 | 118.03 (19) | C48A—C49A—H49B | 111.1 |
C23—C22—N2 | 124.43 (18) | H49A—C49A—H49B | 109.0 |
C27—C22—N2 | 117.43 (18) | O8A—C50A—C49A | 109.0 (5) |
C24—C23—C22 | 121.0 (2) | O8A—C50A—H50A | 109.9 |
C24—C23—H23 | 119.5 | C49A—C50A—H50A | 109.9 |
C22—C23—H23 | 119.5 | O8A—C50A—H50B | 109.9 |
C25—C24—C23 | 119.8 (2) | C49A—C50A—H50B | 109.9 |
C25—C24—H24 | 120.1 | H50A—C50A—H50B | 108.3 |
C23—C24—H24 | 120.1 | C47B—O8B—C50B | 112.2 (11) |
C24—C25—C26 | 120.7 (2) | O8B—C47B—C48B | 103.6 (10) |
C24—C25—H25 | 119.7 | O8B—C47B—H47C | 111.0 |
C26—C25—H25 | 119.7 | C48B—C47B—H47C | 111.0 |
C27—C26—C25 | 119.1 (2) | O8B—C47B—H47D | 111.0 |
C27—C26—H26 | 120.5 | C48B—C47B—H47D | 111.0 |
C25—C26—H26 | 120.5 | H47C—C47B—H47D | 109.0 |
O4—C27—C26 | 123.12 (19) | C50B—C49B—C48B | 108.0 (9) |
O4—C27—C22 | 115.40 (17) | C50B—C49B—H49C | 110.1 |
C26—C27—C22 | 121.49 (19) | C48B—C49B—H49C | 110.1 |
C27—O4—C28 | 117.21 (16) | C50B—C49B—H49D | 110.1 |
C27—O4—Nd1 | 121.61 (12) | C48B—C49B—H49D | 110.1 |
C28—O4—Nd1 | 117.50 (12) | H49C—C49B—H49D | 108.4 |
O4—C28—H28A | 109.5 | C47B—C48B—C49B | 98.9 (10) |
O4—C28—H28B | 109.5 | C47B—C48B—H48C | 112.0 |
H28A—C28—H28B | 109.5 | C49B—C48B—H48C | 112.0 |
O4—C28—H28C | 109.5 | C47B—C48B—H48D | 112.0 |
H28A—C28—H28C | 109.5 | C49B—C48B—H48D | 112.0 |
H28B—C28—H28C | 109.5 | H48C—C48B—H48D | 109.7 |
C29—O5—Nd1 | 148.97 (14) | O8B—C50B—C49B | 101.4 (9) |
O5—C29—C30 | 120.0 (2) | O8B—C50B—H50C | 111.5 |
O5—C29—C34 | 122.60 (19) | C49B—C50B—H50C | 111.5 |
C30—C29—C34 | 117.4 (2) | O8B—C50B—H50D | 111.5 |
C31—C30—C29 | 121.4 (2) | C49B—C50B—H50D | 111.5 |
C31—C30—H30 | 119.3 | H50C—C50B—H50D | 109.3 |
Nd1—O1—C1—C2 | −133.63 (18) | C23—C22—C27—O4 | 177.93 (18) |
Nd1—O1—C1—C6 | 46.4 (3) | N2—C22—C27—O4 | 1.6 (3) |
O1—C1—C2—C3 | 176.5 (2) | C23—C22—C27—C26 | −1.4 (3) |
C6—C1—C2—C3 | −3.6 (3) | N2—C22—C27—C26 | −177.8 (2) |
C1—C2—C3—C4 | 1.9 (4) | C26—C27—O4—C28 | −3.9 (3) |
C2—C3—C4—C5 | 0.9 (4) | C22—C27—O4—C28 | 176.77 (19) |
C3—C4—C5—C6 | −1.9 (4) | C26—C27—O4—Nd1 | 153.98 (17) |
C4—C5—C6—C1 | 0.1 (3) | C22—C27—O4—Nd1 | −25.4 (2) |
C4—C5—C6—C7 | 178.7 (2) | Nd1—O5—C29—C30 | 176.72 (18) |
O1—C1—C6—C5 | −177.5 (2) | Nd1—O5—C29—C34 | −3.6 (4) |
C2—C1—C6—C5 | 2.6 (3) | O5—C29—C30—C31 | 179.4 (2) |
O1—C1—C6—C7 | 4.0 (3) | C34—C29—C30—C31 | −0.3 (3) |
C2—C1—C6—C7 | −176.0 (2) | C29—C30—C31—C32 | −0.9 (4) |
C5—C6—C7—N1 | 166.2 (2) | C30—C31—C32—C33 | 1.2 (4) |
C1—C6—C7—N1 | −15.2 (3) | C31—C32—C33—C34 | −0.4 (4) |
C6—C7—N1—C8 | 176.34 (19) | C32—C33—C34—C29 | −0.8 (3) |
C6—C7—N1—Nd1 | −15.5 (3) | C32—C33—C34—C35 | 176.9 (2) |
C7—N1—C8—C13 | 136.6 (2) | O5—C29—C34—C33 | −178.6 (2) |
Nd1—N1—C8—C13 | −32.8 (2) | C30—C29—C34—C33 | 1.1 (3) |
C7—N1—C8—C9 | −46.5 (3) | O5—C29—C34—C35 | 3.8 (3) |
Nd1—N1—C8—C9 | 144.17 (17) | C30—C29—C34—C35 | −176.5 (2) |
C13—C8—C9—C10 | 0.8 (3) | C33—C34—C35—N3 | −176.8 (2) |
N1—C8—C9—C10 | −176.06 (19) | C29—C34—C35—N3 | 0.8 (4) |
C8—C9—C10—C11 | −2.5 (3) | C34—C35—N3—C36 | 179.7 (2) |
C9—C10—C11—C12 | 1.6 (4) | C34—C35—N3—Nd1 | −5.6 (3) |
C10—C11—C12—C13 | 1.0 (4) | C35—N3—C36—C41 | −143.2 (2) |
C11—C12—C13—O2 | 176.7 (2) | Nd1—N3—C36—C41 | 41.2 (2) |
C11—C12—C13—C8 | −2.7 (4) | C35—N3—C36—C37 | 40.6 (3) |
C9—C8—C13—C12 | 1.8 (3) | Nd1—N3—C36—C37 | −135.0 (2) |
N1—C8—C13—C12 | 178.9 (2) | C41—C36—C37—C38 | 0.9 (4) |
C9—C8—C13—O2 | −177.62 (18) | N3—C36—C37—C38 | 177.1 (2) |
N1—C8—C13—O2 | −0.5 (3) | C36—C37—C38—C39 | −0.4 (4) |
C12—C13—O2—C14 | 29.9 (3) | C37—C38—C39—C40 | −0.1 (4) |
C8—C13—O2—C14 | −150.7 (2) | C38—C39—C40—C41 | 0.2 (4) |
C12—C13—O2—Nd1 | −146.27 (19) | C39—C40—C41—O6 | −178.6 (2) |
C8—C13—O2—Nd1 | 33.1 (2) | C39—C40—C41—C36 | 0.4 (4) |
Nd1—O3—C15—C16 | −168.17 (17) | C37—C36—C41—O6 | 178.1 (2) |
Nd1—O3—C15—C20 | 11.7 (4) | N3—C36—C41—O6 | 1.7 (3) |
O3—C15—C16—C17 | −177.6 (2) | C37—C36—C41—C40 | −0.9 (3) |
C20—C15—C16—C17 | 2.5 (3) | N3—C36—C41—C40 | −177.3 (2) |
C15—C16—C17—C18 | 0.0 (4) | C40—C41—O6—C42 | −10.2 (3) |
C16—C17—C18—C19 | −1.2 (4) | C36—C41—O6—C42 | 170.8 (2) |
C17—C18—C19—C20 | −0.3 (3) | C40—C41—O6—Nd1 | 138.6 (2) |
C18—C19—C20—C15 | 2.9 (3) | C36—C41—O6—Nd1 | −40.4 (2) |
C18—C19—C20—C21 | −177.3 (2) | C46A—O7A—C43A—C44A | 20.4 (11) |
O3—C15—C20—C19 | 176.26 (19) | C43A—O7A—C46A—C45A | −42.4 (11) |
C16—C15—C20—C19 | −3.9 (3) | O7A—C46A—C45A—C44A | 46.2 (10) |
O3—C15—C20—C21 | −3.6 (3) | O7A—C43A—C44A—C45A | 8.3 (12) |
C16—C15—C20—C21 | 176.3 (2) | C46A—C45A—C44A—C43A | −31.7 (10) |
C19—C20—C21—N2 | 172.4 (2) | C46B—O7B—C43B—C44B | −7 (3) |
C15—C20—C21—N2 | −7.8 (3) | C43B—O7B—C46B—C45B | 28 (3) |
C20—C21—N2—C22 | −174.1 (2) | O7B—C46B—C45B—C44B | −41 (3) |
C20—C21—N2—Nd1 | 11.7 (3) | O7B—C43B—C44B—C45B | −17 (3) |
C21—N2—C22—C23 | 30.3 (3) | C46B—C45B—C44B—C43B | 34 (2) |
Nd1—N2—C22—C23 | −155.00 (16) | C50A—O8A—C47A—C48A | 48.0 (8) |
C21—N2—C22—C27 | −153.67 (19) | O8A—C47A—C48A—C49A | −48.3 (8) |
Nd1—N2—C22—C27 | 21.1 (2) | C47A—C48A—C49A—C50A | 28.1 (7) |
C27—C22—C23—C24 | 1.6 (3) | C47A—O8A—C50A—C49A | −28.7 (8) |
N2—C22—C23—C24 | 177.6 (2) | C48A—C49A—C50A—O8A | −0.7 (8) |
C22—C23—C24—C25 | −0.7 (3) | C50B—O8B—C47B—C48B | 28.7 (18) |
C23—C24—C25—C26 | −0.3 (4) | O8B—C47B—C48B—C49B | −38.0 (15) |
C24—C25—C26—C27 | 0.5 (4) | C50B—C49B—C48B—C47B | 36.4 (14) |
C25—C26—C27—O4 | −178.9 (2) | C47B—O8B—C50B—C49B | −5.4 (15) |
C25—C26—C27—C22 | 0.4 (3) | C48B—C49B—C50B—O8B | −20.3 (13) |
D—H···A | D—H | H···A | D···A | D—H···A |
C28—H28B···O5 | 0.98 | 2.61 | 3.174 (3) | 117 |
C35—H35···O8Aai | 0.95 | 2.54 | 3.413 (6) | 153 |
C40—H40···O7Aaii | 0.95 | 2.63 | 3.545 (7) | 161 |
Symmetry codes: (i) x+1, y, z; (ii) −x+2, −y+1, −z+1. |
[Y(C14H12NO2)3] | Z = 4 |
Mr = 767.65 | F(000) = 1584 |
Triclinic, P1 | Dx = 1.435 Mg m−3 |
a = 12.1048 (10) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 17.5475 (14) Å | Cell parameters from 7148 reflections |
c = 18.7959 (15) Å | θ = 2.2–26.8° |
α = 114.881 (1)° | µ = 1.70 mm−1 |
β = 91.885 (2)° | T = 120 K |
γ = 99.171 (1)° | Block, colourless |
V = 3553.2 (5) Å3 | 0.40 × 0.40 × 0.30 mm |
Bruker APEXII CCD diffractometer | 17098 independent reflections |
Radiation source: fine-focus sealed tube | 11818 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.061 |
φ and ω scans | θmax = 28.0°, θmin = 1.3° |
Absorption correction: multi-scan (SADABS; Bruker, 2008) | h = −15→15 |
Tmin = 0.532, Tmax = 0.648 | k = −23→23 |
40107 measured reflections | l = −24→24 |
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)] = 0.060 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.150 | H-atom parameters constrained |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0619P)2 + 5.3422P] where P = (Fo2 + 2Fc2)/3 |
17098 reflections | (Δ/σ)max = 0.001 |
943 parameters | Δρmax = 1.48 e Å−3 |
0 restraints | Δρmin = −1.15 e Å−3 |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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 | ||
Y1 | 0.14356 (3) | 0.28611 (2) | 0.31689 (2) | 0.01444 (9) | |
Y2 | 0.74275 (3) | 0.72438 (2) | 0.19637 (2) | 0.01629 (10) | |
O1 | 0.1323 (2) | 0.40353 (16) | 0.41977 (16) | 0.0180 (6) | |
C1 | 0.1714 (3) | 0.4855 (2) | 0.4588 (2) | 0.0158 (8) | |
C2 | 0.1348 (3) | 0.5330 (2) | 0.5324 (2) | 0.0176 (8) | |
H2 | 0.082449 | 0.504418 | 0.553901 | 0.021* | |
C3 | 0.1733 (3) | 0.6205 (3) | 0.5741 (2) | 0.0204 (8) | |
H3 | 0.145762 | 0.651128 | 0.622816 | 0.025* | |
C4 | 0.2524 (3) | 0.6637 (3) | 0.5448 (3) | 0.0222 (9) | |
H4 | 0.279167 | 0.723578 | 0.573581 | 0.027* | |
C5 | 0.2911 (3) | 0.6189 (2) | 0.4740 (2) | 0.0189 (8) | |
H5 | 0.345459 | 0.648461 | 0.454515 | 0.023* | |
C6 | 0.2522 (3) | 0.5301 (2) | 0.4295 (2) | 0.0171 (8) | |
C7 | 0.2962 (3) | 0.4901 (3) | 0.3550 (3) | 0.0218 (9) | |
H7 | 0.352229 | 0.525721 | 0.342533 | 0.026* | |
N1 | 0.2682 (3) | 0.4112 (2) | 0.3031 (2) | 0.0200 (7) | |
C8 | 0.3248 (4) | 0.3898 (3) | 0.2320 (3) | 0.0271 (10) | |
C9 | 0.2630 (5) | 0.3703 (3) | 0.1609 (3) | 0.0372 (12) | |
H9 | 0.185265 | 0.372926 | 0.159264 | 0.045* | |
C10 | 0.3166 (5) | 0.3463 (3) | 0.0908 (3) | 0.0450 (13) | |
H10 | 0.275327 | 0.332623 | 0.041714 | 0.054* | |
C11 | 0.4297 (5) | 0.3432 (3) | 0.0949 (3) | 0.0451 (14) | |
H11 | 0.465814 | 0.326959 | 0.048039 | 0.054* | |
C12 | 0.4915 (4) | 0.3631 (3) | 0.1651 (3) | 0.0402 (13) | |
H12 | 0.569434 | 0.360819 | 0.166563 | 0.048* | |
C13 | 0.4386 (4) | 0.3869 (3) | 0.2347 (3) | 0.0326 (11) | |
O2 | 0.4909 (3) | 0.4100 (2) | 0.3065 (2) | 0.0421 (9) | |
C14 | 0.6065 (4) | 0.4030 (4) | 0.3124 (4) | 0.0558 (16) | |
H14A | 0.631387 | 0.414339 | 0.366608 | 0.084* | |
H14B | 0.652298 | 0.444794 | 0.298171 | 0.084* | |
H14C | 0.615092 | 0.345152 | 0.276312 | 0.084* | |
O3 | −0.0312 (2) | 0.22911 (17) | 0.31670 (16) | 0.0178 (6) | |
C15 | −0.0964 (3) | 0.1601 (2) | 0.3129 (2) | 0.0161 (8) | |
C16 | −0.2129 (3) | 0.1434 (3) | 0.2874 (2) | 0.0210 (8) | |
H16 | −0.242371 | 0.181319 | 0.271085 | 0.025* | |
C17 | −0.2841 (3) | 0.0727 (3) | 0.2859 (2) | 0.0231 (9) | |
H17 | −0.361947 | 0.063022 | 0.268829 | 0.028* | |
C18 | −0.2437 (4) | 0.0153 (3) | 0.3089 (3) | 0.0253 (9) | |
H18 | −0.293855 | −0.032195 | 0.309068 | 0.030* | |
C19 | −0.1302 (3) | 0.0285 (3) | 0.3314 (2) | 0.0229 (9) | |
H19 | −0.102231 | −0.010748 | 0.346634 | 0.027* | |
C20 | −0.0545 (3) | 0.0993 (2) | 0.3324 (2) | 0.0182 (8) | |
C21 | 0.0631 (3) | 0.1049 (2) | 0.3512 (2) | 0.0195 (8) | |
H21 | 0.082563 | 0.062504 | 0.365582 | 0.023* | |
N2 | 0.1458 (3) | 0.1616 (2) | 0.35059 (19) | 0.0168 (7) | |
C22 | 0.2575 (3) | 0.1516 (3) | 0.3661 (2) | 0.0189 (8) | |
C23 | 0.2913 (4) | 0.0729 (3) | 0.3401 (3) | 0.0237 (9) | |
H23 | 0.237546 | 0.021534 | 0.312716 | 0.028* | |
C24 | 0.4042 (4) | 0.0691 (3) | 0.3541 (3) | 0.0259 (9) | |
H24 | 0.426721 | 0.015279 | 0.336944 | 0.031* | |
C25 | 0.4823 (3) | 0.1435 (3) | 0.3929 (3) | 0.0253 (9) | |
H25 | 0.558800 | 0.140690 | 0.402113 | 0.030* | |
C26 | 0.4508 (3) | 0.2229 (3) | 0.4188 (2) | 0.0232 (9) | |
H26 | 0.505204 | 0.274077 | 0.445274 | 0.028* | |
C27 | 0.3387 (3) | 0.2262 (3) | 0.4055 (2) | 0.0182 (8) | |
O4 | 0.2984 (2) | 0.30172 (17) | 0.42623 (16) | 0.0200 (6) | |
C28 | 0.3771 (4) | 0.3798 (3) | 0.4735 (3) | 0.0342 (11) | |
H28A | 0.411866 | 0.375249 | 0.519053 | 0.051* | |
H28B | 0.337253 | 0.427923 | 0.491967 | 0.051* | |
H28C | 0.435542 | 0.389219 | 0.441700 | 0.051* | |
O5 | 0.2866 (2) | 0.23512 (17) | 0.25958 (16) | 0.0185 (6) | |
C29 | 0.3171 (3) | 0.1823 (2) | 0.1944 (2) | 0.0164 (8) | |
C30 | 0.4276 (3) | 0.1641 (3) | 0.1938 (2) | 0.0221 (9) | |
H30 | 0.477522 | 0.190481 | 0.241201 | 0.026* | |
C31 | 0.4630 (4) | 0.1090 (3) | 0.1259 (3) | 0.0263 (9) | |
H31 | 0.537349 | 0.098188 | 0.126992 | 0.032* | |
C32 | 0.3919 (4) | 0.0687 (3) | 0.0553 (3) | 0.0275 (10) | |
H32 | 0.416923 | 0.029823 | 0.008826 | 0.033* | |
C33 | 0.2845 (4) | 0.0857 (3) | 0.0537 (3) | 0.0242 (9) | |
H33 | 0.236152 | 0.058609 | 0.005596 | 0.029* | |
C34 | 0.2455 (3) | 0.1426 (2) | 0.1222 (2) | 0.0184 (8) | |
C35 | 0.1335 (3) | 0.1586 (2) | 0.1150 (2) | 0.0183 (8) | |
H35 | 0.094891 | 0.133778 | 0.063226 | 0.022* | |
N3 | 0.0800 (3) | 0.2035 (2) | 0.17178 (19) | 0.0169 (7) | |
C36 | −0.0318 (3) | 0.2097 (3) | 0.1518 (2) | 0.0185 (8) | |
C37 | −0.1091 (3) | 0.1431 (3) | 0.0955 (2) | 0.0237 (9) | |
H37 | −0.087976 | 0.089457 | 0.066562 | 0.028* | |
C38 | −0.2182 (4) | 0.1538 (3) | 0.0807 (3) | 0.0265 (9) | |
H38 | −0.271140 | 0.107393 | 0.042314 | 0.032* | |
C39 | −0.2485 (4) | 0.2312 (3) | 0.1215 (3) | 0.0268 (9) | |
H39 | −0.322024 | 0.238795 | 0.110373 | 0.032* | |
C40 | −0.1721 (3) | 0.2995 (3) | 0.1798 (3) | 0.0227 (9) | |
H40 | −0.193764 | 0.353003 | 0.208605 | 0.027* | |
C41 | −0.0647 (3) | 0.2879 (2) | 0.1947 (2) | 0.0183 (8) | |
O6 | 0.0166 (2) | 0.34911 (17) | 0.25182 (16) | 0.0199 (6) | |
C42 | 0.0019 (4) | 0.4359 (2) | 0.2818 (3) | 0.0222 (9) | |
H42A | −0.002371 | 0.452641 | 0.238290 | 0.033* | |
H42B | 0.065815 | 0.473192 | 0.320690 | 0.033* | |
H42C | −0.067925 | 0.441555 | 0.306924 | 0.033* | |
O7 | 0.6765 (2) | 0.60508 (17) | 0.09330 (16) | 0.0209 (6) | |
C43 | 0.6828 (3) | 0.5248 (3) | 0.0546 (2) | 0.0187 (8) | |
C44 | 0.6269 (3) | 0.4744 (3) | −0.0217 (2) | 0.0219 (8) | |
H44 | 0.585702 | 0.500108 | −0.046408 | 0.026* | |
C45 | 0.6301 (4) | 0.3886 (3) | −0.0615 (3) | 0.0260 (9) | |
H45 | 0.588700 | 0.355932 | −0.112123 | 0.031* | |
C46 | 0.6936 (4) | 0.3490 (3) | −0.0285 (3) | 0.0271 (9) | |
H46 | 0.696883 | 0.290149 | −0.056746 | 0.032* | |
C47 | 0.7506 (4) | 0.3965 (3) | 0.0450 (3) | 0.0247 (9) | |
H47 | 0.793486 | 0.369590 | 0.067460 | 0.030* | |
C48 | 0.7481 (3) | 0.4843 (2) | 0.0890 (2) | 0.0192 (8) | |
C49 | 0.8085 (3) | 0.5279 (3) | 0.1663 (3) | 0.0217 (9) | |
H49 | 0.847097 | 0.494214 | 0.183069 | 0.026* | |
N4 | 0.8174 (3) | 0.6067 (2) | 0.2161 (2) | 0.0180 (7) | |
C50 | 0.8838 (3) | 0.6296 (2) | 0.2907 (2) | 0.0202 (8) | |
C51 | 0.8323 (4) | 0.6430 (3) | 0.3581 (3) | 0.0243 (9) | |
H51 | 0.752651 | 0.636386 | 0.355351 | 0.029* | |
C52 | 0.8943 (4) | 0.6661 (3) | 0.4297 (3) | 0.0294 (10) | |
H52 | 0.857939 | 0.675444 | 0.475918 | 0.035* | |
C53 | 1.0108 (4) | 0.6753 (3) | 0.4326 (3) | 0.0311 (10) | |
H53 | 1.054344 | 0.691104 | 0.481375 | 0.037* | |
C54 | 1.0643 (4) | 0.6617 (3) | 0.3657 (3) | 0.0277 (10) | |
H54 | 1.144046 | 0.668761 | 0.368892 | 0.033* | |
C55 | 1.0019 (3) | 0.6379 (3) | 0.2939 (3) | 0.0242 (9) | |
O8 | 1.0453 (2) | 0.6199 (2) | 0.22317 (19) | 0.0312 (7) | |
C56 | 1.1646 (4) | 0.6269 (4) | 0.2240 (3) | 0.0412 (13) | |
H56A | 1.184799 | 0.609879 | 0.170079 | 0.062* | |
H56B | 1.189266 | 0.589318 | 0.245276 | 0.062* | |
H56C | 1.201624 | 0.686226 | 0.257157 | 0.062* | |
O9 | 0.5817 (2) | 0.76673 (18) | 0.20159 (17) | 0.0220 (6) | |
C57 | 0.5248 (3) | 0.8147 (2) | 0.1849 (2) | 0.0168 (8) | |
C58 | 0.4155 (3) | 0.8239 (3) | 0.2098 (2) | 0.0204 (8) | |
H58 | 0.385215 | 0.795667 | 0.240197 | 0.024* | |
C59 | 0.3532 (3) | 0.8733 (3) | 0.1904 (2) | 0.0213 (8) | |
H59 | 0.280277 | 0.877627 | 0.207082 | 0.026* | |
C60 | 0.3952 (4) | 0.9166 (3) | 0.1470 (3) | 0.0323 (11) | |
H60 | 0.351881 | 0.950259 | 0.133646 | 0.039* | |
C61 | 0.5004 (4) | 0.9096 (3) | 0.1241 (3) | 0.0355 (12) | |
H61 | 0.529823 | 0.939545 | 0.094807 | 0.043* | |
C62 | 0.5670 (3) | 0.8599 (3) | 0.1422 (3) | 0.0231 (9) | |
C63 | 0.6811 (3) | 0.8648 (3) | 0.1216 (3) | 0.0239 (9) | |
H63 | 0.702287 | 0.898228 | 0.093810 | 0.029* | |
N5 | 0.7579 (3) | 0.8281 (2) | 0.1372 (2) | 0.0180 (7) | |
C64 | 0.8691 (3) | 0.8540 (3) | 0.1212 (2) | 0.0187 (8) | |
C65 | 0.9137 (4) | 0.9377 (3) | 0.1381 (3) | 0.0261 (9) | |
H65 | 0.868512 | 0.980227 | 0.157638 | 0.031* | |
C66 | 1.0254 (4) | 0.9602 (3) | 0.1266 (3) | 0.0292 (10) | |
H66 | 1.056509 | 1.018046 | 0.138558 | 0.035* | |
C67 | 1.0901 (4) | 0.8982 (3) | 0.0977 (3) | 0.0306 (11) | |
H67 | 1.165745 | 0.913632 | 0.089304 | 0.037* | |
C68 | 1.0467 (3) | 0.8133 (3) | 0.0806 (3) | 0.0273 (10) | |
H68 | 1.091892 | 0.770927 | 0.060455 | 0.033* | |
C69 | 0.9352 (3) | 0.7914 (3) | 0.0936 (2) | 0.0214 (8) | |
O10 | 0.8830 (2) | 0.71108 (18) | 0.08161 (17) | 0.0241 (6) | |
C70 | 0.9498 (5) | 0.6448 (3) | 0.0580 (4) | 0.0472 (14) | |
H70A | 0.981466 | 0.639397 | 0.009170 | 0.071* | |
H70B | 0.902170 | 0.590230 | 0.049189 | 0.071* | |
H70C | 1.011136 | 0.659799 | 0.099740 | 0.071* | |
O11 | 0.9150 (2) | 0.79074 (18) | 0.24660 (16) | 0.0206 (6) | |
C71 | 0.9830 (3) | 0.8307 (2) | 0.3115 (2) | 0.0176 (8) | |
C72 | 1.1013 (3) | 0.8479 (3) | 0.3072 (3) | 0.0236 (9) | |
H72 | 1.128749 | 0.831896 | 0.257161 | 0.028* | |
C73 | 1.1761 (3) | 0.8874 (3) | 0.3748 (3) | 0.0252 (9) | |
H73 | 1.254348 | 0.898300 | 0.370344 | 0.030* | |
C74 | 1.1398 (4) | 0.9118 (3) | 0.4496 (3) | 0.0268 (9) | |
H74 | 1.192260 | 0.938250 | 0.495835 | 0.032* | |
C75 | 1.0249 (4) | 0.8963 (3) | 0.4545 (3) | 0.0248 (9) | |
H75 | 0.999008 | 0.912603 | 0.505063 | 0.030* | |
C76 | 0.9460 (3) | 0.8575 (2) | 0.3873 (2) | 0.0190 (8) | |
C77 | 0.8282 (3) | 0.8452 (3) | 0.3989 (2) | 0.0193 (8) | |
H77 | 0.810580 | 0.867388 | 0.451850 | 0.023* | |
N6 | 0.7437 (3) | 0.8067 (2) | 0.3435 (2) | 0.0197 (7) | |
C78 | 0.6333 (3) | 0.8032 (3) | 0.3678 (2) | 0.0191 (8) | |
C79 | 0.5962 (3) | 0.8735 (3) | 0.4232 (3) | 0.0226 (9) | |
H79 | 0.646911 | 0.926699 | 0.449956 | 0.027* | |
C80 | 0.4841 (3) | 0.8657 (3) | 0.4393 (3) | 0.0252 (9) | |
H80 | 0.457849 | 0.913956 | 0.476084 | 0.030* | |
C81 | 0.4120 (4) | 0.7881 (3) | 0.4017 (3) | 0.0253 (9) | |
H81 | 0.336528 | 0.782771 | 0.414084 | 0.030* | |
C82 | 0.4473 (3) | 0.7173 (3) | 0.3458 (2) | 0.0201 (8) | |
H82 | 0.396487 | 0.664096 | 0.319735 | 0.024* | |
C83 | 0.5580 (3) | 0.7257 (3) | 0.3289 (2) | 0.0179 (8) | |
O12 | 0.6029 (2) | 0.66165 (17) | 0.27255 (16) | 0.0185 (6) | |
C84 | 0.5308 (4) | 0.5799 (3) | 0.2310 (3) | 0.0292 (10) | |
H84A | 0.509377 | 0.555752 | 0.268176 | 0.044* | |
H84B | 0.570580 | 0.541492 | 0.190593 | 0.044* | |
H84C | 0.463019 | 0.586438 | 0.205849 | 0.044* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Y1 | 0.01150 (18) | 0.01440 (18) | 0.01759 (19) | 0.00363 (14) | 0.00396 (14) | 0.00649 (15) |
Y2 | 0.01145 (18) | 0.01870 (19) | 0.0213 (2) | 0.00393 (14) | 0.00270 (14) | 0.01062 (16) |
O1 | 0.0164 (13) | 0.0150 (13) | 0.0198 (14) | 0.0002 (11) | 0.0055 (11) | 0.0055 (11) |
C1 | 0.0097 (17) | 0.0157 (18) | 0.022 (2) | 0.0034 (14) | 0.0005 (15) | 0.0080 (16) |
C2 | 0.0122 (17) | 0.0199 (19) | 0.019 (2) | 0.0021 (15) | 0.0030 (15) | 0.0067 (16) |
C3 | 0.0173 (19) | 0.023 (2) | 0.019 (2) | 0.0094 (16) | 0.0030 (16) | 0.0049 (17) |
C4 | 0.0160 (19) | 0.0174 (19) | 0.028 (2) | 0.0016 (16) | −0.0008 (16) | 0.0055 (17) |
C5 | 0.0135 (18) | 0.0173 (19) | 0.024 (2) | −0.0008 (15) | −0.0005 (15) | 0.0086 (17) |
C6 | 0.0147 (18) | 0.0152 (18) | 0.023 (2) | 0.0051 (15) | 0.0033 (15) | 0.0089 (16) |
C7 | 0.0139 (19) | 0.021 (2) | 0.035 (2) | 0.0040 (16) | 0.0093 (17) | 0.0156 (19) |
N1 | 0.0188 (17) | 0.0172 (17) | 0.0254 (19) | 0.0059 (14) | 0.0107 (14) | 0.0089 (15) |
C8 | 0.031 (2) | 0.0137 (19) | 0.039 (3) | 0.0044 (17) | 0.019 (2) | 0.0125 (19) |
C9 | 0.060 (3) | 0.028 (2) | 0.025 (2) | 0.003 (2) | 0.007 (2) | 0.015 (2) |
C10 | 0.065 (4) | 0.042 (3) | 0.034 (3) | 0.011 (3) | 0.020 (3) | 0.021 (2) |
C11 | 0.063 (4) | 0.032 (3) | 0.045 (3) | 0.013 (3) | 0.025 (3) | 0.018 (3) |
C12 | 0.034 (3) | 0.023 (2) | 0.062 (4) | 0.008 (2) | 0.024 (3) | 0.014 (2) |
C13 | 0.034 (3) | 0.022 (2) | 0.039 (3) | 0.0013 (19) | 0.012 (2) | 0.011 (2) |
O2 | 0.0224 (17) | 0.053 (2) | 0.051 (2) | 0.0119 (16) | 0.0088 (16) | 0.0217 (19) |
C14 | 0.029 (3) | 0.071 (4) | 0.073 (4) | 0.019 (3) | 0.007 (3) | 0.032 (4) |
O3 | 0.0134 (13) | 0.0180 (13) | 0.0231 (15) | 0.0042 (11) | 0.0045 (11) | 0.0093 (12) |
C15 | 0.0146 (18) | 0.0169 (18) | 0.0165 (19) | 0.0045 (15) | 0.0053 (15) | 0.0061 (15) |
C16 | 0.0157 (19) | 0.024 (2) | 0.025 (2) | 0.0045 (16) | 0.0060 (16) | 0.0108 (18) |
C17 | 0.0149 (19) | 0.027 (2) | 0.025 (2) | 0.0028 (17) | 0.0056 (16) | 0.0093 (18) |
C18 | 0.022 (2) | 0.023 (2) | 0.031 (2) | −0.0007 (17) | 0.0064 (18) | 0.0129 (19) |
C19 | 0.023 (2) | 0.022 (2) | 0.024 (2) | 0.0034 (17) | 0.0036 (17) | 0.0110 (18) |
C20 | 0.0179 (19) | 0.0181 (19) | 0.019 (2) | 0.0040 (15) | 0.0042 (15) | 0.0076 (16) |
C21 | 0.022 (2) | 0.0153 (19) | 0.024 (2) | 0.0043 (16) | 0.0024 (16) | 0.0104 (17) |
N2 | 0.0156 (16) | 0.0157 (16) | 0.0188 (17) | 0.0032 (13) | 0.0037 (13) | 0.0069 (14) |
C22 | 0.0158 (19) | 0.022 (2) | 0.023 (2) | 0.0040 (16) | 0.0023 (16) | 0.0135 (17) |
C23 | 0.022 (2) | 0.021 (2) | 0.028 (2) | 0.0034 (17) | 0.0006 (17) | 0.0120 (18) |
C24 | 0.022 (2) | 0.026 (2) | 0.031 (2) | 0.0121 (18) | 0.0029 (18) | 0.0112 (19) |
C25 | 0.016 (2) | 0.032 (2) | 0.026 (2) | 0.0099 (18) | 0.0008 (17) | 0.0097 (19) |
C26 | 0.0154 (19) | 0.029 (2) | 0.023 (2) | 0.0060 (17) | −0.0007 (16) | 0.0074 (18) |
C27 | 0.0146 (18) | 0.024 (2) | 0.0167 (19) | 0.0068 (16) | 0.0025 (15) | 0.0085 (17) |
O4 | 0.0149 (13) | 0.0157 (13) | 0.0230 (15) | 0.0024 (11) | −0.0013 (11) | 0.0027 (12) |
C28 | 0.025 (2) | 0.021 (2) | 0.046 (3) | 0.0008 (19) | −0.007 (2) | 0.006 (2) |
O5 | 0.0136 (13) | 0.0207 (14) | 0.0207 (14) | 0.0056 (11) | 0.0046 (11) | 0.0075 (12) |
C29 | 0.0170 (18) | 0.0139 (18) | 0.021 (2) | 0.0030 (15) | 0.0062 (15) | 0.0098 (16) |
C30 | 0.018 (2) | 0.025 (2) | 0.023 (2) | 0.0059 (17) | 0.0050 (16) | 0.0083 (18) |
C31 | 0.022 (2) | 0.028 (2) | 0.035 (3) | 0.0120 (18) | 0.0094 (19) | 0.017 (2) |
C32 | 0.027 (2) | 0.030 (2) | 0.030 (2) | 0.0135 (19) | 0.0153 (19) | 0.012 (2) |
C33 | 0.023 (2) | 0.026 (2) | 0.022 (2) | 0.0083 (18) | 0.0071 (17) | 0.0082 (18) |
C34 | 0.0184 (19) | 0.0186 (19) | 0.022 (2) | 0.0069 (16) | 0.0079 (16) | 0.0104 (17) |
C35 | 0.021 (2) | 0.0166 (19) | 0.017 (2) | 0.0043 (16) | 0.0031 (16) | 0.0065 (16) |
N3 | 0.0135 (15) | 0.0182 (16) | 0.0202 (17) | 0.0052 (13) | 0.0026 (13) | 0.0086 (14) |
C36 | 0.0170 (19) | 0.021 (2) | 0.020 (2) | 0.0076 (16) | 0.0043 (16) | 0.0087 (17) |
C37 | 0.020 (2) | 0.025 (2) | 0.022 (2) | 0.0064 (17) | 0.0052 (17) | 0.0064 (18) |
C38 | 0.018 (2) | 0.033 (2) | 0.025 (2) | 0.0056 (18) | 0.0019 (17) | 0.0091 (19) |
C39 | 0.017 (2) | 0.030 (2) | 0.034 (3) | 0.0041 (18) | −0.0018 (18) | 0.015 (2) |
C40 | 0.021 (2) | 0.023 (2) | 0.028 (2) | 0.0104 (17) | 0.0058 (17) | 0.0125 (18) |
C41 | 0.0168 (19) | 0.0192 (19) | 0.020 (2) | 0.0023 (15) | 0.0023 (15) | 0.0100 (17) |
O6 | 0.0160 (13) | 0.0154 (13) | 0.0252 (15) | 0.0031 (11) | −0.0015 (11) | 0.0062 (12) |
C42 | 0.025 (2) | 0.0150 (19) | 0.026 (2) | 0.0074 (16) | 0.0021 (17) | 0.0070 (17) |
O7 | 0.0197 (14) | 0.0195 (14) | 0.0220 (15) | 0.0061 (12) | −0.0032 (11) | 0.0070 (12) |
C43 | 0.0112 (18) | 0.026 (2) | 0.022 (2) | 0.0039 (16) | 0.0043 (15) | 0.0128 (17) |
C44 | 0.019 (2) | 0.025 (2) | 0.025 (2) | 0.0051 (17) | 0.0026 (16) | 0.0129 (18) |
C45 | 0.021 (2) | 0.026 (2) | 0.026 (2) | 0.0033 (18) | 0.0025 (18) | 0.0072 (19) |
C46 | 0.026 (2) | 0.021 (2) | 0.031 (2) | 0.0067 (18) | 0.0048 (19) | 0.0075 (19) |
C47 | 0.025 (2) | 0.025 (2) | 0.028 (2) | 0.0087 (18) | 0.0050 (18) | 0.0129 (19) |
C48 | 0.0149 (19) | 0.019 (2) | 0.023 (2) | 0.0041 (15) | 0.0041 (16) | 0.0078 (17) |
C49 | 0.0161 (19) | 0.023 (2) | 0.034 (2) | 0.0068 (16) | 0.0019 (17) | 0.0184 (19) |
N4 | 0.0116 (15) | 0.0209 (17) | 0.0240 (18) | 0.0027 (13) | 0.0004 (13) | 0.0125 (15) |
C50 | 0.019 (2) | 0.0143 (19) | 0.028 (2) | 0.0028 (16) | −0.0024 (17) | 0.0103 (17) |
C51 | 0.021 (2) | 0.028 (2) | 0.028 (2) | 0.0058 (18) | −0.0008 (17) | 0.0161 (19) |
C52 | 0.035 (3) | 0.031 (2) | 0.026 (2) | 0.007 (2) | 0.0011 (19) | 0.016 (2) |
C53 | 0.034 (3) | 0.028 (2) | 0.031 (2) | 0.005 (2) | −0.010 (2) | 0.014 (2) |
C54 | 0.020 (2) | 0.024 (2) | 0.040 (3) | 0.0036 (17) | −0.0075 (19) | 0.015 (2) |
C55 | 0.021 (2) | 0.023 (2) | 0.032 (2) | 0.0059 (17) | 0.0022 (18) | 0.0138 (19) |
O8 | 0.0150 (15) | 0.0434 (19) | 0.0369 (18) | 0.0070 (14) | 0.0039 (13) | 0.0183 (16) |
C56 | 0.017 (2) | 0.051 (3) | 0.060 (4) | 0.010 (2) | 0.009 (2) | 0.027 (3) |
O9 | 0.0155 (13) | 0.0295 (16) | 0.0310 (16) | 0.0078 (12) | 0.0066 (12) | 0.0211 (14) |
C57 | 0.0144 (18) | 0.0180 (19) | 0.0151 (19) | 0.0021 (15) | 0.0010 (15) | 0.0046 (16) |
C58 | 0.0155 (19) | 0.023 (2) | 0.022 (2) | 0.0049 (16) | 0.0049 (16) | 0.0089 (17) |
C59 | 0.0140 (19) | 0.022 (2) | 0.028 (2) | 0.0030 (16) | 0.0048 (16) | 0.0104 (18) |
C60 | 0.017 (2) | 0.042 (3) | 0.055 (3) | 0.010 (2) | 0.003 (2) | 0.037 (3) |
C61 | 0.020 (2) | 0.052 (3) | 0.061 (3) | 0.013 (2) | 0.011 (2) | 0.047 (3) |
C62 | 0.0137 (19) | 0.030 (2) | 0.030 (2) | 0.0039 (17) | 0.0016 (17) | 0.0177 (19) |
C63 | 0.0146 (19) | 0.034 (2) | 0.034 (2) | 0.0042 (17) | 0.0055 (17) | 0.025 (2) |
N5 | 0.0102 (15) | 0.0249 (18) | 0.0224 (18) | 0.0036 (13) | 0.0034 (13) | 0.0133 (15) |
C64 | 0.0144 (18) | 0.026 (2) | 0.018 (2) | 0.0021 (16) | 0.0035 (15) | 0.0122 (17) |
C65 | 0.021 (2) | 0.033 (2) | 0.029 (2) | 0.0057 (18) | 0.0042 (18) | 0.018 (2) |
C66 | 0.023 (2) | 0.032 (2) | 0.033 (3) | −0.0051 (19) | 0.0002 (19) | 0.019 (2) |
C67 | 0.014 (2) | 0.051 (3) | 0.034 (3) | −0.001 (2) | 0.0046 (18) | 0.027 (2) |
C68 | 0.015 (2) | 0.045 (3) | 0.029 (2) | 0.0093 (19) | 0.0100 (17) | 0.020 (2) |
C69 | 0.0148 (19) | 0.029 (2) | 0.022 (2) | 0.0041 (17) | 0.0025 (16) | 0.0127 (18) |
O10 | 0.0202 (15) | 0.0258 (15) | 0.0282 (16) | 0.0077 (12) | 0.0098 (12) | 0.0116 (13) |
C70 | 0.040 (3) | 0.039 (3) | 0.073 (4) | 0.020 (2) | 0.031 (3) | 0.028 (3) |
O11 | 0.0144 (13) | 0.0274 (15) | 0.0211 (15) | 0.0015 (12) | 0.0012 (11) | 0.0125 (13) |
C71 | 0.0145 (18) | 0.0174 (19) | 0.024 (2) | 0.0020 (15) | 0.0016 (16) | 0.0126 (17) |
C72 | 0.0131 (19) | 0.029 (2) | 0.032 (2) | 0.0036 (17) | 0.0060 (17) | 0.0161 (19) |
C73 | 0.0146 (19) | 0.026 (2) | 0.035 (3) | −0.0001 (17) | −0.0014 (17) | 0.015 (2) |
C74 | 0.020 (2) | 0.025 (2) | 0.032 (2) | −0.0011 (17) | −0.0042 (18) | 0.0118 (19) |
C75 | 0.022 (2) | 0.024 (2) | 0.024 (2) | 0.0018 (17) | −0.0014 (17) | 0.0069 (18) |
C76 | 0.0158 (19) | 0.0186 (19) | 0.027 (2) | 0.0048 (16) | 0.0013 (16) | 0.0131 (17) |
C77 | 0.0185 (19) | 0.021 (2) | 0.019 (2) | 0.0045 (16) | 0.0050 (16) | 0.0084 (17) |
N6 | 0.0128 (16) | 0.0239 (18) | 0.0259 (19) | 0.0042 (14) | 0.0031 (14) | 0.0139 (15) |
C78 | 0.0136 (18) | 0.026 (2) | 0.020 (2) | 0.0017 (16) | 0.0020 (15) | 0.0130 (17) |
C79 | 0.0155 (19) | 0.024 (2) | 0.027 (2) | 0.0019 (16) | 0.0045 (17) | 0.0107 (18) |
C80 | 0.018 (2) | 0.033 (2) | 0.028 (2) | 0.0094 (18) | 0.0086 (17) | 0.014 (2) |
C81 | 0.018 (2) | 0.037 (2) | 0.029 (2) | 0.0093 (18) | 0.0096 (17) | 0.021 (2) |
C82 | 0.0127 (18) | 0.028 (2) | 0.027 (2) | 0.0041 (16) | 0.0034 (16) | 0.0193 (18) |
C83 | 0.0164 (19) | 0.022 (2) | 0.019 (2) | 0.0043 (16) | 0.0022 (15) | 0.0123 (17) |
O12 | 0.0132 (13) | 0.0187 (14) | 0.0251 (15) | 0.0029 (11) | 0.0040 (11) | 0.0108 (12) |
C84 | 0.025 (2) | 0.023 (2) | 0.033 (3) | −0.0057 (18) | 0.0040 (19) | 0.009 (2) |
Y1—O1 | 2.181 (3) | C39—H39 | 0.9500 |
Y1—O5 | 2.183 (3) | C40—C41 | 1.385 (5) |
Y1—O3 | 2.190 (3) | C40—H40 | 0.9500 |
Y1—N3 | 2.512 (3) | C41—O6 | 1.377 (5) |
Y1—N2 | 2.522 (3) | O6—C42 | 1.429 (4) |
Y1—N1 | 2.572 (3) | C42—H42A | 0.9800 |
Y1—O6 | 2.576 (3) | C42—H42B | 0.9800 |
Y1—O4 | 2.630 (3) | C42—H42C | 0.9800 |
Y2—O7 | 2.174 (3) | O7—C43 | 1.303 (5) |
Y2—O11 | 2.183 (3) | C43—C44 | 1.404 (6) |
Y2—O9 | 2.185 (3) | C43—C48 | 1.441 (5) |
Y2—N5 | 2.489 (3) | C44—C45 | 1.378 (6) |
Y2—N6 | 2.524 (3) | C44—H44 | 0.9500 |
Y2—N4 | 2.538 (3) | C45—C46 | 1.400 (6) |
Y2—O12 | 2.650 (3) | C45—H45 | 0.9500 |
Y2—O10 | 2.744 (3) | C46—C47 | 1.366 (6) |
O1—C1 | 1.305 (4) | C46—H46 | 0.9500 |
C1—C2 | 1.412 (5) | C47—C48 | 1.416 (6) |
C1—C6 | 1.424 (5) | C47—H47 | 0.9500 |
C2—C3 | 1.386 (5) | C48—C49 | 1.431 (6) |
C2—H2 | 0.9500 | C49—N4 | 1.287 (5) |
C3—C4 | 1.396 (6) | C49—H49 | 0.9500 |
C3—H3 | 0.9500 | N4—C50 | 1.456 (5) |
C4—C5 | 1.373 (6) | C50—C51 | 1.376 (6) |
C4—H4 | 0.9500 | C50—C55 | 1.410 (6) |
C5—C6 | 1.412 (5) | C51—C52 | 1.385 (6) |
C5—H5 | 0.9500 | C51—H51 | 0.9500 |
C6—C7 | 1.442 (6) | C52—C53 | 1.391 (6) |
C7—N1 | 1.294 (5) | C52—H52 | 0.9500 |
C7—H7 | 0.9500 | C53—C54 | 1.381 (7) |
N1—C8 | 1.454 (5) | C53—H53 | 0.9500 |
C8—C13 | 1.386 (7) | C54—C55 | 1.387 (6) |
C8—C9 | 1.389 (7) | C54—H54 | 0.9500 |
C9—C10 | 1.419 (7) | C55—O8 | 1.375 (5) |
C9—H9 | 0.9500 | O8—C56 | 1.429 (5) |
C10—C11 | 1.380 (8) | C56—H56A | 0.9800 |
C10—H10 | 0.9500 | C56—H56B | 0.9800 |
C11—C12 | 1.373 (8) | C56—H56C | 0.9800 |
C11—H11 | 0.9500 | O9—C57 | 1.294 (5) |
C12—C13 | 1.407 (7) | C57—C62 | 1.404 (6) |
C12—H12 | 0.9500 | C57—C58 | 1.428 (5) |
C13—O2 | 1.336 (6) | C58—C59 | 1.380 (6) |
O2—C14 | 1.428 (6) | C58—H58 | 0.9500 |
C14—H14A | 0.9800 | C59—C60 | 1.389 (6) |
C14—H14B | 0.9800 | C59—H59 | 0.9500 |
C14—H14C | 0.9800 | C60—C61 | 1.365 (6) |
O3—C15 | 1.308 (5) | C60—H60 | 0.9500 |
C15—C16 | 1.418 (5) | C61—C62 | 1.408 (6) |
C15—C20 | 1.421 (5) | C61—H61 | 0.9500 |
C16—C17 | 1.382 (6) | C62—C63 | 1.446 (5) |
C16—H16 | 0.9500 | C63—N5 | 1.302 (5) |
C17—C18 | 1.398 (6) | C63—H63 | 0.9500 |
C17—H17 | 0.9500 | N5—C64 | 1.434 (5) |
C18—C19 | 1.378 (6) | C64—C65 | 1.376 (6) |
C18—H18 | 0.9500 | C64—C69 | 1.395 (6) |
C19—C20 | 1.415 (5) | C65—C66 | 1.397 (6) |
C19—H19 | 0.9500 | C65—H65 | 0.9500 |
C20—C21 | 1.433 (5) | C66—C67 | 1.377 (7) |
C21—N2 | 1.298 (5) | C66—H66 | 0.9500 |
C21—H21 | 0.9500 | C67—C68 | 1.390 (7) |
N2—C22 | 1.426 (5) | C67—H67 | 0.9500 |
C22—C23 | 1.393 (6) | C68—C69 | 1.401 (5) |
C22—C27 | 1.398 (6) | C68—H68 | 0.9500 |
C23—C24 | 1.400 (6) | C69—O10 | 1.370 (5) |
C23—H23 | 0.9500 | O10—C70 | 1.448 (5) |
C24—C25 | 1.375 (6) | C70—H70A | 0.9800 |
C24—H24 | 0.9500 | C70—H70B | 0.9800 |
C25—C26 | 1.390 (6) | C70—H70C | 0.9800 |
C25—H25 | 0.9500 | O11—C71 | 1.299 (5) |
C26—C27 | 1.386 (5) | C71—C76 | 1.414 (6) |
C26—H26 | 0.9500 | C71—C72 | 1.427 (5) |
C27—O4 | 1.390 (5) | C72—C73 | 1.377 (6) |
O4—C28 | 1.441 (5) | C72—H72 | 0.9500 |
C28—H28A | 0.9800 | C73—C74 | 1.396 (6) |
C28—H28B | 0.9800 | C73—H73 | 0.9500 |
C28—H28C | 0.9800 | C74—C75 | 1.388 (6) |
O5—C29 | 1.296 (5) | C74—H74 | 0.9500 |
C29—C34 | 1.420 (6) | C75—C76 | 1.401 (6) |
C29—C30 | 1.423 (5) | C75—H75 | 0.9500 |
C30—C31 | 1.369 (6) | C76—C77 | 1.445 (5) |
C30—H30 | 0.9500 | C77—N6 | 1.305 (5) |
C31—C32 | 1.394 (6) | C77—H77 | 0.9500 |
C31—H31 | 0.9500 | N6—C78 | 1.426 (5) |
C32—C33 | 1.381 (6) | C78—C79 | 1.391 (6) |
C32—H32 | 0.9500 | C78—C83 | 1.393 (6) |
C33—C34 | 1.408 (6) | C79—C80 | 1.399 (6) |
C33—H33 | 0.9500 | C79—H79 | 0.9500 |
C34—C35 | 1.441 (5) | C80—C81 | 1.374 (6) |
C35—N3 | 1.296 (5) | C80—H80 | 0.9500 |
C35—H35 | 0.9500 | C81—C82 | 1.389 (6) |
N3—C36 | 1.425 (5) | C81—H81 | 0.9500 |
C36—C37 | 1.381 (6) | C82—C83 | 1.387 (5) |
C36—C41 | 1.399 (5) | C82—H82 | 0.9500 |
C37—C38 | 1.399 (6) | C83—O12 | 1.382 (5) |
C37—H37 | 0.9500 | O12—C84 | 1.429 (5) |
C38—C39 | 1.367 (6) | C84—H84A | 0.9800 |
C38—H38 | 0.9500 | C84—H84B | 0.9800 |
C39—C40 | 1.402 (6) | C84—H84C | 0.9800 |
O1—Y1—O5 | 132.28 (10) | C36—N3—Y1 | 112.5 (2) |
O1—Y1—O3 | 91.87 (10) | C37—C36—C41 | 119.0 (4) |
O5—Y1—O3 | 133.97 (10) | C37—C36—N3 | 124.2 (4) |
O1—Y1—N3 | 142.63 (10) | C41—C36—N3 | 116.8 (3) |
O5—Y1—N3 | 72.63 (10) | C36—C37—C38 | 120.7 (4) |
O3—Y1—N3 | 78.08 (10) | C36—C37—H37 | 119.7 |
O1—Y1—N2 | 112.53 (10) | C38—C37—H37 | 119.7 |
O5—Y1—N2 | 78.06 (10) | C39—C38—C37 | 119.8 (4) |
O3—Y1—N2 | 72.06 (10) | C39—C38—H38 | 120.1 |
N3—Y1—N2 | 98.58 (10) | C37—C38—H38 | 120.1 |
O1—Y1—N1 | 72.25 (10) | C38—C39—C40 | 120.6 (4) |
O5—Y1—N1 | 74.47 (10) | C38—C39—H39 | 119.7 |
O3—Y1—N1 | 143.52 (10) | C40—C39—H39 | 119.7 |
N3—Y1—N1 | 94.68 (11) | C41—C40—C39 | 119.1 (4) |
N2—Y1—N1 | 144.22 (10) | C41—C40—H40 | 120.5 |
O1—Y1—O6 | 80.75 (9) | C39—C40—H40 | 120.5 |
O5—Y1—O6 | 119.87 (10) | O6—C41—C40 | 124.6 (4) |
O3—Y1—O6 | 72.68 (9) | O6—C41—C36 | 114.6 (3) |
N3—Y1—O6 | 61.88 (9) | C40—C41—C36 | 120.8 (4) |
N2—Y1—O6 | 142.55 (9) | C41—O6—C42 | 117.3 (3) |
N1—Y1—O6 | 72.46 (10) | C41—O6—Y1 | 113.3 (2) |
O1—Y1—O4 | 74.22 (9) | C42—O6—Y1 | 127.0 (2) |
O5—Y1—O4 | 71.48 (9) | O6—C42—H42A | 109.5 |
O3—Y1—O4 | 119.60 (9) | O6—C42—H42B | 109.5 |
N3—Y1—O4 | 141.75 (9) | H42A—C42—H42B | 109.5 |
N2—Y1—O4 | 61.35 (9) | O6—C42—H42C | 109.5 |
N1—Y1—O4 | 88.16 (10) | H42A—C42—H42C | 109.5 |
O6—Y1—O4 | 152.12 (8) | H42B—C42—H42C | 109.5 |
O7—Y2—O11 | 131.67 (10) | C43—O7—Y2 | 145.7 (2) |
O7—Y2—O9 | 92.03 (11) | O7—C43—C44 | 121.8 (4) |
O11—Y2—O9 | 133.45 (11) | O7—C43—C48 | 120.7 (4) |
O7—Y2—N5 | 100.89 (11) | C44—C43—C48 | 117.5 (4) |
O11—Y2—N5 | 82.55 (10) | C45—C44—C43 | 121.8 (4) |
O9—Y2—N5 | 72.56 (10) | C45—C44—H44 | 119.1 |
O7—Y2—N6 | 145.37 (11) | C43—C44—H44 | 119.1 |
O11—Y2—N6 | 71.84 (10) | C44—C45—C46 | 120.9 (4) |
O9—Y2—N6 | 79.32 (11) | C44—C45—H45 | 119.5 |
N5—Y2—N6 | 108.11 (11) | C46—C45—H45 | 119.5 |
O7—Y2—N4 | 72.84 (10) | C47—C46—C45 | 118.7 (4) |
O11—Y2—N4 | 80.30 (10) | C47—C46—H46 | 120.6 |
O9—Y2—N4 | 136.46 (10) | C45—C46—H46 | 120.6 |
N5—Y2—N4 | 149.26 (10) | C46—C47—C48 | 122.5 (4) |
N6—Y2—N4 | 90.47 (11) | C46—C47—H47 | 118.8 |
O7—Y2—O12 | 85.26 (10) | C48—C47—H47 | 118.8 |
O11—Y2—O12 | 122.28 (9) | C47—C48—C49 | 118.1 (4) |
O9—Y2—O12 | 67.92 (9) | C47—C48—C43 | 118.5 (4) |
N5—Y2—O12 | 140.20 (9) | C49—C48—C43 | 123.4 (4) |
N6—Y2—O12 | 60.35 (10) | N4—C49—C48 | 128.6 (4) |
N4—Y2—O12 | 70.26 (9) | N4—C49—H49 | 115.7 |
O7—Y2—O10 | 72.40 (10) | C48—C49—H49 | 115.7 |
O11—Y2—O10 | 68.08 (10) | C49—N4—C50 | 114.2 (3) |
O9—Y2—O10 | 124.85 (10) | C49—N4—Y2 | 127.9 (3) |
N5—Y2—O10 | 59.97 (10) | C50—N4—Y2 | 117.9 (2) |
N6—Y2—O10 | 139.24 (10) | C51—C50—C55 | 119.7 (4) |
N4—Y2—O10 | 89.89 (10) | C51—C50—N4 | 120.6 (4) |
O12—Y2—O10 | 153.88 (8) | C55—C50—N4 | 119.7 (4) |
C1—O1—Y1 | 146.0 (2) | C50—C51—C52 | 121.4 (4) |
O1—C1—C2 | 120.6 (3) | C50—C51—H51 | 119.3 |
O1—C1—C6 | 121.7 (3) | C52—C51—H51 | 119.3 |
C2—C1—C6 | 117.7 (3) | C51—C52—C53 | 118.6 (4) |
C3—C2—C1 | 121.6 (4) | C51—C52—H52 | 120.7 |
C3—C2—H2 | 119.2 | C53—C52—H52 | 120.7 |
C1—C2—H2 | 119.2 | C54—C53—C52 | 121.1 (4) |
C2—C3—C4 | 120.4 (4) | C54—C53—H53 | 119.5 |
C2—C3—H3 | 119.8 | C52—C53—H53 | 119.5 |
C4—C3—H3 | 119.8 | C53—C54—C55 | 120.1 (4) |
C5—C4—C3 | 119.4 (4) | C53—C54—H54 | 119.9 |
C5—C4—H4 | 120.3 | C55—C54—H54 | 119.9 |
C3—C4—H4 | 120.3 | O8—C55—C54 | 125.3 (4) |
C4—C5—C6 | 121.7 (4) | O8—C55—C50 | 115.5 (4) |
C4—C5—H5 | 119.1 | C54—C55—C50 | 119.1 (4) |
C6—C5—H5 | 119.1 | C55—O8—C56 | 117.1 (4) |
C5—C6—C1 | 119.3 (4) | O8—C56—H56A | 109.5 |
C5—C6—C7 | 117.0 (3) | O8—C56—H56B | 109.5 |
C1—C6—C7 | 123.7 (3) | H56A—C56—H56B | 109.5 |
N1—C7—C6 | 127.4 (4) | O8—C56—H56C | 109.5 |
N1—C7—H7 | 116.3 | H56A—C56—H56C | 109.5 |
C6—C7—H7 | 116.3 | H56B—C56—H56C | 109.5 |
C7—N1—C8 | 115.0 (3) | C57—O9—Y2 | 145.4 (2) |
C7—N1—Y1 | 128.0 (3) | O9—C57—C62 | 122.0 (3) |
C8—N1—Y1 | 116.6 (2) | O9—C57—C58 | 120.9 (3) |
C13—C8—C9 | 120.3 (4) | C62—C57—C58 | 117.1 (4) |
C13—C8—N1 | 120.4 (4) | C59—C58—C57 | 121.2 (4) |
C9—C8—N1 | 119.2 (4) | C59—C58—H58 | 119.4 |
C8—C9—C10 | 119.7 (5) | C57—C58—H58 | 119.4 |
C8—C9—H9 | 120.2 | C58—C59—C60 | 121.1 (4) |
C10—C9—H9 | 120.2 | C58—C59—H59 | 119.4 |
C11—C10—C9 | 118.9 (5) | C60—C59—H59 | 119.4 |
C11—C10—H10 | 120.5 | C61—C60—C59 | 118.3 (4) |
C9—C10—H10 | 120.5 | C61—C60—H60 | 120.8 |
C12—C11—C10 | 121.7 (5) | C59—C60—H60 | 120.8 |
C12—C11—H11 | 119.1 | C60—C61—C62 | 122.6 (4) |
C10—C11—H11 | 119.1 | C60—C61—H61 | 118.7 |
C11—C12—C13 | 119.5 (5) | C62—C61—H61 | 118.7 |
C11—C12—H12 | 120.3 | C57—C62—C61 | 119.6 (4) |
C13—C12—H12 | 120.3 | C57—C62—C63 | 122.9 (4) |
O2—C13—C8 | 115.4 (4) | C61—C62—C63 | 117.2 (4) |
O2—C13—C12 | 124.7 (5) | N5—C63—C62 | 126.9 (4) |
C8—C13—C12 | 119.9 (5) | N5—C63—H63 | 116.6 |
C13—O2—C14 | 117.9 (4) | C62—C63—H63 | 116.6 |
O2—C14—H14A | 109.5 | C63—N5—C64 | 115.4 (3) |
O2—C14—H14B | 109.5 | C63—N5—Y2 | 129.7 (3) |
H14A—C14—H14B | 109.5 | C64—N5—Y2 | 114.8 (2) |
O2—C14—H14C | 109.5 | C65—C64—C69 | 120.4 (4) |
H14A—C14—H14C | 109.5 | C65—C64—N5 | 122.5 (4) |
H14B—C14—H14C | 109.5 | C69—C64—N5 | 116.8 (4) |
C15—O3—Y1 | 143.7 (2) | C64—C65—C66 | 120.0 (4) |
O3—C15—C16 | 119.8 (3) | C64—C65—H65 | 120.0 |
O3—C15—C20 | 122.4 (3) | C66—C65—H65 | 120.0 |
C16—C15—C20 | 117.8 (3) | C67—C66—C65 | 119.7 (4) |
C17—C16—C15 | 120.8 (4) | C67—C66—H66 | 120.1 |
C17—C16—H16 | 119.6 | C65—C66—H66 | 120.1 |
C15—C16—H16 | 119.6 | C66—C67—C68 | 121.1 (4) |
C16—C17—C18 | 121.3 (4) | C66—C67—H67 | 119.4 |
C16—C17—H17 | 119.4 | C68—C67—H67 | 119.4 |
C18—C17—H17 | 119.4 | C67—C68—C69 | 118.9 (4) |
C19—C18—C17 | 119.0 (4) | C67—C68—H68 | 120.5 |
C19—C18—H18 | 120.5 | C69—C68—H68 | 120.5 |
C17—C18—H18 | 120.5 | O10—C69—C64 | 115.1 (3) |
C18—C19—C20 | 121.2 (4) | O10—C69—C68 | 125.1 (4) |
C18—C19—H19 | 119.4 | C64—C69—C68 | 119.8 (4) |
C20—C19—H19 | 119.4 | C69—O10—C70 | 117.5 (3) |
C19—C20—C15 | 119.7 (4) | C69—O10—Y2 | 109.2 (2) |
C19—C20—C21 | 117.6 (4) | C70—O10—Y2 | 119.1 (3) |
C15—C20—C21 | 122.7 (3) | O10—C70—H70A | 109.5 |
N2—C21—C20 | 126.9 (4) | O10—C70—H70B | 109.5 |
N2—C21—H21 | 116.5 | H70A—C70—H70B | 109.5 |
C20—C21—H21 | 116.5 | O10—C70—H70C | 109.5 |
C21—N2—C22 | 117.6 (3) | H70A—C70—H70C | 109.5 |
C21—N2—Y1 | 130.0 (3) | H70B—C70—H70C | 109.5 |
C22—N2—Y1 | 112.2 (2) | C71—O11—Y2 | 144.7 (2) |
C23—C22—C27 | 118.5 (4) | O11—C71—C76 | 123.1 (3) |
C23—C22—N2 | 124.1 (4) | O11—C71—C72 | 119.3 (4) |
C27—C22—N2 | 117.3 (3) | C76—C71—C72 | 117.6 (4) |
C22—C23—C24 | 120.4 (4) | C73—C72—C71 | 120.8 (4) |
C22—C23—H23 | 119.8 | C73—C72—H72 | 119.6 |
C24—C23—H23 | 119.8 | C71—C72—H72 | 119.6 |
C25—C24—C23 | 119.8 (4) | C72—C73—C74 | 121.7 (4) |
C25—C24—H24 | 120.1 | C72—C73—H73 | 119.1 |
C23—C24—H24 | 120.1 | C74—C73—H73 | 119.1 |
C24—C25—C26 | 120.9 (4) | C75—C74—C73 | 118.0 (4) |
C24—C25—H25 | 119.5 | C75—C74—H74 | 121.0 |
C26—C25—H25 | 119.5 | C73—C74—H74 | 121.0 |
C27—C26—C25 | 119.0 (4) | C74—C75—C76 | 122.1 (4) |
C27—C26—H26 | 120.5 | C74—C75—H75 | 118.9 |
C25—C26—H26 | 120.5 | C76—C75—H75 | 118.9 |
C26—C27—O4 | 123.9 (4) | C75—C76—C71 | 119.8 (4) |
C26—C27—C22 | 121.4 (4) | C75—C76—C77 | 117.8 (4) |
O4—C27—C22 | 114.6 (3) | C71—C76—C77 | 122.4 (4) |
C27—O4—C28 | 116.2 (3) | N6—C77—C76 | 126.3 (4) |
C27—O4—Y1 | 110.9 (2) | N6—C77—H77 | 116.9 |
C28—O4—Y1 | 124.2 (2) | C76—C77—H77 | 116.9 |
O4—C28—H28A | 109.5 | C77—N6—C78 | 117.2 (3) |
O4—C28—H28B | 109.5 | C77—N6—Y2 | 130.0 (3) |
H28A—C28—H28B | 109.5 | C78—N6—Y2 | 112.6 (2) |
O4—C28—H28C | 109.5 | C79—C78—C83 | 119.4 (4) |
H28A—C28—H28C | 109.5 | C79—C78—N6 | 123.7 (4) |
H28B—C28—H28C | 109.5 | C83—C78—N6 | 116.7 (4) |
C29—O5—Y1 | 144.4 (2) | C78—C79—C80 | 119.8 (4) |
O5—C29—C34 | 122.7 (3) | C78—C79—H79 | 120.1 |
O5—C29—C30 | 119.5 (4) | C80—C79—H79 | 120.1 |
C34—C29—C30 | 117.8 (3) | C81—C80—C79 | 119.7 (4) |
C31—C30—C29 | 121.1 (4) | C81—C80—H80 | 120.1 |
C31—C30—H30 | 119.5 | C79—C80—H80 | 120.1 |
C29—C30—H30 | 119.5 | C80—C81—C82 | 121.3 (4) |
C30—C31—C32 | 121.1 (4) | C80—C81—H81 | 119.4 |
C30—C31—H31 | 119.5 | C82—C81—H81 | 119.4 |
C32—C31—H31 | 119.5 | C83—C82—C81 | 118.8 (4) |
C33—C32—C31 | 119.3 (4) | C83—C82—H82 | 120.6 |
C33—C32—H32 | 120.4 | C81—C82—H82 | 120.6 |
C31—C32—H32 | 120.4 | O12—C83—C82 | 124.9 (4) |
C32—C33—C34 | 121.3 (4) | O12—C83—C78 | 114.3 (3) |
C32—C33—H33 | 119.4 | C82—C83—C78 | 120.9 (4) |
C34—C33—H33 | 119.4 | C83—O12—C84 | 117.3 (3) |
C33—C34—C29 | 119.4 (4) | C83—O12—Y2 | 110.9 (2) |
C33—C34—C35 | 117.7 (4) | C84—O12—Y2 | 120.1 (2) |
C29—C34—C35 | 122.8 (3) | O12—C84—H84A | 109.5 |
N3—C35—C34 | 126.7 (4) | O12—C84—H84B | 109.5 |
N3—C35—H35 | 116.6 | H84A—C84—H84B | 109.5 |
C34—C35—H35 | 116.6 | O12—C84—H84C | 109.5 |
C35—N3—C36 | 117.7 (3) | H84A—C84—H84C | 109.5 |
C35—N3—Y1 | 129.8 (3) | H84B—C84—H84C | 109.5 |
Y1—O1—C1—C2 | −174.5 (3) | Y2—O7—C43—C44 | −169.7 (3) |
Y1—O1—C1—C6 | 5.2 (7) | Y2—O7—C43—C48 | 10.4 (7) |
O1—C1—C2—C3 | −178.6 (3) | O7—C43—C44—C45 | −177.5 (4) |
C6—C1—C2—C3 | 1.7 (6) | C48—C43—C44—C45 | 2.4 (6) |
C1—C2—C3—C4 | −1.6 (6) | C43—C44—C45—C46 | −2.6 (6) |
C2—C3—C4—C5 | 0.5 (6) | C44—C45—C46—C47 | 1.4 (7) |
C3—C4—C5—C6 | 0.6 (6) | C45—C46—C47—C48 | −0.1 (7) |
C4—C5—C6—C1 | −0.5 (6) | C46—C47—C48—C49 | 178.5 (4) |
C4—C5—C6—C7 | 178.3 (4) | C46—C47—C48—C43 | 0.0 (6) |
O1—C1—C6—C5 | 179.7 (3) | O7—C43—C48—C47 | 178.9 (4) |
C2—C1—C6—C5 | −0.6 (5) | C44—C43—C48—C47 | −1.0 (5) |
O1—C1—C6—C7 | 1.0 (6) | O7—C43—C48—C49 | 0.4 (6) |
C2—C1—C6—C7 | −179.3 (4) | C44—C43—C48—C49 | −179.5 (4) |
C5—C6—C7—N1 | −176.1 (4) | C47—C48—C49—N4 | −179.8 (4) |
C1—C6—C7—N1 | 2.6 (7) | C43—C48—C49—N4 | −1.4 (7) |
C6—C7—N1—C8 | 178.2 (4) | C48—C49—N4—C50 | 178.6 (4) |
C6—C7—N1—Y1 | −9.3 (6) | C48—C49—N4—Y2 | −4.7 (6) |
C7—N1—C8—C13 | 70.2 (5) | C49—N4—C50—C51 | −106.5 (4) |
Y1—N1—C8—C13 | −103.2 (4) | Y2—N4—C50—C51 | 76.5 (4) |
C7—N1—C8—C9 | −111.4 (5) | C49—N4—C50—C55 | 73.5 (5) |
Y1—N1—C8—C9 | 75.2 (4) | Y2—N4—C50—C55 | −103.6 (4) |
C13—C8—C9—C10 | 0.6 (7) | C55—C50—C51—C52 | 1.1 (6) |
N1—C8—C9—C10 | −177.7 (4) | N4—C50—C51—C52 | −179.0 (4) |
C8—C9—C10—C11 | −0.2 (7) | C50—C51—C52—C53 | −0.2 (7) |
C9—C10—C11—C12 | −0.3 (8) | C51—C52—C53—C54 | −0.1 (7) |
C10—C11—C12—C13 | 0.3 (8) | C52—C53—C54—C55 | −0.5 (7) |
C9—C8—C13—O2 | 177.5 (4) | C53—C54—C55—O8 | −177.7 (4) |
N1—C8—C13—O2 | −4.1 (6) | C53—C54—C55—C50 | 1.4 (6) |
C9—C8—C13—C12 | −0.6 (7) | C51—C50—C55—O8 | 177.5 (4) |
N1—C8—C13—C12 | 177.7 (4) | N4—C50—C55—O8 | −2.4 (5) |
C11—C12—C13—O2 | −177.9 (5) | C51—C50—C55—C54 | −1.6 (6) |
C11—C12—C13—C8 | 0.1 (7) | N4—C50—C55—C54 | 178.4 (4) |
C8—C13—O2—C14 | 176.1 (4) | C54—C55—O8—C56 | −0.3 (6) |
C12—C13—O2—C14 | −5.8 (7) | C50—C55—O8—C56 | −179.4 (4) |
Y1—O3—C15—C16 | −157.4 (3) | Y2—O9—C57—C62 | 5.5 (7) |
Y1—O3—C15—C20 | 21.5 (6) | Y2—O9—C57—C58 | −174.3 (3) |
O3—C15—C16—C17 | −177.4 (4) | O9—C57—C58—C59 | −178.3 (4) |
C20—C15—C16—C17 | 3.6 (6) | C62—C57—C58—C59 | 1.9 (6) |
C15—C16—C17—C18 | −0.4 (6) | C57—C58—C59—C60 | −0.9 (6) |
C16—C17—C18—C19 | −1.8 (6) | C58—C59—C60—C61 | −0.3 (7) |
C17—C18—C19—C20 | 0.7 (6) | C59—C60—C61—C62 | 0.5 (8) |
C18—C19—C20—C15 | 2.6 (6) | O9—C57—C62—C61 | 178.6 (4) |
C18—C19—C20—C21 | −175.7 (4) | C58—C57—C62—C61 | −1.7 (6) |
O3—C15—C20—C19 | 176.4 (4) | O9—C57—C62—C63 | −7.4 (6) |
C16—C15—C20—C19 | −4.6 (6) | C58—C57—C62—C63 | 172.3 (4) |
O3—C15—C20—C21 | −5.4 (6) | C60—C61—C62—C57 | 0.5 (8) |
C16—C15—C20—C21 | 173.5 (4) | C60—C61—C62—C63 | −173.8 (5) |
C19—C20—C21—N2 | 175.7 (4) | C57—C62—C63—N5 | 1.6 (7) |
C15—C20—C21—N2 | −2.6 (7) | C61—C62—C63—N5 | 175.8 (5) |
C20—C21—N2—C22 | −175.7 (4) | C62—C63—N5—C64 | −170.6 (4) |
C20—C21—N2—Y1 | −0.3 (6) | C62—C63—N5—Y2 | 6.3 (7) |
C21—N2—C22—C23 | 37.1 (6) | C63—N5—C64—C65 | 40.6 (6) |
Y1—N2—C22—C23 | −139.1 (3) | Y2—N5—C64—C65 | −136.7 (3) |
C21—N2—C22—C27 | −147.1 (4) | C63—N5—C64—C69 | −144.8 (4) |
Y1—N2—C22—C27 | 36.7 (4) | Y2—N5—C64—C69 | 37.9 (4) |
C27—C22—C23—C24 | 0.7 (6) | C69—C64—C65—C66 | 0.9 (6) |
N2—C22—C23—C24 | 176.4 (4) | N5—C64—C65—C66 | 175.3 (4) |
C22—C23—C24—C25 | −0.8 (7) | C64—C65—C66—C67 | 0.5 (7) |
C23—C24—C25—C26 | 0.3 (7) | C65—C66—C67—C68 | −0.8 (7) |
C24—C25—C26—C27 | 0.4 (6) | C66—C67—C68—C69 | −0.3 (7) |
C25—C26—C27—O4 | −177.7 (4) | C65—C64—C69—O10 | 177.6 (4) |
C25—C26—C27—C22 | −0.6 (6) | N5—C64—C69—O10 | 2.9 (5) |
C23—C22—C27—C26 | 0.0 (6) | C65—C64—C69—C68 | −2.0 (6) |
N2—C22—C27—C26 | −176.0 (4) | N5—C64—C69—C68 | −176.7 (4) |
C23—C22—C27—O4 | 177.4 (3) | C67—C68—C69—O10 | −177.9 (4) |
N2—C22—C27—O4 | 1.3 (5) | C67—C68—C69—C64 | 1.7 (6) |
C26—C27—O4—C28 | −8.5 (6) | C64—C69—O10—C70 | −176.0 (4) |
C22—C27—O4—C28 | 174.3 (4) | C68—C69—O10—C70 | 3.7 (6) |
C26—C27—O4—Y1 | 140.7 (3) | C64—C69—O10—Y2 | −36.4 (4) |
C22—C27—O4—Y1 | −36.6 (4) | C68—C69—O10—Y2 | 143.2 (4) |
Y1—O5—C29—C34 | 11.6 (6) | Y2—O11—C71—C76 | −12.0 (7) |
Y1—O5—C29—C30 | −169.8 (3) | Y2—O11—C71—C72 | 167.1 (3) |
O5—C29—C30—C31 | −179.6 (4) | O11—C71—C72—C73 | −177.7 (4) |
C34—C29—C30—C31 | −0.9 (6) | C76—C71—C72—C73 | 1.5 (6) |
C29—C30—C31—C32 | −0.4 (6) | C71—C72—C73—C74 | 0.2 (6) |
C30—C31—C32—C33 | 1.1 (7) | C72—C73—C74—C75 | −1.0 (6) |
C31—C32—C33—C34 | −0.5 (7) | C73—C74—C75—C76 | 0.0 (6) |
C32—C33—C34—C29 | −0.8 (6) | C74—C75—C76—C71 | 1.7 (6) |
C32—C33—C34—C35 | 178.4 (4) | C74—C75—C76—C77 | −179.2 (4) |
O5—C29—C34—C33 | −179.9 (4) | O11—C71—C76—C75 | 176.7 (4) |
C30—C29—C34—C33 | 1.5 (5) | C72—C71—C76—C75 | −2.4 (6) |
O5—C29—C34—C35 | 1.0 (6) | O11—C71—C76—C77 | −2.3 (6) |
C30—C29—C34—C35 | −177.7 (4) | C72—C71—C76—C77 | 178.6 (4) |
C33—C34—C35—N3 | 174.5 (4) | C75—C76—C77—N6 | −176.4 (4) |
C29—C34—C35—N3 | −6.3 (6) | C71—C76—C77—N6 | 2.6 (6) |
C34—C35—N3—C36 | −178.6 (4) | C76—C77—N6—C78 | −178.7 (4) |
C34—C35—N3—Y1 | 2.2 (6) | C76—C77—N6—Y2 | 6.9 (6) |
C35—N3—C36—C37 | 38.4 (6) | C77—N6—C78—C79 | 47.4 (5) |
Y1—N3—C36—C37 | −142.3 (3) | Y2—N6—C78—C79 | −137.3 (3) |
C35—N3—C36—C41 | −143.9 (4) | C77—N6—C78—C83 | −137.3 (4) |
Y1—N3—C36—C41 | 35.4 (4) | Y2—N6—C78—C83 | 38.1 (4) |
C41—C36—C37—C38 | 0.8 (6) | C83—C78—C79—C80 | 0.1 (6) |
N3—C36—C37—C38 | 178.5 (4) | N6—C78—C79—C80 | 175.4 (4) |
C36—C37—C38—C39 | 0.8 (7) | C78—C79—C80—C81 | 1.5 (6) |
C37—C38—C39—C40 | −1.7 (7) | C79—C80—C81—C82 | −2.0 (6) |
C38—C39—C40—C41 | 0.9 (6) | C80—C81—C82—C83 | 0.7 (6) |
C39—C40—C41—O6 | −178.0 (4) | C81—C82—C83—O12 | −177.2 (4) |
C39—C40—C41—C36 | 0.8 (6) | C81—C82—C83—C78 | 0.9 (6) |
C37—C36—C41—O6 | 177.3 (3) | C79—C78—C83—O12 | 177.0 (3) |
N3—C36—C41—O6 | −0.5 (5) | N6—C78—C83—O12 | 1.4 (5) |
C37—C36—C41—C40 | −1.7 (6) | C79—C78—C83—C82 | −1.4 (6) |
N3—C36—C41—C40 | −179.5 (4) | N6—C78—C83—C82 | −176.9 (3) |
C40—C41—O6—C42 | −18.6 (5) | C82—C83—O12—C84 | −2.6 (5) |
C36—C41—O6—C42 | 162.5 (3) | C78—C83—O12—C84 | 179.1 (3) |
C40—C41—O6—Y1 | 145.1 (3) | C82—C83—O12—Y2 | 140.7 (3) |
C36—C41—O6—Y1 | −33.8 (4) | C78—C83—O12—Y2 | −37.6 (4) |
[Y2(C14H12NO2)3(CH3O)Cl2(CH4O)]·CH4O·C4H8O | F(000) = 2248 |
Mr = 1094.68 | Dx = 1.508 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 18.7839 (14) Å | Cell parameters from 7434 reflections |
b = 13.3371 (9) Å | θ = 2.3–28.7° |
c = 20.1422 (14) Å | µ = 2.57 mm−1 |
β = 107.107 (1)° | T = 120 K |
V = 4822.8 (6) Å3 | Block, colourless |
Z = 4 | 0.55 × 0.40 × 0.25 mm |
Bruker APEXII CCD diffractometer | 12827 independent reflections |
Radiation source: fine-focus sealed tube | 8266 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.063 |
φ and ω scans | θmax = 29.0°, θmin = 1.9° |
Absorption correction: multi-scan (SADABS; Bruker, 2008) | h = −25→25 |
Tmin = 0.372, Tmax = 0.492 | k = −15→18 |
38433 measured reflections | l = −26→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)] = 0.044 | Hydrogen site location: mixed |
wR(F2) = 0.108 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.00 | w = 1/[σ2(Fo2) + (0.0466P)2 + 2.0823P] where P = (Fo2 + 2Fc2)/3 |
12827 reflections | (Δ/σ)max = 0.001 |
609 parameters | Δρmax = 1.05 e Å−3 |
2 restraints | Δρmin = −0.71 e Å−3 |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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 | ||
Y1 | 0.24912 (2) | 0.36119 (2) | 0.28482 (2) | 0.01915 (7) | |
Y2 | 0.29368 (2) | 0.58727 (2) | 0.40017 (2) | 0.02207 (8) | |
Cl1 | 0.16029 (5) | 0.31038 (6) | 0.36376 (4) | 0.03071 (19) | |
Cl2 | 0.38788 (5) | 0.60457 (7) | 0.52604 (4) | 0.0385 (2) | |
O1 | 0.29783 (12) | 0.21377 (15) | 0.31892 (11) | 0.0269 (5) | |
C1 | 0.32770 (17) | 0.1380 (2) | 0.29595 (17) | 0.0236 (7) | |
C2 | 0.38227 (18) | 0.0778 (2) | 0.34256 (19) | 0.0301 (8) | |
H2 | 0.395996 | 0.092548 | 0.390823 | 0.036* | |
C3 | 0.41569 (19) | −0.0009 (2) | 0.3199 (2) | 0.0335 (8) | |
H3 | 0.452466 | −0.039286 | 0.352493 | 0.040* | |
C4 | 0.39630 (18) | −0.0254 (2) | 0.2495 (2) | 0.0346 (8) | |
H4 | 0.419874 | −0.079875 | 0.234060 | 0.041* | |
C5 | 0.34290 (18) | 0.0300 (2) | 0.2029 (2) | 0.0317 (8) | |
H5 | 0.328858 | 0.012107 | 0.155158 | 0.038* | |
C6 | 0.30794 (17) | 0.1136 (2) | 0.22440 (18) | 0.0244 (7) | |
C7 | 0.25204 (17) | 0.1659 (2) | 0.17209 (18) | 0.0249 (7) | |
H7 | 0.236798 | 0.135947 | 0.127326 | 0.030* | |
N1 | 0.21984 (14) | 0.24977 (18) | 0.17911 (14) | 0.0230 (6) | |
C8 | 0.16338 (16) | 0.2861 (2) | 0.11964 (16) | 0.0214 (6) | |
C9 | 0.15918 (18) | 0.2667 (2) | 0.05061 (17) | 0.0261 (7) | |
H9 | 0.196870 | 0.227507 | 0.040423 | 0.031* | |
C10 | 0.10143 (18) | 0.3034 (2) | −0.00315 (17) | 0.0282 (7) | |
H10 | 0.099273 | 0.288384 | −0.049805 | 0.034* | |
C11 | 0.04655 (18) | 0.3621 (2) | 0.01038 (17) | 0.0269 (7) | |
H11 | 0.006348 | 0.386213 | −0.026819 | 0.032* | |
C12 | 0.05046 (18) | 0.3857 (2) | 0.07895 (17) | 0.0246 (7) | |
H12 | 0.013398 | 0.426757 | 0.088648 | 0.029* | |
C13 | 0.10910 (17) | 0.3486 (2) | 0.13287 (16) | 0.0211 (6) | |
O2 | 0.11738 (11) | 0.36936 (15) | 0.20192 (10) | 0.0215 (4) | |
C14 | 0.05075 (17) | 0.4077 (2) | 0.21591 (17) | 0.0271 (7) | |
H14A | 0.008423 | 0.364052 | 0.193952 | 0.041* | |
H14B | 0.040438 | 0.475703 | 0.197017 | 0.041* | |
H14C | 0.058481 | 0.409352 | 0.266183 | 0.041* | |
O3 | 0.21705 (11) | 0.52783 (15) | 0.29702 (10) | 0.0207 (4) | |
C15 | 0.16940 (16) | 0.5860 (2) | 0.25037 (15) | 0.0194 (6) | |
C16 | 0.11512 (17) | 0.6428 (2) | 0.26958 (17) | 0.0243 (7) | |
H16 | 0.111888 | 0.638269 | 0.315673 | 0.029* | |
C17 | 0.06691 (18) | 0.7044 (2) | 0.22255 (17) | 0.0284 (7) | |
H17 | 0.030132 | 0.740726 | 0.236391 | 0.034* | |
C18 | 0.07104 (19) | 0.7147 (2) | 0.15485 (18) | 0.0306 (8) | |
H18 | 0.038083 | 0.758110 | 0.122705 | 0.037* | |
C19 | 0.12431 (18) | 0.6599 (2) | 0.13580 (17) | 0.0257 (7) | |
H19 | 0.128171 | 0.667315 | 0.090078 | 0.031* | |
C20 | 0.17289 (16) | 0.5938 (2) | 0.18159 (15) | 0.0203 (6) | |
C21 | 0.22681 (16) | 0.5407 (2) | 0.15545 (15) | 0.0205 (6) | |
H21 | 0.235170 | 0.566034 | 0.114291 | 0.025* | |
N2 | 0.26446 (13) | 0.46215 (18) | 0.18321 (13) | 0.0189 (5) | |
C22 | 0.31409 (16) | 0.4201 (2) | 0.14899 (16) | 0.0198 (6) | |
C23 | 0.30469 (18) | 0.4246 (2) | 0.07772 (16) | 0.0246 (7) | |
H23 | 0.263438 | 0.459830 | 0.048259 | 0.030* | |
C24 | 0.35532 (19) | 0.3780 (2) | 0.04960 (18) | 0.0309 (8) | |
H24 | 0.348540 | 0.381433 | 0.001025 | 0.037* | |
C25 | 0.41534 (19) | 0.3267 (3) | 0.09186 (18) | 0.0306 (8) | |
H25 | 0.450113 | 0.295948 | 0.072246 | 0.037* | |
C26 | 0.42551 (18) | 0.3195 (2) | 0.16283 (18) | 0.0272 (7) | |
H26 | 0.466812 | 0.283806 | 0.191807 | 0.033* | |
C27 | 0.37429 (16) | 0.3653 (2) | 0.19090 (16) | 0.0201 (6) | |
O4 | 0.37659 (11) | 0.36031 (15) | 0.26008 (10) | 0.0223 (4) | |
C28 | 0.44119 (17) | 0.3117 (2) | 0.30637 (17) | 0.0276 (7) | |
H28A | 0.486284 | 0.348129 | 0.305695 | 0.041* | |
H28B | 0.444140 | 0.242498 | 0.291051 | 0.041* | |
H28C | 0.436864 | 0.311606 | 0.353681 | 0.041* | |
O5 | 0.22372 (12) | 0.70331 (16) | 0.42424 (11) | 0.0269 (5) | |
C29 | 0.20534 (16) | 0.7977 (2) | 0.41477 (15) | 0.0212 (6) | |
C30 | 0.16275 (18) | 0.8432 (2) | 0.45390 (17) | 0.0265 (7) | |
H30 | 0.145778 | 0.803526 | 0.485357 | 0.032* | |
C31 | 0.14533 (17) | 0.9436 (2) | 0.44749 (17) | 0.0275 (7) | |
H31 | 0.117597 | 0.972142 | 0.475343 | 0.033* | |
C32 | 0.16773 (18) | 1.0047 (2) | 0.40066 (18) | 0.0301 (8) | |
H32 | 0.155718 | 1.074021 | 0.396565 | 0.036* | |
C33 | 0.20769 (18) | 0.9614 (2) | 0.36068 (17) | 0.0276 (7) | |
H33 | 0.222641 | 1.001771 | 0.328300 | 0.033* | |
C34 | 0.22697 (16) | 0.8591 (2) | 0.36642 (15) | 0.0214 (6) | |
C35 | 0.26903 (17) | 0.8219 (2) | 0.32209 (16) | 0.0227 (7) | |
H35 | 0.277829 | 0.867351 | 0.289055 | 0.027* | |
N3 | 0.29592 (14) | 0.73221 (18) | 0.32314 (13) | 0.0204 (5) | |
C36 | 0.33461 (17) | 0.7099 (2) | 0.27311 (16) | 0.0204 (6) | |
C37 | 0.31553 (18) | 0.7458 (2) | 0.20559 (16) | 0.0249 (7) | |
H37 | 0.275059 | 0.791157 | 0.189957 | 0.030* | |
C38 | 0.35503 (18) | 0.7160 (2) | 0.16065 (17) | 0.0279 (7) | |
H38 | 0.341807 | 0.741332 | 0.114553 | 0.033* | |
C39 | 0.41351 (18) | 0.6495 (2) | 0.18285 (17) | 0.0282 (7) | |
H39 | 0.440388 | 0.629347 | 0.151852 | 0.034* | |
C40 | 0.43359 (17) | 0.6116 (2) | 0.25057 (17) | 0.0260 (7) | |
H40 | 0.473723 | 0.565633 | 0.265837 | 0.031* | |
C41 | 0.39373 (17) | 0.6425 (2) | 0.29505 (16) | 0.0219 (6) | |
O6 | 0.40774 (12) | 0.61011 (15) | 0.36332 (11) | 0.0247 (5) | |
C42 | 0.47651 (18) | 0.5559 (3) | 0.39380 (18) | 0.0323 (8) | |
H42A | 0.518671 | 0.595906 | 0.389451 | 0.048* | |
H42B | 0.475117 | 0.491907 | 0.369533 | 0.048* | |
H42C | 0.482235 | 0.543222 | 0.443024 | 0.048* | |
O7 | 0.32359 (12) | 0.42480 (15) | 0.38506 (10) | 0.0228 (5) | |
C43 | 0.3572 (2) | 0.3639 (3) | 0.44425 (18) | 0.0344 (8) | |
H43A | 0.343315 | 0.293668 | 0.433316 | 0.052* | |
H43B | 0.339814 | 0.385593 | 0.483325 | 0.052* | |
H43C | 0.411467 | 0.370677 | 0.456761 | 0.052* | |
O8 | 0.21441 (17) | 0.49705 (19) | 0.44969 (14) | 0.0439 (7) | |
H8 | 0.199 (2) | 0.444 (2) | 0.4288 (19) | 0.049 (13)* | |
C44 | 0.1822 (2) | 0.5200 (3) | 0.50265 (18) | 0.0358 (8) | |
H44A | 0.141079 | 0.473449 | 0.500238 | 0.054* | |
H44B | 0.163102 | 0.588810 | 0.496666 | 0.054* | |
H44C | 0.219807 | 0.513584 | 0.547956 | 0.054* | |
O9 | 0.47737 (18) | 0.8072 (3) | 0.52862 (17) | 0.0618 (9) | |
H9A | 0.452 (3) | 0.750 (3) | 0.526 (4) | 0.13 (3)* | |
C45 | 0.4213 (3) | 0.8751 (3) | 0.4938 (2) | 0.0580 (12) | |
H45A | 0.404390 | 0.858553 | 0.444191 | 0.087* | |
H45B | 0.441264 | 0.943455 | 0.499825 | 0.087* | |
H45C | 0.379228 | 0.870440 | 0.513101 | 0.087* | |
O10 | 0.03375 (16) | 0.1626 (2) | 0.17104 (14) | 0.0472 (7) | |
C46 | 0.0800 (2) | 0.0928 (3) | 0.2186 (2) | 0.0414 (9) | |
H46A | 0.056014 | 0.072615 | 0.254205 | 0.050* | |
H46B | 0.128772 | 0.123753 | 0.242335 | 0.050* | |
C47 | 0.0906 (2) | 0.0023 (3) | 0.1769 (2) | 0.0522 (11) | |
H47A | 0.094216 | −0.060273 | 0.204141 | 0.063* | |
H47B | 0.135579 | 0.009358 | 0.161279 | 0.063* | |
C48 | 0.0199 (2) | 0.0044 (3) | 0.1159 (2) | 0.0522 (11) | |
H48A | 0.027437 | −0.028781 | 0.074485 | 0.063* | |
H48B | −0.022192 | −0.028047 | 0.127731 | 0.063* | |
C49 | 0.0072 (3) | 0.1159 (3) | 0.1043 (2) | 0.0494 (11) | |
H49A | 0.034729 | 0.141526 | 0.072846 | 0.059* | |
H49B | −0.046494 | 0.130143 | 0.083351 | 0.059* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Y1 | 0.02540 (15) | 0.01246 (14) | 0.02236 (15) | 0.00068 (12) | 0.01133 (12) | −0.00029 (12) |
Y2 | 0.03340 (17) | 0.01530 (14) | 0.01998 (15) | 0.00204 (12) | 0.01169 (13) | −0.00054 (13) |
Cl1 | 0.0421 (5) | 0.0234 (4) | 0.0347 (4) | −0.0029 (3) | 0.0238 (4) | 0.0027 (4) |
Cl2 | 0.0556 (6) | 0.0347 (5) | 0.0206 (4) | 0.0145 (4) | 0.0042 (4) | −0.0029 (4) |
O1 | 0.0356 (13) | 0.0157 (11) | 0.0328 (13) | 0.0009 (9) | 0.0152 (10) | −0.0010 (10) |
C1 | 0.0236 (15) | 0.0124 (14) | 0.0370 (18) | −0.0010 (12) | 0.0127 (14) | 0.0018 (14) |
C2 | 0.0274 (17) | 0.0206 (17) | 0.044 (2) | 0.0005 (13) | 0.0131 (15) | 0.0062 (16) |
C3 | 0.0287 (18) | 0.0199 (17) | 0.053 (2) | 0.0020 (14) | 0.0140 (17) | 0.0069 (17) |
C4 | 0.0268 (18) | 0.0178 (16) | 0.063 (3) | 0.0013 (13) | 0.0185 (17) | −0.0043 (17) |
C5 | 0.0272 (17) | 0.0217 (17) | 0.048 (2) | −0.0016 (14) | 0.0145 (16) | −0.0112 (16) |
C6 | 0.0211 (15) | 0.0138 (14) | 0.041 (2) | −0.0020 (12) | 0.0126 (14) | −0.0030 (14) |
C7 | 0.0237 (16) | 0.0185 (16) | 0.0365 (19) | −0.0062 (12) | 0.0153 (14) | −0.0082 (14) |
N1 | 0.0249 (14) | 0.0170 (13) | 0.0307 (15) | −0.0051 (10) | 0.0140 (12) | −0.0043 (12) |
C8 | 0.0226 (15) | 0.0167 (15) | 0.0278 (17) | −0.0053 (12) | 0.0122 (13) | −0.0036 (13) |
C9 | 0.0294 (17) | 0.0197 (16) | 0.0333 (19) | −0.0068 (13) | 0.0154 (15) | −0.0074 (14) |
C10 | 0.0368 (19) | 0.0243 (17) | 0.0279 (18) | −0.0108 (14) | 0.0161 (15) | −0.0087 (15) |
C11 | 0.0324 (17) | 0.0206 (16) | 0.0274 (17) | −0.0064 (14) | 0.0085 (14) | 0.0018 (15) |
C12 | 0.0267 (16) | 0.0180 (15) | 0.0311 (18) | −0.0037 (12) | 0.0116 (14) | −0.0025 (13) |
C13 | 0.0265 (16) | 0.0151 (15) | 0.0243 (16) | −0.0060 (12) | 0.0115 (13) | −0.0030 (13) |
O2 | 0.0230 (10) | 0.0202 (11) | 0.0242 (11) | −0.0003 (9) | 0.0116 (9) | −0.0047 (9) |
C14 | 0.0277 (17) | 0.0267 (17) | 0.0312 (18) | 0.0012 (14) | 0.0156 (14) | −0.0064 (15) |
O3 | 0.0272 (11) | 0.0146 (10) | 0.0226 (11) | 0.0012 (9) | 0.0110 (9) | 0.0007 (9) |
C15 | 0.0242 (15) | 0.0122 (14) | 0.0219 (15) | −0.0043 (12) | 0.0072 (12) | −0.0008 (13) |
C16 | 0.0286 (16) | 0.0191 (15) | 0.0275 (17) | −0.0009 (13) | 0.0119 (14) | −0.0052 (14) |
C17 | 0.0284 (17) | 0.0217 (17) | 0.0355 (19) | 0.0052 (13) | 0.0100 (15) | −0.0059 (15) |
C18 | 0.0341 (19) | 0.0230 (17) | 0.0314 (19) | 0.0074 (14) | 0.0046 (15) | −0.0018 (15) |
C19 | 0.0334 (18) | 0.0215 (17) | 0.0224 (16) | 0.0017 (13) | 0.0082 (14) | 0.0008 (13) |
C20 | 0.0241 (15) | 0.0125 (14) | 0.0232 (16) | −0.0022 (12) | 0.0050 (12) | −0.0007 (13) |
C21 | 0.0233 (15) | 0.0192 (15) | 0.0198 (15) | −0.0050 (12) | 0.0078 (12) | −0.0021 (13) |
N2 | 0.0216 (13) | 0.0141 (12) | 0.0230 (13) | −0.0028 (10) | 0.0096 (11) | −0.0038 (11) |
C22 | 0.0254 (15) | 0.0127 (14) | 0.0244 (16) | −0.0048 (12) | 0.0122 (13) | −0.0026 (13) |
C23 | 0.0286 (17) | 0.0199 (16) | 0.0277 (17) | −0.0045 (13) | 0.0120 (14) | −0.0010 (14) |
C24 | 0.040 (2) | 0.0269 (18) | 0.0328 (19) | −0.0077 (15) | 0.0215 (16) | −0.0089 (15) |
C25 | 0.0341 (19) | 0.0249 (17) | 0.041 (2) | −0.0047 (14) | 0.0235 (16) | −0.0096 (16) |
C26 | 0.0274 (17) | 0.0184 (16) | 0.040 (2) | −0.0002 (13) | 0.0165 (15) | −0.0038 (15) |
C27 | 0.0240 (15) | 0.0137 (14) | 0.0244 (16) | −0.0036 (12) | 0.0097 (12) | −0.0026 (13) |
O4 | 0.0228 (11) | 0.0228 (11) | 0.0223 (11) | 0.0037 (9) | 0.0082 (9) | 0.0020 (10) |
C28 | 0.0240 (16) | 0.0247 (17) | 0.0327 (18) | 0.0021 (13) | 0.0064 (14) | 0.0018 (15) |
O5 | 0.0398 (13) | 0.0197 (11) | 0.0261 (12) | 0.0025 (10) | 0.0172 (10) | 0.0017 (10) |
C29 | 0.0226 (15) | 0.0183 (15) | 0.0212 (16) | −0.0013 (12) | 0.0041 (12) | −0.0053 (13) |
C30 | 0.0314 (17) | 0.0247 (17) | 0.0258 (17) | −0.0006 (13) | 0.0124 (14) | −0.0024 (14) |
C31 | 0.0238 (16) | 0.0290 (18) | 0.0289 (18) | 0.0073 (13) | 0.0067 (14) | −0.0054 (15) |
C32 | 0.0307 (18) | 0.0185 (16) | 0.040 (2) | 0.0049 (13) | 0.0084 (15) | −0.0039 (15) |
C33 | 0.0339 (18) | 0.0188 (16) | 0.0312 (18) | 0.0014 (14) | 0.0114 (15) | 0.0024 (14) |
C34 | 0.0228 (15) | 0.0195 (15) | 0.0225 (16) | 0.0015 (12) | 0.0078 (12) | −0.0027 (13) |
C35 | 0.0251 (16) | 0.0180 (15) | 0.0268 (17) | −0.0031 (12) | 0.0104 (13) | 0.0009 (14) |
N3 | 0.0232 (13) | 0.0184 (13) | 0.0205 (13) | −0.0028 (10) | 0.0080 (10) | −0.0048 (11) |
C36 | 0.0252 (15) | 0.0157 (14) | 0.0221 (16) | −0.0066 (12) | 0.0098 (13) | −0.0055 (13) |
C37 | 0.0307 (17) | 0.0176 (15) | 0.0282 (17) | −0.0069 (13) | 0.0114 (14) | −0.0033 (14) |
C38 | 0.0370 (19) | 0.0236 (17) | 0.0254 (17) | −0.0109 (14) | 0.0128 (15) | −0.0018 (14) |
C39 | 0.0306 (17) | 0.0278 (18) | 0.0325 (18) | −0.0121 (14) | 0.0192 (15) | −0.0091 (15) |
C40 | 0.0239 (16) | 0.0223 (16) | 0.0328 (18) | −0.0044 (13) | 0.0098 (14) | −0.0073 (14) |
C41 | 0.0257 (15) | 0.0169 (15) | 0.0225 (16) | −0.0069 (12) | 0.0065 (13) | −0.0048 (13) |
O6 | 0.0285 (12) | 0.0214 (11) | 0.0240 (12) | 0.0046 (9) | 0.0071 (9) | 0.0021 (9) |
C42 | 0.0283 (18) | 0.0301 (18) | 0.036 (2) | 0.0040 (14) | 0.0055 (15) | 0.0002 (16) |
O7 | 0.0328 (12) | 0.0154 (10) | 0.0207 (11) | 0.0041 (9) | 0.0088 (9) | 0.0020 (9) |
C43 | 0.050 (2) | 0.0214 (17) | 0.0306 (19) | 0.0087 (16) | 0.0103 (16) | 0.0020 (16) |
O8 | 0.075 (2) | 0.0228 (13) | 0.0525 (17) | −0.0067 (13) | 0.0480 (16) | −0.0088 (13) |
C44 | 0.046 (2) | 0.034 (2) | 0.0326 (19) | 0.0026 (17) | 0.0191 (17) | 0.0048 (17) |
O9 | 0.0533 (19) | 0.060 (2) | 0.064 (2) | 0.0018 (17) | 0.0045 (16) | 0.0087 (18) |
C45 | 0.067 (3) | 0.056 (3) | 0.051 (3) | 0.004 (2) | 0.017 (2) | 0.011 (2) |
O10 | 0.0673 (19) | 0.0362 (15) | 0.0403 (16) | −0.0060 (13) | 0.0194 (14) | 0.0027 (13) |
C46 | 0.044 (2) | 0.035 (2) | 0.048 (2) | −0.0048 (17) | 0.0175 (19) | 0.0048 (19) |
C47 | 0.053 (3) | 0.041 (2) | 0.066 (3) | −0.009 (2) | 0.022 (2) | −0.007 (2) |
C48 | 0.064 (3) | 0.042 (2) | 0.052 (3) | −0.019 (2) | 0.021 (2) | −0.002 (2) |
C49 | 0.067 (3) | 0.041 (2) | 0.040 (2) | −0.019 (2) | 0.016 (2) | 0.0000 (19) |
Y1—O1 | 2.192 (2) | C25—C26 | 1.389 (5) |
Y1—O7 | 2.257 (2) | C25—H25 | 0.9500 |
Y1—O3 | 2.335 (2) | C26—C27 | 1.392 (4) |
Y1—N1 | 2.521 (3) | C26—H26 | 0.9500 |
Y1—N2 | 2.536 (2) | C27—O4 | 1.383 (3) |
Y1—O2 | 2.548 (2) | O4—C28 | 1.448 (4) |
Y1—O4 | 2.585 (2) | C28—H28A | 0.9800 |
Y1—Cl1 | 2.7078 (8) | C28—H28B | 0.9800 |
Y1—Y2 | 3.7479 (4) | C28—H28C | 0.9800 |
Y2—O5 | 2.175 (2) | O5—C29 | 1.304 (4) |
Y2—O7 | 2.281 (2) | C29—C30 | 1.415 (4) |
Y2—O3 | 2.293 (2) | C29—C34 | 1.420 (4) |
Y2—O8 | 2.352 (2) | C30—C31 | 1.376 (4) |
Y2—O6 | 2.484 (2) | C30—H30 | 0.9500 |
Y2—N3 | 2.487 (3) | C31—C32 | 1.401 (5) |
Y2—Cl2 | 2.6406 (9) | C31—H31 | 0.9500 |
O1—C1 | 1.305 (4) | C32—C33 | 1.379 (4) |
C1—C6 | 1.416 (5) | C32—H32 | 0.9500 |
C1—C2 | 1.418 (4) | C33—C34 | 1.407 (4) |
C2—C3 | 1.369 (5) | C33—H33 | 0.9500 |
C2—H2 | 0.9500 | C34—C35 | 1.443 (4) |
C3—C4 | 1.395 (5) | C35—N3 | 1.296 (4) |
C3—H3 | 0.9500 | C35—H35 | 0.9500 |
C4—C5 | 1.371 (5) | N3—C36 | 1.436 (4) |
C4—H4 | 0.9500 | C36—C37 | 1.386 (4) |
C5—C6 | 1.425 (4) | C36—C41 | 1.396 (4) |
C5—H5 | 0.9500 | C37—C38 | 1.387 (4) |
C6—C7 | 1.431 (5) | C37—H37 | 0.9500 |
C7—N1 | 1.299 (4) | C38—C39 | 1.380 (5) |
C7—H7 | 0.9500 | C38—H38 | 0.9500 |
N1—C8 | 1.431 (4) | C39—C40 | 1.399 (5) |
C8—C9 | 1.393 (4) | C39—H39 | 0.9500 |
C8—C13 | 1.402 (4) | C40—C41 | 1.388 (4) |
C9—C10 | 1.378 (5) | C40—H40 | 0.9500 |
C9—H9 | 0.9500 | C41—O6 | 1.391 (4) |
C10—C11 | 1.383 (5) | O6—C42 | 1.450 (4) |
C10—H10 | 0.9500 | C42—H42A | 0.9800 |
C11—C12 | 1.397 (4) | C42—H42B | 0.9800 |
C11—H11 | 0.9500 | C42—H42C | 0.9800 |
C12—C13 | 1.391 (4) | O7—C43 | 1.427 (4) |
C12—H12 | 0.9500 | C43—H43A | 0.9800 |
C13—O2 | 1.382 (4) | C43—H43B | 0.9800 |
O2—C14 | 1.455 (3) | C43—H43C | 0.9800 |
C14—H14A | 0.9800 | O8—C44 | 1.407 (4) |
C14—H14B | 0.9800 | O8—H8 | 0.837 (19) |
C14—H14C | 0.9800 | C44—H44A | 0.9800 |
O3—C15 | 1.338 (4) | C44—H44B | 0.9800 |
C15—C20 | 1.410 (4) | C44—H44C | 0.9800 |
C15—C16 | 1.412 (4) | O9—C45 | 1.410 (5) |
C16—C17 | 1.374 (4) | O9—H9A | 0.89 (2) |
C16—H16 | 0.9500 | C45—H45A | 0.9800 |
C17—C18 | 1.395 (5) | C45—H45B | 0.9800 |
C17—H17 | 0.9500 | C45—H45C | 0.9800 |
C18—C19 | 1.381 (4) | O10—C49 | 1.430 (5) |
C18—H18 | 0.9500 | O10—C46 | 1.431 (5) |
C19—C20 | 1.402 (4) | C46—C47 | 1.516 (6) |
C19—H19 | 0.9500 | C46—H46A | 0.9900 |
C20—C21 | 1.455 (4) | C46—H46B | 0.9900 |
C21—N2 | 1.296 (4) | C47—C48 | 1.522 (6) |
C21—H21 | 0.9500 | C47—H47A | 0.9900 |
N2—C22 | 1.427 (4) | C47—H47B | 0.9900 |
C22—C23 | 1.395 (4) | C48—C49 | 1.514 (6) |
C22—C27 | 1.402 (4) | C48—H48A | 0.9900 |
C23—C24 | 1.389 (4) | C48—H48B | 0.9900 |
C23—H23 | 0.9500 | C49—H49A | 0.9900 |
C24—C25 | 1.378 (5) | C49—H49B | 0.9900 |
C24—H24 | 0.9500 | ||
O1—Y1—O7 | 88.00 (8) | C15—C20—C21 | 123.9 (3) |
O1—Y1—O3 | 156.61 (8) | N2—C21—C20 | 125.9 (3) |
O7—Y1—O3 | 70.07 (7) | N2—C21—H21 | 117.0 |
O1—Y1—N1 | 72.74 (8) | C20—C21—H21 | 117.0 |
O7—Y1—N1 | 154.32 (8) | C21—N2—C22 | 117.4 (2) |
O3—Y1—N1 | 130.62 (8) | C21—N2—Y1 | 126.91 (19) |
O1—Y1—N2 | 126.38 (8) | C22—N2—Y1 | 115.25 (18) |
O7—Y1—N2 | 109.56 (8) | C23—C22—C27 | 118.5 (3) |
O3—Y1—N2 | 70.95 (7) | C23—C22—N2 | 125.3 (3) |
N1—Y1—N2 | 71.32 (8) | C27—C22—N2 | 116.1 (3) |
O1—Y1—O2 | 118.62 (7) | C24—C23—C22 | 120.4 (3) |
O7—Y1—O2 | 142.86 (7) | C24—C23—H23 | 119.8 |
O3—Y1—O2 | 78.31 (7) | C22—C23—H23 | 119.8 |
N1—Y1—O2 | 62.82 (7) | C25—C24—C23 | 120.3 (3) |
N2—Y1—O2 | 76.55 (7) | C25—C24—H24 | 119.9 |
O1—Y1—O4 | 74.42 (7) | C23—C24—H24 | 119.9 |
O7—Y1—O4 | 78.97 (7) | C24—C25—C26 | 120.7 (3) |
O3—Y1—O4 | 107.87 (7) | C24—C25—H25 | 119.7 |
N1—Y1—O4 | 79.57 (7) | C26—C25—H25 | 119.7 |
N2—Y1—O4 | 61.01 (7) | C25—C26—C27 | 119.0 (3) |
O2—Y1—O4 | 130.54 (6) | C25—C26—H26 | 120.5 |
O1—Y1—Cl1 | 82.18 (6) | C27—C26—H26 | 120.5 |
O7—Y1—Cl1 | 84.00 (6) | O4—C27—C26 | 124.6 (3) |
O3—Y1—Cl1 | 87.35 (5) | O4—C27—C22 | 114.4 (2) |
N1—Y1—Cl1 | 109.23 (6) | C26—C27—C22 | 121.1 (3) |
N2—Y1—Cl1 | 147.42 (6) | C27—O4—C28 | 116.2 (2) |
O2—Y1—Cl1 | 75.41 (5) | C27—O4—Y1 | 115.96 (16) |
O4—Y1—Cl1 | 151.36 (5) | C28—O4—Y1 | 121.75 (17) |
O1—Y1—Y2 | 122.07 (6) | O4—C28—H28A | 109.5 |
O7—Y1—Y2 | 34.53 (5) | O4—C28—H28B | 109.5 |
O3—Y1—Y2 | 35.54 (5) | H28A—C28—H28B | 109.5 |
N1—Y1—Y2 | 162.04 (6) | O4—C28—H28C | 109.5 |
N2—Y1—Y2 | 90.88 (5) | H28A—C28—H28C | 109.5 |
O2—Y1—Y2 | 111.62 (5) | H28B—C28—H28C | 109.5 |
O4—Y1—Y2 | 94.16 (5) | C29—O5—Y2 | 143.63 (19) |
Cl1—Y1—Y2 | 84.32 (2) | O5—C29—C30 | 120.1 (3) |
O5—Y2—O7 | 153.40 (8) | O5—C29—C34 | 122.7 (3) |
O5—Y2—O3 | 100.87 (8) | C30—C29—C34 | 117.2 (3) |
O7—Y2—O3 | 70.39 (7) | C31—C30—C29 | 121.6 (3) |
O5—Y2—O8 | 76.71 (8) | C31—C30—H30 | 119.2 |
O7—Y2—O8 | 77.42 (8) | C29—C30—H30 | 119.2 |
O3—Y2—O8 | 84.29 (9) | C30—C31—C32 | 121.2 (3) |
O5—Y2—O6 | 127.60 (7) | C30—C31—H31 | 119.4 |
O7—Y2—O6 | 78.97 (7) | C32—C31—H31 | 119.4 |
O3—Y2—O6 | 97.95 (7) | C33—C32—C31 | 118.2 (3) |
O8—Y2—O6 | 153.98 (8) | C33—C32—H32 | 120.9 |
O5—Y2—N3 | 73.04 (8) | C31—C32—H32 | 120.9 |
O7—Y2—N3 | 127.23 (8) | C32—C33—C34 | 122.0 (3) |
O3—Y2—N3 | 79.90 (8) | C32—C33—H33 | 119.0 |
O8—Y2—N3 | 142.30 (9) | C34—C33—H33 | 119.0 |
O6—Y2—N3 | 62.86 (7) | C33—C34—C29 | 119.8 (3) |
O5—Y2—Cl2 | 90.11 (6) | C33—C34—C35 | 117.2 (3) |
O7—Y2—Cl2 | 95.12 (6) | C29—C34—C35 | 123.0 (3) |
O3—Y2—Cl2 | 164.78 (5) | N3—C35—C34 | 126.1 (3) |
O8—Y2—Cl2 | 88.08 (8) | N3—C35—H35 | 117.0 |
O6—Y2—Cl2 | 83.28 (5) | C34—C35—H35 | 117.0 |
N3—Y2—Cl2 | 113.68 (6) | C35—N3—C36 | 117.1 (3) |
O5—Y2—Y1 | 132.16 (6) | C35—N3—Y2 | 130.5 (2) |
O7—Y2—Y1 | 34.10 (5) | C36—N3—Y2 | 112.44 (18) |
O3—Y2—Y1 | 36.29 (5) | C37—C36—C41 | 119.0 (3) |
O8—Y2—Y1 | 78.32 (6) | C37—C36—N3 | 125.4 (3) |
O6—Y2—Y1 | 88.19 (5) | C41—C36—N3 | 115.5 (3) |
N3—Y2—Y1 | 106.28 (6) | C36—C37—C38 | 120.5 (3) |
Cl2—Y2—Y1 | 129.04 (2) | C36—C37—H37 | 119.7 |
C1—O1—Y1 | 140.1 (2) | C38—C37—H37 | 119.7 |
O1—C1—C6 | 121.8 (3) | C39—C38—C37 | 120.0 (3) |
O1—C1—C2 | 120.4 (3) | C39—C38—H38 | 120.0 |
C6—C1—C2 | 117.8 (3) | C37—C38—H38 | 120.0 |
C3—C2—C1 | 121.8 (3) | C38—C39—C40 | 120.6 (3) |
C3—C2—H2 | 119.1 | C38—C39—H39 | 119.7 |
C1—C2—H2 | 119.1 | C40—C39—H39 | 119.7 |
C2—C3—C4 | 120.7 (3) | C41—C40—C39 | 118.7 (3) |
C2—C3—H3 | 119.7 | C41—C40—H40 | 120.6 |
C4—C3—H3 | 119.7 | C39—C40—H40 | 120.6 |
C5—C4—C3 | 119.3 (3) | C40—C41—O6 | 124.4 (3) |
C5—C4—H4 | 120.3 | C40—C41—C36 | 121.1 (3) |
C3—C4—H4 | 120.3 | O6—C41—C36 | 114.5 (3) |
C4—C5—C6 | 121.6 (3) | C41—O6—C42 | 117.4 (2) |
C4—C5—H5 | 119.2 | C41—O6—Y2 | 113.87 (17) |
C6—C5—H5 | 119.2 | C42—O6—Y2 | 123.49 (19) |
C1—C6—C5 | 118.8 (3) | O6—C42—H42A | 109.5 |
C1—C6—C7 | 123.6 (3) | O6—C42—H42B | 109.5 |
C5—C6—C7 | 117.5 (3) | H42A—C42—H42B | 109.5 |
N1—C7—C6 | 127.1 (3) | O6—C42—H42C | 109.5 |
N1—C7—H7 | 116.4 | H42A—C42—H42C | 109.5 |
C6—C7—H7 | 116.4 | H42B—C42—H42C | 109.5 |
C7—N1—C8 | 117.0 (3) | C43—O7—Y1 | 122.61 (19) |
C7—N1—Y1 | 127.3 (2) | C43—O7—Y2 | 119.66 (18) |
C8—N1—Y1 | 115.56 (18) | Y1—O7—Y2 | 111.36 (9) |
C9—C8—C13 | 118.0 (3) | O7—C43—H43A | 109.5 |
C9—C8—N1 | 125.7 (3) | O7—C43—H43B | 109.5 |
C13—C8—N1 | 116.3 (3) | H43A—C43—H43B | 109.5 |
C10—C9—C8 | 121.3 (3) | O7—C43—H43C | 109.5 |
C10—C9—H9 | 119.4 | H43A—C43—H43C | 109.5 |
C8—C9—H9 | 119.4 | H43B—C43—H43C | 109.5 |
C9—C10—C11 | 120.4 (3) | C44—O8—Y2 | 132.7 (2) |
C9—C10—H10 | 119.8 | C44—O8—H8 | 114 (3) |
C11—C10—H10 | 119.8 | Y2—O8—H8 | 113 (3) |
C10—C11—C12 | 119.8 (3) | O8—C44—H44A | 109.5 |
C10—C11—H11 | 120.1 | O8—C44—H44B | 109.5 |
C12—C11—H11 | 120.1 | H44A—C44—H44B | 109.5 |
C13—C12—C11 | 119.4 (3) | O8—C44—H44C | 109.5 |
C13—C12—H12 | 120.3 | H44A—C44—H44C | 109.5 |
C11—C12—H12 | 120.3 | H44B—C44—H44C | 109.5 |
O2—C13—C12 | 122.9 (3) | C45—O9—H9A | 102 (4) |
O2—C13—C8 | 116.0 (3) | O9—C45—H45A | 109.5 |
C12—C13—C8 | 121.1 (3) | O9—C45—H45B | 109.5 |
C13—O2—C14 | 114.7 (2) | H45A—C45—H45B | 109.5 |
C13—O2—Y1 | 116.82 (17) | O9—C45—H45C | 109.5 |
C14—O2—Y1 | 127.83 (17) | H45A—C45—H45C | 109.5 |
O2—C14—H14A | 109.5 | H45B—C45—H45C | 109.5 |
O2—C14—H14B | 109.5 | C49—O10—C46 | 108.8 (3) |
H14A—C14—H14B | 109.5 | O10—C46—C47 | 107.4 (3) |
O2—C14—H14C | 109.5 | O10—C46—H46A | 110.2 |
H14A—C14—H14C | 109.5 | C47—C46—H46A | 110.2 |
H14B—C14—H14C | 109.5 | O10—C46—H46B | 110.2 |
C15—O3—Y2 | 123.20 (17) | C47—C46—H46B | 110.2 |
C15—O3—Y1 | 128.17 (17) | H46A—C46—H46B | 108.5 |
Y2—O3—Y1 | 108.17 (8) | C46—C47—C48 | 102.0 (3) |
O3—C15—C20 | 121.2 (3) | C46—C47—H47A | 111.4 |
O3—C15—C16 | 120.4 (3) | C48—C47—H47A | 111.4 |
C20—C15—C16 | 118.4 (3) | C46—C47—H47B | 111.4 |
C17—C16—C15 | 121.0 (3) | C48—C47—H47B | 111.4 |
C17—C16—H16 | 119.5 | H47A—C47—H47B | 109.2 |
C15—C16—H16 | 119.5 | C49—C48—C47 | 101.7 (3) |
C16—C17—C18 | 121.2 (3) | C49—C48—H48A | 111.4 |
C16—C17—H17 | 119.4 | C47—C48—H48A | 111.4 |
C18—C17—H17 | 119.4 | C49—C48—H48B | 111.4 |
C19—C18—C17 | 118.2 (3) | C47—C48—H48B | 111.4 |
C19—C18—H18 | 120.9 | H48A—C48—H48B | 109.3 |
C17—C18—H18 | 120.9 | O10—C49—C48 | 106.7 (3) |
C18—C19—C20 | 122.3 (3) | O10—C49—H49A | 110.4 |
C18—C19—H19 | 118.9 | C48—C49—H49A | 110.4 |
C20—C19—H19 | 118.9 | O10—C49—H49B | 110.4 |
C19—C20—C15 | 118.9 (3) | C48—C49—H49B | 110.4 |
C19—C20—C21 | 117.1 (3) | H49A—C49—H49B | 108.6 |
Y1—O1—C1—C6 | −28.9 (5) | Y1—N2—C22—C27 | −32.1 (3) |
Y1—O1—C1—C2 | 150.3 (2) | C27—C22—C23—C24 | −1.8 (4) |
O1—C1—C2—C3 | −178.7 (3) | N2—C22—C23—C24 | −177.8 (3) |
C6—C1—C2—C3 | 0.6 (5) | C22—C23—C24—C25 | 0.0 (5) |
C1—C2—C3—C4 | −0.7 (5) | C23—C24—C25—C26 | 1.0 (5) |
C2—C3—C4—C5 | −0.4 (5) | C24—C25—C26—C27 | −0.3 (5) |
C3—C4—C5—C6 | 1.6 (5) | C25—C26—C27—O4 | 177.4 (3) |
O1—C1—C6—C5 | 179.9 (3) | C25—C26—C27—C22 | −1.5 (5) |
C2—C1—C6—C5 | 0.6 (4) | C23—C22—C27—O4 | −176.5 (3) |
O1—C1—C6—C7 | −2.9 (5) | N2—C22—C27—O4 | −0.1 (4) |
C2—C1—C6—C7 | 177.8 (3) | C23—C22—C27—C26 | 2.6 (4) |
C4—C5—C6—C1 | −1.7 (5) | N2—C22—C27—C26 | 178.9 (3) |
C4—C5—C6—C7 | −179.1 (3) | C26—C27—O4—C28 | 6.1 (4) |
C1—C6—C7—N1 | 11.2 (5) | C22—C27—O4—C28 | −174.9 (2) |
C5—C6—C7—N1 | −171.6 (3) | C26—C27—O4—Y1 | −147.1 (2) |
C6—C7—N1—C8 | −177.9 (3) | C22—C27—O4—Y1 | 31.9 (3) |
C6—C7—N1—Y1 | 4.9 (4) | Y2—O5—C29—C30 | −169.0 (2) |
C7—N1—C8—C9 | −27.5 (4) | Y2—O5—C29—C34 | 10.4 (5) |
Y1—N1—C8—C9 | 150.0 (2) | O5—C29—C30—C31 | 177.0 (3) |
C7—N1—C8—C13 | 154.2 (3) | C34—C29—C30—C31 | −2.4 (5) |
Y1—N1—C8—C13 | −28.3 (3) | C29—C30—C31—C32 | 1.4 (5) |
C13—C8—C9—C10 | −3.3 (4) | C30—C31—C32—C33 | 0.2 (5) |
N1—C8—C9—C10 | 178.5 (3) | C31—C32—C33—C34 | −0.8 (5) |
C8—C9—C10—C11 | 1.0 (5) | C32—C33—C34—C29 | −0.3 (5) |
C9—C10—C11—C12 | 1.1 (5) | C32—C33—C34—C35 | −179.9 (3) |
C10—C11—C12—C13 | −0.9 (4) | O5—C29—C34—C33 | −177.5 (3) |
C11—C12—C13—O2 | 179.3 (3) | C30—C29—C34—C33 | 1.8 (4) |
C11—C12—C13—C8 | −1.4 (4) | O5—C29—C34—C35 | 2.0 (5) |
C9—C8—C13—O2 | −177.2 (3) | C30—C29—C34—C35 | −178.6 (3) |
N1—C8—C13—O2 | 1.2 (4) | C33—C34—C35—N3 | 175.2 (3) |
C9—C8—C13—C12 | 3.5 (4) | C29—C34—C35—N3 | −4.4 (5) |
N1—C8—C13—C12 | −178.1 (3) | C34—C35—N3—C36 | 178.4 (3) |
C12—C13—O2—C14 | 16.9 (4) | C34—C35—N3—Y2 | −2.4 (5) |
C8—C13—O2—C14 | −162.4 (3) | C35—N3—C36—C37 | −36.3 (4) |
C12—C13—O2—Y1 | −154.3 (2) | Y2—N3—C36—C37 | 144.4 (2) |
C8—C13—O2—Y1 | 26.3 (3) | C35—N3—C36—C41 | 147.0 (3) |
Y2—O3—C15—C20 | 122.4 (2) | Y2—N3—C36—C41 | −32.3 (3) |
Y1—O3—C15—C20 | −49.0 (3) | C41—C36—C37—C38 | −0.7 (4) |
Y2—O3—C15—C16 | −56.4 (3) | N3—C36—C37—C38 | −177.3 (3) |
Y1—O3—C15—C16 | 132.2 (2) | C36—C37—C38—C39 | 0.5 (5) |
O3—C15—C16—C17 | 178.6 (3) | C37—C38—C39—C40 | 0.0 (5) |
C20—C15—C16—C17 | −0.2 (4) | C38—C39—C40—C41 | −0.3 (5) |
C15—C16—C17—C18 | −1.4 (5) | C39—C40—C41—O6 | 179.6 (3) |
C16—C17—C18—C19 | 0.9 (5) | C39—C40—C41—C36 | 0.1 (4) |
C17—C18—C19—C20 | 1.2 (5) | C37—C36—C41—C40 | 0.4 (4) |
C18—C19—C20—C15 | −2.8 (5) | N3—C36—C41—C40 | 177.3 (3) |
C18—C19—C20—C21 | −179.7 (3) | C37—C36—C41—O6 | −179.2 (3) |
O3—C15—C20—C19 | −176.6 (3) | N3—C36—C41—O6 | −2.3 (4) |
C16—C15—C20—C19 | 2.2 (4) | C40—C41—O6—C42 | 12.0 (4) |
O3—C15—C20—C21 | 0.2 (4) | C36—C41—O6—C42 | −168.4 (3) |
C16—C15—C20—C21 | 179.0 (3) | C40—C41—O6—Y2 | −143.2 (2) |
C19—C20—C21—N2 | −163.9 (3) | C36—C41—O6—Y2 | 36.4 (3) |
C15—C20—C21—N2 | 19.3 (5) | C49—O10—C46—C47 | 7.4 (4) |
C20—C21—N2—C22 | 179.1 (3) | O10—C46—C47—C48 | −27.4 (4) |
C20—C21—N2—Y1 | 6.9 (4) | C46—C47—C48—C49 | 35.5 (4) |
C21—N2—C22—C23 | −29.2 (4) | C46—O10—C49—C48 | 16.1 (4) |
Y1—N2—C22—C23 | 143.9 (2) | C47—C48—C49—O10 | −32.6 (4) |
C21—N2—C22—C27 | 154.7 (3) |
D—H···A | D—H | H···A | D···A | D—H···A |
O8—H8···Cl1 | 0.84 (2) | 2.20 (2) | 3.032 (3) | 174 (4) |
O9—H9A···Cl2 | 0.89 (2) | 2.29 (2) | 3.175 (4) | 177 (6) |
C43—H43A···O1 | 0.98 | 2.45 | 3.158 (4) | 129 |
C44—H44B···O5 | 0.98 | 2.59 | 3.132 (4) | 115 |
C14—H14C···Cl1 | 0.98 | 2.66 | 3.344 (3) | 128 |
C42—H42C···Cl2 | 0.98 | 2.89 | 3.591 (4) | 129 |
[NaY(C14H12NO2)4]·2CHCl3 | Z = 2 |
Mr = 1255.62 | F(000) = 1284 |
Triclinic, P1 | Dx = 1.480 Mg m−3 |
a = 14.542 (3) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 15.366 (3) Å | Cell parameters from 9999 reflections |
c = 15.487 (3) Å | θ = 2.3–30.3° |
α = 108.34 (3)° | µ = 1.39 mm−1 |
β = 106.19 (3)° | T = 120 K |
γ = 108.77 (3)° | Block, colourless |
V = 2818.5 (13) Å3 | 0.27 × 0.26 × 0.12 mm |
Bruker APEXII CCD diffractometer | 13529 independent reflections |
Radiation source: fine-focus sealed tube | 10587 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.024 |
φ and ω scans | θmax = 28.0°, θmin = 1.6° |
Absorption correction: multi-scan (SADABS; Bruker, 2008) | h = −19→19 |
Tmin = 0.695, Tmax = 0.872 | k = −20→15 |
19548 measured reflections | l = −20→20 |
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)] = 0.061 | Hydrogen site location: mixed |
wR(F2) = 0.175 | H-atom parameters constrained |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0982P)2 + 3.5344P] where P = (Fo2 + 2Fc2)/3 |
13529 reflections | (Δ/σ)max < 0.001 |
743 parameters | Δρmax = 1.19 e Å−3 |
19 restraints | Δρmin = −1.79 e Å−3 |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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) | |
Y1 | 0.13165 (2) | 0.27833 (2) | 0.41961 (2) | 0.01367 (9) | |
Na1 | 0.31568 (11) | 0.21868 (10) | 0.55695 (10) | 0.0172 (3) | |
O1 | 0.1576 (2) | 0.40438 (18) | 0.37281 (18) | 0.0192 (5) | |
C1 | 0.1175 (3) | 0.4165 (3) | 0.2934 (3) | 0.0175 (6) | |
C2 | 0.1307 (3) | 0.5153 (3) | 0.3022 (3) | 0.0218 (7) | |
H2 | 0.171020 | 0.572739 | 0.366538 | 0.026* | |
C3 | 0.0865 (3) | 0.5299 (3) | 0.2197 (3) | 0.0293 (8) | |
H3 | 0.095353 | 0.596533 | 0.228485 | 0.035* | |
C4 | 0.0287 (4) | 0.4475 (4) | 0.1234 (3) | 0.0344 (9) | |
H4 | −0.003008 | 0.457415 | 0.066965 | 0.041* | |
C5 | 0.0189 (4) | 0.3523 (3) | 0.1121 (3) | 0.0325 (9) | |
H5 | −0.018907 | 0.296776 | 0.046530 | 0.039* | |
C6 | 0.0625 (3) | 0.3333 (3) | 0.1938 (3) | 0.0216 (7) | |
C7 | 0.0576 (3) | 0.2335 (3) | 0.1723 (3) | 0.0216 (7) | |
H7 | 0.026376 | 0.186701 | 0.103249 | 0.026* | |
N1 | 0.0903 (2) | 0.1995 (2) | 0.2351 (2) | 0.0168 (6) | |
C8 | 0.0987 (3) | 0.1068 (3) | 0.1971 (2) | 0.0181 (7) | |
C9 | 0.1229 (3) | 0.0761 (3) | 0.1151 (3) | 0.0228 (7) | |
H9 | 0.129562 | 0.115607 | 0.078723 | 0.027* | |
C10 | 0.1374 (3) | −0.0123 (3) | 0.0862 (3) | 0.0284 (8) | |
H10 | 0.153799 | −0.033123 | 0.030136 | 0.034* | |
C11 | 0.1280 (3) | −0.0694 (3) | 0.1392 (3) | 0.0296 (9) | |
H11 | 0.138265 | −0.129371 | 0.119233 | 0.036* | |
C12 | 0.1039 (3) | −0.0410 (3) | 0.2211 (3) | 0.0240 (7) | |
H12 | 0.097166 | −0.081234 | 0.256773 | 0.029* | |
C13 | 0.0896 (3) | 0.0476 (3) | 0.2503 (3) | 0.0183 (7) | |
O2 | 0.0670 (2) | 0.08295 (18) | 0.33110 (18) | 0.0198 (5) | |
C14 | 0.0408 (3) | 0.0158 (3) | 0.3771 (3) | 0.0234 (7) | |
H14A | −0.016952 | −0.051580 | 0.325694 | 0.035* | |
H14B | 0.017457 | 0.045120 | 0.427818 | 0.035* | |
H14C | 0.104267 | 0.008200 | 0.409094 | 0.035* | |
O3 | −0.04291 (19) | 0.20839 (19) | 0.35098 (18) | 0.0208 (5) | |
C15 | −0.1200 (3) | 0.2352 (3) | 0.3474 (3) | 0.0169 (6) | |
C16 | −0.2219 (3) | 0.1720 (3) | 0.2645 (3) | 0.0223 (7) | |
H16 | −0.232011 | 0.112142 | 0.212146 | 0.027* | |
C17 | −0.3061 (3) | 0.1956 (3) | 0.2586 (3) | 0.0254 (8) | |
H17 | −0.373402 | 0.151851 | 0.202257 | 0.031* | |
C18 | −0.2941 (3) | 0.2834 (3) | 0.3344 (3) | 0.0237 (7) | |
H18 | −0.353041 | 0.298820 | 0.330065 | 0.028* | |
C19 | −0.1963 (3) | 0.3467 (3) | 0.4148 (3) | 0.0194 (7) | |
H19 | −0.187614 | 0.406649 | 0.465891 | 0.023* | |
C20 | −0.1080 (3) | 0.3243 (3) | 0.4230 (2) | 0.0158 (6) | |
C21 | −0.0103 (3) | 0.3937 (2) | 0.5129 (2) | 0.0158 (6) | |
H21 | −0.013011 | 0.448401 | 0.560809 | 0.019* | |
N2 | 0.0807 (2) | 0.3900 (2) | 0.5358 (2) | 0.0141 (5) | |
C22 | 0.1615 (3) | 0.4582 (2) | 0.6347 (2) | 0.0153 (6) | |
C23 | 0.1416 (3) | 0.5002 (3) | 0.7175 (3) | 0.0196 (7) | |
H23 | 0.069981 | 0.483584 | 0.709359 | 0.024* | |
C24 | 0.2261 (3) | 0.5661 (3) | 0.8119 (3) | 0.0238 (7) | |
H24 | 0.211855 | 0.595753 | 0.867423 | 0.029* | |
C25 | 0.3307 (3) | 0.5887 (3) | 0.8253 (3) | 0.0231 (7) | |
H25 | 0.388083 | 0.633923 | 0.889803 | 0.028* | |
C26 | 0.3517 (3) | 0.5451 (3) | 0.7443 (2) | 0.0184 (7) | |
H26 | 0.423287 | 0.559089 | 0.753586 | 0.022* | |
C27 | 0.2677 (3) | 0.4810 (2) | 0.6499 (2) | 0.0155 (6) | |
O4 | 0.28311 (18) | 0.43651 (18) | 0.56596 (17) | 0.0179 (5) | |
C28 | 0.3829 (3) | 0.4915 (3) | 0.5656 (3) | 0.0212 (7) | |
H28A | 0.396122 | 0.562709 | 0.582362 | 0.032* | |
H28B | 0.380392 | 0.459186 | 0.498879 | 0.032* | |
H28C | 0.440839 | 0.490311 | 0.615433 | 0.032* | |
O5 | 0.28164 (18) | 0.25737 (17) | 0.42195 (16) | 0.0149 (4) | |
C29 | 0.3271 (2) | 0.2513 (2) | 0.3593 (2) | 0.0150 (6) | |
C30 | 0.3322 (3) | 0.3154 (2) | 0.3099 (2) | 0.0161 (6) | |
H30 | 0.302573 | 0.362211 | 0.323252 | 0.019* | |
C31 | 0.3786 (3) | 0.3121 (3) | 0.2432 (2) | 0.0183 (7) | |
H31 | 0.379713 | 0.355786 | 0.211232 | 0.022* | |
C32 | 0.4241 (3) | 0.2449 (3) | 0.2223 (3) | 0.0201 (7) | |
H32 | 0.457350 | 0.243137 | 0.177388 | 0.024* | |
C33 | 0.4194 (3) | 0.1812 (3) | 0.2687 (3) | 0.0202 (7) | |
H33 | 0.449345 | 0.134765 | 0.254018 | 0.024* | |
C34 | 0.3721 (3) | 0.1819 (3) | 0.3369 (2) | 0.0165 (6) | |
C35 | 0.3703 (3) | 0.1056 (3) | 0.3743 (3) | 0.0199 (7) | |
H35 | 0.398933 | 0.061515 | 0.347696 | 0.024* | |
N3 | 0.3358 (3) | 0.0902 (3) | 0.4374 (3) | 0.0293 (7) | |
C36 | 0.3366 (4) | 0.0050 (4) | 0.4564 (4) | 0.0381 (11) | |
C37A | 0.3322 (6) | −0.0838 (5) | 0.3835 (5) | 0.0330 (14) | 0.652 (6) |
H37A | 0.328898 | −0.087016 | 0.320330 | 0.040* | 0.652 (6) |
C38A | 0.3329 (7) | −0.1650 (5) | 0.4055 (6) | 0.0374 (15) | 0.652 (6) |
H38A | 0.337729 | −0.219947 | 0.360188 | 0.045* | 0.652 (6) |
C39A | 0.3265 (11) | −0.1664 (10) | 0.4929 (13) | 0.036 (3) | 0.652 (6) |
H39A | 0.329769 | −0.220417 | 0.509010 | 0.043* | 0.652 (6) |
C37B | 0.4022 (13) | −0.0443 (10) | 0.4315 (10) | 0.0330 (14) | 0.348 (6) |
H37B | 0.444048 | −0.022534 | 0.398123 | 0.040* | 0.348 (6) |
C38B | 0.4035 (13) | −0.1229 (10) | 0.4566 (12) | 0.0374 (15) | 0.348 (6) |
H38B | 0.436324 | −0.163119 | 0.431754 | 0.045* | 0.348 (6) |
C39B | 0.357 (2) | −0.141 (2) | 0.517 (3) | 0.036 (3) | 0.348 (6) |
H39B | 0.354656 | −0.197210 | 0.530619 | 0.043* | 0.348 (6) |
C40 | 0.3150 (3) | −0.0852 (3) | 0.5584 (3) | 0.0258 (8) | |
H40 | 0.285391 | −0.098110 | 0.606614 | 0.031* | |
C41 | 0.3143 (3) | −0.0043 (3) | 0.5363 (3) | 0.0219 (7) | |
O6 | 0.2917 (3) | 0.0697 (2) | 0.5875 (2) | 0.0339 (7) | |
C42 | 0.2540 (5) | 0.0557 (4) | 0.6613 (4) | 0.0417 (11) | |
H42A | 0.193949 | −0.012891 | 0.630733 | 0.063* | |
H42B | 0.230265 | 0.107631 | 0.685680 | 0.063* | |
H42C | 0.312316 | 0.062699 | 0.717634 | 0.063* | |
O7 | 0.16161 (19) | 0.23364 (18) | 0.54981 (17) | 0.0171 (5) | |
C43 | 0.1221 (3) | 0.2414 (2) | 0.6170 (2) | 0.0161 (6) | |
C44 | 0.0098 (3) | 0.2082 (3) | 0.5864 (3) | 0.0194 (7) | |
H44 | −0.035791 | 0.175191 | 0.516684 | 0.023* | |
C45 | −0.0353 (3) | 0.2220 (3) | 0.6539 (3) | 0.0209 (7) | |
H45 | −0.110386 | 0.199799 | 0.630094 | 0.025* | |
C46 | 0.0286 (3) | 0.2682 (3) | 0.7569 (3) | 0.0214 (7) | |
H46 | −0.002222 | 0.277262 | 0.803653 | 0.026* | |
C47 | 0.1373 (3) | 0.3005 (3) | 0.7890 (3) | 0.0201 (7) | |
H47 | 0.181099 | 0.333013 | 0.859076 | 0.024* | |
C48 | 0.1869 (3) | 0.2875 (3) | 0.7226 (3) | 0.0179 (6) | |
C49 | 0.3032 (3) | 0.3331 (3) | 0.7703 (2) | 0.0189 (7) | |
H49 | 0.336128 | 0.379098 | 0.839792 | 0.023* | |
N4 | 0.3671 (2) | 0.3195 (2) | 0.7313 (2) | 0.0182 (6) | |
C50 | 0.4786 (3) | 0.3742 (3) | 0.7936 (3) | 0.0186 (7) | |
C51 | 0.5244 (3) | 0.4079 (3) | 0.8978 (3) | 0.0243 (7) | |
H51 | 0.479253 | 0.393119 | 0.930563 | 0.029* | |
C52 | 0.6354 (3) | 0.4634 (3) | 0.9541 (3) | 0.0281 (8) | |
H52 | 0.665282 | 0.486235 | 1.024699 | 0.034* | |
C53 | 0.7016 (3) | 0.4852 (3) | 0.9069 (3) | 0.0268 (8) | |
H53 | 0.776902 | 0.524014 | 0.945438 | 0.032* | |
C54 | 0.6589 (3) | 0.4506 (3) | 0.8035 (3) | 0.0230 (7) | |
H54 | 0.704876 | 0.465680 | 0.771546 | 0.028* | |
C55 | 0.5485 (3) | 0.3938 (3) | 0.7468 (2) | 0.0184 (7) | |
O8 | 0.5002 (2) | 0.3548 (2) | 0.64454 (18) | 0.0221 (5) | |
C56 | 0.5686 (3) | 0.3755 (3) | 0.5955 (3) | 0.0238 (7) | |
H56A | 0.609937 | 0.449901 | 0.622134 | 0.036* | |
H56B | 0.525001 | 0.345912 | 0.523167 | 0.036* | |
H56C | 0.617690 | 0.345039 | 0.607412 | 0.036* | |
C57A | 0.7037 (4) | 0.8539 (4) | 0.0273 (4) | 0.0314 (11) | 0.773 (2) |
H57A | 0.707195 | 0.861773 | −0.033534 | 0.038* | 0.773 (2) |
Cl1A | 0.59848 (14) | 0.87792 (18) | 0.04503 (14) | 0.0671 (6) | 0.773 (2) |
Cl2A | 0.67662 (17) | 0.72574 (14) | 0.00496 (12) | 0.0538 (5) | 0.773 (2) |
C57B | 0.7544 (14) | 0.8302 (15) | 0.0278 (13) | 0.0314 (11) | 0.227 (2) |
H57B | 0.729660 | 0.842552 | −0.032294 | 0.038* | 0.227 (2) |
Cl1B | 0.8348 (5) | 0.7696 (6) | 0.0132 (5) | 0.0671 (6) | 0.227 (2) |
Cl2B | 0.6420 (6) | 0.7546 (5) | 0.0361 (4) | 0.0538 (5) | 0.227 (2) |
Cl3 | 0.82563 (9) | 0.94501 (11) | 0.13085 (9) | 0.0475 (3) | |
C58A | 0.6469 (6) | 0.1972 (6) | 0.9108 (6) | 0.079 (4) | 0.293 (3) |
H58A | 0.615203 | 0.242191 | 0.938118 | 0.094* | 0.293 (3) |
Cl4A | 0.5419 (5) | 0.0898 (5) | 0.8015 (5) | 0.0829 (6) | 0.293 (3) |
Cl5A | 0.7018 (6) | 0.1644 (6) | 1.0053 (5) | 0.0829 (6) | 0.293 (3) |
Cl6A | 0.7473 (5) | 0.2704 (7) | 0.8851 (7) | 0.0829 (6) | 0.293 (3) |
C58B | 0.6527 (4) | 0.2263 (5) | 0.8974 (4) | 0.079 (4) | 0.497 (3) |
H58B | 0.641042 | 0.285062 | 0.934428 | 0.094* | 0.497 (3) |
Cl4B | 0.5400 (3) | 0.1479 (3) | 0.7805 (3) | 0.0829 (6) | 0.497 (3) |
Cl5B | 0.6658 (3) | 0.1599 (4) | 0.9709 (3) | 0.0829 (6) | 0.497 (3) |
Cl6B | 0.7701 (3) | 0.2780 (5) | 0.8806 (4) | 0.0829 (6) | 0.497 (3) |
C58C | 0.6618 (6) | 0.2192 (8) | 0.8765 (7) | 0.079 (4) | 0.210 (3) |
H58C | 0.645908 | 0.278454 | 0.902437 | 0.094* | 0.210 (3) |
Cl4C | 0.5395 (6) | 0.1142 (8) | 0.7833 (7) | 0.0829 (6) | 0.210 (3) |
Cl5C | 0.7152 (8) | 0.1960 (9) | 0.9793 (6) | 0.0829 (6) | 0.210 (3) |
Cl6C | 0.7556 (7) | 0.2563 (8) | 0.8276 (8) | 0.0829 (6) | 0.210 (3) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Y1 | 0.01529 (15) | 0.01361 (16) | 0.01239 (15) | 0.00798 (12) | 0.00561 (11) | 0.00480 (12) |
Na1 | 0.0212 (7) | 0.0189 (7) | 0.0148 (6) | 0.0117 (5) | 0.0082 (5) | 0.0082 (5) |
O1 | 0.0244 (12) | 0.0164 (12) | 0.0181 (11) | 0.0113 (10) | 0.0082 (10) | 0.0075 (10) |
C1 | 0.0174 (15) | 0.0225 (17) | 0.0201 (16) | 0.0128 (14) | 0.0101 (13) | 0.0123 (14) |
C2 | 0.0252 (17) | 0.0243 (18) | 0.0291 (18) | 0.0169 (15) | 0.0177 (15) | 0.0159 (15) |
C3 | 0.037 (2) | 0.032 (2) | 0.041 (2) | 0.0253 (18) | 0.0243 (19) | 0.0254 (19) |
C4 | 0.041 (2) | 0.043 (2) | 0.034 (2) | 0.027 (2) | 0.0141 (19) | 0.027 (2) |
C5 | 0.039 (2) | 0.036 (2) | 0.0229 (19) | 0.0208 (19) | 0.0079 (17) | 0.0144 (17) |
C6 | 0.0205 (16) | 0.0267 (18) | 0.0200 (17) | 0.0122 (15) | 0.0071 (14) | 0.0129 (15) |
C7 | 0.0223 (17) | 0.0243 (18) | 0.0136 (15) | 0.0095 (14) | 0.0059 (13) | 0.0056 (14) |
N1 | 0.0162 (13) | 0.0164 (14) | 0.0154 (13) | 0.0076 (11) | 0.0059 (11) | 0.0047 (11) |
C8 | 0.0156 (15) | 0.0151 (16) | 0.0158 (15) | 0.0066 (13) | 0.0038 (13) | 0.0007 (13) |
C9 | 0.0224 (17) | 0.0223 (18) | 0.0169 (16) | 0.0103 (14) | 0.0051 (14) | 0.0033 (14) |
C10 | 0.0273 (19) | 0.0251 (19) | 0.0212 (18) | 0.0105 (16) | 0.0105 (15) | −0.0020 (15) |
C11 | 0.0288 (19) | 0.0169 (17) | 0.035 (2) | 0.0121 (15) | 0.0128 (17) | 0.0005 (16) |
C12 | 0.0229 (17) | 0.0146 (16) | 0.032 (2) | 0.0081 (14) | 0.0111 (15) | 0.0080 (15) |
C13 | 0.0132 (14) | 0.0152 (16) | 0.0206 (16) | 0.0058 (12) | 0.0056 (13) | 0.0032 (13) |
O2 | 0.0257 (13) | 0.0167 (12) | 0.0223 (12) | 0.0120 (10) | 0.0136 (10) | 0.0091 (10) |
C14 | 0.0278 (18) | 0.0158 (16) | 0.0268 (18) | 0.0074 (14) | 0.0122 (15) | 0.0116 (15) |
O3 | 0.0163 (11) | 0.0208 (12) | 0.0199 (12) | 0.0098 (10) | 0.0056 (10) | 0.0033 (10) |
C15 | 0.0158 (15) | 0.0174 (16) | 0.0201 (16) | 0.0084 (13) | 0.0078 (13) | 0.0101 (13) |
C16 | 0.0177 (16) | 0.0174 (17) | 0.0214 (17) | 0.0046 (13) | 0.0029 (14) | 0.0047 (14) |
C17 | 0.0185 (17) | 0.0226 (18) | 0.0254 (18) | 0.0065 (14) | 0.0016 (14) | 0.0089 (15) |
C18 | 0.0179 (16) | 0.0251 (18) | 0.0319 (19) | 0.0122 (14) | 0.0086 (15) | 0.0164 (16) |
C19 | 0.0214 (16) | 0.0171 (16) | 0.0256 (17) | 0.0118 (14) | 0.0115 (14) | 0.0119 (14) |
C20 | 0.0157 (15) | 0.0169 (16) | 0.0172 (15) | 0.0091 (13) | 0.0065 (13) | 0.0091 (13) |
C21 | 0.0202 (16) | 0.0135 (15) | 0.0175 (15) | 0.0092 (13) | 0.0096 (13) | 0.0080 (13) |
N2 | 0.0159 (13) | 0.0129 (13) | 0.0144 (12) | 0.0077 (11) | 0.0064 (11) | 0.0058 (11) |
C22 | 0.0186 (15) | 0.0127 (15) | 0.0147 (15) | 0.0081 (12) | 0.0059 (12) | 0.0060 (12) |
C23 | 0.0211 (16) | 0.0209 (17) | 0.0179 (16) | 0.0104 (14) | 0.0095 (14) | 0.0078 (14) |
C24 | 0.0301 (19) | 0.0230 (18) | 0.0153 (16) | 0.0117 (15) | 0.0105 (15) | 0.0043 (14) |
C25 | 0.0258 (18) | 0.0200 (17) | 0.0119 (15) | 0.0055 (14) | 0.0035 (14) | 0.0025 (13) |
C26 | 0.0181 (16) | 0.0167 (16) | 0.0158 (15) | 0.0067 (13) | 0.0043 (13) | 0.0058 (13) |
C27 | 0.0196 (15) | 0.0145 (15) | 0.0133 (14) | 0.0080 (13) | 0.0074 (13) | 0.0064 (12) |
O4 | 0.0160 (11) | 0.0180 (12) | 0.0142 (11) | 0.0052 (9) | 0.0065 (9) | 0.0033 (9) |
C28 | 0.0194 (16) | 0.0177 (16) | 0.0228 (17) | 0.0048 (13) | 0.0118 (14) | 0.0058 (14) |
O5 | 0.0176 (11) | 0.0161 (11) | 0.0141 (11) | 0.0091 (9) | 0.0087 (9) | 0.0069 (9) |
C29 | 0.0121 (14) | 0.0167 (15) | 0.0109 (14) | 0.0054 (12) | 0.0020 (11) | 0.0038 (12) |
C30 | 0.0163 (15) | 0.0138 (15) | 0.0169 (15) | 0.0069 (12) | 0.0057 (13) | 0.0063 (13) |
C31 | 0.0192 (16) | 0.0155 (16) | 0.0157 (15) | 0.0050 (13) | 0.0050 (13) | 0.0066 (13) |
C32 | 0.0191 (16) | 0.0239 (18) | 0.0167 (15) | 0.0083 (14) | 0.0099 (13) | 0.0077 (14) |
C33 | 0.0219 (16) | 0.0224 (17) | 0.0182 (16) | 0.0125 (14) | 0.0098 (14) | 0.0075 (14) |
C34 | 0.0160 (15) | 0.0175 (16) | 0.0152 (15) | 0.0079 (13) | 0.0066 (12) | 0.0058 (13) |
C35 | 0.0224 (17) | 0.0224 (17) | 0.0228 (17) | 0.0164 (14) | 0.0122 (14) | 0.0106 (14) |
N3 | 0.053 (2) | 0.0297 (18) | 0.0313 (17) | 0.0306 (17) | 0.0293 (17) | 0.0208 (15) |
C36 | 0.072 (3) | 0.038 (2) | 0.049 (3) | 0.044 (2) | 0.046 (3) | 0.034 (2) |
C37A | 0.055 (4) | 0.031 (3) | 0.037 (4) | 0.029 (3) | 0.034 (3) | 0.021 (3) |
C38A | 0.057 (4) | 0.028 (3) | 0.052 (4) | 0.030 (3) | 0.037 (3) | 0.023 (3) |
C39A | 0.051 (9) | 0.024 (7) | 0.059 (10) | 0.025 (6) | 0.036 (7) | 0.030 (7) |
C37B | 0.055 (4) | 0.031 (3) | 0.037 (4) | 0.029 (3) | 0.034 (3) | 0.021 (3) |
C38B | 0.057 (4) | 0.028 (3) | 0.052 (4) | 0.030 (3) | 0.037 (3) | 0.023 (3) |
C39B | 0.051 (9) | 0.024 (7) | 0.059 (10) | 0.025 (6) | 0.036 (7) | 0.030 (7) |
C40 | 0.0292 (19) | 0.028 (2) | 0.031 (2) | 0.0161 (16) | 0.0152 (16) | 0.0207 (17) |
C41 | 0.0236 (17) | 0.0244 (18) | 0.0243 (17) | 0.0146 (15) | 0.0110 (15) | 0.0138 (15) |
O6 | 0.064 (2) | 0.0278 (15) | 0.0385 (16) | 0.0301 (15) | 0.0393 (16) | 0.0227 (13) |
C42 | 0.069 (3) | 0.038 (2) | 0.043 (3) | 0.030 (2) | 0.041 (3) | 0.025 (2) |
O7 | 0.0203 (11) | 0.0199 (12) | 0.0162 (11) | 0.0119 (10) | 0.0092 (9) | 0.0096 (10) |
C43 | 0.0218 (16) | 0.0147 (15) | 0.0187 (16) | 0.0115 (13) | 0.0110 (13) | 0.0099 (13) |
C44 | 0.0202 (16) | 0.0172 (16) | 0.0203 (16) | 0.0083 (13) | 0.0069 (14) | 0.0091 (14) |
C45 | 0.0208 (16) | 0.0198 (17) | 0.0296 (19) | 0.0123 (14) | 0.0142 (15) | 0.0134 (15) |
C46 | 0.0270 (18) | 0.0201 (17) | 0.0263 (18) | 0.0125 (15) | 0.0198 (15) | 0.0118 (15) |
C47 | 0.0268 (18) | 0.0205 (17) | 0.0173 (16) | 0.0124 (14) | 0.0126 (14) | 0.0087 (14) |
C48 | 0.0229 (16) | 0.0176 (16) | 0.0185 (16) | 0.0122 (14) | 0.0110 (14) | 0.0092 (13) |
C49 | 0.0249 (17) | 0.0187 (16) | 0.0144 (15) | 0.0124 (14) | 0.0070 (13) | 0.0074 (13) |
N4 | 0.0195 (14) | 0.0208 (14) | 0.0147 (13) | 0.0103 (12) | 0.0058 (11) | 0.0083 (11) |
C50 | 0.0219 (16) | 0.0177 (16) | 0.0176 (16) | 0.0114 (14) | 0.0076 (13) | 0.0074 (13) |
C51 | 0.0259 (18) | 0.029 (2) | 0.0177 (17) | 0.0139 (16) | 0.0089 (14) | 0.0088 (15) |
C52 | 0.0274 (19) | 0.037 (2) | 0.0150 (16) | 0.0169 (17) | 0.0040 (15) | 0.0083 (16) |
C53 | 0.0201 (17) | 0.029 (2) | 0.0246 (18) | 0.0108 (15) | 0.0035 (15) | 0.0096 (16) |
C54 | 0.0214 (17) | 0.0244 (18) | 0.0204 (17) | 0.0101 (15) | 0.0075 (14) | 0.0080 (15) |
C55 | 0.0210 (16) | 0.0185 (16) | 0.0154 (15) | 0.0108 (14) | 0.0055 (13) | 0.0072 (13) |
O8 | 0.0206 (12) | 0.0276 (14) | 0.0155 (11) | 0.0081 (11) | 0.0074 (10) | 0.0097 (10) |
C56 | 0.0250 (18) | 0.0283 (19) | 0.0179 (16) | 0.0095 (15) | 0.0107 (14) | 0.0110 (15) |
C57A | 0.022 (2) | 0.042 (3) | 0.023 (2) | 0.010 (2) | 0.008 (2) | 0.011 (2) |
Cl1A | 0.0375 (8) | 0.0899 (14) | 0.0443 (9) | 0.0281 (9) | 0.0154 (7) | −0.0022 (9) |
Cl2A | 0.0792 (12) | 0.0444 (9) | 0.0322 (8) | 0.0213 (8) | 0.0168 (7) | 0.0231 (7) |
C57B | 0.022 (2) | 0.042 (3) | 0.023 (2) | 0.010 (2) | 0.008 (2) | 0.011 (2) |
Cl1B | 0.0375 (8) | 0.0899 (14) | 0.0443 (9) | 0.0281 (9) | 0.0154 (7) | −0.0022 (9) |
Cl2B | 0.0792 (12) | 0.0444 (9) | 0.0322 (8) | 0.0213 (8) | 0.0168 (7) | 0.0231 (7) |
Cl3 | 0.0292 (5) | 0.0590 (8) | 0.0322 (6) | 0.0083 (5) | 0.0033 (4) | 0.0151 (5) |
C58A | 0.105 (7) | 0.081 (7) | 0.046 (5) | 0.074 (6) | 0.004 (5) | 0.015 (5) |
Cl4A | 0.0634 (10) | 0.0917 (14) | 0.0791 (12) | 0.0449 (11) | 0.0178 (9) | 0.0218 (10) |
Cl5A | 0.0634 (10) | 0.0917 (14) | 0.0791 (12) | 0.0449 (11) | 0.0178 (9) | 0.0218 (10) |
Cl6A | 0.0634 (10) | 0.0917 (14) | 0.0791 (12) | 0.0449 (11) | 0.0178 (9) | 0.0218 (10) |
C58B | 0.105 (7) | 0.081 (7) | 0.046 (5) | 0.074 (6) | 0.004 (5) | 0.015 (5) |
Cl4B | 0.0634 (10) | 0.0917 (14) | 0.0791 (12) | 0.0449 (11) | 0.0178 (9) | 0.0218 (10) |
Cl5B | 0.0634 (10) | 0.0917 (14) | 0.0791 (12) | 0.0449 (11) | 0.0178 (9) | 0.0218 (10) |
Cl6B | 0.0634 (10) | 0.0917 (14) | 0.0791 (12) | 0.0449 (11) | 0.0178 (9) | 0.0218 (10) |
C58C | 0.105 (7) | 0.081 (7) | 0.046 (5) | 0.074 (6) | 0.004 (5) | 0.015 (5) |
Cl4C | 0.0634 (10) | 0.0917 (14) | 0.0791 (12) | 0.0449 (11) | 0.0178 (9) | 0.0218 (10) |
Cl5C | 0.0634 (10) | 0.0917 (14) | 0.0791 (12) | 0.0449 (11) | 0.0178 (9) | 0.0218 (10) |
Cl6C | 0.0634 (10) | 0.0917 (14) | 0.0791 (12) | 0.0449 (11) | 0.0178 (9) | 0.0218 (10) |
Y1—O3 | 2.179 (3) | C31—H31 | 0.9500 |
Y1—O1 | 2.233 (2) | C32—C33 | 1.381 (5) |
Y1—O5 | 2.297 (2) | C32—H32 | 0.9500 |
Y1—O7 | 2.303 (2) | C33—C34 | 1.412 (5) |
Y1—O4 | 2.490 (3) | C33—H33 | 0.9500 |
Y1—N2 | 2.519 (3) | C34—C35 | 1.458 (5) |
Y1—N1 | 2.528 (3) | C35—N3 | 1.268 (5) |
Y1—O2 | 2.579 (3) | C35—H35 | 0.9500 |
Y1—Na1 | 3.4867 (17) | N3—C36 | 1.432 (5) |
Na1—O7 | 2.301 (3) | C36—C41 | 1.400 (5) |
Na1—O5 | 2.316 (3) | C36—C37A | 1.441 (8) |
Na1—N4 | 2.397 (3) | C36—C37B | 1.456 (13) |
Na1—N3 | 2.405 (3) | C37A—C38A | 1.396 (9) |
Na1—O6 | 2.418 (3) | C37A—H37A | 0.9500 |
Na1—O8 | 2.447 (3) | C38A—C39A | 1.39 (2) |
O1—C1 | 1.305 (4) | C38A—H38A | 0.9500 |
C1—C2 | 1.423 (5) | C39A—C40 | 1.431 (19) |
C1—C6 | 1.437 (5) | C39A—H39A | 0.9500 |
C2—C3 | 1.382 (5) | C37B—C38B | 1.384 (17) |
C2—H2 | 0.9500 | C37B—H37B | 0.9500 |
C3—C4 | 1.401 (6) | C38B—C39B | 1.34 (4) |
C3—H3 | 0.9500 | C38B—H38B | 0.9500 |
C4—C5 | 1.372 (6) | C39B—C40 | 1.31 (4) |
C4—H4 | 0.9500 | C39B—H39B | 0.9500 |
C5—C6 | 1.411 (5) | C40—C41 | 1.391 (5) |
C5—H5 | 0.9500 | C40—H40 | 1.0000 |
C6—C7 | 1.436 (5) | C41—O6 | 1.361 (4) |
C7—N1 | 1.291 (5) | O6—C42 | 1.442 (5) |
C7—H7 | 0.9500 | C42—H42A | 0.9800 |
N1—C8 | 1.420 (4) | C42—H42B | 0.9800 |
C8—C9 | 1.392 (5) | C42—H42C | 0.9800 |
C8—C13 | 1.408 (5) | O7—C43 | 1.314 (4) |
C9—C10 | 1.395 (5) | C43—C44 | 1.425 (5) |
C9—H9 | 0.9500 | C43—C48 | 1.431 (5) |
C10—C11 | 1.379 (6) | C44—C45 | 1.378 (5) |
C10—H10 | 0.9500 | C44—H44 | 0.9500 |
C11—C12 | 1.385 (6) | C45—C46 | 1.395 (5) |
C11—H11 | 0.9500 | C45—H45 | 0.9500 |
C12—C13 | 1.395 (5) | C46—C47 | 1.377 (5) |
C12—H12 | 0.9500 | C46—H46 | 0.9500 |
C13—O2 | 1.373 (4) | C47—C48 | 1.410 (5) |
O2—C14 | 1.442 (4) | C47—H47 | 0.9500 |
C14—H14A | 0.9800 | C48—C49 | 1.454 (5) |
C14—H14B | 0.9800 | C49—N4 | 1.277 (4) |
C14—H14C | 0.9800 | C49—H49 | 0.9500 |
O3—C15 | 1.306 (4) | N4—C50 | 1.417 (5) |
C15—C20 | 1.414 (5) | C50—C51 | 1.403 (5) |
C15—C16 | 1.420 (5) | C50—C55 | 1.415 (5) |
C16—C17 | 1.372 (5) | C51—C52 | 1.398 (5) |
C16—H16 | 0.9500 | C51—H51 | 0.9503 |
C17—C18 | 1.403 (6) | C52—C53 | 1.384 (6) |
C17—H17 | 0.9500 | C52—H52 | 0.9500 |
C18—C19 | 1.371 (5) | C53—C54 | 1.389 (5) |
C18—H18 | 0.9500 | C53—H53 | 0.9500 |
C19—C20 | 1.416 (5) | C54—C55 | 1.393 (5) |
C19—H19 | 0.9500 | C54—H54 | 0.9500 |
C20—C21 | 1.443 (5) | C55—O8 | 1.368 (4) |
C21—N2 | 1.297 (4) | O8—C56 | 1.428 (4) |
C21—H21 | 0.9500 | C56—H56A | 0.9800 |
N2—C22 | 1.421 (4) | C56—H56B | 0.9800 |
C22—C23 | 1.397 (5) | C56—H56C | 0.9800 |
C22—C27 | 1.399 (5) | C57A—Cl3 | 1.755 (5) |
C23—C24 | 1.392 (5) | C57A—Cl1A | 1.756 (6) |
C23—H23 | 0.9500 | C57A—Cl2A | 1.775 (6) |
C24—C25 | 1.385 (5) | C57A—H57A | 1.0000 |
C24—H24 | 0.9500 | C57B—Cl3 | 1.692 (19) |
C25—C26 | 1.390 (5) | C57B—Cl1B | 1.73 (2) |
C25—H25 | 0.9500 | C57B—Cl2B | 1.74 (2) |
C26—C27 | 1.387 (5) | C57B—H57B | 1.0000 |
C26—H26 | 0.9500 | C58A—Cl4A | 1.761 (4) |
C27—O4 | 1.382 (4) | C58A—Cl6A | 1.762 (4) |
O4—C28 | 1.428 (4) | C58A—Cl5A | 1.762 (4) |
C28—H28A | 0.9800 | C58A—H58A | 1.0000 |
C28—H28B | 0.9800 | C58B—Cl5B | 1.763 (4) |
C28—H28C | 0.9800 | C58B—Cl6B | 1.765 (4) |
O5—C29 | 1.314 (4) | C58B—Cl4B | 1.765 (4) |
C29—C30 | 1.421 (5) | C58B—H58B | 1.0000 |
C29—C34 | 1.424 (5) | C58C—Cl4C | 1.762 (4) |
C30—C31 | 1.379 (5) | C58C—Cl6C | 1.763 (4) |
C30—H30 | 0.9500 | C58C—Cl5C | 1.763 (4) |
C31—C32 | 1.399 (5) | C58C—H58C | 1.0000 |
O3—Y1—O1 | 96.57 (10) | O4—C28—H28B | 109.5 |
O3—Y1—O5 | 146.22 (9) | H28A—C28—H28B | 109.5 |
O1—Y1—O5 | 99.02 (9) | O4—C28—H28C | 109.5 |
O3—Y1—O7 | 100.48 (10) | H28A—C28—H28C | 109.5 |
O1—Y1—O7 | 147.28 (9) | H28B—C28—H28C | 109.5 |
O5—Y1—O7 | 81.82 (8) | C29—O5—Y1 | 132.9 (2) |
O3—Y1—O4 | 137.94 (9) | C29—O5—Na1 | 128.1 (2) |
O1—Y1—O4 | 73.18 (9) | Y1—O5—Na1 | 98.18 (9) |
O5—Y1—O4 | 75.56 (8) | O5—C29—C30 | 120.0 (3) |
O7—Y1—O4 | 75.44 (9) | O5—C29—C34 | 123.0 (3) |
O3—Y1—N2 | 74.09 (10) | C30—C29—C34 | 117.1 (3) |
O1—Y1—N2 | 80.31 (9) | C31—C30—C29 | 122.5 (3) |
O5—Y1—N2 | 138.09 (9) | C31—C30—H30 | 118.8 |
O7—Y1—N2 | 77.83 (9) | C29—C30—H30 | 118.8 |
O4—Y1—N2 | 64.06 (9) | C30—C31—C32 | 120.4 (3) |
O3—Y1—N1 | 78.51 (10) | C30—C31—H31 | 119.8 |
O1—Y1—N1 | 72.84 (9) | C32—C31—H31 | 119.8 |
O5—Y1—N1 | 77.78 (9) | C33—C32—C31 | 118.3 (3) |
O7—Y1—N1 | 137.92 (9) | C33—C32—H32 | 120.9 |
O4—Y1—N1 | 132.26 (9) | C31—C32—H32 | 120.9 |
N2—Y1—N1 | 138.79 (9) | C32—C33—C34 | 122.9 (3) |
O3—Y1—O2 | 73.71 (10) | C32—C33—H33 | 118.5 |
O1—Y1—O2 | 135.70 (8) | C34—C33—H33 | 118.5 |
O5—Y1—O2 | 74.19 (9) | C33—C34—C29 | 118.8 (3) |
O7—Y1—O2 | 76.31 (9) | C33—C34—C35 | 114.8 (3) |
O4—Y1—O2 | 140.94 (8) | C29—C34—C35 | 126.3 (3) |
N2—Y1—O2 | 133.69 (9) | N3—C35—C34 | 128.8 (3) |
N1—Y1—O2 | 62.90 (9) | N3—C35—H35 | 115.6 |
O3—Y1—Na1 | 132.98 (8) | C34—C35—H35 | 115.6 |
O1—Y1—Na1 | 130.45 (7) | C35—N3—C36 | 117.8 (3) |
O5—Y1—Na1 | 41.11 (6) | C35—N3—Na1 | 122.8 (3) |
O7—Y1—Na1 | 40.75 (6) | C36—N3—Na1 | 117.2 (2) |
O4—Y1—Na1 | 69.27 (7) | C41—C36—N3 | 118.5 (3) |
N2—Y1—Na1 | 109.65 (7) | C41—C36—C37A | 117.4 (4) |
N1—Y1—Na1 | 111.56 (7) | N3—C36—C37A | 122.2 (4) |
O2—Y1—Na1 | 71.71 (7) | C41—C36—C37B | 113.1 (6) |
O7—Na1—O5 | 81.45 (9) | N3—C36—C37B | 122.7 (6) |
O7—Na1—N4 | 79.41 (10) | C38A—C37A—C36 | 120.1 (6) |
O5—Na1—N4 | 131.33 (11) | C38A—C37A—H37A | 120.0 |
O7—Na1—N3 | 128.34 (13) | C36—C37A—H37A | 120.0 |
O5—Na1—N3 | 78.16 (10) | C39A—C38A—C37A | 120.7 (9) |
N4—Na1—N3 | 145.73 (12) | C39A—C38A—H38A | 119.7 |
O7—Na1—O6 | 102.97 (11) | C37A—C38A—H38A | 119.7 |
O5—Na1—O6 | 138.72 (11) | C38A—C39A—C40 | 119.0 (13) |
N4—Na1—O6 | 89.28 (11) | C38A—C39A—H39A | 120.5 |
N3—Na1—O6 | 66.95 (11) | C40—C39A—H39A | 120.5 |
O7—Na1—O8 | 128.00 (11) | C38B—C37B—C36 | 119.8 (11) |
O5—Na1—O8 | 92.30 (10) | C38B—C37B—H37B | 120.1 |
N4—Na1—O8 | 66.62 (11) | C36—C37B—H37B | 120.1 |
N3—Na1—O8 | 99.90 (13) | C39B—C38B—C37B | 118 (2) |
O6—Na1—O8 | 114.23 (12) | C39B—C38B—H38B | 120.9 |
O7—Na1—Y1 | 40.78 (6) | C37B—C38B—H38B | 120.9 |
O5—Na1—Y1 | 40.70 (6) | C40—C39B—C38B | 124 (3) |
N4—Na1—Y1 | 107.34 (8) | C40—C39B—H39B | 117.8 |
N3—Na1—Y1 | 106.91 (10) | C38B—C39B—H39B | 117.8 |
O6—Na1—Y1 | 131.27 (10) | C39B—C40—C41 | 118.6 (18) |
O8—Na1—Y1 | 114.42 (8) | C41—C40—C39A | 120.2 (8) |
C1—O1—Y1 | 138.4 (2) | C39B—C40—H40 | 122.1 |
O1—C1—C2 | 120.5 (3) | C41—C40—H40 | 119.3 |
O1—C1—C6 | 122.3 (3) | C39A—C40—H40 | 117.9 |
C2—C1—C6 | 117.1 (3) | O6—C41—C40 | 124.1 (3) |
C3—C2—C1 | 121.7 (4) | O6—C41—C36 | 115.1 (3) |
C3—C2—H2 | 119.1 | C40—C41—C36 | 120.8 (3) |
C1—C2—H2 | 119.1 | C41—O6—C42 | 117.0 (3) |
C2—C3—C4 | 120.8 (4) | C41—O6—Na1 | 121.2 (2) |
C2—C3—H3 | 119.6 | C42—O6—Na1 | 121.8 (2) |
C4—C3—H3 | 119.6 | O6—C42—H42A | 109.5 |
C5—C4—C3 | 118.6 (4) | O6—C42—H42B | 109.5 |
C5—C4—H4 | 120.7 | H42A—C42—H42B | 109.5 |
C3—C4—H4 | 120.7 | O6—C42—H42C | 109.5 |
C4—C5—C6 | 122.8 (4) | H42A—C42—H42C | 109.5 |
C4—C5—H5 | 118.6 | H42B—C42—H42C | 109.5 |
C6—C5—H5 | 118.6 | C43—O7—Na1 | 128.7 (2) |
C5—C6—C7 | 118.0 (3) | C43—O7—Y1 | 130.6 (2) |
C5—C6—C1 | 118.8 (3) | Na1—O7—Y1 | 98.47 (10) |
C7—C6—C1 | 123.0 (3) | O7—C43—C44 | 120.0 (3) |
N1—C7—C6 | 128.1 (3) | O7—C43—C48 | 123.4 (3) |
N1—C7—H7 | 115.9 | C44—C43—C48 | 116.5 (3) |
C6—C7—H7 | 115.9 | C45—C44—C43 | 122.6 (3) |
C7—N1—C8 | 117.7 (3) | C45—C44—H44 | 118.7 |
C7—N1—Y1 | 125.7 (2) | C43—C44—H44 | 118.7 |
C8—N1—Y1 | 116.4 (2) | C44—C45—C46 | 120.5 (3) |
C9—C8—C13 | 119.0 (3) | C44—C45—H45 | 119.7 |
C9—C8—N1 | 123.3 (3) | C46—C45—H45 | 119.7 |
C13—C8—N1 | 117.5 (3) | C47—C46—C45 | 118.3 (3) |
C8—C9—C10 | 120.2 (4) | C47—C46—H46 | 120.8 |
C8—C9—H9 | 119.9 | C45—C46—H46 | 120.8 |
C10—C9—H9 | 119.9 | C46—C47—C48 | 123.1 (3) |
C11—C10—C9 | 119.8 (4) | C46—C47—H47 | 118.4 |
C11—C10—H10 | 120.1 | C48—C47—H47 | 118.4 |
C9—C10—H10 | 120.1 | C47—C48—C43 | 118.9 (3) |
C10—C11—C12 | 121.3 (3) | C47—C48—C49 | 115.3 (3) |
C10—C11—H11 | 119.3 | C43—C48—C49 | 125.5 (3) |
C12—C11—H11 | 119.3 | N4—C49—C48 | 128.6 (3) |
C11—C12—C13 | 118.9 (4) | N4—C49—H49 | 115.7 |
C11—C12—H12 | 120.5 | C48—C49—H49 | 115.7 |
C13—C12—H12 | 120.5 | C49—N4—C50 | 118.1 (3) |
O2—C13—C12 | 123.4 (3) | C49—N4—Na1 | 125.5 (2) |
O2—C13—C8 | 116.0 (3) | C50—N4—Na1 | 116.3 (2) |
C12—C13—C8 | 120.6 (3) | C51—C50—C55 | 117.9 (3) |
C13—O2—C14 | 116.9 (3) | C51—C50—N4 | 124.7 (3) |
C13—O2—Y1 | 116.4 (2) | C55—C50—N4 | 117.4 (3) |
C14—O2—Y1 | 123.8 (2) | C52—C51—C50 | 121.0 (4) |
O2—C14—H14A | 109.5 | C52—C51—H51 | 119.6 |
O2—C14—H14B | 109.5 | C50—C51—H51 | 119.5 |
H14A—C14—H14B | 109.5 | C53—C52—C51 | 119.8 (3) |
O2—C14—H14C | 109.5 | C53—C52—H52 | 120.1 |
H14A—C14—H14C | 109.5 | C51—C52—H52 | 120.1 |
H14B—C14—H14C | 109.5 | C52—C53—C54 | 120.6 (4) |
C15—O3—Y1 | 139.3 (2) | C52—C53—H53 | 119.7 |
O3—C15—C20 | 123.3 (3) | C54—C53—H53 | 119.7 |
O3—C15—C16 | 119.2 (3) | C53—C54—C55 | 119.9 (3) |
C20—C15—C16 | 117.5 (3) | C53—C54—H54 | 120.1 |
C17—C16—C15 | 121.3 (3) | C55—C54—H54 | 120.1 |
C17—C16—H16 | 119.3 | O8—C55—C54 | 123.6 (3) |
C15—C16—H16 | 119.3 | O8—C55—C50 | 115.7 (3) |
C16—C17—C18 | 121.0 (3) | C54—C55—C50 | 120.8 (3) |
C16—C17—H17 | 119.5 | C55—O8—C56 | 116.9 (3) |
C18—C17—H17 | 119.5 | C55—O8—Na1 | 117.6 (2) |
C19—C18—C17 | 119.1 (3) | C56—O8—Na1 | 123.3 (2) |
C19—C18—H18 | 120.5 | O8—C56—H56A | 109.5 |
C17—C18—H18 | 120.5 | O8—C56—H56B | 109.5 |
C18—C19—C20 | 121.2 (3) | H56A—C56—H56B | 109.5 |
C18—C19—H19 | 119.4 | O8—C56—H56C | 109.5 |
C20—C19—H19 | 119.4 | H56A—C56—H56C | 109.5 |
C15—C20—C19 | 119.9 (3) | H56B—C56—H56C | 109.5 |
C15—C20—C21 | 123.6 (3) | Cl3—C57A—Cl1A | 109.7 (3) |
C19—C20—C21 | 116.4 (3) | Cl3—C57A—Cl2A | 113.0 (3) |
N2—C21—C20 | 127.4 (3) | Cl1A—C57A—Cl2A | 109.7 (3) |
N2—C21—H21 | 116.3 | Cl3—C57A—H57A | 108.1 |
C20—C21—H21 | 116.3 | Cl1A—C57A—H57A | 108.1 |
C21—N2—C22 | 117.2 (3) | Cl2A—C57A—H57A | 108.1 |
C21—N2—Y1 | 126.3 (2) | Cl3—C57B—Cl1B | 110.1 (10) |
C22—N2—Y1 | 116.4 (2) | Cl3—C57B—Cl2B | 110.3 (10) |
C23—C22—C27 | 118.4 (3) | Cl1B—C57B—Cl2B | 111.5 (12) |
C23—C22—N2 | 124.5 (3) | Cl3—C57B—H57B | 108.3 |
C27—C22—N2 | 117.1 (3) | Cl1B—C57B—H57B | 108.3 |
C24—C23—C22 | 120.5 (3) | Cl2B—C57B—H57B | 108.3 |
C24—C23—H23 | 119.8 | Cl4A—C58A—Cl6A | 112.2 (4) |
C22—C23—H23 | 119.8 | Cl4A—C58A—Cl5A | 112.7 (4) |
C25—C24—C23 | 120.3 (3) | Cl6A—C58A—Cl5A | 111.2 (4) |
C25—C24—H24 | 119.9 | Cl4A—C58A—H58A | 106.8 |
C23—C24—H24 | 119.9 | Cl6A—C58A—H58A | 106.8 |
C24—C25—C26 | 120.0 (3) | Cl5A—C58A—H58A | 106.8 |
C24—C25—H25 | 120.0 | Cl5B—C58B—Cl6B | 112.0 (3) |
C26—C25—H25 | 120.0 | Cl5B—C58B—Cl4B | 111.5 (3) |
C27—C26—C25 | 119.6 (3) | Cl6B—C58B—Cl4B | 110.8 (3) |
C27—C26—H26 | 120.2 | Cl5B—C58B—H58B | 107.4 |
C25—C26—H26 | 120.2 | Cl6B—C58B—H58B | 107.4 |
O4—C27—C26 | 122.6 (3) | Cl4B—C58B—H58B | 107.4 |
O4—C27—C22 | 116.2 (3) | Cl4C—C58C—Cl6C | 112.1 (4) |
C26—C27—C22 | 121.2 (3) | Cl4C—C58C—Cl5C | 111.9 (4) |
C27—O4—C28 | 116.6 (3) | Cl6C—C58C—Cl5C | 111.6 (4) |
C27—O4—Y1 | 118.97 (19) | Cl4C—C58C—H58C | 107.0 |
C28—O4—Y1 | 124.08 (19) | Cl6C—C58C—H58C | 107.0 |
O4—C28—H28A | 109.5 | Cl5C—C58C—H58C | 107.0 |
Y1—O1—C1—C2 | 158.2 (3) | C31—C32—C33—C34 | −0.8 (5) |
Y1—O1—C1—C6 | −24.3 (5) | C32—C33—C34—C29 | −0.1 (5) |
O1—C1—C2—C3 | −178.1 (3) | C32—C33—C34—C35 | 177.2 (3) |
C6—C1—C2—C3 | 4.3 (5) | O5—C29—C34—C33 | −179.9 (3) |
C1—C2—C3—C4 | −1.5 (6) | C30—C29—C34—C33 | 0.6 (5) |
C2—C3—C4—C5 | −1.4 (6) | O5—C29—C34—C35 | 3.2 (5) |
C3—C4—C5—C6 | 1.4 (7) | C30—C29—C34—C35 | −176.3 (3) |
C4—C5—C6—C7 | −173.3 (4) | C33—C34—C35—N3 | 178.1 (4) |
C4—C5—C6—C1 | 1.5 (6) | C29—C34—C35—N3 | −4.9 (6) |
O1—C1—C6—C5 | 178.2 (3) | C34—C35—N3—C36 | 175.8 (4) |
C2—C1—C6—C5 | −4.2 (5) | C34—C35—N3—Na1 | −21.4 (6) |
O1—C1—C6—C7 | −7.2 (5) | C35—N3—C36—C41 | 170.5 (4) |
C2—C1—C6—C7 | 170.3 (3) | Na1—N3—C36—C41 | 6.7 (6) |
C5—C6—C7—N1 | −178.4 (4) | C35—N3—C36—C37A | −25.5 (8) |
C1—C6—C7—N1 | 7.0 (6) | Na1—N3—C36—C37A | 170.7 (5) |
C6—C7—N1—C8 | −166.4 (3) | C35—N3—C36—C37B | 18.9 (10) |
C6—C7—N1—Y1 | 17.1 (5) | Na1—N3—C36—C37B | −144.9 (8) |
C7—N1—C8—C9 | 30.8 (5) | C41—C36—C37A—C38A | −15.7 (10) |
Y1—N1—C8—C9 | −152.4 (3) | N3—C36—C37A—C38A | −179.9 (6) |
C7—N1—C8—C13 | −154.0 (3) | C36—C37A—C38A—C39A | 6.7 (13) |
Y1—N1—C8—C13 | 22.8 (4) | C37A—C38A—C39A—C40 | 2.4 (15) |
C13—C8—C9—C10 | 0.3 (5) | C41—C36—C37B—C38B | 23.6 (16) |
N1—C8—C9—C10 | 175.4 (3) | N3—C36—C37B—C38B | 176.6 (11) |
C8—C9—C10—C11 | −0.2 (6) | C36—C37B—C38B—C39B | −10 (3) |
C9—C10—C11—C12 | 0.2 (6) | C37B—C38B—C39B—C40 | −4 (4) |
C10—C11—C12—C13 | −0.4 (6) | C38B—C39B—C40—C41 | 2 (3) |
C11—C12—C13—O2 | −179.1 (3) | C38A—C39A—C40—C41 | −2.4 (13) |
C11—C12—C13—C8 | 0.5 (5) | C39B—C40—C41—O6 | −167.4 (14) |
C9—C8—C13—O2 | 179.2 (3) | C39A—C40—C41—O6 | 172.2 (7) |
N1—C8—C13—O2 | 3.8 (4) | C39B—C40—C41—C36 | 13.4 (15) |
C9—C8—C13—C12 | −0.5 (5) | C39A—C40—C41—C36 | −7.1 (8) |
N1—C8—C13—C12 | −175.9 (3) | N3—C36—C41—O6 | 1.3 (6) |
C12—C13—O2—C14 | −9.8 (5) | C37A—C36—C41—O6 | −163.5 (5) |
C8—C13—O2—C14 | 170.6 (3) | C37B—C36—C41—O6 | 155.5 (7) |
C12—C13—O2—Y1 | 151.6 (3) | N3—C36—C41—C40 | −179.4 (4) |
C8—C13—O2—Y1 | −28.1 (4) | C37A—C36—C41—C40 | 15.8 (7) |
Y1—O3—C15—C20 | −24.3 (5) | C37B—C36—C41—C40 | −25.2 (9) |
Y1—O3—C15—C16 | 156.4 (3) | C40—C41—O6—C42 | −7.5 (6) |
O3—C15—C16—C17 | 178.5 (3) | C36—C41—O6—C42 | 171.7 (4) |
C20—C15—C16—C17 | −0.9 (5) | C40—C41—O6—Na1 | 171.8 (3) |
C15—C16—C17—C18 | 0.1 (6) | C36—C41—O6—Na1 | −9.0 (5) |
C16—C17—C18—C19 | 0.7 (6) | Na1—O7—C43—C44 | −154.0 (2) |
C17—C18—C19—C20 | −0.7 (5) | Y1—O7—C43—C44 | 46.9 (4) |
O3—C15—C20—C19 | −178.5 (3) | Na1—O7—C43—C48 | 29.7 (4) |
C16—C15—C20—C19 | 0.9 (5) | Y1—O7—C43—C48 | −129.4 (3) |
O3—C15—C20—C21 | −1.4 (5) | O7—C43—C44—C45 | −174.5 (3) |
C16—C15—C20—C21 | 177.9 (3) | C48—C43—C44—C45 | 2.0 (5) |
C18—C19—C20—C15 | −0.1 (5) | C43—C44—C45—C46 | −1.2 (5) |
C18—C19—C20—C21 | −177.3 (3) | C44—C45—C46—C47 | 0.7 (5) |
C15—C20—C21—N2 | 4.4 (5) | C45—C46—C47—C48 | −1.0 (5) |
C19—C20—C21—N2 | −178.4 (3) | C46—C47—C48—C43 | 1.9 (5) |
C20—C21—N2—C22 | −171.4 (3) | C46—C47—C48—C49 | 175.6 (3) |
C20—C21—N2—Y1 | 11.4 (5) | O7—C43—C48—C47 | 174.2 (3) |
C21—N2—C22—C23 | 24.5 (5) | C44—C43—C48—C47 | −2.3 (5) |
Y1—N2—C22—C23 | −158.0 (3) | O7—C43—C48—C49 | 1.1 (5) |
C21—N2—C22—C27 | −158.2 (3) | C44—C43—C48—C49 | −175.3 (3) |
Y1—N2—C22—C27 | 19.3 (4) | C47—C48—C49—N4 | 167.4 (3) |
C27—C22—C23—C24 | 2.4 (5) | C43—C48—C49—N4 | −19.3 (6) |
N2—C22—C23—C24 | 179.7 (3) | C48—C49—N4—C50 | 179.3 (3) |
C22—C23—C24—C25 | −1.7 (6) | C48—C49—N4—Na1 | 4.3 (5) |
C23—C24—C25—C26 | −0.3 (6) | C49—N4—C50—C51 | 27.2 (5) |
C24—C25—C26—C27 | 1.5 (5) | Na1—N4—C50—C51 | −157.4 (3) |
C25—C26—C27—O4 | 178.9 (3) | C49—N4—C50—C55 | −154.4 (3) |
C25—C26—C27—C22 | −0.8 (5) | Na1—N4—C50—C55 | 21.1 (4) |
C23—C22—C27—O4 | 179.1 (3) | C55—C50—C51—C52 | 3.0 (5) |
N2—C22—C27—O4 | 1.7 (4) | N4—C50—C51—C52 | −178.6 (3) |
C23—C22—C27—C26 | −1.2 (5) | C50—C51—C52—C53 | −0.4 (6) |
N2—C22—C27—C26 | −178.6 (3) | C51—C52—C53—C54 | −1.2 (6) |
C26—C27—O4—C28 | −28.7 (4) | C52—C53—C54—C55 | 0.1 (6) |
C22—C27—O4—C28 | 151.0 (3) | C53—C54—C55—O8 | −178.3 (3) |
C26—C27—O4—Y1 | 157.6 (3) | C53—C54—C55—C50 | 2.5 (5) |
C22—C27—O4—Y1 | −22.7 (4) | C51—C50—C55—O8 | 176.8 (3) |
Y1—O5—C29—C30 | 39.4 (4) | N4—C50—C55—O8 | −1.8 (4) |
Na1—O5—C29—C30 | −153.4 (2) | C51—C50—C55—C54 | −4.0 (5) |
Y1—O5—C29—C34 | −140.1 (3) | N4—C50—C55—C54 | 177.4 (3) |
Na1—O5—C29—C34 | 27.1 (4) | C54—C55—O8—C56 | −0.7 (5) |
O5—C29—C30—C31 | −179.8 (3) | C50—C55—O8—C56 | 178.5 (3) |
C34—C29—C30—C31 | −0.2 (5) | C54—C55—O8—Na1 | 162.7 (3) |
C29—C30—C31—C32 | −0.6 (5) | C50—C55—O8—Na1 | −18.1 (4) |
C30—C31—C32—C33 | 1.2 (5) |
D—H···A | D—H | H···A | D···A | D—H···A |
C28—H28B···O5 | 0.98 | 2.64 | 3.129 (4) | 111 |
C28—H28C···O8 | 0.98 | 2.61 | 3.402 (5) | 138 |
C30—H30···O1 | 0.95 | 2.63 | 3.470 (4) | 148 |
C42—H42C···Cl4Bb | 0.98 | 2.87 | 3.604 (7) | 132 |
C42—H42C···Cl4Cc | 0.98 | 2.92 | 3.711 (10) | 139 |
C9—H9···Cl1Bbi | 0.95 | 2.61 | 3.557 (10) | 175 |
C16—H16···Cl3ii | 0.95 | 2.97 | 3.838 (4) | 153 |
C37Bb—H37Bb···Cl4Bbiii | 0.95 | 2.95 | 3.624 (13) | 129 |
C51—H51···Cl2Bbiv | 0.95 | 2.68 | 3.498 (8) | 144 |
Symmetry codes: (i) −x+1, −y+1, −z; (ii) x−1, y−1, z; (iii) −x+1, −y, −z+1; (iv) −x+1, −y+1, −z+1. |
Each plane is formed by eight atoms, i.e. six C atoms of a phenyl rings and two atoms in ortho positions. These atoms are O1/C1–C7 and N1/C8–C13/O2 (ligand 1), O3/C15–C21 and N2/C22–C27/O4 (ligand 2), O5/C29–C35 and N3/C36–C41/O6 (ligand 3), as well as O7/C43–C49 and N4/C50–C55/O8 [either ligand 1, molecule 2 in (3) or ligand 4 in (5)], O9/C57–C63 and N5/C64–C69/O10 [ligand 2, molecule 2 in (3)], and O11/C71–C77 and N6/C78–C83/O12 [ligand 3, molecule 2 in (3)]. |
Complex | Ligand 1 | Ligand 2 | Ligand 3 | Ligand 4 |
(1) | 37.32 (13) | 36.42 (8) | 32.07 (9) | - |
(2) | 60.76 (5) | 22.69 (4) | 41.10 (6) | - |
(3), molecule 1 | 71.48 (9) | 32.59 (8) | 31.87 (12) | - |
(3), molecule 2 | 72.13 (9) | 41.23 (11) | 47.86 (9) | - |
(4) | 16.69 (10) | 9.12 (11) | 39.61 (8) | - |
(5) | 42.20 (8) | 31.03 (9) | 20.6 (2) a | 12.64 (7) |
Note: (a) the value was calculated by using atoms (C37A, C38A and C39A) belonging to the major component of the phenyl-ring disorder in (5). |
Polymerization conditions: [Ln]/[Bu2Mg]/[TMEDA] = 1:6:6; [AN]/[Ln] = 835:1. T = 273 K. Conversion is a monomer-to-polymer conversion value. Mn and Mw are the number and weight average molecular masses, respectively. ĐM is a polydispersity index determined as ĐM = Mw/Mn. L is the Schiff base ligand. |
Run | Precatalyst | Conversion ( %) | Mn(calc)a (× 10-3) | Mn(found)b (× 10-3) | Mw(found)b (× 10-3) | ĐMb |
1c | - | 9.6 | - | 11.5 | 46.9 | 4.06 |
2 | (1), LaL3 | 31 | 13.7 | 24.6 | 53.2 | 2.16 |
3d | (1), LaL3 | 22 | 9.7 | 42.5 | 93.3 | 2.19 |
4 | (2), NdL3 | 33.3 | 14.8 | 27.6 | 68.7 | 2.49 |
5 | (3), YL3 | 32.8 | 14.5 | 30.7 | 93.6 | 3.04 |
6 | (5), Na[YL4] | 34.5 | 15.3 | 20.9 | 41.4 | 1.98 |
7 | Lu–phosph e | 54 | 23.9 | 33.0 | 84.5 | 2.56 |
8 | Nd–phosph e | 26.0 | 11.5 | 13.3 | 38.3 | 2.88 |
9 | NdP f | 42.4 | 18.8 | 16.3 | 81.7 | 5.01 |
Notes: (a) Mn(calc) = MAN × [AN]/[Ln] × Conversion, where MAN is the molecular mass of acrylonitrile. (b) Found values of Mn, Mw and ĐM were determined by size-exclusion chromatography (SEC) measurements. (c) The control experiment without a precatalyst. (d) T = 293 K for for run 3. (e) Literature data; precatalysts are {Ln2[(2,6-tBu2-4-MeC6H2-O)(EtO)PO2]6} Ln = Lu, Nd (see Minyaev et al., 2018b). (f) NdP is neodymium tris(2-ethylhexyl phosphonate). |