Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805030965/ng6203sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805030965/ng6203Isup2.hkl |
CCDC reference: 289819
Data collection: CrystalClear (Rigaku, 1999); cell refinement: CrystalClear; data reduction: CrystalStructure (Rigaku/MSC, 2000-2003); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Siemens, 1994); software used to prepare material for publication: SHELXL97.
[Yb(C9H12)(C26H42N2)Cl] | Z = 2 |
Mr = 747.32 | F(000) = 766 |
Triclinic, p1 | Dx = 1.369 Mg m−3 |
Hall symbol: -p 1 | Melting point: 230 K |
a = 10.858 (2) Å | Mo Kα radiation, λ = 0.71070 Å |
b = 11.803 (2) Å | Cell parameters from 8023 reflections |
c = 15.378 (3) Å | θ = 3.0–25.3° |
α = 97.688 (3)° | µ = 2.68 mm−1 |
β = 104.337 (4)° | T = 193 K |
γ = 104.019 (4)° | Block, orange |
V = 1812.8 (6) Å3 | 0.34 × 0.26 × 0.11 mm |
Rigaku Mercury diffractometer | 6585 independent reflections |
Radiation source: fine-focus sealed tube | 6255 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.024 |
Detector resolution: 7.31 pixels mm-1 | θmax = 25.4°, θmin = 3.0° |
ω scans | h = −13→12 |
Absorption correction: multi-scan (Jacobson, 1998) | k = −14→12 |
Tmin = 0.463, Tmax = 0.757 | l = −18→18 |
18042 measured reflections |
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)] = 0.025 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.059 | H-atom parameters constrained |
S = 1.09 | w = 1/[σ2(Fo2) + (0.0254P)2 + 1.8363P] where P = (Fo2 + 2Fc2)/3 |
6585 reflections | (Δ/σ)max = 0.002 |
393 parameters | Δρmax = 1.36 e Å−3 |
1 restraint | Δρmin = −0.73 e Å−3 |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | ||
Yb1 | 0.231423 (12) | 0.178383 (11) | 0.255726 (8) | 0.02192 (5) | |
Cl1 | −0.01050 (8) | 0.15110 (9) | 0.19006 (6) | 0.0404 (2) | |
N1 | 0.2588 (2) | −0.0017 (2) | 0.21642 (16) | 0.0226 (5) | |
N2 | 0.3219 (2) | 0.2281 (2) | 0.14465 (17) | 0.0233 (5) | |
C1 | 0.1704 (4) | −0.1777 (3) | 0.0885 (2) | 0.0411 (9) | |
H1A | 0.2451 | −0.2105 | 0.1077 | 0.062* | |
H1B | 0.1388 | −0.1935 | 0.0214 | 0.062* | |
H1C | 0.0984 | −0.2153 | 0.1123 | 0.062* | |
C2 | 0.2148 (3) | −0.0450 (3) | 0.1256 (2) | 0.0261 (7) | |
C3 | 0.2076 (3) | 0.0263 (3) | 0.0595 (2) | 0.0288 (7) | |
H3 | 0.1518 | −0.0148 | 0.0000 | 0.035* | |
C4 | 0.2686 (3) | 0.1480 (3) | 0.0660 (2) | 0.0267 (7) | |
C5 | 0.2688 (5) | 0.1840 (3) | −0.0247 (2) | 0.0481 (10) | |
H5A | 0.1877 | 0.2062 | −0.0492 | 0.072* | |
H5B | 0.2724 | 0.1170 | −0.0681 | 0.072* | |
H5C | 0.3463 | 0.2523 | −0.0155 | 0.072* | |
C6 | 0.2822 (3) | −0.0836 (3) | 0.2768 (2) | 0.0263 (7) | |
C7 | 0.4122 (3) | −0.0900 (3) | 0.3104 (2) | 0.0316 (7) | |
C8 | 0.4340 (4) | −0.1679 (3) | 0.3695 (3) | 0.0415 (9) | |
H8 | 0.5210 | −0.1750 | 0.3920 | 0.050* | |
C9 | 0.3321 (4) | −0.2346 (3) | 0.3957 (3) | 0.0484 (10) | |
H9 | 0.3492 | −0.2870 | 0.4360 | 0.058* | |
C10 | 0.2054 (4) | −0.2258 (3) | 0.3637 (2) | 0.0440 (9) | |
H10 | 0.1361 | −0.2713 | 0.3832 | 0.053* | |
C11 | 0.1770 (3) | −0.1511 (3) | 0.3031 (2) | 0.0300 (7) | |
C12 | 0.5284 (3) | −0.0154 (3) | 0.2853 (2) | 0.0363 (8) | |
H12 | 0.5070 | 0.0599 | 0.2735 | 0.044* | |
C13 | 0.6591 (4) | 0.0211 (4) | 0.3626 (3) | 0.0584 (12) | |
H13A | 0.6447 | 0.0541 | 0.4200 | 0.088* | |
H13B | 0.7254 | 0.0815 | 0.3474 | 0.088* | |
H13C | 0.6909 | −0.0490 | 0.3699 | 0.088* | |
C14 | 0.5458 (5) | −0.0762 (4) | 0.1970 (3) | 0.0639 (12) | |
H14A | 0.5641 | −0.1521 | 0.2050 | 0.096* | |
H14B | 0.6201 | −0.0243 | 0.1826 | 0.096* | |
H14C | 0.4644 | −0.0912 | 0.1467 | 0.096* | |
C15 | 0.0356 (3) | −0.1458 (3) | 0.2691 (2) | 0.0383 (8) | |
H15 | 0.0295 | −0.1049 | 0.2159 | 0.046* | |
C16 | −0.0015 (5) | −0.0726 (4) | 0.3430 (3) | 0.0625 (12) | |
H16A | 0.0122 | −0.1063 | 0.3983 | 0.094* | |
H16B | −0.0950 | −0.0748 | 0.3206 | 0.094* | |
H16C | 0.0543 | 0.0102 | 0.3576 | 0.094* | |
C17 | −0.0643 (4) | −0.2696 (4) | 0.2358 (3) | 0.0579 (12) | |
H17A | −0.0406 | −0.3160 | 0.1880 | 0.087* | |
H17B | −0.1534 | −0.2618 | 0.2107 | 0.087* | |
H17C | −0.0631 | −0.3105 | 0.2873 | 0.087* | |
C18 | 0.4032 (3) | 0.3454 (3) | 0.1458 (2) | 0.0271 (7) | |
C19 | 0.3457 (4) | 0.4394 (3) | 0.1370 (3) | 0.0410 (9) | |
C20 | 0.4276 (4) | 0.5525 (3) | 0.1448 (3) | 0.0577 (12) | |
H20 | 0.3903 | 0.6172 | 0.1399 | 0.069* | |
C21 | 0.5612 (4) | 0.5727 (4) | 0.1595 (4) | 0.0676 (14) | |
H21 | 0.6158 | 0.6508 | 0.1644 | 0.081* | |
C22 | 0.6164 (4) | 0.4807 (4) | 0.1673 (3) | 0.0583 (12) | |
H22 | 0.7094 | 0.4961 | 0.1775 | 0.070* | |
C23 | 0.5399 (3) | 0.3652 (3) | 0.1607 (2) | 0.0353 (8) | |
C24 | 0.1932 (5) | 0.4179 (4) | 0.1066 (4) | 0.0729 (16) | |
H24 | 0.1471 | 0.3321 | 0.1021 | 0.087* | |
C25 | 0.1552 (5) | 0.4977 (6) | 0.1776 (4) | 0.088 (2) | |
H25A | 0.1825 | 0.4774 | 0.2378 | 0.133* | |
H25B | 0.0590 | 0.4847 | 0.1587 | 0.133* | |
H25C | 0.2001 | 0.5817 | 0.1813 | 0.133* | |
C26 | 0.1488 (6) | 0.4533 (5) | 0.0125 (4) | 0.0894 (18) | |
H26A | 0.1815 | 0.5401 | 0.0200 | 0.134* | |
H26B | 0.0517 | 0.4280 | −0.0104 | 0.134* | |
H26C | 0.1852 | 0.4143 | −0.0313 | 0.134* | |
C27 | 0.6047 (3) | 0.2655 (3) | 0.1680 (3) | 0.0415 (9) | |
H27 | 0.5393 | 0.1957 | 0.1772 | 0.050* | |
C28 | 0.7293 (4) | 0.2961 (5) | 0.2483 (3) | 0.0629 (12) | |
H28A | 0.7976 | 0.3612 | 0.2394 | 0.094* | |
H28B | 0.7618 | 0.2258 | 0.2520 | 0.094* | |
H28C | 0.7091 | 0.3211 | 0.3052 | 0.094* | |
C29 | 0.6367 (7) | 0.2261 (6) | 0.0804 (4) | 0.093 (2) | |
H29A | 0.5555 | 0.2023 | 0.0287 | 0.139* | |
H29B | 0.6732 | 0.1583 | 0.0858 | 0.139* | |
H29C | 0.7019 | 0.2924 | 0.0699 | 0.139* | |
C30 | 0.2608 (3) | 0.3085 (3) | 0.4188 (2) | 0.0310 (7) | |
C31 | 0.3527 (3) | 0.3736 (3) | 0.3798 (2) | 0.0341 (8) | |
H31A | 0.3590 | 0.4563 | 0.3691 | 0.041* | |
C32 | 0.4466 (3) | 0.3114 (3) | 0.3719 (2) | 0.0413 (9) | |
H32A | 0.5318 | 0.3443 | 0.3579 | 0.050* | |
C33 | 0.4132 (4) | 0.2063 (4) | 0.4055 (2) | 0.0422 (9) | |
H33A | 0.4707 | 0.1525 | 0.4191 | 0.051* | |
C34 | 0.2990 (4) | 0.2041 (3) | 0.4337 (2) | 0.0366 (8) | |
H34A | 0.2601 | 0.1456 | 0.4680 | 0.044* | |
C35 | 0.1581 (4) | 0.3522 (3) | 0.4556 (3) | 0.0433 (9) | |
C36 | 0.2260 (5) | 0.4104 (6) | 0.5566 (3) | 0.090 (2) | |
H36A | 0.2599 | 0.3530 | 0.5888 | 0.136* | |
H36B | 0.1618 | 0.4352 | 0.5840 | 0.136* | |
H36C | 0.2997 | 0.4803 | 0.5617 | 0.136* | |
C37 | 0.0376 (4) | 0.2505 (4) | 0.4482 (3) | 0.0561 (11) | |
H37A | −0.0067 | 0.2126 | 0.3836 | 0.084* | |
H37B | −0.0240 | 0.2815 | 0.4747 | 0.084* | |
H37C | 0.0655 | 0.1915 | 0.4817 | 0.084* | |
C38 | 0.1082 (5) | 0.4395 (4) | 0.4018 (4) | 0.0768 (16) | |
H38A | 0.1815 | 0.5114 | 0.4108 | 0.115* | |
H38B | 0.0377 | 0.4611 | 0.4234 | 0.115* | |
H38C | 0.0731 | 0.4021 | 0.3364 | 0.115* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Yb1 | 0.02024 (8) | 0.02535 (8) | 0.01977 (8) | 0.00754 (6) | 0.00529 (6) | 0.00240 (5) |
Cl1 | 0.0235 (4) | 0.0567 (6) | 0.0380 (5) | 0.0154 (4) | 0.0042 (4) | 0.0015 (4) |
N1 | 0.0226 (13) | 0.0228 (13) | 0.0218 (13) | 0.0056 (10) | 0.0053 (11) | 0.0062 (10) |
N2 | 0.0244 (13) | 0.0220 (13) | 0.0255 (13) | 0.0075 (11) | 0.0094 (11) | 0.0058 (10) |
C1 | 0.060 (2) | 0.0262 (18) | 0.0301 (18) | 0.0054 (17) | 0.0101 (18) | 0.0010 (14) |
C2 | 0.0274 (16) | 0.0236 (16) | 0.0248 (16) | 0.0056 (13) | 0.0066 (13) | 0.0019 (12) |
C3 | 0.0351 (18) | 0.0270 (16) | 0.0201 (15) | 0.0070 (14) | 0.0037 (14) | 0.0025 (12) |
C4 | 0.0321 (17) | 0.0288 (17) | 0.0240 (16) | 0.0122 (14) | 0.0118 (14) | 0.0077 (13) |
C5 | 0.080 (3) | 0.037 (2) | 0.0304 (19) | 0.013 (2) | 0.022 (2) | 0.0106 (16) |
C6 | 0.0307 (17) | 0.0237 (16) | 0.0230 (15) | 0.0083 (13) | 0.0048 (13) | 0.0045 (12) |
C7 | 0.0328 (18) | 0.0273 (17) | 0.0306 (17) | 0.0103 (14) | 0.0020 (15) | 0.0022 (14) |
C8 | 0.036 (2) | 0.037 (2) | 0.044 (2) | 0.0122 (17) | −0.0059 (17) | 0.0111 (16) |
C9 | 0.053 (2) | 0.042 (2) | 0.041 (2) | 0.0078 (19) | −0.0044 (19) | 0.0215 (17) |
C10 | 0.046 (2) | 0.040 (2) | 0.037 (2) | −0.0014 (17) | 0.0036 (18) | 0.0180 (16) |
C11 | 0.0338 (18) | 0.0283 (17) | 0.0234 (16) | 0.0050 (14) | 0.0026 (14) | 0.0082 (13) |
C12 | 0.0309 (18) | 0.0340 (19) | 0.047 (2) | 0.0147 (15) | 0.0117 (16) | 0.0083 (16) |
C13 | 0.029 (2) | 0.067 (3) | 0.076 (3) | 0.014 (2) | 0.007 (2) | 0.019 (2) |
C14 | 0.067 (3) | 0.058 (3) | 0.073 (3) | 0.016 (2) | 0.039 (3) | 0.002 (2) |
C15 | 0.0320 (18) | 0.041 (2) | 0.041 (2) | 0.0039 (16) | 0.0104 (16) | 0.0166 (16) |
C16 | 0.055 (3) | 0.072 (3) | 0.073 (3) | 0.023 (2) | 0.032 (2) | 0.020 (2) |
C17 | 0.038 (2) | 0.052 (3) | 0.070 (3) | −0.0051 (19) | 0.001 (2) | 0.024 (2) |
C18 | 0.0294 (17) | 0.0254 (16) | 0.0276 (16) | 0.0050 (14) | 0.0124 (14) | 0.0072 (13) |
C19 | 0.0350 (19) | 0.0268 (18) | 0.062 (2) | 0.0088 (15) | 0.0156 (18) | 0.0114 (17) |
C20 | 0.049 (2) | 0.026 (2) | 0.097 (4) | 0.0087 (18) | 0.019 (2) | 0.020 (2) |
C21 | 0.044 (2) | 0.034 (2) | 0.120 (4) | −0.0010 (19) | 0.021 (3) | 0.029 (2) |
C22 | 0.032 (2) | 0.046 (2) | 0.095 (4) | 0.0017 (19) | 0.021 (2) | 0.022 (2) |
C23 | 0.0317 (18) | 0.0356 (19) | 0.040 (2) | 0.0076 (15) | 0.0142 (16) | 0.0110 (15) |
C24 | 0.058 (3) | 0.034 (2) | 0.153 (5) | 0.029 (2) | 0.053 (3) | 0.039 (3) |
C25 | 0.075 (4) | 0.162 (6) | 0.072 (3) | 0.078 (4) | 0.040 (3) | 0.056 (4) |
C26 | 0.091 (4) | 0.089 (4) | 0.079 (4) | 0.039 (3) | −0.001 (3) | 0.007 (3) |
C27 | 0.0298 (18) | 0.042 (2) | 0.058 (2) | 0.0121 (16) | 0.0191 (18) | 0.0126 (18) |
C28 | 0.049 (2) | 0.081 (3) | 0.067 (3) | 0.038 (2) | 0.016 (2) | 0.012 (3) |
C29 | 0.119 (5) | 0.116 (5) | 0.063 (3) | 0.076 (4) | 0.028 (3) | 0.002 (3) |
C30 | 0.0325 (18) | 0.0342 (18) | 0.0230 (16) | 0.0064 (15) | 0.0085 (14) | −0.0002 (13) |
C31 | 0.0340 (18) | 0.0306 (18) | 0.0313 (18) | 0.0025 (15) | 0.0103 (15) | −0.0042 (14) |
C32 | 0.0248 (18) | 0.056 (2) | 0.0279 (18) | 0.0003 (16) | 0.0032 (15) | −0.0136 (16) |
C33 | 0.038 (2) | 0.056 (2) | 0.0239 (17) | 0.0204 (18) | −0.0063 (16) | −0.0077 (16) |
C34 | 0.045 (2) | 0.043 (2) | 0.0190 (16) | 0.0128 (17) | 0.0056 (15) | 0.0029 (14) |
C35 | 0.050 (2) | 0.047 (2) | 0.039 (2) | 0.0154 (18) | 0.0269 (18) | −0.0010 (17) |
C36 | 0.073 (3) | 0.121 (5) | 0.059 (3) | 0.015 (3) | 0.030 (3) | −0.043 (3) |
C37 | 0.052 (3) | 0.069 (3) | 0.056 (3) | 0.017 (2) | 0.034 (2) | 0.008 (2) |
C38 | 0.084 (4) | 0.065 (3) | 0.121 (5) | 0.046 (3) | 0.068 (4) | 0.033 (3) |
Yb1—N1 | 2.241 (2) | C17—H17C | 0.9800 |
Yb1—N2 | 2.246 (2) | C18—C23 | 1.400 (5) |
Yb1—Cl1 | 2.4927 (9) | C18—C19 | 1.405 (5) |
Yb1—C32 | 2.554 (3) | C19—C20 | 1.384 (5) |
Yb1—C33 | 2.557 (3) | C19—C24 | 1.551 (6) |
Yb1—C31 | 2.606 (3) | C20—C21 | 1.367 (6) |
Yb1—C34 | 2.607 (3) | C20—H20 | 0.9500 |
Yb1—C30 | 2.662 (3) | C21—C22 | 1.366 (6) |
Yb1—C2 | 3.028 (3) | C21—H21 | 0.9500 |
Yb1—C4 | 3.030 (3) | C22—C23 | 1.389 (5) |
N1—C2 | 1.342 (4) | C22—H22 | 0.9500 |
N1—C6 | 1.450 (4) | C23—C27 | 1.514 (5) |
N2—C4 | 1.332 (4) | C24—C25 | 1.544 (7) |
N2—C18 | 1.446 (4) | C24—C26 | 1.553 (7) |
C1—C2 | 1.506 (4) | C24—H24 | 1.0000 |
C1—H1A | 0.9800 | C25—H25A | 0.9800 |
C1—H1B | 0.9800 | C25—H25B | 0.9800 |
C1—H1C | 0.9800 | C25—H25C | 0.9800 |
C2—C3 | 1.403 (4) | C26—H26A | 0.9800 |
C3—C4 | 1.407 (4) | C26—H26B | 0.9800 |
C3—H3 | 0.9500 | C26—H26C | 0.9800 |
C4—C5 | 1.512 (4) | C27—C29 | 1.515 (6) |
C5—H5A | 0.9800 | C27—C28 | 1.517 (6) |
C5—H5B | 0.9800 | C27—H27 | 1.0000 |
C5—H5C | 0.9800 | C28—H28A | 0.9800 |
C6—C7 | 1.402 (5) | C28—H28B | 0.9800 |
C6—C11 | 1.406 (5) | C28—H28C | 0.9800 |
C7—C8 | 1.397 (5) | C29—H29A | 0.9800 |
C7—C12 | 1.519 (5) | C29—H29B | 0.9800 |
C8—C9 | 1.375 (6) | C29—H29C | 0.9800 |
C8—H8 | 0.9500 | C30—C31 | 1.413 (5) |
C9—C10 | 1.376 (6) | C30—C34 | 1.421 (5) |
C9—H9 | 0.9500 | C30—C35 | 1.530 (5) |
C10—C11 | 1.397 (5) | C31—C32 | 1.412 (5) |
C10—H10 | 0.9500 | C31—H31A | 1.0000 |
C11—C15 | 1.514 (5) | C32—C33 | 1.408 (6) |
C12—C14 | 1.525 (5) | C32—H32A | 1.0000 |
C12—C13 | 1.531 (5) | C33—C34 | 1.407 (5) |
C12—H12 | 1.0000 | C33—H33A | 1.0000 |
C13—H13A | 0.9800 | C34—H34A | 1.0000 |
C13—H13B | 0.9800 | C35—C37 | 1.515 (6) |
C13—H13C | 0.9800 | C35—C38 | 1.522 (6) |
C14—H14A | 0.9800 | C35—C36 | 1.526 (6) |
C14—H14B | 0.9800 | C36—H36A | 0.9800 |
C14—H14C | 0.9800 | C36—H36B | 0.9800 |
C15—C17 | 1.527 (5) | C36—H36C | 0.9800 |
C15—C16 | 1.528 (6) | C37—H37A | 0.9800 |
C15—H15 | 1.0000 | C37—H37B | 0.9800 |
C16—H16A | 0.9800 | C37—H37C | 0.9800 |
C16—H16B | 0.9800 | C38—H38A | 0.9800 |
C16—H16C | 0.9800 | C38—H38B | 0.9800 |
C17—H17A | 0.9800 | C38—H38C | 0.9800 |
C17—H17B | 0.9800 | ||
N1—Yb1—N2 | 85.73 (9) | C15—C16—H16B | 109.5 |
N1—Yb1—Cl1 | 105.01 (7) | H16A—C16—H16B | 109.5 |
N2—Yb1—Cl1 | 105.05 (7) | C15—C16—H16C | 109.5 |
N1—Yb1—C32 | 108.11 (11) | H16A—C16—H16C | 109.5 |
N2—Yb1—C32 | 87.70 (11) | H16B—C16—H16C | 109.5 |
Cl1—Yb1—C32 | 145.26 (9) | C15—C17—H17A | 109.5 |
N1—Yb1—C33 | 87.06 (10) | C15—C17—H17B | 109.5 |
N2—Yb1—C33 | 110.29 (11) | H17A—C17—H17B | 109.5 |
Cl1—Yb1—C33 | 143.40 (9) | C15—C17—H17C | 109.5 |
C32—Yb1—C33 | 31.99 (13) | H17A—C17—H17C | 109.5 |
N1—Yb1—C31 | 138.31 (10) | H17B—C17—H17C | 109.5 |
N2—Yb1—C31 | 98.62 (10) | C23—C18—C19 | 120.8 (3) |
Cl1—Yb1—C31 | 113.55 (8) | C23—C18—N2 | 119.3 (3) |
C32—Yb1—C31 | 31.73 (11) | C19—C18—N2 | 119.8 (3) |
C33—Yb1—C31 | 52.38 (12) | C20—C19—C18 | 118.5 (3) |
N1—Yb1—C34 | 99.99 (10) | C20—C19—C24 | 118.9 (3) |
N2—Yb1—C34 | 139.50 (11) | C18—C19—C24 | 122.2 (3) |
Cl1—Yb1—C34 | 111.83 (8) | C21—C20—C19 | 121.1 (4) |
C32—Yb1—C34 | 52.26 (12) | C21—C20—H20 | 119.4 |
C33—Yb1—C34 | 31.59 (12) | C19—C20—H20 | 119.4 |
C31—Yb1—C34 | 51.61 (11) | C22—C21—C20 | 120.1 (4) |
N1—Yb1—C30 | 131.22 (9) | C22—C21—H21 | 119.9 |
N2—Yb1—C30 | 129.47 (10) | C20—C21—H21 | 119.9 |
Cl1—Yb1—C30 | 97.23 (7) | C21—C22—C23 | 121.7 (4) |
C32—Yb1—C30 | 52.27 (11) | C21—C22—H22 | 119.2 |
C33—Yb1—C30 | 52.33 (11) | C23—C22—H22 | 119.2 |
C31—Yb1—C30 | 31.09 (10) | C22—C23—C18 | 117.8 (3) |
C34—Yb1—C30 | 31.28 (11) | C22—C23—C27 | 120.0 (3) |
N1—Yb1—C2 | 24.09 (8) | C18—C23—C27 | 122.2 (3) |
N2—Yb1—C2 | 70.13 (9) | C25—C24—C19 | 109.1 (4) |
Cl1—Yb1—C2 | 91.05 (6) | C25—C24—C26 | 107.8 (4) |
C32—Yb1—C2 | 123.67 (10) | C19—C24—C26 | 110.3 (4) |
C33—Yb1—C2 | 109.44 (10) | C25—C24—H24 | 109.9 |
C31—Yb1—C2 | 155.15 (10) | C19—C24—H24 | 109.9 |
C34—Yb1—C2 | 123.83 (10) | C26—C24—H24 | 109.9 |
C30—Yb1—C2 | 154.74 (9) | C24—C25—H25A | 109.5 |
N1—Yb1—C4 | 70.23 (8) | C24—C25—H25B | 109.5 |
N2—Yb1—C4 | 23.84 (9) | H25A—C25—H25B | 109.5 |
Cl1—Yb1—C4 | 91.26 (6) | C24—C25—H25C | 109.5 |
C32—Yb1—C4 | 109.45 (10) | H25A—C25—H25C | 109.5 |
C33—Yb1—C4 | 125.22 (11) | H25B—C25—H25C | 109.5 |
C31—Yb1—C4 | 122.31 (10) | C24—C26—H26A | 109.5 |
C34—Yb1—C4 | 156.76 (10) | C24—C26—H26B | 109.5 |
C30—Yb1—C4 | 152.65 (9) | H26A—C26—H26B | 109.5 |
C2—Yb1—C4 | 49.97 (8) | C24—C26—H26C | 109.5 |
C2—N1—C6 | 118.4 (2) | H26A—C26—H26C | 109.5 |
C2—N1—Yb1 | 112.93 (19) | H26B—C26—H26C | 109.5 |
C6—N1—Yb1 | 126.31 (19) | C23—C27—C29 | 111.4 (4) |
C4—N2—C18 | 119.6 (2) | C23—C27—C28 | 113.8 (3) |
C4—N2—Yb1 | 113.20 (19) | C29—C27—C28 | 109.1 (4) |
C18—N2—Yb1 | 125.32 (19) | C23—C27—H27 | 107.4 |
C2—C1—H1A | 109.5 | C29—C27—H27 | 107.4 |
C2—C1—H1B | 109.5 | C28—C27—H27 | 107.4 |
H1A—C1—H1B | 109.5 | C27—C28—H28A | 109.5 |
C2—C1—H1C | 109.5 | C27—C28—H28B | 109.5 |
H1A—C1—H1C | 109.5 | H28A—C28—H28B | 109.5 |
H1B—C1—H1C | 109.5 | C27—C28—H28C | 109.5 |
N1—C2—C3 | 124.1 (3) | H28A—C28—H28C | 109.5 |
N1—C2—C1 | 120.3 (3) | H28B—C28—H28C | 109.5 |
C3—C2—C1 | 115.6 (3) | C27—C29—H29A | 109.5 |
C3—C2—Yb1 | 84.60 (18) | C27—C29—H29B | 109.5 |
C1—C2—Yb1 | 153.9 (2) | H29A—C29—H29B | 109.5 |
C2—C3—C4 | 131.2 (3) | C27—C29—H29C | 109.5 |
C2—C3—H3 | 114.4 | H29A—C29—H29C | 109.5 |
C4—C3—H3 | 114.4 | H29B—C29—H29C | 109.5 |
N2—C4—C3 | 124.1 (3) | C31—C30—C34 | 106.4 (3) |
N2—C4—C5 | 121.0 (3) | C31—C30—C35 | 126.8 (3) |
C3—C4—C5 | 114.9 (3) | C34—C30—C35 | 125.8 (3) |
C3—C4—Yb1 | 84.48 (18) | C31—C30—Yb1 | 72.28 (18) |
C5—C4—Yb1 | 154.0 (2) | C34—C30—Yb1 | 72.23 (18) |
C4—C5—H5A | 109.5 | C35—C30—Yb1 | 129.5 (2) |
C4—C5—H5B | 109.5 | C32—C31—C30 | 109.0 (3) |
H5A—C5—H5B | 109.5 | C32—C31—Yb1 | 72.10 (19) |
C4—C5—H5C | 109.5 | C30—C31—Yb1 | 76.63 (18) |
H5A—C5—H5C | 109.5 | C32—C31—H31A | 125.2 |
H5B—C5—H5C | 109.5 | C30—C31—H31A | 125.2 |
C7—C6—C11 | 121.4 (3) | Yb1—C31—H31A | 125.2 |
C7—C6—N1 | 118.4 (3) | C33—C32—C31 | 107.9 (3) |
C11—C6—N1 | 120.2 (3) | C33—C32—Yb1 | 74.13 (19) |
C8—C7—C6 | 117.9 (3) | C31—C32—Yb1 | 76.17 (19) |
C8—C7—C12 | 119.6 (3) | C33—C32—H32A | 125.5 |
C6—C7—C12 | 122.5 (3) | C31—C32—H32A | 125.5 |
C9—C8—C7 | 121.3 (3) | Yb1—C32—H32A | 125.5 |
C9—C8—H8 | 119.3 | C34—C33—C32 | 107.7 (3) |
C7—C8—H8 | 119.3 | C34—C33—Yb1 | 76.2 (2) |
C8—C9—C10 | 120.3 (3) | C32—C33—Yb1 | 73.88 (19) |
C8—C9—H9 | 119.9 | C34—C33—H33A | 125.6 |
C10—C9—H9 | 119.9 | C32—C33—H33A | 125.6 |
C9—C10—C11 | 121.0 (3) | Yb1—C33—H33A | 125.6 |
C9—C10—H10 | 119.5 | C33—C34—C30 | 109.1 (3) |
C11—C10—H10 | 119.5 | C33—C34—Yb1 | 72.26 (19) |
C10—C11—C6 | 118.0 (3) | C30—C34—Yb1 | 76.50 (18) |
C10—C11—C15 | 118.9 (3) | C33—C34—H34A | 125.1 |
C6—C11—C15 | 123.1 (3) | C30—C34—H34A | 125.1 |
C7—C12—C14 | 112.2 (3) | Yb1—C34—H34A | 125.1 |
C7—C12—C13 | 113.4 (3) | C37—C35—C38 | 106.8 (4) |
C14—C12—C13 | 110.4 (3) | C37—C35—C36 | 108.9 (4) |
C7—C12—H12 | 106.8 | C38—C35—C36 | 111.5 (4) |
C14—C12—H12 | 106.8 | C37—C35—C30 | 111.9 (3) |
C13—C12—H12 | 106.8 | C38—C35—C30 | 111.2 (3) |
C12—C13—H13A | 109.5 | C36—C35—C30 | 106.7 (3) |
C12—C13—H13B | 109.5 | C35—C36—H36A | 109.5 |
H13A—C13—H13B | 109.5 | C35—C36—H36B | 109.5 |
C12—C13—H13C | 109.5 | H36A—C36—H36B | 109.5 |
H13A—C13—H13C | 109.5 | C35—C36—H36C | 109.5 |
H13B—C13—H13C | 109.5 | H36A—C36—H36C | 109.5 |
C12—C14—H14A | 109.5 | H36B—C36—H36C | 109.5 |
C12—C14—H14B | 109.5 | C35—C37—H37A | 109.5 |
H14A—C14—H14B | 109.5 | C35—C37—H37B | 109.5 |
C12—C14—H14C | 109.5 | H37A—C37—H37B | 109.5 |
H14A—C14—H14C | 109.5 | C35—C37—H37C | 109.5 |
H14B—C14—H14C | 109.5 | H37A—C37—H37C | 109.5 |
C11—C15—C17 | 112.5 (3) | H37B—C37—H37C | 109.5 |
C11—C15—C16 | 111.2 (3) | C35—C38—H38A | 109.5 |
C17—C15—C16 | 109.7 (3) | C35—C38—H38B | 109.5 |
C11—C15—H15 | 107.8 | H38A—C38—H38B | 109.5 |
C17—C15—H15 | 107.8 | C35—C38—H38C | 109.5 |
C16—C15—H15 | 107.8 | H38A—C38—H38C | 109.5 |
C15—C16—H16A | 109.5 | H38B—C38—H38C | 109.5 |
N2—Yb1—N1—C2 | −48.1 (2) | C18—C19—C20—C21 | 0.9 (7) |
Cl1—Yb1—N1—C2 | 56.4 (2) | C24—C19—C20—C21 | −171.3 (5) |
C32—Yb1—N1—C2 | −134.2 (2) | C19—C20—C21—C22 | −0.4 (8) |
C33—Yb1—N1—C2 | −158.7 (2) | C20—C21—C22—C23 | 0.0 (8) |
C31—Yb1—N1—C2 | −146.2 (2) | C21—C22—C23—C18 | −0.1 (7) |
C34—Yb1—N1—C2 | 172.4 (2) | C21—C22—C23—C27 | 179.0 (4) |
C30—Yb1—N1—C2 | 170.48 (19) | C19—C18—C23—C22 | 0.7 (5) |
C4—Yb1—N1—C2 | −29.5 (2) | N2—C18—C23—C22 | −175.9 (3) |
N2—Yb1—N1—C6 | 149.9 (2) | C19—C18—C23—C27 | −178.4 (3) |
Cl1—Yb1—N1—C6 | −105.6 (2) | N2—C18—C23—C27 | 5.0 (5) |
C32—Yb1—N1—C6 | 63.7 (3) | C20—C19—C24—C25 | −61.3 (6) |
C33—Yb1—N1—C6 | 39.3 (2) | C18—C19—C24—C25 | 126.8 (4) |
C31—Yb1—N1—C6 | 51.7 (3) | C20—C19—C24—C26 | 56.9 (6) |
C34—Yb1—N1—C6 | 10.3 (2) | C18—C19—C24—C26 | −115.1 (4) |
C30—Yb1—N1—C6 | 8.4 (3) | C22—C23—C27—C29 | −76.4 (5) |
C2—Yb1—N1—C6 | −162.0 (4) | C18—C23—C27—C29 | 102.7 (5) |
C4—Yb1—N1—C6 | 168.5 (3) | C22—C23—C27—C28 | 47.4 (5) |
N1—Yb1—N2—C4 | 47.9 (2) | C18—C23—C27—C28 | −133.5 (4) |
Cl1—Yb1—N2—C4 | −56.5 (2) | N1—Yb1—C30—C31 | 118.0 (2) |
C32—Yb1—N2—C4 | 156.3 (2) | N2—Yb1—C30—C31 | −8.4 (2) |
C33—Yb1—N2—C4 | 133.2 (2) | Cl1—Yb1—C30—C31 | −124.71 (19) |
C31—Yb1—N2—C4 | −173.8 (2) | C32—Yb1—C30—C31 | 36.9 (2) |
C34—Yb1—N2—C4 | 148.3 (2) | C33—Yb1—C30—C31 | 77.7 (2) |
C30—Yb1—N2—C4 | −169.48 (19) | C34—Yb1—C30—C31 | 114.4 (3) |
C2—Yb1—N2—C4 | 29.1 (2) | C2—Yb1—C30—C31 | 127.1 (2) |
N1—Yb1—N2—C18 | −147.7 (2) | C4—Yb1—C30—C31 | −17.6 (3) |
Cl1—Yb1—N2—C18 | 107.9 (2) | N1—Yb1—C30—C34 | 3.6 (3) |
C32—Yb1—N2—C18 | −39.3 (2) | N2—Yb1—C30—C34 | −122.8 (2) |
C33—Yb1—N2—C18 | −62.4 (3) | Cl1—Yb1—C30—C34 | 120.9 (2) |
C31—Yb1—N2—C18 | −9.4 (2) | C32—Yb1—C30—C34 | −77.5 (2) |
C34—Yb1—N2—C18 | −47.3 (3) | C33—Yb1—C30—C34 | −36.7 (2) |
C30—Yb1—N2—C18 | −5.1 (3) | C31—Yb1—C30—C34 | −114.4 (3) |
C2—Yb1—N2—C18 | −166.5 (3) | C2—Yb1—C30—C34 | 12.7 (3) |
C4—Yb1—N2—C18 | 164.4 (4) | C4—Yb1—C30—C34 | −132.0 (2) |
C6—N1—C2—C3 | −169.8 (3) | N1—Yb1—C30—C35 | −118.5 (3) |
Yb1—N1—C2—C3 | 26.6 (4) | N2—Yb1—C30—C35 | 115.1 (3) |
C6—N1—C2—C1 | 9.6 (4) | Cl1—Yb1—C30—C35 | −1.2 (3) |
Yb1—N1—C2—C1 | −153.9 (3) | C32—Yb1—C30—C35 | 160.4 (4) |
C6—N1—C2—Yb1 | 163.6 (3) | C33—Yb1—C30—C35 | −158.8 (4) |
N2—Yb1—C2—N1 | 127.9 (2) | C31—Yb1—C30—C35 | 123.5 (4) |
Cl1—Yb1—C2—N1 | −126.4 (2) | C34—Yb1—C30—C35 | −122.1 (4) |
C32—Yb1—C2—N1 | 54.9 (2) | C2—Yb1—C30—C35 | −109.4 (3) |
C33—Yb1—C2—N1 | 22.6 (2) | C4—Yb1—C30—C35 | 105.9 (3) |
C31—Yb1—C2—N1 | 61.6 (3) | C34—C30—C31—C32 | −0.8 (4) |
C34—Yb1—C2—N1 | −9.0 (2) | C35—C30—C31—C32 | 168.1 (3) |
C30—Yb1—C2—N1 | −16.9 (3) | Yb1—C30—C31—C32 | −65.4 (2) |
C4—Yb1—C2—N1 | 142.8 (2) | C34—C30—C31—Yb1 | 64.7 (2) |
N1—Yb1—C2—C3 | −158.1 (3) | C35—C30—C31—Yb1 | −126.5 (3) |
N2—Yb1—C2—C3 | −30.18 (18) | N1—Yb1—C31—C32 | 22.1 (3) |
Cl1—Yb1—C2—C3 | 75.45 (19) | N2—Yb1—C31—C32 | −71.2 (2) |
C32—Yb1—C2—C3 | −103.2 (2) | Cl1—Yb1—C31—C32 | 178.2 (2) |
C33—Yb1—C2—C3 | −135.5 (2) | C33—Yb1—C31—C32 | 37.8 (2) |
C31—Yb1—C2—C3 | −96.5 (3) | C34—Yb1—C31—C32 | 78.3 (2) |
C34—Yb1—C2—C3 | −167.16 (19) | C30—Yb1—C31—C32 | 115.3 (3) |
C30—Yb1—C2—C3 | −175.0 (2) | C2—Yb1—C31—C32 | −10.6 (4) |
C4—Yb1—C2—C3 | −15.32 (18) | C4—Yb1—C31—C32 | −74.1 (2) |
N1—Yb1—C2—C1 | 59.5 (5) | N1—Yb1—C31—C30 | −93.3 (2) |
N2—Yb1—C2—C1 | −172.6 (5) | N2—Yb1—C31—C30 | 173.47 (19) |
Cl1—Yb1—C2—C1 | −66.9 (5) | Cl1—Yb1—C31—C30 | 62.8 (2) |
C32—Yb1—C2—C1 | 114.4 (5) | C32—Yb1—C31—C30 | −115.3 (3) |
C33—Yb1—C2—C1 | 82.1 (5) | C33—Yb1—C31—C30 | −77.5 (2) |
C31—Yb1—C2—C1 | 121.1 (5) | C34—Yb1—C31—C30 | −37.1 (2) |
C34—Yb1—C2—C1 | 50.4 (5) | C2—Yb1—C31—C30 | −125.9 (2) |
C30—Yb1—C2—C1 | 42.6 (6) | C4—Yb1—C31—C30 | 170.53 (18) |
C4—Yb1—C2—C1 | −157.7 (6) | C30—C31—C32—C33 | 0.4 (4) |
N1—C2—C3—C4 | 17.5 (6) | Yb1—C31—C32—C33 | −68.0 (2) |
C1—C2—C3—C4 | −162.0 (4) | C30—C31—C32—Yb1 | 68.4 (2) |
Yb1—C2—C3—C4 | 35.3 (4) | N1—Yb1—C32—C33 | −51.3 (2) |
C18—N2—C4—C3 | 168.6 (3) | N2—Yb1—C32—C33 | −136.0 (2) |
Yb1—N2—C4—C3 | −26.0 (4) | Cl1—Yb1—C32—C33 | 110.5 (2) |
C18—N2—C4—C5 | −12.1 (5) | C31—Yb1—C32—C33 | 113.5 (3) |
Yb1—N2—C4—C5 | 153.3 (3) | C34—Yb1—C32—C33 | 37.4 (2) |
C18—N2—C4—Yb1 | −165.4 (3) | C30—Yb1—C32—C33 | 77.3 (2) |
C2—C3—C4—N2 | −17.9 (6) | C2—Yb1—C32—C33 | −71.9 (2) |
C2—C3—C4—C5 | 162.8 (4) | C4—Yb1—C32—C33 | −126.1 (2) |
C2—C3—C4—Yb1 | −35.3 (4) | N1—Yb1—C32—C31 | −164.7 (2) |
N1—Yb1—C4—N2 | −128.2 (2) | N2—Yb1—C32—C31 | 110.5 (2) |
Cl1—Yb1—C4—N2 | 126.3 (2) | Cl1—Yb1—C32—C31 | −2.9 (3) |
C32—Yb1—C4—N2 | −25.2 (2) | C33—Yb1—C32—C31 | −113.5 (3) |
C33—Yb1—C4—N2 | −56.8 (2) | C34—Yb1—C32—C31 | −76.0 (2) |
C31—Yb1—C4—N2 | 7.2 (2) | C30—Yb1—C32—C31 | −36.17 (19) |
C34—Yb1—C4—N2 | −59.9 (3) | C2—Yb1—C32—C31 | 174.68 (18) |
C30—Yb1—C4—N2 | 17.9 (3) | C4—Yb1—C32—C31 | 120.4 (2) |
C2—Yb1—C4—N2 | −143.4 (2) | C31—C32—C33—C34 | 0.1 (4) |
N1—Yb1—C4—C3 | 30.48 (18) | Yb1—C32—C33—C34 | −69.3 (2) |
N2—Yb1—C4—C3 | 158.6 (3) | C31—C32—C33—Yb1 | 69.4 (2) |
Cl1—Yb1—C4—C3 | −75.03 (19) | N1—Yb1—C33—C34 | −114.5 (2) |
C32—Yb1—C4—C3 | 133.4 (2) | N2—Yb1—C33—C34 | 161.1 (2) |
C33—Yb1—C4—C3 | 101.8 (2) | Cl1—Yb1—C33—C34 | −3.1 (3) |
C31—Yb1—C4—C3 | 165.84 (19) | C32—Yb1—C33—C34 | 113.4 (3) |
C34—Yb1—C4—C3 | 98.8 (3) | C31—Yb1—C33—C34 | 75.9 (2) |
C30—Yb1—C4—C3 | 176.5 (2) | C30—Yb1—C33—C34 | 36.3 (2) |
C2—Yb1—C4—C3 | 15.28 (17) | C2—Yb1—C33—C34 | −123.6 (2) |
N1—Yb1—C4—C5 | 170.4 (6) | C4—Yb1—C33—C34 | −177.72 (19) |
N2—Yb1—C4—C5 | −61.5 (6) | N1—Yb1—C33—C32 | 132.1 (2) |
Cl1—Yb1—C4—C5 | 64.9 (6) | N2—Yb1—C33—C32 | 47.7 (2) |
C32—Yb1—C4—C5 | −86.7 (6) | Cl1—Yb1—C33—C32 | −116.5 (2) |
C33—Yb1—C4—C5 | −118.3 (6) | C31—Yb1—C33—C32 | −37.5 (2) |
C31—Yb1—C4—C5 | −54.2 (6) | C34—Yb1—C33—C32 | −113.4 (3) |
C34—Yb1—C4—C5 | −121.3 (6) | C30—Yb1—C33—C32 | −77.1 (2) |
C30—Yb1—C4—C5 | −43.6 (6) | C2—Yb1—C33—C32 | 123.0 (2) |
C2—Yb1—C4—C5 | 155.2 (6) | C4—Yb1—C33—C32 | 68.9 (2) |
C2—N1—C6—C7 | 97.7 (3) | C32—C33—C34—C30 | −0.6 (4) |
Yb1—N1—C6—C7 | −101.1 (3) | Yb1—C33—C34—C30 | −68.3 (2) |
C2—N1—C6—C11 | −84.6 (4) | C32—C33—C34—Yb1 | 67.7 (2) |
Yb1—N1—C6—C11 | 76.6 (3) | C31—C30—C34—C33 | 0.8 (4) |
C11—C6—C7—C8 | 1.5 (5) | C35—C30—C34—C33 | −168.2 (3) |
N1—C6—C7—C8 | 179.2 (3) | Yb1—C30—C34—C33 | 65.5 (2) |
C11—C6—C7—C12 | −178.2 (3) | C31—C30—C34—Yb1 | −64.7 (2) |
N1—C6—C7—C12 | −0.5 (4) | C35—C30—C34—Yb1 | 126.3 (3) |
C6—C7—C8—C9 | −1.4 (5) | N1—Yb1—C34—C33 | 67.3 (2) |
C12—C7—C8—C9 | 178.3 (3) | N2—Yb1—C34—C33 | −27.8 (3) |
C7—C8—C9—C10 | 0.1 (6) | Cl1—Yb1—C34—C33 | 178.0 (2) |
C8—C9—C10—C11 | 1.1 (6) | C32—Yb1—C34—C33 | −37.9 (2) |
C9—C10—C11—C6 | −1.0 (5) | C31—Yb1—C34—C33 | −78.6 (2) |
C9—C10—C11—C15 | 179.3 (3) | C30—Yb1—C34—C33 | −115.4 (3) |
C7—C6—C11—C10 | −0.3 (5) | C2—Yb1—C34—C33 | 71.0 (3) |
N1—C6—C11—C10 | −178.0 (3) | C4—Yb1—C34—C33 | 4.7 (4) |
C7—C6—C11—C15 | 179.4 (3) | N1—Yb1—C34—C30 | −177.3 (2) |
N1—C6—C11—C15 | 1.8 (5) | N2—Yb1—C34—C30 | 87.6 (2) |
C8—C7—C12—C14 | 93.1 (4) | Cl1—Yb1—C34—C30 | −66.5 (2) |
C6—C7—C12—C14 | −87.3 (4) | C32—Yb1—C34—C30 | 77.5 (2) |
C8—C7—C12—C13 | −32.8 (5) | C33—Yb1—C34—C30 | 115.4 (3) |
C6—C7—C12—C13 | 146.8 (3) | C31—Yb1—C34—C30 | 36.87 (19) |
C10—C11—C15—C17 | −47.8 (5) | C2—Yb1—C34—C30 | −173.52 (18) |
C6—C11—C15—C17 | 132.5 (4) | C4—Yb1—C34—C30 | 120.1 (3) |
C10—C11—C15—C16 | 75.7 (4) | C31—C30—C35—C37 | 151.7 (4) |
C6—C11—C15—C16 | −104.0 (4) | C34—C30—C35—C37 | −41.5 (5) |
C4—N2—C18—C23 | −89.5 (4) | Yb1—C30—C35—C37 | 54.6 (4) |
Yb1—N2—C18—C23 | 107.1 (3) | C31—C30—C35—C38 | 32.4 (5) |
C4—N2—C18—C19 | 93.9 (4) | C34—C30—C35—C38 | −160.8 (4) |
Yb1—N2—C18—C19 | −69.6 (4) | Yb1—C30—C35—C38 | −64.7 (4) |
C23—C18—C19—C20 | −1.1 (6) | C31—C30—C35—C36 | −89.3 (5) |
N2—C18—C19—C20 | 175.5 (4) | C34—C30—C35—C36 | 77.5 (5) |
C23—C18—C19—C24 | 170.9 (4) | Yb1—C30—C35—C36 | 173.6 (3) |
N2—C18—C19—C24 | −12.5 (6) |