Supporting information
CCDC references: 1573905; 1573904; 1573903; 1573902
For all structures, data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT (Bruker, 2008); program(s) used to solve structure: SHELXS2013 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).
[Nd(C24H34O4P)Cl(CH4O)4]·2CH4O | F(000) = 2540 |
Mr = 1206.90 | Dx = 1.296 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 16.9491 (5) Å | Cell parameters from 9990 reflections |
b = 12.3954 (4) Å | θ = 2.3–30.5° |
c = 30.5023 (9) Å | µ = 0.99 mm−1 |
β = 105.1103 (4)° | T = 100 K |
V = 6186.7 (3) Å3 | Block, pale violet |
Z = 4 | 0.40 × 0.30 × 0.25 mm |
Bruker APEXII CCD area detector diffractometer | 9305 independent reflections |
Radiation source: fine-focus sealed tube | 8151 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.028 |
ω scans | θmax = 30.5°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1997) | h = −24→23 |
Tmin = 0.640, Tmax = 0.746 | k = −17→17 |
30228 measured reflections | l = −42→43 |
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)] = 0.034 | Hydrogen site location: mixed |
wR(F2) = 0.088 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.06 | w = 1/[σ2(Fo2) + (0.0423P)2 + 9.9452P] where P = (Fo2 + 2Fc2)/3 |
9305 reflections | (Δ/σ)max = 0.001 |
349 parameters | Δρmax = 1.53 e Å−3 |
0 restraints | Δρmin = −0.61 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 | ||
Nd1 | 0.5000 | 0.25251 (2) | 0.2500 | 0.01769 (5) | |
Cl1 | 0.5000 | 0.03575 (7) | 0.2500 | 0.0539 (3) | |
P1 | 0.57860 (3) | 0.35432 (3) | 0.15695 (2) | 0.01242 (8) | |
O1 | 0.52336 (8) | 0.29324 (10) | 0.17960 (4) | 0.0156 (2) | |
O2 | 0.62946 (8) | 0.43841 (10) | 0.18622 (4) | 0.0173 (2) | |
O3 | 0.63932 (7) | 0.27636 (10) | 0.14037 (4) | 0.0140 (2) | |
O4 | 0.52734 (7) | 0.39922 (10) | 0.10929 (4) | 0.0141 (2) | |
O5 | 0.59173 (11) | 0.41245 (13) | 0.26379 (6) | 0.0315 (4) | |
O6 | 0.64179 (10) | 0.18702 (18) | 0.27682 (8) | 0.0476 (5) | |
H28 | 0.609 (2) | 0.429 (3) | 0.2391 (14) | 0.077 (12)* | |
H29 | 0.650 (3) | 0.119 (5) | 0.2819 (19) | 0.13 (2)* | |
C1 | 0.62135 (10) | 0.22221 (14) | 0.09829 (6) | 0.0141 (3) | |
C2 | 0.59290 (11) | 0.11618 (15) | 0.09651 (7) | 0.0195 (3) | |
C3 | 0.58130 (12) | 0.06236 (16) | 0.05503 (8) | 0.0245 (4) | |
H3A | 0.5626 | −0.0102 | 0.0525 | 0.029* | |
C4 | 0.59649 (12) | 0.11267 (17) | 0.01752 (7) | 0.0246 (4) | |
H4A | 0.5881 | 0.0746 | −0.0104 | 0.030* | |
C5 | 0.62389 (12) | 0.21833 (17) | 0.02058 (7) | 0.0211 (4) | |
H5A | 0.6334 | 0.2523 | −0.0055 | 0.025* | |
C6 | 0.63787 (11) | 0.27620 (14) | 0.06128 (6) | 0.0161 (3) | |
C7 | 0.57849 (14) | 0.06005 (16) | 0.13791 (8) | 0.0270 (4) | |
H7A | 0.5770 | 0.1166 | 0.1611 | 0.032* | |
C8 | 0.64923 (16) | −0.0166 (2) | 0.15863 (9) | 0.0396 (6) | |
H8A | 0.7008 | 0.0237 | 0.1660 | 0.059* | |
H8B | 0.6515 | −0.0738 | 0.1368 | 0.059* | |
H8C | 0.6407 | −0.0489 | 0.1864 | 0.059* | |
C9 | 0.49687 (16) | 0.0003 (2) | 0.12710 (11) | 0.0412 (6) | |
H9A | 0.4522 | 0.0517 | 0.1159 | 0.062* | |
H9B | 0.4900 | −0.0348 | 0.1547 | 0.062* | |
H9C | 0.4960 | −0.0544 | 0.1038 | 0.062* | |
C10 | 0.67121 (11) | 0.39038 (14) | 0.06411 (7) | 0.0186 (3) | |
H10A | 0.6743 | 0.4194 | 0.0951 | 0.022* | |
C11 | 0.75759 (14) | 0.39072 (18) | 0.05705 (10) | 0.0347 (5) | |
H11A | 0.7939 | 0.3473 | 0.0808 | 0.052* | |
H11B | 0.7780 | 0.4650 | 0.0586 | 0.052* | |
H11C | 0.7560 | 0.3601 | 0.0272 | 0.052* | |
C12 | 0.61552 (15) | 0.46435 (18) | 0.02901 (8) | 0.0295 (5) | |
H12A | 0.5605 | 0.4642 | 0.0337 | 0.044* | |
H12B | 0.6131 | 0.4382 | −0.0016 | 0.044* | |
H12C | 0.6374 | 0.5379 | 0.0325 | 0.044* | |
C13 | 0.45447 (10) | 0.45889 (14) | 0.10255 (6) | 0.0146 (3) | |
C14 | 0.38046 (11) | 0.40258 (15) | 0.08915 (6) | 0.0170 (3) | |
C15 | 0.30905 (11) | 0.46384 (17) | 0.08080 (7) | 0.0226 (4) | |
H15A | 0.2576 | 0.4286 | 0.0715 | 0.027* | |
C16 | 0.31161 (12) | 0.57512 (17) | 0.08586 (7) | 0.0241 (4) | |
H16A | 0.2622 | 0.6151 | 0.0807 | 0.029* | |
C17 | 0.38583 (12) | 0.62766 (16) | 0.09835 (7) | 0.0218 (4) | |
H17A | 0.3868 | 0.7040 | 0.1014 | 0.026* | |
C18 | 0.45984 (11) | 0.57095 (14) | 0.10662 (6) | 0.0170 (3) | |
C19 | 0.37889 (12) | 0.28087 (16) | 0.08265 (7) | 0.0213 (4) | |
H19A | 0.4276 | 0.2506 | 0.1052 | 0.026* | |
C20 | 0.30285 (17) | 0.2283 (2) | 0.09162 (12) | 0.0432 (6) | |
H20A | 0.2969 | 0.2516 | 0.1213 | 0.065* | |
H20B | 0.3085 | 0.1496 | 0.0914 | 0.065* | |
H20C | 0.2544 | 0.2500 | 0.0679 | 0.065* | |
C21 | 0.38773 (19) | 0.25298 (18) | 0.03553 (9) | 0.0373 (6) | |
H21A | 0.4382 | 0.2850 | 0.0314 | 0.056* | |
H21B | 0.3408 | 0.2815 | 0.0125 | 0.056* | |
H21C | 0.3899 | 0.1744 | 0.0324 | 0.056* | |
C22 | 0.54047 (12) | 0.63200 (15) | 0.11852 (7) | 0.0219 (4) | |
H22A | 0.5858 | 0.5783 | 0.1221 | 0.026* | |
C23 | 0.55230 (15) | 0.69284 (18) | 0.16359 (8) | 0.0313 (5) | |
H23A | 0.5552 | 0.6410 | 0.1882 | 0.047* | |
H23B | 0.5061 | 0.7418 | 0.1616 | 0.047* | |
H23C | 0.6031 | 0.7345 | 0.1697 | 0.047* | |
C24 | 0.54494 (14) | 0.70965 (17) | 0.08007 (8) | 0.0285 (4) | |
H24A | 0.5359 | 0.6695 | 0.0515 | 0.043* | |
H24B | 0.5990 | 0.7438 | 0.0871 | 0.043* | |
H24C | 0.5028 | 0.7653 | 0.0771 | 0.043* | |
C25 | 0.60203 (17) | 0.5046 (2) | 0.29239 (8) | 0.0359 (5) | |
H25A | 0.6436 | 0.5520 | 0.2856 | 0.054* | |
H25B | 0.6195 | 0.4817 | 0.3242 | 0.054* | |
H25C | 0.5501 | 0.5436 | 0.2871 | 0.054* | |
C26 | 0.7205 (2) | 0.2288 (4) | 0.2773 (2) | 0.0816 (14) | |
H26A | 0.7627 | 0.1867 | 0.2985 | 0.122* | |
H26B | 0.7240 | 0.3044 | 0.2870 | 0.122* | |
H26C | 0.7289 | 0.2239 | 0.2468 | 0.122* | |
H30 | 0.741 (3) | 0.482 (4) | 0.1918 (17) | 0.107 (17)* | |
O7 | 0.79430 (14) | 0.4856 (2) | 0.19751 (11) | 0.0757 (9) | |
C27 | 0.83229 (19) | 0.3827 (3) | 0.19551 (14) | 0.0628 (10) | |
H27A | 0.8825 | 0.3928 | 0.1858 | 0.094* | |
H27B | 0.7947 | 0.3360 | 0.1738 | 0.094* | |
H27C | 0.8456 | 0.3491 | 0.2256 | 0.094* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Nd1 | 0.02032 (7) | 0.02024 (7) | 0.01381 (7) | 0.000 | 0.00677 (5) | 0.000 |
Cl1 | 0.0467 (5) | 0.0220 (4) | 0.0764 (7) | 0.000 | −0.0137 (5) | 0.000 |
P1 | 0.01337 (18) | 0.01211 (18) | 0.01238 (19) | 0.00116 (14) | 0.00443 (15) | −0.00008 (14) |
O1 | 0.0165 (6) | 0.0176 (6) | 0.0139 (6) | −0.0005 (5) | 0.0062 (5) | 0.0007 (5) |
O2 | 0.0190 (6) | 0.0150 (6) | 0.0179 (6) | −0.0023 (5) | 0.0046 (5) | −0.0028 (5) |
O3 | 0.0145 (5) | 0.0137 (5) | 0.0144 (6) | 0.0037 (4) | 0.0047 (5) | 0.0001 (4) |
O4 | 0.0138 (5) | 0.0150 (5) | 0.0146 (6) | 0.0051 (4) | 0.0056 (4) | 0.0022 (4) |
O5 | 0.0442 (9) | 0.0319 (8) | 0.0237 (8) | −0.0146 (7) | 0.0183 (7) | −0.0115 (6) |
O6 | 0.0206 (8) | 0.0485 (12) | 0.0718 (14) | 0.0060 (8) | 0.0087 (8) | 0.0188 (10) |
C1 | 0.0130 (7) | 0.0146 (7) | 0.0158 (8) | 0.0033 (6) | 0.0054 (6) | −0.0015 (6) |
C2 | 0.0187 (8) | 0.0164 (8) | 0.0268 (9) | 0.0006 (6) | 0.0117 (7) | −0.0020 (7) |
C3 | 0.0212 (9) | 0.0196 (9) | 0.0346 (11) | −0.0012 (7) | 0.0107 (8) | −0.0094 (8) |
C4 | 0.0209 (9) | 0.0293 (10) | 0.0239 (10) | 0.0022 (7) | 0.0060 (7) | −0.0107 (8) |
C5 | 0.0197 (8) | 0.0270 (9) | 0.0175 (9) | 0.0078 (7) | 0.0067 (7) | −0.0001 (7) |
C6 | 0.0146 (7) | 0.0170 (7) | 0.0174 (8) | 0.0049 (6) | 0.0054 (6) | 0.0014 (6) |
C7 | 0.0393 (11) | 0.0149 (8) | 0.0337 (11) | −0.0011 (8) | 0.0218 (9) | −0.0003 (7) |
C8 | 0.0413 (13) | 0.0390 (13) | 0.0401 (14) | 0.0002 (11) | 0.0134 (11) | 0.0135 (11) |
C9 | 0.0378 (13) | 0.0252 (11) | 0.0692 (19) | −0.0024 (9) | 0.0291 (13) | 0.0101 (11) |
C10 | 0.0220 (8) | 0.0159 (8) | 0.0214 (9) | 0.0054 (6) | 0.0120 (7) | 0.0037 (6) |
C11 | 0.0297 (11) | 0.0215 (10) | 0.0615 (16) | 0.0022 (8) | 0.0272 (11) | 0.0017 (10) |
C12 | 0.0408 (12) | 0.0250 (10) | 0.0262 (10) | 0.0130 (9) | 0.0148 (9) | 0.0101 (8) |
C13 | 0.0142 (7) | 0.0169 (7) | 0.0134 (7) | 0.0053 (6) | 0.0049 (6) | 0.0018 (6) |
C14 | 0.0169 (8) | 0.0197 (8) | 0.0146 (8) | 0.0017 (6) | 0.0041 (6) | 0.0007 (6) |
C15 | 0.0150 (8) | 0.0302 (10) | 0.0217 (9) | 0.0026 (7) | 0.0029 (7) | 0.0024 (7) |
C16 | 0.0186 (8) | 0.0308 (10) | 0.0235 (10) | 0.0113 (7) | 0.0063 (7) | 0.0039 (8) |
C17 | 0.0255 (9) | 0.0193 (8) | 0.0206 (9) | 0.0096 (7) | 0.0057 (7) | 0.0023 (7) |
C18 | 0.0188 (8) | 0.0161 (8) | 0.0160 (8) | 0.0038 (6) | 0.0042 (6) | 0.0019 (6) |
C19 | 0.0205 (8) | 0.0192 (8) | 0.0217 (9) | −0.0018 (7) | 0.0008 (7) | −0.0010 (7) |
C20 | 0.0362 (13) | 0.0312 (12) | 0.0653 (19) | −0.0134 (10) | 0.0189 (13) | −0.0039 (12) |
C21 | 0.0557 (16) | 0.0288 (11) | 0.0255 (11) | 0.0064 (10) | 0.0073 (11) | −0.0055 (9) |
C22 | 0.0210 (9) | 0.0147 (8) | 0.0285 (10) | 0.0012 (6) | 0.0037 (7) | 0.0028 (7) |
C23 | 0.0372 (12) | 0.0220 (9) | 0.0289 (11) | −0.0024 (8) | −0.0017 (9) | 0.0009 (8) |
C24 | 0.0326 (11) | 0.0194 (9) | 0.0346 (12) | 0.0004 (8) | 0.0107 (9) | 0.0052 (8) |
C25 | 0.0476 (14) | 0.0396 (12) | 0.0228 (10) | −0.0138 (11) | 0.0133 (10) | −0.0126 (9) |
C26 | 0.0261 (14) | 0.082 (3) | 0.133 (4) | −0.0021 (15) | 0.016 (2) | 0.029 (3) |
O7 | 0.0334 (11) | 0.0707 (16) | 0.125 (2) | −0.0256 (11) | 0.0250 (13) | −0.0427 (16) |
C27 | 0.0403 (16) | 0.064 (2) | 0.085 (3) | −0.0172 (15) | 0.0177 (16) | −0.0291 (19) |
Nd1—O1i | 2.3381 (13) | C12—H12A | 0.9800 |
Nd1—O1 | 2.3381 (13) | C12—H12B | 0.9800 |
Nd1—O6i | 2.4654 (17) | C12—H12C | 0.9800 |
Nd1—O6 | 2.4655 (17) | C13—C18 | 1.395 (2) |
Nd1—O5i | 2.4866 (16) | C13—C14 | 1.400 (2) |
Nd1—O5 | 2.4867 (16) | C14—C15 | 1.395 (3) |
Nd1—Cl1 | 2.6868 (9) | C14—C19 | 1.521 (3) |
P1—O2 | 1.4918 (13) | C15—C16 | 1.387 (3) |
P1—O1 | 1.5047 (13) | C15—H15A | 0.9500 |
P1—O4 | 1.5872 (13) | C16—C17 | 1.379 (3) |
P1—O3 | 1.5875 (13) | C16—H16A | 0.9500 |
O3—C1 | 1.410 (2) | C17—C18 | 1.402 (2) |
O4—C13 | 1.4080 (19) | C17—H17A | 0.9500 |
O5—C25 | 1.420 (3) | C18—C22 | 1.521 (3) |
O5—H28 | 0.90 (4) | C19—C21 | 1.523 (3) |
O6—C26 | 1.428 (4) | C19—C20 | 1.531 (3) |
O6—H29 | 0.87 (6) | C19—H19A | 1.0000 |
C1—C2 | 1.396 (2) | C20—H20A | 0.9800 |
C1—C6 | 1.402 (3) | C20—H20B | 0.9800 |
C2—C3 | 1.398 (3) | C20—H20C | 0.9800 |
C2—C7 | 1.516 (3) | C21—H21A | 0.9800 |
C3—C4 | 1.385 (3) | C21—H21B | 0.9800 |
C3—H3A | 0.9500 | C21—H21C | 0.9800 |
C4—C5 | 1.385 (3) | C22—C24 | 1.534 (3) |
C4—H4A | 0.9500 | C22—C23 | 1.535 (3) |
C5—C6 | 1.400 (3) | C22—H22A | 1.0000 |
C5—H5A | 0.9500 | C23—H23A | 0.9800 |
C6—C10 | 1.518 (3) | C23—H23B | 0.9800 |
C7—C9 | 1.528 (3) | C23—H23C | 0.9800 |
C7—C8 | 1.531 (3) | C24—H24A | 0.9800 |
C7—H7A | 1.0000 | C24—H24B | 0.9800 |
C8—H8A | 0.9800 | C24—H24C | 0.9800 |
C8—H8B | 0.9800 | C25—H25A | 0.9800 |
C8—H8C | 0.9800 | C25—H25B | 0.9800 |
C9—H9A | 0.9800 | C25—H25C | 0.9800 |
C9—H9B | 0.9800 | C26—H26A | 0.9800 |
C9—H9C | 0.9800 | C26—H26B | 0.9800 |
C10—C12 | 1.533 (3) | C26—H26C | 0.9800 |
C10—C11 | 1.534 (3) | O7—C27 | 1.437 (4) |
C10—H10A | 1.0000 | O7—H30 | 0.88 (5) |
C11—H11A | 0.9800 | C27—H27A | 0.9800 |
C11—H11B | 0.9800 | C27—H27B | 0.9800 |
C11—H11C | 0.9800 | C27—H27C | 0.9800 |
O1i—Nd1—O1 | 155.06 (6) | H11A—C11—H11C | 109.5 |
O1i—Nd1—O6i | 89.54 (6) | H11B—C11—H11C | 109.5 |
O1—Nd1—O6i | 98.64 (6) | C10—C12—H12A | 109.5 |
O1i—Nd1—O6 | 98.64 (6) | C10—C12—H12B | 109.5 |
O1—Nd1—O6 | 89.54 (6) | H12A—C12—H12B | 109.5 |
O6i—Nd1—O6 | 141.55 (10) | C10—C12—H12C | 109.5 |
O1i—Nd1—O5i | 74.64 (5) | H12A—C12—H12C | 109.5 |
O1—Nd1—O5i | 85.45 (5) | H12B—C12—H12C | 109.5 |
O6i—Nd1—O5i | 72.18 (7) | C18—C13—C14 | 123.71 (16) |
O6—Nd1—O5i | 146.20 (7) | C18—C13—O4 | 118.39 (15) |
O1i—Nd1—O5 | 85.45 (5) | C14—C13—O4 | 117.76 (15) |
O1—Nd1—O5 | 74.63 (5) | C15—C14—C13 | 116.78 (17) |
O6i—Nd1—O5 | 146.20 (7) | C15—C14—C19 | 122.09 (17) |
O6—Nd1—O5 | 72.18 (7) | C13—C14—C19 | 121.10 (16) |
O5i—Nd1—O5 | 74.26 (9) | C16—C15—C14 | 121.36 (18) |
O1i—Nd1—Cl1 | 102.47 (3) | C16—C15—H15A | 119.3 |
O1—Nd1—Cl1 | 102.47 (3) | C14—C15—H15A | 119.3 |
O6i—Nd1—Cl1 | 70.78 (5) | C17—C16—C15 | 120.00 (17) |
O6—Nd1—Cl1 | 70.78 (5) | C17—C16—H16A | 120.0 |
O5i—Nd1—Cl1 | 142.87 (4) | C15—C16—H16A | 120.0 |
O5—Nd1—Cl1 | 142.87 (4) | C16—C17—C18 | 121.45 (18) |
O2—P1—O1 | 114.10 (8) | C16—C17—H17A | 119.3 |
O2—P1—O4 | 113.34 (7) | C18—C17—H17A | 119.3 |
O1—P1—O4 | 109.84 (7) | C13—C18—C17 | 116.64 (17) |
O2—P1—O3 | 107.13 (7) | C13—C18—C22 | 123.38 (16) |
O1—P1—O3 | 111.88 (7) | C17—C18—C22 | 119.97 (16) |
O4—P1—O3 | 99.63 (7) | C14—C19—C21 | 110.21 (17) |
P1—O1—Nd1 | 143.61 (8) | C14—C19—C20 | 112.69 (18) |
C1—O3—P1 | 125.16 (11) | C21—C19—C20 | 111.5 (2) |
C13—O4—P1 | 124.59 (11) | C14—C19—H19A | 107.4 |
C25—O5—Nd1 | 135.75 (14) | C21—C19—H19A | 107.4 |
C25—O5—H28 | 108 (3) | C20—C19—H19A | 107.4 |
Nd1—O5—H28 | 111 (3) | C19—C20—H20A | 109.5 |
C26—O6—Nd1 | 135.4 (2) | C19—C20—H20B | 109.5 |
C26—O6—H29 | 104 (4) | H20A—C20—H20B | 109.5 |
Nd1—O6—H29 | 119 (4) | C19—C20—H20C | 109.5 |
C2—C1—C6 | 123.89 (17) | H20A—C20—H20C | 109.5 |
C2—C1—O3 | 118.30 (16) | H20B—C20—H20C | 109.5 |
C6—C1—O3 | 117.70 (15) | C19—C21—H21A | 109.5 |
C1—C2—C3 | 116.74 (18) | C19—C21—H21B | 109.5 |
C1—C2—C7 | 121.91 (17) | H21A—C21—H21B | 109.5 |
C3—C2—C7 | 121.30 (17) | C19—C21—H21C | 109.5 |
C4—C3—C2 | 121.34 (18) | H21A—C21—H21C | 109.5 |
C4—C3—H3A | 119.3 | H21B—C21—H21C | 109.5 |
C2—C3—H3A | 119.3 | C18—C22—C24 | 110.49 (16) |
C5—C4—C3 | 120.11 (18) | C18—C22—C23 | 110.96 (18) |
C5—C4—H4A | 119.9 | C24—C22—C23 | 110.83 (17) |
C3—C4—H4A | 119.9 | C18—C22—H22A | 108.2 |
C4—C5—C6 | 121.38 (19) | C24—C22—H22A | 108.2 |
C4—C5—H5A | 119.3 | C23—C22—H22A | 108.2 |
C6—C5—H5A | 119.3 | C22—C23—H23A | 109.5 |
C5—C6—C1 | 116.52 (17) | C22—C23—H23B | 109.5 |
C5—C6—C10 | 120.17 (17) | H23A—C23—H23B | 109.5 |
C1—C6—C10 | 123.30 (16) | C22—C23—H23C | 109.5 |
C2—C7—C9 | 112.1 (2) | H23A—C23—H23C | 109.5 |
C2—C7—C8 | 110.47 (18) | H23B—C23—H23C | 109.5 |
C9—C7—C8 | 110.83 (18) | C22—C24—H24A | 109.5 |
C2—C7—H7A | 107.8 | C22—C24—H24B | 109.5 |
C9—C7—H7A | 107.8 | H24A—C24—H24B | 109.5 |
C8—C7—H7A | 107.8 | C22—C24—H24C | 109.5 |
C7—C8—H8A | 109.5 | H24A—C24—H24C | 109.5 |
C7—C8—H8B | 109.5 | H24B—C24—H24C | 109.5 |
H8A—C8—H8B | 109.5 | O5—C25—H25A | 109.5 |
C7—C8—H8C | 109.5 | O5—C25—H25B | 109.5 |
H8A—C8—H8C | 109.5 | H25A—C25—H25B | 109.5 |
H8B—C8—H8C | 109.5 | O5—C25—H25C | 109.5 |
C7—C9—H9A | 109.5 | H25A—C25—H25C | 109.5 |
C7—C9—H9B | 109.5 | H25B—C25—H25C | 109.5 |
H9A—C9—H9B | 109.5 | O6—C26—H26A | 109.5 |
C7—C9—H9C | 109.5 | O6—C26—H26B | 109.5 |
H9A—C9—H9C | 109.5 | H26A—C26—H26B | 109.5 |
H9B—C9—H9C | 109.5 | O6—C26—H26C | 109.5 |
C6—C10—C12 | 111.45 (17) | H26A—C26—H26C | 109.5 |
C6—C10—C11 | 110.44 (15) | H26B—C26—H26C | 109.5 |
C12—C10—C11 | 109.67 (17) | C27—O7—H30 | 113 (3) |
C6—C10—H10A | 108.4 | O7—C27—H27A | 109.5 |
C12—C10—H10A | 108.4 | O7—C27—H27B | 109.5 |
C11—C10—H10A | 108.4 | H27A—C27—H27B | 109.5 |
C10—C11—H11A | 109.5 | O7—C27—H27C | 109.5 |
C10—C11—H11B | 109.5 | H27A—C27—H27C | 109.5 |
H11A—C11—H11B | 109.5 | H27B—C27—H27C | 109.5 |
C10—C11—H11C | 109.5 | ||
O2—P1—O1—Nd1 | −17.06 (16) | C5—C6—C10—C12 | 57.9 (2) |
O4—P1—O1—Nd1 | −145.58 (12) | C1—C6—C10—C12 | −123.66 (19) |
O3—P1—O1—Nd1 | 104.76 (13) | C5—C6—C10—C11 | −64.3 (2) |
O2—P1—O3—C1 | −147.93 (13) | C1—C6—C10—C11 | 114.2 (2) |
O1—P1—O3—C1 | 86.32 (15) | P1—O4—C13—C18 | 89.22 (18) |
O4—P1—O3—C1 | −29.72 (15) | P1—O4—C13—C14 | −94.97 (18) |
O2—P1—O4—C13 | −78.04 (15) | C18—C13—C14—C15 | −1.8 (3) |
O1—P1—O4—C13 | 50.89 (15) | O4—C13—C14—C15 | −177.36 (16) |
O3—P1—O4—C13 | 168.47 (13) | C18—C13—C14—C19 | 176.30 (17) |
P1—O3—C1—C2 | −95.29 (17) | O4—C13—C14—C19 | 0.7 (3) |
P1—O3—C1—C6 | 88.45 (18) | C13—C14—C15—C16 | −0.4 (3) |
C6—C1—C2—C3 | 0.5 (3) | C19—C14—C15—C16 | −178.44 (19) |
O3—C1—C2—C3 | −175.54 (16) | C14—C15—C16—C17 | 1.5 (3) |
C6—C1—C2—C7 | 178.01 (17) | C15—C16—C17—C18 | −0.6 (3) |
O3—C1—C2—C7 | 2.0 (3) | C14—C13—C18—C17 | 2.6 (3) |
C1—C2—C3—C4 | −0.7 (3) | O4—C13—C18—C17 | 178.17 (15) |
C7—C2—C3—C4 | −178.30 (19) | C14—C13—C18—C22 | −176.29 (18) |
C2—C3—C4—C5 | 0.1 (3) | O4—C13—C18—C22 | −0.8 (3) |
C3—C4—C5—C6 | 0.8 (3) | C16—C17—C18—C13 | −1.4 (3) |
C4—C5—C6—C1 | −1.1 (3) | C16—C17—C18—C22 | 177.60 (19) |
C4—C5—C6—C10 | 177.50 (17) | C15—C14—C19—C21 | 94.5 (2) |
C2—C1—C6—C5 | 0.4 (3) | C13—C14—C19—C21 | −83.5 (2) |
O3—C1—C6—C5 | 176.44 (15) | C15—C14—C19—C20 | −30.8 (3) |
C2—C1—C6—C10 | −178.09 (17) | C13—C14—C19—C20 | 151.2 (2) |
O3—C1—C6—C10 | −2.1 (2) | C13—C18—C22—C24 | 119.0 (2) |
C1—C2—C7—C9 | 134.4 (2) | C17—C18—C22—C24 | −59.9 (2) |
C3—C2—C7—C9 | −48.2 (3) | C13—C18—C22—C23 | −117.7 (2) |
C1—C2—C7—C8 | −101.5 (2) | C17—C18—C22—C23 | 63.4 (2) |
C3—C2—C7—C8 | 76.0 (3) |
Symmetry code: (i) −x+1, y, −z+1/2. |
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H28···O2 | 0.90 (4) | 1.74 (4) | 2.626 (2) | 168 (4) |
O7—H30···O2 | 0.88 (5) | 1.93 (5) | 2.787 (3) | 165 (5) |
O6—H29···O7ii | 0.87 (6) | 1.92 (6) | 2.753 (3) | 161 (5) |
O6—H29···Cl1 | 0.87 (6) | 2.69 (6) | 2.989 (2) | 102 (4) |
Symmetry code: (ii) −x+3/2, y−1/2, −z+1/2. |
[Lu(C24H34O4P)Cl(CH4O)4]·2CH4O | F(000) = 2584 |
Mr = 1237.63 | Dx = 1.328 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 16.877 (2) Å | Cell parameters from 9984 reflections |
b = 12.4430 (17) Å | θ = 2.3–31.0° |
c = 30.404 (4) Å | µ = 1.75 mm−1 |
β = 104.231 (2)° | T = 183 K |
V = 6188.7 (14) Å3 | Block, colourless |
Z = 4 | 0.40 × 0.30 × 0.20 mm |
Bruker APEXII CCD area detector diffractometer | 9435 independent reflections |
Radiation source: fine-focus sealed tube | 8726 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.029 |
ω scans | θmax = 30.5°, θmin = 2.3° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1997) | h = −24→24 |
Tmin = 0.598, Tmax = 0.746 | k = −16→17 |
34787 measured reflections | l = −43→43 |
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: mixed |
wR(F2) = 0.060 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0306P)2 + 4.4502P] where P = (Fo2 + 2Fc2)/3 |
9435 reflections | (Δ/σ)max = 0.001 |
349 parameters | Δρmax = 1.60 e Å−3 |
0 restraints | Δρmin = −0.56 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 | ||
Lu1 | 0.5000 | 0.27331 (2) | 0.2500 | 0.01894 (3) | |
Cl1 | 0.5000 | 0.06577 (6) | 0.2500 | 0.04011 (17) | |
P1 | 0.57599 (2) | 0.35892 (3) | 0.15781 (2) | 0.01550 (7) | |
O1 | 0.52081 (7) | 0.30155 (10) | 0.18227 (4) | 0.0196 (2) | |
O2 | 0.62729 (7) | 0.44428 (10) | 0.18532 (4) | 0.0214 (2) | |
O3 | 0.63575 (7) | 0.27857 (9) | 0.14152 (4) | 0.0178 (2) | |
O4 | 0.52451 (6) | 0.40023 (9) | 0.10993 (4) | 0.0178 (2) | |
O5 | 0.58606 (9) | 0.42266 (12) | 0.26209 (5) | 0.0328 (3) | |
O6 | 0.63500 (9) | 0.21233 (15) | 0.27708 (6) | 0.0415 (4) | |
H28 | 0.6041 (15) | 0.437 (2) | 0.2402 (9) | 0.041 (7)* | |
H29 | 0.639 (2) | 0.150 (3) | 0.2807 (11) | 0.067 (10)* | |
C1 | 0.61884 (9) | 0.22505 (13) | 0.09938 (5) | 0.0184 (3) | |
C2 | 0.58992 (10) | 0.11990 (14) | 0.09761 (6) | 0.0233 (3) | |
C3 | 0.57913 (11) | 0.06614 (16) | 0.05620 (7) | 0.0302 (4) | |
H3A | 0.5599 | −0.0059 | 0.0537 | 0.036* | |
C4 | 0.59593 (11) | 0.11583 (17) | 0.01892 (6) | 0.0313 (4) | |
H4A | 0.5881 | 0.0779 | −0.0089 | 0.038* | |
C5 | 0.62410 (11) | 0.22061 (15) | 0.02191 (6) | 0.0270 (4) | |
H5A | 0.6347 | 0.2541 | −0.0041 | 0.032* | |
C6 | 0.63721 (10) | 0.27816 (13) | 0.06252 (6) | 0.0205 (3) | |
C7 | 0.57380 (12) | 0.06466 (15) | 0.13896 (7) | 0.0310 (4) | |
H7A | 0.5686 | 0.1217 | 0.1612 | 0.037* | |
C8 | 0.64584 (17) | −0.0060 (3) | 0.16121 (10) | 0.0602 (8) | |
H8A | 0.6950 | 0.0384 | 0.1709 | 0.090* | |
H8B | 0.6546 | −0.0600 | 0.1394 | 0.090* | |
H8C | 0.6344 | −0.0421 | 0.1876 | 0.090* | |
C9 | 0.49465 (16) | 0.0001 (2) | 0.12809 (10) | 0.0518 (6) | |
H9A | 0.4485 | 0.0482 | 0.1159 | 0.078* | |
H9B | 0.4873 | −0.0343 | 0.1558 | 0.078* | |
H9C | 0.4973 | −0.0551 | 0.1055 | 0.078* | |
C10 | 0.67092 (10) | 0.39178 (14) | 0.06518 (6) | 0.0242 (3) | |
H10A | 0.6726 | 0.4212 | 0.0960 | 0.029* | |
C11 | 0.75824 (13) | 0.39148 (19) | 0.05874 (9) | 0.0450 (6) | |
H11A | 0.7935 | 0.3483 | 0.0827 | 0.067* | |
H11B | 0.7789 | 0.4653 | 0.0603 | 0.067* | |
H11C | 0.7581 | 0.3606 | 0.0291 | 0.067* | |
C12 | 0.61709 (14) | 0.46514 (18) | 0.02994 (7) | 0.0381 (5) | |
H12A | 0.5610 | 0.4634 | 0.0335 | 0.057* | |
H12B | 0.6177 | 0.4403 | −0.0006 | 0.057* | |
H12C | 0.6381 | 0.5388 | 0.0342 | 0.057* | |
C13 | 0.45207 (9) | 0.46085 (13) | 0.10294 (5) | 0.0188 (3) | |
C14 | 0.37799 (10) | 0.40483 (15) | 0.09039 (5) | 0.0227 (3) | |
C15 | 0.30717 (11) | 0.46667 (17) | 0.08227 (6) | 0.0303 (4) | |
H15A | 0.2555 | 0.4321 | 0.0735 | 0.036* | |
C16 | 0.31032 (11) | 0.57745 (17) | 0.08661 (7) | 0.0329 (4) | |
H16A | 0.2611 | 0.6177 | 0.0817 | 0.039* | |
C17 | 0.38444 (11) | 0.62933 (16) | 0.09806 (6) | 0.0283 (4) | |
H17A | 0.3857 | 0.7054 | 0.1006 | 0.034* | |
C18 | 0.45806 (10) | 0.57233 (14) | 0.10608 (5) | 0.0215 (3) | |
C19 | 0.37623 (12) | 0.28394 (15) | 0.08430 (6) | 0.0280 (4) | |
H19A | 0.4235 | 0.2537 | 0.1075 | 0.034* | |
C20 | 0.29859 (17) | 0.2315 (2) | 0.09182 (11) | 0.0539 (7) | |
H20A | 0.2907 | 0.2533 | 0.1214 | 0.081* | |
H20B | 0.3039 | 0.1531 | 0.0910 | 0.081* | |
H20C | 0.2514 | 0.2544 | 0.0678 | 0.081* | |
C21 | 0.38881 (18) | 0.2552 (2) | 0.03770 (8) | 0.0458 (6) | |
H21A | 0.4403 | 0.2865 | 0.0343 | 0.069* | |
H21B | 0.3433 | 0.2837 | 0.0141 | 0.069* | |
H21C | 0.3909 | 0.1769 | 0.0348 | 0.069* | |
C22 | 0.53887 (11) | 0.63281 (15) | 0.11673 (6) | 0.0273 (4) | |
H22A | 0.5838 | 0.5790 | 0.1195 | 0.033* | |
C23 | 0.55262 (14) | 0.69317 (18) | 0.16187 (7) | 0.0389 (5) | |
H23A | 0.5572 | 0.6414 | 0.1867 | 0.058* | |
H23B | 0.5064 | 0.7414 | 0.1611 | 0.058* | |
H23C | 0.6031 | 0.7353 | 0.1668 | 0.058* | |
C24 | 0.54288 (14) | 0.71036 (16) | 0.07811 (8) | 0.0367 (4) | |
H24A | 0.5335 | 0.6705 | 0.0495 | 0.055* | |
H24B | 0.5969 | 0.7443 | 0.0845 | 0.055* | |
H24C | 0.5008 | 0.7658 | 0.0757 | 0.055* | |
C25 | 0.60128 (17) | 0.5111 (2) | 0.29211 (8) | 0.0484 (6) | |
H25A | 0.6394 | 0.5606 | 0.2829 | 0.073* | |
H25B | 0.6251 | 0.4855 | 0.3230 | 0.073* | |
H25C | 0.5498 | 0.5485 | 0.2912 | 0.073* | |
C26 | 0.71452 (16) | 0.2524 (3) | 0.27804 (15) | 0.0772 (11) | |
H26A | 0.7558 | 0.2051 | 0.2968 | 0.116* | |
H26B | 0.7204 | 0.3250 | 0.2909 | 0.116* | |
H26C | 0.7220 | 0.2546 | 0.2471 | 0.116* | |
H30 | 0.749 (2) | 0.502 (3) | 0.1938 (12) | 0.071 (11)* | |
O7 | 0.79287 (13) | 0.5056 (2) | 0.19924 (10) | 0.0781 (8) | |
C27 | 0.83015 (17) | 0.4058 (3) | 0.19658 (12) | 0.0699 (9) | |
H27A | 0.8788 | 0.4160 | 0.1849 | 0.105* | |
H27B | 0.7916 | 0.3583 | 0.1761 | 0.105* | |
H27C | 0.8461 | 0.3734 | 0.2269 | 0.105* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Lu1 | 0.01740 (5) | 0.02530 (6) | 0.01526 (5) | 0.000 | 0.00620 (3) | 0.000 |
Cl1 | 0.0283 (3) | 0.0263 (3) | 0.0599 (5) | 0.000 | −0.0003 (3) | 0.000 |
P1 | 0.01604 (17) | 0.01654 (18) | 0.01452 (16) | 0.00219 (13) | 0.00488 (13) | 0.00021 (13) |
O1 | 0.0200 (5) | 0.0227 (6) | 0.0172 (5) | −0.0005 (4) | 0.0069 (4) | 0.0003 (4) |
O2 | 0.0226 (5) | 0.0216 (6) | 0.0201 (5) | −0.0024 (4) | 0.0054 (4) | −0.0027 (4) |
O3 | 0.0170 (5) | 0.0195 (6) | 0.0170 (5) | 0.0048 (4) | 0.0048 (4) | 0.0001 (4) |
O4 | 0.0174 (5) | 0.0207 (5) | 0.0162 (5) | 0.0066 (4) | 0.0054 (4) | 0.0024 (4) |
O5 | 0.0422 (8) | 0.0361 (8) | 0.0253 (6) | −0.0133 (6) | 0.0181 (6) | −0.0115 (6) |
O6 | 0.0183 (6) | 0.0433 (10) | 0.0590 (11) | −0.0006 (6) | 0.0022 (6) | 0.0116 (8) |
C1 | 0.0174 (7) | 0.0199 (7) | 0.0184 (7) | 0.0055 (6) | 0.0056 (5) | −0.0016 (6) |
C2 | 0.0216 (7) | 0.0218 (8) | 0.0283 (8) | 0.0030 (6) | 0.0097 (6) | −0.0017 (6) |
C3 | 0.0274 (8) | 0.0274 (9) | 0.0365 (10) | −0.0007 (7) | 0.0092 (7) | −0.0093 (7) |
C4 | 0.0281 (9) | 0.0386 (11) | 0.0259 (8) | 0.0035 (8) | 0.0042 (7) | −0.0117 (8) |
C5 | 0.0289 (8) | 0.0348 (10) | 0.0183 (7) | 0.0093 (7) | 0.0078 (6) | 0.0005 (7) |
C6 | 0.0193 (7) | 0.0230 (8) | 0.0204 (7) | 0.0077 (6) | 0.0070 (6) | 0.0023 (6) |
C7 | 0.0425 (10) | 0.0214 (9) | 0.0351 (10) | −0.0009 (7) | 0.0207 (8) | 0.0000 (7) |
C8 | 0.0534 (15) | 0.074 (2) | 0.0559 (16) | 0.0112 (14) | 0.0179 (12) | 0.0342 (14) |
C9 | 0.0532 (14) | 0.0409 (13) | 0.0693 (17) | −0.0126 (11) | 0.0305 (13) | 0.0046 (12) |
C10 | 0.0279 (8) | 0.0220 (8) | 0.0270 (8) | 0.0058 (6) | 0.0148 (7) | 0.0038 (6) |
C11 | 0.0355 (11) | 0.0324 (11) | 0.0765 (17) | 0.0007 (9) | 0.0319 (11) | −0.0011 (11) |
C12 | 0.0535 (13) | 0.0317 (11) | 0.0328 (10) | 0.0142 (9) | 0.0181 (9) | 0.0119 (8) |
C13 | 0.0180 (7) | 0.0227 (8) | 0.0162 (6) | 0.0062 (6) | 0.0054 (5) | 0.0015 (6) |
C14 | 0.0207 (7) | 0.0281 (9) | 0.0188 (7) | 0.0022 (6) | 0.0039 (6) | 0.0011 (6) |
C15 | 0.0190 (8) | 0.0416 (11) | 0.0297 (9) | 0.0044 (7) | 0.0047 (6) | 0.0035 (8) |
C16 | 0.0242 (8) | 0.0417 (11) | 0.0328 (9) | 0.0156 (8) | 0.0069 (7) | 0.0052 (8) |
C17 | 0.0300 (9) | 0.0271 (9) | 0.0279 (8) | 0.0132 (7) | 0.0071 (7) | 0.0039 (7) |
C18 | 0.0226 (7) | 0.0223 (8) | 0.0194 (7) | 0.0062 (6) | 0.0050 (6) | 0.0028 (6) |
C19 | 0.0265 (8) | 0.0277 (10) | 0.0271 (8) | −0.0029 (7) | 0.0012 (7) | −0.0009 (7) |
C20 | 0.0454 (14) | 0.0444 (14) | 0.0750 (19) | −0.0178 (11) | 0.0211 (13) | −0.0049 (13) |
C21 | 0.0628 (16) | 0.0391 (12) | 0.0347 (11) | 0.0053 (11) | 0.0105 (11) | −0.0088 (9) |
C22 | 0.0259 (8) | 0.0199 (8) | 0.0347 (9) | 0.0018 (6) | 0.0048 (7) | 0.0041 (7) |
C23 | 0.0438 (11) | 0.0295 (10) | 0.0376 (11) | −0.0027 (9) | −0.0009 (9) | −0.0006 (8) |
C24 | 0.0407 (11) | 0.0265 (10) | 0.0447 (12) | −0.0002 (8) | 0.0139 (9) | 0.0083 (8) |
C25 | 0.0684 (16) | 0.0495 (14) | 0.0319 (11) | −0.0237 (12) | 0.0208 (11) | −0.0170 (10) |
C26 | 0.0217 (11) | 0.085 (2) | 0.121 (3) | −0.0053 (12) | 0.0088 (15) | 0.033 (2) |
O7 | 0.0346 (10) | 0.0710 (15) | 0.127 (2) | −0.0237 (10) | 0.0163 (12) | −0.0267 (14) |
C27 | 0.0434 (14) | 0.077 (2) | 0.093 (2) | −0.0219 (14) | 0.0234 (15) | −0.0326 (18) |
Lu1—O1i | 2.2005 (11) | C12—H12A | 0.9800 |
Lu1—O1 | 2.2006 (11) | C12—H12B | 0.9800 |
Lu1—O5i | 2.3314 (14) | C12—H12C | 0.9800 |
Lu1—O5 | 2.3314 (14) | C13—C18 | 1.392 (2) |
Lu1—O6 | 2.3499 (15) | C13—C14 | 1.400 (2) |
Lu1—O6i | 2.3499 (15) | C14—C15 | 1.392 (2) |
Lu1—Cl1 | 2.5824 (8) | C14—C19 | 1.515 (3) |
P1—O2 | 1.4903 (12) | C15—C16 | 1.384 (3) |
P1—O1 | 1.5069 (12) | C15—H15A | 0.9500 |
P1—O3 | 1.5836 (11) | C16—C17 | 1.374 (3) |
P1—O4 | 1.5862 (11) | C16—H16A | 0.9500 |
O3—C1 | 1.4093 (19) | C17—C18 | 1.399 (2) |
O4—C13 | 1.4074 (18) | C17—H17A | 0.9500 |
O5—C25 | 1.412 (2) | C18—C22 | 1.521 (2) |
O5—H28 | 0.82 (3) | C19—C21 | 1.526 (3) |
O6—C26 | 1.425 (3) | C19—C20 | 1.531 (3) |
O6—H29 | 0.79 (3) | C19—H19A | 1.0000 |
C1—C2 | 1.393 (2) | C20—H20A | 0.9800 |
C1—C6 | 1.400 (2) | C20—H20B | 0.9800 |
C2—C3 | 1.398 (2) | C20—H20C | 0.9800 |
C2—C7 | 1.515 (3) | C21—H21A | 0.9800 |
C3—C4 | 1.380 (3) | C21—H21B | 0.9800 |
C3—H3A | 0.9500 | C21—H21C | 0.9800 |
C4—C5 | 1.383 (3) | C22—C23 | 1.531 (3) |
C4—H4A | 0.9500 | C22—C24 | 1.534 (3) |
C5—C6 | 1.397 (2) | C22—H22A | 1.0000 |
C5—H5A | 0.9500 | C23—H23A | 0.9800 |
C6—C10 | 1.519 (3) | C23—H23B | 0.9800 |
C7—C8 | 1.518 (3) | C23—H23C | 0.9800 |
C7—C9 | 1.524 (3) | C24—H24A | 0.9800 |
C7—H7A | 1.0000 | C24—H24B | 0.9800 |
C8—H8A | 0.9800 | C24—H24C | 0.9800 |
C8—H8B | 0.9800 | C25—H25A | 0.9800 |
C8—H8C | 0.9800 | C25—H25B | 0.9800 |
C9—H9A | 0.9800 | C25—H25C | 0.9800 |
C9—H9B | 0.9800 | C26—H26A | 0.9800 |
C9—H9C | 0.9800 | C26—H26B | 0.9800 |
C10—C12 | 1.526 (3) | C26—H26C | 0.9800 |
C10—C11 | 1.534 (3) | O7—C27 | 1.403 (4) |
C10—H10A | 1.0000 | O7—H30 | 0.71 (3) |
C11—H11A | 0.9800 | C27—H27A | 0.9800 |
C11—H11B | 0.9800 | C27—H27B | 0.9800 |
C11—H11C | 0.9800 | C27—H27C | 0.9800 |
O1i—Lu1—O1 | 161.62 (6) | H11A—C11—H11C | 109.5 |
O1i—Lu1—O5i | 77.51 (5) | H11B—C11—H11C | 109.5 |
O1—Lu1—O5i | 87.81 (4) | C10—C12—H12A | 109.5 |
O1i—Lu1—O5 | 87.81 (4) | C10—C12—H12B | 109.5 |
O1—Lu1—O5 | 77.51 (5) | H12A—C12—H12B | 109.5 |
O5i—Lu1—O5 | 74.29 (8) | C10—C12—H12C | 109.5 |
O1i—Lu1—O6 | 95.03 (6) | H12A—C12—H12C | 109.5 |
O1—Lu1—O6 | 90.88 (6) | H12B—C12—H12C | 109.5 |
O5i—Lu1—O6 | 145.62 (6) | C18—C13—C14 | 124.03 (15) |
O5—Lu1—O6 | 71.90 (6) | C18—C13—O4 | 118.54 (14) |
O1i—Lu1—O6i | 90.88 (6) | C14—C13—O4 | 117.30 (14) |
O1—Lu1—O6i | 95.03 (6) | C15—C14—C13 | 116.33 (17) |
O5i—Lu1—O6i | 71.90 (6) | C15—C14—C19 | 122.49 (16) |
O5—Lu1—O6i | 145.63 (6) | C13—C14—C19 | 121.13 (15) |
O6—Lu1—O6i | 142.32 (9) | C16—C15—C14 | 121.51 (17) |
O1i—Lu1—Cl1 | 99.19 (3) | C16—C15—H15A | 119.2 |
O1—Lu1—Cl1 | 99.19 (3) | C14—C15—H15A | 119.2 |
O5i—Lu1—Cl1 | 142.85 (4) | C17—C16—C15 | 120.20 (16) |
O5—Lu1—Cl1 | 142.85 (4) | C17—C16—H16A | 119.9 |
O6—Lu1—Cl1 | 71.16 (4) | C15—C16—H16A | 119.9 |
O6i—Lu1—Cl1 | 71.16 (4) | C16—C17—C18 | 121.34 (18) |
O2—P1—O1 | 113.88 (7) | C16—C17—H17A | 119.3 |
O2—P1—O3 | 107.38 (7) | C18—C17—H17A | 119.3 |
O1—P1—O3 | 111.94 (7) | C13—C18—C17 | 116.54 (16) |
O2—P1—O4 | 113.31 (7) | C13—C18—C22 | 123.61 (14) |
O1—P1—O4 | 109.93 (6) | C17—C18—C22 | 119.84 (16) |
O3—P1—O4 | 99.49 (6) | C14—C19—C21 | 110.07 (17) |
P1—O1—Lu1 | 142.91 (7) | C14—C19—C20 | 113.40 (18) |
C1—O3—P1 | 125.48 (10) | C21—C19—C20 | 111.0 (2) |
C13—O4—P1 | 124.87 (9) | C14—C19—H19A | 107.4 |
C25—O5—Lu1 | 136.90 (13) | C21—C19—H19A | 107.4 |
C25—O5—H28 | 108.5 (18) | C20—C19—H19A | 107.4 |
Lu1—O5—H28 | 112.5 (18) | C19—C20—H20A | 109.5 |
C26—O6—Lu1 | 136.16 (17) | C19—C20—H20B | 109.5 |
C26—O6—H29 | 107 (2) | H20A—C20—H20B | 109.5 |
Lu1—O6—H29 | 115 (2) | C19—C20—H20C | 109.5 |
C2—C1—C6 | 123.84 (15) | H20A—C20—H20C | 109.5 |
C2—C1—O3 | 118.01 (14) | H20B—C20—H20C | 109.5 |
C6—C1—O3 | 118.00 (14) | C19—C21—H21A | 109.5 |
C1—C2—C3 | 116.82 (16) | C19—C21—H21B | 109.5 |
C1—C2—C7 | 121.79 (15) | H21A—C21—H21B | 109.5 |
C3—C2—C7 | 121.35 (17) | C19—C21—H21C | 109.5 |
C4—C3—C2 | 121.19 (18) | H21A—C21—H21C | 109.5 |
C4—C3—H3A | 119.4 | H21B—C21—H21C | 109.5 |
C2—C3—H3A | 119.4 | C18—C22—C23 | 111.34 (16) |
C3—C4—C5 | 120.33 (17) | C18—C22—C24 | 110.75 (15) |
C3—C4—H4A | 119.8 | C23—C22—C24 | 110.60 (17) |
C5—C4—H4A | 119.8 | C18—C22—H22A | 108.0 |
C4—C5—C6 | 121.22 (17) | C23—C22—H22A | 108.0 |
C4—C5—H5A | 119.4 | C24—C22—H22A | 108.0 |
C6—C5—H5A | 119.4 | C22—C23—H23A | 109.5 |
C5—C6—C1 | 116.59 (16) | C22—C23—H23B | 109.5 |
C5—C6—C10 | 120.00 (15) | H23A—C23—H23B | 109.5 |
C1—C6—C10 | 123.41 (15) | C22—C23—H23C | 109.5 |
C2—C7—C8 | 110.18 (17) | H23A—C23—H23C | 109.5 |
C2—C7—C9 | 112.69 (18) | H23B—C23—H23C | 109.5 |
C8—C7—C9 | 110.8 (2) | C22—C24—H24A | 109.5 |
C2—C7—H7A | 107.7 | C22—C24—H24B | 109.5 |
C8—C7—H7A | 107.7 | H24A—C24—H24B | 109.5 |
C9—C7—H7A | 107.7 | C22—C24—H24C | 109.5 |
C7—C8—H8A | 109.5 | H24A—C24—H24C | 109.5 |
C7—C8—H8B | 109.5 | H24B—C24—H24C | 109.5 |
H8A—C8—H8B | 109.5 | O5—C25—H25A | 109.5 |
C7—C8—H8C | 109.5 | O5—C25—H25B | 109.5 |
H8A—C8—H8C | 109.5 | H25A—C25—H25B | 109.5 |
H8B—C8—H8C | 109.5 | O5—C25—H25C | 109.5 |
C7—C9—H9A | 109.5 | H25A—C25—H25C | 109.5 |
C7—C9—H9B | 109.5 | H25B—C25—H25C | 109.5 |
H9A—C9—H9B | 109.5 | O6—C26—H26A | 109.5 |
C7—C9—H9C | 109.5 | O6—C26—H26B | 109.5 |
H9A—C9—H9C | 109.5 | H26A—C26—H26B | 109.5 |
H9B—C9—H9C | 109.5 | O6—C26—H26C | 109.5 |
C6—C10—C12 | 111.65 (16) | H26A—C26—H26C | 109.5 |
C6—C10—C11 | 110.49 (15) | H26B—C26—H26C | 109.5 |
C12—C10—C11 | 109.68 (17) | C27—O7—H30 | 112 (3) |
C6—C10—H10A | 108.3 | O7—C27—H27A | 109.5 |
C12—C10—H10A | 108.3 | O7—C27—H27B | 109.5 |
C11—C10—H10A | 108.3 | H27A—C27—H27B | 109.5 |
C10—C11—H11A | 109.5 | O7—C27—H27C | 109.5 |
C10—C11—H11B | 109.5 | H27A—C27—H27C | 109.5 |
H11A—C11—H11B | 109.5 | H27B—C27—H27C | 109.5 |
C10—C11—H11C | 109.5 | ||
O2—P1—O1—Lu1 | −16.05 (15) | C5—C6—C10—C12 | 57.2 (2) |
O3—P1—O1—Lu1 | 106.00 (12) | C1—C6—C10—C12 | −123.72 (17) |
O4—P1—O1—Lu1 | −144.42 (11) | C5—C6—C10—C11 | −65.2 (2) |
O2—P1—O3—C1 | −144.58 (12) | C1—C6—C10—C11 | 113.93 (19) |
O1—P1—O3—C1 | 89.72 (13) | P1—O4—C13—C18 | 87.82 (16) |
O4—P1—O3—C1 | −26.38 (13) | P1—O4—C13—C14 | −96.11 (16) |
O2—P1—O4—C13 | −77.73 (14) | C18—C13—C14—C15 | −2.2 (2) |
O1—P1—O4—C13 | 50.96 (14) | O4—C13—C14—C15 | −178.05 (14) |
O3—P1—O4—C13 | 168.58 (12) | C18—C13—C14—C19 | 175.42 (15) |
P1—O3—C1—C2 | −97.08 (16) | O4—C13—C14—C19 | −0.4 (2) |
P1—O3—C1—C6 | 87.07 (16) | C13—C14—C15—C16 | −0.2 (3) |
C6—C1—C2—C3 | 0.0 (2) | C19—C14—C15—C16 | −177.84 (17) |
O3—C1—C2—C3 | −175.62 (14) | C14—C15—C16—C17 | 1.7 (3) |
C6—C1—C2—C7 | 177.78 (16) | C15—C16—C17—C18 | −0.7 (3) |
O3—C1—C2—C7 | 2.2 (2) | C14—C13—C18—C17 | 3.1 (2) |
C1—C2—C3—C4 | −0.5 (3) | O4—C13—C18—C17 | 178.87 (14) |
C7—C2—C3—C4 | −178.29 (17) | C14—C13—C18—C22 | −175.83 (16) |
C2—C3—C4—C5 | 0.1 (3) | O4—C13—C18—C22 | −0.1 (2) |
C3—C4—C5—C6 | 0.8 (3) | C16—C17—C18—C13 | −1.5 (3) |
C4—C5—C6—C1 | −1.2 (3) | C16—C17—C18—C22 | 177.42 (17) |
C4—C5—C6—C10 | 177.92 (16) | C15—C14—C19—C21 | 96.5 (2) |
C2—C1—C6—C5 | 0.9 (2) | C13—C14—C19—C21 | −81.0 (2) |
O3—C1—C6—C5 | 176.45 (14) | C15—C14—C19—C20 | −28.5 (3) |
C2—C1—C6—C10 | −178.26 (15) | C13—C14—C19—C20 | 154.03 (19) |
O3—C1—C6—C10 | −2.7 (2) | C13—C18—C22—C23 | −116.08 (18) |
C1—C2—C7—C8 | −98.0 (2) | C17—C18—C22—C23 | 65.0 (2) |
C3—C2—C7—C8 | 79.8 (2) | C13—C18—C22—C24 | 120.41 (18) |
C1—C2—C7—C9 | 137.75 (19) | C17—C18—C22—C24 | −58.5 (2) |
C3—C2—C7—C9 | −44.5 (2) |
Symmetry code: (i) −x+1, y, −z+1/2. |
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H28···O2 | 0.82 (3) | 1.81 (3) | 2.6082 (18) | 167 (3) |
O7—H30···O2 | 0.71 (3) | 2.14 (4) | 2.826 (2) | 163 (4) |
O6—H29···O7ii | 0.79 (3) | 2.13 (3) | 2.861 (3) | 153 (3) |
O6—H29···Cl1 | 0.79 (3) | 2.53 (3) | 2.8761 (17) | 108 (3) |
Symmetry code: (ii) −x+3/2, y−1/2, −z+1/2. |
[Y(C24H34O4P)Cl(CH4O)4]·2CH4O | F(000) = 2456 |
Mr = 1151.57 | Dx = 1.242 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 16.9203 (5) Å | Cell parameters from 8624 reflections |
b = 12.3877 (4) Å | θ = 2.3–32.1° |
c = 30.3676 (10) Å | µ = 1.10 mm−1 |
β = 104.708 (1)° | T = 100 K |
V = 6156.6 (3) Å3 | Prism, colourless |
Z = 4 | 0.25 × 0.21 × 0.20 mm |
Bruker APEXII CCD area detector diffractometer | 11155 independent reflections |
Radiation source: fine-focus sealed tube | 8714 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.042 |
ω scans | θmax = 32.6°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1997) | h = −25→25 |
Tmin = 0.692, Tmax = 0.889 | k = −18→16 |
36276 measured reflections | l = −46→45 |
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)] = 0.039 | Hydrogen site location: mixed |
wR(F2) = 0.095 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0472P)2 + 2.7232P] where P = (Fo2 + 2Fc2)/3 |
11155 reflections | (Δ/σ)max = 0.001 |
349 parameters | Δρmax = 0.57 e Å−3 |
0 restraints | Δρmin = −0.37 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 | ||
Y1 | 0.5000 | 0.26657 (2) | 0.2500 | 0.01333 (5) | |
Cl1 | 0.5000 | 0.05508 (5) | 0.2500 | 0.02981 (13) | |
P1 | 0.57755 (2) | 0.35767 (3) | 0.15767 (2) | 0.01065 (7) | |
O1 | 0.52252 (6) | 0.29814 (8) | 0.18154 (3) | 0.01332 (18) | |
O2 | 0.62830 (6) | 0.44344 (8) | 0.18592 (3) | 0.01494 (19) | |
O3 | 0.63810 (6) | 0.27813 (8) | 0.14144 (3) | 0.01214 (18) | |
O4 | 0.52584 (6) | 0.39971 (8) | 0.10950 (3) | 0.01245 (18) | |
O5 | 0.58771 (7) | 0.41957 (10) | 0.26299 (4) | 0.0237 (2) | |
O6 | 0.63698 (7) | 0.20442 (12) | 0.27763 (5) | 0.0301 (3) | |
H28 | 0.6050 (14) | 0.435 (2) | 0.2416 (9) | 0.050 (7)* | |
H29 | 0.6397 (16) | 0.141 (2) | 0.2803 (9) | 0.052 (8)* | |
C1 | 0.62062 (8) | 0.22403 (12) | 0.09920 (4) | 0.0128 (2) | |
C2 | 0.59191 (8) | 0.11795 (12) | 0.09750 (5) | 0.0156 (3) | |
C3 | 0.58070 (9) | 0.06367 (13) | 0.05590 (5) | 0.0192 (3) | |
H3A | 0.5621 | −0.0090 | 0.0535 | 0.023* | |
C4 | 0.59628 (9) | 0.11397 (14) | 0.01815 (5) | 0.0202 (3) | |
H4A | 0.5879 | 0.0760 | −0.0098 | 0.024* | |
C5 | 0.62403 (9) | 0.21961 (13) | 0.02129 (5) | 0.0176 (3) | |
H5A | 0.6339 | 0.2535 | −0.0049 | 0.021* | |
C6 | 0.63790 (8) | 0.27757 (12) | 0.06209 (4) | 0.0135 (2) | |
C7 | 0.57672 (10) | 0.06253 (13) | 0.13906 (5) | 0.0207 (3) | |
H7A | 0.5737 | 0.1197 | 0.1618 | 0.025* | |
C8 | 0.64827 (12) | −0.01193 (17) | 0.16068 (7) | 0.0361 (4) | |
H8A | 0.6990 | 0.0301 | 0.1687 | 0.054* | |
H8B | 0.6529 | −0.0686 | 0.1390 | 0.054* | |
H8C | 0.6387 | −0.0450 | 0.1882 | 0.054* | |
C9 | 0.49583 (11) | 0.00049 (15) | 0.12823 (7) | 0.0326 (4) | |
H9A | 0.4509 | 0.0497 | 0.1146 | 0.049* | |
H9B | 0.4869 | −0.0299 | 0.1564 | 0.049* | |
H9C | 0.4979 | −0.0580 | 0.1068 | 0.049* | |
C10 | 0.67141 (8) | 0.39198 (12) | 0.06482 (5) | 0.0159 (3) | |
H10A | 0.6740 | 0.4213 | 0.0958 | 0.019* | |
C11 | 0.75802 (10) | 0.39201 (15) | 0.05785 (7) | 0.0292 (4) | |
H11A | 0.7939 | 0.3481 | 0.0816 | 0.044* | |
H11B | 0.7787 | 0.4662 | 0.0597 | 0.044* | |
H11C | 0.7568 | 0.3618 | 0.0279 | 0.044* | |
C12 | 0.61588 (11) | 0.46586 (14) | 0.02939 (5) | 0.0241 (3) | |
H12A | 0.5605 | 0.4652 | 0.0339 | 0.036* | |
H12B | 0.6143 | 0.4398 | −0.0013 | 0.036* | |
H12C | 0.6374 | 0.5397 | 0.0330 | 0.036* | |
C13 | 0.45330 (8) | 0.46036 (12) | 0.10258 (4) | 0.0128 (2) | |
C14 | 0.37897 (8) | 0.40381 (12) | 0.08994 (4) | 0.0145 (3) | |
C15 | 0.30775 (9) | 0.46539 (13) | 0.08159 (5) | 0.0190 (3) | |
H15A | 0.2562 | 0.4303 | 0.0728 | 0.023* | |
C16 | 0.31065 (9) | 0.57709 (14) | 0.08588 (5) | 0.0206 (3) | |
H16A | 0.2614 | 0.6174 | 0.0807 | 0.025* | |
C17 | 0.38518 (9) | 0.62952 (13) | 0.09774 (5) | 0.0182 (3) | |
H17A | 0.3864 | 0.7059 | 0.1004 | 0.022* | |
C18 | 0.45899 (8) | 0.57257 (12) | 0.10587 (4) | 0.0142 (2) | |
C19 | 0.37752 (9) | 0.28185 (12) | 0.08412 (5) | 0.0181 (3) | |
H19A | 0.4249 | 0.2517 | 0.1076 | 0.022* | |
C20 | 0.29968 (11) | 0.22990 (16) | 0.09148 (7) | 0.0346 (4) | |
H20A | 0.2909 | 0.2545 | 0.1205 | 0.052* | |
H20B | 0.3055 | 0.1512 | 0.0920 | 0.052* | |
H20C | 0.2529 | 0.2507 | 0.0666 | 0.052* | |
C21 | 0.38949 (12) | 0.25205 (14) | 0.03727 (6) | 0.0294 (4) | |
H21A | 0.4410 | 0.2828 | 0.0339 | 0.044* | |
H21B | 0.3440 | 0.2809 | 0.0134 | 0.044* | |
H21C | 0.3911 | 0.1733 | 0.0345 | 0.044* | |
C22 | 0.53968 (9) | 0.63343 (12) | 0.11692 (5) | 0.0179 (3) | |
H22A | 0.5847 | 0.5795 | 0.1200 | 0.022* | |
C23 | 0.55315 (10) | 0.69441 (14) | 0.16214 (6) | 0.0248 (3) | |
H23A | 0.5572 | 0.6426 | 0.1870 | 0.037* | |
H23B | 0.5070 | 0.7432 | 0.1609 | 0.037* | |
H23C | 0.6038 | 0.7364 | 0.1674 | 0.037* | |
C24 | 0.54354 (10) | 0.71121 (13) | 0.07811 (6) | 0.0229 (3) | |
H24A | 0.5328 | 0.6713 | 0.0493 | 0.034* | |
H24B | 0.5980 | 0.7440 | 0.0843 | 0.034* | |
H24C | 0.5023 | 0.7679 | 0.0759 | 0.034* | |
C25 | 0.59930 (12) | 0.51119 (15) | 0.29229 (6) | 0.0290 (4) | |
H25A | 0.6392 | 0.5600 | 0.2845 | 0.043* | |
H25B | 0.6194 | 0.4876 | 0.3240 | 0.043* | |
H25C | 0.5472 | 0.5491 | 0.2886 | 0.043* | |
C26 | 0.71665 (12) | 0.2457 (2) | 0.27909 (11) | 0.0575 (7) | |
H26A | 0.7581 | 0.1960 | 0.2964 | 0.086* | |
H26B | 0.7234 | 0.3166 | 0.2938 | 0.086* | |
H26C | 0.7230 | 0.2525 | 0.2480 | 0.086* | |
H30 | 0.7472 (17) | 0.494 (2) | 0.1956 (10) | 0.060 (8)* | |
O7 | 0.79371 (9) | 0.49959 (14) | 0.19830 (7) | 0.0537 (5) | |
C27 | 0.83070 (12) | 0.3975 (2) | 0.19620 (8) | 0.0456 (5) | |
H27A | 0.8827 | 0.4075 | 0.1881 | 0.068* | |
H27B | 0.7943 | 0.3526 | 0.1732 | 0.068* | |
H27C | 0.8407 | 0.3620 | 0.2259 | 0.068* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Y1 | 0.01262 (8) | 0.01651 (10) | 0.01154 (8) | 0.000 | 0.00433 (6) | 0.000 |
Cl1 | 0.0216 (2) | 0.0176 (3) | 0.0438 (3) | 0.000 | −0.0034 (2) | 0.000 |
P1 | 0.01099 (14) | 0.01092 (16) | 0.01046 (14) | 0.00132 (12) | 0.00350 (11) | 0.00023 (11) |
O1 | 0.0134 (4) | 0.0156 (5) | 0.0117 (4) | −0.0010 (4) | 0.0047 (3) | 0.0006 (4) |
O2 | 0.0152 (4) | 0.0147 (5) | 0.0151 (4) | −0.0017 (4) | 0.0042 (4) | −0.0021 (4) |
O3 | 0.0121 (4) | 0.0130 (5) | 0.0114 (4) | 0.0029 (4) | 0.0031 (3) | −0.0007 (3) |
O4 | 0.0120 (4) | 0.0135 (5) | 0.0123 (4) | 0.0046 (4) | 0.0040 (3) | 0.0017 (3) |
O5 | 0.0322 (6) | 0.0241 (6) | 0.0189 (5) | −0.0106 (5) | 0.0141 (5) | −0.0089 (4) |
O6 | 0.0137 (5) | 0.0299 (7) | 0.0439 (8) | −0.0008 (5) | 0.0023 (5) | 0.0083 (6) |
C1 | 0.0118 (5) | 0.0140 (6) | 0.0130 (5) | 0.0037 (5) | 0.0038 (4) | −0.0012 (5) |
C2 | 0.0145 (6) | 0.0137 (7) | 0.0202 (6) | 0.0012 (5) | 0.0073 (5) | −0.0013 (5) |
C3 | 0.0181 (6) | 0.0167 (7) | 0.0233 (7) | −0.0020 (6) | 0.0063 (5) | −0.0064 (6) |
C4 | 0.0171 (6) | 0.0255 (8) | 0.0175 (6) | 0.0034 (6) | 0.0034 (5) | −0.0072 (6) |
C5 | 0.0180 (6) | 0.0218 (8) | 0.0131 (6) | 0.0058 (6) | 0.0044 (5) | 0.0010 (5) |
C6 | 0.0121 (5) | 0.0151 (7) | 0.0138 (5) | 0.0044 (5) | 0.0044 (4) | 0.0011 (5) |
C7 | 0.0298 (8) | 0.0130 (7) | 0.0235 (7) | −0.0013 (6) | 0.0145 (6) | −0.0001 (5) |
C8 | 0.0337 (10) | 0.0400 (11) | 0.0343 (9) | 0.0037 (8) | 0.0080 (8) | 0.0166 (8) |
C9 | 0.0323 (9) | 0.0241 (9) | 0.0473 (11) | −0.0048 (7) | 0.0209 (8) | 0.0048 (8) |
C10 | 0.0172 (6) | 0.0153 (7) | 0.0176 (6) | 0.0038 (5) | 0.0088 (5) | 0.0028 (5) |
C11 | 0.0237 (8) | 0.0197 (8) | 0.0504 (11) | 0.0014 (7) | 0.0208 (7) | 0.0003 (8) |
C12 | 0.0335 (8) | 0.0200 (8) | 0.0218 (7) | 0.0092 (7) | 0.0124 (6) | 0.0080 (6) |
C13 | 0.0119 (5) | 0.0158 (7) | 0.0112 (5) | 0.0040 (5) | 0.0037 (4) | 0.0011 (5) |
C14 | 0.0136 (6) | 0.0169 (7) | 0.0129 (5) | 0.0004 (5) | 0.0029 (4) | 0.0005 (5) |
C15 | 0.0122 (6) | 0.0258 (8) | 0.0180 (6) | 0.0018 (6) | 0.0018 (5) | 0.0003 (6) |
C16 | 0.0152 (6) | 0.0259 (8) | 0.0204 (7) | 0.0089 (6) | 0.0039 (5) | 0.0030 (6) |
C17 | 0.0200 (7) | 0.0157 (7) | 0.0189 (6) | 0.0066 (5) | 0.0046 (5) | 0.0022 (5) |
C18 | 0.0143 (6) | 0.0145 (7) | 0.0135 (6) | 0.0033 (5) | 0.0032 (5) | 0.0019 (5) |
C19 | 0.0173 (6) | 0.0174 (7) | 0.0173 (6) | −0.0024 (5) | 0.0004 (5) | −0.0013 (5) |
C20 | 0.0297 (9) | 0.0280 (9) | 0.0475 (11) | −0.0111 (8) | 0.0124 (8) | −0.0037 (8) |
C21 | 0.0411 (10) | 0.0241 (9) | 0.0222 (7) | 0.0037 (7) | 0.0065 (7) | −0.0045 (6) |
C22 | 0.0174 (6) | 0.0130 (7) | 0.0224 (7) | 0.0011 (5) | 0.0032 (5) | 0.0022 (5) |
C23 | 0.0285 (8) | 0.0177 (7) | 0.0243 (7) | −0.0022 (6) | −0.0003 (6) | −0.0005 (6) |
C24 | 0.0253 (7) | 0.0170 (8) | 0.0278 (8) | 0.0001 (6) | 0.0091 (6) | 0.0048 (6) |
C25 | 0.0412 (10) | 0.0274 (9) | 0.0206 (7) | −0.0102 (8) | 0.0122 (7) | −0.0109 (6) |
C26 | 0.0153 (8) | 0.0597 (16) | 0.093 (2) | −0.0042 (9) | 0.0059 (10) | 0.0226 (14) |
O7 | 0.0234 (7) | 0.0484 (10) | 0.0892 (14) | −0.0156 (7) | 0.0139 (8) | −0.0216 (9) |
C27 | 0.0306 (10) | 0.0488 (14) | 0.0597 (14) | −0.0129 (10) | 0.0157 (9) | −0.0198 (11) |
Y1—O1i | 2.2411 (9) | C12—H12A | 0.9800 |
Y1—O1 | 2.2411 (9) | C12—H12B | 0.9800 |
Y1—O5 | 2.3776 (12) | C12—H12C | 0.9800 |
Y1—O5i | 2.3776 (12) | C13—C18 | 1.395 (2) |
Y1—O6 | 2.3835 (12) | C13—C14 | 1.4052 (19) |
Y1—O6i | 2.3835 (12) | C14—C15 | 1.394 (2) |
Y1—Cl1 | 2.6199 (6) | C14—C19 | 1.520 (2) |
P1—O2 | 1.4927 (10) | C15—C16 | 1.390 (2) |
P1—O1 | 1.5095 (10) | C15—H15A | 0.9500 |
P1—O3 | 1.5873 (10) | C16—C17 | 1.382 (2) |
P1—O4 | 1.5895 (10) | C16—H16A | 0.9500 |
O3—C1 | 1.4104 (16) | C17—C18 | 1.4006 (19) |
O4—C13 | 1.4087 (16) | C17—H17A | 0.9500 |
O5—C25 | 1.4247 (19) | C18—C22 | 1.521 (2) |
O5—H28 | 0.80 (3) | C19—C20 | 1.532 (2) |
O6—C26 | 1.432 (2) | C19—C21 | 1.532 (2) |
O6—H29 | 0.79 (3) | C19—H19A | 1.0000 |
C1—C2 | 1.397 (2) | C20—H20A | 0.9800 |
C1—C6 | 1.4011 (19) | C20—H20B | 0.9800 |
C2—C3 | 1.401 (2) | C20—H20C | 0.9800 |
C2—C7 | 1.515 (2) | C21—H21A | 0.9800 |
C3—C4 | 1.388 (2) | C21—H21B | 0.9800 |
C3—H3A | 0.9500 | C21—H21C | 0.9800 |
C4—C5 | 1.385 (2) | C22—C23 | 1.533 (2) |
C4—H4A | 0.9500 | C22—C24 | 1.537 (2) |
C5—C6 | 1.3993 (19) | C22—H22A | 1.0000 |
C5—H5A | 0.9500 | C23—H23A | 0.9800 |
C6—C10 | 1.521 (2) | C23—H23B | 0.9800 |
C7—C9 | 1.531 (2) | C23—H23C | 0.9800 |
C7—C8 | 1.531 (2) | C24—H24A | 0.9800 |
C7—H7A | 1.0000 | C24—H24B | 0.9800 |
C8—H8A | 0.9800 | C24—H24C | 0.9800 |
C8—H8B | 0.9800 | C25—H25A | 0.9800 |
C8—H8C | 0.9800 | C25—H25B | 0.9800 |
C9—H9A | 0.9800 | C25—H25C | 0.9800 |
C9—H9B | 0.9800 | C26—H26A | 0.9800 |
C9—H9C | 0.9800 | C26—H26B | 0.9800 |
C10—C11 | 1.533 (2) | C26—H26C | 0.9800 |
C10—C12 | 1.538 (2) | O7—C27 | 1.420 (3) |
C10—H10A | 1.0000 | O7—H30 | 0.77 (3) |
C11—H11A | 0.9800 | C27—H27A | 0.9800 |
C11—H11B | 0.9800 | C27—H27B | 0.9800 |
C11—H11C | 0.9800 | C27—H27C | 0.9800 |
O1i—Y1—O1 | 159.90 (5) | H11A—C11—H11C | 109.5 |
O1i—Y1—O5 | 87.30 (4) | H11B—C11—H11C | 109.5 |
O1—Y1—O5 | 76.64 (4) | C10—C12—H12A | 109.5 |
O1i—Y1—O5i | 76.64 (4) | C10—C12—H12B | 109.5 |
O1—Y1—O5i | 87.30 (4) | H12A—C12—H12B | 109.5 |
O5—Y1—O5i | 74.29 (6) | C10—C12—H12C | 109.5 |
O1i—Y1—O6 | 96.26 (4) | H12A—C12—H12C | 109.5 |
O1—Y1—O6 | 90.21 (4) | H12B—C12—H12C | 109.5 |
O5—Y1—O6 | 71.87 (5) | C18—C13—C14 | 123.85 (12) |
O5i—Y1—O6 | 145.71 (5) | C18—C13—O4 | 118.62 (12) |
O1i—Y1—O6i | 90.21 (4) | C14—C13—O4 | 117.41 (12) |
O1—Y1—O6i | 96.26 (4) | C15—C14—C13 | 116.69 (14) |
O5—Y1—O6i | 145.71 (5) | C15—C14—C19 | 122.34 (13) |
O5i—Y1—O6i | 71.87 (5) | C13—C14—C19 | 120.93 (12) |
O6—Y1—O6i | 142.30 (7) | C16—C15—C14 | 121.31 (14) |
O1i—Y1—Cl1 | 100.05 (3) | C16—C15—H15A | 119.3 |
O1—Y1—Cl1 | 100.05 (3) | C14—C15—H15A | 119.3 |
O5—Y1—Cl1 | 142.86 (3) | C17—C16—C15 | 120.02 (13) |
O5i—Y1—Cl1 | 142.86 (3) | C17—C16—H16A | 120.0 |
O6—Y1—Cl1 | 71.15 (4) | C15—C16—H16A | 120.0 |
O6i—Y1—Cl1 | 71.15 (4) | C16—C17—C18 | 121.53 (14) |
O2—P1—O1 | 114.01 (6) | C16—C17—H17A | 119.2 |
O2—P1—O3 | 107.32 (5) | C18—C17—H17A | 119.2 |
O1—P1—O3 | 111.79 (6) | C13—C18—C17 | 116.54 (13) |
O2—P1—O4 | 113.42 (6) | C13—C18—C22 | 123.47 (12) |
O1—P1—O4 | 109.84 (5) | C17—C18—C22 | 119.98 (13) |
O3—P1—O4 | 99.53 (5) | C14—C19—C20 | 112.92 (13) |
P1—O1—Y1 | 143.28 (6) | C14—C19—C21 | 110.20 (13) |
C1—O3—P1 | 125.06 (8) | C20—C19—C21 | 110.81 (14) |
C13—O4—P1 | 124.56 (8) | C14—C19—H19A | 107.6 |
C25—O5—Y1 | 136.04 (10) | C20—C19—H19A | 107.6 |
C25—O5—H28 | 107.6 (18) | C21—C19—H19A | 107.6 |
Y1—O5—H28 | 113.1 (18) | C19—C20—H20A | 109.5 |
C26—O6—Y1 | 136.00 (13) | C19—C20—H20B | 109.5 |
C26—O6—H29 | 108.8 (19) | H20A—C20—H20B | 109.5 |
Y1—O6—H29 | 112.6 (19) | C19—C20—H20C | 109.5 |
C2—C1—C6 | 123.85 (13) | H20A—C20—H20C | 109.5 |
C2—C1—O3 | 118.10 (12) | H20B—C20—H20C | 109.5 |
C6—C1—O3 | 117.93 (12) | C19—C21—H21A | 109.5 |
C1—C2—C3 | 116.80 (13) | C19—C21—H21B | 109.5 |
C1—C2—C7 | 121.76 (13) | H21A—C21—H21B | 109.5 |
C3—C2—C7 | 121.40 (14) | C19—C21—H21C | 109.5 |
C4—C3—C2 | 121.26 (14) | H21A—C21—H21C | 109.5 |
C4—C3—H3A | 119.4 | H21B—C21—H21C | 109.5 |
C2—C3—H3A | 119.4 | C18—C22—C23 | 111.28 (13) |
C5—C4—C3 | 119.97 (13) | C18—C22—C24 | 110.62 (12) |
C5—C4—H4A | 120.0 | C23—C22—C24 | 110.64 (13) |
C3—C4—H4A | 120.0 | C18—C22—H22A | 108.1 |
C4—C5—C6 | 121.54 (13) | C23—C22—H22A | 108.1 |
C4—C5—H5A | 119.2 | C24—C22—H22A | 108.1 |
C6—C5—H5A | 119.2 | C22—C23—H23A | 109.5 |
C5—C6—C1 | 116.56 (13) | C22—C23—H23B | 109.5 |
C5—C6—C10 | 120.18 (12) | H23A—C23—H23B | 109.5 |
C1—C6—C10 | 123.25 (12) | C22—C23—H23C | 109.5 |
C2—C7—C9 | 112.34 (14) | H23A—C23—H23C | 109.5 |
C2—C7—C8 | 110.34 (13) | H23B—C23—H23C | 109.5 |
C9—C7—C8 | 110.87 (14) | C22—C24—H24A | 109.5 |
C2—C7—H7A | 107.7 | C22—C24—H24B | 109.5 |
C9—C7—H7A | 107.7 | H24A—C24—H24B | 109.5 |
C8—C7—H7A | 107.7 | C22—C24—H24C | 109.5 |
C7—C8—H8A | 109.5 | H24A—C24—H24C | 109.5 |
C7—C8—H8B | 109.5 | H24B—C24—H24C | 109.5 |
H8A—C8—H8B | 109.5 | O5—C25—H25A | 109.5 |
C7—C8—H8C | 109.5 | O5—C25—H25B | 109.5 |
H8A—C8—H8C | 109.5 | H25A—C25—H25B | 109.5 |
H8B—C8—H8C | 109.5 | O5—C25—H25C | 109.5 |
C7—C9—H9A | 109.5 | H25A—C25—H25C | 109.5 |
C7—C9—H9B | 109.5 | H25B—C25—H25C | 109.5 |
H9A—C9—H9B | 109.5 | O6—C26—H26A | 109.5 |
C7—C9—H9C | 109.5 | O6—C26—H26B | 109.5 |
H9A—C9—H9C | 109.5 | H26A—C26—H26B | 109.5 |
H9B—C9—H9C | 109.5 | O6—C26—H26C | 109.5 |
C6—C10—C11 | 110.42 (12) | H26A—C26—H26C | 109.5 |
C6—C10—C12 | 111.31 (12) | H26B—C26—H26C | 109.5 |
C11—C10—C12 | 109.81 (13) | C27—O7—H30 | 111 (2) |
C6—C10—H10A | 108.4 | O7—C27—H27A | 109.5 |
C11—C10—H10A | 108.4 | O7—C27—H27B | 109.5 |
C12—C10—H10A | 108.4 | H27A—C27—H27B | 109.5 |
C10—C11—H11A | 109.5 | O7—C27—H27C | 109.5 |
C10—C11—H11B | 109.5 | H27A—C27—H27C | 109.5 |
H11A—C11—H11B | 109.5 | H27B—C27—H27C | 109.5 |
C10—C11—H11C | 109.5 | ||
O2—P1—O1—Y1 | −15.49 (12) | C5—C6—C10—C11 | −64.69 (17) |
O3—P1—O1—Y1 | 106.46 (10) | C1—C6—C10—C11 | 114.25 (15) |
O4—P1—O1—Y1 | −144.04 (9) | C5—C6—C10—C12 | 57.55 (16) |
O2—P1—O3—C1 | −145.88 (10) | C1—C6—C10—C12 | −123.51 (14) |
O1—P1—O3—C1 | 88.41 (11) | P1—O4—C13—C18 | 88.17 (14) |
O4—P1—O3—C1 | −27.55 (11) | P1—O4—C13—C14 | −95.67 (13) |
O2—P1—O4—C13 | −77.23 (11) | C18—C13—C14—C15 | −1.8 (2) |
O1—P1—O4—C13 | 51.65 (12) | O4—C13—C14—C15 | −177.71 (11) |
O3—P1—O4—C13 | 169.09 (10) | C18—C13—C14—C19 | 176.04 (13) |
P1—O3—C1—C2 | −96.27 (13) | O4—C13—C14—C19 | 0.09 (18) |
P1—O3—C1—C6 | 87.60 (14) | C13—C14—C15—C16 | −0.4 (2) |
C6—C1—C2—C3 | 0.3 (2) | C19—C14—C15—C16 | −178.13 (13) |
O3—C1—C2—C3 | −175.53 (12) | C14—C15—C16—C17 | 1.3 (2) |
C6—C1—C2—C7 | 178.01 (13) | C15—C16—C17—C18 | −0.3 (2) |
O3—C1—C2—C7 | 2.13 (19) | C14—C13—C18—C17 | 2.8 (2) |
C1—C2—C3—C4 | −1.0 (2) | O4—C13—C18—C17 | 178.65 (11) |
C7—C2—C3—C4 | −178.65 (13) | C14—C13—C18—C22 | −176.36 (13) |
C2—C3—C4—C5 | 0.5 (2) | O4—C13—C18—C22 | −0.47 (19) |
C3—C4—C5—C6 | 0.7 (2) | C16—C17—C18—C13 | −1.7 (2) |
C4—C5—C6—C1 | −1.3 (2) | C16—C17—C18—C22 | 177.48 (13) |
C4—C5—C6—C10 | 177.70 (13) | C15—C14—C19—C20 | −28.0 (2) |
C2—C1—C6—C5 | 0.8 (2) | C13—C14—C19—C20 | 154.34 (14) |
O3—C1—C6—C5 | 176.65 (11) | C15—C14—C19—C21 | 96.53 (17) |
C2—C1—C6—C10 | −178.21 (12) | C13—C14—C19—C21 | −81.15 (16) |
O3—C1—C6—C10 | −2.32 (18) | C13—C18—C22—C23 | −116.50 (15) |
C1—C2—C7—C9 | 135.76 (15) | C17—C18—C22—C23 | 64.41 (17) |
C3—C2—C7—C9 | −46.68 (19) | C13—C18—C22—C24 | 120.08 (15) |
C1—C2—C7—C8 | −99.98 (17) | C17—C18—C22—C24 | −59.01 (18) |
C3—C2—C7—C8 | 77.58 (19) |
Symmetry code: (i) −x+1, y, −z+1/2. |
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H28···O2 | 0.80 (3) | 1.83 (3) | 2.6179 (15) | 166 (3) |
O7—H30···O2 | 0.77 (3) | 2.06 (3) | 2.8150 (18) | 168 (3) |
O6—H29···O7ii | 0.79 (3) | 2.09 (3) | 2.813 (2) | 151 (3) |
O6—H29···Cl1 | 0.79 (3) | 2.54 (3) | 2.9173 (14) | 111 (2) |
Symmetry code: (ii) −x+3/2, y−1/2, −z+1/2. |
[Nd(C24H34O4P)(NO3)(CH4O)4]·2CH4O | F(000) = 2596 |
Mr = 1233.46 | Dx = 1.308 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 16.7581 (11) Å | Cell parameters from 9976 reflections |
b = 12.5821 (9) Å | θ = 2.3–35.0° |
c = 30.732 (2) Å | µ = 0.94 mm−1 |
β = 104.876 (1)° | T = 100 K |
V = 6262.6 (7) Å3 | Block, pale violet |
Z = 4 | 0.26 × 0.25 × 0.22 mm |
Bruker APEXII CCD area detector diffractometer | 13974 independent reflections |
Radiation source: fine-focus sealed tube | 11131 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.035 |
ω scans | θmax = 36.2°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1997) | h = −27→27 |
Tmin = 0.382, Tmax = 0.438 | k = −19→20 |
36432 measured reflections | l = −45→49 |
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) = 0.101 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.08 | w = 1/[σ2(Fo2) + (0.0356P)2 + 12.2862P] where P = (Fo2 + 2Fc2)/3 |
13974 reflections | (Δ/σ)max = 0.001 |
416 parameters | Δρmax = 1.22 e Å−3 |
15 restraints | Δρmin = −0.86 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 | Occ. (<1) | |
Nd1 | 0.5000 | 0.25296 (2) | 0.2500 | 0.01606 (4) | |
P1 | 0.57732 (3) | 0.35306 (4) | 0.15583 (2) | 0.01383 (8) | |
O1 | 0.52166 (8) | 0.29444 (11) | 0.17930 (5) | 0.0170 (2) | |
O2 | 0.63127 (9) | 0.43464 (11) | 0.18456 (5) | 0.0197 (3) | |
O3 | 0.63628 (8) | 0.27391 (10) | 0.13832 (4) | 0.0147 (2) | |
O4 | 0.52511 (8) | 0.39877 (10) | 0.10896 (5) | 0.0162 (2) | |
O5 | 0.59215 (12) | 0.41062 (14) | 0.26257 (6) | 0.0329 (4) | |
H28 | 0.602 (3) | 0.428 (3) | 0.2384 (9) | 0.074 (13)* | |
C1 | 0.61876 (11) | 0.22621 (13) | 0.09521 (6) | 0.0142 (3) | |
C2 | 0.58787 (12) | 0.12267 (15) | 0.09075 (7) | 0.0178 (3) | |
C3 | 0.57805 (13) | 0.07391 (16) | 0.04878 (7) | 0.0216 (4) | |
H3A | 0.5576 | 0.0033 | 0.0444 | 0.026* | |
C4 | 0.59778 (13) | 0.12718 (18) | 0.01344 (7) | 0.0234 (4) | |
H4A | 0.5907 | 0.0928 | −0.0148 | 0.028* | |
C5 | 0.62766 (13) | 0.23015 (16) | 0.01910 (7) | 0.0208 (4) | |
H5A | 0.6404 | 0.2658 | −0.0055 | 0.025* | |
C6 | 0.63959 (11) | 0.28308 (15) | 0.06048 (6) | 0.0167 (3) | |
C7 | 0.56822 (14) | 0.06410 (16) | 0.12970 (7) | 0.0231 (4) | |
H7A | 0.5566 | 0.1187 | 0.1509 | 0.028* | |
C8 | 0.6421 (2) | −0.0004 (3) | 0.15528 (11) | 0.0479 (8) | |
H8A | 0.6899 | 0.0466 | 0.1655 | 0.072* | |
H8B | 0.6548 | −0.0553 | 0.1355 | 0.072* | |
H8C | 0.6292 | −0.0341 | 0.1814 | 0.072* | |
C9 | 0.49150 (19) | −0.0060 (2) | 0.11505 (9) | 0.0381 (6) | |
H9A | 0.4444 | 0.0374 | 0.0993 | 0.057* | |
H9B | 0.4795 | −0.0387 | 0.1416 | 0.057* | |
H9C | 0.5014 | −0.0618 | 0.0948 | 0.057* | |
C10 | 0.67452 (11) | 0.39474 (15) | 0.06599 (7) | 0.0208 (4) | |
H10A | 0.6759 | 0.4208 | 0.0969 | 0.025* | |
C11 | 0.76258 (18) | 0.3967 (2) | 0.05983 (16) | 0.0387 (9) | 0.836 (5) |
H11A | 0.7998 | 0.3589 | 0.0849 | 0.058* | 0.836 (5) |
H11B | 0.7810 | 0.4706 | 0.0593 | 0.058* | 0.836 (5) |
H11C | 0.7632 | 0.3620 | 0.0314 | 0.058* | 0.836 (5) |
C12 | 0.6195 (2) | 0.4699 (2) | 0.03107 (9) | 0.0303 (6) | 0.836 (5) |
H12A | 0.5628 | 0.4675 | 0.0342 | 0.046* | 0.836 (5) |
H12B | 0.6202 | 0.4472 | 0.0007 | 0.046* | 0.836 (5) |
H12C | 0.6407 | 0.5427 | 0.0362 | 0.046* | 0.836 (5) |
C11' | 0.7687 (3) | 0.3829 (13) | 0.0849 (7) | 0.0387 (9) | 0.164 (5) |
H11D | 0.7911 | 0.3406 | 0.0640 | 0.058* | 0.164 (5) |
H11E | 0.7803 | 0.3472 | 0.1142 | 0.058* | 0.164 (5) |
H11F | 0.7944 | 0.4533 | 0.0885 | 0.058* | 0.164 (5) |
C12' | 0.6605 (12) | 0.4708 (10) | 0.0256 (3) | 0.0303 (6) | 0.164 (5) |
H12D | 0.6999 | 0.4544 | 0.0078 | 0.046* | 0.164 (5) |
H12E | 0.6686 | 0.5443 | 0.0364 | 0.046* | 0.164 (5) |
H12F | 0.6041 | 0.4623 | 0.0067 | 0.046* | 0.164 (5) |
C13 | 0.45187 (11) | 0.45800 (14) | 0.10294 (6) | 0.0160 (3) | |
C14 | 0.37706 (12) | 0.40300 (17) | 0.08981 (6) | 0.0200 (3) | |
C15 | 0.30503 (13) | 0.4637 (2) | 0.08172 (8) | 0.0289 (5) | |
H15A | 0.2529 | 0.4293 | 0.0726 | 0.035* | |
C16 | 0.30828 (14) | 0.5733 (2) | 0.08671 (8) | 0.0313 (5) | |
H16A | 0.2586 | 0.6131 | 0.0814 | 0.038* | |
C17 | 0.38343 (14) | 0.62478 (19) | 0.09938 (8) | 0.0287 (5) | |
H17A | 0.3847 | 0.6998 | 0.1029 | 0.034* | |
C18 | 0.45771 (13) | 0.56851 (16) | 0.10715 (7) | 0.0216 (4) | |
C19 | 0.37475 (14) | 0.28304 (18) | 0.08306 (7) | 0.0251 (4) | |
H19A | 0.4250 | 0.2526 | 0.1043 | 0.030* | |
C20 | 0.2990 (2) | 0.2313 (3) | 0.09379 (12) | 0.0481 (8) | |
H20A | 0.2950 | 0.2543 | 0.1236 | 0.072* | |
H20B | 0.3046 | 0.1538 | 0.0935 | 0.072* | |
H20C | 0.2490 | 0.2527 | 0.0711 | 0.072* | |
C21 | 0.37944 (19) | 0.2568 (2) | 0.03513 (8) | 0.0373 (5) | |
H21A | 0.4308 | 0.2854 | 0.0302 | 0.056* | |
H21B | 0.3322 | 0.2888 | 0.0135 | 0.056* | |
H21C | 0.3783 | 0.1795 | 0.0310 | 0.056* | |
C22 | 0.53956 (15) | 0.62760 (17) | 0.11842 (9) | 0.0324 (5) | |
H22A | 0.5848 | 0.5740 | 0.1217 | 0.039* | |
C23 | 0.5534 (2) | 0.6881 (2) | 0.16291 (11) | 0.0527 (9) | |
H23A | 0.5558 | 0.6376 | 0.1875 | 0.079* | |
H23B | 0.5078 | 0.7380 | 0.1612 | 0.079* | |
H23C | 0.6056 | 0.7274 | 0.1686 | 0.079* | |
C24 | 0.54436 (18) | 0.7036 (2) | 0.08013 (11) | 0.0423 (7) | |
H24A | 0.5358 | 0.6636 | 0.0519 | 0.063* | |
H24B | 0.5988 | 0.7375 | 0.0871 | 0.063* | |
H24C | 0.5015 | 0.7582 | 0.0769 | 0.063* | |
C25 | 0.6042 (3) | 0.5005 (3) | 0.29174 (12) | 0.0338 (8) | 0.691 (6) |
H25A | 0.5578 | 0.5498 | 0.2818 | 0.051* | 0.691 (6) |
H25B | 0.6556 | 0.5365 | 0.2909 | 0.051* | 0.691 (6) |
H25C | 0.6076 | 0.4771 | 0.3226 | 0.051* | 0.691 (6) |
C25' | 0.6418 (6) | 0.4524 (8) | 0.2989 (3) | 0.0338 (8) | 0.309 (6) |
H25D | 0.6259 | 0.4271 | 0.3257 | 0.051* | 0.309 (6) |
H25E | 0.6374 | 0.5301 | 0.2973 | 0.051* | 0.309 (6) |
H25F | 0.6988 | 0.4312 | 0.3007 | 0.051* | 0.309 (6) |
O6 | 0.64455 (11) | 0.1878 (2) | 0.27305 (7) | 0.0455 (5) | |
H29 | 0.6537 | 0.1397 | 0.2927 | 0.055* | 0.782 (4) |
H29' | 0.6719 | 0.2229 | 0.2586 | 0.055* | 0.218 (4) |
C26 | 0.7182 (3) | 0.2188 (5) | 0.2643 (2) | 0.0678 (14) | 0.782 (4) |
H26A | 0.7614 | 0.1672 | 0.2777 | 0.102* | 0.782 (4) |
H26B | 0.7339 | 0.2891 | 0.2775 | 0.102* | 0.782 (4) |
H26C | 0.7114 | 0.2219 | 0.2317 | 0.102* | 0.782 (4) |
O7 | 0.7922 (2) | 0.4962 (3) | 0.19125 (15) | 0.0755 (13) | 0.782 (4) |
H30 | 0.7428 (12) | 0.497 (4) | 0.1868 (16) | 0.054 (14)* | 0.782 (4) |
C27 | 0.8310 (4) | 0.3959 (5) | 0.1910 (3) | 0.118 (3) | 0.782 (4) |
H27A | 0.8867 | 0.4063 | 0.1872 | 0.176* | 0.782 (4) |
H27B | 0.7986 | 0.3528 | 0.1661 | 0.176* | 0.782 (4) |
H27C | 0.8343 | 0.3594 | 0.2196 | 0.176* | 0.782 (4) |
C26' | 0.6832 (9) | 0.0978 (16) | 0.2870 (7) | 0.0678 (14) | 0.218 (4) |
H26D | 0.7393 | 0.1132 | 0.3049 | 0.102* | 0.218 (4) |
H26E | 0.6856 | 0.0544 | 0.2609 | 0.102* | 0.218 (4) |
H26F | 0.6532 | 0.0591 | 0.3055 | 0.102* | 0.218 (4) |
O7' | 0.7675 (6) | 0.3106 (8) | 0.2458 (4) | 0.048 (3) | 0.218 (4) |
H30' | 0.7558 | 0.3669 | 0.2309 | 0.02 (3)* | 0.218 (4) |
C27' | 0.8137 (7) | 0.2439 (13) | 0.2250 (6) | 0.057 (5) | 0.218 (4) |
H27D | 0.8687 | 0.2744 | 0.2283 | 0.086* | 0.218 (4) |
H27E | 0.7857 | 0.2372 | 0.1929 | 0.086* | 0.218 (4) |
H27F | 0.8189 | 0.1736 | 0.2391 | 0.086* | 0.218 (4) |
O8 | 0.5010 (6) | 0.0664 (10) | 0.2175 (5) | 0.0281 (14) | 0.5 |
O9 | 0.5199 (6) | 0.0791 (9) | 0.2894 (4) | 0.039 (2) | 0.5 |
O10 | 0.5273 (4) | −0.0759 (3) | 0.2582 (3) | 0.070 (2) | 0.5 |
N1 | 0.5157 (6) | 0.0204 (3) | 0.2554 (6) | 0.045 (3) | 0.5 |
U11 | U22 | U33 | U12 | U13 | U23 | |
Nd1 | 0.01770 (6) | 0.01742 (6) | 0.01507 (6) | 0.000 | 0.00786 (4) | 0.000 |
P1 | 0.01610 (19) | 0.01216 (18) | 0.01518 (19) | 0.00108 (14) | 0.00756 (15) | 0.00018 (15) |
O1 | 0.0196 (6) | 0.0169 (6) | 0.0170 (6) | −0.0007 (5) | 0.0095 (5) | 0.0005 (5) |
O2 | 0.0232 (6) | 0.0168 (6) | 0.0216 (7) | −0.0031 (5) | 0.0102 (5) | −0.0038 (5) |
O3 | 0.0166 (5) | 0.0138 (5) | 0.0152 (6) | 0.0035 (4) | 0.0066 (4) | 0.0003 (4) |
O4 | 0.0163 (6) | 0.0163 (6) | 0.0181 (6) | 0.0048 (4) | 0.0083 (5) | 0.0033 (5) |
O5 | 0.0464 (10) | 0.0327 (8) | 0.0274 (8) | −0.0183 (8) | 0.0238 (8) | −0.0141 (7) |
C1 | 0.0146 (7) | 0.0139 (7) | 0.0156 (7) | 0.0024 (5) | 0.0064 (6) | −0.0007 (5) |
C2 | 0.0198 (8) | 0.0161 (7) | 0.0206 (8) | 0.0017 (6) | 0.0108 (7) | −0.0012 (6) |
C3 | 0.0224 (9) | 0.0207 (8) | 0.0240 (9) | −0.0029 (7) | 0.0100 (7) | −0.0059 (7) |
C4 | 0.0230 (9) | 0.0285 (10) | 0.0195 (9) | 0.0007 (7) | 0.0069 (7) | −0.0055 (7) |
C5 | 0.0224 (8) | 0.0243 (9) | 0.0172 (8) | 0.0026 (6) | 0.0080 (6) | 0.0004 (6) |
C6 | 0.0165 (7) | 0.0180 (7) | 0.0174 (8) | 0.0044 (6) | 0.0076 (6) | 0.0026 (6) |
C7 | 0.0328 (10) | 0.0150 (8) | 0.0264 (10) | −0.0030 (7) | 0.0168 (8) | −0.0016 (7) |
C8 | 0.0488 (16) | 0.0577 (18) | 0.0424 (16) | 0.0181 (14) | 0.0212 (13) | 0.0276 (14) |
C9 | 0.0534 (16) | 0.0302 (12) | 0.0370 (13) | −0.0190 (11) | 0.0229 (12) | −0.0058 (10) |
C10 | 0.0252 (9) | 0.0158 (7) | 0.0260 (9) | 0.0012 (6) | 0.0153 (7) | 0.0018 (7) |
C11 | 0.0331 (14) | 0.0247 (12) | 0.070 (3) | −0.0047 (10) | 0.0344 (17) | −0.0048 (15) |
C12 | 0.0454 (17) | 0.0227 (11) | 0.0270 (13) | 0.0059 (11) | 0.0167 (12) | 0.0083 (9) |
C11' | 0.0331 (14) | 0.0247 (12) | 0.070 (3) | −0.0047 (10) | 0.0344 (17) | −0.0048 (15) |
C12' | 0.0454 (17) | 0.0227 (11) | 0.0270 (13) | 0.0059 (11) | 0.0167 (12) | 0.0083 (9) |
C13 | 0.0148 (7) | 0.0180 (7) | 0.0162 (8) | 0.0034 (6) | 0.0059 (6) | −0.0008 (6) |
C14 | 0.0173 (8) | 0.0281 (9) | 0.0150 (8) | −0.0015 (7) | 0.0049 (6) | 0.0009 (7) |
C15 | 0.0147 (8) | 0.0482 (14) | 0.0238 (10) | 0.0033 (8) | 0.0050 (7) | 0.0046 (9) |
C16 | 0.0222 (10) | 0.0448 (13) | 0.0278 (11) | 0.0172 (9) | 0.0079 (8) | 0.0041 (9) |
C17 | 0.0303 (11) | 0.0287 (10) | 0.0255 (10) | 0.0165 (8) | 0.0044 (8) | −0.0023 (8) |
C18 | 0.0216 (8) | 0.0185 (8) | 0.0228 (9) | 0.0060 (7) | 0.0025 (7) | −0.0007 (7) |
C19 | 0.0299 (10) | 0.0243 (9) | 0.0195 (9) | −0.0083 (8) | 0.0037 (8) | −0.0011 (7) |
C20 | 0.0491 (16) | 0.0486 (17) | 0.0499 (17) | −0.0273 (13) | 0.0187 (14) | −0.0031 (13) |
C21 | 0.0540 (15) | 0.0315 (12) | 0.0258 (10) | −0.0045 (12) | 0.0090 (10) | −0.0057 (10) |
C22 | 0.0297 (11) | 0.0149 (8) | 0.0449 (14) | 0.0015 (7) | −0.0045 (10) | 0.0039 (8) |
C23 | 0.067 (2) | 0.0263 (12) | 0.0465 (17) | −0.0025 (13) | −0.0194 (15) | −0.0032 (11) |
C24 | 0.0398 (14) | 0.0209 (11) | 0.0605 (18) | −0.0033 (9) | 0.0029 (13) | 0.0096 (11) |
C25 | 0.048 (2) | 0.0344 (19) | 0.0215 (14) | −0.0174 (14) | 0.0141 (15) | −0.0112 (13) |
C25' | 0.048 (2) | 0.0344 (19) | 0.0215 (14) | −0.0174 (14) | 0.0141 (15) | −0.0112 (13) |
O6 | 0.0247 (8) | 0.0697 (15) | 0.0411 (11) | 0.0160 (9) | 0.0064 (8) | −0.0012 (10) |
C26 | 0.0299 (18) | 0.076 (3) | 0.097 (4) | 0.0099 (19) | 0.016 (2) | 0.003 (3) |
O7 | 0.0376 (16) | 0.079 (3) | 0.114 (3) | −0.0388 (17) | 0.0278 (19) | −0.044 (2) |
C27 | 0.084 (5) | 0.158 (8) | 0.131 (6) | −0.075 (5) | 0.064 (5) | −0.072 (6) |
C26' | 0.0299 (18) | 0.076 (3) | 0.097 (4) | 0.0099 (19) | 0.016 (2) | 0.003 (3) |
O7' | 0.064 (7) | 0.043 (5) | 0.052 (6) | −0.010 (5) | 0.041 (5) | −0.014 (5) |
C27' | 0.027 (5) | 0.087 (12) | 0.059 (9) | −0.008 (7) | 0.011 (6) | −0.041 (9) |
O8 | 0.034 (3) | 0.023 (3) | 0.031 (4) | 0.0028 (19) | 0.015 (2) | −0.004 (2) |
O9 | 0.073 (7) | 0.023 (3) | 0.032 (4) | 0.015 (4) | 0.033 (5) | 0.008 (3) |
O10 | 0.117 (6) | 0.0206 (16) | 0.083 (5) | 0.019 (2) | 0.044 (4) | 0.011 (2) |
N1 | 0.072 (8) | 0.0217 (15) | 0.053 (7) | 0.013 (2) | 0.035 (6) | 0.011 (3) |
Nd1—O1i | 2.3516 (13) | C14—C15 | 1.395 (3) |
Nd1—O1 | 2.3516 (13) | C14—C19 | 1.523 (3) |
Nd1—O9 | 2.481 (13) | C15—C16 | 1.388 (4) |
Nd1—O6i | 2.4821 (18) | C15—H15A | 0.9500 |
Nd1—O6 | 2.4821 (18) | C16—C17 | 1.380 (4) |
Nd1—O5 | 2.4825 (16) | C16—H16A | 0.9500 |
Nd1—O5i | 2.4825 (16) | C17—C18 | 1.398 (3) |
Nd1—O8 | 2.553 (14) | C17—H17A | 0.9500 |
Nd1—N1 | 2.939 (4) | C18—C22 | 1.520 (3) |
P1—O2 | 1.4970 (15) | C19—C21 | 1.531 (3) |
P1—O1 | 1.5099 (14) | C19—C20 | 1.536 (4) |
P1—O4 | 1.5887 (14) | C19—H19A | 1.0000 |
P1—O3 | 1.5907 (13) | C20—H20A | 0.9800 |
O3—C1 | 1.415 (2) | C20—H20B | 0.9800 |
O4—C13 | 1.407 (2) | C20—H20C | 0.9800 |
O5—C25' | 1.318 (8) | C21—H21A | 0.9800 |
O5—C25 | 1.425 (4) | C21—H21B | 0.9800 |
O5—H28 | 0.831 (18) | C21—H21C | 0.9800 |
C1—C2 | 1.395 (3) | C22—C23 | 1.530 (4) |
C1—C6 | 1.402 (3) | C22—C24 | 1.534 (4) |
C2—C3 | 1.399 (3) | C22—H22A | 1.0000 |
C2—C7 | 1.512 (3) | C23—H23A | 0.9800 |
C3—C4 | 1.386 (3) | C23—H23B | 0.9800 |
C3—H3A | 0.9500 | C23—H23C | 0.9800 |
C4—C5 | 1.384 (3) | C24—H24A | 0.9800 |
C4—H4A | 0.9500 | C24—H24B | 0.9800 |
C5—C6 | 1.404 (3) | C24—H24C | 0.9800 |
C5—H5A | 0.9500 | C25—H25A | 0.9800 |
C6—C10 | 1.515 (3) | C25—H25B | 0.9800 |
C7—C8 | 1.520 (4) | C25—H25C | 0.9800 |
C7—C9 | 1.529 (3) | C25'—H25D | 0.9800 |
C7—H7A | 1.0000 | C25'—H25E | 0.9800 |
C8—H8A | 0.9800 | C25'—H25F | 0.9800 |
C8—H8B | 0.9800 | O6—C26' | 1.319 (19) |
C8—H8C | 0.9800 | O6—C26 | 1.385 (5) |
C9—H9A | 0.9800 | O6—H29 | 0.8400 |
C9—H9B | 0.9800 | O6—H29' | 0.8400 |
C9—H9C | 0.9800 | C26—H26A | 0.9800 |
C10—C11 | 1.536 (2) | C26—H26B | 0.9800 |
C10—C12' | 1.538 (3) | C26—H26C | 0.9800 |
C10—C11' | 1.542 (3) | O7—C27 | 1.420 (5) |
C10—C12 | 1.545 (3) | O7—H30 | 0.803 (19) |
C10—H10A | 1.0000 | C27—H27A | 0.9800 |
C11—H11A | 0.9800 | C27—H27B | 0.9800 |
C11—H11B | 0.9800 | C27—H27C | 0.9800 |
C11—H11C | 0.9800 | C26'—H26D | 0.9800 |
C12—H12A | 0.9800 | C26'—H26E | 0.9800 |
C12—H12B | 0.9800 | C26'—H26F | 0.9800 |
C12—H12C | 0.9800 | O7'—C27' | 1.403 (5) |
C11'—H11D | 0.9800 | O7'—H30' | 0.8400 |
C11'—H11E | 0.9800 | C27'—H27D | 0.9800 |
C11'—H11F | 0.9800 | C27'—H27E | 0.9800 |
C12'—H12D | 0.9800 | C27'—H27F | 0.9800 |
C12'—H12E | 0.9800 | O8—N1 | 1.265 (19) |
C12'—H12F | 0.9800 | O9—N1 | 1.267 (19) |
C13—C18 | 1.398 (3) | O10—N1 | 1.227 (6) |
C13—C14 | 1.398 (3) | ||
O1i—Nd1—O1 | 154.36 (7) | C10—C12'—H12D | 109.5 |
O1i—Nd1—O9 | 77.2 (3) | C10—C12'—H12E | 109.5 |
O1—Nd1—O9 | 127.8 (3) | H12D—C12'—H12E | 109.5 |
O1i—Nd1—O6i | 88.07 (6) | C10—C12'—H12F | 109.5 |
O1—Nd1—O6i | 100.39 (6) | H12D—C12'—H12F | 109.5 |
O9—Nd1—O6i | 81.2 (2) | H12E—C12'—H12F | 109.5 |
O1i—Nd1—O6 | 100.39 (6) | C18—C13—C14 | 123.75 (17) |
O1—Nd1—O6 | 88.07 (6) | C18—C13—O4 | 118.49 (16) |
O9—Nd1—O6 | 64.6 (2) | C14—C13—O4 | 117.59 (16) |
O6i—Nd1—O6 | 141.41 (12) | C15—C14—C13 | 116.8 (2) |
O1i—Nd1—O5 | 85.20 (5) | C15—C14—C19 | 121.8 (2) |
O1—Nd1—O5 | 74.28 (5) | C13—C14—C19 | 121.31 (18) |
O9—Nd1—O5 | 128.9 (2) | C16—C15—C14 | 121.1 (2) |
O6i—Nd1—O5 | 146.20 (8) | C16—C15—H15A | 119.4 |
O6—Nd1—O5 | 72.37 (8) | C14—C15—H15A | 119.4 |
O1i—Nd1—O5i | 74.28 (5) | C17—C16—C15 | 120.3 (2) |
O1—Nd1—O5i | 85.20 (5) | C17—C16—H16A | 119.8 |
O9—Nd1—O5i | 141.3 (3) | C15—C16—H16A | 119.8 |
O6i—Nd1—O5i | 72.37 (8) | C16—C17—C18 | 121.2 (2) |
O6—Nd1—O5i | 146.20 (8) | C16—C17—H17A | 119.4 |
O5—Nd1—O5i | 73.92 (10) | C18—C17—H17A | 119.4 |
O1i—Nd1—O8 | 125.7 (3) | C13—C18—C17 | 116.7 (2) |
O1—Nd1—O8 | 79.9 (3) | C13—C18—C22 | 123.05 (17) |
O9—Nd1—O8 | 50.67 (13) | C17—C18—C22 | 120.20 (19) |
O6i—Nd1—O8 | 71.8 (3) | C14—C19—C21 | 109.81 (19) |
O6—Nd1—O8 | 72.8 (2) | C14—C19—C20 | 112.6 (2) |
O5—Nd1—O8 | 136.8 (3) | C21—C19—C20 | 111.4 (2) |
O5i—Nd1—O8 | 137.8 (2) | C14—C19—H19A | 107.6 |
O1i—Nd1—N1 | 101.7 (4) | C21—C19—H19A | 107.6 |
O1—Nd1—N1 | 103.9 (4) | C20—C19—H19A | 107.6 |
O9—Nd1—N1 | 25.3 (4) | C19—C20—H20A | 109.5 |
O6i—Nd1—N1 | 75.8 (2) | C19—C20—H20B | 109.5 |
O6—Nd1—N1 | 65.7 (2) | H20A—C20—H20B | 109.5 |
O5—Nd1—N1 | 138.0 (2) | C19—C20—H20C | 109.5 |
O5i—Nd1—N1 | 148.0 (2) | H20A—C20—H20C | 109.5 |
O8—Nd1—N1 | 25.4 (4) | H20B—C20—H20C | 109.5 |
O2—P1—O1 | 114.00 (8) | C19—C21—H21A | 109.5 |
O2—P1—O4 | 113.28 (8) | C19—C21—H21B | 109.5 |
O1—P1—O4 | 110.24 (8) | H21A—C21—H21B | 109.5 |
O2—P1—O3 | 107.17 (8) | C19—C21—H21C | 109.5 |
O1—P1—O3 | 111.68 (7) | H21A—C21—H21C | 109.5 |
O4—P1—O3 | 99.52 (7) | H21B—C21—H21C | 109.5 |
P1—O1—Nd1 | 144.15 (8) | C18—C22—C23 | 111.6 (2) |
C1—O3—P1 | 125.78 (11) | C18—C22—C24 | 110.61 (19) |
C13—O4—P1 | 124.73 (12) | C23—C22—C24 | 110.5 (2) |
C25'—O5—Nd1 | 133.0 (4) | C18—C22—H22A | 108.0 |
C25—O5—Nd1 | 135.58 (18) | C23—C22—H22A | 108.0 |
C25'—O5—H28 | 115 (3) | C24—C22—H22A | 108.0 |
C25—O5—H28 | 109 (3) | C22—C23—H23A | 109.5 |
Nd1—O5—H28 | 109 (3) | C22—C23—H23B | 109.5 |
C2—C1—C6 | 124.08 (17) | H23A—C23—H23B | 109.5 |
C2—C1—O3 | 118.08 (16) | C22—C23—H23C | 109.5 |
C6—C1—O3 | 117.65 (15) | H23A—C23—H23C | 109.5 |
C1—C2—C3 | 116.92 (17) | H23B—C23—H23C | 109.5 |
C1—C2—C7 | 121.86 (17) | C22—C24—H24A | 109.5 |
C3—C2—C7 | 121.20 (17) | C22—C24—H24B | 109.5 |
C4—C3—C2 | 120.98 (19) | H24A—C24—H24B | 109.5 |
C4—C3—H3A | 119.5 | C22—C24—H24C | 109.5 |
C2—C3—H3A | 119.5 | H24A—C24—H24C | 109.5 |
C5—C4—C3 | 120.36 (19) | H24B—C24—H24C | 109.5 |
C5—C4—H4A | 119.8 | O5—C25—H25A | 109.5 |
C3—C4—H4A | 119.8 | O5—C25—H25B | 109.5 |
C4—C5—C6 | 121.40 (19) | H25A—C25—H25B | 109.5 |
C4—C5—H5A | 119.3 | O5—C25—H25C | 109.5 |
C6—C5—H5A | 119.3 | H25A—C25—H25C | 109.5 |
C1—C6—C5 | 116.25 (17) | H25B—C25—H25C | 109.5 |
C1—C6—C10 | 123.58 (17) | O5—C25'—H25D | 109.5 |
C5—C6—C10 | 120.16 (17) | O5—C25'—H25E | 109.5 |
C2—C7—C8 | 110.84 (19) | H25D—C25'—H25E | 109.5 |
C2—C7—C9 | 112.69 (19) | O5—C25'—H25F | 109.5 |
C8—C7—C9 | 110.8 (2) | H25D—C25'—H25F | 109.5 |
C2—C7—H7A | 107.4 | H25E—C25'—H25F | 109.5 |
C8—C7—H7A | 107.4 | C26'—O6—Nd1 | 137.5 (8) |
C9—C7—H7A | 107.4 | C26—O6—Nd1 | 134.8 (3) |
C7—C8—H8A | 109.5 | C26—O6—H29 | 109.5 |
C7—C8—H8B | 109.5 | Nd1—O6—H29 | 115.4 |
H8A—C8—H8B | 109.5 | C26'—O6—H29' | 109.5 |
C7—C8—H8C | 109.5 | Nd1—O6—H29' | 107.5 |
H8A—C8—H8C | 109.5 | O6—C26—H26A | 109.5 |
H8B—C8—H8C | 109.5 | O6—C26—H26B | 109.5 |
C7—C9—H9A | 109.5 | H26A—C26—H26B | 109.5 |
C7—C9—H9B | 109.5 | O6—C26—H26C | 109.5 |
H9A—C9—H9B | 109.5 | H26A—C26—H26C | 109.5 |
C7—C9—H9C | 109.5 | H26B—C26—H26C | 109.5 |
H9A—C9—H9C | 109.5 | C27—O7—H30 | 117 (4) |
H9B—C9—H9C | 109.5 | O7—C27—H27A | 109.5 |
C6—C10—C11 | 110.95 (17) | O7—C27—H27B | 109.5 |
C6—C10—C12' | 120.8 (6) | H27A—C27—H27B | 109.5 |
C6—C10—C11' | 106.3 (6) | O7—C27—H27C | 109.5 |
C12'—C10—C11' | 107.0 (10) | H27A—C27—H27C | 109.5 |
C6—C10—C12 | 110.22 (18) | H27B—C27—H27C | 109.5 |
C11—C10—C12 | 109.0 (2) | O6—C26'—H26D | 109.5 |
C6—C10—H10A | 108.9 | O6—C26'—H26E | 109.5 |
C11—C10—H10A | 108.9 | H26D—C26'—H26E | 109.5 |
C12—C10—H10A | 108.9 | O6—C26'—H26F | 109.5 |
C10—C11—H11A | 109.5 | H26D—C26'—H26F | 109.5 |
C10—C11—H11B | 109.5 | H26E—C26'—H26F | 109.5 |
H11A—C11—H11B | 109.5 | C27'—O7'—H30' | 109.5 |
C10—C11—H11C | 109.5 | O7'—C27'—H27D | 109.5 |
H11A—C11—H11C | 109.5 | O7'—C27'—H27E | 109.5 |
H11B—C11—H11C | 109.5 | H27D—C27'—H27E | 109.5 |
C10—C12—H12A | 109.5 | O7'—C27'—H27F | 109.5 |
C10—C12—H12B | 109.5 | H27D—C27'—H27F | 109.5 |
H12A—C12—H12B | 109.5 | H27E—C27'—H27F | 109.5 |
C10—C12—H12C | 109.5 | N1—O8—Nd1 | 94.6 (9) |
H12A—C12—H12C | 109.5 | N1—O9—Nd1 | 98.0 (9) |
H12B—C12—H12C | 109.5 | O10—N1—O8 | 120.4 (14) |
C10—C11'—H11D | 109.5 | O10—N1—O9 | 122.9 (14) |
C10—C11'—H11E | 109.5 | O8—N1—O9 | 116.6 (4) |
H11D—C11'—H11E | 109.5 | O10—N1—Nd1 | 176.2 (8) |
C10—C11'—H11F | 109.5 | O8—N1—Nd1 | 60.0 (6) |
H11D—C11'—H11F | 109.5 | O9—N1—Nd1 | 56.7 (6) |
H11E—C11'—H11F | 109.5 | ||
O2—P1—O1—Nd1 | −17.75 (17) | C1—C6—C10—C11' | 85.6 (9) |
O4—P1—O1—Nd1 | −146.45 (13) | C5—C6—C10—C11' | −93.3 (9) |
O3—P1—O1—Nd1 | 103.91 (14) | C1—C6—C10—C12 | −123.3 (2) |
O2—P1—O3—C1 | −143.04 (14) | C5—C6—C10—C12 | 57.7 (2) |
O1—P1—O3—C1 | 91.44 (15) | P1—O4—C13—C18 | 89.6 (2) |
O4—P1—O3—C1 | −24.92 (15) | P1—O4—C13—C14 | −94.97 (19) |
O2—P1—O4—C13 | −79.58 (16) | C18—C13—C14—C15 | −1.6 (3) |
O1—P1—O4—C13 | 49.51 (16) | O4—C13—C14—C15 | −176.75 (17) |
O3—P1—O4—C13 | 166.96 (14) | C18—C13—C14—C19 | 176.22 (19) |
P1—O3—C1—C2 | −97.66 (18) | O4—C13—C14—C19 | 1.1 (3) |
P1—O3—C1—C6 | 87.16 (19) | C13—C14—C15—C16 | −0.2 (3) |
C6—C1—C2—C3 | 0.4 (3) | C19—C14—C15—C16 | −178.0 (2) |
O3—C1—C2—C3 | −174.44 (16) | C14—C15—C16—C17 | 0.7 (4) |
C6—C1—C2—C7 | 178.59 (18) | C15—C16—C17—C18 | 0.5 (4) |
O3—C1—C2—C7 | 3.7 (3) | C14—C13—C18—C17 | 2.7 (3) |
C1—C2—C3—C4 | −0.5 (3) | O4—C13—C18—C17 | 177.82 (18) |
C7—C2—C3—C4 | −178.65 (19) | C14—C13—C18—C22 | −175.8 (2) |
C2—C3—C4—C5 | 0.0 (3) | O4—C13—C18—C22 | −0.7 (3) |
C3—C4—C5—C6 | 0.6 (3) | C16—C17—C18—C13 | −2.1 (3) |
C2—C1—C6—C5 | 0.1 (3) | C16—C17—C18—C22 | 176.5 (2) |
O3—C1—C6—C5 | 174.99 (16) | C15—C14—C19—C21 | 91.7 (3) |
C2—C1—C6—C10 | −178.86 (17) | C13—C14—C19—C21 | −86.1 (2) |
O3—C1—C6—C10 | −4.0 (2) | C15—C14—C19—C20 | −33.0 (3) |
C4—C5—C6—C1 | −0.6 (3) | C13—C14—C19—C20 | 149.2 (2) |
C4—C5—C6—C10 | 178.38 (18) | C13—C18—C22—C23 | −118.2 (2) |
C1—C2—C7—C8 | −92.0 (3) | C17—C18—C22—C23 | 63.4 (3) |
C3—C2—C7—C8 | 86.1 (3) | C13—C18—C22—C24 | 118.4 (2) |
C1—C2—C7—C9 | 143.1 (2) | C17—C18—C22—C24 | −60.0 (3) |
C3—C2—C7—C9 | −38.8 (3) | Nd1—O8—N1—O10 | −175.6 (9) |
C1—C6—C10—C11 | 115.9 (3) | Nd1—O8—N1—O9 | 2.6 (13) |
C5—C6—C10—C11 | −63.1 (3) | Nd1—O9—N1—O10 | 175.5 (10) |
C1—C6—C10—C12' | −152.3 (8) | Nd1—O9—N1—O8 | −2.7 (14) |
C5—C6—C10—C12' | 28.7 (8) |
Symmetry code: (i) −x+1, y, −z+1/2. |
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H28···O2 | 0.83 (2) | 1.84 (2) | 2.660 (2) | 167 (4) |
O6—H29···O7ii | 0.84 | 2.02 | 2.746 (4) | 144 |
O6—H29′···O7′ | 0.84 | 2.06 | 2.866 (10) | 160 |
C26—H26A···O7ii | 0.98 | 2.61 | 3.140 (7) | 114 |
O7—H30···O2 | 0.80 (2) | 2.01 (3) | 2.762 (3) | 155 (5) |
O7′—H30′···O2 | 0.84 | 2.36 | 2.998 (12) | 133 |
Symmetry code: (ii) −x+3/2, y−1/2, −z+1/2. |
(1) (Ln = Nd) | (2) (Ln = Lu) | (3) (Ln = Y) | (4) (Ln = Nd) | |
Ln1—Cl1 | 2.6868 (9) | 2.5824 (8) | 2.6199 (6) | - |
Ln1—O1 | 2.3381 (13) | 2.2006 (11) | 2.2411 (9) | 2.3516 (13) |
Ln1—O5 | 2.4867 (16) | 2.3314 (14) | 2.3776 (12) | 2.4825 (16) |
Ln1—O6 | 2.4655 (17) | 2.3499 (15) | 2.3835 (12) | 2.4871 (19) |
Ln1—O8 | - | - | - | 2.553 (14) |
Ln1—O9 | - | - | - | 2.480 (13) |
P1—O1 | 1.5047 (13) | 1.5069 (12) | 1.5095 (10) | 1.5099 (14) |
P1—O2 | 1.4918 (13) | 1.4903 (12) | 1.4927 (10) | 1.4968 (15) |
P1—O3 | 1.5875 (13) | 1.5836 (11) | 1.5873 (10) | 1.5907 (13) |
P1—O4 | 1.5872 (13) | 1.5862 (11) | 1.5895 (10) | 1.5885 (14) |
O3—C1 | 1.410 (2) | 1.4093 (19) | 1.4104 (16) | 1.415 (2) |
O4—C13 | 1.4080 (19) | 1.4074 (18) | 1.4087 (16) | 1.407 (2) |
Parameters of weak C—H···O interactions in (1)–(4) and O—H···O(NO3) interactions in (4) have been omitted. |
Complex | D—H···A | D—H | H···A | D···A | D—H···A |
(1) | O5—H28···O2 | 0.90 (4) | 1.74 (4) | 2.626 (2) | 168 (4) |
O6—H29···O7i | 0.87 (6) | 1.92 (6) | 2.753 (3) | 161 (5) | |
O7—H30···O2 | 0.88 (5) | 1.93 (5) | 2.787 (3) | 165 (5) | |
O6—H29···Cl1 | 0.87 (6) | 2.69 (6) | 2.989 (2) | 102 (4) | |
(2) | O5—H28···O2 | 0.82 (3) | 1.81 (3) | 2.6082 (18) | 167 (3) |
O6—H29···O7i | 0.79 (3) | 2.13 (3) | 2.861 (3) | 153 (3) | |
O7—H30···O2 | 0.71 (3) | 2.14 (4) | 2.826 (2) | 163 (4) | |
O6—H29···Cl1 | 0.79 (3) | 2.53 (3) | 2.8761 (17) | 108 (3) | |
(3) | O5—H28···O2 | 0.80 (3) | 1.83 (3) | 2.6179 (15) | 166 (3) |
O6—H29···O7i | 0.79 (3) | 2.09 (3) | 2.813 (2) | 151 (3) | |
O7—H30···O2 | 0.77 (3) | 2.06 (3) | 2.8150 (18) | 168 (3) | |
O6—H29···Cl1 | 0.79 (3) | 2.54 (3) | 2.9173 (14) | 111 (2) | |
(4) | O5—H28···O2 | 0.831 (18) | 1.84 (2) | 2.660 (2) | 167 (4) |
O6—H29···O7i | 0.84 | 2.02 | 2.746 (4) | 143.6 | |
O6—H29'···O7' | 0.84 | 2.06 | 2.866 (10) | 159.5 | |
O7—H30···O2 | 0.803 (19) | 2.01 (3) | 2.762 (3) | 155 (5) | |
O7'—H30'···O2 | 0.84 | 2.36 | 2.998 (12) | 132.8 |
Symmetry code: (i) -x+1, y, -z+1. |
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