A solvated ytterbium di­aryl: bis(1,1′:3′,1′′-ter­phenyl-C^2′)­bis­(tetra­hydro­furan-O)­ytterbium(II)

The title compound, [Yb(Dpp)₂(thf)₂] [Dpp = 2,6-Ph₂C₆H₃ (m-ter­phenyl), C₁₈H₁₃, and thf = tetra­hydro­furan, C₄H₈O], is the first example of a structurally characterized Yb^II di­aryl. The Yb atom shows a strongly distorted tetrahedral environment formed by the C atoms of two aryl groups (average Yb—C = 2.520 Å) and the O atoms of two tetra­hydro­furan ligands (average Yb—O = 2.412 Å). In addition, there are two weak η¹–π-arene interactions (average Yb...C = 3.138 Å) involving ortho-C atoms of the m-ter­phenyl phenyl groups.

Key indicators

• Single-crystal X-ray study
• T = 173 K
• Mean [sigma](C-C) = 0.006 Å
• R factor = 0.032
• wR factor = 0.078
• Data-to-parameter ratio = 17.2

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry

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Computing details

Data collection: P3 (Siemens, 1989); cell refinement: P3; data reduction: XDISK (Siemens, 1989); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Sheldrick, 1998); software used to prepare material for publication: SHELXTL.

bis(1,1':3',1''-terphenyl-κC^2')bis(tetrahydrofuran-κO)ytterbium(II)

Crystal data

[Yb(C18H13)2(C4H8O)2]	F(000) = 784
Mr = 775.82	Dx = 1.487 Mg m^−3
Triclinic, P1	Melting point: >378K (dec) K
a = 9.754 (3) Å	Mo Kα radiation, λ = 0.71073 Å
b = 11.9028 (18) Å	Cell parameters from 18 reflections
c = 17.093 (3) Å	θ = 8.1–12.2°
α = 75.923 (14)°	µ = 2.74 mm^−1
β = 74.367 (18)°	T = 173 K
γ = 66.560 (16)°	Prism, dark red
V = 1732.5 (6) Å^3	0.30 × 0.20 × 0.15 mm
Z = 2

Data collection

Rebuilt Syntex P21/Siemens P3 four-circle diffractometer	7095 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.032
Graphite monochromator	θmax = 27.5°, θmin = 1.9°
Wyckoff scans	h = −12→12
Absorption correction: ψ scan (North et al., 1968)	k = −14→15
Tmin = 0.494, Tmax = 0.684	l = −21→22
8446 measured reflections	2 standard reflections every 198 reflections
7975 independent reflections	intensity decay: none

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.032	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.078	Only H-atom displacement parameters refined
S = 1.19	w = 1/[σ^2(Fo^2) + (0.0409P)^2] where P = (Fo^2 + 2Fc^2)/3
7975 reflections	(Δ/σ)max = 0.001
463 parameters	Δρmax = 0.86 e Å^−3
0 restraints	Δρmin = −0.73 e Å^−3

Special details

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Yb	0.128453 (16)	0.213217 (13)	0.259122 (9)	0.02659 (5)
C1	0.2732 (4)	−0.0095 (3)	0.3107 (2)	0.0256 (6)
C2	0.3852 (4)	−0.0141 (3)	0.3509 (2)	0.0287 (7)
C3	0.5280 (4)	−0.1113 (4)	0.3482 (2)	0.0364 (8)
H3A	0.6010	−0.1105	0.3751	0.063 (16)*
C4	0.5617 (4)	−0.2077 (4)	0.3061 (3)	0.0412 (9)
H4A	0.6584	−0.2725	0.3036	0.042 (12)*
C5	0.4549 (4)	−0.2097 (3)	0.2679 (2)	0.0370 (8)
H5A	0.4778	−0.2763	0.2395	0.056 (14)*
C6	0.3124 (4)	−0.1130 (3)	0.2710 (2)	0.0283 (7)
C7	0.3522 (4)	0.0882 (3)	0.3966 (2)	0.0287 (7)
C8	0.2030 (4)	0.1491 (3)	0.4351 (2)	0.0302 (7)
H8A	0.1238	0.1248	0.4310	0.018 (8)*
C9	0.1671 (4)	0.2444 (4)	0.4792 (2)	0.0372 (8)
H9A	0.0647	0.2840	0.5049	0.036 (11)*
C10	0.2815 (5)	0.2816 (4)	0.4857 (2)	0.0408 (9)
H10A	0.2577	0.3472	0.5152	0.058 (15)*
C11	0.4301 (5)	0.2220 (4)	0.4487 (2)	0.0403 (9)
H11A	0.5088	0.2460	0.4538	0.036 (11)*
C12	0.4657 (4)	0.1274 (4)	0.4043 (2)	0.0363 (8)
H12A	0.5683	0.0886	0.3786	0.056 (14)*
C13	0.1976 (4)	−0.1209 (3)	0.2320 (2)	0.0316 (7)
C14	0.2376 (6)	−0.1708 (4)	0.1595 (3)	0.0438 (10)
H14A	0.3421	−0.2031	0.1346	0.039 (12)*
C15	0.1293 (7)	−0.1744 (5)	0.1233 (3)	0.0570 (13)
H15A	0.1598	−0.2093	0.0742	0.072 (17)*
C16	−0.0233 (7)	−0.1274 (5)	0.1584 (3)	0.0625 (14)
H16A	−0.0983	−0.1286	0.1332	0.063 (15)*
C17	−0.0666 (6)	−0.0779 (5)	0.2314 (3)	0.0569 (12)
H17A	−0.1712	−0.0455	0.2562	0.054 (14)*
C18	0.0437 (5)	−0.0764 (3)	0.2675 (3)	0.0383 (8)
H18A	0.0136	−0.0442	0.3176	0.039 (11)*
C19	−0.1080 (4)	0.3049 (3)	0.1981 (2)	0.0260 (6)
C20	−0.2430 (4)	0.3638 (3)	0.2519 (2)	0.0261 (6)
C21	−0.3738 (4)	0.4492 (3)	0.2240 (2)	0.0315 (7)
H21A	−0.4618	0.4871	0.2623	0.025 (9)*
C22	−0.3758 (4)	0.4788 (3)	0.1409 (2)	0.0355 (8)
H22A	−0.4648	0.5371	0.1220	0.054 (14)*
C23	−0.2469 (4)	0.4230 (3)	0.0853 (2)	0.0332 (7)
H23A	−0.2478	0.4429	0.0281	0.066 (16)*
C24	−0.1153 (4)	0.3372 (3)	0.1132 (2)	0.0275 (7)
C25	−0.2444 (4)	0.3324 (3)	0.3425 (2)	0.0260 (6)
C26	−0.1791 (4)	0.2095 (3)	0.3781 (2)	0.0308 (7)
H26A	−0.1323	0.1465	0.3442	0.064 (16)*
C27	−0.1816 (4)	0.1775 (4)	0.4622 (2)	0.0376 (8)
H27A	−0.1387	0.0931	0.4854	0.043 (12)*
C28	−0.2460 (4)	0.2681 (4)	0.5121 (2)	0.0403 (9)
H28A	−0.2467	0.2464	0.5694	0.058 (14)*
C29	−0.3092 (4)	0.3898 (4)	0.4784 (2)	0.0392 (9)
H29A	−0.3520	0.4522	0.5126	0.049 (13)*
C30	−0.3113 (4)	0.4229 (3)	0.3944 (2)	0.0331 (7)
H30A	−0.3584	0.5072	0.3723	0.024 (9)*
C31	0.0220 (4)	0.2804 (3)	0.0518 (2)	0.0286 (7)
C32	0.0613 (4)	0.3466 (3)	−0.0263 (2)	0.0310 (7)
H32A	−0.0052	0.4281	−0.0423	0.026 (10)*
C33	0.1955 (5)	0.2940 (4)	−0.0798 (2)	0.0356 (8)
H33A	0.2212	0.3407	−0.1314	0.050 (13)*
C34	0.2921 (5)	0.1746 (4)	−0.0589 (2)	0.0389 (9)
H34A	0.3841	0.1390	−0.0957	0.047 (13)*
C35	0.2533 (5)	0.1068 (4)	0.0167 (2)	0.0391 (8)
H35A	0.3187	0.0243	0.0312	0.059 (15)*
C36	0.1198 (4)	0.1589 (3)	0.0710 (2)	0.0335 (8)
H36A	0.0945	0.1110	0.1221	0.047 (13)*
O41	0.3565 (3)	0.2210 (2)	0.16402 (16)	0.0387 (6)
C42	0.3605 (5)	0.3178 (4)	0.0936 (2)	0.0419 (9)
H42A	0.3403	0.3968	0.1117	0.073 (17)*
H42B	0.2830	0.3310	0.0617	0.057 (14)*
C43	0.5180 (6)	0.2732 (5)	0.0425 (3)	0.0542 (12)
H43A	0.5555	0.3426	0.0185	0.11 (3)*
H43B	0.5193	0.2337	−0.0026	0.046 (13)*
C44	0.6144 (5)	0.1793 (5)	0.1026 (3)	0.0508 (11)
H44A	0.7003	0.1143	0.0745	0.076*
H44B	0.6550	0.2201	0.1302	0.12 (3)*
C45	0.5056 (6)	0.1273 (5)	0.1615 (4)	0.083 (2)
H45A	0.5085	0.0530	0.1439	0.124*
H45B	0.5320	0.1030	0.2168	0.13 (3)*
O51	0.1239 (3)	0.4153 (2)	0.26762 (17)	0.0343 (6)
C52	−0.0020 (5)	0.5312 (4)	0.2650 (3)	0.0447 (10)
H52A	−0.0994	0.5179	0.2739	0.075 (18)*
H52B	0.0116	0.5853	0.2117	0.048 (13)*
C53	0.0017 (7)	0.5861 (5)	0.3337 (4)	0.0671 (15)
H53A	−0.0473	0.5506	0.3872	0.101*
H53B	−0.0503	0.6773	0.3253	0.067 (16)*
C54	0.1702 (6)	0.5513 (4)	0.3300 (3)	0.0545 (12)
H54A	0.1933	0.5284	0.3860	0.09 (2)*
H54B	0.2047	0.6208	0.3002	0.073 (17)*
C55	0.2461 (5)	0.4413 (4)	0.2841 (3)	0.0430 (9)
H55A	0.3128	0.4612	0.2320	0.080 (19)*
H55B	0.3085	0.3687	0.3179	0.070 (17)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Yb	0.02586 (8)	0.01942 (7)	0.03254 (8)	−0.00499 (5)	−0.01025 (5)	−0.00076 (5)
C1	0.0254 (15)	0.0193 (14)	0.0272 (16)	−0.0061 (12)	−0.0047 (12)	0.0014 (12)
C2	0.0221 (15)	0.0297 (17)	0.0268 (16)	−0.0060 (13)	−0.0031 (13)	0.0015 (13)
C3	0.0262 (17)	0.0346 (19)	0.0363 (19)	−0.0039 (15)	−0.0051 (15)	0.0027 (15)
C4	0.0273 (18)	0.0300 (19)	0.045 (2)	0.0043 (15)	−0.0033 (16)	0.0028 (16)
C5	0.038 (2)	0.0231 (16)	0.0355 (19)	−0.0010 (15)	0.0008 (16)	−0.0048 (14)
C6	0.0306 (17)	0.0215 (15)	0.0233 (15)	−0.0053 (13)	−0.0003 (13)	0.0009 (12)
C7	0.0266 (16)	0.0312 (17)	0.0254 (16)	−0.0095 (14)	−0.0076 (13)	0.0024 (13)
C8	0.0254 (16)	0.0389 (19)	0.0276 (16)	−0.0132 (14)	−0.0053 (13)	−0.0040 (14)
C9	0.0339 (19)	0.045 (2)	0.0333 (19)	−0.0151 (17)	−0.0019 (15)	−0.0112 (16)
C10	0.041 (2)	0.057 (2)	0.0322 (19)	−0.0237 (19)	−0.0048 (16)	−0.0123 (18)
C11	0.038 (2)	0.058 (3)	0.0327 (19)	−0.0240 (19)	−0.0122 (16)	−0.0042 (17)
C12	0.0247 (17)	0.050 (2)	0.0329 (18)	−0.0136 (16)	−0.0076 (14)	−0.0018 (16)
C13	0.045 (2)	0.0180 (15)	0.0308 (17)	−0.0122 (14)	−0.0069 (15)	−0.0002 (13)
C14	0.060 (3)	0.034 (2)	0.036 (2)	−0.0180 (19)	−0.0022 (19)	−0.0083 (16)
C15	0.087 (4)	0.051 (3)	0.047 (3)	−0.037 (3)	−0.013 (3)	−0.011 (2)
C16	0.081 (4)	0.059 (3)	0.075 (3)	−0.040 (3)	−0.033 (3)	−0.011 (3)
C17	0.049 (3)	0.053 (3)	0.081 (4)	−0.024 (2)	−0.015 (2)	−0.019 (3)
C18	0.042 (2)	0.0294 (18)	0.047 (2)	−0.0171 (16)	−0.0033 (17)	−0.0106 (16)
C19	0.0261 (15)	0.0231 (15)	0.0293 (17)	−0.0094 (13)	−0.0061 (13)	−0.0028 (12)
C20	0.0261 (15)	0.0230 (15)	0.0302 (16)	−0.0111 (13)	−0.0067 (13)	−0.0003 (12)
C21	0.0252 (16)	0.0264 (16)	0.0393 (19)	−0.0082 (13)	−0.0062 (14)	−0.0006 (14)
C22	0.0290 (17)	0.0325 (18)	0.045 (2)	−0.0094 (15)	−0.0155 (16)	0.0007 (15)
C23	0.0384 (19)	0.0326 (18)	0.0356 (19)	−0.0183 (15)	−0.0155 (15)	0.0010 (14)
C24	0.0315 (17)	0.0245 (16)	0.0310 (17)	−0.0150 (14)	−0.0074 (14)	−0.0019 (13)
C25	0.0221 (15)	0.0266 (16)	0.0284 (16)	−0.0112 (13)	−0.0023 (12)	−0.0011 (13)
C26	0.0229 (16)	0.0281 (17)	0.0368 (18)	−0.0090 (13)	−0.0011 (14)	−0.0018 (14)
C27	0.0246 (17)	0.038 (2)	0.039 (2)	−0.0099 (15)	−0.0025 (15)	0.0076 (16)
C28	0.0327 (19)	0.062 (3)	0.0275 (18)	−0.0231 (18)	−0.0060 (15)	0.0015 (17)
C29	0.0342 (19)	0.052 (2)	0.0343 (19)	−0.0190 (18)	0.0006 (16)	−0.0136 (17)
C30	0.0312 (17)	0.0333 (18)	0.0335 (18)	−0.0131 (15)	−0.0015 (14)	−0.0055 (15)
C31	0.0364 (18)	0.0298 (17)	0.0259 (16)	−0.0155 (14)	−0.0087 (14)	−0.0059 (13)
C32	0.043 (2)	0.0315 (17)	0.0266 (16)	−0.0205 (16)	−0.0099 (14)	−0.0028 (13)
C33	0.051 (2)	0.043 (2)	0.0242 (16)	−0.0289 (18)	−0.0046 (15)	−0.0060 (15)
C34	0.046 (2)	0.042 (2)	0.0350 (19)	−0.0215 (18)	0.0023 (17)	−0.0179 (16)
C35	0.045 (2)	0.0306 (18)	0.041 (2)	−0.0140 (16)	−0.0011 (17)	−0.0122 (16)
C36	0.044 (2)	0.0291 (17)	0.0302 (17)	−0.0175 (16)	−0.0043 (15)	−0.0047 (14)
O41	0.0408 (15)	0.0339 (14)	0.0305 (13)	−0.0096 (12)	−0.0012 (11)	0.0017 (11)
C42	0.059 (3)	0.036 (2)	0.0296 (19)	−0.0196 (19)	−0.0104 (18)	0.0030 (15)
C43	0.058 (3)	0.079 (3)	0.034 (2)	−0.041 (3)	−0.006 (2)	0.003 (2)
C44	0.048 (2)	0.051 (3)	0.044 (2)	−0.018 (2)	−0.0001 (19)	0.001 (2)
C45	0.050 (3)	0.053 (3)	0.084 (4)	0.005 (2)	0.021 (3)	0.019 (3)
O51	0.0283 (12)	0.0276 (12)	0.0485 (15)	−0.0060 (10)	−0.0102 (11)	−0.0120 (11)
C52	0.0315 (19)	0.0280 (18)	0.074 (3)	−0.0061 (15)	−0.0156 (19)	−0.0075 (19)
C53	0.072 (4)	0.049 (3)	0.076 (4)	−0.017 (3)	0.005 (3)	−0.030 (3)
C54	0.078 (3)	0.045 (2)	0.055 (3)	−0.025 (2)	−0.029 (3)	−0.010 (2)
C55	0.037 (2)	0.047 (2)	0.053 (2)	−0.0157 (18)	−0.0166 (19)	−0.0128 (19)

Geometric parameters (Å, º)

Yb—C1	2.521 (3)	C24—C31	1.489 (5)
Yb—C19	2.518 (3)	C25—C26	1.397 (5)
Yb—O41	2.396 (3)	C25—C30	1.402 (5)
Yb—O51	2.427 (2)	C26—C27	1.392 (5)
Yb—C8	3.127 (3)	C26—H26A	0.9500
Yb—C26	3.148 (3)	C27—C28	1.380 (6)
C1—C2	1.417 (5)	C27—H27A	0.9500
C1—C6	1.420 (5)	C28—C29	1.372 (6)
C2—C3	1.411 (5)	C28—H28A	0.9500
C2—C7	1.487 (5)	C29—C30	1.397 (5)
C3—C4	1.383 (6)	C29—H29A	0.9500
C3—H3A	0.9500	C30—H30A	0.9500
C4—C5	1.381 (6)	C31—C36	1.396 (5)
C4—H4A	0.9500	C31—C32	1.415 (5)
C5—C6	1.406 (5)	C32—C33	1.387 (5)
C5—H5A	0.9500	C32—H32A	0.9500
C6—C13	1.491 (5)	C33—C34	1.381 (6)
C7—C8	1.398 (5)	C33—H33A	0.9500
C7—C12	1.407 (5)	C34—C35	1.391 (6)
C8—C9	1.392 (5)	C34—H34A	0.9500
C8—H8A	0.9500	C35—C36	1.389 (5)
C9—C10	1.391 (5)	C35—H35A	0.9500
C9—H9A	0.9500	C36—H36A	0.9500
C10—C11	1.382 (6)	O41—C45	1.435 (6)
C10—H10A	0.9500	O41—C42	1.454 (4)
C11—C12	1.388 (6)	C42—C43	1.503 (6)
C11—H11A	0.9500	C42—H42A	0.9900
C12—H12A	0.9500	C42—H42B	0.9900
C13—C18	1.391 (5)	C43—C44	1.521 (7)
C13—C14	1.397 (5)	C43—H43A	0.9900
C14—C15	1.379 (7)	C43—H43B	0.9900
C14—H14A	0.9500	C44—C45	1.473 (7)
C15—C16	1.382 (8)	C44—H44A	0.9900
C15—H15A	0.9500	C44—H44B	0.9900
C16—C17	1.400 (7)	C45—H45A	0.9900
C16—H16A	0.9500	C45—H45B	0.9900
C17—C18	1.384 (6)	O51—C52	1.438 (4)
C17—H17A	0.9500	O51—C55	1.453 (4)
C18—H18A	0.9500	C52—C53	1.491 (7)
C19—C20	1.413 (5)	C52—H52A	0.9900
C19—C24	1.422 (5)	C52—H52B	0.9900
C20—C21	1.396 (5)	C53—C54	1.514 (8)
C20—C25	1.500 (5)	C53—H53A	0.9900
C21—C22	1.381 (5)	C53—H53B	0.9900
C21—H21A	0.9500	C54—C55	1.514 (6)
C22—C23	1.387 (5)	C54—H54A	0.9900
C22—H22A	0.9500	C54—H54B	0.9900
C23—C24	1.402 (5)	C55—H55A	0.9900
C23—H23A	0.9500	C55—H55B	0.9900
C1—Yb—C19	129.79 (11)	C26—C25—C30	117.7 (3)
O41—Yb—O51	78.34 (9)	C26—C25—C20	120.1 (3)
C1—Yb—O41	88.62 (10)	C30—C25—C20	122.2 (3)
C1—Yb—O51	136.61 (10)	C27—C26—C25	121.2 (3)
C19—Yb—O41	114.73 (10)	C27—C26—Yb	118.4 (2)
C19—Yb—O51	92.82 (10)	C25—C26—Yb	86.7 (2)
Yb—C1—C2	109.2 (2)	C27—C26—H26A	119.4
Yb—C1—C6	126.3 (2)	C25—C26—H26A	119.4
C2—C1—C6	115.0 (3)	Yb—C26—H26A	64.8
Yb—C19—C20	114.8 (2)	C28—C27—C26	120.2 (4)
Yb—C19—C24	127.0 (2)	C28—C27—H27A	119.9
C20—C19—C24	115.2 (3)	C26—C27—H27A	119.9
O41—Yb—C8	106.56 (9)	C29—C28—C27	119.7 (4)
O51—Yb—C8	82.39 (9)	C29—C28—H28A	120.2
C19—Yb—C8	136.52 (10)	C27—C28—H28A	120.2
C1—Yb—C8	61.85 (10)	C28—C29—C30	120.8 (4)
O41—Yb—C26	177.54 (9)	C28—C29—H29A	119.6
O51—Yb—C26	101.35 (9)	C30—C29—H29A	119.6
C19—Yb—C26	62.82 (10)	C29—C30—C25	120.3 (4)
C1—Yb—C26	93.23 (10)	C29—C30—H30A	119.8
C8—Yb—C26	75.77 (9)	C25—C30—H30A	119.8
C3—C2—C1	122.4 (3)	C36—C31—C32	117.4 (3)
C3—C2—C7	118.7 (3)	C36—C31—C24	120.3 (3)
C1—C2—C7	118.9 (3)	C32—C31—C24	122.3 (3)
C4—C3—C2	119.9 (4)	C33—C32—C31	120.9 (3)
C4—C3—H3A	120.0	C33—C32—H32A	119.6
C2—C3—H3A	120.0	C31—C32—H32A	119.6
C5—C4—C3	120.0 (3)	C34—C33—C32	120.7 (3)
C5—C4—H4A	120.0	C34—C33—H33A	119.7
C3—C4—H4A	120.0	C32—C33—H33A	119.7
C4—C5—C6	120.0 (4)	C33—C34—C35	119.2 (4)
C4—C5—H5A	120.0	C33—C34—H34A	120.4
C6—C5—H5A	120.0	C35—C34—H34A	120.4
C5—C6—C1	122.6 (3)	C36—C35—C34	120.5 (4)
C5—C6—C13	118.5 (3)	C36—C35—H35A	119.7
C1—C6—C13	119.0 (3)	C34—C35—H35A	119.7
C8—C7—C12	117.0 (3)	C35—C36—C31	121.2 (3)
C8—C7—C2	119.9 (3)	C35—C36—H36A	119.4
C12—C7—C2	123.0 (3)	C31—C36—H36A	119.4
C9—C8—C7	121.9 (3)	C45—O41—C42	109.2 (3)
C9—C8—Yb	119.4 (3)	C45—O41—Yb	126.5 (3)
C7—C8—Yb	85.0 (2)	C42—O41—Yb	124.0 (2)
C9—C8—H8A	119.0	O41—C42—C43	105.9 (3)
C7—C8—H8A	119.0	O41—C42—H42A	110.6
Yb—C8—H8A	65.4	C43—C42—H42A	110.6
C10—C9—C8	119.9 (4)	O41—C42—H42B	110.6
C10—C9—H9A	120.1	C43—C42—H42B	110.6
C8—C9—H9A	120.1	H42A—C42—H42B	108.7
C11—C10—C9	119.2 (4)	C42—C43—C44	104.4 (3)
C11—C10—H10A	120.4	C42—C43—H43A	110.9
C9—C10—H10A	120.4	C44—C43—H43A	110.9
C10—C11—C12	120.9 (4)	C42—C43—H43B	110.9
C10—C11—H11A	119.6	C44—C43—H43B	110.9
C12—C11—H11A	119.6	H43A—C43—H43B	108.9
C11—C12—C7	121.1 (3)	C45—C44—C43	102.9 (4)
C11—C12—H12A	119.5	C45—C44—H44A	111.2
C7—C12—H12A	119.5	C43—C44—H44A	111.2
C18—C13—C14	117.5 (4)	C45—C44—H44B	111.2
C18—C13—C6	119.9 (3)	C43—C44—H44B	111.2
C14—C13—C6	122.6 (4)	H44A—C44—H44B	109.1
C15—C14—C13	121.7 (4)	O41—C45—C44	107.7 (4)
C15—C14—H14A	119.1	O41—C45—H45A	110.2
C13—C14—H14A	119.1	C44—C45—H45A	110.2
C14—C15—C16	120.0 (4)	O41—C45—H45B	110.2
C14—C15—H15A	120.0	C44—C45—H45B	110.2
C16—C15—H15A	120.0	H45A—C45—H45B	108.5
C15—C16—C17	119.4 (5)	C52—O51—C55	105.6 (3)
C15—C16—H16A	120.3	C52—O51—Yb	127.9 (2)
C17—C16—H16A	120.3	C55—O51—Yb	126.3 (2)
C18—C17—C16	119.7 (5)	O51—C52—C53	103.6 (4)
C18—C17—H17A	120.1	O51—C52—H52A	111.0
C16—C17—H17A	120.1	C53—C52—H52A	111.0
C17—C18—C13	121.5 (4)	O51—C52—H52B	111.0
C17—C18—H18A	119.2	C53—C52—H52B	111.0
C13—C18—H18A	119.2	H52A—C52—H52B	109.0
C20—C19—C24	115.2 (3)	C52—C53—C54	103.5 (4)
C20—C19—Yb	114.8 (2)	C52—C53—H53A	111.1
C24—C19—Yb	127.0 (2)	C54—C53—H53A	111.1
C21—C20—C19	122.7 (3)	C52—C53—H53B	111.1
C21—C20—C25	119.2 (3)	C54—C53—H53B	111.1
C19—C20—C25	118.1 (3)	H53A—C53—H53B	109.0
C22—C21—C20	120.3 (3)	C53—C54—C55	104.4 (4)
C22—C21—H21A	119.8	C53—C54—H54A	110.9
C20—C21—H21A	119.8	C55—C54—H54A	110.9
C21—C22—C23	119.5 (3)	C53—C54—H54B	110.9
C21—C22—H22A	120.3	C55—C54—H54B	110.9
C23—C22—H22A	120.3	H54A—C54—H54B	108.9
C22—C23—C24	120.3 (3)	O51—C55—C54	106.3 (3)
C22—C23—H23A	119.8	O51—C55—H55A	110.5
C24—C23—H23A	119.8	C54—C55—H55A	110.5
C23—C24—C19	121.9 (3)	O51—C55—H55B	110.5
C23—C24—C31	119.0 (3)	C54—C55—H55B	110.5
C19—C24—C31	119.0 (3)	H55A—C55—H55B	108.7