metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

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Di-μ-hydroxido-κ4O:O-μ-tri­fluoro­methane­sulfonato-κ2O:O′-bis­­[(5,5′-di­methyl-2,2-bi­pyridine-κ2N,N′)(η5-penta­methyl­cyclo­penta­dien­yl)ytterbium(III)] tetra­phenyl­borate 5,5′-di­methyl-2,2-bi­pyridine

aChemistry Department and Chemical Sciences Division of Lawrence Berkeley National Laboratory, University of California, Berkeley, CA 94720, USA
*Correspondence e-mail: kazhdan@berkeley.edu

(Received 4 January 2008; accepted 24 January 2008; online 30 January 2008)

The title compound, [Yb2(CF3O3S)(C10H15)2(OH)2(C12H12N2)2](C24H20B)·C12H12N2, crystallizes as a half-sandwich complex with a bridging trifluoro­methane­sulfonate as well as two bridging hydroxide groups. The bound bipyridine ligands have N—C—C—N torsion angles of 13.1 (9) and −12.1 (8)°. The structure also contains an uncoordinated 5,5′-dimethyl-2,2′-bipyridine molecule with an N—C—C—N torsion angle of 169.5 (7)°. The triply bridged Yb centers are 3.5990 (4) Å apart. The Yb—N bond lengths are in the range 2.389 (6)–2.424 (5) Å.

Related literature

For related literature, see: Allen (2002[Allen, F. H. (2002). Acta Cryst. B58, 380-388.]); van Albada et al. (2005[Albada, G. A. van, Mutikainen, I., Turpeinen, U. & Reedijk, J. (2005). Acta Cryst. E61, m1411-m1412.]); Schultz et al. (2002[Schultz, M., Boncella, J. M., Berg, D. J., Tilley, T. D. & Andersen, R. A. (2002). Organometallics, 21, 460-472.]).

[Scheme 1]

Experimental

Crystal data
  • [Yb2(CF3O3S)(C10H15)2(OH)2(C12H12N2)2](C24H20B)·C12H12N2

  • Mr = 1671.57

  • Triclinic, [P \overline 1]

  • a = 13.0458 (8) Å

  • b = 13.7179 (9) Å

  • c = 23.3306 (15) Å

  • α = 87.215 (1)°

  • β = 86.669 (1)°

  • γ = 68.161 (1)°

  • V = 3867.4 (4) Å3

  • Z = 2

  • Mo Kα radiation

  • μ = 2.49 mm−1

  • T = 130 (1) K

  • 0.15 × 0.13 × 0.08 mm

Data collection
  • Bruker APEX diffractometer

  • Absorption correction: multi-scan (using intensity measurements; Blessing, 1995[Blessing, R. H. (1995). Acta Cryst. A51, 33-38.]) Tmin = 0.691, Tmax = 0.819

  • 20924 measured reflections

  • 15784 independent reflections

  • 9459 reflections with F2 > 3σ(F2)

  • Rint = 0.021

Refinement
  • R[F2 > 2σ(F2)] = 0.040

  • wR(F2) = 0.040

  • S = 1.39

  • 9459 reflections

  • 892 parameters

  • H-atom parameters constrained

  • Δρmax = 1.59 e Å−3

  • Δρmin = −2.03 e Å−3

Table 1
Selected geometric parameters (Å, °)

Cg1 and Cg2 are the centroids of the C1–C5 and C6–C10 rings, respectively.

Yb1—Yb2 3.5990 (4)
Yb1—O1 2.255 (4)
Yb1—O2 2.207 (4)
Yb1—O3 2.361 (4)
Yb1—N1 2.408 (5)
Yb1—N2 2.424 (5)
Yb1—Cg1 2.3750 (3)
Yb2—O1 2.295 (5)
Yb2—O2 2.214 (4)
Yb2—O4 2.332 (5)
Yb2—N3 2.408 (6)
Yb2—N4 2.389 (6)
Yb2—Cg2 2.3585 (3)
Yb1—O1—Yb2 104.5 (2)
Yb1—O2—Yb2 109.0 (2)

Data collection: SMART (Bruker, 2002[Bruker (2002). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2002[Bruker (2002). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SIR97 (Altomare et al., 1999[Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. & Spagna, R. (1999). J. Appl. Cryst. 32, 115-119.]); program(s) used to refine structure: TEXSAN (MSC/Rigaku, 1998[MSC/Rigaku (1998). TEXSAN. Version 1.10. MSC/Rigaku, The Woodlands, Texas, USA.]); molecular graphics: TEXSAN; software used to prepare material for publication: TEXSAN.

Supporting information


Comment top

The title compound, (I), is presented in Fig. 1, wherein, the cyclopentadienyl ligands represented by Cg1 and Cg2, are the centroids of the rings defined by C1—C5 and C6—C10, respectively. The two pyridine rings of the bipyridine (bpy) ligands are not coplanar; the torsion angles N—C—C—N are 12–13°. The Yb(III)-N distances of 2.389 (6)–2.424 (5) Å in (I) are not uncommon for neutral bpy bound to a Ytterbium center (Schultz et al., 2002). The trifluoromethanesulfonate anion is bridging. The uncoordinated 5,5'-dimethyl-2,2'-bipyridine is the second structure (van Albada et al., 2005) of uncoordinated 5,5'-dimethyl-2,2'-bipyridine in the Cambridge Structural Database (Allen, 2002).

Related literature top

For related literature, see: Allen (2002); van Albada et al. (2005); Schultz et al. (2002).

Experimental top

Impure NaBPh4 (1.00 g, 3.13 mmol) purchased from Aldrich was added to ([Cp*2Yb(5,5'-dimethyl-2,2'-bipyridine)][OTf] (1.16 g, 1.49 mmol) in the presence of 5,5'-dimethyl-2,2'-bipyridine (0.50 g, 2.71 mmol) in ether. The solution was stirred overnight and the ether was filtered off. The yellow residue was dissolved in dichloromethane, filtered, and then layered with pentane. After 3 days dark yellow crystals were obtained. Yield 0.86 g (77%).

Refinement top

All non-hydrogen atoms were refined anisotropically. Hydrogen atoms bonded to C-atoms were included in the refinements at geometrically idealized positions with C—H = 0.95 Å and Uiso = 1.2 times Ueq of the parent atoms. The hydrxyl H-atoms were located from a difference map and included in the refinements at those positions with Uiso = 1.2 times Ueq of the O-atoms. The final difference map showed residual electron denities in the close proximity of Yb atoms.

Computing details top

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT (Bruker, 2002); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: TEXSAN (MSC/Rigaku, 1998); molecular graphics: TEXSAN (MSC/Rigaku, 1998); software used to prepare material for publication: TEXSAN (MSC/Rigaku, 1998).

Figures top
[Figure 1] Fig. 1. A view of the title compound with displacement ellipsoids drawn at the 50% probability level; hydrogen atoms have been omitted for clarity.
Di-µ-hydroxido-κ4O:O-µ-trifluoromethanesulfonato-κ2O:O'-bis[(5,5'- dimethyl-2,2-bipyridine-κ2N,N')(η5– pentamethylcyclopentadienyl)ytterbium(III)] tetraphenylborate 5,5'-dimethyl-2,2-bipyridine top
Crystal data top
[Yb2(CF3O3S)(C10H15)2(OH)2(C12H12N2)2](C24H20B)·C12H12N2Z = 2
Mr = 1671.57F(000) = 1688.00
Triclinic, P1Dx = 1.435 Mg m3
Hall symbol: -P 1Melting point: 518 (with decomposition) K
a = 13.0458 (8) ÅMo Kα radiation, λ = 0.7107 Å
b = 13.7179 (9) ÅCell parameters from 4695 reflections
c = 23.3306 (15) Åθ = 2.4–24.8°
α = 87.215 (1)°µ = 2.49 mm1
β = 86.669 (1)°T = 130 K
γ = 68.161 (1)°Block, yellow
V = 3867.4 (4) Å30.15 × 0.13 × 0.08 mm
Data collection top
Bruker APEX
diffractometer
9459 reflections with F2 > 3σ(F2)
ω scansRint = 0.021
Absorption correction: multi-scan
(Blessing, 1995)
θmax = 26.4°
Tmin = 0.691, Tmax = 0.819h = 016
20924 measured reflectionsk = 1517
15784 independent reflectionsl = 2829
Refinement top
Refinement on FH-atom parameters constrained
R[F2 > 2σ(F2)] = 0.040 w = 1/[σ2(Fo) + 0.00022|Fo|2]
wR(F2) = 0.040(Δ/σ)max = 0.002
S = 1.39Δρmax = 1.59 e Å3
9459 reflectionsΔρmin = 2.03 e Å3
892 parameters
Crystal data top
[Yb2(CF3O3S)(C10H15)2(OH)2(C12H12N2)2](C24H20B)·C12H12N2γ = 68.161 (1)°
Mr = 1671.57V = 3867.4 (4) Å3
Triclinic, P1Z = 2
a = 13.0458 (8) ÅMo Kα radiation
b = 13.7179 (9) ŵ = 2.49 mm1
c = 23.3306 (15) ÅT = 130 K
α = 87.215 (1)°0.15 × 0.13 × 0.08 mm
β = 86.669 (1)°
Data collection top
Bruker APEX
diffractometer
15784 independent reflections
Absorption correction: multi-scan
(Blessing, 1995)
9459 reflections with F2 > 3σ(F2)
Tmin = 0.691, Tmax = 0.819Rint = 0.021
20924 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.040892 parameters
wR(F2) = 0.040H-atom parameters constrained
S = 1.39Δρmax = 1.59 e Å3
9459 reflectionsΔρmin = 2.03 e Å3
Special details top

Refinement. Refinement using reflections with F2 > 3.0 σ(F2). The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F2 > 3.0 σ(F2) is used only for calculating R-factor (gt).

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Yb10.70164 (2)0.49056 (2)0.66984 (1)0.0250 (1)
Yb20.80600 (2)0.69462 (2)0.69016 (1)0.01960 (9)
S10.6741 (1)0.6896 (2)0.56502 (7)0.0321 (5)
F10.6795 (4)0.6389 (4)0.4581 (2)0.069 (2)
F20.8393 (4)0.6074 (4)0.4912 (2)0.057 (2)
F30.7333 (4)0.7659 (4)0.4700 (2)0.070 (2)
O10.8570 (3)0.5154 (4)0.6904 (2)0.026 (1)
O20.6559 (3)0.6550 (3)0.6948 (2)0.023 (1)
O30.6775 (4)0.5851 (4)0.5810 (2)0.033 (1)
O40.7518 (4)0.7203 (4)0.5953 (2)0.031 (1)
O50.5672 (4)0.7675 (4)0.5602 (2)0.055 (2)
N10.6535 (4)0.4642 (4)0.7690 (2)0.024 (2)
N20.5035 (4)0.5468 (4)0.6893 (2)0.027 (2)
N30.7635 (4)0.7154 (4)0.7917 (2)0.022 (2)
N40.6725 (4)0.8647 (4)0.7116 (2)0.025 (2)
N50.4492 (5)0.7822 (5)0.7625 (3)0.039 (2)
N60.1947 (5)0.9558 (6)0.7027 (3)0.058 (3)
C10.7007 (6)0.2975 (6)0.6703 (3)0.032 (2)
C20.8129 (6)0.2807 (6)0.6790 (4)0.039 (2)
C30.8534 (7)0.3152 (6)0.6291 (4)0.048 (3)
C40.7716 (8)0.3504 (6)0.5889 (3)0.048 (3)
C50.6736 (7)0.3398 (7)0.6156 (4)0.049 (3)
C61.0124 (5)0.6507 (5)0.7130 (3)0.026 (2)
C71.0094 (5)0.6468 (5)0.6520 (3)0.025 (2)
C80.9562 (5)0.7504 (6)0.6314 (3)0.036 (2)
C90.9256 (5)0.8182 (6)0.6779 (4)0.038 (2)
C100.9611 (5)0.7561 (6)0.7283 (3)0.033 (2)
C110.6294 (7)0.2602 (7)0.7125 (4)0.055 (3)
C120.8793 (7)0.2231 (7)0.7285 (4)0.068 (3)
C130.9738 (8)0.3048 (8)0.6175 (6)0.096 (4)
C140.7870 (10)0.3800 (9)0.5268 (4)0.114 (5)
C150.5671 (10)0.3599 (8)0.5869 (5)0.095 (5)
C161.0650 (5)0.5600 (7)0.7532 (3)0.045 (3)
C171.0620 (6)0.5487 (7)0.6176 (4)0.051 (3)
C180.9452 (7)0.7837 (9)0.5681 (4)0.073 (4)
C190.8794 (7)0.9355 (7)0.6749 (5)0.086 (4)
C200.9583 (6)0.8002 (8)0.7858 (4)0.065 (3)
C210.7309 (5)0.4158 (6)0.8074 (3)0.029 (2)
C220.7101 (6)0.3799 (6)0.8621 (3)0.033 (2)
C230.5998 (6)0.4030 (6)0.8778 (3)0.036 (2)
C240.5188 (6)0.4562 (6)0.8410 (3)0.031 (2)
C250.5473 (5)0.4847 (5)0.7859 (3)0.025 (2)
C260.4645 (5)0.5410 (5)0.7435 (3)0.025 (2)
C270.3517 (6)0.5908 (6)0.7578 (3)0.031 (2)
C280.2812 (6)0.6459 (6)0.7163 (4)0.040 (3)
C290.3192 (6)0.6520 (6)0.6605 (3)0.038 (2)
C300.4317 (6)0.6014 (6)0.6494 (3)0.033 (2)
C310.8036 (7)0.3183 (6)0.8995 (3)0.048 (3)
C320.2455 (6)0.7120 (7)0.6133 (4)0.055 (3)
C330.8136 (5)0.6400 (5)0.8300 (3)0.026 (2)
C340.8072 (5)0.6517 (6)0.8883 (3)0.031 (2)
C350.7411 (6)0.7509 (6)0.9083 (3)0.032 (2)
C360.6838 (5)0.8293 (6)0.8700 (3)0.032 (2)
C370.6967 (5)0.8113 (5)0.8113 (3)0.025 (2)
C380.6377 (5)0.8902 (5)0.7662 (3)0.027 (2)
C390.5509 (6)0.9833 (6)0.7793 (3)0.035 (2)
C400.5011 (6)1.0516 (6)0.7352 (4)0.038 (2)
C410.5353 (6)1.0275 (6)0.6787 (3)0.035 (2)
C420.6210 (5)0.9328 (5)0.6695 (3)0.028 (2)
C430.8729 (6)0.5626 (6)0.9275 (3)0.039 (2)
C440.4817 (7)1.0988 (6)0.6284 (4)0.051 (3)
C450.4850 (6)0.7391 (6)0.8133 (4)0.039 (3)
C460.4236 (6)0.7606 (6)0.8655 (3)0.041 (3)
C470.3186 (8)0.8331 (8)0.8627 (4)0.061 (3)
C480.2765 (7)0.8790 (7)0.8107 (4)0.053 (3)
C490.3443 (6)0.8532 (6)0.7613 (4)0.038 (2)
C500.3040 (6)0.8982 (6)0.7049 (4)0.043 (3)
C510.3734 (7)0.8815 (7)0.6555 (4)0.052 (3)
C520.3297 (8)0.9247 (8)0.6025 (4)0.065 (4)
C530.2166 (8)0.9837 (7)0.5999 (4)0.064 (3)
C540.1563 (7)0.9950 (7)0.6507 (5)0.064 (3)
C550.4730 (7)0.7060 (7)0.9196 (4)0.058 (3)
C560.1637 (9)1.0264 (8)0.5443 (5)0.087 (4)
C570.2234 (5)0.2202 (6)0.9247 (3)0.026 (2)
C580.1245 (5)0.2877 (5)0.9514 (3)0.028 (2)
C590.0499 (6)0.2521 (7)0.9809 (3)0.038 (2)
C600.0699 (6)0.1457 (7)0.9850 (3)0.044 (3)
C610.1645 (6)0.0774 (6)0.9592 (3)0.044 (3)
C620.2392 (5)0.1137 (6)0.9298 (3)0.032 (2)
C630.2899 (5)0.3824 (5)0.9082 (3)0.023 (2)
C640.3516 (5)0.4014 (5)0.9507 (3)0.026 (2)
C650.3352 (6)0.5008 (6)0.9688 (3)0.031 (2)
C660.2551 (6)0.5878 (6)0.9450 (3)0.033 (2)
C670.1903 (6)0.5736 (6)0.9034 (3)0.035 (2)
C680.2085 (5)0.4723 (6)0.8861 (3)0.028 (2)
C690.4393 (5)0.1896 (5)0.8980 (3)0.023 (2)
C700.5256 (5)0.1871 (5)0.8590 (3)0.028 (2)
C710.6363 (5)0.1338 (6)0.8700 (3)0.033 (2)
C720.6659 (5)0.0811 (5)0.9224 (3)0.029 (2)
C730.5838 (6)0.0808 (6)0.9619 (3)0.035 (2)
C740.4730 (5)0.1345 (5)0.9499 (3)0.028 (2)
C750.2831 (5)0.2681 (5)0.8183 (3)0.024 (2)
C760.3178 (5)0.3285 (5)0.7773 (3)0.025 (2)
C770.2980 (6)0.3321 (6)0.7191 (3)0.033 (2)
C780.2408 (6)0.2754 (6)0.6998 (3)0.035 (2)
C790.2048 (6)0.2150 (6)0.7380 (3)0.040 (2)
C800.2258 (6)0.2116 (6)0.7963 (3)0.033 (2)
C810.7344 (7)0.6750 (8)0.4919 (3)0.049 (3)
B10.3097 (6)0.2631 (6)0.8869 (3)0.023 (2)
H10.90490.47180.70690.0370*
H20.58380.70740.69280.0370*
H30.66600.18740.72100.0665*
H40.56070.27170.69620.0665*
H50.61680.29820.74690.0665*
H60.83340.20240.75560.0820*
H70.90830.26760.74620.0820*
H80.93830.16250.71510.0820*
H91.00440.31050.65230.1148*
H101.01450.23850.60140.1148*
H110.97600.35920.59110.1148*
H120.84020.32170.50800.1368*
H130.81090.43740.52460.1368*
H140.71830.39960.50860.1368*
H150.57140.29830.56820.1138*
H160.50760.37800.61490.1138*
H170.55470.41600.55930.1138*
H181.08960.49660.73270.0540*
H191.01260.55770.78270.0540*
H201.12620.56790.76960.0540*
H211.07510.48850.64230.0609*
H221.01390.54830.58860.0609*
H231.13010.54750.60020.0609*
H240.87680.84050.56310.0876*
H251.00430.80510.55550.0876*
H260.94750.72610.54630.0876*
H270.81380.96090.69860.1033*
H280.93210.96120.68780.1033*
H290.86290.95900.63630.1033*
H300.97940.74470.81390.0783*
H310.88560.84780.79510.0783*
H321.00820.83600.78500.0783*
H330.80540.40510.79630.0342*
H340.58030.38150.91480.0430*
H350.44320.47370.85280.0373*
H360.32430.58630.79610.0366*
H370.20480.68040.72610.0478*
H380.46000.60530.61120.0399*
H390.80670.36070.92990.0574*
H400.87120.29740.87730.0574*
H410.79210.25770.91510.0574*
H420.28630.73840.58600.0657*
H430.18500.76890.62910.0657*
H440.21840.66670.59490.0657*
H450.85740.57280.81580.0312*
H460.73570.76420.94810.0389*
H470.63560.89560.88370.0388*
H480.52630.99940.81800.0415*
H490.44261.11610.74370.0453*
H500.64530.91450.63100.0331*
H510.89420.49820.90810.0472*
H520.82890.55990.96100.0472*
H530.93700.57330.93810.0472*
H540.50961.06330.59350.0615*
H550.40391.11680.63180.0615*
H560.49791.16080.62830.0615*
H570.55860.68930.81430.0470*
H580.27360.85220.89690.0735*
H590.20240.92750.80880.0633*
H600.45030.84170.65780.0614*
H610.37640.91390.56880.0775*
H620.07931.03460.64930.0771*
H630.54710.66030.91160.0701*
H640.43140.66630.93530.0701*
H650.47200.75650.94630.0701*
H660.19411.07470.52740.1039*
H670.17710.97030.51900.1039*
H680.08631.06130.55100.1039*
H690.10850.36120.94900.0338*
H700.01540.30080.99840.0454*
H710.01890.12061.00530.0524*
H720.17910.00410.96160.0522*
H730.30390.06400.91220.0387*
H740.40750.34300.96790.0308*
H750.37940.50910.99770.0372*
H760.24430.65630.95690.0392*
H770.13400.63250.88680.0421*
H780.16310.46420.85770.0332*
H790.50750.22380.82310.0341*
H800.69180.13320.84170.0394*
H810.74150.04600.93080.0349*
H820.60260.04390.99760.0421*
H830.41800.13350.97820.0341*
H840.35700.36920.78990.0297*
H850.32400.37390.69300.0394*
H860.22620.27800.66020.0420*
H870.16530.17520.72490.0483*
H880.20000.16890.82190.0399*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Yb10.0231 (2)0.0338 (2)0.0214 (2)0.0146 (2)0.0077 (1)0.0081 (2)
Yb20.0136 (2)0.0213 (2)0.0218 (2)0.0043 (1)0.0025 (1)0.0020 (1)
S10.028 (1)0.046 (1)0.0212 (10)0.0128 (9)0.0000 (8)0.0007 (9)
F10.090 (4)0.109 (5)0.027 (3)0.059 (4)0.009 (3)0.006 (3)
F20.060 (3)0.079 (4)0.038 (3)0.035 (3)0.021 (2)0.020 (3)
F30.116 (5)0.081 (4)0.030 (3)0.058 (4)0.001 (3)0.012 (3)
O10.035 (3)0.040 (3)0.019 (3)0.032 (3)0.007 (2)0.009 (2)
O20.013 (2)0.031 (3)0.022 (3)0.005 (2)0.002 (2)0.003 (2)
O30.039 (3)0.047 (3)0.021 (3)0.025 (3)0.003 (2)0.007 (2)
O40.031 (3)0.040 (3)0.027 (3)0.020 (2)0.003 (2)0.001 (2)
O50.031 (3)0.063 (4)0.057 (4)0.002 (3)0.008 (3)0.009 (3)
N10.019 (3)0.026 (3)0.027 (3)0.007 (3)0.001 (2)0.006 (3)
N20.027 (3)0.033 (4)0.027 (4)0.018 (3)0.003 (3)0.003 (3)
N30.016 (3)0.020 (3)0.031 (3)0.007 (3)0.001 (2)0.003 (3)
N40.019 (3)0.030 (4)0.027 (3)0.011 (3)0.003 (2)0.003 (3)
N50.033 (4)0.036 (4)0.052 (5)0.016 (3)0.001 (3)0.010 (4)
N60.037 (4)0.049 (5)0.079 (6)0.006 (4)0.005 (4)0.001 (4)
C10.037 (4)0.032 (5)0.030 (4)0.016 (4)0.013 (3)0.014 (3)
C20.039 (5)0.027 (5)0.051 (5)0.010 (4)0.006 (4)0.014 (4)
C30.056 (6)0.034 (5)0.058 (6)0.024 (5)0.026 (5)0.024 (4)
C40.085 (7)0.038 (5)0.024 (5)0.027 (5)0.019 (4)0.012 (4)
C50.055 (5)0.050 (6)0.050 (6)0.025 (5)0.006 (4)0.027 (4)
C60.016 (4)0.027 (4)0.033 (4)0.007 (3)0.000 (3)0.008 (3)
C70.015 (3)0.029 (4)0.030 (4)0.009 (3)0.008 (3)0.009 (3)
C80.015 (4)0.041 (5)0.048 (5)0.010 (4)0.005 (3)0.021 (4)
C90.017 (4)0.019 (4)0.079 (7)0.007 (3)0.001 (4)0.002 (4)
C100.023 (4)0.042 (5)0.042 (5)0.019 (4)0.005 (3)0.016 (4)
C110.059 (6)0.049 (6)0.068 (7)0.033 (5)0.017 (5)0.015 (5)
C120.058 (6)0.042 (6)0.086 (8)0.004 (5)0.002 (5)0.016 (5)
C130.054 (6)0.052 (7)0.18 (1)0.023 (6)0.061 (7)0.060 (7)
C140.22 (1)0.078 (8)0.050 (7)0.065 (9)0.066 (8)0.031 (6)
C150.13 (1)0.067 (8)0.096 (9)0.035 (7)0.046 (7)0.026 (6)
C160.019 (4)0.059 (6)0.052 (5)0.011 (4)0.005 (4)0.014 (5)
C170.038 (5)0.059 (6)0.060 (6)0.024 (5)0.025 (4)0.021 (5)
C180.045 (5)0.134 (10)0.056 (6)0.056 (6)0.013 (4)0.050 (6)
C190.048 (6)0.039 (6)0.18 (1)0.030 (5)0.005 (7)0.004 (7)
C200.039 (5)0.098 (8)0.081 (7)0.050 (5)0.020 (5)0.046 (6)
C210.022 (4)0.031 (4)0.034 (5)0.010 (3)0.002 (3)0.010 (4)
C220.046 (5)0.033 (5)0.021 (4)0.016 (4)0.005 (3)0.004 (3)
C230.052 (5)0.035 (5)0.023 (4)0.019 (4)0.001 (4)0.004 (3)
C240.036 (4)0.038 (5)0.026 (4)0.020 (4)0.009 (3)0.012 (3)
C250.024 (4)0.030 (4)0.025 (4)0.014 (3)0.010 (3)0.006 (3)
C260.026 (4)0.028 (4)0.026 (4)0.015 (3)0.004 (3)0.003 (3)
C270.025 (4)0.036 (5)0.034 (4)0.016 (4)0.010 (3)0.003 (4)
C280.020 (4)0.038 (5)0.067 (6)0.016 (4)0.002 (4)0.005 (4)
C290.027 (4)0.043 (5)0.052 (5)0.023 (4)0.008 (4)0.006 (4)
C300.036 (4)0.042 (5)0.030 (4)0.024 (4)0.006 (3)0.006 (4)
C310.059 (6)0.044 (6)0.043 (5)0.021 (5)0.005 (4)0.001 (4)
C320.044 (5)0.064 (6)0.070 (7)0.034 (5)0.026 (5)0.016 (5)
C330.019 (4)0.026 (4)0.034 (4)0.010 (3)0.002 (3)0.001 (3)
C340.022 (4)0.046 (5)0.027 (4)0.015 (4)0.001 (3)0.003 (4)
C350.032 (4)0.046 (5)0.021 (4)0.016 (4)0.002 (3)0.006 (4)
C360.029 (4)0.035 (5)0.033 (4)0.012 (4)0.004 (3)0.013 (4)
C370.021 (3)0.026 (4)0.032 (4)0.015 (3)0.004 (3)0.005 (3)
C380.018 (4)0.028 (4)0.038 (5)0.010 (3)0.001 (3)0.005 (3)
C390.026 (4)0.035 (5)0.040 (5)0.008 (4)0.004 (4)0.011 (4)
C400.031 (4)0.024 (4)0.049 (5)0.002 (4)0.006 (4)0.016 (4)
C410.024 (4)0.025 (4)0.053 (5)0.006 (3)0.008 (4)0.001 (4)
C420.021 (4)0.028 (4)0.030 (4)0.004 (3)0.002 (3)0.003 (3)
C430.043 (5)0.046 (5)0.026 (4)0.016 (4)0.004 (4)0.002 (4)
C440.043 (5)0.040 (5)0.057 (6)0.003 (4)0.009 (4)0.006 (4)
C450.031 (4)0.040 (5)0.052 (6)0.019 (4)0.005 (4)0.009 (4)
C460.039 (5)0.041 (5)0.048 (5)0.019 (4)0.003 (4)0.013 (4)
C470.056 (6)0.062 (7)0.059 (7)0.015 (5)0.021 (5)0.022 (5)
C480.042 (5)0.047 (6)0.061 (7)0.007 (4)0.008 (5)0.014 (5)
C490.028 (4)0.033 (5)0.054 (6)0.013 (4)0.001 (4)0.006 (4)
C500.026 (4)0.035 (5)0.064 (6)0.008 (4)0.006 (4)0.008 (4)
C510.039 (5)0.051 (6)0.067 (7)0.020 (5)0.001 (5)0.008 (5)
C520.053 (6)0.061 (7)0.083 (8)0.026 (5)0.008 (5)0.013 (6)
C530.066 (7)0.046 (6)0.068 (7)0.008 (5)0.011 (6)0.014 (5)
C540.039 (5)0.046 (6)0.097 (9)0.001 (5)0.013 (6)0.009 (6)
C550.061 (6)0.078 (7)0.047 (6)0.038 (6)0.001 (5)0.009 (5)
C560.104 (9)0.058 (7)0.092 (9)0.022 (7)0.027 (7)0.016 (6)
C570.024 (4)0.030 (4)0.021 (4)0.005 (3)0.010 (3)0.008 (3)
C580.027 (4)0.033 (4)0.023 (4)0.009 (3)0.004 (3)0.000 (3)
C590.026 (4)0.051 (6)0.031 (5)0.008 (4)0.002 (3)0.002 (4)
C600.036 (5)0.061 (6)0.040 (5)0.026 (5)0.002 (4)0.011 (4)
C610.044 (5)0.043 (5)0.049 (5)0.025 (4)0.004 (4)0.015 (4)
C620.021 (4)0.037 (5)0.032 (4)0.002 (3)0.003 (3)0.004 (4)
C630.022 (4)0.028 (4)0.020 (4)0.008 (3)0.004 (3)0.004 (3)
C640.021 (4)0.028 (4)0.023 (4)0.005 (3)0.002 (3)0.000 (3)
C650.035 (4)0.047 (5)0.019 (4)0.024 (4)0.001 (3)0.002 (4)
C660.041 (4)0.025 (4)0.035 (5)0.015 (4)0.010 (4)0.010 (4)
C670.035 (4)0.028 (5)0.030 (4)0.001 (4)0.004 (3)0.003 (4)
C680.027 (4)0.030 (4)0.020 (4)0.004 (3)0.006 (3)0.002 (3)
C690.023 (4)0.018 (4)0.024 (4)0.004 (3)0.002 (3)0.001 (3)
C700.031 (4)0.026 (4)0.026 (4)0.008 (3)0.003 (3)0.002 (3)
C710.022 (4)0.038 (5)0.041 (5)0.013 (4)0.002 (3)0.005 (4)
C720.022 (4)0.020 (4)0.044 (5)0.005 (3)0.012 (3)0.001 (3)
C730.035 (4)0.032 (5)0.033 (4)0.006 (4)0.004 (3)0.009 (4)
C740.022 (4)0.025 (4)0.030 (4)0.001 (3)0.000 (3)0.010 (3)
C750.017 (3)0.020 (4)0.028 (4)0.001 (3)0.003 (3)0.004 (3)
C760.022 (4)0.018 (4)0.028 (4)0.001 (3)0.001 (3)0.000 (3)
C770.027 (4)0.029 (5)0.030 (4)0.004 (3)0.005 (3)0.000 (3)
C780.036 (4)0.036 (5)0.021 (4)0.001 (4)0.000 (3)0.004 (4)
C790.036 (5)0.049 (5)0.037 (5)0.016 (4)0.009 (4)0.006 (4)
C800.030 (4)0.037 (5)0.029 (4)0.009 (4)0.002 (3)0.003 (4)
C810.057 (6)0.076 (7)0.023 (5)0.037 (6)0.001 (4)0.007 (5)
B10.023 (4)0.022 (5)0.020 (4)0.005 (4)0.001 (3)0.003 (3)
Geometric parameters (Å, º) top
Yb1—Yb23.5990 (4)C61—C621.382 (10)
Yb1—O12.255 (4)C63—C641.404 (9)
Yb1—O22.207 (4)C63—C681.393 (9)
Yb1—O32.361 (4)C63—B11.65 (1)
Yb1—N12.408 (5)C64—C651.384 (10)
Yb1—N22.424 (5)C65—C661.377 (10)
Yb1—C12.651 (7)C66—C671.39 (1)
Yb1—C22.704 (8)C67—C681.40 (1)
Yb1—C32.660 (8)C69—C701.398 (9)
Yb1—C42.635 (8)C69—C741.396 (9)
Yb1—C52.622 (8)C69—B11.645 (10)
Yb1—Cg12.3750 (3)C70—C711.386 (9)
Yb2—O12.295 (5)C71—C721.389 (10)
Yb2—O22.214 (4)C72—C731.370 (10)
Yb2—O42.332 (5)C73—C741.392 (9)
Yb2—N32.408 (6)C75—C761.397 (9)
Yb2—N42.389 (6)C75—C801.393 (10)
Yb2—C62.611 (6)C75—B11.656 (10)
Yb2—C72.598 (6)C76—C771.389 (10)
Yb2—C82.648 (7)C77—C781.367 (11)
Yb2—C92.698 (7)C78—C791.37 (1)
Yb2—C102.677 (7)C79—C801.398 (10)
Yb2—Cg22.3585 (3)O1—H10.791
S1—O31.450 (5)O2—H20.949
S1—O41.460 (5)C11—H30.948
S1—O51.410 (5)C11—H40.948
S1—C811.821 (8)C11—H50.949
F1—C811.324 (9)C12—H60.947
F2—C811.341 (10)C12—H70.951
F3—C811.319 (10)C12—H80.948
N1—C211.347 (8)C13—H90.949
N1—C251.342 (8)C13—H100.950
N2—C261.349 (8)C13—H110.950
N2—C301.351 (9)C14—H120.954
N3—C331.333 (8)C14—H130.942
N3—C371.361 (8)C14—H140.951
N4—C381.346 (9)C15—H150.948
N4—C421.347 (8)C15—H160.947
N5—C451.327 (10)C15—H170.951
N5—C491.355 (9)C16—H180.949
N6—C501.353 (9)C16—H190.947
N6—C541.34 (1)C16—H200.951
C1—C21.43 (1)C17—H210.950
C1—C51.39 (1)C17—H220.950
C1—C111.51 (1)C17—H230.950
C1—Cg11.188 (7)C18—H240.951
C2—C31.38 (1)C18—H250.947
C2—C121.49 (1)C18—H260.949
C2—Cg11.200 (9)C19—H270.951
C3—C41.39 (1)C19—H280.952
C3—C131.54 (1)C19—H290.947
C3—Cg11.181 (8)C20—H300.949
C4—C51.44 (1)C20—H310.951
C4—C141.51 (1)C20—H320.949
C4—Cg11.197 (8)C21—H330.951
C5—C151.51 (1)C23—H340.951
C5—Cg11.207 (8)C24—H350.951
C6—C71.424 (9)C27—H360.951
C6—C101.401 (10)C28—H370.950
C6—C161.494 (10)C30—H380.953
C6—Cg21.195 (7)C31—H390.949
C7—C81.406 (10)C31—H400.949
C7—C171.51 (1)C31—H410.950
C7—Cg21.210 (7)C32—H420.948
C8—C91.41 (1)C32—H430.948
C8—C181.53 (1)C32—H440.951
C8—Cg21.201 (8)C33—H450.951
C9—C101.41 (1)C35—H460.950
C9—C191.49 (1)C36—H470.951
C9—Cg21.204 (8)C39—H480.950
C10—C201.49 (1)C40—H490.950
C10—Cg21.189 (8)C42—H500.953
C21—C221.401 (9)C43—H510.949
C22—C231.38 (1)C43—H520.950
C22—C311.50 (1)C43—H530.949
C23—C241.367 (10)C44—H540.950
C24—C251.394 (9)C44—H550.947
C25—C261.474 (9)C44—H560.949
C26—C271.403 (9)C45—H570.951
C27—C281.37 (1)C47—H580.950
C28—C291.37 (1)C48—H590.950
C29—C301.389 (10)C51—H600.952
C29—C321.51 (1)C52—H610.953
C33—C341.368 (10)C54—H620.951
C34—C351.40 (1)C55—H630.950
C34—C431.51 (1)C55—H640.948
C35—C361.381 (10)C55—H650.950
C36—C371.394 (9)C56—H660.947
C37—C381.496 (9)C56—H670.947
C38—C391.384 (10)C56—H680.949
C39—C401.37 (1)C58—H690.951
C40—C411.38 (1)C59—H700.947
C41—C421.378 (10)C60—H710.950
C41—C441.52 (1)C61—H720.951
C45—C461.40 (1)C62—H730.951
C46—C471.37 (1)C64—H740.951
C46—C551.48 (1)C65—H750.952
C47—C481.39 (1)C66—H760.950
C48—C491.39 (1)C67—H770.952
C49—C501.46 (1)C68—H780.951
C50—C511.40 (1)C70—H790.952
C51—C521.40 (1)C71—H800.952
C52—C531.39 (1)C72—H810.950
C53—C541.37 (1)C73—H820.951
C53—C561.50 (1)C74—H830.950
C57—C581.407 (9)C76—H840.951
C57—C621.398 (10)C77—H850.951
C57—B11.652 (10)C78—H860.951
C58—C591.382 (10)C79—H870.950
C59—C601.38 (1)C80—H880.950
C60—C611.37 (1)
Yb1···Yb23.5990 (4)C16···C77iv3.54 (1)
Yb1···C12.651 (7)C18···C56iii3.57 (1)
Yb1···C22.704 (8)C23···C703.49 (1)
Yb1···C32.660 (8)C23···C713.56 (1)
Yb1···C42.635 (8)C23···C643.58 (1)
Yb1···C52.622 (8)C24···C643.501 (9)
Yb2···C62.611 (6)C25···C453.36 (1)
Yb2···C72.598 (6)C26···C453.34 (1)
Yb2···C82.648 (7)C27···C453.47 (1)
Yb2···C92.698 (7)C27···C493.57 (1)
Yb2···C102.677 (7)C28···C493.46 (1)
F1···C15i3.43 (1)C28···C503.58 (1)
F2···C17ii3.287 (9)C29···C513.48 (1)
F3···C56iii3.57 (1)C29···C503.52 (1)
O2···N53.012 (8)C32···C523.47 (1)
O2···C453.406 (10)C32···C513.53 (1)
O5···C523.18 (1)C32···C533.60 (1)
O5···C513.25 (1)C36···C453.60 (1)
N2···N53.540 (9)C37···C453.258 (9)
N3···C453.529 (9)C38···C453.470 (10)
N5···C263.291 (9)C39···C70v3.34 (1)
N5···C383.314 (9)C39···C71v3.52 (1)
N5···C273.325 (10)C41···C513.48 (1)
N5···C393.52 (1)C42···C513.58 (1)
C6···C28iv3.491 (9)C43···C58vi3.59 (1)
C7···C32iv3.568 (10)C44···C78v3.56 (1)
C16···C28iv3.49 (1)
Yb2—Yb1—O138.1 (1)N3—C37—C36120.2 (6)
Yb2—Yb1—O235.6 (1)N3—C37—C38115.7 (6)
Yb2—Yb1—O375.5 (1)C36—C37—C38124.1 (7)
Yb2—Yb1—N197.5 (1)N4—C38—C37115.3 (6)
Yb2—Yb1—N2112.9 (1)N4—C38—C39122.0 (7)
Yb2—Yb1—C1157.9 (2)C37—C38—C39122.7 (7)
Yb2—Yb1—C2127.4 (2)C38—C39—C40118.9 (7)
Yb2—Yb1—C3113.8 (2)C39—C40—C41120.8 (7)
Yb2—Yb1—C4125.3 (2)C40—C41—C42116.4 (7)
Yb2—Yb1—C5156.2 (2)C40—C41—C44123.2 (7)
Yb2—Yb1—Cg1140.09 (1)C42—C41—C44120.4 (8)
O1—Yb1—O271.5 (2)N4—C42—C41124.5 (7)
O1—Yb1—O395.5 (2)N5—C45—C46125.7 (8)
O1—Yb1—N193.7 (2)C45—C46—C47115.7 (8)
O1—Yb1—N2145.1 (2)C45—C46—C55120.8 (8)
O1—Yb1—C1120.0 (2)C47—C46—C55123.4 (8)
O1—Yb1—C289.2 (2)C46—C47—C48120.7 (8)
O1—Yb1—C380.0 (2)C47—C48—C49119.0 (8)
O1—Yb1—C4102.7 (2)N5—C49—C48121.9 (8)
O1—Yb1—C5131.0 (2)N5—C49—C50116.7 (7)
O1—Yb1—Cg1105.3 (1)C48—C49—C50121.4 (8)
O2—Yb1—O376.4 (2)N6—C50—C49116.6 (8)
O2—Yb1—N183.4 (2)N6—C50—C51120.8 (8)
O2—Yb1—N277.3 (2)C49—C50—C51122.6 (7)
O2—Yb1—C1158.7 (2)C50—C51—C52119.9 (8)
O2—Yb1—C2154.8 (2)C51—C52—C53119.2 (9)
O2—Yb1—C3149.2 (2)C52—C53—C54116.2 (9)
O2—Yb1—C4148.5 (2)C52—C53—C56121 (1)
O2—Yb1—C5153.9 (2)C54—C53—C56121.9 (10)
O2—Yb1—Cg1174.7 (1)N6—C54—C53126.7 (9)
O3—Yb1—N1153.8 (2)C58—C57—C62114.6 (6)
O3—Yb1—N292.0 (2)C58—C57—B1122.7 (6)
O3—Yb1—C1117.4 (2)C62—C57—B1122.6 (6)
O3—Yb1—C2122.9 (2)C57—C58—C59122.8 (7)
O3—Yb1—C395.4 (2)C58—C59—C60120.3 (7)
O3—Yb1—C473.4 (2)C59—C60—C61118.7 (7)
O3—Yb1—C587.0 (2)C60—C61—C62120.9 (8)
O3—Yb1—Cg199.9 (1)C57—C62—C61122.8 (7)
N1—Yb1—N267.0 (2)C64—C63—C68114.5 (6)
N1—Yb1—C178.2 (2)C64—C63—B1123.0 (6)
N1—Yb1—C281.7 (2)C68—C63—B1122.5 (6)
N1—Yb1—C3110.4 (2)C63—C64—C65123.4 (6)
N1—Yb1—C4128.1 (2)C64—C65—C66120.1 (7)
N1—Yb1—C5105.1 (2)C65—C66—C67119.1 (7)
N1—Yb1—Cg1101.2 (1)C66—C67—C68119.5 (7)
N2—Yb1—C185.7 (2)C63—C68—C67123.4 (7)
N2—Yb1—C2114.8 (2)C70—C69—C74114.7 (6)
N2—Yb1—C3133.2 (2)C70—C69—B1122.4 (6)
N2—Yb1—C4112.1 (3)C74—C69—B1122.5 (6)
N2—Yb1—C583.4 (2)C69—C70—C71123.1 (6)
N2—Yb1—Cg1106.9 (1)C70—C71—C72120.2 (6)
C1—Yb1—C230.9 (2)C71—C72—C73118.5 (6)
C1—Yb1—C350.2 (2)C72—C73—C74120.5 (6)
C1—Yb1—C450.9 (2)C69—C74—C73123.0 (6)
C1—Yb1—C530.5 (2)C76—C75—C80114.6 (6)
C1—Yb1—Cg126.6 (1)C76—C75—B1122.6 (6)
C2—Yb1—C329.8 (2)C80—C75—B1122.8 (6)
C2—Yb1—C450.3 (3)C75—C76—C77123.6 (7)
C2—Yb1—C550.9 (3)C76—C77—C78119.7 (7)
C2—Yb1—Cg126.3 (2)C77—C78—C79119.0 (7)
C3—Yb1—C430.4 (3)C78—C79—C80120.7 (7)
C3—Yb1—C551.1 (3)C75—C80—C79122.5 (7)
C3—Yb1—Cg126.4 (2)S1—C81—F1111.4 (6)
C4—Yb1—C531.8 (3)S1—C81—F2110.7 (5)
C4—Yb1—Cg127.0 (2)S1—C81—F3111.1 (7)
C5—Yb1—Cg127.4 (2)F1—C81—F2107.5 (8)
Yb1—Yb2—O137.3 (1)F1—C81—F3108.1 (7)
Yb1—Yb2—O235.5 (1)F2—C81—F3107.8 (7)
Yb1—Yb2—O475.7 (1)Yb1—Cg1—C189.8 (3)
Yb1—Yb2—N398.2 (1)Yb1—Cg1—C292.3 (4)
Yb1—Yb2—N4116.7 (1)Yb1—Cg1—C390.4 (4)
Yb1—Yb2—C6121.5 (2)Yb1—Cg1—C488.7 (4)
Yb1—Yb2—C7113.0 (2)Yb1—Cg1—C587.8 (4)
Yb1—Yb2—C8131.9 (2)C1—Cg1—C273.3 (5)
Yb1—Yb2—C9162.4 (2)C1—Cg1—C3144.1 (6)
Yb1—Yb2—C10150.0 (2)C1—Cg1—C4144.4 (6)
Yb1—Yb2—Cg2140.08 (1)C1—Cg1—C570.8 (5)
O1—Yb2—O270.7 (2)C2—Cg1—C370.9 (6)
O1—Yb2—O494.6 (2)C2—Cg1—C4142.3 (6)
O1—Yb2—N397.0 (2)C2—Cg1—C5144.1 (6)
O1—Yb2—N4150.1 (2)C3—Cg1—C471.5 (6)
O1—Yb2—C684.2 (2)C3—Cg1—C5145.1 (6)
O1—Yb2—C781.8 (2)C4—Cg1—C573.6 (6)
O1—Yb2—C8110.0 (2)Yb2—Cg2—C688.2 (3)
O1—Yb2—C9131.8 (2)Yb2—Cg2—C787.2 (3)
O1—Yb2—C10113.4 (2)Yb2—Cg2—C890.1 (3)
O1—Yb2—Cg2105.4 (1)Yb2—Cg2—C992.7 (3)
O2—Yb2—O477.1 (1)Yb2—Cg2—C1091.9 (3)
O2—Yb2—N381.8 (2)C6—Cg2—C772.6 (5)
O2—Yb2—N481.5 (2)C6—Cg2—C8143.9 (5)
O2—Yb2—C6151.0 (2)C6—Cg2—C9144.3 (6)
O2—Yb2—C7147.7 (2)C6—Cg2—C1072.0 (5)
O2—Yb2—C8151.4 (2)C7—Cg2—C871.3 (5)
O2—Yb2—C9157.2 (2)C7—Cg2—C9143.1 (6)
O2—Yb2—C10157.1 (2)C7—Cg2—C10144.6 (5)
O2—Yb2—Cg2175.4 (1)C8—Cg2—C971.8 (5)
O4—Yb2—N3151.0 (2)C8—Cg2—C10144.1 (6)
O4—Yb2—N489.3 (2)C9—Cg2—C1072.3 (5)
O4—Yb2—C6120.3 (2)C57—B1—C63108.5 (5)
O4—Yb2—C788.9 (2)C57—B1—C69111.9 (5)
O4—Yb2—C874.3 (2)C57—B1—C75108.7 (6)
O4—Yb2—C994.6 (2)C63—B1—C69107.0 (5)
O4—Yb2—C10123.4 (2)C63—B1—C75109.7 (5)
O4—Yb2—Cg2101.1 (1)C69—B1—C75110.9 (5)
N3—Yb2—N467.8 (2)Yb1—O1—H1121.540
N3—Yb2—C687.3 (2)Yb2—O1—H1128.794
N3—Yb2—C7119.1 (2)Yb1—O2—H2124.632
N3—Yb2—C8125.3 (2)Yb2—O2—H2122.142
N3—Yb2—C997.3 (2)C1—C11—H3109.167
N3—Yb2—C1075.4 (2)C1—C11—H4109.215
N3—Yb2—Cg2101.3 (1)C1—C11—H5109.165
N4—Yb2—C6119.0 (2)H3—C11—H4109.783
N4—Yb2—C7128.0 (2)H3—C11—H5109.734
N4—Yb2—C899.6 (2)H4—C11—H5109.759
N4—Yb2—C977.2 (2)C2—C12—H6109.364
N4—Yb2—C1088.4 (2)C2—C12—H7109.062
N4—Yb2—Cg2102.9 (1)C2—C12—H8109.305
C6—Yb2—C731.7 (2)H6—C12—H7109.628
C6—Yb2—C851.3 (2)H6—C12—H8109.887
C6—Yb2—C950.9 (2)H7—C12—H8109.578
C6—Yb2—C1030.7 (2)C3—C13—H9109.411
C6—Yb2—Cg227.2 (1)C3—C13—H10109.362
C7—Yb2—C831.1 (2)C3—C13—H11109.458
C7—Yb2—C951.2 (2)H9—C13—H10109.590
C7—Yb2—C1051.3 (2)H9—C13—H11109.557
C7—Yb2—Cg227.7 (2)H10—C13—H11109.448
C8—Yb2—C930.6 (2)C4—C14—H12110.000
C8—Yb2—C1050.6 (2)C4—C14—H13109.703
C8—Yb2—Cg227.0 (2)C4—C14—H14109.135
C9—Yb2—C1030.5 (2)H12—C14—H13109.867
C9—Yb2—Cg226.5 (2)H12—C14—H14109.049
C10—Yb2—Cg226.4 (2)H13—C14—H14109.000
O3—S1—O4113.4 (3)C5—C15—H15109.284
O3—S1—O5115.4 (3)C5—C15—H16109.316
O3—S1—C81103.5 (4)C5—C15—H17109.089
O4—S1—O5115.5 (3)H15—C15—H16109.915
O4—S1—C81102.1 (3)H15—C15—H17109.546
O5—S1—C81104.6 (4)H16—C15—H17109.672
Yb1—O1—Yb2104.5 (2)C6—C16—H18109.371
Yb1—O2—Yb2109.0 (2)C6—C16—H19109.379
Yb1—O3—S1132.4 (3)C6—C16—H20109.227
Yb2—O4—S1132.6 (3)H18—C16—H19109.773
Yb1—N1—C21121.5 (4)H18—C16—H20109.474
Yb1—N1—C25120.3 (4)H19—C16—H20109.601
C21—N1—C25117.5 (6)C7—C17—H21109.431
Yb1—N2—C26119.4 (4)C7—C17—H22109.458
Yb1—N2—C30121.0 (4)C7—C17—H23109.427
C26—N2—C30118.5 (6)H21—C17—H22109.507
Yb2—N3—C33122.0 (5)H21—C17—H23109.479
Yb2—N3—C37119.1 (4)H22—C17—H23109.524
C33—N3—C37118.3 (6)C8—C18—H24109.203
Yb2—N4—C38120.9 (5)C8—C18—H25109.365
Yb2—N4—C42121.2 (5)C8—C18—H26109.271
C38—N4—C42117.5 (6)H24—C18—H25109.666
C45—N5—C49116.9 (7)H24—C18—H26109.522
C50—N6—C54117.1 (8)H25—C18—H26109.798
Yb1—C1—C276.6 (4)C9—C19—H27109.391
Yb1—C1—C573.6 (4)C9—C19—H28109.384
Yb1—C1—C11122.9 (5)C9—C19—H29109.613
Yb1—C1—Cg163.6 (3)H27—C19—H28109.241
C2—C1—C5109.0 (7)H27—C19—H29109.664
C2—C1—C11123.5 (7)H28—C19—H29109.534
C2—C1—Cg153.7 (4)C10—C20—H30109.492
C5—C1—C11126.9 (8)C10—C20—H31109.366
C5—C1—Cg155.3 (5)C10—C20—H32109.468
C11—C1—Cg1173.1 (7)H30—C20—H31109.459
Yb1—C2—C172.5 (4)H30—C20—H32109.606
Yb1—C2—C373.3 (5)H31—C20—H32109.437
Yb1—C2—C12125.6 (6)N1—C21—H33117.703
Yb1—C2—Cg161.4 (3)C22—C21—H33117.715
C1—C2—C3106.9 (7)C22—C23—H34119.482
C1—C2—C12126.8 (8)C24—C23—H34119.511
C1—C2—Cg152.9 (4)C23—C24—H35120.214
C3—C2—C12125.9 (8)C25—C24—H35120.294
C3—C2—Cg153.9 (5)C26—C27—H36120.325
C12—C2—Cg1173.0 (8)C28—C27—H36120.143
Yb1—C3—C276.9 (5)C27—C28—H37119.492
Yb1—C3—C473.8 (5)C29—C28—H37119.318
Yb1—C3—C13121.2 (5)N2—C30—H38118.164
Yb1—C3—Cg163.2 (3)C29—C30—H38117.829
C2—C3—C4110.0 (7)C22—C31—H39109.386
C2—C3—C13124.6 (9)C22—C31—H40109.420
C2—C3—Cg155.2 (5)C22—C31—H41109.335
C4—C3—C13125.0 (9)H39—C31—H40109.645
C4—C3—Cg154.8 (5)H39—C31—H41109.525
C13—C3—Cg1175.6 (8)H40—C31—H41109.515
Yb1—C4—C375.8 (5)C29—C32—H42109.376
Yb1—C4—C573.6 (4)C29—C32—H43109.447
Yb1—C4—C14122.6 (6)C29—C32—H44109.149
Yb1—C4—Cg164.3 (3)H42—C32—H43109.803
C3—C4—C5107.2 (7)H42—C32—H44109.524
C3—C4—C14126.6 (10)H43—C32—H44109.525
C3—C4—Cg153.7 (5)N3—C33—H45117.409
C5—C4—C14126.2 (9)C34—C33—H45117.229
C5—C4—Cg153.5 (5)C34—C35—H46120.014
C14—C4—Cg1173.0 (8)C36—C35—H46120.237
Yb1—C5—C175.9 (4)C35—C36—H47119.943
Yb1—C5—C474.6 (5)C37—C36—H47120.169
Yb1—C5—C15120.4 (6)C38—C39—H48120.540
Yb1—C5—Cg164.9 (3)C40—C39—H48120.576
C1—C5—C4106.9 (7)C39—C40—H49119.541
C1—C5—C15126.9 (9)C41—C40—H49119.676
C1—C5—Cg154.0 (5)N4—C42—H50117.842
C4—C5—C15126.0 (9)C41—C42—H50117.695
C4—C5—Cg152.9 (5)C34—C43—H51109.468
C15—C5—Cg1174.8 (8)C34—C43—H52109.352
Yb2—C6—C773.6 (4)C34—C43—H53109.424
Yb2—C6—C1077.2 (4)H51—C43—H52109.498
Yb2—C6—C16117.5 (4)H51—C43—H53109.592
Yb2—C6—Cg264.5 (3)H52—C43—H53109.493
C7—C6—C10108.0 (6)C41—C44—H54109.206
C7—C6—C16126.4 (7)C41—C44—H55109.348
C7—C6—Cg254.2 (4)C41—C44—H56109.230
C10—C6—C16125.5 (7)H54—C44—H55109.699
C10—C6—Cg253.8 (4)H54—C44—H56109.574
C16—C6—Cg2177.9 (6)H55—C44—H56109.767
Yb2—C7—C674.6 (4)N5—C45—H57117.152
Yb2—C7—C876.4 (4)C46—C45—H57117.165
Yb2—C7—C17117.8 (4)C46—C47—H58119.674
Yb2—C7—Cg265.1 (3)C48—C47—H58119.577
C6—C7—C8107.2 (6)C47—C48—H59120.534
C6—C7—C17125.0 (7)C49—C48—H59120.433
C6—C7—Cg253.2 (4)C50—C51—H60120.009
C8—C7—C17127.6 (7)C52—C51—H60120.063
C8—C7—Cg254.0 (4)C51—C52—H61120.157
C17—C7—Cg2176.6 (6)C53—C52—H61120.656
Yb2—C8—C772.5 (4)N6—C54—H62116.848
Yb2—C8—C976.7 (4)C53—C54—H62116.441
Yb2—C8—C18121.9 (5)C46—C55—H63109.214
Yb2—C8—Cg263.0 (3)C46—C55—H64109.455
C7—C8—C9108.9 (7)C46—C55—H65109.231
C7—C8—C18124.1 (8)H63—C55—H64109.712
C7—C8—Cg254.6 (4)H63—C55—H65109.518
C9—C8—C18126.7 (8)H64—C55—H65109.695
C9—C8—Cg254.2 (5)C53—C56—H66109.093
C18—C8—Cg2174.9 (6)C53—C56—H67109.227
Yb2—C9—C872.8 (4)C53—C56—H68109.036
Yb2—C9—C1073.9 (4)H66—C56—H67109.917
Yb2—C9—C19125.5 (5)H66—C56—H68109.781
Yb2—C9—Cg260.8 (3)H67—C56—H68109.766
C8—C9—C10107.4 (7)C57—C58—H69118.639
C8—C9—C19126.9 (9)C59—C58—H69118.541
C8—C9—Cg254.0 (4)C58—C59—H70120.060
C10—C9—C19125.2 (9)C60—C59—H70119.669
C10—C9—Cg253.4 (4)C59—C60—H71120.611
C19—C9—Cg2173.5 (7)C61—C60—H71120.712
Yb2—C10—C672.1 (4)C60—C61—H72119.646
Yb2—C10—C975.6 (4)C62—C61—H72119.500
Yb2—C10—C20125.2 (5)C57—C62—H73118.530
Yb2—C10—Cg261.7 (3)C61—C62—H73118.653
C6—C10—C9108.5 (7)C63—C64—H74118.309
C6—C10—C20127.4 (8)C65—C64—H74118.285
C6—C10—Cg254.2 (4)C64—C65—H75119.870
C9—C10—C20123.6 (8)C66—C65—H75120.014
C9—C10—Cg254.3 (5)C65—C66—H76120.419
C20—C10—Cg2172.9 (7)C67—C66—H76120.507
N1—C21—C22124.6 (6)C66—C67—H77120.262
C21—C22—C23115.8 (7)C68—C67—H77120.238
C21—C22—C31120.3 (7)C63—C68—H78118.264
C23—C22—C31124.0 (7)C67—C68—H78118.335
C22—C23—C24121.0 (7)C69—C70—H79118.484
C23—C24—C25119.5 (6)C71—C70—H79118.434
N1—C25—C24121.5 (6)C70—C71—H80119.908
N1—C25—C26115.8 (6)C72—C71—H80119.917
C24—C25—C26122.7 (6)C71—C72—H81120.599
N2—C26—C25116.2 (6)C73—C72—H81120.888
N2—C26—C27120.4 (6)C72—C73—H82119.666
C25—C26—C27123.4 (6)C74—C73—H82119.810
C26—C27—C28119.5 (7)C69—C74—H83118.579
C27—C28—C29121.2 (7)C73—C74—H83118.435
C28—C29—C30116.4 (7)C75—C76—H84118.169
C28—C29—C32122.9 (7)C77—C76—H84118.232
C30—C29—C32120.6 (7)C76—C77—H85120.041
N2—C30—C29124.0 (7)C78—C77—H85120.279
N3—C33—C34125.4 (7)C77—C78—H86120.272
C33—C34—C35116.4 (7)C79—C78—H86120.772
C33—C34—C43120.6 (7)C78—C79—H87119.632
C35—C34—C43123.0 (7)C80—C79—H87119.680
C34—C35—C36119.7 (7)C75—C80—H88118.663
C35—C36—C37119.9 (7)C79—C80—H88118.869
N1—C25—C26—N213.1 (9)N5—C49—C50—N6169.5 (7)
N3—C37—C38—N412.1 (8)
Symmetry codes: (i) x+1, y+1, z+1; (ii) x+2, y+1, z+1; (iii) x+1, y+2, z+1; (iv) x+1, y, z; (v) x, y+1, z; (vi) x+1, y+1, z+2.

Experimental details

Crystal data
Chemical formula[Yb2(CF3O3S)(C10H15)2(OH)2(C12H12N2)2](C24H20B)·C12H12N2
Mr1671.57
Crystal system, space groupTriclinic, P1
Temperature (K)130
a, b, c (Å)13.0458 (8), 13.7179 (9), 23.3306 (15)
α, β, γ (°)87.215 (1), 86.669 (1), 68.161 (1)
V3)3867.4 (4)
Z2
Radiation typeMo Kα
µ (mm1)2.49
Crystal size (mm)0.15 × 0.13 × 0.08
Data collection
DiffractometerBruker APEX
diffractometer
Absorption correctionMulti-scan
(Blessing, 1995)
Tmin, Tmax0.691, 0.819
No. of measured, independent and
observed [F2 > 3σ(F2)] reflections
20924, 15784, 9459
Rint0.021
(sin θ/λ)max1)0.625
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.040, 0.040, 1.39
No. of reflections9459
No. of parameters892
No. of restraints?
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)1.59, 2.03

Computer programs: SMART (Bruker, 2002), SAINT (Bruker, 2002), SIR97 (Altomare et al., 1999), TEXSAN (MSC/Rigaku, 1998).

Selected geometric parameters (Å, º) top
Yb1—Yb23.5990 (4)Yb2—O12.295 (5)
Yb1—O12.255 (4)Yb2—O22.214 (4)
Yb1—O22.207 (4)Yb2—O42.332 (5)
Yb1—O32.361 (4)Yb2—N32.408 (6)
Yb1—N12.408 (5)Yb2—N42.389 (6)
Yb1—N22.424 (5)Yb2—Cg22.3585 (3)
Yb1—Cg12.3750 (3)
Yb1—O1—Yb2104.5 (2)Yb1—O2—Yb2109.0 (2)
 

Acknowledgements

This work was supported by the Director, Office of Energy Research, Office of Basic Energy Sciences, Chemical Sciences Division, US Department of Energy, under contract No. DE-AC03-76SF0098. I thank Professor Richard A. Andersen (UC Berkeley) and Dr Fred Hollander (CHEXRAY, the UC Berkeley X-ray facility).

References

First citationAlbada, G. A. van, Mutikainen, I., Turpeinen, U. & Reedijk, J. (2005). Acta Cryst. E61, m1411–m1412.  Web of Science CSD CrossRef IUCr Journals
First citationAllen, F. H. (2002). Acta Cryst. B58, 380–388.  Web of Science CrossRef CAS IUCr Journals
First citationAltomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. & Spagna, R. (1999). J. Appl. Cryst. 32, 115–119.  Web of Science CrossRef CAS IUCr Journals
First citationBlessing, R. H. (1995). Acta Cryst. A51, 33–38.  CrossRef CAS Web of Science IUCr Journals
First citationBruker (2002). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
First citationMSC/Rigaku (1998). TEXSAN. Version 1.10. MSC/Rigaku, The Woodlands, Texas, USA.
First citationSchultz, M., Boncella, J. M., Berg, D. J., Tilley, T. D. & Andersen, R. A. (2002). Organometallics, 21, 460–472.  Web of Science CSD CrossRef CAS

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