Di-μ-iodido-bis­[(diethyl ether-κO)(η5-1,3-di-tert-butyl­cyclo­penta­dien­yl)ytterbium(II)]

Schultz, M.

doi:10.1107/S1600536807066871

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 1| January 2008| Page m232

https://doi.org/10.1107/S1600536807066871

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Di-μ-iodido-bis[(diethyl ether-κO)(η⁵-1,3-di-tert-butylcyclopentadienyl)ytterbium(II)]

Madeleine Schultz ^a ^*

^aSchool of Physical and Chemical Sciences, Queensland University of Technology, Brisbane, Queensland 4001, Australia
^*Correspondence e-mail: madeleine.schultz@qut.edu.au

(Received 30 November 2007; accepted 14 December 2007; online 21 December 2007)

The half-sandwich title compound, [Yb₂(C₁₃H₂₁)₂I₂(C₄H₁₀O)₂], crystallizes as a centrosymmetric dimer. The Yb atom is coordinated in a three-legged piano-stool geometry by a cyclopentadienyl ring, two I anions and the O atom of a diethyl ether molecule. The central Yb₂I₂ core is an approximate square.

Related literature

For related structures, see: Constantine et al. (1996 ); Trifonov et al. (2003 ). For related chemistry, see: Schultz et al. (2000 ); Schumann et al. (1993 ).

Experimental

Crystal data

[Yb₂(C₁₃H₂₁)₂I₂(C₄H₁₀O)₂]
M_r = 1102.72
Monoclinic, P 2₁ /n
a = 13.7190 (3) Å
b = 11.1690 (1) Å
c = 14.4440 (3) Å
β = 112.800 (1)°
V = 2040.28 (6) Å³
Z = 2
Mo Kα radiation
μ = 6.10 mm⁻¹
T = 160 K
0.40 × 0.30 × 0.15 mm

Data collection

Bruker SMART 1K CCD diffractometer
Absorption correction: multi-scan (XPREP; Sheldrick, 1995 ) T_min = 0.192, T_max = 0.401
8321 measured reflections
2928 independent reflections
2679 reflections with I > 2σ(I)
R_int = 0.033
θ_max = 23.3°

Refinement

R[F² > 2σ(F²)] = 0.026
wR(F²) = 0.059
S = 1.09
2928 reflections
181 parameters
H-atom parameters constrained
Δρ_max = 0.92 e Å⁻³
Δρ_min = −1.11 e Å⁻³

Table 1
Selected geometric parameters (Å, °)

Cp is the calculated centroid of atoms C1–C5.

Yb1—Cp	2.37
Yb1—O1	2.387 (5)
Yb1—I1	3.0848 (4)
Yb1—I1ⁱ	3.0961 (5)

I1—Yb1—Cp	127
O1—Yb1—Cp	124
I1—Yb1—Cpⁱ	115
O1—Yb1—I1	96.34 (11)
O1—Yb1—I1ⁱ	97.98 (13)
I1—Yb1—I1ⁱ	88.78 (1)
Yb1—I1—Yb1ⁱ	91.22 (1)
Symmetry code: (i) -x+2, -y+1, -z+1.

Data collection: SMART (Siemens, 1995 ); cell refinement: SAINT (Siemens, 1995); data reduction: SAINT; program(s) used to solve structure: SIR92 (Altomare et al., 1994 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997 ); molecular graphics: XP in SHELXTL (Sheldrick, 1998 ); software used to prepare material for publication: SHELXL97.

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S1600536807066871/tk2232sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536807066871/tk2232Isup2.hkl

checkCIF report

Comment top

The title compound (I) was formed in an attempt to prepare the metallocene of the substituted cyclopentadienyl ligand by stirring one equivalent of the magnesocene (η⁵-1,3-(Me₃C)₂C₅H₃)₂Mg with YbI₂ in diethyl ether. The reaction can also be performed using half an equivalent of magnesocene. The inital yellow-green slurry forms a deep green solution after stirring for two hours at room temperature. The green color has previously been associated with formation of an ytterbocene. However, upon filtration a thermochroic solution results that is bright-green below -30°C but becomes orange-brown upon warming to room temperature. The bright-orange crystals that form at low temperature do not redissolve in diethyl ether and are insoluble in hydrocarbon solvents. Use of THF as solvent for the reaction leads to transfer of two cyclopentadienide rings to the metal and formation of the known THF adduct [1,3-(Me₃C)₂C₅H₃]₂Yb(THF) (Schumann et al., 1993).

The structure of (I) is centrosymmetric about a square Yb₂I₂ core, Fig. 1 & Table 1. There is gross thermal motion in one ethyl group of the diethyl ether ligand, affecting the thermal parameters of C(14) in particular, but this does not adversely impact the quality of the core of the structure. The distances and angles fall within normal ranges for Yb(II) in 6-coordination. (Schultz et al., 2000)

The structure is similar to those of the published dimers {(Me₅C₅)Yb(THF)₂-µ-I}₂, {(Me₅C₅)Yb(dme)-µ-I}₂, (Constantine et al., 1996) and {[Me₄[SiMe₂NH(CMe₃)]C₅]Yb(THF)₂-µ-I}₂ (Trifonov et al., 2003), in which the Yb(II) is 7-coordinate.

Related literature top

For related structures, see Constantine et al. (1996); Trifonov et al. (2003). For related chemistry, see: Schultz et al. (2000); Schumann et al. (1993).

Experimental top

The magnesocene [1,3-(Me₃C)₂C₅H₃]₂Mg (0.5 g, 1.3 mmol) was weighed into a round-bottomed flask equipped with a magnetic stirrer bar. YbI₂ (0.56 g, 1.3 mmol) was added under a flow of N₂. Et₂O was added and the slurry was stirred at room temperature. After 1 h, the solution was green in color. After 3 h, the solution was filtered off the grey solid which appeared to contain unreacted magnesocene by ¹H NMR spectroscopy. The volume of the green solution was reduced under reduced pressure; the solid that was deposited on the sides of the flask during this procedure was orange. Cooling to -40°C resulted in the formation of clear orange crystals which were insoluble in OEt₂, hot toluene or C₆D₆. The crystals turn brown at 130°C, and black at 230°C, but do not melt to 330°C. Analysis. Found: C 38.2, H 5.96%. C₁₇H₃₁IOYb requires C 37.0, H 5.67%. The insolubility of the dimer prevented recrystallization or the obtention of an NMR spectrum. Sublimation of the dimer did not lead to the formation of the ytterbocene. The ether adduct of magnesium iodide can be obtained as a first crop of colorless crystals from the mother liquor before crystallization of the orange product, and unreacted [1,3-(Me₃C)₂C₅H₃]₂Mg can be crystallized from the mother liquor after all of the product has crystallized from the solution.

Structure description top

For related structures, see Constantine et al. (1996); Trifonov et al. (2003). For related chemistry, see: Schultz et al. (2000); Schumann et al. (1993).

Computing details top

Data collection: SMART (Siemens, 1995); cell refinement: XPREP (Sheldrick, 1995); data reduction: SAINT (Siemens, 1995); program(s) used to solve structure: SIR92 (Altomare et al., 1994); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP in SHELXTL (Sheldrick, 1998); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997).

Figures top

Fig. 1. A view of the dimer (I) showing the atom labelling scheme. Hydrogen atoms have been omitted for clarity and displacement ellipsoids are drawn at the 50% probability level. Symmetry operation i: -x + 2, -y + 1, -z + 1.

Di-µ-iodido-bis[(diethyl ether-κO)(η⁵-1,3-di-tert-butylcyclopentadienyl)ytterbium(II)] top

Crystal data top

[Yb₂(C₁₃H₂₁)₂I₂(C₄H₁₀O)₂]	F(000) = 1056
M_r = 1102.72	D_x = 1.795 Mg m⁻³
Monoclinic, P2₁/n	Melting point: 330 K
Hall symbol: -P 2yn	Mo Kα radiation, λ = 0.71073 Å
a = 13.7190 (3) Å	Cell parameters from 6017 reflections
b = 11.1690 (1) Å	θ = 2.0–23.3°
c = 14.4440 (3) Å	µ = 6.10 mm⁻¹
β = 112.800 (1)°	T = 160 K
V = 2040.28 (6) Å³	Plate-like, orange
Z = 2	0.40 × 0.30 × 0.15 mm

Data collection top

Bruker SMART 1K CCD diffractometer	2928 independent reflections
Radiation source: fine-focus sealed tube	2679 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.033
ω scans	θ_max = 23.3°, θ_min = 1.7°
Absorption correction: multi-scan (XPREP; Sheldrick, 1995)	h = −15→15
T_min = 0.192, T_max = 0.401	k = −12→7
8321 measured reflections	l = −15→16

Refinement top

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)] = 0.026	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.059	H-atom parameters constrained
S = 1.09	w = 1/[σ²(F_o²) + (0.0144P)² + 9.3362P] where P = (F_o² + 2F_c²)/3
2928 reflections	(Δ/σ)_max = 0.001
181 parameters	Δρ_max = 0.92 e Å⁻³
0 restraints	Δρ_min = −1.11 e Å⁻³

Crystal data top

[Yb₂(C₁₃H₂₁)₂I₂(C₄H₁₀O)₂]	V = 2040.28 (6) Å³
M_r = 1102.72	Z = 2
Monoclinic, P2₁/n	Mo Kα radiation
a = 13.7190 (3) Å	µ = 6.10 mm⁻¹
b = 11.1690 (1) Å	T = 160 K
c = 14.4440 (3) Å	0.40 × 0.30 × 0.15 mm
β = 112.800 (1)°

Data collection top

Bruker SMART 1K CCD diffractometer	2928 independent reflections
Absorption correction: multi-scan (XPREP; Sheldrick, 1995)	2679 reflections with I > 2σ(I)
T_min = 0.192, T_max = 0.401	R_int = 0.033
8321 measured reflections	θ_max = 23.3°

Refinement top

R[F² > 2σ(F²)] = 0.026	0 restraints
wR(F²) = 0.059	H-atom parameters constrained
S = 1.09	Δρ_max = 0.92 e Å⁻³
2928 reflections	Δρ_min = −1.11 e Å⁻³
181 parameters

Special details top

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 (Å²) top

	x	y	z	U_iso*/U_eq
Yb1	0.848794 (19)	0.48479 (2)	0.519907 (18)	0.02631 (9)
I1	0.92348 (3)	0.43514 (4)	0.34774 (3)	0.03074 (12)
O1	0.7760 (4)	0.6781 (4)	0.4630 (3)	0.0524 (13)
C1	0.6879 (4)	0.3797 (5)	0.5476 (4)	0.0257 (13)
H1	0.6204	0.4075	0.5090	0.031*
C2	0.7543 (4)	0.4259 (5)	0.6424 (4)	0.0262 (13)
C3	0.8486 (4)	0.3596 (5)	0.6738 (4)	0.0231 (12)
H3	0.9067	0.3707	0.7336	0.028*
C4	0.8410 (4)	0.2731 (5)	0.5998 (4)	0.0238 (12)
H4	0.8931	0.2183	0.6027	0.029*
C5	0.7402 (4)	0.2844 (5)	0.5203 (4)	0.0240 (12)
C6	0.6922 (5)	0.2019 (5)	0.4301 (4)	0.0310 (14)
C7	0.6089 (5)	0.1221 (6)	0.4471 (5)	0.0444 (17)
H7A	0.5548	0.1715	0.4538	0.067*
H7B	0.6421	0.0758	0.5072	0.067*
H7C	0.5779	0.0692	0.3909	0.067*
C8	0.7764 (5)	0.1225 (6)	0.4175 (5)	0.0416 (16)
H8A	0.7437	0.0681	0.3627	0.062*
H8B	0.8119	0.0780	0.4781	0.062*
H8C	0.8267	0.1714	0.4037	0.062*
C9	0.6382 (5)	0.2726 (6)	0.3338 (4)	0.0351 (15)
H9A	0.6895	0.3210	0.3211	0.053*
H9B	0.5848	0.3232	0.3406	0.053*
H9C	0.6061	0.2183	0.2788	0.053*
C10	0.7263 (5)	0.5216 (5)	0.7035 (4)	0.0314 (14)
C11	0.6980 (7)	0.4584 (7)	0.7850 (6)	0.058 (2)
H11A	0.6863	0.5174	0.8280	0.088*
H11B	0.7551	0.4069	0.8242	0.088*
H11C	0.6350	0.4117	0.7536	0.088*
C12	0.8200 (5)	0.6051 (6)	0.7574 (5)	0.0460 (17)
H12A	0.8400	0.6453	0.7087	0.069*
H12B	0.8787	0.5589	0.8015	0.069*
H12C	0.8001	0.6631	0.7958	0.069*
C13	0.6325 (6)	0.5959 (8)	0.6373 (6)	0.063 (2)
H13A	0.6493	0.6345	0.5860	0.095*
H13B	0.6166	0.6553	0.6774	0.095*
H13C	0.5722	0.5447	0.6067	0.095*
C14	0.6291 (11)	0.6154 (14)	0.3336 (11)	0.168 (8)
H14A	0.5707	0.6418	0.2749	0.251*
H14B	0.6030	0.5790	0.3797	0.251*
H14C	0.6701	0.5580	0.3145	0.251*
C15	0.6885 (9)	0.7070 (13)	0.3767 (9)	0.117 (4)
H15A	0.6459	0.7653	0.3939	0.140*
H15B	0.7129	0.7443	0.3289	0.140*
C16	0.8367 (7)	0.7862 (7)	0.5083 (6)	0.061 (2)
H16A	0.8818	0.7693	0.5776	0.073*
H16B	0.7880	0.8491	0.5083	0.073*
C17	0.9034 (7)	0.8298 (8)	0.4551 (7)	0.075 (3)
H17A	0.9409	0.9003	0.4879	0.112*
H17B	0.8592	0.8485	0.3868	0.112*
H17C	0.9530	0.7687	0.4562	0.112*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Yb1	0.02713 (15)	0.02691 (15)	0.02587 (15)	−0.00026 (11)	0.01133 (11)	0.00181 (11)
I1	0.0296 (2)	0.0388 (2)	0.0227 (2)	−0.00659 (17)	0.00885 (16)	−0.00354 (17)
O1	0.058 (3)	0.056 (3)	0.045 (3)	0.023 (3)	0.021 (2)	0.022 (3)
C1	0.019 (3)	0.033 (3)	0.021 (3)	0.002 (3)	0.004 (2)	0.002 (3)
C2	0.029 (3)	0.025 (3)	0.025 (3)	0.000 (3)	0.011 (3)	0.001 (3)
C3	0.025 (3)	0.025 (3)	0.017 (3)	−0.002 (2)	0.006 (2)	0.003 (2)
C4	0.023 (3)	0.024 (3)	0.024 (3)	0.000 (2)	0.009 (2)	0.002 (2)
C5	0.024 (3)	0.025 (3)	0.025 (3)	−0.002 (2)	0.011 (2)	−0.001 (2)
C6	0.035 (3)	0.028 (3)	0.025 (3)	−0.008 (3)	0.006 (3)	−0.005 (3)
C7	0.051 (4)	0.047 (4)	0.031 (3)	−0.021 (3)	0.010 (3)	−0.004 (3)
C8	0.047 (4)	0.034 (4)	0.039 (4)	0.000 (3)	0.012 (3)	−0.014 (3)
C9	0.036 (3)	0.042 (4)	0.024 (3)	−0.009 (3)	0.007 (3)	−0.005 (3)
C10	0.034 (3)	0.034 (3)	0.031 (3)	0.006 (3)	0.018 (3)	0.000 (3)
C11	0.090 (6)	0.046 (4)	0.067 (5)	−0.012 (4)	0.060 (5)	−0.010 (4)
C12	0.049 (4)	0.044 (4)	0.049 (4)	−0.013 (4)	0.023 (3)	−0.016 (3)
C13	0.057 (5)	0.071 (6)	0.056 (5)	0.035 (4)	0.015 (4)	−0.013 (4)
C14	0.122 (11)	0.171 (15)	0.141 (12)	−0.067 (11)	−0.024 (9)	0.081 (12)
C15	0.087 (8)	0.138 (12)	0.091 (8)	0.016 (8)	−0.004 (7)	0.041 (8)
C16	0.090 (6)	0.036 (4)	0.072 (5)	0.020 (4)	0.047 (5)	0.009 (4)
C17	0.087 (6)	0.065 (6)	0.096 (7)	0.017 (5)	0.060 (6)	0.014 (5)

Geometric parameters (Å, º) top

Yb1—Cp	2.37	C8—H8B	0.9600
Yb1—O1	2.387 (5)	C8—H8C	0.9600
Yb1—C3	2.627 (5)	C9—H9A	0.9600
Yb1—C2	2.650 (5)	C9—H9B	0.9600
Yb1—C4	2.651 (5)	C9—H9C	0.9600
Yb1—C1	2.663 (5)	C10—C13	1.519 (9)
Yb1—C5	2.690 (5)	C10—C12	1.533 (9)
Yb1—I1	3.0848 (4)	C10—C11	1.547 (9)
Yb1—I1ⁱ	3.0961 (5)	C11—H11A	0.9600
I1—Yb1ⁱ	3.0961 (5)	C11—H11B	0.9600
O1—C15	1.393 (10)	C11—H11C	0.9600
O1—C16	1.469 (9)	C12—H12A	0.9600
C1—C2	1.416 (8)	C12—H12B	0.9600
C1—C5	1.422 (8)	C12—H12C	0.9600
C1—H1	0.9300	C13—H13A	0.9600
C2—C3	1.405 (8)	C13—H13B	0.9600
C2—C10	1.526 (8)	C13—H13C	0.9600
C3—C4	1.413 (7)	C14—C15	1.306 (16)
C3—H3	0.9300	C14—H14A	0.9600
C4—C5	1.419 (7)	C14—H14B	0.9600
C4—H4	0.9300	C14—H14C	0.9600
C5—C6	1.522 (8)	C15—H15A	0.9700
C6—C9	1.519 (8)	C15—H15B	0.9700
C6—C8	1.521 (8)	C16—C17	1.486 (10)
C6—C7	1.543 (8)	C16—H16A	0.9700
C7—H7A	0.9600	C16—H16B	0.9700
C7—H7B	0.9600	C17—H17A	0.9600
C7—H7C	0.9600	C17—H17B	0.9600
C8—H8A	0.9600	C17—H17C	0.9600

I1—Yb1—Cp	127	C8—C6—C7	109.0 (5)
O1—Yb1—Cp	124	C5—C6—C7	108.3 (5)
I1—Yb1—Cpⁱ	115	C6—C7—H7A	109.5
O1—Yb1—C3	129.45 (16)	C6—C7—H7B	109.5
O1—Yb1—C2	101.92 (16)	H7A—C7—H7B	109.5
C3—Yb1—C2	30.87 (17)	C6—C7—H7C	109.5
O1—Yb1—C4	150.96 (16)	H7A—C7—H7C	109.5
C3—Yb1—C4	31.06 (16)	H7B—C7—H7C	109.5
C2—Yb1—C4	51.34 (17)	C6—C8—H8A	109.5
O1—Yb1—C1	100.94 (17)	C6—C8—H8B	109.5
C3—Yb1—C1	50.62 (17)	H8A—C8—H8B	109.5
C2—Yb1—C1	30.92 (17)	C6—C8—H8C	109.5
C4—Yb1—C1	50.65 (17)	H8A—C8—H8C	109.5
O1—Yb1—C5	126.52 (17)	H8B—C8—H8C	109.5
C3—Yb1—C5	51.15 (17)	C6—C9—H9A	109.5
C2—Yb1—C5	51.49 (17)	C6—C9—H9B	109.5
C4—Yb1—C5	30.81 (16)	H9A—C9—H9B	109.5
C1—Yb1—C5	30.80 (16)	C6—C9—H9C	109.5
O1—Yb1—I1	96.34 (11)	H9A—C9—H9C	109.5
C3—Yb1—I1	134.10 (12)	H9B—C9—H9C	109.5
C2—Yb1—I1	153.51 (12)	C13—C10—C2	111.1 (5)
C4—Yb1—I1	105.83 (12)	C13—C10—C12	109.1 (6)
C1—Yb1—I1	126.53 (12)	C2—C10—C12	111.7 (5)
C5—Yb1—I1	102.10 (11)	C13—C10—C11	109.1 (6)
O1—Yb1—I1ⁱ	97.98 (13)	C2—C10—C11	108.3 (5)
C3—Yb1—I1ⁱ	87.89 (12)	C12—C10—C11	107.4 (5)
C2—Yb1—I1ⁱ	107.27 (12)	C10—C11—H11A	109.5
C4—Yb1—I1ⁱ	100.96 (11)	C10—C11—H11B	109.5
C1—Yb1—I1ⁱ	136.99 (11)	H11A—C11—H11B	109.5
C5—Yb1—I1ⁱ	131.77 (12)	C10—C11—H11C	109.5
I1—Yb1—I1ⁱ	88.782 (12)	H11A—C11—H11C	109.5
Yb1—I1—Yb1ⁱ	91.218 (11)	H11B—C11—H11C	109.5
C15—O1—C16	110.6 (8)	C10—C12—H12A	109.5
C15—O1—Yb1	128.2 (7)	C10—C12—H12B	109.5
C16—O1—Yb1	120.1 (4)	H12A—C12—H12B	109.5
C2—C1—C5	109.7 (5)	C10—C12—H12C	109.5
C2—C1—Yb1	74.0 (3)	H12A—C12—H12C	109.5
C5—C1—Yb1	75.6 (3)	H12B—C12—H12C	109.5
C2—C1—H1	125.2	C10—C13—H13A	109.5
C5—C1—H1	125.2	C10—C13—H13B	109.5
Yb1—C1—H1	117.0	H13A—C13—H13B	109.5
C3—C2—C1	106.6 (5)	C10—C13—H13C	109.5
C3—C2—C10	126.1 (5)	H13A—C13—H13C	109.5
C1—C2—C10	127.1 (5)	H13B—C13—H13C	109.5
C3—C2—Yb1	73.7 (3)	C15—C14—H14A	109.5
C1—C2—Yb1	75.1 (3)	C15—C14—H14B	109.5
C10—C2—Yb1	120.7 (4)	H14A—C14—H14B	109.5
C2—C3—C4	109.1 (5)	C15—C14—H14C	109.5
C2—C3—Yb1	75.5 (3)	H14A—C14—H14C	109.5
C4—C3—Yb1	75.4 (3)	H14B—C14—H14C	109.5
C2—C3—H3	125.4	C14—C15—O1	114.0 (11)
C4—C3—H3	125.4	C14—C15—H15A	108.7
Yb1—C3—H3	115.7	O1—C15—H15A	108.7
C3—C4—C5	108.3 (5)	C14—C15—H15B	108.7
C3—C4—Yb1	73.5 (3)	O1—C15—H15B	108.7
C5—C4—Yb1	76.1 (3)	H15A—C15—H15B	107.6
C3—C4—H4	125.8	O1—C16—C17	113.3 (6)
C5—C4—H4	125.8	O1—C16—H16A	108.9
Yb1—C4—H4	116.6	C17—C16—H16A	108.9
C4—C5—C1	106.3 (5)	O1—C16—H16B	108.9
C4—C5—C6	127.0 (5)	C17—C16—H16B	108.9
C1—C5—C6	126.4 (5)	H16A—C16—H16B	107.7
C4—C5—Yb1	73.1 (3)	C16—C17—H17A	109.5
C1—C5—Yb1	73.6 (3)	C16—C17—H17B	109.5
C6—C5—Yb1	123.9 (3)	H17A—C17—H17B	109.5
C9—C6—C8	108.5 (5)	C16—C17—H17C	109.5
C9—C6—C5	111.4 (5)	H17A—C17—H17C	109.5
C8—C6—C5	111.0 (5)	H17B—C17—H17C	109.5
C9—C6—C7	108.5 (5)

Symmetry code: (i) −x+2, −y+1, −z+1.

Experimental details

Crystal data
Chemical formula	[Yb₂(C₁₃H₂₁)₂I₂(C₄H₁₀O)₂]
M_r	1102.72
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	160
a, b, c (Å)	13.7190 (3), 11.1690 (1), 14.4440 (3)
β (°)	112.800 (1)
V (Å³)	2040.28 (6)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	6.10
Crystal size (mm)	0.40 × 0.30 × 0.15

Data collection
Diffractometer	Bruker SMART 1K CCD
Absorption correction	Multi-scan (XPREP; Sheldrick, 1995)
T_min, T_max	0.192, 0.401
No. of measured, independent and observed [I > 2σ(I)] reflections	8321, 2928, 2679
R_int	0.033
θ_max (°)	23.3
(sin θ/λ)_max (Å⁻¹)	0.557

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.026, 0.059, 1.09
No. of reflections	2928
No. of parameters	181
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.92, −1.11

Computer programs: SMART (Siemens, 1995), XPREP (Sheldrick, 1995), SAINT (Siemens, 1995), SIR92 (Altomare et al., 1994), SHELXL97 (Sheldrick, 1997), XP in SHELXTL (Sheldrick, 1998).

Selected geometric parameters (Å, º) top

Yb1—Cp	2.37	Yb1—I1	3.0848 (4)
Yb1—O1	2.387 (5)	Yb1—I1ⁱ	3.0961 (5)

I1—Yb1—Cp	127	O1—Yb1—I1ⁱ	97.98 (13)
O1—Yb1—Cp	124	I1—Yb1—I1ⁱ	88.782 (12)
I1—Yb1—Cpⁱ	115	Yb1—I1—Yb1ⁱ	91.218 (11)
O1—Yb1—I1	96.34 (11)

Symmetry code: (i) −x+2, −y+1, −z+1.

Acknowledgements

This work was supported by the Director, Office of Energy Research, Office of Basic Energy Sciences, Chemical Sciences Division of the US Department of Energy under contract No. DE-AC03-76SF00098. The author thanks Dr Frederick J. Hollander (at CHEXRAY, the University of California at Berkeley X-ray diffraction facility) for assistance with the crystallography, and Professor Richard A. Andersen.

References

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