metal-organic compounds
(2,2-Bipyridyl)bis(η5-pentamethylcyclopentadienyl)strontium(II)
aChemistry Department and Chemical Sciences Division of Lawrence Berkeley National Laboratory, University of California, Berkeley, California 94720, USA, and bCollege of Chemistry, University of California at Berkeley, Berkeley, California 94720, USA
*Correspondence e-mail: kazhdan@berkeley.edu
In the title compound, [Sr(C10H15)2(C10H8N2)], the Sr—N distances are 2.624 (3) and 2.676 (3) Å, the Sr⋯Cp ring centroid distances are 2.571 and 2.561 Å and the N—C—C—N torsion angle in the bipyridine ligand is −2.2 (4)°. Interestingly, the bipyridine ligand is tilted. The angle between the plane defined by the Sr atom and the two bipyridyl N atoms and the plane defined by the 12 atoms of the bipyridine ligand is 10.7 (1)°.
Related literature
For related literature, see: Allen (2002); Burns & Andersen (1987); Schultz et al. (2002).
Experimental
Crystal data
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Refinement
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Data collection: SMART (Bruker, 1999); cell SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: TEXSAN (MSC/Rigaku, 1998); molecular graphics: TEXSAN; software used to prepare material for publication: TEXSAN.
Supporting information
10.1107/S1600536808024677/ww2113sup1.cif
contains datablocks global, I. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536808024677/ww2113Isup2.hkl
Cp*2Sr(bipy) was prepared according to literature procedures (Burns and Andersen, 1987)
All non-hydrogen atoms were refined anisotropically. Hydrogen atoms were fixed based on the expected geometry of the carbon atoms to which they were attached.
Data collection: SMART (Bruker, 1999); cell
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).[Sr(C10H15)2(C10H8N2)] | F(000) = 2160.00 |
Mr = 514.26 | Dx = 1.273 Mg m−3 |
Orthorhombic, Pbca | Mo Kα radiation, λ = 0.7107 Å |
Hall symbol: -P 2ac 2ab | Cell parameters from 5093 reflections |
a = 15.5489 (9) Å | θ = 2.4–25.2° |
b = 16.7821 (9) Å | µ = 2.03 mm−1 |
c = 20.561 (1) Å | T = 168 K |
V = 5365.4 (5) Å3 | Plate, red |
Z = 8 | 0.10 × 0.09 × 0.03 mm |
Bruker APEX CCD diffractometer | 3494 reflections with F2 > 3σ(F2) |
ω scans | Rint = 0.034 |
Absorption correction: multi-scan (Blessing, 1995) | θmax = 26.4° |
Tmin = 0.772, Tmax = 0.941 | h = 0→19 |
30804 measured reflections | k = 0→20 |
5478 independent reflections | l = 0→25 |
Refinement on F | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.034 | w = 1/[σ2(Fo) + 0.00022|Fo|2] |
wR(F2) = 0.039 | (Δ/σ)max = 0.002 |
S = 1.57 | Δρmax = 0.53 e Å−3 |
3494 reflections | Δρmin = −0.30 e Å−3 |
298 parameters |
[Sr(C10H15)2(C10H8N2)] | V = 5365.4 (5) Å3 |
Mr = 514.26 | Z = 8 |
Orthorhombic, Pbca | Mo Kα radiation |
a = 15.5489 (9) Å | µ = 2.03 mm−1 |
b = 16.7821 (9) Å | T = 168 K |
c = 20.561 (1) Å | 0.10 × 0.09 × 0.03 mm |
Bruker APEX CCD diffractometer | 5478 independent reflections |
Absorption correction: multi-scan (Blessing, 1995) | 3494 reflections with F2 > 3σ(F2) |
Tmin = 0.772, Tmax = 0.941 | Rint = 0.034 |
30804 measured reflections |
R[F2 > 2σ(F2)] = 0.034 | 298 parameters |
wR(F2) = 0.039 | H-atom parameters constrained |
S = 1.57 | Δρmax = 0.53 e Å−3 |
3494 reflections | Δρmin = −0.30 e Å−3 |
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). |
x | y | z | Uiso*/Ueq | ||
Sr1 | 0.88103 (2) | 0.21813 (2) | 0.12421 (1) | 0.02281 (7) | |
N1 | 0.9677 (2) | 0.3503 (2) | 0.1051 (1) | 0.0311 (8) | |
N2 | 0.8425 (2) | 0.3460 (1) | 0.1963 (1) | 0.0267 (8) | |
C1 | 1.0006 (3) | 0.1935 (2) | 0.2267 (2) | 0.041 (1) | |
C2 | 0.9339 (2) | 0.1399 (2) | 0.2383 (2) | 0.040 (1) | |
C3 | 0.9370 (2) | 0.0800 (2) | 0.1897 (2) | 0.034 (1) | |
C4 | 1.0066 (2) | 0.0990 (2) | 0.1483 (2) | 0.034 (1) | |
C5 | 1.0460 (2) | 0.1682 (2) | 0.1715 (2) | 0.038 (1) | |
C6 | 0.8290 (2) | 0.1915 (2) | −0.0059 (2) | 0.0266 (9) | |
C7 | 0.7927 (2) | 0.2655 (2) | 0.0097 (2) | 0.0239 (9) | |
C8 | 0.7266 (2) | 0.2531 (2) | 0.0561 (2) | 0.0255 (9) | |
C9 | 0.7230 (2) | 0.1706 (2) | 0.0694 (2) | 0.0266 (9) | |
C10 | 0.7861 (2) | 0.1323 (2) | 0.0310 (2) | 0.0254 (9) | |
C11 | 1.0229 (4) | 0.2649 (3) | 0.2689 (2) | 0.084 (2) | |
C12 | 0.8676 (4) | 0.1433 (3) | 0.2921 (2) | 0.087 (2) | |
C13 | 0.8814 (3) | 0.0067 (3) | 0.1861 (2) | 0.063 (1) | |
C14 | 1.0366 (3) | 0.0512 (3) | 0.0904 (2) | 0.060 (1) | |
C15 | 1.1271 (3) | 0.2059 (3) | 0.1456 (3) | 0.075 (2) | |
C16 | 0.8986 (2) | 0.1763 (2) | −0.0554 (2) | 0.039 (1) | |
C17 | 0.8158 (2) | 0.3448 (2) | −0.0202 (2) | 0.039 (1) | |
C18 | 0.6675 (2) | 0.3164 (2) | 0.0822 (2) | 0.038 (1) | |
C19 | 0.6609 (2) | 0.1307 (2) | 0.1157 (2) | 0.039 (1) | |
C20 | 0.7986 (2) | 0.0439 (2) | 0.0234 (2) | 0.038 (1) | |
C21 | 1.0290 (2) | 0.3505 (2) | 0.0594 (2) | 0.039 (1) | |
C22 | 1.0872 (3) | 0.4116 (3) | 0.0512 (2) | 0.046 (1) | |
C23 | 1.0803 (3) | 0.4764 (2) | 0.0915 (2) | 0.048 (1) | |
C24 | 1.0177 (2) | 0.4781 (2) | 0.1389 (2) | 0.037 (1) | |
C25 | 0.9619 (2) | 0.4137 (2) | 0.1450 (2) | 0.0266 (9) | |
C26 | 0.8938 (2) | 0.4108 (2) | 0.1962 (2) | 0.0252 (9) | |
C27 | 0.8846 (2) | 0.4709 (2) | 0.2424 (2) | 0.0328 (10) | |
C28 | 0.8216 (2) | 0.4643 (2) | 0.2889 (2) | 0.041 (1) | |
C29 | 0.7689 (2) | 0.3982 (2) | 0.2896 (2) | 0.040 (1) | |
C30 | 0.7819 (2) | 0.3412 (2) | 0.2421 (2) | 0.035 (1) | |
H1 | 0.9904 | 0.2628 | 0.3080 | 0.1013* | |
H2 | 1.0825 | 0.2640 | 0.2789 | 0.1013* | |
H3 | 1.0096 | 0.3126 | 0.2461 | 0.1013* | |
H4 | 0.8535 | 0.0907 | 0.3054 | 0.1044* | |
H5 | 0.8903 | 0.1720 | 0.3280 | 0.1044* | |
H6 | 0.8173 | 0.1692 | 0.2766 | 0.1044* | |
H7 | 0.8961 | −0.0285 | 0.2205 | 0.0757* | |
H8 | 0.8227 | 0.0215 | 0.1899 | 0.0757* | |
H9 | 0.8904 | −0.0193 | 0.1456 | 0.0757* | |
H10 | 1.0396 | −0.0035 | 0.1019 | 0.0724* | |
H11 | 0.9971 | 0.0578 | 0.0556 | 0.0724* | |
H12 | 1.0919 | 0.0692 | 0.0773 | 0.0724* | |
H13 | 1.1757 | 0.1814 | 0.1653 | 0.0898* | |
H14 | 1.1270 | 0.2612 | 0.1555 | 0.0898* | |
H15 | 1.1297 | 0.1988 | 0.0998 | 0.0898* | |
H16 | 0.9326 | 0.1322 | −0.0419 | 0.0467* | |
H17 | 0.8732 | 0.1649 | −0.0963 | 0.0467* | |
H18 | 0.9340 | 0.2222 | −0.0591 | 0.0467* | |
H19 | 0.8724 | 0.3422 | −0.0375 | 0.0463* | |
H20 | 0.7764 | 0.3569 | −0.0541 | 0.0463* | |
H21 | 0.8132 | 0.3852 | 0.0121 | 0.0463* | |
H22 | 0.6148 | 0.2926 | 0.0954 | 0.0451* | |
H23 | 0.6937 | 0.3418 | 0.1184 | 0.0451* | |
H24 | 0.6565 | 0.3546 | 0.0492 | 0.0451* | |
H25 | 0.6716 | 0.1488 | 0.1587 | 0.0473* | |
H26 | 0.6036 | 0.1436 | 0.1036 | 0.0473* | |
H27 | 0.6686 | 0.0746 | 0.1138 | 0.0473* | |
H28 | 0.7707 | 0.0170 | 0.0582 | 0.0462* | |
H29 | 0.8583 | 0.0319 | 0.0241 | 0.0462* | |
H30 | 0.7746 | 0.0270 | −0.0168 | 0.0462* | |
H31 | 1.0326 | 0.3060 | 0.0310 | 0.0469* | |
H32 | 1.1306 | 0.4089 | 0.0188 | 0.0555* | |
H33 | 1.1186 | 0.5201 | 0.0867 | 0.0576* | |
H34 | 1.0127 | 0.5227 | 0.1671 | 0.0441* | |
H35 | 0.9215 | 0.5160 | 0.2417 | 0.0393* | |
H36 | 0.8143 | 0.5051 | 0.3205 | 0.0490* | |
H37 | 0.7252 | 0.3920 | 0.3215 | 0.0481* | |
H38 | 0.7454 | 0.2958 | 0.2420 | 0.0414* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Sr1 | 0.0253 (1) | 0.0195 (1) | 0.0236 (1) | −0.0008 (1) | −0.0028 (1) | −0.0020 (1) |
N1 | 0.035 (2) | 0.029 (2) | 0.029 (2) | −0.006 (1) | 0.003 (1) | −0.002 (1) |
N2 | 0.027 (1) | 0.025 (1) | 0.028 (2) | 0.002 (1) | 0.001 (1) | −0.001 (1) |
C1 | 0.053 (3) | 0.032 (2) | 0.037 (2) | 0.013 (2) | −0.022 (2) | −0.007 (2) |
C2 | 0.053 (3) | 0.044 (2) | 0.023 (2) | 0.024 (2) | 0.005 (2) | 0.007 (2) |
C3 | 0.036 (2) | 0.027 (2) | 0.038 (2) | 0.005 (2) | −0.007 (2) | 0.006 (2) |
C4 | 0.037 (2) | 0.036 (2) | 0.028 (2) | 0.016 (2) | −0.003 (2) | −0.002 (2) |
C5 | 0.027 (2) | 0.038 (2) | 0.048 (2) | 0.004 (2) | −0.010 (2) | 0.004 (2) |
C6 | 0.029 (2) | 0.030 (2) | 0.021 (2) | 0.000 (1) | −0.002 (1) | −0.004 (1) |
C7 | 0.030 (2) | 0.021 (2) | 0.021 (2) | −0.001 (1) | −0.003 (1) | 0.002 (1) |
C8 | 0.023 (2) | 0.026 (2) | 0.028 (2) | 0.004 (1) | −0.004 (2) | −0.001 (1) |
C9 | 0.027 (2) | 0.024 (2) | 0.029 (2) | −0.006 (1) | −0.002 (1) | 0.000 (1) |
C10 | 0.027 (2) | 0.020 (2) | 0.029 (2) | −0.001 (1) | −0.007 (1) | −0.005 (1) |
C11 | 0.115 (5) | 0.061 (3) | 0.077 (4) | 0.033 (3) | −0.066 (3) | −0.032 (3) |
C12 | 0.115 (4) | 0.097 (4) | 0.049 (3) | 0.066 (3) | 0.038 (3) | 0.037 (3) |
C13 | 0.064 (3) | 0.043 (3) | 0.082 (3) | −0.005 (2) | −0.012 (3) | 0.024 (2) |
C14 | 0.063 (3) | 0.074 (3) | 0.044 (3) | 0.035 (2) | −0.007 (2) | −0.015 (2) |
C15 | 0.030 (2) | 0.081 (4) | 0.114 (4) | 0.002 (2) | −0.011 (2) | 0.024 (3) |
C16 | 0.043 (3) | 0.040 (2) | 0.034 (2) | −0.001 (2) | 0.003 (2) | −0.006 (2) |
C17 | 0.048 (2) | 0.032 (2) | 0.036 (2) | 0.002 (2) | 0.000 (2) | 0.006 (2) |
C18 | 0.036 (2) | 0.034 (2) | 0.043 (2) | 0.008 (2) | 0.003 (2) | −0.000 (2) |
C19 | 0.037 (2) | 0.037 (2) | 0.044 (2) | −0.008 (2) | 0.005 (2) | 0.004 (2) |
C20 | 0.039 (2) | 0.031 (2) | 0.045 (2) | −0.002 (2) | −0.005 (2) | −0.006 (2) |
C21 | 0.044 (2) | 0.040 (2) | 0.033 (2) | −0.004 (2) | 0.009 (2) | −0.006 (2) |
C22 | 0.046 (2) | 0.060 (3) | 0.033 (2) | −0.017 (2) | 0.011 (2) | 0.001 (2) |
C23 | 0.053 (3) | 0.041 (3) | 0.050 (3) | −0.022 (2) | 0.008 (2) | 0.001 (2) |
C24 | 0.043 (2) | 0.028 (2) | 0.040 (2) | −0.007 (2) | 0.001 (2) | −0.002 (2) |
C25 | 0.028 (2) | 0.023 (2) | 0.029 (2) | −0.001 (1) | −0.004 (1) | 0.002 (1) |
C26 | 0.026 (2) | 0.024 (2) | 0.025 (2) | 0.001 (1) | −0.006 (1) | 0.002 (1) |
C27 | 0.034 (2) | 0.029 (2) | 0.036 (2) | −0.002 (2) | −0.006 (2) | −0.006 (1) |
C28 | 0.041 (2) | 0.046 (2) | 0.035 (2) | 0.009 (2) | −0.003 (2) | −0.013 (2) |
C29 | 0.034 (2) | 0.052 (2) | 0.035 (2) | 0.008 (2) | 0.006 (2) | −0.004 (2) |
C30 | 0.033 (2) | 0.033 (2) | 0.038 (2) | −0.001 (2) | 0.005 (2) | 0.002 (2) |
SR1—N1 | 2.624 (3) | C21—C22 | 1.378 (5) |
SR1—N2 | 2.676 (3) | C22—C23 | 1.370 (5) |
SR1—C1 | 2.841 (3) | C23—C24 | 1.378 (5) |
SR1—C2 | 2.812 (3) | C24—C25 | 1.392 (4) |
SR1—C3 | 2.819 (3) | C25—C26 | 1.495 (4) |
SR1—C4 | 2.838 (3) | C26—C27 | 1.393 (4) |
SR1—C5 | 2.869 (3) | C27—C28 | 1.374 (5) |
SR1—C6 | 2.830 (3) | C28—C29 | 1.380 (5) |
SR1—C7 | 2.840 (3) | C29—C30 | 1.382 (5) |
SR1—C8 | 2.841 (3) | C11—H1 | 0.950 |
SR1—C9 | 2.818 (3) | C11—H2 | 0.950 |
SR1—C10 | 2.815 (3) | C11—H3 | 0.950 |
SR1—Cg1 | 2.5711 (3) | C12—H4 | 0.950 |
SR1—Cg2 | 2.5608 (3) | C12—H5 | 0.950 |
N1—C21 | 1.339 (4) | C12—H6 | 0.950 |
N1—C25 | 1.346 (4) | C13—H7 | 0.950 |
N2—C26 | 1.349 (4) | C13—H8 | 0.950 |
N2—C30 | 1.334 (4) | C13—H9 | 0.950 |
C1—C2 | 1.394 (5) | C14—H10 | 0.950 |
C1—C5 | 1.402 (5) | C14—H11 | 0.950 |
C1—C11 | 1.520 (5) | C14—H12 | 0.950 |
C1—Cg1 | 1.189 (4) | C15—H13 | 0.950 |
C2—C3 | 1.419 (5) | C15—H14 | 0.950 |
C2—C12 | 1.512 (5) | C15—H15 | 0.950 |
C2—Cg1 | 1.199 (4) | C16—H16 | 0.950 |
C3—C4 | 1.412 (5) | C16—H17 | 0.950 |
C3—C13 | 1.506 (5) | C16—H18 | 0.950 |
C3—Cg1 | 1.207 (4) | C17—H19 | 0.950 |
C4—C5 | 1.396 (5) | C17—H20 | 0.950 |
C4—C14 | 1.510 (5) | C17—H21 | 0.950 |
C4—Cg1 | 1.189 (3) | C18—H22 | 0.950 |
C5—C15 | 1.508 (6) | C18—H23 | 0.950 |
C5—Cg1 | 1.190 (4) | C18—H24 | 0.950 |
C6—C7 | 1.402 (4) | C19—H25 | 0.950 |
C6—C10 | 1.416 (4) | C19—H26 | 0.950 |
C6—C16 | 1.508 (5) | C19—H27 | 0.950 |
C6—Cg2 | 1.199 (3) | C20—H28 | 0.950 |
C7—C8 | 1.418 (4) | C20—H29 | 0.950 |
C7—C17 | 1.509 (5) | C20—H30 | 0.950 |
C7—Cg2 | 1.197 (3) | C21—H31 | 0.950 |
C8—C9 | 1.412 (4) | C22—H32 | 0.950 |
C8—C18 | 1.503 (4) | C23—H33 | 0.950 |
C8—Cg2 | 1.206 (3) | C24—H34 | 0.950 |
C9—C10 | 1.413 (4) | C27—H35 | 0.950 |
C9—C19 | 1.513 (4) | C28—H36 | 0.950 |
C9—Cg2 | 1.203 (3) | C29—H37 | 0.950 |
C10—C20 | 1.505 (4) | C30—H38 | 0.950 |
C10—Cg2 | 1.201 (3) | ||
SR1···N1 | 2.624 (3) | SR1···C3 | 2.819 (3) |
SR1···N2 | 2.676 (3) | SR1···C6 | 2.830 (3) |
SR1···C1 | 2.841 (3) | SR1···C4 | 2.838 (3) |
SR1···C2 | 2.812 (3) | SR1···C7 | 2.840 (3) |
SR1···C3 | 2.819 (3) | SR1···C8 | 2.841 (3) |
SR1···C4 | 2.838 (3) | SR1···C1 | 2.841 (3) |
SR1···C5 | 2.869 (3) | SR1···C5 | 2.869 (3) |
SR1···C6 | 2.830 (3) | SR1···C21 | 3.465 (4) |
SR1···C7 | 2.840 (3) | SR1···C30 | 3.537 (4) |
SR1···C8 | 2.841 (3) | SR1···C25 | 3.540 (3) |
SR1···C9 | 2.818 (3) | SR1···C26 | 3.562 (3) |
SR1···C10 | 2.815 (3) | N1···C17 | 3.497 (4) |
SR1···Cg1 | 2.5711 (3) | N1···C5 | 3.562 (4) |
SR1···Cg2 | 2.5608 (3) | N1···C15 | 3.565 (5) |
SR1···Cg2 | 2.5608 (3) | N2···C11 | 3.455 (5) |
SR1···Cg1 | 2.5711 (3) | C4···C27i | 3.540 (5) |
SR1···N1 | 2.624 (3) | C9···C22ii | 3.538 (5) |
SR1···N2 | 2.676 (3) | C11···C26 | 3.500 (5) |
SR1···C2 | 2.812 (3) | C12···C24i | 3.589 (5) |
SR1···C10 | 2.815 (3) | C15···C21 | 3.371 (6) |
SR1···C9 | 2.818 (3) | ||
N1—SR1—N2 | 61.32 (8) | SR1—C7—C17 | 118.0 (2) |
N1—SR1—C1 | 84.1 (1) | SR1—C7—Cg2 | 64.4 (1) |
N1—SR1—C2 | 111.7 (1) | C6—C7—C8 | 108.4 (3) |
N1—SR1—C3 | 127.42 (9) | C6—C7—C17 | 126.3 (3) |
N1—SR1—C4 | 105.55 (10) | C6—C7—Cg2 | 54.3 (2) |
N1—SR1—C5 | 80.72 (9) | C8—C7—C17 | 125.2 (3) |
N1—SR1—C6 | 97.99 (9) | C8—C7—Cg2 | 54.1 (2) |
N1—SR1—C7 | 83.55 (9) | C17—C7—Cg2 | 177.6 (3) |
N1—SR1—C8 | 100.70 (9) | SR1—C8—C7 | 75.5 (2) |
N1—SR1—C9 | 128.80 (9) | SR1—C8—C9 | 74.7 (2) |
N1—SR1—C10 | 126.83 (9) | SR1—C8—C18 | 119.2 (2) |
N1—SR1—Cg1 | 102.33 (6) | SR1—C8—Cg2 | 64.3 (1) |
N1—SR1—Cg2 | 108.44 (6) | C7—C8—C9 | 107.6 (3) |
N2—SR1—C1 | 81.48 (9) | C7—C8—C18 | 125.4 (3) |
N2—SR1—C2 | 88.69 (9) | C7—C8—Cg2 | 53.5 (2) |
N2—SR1—C3 | 117.64 (9) | C9—C8—C18 | 126.9 (3) |
N2—SR1—C4 | 128.44 (9) | C9—C8—Cg2 | 54.0 (2) |
N2—SR1—C5 | 104.27 (9) | C18—C8—Cg2 | 176.3 (3) |
N2—SR1—C6 | 125.91 (9) | SR1—C9—C8 | 76.4 (2) |
N2—SR1—C7 | 97.29 (8) | SR1—C9—C10 | 75.4 (2) |
N2—SR1—C8 | 85.32 (8) | SR1—C9—C19 | 115.5 (2) |
N2—SR1—C9 | 104.69 (9) | SR1—C9—Cg2 | 65.3 (1) |
N2—SR1—C10 | 132.08 (8) | C8—C9—C10 | 108.1 (3) |
N2—SR1—Cg1 | 104.87 (6) | C8—C9—C19 | 125.5 (3) |
N2—SR1—Cg2 | 110.07 (6) | C8—C9—Cg2 | 54.2 (2) |
C1—SR1—C2 | 28.5 (1) | C10—C9—C19 | 126.4 (3) |
C1—SR1—C3 | 47.4 (1) | C10—C9—Cg2 | 53.9 (2) |
C1—SR1—C4 | 46.96 (10) | C19—C9—Cg2 | 179.2 (3) |
C1—SR1—C5 | 28.4 (1) | SR1—C10—C6 | 76.0 (2) |
C1—SR1—C6 | 149.9 (1) | SR1—C10—C9 | 75.6 (2) |
C1—SR1—C7 | 166.5 (1) | SR1—C10—C20 | 120.5 (2) |
C1—SR1—C8 | 161.6 (1) | SR1—C10—Cg2 | 65.4 (1) |
C1—SR1—C9 | 145.7 (1) | C6—C10—C9 | 107.9 (3) |
C1—SR1—C10 | 140.70 (10) | C6—C10—C20 | 125.2 (3) |
C1—SR1—Cg1 | 24.75 (7) | C6—C10—Cg2 | 53.8 (2) |
C1—SR1—Cg2 | 165.79 (7) | C9—C10—C20 | 126.5 (3) |
C2—SR1—C3 | 29.20 (10) | C9—C10—Cg2 | 54.1 (2) |
C2—SR1—C4 | 47.49 (10) | C20—C10—Cg2 | 174.0 (3) |
C2—SR1—C5 | 47.1 (1) | N1—C21—C22 | 123.8 (3) |
C2—SR1—C6 | 143.0 (1) | C21—C22—C23 | 117.7 (3) |
C2—SR1—C7 | 164.6 (1) | C22—C23—C24 | 120.0 (3) |
C2—SR1—C8 | 139.0 (1) | C23—C24—C25 | 119.2 (3) |
C2—SR1—C9 | 117.2 (1) | N1—C25—C24 | 121.2 (3) |
C2—SR1—C10 | 118.9 (1) | N1—C25—C26 | 116.8 (3) |
C2—SR1—Cg1 | 25.23 (7) | C24—C25—C26 | 122.0 (3) |
C2—SR1—Cg2 | 139.88 (9) | N2—C26—C25 | 116.5 (3) |
C3—SR1—C4 | 28.92 (10) | N2—C26—C27 | 121.5 (3) |
C3—SR1—C5 | 47.25 (10) | C25—C26—C27 | 122.0 (3) |
C3—SR1—C6 | 114.19 (10) | C26—C27—C28 | 119.3 (3) |
C3—SR1—C7 | 140.88 (10) | C27—C28—C29 | 119.7 (3) |
C3—SR1—C8 | 131.80 (10) | C28—C29—C30 | 117.6 (3) |
C3—SR1—C9 | 103.18 (9) | N2—C30—C29 | 124.1 (3) |
C3—SR1—C10 | 93.82 (10) | SR1—Cg1—C1 | 90.4 (2) |
C3—SR1—Cg1 | 25.35 (7) | SR1—Cg1—C2 | 88.7 (2) |
C3—SR1—Cg2 | 118.38 (7) | SR1—Cg1—C3 | 88.9 (2) |
C4—SR1—C5 | 28.31 (10) | SR1—Cg1—C4 | 90.3 (2) |
C4—SR1—C6 | 104.51 (10) | SR1—Cg1—C5 | 91.9 (2) |
C4—SR1—C7 | 132.45 (9) | C1—Cg1—C2 | 71.4 (3) |
C4—SR1—C8 | 144.42 (10) | C1—Cg1—C3 | 143.7 (3) |
C4—SR1—C9 | 118.07 (10) | C1—Cg1—C4 | 144.1 (3) |
C4—SR1—C10 | 96.86 (9) | C1—Cg1—C5 | 72.2 (3) |
C4—SR1—Cg1 | 24.78 (7) | C2—Cg1—C3 | 72.3 (3) |
C4—SR1—Cg2 | 120.99 (7) | C2—Cg1—C4 | 144.5 (3) |
C5—SR1—C6 | 122.0 (1) | C2—Cg1—C5 | 143.6 (3) |
C5—SR1—C7 | 142.7 (1) | C3—Cg1—C4 | 72.2 (2) |
C5—SR1—C8 | 169.5 (1) | C3—Cg1—C5 | 144.1 (2) |
C5—SR1—C9 | 146.35 (10) | C4—Cg1—C5 | 71.8 (2) |
C5—SR1—C10 | 123.37 (10) | SR1—Cg2—C6 | 90.1 (1) |
C5—SR1—Cg1 | 24.49 (7) | SR1—Cg2—C7 | 90.7 (1) |
C5—SR1—Cg2 | 144.63 (8) | SR1—Cg2—C8 | 90.5 (2) |
C6—SR1—C7 | 28.63 (9) | SR1—Cg2—C9 | 89.4 (1) |
C6—SR1—C8 | 47.57 (9) | SR1—Cg2—C10 | 89.3 (1) |
C6—SR1—C9 | 47.77 (9) | C6—Cg2—C7 | 71.6 (2) |
C6—SR1—C10 | 29.05 (9) | C6—Cg2—C8 | 144.0 (2) |
C6—SR1—Cg1 | 128.95 (7) | C6—Cg2—C9 | 144.3 (2) |
C6—SR1—Cg2 | 25.08 (6) | C6—Cg2—C10 | 72.3 (2) |
C7—SR1—C8 | 28.92 (9) | C7—Cg2—C8 | 72.4 (2) |
C7—SR1—C9 | 47.60 (9) | C7—Cg2—C9 | 144.1 (2) |
C7—SR1—C10 | 47.55 (9) | C7—Cg2—C10 | 143.9 (2) |
C7—SR1—Cg1 | 157.22 (7) | C8—Cg2—C9 | 71.7 (2) |
C7—SR1—Cg2 | 24.93 (6) | C8—Cg2—C10 | 143.8 (2) |
C8—SR1—C9 | 28.89 (9) | C9—Cg2—C10 | 72.0 (2) |
C8—SR1—C10 | 47.71 (9) | C1—C11—H1 | 109.470 |
C8—SR1—Cg1 | 156.95 (7) | C1—C11—H2 | 109.470 |
C8—SR1—Cg2 | 25.12 (7) | C1—C11—H3 | 109.470 |
C9—SR1—C10 | 29.06 (9) | H1—C11—H2 | 109.472 |
C9—SR1—Cg1 | 128.52 (6) | H1—C11—H3 | 109.472 |
C9—SR1—Cg2 | 25.27 (6) | H2—C11—H3 | 109.473 |
C10—SR1—Cg1 | 116.13 (6) | C2—C12—H4 | 109.470 |
C10—SR1—Cg2 | 25.25 (6) | C2—C12—H5 | 109.470 |
Cg1—SR1—Cg2 | 141.38 (1) | C2—C12—H6 | 109.470 |
SR1—N1—C21 | 118.3 (2) | H4—C12—H5 | 109.472 |
SR1—N1—C25 | 122.9 (2) | H4—C12—H6 | 109.472 |
C21—N1—C25 | 118.2 (3) | H5—C12—H6 | 109.473 |
SR1—N2—C26 | 120.9 (2) | C3—C13—H7 | 109.470 |
SR1—N2—C30 | 120.1 (2) | C3—C13—H8 | 109.470 |
C26—N2—C30 | 117.8 (3) | C3—C13—H9 | 109.471 |
SR1—C1—C2 | 74.6 (2) | H7—C13—H8 | 109.472 |
SR1—C1—C5 | 76.9 (2) | H7—C13—H9 | 109.473 |
SR1—C1—C11 | 117.2 (2) | H8—C13—H9 | 109.472 |
SR1—C1—Cg1 | 64.8 (1) | C4—C14—H10 | 109.469 |
C2—C1—C5 | 108.5 (3) | C4—C14—H11 | 109.470 |
C2—C1—C11 | 125.5 (4) | C4—C14—H12 | 109.470 |
C2—C1—Cg1 | 54.6 (2) | H10—C14—H11 | 109.474 |
C5—C1—C11 | 125.9 (4) | H10—C14—H12 | 109.471 |
C5—C1—Cg1 | 53.9 (2) | H11—C14—H12 | 109.473 |
C11—C1—Cg1 | 177.9 (3) | C5—C15—H13 | 109.470 |
SR1—C2—C1 | 76.9 (2) | C5—C15—H14 | 109.470 |
SR1—C2—C3 | 75.7 (2) | C5—C15—H15 | 109.469 |
SR1—C2—C12 | 113.1 (2) | H13—C15—H14 | 109.473 |
SR1—C2—Cg1 | 66.1 (1) | H13—C15—H15 | 109.473 |
C1—C2—C3 | 108.1 (3) | H14—C15—H15 | 109.473 |
C1—C2—C12 | 127.5 (4) | C6—C16—H16 | 109.470 |
C1—C2—Cg1 | 54.0 (2) | C6—C16—H17 | 109.471 |
C3—C2—C12 | 124.4 (4) | C6—C16—H18 | 109.470 |
C3—C2—Cg1 | 54.1 (2) | H16—C16—H17 | 109.471 |
C12—C2—Cg1 | 178.3 (4) | H16—C16—H18 | 109.472 |
SR1—C3—C2 | 75.1 (2) | H17—C16—H18 | 109.473 |
SR1—C3—C4 | 76.3 (2) | C7—C17—H19 | 109.470 |
SR1—C3—C13 | 118.1 (2) | C7—C17—H20 | 109.470 |
SR1—C3—Cg1 | 65.8 (1) | C7—C17—H21 | 109.470 |
C2—C3—C4 | 106.9 (3) | H19—C17—H20 | 109.472 |
C2—C3—C13 | 126.4 (4) | H19—C17—H21 | 109.473 |
C2—C3—Cg1 | 53.6 (2) | H20—C17—H21 | 109.471 |
C4—C3—C13 | 126.5 (4) | C8—C18—H22 | 109.470 |
C4—C3—Cg1 | 53.3 (2) | C8—C18—H23 | 109.469 |
C13—C3—Cg1 | 176.1 (3) | C8—C18—H24 | 109.470 |
SR1—C4—C3 | 74.8 (2) | H22—C18—H23 | 109.472 |
SR1—C4—C5 | 77.1 (2) | H22—C18—H24 | 109.473 |
SR1—C4—C14 | 116.7 (2) | H23—C18—H24 | 109.473 |
SR1—C4—Cg1 | 65.0 (1) | C9—C19—H25 | 109.471 |
C3—C4—C5 | 108.6 (3) | C9—C19—H26 | 109.470 |
C3—C4—C14 | 126.2 (4) | C9—C19—H27 | 109.471 |
C3—C4—Cg1 | 54.5 (2) | H25—C19—H26 | 109.472 |
C5—C4—C14 | 125.2 (4) | H25—C19—H27 | 109.472 |
C5—C4—Cg1 | 54.1 (2) | H26—C19—H27 | 109.472 |
C14—C4—Cg1 | 178.2 (3) | C10—C20—H28 | 109.470 |
SR1—C5—C1 | 74.7 (2) | C10—C20—H29 | 109.469 |
SR1—C5—C4 | 74.6 (2) | C10—C20—H30 | 109.470 |
SR1—C5—C15 | 120.4 (3) | H28—C20—H29 | 109.473 |
SR1—C5—Cg1 | 63.6 (1) | H28—C20—H30 | 109.473 |
C1—C5—C4 | 107.9 (3) | H29—C20—H30 | 109.473 |
C1—C5—C15 | 125.4 (4) | N1—C21—H31 | 118.110 |
C1—C5—Cg1 | 53.9 (2) | C22—C21—H31 | 118.110 |
C4—C5—C15 | 126.5 (4) | C21—C22—H32 | 121.146 |
C4—C5—Cg1 | 54.1 (2) | C23—C22—H32 | 121.146 |
C15—C5—Cg1 | 176.0 (3) | C22—C23—H33 | 120.023 |
SR1—C6—C7 | 76.1 (2) | C24—C23—H33 | 120.023 |
SR1—C6—C10 | 74.9 (2) | C23—C24—H34 | 120.398 |
SR1—C6—C16 | 117.4 (2) | C25—C24—H34 | 120.399 |
SR1—C6—Cg2 | 64.8 (1) | C26—C27—H35 | 120.349 |
C7—C6—C10 | 108.0 (3) | C28—C27—H35 | 120.348 |
C7—C6—C16 | 126.4 (3) | C27—C28—H36 | 120.163 |
C7—C6—Cg2 | 54.1 (2) | C29—C28—H36 | 120.164 |
C10—C6—C16 | 125.6 (3) | C28—C29—H37 | 121.225 |
C10—C6—Cg2 | 53.9 (2) | C30—C29—H37 | 121.224 |
C16—C6—Cg2 | 177.7 (3) | N2—C30—H38 | 117.935 |
SR1—C7—C6 | 75.3 (2) | C29—C30—H38 | 117.936 |
SR1—C7—C8 | 75.6 (2) |
Symmetry codes: (i) −x+2, y−1/2, −z+1/2; (ii) x−1/2, −y+1/2, −z. |
Experimental details
Crystal data | |
Chemical formula | [Sr(C10H15)2(C10H8N2)] |
Mr | 514.26 |
Crystal system, space group | Orthorhombic, Pbca |
Temperature (K) | 168 |
a, b, c (Å) | 15.5489 (9), 16.7821 (9), 20.561 (1) |
V (Å3) | 5365.4 (5) |
Z | 8 |
Radiation type | Mo Kα |
µ (mm−1) | 2.03 |
Crystal size (mm) | 0.10 × 0.09 × 0.03 |
Data collection | |
Diffractometer | Bruker APEX CCD diffractometer |
Absorption correction | Multi-scan (Blessing, 1995) |
Tmin, Tmax | 0.772, 0.941 |
No. of measured, independent and observed [F2 > 3σ(F2)] reflections | 30804, 5478, 3494 |
Rint | 0.034 |
(sin θ/λ)max (Å−1) | 0.625 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.034, 0.039, 1.57 |
No. of reflections | 3494 |
No. of parameters | 298 |
No. of restraints | ? |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.53, −0.30 |
Computer programs: SMART (Bruker, 1999), SAINT (Bruker, 2002), SIR97 (Altomare et al., 1999), TEXSAN (MSC/Rigaku, 1998).
SR1—N1 | 2.624 (3) | SR1—Cg1 | 2.5711 (3) |
SR1—N2 | 2.676 (3) | SR1—Cg2 | 2.5608 (3) |
C4···C27i | 3.540 (5) | C12···C24i | 3.589 (5) |
C9···C22ii | 3.538 (5) |
Symmetry codes: (i) −x+2, y−1/2, −z+1/2; (ii) x−1/2, −y+1/2, −z. |
Acknowledgements
We thank Dr Fred Hollander and Professors Kenneth Raymond and Richard A. Andersen.
References
Allen, F. H. (2002). Acta Cryst. B58, 380–388. Web of Science CrossRef CAS IUCr Journals Google Scholar
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. Web of Science CrossRef CAS IUCr Journals Google Scholar
Blessing, R. H. (1995). Acta Cryst. A51, 33–38. CrossRef CAS Web of Science IUCr Journals Google Scholar
Bruker (1999). SMART. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Bruker (2002). SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Burns, C. J. & Andersen, R. A. (1987). J. Organomet. Chem. 325, 31–37. CrossRef CAS Web of Science Google Scholar
MSC/Rigaku (1998). TEXSAN. Molecular Structure Corporation, The Woodlands, Texas, USA, and Rigaku Corporation, Tokyo, Japan. Google Scholar
Schultz, M., Boncella, J. M., Berg, D. J., Tilley, T. D. & Andersen, R. A. (2002). Organometallics, 21, 460–472. Web of Science CSD CrossRef CAS Google Scholar
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In Cp*2Sr(bipy) the Cp* rings are completely staggered (see Fig. 1). Cg1 and Cg2 are the centroids of the rings defined by C1—C5 and C6—C10 respectively. The two pyridine rings in the bipyridine ligand are almost coplanar (the N—C—C—N torsion angle is 2.2 (4)°). The least squares plane formed by the 12 atoms of the pyridine ring is tilted 10.7° relative to the plane formed by Sr,N1, and N2. This is larger than the equivalent angle in any other Cp*2M(bipy) in the Cambridge Structural Database (Allen, 2002). The closest is 5.1° in [Cp*2Yb(bipy)][Cp*2YbCl2] (Schultz et al. 2002). The reason for this tilting is unclear as the Sr is d0 and therefore electronic effects should be minor. At the same time it is unclear what steric reason could lead to this tilt.