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metal-organic compounds
Dichloridobis[(1S,1S′,2R,2R′)-(+)-1,1′-di-tert-butyl-2,2′-diphospholane-κ2P,P′]ruthenium(II)
aCollege of Chemistry, Central China Normal University, Wuhan, Hubei 430072, People's Republic of China, bCollege of Chemistry and Molecular Science, Wuhan University, Wuhan, Hubei 430072, People's Republic of China, and cCollege of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang, Henan 471022, People's Republic of China
*Correspondence e-mail: haiyantao21@hotmail.com
In the title compound, [RuCl2(C16H32P2)2], the RuII ion is situated on a twofold rotation axis, so the contains one half-molecule. The slightly distorted octahedral environment of the Ru center is formed by four P atoms [Ru—P = 2.4417 (6) and 2.4544 (6) Å] from two different (1S,1S′,2R,2R′)-TangPhos ligands [(1S,1S′,2R,2R′)-TangPhos = (1S,1S′,2R,2R′)-(+)-1,1′-di-tert-butyl-2,2′-diphospholane] and two Cl atoms [Ru—Cl = 2.4267 (5) Å].
Related literature
For related literature, see: Ikariya et al. (1985); James & Fogg (1993
); Stoop et al. (1999
).
Experimental
Crystal data
|
Data collection: SMART (Bruker, 1997); cell SAINT (Bruker, 2001
); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008
); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008
); molecular graphics: SHELXTL (Sheldrick, 2008
); software used to prepare material for publication: SHELXTL.
Supporting information
10.1107/S1600536808008301/cv2390sup1.cif
contains datablocks global, I. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536808008301/cv2390Isup2.hkl
To a solution of [RuCl2(PPh)3] (96 mg, 0.1 mmol) in 2 ml of deoxygenated CH2Cl2 was added dropwise a solution of (1S,1S',2R,2R')-TangPhos, (56 mg, 0.2 mmol) in CH2Cl2 (1 ml). The resulting mixture was stirred at ambient temperature for 6 h. Deoxygenated ether (12 ml) was added into the vigorously stirring solution and kept for 6 h at room temperature. The resulting light brown precipitate was filtered, washed with ether (3 times with 10 ml), and dried under vacuum. Yield: 45 mg (56%). Crystals suitable for X-ray diffraction were obtained by diffusion of hexane into a CD2Cl2 solution of the above compound at room temperature.
All H atoms were positioned geometrically (C—H 0.98–1.00 Å), and treated as riding, with Uiso(H) = 1.2–1.5Ueq (C).
Data collection: SMART (Bruker, 1997); cell
SMART (Bruker, 1997); data reduction: SAINT (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008). ![]() | Fig. 1. View of the title compound with the atomic numbering and 40% probability displacement ellipsoids [symmetry code: (i) -x, y, -z + 1/2]. H atoms are omitted for clarity. |
[RuCl2(C16H32P2)2] | F(000) = 1576 |
Mr = 744.72 | Dx = 1.418 Mg m−3 |
Orthorhombic, C2221 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: C 2c 2 | Cell parameters from 5992 reflections |
a = 11.8640 (14) Å | θ = 2.4–28.2° |
b = 20.669 (3) Å | µ = 0.81 mm−1 |
c = 14.2274 (17) Å | T = 108 K |
V = 3488.8 (8) Å3 | Brick, orange |
Z = 4 | 0.24 × 0.15 × 0.10 mm |
Bruker SMART CCD area-detector diffractometer | 4164 independent reflections |
Radiation source: fine-focus sealed tube | 4018 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.025 |
phi and ω scans | θmax = 28.3°, θmin = 2.0° |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | h = −14→15 |
Tmin = 0.863, Tmax = 0.921 | k = −17→27 |
11542 measured reflections | l = −18→18 |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.024 | H-atom parameters not refined |
wR(F2) = 0.057 | w = 1/[σ2(Fo2) + (0.0315P)2 + 0.2939P] where P = (Fo2 + 2Fc2)/3 |
S = 1.06 | (Δ/σ)max = 0.003 |
4164 reflections | Δρmax = 0.83 e Å−3 |
183 parameters | Δρmin = −0.29 e Å−3 |
0 restraints | Absolute structure: Flack (1983), 1750 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.00 (2) |
[RuCl2(C16H32P2)2] | V = 3488.8 (8) Å3 |
Mr = 744.72 | Z = 4 |
Orthorhombic, C2221 | Mo Kα radiation |
a = 11.8640 (14) Å | µ = 0.81 mm−1 |
b = 20.669 (3) Å | T = 108 K |
c = 14.2274 (17) Å | 0.24 × 0.15 × 0.10 mm |
Bruker SMART CCD area-detector diffractometer | 4164 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | 4018 reflections with I > 2σ(I) |
Tmin = 0.863, Tmax = 0.921 | Rint = 0.025 |
11542 measured reflections |
R[F2 > 2σ(F2)] = 0.024 | H-atom parameters not refined |
wR(F2) = 0.057 | Δρmax = 0.83 e Å−3 |
S = 1.06 | Δρmin = −0.29 e Å−3 |
4164 reflections | Absolute structure: Flack (1983), 1750 Friedel pairs |
183 parameters | Absolute structure parameter: 0.00 (2) |
0 restraints |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | ||
C1 | 0.02414 (19) | 0.16346 (11) | −0.00952 (15) | 0.0256 (5) | |
H1A | −0.0059 | 0.1290 | −0.0497 | 0.038* | |
H1B | 0.0806 | 0.1883 | −0.0445 | 0.038* | |
H1C | −0.0373 | 0.1922 | 0.0098 | 0.038* | |
C2 | −0.0038 (3) | 0.08613 (11) | 0.12059 (16) | 0.0353 (6) | |
H2A | −0.0740 | 0.1086 | 0.1364 | 0.053* | |
H2B | 0.0291 | 0.0677 | 0.1778 | 0.053* | |
H2C | −0.0198 | 0.0514 | 0.0756 | 0.053* | |
C3 | 0.1820 (2) | 0.09489 (11) | 0.04344 (16) | 0.0257 (5) | |
H3A | 0.2177 | 0.0737 | 0.0973 | 0.039* | |
H3B | 0.2361 | 0.1243 | 0.0136 | 0.039* | |
H3C | 0.1580 | 0.0621 | −0.0021 | 0.039* | |
C4 | 0.07852 (18) | 0.13369 (11) | 0.07717 (15) | 0.0188 (4) | |
C5 | 0.21860 (15) | 0.15194 (10) | 0.24348 (17) | 0.0185 (4) | |
H5A | 0.2097 | 0.1649 | 0.3100 | 0.022* | |
H5B | 0.2031 | 0.1050 | 0.2384 | 0.022* | |
C6 | 0.33823 (17) | 0.16652 (12) | 0.21003 (18) | 0.0262 (5) | |
H6A | 0.3927 | 0.1616 | 0.2622 | 0.031* | |
H6B | 0.3601 | 0.1369 | 0.1584 | 0.031* | |
C7 | 0.33514 (17) | 0.23639 (12) | 0.17560 (17) | 0.0261 (5) | |
H7A | 0.4066 | 0.2474 | 0.1434 | 0.031* | |
H7B | 0.3250 | 0.2663 | 0.2293 | 0.031* | |
C8 | 0.23545 (18) | 0.24229 (10) | 0.10707 (15) | 0.0179 (4) | |
H8 | 0.2549 | 0.2176 | 0.0489 | 0.021* | |
C9 | 0.20454 (18) | 0.31083 (11) | 0.07802 (15) | 0.0185 (4) | |
H9 | 0.2760 | 0.3358 | 0.0695 | 0.022* | |
C10 | 0.13653 (19) | 0.31551 (11) | −0.01378 (14) | 0.0220 (5) | |
H10A | 0.1839 | 0.3027 | −0.0680 | 0.026* | |
H10B | 0.0702 | 0.2865 | −0.0112 | 0.026* | |
C11 | 0.09906 (19) | 0.38550 (11) | −0.02376 (15) | 0.0237 (5) | |
H11A | 0.0465 | 0.3904 | −0.0773 | 0.028* | |
H11B | 0.1647 | 0.4142 | −0.0338 | 0.028* | |
C12 | 0.04012 (19) | 0.40157 (10) | 0.06914 (15) | 0.0203 (5) | |
H12A | −0.0402 | 0.3887 | 0.0663 | 0.024* | |
H12B | 0.0442 | 0.4486 | 0.0817 | 0.024* | |
C13 | 0.2153 (2) | 0.42001 (11) | 0.21194 (17) | 0.0261 (5) | |
C14 | 0.3123 (2) | 0.39022 (14) | 0.26745 (19) | 0.0414 (7) | |
H14A | 0.3582 | 0.4247 | 0.2951 | 0.062* | |
H14B | 0.3590 | 0.3640 | 0.2253 | 0.062* | |
H14C | 0.2819 | 0.3628 | 0.3176 | 0.062* | |
C15 | 0.2678 (2) | 0.46048 (11) | 0.13264 (17) | 0.0291 (5) | |
H15A | 0.2078 | 0.4806 | 0.0954 | 0.044* | |
H15B | 0.3134 | 0.4324 | 0.0921 | 0.044* | |
H15C | 0.3158 | 0.4943 | 0.1598 | 0.044* | |
C16 | 0.1502 (3) | 0.46594 (13) | 0.2754 (2) | 0.0505 (9) | |
H16A | 0.1180 | 0.4417 | 0.3281 | 0.076* | |
H16B | 0.0895 | 0.4864 | 0.2394 | 0.076* | |
H16C | 0.2013 | 0.4993 | 0.2995 | 0.076* | |
Cl1 | −0.13351 (4) | 0.27771 (3) | 0.12078 (3) | 0.01700 (10) | |
P1 | 0.11419 (5) | 0.35562 (3) | 0.16379 (4) | 0.01581 (11) | |
P2 | 0.11916 (4) | 0.19819 (3) | 0.16823 (4) | 0.01347 (11) | |
Ru1 | 0.0000 | 0.277275 (10) | 0.2500 | 0.01108 (6) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0294 (13) | 0.0265 (11) | 0.0207 (11) | 0.0048 (10) | −0.0060 (9) | −0.0074 (9) |
C2 | 0.0464 (14) | 0.0316 (12) | 0.0279 (12) | −0.0175 (14) | 0.0162 (14) | −0.0125 (10) |
C3 | 0.0352 (13) | 0.0209 (11) | 0.0209 (11) | 0.0099 (10) | 0.0033 (10) | −0.0011 (9) |
C4 | 0.0241 (11) | 0.0182 (10) | 0.0142 (10) | 0.0018 (9) | 0.0029 (8) | −0.0020 (8) |
C5 | 0.0201 (10) | 0.0212 (9) | 0.0141 (9) | 0.0048 (8) | 0.0021 (9) | 0.0025 (10) |
C6 | 0.0168 (11) | 0.0359 (14) | 0.0260 (11) | 0.0088 (10) | 0.0036 (9) | 0.0107 (10) |
C7 | 0.0132 (10) | 0.0342 (15) | 0.0310 (12) | −0.0006 (9) | 0.0012 (9) | 0.0117 (10) |
C8 | 0.0166 (10) | 0.0211 (11) | 0.0159 (9) | 0.0012 (8) | 0.0046 (8) | 0.0031 (8) |
C9 | 0.0181 (10) | 0.0208 (11) | 0.0166 (10) | 0.0011 (8) | 0.0045 (8) | 0.0041 (9) |
C10 | 0.0285 (12) | 0.0242 (12) | 0.0133 (10) | 0.0052 (10) | 0.0058 (9) | 0.0023 (8) |
C11 | 0.0304 (13) | 0.0240 (12) | 0.0166 (11) | 0.0015 (10) | 0.0039 (9) | 0.0061 (9) |
C12 | 0.0247 (11) | 0.0162 (10) | 0.0199 (11) | 0.0009 (9) | 0.0015 (8) | 0.0037 (9) |
C13 | 0.0326 (13) | 0.0224 (12) | 0.0234 (11) | −0.0126 (10) | 0.0024 (10) | −0.0004 (10) |
C14 | 0.0485 (16) | 0.0439 (15) | 0.0317 (17) | −0.0285 (13) | −0.0166 (12) | 0.0120 (12) |
C15 | 0.0348 (13) | 0.0212 (11) | 0.0315 (13) | −0.0111 (11) | 0.0056 (11) | 0.0024 (10) |
C16 | 0.0582 (19) | 0.0429 (17) | 0.050 (2) | −0.0304 (15) | 0.0255 (15) | −0.0289 (14) |
Cl1 | 0.0168 (2) | 0.0205 (2) | 0.0137 (2) | 0.0003 (2) | −0.00355 (16) | 0.0000 (2) |
P1 | 0.0188 (3) | 0.0144 (3) | 0.0143 (3) | −0.0034 (2) | 0.0013 (2) | 0.0013 (2) |
P2 | 0.0146 (3) | 0.0147 (2) | 0.0111 (2) | 0.0011 (2) | 0.0020 (2) | 0.0013 (2) |
Ru1 | 0.01224 (10) | 0.01165 (10) | 0.00935 (9) | 0.000 | 0.00015 (8) | 0.000 |
C1—C4 | 1.522 (3) | C10—C11 | 1.520 (3) |
C1—H1A | 0.9800 | C10—H10A | 0.9900 |
C1—H1B | 0.9800 | C10—H10B | 0.9900 |
C1—H1C | 0.9800 | C11—C12 | 1.532 (3) |
C2—C4 | 1.517 (3) | C11—H11A | 0.9900 |
C2—H2A | 0.9800 | C11—H11B | 0.9900 |
C2—H2B | 0.9800 | C12—P1 | 1.868 (2) |
C2—H2C | 0.9800 | C12—H12A | 0.9900 |
C3—C4 | 1.543 (3) | C12—H12B | 0.9900 |
C3—H3A | 0.9800 | C13—C16 | 1.520 (4) |
C3—H3B | 0.9800 | C13—C14 | 1.525 (3) |
C3—H3C | 0.9800 | C13—C15 | 1.537 (3) |
C4—P2 | 1.920 (2) | C13—P1 | 1.918 (2) |
C5—C6 | 1.527 (3) | C14—H14A | 0.9800 |
C5—P2 | 1.858 (2) | C14—H14B | 0.9800 |
C5—H5A | 0.9900 | C14—H14C | 0.9800 |
C5—H5B | 0.9900 | C15—H15A | 0.9800 |
C6—C7 | 1.525 (3) | C15—H15B | 0.9800 |
C6—H6A | 0.9900 | C15—H15C | 0.9800 |
C6—H6B | 0.9900 | C16—H16A | 0.9800 |
C7—C8 | 1.538 (3) | C16—H16B | 0.9800 |
C7—H7A | 0.9900 | C16—H16C | 0.9800 |
C7—H7B | 0.9900 | Cl1—Ru1 | 2.4267 (5) |
C8—C9 | 1.521 (3) | P1—Ru1 | 2.4417 (6) |
C8—P2 | 1.869 (2) | P2—Ru1 | 2.4544 (6) |
C8—H8 | 1.0000 | Ru1—Cl1i | 2.4267 (5) |
C9—C10 | 1.538 (3) | Ru1—P1i | 2.4417 (6) |
C9—P1 | 1.870 (2) | Ru1—P2i | 2.4544 (6) |
C9—H9 | 1.0000 | ||
C4—C1—H1A | 109.5 | C12—C11—H11A | 110.7 |
C4—C1—H1B | 109.5 | C10—C11—H11B | 110.7 |
H1A—C1—H1B | 109.5 | C12—C11—H11B | 110.7 |
C4—C1—H1C | 109.5 | H11A—C11—H11B | 108.8 |
H1A—C1—H1C | 109.5 | C11—C12—P1 | 107.29 (15) |
H1B—C1—H1C | 109.5 | C11—C12—H12A | 110.3 |
C4—C2—H2A | 109.5 | P1—C12—H12A | 110.3 |
C4—C2—H2B | 109.5 | C11—C12—H12B | 110.3 |
H2A—C2—H2B | 109.5 | P1—C12—H12B | 110.3 |
C4—C2—H2C | 109.5 | H12A—C12—H12B | 108.5 |
H2A—C2—H2C | 109.5 | C16—C13—C14 | 109.1 (2) |
H2B—C2—H2C | 109.5 | C16—C13—C15 | 107.6 (2) |
C4—C3—H3A | 109.5 | C14—C13—C15 | 107.1 (2) |
C4—C3—H3B | 109.5 | C16—C13—P1 | 109.12 (17) |
H3A—C3—H3B | 109.5 | C14—C13—P1 | 112.12 (17) |
C4—C3—H3C | 109.5 | C15—C13—P1 | 111.66 (16) |
H3A—C3—H3C | 109.5 | C13—C14—H14A | 109.5 |
H3B—C3—H3C | 109.5 | C13—C14—H14B | 109.5 |
C2—C4—C1 | 108.6 (2) | H14A—C14—H14B | 109.5 |
C2—C4—C3 | 107.60 (19) | C13—C14—H14C | 109.5 |
C1—C4—C3 | 107.18 (17) | H14A—C14—H14C | 109.5 |
C2—C4—P2 | 109.67 (14) | H14B—C14—H14C | 109.5 |
C1—C4—P2 | 111.87 (15) | C13—C15—H15A | 109.5 |
C3—C4—P2 | 111.76 (15) | C13—C15—H15B | 109.5 |
C6—C5—P2 | 108.00 (15) | H15A—C15—H15B | 109.5 |
C6—C5—H5A | 110.1 | C13—C15—H15C | 109.5 |
P2—C5—H5A | 110.1 | H15A—C15—H15C | 109.5 |
C6—C5—H5B | 110.1 | H15B—C15—H15C | 109.5 |
P2—C5—H5B | 110.1 | C13—C16—H16A | 109.5 |
H5A—C5—H5B | 108.4 | C13—C16—H16B | 109.5 |
C7—C6—C5 | 105.35 (17) | H16A—C16—H16B | 109.5 |
C7—C6—H6A | 110.7 | C13—C16—H16C | 109.5 |
C5—C6—H6A | 110.7 | H16A—C16—H16C | 109.5 |
C7—C6—H6B | 110.7 | H16B—C16—H16C | 109.5 |
C5—C6—H6B | 110.7 | C12—P1—C9 | 92.92 (10) |
H6A—C6—H6B | 108.8 | C12—P1—C13 | 101.48 (10) |
C6—C7—C8 | 107.28 (19) | C9—P1—C13 | 102.59 (10) |
C6—C7—H7A | 110.3 | C12—P1—Ru1 | 116.00 (7) |
C8—C7—H7A | 110.3 | C9—P1—Ru1 | 108.52 (7) |
C6—C7—H7B | 110.3 | C13—P1—Ru1 | 128.89 (8) |
C8—C7—H7B | 110.3 | C5—P2—C8 | 92.89 (9) |
H7A—C7—H7B | 108.5 | C5—P2—C4 | 101.01 (10) |
C9—C8—C7 | 115.57 (18) | C8—P2—C4 | 102.11 (9) |
C9—C8—P2 | 113.76 (15) | C5—P2—Ru1 | 115.80 (8) |
C7—C8—P2 | 103.53 (14) | C8—P2—Ru1 | 108.73 (7) |
C9—C8—H8 | 107.9 | C4—P2—Ru1 | 129.60 (7) |
C7—C8—H8 | 107.9 | Cl1i—Ru1—Cl1 | 179.58 (3) |
P2—C8—H8 | 107.9 | Cl1i—Ru1—P1 | 90.913 (19) |
C8—C9—C10 | 114.56 (18) | Cl1—Ru1—P1 | 88.806 (19) |
C8—C9—P1 | 114.98 (15) | Cl1i—Ru1—P1i | 88.806 (19) |
C10—C9—P1 | 102.85 (14) | Cl1—Ru1—P1i | 90.913 (19) |
C8—C9—H9 | 108.0 | P1—Ru1—P1i | 96.91 (3) |
C10—C9—H9 | 108.0 | Cl1i—Ru1—P2i | 91.107 (19) |
P1—C9—H9 | 108.0 | Cl1—Ru1—P2i | 89.175 (19) |
C11—C10—C9 | 107.00 (18) | P1—Ru1—P2i | 177.969 (19) |
C11—C10—H10A | 110.3 | P1i—Ru1—P2i | 83.341 (18) |
C9—C10—H10A | 110.3 | Cl1i—Ru1—P2 | 89.175 (19) |
C11—C10—H10B | 110.3 | Cl1—Ru1—P2 | 91.107 (19) |
C9—C10—H10B | 110.3 | P1—Ru1—P2 | 83.341 (18) |
H10A—C10—H10B | 108.6 | P1i—Ru1—P2 | 177.969 (19) |
C10—C11—C12 | 105.02 (17) | P2i—Ru1—P2 | 96.48 (3) |
C10—C11—H11A | 110.7 | ||
P2—C5—C6—C7 | 33.0 (2) | C9—C8—P2—C4 | 110.84 (16) |
C5—C6—C7—C8 | −50.9 (2) | C7—C8—P2—C4 | −122.93 (15) |
C6—C7—C8—C9 | 169.48 (18) | C9—C8—P2—Ru1 | −28.74 (16) |
C6—C7—C8—P2 | 44.4 (2) | C7—C8—P2—Ru1 | 97.50 (14) |
C7—C8—C9—C10 | 159.29 (18) | C2—C4—P2—C5 | 76.02 (19) |
P2—C8—C9—C10 | −81.1 (2) | C1—C4—P2—C5 | −163.42 (15) |
C7—C8—C9—P1 | −81.9 (2) | C3—C4—P2—C5 | −43.22 (17) |
P2—C8—C9—P1 | 37.76 (19) | C2—C4—P2—C8 | 171.43 (17) |
C8—C9—C10—C11 | 171.88 (18) | C1—C4—P2—C8 | −68.01 (17) |
P1—C9—C10—C11 | 46.39 (19) | C3—C4—P2—C8 | 52.19 (17) |
C9—C10—C11—C12 | −53.0 (2) | C2—C4—P2—Ru1 | −61.4 (2) |
C10—C11—C12—P1 | 33.8 (2) | C1—C4—P2—Ru1 | 59.14 (18) |
C11—C12—P1—C9 | −6.50 (16) | C3—C4—P2—Ru1 | 179.34 (11) |
C11—C12—P1—C13 | 96.98 (16) | C12—P1—Ru1—Cl1i | −160.02 (8) |
C11—C12—P1—Ru1 | −118.75 (14) | C9—P1—Ru1—Cl1i | 97.09 (7) |
C8—C9—P1—C12 | −147.28 (16) | C13—P1—Ru1—Cl1i | −27.34 (10) |
C10—C9—P1—C12 | −22.07 (15) | C12—P1—Ru1—Cl1 | 19.66 (8) |
C8—C9—P1—C13 | 110.27 (16) | C9—P1—Ru1—Cl1 | −83.23 (7) |
C10—C9—P1—C13 | −124.52 (15) | C13—P1—Ru1—Cl1 | 152.34 (10) |
C8—C9—P1—Ru1 | −28.60 (16) | C12—P1—Ru1—P1i | −71.11 (8) |
C10—C9—P1—Ru1 | 96.61 (13) | C9—P1—Ru1—P1i | −174.00 (8) |
C16—C13—P1—C12 | 77.9 (2) | C13—P1—Ru1—P1i | 61.56 (10) |
C14—C13—P1—C12 | −161.05 (17) | C12—P1—Ru1—P2 | 110.92 (8) |
C15—C13—P1—C12 | −40.84 (19) | C9—P1—Ru1—P2 | 8.03 (7) |
C16—C13—P1—C9 | 173.58 (18) | C13—P1—Ru1—P2 | −116.41 (10) |
C14—C13—P1—C9 | −65.40 (19) | C5—P2—Ru1—Cl1i | 20.56 (7) |
C15—C13—P1—C9 | 54.81 (19) | C8—P2—Ru1—Cl1i | −82.33 (7) |
C16—C13—P1—Ru1 | −59.7 (2) | C4—P2—Ru1—Cl1i | 153.05 (9) |
C14—C13—P1—Ru1 | 61.3 (2) | C5—P2—Ru1—Cl1 | −159.76 (7) |
C15—C13—P1—Ru1 | −178.44 (13) | C8—P2—Ru1—Cl1 | 97.35 (7) |
C6—C5—P2—C8 | −6.72 (17) | C4—P2—Ru1—Cl1 | −27.27 (9) |
C6—C5—P2—C4 | 96.21 (17) | C8—P2—Ru1—P1 | 8.68 (7) |
C6—C5—P2—Ru1 | −119.15 (15) | C5—P2—Ru1—P2i | −70.46 (7) |
C9—C8—P2—C5 | −147.25 (16) | C8—P2—Ru1—P2i | −173.36 (8) |
C7—C8—P2—C5 | −21.02 (16) | C4—P2—Ru1—P2i | 62.03 (9) |
Symmetry code: (i) −x, y, −z+1/2. |
Experimental details
Crystal data | |
Chemical formula | [RuCl2(C16H32P2)2] |
Mr | 744.72 |
Crystal system, space group | Orthorhombic, C2221 |
Temperature (K) | 108 |
a, b, c (Å) | 11.8640 (14), 20.669 (3), 14.2274 (17) |
V (Å3) | 3488.8 (8) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.81 |
Crystal size (mm) | 0.24 × 0.15 × 0.10 |
Data collection | |
Diffractometer | Bruker SMART CCD area-detector diffractometer |
Absorption correction | Multi-scan (SADABS; Bruker, 2001) |
Tmin, Tmax | 0.863, 0.921 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 11542, 4164, 4018 |
Rint | 0.025 |
(sin θ/λ)max (Å−1) | 0.667 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.024, 0.057, 1.06 |
No. of reflections | 4164 |
No. of parameters | 183 |
H-atom treatment | H-atom parameters not refined |
Δρmax, Δρmin (e Å−3) | 0.83, −0.29 |
Absolute structure | Flack (1983), 1750 Friedel pairs |
Absolute structure parameter | 0.00 (2) |
Computer programs: SMART (Bruker, 1997), SAINT (Bruker, 2001), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).
Acknowledgements
This work was supported by the National Natural Science Foundation of China (grant No. 20702039).
References
Bruker (1997). SMART. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Bruker (2001). SADABS and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Flack, H. D. (1983). Acta Cryst. A39, 876–881. CrossRef CAS Web of Science IUCr Journals Google Scholar
Ikariya, T., Ishii, Y., Kawano, H., Arai, T., Saburi, M., Yoshikawa, S. & Akutagawa, S. (1985). J. Chem. Soc. Chem. Commun. pp. 922–924. CrossRef Web of Science Google Scholar
James, B. R. & Fogg, D. E. (1993). J. Organomet. Chem. 462, c21–c24. Google Scholar
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This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
Recently, some chiral diphosphino ruthenium complexes have been synthesized and used as catalysts for the asymmetric reactions (Stoop et al., 1999; James et al., 1993). Herein, we report the synthesis and crystal structure of the title compound - the ruthenium(II) complex containing the chiral TangPhos ligand.
As shown in Fig. 1, the crystals of the title complex contain discrete [RuCl2(TangPhos)2] units with the metal center in a slightly distorted octahedral environment. The trans-axial positions of RuII environment are occupied by Cl1 and Cl1i atoms, and the equatorial positions are occupied by P1, P2, P1i, P2i atoms, respectively [symmetry code: (i) -x, y, -z + 1/2], from two different TangPhos ligands, resulting in two chelate rings, which assume a half-chair conformation with the tert-butyl in the less hindered equatorial positions. Similar conformations were found in previously reported related structures (Stoop et al., 1999; Ikariya et al., 1985).