metal-organic compounds
[Hydridotris(pyrazol-1-yl-κN2)borato]bis(methylamino-κN)(triphenylphosphine-κP)ruthenium(II) chloride dichloromethane solvate monohydrate
aDepartment of Applied Physics and Chemistry, Taipei Municipal University of Education, Taipei 10048, Taiwan
*Correspondence e-mail: yhlo@mail.tmue.edu.tw
The title salt, [Ru(Tp)(CH5N)2(PPh3)]Cl·CH2Cl2·H2O [where Tp is (C3H3N2)3BH and PPH3 is C18H15P], has the RuIII atom in an octahedral geometry; one of the Ru—N(Tp) bonds [2.135 (8) Å] is slightly longer than another two, owing to the trans influence of PPh3 ligand. N—H⋯Cl and O—H⋯Cl hydrogen bonding leads to the formation of layers parallel to (100).
Related literature
For general background, see: Alcock et al. (1992); Burrows et al. (2001); Pavlik et al. (2005); Slugovc et al. (1998).
Experimental
Crystal data
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Refinement
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Data collection: COLLECT (Nonius, 2000); cell HKL SCALEPACK (Otwinowski & Minor, 1997); data reduction: HKL DENZO (Otwinowski & Minor, 1997) and SCALEPACK; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).
Supporting information
10.1107/S1600536812042110/ng5297sup1.cif
contains datablocks I, global. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536812042110/ng5297Isup2.hkl
The synthesis of the title compound was carried out as follows. To a solution of [(Tp)(PPh3)2RuCl] (0.39 g, 0.45 mmol) in methanol (20 ml), an excess of methyl amine were added. The mixture was heated using a warm water bath for 30 min. A deep yellow color developed during this time. The reaction mixture was stirred for a further 6 h at room temperature (298 K). Then it was concentrated to approximately half of the volume and cooled to 273 K. The yellow precipitate was filtered off, washed with ethanol and ether and dried was dried under vacuum to give the title compound.
The H atoms were placed in idealized positions and constrained to ride on their parent atoms, by C—H = 0.95 and 0.98 Å with Uiso(H) = 1.2Ueq(C) and 1.5Ueq(C), N—H = 0.92 Å with Uiso(H) = 1.2Ueq(N), and B—H = 1.0 Å with Uiso(H) = 1.2Ueq(B).
Data collection: COLLECT (Nonius, 2000); cell
HKL SCALEPACK (Otwinowski & Minor, 1997); data reduction: HKL DENZO and SCALEPACK (Otwinowski & Minor, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).Fig. 1. Molecular structure of the title compound with labelling and displacement ellipsoids drawn at the 30% probability level (H atoms are shown as spheres of arbitrary radius). |
[Ru(C9H10BN6)(CH5N)2(C18H15P)]Cl·CH2Cl2·H2O | F(000) = 1592 |
Mr = 776.89 | Dx = 1.484 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 973 reflections |
a = 12.3791 (8) Å | θ = 1.7–25.0° |
b = 13.1285 (9) Å | µ = 0.77 mm−1 |
c = 21.5723 (15) Å | T = 200 K |
β = 97.405 (4)° | Prism, pale yellow |
V = 3476.7 (4) Å3 | 0.25 × 0.13 × 0.06 mm |
Z = 4 |
Nonius KappaCCD diffractometer | 6102 independent reflections |
Radiation source: fine-focus sealed tube | 2862 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.110 |
ϕ and ω scans | θmax = 25.0°, θmin = 1.7° |
Absorption correction: multi-scan (Blessing; 1995) | h = −14→14 |
Tmin = 0.832, Tmax = 0.956 | k = −13→15 |
22188 measured reflections | l = −25→25 |
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)] = 0.071 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.167 | H-atom parameters constrained |
S = 0.99 | w = 1/[σ2(Fo2) + (0.0634P)2] where P = (Fo2 + 2Fc2)/3 |
6102 reflections | (Δ/σ)max = 0.001 |
408 parameters | Δρmax = 1.31 e Å−3 |
0 restraints | Δρmin = −0.82 e Å−3 |
[Ru(C9H10BN6)(CH5N)2(C18H15P)]Cl·CH2Cl2·H2O | V = 3476.7 (4) Å3 |
Mr = 776.89 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 12.3791 (8) Å | µ = 0.77 mm−1 |
b = 13.1285 (9) Å | T = 200 K |
c = 21.5723 (15) Å | 0.25 × 0.13 × 0.06 mm |
β = 97.405 (4)° |
Nonius KappaCCD diffractometer | 6102 independent reflections |
Absorption correction: multi-scan (Blessing; 1995) | 2862 reflections with I > 2σ(I) |
Tmin = 0.832, Tmax = 0.956 | Rint = 0.110 |
22188 measured reflections |
R[F2 > 2σ(F2)] = 0.071 | 0 restraints |
wR(F2) = 0.167 | H-atom parameters constrained |
S = 0.99 | Δρmax = 1.31 e Å−3 |
6102 reflections | Δρmin = −0.82 e Å−3 |
408 parameters |
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 | 0.7768 (6) | 0.9797 (6) | 0.1920 (4) | 0.032 (2) | |
H1 | 0.7820 | 0.9899 | 0.1489 | 0.038* | |
C2 | 0.7942 (7) | 1.0542 (7) | 0.2377 (4) | 0.042 (2) | |
H2 | 0.8143 | 1.1232 | 0.2324 | 0.050* | |
C3 | 0.7765 (6) | 1.0081 (7) | 0.2914 (4) | 0.036 (2) | |
H3 | 0.7809 | 1.0400 | 0.3312 | 0.043* | |
C4 | 0.8923 (6) | 0.6155 (6) | 0.2699 (4) | 0.036 (2) | |
H4 | 0.9111 | 0.5689 | 0.2393 | 0.043* | |
C5 | 0.9391 (7) | 0.6182 (7) | 0.3310 (4) | 0.042 (3) | |
H5 | 0.9958 | 0.5751 | 0.3498 | 0.051* | |
C6 | 0.8889 (7) | 0.6945 (7) | 0.3598 (4) | 0.041 (2) | |
H6 | 0.9034 | 0.7144 | 0.4024 | 0.049* | |
C7 | 0.4925 (7) | 0.7002 (6) | 0.2441 (4) | 0.039 (2) | |
H7 | 0.4547 | 0.6665 | 0.2088 | 0.047* | |
C8 | 0.4520 (7) | 0.7148 (7) | 0.3005 (4) | 0.045 (3) | |
H8 | 0.3832 | 0.6945 | 0.3114 | 0.054* | |
C9 | 0.5335 (7) | 0.7650 (7) | 0.3366 (4) | 0.041 (2) | |
H9 | 0.5305 | 0.7872 | 0.3783 | 0.050* | |
C10 | 0.9845 (6) | 0.7850 (6) | 0.1509 (4) | 0.030 (2) | |
C11 | 1.0067 (6) | 0.8209 (5) | 0.2117 (4) | 0.025 (2) | |
H11 | 0.9496 | 0.8314 | 0.2365 | 0.030* | |
C12 | 1.1155 (7) | 0.8413 (6) | 0.2360 (4) | 0.032 (2) | |
H12 | 1.1313 | 0.8671 | 0.2773 | 0.039* | |
C13 | 1.1996 (7) | 0.8246 (6) | 0.2012 (4) | 0.038 (2) | |
H13 | 1.2728 | 0.8378 | 0.2185 | 0.046* | |
C14 | 1.1762 (7) | 0.7890 (7) | 0.1416 (5) | 0.045 (3) | |
H14 | 1.2341 | 0.7772 | 0.1176 | 0.054* | |
C15 | 1.0691 (7) | 0.7694 (6) | 0.1149 (4) | 0.042 (3) | |
H15 | 1.0541 | 0.7458 | 0.0730 | 0.050* | |
C16 | 0.8175 (6) | 0.8324 (6) | 0.0499 (4) | 0.029 (2) | |
C17 | 0.8805 (7) | 0.9189 (7) | 0.0449 (4) | 0.040 (2) | |
H17 | 0.9409 | 0.9323 | 0.0757 | 0.048* | |
C18 | 0.8558 (7) | 0.9863 (7) | −0.0047 (4) | 0.043 (3) | |
H18 | 0.9011 | 1.0439 | −0.0080 | 0.052* | |
C19 | 0.7679 (8) | 0.9711 (7) | −0.0486 (4) | 0.044 (3) | |
H19 | 0.7506 | 1.0186 | −0.0816 | 0.053* | |
C20 | 0.7051 (7) | 0.8868 (7) | −0.0446 (4) | 0.038 (2) | |
H20 | 0.6445 | 0.8750 | −0.0754 | 0.046* | |
C21 | 0.7288 (6) | 0.8174 (7) | 0.0046 (3) | 0.033 (2) | |
H21 | 0.6837 | 0.7593 | 0.0069 | 0.040* | |
C22 | 0.8747 (6) | 0.6233 (6) | 0.0854 (4) | 0.034 (2) | |
C23 | 0.8167 (7) | 0.5810 (7) | 0.0324 (4) | 0.045 (3) | |
H23 | 0.7608 | 0.6200 | 0.0091 | 0.054* | |
C24 | 0.8378 (8) | 0.4827 (7) | 0.0121 (4) | 0.052 (3) | |
H24 | 0.7982 | 0.4568 | −0.0252 | 0.062* | |
C25 | 0.9146 (8) | 0.4243 (7) | 0.0455 (5) | 0.051 (3) | |
H25 | 0.9279 | 0.3571 | 0.0320 | 0.061* | |
C26 | 0.9736 (7) | 0.4623 (7) | 0.0989 (4) | 0.046 (3) | |
H26 | 1.0280 | 0.4219 | 0.1223 | 0.055* | |
C27 | 0.9530 (7) | 0.5596 (7) | 0.1183 (4) | 0.037 (2) | |
H27 | 0.9937 | 0.5846 | 0.1555 | 0.045* | |
C28 | 0.5159 (7) | 0.8916 (7) | 0.1380 (4) | 0.055 (3) | |
H28A | 0.4655 | 0.8603 | 0.1639 | 0.082* | |
H28B | 0.4744 | 0.9240 | 0.1015 | 0.082* | |
H28C | 0.5601 | 0.9430 | 0.1626 | 0.082* | |
C29 | 0.6553 (8) | 0.5105 (7) | 0.1935 (4) | 0.073 (3) | |
H29A | 0.7302 | 0.4939 | 0.2111 | 0.110* | |
H29B | 0.6223 | 0.4516 | 0.1705 | 0.110* | |
H29C | 0.6130 | 0.5278 | 0.2275 | 0.110* | |
C30 | 0.3166 (9) | 0.7761 (9) | −0.0453 (5) | 0.103 (5) | |
H30A | 0.3553 | 0.7143 | −0.0569 | 0.123* | |
H30B | 0.2924 | 0.7633 | −0.0040 | 0.123* | |
N1 | 0.7516 (5) | 0.8910 (5) | 0.2177 (3) | 0.0273 (17) | |
N2 | 0.7519 (5) | 0.9104 (5) | 0.2797 (3) | 0.0305 (18) | |
N3 | 0.8157 (5) | 0.6886 (5) | 0.2595 (3) | 0.0272 (17) | |
N4 | 0.8147 (5) | 0.7359 (5) | 0.3154 (3) | 0.0284 (17) | |
N5 | 0.5924 (5) | 0.7400 (5) | 0.2464 (3) | 0.0326 (17) | |
N6 | 0.6183 (5) | 0.7785 (5) | 0.3048 (3) | 0.0299 (18) | |
N7 | 0.5880 (5) | 0.8123 (5) | 0.1169 (3) | 0.0316 (17) | |
H7A | 0.6220 | 0.8400 | 0.0854 | 0.038* | |
H7B | 0.5443 | 0.7603 | 0.0995 | 0.038* | |
N8 | 0.6561 (5) | 0.5967 (5) | 0.1514 (3) | 0.0396 (19) | |
H8A | 0.5859 | 0.6044 | 0.1320 | 0.047* | |
H8B | 0.6976 | 0.5780 | 0.1209 | 0.047* | |
Cl1 | 0.4076 (2) | 0.8772 (3) | −0.03824 (13) | 0.0900 (10) | |
Cl2 | 0.2051 (2) | 0.7940 (2) | −0.09856 (13) | 0.0811 (9) | |
Cl3 | 0.40486 (19) | 0.61848 (19) | 0.08092 (10) | 0.0552 (7) | |
Ru1 | 0.71139 (5) | 0.74571 (5) | 0.18349 (3) | 0.0266 (2) | |
P1 | 0.84429 (16) | 0.74734 (19) | 0.11836 (9) | 0.0289 (5) | |
B1 | 0.7333 (7) | 0.8233 (8) | 0.3253 (5) | 0.035 (3) | |
H1C | 0.7418 | 0.8472 | 0.3697 | 0.042* | |
O1 | 0.4507 (5) | 0.3851 (5) | 0.0283 (3) | 0.078 (2) | |
H1A | 0.4588 | 0.4381 | 0.0491 | 0.093* | |
H1B | 0.4911 | 0.3729 | 0.0012 | 0.093* |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.026 (5) | 0.034 (6) | 0.037 (6) | 0.002 (4) | 0.009 (4) | 0.005 (5) |
C2 | 0.045 (6) | 0.033 (6) | 0.048 (6) | −0.009 (5) | 0.003 (5) | −0.004 (5) |
C3 | 0.027 (5) | 0.036 (6) | 0.042 (6) | −0.002 (4) | −0.007 (4) | −0.014 (5) |
C4 | 0.027 (5) | 0.023 (5) | 0.060 (7) | 0.002 (4) | 0.008 (5) | 0.007 (5) |
C5 | 0.023 (5) | 0.049 (7) | 0.052 (7) | −0.002 (5) | −0.006 (5) | 0.021 (5) |
C6 | 0.033 (6) | 0.052 (7) | 0.037 (6) | 0.000 (5) | −0.001 (5) | 0.013 (5) |
C7 | 0.021 (5) | 0.044 (6) | 0.050 (6) | −0.011 (4) | −0.005 (5) | 0.003 (5) |
C8 | 0.024 (5) | 0.074 (8) | 0.038 (6) | −0.006 (5) | 0.006 (5) | 0.004 (5) |
C9 | 0.034 (6) | 0.061 (7) | 0.030 (5) | 0.005 (5) | 0.007 (4) | 0.007 (5) |
C10 | 0.014 (5) | 0.040 (6) | 0.036 (5) | 0.000 (4) | 0.001 (4) | 0.001 (4) |
C11 | 0.026 (5) | 0.018 (5) | 0.031 (5) | 0.004 (4) | 0.006 (4) | 0.003 (4) |
C12 | 0.031 (6) | 0.022 (5) | 0.040 (6) | −0.014 (4) | −0.010 (5) | 0.004 (4) |
C13 | 0.014 (5) | 0.040 (6) | 0.058 (7) | −0.013 (4) | −0.005 (5) | −0.001 (5) |
C14 | 0.022 (5) | 0.051 (7) | 0.066 (7) | −0.002 (5) | 0.015 (5) | 0.015 (5) |
C15 | 0.028 (5) | 0.056 (7) | 0.042 (5) | −0.005 (5) | 0.008 (4) | −0.014 (5) |
C16 | 0.025 (5) | 0.024 (5) | 0.038 (5) | 0.001 (4) | 0.003 (4) | 0.002 (4) |
C17 | 0.032 (6) | 0.040 (7) | 0.048 (6) | 0.008 (5) | 0.010 (5) | −0.002 (5) |
C18 | 0.040 (6) | 0.040 (6) | 0.053 (7) | −0.001 (5) | 0.019 (5) | 0.003 (5) |
C19 | 0.042 (7) | 0.038 (7) | 0.056 (7) | 0.002 (5) | 0.019 (5) | 0.013 (5) |
C20 | 0.034 (6) | 0.055 (7) | 0.026 (5) | 0.003 (5) | 0.003 (4) | −0.008 (5) |
C21 | 0.035 (6) | 0.039 (6) | 0.026 (5) | 0.006 (4) | 0.002 (4) | 0.000 (4) |
C22 | 0.029 (5) | 0.033 (6) | 0.041 (6) | −0.003 (4) | 0.004 (4) | −0.009 (5) |
C23 | 0.027 (6) | 0.039 (7) | 0.069 (7) | 0.002 (5) | 0.007 (5) | −0.014 (5) |
C24 | 0.051 (7) | 0.048 (7) | 0.052 (7) | −0.008 (6) | −0.009 (5) | −0.019 (6) |
C25 | 0.044 (7) | 0.038 (7) | 0.072 (8) | 0.004 (5) | 0.016 (6) | −0.010 (6) |
C26 | 0.044 (6) | 0.036 (6) | 0.056 (7) | 0.015 (5) | −0.002 (5) | 0.002 (5) |
C27 | 0.045 (6) | 0.030 (6) | 0.037 (6) | 0.003 (5) | 0.002 (4) | −0.007 (5) |
C28 | 0.031 (6) | 0.071 (8) | 0.058 (7) | 0.018 (5) | −0.010 (5) | 0.013 (5) |
C29 | 0.074 (8) | 0.046 (7) | 0.091 (8) | −0.009 (6) | −0.026 (6) | 0.028 (6) |
C30 | 0.062 (8) | 0.119 (12) | 0.122 (10) | −0.010 (8) | −0.007 (8) | 0.067 (8) |
N1 | 0.020 (4) | 0.023 (4) | 0.038 (5) | −0.005 (3) | 0.000 (3) | 0.008 (4) |
N2 | 0.027 (4) | 0.031 (5) | 0.033 (5) | −0.004 (3) | 0.001 (3) | −0.005 (4) |
N3 | 0.023 (4) | 0.029 (4) | 0.029 (4) | −0.004 (3) | 0.001 (3) | 0.003 (3) |
N4 | 0.026 (4) | 0.028 (5) | 0.029 (4) | −0.005 (3) | −0.002 (3) | 0.006 (4) |
N5 | 0.021 (4) | 0.039 (5) | 0.037 (4) | −0.002 (4) | 0.002 (3) | 0.010 (4) |
N6 | 0.034 (5) | 0.028 (5) | 0.027 (4) | 0.002 (3) | 0.004 (3) | 0.000 (3) |
N7 | 0.020 (4) | 0.034 (5) | 0.040 (4) | 0.004 (3) | 0.000 (3) | 0.002 (4) |
N8 | 0.027 (4) | 0.030 (5) | 0.062 (5) | −0.001 (3) | 0.010 (4) | 0.009 (4) |
Cl1 | 0.061 (2) | 0.132 (3) | 0.076 (2) | 0.006 (2) | 0.0063 (16) | −0.027 (2) |
Cl2 | 0.080 (2) | 0.075 (2) | 0.084 (2) | −0.0087 (17) | −0.0043 (17) | 0.0237 (17) |
Cl3 | 0.0451 (16) | 0.0703 (19) | 0.0481 (16) | −0.0086 (14) | −0.0021 (12) | −0.0036 (13) |
Ru1 | 0.0212 (4) | 0.0249 (4) | 0.0331 (4) | −0.0023 (4) | 0.0009 (3) | 0.0012 (4) |
P1 | 0.0226 (12) | 0.0289 (13) | 0.0347 (13) | −0.0017 (12) | 0.0025 (9) | −0.0029 (13) |
B1 | 0.020 (6) | 0.034 (7) | 0.049 (7) | 0.002 (5) | −0.001 (5) | 0.000 (6) |
O1 | 0.085 (5) | 0.058 (5) | 0.094 (6) | −0.004 (4) | 0.028 (4) | 0.005 (4) |
C1—N1 | 1.344 (9) | C21—H21 | 0.9500 |
C1—C2 | 1.385 (10) | C22—C23 | 1.387 (10) |
C1—H1 | 0.9500 | C22—C27 | 1.401 (10) |
C2—C3 | 1.350 (10) | C22—P1 | 1.835 (9) |
C2—H2 | 0.9500 | C23—C24 | 1.397 (11) |
C3—N2 | 1.335 (9) | C23—H23 | 0.9500 |
C3—H3 | 0.9500 | C24—C25 | 1.355 (11) |
C4—N3 | 1.348 (9) | C24—H24 | 0.9500 |
C4—C5 | 1.371 (10) | C25—C26 | 1.376 (11) |
C4—H4 | 0.9500 | C25—H25 | 0.9500 |
C5—C6 | 1.370 (11) | C26—C27 | 1.377 (10) |
C5—H5 | 0.9500 | C26—H26 | 0.9500 |
C6—N4 | 1.353 (8) | C27—H27 | 0.9500 |
C6—H6 | 0.9500 | C28—N7 | 1.480 (9) |
C7—N5 | 1.337 (9) | C28—H28A | 0.9800 |
C7—C8 | 1.388 (10) | C28—H28B | 0.9800 |
C7—H7 | 0.9500 | C28—H28C | 0.9800 |
C8—C9 | 1.363 (10) | C29—N8 | 1.452 (9) |
C8—H8 | 0.9500 | C29—H29A | 0.9800 |
C9—N6 | 1.338 (9) | C29—H29B | 0.9800 |
C9—H9 | 0.9500 | C29—H29C | 0.9800 |
C10—C11 | 1.387 (9) | C30—Cl2 | 1.695 (10) |
C10—C15 | 1.397 (10) | C30—Cl1 | 1.735 (11) |
C10—P1 | 1.854 (8) | C30—H30A | 0.9900 |
C11—C12 | 1.406 (9) | C30—H30B | 0.9900 |
C11—H11 | 0.9500 | N1—N2 | 1.360 (8) |
C12—C13 | 1.377 (10) | N1—Ru1 | 2.083 (6) |
C12—H12 | 0.9500 | N2—B1 | 1.545 (11) |
C13—C14 | 1.364 (10) | N3—N4 | 1.359 (7) |
C13—H13 | 0.9500 | N3—Ru1 | 2.091 (6) |
C14—C15 | 1.400 (10) | N4—B1 | 1.560 (11) |
C14—H14 | 0.9500 | N5—N6 | 1.357 (8) |
C15—H15 | 0.9500 | N5—Ru1 | 2.129 (6) |
C16—C21 | 1.387 (9) | N6—B1 | 1.551 (10) |
C16—C17 | 1.390 (10) | N7—Ru1 | 2.143 (5) |
C16—P1 | 1.847 (8) | N7—H7A | 0.9200 |
C17—C18 | 1.392 (10) | N7—H7B | 0.9200 |
C17—H17 | 0.9500 | N8—Ru1 | 2.156 (6) |
C18—C19 | 1.362 (10) | N8—H8A | 0.9200 |
C18—H18 | 0.9500 | N8—H8B | 0.9200 |
C19—C20 | 1.361 (11) | Ru1—P1 | 2.297 (2) |
C19—H19 | 0.9500 | B1—H1C | 1.0000 |
C20—C21 | 1.400 (10) | O1—H1A | 0.8276 |
C20—H20 | 0.9500 | O1—H1B | 0.8319 |
N1—C1—C2 | 110.0 (8) | C26—C27—H27 | 118.5 |
N1—C1—H1 | 125.0 | C22—C27—H27 | 118.5 |
C2—C1—H1 | 125.0 | N7—C28—H28A | 109.5 |
C3—C2—C1 | 105.5 (9) | N7—C28—H28B | 109.5 |
C3—C2—H2 | 127.3 | H28A—C28—H28B | 109.5 |
C1—C2—H2 | 127.3 | N7—C28—H28C | 109.5 |
N2—C3—C2 | 109.0 (8) | H28A—C28—H28C | 109.5 |
N2—C3—H3 | 125.5 | H28B—C28—H28C | 109.5 |
C2—C3—H3 | 125.5 | N8—C29—H29A | 109.5 |
N3—C4—C5 | 110.1 (8) | N8—C29—H29B | 109.5 |
N3—C4—H4 | 125.0 | H29A—C29—H29B | 109.5 |
C5—C4—H4 | 125.0 | N8—C29—H29C | 109.5 |
C6—C5—C4 | 107.1 (8) | H29A—C29—H29C | 109.5 |
C6—C5—H5 | 126.4 | H29B—C29—H29C | 109.5 |
C4—C5—H5 | 126.4 | Cl2—C30—Cl1 | 114.6 (6) |
N4—C6—C5 | 106.3 (8) | Cl2—C30—H30A | 108.6 |
N4—C6—H6 | 126.9 | Cl1—C30—H30A | 108.6 |
C5—C6—H6 | 126.9 | Cl2—C30—H30B | 108.6 |
N5—C7—C8 | 110.5 (8) | Cl1—C30—H30B | 108.6 |
N5—C7—H7 | 124.7 | H30A—C30—H30B | 107.6 |
C8—C7—H7 | 124.7 | C1—N1—N2 | 105.8 (7) |
C9—C8—C7 | 104.1 (8) | C1—N1—Ru1 | 134.9 (6) |
C9—C8—H8 | 128.0 | N2—N1—Ru1 | 119.3 (5) |
C7—C8—H8 | 128.0 | C3—N2—N1 | 109.8 (7) |
N6—C9—C8 | 110.1 (8) | C3—N2—B1 | 129.7 (8) |
N6—C9—H9 | 125.0 | N1—N2—B1 | 120.4 (7) |
C8—C9—H9 | 125.0 | C4—N3—N4 | 105.3 (6) |
C11—C10—C15 | 120.3 (7) | C4—N3—Ru1 | 137.4 (6) |
C11—C10—P1 | 120.7 (6) | N4—N3—Ru1 | 117.2 (5) |
C15—C10—P1 | 118.8 (6) | C6—N4—N3 | 111.2 (7) |
C10—C11—C12 | 118.7 (8) | C6—N4—B1 | 126.2 (7) |
C10—C11—H11 | 120.7 | N3—N4—B1 | 122.5 (6) |
C12—C11—H11 | 120.7 | C7—N5—N6 | 106.7 (7) |
C13—C12—C11 | 121.5 (8) | C7—N5—Ru1 | 134.6 (6) |
C13—C12—H12 | 119.3 | N6—N5—Ru1 | 118.6 (5) |
C11—C12—H12 | 119.3 | C9—N6—N5 | 108.7 (7) |
C14—C13—C12 | 118.9 (8) | C9—N6—B1 | 131.0 (7) |
C14—C13—H13 | 120.5 | N5—N6—B1 | 120.2 (7) |
C12—C13—H13 | 120.5 | C28—N7—Ru1 | 119.1 (5) |
C13—C14—C15 | 121.8 (9) | C28—N7—H7A | 107.5 |
C13—C14—H14 | 119.1 | Ru1—N7—H7A | 107.5 |
C15—C14—H14 | 119.1 | C28—N7—H7B | 107.5 |
C10—C15—C14 | 118.8 (8) | Ru1—N7—H7B | 107.5 |
C10—C15—H15 | 120.6 | H7A—N7—H7B | 107.0 |
C14—C15—H15 | 120.6 | C29—N8—Ru1 | 122.3 (5) |
C21—C16—C17 | 117.5 (8) | C29—N8—H8A | 106.8 |
C21—C16—P1 | 121.5 (6) | Ru1—N8—H8A | 106.8 |
C17—C16—P1 | 120.8 (6) | C29—N8—H8B | 106.8 |
C16—C17—C18 | 120.6 (8) | Ru1—N8—H8B | 106.8 |
C16—C17—H17 | 119.7 | H8A—N8—H8B | 106.6 |
C18—C17—H17 | 119.7 | N1—Ru1—N3 | 87.4 (2) |
C19—C18—C17 | 121.2 (9) | N1—Ru1—N5 | 87.7 (3) |
C19—C18—H18 | 119.4 | N3—Ru1—N5 | 84.0 (2) |
C17—C18—H18 | 119.4 | N1—Ru1—N7 | 88.9 (2) |
C20—C19—C18 | 119.1 (9) | N3—Ru1—N7 | 170.5 (2) |
C20—C19—H19 | 120.5 | N5—Ru1—N7 | 87.1 (2) |
C18—C19—H19 | 120.5 | N1—Ru1—N8 | 174.9 (2) |
C19—C20—C21 | 120.8 (8) | N3—Ru1—N8 | 93.7 (2) |
C19—C20—H20 | 119.6 | N5—Ru1—N8 | 87.4 (3) |
C21—C20—H20 | 119.6 | N7—Ru1—N8 | 89.2 (2) |
C16—C21—C20 | 120.7 (8) | N1—Ru1—P1 | 92.90 (19) |
C16—C21—H21 | 119.6 | N3—Ru1—P1 | 93.67 (19) |
C20—C21—H21 | 119.6 | N5—Ru1—P1 | 177.59 (17) |
C23—C22—C27 | 115.4 (8) | N7—Ru1—P1 | 95.24 (18) |
C23—C22—P1 | 124.4 (7) | N8—Ru1—P1 | 92.02 (18) |
C27—C22—P1 | 119.8 (6) | C22—P1—C16 | 104.6 (4) |
C22—C23—C24 | 122.0 (9) | C22—P1—C10 | 98.9 (4) |
C22—C23—H23 | 119.0 | C16—P1—C10 | 101.8 (4) |
C24—C23—H23 | 119.0 | C22—P1—Ru1 | 115.3 (3) |
C25—C24—C23 | 120.2 (9) | C16—P1—Ru1 | 115.2 (3) |
C25—C24—H24 | 119.9 | C10—P1—Ru1 | 118.7 (3) |
C23—C24—H24 | 119.9 | N2—B1—N6 | 107.8 (6) |
C24—C25—C26 | 120.0 (9) | N2—B1—N4 | 107.8 (7) |
C24—C25—H25 | 120.0 | N6—B1—N4 | 105.5 (7) |
C26—C25—H25 | 120.0 | N2—B1—H1C | 111.8 |
C25—C26—C27 | 119.4 (8) | N6—B1—H1C | 111.8 |
C25—C26—H26 | 120.3 | N4—B1—H1C | 111.8 |
C27—C26—H26 | 120.3 | H1A—O1—H1B | 120.1 |
C26—C27—C22 | 122.9 (8) |
D—H···A | D—H | H···A | D···A | D—H···A |
N7—H7B···Cl3 | 0.92 | 2.54 | 3.430 (7) | 164 |
N8—H8A···Cl3 | 0.92 | 2.37 | 3.293 (6) | 178 |
O1—H1A···Cl3 | 0.83 | 2.58 | 3.342 (7) | 154 |
O1—H1B···Cl3i | 0.83 | 2.32 | 3.136 (7) | 166 |
Symmetry code: (i) −x+1, −y+1, −z. |
Experimental details
Crystal data | |
Chemical formula | [Ru(C9H10BN6)(CH5N)2(C18H15P)]Cl·CH2Cl2·H2O |
Mr | 776.89 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 200 |
a, b, c (Å) | 12.3791 (8), 13.1285 (9), 21.5723 (15) |
β (°) | 97.405 (4) |
V (Å3) | 3476.7 (4) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.77 |
Crystal size (mm) | 0.25 × 0.13 × 0.06 |
Data collection | |
Diffractometer | Nonius KappaCCD diffractometer |
Absorption correction | Multi-scan (Blessing; 1995) |
Tmin, Tmax | 0.832, 0.956 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 22188, 6102, 2862 |
Rint | 0.110 |
(sin θ/λ)max (Å−1) | 0.595 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.071, 0.167, 0.99 |
No. of reflections | 6102 |
No. of parameters | 408 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 1.31, −0.82 |
Computer programs: COLLECT (Nonius, 2000), HKL SCALEPACK (Otwinowski & Minor, 1997), HKL DENZO and SCALEPACK (Otwinowski & Minor, 1997), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEP-3 for Windows (Farrugia, 1997), WinGX (Farrugia, 1999).
D—H···A | D—H | H···A | D···A | D—H···A |
N7—H7B···Cl3 | 0.92 | 2.54 | 3.430 (7) | 164.1 |
N8—H8A···Cl3 | 0.92 | 2.37 | 3.293 (6) | 178.1 |
O1—H1A···Cl3 | 0.83 | 2.58 | 3.342 (7) | 154.1 |
O1—H1B···Cl3i | 0.83 | 2.32 | 3.136 (7) | 165.5 |
Symmetry code: (i) −x+1, −y+1, −z. |
Acknowledgements
We gratefully acknowledge financial support from the National Science Council, Taiwan (NSC 99-2113-M-133-001-MY3), and from the Project of the Specific Research Fields, Taipei Municipal University of Education, Taiwan. We also thank Mr Ting Shen Kuo (Department of Chemistry, National Taiwan Normal University, Taiwan) for his assistance in the X-ray single-crystal structure analysis.
References
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Ruthenium(II) hydridotripyrazolylborate complexes, Ru(Tp), are of interest for stoichiometric and catalytic transformations of organic molecules (Pavlik et al., 2005). The complex RuCl(Tp)(PPh3)2 (Alcock et al., 1992) has been used as the starting material for the synthesis of several complexes because of its substitutionally labile chloride and phosphines (Burrows, 2001). The development of Tp chemistry within group VIII has picked up the pace since then.
Treatment of the complex [Ru(Tp)(PPh3)2Cl] reacted with methyl amine in warm methanol affording the title compound [Ru(NH2CH3)2(Tp)(PPh3)]Cl.CH2Cl2.H2O (Fig. 1). The ν(B—H) vibration of the title complex is found at 2481 cm-1, which is characteristic of Tp bound to a metal center in a terdentate (N,N,N) manner. Yellow crystals were obtained by slow diffusion of hexane into a CHCl3 solution at room temperature for 3 d. The coordination geometry is approximately octahedral and the bite angle of the Tp ligand produces an average produces an average N—Ru—N angle of 86.07° only slightly distorted from 90°. One of the Ru—N(Tp) bond length (2.135 (8) Å) is slightly longer than another two due to the trans influence of PPh3 ligand (Slugovc et al. 1998).