[Hydridotris(pyrazol-1-yl-κN2)borato]bis­(methyl­amino-κN)(triphenyl­phos­phine-κP)ruthenium(II) chloride dichloro­methane solvate monohydrate

Lin, Y.-D.; Chang, C.-P.; Huang, Q.-S.; Lo, Y.-H.

doi:10.1107/S1600536812042110

metal-organic compounds

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ISSN: 2056-9890

Volume 68| Part 11| November 2012| Page m1346

doi:10.1107/S1600536812042110

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[Hydridotris(pyrazol-1-yl-κN²)borato]bis(methylamino-κN)(triphenylphosphine-κP)ruthenium(II) chloride dichloromethane solvate monohydrate

Yi-Dong Lin,^a Chin-Pei Chang,^a Quan-Sheng Huang ^a and Yih-Hsing Lo ^a ^*

^aDepartment of Applied Physics and Chemistry, Taipei Municipal University of Education, Taipei 10048, Taiwan
^*Correspondence e-mail: yhlo@mail.tmue.edu.tw

(Received 26 September 2012; accepted 8 October 2012; online 13 October 2012)

The title salt, [Ru(Tp)(CH₅N)₂(PPh₃)]Cl·CH₂Cl₂·H₂O [where Tp is (C₃H₃N₂)₃BH and PPH₃ is C₁₈H₁₅P], has the Ru^III 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

[Ru(C₉H₁₀BN₆)(CH₅N)₂(C₁₈H₁₅P)]Cl·CH₂Cl₂·H₂O
M_r = 776.89
Monoclinic, P 2₁ /c
a = 12.3791 (8) Å
b = 13.1285 (9) Å
c = 21.5723 (15) Å
β = 97.405 (4)°
V = 3476.7 (4) Å³
Z = 4
Mo Kα radiation
μ = 0.77 mm⁻¹
T = 200 K
0.25 × 0.13 × 0.06 mm

Data collection

Nonius KappaCCD diffractometer
Absorption correction: multi-scan (Blessing, 1995 ) T_min = 0.832, T_max = 0.956
22188 measured reflections
6102 independent reflections
2862 reflections with I > 2σ(I)
R_int = 0.110

Refinement

R[F² > 2σ(F²)] = 0.071
wR(F²) = 0.167
S = 0.99
6102 reflections
408 parameters
H-atom parameters constrained
Δρ_max = 1.31 e Å⁻³
Δρ_min = −0.82 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

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.

Data collection: COLLECT (Nonius, 2000 ); cell refinement: 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

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536812042110/ng5297sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536812042110/ng5297Isup2.hkl

checkCIF report

Comment top

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).

Related literature top

For general background, see: Alcock et al. (1992); Burrows et al. (2001); Pavlik et al., (2005); Slugovc et al. (1998).

Experimental top

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.

Computing details top

Data collection: COLLECT (Nonius, 2000); cell refinement: 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).

Figures top

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).

[Hydridotris(pyrazol-1-yl-κN²)borato]bis(methylamino-\<i>Nk) (triphenylphosphine-κP)ruthenium(II) chloride dichloromethane solvate monohydrate top

Crystal data top

[Ru(C₉H₁₀BN₆)(CH₅N)₂(C₁₈H₁₅P)]Cl·CH₂Cl₂·H₂O	F(000) = 1592
M_r = 776.89	D_x = 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

Data collection top

Nonius KappaCCD diffractometer	6102 independent reflections
Radiation source: fine-focus sealed tube	2862 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.110
ϕ and ω scans	θ_max = 25.0°, θ_min = 1.7°
Absorption correction: multi-scan (Blessing; 1995)	h = −14→14
T_min = 0.832, T_max = 0.956	k = −13→15
22188 measured reflections	l = −25→25

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)] = 0.071	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.167	H-atom parameters constrained
S = 0.99	w = 1/[σ²(F_o²) + (0.0634P)²] where P = (F_o² + 2F_c²)/3
6102 reflections	(Δ/σ)_max = 0.001
408 parameters	Δρ_max = 1.31 e Å⁻³
0 restraints	Δρ_min = −0.82 e Å⁻³

Crystal data top

[Ru(C₉H₁₀BN₆)(CH₅N)₂(C₁₈H₁₅P)]Cl·CH₂Cl₂·H₂O	V = 3476.7 (4) Å³
M_r = 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)°

Data collection top

Nonius KappaCCD diffractometer	6102 independent reflections
Absorption correction: multi-scan (Blessing; 1995)	2862 reflections with I > 2σ(I)
T_min = 0.832, T_max = 0.956	R_int = 0.110
22188 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.071	0 restraints
wR(F²) = 0.167	H-atom parameters constrained
S = 0.99	Δρ_max = 1.31 e Å⁻³
6102 reflections	Δρ_min = −0.82 e Å⁻³
408 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
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*

Atomic displacement parameters (Å²) top

	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)

Geometric parameters (Å, º) top

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)

Hydrogen-bond geometry (Å, º) top

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
M_r	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)
T_min, T_max	0.832, 0.956
No. of measured, independent and observed [I > 2σ(I)] reflections	22188, 6102, 2862
R_int	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
Δρ_max, Δρ_min (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).

Hydrogen-bond geometry (Å, º) top

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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