The title compound, [RuCl2(C8H7N)2(C18H15P)2]·CH2Cl2, exhibits the regular octahedral geometry expected for a six-coordinate ruthenium(II) complex. There are two crystallographically independent halves of organometallic molecules in the asymmetric unit, with each metal atom residing on an inversion centre.
Supporting information
CCDC reference: 269787
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.007 Å
- R factor = 0.050
- wR factor = 0.132
- Data-to-parameter ratio = 20.7
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT214_ALERT_2_B Atom C3 (Anion/Solvent) ADP max/min Ratio 5.20 prolat
Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.97
PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.56 Ratio
PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.14 Ratio
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Ru2 - C2 .. 6.54 su
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C21
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C215
PLAT243_ALERT_4_C High 'Solvent' Ueq as Compared to Neighbors for C3
0 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
7 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
6 ALERT type 2 Indicator that the structure model may be wrong or deficient
1 ALERT type 3 Indicator that the structure quality may be low
1 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 1998); cell refinement: SAINT-Plus (Bruker, 1999); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: SHELXL97.
trans-
trans-
trans-(Dibenzylisocyanide-
κC)dichlorobis(triphenylphosphine-
κP)ruthenium(II) dichloromethane
hemisolvate
top
Crystal data top
[RuCl2(C8H7N)2(C18H15P)2]·CH2Cl2 | Z = 2 |
Mr = 1015.73 | F(000) = 1040 |
Triclinic, P1 | Dx = 1.400 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 13.119 (2) Å | Cell parameters from 983 reflections |
b = 13.314 (2) Å | θ = 2.4–25.6° |
c = 14.918 (3) Å | µ = 0.65 mm−1 |
α = 98.917 (4)° | T = 293 K |
β = 90.842 (4)° | Irregular, yellow |
γ = 110.201 (4)° | 0.40 × 0.26 × 0.14 mm |
V = 2409.2 (7) Å3 | |
Data collection top
Bruker SMART CCD area-detector diffractometer | 11613 independent reflections |
Radiation source: fine-focus sealed tube | 7270 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.032 |
φ and ω scans | θmax = 28.3°, θmin = 1.4° |
Absorption correction: empirical (using intensity measurements) (SADABS; Bruker, 1999) | h = −13→17 |
Tmin = 0.781, Tmax = 0.914 | k = −17→16 |
16926 measured reflections | l = −19→19 |
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)] = 0.050 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.132 | H-atom parameters constrained |
S = 1.01 | w = 1/[σ2(Fo2) + (0.0596P)2] where P = (Fo2 + 2Fc2)/3 |
11613 reflections | (Δ/σ)max = 0.001 |
562 parameters | Δρmax = 0.82 e Å−3 |
0 restraints | Δρmin = −0.90 e Å−3 |
Special details top
Experimental. Crystal disintegrates with loss of solvent at 318 K. |
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 | Uiso*/Ueq | |
Ru1 | 0.0000 | 0.5000 | 0.0000 | 0.02414 (11) | |
Ru2 | 0.5000 | 0.5000 | 0.5000 | 0.02765 (11) | |
P1 | 0.02506 (8) | 0.68770 (7) | 0.04169 (6) | 0.0284 (2) | |
Cl1 | 0.16828 (8) | 0.53343 (8) | 0.08837 (7) | 0.0448 (3) | |
Cl2 | 0.33339 (8) | 0.47812 (9) | 0.57612 (7) | 0.0474 (3) | |
P2 | 0.46795 (8) | 0.30983 (8) | 0.48766 (7) | 0.0332 (2) | |
N1 | 0.1236 (3) | 0.5447 (2) | −0.1768 (2) | 0.0352 (7) | |
C121 | −0.0349 (3) | 0.7506 (3) | −0.0358 (2) | 0.0311 (8) | |
N2 | 0.3831 (3) | 0.4625 (3) | 0.3061 (2) | 0.0418 (8) | |
C111 | 0.1641 (3) | 0.7883 (3) | 0.0591 (2) | 0.0331 (8) | |
C231 | 0.5248 (3) | 0.2434 (3) | 0.3939 (3) | 0.0405 (9) | |
C131 | −0.0346 (3) | 0.7133 (3) | 0.1496 (2) | 0.0333 (8) | |
C22 | 0.4185 (3) | 0.4240 (4) | 0.1457 (3) | 0.0444 (10) | |
C126 | −0.0421 (3) | 0.7139 (3) | −0.1293 (3) | 0.0410 (10) | |
H126 | −0.0206 | 0.6556 | −0.1513 | 0.049* | |
C221 | 0.5263 (4) | 0.2795 (3) | 0.5881 (3) | 0.0406 (10) | |
C21 | 0.3452 (4) | 0.4542 (4) | 0.2139 (3) | 0.0585 (13) | |
H21A | 0.3404 | 0.5232 | 0.2054 | 0.070* | |
H21B | 0.2726 | 0.3999 | 0.2023 | 0.070* | |
C236 | 0.5226 (3) | 0.2716 (4) | 0.3086 (3) | 0.0481 (11) | |
H236 | 0.5009 | 0.3297 | 0.3017 | 0.058* | |
C212 | 0.2424 (3) | 0.2354 (3) | 0.4389 (3) | 0.0411 (9) | |
H212 | 0.2539 | 0.3067 | 0.4320 | 0.049* | |
C132 | −0.1442 (4) | 0.6972 (3) | 0.1502 (3) | 0.0478 (11) | |
H132 | −0.1865 | 0.6801 | 0.0956 | 0.057* | |
C125 | −0.0811 (4) | 0.7639 (4) | −0.1899 (3) | 0.0505 (11) | |
H125 | −0.0845 | 0.7395 | −0.2521 | 0.061* | |
C114 | 0.3728 (4) | 0.9447 (4) | 0.0738 (3) | 0.0615 (13) | |
H114 | 0.4422 | 0.9969 | 0.0780 | 0.074* | |
C112 | 0.2472 (3) | 0.7681 (3) | 0.0116 (3) | 0.0462 (10) | |
H112 | 0.2333 | 0.7013 | −0.0256 | 0.055* | |
C124 | −0.1148 (4) | 0.8492 (4) | −0.1586 (3) | 0.0572 (13) | |
H124 | −0.1424 | 0.8814 | −0.1993 | 0.069* | |
C211 | 0.3276 (3) | 0.2098 (3) | 0.4703 (3) | 0.0423 (10) | |
C12 | 0.0950 (3) | 0.5867 (3) | −0.3270 (3) | 0.0412 (10) | |
C113 | 0.3507 (4) | 0.8462 (4) | 0.0191 (3) | 0.0538 (12) | |
H113 | 0.4054 | 0.8315 | −0.0132 | 0.065* | |
C17 | −0.0166 (4) | 0.5373 (4) | −0.3314 (3) | 0.0512 (11) | |
H17 | −0.0482 | 0.4917 | −0.2903 | 0.061* | |
C2 | 0.4231 (3) | 0.4747 (3) | 0.3785 (3) | 0.0340 (8) | |
C11 | 0.1700 (3) | 0.5643 (4) | −0.2615 (3) | 0.0471 (11) | |
H11A | 0.1868 | 0.5016 | −0.2892 | 0.057* | |
H11B | 0.2377 | 0.6260 | −0.2499 | 0.057* | |
C122 | −0.0673 (4) | 0.8385 (3) | −0.0057 (3) | 0.0436 (10) | |
H122 | −0.0618 | 0.8653 | 0.0562 | 0.052* | |
C115 | 0.2923 (4) | 0.9669 (4) | 0.1228 (4) | 0.0617 (13) | |
H115 | 0.3076 | 1.0332 | 0.1613 | 0.074* | |
C136 | 0.0263 (4) | 0.7367 (4) | 0.2322 (3) | 0.0502 (11) | |
H136 | 0.0999 | 0.7461 | 0.2329 | 0.060* | |
C134 | −0.1312 (5) | 0.7316 (4) | 0.3131 (4) | 0.0688 (15) | |
H134 | −0.1634 | 0.7389 | 0.3677 | 0.083* | |
C213 | 0.1395 (4) | 0.1573 (4) | 0.4172 (3) | 0.0552 (12) | |
H213 | 0.0826 | 0.1768 | 0.3971 | 0.066* | |
C1 | 0.0800 (3) | 0.5291 (3) | −0.1116 (2) | 0.0292 (8) | |
C23 | 0.5301 (4) | 0.4674 (4) | 0.1609 (3) | 0.0582 (12) | |
H23 | 0.5618 | 0.5117 | 0.2159 | 0.070* | |
C123 | −0.1075 (4) | 0.8867 (4) | −0.0665 (3) | 0.0540 (12) | |
H123 | −0.1297 | 0.9447 | −0.0451 | 0.065* | |
C27 | 0.3727 (4) | 0.3562 (4) | 0.0654 (3) | 0.0629 (13) | |
H27 | 0.2974 | 0.3248 | 0.0553 | 0.075* | |
C214 | 0.1211 (4) | 0.0512 (5) | 0.4252 (4) | 0.0792 (17) | |
H214 | 0.0526 | −0.0017 | 0.4095 | 0.095* | |
C225 | 0.6870 (5) | 0.2880 (5) | 0.6733 (4) | 0.0762 (16) | |
H225 | 0.7620 | 0.3044 | 0.6781 | 0.091* | |
C235 | 0.5519 (4) | 0.2160 (4) | 0.2332 (3) | 0.0639 (14) | |
H235 | 0.5495 | 0.2365 | 0.1766 | 0.077* | |
C16 | −0.0828 (4) | 0.5551 (4) | −0.3969 (3) | 0.0626 (13) | |
H16 | −0.1580 | 0.5208 | −0.3995 | 0.075* | |
C226 | 0.6383 (4) | 0.3044 (4) | 0.5977 (3) | 0.0555 (12) | |
H226 | 0.6810 | 0.3327 | 0.5520 | 0.067* | |
C135 | −0.0219 (5) | 0.7459 (4) | 0.3129 (3) | 0.0712 (16) | |
H135 | 0.0196 | 0.7620 | 0.3678 | 0.085* | |
C116 | 0.1884 (4) | 0.8890 (3) | 0.1141 (3) | 0.0484 (11) | |
H116 | 0.1337 | 0.9047 | 0.1457 | 0.058* | |
C232 | 0.5573 (4) | 0.1557 (4) | 0.4017 (4) | 0.0651 (14) | |
H232 | 0.5591 | 0.1342 | 0.4580 | 0.078* | |
C15 | −0.0376 (5) | 0.6221 (5) | −0.4568 (3) | 0.0710 (16) | |
H15 | −0.0818 | 0.6345 | −0.5000 | 0.085* | |
C133 | −0.1913 (4) | 0.7067 (4) | 0.2322 (3) | 0.0642 (14) | |
H133 | −0.2653 | 0.6958 | 0.2319 | 0.077* | |
C234 | 0.5843 (5) | 0.1310 (5) | 0.2422 (4) | 0.0765 (17) | |
H234 | 0.6046 | 0.0937 | 0.1918 | 0.092* | |
C24 | 0.5953 (4) | 0.4450 (4) | 0.0940 (4) | 0.0673 (14) | |
H24 | 0.6707 | 0.4748 | 0.1043 | 0.081* | |
C233 | 0.5870 (5) | 0.1003 (4) | 0.3259 (4) | 0.0817 (18) | |
H233 | 0.6089 | 0.0420 | 0.3317 | 0.098* | |
C216 | 0.3073 (4) | 0.1023 (4) | 0.4789 (4) | 0.0810 (18) | |
H216 | 0.3634 | 0.0824 | 0.5000 | 0.097* | |
C223 | 0.5157 (6) | 0.2253 (5) | 0.7355 (4) | 0.0859 (19) | |
H223 | 0.4742 | 0.1992 | 0.7825 | 0.103* | |
C13 | 0.1401 (4) | 0.6549 (4) | −0.3882 (3) | 0.0594 (13) | |
H13 | 0.2153 | 0.6895 | −0.3856 | 0.071* | |
C25 | 0.5492 (5) | 0.3793 (5) | 0.0128 (4) | 0.0712 (16) | |
H25 | 0.5929 | 0.3655 | −0.0325 | 0.085* | |
C224 | 0.6261 (6) | 0.2475 (5) | 0.7416 (4) | 0.0833 (19) | |
H224 | 0.6593 | 0.2351 | 0.7922 | 0.100* | |
C14 | 0.0746 (5) | 0.6722 (5) | −0.4532 (3) | 0.0752 (17) | |
H14 | 0.1059 | 0.7176 | −0.4945 | 0.090* | |
C222 | 0.4654 (4) | 0.2418 (4) | 0.6584 (3) | 0.0611 (13) | |
H222 | 0.3908 | 0.2274 | 0.6547 | 0.073* | |
C215 | 0.2049 (5) | 0.0248 (5) | 0.4565 (5) | 0.108 (3) | |
H215 | 0.1929 | −0.0467 | 0.4630 | 0.130* | |
C26 | 0.4390 (5) | 0.3346 (5) | −0.0004 (4) | 0.0797 (17) | |
H26 | 0.4075 | 0.2887 | −0.0548 | 0.096* | |
Cl31 | 0.7316 (3) | 0.9530 (3) | 0.1267 (2) | 0.1826 (12) | |
Cl32 | 0.8382 (3) | 1.0069 (3) | 0.3028 (3) | 0.251 (2) | |
C3 | 0.8262 (7) | 1.0549 (8) | 0.2023 (14) | 0.353 (13) | |
H3A | 0.8034 | 1.1173 | 0.2149 | 0.424* | |
H3B | 0.8962 | 1.0773 | 0.1761 | 0.424* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ru1 | 0.0238 (2) | 0.0265 (2) | 0.0236 (2) | 0.01002 (18) | 0.00164 (16) | 0.00585 (16) |
Ru2 | 0.0255 (2) | 0.0336 (2) | 0.0248 (2) | 0.01144 (19) | 0.00306 (16) | 0.00538 (17) |
P1 | 0.0288 (5) | 0.0277 (5) | 0.0299 (5) | 0.0107 (4) | 0.0009 (4) | 0.0063 (4) |
Cl1 | 0.0331 (5) | 0.0484 (6) | 0.0525 (6) | 0.0109 (5) | −0.0101 (4) | 0.0171 (5) |
Cl2 | 0.0333 (5) | 0.0524 (6) | 0.0488 (6) | 0.0097 (5) | 0.0145 (4) | −0.0021 (5) |
P2 | 0.0309 (5) | 0.0346 (6) | 0.0351 (5) | 0.0125 (5) | 0.0021 (4) | 0.0066 (4) |
N1 | 0.0373 (19) | 0.0370 (18) | 0.0321 (17) | 0.0131 (15) | 0.0074 (14) | 0.0082 (14) |
C121 | 0.029 (2) | 0.030 (2) | 0.035 (2) | 0.0097 (16) | −0.0001 (15) | 0.0082 (16) |
N2 | 0.044 (2) | 0.050 (2) | 0.0330 (19) | 0.0186 (17) | −0.0014 (15) | 0.0051 (16) |
C111 | 0.033 (2) | 0.032 (2) | 0.033 (2) | 0.0094 (17) | −0.0031 (16) | 0.0073 (16) |
C231 | 0.035 (2) | 0.040 (2) | 0.047 (2) | 0.0159 (19) | 0.0029 (18) | −0.0009 (18) |
C131 | 0.043 (2) | 0.0258 (19) | 0.033 (2) | 0.0152 (17) | 0.0075 (17) | 0.0031 (16) |
C22 | 0.045 (3) | 0.059 (3) | 0.033 (2) | 0.019 (2) | −0.0018 (18) | 0.016 (2) |
C126 | 0.051 (3) | 0.040 (2) | 0.037 (2) | 0.022 (2) | 0.0014 (19) | 0.0102 (18) |
C221 | 0.049 (3) | 0.036 (2) | 0.039 (2) | 0.017 (2) | 0.0003 (19) | 0.0095 (18) |
C21 | 0.051 (3) | 0.094 (4) | 0.038 (2) | 0.035 (3) | −0.008 (2) | 0.009 (2) |
C236 | 0.046 (3) | 0.057 (3) | 0.040 (2) | 0.023 (2) | 0.003 (2) | −0.006 (2) |
C212 | 0.039 (2) | 0.042 (2) | 0.040 (2) | 0.011 (2) | −0.0007 (18) | 0.0060 (18) |
C132 | 0.047 (3) | 0.049 (3) | 0.047 (3) | 0.015 (2) | 0.009 (2) | 0.007 (2) |
C125 | 0.067 (3) | 0.052 (3) | 0.038 (2) | 0.026 (2) | −0.002 (2) | 0.013 (2) |
C114 | 0.043 (3) | 0.047 (3) | 0.078 (4) | −0.004 (2) | 0.003 (2) | 0.008 (3) |
C112 | 0.041 (2) | 0.044 (3) | 0.045 (3) | 0.004 (2) | 0.0047 (19) | 0.007 (2) |
C124 | 0.074 (4) | 0.056 (3) | 0.056 (3) | 0.034 (3) | −0.001 (2) | 0.026 (2) |
C211 | 0.037 (2) | 0.036 (2) | 0.051 (3) | 0.0091 (19) | 0.0051 (19) | 0.0074 (19) |
C12 | 0.048 (3) | 0.051 (3) | 0.030 (2) | 0.023 (2) | 0.0082 (18) | 0.0093 (18) |
C113 | 0.037 (2) | 0.058 (3) | 0.056 (3) | 0.003 (2) | 0.008 (2) | 0.009 (2) |
C17 | 0.048 (3) | 0.053 (3) | 0.051 (3) | 0.016 (2) | 0.004 (2) | 0.009 (2) |
C2 | 0.034 (2) | 0.034 (2) | 0.038 (2) | 0.0150 (18) | 0.0052 (17) | 0.0073 (17) |
C11 | 0.044 (3) | 0.067 (3) | 0.036 (2) | 0.021 (2) | 0.0159 (19) | 0.023 (2) |
C122 | 0.058 (3) | 0.039 (2) | 0.039 (2) | 0.025 (2) | −0.0042 (19) | 0.0042 (18) |
C115 | 0.049 (3) | 0.037 (3) | 0.086 (4) | 0.006 (2) | −0.008 (3) | −0.007 (2) |
C136 | 0.061 (3) | 0.056 (3) | 0.036 (2) | 0.022 (2) | 0.001 (2) | 0.012 (2) |
C134 | 0.092 (4) | 0.062 (3) | 0.051 (3) | 0.026 (3) | 0.031 (3) | 0.009 (3) |
C213 | 0.039 (3) | 0.063 (3) | 0.055 (3) | 0.009 (2) | −0.005 (2) | 0.005 (2) |
C1 | 0.031 (2) | 0.0291 (19) | 0.0308 (19) | 0.0142 (16) | 0.0019 (15) | 0.0051 (15) |
C23 | 0.046 (3) | 0.067 (3) | 0.056 (3) | 0.013 (3) | −0.002 (2) | 0.011 (2) |
C123 | 0.069 (3) | 0.044 (3) | 0.064 (3) | 0.037 (3) | 0.002 (2) | 0.014 (2) |
C27 | 0.053 (3) | 0.080 (4) | 0.042 (3) | 0.013 (3) | −0.006 (2) | −0.003 (2) |
C214 | 0.046 (3) | 0.067 (4) | 0.108 (5) | −0.003 (3) | −0.012 (3) | 0.022 (3) |
C225 | 0.064 (4) | 0.087 (4) | 0.081 (4) | 0.027 (3) | −0.024 (3) | 0.025 (3) |
C235 | 0.069 (3) | 0.073 (4) | 0.047 (3) | 0.031 (3) | 0.004 (2) | −0.009 (2) |
C16 | 0.057 (3) | 0.072 (4) | 0.059 (3) | 0.031 (3) | −0.010 (2) | −0.004 (3) |
C226 | 0.047 (3) | 0.062 (3) | 0.057 (3) | 0.018 (2) | −0.006 (2) | 0.015 (2) |
C135 | 0.104 (5) | 0.067 (4) | 0.038 (3) | 0.023 (3) | −0.006 (3) | 0.012 (2) |
C116 | 0.044 (3) | 0.035 (2) | 0.063 (3) | 0.015 (2) | 0.002 (2) | 0.001 (2) |
C232 | 0.081 (4) | 0.061 (3) | 0.066 (3) | 0.044 (3) | 0.008 (3) | 0.004 (3) |
C15 | 0.096 (5) | 0.086 (4) | 0.050 (3) | 0.057 (4) | −0.004 (3) | 0.010 (3) |
C133 | 0.059 (3) | 0.072 (3) | 0.064 (3) | 0.024 (3) | 0.030 (3) | 0.013 (3) |
C234 | 0.073 (4) | 0.084 (4) | 0.069 (4) | 0.042 (3) | −0.004 (3) | −0.029 (3) |
C24 | 0.050 (3) | 0.087 (4) | 0.073 (4) | 0.025 (3) | 0.012 (3) | 0.033 (3) |
C233 | 0.095 (5) | 0.068 (4) | 0.091 (5) | 0.055 (4) | −0.007 (4) | −0.018 (3) |
C216 | 0.050 (3) | 0.046 (3) | 0.143 (6) | 0.008 (3) | −0.014 (3) | 0.026 (3) |
C223 | 0.121 (6) | 0.085 (4) | 0.057 (4) | 0.033 (4) | 0.012 (4) | 0.034 (3) |
C13 | 0.060 (3) | 0.073 (3) | 0.050 (3) | 0.023 (3) | 0.009 (2) | 0.022 (2) |
C25 | 0.083 (4) | 0.092 (4) | 0.060 (4) | 0.052 (4) | 0.025 (3) | 0.025 (3) |
C224 | 0.106 (5) | 0.073 (4) | 0.074 (4) | 0.032 (4) | −0.030 (4) | 0.021 (3) |
C14 | 0.101 (5) | 0.089 (4) | 0.054 (3) | 0.045 (4) | 0.013 (3) | 0.039 (3) |
C222 | 0.067 (3) | 0.068 (3) | 0.051 (3) | 0.024 (3) | 0.005 (2) | 0.019 (2) |
C215 | 0.066 (4) | 0.049 (4) | 0.197 (8) | −0.002 (3) | −0.020 (5) | 0.040 (4) |
C26 | 0.098 (5) | 0.100 (5) | 0.041 (3) | 0.041 (4) | 0.003 (3) | −0.003 (3) |
Cl31 | 0.234 (3) | 0.196 (3) | 0.164 (2) | 0.129 (3) | 0.086 (2) | 0.031 (2) |
Cl32 | 0.180 (3) | 0.171 (3) | 0.388 (6) | 0.059 (3) | −0.112 (4) | 0.023 (3) |
C3 | 0.072 (7) | 0.132 (9) | 0.91 (4) | 0.039 (6) | 0.163 (14) | 0.241 (17) |
Geometric parameters (Å, º) top
Ru1—C1i | 1.997 (3) | C17—C16 | 1.398 (6) |
Ru1—C1 | 1.997 (3) | C17—H17 | 0.9300 |
Ru1—P1 | 2.3842 (10) | C11—H11A | 0.9700 |
Ru1—P1i | 2.3842 (10) | C11—H11B | 0.9700 |
Ru1—Cl1i | 2.4215 (10) | C122—C123 | 1.383 (5) |
Ru1—Cl1 | 2.4215 (10) | C122—H122 | 0.9300 |
Ru2—C2ii | 1.985 (4) | C115—C116 | 1.388 (6) |
Ru2—C2 | 1.985 (4) | C115—H115 | 0.9300 |
Ru2—P2ii | 2.3956 (11) | C136—C135 | 1.376 (6) |
Ru2—P2 | 2.3956 (11) | C136—H136 | 0.9300 |
Ru2—Cl2ii | 2.4264 (10) | C134—C133 | 1.363 (7) |
Ru2—Cl2 | 2.4264 (10) | C134—C135 | 1.380 (8) |
P1—C131 | 1.836 (4) | C134—H134 | 0.9300 |
P1—C111 | 1.838 (4) | C213—C214 | 1.373 (7) |
P1—C121 | 1.839 (4) | C213—H213 | 0.9300 |
P2—C221 | 1.833 (4) | C23—C24 | 1.387 (7) |
P2—C231 | 1.843 (4) | C23—H23 | 0.9300 |
P2—C211 | 1.848 (4) | C123—H123 | 0.9300 |
N1—C1 | 1.146 (4) | C27—C26 | 1.384 (7) |
N1—C11 | 1.432 (4) | C27—H27 | 0.9300 |
C121—C122 | 1.392 (5) | C214—C215 | 1.361 (7) |
C121—C126 | 1.396 (5) | C214—H214 | 0.9300 |
N2—C2 | 1.156 (5) | C225—C224 | 1.365 (8) |
N2—C21 | 1.431 (5) | C225—C226 | 1.371 (6) |
C111—C116 | 1.389 (5) | C225—H225 | 0.9300 |
C111—C112 | 1.389 (5) | C235—C234 | 1.363 (7) |
C231—C236 | 1.384 (6) | C235—H235 | 0.9300 |
C231—C232 | 1.395 (6) | C16—C15 | 1.358 (7) |
C131—C132 | 1.379 (6) | C16—H16 | 0.9300 |
C131—C136 | 1.390 (6) | C226—H226 | 0.9300 |
C22—C27 | 1.370 (6) | C135—H135 | 0.9300 |
C22—C23 | 1.377 (6) | C116—H116 | 0.9300 |
C22—C21 | 1.513 (6) | C232—C233 | 1.389 (7) |
C126—C125 | 1.389 (5) | C232—H232 | 0.9300 |
C126—H126 | 0.9300 | C15—C14 | 1.387 (8) |
C221—C222 | 1.379 (6) | C15—H15 | 0.9300 |
C221—C226 | 1.390 (6) | C133—H133 | 0.9300 |
C21—H21A | 0.9700 | C234—C233 | 1.376 (8) |
C21—H21B | 0.9700 | C234—H234 | 0.9300 |
C236—C235 | 1.382 (6) | C24—C25 | 1.372 (7) |
C236—H236 | 0.9300 | C24—H24 | 0.9300 |
C212—C211 | 1.373 (5) | C233—H233 | 0.9300 |
C212—C213 | 1.386 (6) | C216—C215 | 1.380 (7) |
C212—H212 | 0.9300 | C216—H216 | 0.9300 |
C132—C133 | 1.386 (6) | C223—C224 | 1.374 (8) |
C132—H132 | 0.9300 | C223—C222 | 1.400 (7) |
C125—C124 | 1.376 (6) | C223—H223 | 0.9300 |
C125—H125 | 0.9300 | C13—C14 | 1.384 (7) |
C114—C113 | 1.367 (6) | C13—H13 | 0.9300 |
C114—C115 | 1.381 (6) | C25—C26 | 1.358 (8) |
C114—H114 | 0.9300 | C25—H25 | 0.9300 |
C112—C113 | 1.386 (6) | C224—H224 | 0.9300 |
C112—H112 | 0.9300 | C14—H14 | 0.9300 |
C124—C123 | 1.376 (6) | C222—H222 | 0.9300 |
C124—H124 | 0.9300 | C215—H215 | 0.9300 |
C211—C216 | 1.390 (6) | C26—H26 | 0.9300 |
C12—C17 | 1.378 (6) | Cl31—C3 | 1.724 (16) |
C12—C13 | 1.382 (6) | Cl32—C3 | 1.744 (18) |
C12—C11 | 1.509 (6) | C3—H3A | 0.9700 |
C113—H113 | 0.9300 | C3—H3B | 0.9700 |
| | | |
C1i—Ru1—C1 | 180.0 (2) | N2—C2—Ru2 | 176.7 (3) |
C1i—Ru1—P1 | 89.21 (10) | N1—C11—C12 | 112.6 (3) |
C1—Ru1—P1 | 90.79 (10) | N1—C11—H11A | 109.1 |
C1i—Ru1—P1i | 90.79 (10) | C12—C11—H11A | 109.1 |
C1—Ru1—P1i | 89.21 (10) | N1—C11—H11B | 109.1 |
P1—Ru1—P1i | 180.0 | C12—C11—H11B | 109.1 |
C1i—Ru1—Cl1i | 91.10 (11) | H11A—C11—H11B | 107.8 |
C1—Ru1—Cl1i | 88.90 (11) | C123—C122—C121 | 121.1 (4) |
P1—Ru1—Cl1i | 91.21 (3) | C123—C122—H122 | 119.5 |
P1i—Ru1—Cl1i | 88.79 (3) | C121—C122—H122 | 119.5 |
C1i—Ru1—Cl1 | 88.90 (11) | C114—C115—C116 | 119.1 (4) |
C1—Ru1—Cl1 | 91.10 (11) | C114—C115—H115 | 120.4 |
P1—Ru1—Cl1 | 88.79 (3) | C116—C115—H115 | 120.4 |
P1i—Ru1—Cl1 | 91.21 (3) | C135—C136—C131 | 120.3 (5) |
Cl1i—Ru1—Cl1 | 180.00 (6) | C135—C136—H136 | 119.8 |
C2ii—Ru2—C2 | 180.000 (1) | C131—C136—H136 | 119.8 |
C2ii—Ru2—P2ii | 90.68 (11) | C133—C134—C135 | 119.0 (5) |
C2—Ru2—P2ii | 89.32 (11) | C133—C134—H134 | 120.5 |
C2ii—Ru2—P2 | 89.32 (11) | C135—C134—H134 | 120.5 |
C2—Ru2—P2 | 90.68 (11) | C214—C213—C212 | 120.3 (5) |
P2ii—Ru2—P2 | 180.0 | C214—C213—H213 | 119.8 |
C2ii—Ru2—Cl2ii | 92.08 (11) | C212—C213—H213 | 119.8 |
C2—Ru2—Cl2ii | 87.92 (11) | N1—C1—Ru1 | 178.4 (3) |
P2ii—Ru2—Cl2ii | 90.66 (3) | C22—C23—C24 | 120.0 (5) |
P2—Ru2—Cl2ii | 89.34 (3) | C22—C23—H23 | 120.0 |
C2ii—Ru2—Cl2 | 87.92 (11) | C24—C23—H23 | 120.0 |
C2—Ru2—Cl2 | 92.08 (11) | C124—C123—C122 | 120.3 (4) |
P2ii—Ru2—Cl2 | 89.34 (3) | C124—C123—H123 | 119.8 |
P2—Ru2—Cl2 | 90.66 (3) | C122—C123—H123 | 119.8 |
Cl2ii—Ru2—Cl2 | 180.0 | C22—C27—C26 | 119.7 (5) |
C131—P1—C111 | 103.59 (18) | C22—C27—H27 | 120.1 |
C131—P1—C121 | 103.42 (17) | C26—C27—H27 | 120.1 |
C111—P1—C121 | 99.15 (16) | C215—C214—C213 | 118.9 (5) |
C131—P1—Ru1 | 111.08 (12) | C215—C214—H214 | 120.5 |
C111—P1—Ru1 | 119.15 (12) | C213—C214—H214 | 120.5 |
C121—P1—Ru1 | 118.28 (12) | C224—C225—C226 | 120.4 (5) |
C221—P2—C231 | 102.19 (19) | C224—C225—H225 | 119.8 |
C221—P2—C211 | 104.18 (19) | C226—C225—H225 | 119.8 |
C231—P2—C211 | 96.92 (19) | C234—C235—C236 | 119.7 (5) |
C221—P2—Ru2 | 111.68 (13) | C234—C235—H235 | 120.1 |
C231—P2—Ru2 | 118.77 (13) | C236—C235—H235 | 120.1 |
C211—P2—Ru2 | 120.45 (13) | C15—C16—C17 | 120.2 (5) |
C1—N1—C11 | 175.3 (4) | C15—C16—H16 | 119.9 |
C122—C121—C126 | 118.0 (3) | C17—C16—H16 | 119.9 |
C122—C121—P1 | 122.8 (3) | C225—C226—C221 | 121.2 (5) |
C126—C121—P1 | 119.1 (3) | C225—C226—H226 | 119.4 |
C2—N2—C21 | 173.6 (4) | C221—C226—H226 | 119.4 |
C116—C111—C112 | 117.7 (4) | C136—C135—C134 | 120.7 (5) |
C116—C111—P1 | 122.0 (3) | C136—C135—H135 | 119.7 |
C112—C111—P1 | 120.2 (3) | C134—C135—H135 | 119.7 |
C236—C231—C232 | 117.6 (4) | C115—C116—C111 | 121.6 (4) |
C236—C231—P2 | 119.2 (3) | C115—C116—H116 | 119.2 |
C232—C231—P2 | 122.7 (3) | C111—C116—H116 | 119.2 |
C132—C131—C136 | 118.8 (4) | C233—C232—C231 | 120.3 (5) |
C132—C131—P1 | 120.0 (3) | C233—C232—H232 | 119.8 |
C136—C131—P1 | 120.8 (3) | C231—C232—H232 | 119.8 |
C27—C22—C23 | 119.5 (4) | C16—C15—C14 | 119.7 (5) |
C27—C22—C21 | 119.2 (4) | C16—C15—H15 | 120.1 |
C23—C22—C21 | 121.3 (4) | C14—C15—H15 | 120.1 |
C125—C126—C121 | 120.5 (4) | C134—C133—C132 | 121.2 (5) |
C125—C126—H126 | 119.8 | C134—C133—H133 | 119.4 |
C121—C126—H126 | 119.8 | C132—C133—H133 | 119.4 |
C222—C221—C226 | 118.2 (4) | C235—C234—C233 | 120.0 (5) |
C222—C221—P2 | 122.9 (4) | C235—C234—H234 | 120.0 |
C226—C221—P2 | 118.7 (3) | C233—C234—H234 | 120.0 |
N2—C21—C22 | 112.9 (3) | C25—C24—C23 | 120.4 (5) |
N2—C21—H21A | 109.0 | C25—C24—H24 | 119.8 |
C22—C21—H21A | 109.0 | C23—C24—H24 | 119.8 |
N2—C21—H21B | 109.0 | C234—C233—C232 | 120.4 (5) |
C22—C21—H21B | 109.0 | C234—C233—H233 | 119.8 |
H21A—C21—H21B | 107.8 | C232—C233—H233 | 119.8 |
C235—C236—C231 | 121.9 (4) | C215—C216—C211 | 120.8 (5) |
C235—C236—H236 | 119.1 | C215—C216—H216 | 119.6 |
C231—C236—H236 | 119.1 | C211—C216—H216 | 119.6 |
C211—C212—C213 | 121.4 (4) | C224—C223—C222 | 120.1 (5) |
C211—C212—H212 | 119.3 | C224—C223—H223 | 120.0 |
C213—C212—H212 | 119.3 | C222—C223—H223 | 120.0 |
C131—C132—C133 | 120.1 (4) | C12—C13—C14 | 120.6 (5) |
C131—C132—H132 | 120.0 | C12—C13—H13 | 119.7 |
C133—C132—H132 | 120.0 | C14—C13—H13 | 119.7 |
C124—C125—C126 | 120.6 (4) | C26—C25—C24 | 119.2 (5) |
C124—C125—H125 | 119.7 | C26—C25—H25 | 120.4 |
C126—C125—H125 | 119.7 | C24—C25—H25 | 120.4 |
C113—C114—C115 | 120.2 (4) | C225—C224—C223 | 119.8 (5) |
C113—C114—H114 | 119.9 | C225—C224—H224 | 120.1 |
C115—C114—H114 | 119.9 | C223—C224—H224 | 120.1 |
C113—C112—C111 | 120.9 (4) | C13—C14—C15 | 120.1 (5) |
C113—C112—H112 | 119.6 | C13—C14—H14 | 119.9 |
C111—C112—H112 | 119.6 | C15—C14—H14 | 119.9 |
C125—C124—C123 | 119.6 (4) | C221—C222—C223 | 120.2 (5) |
C125—C124—H124 | 120.2 | C221—C222—H222 | 119.9 |
C123—C124—H124 | 120.2 | C223—C222—H222 | 119.9 |
C212—C211—C216 | 117.5 (4) | C214—C215—C216 | 121.0 (5) |
C212—C211—P2 | 121.6 (3) | C214—C215—H215 | 119.5 |
C216—C211—P2 | 120.5 (3) | C216—C215—H215 | 119.5 |
C17—C12—C13 | 118.7 (4) | C25—C26—C27 | 121.2 (5) |
C17—C12—C11 | 122.5 (4) | C25—C26—H26 | 119.4 |
C13—C12—C11 | 118.7 (4) | C27—C26—H26 | 119.4 |
C114—C113—C112 | 120.4 (4) | Cl31—C3—Cl32 | 109.1 (5) |
C114—C113—H113 | 119.8 | Cl31—C3—H3A | 109.9 |
C112—C113—H113 | 119.8 | Cl32—C3—H3A | 109.9 |
C12—C17—C16 | 120.7 (4) | Cl31—C3—H3B | 109.9 |
C12—C17—H17 | 119.7 | Cl32—C3—H3B | 109.9 |
C16—C17—H17 | 119.7 | H3A—C3—H3B | 108.3 |
| | | |
C1i—Ru1—P1—C131 | 1.07 (17) | P1—C111—C112—C113 | 175.4 (3) |
C1—Ru1—P1—C131 | −178.93 (17) | C126—C125—C124—C123 | 1.4 (7) |
Cl1i—Ru1—P1—C131 | 92.16 (14) | C213—C212—C211—C216 | 0.5 (7) |
Cl1—Ru1—P1—C131 | −87.84 (14) | C213—C212—C211—P2 | 173.4 (3) |
C1i—Ru1—P1—C111 | 121.29 (17) | C221—P2—C211—C212 | 144.8 (3) |
C1—Ru1—P1—C111 | −58.71 (17) | C231—P2—C211—C212 | −110.7 (4) |
Cl1i—Ru1—P1—C111 | −147.62 (14) | Ru2—P2—C211—C212 | 18.6 (4) |
Cl1—Ru1—P1—C111 | 32.38 (14) | C221—P2—C211—C216 | −42.5 (5) |
C1i—Ru1—P1—C121 | −118.25 (17) | C231—P2—C211—C216 | 62.0 (4) |
C1—Ru1—P1—C121 | 61.75 (17) | Ru2—P2—C211—C216 | −168.7 (4) |
Cl1i—Ru1—P1—C121 | −27.17 (14) | C115—C114—C113—C112 | 0.6 (8) |
Cl1—Ru1—P1—C121 | 152.83 (14) | C111—C112—C113—C114 | 0.2 (7) |
C2ii—Ru2—P2—C221 | −0.56 (18) | C13—C12—C17—C16 | 0.6 (7) |
C2—Ru2—P2—C221 | 179.44 (18) | C11—C12—C17—C16 | −176.0 (4) |
Cl2ii—Ru2—P2—C221 | 91.53 (15) | C17—C12—C11—N1 | −34.3 (6) |
Cl2—Ru2—P2—C221 | −88.47 (15) | C13—C12—C11—N1 | 149.1 (4) |
C2ii—Ru2—P2—C231 | −119.08 (19) | C126—C121—C122—C123 | 1.3 (6) |
C2—Ru2—P2—C231 | 60.92 (19) | P1—C121—C122—C123 | 177.0 (3) |
Cl2ii—Ru2—P2—C231 | −27.00 (16) | C113—C114—C115—C116 | −1.6 (8) |
Cl2—Ru2—P2—C231 | 153.00 (16) | C132—C131—C136—C135 | −1.4 (6) |
C2ii—Ru2—P2—C211 | 122.09 (19) | P1—C131—C136—C135 | −174.1 (3) |
C2—Ru2—P2—C211 | −57.91 (19) | C211—C212—C213—C214 | −1.2 (7) |
Cl2ii—Ru2—P2—C211 | −145.83 (16) | C27—C22—C23—C24 | 1.9 (7) |
Cl2—Ru2—P2—C211 | 34.17 (16) | C21—C22—C23—C24 | −174.8 (4) |
C131—P1—C121—C122 | 28.4 (4) | C125—C124—C123—C122 | −0.5 (8) |
C111—P1—C121—C122 | −78.1 (4) | C121—C122—C123—C124 | −0.9 (7) |
Ru1—P1—C121—C122 | 151.6 (3) | C23—C22—C27—C26 | −1.8 (7) |
C131—P1—C121—C126 | −156.0 (3) | C21—C22—C27—C26 | 175.0 (5) |
C111—P1—C121—C126 | 97.6 (3) | C212—C213—C214—C215 | 1.4 (9) |
Ru1—P1—C121—C126 | −32.7 (3) | C231—C236—C235—C234 | −0.2 (8) |
C131—P1—C111—C116 | −31.5 (4) | C12—C17—C16—C15 | −0.5 (7) |
C121—P1—C111—C116 | 74.8 (4) | C224—C225—C226—C221 | −0.6 (8) |
Ru1—P1—C111—C116 | −155.4 (3) | C222—C221—C226—C225 | 2.6 (7) |
C131—P1—C111—C112 | 153.2 (3) | P2—C221—C226—C225 | 177.1 (4) |
C121—P1—C111—C112 | −100.5 (3) | C131—C136—C135—C134 | 0.3 (7) |
Ru1—P1—C111—C112 | 29.3 (4) | C133—C134—C135—C136 | 0.9 (8) |
C221—P2—C231—C236 | −163.2 (3) | C114—C115—C116—C111 | 1.8 (7) |
C211—P2—C231—C236 | 90.6 (4) | C112—C111—C116—C115 | −0.9 (6) |
Ru2—P2—C231—C236 | −39.9 (4) | P1—C111—C116—C115 | −176.3 (4) |
C221—P2—C231—C232 | 25.3 (4) | C236—C231—C232—C233 | 0.5 (7) |
C211—P2—C231—C232 | −80.8 (4) | P2—C231—C232—C233 | 172.1 (4) |
Ru2—P2—C231—C232 | 148.7 (4) | C17—C16—C15—C14 | 0.6 (8) |
C111—P1—C131—C132 | 147.3 (3) | C135—C134—C133—C132 | −1.0 (8) |
C121—P1—C131—C132 | 44.3 (3) | C131—C132—C133—C134 | −0.1 (7) |
Ru1—P1—C131—C132 | −83.6 (3) | C236—C235—C234—C233 | 0.5 (9) |
C111—P1—C131—C136 | −40.1 (3) | C22—C23—C24—C25 | −0.3 (7) |
C121—P1—C131—C136 | −143.2 (3) | C235—C234—C233—C232 | −0.3 (9) |
Ru1—P1—C131—C136 | 88.9 (3) | C231—C232—C233—C234 | −0.3 (9) |
C122—C121—C126—C125 | −0.4 (6) | C212—C211—C216—C215 | 0.0 (9) |
P1—C121—C126—C125 | −176.2 (3) | P2—C211—C216—C215 | −173.0 (5) |
C231—P2—C221—C222 | −133.5 (4) | C17—C12—C13—C14 | −0.8 (7) |
C211—P2—C221—C222 | −33.0 (4) | C11—C12—C13—C14 | 176.0 (4) |
Ru2—P2—C221—C222 | 98.5 (4) | C23—C24—C25—C26 | −1.4 (8) |
C231—P2—C221—C226 | 52.3 (4) | C226—C225—C224—C223 | −1.4 (9) |
C211—P2—C221—C226 | 152.7 (4) | C222—C223—C224—C225 | 1.4 (10) |
Ru2—P2—C221—C226 | −75.8 (4) | C12—C13—C14—C15 | 0.9 (8) |
C27—C22—C21—N2 | 143.1 (4) | C16—C15—C14—C13 | −0.8 (8) |
C23—C22—C21—N2 | −40.1 (6) | C226—C221—C222—C223 | −2.5 (7) |
C232—C231—C236—C235 | −0.3 (7) | P2—C221—C222—C223 | −176.8 (4) |
P2—C231—C236—C235 | −172.2 (4) | C224—C223—C222—C221 | 0.6 (9) |
C136—C131—C132—C133 | 1.3 (6) | C213—C214—C215—C216 | −0.9 (11) |
P1—C131—C132—C133 | 174.0 (3) | C211—C216—C215—C214 | 0.2 (11) |
C121—C126—C125—C124 | −1.0 (7) | C24—C25—C26—C27 | 1.5 (9) |
C116—C111—C112—C113 | −0.1 (6) | C22—C27—C26—C25 | 0.1 (9) |
Symmetry codes: (i) −x, −y+1, −z; (ii) −x+1, −y+1, −z+1. |
Selected bond lengths (Å) and angles (°). topMolecule 1 | Length | Molecule 2 | Length |
Ru1—C1 | 1.997 (3) | Ru2—C2 | 1.985 (4) |
Ru1—P1 | 2.3842 (10) | Ru2—P2 | 2.3956 (11) |
Ru1—Cl1 | 2.4215 (10) | Ru2—Cl2 | 2.4264 (10) |
N1—C1 | 1.146 (4) | N2—C2 | 1.156 (5) |
| | | |
Molecule 1 | Angle | Molecule 2 | Angle |
C1—Ru1—P1 | 90.79 (10) | C2—Ru2—P2 | 90.68 (11) |
C1—Ru1—Cl1 | 91.10 (11) | C2—Ru2—Cl2 | 92.08 (11) |
P1—Ru1—Cl1 | 88.79 (3) | P2—Ru2—Cl2 | 90.66 (3) |
Ru1—C1≡N1 | 178.4 (3) | Ru2—C2≡N2 | 176.7 (3) |
C1≡N1—C11 | 175.3 (4) | C2≡N2—C21 | 173.6 (4) |
Range of bond lengths (Å) for 22 related complexes from the Cambridge
Structural Database. topRu—P | 2.317–2.453 |
Ru—Cl | 2.355–2.452 |
Ru—CN | 1.978–1.990 |
RuC≡N | 1.136–1.155 |
Notes: a search of the Cambridge Structural Database (Allen, 2002) for
fragments Ru(PR3)2X2L2 (X = halide, L = CNR or CO, and R = any alkyl or
aryl) resulted in one isocyanide complex (refcode BAGKAW) and 19 carbonyl
complexes (BEYGUH, BEYHAO, BOTJAV, CAGPUW, GACQAD, FOGROI, HELREV,
HERHER, HOKCOF, JISXOY, NOWQOF, PABZOI, WOXZAK, WOZYEP, YIPMEP, YIPMIT,
YUKYEI, ZIGWUH and ZIGXAO). We have recently reported two other isocyanide
complexes (Look et al., 2005). |