Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807058874/hg2353sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807058874/hg2353Isup2.hkl |
CCDC reference: 672691
The title compound was obtained accidentally on the attempted preparation of [RuCl2(tren)] by refluxing RuCl3 * 3 H2O with an equimolar amount of tris(2-aminoethyl)amine (tren) and 7 equivalents of LiCl in DMF in analogy to a published procedure (Sullivan et al., 1978).
All H atoms were constructed and refined as riding on their parent atoms with one common isotropic displacement parameter.
Data collection: COLLECT (Hooft, 1997–2004); cell refinement: HKL SCALEPACK (Otwinowski & Minor, 1997); data reduction: HKL DENZO and SCALEPACK (Otwinowski & Minor, 1997); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPIII (Burnett & Johnson, 1996); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997), PLATON (Spek, 2003).
Fig. 1. The molecular structure of (I), with atom labels and anisotropic displacement ellipsoids (drawn at 50% probability level) for non-H atoms. | |
Fig. 2. The packing of (I), viewed along [0 1 0]. |
[RuCl(C6H18N4)(CO)]Cl | F(000) = 696 |
Mr = 346.22 | Dx = 1.840 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 3049 reflections |
a = 10.1514 (2) Å | θ = 3.1–27.5° |
b = 8.5268 (1) Å | µ = 1.66 mm−1 |
c = 14.7413 (3) Å | T = 200 K |
β = 101.6790 (7)° | Block, yellow |
V = 1249.58 (4) Å3 | 0.17 × 0.12 × 0.07 mm |
Z = 4 |
KappaCCD diffractometer | 2863 independent reflections |
Radiation source: rotating anode | 2562 reflections with I > 2σ(I) |
MONTEL, graded multilayered X-ray optics monochromator | Rint = 0.031 |
ϕ and ω scans | θmax = 27.5°, θmin = 3.1° |
Absorption correction: multi-scan (SADABS; Sheldrick, 2001) | h = −13→13 |
Tmin = 0.800, Tmax = 0.890 | k = −11→10 |
23413 measured reflections | l = −19→19 |
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)] = 0.020 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.048 | H-atom parameters constrained |
S = 1.06 | w = 1/[σ2(Fo2) + (0.0181P)2 + 1.1292P] where P = (Fo2 + 2Fc2)/3 |
2863 reflections | (Δ/σ)max = 0.001 |
137 parameters | Δρmax = 0.56 e Å−3 |
0 restraints | Δρmin = −0.53 e Å−3 |
[RuCl(C6H18N4)(CO)]Cl | V = 1249.58 (4) Å3 |
Mr = 346.22 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 10.1514 (2) Å | µ = 1.66 mm−1 |
b = 8.5268 (1) Å | T = 200 K |
c = 14.7413 (3) Å | 0.17 × 0.12 × 0.07 mm |
β = 101.6790 (7)° |
KappaCCD diffractometer | 2863 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 2001) | 2562 reflections with I > 2σ(I) |
Tmin = 0.800, Tmax = 0.890 | Rint = 0.031 |
23413 measured reflections |
R[F2 > 2σ(F2)] = 0.020 | 0 restraints |
wR(F2) = 0.048 | H-atom parameters constrained |
S = 1.06 | Δρmax = 0.56 e Å−3 |
2863 reflections | Δρmin = −0.53 e Å−3 |
137 parameters |
x | y | z | Uiso*/Ueq | ||
Ru | 0.263803 (15) | 0.685462 (18) | 0.091163 (10) | 0.01895 (6) | |
Cl1 | 0.09940 (5) | 0.70362 (7) | −0.05312 (3) | 0.03170 (13) | |
O1 | 0.3830 (2) | 0.3964 (2) | 0.02630 (15) | 0.0593 (5) | |
N1 | 0.18612 (16) | 0.8875 (2) | 0.14884 (11) | 0.0220 (3) | |
N4 | 0.37625 (18) | 0.8578 (2) | 0.03603 (12) | 0.0285 (4) | |
H41 | 0.4667 | 0.8410 | 0.0577 | 0.0381 (16)* | |
H42 | 0.3593 | 0.8499 | −0.0275 | 0.0381 (16)* | |
N7 | 0.39797 (17) | 0.6894 (2) | 0.21966 (12) | 0.0247 (4) | |
H71 | 0.4162 | 0.5884 | 0.2403 | 0.0381 (16)* | |
H72 | 0.4775 | 0.7352 | 0.2130 | 0.0381 (16)* | |
N10 | 0.11750 (16) | 0.5702 (2) | 0.15115 (11) | 0.0240 (4) | |
H101 | 0.0625 | 0.5110 | 0.1068 | 0.0381 (16)* | |
H102 | 0.1595 | 0.5038 | 0.1972 | 0.0381 (16)* | |
C1 | 0.3369 (2) | 0.5085 (3) | 0.04993 (16) | 0.0343 (5) | |
C2 | 0.1995 (2) | 1.0192 (3) | 0.08523 (16) | 0.0310 (5) | |
H21 | 0.1845 | 1.1202 | 0.1147 | 0.0381 (16)* | |
H22 | 0.1310 | 1.0088 | 0.0273 | 0.0381 (16)* | |
C3 | 0.3396 (2) | 1.0170 (3) | 0.06317 (16) | 0.0329 (5) | |
H31 | 0.3428 | 1.0913 | 0.0120 | 0.0381 (16)* | |
H32 | 0.4060 | 1.0521 | 0.1182 | 0.0381 (16)* | |
C5 | 0.2655 (2) | 0.9209 (3) | 0.24410 (14) | 0.0300 (5) | |
H51 | 0.2038 | 0.9582 | 0.2836 | 0.0381 (16)* | |
H52 | 0.3308 | 1.0057 | 0.2405 | 0.0381 (16)* | |
C6 | 0.3403 (2) | 0.7782 (3) | 0.28834 (14) | 0.0307 (5) | |
H61 | 0.4133 | 0.8114 | 0.3400 | 0.0381 (16)* | |
H62 | 0.2779 | 0.7100 | 0.3141 | 0.0381 (16)* | |
C8 | 0.0435 (2) | 0.8471 (3) | 0.14896 (16) | 0.0299 (5) | |
H81 | −0.0093 | 0.8482 | 0.0847 | 0.0381 (16)* | |
H82 | 0.0047 | 0.9264 | 0.1851 | 0.0381 (16)* | |
C9 | 0.0346 (2) | 0.6870 (3) | 0.19081 (15) | 0.0292 (5) | |
H91 | 0.0668 | 0.6930 | 0.2588 | 0.0381 (16)* | |
H92 | −0.0604 | 0.6522 | 0.1785 | 0.0381 (16)* | |
Cl2 | 0.32744 (5) | 0.36408 (7) | 0.31352 (4) | 0.03583 (13) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ru | 0.01829 (9) | 0.02010 (9) | 0.01801 (9) | −0.00241 (6) | 0.00263 (6) | −0.00132 (6) |
Cl1 | 0.0317 (3) | 0.0424 (3) | 0.0181 (2) | −0.0134 (2) | −0.0020 (2) | 0.0007 (2) |
O1 | 0.0670 (13) | 0.0386 (11) | 0.0765 (14) | 0.0085 (10) | 0.0243 (11) | −0.0213 (10) |
N1 | 0.0230 (8) | 0.0200 (8) | 0.0226 (8) | 0.0004 (7) | 0.0039 (7) | 0.0014 (7) |
N4 | 0.0253 (9) | 0.0384 (11) | 0.0225 (8) | −0.0102 (8) | 0.0060 (7) | 0.0013 (8) |
N7 | 0.0212 (8) | 0.0261 (9) | 0.0247 (9) | −0.0008 (7) | 0.0001 (7) | 0.0038 (7) |
N10 | 0.0228 (8) | 0.0243 (9) | 0.0233 (8) | −0.0079 (7) | 0.0007 (7) | 0.0025 (7) |
C1 | 0.0345 (12) | 0.0319 (12) | 0.0371 (12) | −0.0037 (10) | 0.0082 (10) | −0.0065 (10) |
C2 | 0.0319 (11) | 0.0236 (11) | 0.0352 (12) | 0.0013 (9) | 0.0017 (9) | 0.0087 (9) |
C3 | 0.0351 (12) | 0.0275 (12) | 0.0348 (12) | −0.0104 (9) | 0.0045 (9) | 0.0082 (10) |
C5 | 0.0385 (12) | 0.0267 (11) | 0.0239 (10) | −0.0036 (9) | 0.0041 (9) | −0.0065 (9) |
C6 | 0.0337 (12) | 0.0374 (13) | 0.0180 (10) | −0.0053 (10) | −0.0020 (9) | −0.0018 (9) |
C8 | 0.0207 (10) | 0.0337 (12) | 0.0364 (12) | 0.0040 (9) | 0.0089 (9) | 0.0010 (10) |
C9 | 0.0234 (10) | 0.0375 (12) | 0.0282 (11) | −0.0055 (9) | 0.0087 (8) | 0.0010 (9) |
Cl2 | 0.0257 (3) | 0.0361 (3) | 0.0443 (3) | 0.0040 (2) | 0.0038 (2) | 0.0146 (3) |
Ru—C1 | 1.838 (2) | N10—H101 | 0.9200 |
Ru—N7 | 2.0975 (17) | N10—H102 | 0.9200 |
Ru—N10 | 2.1176 (16) | C2—C3 | 1.522 (3) |
Ru—N4 | 2.1208 (17) | C2—H21 | 0.9900 |
Ru—N1 | 2.1409 (17) | C2—H22 | 0.9900 |
Ru—Cl1 | 2.4281 (5) | C3—H31 | 0.9900 |
O1—C1 | 1.149 (3) | C3—H32 | 0.9900 |
N1—C2 | 1.487 (3) | C5—C6 | 1.510 (3) |
N1—C8 | 1.489 (3) | C5—H51 | 0.9900 |
N1—C5 | 1.498 (3) | C5—H52 | 0.9900 |
N4—C3 | 1.484 (3) | C6—H61 | 0.9900 |
N4—H41 | 0.9200 | C6—H62 | 0.9900 |
N4—H42 | 0.9200 | C8—C9 | 1.508 (3) |
N7—C6 | 1.477 (3) | C8—H81 | 0.9900 |
N7—H71 | 0.9200 | C8—H82 | 0.9900 |
N7—H72 | 0.9200 | C9—H91 | 0.9900 |
N10—C9 | 1.497 (3) | C9—H92 | 0.9900 |
C1—Ru—N7 | 94.58 (9) | H101—N10—H102 | 108.1 |
C1—Ru—N10 | 96.99 (8) | O1—C1—Ru | 178.3 (2) |
N7—Ru—N10 | 90.72 (6) | N1—C2—C3 | 109.53 (17) |
C1—Ru—N4 | 99.04 (9) | N1—C2—H21 | 109.8 |
N7—Ru—N4 | 91.91 (7) | C3—C2—H21 | 109.8 |
N10—Ru—N4 | 163.50 (7) | N1—C2—H22 | 109.8 |
C1—Ru—N1 | 175.95 (9) | C3—C2—H22 | 109.8 |
N7—Ru—N1 | 81.51 (6) | H21—C2—H22 | 108.2 |
N10—Ru—N1 | 82.04 (6) | N4—C3—C2 | 111.40 (17) |
N4—Ru—N1 | 82.24 (7) | N4—C3—H31 | 109.3 |
C1—Ru—Cl1 | 90.85 (7) | C2—C3—H31 | 109.3 |
N7—Ru—Cl1 | 174.57 (5) | N4—C3—H32 | 109.3 |
N10—Ru—Cl1 | 88.83 (5) | C2—C3—H32 | 109.3 |
N4—Ru—Cl1 | 87.02 (5) | H31—C3—H32 | 108.0 |
N1—Ru—Cl1 | 93.06 (5) | N1—C5—C6 | 112.32 (17) |
C2—N1—C8 | 112.88 (16) | N1—C5—H51 | 109.1 |
C2—N1—C5 | 110.32 (16) | C6—C5—H51 | 109.1 |
C8—N1—C5 | 112.42 (16) | N1—C5—H52 | 109.1 |
C2—N1—Ru | 105.61 (12) | C6—C5—H52 | 109.1 |
C8—N1—Ru | 104.53 (12) | H51—C5—H52 | 107.9 |
C5—N1—Ru | 110.72 (12) | N7—C6—C5 | 110.56 (17) |
C3—N4—Ru | 110.29 (12) | N7—C6—H61 | 109.5 |
C3—N4—H41 | 109.6 | C5—C6—H61 | 109.5 |
Ru—N4—H41 | 109.6 | N7—C6—H62 | 109.5 |
C3—N4—H42 | 109.6 | C5—C6—H62 | 109.5 |
Ru—N4—H42 | 109.6 | H61—C6—H62 | 108.1 |
H41—N4—H42 | 108.1 | N1—C8—C9 | 110.39 (17) |
C6—N7—Ru | 110.62 (12) | N1—C8—H81 | 109.6 |
C6—N7—H71 | 109.5 | C9—C8—H81 | 109.6 |
Ru—N7—H71 | 109.5 | N1—C8—H82 | 109.6 |
C6—N7—H72 | 109.5 | C9—C8—H82 | 109.6 |
Ru—N7—H72 | 109.5 | H81—C8—H82 | 108.1 |
H71—N7—H72 | 108.1 | N10—C9—C8 | 110.95 (16) |
C9—N10—Ru | 110.59 (12) | N10—C9—H91 | 109.4 |
C9—N10—H101 | 109.5 | C8—C9—H91 | 109.4 |
Ru—N10—H101 | 109.5 | N10—C9—H92 | 109.4 |
C9—N10—H102 | 109.5 | C8—C9—H92 | 109.4 |
Ru—N10—H102 | 109.5 | H91—C9—H92 | 108.0 |
N7—Ru—N1—C2 | 119.66 (13) | C1—Ru—N10—C9 | −178.62 (14) |
N10—Ru—N1—C2 | −148.41 (13) | N7—Ru—N10—C9 | 86.67 (13) |
N4—Ru—N1—C2 | 26.54 (12) | N4—Ru—N10—C9 | −12.5 (3) |
Cl1—Ru—N1—C2 | −60.03 (12) | N1—Ru—N10—C9 | 5.35 (13) |
N7—Ru—N1—C8 | −121.04 (13) | Cl1—Ru—N10—C9 | −87.91 (12) |
N10—Ru—N1—C8 | −29.11 (12) | C8—N1—C2—C3 | −160.53 (18) |
N4—Ru—N1—C8 | 145.84 (13) | C5—N1—C2—C3 | 72.8 (2) |
Cl1—Ru—N1—C8 | 59.28 (12) | Ru—N1—C2—C3 | −46.91 (19) |
N7—Ru—N1—C5 | 0.25 (13) | Ru—N4—C3—C2 | −23.8 (2) |
N10—Ru—N1—C5 | 92.17 (13) | N1—C2—C3—N4 | 48.3 (2) |
N4—Ru—N1—C5 | −92.87 (13) | C2—N1—C5—C6 | −138.18 (19) |
Cl1—Ru—N1—C5 | −179.44 (12) | C8—N1—C5—C6 | 94.9 (2) |
C1—Ru—N4—C3 | −177.75 (15) | Ru—N1—C5—C6 | −21.6 (2) |
N7—Ru—N4—C3 | −82.80 (14) | Ru—N7—C6—C5 | −39.3 (2) |
N10—Ru—N4—C3 | 16.2 (3) | N1—C5—C6—N7 | 40.3 (2) |
N1—Ru—N4—C3 | −1.64 (13) | C2—N1—C8—C9 | 163.23 (18) |
Cl1—Ru—N4—C3 | 91.87 (13) | C5—N1—C8—C9 | −71.2 (2) |
C1—Ru—N7—C6 | −157.49 (15) | Ru—N1—C8—C9 | 48.95 (19) |
N10—Ru—N7—C6 | −60.42 (14) | Ru—N10—C9—C8 | 20.0 (2) |
N4—Ru—N7—C6 | 103.28 (14) | N1—C8—C9—N10 | −47.2 (2) |
N1—Ru—N7—C6 | 21.42 (13) |
D—H···A | D—H | H···A | D···A | D—H···A |
N4—H41···Cl2i | 0.92 | 2.53 | 3.3569 (19) | 150 |
N7—H71···Cl2 | 0.92 | 2.46 | 3.2442 (18) | 144 |
N7—H72···Cl2i | 0.92 | 2.36 | 3.2830 (18) | 176 |
N10—H101···Cl1ii | 0.92 | 2.48 | 3.3319 (17) | 154 |
N10—H102···Cl2 | 0.92 | 2.47 | 3.3609 (18) | 164 |
Symmetry codes: (i) −x+1, y+1/2, −z+1/2; (ii) −x, −y+1, −z. |
Experimental details
Crystal data | |
Chemical formula | [RuCl(C6H18N4)(CO)]Cl |
Mr | 346.22 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 200 |
a, b, c (Å) | 10.1514 (2), 8.5268 (1), 14.7413 (3) |
β (°) | 101.6790 (7) |
V (Å3) | 1249.58 (4) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 1.66 |
Crystal size (mm) | 0.17 × 0.12 × 0.07 |
Data collection | |
Diffractometer | KappaCCD diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 2001) |
Tmin, Tmax | 0.800, 0.890 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 23413, 2863, 2562 |
Rint | 0.031 |
(sin θ/λ)max (Å−1) | 0.650 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.020, 0.048, 1.06 |
No. of reflections | 2863 |
No. of parameters | 137 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.56, −0.53 |
Computer programs: COLLECT (Hooft, 1997–2004), HKL SCALEPACK (Otwinowski & Minor, 1997), HKL DENZO and SCALEPACK (Otwinowski & Minor, 1997), SIR97 (Altomare et al., 1999), ORTEPIII (Burnett & Johnson, 1996), SHELXL97 (Sheldrick, 1997), PLATON (Spek, 2003).
D—H···A | D—H | H···A | D···A | D—H···A |
N4—H41···Cl2i | 0.92 | 2.53 | 3.3569 (19) | 149.7 |
N7—H71···Cl2 | 0.92 | 2.46 | 3.2442 (18) | 143.9 |
N7—H72···Cl2i | 0.92 | 2.36 | 3.2830 (18) | 175.6 |
N10—H101···Cl1ii | 0.92 | 2.48 | 3.3319 (17) | 154.1 |
N10—H102···Cl2 | 0.92 | 2.47 | 3.3609 (18) | 164.2 |
Symmetry codes: (i) −x+1, y+1/2, −z+1/2; (ii) −x, −y+1, −z. |
The title compound, C7H18Cl2N4ORu, was obtained on the attempted preparation of [RuCl2(tren)] by refluxing RuCl3 with an equimolar amount of tris(2-aminoethyl)amine (tren) in DMF.
The molecular structure is shown in Fig. 1. The complex features three 5-membered rings: Ru–N1–C2–C3–N4 adopts a twist conformation on N1–C2 (Q2 = 0.444 (2) Å, ϕ2 = 241.5 (2)°), whereas Ru–N1–C5–C6–N7 (Q2 = 0.359 (2) Å, ϕ2 = 294.6 (3)°) shows an envelope conformation on C6. Ru–N1–C8–C9–N10 is twisted on N1–C8 (Q2 = 0.459 (2) Å, ϕ2 = 55.6 (2)°). Ring puckering parameters (Cremer & Pople, 1975) were calculated with PLATON (Spek, 2007).
Bond lengths and angles are normal.
The molecular packing including the hydrogen bond system is shown in Fig. 2. The search for hydrogen bonded molecular aggregates provided an infinite two-dimensional network (base vectors = [0 1 0], [2 0 1]) along the (1 0 - 2)-plane.