metal-organic compounds
The hydroxyquinolinate group chelates to the Ti atom in the centrosymmetric title compound, [Ti2(C9H6NO)2(C2H5O)6]. Two of the four ethoxy groups function as bridges, and the geometry of the six-coordinate Ti atom is that of an octahedron.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536803029544/ci6321sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536803029544/ci6321Isup2.hkl |
CCDC reference: 234787
Key indicators
- Single-crystal X-ray study
- T = 163 K
- Mean (C-C) = 0.003 Å
- R factor = 0.031
- wR factor = 0.091
- Data-to-parameter ratio = 17.6
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.56 Ratio PLAT230_ALERT_2_C Hirshfeld Test Diff for O2 - C3 = 5.87 su PLAT702_ALERT_1_C Angle Calc 168.87(6), Rep 168.80(10), Dev.. 1.17 Sigma O2 -TI1 -N1 1.555 1.555 1.555
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 4 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 2 ALERT type 2 Indicator that the structure model may be wrong or deficient 0 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion
Computing details top
Data collection: SMART (Bruker, 2001); cell refinement: SMART; data reduction: SAINT (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.
Di-µ-ethoxy-bis[diethoxy(8-quinolinato)titanium(IV)] top
Crystal data top
[Ti2(C9H6NO)2(C2H5O)6] | F(000) = 688 |
Mr = 654.46 | Dx = 1.321 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 5733 reflections |
a = 8.7135 (6) Å | θ = 2.7–26.3° |
b = 13.5629 (9) Å | µ = 0.53 mm−1 |
c = 13.930 (1) Å | T = 163 K |
β = 91.986 (1)° | Block, yellow |
V = 1645.3 (2) Å3 | 0.50 × 0.30 × 0.17 mm |
Z = 2 |
Data collection top
Bruker P4/CCD area-detector diffractometer | 3344 independent reflections |
Radiation source: normal-focus sealed tube | 2793 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.035 |
φ and ω scans | θmax = 26.4°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −10→9 |
Tmin = 0.693, Tmax = 0.915 | k = −16→16 |
20052 measured reflections | l = −17→17 |
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)] = 0.031 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.091 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0467P)2 + 0.625P] where P = (Fo2 + 2Fc2)/3 |
3344 reflections | (Δ/σ)max < 0.001 |
190 parameters | Δρmax = 0.32 e Å−3 |
0 restraints | Δρmin = −0.30 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
Ti1 | 0.54947 (4) | 0.39295 (2) | 0.45545 (2) | 0.0314 (1) | |
O1 | 0.6304 (1) | 0.5277 (1) | 0.4905 (1) | 0.0321 (3) | |
O2 | 0.4848 (2) | 0.4048 (1) | 0.3304 (1) | 0.0402 (3) | |
O3 | 0.7358 (2) | 0.3424 (1) | 0.4335 (1) | 0.0423 (3) | |
O4 | 0.4379 (2) | 0.2683 (1) | 0.4740 (1) | 0.0391 (3) | |
N1 | 0.6069 (2) | 0.3491 (1) | 0.6116 (1) | 0.0343 (3) | |
C1 | 0.7831 (2) | 0.5615 (2) | 0.4753 (1) | 0.0418 (4) | |
C2 | 0.8073 (3) | 0.5872 (2) | 0.3714 (2) | 0.0568 (6) | |
C3 | 0.5440 (3) | 0.3626 (2) | 0.2449 (2) | 0.0557 (6) | |
C4 | 0.4949 (4) | 0.4203 (3) | 0.1590 (2) | 0.0818 (9) | |
C5 | 0.8572 (3) | 0.2771 (2) | 0.4556 (2) | 0.0543 (5) | |
C6 | 0.8293 (4) | 0.1775 (2) | 0.4125 (2) | 0.0775 (8) | |
C7 | 0.6932 (2) | 0.3930 (1) | 0.6792 (1) | 0.0408 (4) | |
C8 | 0.7381 (2) | 0.3454 (2) | 0.7658 (1) | 0.0454 (5) | |
C9 | 0.6903 (2) | 0.2518 (2) | 0.7827 (1) | 0.0448 (5) | |
C10 | 0.5949 (2) | 0.2020 (1) | 0.7135 (1) | 0.0382 (4) | |
C11 | 0.5371 (3) | 0.1051 (2) | 0.7222 (2) | 0.0492 (5) | |
C12 | 0.4495 (3) | 0.0647 (2) | 0.6488 (2) | 0.0510 (5) | |
C13 | 0.4124 (2) | 0.1174 (1) | 0.5629 (2) | 0.0438 (4) | |
C14 | 0.4656 (2) | 0.2124 (1) | 0.5516 (2) | 0.0343 (4) | |
C15 | 0.5576 (2) | 0.2549 (1) | 0.6278 (1) | 0.0322 (4) | |
H1a | 0.8570 | 0.5094 | 0.4957 | 0.050* | |
H1b | 0.8040 | 0.6203 | 0.5157 | 0.050* | |
H2a | 0.9130 | 0.6101 | 0.3643 | 0.085* | |
H2b | 0.7356 | 0.6396 | 0.3513 | 0.085* | |
H2c | 0.7890 | 0.5287 | 0.3313 | 0.085* | |
H3a | 0.5069 | 0.2939 | 0.2378 | 0.067* | |
H3b | 0.6576 | 0.3610 | 0.2503 | 0.067* | |
H4a | 0.5367 | 0.3900 | 0.1016 | 0.123* | |
H4b | 0.5330 | 0.4880 | 0.1655 | 0.123* | |
H4c | 0.3825 | 0.4210 | 0.1531 | 0.123* | |
H5a | 0.8699 | 0.2707 | 0.5262 | 0.065* | |
H5b | 0.9537 | 0.3045 | 0.4311 | 0.065* | |
H6a | 0.9163 | 0.1342 | 0.4290 | 0.116* | |
H6b | 0.8181 | 0.1835 | 0.3425 | 0.116* | |
H6c | 0.7352 | 0.1495 | 0.4378 | 0.116* | |
H7 | 0.7260 | 0.4589 | 0.6689 | 0.049* | |
H8 | 0.8016 | 0.3787 | 0.8122 | 0.054* | |
H9 | 0.7208 | 0.2196 | 0.8409 | 0.054* | |
H11 | 0.5592 | 0.0680 | 0.7789 | 0.059* | |
H12 | 0.4121 | −0.0006 | 0.6555 | 0.061* | |
H13 | 0.3512 | 0.0872 | 0.5133 | 0.053* |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Ti1 | 0.0383 (2) | 0.0294 (2) | 0.0262 (2) | −0.0025 (1) | −0.0028 (1) | 0.0013 (1) |
O1 | 0.0332 (6) | 0.0322 (6) | 0.0307 (6) | −0.0051 (5) | −0.0016 (5) | 0.0009 (5) |
O2 | 0.0529 (8) | 0.0414 (7) | 0.0261 (6) | −0.0038 (6) | −0.0032 (5) | −0.0001 (5) |
O3 | 0.0443 (7) | 0.0391 (7) | 0.0433 (7) | 0.0035 (6) | 0.0001 (6) | −0.0009 (6) |
O4 | 0.0507 (7) | 0.0327 (6) | 0.0333 (6) | −0.0080 (5) | −0.0084 (5) | 0.0020 (5) |
N1 | 0.0363 (8) | 0.0342 (8) | 0.0320 (7) | −0.0002 (6) | −0.0050 (6) | 0.0030 (6) |
C1 | 0.035 (1) | 0.044 (1) | 0.047 (1) | −0.010 (1) | 0.001 (1) | −0.007 (1) |
C2 | 0.056 (1) | 0.056 (1) | 0.059 (1) | −0.006 (1) | 0.021 (1) | 0.004 (1) |
C3 | 0.065 (1) | 0.064 (1) | 0.039 (1) | −0.016 (1) | 0.006 (1) | −0.008 (1) |
C4 | 0.090 (2) | 0.119 (2) | 0.037 (1) | −0.012 (2) | 0.002 (1) | 0.008 (1) |
C5 | 0.046 (1) | 0.059 (1) | 0.058 (1) | 0.010 (1) | −0.003 (1) | −0.007 (1) |
C6 | 0.096 (2) | 0.052 (1) | 0.086 (2) | 0.019 (1) | 0.008 (2) | −0.012 (1) |
C7 | 0.044 (1) | 0.040 (1) | 0.038 (1) | −0.004 (1) | −0.009 (1) | 0.002 (1) |
C8 | 0.043 (1) | 0.057 (1) | 0.036 (1) | 0.000 (1) | −0.011 (1) | 0.002 (1) |
C9 | 0.042 (1) | 0.058 (1) | 0.033 (1) | 0.009 (1) | −0.005 (1) | 0.013 (1) |
C10 | 0.036 (1) | 0.042 (1) | 0.037 (1) | 0.009 (1) | 0.003 (1) | 0.009 (1) |
C11 | 0.054 (1) | 0.043 (1) | 0.051 (1) | 0.005 (1) | 0.004 (1) | 0.020 (1) |
C12 | 0.059 (1) | 0.033 (1) | 0.062 (1) | −0.003 (1) | 0.008 (1) | 0.013 (1) |
C13 | 0.048 (1) | 0.035 (1) | 0.049 (1) | −0.004 (1) | 0.003 (1) | −0.002 (1) |
C14 | 0.037 (1) | 0.033 (1) | 0.034 (1) | 0.001 (1) | 0.003 (1) | 0.003 (1) |
C15 | 0.032 (1) | 0.031 (1) | 0.033 (1) | 0.004 (1) | 0.002 (1) | 0.004 (1) |
Geometric parameters (Å, º) top
Ti1—O1 | 2.013 (1) | C14—C15 | 1.429 (2) |
Ti1—O1i | 2.065 (1) | C1—H1a | 0.99 |
Ti1—O2 | 1.819 (1) | C1—H1b | 0.99 |
Ti1—O3 | 1.799 (1) | C2—H2a | 0.98 |
Ti1—O4 | 1.972 (1) | C2—H2b | 0.98 |
Ti1—N1 | 2.294 (1) | C2—H2c | 0.98 |
O1—C1 | 1.430 (2) | C3—H3a | 0.99 |
O2—C3 | 1.434 (2) | C3—H3b | 0.99 |
O3—C5 | 1.405 (2) | C4—H4a | 0.98 |
O4—C14 | 1.335 (2) | C4—H4b | 0.98 |
N1—C7 | 1.326 (2) | C4—H4c | 0.98 |
N1—C15 | 1.368 (2) | C5—H5a | 0.99 |
C1—C2 | 1.511 (3) | C5—H5b | 0.99 |
C3—C4 | 1.480 (3) | C6—H6a | 0.98 |
C5—C6 | 1.495 (3) | C6—H6b | 0.98 |
C7—C8 | 1.412 (3) | C6—H6c | 0.98 |
C8—C9 | 1.358 (3) | C7—H7 | 0.95 |
C9—C10 | 1.422 (3) | C8—H8 | 0.95 |
C10—C11 | 1.415 (3) | C9—H9 | 0.95 |
C10—C15 | 1.421 (2) | C11—H11 | 0.95 |
C11—C12 | 1.369 (3) | C12—H12 | 0.95 |
C12—C13 | 1.421 (3) | C13—H13 | 0.95 |
C13—C14 | 1.381 (3) | ||
O1—Ti1—O1i | 72.7 (1) | O1—C1—H1b | 109.2 |
O1—Ti1—O2 | 104.3 (1) | C2—C1—H1b | 109.2 |
O1—Ti1—O3 | 94.4 (1) | H1a—C1—H1b | 107.9 |
O1—Ti1—O4 | 156.5 (1) | C1—C2—H2a | 109.5 |
O1—Ti1—N1 | 86.7 (1) | C1—C2—H2b | 109.5 |
O1i—Ti1—O2 | 95.1 (1) | H2a—C2—H2b | 109.5 |
O1i—Ti1—O3 | 164.1 (1) | C1—C2—H2c | 109.5 |
O1i—Ti1—O4 | 90.9 (1) | H2a—C2—H2c | 109.5 |
O1i—Ti1—N1 | 86.1 (1) | H2b—C2—H2c | 109.5 |
O2—Ti1—O3 | 97.0 (1) | O2—C3—H3a | 109.4 |
O2—Ti1—O4 | 93.6 (1) | C4—C3—H3a | 109.4 |
O2—Ti1—N1 | 168.8 (1) | O2—C3—H3b | 109.4 |
O3—Ti1—O4 | 98.5 (1) | C4—C3—H3b | 109.4 |
O3—Ti1—N1 | 83.9 (1) | H3a—C3—H3b | 108.0 |
O4—Ti1—N1 | 75.3 (1) | C3—C4—H4a | 109.5 |
C1—O1—Ti1 | 125.1 (1) | C3—C4—H4b | 109.5 |
C1—O1—Ti1i | 127.5 (1) | H4a—C4—H4b | 109.5 |
Ti1—O1—Ti1i | 107.3 (1) | C3—C4—H4c | 109.5 |
C3—O2—Ti1 | 130.7 (1) | H4a—C4—H4c | 109.5 |
C5—O3—Ti1 | 151.6 (1) | H4b—C4—H4c | 109.5 |
C14—O4—Ti1 | 121.1 (1) | O3—C5—H5a | 109.3 |
C7—N1—C15 | 118.5 (2) | C6—C5—H5a | 109.3 |
C7—N1—Ti1 | 131.0 (1) | O3—C5—H5b | 109.3 |
C15—N1—Ti1 | 109.8 (1) | C6—C5—H5b | 109.3 |
O1—C1—C2 | 112.1 (2) | H5a—C5—H5b | 107.9 |
O2—C3—C4 | 111.0 (2) | C5—C6—H6a | 109.5 |
O3—C5—C6 | 111.8 (2) | C5—C6—H6b | 109.5 |
N1—C7—C8 | 122.3 (2) | H6a—C6—H6b | 109.5 |
C9—C8—C7 | 119.9 (2) | C5—C6—H6c | 109.5 |
C8—C9—C10 | 120.1 (2) | H6a—C6—H6c | 109.5 |
C11—C10—C15 | 118.0 (2) | H6b—C6—H6c | 109.5 |
C11—C10—C9 | 125.8 (2) | N1—C7—H7 | 118.8 |
C15—C10—C9 | 116.2 (2) | C8—C7—H7 | 118.8 |
C12—C11—C10 | 119.9 (2) | C9—C8—H8 | 120.1 |
C11—C12—C13 | 122.2 (2) | C7—C8—H8 | 120.1 |
C14—C13—C12 | 119.8 (2) | C8—C9—H9 | 119.9 |
O4—C14—C13 | 124.7 (2) | C10—C9—H9 | 119.9 |
O4—C14—C15 | 117.0 (2) | C12—C11—H11 | 120.1 |
C13—C14—C15 | 118.3 (2) | C10—C11—H11 | 120.1 |
N1—C15—C10 | 123.1 (2) | C11—C12—H12 | 118.9 |
N1—C15—C14 | 115.2 (2) | C13—C12—H12 | 118.9 |
C10—C15—C14 | 121.8 (2) | C14—C13—H13 | 120.1 |
O1—C1—H1a | 109.2 | C12—C13—H13 | 120.1 |
C2—C1—H1a | 109.2 | ||
O3—Ti1—O1—C1 | 12.2 (1) | O1—Ti1—N1—C15 | 175.4 (1) |
O2—Ti1—O1—C1 | −86.2 (1) | O1i—Ti1—N1—C15 | 102.5 (1) |
O4—Ti1—O1—C1 | 135.4 (2) | Ti1—O1—C1—C2 | 76.3 (2) |
O1i—Ti1—O1—C1 | −177.2 (2) | Ti1i—O1—C1—C2 | −100.4 (2) |
N1—Ti1—O1—C1 | 95.8 (1) | Ti1—O2—C3—C4 | −158.4 (2) |
O3—Ti1—O1—Ti1i | −170.6 (1) | Ti1—O3—C5—C6 | 83.7 (3) |
O2—Ti1—O1—Ti1i | 91.0 (1) | C15—N1—C7—C8 | 1.2 (3) |
O4—Ti1—O1—Ti1i | −47.4 (2) | Ti1—N1—C7—C8 | −167.8 (1) |
O1i—Ti1—O1—Ti1i | 0.0 | N1—C7—C8—C9 | −1.1 (3) |
N1—Ti1—O1—Ti1i | −87.0 (1) | C7—C8—C9—C10 | −0.2 (3) |
O3—Ti1—O2—C3 | 15.2 (2) | C8—C9—C10—C11 | −179.9 (2) |
O4—Ti1—O2—C3 | −83.8 (2) | C8—C9—C10—C15 | 1.3 (3) |
O1—Ti1—O2—C3 | 111.5 (2) | C15—C10—C11—C12 | 0.6 (3) |
O1i—Ti1—O2—C3 | −175.1 (2) | C9—C10—C11—C12 | −178.2 (2) |
N1—Ti1—O2—C3 | −79.1 (4) | C10—C11—C12—C13 | −0.4 (3) |
O2—Ti1—O3—C5 | −140.5 (3) | C11—C12—C13—C14 | 0.0 (3) |
O4—Ti1—O3—C5 | −45.8 (3) | Ti1—O4—C14—C13 | −168.8 (2) |
O1—Ti1—O3—C5 | 114.5 (3) | Ti1—O4—C14—C15 | 11.0 (2) |
O1i—Ti1—O3—C5 | 79.8 (3) | C12—C13—C14—O4 | 179.9 (2) |
N1—Ti1—O3—C5 | 28.3 (3) | C12—C13—C14—C15 | 0.1 (3) |
O3—Ti1—O4—C14 | 69.8 (1) | C7—N1—C15—C10 | −0.1 (3) |
O2—Ti1—O4—C14 | 167.4 (1) | Ti1—N1—C15—C10 | 171.2 (1) |
O1—Ti1—O4—C14 | −52.7 (2) | C7—N1—C15—C14 | −179.8 (2) |
O1i—Ti1—O4—C14 | −97.4 (1) | Ti1—N1—C15—C14 | −8.6 (2) |
N1—Ti1—O4—C14 | −11.6 (1) | C11—C10—C15—N1 | 179.9 (2) |
O3—Ti1—N1—C7 | 79.9 (2) | C9—C10—C15—N1 | −1.2 (3) |
O2—Ti1—N1—C7 | 175.4 (3) | C11—C10—C15—C14 | −0.4 (3) |
O4—Ti1—N1—C7 | −179.7 (2) | C9—C10—C15—C14 | 178.5 (2) |
O1—Ti1—N1—C7 | −14.9 (2) | O4—C14—C15—N1 | 0.0 (2) |
O1i—Ti1—N1—C7 | −87.7 (2) | C13—C14—C15—N1 | 179.8 (2) |
O3—Ti1—N1—C15 | −89.9 (1) | O4—C14—C15—C10 | −179.7 (2) |
O2—Ti1—N1—C15 | 5.7 (4) | C13—C14—C15—C10 | 0.0 (3) |
O4—Ti1—N1—C15 | 10.6 (1) |
Symmetry code: (i) −x+1, −y+1, −z+1. |