metal-organic compounds
Each Zr atom in the dimeric title compound, [Zr2(C9H6NO)2(C3H7O)6], is chelated by the oxinate group; the two Zr atoms are linked through two isopropoxy bridges. The molecule lies on an inversion center and the Zr atoms exist in octahedral environments.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804015740/bt6481sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804015740/bt6481Isup2.hkl |
CCDC reference: 248710
Computing details top
Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; 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-isopropoxy-bis[(8-hydroxyquinolinolato)diisopropoxyzirconium(IV)] top
Crystal data top
[Zr2(C9H6NO)2(C3H7O)6] | F(000) = 1712 |
Mr = 825.25 | Dx = 1.364 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 6641 reflections |
a = 19.851 (1) Å | θ = 2.6–26.4° |
b = 12.890 (1) Å | µ = 0.57 mm−1 |
c = 16.301 (1) Å | T = 163 K |
β = 105.518 (1)° | Block, orange |
V = 4018.8 (4) Å3 | 0.50 × 0.25 × 0.10 mm |
Z = 4 |
Data collection top
Siemens P4/CCD area-detector diffractometer | 4116 independent reflections |
Radiation source: medium-focus sealed tube | 3355 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.042 |
Detector resolution: 0 pixels mm-1 | θmax = 26.5°, θmin = 1.9° |
φ and ω scans | h = −24→24 |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | k = −16→8 |
Tmin = 0.725, Tmax = 0.946 | l = −20→20 |
24817 measured reflections |
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)] = 0.032 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.082 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0425P)2 + 4.6465P] where P = (Fo2 + 2Fc2)/3 |
4116 reflections | (Δ/σ)max = 0.001 |
217 parameters | Δρmax = 0.59 e Å−3 |
0 restraints | Δρmin = −0.50 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
Zr1 | 0.73855 (1) | 0.36414 (2) | 0.55485 (1) | 0.02603 (9) | |
O1 | 0.8217 (1) | 0.4464 (1) | 0.6334 (1) | 0.0351 (4) | |
O2 | 0.8057 (1) | 0.2264 (1) | 0.5578 (1) | 0.0283 (4) | |
O3 | 0.6971 (1) | 0.3112 (2) | 0.6415 (1) | 0.0382 (4) | |
O4 | 0.6762 (1) | 0.4799 (1) | 0.5154 (1) | 0.0391 (4) | |
N1 | 0.8066 (1) | 0.4446 (2) | 0.4676 (1) | 0.0287 (4) | |
C1 | 0.8672 (1) | 0.5029 (2) | 0.6055 (2) | 0.0300 (5) | |
C2 | 0.9210 (1) | 0.5591 (2) | 0.6575 (2) | 0.0358 (6) | |
C3 | 0.9661 (1) | 0.6180 (2) | 0.6223 (2) | 0.0387 (6) | |
C4 | 0.9588 (1) | 0.6213 (2) | 0.5361 (2) | 0.0390 (6) | |
C5 | 0.9048 (1) | 0.5644 (2) | 0.4805 (2) | 0.0304 (5) | |
C6 | 0.8907 (1) | 0.5630 (2) | 0.3908 (2) | 0.0366 (6) | |
C7 | 0.8368 (2) | 0.5056 (2) | 0.3428 (2) | 0.0378 (6) | |
C8 | 0.7963 (1) | 0.4463 (2) | 0.3839 (2) | 0.0345 (6) | |
C9 | 0.8597 (1) | 0.5042 (2) | 0.5156 (1) | 0.0267 (5) | |
C10 | 0.8700 (1) | 0.1927 (2) | 0.6192 (2) | 0.0387 (6) | |
C11 | 0.9316 (1) | 0.2300 (3) | 0.5883 (2) | 0.0497 (8) | |
C12 | 0.8741 (2) | 0.2275 (3) | 0.7089 (2) | 0.0541 (8) | |
C13 | 0.6510 (2) | 0.3036 (3) | 0.6945 (2) | 0.063 (1) | |
C14 | 0.6896 (2) | 0.2635 (3) | 0.7801 (2) | 0.075 (1) | |
C15 | 0.6188 (2) | 0.4093 (5) | 0.6996 (3) | 0.115 (2) | |
C16 | 0.6505 (2) | 0.5765 (3) | 0.4781 (2) | 0.0592 (9) | |
C17 | 0.5734 (2) | 0.5791 (3) | 0.4523 (3) | 0.090 (1) | |
C18 | 0.6835 (2) | 0.6624 (3) | 0.5320 (4) | 0.107 (2) | |
H2 | 0.9277 | 0.5580 | 0.7175 | 0.043* | |
H3 | 1.0027 | 0.6566 | 0.6593 | 0.046* | |
H4 | 0.9900 | 0.6617 | 0.5141 | 0.047* | |
H6 | 0.9191 | 0.6025 | 0.3638 | 0.044* | |
H7 | 0.8268 | 0.5057 | 0.2824 | 0.045* | |
H8 | 0.7595 | 0.4052 | 0.3500 | 0.041* | |
H10 | 0.8706 | 0.1151 | 0.6189 | 0.046* | |
H11a | 0.9265 | 0.2054 | 0.5301 | 0.075* | |
H11b | 0.9751 | 0.2026 | 0.6258 | 0.075* | |
H11c | 0.9330 | 0.3060 | 0.5893 | 0.075* | |
H12a | 0.8333 | 0.2016 | 0.7256 | 0.081* | |
H12b | 0.8748 | 0.3035 | 0.7113 | 0.081* | |
H12c | 0.9168 | 0.2001 | 0.7478 | 0.081* | |
H13 | 0.6128 | 0.2536 | 0.6681 | 0.075* | |
H14a | 0.7095 | 0.1953 | 0.7739 | 0.112* | |
H14b | 0.6573 | 0.2572 | 0.8161 | 0.112* | |
H14c | 0.7273 | 0.3117 | 0.8067 | 0.112* | |
H15a | 0.5941 | 0.4326 | 0.6422 | 0.172* | |
H15b | 0.6558 | 0.4591 | 0.7252 | 0.172* | |
H15c | 0.5858 | 0.4046 | 0.7346 | 0.172* | |
H16 | 0.6657 | 0.5822 | 0.4245 | 0.071* | |
H17a | 0.5556 | 0.5188 | 0.4163 | 0.136* | |
H17b | 0.5574 | 0.6429 | 0.4203 | 0.136* | |
H17c | 0.5559 | 0.5772 | 0.5031 | 0.136* | |
H18a | 0.7344 | 0.6546 | 0.5461 | 0.160* | |
H18b | 0.6684 | 0.6623 | 0.5845 | 0.160* | |
H18c | 0.6699 | 0.7280 | 0.5017 | 0.160* |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Zr1 | 0.0295 (1) | 0.0316 (2) | 0.0184 (1) | −0.0055 (1) | 0.0089 (1) | −0.0016 (1) |
O1 | 0.044 (1) | 0.042 (1) | 0.021 (1) | −0.016 (1) | 0.012 (1) | −0.005 (1) |
O2 | 0.027 (1) | 0.037 (1) | 0.019 (1) | −0.003 (1) | 0.003 (1) | 0.001 (1) |
O3 | 0.041 (1) | 0.050 (1) | 0.029 (1) | −0.007 (1) | 0.019 (1) | 0.001 (1) |
O4 | 0.046 (1) | 0.036 (1) | 0.037 (1) | 0.003 (1) | 0.015 (1) | −0.001 (1) |
N1 | 0.037 (1) | 0.029 (1) | 0.022 (1) | −0.004 (1) | 0.011 (1) | 0.000 (1) |
C1 | 0.035 (1) | 0.030 (1) | 0.027 (1) | −0.002 (1) | 0.012 (1) | 0.000 (1) |
C2 | 0.038 (1) | 0.037 (2) | 0.030 (1) | −0.005 (1) | 0.005 (1) | −0.001 (1) |
C3 | 0.035 (1) | 0.036 (2) | 0.042 (2) | −0.006 (1) | 0.004 (1) | 0.002 (1) |
C4 | 0.033 (1) | 0.034 (2) | 0.052 (2) | −0.003 (1) | 0.015 (1) | 0.011 (1) |
C5 | 0.032 (1) | 0.027 (1) | 0.035 (1) | 0.004 (1) | 0.014 (1) | 0.007 (1) |
C6 | 0.042 (2) | 0.035 (2) | 0.039 (1) | 0.004 (1) | 0.021 (1) | 0.011 (1) |
C7 | 0.052 (2) | 0.041 (2) | 0.025 (1) | 0.008 (1) | 0.018 (1) | 0.008 (1) |
C8 | 0.043 (1) | 0.038 (2) | 0.024 (1) | −0.002 (1) | 0.011 (1) | 0.000 (1) |
C9 | 0.030 (1) | 0.025 (1) | 0.027 (1) | 0.002 (1) | 0.011 (1) | 0.002 (1) |
C10 | 0.032 (1) | 0.048 (2) | 0.029 (1) | 0.000 (1) | −0.004 (1) | 0.000 (1) |
C11 | 0.031 (1) | 0.062 (2) | 0.053 (2) | −0.002 (1) | 0.006 (1) | 0.001 (2) |
C12 | 0.052 (2) | 0.070 (2) | 0.031 (1) | −0.002 (2) | −0.004 (1) | 0.003 (2) |
C13 | 0.058 (2) | 0.097 (3) | 0.041 (2) | −0.021 (2) | 0.026 (2) | −0.006 (2) |
C14 | 0.128 (4) | 0.068 (2) | 0.044 (2) | −0.013 (2) | 0.050 (2) | −0.001 (2) |
C15 | 0.101 (3) | 0.191 (6) | 0.072 (3) | 0.080 (4) | 0.055 (3) | 0.031 (3) |
C16 | 0.065 (2) | 0.043 (2) | 0.070 (2) | 0.010 (2) | 0.019 (2) | 0.009 (2) |
C17 | 0.071 (3) | 0.056 (3) | 0.131 (4) | 0.016 (2) | 0.005 (3) | 0.002 (3) |
C18 | 0.080 (3) | 0.049 (3) | 0.170 (5) | 0.005 (2) | −0.003 (3) | −0.021 (3) |
Geometric parameters (Å, º) top
Zr1—O1 | 2.087 (2) | C2—H2 | 0.95 |
Zr1—O2 | 2.213 (2) | C3—H3 | 0.95 |
Zr1—O2i | 2.154 (2) | C4—H4 | 0.95 |
Zr1—O3 | 1.938 (2) | C6—H6 | 0.95 |
Zr1—O4 | 1.935 (2) | C7—H7 | 0.95 |
Zr1—N1 | 2.440 (2) | C8—H8 | 0.95 |
O1—C1 | 1.333 (3) | C10—H10 | 1.00 |
O2—C10 | 1.461 (3) | C11—H11a | 0.98 |
O3—C13 | 1.421 (3) | C11—H11b | 0.98 |
O4—C16 | 1.419 (4) | C11—H11c | 0.98 |
N1—C8 | 1.324 (3) | C12—H12a | 0.98 |
N1—C9 | 1.368 (3) | C12—H12b | 0.98 |
C1—C2 | 1.378 (4) | C12—H12c | 0.98 |
C1—C9 | 1.434 (3) | C13—H13 | 1.00 |
C2—C3 | 1.408 (4) | C14—H14a | 0.98 |
C3—C4 | 1.374 (4) | C14—H14b | 0.98 |
C4—C5 | 1.410 (4) | C14—H14c | 0.98 |
C5—C6 | 1.413 (4) | C15—H15a | 0.98 |
C5—C9 | 1.416 (3) | C15—H15b | 0.98 |
C6—C7 | 1.364 (4) | C15—H15c | 0.98 |
C7—C8 | 1.404 (4) | C16—H16 | 1.00 |
C10—C12 | 1.511 (4) | C17—H17a | 0.98 |
C10—C11 | 1.520 (4) | C17—H17b | 0.98 |
C13—C14 | 1.494 (5) | C17—H17c | 0.98 |
C13—C15 | 1.517 (6) | C18—H18a | 0.98 |
C16—C18 | 1.455 (5) | C18—H18b | 0.98 |
C16—C17 | 1.476 (5) | C18—H18c | 0.98 |
O1—Zr1—O2 | 91.25 (7) | C5—C4—H4 | 120.1 |
O1—Zr1—O2i | 150.82 (6) | C7—C6—H6 | 119.7 |
O1—Zr1—O3 | 98.70 (7) | C5—C6—H6 | 119.7 |
O1—Zr1—O4 | 98.18 (8) | C6—C7—H7 | 120.6 |
O1—Zr1—N1 | 70.84 (6) | C8—C7—H7 | 120.6 |
O2—Zr1—O2i | 71.92 (6) | N1—C8—H8 | 118.3 |
O2—Zr1—O3 | 94.10 (7) | C7—C8—H8 | 118.3 |
O2—Zr1—O4 | 162.50 (7) | O2—C10—H10 | 107.7 |
O2—Zr1—N1 | 85.98 (6) | C12—C10—H10 | 107.7 |
O2i—Zr1—O3 | 105.97 (7) | C11—C10—H10 | 107.7 |
O2i—Zr1—O4 | 93.20 (7) | C10—C11—H11a | 109.5 |
O2i—Zr1—N1 | 84.02 (6) | C10—C11—H11b | 109.5 |
O3—Zr1—O4 | 98.96 (8) | H11a—C11—H11b | 109.5 |
O3—Zr1—N1 | 169.54 (7) | C10—C11—H11c | 109.5 |
O4—Zr1—N1 | 83.28 (7) | H11a—C11—H11c | 109.5 |
C1—O1—Zr1 | 124.5 (1) | H11b—C11—H11c | 109.5 |
C10—O2—Zr1i | 120.3 (2) | C10—C12—H12a | 109.5 |
C10—O2—Zr1 | 131.6 (2) | C10—C12—H12b | 109.5 |
Zr1—O2—Zr1i | 108.08 (6) | H12a—C12—H12b | 109.5 |
C13—O3—Zr1 | 159.3 (2) | C10—C12—H12c | 109.5 |
C16—O4—Zr1 | 160.6 (2) | H12a—C12—H12c | 109.5 |
C8—N1—C9 | 117.6 (2) | H12b—C12—H12c | 109.5 |
C8—N1—Zr1 | 130.5 (2) | O3—C13—H13 | 108.7 |
C9—N1—Zr1 | 111.5 (2) | C14—C13—H13 | 108.7 |
O1—C1—C2 | 124.3 (2) | C15—C13—H13 | 108.7 |
O1—C1—C9 | 117.4 (2) | C13—C14—H14a | 109.5 |
C2—C1—C9 | 118.3 (2) | C13—C14—H14b | 109.5 |
C1—C2—C3 | 120.4 (2) | H14a—C14—H14b | 109.5 |
C4—C3—C2 | 121.9 (3) | C13—C14—H14c | 109.5 |
C3—C4—C5 | 119.7 (2) | H14a—C14—H14c | 109.5 |
C4—C5—C6 | 125.3 (2) | H14b—C14—H14c | 109.5 |
C4—C5—C9 | 118.7 (2) | C13—C15—H15a | 109.5 |
C6—C5—C9 | 116.1 (2) | C13—C15—H15b | 109.5 |
C7—C6—C5 | 120.6 (2) | H15a—C15—H15b | 109.5 |
C6—C7—C8 | 118.9 (2) | C13—C15—H15c | 109.5 |
N1—C8—C7 | 123.4 (2) | H15a—C15—H15c | 109.5 |
N1—C9—C5 | 123.4 (2) | H15b—C15—H15c | 109.5 |
N1—C9—C1 | 115.6 (2) | O4—C16—H16 | 106.3 |
C5—C9—C1 | 121.0 (2) | C18—C16—H16 | 106.3 |
O2—C10—C12 | 112.6 (2) | C17—C16—H16 | 106.3 |
O2—C10—C11 | 108.3 (2) | C16—C17—H17a | 109.5 |
C12—C10—C11 | 112.7 (2) | C16—C17—H17b | 109.5 |
O3—C13—C14 | 109.8 (3) | H17a—C17—H17b | 109.5 |
O3—C13—C15 | 108.7 (3) | C16—C17—H17c | 109.5 |
C14—C13—C15 | 112.2 (3) | H17a—C17—H17c | 109.5 |
O4—C16—C18 | 110.9 (3) | H17b—C17—H17c | 109.5 |
O4—C16—C17 | 111.6 (3) | C16—C18—H18a | 109.5 |
C18—C16—C17 | 114.8 (3) | C16—C18—H18b | 109.5 |
C1—C2—H2 | 119.8 | H18a—C18—H18b | 109.5 |
C3—C2—H2 | 119.8 | C16—C18—H18c | 109.5 |
C4—C3—H3 | 119.1 | H18a—C18—H18c | 109.5 |
C2—C3—H3 | 119.1 | H18b—C18—H18c | 109.5 |
C3—C4—H4 | 120.1 | ||
O4—Zr1—O1—C1 | −77.0 (2) | O2i—Zr1—N1—C9 | −168.3 (2) |
O3—Zr1—O1—C1 | −177.4 (2) | O2—Zr1—N1—C9 | −96.0 (2) |
O2i—Zr1—O1—C1 | 34.9 (3) | Zr1i—Zr1—N1—C9 | −131.5 (2) |
O2—Zr1—O1—C1 | 88.2 (2) | Zr1—O1—C1—C2 | 178.4 (2) |
N1—Zr1—O1—C1 | 2.9 (2) | Zr1—O1—C1—C9 | −2.1 (3) |
Zr1i—Zr1—O1—C1 | 71.7 (2) | O1—C1—C2—C3 | −179.0 (2) |
O4—Zr1—O2—C10 | 146.2 (2) | C9—C1—C2—C3 | 1.5 (4) |
O3—Zr1—O2—C10 | −75.5 (2) | C1—C2—C3—C4 | −0.5 (4) |
O1—Zr1—O2—C10 | 23.4 (2) | C2—C3—C4—C5 | 0.0 (4) |
O2i—Zr1—O2—C10 | 179.1 (2) | C3—C4—C5—C6 | 178.5 (3) |
N1—Zr1—O2—C10 | 94.1 (2) | C3—C4—C5—C9 | −0.6 (4) |
Zr1i—Zr1—O2—C10 | 179.1 (2) | C4—C5—C6—C7 | −179.7 (3) |
O4—Zr1—O2—Zr1i | −32.8 (3) | C9—C5—C6—C7 | −0.5 (4) |
O3—Zr1—O2—Zr1i | 105.5 (1) | C5—C6—C7—C8 | −1.2 (4) |
O1—Zr1—O2—Zr1i | −155.7 (1) | C9—N1—C8—C7 | 0.1 (4) |
O2i—Zr1—O2—Zr1i | 0.0 | Zr1—N1—C8—C7 | 173.1 (2) |
N1—Zr1—O2—Zr1i | −85.02 (7) | C6—C7—C8—N1 | 1.5 (4) |
O4—Zr1—O3—C13 | −1.2 (5) | C8—N1—C9—C5 | −2.0 (4) |
O1—Zr1—O3—C13 | 98.6 (5) | Zr1—N1—C9—C5 | −176.3 (2) |
O2i—Zr1—O3—C13 | −97.1 (5) | C8—N1—C9—C1 | 177.8 (2) |
O2—Zr1—O3—C13 | −169.5 (5) | Zr1—N1—C9—C1 | 3.5 (3) |
N1—Zr1—O3—C13 | 100.5 (6) | C4—C5—C9—N1 | −178.6 (2) |
Zr1i—Zr1—O3—C13 | −134.6 (5) | C6—C5—C9—N1 | 2.2 (4) |
O3—Zr1—O4—C16 | 156.5 (6) | C4—C5—C9—C1 | 1.7 (4) |
O1—Zr1—O4—C16 | 56.2 (6) | C6—C5—C9—C1 | −177.6 (2) |
O2i—Zr1—O4—C16 | −96.8 (6) | O1—C1—C9—N1 | −1.4 (3) |
O2—Zr1—O4—C16 | −65.7 (7) | C2—C1—C9—N1 | 178.1 (2) |
N1—Zr1—O4—C16 | −13.2 (6) | O1—C1—C9—C5 | 178.4 (2) |
Zr1i—Zr1—O4—C16 | −89.6 (6) | C2—C1—C9—C5 | −2.1 (4) |
O4—Zr1—N1—C8 | −75.6 (2) | Zr1i—O2—C10—C12 | −150.9 (2) |
O3—Zr1—N1—C8 | −178.6 (4) | Zr1—O2—C10—C12 | 30.2 (3) |
O1—Zr1—N1—C8 | −176.7 (2) | Zr1i—O2—C10—C11 | 83.8 (2) |
O2i—Zr1—N1—C8 | 18.4 (2) | Zr1—O2—C10—C11 | −95.2 (2) |
O2—Zr1—N1—C8 | 90.6 (2) | Zr1—O3—C13—C14 | −145.4 (4) |
Zr1i—Zr1—N1—C8 | 55.1 (2) | Zr1—O3—C13—C15 | −22.3 (7) |
O4—Zr1—N1—C9 | 97.8 (2) | Zr1—O4—C16—C18 | −72.2 (7) |
O3—Zr1—N1—C9 | −5.2 (5) | Zr1—O4—C16—C17 | 158.4 (5) |
O1—Zr1—N1—C9 | −3.3 (2) |
Symmetry code: (i) −x+3/2, −y+1/2, −z+1. |