metal-organic compounds
In the title centrosymmetric dimeric complex, [V2(C12H13N3O3)2(CH3O)2O2], each VV atom is six-coordinated by one oxo O atom, two N atoms and one O atom of the tridentate hydrazone ligand and two O atoms of two methoxo groups, leading to a distorted octahedral environment. Two VV atoms are bridged by methoxo groups, resulting in a dimer, with a VV separation of 3.324 (3) Å.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680503120X/ci6668sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S160053680503120X/ci6668Isup2.hkl |
CCDC reference: 289697
Computing details top
Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); 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.
Crystal data top
[V2(C12H13N3O3)2(CH3O)2O2] | F(000) = 712 |
Mr = 690.46 | Dx = 1.482 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 13756 reflections |
a = 7.3381 (15) Å | θ = 3.4–27.5° |
b = 22.166 (4) Å | µ = 0.67 mm−1 |
c = 9.6540 (19) Å | T = 295 K |
β = 99.75 (3)° | Prism, black |
V = 1547.6 (5) Å3 | 0.35 × 0.23 × 0.18 mm |
Z = 2 |
Data collection top
Rigaku R-AXIS RAPID diffractometer | 3546 independent reflections |
Radiation source: fine-focus sealed tube | 2751 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.026 |
Detector resolution: 10 pixels mm-1 | θmax = 27.5°, θmin = 3.4° |
ω scans | h = −8→9 |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | k = −28→28 |
Tmin = 0.800, Tmax = 0.889 | l = −12→12 |
15118 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)] = 0.041 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.117 | H-atom parameters constrained |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0644P)2 + 0.3702P] where P = (Fo2 + 2Fc2)/3 |
3546 reflections | (Δ/σ)max = 0.001 |
203 parameters | Δρmax = 0.32 e Å−3 |
0 restraints | Δρmin = −0.27 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
V1 | 0.63964 (5) | 0.550359 (16) | 0.09092 (4) | 0.04551 (14) | |
O1 | 0.8160 (3) | 0.59138 (8) | 0.08863 (18) | 0.0623 (4) | |
O2 | 0.4594 (3) | 0.60771 (7) | 0.07521 (19) | 0.0637 (5) | |
O3 | 0.7545 (2) | 0.47963 (6) | 0.18633 (14) | 0.0468 (3) | |
O4 | 0.9999 (3) | 0.25899 (7) | 0.59293 (19) | 0.0622 (5) | |
O5 | 0.61636 (19) | 0.51089 (7) | −0.07867 (15) | 0.0475 (4) | |
N1 | 0.4619 (3) | 0.66342 (9) | 0.1360 (3) | 0.0648 (6) | |
N2 | 0.6360 (2) | 0.56555 (8) | 0.30606 (18) | 0.0429 (4) | |
N3 | 0.6971 (2) | 0.51818 (8) | 0.39580 (18) | 0.0433 (4) | |
C1 | 0.5154 (4) | 0.72840 (12) | 0.3312 (4) | 0.0776 (8) | |
C2 | 0.5239 (3) | 0.66641 (10) | 0.2691 (3) | 0.0561 (6) | |
C3 | 0.5915 (3) | 0.61517 (10) | 0.3618 (2) | 0.0468 (5) | |
C4 | 0.6091 (4) | 0.62195 (12) | 0.5174 (3) | 0.0603 (6) | |
C5 | 0.7578 (3) | 0.47525 (9) | 0.3210 (2) | 0.0410 (4) | |
C6 | 0.8279 (3) | 0.41908 (9) | 0.3907 (2) | 0.0406 (4) | |
C7 | 0.8779 (3) | 0.41540 (10) | 0.5367 (2) | 0.0446 (5) | |
C8 | 0.9329 (3) | 0.36174 (10) | 0.6003 (2) | 0.0487 (5) | |
C9 | 0.9422 (3) | 0.31004 (10) | 0.5194 (2) | 0.0468 (5) | |
C10 | 0.8942 (3) | 0.31274 (10) | 0.3746 (2) | 0.0516 (5) | |
C11 | 0.8382 (3) | 0.36739 (10) | 0.3115 (2) | 0.0480 (5) | |
C12 | 1.0192 (5) | 0.20489 (11) | 0.5150 (3) | 0.0712 (7) | |
C13 | 0.7616 (4) | 0.50182 (15) | −0.1569 (3) | 0.0730 (8) | |
H1A | 0.4757 | 0.7569 | 0.2573 | 0.116* | |
H1B | 0.6357 | 0.7395 | 0.3800 | 0.116* | |
H1C | 0.4293 | 0.7283 | 0.3958 | 0.116* | |
H4A | 0.5791 | 0.5844 | 0.5576 | 0.090* | |
H4B | 0.5258 | 0.6527 | 0.5383 | 0.090* | |
H4C | 0.7338 | 0.6331 | 0.5562 | 0.090* | |
H7 | 0.8738 | 0.4498 | 0.5912 | 0.053* | |
H8 | 0.9643 | 0.3597 | 0.6976 | 0.058* | |
H10 | 0.8995 | 0.2783 | 0.3203 | 0.062* | |
H11 | 0.8070 | 0.3694 | 0.2141 | 0.058* | |
H12A | 0.8999 | 0.1922 | 0.4671 | 0.107* | |
H12B | 1.0721 | 0.1737 | 0.5782 | 0.107* | |
H12C | 1.0985 | 0.2126 | 0.4474 | 0.107* | |
H13A | 0.8461 | 0.5352 | −0.1418 | 0.109* | |
H13B | 0.7109 | 0.4990 | −0.2551 | 0.109* | |
H13C | 0.8261 | 0.4652 | −0.1266 | 0.109* |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
V1 | 0.0496 (2) | 0.0497 (2) | 0.0360 (2) | −0.00215 (16) | 0.00352 (15) | −0.00439 (15) |
O1 | 0.0730 (11) | 0.0626 (10) | 0.0519 (10) | −0.0182 (9) | 0.0121 (8) | −0.0028 (8) |
O2 | 0.0720 (11) | 0.0586 (9) | 0.0547 (10) | 0.0142 (9) | −0.0062 (8) | −0.0060 (8) |
O3 | 0.0525 (8) | 0.0530 (8) | 0.0340 (7) | 0.0061 (7) | 0.0050 (6) | −0.0046 (6) |
O4 | 0.0790 (12) | 0.0538 (9) | 0.0553 (10) | 0.0120 (8) | 0.0154 (9) | 0.0032 (8) |
O5 | 0.0452 (8) | 0.0648 (9) | 0.0333 (7) | −0.0020 (7) | 0.0084 (6) | −0.0062 (7) |
N1 | 0.0681 (13) | 0.0539 (11) | 0.0698 (15) | 0.0106 (10) | 0.0040 (11) | −0.0029 (10) |
N2 | 0.0372 (8) | 0.0497 (9) | 0.0411 (10) | −0.0016 (7) | 0.0044 (7) | −0.0066 (7) |
N3 | 0.0436 (9) | 0.0494 (10) | 0.0371 (9) | −0.0021 (8) | 0.0071 (7) | −0.0049 (7) |
C1 | 0.0739 (18) | 0.0553 (14) | 0.100 (2) | 0.0082 (13) | 0.0039 (16) | −0.0174 (15) |
C2 | 0.0479 (12) | 0.0505 (12) | 0.0692 (16) | 0.0034 (10) | 0.0075 (11) | −0.0100 (11) |
C3 | 0.0371 (10) | 0.0528 (12) | 0.0510 (12) | −0.0051 (9) | 0.0083 (9) | −0.0120 (10) |
C4 | 0.0578 (14) | 0.0664 (15) | 0.0588 (15) | −0.0018 (12) | 0.0162 (11) | −0.0197 (12) |
C5 | 0.0345 (9) | 0.0501 (11) | 0.0374 (10) | −0.0059 (9) | 0.0036 (8) | −0.0060 (9) |
C6 | 0.0352 (9) | 0.0491 (11) | 0.0373 (10) | −0.0026 (8) | 0.0061 (8) | −0.0057 (8) |
C7 | 0.0455 (11) | 0.0509 (11) | 0.0374 (11) | −0.0016 (9) | 0.0076 (8) | −0.0091 (9) |
C8 | 0.0516 (12) | 0.0613 (13) | 0.0330 (11) | −0.0011 (10) | 0.0065 (9) | −0.0027 (9) |
C9 | 0.0462 (11) | 0.0499 (11) | 0.0451 (12) | −0.0003 (9) | 0.0104 (9) | −0.0011 (9) |
C10 | 0.0615 (13) | 0.0495 (12) | 0.0438 (12) | 0.0005 (10) | 0.0090 (10) | −0.0114 (9) |
C11 | 0.0543 (12) | 0.0559 (12) | 0.0331 (10) | −0.0007 (10) | 0.0049 (9) | −0.0081 (9) |
C12 | 0.088 (2) | 0.0486 (13) | 0.0784 (19) | 0.0053 (14) | 0.0173 (15) | −0.0015 (13) |
C13 | 0.0576 (14) | 0.107 (2) | 0.0596 (16) | −0.0097 (15) | 0.0252 (12) | −0.0185 (15) |
Geometric parameters (Å, º) top
V1—O1 | 1.5846 (17) | C3—C4 | 1.493 (3) |
V1—O2 | 1.8224 (17) | C4—H4A | 0.96 |
V1—O3 | 1.9374 (15) | C4—H4B | 0.96 |
V1—O5 | 1.8386 (15) | C4—H4C | 0.96 |
V1—O5i | 2.3046 (15) | C5—C6 | 1.466 (3) |
V1—N2 | 2.1087 (18) | C6—C7 | 1.398 (3) |
O2—N1 | 1.366 (3) | C6—C11 | 1.387 (3) |
O3—C5 | 1.300 (2) | C7—C8 | 1.368 (3) |
N1—C2 | 1.290 (3) | C7—H7 | 0.93 |
N2—N3 | 1.386 (2) | C8—C9 | 1.395 (3) |
N2—C3 | 1.291 (3) | C8—H8 | 0.93 |
N3—C5 | 1.316 (2) | C9—C10 | 1.384 (3) |
O4—C9 | 1.364 (3) | C10—C11 | 1.387 (3) |
O4—C12 | 1.435 (3) | C10—H10 | 0.93 |
O5—V1i | 2.3046 (15) | C11—H11 | 0.93 |
O5—C13 | 1.421 (3) | C12—H12A | 0.96 |
C1—C2 | 1.505 (3) | C12—H12B | 0.96 |
C1—H1A | 0.96 | C12—H12C | 0.96 |
C1—H1B | 0.96 | C13—H13A | 0.96 |
C1—H1C | 0.96 | C13—H13B | 0.96 |
C2—C3 | 1.479 (3) | C13—H13C | 0.96 |
V1—O5—V1i | 106.14 (7) | C3—N2—N3 | 117.55 (18) |
O1—V1—O2 | 100.45 (10) | C3—C2—C1 | 119.5 (2) |
O1—V1—O3 | 100.40 (8) | C3—C4—H4A | 109.5 |
O1—V1—O5 | 102.33 (8) | C3—C4—H4B | 109.5 |
O1—V1—O5i | 176.15 (7) | C3—C4—H4C | 109.5 |
O1—V1—N2 | 93.93 (8) | C5—O3—V1 | 117.95 (13) |
O2—V1—O3 | 148.79 (8) | C5—N3—N2 | 107.95 (17) |
O2—V1—O5 | 107.53 (8) | C6—C7—H7 | 119.7 |
O2—V1—O5i | 80.37 (7) | C6—C11—C10 | 121.3 (2) |
O2—V1—N2 | 80.82 (8) | C6—C11—H11 | 119.3 |
O3—V1—O5i | 80.38 (6) | C7—C6—C5 | 121.60 (18) |
O3—V1—N2 | 74.81 (7) | C7—C8—C9 | 120.1 (2) |
O5—V1—O3 | 90.32 (7) | C7—C8—H8 | 119.9 |
O5—V1—O5i | 73.86 (7) | C8—C7—C6 | 120.69 (19) |
O5—V1—N2 | 159.77 (7) | C8—C7—H7 | 119.7 |
N2—V1—O5i | 89.91 (6) | C9—O4—C12 | 118.0 (2) |
O3—C5—N3 | 122.94 (19) | C9—C8—H8 | 119.9 |
O3—C5—C6 | 117.89 (18) | C9—C10—C11 | 119.2 (2) |
O4—C9—C8 | 115.5 (2) | C9—C10—H10 | 120.4 |
O4—C9—C10 | 124.4 (2) | C10—C9—C8 | 120.1 (2) |
O4—C12—H12A | 109.5 | C10—C11—H11 | 119.3 |
O4—C12—H12B | 109.5 | C11—C6—C7 | 118.6 (2) |
O4—C12—H12C | 109.5 | C11—C6—C5 | 119.76 (19) |
O5—C13—H13A | 109.5 | C11—C10—H10 | 120.4 |
O5—C13—H13B | 109.5 | C13—O5—V1 | 125.14 (15) |
O5—C13—H13C | 109.5 | C13—O5—V1i | 124.59 (15) |
N1—O2—V1 | 129.65 (16) | H1A—C1—H1B | 109.5 |
N1—C2—C1 | 114.3 (2) | H1A—C1—H1C | 109.5 |
N1—C2—C3 | 126.1 (2) | H1B—C1—H1C | 109.5 |
N2—C3—C2 | 119.0 (2) | H4A—C4—H4B | 109.5 |
N2—C3—C4 | 121.4 (2) | H4A—C4—H4C | 109.5 |
N3—N2—V1 | 115.97 (12) | H4B—C4—H4C | 109.5 |
N3—C5—C6 | 119.15 (18) | H12A—C12—H12B | 109.5 |
C2—N1—O2 | 116.8 (2) | H12A—C12—H12C | 109.5 |
C2—C1—H1A | 109.5 | H12B—C12—H12C | 109.5 |
C2—C1—H1B | 109.5 | H13A—C13—H13B | 109.5 |
C2—C1—H1C | 109.5 | H13A—C13—H13C | 109.5 |
C2—C3—C4 | 119.7 (2) | H13B—C13—H13C | 109.5 |
C3—N2—V1 | 126.39 (16) | ||
V1—O2—N1—C2 | −47.6 (3) | O5i—V1—O5—C13 | −157.9 (2) |
V1—N2—N3—C5 | 4.81 (19) | O5—V1—N2—N3 | 38.5 (3) |
V1—N2—C3—C2 | 4.3 (3) | O5i—V1—N2—N3 | 74.60 (13) |
V1—N2—C3—C4 | −174.93 (15) | O5—V1—N2—C3 | −145.14 (19) |
V1—O3—C5—N3 | −4.3 (2) | O5i—V1—N2—C3 | −109.04 (17) |
V1—O3—C5—C6 | 174.02 (13) | N1—C2—C3—N2 | 17.8 (4) |
O1—V1—O2—N1 | −40.0 (2) | N1—C2—C3—C4 | −163.0 (2) |
O1—V1—O3—C5 | 96.31 (15) | N2—V1—O2—N1 | 52.4 (2) |
O1—V1—O5—V1i | −179.39 (8) | N2—V1—O3—C5 | 5.02 (14) |
O1—V1—O5—C13 | 22.7 (2) | N2—V1—O5—V1i | 37.8 (2) |
O1—V1—N2—N3 | −105.17 (14) | N2—V1—O5—C13 | −120.0 (3) |
O1—V1—N2—C3 | 71.19 (18) | N2—N3—C5—O3 | −0.6 (3) |
O2—V1—O3—C5 | −34.9 (2) | N2—N3—C5—C6 | −178.94 (16) |
O2—V1—O5—V1i | −74.10 (9) | N3—N2—C3—C2 | −179.37 (17) |
O2—V1—O5—C13 | 128.0 (2) | N3—N2—C3—C4 | 1.4 (3) |
O2—V1—N2—N3 | 154.86 (14) | N3—C5—C6—C7 | −17.2 (3) |
O2—V1—N2—C3 | −28.78 (17) | N3—C5—C6—C11 | 160.11 (19) |
O2—N1—C2—C3 | −0.3 (4) | C1—C2—C3—N2 | −165.3 (2) |
O2—N1—C2—C1 | −177.4 (2) | C1—C2—C3—C4 | 14.0 (3) |
O3—V1—O2—N1 | 91.2 (2) | C3—N2—N3—C5 | −171.88 (18) |
O3—V1—O5—V1i | 79.89 (7) | C5—C6—C7—C8 | 176.22 (19) |
O3—V1—O5—C13 | −78.0 (2) | C5—C6—C11—C10 | −176.4 (2) |
O3—V1—N2—N3 | −5.46 (12) | C6—C7—C8—C9 | 0.9 (3) |
O3—V1—N2—C3 | 170.90 (18) | C7—C8—C9—O4 | 179.5 (2) |
O3—C5—C6—C7 | 164.43 (18) | C7—C8—C9—C10 | −0.5 (3) |
O3—C5—C6—C11 | −18.3 (3) | C7—C6—C11—C10 | 0.9 (3) |
O4—C9—C10—C11 | −179.7 (2) | C8—C9—C10—C11 | 0.3 (3) |
O5—V1—O2—N1 | −146.6 (2) | C9—C10—C11—C6 | −0.6 (3) |
O5i—V1—O2—N1 | 143.9 (2) | C11—C6—C7—C8 | −1.1 (3) |
O5—V1—O3—C5 | −161.09 (14) | C12—O4—C9—C10 | 2.5 (3) |
O5i—V1—O3—C5 | −87.52 (14) | C12—O4—C9—C8 | −177.6 (2) |
O5i—V1—O5—V1i | 0.0 |
Symmetry code: (i) −x+1, −y+1, −z. |