Startseite The crystal structure of bis(4-chloro-2-(((2-chloroethyl)imino)methyl)phenolato-κ2N,O)-oxidovanadium(IV), C18H16Cl4N2O3V
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The crystal structure of bis(4-chloro-2-(((2-chloroethyl)imino)methyl)phenolato-κ2N,O)-oxidovanadium(IV), C18H16Cl4N2O3V

  • Wei Wei , Ya-Zhai Zhang , Heng-Qiang Zhang ORCID logo , Qi-Ying Zhang EMAIL logo , Zhao-Kun Xuan und Hong-Li Chen
Veröffentlicht/Copyright: 20. Mai 2022

Abstract

C18H16Cl4N2O3V, orthorhombic, Pbca (no. 61), a = 7.8555(3) Å, b = 21.6645(7) Å, c = 23.7584(8) Å, V = 4043.3(2) Å3, Z = 8, R gt (F) = 0.0296, wR ref (F2) = 0.0799, T = 296(2) K.

CCDC no.: 2170726

The asymmetric unit of the molecular structure is shown in the figure. Table 1 contains crystallographic data and Table 2 contains the list of the atoms including atomic coordinates and displacement parameters.

Table 1:

Data collection and handling.

Crystal: Yellow block
Size: 0.24 × 0.22 × 0.20 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 1.04 mm−1
Diffractometer, scan mode: Bruker APEX-II, φ and ω
θmax, completeness: 28.4°, >99%
N(hkl)measured, N(hkl)unique, Rint: 52,657, 5077, 0.037
Criterion for Iobs, N(hkl)gt: Iobs > 2 σ(Iobs), 4204
N(param)refined: 253
Programs: Bruker [1], Olex2 [2], SHELX [3, 4]
Table 2:

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2).

Atom x y z Uiso*/Ueq
C1 0.96261 (19) 0.84000 (7) 0.91069 (7) 0.0223 (3)
C2 1.0490 (2) 0.88008 (7) 0.94715 (7) 0.0264 (3)
H2 1.120267 0.863977 0.974748 0.032*
C3 1.0295 (2) 0.94320 (8) 0.94254 (8) 0.0284 (3)
H3 1.088632 0.969354 0.966640 0.034*
C4 0.9214 (2) 0.96775 (8) 0.90186 (8) 0.0293 (4)
C5 0.8342 (2) 0.93004 (8) 0.86593 (8) 0.0290 (4)
H5 0.762365 0.946995 0.838921 0.035*
C6 0.85286 (19) 0.86547 (7) 0.86972 (7) 0.0238 (3)
C7 0.7533 (2) 0.82770 (7) 0.83193 (7) 0.0247 (3)
H7 0.687520 0.848394 0.805420 0.030*
C8 0.6319 (2) 0.74077 (8) 0.78918 (7) 0.0295 (4)
H8A 0.697539 0.713929 0.764757 0.035*
H8B 0.583882 0.773356 0.766106 0.035*
C9 0.4898 (2) 0.70435 (8) 0.81493 (8) 0.0332 (4)
H9A 0.536597 0.674730 0.841353 0.040*
H9B 0.430871 0.681592 0.785667 0.040*
C10 0.9680 (2) 0.60007 (7) 0.81768 (7) 0.0228 (3)
C11 1.0800 (2) 0.57444 (7) 0.85770 (7) 0.0230 (3)
C12 1.1414 (2) 0.51399 (7) 0.85043 (7) 0.0249 (3)
H12 1.214211 0.496880 0.877066 0.030*
C13 1.0942 (2) 0.48022 (7) 0.80427 (7) 0.0255 (3)
C14 0.9875 (2) 0.50524 (7) 0.76341 (7) 0.0268 (3)
H14 0.958389 0.482248 0.731792 0.032*
C15 0.9253 (2) 0.56427 (7) 0.77009 (7) 0.0258 (3)
H15 0.853922 0.580819 0.742744 0.031*
C16 1.1342 (2) 0.60697 (7) 0.90758 (7) 0.0240 (3)
H16 1.219538 0.588614 0.928934 0.029*
C17 1.1468 (2) 0.68071 (8) 0.97908 (7) 0.0285 (4)
H17A 1.167050 0.724806 0.976862 0.034*
H17B 1.254909 0.660500 0.986046 0.034*
C18 1.0268 (3) 0.66737 (10) 1.02690 (8) 0.0385 (4)
H18A 0.916831 0.685790 1.018956 0.046*
H18B 1.070585 0.685875 1.061143 0.046*
Cl1 0.89366 (7) 1.04766 (2) 0.89870 (2) 0.04335 (13)
Cl2 0.34173 (6) 0.75320 (2) 0.85067 (2) 0.04028 (12)
Cl3 1.16452 (6) 0.40416 (2) 0.79803 (2) 0.03444 (11)
Cl4 1.00140 (7) 0.58634 (3) 1.03715 (2) 0.05089 (15)
N1 0.74635 (17) 0.76841 (6) 0.83117 (5) 0.0228 (3)
N2 1.07598 (17) 0.65876 (6) 0.92533 (5) 0.0222 (3)
O1 0.98674 (15) 0.78001 (5) 0.91608 (5) 0.0269 (2)
O2 0.90385 (15) 0.65630 (5) 0.82275 (5) 0.0258 (2)
O3 0.72159 (15) 0.68821 (6) 0.92694 (5) 0.0292 (3)
V1 0.87579 (3) 0.70857 (2) 0.88741 (2) 0.01983 (8)

Source of material

In a 250 mL flask containing 50 mL of absolute methanol were added 5 mmol of 2-chloroethanamine hydrochloride and 5 mmol of 3-chloro-2-hydroxybenzaldehyde. Then 5 mmol of NaOH was dissolved in 2 mL H2O, added to the above solution and the contents were refluxed for 3 h at 343 K. After cooling to room temperature, we added 10 mL methanol containing 2.5 mmoL of vanadyl acetylacetonate. To this solution was added 30 mL trichloromethane and filtered off. The filtrate was refluxed with stirring for 3 h at 343 K. The yellow crystals that formed were filtered off and after 10 days at room temperature.

Experimental details

A suitable crystal was selected and mounted on a ‘Bruker APEX–II CCD’ diffractometer. Using Olex2 [2], the structure was solved with the XT [3] structure solution program and refined with the ShelXL [4] refinement package. All of hydrogen atoms were added using a riding model. Their U iso values were set to 1.2U eq of the parent atoms.

Comment

Vanadium compounds as insulin mimics have been studied for more than 20 years [5, 6]. A great number of organic vanadium compounds were synthesized, including oxovanadium, peroxovanadium and vanadium hydroxylamido compounds [7, 8]. These complexes contain a five or seven-coordinated vanadium. However, due to the complexity of vanadium coordination mode, the possible correlation between the biological activity and the coordination structure of the vanadium compounds is still very elusive [9]. These results prompted us to choose structurally similar ligands that could engage in multiple, simultaneous coordination modes and to use such molecular in the assembly of novel complexes.

The crystallographic data revealed that the vanadium(iv) ion was surrounded by two oxygen and two nitrogen atoms from two Schiff base ligands and one oxygen atom from an oxo ligand in the five-coordinated geometry (see the Figure). The geometry around the vanadium(iv) ion is a tetragonal pyramidal, as indicated by the unequal metal-ligand bond distances and angles: i.e. V1\O1 = 1.9023(12) Å, V1\O2 = 1.9212(11) Å, V1\N1 = 2.1213(13) Å, V1\N2 = 2.1093(13) Å and V1\O3 = 1.5949(12) Å. All distances and angles in the title complex agree well with the same distances in other vanadium(iv) complexes [10], [11], [12]. There are also exist weak non-classical C–H⋯O and C–H⋯Cl hydrogen bonds stabilizing the structure.


Corresponding author: Qi-Ying Zhang, Department of Chemistry, East China Normal University, Shanghai 200062, P. R. China, E-mail:

Award Identifier / Grant number: A202001082

Acknowledgements

We thank the Center of Testing and Analysis, East China Normal University, for support.

  1. Author contributions: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.

  2. Research funding: The authors thank the projects of the program for Hebei Provincial Department of Human Resources and Social Security (No. A202001082).

  3. Conflict of interest statement: The authors declare no conflicts of interest regarding this article.

References

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Received: 2022-04-07
Accepted: 2022-05-05
Published Online: 2022-05-20
Published in Print: 2022-08-26

© 2022 Wei Wei et al., published by De Gruyter, Berlin/Boston

This work is licensed under the Creative Commons Attribution 4.0 International License.

Artikel in diesem Heft

  1. Frontmatter
  2. New Crystal Structures
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  5. The crystal structure of 3-(4-chlorophenyl)-1,5-di-p-tolylpentane-1,5-dione, C25H23ClO2
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  8. Crystal structure of 3-phenylpropyl 2-(6-methoxynaphthalen-2-yl)propanoate, C23H24O3
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  10. Crystal structure of the dihydrate of tetraethylammonium 1,3,5-thiadiazole-5-amido-2-carbamate, C11H27N5O4S
  11. Crystal structure of (Z)-4-[(p-tolylamino)(furan-2-yl)methylene]-3-phenyl-1-1-p-tolyl-1H-phenyl-1H-pyrazol-5(4H)-one, C28H23N3O2
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  23. The crystal structure of ammonium (E)-4-((4-carboxyphenyl)diazenyl)benzoate, C14H13N3O4
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  26. The crystal structure of tris(6-methylpyridin-2-yl)phosphine oxide, C18H18N3OP
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  28. Crystal structure of (E)-4-(6-(4-(2-(pyridin-4-yl)vinyl)phenoxy)pyrimidin-4-yl)morpholine, C21H20N4O2
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  32. The crystal structure of 1H-benzimidazole-2-carboxamide, C8H7N3O
  33. The crystal structure of Histidinium hydrogensquarate, C10H11N3O6
  34. The crystal structure of 3-amino-5-carboxypyridin-1-ium iodide, C6H7IN2O2
  35. Crystal structure of (E)-amino(2-(3-ethoxy-4-hydroxybenzylidene)hydrazineyl)methaniminium nitrate hemihydrate C10H16N5O5.5
  36. Crystal structure of 1,2-bis(4,5-dinitro-1H-imidazol-1-yl)ethane, C8H6N8O8
  37. The crystal structure of diaqua-bis(pyrazolo[1,5-a]pyrimidine-3-carboxylato-κ2N,O)manganese(II), C14H12N6O6Mn
  38. The crystal structure of catena-poly[aqua-2,2′bipyridine-κ2N,N′-(μ2-5-ethoxyisophthalato-κ 4O,O:Oʺ,O′ʺ)cadmium(II)] monohydrate, C20H20CdN2O7
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  42. Crystal structure of the cocrystal 1,3,5,7-tetranitro-1,3,5,7-tetrazoctane ─ 2,3-dihydroindole (1/1), C12H17N9O8
  43. Crystal structure of 3-acetyl-6-hydroxy-2H-chromen-2-one monohydrate, C11H10O5
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  56. Crystal structure of poly[(μ2-1-(1-imidazolyl)-4-(imidazol-1-ylmethyl)benzene-κ2N:N′)-(μ3-pyridazine-4,5-dicarboxylate-κ3O:O′:N)]copper(II) hydrate, C19H16CuN6O5
  57. Crystal structure of acrinidinium tetrafluorohydrogenphthalate, C21H11F4NO4
  58. Crystal structure of 2-(1H-pyrazol-3-yl-κN)pyridine-κN-bis(2-(2,4-difluorophenyl)pyridinato-κ2C,N)iridium(III) sesquihydrate, C30H18F4IrN5·1.5[H2O]
  59. Crystal structure of 2-(2-hydroxy-5-nitrophenyl)-5-methyl-1,3-dioxane-5-carboxylic acid, C12H13N1O7
  60. The crystal structure of 1,2-bis(pyridinium-4-yl)ethane diperchlorate, C12H14N2·2ClO4 – a second polymorph
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  63. Crystal structure of 1,2-bis(2,4-dinitro-1H-imidazol-1-yl)ethane – dimethylformamide (1/1), C11H13N9O9
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  65. Synthesis and crystal structure of (E)-1-(4-(((E)-3-(tert-butyl)-2-hydroxybenzylidene)amino)phenyl)ethan-1-one O-ethyl oxime, C21H26N2O2
  66. Crystal structure of the double salt bis(5-amino-1,2,4-triazol-4-ium-3-yl)methane hydrogen oxalate hemioxalate, C8H11N8O6
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  69. The crystal structure of poly[aqua-(μ2-4,4′- bis(imidazolyl)biphenyl-κ2N:N′)-(μ2-3-nitrobenzene-1,2-dicarboxylato-κ2O:O′)]copper (II) hydrate, C26H21N5O8Cu
  70. The crystal structure of bis(4-(6-carboxy-8-ethyl-3-fluoro-5-oxo-5,8-dihydro-1,8-naphthyridin-2- yl)piperazin-1-ium) adipate tetrahydrate, C36H52F2N8O14
  71. Synthesis and crystal structure of poly[aqua(μ4-(1R,2S,4R)-4-hydroxy-1-((7-hydroxy-3-(4-hydroxy-3-sulfonatophenyl)-4-oxo-4H-chromen-8-yl)methyl)pyrrolidin-1-ium-2-carboxylate-κ4O:O′:O″:O‴)sodium(I)] monohydrate, C21H22NNaO12S
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  73. The crystal structure of (R)-6-hydroxy-8-methoxy-3-methylisochroman-1-one, C11H12O4
  74. Crystal structure of catena-poly[(5,5,7,12,12,14-hexamethyl -1,4,8,11-tetraazacyclotetradecane- κ4N,N′,Nʺ,N‴)nickel(II)-(μ2-perchlorato-κ2O:O′)] 3,5-dicarboxybenzoate – methanol (1/2), C27H49ClN4NiO12
  75. The crystal structure of 4-(chloromethyl)benzonitrile, C8H6ClN
  76. The crystal structure of dimethylammonium 8-[(7,9-dioxo-6,10-dioxaspiro[4.5]decan-8-ylidene)methyl]-9-oxo-6,10-dioxaspiro[4.5]dec-7-en-7-olate, C19H25NO8
  77. Crystal structure of (2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-((1-acetyl-5-bromo-4-chloro-1H-indol-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate hemihydrate C24H25BrClNO11
  78. The crystal structure of the co-crystal tetrakis[2-(tris(4-methoxyphenyl)stannyl)ethyl]silane – tetrahydrofuran – toluene – tetrahydrofurane (1/1/1), C103H116O13SiSn4
  79. Crystal structure of methyl 3-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)propanoate, C16H13NO4
  80. Crystal structure of ethyl (Z)-3-amino-2-cyano-3-(2-oxo-2H-chromen-3-yl)acrylate, C15H12N2O4
  81. Crystal structure of methyl 2-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)acetate, C15H11NO4
  82. Crystal structure of catena-poly[diaqua-bis(μ2-1,3-di(1H-imidazol-1-yl)propane-κ2N:N′)cobalt(II)] tetrafluoroterephthalate, C26H28N8O6F4Co
Heruntergeladen am 6.9.2025 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2022-0179/html
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