Home Physical Sciences Crystal structure of bis(4-bromo-2-(((3-chloropropyl)imino)methyl)phenolato-κ2N,O)-oxidovanadium(IV), C20H20Br2Cl2N2O3V
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Crystal structure of bis(4-bromo-2-(((3-chloropropyl)imino)methyl)phenolato-κ2N,O)-oxidovanadium(IV), C20H20Br2Cl2N2O3V

  • Wei Wei , Qiong Wu , Heng-Qiang Zhang EMAIL logo , Rui Liu and Hong-Li Chen
Published/Copyright: February 4, 2019

Abstract

C20H20Br2Cl2N2O3V, monoclinic, P21/c (no. 14), a = 11.9615(8) Å, b = 16.5865(7) Å, c = 12.9110(10) Å, β = 115.879(9)°, V = 2304.7(3) Å3, Z = 4, Rgt(F) = 0.0459, wRref(F2) = 0.1132, T = 153(2) K.

CCDC no.: 1890454

The crystal structure is shown in the figure. Tables 1 and 2 contain details on crystal structure and measurement conditions and a list of the atoms including atomic coordinates and displacement parameters.

Table 1:

Data collection and handling.

Crystal:Pink block
Size:0.22 × 0.20 × 0.18 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:4.15 mm−1
Diffractometer, scan mode:Xcalibur, φ and ω
θmax, completeness:26.0°, >99%
N(hkl)measured, N(hkl)unique, Rint:15913, 4522, 0.068
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 3426
N(param)refined:271
Programs:CrysAlisPRO [1], SHELX [2, 3] , WinGX/ORTEP [4]
Table 2:

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

AtomxyzUiso*/Ueq
Br11.39699(4)0.68672(2)0.51587(4)0.03736(16)
Br20.62594(5)−0.03933(3)0.27680(5)0.05447(19)
C11.0908(3)0.4870(2)0.4017(3)0.0235(9)
C21.0631(3)0.5681(2)0.4115(3)0.0267(9)
H20.9820010.5822280.3956330.032*
C31.1516(3)0.6268(2)0.4435(3)0.0279(9)
H31.1305100.6804520.4464620.033*
C41.2737(4)0.6054(2)0.4715(3)0.0265(9)
C51.3053(4)0.5264(2)0.4660(3)0.0275(9)
H51.3877450.5128710.4865060.033*
C61.2140(3)0.4661(2)0.4298(3)0.0249(9)
C71.2514(3)0.3848(2)0.4194(3)0.0259(9)
H71.3363600.3753890.4481880.031*
C81.2413(4)0.2458(2)0.3784(4)0.0339(11)
H8A1.2314140.2109110.4341530.041*
H8B1.3295430.2547030.4038980.041*
C91.1889(4)0.2042(2)0.2632(4)0.0376(11)
H9A1.2248080.1505930.2736710.045*
H9B1.1001240.1977570.2370440.045*
C101.2098(4)0.2451(3)0.1712(4)0.0428(12)
H10A1.1889720.3017550.1696710.051*
H10B1.1551380.2218860.0973330.051*
C110.9126(4)0.1696(2)0.3513(3)0.0271(9)
C120.7853(4)0.1879(2)0.3062(3)0.0260(9)
C130.7004(4)0.1245(2)0.2873(4)0.0326(10)
H130.6160310.1355020.2601670.039*
C140.7420(4)0.0467(2)0.3090(4)0.0340(11)
C150.8676(4)0.0292(2)0.3539(4)0.0375(11)
H150.894496−0.0240150.3693390.045*
C160.9509(4)0.0891(2)0.3754(4)0.0346(11)
H161.0351220.0767980.4066960.041*
C170.7385(3)0.2684(2)0.2824(3)0.0254(9)
H170.6549210.2752790.2646950.030*
C180.7331(4)0.4102(2)0.2637(4)0.0291(10)
H18A0.7760030.4443170.3305510.035*
H18B0.6501320.4003860.2566210.035*
C190.7233(4)0.4545(2)0.1578(4)0.0295(10)
H19A0.6782580.5044130.1508750.035*
H19B0.8062760.4685000.1682770.035*
C200.6599(4)0.4083(3)0.0479(4)0.0364(11)
H20A0.7074360.3600140.0520370.044*
H20B0.6577050.440930−0.0153230.044*
Cl11.36945(11)0.23572(8)0.19286(12)0.0541(4)
Cl20.50465(10)0.38037(6)0.01971(11)0.0456(3)
N11.1797(3)0.32450(17)0.3747(3)0.0261(8)
N20.7996(3)0.33249(17)0.2828(3)0.0225(7)
O10.9994(2)0.43342(14)0.3672(2)0.0289(7)
O20.9545(3)0.32848(16)0.1685(2)0.0345(7)
O30.9979(2)0.22705(15)0.3714(2)0.0318(7)
V10.98367(6)0.32950(4)0.30079(6)0.02260(18)

Source of material

In a 250 mL flask containing 50 mL of absolute methanol were added 5 mmol of 3-chloropropyl-ammonium hydrochloride and 5 mmol of 5-bromo-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 pink crystals that formed were filtered off after seven days at room temperature.

Experimental details

All hydrogen atoms were added using a riding model. Their Uiso values were set to 1.2Ueq of the parent atoms.

Comment

Vanadium compounds having a special physiological function of analog insulin, which can improve diabetes health. Their actions have been reported several times [5]. Schiff bases are universal ligands that can form metal compounds with many properties [6], [7], [8]. Studying some structure of such Schiff base vanadium complexes may help to understand the vanadium biochemistry.

The structure of the complex consists of a monomeric oxo-vanadium(IV) species bonded by two chelate rings of the Schiff base, namely, V1/O3/C11/C12/C17/N2 and V1/N1/C7/C6/C1/O1. The vanadium (IV) centre is five-coordinated in a distorted tetragonal pyramidal geometry containing one oxido ligand, two oxygen atoms (O1, O3), two nitrogen atoms (N1, N2) of the two Schiff base ligands, denoted as VO3N2. Bond angel sum of complex (N1—V1—O1, O1—V1—N2, N2—V1—O3, O3—V1—N1) is 344.2°, which is not closed to 360°. The V=O distance of 1.587(3) Å, typical for a V=O double bond in similar compounds: 1.586(6) Å [9] and 1.589(3) Å [10]. There also exists non classical intramolecular C—H⋯O and C—H⋯Cl hydrogen bonds stabilizing the structure.

Acknowledgements

The authors thank the projects of the program for the Department of Science and Technology of Hebei province (no. 17272610) for financial support.

References

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Received: 2018-10-28
Accepted: 2019-01-11
Published Online: 2019-02-04
Published in Print: 2019-03-26

©2019 Wei Wei et al., published by De Gruyter, Berlin/Boston

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

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  73. Crystal structure of methyl 4-acetoxybenzoate, C10H10O4
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  75. Crystal structure of N-(2-methylphenyl)(propan-2-yloxy)carbothioamide, C11H15NOS
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