Home Crystal structure of ((5,5′-dimethoxy-2,2′-(1,2-phenylenebis(nitrilomethylidyne)))diphenolato-κ4O,N,O′,N′)copper(II), C22H18N2CuO4
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Crystal structure of ((5,5′-dimethoxy-2,2′-(1,2-phenylenebis(nitrilomethylidyne)))diphenolato-κ4O,N,O′,N′)copper(II), C22H18N2CuO4

  • Zhao Ling , Wang Xin , Yang Liguo EMAIL logo and Gao Linna
Published/Copyright: December 5, 2018

Abstract

C22H18N2CuO4, monoclinic, P21/n (no. 14), a = 15.7861(11) Å, b = 5.3211(4) Å, c = 21.6563(16) Å, β = 92.129(4)°, V = 1817.9(2) Å3, Z = 4, Rgt(F) = 0.0254, wRref(F2) = 0.0765, T = 298 K.

CCDC no.: 1878573

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:Blue block
Size:0.12 × 0.10 × 0.08 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:1.24 mm−1
Diffractometer, scan mode:APEX2, φ and ω
θmax, completeness:25.0°, >99%
N(hkl)measured, N(hkl)unique, Rint:24774, 3205, 0.029
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 2888
N(param)refined:264
Programs:Bruker [1], SHELX [2], [3]
Table 2:

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

AtomxyzUiso*/Ueq
Cu10.55216(2)0.70941(5)0.66651(2)0.03281(10)
N10.59322(10)0.9898(3)0.71656(7)0.0324(4)
N20.46405(10)0.6937(3)0.72637(7)0.0321(4)
O10.88902(10)1.0285(3)0.51769(7)0.0503(4)
O20.64259(10)0.7268(3)0.61170(7)0.0478(4)
O30.51050(9)0.4293(3)0.62042(6)0.0395(3)
O40.32969(11)−0.2400(3)0.55813(8)0.0490(4)
C10.88868(18)0.8170(5)0.47759(12)0.0603(7)
H1A0.88780.66550.50160.090*
H1B0.93870.81960.45370.090*
H1C0.83930.82310.45030.090*
C20.76391(13)0.8677(4)0.56504(10)0.0393(5)
H20.75960.73580.53690.047*
C30.82867(13)1.0382(4)0.56081(9)0.0382(5)
C40.83739(15)1.2385(4)0.60250(11)0.0448(5)
H40.88111.35420.59910.054*
C50.78127(15)1.2609(4)0.64774(11)0.0436(5)
H50.78731.39390.67540.052*
C60.71327(12)1.0892(4)0.65473(9)0.0347(4)
C70.70367(12)0.8893(4)0.61146(9)0.0353(4)
C80.65797(13)1.1290(4)0.70358(9)0.0364(4)
H80.66881.26760.72880.044*
C90.54211(12)1.0421(4)0.76736(9)0.0334(4)
C100.55541(14)1.2327(4)0.81004(10)0.0398(5)
H100.60191.33860.80700.048*
C110.49993(15)1.2664(4)0.85712(11)0.0450(5)
H110.50911.39560.88550.054*
C120.43101(15)1.1096(5)0.86228(10)0.0472(5)
H120.39351.13430.89390.057*
C130.41753(14)0.9165(4)0.82080(10)0.0429(5)
H130.37150.80970.82500.051*
C140.47201(12)0.8793(4)0.77270(9)0.0338(4)
C150.40166(12)0.5323(4)0.72438(9)0.0349(4)
H150.36240.54430.75520.042*
C160.38841(12)0.3424(4)0.68003(9)0.0333(4)
C170.44322(12)0.2969(4)0.63026(9)0.0337(4)
C180.42381(13)0.0969(4)0.58957(9)0.0380(5)
H180.46000.06300.55770.046*
C190.35265(13)−0.0498(4)0.59576(9)0.0384(5)
C200.29804(13)−0.0041(5)0.64504(10)0.0435(5)
H200.2501−0.10270.64960.052*
C210.31625(13)0.1839(4)0.68523(10)0.0404(5)
H210.28030.21110.71760.048*
C240.38329(17)−0.2969(5)0.50765(11)0.0518(6)
H24A0.3870−0.15250.48130.078*
H24B0.3598−0.43540.48440.078*
H24C0.4389−0.34060.52360.078*

Source of material

The educt, 6,6′-((1,2-phenylenebis(azanylylidene))bis(methanylylidene))bis(3-methoxyphenol) ligand was purchased from Acros Ltd. and used without further purification, the other reagents were commercially available and used as purchased [1], [2], [3]. A mixture of CuCl2 (53.78 mg, 0.4 mmol), Schiff base ligand (49.64 mg, 0.4 mmol) and distilled water (10 mL) was sealed in a 23 mL Teflon-lined steel vessel (solution pH 2.5) and heated at 160 °C for 72 h, and then cooled to room temperature at a rate of 0.05 °C min−1. The resulting light turquoise block crystals of the compound were obtained and washed with distilled water. The yield is ca. 32%. IR(KBr): 3256(s), 1597(s), 1518(s), 1497(s), 1448(s), 1356(s), 1245(s), 1174(s), 1113(s), 1073(s), 1005(s), 924(s), 894(s), 835(m), 773(m), 716(m), 619(m), 493(m) cm−1.

Experimental details

All H atoms were placed geometrically and treated as riding on their parent atoms, with C—H 0.96, with Uiso(H) = 1.5Ueq(C).

Comment

There has been considerable interest in Schiff base ligands and their metal complexes due to their variety of applications in chemistry, biology, physics and in catalysis [4], [5], [6].

The compound crystallizes in the monoclinic space group P21/n with four formula units in the unit cell. As shown in the figure, one formula unit consists of one Schiff base ligand and one Cu atom. The Cu1 ion is in a slightly distorted square coordination environment, with two nitrogen atoms and two oxygen atoms from the Schiff base title ligand. The bond length of Cu1—N1 and Cu1—N2 is 1.939 Å and 1.936 Å, while the bond length of Cu1—O2 and Cu1—O3 is 1.893 Å and 1.899 Å. The geometric parameters are all in the expected ranges for such complexes [7], [8], [9].

Acknowledgements

This work was supported by Henan Science and Technology Project (Nos. 172102210161, 172102310166), the Key Scientific Research Projects of Colleges and Universities, Henan Province (No. 18A150020) and the Research Fund of Anyang Institute of Technology (No. YJJ2016014).

References

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Received: 2018-09-08
Accepted: 2018-11-12
Published Online: 2018-12-05
Published in Print: 2019-03-26

©2019 Zhao Ling 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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