Home Physical Sciences Crystal structure of (6,6′-((ethane-1,2-diylbis(azanylylidene))bis(methanylylidene))bis(2-chlorophenolato-κ2N,O))copper(II), C16H12Cl2CuN2O2
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Crystal structure of (6,6′-((ethane-1,2-diylbis(azanylylidene))bis(methanylylidene))bis(2-chlorophenolato-κ2N,O))copper(II), C16H12Cl2CuN2O2

  • Hongping Ju , Meihua Li , Zihao Chen , Qiong Wu and Yanling Chai EMAIL logo
Published/Copyright: September 27, 2018

Abstract

C16H12Cl2CuN2O2, orthorhombic, Pbca (no. 61), a = 12.8449(5) Å, b = 12.5266(6) Å, c = 19.0540(11) Å, V = 3065.8(3) Å3, Z = 8, Rgt(F) = 0.0423, wRref(F2) = 0.1164, T = 173(2) K.

CCDC no.: 1860605

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:Black block
Size:0.16 × 0.12 × 0.12 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:1.78 mm−1
Diffractometer, scan mode:Multiwire proportional, φ and ω
θmax, completeness:25.0°, >99%
N(hkl)measured, N(hkl)unique, Rint:11780, 2695, 0.053
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 2003
N(param)refined:208
Programs:CrysAlisPRO [1], Olex2 [2], SHELX [3], Diamond [4]
Table 2:

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

AtomxyzUiso*/Ueq
Cu10.12642(3)0.47053(3)0.49464(3)0.0370(2)
Cl20.09318(8)0.47984(8)0.24615(6)0.0553(3)
Cl1−0.06125(10)0.16275(9)0.41990(7)0.0708(4)
O20.13738(18)0.48691(19)0.39622(15)0.0402(7)
N10.1133(2)0.4639(2)0.59533(19)0.0407(8)
O10.0393(2)0.3489(2)0.48131(15)0.0467(7)
N20.2230(2)0.5860(2)0.51383(18)0.0407(8)
C160.1850(3)0.5625(3)0.3621(2)0.0390(9)
C110.2484(3)0.6429(3)0.3936(2)0.0395(9)
C10.0080(3)0.2815(3)0.5296(2)0.0405(10)
C60.0209(3)0.2947(3)0.6026(2)0.0401(9)
C70.0701(3)0.3888(3)0.6310(2)0.0453(10)
H70.07060.39600.68060.054*
C100.2626(3)0.6489(3)0.4683(2)0.0411(10)
H100.30540.70500.48540.049*
C150.1747(3)0.5702(3)0.2883(2)0.0414(10)
C120.2956(3)0.7221(3)0.3520(3)0.0524(11)
H120.33690.77540.37400.063*
C130.2834(4)0.7243(3)0.2809(3)0.0618(13)
H130.31710.77750.25350.074*
C2−0.0438(3)0.1866(3)0.5083(2)0.0470(11)
C90.2469(3)0.5974(3)0.5889(2)0.0518(11)
H9A0.26200.67300.60010.062*
H9B0.30870.55400.60120.062*
C4−0.0680(3)0.1291(4)0.6267(3)0.0639(14)
H4−0.09410.07810.65920.077*
C3−0.0797(3)0.1136(4)0.5569(3)0.0618(14)
H3−0.11340.05070.54090.074*
C80.1533(3)0.5597(3)0.6295(2)0.0514(11)
H8A0.17320.54350.67850.062*
H8B0.09920.61600.63010.062*
C140.2211(3)0.6479(3)0.2492(2)0.0546(11)
H140.21060.64970.19980.066*
C5−0.0181(3)0.2195(3)0.6504(3)0.0532(11)
H5−0.01000.23090.69940.064*

Source of material

The halogenated tetradentate Schiff base ligand (3Cl-salen) was prepared by mixing 3-chlorosalicylaldehyd (0.147 g, 1.0 mmol) and ethylenediamine (0.03 g, 0.5 mmol) in 30 mL of methanol. Then, Cu(NO3)3 ⋅ 3H2O (0.100 g, 0.41 mmol) was added to above yellow solution, the resulting dark red suspension was heated for another 2 h. After cooling, the brownish red filtrate was sealed in a beaker and kept undisterbed at room temperature. The redblock crystals of title compound were afforded after one week.

Experimental details

Hydrogen atoms were placed in calculated positions and included in the refinement in the riding model approximation, with Uiso(H) set to 1.2Ueq(C). The highest peak (0.56 e Å−3) and the deepest hole (−0.39 e Å−3) in the difference Fourier map are located 1.13 Å and 0.83 Å from Cu1, respectively.

Comment

Copper(II) containing complexes have received much attention owing to their superior biological and catalytic properties. In the last several years, related research is becoming one of the most developing fields in coordination polymers [5, 6] .

With the aim of exploring the relationship between the constitution of Schiff-base ligands and the complex structures, we have engaged in the research of isolating Cu complexes with different halogenated Schiff base. In this paper, we present one new copper coordination complex based on Cu(II) and 3Cl-salenH2. The topology of this class of ligands enables a coordination to transition metals like Cu(II) [7], but also other metal ions are possible [8, 9] , and are well known for decades [10].

The title compound crystallizes in the orthorhombic space group Pbca, which is constructed by one crystallographically unique Cu(II) and one chlorinated Schiff-base ligand 3Cl-salen. As shown in the figure, the central Cu atom exhibit a tetra-coordinated geometry, which is defined by N2O2 in the equatorial plane from 3Cl-salen ligand. The bond lengths of Cu(1)-N(1), Cu(1)-N(2), Cu(1)-O(1) and Cu(1)-O(1) are 1.928(4), 1.940(3), 1.908(3) and 1.892(3) Å, respectively. The packing of neighbouring molecules is supported by weak C—H⋯Cl hydrogen bonds and face-to-face π-π stacking interactions.

Acknowledgements

This work was supported by the National Science Foundation of China (No. 31760257, No. 21761017), the agricultural plastic film and products research and development of Plateau area (No. DH1606), the Joint Research Projects of Yunnan province of Local of institutions (partial) of higher education (2017FH001-002) and the Kunming University Chemistry & Chemical engineering students’ science and technology innovation project HXHG1808.

References

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Received: 2018-08-08
Accepted: 2018-09-09
Published Online: 2018-09-27
Published in Print: 2018-12-19

©2018 Hongping Ju et al., published by De Gruyter, Berlin/Boston

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 License.

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