Home Physical Sciences Crystal structure of bis-(1-(4-chlorophenyl)-3-phenyl-4-thenoyl-1H-pyrazol-5-ol-κ2O,O′)-(N,N-dimethylformamide)zinc(II), C43H31Cl2N5O5S2Zn
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Crystal structure of bis-(1-(4-chlorophenyl)-3-phenyl-4-thenoyl-1H-pyrazol-5-ol-κ2O,O′)-(N,N-dimethylformamide)zinc(II), C43H31Cl2N5O5S2Zn

  • Chun-Xiang Zhao , Yong-Jie Ding EMAIL logo , Heng-Qiang Zhang , Chen-Ying Zhou , Quan-Zhong Wang , Xin Wang , Hui Zhao , Ya-Hong Chen , Jian-Ping Xie and Yun-Sheng Wang
Published/Copyright: May 8, 2017

Abstract

C43H31Cl2N5O5S2Zn, monoclinic, C2/c (no. 15), a =16.9304(8) Å, b = 8.9706(5) Å, c = 27.6764(14) Å, β = 96.701(1)°, V = 4174.7(4) Å3, Z = 4, Rgt(F) = 0.0350, wRref(F2) = 0.094, T = 296 K.

CCDC no.:: 1454728

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:Yellow block
Size:0.37 × 0.37 × 0.30 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:8.7 cm−1
Diffractometer, scan mode:Bruker SMART, φ and ω
2θmax, completeness:56.8°, >99%
N(hkl)measured, N(hkl)unique, Rint:13762, 5209, 0.020
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 4210
N(param)refined:287
Programs:SHELX [10], DIAMOND [11], WinGX/ORTEP [12], Mercury CSD [13], PLATON [14]
Table 2

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

AtomxyzUiso*/Ueq
Zn10.00000.36164(3)0.75000.03670(9)
Cl10.36329(5)0.13583(9)0.98178(2)0.0793(2)
S10.02402(4)0.27398(7)0.574156(19)0.06162(17)
O10.03391(7)0.33230(17)0.67983(5)0.0462(3)
O20.10167(7)0.27376(16)0.77804(4)0.0417(3)
N10.23408(8)0.21146(19)0.77498(5)0.0398(3)
N20.28709(8)0.1917(2)0.74053(5)0.0437(4)
C10.26317(10)0.1951(2)0.82483(6)0.0392(4)
C20.21463(12)0.2139(3)0.86146(7)0.0491(5)
H20.16120.23750.85370.059*
C30.24610(14)0.1972(3)0.90978(7)0.0544(5)
H30.21390.21050.93440.065*
C40.32466(14)0.1612(2)0.92100(7)0.0511(5)
C50.37321(12)0.1410(3)0.88526(8)0.0550(5)
H50.42650.11680.89340.066*
C60.34251(11)0.1567(2)0.83694(7)0.0487(5)
H60.37510.14160.81250.058*
C70.15967(9)0.2493(2)0.75365(6)0.0341(3)
C80.16363(9)0.24590(19)0.70288(6)0.0338(3)
C90.24516(10)0.2109(2)0.69804(6)0.0368(4)
C100.28666(10)0.2031(2)0.65393(7)0.0408(4)
C110.27269(14)0.3072(3)0.61697(8)0.0540(5)
H110.23730.38500.61980.065*
C120.31138(19)0.2952(3)0.57587(9)0.0775(8)
H120.30200.36530.55110.093*
C130.3636(2)0.1803(4)0.57145(11)0.0885(10)
H130.38880.17170.54350.106*
C140.37867(18)0.0787(3)0.60813(11)0.0812(8)
H140.41480.00200.60520.097*
C150.34057(13)0.0890(3)0.64942(9)0.0574(5)
H150.35100.01950.67420.069*
C160.09436(10)0.2645(2)0.66868(6)0.0356(4)
C170.08951(11)0.1991(2)0.61989(6)0.0408(4)
C180.12664(14)0.0761(3)0.60384(8)0.0570(5)
H180.16310.01850.62340.068*
C190.10313(17)0.0468(3)0.55414(9)0.0713(7)
H190.1230−0.03170.53720.086*
C200.04885(17)0.1447(3)0.53382(8)0.0678(7)
H200.02740.14180.50130.081*
O3a−0.0036(4)0.5806(3)0.76070(12)0.0474(9)
N3a−0.0065(4)0.8201(5)0.73666(17)0.0625(17)
C21a−0.0110(2)0.6755(5)0.72872(17)0.0490(9)
H21Aa−0.02040.64330.69660.059*
C22a−0.0203(8)0.9214(12)0.6947(4)0.123(4)
H22Aa−0.02230.86490.66510.185*
H22Ba0.02230.99250.69590.185*
H22Ca−0.06980.97290.69570.185*
C23a0.0074(8)0.8812(11)0.7833(3)0.113(3)
H23Aa0.02500.80430.80620.169*
H23Ba−0.04090.92420.79200.169*
H23Ca0.04750.95690.78390.169*
  1. aOccupancy: 0.50.

Source of material

The title compound was prepared following the reported procedure [1], [2], [3]. A mixture of a 20 mL of a solvation of 1-(4-chlorophenyl)-3-phenyl-1H-pyrazol-5(4H)-one (HCPTP) (2 mmol, 0.7617 g) in anhydrous ethanol and 20 mL ethanolic solution of Zn(Ac)2⋅2H2O (1 mmol, 0.2195 g) was refluxed for 4 h at 75–80 °C. After filtration, the solvent was removed on a rotary evaporator, the light yellow powder was dried in vacuo to constant weight. Yellow single crystals were obtained by slowly evaporating the solvent from a dimethyl formamide solution at room temperature over a period of two months (yield: 67%).

Experimental details

All H-atoms were positioned with idealized geometry and refined using a riding model.

Discussion

Acylpyrazolones are important targets in coordination chemistry. Their metal complexes have been found to display catalytic performance, biological activity and enhanced luminescence [4], [5], [6], [7], [8], [9]. In recent years, we have been engaged in the preparation of the derivatives of acylpyrazolones. Herein, we report the new crystal structure of a complex of HCPTP containing Zn(II). The title crystal structure is built by the C43H31Cl2N5O5S2Zn molecules, in which all bond lengths and angles are in normal ranges. The complex sits on a 2-fold axis and as a result of this the coordinated DMF molecule is disordered over two equally-occupied positions.

In the zinc complex, Zn(CPTP)2((CH3)2NCHO), the central metal atom displays square-pyramidal coordination, strongly distorted towards trigonal-bipyramidal coordination. Characteristic of the distortion are the angles about the Zn atom: 165.64(8) [O(1)#1-Zn(1)-O(1)], 132.78(9) [O(2)#1-Zn(1)-O(2)], 112.17(19) [O(2)-Zn(1)-O(3)], 114.45(19)° [O(2)#1-Zn(1)-O(3)] (Symmetry codes: #1: − x, y, − z + 3/2). The Zn-O bond lengths were found to range from 1.9684(12) to 2.1049(13) Å. The C—O and C—C bond lengths within the chelating ring system are nearly equal, indicating the presence of delocalized π-electrons.

Acknowledgement

The work was supported by the Natural Science Basic Research Project of Education Department of Henan Province (No. 17 A150057) and the Scientific Research Project of Zhoukou Normal University (ZKNUB115209).

References

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Received: 2016-10-15
Accepted: 2017-4-4
Published Online: 2017-5-8
Published in Print: 2017-7-26

©2017 Chun-Xiang Zhao et al., published by De Gruyter.

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

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  61. Corrigendum
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