Citation: Sheng-Nan LU, Feng-Xiang SHI, Wen-Shi WU, Zhi-Long QUAN. Three Zinc(Ⅱ) Complexes Based on 2-Carboxylic Acid-4-nitropyridine-1-oxide: Synthesis, Crystal Structure, and Fluorescence Properties[J]. Chinese Journal of Structural Chemistry, ;2020, 39(2): 340-349. doi: 10.14102/j.cnki.0254–5861.2011–2406 shu

Three Zinc(Ⅱ) Complexes Based on 2-Carboxylic Acid-4-nitropyridine-1-oxide: Synthesis, Crystal Structure, and Fluorescence Properties

College of Materials Science and Engineering, Huaqiao University, Xiamen 361021, China

Corresponding author: Wen-Shi WU, wws@hqu.edu.cn
Received Date: 12 April 2019
Accepted Date: 17 June 2019

Fund Project: Industrial pilot (key) project in Fujian Province 2017H0018

Figures(7)

Three new metal-organic complexes, namely [Zn(POA)₂(H₂O)₂] (1), [Zn(POA)₂(H₂O)₂]·2H₂O (2) and [Zn(POA)₂]_n (3), have been synthesized by organic ligand 2-carboxylic acid-4-nitropyridine-1-oxide (POA) and zinc(Ⅱ) ions. The structures of complexes 1~3 are characterized by single-crystal X-ray analysis, XRD powder diffraction analysis, infrared spectroscopy and thermal stability analysis method. Complex 1 belongs to monoclinic system, space group C2/c with a = 22.8215(15), b = 7.5613(16), c = 10.048(3) Å, β = 109.47°, V = 1634.7(6) Å³, Z = 4, F(000) = 944, D_c = 1.900 g/cm³, C₁₂H₁₀N₄O₁₂Zn, M_r = 467.61 and μ = 1.584 mm^-1. The whole molecule presents "V" shape. Complex 2 is a centrosymmetric structure in triclinic system with space group P\begin{document}$ \overline 1 $\end{document}: a = 7.4728(5), b = 7.6825(6), c = 8.5184(6) Å, α = 65.975(2), β = 79.87(2), γ = 89.855(2)°, V = 4384.1(5) Å³, Z = 1, F(000) = 256, D_c = 1.908 g/cm³, C₁₂H₁₄N₄O₁₄Zn, M_r = 503.64 and μ = 1.492 mm^-1. Complex 3 is a one-dimensional chain structure belonging to monoclinic system and space group P2₁/c with a = 4.9456(6), b = 12.5322(14), c = 11.2514(13) Å, β = 97.313(11)°, V = 6916.8(14) Å³, Z = 2, F(000) = 432, D_c = 2.072 g/cm³, C₁₂H₆N₄O₁₀Zn, M_r = 431.58, and μ = 1.852 mm^-1. In three complexes, six oxygen atoms from the surrounding coordination atoms form a ZnO₆ distorted octahedral coordination geometry around the zinc ions. Meanwhile, fluorescent properties of the three complexes were investigated at room temperature. The fluorescence spectroscopic analysis demonstrated that the ligand POA shows red-shift after coordinating with the zinc(Ⅱ) ions.
- 2-carboxylic acid-4-nitropyridine-1-oxide,
- zinc complexes,
- crystal structures,
- fluorescence properties
1. [1]
  Shultz, A. M.; Farha, O. K.; Hupp, J. T.; Nguyen, S. T. A catalytically active, permanently microporous MOF with metalloporphyrin. J. Am. Chem. Soc. 2009, 131, 4204-4205. doi: 10.1021/ja900203f
2. [2]
  Hu, T. L.; Wang, H. L.; Li, B.; Krishna, R.; Wu, H.; Zhou, W.; Zhao, Y. F.; Han, Y.; Wang, X.; Zhu, W. D.; Yao, Z. Z.; Xiang, S. C.; Chen, B. L. Microporous metal-organic framework with dual functionalities for highly efficient removal of acetylene from ethylene/acetylene mixtures. Nat. Commun. 2015, 6, 7328-9. doi: 10.1038/ncomms8328
3. [3]
  He, Y. B.; Zhou, W.; Qian, G. D.; Chen, B. L. Methane storage in metal-organic frameworks. Chem. Soc. Rev. 2014, 43, 5657-5678. doi: 10.1039/C4CS00032C
4. [4]
  Parween, A.; Naskar, S.; Mota, A. J.; Ferao, A. E.; Chattopadhyay, S. K.; Riviere, E.; Lewiw, W.; Naskar, S. C_i-Symmetry, [2×2] grid, square copper complex with the N⁴, N⁵-bis(4-fluorophenyl)-1H-imidazole-4, 5-dicarboxamide ligand: structure, catecholase activity, magnetic properties and DFT calculations. New J. Chem. 2017, 41, 11750-11758. doi: 10.1039/C7NJ01667K
5. [5]
  Shiga, T.; Newton, G. N.; Oshio, H. Pre-programmed self-assembly of polynuclear clusters. Dalton Trans. 2018, 47, 7384-7394. doi: 10.1039/C8DT00822A
6. [6]
  Li, T. T.; Zheng, S. R. Construction of two coordination polymers based on two new 5-substitued tetrazole-based ligands: structures and luminescent properties. Chin. J. Struct. Chem. 2019, 38, 308-316.
7. [7]
  Qin, L.; Li, Y. Z.; Guo, Z. J.; Zheng, H. G. Structural diversity and properties of six 2D or 3D metal-organic frameworks based on thiophene-containing ligand. Cryst. Growth Des. 2012, 12, 5783-5791. doi: 10.1021/cg3013014
8. [8]
  Guo, H. T.; Wang, H. M.; Hou, N.; Guo, X. R.; Zeng, X. H.; Hu, Y. G. Synthesis, crystal structure and antitumor activities of 2-acyl-β-lactam-2-carboxamides. Chin. J. Struct. Chem. 2019, 38, 416-421.
9. [9]
  Qin, L.; Hu, J. S.; Zhang, M. D.; Guo, Z. J.; Zheng, H. G. Structure-property relationship of homochiral and achiral supramolecular isomers obtained by one-pot synthesis. Chem. Commun. 2012, 48, 10757-10759. doi: 10.1039/c2cc36003a
10. [10]
  Woodroofe, C. C.; Lippard, S. J. A novel two-fluorophore approach to ratiometric sensing of Zn²⁺. J. Am. Chem. Soc. 2003, 125, 11458-11459. doi: 10.1021/ja0364930
11. [11]
  Wen, L. L.; Ke, X. H.; Qiu, L.; Zou, Y.; Zhou, L.; Zhao, J. B.; Li, D. F. Assembly of two porous cadmium(Ⅱ) frameworks: selective adsorption and luminerscent property. Cryst. Growth Des. 2012, 12, 4083-4089. doi: 10.1021/cg300566x
12. [12]
  Yang, J. C.; Diao, J.; Ge, T.; Liu, C. L. The latest research progress of pyridine pesticides. Agrochemicals 2007, 46, 1-9.
13. [13]
  Tian, H.; Qin, B.; Yao, R. X.; Zhao, X. L.; Yang, S. J. A single photochromic molecular switch with four optical outputs probing four inputs. Adv. Mater. 2003, 15, 2104-2107. doi: 10.1002/adma.200305425
14. [14]
  Wrzolek, Pierre.; Wahl, S.; Schwalbe M. Electrocatalytic investigation on the water oxidation ability of a hangman complex based on the [Ru(tpy)(bpy)(OH₂)]²⁺ motif. Catal. Today 2017, 290, 28-32. doi: 10.1016/j.cattod.2016.10.013
15. [15]
  Joda, H.; Sedova, A.; Awan, W.; Flechsig, G. U. The osmium tetroxide bipyridine-labeled DNA probe: hairpin conformations and characterization of redox-label behavior. Electroanalysis 2017, 29, 51-59. doi: 10.1002/elan.201600523
16. [16]
  Wu, W. S.; Wu, D. S.; Cheng, W. D.; Zhang, H.; Dai, J. C. Syntheses, crystal growths, and nonlinear optical properties for 2-carboxylic acid-4-nitropyridine-1-oxide crystals with two different arrangements of chromophores. Cryst. Growth Des. 2007, 7, 2316-2323. doi: 10.1021/cg0702378
17. [17]
  Sheldrick, G. M. SHELXS-97, Program for X-ray Crystal Structure Solution. University of Göttingen, Germany 1997.
18. [18]
  Dell' Amico, D. B.; Boschi, D.; Calderazzo, F.; Labella, L.; Marchetti, F. Synthesis, and crystal and molecular structures of the triflato and trifluoroacetato complexes of zinc, Zn(O₃SCF₃)₂(DME)₂ and [Zn(O₂CCF₃)₂(DME)]_n. Inorg. Chim. Acta. 2002, 330, 149-154.
19. [19]
  Mukherjee, A.; Samuel, P. P.; Schulzke, C.; Mandal, S. Main group chemistry of 9-hydroxophenalenone: syntheses and structural characterization of the alkaline earth and zinc complexes. J. Chem. Sci. 2014, 126, 1581-1588. doi: 10.1007/s12039-014-0692-y
20. [20]
  Chen, X. L.; Zhang, B.; Hu, H. M.; Fu, F.; Wu, X. L.; Qin, T.; Yang, M. L.; Xue, G. L.; Wang, J. W. Three novel heterobimetallic Cd/Zn-Na coordination polymers: syntheses, crystal structure, and luminescence. Cryst. Growth Des. 2008, 8, 3706-3712. doi: 10.1021/cg8003257
21. [21]
  Zhang, S. Q, ; Zhang, J. H.; Gu, J. F. Four cadmium-organic coordination polymers: influence of secondary ligands to crystal structure and luminescent Properties. Chin. J. Inorg. Chem. 2018, 34, 237-246.
1. [1]
  Long TANG , Yaxin BIAN , Luyuan CHEN , Xiangyang HOU , Xiao WANG , Jijiang WANG . Syntheses, structures, and properties of three coordination polymers based on 5-ethylpyridine-2,3-dicarboxylic acid and N-containing ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1975-1985. doi: 10.11862/CJIC.20240180
2. [2]
  Chao LIU , Jiang WU , Zhaolei JIN . Synthesis, crystal structures, and antibacterial activities of two zinc(Ⅱ) complexes bearing 5-phenyl-1H-pyrazole group. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1986-1994. doi: 10.11862/CJIC.20240153
3. [3]
  Weizhong LING , Xiangyun CHEN , Wenjing LIU , Yingkai HUANG , Yu LI . Syntheses, crystal structures, and catalytic properties of three zinc(Ⅱ), cobalt(Ⅱ) and nickel(Ⅱ) coordination polymers constructed from 5-(4-carboxyphenoxy)nicotinic acid. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1803-1810. doi: 10.11862/CJIC.20240068
4. [4]
  Zhenghua ZHAO , Qin ZHANG , Yufeng LIU , Zifa SHI , Jinzhong GU . Syntheses, crystal structures, catalytic and anti-wear properties of nickel(Ⅱ) and zinc(Ⅱ) coordination polymers based on 5-(2-carboxyphenyl)nicotinic acid. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 621-628. doi: 10.11862/CJIC.20230342
5. [5]
  Anqiu LIU , Long LIN , Dezhi ZHANG , Junyu LEI , Kefeng WANG , Wei ZHANG , Junpeng ZHUANG , Haijun HAO . Synthesis, structures, and catalytic activity of aluminum and zinc complexes chelated by 2-((2,6-dimethylphenyl)amino)ethanolate. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 791-798. doi: 10.11862/CJIC.20230424
6. [6]
  Kaimin WANG , Xiong GU , Na DENG , Hongmei YU , Yanqin YE , Yulu MA . Synthesis, structure, fluorescence properties, and Hirshfeld surface analysis of three Zn(Ⅱ)/Cu(Ⅱ) complexes based on 5-(dimethylamino) isophthalic acid. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1397-1408. doi: 10.11862/CJIC.20240009
7. [7]
  Shuwen SUN , Gaofeng WANG . Two cadmium coordination polymers constructed by varying Ⅴ-shaped co-ligands: Syntheses, structures, and fluorescence properties. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 613-620. doi: 10.11862/CJIC.20230368
8. [8]
  Haitang WANG , Yanni LING , Xiaqing MA , Yuxin CHEN , Rui ZHANG , Keyi WANG , Ying ZHANG , Wenmin WANG . Construction, crystal structures, and biological activities of two Ln^Ⅲ₃ complexes. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1474-1482. doi: 10.11862/CJIC.20240188
9. [9]
  Gaofeng WANG , Shuwen SUN , Yanfei ZHAO , Lixin MENG , Bohui WEI . Structural diversity and luminescence properties of three zinc coordination polymers based on bis(4-(1H-imidazol-1-yl)phenyl)methanone. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 849-856. doi: 10.11862/CJIC.20230479
10. [10]
  Lu LIU , Huijie WANG , Haitong WANG , Ying LI . Crystal structure of a two-dimensional Cd(Ⅱ) complex and its fluorescence recognition of p-nitrophenol, tetracycline, 2, 6-dichloro-4-nitroaniline. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1180-1188. doi: 10.11862/CJIC.20230489
11. [11]
  Meirong HAN , Xiaoyang WEI , Sisi FENG , Yuting BAI . A zinc-based metal-organic framework for fluorescence detection of trace Cu²⁺. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1603-1614. doi: 10.11862/CJIC.20240150
12. [12]
  Shengwen Guan , Zhaotong Wei , Ningxu Han , Yude Wei , Bin Xu , Ming Wang , Junjuan Shi . Construction of metallo-complexes with 2,2′:6′,2″-terpyridine substituted triphenylamine in different modified positions and their photophysical properties. Chinese Chemical Letters, 2024, 35(7): 109348-. doi: 10.1016/j.cclet.2023.109348
13. [13]
  Xiumei LI , Yanju HUANG , Bo LIU , Yaru PAN . Syntheses, crystal structures, and quantum chemistry calculation of two Ni(Ⅱ) coordination polymers. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 2031-2039. doi: 10.11862/CJIC.20240109
14. [14]
  Huirong LIU , Hao XU , Dunru ZHU , Junyong ZHANG , Chunhua GONG , Jingli XIE . Syntheses, structures, photochromic and photocatalytic properties of two viologen-polyoxometalate hybrid materials. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1368-1376. doi: 10.11862/CJIC.20240066
15. [15]
  Chaochao Jin , Kai Li , Jiongpei Zhang , Zhihua Wang , Jiajing Tan . N,O-Bidentated difluoroboron complexes based on pyridine-ester enolates: Facile synthesis, post-complexation modification, optical properties, and applications. Chinese Chemical Letters, 2024, 35(9): 109532-. doi: 10.1016/j.cclet.2024.109532
16. [16]
  Shiyu Pan , Bo Cao , Deling Yuan , Tifeng Jiao , Qingrui Zhang , Shoufeng Tang . Complexes of cupric ion and tartaric acid enhanced calcium peroxide Fenton-like reaction for metronidazole degradation. Chinese Chemical Letters, 2024, 35(7): 109185-. doi: 10.1016/j.cclet.2023.109185
17. [17]
  Jiayu Bai , Songjie Hu , Lirong Feng , Xinhui Jin , Dong Wang , Kai Zhang , Xiaohui Guo . Manganese vanadium oxide composite as a cathode for high-performance aqueous zinc-ion batteries. Chinese Chemical Letters, 2024, 35(9): 109326-. doi: 10.1016/j.cclet.2023.109326
18. [18]
  Jia-Li Xie , Tian-Jin Xie , Yu-Jie Luo , Kai Mao , Cheng-Zhi Huang , Yuan-Fang Li , Shu-Jun Zhen . Octopus-like DNA nanostructure coupled with graphene oxide enhanced fluorescence anisotropy for hepatitis B virus DNA detection. Chinese Chemical Letters, 2024, 35(6): 109137-. doi: 10.1016/j.cclet.2023.109137
19. [19]
  Yinglian LI , Chengcheng ZHANG , Xinyu ZHANG , Xinyi WANG . Spin crossover in [Co(pytpy)₂]²⁺ complexes modified by organosulfonate anions. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1162-1172. doi: 10.11862/CJIC.20240087
20. [20]
  Zhijia Zhang , Shihao Sun , Yuefang Chen , Yanhao Wei , Mengmeng Zhang , Chunsheng Li , Yan Sun , Shaofei Zhang , Yong Jiang . Epitaxial growth of Cu_2-xSe on Cu (220) crystal plane as high property anode for sodium storage. Chinese Chemical Letters, 2024, 35(7): 108922-. doi: 10.1016/j.cclet.2023.108922

Get Citation

PDF

XML

Metrics

PDF Downloads(1)
Abstract views(203)
HTML views(6)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142