Citation: Dan-Dan DU, Ya-Fan HAO, Xin-Xin WANG, Jin-Jin ZHAO, Ning REN, Jian-Jun ZHANG. Crystal structure, spectra, and thermal behavior of lanthanide complexes with 2-chloro-4-fluorobenzoic acid and 5,5'-dimethyl-2,2'-bipyridine[J]. Chinese Journal of Inorganic Chemistry, ;2023, 39(9): 1807-1816. doi: 10.11862/CJIC.2023.138 shu

Crystal structure, spectra, and thermal behavior of lanthanide complexes with 2-chloro-4-fluorobenzoic acid and 5,5'-dimethyl-2,2'-bipyridine

Dan-Dan DU ¹ ,
Ya-Fan HAO ¹ ,
Xin-Xin WANG ¹ ,
Jin-Jin ZHAO ^1,, ,
Ning REN ^2,, ,
Jian-Jun ZHANG ^1,,

1.
Testing and Analysis Center, College of Chemistry& Material Science, Hebei Normal University, Shijiazhuang 050024, China
2.
Hebei Key Laboratory of Heterocyclic Compounds, College of Chemical Engineering & Material, Handan University, Handan, Hebei 056005, China

Corresponding author: Jin-Jin ZHAO, zhaojinjin@hebtu.edu.cn Ning REN, ningren9@163.com Jian-Jun ZHANG, jjzhang6@126.com
Received Date: 27 February 2023
Revised Date: 24 June 2023

Figures(9)

Two binuclear complexes[Pr(2-Cl-4-FBA)₃(5,5'-DM-2,2'-bipy)]₂ (1) and[Dy(2-Cl-4-FBA)₃(5,5'-DM-2,2'-bipy)]₂·2(2-Cl-4-FHBA) (2), where 2-Cl-4-FHBA=2-chloro-4-fluorobenzoic acid and 5,5'-DM-2,2'-bipy=5,5'-dimethyl-2,2'-bipyridine, have been fabricated and characterized. The two complexes crystallize in the P1 space group of the triclinic crystal system, featuring 1D and 2D supramolecular structures. The structure of complex 2 is fascinating, containing two free 2-Cl-4-FHBA molecules, which are rare in lanthanide complexes. A three-dimensional infrared stacking diagram of the gas phase products indicates that the main gaseous products released over the whole decomposition process are water, carbon dioxide, some gaseous molecules, and the gaseous organic fragments. Also, the fluorescence property of complex 2 has been studied.
- crystal structure,
- lanthanide complex,
- thermochemical property,
- spectroscopy
1. [1]
  Dang D B, Bai Y, He C, Wang J, Duan C Y, Niu J Y. Structural and catalytic performance of a polyoxometalate-based metal-organic framework having a lanthanide nanocage as a secondary building block[J]. Inorg. Chem., 2010,49(4):1280-1282. doi: 10.1021/ic901504q
2. [2]
  Hao J M, Yu B Y, Van H K, Cui G H. A series of d¹⁰ metal coordination polymers based on a flexible bi-methylbenzimidazole) ligand and different carboxylates: Synthesis, structures, photoluminescence and catalytic properties[J]. CrystEngComm, 2015,17(11):2279-2293. doi: 10.1039/C4CE02090A
3. [3]
  Xuan W M, Zhu C F, Liu Y, Cui Y. Mesoporous metal-organic framework materials[J]. Chem. Soc. Rev., 2012,41(5):1677-1695. doi: 10.1039/C1CS15196G
4. [4]
  Ilmi R, Kansız S, Dege N, Khan M S. Synthesis, characterization, DNA binding and cleaving properties of photochemically activated phenanthrene dihydrodioxin[J]. J. Photochem. Photobiol. A, 2019,377:268-281. doi: 10.1016/j.jphotochem.2019.03.036
5. [5]
  Yan L, Zhang J L, Hu H M, Wang F, Bai C, Li X Y, Wang X, Wang B Z. Structural diversity and near-infrared luminescence of lanthanide coordination polymers with different flexibility and coordination orientation based on bipyridyl carboxylate and dicarboxylate ligands[J]. J. Solid State Chem., 2020,292121654. doi: 10.1016/j.jssc.2020.121654
6. [6]
  Taha Z A, Hijazi A K, Al Momani W M. Lanthanide complexes of the tridentate Schiff base ligand salicylaldehyde-2-picolinoylhydrazone: Synthesis, characterization, photophysical properties, biological activities and catalytic oxidation of aniline[J]. J. Mol. Struct., 2020,1220128712. doi: 10.1016/j.molstruc.2020.128712
7. [7]
  Bünzli J C G. The role of 2, 3-dihydro-1-H-1, 3, 2-diazaboroles in luminescent molecules[J]. Coord. Chem. Rev., 2015,293-294:19-47. doi: 10.1016/j.ccr.2014.10.013
8. [8]
  Miyata K, Konno Y, Nakanishi T, Kobayashi A, Kato M, Fushimi K, Hasegawa Y. Chameleon luminophore for sensing temperatures: Control of metal-to-metal and energy back transfer in lanthanide coordination polymers[J]. Angew. Chem. Int. Ed., 2013,52(25):6413-6416. doi: 10.1002/anie.201301448
9. [9]
  Yang D Q, Liu D X, Tian C K, Wang S, Li H R. Synergistic effect of well-defined dual sites boosting the oxygen reduction reaction[J]. J. Colloid Interface Sci., 2018,519:11-17. doi: 10.1016/j.jcis.2018.02.025
10. [10]
  Dogaheh S G, Barbero S, Barrientos J, Janczak J, Soleimannejad J, Sanudo E C. Cathecol and naphtol groups in salphen-type Schiff bases for the preparation of polynuclear complexes[J]. J. Mol. Struct., 2020,1219129060. doi: 10.1016/j.molstruc.2020.129060
11. [11]
  Zhang X T, Fan L M, Sun Z, Zhang W, Fan W L, Sun L M, Zhao X. Syntheses, structures, and luminescence of four lanthanide metal-organic frameworks based on lanthanide-oxide chains with C₂- or C₃-symmetric trigonal-planar polycarboxylate ligands[J]. CrystEngComm, 2013,15(24):4910-4916. doi: 10.1039/c3ce27082c
12. [12]
  Litvinova Y M, Gayfulin Y M, Brylev K A, Piryazev D A, van Leusen J, Kögerler P, Mironov Y V. Metal-organic frameworks with solvent-free lanthanide coordination environments: Synthesis from aqueous ethanol solutions[J]. CrystEngComm, 2020,22(45):7935-7943. doi: 10.1039/D0CE01240H
13. [13]
  Gai Y L, Xiong K C, Chen L, Bu Y, Li X J, Jiang F L, Hong M C. Visible and NIR photoluminescence properties of a series of novel lanthanide-organic coordination polymers based on hydroxyquinoline-carboxylate ligands[J]. Inorg. Chem., 2012,51(24):13128-13137. doi: 10.1021/ic301261g
14. [14]
  Liu G, Lu Y K, Ma Y Y, Wang X Q, Hou L, Wang Y Y. Syntheses of three new isostructural lanthanide coordination polymers with tunable emission colours through bimetallic doping, and their luminescence sensing properties[J]. Dalton Trans., 2019,48(36):13607-13613. doi: 10.1039/C9DT02733E
15. [15]
  ZHOU M X, REN N, ZHANG J J. Crystal structure, thermal decomposition mechanism and properties of lanthanide supramolecular complexes based on 2, 4, 6-trimethylbenzoic acid and 5,5'-dimethyl-2,2'-bipyridine[J]. Acta Phys.-Chim. Sin., 2021,372004071.
16. [16]
  WANG C L, SU S L, REN N, ZHANG J J. Construction, thermochemistry, and fluorescence properties of novel lanthanide complexes synthesized from halogenated aromatic carboxylic acid and nitrogen-containing ligands[J]. Acta Phys.-Chim. Sin., 2023,392206035.
17. [17]
  Zhang C C, Ma X F, Cen P P, Jin X Y, Yang J H, Zhang Y Q. A series of lanthanide(Ⅲ) metal-organic frameworks derived from a pyridyl-dicarboxylate ligand: Single-molecule magnet behaviour and luminescence properties[J]. Dalton Trans., 2020,49(40)14123. doi: 10.1039/D0DT02736G
18. [18]
  Vishwakarma A, Sengupta S K, Pandey O P. Characterizations and photo-physical properties of synthesized europium(Ⅲ) and terbium(Ⅲ) complexes with mercapto-triazole Schiff base ligands[J]. J. Lumin., 2021,229117659. doi: 10.1016/j.jlumin.2020.117659
19. [19]
  Chen Y M, Liu S S, Gao R, Wang Y, Zhang W J, Ju Z H. Synthesis, structures and luminescence of two lanthanide coordination polymers based on 2, 4-pyridinedicarboxylic acid[J]. J. Solid State Chem., 2019,279120931. doi: 10.1016/j.jssc.2019.120931
20. [20]
  Gusev A, Shul'gin V, Braga E, Zamnius E, Lyubomirskiy N, Kryukova M, Linert W. Luminescent properties of zinc complexes of 4-formylpyrazolone based azomethine ligands: Excitation-dependent emission in solution[J]. J. Lumin., 2019,212:315-321. doi: 10.1016/j.jlumin.2019.04.055
21. [21]
  Xu B, Yan L, Hu H M, Bai C, Xue L L, He S. Construction of lanthanide coordination polymers based on mixed terpyridyl and dicarboxylate ligands: Syntheses, structures, and luminescent properties[J]. J. Solid State Chem., 2020,288121424. doi: 10.1016/j.jssc.2020.121424
22. [22]
  Wang P, Fan R Q, Yang Y L, Liu X R, Xiao P, Li X Y, Hasi W, Cao W W. Two-/three-dimensional open lanthanide-organic frameworks containing rigid/flexible dicarboxylate ligands: Synthesis, crystal structure and photoluminescent properties[J]. CrystEngComm, 2013,15(22):1931-1949.
23. [23]
  ZHOU M X, REN N, ZHANG J J. Four rare earth complexes with chlorinated carboxylic acids and bipyridine ligands: Crystal structures, thermal analysis and luminescence properties[J]. Chinese J. Inorg. Chem., 2020,36(12):2349-2358.
24. [24]
  Adhikary A, Sheikh J A, Biswas S, Konar S. Synthesis, crystal structure and study of magnetocaloric effect and single molecular magnetic behaviour in discrete lanthanide complexes[J]. Dalton Trans., 2014,43(24):9334-9343. doi: 10.1039/C4DT00540F
25. [25]
  Faheim A A, Abdou S N, Abd El-Wahab Z H. Synthesis and characterization of binary and ternary complexes of Co(Ⅱ), Ni(Ⅱ), Cu(Ⅱ) and Zn(Ⅱ) ions based on 4-aminotoluene-3-sulfonic acid[J]. Spectroc. Acta Pt. A-Molec. Biomolec. Spectr., 2013,105:109-124. doi: 10.1016/j.saa.2012.12.018
26. [26]
  Zhang L, Ji Y F, Xu X B, Liu Z L, Tang J K. Synthesis, structure and luminescence properties of a series of dinuclear Ln^Ⅲ complexes (Ln=Gd, Tb, Dy, Ho, Er)[J]. J. Lumin., 2012,132(8):1906-1909. doi: 10.1016/j.jlumin.2012.03.040
27. [27]
  Xu J H, Xia X Z, Zhang G, Wu H L, Qu Y, Xia L X, Han X T. Two heteronuclear Zn^Ⅱ/Cd^Ⅱ-Dy^Ⅲ complexes based on open-chain ether Schiff base ligand: Synthesis, structures, fluorescence, and antioxidation activity[J]. Inorg. Chim. Acta, 2020,512119918. doi: 10.1016/j.ica.2020.119918
28. [28]
  Xu J, Cheng J W, Su W P, Hong M C. Effect of lanthanide contraction on crystal structures of three-dimensional lanthanide based metal-organic frameworks with thiophene-2, 5-dicarboxylate and oxalate[J]. Cryst. Growth Des., 2011,11(6):2294-2301. doi: 10.1021/cg101736e
1. [1]
  Xiaoling WANG , Hongwu ZHANG , Daofu LIU . Synthesis, structure, and magnetic property of a cobalt(Ⅱ) complex based on pyridyl-substituted imino nitroxide radical. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 407-412. doi: 10.11862/CJIC.20240214
2. [2]
  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
3. [3]
  Lulu DONG , Jie LIU , Hua YANG , Yupei FU , Hongli LIU , Xiaoli CHEN , Huali CUI , Lin LIU , Jijiang WANG . Synthesis, crystal structure, and fluorescence properties of Cd-based complex with pcu topology. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 809-820. doi: 10.11862/CJIC.20240171
4. [4]
  Ruikui YAN , Xiaoli CHEN , Miao CAI , Jing REN , Huali CUI , Hua YANG , Jijiang WANG . Design, synthesis, and fluorescence sensing performance of highly sensitive and multi-response lanthanide metal-organic frameworks. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 834-848. doi: 10.11862/CJIC.20230301
5. [5]
  Yao HUANG , Yingshu WU , Zhichun BAO , Yue HUANG , Shangfeng TANG , Ruixue LIU , Yancheng LIU , Hong LIANG . Copper complexes of anthrahydrazone bearing pyridyl side chain: Synthesis, crystal structure, anticancer activity, and DNA binding. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 213-224. doi: 10.11862/CJIC.20240359
6. [6]
  Jia JI , Zhaoyang GUO , Wenni LEI , Jiawei ZHENG , Haorong QIN , Jiahong YAN , Yinling HOU , Xiaoyan XIN , Wenmin WANG . Two dinuclear Gd(Ⅲ)-based complexes constructed by a multidentate diacylhydrazone ligand: Crystal structure, magnetocaloric effect, and biological activity. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 761-772. doi: 10.11862/CJIC.20240344
7. [7]
  Yinling HOU , Jia JI , Hong YU , Xiaoyun BIAN , Xiaofen GUAN , Jing QIU , Shuyi REN , Ming FANG . A rhombic Dy₄-based complex showing remarkable single-molecule magnet behavior. Chinese Journal of Inorganic Chemistry, 2025, 41(3): 605-612. doi: 10.11862/CJIC.20240251
8. [8]
  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
9. [9]
  Xiumei LI , Linlin LI , Bo LIU , Yaru PAN . Syntheses, crystal structures, and characterizations of two cadmium(Ⅱ) coordination polymers. Chinese Journal of Inorganic Chemistry, 2025, 41(3): 613-623. doi: 10.11862/CJIC.20240273
10. [10]
  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
11. [11]
  Xiaoxia WANG , Ya'nan GUO , Feng SU , Chun HAN , Long SUN . Synthesis, structure, and electrocatalytic oxygen reduction reaction properties of metal antimony-based chalcogenide clusters. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1201-1208. doi: 10.11862/CJIC.20230478
12. [12]
  Yan XU , Suzhi LI , Yan LI , Lushun FENG , Wentao SUN , Xinxing LI . Structure variation of cadmium naphthalene-diphosphonates with the changing rigidity of N-donor auxiliary ligands. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 395-406. doi: 10.11862/CJIC.20240226
13. [13]
  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
14. [14]
  Huan ZHANG , Jijiang WANG , Guang FAN , Long TANG , Erlin YUE , Chao BAI , Xiao WANG , Yuqi ZHANG . A highly stable cadmium(Ⅱ) metal-organic framework for detecting tetracycline and p-nitrophenol. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 646-654. doi: 10.11862/CJIC.20230291
15. [15]
  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
16. [16]
  Shuyan ZHAO . Field-induced Co^Ⅱ single-ion magnet with pentagonal bipyramidal configuration. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1583-1591. doi: 10.11862/CJIC.20240231
17. [17]
  Xiaofen GUAN , Yating LIU , Jia LI , Yiwen HU , Haiyuan DING , Yuanjing SHI , Zhiqiang WANG , Wenmin WANG . Synthesis, crystal structure, and DNA-binding of binuclear lanthanide complexes based on a multidentate Schiff base ligand. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2486-2496. doi: 10.11862/CJIC.20240122
18. [18]
  Zhaodong WANG . In situ synthesis, crystal structure, and magnetic characterization of a trinuclear copper complex based on a multi-substituted imidazo[1,5-a]pyrazine scaffold. Chinese Journal of Inorganic Chemistry, 2025, 41(3): 597-604. doi: 10.11862/CJIC.20240268
19. [19]
  Hai-Ling Wang , Zhong-Hong Zhu , Hua-Hong Zou . Structure and assembly mechanism of high-nuclear lanthanide-oxo clusters. Chinese Journal of Structural Chemistry, 2024, 43(9): 100372-100372. doi: 10.1016/j.cjsc.2024.100372
20. [20]
  Xiaowei TANG , Shiquan XIAO , Jingwen SUN , Yu ZHU , Xiaoting CHEN , Haiyan ZHANG . A zinc complex for the detection of anthrax biomarker. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1850-1860. doi: 10.11862/CJIC.20240173

Get Citation

PDF

XML

Metrics

PDF Downloads(2)
Abstract views(1102)
HTML views(100)

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