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Citation: Jiarong ZHU, Xiaohua ZHANG, Xinting XIONG, Xuliang NIE, Xiuying SONG, Miaomiao ZHANG, Dayong PENG, Xiuguang YI. Crystal structure, Hirshfeld surface analysis, and antifungal activity of five complexes based on 2,5-bis(carboxymethoxy)terephthalic acid[J]. Chinese Journal of Inorganic Chemistry, ;2025, 41(11): 2358-2370. doi: 10.11862/CJIC.20250150 shu

Crystal structure, Hirshfeld surface analysis, and antifungal activity of five complexes based on 2,5-bis(carboxymethoxy)terephthalic acid

  • 1.

    College of Chemistry & Materials, Key Laboratory of Chemical Utilization of Plant Resources of Nanchang, Jiangxi Agricultural University, Nanchang 330045, China

  • 2.

    Jiangxi Provincial Key Laboratory of Improved Variety Breeding and Efficient Utilization of Native Tree Species, Jiangxi Agricultural University, Nanchang 330045, China

  • 3.

    School of Computer and Information Engineering, Jiangxi Agricultural University, Nanchang 330045, China

  • 4.

    School of Chemistry and Chemical Engineering, Jinggangshan University, Ji′an, Jiangxi 343009, China

Figures(18)

  • Five novel complexes [Co2(BCTA)(H2O)4]n (1), [Co2(BCTA)(Phen)2(H2O)2] (2), [Co2(BCTA)(Bipy)2(H2O)2] (3), [Cu2(BCTA)(Bipy)2(H2O)2]n (4), and [Cd2(BCTA)(Bipy)2(H2O)2]n (5) (H4BCTA=2,5-bis(carboxymethoxy)terephthalic acid, Phen=1, 10-phenanthroline, Bipy=2, 2′-bipyridine) were synthesized by solvothermal condition. All complexes were structurally characterized by infrared spectroscopy, elemental analysis, thermogravimetric analysis, and single-crystal X-ray diffraction. Complexes 2 and 3 have zero-dimensional structures, complex 5 has a 1D banded structure, and complexes 1 and 4 have 2D network structures. Hirshfeld surface analysis of complexes 1-5 was performed, and antifungal activities of the complexes were investigated. Complex 5 exhibited super-strong antifungal activity against seven pathogenic fungi, with all inhibitory rates reaching 100%.
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    1. [1]

      YAGHI O M, LI G, LI H. Selective binding and removal of guests in a microporous metal-organic framework[J]. Nature, 1995, 378: 703-706  doi: 10.1038/378703a0

    2. [2]

      FURUKAWA H, CORDOVA K E, O′KEEFFE M, YAGHI O M. The chemistry and applications of metal-organic frameworks[J]. Science, 2013, 341: 1230444  doi: 10.1126/science.1230444

    3. [3]

      LI J D, FENG J Y, REN H M, LI G. Proton conductive properties of a Hf(Ⅳ)-based metal-organic framework built by 2,5-dibromophenyl-4, 6-dicarboxylic acid[J]. Chinese J. Inorg. Chem., 2025, 41(6): 1094-1110

    4. [4]

      QIU J H, ZHANG X G, FENG Y, ZHANG X F, WANG H, YAO J F. Modified metal-organic frameworks as photocatalysts[J]. Appl. Catal. B-Environ., 2018, 231: 317-342  doi: 10.1016/j.apcatb.2018.03.039

    5. [5]

      CUI P P, LI X, CHEN Y L, CHENG Z L, GAO F Y, GUO X, YAN W N, DENG Y C. Transition metal coordination polymers with flexible dicarboxylate ligand: Synthesis, characterization, and photoluminescence property[J]. Chinese J. Inorg. Chem., 2024, 40(11): 2221-2231

    6. [6]

      LUO X L, ZOU P T, WANG X Y, LIU Z, KONG X F, TANG Q, WANG S. Synthesis, crystal structures, and properties of lanthanide metal-organic frameworks based on 2,5-dibromoterephthalic acid ligand[J]. Chinese J. Inorg. Chem., 2024, 40(6): 1143-1150

    7. [7]

      WANG Z H, LI Z Z, NG M, MILNER P J. Rapid mechanochemical synthesis of metal-organic frameworks using exogenous organic base[J]. Dalton Trans., 2020, 49: 16238-16244  doi: 10.1039/D0DT01240H

    8. [8]

      WAUTERAERTS N, TU M, CHANUT N, RODRÍGUEZ-HERMIDA S, GANDARA-LOE J, AMELOOT R. Vapor-assisted synthesis of the MOF-74 metal-organic framework family from zinc, cobalt, and magnesium oxides[J]. Dalton Trans., 2023, 52: 17873-17880  doi: 10.1039/D3DT01785K

    9. [9]

      HEISKA J, KARPPINEN M. Gas-phase deposition of di- and tetra-lithium salts of 2,5-dihydroxyterephthalic acid[J]. Dalton Trans., 2022,51: 4246-4251  doi: 10.1039/D2DT00055E

    10. [10]

      EDDAOUDI M, KIM J, ROSI N, VODKA D, WACHTER J, KEEFFE M, YAGHI O M. Systematic design of pore size and functionality in isoreticular MOFs and their application in methane storage[J]. Science, 2002, 295: 469-472  doi: 10.1126/science.1067208

    11. [11]

      ROSI N L, KIM J, EDDAOUDI M, CHEN B, KEEFFE M, Y AGHI O M. Rod packings and metal-organic frameworks constructed from rod-shaped secondary building units[J]. J. Am. Chem. Soc., 2005, 127: 1504-1518  doi: 10.1021/ja045123o

    12. [12]

      ROWSELL J L C, MILLWARD A R, PARK K S, YAGHI O M. Hydrogen sorption in functionalized metal-organic frameworks[J]. J. Am. Chem. Soc., 2004, 126: 5666-5667  doi: 10.1021/ja049408c

    13. [13]

      DIETZEL P D C, BLOM R, FJELLVÅG H. A scandium coordination polymer constructed from trimeric octahedral building blocks and 2,5-dihydroxyterephthalate[J]. Dalton Trans., 2006, 35: 2055-2057

    14. [14]

      DIETZEL P D C, PANELLA B, HIRSCHER M, BLOM R, FJELLVÅG H. Hydrogen adsorption in a nickel based coordination polymer with open metal sites in the cylindrical cavities of the desolvated framework[J]. Chem. Commun., 2006, 42: 959-961

    15. [15]

      GUO X G, YANG W B, WU X Y, ZHANG Q K, LU C Z. Construction of coordination polymers based on methylenebis(3, 5-dimethylpyrazole) and varied aromatic carboxylic acids[J]. CrystEngComm, 2013, 15: 10107-10115  doi: 10.1039/c3ce41575a

    16. [16]

      HAN L, QIN L, YAN X Z, XU L P, SUN J L, YU L, CHEN H B, ZOU X D. Two isomeric magnesium metal-organic frameworks with [24-MC-6] metallacrown cluster[J]. Cryst. Growth Des., 2013, 13: 1807-1811  doi: 10.1021/cg4000318

    17. [17]

      DUNCAN M J, WHEATLEY P S, COGHILL E M, VORNHOLT S M, WARRENDER S J, MORRIS R E. Antibacterial efficacy from NO-releasing MOF-polymer films[J]. Mater. Adv., 2020, 1: 2509-2519  doi: 10.1039/D0MA00650E

    18. [18]

      NONG W Q, WU J, GHILADI R A, GUAN Y G. The structural appeal of metal-organic frameworks in antimicrobial applications[J]. Coord. Chem. Rev., 2021, 442: 214007  doi: 10.1016/j.ccr.2021.214007

    19. [19]

      BUKONJIĆ A M, TOMOVIĆ D L, NIKOLIĆ M V, MIJAJLOVIĆ M Ž, JEVTIĆ V V, RATKOVIĆ Z R, NOVAKOVIĆ S B, BOGDANOVIĆ G A, RADOJEVIĆ I D, MAKSIMOVIĆ J Z, VASIĆ S M, ČOMIĆ L R, TRIFUNOVIĆ S R, RADIĆ G P. Antibacterial, antibiofilm and antioxidant screening of copper(Ⅱ)-complexes with some S-alkyl derivatives of thiosalicylic acid. Crystal structure of the binuclear copper(Ⅱ)-complex with S-propyl derivative of thiosalicylic acid[J]. J. Mol. Struct., 2017, 1128: 330-337  doi: 10.1016/j.molstruc.2016.08.086

    20. [20]

      NAYAK M, SINGH A K, PRAKASH P, KANT R, BHATTACHARYA S. Structural studies on thiosalicylate complexes of Zn(Ⅱ) & Hg(Ⅱ). First insight into Zn(Ⅱ)-thiosalicylate complex as potential antibacterial, antibiofilm and anti-tumour agent[J]. Inorg. Chim. Acta, 2020, 501: 119263  doi: 10.1016/j.ica.2019.119263

    21. [21]

      WU C Y, SHAN Y N, LUO J M, FAN X D, ZHENG R, GUO S H, CAI X J. Silver(Ⅰ) complexes containing bioactive salicylic acid derivatives: Synthesis, characterization, antibacterial activity, and their underlying mechanism[J]. J. Inorg. Biochem., 2025, 266: 112845  doi: 10.1016/j.jinorgbio.2025.112845

    22. [22]

      XIONG X T, YI X G, XIAO P L, PENG D Y, XIONG Z Q, NIE X L. Hydrothermal preparation, crystal structure, Hirshfeld surface analysis, photophysical properties and antifungal activity of a series of complexes assembled by 5-bromo-2-(carboxymethoxy) benzoic acid ligands[J]. J. Mol. Struct., 2024, 1312: 138593  doi: 10.1016/j.molstruc.2024.138593

    23. [23]

      XIONG X T, XIONG Z Q, XIAO P L, NIE X L, SONG X Y, YI X G. Synthesis, crystal structures, Hirshfeld surface analysis and antifungal activity of two complexes Na(Ⅰ)/Cd(Ⅱ) assembled by 5-bromo-2-hydroxybenzoic acid ligands[J]. Chinese J. Inorg. Chem., 2024, 40(9): 1661-1670

    24. [24]

      HUANG C X, GU J, XIONG W M, CHEN J Z, NIE X L, SHANGGUAN X C. Synthesis, crystal structures and antibacterial activities of two complexes of Zn(Ⅱ)/Cd(Ⅱ) assembled by 4-carboxymethoxycinnamic acid ligand[J]. Chinese J. Inorg. Chem., 2021, 37(7): 1197-1203

    25. [25]

      XIAO P L, GU J, PENG D Y, XIONG W M, NIE X L. Synthesis and crystal structures of two Cd(Ⅱ) coordination polymers assembled by 4-carboxymethoxy-3-phenylacrylic acid ligands[J]. J. Chem. Crystallogr., 2023, 53: 16-24  doi: 10.1007/s10870-022-00938-0

    26. [26]

      WANG A, WALDEN M, ETTLINGER R, KIESSLING F, GASSENSMITH J J, LAMMERS T, WUTTKE S, PEÑA Q. Biomedical metal-organic framework materials: Perspectives and challenges[J]. Adv. Funct. Mater., 2024, 34: 2308589  doi: 10.1002/adfm.202308589

    27. [27]

      KALHORIZADEH T, DAHRAZMA B, ZARGHAMI R, MIRZABABAEI S, KIRILLOV A M, ABAZARI R. Quick removal of metronidazole from aqueous solutions using metal-organic frameworks[J]. New J. Chem., 2022, 46: 9440-9450  doi: 10.1039/D1NJ06107K

    28. [28]

      ABAZARI R, SANATI S, MORSALI A, KIRILLOV A M. Instantaneous sonophotocatalytic degradation of tetracycline over NU-1000@ZnIn2S4 core-shell nanorods as a robust and eco-friendly catalyst[J]. Inorg. Chem., 2021, 60: 9660-9672  doi: 10.1021/acs.inorgchem.1c00951

    29. [29]

      ALAVIJEH R K, BEHESHTI S, AKHBARI K, MORSALI A. Investigation of reasons for metal-organic framework′s antibacterial activities[J]. Polyhedron, 2018, 156: 257-278  doi: 10.1016/j.poly.2018.09.028

    30. [30]

      WYSZOGRODZKA G, MARSZALEK B, GIL B, DOROŻYŃSKI P. Metal-organic frameworks: Mechanisms of antibacterial action and potential applications[J]. Drug Discov. Today, 2016, 21: 1009-1018  doi: 10.1016/j.drudis.2016.04.009

    31. [31]

      BRUKER. APEX2, SAINT and SADABS[CP]. Bruker AXS Inc. : Madison, WI, USA, 2005.

    32. [32]

      SHELDRICK G M. A short history of SHELX[J]. Acta Crystallogr. Sect. A, 2008, A64: 112-122

    33. [33]

      SHELDRICK G M. Crystal structure refinement with SHELXL[J]. Acta Crystallogr. Sect. C, 2015, C71: 3-8

    34. [34]

      CHEN G Q, ZHU L N, HE J X, ZHANG S, LI Y H, GUO X L, SUN D, TIAN Y E, LIU S M, HUANG X B, CHE Z P. Combinatorial synthesis of novel 1-sulfonyloxy/acyloxyeugenol derivatives as fungicidal agents[J]. Comb. Chem. High Throughput Screen, 2022, 25: 1545-1551  doi: 10.2174/1386207324666210813114829

    35. [35]

      YAO C Y, LIU C, LI X J, BAI J K, XU M, QIU R, CHEN Y G, KANG Y B, LI S J. The screening of the root rot prevention of tobacco sickle bacteria[J]. Journal of Henan Agricultural Sciences, 2022,51(4): 87-94

    36. [36]

      XIAO P L, SONG X Y, XIONG X T, PENG D Y, NIE X L. Synthesis, crystal structure, spectral characterization and antifungal activity of novel phenolic acid triazole derivatives[J]. Molecules, 2023, 28: 6970  doi: 10.3390/molecules28196970

    37. [37]

      YANG K Z, ZOU R, LIAO W M, YI X G, ZHANG J B. Preparation, structure, characterization and properties of a novel [Y(HIA)3(H2O)2]n·nYCl3 (HIA=isonicotinic acid)[J]. Acta Chim. Slov., 2023, 70: 310-317  doi: 10.17344/acsi.2023.8005

    38. [38]

      LEE C T, YANG W T, PARR R G. Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density[J]. Phys. Rev. B, 1988, 37: 785-789  doi: 10.1103/PhysRevB.37.785

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