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Self-penetrating and interpenetrating 3D metal-organic frameworks constructed from 4-(4-carboxyphenoxy)-phthalic acid and N-donor auxiliary ligands

Chemical Papers volume 69, pages 300–308 (2015)Cite this article

Abstract

Two new interesting entangled structures, namely, [Ni1.5(L)(bpy)2(H2O)3] n · 3nH2O (I) and [Cd3(L)2(bbi)2]n · nH2O (II)(where H3L is 4-(4-carboxyphenoxy)-phthalic acid, bpy is 4,4′-bipyridine, and bbi is 1,1′-(1,4-butanediyl)bis(imidazole)) have been synthesized and characterized by elemental analysis (EA), infrared spectra (IR), X-ray powder diffraction (XRPD), solid fluorescence and thermogravimetric analysis (TGA). Single-crystal X-ray diffraction analysis revealed that complex I possesses a 3D self-penetrating framework constructed from ladder-like and fishbone-like subunits. Complex II shows a 3D framework of two-fold interpenetration assembled from trinuclear Cd(II) clusters bridged by bbi and L3− ligands.

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References

  • Baburin, I. A., Blatov, V. A., Carlucci, L., Ciani, G., & Proserpio, D. M. (2008a) Interpenetrated three-dimensional networks of hydrogen-bonded organic species: A systematic analysis of the Cambridge Structural Database. Crystal Growth & Design, 8, 519–539. DOI: 10.1021/cg0705660.

    CAS  Article  Google Scholar 

  • Baburin, I. A., Blatov, V. A., Carlucci, L., Ciani, G., & Proserpio, D. M. (2008b) Interpenetrated three-dimensional hydrogen-bonded networks from metal-organic molecular and one- or two-dimensional polymeric motifs. CrystEng-Comm, 10, 1822–1838. DOI: 10.1039/b811855h.

    CAS  Article  Google Scholar 

  • Barszcz, B., Masternak, J., & Sawka-Dobrowolska, W. (2013) Assembling novel Cd(II) complexes with multidentate nitrogen donor ligands obtained in situ from the system: Zerovalent copper, cadmium oxide 1—hydroxymethyl-3,5-dimethylpyrazole and ammonium thiocyanate. Dalton Transactions, 42, 5960–5963. DOI: 10.1039/c3dt32987a.

    CAS  Article  Google Scholar 

  • Batten, S. R. (2001) Topology of interpenetration. CrystEng-Comm, 3, 67–72. DOI: 10.1039/b102400k.

    Article  Google Scholar 

  • Bisht, K. K., & Suresh, E. (2013) Co(II)/Zn(II) coordination polymers with angular dicarboxylate and flexible N-donor struts: Structural and photoluminescence studies. Crystal Growth & Design, 13, 664–670. DOI: 10.1021/cg301329c.

    CAS  Article  Google Scholar 

  • Blatov, V. A., Carlucci, L., Ciani, G., & Proserpio, D. M. (2004) Interpenetrating metal-organic and inorganic 3D networks: A computer-aided systematic investigation. Part I. Analysis of the Cambridge Structural Database. CrystEngComm, 6, 378–395. DOI: 10.1039/b409722j.

    Article  Google Scholar 

  • Cao, L. H., Xu, Q. Q., Zang, S. Q., Hou, H. W., & Mak, T. C. W. (2013) First three-dimensional self-penetrating coordination polymer containing rare (10,3)-d subnets: Synthesis, structure and properties. Crystal Growth & Design, 13, 1812–1814. DOI: 10.1021/cg400191x.

    CAS  Article  Google Scholar 

  • Carlucci, L., Ciani, G., & Proserpio, D. M. (2003) Polycatenation, polythreading and polyknotting in coordination network chemistry. Coordination Chemistry Reviews, 246, 247–289. DOI: 10.1016/s0010-8545(03)00126-7.

    CAS  Article  Google Scholar 

  • Chen, S. P., Sun, S., & Gao, S. L. (2008) Solid chemistry of the ZnII/1,2,4-triazolate/anion system: Separation of 2D isoreticular layers tuned by the terminal counteranions X (X = Cl−, Br−, I−, SCN−). Journal of Solid State Chemistry, 181, 3308–3316. DOI: 10.1016/j.jssc.2008.08.027.

    CAS  Article  Google Scholar 

  • Chen, Q., Chang, Z., Song, W. C., Song, H., Song, H. B., Hu, T. L., & Bu, X. H. (2013) A controllable gate effect in cobalt(II) organic frameworks by reversible structure transformations. Angewandte Chemie International Edition, 52, 11550–11553. DOI: 10.1002/anie.201306304.

    CAS  Article  Google Scholar 

  • De Santis, G., Fabbrizzi, L., Licchelli, M., Poggi, A., & Taglietti, A. (1996) Molecular recognition of carboxylate ions based on the metal-ligand interaction and signaled through fluorescence quenching. Angewandte Chemie International Edition, 35, 202–204. DOI: 10.1002/anie.199602021.

    Article  Google Scholar 

  • Du, M., Wang, Q., Li, C. P., Zhao, X. J., & Ribas, J. (2010) Coordination assemblies of CoII/CuII/ZnII/CdII with 2,5-bipyridyl-1,3,4-oxadiazole and dicyanamide anion: Structural diversification and properties. Crystal Growth & Design, 10, 3285–3296. DOI: 10.1021/cg100465u.

    CAS  Article  Google Scholar 

  • Du, M., Li, C. P., Liu, C. S., & Fang, S. M. (2013) Design and construction of coordination polymers with mixed-ligand synthetic strategy. Coordination Chemistry Reviews, 257, 1282–1305. DOI: 10.1016/j.ccr.2012.10.002.

    CAS  Article  Google Scholar 

  • Fang, S. M., Zhang, Q., Hu, M., Yang, X. G., Zhou, L. M., Du, M., & Liu, C. S. (2010) Regulation and properties of diversiform Cd(II) supramolecular complexes with a bulky naphthalene-based dicarboxyl tecton and different N-donor co-ligands. Crystal Growth & Design, 10, 4773–4785. DOI: 10.1021/cg100645p.

    CAS  Article  Google Scholar 

  • Feng, X., Wang, Y. Y., Hu, Y. C., Chen, S. P., Zhao, W. J., & Yang, X. W. (2012) Syntheses, structures and properties of four coordination compounds constructed from asymmetric semi-rigid V-shaped multicarboxylate ligand. Journal of Coordination Chemistry, 65, 2692–2704. DOI: 10.1080/00958972.2012.700708.

    CAS  Article  Google Scholar 

  • Guo, H. D., Qiu, D. F., Guo, X. M., Batten, S. R., & Zhang, H. J. (2009) An unusual 3D polycatenane motif generated by the 2D → 2D parallel → 3D parallel interpenetration of (4,4) sheets. CrystEngComm, 11, 2611–2614. DOI: 10.1039/b913747e.

    CAS  Article  Google Scholar 

  • Hamidipour, L., Kubicki, M., Farzaneh, F., Ghandi, M., & Maghami, M. (2013) Synthesis, characterization and crystal structure of Ni(II) coordination polymer with 1,3,5-benzenetricarboxylic acid and 2,2’-bipyridine ligands. Inorganic Chemistry Communications, 36, 227–231. DOI: 10.1016/j.inoche.2013.09.011.

    CAS  Article  Google Scholar 

  • Hua, R., Wu, X. L., Li, J. Y., Shi, L., & Luo, F. (2014) An unprecedented (3,4)-connected self-penetrating metal-organic framework. Inorganic Chemistry Communications, 39, 90–93. DOI: 10.1016/j.inoche.2013.10.034.

    CAS  Article  Google Scholar 

  • Kanoo, P., & Maji, T. K. (2010) Construction of a 2D rectangular grid and 3D diamondoid interpenetrated frameworks and their functionalities by changing the second spacers. European Journal of Inorganic Chemistry, 2010, 3762–3769. DOI: 10.1002/ejic.201000362.

    Article  Google Scholar 

  • Ke, X. J., Li, D. S., & Du, M. (2011) Design and construction of self-penetrating coordination frameworks. Inorganic Chemistry Communications, 14, 788–803. DOI: 10.1016/j.inoche.2011.03.018.

    CAS  Article  Google Scholar 

  • Kowalik-Jankowska, T., Jezierska, J., & Kuczer, M. (2010) Mono- and polynuclear copper(II) complexes with fragment of alloferons 1 and 2; combined potentiometric and spectroscopic studies. Dalton Transactions, 39, 4117–4125. DOI: 10.1039/b923491h.

    CAS  Article  Google Scholar 

  • Lan, Y. Q., Wang, X. L., Li, S. L., Su, Z. M., Shao, K. Z., & Wang, E. B. (2007) An unprecedented (6,8)-connected self-penetrating network based on two distinct zinc clusters. Chemical Communications, 2007, 4863–4865. DOI: 10.1039/b709835a.

    Article  Google Scholar 

  • Leong, W. L., & Vittal, J. J. (2011) One-dimensional coordination polymers: Complexity and diversity in structures, properties and applications. Chemical Reviews, 111, 688–764. DOI: 10.1021/cr100160e.

    CAS  Article  Google Scholar 

  • Li, X., Cao, R., Sun, D. F., Bi, W. H., & Yuan, D. Q. (2004) A novel 3-D self-penetrating topological network assembled by mixed bridging ligands. European Journal of Inorganic Chemistry, 2004, 2228–2231. DOI: 10.1002/ejic.200400044.

    Article  Google Scholar 

  • Li, D. S., Wu, Y. P., Zhang, P., Du, M., Zhao, J., Li, C. P., & Wang, Y. Y. (2010a) An unprecedented eight-connected self-penetrating coordination framework based on cage-shaped [Pb6(µ4-O)2(O2C)8] clusters. Crystal Growth & Design, 10, 2037–2040. DOI: 10.1021/cg100090h.

    CAS  Article  Google Scholar 

  • Li, J. R., Yakovenko, A. A., Lu, W. G., Timmons, D. J., Zhuang, W. J., Yuan, D. Q., & Zhou, H. C. (2010b) Ligand bridging-angle-driven assembly of molecular architectures based on quadruply bonded Mo-Mo dimmers. Journal of the American Chemical Society, 132, 17599–17610. DOI: 10.1021/ja1080794.

    CAS  Article  Google Scholar 

  • Li, X. J., Cai, Y. Z., Fang, Z. L., Wu, L. J., Wei, B., & Lin, S. (2011a) Three two-folded interpenetrating 3D metal-organic frameworks consisting of dinuclear metal units: Syntheses, structures and magnetic properties. Crystal Growth & Design, 11, 4517–4524. DOI: 10.1021/cg200730k.

    CAS  Article  Google Scholar 

  • Li, D. S., Ke, X. J., Zhao, J., Du, M., Zou, K., He, Q. F., & Li, C. (2011b) Unusual 3D ZnII coordination networks with mixed tetrahedral and square-planar building units: From 2-fold interpenetrating bbf architecture to self-penetrating 86 topological frameworks. CrystEngComm, 13, 3355–3359. DOI: 10.1039/c1ce05231d.

    CAS  Article  Google Scholar 

  • Li, L. N., Zhang, S. Q., Han, L., Sun, Z. H., Luo, J. H., & Hong, M. C. (2013a) A non-centrosymmetric dual-emissive metal-organic framework with distinct nonlinear optical and tunable photoluminescence properties. Crystal Growth & Design, 13, 106–110. DOI: 10.1021/cg301243e.

    CAS  Article  Google Scholar 

  • Li, D. S., Zhao, J., Wu, Y. P., Liu, B., Bai, L., Zou, K., & Du, M. (2013b) Co5/Co8-cluster-based coordination polymers showing high-connected self-penetrating networks: Syntheses, crystal structures and magnetic properties. Inorganic Chemistry, 52, 8091–8098. DOI: 10.1021/ic4007718.

    CAS  Article  Google Scholar 

  • Li, D. S., Wu, Y. P., Zhao, J., Zhang, J., & Lu, J. Y. (2014) Metal-organic frameworks based upon non-zeotype 4-connected topology. Coordination Chemistry Reviews, 261, 1–27. DOI: 10.1016/j.ccr.2013.11.004.

    CAS  Article  Google Scholar 

  • Lin, H. S., & Maggard, P. A. (2009) Ligand-mediated interconversion of multiply-interpenetrating frameworks in CuI/ReVII-oxide hybrids. Inorganic Chemistry, 48, 8940–8946. DOI: 10.1021/ic900735n.

    CAS  Article  Google Scholar 

  • Liu, G. X., Zhu, K., Xu, H. M., Nishihara, S., Huang, R. Y., & Ren, X. M. (2009) Construction of hybrid d10 metal-organic frameworks by flexible aromatic dicarboxylate and N-donor ligands: Syntheses, structures and physical properties. CrystEngComm, 11, 2784–2796. DOI: 10.1039/b916280c.

    CAS  Article  Google Scholar 

  • Liu, C. S., Yang, X. G., Hu, M., Du, M., & Fang, S. M. (2012) A structural paradigm for 3-periodic semiregular (46.69)-hxg net with high-symmetry hexagonal geometry, constructed from the linear [Cd2NaO6(H2O)6] SBUs and a flexible 6,6′-dithiodinicotinate linker. Chemical Communications, 48, 7459–7461. DOI: 10.1039/c2cc31905e.

    CAS  Article  Google Scholar 

  • Luo, W., Meng, X. G., Cheng, G. Z., & Ji, Z. P. (2009) Synthesis, characterization and bioactivity of two novel trinuclear Cu(II)/Ni(II) complexes with pentadentate ligand N-2-methyl-acryloyl-salicylhydrazide. Inorganica Chimica Acta, 362, 551–555. DOI: 10.1016/j.ica.2008.05.007.

    CAS  Article  Google Scholar 

  • Martin, D. P., Staples, R. J., & LaDuca, R. L. (2008) A chiral self-catenated dual-ligand coordination polymer constructed from three distinct interwoven helical motifs interconnected by one-dimensional chains. Inorganic Chemistry, 47, 9754–9756. DOI: 10.1021/ic801471e.

    CAS  Article  Google Scholar 

  • McGarrah, J. E., Kim, Y. J., Hissler, M., & Eisenberg, R., (2001) Toward a molecular photochemical device: A triad for photoinduced charge separation based on a platinum di-imine bis(acetylide) chromophore. Inorganic Chemistry, 40, 4510–4511. DOI: 10.1021/ic015559u.

    CAS  Article  Google Scholar 

  • Miao, Y. L., Liu, J. L., Lin, Z. J., Ou, Y. C., Leng, J. D., & Tong, M. L. (2010) Synthesis, structures, adsorption behaviour and magnetic properties of a new family of polynuclear iron clusters. Dalton Transactions, 39, 4893–4902. DOI: 10.1039/c000126k.

    CAS  Article  Google Scholar 

  • Niu, D., Yang, J., Guo, J., Kan, W. Q., Song, S. Y., Du, P., Ma, J. F. (2012) Syntheses, structures and photoluminescent properties of 12 new metal-organic frameworks constructed by a flexible dicarboxylate and various N-donor ligands. Crystal Growth & Design, 12, 2397–2410. DOI: 10.1021/cg3000526.

    CAS  Article  Google Scholar 

  • Qi, Y., Che, Y. X., Zheng, J. M. (2008) Self-penetrating and interpenetrating 3D metal-organic frameworks constructed from the rigid 1,4-bis(1-imidazolyl)-benzene ligand and aromatic carboxylate. Crystal Growth & Design, 8, 3602–3608. DOI: 10.1021/cg800087q.

    CAS  Article  Google Scholar 

  • Sasa, M., Tanaka, K., Bu, X. H., Shiro, M., & Shionoya, M. (2001) Spontaneously resolved chiral interpenetrating 3-D nets with two different zinc coordination polymers. Journal of the American Chemical Society, 123, 10750–10751. DOI: 10.1021/ja0116324.

    CAS  Article  Google Scholar 

  • Su, S. Q., Guo, Z. Y., Li, G. H., Deng, R. P., Song, S. Y., Qin, C., Pan, C. L., Guo, H. D., Cao, F., Wang, S., & Zhang, H. J. (2010) Tetracarboxylate-based Co(II), Ni(II) and Cu(II) three-dimensional coordination polymers: Syntheses, structures and magnetic properties. Dalton Transactions, 39, 9123–9130. DOI: 10.1039/c001655a.

    CAS  Article  Google Scholar 

  • Sun, L. X., Qi, Y., Che, Y. X., Batten, S. R., & Zheng, J. M. (2009) Three unprecedented entangled metal-organic frameworks: Self-penetration and hydrothermal in situ ligand formation. Crystal Growth & Design, 9, 2995–2998. DOI: 10.1021/cg9002719.

    CAS  Article  Google Scholar 

  • Wang, X. L., Qin, C., Wang, E. B., Li, Y. G., & Su, Z. M. (2005) An unprecedented fivefold interpenetrated lvt network containing the exceptional racemic motifs originated from nine interwoven helices. Chemical Communications, 2005, 5450–5452. DOI: 10.1039/b510089e.

    Article  Google Scholar 

  • Wang, H. L., Zhang, D. P., Sun, D. F., Chen, Y. T., Zhang, L. F., Tian, L. J., Jiang, J. Z., & Ni, Z. H. (2009) Co(II) metal-organic frameworks (MOFs) assembled from asymmetric semirigid multicarboxylate ligands: Synthesis, crystal structures and magnetic properties. Crystal Growth & Design, 9, 5273–5282. DOI: 10.1021/cg900788h.

    CAS  Article  Google Scholar 

  • Wang, H. L., Wang, K., Sun, D. F., Ni, Z. H., & Jiang, J. Z. (2011a) Synthesis, crystal structures and luminescent properties of Cd(II) coordination polymers assembled from asymmetric semi-rigid V-shaped multicarboxylate ligands. CrystEngComm, 13, 279–286. DOI: 10.1039/c0ce00098a.

    CAS  Article  Google Scholar 

  • Wang, C. J., Yue, K. F., Tu, Z. X., Xu, L. L., Liu, Y. L., & Wang, Y. Y. (2011b) Syntheses, crystal structures and properties of a series of coordination polymers based on 2-(n-pyridyl)benzimidazole ligands (n =3, 4). Crystal Growth & Design, 11, 2897–2904. DOI: 10.1021/cg2000552.

    CAS  Article  Google Scholar 

  • Wen, L. L., Lu, Z. D., Lin, J. G., Tian, Z. F., Zhu, H. Z., & Meng, Q. J. (2007) Syntheses, structures and physical properties of three novel metal-organic frameworks constructed from aromatic polycarboxylate acids and flexible imidazole-based synthons. Crystal Growth & Design, 7, 93–99. DOI: 10.1021/cg0604982.

    CAS  Article  Google Scholar 

  • Wu, Q. R., Chen, X. L., Hu, H. M., Qin, T., Fu, F., Zhang, B., Wu, X. L., Yang, M. L., Xue, G. L., & Xu, L. F. (2008) Assembly of a novel Ag(I) supramolecular architecture constructed from flexible ligand containing asymmetrical tricarboxylate. Inorganic Chemistry Communications, 11, 28–32. DOI: 10.1016/j.inoche.2007.10.007.

    CAS  Article  Google Scholar 

  • Wu, Z., Sun, W. J., Chai, Y. Zhao, W. J., Wu, H., Shi, T., & Yang, X. W. (2014) A series of coordination polymers based on a new 2′,5′-dimethyl-1,1′:4′,1″-terphenyl-3,3″-dicarboxylic acid ligand: Structures, luminescence and magnetic properties. CrystEngComm, 16, 406–414. DOI: 10.1039/c3ce41971a.

    CAS  Article  Google Scholar 

  • Yadavi, M., Badiei, A., Ziarani, G. M., & Abbasi, A. (2013) Synthesis of novel fluorene-functionalised nanoporous silica and its luminescence behaviour in acidic media. Chemical Papers, 67, 751–758. DOI: 10.2478/s11696-013-0357-1.

    CAS  Article  Google Scholar 

  • Yaghi, O. M., O’Keeffe, M., Ockwig, N. W., Chae, H. K., Eddaoudi, M., & Kim, J. (2003) Reticular synthesis and the design of new materials. Nature, 423, 705–714. DOI: 10.1038/nature01650.

    CAS  Article  Google Scholar 

  • Yang, J., Ma, J. F., Liu, Y. Y., & Batten, S. R. (2009) Four-, and six-connected entangled frameworks based on flexible bis(imidazole) ligands and long dicarboxylate anions. CrystEngComm, 11, 151–159. DOI: 10.1039/b816356c.

    CAS  Article  Google Scholar 

  • Yang, J., Liu, J. L., Wang, X., Chi, X. L., Zhang, J. L., Zhang, H. Y., Xiao, D. R., & Luo, Q. L. (2013) An unusual 3D 8-connected entangled coordination network with coexistence of self-threading, polythreading and interpenetration. CrystEngComm, 15, 10435–10439. DOI: 10.1039/c3ce41727a.

    CAS  Article  Google Scholar 

  • Zhang, X. M., Tong, M. L., Gong, M. L., & Chen, X. M. (2003) Supramolecular organisation of polymeric coordination chains into a three-dimensional network with nanosized channels that clathrate large organic molecules. European Journal of Inorganic Chemistry, 2003, 138–142. DOI: 10.1002/ejic.200390014.

    Article  Google Scholar 

  • Zhang, X. D., Li, Y. M., Pang, J. D., & Ju, Z. F. (2013) A high-connected self-penetrating network supported by pentanuclear cobalt(II) secondary building units. Inorganic Chemistry Communications, 38, 92–95. DOI: 10.1016/j.inoche.2013.10.025.

    Article  Google Scholar 

  • Zheng, S. T., & Yang, G. Y. (2010) The first polyoxometalate-templated four-fold interpenetrated coordination polymer with new topology and ferroelectricity. Dalton Transactions, 39, 700–703. DOI: 10.1039/b916462f.

    CAS  Article  Google Scholar 

  • Zhu, B. Y., Zhang, X. L., Guo, F., & Liu, X. H. (2012) Synthesis and characterization of four coordination polymers constructed with d10 metals and mixed flexible ligands under solvothermal conditions. Inorganica Chimica Acta, 391, 58–65. DOI: 10.1016/j.ica.2012.04.044.

    CAS  Article  Google Scholar 

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Authors and Affiliations

  1. Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, Shaanxi Key Laboratory of Physico-Inorganic Chemistry, College of Chemistry and Materials Science, Northwest University, Xi’an, 710069, China

    He Wu, Wu-Juan Sun, Ting Shi, Xu-Zhao Liao & Xu-Wu Yang

  2. Department of Biochemical Engineering, Xianyang Vocational Technical college, Xianyang, 712000, China

    Wen-Jie Zhao

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  1. He Wu
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  2. Wu-Juan Sun
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  3. Wen-Jie Zhao
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Wu, H., Sun, WJ., Zhao, WJ. et al. Self-penetrating and interpenetrating 3D metal-organic frameworks constructed from 4-(4-carboxyphenoxy)-phthalic acid and N-donor auxiliary ligands. Chem. Pap. 69, 300–308 (2015). https://doi.org/10.1515/chempap-2015-0006

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Keywords

  • entangled structure
  • X-ray diffraction
  • luminescence
  • thermal analysis