Citation: De-Yi ZHANG, Guo-Hui KANG, Rong LIANG, Shao-Bin MIAO, Chun-Ying XU, Bao-Ming JI. A New 3D Supramolecular Complex (Dimethylammonium 4, 4΄-([2, 2΄-Bipyrimidine]-5, 5΄-diyl)bis(2-hydroxybenzoate) Dihydrate): Synthesis, Structure =and Luminescent Property[J]. Chinese Journal of Structural Chemistry, ;2021, 40(7): 955-961. doi: 10.14102/j.cnki.0254–5861.2011–3058 shu

A New 3D Supramolecular Complex (Dimethylammonium 4, 4΄-([2, 2΄-Bipyrimidine]-5, 5΄-diyl)bis(2-hydroxybenzoate) Dihydrate): Synthesis, Structure =and Luminescent Property

  • Corresponding author: Bao-Ming JI, lyhxxjbm@126.com
  • Received Date: 7 December 2020
    Accepted Date: 4 February 2021

    Fund Project: the National Natural Science Foundation of China 21372112

Figures(7)

  • A new 3D supramolecular complex, namely dimethylammonium 4, 4΄-([2, 2΄-bipyrimidine]-5, 5΄-diyl)bis(2-hydroxybenzoate) dihydrate, has been synthesized by the reaction of 4, 4΄-([2, 2΄-bipyrimidine]-5, 5΄-diyl)bis(2-hydroxybenzoic acid) with aqueous dimethylamine solution and characterized by single-crystal X-ray diffraction, 1H NMR spectroscopy and elemental analysis. It belongs to triclinic system, space groupP\begin{document}$ \overline 1 $\end{document} with a = 6.5539(4), b = 9.4977(6), c = 12.1407(8) Å, α = 72.299(6), β = 89.160(5), γ = 70.797(8)°, V = 676.52(8) Å3, Z = 1, Mr = 556.57, µ = 0.103 mm-1, Dc = 1.366 g/cm3, F(000) = 294, the final R =0.0828 and wR = 0.2083 for 1934 observed reflections with I > 2σ(I). The 4, 4΄-([2, 2΄-bipyrimidine]-5, 5΄-diyl)bis(2-hydroxybenzoic acid) dianion, dimethylammonium cation, and water molecule are interconnected by O−H∙∙∙O, N−H∙∙∙N, and N−H∙∙∙O hydrogen bonds, forming a two-dimensional (2D) layer. Two adjacent 2D layers are further stacked into a three-dimensional supramolecular structure through O−H∙∙∙O hydrogen bonds. In addition, the luminescent property of this supramolecular complex has also been investigated.
  • 加载中
    1. [1]

      Li, H. L.; Eddaoudi, M.; O΄Keeffe, M.; Yaghi, O. M. Design and synthesis of an exceptionally stable and highly porous metal-organic framework. Nature 1999, 402, 276–279.  doi: 10.1038/46248

    2. [2]

      Christian, S.; Franck, M.; Christelle, T.; Marc, N.; Gérard, M.; Daniel, L.; Gérard, F. Very large breathing effect in the first nanoporous chromium(III)-based solids: MIL-53 or CrIII(OH)·{O2C-C6H4-CO2}·{HO2C-C6H4-CO2H}x·H2Oy. J. Am. Chem. Soc. 2002, 124, 13519–13526.  doi: 10.1021/ja0276974

    3. [3]

      Panda, T.; Kundu, T.; Banerjee, R. Structural isomerism leading to variable proton conductivity in indium(iii) isophthalic acid based frameworks. Chem. Commun. 2013, 49, 6197–6199.  doi: 10.1039/c3cc41939h

    4. [4]

      Chen, B. L.; Eddaoudi, M.; Hyde, S. T.; O΄Keeffe, M.; Yaghi, O. M. Interwoven metal-organic framework on a periodic minimal surface with extra-large pores. Science 2001, 291, 1021–1023.  doi: 10.1126/science.1056598

    5. [5]

      Yaghi, O. M.; Li, G. M.; Li, H. L. Selective binding and removal of guests in a microporous metal-organic framework. Nature 1995, 378, 703–706.  doi: 10.1038/378703a0

    6. [6]

      Cao, R.; Sun, D. F.; Liang, Y. C.; Hong, M. C.; Tatsumi, K.; Shi, Q. Syntheses and characterizations of three-dimensional channel-like polymeric lanthanide complexes constructed by 1, 2, 4, 5-benzene tetracarboxylic acid. Inorg. Chem. 2002, 41, 20872094.  doi: 10.1021/ic0110124

    7. [7]

      Lahoud, M. G.; Frem, R. C. G.; Marques, L. F.; Arroyos, G.; Brandão, P.; Ferreira, R. A. S.; Carlos, L. D. A novel near monochromatic red emissive europium(III) metal-organic framework based on 1, 2, 4, 5-benzenetetracarboxylate: from synthesis to photoluminescence studies. J. Solid State Chem. 2017, 253, 176183.  doi: 10.1016/j.jssc.2017.05.041

    8. [8]

      Ji, B. M.; Deng, D. S.; He, X.; Liu, B.; Miao, S. B.; Ma, N.; Wang, W. Z.; Ji, L. G.; Liu, P. Syntheses, structures, luminescence, and magnetic properties of one-dimensional lanthanide coordination polymers with a rigid 2, 2΄-bipyridine-3, 3΄, 6, 6΄-tetracarboxylic acid ligand. Inorg. Chem. 2012, 51, 2170−2177.  doi: 10.1021/ic202063h

    9. [9]

      Furukawa, H.; Ko, N.; Go, Y. B.; Aratani, N.; Choi, S. B.; Choi, E.; Yazaydin, A. Ö.; Snurr, R. Q.; O΄Keeffe, M.; Kim, J.; Yaghi, O. M. Ultrahigh porosity in metal-organic frameworks. Science 2010, 324, 424–428.

    10. [10]

      Li, P. H.; Li, P.; Ryder, M. R.; Liu, Z. C.; Stern, C. L.; Farha, O. K. Stoddart, J. F. Interpenetration isomerism in triptycene-based hydrogen-bonded organic frameworks. Angew. Chem. Int. Ed. 2019, 58, 1664–1669.  doi: 10.1002/anie.201811263

    11. [11]

      Hu, F. L.; Liu, C. P.; Wu, M. Y.; Pang, J. D.; Jiang, F. L.; Yuan, D. Q.; Hong, M. C. An ultrastable and easily regenerated hydrogen-bonded organic molecular framework with permanent porosity. Angew. Chem. Int. Ed. 2017, 56, 2101–2104.  doi: 10.1002/anie.201610901

    12. [12]

      Hisaki, I.; Ikenaka, N.; Tohnai, N.; Miyata, M. Polymorphs of layered assemblies of hydrogen-bonded hexagonal networks caused by conformational frustration. Chem. Commun. 2016, 52, 300–303.  doi: 10.1039/C5CC07690K

    13. [13]

      Hisaki, I.; Suzuki, Y.; Gomez, E.; Ji, Q.; Tohnai, N.; Nakamura, T.; Douhal, A. Acid responsive hydrogen-bonded organic frameworks. J. Am. Chem. Soc. 2019, 141, 21112121.  doi: 10.1021/jacs.8b12124

    14. [14]

      Ji, B. M.; Deng, D. S.; Lan, H. H.; Du, C. X.; Pan, S. L.; Liu, B. A novel 3D porous Cu(II)-based metal-organic framework built from H4hbpdc ligand: synthesis, structure, and magnetic characterization (H4hbpdc = 3, 3΄-dihydroxy-2, 2΄-bipyridine-6, 6΄-dicarboxylic). Cryst. Growth Des. 2010, 10, 28512853.  doi: 10.1021/cg1001573

    15. [15]

      Luebke, R.; Belmabkhout, Y.; Weseliński, Ł. J.; Cairns, A. J.; Alkordi, M.; Norton, G.; Wojtas, Ł.; Adila, K.; Eddaoudi, M. Versatile rare earth hexanuclear clusters for the design and synthesis of highly-connected ftw-MOFs. Chem. Sci. 2015, 6, 40954102.  doi: 10.1039/C5SC00614G

    16. [16]

      Stylianou, K. C.; Heck, R.; Chong, S. Y.; Bacsa, J.; Jones, J. T. A.; Khimyak, Y. Z.; Bradshaw, D.; Rosseinsky, M. J. A guest-responsive fluorescent 3D microporous metal-organic framework derived from a long-lifetime pyrene core. J. Am. Chem. Soc. 2010, 132, 41194130.  doi: 10.1021/ja906041f

    17. [17]

      Bloch, E. D.; Britt, D.; Lee, C.; Doonan, C. J.; Uribe-Romo, F. J.; Furukawa, H.; Long, J. R.; Yaghi, O. M. Metal insertion in a microporous metal-organic framework lined with 2, 2΄-bipyridine. J. Am. Chem. Soc. 2010, 132, 1438214384.  doi: 10.1021/ja106935d

    18. [18]

      Song, F. J.; Wang, C.; Falkowski, J. M.; Ma, L. Q.; Lin, W. B. Isoreticular chiral metal-organic frameworks for asymmetric alkene epoxidation: tuning catalytic activity by controlling framework catenation and varying open channel sizes. J. Am. Chem. Soc. 2010, 132, 1539015398.  doi: 10.1021/ja1069773

    19. [19]

      Yin, Q.; Zhao, P.; Sa, R. J.; Chen, G. C.; Lü, J.; Liu, T. F.; Cao, R. An ultra-robust and crystalline redeemable hydrogen-bonded organic framework for synergistic chemo-photodynamic therapy. Angew. Chem. Int. Ed. 2018, 57, 7691–7696.  doi: 10.1002/anie.201800354

    20. [20]

      Bian, L. F.; Shi, H. F.; Wang, X.; Ling, K.; Ma, H. L.; Li, M. P.; Cheng, Z. C.; Ma, C. Q.; Cai, S. Z.; Wu, Q.; Gan, N.; Xu, X. F.; An, Z. F.; Huang, W. Simultaneously enhancing efficiency and lifetime of ultralong organic phosphorescence materials by molecular self-assembly. J. Am. Chem. Soc. 2018, 140, 1073410739.  doi: 10.1021/jacs.8b03867

    21. [21]

      Ziessel, R.; Stroh, C. Segmented multitopic ligands constructed from bipyrimidine phenanthroline, and terpyridine modules. Tetrahedron Lett. 2004, 45, 40514055.  doi: 10.1016/j.tetlet.2004.03.147

    22. [22]

      Sheldrick, G. M. SHELXS-97. Program for the Solution of Crystal Structures. University of Göttingen: Germany 1997.

    23. [23]

      Sheldrick, G. M. SHELXL-97. Program for the Refinement of Crystal Structures. University of Göttingen: Germany 1997.

  • 加载中
    1. [1]

      Lu LIUHuijie WANGHaitong WANGYing 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

    2. [2]

      Chao LIUJiang WUZhaolei 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]

      Kaimin WANGXiong GUNa DENGHongmei YUYanqin YEYulu 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

    4. [4]

      Meirong HANXiaoyang WEISisi FENGYuting 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

    5. [5]

      Xiumei LIYanju HUANGBo LIUYaru 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

    6. [6]

      Xiaoxia WANGYa'nan GUOFeng SUChun HANLong 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

    7. [7]

      Huan ZHANGJijiang WANGGuang FANLong TANGErlin YUEChao BAIXiao WANGYuqi 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

    8. [8]

      Ruikui YANXiaoli CHENMiao CAIJing RENHuali CUIHua YANGJijiang 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

    9. [9]

      Shuyan ZHAO . Field-induced Co single-ion magnet with pentagonal bipyramidal configuration. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1583-1591. doi: 10.11862/CJIC.20240231

    10. [10]

      Yingchun ZHANGYiwei SHIRuijie YANGXin WANGZhiguo SONGMin WANG . Dual ligands manganese complexes based on benzene sulfonic acid and 2, 2′-bipyridine: Structure and catalytic properties and mechanism in Mannich reaction. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1501-1510. doi: 10.11862/CJIC.20240078

    11. [11]

      Xinting XIONGZhiqiang XIONGPanlei XIAOXuliang NIEXiuying SONGXiuguang YI . Synthesis, crystal structures, Hirshfeld surface analysis, and antifungal activity of two complexes Na(Ⅰ)/Cd(Ⅱ) assembled by 5-bromo-2-hydroxybenzoic acid ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1661-1670. doi: 10.11862/CJIC.20240145

    12. [12]

      Xiaoling LUOPintian ZOUXiaoyan WANGZheng LIUXiangfei KONGQun TANGSheng WANG . Synthesis, crystal structures, and properties of lanthanide metal-organic frameworks based on 2, 5-dibromoterephthalic acid ligand. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1143-1150. doi: 10.11862/CJIC.20230271

    13. [13]

      Xin MAYa SUNNa SUNQian KANGJiajia ZHANGRuitao ZHUXiaoli GAO . A Tb2 complex based on polydentate Schiff base: Crystal structure, fluorescence properties, and biological activity. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1347-1356. doi: 10.11862/CJIC.20230357

    14. [14]

      Zhenghua ZHAOQin ZHANGYufeng LIUZifa SHIJinzhong 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

    15. [15]

      Weizhong LINGXiangyun CHENWenjing LIUYingkai HUANGYu 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

    16. [16]

      Xiaowei TANGShiquan XIAOJingwen SUNYu ZHUXiaoting CHENHaiyan 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

    17. [17]

      Liang Ma Zhou Li Zhiqiang Jiang Xiaofeng Wu Shixin Chang Sónia A. C. Carabineiro Kangle Lv . Effect of precursors on the structure and photocatalytic performance of g-C3N4 for NO oxidation and CO2 reduction. Chinese Journal of Structural Chemistry, 2024, 43(11): 100416-100416. doi: 10.1016/j.cjsc.2023.100416

    18. [18]

      Ya-Nan YangZi-Sheng LiSourav MondalLei QiaoCui-Cui WangWen-Juan TianZhong-Ming SunJohn E. McGrady . Metal-metal bonds in Zintl clusters: Synthesis, structure and bonding in [Fe2Sn4Bi8]3– and [Cr2Sb12]3–. Chinese Chemical Letters, 2024, 35(8): 109048-. doi: 10.1016/j.cclet.2023.109048

    19. [19]

      Luyan ShiKe ZhuYuting YangQinrui LiangQimin PengShuqing ZhouTayirjan Taylor IsimjanXiulin Yang . Phytic acid-derivative Co2B-CoPOx coralloidal structure with delicate boron vacancy for enhanced hydrogen generation from sodium borohydride. Chinese Chemical Letters, 2024, 35(4): 109222-. doi: 10.1016/j.cclet.2023.109222

    20. [20]

      Dong-Xue Jiao Hui-Li Zhang Chao He Si-Yu Chen Ke Wang Xiao-Han Zhang Li Wei Qi Wei . Layered (C5H6ON)2[Sb2O(C2O4)3] with a large birefringence derived from the uniform arrangement of π-conjugated units. Chinese Journal of Structural Chemistry, 2024, 43(6): 100304-100304. doi: 10.1016/j.cjsc.2024.100304

Metrics
  • PDF Downloads(1)
  • Abstract views(185)
  • HTML views(2)

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

  1. 本站搜索
  2. 百度学术搜索
  3. 万方数据库搜索
  4. CNKI搜索
Address:Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888
Powered By info@rhhz.net

/

DownLoad:  Full-Size Img  PowerPoint
Return