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Hydrogen Bonding Assembled 3D Supramolecular Structures Formed by 5-Amino-2,4,6-triiodoisophthalic Acid and N-Heterocyclic Aromatic Ligands

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Abstract

Three salts constructed by 5-amino-2,4,6-triiodoisophthalic acid(ATIPA) with N-heterocycles aromatic coformers such as pyridine tetrazolium, tetramethylpyrazine and cyanuric acid were synthesized by slowing evapora-tion of solvent. X-Ray single crystal analysis shows that hydrogen protons of the carboxyl groups transfer to nitrogen atoms of the N-heterocyclic coformers to form N-H … O hydrogen bonds in all the three compounds. A huge amount of H-bonds play significant role in the construction of these compounds and all of them generate 3D structures through strong O-H … N, O-H … O, N-H … O and weak C-H … O hydrogen bonds. Moreover, solvent water molecules are indispensable in the formation of compounds 1 and 3, which constitutes different supramolecular synthons to bridge individual molecules and chains to form stable structures. In addition, these crystal structures were further characterized by thermogravimetric analysis and infrared spectroscopy.

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References

  1. Ma X., Zhao Y. L., Chem. Rev., 2015, 115(15), 7794

    Article  CAS  Google Scholar 

  2. Lehn J. M., Chem. Soc. Rev., 2007, 36, 151

    Article  CAS  PubMed  Google Scholar 

  3. Liu C. Z., Koppireddi S., Wang H., Zhang D. W., Li Z. T., Angew.Chem. Int. Ed., 2019, 58, 226

    Article  CAS  Google Scholar 

  4. Chen D. P., Luo R., Li M. Y., Wen M. Q., Li Y., Chen C., Zhang N., Chem. Commun., 2017, 53, 10930

    Article  CAS  Google Scholar 

  5. Wang L., Hu Y. J., Xu W. Y., Pang Y. Y., Liu F. Q., Yang Y., RSC Adv., 2014, 4, 56816

    Article  CAS  Google Scholar 

  6. Xiao Z. Y., Wang W. Q., Xue R. Y., Zhao L., Wang L., Zhang Y. H., Sci. China Chem., 2014, 57, 1731

    Article  CAS  Google Scholar 

  7. Wen X. H., Jin X. N., Lv. C. C., Jin S. E., Zheng X. Q., Liu B., Wang D. Q., J. Mol. Struct., 2017, 1139, 87

    Article  CAS  Google Scholar 

  8. Metrangolo P., Neukirch H., Pilati T., Resnati G., Acc. Chem. Res., 2005, 38(5), 386

    Article  CAS  Google Scholar 

  9. Britz D. A., Khlobystov A. N., Chem. Soc. Rev., 2006, 35, 637

    Article  CAS  PubMed  Google Scholar 

  10. Wang X. P., Zhang K., Geng Y. L., Sun Y. X., Chen F. S., Wang L., J. Mol. Struct., 2018, 1165, 106

    Article  CAS  Google Scholar 

  11. Dai X. L., Chen J. M., Lu T. B., Cryst. Eng. Comm., 2018, 20, 5292

    Article  CAS  Google Scholar 

  12. Karimi-Jafari M., Padrela L., Walker G. M., Croker D. M., Cryst. Growth Des., 2018, 18(10), 6370

    Article  CAS  Google Scholar 

  13. Da Silva C. C., Martins F. T., J. Mol. Struct., 2019, 1181, 157

    Article  CAS  Google Scholar 

  14. Arunan E., Desiraju G. R., Klein R. A., Sadlej J., Scheiner S., Alkorta I., Clary D. C., Crabtree R. H., Dhannenberg J. J., Hobza P., Kjaer-gaard H. G., Legon A. C., Mennucci B., Nesbitt D. J., Pure Appl. Chem., 2011, 83, 1619

    Article  CAS  Google Scholar 

  15. Desiraju G. R., Angew. Chem. Int. Ed., 2011, 50, 52

    Article  CAS  Google Scholar 

  16. Tan H. W., Qu W. W., Chen G. J., Liu R. Z., J. Phys. Chem. A, 2005, 109, 6303

    Article  CAS  PubMed  Google Scholar 

  17. Dong L. F., Jin S. W., Wang Y. N., Xie X. X., Liu B., Wang D. Q., J. Mol. Struct., 2017, 1146, 837

    Article  CAS  Google Scholar 

  18. Dobrowolska W. S., Bator G., Sobczyk L., Grech E., Scheibe J. N., Pawlukojć A., Wuttke J., J. Mol. Struct., 2010, 975, 298

    Article  CAS  Google Scholar 

  19. Shattock T. R., Arora K. K., Vishweshwar P., Zaworotko M. J., Cryst. Growth Des., 2008, 8(12), 4533

    Article  CAS  Google Scholar 

  20. Gopi S. P., Banik M., Desiraju G. R., Cryst. Growth Des., 2017, 17(1), 308

    Article  CAS  Google Scholar 

  21. Sreekanth B. R., Vishweshwar P., Vyas K., Chem. Commun., 2007, 23, 2375

    Article  CAS  Google Scholar 

  22. Lin Z. H., Hu K. K., Jin S. W., Ding A. H., Wang Y. N., Dong L. F., Gao X. J., Wang D. Q., J. Mol. Struct., 2017, 1146, 577

    Article  CAS  Google Scholar 

  23. Aakeröy C. B., Welideniya D., Desper J., Cryst. Eng. Comm., 2017, 19(1), 11

    Article  CAS  Google Scholar 

  24. Szell P. M. J., Gabidullin B., Bryce D. L., Acta Cryst., 2017, B73, 153

    Google Scholar 

  25. Beck T., Sheldrick G. M., Acta Cryst., 2008, E64, 1286

    Google Scholar 

  26. Zhang K. L., Zhang J. B., Ng S. W., Acta Cryst., 2011, E67, 793

    Google Scholar 

  27. Zhang K. L., Diao G. W., Ng S. W., Acta Cryst., 2010, E66, o3165

    Google Scholar 

  28. Xing P. Q., Li Q. Y., Li Y. Y., Wang K. P., Zhang Q., Wang L., J. Mol. Struct., 2017, 1136, 59

    Article  CAS  Google Scholar 

  29. Banik M., Gopi S. P., Ganguly S., Desiraju G. R., Cryst. Growth Des., 2016, 16(9), 5418

    Article  CAS  Google Scholar 

  30. Gao X. J., Li X. L., Jin S. W., Hu K. K., Guo J. Z., Guo M., Xu W. Q., Wang D. Q., J. Mol. Struct., 2018, 1155, 39

    Article  CAS  Google Scholar 

  31. Wang L., Xue R. Y., Li Y. X., Zhao Y. R., Liu F. Q., Huang K. K., Cryst. Eng. Comm., 2014, 16(30), 7074

    Article  Google Scholar 

  32. Chen C., Zhang K., Sun Y. X., Xiang S. G., Geng Y. L., Liu K., Wang L., J. Mol. Struct., 2018, 1170, 60

    Article  CAS  Google Scholar 

  33. Darious R. S., Muthiah P. T., Perdih F., Acta Cryst., 2017, C73, 743

    Google Scholar 

  34. Sheldrick G. M., SHELXL-97, University of Göttingen, Göttingen, 1997

    Google Scholar 

  35. Dolomanov O. V., Bourhis L. J., Gildea R. J., Howard J. A. K., Puschmann H., J. Appl. Crystallogr., 2009, 42, 339

    Article  CAS  Google Scholar 

Download references

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Authors and Affiliations

  1. Key Laboratory of Eco-chemical Engineering, Ministry of Education, Taishan Scholar Advantage and Characteristic Discipline Team of Eco Chemical Process and Technology, Laboratory of Inorganic Synthesis and Applied Chemistry, College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, Qingdao, 266042, P. R. China

    Wenli Yu, Mingjuan Zhang, Kang Liu, Yu Yang & Lei Wang

Authors
  1. Wenli Yu
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  2. Mingjuan Zhang
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  3. Kang Liu
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  4. Yu Yang
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  5. Lei Wang
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Corresponding author

Correspondence to Lei Wang.

Additional information

Supported by the National Natural Science Foundation of China(Nos.51772162, 21571112, 51572136 and 21601103), the Scientific and Technical Development Project of Qingdao, China(No.17-1-1-78-jch) and the Taishan Scholars Program, Shangdong Province, China.

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Yu, W., Zhang, M., Liu, K. et al. Hydrogen Bonding Assembled 3D Supramolecular Structures Formed by 5-Amino-2,4,6-triiodoisophthalic Acid and N-Heterocyclic Aromatic Ligands. Chem. Res. Chin. Univ. 35, 806–811 (2019). https://doi.org/10.1007/s40242-019-9116-3

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  • DOI: https://doi.org/10.1007/s40242-019-9116-3

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