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Two Novel Salts of Tris(hydroxymethyl)aminomethane (THAM): Synthesis, Crystal Structure, Thermal and Hirshfeld Surfaces Analysis

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Abstract

The crystals of two organic salts of tris(hydroxymethyl)aminomethane (THAM) with p-hydroxybenzoic acid (PHBA) and salicylic acid (SA) were obtained. Their crystal structures were characterized by single-crystal X-ray diffraction, IR spectra, differential scanning calorimetry, thermogravimetric analyses and hot stage microscopy. Wherein, 1 forms a 1:1 (THAM:PHBA) salt, and 2 forms a 2:2:1 (THAM:SA:H2O) salt. The structure determination shows that the two salts are all primarily stabilized by strong O···H hydrogen bonds interaction between THAM and the two acids. The Hirshfeld surfaces and fingerprint plots of the reported salts were prepared and analyzed and reveal that the structures are stabilized by O···H, H···H, C···H, O···O and O···C intermolecular interactions.

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The paper is about synthesis, crystal structure, thermal and Hirshfeld surfaces analysis of two THAM salts.

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References

  1. Gu L, Huynh O, Becker A, Peters S, Nguyen H, Chu N (1987) Drug Dev Ind Pharm 13:437–448

    Article  CAS  Google Scholar 

  2. Schultheiss N, Newman A (2009) Cryst Growth Des 9(6):2950–2967

    Article  CAS  Google Scholar 

  3. Aakeröy CB, Fasulo ME, Desper J (2007) Mol Pharm 4(3):317–322

    Article  Google Scholar 

  4. Childs SL, Stahly GP, Park A (2007) Mol Pharm 4(3):323–338

    Article  CAS  Google Scholar 

  5. Luo YH, Ma YT, Bao QQ, Sun BW (2012) J Chem Crystallogr 42:628–632

    Article  CAS  Google Scholar 

  6. McNamara DP, Childs SL, Giordano J, Iarriccio A, Cassidy J, Shet MS, Mannion R, O’Donnell E, Park A (2006) Pharm Res 23(8):1888–1897

    Article  CAS  Google Scholar 

  7. Trask AV, Motherwell WDS, Jones W (2006) Int J Pharm 320(1–2):114–123

    Article  CAS  Google Scholar 

  8. Sun CC, Hou H (2008) Cryst Growth Des 8(5):1575–1579

    Article  CAS  Google Scholar 

  9. Luo YH, Zhang CG, Xu B, Sun BW (2012) Cryst Eng Comm 14(20):6860–6868

    Article  CAS  Google Scholar 

  10. Viertelhaus M, Hilfiker R, Blatter F (2009) Cryst Growth Des 9(5):2220–2228

    Article  CAS  Google Scholar 

  11. Burns JR, Gauthier JF, Finlayson B (1984) J Urol 131(4):708–711

    CAS  Google Scholar 

  12. Arieff AI (1991) Br J Anaesth 67:165–177

    Article  CAS  Google Scholar 

  13. Capan L, Nahas GG, Manne J, Sutin KM, Fermon C, Streat S, Wiklund L (1998) Drugs 55:191–224

    Article  Google Scholar 

  14. Luchsinger PC (1961) Ann N Y Acad Sci 92:743–750

    Article  CAS  Google Scholar 

  15. Spackman MA, Jayatilaka D (2009) Cryst Eng Comm 11:19–32

    Article  CAS  Google Scholar 

  16. McKinnon JJ, Jayatilaka D and Spackman MA (2007) Chem Commun (37):3814–3816

  17. Rohl AL, Moret M, Kaminsky W, Claborn K, McKinnon JJ, Kahr B (2008) Cryst Growth Des 8:12

    Article  Google Scholar 

  18. Sheldrick GM (1997) SHELXS97: programs for crystal structure analysis. University of Göttingen, Göttingen

    Google Scholar 

  19. Brandenburg K (2006) DIAMOND: crystal and molecular structure visualization, version 3.1b, Crystal Impact GbR, Bonn

  20. Mercury 2.3 (2003–2004) Supplied with Cambridge Structural Database, CCDC, Cambridge, UK

  21. McKinnon JJ, Mitchell AS, Spackman MA (2004) Acta Crystallogr B60:627–668

    CAS  Google Scholar 

  22. Clausen HF, Chevallier MS, Spackmanb MA, Iversen BB (2010) New J Chem 34(2):193–199

    Article  CAS  Google Scholar 

  23. McKinnon JJ, Fabbiani FPA, Spackman MA (2007) Cryst Growth Des 7(4):755–769

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This work has been supported by the prospective joint research project of Jiangsu province (BY2012193), Fundamental Research Funds for the Central Universities (CXZZ12 _0119), Natural Science Foundation of China (21371031) and Funds for the Ministry of Science and Technology (212401025).

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Correspondence to Bai-Wang Sun.

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Zhang, CG., Li, Y., Luo, YH. et al. Two Novel Salts of Tris(hydroxymethyl)aminomethane (THAM): Synthesis, Crystal Structure, Thermal and Hirshfeld Surfaces Analysis. J Chem Crystallogr 43, 576–584 (2013). https://doi.org/10.1007/s10870-013-0463-5

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  • DOI: https://doi.org/10.1007/s10870-013-0463-5

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