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Synthesis, experimental and theoretical studies of two cocrystals in 1:1 stoichiometric ratio from 4,4′-bithiazole-2,2′-diamine with two hydrogen acceptor molecules

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Abstract

This paper reports synthesis, characterization and theoretical studies of two 1:1 stoichiometric ratio cocrystals of 4,4′-bithiazole-2,2′-diamine (DABTZ) with 2,5-bis(4-pyridyl)-1,3,4-oxadiazole (bpo) and 1,3-bis(4-pyridyl)ethane (bpa). These cocrystal compounds have been prepared by slow evaporation method and characterized by elemental and thermal analysis, FTIR, 1H and 13C-NMR spectroscopies and X-ray crystallography. X-ray crystal analyses show that these structures [(DABTZ) (bpo)] and [(DABTZ) (bpa)] have crystallized in monoclinic forms with space groups of P2 1/n and C 2/c, respectively. These structures were studied theoretically and the results are in good agreement with the experimental data.

Novel cocrystals of DABTZ with two hydrogen acceptor molecules (bpa, bpo) are introduced. DFT calculations as theoretical studies have been done to compare with experimental data.

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References

  1. Arenas-Garcia J I, Herrera-Ruiz D, Mondragon-Vasquez K, Morales-Rojas H and Hopfl H 2012 Cryst. Growth Des. 12 811

  2. Leyssens T, Springuel G, Montis R, Candoni N and Veesler S ph 2012 Cryst. Growth Des. 12 1520

  3. Sokolov A N, Friscic T and MacGillivray L R 2006 J. Am. Chem. Soc. 128 2806

  4. Karunatilaka Ch, Bucar D-K, Ditzler L R, Friscic T, Swenson D C, MacGillivray L R and Tivanski V 2011 Angew. Chem. Int. Ed. 50 8642

  5. Oliveira M A, Peterson M L and Davey R J 2011 Cryst. Growth Des. 11 449

  6. Janiak C 2000 J. Chem. Soc. Dalton Trans. 3885

  7. Rashidi Ranjbar Z, Morsali A and Ghoreishi Amiri M 2014 Helv. Chim. Acta 97 701

  8. Rashidi Ranjbar Z, Morsali A and Zhu L G 2007 J. Mol. Struct. 826 29

  9. Garcia H C, Cunha R T, Diniz R and de Oliveira L F C 2012 J. Mol. Struct. 1010 104

  10. Springuel G, Norberg B, Robeyns K, Wouters J and Leyssens T 2012 Cryst. Growth Des. 12 475

  11. Nauha E and Nissinen M 2011 J. Mol. Struct. 1006 566

  12. Kucharski T J, Oxsher J R and Blackstock S C 2006 Tetrahedron Lett. 47 4569

  13. Velaga S P, Basavoju S and Bostrom D 2008 J. Mol. Struct. 889 150

  14. Sander J R G, Bucar D-K, Henry R F, Zhang G G Z and MacGillivray L R 2010 Angew. Chem. Int. Ed. 49 7284

  15. Sander J R G, Bucar D-K, Henry R F, Baltrusaitis J, Zhang G G Z and MacGillivray L R 2010 J. Pharm. Sci. 99 3676

  16. Bucar D-K, Henry R F, Zhang G G Z and MacGillivray L R 2014 Cryst. Growth Des. 14 5318

  17. Sanphui P, Devi V K, Deepa C, Nidhi M, Somnath G and Desiraju G R 2015 Mol. Pharmaceutics 12 1615

  18. Rajput L, Sanphui P and Desiraju G R 2013 Cryst. Growth Des. 13 3681

  19. Mahapatra S, Thakur T S, Joseph S, Varughese S and Desiraju G R 2010 Cryst. Growth Des. 10 3191

  20. Sanphui P, Mishra M K, Ramamurty U and Desiraju G R 2015 Mol. Pharmaceutics 12 889

  21. Du Y, Xia Y, Zhang H and Hong Zh 2013 Spectrochim. Acta Part A 111 192

  22. Zhang G Ch, Lin H L and Lin Sh Y 2012 J. Pharm. Biomed. Anal. 66 162

  23. Lin H-L, Zhang G-Ch, Po-Ch Hsu and Lin Sh-Y 2013 Microchem. J. 110 15

  24. Ravikumar N, Gaddamanugu G and Solomon K A 1033 J. Mol. Struct. 272

  25. Eshtiagh-Hosseini H, Aghabozorg H, Mirzaei M, Beyramabadi S A, Eshghi H, Morsali A, Shokrollahi A and Aghaei R 2011 Spectrochim. Acta Part A 78 1392

  26. Yenikaya C and Ogretir C 2005 J. Mol. Struct. Theochem. 731 1

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Acknowledgments

Support of this work by Iran National Science Foundation is gratefully acknowledged.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Sciences, Shahid Bahonar University of Kerman, P.O. Box 76169-133, Kerman, Iran

    ZOHREH RASHIDI RANJBAR

  2. Department of Chemistry, Faculty of Sciences, Tarbiat Modares University, P.O. Box 14115-175, Tehran, Islamic Republic of Iran

    ALI MORSALI

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  1. ZOHREH RASHIDI RANJBAR
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Correspondence to ZOHREH RASHIDI RANJBAR.

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Supplementary Information

All additional information pertaining to characterization of the cocrystals using IR spectra (figure S1,1H NMR spectra (figures S2 and CIF word file are given in Supplementary Information which is available at www.ias.ac.in/chemsci.

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RANJBAR, Z.R., MORSALI, A. Synthesis, experimental and theoretical studies of two cocrystals in 1:1 stoichiometric ratio from 4,4′-bithiazole-2,2′-diamine with two hydrogen acceptor molecules. J Chem Sci 127, 2015–2021 (2015). https://doi.org/10.1007/s12039-015-0972-1

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  • DOI: https://doi.org/10.1007/s12039-015-0972-1

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