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Molecular Structure and Supramolecular Architecture of (E)-2-Bromo-6-[(2,4,6-Tribromophenylimino)methyl]-4-Chlorophenol

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Abstract

In this study, the molecular structure and supramolecular architecture of a new compound have been studied in depth using single crystal X-ray diffraction (XRD) technique. Crystallographic results show that the compound exists in phenol-imine form that is twisted with the dihedral angle of 51.77° between the aromatic rings of the molecule. Various types of non-covalent interactions (C⋅⋅⋅O, C–H⋅⋅⋅O, Br⋅⋅⋅Br, C–H⋅⋅⋅Cl, π⋅⋅⋅π, O⋅⋅⋅Br, and Br⋅⋅⋅π) take part effectively in the construction of 3D network in the compound. The C⋅⋅⋅O and C–H⋅⋅⋅O interactions have the role of forming the 1D structure along the direction [010] with the support of π⋅⋅⋅π and π⋅⋅⋅Br interactions. The 2D structure of the compound is reached by the inter-connection of 1D chains in the (101) plane through the C–H⋅⋅⋅Cl interactions. The 3D supramolecular structure of the compound is completed by the non-covalent Br⋅⋅⋅Br and Br⋅⋅⋅O interactions responsible for the connection of 2D sheets.

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REFERENCES

  1. E. Hadjoudis, in: Photochromism: Molecules and Systems, Ed. by H. Dürr and H. Bouas-Laurent (Elsevier, Amsterdam, 1990).

    Google Scholar 

  2. A. Prakash and D. Adhikari, Int. J. Chem. Tech. Res. 3, 1891 (2011).

    Google Scholar 

  3. K. C. Emregul, E. Düzgün, and O. Atakol, Corros. Sci. 48, 3243 (2006).

    Article  Google Scholar 

  4. K. M. Abuamer, A. A. Maihub, M. M. El-Ajaily, et al., Int. J. Org. Chem. 4, 7 (2014).

    Article  Google Scholar 

  5. N. K. Gondia and S. K. Sharma, J. Mol. Struct. 1171, 619 (2018).

    Article  ADS  Google Scholar 

  6. J. H. Jia, X. M. Tao, Y. J. Li, et al, Chem. Phys. Lett. 514, 114 (2011).

    Article  ADS  Google Scholar 

  7. L. Zhao, Q. Hou, D. Sui, et al, Spectrochim. Acta A 67, 1120 (2007).

    Article  ADS  Google Scholar 

  8. M. Nasr-Esfahani, M. Zendehdel, N. Y. Nia, et al., RSC Adv. 4, 15961 (2014).

    Article  Google Scholar 

  9. E. Hadjoudis, M. Vitterakis, and I. Moustakali-Mavridis, Tetrahedron 43, 1345 (1987).

    Article  Google Scholar 

  10. I. Moustakali-Mavridis, E. Hadjoudis, and A. Mavridis, Acta Crystallogr. B 34, 3709 (1978).

    Article  Google Scholar 

  11. Ç. Albayrak Kaştaş, G. Kaştaş, A. Güder, et al., J. Mol. Struct. 1130, 623 (2017).

    Article  ADS  Google Scholar 

  12. B. Koşar, Ç. Albayrak, M. Odabaşoğlu, et al., Int. J. Quantum. Chem. 111, 3654 (2011).

    Article  Google Scholar 

  13. A. Özek, O. Büyükgüngör, Ç. Albayrak, et al., Acta Crystallogr. C 64, o1613 (2008).

    Google Scholar 

  14. Ç. Albayrak, G. Kaştaş, M. Odabaşoğlu, et al., Spectrochim. Acta A 120, 201 (2014).

    Article  Google Scholar 

  15. E. Temel, Ç. Albayrak, O. Büyükgüngör, et al., Acta Crystallogr. E 62, o4484 (2006).

    Article  Google Scholar 

  16. G. M. Sheldrick, Acta Crystallogr. A 71, 3 (2015).

    Article  Google Scholar 

  17. G. M. Sheldrick, Acta Crystallogr. C 71, 3 (2015).

    Article  Google Scholar 

  18. L. J. Farrugia, J. Appl. Crystallogr. 45, 849 (2012).

    Article  Google Scholar 

  19. L. J. Farrugia, J. Appl. Crystallogr. 30, 565 (1997).

    Article  Google Scholar 

  20. C. F. Macrae, I. J. Bruno, J. A. Chisholm, et al., J. Appl. Crystallogr. 41, 466 (2008).

    Article  Google Scholar 

  21. S. Kevran, A. Elmalı, and Y. Elerman, Acta Crystallogr. C 52, 3256 (1996).

    Article  Google Scholar 

  22. A. Elmalı, Y. Elerman, I. Svoboda, et al., Acta Crystallogr. C 54, 974 (1998).

    Article  Google Scholar 

  23. Z. Popović, G. Pavlović, D. Matković-Čalogović, et al., J. Mol. Struct. 615, 23 (2002).

    Article  ADS  Google Scholar 

  24. V. R. Hathwar, S. M. Roopan, R. Subashini, et al., J. Chem. Sci. 122, 677 (2010).

    Google Scholar 

  25. T. Clark, M. Hennemann, J. S. Murray, et al., J. Mol. Model. 13, 291 (2007).

    Article  Google Scholar 

  26. S. L. Price, A. J. Stone, J. Lucas, et al., J. Am. Chem. Soc. 116, 4910 (1994).

    Article  Google Scholar 

  27. T. T. Bui, S. Dahaoui, C. Lecomte, et al., Angew. Chem., Int. Ed. 48, 3838 (2009).

    Article  Google Scholar 

  28. A. F. Wells, Three-Dimensional Nets and Polyhedra (Wiley-Interscience, New York, 1977).

    Google Scholar 

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ACKNOWLEDGMENTS

This work was supported by Sinop University Scientific Research Coordination Unit. Project no. FEF-1901-13-07. The authors acknowledge to Scientific and Technological Research Application and Research Center, Sinop University, Turkey, for the use of the Bruker D8 QUEST diffractometer.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Arts and Sciences, Sinop University, Sinop, Turkey

    Ç. Albayrak Kaştaş

  2. Department of Aircraft Maintenance, Faculty of Aeronautics and Astronautics, Samsun University, Samsun, Turkey

    G. Kaştaş

  3. Department of Science Education, Faculty of Education, Sinop University, Sinop, Turkey

    B. Koşar Kırca

  4. Department of Physics, Faculty of Arts and Sciences, Sinop University, Sinop, Turkey

    C. C. Ersanlı

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  1. Ç. Albayrak Kaştaş
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  2. G. Kaştaş
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  4. C. C. Ersanlı
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Correspondence to Ç. Albayrak Kaştaş.

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Relevant crystal data, experimental conditions and final refinement parameters can be obtained from Cambridge Structural Database CCDC: 1903738 for the compound. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (fax: +44-1223-336033 or e-mail: deposit@ccdc.cam.ac.uk).

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Albayrak Kaştaş, Ç., Kaştaş, G., Kırca, B.K. et al. Molecular Structure and Supramolecular Architecture of (E)-2-Bromo-6-[(2,4,6-Tribromophenylimino)methyl]-4-Chlorophenol. Crystallogr. Rep. 65, 1106–1110 (2020). https://doi.org/10.1134/S1063774520070093

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  • DOI: https://doi.org/10.1134/S1063774520070093

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