Skip to main content
SpringerLink
Log in

Synthesis, Molecular Structure and Spectroscopic Studies of 6,6'-(1E,1'E)-(Ethane-1,2-Diylbis(azan-1-yl-1-ylidene))bis(Phenylmethan-1-yl-1-ylidene)bis(3-(Octyloxy)phenol)

  • STRUCTURE OF ORGANIC COMPOUNDS
  • Published:
Crystallography Reports Aims and scope Submit manuscript

Abstract

6,6'-(1E,1'E)-(ethane-1,2-diylbis(azan-1-yl-1-ylidene))bis(phenylmethan-1-yl-1-ylidene)bis(3-(octyloxy)phenol) has been synthesized and characterized by FTIR, 1H, 13C NMR and single-crystal X-ray determination. The compound crystallizes in monoclinic space group C2/c with Z = 4 in the unit cell. The asymmetric unit of the compound contains one half-organic molecule. The molecule is located about a two-fold rotation axis which bisects the central C14-C14i bond. The dihedral angle between the phenyl rings is 68.46(11)°. In the crystal, intramolecular O–H⋅⋅⋅N hydrogen bonds generates a six-membered ring, producing an S(6) ring motif. The crystal packing is also stabilized by C–H⋅⋅⋅π interactions.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1.
Fig. 2.
Fig. 3.

Similar content being viewed by others

REFERENCES

  1. W. K. Dong, J. G. Duan, and G. L. Liu, Transition Met. Chem. 32, 702 (2007).

    Google Scholar 

  2. W. K. Dong and J. G. Duan, J. Coord. Chem. 61, 781 (2008).

    Article  Google Scholar 

  3. L. Wang, Y. X. Sun, and J. F. Tong, Acta Crystallogr. E 66, o512 (2010).

    Article  Google Scholar 

  4. N. E. Eltayeb, S. G. Teoh, C. S. Yeap, et al., Acta Crystallogr. E 65, o3142 (2009).

    Article  Google Scholar 

  5. M. S. Karthikeyan, D. J. Prasad, B. Poojary, et al., Bioorg. Med. Chem. 14, 7482 (2006).

    Article  Google Scholar 

  6. V. T. Dao, C. Gaspard, M. Mayer, et al., Eur. J. Med. Chem. 35, 805 (2000).

    Article  Google Scholar 

  7. D. Sriram, P. Yogeeswari, N. S. Myneedu, et al., Bioorg. Med. Chem. Lett. 16, 2127 (2006).

    Article  Google Scholar 

  8. A. E. Taggi, A. M. Hafez, H. Wack, et al., J. Am. Chem. Soc. 124, 6626 (2002).

    Article  Google Scholar 

  9. B. A. Bruker, Inc. (Madison, Wisconsin, USA, 2007).

  10. G. M. Sheldrick, Acta Crystallogr. A 64, 112 (2007).

    Article  ADS  Google Scholar 

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

    Article  Google Scholar 

  12. H. Tanak, A. A. Agar, and O. Buyukgungor, Spectrochim. Acta A 118, 672 (2014).

    Article  ADS  Google Scholar 

  13. H. Tanak, F. Koçak, and E. Agar, Mol. Phys. 114, 197 (2016).

    Article  ADS  Google Scholar 

  14. H. Kargar, R. Kia, A. A. Ardakani, et al., Acta Crystallogr. E 68, o2348 (2012).

    Article  Google Scholar 

  15. A. Rivera, J. J. Rojas, J. Rıos-Motta, et al., Acta Crystallogr. E 67, o1391 (2011).

    Article  Google Scholar 

  16. R. Kia, H. Kargar, A. A. Ardakani, et al., Acta Crystallogr. E 68, o2242 (2012).

    Article  Google Scholar 

  17. J. Bernstein, R. E. Davies, L. Shimoni, et al., Angew. Chem. Int. Ed. Engl. 34, 1555 (1995).

    Article  Google Scholar 

  18. H. Tanak, A. Ağar, and M. Yavuz, J. Mol. Model. 16, 577 (2010).

    Article  Google Scholar 

  19. L. N. Obasi, J. C. Ezeorah, V. Ossai, et al., J. Mol. Struct. 1188, 69 (2019).

    Article  ADS  Google Scholar 

  20. H. Unver, M. Yıldız, H. Ozay, et al., Spectrochim. Acta A 74, 1095 (2009).

    Article  ADS  Google Scholar 

Download references

Funding

This study was supported financially by the Research Centre of Ondokuz Mayıs University (project no. PYO.FEN.1904.18.003).

Author information

Authors and Affiliations

  1. Department of Physics, Faculty of Arts and Sciences, Amasya University, 05100, Amasya, Turkey

    Hasan Tanak

  2. Boyabat Vocational School, Sinop University, Sinop, Turkey

    Seher Meral

  3. Department of Chemistry, Faculty of Arts and Sciences, Ondokuz Mayıs University, Samsun, Turkey

    Ayşen Alaman Ağar

Authors
  1. Hasan Tanak
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Seher Meral
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Ayşen Alaman Ağar
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Hasan Tanak.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Hasan Tanak, Meral, S. & Ağar, A.A. Synthesis, Molecular Structure and Spectroscopic Studies of 6,6'-(1E,1'E)-(Ethane-1,2-Diylbis(azan-1-yl-1-ylidene))bis(Phenylmethan-1-yl-1-ylidene)bis(3-(Octyloxy)phenol) . Crystallogr. Rep. 65, 1217–1220 (2020). https://doi.org/10.1134/S1063774520070251

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1063774520070251

Search

Navigation