Home Bromide hydrogen oxalate salts with the diprotonated 1,4-diazabicyclo[2.2.2]octane counterion
Article
Licensed
Unlicensed Requires Authentication

Bromide hydrogen oxalate salts with the diprotonated 1,4-diazabicyclo[2.2.2]octane counterion

  • Mamadou Ndiaye , Mouhamadou Birame Diop EMAIL logo , Abdoulaye Samb , Libasse Diop , Allen G. Oliver and Laurent Plasseraud
Published/Copyright: October 12, 2020
Become an author with De Gruyter Brill

Abstract

Two new salts composed of the diprotonated 1,4-diazabicyclo[2.2.2]octane (DABCO) molecule as the cations and bromide and hydrogen oxalate as the anions have been isolated and structurally characterized by X-ray diffraction analysis. The salt [DABCOH2]{[HC2O4][Br]} (1) crystallizes in the orthorhombic system, space group P212121 with a = 9.0809(7), b = 9.5156(7), c = 12.3558(9) Å, V = 1067.67(14) Å3 and Z = 4. The salt [DABCOH2]2{[HC2O4][Br]3}·H2O (2) crystallizes in the orthorhombic system, space group Pnma with a = 26.6554(17), b = 7.3711(4), c = 10.7421(7) Å, V = 2110.6(2) Å3 and Z = 4. The compounds were prepared from ethanolic solutions of [DABCOH2][HC2O4]2 (L1) and ZnBr2 in molar ratios of 2:1 and 1:1, respectively. The salts 1 and 2 exhibit extended hydrogen bonding networks leading to supramolecular topologies.


Corresponding author: Mouhamadou Birame Diop, Département de Chimie, Faculté des Sciences et Techniques, Laboratoire de Chimie Minérale et Analytique, Université Cheikh Anta Diop, Dakar, Senegal, E-mail:

Funding source: Cheikh Anta Diop University 10.13039/501100005757

Funding source: University of Bourgogne Franche-Comté

Funding source: University of Notre Dame 10.13039/100008109

Acknowledgments

The authors gratefully acknowledge the Cheikh Anta Diop University – Dakar (Senegal), the University of Bourgogne Franche-Comté – Dijon, and the University of Notre Dame –Notre Dame – IN (USA) for facilities and financial supports.

  1. Author contribution: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.

  2. Research funding: This study was funded by Cheikh Anta Diop University, University of Bourgogne Franche-Comté and the University of Notre Dame.

  3. Conflict of interest statement: The authors declare no conflicts of interest rearding this article.

References

1. Baghernejad, B. Eur. J. Chem. 2010, 1, 54–60.10.5155/eurjchem.1.1.54-60.2Search in Google Scholar

2. Shieh, W.-C., Dell, S., Bach, A., Repič, O., Blacklock, T. J. J. Org. Chem. 2003, 68, 1954–1957.10.1021/jo0266644Search in Google Scholar PubMed

3. Meng, D., Qiao, Y., Wang, X., Wen, W., Zhao, S. RSC Adv. 2018, 8, 30180–30185.10.1039/C8RA06506CSearch in Google Scholar PubMed PubMed Central

4. Bagchi, S., Monga, A., Kumar, S., Deeksha, S. A. ChemistrySelect 2018, 3, 12830–12835.10.1002/slct.201803477Search in Google Scholar

5. Liu, T., Lai, Y.-H., Yu, Y.-Q., Xu, D.-Z. New J. Chem. 2018, 42, 1046–1051.10.1039/C7NJ03967KSearch in Google Scholar

6. Laus, G., Kahlenberg, V., Wurst, K., Hummel, M., Schottenberger, H. Crystals 2012, 2, 96–104.10.3390/cryst2010096Search in Google Scholar

7. Marri, S. R., Behera, J. N. J. Solid State Chem. 2014, 210, 15–21.10.1016/j.jssc.2013.10.032Search in Google Scholar

8. Marivel, S., Braga, D., Grepioni, F., Lampronti, G. I. CrystEngComm. 2010, 12, 2107–2112.10.1039/b922915aSearch in Google Scholar

9. Olejniczak, A., Katrusiak, A. Cryst. Growth Des. 2011, 11, 2250–2256.10.1021/cg101653xSearch in Google Scholar

10. Sakurai, T., Saiki, R., Wei, R. J., Newton, G. N., Shiga, T., Oshio, H. Dalton Trans. 2016, 45, 16182–16189.10.1039/C6DT02955HSearch in Google Scholar PubMed

11. Cao, L.-H., Li, H.-Y., Xu, H., Wei, Y.-L., Zang, S.-Q. Dalton Trans. 2017, 46, 11656–11663.10.1039/C7DT02697HSearch in Google Scholar

12. Rekik, W., Naili, H., Bataille, T. J. Coord. Chem. 2015, 68, 142–154.10.1080/00958972.2014.989223Search in Google Scholar

13. Kovalenko, E. A., Kochelakov, D. V., Samsonenko, D. G., Fedin, V. P. J. Struct. Chem. 2017, 58, 591–596.10.1134/S0022476617030210Search in Google Scholar

14. Cunha-Silva, L., Carr, M. J., Kennedy, J. D., Hardie, M. J. Cryst. Growth Des. 2013, 13, 3162–3170.10.1021/cg4005328Search in Google Scholar

15. Thuery, P. CrystEngCommun. 2013, 15, 2401–2410.10.1039/c3ce26996eSearch in Google Scholar

16. Vaidhyanathan, R., Natarajan, S., Rao, C. N. R. J. Mol. Struct. 2002, 608, 123–133.10.1016/S0022-2860(01)00944-9Search in Google Scholar

17. Apex2. Data Reduction and Frame Integration Program for the CCD Area-Detector System; Bruker AXS Inc.: Madison, Wisconsin (USA), 2014.Search in Google Scholar

18. Saint (version 8.34A-2013). Area Detector Integration Software; Bruker AXS Inc.: Madison, Wisconsin (USA), 2013.Search in Google Scholar

19. Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. J. Appl. Crystallogr. 2015, 48, 3–10.10.1107/S1600576714022985Search in Google Scholar PubMed PubMed Central

20. Sheldrick, G. M. Acta Crystallogr. 2015, A71, 3–8.10.1107/S2053273314026370Search in Google Scholar

21. Sheldrick, G. M. Acta Crystallogr. 2015, C71, 3–8.Search in Google Scholar

22. Dolomanov, O. V., Bourhis, L. J., Gildea, R. J., Howard, J. A. K., Puschmann, H. J. Appl. Crystallogr. 2009, 42, 339–341.10.1107/S0021889808042726Search in Google Scholar

23. Macrae, C. F., Bruno, I. J., Chisholm, J. A., Edgington, P. R., McCabe, P., Pidcock, E., Rodriguez-Monge, L., Taylor, R., van de Streek, J., Wood, P. A. J. Appl. Crystallogr. 2008, 41, 466–470.10.1107/S0021889807067908Search in Google Scholar

24. Kennedy, S. W., Shultz, P. T., Slade, P. G., Tiekink, E. R. T. Z. Kristallogr. 1987, 180, 211–217.10.1524/zkri.1987.180.1-4.211Search in Google Scholar

25. Lewis, T. C., Tocher, D. A. Acta Crystallogr. 2005, E65, o2202–o2204.10.1107/S1600536805019124Search in Google Scholar

26. Andrzejewski, M., Olejniczak, A., Katrusiak, A. Cryst. Growth Des. 2011, 11, 4892–4899.10.1021/cg200743nSearch in Google Scholar

27. Braga, D., Maini, L. Chem. Commun. 2004, 2004, 976–977.10.1039/b400901kSearch in Google Scholar PubMed

28. Vaidhyanathan, R., Natarajan, S., Rao, C. N. R. J. Chem. Soc., Dalton Trans. 2001, 2001, 699–706.10.1039/b008571pSearch in Google Scholar

29. Parsons, S., Flack, H. D., Wagner, T. Acta Crystallogr. 2013, B69, 249–259.10.1107/S2052519213010014Search in Google Scholar

30. Hooft, R. W. W., Straver, L. H., Spek, A. L. J. Appl. Crystallogr. 2008, 41, 96–103.10.1107/S0021889807059870Search in Google Scholar PubMed PubMed Central

31. Diallo, W., Gueye, N., Crochet, A., Plasseraud, L., Cattey, H. Acta Crystallogr. 2015, E71, 473–475.10.1107/S2056989015005964Search in Google Scholar

32. Sangeetha, V., Govindarajan, M., Kanagathara, N., Gunasekaran, S., Rajakumar, P. R., Anbalagan, G. J. Mol. Struct. 2014, 1067, 14–26.10.1016/j.molstruc.2014.02.065Search in Google Scholar

Received: 2020-05-20
Accepted: 2020-09-20
Published Online: 2020-10-12
Published in Print: 2020-11-26

© 2020 Walter de Gruyter GmbH, Berlin/Boston

Downloaded on 29.9.2025 from https://www.degruyterbrill.com/document/doi/10.1515/znb-2020-0097/html
Scroll to top button