Skip to main content
SpringerLink
Log in

Reaction of 1,2-bis(2,6-dicarboxypyridin-4-yl)ethyne with Co(II) generates coordination monomers not polymers: Crystal structure of 4-(2,6-dicarboxypyridin-4-yl)ethynylpyridine-2,6-dicarboxylatotriaqua cobalt(II) monohydrate

  • Original Paper
  • Published:
Journal of Chemical Crystallography Aims and scope Submit manuscript

Reaction and crystallization of 1,2-bis(2,6-dicarboxypyridin-4-yl)ethyne with Co(II) produces crystals containing monomers of 4-(2,6-dicarboxypyridin-4-yl)ethynylpyridine-2,6-dicarboxylatotriaqua cobalt(II) monohydrate complex (1), [Co(C16H6N2O8)(H2O)3]·H2O, instead of a rigid 1-D metal–organic framework consisting of a linear coordination polymer. This complex crystallizes in the monoclinic space group C2/c with a=6.8028(9) Å, b=36.781(5) Å, c=7.5135(9) 2.474(2)° and Z=4. The complex sits on a symmetry axis such that the two halves of the molecule are related by two-fold rotation symmetry. The molecules form layers in which the molecules are joined by intermolecular O–H⋯O interactions involving hydrogen bonds between CO2H⋯CO2 −, H2O⋯CO2 −, H2O⋯CO2H and H2O⋯H2O groups.

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.
Scheme 1.

Similar content being viewed by others

References

  1. Kitagawa, S.; Kitaura, R.; Noro, S.-I. Angew. Chem. Int. Ed. 2004, 43, 2334–2375.

    Article  CAS  Google Scholar 

  2. Rao, C.N.R.; Natarajan, S.; Vaidhyanathan, R. Angew. Chem. Int. Ed. 2004, 43, 1466–1496.

    Article  CAS  Google Scholar 

  3. Kitaura, R.; Seki, K.; Akiyama, G.; Kitagawa, S. Angew. Chem. Int. Ed. Engl. 2003, 42, 428–431.

    Google Scholar 

  4. Ishii, Y.; Takenaka, Y.; Konishi, K. Angew. Chem. Int. Ed. 2004, 43, 2702–2705.

    Article  CAS  Google Scholar 

  5. Serre, C.; Millange, F.; Surble, S.; Ferey, G. Angew. Chem. Int. Ed. 2004, 43, 6286–6289.

    Article  CAS  Google Scholar 

  6. Wu, C.-D.; Lin, W. Angew. Chem. Int. Ed. 2005, 44, 2–5.

    Google Scholar 

  7. Bowes, C.L.; Ozin, G.A. Adv. Mater. 1986, 8, 13–28.

    Article  CAS  Google Scholar 

  8. Eddaoudi, M.; Moler, D.B.; Li, H.; Chen, B.; Reineke, T.M.; O’Keeffe, M.; Yaghi, O.M. Acc. Chem. Res. 2002, 34, 319–330.

    Article  CAS  Google Scholar 

  9. Ferey, G.; Mellot-Draznieks, C.; Serre, C.; Millange, F. Acc. Chem. Res. 2005, 38, 217–225.

    Article  CAS  Google Scholar 

  10. Shmilovits, M.; Diskin-Posner, Y.; Vinodu, M.; Goldberg, I. Cryst. Growth Des. 2003, 3, 855–863.

    Article  CAS  Google Scholar 

  11. Lu, J.; Shen, E.; Li, Y.; Xiao, D.; Wang, E.; Xu, L. Cryst. Growth Des. 2005, 5, 65–67.

    Article  Google Scholar 

  12. Lu, K.-L.; Chen, Y.-F.; Liu, Y.-H.; Cheng, Y.-W.; Liao, R.-T.; Wen, Y.-S. Cryst. Growth Des. 2005, 5, 403–405.

    Article  CAS  Google Scholar 

  13. Ferey, G. Chem. Mater. 2001, 13, 3084–3098.

    Article  CAS  Google Scholar 

  14. Zheng, X.-J.; Wang, Z.-M.; Gao, S.; Liao, F.-H.; Yan, C.-H.; Jin, L.P. Eur. J. Inorg. Chem. 2004, 2968–2973.

  15. Dybtsev, D.N.; Chun, H.; Kim, K. Angew. Chem. Int. Ed. Engl. 2004, 43, 5033–5035.

    Article  CAS  Google Scholar 

  16. Ma, J.-F.; Yang, J.; Zheng, G.-L.; Li, L.; Liu, J.-F. Inorg. Chem. 2003, 42, 7531–7534.

    Article  CAS  Google Scholar 

  17. Du, M.; Guo, Y.-M.; Chen, S.-T.; Bu, X.-H.; Batten, S.R.; Ribas, J.; Kitagawa, S. Inorg. Chem. 2004, 43, 1287–1293.

    Article  CAS  Google Scholar 

  18. Kondo, M.; Irie, Y.; Shimizu, Y.; Miyazawa, M.; Kawaguchi, H.; Nakamura, A.; Naito, T.; Maeda, K.; Uchida, F. Inorg. Chem. 2004, 43, 6139–6141.

    Article  CAS  Google Scholar 

  19. Saied, O.; Maris, T.; Wuest, J.D. J. Am. Chem. Soc. 2005, 125, 14956–14957.

    Article  Google Scholar 

  20. Liao, Y.-C.; Liao, F.-L.; Chang, W.-K.; Wang, S.-L. J. Am. Chem. Soc. 2004, 126, 1320–1321.

    Article  CAS  Google Scholar 

  21. Rowsell, J.L.C.; Yaghi, O.M. Micropor. Mesopor. Mater. 2004, 73, 3–4.

    Article  CAS  Google Scholar 

  22. Rosseinsky, M.J. Micropor. Mesopor. Mater. 2004, 73, 15–30.

    Article  CAS  Google Scholar 

  23. Burrows, A.D.; Cassar, K.; Friend, R.M.W.; Mahon, M.F.; Rigby, S.P.; Warren, J.E. CrystEngComm 2005,7, 548–550.

    Article  CAS  Google Scholar 

  24. Zhang, J.-P.; Lin, Y.-Y.; Zhang, W.-X.; Chen, X.-M. J. Am. Chem. Soc. 2005,127, 14162–14163.

    Article  CAS  Google Scholar 

  25. Ferey, G.; Mellot-Draznieks, C.; Serre, C.; Millange, F.; Dutour, J.; Surble, S.; Margiolaki, I. Science 2005, 309, 2040–2042.

    Article  CAS  Google Scholar 

  26. Sun, D.; Ke, Y.; Mattox, T.M.; Ooro, B.A.; Zhou, H.-C. Chem. Commun. 2005, 5447–5449.

  27. Snurr, R.Q.; Hupp, J.T.; Nguyen, S.T. AIChE J. 2004, 50, 1090–1095.

    Article  CAS  Google Scholar 

  28. Cheetham, A.K.; Rao, C.N.R. MRS Bull. 2005, 30, 93–98.

    CAS  Google Scholar 

  29. Eddaoudi, M.; Kim, J.; Rosi, N.; Vodak, D.; Wachter, J.; O’Keeffe, M.; Yaghi, O.M. Science 2002, 295, 469–472.

    Article  Google Scholar 

  30. Ward, M.D. Science 2003, 300, 1104–1105.

    Article  CAS  Google Scholar 

  31. Rosi, N.L.; Eckert, J.; Eddaoudi, M.; Vodak, D.T.; Kim, J.; O’Keeffe, M.; Yaghi, O.M. Science 2003, 300, 1127–1129.

    Article  CAS  Google Scholar 

  32. Halder, G.J.; Kepert, C.J.; Moubaraki, B.; Murray, K.S.; Cashion, J.D. Science 2002, 298, 1762–1765.

    Article  CAS  Google Scholar 

  33. Liu, S.Q.; Konaka, H.; Kuroda-Sowa, T.; Suenaga, Y.; Ito, H.; Ning, G.L.; Munakata, M. Inorg. Chim. Acta 2004, 357, 3621–3631.

    Article  CAS  Google Scholar 

  34. Hu, A.; Ngo, H.L.; Lin, W. Angew. Chem. Int. Ed. 2003, 42, 6000–6003.

    Article  CAS  Google Scholar 

  35. Maji, T.K.; Uemura, K.; Chang, H.-C.; Matsuda, R.; Kitagawa, S. Angew. Chem. Int. Ed. 2004, 43, 3269–3272.

    Article  CAS  Google Scholar 

  36. Moon, H.R.; Kim, J.H.; Suh, M.P. Angew. Chem. Int. Ed. 2005, 44, 1261–1265.

    Article  CAS  Google Scholar 

  37. Rowsell, J.L.C.; Eckert, J.; Yaghi, O.M. J. Am. Chem. Soc. 2005, 127, 14909–14910.

    Article  Google Scholar 

  38. Seo, J.S.; Whang, D.; Lee, H.; Jun, S.I.; Oh, J.; Jeon, Y.J.; Kim, K. Nature 2000, 404, 982–986.

    Article  CAS  Google Scholar 

  39. Wang, Z.; Zhang, B.; Kurmoo, M.; Green, M.A.; Fujiwara, H.; Otsuka, T.; Kobayashi, H. Inorg. Chem. 2004, 44, 1230–1237.

    Article  CAS  Google Scholar 

  40. Dybtsev, D.N.; Chun, H.; Yoon, S.H.; Kim, D.; Kim, K. J. Am. Chem. Soc. 2004, 126, 32–33.

    Article  CAS  Google Scholar 

  41. Uemura, K.; Kitagawa, S.; Fukui, K.; Saito, K. J. Am. Chem. Soc. 2004, 126, 3817–3828.

    Article  CAS  Google Scholar 

  42. Rowsell, J.L.C.; Millward, A.R.; Park, K.S.; Yaghi, O.M. J. Am. Chem. Soc. 2004, 126, 5666–5667.

    Article  CAS  Google Scholar 

  43. Wu, C.-D.; Hu, A.; Zhang, L.; Lin, W. J. Am. Chem. Soc. 2004, 127, 8940–8941.

    Article  CAS  Google Scholar 

  44. Hermes, S.; Schroter, M.-K.; Schmid, R.; Khodeir, L.; Muhler, M.; Tissler, A.; Fischer, R.W.; Fischer, R.A. Angew. Chem. Int. Ed. 2004, 44, 6237–6241.

    Article  CAS  Google Scholar 

  45. Matsuda, R.; Kitaura, R.; Kitagawa, S.; Kubota, Y.; Belosludov, R.V.; Kobayashi, T.C.; Sakamoto, H.; Chiba, T.; Takata, M.; Kawazoe, Y.; Mita, Y. Nature 2005, 436, 238–241.

    Article  CAS  Google Scholar 

  46. Mori, W.; Takamizawa, S.; Kato, C.N.; Ohmura, T.; Sato, T. Micropor. Mesopor. Mater. 2004, 73, 31–46.

    Article  CAS  Google Scholar 

  47. Schichte, K.; Kratzke, T.; Kaskel, S. Micropor. Mesopor. Mater. 2004, 73, 81–88.

    Article  Google Scholar 

  48. Yigit, M.V.; Biyikli, K.; Moulton, B.; MacDonald, J.C. Cryst. Growth Des. 2006, 6, 63–69.

    Google Scholar 

  49. MacDonald, J.C.; Luo, T.-J.M.; Palmore, G.T.R. Cryst. Growth Des. 2004, 4, 1203–1209.

    Article  CAS  Google Scholar 

  50. MacDonald, J.C.; Dorrestein, P.C.; Pilley, M.M.; Foote, M.M.; Lundburg, J.L. J. Am. Chem. Soc. 2000, 122, 11692–11702.

    Article  CAS  Google Scholar 

  51. MacDonald, J.C.; Dorrestein, P.C. ACA Trans. 1998, 33, 121–131.

    Google Scholar 

  52. Luo, T.-J.M.; MacDonald, J.C.; Palmore, G.T.R. Chem. Mater. 2004, 16, 4916–4927.

    Article  CAS  Google Scholar 

  53. Luo, T.-J.M.; MacDonald, J.C.; Palmore, G.T.R. ACA Trans. 2004, 39, 1–10.

    Google Scholar 

  54. Cooper, C.G.F.; MacDonald, J.C.; Soto, E.; McGimpsey, W.G. J. Am. Chem. Soc. 2004, 126, 1032–1033.

    Article  CAS  Google Scholar 

  55. Soto, E.; MacDonald, J.C.; Cooper, C.G.; McGimpsey, W.G. J. Am. Chem. Soc. 2003, 125, 2838–2839.

    Article  CAS  Google Scholar 

  56. Latva, M.; Takalo, H.; Simberg, K.; Kankare, J. J. Chem. Soc. Perkin Trans. 1995, 2, 995–999.

    Google Scholar 

  57. Allen, F.H. Acta Crystallogr. 2002, B58, 380–388.

    CAS  Google Scholar 

  58. Bernstein, J.; Davis, R.E.; Shimoni, L.; Chang, N.-L. Angew. Chem. Int. Ed. Engl. 1995, 34, 1555–1573.

    Article  CAS  Google Scholar 

  59. Etter, M.C.; MacDonald, J.C.; Bernstein, J. Acta Crystallogr. B 1990, 46, 256–262.

    Article  Google Scholar 

  60. Bruker (1997). SAINT (Version 6.12), SHELXTL (Version 6.12) for WNT/2000. Bruker AXS Inc., Madison, Wisconsin, USA.

Download references

Acknowledgments

Acknowledgement is made to the U.S. Army Research Office (grant # W911NF-05-0293) and to the Donors of The Petroleum Research Fund (grant # 34604-B3), administered by the American Chemical Society, for support of this research at Worcester Polytechnic Institute. The authors would like to thank Dr. Dumas for insightful comments.

Author information

Authors and Affiliations

  1. Department of Chemistry & Biochemistry, Worcester Polytechnic Institute, Worcester, Massachusetts, 01609, UK

    Mehmet V. Yigit, Christopher G. F. Cooper, Yu Wang & John C. MacDonald

  2. Department of Chemistry, Brown University, Providence, Rhode Island, 02912, USA

    Brian Moulton

Authors
  1. Mehmet V. Yigit
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Christopher G. F. Cooper
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Yu Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Brian Moulton
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. John C. MacDonald
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to John C. MacDonald.

Additional information

Supplementary material

CCDC-289569 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk/data request/cif, by e-mailing data request@ccdc.cam.ac.uk or by contacting The Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 IEZ, UK; fax: +44(0)1223-336033.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Yigit, M.V., Cooper, C.G.F., Wang, Y. et al. Reaction of 1,2-bis(2,6-dicarboxypyridin-4-yl)ethyne with Co(II) generates coordination monomers not polymers: Crystal structure of 4-(2,6-dicarboxypyridin-4-yl)ethynylpyridine-2,6-dicarboxylatotriaqua cobalt(II) monohydrate. J Chem Crystallogr 36, 371–379 (2006). https://doi.org/10.1007/s10870-006-9077-5

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10870-006-9077-5

Key Words

Search

Navigation