Skip to main content
SpringerLink
Log in

1-Allyl derivatives: Synthesis and crystal structures for [(NH2C5H4N(C3H5))2Cu3Cl3(NO3)2] and [C9H7N(C3H5)Cu(NO3)2]

  • Published:
Russian Journal of Coordination Chemistry Aims and scope Submit manuscript

Abstract

1-Allyl-4-aminopyridinium chloride reacts with Cu(NO3)2 · 3H2O in an ethanolic solution under the conditions of ac electrochemical synthesis at copper electrodes to form crystals of compound [(NH2C5H4N(C3H5))2Cu3Cl3(NO3)2] (I). The crystals of compound I are monoclinic: space group P21/c, Z = 4, a = 25.770(7), b = 7.230(4), c = 12.505(5) Å, β = 92.58(3)°, V = 2328(2) Å3. The direct interaction of 1-allylquinolinium nitrate with Cu(NO3)2 · 3H2O in a methanolic solution in the presence of metallic copper yields crystals of compound [C9H7N(C3H5)Cu(NO3)2] (II). The crystals of compound II are triclinic: space group P \( \bar 1 \), a = 6.756(3), b = 8.391(4), c = 12.489(5) Å, α = 77.18(3)°, β = 89.48(4)°, γ = 73.32(3)°, V = 662.0(5) Å3. The structure of compound I is built of infinite linear anions: polymeric fragments {(NH2C5H4N(C3H5))2Cu3Cl3(NO3)2} n . Each of two copper atoms (Cu(1) and Cu(2)) π-coordinates the C=C bonds of the allyl groups of the 1-allyl-4-aminopyridinium cations, the oxygen atom of the nitrate ions, and two chlorine atoms. The third copper atom Cu(3) is linearly linked with two chlorine atoms. Particular polymeric fragments are additionally joined by the N-H…O, C-H…O, C-H…Cl hydrogen bonds. The crystal structure of compound II is built-up of the isolated L2Cu2(NO3)4 fragments (L is the 1-allylquinolinium cation). The metal atom is localized in the trigonal pyramidal coordination environment of three oxygen atoms of the nitrate ions and of the C=C bond of the allyl group of the cation. The particular L2Cu2(NO3)4 fragments are additionally joined by the C-H…O hydrogen bonds.

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

Similar content being viewed by others

References

  1. Pavlyuk, A.V., Davydov, V.N., and Mys’kiv, M.G., Koord. Khim., 2001, vol. 27, no. 12, p. 917 [Russ. J. Coord. Chem. (Engl. Transl.), vol. 27, no. 12, p. 865].

    Google Scholar 

  2. Pavlyuk, O., Visnyk L’viv. Univ., Ser. Khim., 2003, no. 43, p. 57.

  3. Filinchuk, Ya.E., Pavlyuk, A.V., Gunik, L.Z., and Mys’kiv, M.G., Koord. Khim., 2004, vol. 30, no. 11, p. 867 [Russ. J. Coord. Chem. (Engl. Transl.), vol. 30, no. 11, p. 818].

    Google Scholar 

  4. Pavlyuk, A.V., Kinzhibalo, V.V., Lis, T., and Mys’kiv, M.G., Koord. Khim., 2007, vol. 33, no. 7, p. 511 [Russ. J. Coord. Chem. (Engl. Transl.), vol. 33, no. 7, p. 501].

    Google Scholar 

  5. Pavlyuk, O., Lis, T., and Mys’kiv, M., Z. Anorg. Allg. Chem., 2005, vol. 631, p. 1893.

    Article  CAS  Google Scholar 

  6. Weygand, C. and Hilgetag, G., Organisch-chemische experimentierkunst, Leipzig: J. A. Barth, 1964.

    Google Scholar 

  7. Ukrainian Patent no. 25450, Byull. Izobret., 1998, no. 6.

  8. CrysAlis RED, Oxford: Diffraction Ltd. Version 1.171.31.8 (Release 12-01-2007. CrysAlis171.NET).

  9. Clark, R.C. and Reid, J.S., Acta Crystallogr., Sect. A: Sect. A: Found. Crystallogr., 1995, vol. 51, p. 887.

    Article  Google Scholar 

  10. Sheldrick, G., SHELXL-97. Program for Refinement of Crystal Structures, Göttingen (Germany): Univ. of Göttingen, 1997.

    Google Scholar 

  11. Bergerhoff, G., Diamond “Visual Crystal Structure Information System”, Bonn (Germany): Univ. of Bonn, 1996.

    Google Scholar 

  12. Goreshnik, E.A., Schollmeyyer, D., and Mys’kiv, M.G., Z. Anorg. Allg. Chemie, 2003, vol. 629, no. 11, p. 2040.

    Article  CAS  Google Scholar 

  13. Pavlyuk, O.V., Goreshnik, E.A., Ciunik, Z., and Mys’kiv, M.G., Z. Anorg. Allg. Chemie, 2005, vol. 631, no. 4, p. 793.

    Article  CAS  Google Scholar 

  14. Desiraju, G., Acc. Chem. Res., 2002, vol. 35, p. 565.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Franko National University, ul. Kirilla i Mefodiya 6, Lviv, 790005, Ukraine

    A. V. Pavlyuk & M. G. Mys’kiv

  2. Wroclaw University, ul. F. Jolit-Curie 14, Wroclaw, Poland

    T. Lis

Authors
  1. A. V. Pavlyuk
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. T. Lis
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. M. G. Mys’kiv
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to A. V. Pavlyuk.

Additional information

Original Russian Text © A.V. Pavlyuk, T. Lis, M.G. Mys’kiv, 2009, published in Koordinatsionnaya Khimiya, 2009, Vol. 35, No. 6, pp. 458–462.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Pavlyuk, A.V., Lis, T. & Mys’kiv, M.G. 1-Allyl derivatives: Synthesis and crystal structures for [(NH2C5H4N(C3H5))2Cu3Cl3(NO3)2] and [C9H7N(C3H5)Cu(NO3)2]. Russ J Coord Chem 35, 449–453 (2009). https://doi.org/10.1134/S1070328409060104

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070328409060104

Keywords

Search

Navigation