Journal of Chemical Crystallography

, Volume 46, Issue 5, pp 222–229 | Cite as

Synthesis, Crystal Structure, and Spectroscopic Properties of Cu(II) Complex with 14-Membered Hexaazamacrocyclic Ligands

  • Surachai Kongchoo
  • Anob Kantacha
  • Saowanit Saithong
  • Sumpun Wongnawa
Original Paper


[CuL(ClO4)2] complex of 14-membered hexaazamacrocyclic ligand (L = 6,13-dimethyl-3,10-dioctyl-1,3,5,8,10,12-hexaazacyclotetradecane) was synthesized by template condensation reaction of 1,2-diaminopropane, octylamine, and formaldehyde in ethanol. The product was characterized by elemental analysis, Fourier-transformed infrared spectroscopy (FT-IR), ultraviolet–visible spectroscopy (UV–vis), diffused reflectance spectroscopy (DRS), liquid chromatography-mass spectrometry (LC–MS), and X-ray crystallographic technique. Thermal behavior of this complex was studied by thermogravimetric analysis (TGA). The IR and other spectral properties were consistent with the result from X-ray diffraction. The electronic absorption spectra of [CuL(ClO4)2] complex showed one band at 500 nm corresponding to 2B1g → 2B2g transition. The complex crystallized in the triclinic space group of Pī with a = 8.1307(6) Å, b = 9.3579(7) Å, c = 13.3930(10) Å, α = 95.932(2)°, β = 98.579(2)°, and γ = 114.478(2)°. The copper(II) ion of the macrocyclic cation displayed a tetragonally distorted octahedral geometry with four nitrogen atoms in the equatorial plane and two oxygen atoms from the perchlorate ions weakly coordinated to the copper(II) ion in the axial positions. The complex exhibited only weak luminescent property.

Graphical Abstract

A new macrocyclic complex that can be easily obtained from the one-pot synthesis.


Macrocycles Copper(II) complexes One-pot reactions Template condensation Hexaazamacrocyclic complexes 14-Membered macrocyclic complexes Pendant arm 



This work was supported by the Songklanagarind Scholarship for Graduate Studies from the Prince of Songkla University. We also thank the Department of Chemistry, Faculty of Science, Prince of Songkla University for the support of all facilities needed in this study.


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Copyright information

© Springer Science+Business Media New York 2016

Authors and Affiliations

  • Surachai Kongchoo
    • 1
  • Anob Kantacha
    • 2
  • Saowanit Saithong
    • 1
  • Sumpun Wongnawa
    • 1
  1. 1.Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of SciencePrince of Songkla UniversityHat YaiThailand
  2. 2.Department of Chemistry, Faculty of ScienceThaksin UniversityPapayomThailand

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