TY - JOUR
T1 - Copper(II) complexes with N-alkyliminodiacetamide ligands. Preparation, structural, spectroscopic and DFT studies and biological evaluation
AU - Smrečki, Neven
AU - Jović, Ozren
AU - Kukovec, Boris Marko
AU - Šimunić, Ena
AU - Vuk, Sandro
AU - Skuhala, Ana
AU - Babić, Marija
AU - Rončević, Tomislav
AU - Ilić, Nada
AU - Kekez, Ivana
AU - Matković-Čalogović, Dubravka
AU - Popović, Zora
N1 - Publisher Copyright:
© 2017 Elsevier B.V.
PY - 2018/2/24
Y1 - 2018/2/24
N2 - By the reactions of copper(II) nitrate with N-alkyliminodiacetamide derivatives, RN(CH2CONH2)2 (Rimda; R = Me (methyl), Et (ethyl), Pr (propyl) and Bu (butyl)), four new water-soluble copper(II) complexes were synthesized, namely [Cu(Meimda)2](NO3)2 (1), [Cu(Etimda)2](NO3)2 (2), [Cu(Primda)2](NO3)2 (3) and [Cu(Buimda)2](NO3)2 (4). The complexes were characterized by infrared and UV/Vis spectroscopy and thermal analysis (TG/DTA). The molecular and crystal structures of 1 and 4 were determined by X-ray crystallography. The octahedral coordination environment around the copper(II) ion consists of two O,N,O’-tridentate N-alkyliminodiacetamide ligands and the complexes are trans-isomers with fac-configuration of the chelators. Various hydrogen bond ring motifs e. g. R24(8), R44(12), R21(5), R22(8) and R34(16) were established in the crystal structures of 1 and 4. The molecular geometry and infrared spectra of the complex cations [Cu(Meimda)2]2+, [Cu(Etimda)2]2+, [Cu(Primda)2]2+ and [Cu(Buimda)2]2+ were also studied by DFT calculations using BP86, B3LYP and B97-D computational models. Their calculated spectra and molecular geometries agree very well with the experimental results. The complexes were tested for possible antibacterial and antifungal activity on bacteria (Escherichia coli and Staphylococcus aureus) and fungi (Candida albicans), respectively, and showed low or negligible activity. The complexes also showed relatively high toxic effects on Lemna minor L. (duckweed), a model aquatic organism used to test the toxic effects of metal ions.
AB - By the reactions of copper(II) nitrate with N-alkyliminodiacetamide derivatives, RN(CH2CONH2)2 (Rimda; R = Me (methyl), Et (ethyl), Pr (propyl) and Bu (butyl)), four new water-soluble copper(II) complexes were synthesized, namely [Cu(Meimda)2](NO3)2 (1), [Cu(Etimda)2](NO3)2 (2), [Cu(Primda)2](NO3)2 (3) and [Cu(Buimda)2](NO3)2 (4). The complexes were characterized by infrared and UV/Vis spectroscopy and thermal analysis (TG/DTA). The molecular and crystal structures of 1 and 4 were determined by X-ray crystallography. The octahedral coordination environment around the copper(II) ion consists of two O,N,O’-tridentate N-alkyliminodiacetamide ligands and the complexes are trans-isomers with fac-configuration of the chelators. Various hydrogen bond ring motifs e. g. R24(8), R44(12), R21(5), R22(8) and R34(16) were established in the crystal structures of 1 and 4. The molecular geometry and infrared spectra of the complex cations [Cu(Meimda)2]2+, [Cu(Etimda)2]2+, [Cu(Primda)2]2+ and [Cu(Buimda)2]2+ were also studied by DFT calculations using BP86, B3LYP and B97-D computational models. Their calculated spectra and molecular geometries agree very well with the experimental results. The complexes were tested for possible antibacterial and antifungal activity on bacteria (Escherichia coli and Staphylococcus aureus) and fungi (Candida albicans), respectively, and showed low or negligible activity. The complexes also showed relatively high toxic effects on Lemna minor L. (duckweed), a model aquatic organism used to test the toxic effects of metal ions.
KW - Antimicrobial activity
KW - Copper(II) complexes
KW - DFT calculations
KW - Iminodiacetamide ligands
KW - Lemna test
KW - X-ray crystallography
UR - http://www.scopus.com/inward/record.url?scp=85036529529&partnerID=8YFLogxK
U2 - 10.1016/j.ica.2017.11.038
DO - 10.1016/j.ica.2017.11.038
M3 - Article
AN - SCOPUS:85036529529
SN - 0020-1693
VL - 471
SP - 521
EP - 529
JO - Inorganica Chimica Acta
JF - Inorganica Chimica Acta
ER -