TY - JOUR
T1 - Anti-inflammatory dinuclear copper(ii) complexes with indomethacin. synthesis, magnetism and EPR spectroscopy. Crystal structure of the N,N-dimethylformamide adduct
AU - Weder, Jane E.
AU - Hambley, Trevor W.
AU - Kennedy, Brendan J.
AU - Lay, Peter A.
AU - MacLachlan, Dugald
AU - Bramley, Richard
AU - Delfs, Christopher D.
AU - Murray, Keith S.
AU - Moubaraki, Boujemaa
AU - Warwick, Barry
AU - Biffin, John R.
AU - Regtop, Hubertus L.
PY - 1999
Y1 - 1999
N2 - Veterinary anti-inflammatory Cu(II) complexes of indomethacin (1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid = IndoH), of the general formula [Cu2(Indo)4L2] (L = N,N-dimethylformamide (DMF), N,N-dimethylacetamide (DMA), N-methylpyrrolidone (NMP), and water), were studied by zero-field and X-band EPR spectroscopies, electronic spectroscopy, magnetic measurements, and X-ray powder diffraction. The complexes are similar to Cu(II) acetate monohydrate, with a strong antiferromagnetic exchange interaction, J, ranging from -141 to -152 cm-1. Variable temperature magnetic susceptibility data for all of the complexes are similar, with the exception of a [Cu2(Indo)4(H2O)2] complex, which displays an unusual increase in magnetic moment with decreasing temperature from 50 to 10 K. The X-ray powder diffraction patterns of the DMF and DMA dimers show that they are isostructural. Two isostructural H2O complexes were synthesized from different methods yet displayed different variable temperature magnetic susceptibity data. All of the [Cu2(Indo)4L2] complexes crystallize in the triclinic space group P1̄. Single-crystal X-ray diffraction analysis of the DMF complex, [Cu2(Indo)4(DMF)2]· 1.6(DMF), shows that it is similar to the previously reported [Cu2(Indo)4(DMSO)2] with a Cu-Cu bond length of 2.630(1) Å, Cu-ORCOO of 1.960(4)-1.967(4) Å, and Cu-ODMF of 2.143(5) Å and crystal parameters a = 10.848(3) Å,b= 13.336(6) Å, c = 16.457(4) Å, α = 104.67(3)°, β= 100.94(2)°, and γ = 107.16(3)°. The X-ray structure of the DMF dimer does not exhibit strong intermolecular interactions due to the hydrophobic nature of the exterior. This may be important in facilitating its dissolution in micelles and transport through membranes.
AB - Veterinary anti-inflammatory Cu(II) complexes of indomethacin (1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid = IndoH), of the general formula [Cu2(Indo)4L2] (L = N,N-dimethylformamide (DMF), N,N-dimethylacetamide (DMA), N-methylpyrrolidone (NMP), and water), were studied by zero-field and X-band EPR spectroscopies, electronic spectroscopy, magnetic measurements, and X-ray powder diffraction. The complexes are similar to Cu(II) acetate monohydrate, with a strong antiferromagnetic exchange interaction, J, ranging from -141 to -152 cm-1. Variable temperature magnetic susceptibility data for all of the complexes are similar, with the exception of a [Cu2(Indo)4(H2O)2] complex, which displays an unusual increase in magnetic moment with decreasing temperature from 50 to 10 K. The X-ray powder diffraction patterns of the DMF and DMA dimers show that they are isostructural. Two isostructural H2O complexes were synthesized from different methods yet displayed different variable temperature magnetic susceptibity data. All of the [Cu2(Indo)4L2] complexes crystallize in the triclinic space group P1̄. Single-crystal X-ray diffraction analysis of the DMF complex, [Cu2(Indo)4(DMF)2]· 1.6(DMF), shows that it is similar to the previously reported [Cu2(Indo)4(DMSO)2] with a Cu-Cu bond length of 2.630(1) Å, Cu-ORCOO of 1.960(4)-1.967(4) Å, and Cu-ODMF of 2.143(5) Å and crystal parameters a = 10.848(3) Å,b= 13.336(6) Å, c = 16.457(4) Å, α = 104.67(3)°, β= 100.94(2)°, and γ = 107.16(3)°. The X-ray structure of the DMF dimer does not exhibit strong intermolecular interactions due to the hydrophobic nature of the exterior. This may be important in facilitating its dissolution in micelles and transport through membranes.
UR - http://www.scopus.com/inward/record.url?scp=0001016974&partnerID=8YFLogxK
U2 - 10.1021/ic981100x
DO - 10.1021/ic981100x
M3 - Article
SN - 0020-1669
VL - 38
SP - 1736
EP - 1744
JO - Inorganic Chemistry
JF - Inorganic Chemistry
IS - 8
ER -