CRYSTAL STRUCTURES OF (2-(PYRIDINE-2-YL)-1H-INDOL- 3-YL)(3,4,5-TRIMETHOXYPHENYL)-METHANONE (HL) AND ITS Cu(II) AND Pd(II) COMPLEXES

Abstract

Novel Cu(II) and Pd(II) complexes with 2-(2’-pyridyl)-indole ligand HL, modified with 3,4,5-trimethoxybenzoyl group, were synthesized with the aim of getting biologically active transition metal complexes. The complexes were synthesized by the reaction of HL with CuCl2·2H2O and [PdCl2(CH3CN)2]. Single crystals of HL and complexes [Cu2L2Cl2(DMSO)2] and [PdL(HL)Cl] were obtained and their structures were determined by X-ray diffraction analysis. Cu(II) complex is a centrosymmetric dimer with squarepyramidal geometry around both metal centers, while Pd(II) complex has square-planar geometry. Molecular structures of HL and complexes are given in Fig. 1. Crystal packings of HL and its Pd(II) and Cu(II) complexes are based on hydrogen bonds and π–π stacking interactions. The main crystallographic data: HL, C23H20N2O4, Mr = 388.41, orthorhombic system, space group Pbca, a = 12.861(5), b = 16.810(5), c = 18.764(5) Å, V = 4057(2) Å3, Z = 8, ρ = 1.272 g cm–3, refinement on F2 (270 parameters) yielded R1 = 0.0681, wR2 = 0.1092, S = 1.040 for all data, and R1 = 0.0458 for 2629 observed reflections with I ≥ 2σ(I). [Cu2L2Cl2(DMSO)2], C25H25ClCuN2O5S, Mr = 564.52, triclinic system, space group P –1, a = 7.7503(4), b = 12.0523(7), c = 13.6355(8) Å, α = 83.347(5), β = 81.711(5), γ = 89.180(4)°, V = 1251.88(12) Å3, Z = 2, ρ = 1.498 g cm– 3, refinement on F2 (338 parameters) yielded R1 = 0.0485, wR2 = 0.0934, S = 1.053 for all data, and R1 = 0.0402 for 3839 for observed reflections with I ≥ 2σ(I). [PdL(HL)Cl], C46H39ClN4O8Pd, Mr = 917.66, monoclinic system, space group P21/n, a = 11.8254(2), b = 14.7137(2), c = 23.3483(4) Å, β = 104.498(2)°, V = 3933.13(11) Å3, Z = 4, ρ = 1.550 g cm–3, refinement on F2 (567 parameters) yielded R1 = 0.0396, wR2 = 0.0818, S = 1.051 for all data, and R1 = 0.0307 for 5884 observed reflections with I ≥ 2σ(I).

Novi kompleksi Cu(II) i Pd(II) sa 2-(2’-piridil)-indolskim ligandom HL, modifikovanim dodatkom 3,4,5-trimetoksibenzoil grupe, sintetisani su sa ciljem dobijanja biološki aktivnih kompleksa prelaznih metala. Kompleksi su sintetisani reakcijom HL sa CuCl2·2H2O, odnosno [PdCl2(CH3CN)2]. HL i kompleksi [Cu2L2Cl2(DMSO)2] i [PdL(HL)Cl] su dobijeni u vidu monokristala i njihova struktura je rešena rendgenskom strukturnom analizom. Kompleks Cu(II) je centrosimetrični dimer sa kvadratno-piramidalnim okruženjem oko oba metalna centra, dok je kompleks Pd(II) kvadratno- planarne geometrije. Molekulske strukture liganda HL i kompleksa prikazane su na Slici 1. Kristalno pakovanje HL i njegovih kompleksa je zasnovano na vodoničnim vezama i π–π steking interakcijama. Osnovni kristalografski podaci: HL, C23H20N2O4, Mr = 388,41, ortorombični sistem, prostorna grupa Pbca, a = 12,861(5), b = 16,810(5), c = 18,764(5) Å, V = 4057(2) Å3, Z = 8, ρ = 1,272 g cm–3, utačnjavanje sa F2 (270 parametra) dalo je R1 = 0,0681, wR2 = 0,1092, S = 1,040 za sve podatke i R1 = 0,0458 za 2629 refleksija sa I ≥ 2σ(I). [Cu2L2Cl2(DMSO)2], C25H25ClCuN2O5S, Mr = 564,52, triklinični sistem, prostorna grupa P –1, a = 7,7503(4), b = 12,0523(7), c = 13,6355(8) Å, α = 83,347(5), β = 81,711(5), γ = 89,180(4)°, V = 1251,88(12) Å3, Z = 2, ρ = 1,498 g cm–3, utačnjavanje sa F2 (338 parametra) dalo je R1 = 0,0485, wR2 = 0,0934, S = 1,053 za sve podatke i R1 = 0,0402 za 3839 refleksija sa I ≥ 2σ(I). [PdL(HL)Cl], C46H39ClN4O8Pd, Mr = 917,66, monoklinični sistem, prostorna grupa P21/n, a = 11,8254(2), b = 14,7137(2), c = 23,3483(4) Å, β = 104,498(2)°, V = 3933,13(11) Å3, Z = 4, ρ = 1,550 g cm–3, utačnjavanje sa F2 (567 parametra) dalo je R1 = 0,0396, wR2 = 0,0818, S = 1,051 za sve podatke i R1 = 0,0307 za 5884 refleksija sa I ≥ 2σ(I).