Abstract:The asymmetric unit of the title compound, [Cu(C15H10N3O4S)2], contains one half‐molecule. The other half of the complex molecule is related by a C2 axis running through the Cu atom. The Cu atom is four‐coordinated by two quinoline N and two sulfonamide N atoms. In the crystal structure, the molecules are linked through intermolecular C—H⋯O hydrogen bonds.
“…The Zn 2+ complexes do not differ significantly from the TPBI complex reported here, aside from those differences described above 3, 8, 11, 12, 14, 15, 23. In the case of Cu 2+ , the ability of the TPBI ligand to supply a third donor deters the formation of a homoleptic complex as found in previously reported structures with 8-sulfonamidoquinoline ligands 9, 10, 13, 16–20. The metal adopts the favored square planar geometry and avoids steric clashes between ligands by retaining a chloride ligand as its fourth donor.…”
supporting
confidence: 76%
“…Angling of the sulfonamide group toward the metal allows one of the O atoms to act as a weak donor, which is a feature not found in the structures of analogous quinoline-based complexes. 3,[7][8][9][10][11][12][13][14][15][16][17][18][19][20][21][22][23] Many homoleptic complexes of quinolinesulfonamide ligands with Zn 2þ and Cu 2þ have been previously reported. The Zn 2þ complexes do not differ significantly from the TPBI complex reported here, aside from those differences described above.…”
mentioning
confidence: 99%
“…3,8,11,12,14,15,23 In the case of Cu 2þ , the ability of the TPBI ligand to supply a third donor deters the formation of a homoleptic complex, as found in previously reported structures with 8-sulfonamidoquinoline ligands. 9,10,13,[16][17][18][19][20] The metal adopts the favored square-planar geometry and avoids steric clashes between ligands by retaining a chloride ligand as its fourth donor. The more electron-deficient Co 2þ and Ni 2þ have complexes reported with two quinolinesulfonamide ligands, but the metals also ligate two solvent molecules (water or methanol) in order to adopt an octahedral geometry.…”
mentioning
confidence: 99%
“…The other consequence of the six-membered chelate is the closer positioning of the sulfonamide functionality to the metal, as observed by the N benz/quin −N amide −S angle (∼170° for quinoline-based complexes compared to 150° for TPBI). Angling of the sulfonamide group toward the metal allows one of the O atoms to act as a weak donor, which is a feature not found in the structures of analogous quinoline-based complexes. ,− …”
The synthesis, structure, and solution spectroscopy of several 2-sulfonamidophenylbenzimidazole metal complexes is reported. These ligands, which have been reported as selective molecular sensors for Zn2+, readily form complexes with Co2+, Ni2+, Cu2+, and Zn2+. Surprisingly, the ligand adopts different binding modes depending on the metal ion. The work here provides insight into the coordination chemistry of these ligands that may allow for the development of improved metal ion sensors and metalloprotein inhibitors.
“…The Zn 2+ complexes do not differ significantly from the TPBI complex reported here, aside from those differences described above 3, 8, 11, 12, 14, 15, 23. In the case of Cu 2+ , the ability of the TPBI ligand to supply a third donor deters the formation of a homoleptic complex as found in previously reported structures with 8-sulfonamidoquinoline ligands 9, 10, 13, 16–20. The metal adopts the favored square planar geometry and avoids steric clashes between ligands by retaining a chloride ligand as its fourth donor.…”
supporting
confidence: 76%
“…Angling of the sulfonamide group toward the metal allows one of the O atoms to act as a weak donor, which is a feature not found in the structures of analogous quinoline-based complexes. 3,[7][8][9][10][11][12][13][14][15][16][17][18][19][20][21][22][23] Many homoleptic complexes of quinolinesulfonamide ligands with Zn 2þ and Cu 2þ have been previously reported. The Zn 2þ complexes do not differ significantly from the TPBI complex reported here, aside from those differences described above.…”
mentioning
confidence: 99%
“…3,8,11,12,14,15,23 In the case of Cu 2þ , the ability of the TPBI ligand to supply a third donor deters the formation of a homoleptic complex, as found in previously reported structures with 8-sulfonamidoquinoline ligands. 9,10,13,[16][17][18][19][20] The metal adopts the favored square-planar geometry and avoids steric clashes between ligands by retaining a chloride ligand as its fourth donor. The more electron-deficient Co 2þ and Ni 2þ have complexes reported with two quinolinesulfonamide ligands, but the metals also ligate two solvent molecules (water or methanol) in order to adopt an octahedral geometry.…”
mentioning
confidence: 99%
“…The other consequence of the six-membered chelate is the closer positioning of the sulfonamide functionality to the metal, as observed by the N benz/quin −N amide −S angle (∼170° for quinoline-based complexes compared to 150° for TPBI). Angling of the sulfonamide group toward the metal allows one of the O atoms to act as a weak donor, which is a feature not found in the structures of analogous quinoline-based complexes. ,− …”
The synthesis, structure, and solution spectroscopy of several 2-sulfonamidophenylbenzimidazole metal complexes is reported. These ligands, which have been reported as selective molecular sensors for Zn2+, readily form complexes with Co2+, Ni2+, Cu2+, and Zn2+. Surprisingly, the ligand adopts different binding modes depending on the metal ion. The work here provides insight into the coordination chemistry of these ligands that may allow for the development of improved metal ion sensors and metalloprotein inhibitors.
Recebido em 10/8/07; aceito em 14/11/07; publicado na web em 8/7/08 Sulfonamides obtained by reaction of 8-aminoquinoline with 4-nitrobenzenesulfonylchloride and 2,4,6-triisopropylbenzenesulfonyl chloride were used to synthesize coordination compounds with Cu II and Zn II with a ML 2 composition. Determination of the crystal structures of the resulting zinc and copper complexes by X-ray diffraction show a distorted tetrahedral environment for the [Cu(qnbsa) 2 ], [Cu(qibsa) 2 ] and [Zn(qibsa) 2 ] complexes in which the sulfonamide group acts as a bidentate ligand through the nitrogen atoms from the sulfonamidate and quinoline groups. The complex [Zn(qnbsa) 2 ] crystallizes with a water molecule from the solvent and the Zn is five-coordinated and shows a bipyramidal-trigonal geometry. The electrochemical and electronic spectroscopy properties of the copper complexes are also discussed.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.