Synthesis and characterization of sulfonylurea complexes with Cd2+, Hg2+, and Ag+. crystal and molecular structures of K[Cd(chlorpropamide)3] and Hg(tolbutamide)2

D. P. Kessissoglou, G. E. Manoussakis, A. G. Hatzidimitriou, Mercouri G Kanatzidis

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Abstract

The synthesis and characterization of Cd2+, Ag+, and Hg2+ complexes with deprotonated tolbutamide and chlorpropanude hgands is described. The crystal and molecular structures of Hg(CH3C6H4SO2NCONH-n-Bu)2 (I) and K[Cd(ClC6H4SO2NCONH-n-Pr)3] (III) are reported. In I the coordination environment around the Hg2+ atom is strictly linear and the sulfonylurea ligand is bound in a predominantly monodentate fashion. The tolbutamide ligand is bound through the deprotonated sulfamido nitrogen atom. The Hg-N distance is 2.052 (17) Å. By comparison the chlorpropamide ligand is coordinated to a Cd2+ atom in a bidentate mode with both the sulfamido nitrogen and the carbonyl oxygen atoms bound to the metal center. The coordination environment around the Cd2+ atom can be best described as trigonal prismatic. The mean Cd-N and Cd-O distances are 2.212 (20) and 2.535 (24) Å, respectively. The counterion K+ slightly interacts with the oxygen of the carbonyl and sulfonyl groups in the anion in such a way as to form a polymeric zigzag K⋯Cd chain parallel to the a axis. The IR spectra show (C..-O) and (C..-N) stretching frequencies characteristic for either mode of sulfonylurea ligand coordination. On the basis of the IR spectra we propose a structure for K[Ag(p-XC6H4SO2NCONHR)2] (tolbutamide, X = CH3 and R = n-Bu; chlorpropamide, X = Cl and R = n-Pr) similar to that of the Hg2+ complexes. The 1H NMR spectra of these compounds are also reported.

Original languageEnglish
Pages (from-to)1395-1402
Number of pages8
JournalInorganic Chemistry
Volume26
Issue number9
Publication statusPublished - 1987

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Chlorpropamide
Tolbutamide
Molecular structure
molecular structure
Crystal structure
Atoms
ligands
crystal structure
Ligands
synthesis
atoms
Nitrogen
Oxygen
nitrogen atoms
oxygen atoms
Stretching
Anions
anions
nitrogen
nuclear magnetic resonance

ASJC Scopus subject areas

  • Inorganic Chemistry

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Synthesis and characterization of sulfonylurea complexes with Cd2+, Hg2+, and Ag+. crystal and molecular structures of K[Cd(chlorpropamide)3] and Hg(tolbutamide)2. / Kessissoglou, D. P.; Manoussakis, G. E.; Hatzidimitriou, A. G.; Kanatzidis, Mercouri G.

In: Inorganic Chemistry, Vol. 26, No. 9, 1987, p. 1395-1402.

Research output: Contribution to journalArticle

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title = "Synthesis and characterization of sulfonylurea complexes with Cd2+, Hg2+, and Ag+. crystal and molecular structures of K[Cd(chlorpropamide)3] and Hg(tolbutamide)2",
abstract = "The synthesis and characterization of Cd2+, Ag+, and Hg2+ complexes with deprotonated tolbutamide and chlorpropanude hgands is described. The crystal and molecular structures of Hg(CH3C6H4SO2NCONH-n-Bu)2 (I) and K[Cd(ClC6H4SO2NCONH-n-Pr)3] (III) are reported. In I the coordination environment around the Hg2+ atom is strictly linear and the sulfonylurea ligand is bound in a predominantly monodentate fashion. The tolbutamide ligand is bound through the deprotonated sulfamido nitrogen atom. The Hg-N distance is 2.052 (17) {\AA}. By comparison the chlorpropamide ligand is coordinated to a Cd2+ atom in a bidentate mode with both the sulfamido nitrogen and the carbonyl oxygen atoms bound to the metal center. The coordination environment around the Cd2+ atom can be best described as trigonal prismatic. The mean Cd-N and Cd-O distances are 2.212 (20) and 2.535 (24) {\AA}, respectively. The counterion K+ slightly interacts with the oxygen of the carbonyl and sulfonyl groups in the anion in such a way as to form a polymeric zigzag K⋯Cd chain parallel to the a axis. The IR spectra show (C..-O) and (C..-N) stretching frequencies characteristic for either mode of sulfonylurea ligand coordination. On the basis of the IR spectra we propose a structure for K[Ag(p-XC6H4SO2NCONHR)2] (tolbutamide, X = CH3 and R = n-Bu; chlorpropamide, X = Cl and R = n-Pr) similar to that of the Hg2+ complexes. The 1H NMR spectra of these compounds are also reported.",
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T1 - Synthesis and characterization of sulfonylurea complexes with Cd2+, Hg2+, and Ag+. crystal and molecular structures of K[Cd(chlorpropamide)3] and Hg(tolbutamide)2

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AU - Manoussakis, G. E.

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N2 - The synthesis and characterization of Cd2+, Ag+, and Hg2+ complexes with deprotonated tolbutamide and chlorpropanude hgands is described. The crystal and molecular structures of Hg(CH3C6H4SO2NCONH-n-Bu)2 (I) and K[Cd(ClC6H4SO2NCONH-n-Pr)3] (III) are reported. In I the coordination environment around the Hg2+ atom is strictly linear and the sulfonylurea ligand is bound in a predominantly monodentate fashion. The tolbutamide ligand is bound through the deprotonated sulfamido nitrogen atom. The Hg-N distance is 2.052 (17) Å. By comparison the chlorpropamide ligand is coordinated to a Cd2+ atom in a bidentate mode with both the sulfamido nitrogen and the carbonyl oxygen atoms bound to the metal center. The coordination environment around the Cd2+ atom can be best described as trigonal prismatic. The mean Cd-N and Cd-O distances are 2.212 (20) and 2.535 (24) Å, respectively. The counterion K+ slightly interacts with the oxygen of the carbonyl and sulfonyl groups in the anion in such a way as to form a polymeric zigzag K⋯Cd chain parallel to the a axis. The IR spectra show (C..-O) and (C..-N) stretching frequencies characteristic for either mode of sulfonylurea ligand coordination. On the basis of the IR spectra we propose a structure for K[Ag(p-XC6H4SO2NCONHR)2] (tolbutamide, X = CH3 and R = n-Bu; chlorpropamide, X = Cl and R = n-Pr) similar to that of the Hg2+ complexes. The 1H NMR spectra of these compounds are also reported.

AB - The synthesis and characterization of Cd2+, Ag+, and Hg2+ complexes with deprotonated tolbutamide and chlorpropanude hgands is described. The crystal and molecular structures of Hg(CH3C6H4SO2NCONH-n-Bu)2 (I) and K[Cd(ClC6H4SO2NCONH-n-Pr)3] (III) are reported. In I the coordination environment around the Hg2+ atom is strictly linear and the sulfonylurea ligand is bound in a predominantly monodentate fashion. The tolbutamide ligand is bound through the deprotonated sulfamido nitrogen atom. The Hg-N distance is 2.052 (17) Å. By comparison the chlorpropamide ligand is coordinated to a Cd2+ atom in a bidentate mode with both the sulfamido nitrogen and the carbonyl oxygen atoms bound to the metal center. The coordination environment around the Cd2+ atom can be best described as trigonal prismatic. The mean Cd-N and Cd-O distances are 2.212 (20) and 2.535 (24) Å, respectively. The counterion K+ slightly interacts with the oxygen of the carbonyl and sulfonyl groups in the anion in such a way as to form a polymeric zigzag K⋯Cd chain parallel to the a axis. The IR spectra show (C..-O) and (C..-N) stretching frequencies characteristic for either mode of sulfonylurea ligand coordination. On the basis of the IR spectra we propose a structure for K[Ag(p-XC6H4SO2NCONHR)2] (tolbutamide, X = CH3 and R = n-Bu; chlorpropamide, X = Cl and R = n-Pr) similar to that of the Hg2+ complexes. The 1H NMR spectra of these compounds are also reported.

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