Coordination chemistry and bioactivity of some metal complexes containing two isomeric bidentate NS schiff bases derived from S-benzyldithiocarbazate and the x-ray crystal structures of S-benzyl-β-N-(5-methyl-2-furylmethylene)dithiocarbazate and bis[S-benzyl-β-N-(2-furylmethylketone)dithiocarbazato]cadmium(II)

M. T H Tarafder, Teng Jin Khoo, Karen A. Crouse, A. M. Ali, Bohari Mohd. Yamin, H. K. Fun

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Abstract

Isomeric bidentate ligands having nitrogen-sulfur donor sequence were prepared by condensing S-benzyldithiocarbazate (SBDTC) with 5-methyl-2-furyladehyde (NS) and 2-furylmethylketone (NS′). Complexes of these ligands with lead, tin, iron, cobalt and cadmium gave complexes of [M(L)2] (M = Pb, Fe and Cd) and [M(L)2] Cln (M = Sn, n = 2 and Co, n = 1) (L = NS and NS′). The compounds have been characterized by spectroscopic studies (infrared, 1H NMR and electronic spectra). X-ray crystallographic analysis of S-benzyl-β-N-(5-methyl-2-furylmethylene)dithiocarbazate shows the presence of two independent molecules in the asymmetric unit. The molecule adopts a trans-cis configuration, as was observed in other analogues, such as SBDTC where the furylmethylene and benzyl groups are trans and cis about the N-C and C-S bonds, respectively. The molecular structure of bis[S-benzyl-β-N-(2-furylmethylketone)dithiocarbazato]cadmium(II) shows a tetrahedral geometry about the central cadmium atom with the bidentate ligand coordinating through the thioketo sulfur and the azomethine nitrogen atoms. The lead(II) complex of the NS ligand was highly cytotoxic against leukemic cells (CEM-SS) with a CD50 of 3.25 μg cm-3 while antimicrobial screening showed that the [Fe(NS)2] Cl2·H2O complex was effective against Aspergillus achraceous.

Original languageEnglish
Pages (from-to)2691-2698
Number of pages8
JournalPolyhedron
Volume21
Issue number27-28
Publication statusPublished - 15 Dec 2002

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Schiff Bases
Coordination Complexes
Metal complexes
Bioactivity
Cadmium
cadmium
imines
Crystal structure
Ligands
X-Rays
chemistry
X rays
ligands
crystal structure
Sulfur
metals
x rays
Nitrogen
sulfur
Lead

Keywords

  • Bioactivity
  • Cadmium(II) complexes
  • Crystal structures
  • Dithiocarbazate Schiff base crystal structures
  • Metal complexes
  • Schiff base ligands

ASJC Scopus subject areas

  • Biochemistry
  • Inorganic Chemistry
  • Physical and Theoretical Chemistry
  • Materials Chemistry

Cite this

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title = "Coordination chemistry and bioactivity of some metal complexes containing two isomeric bidentate NS schiff bases derived from S-benzyldithiocarbazate and the x-ray crystal structures of S-benzyl-β-N-(5-methyl-2-furylmethylene)dithiocarbazate and bis[S-benzyl-β-N-(2-furylmethylketone)dithiocarbazato]cadmium(II)",
abstract = "Isomeric bidentate ligands having nitrogen-sulfur donor sequence were prepared by condensing S-benzyldithiocarbazate (SBDTC) with 5-methyl-2-furyladehyde (NS) and 2-furylmethylketone (NS′). Complexes of these ligands with lead, tin, iron, cobalt and cadmium gave complexes of [M(L)2] (M = Pb, Fe and Cd) and [M(L)2] Cln (M = Sn, n = 2 and Co, n = 1) (L = NS and NS′). The compounds have been characterized by spectroscopic studies (infrared, 1H NMR and electronic spectra). X-ray crystallographic analysis of S-benzyl-β-N-(5-methyl-2-furylmethylene)dithiocarbazate shows the presence of two independent molecules in the asymmetric unit. The molecule adopts a trans-cis configuration, as was observed in other analogues, such as SBDTC where the furylmethylene and benzyl groups are trans and cis about the N-C and C-S bonds, respectively. The molecular structure of bis[S-benzyl-β-N-(2-furylmethylketone)dithiocarbazato]cadmium(II) shows a tetrahedral geometry about the central cadmium atom with the bidentate ligand coordinating through the thioketo sulfur and the azomethine nitrogen atoms. The lead(II) complex of the NS ligand was highly cytotoxic against leukemic cells (CEM-SS) with a CD50 of 3.25 μg cm-3 while antimicrobial screening showed that the [Fe(NS)2] Cl2·H2O complex was effective against Aspergillus achraceous.",
keywords = "Bioactivity, Cadmium(II) complexes, Crystal structures, Dithiocarbazate Schiff base crystal structures, Metal complexes, Schiff base ligands",
author = "Tarafder, {M. T H} and Khoo, {Teng Jin} and Crouse, {Karen A.} and Ali, {A. M.} and {Mohd. Yamin}, Bohari and Fun, {H. K.}",
year = "2002",
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language = "English",
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T1 - Coordination chemistry and bioactivity of some metal complexes containing two isomeric bidentate NS schiff bases derived from S-benzyldithiocarbazate and the x-ray crystal structures of S-benzyl-β-N-(5-methyl-2-furylmethylene)dithiocarbazate and bis[S-benzyl-β-N-(2-furylmethylketone)dithiocarbazato]cadmium(II)

AU - Tarafder, M. T H

AU - Khoo, Teng Jin

AU - Crouse, Karen A.

AU - Ali, A. M.

AU - Mohd. Yamin, Bohari

AU - Fun, H. K.

PY - 2002/12/15

Y1 - 2002/12/15

N2 - Isomeric bidentate ligands having nitrogen-sulfur donor sequence were prepared by condensing S-benzyldithiocarbazate (SBDTC) with 5-methyl-2-furyladehyde (NS) and 2-furylmethylketone (NS′). Complexes of these ligands with lead, tin, iron, cobalt and cadmium gave complexes of [M(L)2] (M = Pb, Fe and Cd) and [M(L)2] Cln (M = Sn, n = 2 and Co, n = 1) (L = NS and NS′). The compounds have been characterized by spectroscopic studies (infrared, 1H NMR and electronic spectra). X-ray crystallographic analysis of S-benzyl-β-N-(5-methyl-2-furylmethylene)dithiocarbazate shows the presence of two independent molecules in the asymmetric unit. The molecule adopts a trans-cis configuration, as was observed in other analogues, such as SBDTC where the furylmethylene and benzyl groups are trans and cis about the N-C and C-S bonds, respectively. The molecular structure of bis[S-benzyl-β-N-(2-furylmethylketone)dithiocarbazato]cadmium(II) shows a tetrahedral geometry about the central cadmium atom with the bidentate ligand coordinating through the thioketo sulfur and the azomethine nitrogen atoms. The lead(II) complex of the NS ligand was highly cytotoxic against leukemic cells (CEM-SS) with a CD50 of 3.25 μg cm-3 while antimicrobial screening showed that the [Fe(NS)2] Cl2·H2O complex was effective against Aspergillus achraceous.

AB - Isomeric bidentate ligands having nitrogen-sulfur donor sequence were prepared by condensing S-benzyldithiocarbazate (SBDTC) with 5-methyl-2-furyladehyde (NS) and 2-furylmethylketone (NS′). Complexes of these ligands with lead, tin, iron, cobalt and cadmium gave complexes of [M(L)2] (M = Pb, Fe and Cd) and [M(L)2] Cln (M = Sn, n = 2 and Co, n = 1) (L = NS and NS′). The compounds have been characterized by spectroscopic studies (infrared, 1H NMR and electronic spectra). X-ray crystallographic analysis of S-benzyl-β-N-(5-methyl-2-furylmethylene)dithiocarbazate shows the presence of two independent molecules in the asymmetric unit. The molecule adopts a trans-cis configuration, as was observed in other analogues, such as SBDTC where the furylmethylene and benzyl groups are trans and cis about the N-C and C-S bonds, respectively. The molecular structure of bis[S-benzyl-β-N-(2-furylmethylketone)dithiocarbazato]cadmium(II) shows a tetrahedral geometry about the central cadmium atom with the bidentate ligand coordinating through the thioketo sulfur and the azomethine nitrogen atoms. The lead(II) complex of the NS ligand was highly cytotoxic against leukemic cells (CEM-SS) with a CD50 of 3.25 μg cm-3 while antimicrobial screening showed that the [Fe(NS)2] Cl2·H2O complex was effective against Aspergillus achraceous.

KW - Bioactivity

KW - Cadmium(II) complexes

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KW - Dithiocarbazate Schiff base crystal structures

KW - Metal complexes

KW - Schiff base ligands

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