Characterization of novel diorganotin(IV) complexes with O,N,O donor ligand. Derived from carbohydrazide: X-ray crystal structure of [Ph 2Sn(H2CBS)]

M. A. Affan, Y. Z. Liew, Fasihuddin B. Ahmad, Mustaffa B. Shamsuddin, Bohari Mohd. Yamin

Research output: Contribution to journalArticle

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Abstract

A new series of diorganotin(IV) complexes has been synthesized by the reaction of R2SnCl2 (R = Me, Bu and Ph) with O,N,O-tridentate carbohydrazone ligand derived from carbohydrazide. Three diorganotin(IV) complexes of carbohydrazone-bis(salicylaldehyde) ligand [H 4CBS, (1)] with R2SnCl2 have been synthesized by refluxing in the presence of base in 1:2:1 molar ratio (metal:base:ligand). All the complexes (2-4) have been characterized by different physicochemical techniques like molar conductivity measurements, elemental analyses, UV-visible, IR and 1H NMR spectral studies. All complexes (2-4) are non electrolytic in nature. Among them, diphenyltin(IV) complex (4) has also been characterized by X-ray crystallography diffraction analyses. In the solid state, the carbohydrazone ligand (1) exists as the keto tautomer. But in solution in the presence of base and organotin(IV) chloride(s), it is converted to the enol tautomer and is coordinated to the tin atom in its deprotonated enolate form. X-ray crystallographic analysis shows that the diphenyltin(IV) complex, [Ph 2Sn(H2CBS)] (4), is five-coordinate and has a distorted trigonal-bipyramidal geometry with the ligand coordinated to the tin(IV) as a tridentate dinegative fashion through its phenolic-O, enolic-O and imine-N atoms. The general bond length order is: oxo < phenolato < enolato. The Sn-O (enolato) bond is longer than Sn-O (phenolato) bond by -0.095 Å and is identical with Sn-O (carboxylate) bond. The crystal of [Ph 2Sn(H2CBS)] (4) is triclinic with space group P-I with a = 8.514(2)Å, b = 12.505(3)Å, c = 12.794(4)Å, α = 105.169(4)°, β= 107.639(4)°, γ = 96.232(4)°, V = 1226.5(6) Å3, Z = 1 and Dcalc = 1.541 mg/m 3. The IR, UV and 1H NMR data are consistent with all the diorganotin(IV) derivatives having similar geometry.

Original languageEnglish
Pages (from-to)1063-1068
Number of pages6
JournalIndian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry
Volume46
Issue number7
Publication statusPublished - Jul 2007

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Crystal structure
Ligands
X rays
ligands
crystal structure
Tin
tautomers
x rays
tin
Nuclear magnetic resonance
Atoms
nuclear magnetic resonance
Imines
Geometry
X ray crystallography
Bond length
geometry
imines
carboxylates
crystallography

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Characterization of novel diorganotin(IV) complexes with O,N,O donor ligand. Derived from carbohydrazide : X-ray crystal structure of [Ph 2Sn(H2CBS)]. / Affan, M. A.; Liew, Y. Z.; Ahmad, Fasihuddin B.; Shamsuddin, Mustaffa B.; Mohd. Yamin, Bohari.

In: Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry, Vol. 46, No. 7, 07.2007, p. 1063-1068.

Research output: Contribution to journalArticle

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title = "Characterization of novel diorganotin(IV) complexes with O,N,O donor ligand. Derived from carbohydrazide: X-ray crystal structure of [Ph 2Sn(H2CBS)]",
abstract = "A new series of diorganotin(IV) complexes has been synthesized by the reaction of R2SnCl2 (R = Me, Bu and Ph) with O,N,O-tridentate carbohydrazone ligand derived from carbohydrazide. Three diorganotin(IV) complexes of carbohydrazone-bis(salicylaldehyde) ligand [H 4CBS, (1)] with R2SnCl2 have been synthesized by refluxing in the presence of base in 1:2:1 molar ratio (metal:base:ligand). All the complexes (2-4) have been characterized by different physicochemical techniques like molar conductivity measurements, elemental analyses, UV-visible, IR and 1H NMR spectral studies. All complexes (2-4) are non electrolytic in nature. Among them, diphenyltin(IV) complex (4) has also been characterized by X-ray crystallography diffraction analyses. In the solid state, the carbohydrazone ligand (1) exists as the keto tautomer. But in solution in the presence of base and organotin(IV) chloride(s), it is converted to the enol tautomer and is coordinated to the tin atom in its deprotonated enolate form. X-ray crystallographic analysis shows that the diphenyltin(IV) complex, [Ph 2Sn(H2CBS)] (4), is five-coordinate and has a distorted trigonal-bipyramidal geometry with the ligand coordinated to the tin(IV) as a tridentate dinegative fashion through its phenolic-O, enolic-O and imine-N atoms. The general bond length order is: oxo < phenolato < enolato. The Sn-O (enolato) bond is longer than Sn-O (phenolato) bond by -0.095 {\AA} and is identical with Sn-O (carboxylate) bond. The crystal of [Ph 2Sn(H2CBS)] (4) is triclinic with space group P-I with a = 8.514(2){\AA}, b = 12.505(3){\AA}, c = 12.794(4){\AA}, α = 105.169(4)°, β= 107.639(4)°, γ = 96.232(4)°, V = 1226.5(6) {\AA}3, Z = 1 and Dcalc = 1.541 mg/m 3. The IR, UV and 1H NMR data are consistent with all the diorganotin(IV) derivatives having similar geometry.",
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T1 - Characterization of novel diorganotin(IV) complexes with O,N,O donor ligand. Derived from carbohydrazide

T2 - X-ray crystal structure of [Ph 2Sn(H2CBS)]

AU - Affan, M. A.

AU - Liew, Y. Z.

AU - Ahmad, Fasihuddin B.

AU - Shamsuddin, Mustaffa B.

AU - Mohd. Yamin, Bohari

PY - 2007/7

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N2 - A new series of diorganotin(IV) complexes has been synthesized by the reaction of R2SnCl2 (R = Me, Bu and Ph) with O,N,O-tridentate carbohydrazone ligand derived from carbohydrazide. Three diorganotin(IV) complexes of carbohydrazone-bis(salicylaldehyde) ligand [H 4CBS, (1)] with R2SnCl2 have been synthesized by refluxing in the presence of base in 1:2:1 molar ratio (metal:base:ligand). All the complexes (2-4) have been characterized by different physicochemical techniques like molar conductivity measurements, elemental analyses, UV-visible, IR and 1H NMR spectral studies. All complexes (2-4) are non electrolytic in nature. Among them, diphenyltin(IV) complex (4) has also been characterized by X-ray crystallography diffraction analyses. In the solid state, the carbohydrazone ligand (1) exists as the keto tautomer. But in solution in the presence of base and organotin(IV) chloride(s), it is converted to the enol tautomer and is coordinated to the tin atom in its deprotonated enolate form. X-ray crystallographic analysis shows that the diphenyltin(IV) complex, [Ph 2Sn(H2CBS)] (4), is five-coordinate and has a distorted trigonal-bipyramidal geometry with the ligand coordinated to the tin(IV) as a tridentate dinegative fashion through its phenolic-O, enolic-O and imine-N atoms. The general bond length order is: oxo < phenolato < enolato. The Sn-O (enolato) bond is longer than Sn-O (phenolato) bond by -0.095 Å and is identical with Sn-O (carboxylate) bond. The crystal of [Ph 2Sn(H2CBS)] (4) is triclinic with space group P-I with a = 8.514(2)Å, b = 12.505(3)Å, c = 12.794(4)Å, α = 105.169(4)°, β= 107.639(4)°, γ = 96.232(4)°, V = 1226.5(6) Å3, Z = 1 and Dcalc = 1.541 mg/m 3. The IR, UV and 1H NMR data are consistent with all the diorganotin(IV) derivatives having similar geometry.

AB - A new series of diorganotin(IV) complexes has been synthesized by the reaction of R2SnCl2 (R = Me, Bu and Ph) with O,N,O-tridentate carbohydrazone ligand derived from carbohydrazide. Three diorganotin(IV) complexes of carbohydrazone-bis(salicylaldehyde) ligand [H 4CBS, (1)] with R2SnCl2 have been synthesized by refluxing in the presence of base in 1:2:1 molar ratio (metal:base:ligand). All the complexes (2-4) have been characterized by different physicochemical techniques like molar conductivity measurements, elemental analyses, UV-visible, IR and 1H NMR spectral studies. All complexes (2-4) are non electrolytic in nature. Among them, diphenyltin(IV) complex (4) has also been characterized by X-ray crystallography diffraction analyses. In the solid state, the carbohydrazone ligand (1) exists as the keto tautomer. But in solution in the presence of base and organotin(IV) chloride(s), it is converted to the enol tautomer and is coordinated to the tin atom in its deprotonated enolate form. X-ray crystallographic analysis shows that the diphenyltin(IV) complex, [Ph 2Sn(H2CBS)] (4), is five-coordinate and has a distorted trigonal-bipyramidal geometry with the ligand coordinated to the tin(IV) as a tridentate dinegative fashion through its phenolic-O, enolic-O and imine-N atoms. The general bond length order is: oxo < phenolato < enolato. The Sn-O (enolato) bond is longer than Sn-O (phenolato) bond by -0.095 Å and is identical with Sn-O (carboxylate) bond. The crystal of [Ph 2Sn(H2CBS)] (4) is triclinic with space group P-I with a = 8.514(2)Å, b = 12.505(3)Å, c = 12.794(4)Å, α = 105.169(4)°, β= 107.639(4)°, γ = 96.232(4)°, V = 1226.5(6) Å3, Z = 1 and Dcalc = 1.541 mg/m 3. The IR, UV and 1H NMR data are consistent with all the diorganotin(IV) derivatives having similar geometry.

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