Experimental and ab initio structural study of estertin compounds, X3SnCH2CH2CO2Me Crystal structures of Cl13SnCH2CH2CO2Me at 120 K and Br3SnCH2CH2CO2Me at 120 and 291 K: Crystal structures of Cl13SnCH2CH2CO2Me at 120 K and Br3SnCH2CH2CO2Me at 120 and 291 K

Geraldo M. de Lima, Bruce F. Milne, Robson P. Pereira, Ana Maria Rocco, Janet Mabel Scott Skakle, Anthony John Travis, James Lewis Wardell, Solange M. S. V. Wardell

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

The MeO2CCH2CH2 ligand in X3SnCH2CH2CO2Me, (X = Cl. Br or I), acts as a C,O-chelating group, via the carbonyl group, both in the solid state and in solutions in non-coordinating solvents. The crystal structures of I (X = Cl), a redetermination at 120 K and of I (X = Br), at 298 and 120 K, are reported. Comparison of the intramolecular Sn-O bond lengths in solid 1 (X = Cl, Br or I) indicates that the strength of the Sn-O interaction increases in the order X = I < Br < Cl. Furthermore, the strength of the Sn-O bond is greater in Cl3SnCH2CH2CO2Me than in the corresponding ketotin compound, Cl3SnCMe2CH2COMe, another chelated complex. Mixtures of 1 (X = Cl) and 1 (X = Br or I) undergo exchange reactions in solution, as shown by NMR spectra, to give all possible halide derivatives, (ClnX3-nSnCH2CH2CO2Me: n = 0-3: X = Br or I). A series of electronic structure calculations on (1: X = F, Cl, Br, I, SCN; R = Me) have been carried out at various levels of theory, including RHF and MP2. Hessian Calculations have also been performed on these optimized geometries in order to obtain internal coordinate force constants. Comparisons of the theoretical and experimental structures of 1 (X = Cl. Br and I) are reported. (C) 2009 Elsevier B.V. All rights reserved.

Original languageEnglish
Pages (from-to)244-250
Number of pages7
JournalJournal of Molecular Structure
Volume921
Issue number1-3
Early online date9 Jan 2009
DOIs
Publication statusPublished - 17 Mar 2009

Keywords

  • Chelate complexes
  • Organotin compounds
  • Crystallography
  • Estertin compounds
  • ab initio calculations
  • SUBSTITUTED ALKYLTIN HALIDES
  • SPECTROSCOPIC ASPECTS
  • CHEMISTRY

Cite this

Experimental and ab initio structural study of estertin compounds, X3SnCH2CH2CO2Me Crystal structures of Cl13SnCH2CH2CO2Me at 120 K and Br3SnCH2CH2CO2Me at 120 and 291 K : Crystal structures of Cl13SnCH2CH2CO2Me at 120 K and Br3SnCH2CH2CO2Me at 120 and 291 K. / de Lima, Geraldo M.; Milne, Bruce F.; Pereira, Robson P.; Rocco, Ana Maria; Skakle, Janet Mabel Scott; Travis, Anthony John; Wardell, James Lewis; Wardell, Solange M. S. V.

In: Journal of Molecular Structure, Vol. 921, No. 1-3, 17.03.2009, p. 244-250.

Research output: Contribution to journalArticle

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abstract = "The MeO2CCH2CH2 ligand in X3SnCH2CH2CO2Me, (X = Cl. Br or I), acts as a C,O-chelating group, via the carbonyl group, both in the solid state and in solutions in non-coordinating solvents. The crystal structures of I (X = Cl), a redetermination at 120 K and of I (X = Br), at 298 and 120 K, are reported. Comparison of the intramolecular Sn-O bond lengths in solid 1 (X = Cl, Br or I) indicates that the strength of the Sn-O interaction increases in the order X = I < Br < Cl. Furthermore, the strength of the Sn-O bond is greater in Cl3SnCH2CH2CO2Me than in the corresponding ketotin compound, Cl3SnCMe2CH2COMe, another chelated complex. Mixtures of 1 (X = Cl) and 1 (X = Br or I) undergo exchange reactions in solution, as shown by NMR spectra, to give all possible halide derivatives, (ClnX3-nSnCH2CH2CO2Me: n = 0-3: X = Br or I). A series of electronic structure calculations on (1: X = F, Cl, Br, I, SCN; R = Me) have been carried out at various levels of theory, including RHF and MP2. Hessian Calculations have also been performed on these optimized geometries in order to obtain internal coordinate force constants. Comparisons of the theoretical and experimental structures of 1 (X = Cl. Br and I) are reported. (C) 2009 Elsevier B.V. All rights reserved.",
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AU - de Lima, Geraldo M.

AU - Milne, Bruce F.

AU - Pereira, Robson P.

AU - Rocco, Ana Maria

AU - Skakle, Janet Mabel Scott

AU - Travis, Anthony John

AU - Wardell, James Lewis

AU - Wardell, Solange M. S. V.

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AB - The MeO2CCH2CH2 ligand in X3SnCH2CH2CO2Me, (X = Cl. Br or I), acts as a C,O-chelating group, via the carbonyl group, both in the solid state and in solutions in non-coordinating solvents. The crystal structures of I (X = Cl), a redetermination at 120 K and of I (X = Br), at 298 and 120 K, are reported. Comparison of the intramolecular Sn-O bond lengths in solid 1 (X = Cl, Br or I) indicates that the strength of the Sn-O interaction increases in the order X = I < Br < Cl. Furthermore, the strength of the Sn-O bond is greater in Cl3SnCH2CH2CO2Me than in the corresponding ketotin compound, Cl3SnCMe2CH2COMe, another chelated complex. Mixtures of 1 (X = Cl) and 1 (X = Br or I) undergo exchange reactions in solution, as shown by NMR spectra, to give all possible halide derivatives, (ClnX3-nSnCH2CH2CO2Me: n = 0-3: X = Br or I). A series of electronic structure calculations on (1: X = F, Cl, Br, I, SCN; R = Me) have been carried out at various levels of theory, including RHF and MP2. Hessian Calculations have also been performed on these optimized geometries in order to obtain internal coordinate force constants. Comparisons of the theoretical and experimental structures of 1 (X = Cl. Br and I) are reported. (C) 2009 Elsevier B.V. All rights reserved.

KW - Chelate complexes

KW - Organotin compounds

KW - Crystallography

KW - Estertin compounds

KW - ab initio calculations

KW - SUBSTITUTED ALKYLTIN HALIDES

KW - SPECTROSCOPIC ASPECTS

KW - CHEMISTRY

U2 - 10.1016/j.molstruc.2008.12.064

DO - 10.1016/j.molstruc.2008.12.064

M3 - Article

VL - 921

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EP - 250

JO - Journal of Molecular Structure

JF - Journal of Molecular Structure

SN - 0022-2860

IS - 1-3

ER -