Structural variety of 2-amidoethyltin compounds

Daniele C. Menezes; Geraldo M. de Lima; James L. Wardell; Jessica Gomez-Banderas; William T. A. Harrison

doi:10.1016/j.jorganchem.2017.08.011

Structural variety of 2-amidoethyltin compounds

Daniele C. Menezes, Geraldo M. de Lima, James L. Wardell, Jessica Gomez-Banderas, William T. A. Harrison

Chemistry

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Abstract

The syntheses, spectroscopic data and crystal structures of (H₂NCOCH₂CH₂-C)(R₂NCS₂-S,S/)₃Sn (1), (H₂NCOCH₂CH₂-C,O)₂SnCl₂ (triclinic polymorph) (2), (H₂NCOCH₂CH₂-C,O)(2-H₂NCOC₆H₄S-O,S)SnCl₂ (3) and Sn(C₁₁H₉N₂O₂)Cl₃ (4) are reported. The tin atom in compound 1 (R = Et) is coordinated by three chelating dithiocarbamate anions and a C-bound non-chelating amidoethyl ligand to generate a SnS₆C pentagonal-bipyramidal coordination polyhedron. Compound 2, which features SnC₂O₂Cl₂ octahedra, was crystallised from mixed solvents (ethanol and water) and complements the two known monoclinic forms. Compound 3 arose unexpectedly due to ligand disproportionation of the tin starting material and a “trans-esterification” reaction of the starting ligand: distorted SnCSO₂Cl₂ octahedra are seen in the crystal structure. Compound 4 arose from another ligand disproportionation reaction and features neutral complex molecules with N₂OCl₃ donor sets coordinating to the octahedral tin atoms.

Original language	English
Pages (from-to)	318-324
Number of pages	7
Journal	Journal of Organometallic Chemistry
Volume	848
Early online date	24 Aug 2017
DOIs	https://doi.org/10.1016/j.jorganchem.2017.08.011
Publication status	Published - 15 Oct 2017

Bibliographical note

Acknowledgements
We thank the EPSRC National Crystallography Service (University of Southampton) for the intensity data collection
Appendix A. Supplementary data file included with article

Keywords

tin
amidoethyl
trans-esterification
crystal structure

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William Harrison
- School of Natural & Computing Sciences, Chemistry - Personal Chair
Person: Academic Related - Scholarship

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@article{58094e3150e7464fb2417b934603c550,

title = "Structural variety of 2-amidoethyltin compounds",

abstract = "The syntheses, spectroscopic data and crystal structures of (H2NCOCH2CH2-C)(R2NCS2-S,S/)3Sn (1), (H2NCOCH2CH2-C,O)2SnCl2 (triclinic polymorph) (2), (H2NCOCH2CH2-C,O)(2-H2NCOC6H4S-O,S)SnCl2 (3) and Sn(C11H9N2O2)Cl3 (4) are reported. The tin atom in compound 1 (R = Et) is coordinated by three chelating dithiocarbamate anions and a C-bound non-chelating amidoethyl ligand to generate a SnS6C pentagonal-bipyramidal coordination polyhedron. Compound 2, which features SnC2O2Cl2 octahedra, was crystallised from mixed solvents (ethanol and water) and complements the two known monoclinic forms. Compound 3 arose unexpectedly due to ligand disproportionation of the tin starting material and a “trans-esterification” reaction of the starting ligand: distorted SnCSO2Cl2 octahedra are seen in the crystal structure. Compound 4 arose from another ligand disproportionation reaction and features neutral complex molecules with N2OCl3 donor sets coordinating to the octahedral tin atoms.",

keywords = "tin, amidoethyl, trans-esterification, crystal structure",

author = "Menezes, {Daniele C.} and {de Lima}, {Geraldo M.} and Wardell, {James L.} and Jessica Gomez-Banderas and Harrison, {William T. A.}",

note = "Acknowledgements We thank the EPSRC National Crystallography Service (University of Southampton) for the intensity data collection Appendix A. Supplementary data file included with article ",

year = "2017",

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doi = "10.1016/j.jorganchem.2017.08.011",

language = "English",

volume = "848",

pages = "318--324",

journal = "Journal of Organometallic Chemistry",

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TY - JOUR

T1 - Structural variety of 2-amidoethyltin compounds

AU - Menezes, Daniele C.

AU - de Lima, Geraldo M.

AU - Wardell, James L.

AU - Gomez-Banderas, Jessica

AU - Harrison, William T. A.

N1 - Acknowledgements We thank the EPSRC National Crystallography Service (University of Southampton) for the intensity data collection Appendix A. Supplementary data file included with article

PY - 2017/10/15

Y1 - 2017/10/15

N2 - The syntheses, spectroscopic data and crystal structures of (H2NCOCH2CH2-C)(R2NCS2-S,S/)3Sn (1), (H2NCOCH2CH2-C,O)2SnCl2 (triclinic polymorph) (2), (H2NCOCH2CH2-C,O)(2-H2NCOC6H4S-O,S)SnCl2 (3) and Sn(C11H9N2O2)Cl3 (4) are reported. The tin atom in compound 1 (R = Et) is coordinated by three chelating dithiocarbamate anions and a C-bound non-chelating amidoethyl ligand to generate a SnS6C pentagonal-bipyramidal coordination polyhedron. Compound 2, which features SnC2O2Cl2 octahedra, was crystallised from mixed solvents (ethanol and water) and complements the two known monoclinic forms. Compound 3 arose unexpectedly due to ligand disproportionation of the tin starting material and a “trans-esterification” reaction of the starting ligand: distorted SnCSO2Cl2 octahedra are seen in the crystal structure. Compound 4 arose from another ligand disproportionation reaction and features neutral complex molecules with N2OCl3 donor sets coordinating to the octahedral tin atoms.

AB - The syntheses, spectroscopic data and crystal structures of (H2NCOCH2CH2-C)(R2NCS2-S,S/)3Sn (1), (H2NCOCH2CH2-C,O)2SnCl2 (triclinic polymorph) (2), (H2NCOCH2CH2-C,O)(2-H2NCOC6H4S-O,S)SnCl2 (3) and Sn(C11H9N2O2)Cl3 (4) are reported. The tin atom in compound 1 (R = Et) is coordinated by three chelating dithiocarbamate anions and a C-bound non-chelating amidoethyl ligand to generate a SnS6C pentagonal-bipyramidal coordination polyhedron. Compound 2, which features SnC2O2Cl2 octahedra, was crystallised from mixed solvents (ethanol and water) and complements the two known monoclinic forms. Compound 3 arose unexpectedly due to ligand disproportionation of the tin starting material and a “trans-esterification” reaction of the starting ligand: distorted SnCSO2Cl2 octahedra are seen in the crystal structure. Compound 4 arose from another ligand disproportionation reaction and features neutral complex molecules with N2OCl3 donor sets coordinating to the octahedral tin atoms.

KW - tin

KW - amidoethyl

KW - trans-esterification

KW - crystal structure

U2 - 10.1016/j.jorganchem.2017.08.011

DO - 10.1016/j.jorganchem.2017.08.011

M3 - Article

SN - 0022-328X

VL - 848

SP - 318

EP - 324

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

ER -

Structural variety of 2-amidoethyltin compounds

Abstract

Bibliographical note

Keywords

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