Crystal structures and Hirshfeld surface analyses of (N -hexyl- N -methyldithiocarbamato-κ 2 S, S ′)triphenyltin(IV) and [ N -methyl- N -(2-phenylethyl)dithiocarbamato-κ 2 S, S ′]triphenyltin(IV)

Rapidah Mohamad, Normah Awang, Kamaludin Nurul Farahana, Mukesh M. Jotani, Edward R.T. Tiekink

Research output: Contribution to journalArticle

Abstract

The crystal and molecular structures of two triphenyltin dithiocarbamate compounds, viz. [Sn(C6 H5)3 (C8 H16 NS2)], (I), and [Sn(C 6 H5)3 (C10 H12 NS2)], (II), are described. The dithiocarbamate ligand in each molecule coordinates in an asymmetric fashion resulting in heavily distorted tetrahedral C 3 S coordination geometries for the Sn atoms, with the distortions traced to the close approach of the non-coordinating thione-S atom. The molecular packing in both compounds features C - H...π(Sn-phenyl) interactions. In (I), the donors are Sn-phenyl-C - H groups leading to centrosymmetric aggregates, while in (II), the donors are both Sn-phenyl-C - H and methyl-C - H groups leading to supramolecular chains propagating along the b axis. The identified aggregates assemble into their respective crystals with no directional interactions between them. An analysis of the Hirshfeld surfaces show distinctive patterns, but an overwhelming predominance (>99% in each case) of H...H, C...H/H...C and S...H/H...S contacts on the respective Hirshfeld surface.

Original languageEnglish
Pages (from-to)630-637
Number of pages8
JournalActa Crystallographica Section E: Crystallographic Communications
Volume74
DOIs
Publication statusPublished - 1 Jan 2018

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Crystal structure
Thiones
Atoms
crystal structure
Molecular structure
atoms
molecular structure
Ligands
interactions
Crystals
ligands
Molecules
Geometry
geometry
crystals
molecules
triphenyltin
asoxime chloride

Keywords

  • crystal structure
  • dithiocarbamate
  • Hirshfeld surface analysis
  • organotin

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Science(all)
  • Condensed Matter Physics

Cite this

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title = "Crystal structures and Hirshfeld surface analyses of (N -hexyl- N -methyldithiocarbamato-κ 2 S, S ′)triphenyltin(IV) and [ N -methyl- N -(2-phenylethyl)dithiocarbamato-κ 2 S, S ′]triphenyltin(IV)",
abstract = "The crystal and molecular structures of two triphenyltin dithiocarbamate compounds, viz. [Sn(C6 H5)3 (C8 H16 NS2)], (I), and [Sn(C 6 H5)3 (C10 H12 NS2)], (II), are described. The dithiocarbamate ligand in each molecule coordinates in an asymmetric fashion resulting in heavily distorted tetrahedral C 3 S coordination geometries for the Sn atoms, with the distortions traced to the close approach of the non-coordinating thione-S atom. The molecular packing in both compounds features C - H...π(Sn-phenyl) interactions. In (I), the donors are Sn-phenyl-C - H groups leading to centrosymmetric aggregates, while in (II), the donors are both Sn-phenyl-C - H and methyl-C - H groups leading to supramolecular chains propagating along the b axis. The identified aggregates assemble into their respective crystals with no directional interactions between them. An analysis of the Hirshfeld surfaces show distinctive patterns, but an overwhelming predominance (>99{\%} in each case) of H...H, C...H/H...C and S...H/H...S contacts on the respective Hirshfeld surface.",
keywords = "crystal structure, dithiocarbamate, Hirshfeld surface analysis, organotin",
author = "Rapidah Mohamad and Normah Awang and {Nurul Farahana}, Kamaludin and Jotani, {Mukesh M.} and Tiekink, {Edward R.T.}",
year = "2018",
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T1 - Crystal structures and Hirshfeld surface analyses of (N -hexyl- N -methyldithiocarbamato-κ 2 S, S ′)triphenyltin(IV) and [ N -methyl- N -(2-phenylethyl)dithiocarbamato-κ 2 S, S ′]triphenyltin(IV)

AU - Mohamad, Rapidah

AU - Awang, Normah

AU - Nurul Farahana, Kamaludin

AU - Jotani, Mukesh M.

AU - Tiekink, Edward R.T.

PY - 2018/1/1

Y1 - 2018/1/1

N2 - The crystal and molecular structures of two triphenyltin dithiocarbamate compounds, viz. [Sn(C6 H5)3 (C8 H16 NS2)], (I), and [Sn(C 6 H5)3 (C10 H12 NS2)], (II), are described. The dithiocarbamate ligand in each molecule coordinates in an asymmetric fashion resulting in heavily distorted tetrahedral C 3 S coordination geometries for the Sn atoms, with the distortions traced to the close approach of the non-coordinating thione-S atom. The molecular packing in both compounds features C - H...π(Sn-phenyl) interactions. In (I), the donors are Sn-phenyl-C - H groups leading to centrosymmetric aggregates, while in (II), the donors are both Sn-phenyl-C - H and methyl-C - H groups leading to supramolecular chains propagating along the b axis. The identified aggregates assemble into their respective crystals with no directional interactions between them. An analysis of the Hirshfeld surfaces show distinctive patterns, but an overwhelming predominance (>99% in each case) of H...H, C...H/H...C and S...H/H...S contacts on the respective Hirshfeld surface.

AB - The crystal and molecular structures of two triphenyltin dithiocarbamate compounds, viz. [Sn(C6 H5)3 (C8 H16 NS2)], (I), and [Sn(C 6 H5)3 (C10 H12 NS2)], (II), are described. The dithiocarbamate ligand in each molecule coordinates in an asymmetric fashion resulting in heavily distorted tetrahedral C 3 S coordination geometries for the Sn atoms, with the distortions traced to the close approach of the non-coordinating thione-S atom. The molecular packing in both compounds features C - H...π(Sn-phenyl) interactions. In (I), the donors are Sn-phenyl-C - H groups leading to centrosymmetric aggregates, while in (II), the donors are both Sn-phenyl-C - H and methyl-C - H groups leading to supramolecular chains propagating along the b axis. The identified aggregates assemble into their respective crystals with no directional interactions between them. An analysis of the Hirshfeld surfaces show distinctive patterns, but an overwhelming predominance (>99% in each case) of H...H, C...H/H...C and S...H/H...S contacts on the respective Hirshfeld surface.

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