Distinct coordination geometries in bis[N,N-bis(2-methoxyethyl)dithiocarbamato-κ2 S,S']diphenyltin(IV) and bis[N-(2-methoxyethyl)-N-methyldithiocarbamato-κ2 S,S']diphenyltin(IV): Crystal structures and Hirshfeld surface analysis

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

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Abstract

The crystal and molecular structures of two diphenyltin bis(dithiocarbamate)s, [Sn(C6H5)2(C5H10NOS2)2], (I), and [Sn(C6H5)2(C7H14NO2S2)2], (II), are described. In (I), in which the metal atom lies on a twofold rotation axis, the dithiocarbamate ligand coordinates with approximately equal Sn - S bond lengths and the ipso-C atoms of the Sn-bound phenyl groups occupy cis-positions in the resulting octahedral C2S4 donor set. A quite distinct coordination geometry is noted in (II), arising as a result of quite disparate Sn - S bond lengths. Here, the four S-donors define a trapezoidal plane with the ipso-C atoms lying over the weaker of the Sn - S bonds so that the C2S4 donor set defines a skewed trapezoidal bipyramid. The packing of (I) features supramolecular layers in the ab plane sustained by methylene-C - H···π(Sn-aryl) interactions; these stack along the c-axis direction with no specific interactions between them. In (II), supramolecular chains along the b-axis direction are formed by methylene-C - O(ether) interactions; these pack with no directional interactions between them. A Hirshfeld surface analysis was conducted on both (I) and (II) and revealed the dominance of H···H interactions contributing to the respective surfaces, i.e. >60% in each case, and other features consistent with the description of the molecular packing above.

Original languageEnglish
Pages (from-to)1130-1137
Number of pages8
JournalActa Crystallographica Section E: Crystallographic Communications
Volume72
DOIs
Publication statusPublished - 1 Aug 2016

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Surface analysis
Crystal structure
Bond length
Atoms
crystal structure
Geometry
geometry
methylene
interactions
Ether
Molecular structure
Ethers
atoms
Metals
Ligands
ethers
molecular structure
diphenyltin
ligands
Direction compound

Keywords

  • crystal structure
  • dithiocarbamate
  • Hirshfeld surface analysis
  • organotin

ASJC Scopus subject areas

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

Cite this

@article{52e9b36e5d1c4f4c92881ed0f0a3394c,
title = "Distinct coordination geometries in bis[N,N-bis(2-methoxyethyl)dithiocarbamato-κ2 S,S']diphenyltin(IV) and bis[N-(2-methoxyethyl)-N-methyldithiocarbamato-κ2 S,S']diphenyltin(IV): Crystal structures and Hirshfeld surface analysis",
abstract = "The crystal and molecular structures of two diphenyltin bis(dithiocarbamate)s, [Sn(C6H5)2(C5H10NOS2)2], (I), and [Sn(C6H5)2(C7H14NO2S2)2], (II), are described. In (I), in which the metal atom lies on a twofold rotation axis, the dithiocarbamate ligand coordinates with approximately equal Sn - S bond lengths and the ipso-C atoms of the Sn-bound phenyl groups occupy cis-positions in the resulting octahedral C2S4 donor set. A quite distinct coordination geometry is noted in (II), arising as a result of quite disparate Sn - S bond lengths. Here, the four S-donors define a trapezoidal plane with the ipso-C atoms lying over the weaker of the Sn - S bonds so that the C2S4 donor set defines a skewed trapezoidal bipyramid. The packing of (I) features supramolecular layers in the ab plane sustained by methylene-C - H···π(Sn-aryl) interactions; these stack along the c-axis direction with no specific interactions between them. In (II), supramolecular chains along the b-axis direction are formed by methylene-C - O(ether) interactions; these pack with no directional interactions between them. A Hirshfeld surface analysis was conducted on both (I) and (II) and revealed the dominance of H···H interactions contributing to the respective surfaces, i.e. >60{\%} in each case, and other features consistent with the description of the molecular packing above.",
keywords = "crystal structure, dithiocarbamate, Hirshfeld surface analysis, organotin",
author = "Rapidah Mohamad and Normah Awang and Jotani, {Mukesh M.} and Tiekink, {Edward R T}",
year = "2016",
month = "8",
day = "1",
doi = "10.1107/S2056989016011385",
language = "English",
volume = "72",
pages = "1130--1137",
journal = "Acta Crystallographica Section E: Crystallographic Communications",
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TY - JOUR

T1 - Distinct coordination geometries in bis[N,N-bis(2-methoxyethyl)dithiocarbamato-κ2 S,S']diphenyltin(IV) and bis[N-(2-methoxyethyl)-N-methyldithiocarbamato-κ2 S,S']diphenyltin(IV)

T2 - Crystal structures and Hirshfeld surface analysis

AU - Mohamad, Rapidah

AU - Awang, Normah

AU - Jotani, Mukesh M.

AU - Tiekink, Edward R T

PY - 2016/8/1

Y1 - 2016/8/1

N2 - The crystal and molecular structures of two diphenyltin bis(dithiocarbamate)s, [Sn(C6H5)2(C5H10NOS2)2], (I), and [Sn(C6H5)2(C7H14NO2S2)2], (II), are described. In (I), in which the metal atom lies on a twofold rotation axis, the dithiocarbamate ligand coordinates with approximately equal Sn - S bond lengths and the ipso-C atoms of the Sn-bound phenyl groups occupy cis-positions in the resulting octahedral C2S4 donor set. A quite distinct coordination geometry is noted in (II), arising as a result of quite disparate Sn - S bond lengths. Here, the four S-donors define a trapezoidal plane with the ipso-C atoms lying over the weaker of the Sn - S bonds so that the C2S4 donor set defines a skewed trapezoidal bipyramid. The packing of (I) features supramolecular layers in the ab plane sustained by methylene-C - H···π(Sn-aryl) interactions; these stack along the c-axis direction with no specific interactions between them. In (II), supramolecular chains along the b-axis direction are formed by methylene-C - O(ether) interactions; these pack with no directional interactions between them. A Hirshfeld surface analysis was conducted on both (I) and (II) and revealed the dominance of H···H interactions contributing to the respective surfaces, i.e. >60% in each case, and other features consistent with the description of the molecular packing above.

AB - The crystal and molecular structures of two diphenyltin bis(dithiocarbamate)s, [Sn(C6H5)2(C5H10NOS2)2], (I), and [Sn(C6H5)2(C7H14NO2S2)2], (II), are described. In (I), in which the metal atom lies on a twofold rotation axis, the dithiocarbamate ligand coordinates with approximately equal Sn - S bond lengths and the ipso-C atoms of the Sn-bound phenyl groups occupy cis-positions in the resulting octahedral C2S4 donor set. A quite distinct coordination geometry is noted in (II), arising as a result of quite disparate Sn - S bond lengths. Here, the four S-donors define a trapezoidal plane with the ipso-C atoms lying over the weaker of the Sn - S bonds so that the C2S4 donor set defines a skewed trapezoidal bipyramid. The packing of (I) features supramolecular layers in the ab plane sustained by methylene-C - H···π(Sn-aryl) interactions; these stack along the c-axis direction with no specific interactions between them. In (II), supramolecular chains along the b-axis direction are formed by methylene-C - O(ether) interactions; these pack with no directional interactions between them. A Hirshfeld surface analysis was conducted on both (I) and (II) and revealed the dominance of H···H interactions contributing to the respective surfaces, i.e. >60% in each case, and other features consistent with the description of the molecular packing above.

KW - crystal structure

KW - dithiocarbamate

KW - Hirshfeld surface analysis

KW - organotin

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U2 - 10.1107/S2056989016011385

DO - 10.1107/S2056989016011385

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VL - 72

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EP - 1137

JO - Acta Crystallographica Section E: Crystallographic Communications

JF - Acta Crystallographica Section E: Crystallographic Communications

SN - 2056-9890

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