Crystal structure of the [(1,3-dimesityl-1Himidazol- 3-ium-2-yl)methanolato]copper(II) chloride dimer: insertion of formaldehyde into a copper–carbene bond

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Abstract

The crystal structure of bis[-(1,3-dimesityl-1H-imidazol-3-ium-2-yl)methanolato- 2O:O]bis[dichloridocopper(II)], [Cu2Cl4(C22H26N2O)2], is reported. The complex is assumed to have formed via the insertion of formaldehyde into the copper–carbon bond in an N-heterocyclic carbene complex of copper(I) chloride. The structure of the binuclear molecule possesses a crystallographically centrosymmetric Cu2O2 central core with the O atoms bridging between the CuII atoms and thus Z0 = 0.5. The copper centres are further ligated by two chloride ligands, resulting in the CuII atoms residing in a distorted square-planar environment. The Cu—O bond lengths are shorter than those previously reported in structures with the same central Cu2O2 motif. The complex displays C—H Cl interactions involving the H atoms of the heterocycle backbone and the chloride ligands of a neighbouring molecule.
LanguageEnglish
Pages1369-1372
Number of pages4
JournalActa Crystallographica Section E: Structure Reports
VolumeE74
Early online date24 Aug 2018
DOIs
Publication statusE-pub ahead of print - 24 Aug 2018

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carbenes
formaldehyde
Formaldehyde
Dimers
Copper
insertion
Crystal structure
chlorides
dimers
copper
Atoms
crystal structure
atoms
Chlorides
Ligands
ligands
Molecules
Bond length
imidazoles
molecules

Keywords

  • crystal structure
  • copper
  • N-heterocyclic carbene
  • insertion
  • formaldehyde

Cite this

@article{c380bc8bc0794597927382c4224a9971,
title = "Crystal structure of the [(1,3-dimesityl-1Himidazol- 3-ium-2-yl)methanolato]copper(II) chloride dimer: insertion of formaldehyde into a copper–carbene bond",
abstract = "The crystal structure of bis[-(1,3-dimesityl-1H-imidazol-3-ium-2-yl)methanolato- 2O:O]bis[dichloridocopper(II)], [Cu2Cl4(C22H26N2O)2], is reported. The complex is assumed to have formed via the insertion of formaldehyde into the copper–carbon bond in an N-heterocyclic carbene complex of copper(I) chloride. The structure of the binuclear molecule possesses a crystallographically centrosymmetric Cu2O2 central core with the O atoms bridging between the CuII atoms and thus Z0 = 0.5. The copper centres are further ligated by two chloride ligands, resulting in the CuII atoms residing in a distorted square-planar environment. The Cu—O bond lengths are shorter than those previously reported in structures with the same central Cu2O2 motif. The complex displays C—H Cl interactions involving the H atoms of the heterocycle backbone and the chloride ligands of a neighbouring molecule.",
keywords = "crystal structure, copper, N-heterocyclic carbene, insertion, formaldehyde",
author = "Dodds, {C. A.} and Kennedy, {A. R.}",
year = "2018",
month = "8",
day = "24",
doi = "10.1107/S205698901801201X",
language = "English",
volume = "E74",
pages = "1369--1372",
journal = "Acta Crystallographica Section E: Structure Reports",
issn = "1600-5368",

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TY - JOUR

T1 - Crystal structure of the [(1,3-dimesityl-1Himidazol- 3-ium-2-yl)methanolato]copper(II) chloride dimer

T2 - Acta Crystallographica Section E: Structure Reports

AU - Dodds, C. A.

AU - Kennedy, A. R.

PY - 2018/8/24

Y1 - 2018/8/24

N2 - The crystal structure of bis[-(1,3-dimesityl-1H-imidazol-3-ium-2-yl)methanolato- 2O:O]bis[dichloridocopper(II)], [Cu2Cl4(C22H26N2O)2], is reported. The complex is assumed to have formed via the insertion of formaldehyde into the copper–carbon bond in an N-heterocyclic carbene complex of copper(I) chloride. The structure of the binuclear molecule possesses a crystallographically centrosymmetric Cu2O2 central core with the O atoms bridging between the CuII atoms and thus Z0 = 0.5. The copper centres are further ligated by two chloride ligands, resulting in the CuII atoms residing in a distorted square-planar environment. The Cu—O bond lengths are shorter than those previously reported in structures with the same central Cu2O2 motif. The complex displays C—H Cl interactions involving the H atoms of the heterocycle backbone and the chloride ligands of a neighbouring molecule.

AB - The crystal structure of bis[-(1,3-dimesityl-1H-imidazol-3-ium-2-yl)methanolato- 2O:O]bis[dichloridocopper(II)], [Cu2Cl4(C22H26N2O)2], is reported. The complex is assumed to have formed via the insertion of formaldehyde into the copper–carbon bond in an N-heterocyclic carbene complex of copper(I) chloride. The structure of the binuclear molecule possesses a crystallographically centrosymmetric Cu2O2 central core with the O atoms bridging between the CuII atoms and thus Z0 = 0.5. The copper centres are further ligated by two chloride ligands, resulting in the CuII atoms residing in a distorted square-planar environment. The Cu—O bond lengths are shorter than those previously reported in structures with the same central Cu2O2 motif. The complex displays C—H Cl interactions involving the H atoms of the heterocycle backbone and the chloride ligands of a neighbouring molecule.

KW - crystal structure

KW - copper

KW - N-heterocyclic carbene

KW - insertion

KW - formaldehyde

UR - http://journals.iucr.org/e/

U2 - 10.1107/S205698901801201X

DO - 10.1107/S205698901801201X

M3 - Article

VL - E74

SP - 1369

EP - 1372

JO - Acta Crystallographica Section E: Structure Reports

JF - Acta Crystallographica Section E: Structure Reports

SN - 1600-5368

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