Effect of methylene versus ethylene linkers on structural properties of tert-butyl and mesityl bis(imidazolium) bromide salts

Abstract

The crystal structures of ligand precursor bis(imidazolium) salts 1,1′-methylenebis(3-tert-butylimidazolium) dibromide monohydrate, C15H26N4 +·2Br−·H2O or [ tBuNHC2Me][Br]2·H2O, 1,1′-(ethane-1,2-diyl)bis(3-tert-butylimidazolium) dibromide dihydrate, C16H28N4 +·2Br−·2H2O or [ tBuNHC2Et][Br]2·2H2O, 1,1′-methylenebis[3-(2,4,6-trimethylphenyl)imidazolium] dibromide dihydrate, C25H30N4 2+·2Br−·2H2O or [MesNHC2Me][Br]2·2H2O, and 1,1′-(ethane-1,2-diyl)bis[3-(2,4,6-trimethylphenyl)imidazolium] dibromide tetrahydrate, C26H32N4 2+·2Br−·4H2O or [MesNHC2Et][Br]2·4H2O, are reported. At 293 K, [ tBuNHC2Me][Br]2·H2O crystallizes in the P21/c space group, while [ tBuNHC2Et][Br]2·2H2O crystallizes in the P21/n space group at 100 K. At 112 K, [MesNHC2Me][Br]2·2H2O crystallizes in the orthorhombic space group Pccn while [MesNHC2Et][Br]2·4H2O crystallizes in the P21/c space group at 100 K. Bond distances and angles within the imidazolium rings are generally comparable among the four structures. All four bis(imidazolium) salts co-crystallize with one to four molecules of water.

Document Details

Document Type
Pub Defense Publication
Publication Date
Aug 16, 2022
Source ID
10.1107/s2056989022008003

Entities

People

  • Adrian Torres
  • Briana C. Arreaga
  • Deandrea Dolberry
  • E.M. Olivas
  • Emily S. Thompson
  • Hector L. Alarcon
  • Jacob P. Brannon
  • S Chantal E Stieber

Organizations

  • National Institute of General Medical Sciences
  • National Science Foundation Directorate for Education and Human Resources
  • National Science Foundation Directorate for Mathematical & Physical Sciences
  • United States Army

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Fields of Study

  • Chemistry

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  • Organic Chemistry

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