Solid state hydrogen bonding in imidazole derivatives: A persistent tape motif

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22 Scopus citations


The Cambridge Structural Database was mined for non N-substituted, neutral imidazole derivatives. Solid states with metal centres bound to the imidazole nitrogen atoms and ionic species were not included. The N-N, hydrogen-bound, tape motif was found to be a structural trend in the solid-state of neutral imidazole derivatives in the presence of possible competing hydrogen bonds and in highly steric environments. A chemically intuitive set of parameters was chosen to characterize the relationships between imidazole rings in the solid states. The choice of structural parameters and the values these parameters take as a function of substitution patterns of imidazole derivatives was discussed. The complexities that can arise in the crude extraction of hydrogen bond strength from solid state data was discussed.

Original languageEnglish
Pages (from-to)168-172
Number of pages5
StatePublished - May 19 2004

ASJC Scopus subject areas

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


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