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Heterocyclic tautomerism. V . 2‐Guanidinobenzimidazole
Author(s) -
Steel Peter J.
Publication year - 1991
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570280729
Subject(s) - tautomer , chemistry , benzimidazole , intramolecular force , hydrogen bond , intermolecular force , molecule , crystal structure , crystallography , solid state , stereochemistry , organic chemistry
A single‐crystal X‐ray structure analysis of 2‐guanidinobenzimidazole shows the molecule exists in the solid state as tautomer 1 , with an intramolecular hydrogen bond between the benzimidazole‐N3 and a guanidino‐NH 2 . The guanidino group is inclined at an angle of 13.8° to the benzimidazole plane. Other nitrogen atoms and their attached hydrogens are involved in additional intermolecular hydrogen bonds that connect the molecules in a complex three‐dimensional network.

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