5-Amino-1-methyl-1H-benzimidazole.

Acta Crystallogr Sect E Struct Rep Online

Published: July 2009

The structure of the title compound, C(8)H(9)N(3), a potential anti-tumour drug, was determined in order to give more insight into its structure-function relationships. The benzimidazole core of the mol-ecule was found to be exactly planar, while the substituents are displaced slightly from the mol-ecular plane [C-C-N-C and C-C-C-N torsion angles of 0.8 (3) and 179.0 (1)° for the methyl and amino groups, respectively]. The bond lengths are analysed in detail and compared with those of the parent unsubstituted analogues. The results show that the lone-pair electrons on the amino N atom are involved in conjugation with the adjacent π system and hence affect the charge distribution in the heterocycle. Two inter-molecular N-H⋯N and C-H⋯N hydrogen bonds have been identified.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977244PMC
http://dx.doi.org/10.1107/S1600536809025550DOI Listing

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