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

The structure of the title compound, C(8)H(9)N(3), a potential anti­tumour drug, was determined in order to give more insight into its structure–function relationships. The benzimidazole core of the mol­ecule was found to be exactly planar, while the substituents are displaced slightly from the mol­...

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Detalles Bibliográficos
Autores principales: Lokaj, Jan, Kettmann, Viktor, Milata, Viktor, Solčan, Tomáš
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977244/
https://www.ncbi.nlm.nih.gov/pubmed/21583494
http://dx.doi.org/10.1107/S1600536809025550
Descripción
Sumario:The structure of the title compound, C(8)H(9)N(3), a potential anti­tumour drug, was determined in order to give more insight into its structure–function relationships. The benzimidazole core of the mol­ecule was found to be exactly planar, while the substituents are displaced slightly from the mol­ecular 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 inter­molecular N—H⋯N and C—H⋯N hydrogen bonds have been identified.