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2-Azidomethyl-3-methyl-1-phenylsulfonyl-1H-indole
In the title compound, C(16)H(14)N(4)O(2)S, the plane of the indole ring is twisted by 70.4 (2)° with respect to the plane of the azidomethyl substituent. As a result of the electron-withdrawing character of the phenylsulfonyl groups, the N—C bond lengths are slightly longer than the anticipated...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3200696/ https://www.ncbi.nlm.nih.gov/pubmed/22065043 http://dx.doi.org/10.1107/S1600536811030601 |
Sumario: | In the title compound, C(16)H(14)N(4)O(2)S, the plane of the indole ring is twisted by 70.4 (2)° with respect to the plane of the azidomethyl substituent. As a result of the electron-withdrawing character of the phenylsulfonyl groups, the N—C bond lengths are slightly longer than the anticipated value of approximately 1.355 Å for an N atom with a planar configuration. The indole ring is essentially planar, with a maximum deviation of 0.0296 Å. The azide group is almost linear, the N—N—N angle being 171.4 (3)°. The methyl group on the azide-substituted C atom is in a flagpole position. The phenyl ring of the sulfonyl substituent makes a dihedral angle of 87.07 (10)° with the best plane of the indole moiety. The crystal packing is stabilized by intermolecular C—H⋯O interactions, which link the molecules into infinite chains running parallel to the b axis. The crystal packing is further stabilized by C—H⋯π interactions. |
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