Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Karthikeyan, S., Sethusankar, K., Rajeswaran, Ganesan Gobi, Mohanakrishnan, Arasambattu K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
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
Descripción
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.