2-Azido-methyl-3-methyl-1-phenyl-sulfonyl-1H-indole.

ABSTRACT: 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 phenyl-sulfonyl groups, the N-C bond lengths are slightly longer than the anti-cipated 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 inter-molecular C-H?O inter-actions, which link the mol-ecules into infinite chains running parallel to the b axis. The crystal packing is further stabilized by C-H?? inter-actions.

SUBMITTER: Karthikeyan S 

PROVIDER: S-EPMC3200696 | biostudies-literature | 2011 Sep

REPOSITORIES: biostudies-literature