Acta Crystallographica Section E

Structure Reports Online

Volume 70, Part 5 (May 2014)

organic compounds

bh2496 scheme

Acta Cryst. (2014). E70, o604-o605    [ doi:10.1107/S1600536814008800 ]

5-Amino-6-benzoyl-8-nitro-2,3-di­hydro-1H-spiro­[imidazo[1,2-a]pyridine-7,3'-indolin]-2'-one dimethyl sulfoxide monosolvate

R. A. Nagalakshmi, J. Suresh, S. Sivakumar, R. R. Kumar and P. L. N. Lakshman

Abstract: In the title compound C21H17N5O4·C2H6OS, the central six-membered ring derived from 1,4-di­hydro­pyridine adopts a distorted boat conformation with a small puckering amplitude of 0.127 (3) Å. The sums of bond angles around the pyridine N atom [358.7 (2)°] and the other imidazolidine N atom [60 (2)°] indicate that these atoms are in sp2 hybridization, leading to an essentially planar imidazolidine ring. The last heterocycle, an oxindole moiety, is also nearly planar with an r.m.s. deviation of 0.0185 (1) Å. The amine NH2 group forms an intra­molecular hydrogen bond with the benzoyl group, giving a S(6) motif. In the crystal, N-H...O hydrogen bonds lead to the formation of chains along the c-axis direction. Within the chains there are further N-H...O and C-H...O hydrogen bonds enclosing R22(14) ring motifs. The chains are linked via N-H...O and C-H...O hydrogen bonds involving the dimethyl sulfoxide solvent mol­ecule which acts as both an acceptor and a donor..

CCDC reference: 998123

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