JOURNAL ARTICLE

4′-(1H-Imidazol-2-yl)-3′-[(1H-indol-3-yl)carbonyl]-1′-methyl-2-oxospiro[indoline-3,2′-pyrrolidine]-3′-carbonitrile 0.15-hydrate

S. Antony InglebertYuvaraj ArunK. SethusankarParamasivan T. Perumal

Year: 2013 Journal:   Acta Crystallographica Section E Structure Reports Online Vol: 69 (9)Pages: o1481-o1481   Publisher: International Union of Crystallography

Abstract

In the title compound, C25H20N6O2·0.15H2O, the dihedral angles between the least-squares planes of the indole and pyrrolidine rings and between the oxindole and imidazole rings are 77.66 (7) and 45.31 (7)°, respectively. The pyrrolidine ring and the fused five-membered pyrrolidine ring of the oxindole moiety exhibit twisted conformations. The amide N atom is involved in both intra- and inter-molecular hydrogen bonding, having a bifurcated character. The mol-ecular structure is characterized by an intra-molecular N-H⋯O hydrogen bond, which generates an S(7) ring motif while an inter-molecular N-H⋯O hydrogen bond links the organic and solvent water mol-ecules. In the crystal, N-H⋯N hydrogen bonds generate a zigzag chain running parallel to c-axis direction. The H atoms of the solvent water mol-ecule were not located.

Keywords:
Indoline Pyrrolidine Chemistry Hydrate Medicinal chemistry Stereochemistry Organic chemistry

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Topics

Synthesis and Reactions of Organic Compounds
Physical Sciences →  Chemistry →  Organic Chemistry
Synthesis and Biological Evaluation
Physical Sciences →  Chemistry →  Organic Chemistry
Synthesis and Characterization of Heterocyclic Compounds
Physical Sciences →  Chemistry →  Organic Chemistry
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