In the title indolin-2-one derivative, C(15)H(11)NO, the phenyl ring and the oxoindoline fused-ring system (r.m.s. deviation = 0.011 Å) are aligned at 48.52 (6)°. In the crystal, inversion-related mol-ecules form an N-H⋯O hydrogen-bonded dimer via an eight-membered {⋯HNCO}(2) synthon. The dimeric aggregates are linked into a three-dimensional architecture via C-H⋯O and π-π inter-actions between the five- and six-membered rings of the fused ring system, with an inter-centroid distance of 3.4538 (8) Å.
The 1,3-dipolar cycloaddition reaction of the chalcones with azomethine ylide (generated by isatin and sarcosine) has been constructed to functionalize novel spiropyrrolidines. The synthesized compounds (4a–d) structures were characterized by modern spectroscopic techniques and further corroborated a compound 4a by single crystal X-ray study. The in vitro antibacterial activity of novel spiropyrrolidines was evaluated against the Gram-positive and Gram-negative bacterial strains Bacillus subtillis, Enterococcus faecalis and Escherichia coli, Pseudomonas aeruginosa, respectively. Among them, compound 4c was found the most potent antibacterial agent. The minimum inhibitory concentration (MIC) observed was 75 and 125 µg/mL against all targeted Gram-positive and negative strains respectively. Furthermore, the compounds were also explored for their inhibitory potential against a known therapeutic target and an essential bacterial enzyme, DNA gyrase using computational methods.
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
In the title mol-ecule, C(12)H(12)N(2)O, the five- and six-membered rings form a dihedral angle of 68.41 (16)°. The aldehyde group is nearly coplanar with the pyrazole ring [C-C-C-O torsion angle = -0.4 (5)°]. The three-dimensional architecture is sustained by weak C-H⋯O and C-H⋯π inter-actions.