3-[(E)-Benzyl-idene]indolin-2-one

Abstract

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.

Fig. 1.

The molecular structure of (I) showing the atom-labelling scheme and displacement ellipsoids at the 50% probability level.

Fig. 2.

A view of the centrosymmetric dimer in (I) mediated by N—H···O hydrogen bonds shown as blue dashed lines.

Fig. 3.

A view in projection down the a axis of the unit-cell contents of (I), the direction of the stacking of supramolecular layers. The N—H···O, C—H···O and π—π interactions are shown as blue, orange and purple dashed lines, respectively.