Synthesis, crystal structure, DFT calculations and Hirshfeld surface analysis of 2-(1-decyl-2-oxoindolin-3-ylidene)propanedinitrile

Abstract

In the title molecule, C21H25N3O, the 1-decyl substituents are in an extended conformation and intercalate in the crystal packing to form hydrophobic bands. The packing is further organized by π–π-stacking interactions between pyrrole and phenyl rings [centroid–centroid distance = 3.6178 (11) Å] and a C=O...π(pyrrole) interaction [3.447 (2) Å]. Hirshfeld surface analysis indicates that the H...N/N...H interactions make the highest contribution (17.4%) to the crystal packing.

Keywords

• crystal structure
• π-stacking
• indole
• Hirshfeld surface analysis