Synthesis, Crystal Structure, DFT Calculations and Hirshfeld Surface Analysis of 5-Bromo-1-decyl-2,3-dihydro-1H- indolin-2-one

Abstract: In the title compound, C18H26BrNO, the dihydroindolone unit is slightly twisted. The n-decyl chains are fully extended and intercalate to form hydrophobic regions. The polar head groups are associated through C–H···O hydrogen bonds and C–Br···π(ring) interactions. Graphic Abstract: In this study, we efficiently synthesized 5-bromo-1-decylindolin-2-one without isolation of the intermediate hydrazone by the Wolff–Kishner reduction of 2-(5-bromo-1-decyl-2-oxo-2,3-dihydro-1H-indol-3-ylidene)propanedinitrile with hydrazine hydrate.[Figure not available: see fulltext.]. © 2019, Springer Science+Business Media, LLC, part of Springer Nature.