Synthesis, crystal structure and Hirshfeld surface analysis of 1-(12-bromo-dodec-yl)indoline-2,3-dione.
Acta Crystallogr E Crystallogr Commun
; 79(Pt 11): 1033-1036, 2023 Nov 01.
Article
em En
| MEDLINE
| ID: mdl-37936861
ABSTRACT
In the title compound, C20H28BrNO2, the indoline portion is almost planar and the 12-bromo-dodecyl chain adopts an all-trans conformation apart from the gauche terminal C-C-C-Br fragment. A micellar-like structure is generated in the crystal by C-Hâ¯O hydrogen bonds and π-stacking inter-actions between indolinedione head groups and inter-calation of the 12-bromo-dodecyl tails. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from Hâ¯H (58.9%), Hâ¯O/Oâ¯H (17.9%) and Hâ¯Br/Brâ¯H (9.5%) contacts. A density functional theory (DFT) optimized structure at the B3LYP/ 6-311â
G(d,p) level shows good agreement with the experimentally determined mol-ecular structure in the solid state.
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MEDLINE
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En
Ano de publicação:
2023
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Article