Equipe de Chimie des Plantes et de Synthèse Organique et Bioorganique, URAC23, B.P. 1014, Geophysics, Natural Patrimony and Green Chemistry (GEOPAC) Research Center, Faculty of Science, Mohammed V University in Rabat, Rabat 10010, Morocco
Karim Chkirate
Laboratory of Heterocyclic Organic Chemistry URAC 21, Pharmacochemistry Competence Center, Av. Ibn Battouta, B.P. 1014, Faculty of Sciences, Mohammed V University in Rabat, Rabat 10010, Morocco
Loubna Mokhi
Equipe de Chimie des Plantes et de Synthèse Organique et Bioorganique, URAC23, B.P. 1014, Geophysics, Natural Patrimony and Green Chemistry (GEOPAC) Research Center, Faculty of Science, Mohammed V University in Rabat, Rabat 10010, Morocco
Joel T. Mague
Department of Chemistry, Tulane University, New Orleans, LA 70118, USA
Khalid Bougrin
Equipe de Chimie des Plantes et de Synthèse Organique et Bioorganique, URAC23, B.P. 1014, Geophysics, Natural Patrimony and Green Chemistry (GEOPAC) Research Center, Faculty of Science, Mohammed V University in Rabat, Rabat 10010, Morocco
In this work, a new compound, 2-(N-allylsulfamoyl)-N-propylbenzamide, has been synthesized via a tandem one-pot reaction under sonication. The rotational orientations of the allylsulfamoyl and the amide groups in the title molecule, C13H18N2O3S, are partly determined by an intramolecular N—H···O hydrogen bond. In the crystal, a layer structure is generated by N—H···O and C—H···O hydrogen bonds plus C—H···π (ring) interactions. A Hirshfeld surface analysis indicates that the most important contributions to crystal packing are from H···H (59.2%), H···O/O···H (23.5%), and H···C/C···H (14.6%) interactions. The optimized structure calculated using density functional theory at the B3LYP/6–311 G (d,p) level is compared with the experimentally determined structure in the solid state. The calculated highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) energy gap is 5.3828 eV.
