Title of article :
Crystal structure, Hirshfeld surface analysis and interaction energy calculation of 1-decyl-2,3-dihydro-1H-benzimidazol-2-one
Author/Authors :
Elmachkouri, Younesse Ait Laboratoire de Chimie Appliquée et Environnement - Equipe de Chimie Bioorganique Appliquée - Faculté des Sciences - Université Ibn Zohr, Agadir, Morocco , Saber, Asmaa Laboratoire de Chimie Organique Hétérocyclique URAC 21 - Pôle de Compétence Pharmacochimie, Morocco , Irrou , Ezaddine oratoire de Chimie Appliquée et Environnement - Equipe de Chimie Bioorganique Appliquée - Faculté des Sciences - Université Ibn Zohr, Agadir, Morocco , Amer, Bushra Faculty of Medicine and Health Sciences - Sana'a University, San'a, Yemen , Mague, Joel T. Department of Chemistry - Tulane University, New Orleans, USA , Hökelek, Tuncer Department of Physics - Hacettepe University, Turkey , Taha, Mohamed Labd Laboratoire de Chimie Appliquée et Environnement - Equipe de Chimie Bioorganique Appliquée - Faculté des Sciences - Université Ibn Zohr, Agadir, Morocco , Sebbar, Nada Kheira Laboratoire de Chimie Appliquée et Environnement - Equipe de Chimie Bioorganique Appliquée - Faculté des Sciences - Université Ibn Zohr, Agadir, Morocco , r Essassi, El Mokhta Laboratoire de Chimie Organique Hétérocyclique URAC 21 - Pôle de Compétence Pharmacochimie, Morocco
Abstract :
The title molecule, C17H26N2O, adopts an L-shaped conformation, with the straight n-decyl chain positioned nearly perpendicular to the dihydrobenzimidazole moiety. The dihydrobenzimidazole portion is not quite planar as there is a dihedral angle of 1.20 (6)° between the constituent planes. In the crystal, N—H⋯O hydrogen bonds form inversion dimers, which are connected into the three-dimensional structure by C—H⋯O hydrogen bonds and C—H⋯π(ring) interactions. Hirshfeld surface analysis indicates that the most important contributions for the crystal packing are from H⋯H (75.9%), H⋯C/C⋯H (12.5%) and H⋯O/O⋯H (7.0%) interactions. Based on computational chemistry using the CE–B3LYP/6–31 G(d,p) energy model, C—H⋯O hydrogen bond energies are −74.9 (for N—H⋯O) and −42.7 (for C—H⋯O) kJ mol−1.
Keywords :
crystal structure , C—H⋯π(ring) interaction , Hirshfeld surface analysis , dihydroimidazole
