dc.contributor.author | Saber, Asmaa | |
dc.contributor.author | Srhir, Mohamed | |
dc.contributor.author | Hökelek, Tuncer | |
dc.contributor.author | Mague, Joel T. | |
dc.contributor.author | Hamou Ahabchane, Noureddine | |
dc.contributor.author | Sebbar, Nada Kheira | |
dc.contributor.author | Essassi, El Mokhtar | |
dc.date.accessioned | 2021-06-03T09:15:00Z | |
dc.date.available | 2021-06-03T09:15:00Z | |
dc.date.issued | 2019 | |
dc.identifier.issn | 2056-9890 | |
dc.identifier.uri | http://dx.doi.org/10.1107/S2056989019015779 | |
dc.identifier.uri | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6895944/ | |
dc.identifier.uri | http://hdl.handle.net/11655/24437 | |
dc.description.abstract | The dihydrobenzimidazol-2-one moiety is essentially planar with the prop-2-yn- 1-yl substituent rotated well out of this plane. In the crystal, C—H⋯π(ring) interactions and C—H⋯O hydrogen bonds form corrugated layers parallel to (10), which are associated through additional C—H⋯O hydrogen bonds and head-to-tail, slipped, π-stacking interactions between dihydrobenzimidazol-2-one moieties, In the title molecule, C11H10N2O, the dihydrobenzimidazol-2-one moiety is essentially planar, with the prop-2-yn-1-yl substituent rotated well out of this plane. In the crystal, C—HMthy⋯π(ring) interactions and C—HProp⋯ODhyr (Mthy = methyl, Prop = prop-2-yn-1-yl and Dhyr = dihydro) hydrogen bonds form corrugated layers parallel to (10), which are associated through additional C—HBnz⋯ODhyr (Bnz = benzene) hydrogen bonds and head-to-tail, slipped, π-stacking [centroid-to-centroid distance = 3.7712 (7) Å] interactions between dihydrobenzimidazol-2-one moieties. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions to the crystal packing are from H⋯H (44.1%), H⋯C/C⋯H (33.5%) and O⋯H/H⋯O (13.4%) interactions. Hydrogen-bonding and van der Waals interactions are the dominant interactions in the crystal packing. Computational chemistry calculations indicate that in the crystal, C—H⋯O hydrogen-bond energies are 46.8 and 32.5 (for C—HProp⋯ODhyr) and 20.2 (for C—HBnz⋯ODhyr) kJ mol−1. Density functional theory (DFT) optimized structures at the B3LYP/6–311 G(d,p) level are compared with the experimentally determined molecular structure in the solid state. The HOMO–LUMO behaviour was elucidated to determine the energy gap. | |
dc.language.iso | en | |
dc.relation.isversionof | 10.1107/S2056989019015779 | |
dc.rights | Attribution 4.0 United States | |
dc.rights | info:eu-repo/semantics/openAccess | |
dc.rights.uri | https://creativecommons.org/licenses/by/4.0/ | |
dc.title | Crystal Structure, Hirshfeld Surface Analysis And InterAction Energy And Dft Studies Of 1-Methyl-3-(Prop-2-Yn-1-Yl)-2,3-DiHydro-1H-1,3-BenzoDiazol-2-One | |
dc.type | info:eu-repo/semantics/article | |
dc.type | info:eu-repo/semantics/publishedVersion | |
dc.relation.journal | Acta Crystallographica Section E: Crystallographic Communications | |
dc.contributor.department | Fizik Mühendisliği | |
dc.identifier.volume | 75 | |
dc.identifier.issue | Pt 12 | |
dc.description.index | PubMed | |
dc.description.index | WoS | |
dc.description.index | Scopus | |