Mohamed SRHIR - Academia.edu (original) (raw)

Papers by Mohamed SRHIR

Research paper thumbnail of New 1,2,3-triazole containing benzimidazolone derivatives: Syntheses, crystal structures, spectroscopic characterizations, Hirshfeld surface analyses, DFT calculations, anti-corrosion property anticipation, and antibacterial activities

Journal of Molecular Structure, 2021

A new series of 1,4 and 1,5-disubstituted-1,2,3-triazole derivatives containing a benzimidazolone... more A new series of 1,4 and 1,5-disubstituted-1,2,3-triazole derivatives containing a benzimidazolone moiety [(3a-3b), (4a-4b), (5a-5b) and (6a-6b)] were synthesized using 1,3-dipolar cycloaddition in toluene under thermal conditions with N-alkyl, N-propargyl- benzimidazolones as dipolarophiles and azide derivatives as dipoles. Furthermore, the 1,4-disubstituted-1,2,3-regioisomers (3a-6a) have been also obtained exclusively using click chemistry (Copper-Catalyzed Azide-Alkyne Cycloaddition). The structures of all compounds were characterized by 1H-and 13C-NMR spectroscopy. The molecular and crystal structures of three compounds (3a, 4a, and 5a) were confirmed by single crystal X-ray crystallography. In addition, Density Functional Theory (DFT) was used to predict spectral data at the B3LYP/6-31G (d, p) level. Intermolecular interactions in the crystals of 3a, 4a, and 5a were determined by Hirshfeld surface analyses and the Monte Carlo method was used to investigate the interfacial inter...

Research paper thumbnail of Crystal structure, Hirshfeld surface analysis and interaction energy and DFT studies of 1-(1,3-benzothiazol-2-yl)-3-(2-hydroxyethyl)imidazolidin-2-one

Acta Crystallographica Section E Crystallographic Communications

In the title molecule, C12H13N3O2S, the benzothiazine moiety is slightly non-planar, with the imi... more In the title molecule, C12H13N3O2S, the benzothiazine moiety is slightly non-planar, with the imidazolidine portion twisted only a few degrees out of the mean plane of the former. In the crystal, a layer structure parallel to the bc plane is formed by a combination of O—HHydethy...NThz hydrogen bonds and weak C—HImdz...OImdz and C—HBnz...OImdz (Hydethy = hydroxyethyl, Thz = thiazole, Imdz = imidazolidine and Bnz = benzene) interactions, together with C—HImdz...π(ring) and head-to-tail slipped π-stacking [centroid-to-centroid distances = 3.6507 (7) and 3.6866 (7) Å] interactions between thiazole rings. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H...H (47.0%), H...O/O...H (16.9%), H...C/C...H (8.0%) and H...S/S...H (7.6%) interactions. Hydrogen bonding and van der Waals interactions are the dominant interactions in the crystal packing. Computational chemistry indicates that in the crystal, C—...

Research paper thumbnail of 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

Acta Crystallographica Section E Crystallographic Communications

In the title molecule, C11H10N2O, the dihydrobenzimidazol-2-one moiety is essentially planar, wit... more 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\overline{1}), 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 4...

Research paper thumbnail of New 1,2,3-triazole containing benzimidazolone derivatives: Syntheses, crystal structures, spectroscopic characterizations, Hirshfeld surface analyses, DFT calculations, anti-corrosion property anticipation, and antibacterial activities

Journal of Molecular Structure, 2021

A new series of 1,4 and 1,5-disubstituted-1,2,3-triazole derivatives containing a benzimidazolone... more A new series of 1,4 and 1,5-disubstituted-1,2,3-triazole derivatives containing a benzimidazolone moiety [(3a-3b), (4a-4b), (5a-5b) and (6a-6b)] were synthesized using 1,3-dipolar cycloaddition in toluene under thermal conditions with N-alkyl, N-propargyl- benzimidazolones as dipolarophiles and azide derivatives as dipoles. Furthermore, the 1,4-disubstituted-1,2,3-regioisomers (3a-6a) have been also obtained exclusively using click chemistry (Copper-Catalyzed Azide-Alkyne Cycloaddition). The structures of all compounds were characterized by 1H-and 13C-NMR spectroscopy. The molecular and crystal structures of three compounds (3a, 4a, and 5a) were confirmed by single crystal X-ray crystallography. In addition, Density Functional Theory (DFT) was used to predict spectral data at the B3LYP/6-31G (d, p) level. Intermolecular interactions in the crystals of 3a, 4a, and 5a were determined by Hirshfeld surface analyses and the Monte Carlo method was used to investigate the interfacial inter...

Research paper thumbnail of Crystal structure, Hirshfeld surface analysis and interaction energy and DFT studies of 1-(1,3-benzothiazol-2-yl)-3-(2-hydroxyethyl)imidazolidin-2-one

Acta Crystallographica Section E Crystallographic Communications

In the title molecule, C12H13N3O2S, the benzothiazine moiety is slightly non-planar, with the imi... more In the title molecule, C12H13N3O2S, the benzothiazine moiety is slightly non-planar, with the imidazolidine portion twisted only a few degrees out of the mean plane of the former. In the crystal, a layer structure parallel to the bc plane is formed by a combination of O—HHydethy...NThz hydrogen bonds and weak C—HImdz...OImdz and C—HBnz...OImdz (Hydethy = hydroxyethyl, Thz = thiazole, Imdz = imidazolidine and Bnz = benzene) interactions, together with C—HImdz...π(ring) and head-to-tail slipped π-stacking [centroid-to-centroid distances = 3.6507 (7) and 3.6866 (7) Å] interactions between thiazole rings. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H...H (47.0%), H...O/O...H (16.9%), H...C/C...H (8.0%) and H...S/S...H (7.6%) interactions. Hydrogen bonding and van der Waals interactions are the dominant interactions in the crystal packing. Computational chemistry indicates that in the crystal, C—...

Research paper thumbnail of 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

Acta Crystallographica Section E Crystallographic Communications

In the title molecule, C11H10N2O, the dihydrobenzimidazol-2-one moiety is essentially planar, wit... more 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\overline{1}), 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 4...