Crystal structure and Hirshfeld surface analysis of a new benzimidazole compound, 3-{1-[(2-hydroxyphenyl)methyl]-1H-1,3-benzodiazol-2-yl}phenol
The title compound, C20H16N2O2, is composed of two monosubstituted benzene rings and one benzimidazole unit. The benzimidazole moiety subtends dihedral angles of 46.16 (7) and 77.45 (8)° with the benzene rings, which themselves form a dihedral angle of 54.34 (9)°. The crystal structure features O—H....
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2024-01-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989023010368 |
| _version_ | 1827389635526918144 |
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| author | Zakaria Bouhidel Kaouther Sahli Aouatef Cherouana |
| author_facet | Zakaria Bouhidel Kaouther Sahli Aouatef Cherouana |
| author_sort | Zakaria Bouhidel |
| collection | DOAJ |
| description | The title compound, C20H16N2O2, is composed of two monosubstituted benzene rings and one benzimidazole unit. The benzimidazole moiety subtends dihedral angles of 46.16 (7) and 77.45 (8)° with the benzene rings, which themselves form a dihedral angle of 54.34 (9)°. The crystal structure features O—H...N and O—H...O hydrogen-bonding interactions, which together lead to the formation of two-dimensional hydrogen-bonded layers parallel to the (101) plane. In addition, π–π interactions also contribute to the crystal cohesion. Hirshfeld surface analysis indicates that the most significant contacts in the crystal packing are: H...H (47.5%), O...H/H...O (12.4%), N...H/H...N (6.1%), C...H/H...C (27.6%) and C...C (4.6%). |
| first_indexed | 2024-03-08T16:39:41Z |
| format | Article |
| id | doaj.art-f397805321f84b25ab076727c3b8aeaf |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-03-08T16:39:41Z |
| publishDate | 2024-01-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-f397805321f84b25ab076727c3b8aeaf2024-01-05T10:36:43ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902024-01-01801182110.1107/S2056989023010368zn2033Crystal structure and Hirshfeld surface analysis of a new benzimidazole compound, 3-{1-[(2-hydroxyphenyl)methyl]-1H-1,3-benzodiazol-2-yl}phenolZakaria Bouhidel0Kaouther Sahli1Aouatef Cherouana2Unité de Recherche de Chimie de l'Environnement et Moléculaire Structurale (URCHEMS), Département de Chimie, Université Mentouri de Constantine, 25000 Constantine, AlgeriaPharmaceutical Sciences Research Center CRSP, Constantine 25000, AlgeriaUnité de Recherche de Chimie de l'Environnement et Moléculaire Structurale (URCHEMS), Département de Chimie, Université Mentouri de Constantine, 25000 Constantine, AlgeriaThe title compound, C20H16N2O2, is composed of two monosubstituted benzene rings and one benzimidazole unit. The benzimidazole moiety subtends dihedral angles of 46.16 (7) and 77.45 (8)° with the benzene rings, which themselves form a dihedral angle of 54.34 (9)°. The crystal structure features O—H...N and O—H...O hydrogen-bonding interactions, which together lead to the formation of two-dimensional hydrogen-bonded layers parallel to the (101) plane. In addition, π–π interactions also contribute to the crystal cohesion. Hirshfeld surface analysis indicates that the most significant contacts in the crystal packing are: H...H (47.5%), O...H/H...O (12.4%), N...H/H...N (6.1%), C...H/H...C (27.6%) and C...C (4.6%).http://scripts.iucr.org/cgi-bin/paper?S2056989023010368benzimidazolesingle crystalx-ray diffractionhydrogen bondingintermolecular interactionshirshfeld surface analysis |
| spellingShingle | Zakaria Bouhidel Kaouther Sahli Aouatef Cherouana Crystal structure and Hirshfeld surface analysis of a new benzimidazole compound, 3-{1-[(2-hydroxyphenyl)methyl]-1H-1,3-benzodiazol-2-yl}phenol Acta Crystallographica Section E: Crystallographic Communications benzimidazole single crystal x-ray diffraction hydrogen bonding intermolecular interactions hirshfeld surface analysis |
| title | Crystal structure and Hirshfeld surface analysis of a new benzimidazole compound, 3-{1-[(2-hydroxyphenyl)methyl]-1H-1,3-benzodiazol-2-yl}phenol |
| title_full | Crystal structure and Hirshfeld surface analysis of a new benzimidazole compound, 3-{1-[(2-hydroxyphenyl)methyl]-1H-1,3-benzodiazol-2-yl}phenol |
| title_fullStr | Crystal structure and Hirshfeld surface analysis of a new benzimidazole compound, 3-{1-[(2-hydroxyphenyl)methyl]-1H-1,3-benzodiazol-2-yl}phenol |
| title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of a new benzimidazole compound, 3-{1-[(2-hydroxyphenyl)methyl]-1H-1,3-benzodiazol-2-yl}phenol |
| title_short | Crystal structure and Hirshfeld surface analysis of a new benzimidazole compound, 3-{1-[(2-hydroxyphenyl)methyl]-1H-1,3-benzodiazol-2-yl}phenol |
| title_sort | crystal structure and hirshfeld surface analysis of a new benzimidazole compound 3 1 2 hydroxyphenyl methyl 1h 1 3 benzodiazol 2 yl phenol |
| topic | benzimidazole single crystal x-ray diffraction hydrogen bonding intermolecular interactions hirshfeld surface analysis |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989023010368 |
| work_keys_str_mv | AT zakariabouhidel crystalstructureandhirshfeldsurfaceanalysisofanewbenzimidazolecompound312hydroxyphenylmethyl1h13benzodiazol2ylphenol AT kaouthersahli crystalstructureandhirshfeldsurfaceanalysisofanewbenzimidazolecompound312hydroxyphenylmethyl1h13benzodiazol2ylphenol AT aouatefcherouana crystalstructureandhirshfeldsurfaceanalysisofanewbenzimidazolecompound312hydroxyphenylmethyl1h13benzodiazol2ylphenol |