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Synthesis and crystal structures of N-H, N-phenyl and N-benzyl-2-(4-hexyloxyphenyl)benzimidazoles
The title compounds, 2-(4-hexyloxyphenyl)-1H-benzimidazole (C(19)H(22)N(2)O; 1), 2-(4-hexyloxyphenyl)-1-phenyl-1H-benzimidazole (C(25)H(26)N(2)O; 2) and 1-benzyl-2-(4-hexyloxyphenyl)-1H-benzimidazole (C(26)H(28)N(2)O; 3) were synthesized and their structures were determined by single-crystal X...
| Autores principales: | , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
International Union of Crystallography
2021
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| Materias: | |
| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8183436/ https://www.ncbi.nlm.nih.gov/pubmed/34164139 http://dx.doi.org/10.1107/S2056989021004898 |
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| author | Smirnov, Daniil E. Tatarin, Sergei V. Bezzubov, Stanislav I. |
| author_facet | Smirnov, Daniil E. Tatarin, Sergei V. Bezzubov, Stanislav I. |
| author_sort | Smirnov, Daniil E. |
| collection | PubMed |
| description | The title compounds, 2-(4-hexyloxyphenyl)-1H-benzimidazole (C(19)H(22)N(2)O; 1), 2-(4-hexyloxyphenyl)-1-phenyl-1H-benzimidazole (C(25)H(26)N(2)O; 2) and 1-benzyl-2-(4-hexyloxyphenyl)-1H-benzimidazole (C(26)H(28)N(2)O; 3) were synthesized and their structures were determined by single-crystal X-ray analysis. The N-substituent at the imidazole moiety slightly affects the interplanar angle between the 4-hexyloxyphenyl ring and the benzimidazole system. The unsubstituted benzimidazole (1) forms intermolecular N—H⋯N bonds while in the crystal structures of 2 and 3, the molecules are assembled only through π–π and C—H⋯π interactions. |
| format | Online Article Text |
| id | pubmed-8183436 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2021 |
| publisher | International Union of Crystallography |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-81834362021-06-22 Synthesis and crystal structures of N-H, N-phenyl and N-benzyl-2-(4-hexyloxyphenyl)benzimidazoles Smirnov, Daniil E. Tatarin, Sergei V. Bezzubov, Stanislav I. Acta Crystallogr E Crystallogr Commun Research Communications The title compounds, 2-(4-hexyloxyphenyl)-1H-benzimidazole (C(19)H(22)N(2)O; 1), 2-(4-hexyloxyphenyl)-1-phenyl-1H-benzimidazole (C(25)H(26)N(2)O; 2) and 1-benzyl-2-(4-hexyloxyphenyl)-1H-benzimidazole (C(26)H(28)N(2)O; 3) were synthesized and their structures were determined by single-crystal X-ray analysis. The N-substituent at the imidazole moiety slightly affects the interplanar angle between the 4-hexyloxyphenyl ring and the benzimidazole system. The unsubstituted benzimidazole (1) forms intermolecular N—H⋯N bonds while in the crystal structures of 2 and 3, the molecules are assembled only through π–π and C—H⋯π interactions. International Union of Crystallography 2021-05-14 /pmc/articles/PMC8183436/ /pubmed/34164139 http://dx.doi.org/10.1107/S2056989021004898 Text en © Smirnov et al. 2021 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
| spellingShingle | Research Communications Smirnov, Daniil E. Tatarin, Sergei V. Bezzubov, Stanislav I. Synthesis and crystal structures of N-H, N-phenyl and N-benzyl-2-(4-hexyloxyphenyl)benzimidazoles |
| title | Synthesis and crystal structures of N-H, N-phenyl and N-benzyl-2-(4-hexyloxyphenyl)benzimidazoles |
| title_full | Synthesis and crystal structures of N-H, N-phenyl and N-benzyl-2-(4-hexyloxyphenyl)benzimidazoles |
| title_fullStr | Synthesis and crystal structures of N-H, N-phenyl and N-benzyl-2-(4-hexyloxyphenyl)benzimidazoles |
| title_full_unstemmed | Synthesis and crystal structures of N-H, N-phenyl and N-benzyl-2-(4-hexyloxyphenyl)benzimidazoles |
| title_short | Synthesis and crystal structures of N-H, N-phenyl and N-benzyl-2-(4-hexyloxyphenyl)benzimidazoles |
| title_sort | synthesis and crystal structures of n-h, n-phenyl and n-benzyl-2-(4-hexyloxyphenyl)benzimidazoles |
| topic | Research Communications |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8183436/ https://www.ncbi.nlm.nih.gov/pubmed/34164139 http://dx.doi.org/10.1107/S2056989021004898 |
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