Synthesis and crystal structures of N-H, N-phenyl and N-benzyl-2-(4-hexyloxyphenyl)benzimidazoles
The title compounds, 2-(4-hexyloxyphenyl)-1H-benzimidazole (C19H22N2O; 1), 2-(4-hexyloxyphenyl)-1-phenyl-1H-benzimidazole (C25H26N2O; 2) and 1-benzyl-2-(4-hexyloxyphenyl)-1H-benzimidazole (C26H28N2O; 3) were synthesized and their structures were determined by single-crystal X-ray analysis. The N-sub...
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International Union of Crystallography
2021-06-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
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| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989021004898 |
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doaj-4c22845150e449148598af6d5f7cd51c2021-06-07T14:20:00ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902021-06-0177661862210.1107/S2056989021004898mw2176Synthesis and crystal structures of N-H, N-phenyl and N-benzyl-2-(4-hexyloxyphenyl)benzimidazolesDaniil E. Smirnov0Sergei V. Tatarin1Stanislav I. Bezzubov2Department of Chemistry, Lomonosov Moscow State University, Lenin's Hills, 1-3, Moscow, 119991, Russian FederationDepartment of Chemistry, Lomonosov Moscow State University, Lenin's Hills, 1-3, Moscow, 119991, Russian FederationN. S. Kurnakov Institute of General and Inorganic Chemistry, Russian, Academy of Sciences, Leninsky pr. 31, Moscow 119991, Russian FederationThe title compounds, 2-(4-hexyloxyphenyl)-1H-benzimidazole (C19H22N2O; 1), 2-(4-hexyloxyphenyl)-1-phenyl-1H-benzimidazole (C25H26N2O; 2) and 1-benzyl-2-(4-hexyloxyphenyl)-1H-benzimidazole (C26H28N2O; 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.http://scripts.iucr.org/cgi-bin/paper?S2056989021004898crystal structurebenzimidazolesynthesish-bondingnmr study |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Daniil E. Smirnov Sergei V. Tatarin Stanislav I. Bezzubov |
| spellingShingle |
Daniil E. Smirnov Sergei V. Tatarin Stanislav I. Bezzubov Synthesis and crystal structures of N-H, N-phenyl and N-benzyl-2-(4-hexyloxyphenyl)benzimidazoles Acta Crystallographica Section E: Crystallographic Communications crystal structure benzimidazole synthesis h-bonding nmr study |
| author_facet |
Daniil E. Smirnov Sergei V. Tatarin Stanislav I. Bezzubov |
| author_sort |
Daniil E. Smirnov |
| title |
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_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_sort |
synthesis and crystal structures of n-h, n-phenyl and n-benzyl-2-(4-hexyloxyphenyl)benzimidazoles |
| publisher |
International Union of Crystallography |
| series |
Acta Crystallographica Section E: Crystallographic Communications |
| issn |
2056-9890 |
| publishDate |
2021-06-01 |
| description |
The title compounds, 2-(4-hexyloxyphenyl)-1H-benzimidazole (C19H22N2O; 1), 2-(4-hexyloxyphenyl)-1-phenyl-1H-benzimidazole (C25H26N2O; 2) and 1-benzyl-2-(4-hexyloxyphenyl)-1H-benzimidazole (C26H28N2O; 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. |
| topic |
crystal structure benzimidazole synthesis h-bonding nmr study |
| url |
http://scripts.iucr.org/cgi-bin/paper?S2056989021004898 |
| work_keys_str_mv |
AT daniilesmirnov synthesisandcrystalstructuresofnhnphenylandnbenzyl24hexyloxyphenylbenzimidazoles AT sergeivtatarin synthesisandcrystalstructuresofnhnphenylandnbenzyl24hexyloxyphenylbenzimidazoles AT stanislavibezzubov synthesisandcrystalstructuresofnhnphenylandnbenzyl24hexyloxyphenylbenzimidazoles |
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1721391238084558848 |