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Ethyl 1-(2-hydroxyethyl)-2-p-tolyl-1H-benzimidazole-5-carboxylate
The asymmetric unit of the title compound, C(19)H(20)N(2)O(3), contains two molecules (A and B) with slightly different orientations of the ethyl groups with respect to the attached carboxylate groups. Intramolecular C—H⋯O hydrogen bonds generate S(8) ring motifs in both molecules A and B. In ea...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2010
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3006903/ https://www.ncbi.nlm.nih.gov/pubmed/21587829 http://dx.doi.org/10.1107/S1600536810020799 |
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author | Arumugam, Natarajan Abdul Rahim, Aisyah Saad Wahab, Habibah A Goh, Jia Hao Fun, Hoong-Kun |
author_facet | Arumugam, Natarajan Abdul Rahim, Aisyah Saad Wahab, Habibah A Goh, Jia Hao Fun, Hoong-Kun |
author_sort | Arumugam, Natarajan |
collection | PubMed |
description | The asymmetric unit of the title compound, C(19)H(20)N(2)O(3), contains two molecules (A and B) with slightly different orientations of the ethyl groups with respect to the attached carboxylate groups. Intramolecular C—H⋯O hydrogen bonds generate S(8) ring motifs in both molecules A and B. In each molecule, the benzimidazole ring system is essentially planar, with maximum deviations of 0.023 (1) and 0.020 (1) Å, respectively, for molecules A and B. The dihedral angle between the benzimidazole ring system and the phenyl ring is 37.34 (5)° for molecule A and 42.42 (5)° for molecule B. In the crystal, O—H⋯N and C—H⋯O hydrogen bonds link the molecules into [100] columns with a cross-section of two-molecule by two-molecule wide, and further stabilization is provided by weak C—H⋯π and π–π interactions [centroid separations = 3.5207 (7) and 3.6314 (8) Å]. |
format | Text |
id | pubmed-3006903 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30069032010-12-30 Ethyl 1-(2-hydroxyethyl)-2-p-tolyl-1H-benzimidazole-5-carboxylate Arumugam, Natarajan Abdul Rahim, Aisyah Saad Wahab, Habibah A Goh, Jia Hao Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Organic Papers The asymmetric unit of the title compound, C(19)H(20)N(2)O(3), contains two molecules (A and B) with slightly different orientations of the ethyl groups with respect to the attached carboxylate groups. Intramolecular C—H⋯O hydrogen bonds generate S(8) ring motifs in both molecules A and B. In each molecule, the benzimidazole ring system is essentially planar, with maximum deviations of 0.023 (1) and 0.020 (1) Å, respectively, for molecules A and B. The dihedral angle between the benzimidazole ring system and the phenyl ring is 37.34 (5)° for molecule A and 42.42 (5)° for molecule B. In the crystal, O—H⋯N and C—H⋯O hydrogen bonds link the molecules into [100] columns with a cross-section of two-molecule by two-molecule wide, and further stabilization is provided by weak C—H⋯π and π–π interactions [centroid separations = 3.5207 (7) and 3.6314 (8) Å]. International Union of Crystallography 2010-06-05 /pmc/articles/PMC3006903/ /pubmed/21587829 http://dx.doi.org/10.1107/S1600536810020799 Text en © Arumugam et al. 2010 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Organic Papers Arumugam, Natarajan Abdul Rahim, Aisyah Saad Wahab, Habibah A Goh, Jia Hao Fun, Hoong-Kun Ethyl 1-(2-hydroxyethyl)-2-p-tolyl-1H-benzimidazole-5-carboxylate |
title | Ethyl 1-(2-hydroxyethyl)-2-p-tolyl-1H-benzimidazole-5-carboxylate |
title_full | Ethyl 1-(2-hydroxyethyl)-2-p-tolyl-1H-benzimidazole-5-carboxylate |
title_fullStr | Ethyl 1-(2-hydroxyethyl)-2-p-tolyl-1H-benzimidazole-5-carboxylate |
title_full_unstemmed | Ethyl 1-(2-hydroxyethyl)-2-p-tolyl-1H-benzimidazole-5-carboxylate |
title_short | Ethyl 1-(2-hydroxyethyl)-2-p-tolyl-1H-benzimidazole-5-carboxylate |
title_sort | ethyl 1-(2-hydroxyethyl)-2-p-tolyl-1h-benzimidazole-5-carboxylate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3006903/ https://www.ncbi.nlm.nih.gov/pubmed/21587829 http://dx.doi.org/10.1107/S1600536810020799 |
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