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Diethyl 4,4′-dihydroxy-3,3′-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octahydro-1H-1,3-benzimidazole-1,3-diyl]bis(methylene)}dibenzoate
The heterocyclic ring in the title compound, C(27)H(34)N(2)O(6), has an envelope conformation on one of the bridgehead C atoms [Q(2) = 0.4487 (19) Å and ϕ = 291.3 (2)°]. Two strong intramolecular O—H⋯N hydrogen bonds stabilize the molecular conformation. The benzoate groups differ in the relative...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3247559/ https://www.ncbi.nlm.nih.gov/pubmed/22219864 http://dx.doi.org/10.1107/S1600536811039559 |
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author | Rivera, Augusto Quiroga, Diego Ríos-Motta, Jaime Fejfarová, Karla Dušek, Michal |
author_facet | Rivera, Augusto Quiroga, Diego Ríos-Motta, Jaime Fejfarová, Karla Dušek, Michal |
author_sort | Rivera, Augusto |
collection | PubMed |
description | The heterocyclic ring in the title compound, C(27)H(34)N(2)O(6), has an envelope conformation on one of the bridgehead C atoms [Q(2) = 0.4487 (19) Å and ϕ = 291.3 (2)°]. Two strong intramolecular O—H⋯N hydrogen bonds stabilize the molecular conformation. The benzoate groups differ in the relative orientations of the ethyl groups, as quantified by the values of the C—O—C—C torsion angles of −86.5 (2) and −178.97 (17)°. The carbonyl groups are nearly coplanar with the benzene rings, forming C—C—C—O torsion angles of 0.9 (3) and 3.4 (3)°. The crystal structure is stabilized by weak intermolecular C—H⋯O interactions. |
format | Online Article Text |
id | pubmed-3247559 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32475592012-01-04 Diethyl 4,4′-dihydroxy-3,3′-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octahydro-1H-1,3-benzimidazole-1,3-diyl]bis(methylene)}dibenzoate Rivera, Augusto Quiroga, Diego Ríos-Motta, Jaime Fejfarová, Karla Dušek, Michal Acta Crystallogr Sect E Struct Rep Online Organic Papers The heterocyclic ring in the title compound, C(27)H(34)N(2)O(6), has an envelope conformation on one of the bridgehead C atoms [Q(2) = 0.4487 (19) Å and ϕ = 291.3 (2)°]. Two strong intramolecular O—H⋯N hydrogen bonds stabilize the molecular conformation. The benzoate groups differ in the relative orientations of the ethyl groups, as quantified by the values of the C—O—C—C torsion angles of −86.5 (2) and −178.97 (17)°. The carbonyl groups are nearly coplanar with the benzene rings, forming C—C—C—O torsion angles of 0.9 (3) and 3.4 (3)°. The crystal structure is stabilized by weak intermolecular C—H⋯O interactions. International Union of Crystallography 2011-10-05 /pmc/articles/PMC3247559/ /pubmed/22219864 http://dx.doi.org/10.1107/S1600536811039559 Text en © Rivera et al. 2011 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 Rivera, Augusto Quiroga, Diego Ríos-Motta, Jaime Fejfarová, Karla Dušek, Michal Diethyl 4,4′-dihydroxy-3,3′-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octahydro-1H-1,3-benzimidazole-1,3-diyl]bis(methylene)}dibenzoate |
title | Diethyl 4,4′-dihydroxy-3,3′-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octahydro-1H-1,3-benzimidazole-1,3-diyl]bis(methylene)}dibenzoate |
title_full | Diethyl 4,4′-dihydroxy-3,3′-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octahydro-1H-1,3-benzimidazole-1,3-diyl]bis(methylene)}dibenzoate |
title_fullStr | Diethyl 4,4′-dihydroxy-3,3′-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octahydro-1H-1,3-benzimidazole-1,3-diyl]bis(methylene)}dibenzoate |
title_full_unstemmed | Diethyl 4,4′-dihydroxy-3,3′-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octahydro-1H-1,3-benzimidazole-1,3-diyl]bis(methylene)}dibenzoate |
title_short | Diethyl 4,4′-dihydroxy-3,3′-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octahydro-1H-1,3-benzimidazole-1,3-diyl]bis(methylene)}dibenzoate |
title_sort | diethyl 4,4′-dihydroxy-3,3′-{[(3ars,7ars)-2,3,3a,4,5,6,7,7a-octahydro-1h-1,3-benzimidazole-1,3-diyl]bis(methylene)}dibenzoate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3247559/ https://www.ncbi.nlm.nih.gov/pubmed/22219864 http://dx.doi.org/10.1107/S1600536811039559 |
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