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Di-n-propyl 4,4′-dihydroxy-3,3′-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octahydro-1H-benzimidazole-1,3-diyl]bis(methylene)}dibenzoate
The title compound, C(29)H(38)N(2)O(6), was prepared as model for studying intramolecular hydrogen-bonding interactions. Molecules of the title compound are located on a crystallographic twofold rotation axis, which passes through the C atom linked to the two N atoms on the imidazolidine ring. Th...
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/PMC3201437/ https://www.ncbi.nlm.nih.gov/pubmed/22065379 http://dx.doi.org/10.1107/S1600536811036385 |
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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 title compound, C(29)H(38)N(2)O(6), was prepared as model for studying intramolecular hydrogen-bonding interactions. Molecules of the title compound are located on a crystallographic twofold rotation axis, which passes through the C atom linked to the two N atoms on the imidazolidine ring. The molecular structure shows the existence of two intramolecular O—H⋯N hydrogen-bonding interactions between the two N atoms of the imidazolidine moiety and the hydroxy groups in the aromatic rings. The crystal structure shows the strain of ring fusion in the perhydrobenzimidazole moiety according to the endocyclic bond angles and the torsion angles, which evidence a puckering of the cyclohexane ring with respect to normal tetrahedral bond angles in an ideal chair conformation. |
format | Online Article Text |
id | pubmed-3201437 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32014372011-11-06 Di-n-propyl 4,4′-dihydroxy-3,3′-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octahydro-1H-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 title compound, C(29)H(38)N(2)O(6), was prepared as model for studying intramolecular hydrogen-bonding interactions. Molecules of the title compound are located on a crystallographic twofold rotation axis, which passes through the C atom linked to the two N atoms on the imidazolidine ring. The molecular structure shows the existence of two intramolecular O—H⋯N hydrogen-bonding interactions between the two N atoms of the imidazolidine moiety and the hydroxy groups in the aromatic rings. The crystal structure shows the strain of ring fusion in the perhydrobenzimidazole moiety according to the endocyclic bond angles and the torsion angles, which evidence a puckering of the cyclohexane ring with respect to normal tetrahedral bond angles in an ideal chair conformation. International Union of Crystallography 2011-09-14 /pmc/articles/PMC3201437/ /pubmed/22065379 http://dx.doi.org/10.1107/S1600536811036385 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 Di-n-propyl 4,4′-dihydroxy-3,3′-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octahydro-1H-benzimidazole-1,3-diyl]bis(methylene)}dibenzoate |
title | Di-n-propyl 4,4′-dihydroxy-3,3′-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octahydro-1H-benzimidazole-1,3-diyl]bis(methylene)}dibenzoate |
title_full | Di-n-propyl 4,4′-dihydroxy-3,3′-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octahydro-1H-benzimidazole-1,3-diyl]bis(methylene)}dibenzoate |
title_fullStr | Di-n-propyl 4,4′-dihydroxy-3,3′-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octahydro-1H-benzimidazole-1,3-diyl]bis(methylene)}dibenzoate |
title_full_unstemmed | Di-n-propyl 4,4′-dihydroxy-3,3′-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octahydro-1H-benzimidazole-1,3-diyl]bis(methylene)}dibenzoate |
title_short | Di-n-propyl 4,4′-dihydroxy-3,3′-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octahydro-1H-benzimidazole-1,3-diyl]bis(methylene)}dibenzoate |
title_sort | di-n-propyl 4,4′-dihydroxy-3,3′-{[(3ars,7ars)-2,3,3a,4,5,6,7,7a-octahydro-1h-benzimidazole-1,3-diyl]bis(methylene)}dibenzoate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3201437/ https://www.ncbi.nlm.nih.gov/pubmed/22065379 http://dx.doi.org/10.1107/S1600536811036385 |
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