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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...

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Autores principales: Rivera, Augusto, Quiroga, Diego, Ríos-Motta, Jaime, Fejfarová, Karla, Dušek, Michal
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
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.
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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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