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Dimethyl 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 title compound, C(25)H(30)N(2)O(6), has the imidazolidine ring in an envelope conformation. There are two intra­molecular O—H⋯N hydrogen-bond inter­actions with graph-set motif S(6). The cyclo­hexane ring adopts a slightly distorted chair conformation. One methyl carboxyl­ate substituent forms a...

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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/PMC3247326/
https://www.ncbi.nlm.nih.gov/pubmed/22219944
http://dx.doi.org/10.1107/S1600536811040906
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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(25)H(30)N(2)O(6), has the imidazolidine ring in an envelope conformation. There are two intra­molecular O—H⋯N hydrogen-bond inter­actions with graph-set motif S(6). The cyclo­hexane ring adopts a slightly distorted chair conformation. One methyl carboxyl­ate substituent forms a dihedral angle of 12.00 (5)° with the plane of the benzene ring, while the other methyl carboxyl­ate group is almost coplanar, making a dihedral angle of 2.26 (9)°. In the crystal, pairs of inter­molecular C—H⋯O hydrogen bonds form racemic dimers, corresponding to an R (2) (2)(18) graph-set motif. Further weak C—H⋯O inter­actions generate a chain running along the c axis.
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spelling pubmed-32473262012-01-04 Dimethyl 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 title compound, C(25)H(30)N(2)O(6), has the imidazolidine ring in an envelope conformation. There are two intra­molecular O—H⋯N hydrogen-bond inter­actions with graph-set motif S(6). The cyclo­hexane ring adopts a slightly distorted chair conformation. One methyl carboxyl­ate substituent forms a dihedral angle of 12.00 (5)° with the plane of the benzene ring, while the other methyl carboxyl­ate group is almost coplanar, making a dihedral angle of 2.26 (9)°. In the crystal, pairs of inter­molecular C—H⋯O hydrogen bonds form racemic dimers, corresponding to an R (2) (2)(18) graph-set motif. Further weak C—H⋯O inter­actions generate a chain running along the c axis. International Union of Crystallography 2011-10-12 /pmc/articles/PMC3247326/ /pubmed/22219944 http://dx.doi.org/10.1107/S1600536811040906 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
Dimethyl 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 Dimethyl 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 Dimethyl 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 Dimethyl 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 Dimethyl 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 Dimethyl 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 dimethyl 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/PMC3247326/
https://www.ncbi.nlm.nih.gov/pubmed/22219944
http://dx.doi.org/10.1107/S1600536811040906
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