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Bis(benzyl­tri­methyl­ammonium) bis­[(4SR,12SR,18RS,26RS)-4,18,26-trihy­droxy-12-oxido-13,17-dioxahepta­cyclo­[14.10.0.0(3,14).0(4,12).0(6,11).0(18,26).0(19,24)]hexa­cosa-1,3(14),6,8,10,15,19,21,23-nona­ene-5,25-dione] sesquihydrate: dimeric structure formation via [O—H—O](−) negative charge-assisted hydrogen bonds (–CAHB) with benzyl­tri­methyl­ammonium counter-ions

The reaction between bis-ninhydrin resorcinol and benzyl­tri­methyl­ammonium fluoride in ethanol has produced the title compound, 2C(10)H(16)N(+)·2C(24)H(13)O(8) (−)·1.5H(2)O, which contains a unique centrosymmetric supra­molecular dimeric entity, where two deprotonated ligands are held together via...

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Autores principales: Bengiat, Ravell, Gil, Maayan, Klein, Asne, Bogoslavsky, Benny, Cohen, Shmuel, Almog, Joseph
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4778823/
https://www.ncbi.nlm.nih.gov/pubmed/27006816
http://dx.doi.org/10.1107/S2056989016002899
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author Bengiat, Ravell
Gil, Maayan
Klein, Asne
Bogoslavsky, Benny
Cohen, Shmuel
Almog, Joseph
author_facet Bengiat, Ravell
Gil, Maayan
Klein, Asne
Bogoslavsky, Benny
Cohen, Shmuel
Almog, Joseph
author_sort Bengiat, Ravell
collection PubMed
description The reaction between bis-ninhydrin resorcinol and benzyl­tri­methyl­ammonium fluoride in ethanol has produced the title compound, 2C(10)H(16)N(+)·2C(24)H(13)O(8) (−)·1.5H(2)O, which contains a unique centrosymmetric supra­molecular dimeric entity, where two deprotonated ligands are held together via two strong and short [O⋯O = 2.4395 (13) Å] [O—H—O](−) bonds of the type negative charge-assisted hydrogen bonds (–CAHB). The central aromatic rings of the ligands create parallel-displaced π–π stacking at an inter­planar distance of 3.381 (1) Å, which helps stabilize the dimer. In the crystal, two symmetry-related solvent water mol­ecules with a site occupancy of 0.75 are attached to the carbonyl groups of the dimer by weaker O—H⋯O hydrogen bonds, forming chains along [101].
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spelling pubmed-47788232016-03-22 Bis(benzyl­tri­methyl­ammonium) bis­[(4SR,12SR,18RS,26RS)-4,18,26-trihy­droxy-12-oxido-13,17-dioxahepta­cyclo­[14.10.0.0(3,14).0(4,12).0(6,11).0(18,26).0(19,24)]hexa­cosa-1,3(14),6,8,10,15,19,21,23-nona­ene-5,25-dione] sesquihydrate: dimeric structure formation via [O—H—O](−) negative charge-assisted hydrogen bonds (–CAHB) with benzyl­tri­methyl­ammonium counter-ions Bengiat, Ravell Gil, Maayan Klein, Asne Bogoslavsky, Benny Cohen, Shmuel Almog, Joseph Acta Crystallogr E Crystallogr Commun Research Communications The reaction between bis-ninhydrin resorcinol and benzyl­tri­methyl­ammonium fluoride in ethanol has produced the title compound, 2C(10)H(16)N(+)·2C(24)H(13)O(8) (−)·1.5H(2)O, which contains a unique centrosymmetric supra­molecular dimeric entity, where two deprotonated ligands are held together via two strong and short [O⋯O = 2.4395 (13) Å] [O—H—O](−) bonds of the type negative charge-assisted hydrogen bonds (–CAHB). The central aromatic rings of the ligands create parallel-displaced π–π stacking at an inter­planar distance of 3.381 (1) Å, which helps stabilize the dimer. In the crystal, two symmetry-related solvent water mol­ecules with a site occupancy of 0.75 are attached to the carbonyl groups of the dimer by weaker O—H⋯O hydrogen bonds, forming chains along [101]. International Union of Crystallography 2016-02-24 /pmc/articles/PMC4778823/ /pubmed/27006816 http://dx.doi.org/10.1107/S2056989016002899 Text en © Bengiat et al. 2016 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 Research Communications
Bengiat, Ravell
Gil, Maayan
Klein, Asne
Bogoslavsky, Benny
Cohen, Shmuel
Almog, Joseph
Bis(benzyl­tri­methyl­ammonium) bis­[(4SR,12SR,18RS,26RS)-4,18,26-trihy­droxy-12-oxido-13,17-dioxahepta­cyclo­[14.10.0.0(3,14).0(4,12).0(6,11).0(18,26).0(19,24)]hexa­cosa-1,3(14),6,8,10,15,19,21,23-nona­ene-5,25-dione] sesquihydrate: dimeric structure formation via [O—H—O](−) negative charge-assisted hydrogen bonds (–CAHB) with benzyl­tri­methyl­ammonium counter-ions
title Bis(benzyl­tri­methyl­ammonium) bis­[(4SR,12SR,18RS,26RS)-4,18,26-trihy­droxy-12-oxido-13,17-dioxahepta­cyclo­[14.10.0.0(3,14).0(4,12).0(6,11).0(18,26).0(19,24)]hexa­cosa-1,3(14),6,8,10,15,19,21,23-nona­ene-5,25-dione] sesquihydrate: dimeric structure formation via [O—H—O](−) negative charge-assisted hydrogen bonds (–CAHB) with benzyl­tri­methyl­ammonium counter-ions
title_full Bis(benzyl­tri­methyl­ammonium) bis­[(4SR,12SR,18RS,26RS)-4,18,26-trihy­droxy-12-oxido-13,17-dioxahepta­cyclo­[14.10.0.0(3,14).0(4,12).0(6,11).0(18,26).0(19,24)]hexa­cosa-1,3(14),6,8,10,15,19,21,23-nona­ene-5,25-dione] sesquihydrate: dimeric structure formation via [O—H—O](−) negative charge-assisted hydrogen bonds (–CAHB) with benzyl­tri­methyl­ammonium counter-ions
title_fullStr Bis(benzyl­tri­methyl­ammonium) bis­[(4SR,12SR,18RS,26RS)-4,18,26-trihy­droxy-12-oxido-13,17-dioxahepta­cyclo­[14.10.0.0(3,14).0(4,12).0(6,11).0(18,26).0(19,24)]hexa­cosa-1,3(14),6,8,10,15,19,21,23-nona­ene-5,25-dione] sesquihydrate: dimeric structure formation via [O—H—O](−) negative charge-assisted hydrogen bonds (–CAHB) with benzyl­tri­methyl­ammonium counter-ions
title_full_unstemmed Bis(benzyl­tri­methyl­ammonium) bis­[(4SR,12SR,18RS,26RS)-4,18,26-trihy­droxy-12-oxido-13,17-dioxahepta­cyclo­[14.10.0.0(3,14).0(4,12).0(6,11).0(18,26).0(19,24)]hexa­cosa-1,3(14),6,8,10,15,19,21,23-nona­ene-5,25-dione] sesquihydrate: dimeric structure formation via [O—H—O](−) negative charge-assisted hydrogen bonds (–CAHB) with benzyl­tri­methyl­ammonium counter-ions
title_short Bis(benzyl­tri­methyl­ammonium) bis­[(4SR,12SR,18RS,26RS)-4,18,26-trihy­droxy-12-oxido-13,17-dioxahepta­cyclo­[14.10.0.0(3,14).0(4,12).0(6,11).0(18,26).0(19,24)]hexa­cosa-1,3(14),6,8,10,15,19,21,23-nona­ene-5,25-dione] sesquihydrate: dimeric structure formation via [O—H—O](−) negative charge-assisted hydrogen bonds (–CAHB) with benzyl­tri­methyl­ammonium counter-ions
title_sort bis(benzyl­tri­methyl­ammonium) bis­[(4sr,12sr,18rs,26rs)-4,18,26-trihy­droxy-12-oxido-13,17-dioxahepta­cyclo­[14.10.0.0(3,14).0(4,12).0(6,11).0(18,26).0(19,24)]hexa­cosa-1,3(14),6,8,10,15,19,21,23-nona­ene-5,25-dione] sesquihydrate: dimeric structure formation via [o—h—o](−) negative charge-assisted hydrogen bonds (–cahb) with benzyl­tri­methyl­ammonium counter-ions
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4778823/
https://www.ncbi.nlm.nih.gov/pubmed/27006816
http://dx.doi.org/10.1107/S2056989016002899
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