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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...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2016
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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]. |
format | Online Article Text |
id | pubmed-4778823 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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