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Benzene-1,3,5-triyl tribenzoate

The title compound, C(27)H(18)O(6), commonly known as phloroglucinol tribenzoate, is a standard unit for the family of benzyl ether dendrimers. The central phloroglucinol residue is close to planar, with out-of-plane distances for the three oxygen atoms of up to 0.095 (3) Å, while the three attached...

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Autores principales: Corfield, Peter W. R., Balija, Amy M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3885072/
https://www.ncbi.nlm.nih.gov/pubmed/24454248
http://dx.doi.org/10.1107/S1600536813031462
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author Corfield, Peter W. R.
Balija, Amy M.
author_facet Corfield, Peter W. R.
Balija, Amy M.
author_sort Corfield, Peter W. R.
collection PubMed
description The title compound, C(27)H(18)O(6), commonly known as phloroglucinol tribenzoate, is a standard unit for the family of benzyl ether dendrimers. The central phloroglucinol residue is close to planar, with out-of-plane distances for the three oxygen atoms of up to 0.095 (3) Å, while the three attached benzoate groups are approximately planar. One benzoate group is twisted [C—C—O—C torsion angle = 98.2 (3)°] from the central plane, with its carbonyl O atom 2.226 (4) Å above that plane, while the other two benzoate groups are twisted in the opposite direction [C—C—O—C torsion angles = 24.7 (2) and 54.8 (2)°], so that their carbonyl O atoms are on the other side of, and closer to the central plane, with distances from the plane of 1.743 (4) and 1.206 (4) Å. One benzoate group is disordered between two conformers, with occupancies of 86.9 (3) and 13.1 (3)%, related by a 143 (1)° rotation about the bond to the central benzene ring. The phenyl groups of the two conformers occupy the same space. The mol­ecule packs in the crystal with two of the three benzoate phenyl rings stacked parallel to symmetry-related counterparts, with perpendicular distances of 3.715 (5) and 3.791 (5) Å. The parallel rings are slipped away from each other, however, with centroid–centroid distances of 4.122 (2) and 4.363 (2) Å, respectively.
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spelling pubmed-38850722014-01-17 Benzene-1,3,5-triyl tribenzoate Corfield, Peter W. R. Balija, Amy M. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(27)H(18)O(6), commonly known as phloroglucinol tribenzoate, is a standard unit for the family of benzyl ether dendrimers. The central phloroglucinol residue is close to planar, with out-of-plane distances for the three oxygen atoms of up to 0.095 (3) Å, while the three attached benzoate groups are approximately planar. One benzoate group is twisted [C—C—O—C torsion angle = 98.2 (3)°] from the central plane, with its carbonyl O atom 2.226 (4) Å above that plane, while the other two benzoate groups are twisted in the opposite direction [C—C—O—C torsion angles = 24.7 (2) and 54.8 (2)°], so that their carbonyl O atoms are on the other side of, and closer to the central plane, with distances from the plane of 1.743 (4) and 1.206 (4) Å. One benzoate group is disordered between two conformers, with occupancies of 86.9 (3) and 13.1 (3)%, related by a 143 (1)° rotation about the bond to the central benzene ring. The phenyl groups of the two conformers occupy the same space. The mol­ecule packs in the crystal with two of the three benzoate phenyl rings stacked parallel to symmetry-related counterparts, with perpendicular distances of 3.715 (5) and 3.791 (5) Å. The parallel rings are slipped away from each other, however, with centroid–centroid distances of 4.122 (2) and 4.363 (2) Å, respectively. International Union of Crystallography 2013-11-27 /pmc/articles/PMC3885072/ /pubmed/24454248 http://dx.doi.org/10.1107/S1600536813031462 Text en © Corfield and Balija 2013 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
Corfield, Peter W. R.
Balija, Amy M.
Benzene-1,3,5-triyl tribenzoate
title Benzene-1,3,5-triyl tribenzoate
title_full Benzene-1,3,5-triyl tribenzoate
title_fullStr Benzene-1,3,5-triyl tribenzoate
title_full_unstemmed Benzene-1,3,5-triyl tribenzoate
title_short Benzene-1,3,5-triyl tribenzoate
title_sort benzene-1,3,5-triyl tribenzoate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3885072/
https://www.ncbi.nlm.nih.gov/pubmed/24454248
http://dx.doi.org/10.1107/S1600536813031462
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