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4-({(Z)-5-[(Z)-3-Ethoxy-4-hydroxybenzylidene]-3-methyl-4-oxo-1,3-thiazolidin-2-ylidene}amino)benzoic acid dimethylformamide monosolvate
The molecular structure of the title compound, C(20)H(18)N(2)O(5)S·C(3)H(7)NO, represents an essentially planar 5-benzylidene-thiazolidine moiety (r.m.s. deviation from planarity without ring substituents = 0.095 Å) to which the 4-aminobenzoic acid fragment is inclined at 76.23 (1)°. In the crys...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3589002/ https://www.ncbi.nlm.nih.gov/pubmed/23476238 http://dx.doi.org/10.1107/S1600536812047307 |
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author | Kosma, Paul Selzer, Edgar Mereiter, Kurt |
author_facet | Kosma, Paul Selzer, Edgar Mereiter, Kurt |
author_sort | Kosma, Paul |
collection | PubMed |
description | The molecular structure of the title compound, C(20)H(18)N(2)O(5)S·C(3)H(7)NO, represents an essentially planar 5-benzylidene-thiazolidine moiety (r.m.s. deviation from planarity without ring substituents = 0.095 Å) to which the 4-aminobenzoic acid fragment is inclined at 76.23 (1)°. In the crystal, the benzoic acid molecules are arranged in layers parallel to [001] which are built up from inversion dimers held together by head-to-tail phenol–carboxy O—H⋯O hydrogen bonds and head-to-tail π–π stacking interactions between the 5-benzylidene-thiazolidine moieties (ring centroid distance = 3.579 Å). These layers are separated by the dimethylformamide solvent molecules which are firmly anchored via a short O—H⋯O hydrogen bond [O⋯O = 2.5529 (10) Å] donated by the –COOH group. |
format | Online Article Text |
id | pubmed-3589002 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-35890022013-03-08 4-({(Z)-5-[(Z)-3-Ethoxy-4-hydroxybenzylidene]-3-methyl-4-oxo-1,3-thiazolidin-2-ylidene}amino)benzoic acid dimethylformamide monosolvate Kosma, Paul Selzer, Edgar Mereiter, Kurt Acta Crystallogr Sect E Struct Rep Online Organic Papers The molecular structure of the title compound, C(20)H(18)N(2)O(5)S·C(3)H(7)NO, represents an essentially planar 5-benzylidene-thiazolidine moiety (r.m.s. deviation from planarity without ring substituents = 0.095 Å) to which the 4-aminobenzoic acid fragment is inclined at 76.23 (1)°. In the crystal, the benzoic acid molecules are arranged in layers parallel to [001] which are built up from inversion dimers held together by head-to-tail phenol–carboxy O—H⋯O hydrogen bonds and head-to-tail π–π stacking interactions between the 5-benzylidene-thiazolidine moieties (ring centroid distance = 3.579 Å). These layers are separated by the dimethylformamide solvent molecules which are firmly anchored via a short O—H⋯O hydrogen bond [O⋯O = 2.5529 (10) Å] donated by the –COOH group. International Union of Crystallography 2012-11-24 /pmc/articles/PMC3589002/ /pubmed/23476238 http://dx.doi.org/10.1107/S1600536812047307 Text en © Kosma et al. 2012 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 Kosma, Paul Selzer, Edgar Mereiter, Kurt 4-({(Z)-5-[(Z)-3-Ethoxy-4-hydroxybenzylidene]-3-methyl-4-oxo-1,3-thiazolidin-2-ylidene}amino)benzoic acid dimethylformamide monosolvate |
title | 4-({(Z)-5-[(Z)-3-Ethoxy-4-hydroxybenzylidene]-3-methyl-4-oxo-1,3-thiazolidin-2-ylidene}amino)benzoic acid dimethylformamide monosolvate |
title_full | 4-({(Z)-5-[(Z)-3-Ethoxy-4-hydroxybenzylidene]-3-methyl-4-oxo-1,3-thiazolidin-2-ylidene}amino)benzoic acid dimethylformamide monosolvate |
title_fullStr | 4-({(Z)-5-[(Z)-3-Ethoxy-4-hydroxybenzylidene]-3-methyl-4-oxo-1,3-thiazolidin-2-ylidene}amino)benzoic acid dimethylformamide monosolvate |
title_full_unstemmed | 4-({(Z)-5-[(Z)-3-Ethoxy-4-hydroxybenzylidene]-3-methyl-4-oxo-1,3-thiazolidin-2-ylidene}amino)benzoic acid dimethylformamide monosolvate |
title_short | 4-({(Z)-5-[(Z)-3-Ethoxy-4-hydroxybenzylidene]-3-methyl-4-oxo-1,3-thiazolidin-2-ylidene}amino)benzoic acid dimethylformamide monosolvate |
title_sort | 4-({(z)-5-[(z)-3-ethoxy-4-hydroxybenzylidene]-3-methyl-4-oxo-1,3-thiazolidin-2-ylidene}amino)benzoic acid dimethylformamide monosolvate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3589002/ https://www.ncbi.nlm.nih.gov/pubmed/23476238 http://dx.doi.org/10.1107/S1600536812047307 |
work_keys_str_mv | AT kosmapaul 4z5z3ethoxy4hydroxybenzylidene3methyl4oxo13thiazolidin2ylideneaminobenzoicaciddimethylformamidemonosolvate AT selzeredgar 4z5z3ethoxy4hydroxybenzylidene3methyl4oxo13thiazolidin2ylideneaminobenzoicaciddimethylformamidemonosolvate AT mereiterkurt 4z5z3ethoxy4hydroxybenzylidene3methyl4oxo13thiazolidin2ylideneaminobenzoicaciddimethylformamidemonosolvate |