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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...

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Detalles Bibliográficos
Autores principales: Kosma, Paul, Selzer, Edgar, Mereiter, Kurt
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
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.
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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
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AT selzeredgar 4z5z3ethoxy4hydroxybenzylidene3methyl4oxo13thiazolidin2ylideneaminobenzoicaciddimethylformamidemonosolvate
AT mereiterkurt 4z5z3ethoxy4hydroxybenzylidene3methyl4oxo13thiazolidin2ylideneaminobenzoicaciddimethylformamidemonosolvate