Cargando…
Crystal structures of two (Z)-2-(4-oxo-1,3-thiazolidin-2-ylidene)acetamides
The crystal structures of two (oxothiazolidin-2-ylidene)acetamides, namely (Z)-2-[2-(morpholin-4-yl)-2-oxoethylidene]thiazolidin-4-one, C(9)H(12)N(2)O(3)S, (I), and (Z)-N-(4-methoxyphenyl)-2-(4-oxothiazolidin-2-ylidene)acetamide, C(12)H(12)N(2)O(3)S, (II), are described and compared with...
Autores principales: | , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2017
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5730238/ https://www.ncbi.nlm.nih.gov/pubmed/29250401 http://dx.doi.org/10.1107/S2056989017016061 |
_version_ | 1783286327513448448 |
---|---|
author | Galushchinskiy, Aleksei Slepukhin, Pavel Obydennov, Konstantin |
author_facet | Galushchinskiy, Aleksei Slepukhin, Pavel Obydennov, Konstantin |
author_sort | Galushchinskiy, Aleksei |
collection | PubMed |
description | The crystal structures of two (oxothiazolidin-2-ylidene)acetamides, namely (Z)-2-[2-(morpholin-4-yl)-2-oxoethylidene]thiazolidin-4-one, C(9)H(12)N(2)O(3)S, (I), and (Z)-N-(4-methoxyphenyl)-2-(4-oxothiazolidin-2-ylidene)acetamide, C(12)H(12)N(2)O(3)S, (II), are described and compared with a related structure. The Z conformation was observed for both the compounds. In (I), the morpholin-4-yl ring has a chair conformation and its mean plane is inclined to the thiazolidine ring mean plane by 37.12 (12)°. In (II), the benzene ring is inclined to the mean plane of the thiazolidine ring by 20.34 (14)°. In the crystal of (I), molecules are linked by N—H⋯O hydrogen bonds, forming C(6) chains along the b-axis direction. The edge-to-edge arrangement of the molecules results in short C—H⋯O and C—H⋯S interactions, which consolidate the chain into a ribbon-like structure. In the crystal of (II), two N—H⋯O hydrogen bonds result in the formation of C(8) chains along the b-axis direction and C(6) chains along the c-axis direction. The combination of these interactions leads to the formation of layers parallel to the bc plane, enclosing R (4) (4)(28) rings involving four molecules. |
format | Online Article Text |
id | pubmed-5730238 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-57302382017-12-15 Crystal structures of two (Z)-2-(4-oxo-1,3-thiazolidin-2-ylidene)acetamides Galushchinskiy, Aleksei Slepukhin, Pavel Obydennov, Konstantin Acta Crystallogr E Crystallogr Commun Research Communications The crystal structures of two (oxothiazolidin-2-ylidene)acetamides, namely (Z)-2-[2-(morpholin-4-yl)-2-oxoethylidene]thiazolidin-4-one, C(9)H(12)N(2)O(3)S, (I), and (Z)-N-(4-methoxyphenyl)-2-(4-oxothiazolidin-2-ylidene)acetamide, C(12)H(12)N(2)O(3)S, (II), are described and compared with a related structure. The Z conformation was observed for both the compounds. In (I), the morpholin-4-yl ring has a chair conformation and its mean plane is inclined to the thiazolidine ring mean plane by 37.12 (12)°. In (II), the benzene ring is inclined to the mean plane of the thiazolidine ring by 20.34 (14)°. In the crystal of (I), molecules are linked by N—H⋯O hydrogen bonds, forming C(6) chains along the b-axis direction. The edge-to-edge arrangement of the molecules results in short C—H⋯O and C—H⋯S interactions, which consolidate the chain into a ribbon-like structure. In the crystal of (II), two N—H⋯O hydrogen bonds result in the formation of C(8) chains along the b-axis direction and C(6) chains along the c-axis direction. The combination of these interactions leads to the formation of layers parallel to the bc plane, enclosing R (4) (4)(28) rings involving four molecules. International Union of Crystallography 2017-11-10 /pmc/articles/PMC5730238/ /pubmed/29250401 http://dx.doi.org/10.1107/S2056989017016061 Text en © Galushchinskiy et al. 2017 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/ |
spellingShingle | Research Communications Galushchinskiy, Aleksei Slepukhin, Pavel Obydennov, Konstantin Crystal structures of two (Z)-2-(4-oxo-1,3-thiazolidin-2-ylidene)acetamides |
title | Crystal structures of two (Z)-2-(4-oxo-1,3-thiazolidin-2-ylidene)acetamides |
title_full | Crystal structures of two (Z)-2-(4-oxo-1,3-thiazolidin-2-ylidene)acetamides |
title_fullStr | Crystal structures of two (Z)-2-(4-oxo-1,3-thiazolidin-2-ylidene)acetamides |
title_full_unstemmed | Crystal structures of two (Z)-2-(4-oxo-1,3-thiazolidin-2-ylidene)acetamides |
title_short | Crystal structures of two (Z)-2-(4-oxo-1,3-thiazolidin-2-ylidene)acetamides |
title_sort | crystal structures of two (z)-2-(4-oxo-1,3-thiazolidin-2-ylidene)acetamides |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5730238/ https://www.ncbi.nlm.nih.gov/pubmed/29250401 http://dx.doi.org/10.1107/S2056989017016061 |
work_keys_str_mv | AT galushchinskiyaleksei crystalstructuresoftwoz24oxo13thiazolidin2ylideneacetamides AT slepukhinpavel crystalstructuresoftwoz24oxo13thiazolidin2ylideneacetamides AT obydennovkonstantin crystalstructuresoftwoz24oxo13thiazolidin2ylideneacetamides |