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Crystal structures of two 4H-chromene derivatives: 2-amino-3-cyano-4-(3,4-dichlorophenyl)-7-hydroxy-4H-benzo[1,2-b]pyran 1,4-dioxane monosolvate and 2-amino-3-cyano-4-(2,6-dichlorophenyl)-7-hydroxy-4H-benzo[1,2-b]pyran
In the title compounds, C(16)H(9)Cl(2)N(2)O(2)·C(4)H(8)O(2) and C(16)H(9)Cl(2)N(2)O(2), the bicyclic 4H-chromene cores are nearly planar with maximum deviations of 0.081 (2) and 0.087 (2) Å. In both structures, the chromene derivative molecules are linked into centrosymmetric dimers by pairs of N—H...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6775756/ https://www.ncbi.nlm.nih.gov/pubmed/31636996 http://dx.doi.org/10.1107/S2056989019013197 |
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author | Silambarasan, S. Nasser, A. Jamal Abdul Mohandas, T. |
author_facet | Silambarasan, S. Nasser, A. Jamal Abdul Mohandas, T. |
author_sort | Silambarasan, S. |
collection | PubMed |
description | In the title compounds, C(16)H(9)Cl(2)N(2)O(2)·C(4)H(8)O(2) and C(16)H(9)Cl(2)N(2)O(2), the bicyclic 4H-chromene cores are nearly planar with maximum deviations of 0.081 (2) and 0.087 (2) Å. In both structures, the chromene derivative molecules are linked into centrosymmetric dimers by pairs of N—H⋯O hydrogen bonds, forming R(2)(2)(16) motifs. These dimers are further linked in the 3,4-dichlorophenyl derivative by N—H⋯N hydrogen bonds into double layers parallel to (100) and in the 2,6-dichlorophenyl derivative by O—H⋯N hydrogen bonds into ribbons along the [1[Image: see text]0] direction. In the 3,4-dichlorophenyl derivative, the 1,4-dioxane solvent molecules are connected to the chromene molecules via O—H⋯O hydrogen bonds. |
format | Online Article Text |
id | pubmed-6775756 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-67757562019-10-21 Crystal structures of two 4H-chromene derivatives: 2-amino-3-cyano-4-(3,4-dichlorophenyl)-7-hydroxy-4H-benzo[1,2-b]pyran 1,4-dioxane monosolvate and 2-amino-3-cyano-4-(2,6-dichlorophenyl)-7-hydroxy-4H-benzo[1,2-b]pyran Silambarasan, S. Nasser, A. Jamal Abdul Mohandas, T. Acta Crystallogr E Crystallogr Commun Research Communications In the title compounds, C(16)H(9)Cl(2)N(2)O(2)·C(4)H(8)O(2) and C(16)H(9)Cl(2)N(2)O(2), the bicyclic 4H-chromene cores are nearly planar with maximum deviations of 0.081 (2) and 0.087 (2) Å. In both structures, the chromene derivative molecules are linked into centrosymmetric dimers by pairs of N—H⋯O hydrogen bonds, forming R(2)(2)(16) motifs. These dimers are further linked in the 3,4-dichlorophenyl derivative by N—H⋯N hydrogen bonds into double layers parallel to (100) and in the 2,6-dichlorophenyl derivative by O—H⋯N hydrogen bonds into ribbons along the [1[Image: see text]0] direction. In the 3,4-dichlorophenyl derivative, the 1,4-dioxane solvent molecules are connected to the chromene molecules via O—H⋯O hydrogen bonds. International Union of Crystallography 2019-09-27 /pmc/articles/PMC6775756/ /pubmed/31636996 http://dx.doi.org/10.1107/S2056989019013197 Text en © Silambarasan et al. 2019 http://creativecommons.org/licenses/by/4.0/ 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/4.0/ |
spellingShingle | Research Communications Silambarasan, S. Nasser, A. Jamal Abdul Mohandas, T. Crystal structures of two 4H-chromene derivatives: 2-amino-3-cyano-4-(3,4-dichlorophenyl)-7-hydroxy-4H-benzo[1,2-b]pyran 1,4-dioxane monosolvate and 2-amino-3-cyano-4-(2,6-dichlorophenyl)-7-hydroxy-4H-benzo[1,2-b]pyran |
title | Crystal structures of two 4H-chromene derivatives: 2-amino-3-cyano-4-(3,4-dichlorophenyl)-7-hydroxy-4H-benzo[1,2-b]pyran 1,4-dioxane monosolvate and 2-amino-3-cyano-4-(2,6-dichlorophenyl)-7-hydroxy-4H-benzo[1,2-b]pyran |
title_full | Crystal structures of two 4H-chromene derivatives: 2-amino-3-cyano-4-(3,4-dichlorophenyl)-7-hydroxy-4H-benzo[1,2-b]pyran 1,4-dioxane monosolvate and 2-amino-3-cyano-4-(2,6-dichlorophenyl)-7-hydroxy-4H-benzo[1,2-b]pyran |
title_fullStr | Crystal structures of two 4H-chromene derivatives: 2-amino-3-cyano-4-(3,4-dichlorophenyl)-7-hydroxy-4H-benzo[1,2-b]pyran 1,4-dioxane monosolvate and 2-amino-3-cyano-4-(2,6-dichlorophenyl)-7-hydroxy-4H-benzo[1,2-b]pyran |
title_full_unstemmed | Crystal structures of two 4H-chromene derivatives: 2-amino-3-cyano-4-(3,4-dichlorophenyl)-7-hydroxy-4H-benzo[1,2-b]pyran 1,4-dioxane monosolvate and 2-amino-3-cyano-4-(2,6-dichlorophenyl)-7-hydroxy-4H-benzo[1,2-b]pyran |
title_short | Crystal structures of two 4H-chromene derivatives: 2-amino-3-cyano-4-(3,4-dichlorophenyl)-7-hydroxy-4H-benzo[1,2-b]pyran 1,4-dioxane monosolvate and 2-amino-3-cyano-4-(2,6-dichlorophenyl)-7-hydroxy-4H-benzo[1,2-b]pyran |
title_sort | crystal structures of two 4h-chromene derivatives: 2-amino-3-cyano-4-(3,4-dichlorophenyl)-7-hydroxy-4h-benzo[1,2-b]pyran 1,4-dioxane monosolvate and 2-amino-3-cyano-4-(2,6-dichlorophenyl)-7-hydroxy-4h-benzo[1,2-b]pyran |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6775756/ https://www.ncbi.nlm.nih.gov/pubmed/31636996 http://dx.doi.org/10.1107/S2056989019013197 |
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