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, C16H9Cl2N2O2·C4H8O2 and C16H9Cl2N2O2, 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, formin...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2019-10-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989019013197 |
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| author | S. Silambarasan A. Jamal Abdul Nasser T. Mohandas |
| author_facet | S. Silambarasan A. Jamal Abdul Nasser T. Mohandas |
| author_sort | S. Silambarasan |
| collection | DOAJ |
| description | In the title compounds, C16H9Cl2N2O2·C4H8O2 and C16H9Cl2N2O2, 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 R22(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\overline{1}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. |
| first_indexed | 2024-12-20T11:39:01Z |
| format | Article |
| id | doaj.art-1fbe38480d3a4c3db42ba4eb9ea1eb27 |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-12-20T11:39:01Z |
| publishDate | 2019-10-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-1fbe38480d3a4c3db42ba4eb9ea1eb272022-12-21T19:42:02ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902019-10-0175101568157210.1107/S2056989019013197yk2126Crystal 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]pyranS. Silambarasan0A. Jamal Abdul Nasser1T. Mohandas2Department of Chemistry, Jamal Mohamed College, Tiruchirappalli 620 020, IndiaDepartment of Chemistry, Jamal Mohamed College, Tiruchirappalli 620 020, IndiaDepartment of Physics, K. Ramakrishnan College of Engineering, Samayapuram, Tiruchirappalli 621 115, IndiaIn the title compounds, C16H9Cl2N2O2·C4H8O2 and C16H9Cl2N2O2, 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 R22(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\overline{1}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.http://scripts.iucr.org/cgi-bin/paper?S2056989019013197crystal structure4H-chromeneπ-conjugationhydrogen bondsolvate |
| spellingShingle | S. Silambarasan A. Jamal Abdul Nasser T. Mohandas 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 Acta Crystallographica Section E: Crystallographic Communications crystal structure 4H-chromene π-conjugation hydrogen bond solvate |
| 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 | crystal structure 4H-chromene π-conjugation hydrogen bond solvate |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989019013197 |
| work_keys_str_mv | AT ssilambarasan crystalstructuresoftwo4hchromenederivatives2amino3cyano434dichlorophenyl7hydroxy4hbenzo12bpyran14dioxanemonosolvateand2amino3cyano426dichlorophenyl7hydroxy4hbenzo12bpyran AT ajamalabdulnasser crystalstructuresoftwo4hchromenederivatives2amino3cyano434dichlorophenyl7hydroxy4hbenzo12bpyran14dioxanemonosolvateand2amino3cyano426dichlorophenyl7hydroxy4hbenzo12bpyran AT tmohandas crystalstructuresoftwo4hchromenederivatives2amino3cyano434dichlorophenyl7hydroxy4hbenzo12bpyran14dioxanemonosolvateand2amino3cyano426dichlorophenyl7hydroxy4hbenzo12bpyran |