Crystal structure of 1-(2,4-dihydroxy-6-methylphenyl)ethanone
The title compound, C9H10O3, is a bioactive secondary metabolite, isolated from the endophytic fungus Nodulisporium sp. The compound exhibits an intramolecular O—H...O hydrogen bond between the phenolic H atom and the carbonyl O atom of the adjacent acetyl group. In the crystal, molecules are linked...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2015-08-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989015013468 |
| _version_ | 1818870602779328512 |
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| author | Samran Prabpai Palangpon Kongsaeree |
| author_facet | Samran Prabpai Palangpon Kongsaeree |
| author_sort | Samran Prabpai |
| collection | DOAJ |
| description | The title compound, C9H10O3, is a bioactive secondary metabolite, isolated from the endophytic fungus Nodulisporium sp. The compound exhibits an intramolecular O—H...O hydrogen bond between the phenolic H atom and the carbonyl O atom of the adjacent acetyl group. In the crystal, molecules are linked by hydrogen bonds involving the 4-phenolic H atom and a symmetry-related carbonyl O atom of a neighboring molecule, resulting in extended supramolecular chains along the a-axis direction. Aromatic π–π stacking interactions between the nearly parallel benzene rings of adjacent chains [centroid–centroid distance = 3.7478 (8) Å] further stabilize the three-dimensional supramolecular framework. |
| first_indexed | 2024-12-19T12:09:38Z |
| format | Article |
| id | doaj.art-5f9826ed38e2473bb78d6da2458436b4 |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-12-19T12:09:38Z |
| publishDate | 2015-08-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-5f9826ed38e2473bb78d6da2458436b42022-12-21T20:22:15ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902015-08-01718o612o61310.1107/S2056989015013468xu5859Crystal structure of 1-(2,4-dihydroxy-6-methylphenyl)ethanoneSamran Prabpai0Palangpon Kongsaeree1Department of Chemistry, and Center for Excellence in Protein Structure and Function, Faculty of Science, Mahidol University, Bangkok 10400, ThailandDepartment of Chemistry, and Center for Excellence in Protein Structure and Function, Faculty of Science, Mahidol University, Bangkok 10400, ThailandThe title compound, C9H10O3, is a bioactive secondary metabolite, isolated from the endophytic fungus Nodulisporium sp. The compound exhibits an intramolecular O—H...O hydrogen bond between the phenolic H atom and the carbonyl O atom of the adjacent acetyl group. In the crystal, molecules are linked by hydrogen bonds involving the 4-phenolic H atom and a symmetry-related carbonyl O atom of a neighboring molecule, resulting in extended supramolecular chains along the a-axis direction. Aromatic π–π stacking interactions between the nearly parallel benzene rings of adjacent chains [centroid–centroid distance = 3.7478 (8) Å] further stabilize the three-dimensional supramolecular framework.http://scripts.iucr.org/cgi-bin/paper?S2056989015013468crystal structure1-(2,4-dihydroxy-6-methylphenyl)ethanonebioactive secondary metabolitehydrogen bondingπ–π stacking |
| spellingShingle | Samran Prabpai Palangpon Kongsaeree Crystal structure of 1-(2,4-dihydroxy-6-methylphenyl)ethanone Acta Crystallographica Section E: Crystallographic Communications crystal structure 1-(2,4-dihydroxy-6-methylphenyl)ethanone bioactive secondary metabolite hydrogen bonding π–π stacking |
| title | Crystal structure of 1-(2,4-dihydroxy-6-methylphenyl)ethanone |
| title_full | Crystal structure of 1-(2,4-dihydroxy-6-methylphenyl)ethanone |
| title_fullStr | Crystal structure of 1-(2,4-dihydroxy-6-methylphenyl)ethanone |
| title_full_unstemmed | Crystal structure of 1-(2,4-dihydroxy-6-methylphenyl)ethanone |
| title_short | Crystal structure of 1-(2,4-dihydroxy-6-methylphenyl)ethanone |
| title_sort | crystal structure of 1 2 4 dihydroxy 6 methylphenyl ethanone |
| topic | crystal structure 1-(2,4-dihydroxy-6-methylphenyl)ethanone bioactive secondary metabolite hydrogen bonding π–π stacking |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989015013468 |
| work_keys_str_mv | AT samranprabpai crystalstructureof124dihydroxy6methylphenylethanone AT palangponkongsaeree crystalstructureof124dihydroxy6methylphenylethanone |