4-[(5R*,10bR*)-2-Methyl-1,10b-dihydropyrazolo[1,5-c][1,3]benzoxazin-5-yl]benzoic acid
In the title compound, C18H16N2O3, a potential inhibitor of the cyclooxygenase-2 isoenzyme, the pyrazoline ring exists in a flattened envelope conformation with one C atom deviating by 0.463 Å from the mean plane of the remaining four atoms. The puckering of the central oxazine ri...
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
| Published: |
International Union of Crystallography
2008-03-01
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| Series: | Acta Crystallographica Section E |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S1600536808003607 |
| _version_ | 1798018596319789056 |
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| author | Jan Světlík Viktor Kettmann |
| author_facet | Jan Světlík Viktor Kettmann |
| author_sort | Jan Světlík |
| collection | DOAJ |
| description | In the title compound, C18H16N2O3, a potential inhibitor of the cyclooxygenase-2 isoenzyme, the pyrazoline ring exists in a flattened envelope conformation with one C atom deviating by 0.463 Å from the mean plane of the remaining four atoms. The puckering of the central oxazine ring is more severe, with one N atom and one C atom displaced by 0.235 (6) and 0.370 (2) Å, respectively, on opposite sides of the mean plane defined by the other four atoms; the conformation is that of a half-chair. As a result, the molecule as a whole is not planar. The carboxyl group is involved in an intermolecular O—H...N hydrogen bond, which links the molecules into centrosymmetric dimers. |
| first_indexed | 2024-04-11T16:25:32Z |
| format | Article |
| id | doaj.art-4e55f1f41dc340a98a1a42948b2dcf29 |
| institution | Directory Open Access Journal |
| issn | 1600-5368 |
| language | English |
| last_indexed | 2024-04-11T16:25:32Z |
| publishDate | 2008-03-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E |
| spelling | doaj.art-4e55f1f41dc340a98a1a42948b2dcf292022-12-22T04:14:10ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682008-03-01643o563o56310.1107/S16005368080036074-[(5R*,10bR*)-2-Methyl-1,10b-dihydropyrazolo[1,5-c][1,3]benzoxazin-5-yl]benzoic acidJan SvětlíkViktor KettmannIn the title compound, C18H16N2O3, a potential inhibitor of the cyclooxygenase-2 isoenzyme, the pyrazoline ring exists in a flattened envelope conformation with one C atom deviating by 0.463 Å from the mean plane of the remaining four atoms. The puckering of the central oxazine ring is more severe, with one N atom and one C atom displaced by 0.235 (6) and 0.370 (2) Å, respectively, on opposite sides of the mean plane defined by the other four atoms; the conformation is that of a half-chair. As a result, the molecule as a whole is not planar. The carboxyl group is involved in an intermolecular O—H...N hydrogen bond, which links the molecules into centrosymmetric dimers.http://scripts.iucr.org/cgi-bin/paper?S1600536808003607 |
| spellingShingle | Jan Světlík Viktor Kettmann 4-[(5R*,10bR*)-2-Methyl-1,10b-dihydropyrazolo[1,5-c][1,3]benzoxazin-5-yl]benzoic acid Acta Crystallographica Section E |
| title | 4-[(5R*,10bR*)-2-Methyl-1,10b-dihydropyrazolo[1,5-c][1,3]benzoxazin-5-yl]benzoic acid |
| title_full | 4-[(5R*,10bR*)-2-Methyl-1,10b-dihydropyrazolo[1,5-c][1,3]benzoxazin-5-yl]benzoic acid |
| title_fullStr | 4-[(5R*,10bR*)-2-Methyl-1,10b-dihydropyrazolo[1,5-c][1,3]benzoxazin-5-yl]benzoic acid |
| title_full_unstemmed | 4-[(5R*,10bR*)-2-Methyl-1,10b-dihydropyrazolo[1,5-c][1,3]benzoxazin-5-yl]benzoic acid |
| title_short | 4-[(5R*,10bR*)-2-Methyl-1,10b-dihydropyrazolo[1,5-c][1,3]benzoxazin-5-yl]benzoic acid |
| title_sort | 4 5r 10br 2 methyl 1 10b dihydropyrazolo 1 5 c 1 3 benzoxazin 5 yl benzoic acid |
| url | http://scripts.iucr.org/cgi-bin/paper?S1600536808003607 |
| work_keys_str_mv | AT jansv283tl237k 45r10br2methyl110bdihydropyrazolo15c13benzoxazin5ylbenzoicacid AT viktorkettmann 45r10br2methyl110bdihydropyrazolo15c13benzoxazin5ylbenzoicacid |