Crystal structure of 4-(4-methoxyphenyl)-7,7-dimethyl-2-methylamino-3-nitro-7,8-dihydro-4H-chromen-5(6H)-one
In the title compound, C19H22N2O5, the six-membered carbocyclic ring of the chromene moiety adopts an envelope conformation with the dimethyl-substituted C atom as the flap. The pyran ring has a flat-boat conformation. The methoxyphenyl ring is orthogonal to the mean plane of the chromene moiety, wi...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2014-09-01
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| Series: | Acta Crystallographica Section E |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S160053681401589X |
| _version_ | 1819280217009553408 |
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| author | S. Antony Inglebert Jayabal Kamalraja K. Sethusankar Paramasivam T. Perumal |
| author_facet | S. Antony Inglebert Jayabal Kamalraja K. Sethusankar Paramasivam T. Perumal |
| author_sort | S. Antony Inglebert |
| collection | DOAJ |
| description | In the title compound, C19H22N2O5, the six-membered carbocyclic ring of the chromene moiety adopts an envelope conformation with the dimethyl-substituted C atom as the flap. The pyran ring has a flat-boat conformation. The methoxyphenyl ring is orthogonal to the mean plane of the chromene moiety, with a dihedral angle of 89.97 (8)°. The amine N atom deviates from the chromene mean plane by 0.1897 (16) Å. The methylamine and the nitro group are involved in an intramolecular N—H...O hydrogen bond which generates an S(6) ring motif. They are slightly twisted out of the plane of the chromene moiety with torsion angles of C—N—C—O(pyran) = 2.2 (3)° and O(nitro)—N—C—C = −5.6 (2)°. In the crystal, there are only C—H...π interactions present, forming inversion-related dimers. |
| first_indexed | 2024-12-24T00:40:17Z |
| format | Article |
| id | doaj.art-34d8a84f42d4441d835c1bbf0ad24359 |
| institution | Directory Open Access Journal |
| issn | 1600-5368 |
| language | English |
| last_indexed | 2024-12-24T00:40:17Z |
| publishDate | 2014-09-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E |
| spelling | doaj.art-34d8a84f42d4441d835c1bbf0ad243592022-12-21T17:23:59ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682014-09-01709o901o90210.1107/S160053681401589Xsu2750Crystal structure of 4-(4-methoxyphenyl)-7,7-dimethyl-2-methylamino-3-nitro-7,8-dihydro-4H-chromen-5(6H)-oneS. Antony Inglebert0Jayabal Kamalraja1K. Sethusankar2Paramasivam T. Perumal3Sri Ram Engineering College, Chennai 602 024, IndiaOrganic Chemistry Division, CSIR–Central Leather Research Institute, Chennai 600 020, IndiaDepartment of Physics, RKM Vivekananda College (Autonomous), Chennai 600 004, IndiaOrganic Chemistry Division, CSIR–Central Leather Research Institute, Chennai 600 020, IndiaIn the title compound, C19H22N2O5, the six-membered carbocyclic ring of the chromene moiety adopts an envelope conformation with the dimethyl-substituted C atom as the flap. The pyran ring has a flat-boat conformation. The methoxyphenyl ring is orthogonal to the mean plane of the chromene moiety, with a dihedral angle of 89.97 (8)°. The amine N atom deviates from the chromene mean plane by 0.1897 (16) Å. The methylamine and the nitro group are involved in an intramolecular N—H...O hydrogen bond which generates an S(6) ring motif. They are slightly twisted out of the plane of the chromene moiety with torsion angles of C—N—C—O(pyran) = 2.2 (3)° and O(nitro)—N—C—C = −5.6 (2)°. In the crystal, there are only C—H...π interactions present, forming inversion-related dimers.http://scripts.iucr.org/cgi-bin/paper?S160053681401589Xcrystal structurechromeneintramolecular hydrogen bondingC—H...π interactions |
| spellingShingle | S. Antony Inglebert Jayabal Kamalraja K. Sethusankar Paramasivam T. Perumal Crystal structure of 4-(4-methoxyphenyl)-7,7-dimethyl-2-methylamino-3-nitro-7,8-dihydro-4H-chromen-5(6H)-one Acta Crystallographica Section E crystal structure chromene intramolecular hydrogen bonding C—H...π interactions |
| title | Crystal structure of 4-(4-methoxyphenyl)-7,7-dimethyl-2-methylamino-3-nitro-7,8-dihydro-4H-chromen-5(6H)-one |
| title_full | Crystal structure of 4-(4-methoxyphenyl)-7,7-dimethyl-2-methylamino-3-nitro-7,8-dihydro-4H-chromen-5(6H)-one |
| title_fullStr | Crystal structure of 4-(4-methoxyphenyl)-7,7-dimethyl-2-methylamino-3-nitro-7,8-dihydro-4H-chromen-5(6H)-one |
| title_full_unstemmed | Crystal structure of 4-(4-methoxyphenyl)-7,7-dimethyl-2-methylamino-3-nitro-7,8-dihydro-4H-chromen-5(6H)-one |
| title_short | Crystal structure of 4-(4-methoxyphenyl)-7,7-dimethyl-2-methylamino-3-nitro-7,8-dihydro-4H-chromen-5(6H)-one |
| title_sort | crystal structure of 4 4 methoxyphenyl 7 7 dimethyl 2 methylamino 3 nitro 7 8 dihydro 4h chromen 5 6h one |
| topic | crystal structure chromene intramolecular hydrogen bonding C—H...π interactions |
| url | http://scripts.iucr.org/cgi-bin/paper?S160053681401589X |
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