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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, C(19)H(22)N(2)O(5), 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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4186140/ https://www.ncbi.nlm.nih.gov/pubmed/25309243 http://dx.doi.org/10.1107/S160053681401589X |
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author | Inglebert, S. Antony Kamalraja, Jayabal Sethusankar, K. Perumal, Paramasivam T. |
author_facet | Inglebert, S. Antony Kamalraja, Jayabal Sethusankar, K. Perumal, Paramasivam T. |
author_sort | Inglebert, S. Antony |
collection | PubMed |
description | In the title compound, C(19)H(22)N(2)O(5), 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. |
format | Online Article Text |
id | pubmed-4186140 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-41861402014-10-12 Crystal structure of 4-(4-methoxyphenyl)-7,7-dimethyl-2-methylamino-3-nitro-7,8-dihydro-4H-chromen-5(6H)-one Inglebert, S. Antony Kamalraja, Jayabal Sethusankar, K. Perumal, Paramasivam T. Acta Crystallogr Sect E Struct Rep Online Data Reports In the title compound, C(19)H(22)N(2)O(5), 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. International Union of Crystallography 2014-08-01 /pmc/articles/PMC4186140/ /pubmed/25309243 http://dx.doi.org/10.1107/S160053681401589X Text en © Inglebert et al. 2014 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Data Reports Inglebert, S. Antony Kamalraja, Jayabal Sethusankar, K. Perumal, Paramasivam T. Crystal structure of 4-(4-methoxyphenyl)-7,7-dimethyl-2-methylamino-3-nitro-7,8-dihydro-4H-chromen-5(6H)-one |
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 | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4186140/ https://www.ncbi.nlm.nih.gov/pubmed/25309243 http://dx.doi.org/10.1107/S160053681401589X |
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