Crystal structure of 4-[(adamantan-1-yl)amino]naphthalene-1,2-dione
The title compound, C20H21NO2, an example of a stable 1,2-naphthoquinone, was determined by single-crystal X-ray diffraction analysis at 100 K. This structure illustrates steric buttressing of the adamantanyl group, forcing the N—H group into the coplanar aromatic C—H. The presence of strong delocal...
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International Union of Crystallography
2019-01-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
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| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989018017917 |
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doaj-b9f92860435c4f36b09e2fef3478cbee2020-11-24T21:10:47ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902019-01-017519910210.1107/S2056989018017917rz5250Crystal structure of 4-[(adamantan-1-yl)amino]naphthalene-1,2-dioneGuy Lamoureux0Mónica Alvarado-Rojas1Leslie W. Pineda2Escuela de Química, Universidad de Costa Rica, 2060, San José, Costa RicaEscuela de Química, Universidad de Costa Rica, 2060, San José, Costa RicaEscuela de Química, Universidad de Costa Rica, 2060, San José, Costa RicaThe title compound, C20H21NO2, an example of a stable 1,2-naphthoquinone, was determined by single-crystal X-ray diffraction analysis at 100 K. This structure illustrates steric buttressing of the adamantanyl group, forcing the N—H group into the coplanar aromatic C—H. The presence of strong delocalization between the planar N atom at the 4-position and the carbonyl group at the 2-position is indicated. In the crystal, C—H...O and C—H...π interactions link the molecules into a three-dimensional network.http://scripts.iucr.org/cgi-bin/paper?S2056989018017917crystal structureadamantaneN—H...O hydrogen bondingintramolecular hydrogen bondingnaphthoquinone |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Guy Lamoureux Mónica Alvarado-Rojas Leslie W. Pineda |
| spellingShingle |
Guy Lamoureux Mónica Alvarado-Rojas Leslie W. Pineda Crystal structure of 4-[(adamantan-1-yl)amino]naphthalene-1,2-dione Acta Crystallographica Section E: Crystallographic Communications crystal structure adamantane N—H...O hydrogen bonding intramolecular hydrogen bonding naphthoquinone |
| author_facet |
Guy Lamoureux Mónica Alvarado-Rojas Leslie W. Pineda |
| author_sort |
Guy Lamoureux |
| title |
Crystal structure of 4-[(adamantan-1-yl)amino]naphthalene-1,2-dione |
| title_short |
Crystal structure of 4-[(adamantan-1-yl)amino]naphthalene-1,2-dione |
| title_full |
Crystal structure of 4-[(adamantan-1-yl)amino]naphthalene-1,2-dione |
| title_fullStr |
Crystal structure of 4-[(adamantan-1-yl)amino]naphthalene-1,2-dione |
| title_full_unstemmed |
Crystal structure of 4-[(adamantan-1-yl)amino]naphthalene-1,2-dione |
| title_sort |
crystal structure of 4-[(adamantan-1-yl)amino]naphthalene-1,2-dione |
| publisher |
International Union of Crystallography |
| series |
Acta Crystallographica Section E: Crystallographic Communications |
| issn |
2056-9890 |
| publishDate |
2019-01-01 |
| description |
The title compound, C20H21NO2, an example of a stable 1,2-naphthoquinone, was determined by single-crystal X-ray diffraction analysis at 100 K. This structure illustrates steric buttressing of the adamantanyl group, forcing the N—H group into the coplanar aromatic C—H. The presence of strong delocalization between the planar N atom at the 4-position and the carbonyl group at the 2-position is indicated. In the crystal, C—H...O and C—H...π interactions link the molecules into a three-dimensional network. |
| topic |
crystal structure adamantane N—H...O hydrogen bonding intramolecular hydrogen bonding naphthoquinone |
| url |
http://scripts.iucr.org/cgi-bin/paper?S2056989018017917 |
| work_keys_str_mv |
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