Crystal structure of 1-[(2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazin-2-yl)methyl]naphthalen-2-ol : a possible candidate for new polynaphthoxazine materials
- In the title compound, C23H19NO2, an oxazine Mannich base derivative, the oxazine ring has a half-chair conformation. The 2-hydroxynaphthalen-1-yl substituent is placed in an axial position. There is an intramolecular O-H...N hydrogen bond, forming an S(6) graph-set motif. In the crystal, molecules are connected by a pair of C-H...[pi] interactions into an inversion dimer, which is reinforced by another pair of weak C-H...[pi] interactions. The dimers are linked by a [pi]-[pi] interaction [centroid-centroid distance = 3.6268 (17) Å], consolidating a column along the a axis. Furthermore, the columns interact with each other by a weak C-H...[pi] interaction, generating a three-dimensional network.
| Author: | Augusto Rivera, Jicli José Rojas, Jaime Ríos-MottaORCiD, Michael BolteORCiD |
|---|---|
| URN: | urn:nbn:de:hebis:30:3-391773 |
| DOI: | https://doi.org/10.1107/S2056989015015583 |
| ISSN: | 2056-9890 |
| Parent Title (German): | Acta crystallographica. Section E, Crystallographic communications |
| Publisher: | International Union of Crystallography |
| Place of publication: | Chester |
| Document Type: | Article |
| Language: | English |
| Year of Completion: | 2015 |
| Year of first Publication: | 2015 |
| Publishing Institution: | Universitätsbibliothek Johann Christian Senckenberg |
| Release Date: | 2016/01/28 |
| Tag: | C-H...[pi] interactions; [pi]-[pi] interaction; crystal structure; intramolecular hydrogen bond; oxazine; polynaphthoxazine materials |
| Volume: | 71 |
| Page Number: | 10 |
| First Page: | 1089 |
| Last Page: | 1092 |
| Note: | This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence http://creativecommons.org/licenses/by/2.0/uk/legalcode , which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
| HeBIS-PPN: | 376427655 |
| Institutes: | Biochemie, Chemie und Pharmazie / Biochemie und Chemie |
| Dewey Decimal Classification: | 5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften |
| Sammlungen: | Universitätspublikationen |
| Licence (German): |  Creative Commons - Namensnennung 2.0 |
