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.

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Author:Augusto RiveraORCiD, Jicli José Rojas, Jaime Ríos-MottaORCiD, Michael BolteORCiD
Parent Title (German):Acta crystallographica. Section E, Crystallographic communications
Publisher:International Union of Crystallography
Place of publication:Chester
Document Type:Article
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
Page Number:10
First Page:1089
Last Page:1092
This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence , which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
Institutes:Biochemie, Chemie und Pharmazie / Biochemie und Chemie
Dewey Decimal Classification:5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften
Licence (German):License LogoCreative Commons - Namensnennung 2.0