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Unusual reaction of (E)-2-[(benzo[d]thiazol-2-ylimino)methyl]-5-(diethylamino)phenol with triphenylborane: crystal structures and optical properties.
- Source :
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Acta Crystallographica Section E: Crystallographic Communications . Nov2023, Vol. 79 Issue 11, p982-987. 21p. - Publication Year :
- 2023
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Abstract
- The molecular and crystal structure of (E)-2-[(benzo[d]thiazol-2-ylimino)- methyl]-5-(diethylamino)phenol (C18H19N3O2S, Et2N-Bz) and its unexpected reaction product with triphenylborane, 2,2-diphenyl-1,3-dioxa-2-borata-1,2-dihydronaphthalene [systematic name: N,N-diethyl-2,2-diphenyl-2H-1,3λ³,2λ4-benzodioxaborinin-7-amine, C23H24BNO2, (I)] are described. For Et2N-Bz, the hydroxyl group is involved in an intramolecular hydrogen bond with the imino nitrogen atom and the C N bond displays an E configuration. The crystal packing is characterized by layers of inversion dimers parallel to the (101) plane and chains of molecule in the a-axis direction formed through C--H⋯O interactions. Complex (I) crystallizes with two molecules (A and B) in the asymmetric unit, which differ in the orientation of the ethyl groups. The 1,3- dioxa-2-borata-1,2,3,4-tetrahydronaphthalene ring displays a slight envelope conformation with the boron atom as the flap. In the crystal packing, chains of alternating A and B molecules formed by C--H⋯O hydrogen bonds run in the b-axis direction. The UV--vis absorption and emission properties of the compounds are discussed and their aggregation-induced emission properties are further investigated. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 20569890
- Volume :
- 79
- Issue :
- 11
- Database :
- Academic Search Index
- Journal :
- Acta Crystallographica Section E: Crystallographic Communications
- Publication Type :
- Academic Journal
- Accession number :
- 173461420
- Full Text :
- https://doi.org/10.1107/S2056989023008514