Journal Article10.1007/S10870-021-00881-6
Synthesis and Characterization of Photoactive Methyl 4-Bromo-3-((2,6-Difluorophenyl)diazenyl) Benzoate
TL;DR: In this article, the synthesis and structure of a novel ortho-fluoroazobenzene, methyl 4-bromo-3-((2,6-difluorophenyl)diazenyl) benzoate is described.
read more
Abstract: The synthesis and structure of a novel ortho-fluoroazobenzene, methyl 4-bromo-3-((2,6-difluorophenyl)diazenyl) benzoate is described. The title molecule crystallizes in the centrocemetric space group P-1 with two rotomer molecules of the title compound in the asymmetric unit. The position of ortho-fluoro azo rings differ between the two rotomers with one molecule having a rotation angle of 4.4° and the other molecule having a rotation angle of 76.9° with respect to the methyl 4-bromobenzoate. Due to the tight packing the pure molecule was not seen to be photoactive. However, in solution the absorption bands in the visible region show a separation of about 20 nm as expected for o-fluoroazobenzene. A comparison to related and previously published co-crystals of substituted azobenzenes are presented. The structure of a novel ortho-fluoroazobenzene, methyl 4-bromo-3-((2,6-difluorophenyl)diazenyl) benzoate reveals the presence of two crystallographically unique rotomers in the lattice, and although the molecule is photoactive in solution, the close-packed lattice appears to inhibit photo-induced structural reorganization in the crystalline state.
read more
Chat with Paper
AI Agents for this Paper
Find similar papers on Google Scholar, PubMed and Arxiv
Write a critical review of this paper
Analyze citations of this paper to find unaddressed research gaps
References
A short history of SHELX
TL;DR: This paper could serve as a general literature citation when one or more of the open-source SH ELX programs (and the Bruker AXS version SHELXTL) are employed in the course of a crystal-structure determination.
OLEX2: a complete structure solution, refinement and analysis program
TL;DR: OLEX2 seamlessly links all aspects of the structure solution, refinement and publication process and presents them in a single workflow-driven package, with the ultimate goal of producing an application which will be useful to both chemists and crystallographers.
26.6K
The Cambridge Structural Database
TL;DR: The creation, maintenance, information content and availability of the Cambridge Structural Database (CSD), the world’s repository of small molecule crystal structures, are described.
8.6K
Azobenzene photoswitches for biomolecules.
TL;DR: This critical review summarizes key properties of azobenzene that enable its use as a photoswitch in biological systems and describes strategies for using azobensene photoswitches to drive functional changes in peptides, proteins, nucleic acids, lipids, and carbohydrates.
1.6K
The anatomy of a comprehensive constrained, restrained refinement program for the modern computing environment – Olex2 dissected
TL;DR: An in-depth presentation is given of olex2.refine, the new refinement engine integrated in the Olex2 program.