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. 2019 Jul 23;75(Pt 8):1224-1227.
doi: 10.1107/S205698901900954X. eCollection 2019 Aug 1.

(E)-6,6'-(Diazene-1,2-di-yl)bis-(1,10-phenanthrolin-5-ol) tri-chloro-methane disolvate: a superconjugated ligand

Muhib Ahmed  1 , Michael Devereux  2 , Vickie McKee  3   4 , Malachy McCann  1 , A Denise Rooney  1
Affiliations

(E)-6,6'-(Diazene-1,2-di-yl)bis-(1,10-phenanthrolin-5-ol) tri-chloro-methane disolvate: a superconjugated ligand

Muhib Ahmed et al. Acta Crystallogr E Crystallogr Commun. .

Abstract

Phenanthroline ligands are important metal-binding mol-ecules which have been extensively researched for applications in both material science and medicinal chemistry. Azo-benzene and its derivatives have received significant attention because of their ability to be reversibly switched between the E and Z forms and so could have applications in optical memory and logic devices or as mol-ecular machines. Herein we report the formation and crystal structure of a highly unusual novel diazo-diphenanthroline compound, C24H14N6O2·2CHCl3.

Keywords: crystal structure; diazo; phenanthroline; superconjugated ligand.

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Figures

Figure 1
Figure 1
Perspective view of 1·2CHCl3 showing the labelling scheme for the asymmetric unit with displacement ellipsoids drawn at the 50% probability level. Hydrogen atoms are shown as spheres of arbitrary radius and C—H⋯N hydrogen bonds are indicated by dashed red lines.
Figure 2
Figure 2
Unit-cell packing diagram viewed parallel to the plane of 1·2CHCl3. Hydrogen atoms not involved in hydrogen bonding have been omitted for clarity.
Figure 3
Figure 3
Principal inter­molecular inter­actions in 1·2CHCl3. Purple spheres represent ring centroids and orange spheres show bond mid-points; distances in Å.
Figure 4
Figure 4
UV/vis spectra of 1·2CHCl3 in (____) CHCl3, (- - - -) ethanol, (____) CH2Cl2, and (⋯⋯) methanol. The absorbance axis is ×10 for the CHCl3 and CH2Cl2 solutions.
Figure 5
Figure 5
Chemical structure of 2
See this image and copyright information in PMC

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