Crystal structure determination and Hirshfeld surface analysis of C₁₇H₁₁N₃O azo compound.

Introduction

Azo compounds are one of the most frequently used compounds in organic chemistry, mainly because of their relatively simple preparation methods. They were, therefore, widely used, especially as dyes for textiles, printing inks, printing cosmetics, and food additives. In addition to their use as dyes, they have attracted much attention from chemists as their potential applications are important.

Methods

The X-ray diffraction of our structure established by Bruker APEXII diffractometer achieves not only the size of the mesh but also the nature of chemical bonds and form molecules. All this information is of fundamental importance for the study of material properties that depend either on their atomic structure or defects of this structure.

Results

The crystal structure shows a dimer that crystallizes in space group P-1 of triclinic system. There are two molecules (A and B) in the asymmetric unit. The crystal structure features three types of intermolecular N-H···O, C-H···O, and C-H···N hydrogen bonds. The C-H..A bind molecules in the crystal and form ribbons along [110]. These ribbons are linked via π-stacking interactions involving the benzene and naphthalene rings of inversion-related A and inversion-related B molecules, thus forming a three-dimensional structure.

The contributions to crystal stacking were studied using Hirshfeld surface analysis.

Conclusion

In this work, we have demonstrated not only the structure of (E)-1-[2-(2-Cyanophenyl)diazen-2-ium-1-yl]naphthalen-2-olate but also the Hirshfeld surface analysis; the azo dyes herein synthesized are good candidates for further study.