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Updated: Jun 1, 2026
09:46
Qualitative Identification of Carboxylic Acids, Boronic Acids, and Amines Using Cruciform Fluorophores
Published on: August 19, 2013
2-Meth-oxy-9-phenoxy-acridine.
Damian Trzybiński1, Beata Zadykowicz, Karol Krzymiński
1Faculty of Chemistry, University of Gdańsk, J. Sobieskiego 18, 80-952 Gdańsk, Poland.
Summary
Crystal structure analysis reveals that C(20)H(15)NO(2) molecules form inversion dimers linked by C-H⋯N and π-π interactions. Further C-H⋯π interactions connect these dimers, detailing the compound's molecular assembly.
Area of Science:
- Crystallography
- Supramolecular Chemistry
Background:
- Understanding the intermolecular interactions in organic crystals is crucial for predicting material properties.
- Acridine derivatives are known for their diverse applications, necessitating detailed structural studies.
Purpose of the Study:
- To elucidate the crystal structure and intermolecular interactions of the title compound, C(20)H(15)NO(2).
- To analyze the spatial arrangement and connectivity of molecules within the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the three-dimensional structure.
- Analysis of non-covalent interactions, including hydrogen bonds (C-H⋯N) and π-π stacking, was performed.
Main Results:
- The crystal structure is characterized by inversion dimers formed through C-H⋯N and π-π interactions.
- These dimers are further interconnected by C-H⋯π interactions, forming a complex network.
- The methoxy group exhibits near-coplanarity with the acridine ring (dihedral angle ≈ 4.5°), while the phenoxy group is nearly perpendicular (dihedral angle ≈ 85.0°).
- Acridine ring systems are arranged parallel or at angles of approximately 14.3°, 65.4°, and 67.3°.
Conclusions:
- The crystal packing of C(20)H(15)NO(2) is governed by a combination of specific non-covalent interactions.
- The observed dihedral angles provide insights into the conformational preferences of the substituents relative to the acridine core.
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