Related Experiment Video
Updated: May 13, 2026

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
9-(4-Hy-droxy-3-meth-oxy-phen-yl)-3,3,6,6-tetra-methyl-1,2,3,4,5,6,7,8,9,10-deca-hydro-acridine-1,8-dione.
Rajni Kant1, Vivek K Gupta, Kamini Kapoor
1X-ray Crystallography Laboratory, Post-Graduate Department of Physics & Electronics, University of Jammu, Jammu Tawi 180 006, India.
This study details the molecular structure of a C24H29NO4 compound, revealing specific conformations of its acridinedione system. The research highlights the formation of a two-dimensional hydrogen-bonded network in its crystalline state.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular Structure
Background:
- Acridinedione derivatives are known for diverse biological activities.
- Understanding the precise molecular geometry is crucial for structure-activity relationship studies.
Purpose of the Study:
- To elucidate the three-dimensional molecular structure of a novel C24H29NO4 compound.
- To investigate the intermolecular interactions and crystal packing.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of bond lengths, bond angles, and dihedral angles provided conformational insights.
- Hydrogen bonding patterns were identified and characterized.
Main Results:
- The central ring of the acridinedione system exhibits a flat boat conformation with a significant dihedral angle to the benzene ring.
- The two outer rings adopt sofa conformations.
- O-H⋯O and N-H⋯O hydrogen bonds form a two-dimensional network parallel to the (100) plane.
Conclusions:
- The study provides a detailed structural characterization of the C24H29NO4 molecule.
- The observed hydrogen bonding network likely influences the compound's solid-state properties.
- This structural data serves as a foundation for further investigations into acridinedione derivatives.
Related Concept Videos
Nomenclature of Carboxylic Acid Derivatives: Amides and Nitriles
The IUPAC and common names of amides are derived from the parent carboxylic acid, by replacing the suffix “oic acid” and “ic acid,” respectively, with “amide.” In the following example, the IUPAC name ethanamide is derived from ethanoic acid, and the common name, acetamide, is obtained from acetic acid.
Acidity and Basicity of Alcohols and Phenols
IUPAC Nomenclature of Aldehydes
IUPAC Nomenclature of Carboxylic Acids
For acyclic saturated monocarboxylic acids, the longest hydrocarbon chain containing the –COOH carbon is identified as the parent chain. Then, the last -e of the parent hydrocarbon name is replaced with a suffix -oic acid.
Nomenclature of Carboxylic Acid Derivatives: Acid Halides, Esters, and Acid Anhydrides
The IUPAC and common names of acid halides are derived from the corresponding carboxylic acids, by changing “ic acid” to “yl halide.” For example, as shown below, the IUPAC name ethanoyl chloride is derived from ethanoic acid, and the common name, acetyl chloride, is obtained from acetic acid.
Structure and Nomenclature of Alcohols and Phenols
Alcohols are one of the most important functional groups in organic chemistry. The name of alcohol comes from the hydrocarbon from which it is derived. Alcohols are organic molecules containing the functional hydroxyl or –OH group directly bonded to carbon. Phenols have an OH group directly attached to a benzene ring. While alcohols are colorless, phenol is a white crystalline compound with a characteristic "hospital smell" odor.
As with other organic compounds, alcohols and phenols...

