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Updated: Jun 1, 2026
11:45
Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
1-Dichloro-acetyl-r-2,c-6-bis-(4-methoxy-phen-yl)-c-3,t-3-dimethyl-piperidin-4-one
Summary
This study details the molecular structure of a novel compound, C(23)H(25)Cl(2)NO(4). The research reveals specific hydrogen bonding patterns that link molecules into dimers and chains, offering insights into crystal engineering.
Area of Science:
- Crystallography
- Organic Chemistry
- Supramolecular Chemistry
Background:
- Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
- Hydrogen bonding plays a significant role in the self-assembly and structural organization of crystalline solids.
- Piperidine derivatives are common structural motifs in pharmaceuticals and materials science.
Purpose of the Study:
- To elucidate the crystal structure of the title compound, C(23)H(25)Cl(2)NO(4).
- To investigate the intermolecular interactions, specifically hydrogen bonding, governing the compound's solid-state architecture.
- To characterize the conformational preferences of the piperidine ring within the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of intermolecular contacts, including C-H⋯O hydrogen bonds, was performed.
- Conformational analysis of the piperidine ring was conducted.
Main Results:
- The title compound crystallizes with the formula C(23)H(25)Cl(2)NO(4).
- The piperidine ring adopts a distorted boat conformation.
- Centrosymmetric R(2)(2)(16) dimers are formed via paired C-H⋯O hydrogen bonds.
- These dimers are further connected into a chain along the [101] direction by additional C-H⋯O hydrogen bonds.
Conclusions:
- The crystal structure of C(23)H(25)Cl(2)NO(4) has been successfully determined.
- The study highlights the role of specific C-H⋯O hydrogen bonding in directing the self-assembly of molecules into dimers and extended chains.
- The observed distorted boat conformation of the piperidine ring provides insights into its conformational flexibility in the solid state.
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