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Updated: May 7, 2026

Modification and Functionalization of the Guanidine Group by Tailor-made Precursors
Published on: April 27, 2017
1-Di-chloro-acetyl-t-3-isopropyl-r-2,c-6-di-phenyl-piperidin-4-one
P Sugumar1, R Kayalvizhi, R Mini
1Centre of Advanced Study in Crystallography and Biophysics, University of Madras, Guindy Campus, Chennai 600 025, India.
This study details the twist-boat conformation of a piperidine ring in a specific chemical compound. Molecular interactions reveal zigzag chains in crystal structures, offering insights into chemical bonding.
Area of Science:
- Organic Chemistry
- Crystallography
Background:
- Piperidine rings are common structural motifs in pharmaceuticals and organic molecules.
- Understanding the conformational preferences of substituted piperidines is crucial for predicting molecular properties and reactivity.
Purpose of the Study:
- To elucidate the three-dimensional structure and conformational analysis of the title compound (C22H23Cl2NO2).
- To investigate intermolecular interactions within the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular structure.
- Analysis of bond lengths, bond angles, and dihedral angles provided conformational details.
Main Results:
- The piperidine ring was found to adopt a twist-boat conformation.
- Phenyl rings at the 2- and 6-positions exhibited significant dihedral angles (60.6(2)° and 84.2(1)°) relative to the piperidine plane.
- C-H⋯O interactions were identified, forming zigzag chains along the c-axis.
Conclusions:
- The twist-boat conformation is a key feature of this substituted piperidine.
- Intermolecular C-H⋯O interactions play a significant role in the crystal packing of the compound.
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