Related Experiment Video
Updated: Jul 15, 2026

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
4,6-Dimethyl-2-(3-pyridyl)quinolin-5-amine
Angela Marcela Montaño1, José Antonio Henao, Leonor Y Vargas-Méndez
1Escuela de Química, Universidad Industrial de Santander, Bucaramanga, Colombia.
Structural distortion in C(16)H(15)N(3) arises from steric hindrance, impacting quinoline planarity. Crystal packing reveals chains stabilized by intermolecular hydrogen bonds.
Area of Science:
- Organic Chemistry
- Crystallography
- Molecular Structure
Background:
- Steric hindrance can significantly influence molecular geometry and crystal packing.
- Quinoline derivatives are important scaffolds in medicinal chemistry and materials science.
Purpose of the Study:
- To investigate the structural consequences of steric hindrance in a specific quinoline derivative (C(16)H(15)N(3)).
- To elucidate the crystal packing and intermolecular interactions of the title compound.
Main Methods:
- Single-crystal X-ray diffraction analysis.
- Analysis of molecular geometry, including bond angles and distances.
- Examination of crystal lattice and intermolecular interactions.
Main Results:
- The compound C(16)H(15)N(3) exhibits significant structural distortion due to steric hindrance between adjacent amino and methyl groups.
- Non-planarity of the quinoline core was observed, along with altered bond angles and distances.
- Crystal structure analysis revealed chains formed along the b-axis, stabilized by intermolecular hydrogen bonds between the amino group and the pyridyl nitrogen.
Conclusions:
- Steric hindrance is a critical factor dictating the molecular and crystal structure of this quinoline derivative.
- The observed structural distortion and hydrogen bonding patterns are key features of C(16)H(15)N(3).
- Understanding these structural aspects is crucial for potential applications of similar compounds.
Related Concept Videos
Basicity of Heterocyclic Aromatic Amines
Five-Membered Heterocyclic Aromatic Compounds: Overview
Structure of Amines
Chirality at Nitrogen, Phosphorus, and Sulfur
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3
