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Updated: May 26, 2026

Modification and Functionalization of the Guanidine Group by Tailor-made Precursors
Published on: April 27, 2017
N,N'-Dimethyl-N,N'-bis-(pyridin-2-yl)methane-diamine
This study details a novel compound with two linked pyridine rings, revealing a twisted structure and specific crystal packing. The findings contribute to understanding molecular conformations and intermolecular forces in organic chemistry.
Area of Science:
- Organic Chemistry
- Crystallography
- Supramolecular Chemistry
Background:
- Understanding the three-dimensional structure of organic molecules is crucial for predicting their properties and reactivity.
- The study of intermolecular interactions, such as C-H···π bonds, is essential for comprehending crystal packing and material properties.
Purpose of the Study:
- To characterize the molecular structure and crystal packing of a novel compound containing two pyridine rings linked by an N,N'-dimethyl-methane-amine chain.
- To investigate the conformational preferences of the pyridine rings and the dihedral angle between them.
- To identify and analyze the intermolecular interactions governing the crystal structure.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the precise three-dimensional structure of the title compound.
- Analysis of the crystal structure involved examining bond lengths, bond angles, and conformational parameters.
- Intermolecular interactions, specifically C-H···π interactions, were identified and analyzed using crystallographic software.
Main Results:
- The title compound, with the chemical formula C(13)H(16)N(4), was synthesized and structurally characterized.
- The two pyridine rings within the molecule adopt a twisted conformation, with a significant dihedral angle of 60.85(5)° between them.
- The crystal lattice is stabilized by weak but significant C-H···π intermolecular interactions, influencing the overall packing arrangement.
Conclusions:
- The study successfully elucidated the unique twisted conformation of the title compound.
- The identified C-H···π interactions play a key role in the observed crystal packing, highlighting their importance in supramolecular assembly.
- This research provides valuable insights into the structural and intermolecular characteristics of pyridine-containing compounds.
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