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Updated: Jun 1, 2026
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Modification and Functionalization of the Guanidine Group by Tailor-made Precursors
Published on: April 27, 2017
2-Methyl-4,6-bis-(1-methyl-hydrazino)pyrimidine.
Daniel J Hutchinson1, Lyall R Hanton, Stephen C Moratti
1Department of Chemistry, University of Otago, PO Box 56, Dunedin, New Zealand.
Summary
This study details the crystal structure of a novel pyrimidine derivative. Molecules self-assemble into 1D chains via hydrogen bonds and 2D arrays through pi-stacking interactions.
Area of Science:
- Crystallography
- Organic Chemistry
- Materials Science
Background:
- Understanding the supramolecular assembly of organic molecules is crucial for designing novel materials.
- Pyrimidine derivatives are important scaffolds in medicinal chemistry and materials science.
- Detailed structural analysis provides insights into intermolecular interactions and crystal packing.
Purpose of the Study:
- To elucidate the crystal structure and intermolecular interactions of a specific pyrimidine derivative (C(7)H(14)N(6)).
- To investigate the self-assembly behavior of the compound in the solid state.
- To characterize the hydrogen bonding and pi-pi stacking interactions governing the 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 intermolecular distances.
- Identification and characterization of hydrogen bonds (N-H⋯N) and pi-pi stacking interactions.
Main Results:
- The molecule is nearly planar, with amine nitrogen atoms deviating slightly from the pyrimidine ring plane.
- Hydrogen bonds link molecules into one-dimensional chains along the [010] direction.
- Offset face-to-face pi-pi stacking interactions organize these chains into a two-dimensional array with a centroid-centroid distance of 3.789(2) Å.
Conclusions:
- The compound exhibits specific molecular geometry and orientation of substituents.
- Intermolecular hydrogen bonding and pi-pi stacking are key drivers of the observed supramolecular architecture.
- The study provides a detailed understanding of the solid-state structure and assembly of this pyrimidine derivative.
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