5-Bromo-N-methyl-pyrimidin-2-amine

Area of Science:

• Crystallography
• Organic Chemistry
• Materials Science

Background:

• Understanding the solid-state structure of heterocyclic compounds is crucial for predicting their physical and chemical properties.
• Pyrimidine derivatives are important scaffolds in medicinal chemistry and materials science.

Purpose of the Study:

• To elucidate the crystal structure and intermolecular interactions of a specific brominated pyrimidine molecule.
• To analyze the planarity of the pyrimidine ring and the orientation of its substituents.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of atomic displacements and dihedral angles provided insights into the molecular geometry.
• Identification and analysis of hydrogen bonding interactions (C-H⋯N, C-H⋯Br, N-H⋯N) were performed.

Main Results:

• The pyrimidine ring in C(5)H(6)BrN(3) is nearly planar, with minor deviations for the ring atoms.
• The bromine and nitrogen substituents are coplanar with the pyrimidine ring.
• The methyl group shows a slight deviation from the ring plane, with a small dihedral angle.
• Intermolecular hydrogen bonds (C-H⋯N, C-H⋯Br, N-H⋯N) organize the molecules into a 2D network within the (011) crystallographic plane.

Conclusions:

• The study provides a detailed structural characterization of a brominated pyrimidine derivative.
• The observed hydrogen bonding network dictates the supramolecular assembly in the crystal lattice.
• This structural information is valuable for the design and synthesis of related compounds with tailored properties.