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Updated: May 20, 2026
11:51
Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
2-Hydrazinyl-quinoline.
Summary
This study examines the molecular structure of a nitrogen-containing compound, C(9)H(9)N(3). Researchers found the molecule to be nearly planar, with specific torsion angles and intermolecular hydrogen bonds influencing crystal structure.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular Structure
Background:
- Understanding the precise three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
- Nitrogen-containing heterocyclic compounds, such as quinoline derivatives, are prevalent in pharmaceuticals and materials science.
Purpose of the Study:
- To elucidate the detailed molecular and crystal structure of the title compound, C(9)H(9)N(3).
- To analyze the planarity and specific bond conformations within the molecule.
- To investigate the intermolecular interactions responsible for the crystal packing.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the atomic coordinates and bond parameters.
- Analysis of the crystal structure included assessing the root-mean-square deviation of non-hydrogen atoms from a reference plane.
- Identification and analysis of hydrogen bonding networks within the crystal lattice.
Main Results:
- The 12 non-hydrogen atoms of the C(9)H(9)N(3) molecule were found to be essentially planar, with a root-mean-square deviation of 0.068 Å.
- A specific torsion angle (N-N-C-N = -12.7(3)°) was observed between the hydrazinyl β-N atom and the quinolinyl N atom, indicating a 'syn' conformation.
- Supramolecular layers were formed in the bc plane of the crystal, mediated by N-H⋯N hydrogen bonds.
Conclusions:
- The study provides a precise structural characterization of C(9)H(9)N(3) at the molecular and crystalline levels.
- The observed planarity and specific torsion angle offer insights into the electronic and conformational preferences of this compound.
- The identified hydrogen bonding pattern highlights the role of intermolecular forces in organizing the crystal structure, which can influence bulk properties.
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