Ethyl 2-methyl-4-phenyl-quinoline-3-carboxyl-ate

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Interactions

Background:

• Understanding molecular structure and interactions is crucial in chemistry.
• Quinoline derivatives are important in various chemical applications.
• Crystal structure analysis provides detailed insights into molecular arrangement and bonding.

Purpose of the Study:

• To determine the crystal structure of the title compound C(19)H(17)NO(2).
• To investigate the intra-molecular and inter-molecular interactions within the crystal lattice.
• To analyze the conformational aspects and stabilization mechanisms of the molecule.

Main Methods:

• Single-crystal X-ray diffraction was employed to analyze the molecular and crystal structure.
• Analysis of bond lengths, bond angles, and dihedral angles.
• Identification and characterization of hydrogen bonds (C-H···O) and pi-pi stacking interactions.

Main Results:

• The quinoline ring system is planar with a maximum deviation of 0.021 Å.
• A dihedral angle of 80.44° exists between the quinoline and phenyl rings.
• Intra-molecular C-H⋯O interactions form five- and six-membered rings.
• Inter-molecular C-H⋯O interactions lead to centrosymmetric dimers with R(2)(2)(12) motifs.
• Pi-pi contacts (3.812 Å) and C-H⋯π interactions contribute to structural stabilization.

Conclusions:

• The crystal structure of C(19)H(17)NO(2) is elucidated, highlighting significant intra- and inter-molecular interactions.
• Hydrogen bonding and pi-pi stacking play key roles in stabilizing the molecular and crystal architecture.
• The findings contribute to the understanding of structure-property relationships in quinoline derivatives.