N-[(2-Hydr-oxy-1-naphthyl)(3-nitro-phenyl)meth-yl]acetamide

Area of Science:

• Organic Chemistry
• Crystallography
• Medicinal Chemistry

Background:

• The compound C(19)H(16)N(2)O(4) is recognized for its potential as a precursor in synthesizing substituted quinolines.
• Quinolines and related heterocyclic compounds exhibit diverse biological activities, making their precursors valuable targets for study.

Purpose of the Study:

• To elucidate the crystal structure of C(19)H(16)N(2)O(4).
• To understand the intermolecular interactions that stabilize the crystal lattice.
• To provide a structural basis for its utility as a precursor to bioactive molecules.

Main Methods:

• Single-crystal X-ray diffraction analysis was employed to determine the three-dimensional structure.
• Analysis of bond lengths, bond angles, and intermolecular contacts, including hydrogen bonds and short contacts.

Main Results:

• The crystal structure revealed a significant dihedral angle of 81.9(1)° between the naphthalene and benzene ring systems.
• Intermolecular N-H⋯O hydrogen bonds form centrosymmetric dimers.
• Intermolecular O-H⋯O hydrogen bonds create chains along the a-axis.
• An intramolecular C-H⋯O short contact was identified.

Conclusions:

• The determined crystal structure provides detailed insights into the molecular arrangement and stability of C(19)H(16)N(2)O(4).
• The identified hydrogen bonding patterns are crucial for stabilizing the crystal lattice.
• This structural information supports the compound's role as a valuable precursor for synthesizing biologically active quinoline derivatives.