2-Hy-droxy-5-nitro-N-phenyl-benzamide

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Structure

Background:

• Understanding molecular geometry and intermolecular forces is crucial in crystal engineering.
• Hydrogen bonding plays a significant role in dictating solid-state structures.
• The title compound, C(13)H(10)N(2)O(4), presents an interesting case for structural analysis.

Purpose of the Study:

• To elucidate the detailed crystal structure of the title compound.
• To investigate the planarity and dihedral angles within the molecule.
• To characterize the intra- and inter-molecular hydrogen bonding networks.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of bond lengths, bond angles, and dihedral angles.
• Identification and analysis of hydrogen bonding interactions (C-H⋯O, N-H⋯O, O-H⋯O=C).

Main Results:

• The C(13)H(10)N(2)O(4) molecule exhibits near-planarity, with a small dihedral angle (1.99°) between benzene rings.
• A dihedral angle of 7.6° was observed between the nitro group and its parent benzene ring.
• Intramolecular hydrogen bonds (C-H⋯O, N-H⋯O) form S(6) motifs, while intermolecular O-H⋯O=C bonds create chains along the c-axis.

Conclusions:

• The crystal structure of C(13)H(10)N(2)O(4) is characterized by a nearly planar conformation.
• Specific intra- and intermolecular hydrogen bonding patterns dictate the packing and extended chain formation in the solid state.
• The findings contribute to the understanding of structure-property relationships in organic crystalline materials.