2-Hydr-oxy-3-nitro-N-phenyl-benzamide
Summary
This study details the crystal structure of C(13)H(10)N(2)O(4), revealing two independent molecules. Intramolecular and intermolecular hydrogen bonds, along with pi-pi contacts, stabilize the molecular arrangement in the solid state.
Area of Science:
- Crystallography
- Molecular structure analysis
- Supramolecular chemistry
Background:
- Understanding the solid-state behavior of organic molecules is crucial for materials science.
- Crystal structure determination provides fundamental insights into intermolecular interactions.
- The compound C(13)H(10)N(2)O(4) presents an interesting case for studying hydrogen bonding and aromatic interactions.
Purpose of the Study:
- To elucidate the crystal structure of the title compound, C(13)H(10)N(2)O(4).
- To investigate the types and roles of intermolecular interactions in stabilizing the crystal lattice.
- To analyze the conformational preferences of the independent molecules within the asymmetric unit.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the three-dimensional structure.
- Analysis of bond lengths, bond angles, and dihedral angles provided conformational information.
- Identification and analysis of hydrogen bonds (N-H···O, O-H···O) and π-π stacking interactions were performed.
Main Results:
- The asymmetric unit contains two crystallographically independent molecules of C(13)H(10)N(2)O(4).
- Intramolecular hydrogen bonds (N-H···O and O-H···O) form planar six-membered rings within each molecule.
- Intermolecular O-H···O and C-H···O hydrogen bonds link molecules into chains with R(2)(2)(10) motifs.
- Weak π-π contacts between aromatic rings (centroid-centroid distance = 3.955 Å) contribute to structural stabilization.
Conclusions:
- The crystal structure of C(13)H(10)N(2)O(4) is characterized by the presence of two independent molecular conformations.
- Hydrogen bonding plays a significant role in organizing the molecules into one-dimensional chains.
- A combination of hydrogen bonding and π-π interactions likely governs the overall stability of the crystal packing.
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