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Benzamide-picric acid (1/1).

M S Sivaramkumar, R Velmurugan, M Sekar

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|May 19, 2011

Summary

This summary is machine-generated.

This study details the crystal structure of a compound formed between benzamide and picric acid. Molecular interactions and hydrogen bonding reveal a unique ribbon-like crystal structure.

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Area of Science:

Crystallography
Molecular Chemistry
Supramolecular Chemistry

Background:

Picric acid (2,4,6-trinitrophenol) is a widely used chemical reagent and explosive.
Benzamide is a simple aromatic amide with applications in organic synthesis.
Cocrystal formation is a strategy to modify the physical and chemical properties of active pharmaceutical ingredients and other compounds.

Purpose of the Study:

To characterize the crystal structure of the cocrystal formed between benzamide and picric acid.
To investigate the intermolecular interactions, including hydrogen bonding, within the crystal lattice.
To understand the self-assembly behavior of these molecules in the solid state.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the three-dimensional structure of the title compound.
Analysis of bond lengths, bond angles, and dihedral angles provided insights into molecular geometry.
Hydrogen bonding networks and other non-covalent interactions were identified and analyzed.

Main Results:

The crystal structure of benzamide-picric acid cocrystal (C(7)H(7)NO·C(6)H(3)N(3)O(7)) was successfully determined.
Picric acid exhibited variations in nitro group orientations, with one group nearly coplanar to the benzene ring.
Benzamide displayed an amide group nearly coplanar with its benzene ring, forming an intramolecular hydrogen bond.
A ribbon-like supramolecular structure was observed, stabilized by intermolecular O-H⋯O and N-H⋯O hydrogen bonds, along with C-H⋯O interactions and short O⋯O contacts.

Conclusions:

The cocrystal formation leads to a unique arrangement of benzamide and picric acid molecules in the solid state.
The identified hydrogen bonding patterns play a crucial role in stabilizing the observed ribbon-like crystal structure.
This study provides valuable insights into the crystal engineering of cocrystals involving picric acid and amides.