(E)-2-Furyl methyl ketone 2,4-dinitro-phenyl-hydrazone

Area of Science:

• Crystallography
• Organic Chemistry
• Supramolecular Chemistry

Background:

• Understanding molecular interactions and crystal packing is crucial in materials science.
• The synthesis and characterization of organic compounds provide insights into structure-property relationships.
• Dinitro-phenyl hydrazine derivatives are known for their diverse chemical reactivity and applications.

Purpose of the Study:

• To synthesize and characterize the crystal structure of a compound formed from 2,4-dinitro-phenyl hydrazine and 2-furyl methyl ketone.
• To investigate the molecular geometry, including planarity and dihedral angles.
• To identify and analyze intermolecular interactions, such as pi-pi stacking, within the crystal lattice.

Main Methods:

• Crystallization via a condensation reaction between 2,4-dinitro-phenyl hydrazine and 2-furyl methyl ketone.
• Single-crystal X-ray diffraction analysis to determine the molecular and crystal structure.
• Analysis of bond lengths, bond angles, and dihedral angles to describe molecular conformation.
• Intermolecular interaction analysis, focusing on pi-pi stacking distances and orientations.

Main Results:

• The title compound, C(12)H(10)N(4)O(5), was successfully synthesized and its crystal structure elucidated.
• The molecule possesses a nearly planar structure with the furan ring exhibiting a slight twist (dihedral angle of 12.62°).
• Evidence of pi-pi stacking was observed between parallel benzene rings of adjacent molecules, with a separation of 3.287 Å.

Conclusions:

• The study successfully determined the crystal structure of the synthesized compound.
• The molecular conformation is characterized by near planarity and a twisted furan ring.
• The presence of pi-pi stacking interactions significantly influences the crystal packing and supramolecular assembly.