(E)-2-{[(Furan-2-ylmeth-yl)imino]-meth-yl}-4-nitro-phenol

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Structure

Background:

• Understanding molecular conformation and intermolecular interactions is crucial in crystal engineering.
• Nitroaromatic compounds exhibit diverse packing motifs and hydrogen bonding patterns.
• Furan-containing molecules offer unique electronic and steric properties.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C12H10N2O4.
• To analyze the conformational disorder of the furan-2-ylmethyl substituent.
• To investigate intermolecular interactions and their role in crystal packing.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Crystallographic data were analyzed to refine atomic positions and occupancies.
• Dihedral angles and hydrogen bonding interactions were quantified.

Main Results:

• The furan-2-ylmethyl group exhibits positional disorder with refined occupancies of 0.858(3) and 0.143(3).
• Dihedral angles between the furan and benzene rings are 63.1(2)° and 67.9(6)° for the major and minor components, respectively.
• Weak C-H⋯O interactions link inversion-related molecules, forming ribbon structures, and a strong intramolecular O-H⋯N hydrogen bond is present.

Conclusions:

• The crystal structure of C12H10N2O4 is characterized by a disordered furan-2-ylmethyl group and specific dihedral angles.
• Intermolecular C-H⋯O interactions dictate the formation of extended ribbon motifs in the solid state.
• The interplay of disorder and hydrogen bonding influences the overall crystal architecture.