Dimethyl 2-nitro-biphenyl-4,4'-di-carboxyl-ate

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Structure

Background:

• Understanding molecular conformation is crucial in chemical research.
• Biphenyl compounds are common motifs in various functional materials and pharmaceuticals.
• Intermolecular interactions dictate crystal packing and material properties.

Purpose of the Study:

• To elucidate the three-dimensional molecular and crystal structure of the title compound (C16H13NO6).
• To analyze the conformational features, including dihedral angles of the biphenyl unit, ester groups, and nitro group.
• To identify and characterize the intermolecular interactions present in the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the crystal structure.
• Analysis of bond lengths, bond angles, and dihedral angles provided conformational details.
• Identification of non-covalent interactions, such as C-H⋯O hydrogen bonds, was performed.

Main Results:

• The compound C16H13NO6 exhibits a biphenyl core with a significant dihedral angle of 56.01° between the aryl rings.
• Ester and nitro groups display deviations from planarity, with specific dihedral angles reported.
• Weak C-H⋯O interactions link molecules, establishing a three-dimensional supramolecular network in the solid state.

Conclusions:

• The crystal structure reveals a twisted biphenyl conformation influenced by substituent orientations.
• The observed C-H⋯O interactions play a key role in stabilizing the crystal packing.
• This structural information contributes to the understanding of structure-property relationships in related organic compounds.