Dimethyl 2,7-di-tert-butyl-pyrene-4,9-di-carboxyl-ate

Area of Science:

• Crystallography
• Organic Chemistry
• Solid-State Chemistry

Background:

• Understanding molecular packing and intermolecular interactions is crucial in solid-state chemistry.
• Steric repulsion can significantly influence molecular conformation and crystal architecture.

Purpose of the Study:

• To elucidate the crystal structure of the title compound (C28H30O4).
• To investigate the conformational impact of steric repulsion on the ester moiety.
• To identify and characterize intermolecular interactions within the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Symmetry analysis was used to describe the generation of the molecule.
• Analysis of bond distances and angles, including torsion angles, was performed.

Main Results:

• The molecule of C28H30O4 possesses a center of symmetry.
• The ester moiety exhibits a significant twist of 28.03(8)° relative to the fused-ring plane, attributed to steric repulsion.
• Weak C-H⋯O hydrogen bonds were observed, mediating the formation of (001) sheets.

Conclusions:

• The crystal structure is governed by both intramolecular steric effects and intermolecular hydrogen bonding.
• The observed molecular twist is a direct consequence of steric hindrance, impacting the overall molecular geometry.
• The hydrogen bonding network plays a key role in organizing the molecules into extended sheet structures.