Dimethyl (1,1'-binaphthyl-2,2'-di-oxy)diacetate

Area of Science:

• Crystallography
• Organic Chemistry
• Supramolecular Chemistry

Background:

• Understanding the solid-state structure of organic compounds is crucial for predicting their physical and chemical properties.
• Fused-ring systems, like naphthyl groups, are common motifs in pharmaceuticals and materials science.
• Intermolecular interactions, such as hydrogen bonding, significantly influence crystal packing and material characteristics.

Purpose of the Study:

• To elucidate the three-dimensional crystal structure of the title compound, C(22)H(26)O(6).
• To quantify the spatial arrangement and relative orientation of the two naphthyl fused-ring systems.
• To identify and characterize any significant intermolecular interactions present in the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• The crystal structure was solved and refined using standard crystallographic software.
• Analysis of the crystal structure included bond length, bond angle, and torsion angle measurements, as well as intermolecular interaction analysis.

Main Results:

• The title compound, C(22)H(26)O(6), was successfully crystallized and its structure determined.
• The two naphthyl fused-ring systems within the molecule exhibit a specific dihedral angle of 86.7(1)°.
• Weak intermolecular C-H⋯O hydrogen bonds were identified as a key feature of the crystal packing.

Conclusions:

• The crystal structure provides a detailed molecular and supramolecular understanding of the title compound.
• The observed dihedral angle between the naphthyl systems suggests a non-planar conformation in the solid state.
• The presence of C-H⋯O hydrogen bonding indicates a role for these interactions in stabilizing the crystal structure.