Triethyl-ammonium 1,1'-binaphthyl-2,2'-diyl phosphate

Area of Science:

• Crystal Engineering
• Supramolecular Chemistry
• Organic Chemistry

Background:

• Understanding intermolecular interactions is crucial for designing novel materials.
• Crystal structures provide atomic-level insights into molecular arrangements and bonding.
• Chiral phosphate ligands offer unique structural and stereochemical properties.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C(6)H(16)N(+)·C(20)H(12)O(4)P(-).
• To investigate the intermolecular interactions, specifically hydrogen bonding, between the triethylammonium cation and the binaphthyl phosphate anion.
• To determine the precise molecular geometry, including the dihedral angle between naphthyl rings.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the crystal structure.
• Analysis of N-H⋯O and C-H⋯O interactions was performed.
• The dihedral angle between the naphthyl ring systems was calculated.

Main Results:

• The crystal structure features triethylammonium cations and 1,1 '-binaphthyl-2,2 '-diyl phosphate anions.
• An N-H⋯O interaction links the cation and anion, with the nitrogen atom exhibiting trigonal-bipyramidal coordination.
• A bifurcated C-H⋯O interaction further links molecules, and the dihedral angle between naphthyl rings is 58.92°.
• Inversion twinning was identified with a refined Flack parameter of 0.50(10).

Conclusions:

• The study successfully determined the crystal structure and characterized the intermolecular interactions.
• The observed hydrogen bonding patterns dictate the supramolecular assembly in the solid state.
• The presence of inversion twinning is a significant crystallographic feature of this compound.