7-Diethyl-amino-2-oxo-2H-chromene-3-carbaldehyde

Area of Science:

• Crystallography
• Organic Chemistry
• Materials Science

Background:

• Understanding molecular interactions and crystal packing is crucial for predicting material properties.
• Organic compounds with fused ring systems often exhibit interesting electronic and structural characteristics.

Purpose of the Study:

• To elucidate the three-dimensional crystal structure of the title compound, C(14)H(15)NO(3).
• To investigate the intermolecular interactions, specifically hydrogen bonding and pi-pi stacking, that govern the crystal packing.
• To characterize the structural features, including planarity and disorder, within the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of non-hydrogen atoms' deviation from the mean plane to assess molecular planarity.
• Identification and quantification of intermolecular interactions, including C-H⋯O hydrogen bonds and slipped pi-pi stacking.

Main Results:

• The non-hydrogen atoms of the C(14)H(15)NO(3) molecule are nearly co-planar, with the nitrogen atom showing the largest deviation (0.0223(13) Å).
• Crystal packing is characterized by layered structures parallel to the bc plane, formed through weak intermolecular C-H⋯O hydrogen bonds.
• Slipped pi-pi stacking interactions between fused rings were observed within these layers, with specific centroid-centroid distances and slippage values reported.
• One ethyl group exhibits disorder, occupying two crystallographic sites with site-occupation factors of 0.54 and 0.46.

Conclusions:

• The crystal structure of C(14)H(15)NO(3) is defined by a combination of hydrogen bonding and pi-pi stacking interactions.
• The observed molecular planarity and specific packing arrangement suggest potential for tailored electronic or optical properties.
• The presence of ethyl group disorder provides insights into conformational flexibility within the crystal lattice.