3,4-Dimethyl-1-phenyl-pyrano[2,3-c]pyrazol-6(1H)-one

Area of Science:

• Crystallography
• Organic Chemistry
• Supramolecular Chemistry

Background:

• Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties.
• Intermolecular forces, such as hydrogen bonds and pi-pi interactions, play a significant role in crystal lattice formation and stability.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C(14)H(12)N(2)O(2).
• To investigate the nature and contribution of various intermolecular interactions to the overall crystal packing.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of intra- and intermolecular interactions, including C-H···O hydrogen bonds, C-H···π, and π-π stacking, was performed.

Main Results:

• The dihedral angle between the phenyl ring and the pyrano[2,3-c]pyrazol-6(1H)-one core was determined to be 7.28(6)°.
• An intramolecular C-H⋯O interaction was observed, forming an S(6) ring.
• Molecules are arranged in C(8) chains via intermolecular C-H⋯O hydrogen bonds.
• π-π stacking interactions with a centroid-centroid separation of 3.6374(12) Å were identified, contributing to crystal stabilization.

Conclusions:

• The crystal structure of C(14)H(12)N(2)O(2) is characterized by a specific dihedral angle and intramolecular hydrogen bonding.
• Intermolecular hydrogen bonds and π-π stacking interactions are key factors in the observed crystal packing, leading to a stable supramolecular architecture.