(E)-4-Amino-N'-(3-nitro-benzyl-idene)benzohydrazide

Area of Science:

• Crystallography
• Supramolecular Chemistry
• Organic Chemistry

Background:

• Understanding the crystal packing of organic molecules is crucial for predicting their physical and chemical properties.
• Hydrogen bonding and pi-pi stacking are key non-covalent interactions that dictate molecular self-assembly in the solid state.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C(14)H(12)N(4)O(3).
• To analyze the intermolecular interactions, specifically hydrogen bonding and pi-pi stacking, governing the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the three-dimensional molecular and crystal structure.
• Analysis of hydrogen bond distances and angles, as well as centroid-centroid distances for pi-pi stacking, was performed.

Main Results:

• The crystal structure of C(14)H(12)N(4)O(3) was determined, revealing a dihedral angle of 7.6(4)° between the benzene rings.
• Infinite sheets were observed, stabilized by N-H⋯O and bifurcated N-H⋯(O,N) hydrogen bonds, forming R(4)(4)(36) loops.
• Weak pi-pi stacking interactions between neighboring layers were quantified with centroid-centroid distances of 3.9329(13) and 4.0702(13) Å.

Conclusions:

• The crystal structure is characterized by a specific arrangement of benzene rings and extensive hydrogen bonding networks.
• The identified intermolecular interactions provide insights into the self-assembly behavior and potential properties of this organic compound.