(2E)-N'-Benzoyl-3-(4-nitro-phen-yl)prop-2-enohydrazide

Area of Science:

• Crystal engineering
• Supramolecular chemistry
• Organic solid-state chemistry

Background:

• Understanding molecular interactions is key to designing functional materials.
• Crystal structure analysis provides insights into intermolecular forces and self-assembly.
• The title compound, C(16)H(13)N(3)O(4), presents an interesting scaffold for studying supramolecular assembly.

Purpose of the Study:

• To elucidate the crystal structure of the title compound C(16)H(13)N(3)O(4).
• To investigate the intermolecular interactions driving the formation of supramolecular structures.
• To analyze the role of specific functional groups in crystal packing and assembly.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of bond lengths, bond angles, and dihedral angles.
• Identification and analysis of non-covalent interactions, including hydrogen bonds and C-H···O contacts.

Main Results:

• The dihedral angle between terminal benzene rings is 14.02(7)°.
• Carbonyl groups adopt an anti conformation, facilitating supramolecular chain formation.
• The -C(=O)N(H)N(H)C(=O)- residue forms ten-membered {⋯O=CNN(H)}(2) synthons via centrosymmetric association.
• Supramolecular chains are further stabilized by C-H⋯O contacts.

Conclusions:

• The crystal structure of C(16)H(13)N(3)O(4) is characterized by specific dihedral angles and anti-conformations of carbonyl groups.
• Self-assembly leads to the formation of robust supramolecular chains through hydrogen bonding and synthon formation.
• The observed crystal packing highlights the importance of interplay between molecular conformation and non-covalent interactions in directing supramolecular architecture.