2-(2,3-Dimethyl-anilino)benzohydrazide

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Structure Analysis

Background:

• Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
• The hydrazide functional group and aromatic systems are common motifs in medicinal chemistry and materials science.

Purpose of the Study:

• To elucidate the detailed molecular geometry and crystal packing of the compound C(15)H(17)N(3)O.
• To investigate the presence and influence of intra-molecular interactions, such as hydrogen bonds.
• To characterize the intermolecular interactions governing the solid-state structure.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the precise atomic coordinates and bond lengths/angles.
• Analysis of intra-molecular and inter-molecular contacts, including hydrogen bonds and van der Waals interactions.
• Geometric analysis, including dihedral angles and root-mean-square deviations, to describe molecular conformation.

Main Results:

• The dihedral angle between the two benzene rings in C(15)H(17)N(3)O was determined to be 58.05(9)°.
• The hydrazide group was found to be nearly coplanar with one of the attached benzene rings (dihedral angle = 8.02(9)°).
• An intra-molecular N-H⋯O hydrogen bond forming an S(6) ring and a short H⋯H contact (1.88 Å) were observed. Crystal packing is characterized by N-H⋯N hydrogen bonds forming inversion dimers and C-H⋯π interactions.

Conclusions:

• The study provides a precise description of the molecular conformation and solid-state architecture of C(15)H(17)N(3)O.
• The identified intra- and inter-molecular interactions are key factors influencing the compound's crystal structure.
• This structural information serves as a foundation for further investigations into the compound's physical and chemical properties.