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Updated: Jun 1, 2026
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Continuous Flow Chemistry: Reaction of Diphenyldiazomethane with p-Nitrobenzoic Acid
Published on: November 15, 2017
N'-(2,4-Dichloro-benzyl-idene)-2-hydr-oxy-3-methyl-benzohydrazide
1Department of Chemistry and Life Sciences, Chuzhou University, Chuzhou, Anhui 239000, People's Republic of China.
Summary
This study details the crystal structure of a dichlorinated organic compound, C(15)H(12)Cl(2)N(2)O(2). The molecule exhibits an E configuration and forms extended chains via intermolecular hydrogen bonds in its solid state.
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 and reactivity.
- Hydrogen bonding plays a significant role in the self-assembly of molecules in the solid state, influencing crystal packing and material characteristics.
Purpose of the Study:
- To elucidate the crystal structure of the title compound, C(15)H(12)Cl(2)N(2)O(2).
- To investigate the molecular conformation, including the dihedral angle between benzene rings and the configuration around the C=N bond.
- To identify and characterize intra- and intermolecular hydrogen bonding interactions within the crystal lattice.
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 provided insights into the molecular geometry.
- Intermolecular interactions, including hydrogen bonds, were identified using crystallographic data.
Main Results:
- The crystal structure of C(15)H(12)Cl(2)N(2)O(2) was successfully determined.
- A dihedral angle of 6.3(2)° between the two benzene rings was observed.
- The molecule adopts an E configuration about the C=N bond, and an intramolecular O-H⋯O hydrogen bond was identified.
- Intermolecular N-H⋯O and C-H⋯O hydrogen bonds link molecules into chains along the [101] direction.
Conclusions:
- The study provides a detailed structural characterization of the title compound.
- The observed hydrogen bonding patterns dictate the formation of one-dimensional supramolecular chains in the crystal.
- This structural information can be valuable for understanding structure-property relationships in related organic compounds.
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