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Methyl 4-isonicotinamido-benzoate monohydrate.

Yang Zhang¹, Xiao-Li Zhao

¹Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062, People's Republic of China.

Acta Crystallographica. Section E, Structure Reports Online

|May 19, 2011

Summary

This study details the synthesis and crystal structure of a novel methyl 4-isonicotinamido-benzoate hydrate. The compound exhibits a planar structure with specific hydrogen bonding, forming unique double-chain ribbons in its crystalline state.

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Area of Science:

Crystallography
Organic Chemistry
Materials Science

Background:

Understanding molecular interactions is crucial for designing new materials.
Crystal engineering utilizes intermolecular forces to control solid-state structures.
Benzoate derivatives and pyridine compounds are important in various chemical applications.

Purpose of the Study:

To synthesize and characterize a novel hydrate of methyl 4-isonicotinamido-benzoate.
To elucidate the crystal structure and intermolecular interactions of the title compound.
To investigate the formation of hydrogen-bonded networks in the solid state.

Main Methods:

Chemical synthesis involving methyl 4-amino-benzoate and isonicotinoyl chloride hydrochloride.
Single-crystal X-ray diffraction to determine the molecular and crystal structure.
Analysis of hydrogen bonding (N-H⋯O, O-H⋯N, O-H⋯O) and molecular geometry.

Main Results:

The title compound, C(14)H(12)N(2)O(3)·H(2)O, was successfully synthesized.
The crystal structure revealed a relatively planar molecule with a pyridine ring inclined at 7.46° to the benzene ring.
Molecules are interconnected by water molecules via hydrogen bonds, forming a double-chain ribbon-like supramolecular structure.

Conclusions:

The synthesis yielded a novel methyl 4-isonicotinamido-benzoate hydrate.
The crystal structure demonstrates specific molecular packing driven by hydrogen bonding.
The observed double-chain ribbon structure highlights potential for designing ordered supramolecular architectures.