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Valyl benzyl ester chloride.

Grzegorz Dutkiewicz, B P Siddaraju, H S Yathirajan

Acta Crystallographica. Section E, Structure Reports Online

|May 18, 2011

Summary

This summary is machine-generated.

This study details the crystal structure of 1-benz-yloxy-3-methyl-1-oxobutan-2-aminium chloride. The structure features planar ester groups and is organized by N-H⋯Cl hydrogen bonds into chains and eight-membered rings.

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Area of Science:

Crystallography
Chemical Physics
Molecular Structure

Background:

Amino acid derivatives are crucial in biochemistry and drug design.
Understanding the solid-state structure of amino acid esters provides insights into their physical and chemical properties.
Halide salts of amino acid esters offer unique packing motifs due to ionic and hydrogen bonding interactions.

Purpose of the Study:

To elucidate the detailed crystal structure of 1-benz-yloxy-3-methyl-1-oxobutan-2-aminium chloride.
To investigate the intermolecular interactions, specifically hydrogen bonding, that govern the crystal packing.
To compare the observed packing with related amino acid ester halide structures.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the three-dimensional crystal structure.
Analysis of bond lengths, bond angles, and dihedral angles characterized the molecular geometry.
Intermolecular interactions, including hydrogen bonds, were identified and analyzed using crystallographic software.

Main Results:

The ester group in 1-benz-yloxy-3-methyl-1-oxobutan-2-aminium chloride is nearly planar.
Crystal structure is characterized by N-H⋯Cl hydrogen bonds forming chains along the b-axis.
Chains further assemble into anti-parallel pairs connected by hydrogen bonds, creating eight-membered rings.
A short unit-cell parameter of approximately 5.5 Å was observed along the chain direction, consistent with similar compounds.

Conclusions:

The crystal structure of 1-benz-yloxy-3-methyl-1-oxobutan-2-aminium chloride is primarily dictated by N-H⋯Cl hydrogen bonding.
The observed packing motif, featuring chains and eight-membered rings, is a common feature in amino acid ester halides.
This structural information contributes to the understanding of structure-property relationships in this class of compounds.