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Updated: Jun 1, 2026
11:01
Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
(E)-Methyl N'-(3,4,5-trimethoxy-benzyl-idene)hydrazinecarboxyl-ate
Summary
This study details the molecular structure of a novel compound, C(12)H(16)N(2)O(5), revealing its trans configuration and unique hydrogen bonding patterns. The research highlights the formation of 1D chains and 2D zigzag structures, crucial for understanding crystal engineering.
Area of Science:
- Crystallography
- Organic Chemistry
- Supramolecular Chemistry
Background:
- Understanding the three-dimensional arrangement of atoms in organic molecules is fundamental to predicting their properties and reactivity.
- Hydrogen bonding plays a critical role in the self-assembly of molecules and the formation of extended crystalline structures.
- The specific arrangement of functional groups, such as the hydrazinecarboxylic acid methyl ester moiety, influences intermolecular interactions.
Purpose of the Study:
- To elucidate the crystal structure of the title compound, C(12)H(16)N(2)O(5).
- To analyze the stereochemistry, including the configuration around the C=N double bond and the dihedral angle between key molecular planes.
- To investigate the intermolecular interactions, specifically hydrogen bonding, that govern the compound's self-assembly into higher-order structures.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the precise atomic coordinates and unit cell parameters.
- Analysis of bond lengths, bond angles, and torsion angles provided insights into the molecule's geometry.
- Intermolecular interactions, including N-H⋯O and C-H⋯O hydrogen bonds, were identified and characterized.
Main Results:
- The molecule adopts a trans configuration about the C=N double bond.
- A notable dihedral angle of 12.55(7)° was observed between the benzene and hydrazinecarboxylic acid methyl ester planes.
- Molecules self-assemble into 1D chains via intermolecular N-H⋯O hydrogen bonds, which are further cross-linked into 2D zigzag structures by C-H⋯O hydrogen bonds.
Conclusions:
- The crystal structure of C(12)H(16)N(2)O(5) is characterized by a trans configuration and specific planarity.
- Intermolecular hydrogen bonding is the primary driving force for the formation of extended 1D and 2D supramolecular architectures.
- This detailed structural analysis provides a foundation for designing related compounds with tailored solid-state properties.
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