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Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
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2-[(4-Formyl-phen-yl)(hy-droxy)meth-yl]acrylonitrile.
Acta Crystallographica. Section E, Structure Reports Online
|November 18, 2011
Summary
This study details the crystal structure of a novel organic compound, C(11)H(9)NO(2). Molecular analysis reveals near-orthogonal phenyl and acryl groups, with a linear carbonitrile chain, forming hydrogen-bonded chains in the crystal lattice.
Area of Science:
- Crystallography
- Organic Chemistry
- Materials Science
Background:
- Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
- The specific spatial orientation of functional groups significantly influences molecular interactions and crystal packing.
- Investigating novel organic compounds can lead to the discovery of materials with unique characteristics.
Purpose of the Study:
- To elucidate the crystal structure of the title compound, C(11)H(9)NO(2).
- To analyze the molecular geometry, including dihedral angles between key functional groups.
- To describe the intermolecular interactions and crystal packing arrangement.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the precise atomic coordinates.
- Analysis of bond lengths, bond angles, and dihedral angles provided insights into molecular geometry.
- Identification of intermolecular interactions, such as hydrogen bonding, was performed to understand crystal assembly.
Main Results:
- The crystal structure of C(11)H(9)NO(2) was successfully determined.
- A significant dihedral angle of 88.61° was observed between the mean planes of the phenyl and acryl groups, indicating near-orthogonality.
- The carbonitrile side chain exhibited near-linearity, with a C-C-N angle of 179.54°.
- Molecules were found to form infinite chains via intermolecular O-H⋯O interactions, oriented along the b axis.
Conclusions:
- The title compound C(11)H(9)NO(2) possesses a unique molecular architecture with orthogonal phenyl and acryl moieties.
- The observed crystal packing, driven by hydrogen bonding, dictates the material's solid-state structure.
- This structural information provides a foundation for further studies on the compound's physical and chemical properties.
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