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Updated: May 18, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
2-[(E)-(Naphthalen-2-yl)imino-meth-yl]phenol.
This study details the crystal structure of a novel organic compound, C(17)H(13)NO. The molecule exhibits a near-planar conformation stabilized by intramolecular hydrogen bonding, with molecules forming a zigzag pattern in the crystal lattice.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular Structure
Background:
- Understanding molecular conformation is crucial in chemistry.
- Crystal packing influences material properties.
Purpose of the Study:
- To elucidate the crystal structure and conformation of the title compound, C(17)H(13)NO.
- To analyze intermolecular interactions and crystal packing.
Main Methods:
- Single-crystal X-ray diffraction analysis.
- Analysis of bond lengths, bond angles, and dihedral angles.
- Identification of hydrogen bonding and crystal packing motifs.
Main Results:
- The compound C(17)H(13)NO crystallizes with an E conformation around the azomethine bond.
- A small dihedral angle (8.09°) between the naphthyl and benzene rings indicates near-planarity.
- An intramolecular O-H⋯N hydrogen bond forms a stable S(6) ring, further stabilizing the molecular conformation.
- Molecules are arranged in a zigzag fashion along the c-axis in the crystal.
Conclusions:
- The crystal structure of C(17)H(13)NO reveals a near-planar molecular geometry.
- Intramolecular hydrogen bonding plays a significant role in stabilizing the observed conformation.
- The observed crystal packing arrangement provides insights into solid-state behavior.
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