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Summary

This study details the crystal structure of a brominated methyl acrylate molecule. The anthracene and acrylate groups are arranged in a way that prevents cyclo-addition reactions.

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Area of Science:

Crystallography
Organic Chemistry
Materials Science

Background:

Understanding molecular packing in crystals is crucial for predicting reactivity.
Anthracene derivatives are widely studied for their photophysical properties and potential in materials science.
Methyl acrylate moieties are common building blocks in polymer chemistry.

Purpose of the Study:

To elucidate the crystal structure of a specific C18H13BrO2 molecule.
To investigate the intermolecular interactions and packing arrangements within the crystal lattice.
To determine if the observed crystal packing facilitates or inhibits cyclo-addition reactions.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
Analysis of intermolecular contacts (C-H···O, C-H···π) and their role in crystal packing.
Geometric analysis to assess the spatial arrangement of reactive groups for cyclo-addition.

Main Results:

The molecule exhibits a dihedral angle of 46.91(2)° between the anthracene and methyl acrylate planes.
Molecules self-assemble into parallel strands along the [010] direction, stabilized by C-H···O and C-H···π interactions.
Adjacent strands form layers parallel to (100) through C-H···O interactions.
The specific arrangement of functional groups precludes [2+2] and [4+4] cyclo-addition reactions.

Conclusions:

The crystal structure of C18H13BrO2 is characterized by specific intermolecular interactions leading to a layered arrangement.
The determined molecular and crystal packing effectively prevents intermolecular cyclo-addition reactions.
This structural insight is valuable for designing molecules with controlled reactivity in the solid state.