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(2-Meth-oxy-1,3-phenyl-ene)diboronic acid
Marek Dąbrowski1, Sergiusz Luliński, Janusz Serwatowski
1Warsaw University of Technology, Faculty of Chemistry, Noakowskiego 3, 00-664 Warsaw, Poland.
Acta Crystallographica. Section E, Structure Reports Online
|January 5, 2011
Summary
This study reveals the molecular structure of a novel boronic acid compound, C(7)H(10)B(2)O(5). It features unique intra- and inter-molecular hydrogen bonding leading to a 2D sheet structure.
Area of Science:
- Organic Chemistry
- Crystallography
- Supramolecular Chemistry
Background:
- Boronic acids are versatile organic compounds with diverse applications.
- Understanding the solid-state structure of boronic acids is crucial for predicting their properties and reactivity.
- Intra- and inter-molecular interactions significantly influence crystal packing and material characteristics.
Purpose of the Study:
- To elucidate the detailed molecular and crystal structure of 2-CH(3)O-C(6)H(3)-1,3-[B(OH)(2)](2).
- To investigate the role of hydrogen bonding in the self-assembly of this boronic acid derivative.
- To analyze the conformational preferences of the boronic acid groups relative to the aromatic ring.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular structure.
- Analysis of bond lengths, bond angles, and intermolecular contacts.
- Hydrogen bond analysis to identify intra- and inter-molecular interactions.
Main Results:
- The compound C(7)H(10)B(2)O(5) exhibits two intra-molecular O-H⋯O hydrogen bonds of varying strengths.
- One boronic acid moiety is nearly coplanar with the aromatic ring, while the other is significantly twisted.
- Inter-molecular hydrogen bonds link molecules into infinite chains, which further cross-link into a 2D sheet structure parallel to the (01) plane.
Conclusions:
- The specific arrangement of boronic acid groups and hydrogen bonding dictates the formation of a layered 2D structure.
- The observed conformational differences in the boronic acid groups are stabilized by intra-molecular hydrogen bonding.
- This structural insight provides a foundation for designing related compounds with tailored solid-state architectures.
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