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Synthesis of Esters Via a Greener Steglich Esterification in Acetonitrile
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(E)-2-Cyano-3-(2,3-dimeth-oxy-phen-yl)acrylic acid
Acta Crystallographica. Section E, Structure Reports Online
|December 27, 2011
Summary
This study details the crystal structure of C(12)H(11)NO(4), revealing hydrogen bonds forming dimers and π-π interactions creating columns. Weak C-H⋯O interactions further stabilize the crystal lattice.
Area of Science:
- Crystallography
- Materials Science
- Chemical Physics
Background:
- Understanding the intermolecular forces and crystal packing of organic compounds is crucial for predicting their physical and chemical properties.
- The title compound, C(12)H(11)NO(4), presents an opportunity to investigate novel structural motifs and stabilization mechanisms in the solid state.
Purpose of the Study:
- To elucidate the crystal structure of the title compound, C(12)H(11)NO(4).
- To identify and characterize the intermolecular interactions governing crystal packing.
- To analyze the presence and implications of crystal twinning.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the crystal structure.
- Analysis of hydrogen bonds (O-H⋯O) and π-π interactions was performed.
- C-H⋯O interactions were investigated to understand crystal stabilization.
- Non-merohedral twinning was identified and characterized.
Main Results:
- The asymmetric unit contains two molecules of C(12)H(11)NO(4).
- O-H⋯O hydrogen bonds link molecules into dimers, which are further arranged into columns via π-π interactions (3.856–3.857 Å).
- Weak C-H⋯O interactions contribute to crystal stabilization.
- The crystal exhibited non-merohedral twinning with a component ratio of 0.657:0.343.
Conclusions:
- The crystal structure of C(12)H(11)NO(4) is stabilized by a combination of hydrogen bonding, π-π stacking, and C-H⋯O interactions.
- The identified intermolecular forces dictate the formation of dimers and columnar arrangements.
- The presence of non-merohedral twinning is an important characteristic of the studied crystal sample.
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