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Updated: Jun 18, 2026

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Herringbone array of hydrogen-bonded ribbons in 2-ethoxybenzamide from high-resolution X-ray powder diffraction
Silvina Pagola1, Peter W Stephens
1Department of Applied Science, College of William and Mary, Williamsburg, VA 23187, USA. spagol@wm.edu
Abstract:
In 2-ethoxybenzamide, C(9)H(11)NO(2), the amide substituents are linked into centrosymmetric head-to-head hydrogen-bonded dimers. Additional hydrogen bonds between adjacent dimers give rise to ribbon-like packing motifs, which extend along the c axis and possess a third dimension caused by twisting of the 2-ethoxyphenyl substituent with respect to the hydrogen-bonded amide groups. The ribbons are arranged in a T-shaped herringbone pattern and cohesion between them is achieved by van der Waals forces.
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