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Related Experiment Videos

N-[tris(hydroxymethyl)methyl]glycine(tricine).

M R Silva1, J A Paixão, A M Beja

  • 1CEMDRX, Departamento de Física, Faculdade de Ciências e Tecnologia, Universidade de Coimbra, P-3000 Coimbra, Portugal.

Acta Crystallographica. Section C, Crystal Structure Communications
|April 21, 2001
PubMed
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This study details the zwitterionic structure of a novel compound, C(6)H(13)NO(5). Its molecular geometry reveals a planar methyl-glycine backbone with specific rotations in its functional groups.

Area of Science:

  • Crystallography
  • Molecular Structure
  • Organic Chemistry

Background:

  • Understanding the molecular conformation of amino acid derivatives is crucial in biochemistry.
  • Zwitterionic compounds play significant roles in biological systems and chemical processes.

Purpose of the Study:

  • To elucidate the crystal structure and molecular geometry of the title compound, C(6)H(13)NO(5).
  • To analyze the spatial arrangement and rotational dynamics of functional groups within the molecule.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the compound's three-dimensional structure.
  • Analysis of bond lengths, bond angles, and torsion angles provided insights into the molecular conformation.

Main Results:

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  • The compound exists in a zwitterionic form, with proton transfer from the carboxylic acid to the amino group.
  • A planar methyl-glycine backbone was observed.
  • The tris(hydroxymethyl)methyl group exhibited a rigid rotation of 22(1) degrees around the amino-methyl bond.
  • The carboxylic acid plane showed a rotation of 19.76(12) degrees relative to the main skeleton.
  • Hydroxymethyl groups adopted a propeller-like conformation, approaching C(3) symmetry.

Conclusions:

  • The study provides a detailed structural characterization of C(6)H(13)NO(5) in its zwitterionic state.
  • The observed conformational preferences offer insights into the packing and intermolecular interactions in the solid state.