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Isopropyl 4-amino-benzoate.

Prabhakar Priyanka1, Bidarur K Jayanna1, Haruvegowda Kiran Kumar2

  • 1Department of Chemistry, B. N. M. Institute of Technology, Bengaluru 560 070, India.

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|November 7, 2022
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Summary

This study details the crystal structure of a compound with formula C10H13NO2. Molecular conformation and hydrogen bonding reveal double chains in the crystal lattice.

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conformationcrystal structurehydrogen bond

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Area of Science:

  • Crystallography
  • Molecular structure analysis
  • Chemical bonding

Background:

  • Understanding the solid-state structure of organic compounds is crucial for predicting their physical and chemical properties.
  • The specific compound C10H13NO2 has not been previously characterized in detail regarding its crystalline form.

Purpose of the Study:

  • To elucidate the crystal structure of the title compound, C10H13NO2.
  • To analyze the molecular conformation, including dihedral angles between the phenyl ring and the isopropyl substituent.
  • To investigate the intermolecular interactions, specifically hydrogen bonding, within the crystal lattice.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the crystal structure.
  • Analysis of the crystallographic data provided information on molecular geometry and packing.
  • Identification of hydrogen bonding networks (N-H⋯O and N-H⋯N) was performed.

Main Results:

  • The title compound, C10H13NO2, crystallizes with two molecules (A and B) in the asymmetric unit.
  • Dihedral angles between the phenyl ring and the isopropyl group were measured as 65.4(3)° for molecule A and 67.8(3)° for molecule B.
  • Intermolecular N-H⋯O and N-H⋯N hydrogen bonds were observed, forming double chains propagating along the [100] direction.

Conclusions:

  • The crystal structure of C10H13NO2 has been successfully determined.
  • The conformational analysis reveals slight differences in the orientation of the isopropyl group relative to the phenyl ring in the two crystallographically independent molecules.
  • The identified hydrogen bonding pattern dictates the formation of extended double chains, influencing the overall crystal packing and properties.