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Alkynes are unsaturated hydrocarbons characterized by the presence of carbon-carbon triple bonds and have a general formula CnH2n-2. The nomenclature of alkynes follows a set of rules similar to alkanes and alkenes; however, alkynes bear the suffix "-yne" instead of "-ane" or "-ene." There are two approaches to naming alkynes:
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Crystal structure of 1-(4-bromo-phen-yl)but-3-yn-1-one.

Shaziyaparveen K Siddiqui1,2, C V Ramana1,2, Rajesh G Gonnade3,2

  • 1Division of Organic Synthesis, CSIR-National Chemical Laboratory, Dr. Homi, Bhabha Road, Pashan, Pune-411008, India.

Acta Crystallographica. Section E, Crystallographic Communications
|August 21, 2023
PubMed
Summary
This summary is machine-generated.

This study details the crystal structure of 1-(4-bromo-phenyl)but-3-yn-1-one. The analysis reveals key intermolecular interactions, including hydrogen bonding and C=O⋯C≡C contacts, that stabilize the crystal lattice.

Keywords:
Hirshfeld surface analysiscrystal structureinter­molecular inter­actions

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Area of Science:

  • Crystallography
  • Organic Chemistry
  • Materials Science

Background:

  • Understanding the crystalline structure of organic compounds is crucial for predicting their physical and chemical properties.
  • Bromo-phenyl compounds are important intermediates in organic synthesis and materials science.

Purpose of the Study:

  • To elucidate the crystal structure of 1-(4-bromo-phenyl)but-3-yn-1-one.
  • To analyze the intermolecular interactions responsible for crystal packing.
  • To investigate the role of different contact types in stabilizing the crystal structure.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
  • The crystal structure was analyzed for intermolecular interactions, including hydrogen bonding and non-covalent contacts.
  • Hirshfeld surface analysis was used to quantify the contribution of various intermolecular interactions.

Main Results:

  • 1-(4-bromo-phenyl)but-3-yn-1-one crystallizes in the monoclinic space group P21/n.
  • The molecule exhibits a planar geometry.
  • The crystal structure is stabilized by C-H⋯O hydrogen bonding and C=O⋯C≡C contacts.
  • Hirshfeld surface analysis revealed that H⋯H, C⋯H/H⋯C, and H⋯Br/Br⋯H interactions are dominant contributors to crystal stabilization.

Conclusions:

  • The study provides a detailed structural characterization of 1-(4-bromo-phenyl)but-3-yn-1-one.
  • The findings highlight the significant role of various intermolecular interactions in dictating crystal packing and stability.
  • This structural information can be valuable for the design and synthesis of related organic materials.