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ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH301:11

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Conjugated dienes are compounds characterized by the presence of alternating double and single bonds. In a conjugated system like 1,3-butadiene, the unhybridized 2p orbital on each carbon overlaps continuously, allowing the π electrons to be delocalized across the entire molecule. In contrast, this type of overlap does not occur in cumulated and isolated dienes, such as 2,3-pentadiene and 1,4-pentadiene, respectively. Instead, the π electrons remain localized between the double...
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Alcohols are one of the most important functional groups in organic chemistry. The name of alcohol comes from the hydrocarbon from which it is derived. Alcohols are organic molecules containing the functional hydroxyl or –OH group directly bonded to carbon. Phenols have an OH group directly attached to a benzene ring. While alcohols are colorless, phenol is a white crystalline compound with a characteristic "hospital smell" odor.
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(E)-3-(1-Phenyl-ethyl-idene)indolin-2-one.

Qi Wang1, Yue-Jun Zhang, Mao-Sen Yuan

  • 1College of Science, Northwest A&F University, Yangling 712100, Shannxi Province, People's Republic of China.

Acta Crystallographica. Section E, Structure Reports Online
|January 6, 2012
PubMed
Summary
This summary is machine-generated.

This study details the crystal structure of a C(16)H(13)NO molecule, revealing a nearly planar indoline-2-one ring. Molecules self-assemble into dimers through intermolecular hydrogen bonds in the crystal lattice.

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Area of Science:

  • Crystallography
  • Organic Chemistry
  • Supramolecular Chemistry

Background:

  • Understanding the three-dimensional structure of organic molecules is crucial for predicting their properties and reactivity.
  • Crystal engineering utilizes intermolecular forces to design materials with specific architectures and functions.

Purpose of the Study:

  • To elucidate the crystal structure of the title compound C(16)H(13)NO.
  • To investigate the molecular conformation and intermolecular interactions within the crystal.

Main Methods:

  • Single-crystal X-ray diffraction analysis was performed to determine the molecular and crystal structure.
  • Analysis of bond lengths, bond angles, and dihedral angles provided conformational details.
  • Intermolecular interactions, such as hydrogen bonding, were identified and characterized.

Main Results:

  • The indoline-2-one ring system in C(16)H(13)NO was found to be nearly planar, with a maximum atomic deviation of 0.082(2) Å.
  • A dihedral angle of 66.60(12)° was observed between the indoline-2-one ring and the phenyl ring.
  • Intermolecular N-H⋯O hydrogen bonds were identified, leading to the formation of supramolecular dimers in the crystal.

Conclusions:

  • The crystal structure of C(16)H(13)NO is characterized by a specific arrangement of the indoline-2-one and phenyl rings.
  • The identified hydrogen bonding network dictates the self-assembly of molecules into dimers, influencing the overall crystal packing.