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UV–Vis Spectroscopy: Woodward–Fieser Rules01:29

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UV–Visible absorption spectra of conjugated dienes arise from the lowest energy π → π* transitions. The light-absorbing part of the molecule is called the chromophore, and the substituents directly attached to the chromophore are called auxochromes. A strong correlation exists between the absorption maxima, λmax, and the structure of a conjugated π system. The Woodward–Fieser rules predict the value of λmax for a given structure by adding the contributions...
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Monothioindigo, determined by microcrystal structure analysis.

Jürgen Brüning1, Desiree Heintz, Alke Meents

  • 1Institute of Inorganic and Analytical Chemistry, University of Frankfurt, Max-von-Laue-Strasse 7, 60438 Frankfurt am Main, Germany.

Acta Crystallographica. Section C, Crystal Structure Communications
|September 4, 2010
PubMed
Summary
This summary is machine-generated.

The crystal structure of monothioindigo, a pigment used in various applications, was determined using microcrystal analysis. Its structure resembles indigo and thioindigo, featuring orientational disorder and distinct intermolecular interactions.

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Area of Science:

  • Materials Science
  • Crystallography
  • Organic Chemistry

Background:

  • Indigo and thioindigo are widely used organic pigments.
  • Understanding their crystal structures is crucial for optimizing pigment properties and applications.
  • Monothioindigo is a mixed compound of indigo and thioindigo.

Purpose of the Study:

  • To determine the crystal structure of monothioindigo using microcrystal structure analysis.
  • To compare the crystal structure of monothioindigo with those of indigo and thioindigo.
  • To elucidate the intermolecular interactions and molecular arrangement in monothioindigo.

Main Methods:

  • Microcrystal structure analysis was performed on a small crystal of monothioindigo (1 x 2 x 10 microm).
  • The crystal structure was solved and refined, revealing details of molecular arrangement and disorder.
  • Site-occupation factors were determined for the major and minor disorder components.

Main Results:

  • The crystal structure of monothioindigo was successfully determined.
  • Monothioindigo exhibits orientational disorder, with distinct site-occupation factors for the two components.
  • The indigo fragment forms intermolecular hydrogen bonds, leading to a criss-cross arrangement.
  • The thioindigo fragment displays van der Waals interactions and molecular stacking.

Conclusions:

  • The crystal structure of monothioindigo shares similarities with both indigo and thioindigo.
  • The distinct intermolecular interactions of the indigo and thioindigo fragments influence the overall molecular arrangement.
  • This detailed structural information provides insights into the properties and potential applications of monothioindigo pigments.