Supramolecular structures of three isomeric (E,E)-1-(2-iodophenyl)-4-(nitrophenyl)-2,3-diaza-1,3-butadienes: changes in intermolecular interactions consequent upon changes of substituent location

C Glidewell, J N Low, J M S Skakle, J L Wardell

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Abstract

The supramolecular structures of the three isomeric (E,E)-1-(2-iodophenyl)-4-(2/3/4-nitrophenyl)-2,3-diaza-1,3-butadienes, C14H10IN3O2, are compared. In the 2-nitro isomer, the molecules are disordered across centres of inversion in space group C2/c and are linked into chains by a two-centre iodo-nitro interaction. The molecules of the 3-nitro isomer are linked into a three-dimensional framework by a combination of C-H••• O and C-H••• I hydrogen bonds and aromatic, π-π stacking interactions, while molecules of the 4-nitro isomer are linked into sheets by a C-H••• O hydrogen bond and a two-centre iodo-nitro interaction.

Original languageEnglish
Pages (from-to)o312-o316
Number of pages5
JournalActa Crystallographica Section C, Crystal Structure Communications
VolumeC61
DOIs
Publication statusPublished - 2005

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Keywords

  • CENTER-DOT-O
  • PI-STACKING INTERACTIONS
  • SOFT HYDROGEN-BONDS
  • NITRO INTERACTIONS
  • COMBINATION
  • INTERPLAY
  • CRYSTALS
  • 2,4-DINITROPHENYLHYDRAZONE
  • 4-NITROPHENYLHYDRAZONE
  • PATTERNS

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