Acta Crystallographica Section C

Crystal Structure Communications

Volume 69, Part 2 (February 2013)

organic compounds

Acta Cryst. (2013). C69, 150-155    [ doi:10.1107/S0108270112050822 ]

Contrasting the supra­molecular structures in the isomeric pair 5-bromo-3-nitro­salicyl­aldehyde phenyl­hydrazone and 3-bromo-5-nitro­salicyl­aldehyde phenyl­hydrazone

L. R. Gomes, J. N. Low and J. L. Wardell

Abstract: Isomeric 5-bromo-3-nitro­salicyl­aldehyde phenyl­hydrazone and 3-bromo-5-nitro­salicyl­aldehyde phenyl­hydrazone, C13H10BrN3O3, both crystallize with two mol­ecules in the asymmetric unit. In both isomers, an intra­molecular O-H...N hydrogen bond links the hy­droxy group and the imine N atom. In the 5-bromo-3-nitro isomer, there are two independent N-H...O hydrogen-bonded chains, each mol­ecule in the asymmetric unit forming its own chain. These chains are then linked to form a three-dimensional framework by a combination of weak C-H...O, C-H...Br, C-H...[pi] and [pi]-[pi] stacking inter­actions. In the 3-bromo-5-nitro isomer, N-H...O hydrogen bonds link the independent mol­ecules alternately into a zigzag chain, which is reinforced by a weak C-H...O inter­action. Individual chains are linked by a C-H...Br inter­action and a three-dimensional framework is generated by [pi]-[pi] stacking inter­actions.

Formula: Two isomers of C13H10BrN3O3

hkldisplay filedownload file

Structure factor file (CIF format) (295.5 kbytes)
[ doi:10.1107/S0108270112050822/ln3154Isup2.hkl ]
Contains datablock I

hkldisplay filedownload file

Structure factor file (CIF format) (287.1 kbytes)
[ doi:10.1107/S0108270112050822/ln3154IIsup3.hkl ]
Contains datablock II


To open or display or play some files, you may need to set your browser up to use the appropriate software. See the full list of file types for an explanation of the different file types and their related mime types and, where available links to sites from where the appropriate software may be obtained.

The download button will force most browsers to prompt for a file name to store the data on your hard disk.

Where possible, images are represented by thumbnails.

 bibliographic record in  format

  Find reference:   Volume   Page   
  Search:     From   to      Advanced search

Copyright © International Union of Crystallography
IUCr Webmaster