Acta Crystallographica Section C

Crystal Structure Communications

Volume 69, Part 7 (July 2013)


organic compounds



Acta Cryst. (2013). C69, 790-793    [ doi:10.1107/S0108270113015229 ]

Br...O contacts and [pi]-[pi] stacking dominate the packing in methyl 4-bromo-3,5-di­meth­oxy­benzoate

A. Saeed, M. Qasim and J. Simpson

Abstract: The title compound, C10H11BrO4, a useful precursor to pharmaceutically active isocoumarin and isochroman derivatives, crystallizes with two unique mol­ecules in the asymmetric unit. A [pi]-[pi] stacking inter­action links the planar mol­ecules in the asymmetric unit. Additional [pi]-[pi] contacts stack pairs of mol­ecules along the c axis. A feature of the crystal packing is the presence of a number of short Br...O contacts. A particularly unusual arrangement involves the formation of dimers, with pairs of Br...O contacts imposing a close Br...Br inter­action and generating five-membered rings within an eight-membered ring formed by two Br...O contacts. Only two comparable arrangements have been reported previously. The Br...O contacts combine with weak C-H...O hydrogen bonds to form corrugated sheets of mol­ecules approximately parallel to (001). These sheets are stacked along the c axis by [pi]-[pi] inter­actions to generate a three-dimensional network.

Formula: C10H11BrO4


cmldisplay filedownload file

Chemical Markup Language (CML) file (4.2 kbytes)
[ doi:10.1107/S0108270113015229/ov3030Isup3.cml ]
Supplementary material


Notes:

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