Received 12 September 2008
The title compound, C15H24N2O4Si, was prepared by the reaction of (3-acetamido-5-nitrobenzyl)methanol with tert-butyldimethylsilyl chloride and is a key intermediate in the synthesis of novel nonsymmetrical DNA minor groove-binding agents. There are two independent molecules in the structure, which differ primarily in the rotation about the C-O bond next to the Si atom. Two strong N-HO hydrogen bonds align the molecules into a wide ribbon extending approximately parallel to the b axis.
For literature related to protecting groups, see: Jarowicki & Kocienski (1998); Kocienski (2004); Schelhaas & Waldmann (1996); Wetter & Oertle (1985); Wuts & Green (2006). For literature related to benzamides as minor groove binders, see: Barker et al. (2008); Gong & Yan (1997). For related literature, see: Crouch (2004); Desiraju & Steiner (1999); Nelson & Crouch (1996).
Data collection: SMART (Bruker, 1995); cell refinement: SAINT (Bruker, 1995); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEPIII (Burnett & Johnson, 1996); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: FB2117 ).
The authors acknowledge financial support from the Higher Education Commission of Pakistan and The University of Auckland, New Zealand.
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