3-Nitrobenzene-1,2-diamine

The molecule of the title compound, C6H7N3O2, a derivative of o-phenylenediamine, nearly shows non-crystallographic C s symmetry. C—C—C angles span the range 116.25 (11)–122.35 (11)°. In the crystal, intermolecular N—H⋯O and N—H⋯N hydrogen bonds connect molecules into undulating sheets perpendicular to the crystallographic a axis. A weak intramolecular N—H⋯O hydrogen bond is also observed. No π-stacking is observed in the crystal structure.

[1]  Anthony L. Spek,et al.  Structure validation in chemical crystallography , 2009, Acta crystallographica. Section D, Biological crystallography.

[2]  J. Bernstein,et al.  Graph-set analysis of hydrogen-bond patterns in organic crystals. , 1990, Acta crystallographica. Section B, Structural science.

[3]  F. Lloret,et al.  Synthesis, Crystal Structure, and Magnetic Properties of Tetraphenylarsonium Tetrachloro(oxalato)rhenate(IV) and Bis(2,2'-bipyridine)tetrachloro(&mgr;-oxalato)copper(II)rhenium(IV). , 1999, Inorganic chemistry.

[4]  I. Santos,et al.  Synthesis and structural studies of mixed-ligand rhenium(V) complexes anchored by tridentate pyrazole-based ligands , 2009 .

[5]  Maria Gdaniec,et al.  A new polymorph of benzene-1,2-diamine: isomorphism with 2-aminophenol and two-dimensional isostructurality of polymorphs. , 2010, Acta crystallographica. Section C, Crystal structure communications.

[6]  R. Sillanpää,et al.  Preparation and reactions of rhenium(VII) trioxo hydrogendiolato complexes and rhenium(VI) oxo bis(diolato) complexes , 1998 .

[7]  良二 上田.  J. Appl. Cryst.の発刊に際して , 1970 .

[8]  G. Sheldrick.  A short history of SHELX. , 2008, Acta crystallographica. Section A, Foundations of crystallography.

[9]  A. Fischman,et al.  6-Mercaptomethylpyridine-3-carboxylic acid (MEMNIC): a new reagent for peptide labeling with Tc-99m , 2001 .

[10]  C. Macrae,et al.  Mercury CSD 2.0 – new features for the visualization and investigation of crystal structures , 2008 .

[11]  Lutz H. Gade.  Koordinationschemie: GADE:KOORDINATIONS-CHEMIE O-BK , 1998 .

[12]  Louis J. Farrugia,et al.  ORTEP-3 for Windows - a version of ORTEP-III with a Graphical User Interface (GUI) , 1997 .

[13]  G. G. Stokes.  "J." , 1890, The New Yale Book of Quotations.

[14]  R. Schibli,et al.  Comparative studies of substitution reactions of rhenium(I) dicarbonyl-nitrosyl and tricarbonyl complexes in aqueous media. , 2005, Inorganic chemistry.

[15]  Raymond E. Davis,et al.  Patterns in Hydrogen Bonding: Functionality and Graph Set Analysis in Crystals , 1995 .