2,4-Dibromo-6-{(E)-[(R)-1-phenylethyl]iminomethyl}phenol

Abstract

In the title Schiff base, C15H13Br2NO, the benzene and phenyl rings form a dihedral angle of 75.18 (13)°. The N=C bond length of 1.263 (6) Å is shorter than of the N—C bond [1.476 (5) Å], indicating a double bond. In the crystal, there is some pseudosymmetry. This occurs because most of the two mol­ecules are centrosymmetrically related. The mol­ecular structure is stabilized by intra­molecular O—H⋯N hydrogen bonds.

Synthesis, characterization, crystal structure and theoretical studies of new chiral Schiff base (E)-4-hydroxy[(1-phenylethyl)iminomethyl]benzyne

“…Selected bond distances and angles are listed in Table 3, in comparison with the calculated values at the B3LYP level. All bond distances and angles are normal and are in good agreement with those reported in similar Schiff-base compounds [26][27][28][29]. The C7=N1 and C8-N1 bond lengths of 1.277(2) Å and 1.4775(19) Å , respectively, conform to the value for double and single bonds, as in similar Schiffbase compounds [26][27][28][29].…”

“…All bond distances and angles are normal and are in good agreement with those reported in similar Schiff-base compounds [26][27][28][29]. The C7=N1 and C8-N1 bond lengths of 1.277(2) Å and 1.4775(19) Å , respectively, conform to the value for double and single bonds, as in similar Schiffbase compounds [26][27][28][29]. The C1-C7-N1 and C7-N1-C8 bond angles are 124.89(15)8 and 117.67(14)8, respectively, which is consistent with the sp 2 hybrid character of the C7 and N1 atoms [26][27][28][29].…”

4-Fluoro-N-[(E)-3,4,5-trimethoxybenzylidene]aniline

“…Data collection: APEX2 (Bruker, 2004); cell refinement: APEX2 and SAINT (Bruker, 2004); data reduction: SAINT and XPREP (Bruker, 2004); program(s) used to solve structure: SIR92 (Altomare et al, 1993); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2009 Schiff bases are among the most useful ligands in coordination chemistry as they readily form stable complexes with most transition metals (Xia et al, 2009). They are known to exibit potent anti-bacterial, anti-convulsant, antiinflammatory and anti-cancer activities (Shah et al, 1992).…”

“…For the uses and biological importance of Schiff base compounds, see: Xia et al (2009) ;Shah et al (1992);Ü nver et al (2004). For related structures, see : Fun et al (2011); Khalaji & Simpson (2009) ;Balachandar et al (2013).…”

Crystal structure of (E)-1-(2-chlorophenyl)-N-(4-chlorophenyl)methanimine, C13H9Cl2N

“…Schi -bases have been of great interest for many years because of their wide application in metal coordination chemistry as important classes of ligands and higher bioactivity [1][2][3][4][5][6][7][8][9][10][11][12][13][14]. In order to search for new Schi -bases, the title compound was synthesized and its crystal structure determined.…”