N,N′-Bis[2-(2-pyridyl)methyl]pyridine-2,6-dicarboxamide hemihydrate

Abstract

The structure of the title pentadentate ligand as its hemi­hydrate, C19H17N5O2·0.5H2O, is different from the structure of a similar tridentate ligand reported previously [Qi et al. (2001). Acta Cryst. E57, o749–o750; Yang et al. (2001). Acta Cryst. E57, o1161–o1162]. The two pyridine side arms are not in the same plane, owing to their rotation around an axis between the pyridine ring and the methyl­ene group. There is an intermolecular hydrogen bond between the ligand and the disordered lattice water mol­ecule.

Complexes of 2,6-bis[N-(2′-pyridylmethyl)carbamyl]pyridine: formation of mononuclear complexes, and self-assembly of double helical dinuclear and tetranuclear copper(ii) and trinuclear nickel(ii) complexes

“…Previously, the potentially pentadentate ligand H 2 L 1 has been described and the crystal structure of the free ligand was reported recently. 6 Deprotonation of the two amide groups was anticipated to yield a potent dianionic ligand, and its mononuclear [Fe(L 1 ) 2 ] − and dinuclear complex [Cu 2 (L 1 ) 2 ] were subsequently reported. 11, 12 Structural characterization of the latter complex identified a capacity for the ligand to form helical structures with the ligand spanning across the two metal ions, and it was this potential which attracted our attention and initiated a more extensive study of the helicating properties of H 2 L 1 in self-assembly reactions with metal ions.…”

“…The small bite angles within the planar -N-CO-py-CO-N-unit are reflected in compressed N-Ni-N angles of 82.2(1) and 82. 6(1) • . The terminal -N-CH 2 -py chelate ring is also somewhat compressed at 84.5(1) • , whereas the single angle not restrained by chelation is significantly expanded, at 110.7(1) • .…”

“…Fig 6. An ORTEP drawing of the helical [Cu 4 (L 1 ) 2 (dipic) 2 (OH 2 ) 2 ] tetranuclear complex(6), showing atom numbering.…”

Homochiral coordination polymers with distorted helices consisting of achiral ligand

“…Ligand N 2 ,N 6 -bis((pyridin-2-yl)methyl)pyridine-2,6-dicarboxamide was readily prepared through the reaction of pyridine-2,6-dicarboyl dichloride with 2-(aminomethyl)pyridine in a 1 : 2 ratio and characterized by IR, elemental analysis, and melting point [29]. Free L shown in scheme 1 possesses C 2v symmetry, but can adopt many conformational isomers due to flexibility.…”

2-Anilino-N-methyl-N-phenylbenzamide

“…For the synthesis of the title compound, see: Martín et al (2006); Charton et al (2006). For related structures, see: Du et al (2009); Qi et al (2002). For further information on molecular recognition and self-assembly, see: Brunsveld et al (2001); Prins et al (2001).…”