Crystal and molecular structure of the 1:1 complex of 1-piperidineacetic acid with 2,6-dichloro-4-nitrophenol studied by X-ray diffraction and B3LYP calculation

✍ Scribed by Z. Dega-Szafran; G. Dutkiewicz; Z. Kosturkiewicz; M. Petryna; M. Szafran

• Publisher: Elsevier Science
• Year: 2005
• Tongue: English
• Weight: 255 KB
• Volume: 741
• Category: Article
• ISSN: 0022-2860
• DOI: 10.1016/j.molstruc.2005.01.066

✦ Synopsis

Crystal structure of the 1:1 complex of 1-piperidineacetic acid (PAA) with 2,6-dichloro-4-nitrophenol (DCNP) has been solved by X-ray diffraction. The crystals are triclinic, space group P 1 with aZ7.609(2), bZ9.456(2), cZ11.206(2) A ˚, aZ103.77(3)8, bZ103.21(3)8, gZ 96.48(3)8, ZZ2 and RZ0.0378. PAA is linked with DCNP through the O K /HO hydrogen bond of 2.469(2) A ˚. Two such complexes form a centrosymmetric dimer, (PAA$DCNP) 2 , in which the PAA moieties, as zwitterions, are joined by two N C -H/O hydrogen bonds of 2.869(2) A ˚, around the symmetry center. The intermolecular C-H/O contacts and the intramolecular N C /O electrostatic interactions consolidate the crystal lattice. In the isolated dimer molecule, (PAA$DCNP) 2 , as predicted by the B3LYP/6-31G(d,p) method, the O-H/O hydrogen bonds are longer, while the N C -H/O ones are shorter than in the crystal.