Crystal structure of A^,iV'-bis(2-hydroxy-3 ...

1 downloads 0 Views 163KB Size Report
matic ring of nonivamide on its pharmacological activities. Chin. Pharm. J. 44 (1992) 51-60. 2. Osa, S.; Kido, T.; Matsumoto, N.: A tetranuclear 3d-4f single ...
473

Ζ. Kristallogr. NCS 221 (2006) 473-474 / DOI 10.1524/ncrs.2006.0160 © by Oldenbourg Wissenschaftsverlag, München

Crystal structure of A^,iV'-bis(2-hydroxy-3-methoxybenzyl)oxalamide, C18H20N2O6 M.-L. Zhang, H.-J. Bai, F.-G. Xin and Z.-L. Wang* Shaanxi Normal University, School of Chemistry and Material Science, Key Laboratory for Macromolecular Science of Shaanxi Province, Xi'an, Shaanxi 710062, P. R. China Received September 6, 2006, accepted and available on-line November 13, 2006; CCDC no. 1267/1882

„02

C9A

02A Abstract C18H20N2O6, monoclinic, P12i/cl (no. 14), a = 10.621(1) A, b = 5.2855(6) A, c = 15.427(2) λ,β= 106.689(2)°, 3 V = 829.5 A , Ζ = 2, R#(F) = 0.043, wRnf(F2) = 0.107, Τ = 293 Κ. Source of material The o-vanillylamine hydrochloride was prepared with some modification to the reported method [1]. A10 % NaOH solution was added to an equi-molar o-vanillylamine hydrochloride solution in water to neutralize the hydrochloride giving o-vanillylamine. Then the reaction of o-vanillylamine with diethyl oxalate (3:1 molar ratio) in abs. ethanol, under refluxing for 4 h, yielded the title compound. The solution was evaporated to dryness by a reduced pressure rotary evaporator, and the residue was treated with hydrochloric acid (1 M) to remove unreacted amine. The crude product was purified from 50 % ethanol. Re-crystallization from chloroform gave crystals suitable for X-ray structure analysis (m.p. 219 °C). Elemental analysis - found: C, 60.00 %; H, 5.56 %; N, 7.78 %; calc. for C18H20O6N2: C, 60.50 %; H, 5.13 %; N, 7.58 %. IR and ! H NMR are available in the CIF. Discussion The field of molecular-base magnets has shown spectacular advancement in the last two decades, especially in the metal-complex based magnetic material. A number of versatile magnets with multi-dimensional network structures, spontaneous magnetization, and photo-switch property have been developed. Hence, the rational synthetic design for single-molecule magnet should be developed and many efforts have devoted for it [2-5]. It is also essential that a ligand possesses rational coordination groups and sites. Based on above condition, we designed and synthesized a new ligand that possesses several distinct units: two benzyls with methoxyl and hydroxyl, and a bridge oxalamido. These units do not lie in the same molecular plane. Two benzyls with methoxyl and hydroxyl groups are linked by an oxalamido, and the molecule

shows a centrosymmetric structure. The planes of the two phenyl rings are parallel to each other. It is also interesting that Ol, CI, Nl, Ol A, CIA and N1A are in same plane, and the dihedral angle is 75.4° between this plane and the plane of the phenyl ring. Each molecule is involved in two types of hydrogen bonds. One type occurs between the oxalamide oxygen group and the phenol hydroxyl group of the nearest molecule with