17,18-Dibromo-8-methyl-4,12-ditosyl-3,4,5,6,7,8,9,10,11,12,13,14-dodecahydro-2H-benzo[b][1,4,7,11,15]dioxatriazacycloheptadecine

In the title compound, C31H39Br2N3O6S2, a 17-membered aza-macrocyclic ligand containing two ether O and three aza N atoms, the three pendant aromatic rings form an ‘E’ shape. The dihedral angles between the central benzene ring and the side ones are 17.8 (3) and 7.4 (3)°, and the dihedral angle between the tosyl rings is 10.6 (3)°. The methyl group is disordered over two orientations, with occupancies of 0.52 (15) and 0.48 (15).


Experimental
Crystal data C 31 H 39 Br 2 N 3 O 6 S 2 M r = 773.59 Monoclinic, P2 1 =c a = 18.7520 (9)  17, 4,5,6,7,8,9,10,11,12,13, [1,4,7,11,15] The synthesis and characterization of coordination compounds with aza-macrocyclic ligands has evolved during the last years as one of the main research areas in coordination chemistry (Fry et al.,1997;Xu et al., 1997). By the end of the last century the macrocyclic polyethers (crown ethers) had became one of the most popular chemical reagents with a very wide area of applications. They are used successfully in chemistry of 'host-guest' complexes, extraction, phase transfer catalysis, organic synthesis, analytical chemistry, biology, medicine, ecology, etc. (Shishkina et al., 2007). In addition, aza-macrocyclic ligands, as well as their coordination and organometallic compounds play important roles in catalysis in the activation of small molecules, showing catalytic activity in electrochemically assisted reactions with several substrates (Canales et al., 2000).
We have investigated the title structure of macrocyclic multidentate O 2 N 3 donor-type ligand (Fig. 1). The 17-membered macrocyclic ring contains two ether O and three aza N atoms. The ligand cavity for macrocyclic ring plays an important role in metal-ion selectivity (Hökelek et al.,2004;Hökelek et al., 2001).
This compound is soluble in chloroform, dichloromethane, dimethyl formamide. Yield:

Special details
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.
Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > σ(F 2 ) is used only for calculating Rfactors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.  (7) O3-S1 1.432 (4) C18-C19 1.392 (7) O4-S1 1.434 (4) C18-S2 1.762 (5) O5-S2 1.439 (4) C19-C20 1.370 (8) O6-S2 1.423 (4)