Crystal structure of a mono-bridged calix[4]arene

The title compound, 5(2)-[(5-bromo­pent­yl)­oxy]-1(2),1(14),3(5),5(5)-tetra-tert-butyl-1(7),1(8),1(9),1(10)-tetra­hydro-1(6) H,1(16) H-1(4,12)-dibenzo[b,e][1,7]dioxa­cyclo­dodecina-3,5(1,3)-dibenzena­cyclo­hexa­phan-3(2)-ol, C(54)H(73)BrO(4), was synthesized from the reaction of tert-butyl­calix[4]arene with 1,5-di­bromo­pentane using K(2)CO(3) in CH(3)CN. The structure consists of a calixarene unit with a five-carbon bridge connecting two proximal phenolic O atoms, and with a bromo­pent­oxy chain on one of the remaining phenolic O atoms. The calixarene unit was found to have a flattened cone conformation with no solvent (or other guest) mol­ecule observed in the cavity. Two of the opposite phenyl rings lean outwards with fold angles of 136.2 (1) and 133.0 (1)° between the rings and the plane of the bridging methyl­ene C atoms, while the other two opposite rings form fold angles of 83.27 (9) and 105.46 (9)°. There is considerable disorder in this mol­ecule. One of the tert-butyl groups is disordered over two conformations with occupancies of 0.527 (5) and 0.473 (5). The bromo­pent­oxy chain is disordered over three configurations with occupancies of 0.418, 0.332 and 0.250. The five-carbon bridge connecting two proximal phenolic O atoms is disordered over two conformations with occupancies of 0.537 (7) and 0.463 (7).