The title compound, C(24)H(26)N(2)O(4), lies about a crystallographic twofold rotation axis. The cyclo-hexane rings adopts a chair conformation. The two pyridine rings form a dihedral angle of 41.02 (4)°. In the crystal, mol-ecules are linked via C-H⋯O and C-H⋯N hydrogen bonds into a layer parallel to the bc plane.

The title compound, C(16)H(18)N(2)S(2), lies about an inversion center with only half of the mol-ecule in the asymmetric unit. The cyclo-hexane ring adopts a chair conformation, and the terminal thio-phene rings are in a transoid orientation, with an S⋯S separation between the two terminal 2-thio-phene rings of 11.6733 (9) Å.

In the title compound, C(24)H(26)FN(3)O(4), the two aromatic rings form a dihedral angle of 88.81 (15)°. The cyclo-hexane ring adopts a chair conformation and the five-membered ring is essentially planar, with a maximum deviation from planarity of 0.041 (2) Å. The crystal structure displays inter-molecular C-H⋯O and N-H⋯O hydrogen bonds.

The title compound, C(21)H(33)NO, crystallizes with three independent mol-ecules in the asymmetric unit. The cyclo-hexane and piperidine rings adopt chair conformations. The crystal packing is stabilized by inter-molecular O-H⋯N and C-H⋯O hydrogen bonds, and by weak π-π stacking inter-actions [centroid-centroid distance = 3.876 (2) Å].

In the title compound, C(16)H(21)BrO(2), the cyclo-hexane ring is in a chair conformation and its least-squares plane is at an angle of 61.3 (9)° to the benzene ring. The crystal packing is stabilized by weak π-π stacking inter-actions [centroid-centroid distance = 3.697 (9) Å] between the bromo-meth-oxy-phenyl rings of neighbouring mol-ecules.

In the title compound, C(14)H(19)I, the cyclo-hexane ring adopts a chair conformation and the substituents are in equatorial sites. The dihedral angle between the mean planes of the cyclo-hexane and benzene rings is 67.23 (13)°.

In the crystal structure of the title compound, C(18)H(25)NO, mol-ecules are linked via O-H⋯N hydrogen bonds, forming chains parallel to the c axis. Additional weak N-H⋯O inter-actions stabilize the crystal packing. The adamantane cage consists of three fused cyclo-hexane rings in almost ideal chair conformations, with C-C-C angles in the range 107.9 (10)-111.3 (11)°.

In the title compound, C(21)H(28)O(3)S, the benzofuran unit is essentially planar, with a mean deviation of 0.016 (1) Å from the least-squares plane defined by the nine constituent atoms. Both cyclo-hexane rings adopt chair conformations.

The title compound, C(26)H(28)O(4), lies about a crystallographic twofold rotation axis. The cyclo-hexane rings adopt a chair conformation. The two benzene rings form a dihedral angle of 40.82 (3)°. No significant intra- or inter-molecular inter-actions are observed in the crystal structure.

The synthesis and characterization of a shape-persistent macrocycle, consisting of alternating electron rich and electron poor sub-units as a self-complementary recognition pattern, is reported, and its increased tendency to form dimer complexes in solution is demonstrated and discussed.