Structure, and the solver that cannot see it
The matrix that is one row
A circulant of size 16 is sixteen numbers, has no zero entry anywhere, and hands over its entire spectrum in closed form — the discrete Fourier transform of its first column, exactly. An eigensolver spends a sweep of Jacobi rotations over 256 entries arriving at the same answer, and agrees to 1.2·10⁻¹⁵.
A limit the matrix never reaches
Szegő's theorem gives a Toeplitz family's condition number in closed form — ((1+ρ)/(1−ρ))², which is 81 at ρ = 0.8. The 8×8 section reaches 52% of it, the 128×128 reaches 98.9%, and none of them ever arrives. A statement about a family is not a statement about the matrix in front of you.
A preconditioner that changes sign
Strang's circulant preconditioner takes Toeplitz conjugate gradients from 179 steps to 10 at n = 256. At n = 64 on the same family it takes 66 steps to 109 — worse than doing nothing. Between those rows the preconditioner's smallest eigenvalue crosses zero, and nothing in the published account of the method mentions that it can be negative.