The rotational spectra of two conformers, GAA and AAA, of 1-iodopentane have been recorded using both Fourier transform microwave cavity and chirp spectrometers. Iodine has a large nuclear electric quadrupole coupling tensor, $\boldsymbol{\chi}$, and is heavy enough to require a relativistic calculation for {\it{ab initio}} field gradient calculations. We will present a comparison of the experimental results, a calculation involving a clever scaling of the $\boldsymbol{\chi}$ tensor,\footnote{W.C. Bailey and F.M. Gonzalez {\it{J. Mol. Spectro.}}, {\bf{651-653}}, 689-695 (2003)} and a direct relativistic {\it{ab initio}} calculation.\footnote{L. Cheng, J. Gauss, {\it{J. Chem. Phys.}}, {\bf{134}}, 244112 (2011)}
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