The microwave spectrum of 1-isocyano-1-silacyclopent-3-ene has been obtained from broad-band chirped-pulse Fourier transform microwave spectroscopy. The rotational constants (RCs) for the standard abundant isotopic species are A = 3328.4182(23), B = 1017.69404(53), and C = 1012.33297(58) MHz. The symmetric quartic centrifugal distortion constants, using the I-r representation in C-S symmetry for Delta(J),Delta(JK), Delta(K), and delta(J) have been evaluated; similarly, the N-14 nuclear quadrupole coupling has been determined. Several singly substituted isotopologues observed in natural abundance enabled most of the heavy atom substructure to be determined. The five-membered ring is close to planar, but the orientation of the isocyanate unit, derived from the (NCO)-C-13 spectrum, unexpectedly lies above the ring center in a cis C-2,C-5-Si-N= C conformation. Our initial equilibrium structural searches led to a trans orientation of the C-2,C-5- Si-N=C unit, i.e., bending away from the ring. When the cis conformation was applied, the final equilibrium structure, assuming C-S symmetry, gave RC values of 3221.3 (A), 1037.0 (B), and 1031.3 (C) MHz, very close to the MW values. This enabled the full-equilibrium structure to be determined with confidence. The principal bond lengths were 1.7157 (Si-N), 1.8696 (Si-C), 1.1998 (N=C), and 1.1737 (C=O) angstrom, with angles 163.3 (Si-N=C), 178.1 (N=C=O), 96.5 (C-Si-C), and 118.7 (C-C=C), respectively. The extensive widening of the SiNC angle is particularly notable; the SiNCO unit has a trans dihedral angle. The cis orientation implies a (weak) attractive force between the ring and isocyanate groups by a through-space interaction. An atoms in molecule study, where the local minima of electron density are determined, fails to disclose the exact nature of the interaction; however, a highly polarized skeleton was obtained. A systematic theoretical study of the Si-N=C angle potential energy surface (PES) relative to the ring gave a very shallow double minimum with the barrier being less than 1 cm(-1); a polynomial fit to the surface shows major contributions of both harmonic and quartic components. A similar study of the XSiN angle, where Xis at the ring center, also gave a PES with considerable quartic character.