The STAR Collaboration reports measurements of the transverse single-spin asymmetries, $A_N$, for inclusive jets and identified `hadrons within jets' production at midrapidity from transversely polarized $pp$ collisions at $\sqrt{s}$ = 200 GeV, based on data recorded in 2012 and 2015. The inclusive jet asymmetry measurements include $A_N$ for inclusive jets and $A_N$ for jets containing a charged pion carrying a momentum fraction $z>0.3$ of the jet momentum. The identified hadron within jet asymmetry measurements include the Collins effect for charged pions, kaons and protons, and the Collins-like effect for charged pions. The measured asymmetries are determined for several distinct kinematic regions, characterized by the jet transverse momentum $p_{T}$ and pseudorapidity $\eta$, as well as the hadron momentum fraction $z$ and momentum transverse to the jet axis $j_{T}$. These results probe higher momentum scales ($Q^{2}$ up to $\sim$ 900 GeV$^{2}$) than current, semi-inclusive deep inelastic scattering measurements, and they provide new constraints on quark transversity in the proton and enable tests of evolution, universality and factorization breaking in the transverse-momentum-dependent formalism.
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