A complete and consistent set of 95 Benson group additive values (GAV) for the standard enthalpy of formation of hydrocarbons and hydrocarbon radicals at 298 K and 1 bar is derived from an extensive and accurate database of 233 ab initio standard enthalpies of formation, calculated at the CBS-QB3 level of theory. The accuracy of the database was further improved by adding newly determined bond additive corrections (BAC) to the CBS-QB3 enthalpies. The mean absolute deviation (MAD) for a training set of 51 hydrocarbons is better than 2 kJ mol-1. GAVs for 16 hydrocarbon groups, i.e., C(Cd)3(C), C−(Cd)4, C−(Ct)(Cd)(C)2, C−(Ct)(Cd)2(C), C−(Ct)(Cd)3, C−(Ct)2(C)2, C−(Ct)2(Cd)(C), C−(Ct)2(Cd)2, C−(Ct)3(C), C−(Ct)3(Cd), C−(Ct)4, C−(Cb)(Cd)(C)(H), C−(Cb)(Ct)(H)2, C−(Cb)(Ct)(C)(H), C−(Cb)(Ct)(C)2, Cd−(Cb)(Ct), for 25 hydrocarbon radical groups, and several ring strain corrections (RSC) are determined for the first time. The new parameters significantly extend the applicability of Benson's group additivity method. The extensive database allowed an evaluation of previously proposed methods to account for non-next-nearest neighbor interactions (NNI). Here, a novel consistent scheme is proposed to account for NNIs in radicals. In addition, hydrogen bond increments (HBI) are determined for the calculation of radical standard enthalpies of formation. In particular for resonance stabilized radicals, the HBI method provides an improvement over Benson's group additivity method.