Two data sets were used in the course of this work. The first data set was a collection of 19 F NMR chemical shifts from our in-house library of fluorinated fragments, the expansion of which from around 4000 (referred to as LEF4000) to around 5500 (referred to as LEF5500) fluorinated molecules was described in the previous publication. The expansion to the LEF5500 represented not only a time-split, but also an expansion of the chemical space contained in the data set, which offered a valuable opportunity for assessing 19 F NMR chemical shift prediction.