Raw NMR, IR and MS data for the article "Photocatalyzed [2sigma + 2sigma] and [2sigma + 2pi] cycloadditions for the synthesis of bicyclo[3.1.1]heptanes and 5- or 6-membered carbocycles" published in the Journal of the American Chemical Society, DOI: https://doi.org/10.1021/jacs.3c09789 The number of the folders either correspond to compounds numbers in the article or the name of the folder is self-describing. All details concerning conditions and equipment for measurements can be found in the supporting information of the article. For convenience, the word file version of the supporting information can be found on the top of the raw data folder.