Electrostatically tuning radical addition and atom abstraction reactions with distonic radical ions.
Shiels, Oisin J.; Brydon, Samuel C.; Poad, Berwyck L. J.; Marshall, David L.; Houston, Sevan D.; Xing, Hui; Bernhardt, Paul V.; Savage, G. Paul; Williams, Craig M.; Harman, David G.; Kirk, Benjamin B.; da Silva, Gabriel; Blanksby, Stephen J.; Trevitt, Adam J.; Chemical science 16 (2025) 2861–2878; doi:10.1039/d4sc06333c

data_1573599
_publ_section_title
;
 Electrostatically tuning radical addition and atom abstraction reactions
 with distonic radical ions.
;
_journal_issue                   6
_journal_name_full               'Chemical science'
_journal_page_first              2861
_journal_page_last               2878
_journal_paper_doi               10.1039/d4sc06333c
_journal_volume                  16
_journal_year                    2025
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C13 H16 I N O2'
_chemical_formula_sum            'C13 H16 I N O2'
_chemical_formula_weight         345.17
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.5
_audit_creation_date             2024-02-29T16:03:37-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2024-02-29 deposited with the CCDC.	2025-01-06 downloaded from the CCDC.
;
_cell_angle_alpha                96.706(11)
_cell_angle_beta                 95.087(10)
_cell_angle_gamma                90.122(11)
_cell_formula_units_Z            2
_cell_length_a                   5.4287(7)
_cell_length_b                   8.9764(12)
_cell_length_c                   13.4695(16)
_cell_measurement_reflns_used    1486
_cell_measurement_temperature    190(2)
_cell_measurement_theta_max      25.3720
_cell_measurement_theta_min      4.0330
_cell_measurement_wavelength     0.71073
_cell_volume                     649.26(14)
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_diffrn_ambient_temperature      190(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, EosS2, Gemini ultra'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_av_unetI/netI     0.0803
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4332
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         3.597
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.456
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.766
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             340
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.734
_refine_diff_density_min         -1.362
_refine_diff_density_rms         0.186
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.173
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2289
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.173
_refine_ls_R_factor_all          0.0775
_refine_ls_R_factor_gt           0.0646
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0638P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1372
_refine_ls_wR_factor_ref         0.1444
_reflns_Friedel_coverage         0
_reflns_number_gt                1994
_reflns_number_total             2289
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc06333c2.cif
_cod_data_source_block           shelx
_cod_depositor_comments          'Adding full bibliography for 1573599.cif.'
_cod_database_code               1573599
_shelx_shelxl_version_number     2018/1
_shelx_res_checksum              17391