Substrate-initiated radical relay: redox-neutral iodo/bromo sulfoximination of alkynes
Zhang, Simiao; Deng, Jianbin; Wang, Junqi; Lv, Bingzhen; Weng, Peixu; Wang, Yong; Wan, Xiaobing; New Journal of Chemistry 50 (2026) 3267–3274; doi:10.1039/D5NJ04903B

data_7064277
_publ_section_title
;
 Substrate-initiated radical relay: redox-neutral iodo/bromo
 sulfoximination of alkynes
;
_journal_issue                   7
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              3267
_journal_page_last               3274
_journal_paper_doi               10.1039/D5NJ04903B
_journal_volume                  50
_journal_year                    2026
_chemical_formula_moiety         'C25 H25 Br I N O3 S2'
_chemical_formula_sum            'C25 H25 Br I N O3 S2'
_chemical_formula_weight         658.39
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2025-03-18
_audit_creation_method
;
Olex2 1.5
(compiled 2025.03.04 svn.red2d20d0 for OlexSys, GUI svn.r7188)
;
_audit_update_record
;
2025-03-18 deposited with the CCDC.	2026-01-21 downloaded from the CCDC.
;
_cell_angle_alpha                64.302(2)
_cell_angle_beta                 81.405(2)
_cell_angle_gamma                77.696(2)
_cell_formula_units_Z            2
_cell_length_a                   7.0173(4)
_cell_length_b                   14.2130(10)
_cell_length_c                   15.1454(10)
_cell_measurement_reflns_used    3905
_cell_measurement_temperature    296.90
_cell_measurement_theta_max      24.674
_cell_measurement_theta_min      2.616
_cell_volume                     1327.09(15)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      296.90
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0553
_diffrn_reflns_av_unetI/netI     0.0456
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            20091
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.027
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_min         2.616
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    2.896
_exptl_absorpt_correction_T_max  0.0551
_exptl_absorpt_correction_T_min  0.0245
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0986 before and 0.0570 after correction.
The Ratio of minimum to maximum transmission is 0.4446.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.648
_exptl_crystal_description       block
_exptl_crystal_F_000             652
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.647
_refine_diff_density_min         -0.454
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     302
_refine_ls_number_reflns         4640
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0416
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0373P)^2^+1.2622P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0916
_refine_ls_wR_factor_ref         0.1016
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3518
_reflns_number_total             4640
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5nj04903b2.cif
_cod_data_source_block           mo_wzt_20250317_a
_cod_database_code               7064277
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.761
_shelx_estimated_absorpt_t_min   0.761
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00A(H00A), C00E(H00E), C00F(H00F), C00G(H00G), C00H(H00H), C00J(H00J),
 C00K(H00K), C00L(H00L), C00M(H00M), C00O(H00O), C00P(H00P), C00Q(H00Q),
 C00S(H00S)
2.b Idealised Me refined as rotating group:
 C00U(H00B,H00C,H00D), C00V(H00I,H00N,H00R), C00W(H00T,H00U,H00V), C00X(H00W,
 H00X,H00Y)
;
_shelx_res_checksum              79000
_olex2_submission_special_instructions 'No special instructions were received'