An organophotocatalytic redox-neutral strategy for late-stage drug functionalization with SO<sub>2</sub> gas.
Datta, Paramita; Maji, Subir; Biswas, Prativa; Jain, Divya; Dey, Partha Protim; Mandal, Swadhin K.; Chemical science 16 (2025) 5064–5075; doi:10.1039/d4sc08380f

data_1573913
_publ_section_title
;
 An organophotocatalytic redox-neutral strategy for late-stage drug
 functionalization with SO<sub>2</sub> gas.
;
_journal_issue                   12
_journal_name_full               'Chemical science'
_journal_page_first              5064
_journal_page_last               5075
_journal_paper_doi               10.1039/d4sc08380f
_journal_volume                  16
_journal_year                    2025
_chemical_formula_moiety         'C19 H21 B N2 O4 S'
_chemical_formula_sum            'C19 H21 B N2 O4 S'
_chemical_formula_weight         384.25
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2024-08-28
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2024-08-28 deposited with the CCDC.	2025-02-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.98
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.870(2)
_cell_length_b                   7.360(10)
_cell_length_c                   24.2055(17)
_cell_measurement_reflns_used    9753
_cell_measurement_temperature    293.15
_cell_measurement_theta_max      28.299
_cell_measurement_theta_min      2.858
_cell_volume                     1887(3)
_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 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      293.15
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'Four-circle Kappa diffractometer'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1477
_diffrn_reflns_av_unetI/netI     0.1009
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            40840
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.490
_diffrn_reflns_theta_min         1.922
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.199
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.5995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1799 before and 0.1282 after correction.
The Ratio of minimum to maximum transmission is 0.5995.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_description       block
_exptl_crystal_F_000             808
_exptl_crystal_size_max          0.153
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.134
_refine_diff_density_max         0.482
_refine_diff_density_min         -0.648
_refine_diff_density_rms         0.120
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         4753
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.0779
_refine_ls_R_factor_gt           0.0664
_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^)+(0.1042P)^2^+0.1893P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1704
_refine_ls_wR_factor_ref         0.1811
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3817
_reflns_number_total             4753
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc08380f2.cif
_cod_data_source_block           skmpd4
_cod_depositor_comments
'Adding full bibliography for 1573911--1573921.cif.'
_cod_database_code               1573913
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.974
_shelx_estimated_absorpt_t_min   0.970
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H6(0.035) H8(0.034) H12(0.03) H11(0.033) H2(0.041) H7(0.033)
 H5(0.043) H16A(0.053) H16B(0.053) H16C(0.053) H19A(0.058) H19B(0.058)
 H19C(0.058) H3(0.048) H18A(0.062) H18B(0.062) H18C(0.062) H4(0.049)
 H15A(0.058) H15B(0.058) H15C(0.058)
 Fixed X: H6(0.169128) H8(0.600833) H12(0.662467) H11(0.354975) H2(-0.039711)
 H7(0.403789) H5(0.040514) H16A(0.647795) H16B(0.787549) H16C(0.73408)
 H19A(0.912861) H19B(0.928714) H19C(0.954435) H3(-0.17069) H18A(0.79721)
 H18B(0.782935) H18C(0.663111) H4(-0.127342) H15A(0.587277) H15B(0.703685)
 H15C(0.574834)
 Fixed Y: H6(0.426738) H8(0.248686) H12(0.32581) H11(0.247891) H2(0.151708)
 H7(0.15364) H5(0.679097) H16A(-0.00727) H16B(0.057276) H16C(0.028716)
 H19A(0.220362) H19B(0.330756) H19C(0.424666) H3(0.405194) H18A(0.668481)
 H18B(0.611395) H18C(0.627404) H4(0.667863) H15A(0.440185) H15B(0.338397)
 H15C(0.236403)
 Fixed Z: H6(0.373904) H8(0.438316) H12(0.56333) H11(0.626281) H2(0.464325)
 H7(0.375932) H5(0.372277) H16A(0.775776) H16B(0.798164) H16C(0.733009)
 H19A(0.742906) H19B(0.799455) H19C(0.745019) H3(0.460117) H18A(0.735957)
 H18B(0.7966) H18C(0.746819) H4(0.416502) H15A(0.808826) H15B(0.845891)
 H15C(0.825611)
;
_shelx_res_checksum              65052
_shelx_hkl_checksum              37390
_olex2_submission_special_instructions 'No special instructions were received'