Metallocarbonyl bromomaleimide derivatives for thiol bioconjugation and disulfide bridging: spectroscopic and biological properties.
Koprowska, Karolina; Fischer-Durand, Nathalie; Michlewska, Sylwia; Gapińska, Magdalena; Grodzicka, Marika; Makal, Anna; Krzeszczakowska, Joanna; Wrona-Piotrowicz, Anna; Lignières, Laurent; Salmain, Michèle; Rudolf, Bogna; Dalton transactions (Cambridge, England : 2003) 54 (2025) 16864–16875; doi:10.1039/d5dt02375k

data_7719803
_publ_section_title
;
 Metallocarbonyl bromomaleimide derivatives for thiol bioconjugation and
 disulfide bridging: spectroscopic and biological properties.
;
_journal_issue                   45
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              16864
_journal_page_last               16875
_journal_paper_doi               10.1039/d5dt02375k
_journal_volume                  54
_journal_year                    2025
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C16 H21 N3 O8 S2'
_chemical_formula_sum            'C16 H21 N3 O8 S2'
_chemical_formula_weight         447.48
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     iterative
_audit_creation_date             2025-06-17
_audit_creation_method
;
Olex2 1.5-alpha
(compiled 2023.11.24 svn.r209d9fb for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-09-08 deposited with the CCDC.	2025-10-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.0312(2)
_cell_length_b                   9.4299(2)
_cell_length_c                   26.2039(7)
_cell_measurement_reflns_used    5195
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.1910
_cell_measurement_theta_min      3.3850
_cell_volume                     1984.51(8)
_computing_cell_refinement       'CrysAlisPro 1.171.43.104a (Rigaku OD, 2023)'
_computing_data_collection
'CrysAlisPro system (CCD 42.70a 64-bit (release 22-09-2022))'
_computing_data_reduction        'CrysAlisPro 1.171.43.104a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5-alpha (Bourhis et al., 2015)'
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w   -100.00 -34.00   0.50    1.39    --  -54.00 158.00 -68.00  132
  2  \w   -121.00 -78.00   0.50    1.39    --  -54.00-118.00  51.00   86
  3  \w   -138.00 -87.00   0.50    1.39    --  -54.00-108.00 -45.00  102
  4  \w     56.00 134.00   0.50    2.00    --  111.55-158.00-102.00  156
  5  \w     42.00 136.00   0.50    2.00    --  111.55  20.00 -63.00  188
  6  \w    140.00 178.00   0.50    2.00    --  111.55  20.00 -63.00   76
  7  \w    139.00 167.00   0.50    2.00    --  111.55 108.00  51.00   56
  8  \w      6.00  34.00   0.50    0.35    --    0.00 -99.00 150.00   56
  9  \w     17.00  44.00   0.50    0.35    --    0.00 -99.00-180.00   54
 10  \w      7.00  51.00   0.50    0.35    --    0.00 -99.00-120.00   88
 11  \w   -127.00 -91.00   0.50    1.39    --  -54.00 -99.00-150.00   72
 12  \w   -104.00 -78.00   0.50    1.39    --  -54.00-125.00 120.00   52
 13  \w     29.00  55.00   0.50    1.39    --   55.77  57.00 120.00   52
 14  \w     62.00 107.00   0.50    1.39    --   55.77  57.00 120.00   90
 15  \w    104.00 159.00   0.50    2.00    --  111.55 111.00 -30.00  110
 16  \w     75.00 100.00   0.50    2.00    --  111.55 -94.00-180.00   50
 17  \w     26.00  57.00   0.50    2.00    --  111.55 -94.00-180.00   62
 18  \w     29.00 108.00   0.50    2.00    --  111.55-111.00   0.00  158
 19  \w    109.00 176.00   0.50    2.00    --  111.55 111.00-180.00  134
 20  \w     56.00 127.00   0.50    2.00    --  111.55 -61.00-150.00  142
 21  \w     69.00 131.50   0.50    2.00    --  111.55 178.00   0.00  125
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0463
_diffrn_reflns_av_unetI/netI     0.0606
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            9034
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.277
_diffrn_reflns_theta_min         3.373
_exptl_absorpt_coefficient_mu    2.891
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.637
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.104a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_description       needle
_exptl_crystal_F_000             936
_exptl_crystal_size_max          0.247
_exptl_crystal_size_mid          0.056
_exptl_crystal_size_min          0.031
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.207
_refine_diff_density_rms         0.052
_refine_ls_abs_structure_details
;
 Flack x determined using 1322 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.042(16)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         3861
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.0446
_refine_ls_R_factor_gt           0.0370
_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^)+(0.0441P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0870
_refine_ls_wR_factor_ref         0.0914
_reflns_Friedel_coverage         0.708
_reflns_Friedel_fraction_full    0.992
_reflns_Friedel_fraction_max     0.955
_reflns_number_gt                3395
_reflns_number_total             3861
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5dt02375k2.cif
_cod_data_source_block           kke2ebb_01_auto_fin
_cod_depositor_comments
'Adding full bibliography for 7719802--7719803.cif.'
_cod_database_code               7719803
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.916
_shelx_estimated_absorpt_t_min   0.535
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;