Ag(I)-Mediated Mono-selective C(sp2)─H Chalcogenation of α-Aminotropones and Their Peptides at Room Temperature
Kar, Malobika; Sharma, Nagendra K.; Chemical Communications  (2025) –; doi:10.1039/D5CC05556C

data_7135264
_publ_section_title
;
 Ag(I)-Mediated Mono-selective C(sp2)&#x2500;H Chalcogenation of
 \a-Aminotropones and Their Peptides at Room Temperature
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D5CC05556C
_journal_year                    2025
_chemical_formula_moiety         'C17 H16 Br N O S'
_chemical_formula_sum            'C17 H16 Br N O S'
_chemical_formula_weight         362.29
_chemical_name_systematic        MK-206
_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'
_symmetry_Int_Tables_number      14
_atom_sites_solution_primary     dual
_audit_creation_date             2025-09-02
_audit_creation_method
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_audit_update_record
;
2025-09-24 deposited with the CCDC.	2025-12-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.538(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.03180(10)
_cell_length_b                   19.4472(4)
_cell_length_c                   10.3438(2)
_cell_measurement_reflns_used    9921
_cell_measurement_temperature    298.26(13)
_cell_measurement_theta_max      75.6900
_cell_measurement_theta_min      4.3970
_cell_volume                     1583.01(5)
_computing_cell_refinement       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      298.26(13)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.9709
_diffrn_measured_fraction_theta_max 0.9709
_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    -82.00   0.00   0.50    0.23    --  -38.50 118.00 171.00  164
  2  \w   -103.00 -55.00   0.50    0.23    --  -38.50-158.00 -68.00   96
  3  \w     22.00  93.00   0.50    0.23    --   49.06-118.00  85.00  142
  4  \w     46.00 118.00   0.50    0.23    --   49.06-158.00 -68.00  144
  5  \w     46.00 134.00   0.50    0.34    --  102.95-158.00 -68.00  176
  6  \w     39.00 110.00   0.50    0.34    --  102.95-118.00  85.00  142
  7  \w     76.00 160.00   0.50    0.34    --  102.95 158.00 -35.00  168
  8  \w    103.00 148.00   0.50    0.34    --  102.95 118.00 171.00   90
  9  \w    -41.00  16.00   0.50    0.23    --  -38.50  37.00-180.00  114
 10  \w    -41.00  27.00   0.50    0.23    --  -38.50  37.00 -60.00  136
 11  \w    -14.00  40.00   0.50    0.23    --   49.06 -37.00   0.00  108
 12  \w     40.00 108.00   0.50    0.34    --  102.95 -45.00  30.00  136
 13  \w    100.00 168.00   0.50    0.34    --  102.95  45.00-180.00  136
 14  \w     58.00  89.00   0.50    0.34    --  102.95 -77.00 -90.00   62
 15  \w     35.00 106.00   0.50    0.34    --  102.95 -94.00 -90.00  142
 16  \w     94.00 125.00   0.50    0.34    --  102.95 -77.00 -90.00   62
 17  \w    125.00 165.00   0.50    0.34    --  102.95  77.00 120.00   80
 18  \w     42.00 100.00   0.50    0.34    --  102.95 -94.00-180.00  116
 19  \w     90.00 164.00   0.50    0.34    --  102.95  61.00 150.00  148
 20  \w     49.00 107.00   0.50    0.34    --  102.95 -15.00  30.00  116
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1184908000
_diffrn_orient_matrix_UB_12      -0.0489157000
_diffrn_orient_matrix_UB_13      0.0565042000
_diffrn_orient_matrix_UB_21      -0.1135409000
_diffrn_orient_matrix_UB_22      0.0613019000
_diffrn_orient_matrix_UB_23      0.0200630000
_diffrn_orient_matrix_UB_31      -0.1068760000
_diffrn_orient_matrix_UB_32      -0.0110165000
_diffrn_orient_matrix_UB_33      -0.1396592000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0503
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            12531
_diffrn_reflns_theta_full        75.7794
_diffrn_reflns_theta_max         75.78
_diffrn_reflns_theta_min         4.55
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.747
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.40077
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.89a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dull orangish yellow'
_exptl_crystal_colour_lustre     dull
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.5200
_exptl_crystal_description       needle
_exptl_crystal_F_000             736.2295
_exptl_crystal_preparation       'As per reaction scheme'
_exptl_crystal_recrystallization_method 'slow evaporation'
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.3819
_refine_diff_density_min         -1.6091
_refine_diff_density_rms         0.1883
_refine_ls_d_res_high            0.7953
_refine_ls_d_res_low             9.7236
_refine_ls_goodness_of_fit_ref   0.7375
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    28
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3198
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.7375
_refine_ls_R_factor_all          0.0557
_refine_ls_R_factor_gt           0.0528
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1507P)^2^+1.0815P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1392
_refine_ls_wR_factor_ref         0.1460
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -10
_reflns_limit_k_max              23
_reflns_limit_k_min              0
_reflns_limit_l_max              12
_reflns_limit_l_min              0
_reflns_number_gt                2893
_reflns_number_total             3198
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d5cc05556c2.cif
_cod_data_source_block           PM-MK-003_auto
_cod_database_code               7135264
_chemical_oxdiff_formula         'C H O N S Br'
_chemical_oxdiff_usercomment     'yellow crystal'
_diffrn_oxdiff_digest_frames
;
01b7978e8da5c26bc80660b993f0ace1dd00037dcaa
;
_diffrn_oxdiff_digest_hkl
;
01d5894c8e3350735b5f09f42fccc779800430
;
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.13
_olex2_refinement_description
;
;
_olex2_exptl_crystal_mounting_method 'mounting on a loop'
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.967
_oxdiff_exptl_absorpt_empirical_full_min 0.582