Light-mediated sulfonyl-iodination of ynamides and internal alkynes.
Mutra, Mohana Reddy; Li, Jing; Wang, Jeh-Jeng; Chemical communications (Cambridge, England) 59 (2023) 6584–6587; doi:10.1039/d3cc00842h

data_7131599
_publ_section_title
;
 Light-mediated sulfonyl-iodination of ynamides and internal alkynes.
;
_journal_issue                   43
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              6584
_journal_page_last               6587
_journal_paper_doi               10.1039/d3cc00842h
_journal_volume                  59
_journal_year                    2023
_chemical_formula_moiety         'C22 H19 I O4 S2'
_chemical_formula_sum            'C22 H19 I O4 S2'
_chemical_formula_weight         538.39
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2021-07-13
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_audit_update_record
;
2022-12-30 deposited with the CCDC.	2023-04-26 downloaded from the CCDC.
;
_cell_angle_alpha                96.973(2)
_cell_angle_beta                 96.425(2)
_cell_angle_gamma                102.531(2)
_cell_formula_units_Z            2
_cell_length_a                   6.7880(2)
_cell_length_b                   12.1573(2)
_cell_length_c                   13.6372(3)
_cell_measurement_reflns_used    18813
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.0130
_cell_measurement_theta_min      1.7470
_cell_volume                     1079.30(5)
_computing_cell_refinement       'CrysAlisPro 1.171.41.56a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.56a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.56a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      113(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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    -17.00 100.00   0.50    2.19    --   10.60  82.00 120.00  234
  2  \w    -17.00 100.00   0.50    2.19    --   10.60  82.00  30.00  234
  3  \w    -79.00  41.00   0.50    2.19    --   10.60 -57.00 120.00  240
  4  \w    -79.00  36.00   0.50    2.19    --   10.60 -77.00  60.00  230
  5  \w    -17.00 100.00   0.50    2.19    --   10.60  82.00   0.00  234
  6  \w    -17.00 100.00   0.50    2.19    --   10.60  82.00-150.00  234
  7  \w    -15.00 100.00   0.50    2.19    --   10.60  77.00 120.00  230
  8  \w    -17.00 100.00   0.50    2.19    --   10.60  82.00 -60.00  234
  9  \w    -79.00  41.00   0.50    2.19    --   10.60 -57.00 150.00  240
 10  \w    -79.00  48.00   0.50    2.19    --   10.60 -38.00-150.00  254
 11  \w    -17.00 100.00   0.50    2.19    --   10.60  82.00-180.00  234
 12  \w   -100.00  17.00   0.50    2.19    --  -10.90 -82.00 120.00  234
 13  \w   -100.00  17.00   0.50    2.19    --  -10.90 -82.00  30.00  234
 14  \w    -38.00  79.00   0.50    2.19    --  -10.90  82.00-120.00  234
 15  \w    -36.00  34.00   0.50    2.19    --  -10.90  75.00  34.79  140
 16  \w    -38.00  79.00   0.50    2.19    --  -10.90  82.00 -30.00  234
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0254765000
_diffrn_orient_matrix_UB_12      -0.0383848000
_diffrn_orient_matrix_UB_13      0.0318001000
_diffrn_orient_matrix_UB_21      -0.0528156000
_diffrn_orient_matrix_UB_22      -0.0467004000
_diffrn_orient_matrix_UB_23      -0.0366270000
_diffrn_orient_matrix_UB_31      0.0908714000
_diffrn_orient_matrix_UB_32      0.0004353000
_diffrn_orient_matrix_UB_33      -0.0212139000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0600
_diffrn_reflns_av_unetI/netI     0.0308
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            31169
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        24.996
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_min         2.129
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.703
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58976
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.56a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.657
_exptl_crystal_description       block
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.001
_refine_diff_density_min         -1.180
_refine_diff_density_rms         0.098
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         3786
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0342
_refine_ls_R_factor_gt           0.0310
_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^)+(0.0486P)^2^+0.8267P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0789
_refine_ls_wR_factor_ref         0.0809
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3475
_reflns_number_total             3786
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cc00842h2.cif
_cod_data_source_block           k11007-jjw-c
_cod_depositor_comments
'Adding full bibliography for 7131597--7131600.cif.'
_cod_original_cell_volume        1079.30(4)
_cod_database_code               7131599
_shelx_shelxl_version_number     2018/3
_diffrn_oxdiff_digest_frames
;
01d6a396695e3e7d1ba8342cf7125fb41c00025a093
;
_diffrn_oxdiff_digest_hkl
;
01538baa367fa87089664f6d4168e4bff6a701
;
_reflns_odcompleteness_completeness 99.36
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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:
 C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C10(H10), C11(H11), C13(H13),
 C14(H14), C17(H17), C18(H18), C20(H20), C21(H21)
2.b Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C22(H22A,H22B,H22C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              77685
_shelx_hkl_checksum              44681
_shelx_fab_checksum              75616
_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 1.889
_oxdiff_exptl_absorpt_empirical_full_min 0.729