Manganese-mediated C(sp)-Si cross-electrophile coupling of alkynyl halides with chlorosilanes.
Lin, Quan; Lin, Liping; Wang, Jingjing; Yu, Daohong; Chen, Zhengwang; Wang, Zhong-Xia; Chemical science 16 (2025) 14216–14224; doi:10.1039/d5sc03449c

data_1575003
_publ_section_title
;
 Manganese-mediated C(sp)-Si cross-electrophile coupling of alkynyl
 halides with chlorosilanes.
;
_journal_issue                   31
_journal_name_full               'Chemical science'
_journal_page_first              14216
_journal_page_last               14224
_journal_paper_doi               10.1039/d5sc03449c
_journal_volume                  16
_journal_year                    2025
_chemical_formula_moiety         'C24 H16 Cl2 Mn N4'
_chemical_formula_sum            'C24 H16 Cl2 Mn N4'
_chemical_formula_weight         486.25
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2025-02-13
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_audit_update_record
;
2025-02-13 deposited with the CCDC.	2025-07-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.465(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.2331(6)
_cell_length_b                   17.0970(10)
_cell_length_c                   12.6421(7)
_cell_measurement_reflns_used    3879
_cell_measurement_temperature    299.99(10)
_cell_measurement_theta_max      67.8530
_cell_measurement_theta_min      4.3450
_cell_volume                     2175.0(2)
_computing_cell_refinement       'CrysAlisPro 1.171.43.129a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.129a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.129a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      299.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.959
_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     39.00  66.00   0.50    0.12    --   74.97-125.00 -90.00   54
  2  \w     24.00  68.00   0.50    0.12    --   60.32-125.00 -32.00   88
  3  \w     65.00  90.00   0.50    0.12    --   74.97-125.00 -32.00   50
  4  \w     42.00  91.00   0.50    0.12    --   79.79-104.00 -19.34   98
  5  \w     39.00  99.00   0.50    0.12    --   74.97-125.00  30.00  120
  6  \w     35.00  97.00   0.50    0.12    --   74.97-125.00  90.00  124
  7  \w     73.00  98.00   0.50    0.12    --   79.79-116.00  94.67   50
  8  \w     58.00 102.00   0.50    0.12    --   60.32  15.00 120.00   88
  9  \w     40.00  91.00   0.50    0.12    --   60.32  15.00  30.00  102
 10  \w     59.00 120.00   0.50    0.12    --   74.97  15.00 -90.00  122
 11  \w     52.00  99.00   0.50    0.12    --   60.32  15.00-120.00   94
 12  \w   -103.00 -52.00   0.50    0.12    --  -60.42 -15.00  90.00  102
 13  \w   -110.00 -81.00   0.50    0.12    --  -75.37 -15.00  60.00   58
 14  \w   -118.00 -70.00   0.50    0.12    --  -75.37 -15.00   0.00   96
 15  \w    -90.00 -58.00   0.50    0.12    --  -74.06 -15.00 -60.00   64
 16  \w   -107.00 -69.00   0.50    0.12    --  -75.37 -15.00-120.00   76
 17  \w    -97.00 -39.00   0.50    0.12    --  -79.16 117.00 -50.07  116
 18  \w    -99.00 -36.00   0.50    0.12    --  -79.16 121.00 -25.04  126
 19  \w    -82.00 -56.00   0.50    0.12    --  -74.06 125.00  45.00   52
 20  \w    -90.00 -65.00   0.50    0.12    --  -75.37 125.00  45.00   50
 21  \w    -69.00 -19.00   0.50    0.12    --  -60.42 125.00  45.00  100
 22  \w    -77.00 -37.00   0.50    0.12    --  -79.16 117.00  37.94   80
 23  \w    -64.00 -39.00   0.50    0.12    --  -79.16 119.00   5.81   50
 24  \w    -96.00 -39.00   0.50    0.12    --  -79.16 117.00-108.15  114
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0081165000
_diffrn_orient_matrix_UB_12      -0.0888866000
_diffrn_orient_matrix_UB_13      -0.0172319000
_diffrn_orient_matrix_UB_21      -0.1027535000
_diffrn_orient_matrix_UB_22      -0.0132943000
_diffrn_orient_matrix_UB_23      0.0734132000
_diffrn_orient_matrix_UB_31      -0.1132709000
_diffrn_orient_matrix_UB_32      0.0056439000
_diffrn_orient_matrix_UB_33      -0.0983975000
_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  0.0828
_diffrn_reflns_av_unetI/netI     0.0675
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            16850
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.121
_diffrn_reflns_theta_min         4.397
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    7.345
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.129a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.485
_exptl_crystal_description       block
_exptl_crystal_F_000             988
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.847
_refine_diff_density_min         -0.978
_refine_diff_density_rms         0.179
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         4248
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.1676
_refine_ls_R_factor_gt           0.1305
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+25.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3044
_refine_ls_wR_factor_ref         0.3278
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2880
_reflns_number_total             4248
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc03449c2.cif
_cod_data_source_block           lq-ch3oh-300k_auto
_cod_depositor_comments          'Adding full bibliography for 1575003.cif.'
_cod_database_code               1575003
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         'C H O N Mn'
_shelx_estimated_absorpt_t_max   0.527
_shelx_estimated_absorpt_t_min   0.527
_reflns_odcompleteness_completeness 98.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00D(H00D), C00G(H00G), C00H(H00H), C00I(H00I), C00J(H00J), C00K(H00K),
 C00L(H00L), C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q),
 C00S(H00S), C00T(H00T), C00U(H00U), C00V(H00V)
;
_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 3.113
_oxdiff_exptl_absorpt_empirical_full_min 0.408