Atom-efficient arylation of <i>N</i>-tosylimines mediated by cooperative ZnAr<sub>2</sub>/Zn(C<sub>6</sub>F<sub>5</sub>)<sub>2</sub> combinations.
Borys, Andryj M.; Kunzmann, Tim; Gil-Negrete, Jose M; Hevia, Eva; Chemical communications (Cambridge, England) 59 (2023) 7583–7586; doi:10.1039/d3cc01490h

data_7131636
_publ_section_title
;
 Atom-efficient arylation of <i>N</i>-tosylimines mediated by cooperative
 ZnAr<sub>2</sub>/Zn(C<sub>6</sub>F<sub>5</sub>)<sub>2</sub> combinations.
;
_journal_issue                   49
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              7583
_journal_page_last               7586
_journal_paper_doi               10.1039/d3cc01490h
_journal_volume                  59
_journal_year                    2023
_chemical_formula_moiety         'C26 H13 F10 N O2 S Zn'
_chemical_formula_sum            'C26 H13 F10 N O2 S Zn'
_chemical_formula_weight         658.80
_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             2020-10-02
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_audit_update_record
;
2023-03-25 deposited with the CCDC.	2023-05-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.2700(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.67120(10)
_cell_length_b                   16.99090(10)
_cell_length_c                   12.47900(10)
_cell_measurement_reflns_used    16367
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      79.7330
_cell_measurement_theta_min      7.5780
_cell_volume                     2472.70(3)
_computing_cell_refinement       'CrysAlisPro 1.171.41.81a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.81a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.81a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/4 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_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    -20.00  77.00   0.50    0.59    --   47.83 -88.00-149.00  194
  2  \w     42.00 143.00   0.50    1.94    --  113.25 -88.00-149.00  202
  3  \w    101.00 171.00   0.50    1.94    --  113.25  88.00 -32.00  140
  4  \w    -35.00  52.00   0.50    0.59    --  -21.00  45.00  30.00  174
  5  \w    -69.00 -12.00   0.50    0.59    --  -21.00 125.00 120.00  114
  6  \w    -69.00 -12.00   0.50    0.59    --  -21.00 125.00  60.00  114
  7  \w    -69.00 -12.00   0.50    0.59    --  -21.00 125.00-150.00  114
  8  \w    -49.00  43.00   0.50    0.59    --  -21.00  88.00 -32.00  184
  9  \w    -27.00  23.00   0.50    0.59    --   47.83 -19.00-150.00  100
 10  \w     42.00  68.00   0.50    1.94    --  113.25 -61.00 120.00   52
 11  \w     42.00  68.00   0.50    1.94    --  113.25 -61.00-150.00   52
 12  \w     99.00 171.00   0.50    1.94    --  113.25  45.00 -90.00  144
 13  \w     42.00 102.00   0.50    1.94    --  113.25 -77.00 120.00  120
 14  \w     99.00 171.00   0.50    1.94    --  113.25  30.00 -60.00  144
 15  \w     42.00 102.00   0.50    1.94    --  113.25 -77.00 -30.00  120
 16  \w     42.00  68.00   0.50    1.94    --  113.25 -61.00-120.00   52
 17  \w     42.00  68.00   0.50    1.94    --  113.25 -61.00 -30.00   52
 18  \w     95.00 171.00   0.50    1.94    --  113.25 125.00 150.00  152
 19  \w     99.00 171.00   0.50    1.94    --  113.25  45.00 150.00  144
 20  \w     42.00 102.00   0.50    1.94    --  113.25 -77.00 -60.00  120
 21  \w     42.00  68.00   0.50    1.94    --  113.25 -61.00 -90.00   52
 22  \w     42.00  68.00   0.50    1.94    --  113.25 -61.00 150.00   52
 23  \w     42.00 102.00   0.50    1.94    --  113.25 -77.00-120.00  120
 24  \w     90.00 171.00   0.50    1.94    --  113.25  77.00  60.00  162
 25  \w     42.00  68.00   0.50    1.94    --  113.25 -61.00  30.00   52
 26  \w     42.00 106.00   0.50    1.94    --  113.25 -94.00 120.00  128
 27  \w     42.00  68.00   0.50    1.94    --  113.25 -61.00  90.00   52
 28  \w     25.00 110.00   0.50    0.59    --   47.83  77.00   0.00  170
 29  \w     25.00 121.00   0.50    0.59    --   47.83  77.00-120.00  192
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0083955000
_diffrn_orient_matrix_UB_12      0.0013752000
_diffrn_orient_matrix_UB_13      0.1228772000
_diffrn_orient_matrix_UB_21      0.0571710000
_diffrn_orient_matrix_UB_22      0.0817265000
_diffrn_orient_matrix_UB_23      0.0038146000
_diffrn_orient_matrix_UB_31      -0.1187919000
_diffrn_orient_matrix_UB_32      0.0392419000
_diffrn_orient_matrix_UB_33      -0.0122905000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_unetI/netI     0.0100
_diffrn_reflns_Laue_measured_fraction_full 1.000
_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       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            45935
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.808
_diffrn_reflns_theta_min         4.398
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.133
_exptl_absorpt_correction_T_max  0.718
_exptl_absorpt_correction_T_min  0.459
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.81a (Rigaku Oxford Diffraction, 2020)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.770
_exptl_crystal_description       block
_exptl_crystal_F_000             1312
_exptl_crystal_size_max          0.333
_exptl_crystal_size_mid          0.162
_exptl_crystal_size_min          0.137
_refine_diff_density_max         0.835
_refine_diff_density_min         -0.651
_refine_diff_density_rms         0.089
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.154
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     372
_refine_ls_number_reflns         45935
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.154
_refine_ls_R_factor_all          0.0536
_refine_ls_R_factor_gt           0.0430
_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^)+(0.1466P)^2^+2.0933P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1517
_refine_ls_wR_factor_ref         0.2183
_reflns_Friedel_coverage         0.000
_reflns_number_gt                43344
_reflns_number_total             45935
_reflns_threshold_expression     'I > 2\s(I)'
_twin_special_details
;
Component 2 rotated by 179.9880\% 
around [-0.00 -0.00 1.00] (reciprocal) or [0.04 -0.00 1.00] (direct)
;
_cod_data_source_file            d3cc01490h2.cif
_cod_data_source_block           twin_twin1_hklf4
_cod_depositor_comments
'Adding full bibliography for 7131634--7131637.cif.'
_cod_database_code               7131636
_shelx_shelxl_version_number     2016/4
_chemical_oxdiff_formula         'C104 H52 F40 N4 O8 S4 Zn4 '
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.6566(15)
 0.3434(15)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C7(H7), C13(H13), C12(H12), C10(H10), C1(H1), C5(H5), C4(H4), C6(H6),
 C3(H3)
3.b Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C)
;
_shelx_res_checksum              53347
_shelx_hkl_checksum              95127
_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 2.483
_oxdiff_exptl_absorpt_empirical_full_min 0.549
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2