Oxygen transfer reactivity mediated by nickel perfluoroalkyl complexes using molecular oxygen as a terminal oxidant
Deolka, Shubham; Govindarajan, R.; Khaskin, Eugene; Vasylevskyi, Serhii; Bahri, Janet; Fayzullin, Robert R.; Roy, Michael C.; Khusnutdinova, Julia R.; Chemical Science 14 (2023) 7026–7035; doi:10.1039/D3SC01861J

data_1569342
_publ_section_title
;
 Oxygen transfer reactivity mediated by nickel perfluoroalkyl complexes
 using molecular oxygen as a terminal oxidant
;
_journal_issue                   25
_journal_name_full               'Chemical Science'
_journal_page_first              7026
_journal_page_last               7035
_journal_paper_doi               10.1039/D3SC01861J
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C26 H20 F14 N4 Ni'
_chemical_formula_sum            'C26 H20 F14 N4 Ni'
_chemical_formula_weight         713.17
_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             2022-02-17
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2023-02-14 deposited with the CCDC.	2023-06-05 downloaded from the CCDC.
;
_cell_angle_alpha                110.183(4)
_cell_angle_beta                 114.583(4)
_cell_angle_gamma                99.410(4)
_cell_formula_units_Z            1
_cell_length_a                   9.3627(4)
_cell_length_b                   9.4114(4)
_cell_length_c                   9.5203(3)
_cell_measurement_reflns_used    4237
_cell_measurement_temperature    100
_cell_measurement_theta_max      77.5140
_cell_measurement_theta_min      5.3710
_cell_volume                     668.08(7)
_computing_cell_refinement       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.997
_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     24.00 139.00   0.50    4.28    --   49.60  38.00-180.00  230
  2  \w    -40.00  75.00   0.50    4.28    --   49.60 -38.00 -30.00  230
  3  \w    -40.00  85.00   0.50    4.28    --   49.60 -82.00 150.00  250
  4  \w     24.00 139.00   0.50    4.28    --   49.60  38.00 -90.00  230
  5  \w     22.00 139.00   0.50    4.28    --   49.60  57.00 -30.00  234
  6  \w     24.00 139.00   0.50    4.28    --   49.60  38.00-120.00  230
  7  \w     83.00 200.00   0.50   19.00    --  110.20  30.00   0.00  234
  8  \w     85.00 200.00   0.50   19.00    --  110.20  45.00 -90.00  230
  9  \w     21.00 146.00   0.50   19.00    --  110.20 -82.00   0.00  250
 10  \w     21.00 146.00   0.50   19.00    --  110.20 -82.00  90.00  250
 11  \w     21.00 146.00   0.50   19.00    --  110.20 -82.00-120.00  250
 12  \w     21.00 146.00   0.50   19.00    --  110.20 -82.00 -60.00  250
 13  \w     21.00 146.00   0.50   19.00    --  110.20 -82.00  60.00  250
 14  \w     83.00 200.00   0.50   19.00    --  110.20  30.00  30.00  234
 15  \w     21.00 136.00   0.50   19.00    --  110.20 -45.00  90.00  230
 16  \w     21.00 139.00   0.50   19.00    --  110.20 -61.00  90.00  236
 17  \w     21.00 146.00   0.50   19.00    --  110.20 -82.00-180.00  250
 18  \w     21.00 146.00   0.50   19.00    --  110.20 -82.00  30.00  250
 19  \w     85.00 200.00   0.50   19.00    --  110.20  45.00 -60.00  230
 20  \w     77.00 200.00   0.50   19.00    --  110.20  77.00   0.00  246
 21  \w     82.00 200.00   0.50   19.00    --  110.20  61.00-120.00  236
 22  \w     65.00 200.00   0.50   19.00    --  110.20  15.00 150.00  270
 23  \w     14.00 139.00   0.50    4.28    --   49.60  82.00   0.00  250
 24  \w     14.00 139.00   0.50    4.28    --   49.60  82.00 120.00  250
 25  \w     14.00 114.00   0.50    4.28    --   49.60  82.00-120.00  200
 26  \w     16.00 139.00   0.50    4.28    --   49.60  77.00  60.00  246
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1525362000
_diffrn_orient_matrix_UB_12      0.1587659000
_diffrn_orient_matrix_UB_13      0.0983053000
_diffrn_orient_matrix_UB_21      0.1030840000
_diffrn_orient_matrix_UB_22      -0.0965715000
_diffrn_orient_matrix_UB_23      -0.0517087000
_diffrn_orient_matrix_UB_31      -0.0609355000
_diffrn_orient_matrix_UB_32      0.0200816000
_diffrn_orient_matrix_UB_33      -0.1668682000
_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  0.0770
_diffrn_reflns_av_unetI/netI     0.0460
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            13511
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.102
_diffrn_reflns_theta_min         5.367
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.211
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.32641
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.115a (Rigaku Oxford Diffraction, 2021)
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    1.773
_exptl_crystal_description       block
_exptl_crystal_F_000             358
_exptl_crystal_size_max          0.137
_exptl_crystal_size_mid          0.098
_exptl_crystal_size_min          0.092
_refine_diff_density_max         1.124
_refine_diff_density_min         -0.437
_refine_diff_density_rms         0.098
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         2616
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.091
_refine_ls_R_factor_all          0.0598
_refine_ls_R_factor_gt           0.0544
_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^)+(0.1015P)^2^+0.4628P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1526
_refine_ls_wR_factor_ref         0.1568
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2361
_reflns_number_total             2616
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc01861j3.cif
_cod_data_source_block           jk1107
_cod_original_cell_volume        668.08(5)
_cod_database_code               1569342
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         C20H22N4Ni1F15
_shelx_estimated_absorpt_t_max   0.822
_shelx_estimated_absorpt_t_min   0.752
_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. Uiso/Uaniso restraints and constraints
F1 \\sim C1A \\sim C1B: within 2A with sigma of 0.002 and sigma for terminal
atoms of 0.004 within 2A
3. Others
 Sof(C1B)=1-FVAR(1)
 Sof(C1A)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C10(H10), C11(H11)
4.b Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C13(H13A,H13B,H13C)
;
_shelx_res_checksum              5148
_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 4.023
_oxdiff_exptl_absorpt_empirical_full_min 0.306