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_1569345
_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         'C24 H18 F22 N2 Ni2 O5'
_chemical_formula_sum            'C24 H18 F22 N2 Ni2 O5'
_chemical_formula_weight         949.82
_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             2022-03-16
_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                99.235(3)
_cell_angle_beta                 93.899(3)
_cell_angle_gamma                94.115(4)
_cell_formula_units_Z            4
_cell_length_a                   12.2434(3)
_cell_length_b                   13.7951(3)
_cell_length_c                   19.1053(4)
_cell_measurement_reflns_used    25632
_cell_measurement_temperature    100
_cell_measurement_theta_max      79.2160
_cell_measurement_theta_min      3.2640
_cell_volume                     3166.45(13)
_computing_cell_refinement       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_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                 'CCD plate'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.994
_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     22.00 139.00   0.50   21.00    --   49.60  57.00 -30.00  234
  2  \w    -40.00  85.00   0.50   21.00    --   49.60 -19.00 150.00  250
  3  \w    -40.00  85.00   0.50   21.00    --   49.60 -82.00-120.00  250
  4  \w     24.00 139.00   0.50   21.00    --   49.60  38.00  90.00  230
  5  \w    -40.00  85.00   0.50   21.00    --   49.60 -82.00 150.00  250
  6  \w     22.00 139.00   0.50   21.00    --   49.60  57.00   0.00  234
  7  \w     14.00 139.00   0.50   21.00    --   49.60  19.00  60.00  250
  8  \w     21.00 146.00   0.50  120.00    --  110.20 -82.00 150.00  250
  9  \w     75.00 200.00   0.50  120.00    --  110.20  82.00 120.00  250
 10  \w     21.00 146.00   0.50  120.00    --  110.20 -82.00  30.00  250
 11  \w     21.00 146.00   0.50  120.00    --  110.20 -82.00-150.00  250
 12  \w     21.00 139.00   0.50  120.00    --  110.20 -61.00-150.00  236
 13  \w     21.00 146.00   0.50  120.00    --  110.20 -82.00 120.00  250
 14  \w     21.00 156.00   0.50  120.00    --  110.20 -15.00-150.00  270
 15  \w     21.00 138.00   0.50  120.00    --  110.20 -30.00-120.00  234
 16  \w     65.00 200.00   0.50  120.00    --  110.20  15.00-120.00  270
 17  \w     21.00 138.00   0.50  120.00    --  110.20 -30.00  90.00  234
 18  \w     21.00 146.00   0.50  120.00    --  110.20 -82.00 -60.00  250
 19  \w     21.00 146.00   0.50  120.00    --  110.20 -82.00 -90.00  250
 20  \w     21.00  83.50   0.50  120.00    --  110.20 -82.00  60.00  125
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual offset/far'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1263867000
_diffrn_orient_matrix_UB_12      -0.0034845000
_diffrn_orient_matrix_UB_13      -0.0057748000
_diffrn_orient_matrix_UB_21      -0.0034346000
_diffrn_orient_matrix_UB_22      -0.0545903000
_diffrn_orient_matrix_UB_23      -0.0771711000
_diffrn_orient_matrix_UB_31      -0.0058148000
_diffrn_orient_matrix_UB_32      -0.0994960000
_diffrn_orient_matrix_UB_33      0.0270006000
_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  0.0782
_diffrn_reflns_av_unetI/netI     0.0491
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            51998
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         81.035
_diffrn_reflns_theta_min         3.631
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.096
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81090
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019)
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    1.992
_exptl_crystal_description       block
_exptl_crystal_F_000             1880
_exptl_crystal_size_max          0.043
_exptl_crystal_size_mid          0.034
_exptl_crystal_size_min          0.022
_refine_diff_density_max         1.216
_refine_diff_density_min         -1.823
_refine_diff_density_rms         0.125
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     995
_refine_ls_number_reflns         13390
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0827
_refine_ls_R_factor_gt           0.0694
_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^)+(0.1150P)^2^+4.8955P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1911
_refine_ls_wR_factor_ref         0.2021
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10553
_reflns_number_total             13390
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc01861j3.cif
_cod_data_source_block           jk1252
_cod_database_code               1569345
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         C20H12N4O2Ni1F10
_shelx_estimated_absorpt_t_max   0.935
_shelx_estimated_absorpt_t_min   0.878
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B), C25(H25A,H25B), C26(H26A,H26B), C27(H27A,H27B), C45(H45A,
 H45B), C46(H46A,H46B), C47(H47A,H47B), C48(H48A,H48B)
2.b Aromatic/amide H refined with riding coordinates:
 C16(H16), C17(H17), C20(H20), C21(H21), C37(H37), C38(H38), C41(H41), C42(H42)
2.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C23(H23A,H23B,H23C), C35(H35A,H35B,H35C), C44(H44A,H44B,
 H44C)
;
_shelx_res_checksum              4721
_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 2.830
_oxdiff_exptl_absorpt_empirical_full_min 0.557