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_1569336
_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         'C13 H8 F10 N2 Ni'
_chemical_formula_sum            'C13 H8 F10 N2 Ni'
_chemical_formula_weight         440.92
_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             2022-03-15
_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                90
_cell_angle_beta                 139.278(11)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   10.0066(5)
_cell_length_b                   34.6611(4)
_cell_length_c                   13.2116(7)
_cell_measurement_reflns_used    61049
_cell_measurement_temperature    100
_cell_measurement_theta_max      33.5180
_cell_measurement_theta_min      2.4490
_cell_volume                     2989.4(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 0.999
_diffrn_measured_fraction_theta_max 0.974
_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    -76.00  47.00   0.50    7.36    --   13.90 -77.00 150.00  246
  2  \w    -76.00  39.00   0.50    7.36    --   13.90 -38.00 -30.00  230
  3  \w   -104.00  11.00   0.50    7.36    --  -14.60 -38.00 -60.00  230
  4  \w    -42.00  75.00   0.50    7.36    --  -14.60  57.00   0.00  234
  5  \w    -76.00  37.00   0.50    7.36    --   13.90 -82.00 120.00  226
  6  \w    -20.00 103.00   0.50    7.36    --   13.90  79.00  67.00  246
  7  \w    -20.00 103.00   0.50    7.36    --   13.90  77.00-150.00  246
  8  \w    -40.00  75.00   0.50    7.36    --  -14.60  38.00-120.00  230
  9  \w    -50.00  75.00   0.50    7.36    --  -14.60  82.00  30.00  250
 10  \w    -40.00  75.00   0.50    7.36    --  -14.60  43.00 -79.00  230
;
_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      -0.0352047000
_diffrn_orient_matrix_UB_12      -0.0038787000
_diffrn_orient_matrix_UB_13      -0.0699725000
_diffrn_orient_matrix_UB_21      0.0090554000
_diffrn_orient_matrix_UB_22      0.0198521000
_diffrn_orient_matrix_UB_23      -0.0070244000
_diffrn_orient_matrix_UB_31      0.1023948000
_diffrn_orient_matrix_UB_32      -0.0030945000
_diffrn_orient_matrix_UB_33      0.0427348000
_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  0.0889
_diffrn_reflns_av_unetI/netI     0.0369
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       54
_diffrn_reflns_limit_k_min       -54
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            133245
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.963
_diffrn_reflns_theta_min         2.363
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.413
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.48156
_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 yellowish'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_density_diffrn    1.959
_exptl_crystal_description       block
_exptl_crystal_F_000             1744
_exptl_crystal_size_max          0.196
_exptl_crystal_size_mid          0.108
_exptl_crystal_size_min          0.102
_refine_diff_density_max         1.110
_refine_diff_density_min         -0.932
_refine_diff_density_rms         0.096
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.145
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     655
_refine_ls_number_reflns         11667
_refine_ls_number_restraints     336
_refine_ls_restrained_S_all      1.143
_refine_ls_R_factor_all          0.0606
_refine_ls_R_factor_gt           0.0537
_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^)+(0.0264P)^2^+6.0408P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1224
_refine_ls_wR_factor_ref         0.1251
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10536
_reflns_number_total             11667
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc01861j3.cif
_cod_data_source_block           jk1117a
_cod_original_cell_volume        2989.4(5)
_cod_database_code               1569336
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         C13H18F10N2Ni1
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.6719(10)
 0.3281(10)
2. 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
3. Rigid body (RIGU) restrains
 N5, N6, N7, N8, C12, C15, C18, C19, C21, C23, C24, C25, C26, C27, C28, C29,
 C30, C31, C32, C42
 with sigma for 1-2 distances of 0.0004 and sigma for 1-3 distances of 0.0004
 N1, N2, N3, N4, C9, C10, C11, C13, C14, C16, C17, C20, C22, C33, C34, C35,
 C36, C37, C38, C39, C40, C41
 with sigma for 1-2 distances of 0.0004 and sigma for 1-3 distances of 0.0004
4. Others
 Sof(N3)=Sof(N4)=Sof(C33)=Sof(H33)=Sof(C34)=Sof(H34)=Sof(C35)=Sof(H35)=
 Sof(C36)=Sof(C37)=Sof(C38)=Sof(H38A)=Sof(H38B)=Sof(H38C)=Sof(C39)=Sof(H39)=
 Sof(C40)=Sof(C41)=Sof(H41)=Sof(N7)=Sof(N8)=Sof(H12A)=Sof(H19A)=Sof(C27)=
 Sof(H27)=Sof(C28)=Sof(H28A)=Sof(H28B)=Sof(H28C)=Sof(C29)=Sof(C30)=Sof(C31)=
 Sof(H31)=Sof(C32)=Sof(H32)=Sof(C42)=1-FVAR(1)
 Sof(N1)=Sof(N2)=Sof(C9)=Sof(H9A)=Sof(H9B)=Sof(H9C)=Sof(C10)=Sof(H10)=Sof(C11)=
 Sof(C13)=Sof(H13)=Sof(C14)=Sof(H14)=Sof(C16)=Sof(H16)=Sof(C17)=Sof(H17)=
 Sof(C20)=Sof(C22)=Sof(N5)=Sof(N6)=Sof(H12)=Sof(C15)=Sof(C18)=Sof(H18)=Sof(H19)=
 Sof(C21)=Sof(C23)=Sof(H23)=Sof(C24)=Sof(H24)=Sof(C25)=Sof(C26)=Sof(H26A)=
 Sof(H26B)=Sof(H26C)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C13(H13), C14(H14), C16(H16), C17(H17), C33(H33), C34(H34),
 C35(H35), C39(H39), C41(H41), C12(H12), C12(H12A), C18(H18), C19(H19),
 C19(H19A), C23(H23), C24(H24), C27(H27), C31(H31), C32(H32)
5.b Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C38(H38A,H38B,H38C), C26(H26A,H26B,H26C), C28(H28A,H28B,H28C)
;
_shelx_res_checksum              89832
_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 1.459
_oxdiff_exptl_absorpt_empirical_full_min 0.536