Electrocatalytic reactivity of imine/oxime-type cobalt complex for direct perfluoroalkylation of indole and aniline derivatives.
Cui, Luxia; Ono, Toshikazu; Morita, Yoshitsugu; Hisaeda, Yoshio; Dalton transactions (Cambridge, England : 2003) 49 (2020) 7546–7551; doi:10.1039/d0dt01377c

data_7704447
_publ_section_title
;
 Electrocatalytic reactivity of imine/oxime-type cobalt complex for direct
 perfluoroalkylation of indole and aniline derivatives.
;
_journal_issue                   22
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              7546
_journal_page_last               7551
_journal_paper_doi               10.1039/d0dt01377c
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C17 H31 Br2 Co N4 O2'
_chemical_formula_sum            'C17 H31 Br2 Co N4 O2'
_chemical_formula_weight         542.21
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2019-09-05
_audit_creation_method
;
Olex2 1.2-ac3
(compiled 2017.02.24 svn.r3390 for Rigaku Oxford Diffraction, GUI svn.r5318)
;
_audit_update_record
;
2019-09-05 deposited with the CCDC.	2020-05-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.892(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.0534(6)
_cell_length_b                   15.0332(12)
_cell_length_c                   17.7379(13)
_cell_measurement_reflns_used    2973
_cell_measurement_temperature    93
_cell_measurement_theta_max      33.1140
_cell_measurement_theta_min      3.4220
_cell_volume                     2121.7(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.32e (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32e (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32e (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      93
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1.000
_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    -64.00 119.00   1.00    8.78    --   30.00  54.00 120.00  183
  2  \w    -18.00   9.00   1.00    8.78    --   30.00  54.00  60.00   27
  3  \w      7.00  59.00   1.00    8.78    --   30.00  54.00  30.00   52
;
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0573769000
_diffrn_orient_matrix_UB_12      -0.0020506000
_diffrn_orient_matrix_UB_13      0.0265821000
_diffrn_orient_matrix_UB_21      -0.0671266000
_diffrn_orient_matrix_UB_22      -0.0066420000
_diffrn_orient_matrix_UB_23      -0.0303654000
_diffrn_orient_matrix_UB_31      0.0120050000
_diffrn_orient_matrix_UB_32      -0.0466620000
_diffrn_orient_matrix_UB_33      0.0031433000
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_av_unetI/netI     0.0458
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            9584
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         2.643
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    4.594
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.38516
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.32e (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.697
_exptl_crystal_description       block
_exptl_crystal_F_000             1096
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.667
_refine_diff_density_min         -0.716
_refine_diff_density_rms         0.139
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.173
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         4331
_refine_ls_number_restraints     30
_refine_ls_restrained_S_all      1.169
_refine_ls_R_factor_all          0.0538
_refine_ls_R_factor_gt           0.0464
_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^)+(0.0260P)^2^+16.1710P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1206
_refine_ls_wR_factor_ref         0.1250
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3778
_reflns_number_total             4331
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0dt01377c2.cif
_cod_data_source_block           ono034
_cod_depositor_comments
'Adding full bibliography for 7704447--7704448.cif.'
_cod_database_code               7704447
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H N Cu Br'
_chemical_oxdiff_usercomment     'Cui-san sample'
_shelx_estimated_absorpt_t_max   0.546
_shelx_estimated_absorpt_t_min   0.169
_diffrn_oxdiff_ac3_digest_frames
;
01a0086d439651c17486cac05d8ffb48a0002622b26
;
_diffrn_oxdiff_ac3_digest_hkl
;
01b6686dd2677bc7e50fcfed49679914a296d6
;
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C00H) \\sim Ueq, Uanis(C00P) \\sim Ueq, Uanis(C00R) \\sim Ueq: with sigma
of 0.001 and sigma for terminal atoms of 0.002
Uanis(C00H) \\sim Ueq, Uanis(C0AA) \\sim Ueq, Uanis(C00S) \\sim Ueq: with sigma
of 0.001 and sigma for terminal atoms of 0.002
3. Others
 Sof(H00I)=Sof(H00J)=Sof(C0AA)=Sof(H0AA)=Sof(H0AB)=Sof(C00S)=Sof(H1AA)=Sof(HE)=
 Sof(HF)=1-FVAR(1)
 Sof(H00G)=Sof(H00H)=Sof(C00P)=Sof(H00Z)=Sof(HB)=Sof(C00R)=Sof(H00)=Sof(HC)=
 Sof(HD)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C00B(H00A,H00B), C00E(H00C,H00D), C00F(H00E,H00F), C00H(H00G,H00H), C00H(H00I,
 H00J), C00I(H00K,H00L), C00K(H00P,H00Q), C00L(H00R,H00S), C00N(H00W,H00X),
 C00P(H00Z,HB), C0AA(H0AA,H0AB)
4.b Idealised Me refined as rotating group:
 C00J(H00M,H00N,H00O), C00M(H00T,H00U,H00V), C00O(H00Y,H,HA), C00R(H00,HC,HD),
 C00S(H1AA,HE,HF)
;
_shelx_res_checksum              50140
_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 2.371
_oxdiff_exptl_absorpt_empirical_full_min 0.755