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#$Date: 2021-09-06 15:03:36 +0300 (Mon, 06 Sep 2021) $
#$Revision: 268869 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/03/7060337.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7060337
loop_
_publ_author_name
'Ertler, Daniel'
'Kuntze-Fechner, Maximilian W.'
'Dürr, Simon'
'Lubitz, Katharina'
'Radius, Udo'
_publ_section_title
;
 C--F bond activation of perfluorinated arenes using NHC-stabilized cobalt
 half-sandwich complexes
;
_journal_issue                   33
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              14999
_journal_page_last               15016
_journal_paper_doi               10.1039/D0NJ06137A
_journal_volume                  45
_journal_year                    2021
_chemical_formula_moiety         'C26 H26 Co2 F6 N4'
_chemical_formula_sum            'C26 H26 Co2 F6 N4'
_chemical_formula_weight         626.37
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/1
_audit_update_record
;
2020-12-15 deposited with the CCDC.	2021-01-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.29(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.6744(19)
_cell_length_b                   13.994(3)
_cell_length_c                   18.907(4)
_cell_measurement_reflns_used    6921
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.07
_cell_measurement_theta_min      2.60
_cell_volume                     2501.0(9)
_computing_cell_refinement       'STOE X-AREA'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'STOE IPDS 1'
_diffrn_measurement_method       rotation
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0157
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       0
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            4847
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.106
_diffrn_reflns_theta_min         2.600
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.395
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.664
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1272
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.355
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         2490
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0314
_refine_ls_R_factor_gt           0.0279
_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/[σ²(Fo²)+(0.0392P)²+2.2130P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0719
_refine_ls_wR_factor_ref         0.0742
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2243
_reflns_number_total             2490
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0nj06137a2.cif
_cod_data_source_block           compound_13
_cod_depositor_comments
'Adding full bibliography for 7060330--7060340.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7060337
_shelx_shelxl_version_number     2018/1
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co Co 0.12436(2) 0.66113(2) 0.15228(2) 0.02403(10) Uani 1 1 d . . . . .
C1 C 0.0262(2) 0.74040(13) 0.07604(10) 0.0273(4) Uani 1 1 d . . . . .
N1 N 0.01445(19) 0.83701(11) 0.07706(10) 0.0333(4) Uani 1 1 d . . . . .
F1 F -0.12279(11) 0.75317(8) 0.18385(6) 0.0299(3) Uani 1 1 d . . . . .
N2 N -0.04448(18) 0.71575(12) 0.00845(9) 0.0330(4) Uani 1 1 d . . . . .
C2 C -0.0653(2) 0.87033(18) 0.01188(13) 0.0435(6) Uani 1 1 d . . . . .
H2A H -0.089211 0.935030 -0.000113 0.052 Uiso 1 1 calc R U . . .
F2 F -0.16475(12) 0.58482(8) 0.11758(6) 0.0327(3) Uani 1 1 d . . . . .
C3 C -0.1019(2) 0.79469(18) -0.03070(13) 0.0436(6) Uani 1 1 d . . . . .
H3A H -0.156998 0.795026 -0.078735 0.052 Uiso 1 1 calc R U . . .
F3 F -0.03935(14) 0.42202(8) 0.17696(6) 0.0381(3) Uani 1 1 d . . . . .
C4 C 0.0770(3) 0.89839(16) 0.13785(14) 0.0446(6) Uani 1 1 d . . . . .
H4A H 0.094771 0.860940 0.182670 0.067 Uiso 1 1 calc R U . . .
H4B H 0.011807 0.950797 0.141684 0.067 Uiso 1 1 calc R U . . .
H4C H 0.166444 0.924663 0.130013 0.067 Uiso 1 1 calc R U . . .
C5 C -0.0576(3) 0.61902(17) -0.02022(12) 0.0440(6) Uani 1 1 d . . . . .
H5A H -0.022508 0.573605 0.018943 0.066 Uiso 1 1 calc R U . . .
H5B H -0.002040 0.612855 -0.057668 0.066 Uiso 1 1 calc R U . . .
H5C H -0.157274 0.605372 -0.041255 0.066 Uiso 1 1 calc R U . . .
C11 C 0.2760(2) 0.55213(16) 0.16721(13) 0.0420(5) Uani 1 1 d . . . . .
H11A H 0.256221 0.481994 0.167259 0.050 Uiso 1 1 calc R U . . .
C12 C 0.2895(2) 0.60673(18) 0.10689(14) 0.0456(6) Uani 1 1 d . . . . .
H12A H 0.280952 0.582926 0.056269 0.055 Uiso 1 1 calc R U . . .
C13 C 0.3207(2) 0.70261(18) 0.13169(14) 0.0447(6) Uani 1 1 d . . . . .
H13A H 0.336948 0.757866 0.100928 0.054 Uiso 1 1 calc R U . . .
C14 C 0.3289(2) 0.70559(17) 0.20631(13) 0.0405(5) Uani 1 1 d . . . . .
H14A H 0.351992 0.762801 0.238338 0.049 Uiso 1 1 calc R U . . .
C15 C 0.2987(2) 0.61280(17) 0.22815(13) 0.0393(5) Uani 1 1 d . . . . .
H15A H 0.297994 0.592745 0.278836 0.047 Uiso 1 1 calc R U . . .
C20 C -0.01841(19) 0.68355(13) 0.21000(10) 0.0228(4) Uani 1 1 d . . . . .
C21 C -0.03892(19) 0.59384(14) 0.17118(10) 0.0247(4) Uani 1 1 d . . . . .
C22 C -0.0175(2) 0.50582(13) 0.21429(10) 0.0252(4) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Co C21 97.36(8) . . ?
C1 Co C20 91.79(8) . . ?
C21 Co C20 43.59(8) . . ?
C1 Co C15 155.71(9) . . ?
C21 Co C15 106.74(8) . . ?
C20 Co C15 103.41(8) . . ?
C1 Co C11 138.48(9) . . ?
C21 Co C11 101.34(9) . . ?
C20 Co C11 126.76(9) . . ?
C15 Co C11 39.49(9) . . ?
C1 Co C13 91.35(9) . . ?
C21 Co C13 166.92(9) . . ?
C20 Co C13 146.25(9) . . ?
C15 Co C13 65.51(9) . . ?
C11 Co C13 65.86(9) . . ?
C1 Co C12 101.59(9) . . ?
C21 Co C12 128.14(10) . . ?
C20 Co C12 165.67(9) . . ?
C15 Co C12 65.83(10) . . ?
C11 Co C12 38.96(9) . . ?
C13 Co C12 39.78(10) . . ?
C1 Co C14 117.26(9) . . ?
C21 Co C14 140.25(8) . . ?
C20 Co C14 112.41(9) . . ?
C15 Co C14 39.29(9) . . ?
C11 Co C14 65.99(9) . . ?
C13 Co C14 38.68(10) . . ?
C12 Co C14 65.90(10) . . ?
N1 C1 N2 103.84(17) . . ?
N1 C1 Co 126.82(15) . . ?
N2 C1 Co 129.32(15) . . ?
C1 N1 C2 110.76(19) . . ?
C1 N1 C4 125.15(18) . . ?
C2 N1 C4 124.09(19) . . ?
C1 N2 C3 111.47(18) . . ?
C1 N2 C5 125.00(17) . . ?
C3 N2 C5 123.53(19) . . ?
C3 C2 N1 107.2(2) . . ?
C3 C2 H2A 126.4 . . ?
N1 C2 H2A 126.4 . . ?
C2 C3 N2 106.7(2) . . ?
C2 C3 H3A 126.7 . . ?
N2 C3 H3A 126.7 . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N2 C5 H5A 109.5 . . ?
N2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C12 C11 C15 108.1(2) . . ?
C12 C11 Co 71.16(13) . . ?
C15 C11 Co 69.77(12) . . ?
C12 C11 H11A 125.9 . . ?
C15 C11 H11A 125.9 . . ?
Co C11 H11A 125.9 . . ?
C11 C12 C13 107.1(2) . . ?
C11 C12 Co 69.88(12) . . ?
C13 C12 Co 69.74(12) . . ?
C11 C12 H12A 126.5 . . ?
C13 C12 H12A 126.5 . . ?
Co C12 H12A 126.5 . . ?
C14 C13 C12 108.7(2) . . ?
C14 C13 Co 71.35(13) . . ?
C12 C13 Co 70.48(12) . . ?
C14 C13 H13A 125.6 . . ?
C12 C13 H13A 125.6 . . ?
Co C13 H13A 125.6 . . ?
C13 C14 C15 107.3(2) . . ?
C13 C14 Co 69.97(13) . . ?
C15 C14 Co 68.93(12) . . ?
C13 C14 H14A 126.4 . . ?
C15 C14 H14A 126.4 . . ?
Co C14 H14A 126.4 . . ?
C11 C15 C14 108.7(2) . . ?
C11 C15 Co 70.74(12) . . ?
C14 C15 Co 71.78(12) . . ?
C11 C15 H15A 125.6 . . ?
C14 C15 H15A 125.6 . . ?
Co C15 H15A 125.6 . . ?
F1 C20 C21 114.19(15) . . ?
F1 C20 C20 110.87(14) . 2 ?
C21 C20 C20 119.76(10) . 2 ?
F1 C20 Co 116.81(11) . . ?
C21 C20 Co 67.36(10) . . ?
C20 C20 Co 121.67(17) 2 . ?
F2 C21 C20 116.44(15) . . ?
F2 C21 C22 108.75(15) . . ?
C20 C21 C22 117.31(15) . . ?
F2 C21 Co 121.52(12) . . ?
C20 C21 Co 69.05(10) . . ?
C22 C21 Co 119.10(13) . . ?
C22 C22 F3 120.52(9) 2 . ?
C22 C22 C21 122.91(10) 2 . ?
F3 C22 C21 116.55(15) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co C1 1.9045(19) . ?
Co C21 1.9364(19) . ?
Co C20 1.9594(19) . ?
Co C15 2.081(2) . ?
Co C11 2.093(2) . ?
Co C13 2.100(2) . ?
Co C12 2.110(2) . ?
Co C14 2.118(2) . ?
C1 N1 1.357(3) . ?
C1 N2 1.359(3) . ?
N1 C2 1.388(3) . ?
N1 C4 1.459(3) . ?
F1 C20 1.414(2) . ?
N2 C3 1.379(3) . ?
N2 C5 1.454(3) . ?
C2 C3 1.332(4) . ?
C2 H2A 0.9500 . ?
F2 C21 1.414(2) . ?
C3 H3A 0.9500 . ?
F3 C22 1.362(2) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C11 C12 1.402(3) . ?
C11 C15 1.410(3) . ?
C11 H11A 1.0000 . ?
C12 C13 1.432(4) . ?
C12 H12A 1.0000 . ?
C13 C14 1.397(4) . ?
C13 H13A 1.0000 . ?
C14 C15 1.412(3) . ?
C14 H14A 1.0000 . ?
C15 H15A 1.0000 . ?
C20 C21 1.446(3) . ?
C20 C20 1.478(4) 2 ?
C21 C22 1.467(3) . ?
C22 C22 1.320(4) 2 ?
