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#$Date: 2025-08-20 17:12:52 +0300 (Wed, 20 Aug 2025) $
#$Revision: 301832 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/10/70/4107089.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_4107089
loop_
_publ_author_name
'Elliott B. Hulley'
'Peter T. Wolczanski'
'Emil B. Lobkovsky'
_publ_section_title
;
 Carbon-Carbon Bond Formation from Azaallyl and Imine Couplings about
 Metal-Metal Bonds
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              18058
_journal_page_last               18061
_journal_paper_doi               10.1021/ja207638h
_journal_volume                  133
_journal_year                    2011
_chemical_formula_sum            'C34 H36 Co2 N8'
_chemical_formula_weight         674.57
_space_group_IT_number           110
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'I 4bw -2c'
_symmetry_space_group_name_H-M   'I 41 c d'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   15.506(2)
_cell_length_b                   15.506(2)
_cell_length_c                   23.508(4)
_cell_measurement_reflns_used    4500
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      29.18
_cell_measurement_theta_min      3.06
_cell_volume                     5652.2(14)
_computing_cell_refinement       'Bruker SAINT+'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT+'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker X8 APEX II diffractometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_av_sigmaI/netI    0.0422
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            12651
_diffrn_reflns_theta_full        28.27
_diffrn_reflns_theta_max         28.27
_diffrn_reflns_theta_min         3.06
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.216
_exptl_absorpt_correction_T_max  0.8387
_exptl_absorpt_correction_T_min  0.7930
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.585
_exptl_crystal_description       block
_exptl_crystal_F_000             2800
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.272
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.018(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     249
_refine_ls_number_reflns         3483
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.0328
_refine_ls_R_factor_gt           0.0282
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0325P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0617
_refine_ls_wR_factor_ref         0.0638
_reflns_number_gt                3196
_reflns_number_total             3483
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja207638h_si_002_2.cif
_cod_data_source_block           m
_cod_original_cell_volume        5652.5(16)
_cod_database_code               4107089
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-y, x+1/2, z+1/4'
'y+1/2, -x, z+3/4'
'x, -y, z+1/2'
'-x+1/2, y+1/2, z'
'-y, -x+1/2, z+3/4'
'y+1/2, x, z+1/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1, z+1'
'-y+1/2, x+1, z+3/4'
'y+1, -x+1/2, z+5/4'
'x+1/2, -y+1/2, z+1'
'-x+1, y+1, z+1/2'
'-y+1/2, -x+1, z+5/4'
'y+1, x+1/2, z+3/4'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Co1 Co 0.593314(15) 0.010195(14) 0.098307(18) 0.01437(7) Uani 1 1 d .
N1 N 0.59340(11) 0.05541(11) 0.17327(7) 0.0167(4) Uani 1 1 d .
N2 N 0.55410(11) 0.12100(11) 0.08063(7) 0.0160(4) Uani 1 1 d .
N3 N 0.58993(11) -0.03097(11) 0.02501(8) 0.0155(4) Uani 1 1 d .
N4 N 0.64749(10) -0.10172(11) 0.11169(7) 0.0156(3) Uani 1 1 d .
C1 C 0.59983(14) 0.01500(16) 0.22455(11) 0.0225(5) Uani 1 1 d .
H1 H 0.6058(15) -0.0491(19) 0.2244(11) 0.029(7) Uiso 1 1 d .
C2 C 0.59729(15) 0.05590(17) 0.27533(11) 0.0266(5) Uani 1 1 d .
H2 H 0.6050(18) 0.029(2) 0.3046(14) 0.033(8) Uiso 1 1 d .
C3 C 0.58490(16) 0.14501(18) 0.27761(11) 0.0296(6) Uani 1 1 d .
H3 H 0.582(2) 0.174(2) 0.3067(15) 0.050(10) Uiso 1 1 d .
C4 C 0.57139(15) 0.18815(16) 0.22774(10) 0.0245(5) Uani 1 1 d .
H4 H 0.5611(17) 0.2441(17) 0.2234(12) 0.033(7) Uiso 1 1 d .
C5 C 0.57453(14) 0.14319(13) 0.17634(9) 0.0185(4) Uani 1 1 d .
C6 C 0.55298(13) 0.17711(14) 0.12263(9) 0.0184(4) Uani 1 1 d .
H6 H 0.5383(15) 0.2407(14) 0.1156(9) 0.020(6) Uiso 1 1 d .
C7 C 0.51894(14) 0.14894(14) 0.02597(9) 0.0171(4) Uani 1 1 d .
H7 H 0.5231(15) 0.2082(17) 0.0239(12) 0.030(7) Uiso 1 1 d .
C8 C 0.56792(13) 0.10686(14) -0.02335(9) 0.0179(4) Uani 1 1 d .
C9 C 0.54976(15) 0.00964(13) -0.02293(9) 0.0167(4) Uani 1 1 d .
H9 H 0.5720(15) -0.0156(14) -0.0585(12) 0.016(6) Uiso 1 1 d .
C10 C 0.57837(14) -0.12304(13) 0.02288(9) 0.0161(4) Uani 1 1 d .
H10 H 0.6000(14) -0.1486(15) -0.0135(10) 0.013(6) Uiso 1 1 d .
C11 C 0.63234(13) -0.15890(13) 0.06951(9) 0.0164(4) Uani 1 1 d .
C12 C 0.67080(14) -0.23942(14) 0.06763(9) 0.0193(5) Uani 1 1 d .
H12 H 0.6612(14) -0.2786(15) 0.0364(10) 0.013(6) Uiso 1 1 d .
C13 C 0.73031(13) -0.26129(14) 0.10868(9) 0.0214(5) Uani 1 1 d .
H13 H 0.7600(14) -0.3125(14) 0.1088(10) 0.012(5) Uiso 1 1 d .
C14 C 0.74721(14) -0.20286(14) 0.15141(9) 0.0210(4) Uani 1 1 d .
H14 H 0.7891(16) -0.2160(15) 0.1795(11) 0.023(6) Uiso 1 1 d .
C15 C 0.70461(13) -0.12538(14) 0.15175(9) 0.0190(4) Uani 1 1 d .
H15 H 0.7130(14) -0.0862(14) 0.1793(10) 0.011(5) Uiso 1 1 d .
C16 C 0.66489(14) 0.12463(14) -0.01684(10) 0.0231(5) Uani 1 1 d .
H16A H 0.6747 0.1870 -0.0152 0.035 Uiso 1 1 calc R
H16B H 0.6959 0.1004 -0.0494 0.035 Uiso 1 1 calc R
H16C H 0.6859 0.0979 0.0183 0.035 Uiso 1 1 calc R
C17 C 0.54078(15) 0.14623(15) -0.08024(9) 0.0227(5) Uani 1 1 d .
H17A H 0.4794 0.1349 -0.0868 0.034 Uiso 1 1 calc R
H17B H 0.5748 0.1204 -0.1110 0.034 Uiso 1 1 calc R
H17C H 0.5507 0.2086 -0.0794 0.034 Uiso 1 1 calc R
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'
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_3
N3 Co1 N2 95.83(8) .
N3 Co1 N1 177.90(7) .
N2 Co1 N1 82.35(7) .
N3 Co1 N4 81.65(8) .
N2 Co1 N4 172.82(7) .
N1 Co1 N4 100.28(7) .
N3 Co1 Co1 86.21(5) 10_544
N2 Co1 Co1 77.08(5) 10_544
N1 Co1 Co1 92.34(5) 10_544
N4 Co1 Co1 109.33(5) 10_544
C1 N1 C5 114.74(18) .
C1 N1 Co1 130.72(16) .
C5 N1 Co1 114.14(14) .
C6 N2 C7 117.30(18) .
C6 N2 Co1 116.44(15) .
C7 N2 Co1 126.10(13) .
C9 N3 C10 110.74(17) .
C9 N3 Co1 126.64(14) .
C10 N3 Co1 112.36(14) .
C15 N4 C11 116.74(17) .
C15 N4 Co1 129.70(14) .
C11 N4 Co1 112.96(13) .
C2 C1 N1 124.3(2) .
C1 C2 C3 120.1(2) .
C4 C3 C2 118.2(2) .
C3 C4 C5 119.5(2) .
N1 C5 C4 122.7(2) .
N1 C5 C6 111.58(18) .
C4 C5 C6 125.6(2) .
N2 C6 C5 115.01(19) .
N2 C7 C8 110.75(16) .
N2 C7 C10 108.96(17) 10_544
C8 C7 C10 109.51(17) 10_544
C7 C8 C17 110.82(17) .
C7 C8 C9 108.83(17) .
C17 C8 C9 110.34(18) .
C7 C8 C16 109.47(17) .
C17 C8 C16 106.55(17) .
C9 C8 C16 110.82(18) .
N3 C9 C8 110.92(18) .
N3 C9 C9 110.07(15) 10_544
C8 C9 C9 111.5(2) 10_544
N3 C10 C11 105.97(17) .
N3 C10 C7 111.92(17) 10_544
C11 C10 C7 114.39(17) 10_544
N4 C11 C12 122.71(19) .
N4 C11 C10 113.18(17) .
C12 C11 C10 123.79(19) .
C13 C12 C11 119.2(2) .
C12 C13 C14 118.4(2) .
C15 C14 C13 119.3(2) .
N4 C15 C14 123.5(2) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co1 N3 1.8382(19) .
Co1 N2 1.8693(18) .
Co1 N1 1.8965(18) .
Co1 N4 1.9536(17) .
Co1 Co1 2.9111(7) 10_544
N1 C1 1.362(3) .
N1 C5 1.394(3) .
N2 C6 1.316(3) .
N2 C7 1.462(3) .
N3 C9 1.433(3) .
N3 C10 1.440(3) .
N4 C15 1.344(3) .
N4 C11 1.351(3) .
C1 C2 1.352(4) .
C2 C3 1.396(4) .
C3 C4 1.366(4) .
C4 C5 1.396(3) .
C5 C6 1.408(3) .
C7 C8 1.532(3) .
C7 C10 1.563(3) 10_544
C8 C17 1.529(3) .
C8 C9 1.534(3) .
C8 C16 1.536(3) .
C9 C9 1.572(5) 10_544
C10 C11 1.487(3) .
C10 C7 1.563(3) 10_544
C11 C12 1.384(3) .
C12 C13 1.378(3) .
C13 C14 1.378(3) .
C14 C15 1.371(3) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139116751
