#------------------------------------------------------------------------------
#$Date: 2019-11-26 06:37:13 +0200 (Tue, 26 Nov 2019) $
#$Revision: 242838 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/29/4132986.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_4132986
loop_
_publ_author_name
'Nurdin, Lucie'
'Spasyuk, Denis M.'
'Fairburn, Laura'
'Piers, Warren E.'
'Maron, Laurent'
_publ_section_title
;
 Oxygen-Oxygen Bond Cleavage and Formation in Co(II)-Mediated
 Stoichiometric O₂ Reduction via the Potential Intermediacy of
 a Co(IV) Oxyl Radical.
;
_journal_issue                   47
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              16094
_journal_page_last               16105
_journal_paper_doi               10.1021/jacs.8b07726
_journal_volume                  140
_journal_year                    2018
_chemical_formula_moiety         'C31 H29 B2 Co N9'
_chemical_formula_sum            'C31 H29 B2 Co N9'
_chemical_formula_weight         608.18
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.1792(11)
_cell_length_b                   19.504(3)
_cell_length_c                   18.065(3)
_cell_measurement_reflns_used    9958
_cell_measurement_temperature    174(2)
_cell_measurement_theta_max      72.12
_cell_measurement_theta_min      2.45
_cell_volume                     2881.9(8)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'LinXTL v.  5.3.0'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      174(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_av_unetI/netI     0.0163
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            33855
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.500
_diffrn_reflns_theta_max         67.487
_diffrn_reflns_theta_min         3.335
_exptl_absorpt_coefficient_mu    4.975
_exptl_absorpt_correction_T_max  0.8644
_exptl_absorpt_correction_T_min  0.7487
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_crystal_colour            Brown
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1260
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.026
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.164
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         2684
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.164
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0370
_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)+(0.0640P)²+0.3962P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0993
_refine_ls_wR_factor_ref         0.1035
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2453
_reflns_number_total             2684
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja8b07726_si_003.cif
_cod_data_source_block           ds123
_cod_original_cell_volume        2881.8(7)
_cod_database_code               4132986
_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.
;
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x+1/2, -y, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, z-1/2'
'x, -y-1/2, z'
'x-1/2, y, -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
Co1 Co 0.01475(5) 0.2500 0.01383(2) 0.03143(15) Uani 1 2 d S T P
C1 C 0.1450(2) 0.31088(10) 0.15229(10) 0.0312(4) Uani 1 1 d . . .
C2 C 0.1661(2) 0.31098(10) 0.22924(10) 0.0360(4) Uani 1 1 d . . .
H2 H 0.1746 0.3532 0.2551 0.043 Uiso 1 1 calc R U .
C3 C 0.1747(4) 0.2500 0.26754(14) 0.0395(6) Uani 1 2 d S T P
H3 H 0.1864 0.2500 0.3199 0.047 Uiso 1 2 calc R U P
C4 C 0.2309(3) 0.33553(12) -0.08672(11) 0.0453(5) Uani 1 1 d . . .
H4 H 0.2263 0.3071 -0.1294 0.054 Uiso 1 1 calc R U .
C5 C 0.3138(3) 0.39683(12) -0.08279(12) 0.0480(5) Uani 1 1 d . . .
H5 H 0.3759 0.4184 -0.1207 0.058 Uiso 1 1 calc R U .
C6 C 0.2869(2) 0.42002(12) -0.01195(11) 0.0403(5) Uani 1 1 d . . .
H6 H 0.3280 0.4615 0.0083 0.048 Uiso 1 1 calc R U .
C7 C 0.1685(2) 0.45230(10) 0.13688(10) 0.0353(4) Uani 1 1 d . . .
C8 C 0.1036(3) 0.51432(11) 0.11033(11) 0.0410(4) Uani 1 1 d . . .
H8 H 0.0163 0.5128 0.0757 0.049 Uiso 1 1 calc R U .
C9 C 0.1620(3) 0.57749(11) 0.13274(12) 0.0443(5) Uani 1 1 d . . .
H9 H 0.1138 0.6180 0.1133 0.053 Uiso 1 1 calc R U .
C10 C 0.2895(3) 0.58302(11) 0.18302(11) 0.0411(5) Uani 1 1 d . . .
C11 C 0.3532(3) 0.65218(13) 0.20721(14) 0.0567(6) Uani 1 1 d . . .
H11A H 0.4330 0.6460 0.2471 0.085 Uiso 1 1 calc R U .
H11B H 0.2621 0.6803 0.2251 0.085 Uiso 1 1 calc R U .
H11C H 0.4057 0.6750 0.1652 0.085 Uiso 1 1 calc R U .
C12 C 0.3590(3) 0.52270(12) 0.20855(11) 0.0412(5) Uani 1 1 d . . .
H12 H 0.4481 0.5247 0.2422 0.049 Uiso 1 1 calc R U .
C13 C 0.3003(2) 0.45926(11) 0.18573(10) 0.0367(4) Uani 1 1 d . . .
H13 H 0.3516 0.4190 0.2040 0.044 Uiso 1 1 calc R U .
C14 C -0.2980(2) 0.16611(12) 0.03867(12) 0.0442(5) Uani 1 1 d . . .
H14 H -0.3705 0.1942 0.0109 0.053 Uiso 1 1 calc R U .
C15 C -0.3446(3) 0.10912(13) 0.07879(13) 0.0477(5) Uani 1 1 d . . .
H15 H -0.4519 0.0912 0.0846 0.057 Uiso 1 1 calc R U .
C16 C -0.2019(2) 0.08388(12) 0.10847(11) 0.0404(5) Uani 1 1 d . . .
H16 H -0.1929 0.0447 0.1394 0.049 Uiso 1 1 calc R U .
N1 N 0.1301(2) 0.2500 0.11680(11) 0.0307(5) Uani 1 2 d S T P
N4 N -0.13597(19) 0.17627(9) 0.04429(9) 0.0363(4) Uani 1 1 d . . .
N5 N -0.07743(19) 0.12378(9) 0.08649(8) 0.0346(4) Uani 1 1 d . . .
N6 N 0.1577(2) 0.32148(9) -0.02234(8) 0.0358(4) Uani 1 1 d . . .
N7 N 0.19294(19) 0.37440(9) 0.02396(8) 0.0335(4) Uani 1 1 d . . .
B1 B 0.1117(3) 0.37953(12) 0.10351(11) 0.0338(5) 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 '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
N6 Co1 N6 92.29(10) . 7_565
N6 Co1 N4 176.40(6) . .
N6 Co1 N4 86.94(7) 7_565 .
N6 Co1 N4 86.94(7) . 7_565
N6 Co1 N4 176.40(6) 7_565 7_565
N4 Co1 N4 93.61(10) . 7_565
N6 Co1 N1 91.59(6) . .
N6 Co1 N1 91.59(6) 7_565 .
N4 Co1 N1 91.95(6) . .
N4 Co1 N1 91.95(6) 7_565 .
N1 C1 C2 118.81(17) . .
N1 C1 B1 116.75(15) . .
C2 C1 B1 123.87(17) . .
C3 C2 C1 120.22(18) . .
C3 C2 H2 119.9 . .
C1 C2 H2 119.9 . .
C2 C3 C2 119.4(2) . 7_565
C2 C3 H3 120.3 . .
C2 C3 H3 120.3 7_565 .
N6 C4 C5 110.7(2) . .
N6 C4 H4 124.6 . .
C5 C4 H4 124.6 . .
C6 C5 C4 104.76(19) . .
C6 C5 H5 127.6 . .
C4 C5 H5 127.6 . .
N7 C6 C5 108.9(2) . .
N7 C6 H6 125.6 . .
C5 C6 H6 125.6 . .
C13 C7 C8 115.01(19) . .
C13 C7 B1 122.95(18) . .
C8 C7 B1 121.44(17) . .
C9 C8 C7 122.46(19) . .
C9 C8 H8 118.8 . .
C7 C8 H8 118.8 . .
C8 C9 C10 121.4(2) . .
C8 C9 H9 119.3 . .
C10 C9 H9 119.3 . .
C12 C10 C9 117.4(2) . .
C12 C10 C11 121.4(2) . .
C9 C10 C11 121.2(2) . .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C10 C12 C13 121.03(18) . .
C10 C12 H12 119.5 . .
C13 C12 H12 119.5 . .
C12 C13 C7 122.64(19) . .
C12 C13 H13 118.7 . .
C7 C13 H13 118.7 . .
N4 C14 C15 110.6(2) . .
N4 C14 H14 124.7 . .
C15 C14 H14 124.7 . .
C16 C15 C14 104.99(18) . .
C16 C15 H15 127.5 . .
C14 C15 H15 127.5 . .
N5 C16 C15 108.7(2) . .
N5 C16 H16 125.6 . .
C15 C16 H16 125.6 . .
C1 N1 C1 122.4(2) 7_565 .
C1 N1 Co1 117.56(10) 7_565 .
C1 N1 Co1 117.56(10) . .
C14 N4 N5 106.14(17) . .
C14 N4 Co1 134.65(16) . .
N5 N4 Co1 118.94(11) . .
C16 N5 N4 109.55(17) . .
C16 N5 B1 131.48(18) . 7_565
N4 N5 B1 118.94(15) . 7_565
C4 N6 N7 106.56(18) . .
C4 N6 Co1 135.47(16) . .
N7 N6 Co1 117.88(12) . .
C6 N7 N6 109.09(16) . .
C6 N7 B1 129.47(17) . .
N6 N7 B1 121.09(16) . .
N5 B1 N7 103.40(14) 7_565 .
N5 B1 C7 113.07(16) 7_565 .
N7 B1 C7 105.88(16) . .
N5 B1 C1 103.67(15) 7_565 .
N7 B1 C1 111.63(16) . .
C7 B1 C1 118.31(15) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co1 N6 1.9334(18) .
Co1 N6 1.9335(18) 7_565
Co1 N4 1.9724(17) .
Co1 N4 1.9724(17) 7_565
Co1 N1 2.086(2) .
C1 N1 1.355(2) .
C1 C2 1.401(2) .
C1 B1 1.626(3) .
C2 C3 1.378(2) .
C2 H2 0.9500 .
C3 C2 1.378(2) 7_565
C3 H3 0.9500 .
C4 N6 1.336(3) .
C4 C5 1.376(3) .
C4 H4 0.9500 .
C5 C6 1.375(3) .
C5 H5 0.9500 .
C6 N7 1.343(3) .
C6 H6 0.9500 .
C7 C13 1.399(3) .
C7 C8 1.405(3) .
C7 B1 1.611(3) .
C8 C9 1.382(3) .
C8 H8 0.9500 .
C9 C10 1.387(3) .
C9 H9 0.9500 .
C10 C12 1.385(3) .
C10 C11 1.511(3) .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 C13 1.390(3) .
C12 H12 0.9500 .
C13 H13 0.9500 .
C14 N4 1.344(2) .
C14 C15 1.381(3) .
C14 H14 0.9500 .
C15 C16 1.376(3) .
C15 H15 0.9500 .
C16 N5 1.341(3) .
C16 H16 0.9500 .
N1 C1 1.355(2) 7_565
N4 N5 1.363(2) .
N5 B1 1.578(3) 7_565
N6 N7 1.359(2) .
N7 B1 1.586(2) .
B1 N5 1.578(3) 7_565
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_4
N1 C1 C2 C3 1.3(3) .
B1 C1 C2 C3 172.3(2) .
C1 C2 C3 C2 1.5(4) 7_565
N6 C4 C5 C6 -0.2(3) .
C4 C5 C6 N7 0.1(2) .
C13 C7 C8 C9 -2.1(3) .
B1 C7 C8 C9 -173.37(19) .
C7 C8 C9 C10 0.2(3) .
C8 C9 C10 C12 1.6(3) .
C8 C9 C10 C11 179.8(2) .
C9 C10 C12 C13 -1.4(3) .
C11 C10 C12 C13 -179.64(19) .
C10 C12 C13 C7 -0.6(3) .
C8 C7 C13 C12 2.3(3) .
B1 C7 C13 C12 173.42(17) .
N4 C14 C15 C16 -1.0(3) .
C14 C15 C16 N5 -0.4(2) .
C2 C1 N1 C1 -4.2(3) 7_565
B1 C1 N1 C1 -175.90(14) 7_565
C2 C1 N1 Co1 157.52(14) .
B1 C1 N1 Co1 -14.2(2) .
C15 C14 N4 N5 2.0(2) .
C15 C14 N4 Co1 -171.71(15) .
C15 C16 N5 N4 1.7(2) .
C15 C16 N5 B1 179.31(19) 7_565
C14 N4 N5 C16 -2.3(2) .
Co1 N4 N5 C16 172.65(12) .
C14 N4 N5 B1 179.76(16) 7_565
Co1 N4 N5 B1 -5.3(2) 7_565
C5 C4 N6 N7 0.2(2) .
C5 C4 N6 Co1 176.47(16) .
C5 C6 N7 N6 0.0(2) .
C5 C6 N7 B1 -173.15(18) .
C4 N6 N7 C6 -0.1(2) .
Co1 N6 N7 C6 -177.16(13) .
C4 N6 N7 B1 173.68(17) .
Co1 N6 N7 B1 -3.3(2) .
C6 N7 B1 N5 117.5(2) 7_565
N6 N7 B1 N5 -55.0(2) 7_565
C6 N7 B1 C7 -1.6(3) .
N6 N7 B1 C7 -174.08(15) .
C6 N7 B1 C1 -131.7(2) .
N6 N7 B1 C1 55.9(2) .
C13 C7 B1 N5 149.95(17) 7_565
C8 C7 B1 N5 -39.5(2) 7_565
C13 C7 B1 N7 -97.5(2) .
C8 C7 B1 N7 73.0(2) .
C13 C7 B1 C1 28.5(3) .
C8 C7 B1 C1 -160.90(17) .
N1 C1 B1 N5 68.2(2) 7_565
C2 C1 B1 N5 -103.1(2) 7_565
N1 C1 B1 N7 -42.5(2) .
C2 C1 B1 N7 146.26(18) .
N1 C1 B1 C7 -165.72(17) .
C2 C1 B1 C7 23.0(3) .
