#------------------------------------------------------------------------------
#$Date: 2020-10-21 00:26:50 +0300 (Wed, 21 Oct 2020) $
#$Revision: 258494 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/81/4518147.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_4518147
loop_
_publ_author_name
'Dorval, Céline'
'Tricoire, Maxime'
'Begouin, Jeanne-Marie'
'Gandon, Vincent'
'Gosmini, Corinne'
_publ_section_title
;
 Cobalt-Catalyzed C(sp2)--CN Bond Activation: Cross-Electrophile Coupling
 for Biaryl Formation and Mechanistic Insight
;
_journal_name_full               'ACS Catalysis'
_journal_page_first              12819
_journal_page_last               12827
_journal_paper_doi               10.1021/acscatal.0c03903
_journal_year                    2020
_chemical_formula_moiety         '2(Br4 Mn1), 1(Br), 4(C30 H24 Co1 N6)'
_chemical_formula_sum            'C120 H96 Br9 Co4 Mn2 N24'
_chemical_formula_weight         2938.99
_space_group_crystal_system      hexagonal
_space_group_IT_number           182
_space_group_name_Hall           'P 6c 2c'
_space_group_name_H-M_alt        'P 63 2 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-04-22
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            2
_cell_length_a                   13.2935(5)
_cell_length_b                   13.2935(5)
_cell_length_c                   40.9000(16)
_cell_measurement_reflns_used    9722
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      28.372
_cell_measurement_theta_min      2.316
_cell_volume                     6259.4(4)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      150.15
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0468
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       46
_diffrn_reflns_limit_l_min       -57
_diffrn_reflns_number            37195
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.098
_diffrn_reflns_theta_min         2.030
_diffrn_source_current           31.0
_diffrn_source_power             1.705
_diffrn_source_voltage           55.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.642
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.5279
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.?wR2(int) was 0.0995 before and 0.0550 after correction.?The Ratio of minimum to maximum transmission is 0.7076.?The λ/2 correction factor is Not present.'
_exptl_crystal_colour            'dark blue'
_exptl_crystal_density_diffrn    1.559
_exptl_crystal_description       plate
_exptl_crystal_F_000             2914
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.516
_refine_diff_density_min         -0.315
_refine_diff_density_rms         0.071
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.010(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     242
_refine_ls_number_reflns         6096
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0443
_refine_ls_R_factor_gt           0.0343
_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/[σ²(Fo²)+(0.0387P)²+3.3114P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0796
_refine_ls_wR_factor_ref         0.0829
_reflns_Friedel_coverage         0.660
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.977
_reflns_number_gt                5151
_reflns_number_total             6096
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cs0c03903_si_002.cif
_cod_data_source_block           Co-Red
_cod_original_cell_volume        6259.4(5)
_cod_database_code               4518147
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_max   0.868
_shelx_estimated_absorpt_t_min   0.274
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.990(11)
 0.010(11)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C12(H12),
 C13(H13), C14(H14), C15(H15), C17(H17), C18(H18), C19(H19), C20(H20)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x-y, x, z+1/2'
'-y, x-y, z'
'-x, -y, z+1/2'
'-x+y, -x, z'
'y, -x+y, z+1/2'
'-y, -x, -z+1/2'
'x-y, -y, -z'
'x, x-y, -z+1/2'
'y, x, -z'
'-x+y, y, -z+1/2'
'-x, -x+y, -z'
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
Br1 Br 0.83102(3) 1.02289(3) 0.37869(2) 0.03286(10) Uani 1 1 d . . . . .
Br2 Br 1.000000 1.000000 0.45714(2) 0.03015(14) Uani 1 3 d S T P . .
Mn1 Mn 1.000000 1.000000 0.39640(2) 0.02467(18) Uani 1 3 d S T P . .
Br3 Br 0.666667 1.333333 0.250000 0.0358(2) Uani 1 6 d S T P . .
Co1 Co 0.333333 0.666667 0.46896(2) 0.02579(17) Uani 1 3 d S T P . .
N1 N 0.4696(3) 0.6691(3) 0.44268(8) 0.0308(7) Uani 1 1 d . . . . .
N2 N 0.4801(3) 0.7805(3) 0.49628(8) 0.0308(7) Uani 1 1 d . . . . .
C1 C 0.5775(3) 0.7340(3) 0.45576(10) 0.0324(8) Uani 1 1 d . . . . .
C2 C 0.5818(3) 0.7919(4) 0.48678(9) 0.0333(8) Uani 1 1 d . . . . .
C3 C 0.6827(4) 0.8533(4) 0.50555(10) 0.0459(11) Uani 1 1 d . . . . .
H3 H 0.753461 0.859272 0.498332 0.055 Uiso 1 1 calc R U . . .
C4 C 0.6798(4) 0.9048(4) 0.53426(12) 0.0507(12) Uani 1 1 d . . . . .
H4 H 0.747182 0.943750 0.547577 0.061 Uiso 1 1 calc R U . . .
C5 C 0.5779(5) 0.8989(4) 0.54341(12) 0.0497(12) Uani 1 1 d . . . . .
H5 H 0.573941 0.936906 0.562627 0.060 Uiso 1 1 calc R U . . .
C6 C 0.4802(4) 0.8359(4) 0.52390(11) 0.0426(10) Uani 1 1 d . . . . .
H6 H 0.409623 0.831661 0.530410 0.051 Uiso 1 1 calc R U . . .
C7 C 0.4596(4) 0.6118(4) 0.41444(10) 0.0385(10) Uani 1 1 d . . . . .
H7 H 0.384472 0.566391 0.405176 0.046 Uiso 1 1 calc R U . . .
C8 C 0.5522(5) 0.6157(5) 0.39850(11) 0.0518(13) Uani 1 1 d . . . . .
H8 H 0.540774 0.572146 0.379073 0.062 Uiso 1 1 calc R U . . .
C9 C 0.6632(4) 0.6847(6) 0.41125(12) 0.0618(15) Uani 1 1 d . . . . .
H9 H 0.729401 0.690910 0.400488 0.074 Uiso 1 1 calc R U . . .
C10 C 0.6742(4) 0.7437(5) 0.44003(11) 0.0490(12) Uani 1 1 d . . . . .
H10 H 0.749081 0.791662 0.449146 0.059 Uiso 1 1 calc R U . . .
Co2 Co 0.333333 0.666667 0.250000 0.0338(3) Uani 1 6 d S T P . .
N3 N 0.4542(3) 0.8093(3) 0.27752(9) 0.0351(8) Uani 1 1 d . . . . .
C11 C 0.4856(3) 0.9170(3) 0.26555(10) 0.0300(8) Uani 1 1 d . . . . .
C12 C 0.5634(4) 1.0179(4) 0.28236(11) 0.0371(9) Uani 1 1 d . . . . .
H12 H 0.584715 1.091961 0.273438 0.045 Uiso 1 1 calc R U . . .
C13 C 0.6090(4) 1.0101(4) 0.31191(11) 0.0434(10) Uani 1 1 d . . . . .
H13 H 0.661747 1.078043 0.323594 0.052 Uiso 1 1 calc R U . . .
C14 C 0.5764(4) 0.9014(4) 0.32406(12) 0.0459(11) Uani 1 1 d . . . . .
H14 H 0.606170 0.893339 0.344402 0.055 Uiso 1 1 calc R U . . .
C15 C 0.5006(4) 0.8049(4) 0.30652(12) 0.0451(11) Uani 1 1 d . . . . .
H15 H 0.479586 0.730728 0.315258 0.054 Uiso 1 1 calc R U . . .
Co3 Co 1.000000 1.000000 0.250000 0.0202(2) Uani 1 6 d S T P . .
N4 N 0.8722(2) 0.8556(2) 0.27679(7) 0.0217(6) Uani 1 1 d . . . . .
C16 C 0.8451(3) 0.7495(3) 0.26540(8) 0.0220(7) Uani 1 1 d . . . . .
C17 C 0.7674(4) 0.6479(4) 0.28182(9) 0.0319(8) Uani 1 1 d . . . . .
H17 H 0.749527 0.574129 0.273461 0.038 Uiso 1 1 calc R U . . .
C18 C 0.7165(4) 0.6566(4) 0.31074(9) 0.0347(9) Uani 1 1 d . . . . .
H18 H 0.663200 0.588762 0.322353 0.042 Uiso 1 1 calc R U . . .
C19 C 0.7447(3) 0.7646(4) 0.32212(9) 0.0313(8) Uani 1 1 d . . . . .
H19 H 0.711499 0.772484 0.341842 0.038 Uiso 1 1 calc R U . . .
C20 C 0.8223(3) 0.8625(3) 0.30448(8) 0.0280(8) Uani 1 1 d . . . . .
H20 H 0.840506 0.936902 0.312377 0.034 Uiso 1 1 calc R U . . .
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'
Br Br -0.2901 2.4595 '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'
Mn Mn 0.3368 0.7283 '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'
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
Br1 Mn1 Br1 112.087(18) 3_765 . ?
Br1 Mn1 Br1 112.086(18) 5_675 . ?
Br1 Mn1 Br1 112.087(18) 5_675 3_765 ?
Br2 Mn1 Br1 106.71(2) . . ?
Br2 Mn1 Br1 106.71(2) . 3_765 ?
Br2 Mn1 Br1 106.71(2) . 5_675 ?
N1 Co1 N1 96.00(12) 3_665 5_565 ?
N1 Co1 N1 96.00(12) 3_665 . ?
N1 Co1 N1 96.00(12) 5_565 . ?
N1 Co1 N2 77.08(13) 3_665 3_665 ?
N1 Co1 N2 168.65(13) . 3_665 ?
N1 Co1 N2 168.65(13) 3_665 5_565 ?
N1 Co1 N2 93.69(13) . 5_565 ?
N1 Co1 N2 168.65(13) 5_565 . ?
N1 Co1 N2 77.09(13) . . ?
N1 Co1 N2 93.69(13) 5_565 3_665 ?
N1 Co1 N2 77.08(13) 5_565 5_565 ?
N1 Co1 N2 93.70(13) 3_665 . ?
N2 Co1 N2 94.22(13) 3_665 . ?
N2 Co1 N2 94.22(13) 5_565 . ?
N2 Co1 N2 94.22(13) 3_665 5_565 ?
C1 N1 Co1 115.9(3) . . ?
C7 N1 Co1 126.1(3) . . ?
C7 N1 C1 118.0(3) . . ?
C2 N2 Co1 116.7(3) . . ?
C2 N2 C6 117.1(3) . . ?
C6 N2 Co1 126.0(3) . . ?
N1 C1 C2 115.2(3) . . ?
N1 C1 C10 120.7(4) . . ?
C10 C1 C2 124.1(4) . . ?
N2 C2 C1 114.7(3) . . ?
N2 C2 C3 121.7(4) . . ?
C3 C2 C1 123.6(4) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.2(4) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 120.7 . . ?
C3 C4 C5 118.7(4) . . ?
C5 C4 H4 120.7 . . ?
C4 C5 H5 120.8 . . ?
C4 C5 C6 118.4(5) . . ?
C6 C5 H5 120.8 . . ?
N2 C6 C5 123.7(5) . . ?
N2 C6 H6 118.1 . . ?
C5 C6 H6 118.1 . . ?
N1 C7 H7 118.3 . . ?
N1 C7 C8 123.4(4) . . ?
C8 C7 H7 118.3 . . ?
C7 C8 H8 120.5 . . ?
C7 C8 C9 118.9(5) . . ?
C9 C8 H8 120.5 . . ?
C8 C9 H9 121.0 . . ?
C10 C9 C8 118.0(4) . . ?
C10 C9 H9 121.0 . . ?
C1 C10 H10 119.5 . . ?
C9 C10 C1 120.9(4) . . ?
C9 C10 H10 119.5 . . ?
N3 Co2 N3 96.88(19) . 9_565 ?
N3 Co2 N3 93.89(14) 11 9_565 ?
N3 Co2 N3 96.88(19) 11 3_665 ?
N3 Co2 N3 93.89(14) 3_665 5_565 ?
N3 Co2 N3 93.89(14) 11 7_665 ?
N3 Co2 N3 166.25(18) 3_665 9_565 ?
N3 Co2 N3 93.89(14) 3_665 . ?
N3 Co2 N3 93.89(13) 7_665 9_565 ?
N3 Co2 N3 76.90(19) 3_665 7_665 ?
N3 Co2 N3 166.25(18) 11 5_565 ?
N3 Co2 N3 166.25(18) . 7_665 ?
N3 Co2 N3 76.90(19) 11 . ?
N3 Co2 N3 96.88(19) 7_665 5_565 ?
N3 Co2 N3 93.89(13) . 5_565 ?
N3 Co2 N3 76.90(18) 5_565 9_565 ?
C11 N3 Co2 116.7(3) . . ?
C15 N3 Co2 126.3(3) . . ?
C15 N3 C11 116.9(4) . . ?
N3 C11 C11 114.8(2) . 11 ?
N3 C11 C12 121.5(4) . . ?
C12 C11 C11 123.8(2) . 11 ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.0(4) . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 120.8 . . ?
C14 C13 C12 118.4(4) . . ?
C14 C13 H13 120.8 . . ?
C13 C14 H14 120.3 . . ?
C15 C14 C13 119.4(4) . . ?
C15 C14 H14 120.3 . . ?
N3 C15 C14 123.8(4) . . ?
N3 C15 H15 118.1 . . ?
C14 C15 H15 118.1 . . ?
N4 Co3 N4 76.99(15) 11_655 . ?
N4 Co3 N4 95.77(10) 5_675 . ?
N4 Co3 N4 92.30(15) 11_655 3_765 ?
N4 Co3 N4 95.77(10) 9_565 7_775 ?
N4 Co3 N4 95.77(10) 11_655 9_565 ?
N4 Co3 N4 95.77(10) 3_765 5_675 ?
N4 Co3 N4 92.30(15) 9_565 . ?
N4 Co3 N4 169.69(16) 11_655 5_675 ?
N4 Co3 N4 169.69(15) 7_775 . ?
N4 Co3 N4 95.77(10) 11_655 7_775 ?
N4 Co3 N4 76.99(15) 3_765 7_775 ?
N4 Co3 N4 76.99(15) 9_565 5_675 ?
N4 Co3 N4 169.69(16) 3_765 9_565 ?
N4 Co3 N4 95.77(10) 3_765 . ?
N4 Co3 N4 92.30(15) 5_675 7_775 ?
C16 N4 Co3 116.2(2) . . ?
C20 N4 Co3 125.1(2) . . ?
C20 N4 C16 118.6(3) . . ?
N4 C16 C16 115.28(18) . 11_655 ?
N4 C16 C17 121.8(3) . . ?
C17 C16 C16 122.9(2) . 11_655 ?
C16 C17 H17 120.6 . . ?
C16 C17 C18 118.9(4) . . ?
C18 C17 H17 120.6 . . ?
C17 C18 H18 120.5 . . ?
C19 C18 C17 119.0(4) . . ?
C19 C18 H18 120.5 . . ?
C18 C19 H19 120.3 . . ?
C18 C19 C20 119.3(3) . . ?
C20 C19 H19 120.3 . . ?
N4 C20 C19 122.4(3) . . ?
N4 C20 H20 118.8 . . ?
C19 C20 H20 118.8 . . ?
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
Br1 Mn1 2.5194(4) . ?
Br2 Mn1 2.4845(10) . ?
Co1 N1 2.093(3) 3_665 ?
Co1 N1 2.093(3) . ?
Co1 N1 2.093(3) 5_565 ?
Co1 N2 2.096(3) 3_665 ?
Co1 N2 2.096(3) 5_565 ?
Co1 N2 2.096(3) . ?
N1 C1 1.360(5) . ?
N1 C7 1.353(5) . ?
N2 C2 1.340(5) . ?
N2 C6 1.348(5) . ?
C1 C2 1.470(6) . ?
C1 C10 1.385(6) . ?
C2 C3 1.400(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.370(7) . ?
C4 H4 0.9500 . ?
C4 C5 1.370(7) . ?
C5 H5 0.9500 . ?
C5 C6 1.392(6) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C7 C8 1.370(6) . ?
C8 H8 0.9500 . ?
C8 C9 1.392(8) . ?
C9 H9 0.9500 . ?
C9 C10 1.381(7) . ?
C10 H10 0.9500 . ?
Co2 N3 2.097(3) 5_565 ?
Co2 N3 2.097(3) . ?
Co2 N3 2.097(3) 9_565 ?
Co2 N3 2.097(3) 3_665 ?
Co2 N3 2.097(3) 11 ?
Co2 N3 2.097(3) 7_665 ?
N3 C11 1.366(5) . ?
N3 C15 1.352(5) . ?
C11 C11 1.462(8) 11 ?
C11 C12 1.398(6) . ?
C12 H12 0.9500 . ?
C12 C13 1.380(6) . ?
C13 H13 0.9500 . ?
C13 C14 1.377(7) . ?
C14 H14 0.9500 . ?
C14 C15 1.373(7) . ?
C15 H15 0.9500 . ?
Co3 N4 2.123(3) . ?
Co3 N4 2.123(3) 9_565 ?
Co3 N4 2.123(3) 7_775 ?
Co3 N4 2.123(3) 3_765 ?
Co3 N4 2.123(3) 11_655 ?
Co3 N4 2.123(3) 5_675 ?
N4 C16 1.353(4) . ?
N4 C20 1.338(4) . ?
C16 C16 1.487(6) 11_655 ?
C16 C17 1.394(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.396(5) . ?
C18 H18 0.9500 . ?
C18 C19 1.371(6) . ?
C19 H19 0.9500 . ?
C19 C20 1.391(6) . ?
C20 H20 0.9500 . ?
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_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Co1 N1 C1 C2 0.7(4) . . . . ?
Co1 N1 C1 C10 -178.6(3) . . . . ?
Co1 N1 C7 C8 -179.3(4) . . . . ?
Co1 N2 C2 C1 7.7(4) . . . . ?
Co1 N2 C2 C3 -171.6(3) . . . . ?
Co1 N2 C6 C5 171.5(4) . . . . ?
N1 C1 C2 N2 -5.5(5) . . . . ?
N1 C1 C2 C3 173.7(4) . . . . ?
N1 C1 C10 C9 -2.2(7) . . . . ?
N1 C7 C8 C9 -2.0(8) . . . . ?
N2 C2 C3 C4 -0.7(7) . . . . ?
C1 N1 C7 C8 0.1(6) . . . . ?
C1 C2 C3 C4 -179.9(4) . . . . ?
C2 N2 C6 C5 -2.9(6) . . . . ?
C2 C1 C10 C9 178.5(5) . . . . ?
C2 C3 C4 C5 -2.7(7) . . . . ?
C3 C4 C5 C6 3.1(8) . . . . ?
C4 C5 C6 N2 -0.4(8) . . . . ?
C6 N2 C2 C1 -177.4(4) . . . . ?
C6 N2 C2 C3 3.4(6) . . . . ?
C7 N1 C1 C2 -178.7(4) . . . . ?
C7 N1 C1 C10 1.9(6) . . . . ?
C7 C8 C9 C10 1.7(8) . . . . ?
C8 C9 C10 C1 0.3(8) . . . . ?
C10 C1 C2 N2 173.8(4) . . . . ?
C10 C1 C2 C3 -7.0(7) . . . . ?
Co2 N3 C11 C11 -1.2(5) . . . 11 ?
Co2 N3 C11 C12 178.4(3) . . . . ?
Co2 N3 C15 C14 -177.6(4) . . . . ?
N3 C11 C12 C13 -0.8(6) . . . . ?
C11 N3 C15 C14 -0.2(7) . . . . ?
C11 C11 C12 C13 178.8(5) 11 . . . ?
C11 C12 C13 C14 0.2(6) . . . . ?
C12 C13 C14 C15 0.3(7) . . . . ?
C13 C14 C15 N3 -0.4(7) . . . . ?
C15 N3 C11 C11 -178.9(4) . . . 11 ?
C15 N3 C11 C12 0.7(6) . . . . ?
Co3 N4 C16 C16 -3.2(5) . . . 11_655 ?
Co3 N4 C16 C17 176.3(3) . . . . ?
Co3 N4 C20 C19 -175.6(3) . . . . ?
N4 C16 C17 C18 0.1(6) . . . . ?
C16 N4 C20 C19 0.8(5) . . . . ?
C16 C16 C17 C18 179.5(4) 11_655 . . . ?
C16 C17 C18 C19 -0.2(6) . . . . ?
C17 C18 C19 C20 0.5(6) . . . . ?
C18 C19 C20 N4 -0.8(6) . . . . ?
C20 N4 C16 C16 -179.9(4) . . . 11_655 ?
C20 N4 C16 C17 -0.4(5) . . . . ?
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.990(11)
2 0.010(11)
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.333 0.333 0.126 169.4 72.9 '2 C3H7NO'
2 0.333 0.667 0.874 169.4 72.3 '2 C3H7NO'
3 -0.333 0.333 0.374 169.4 70.2 '2 C3H7NO'
4 0.333 0.667 0.626 169.4 74.7 '2 C3H7NO'
5 0.169 0.338 0.250 8.5 0.0 ?
6 0.169 0.831 0.250 8.5 0.0 ?
7 0.333 0.667 0.138 9.7 1.5 ?
8 0.333 0.667 0.362 9.7 0.8 ?
9 0.338 0.169 0.750 8.5 0.0 ?
10 0.667 0.333 0.862 9.7 0.7 ?
11 0.667 0.333 0.638 9.7 1.4 ?
12 0.662 0.831 0.250 8.5 0.0 ?
13 0.831 0.169 0.750 8.5 0.0 ?
14 0.831 0.662 0.750 8.5 0.0 ?
