# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1866414'
_audit_update_record             
;
2018-10-18 deposited with the CCDC.
2018-10-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H36 Br2 Co N4'
_chemical_formula_weight         647.36

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'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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'

_cell_length_a                   14.8629(13)
_cell_length_b                   13.3642(12)
_cell_length_c                   14.9295(15)
_cell_angle_alpha                90
_cell_angle_beta                 90.368(3)
_cell_angle_gamma                90
_cell_volume                     2965.4(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1834
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      25.55

_exptl_crystal_description       platelike
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.450
_exptl_crystal_F_000             1316
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.350
_exptl_absorpt_coefficient_mu    3.296
_shelx_estimated_absorpt_T_min   0.338
_shelx_estimated_absorpt_T_max   0.392
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3382
_exptl_absorpt_correction_T_max  0.3917
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5417
_diffrn_reflns_av_unetI/netI     0.0763
_diffrn_reflns_av_R_equivalents  0.0742
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.457
_diffrn_reflns_theta_max         25.012
_diffrn_reflns_theta_full        25.012
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measured_fraction_theta_full 0.967
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_Laue_measured_fraction_full 0.967
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_point_group_measured_fraction_full 0.967
_reflns_number_total             2530
_reflns_number_gt                2005
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1315P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0018(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2530
_refine_ls_number_parameters     165
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0880
_refine_ls_R_factor_gt           0.0523
_refine_ls_wR_factor_ref         0.2066
_refine_ls_wR_factor_gt          0.1691
_refine_ls_goodness_of_fit_ref   1.163
_refine_ls_restrained_S_all      1.161
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Co1 Co 0.5000 0.64367(8) 0.7500 0.0296(4) Uani 1 2 d S T P . .
Br1 Br 0.5000 0.45549(6) 0.7500 0.0385(4) Uani 1 2 d S TU P . .
Br2 Br 0.5000 0.97770(8) 0.7500 0.0587(4) Uani 1 2 d S TU P . .
N1 N 0.4464(3) 0.6746(4) 0.8776(3) 0.0310(10) Uani 1 1 d . . . . .
N2 N 0.3680(3) 0.6677(4) 0.6970(3) 0.0338(11) Uani 1 1 d . . . . .
C1 C 0.3430(4) 0.7570(5) 0.6645(4) 0.0397(14) Uani 1 1 d . . . . .
H1 H 0.3861 0.8075 0.6631 0.048 Uiso 1 1 calc R U . . .
C2 C 0.2577(4) 0.7794(5) 0.6328(4) 0.0389(14) Uani 1 1 d . . . . .
C3 C 0.1928(4) 0.7029(5) 0.6355(4) 0.0386(14) Uani 1 1 d . . . . .
C4 C 0.2189(3) 0.6122(5) 0.6700(4) 0.0403(14) Uani 1 1 d . . . . .
H4 H 0.1773 0.5603 0.6731 0.048 Uiso 1 1 calc R U . . .
C5 C 0.3056(4) 0.5964(5) 0.6999(3) 0.0393(13) Uani 1 1 d . . . . .
H5 H 0.3209 0.5340 0.7229 0.047 Uiso 1 1 calc R U . . .
C6 C 0.2358(5) 0.8833(6) 0.5992(5) 0.067(2) Uani 1 1 d . . . . .
H6A H 0.1872 0.9106 0.6334 0.100 Uiso 1 1 calc R U . . .
H6B H 0.2186 0.8800 0.5372 0.100 Uiso 1 1 calc R U . . .
H6C H 0.2878 0.9254 0.6057 0.100 Uiso 1 1 calc R U . . .
C7 C 0.0978(5) 0.7206(6) 0.6014(6) 0.065(2) Uani 1 1 d . . . . .
H7A H 0.0582 0.6714 0.6266 0.097 Uiso 1 1 calc R U . . .
H7B H 0.0967 0.7153 0.5373 0.097 Uiso 1 1 calc R U . . .
H7C H 0.0783 0.7862 0.6188 0.097 Uiso 1 1 calc R U . . .
C8 C 0.4259(4) 0.7684(5) 0.9011(4) 0.0391(14) Uani 1 1 d . . . . .
H8 H 0.4357 0.8190 0.8595 0.047 Uiso 1 1 calc R U . . .
C9 C 0.3910(4) 0.7951(5) 0.9836(4) 0.0421(15) Uani 1 1 d . . . . .
C10 C 0.3737(4) 0.7218(6) 1.0453(4) 0.0469(17) Uani 1 1 d . . . . .
C11 C 0.3935(4) 0.6217(6) 1.0217(4) 0.0476(16) Uani 1 1 d . . . . .
H11 H 0.3820 0.5699 1.0616 0.057 Uiso 1 1 calc R U . . .
C12 C 0.4302(4) 0.6016(5) 0.9387(4) 0.0415(14) Uani 1 1 d . . . . .
H12 H 0.4443 0.5358 0.9242 0.050 Uiso 1 1 calc R U . . .
C13 C 0.3743(5) 0.9067(7) 1.0026(5) 0.075(2) Uani 1 1 d . . . . .
H13A H 0.3108 0.9189 1.0056 0.113 Uiso 1 1 calc R U . . .
H13B H 0.3998 0.9462 0.9554 0.113 Uiso 1 1 calc R U . . .
H13C H 0.4020 0.9246 1.0586 0.113 Uiso 1 1 calc R U . . .
C14 C 0.3342(6) 0.7426(9) 1.1374(5) 0.082(3) Uani 1 1 d . . . . .
H14A H 0.3784 0.7756 1.1741 0.122 Uiso 1 1 calc R U . . .
H14B H 0.3172 0.6806 1.1649 0.122 Uiso 1 1 calc R U . . .
H14C H 0.2822 0.7847 1.1311 0.122 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Co1 N1 2.110(4) 2_656 ?
Co1 N1 2.110(4) . ?
Co1 N2 2.136(4) 2_656 ?
Co1 N2 2.136(4) . ?
Co1 Br1 2.5149(13) . ?
N1 C8 1.339(8) . ?
N1 C12 1.357(8) . ?
N2 C5 1.330(7) . ?
N2 C1 1.340(8) . ?
C1 C2 1.383(8) . ?
C1 H1 0.9300 . ?
C2 C3 1.407(9) . ?
C2 C6 1.511(10) . ?
C3 C4 1.372(9) . ?
C3 C7 1.517(8) . ?
C4 C5 1.376(7) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.386(9) . ?
C8 H8 0.9300 . ?
C9 C10 1.370(10) . ?
C9 C13 1.538(11) . ?
C10 C11 1.415(10) . ?
C10 C14 1.523(9) . ?
C11 C12 1.384(8) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?

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
N1 Co1 N1 157.4(3) 2_656 . ?
N1 Co1 N2 87.37(17) 2_656 2_656 ?
N1 Co1 N2 89.26(17) . 2_656 ?
N1 Co1 N2 89.26(17) 2_656 . ?
N1 Co1 N2 87.37(17) . . ?
N2 Co1 N2 162.7(3) 2_656 . ?
N1 Co1 Br1 101.28(13) 2_656 . ?
N1 Co1 Br1 101.28(13) . . ?
N2 Co1 Br1 98.65(13) 2_656 . ?
N2 Co1 Br1 98.64(13) . . ?
C8 N1 C12 117.1(5) . . ?
C8 N1 Co1 120.5(4) . . ?
C12 N1 Co1 122.4(4) . . ?
C5 N2 C1 117.3(5) . . ?
C5 N2 Co1 121.3(4) . . ?
C1 N2 Co1 121.3(4) . . ?
N2 C1 C2 124.6(6) . . ?
N2 C1 H1 117.7 . . ?
C2 C1 H1 117.7 . . ?
C1 C2 C3 117.4(6) . . ?
C1 C2 C6 120.5(6) . . ?
C3 C2 C6 122.1(6) . . ?
C4 C3 C2 117.5(5) . . ?
C4 C3 C7 121.6(6) . . ?
C2 C3 C7 120.9(6) . . ?
C3 C4 C5 121.2(6) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
N2 C5 C4 122.1(6) . . ?
N2 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
C2 C6 H6A 109.5 . . ?
C2 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C2 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C3 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C8 C9 124.1(6) . . ?
N1 C8 H8 117.9 . . ?
C9 C8 H8 117.9 . . ?
C10 C9 C8 119.1(6) . . ?
C10 C9 C13 122.6(6) . . ?
C8 C9 C13 118.3(6) . . ?
C9 C10 C11 117.9(5) . . ?
C9 C10 C14 123.4(7) . . ?
C11 C10 C14 118.7(7) . . ?
C12 C11 C10 119.4(6) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
N1 C12 C11 122.3(6) . . ?
N1 C12 H12 118.8 . . ?
C11 C12 H12 118.8 . . ?
C9 C13 H13A 109.5 . . ?
C9 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C9 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C10 C14 H14A 109.5 . . ?
C10 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C10 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

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
C5 N2 C1 C2 -1.0(9) . . . . ?
Co1 N2 C1 C2 -177.0(5) . . . . ?
N2 C1 C2 C3 0.3(9) . . . . ?
N2 C1 C2 C6 178.7(6) . . . . ?
C1 C2 C3 C4 0.5(8) . . . . ?
C6 C2 C3 C4 -177.9(6) . . . . ?
C1 C2 C3 C7 -179.4(6) . . . . ?
C6 C2 C3 C7 2.2(9) . . . . ?
C2 C3 C4 C5 -0.6(8) . . . . ?
C7 C3 C4 C5 179.3(6) . . . . ?
C1 N2 C5 C4 0.8(8) . . . . ?
Co1 N2 C5 C4 176.8(4) . . . . ?
C3 C4 C5 N2 -0.1(9) . . . . ?
C12 N1 C8 C9 1.2(8) . . . . ?
Co1 N1 C8 C9 -179.6(4) . . . . ?
N1 C8 C9 C10 -1.7(9) . . . . ?
N1 C8 C9 C13 177.5(6) . . . . ?
C8 C9 C10 C11 0.7(9) . . . . ?
C13 C9 C10 C11 -178.5(6) . . . . ?
C8 C9 C10 C14 -179.1(6) . . . . ?
C13 C9 C10 C14 1.7(10) . . . . ?
C9 C10 C11 C12 0.8(9) . . . . ?
C14 C10 C11 C12 -179.4(6) . . . . ?
C8 N1 C12 C11 0.4(8) . . . . ?
Co1 N1 C12 C11 -178.7(4) . . . . ?
C10 C11 C12 N1 -1.4(9) . . . . ?

_refine_diff_density_max         1.347
_refine_diff_density_min         -1.048
_refine_diff_density_rms         0.308

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1-123K
_database_code_depnum_ccdc_archive 'CCDC 1866415'
_audit_update_record             
;
2018-09-07 deposited with the CCDC.
2018-10-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H36 Br2 Co N4'
_chemical_formula_weight         647.36

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'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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'

_cell_length_a                   14.5641(13)
_cell_length_b                   13.2078(12)
_cell_length_c                   14.5859(13)
_cell_angle_alpha                90
_cell_angle_beta                 90.8540(10)
_cell_angle_gamma                90
_cell_volume                     2805.4(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    6301
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      27.41

_exptl_crystal_description       platelike
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.533
_exptl_crystal_F_000             1316
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.360
_exptl_crystal_size_min          0.340
_exptl_absorpt_coefficient_mu    3.484
_shelx_estimated_absorpt_T_min   0.351
_shelx_estimated_absorpt_T_max   0.384
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3511
_exptl_absorpt_correction_T_max  0.3838
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10352
_diffrn_reflns_av_unetI/netI     0.0318
_diffrn_reflns_av_R_equivalents  0.0350
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.082
_diffrn_reflns_theta_max         25.019
_diffrn_reflns_theta_full        25.019
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             2470
_reflns_number_gt                2285
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0335P)²+3.1513P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.00074(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2470
_refine_ls_number_parameters     166
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0259
_refine_ls_R_factor_gt           0.0236
_refine_ls_wR_factor_ref         0.0650
_refine_ls_wR_factor_gt          0.0637
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.089
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Co1 Co 0.5000 0.65506(3) 0.2500 0.01022(12) Uani 1 2 d S T P . .
Br1 Br 0.5000 0.45559(2) 0.2500 0.01478(11) Uani 1 2 d S TU P . .
Br2 Br 0.0000 0.48573(2) 0.2500 0.02350(12) Uani 1 2 d S T P . .
N1 N 0.44840(12) 0.67400(13) 0.37279(12) 0.0123(4) Uani 1 1 d . . . . .
N2 N 0.37494(12) 0.67016(12) 0.19891(12) 0.0126(4) Uani 1 1 d . . . . .
C1 C 0.34785(15) 0.76167(16) 0.16687(15) 0.0148(4) Uani 1 1 d . . . . .
H1 H 0.3908 0.8138 0.1665 0.018 Uiso 1 1 calc R U . . .
C2 C 0.26017(16) 0.78223(16) 0.13462(15) 0.0160(5) Uani 1 1 d . . . . .
C3 C 0.19488(15) 0.70478(17) 0.13492(15) 0.0160(5) Uani 1 1 d . . . . .
C4 C 0.22240(14) 0.61133(17) 0.16935(15) 0.0178(5) Uani 1 1 d . . . . .
H4 H 0.1805 0.5583 0.1714 0.021 Uiso 1 1 calc R U . . .
C5 C 0.31116(14) 0.59654(16) 0.20047(14) 0.0155(4) Uani 1 1 d . . . . .
H5 H 0.3276 0.5333 0.2234 0.019 Uiso 1 1 calc R U . . .
C6 C 0.23674(17) 0.88761(18) 0.10268(18) 0.0274(6) Uani 1 1 d . . . . .
H6A H 0.1847 0.9121 0.1357 0.041 Uiso 1 1 calc R U . . .
H6B H 0.2223 0.8864 0.0383 0.041 Uiso 1 1 calc R U . . .
H6C H 0.2883 0.9315 0.1137 0.041 Uiso 1 1 calc R U . . .
C7 C 0.09843(17) 0.72133(19) 0.10137(18) 0.0260(6) Uani 1 1 d . . . . .
H7A H 0.0630 0.6612 0.1115 0.039 Uiso 1 1 calc R U . . .
H7B H 0.0987 0.7366 0.0370 0.039 Uiso 1 1 calc R U . . .
H7C H 0.0718 0.7769 0.1341 0.039 Uiso 1 1 calc R U . . .
C8 C 0.42754(14) 0.76950(16) 0.39684(15) 0.0152(5) Uani 1 1 d . . . . .
H8 H 0.4375 0.8207 0.3544 0.018 Uiso 1 1 calc R U . . .
C9 C 0.39210(15) 0.79604(18) 0.48104(16) 0.0181(5) Uani 1 1 d . . . . .
C10 C 0.37491(15) 0.71927(18) 0.54452(15) 0.0191(5) Uani 1 1 d . . . . .
C11 C 0.39597(15) 0.62065(18) 0.51913(15) 0.0198(5) Uani 1 1 d . . . . .
H11 H 0.3852 0.5677 0.5596 0.024 Uiso 1 1 calc R U . . .
C12 C 0.43270(14) 0.60045(17) 0.43425(14) 0.0162(4) Uani 1 1 d . . . . .
H12 H 0.4470 0.5339 0.4192 0.019 Uiso 1 1 calc R U . . .
C13 C 0.37388(17) 0.90550(19) 0.50174(17) 0.0281(6) Uani 1 1 d . . . . .
H13A H 0.3090 0.9159 0.5077 0.042 Uiso 1 1 calc R U . . .
H13B H 0.3964 0.9467 0.4528 0.042 Uiso 1 1 calc R U . . .
H13C H 0.4046 0.9238 0.5580 0.042 Uiso 1 1 calc R U . . .
C14 C 0.33670(19) 0.7430(2) 0.63754(17) 0.0326(6) Uani 1 1 d . . . . .
H14A H 0.3808 0.7815 0.6724 0.049 Uiso 1 1 calc R U . . .
H14B H 0.3237 0.6810 0.6692 0.049 Uiso 1 1 calc R U . . .
H14C H 0.2812 0.7815 0.6303 0.049 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Co1 N2 1.9677(18) 2_655 ?
Co1 N2 1.9677(18) . ?
Co1 N1 1.9686(18) . ?
Co1 N1 1.9686(18) 2_655 ?
Co1 Br1 2.6345(5) . ?
N1 C12 1.344(3) . ?
N1 C8 1.345(3) . ?
N2 C5 1.345(3) . ?
N2 C1 1.353(3) . ?
C1 C2 1.381(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.397(3) . ?
C2 C6 1.505(3) . ?
C3 C4 1.389(3) . ?
C3 C7 1.497(3) . ?
C4 C5 1.378(3) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.384(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.398(3) . ?
C9 C13 1.501(3) . ?
C10 C11 1.390(3) . ?
C10 C14 1.507(3) . ?
C11 C12 1.382(3) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?

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
N2 Co1 N2 168.36(10) 2_655 . ?
N2 Co1 N1 90.36(7) 2_655 . ?
N2 Co1 N1 88.16(7) . . ?
N2 Co1 N1 88.16(7) 2_655 2_655 ?
N2 Co1 N1 90.36(7) . 2_655 ?
N1 Co1 N1 165.40(10) . 2_655 ?
N2 Co1 Br1 95.82(5) 2_655 . ?
N2 Co1 Br1 95.82(5) . . ?
N1 Co1 Br1 97.30(5) . . ?
N1 Co1 Br1 97.30(5) 2_655 . ?
C12 N1 C8 117.56(18) . . ?
C12 N1 Co1 125.88(14) . . ?
C8 N1 Co1 116.56(15) . . ?
C5 N2 C1 116.98(18) . . ?
C5 N2 Co1 123.77(14) . . ?
C1 N2 Co1 119.02(14) . . ?
N2 C1 C2 123.8(2) . . ?
N2 C1 H1 118.1 . . ?
C2 C1 H1 118.1 . . ?
C1 C2 C3 118.75(19) . . ?
C1 C2 C6 119.4(2) . . ?
C3 C2 C6 121.8(2) . . ?
C4 C3 C2 117.33(19) . . ?
C4 C3 C7 120.8(2) . . ?
C2 C3 C7 121.8(2) . . ?
C5 C4 C3 120.6(2) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
N2 C5 C4 122.5(2) . . ?
N2 C5 H5 118.8 . . ?
C4 C5 H5 118.8 . . ?
C2 C6 H6A 109.5 . . ?
C2 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C2 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C3 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C8 C9 123.9(2) . . ?
N1 C8 H8 118.1 . . ?
C9 C8 H8 118.1 . . ?
C8 C9 C10 118.5(2) . . ?
C8 C9 C13 119.5(2) . . ?
C10 C9 C13 122.1(2) . . ?
C11 C10 C9 117.4(2) . . ?
C11 C10 C14 121.4(2) . . ?
C9 C10 C14 121.2(2) . . ?
C12 C11 C10 120.6(2) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
N1 C12 C11 122.0(2) . . ?
N1 C12 H12 119.0 . . ?
C11 C12 H12 119.0 . . ?
C9 C13 H13A 109.5 . . ?
C9 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C9 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C10 C14 H14A 109.5 . . ?
C10 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C10 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

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
C5 N2 C1 C2 -1.3(3) . . . . ?
Co1 N2 C1 C2 -176.05(17) . . . . ?
N2 C1 C2 C3 0.2(3) . . . . ?
N2 C1 C2 C6 178.5(2) . . . . ?
C1 C2 C3 C4 0.9(3) . . . . ?
C6 C2 C3 C4 -177.3(2) . . . . ?
C1 C2 C3 C7 179.8(2) . . . . ?
C6 C2 C3 C7 1.5(3) . . . . ?
C2 C3 C4 C5 -0.9(3) . . . . ?
C7 C3 C4 C5 -179.8(2) . . . . ?
C1 N2 C5 C4 1.4(3) . . . . ?
Co1 N2 C5 C4 175.83(16) . . . . ?
C3 C4 C5 N2 -0.3(3) . . . . ?
C12 N1 C8 C9 0.8(3) . . . . ?
Co1 N1 C8 C9 -178.98(17) . . . . ?
N1 C8 C9 C10 -1.4(3) . . . . ?
N1 C8 C9 C13 178.2(2) . . . . ?
C8 C9 C10 C11 0.9(3) . . . . ?
C13 C9 C10 C11 -178.7(2) . . . . ?
C8 C9 C10 C14 179.8(2) . . . . ?
C13 C9 C10 C14 0.2(3) . . . . ?
C9 C10 C11 C12 0.2(3) . . . . ?
C14 C10 C11 C12 -178.7(2) . . . . ?
C8 N1 C12 C11 0.4(3) . . . . ?
Co1 N1 C12 C11 -179.87(15) . . . . ?
C10 C11 C12 N1 -0.9(3) . . . . ?

_refine_diff_density_max         0.438
_refine_diff_density_min         -0.869
_refine_diff_density_rms         0.085

