# 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_a42a
_database_code_depnum_ccdc_archive 'CCDC 1867829'
_audit_update_record             
;
2018-09-14 deposited with the CCDC.
2018-12-26 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         'C52 H48 Co N14'
_chemical_formula_sum            'C52 H48 Co N14'
_chemical_formula_weight         927.97

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'

_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                   10.6514(6)
_cell_length_b                   26.9487(15)
_cell_length_c                   17.4260(11)
_cell_angle_alpha                90
_cell_angle_beta                 95.551(5)
_cell_angle_gamma                90
_cell_volume                     4978.5(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    2747
_cell_measurement_theta_min      3.6590
_cell_measurement_theta_max      26.9700

_exptl_crystal_description       plate
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.238
_exptl_crystal_F_000             1940
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.421
_exptl_crystal_size_mid          0.176
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.395
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.70461
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'Blessing, Acta Cryst. A51 (1995) 33-38'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Oxford Diffraction Gemini A Ultra'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9964
_diffrn_reflns_av_unetI/netI     0.0373
_diffrn_reflns_av_R_equivalents  0.0286
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.672
_diffrn_reflns_theta_max         25.044
_diffrn_reflns_theta_full        25.044
_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             4412
_reflns_number_gt                3216
_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       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
'Mercury (Macrae, J.Appl.Cryst. 41 (2008) 466-470'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_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)+(0.0678P)²+0.7687P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4412
_refine_ls_number_parameters     305
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0683
_refine_ls_R_factor_gt           0.0457
_refine_ls_wR_factor_ref         0.1307
_refine_ls_wR_factor_gt          0.1192
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_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 0.0000 0.32554(2) 0.7500 0.05362(18) Uani 1 2 d S T P . .
N1 N -0.07176(18) 0.38084(7) 0.66777(13) 0.0667(6) Uani 1 1 d . . . . .
N2 N -0.1596(2) 0.44341(8) 0.60406(16) 0.0809(7) Uani 1 1 d . . . . .
N3 N -0.08614(17) 0.27112(7) 0.67212(11) 0.0561(5) Uani 1 1 d . . . . .
N4 N -0.1371(2) 0.20982(7) 0.59265(11) 0.0641(5) Uani 1 1 d . . . . .
N5 N 0.17181(19) 0.32566(7) 0.69411(12) 0.0658(6) Uani 1 1 d . . . . .
N6 N 0.5148(3) 0.40254(12) 0.63476(19) 0.1213(11) Uani 1 1 d . . . . .
N7 N 0.4344(3) 0.25126(11) 0.55122(19) 0.1113(10) Uani 1 1 d . . . . .
C1 C -0.0450(3) 0.37827(11) 0.59087(17) 0.0814(8) Uani 1 1 d . . . . .
H1 H 0.0028 0.3538 0.5699 0.098 Uiso 1 1 calc R U . . .
C2 C -0.0991(3) 0.41649(13) 0.5526(2) 0.0936(9) Uani 1 1 d . . . . .
H2 H -0.0961 0.4236 0.5005 0.112 Uiso 1 1 calc R U . . .
C3 C -0.1417(2) 0.42035(9) 0.67260(18) 0.0710(7) Uani 1 1 d . . . . .
C4 C -0.1942(3) 0.43830(10) 0.74182(19) 0.0881(9) Uani 1 1 d . . . . .
H4A H -0.2817 0.4294 0.7397 0.132 Uiso 1 1 calc R U . . .
H4B H -0.1861 0.4737 0.7447 0.132 Uiso 1 1 calc R U . . .
H4C H -0.1493 0.4236 0.7866 0.132 Uiso 1 1 calc R U . . .
C5 C -0.2359(3) 0.48766(11) 0.5855(2) 0.1055(11) Uani 1 1 d . . . . .
H5A H -0.3049 0.4881 0.6180 0.127 Uiso 1 1 calc R U . . .
H5B H -0.2723 0.4852 0.5324 0.127 Uiso 1 1 calc R U . . .
C6 C -0.1657(3) 0.53588(10) 0.59550(17) 0.0807(8) Uani 1 1 d . . . . .
C7 C -0.0554(4) 0.54135(14) 0.6386(2) 0.1205(14) Uani 1 1 d . . . . .
H7 H -0.0148 0.5137 0.6613 0.145 Uiso 1 1 calc R U . . .
C8 C -0.0016(5) 0.5878(2) 0.6495(3) 0.155(2) Uani 1 1 d . . . . .
H8 H 0.0738 0.5915 0.6806 0.186 Uiso 1 1 calc R U . . .
C9 C -0.0578(7) 0.62695(17) 0.6157(3) 0.1374(17) Uani 1 1 d . . . . .
H9 H -0.0220 0.6581 0.6246 0.165 Uiso 1 1 calc R U . . .
C10 C -0.1645(5) 0.62294(15) 0.5690(4) 0.1325(17) Uani 1 1 d . . . . .
H10 H -0.2005 0.6506 0.5437 0.159 Uiso 1 1 calc R U . . .
C11 C -0.2196(3) 0.57715(13) 0.5592(3) 0.1123(12) Uani 1 1 d . . . . .
H11 H -0.2947 0.5739 0.5276 0.135 Uiso 1 1 calc R U . . .
C12 C -0.2123(2) 0.27388(10) 0.64610(15) 0.0664(6) Uani 1 1 d . . . . .
H12 H -0.2674 0.2983 0.6602 0.080 Uiso 1 1 calc R U . . .
C13 C -0.2439(3) 0.23676(10) 0.59797(16) 0.0738(7) Uani 1 1 d . . . . .
H13 H -0.3234 0.2304 0.5729 0.089 Uiso 1 1 calc R U . . .
C14 C -0.0434(2) 0.23162(8) 0.63851(13) 0.0571(6) Uani 1 1 d . . . . .
C15 C 0.0867(2) 0.21208(9) 0.64829(16) 0.0720(7) Uani 1 1 d . . . . .
H15A H 0.1294 0.2207 0.6041 0.108 Uiso 1 1 calc R U . . .
H15B H 0.0844 0.1766 0.6534 0.108 Uiso 1 1 calc R U . . .
H15C H 0.1309 0.2262 0.6937 0.108 Uiso 1 1 calc R U . . .
C16 C -0.1263(3) 0.16489(10) 0.54768(16) 0.0808(8) Uani 1 1 d . . . . .
H16A H -0.0501 0.1669 0.5215 0.097 Uiso 1 1 calc R U . . .
H16B H -0.1974 0.1632 0.5085 0.097 Uiso 1 1 calc R U . . .
C17 C -0.1224(2) 0.11796(10) 0.59472(16) 0.0715(7) Uani 1 1 d . . . . .
C18 C -0.1624(4) 0.11581(12) 0.6666(2) 0.1078(11) Uani 1 1 d . . . . .
H18 H -0.1933 0.1441 0.6889 0.129 Uiso 1 1 calc R U . . .
C19 C -0.1565(4) 0.07075(16) 0.7066(3) 0.1382(16) Uani 1 1 d . . . . .
H19 H -0.1829 0.0689 0.7559 0.166 Uiso 1 1 calc R U . . .
C20 C -0.1116(4) 0.02934(14) 0.6728(3) 0.1193(13) Uani 1 1 d . . . . .
H20 H -0.1090 -0.0008 0.6990 0.143 Uiso 1 1 calc R U . . .
C21 C -0.0714(3) 0.03168(12) 0.6024(2) 0.0975(10) Uani 1 1 d . . . . .
H21 H -0.0409 0.0034 0.5798 0.117 Uiso 1 1 calc R U . . .
C22 C -0.0756(3) 0.07558(11) 0.56425(18) 0.0833(8) Uani 1 1 d . . . . .
H22 H -0.0458 0.0771 0.5159 0.100 Uiso 1 1 calc R U . . .
C23 C 0.2633(2) 0.32603(8) 0.66494(14) 0.0583(6) Uani 1 1 d . . . . .
C24 C 0.3748(2) 0.32624(9) 0.62939(16) 0.0655(7) Uani 1 1 d . . . . .
C25 C 0.4070(2) 0.28466(11) 0.58741(18) 0.0791(8) Uani 1 1 d . . . . .
C26 C 0.4519(3) 0.36820(12) 0.63294(17) 0.0806(8) Uani 1 1 d . . . . .


_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 N3 2.1433(19) . ?
Co1 N3 2.1433(19) 2_556 ?
Co1 N5 2.1546(19) . ?
Co1 N5 2.1547(19) 2_556 ?
Co1 N1 2.156(2) 2_556 ?
Co1 N1 2.156(2) . ?
N1 C3 1.307(3) . ?
N1 C1 1.398(3) . ?
N2 C3 1.344(3) . ?
N2 C2 1.364(4) . ?
N2 C5 1.461(4) . ?
N3 C14 1.317(3) . ?
N3 C12 1.378(3) . ?
N4 C14 1.351(3) . ?
N4 C13 1.361(3) . ?
N4 C16 1.453(3) . ?
N5 C23 1.142(3) . ?
N6 C26 1.141(3) . ?
N7 C25 1.152(4) . ?
C1 C2 1.328(4) . ?
C3 C4 1.460(4) . ?
C5 C6 1.501(4) . ?
C6 C7 1.340(4) . ?
C6 C11 1.377(4) . ?
C7 C8 1.381(5) . ?
C8 C9 1.324(7) . ?
C9 C10 1.337(6) . ?
C10 C11 1.370(6) . ?
C12 C13 1.328(4) . ?
C14 C15 1.477(3) . ?
C16 C17 1.506(4) . ?
C17 C18 1.362(4) . ?
C17 C22 1.373(4) . ?
C18 C19 1.399(5) . ?
C19 C20 1.370(5) . ?
C20 C21 1.339(5) . ?
C21 C22 1.355(4) . ?
C23 C24 1.392(3) . ?
C24 C26 1.395(4) . ?
C24 C25 1.399(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
N3 Co1 N3 93.64(10) . 2_556 ?
N3 Co1 N5 92.58(7) . . ?
N3 Co1 N5 87.53(7) 2_556 . ?
N3 Co1 N5 87.54(7) . 2_556 ?
N3 Co1 N5 92.58(7) 2_556 2_556 ?
N5 Co1 N5 179.83(10) . 2_556 ?
N3 Co1 N1 175.24(7) . 2_556 ?
N3 Co1 N1 87.11(8) 2_556 2_556 ?
N5 Co1 N1 92.14(7) . 2_556 ?
N5 Co1 N1 87.74(7) 2_556 2_556 ?
N3 Co1 N1 87.11(7) . . ?
N3 Co1 N1 175.24(7) 2_556 . ?
N5 Co1 N1 87.74(7) . . ?
N5 Co1 N1 92.14(7) 2_556 . ?
N1 Co1 N1 92.52(11) 2_556 . ?
C3 N1 C1 105.8(2) . . ?
C3 N1 Co1 133.49(19) . . ?
C1 N1 Co1 120.72(17) . . ?
C3 N2 C2 107.7(2) . . ?
C3 N2 C5 127.0(3) . . ?
C2 N2 C5 125.2(3) . . ?
C14 N3 C12 105.4(2) . . ?
C14 N3 Co1 133.59(16) . . ?
C12 N3 Co1 121.02(16) . . ?
C14 N4 C13 107.6(2) . . ?
C14 N4 C16 126.1(2) . . ?
C13 N4 C16 126.3(2) . . ?
C23 N5 Co1 179.4(2) . . ?
C2 C1 N1 109.0(3) . . ?
C1 C2 N2 106.9(3) . . ?
N1 C3 N2 110.6(2) . . ?
N1 C3 C4 126.1(3) . . ?
N2 C3 C4 123.2(3) . . ?
N2 C5 C6 114.9(2) . . ?
C7 C6 C11 118.2(3) . . ?
C7 C6 C5 124.1(3) . . ?
C11 C6 C5 117.7(3) . . ?
C6 C7 C8 120.4(4) . . ?
C9 C8 C7 119.8(4) . . ?
C8 C9 C10 121.8(4) . . ?
C9 C10 C11 118.5(4) . . ?
C10 C11 C6 121.0(4) . . ?
C13 C12 N3 110.3(2) . . ?
C12 C13 N4 106.4(2) . . ?
N3 C14 N4 110.3(2) . . ?
N3 C14 C15 126.7(2) . . ?
N4 C14 C15 123.0(2) . . ?
N4 C16 C17 113.9(2) . . ?
C18 C17 C22 118.5(3) . . ?
C18 C17 C16 122.8(3) . . ?
C22 C17 C16 118.7(3) . . ?
C17 C18 C19 119.5(3) . . ?
C20 C19 C18 119.5(4) . . ?
C21 C20 C19 120.8(3) . . ?
C20 C21 C22 119.5(3) . . ?
C21 C22 C17 122.2(3) . . ?
N5 C23 C24 179.7(3) . . ?
C23 C24 C26 120.5(2) . . ?
C23 C24 C25 119.5(2) . . ?
C26 C24 C25 120.0(2) . . ?
N7 C25 C24 178.1(3) . . ?
N6 C26 C24 179.0(3) . . ?

_refine_diff_density_max         0.224
_refine_diff_density_min         -0.178
_refine_diff_density_rms         0.036

####################################################################### 
# 
# 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_a48a
_database_code_depnum_ccdc_archive 'CCDC 1867830'
_audit_update_record             
;
2018-09-14 deposited with the CCDC.
2018-12-26 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         'C48 H40 Co N14'
_chemical_formula_sum            'C48 H40 Co N14'
_chemical_formula_weight         871.87

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.0227(6)
_cell_length_b                   10.9006(6)
_cell_length_c                   20.9125(12)
_cell_angle_alpha                90
_cell_angle_beta                 92.995(5)
_cell_angle_gamma                90
_cell_volume                     2281.6(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    2935
_cell_measurement_theta_min      3.8900
_cell_measurement_theta_max      25.0940

_exptl_crystal_description       plate
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_F_000             906
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.201
_exptl_crystal_size_mid          0.122
_exptl_crystal_size_min          0.063
_exptl_absorpt_coefficient_mu    0.426
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.69978
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'Blessing, Acta Cryst. A51 (1995) 33-38'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Oxford Diffraction Gemini A Ultra'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10141
_diffrn_reflns_av_unetI/netI     0.0556
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.321
_diffrn_reflns_theta_max         25.043
_diffrn_reflns_theta_full        25.043
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4018
_reflns_number_gt                2676
_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       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
'Mercury (Macrae, J.Appl.Cryst. 41 (2008) 466-470'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_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)+(0.0584P)²+0.1332P] 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       0.0066(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4018
_refine_ls_number_parameters     287
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0814
_refine_ls_R_factor_gt           0.0499
_refine_ls_wR_factor_ref         0.1443
_refine_ls_wR_factor_gt          0.1256
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_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 0.0000 0.5000 0.5000 0.0537(2) Uani 1 2 d S . P . .
N1 N 0.1858(2) 0.5466(2) 0.46099(11) 0.0625(7) Uani 1 1 d . . . . .
N2 N 0.3559(3) 0.6537(3) 0.42900(13) 0.0822(9) Uani 1 1 d . . . . .
N3 N 0.1122(2) 0.4469(2) 0.58504(11) 0.0579(6) Uani 1 1 d . . . . .
N4 N 0.2051(2) 0.3413(2) 0.66487(12) 0.0602(6) Uani 1 1 d . . . . .
N5 N 0.0165(3) 0.3132(2) 0.46755(13) 0.0671(7) Uani 1 1 d . . . . .
N6 N 0.3433(5) 0.0704(6) 0.5073(3) 0.188(2) Uani 1 1 d . . . . .
N7 N 0.0152(5) -0.0573(4) 0.3764(2) 0.1511(19) Uani 1 1 d . . . . .
C1 C 0.2912(4) 0.4704(4) 0.45228(18) 0.0801(10) Uani 1 1 d . . . . .
H1 H 0.2914 0.3860 0.4590 0.096 Uiso 1 1 calc R U . . .
C2 C 0.3949(4) 0.5365(5) 0.43248(19) 0.0939(12) Uani 1 1 d . . . . .
H2 H 0.4783 0.5061 0.4230 0.113 Uiso 1 1 calc R U . . .
C3 C 0.2294(4) 0.6560(3) 0.44667(16) 0.0767(10) Uani 1 1 d . . . . .
H3 H 0.1783 0.7270 0.4486 0.092 Uiso 1 1 calc R U . . .
C4 C 0.4328(5) 0.7586(4) 0.40727(19) 0.1141(16) Uani 1 1 d . . . . .
H4A H 0.5272 0.7419 0.4157 0.137 Uiso 1 1 calc R U . . .
H4B H 0.4106 0.8301 0.4322 0.137 Uiso 1 1 calc R U . . .
C5 C 0.4091(3) 0.7882(3) 0.33722(17) 0.0735(10) Uani 1 1 d . . . . .
C6 C 0.4326(4) 0.9045(4) 0.3169(3) 0.1006(13) Uani 1 1 d . . . . .
H6 H 0.4540 0.9652 0.3469 0.121 Uiso 1 1 calc R U . . .
C7 C 0.4254(5) 0.9334(5) 0.2541(4) 0.1286(19) Uani 1 1 d . . . . .
H7 H 0.4459 1.0125 0.2411 0.154 Uiso 1 1 calc R U . . .
C8 C 0.3888(5) 0.8481(7) 0.2103(3) 0.1299(19) Uani 1 1 d . . . . .
H8 H 0.3808 0.8691 0.1671 0.156 Uiso 1 1 calc R U . . .
C9 C 0.3634(4) 0.7308(5) 0.2287(2) 0.1071(14) Uani 1 1 d . . . . .
H9 H 0.3395 0.6716 0.1983 0.129 Uiso 1 1 calc R U . . .
C10 C 0.3733(4) 0.7003(4) 0.29296(18) 0.0824(10) Uani 1 1 d . . . . .
H10 H 0.3558 0.6206 0.3060 0.099 Uiso 1 1 calc R U . . .
C11 C 0.2036(3) 0.5179(3) 0.61849(17) 0.0666(9) Uani 1 1 d . . . . .
H11 H 0.2234 0.5989 0.6087 0.080 Uiso 1 1 calc R U . . .
C12 C 0.2604(3) 0.4550(3) 0.66721(18) 0.0761(10) Uani 1 1 d . . . . .
H12 H 0.3253 0.4834 0.6970 0.091 Uiso 1 1 calc R U . . .
C13 C 0.1170(3) 0.3409(3) 0.61511(15) 0.0615(8) Uani 1 1 d . . . . .
H13 H 0.0648 0.2735 0.6030 0.074 Uiso 1 1 calc R U . . .
C14 C 0.2316(3) 0.2404(3) 0.71030(17) 0.0721(9) Uani 1 1 d . . . . .
H14A H 0.3274 0.2304 0.7175 0.087 Uiso 1 1 calc R U . . .
H14B H 0.1959 0.1648 0.6919 0.087 Uiso 1 1 calc R U . . .
C15 C 0.1709(3) 0.2631(3) 0.77275(17) 0.0657(9) Uani 1 1 d . . . . .
C16 C 0.2434(4) 0.3278(4) 0.8201(2) 0.0890(11) Uani 1 1 d . . . . .
H16 H 0.3287 0.3554 0.8120 0.107 Uiso 1 1 calc R U . . .
C17 C 0.1928(7) 0.3519(5) 0.8781(2) 0.1215(17) Uani 1 1 d . . . . .
H17 H 0.2425 0.3948 0.9096 0.146 Uiso 1 1 calc R U . . .
C18 C 0.0693(7) 0.3119(6) 0.8884(3) 0.133(2) Uani 1 1 d . . . . .
H18 H 0.0350 0.3292 0.9278 0.159 Uiso 1 1 calc R U . . .
C19 C -0.0104(5) 0.2474(6) 0.8448(3) 0.134(2) Uani 1 1 d . . . . .
H19 H -0.0953 0.2207 0.8541 0.160 Uiso 1 1 calc R U . . .
C20 C 0.0451(4) 0.2236(4) 0.7840(2) 0.1009(14) Uani 1 1 d . . . . .
H20 H -0.0047 0.1812 0.7523 0.121 Uiso 1 1 calc R U . . .
C21 C 0.0572(3) 0.2181(3) 0.45714(14) 0.0557(7) Uani 1 1 d . . . . .
C22 C 0.1170(3) 0.1055(3) 0.44712(17) 0.0663(9) Uani 1 1 d . . . . .
C23 C 0.2417(5) 0.0839(4) 0.4798(2) 0.1062(14) Uani 1 1 d . . . . .
C24 C 0.0595(4) 0.0176(3) 0.4086(2) 0.0901(12) Uani 1 1 d . . . . .


_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 2.133(2) 3_566 ?
Co1 N1 2.133(2) . ?
Co1 N3 2.134(3) . ?
Co1 N3 2.134(3) 3_566 ?
Co1 N5 2.155(3) 3_566 ?
Co1 N5 2.155(3) . ?
N1 C3 1.309(4) . ?
N1 C1 1.364(4) . ?
N2 C2 1.338(5) . ?
N2 C3 1.339(4) . ?
N2 C4 1.465(4) . ?
N3 C13 1.315(4) . ?
N3 C11 1.364(4) . ?
N4 C13 1.329(4) . ?
N4 C12 1.357(4) . ?
N4 C14 1.468(4) . ?
N5 C21 1.140(3) . ?
N6 C23 1.153(5) . ?
N7 C24 1.134(5) . ?
C1 C2 1.347(5) . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?
C4 C5 1.507(5) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.361(5) . ?
C5 C10 1.367(5) . ?
C6 C7 1.348(7) . ?
C6 H6 0.9300 . ?
C7 C8 1.343(7) . ?
C7 H7 0.9300 . ?
C8 C9 1.363(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.382(5) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.331(5) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.490(5) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C20 1.364(5) . ?
C15 C16 1.389(5) . ?
C16 C17 1.365(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.340(7) . ?
C17 H17 0.9300 . ?
C18 C19 1.374(8) . ?
C18 H18 0.9300 . ?
C19 C20 1.439(7) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.386(4) . ?
C22 C24 1.361(5) . ?
C22 C23 1.413(6) . ?

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 180.00(12) 3_566 . ?
N1 Co1 N3 92.83(9) 3_566 . ?
N1 Co1 N3 87.17(9) . . ?
N1 Co1 N3 87.17(9) 3_566 3_566 ?
N1 Co1 N3 92.83(9) . 3_566 ?
N3 Co1 N3 180.0 . 3_566 ?
N1 Co1 N5 91.24(10) 3_566 3_566 ?
N1 Co1 N5 88.76(10) . 3_566 ?
N3 Co1 N5 92.27(10) . 3_566 ?
N3 Co1 N5 87.73(10) 3_566 3_566 ?
N1 Co1 N5 88.76(10) 3_566 . ?
N1 Co1 N5 91.24(10) . . ?
N3 Co1 N5 87.73(10) . . ?
N3 Co1 N5 92.27(10) 3_566 . ?
N5 Co1 N5 180.0 3_566 . ?
C3 N1 C1 104.8(3) . . ?
C3 N1 Co1 127.8(2) . . ?
C1 N1 Co1 127.1(2) . . ?
C2 N2 C3 106.3(3) . . ?
C2 N2 C4 127.3(4) . . ?
C3 N2 C4 126.4(4) . . ?
C13 N3 C11 104.3(3) . . ?
C13 N3 Co1 129.9(2) . . ?
C11 N3 Co1 125.7(2) . . ?
C13 N4 C12 106.5(3) . . ?
C13 N4 C14 126.5(3) . . ?
C12 N4 C14 126.9(3) . . ?
C21 N5 Co1 162.6(3) . . ?
C2 C1 N1 109.3(4) . . ?
C2 C1 H1 125.4 . . ?
N1 C1 H1 125.4 . . ?
N2 C2 C1 107.4(4) . . ?
N2 C2 H2 126.3 . . ?
C1 C2 H2 126.3 . . ?
N1 C3 N2 112.2(3) . . ?
N1 C3 H3 123.9 . . ?
N2 C3 H3 123.9 . . ?
N2 C4 C5 114.2(3) . . ?
N2 C4 H4A 108.7 . . ?
C5 C4 H4A 108.7 . . ?
N2 C4 H4B 108.7 . . ?
C5 C4 H4B 108.7 . . ?
H4A C4 H4B 107.6 . . ?
C6 C5 C10 119.0(4) . . ?
C6 C5 C4 118.8(4) . . ?
C10 C5 C4 122.1(3) . . ?
C7 C6 C5 121.4(5) . . ?
C7 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
C8 C7 C6 120.1(5) . . ?
C8 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
C7 C8 C9 120.3(5) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 H8 119.9 . . ?
C8 C9 C10 119.8(5) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?
C5 C10 C9 119.5(4) . . ?
C5 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
C12 C11 N3 110.4(3) . . ?
C12 C11 H11 124.8 . . ?
N3 C11 H11 124.8 . . ?
C11 C12 N4 106.6(3) . . ?
C11 C12 H12 126.7 . . ?
N4 C12 H12 126.7 . . ?
N3 C13 N4 112.2(3) . . ?
N3 C13 H13 123.9 . . ?
N4 C13 H13 123.9 . . ?
N4 C14 C15 112.0(3) . . ?
N4 C14 H14A 109.2 . . ?
C15 C14 H14A 109.2 . . ?
N4 C14 H14B 109.2 . . ?
C15 C14 H14B 109.2 . . ?
H14A C14 H14B 107.9 . . ?
C20 C15 C16 119.4(4) . . ?
C20 C15 C14 121.5(4) . . ?
C16 C15 C14 119.1(3) . . ?
C17 C16 C15 121.8(5) . . ?
C17 C16 H16 119.1 . . ?
C15 C16 H16 119.1 . . ?
C18 C17 C16 117.9(5) . . ?
C18 C17 H17 121.0 . . ?
C16 C17 H17 121.0 . . ?
C17 C18 C19 124.8(6) . . ?
C17 C18 H18 117.6 . . ?
C19 C18 H18 117.6 . . ?
C18 C19 C20 116.1(5) . . ?
C18 C19 H19 121.9 . . ?
C20 C19 H19 121.9 . . ?
C15 C20 C19 119.9(5) . . ?
C15 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
N5 C21 C22 175.0(3) . . ?
C24 C22 C21 122.7(3) . . ?
C24 C22 C23 120.4(3) . . ?
C21 C22 C23 116.9(3) . . ?
N6 C23 C22 177.6(6) . . ?
N7 C24 C22 178.0(5) . . ?

_refine_diff_density_max         0.322
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.043

