# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_twin5
_audit_block_doi                 10.5517/ccdc.csd.cc1nl13d
_database_code_depnum_ccdc_archive 'CCDC 1536673'
_audit_update_record             
;
2017-09-24 deposited with the CCDC.
2017-10-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46 H42 Co N4 O16'
_chemical_formula_weight         965.76

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'
O O 0.0106 0.0060 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   5.8624(7)
_cell_length_b                   9.1815(11)
_cell_length_c                   19.916(2)
_cell_angle_alpha                83.927(3)
_cell_angle_beta                 88.007(3)
_cell_angle_gamma                78.591(3)
_cell_volume                     1044.8(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    980
_cell_measurement_theta_min      2.98
_cell_measurement_theta_max      25.00

_exptl_crystal_description       plate
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.535
_exptl_crystal_F_000             501
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.494
_shelx_estimated_absorpt_T_min   0.866
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6383
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5673
_diffrn_reflns_av_unetI/netI     0.0611
_diffrn_reflns_av_R_equivalents  0.0473
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.275
_diffrn_reflns_theta_max         29.206
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5673
_reflns_number_gt                5195
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'OLEX2 (J. Appl. Cryst., 2009, 42, 339-341)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0906P)²+0.5145P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5673
_refine_ls_number_parameters     320
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0643
_refine_ls_R_factor_gt           0.0577
_refine_ls_wR_factor_ref         0.1470
_refine_ls_wR_factor_gt          0.1422
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_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
Co Co 0.5000 0.5000 0.0000 0.01332(13) Uani 1 2 d S . P . .
O1 O 0.7714(4) 0.5846(2) -0.04803(11) 0.0183(4) Uani 1 1 d . . . . .
O2 O 0.6626(5) 0.8295(3) -0.04363(13) 0.0291(5) Uani 1 1 d . . . . .
C3 C 0.7571(5) 0.7190(3) -0.07215(14) 0.0166(5) Uani 1 1 d . . . . .
C4 C 0.8627(5) 0.7413(3) -0.14184(14) 0.0140(5) Uani 1 1 d . . . . .
C5 C 0.7265(5) 0.8116(3) -0.19559(15) 0.0179(5) Uani 1 1 d . . . . .
H5 H 0.5686 0.8560 -0.1875 0.021 Uiso 1 1 calc R U . . .
C6 C 0.8152(5) 0.8189(3) -0.26114(14) 0.0191(5) Uani 1 1 d . . . . .
H6 H 0.7185 0.8665 -0.2976 0.023 Uiso 1 1 calc R U . . .
C7 C 1.0480(5) 0.7557(4) -0.27298(14) 0.0186(6) Uani 1 1 d . . . . .
C8 C 1.1874(5) 0.6858(4) -0.21869(14) 0.0177(5) Uani 1 1 d . . . . .
H8 H 1.3461 0.6432 -0.2266 0.021 Uiso 1 1 calc R U . . .
C9 C 1.0971(5) 0.6780(3) -0.15362(13) 0.0139(5) Uani 1 1 d . . . . .
C10 C 1.2498(5) 0.6094(3) -0.09510(14) 0.0160(5) Uani 1 1 d . . . . .
O11 O 1.2416(3) 0.6788(2) -0.04360(10) 0.0172(4) Uani 1 1 d . . . . .
O12 O 1.3834(4) 0.4845(3) -0.09872(11) 0.0204(4) Uani 1 1 d . . . . .
C13 C 1.1625(6) 0.7710(4) -0.34055(15) 0.0268(7) Uani 1 1 d . . . . .
O14 O 1.3609(5) 0.7946(5) -0.34413(14) 0.0486(9) Uani 1 1 d . . . . .
C15 C 1.0447(6) 0.7567(4) -0.40415(15) 0.0235(6) Uani 1 1 d . . . . .
C16 C 0.8606(6) 0.6803(4) -0.40488(15) 0.0248(6) Uani 1 1 d . . . . .
H16 H 0.7967 0.6446 -0.3633 0.030 Uiso 1 1 calc R U . . .
C17 C 0.7687(6) 0.6556(4) -0.46588(17) 0.0265(6) Uani 1 1 d . . . . .
H17 H 0.6454 0.6024 -0.4666 0.032 Uiso 1 1 calc R U . . .
C18 C 0.8658(6) 0.7123(4) -0.52500(16) 0.0281(7) Uani 1 1 d . . . . .
C19 C 1.0453(6) 0.7897(4) -0.52418(16) 0.0265(7) Uani 1 1 d . . . . .
C20 C 1.1389(6) 0.8135(4) -0.46474(16) 0.0254(6) Uani 1 1 d . . . . .
H20 H 1.2627 0.8665 -0.4648 0.030 Uiso 1 1 calc R U . . .
C21 C 0.8174(7) 0.6981(4) -0.59753(17) 0.0311(8) Uani 1 1 d . . . . .
O22 O 0.6844(5) 0.6311(4) -0.61947(14) 0.0397(7) Uani 1 1 d . . . . .
N23 N 0.9661(6) 0.7798(4) -0.63558(14) 0.0310(7) Uani 1 1 d . . . . .
C24 C 1.1118(7) 0.8363(4) -0.59507(16) 0.0280(7) Uani 1 1 d . . . . .
O25 O 1.2579(5) 0.9064(3) -0.61505(13) 0.0349(6) Uani 1 1 d . . . . .
C26 C 0.9995(7) 0.7906(4) -0.70962(16) 0.0280(7) Uani 1 1 d . . . . .
H26 H 1.119(7) 0.861(5) -0.722(2) 0.020(9) Uiso 1 1 d . . . . .
C27 C 0.7727(7) 0.8568(4) -0.74670(17) 0.0334(8) Uani 1 1 d . . . . .
H27A H 0.7079 0.9571 -0.7326 0.040 Uiso 1 1 calc R U . . .
H27B H 0.6572 0.7923 -0.7352 0.040 Uiso 1 1 calc R U . . .
C28 C 0.8211(7) 0.8684(4) -0.82344(16) 0.0317(8) Uani 1 1 d . . . . .
H28A H 0.6739 0.9075 -0.8479 0.038 Uiso 1 1 calc R U . . .
H28B H 0.9284 0.9382 -0.8354 0.038 Uiso 1 1 calc R U . . .
C29 C 0.9293(6) 0.7146(4) -0.84392(15) 0.0236(6) Uani 1 1 d . . . . .
H29 H 0.808(7) 0.650(5) -0.837(2) 0.023(10) Uiso 1 1 d . . . . .
C30 C 1.1539(6) 0.6501(4) -0.80826(17) 0.0268(7) Uani 1 1 d . . . . .
H30A H 1.2691 0.7141 -0.8210 0.032 Uiso 1 1 calc R U . . .
H30B H 1.2172 0.5494 -0.8222 0.032 Uiso 1 1 calc R U . . .
C31 C 1.1135(7) 0.6397(4) -0.73212(16) 0.0285(7) Uani 1 1 d . . . . .
H31A H 1.0126 0.5665 -0.7189 0.034 Uiso 1 1 calc R U . . .
H31B H 1.2642 0.6038 -0.7091 0.034 Uiso 1 1 calc R U . . .
N32 N 0.9718(5) 0.7221(4) -0.91883(14) 0.0266(6) Uani 1 1 d . . . . .
H32A H 1.0821 0.7778 -0.9304 0.032 Uiso 1 1 calc R U . . .
H32B H 0.8372 0.7648 -0.9405 0.032 Uiso 1 1 calc R U . . .
H32C H 1.0219 0.6282 -0.9310 0.032 Uiso 1 1 calc R U . . .
O100 O 0.6669(6) 1.1248(3) -0.06198(14) 0.0383(7) Uani 1 1 d D . . . .
H10A H 0.627(8) 1.179(4) -0.0309(15) 0.046 Uiso 1 1 d D U . . .
H10B H 0.726(8) 1.043(3) -0.0407(19) 0.046 Uiso 1 1 d D 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
Co O1 2.068(2) . ?
Co O1 2.068(2) 2_665 ?
Co O12 2.132(2) 2_765 ?
Co O12 2.132(2) 1_455 ?
Co O11 2.133(2) 2_765 ?
Co O11 2.133(2) 1_455 ?
Co C10 2.441(3) 1_455 ?
Co C10 2.441(3) 2_765 ?
O1 C3 1.264(4) . ?
O2 C3 1.240(4) . ?
C3 C4 1.510(4) . ?
C4 C5 1.382(4) . ?
C4 C9 1.404(4) . ?
C5 C6 1.388(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.396(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.398(4) . ?
C7 C13 1.488(4) . ?
C8 C9 1.383(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.500(4) . ?
C10 O11 1.258(4) . ?
C10 O12 1.262(4) . ?
C10 Co 2.441(3) 1_655 ?
O11 Co 2.133(2) 1_655 ?
O12 Co 2.132(2) 1_655 ?
C13 O14 1.223(4) . ?
C13 C15 1.494(4) . ?
C15 C16 1.399(5) . ?
C15 C20 1.403(4) . ?
C16 C17 1.404(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.387(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.383(6) . ?
C18 C21 1.506(4) . ?
C19 C20 1.377(5) . ?
C19 C24 1.493(4) . ?
C20 H20 0.9500 . ?
C21 O22 1.203(5) . ?
C21 N23 1.411(5) . ?
N23 C24 1.400(5) . ?
N23 C26 1.476(4) . ?
C24 O25 1.203(5) . ?
C26 C31 1.520(5) . ?
C26 C27 1.529(5) . ?
C26 H26 1.05(4) . ?
C27 C28 1.541(5) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 C29 1.520(5) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 N32 1.501(4) . ?
C29 C30 1.502(5) . ?
C29 H29 1.01(4) . ?
C30 C31 1.522(5) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
N32 H32A 0.9100 . ?
N32 H32B 0.9100 . ?
N32 H32C 0.9100 . ?
O100 H10A 0.831(10) . ?
O100 H10B 0.840(10) . ?

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
O1 Co O1 180.0 . 2_665 ?
O1 Co O12 93.91(9) . 2_765 ?
O1 Co O12 86.09(9) 2_665 2_765 ?
O1 Co O12 86.09(9) . 1_455 ?
O1 Co O12 93.91(9) 2_665 1_455 ?
O12 Co O12 180.00(12) 2_765 1_455 ?
O1 Co O11 86.68(8) . 2_765 ?
O1 Co O11 93.32(8) 2_665 2_765 ?
O12 Co O11 62.12(8) 2_765 2_765 ?
O12 Co O11 117.88(8) 1_455 2_765 ?
O1 Co O11 93.32(8) . 1_455 ?
O1 Co O11 86.68(8) 2_665 1_455 ?
O12 Co O11 117.88(8) 2_765 1_455 ?
O12 Co O11 62.12(8) 1_455 1_455 ?
O11 Co O11 180.00(10) 2_765 1_455 ?
O1 Co C10 89.60(8) . 1_455 ?
O1 Co C10 90.41(8) 2_665 1_455 ?
O12 Co C10 148.89(9) 2_765 1_455 ?
O12 Co C10 31.11(9) 1_455 1_455 ?
O11 Co C10 148.99(9) 2_765 1_455 ?
O11 Co C10 31.01(9) 1_455 1_455 ?
O1 Co C10 90.40(8) . 2_765 ?
O1 Co C10 89.59(8) 2_665 2_765 ?
O12 Co C10 31.11(9) 2_765 2_765 ?
O12 Co C10 148.89(9) 1_455 2_765 ?
O11 Co C10 31.01(9) 2_765 2_765 ?
O11 Co C10 148.99(9) 1_455 2_765 ?
C10 Co C10 180.00(17) 1_455 2_765 ?
C3 O1 Co 124.29(18) . . ?
O2 C3 O1 125.2(3) . . ?
O2 C3 C4 119.4(3) . . ?
O1 C3 C4 115.4(2) . . ?
C5 C4 C9 119.3(3) . . ?
C5 C4 C3 120.8(2) . . ?
C9 C4 C3 119.7(2) . . ?
C4 C5 C6 121.5(3) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C5 C6 C7 119.3(3) . . ?
C5 C6 H6 120.3 . . ?
C7 C6 H6 120.3 . . ?
C6 C7 C8 119.4(3) . . ?
C6 C7 C13 122.7(3) . . ?
C8 C7 C13 117.6(3) . . ?
C9 C8 C7 120.8(3) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
C8 C9 C4 119.6(2) . . ?
C8 C9 C10 120.7(2) . . ?
C4 C9 C10 119.6(2) . . ?
O11 C10 O12 121.7(3) . . ?
O11 C10 C9 118.9(3) . . ?
O12 C10 C9 119.5(2) . . ?
O11 C10 Co 60.87(14) . 1_655 ?
O12 C10 Co 60.80(14) . 1_655 ?
C9 C10 Co 179.5(2) . 1_655 ?
C10 O11 Co 88.11(17) . 1_655 ?
C10 O12 Co 88.09(17) . 1_655 ?
O14 C13 C7 118.9(3) . . ?
O14 C13 C15 118.8(3) . . ?
C7 C13 C15 122.3(3) . . ?
C16 C15 C20 120.6(3) . . ?
C16 C15 C13 122.5(3) . . ?
C20 C15 C13 116.8(3) . . ?
C15 C16 C17 121.2(3) . . ?
C15 C16 H16 119.4 . . ?
C17 C16 H16 119.4 . . ?
C18 C17 C16 117.0(3) . . ?
C18 C17 H17 121.5 . . ?
C16 C17 H17 121.5 . . ?
C19 C18 C17 121.7(3) . . ?
C19 C18 C21 108.0(3) . . ?
C17 C18 C21 130.2(4) . . ?
C20 C19 C18 121.9(3) . . ?
C20 C19 C24 128.9(3) . . ?
C18 C19 C24 109.2(3) . . ?
C19 C20 C15 117.6(3) . . ?
C19 C20 H20 121.2 . . ?
C15 C20 H20 121.2 . . ?
O22 C21 N23 126.5(3) . . ?
O22 C21 C18 128.6(4) . . ?
N23 C21 C18 104.8(3) . . ?
C24 N23 C21 112.7(3) . . ?
C24 N23 C26 120.4(3) . . ?
C21 N23 C26 126.3(3) . . ?
O25 C24 N23 125.8(3) . . ?
O25 C24 C19 129.1(3) . . ?
N23 C24 C19 105.1(3) . . ?
N23 C26 C31 110.6(3) . . ?
N23 C26 C27 112.0(3) . . ?
C31 C26 C27 112.0(3) . . ?
N23 C26 H26 107(2) . . ?
C31 C26 H26 106(2) . . ?
C27 C26 H26 109(2) . . ?
C26 C27 C28 109.3(3) . . ?
C26 C27 H27A 109.8 . . ?
C28 C27 H27A 109.8 . . ?
C26 C27 H27B 109.8 . . ?
C28 C27 H27B 109.8 . . ?
H27A C27 H27B 108.3 . . ?
C29 C28 C27 109.3(3) . . ?
C29 C28 H28A 109.8 . . ?
C27 C28 H28A 109.8 . . ?
C29 C28 H28B 109.8 . . ?
C27 C28 H28B 109.8 . . ?
H28A C28 H28B 108.3 . . ?
N32 C29 C30 109.4(3) . . ?
N32 C29 C28 110.3(3) . . ?
C30 C29 C28 112.0(3) . . ?
N32 C29 H29 103(2) . . ?
C30 C29 H29 114(2) . . ?
C28 C29 H29 108(2) . . ?
C29 C30 C31 110.1(3) . . ?
C29 C30 H30A 109.6 . . ?
C31 C30 H30A 109.6 . . ?
C29 C30 H30B 109.6 . . ?
C31 C30 H30B 109.6 . . ?
H30A C30 H30B 108.2 . . ?
C26 C31 C30 111.1(3) . . ?
C26 C31 H31A 109.4 . . ?
C30 C31 H31A 109.4 . . ?
C26 C31 H31B 109.4 . . ?
C30 C31 H31B 109.4 . . ?
H31A C31 H31B 108.0 . . ?
C29 N32 H32A 109.5 . . ?
C29 N32 H32B 109.5 . . ?
H32A N32 H32B 109.5 . . ?
C29 N32 H32C 109.5 . . ?
H32A N32 H32C 109.5 . . ?
H32B N32 H32C 109.5 . . ?
H10A O100 H10B 101.9(16) . . ?

_refine_diff_density_max         0.922
_refine_diff_density_min         -1.220
_refine_diff_density_rms         0.110

_shelxl_version_number           2013-4

