# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_t
_database_code_depnum_ccdc_archive 'CCDC 1059927'
_audit_update_record             
;
2015-06-11 deposited with the CCDC.
2015-06-18 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            'C49 H84 Co12 N30 O31'
_chemical_formula_weight         2296.62

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'
O O 0.0106 0.0060 '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      hexagonal
_space_group_IT_number           194
_space_group_name_H-M_alt        'P 63/m m c'
_space_group_name_Hall           '-P 6c 2c'

_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, 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'
'-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'

_cell_length_a                   17.1591(15)
_cell_length_b                   17.1591(15)
_cell_length_c                   24.633(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     6281.2(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    4123
_cell_measurement_theta_min      2.835
_cell_measurement_theta_max      21.079

_exptl_crystal_description       bolck
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_F_000             2320
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.380
_exptl_absorpt_coefficient_mu    1.603
_shelx_estimated_absorpt_T_min   0.532
_shelx_estimated_absorpt_T_max   0.581
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5324
_exptl_absorpt_correction_T_max  0.5811
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30817
_diffrn_reflns_av_unetI/netI     0.0821
_diffrn_reflns_av_R_equivalents  0.0883
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.741
_diffrn_reflns_theta_max         25.013
_diffrn_reflns_theta_full        25.013
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2103
_reflns_number_gt                1064
_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 SMART'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SMART'
_computing_publication_material  'Bruker SMART'
_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)+(0.1627P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2103
_refine_ls_number_parameters     110
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1253
_refine_ls_R_factor_gt           0.0849
_refine_ls_wR_factor_ref         0.2678
_refine_ls_wR_factor_gt          0.2400
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.013
_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 0.32518(9) 0.47858(9) 0.2500 0.0584(5) Uani 1 2 d S T P . .
Co2 Co 0.15918(5) 0.31837(11) 0.18647(7) 0.0846(7) Uani 1 2 d S T P . .
N1 N 0.4207(5) 0.4507(5) 0.1491(3) 0.0790(19) Uani 1 1 d . . . . .
N2 N 0.4224(4) 0.4997(4) 0.1904(2) 0.0711(18) Uani 1 1 d . . . . .
N3 N 0.2495(6) 0.3352(5) 0.2500 0.077(2) Uani 0.3333 2 d S T P A 2
N4 N 0.308(2) 0.3053(17) 0.2500 0.077(2) Uani 0.3333 2 d S T P A 2
N5 N 0.3515(19) 0.2650(17) 0.2500 0.077(2) Uani 0.3333 2 d S T P A 2
O1 O 0.3773(3) 0.6227(3) 0.2500 0.0422(18) Uani 1 4 d S T P A .
O2 O 0.2495(6) 0.3352(5) 0.2500 0.077(2) Uani 0.6667 2 d S T P A 1
O3 O 0.2303(2) 0.4606(4) 0.1911(2) 0.0576(16) Uani 1 2 d S T P A .
O4 O 0.0663(5) 0.3128(4) 0.1282(3) 0.113(2) Uani 1 1 d . . . . .
H4A H 0.0542 0.3542 0.1345 0.136 Uiso 1 1 d R U . . .
H4B H 0.0893 0.3202 0.0967 0.136 Uiso 1 1 d R U . . .
O5 O 0.0848(3) 0.1697(7) 0.1885(5) 0.154(4) Uani 1 2 d S T P A .
H5A H 0.0778 0.1555 0.2219 0.184 Uiso 1 2 d R U P . .
H5B H 0.0324 0.1454 0.1748 0.184 Uiso 0.5 1 d R U P . .
C1 C 0.4994(4) 0.5006(4) 0.1246(5) 0.091(4) Uani 1 2 d S T P . .
C2 C 0.5299(4) 0.4701(4) 0.0745(5) 0.093(4) Uani 1 2 d DS T P . .
C3 C 0.6109(7) 0.5268(8) 0.0511(5) 0.147(5) Uani 1 1 d D . . . .
H3 H 0.6477 0.5840 0.0653 0.177 Uiso 1 1 calc R U . . .
C4 C 0.6378(11) 0.4977(12) 0.0057(6) 0.169(6) Uani 1 1 d . . . . .
H4 H 0.6924 0.5363 -0.0109 0.203 Uiso 1 1 calc R U . . .
C5 C 0.5855(8) 0.4145(8) -0.0143(9) 0.160(8) Uani 1 2 d S T P . .
H5 H 0.6068 0.3932 -0.0419 0.192 Uiso 1 2 calc R U P . .
C6 C 0.2550(4) 0.5099(8) 0.1446(4) 0.069(3) Uani 1 2 d S T P . .
H6A H 0.2865 0.5729 0.1532 0.103 Uiso 1 2 d R U P A .
H6B H 0.2021 0.4951 0.1238 0.103 Uiso 1 1 d R U . . .
C7 C 0.3333 0.6667 0.2500 0.038(5) Uani 1 12 d S T P . .


_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 O3 2.086(4) . ?
Co1 O3 2.086(4) 16_556 ?
Co1 N2 2.112(6) 16_556 ?
Co1 N2 2.112(6) . ?
Co1 N3 2.132(7) . ?
Co1 O2 2.132(7) . ?
Co1 O1 2.168(5) . ?
Co1 Co1 2.947(3) 20 ?
Co2 O4 2.111(7) 20 ?
Co2 O4 2.111(7) . ?
Co2 O3 2.117(7) . ?
Co2 O2 2.118(6) 20 ?
Co2 N3 2.118(6) 20 ?
Co2 N3 2.118(6) . ?
Co2 O2 2.118(6) . ?
Co2 O5 2.210(10) . ?
N1 N2 1.312(7) . ?
N1 C1 1.329(8) . ?
N2 N2 1.337(13) 22_665 ?
N3 N4 1.33(3) . ?
N3 Co2 2.118(6) 16_556 ?
N4 N5 1.25(4) . ?
O1 C7 1.308(8) . ?
O1 Co1 2.168(5) 7_665 ?
O2 Co2 2.118(6) 16_556 ?
O3 C6 1.360(11) . ?
O3 Co1 2.085(4) 20 ?
O4 H4A 0.8501 . ?
O4 H4B 0.8500 . ?
O5 H5A 0.8502 . ?
O5 H5B 0.8492 . ?
C1 N1 1.329(8) 22_665 ?
C1 C2 1.532(16) . ?
C2 C3 1.363(8) . ?
C2 C3 1.363(8) 22_665 ?
C3 C4 1.394(15) . ?
C3 H3 0.9300 . ?
C4 C5 1.343(16) . ?
C4 H4 0.9300 . ?
C5 C4 1.343(16) 22_665 ?
C5 H5 0.9300 . ?
C6 H6A 0.9604 . ?
C6 H6B 0.9581 . ?
C7 O1 1.308(8) 3_665 ?
C7 O1 1.308(8) 14_566 ?

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
O3 Co1 O3 88.2(2) . 16_556 ?
O3 Co1 N2 178.8(2) . 16_556 ?
O3 Co1 N2 91.9(2) 16_556 16_556 ?
O3 Co1 N2 91.9(2) . . ?
O3 Co1 N2 178.8(2) 16_556 . ?
N2 Co1 N2 88.0(3) 16_556 . ?
O3 Co1 N3 81.4(2) . . ?
O3 Co1 N3 81.4(2) 16_556 . ?
N2 Co1 N3 99.9(2) 16_556 . ?
N2 Co1 N3 99.9(2) . . ?
O3 Co1 O2 81.4(2) . . ?
O3 Co1 O2 81.4(2) 16_556 . ?
N2 Co1 O2 99.9(2) 16_556 . ?
N2 Co1 O2 99.9(2) . . ?
O3 Co1 O1 90.9(2) . . ?
O3 Co1 O1 90.9(2) 16_556 . ?
N2 Co1 O1 87.9(2) 16_556 . ?
N2 Co1 O1 87.9(2) . . ?
N3 Co1 O1 169.1(3) . . ?
O2 Co1 O1 169.1(3) . . ?
O3 Co1 Co1 45.04(11) . 20 ?
O3 Co1 Co1 45.04(11) 16_556 20 ?
N2 Co1 Co1 134.72(16) 16_556 20 ?
N2 Co1 Co1 134.72(16) . 20 ?
N3 Co1 Co1 88.2(2) . 20 ?
O2 Co1 Co1 88.2(2) . 20 ?
O1 Co1 Co1 80.95(16) . 20 ?
O4 Co2 O4 94.1(4) 20 . ?
O4 Co2 O3 94.3(2) 20 . ?
O4 Co2 O3 94.3(2) . . ?
O4 Co2 O2 173.2(3) 20 20 ?
O4 Co2 O2 91.2(3) . 20 ?
O3 Co2 O2 80.9(2) . 20 ?
O4 Co2 N3 173.2(3) 20 20 ?
O4 Co2 N3 91.2(3) . 20 ?
O3 Co2 N3 80.9(2) . 20 ?
O4 Co2 N3 91.2(3) 20 . ?
O4 Co2 N3 173.2(3) . . ?
O3 Co2 N3 80.9(2) . . ?
N3 Co2 N3 83.1(4) 20 . ?
O4 Co2 O2 91.2(3) 20 . ?
O4 Co2 O2 173.2(3) . . ?
O3 Co2 O2 80.9(2) . . ?
O2 Co2 O2 83.1(4) 20 . ?
O4 Co2 O5 88.6(3) 20 . ?
O4 Co2 O5 88.6(3) . . ?
O3 Co2 O5 175.7(4) . . ?
O2 Co2 O5 95.8(3) 20 . ?
N3 Co2 O5 95.8(3) 20 . ?
N3 Co2 O5 95.8(3) . . ?
O2 Co2 O5 95.8(3) . . ?
N2 N1 C1 104.5(7) . . ?
N1 N2 N2 109.4(4) . 22_665 ?
N1 N2 Co1 131.8(5) . . ?
N2 N2 Co1 118.74(17) 22_665 . ?
N4 N3 Co2 125.9(5) . . ?
N4 N3 Co2 125.9(5) . 16_556 ?
Co2 N3 Co2 95.3(4) . 16_556 ?
N4 N3 Co1 107.7(12) . . ?
Co2 N3 Co1 98.0(2) . . ?
Co2 N3 Co1 98.0(2) 16_556 . ?
N5 N4 N3 171(3) . . ?
C7 O1 Co1 129.05(16) . . ?
C7 O1 Co1 129.05(16) . 7_665 ?
Co1 O1 Co1 101.9(3) . 7_665 ?
Co2 O2 Co2 95.3(4) . 16_556 ?
Co2 O2 Co1 98.0(2) . . ?
Co2 O2 Co1 98.0(2) 16_556 . ?
C6 O3 Co1 121.2(4) . 20 ?
C6 O3 Co1 121.2(4) . . ?
Co1 O3 Co1 89.9(2) 20 . ?
C6 O3 Co2 119.5(6) . . ?
Co1 O3 Co2 99.5(2) 20 . ?
Co1 O3 Co2 99.5(2) . . ?
Co2 O4 H4A 109.3 . . ?
Co2 O4 H4B 109.3 . . ?
H4A O4 H4B 109.5 . . ?
Co2 O5 H5A 105.6 . . ?
Co2 O5 H5B 114.6 . . ?
H5A O5 H5B 106.2 . . ?
N1 C1 N1 112.3(10) . 22_665 ?
N1 C1 C2 123.9(5) . . ?
N1 C1 C2 123.9(5) 22_665 . ?
C3 C2 C3 120.2(14) . 22_665 ?
C3 C2 C1 119.8(7) . . ?
C3 C2 C1 119.8(7) 22_665 . ?
C2 C3 C4 119.0(13) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C5 C4 C3 120.7(17) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C4 120(2) 22_665 . ?
C4 C5 H5 120.1 22_665 . ?
C4 C5 H5 120.1 . . ?
O3 C6 H6A 109.8 . . ?
O3 C6 H6B 109.1 . . ?
H6A C6 H6B 110.0 . . ?
O1 C7 O1 120.000(3) . 3_665 ?
O1 C7 O1 120.000(1) . 14_566 ?
O1 C7 O1 120.000(2) 3_665 14_566 ?

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
C1 N1 N2 N2 0.5(7) . . . 22_665 ?
C1 N1 N2 Co1 177.0(7) . . . . ?
N2 N1 C1 N1 -0.8(13) . . . 22_665 ?
N2 N1 C1 C2 178.2(10) . . . . ?
N1 C1 C2 C3 178.1(12) . . . . ?
N1 C1 C2 C3 -3.0(18) 22_665 . . . ?
N1 C1 C2 C3 3.0(18) . . . 22_665 ?
N1 C1 C2 C3 -178.1(12) 22_665 . . 22_665 ?
C3 C2 C3 C4 -5(3) 22_665 . . . ?
C1 C2 C3 C4 179.7(13) . . . . ?
C2 C3 C4 C5 -1(3) . . . . ?
C3 C4 C5 C4 7(4) . . . 22_665 ?
Co1 O1 C7 O1 180.0 . . . 3_665 ?
Co1 O1 C7 O1 0.0 7_665 . . 3_665 ?
Co1 O1 C7 O1 0.0 . . . 14_566 ?
Co1 O1 C7 O1 180.0 7_665 . . 14_566 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H5A O5 0.85 2.22 3.03(3) 160.2 16_556
O4 H4A N1 0.85 1.93 2.780(10) 178.5 20
O5 H5A O5 0.85 2.22 3.03(3) 160.2 16_556
O4 H4A N1 0.85 1.93 2.780(10) 178.5 20

_refine_diff_density_max         1.125
_refine_diff_density_min         -0.870
_refine_diff_density_rms         0.117

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.026 -0.019 -0.003 2254 383 ' '
2 0.000 0.000 0.250 7 0 ' '
3 0.000 0.000 0.750 7 0 ' '
4 0.087 0.174 0.750 8 2 ' '
5 0.087 0.913 0.750 8 2 ' '
6 0.174 0.087 0.250 8 2 ' '
7 0.826 0.913 0.750 9 2 ' '
8 0.913 0.087 0.250 8 2 ' '
9 0.913 0.826 0.250 9 2 ' '
_platon_squeeze_details          
;
;

