# 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_p21c
_database_code_depnum_ccdc_archive 'CCDC 1575658'
_audit_update_record             
;
2017-09-20 deposited with the CCDC.
2017-11-03 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            'C36 H38 Co N4 O12 S2'
_chemical_formula_weight         841.75

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'
S S 0.1246 0.1234 '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/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   7.7878(13)
_cell_length_b                   34.714(6)
_cell_length_c                   7.1082(11)
_cell_angle_alpha                90
_cell_angle_beta                 105.722(2)
_cell_angle_gamma                90
_cell_volume                     1849.8(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1792
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      21.38

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.511
_exptl_crystal_F_000             874
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.647
_shelx_estimated_absorpt_T_min   0.871
_shelx_estimated_absorpt_T_max   0.892
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.871
_exptl_absorpt_correction_T_max  0.892
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11412
_diffrn_reflns_av_unetI/netI     0.0606
_diffrn_reflns_av_R_equivalents  0.0466
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_k_max       45
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.347
_diffrn_reflns_theta_max         27.503
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             4215
_reflns_number_gt                2781
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          
;
 Refined as a 2-component perfect inversion 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)+(0.1047P)²+3.7713P] 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         4215
_refine_ls_number_parameters     261
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1048
_refine_ls_R_factor_gt           0.0720
_refine_ls_wR_factor_ref         0.2071
_refine_ls_wR_factor_gt          0.1857
_refine_ls_goodness_of_fit_ref   0.959
_refine_ls_restrained_S_all      0.959
_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 1.0000 1.0000 1.0000 0.0359(3) Uani 1 2 d S . P . .
S1 S 0.80520(14) 0.96113(3) 0.55525(15) 0.0363(3) Uani 1 1 d . . . . .
C1 C 0.2979(7) 0.72862(13) 0.4756(7) 0.0453(11) Uani 1 1 d . . . . .
C2 C 0.1772(7) 0.69744(15) 0.4402(7) 0.0504(12) Uani 1 1 d . . . . .
C3 C -0.0095(7) 0.70548(18) 0.3949(9) 0.0613(15) Uani 1 1 d . . . . .
H3 H -0.0890 0.6849 0.3720 0.074 Uiso 1 1 calc R U . . .
C4 C -0.0750(7) 0.74123(19) 0.3840(9) 0.0640(15) Uani 1 1 d . . . . .
H4 H -0.1978 0.7447 0.3552 0.077 Uiso 1 1 calc R U . . .
C5 C 0.0396(7) 0.77432(15) 0.4157(8) 0.0502(12) Uani 1 1 d . . . . .
C6 C 0.2305(6) 0.76764(14) 0.4626(7) 0.0430(10) Uani 1 1 d . . . . .
C7 C 0.4243(6) 0.86077(13) 0.5080(7) 0.0407(10) Uani 1 1 d . . . . .
C8 C 0.6036(6) 0.85348(13) 0.5183(8) 0.0466(11) Uani 1 1 d . . . . .
H8 H 0.6435 0.8284 0.5129 0.056 Uiso 1 1 calc R U . . .
C9 C 0.7203(6) 0.88412(13) 0.5367(7) 0.0441(11) Uani 1 1 d . . . . .
H9 H 0.8398 0.8796 0.5450 0.053 Uiso 1 1 calc R U . . .
C10 C 0.6597(6) 0.92169(12) 0.5428(6) 0.0367(9) Uani 1 1 d . . . . .
C11 C 0.4823(6) 0.92884(13) 0.5332(7) 0.0436(11) Uani 1 1 d . . . . .
H11 H 0.4423 0.9540 0.5378 0.052 Uiso 1 1 calc R U . . .
C12 C 0.3652(6) 0.89812(14) 0.5166(7) 0.0461(11) Uani 1 1 d . . . . .
H12 H 0.2462 0.9027 0.5112 0.055 Uiso 1 1 calc R U . . .
C13 C 0.4811(7) 0.72032(15) 0.5246(8) 0.0536(13) Uani 1 1 d . . . . .
H13 H 0.5627 0.7405 0.5480 0.064 Uiso 1 1 calc R U . . .
C14 C 0.5425(8) 0.68303(16) 0.5388(9) 0.0647(16) Uani 1 1 d . . . . .
H14 H 0.6646 0.6783 0.5728 0.078 Uiso 1 1 calc R U . . .
C15 C 0.4243(9) 0.65246(17) 0.5029(10) 0.0694(16) Uani 1 1 d . . . . .
H15 H 0.4661 0.6273 0.5110 0.083 Uiso 1 1 calc R U . . .
C16 C 0.2464(9) 0.65970(15) 0.4557(9) 0.0631(15) Uani 1 1 d . . . . .
H16 H 0.1674 0.6390 0.4327 0.076 Uiso 1 1 calc R U . . .
C17 C 0.8909(10) 0.91560(17) 1.0853(9) 0.078(2) Uani 1 1 d . . . . .
H17A H 0.9149 0.9067 0.9671 0.117 Uiso 1 1 calc R U . . .
H17B H 0.7673 0.9225 1.0591 0.117 Uiso 1 1 calc R U . . .
H17C H 0.9179 0.8955 1.1815 0.117 Uiso 1 1 calc R U . . .
C18 C 1.3507(9) 0.9568(2) 1.0059(11) 0.083(2) Uani 1 1 d . . . . .
H18A H 1.2997 0.9330 1.0344 0.125 Uiso 1 1 calc R U . . .
H18B H 1.4214 0.9680 1.1253 0.125 Uiso 1 1 calc R U . . .
H18C H 1.4248 0.9518 0.9205 0.125 Uiso 1 1 calc R U . . .
N1 N 0.3527(5) 0.79560(11) 0.4909(6) 0.0428(9) Uani 1 1 d . . . . .
N2 N 0.2972(5) 0.83116(11) 0.4834(6) 0.0472(10) Uani 1 1 d . . . . .
O1 O -0.0255(5) 0.80810(12) 0.4049(7) 0.0681(11) Uani 1 1 d . . . . .
H1 H 0.0557 0.8239 0.4357 0.102 Uiso 1 1 calc R U . . .
O2 O 0.9711(4) 0.94607(9) 0.5302(5) 0.0461(8) Uani 1 1 d . . . . .
O3 O 0.8236(5) 0.97781(11) 0.7473(5) 0.0527(9) Uani 1 1 d . . . . .
O4 O 0.7152(5) 0.98722(10) 0.4014(5) 0.0506(8) Uani 1 1 d . . . . .
O5 O 1.2156(5) 0.98196(12) 0.9161(6) 0.0565(10) Uani 1 1 d . . . . .
O6 O 0.9984(5) 0.94830(9) 1.1566(5) 0.0482(8) Uani 1 1 d . . . . .
H5O H 1.234(7) 0.9915(15) 0.823(8) 0.049(16) Uiso 1 1 d . . . . .
H6O H 0.983(6) 0.9493(13) 1.276(8) 0.040(13) Uiso 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 O5 2.027(4) . ?
Co1 O5 2.027(4) 3_777 ?
Co1 O3 2.091(3) . ?
Co1 O3 2.091(3) 3_777 ?
Co1 O6 2.114(3) . ?
Co1 O6 2.114(3) 3_777 ?
S1 O4 1.446(3) . ?
S1 O2 1.449(3) . ?
S1 O3 1.454(3) . ?
S1 C10 1.764(4) . ?
C1 C13 1.404(7) . ?
C1 C2 1.411(6) . ?
C1 C6 1.447(7) . ?
C2 C16 1.409(8) . ?
C2 C3 1.429(8) . ?
C3 C4 1.336(9) . ?
C4 C5 1.434(7) . ?
C5 O1 1.271(6) . ?
C5 C6 1.452(7) . ?
C6 N1 1.336(6) . ?
C7 C12 1.383(6) . ?
C7 C8 1.401(7) . ?
C7 N2 1.404(6) . ?
C8 C9 1.382(6) . ?
C9 C10 1.392(6) . ?
C10 C11 1.387(6) . ?
C11 C12 1.387(7) . ?
C13 C14 1.374(7) . ?
C14 C15 1.383(8) . ?
C15 C16 1.358(9) . ?
C17 O6 1.420(6) . ?
C18 O5 1.385(6) . ?
N1 N2 1.304(5) . ?

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
O5 Co1 O5 180.0 . 3_777 ?
O5 Co1 O3 92.12(15) . . ?
O5 Co1 O3 87.88(15) 3_777 . ?
O5 Co1 O3 87.88(15) . 3_777 ?
O5 Co1 O3 92.12(15) 3_777 3_777 ?
O3 Co1 O3 180.0 . 3_777 ?
O5 Co1 O6 90.94(16) . . ?
O5 Co1 O6 89.06(16) 3_777 . ?
O3 Co1 O6 92.49(14) . . ?
O3 Co1 O6 87.52(14) 3_777 . ?
O5 Co1 O6 89.07(16) . 3_777 ?
O5 Co1 O6 90.94(16) 3_777 3_777 ?
O3 Co1 O6 87.51(14) . 3_777 ?
O3 Co1 O6 92.49(14) 3_777 3_777 ?
O6 Co1 O6 180.0(2) . 3_777 ?
O4 S1 O2 113.5(2) . . ?
O4 S1 O3 111.4(2) . . ?
O2 S1 O3 113.2(2) . . ?
O4 S1 C10 106.0(2) . . ?
O2 S1 C10 107.2(2) . . ?
O3 S1 C10 104.8(2) . . ?
C13 C1 C2 118.0(5) . . ?
C13 C1 C6 122.3(4) . . ?
C2 C1 C6 119.6(5) . . ?
C16 C2 C1 118.5(5) . . ?
C16 C2 C3 122.9(5) . . ?
C1 C2 C3 118.6(5) . . ?
C4 C3 C2 123.0(5) . . ?
C3 C4 C5 121.5(5) . . ?
O1 C5 C4 120.5(5) . . ?
O1 C5 C6 121.9(4) . . ?
C4 C5 C6 117.6(5) . . ?
N1 C6 C1 116.1(4) . . ?
N1 C6 C5 124.2(5) . . ?
C1 C6 C5 119.7(4) . . ?
C12 C7 C8 120.4(4) . . ?
C12 C7 N2 117.4(4) . . ?
C8 C7 N2 122.2(4) . . ?
C9 C8 C7 119.1(4) . . ?
C8 C9 C10 120.3(4) . . ?
C11 C10 C9 120.5(4) . . ?
C11 C10 S1 118.8(3) . . ?
C9 C10 S1 120.7(4) . . ?
C10 C11 C12 119.3(4) . . ?
C7 C12 C11 120.4(4) . . ?
C14 C13 C1 121.5(5) . . ?
C13 C14 C15 120.5(6) . . ?
C16 C15 C14 119.2(6) . . ?
C15 C16 C2 122.3(5) . . ?
N2 N1 C6 117.9(4) . . ?
N1 N2 C7 118.3(4) . . ?
S1 O3 Co1 145.9(2) . . ?
C18 O5 Co1 130.2(4) . . ?
C17 O6 Co1 125.3(3) . . ?

_refine_diff_density_max         1.662
_refine_diff_density_min         -0.375
_refine_diff_density_rms         0.106

