# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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 1496923'
_audit_update_record             
;
2016-09-01 deposited with the CCDC.
2016-11-09 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            'C24 H20 Co N4 O8 S'
_chemical_formula_weight         583.43

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      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                   9.7640(10)
_cell_length_b                   9.9944(11)
_cell_length_c                   12.5314(13)
_cell_angle_alpha                77.530(2)
_cell_angle_beta                 89.112(2)
_cell_angle_gamma                88.654(2)
_cell_volume                     1193.6(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2671
_cell_measurement_theta_min      1.664
_cell_measurement_theta_max      28.356

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.623
_exptl_crystal_F_000             598
_exptl_transmission_factor_min   0.867
_exptl_transmission_factor_max   0.881
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.155
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.866
_shelx_estimated_absorpt_T_min   0.867
_shelx_estimated_absorpt_T_max   0.881
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.867
_exptl_absorpt_correction_T_max  0.881
_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            8862
_diffrn_reflns_av_unetI/netI     0.0485
_diffrn_reflns_av_R_equivalents  0.0228
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.664
_diffrn_reflns_theta_max         28.356
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5884
_reflns_number_gt                4523
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0879P)²+0.8643P] 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         5884
_refine_ls_number_parameters     343
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0713
_refine_ls_R_factor_gt           0.0513
_refine_ls_wR_factor_ref         0.1508
_refine_ls_wR_factor_gt          0.1376
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.003
_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 0.11993(4) 0.16816(4) 0.94802(3) 0.02085(13) Uani 1 1 d . . . . .
S1 S -0.46314(9) 0.66201(9) 0.57508(7) 0.0365(2) Uani 1 1 d . . . . .
O1 O 0.3112(2) 0.2950(2) 0.9031(2) 0.0370(6) Uani 1 1 d . . . . .
C1 C 0.2380(3) 0.3969(3) 0.9120(2) 0.0252(6) Uani 1 1 d . . . . .
N1 N 0.0595(3) 0.1799(3) 0.7788(2) 0.0281(5) Uani 1 1 d . . . . .
O1W O -0.4265(3) 0.2194(3) 0.8447(2) 0.0560(8) Uani 1 1 d . U . . .
H1WA H -0.5217 0.2391 0.8784 0.067 Uiso 1 1 d R U . . .
H1WB H -0.3955 0.3031 0.8058 0.067 Uiso 1 1 d R U . . .
O2 O 0.1112(2) 0.3855(2) 0.9277(2) 0.0347(5) Uani 1 1 d . . . . .
C2 C 0.3001(3) 0.5341(3) 0.9066(2) 0.0231(6) Uani 1 1 d . . . . .
N2 N -0.1653(3) 0.3886(3) 0.5689(2) 0.0420(7) Uani 1 1 d . . . . .
H2A H -0.1628 0.4035 0.4987 0.050 Uiso 1 1 calc R U . . .
O2W O 0.1923(4) 0.6903(6) 0.6536(3) 0.1108(18) Uani 1 1 d . U . . .
H2WA H 0.2876 0.6776 0.6666 0.133 Uiso 1 1 d R U . . .
H2WB H 0.2714 0.7254 0.6039 0.133 Uiso 1 1 d R U . . .
O3 O 0.2331(2) -0.0020(2) 0.94009(18) 0.0285(5) Uani 1 1 d . . . . .
N3 N -0.6238(3) 0.9214(3) 0.3228(2) 0.0336(6) Uani 1 1 d . . . . .
H3B H -0.5804 0.8855 0.2753 0.040 Uiso 1 1 calc R U . . .
C3 C 0.4319(3) 0.5616(3) 0.8648(3) 0.0309(7) Uani 1 1 d . . . . .
H3A H 0.4839 0.4934 0.8424 0.037 Uiso 1 1 calc R U . . .
N4 N 0.1674(3) 0.1484(3) 1.1193(2) 0.0264(5) Uani 1 1 d . . . . .
O4 O -0.0800(2) 0.1555(2) 0.9846(2) 0.0356(5) Uani 1 1 d . . . . .
C4 C 0.4857(3) 0.6908(3) 0.8566(3) 0.0353(8) Uani 1 1 d . . . . .
H4A H 0.5741 0.7089 0.8294 0.042 Uiso 1 1 calc R U . . .
C5 C 0.4069(3) 0.7933(3) 0.8892(3) 0.0302(7) Uani 1 1 d . . . . .
H5A H 0.4424 0.8803 0.8823 0.036 Uiso 1 1 calc R U . . .
O5 O -0.2772(3) 0.4534(3) 0.7101(2) 0.0469(7) Uani 1 1 d . . . . .
O6 O -0.6538(3) 0.9020(3) 0.5061(2) 0.0525(7) Uani 1 1 d . . . . .
C6 C 0.2761(3) 0.7669(3) 0.9317(2) 0.0217(5) Uani 1 1 d . . . . .
C7 C 0.2233(3) 0.6355(3) 0.9418(2) 0.0218(5) Uani 1 1 d . . . . .
H7A H 0.1366 0.6161 0.9722 0.026 Uiso 1 1 calc R U . . .
C8 C 0.1893(3) -0.1236(3) 0.9657(2) 0.0223(6) Uani 1 1 d . . . . .
C9 C -0.0325(3) 0.2761(3) 0.7310(3) 0.0308(7) Uani 1 1 d . . . . .
H9A H -0.0685 0.3378 0.7704 0.037 Uiso 1 1 calc R U . . .
C10 C -0.0750(3) 0.2852(3) 0.6239(3) 0.0320(7) Uani 1 1 d . . . . .
C11 C -0.0225(4) 0.1919(4) 0.5662(3) 0.0377(8) Uani 1 1 d . . . . .
H11A H -0.0497 0.1960 0.4948 0.045 Uiso 1 1 calc R U . . .
C12 C 0.0701(4) 0.0931(4) 0.6156(3) 0.0407(8) Uani 1 1 d . . . . .
H12A H 0.1058 0.0290 0.5783 0.049 Uiso 1 1 calc R U . . .
C13 C 0.1092(4) 0.0905(3) 0.7213(3) 0.0349(7) Uani 1 1 d . . . . .
H13A H 0.1727 0.0241 0.7540 0.042 Uiso 1 1 calc R U . . .
C14 C -0.2558(3) 0.4677(3) 0.6128(3) 0.0331(7) Uani 1 1 d . . . . .
C15 C -0.3266(3) 0.5754(3) 0.5315(3) 0.0332(7) Uani 1 1 d . . . . .
C16 C -0.2999(4) 0.6223(4) 0.4234(3) 0.0437(9) Uani 1 1 d . . . . .
H16A H -0.2290 0.5882 0.3859 0.052 Uiso 1 1 calc R U . . .
C17 C -0.3909(4) 0.7279(4) 0.3744(3) 0.0448(9) Uani 1 1 d . . . . .
H17A H -0.3872 0.7706 0.3007 0.054 Uiso 1 1 calc R U . . .
C18 C -0.4849(3) 0.7609(3) 0.4461(3) 0.0342(7) Uani 1 1 d . . . . .
C19 C -0.5954(4) 0.8676(3) 0.4290(3) 0.0337(7) Uani 1 1 d . . . . .
C20 C 0.1161(3) 0.2377(3) 1.1765(3) 0.0318(7) Uani 1 1 d . . . . .
H20A H 0.0590 0.3090 1.1415 0.038 Uiso 1 1 calc R U . . .
C21 C 0.1454(4) 0.2272(3) 1.2854(3) 0.0358(7) Uani 1 1 d . . . . .
H21A H 0.1082 0.2909 1.3226 0.043 Uiso 1 1 calc R U . . .
C22 C 0.2300(4) 0.1222(3) 1.3394(3) 0.0332(7) Uani 1 1 d . . . . .
H22A H 0.2503 0.1139 1.4129 0.040 Uiso 1 1 calc R U . . .
C23 C 0.2836(3) 0.0297(3) 1.2812(3) 0.0271(6) Uani 1 1 d . . . . .
C24 C 0.2499(3) 0.0478(3) 1.1717(3) 0.0276(6) Uani 1 1 d . . . . .
H24A H 0.2870 -0.0137 1.1325 0.033 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 O4 1.999(2) . ?
Co1 O3 2.026(2) . ?
Co1 O2 2.132(2) . ?
Co1 N4 2.169(3) . ?
Co1 N1 2.188(3) . ?
Co1 O1 2.277(2) . ?
S1 C18 1.716(3) . ?
S1 C15 1.718(4) . ?
O1 C1 1.255(4) . ?
C1 O2 1.254(4) . ?
C1 C2 1.501(4) . ?
N1 C13 1.342(4) . ?
N1 C9 1.348(4) . ?
C2 C7 1.390(4) . ?
C2 C3 1.392(4) . ?
N2 C14 1.359(4) . ?
N2 C10 1.410(4) . ?
O3 C8 1.271(3) . ?
N3 C19 1.355(4) . ?
N3 C23 1.409(4) 1_464 ?
C3 C4 1.388(4) . ?
N4 C24 1.335(4) . ?
N4 C20 1.343(4) . ?
O4 C8 1.241(4) 2_557 ?
C4 C5 1.394(4) . ?
C5 C6 1.385(4) . ?
O5 C14 1.213(4) . ?
O6 C19 1.222(4) . ?
C6 C7 1.402(4) . ?
C6 C8 1.498(4) 1_565 ?
C8 O4 1.241(4) 2_557 ?
C8 C6 1.498(4) 1_545 ?
C9 C10 1.395(4) . ?
C10 C11 1.382(5) . ?
C11 C12 1.374(5) . ?
C12 C13 1.379(5) . ?
C14 C15 1.479(4) . ?
C15 C16 1.357(5) . ?
C16 C17 1.405(5) . ?
C17 C18 1.359(5) . ?
C18 C19 1.484(5) . ?
C20 C21 1.381(5) . ?
C21 C22 1.383(5) . ?
C22 C23 1.384(4) . ?
C23 C24 1.389(4) . ?
C23 N3 1.409(4) 1_646 ?

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
O4 Co1 O3 120.69(9) . . ?
O4 Co1 O2 91.28(9) . . ?
O3 Co1 O2 147.97(9) . . ?
O4 Co1 N4 90.36(10) . . ?
O3 Co1 N4 91.79(9) . . ?
O2 Co1 N4 89.74(9) . . ?
O4 Co1 N1 86.20(10) . . ?
O3 Co1 N1 88.37(9) . . ?
O2 Co1 N1 92.21(10) . . ?
N4 Co1 N1 176.08(10) . . ?
O4 Co1 O1 150.41(9) . . ?
O3 Co1 O1 88.89(8) . . ?
O2 Co1 O1 59.13(8) . . ?
N4 Co1 O1 89.07(10) . . ?
N1 Co1 O1 94.85(10) . . ?
C18 S1 C15 91.29(17) . . ?
C1 O1 Co1 86.61(19) . . ?
O2 C1 O1 120.6(3) . . ?
O2 C1 C2 118.5(2) . . ?
O1 C1 C2 120.9(3) . . ?
C13 N1 C9 118.5(3) . . ?
C13 N1 Co1 121.5(2) . . ?
C9 N1 Co1 120.1(2) . . ?
C1 O2 Co1 93.25(17) . . ?
C7 C2 C3 119.9(3) . . ?
C7 C2 C1 119.1(3) . . ?
C3 C2 C1 120.9(3) . . ?
C14 N2 C10 128.3(3) . . ?
C8 O3 Co1 124.6(2) . . ?
C19 N3 C23 127.3(3) . 1_464 ?
C4 C3 C2 120.1(3) . . ?
C24 N4 C20 117.5(3) . . ?
C24 N4 Co1 121.3(2) . . ?
C20 N4 Co1 121.3(2) . . ?
C8 O4 Co1 161.6(2) 2_557 . ?
C3 C4 C5 119.8(3) . . ?
C6 C5 C4 120.7(3) . . ?
C5 C6 C7 119.3(3) . . ?
C5 C6 C8 121.3(2) . 1_565 ?
C7 C6 C8 119.3(3) . 1_565 ?
C2 C7 C6 120.2(3) . . ?
O4 C8 O3 124.0(3) 2_557 . ?
O4 C8 C6 119.1(2) 2_557 1_545 ?
O3 C8 C6 116.9(3) . 1_545 ?
N1 C9 C10 121.6(3) . . ?
C11 C10 C9 118.9(3) . . ?
C11 C10 N2 117.7(3) . . ?
C9 C10 N2 123.4(3) . . ?
C12 C11 C10 119.3(3) . . ?
C11 C12 C13 119.0(3) . . ?
N1 C13 C12 122.7(3) . . ?
O5 C14 N2 123.7(3) . . ?
O5 C14 C15 121.9(3) . . ?
N2 C14 C15 114.4(3) . . ?
C16 C15 C14 130.2(3) . . ?
C16 C15 S1 111.6(3) . . ?
C14 C15 S1 118.2(3) . . ?
C15 C16 C17 112.7(3) . . ?
C18 C17 C16 112.8(3) . . ?
C17 C18 C19 130.1(3) . . ?
C17 C18 S1 111.6(3) . . ?
C19 C18 S1 118.3(3) . . ?
O6 C19 N3 124.3(3) . . ?
O6 C19 C18 121.4(3) . . ?
N3 C19 C18 114.3(3) . . ?
N4 C20 C21 122.2(3) . . ?
C20 C21 C22 120.1(3) . . ?
C21 C22 C23 118.2(3) . . ?
C22 C23 C24 118.2(3) . . ?
C22 C23 N3 125.1(3) . 1_646 ?
C24 C23 N3 116.6(3) . 1_646 ?
N4 C24 C23 123.8(3) . . ?

_refine_diff_density_max         1.600
_refine_diff_density_min         -0.744
_refine_diff_density_rms         0.094

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1496924'
_audit_update_record             
;
2016-09-01 deposited with the CCDC.
2016-11-09 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            'C25 H22 Co N4 O8 S'
_chemical_formula_weight         597.45

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'
S S 0.1246 0.1234 '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                   9.9581(6)
_cell_length_b                   10.7625(6)
_cell_length_c                   13.6159(7)
_cell_angle_alpha                71.8090(10)
_cell_angle_beta                 74.8150(10)
_cell_angle_gamma                65.9840(10)
_cell_volume                     1250.94(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4313
_cell_measurement_theta_min      1.594
_cell_measurement_theta_max      28.521

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.586
_exptl_crystal_F_000             614
_exptl_transmission_factor_min   0.865
_exptl_transmission_factor_max   0.886
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.828
_shelx_estimated_absorpt_T_min   0.865
_shelx_estimated_absorpt_T_max   0.886
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.865
_exptl_absorpt_correction_T_max  0.886
_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       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9335
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_av_R_equivalents  0.0144
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.594
_diffrn_reflns_theta_max         28.521
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6313
_reflns_number_gt                5247
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0494P)²+0.4519P] 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         6313
_refine_ls_number_parameters     352
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0350
_refine_ls_wR_factor_ref         0.0926
_refine_ls_wR_factor_gt          0.0864
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_restrained_S_all      1.010
_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 0.87500(2) 0.37051(2) 0.54596(2) 0.02142(8) Uani 1 1 d . . . . .
S1 S 0.42340(6) 0.88711(6) -0.04162(4) 0.04305(15) Uani 1 1 d . U . . .
O1 O 0.83648(14) 0.17321(15) 0.56199(12) 0.0344(3) Uani 1 1 d . . . . .
N1 N 0.89274(17) 0.40374(17) 0.37665(12) 0.0296(3) Uani 1 1 d . . . . .
C1 C 0.69916(18) 0.24347(19) 0.56691(13) 0.0241(4) Uani 1 1 d . . . . .
O1W O 0.9351(3) 0.07878(19) 0.36075(15) 0.0699(6) Uani 1 1 d . . . . .
H1WA H 0.9071 0.1135 0.4141 0.084 Uiso 1 1 d R U . . .
H1WB H 1.0127 0.0064 0.3712 0.084 Uiso 1 1 d R U . . .
O2 O 0.65150(14) 0.37143(14) 0.56649(11) 0.0318(3) Uani 1 1 d . . . . .
N2 N 0.6366(2) 0.6333(2) 0.19301(13) 0.0469(5) Uani 1 1 d . . . . .
H2A H 0.5626 0.6551 0.2418 0.056 Uiso 1 1 calc R U . . .
C2 C 0.58953(18) 0.17649(19) 0.57637(13) 0.0225(3) Uani 1 1 d . . . . .
O2W O 0.8582(2) 0.1662(3) 0.16417(14) 0.0751(6) Uani 1 1 d . . . . .
H2WA H 0.8618 0.1560 0.2280 0.090 Uiso 1 1 d R U . . .
H2WB H 0.8052 0.1221 0.1624 0.090 Uiso 1 1 d R U . . .
O3 O 1.09149(13) 0.25308(14) 0.55304(10) 0.0304(3) Uani 1 1 d . . . . .
N3 N 0.02290(19) 1.17745(19) -0.05033(13) 0.0362(4) Uani 1 1 d . . . . .
H3B H -0.0046 1.1753 0.0154 0.043 Uiso 1 1 calc R U . . .
C3 C 0.61617(18) 0.03559(18) 0.62447(14) 0.0243(4) Uani 1 1 d . . . . .
H3A H 0.7084 -0.0212 0.6448 0.029 Uiso 1 1 calc R U . . .
N4 N 0.83811(17) 0.36012(16) 0.71399(12) 0.0280(3) Uani 1 1 d . . . . .
O4 O 0.81730(14) 0.57762(13) 0.52663(11) 0.0309(3) Uani 1 1 d . . . . .
C4 C 0.50613(19) -0.02124(18) 0.64243(13) 0.0230(3) Uani 1 1 d . . . . .
C5 C 0.36990(18) 0.06539(18) 0.60971(13) 0.0228(3) Uani 1 1 d . . . . .
H5A H 0.2952 0.0291 0.6219 0.027 Uiso 1 1 calc R U . . .
O5 O 0.6979(2) 0.6641(2) 0.01757(13) 0.0684(6) Uani 1 1 d . U . . .
C6 C 0.34322(17) 0.20583(17) 0.55887(12) 0.0204(3) Uani 1 1 d . . . . .
O6 O 0.2137(2) 1.0861(3) -0.16977(13) 0.0911(9) Uani 1 1 d . U . . .
C7 C 0.45427(17) 0.26052(18) 0.54195(13) 0.0215(3) Uani 1 1 d . . . . .
H7A H 0.4378 0.3537 0.5075 0.026 Uiso 1 1 calc R U . . .
C8 C 0.5336(2) -0.17260(19) 0.69746(15) 0.0316(4) Uani 1 1 d . . . . .
H8A H 0.6328 -0.2162 0.7142 0.047 Uiso 1 1 calc R U . . .
H8B H 0.4633 -0.1783 0.7607 0.047 Uiso 1 1 calc R U . . .
H8C H 0.5223 -0.2198 0.6525 0.047 Uiso 1 1 calc R U . . .
C9 C 1.19522(18) 0.30060(18) 0.52626(13) 0.0211(3) Uani 1 1 d . . . . .
C10 C 1.0195(2) 0.3580(2) 0.31247(16) 0.0344(4) Uani 1 1 d . . . . .
H10A H 1.1052 0.2993 0.3413 0.041 Uiso 1 1 calc R U . . .
C11 C 1.0282(2) 0.3944(3) 0.20521(17) 0.0416(5) Uani 1 1 d . . . . .
H11A H 1.1180 0.3581 0.1633 0.050 Uiso 1 1 calc R U . . .
C12 C 0.9041(2) 0.4845(3) 0.16010(16) 0.0423(5) Uani 1 1 d . . . . .
H12A H 0.9087 0.5108 0.0878 0.051 Uiso 1 1 calc R U . . .
C13 C 0.7717(2) 0.5351(2) 0.22553(15) 0.0339(4) Uani 1 1 d . . . . .
C14 C 0.7714(2) 0.4876(2) 0.33297(15) 0.0318(4) Uani 1 1 d . . . . .
H14A H 0.6814 0.5159 0.3770 0.038 Uiso 1 1 calc R U . . .
C15 C 0.6101(2) 0.6973(2) 0.09323(16) 0.0379(5) Uani 1 1 d . . . . .
C16 C 0.4637(2) 0.8118(2) 0.08286(15) 0.0334(4) Uani 1 1 d . . . . .
C17 C 0.3513(2) 0.8717(2) 0.15399(15) 0.0389(5) Uani 1 1 d . . . . .
H17A H 0.3539 0.8441 0.2256 0.047 Uiso 1 1 calc R U . . .
C18 C 0.2304(2) 0.9799(2) 0.10880(15) 0.0384(5) Uani 1 1 d . . . . .
H18A H 0.1452 1.0319 0.1467 0.046 Uiso 1 1 calc R U . . .
C19 C 0.2534(2) 0.9991(2) 0.00308(15) 0.0340(4) Uani 1 1 d . . . . .
C20 C 0.1613(2) 1.0928(2) -0.07960(15) 0.0413(5) Uani 1 1 d . . . . .
C21 C 0.7123(2) 0.4487(2) 0.75598(16) 0.0340(4) Uani 1 1 d . . . . .
H21A H 0.6415 0.5098 0.7133 0.041 Uiso 1 1 calc R U . . .
C22 C 0.6837(2) 0.4530(2) 0.85945(17) 0.0400(5) Uani 1 1 d . . . . .
H22A H 0.5953 0.5161 0.8858 0.048 Uiso 1 1 calc R U . . .
C23 C 0.7876(2) 0.3626(2) 0.92416(16) 0.0385(5) Uani 1 1 d . . . . .
H23A H 0.7702 0.3640 0.9944 0.046 Uiso 1 1 calc R U . . .
C24 C 0.9182(2) 0.2700(2) 0.88223(15) 0.0307(4) Uani 1 1 d . . . . .
C25 C 0.9398(2) 0.2724(2) 0.77608(14) 0.0298(4) Uani 1 1 d . . . . .
H25A H 1.0276 0.2111 0.7475 0.036 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 O4 2.0096(13) . ?
Co1 O3 2.0172(12) . ?
Co1 O2 2.1656(13) . ?
Co1 N1 2.1901(16) . ?
Co1 N4 2.1944(16) . ?
Co1 O1 2.2435(14) . ?
S1 C16 1.7101(18) . ?
S1 C19 1.716(2) . ?
O1 C1 1.260(2) . ?
N1 C14 1.335(2) . ?
N1 C10 1.336(3) . ?
C1 O2 1.259(2) . ?
C1 C2 1.496(2) . ?
N2 C15 1.359(2) . ?
N2 C13 1.409(2) . ?
C2 C7 1.388(2) . ?
C2 C3 1.394(2) . ?
O3 C9 1.256(2) . ?
N3 C20 1.343(3) . ?
N3 C24 1.417(2) 1_464 ?
C3 C4 1.395(2) . ?
N4 C21 1.341(3) . ?
N4 C25 1.343(2) . ?
O4 C9 1.256(2) 2_766 ?
C4 C5 1.391(2) . ?
C4 C8 1.507(2) . ?
C5 C6 1.397(2) . ?
O5 C15 1.207(3) . ?
C6 C7 1.391(2) . ?
C6 C9 1.499(2) 1_455 ?
O6 C20 1.214(3) . ?
C9 O4 1.256(2) 2_766 ?
C9 C6 1.499(2) 1_655 ?
C10 C11 1.378(3) . ?
C11 C12 1.377(3) . ?
C12 C13 1.389(3) . ?
C13 C14 1.390(3) . ?
C15 C16 1.483(3) . ?
C16 C17 1.357(3) . ?
C17 C18 1.408(3) . ?
C18 C19 1.359(3) . ?
C19 C20 1.485(3) . ?
C21 C22 1.374(3) . ?
C22 C23 1.385(3) . ?
C23 C24 1.386(3) . ?
C24 C25 1.398(3) . ?
C24 N3 1.417(2) 1_646 ?

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
O4 Co1 O3 116.71(5) . . ?
O4 Co1 O2 96.45(5) . . ?
O3 Co1 O2 146.40(5) . . ?
O4 Co1 N1 88.95(6) . . ?
O3 Co1 N1 95.81(6) . . ?
O2 Co1 N1 89.71(6) . . ?
O4 Co1 N4 85.65(6) . . ?
O3 Co1 N4 89.52(6) . . ?
O2 Co1 N4 87.68(6) . . ?
N1 Co1 N4 173.70(6) . . ?
O4 Co1 O1 155.47(5) . . ?
O3 Co1 O1 87.78(5) . . ?
O2 Co1 O1 59.37(5) . . ?
N1 Co1 O1 87.02(6) . . ?
N4 Co1 O1 96.56(6) . . ?
C16 S1 C19 91.43(10) . . ?
C1 O1 Co1 88.37(11) . . ?
C14 N1 C10 117.33(16) . . ?
C14 N1 Co1 117.62(13) . . ?
C10 N1 Co1 124.67(13) . . ?
O2 C1 O1 120.21(16) . . ?
O2 C1 C2 118.73(15) . . ?
O1 C1 C2 121.03(17) . . ?
C1 O2 Co1 91.94(10) . . ?
C15 N2 C13 127.31(19) . . ?
C7 C2 C3 119.88(15) . . ?
C7 C2 C1 118.23(15) . . ?
C3 C2 C1 121.76(15) . . ?
C9 O3 Co1 124.69(12) . . ?
C20 N3 C24 125.99(17) . 1_464 ?
C2 C3 C4 120.79(15) . . ?
C21 N4 C25 118.30(17) . . ?
C21 N4 Co1 119.10(12) . . ?
C25 N4 Co1 122.53(13) . . ?
C9 O4 Co1 154.17(13) 2_766 . ?
C5 C4 C3 118.50(15) . . ?
C5 C4 C8 120.81(16) . . ?
C3 C4 C8 120.68(16) . . ?
C4 C5 C6 121.25(15) . . ?
C7 C6 C5 119.34(15) . . ?
C7 C6 C9 119.16(14) . 1_455 ?
C5 C6 C9 121.45(14) . 1_455 ?
C2 C7 C6 120.18(15) . . ?
O4 C9 O3 124.00(15) 2_766 . ?
O4 C9 C6 118.02(14) 2_766 1_655 ?
O3 C9 C6 117.98(15) . 1_655 ?
N1 C10 C11 122.63(18) . . ?
C12 C11 C10 120.0(2) . . ?
C11 C12 C13 118.23(19) . . ?
C12 C13 C14 117.89(18) . . ?
C12 C13 N2 125.85(18) . . ?
C14 C13 N2 116.25(18) . . ?
N1 C14 C13 123.79(18) . . ?
O5 C15 N2 123.1(2) . . ?
O5 C15 C16 121.63(18) . . ?
N2 C15 C16 115.27(19) . . ?
C17 C16 C15 132.55(17) . . ?
C17 C16 S1 111.37(15) . . ?
C15 C16 S1 116.08(15) . . ?
C16 C17 C18 113.40(17) . . ?
C19 C18 C17 111.84(19) . . ?
C18 C19 C20 133.4(2) . . ?
C18 C19 S1 111.96(15) . . ?
C20 C19 S1 114.57(15) . . ?
O6 C20 N3 123.53(19) . . ?
O6 C20 C19 118.2(2) . . ?
N3 C20 C19 118.27(18) . . ?
N4 C21 C22 122.67(18) . . ?
C21 C22 C23 119.43(19) . . ?
C22 C23 C24 118.72(19) . . ?
C23 C24 C25 118.55(17) . . ?
C23 C24 N3 118.03(18) . 1_646 ?
C25 C24 N3 123.42(18) . 1_646 ?
N4 C25 C24 122.32(18) . . ?

_refine_diff_density_max         0.494
_refine_diff_density_min         -0.424
_refine_diff_density_rms         0.058

####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1496925'
_audit_update_record             
;
2016-09-01 deposited with the CCDC.
2016-11-09 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            'C25 H16 Co N4 O8 S'
_chemical_formula_weight         591.41

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'
Co Co 0.3494 0.9721 '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'

_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                   9.5246(7)
_cell_length_b                   10.0058(7)
_cell_length_c                   13.2187(8)
_cell_angle_alpha                81.4500(10)
_cell_angle_beta                 78.0800(10)
_cell_angle_gamma                68.5310(10)
_cell_volume                     1143.37(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2972
_cell_measurement_theta_min      1.580
_cell_measurement_theta_max      28.330

_exptl_crystal_description       block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.718
_exptl_crystal_F_000             602
_exptl_transmission_factor_min   0.861
_exptl_transmission_factor_max   0.872
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.155
_exptl_absorpt_coefficient_mu    0.906
_shelx_estimated_absorpt_T_min   0.861
_shelx_estimated_absorpt_T_max   0.872
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.861
_exptl_absorpt_correction_T_max  0.872
_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       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8546
_diffrn_reflns_av_unetI/netI     0.0384
_diffrn_reflns_av_R_equivalents  0.0181
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.580
_diffrn_reflns_theta_max         28.330
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5674
_reflns_number_gt                4579
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0463P)²+0.8015P] 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         5674
_refine_ls_number_parameters     372
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0400
_refine_ls_wR_factor_ref         0.1011
_refine_ls_wR_factor_gt          0.0935
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_restrained_S_all      0.999
_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 1.03180(4) -0.17755(3) 0.59342(2) 0.02321(9) Uani 1 1 d . . . . .
S1 S 1.37412(8) -0.60421(11) 0.09051(7) 0.0649(3) Uani 1 1 d . . . . .
O1 O 0.9362(2) -0.65944(17) 0.25698(13) 0.0373(4) Uani 1 1 d . . . . .
C1 C 0.9570(3) -0.5765(2) 0.31072(16) 0.0249(4) Uani 1 1 d . . . . .
N1 N 1.7963(2) -1.0856(2) -0.33501(14) 0.0297(4) Uani 1 1 d . . . . .
O2 O 0.9778(2) -0.61554(17) 0.40269(12) 0.0368(4) Uani 1 1 d . . . . .
N2 N 1.6087(2) -0.9125(2) -0.09587(15) 0.0356(5) Uani 1 1 d . . . . .
H2 H 1.6834 -0.9537 -0.0619 0.043 Uiso 1 1 calc R U . . .
C2 C 0.9518(2) -0.4275(2) 0.26729(15) 0.0207(4) Uani 1 1 d . . . . .
O3 O 0.9061(2) -0.08611(17) -0.02865(12) 0.0348(4) Uani 1 1 d . . . . .
N3 N 1.5069(3) -0.4410(3) 0.29067(18) 0.0481(6) Uani 1 1 d . . . . .
H3A H 1.6039 -0.4819 0.2722 0.058 Uiso 1 1 calc R U . A 1
C3 C 0.9508(2) -0.3888(2) 0.16237(15) 0.0217(4) Uani 1 1 d . . . . .
H3 H 0.9545 -0.4553 0.1188 0.026 Uiso 1 1 calc R U . . .
O4 O 0.9974(2) -0.32243(17) -0.04588(12) 0.0400(4) Uani 1 1 d . . . . .
H4 H 0.9883 -0.2960 -0.1067 0.060 Uiso 1 1 calc R U . . .
N4 N 1.2692(2) -0.2519(2) 0.52015(15) 0.0312(4) Uani 1 1 d . . . . .
C4 C 0.9443(2) -0.2499(2) 0.12205(15) 0.0193(4) Uani 1 1 d . . . . .
O5 O 0.9660(2) -0.12780(18) 0.45263(12) 0.0383(4) Uani 1 1 d . . . . .
C5 C 0.9366(2) -0.1498(2) 0.18749(15) 0.0191(4) Uani 1 1 d . . . . .
H5 H 0.9296 -0.0566 0.1608 0.023 Uiso 1 1 calc R U . . .
O6 O 0.91904(19) 0.04421(15) 0.32636(11) 0.0283(3) Uani 1 1 d . . . . .
C6 C 0.9393(2) -0.1887(2) 0.29307(15) 0.0183(4) Uani 1 1 d . . . . .
C7 C 0.9484(2) -0.3283(2) 0.33257(15) 0.0211(4) Uani 1 1 d . . . . .
H7 H 0.9523 -0.3554 0.4026 0.025 Uiso 1 1 calc R U . . .
O7 O 1.3687(2) -0.7501(3) -0.0834(2) 0.0758(8) Uani 1 1 d . . . . .
C8 C 0.9450(3) -0.2087(2) 0.00908(16) 0.0239(4) Uani 1 1 d . . . . .
O8 O 1.2916(5) -0.3757(7) 0.2338(4) 0.063(2) Uani 0.623(13) 1 d . . P B 1
O8A O 1.2744(7) -0.486(2) 0.2927(11) 0.102(7) Uani 0.377(13) 1 d . . P B 2
C9 C 1.6765(3) -1.0717(3) -0.3791(2) 0.0413(6) Uani 1 1 d . . . . .
H9 H 1.6947 -1.1059 -0.4440 0.050 Uiso 1 1 calc R U . . .
C10 C 1.5281(4) -1.0091(3) -0.3324(2) 0.0505(7) Uani 1 1 d . . . . .
H10 H 1.4482 -1.0027 -0.3652 0.061 Uiso 1 1 calc R U . . .
C11 C 1.4966(3) -0.9554(3) -0.2361(2) 0.0443(6) Uani 1 1 d . . . . .
H11 H 1.3965 -0.9130 -0.2034 0.053 Uiso 1 1 calc R U . . .
C12 C 1.6201(3) -0.9671(3) -0.19041(18) 0.0315(5) Uani 1 1 d . . . . .
C13 C 1.7662(3) -1.0338(2) -0.24221(17) 0.0291(5) Uani 1 1 d . . . . .
H13 H 1.8484 -1.0431 -0.2107 0.035 Uiso 1 1 calc R U . . .
C14 C 1.4913(3) -0.8014(3) -0.0538(2) 0.0399(6) Uani 1 1 d . . . . .
C15 C 1.5230(3) -0.7400(3) 0.03083(19) 0.0379(6) Uani 1 1 d . . . . .
C16 C 1.6551(3) -0.7654(3) 0.0674(2) 0.0429(6) Uani 1 1 d . . . . .
H16 H 1.7477 -0.8355 0.0439 0.051 Uiso 1 1 calc R U . . .
C17 C 1.6362(3) -0.6746(3) 0.1444(2) 0.0462(7) Uani 1 1 d . . . . .
H17 H 1.7143 -0.6784 0.1782 0.055 Uiso 1 1 calc R U . . .
C18 C 1.4905(3) -0.5805(3) 0.1638(2) 0.0484(7) Uani 1 1 d . . . . .
C19 C 1.4246(12) -0.4535(10) 0.2327(7) 0.0396(17) Uani 0.623(13) 1 d . . P B 1
C19A C 1.405(2) -0.502(2) 0.2529(15) 0.056(4) Uani 0.377(13) 1 d . . P B 2
C20 C 1.4620(3) -0.3689(3) 0.38207(19) 0.0379(6) Uani 1 1 d . . . . .
C21 C 1.5744(3) -0.3636(3) 0.4312(2) 0.0478(7) Uani 1 1 d . . . . .
H21 H 1.6770 -0.4006 0.4016 0.057 Uiso 1 1 calc R U . . .
C22 C 1.5326(3) -0.3025(3) 0.5250(2) 0.0485(7) Uani 1 1 d . . . . .
H22 H 1.6064 -0.2985 0.5596 0.058 Uiso 1 1 calc R U . . .
C23 C 1.3799(3) -0.2478(3) 0.5661(2) 0.0391(6) Uani 1 1 d . . . . .
H23 H 1.3523 -0.2059 0.6288 0.047 Uiso 1 1 calc R U . . .
C24 C 1.3098(3) -0.3113(3) 0.42901(19) 0.0359(6) Uani 1 1 d . . . . .
H24 H 1.2336 -0.3140 0.3961 0.043 Uiso 1 1 calc R U . . .
C25 C 0.9410(2) -0.0835(2) 0.36251(15) 0.0199(4) 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 O5 2.0204(16) . ?
Co1 O6 2.0511(15) 2_756 ?
Co1 O2 2.0981(16) 2_746 ?
Co1 N1 2.155(2) 1_466 ?
Co1 N4 2.164(2) . ?
Co1 O1 2.3643(16) 2_746 ?
S1 C15 1.710(2) . ?
S1 C18 1.712(3) . ?
O1 C1 1.260(3) . ?
O1 Co1 2.3643(16) 2_746 ?
C1 O2 1.253(3) . ?
C1 C2 1.502(3) . ?
N1 C13 1.338(3) . ?
N1 C9 1.340(3) . ?
N1 Co1 2.155(2) 1_644 ?
O2 Co1 2.0981(16) 2_746 ?
N2 C14 1.346(3) . ?
N2 C12 1.406(3) . ?
N2 H2 0.8600 . ?
C2 C3 1.384(3) . ?
C2 C7 1.397(3) . ?
O3 C8 1.205(3) . ?
N3 C19 1.252(11) . ?
N3 C20 1.408(3) . ?
N3 C19A 1.514(16) . ?
N3 H3A 0.8600 . ?
C3 C4 1.397(3) . ?
C3 H3 0.9300 . ?
O4 C8 1.323(2) . ?
O4 H4 0.8200 . ?
N4 C23 1.336(3) . ?
N4 C24 1.344(3) . ?
C4 C5 1.391(3) . ?
C4 C8 1.488(3) . ?
O5 C25 1.247(2) . ?
C5 C6 1.395(3) . ?
C5 H5 0.9300 . ?
O6 C25 1.253(2) . ?
O6 Co1 2.0511(14) 2_756 ?
C6 C7 1.394(3) . ?
C6 C25 1.502(3) . ?
C7 H7 0.9300 . ?
O7 C14 1.213(3) . ?
O8 C19 1.218(11) . ?
O8A C19A 1.204(18) . ?
C9 C10 1.370(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.387(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.390(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.383(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.483(3) . ?
C15 C16 1.365(4) . ?
C16 C17 1.405(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.358(4) . ?
C17 H17 0.9300 . ?
C18 C19A 1.444(16) . ?
C18 C19 1.536(10) . ?
C20 C21 1.382(4) . ?
C20 C24 1.394(4) . ?
C21 C22 1.383(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.375(4) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?

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 O6 125.93(6) . 2_756 ?
O5 Co1 O2 90.08(7) . 2_746 ?
O6 Co1 O2 143.99(6) 2_756 2_746 ?
O5 Co1 N1 89.49(8) . 1_466 ?
O6 Co1 N1 87.73(7) 2_756 1_466 ?
O2 Co1 N1 93.89(7) 2_746 1_466 ?
O5 Co1 N4 90.16(8) . . ?
O6 Co1 N4 88.62(7) 2_756 . ?
O2 Co1 N4 90.87(7) 2_746 . ?
N1 Co1 N4 175.22(7) 1_466 . ?
O5 Co1 O1 147.51(6) . 2_746 ?
O6 Co1 O1 86.14(6) 2_756 2_746 ?
O2 Co1 O1 58.13(6) 2_746 2_746 ?
N1 Co1 O1 86.48(7) 1_466 2_746 ?
N4 Co1 O1 96.35(7) . 2_746 ?
C15 S1 C18 91.26(13) . . ?
C1 O1 Co1 84.54(12) . 2_746 ?
O2 C1 O1 120.36(19) . . ?
O2 C1 C2 118.83(18) . . ?
O1 C1 C2 120.77(19) . . ?
C13 N1 C9 117.3(2) . . ?
C13 N1 Co1 118.46(16) . 1_644 ?
C9 N1 Co1 124.24(16) . 1_644 ?
C1 O2 Co1 96.96(13) . 2_746 ?
C14 N2 C12 125.8(2) . . ?
C14 N2 H2 117.1 . . ?
C12 N2 H2 117.1 . . ?
C3 C2 C7 120.02(18) . . ?
C3 C2 C1 119.90(18) . . ?
C7 C2 C1 120.09(18) . . ?
C19 N3 C20 128.7(5) . . ?
C20 N3 C19A 122.6(7) . . ?
C19 N3 H3A 115.7 . . ?
C20 N3 H3A 115.7 . . ?
C2 C3 C4 119.97(18) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C8 O4 H4 109.5 . . ?
C23 N4 C24 118.2(2) . . ?
C23 N4 Co1 121.49(16) . . ?
C24 N4 Co1 120.25(17) . . ?
C5 C4 C3 120.04(18) . . ?
C5 C4 C8 119.96(17) . . ?
C3 C4 C8 120.00(17) . . ?
C25 O5 Co1 169.42(16) . . ?
C4 C5 C6 120.20(17) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C25 O6 Co1 118.65(13) . 2_756 ?
C7 C6 C5 119.48(17) . . ?
C7 C6 C25 120.24(17) . . ?
C5 C6 C25 120.20(17) . . ?
C6 C7 C2 120.25(18) . . ?
C6 C7 H7 119.9 . . ?
C2 C7 H7 119.9 . . ?
O3 C8 O4 123.64(19) . . ?
O3 C8 C4 124.09(18) . . ?
O4 C8 C4 112.24(18) . . ?
N1 C9 C10 122.6(2) . . ?
N1 C9 H9 118.7 . . ?
C10 C9 H9 118.7 . . ?
C9 C10 C11 120.3(3) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
C10 C11 C12 117.7(3) . . ?
C10 C11 H11 121.2 . . ?
C12 C11 H11 121.2 . . ?
C13 C12 C11 118.4(2) . . ?
C13 C12 N2 116.6(2) . . ?
C11 C12 N2 125.0(2) . . ?
N1 C13 C12 123.9(2) . . ?
N1 C13 H13 118.1 . . ?
C12 C13 H13 118.1 . . ?
O7 C14 N2 123.8(2) . . ?
O7 C14 C15 121.0(2) . . ?
N2 C14 C15 115.2(2) . . ?
C16 C15 C14 131.6(2) . . ?
C16 C15 S1 111.58(19) . . ?
C14 C15 S1 116.72(19) . . ?
C15 C16 C17 112.8(2) . . ?
C15 C16 H16 123.6 . . ?
C17 C16 H16 123.6 . . ?
C18 C17 C16 112.1(3) . . ?
C18 C17 H17 123.9 . . ?
C16 C17 H17 123.9 . . ?
C17 C18 C19A 132.0(8) . . ?
C17 C18 C19 129.3(5) . . ?
C17 C18 S1 112.2(2) . . ?
C19A C18 S1 112.1(7) . . ?
C19 C18 S1 118.3(4) . . ?
O8 C19 N3 122.9(8) . . ?
O8 C19 C18 118.7(8) . . ?
N3 C19 C18 118.2(8) . . ?
O8A C19A C18 127.4(12) . . ?
O8A C19A N3 124.4(12) . . ?
C18 C19A N3 108.2(11) . . ?
C21 C20 C24 118.5(2) . . ?
C21 C20 N3 118.5(2) . . ?
C24 C20 N3 122.9(2) . . ?
C20 C21 C22 119.2(3) . . ?
C20 C21 H21 120.4 . . ?
C22 C21 H21 120.4 . . ?
C23 C22 C21 118.8(3) . . ?
C23 C22 H22 120.6 . . ?
C21 C22 H22 120.6 . . ?
N4 C23 C22 123.1(2) . . ?
N4 C23 H23 118.5 . . ?
C22 C23 H23 118.5 . . ?
N4 C24 C20 122.3(2) . . ?
N4 C24 H24 118.8 . . ?
C20 C24 H24 118.8 . . ?
O5 C25 O6 123.28(18) . . ?
O5 C25 C6 118.54(18) . . ?
O6 C25 C6 118.17(17) . . ?

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
Co1 O1 C1 O2 -1.3(2) 2_746 . . . ?
Co1 O1 C1 C2 -179.0(2) 2_746 . . . ?
O1 C1 O2 Co1 1.5(3) . . . 2_746 ?
C2 C1 O2 Co1 179.25(17) . . . 2_746 ?
O2 C1 C2 C3 170.9(2) . . . . ?
O1 C1 C2 C3 -11.4(3) . . . . ?
O2 C1 C2 C7 -8.9(3) . . . . ?
O1 C1 C2 C7 168.8(2) . . . . ?
C7 C2 C3 C4 -0.9(3) . . . . ?
C1 C2 C3 C4 179.32(19) . . . . ?
C2 C3 C4 C5 -0.9(3) . . . . ?
C2 C3 C4 C8 179.32(19) . . . . ?
C3 C4 C5 C6 1.7(3) . . . . ?
C8 C4 C5 C6 -178.58(19) . . . . ?
C4 C5 C6 C7 -0.6(3) . . . . ?
C4 C5 C6 C25 176.13(19) . . . . ?
C5 C6 C7 C2 -1.2(3) . . . . ?
C25 C6 C7 C2 -177.96(19) . . . . ?
C3 C2 C7 C6 2.0(3) . . . . ?
C1 C2 C7 C6 -178.23(19) . . . . ?
C5 C4 C8 O3 -17.0(3) . . . . ?
C3 C4 C8 O3 162.7(2) . . . . ?
C5 C4 C8 O4 161.3(2) . . . . ?
C3 C4 C8 O4 -19.0(3) . . . . ?
C13 N1 C9 C10 -0.8(4) . . . . ?
Co1 N1 C9 C10 -178.2(2) 1_644 . . . ?
N1 C9 C10 C11 0.8(5) . . . . ?
C9 C10 C11 C12 0.3(5) . . . . ?
C10 C11 C12 C13 -1.2(4) . . . . ?
C10 C11 C12 N2 176.9(3) . . . . ?
C14 N2 C12 C13 152.8(3) . . . . ?
C14 N2 C12 C11 -25.3(4) . . . . ?
C9 N1 C13 C12 -0.2(4) . . . . ?
Co1 N1 C13 C12 177.31(18) 1_644 . . . ?
C11 C12 C13 N1 1.2(4) . . . . ?
N2 C12 C13 N1 -177.0(2) . . . . ?
C12 N2 C14 O7 13.2(5) . . . . ?
C12 N2 C14 C15 -164.7(2) . . . . ?
O7 C14 C15 C16 -170.0(3) . . . . ?
N2 C14 C15 C16 7.9(5) . . . . ?
O7 C14 C15 S1 5.0(4) . . . . ?
N2 C14 C15 S1 -177.0(2) . . . . ?
C18 S1 C15 C16 0.6(3) . . . . ?
C18 S1 C15 C14 -175.4(2) . . . . ?
C14 C15 C16 C17 175.3(3) . . . . ?
S1 C15 C16 C17 0.0(4) . . . . ?
C15 C16 C17 C18 -0.9(4) . . . . ?
C16 C17 C18 C19A 157.4(11) . . . . ?
C16 C17 C18 C19 -172.9(5) . . . . ?
C16 C17 C18 S1 1.3(4) . . . . ?
C15 S1 C18 C17 -1.1(3) . . . . ?
C15 S1 C18 C19A -162.1(10) . . . . ?
C15 S1 C18 C19 173.8(4) . . . . ?
C20 N3 C19 O8 17.9(10) . . . . ?
C20 N3 C19 C18 -156.9(4) . . . . ?
C17 C18 C19 O8 175.0(6) . . . . ?
S1 C18 C19 O8 1.0(8) . . . . ?
C17 C18 C19 N3 -10.0(10) . . . . ?
S1 C18 C19 N3 176.0(5) . . . . ?
C17 C18 C19A O8A -136.2(16) . . . . ?
S1 C18 C19A O8A 20(2) . . . . ?
C17 C18 C19A N3 43.5(18) . . . . ?
S1 C18 C19A N3 -160.4(8) . . . . ?
C20 N3 C19A O8A 5(2) . . . . ?
C20 N3 C19A C18 -174.3(7) . . . . ?
C19 N3 C20 C21 -177.0(6) . . . . ?
C19A N3 C20 C21 156.7(10) . . . . ?
C19 N3 C20 C24 7.5(7) . . . . ?
C19A N3 C20 C24 -18.8(10) . . . . ?
C24 C20 C21 C22 0.4(4) . . . . ?
N3 C20 C21 C22 -175.3(3) . . . . ?
C20 C21 C22 C23 -0.5(5) . . . . ?
C24 N4 C23 C22 -0.7(4) . . . . ?
Co1 N4 C23 C22 175.7(2) . . . . ?
C21 C22 C23 N4 0.7(5) . . . . ?
C23 N4 C24 C20 0.5(4) . . . . ?
Co1 N4 C24 C20 -175.89(19) . . . . ?
C21 C20 C24 N4 -0.4(4) . . . . ?
N3 C20 C24 N4 175.1(2) . . . . ?
Co1 O5 C25 O6 -42.5(10) . . . . ?
Co1 O5 C25 C6 136.6(8) . . . . ?
Co1 O6 C25 O5 12.7(3) 2_756 . . . ?
Co1 O6 C25 C6 -166.36(14) 2_756 . . . ?
C7 C6 C25 O5 7.1(3) . . . . ?
C5 C6 C25 O5 -169.6(2) . . . . ?
C7 C6 C25 O6 -173.81(19) . . . . ?
C5 C6 C25 O6 9.5(3) . . . . ?

_refine_diff_density_max         0.655
_refine_diff_density_min         -0.736
_refine_diff_density_rms         0.067

####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1496926'
_audit_update_record             
;
2016-09-01 deposited with the CCDC.
2016-11-09 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            'C24 H19 Co N5 O10 S'
_chemical_formula_weight         628.43

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      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                   10.029(5)
_cell_length_b                   10.751(5)
_cell_length_c                   13.259(5)
_cell_angle_alpha                75.042(5)
_cell_angle_beta                 77.429(5)
_cell_angle_gamma                67.745(5)
_cell_volume                     1266.7(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3260
_cell_measurement_theta_min      2.086
_cell_measurement_theta_max      28.627

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.648
_exptl_crystal_F_000             642
_exptl_transmission_factor_min   0.879
_exptl_transmission_factor_max   0.886
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.155
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.829
_shelx_estimated_absorpt_T_min   0.879
_shelx_estimated_absorpt_T_max   0.886
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.879
_exptl_absorpt_correction_T_max  0.886
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71069
_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            9536
_diffrn_reflns_av_unetI/netI     0.0423
_diffrn_reflns_av_R_equivalents  0.0190
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.086
_diffrn_reflns_theta_max         28.627
_diffrn_reflns_theta_full        25.240
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6336
_reflns_number_gt                4958
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0412P)²+0.3954P] 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         6336
_refine_ls_number_parameters     370
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0368
_refine_ls_wR_factor_ref         0.0899
_refine_ls_wR_factor_gt          0.0820
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.000
_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 0.62665(3) 0.12958(3) -0.04048(2) 0.02153(8) Uani 1 1 d . . . . .
S1 S 1.07036(6) -0.39374(6) 0.55120(4) 0.03749(15) Uani 1 1 d . . . . .
O1 O 0.67426(15) 0.32258(15) -0.05566(12) 0.0333(3) Uani 1 1 d . . . . .
N1 N 0.61734(18) 0.09916(17) 0.12972(13) 0.0279(4) Uani 1 1 d . . . . .
C1 C 0.8079(2) 0.2513(2) -0.06135(15) 0.0234(4) Uani 1 1 d . . . . .
O1W O 1.6247(2) -0.6496(2) 0.34081(14) 0.0611(6) Uani 1 1 d . . . . .
H1WA H 1.6941 -0.6182 0.3186 0.073 Uiso 1 1 d R U . . .
H1WB H 1.5935 -0.6535 0.2874 0.073 Uiso 1 1 d R U . . .
O2 O 0.85113(15) 0.12408(14) -0.06046(12) 0.0314(3) Uani 1 1 d . . . . .
N2 N 0.8705(2) -0.1245(2) 0.31618(15) 0.0405(5) Uani 1 1 d . . . . .
H2A H 0.9456 -0.1370 0.2689 0.049 Uiso 1 1 calc R U . . .
C2 C 0.92001(19) 0.3169(2) -0.07204(15) 0.0217(4) Uani 1 1 d . . . . .
O2W O 0.4533(3) 0.5626(2) -0.14122(16) 0.0791(8) Uani 1 1 d . . . . .
H2WA H 0.5059 0.4810 -0.1182 0.095 Uiso 1 1 d R U . . .
H2WB H 0.4068 0.5988 -0.0883 0.095 Uiso 1 1 d R U . . .
O3 O 0.86251(18) 0.71677(16) -0.21761(15) 0.0493(5) Uani 1 1 d . . . . .
N3 N 1.46706(19) -0.66885(19) 0.55384(13) 0.0330(4) Uani 1 1 d . . . . .
H3B H 1.4974 -0.6505 0.4877 0.040 Uiso 1 1 calc R U . . .
C3 C 0.8950(2) 0.4543(2) -0.12027(15) 0.0232(4) Uani 1 1 d . . . . .
H3A H 0.8049 0.5105 -0.1410 0.028 Uiso 1 1 calc R U . . .
C4 C 1.0083(2) 0.50456(18) -0.13628(15) 0.0213(4) Uani 1 1 d . . . . .
O4 O 1.08106(18) 0.69478(16) -0.20484(14) 0.0457(4) Uani 1 1 d . U . . .
N4 N 0.65233(18) 0.14118(17) -0.20985(13) 0.0266(4) Uani 1 1 d . . . . .
O5 O 0.41282(14) 0.24511(14) -0.04279(11) 0.0284(3) Uani 1 1 d . U . . .
C5 C 1.1437(2) 0.42521(19) -0.10523(14) 0.0215(4) Uani 1 1 d . . . . .
H5A H 1.2178 0.4617 -0.1182 0.026 Uiso 1 1 calc R U . . .
N5 N 0.98255(18) 0.64882(17) -0.19010(14) 0.0279(4) Uani 1 1 d . U . . .
C6 C 1.16617(19) 0.28915(18) -0.05399(14) 0.0194(4) Uani 1 1 d . . . . .
O6 O 0.67530(15) -0.07478(14) -0.02466(12) 0.0307(3) Uani 1 1 d . . . . .
O7 O 0.8008(2) -0.1752(2) 0.49239(13) 0.0647(6) Uani 1 1 d . . . . .
C7 C 1.05433(19) 0.23584(19) -0.03761(15) 0.0213(4) Uani 1 1 d . . . . .
H7A H 1.0694 0.1454 -0.0034 0.026 Uiso 1 1 calc R U . . .
C8 C 0.31255(19) 0.19527(19) -0.02155(14) 0.0203(3) Uani 1 1 d . U . . .
O8 O 1.26650(19) -0.6222(2) 0.67718(13) 0.0584(6) Uani 1 1 d . . . . .
C9 C 0.7373(2) 0.0173(2) 0.17448(16) 0.0297(5) Uani 1 1 d . . . . .
H9A H 0.8251 -0.0088 0.1307 0.036 Uiso 1 1 calc R U . . .
C10 C 0.7374(2) -0.0306(2) 0.28235(16) 0.0296(4) Uani 1 1 d . . . . .
C11 C 0.6070(2) 0.0135(2) 0.34842(18) 0.0377(5) Uani 1 1 d . . . . .
H11A H 0.6025 -0.0156 0.4211 0.045 Uiso 1 1 calc R U . . .
C12 C 0.4841(2) 0.1021(2) 0.30268(18) 0.0372(5) Uani 1 1 d . . . . .
H12A H 0.3964 0.1352 0.3448 0.045 Uiso 1 1 calc R U . . .
C13 C 0.4928(2) 0.1405(2) 0.19454(17) 0.0325(5) Uani 1 1 d . . . . .
H13A H 0.4088 0.1976 0.1652 0.039 Uiso 1 1 calc R U . . .
C14 C 0.8923(3) -0.1972(2) 0.41555(17) 0.0351(5) Uani 1 1 d . . . . .
C15 C 1.0364(2) -0.3084(2) 0.42512(16) 0.0305(5) Uani 1 1 d . . . . .
C16 C 1.1490(2) -0.3602(2) 0.35188(17) 0.0351(5) Uani 1 1 d . . . . .
H16A H 1.1496 -0.3266 0.2798 0.042 Uiso 1 1 calc R U . . .
C17 C 1.2653(2) -0.4705(2) 0.39650(17) 0.0362(5) Uani 1 1 d . . . . .
H17A H 1.3499 -0.5177 0.3573 0.043 Uiso 1 1 calc R U . . .
C18 C 1.2385(2) -0.4993(2) 0.50399(16) 0.0301(5) Uani 1 1 d . . . . .
C19 C 1.3249(2) -0.6029(2) 0.58648(17) 0.0338(5) Uani 1 1 d . . . . .
C20 C 0.7954(3) 0.0486(2) -0.36084(18) 0.0374(5) Uani 1 1 d . . . . .
H20A H 0.8787 -0.0148 -0.3890 0.045 Uiso 1 1 calc R U . . .
C21 C 0.7712(2) 0.0508(2) -0.25463(17) 0.0314(5) Uani 1 1 d . . . . .
H21A H 0.8394 -0.0124 -0.2121 0.038 Uiso 1 1 calc R U . . .
C22 C 0.6944(2) 0.1416(2) -0.42512(18) 0.0350(5) Uani 1 1 d . . . . .
H22A H 0.7092 0.1423 -0.4969 0.042 Uiso 1 1 calc R U . . .
C23 C 0.5701(2) 0.2342(2) -0.38003(16) 0.0280(4) Uani 1 1 d . . . . .
C24 C 0.5536(2) 0.2317(2) -0.27196(16) 0.0281(4) Uani 1 1 d . . . . .
H24A H 0.4717 0.2946 -0.2420 0.034 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 O6 2.0258(17) . ?
Co1 O5 2.0333(16) . ?
Co1 N4 2.1801(19) . ?
Co1 N1 2.1814(19) . ?
Co1 O2 2.1886(18) . ?
Co1 O1 2.2510(18) . ?
S1 C15 1.724(2) . ?
S1 C18 1.727(2) . ?
O1 C1 1.264(2) . ?
N1 C13 1.344(3) . ?
N1 C9 1.347(2) . ?
C1 O2 1.267(2) . ?
C1 C2 1.503(3) . ?
N2 C14 1.363(3) . ?
N2 C10 1.417(3) . ?
C2 C7 1.399(3) . ?
C2 C3 1.399(3) . ?
O3 N5 1.226(2) . ?
N3 C19 1.359(3) . ?
N3 C23 1.425(2) 1_646 ?
C3 C4 1.389(3) . ?
C4 C5 1.388(3) . ?
C4 N5 1.479(2) . ?
O4 N5 1.222(2) . ?
N4 C24 1.348(2) . ?
N4 C21 1.353(3) . ?
O5 C8 1.259(2) . ?
C5 C6 1.399(3) . ?
C6 C7 1.397(3) . ?
C6 C8 1.512(2) 1_655 ?
O6 C8 1.254(2) 2_655 ?
O7 C14 1.220(3) . ?
C8 O6 1.254(2) 2_655 ?
C8 C6 1.512(2) 1_455 ?
O8 C19 1.220(3) . ?
C9 C10 1.389(3) . ?
C10 C11 1.396(3) . ?
C11 C12 1.390(3) . ?
C12 C13 1.379(3) . ?
C14 C15 1.493(3) . ?
C15 C16 1.362(3) . ?
C16 C17 1.417(3) . ?
C17 C18 1.367(3) . ?
C18 C19 1.496(3) . ?
C20 C21 1.381(3) . ?
C20 C22 1.386(3) . ?
C22 C23 1.394(3) . ?
C23 C24 1.401(3) . ?
C23 N3 1.425(2) 1_464 ?

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
O6 Co1 O5 115.67(6) . . ?
O6 Co1 N4 86.85(6) . . ?
O5 Co1 N4 89.78(6) . . ?
O6 Co1 N1 88.69(6) . . ?
O5 Co1 N1 94.92(6) . . ?
N4 Co1 N1 174.58(6) . . ?
O6 Co1 O2 96.34(6) . . ?
O5 Co1 O2 147.72(6) . . ?
N4 Co1 O2 87.85(6) . . ?
N1 Co1 O2 89.60(6) . . ?
O6 Co1 O1 155.67(6) . . ?
O5 Co1 O1 88.64(6) . . ?
N4 Co1 O1 94.62(6) . . ?
N1 Co1 O1 88.20(6) . . ?
O2 Co1 O1 59.52(5) . . ?
C15 S1 C18 91.22(10) . . ?
C1 O1 Co1 88.26(12) . . ?
C13 N1 C9 117.26(18) . . ?
C13 N1 Co1 123.19(14) . . ?
C9 N1 Co1 118.75(14) . . ?
O1 C1 O2 121.14(18) . . ?
O1 C1 C2 120.48(18) . . ?
O2 C1 C2 118.36(17) . . ?
C1 O2 Co1 91.02(11) . . ?
C14 N2 C10 127.01(19) . . ?
C7 C2 C3 119.93(17) . . ?
C7 C2 C1 118.67(17) . . ?
C3 C2 C1 121.32(17) . . ?
C19 N3 C23 125.45(17) . 1_646 ?
C4 C3 C2 118.14(17) . . ?
C5 C4 C3 122.99(17) . . ?
C5 C4 N5 119.09(17) . . ?
C3 C4 N5 117.92(16) . . ?
C24 N4 C21 118.20(18) . . ?
C24 N4 Co1 123.24(14) . . ?
C21 N4 Co1 118.53(13) . . ?
C8 O5 Co1 123.54(13) . . ?
C4 C5 C6 118.42(17) . . ?
O4 N5 O3 123.15(18) . . ?
O4 N5 C4 118.82(16) . . ?
O3 N5 C4 118.03(17) . . ?
C7 C6 C5 119.71(16) . . ?
C7 C6 C8 118.90(16) . 1_655 ?
C5 C6 C8 121.29(16) . 1_655 ?
C8 O6 Co1 157.50(14) 2_655 . ?
C6 C7 C2 120.76(17) . . ?
O6 C8 O5 125.09(17) 2_655 . ?
O6 C8 C6 117.89(16) 2_655 1_455 ?
O5 C8 C6 117.02(16) . 1_455 ?
N1 C9 C10 123.73(19) . . ?
C9 C10 C11 118.12(19) . . ?
C9 C10 N2 116.73(19) . . ?
C11 C10 N2 125.1(2) . . ?
C12 C11 C10 118.2(2) . . ?
C13 C12 C11 119.7(2) . . ?
N1 C13 C12 122.82(19) . . ?
O7 C14 N2 123.1(2) . . ?
O7 C14 C15 121.3(2) . . ?
N2 C14 C15 115.6(2) . . ?
C16 C15 C14 132.25(19) . . ?
C16 C15 S1 111.56(16) . . ?
C14 C15 S1 116.17(16) . . ?
C15 C16 C17 113.25(19) . . ?
C18 C17 C16 112.0(2) . . ?
C17 C18 C19 132.8(2) . . ?
C17 C18 S1 111.99(16) . . ?
C19 C18 S1 115.17(15) . . ?
O8 C19 N3 124.2(2) . . ?
O8 C19 C18 119.6(2) . . ?
N3 C19 C18 116.24(18) . . ?
C21 C20 C22 119.4(2) . . ?
N4 C21 C20 122.68(19) . . ?
C20 C22 C23 118.8(2) . . ?
C22 C23 C24 118.78(18) . . ?
C22 C23 N3 118.85(19) . 1_464 ?
C24 C23 N3 122.33(18) . 1_464 ?
N4 C24 C23 122.22(19) . . ?

_refine_diff_density_max         0.351
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.061

####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1496927'
_audit_update_record             
;
2016-09-01 deposited with the CCDC.
2016-11-09 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            'C24 H20 Co N4 O8 S'
_chemical_formula_weight         583.43

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                   8.2206(9)
_cell_length_b                   29.376(3)
_cell_length_c                   10.0633(11)
_cell_angle_alpha                90
_cell_angle_beta                 100.781(2)
_cell_angle_gamma                90
_cell_volume                     2387.3(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3395
_cell_measurement_theta_min      2.174
_cell_measurement_theta_max      24.985

_exptl_crystal_description       block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.623
_exptl_crystal_F_000             1196
_exptl_transmission_factor_min   0.867
_exptl_transmission_factor_max   0.888
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.866
_shelx_estimated_absorpt_T_min   0.867
_shelx_estimated_absorpt_T_max   0.888
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.867
_exptl_absorpt_correction_T_max  0.888
_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            12797
_diffrn_reflns_av_unetI/netI     0.0429
_diffrn_reflns_av_R_equivalents  0.0393
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.174
_diffrn_reflns_theta_max         24.985
_diffrn_reflns_theta_full        24.985
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4185
_reflns_number_gt                3368
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0547P)²+4.3418P] 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         4185
_refine_ls_number_parameters     343
_refine_ls_number_restraints     30
_refine_ls_R_factor_all          0.0634
_refine_ls_R_factor_gt           0.0473
_refine_ls_wR_factor_ref         0.1180
_refine_ls_wR_factor_gt          0.1107
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.006
_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 0.14212(6) 0.02180(2) 0.36734(4) 0.01891(15) Uani 1 1 d . . . . .
S1 S 0.70316(17) -0.23619(4) 0.79713(13) 0.0533(4) Uani 1 1 d . U . . .
O1 O 0.2613(3) 0.03951(9) 0.5547(2) 0.0271(6) Uani 1 1 d . . . . .
N1 N 0.2124(4) -0.04985(10) 0.3879(3) 0.0221(6) Uani 1 1 d . . . . .
C1 C 0.2160(4) 0.02410(11) 0.6590(3) 0.0196(7) Uani 1 1 d . . . . .
O1W O 0.3892(5) -0.30175(13) 0.6031(5) 0.0917(14) Uani 1 1 d . U . . .
H1WA H 0.4628 -0.2978 0.6736 0.110 Uiso 1 1 d R U . . .
H1WB H 0.3472 -0.2759 0.5788 0.110 Uiso 1 1 d R U . . .
O2 O 0.0970(3) -0.00223(9) 0.6567(2) 0.0264(6) Uani 1 1 d . . . . .
N2 N 0.4787(4) -0.13009(10) 0.6041(3) 0.0298(7) Uani 1 1 d . . . . .
H2A H 0.5328 -0.1095 0.6549 0.036 Uiso 1 1 calc R U . . .
C2 C 0.3147(4) 0.03768(11) 0.7938(3) 0.0188(7) Uani 1 1 d . . . . .
O2W O 0.6667(5) -0.34094(12) 0.7968(4) 0.0835(14) Uani 1 1 d . U . . .
O3 O 0.1412(3) 0.01409(8) 1.1553(2) 0.0267(6) Uani 1 1 d . . . . .
C3 C 0.2545(4) 0.02896(11) 0.9123(3) 0.0191(7) Uani 1 1 d . . . . .
H3A H 0.1525 0.0148 0.9076 0.023 Uiso 1 1 calc R U . . .
N3 N 0.9118(4) -0.29613(11) 1.0201(3) 0.0362(8) Uani 1 1 d . . . . .
H3B H 0.8436 -0.3044 0.9487 0.043 Uiso 1 1 calc R U . . .
O4 O 0.3575(3) 0.04679(8) 1.2762(2) 0.0252(6) Uani 1 1 d . . . . .
N4 N 0.9628(4) -0.40996(10) 1.1651(3) 0.0243(7) Uani 1 1 d . . . . .
C4 C 0.3467(4) 0.04144(11) 1.0370(3) 0.0193(7) Uani 1 1 d . . . . .
C5 C 0.4996(4) 0.06182(13) 1.0433(3) 0.0265(8) Uani 1 1 d . . . . .
H5A H 0.5625 0.0697 1.1269 0.032 Uiso 1 1 calc R U . . .
O5 O 0.4582(5) -0.20635(10) 0.5687(4) 0.0634(11) Uani 1 1 d . U . . .
O6 O 1.0476(4) -0.23464(10) 1.1251(3) 0.0580(10) Uani 1 1 d . U . . .
C6 C 0.5598(4) 0.07065(14) 0.9271(4) 0.0293(9) Uani 1 1 d . . . . .
H6A H 0.6621 0.0847 0.9322 0.035 Uiso 1 1 calc R U . . .
C7 C 0.4677(4) 0.05847(12) 0.8028(3) 0.0242(8) Uani 1 1 d . . . . .
H7A H 0.5088 0.0643 0.7245 0.029 Uiso 1 1 calc R U . . .
C8 C 0.2782(4) 0.03328(11) 1.1634(3) 0.0199(7) Uani 1 1 d . . . . .
C9 C 0.1286(5) -0.07800(13) 0.2937(4) 0.0285(8) Uani 1 1 d . . . . .
H9A H 0.0506 -0.0657 0.2241 0.034 Uiso 1 1 calc R U . . .
C10 C 0.1539(5) -0.12414(14) 0.2967(4) 0.0389(10) Uani 1 1 d . . . . .
H10A H 0.0932 -0.1425 0.2300 0.047 Uiso 1 1 calc R U . . .
C11 C 0.2691(5) -0.14329(13) 0.3982(4) 0.0378(10) Uani 1 1 d . . . . .
H11A H 0.2871 -0.1746 0.4014 0.045 Uiso 1 1 calc R U . . .
C12 C 0.3574(4) -0.11486(12) 0.4956(3) 0.0253(8) Uani 1 1 d . . . . .
C13 C 0.3238(4) -0.06848(12) 0.4868(3) 0.0227(8) Uani 1 1 d . . . . .
H13A H 0.3818 -0.0494 0.5530 0.027 Uiso 1 1 calc R U . . .
C14 C 0.5185(5) -0.17387(13) 0.6364(4) 0.0351(9) Uani 1 1 d . . . . .
C15 C 0.6423(5) -0.18148(13) 0.7607(4) 0.0318(9) Uani 1 1 d . . . . .
C16 C 0.7212(6) -0.15243(14) 0.8556(4) 0.0481(12) Uani 1 1 d . . . . .
H16A H 0.7043 -0.1211 0.8531 0.058 Uiso 1 1 calc R U . . .
C17 C 0.8310(6) -0.17473(14) 0.9580(5) 0.0514(13) Uani 1 1 d . . . . .
H17A H 0.8957 -0.1596 1.0303 0.062 Uiso 1 1 calc R U . . .
C18 C 0.8340(5) -0.22011(13) 0.9417(4) 0.0346(9) Uani 1 1 d . . . . .
C19 C 0.9423(5) -0.25077(14) 1.0367(4) 0.0368(10) Uani 1 1 d . . . . .
C20 C 0.9820(5) -0.33081(13) 1.1097(4) 0.0286(8) Uani 1 1 d . . . . .
C21 C 0.9131(5) -0.37439(13) 1.0855(4) 0.0283(8) Uani 1 1 d . . . . .
H21A H 0.8290 -0.3787 1.0107 0.034 Uiso 1 1 calc R U . . .
C22 C 1.0848(5) -0.40302(13) 1.2723(4) 0.0337(9) Uani 1 1 d . . . . .
H22A H 1.1198 -0.4274 1.3297 0.040 Uiso 1 1 calc R U . . .
C23 C 1.1599(5) -0.36146(13) 1.3008(4) 0.0375(10) Uani 1 1 d . . . . .
H23A H 1.2452 -0.3582 1.3752 0.045 Uiso 1 1 calc R U . . .
C24 C 1.1085(5) -0.32476(13) 1.2187(4) 0.0369(10) Uani 1 1 d . . . . .
H24A H 1.1583 -0.2964 1.2366 0.044 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 O2 2.019(2) 3_556 ?
Co1 O1 2.024(2) . ?
Co1 O3 2.145(2) 1_554 ?
Co1 N1 2.182(3) . ?
Co1 N4 2.183(3) 2_656 ?
Co1 O4 2.264(2) 1_554 ?
S1 C15 1.703(4) . ?
S1 C18 1.706(4) . ?
O1 C1 1.262(4) . ?
N1 C13 1.337(4) . ?
N1 C9 1.346(5) . ?
C1 O2 1.244(4) . ?
C1 C2 1.498(4) . ?
O2 Co1 2.019(2) 3_556 ?
N2 C14 1.352(5) . ?
N2 C12 1.407(4) . ?
C2 C7 1.386(5) . ?
C2 C3 1.397(5) . ?
O3 C8 1.248(4) . ?
O3 Co1 2.145(2) 1_556 ?
C3 C4 1.389(5) . ?
N3 C19 1.360(5) . ?
N3 C20 1.410(5) . ?
O4 C8 1.263(4) . ?
O4 Co1 2.264(2) 1_556 ?
N4 C21 1.333(5) . ?
N4 C22 1.344(5) . ?
N4 Co1 2.183(3) 2_646 ?
C4 C5 1.383(5) . ?
C4 C8 1.503(5) . ?
C5 C6 1.377(5) . ?
O5 C14 1.222(5) . ?
O6 C19 1.215(5) . ?
C6 C7 1.383(5) . ?
C9 C10 1.371(5) . ?
C10 C11 1.377(5) . ?
C11 C12 1.385(5) . ?
C12 C13 1.390(5) . ?
C14 C15 1.475(5) . ?
C15 C16 1.353(6) . ?
C16 C17 1.399(6) . ?
C17 C18 1.344(6) . ?
C18 C19 1.483(5) . ?
C20 C24 1.374(5) . ?
C20 C21 1.403(5) . ?
C22 C23 1.374(6) . ?
C23 C24 1.376(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
O2 Co1 O1 118.41(10) 3_556 . ?
O2 Co1 O3 91.66(9) 3_556 1_554 ?
O1 Co1 O3 149.90(10) . 1_554 ?
O2 Co1 N1 88.35(11) 3_556 . ?
O1 Co1 N1 94.94(10) . . ?
O3 Co1 N1 86.80(10) 1_554 . ?
O2 Co1 N4 83.97(11) 3_556 2_656 ?
O1 Co1 N4 90.69(10) . 2_656 ?
O3 Co1 N4 91.18(10) 1_554 2_656 ?
N1 Co1 N4 172.00(11) . 2_656 ?
O2 Co1 O4 149.53(9) 3_556 1_554 ?
O1 Co1 O4 90.86(9) . 1_554 ?
O3 Co1 O4 59.21(9) 1_554 1_554 ?
N1 Co1 O4 97.94(10) . 1_554 ?
N4 Co1 O4 87.63(10) 2_656 1_554 ?
C15 S1 C18 92.02(19) . . ?
C1 O1 Co1 121.1(2) . . ?
C13 N1 C9 117.5(3) . . ?
C13 N1 Co1 126.7(2) . . ?
C9 N1 Co1 115.7(2) . . ?
O2 C1 O1 124.1(3) . . ?
O2 C1 C2 118.3(3) . . ?
O1 C1 C2 117.6(3) . . ?
C1 O2 Co1 157.5(2) . 3_556 ?
C14 N2 C12 126.4(3) . . ?
C7 C2 C3 119.1(3) . . ?
C7 C2 C1 120.5(3) . . ?
C3 C2 C1 120.4(3) . . ?
C8 O3 Co1 93.0(2) . 1_556 ?
C4 C3 C2 120.2(3) . . ?
C19 N3 C20 125.8(3) . . ?
C8 O4 Co1 87.2(2) . 1_556 ?
C21 N4 C22 117.5(3) . . ?
C21 N4 Co1 124.2(2) . 2_646 ?
C22 N4 Co1 118.3(2) . 2_646 ?
C5 C4 C3 119.6(3) . . ?
C5 C4 C8 120.7(3) . . ?
C3 C4 C8 119.7(3) . . ?
C6 C5 C4 120.7(3) . . ?
C5 C6 C7 119.8(3) . . ?
C6 C7 C2 120.7(3) . . ?
O3 C8 O4 120.6(3) . . ?
O3 C8 C4 119.5(3) . . ?
O4 C8 C4 119.9(3) . . ?
N1 C9 C10 122.4(3) . . ?
C9 C10 C11 120.0(4) . . ?
C10 C11 C12 118.4(4) . . ?
C11 C12 C13 118.3(3) . . ?
C11 C12 N2 124.0(3) . . ?
C13 C12 N2 117.7(3) . . ?
N1 C13 C12 123.3(3) . . ?
O5 C14 N2 123.7(4) . . ?
O5 C14 C15 119.9(4) . . ?
N2 C14 C15 116.4(3) . . ?
C16 C15 C14 131.9(4) . . ?
C16 C15 S1 111.1(3) . . ?
C14 C15 S1 117.0(3) . . ?
C15 C16 C17 112.5(4) . . ?
C18 C17 C16 113.5(4) . . ?
C17 C18 C19 123.1(4) . . ?
C17 C18 S1 110.8(3) . . ?
C19 C18 S1 126.0(3) . . ?
O6 C19 N3 124.1(4) . . ?
O6 C19 C18 119.6(4) . . ?
N3 C19 C18 116.2(3) . . ?
C24 C20 C21 118.5(3) . . ?
C24 C20 N3 125.1(4) . . ?
C21 C20 N3 116.4(3) . . ?
N4 C21 C20 122.9(3) . . ?
N4 C22 C23 122.7(3) . . ?
C22 C23 C24 119.7(4) . . ?
C20 C24 C23 118.7(4) . . ?

_refine_diff_density_max         0.605
_refine_diff_density_min         -0.540
_refine_diff_density_rms         0.068

