# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1475643'
_audit_update_record             
;
2016-04-21 deposited with the CCDC.
2016-09-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H16 Co N2 S2'
_chemical_formula_sum            'C12 H16 Co N2 S2'
_chemical_formula_weight         311.32

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'
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                   6.8884(4)
_cell_length_b                   6.9907(4)
_cell_length_c                   14.6692(10)
_cell_angle_alpha                98.926(5)
_cell_angle_beta                 95.975(5)
_cell_angle_gamma                92.474(5)
_cell_volume                     692.78(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    9738
_cell_measurement_theta_min      2.95
_cell_measurement_theta_max      26.05

_exptl_crystal_description       'quadratic plate'
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.492
_exptl_crystal_F_000             322
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    1.519
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.5956
_exptl_absorpt_correction_T_max  0.8379
_exptl_absorpt_process_details   XRED32

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean 6.67
_diffrn_reflns_number            16154
_diffrn_reflns_av_unetI/netI     0.0444
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.829
_diffrn_reflns_theta_max         26.099
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             16154
_reflns_number_gt                11492
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND2d (Brandenburger, 2000)'
_computing_publication_material  ?

_refine_special_details          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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.074(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         16154
_refine_ls_number_parameters     178
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0820
_refine_ls_R_factor_gt           0.0624
_refine_ls_wR_factor_ref         0.1689
_refine_ls_wR_factor_gt          0.1575
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.093
_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 0.30091(10) 0.15632(10) 0.91921(5) 0.0352(3) Uani 1 1 d . . . . .
S1 S 0.6017(2) 0.2601(2) 0.88373(10) 0.0385(4) Uani 1 1 d . . . . .
S2 S 0.1689(2) -0.15882(19) 0.88921(10) 0.0393(4) Uani 1 1 d . . . . .
N1 N 0.3175(8) 0.2267(8) 1.0606(4) 0.0429(11) Uani 1 1 d D . . . .
H13 H 0.190(11) 0.219(12) 1.079(6) 0.079(14) Uiso 1 1 d D . . . .
H14 H 0.321(12) 0.358(11) 1.078(6) 0.079(14) Uiso 1 1 d D . . . .
H15 H 0.415(12) 0.169(12) 1.089(6) 0.079(14) Uiso 1 1 d D . . . .
N2 N 0.1049(9) 0.3384(9) 0.8702(5) 0.0478(13) Uani 1 1 d . . . . .
H16 H 0.133(11) 0.461(13) 0.887(6) 0.06(2) Uiso 1 1 d . . . . .
H17 H 0.090(14) 0.317(13) 0.814(7) 0.08(3) Uiso 1 1 d . . . . .
H18 H -0.011(12) 0.323(11) 0.888(5) 0.06(2) Uiso 1 1 d . . . . .
C1 C 0.5670(8) 0.2700(8) 0.7631(4) 0.0364(12) Uani 1 1 d . . . . .
C2 C 0.6728(8) 0.4071(8) 0.7254(5) 0.0411(14) Uani 1 1 d . . . . .
H2 H 0.7626 0.4979 0.7652 0.049 Uiso 1 1 calc R U . . .
C3 C 0.6495(9) 0.4135(9) 0.6319(5) 0.0461(14) Uani 1 1 d . . . . .
H3 H 0.7239 0.5080 0.6080 0.055 Uiso 1 1 calc R U . . .
C4 C 0.5194(9) 0.2845(9) 0.5722(5) 0.0478(14) Uani 1 1 d . . . . .
H4 H 0.5035 0.2899 0.5075 0.057 Uiso 1 1 calc R U . . .
C5 C 0.4132(9) 0.1478(10) 0.6078(5) 0.0486(15) Uani 1 1 d . . . . .
H5 H 0.3226 0.0586 0.5676 0.058 Uiso 1 1 calc R U . . .
C6 C 0.4378(9) 0.1398(9) 0.7020(5) 0.0459(15) Uani 1 1 d . . . . .
H6 H 0.3649 0.0435 0.7254 0.055 Uiso 1 1 calc R U . . .
C7 C 0.0971(8) -0.1928(7) 0.7675(4) 0.0378(12) Uani 1 1 d . . . . .
C8 C 0.1921(8) -0.3208(8) 0.7067(4) 0.0427(13) Uani 1 1 d . . . . .
H8 H 0.2893 -0.3976 0.7308 0.051 Uiso 1 1 calc R U . . .
C9 C 0.1460(9) -0.3367(9) 0.6119(5) 0.0485(15) Uani 1 1 d . . . . .
H9 H 0.2116 -0.4249 0.5715 0.058 Uiso 1 1 calc R U . . .
C10 C 0.0053(9) -0.2258(9) 0.5750(5) 0.0493(15) Uani 1 1 d . . . . .
H10 H -0.0223 -0.2332 0.5097 0.059 Uiso 1 1 calc R U . . .
C11 C -0.0941(9) -0.1043(9) 0.6351(4) 0.0472(14) Uani 1 1 d . . . . .
H11 H -0.1934 -0.0301 0.6107 0.057 Uiso 1 1 calc R U . . .
C12 C -0.0512(8) -0.0892(8) 0.7298(4) 0.0415(13) Uani 1 1 d . . . . .
H12 H -0.1235 -0.0074 0.7699 0.050 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 N1 2.046(5) . ?
Co1 N2 2.047(6) . ?
Co1 S1 2.3025(15) . ?
Co1 S2 2.3059(15) . ?
S1 C1 1.774(6) . ?
S2 C7 1.778(6) . ?
C1 C6 1.390(8) . ?
C1 C2 1.394(8) . ?
C2 C3 1.372(9) . ?
C3 C4 1.381(9) . ?
C4 C5 1.376(9) . ?
C5 C6 1.385(10) . ?
C7 C12 1.395(8) . ?
C7 C8 1.396(7) . ?
C8 C9 1.380(9) . ?
C9 C10 1.385(9) . ?
C10 C11 1.383(9) . ?
C11 C12 1.376(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Co1 N2 104.6(3) . . ?
N1 Co1 S1 104.35(16) . . ?
N2 Co1 S1 106.07(19) . . ?
N1 Co1 S2 103.81(16) . . ?
N2 Co1 S2 110.16(19) . . ?
S1 Co1 S2 125.87(6) . . ?
C1 S1 Co1 104.90(18) . . ?
C7 S2 Co1 102.45(18) . . ?
C6 C1 C2 117.3(6) . . ?
C6 C1 S1 121.9(4) . . ?
C2 C1 S1 120.8(4) . . ?
C3 C2 C1 121.2(6) . . ?
C2 C3 C4 120.9(6) . . ?
C5 C4 C3 118.9(6) . . ?
C4 C5 C6 120.3(6) . . ?
C5 C6 C1 121.4(6) . . ?
C12 C7 C8 118.1(6) . . ?
C12 C7 S2 121.3(4) . . ?
C8 C7 S2 120.6(5) . . ?
C9 C8 C7 120.6(6) . . ?
C8 C9 C10 120.9(6) . . ?
C11 C10 C9 118.7(6) . . ?
C12 C11 C10 121.0(6) . . ?
C11 C12 C7 120.7(5) . . ?

_refine_diff_density_max         0.564
_refine_diff_density_min         -0.629
_refine_diff_density_rms         0.106

_shelxl_version_number           2014-3



_exptl_crystal_recrystallization_method 'from reaction solution'
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
_exptl_crystal_preparation       'Magnetic properties'
####################################################################### 
# 
# 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 1475644'
_audit_update_record             
;
2016-04-21 deposited with the CCDC.
2016-09-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H13 Co N S2'
_chemical_formula_sum            'C12 H13 Co N S2'
_chemical_formula_weight         294.28

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0043 0.0021 '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 0.0083 0.0044 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1501 0.1576 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3429 1.2036 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   25.923(5)
_cell_length_b                   6.9847(14)
_cell_length_c                   7.2197(14)
_cell_angle_alpha                90
_cell_angle_beta                 97.46(3)
_cell_angle_gamma                90
_cell_volume                     1296.2(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    13917
_cell_measurement_theta_min      1.78
_cell_measurement_theta_max      28.41

_exptl_crystal_description       needle
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.508
_exptl_crystal_F_000             604
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    2.238
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.6984
_exptl_absorpt_correction_T_max  0.9736
_exptl_absorpt_process_details   XRED-32

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.800
_diffrn_radiation_type           synchrotron
_diffrn_source                   ?
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean 6.67
_diffrn_reflns_number            5360
_diffrn_reflns_av_unetI/netI     0.0675
_diffrn_reflns_av_R_equivalents  0.1224
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.569
_diffrn_reflns_theta_max         27.909
_diffrn_reflns_theta_full        28.685
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.910
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.910
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.911
_reflns_number_total             2002
_reflns_number_gt                1976
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.997
_reflns_Friedel_fraction_max     0.972
_reflns_Friedel_fraction_full    0.911

_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       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refined as a 2-component 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)+(0.1039P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.035(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Refined as an inversion twin. 
;
_refine_ls_abs_structure_Flack   0.26(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2002
_refine_ls_number_parameters     147
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0492
_refine_ls_R_factor_gt           0.0490
_refine_ls_wR_factor_ref         0.1308
_refine_ls_wR_factor_gt          0.1306
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_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 0.09387(6) 0.49804(10) 0.71751(17) 0.0242(4) Uani 1 1 d . . . . .
S1 S 0.04036(7) 0.4417(3) 0.9414(2) 0.0278(5) Uani 1 1 d . . . . .
S2 S 0.14386(6) 0.7632(3) 0.6966(2) 0.0298(5) Uani 1 1 d . . . . .
C1 C -0.0072(3) 0.6278(10) 0.9256(9) 0.0293(15) Uani 1 1 d . . . . .
C2 C 0.0031(3) 0.8083(13) 0.8586(11) 0.0360(17) Uani 1 1 d . . . . .
H2 H 0.0366 0.8364 0.8259 0.043 Uiso 1 1 calc R U . . .
C3 C -0.0356(4) 0.9483(15) 0.8394(12) 0.043(2) Uani 1 1 d . . . . .
H3 H -0.0284 1.0718 0.7938 0.052 Uiso 1 1 calc R U . . .
C4 C -0.0836(3) 0.9078(15) 0.8860(13) 0.047(2) Uani 1 1 d . . . . .
H4 H -0.1100 1.0028 0.8705 0.056 Uiso 1 1 calc R U . . .
C5 C -0.0943(3) 0.7291(15) 0.9562(13) 0.047(2) Uani 1 1 d . . . . .
H5 H -0.1278 0.7030 0.9907 0.057 Uiso 1 1 calc R U . . .
C6 C -0.0562(3) 0.5886(14) 0.9758(11) 0.0390(18) Uani 1 1 d . . . . .
H6 H -0.0634 0.4661 1.0233 0.047 Uiso 1 1 calc R U . . .
C7 C 0.2090(3) 0.7473(9) 0.8062(10) 0.0266(14) Uani 1 1 d . . . . .
C8 C 0.2256(3) 0.6139(10) 0.9467(10) 0.0314(15) Uani 1 1 d . . . . .
H8 H 0.2017 0.5223 0.9824 0.038 Uiso 1 1 calc R U . . .
C9 C 0.2761(3) 0.6139(11) 1.0333(10) 0.0334(16) Uani 1 1 d . . . . .
H9 H 0.2865 0.5246 1.1302 0.040 Uiso 1 1 calc R U . . .
C10 C 0.3120(3) 0.7444(11) 0.9797(11) 0.0354(17) Uani 1 1 d . . . . .
H10 H 0.3468 0.7449 1.0400 0.043 Uiso 1 1 calc R U . . .
C11 C 0.2964(3) 0.8746(11) 0.8367(11) 0.0371(17) Uani 1 1 d . . . . .
H11 H 0.3208 0.9622 0.7978 0.044 Uiso 1 1 calc R U . . .
C12 C 0.2453(3) 0.8765(10) 0.7513(10) 0.0307(15) Uani 1 1 d . . . . .
H12 H 0.2349 0.9662 0.6548 0.037 Uiso 1 1 calc R U . . .
N1 N 0.1362(3) 0.2496(9) 0.7179(12) 0.0399(18) Uani 1 1 d . . . . .
H1A H 0.1149 0.1475 0.7264 0.060 Uiso 1 1 calc R U . . .
H1B H 0.1508 0.2415 0.6103 0.060 Uiso 1 1 calc R U . . .
H1C H 0.1617 0.2498 0.8173 0.060 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 N1 2.053(7) . ?
Co1 S2 2.277(2) . ?
Co1 S1 2.296(3) . ?
Co1 S1 2.314(2) 2_564 ?
S1 C1 1.786(7) . ?
S1 Co1 2.314(2) 2_565 ?
S2 C7 1.773(7) . ?
C1 C2 1.389(13) . ?
C1 C6 1.390(11) . ?
C2 C3 1.395(12) . ?
C3 C4 1.360(15) . ?
C4 C5 1.389(16) . ?
C5 C6 1.388(13) . ?
C7 C12 1.398(10) . ?
C7 C8 1.404(10) . ?
C8 C9 1.374(10) . ?
C9 C10 1.393(11) . ?
C10 C11 1.396(12) . ?
C11 C12 1.385(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Co1 S2 112.3(2) . . ?
N1 Co1 S1 103.1(2) . . ?
S2 Co1 S1 125.94(8) . . ?
N1 Co1 S1 114.5(3) . 2_564 ?
S2 Co1 S1 94.46(8) . 2_564 ?
S1 Co1 S1 106.75(9) . 2_564 ?
C1 S1 Co1 107.8(3) . . ?
C1 S1 Co1 104.8(2) . 2_565 ?
Co1 S1 Co1 103.06(9) . 2_565 ?
C7 S2 Co1 115.9(2) . . ?
C2 C1 C6 119.6(8) . . ?
C2 C1 S1 121.3(6) . . ?
C6 C1 S1 119.1(7) . . ?
C1 C2 C3 120.1(9) . . ?
C4 C3 C2 119.9(10) . . ?
C3 C4 C5 120.7(8) . . ?
C6 C5 C4 119.9(8) . . ?
C5 C6 C1 119.8(9) . . ?
C12 C7 C8 118.6(6) . . ?
C12 C7 S2 118.1(5) . . ?
C8 C7 S2 123.3(5) . . ?
C9 C8 C7 120.9(7) . . ?
C8 C9 C10 120.3(7) . . ?
C9 C10 C11 119.4(7) . . ?
C12 C11 C10 120.3(7) . . ?
C11 C12 C7 120.5(7) . . ?

_refine_diff_density_max         1.092
_refine_diff_density_min         -0.817
_refine_diff_density_rms         0.108

_shelxl_version_number           2014-3



_exptl_crystal_recrystallization_method 'from reaction solution'
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
_exptl_crystal_preparation       'Magnetic properties'
####################################################################### 
# 
# 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_i4m_sq
_database_code_depnum_ccdc_archive 'CCDC 1483692'
_audit_update_record             
;
2016-06-06 deposited with the CCDC.
2016-09-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H22 Co S2'
_chemical_formula_weight         361.40

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           87
_space_group_name_H-M_alt        'I 4/m'
_space_group_name_Hall           '-I 4'

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

_cell_length_a                   16.7784(8)
_cell_length_b                   16.7784(8)
_cell_length_c                   6.8141(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1918.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    5258
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      26.74

_exptl_crystal_description       needle
_exptl_crystal_colour            black-red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_F_000             756
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.173
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    1.104
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.8081
_exptl_absorpt_correction_T_max  0.9672
_exptl_absorpt_process_details   XRED-32

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean 6.67
_diffrn_reflns_number            3401
_diffrn_reflns_av_unetI/netI     0.0412
_diffrn_reflns_av_R_equivalents  0.0567
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.227
_diffrn_reflns_theta_max         26.215
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measured_fraction_theta_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_point_group_measured_fraction_full 0.976
_reflns_number_total             1025
_reflns_number_gt                885
_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. 
  
 Structure factors included contributions from the .fab file. 
  
 _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       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          ', SQUEEZE'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0437P)²+3.2692P] 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         1025
_refine_ls_number_parameters     66
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0374
_refine_ls_wR_factor_ref         0.0925
_refine_ls_wR_factor_gt          0.0894
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.077
_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 0.5000 0.0000 0.2500 0.0145(2) Uani 1 4 d S T P . .
S1 S 0.40522(5) -0.01183(5) 0.5000 0.0155(2) Uani 1 2 d S T P . .
C2 C 0.2639(2) -0.0956(2) 0.5000 0.0225(8) Uani 1 2 d S T P . .
C4 C 0.2543(3) -0.2400(3) 0.5000 0.0315(10) Uani 1 2 d S T P . .
C3 C 0.2201(2) -0.1660(3) 0.5000 0.0282(9) Uani 1 2 d S T P . .
H3 H 0.1648 -0.1626 0.5000 0.034 Uiso 1 2 calc R U P . .
C6 C 0.3851(2) -0.1760(2) 0.5000 0.0201(8) Uani 1 2 d S T P . .
C8 C 0.2055(3) -0.3156(3) 0.5000 0.0405(12) Uani 1 2 d S T P . .
H8A H 0.1965 -0.3324 0.3672 0.061 Uiso 0.5 1 calc R U P A -1
H8B H 0.1553 -0.3058 0.5631 0.061 Uiso 0.5 1 calc R U P A -1
H8C H 0.2338 -0.3565 0.5697 0.061 Uiso 0.5 1 calc R U P A -1
C5 C 0.3371(3) -0.2442(2) 0.5000 0.0254(9) Uani 1 2 d S T P . .
H5 H 0.3613 -0.2940 0.5000 0.031 Uiso 1 2 calc R U P . .
C1 C 0.3479(2) -0.1018(2) 0.5000 0.0171(7) Uani 1 2 d S T P . .
C7 C 0.2224(2) -0.0170(3) 0.5000 0.0319(9) Uani 1 2 d S T P . .
H7A H 0.2479 0.0180 0.5921 0.048 Uiso 0.5 1 calc R U P B -1
H7B H 0.1677 -0.0243 0.5368 0.048 Uiso 0.5 1 calc R U P B -1
H7C H 0.2250 0.0059 0.3711 0.048 Uiso 0.5 1 calc R U P B -1
C9 C 0.4740(2) -0.1859(2) 0.5000 0.0236(8) Uani 1 2 d S T P . .
H9A H 0.4871 -0.2411 0.5177 0.035 Uiso 0.5 1 calc R U P C -1
H9B H 0.4966 -0.1552 0.6051 0.035 Uiso 0.5 1 calc R U P C -1
H9C H 0.4952 -0.1676 0.3771 0.035 Uiso 0.5 1 calc R U P C -1


_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 S1 2.3389(6) 9_656 ?
Co1 S1 2.3389(6) 6_544 ?
Co1 S1 2.3389(6) 14 ?
Co1 S1 2.3389(6) . ?
S1 C1 1.791(4) . ?
S1 Co1 2.3389(6) 9_656 ?
C2 C3 1.391(6) . ?
C2 C1 1.413(5) . ?
C2 C7 1.492(6) . ?
C4 C3 1.369(6) . ?
C4 C5 1.390(6) . ?
C4 C8 1.509(5) . ?
C3 H3 0.9300 . ?
C6 C1 1.392(5) . ?
C6 C5 1.400(5) . ?
C6 C9 1.501(5) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C5 H5 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?

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
S1 Co1 S1 122.039(18) 9_656 6_544 ?
S1 Co1 S1 122.039(18) 9_656 14 ?
S1 Co1 S1 86.50(3) 6_544 14 ?
S1 Co1 S1 86.50(3) 9_656 . ?
S1 Co1 S1 122.038(18) 6_544 . ?
S1 Co1 S1 122.039(18) 14 . ?
C1 S1 Co1 115.90(8) . 9_656 ?
C1 S1 Co1 115.90(8) . . ?
Co1 S1 Co1 93.50(3) 9_656 . ?
C3 C2 C1 117.7(4) . . ?
C3 C2 C7 120.3(4) . . ?
C1 C2 C7 122.0(3) . . ?
C3 C4 C5 117.7(4) . . ?
C3 C4 C8 122.3(4) . . ?
C5 C4 C8 120.0(4) . . ?
C4 C3 C2 123.3(4) . . ?
C4 C3 H3 118.4 . . ?
C2 C3 H3 118.4 . . ?
C1 C6 C5 118.2(4) . . ?
C1 C6 C9 123.0(3) . . ?
C5 C6 C9 118.8(4) . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C4 C5 C6 122.3(4) . . ?
C4 C5 H5 118.9 . . ?
C6 C5 H5 118.9 . . ?
C6 C1 C2 120.9(3) . . ?
C6 C1 S1 120.8(3) . . ?
C2 C1 S1 118.3(3) . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?

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
C5 C4 C3 C2 0.0 . . . . ?
C8 C4 C3 C2 180.0 . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C7 C2 C3 C4 180.0 . . . . ?
C3 C4 C5 C6 0.0 . . . . ?
C8 C4 C5 C6 180.0 . . . . ?
C1 C6 C5 C4 0.0 . . . . ?
C9 C6 C5 C4 180.0 . . . . ?
C5 C6 C1 C2 0.0 . . . . ?
C9 C6 C1 C2 180.0 . . . . ?
C5 C6 C1 S1 180.0 . . . . ?
C9 C6 C1 S1 0.0 . . . . ?
C3 C2 C1 C6 0.0 . . . . ?
C7 C2 C1 C6 180.0 . . . . ?
C3 C2 C1 S1 180.0 . . . . ?
C7 C2 C1 S1 0.0 . . . . ?
Co1 S1 C1 C6 -54.07(6) 9_656 . . . ?
Co1 S1 C1 C6 54.07(6) . . . . ?
Co1 S1 C1 C2 125.93(6) 9_656 . . . ?
Co1 S1 C1 C2 -125.93(6) . . . . ?

_refine_diff_density_max         0.432
_refine_diff_density_min         -0.569
_refine_diff_density_rms         0.071

_shelxl_version_number           2014-3




_exptl_crystal_recrystallization_method 'from reaction solution'
_chemical_properties_physical    
', Air-sensitive,Moisture-sensitive,Oxygen-sensitive'
_exptl_crystal_preparation       ', Magnetic properties'
