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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ad-bk-5-a
_database_code_depnum_ccdc_archive 'CCDC 1038726'
_audit_update_record             
;
2014-12-11 deposited with the CCDC.
2015-06-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        AD_BK_5
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H14 Cl N O3 S'
_chemical_formula_sum            'C23 H14 Cl N O3 S'
_chemical_formula_weight         419.86

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.8647(11)
_cell_length_b                   10.9002(13)
_cell_length_c                   14.125(2)
_cell_angle_alpha                112.561(8)
_cell_angle_beta                 93.159(14)
_cell_angle_gamma                92.253(10)
_cell_volume                     972.5(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.434
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             432
_exptl_absorpt_coefficient_mu    0.329
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.902
_exptl_absorpt_correction_T_max  0.930
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7641
_diffrn_reflns_av_R_equivalents  0.0558
_diffrn_reflns_av_sigmaI/netI    0.1081
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.03
_diffrn_reflns_theta_max         24.99
_reflns_number_total             3138
_reflns_number_gt                1429
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.2002P)²+0.5000P] 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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3138
_refine_ls_number_parameters     263
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2072
_refine_ls_R_factor_gt           0.1338
_refine_ls_wR_factor_ref         0.3775
_refine_ls_wR_factor_gt          0.3299
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.7867(3) -0.0531(2) 0.38764(18) 0.0661(9) Uani 1 1 d . . .
Cl1 Cl 1.3629(4) -0.4470(3) 0.1123(3) 0.1177(13) Uani 1 1 d . . .
O2 O 0.5338(8) 0.0730(6) 0.2495(4) 0.0698(17) Uani 1 1 d . . .
O3 O 0.6992(7) 0.1059(6) 0.1324(4) 0.0621(16) Uani 1 1 d . . .
O1 O 1.2065(7) 0.1840(6) 0.3191(4) 0.0652(17) Uani 1 1 d . . .
H1 H 1.3006 0.1624 0.2843 0.098 Uiso 1 1 calc R . .
C16 C 0.8727(12) 0.1117(8) 0.3941(6) 0.059(2) Uani 1 1 d . . .
H16 H 1.0081 0.1280 0.4241 0.071 Uiso 1 1 calc R . .
C7 C 0.8758(11) 0.1220(8) 0.2904(6) 0.053(2) Uani 1 1 d . . .
C10 C 1.0453(12) 0.1677(8) 0.1574(6) 0.056(2) Uani 1 1 d . . .
C8 C 0.6964(12) 0.1004(8) 0.2276(7) 0.058(2) Uani 1 1 d . . .
C9 C 1.0411(11) 0.1561(8) 0.2569(6) 0.057(2) Uani 1 1 d . . .
C2 C 1.1505(12) -0.1228(9) 0.3119(6) 0.064(2) Uani 1 1 d . . .
H2 H 1.1985 -0.0374 0.3551 0.077 Uiso 1 1 calc R . .
C20 C 0.5479(13) 0.4221(9) 0.5973(6) 0.059(2) Uani 1 1 d . . .
C1 C 0.9559(12) -0.1601(9) 0.3103(6) 0.056(2) Uani 1 1 d . . .
C15 C 0.8671(12) 0.1441(8) 0.1002(6) 0.056(2) Uani 1 1 d . . .
C14 C 0.8548(14) 0.1494(9) 0.0037(7) 0.070(2) Uani 1 1 d . . .
H14 H 0.7360 0.1305 -0.0355 0.085 Uiso 1 1 calc R . .
C17 C 0.7548(12) 0.2181(8) 0.4684(6) 0.054(2) Uani 1 1 d . . .
C18 C 0.5600(12) 0.1968(9) 0.4809(6) 0.062(2) Uani 1 1 d . . .
H18 H 0.4964 0.1134 0.4451 0.075 Uiso 1 1 calc R . .
C19 C 0.4588(12) 0.2988(9) 0.5464(6) 0.064(2) Uani 1 1 d . . .
H19 H 0.3285 0.2827 0.5556 0.076 Uiso 1 1 calc R . .
C5 C 1.0126(15) -0.3798(10) 0.1923(7) 0.078(3) Uani 1 1 d . . .
H5 H 0.9671 -0.4673 0.1534 0.093 Uiso 1 1 calc R . .
C22 C 0.7413(14) 0.4456(10) 0.5867(7) 0.075(3) Uani 1 1 d . . .
H22 H 0.8035 0.5293 0.6234 0.090 Uiso 1 1 calc R . .
C4 C 1.2075(14) -0.3372(10) 0.1930(7) 0.073(3) Uani 1 1 d . . .
C6 C 0.8890(13) -0.2880(9) 0.2514(7) 0.067(2) Uani 1 1 d . . .
H6 H 0.7582 -0.3140 0.2508 0.081 Uiso 1 1 calc R . .
C12 C 1.1983(15) 0.2097(9) 0.0227(7) 0.073(3) Uani 1 1 d . . .
H12 H 1.3091 0.2316 -0.0041 0.088 Uiso 1 1 calc R . .
C11 C 1.2101(12) 0.2037(8) 0.1185(7) 0.064(2) Uani 1 1 d . . .
H11 H 1.3293 0.2240 0.1575 0.077 Uiso 1 1 calc R . .
C23 C 0.8442(13) 0.3449(10) 0.5212(7) 0.074(3) Uani 1 1 d . . .
H23 H 0.9743 0.3621 0.5125 0.089 Uiso 1 1 calc R . .
C13 C 1.0194(16) 0.1826(9) -0.0327(8) 0.078(3) Uani 1 1 d . . .
H13 H 1.0109 0.1873 -0.0971 0.093 Uiso 1 1 calc R . .
C3 C 1.2742(13) -0.2092(10) 0.2511(7) 0.069(2) Uani 1 1 d . . .
H3 H 1.4031 -0.1809 0.2493 0.082 Uiso 1 1 calc R . .
C21 C 0.4354(15) 0.5269(11) 0.6623(8) 0.078(3) Uani 1 1 d . . .
N1 N 0.3417(15) 0.6084(10) 0.7121(7) 0.104(3) 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
S1 C1 1.780(8) . ?
S1 C16 1.835(8) . ?
Cl1 C4 1.749(9) . ?
O2 C8 1.231(9) . ?
O3 C8 1.369(9) . ?
O3 C15 1.369(9) . ?
O1 C9 1.346(9) . ?
C16 C7 1.512(10) . ?
C16 C17 1.528(11) . ?
C7 C9 1.346(10) . ?
C7 C8 1.434(11) . ?
C10 C15 1.387(11) . ?
C10 C11 1.391(11) . ?
C10 C9 1.460(11) . ?
C2 C3 1.367(11) . ?
C2 C1 1.378(11) . ?
C20 C19 1.358(11) . ?
C20 C22 1.370(12) . ?
C20 C21 1.444(13) . ?
C1 C6 1.366(11) . ?
C15 C14 1.384(11) . ?
C14 C13 1.359(12) . ?
C17 C18 1.380(10) . ?
C17 C23 1.391(11) . ?
C18 C19 1.384(11) . ?
C5 C6 1.386(12) . ?
C5 C4 1.397(13) . ?
C22 C23 1.383(12) . ?
C4 C3 1.363(12) . ?
C12 C13 1.377(12) . ?
C12 C11 1.378(11) . ?
C21 N1 1.147(12) . ?

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
C1 S1 C16 103.1(4) . . ?
C8 O3 C15 121.0(6) . . ?
C7 C16 C17 112.4(6) . . ?
C7 C16 S1 114.0(5) . . ?
C17 C16 S1 109.5(5) . . ?
C9 C7 C8 118.7(8) . . ?
C9 C7 C16 121.9(7) . . ?
C8 C7 C16 119.3(7) . . ?
C15 C10 C11 118.8(8) . . ?
C15 C10 C9 115.8(7) . . ?
C11 C10 C9 125.4(8) . . ?
O2 C8 O3 114.4(7) . . ?
O2 C8 C7 126.0(8) . . ?
O3 C8 C7 119.5(7) . . ?
O1 C9 C7 118.3(8) . . ?
O1 C9 C10 119.3(7) . . ?
C7 C9 C10 122.3(8) . . ?
C3 C2 C1 121.1(9) . . ?
C19 C20 C22 120.1(8) . . ?
C19 C20 C21 118.9(8) . . ?
C22 C20 C21 121.1(9) . . ?
C6 C1 C2 119.1(8) . . ?
C6 C1 S1 117.3(7) . . ?
C2 C1 S1 123.5(7) . . ?
O3 C15 C14 116.9(8) . . ?
O3 C15 C10 122.2(7) . . ?
C14 C15 C10 120.7(8) . . ?
C13 C14 C15 118.9(9) . . ?
C18 C17 C23 118.3(7) . . ?
C18 C17 C16 123.1(8) . . ?
C23 C17 C16 118.5(7) . . ?
C17 C18 C19 120.5(8) . . ?
C20 C19 C18 120.6(8) . . ?
C6 C5 C4 118.1(9) . . ?
C20 C22 C23 120.0(9) . . ?
C3 C4 C5 120.8(9) . . ?
C3 C4 Cl1 119.8(8) . . ?
C5 C4 Cl1 119.3(8) . . ?
C1 C6 C5 121.2(9) . . ?
C13 C12 C11 118.7(9) . . ?
C12 C11 C10 120.6(9) . . ?
C22 C23 C17 120.6(8) . . ?
C14 C13 C12 122.2(9) . . ?
C4 C3 C2 119.6(9) . . ?
N1 C21 C20 178.1(12) . . ?

_diffrn_measured_fraction_theta_max 0.918
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.918
_refine_diff_density_max         1.159
_refine_diff_density_min         -0.475
_refine_diff_density_rms         0.216
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Ethanol'
####################################################################### 
# 
# 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_exp_1982
_database_code_depnum_ccdc_archive 'CCDC 1038804'
_audit_update_record             
;
2014-12-11 deposited with the CCDC.
2015-06-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        'AD_DD_21_Ni Complex'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H28 N2 Ni O6 S2'
_chemical_formula_sum            'C34 H28 N2 Ni O6 S2'
_chemical_formula_weight         683.41

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'
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'
Ni Ni 0.3393 1.1124 '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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.1460(16)
_cell_length_b                   11.425(2)
_cell_length_c                   17.576(4)
_cell_angle_alpha                76.635(17)
_cell_angle_beta                 83.429(17)
_cell_angle_gamma                72.903(17)
_cell_volume                     1519.3(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1130
_cell_measurement_theta_min      2.9261
_cell_measurement_theta_max      29.0710

_exptl_crystal_description       Plate
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             708
_exptl_absorpt_coefficient_mu    0.826
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.750
_exptl_absorpt_correction_T_max  0.841
_exptl_absorpt_process_details   'Face indexing'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10908
_diffrn_reflns_av_R_equivalents  0.1085
_diffrn_reflns_av_sigmaI/netI    0.2062
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.93
_diffrn_reflns_theta_max         25.25
_reflns_number_total             5482
_reflns_number_gt                3126
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0000P)²+3.0000P] 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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5482
_refine_ls_number_parameters     411
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2339
_refine_ls_R_factor_gt           0.1013
_refine_ls_wR_factor_ref         0.2041
_refine_ls_wR_factor_gt          0.1476
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_restrained_S_all      1.102
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 1.0000 0.5000 0.5000 0.0611(6) Uani 1 2 d S . .
Ni2 Ni 0.0000 1.0000 1.0000 0.0608(6) Uani 1 2 d S . .
S1 S 0.6840(3) 0.5874(3) 0.50998(17) 0.0670(8) Uani 1 1 d . . .
S2 S -0.0740(4) 0.8811(3) 0.91714(19) 0.0816(10) Uani 1 1 d . . .
O1 O 0.9706(7) 0.3287(6) 0.5544(4) 0.068(2) Uani 1 1 d . . .
O2 O 0.5563(9) 0.2259(8) 0.6784(4) 0.082(2) Uani 1 1 d . . .
O3 O 0.4405(8) 0.4144(7) 0.7003(4) 0.086(3) Uani 1 1 d . . .
O4 O 0.2120(8) 0.8511(7) 1.0173(4) 0.071(2) Uani 1 1 d . . .
O6 O 0.3898(9) 0.7499(8) 0.7706(5) 0.103(3) Uani 1 1 d . . .
N2 N 0.1120(11) 1.0804(8) 0.8911(5) 0.058(2) Uani 1 1 d . . .
N1 N 0.9792(9) 0.5496(8) 0.6081(5) 0.060(2) Uani 1 1 d . . .
C15 C 0.8402(11) 0.3021(10) 0.5958(6) 0.055(3) Uani 1 1 d . . .
C16 C 0.6420(12) 0.7537(10) 0.5059(6) 0.076(3) Uani 1 1 d . . .
H16A H 0.7351 0.7675 0.5292 0.091 Uiso 1 1 calc R . .
H16B H 0.6400 0.7974 0.4515 0.091 Uiso 1 1 calc R . .
C29 C 0.6518(13) 0.5710(11) 1.1035(7) 0.081(4) Uani 1 1 d . . .
H29 H 0.6735 0.5496 1.1565 0.097 Uiso 1 1 calc R . .
C6 C 0.6938(12) 0.5220(9) 0.6140(6) 0.059(3) Uani 1 1 d . . .
H6 H 0.5842 0.5628 0.6385 0.070 Uiso 1 1 calc R . .
C5 C 0.8320(12) 0.5507(9) 0.6491(6) 0.056(3) Uani 1 1 d . . .
C8 C 0.5630(13) 0.3502(12) 0.6720(6) 0.071(3) Uani 1 1 d . . .
C7 C 0.7041(11) 0.3860(10) 0.6276(6) 0.062(3) Uani 1 1 d . . .
C27 C 0.7324(12) 0.5398(10) 0.9748(7) 0.073(3) Uani 1 1 d . . .
H27 H 0.8096 0.4987 0.9399 0.087 Uiso 1 1 calc R . .
C30 C 0.5045(13) 0.6640(11) 1.0769(7) 0.078(3) Uani 1 1 d . . .
H30 H 0.4300 0.7054 1.1124 0.093 Uiso 1 1 calc R . .
C14 C 0.8342(14) 0.1700(10) 0.6115(6) 0.064(3) Uani 1 1 d . . .
C31 C 0.4673(12) 0.6955(10) 1.0010(6) 0.058(3) Uani 1 1 d . . .
C11 C 0.8054(18) -0.0677(12) 0.6338(8) 0.098(4) Uani 1 1 d . . .
H11 H 0.7959 -0.1483 0.6390 0.117 Uiso 1 1 calc R . .
C1 C 1.1043(12) 0.5798(10) 0.6338(7) 0.070(3) Uani 1 1 d . . .
H1 H 1.2058 0.5788 0.6035 0.084 Uiso 1 1 calc R . .
C2 C 1.0834(13) 0.6133(10) 0.7072(6) 0.069(3) Uani 1 1 d . . .
H2 H 1.1718 0.6343 0.7253 0.083 Uiso 1 1 calc R . .
C28 C 0.7626(13) 0.5122(11) 1.0523(8) 0.085(4) Uani 1 1 d . . .
H28 H 0.8619 0.4513 1.0704 0.102 Uiso 1 1 calc R . .
C4 C 0.8090(12) 0.5826(10) 0.7197(7) 0.073(3) Uani 1 1 d . . .
H4 H 0.7057 0.5829 0.7484 0.088 Uiso 1 1 calc R . .
C24 C 0.2793(11) 0.8037(10) 0.8922(6) 0.061(3) Uani 1 1 d . . .
C10 C 0.6700(15) 0.0193(12) 0.6601(7) 0.084(4) Uani 1 1 d . . .
H10 H 0.5712 -0.0011 0.6839 0.101 Uiso 1 1 calc R . .
C17 C 0.4721(12) 0.8089(11) 0.5481(6) 0.089(4) Uani 1 1 d . . .
H17A H 0.3785 0.8012 0.5228 0.134 Uiso 1 1 calc R . .
H17B H 0.4592 0.8957 0.5465 0.134 Uiso 1 1 calc R . .
H17C H 0.4718 0.7645 0.6016 0.134 Uiso 1 1 calc R . .
C3 C 0.9372(14) 0.6155(10) 0.7515(7) 0.077(3) Uani 1 1 d . . .
H8 H 0.9211 0.6373 0.8002 0.092 Uiso 1 1 calc R . .
C20 C 0.1664(17) 1.2070(15) 0.7435(8) 0.101(4) Uani 1 1 d . . .
H20 H 0.1819 1.2508 0.6928 0.121 Uiso 1 1 calc R . .
C12 C 0.9524(17) -0.0421(11) 0.6006(7) 0.091(4) Uani 1 1 d . . .
H12 H 1.0449 -0.1055 0.5873 0.109 Uiso 1 1 calc R . .
C32 C 0.3104(12) 0.7916(10) 0.9685(7) 0.062(3) Uani 1 1 d . . .
C23 C 0.1182(12) 0.8942(11) 0.8533(6) 0.071(3) Uani 1 1 d . . .
H23 H 0.1082 0.8723 0.8036 0.085 Uiso 1 1 calc R . .
C19 C 0.1439(16) 1.2621(12) 0.8050(9) 0.096(4) Uani 1 1 d . . .
H19 H 0.1582 1.3417 0.7983 0.115 Uiso 1 1 calc R . .
C9 C 0.6875(15) 0.1441(10) 0.6490(6) 0.067(3) Uani 1 1 d . . .
C22 C 0.1287(12) 1.0242(13) 0.8375(6) 0.071(3) Uani 1 1 d . . .
C33 C -0.2348(14) 0.9789(14) 0.8516(8) 0.127(6) Uani 1 1 d . . .
H33A H -0.2209 1.0627 0.8369 0.153 Uiso 1 1 calc R . .
H33B H -0.2233 0.9461 0.8044 0.153 Uiso 1 1 calc R . .
C25 C 0.3996(13) 0.7384(11) 0.8406(8) 0.080(4) Uani 1 1 d . . .
C13 C 0.9635(15) 0.0783(11) 0.5868(6) 0.077(3) Uani 1 1 d . . .
H13 H 1.0607 0.0977 0.5603 0.092 Uiso 1 1 calc R . .
C18 C 0.0998(15) 1.2008(13) 0.8783(8) 0.103(5) Uani 1 1 d . . .
H18 H 0.0615 1.2444 0.9185 0.123 Uiso 1 1 calc R . .
C21 C 0.1657(14) 1.0810(15) 0.7582(7) 0.096(4) Uani 1 1 d . . .
H21 H 0.1881 1.0364 0.7183 0.116 Uiso 1 1 calc R . .
C34 C -0.4055(15) 0.9826(15) 0.8902(9) 0.166(8) Uani 1 1 d . . .
H34A H -0.4886 1.0560 0.8650 0.249 Uiso 1 1 calc R . .
H34B H -0.4028 0.9850 0.9443 0.249 Uiso 1 1 calc R . .
H34C H -0.4366 0.9093 0.8867 0.249 Uiso 1 1 calc R . .
O5 O 0.5543(8) 0.6553(7) 0.8702(4) 0.078(2) Uani 1 1 d . . .
C26 C 0.5802(12) 0.6331(10) 0.9485(7) 0.064(3) 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
Ni1 O1 2.040(7) 2_766 ?
Ni1 O1 2.040(7) . ?
Ni1 N1 2.081(8) . ?
Ni1 N1 2.081(8) 2_766 ?
Ni1 S1 2.474(2) 2_766 ?
Ni1 S1 2.474(2) . ?
Ni2 O4 2.031(7) 2_577 ?
Ni2 O4 2.031(7) . ?
Ni2 N2 2.149(8) . ?
Ni2 N2 2.149(8) 2_577 ?
Ni2 S2 2.434(3) 2_577 ?
Ni2 S2 2.434(3) . ?
S1 C6 1.809(10) . ?
S1 C16 1.814(10) . ?
S2 C33 1.784(11) . ?
S2 C23 1.842(10) . ?
O1 C15 1.289(10) . ?
O2 C9 1.338(12) . ?
O2 C8 1.415(12) . ?
O3 C8 1.185(11) . ?
O4 C32 1.278(11) . ?
O6 C25 1.217(13) . ?
N2 C22 1.232(13) . ?
N2 C18 1.317(13) . ?
N1 C1 1.320(11) . ?
N1 C5 1.324(10) . ?
C15 C7 1.394(12) . ?
C15 C14 1.485(13) . ?
C16 C17 1.528(12) . ?
C29 C28 1.346(14) . ?
C29 C30 1.392(13) . ?
C6 C5 1.492(12) . ?
C6 C7 1.494(12) . ?
C5 C4 1.351(13) . ?
C8 C7 1.422(13) . ?
C27 C28 1.359(14) . ?
C27 C26 1.419(13) . ?
C30 C31 1.344(13) . ?
C14 C13 1.361(13) . ?
C14 C9 1.374(13) . ?
C31 C26 1.388(13) . ?
C31 C32 1.489(13) . ?
C11 C12 1.352(14) . ?
C11 C10 1.367(14) . ?
C1 C2 1.407(13) . ?
C2 C3 1.343(12) . ?
C4 C3 1.417(13) . ?
C24 C32 1.362(13) . ?
C24 C25 1.420(14) . ?
C24 C23 1.529(12) . ?
C10 C9 1.441(14) . ?
C20 C19 1.342(16) . ?
C20 C21 1.404(17) . ?
C12 C13 1.368(14) . ?
C23 C22 1.473(15) . ?
C19 C18 1.379(15) . ?
C22 C21 1.434(14) . ?
C33 C34 1.469(14) . ?
C25 O5 1.406(11) . ?
O5 C26 1.371(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ni1 O1 179.999(1) 2_766 . ?
O1 Ni1 N1 90.0(3) 2_766 . ?
O1 Ni1 N1 90.0(3) . . ?
O1 Ni1 N1 90.0(3) 2_766 2_766 ?
O1 Ni1 N1 90.0(3) . 2_766 ?
N1 Ni1 N1 180.0(4) . 2_766 ?
O1 Ni1 S1 88.92(18) 2_766 2_766 ?
O1 Ni1 S1 91.08(18) . 2_766 ?
N1 Ni1 S1 98.4(2) . 2_766 ?
N1 Ni1 S1 81.6(2) 2_766 2_766 ?
O1 Ni1 S1 91.07(18) 2_766 . ?
O1 Ni1 S1 88.93(18) . . ?
N1 Ni1 S1 81.6(2) . . ?
N1 Ni1 S1 98.4(2) 2_766 . ?
S1 Ni1 S1 179.998(1) 2_766 . ?
O4 Ni2 O4 180.0(4) 2_577 . ?
O4 Ni2 N2 88.8(3) 2_577 . ?
O4 Ni2 N2 91.2(3) . . ?
O4 Ni2 N2 91.2(3) 2_577 2_577 ?
O4 Ni2 N2 88.8(3) . 2_577 ?
N2 Ni2 N2 179.999(2) . 2_577 ?
O4 Ni2 S2 83.0(2) 2_577 2_577 ?
O4 Ni2 S2 97.0(2) . 2_577 ?
N2 Ni2 S2 98.1(2) . 2_577 ?
N2 Ni2 S2 81.9(2) 2_577 2_577 ?
O4 Ni2 S2 97.0(2) 2_577 . ?
O4 Ni2 S2 83.0(2) . . ?
N2 Ni2 S2 81.9(2) . . ?
N2 Ni2 S2 98.1(2) 2_577 . ?
S2 Ni2 S2 179.999(2) 2_577 . ?
C6 S1 C16 102.6(5) . . ?
C6 S1 Ni1 87.6(3) . . ?
C16 S1 Ni1 106.9(3) . . ?
C33 S2 C23 98.8(6) . . ?
C33 S2 Ni2 111.1(5) . . ?
C23 S2 Ni2 89.4(4) . . ?
C15 O1 Ni1 128.7(6) . . ?
C9 O2 C8 119.8(8) . . ?
C32 O4 Ni2 130.4(7) . . ?
C22 N2 C18 122.4(11) . . ?
C22 N2 Ni2 116.0(8) . . ?
C18 N2 Ni2 117.1(8) . . ?
C1 N1 C5 122.1(10) . . ?
C1 N1 Ni1 122.0(7) . . ?
C5 N1 Ni1 115.9(7) . . ?
O1 C15 C7 126.0(9) . . ?
O1 C15 C14 117.2(9) . . ?
C7 C15 C14 116.8(9) . . ?
C17 C16 S1 112.9(8) . . ?
C28 C29 C30 119.7(12) . . ?
C5 C6 C7 114.9(8) . . ?
C5 C6 S1 111.9(7) . . ?
C7 C6 S1 108.9(7) . . ?
N1 C5 C4 119.2(10) . . ?
N1 C5 C6 118.7(9) . . ?
C4 C5 C6 122.1(9) . . ?
O3 C8 O2 114.2(10) . . ?
O3 C8 C7 128.0(11) . . ?
O2 C8 C7 117.6(9) . . ?
C15 C7 C8 122.8(10) . . ?
C15 C7 C6 121.6(9) . . ?
C8 C7 C6 115.5(9) . . ?
C28 C27 C26 118.4(11) . . ?
C31 C30 C29 121.7(11) . . ?
C13 C14 C9 120.5(10) . . ?
C13 C14 C15 122.3(10) . . ?
C9 C14 C15 117.1(10) . . ?
C30 C31 C26 118.5(10) . . ?
C30 C31 C32 124.7(10) . . ?
C26 C31 C32 116.8(10) . . ?
C12 C11 C10 123.2(12) . . ?
N1 C1 C2 119.8(9) . . ?
C3 C2 C1 120.8(10) . . ?
C29 C28 C27 121.4(11) . . ?
C5 C4 C3 122.2(10) . . ?
C32 C24 C25 122.4(10) . . ?
C32 C24 C23 123.2(9) . . ?
C25 C24 C23 114.2(10) . . ?
C11 C10 C9 116.8(11) . . ?
C2 C3 C4 116.0(11) . . ?
C19 C20 C21 117.8(13) . . ?
C11 C12 C13 119.2(12) . . ?
O4 C32 C24 126.0(10) . . ?
O4 C32 C31 115.6(10) . . ?
C24 C32 C31 118.3(9) . . ?
C22 C23 C24 110.8(9) . . ?
C22 C23 S2 109.4(8) . . ?
C24 C23 S2 109.9(7) . . ?
C20 C19 C18 120.2(13) . . ?
O2 C9 C14 125.3(10) . . ?
O2 C9 C10 115.5(11) . . ?
C14 C9 C10 119.2(11) . . ?
N2 C22 C21 121.4(13) . . ?
N2 C22 C23 120.9(10) . . ?
C21 C22 C23 117.7(12) . . ?
C34 C33 S2 109.1(10) . . ?
O6 C25 O5 113.7(10) . . ?
O6 C25 C24 127.4(10) . . ?
O5 C25 C24 118.7(11) . . ?
C14 C13 C12 120.9(11) . . ?
N2 C18 C19 119.7(12) . . ?
C20 C21 C22 116.9(13) . . ?
C26 O5 C25 119.4(9) . . ?
O5 C26 C31 123.7(10) . . ?
O5 C26 C27 115.9(10) . . ?
C31 C26 C27 120.3(11) . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.25
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.698
_refine_diff_density_min         -0.518
_refine_diff_density_rms         0.092
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: DCM/Methanol'
####################################################################### 
# 
# 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_ajaz2
_database_code_depnum_ccdc_archive 'CCDC 1038805'
_audit_update_record             
;
2014-12-11 deposited with the CCDC.
2015-06-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        'AD_DD_21_Co Complex'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H28 Co N2 O6 S2, 2(C H2 Cl2)'
_chemical_formula_sum            'C36 H32 Cl4 Co N2 O6 S2'
_chemical_formula_weight         853.49

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'
Cl Cl 0.1484 0.1585 '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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.3365(6)
_cell_length_b                   11.1277(8)
_cell_length_c                   11.2945(8)
_cell_angle_alpha                82.838(5)
_cell_angle_beta                 69.409(4)
_cell_angle_gamma                73.262(4)
_cell_volume                     938.94(12)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.509
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             437
_exptl_absorpt_coefficient_mu    0.900
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.744
_exptl_absorpt_correction_T_max  0.806
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13358
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_av_sigmaI/netI    0.0228
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.91
_diffrn_reflns_theta_max         25.25
_reflns_number_total             3333
_reflns_number_gt                2655
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.6000P] 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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3333
_refine_ls_number_parameters     233
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0615
_refine_ls_R_factor_gt           0.0491
_refine_ls_wR_factor_ref         0.1553
_refine_ls_wR_factor_gt          0.1421
_refine_ls_goodness_of_fit_ref   0.987
_refine_ls_restrained_S_all      0.987
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.0000 1.0000 0.5000 0.0445(2) Uani 1 2 d S . .
S1 S -0.02367(10) 0.85607(8) 0.35510(7) 0.0499(3) Uani 1 1 d . . .
O1 O 0.2216(3) 1.0142(2) 0.3540(2) 0.0543(6) Uani 1 1 d . . .
O2 O 0.6262(3) 0.7673(2) 0.1023(2) 0.0614(6) Uani 1 1 d . . .
O3 O 0.4994(4) 0.6134(3) 0.1743(3) 0.0714(7) Uani 1 1 d . . .
N1 N 0.1390(4) 0.8249(3) 0.5630(2) 0.0501(6) Uani 1 1 d . . .
C1 C 0.3414(4) 0.9336(3) 0.2755(3) 0.0459(7) Uani 1 1 d . . .
C2 C 0.4912(4) 0.9763(3) 0.1838(3) 0.0489(8) Uani 1 1 d . . .
C3 C 0.5001(5) 1.0998(4) 0.1747(3) 0.0586(9) Uani 1 1 d . . .
H3 H 0.4108 1.1585 0.2299 0.070 Uiso 1 1 calc R . .
C4 C 0.6407(5) 1.1364(4) 0.0841(4) 0.0698(11) Uani 1 1 d . . .
H4 H 0.6446 1.2197 0.0780 0.084 Uiso 1 1 calc R . .
C5 C 0.7749(5) 1.0499(5) 0.0030(3) 0.0703(11) Uani 1 1 d . . .
H5 H 0.8696 1.0749 -0.0573 0.084 Uiso 1 1 calc R . .
C6 C 0.7696(5) 0.9276(4) 0.0105(3) 0.0674(11) Uani 1 1 d . . .
H6 H 0.8608 0.8693 -0.0440 0.081 Uiso 1 1 calc R . .
C7 C 0.6268(4) 0.8905(4) 0.1005(3) 0.0527(8) Uani 1 1 d . . .
C8 C 0.4849(4) 0.7236(4) 0.1831(3) 0.0530(8) Uani 1 1 d . . .
C9 C 0.3410(4) 0.8095(3) 0.2688(3) 0.0472(7) Uani 1 1 d . . .
C15 C 0.1499(5) 0.8030(4) 0.6801(3) 0.0633(9) Uani 1 1 d . . .
H15 H 0.1059 0.8698 0.7346 0.076 Uiso 1 1 calc R . .
C14 C 0.2231(6) 0.6867(5) 0.7226(4) 0.0760(12) Uani 1 1 d . . .
H14 H 0.2311 0.6757 0.8035 0.091 Uiso 1 1 calc R . .
C13 C 0.2839(6) 0.5874(4) 0.6450(4) 0.0749(12) Uani 1 1 d . . .
H13 H 0.3313 0.5073 0.6730 0.090 Uiso 1 1 calc R . .
C12 C 0.2745(5) 0.6073(4) 0.5237(4) 0.0645(10) Uani 1 1 d . . .
H12 H 0.3167 0.5410 0.4687 0.077 Uiso 1 1 calc R . .
C11 C 0.2010(4) 0.7276(3) 0.4859(3) 0.0487(7) Uani 1 1 d . . .
C16 C -0.1675(5) 0.7582(4) 0.4506(4) 0.0702(10) Uani 1 1 d . . .
H16B H -0.1251 0.6754 0.4150 0.084 Uiso 1 1 calc R . .
H16A H -0.1622 0.7489 0.5358 0.084 Uiso 1 1 calc R . .
C17 C -0.3506(7) 0.8127(6) 0.4555(6) 0.1113(19) Uani 1 1 d . . .
H17A H -0.3927 0.8949 0.4904 0.167 Uiso 1 1 calc R . .
H17B H -0.4233 0.7603 0.5078 0.167 Uiso 1 1 calc R . .
H17C H -0.3568 0.8190 0.3716 0.167 Uiso 1 1 calc R . .
C10 C 0.1927(4) 0.7543(3) 0.3529(3) 0.0477(7) Uani 1 1 d . . .
H10 H 0.2076 0.6741 0.3175 0.057 Uiso 1 1 calc R . .
Cl1 Cl 0.1887(3) 0.42158(14) 0.25400(18) 0.1265(6) Uani 1 1 d . . .
Cl2 Cl 0.0519(3) 0.62043(16) 0.09706(15) 0.1292(6) Uani 1 1 d . . .
C18 C 0.2278(8) 0.4920(6) 0.1021(5) 0.1060(17) Uani 1 1 d . . .
H18A H 0.3359 0.5191 0.0779 0.127 Uiso 1 1 calc R . .
H18B H 0.2444 0.4309 0.0418 0.127 Uiso 1 1 calc R . .


_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 O1 2.029(2) 2_576 ?
Co1 O1 2.029(2) . ?
Co1 N1 2.140(3) 2_576 ?
Co1 N1 2.140(3) . ?
Co1 S1 2.5190(8) . ?
Co1 S1 2.5191(8) 2_576 ?
S1 C16 1.827(4) . ?
S1 C10 1.827(3) . ?
O1 C1 1.284(4) . ?
O2 C7 1.369(4) . ?
O2 C8 1.385(4) . ?
O3 C8 1.209(4) . ?
N1 C11 1.340(4) . ?
N1 C15 1.345(4) . ?
C1 C9 1.393(5) . ?
C1 C2 1.472(4) . ?
C2 C3 1.387(5) . ?
C2 C7 1.389(5) . ?
C3 C4 1.384(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.377(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.365(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.396(5) . ?
C6 H6 0.9300 . ?
C8 C9 1.430(4) . ?
C9 C10 1.508(4) . ?
C15 C14 1.369(6) . ?
C15 H15 0.9300 . ?
C14 C13 1.360(6) . ?
C14 H14 0.9300 . ?
C13 C12 1.387(6) . ?
C13 H13 0.9300 . ?
C12 C11 1.385(5) . ?
C12 H12 0.9300 . ?
C11 C10 1.516(4) . ?
C16 C17 1.455(6) . ?
C16 H16B 0.9700 . ?
C16 H16A 0.9700 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C10 H10 0.9800 . ?
Cl1 C18 1.755(6) . ?
Cl2 C18 1.740(6) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Co1 O1 180.000(2) 2_576 . ?
O1 Co1 N1 91.58(10) 2_576 2_576 ?
O1 Co1 N1 88.42(10) . 2_576 ?
O1 Co1 N1 88.42(10) 2_576 . ?
O1 Co1 N1 91.58(10) . . ?
N1 Co1 N1 180.0 2_576 . ?
O1 Co1 S1 96.36(7) 2_576 . ?
O1 Co1 S1 83.64(7) . . ?
N1 Co1 S1 99.00(8) 2_576 . ?
N1 Co1 S1 81.00(8) . . ?
O1 Co1 S1 83.64(7) 2_576 2_576 ?
O1 Co1 S1 96.36(7) . 2_576 ?
N1 Co1 S1 81.00(8) 2_576 2_576 ?
N1 Co1 S1 99.00(8) . 2_576 ?
S1 Co1 S1 180.00(4) . 2_576 ?
C16 S1 C10 100.09(17) . . ?
C16 S1 Co1 108.38(15) . . ?
C10 S1 Co1 89.14(11) . . ?
C1 O1 Co1 132.0(2) . . ?
C7 O2 C8 121.5(3) . . ?
C11 N1 C15 117.9(3) . . ?
C11 N1 Co1 117.6(2) . . ?
C15 N1 Co1 124.0(2) . . ?
O1 C1 C9 125.6(3) . . ?
O1 C1 C2 117.2(3) . . ?
C9 C1 C2 117.2(3) . . ?
C3 C2 C7 118.5(3) . . ?
C3 C2 C1 122.6(3) . . ?
C7 C2 C1 118.8(3) . . ?
C4 C3 C2 120.5(4) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C5 C4 C3 120.2(4) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C6 C5 C4 120.3(3) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C5 C6 C7 119.7(4) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?
O2 C7 C2 122.0(3) . . ?
O2 C7 C6 117.4(3) . . ?
C2 C7 C6 120.7(4) . . ?
O3 C8 O2 115.0(3) . . ?
O3 C8 C9 126.7(3) . . ?
O2 C8 C9 118.3(3) . . ?
C1 C9 C8 122.1(3) . . ?
C1 C9 C10 123.1(3) . . ?
C8 C9 C10 114.8(3) . . ?
N1 C15 C14 122.9(4) . . ?
N1 C15 H15 118.5 . . ?
C14 C15 H15 118.5 . . ?
C13 C14 C15 119.2(4) . . ?
C13 C14 H14 120.4 . . ?
C15 C14 H14 120.4 . . ?
C14 C13 C12 119.1(4) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C11 C12 C13 118.8(4) . . ?
C11 C12 H12 120.6 . . ?
C13 C12 H12 120.6 . . ?
N1 C11 C12 122.0(3) . . ?
N1 C11 C10 117.4(3) . . ?
C12 C11 C10 120.6(3) . . ?
C17 C16 S1 111.4(3) . . ?
C17 C16 H16B 109.3 . . ?
S1 C16 H16B 109.3 . . ?
C17 C16 H16A 109.3 . . ?
S1 C16 H16A 109.3 . . ?
H16B C16 H16A 108.0 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C9 C10 C11 111.5(3) . . ?
C9 C10 S1 111.1(2) . . ?
C11 C10 S1 110.9(2) . . ?
C9 C10 H10 107.7 . . ?
C11 C10 H10 107.7 . . ?
S1 C10 H10 107.7 . . ?
Cl2 C18 Cl1 111.3(3) . . ?
Cl2 C18 H18A 109.4 . . ?
Cl1 C18 H18A 109.4 . . ?
Cl2 C18 H18B 109.4 . . ?
Cl1 C18 H18B 109.4 . . ?
H18A C18 H18B 108.0 . . ?

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
O1 Co1 S1 C16 -19.80(16) 2_576 . . . ?
O1 Co1 S1 C16 160.20(16) . . . . ?
N1 Co1 S1 C16 -112.42(16) 2_576 . . . ?
N1 Co1 S1 C16 67.58(16) . . . . ?
S1 Co1 S1 C16 -54(83) 2_576 . . . ?
O1 Co1 S1 C10 -120.15(12) 2_576 . . . ?
O1 Co1 S1 C10 59.85(12) . . . . ?
N1 Co1 S1 C10 147.23(12) 2_576 . . . ?
N1 Co1 S1 C10 -32.77(12) . . . . ?
S1 Co1 S1 C10 -155(82) 2_576 . . . ?
O1 Co1 O1 C1 -154(55) 2_576 . . . ?
N1 Co1 O1 C1 -136.9(3) 2_576 . . . ?
N1 Co1 O1 C1 43.1(3) . . . . ?
S1 Co1 O1 C1 -37.6(3) . . . . ?
S1 Co1 O1 C1 142.4(3) 2_576 . . . ?
O1 Co1 N1 C11 115.6(2) 2_576 . . . ?
O1 Co1 N1 C11 -64.4(2) . . . . ?
N1 Co1 N1 C11 132(100) 2_576 . . . ?
S1 Co1 N1 C11 18.9(2) . . . . ?
S1 Co1 N1 C11 -161.1(2) 2_576 . . . ?
O1 Co1 N1 C15 -56.4(3) 2_576 . . . ?
O1 Co1 N1 C15 123.6(3) . . . . ?
N1 Co1 N1 C15 -40(100) 2_576 . . . ?
S1 Co1 N1 C15 -153.1(3) . . . . ?
S1 Co1 N1 C15 26.9(3) 2_576 . . . ?
Co1 O1 C1 C9 3.5(5) . . . . ?
Co1 O1 C1 C2 -177.0(2) . . . . ?
O1 C1 C2 C3 -4.4(5) . . . . ?
C9 C1 C2 C3 175.1(3) . . . . ?
O1 C1 C2 C7 177.6(3) . . . . ?
C9 C1 C2 C7 -2.9(4) . . . . ?
C7 C2 C3 C4 0.2(5) . . . . ?
C1 C2 C3 C4 -177.7(3) . . . . ?
C2 C3 C4 C5 -0.9(6) . . . . ?
C3 C4 C5 C6 0.5(6) . . . . ?
C4 C5 C6 C7 0.4(6) . . . . ?
C8 O2 C7 C2 3.7(5) . . . . ?
C8 O2 C7 C6 -176.1(3) . . . . ?
C3 C2 C7 O2 -179.0(3) . . . . ?
C1 C2 C7 O2 -1.0(5) . . . . ?
C3 C2 C7 C6 0.7(5) . . . . ?
C1 C2 C7 C6 178.8(3) . . . . ?
C5 C6 C7 O2 178.7(3) . . . . ?
C5 C6 C7 C2 -1.1(5) . . . . ?
C7 O2 C8 O3 179.0(3) . . . . ?
C7 O2 C8 C9 -2.3(5) . . . . ?
O1 C1 C9 C8 -176.3(3) . . . . ?
C2 C1 C9 C8 4.2(4) . . . . ?
O1 C1 C9 C10 2.0(5) . . . . ?
C2 C1 C9 C10 -177.5(3) . . . . ?
O3 C8 C9 C1 176.8(3) . . . . ?
O2 C8 C9 C1 -1.8(5) . . . . ?
O3 C8 C9 C10 -1.6(5) . . . . ?
O2 C8 C9 C10 179.8(3) . . . . ?
C11 N1 C15 C14 0.8(5) . . . . ?
Co1 N1 C15 C14 172.8(3) . . . . ?
N1 C15 C14 C13 -1.7(6) . . . . ?
C15 C14 C13 C12 1.7(6) . . . . ?
C14 C13 C12 C11 -0.9(6) . . . . ?
C15 N1 C11 C12 0.1(5) . . . . ?
Co1 N1 C11 C12 -172.5(3) . . . . ?
C15 N1 C11 C10 -178.3(3) . . . . ?
Co1 N1 C11 C10 9.2(4) . . . . ?
C13 C12 C11 N1 0.0(5) . . . . ?
C13 C12 C11 C10 178.3(3) . . . . ?
C10 S1 C16 C17 -173.5(4) . . . . ?
Co1 S1 C16 C17 94.0(4) . . . . ?
C1 C9 C10 C11 -75.5(4) . . . . ?
C8 C9 C10 C11 102.9(3) . . . . ?
C1 C9 C10 S1 48.8(4) . . . . ?
C8 C9 C10 S1 -132.9(3) . . . . ?
N1 C11 C10 C9 78.8(3) . . . . ?
C12 C11 C10 C9 -99.6(4) . . . . ?
N1 C11 C10 S1 -45.6(3) . . . . ?
C12 C11 C10 S1 136.1(3) . . . . ?
C16 S1 C10 C9 175.2(2) . . . . ?
Co1 S1 C10 C9 -76.3(2) . . . . ?
C16 S1 C10 C11 -60.2(3) . . . . ?
Co1 S1 C10 C11 48.3(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        25.25
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.694
_refine_diff_density_min         -0.663
_refine_diff_density_rms         0.074
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: DCM/Methanol'
