# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_[Co(dps)2Br2]
_database_code_depnum_ccdc_archive 'CCDC 1879182'
loop_
_audit_author_name
_audit_author_address
'Le Shi'
;Nanjing University
China
;
_audit_update_record             
;
2019-04-07 deposited with the CCDC.	2019-04-15 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            'C20 H16 Br2 Co N4 S2'
_chemical_formula_weight         595.24

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'

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

_cell_length_a                   17.7131(9)
_cell_length_b                   7.5346(4)
_cell_length_c                   16.1950(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2161.40(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9255
_cell_measurement_theta_min      2.94
_cell_measurement_theta_max      27.42

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.829
_exptl_crystal_F_000             1172
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    4.699
_shelx_estimated_absorpt_T_min   0.386
_shelx_estimated_absorpt_T_max   0.439
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4350
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'Higashi, T. (1995)'
_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  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17113
_diffrn_reflns_av_unetI/netI     0.0275
_diffrn_reflns_av_R_equivalents  0.0513
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.938
_diffrn_reflns_theta_max         27.425
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             2458
_reflns_number_gt                2195
_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)+(0.0248P)²+2.8020P] 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         2458
_refine_ls_number_parameters     132
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0301
_refine_ls_R_factor_gt           0.0257
_refine_ls_wR_factor_ref         0.0669
_refine_ls_wR_factor_gt          0.0643
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_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
Br1 Br 0.34873(2) 0.99980(3) 0.68571(2) 0.02328(9) Uani 1 1 d . . . . .
Co1 Co 0.2500 0.7500 0.68276(2) 0.01553(10) Uani 1 2 d S T P . .
S1 S 0.46216(3) 0.30929(9) 0.40221(4) 0.03149(16) Uani 1 1 d . . . . .
N1 N 0.31398(10) 0.6090(2) 0.58599(11) 0.0191(4) Uani 1 1 d . . . . .
N2 N 0.31869(10) -0.1089(2) 0.27337(11) 0.0178(4) Uani 1 1 d . . . . .
C9 C 0.39359(12) -0.0909(3) 0.26120(13) 0.0204(4) Uani 1 1 d . . . . .
H9 H 0.4165 -0.1649 0.2227 0.024 Uiso 1 1 calc R U . . .
C5 C 0.32786(13) 0.4354(3) 0.59479(13) 0.0219(4) Uani 1 1 d . . . . .
H5 H 0.3064 0.3764 0.6394 0.026 Uiso 1 1 calc R U . . .
C10 C 0.43829(13) 0.0299(3) 0.30213(14) 0.0226(5) Uani 1 1 d . . . . .
H10 H 0.4897 0.0371 0.2911 0.027 Uiso 1 1 calc R U . . .
C3 C 0.40176(12) 0.4232(3) 0.47182(13) 0.0214(4) Uani 1 1 d . . . . .
C8 C 0.28862(13) -0.0079(3) 0.33300(14) 0.0219(5) Uani 1 1 d . . . . .
H8 H 0.2375 -0.0210 0.3445 0.026 Uiso 1 1 calc R U . . .
C1 C 0.34410(12) 0.6901(3) 0.52013(13) 0.0221(4) Uani 1 1 d . . . . .
H1 H 0.3359 0.8112 0.5137 0.027 Uiso 1 1 calc R U . . .
C6 C 0.40500(12) 0.1414(3) 0.36043(12) 0.0192(4) Uani 1 1 d . . . . .
C7 C 0.32908(13) 0.1141(3) 0.37817(13) 0.0230(5) Uani 1 1 d . . . . .
H7 H 0.3058 0.1779 0.4203 0.028 Uiso 1 1 calc R U . . .
C4 C 0.37257(13) 0.3393(3) 0.54071(14) 0.0241(5) Uani 1 1 d . . . . .
H4 H 0.3828 0.2201 0.5506 0.029 Uiso 1 1 calc R U . . .
C2 C 0.38690(13) 0.6027(3) 0.46102(13) 0.0238(5) Uani 1 1 d . . . . .
H2 H 0.4052 0.6630 0.4151 0.029 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
Br1 Co1 2.5696(2) . ?
Co1 N2 2.1826(18) 8_566 ?
Co1 N2 2.1826(18) 7_666 ?
Co1 N1 2.2066(18) 2_565 ?
Co1 N1 2.2066(18) . ?
Co1 Br1 2.5696(2) 2_565 ?
S1 C6 1.756(2) . ?
S1 C3 1.775(2) . ?
N1 C5 1.338(3) . ?
N1 C1 1.340(3) . ?
N2 C8 1.340(3) . ?
N2 C9 1.348(3) . ?
N2 Co1 2.1826(18) 7_645 ?
C9 C10 1.377(3) . ?
C9 H9 0.9300 . ?
C5 C4 1.385(3) . ?
C5 H5 0.9300 . ?
C10 C6 1.394(3) . ?
C10 H10 0.9300 . ?
C3 C4 1.383(3) . ?
C3 C2 1.389(3) . ?
C8 C7 1.376(3) . ?
C8 H8 0.9300 . ?
C1 C2 1.387(3) . ?
C1 H1 0.9300 . ?
C6 C7 1.390(3) . ?
C7 H7 0.9300 . ?
C4 H4 0.9300 . ?
C2 H2 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
N2 Co1 N2 95.51(9) 8_566 7_666 ?
N2 Co1 N1 176.67(7) 8_566 2_565 ?
N2 Co1 N1 87.51(7) 7_666 2_565 ?
N2 Co1 N1 87.51(7) 8_566 . ?
N2 Co1 N1 176.67(7) 7_666 . ?
N1 Co1 N1 89.50(9) 2_565 . ?
N2 Co1 Br1 87.99(5) 8_566 . ?
N2 Co1 Br1 90.58(5) 7_666 . ?
N1 Co1 Br1 90.58(5) 2_565 . ?
N1 Co1 Br1 90.94(5) . . ?
N2 Co1 Br1 90.58(5) 8_566 2_565 ?
N2 Co1 Br1 87.99(5) 7_666 2_565 ?
N1 Co1 Br1 90.94(5) 2_565 2_565 ?
N1 Co1 Br1 90.58(5) . 2_565 ?
Br1 Co1 Br1 177.870(19) . 2_565 ?
C6 S1 C3 104.20(10) . . ?
C5 N1 C1 117.21(19) . . ?
C5 N1 Co1 119.29(14) . . ?
C1 N1 Co1 123.38(15) . . ?
C8 N2 C9 116.08(18) . . ?
C8 N2 Co1 122.66(15) . 7_645 ?
C9 N2 Co1 119.94(14) . 7_645 ?
N2 C9 C10 124.2(2) . . ?
N2 C9 H9 117.9 . . ?
C10 C9 H9 117.9 . . ?
N1 C5 C4 123.3(2) . . ?
N1 C5 H5 118.4 . . ?
C4 C5 H5 118.4 . . ?
C9 C10 C6 118.8(2) . . ?
C9 C10 H10 120.6 . . ?
C6 C10 H10 120.6 . . ?
C4 C3 C2 118.4(2) . . ?
C4 C3 S1 121.11(18) . . ?
C2 C3 S1 120.32(17) . . ?
N2 C8 C7 123.7(2) . . ?
N2 C8 H8 118.1 . . ?
C7 C8 H8 118.1 . . ?
N1 C1 C2 123.4(2) . . ?
N1 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
C7 C6 C10 117.4(2) . . ?
C7 C6 S1 125.76(17) . . ?
C10 C6 S1 116.80(17) . . ?
C8 C7 C6 119.5(2) . . ?
C8 C7 H7 120.2 . . ?
C6 C7 H7 120.2 . . ?
C3 C4 C5 119.0(2) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
C1 C2 C3 118.6(2) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 H2 120.7 . . ?

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
C8 N2 C9 C10 -4.1(3) . . . . ?
Co1 N2 C9 C10 163.13(19) 7_645 . . . ?
C1 N1 C5 C4 1.5(3) . . . . ?
Co1 N1 C5 C4 -174.65(18) . . . . ?
N2 C9 C10 C6 0.4(4) . . . . ?
C6 S1 C3 C4 64.2(2) . . . . ?
C6 S1 C3 C2 -120.11(18) . . . . ?
C9 N2 C8 C7 2.7(3) . . . . ?
Co1 N2 C8 C7 -164.11(19) 7_645 . . . ?
C5 N1 C1 C2 1.3(3) . . . . ?
Co1 N1 C1 C2 177.32(16) . . . . ?
C9 C10 C6 C7 4.7(3) . . . . ?
C9 C10 C6 S1 -173.03(18) . . . . ?
C3 S1 C6 C7 1.9(2) . . . . ?
C3 S1 C6 C10 179.49(18) . . . . ?
N2 C8 C7 C6 2.3(4) . . . . ?
C10 C6 C7 C8 -6.0(3) . . . . ?
S1 C6 C7 C8 171.55(19) . . . . ?
C2 C3 C4 C5 2.0(3) . . . . ?
S1 C3 C4 C5 177.74(17) . . . . ?
N1 C5 C4 C3 -3.2(4) . . . . ?
N1 C1 C2 C3 -2.4(3) . . . . ?
C4 C3 C2 C1 0.6(3) . . . . ?
S1 C3 C2 C1 -175.17(17) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C9 H9 Br1 0.93 2.86 3.408(2) 119.1 8_565
C9 H9 S1 0.93 2.96 3.755(2) 144.6 4_645
C5 H5 Br1 0.93 3.03 3.616(2) 122.6 1_545
C5 H5 Br1 0.93 3.00 3.491(2) 114.8 2_565
C10 H10 Br1 0.93 2.90 3.784(2) 159.4 5_666
C4 H4 Br1 0.93 2.81 3.498(2) 131.5 1_545

_refine_diff_density_max         0.487
_refine_diff_density_min         -0.518
_refine_diff_density_rms         0.087

####################################################################### 
# 
# 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_[Co(dps)2(H2O)2]
_database_code_depnum_ccdc_archive 'CCDC 1879183'
loop_
_audit_author_name
_audit_author_address
'Le Shi'
;Nanjing University
China
;
_audit_update_record             
;
2019-04-07 deposited with the CCDC.	2019-04-15 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            'C20 H28 Co I2 N4 O6 S2'
_chemical_formula_weight         797.31

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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

_cell_length_a                   12.8028(5)
_cell_length_b                   18.2985(7)
_cell_length_c                   25.4610(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5964.8(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9996
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      27.48

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            PINK
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.776
_exptl_crystal_F_000             3112
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    2.824
_shelx_estimated_absorpt_T_min   0.505
_shelx_estimated_absorpt_T_max   0.575
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4350
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'Higashi, T. (1995)'
_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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            48624
_diffrn_reflns_av_unetI/netI     0.0218
_diffrn_reflns_av_R_equivalents  0.0350
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         2.226
_diffrn_reflns_theta_max         27.532
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6849
_reflns_number_gt                5290
_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)+(0.0220P)²+9.2504P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6849
_refine_ls_number_parameters     364
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0457
_refine_ls_R_factor_gt           0.0295
_refine_ls_wR_factor_ref         0.0637
_refine_ls_wR_factor_gt          0.0581
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.003
_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
I1 I -0.00197(2) 0.41314(2) 0.61605(2) 0.03067(6) Uani 1 1 d . . . . .
I2 I -0.00312(2) 0.13433(2) 0.63364(2) 0.03082(6) Uani 1 1 d . . . . .
Co1 Co 0.49658(3) 0.28767(2) 0.62596(2) 0.01321(7) Uani 1 1 d . . . . .
S1 S 0.21020(6) 0.51534(4) 0.48098(3) 0.02129(14) Uani 1 1 d . . . . .
S2 S 0.80497(9) 0.50916(6) 0.76543(3) 0.0551(3) Uani 1 1 d . . . . .
O2 O 0.37584(16) 0.29363(12) 0.68117(9) 0.0209(4) Uani 1 1 d . . . . .
O1 O 0.61512(16) 0.28087(11) 0.56923(8) 0.0201(4) Uani 1 1 d . . . . .
N4 N 0.07981(16) 0.69989(12) 0.58163(9) 0.0161(5) Uani 1 1 d . . . . .
N2 N 0.93539(17) 0.70176(12) 0.67410(9) 0.0168(5) Uani 1 1 d . . . . .
N3 N 0.41581(17) 0.36703(12) 0.57999(9) 0.0177(5) Uani 1 1 d . . . . .
N1 N 0.58843(17) 0.36740(12) 0.66764(9) 0.0166(5) Uani 1 1 d . . . . .
O6 O 0.39561(19) 0.28397(17) 0.78793(9) 0.0354(6) Uani 1 1 d . . . . .
C19 C 0.02077(19) 0.64329(14) 0.56611(11) 0.0186(6) Uani 1 1 d . . . . .
H19 H -0.0493 0.6428 0.5757 0.022 Uiso 1 1 calc R U . . .
C16 C 0.1625(2) 0.58554(14) 0.52289(10) 0.0165(5) Uani 1 1 d . . . . .
C5 C 0.6464(2) 0.41833(15) 0.64369(11) 0.0209(6) Uani 1 1 d . . . . .
H5 H 0.6412 0.4226 0.6074 0.025 Uiso 1 1 calc R U . . .
C14 C 0.2915(2) 0.46333(14) 0.52238(10) 0.0168(5) Uani 1 1 d . . . . .
C8 C 0.9970(2) 0.64860(14) 0.69297(11) 0.0219(5) Uani 1 1 d . . . . .
H8 H 1.0687 0.6527 0.6881 0.026 Uiso 1 1 calc R U . . .
C20 C 0.0584(2) 0.58594(15) 0.53674(11) 0.0204(6) Uani 1 1 d . . . . .
H20 H 0.0144 0.5481 0.5264 0.024 Uiso 1 1 calc R U . . .
C15 C 0.3054(2) 0.47276(15) 0.57574(11) 0.0218(6) Uani 1 1 d . . . . .
H15 H 0.2731 0.5112 0.5933 0.026 Uiso 1 1 calc R U . . .
C17 C 0.2251(2) 0.64263(15) 0.53926(11) 0.0215(6) Uani 1 1 d . . . . .
H17 H 0.2958 0.6435 0.5308 0.026 Uiso 1 1 calc R U . . .
C1 C 0.5952(2) 0.36472(16) 0.72014(11) 0.0235(6) Uani 1 1 d . . . . .
H1 H 0.5551 0.3302 0.7378 0.028 Uiso 1 1 calc R U . . .
C9 C 0.8327(2) 0.69434(16) 0.68141(11) 0.0249(6) Uani 1 1 d . . . . .
H9 H 0.7887 0.7306 0.6685 0.030 Uiso 1 1 calc R U . . .
C11 C 0.3682(2) 0.42409(15) 0.60254(11) 0.0224(6) Uani 1 1 d . . . . .
H11 H 0.3780 0.4314 0.6384 0.027 Uiso 1 1 calc R U . . .
C3 C 0.7201(2) 0.46061(15) 0.72407(11) 0.0232(6) Uani 1 1 d . . . . .
C7 C 0.9593(3) 0.58804(16) 0.71930(12) 0.0269(6) Uani 1 1 d . . . . .
H7 H 1.0047 0.5524 0.7319 0.032 Uiso 1 1 calc R U . . .
C18 C 0.1811(2) 0.69826(15) 0.56836(11) 0.0201(6) Uani 1 1 d . . . . .
H18 H 0.2237 0.7365 0.5793 0.024 Uiso 1 1 calc R U . . .
C13 C 0.3437(2) 0.40597(16) 0.49821(11) 0.0255(6) Uani 1 1 d . . . . .
H13 H 0.3384 0.3993 0.4621 0.031 Uiso 1 1 calc R U . . .
C12 C 0.4031(2) 0.35936(15) 0.52781(11) 0.0244(6) Uani 1 1 d . . . . .
H12 H 0.4363 0.3206 0.5111 0.029 Uiso 1 1 calc R U . . .
C2 C 0.6580(2) 0.40991(16) 0.74947(11) 0.0257(6) Uani 1 1 d . . . . .
H2 H 0.6587 0.4064 0.7859 0.031 Uiso 1 1 calc R U . . .
C6 C 0.8529(3) 0.58177(16) 0.72650(11) 0.0298(7) Uani 1 1 d . . . . .
C4 C 0.7132(2) 0.46485(16) 0.66985(11) 0.0266(7) Uani 1 1 d . . . . .
H4 H 0.7532 0.4986 0.6514 0.032 Uiso 1 1 calc R U . . .
C10 C 0.7886(2) 0.63576(19) 0.70710(12) 0.0333(8) Uani 1 1 d . . . . .
H10 H 0.7166 0.6327 0.7113 0.040 Uiso 1 1 calc R U . . .
O4 O 0.57889(19) 0.23744(16) 0.46749(9) 0.0318(5) Uani 1 1 d . . . . .
O5 O 0.82211(18) 0.27123(18) 0.58058(11) 0.0388(6) Uani 1 1 d . . . . .
O3 O 0.32805(17) 0.77718(16) 0.66318(11) 0.0405(6) Uani 1 1 d D . . . .
H1W1 H 0.673(3) 0.2798(18) 0.5756(13) 0.026(10) Uiso 1 1 d . . . . .
H2W1 H 0.377(2) 0.2923(18) 0.7102(14) 0.023(10) Uiso 1 1 d . . . . .
H1W2 H 0.603(3) 0.269(2) 0.5375(15) 0.042(11) Uiso 1 1 d . . . . .
H2W2 H 0.305(3) 0.293(2) 0.6780(16) 0.067(14) Uiso 1 1 d . . . . .
H4W1 H 0.565(3) 0.196(2) 0.4569(16) 0.053(13) Uiso 1 1 d . . . . .
H4W2 H 0.561(3) 0.264(2) 0.4475(16) 0.041(13) Uiso 1 1 d . . . . .
H6W1 H 0.408(4) 0.325(3) 0.8074(19) 0.077(16) Uiso 1 1 d . . . . .
H6W2 H 0.416(3) 0.250(2) 0.8030(17) 0.052(14) Uiso 1 1 d . . . . .
H5W2 H 0.856(3) 0.305(2) 0.5864(16) 0.047(13) Uiso 1 1 d . . . . .
H5W1 H 0.855(3) 0.236(3) 0.5953(18) 0.067(15) Uiso 1 1 d . . . . .
H3W2 H 0.362(3) 0.7415(14) 0.659(2) 0.081(17) Uiso 1 1 d D . . . .
H3W1 H 0.365(3) 0.8079(16) 0.6514(17) 0.069(16) Uiso 1 1 d 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 O2 2.092(2) . ?
Co1 O1 2.099(2) . ?
Co1 N3 2.133(2) . ?
Co1 N1 2.153(2) . ?
Co1 N2 2.176(2) 7_755 ?
Co1 N4 2.193(2) 7_655 ?
S1 C14 1.761(3) . ?
S1 C16 1.778(3) . ?
S2 C3 1.755(3) . ?
S2 C6 1.768(3) . ?
N4 C18 1.340(3) . ?
N4 C19 1.342(3) . ?
N4 Co1 2.194(2) 7_665 ?
N2 C9 1.335(3) . ?
N2 C8 1.341(3) . ?
N2 Co1 2.175(2) 7_765 ?
N3 C11 1.338(3) . ?
N3 C12 1.346(4) . ?
N1 C5 1.338(3) . ?
N1 C1 1.340(3) . ?
C19 C20 1.376(4) . ?
C16 C20 1.378(4) . ?
C16 C17 1.382(4) . ?
C5 C4 1.379(4) . ?
C14 C15 1.381(4) . ?
C14 C13 1.388(4) . ?
C8 C7 1.382(4) . ?
C15 C11 1.380(4) . ?
C17 C18 1.379(4) . ?
C1 C2 1.374(4) . ?
C9 C10 1.377(4) . ?
C3 C2 1.382(4) . ?
C3 C4 1.385(4) . ?
C7 C6 1.379(4) . ?
C13 C12 1.369(4) . ?
C6 C10 1.378(4) . ?

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 178.63(9) . . ?
O2 Co1 N3 88.57(8) . . ?
O1 Co1 N3 90.76(9) . . ?
O2 Co1 N1 92.13(8) . . ?
O1 Co1 N1 89.11(8) . . ?
N3 Co1 N1 94.24(8) . . ?
O2 Co1 N2 87.42(8) . 7_755 ?
O1 Co1 N2 93.18(8) . 7_755 ?
N3 Co1 N2 174.53(8) . 7_755 ?
N1 Co1 N2 89.62(8) . 7_755 ?
O2 Co1 N4 93.12(8) . 7_655 ?
O1 Co1 N4 85.68(8) . 7_655 ?
N3 Co1 N4 90.00(8) . 7_655 ?
N1 Co1 N4 173.33(8) . 7_655 ?
N2 Co1 N4 86.52(8) 7_755 7_655 ?
C14 S1 C16 103.56(12) . . ?
C3 S2 C6 105.02(13) . . ?
C18 N4 C19 117.0(2) . . ?
C18 N4 Co1 125.27(18) . 7_665 ?
C19 N4 Co1 117.75(17) . 7_665 ?
C9 N2 C8 117.1(2) . . ?
C9 N2 Co1 123.12(19) . 7_765 ?
C8 N2 Co1 119.37(18) . 7_765 ?
C11 N3 C12 116.7(2) . . ?
C11 N3 Co1 121.11(18) . . ?
C12 N3 Co1 121.96(18) . . ?
C5 N1 C1 116.3(2) . . ?
C5 N1 Co1 123.37(18) . . ?
C1 N1 Co1 120.14(18) . . ?
N4 C19 C20 123.5(2) . . ?
C20 C16 C17 118.7(2) . . ?
C20 C16 S1 119.3(2) . . ?
C17 C16 S1 121.9(2) . . ?
N1 C5 C4 123.6(3) . . ?
C15 C14 C13 117.9(2) . . ?
C15 C14 S1 126.7(2) . . ?
C13 C14 S1 115.3(2) . . ?
N2 C8 C7 123.4(3) . . ?
C19 C20 C16 118.8(2) . . ?
C11 C15 C14 118.7(2) . . ?
C18 C17 C16 118.9(2) . . ?
N1 C1 C2 123.9(3) . . ?
N2 C9 C10 123.3(3) . . ?
N3 C11 C15 123.8(3) . . ?
C2 C3 C4 117.9(3) . . ?
C2 C3 S2 114.5(2) . . ?
C4 C3 S2 127.5(2) . . ?
C6 C7 C8 118.4(3) . . ?
N4 C18 C17 123.2(3) . . ?
C12 C13 C14 119.6(3) . . ?
N3 C12 C13 123.1(3) . . ?
C1 C2 C3 119.1(3) . . ?
C10 C6 C7 118.9(3) . . ?
C10 C6 S2 122.2(3) . . ?
C7 C6 S2 118.7(2) . . ?
C5 C4 C3 119.1(3) . . ?
C9 C10 C6 118.9(3) . . ?

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
C18 N4 C19 C20 -1.6(4) . . . . ?
Co1 N4 C19 C20 177.9(2) 7_665 . . . ?
C14 S1 C16 C20 -111.2(2) . . . . ?
C14 S1 C16 C17 73.2(2) . . . . ?
C1 N1 C5 C4 2.3(4) . . . . ?
Co1 N1 C5 C4 -173.4(2) . . . . ?
C16 S1 C14 C15 5.1(3) . . . . ?
C16 S1 C14 C13 -176.9(2) . . . . ?
C9 N2 C8 C7 -0.3(4) . . . . ?
Co1 N2 C8 C7 -173.2(2) 7_765 . . . ?
N4 C19 C20 C16 0.9(4) . . . . ?
C17 C16 C20 C19 0.3(4) . . . . ?
S1 C16 C20 C19 -175.5(2) . . . . ?
C13 C14 C15 C11 -1.5(4) . . . . ?
S1 C14 C15 C11 176.5(2) . . . . ?
C20 C16 C17 C18 -0.7(4) . . . . ?
S1 C16 C17 C18 175.0(2) . . . . ?
C5 N1 C1 C2 -0.8(4) . . . . ?
Co1 N1 C1 C2 175.0(2) . . . . ?
C8 N2 C9 C10 0.2(4) . . . . ?
Co1 N2 C9 C10 172.8(2) 7_765 . . . ?
C12 N3 C11 C15 2.2(4) . . . . ?
Co1 N3 C11 C15 -172.7(2) . . . . ?
C14 C15 C11 N3 -1.0(4) . . . . ?
C6 S2 C3 C2 -167.8(2) . . . . ?
C6 S2 C3 C4 16.0(3) . . . . ?
N2 C8 C7 C6 0.2(4) . . . . ?
C19 N4 C18 C17 1.2(4) . . . . ?
Co1 N4 C18 C17 -178.3(2) 7_665 . . . ?
C16 C17 C18 N4 -0.1(4) . . . . ?
C15 C14 C13 C12 2.6(4) . . . . ?
S1 C14 C13 C12 -175.5(2) . . . . ?
C11 N3 C12 C13 -1.0(4) . . . . ?
Co1 N3 C12 C13 173.9(2) . . . . ?
C14 C13 C12 N3 -1.4(5) . . . . ?
N1 C1 C2 C3 -1.4(5) . . . . ?
C4 C3 C2 C1 2.0(4) . . . . ?
S2 C3 C2 C1 -174.5(2) . . . . ?
C8 C7 C6 C10 0.2(5) . . . . ?
C8 C7 C6 S2 -174.1(2) . . . . ?
C3 S2 C6 C10 63.9(3) . . . . ?
C3 S2 C6 C7 -122.1(3) . . . . ?
N1 C5 C4 C3 -1.6(5) . . . . ?
C2 C3 C4 C5 -0.7(5) . . . . ?
S2 C3 C4 C5 175.4(2) . . . . ?
N2 C9 C10 C6 0.1(5) . . . . ?
C7 C6 C10 C9 -0.3(5) . . . . ?
S2 C6 C10 C9 173.8(2) . . . . ?

_refine_diff_density_max         0.566
_refine_diff_density_min         -0.653
_refine_diff_density_rms         0.087

