# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2021

####################################################################### 
# 
# 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_f
_database_code_depnum_ccdc_archive 'CCDC 1865480'
loop_
_audit_author_name
_audit_author_address
'Paula Brandao'
;University of Aveiro
Portugal
;
_audit_update_record             
;
2019-10-22 deposited with the CCDC.	2021-06-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H12 N6 S'
_chemical_formula_weight         320.38

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   7.9257(6)
_cell_length_b                   17.9072(12)
_cell_length_c                   10.7961(7)
_cell_angle_alpha                90
_cell_angle_beta                 92.024(2)
_cell_angle_gamma                90
_cell_volume                     1531.30(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    440
_cell_measurement_theta_min      2.98
_cell_measurement_theta_max      25.16

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_F_000             664
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.220
_shelx_estimated_absorpt_T_min   0.917
_shelx_estimated_absorpt_T_max   0.957
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7139
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22452
_diffrn_reflns_av_unetI/netI     0.0336
_diffrn_reflns_av_R_equivalents  0.0411
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.204
_diffrn_reflns_theta_max         29.174
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4127
_reflns_number_gt                3265
_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-2013 (Sheldrick, 2013)'
_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)+(0.0477P)²+0.4377P] 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         4127
_refine_ls_number_parameters     213
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0533
_refine_ls_R_factor_gt           0.0385
_refine_ls_wR_factor_ref         0.1018
_refine_ls_wR_factor_gt          0.0929
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.002
_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
S1 S 0.43188(5) 0.58388(2) 0.27809(3) 0.02685(11) Uani 1 1 d . . . . .
N1 N 0.55938(17) 0.90371(6) 0.45063(12) 0.0280(3) Uani 1 1 d . . . . .
N2 N 0.72845(15) 0.86244(6) 0.23712(11) 0.0217(2) Uani 1 1 d . . . . .
N3 N 0.46221(14) 0.71191(6) 0.43507(10) 0.0196(2) Uani 1 1 d . . . . .
N4 N 0.38846(15) 0.65474(6) 0.49602(11) 0.0218(2) Uani 1 1 d . . . . .
H4 H 0.344(2) 0.6574(9) 0.5687(17) 0.032(5) Uiso 1 1 d . . . . .
N5 N 0.29181(14) 0.53127(6) 0.47309(10) 0.0200(2) Uani 1 1 d . . . . .
N6 N -0.06296(19) 0.14000(8) 0.54132(13) 0.0378(3) Uani 1 1 d . . . . .
C1 C 0.6329(2) 0.95410(8) 0.37791(15) 0.0324(4) Uani 1 1 d . . . . .
H1 H 0.6287 1.0054 0.4002 0.039 Uiso 1 1 calc R U . . .
C2 C 0.71449(19) 0.93414(8) 0.27170(14) 0.0268(3) Uani 1 1 d . . . . .
H2 H 0.7618 0.9720 0.2221 0.032 Uiso 1 1 calc R U . . .
C3 C 0.65627(17) 0.81228(7) 0.30903(12) 0.0195(3) Uani 1 1 d . . . . .
H3 H 0.6643 0.7609 0.2881 0.023 Uiso 1 1 calc R U . . .
C4 C 0.56878(17) 0.83239(7) 0.41454(12) 0.0190(3) Uani 1 1 d . . . . .
C5 C 0.48492(17) 0.77521(7) 0.48979(12) 0.0189(3) Uani 1 1 d . . . . .
C6 C 0.43364(19) 0.79458(8) 0.61836(13) 0.0253(3) Uani 1 1 d . . . . .
H6A H 0.3128 0.8062 0.6171 0.038 Uiso 1 1 calc R U . . .
H6B H 0.4981 0.8381 0.6483 0.038 Uiso 1 1 calc R U . . .
H6C H 0.4565 0.7521 0.6736 0.038 Uiso 1 1 calc R U . . .
C7 C 0.36506(17) 0.59005(7) 0.42968(12) 0.0191(3) Uani 1 1 d . . . . .
C8 C 0.3535(2) 0.49393(7) 0.27303(13) 0.0260(3) Uani 1 1 d . . . . .
H8 H 0.3574 0.4617 0.2033 0.031 Uiso 1 1 calc R U . . .
C9 C 0.28532(17) 0.47562(7) 0.38276(12) 0.0201(3) Uani 1 1 d . . . . .
C10 C 0.20763(17) 0.40372(7) 0.41380(12) 0.0194(3) Uani 1 1 d . . . . .
C11 C 0.22833(18) 0.34054(7) 0.33929(13) 0.0217(3) Uani 1 1 d . . . . .
H11 H 0.2909 0.3444 0.2661 0.026 Uiso 1 1 calc R U . . .
C12 C 0.15902(18) 0.27263(8) 0.37081(13) 0.0234(3) Uani 1 1 d . . . . .
H12 H 0.1756 0.2300 0.3203 0.028 Uiso 1 1 calc R U . . .
C13 C 0.06456(17) 0.26685(8) 0.47709(13) 0.0224(3) Uani 1 1 d . . . . .
C14 C 0.03911(18) 0.32970(8) 0.55043(13) 0.0245(3) Uani 1 1 d . . . . .
H14 H -0.0273 0.3261 0.6217 0.029 Uiso 1 1 calc R U . . .
C15 C 0.11072(18) 0.39738(8) 0.51928(13) 0.0237(3) Uani 1 1 d . . . . .
H15 H 0.0939 0.4399 0.5700 0.028 Uiso 1 1 calc R U . . .
C16 C -0.00578(19) 0.19582(8) 0.51221(14) 0.0269(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 C8 1.7266(14) . ?
S1 C7 1.7413(14) . ?
N1 C4 1.3380(17) . ?
N1 C1 1.3425(19) . ?
N2 C3 1.3297(17) . ?
N2 C2 1.3428(18) . ?
N3 C5 1.2879(17) . ?
N3 N4 1.3600(15) . ?
N4 C7 1.3712(17) . ?
N4 H4 0.874(18) . ?
N5 C7 1.2976(17) . ?
N5 C9 1.3940(17) . ?
N6 C16 1.1461(19) . ?
C1 C2 1.383(2) . ?
C1 H1 0.9500 . ?
C2 H2 0.9500 . ?
C3 C4 1.4014(18) . ?
C3 H3 0.9500 . ?
C4 C5 1.4793(18) . ?
C5 C6 1.5008(19) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C8 C9 1.3594(19) . ?
C8 H8 0.9500 . ?
C9 C10 1.4709(18) . ?
C10 C15 1.4005(19) . ?
C10 C11 1.4012(18) . ?
C11 C12 1.3819(19) . ?
C11 H11 0.9500 . ?
C12 C13 1.396(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.395(2) . ?
C13 C16 1.4448(19) . ?
C14 C15 1.3848(19) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?

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
C8 S1 C7 88.16(7) . . ?
C4 N1 C1 116.20(12) . . ?
C3 N2 C2 116.24(12) . . ?
C5 N3 N4 119.74(11) . . ?
N3 N4 C7 115.83(11) . . ?
N3 N4 H4 126.1(11) . . ?
C7 N4 H4 117.6(11) . . ?
C7 N5 C9 109.46(11) . . ?
N1 C1 C2 122.44(13) . . ?
N1 C1 H1 118.8 . . ?
C2 C1 H1 118.8 . . ?
N2 C2 C1 121.54(13) . . ?
N2 C2 H2 119.2 . . ?
C1 C2 H2 119.2 . . ?
N2 C3 C4 122.44(12) . . ?
N2 C3 H3 118.8 . . ?
C4 C3 H3 118.8 . . ?
N1 C4 C3 121.07(12) . . ?
N1 C4 C5 118.04(12) . . ?
C3 C4 C5 120.89(12) . . ?
N3 C5 C4 114.56(11) . . ?
N3 C5 C6 126.13(12) . . ?
C4 C5 C6 119.31(11) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N5 C7 N4 123.41(12) . . ?
N5 C7 S1 116.28(10) . . ?
N4 C7 S1 120.30(10) . . ?
C9 C8 S1 110.56(10) . . ?
C9 C8 H8 124.7 . . ?
S1 C8 H8 124.7 . . ?
C8 C9 N5 115.55(12) . . ?
C8 C9 C10 126.31(12) . . ?
N5 C9 C10 118.15(12) . . ?
C15 C10 C11 118.69(12) . . ?
C15 C10 C9 120.15(12) . . ?
C11 C10 C9 121.17(12) . . ?
C12 C11 C10 120.91(13) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C11 C12 C13 119.80(13) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C14 C13 C12 119.96(13) . . ?
C14 C13 C16 119.77(13) . . ?
C12 C13 C16 120.27(13) . . ?
C15 C14 C13 119.98(13) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C15 C10 120.64(13) . . ?
C14 C15 H15 119.7 . . ?
C10 C15 H15 119.7 . . ?
N6 C16 C13 179.00(18) . . ?

_refine_diff_density_max         0.357
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.050

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_f_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1960777'
loop_
_audit_author_name
_audit_author_address
'Paula Brandao'
;Department of Chemistry, CICECO, University of Aveiro, Aveiro
Portugal
;
_audit_update_record             
;
2019-12-13 deposited with the CCDC.	2021-06-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H15 Cu N9 O S'
_chemical_formula_weight         456.98

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'
Cu Cu 0.3201 1.2651 '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                   7.0292(5)
_cell_length_b                   11.1309(9)
_cell_length_c                   12.1913(9)
_cell_angle_alpha                77.463(3)
_cell_angle_beta                 87.811(3)
_cell_angle_gamma                81.426(3)
_cell_volume                     920.70(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    478
_cell_measurement_theta_min      2.96
_cell_measurement_theta_max      25.23

_exptl_crystal_description       plate
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.648
_exptl_crystal_F_000             466
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    1.331
_shelx_estimated_absorpt_T_min   0.675
_shelx_estimated_absorpt_T_max   0.961
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6592
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21910
_diffrn_reflns_av_unetI/netI     0.0415
_diffrn_reflns_av_R_equivalents  0.0441
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.894
_diffrn_reflns_theta_max         29.141
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4959
_reflns_number_gt                4054
_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-2013 (Sheldrick, 2013)'
_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)+(0.0330P)²+0.5759P] 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         4959
_refine_ls_number_parameters     268
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.0346
_refine_ls_wR_factor_ref         0.0817
_refine_ls_wR_factor_gt          0.0747
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_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
Cu Cu 0.21601(4) 0.80594(2) 0.52423(2) 0.01462(8) Uani 1 1 d . . . . .
S1 S 0.28754(8) 1.05844(5) 0.74746(4) 0.01865(12) Uani 1 1 d . . . . .
O1 O 0.5399(2) 0.74214(14) 0.50180(14) 0.0224(3) Uani 1 1 d D . . . .
H1A H 0.607(3) 0.7995(18) 0.495(2) 0.031(7) Uiso 1 1 d D . . . .
N1 N 0.1767(2) 0.81066(15) 0.35906(14) 0.0154(3) Uani 1 1 d . . . . .
N2 N 0.1651(3) 0.84245(17) 0.12654(15) 0.0233(4) Uani 1 1 d . . . . .
N3 N 0.2344(2) 0.98267(15) 0.45728(14) 0.0149(3) Uani 1 1 d . . . . .
N4 N 0.2536(2) 1.06041(15) 0.52757(14) 0.0155(3) Uani 1 1 d . . . . .
N5 N 0.2604(2) 0.86809(15) 0.66247(14) 0.0150(3) Uani 1 1 d . . . . .
N6 N 0.3290(3) 0.1990(2) 0.98747(19) 0.0381(5) Uani 1 1 d . . . . .
N7 N 0.1315(3) 0.64432(17) 0.56880(15) 0.0236(4) Uani 1 1 d . . . . .
N8 N 0.0396(3) 0.59813(16) 0.64728(16) 0.0217(4) Uani 1 1 d . . . . .
N9 N -0.0488(3) 0.54820(19) 0.72160(17) 0.0317(5) Uani 1 1 d . . . . .
C1 C 0.1441(3) 0.71855(19) 0.31191(17) 0.0190(4) Uani 1 1 d . . . . .
H1 H 0.1262 0.6405 0.3580 0.023 Uiso 1 1 calc R U . . .
C2 C 0.1361(3) 0.7357(2) 0.19528(18) 0.0230(5) Uani 1 1 d . . . . .
H2 H 0.1090 0.6693 0.1637 0.028 Uiso 1 1 calc R U . . .
C3 C 0.1955(3) 0.9351(2) 0.17442(17) 0.0199(4) Uani 1 1 d . . . . .
H3 H 0.2153 1.0125 0.1278 0.024 Uiso 1 1 calc R U . . .
C4 C 0.1989(3) 0.92152(18) 0.29130(17) 0.0154(4) Uani 1 1 d . . . . .
C5 C 0.2253(3) 1.02126(18) 0.34883(16) 0.0142(4) Uani 1 1 d . . . . .
C6 C 0.2349(3) 1.15098(18) 0.28634(18) 0.0184(4) Uani 1 1 d . . . . .
H6A H 0.2553 1.2025 0.3394 0.028 Uiso 1 1 calc R U . . .
H6B H 0.1139 1.1847 0.2462 0.028 Uiso 1 1 calc R U . . .
H6C H 0.3417 1.1511 0.2323 0.028 Uiso 1 1 calc R U . . .
C7 C 0.2658(3) 0.99060(18) 0.63343(17) 0.0148(4) Uani 1 1 d . . . . .
C8 C 0.2872(3) 0.9146(2) 0.83724(17) 0.0195(4) Uani 1 1 d . . . . .
H8 H 0.2938 0.9003 0.9168 0.023 Uiso 1 1 calc R U . . .
C9 C 0.2762(3) 0.82504(19) 0.77890(17) 0.0165(4) Uani 1 1 d . . . . .
C10 C 0.2963(3) 0.69060(19) 0.82760(17) 0.0175(4) Uani 1 1 d . . . . .
C11 C 0.2115(3) 0.6466(2) 0.93168(17) 0.0209(4) Uani 1 1 d . . . . .
H11 H 0.1412 0.7040 0.9709 0.025 Uiso 1 1 calc R U . . .
C12 C 0.2290(3) 0.5203(2) 0.97806(18) 0.0227(5) Uani 1 1 d . . . . .
H12 H 0.1742 0.4912 1.0496 0.027 Uiso 1 1 calc R U . . .
C13 C 0.3276(3) 0.4365(2) 0.91887(18) 0.0216(4) Uani 1 1 d . . . . .
C14 C 0.4181(3) 0.4794(2) 0.81678(18) 0.0228(5) Uani 1 1 d . . . . .
H14 H 0.4892 0.4218 0.7781 0.027 Uiso 1 1 calc R U . . .
C15 C 0.4044(3) 0.6057(2) 0.77205(17) 0.0198(4) Uani 1 1 d . . . . .
H15 H 0.4685 0.6348 0.7035 0.024 Uiso 1 1 calc R U . . .
C16 C 0.3308(3) 0.3036(2) 0.95943(19) 0.0271(5) Uani 1 1 d . . . . .
C17 C 0.6399(4) 0.6430(2) 0.4577(2) 0.0342(6) Uani 1 1 d . . . . .
H17A H 0.5505 0.5861 0.4490 0.051 Uiso 1 1 calc R U . . .
H17B H 0.7430 0.5981 0.5093 0.051 Uiso 1 1 calc R U . . .
H17C H 0.6954 0.6761 0.3844 0.051 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
Cu N7 1.9375(18) . ?
Cu N3 1.9808(17) . ?
Cu N5 2.0066(17) . ?
Cu N1 2.0313(17) . ?
Cu O1 2.3061(15) . ?
S1 C8 1.733(2) . ?
S1 C7 1.741(2) . ?
O1 C17 1.413(3) . ?
O1 H1A 0.835(10) . ?
N1 C1 1.330(3) . ?
N1 C4 1.354(2) . ?
N2 C2 1.335(3) . ?
N2 C3 1.337(3) . ?
N3 C5 1.299(2) . ?
N3 N4 1.366(2) . ?
N4 C7 1.353(3) . ?
N5 C7 1.338(3) . ?
N5 C9 1.399(2) . ?
N6 C16 1.142(3) . ?
N7 N8 1.198(3) . ?
N8 N9 1.165(3) . ?
C1 C2 1.395(3) . ?
C1 H1 0.9500 . ?
C2 H2 0.9500 . ?
C3 C4 1.401(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.473(3) . ?
C5 C6 1.489(3) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C8 C9 1.356(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.473(3) . ?
C10 C15 1.398(3) . ?
C10 C11 1.402(3) . ?
C11 C12 1.386(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.389(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.398(3) . ?
C13 C16 1.452(3) . ?
C14 C15 1.383(3) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?

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
N7 Cu N3 164.39(8) . . ?
N7 Cu N5 109.02(7) . . ?
N3 Cu N5 79.48(7) . . ?
N7 Cu N1 91.79(7) . . ?
N3 Cu N1 79.11(7) . . ?
N5 Cu N1 158.58(7) . . ?
N7 Cu O1 98.94(7) . . ?
N3 Cu O1 93.62(6) . . ?
N5 Cu O1 92.45(6) . . ?
N1 Cu O1 89.19(6) . . ?
C8 S1 C7 89.57(10) . . ?
C17 O1 Cu 131.88(14) . . ?
C17 O1 H1A 110.3(19) . . ?
Cu O1 H1A 113.4(18) . . ?
C1 N1 C4 118.45(18) . . ?
C1 N1 Cu 128.24(14) . . ?
C4 N1 Cu 113.19(13) . . ?
C2 N2 C3 116.98(19) . . ?
C5 N3 N4 122.24(17) . . ?
C5 N3 Cu 119.31(14) . . ?
N4 N3 Cu 118.44(12) . . ?
C7 N4 N3 107.25(16) . . ?
C7 N5 C9 111.10(17) . . ?
C7 N5 Cu 108.90(13) . . ?
C9 N5 Cu 139.87(14) . . ?
N8 N7 Cu 132.83(16) . . ?
N9 N8 N7 176.8(2) . . ?
N1 C1 C2 120.5(2) . . ?
N1 C1 H1 119.7 . . ?
C2 C1 H1 119.7 . . ?
N2 C2 C1 122.2(2) . . ?
N2 C2 H2 118.9 . . ?
C1 C2 H2 118.9 . . ?
N2 C3 C4 121.98(19) . . ?
N2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
N1 C4 C3 119.79(19) . . ?
N1 C4 C5 115.75(17) . . ?
C3 C4 C5 124.45(18) . . ?
N3 C5 C4 112.28(17) . . ?
N3 C5 C6 125.62(18) . . ?
C4 C5 C6 122.09(17) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N5 C7 N4 125.75(18) . . ?
N5 C7 S1 113.58(15) . . ?
N4 C7 S1 120.67(15) . . ?
C9 C8 S1 111.03(16) . . ?
C9 C8 H8 124.5 . . ?
S1 C8 H8 124.5 . . ?
C8 C9 N5 114.67(18) . . ?
C8 C9 C10 125.19(19) . . ?
N5 C9 C10 119.92(18) . . ?
C15 C10 C11 119.23(19) . . ?
C15 C10 C9 120.39(18) . . ?
C11 C10 C9 120.36(19) . . ?
C12 C11 C10 120.8(2) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C13 119.3(2) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 H12 120.3 . . ?
C12 C13 C14 120.3(2) . . ?
C12 C13 C16 120.6(2) . . ?
C14 C13 C16 119.0(2) . . ?
C15 C14 C13 120.1(2) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C10 120.0(2) . . ?
C14 C15 H15 120.0 . . ?
C10 C15 H15 120.0 . . ?
N6 C16 C13 177.1(3) . . ?
O1 C17 H17A 109.5 . . ?
O1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

_refine_diff_density_max         0.508
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.078

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_f_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1960775'
loop_
_audit_author_name
_audit_author_address
'Paula Brandao'
;University of Aveiro
Portugal
;
_audit_update_record             
;
2019-10-22 deposited with the CCDC.	2021-06-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H22 N12 S2 Zn'
_chemical_formula_weight         704.10

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/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'
'-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                   37.6726(13)
_cell_length_b                   9.0541(3)
_cell_length_c                   18.5487(7)
_cell_angle_alpha                90
_cell_angle_beta                 105.7720(10)
_cell_angle_gamma                90
_cell_volume                     6088.6(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    532
_cell_measurement_theta_min      2.97
_cell_measurement_theta_max      25.30

_exptl_crystal_description       Block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.536
_exptl_crystal_F_000             2880
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.991
_shelx_estimated_absorpt_T_min   0.705
_shelx_estimated_absorpt_T_max   0.961
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6845
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32360
_diffrn_reflns_av_unetI/netI     0.0446
_diffrn_reflns_av_R_equivalents  0.0551
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_h_max       46
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.253
_diffrn_reflns_theta_max         26.398
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6236
_reflns_number_gt                4785
_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-2013 (Sheldrick, 2013)'
_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)+(0.0318P)²+7.7637P] 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         6236
_refine_ls_number_parameters     426
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0557
_refine_ls_R_factor_gt           0.0347
_refine_ls_wR_factor_ref         0.0841
_refine_ls_wR_factor_gt          0.0743
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.002
_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
Zn Zn 0.37038(2) 0.31395(3) 0.46847(2) 0.01664(8) Uani 1 1 d . . . . .
S1 S 0.28137(2) 0.62201(8) 0.49187(4) 0.02680(16) Uani 1 1 d . . . . .
S2 S 0.47378(2) 0.22745(8) 0.65542(4) 0.02673(16) Uani 1 1 d . . . . .
N1 N 0.36902(5) 0.0995(2) 0.40785(11) 0.0182(4) Uani 1 1 d . . . . .
N2 N 0.35883(6) -0.1818(2) 0.34443(13) 0.0305(5) Uani 1 1 d . . . . .
N3 N 0.31553(5) 0.2472(2) 0.43942(11) 0.0184(4) Uani 1 1 d . . . . .
N4 N 0.28974(5) 0.3431(2) 0.45087(12) 0.0215(5) Uani 1 1 d . . . . .
N5 N 0.34353(5) 0.4887(2) 0.50818(11) 0.0174(4) Uani 1 1 d . . . . .
N6 N 0.53057(7) 0.8580(3) 0.67836(16) 0.0447(7) Uani 1 1 d . . . . .
N7 N 0.36076(5) 0.4336(2) 0.35479(11) 0.0189(5) Uani 1 1 d . . . . .
N8 N 0.36297(6) 0.5555(3) 0.21793(12) 0.0289(5) Uani 1 1 d . . . . .
N9 N 0.42188(5) 0.3772(2) 0.46079(11) 0.0177(4) Uani 1 1 d . . . . .
N10 N 0.45171(5) 0.3459(2) 0.51982(11) 0.0205(5) Uani 1 1 d . . . . .
N11 N 0.40639(5) 0.2283(2) 0.57130(11) 0.0179(4) Uani 1 1 d . . . . .
N12 N 0.25456(7) -0.1744(3) 0.70492(15) 0.0471(7) Uani 1 1 d . . . . .
C1 C 0.39629(7) 0.0275(3) 0.39078(14) 0.0243(6) Uani 1 1 d . . . . .
H1 H 0.4199 0.0727 0.4004 0.029 Uiso 1 1 calc R U . . .
C2 C 0.39120(8) -0.1124(3) 0.35920(16) 0.0291(6) Uani 1 1 d . . . . .
H2 H 0.4114 -0.1602 0.3477 0.035 Uiso 1 1 calc R U . . .
C3 C 0.33128(7) -0.1082(3) 0.36040(15) 0.0264(6) Uani 1 1 d . . . . .
H3 H 0.3077 -0.1540 0.3498 0.032 Uiso 1 1 calc R U . . .
C4 C 0.33539(7) 0.0337(3) 0.39207(13) 0.0192(5) Uani 1 1 d . . . . .
C5 C 0.30556(6) 0.1189(3) 0.40888(14) 0.0202(5) Uani 1 1 d . . . . .
C6 C 0.26638(7) 0.0674(3) 0.38881(17) 0.0336(7) Uani 1 1 d . . . . .
H6A H 0.2549 0.0980 0.4278 0.050 Uiso 1 1 calc R U . . .
H6B H 0.2657 -0.0406 0.3846 0.050 Uiso 1 1 calc R U . . .
H6C H 0.2529 0.1109 0.3408 0.050 Uiso 1 1 calc R U . . .
C7 C 0.30724(6) 0.4669(3) 0.48310(13) 0.0186(5) Uani 1 1 d . . . . .
C8 C 0.32164(7) 0.7197(3) 0.52841(14) 0.0243(6) Uani 1 1 d . . . . .
H8 H 0.3227 0.8205 0.5431 0.029 Uiso 1 1 calc R U . . .
C9 C 0.35149(7) 0.6326(3) 0.53314(13) 0.0193(5) Uani 1 1 d . . . . .
C10 C 0.39028(7) 0.6801(3) 0.56410(14) 0.0202(5) Uani 1 1 d . . . . .
C11 C 0.41529(7) 0.5896(3) 0.61371(14) 0.0223(6) Uani 1 1 d . . . . .
H11 H 0.4076 0.4960 0.6271 0.027 Uiso 1 1 calc R U . . .
C12 C 0.45152(7) 0.6354(3) 0.64382(15) 0.0263(6) Uani 1 1 d . . . . .
H12 H 0.4684 0.5741 0.6784 0.032 Uiso 1 1 calc R U . . .
C13 C 0.46296(7) 0.7715(3) 0.62311(15) 0.0262(6) Uani 1 1 d . . . . .
C14 C 0.43818(8) 0.8616(3) 0.57318(16) 0.0295(6) Uani 1 1 d . . . . .
H14 H 0.4460 0.9540 0.5587 0.035 Uiso 1 1 calc R U . . .
C15 C 0.40195(7) 0.8163(3) 0.54460(15) 0.0272(6) Uani 1 1 d . . . . .
H15 H 0.3849 0.8791 0.5113 0.033 Uiso 1 1 calc R U . . .
C16 C 0.50086(8) 0.8199(3) 0.65406(16) 0.0317(7) Uani 1 1 d . . . . .
C17 C 0.33014(7) 0.4578(3) 0.30007(15) 0.0235(6) Uani 1 1 d . . . . .
H17 H 0.3069 0.4333 0.3078 0.028 Uiso 1 1 calc R U . . .
C18 C 0.33141(7) 0.5183(3) 0.23196(15) 0.0278(6) Uani 1 1 d . . . . .
H18 H 0.3090 0.5335 0.1942 0.033 Uiso 1 1 calc R U . . .
C19 C 0.39343(7) 0.5354(3) 0.27387(14) 0.0239(6) Uani 1 1 d . . . . .
H19 H 0.4165 0.5635 0.2664 0.029 Uiso 1 1 calc R U . . .
C20 C 0.39303(7) 0.4753(3) 0.34265(14) 0.0174(5) Uani 1 1 d . . . . .
C21 C 0.42666(6) 0.4498(3) 0.40390(14) 0.0198(5) Uani 1 1 d . . . . .
C22 C 0.46343(7) 0.5073(3) 0.40089(16) 0.0333(7) Uani 1 1 d . . . . .
H22A H 0.4670 0.6071 0.4220 0.050 Uiso 1 1 calc R U . . .
H22B H 0.4645 0.5100 0.3487 0.050 Uiso 1 1 calc R U . . .
H22C H 0.4829 0.4423 0.4300 0.050 Uiso 1 1 calc R U . . .
C23 C 0.44052(6) 0.2722(3) 0.57235(14) 0.0181(5) Uani 1 1 d . . . . .
C24 C 0.44000(7) 0.1450(3) 0.68850(15) 0.0247(6) Uani 1 1 d . . . . .
H24 H 0.4443 0.0988 0.7361 0.030 Uiso 1 1 calc R U . . .
C25 C 0.40652(7) 0.1549(3) 0.63745(14) 0.0201(6) Uani 1 1 d . . . . .
C26 C 0.37278(7) 0.0863(3) 0.64874(13) 0.0193(5) Uani 1 1 d . . . . .
C27 C 0.37603(7) -0.0424(3) 0.69195(14) 0.0249(6) Uani 1 1 d . . . . .
H27 H 0.3996 -0.0862 0.7116 0.030 Uiso 1 1 calc R U . . .
C28 C 0.34537(7) -0.1065(3) 0.70628(14) 0.0260(6) Uani 1 1 d . . . . .
H28 H 0.3480 -0.1930 0.7362 0.031 Uiso 1 1 calc R U . . .
C29 C 0.31060(7) -0.0441(3) 0.67671(14) 0.0248(6) Uani 1 1 d . . . . .
C30 C 0.30667(7) 0.0826(3) 0.63238(14) 0.0243(6) Uani 1 1 d . . . . .
H30 H 0.2830 0.1244 0.6116 0.029 Uiso 1 1 calc R U . . .
C31 C 0.33775(7) 0.1470(3) 0.61897(14) 0.0211(6) Uani 1 1 d . . . . .
H31 H 0.3351 0.2336 0.5891 0.025 Uiso 1 1 calc R U . . .
C32 C 0.27893(8) -0.1147(3) 0.69195(16) 0.0327(7) 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
Zn N9 2.065(2) . ?
Zn N3 2.0782(19) . ?
Zn N5 2.115(2) . ?
Zn N11 2.162(2) . ?
Zn N1 2.237(2) . ?
Zn N7 2.310(2) . ?
S1 C8 1.728(3) . ?
S1 C7 1.743(2) . ?
S2 C24 1.726(3) . ?
S2 C23 1.749(2) . ?
N1 C1 1.326(3) . ?
N1 C4 1.358(3) . ?
N2 C2 1.333(3) . ?
N2 C3 1.333(3) . ?
N3 C5 1.303(3) . ?
N3 N4 1.362(3) . ?
N4 C7 1.354(3) . ?
N5 C7 1.334(3) . ?
N5 C9 1.388(3) . ?
N6 C16 1.140(3) . ?
N7 C17 1.331(3) . ?
N7 C20 1.349(3) . ?
N8 C18 1.328(3) . ?
N8 C19 1.334(3) . ?
N9 C21 1.297(3) . ?
N9 N10 1.369(3) . ?
N10 C23 1.340(3) . ?
N11 C23 1.341(3) . ?
N11 C25 1.395(3) . ?
N12 C32 1.146(3) . ?
C1 C2 1.386(4) . ?
C1 H1 0.9500 . ?
C2 H2 0.9500 . ?
C3 C4 1.403(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.465(3) . ?
C5 C6 1.495(3) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C8 C9 1.357(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.481(3) . ?
C10 C15 1.390(4) . ?
C10 C11 1.391(3) . ?
C11 C12 1.390(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.393(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.388(4) . ?
C13 C16 1.454(4) . ?
C14 C15 1.385(4) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C17 C18 1.389(4) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C20 1.391(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.472(3) . ?
C21 C22 1.495(3) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C24 C25 1.359(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.480(3) . ?
C26 C31 1.397(3) . ?
C26 C27 1.401(3) . ?
C27 C28 1.381(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.395(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.395(4) . ?
C29 C32 1.448(4) . ?
C30 C31 1.390(3) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?

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
N9 Zn N3 161.69(8) . . ?
N9 Zn N5 111.34(8) . . ?
N3 Zn N5 76.82(8) . . ?
N9 Zn N11 77.54(8) . . ?
N3 Zn N11 117.76(8) . . ?
N5 Zn N11 101.89(8) . . ?
N9 Zn N1 95.72(8) . . ?
N3 Zn N1 74.45(8) . . ?
N5 Zn N1 151.21(7) . . ?
N11 Zn N1 93.17(7) . . ?
N9 Zn N7 73.98(7) . . ?
N3 Zn N7 90.08(7) . . ?
N5 Zn N7 89.77(7) . . ?
N11 Zn N7 151.49(7) . . ?
N1 Zn N7 88.37(7) . . ?
C8 S1 C7 89.75(12) . . ?
C24 S2 C23 89.58(12) . . ?
C1 N1 C4 118.1(2) . . ?
C1 N1 Zn 129.32(17) . . ?
C4 N1 Zn 112.46(16) . . ?
C2 N2 C3 116.3(2) . . ?
C5 N3 N4 120.2(2) . . ?
C5 N3 Zn 121.40(16) . . ?
N4 N3 Zn 118.37(15) . . ?
C7 N4 N3 108.29(19) . . ?
C7 N5 C9 111.4(2) . . ?
C7 N5 Zn 108.01(16) . . ?
C9 N5 Zn 137.55(16) . . ?
C17 N7 C20 117.4(2) . . ?
C17 N7 Zn 131.43(17) . . ?
C20 N7 Zn 111.03(15) . . ?
C18 N8 C19 116.1(2) . . ?
C21 N9 N10 119.4(2) . . ?
C21 N9 Zn 122.53(16) . . ?
N10 N9 Zn 118.05(15) . . ?
C23 N10 N9 109.41(19) . . ?
C23 N11 C25 110.8(2) . . ?
C23 N11 Zn 106.00(15) . . ?
C25 N11 Zn 143.01(16) . . ?
N1 C1 C2 121.5(2) . . ?
N1 C1 H1 119.2 . . ?
C2 C1 H1 119.2 . . ?
N2 C2 C1 122.1(3) . . ?
N2 C2 H2 118.9 . . ?
C1 C2 H2 118.9 . . ?
N2 C3 C4 123.1(2) . . ?
N2 C3 H3 118.4 . . ?
C4 C3 H3 118.4 . . ?
N1 C4 C3 118.9(2) . . ?
N1 C4 C5 116.6(2) . . ?
C3 C4 C5 124.6(2) . . ?
N3 C5 C4 114.5(2) . . ?
N3 C5 C6 122.3(2) . . ?
C4 C5 C6 123.0(2) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N5 C7 N4 127.4(2) . . ?
N5 C7 S1 113.20(18) . . ?
N4 C7 S1 119.38(17) . . ?
C9 C8 S1 110.6(2) . . ?
C9 C8 H8 124.7 . . ?
S1 C8 H8 124.7 . . ?
C8 C9 N5 115.1(2) . . ?
C8 C9 C10 124.7(2) . . ?
N5 C9 C10 120.2(2) . . ?
C15 C10 C11 119.3(2) . . ?
C15 C10 C9 120.4(2) . . ?
C11 C10 C9 120.3(2) . . ?
C12 C11 C10 120.3(2) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C11 C12 C13 119.8(3) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C14 C13 C12 120.1(2) . . ?
C14 C13 C16 119.8(3) . . ?
C12 C13 C16 120.1(3) . . ?
C15 C14 C13 119.7(3) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C14 C15 C10 120.8(3) . . ?
C14 C15 H15 119.6 . . ?
C10 C15 H15 119.6 . . ?
N6 C16 C13 179.9(4) . . ?
N7 C17 C18 121.4(2) . . ?
N7 C17 H17 119.3 . . ?
C18 C17 H17 119.3 . . ?
N8 C18 C17 122.1(2) . . ?
N8 C18 H18 118.9 . . ?
C17 C18 H18 118.9 . . ?
N8 C19 C20 123.0(2) . . ?
N8 C19 H19 118.5 . . ?
C20 C19 H19 118.5 . . ?
N7 C20 C19 119.8(2) . . ?
N7 C20 C21 116.9(2) . . ?
C19 C20 C21 123.2(2) . . ?
N9 C21 C20 115.3(2) . . ?
N9 C21 C22 122.8(2) . . ?
C20 C21 C22 121.9(2) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N10 C23 N11 128.8(2) . . ?
N10 C23 S2 117.67(17) . . ?
N11 C23 S2 113.48(18) . . ?
C25 C24 S2 111.0(2) . . ?
C25 C24 H24 124.5 . . ?
S2 C24 H24 124.5 . . ?
C24 C25 N11 115.2(2) . . ?
C24 C25 C26 123.0(2) . . ?
N11 C25 C26 121.8(2) . . ?
C31 C26 C27 118.7(2) . . ?
C31 C26 C25 122.3(2) . . ?
C27 C26 C25 119.0(2) . . ?
C28 C27 C26 120.8(2) . . ?
C28 C27 H27 119.6 . . ?
C26 C27 H27 119.6 . . ?
C27 C28 C29 119.9(2) . . ?
C27 C28 H28 120.0 . . ?
C29 C28 H28 120.0 . . ?
C28 C29 C30 120.2(2) . . ?
C28 C29 C32 118.7(2) . . ?
C30 C29 C32 121.1(2) . . ?
C31 C30 C29 119.4(2) . . ?
C31 C30 H30 120.3 . . ?
C29 C30 H30 120.3 . . ?
C30 C31 C26 121.0(2) . . ?
C30 C31 H31 119.5 . . ?
C26 C31 H31 119.5 . . ?
N12 C32 C29 177.8(3) . . ?

_refine_diff_density_max         0.494
_refine_diff_density_min         -0.331
_refine_diff_density_rms         0.069

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_f_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1960778'
loop_
_audit_author_name
_audit_author_address
'Paula Brandao'
;University of Aveiro
Portugal
;
_audit_update_record             
;
2019-10-22 deposited with the CCDC.	2021-06-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H22 Cl N12 Ni O4 S2'
_chemical_formula_weight         796.89

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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.7741(11)
_cell_length_b                   12.1509(13)
_cell_length_c                   14.0740(16)
_cell_angle_alpha                94.392(4)
_cell_angle_beta                 90.811(4)
_cell_angle_gamma                94.002(4)
_cell_volume                     1662.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    462
_cell_measurement_theta_min      2.95
_cell_measurement_theta_max      25.00

_exptl_crystal_description       plate
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.592
_exptl_crystal_F_000             814
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.849
_shelx_estimated_absorpt_T_min   0.785
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6266
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32881
_diffrn_reflns_av_unetI/netI     0.0586
_diffrn_reflns_av_R_equivalents  0.0621
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.451
_diffrn_reflns_theta_max         27.150
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7357
_reflns_number_gt                5222
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0598P)²+1.3416P] 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         7357
_refine_ls_number_parameters     471
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0791
_refine_ls_R_factor_gt           0.0487
_refine_ls_wR_factor_ref         0.1315
_refine_ls_wR_factor_gt          0.1156
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_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
Ni Ni 0.44642(4) 0.25093(3) 0.71651(3) 0.02385(12) Uani 1 1 d . . . . .
S1 S 0.14407(9) 0.49257(8) 0.76077(10) 0.0555(3) Uani 1 1 d . . . . .
S2 S 0.63827(9) 0.19004(8) 0.98340(6) 0.0329(2) Uani 1 1 d . . . . .
N1 N 0.4737(3) 0.1034(2) 0.66229(17) 0.0209(5) Uani 1 1 d . . . . .
N2 N 0.4730(3) -0.1146(2) 0.5859(2) 0.0364(7) Uani 1 1 d . . . . .
N3 N 0.2609(2) 0.2052(2) 0.68825(18) 0.0220(5) Uani 1 1 d . . . . .
N4 N 0.1654(3) 0.2791(2) 0.7014(2) 0.0285(6) Uani 1 1 d . . . . .
N5 N 0.3635(2) 0.3862(2) 0.76524(19) 0.0260(6) Uani 1 1 d . . . . .
N6 N 1.0565(3) 0.6679(3) 0.9446(2) 0.0466(8) Uani 1 1 d . . . . .
N7 N 0.4737(2) 0.31149(19) 0.59525(18) 0.0216(5) Uani 1 1 d . . . . .
N8 N 0.5520(3) 0.3972(2) 0.4260(2) 0.0367(7) Uani 1 1 d . . . . .
N9 N 0.6356(2) 0.2917(2) 0.73275(18) 0.0204(5) Uani 1 1 d . . . . .
N10 N 0.7014(2) 0.2675(2) 0.81356(18) 0.0246(6) Uani 1 1 d . . . . .
N11 N 0.4726(2) 0.2006(2) 0.84166(18) 0.0238(6) Uani 1 1 d . . . . .
N12 N -0.2717(3) -0.0469(3) 0.8318(2) 0.0407(8) Uani 1 1 d . . . . .
C1 C 0.5903(3) 0.0526(3) 0.6536(2) 0.0267(7) Uani 1 1 d . . . . .
H1 H 0.674767 0.091129 0.674065 0.032 Uiso 1 1 calc R U . . .
C2 C 0.5888(4) -0.0557(3) 0.6151(2) 0.0326(8) Uani 1 1 d . . . . .
H2 H 0.673300 -0.089506 0.609105 0.039 Uiso 1 1 calc R U . . .
C3 C 0.3571(4) -0.0638(3) 0.5967(2) 0.0308(7) Uani 1 1 d . . . . .
H3 H 0.272890 -0.103840 0.577771 0.037 Uiso 1 1 calc R U . . .
C4 C 0.3536(3) 0.0453(2) 0.6343(2) 0.0223(6) Uani 1 1 d . . . . .
C5 C 0.2322(3) 0.1062(2) 0.6466(2) 0.0225(6) Uani 1 1 d . . . . .
C6 C 0.0909(3) 0.0645(3) 0.6135(2) 0.0303(7) Uani 1 1 d . . . . .
H6A H 0.023951 0.092753 0.658693 0.045 Uiso 1 1 calc R U . . .
H6B H 0.083546 -0.016614 0.609626 0.045 Uiso 1 1 calc R U . . .
H6C H 0.072352 0.089830 0.550432 0.045 Uiso 1 1 calc R U . . .
C7 C 0.2294(3) 0.3737(3) 0.7409(3) 0.0312(8) Uani 1 1 d . . . . .
C8 C 0.2946(3) 0.5612(3) 0.8047(3) 0.0471(11) Uani 1 1 d . . . . .
H8 H 0.302359 0.636738 0.828565 0.057 Uiso 1 1 calc R U . . .
C9 C 0.4001(3) 0.4952(3) 0.8014(3) 0.0318(8) Uani 1 1 d . . . . .
C10 C 0.5410(3) 0.5333(3) 0.8356(2) 0.0309(8) Uani 1 1 d . . . . .
C11 C 0.6048(4) 0.6267(3) 0.7994(3) 0.0362(8) Uani 1 1 d . . . . .
H11 H 0.556898 0.665939 0.755146 0.043 Uiso 1 1 calc R U . . .
C12 C 0.7372(4) 0.6628(3) 0.8277(3) 0.0382(9) Uani 1 1 d . . . . .
H12 H 0.781186 0.725986 0.802287 0.046 Uiso 1 1 calc R U . . .
C13 C 0.8060(3) 0.6056(3) 0.8938(2) 0.0313(8) Uani 1 1 d . . . . .
C14 C 0.7406(4) 0.5164(3) 0.9342(3) 0.0355(8) Uani 1 1 d . . . . .
H14 H 0.786246 0.480092 0.981519 0.043 Uiso 1 1 calc R U . . .
C15 C 0.6068(3) 0.4804(3) 0.9048(3) 0.0349(8) Uani 1 1 d . . . . .
H15 H 0.560903 0.419469 0.932448 0.042 Uiso 1 1 calc R U . . .
C16 C 0.9462(4) 0.6402(3) 0.9217(3) 0.0378(9) Uani 1 1 d . . . . .
C17 C 0.3817(3) 0.3220(2) 0.5269(2) 0.0268(7) Uani 1 1 d . . . . .
H17 H 0.287921 0.299321 0.535410 0.032 Uiso 1 1 calc R U . . .
C18 C 0.4226(4) 0.3660(3) 0.4433(3) 0.0339(8) Uani 1 1 d . . . . .
H18 H 0.354707 0.374250 0.395926 0.041 Uiso 1 1 calc R U . . .
C19 C 0.6439(4) 0.3867(3) 0.4951(2) 0.0312(8) Uani 1 1 d . . . . .
H19 H 0.737558 0.408029 0.484928 0.037 Uiso 1 1 calc R U . . .
C20 C 0.6074(3) 0.3458(2) 0.5817(2) 0.0239(7) Uani 1 1 d . . . . .
C21 C 0.6993(3) 0.3347(2) 0.6623(2) 0.0237(7) Uani 1 1 d . . . . .
C22 C 0.8484(3) 0.3696(3) 0.6647(3) 0.0330(8) Uani 1 1 d . . . . .
H22A H 0.889812 0.350311 0.724452 0.049 Uiso 1 1 calc R U . . .
H22B H 0.860744 0.449835 0.660487 0.049 Uiso 1 1 calc R U . . .
H22C H 0.892727 0.331781 0.610710 0.049 Uiso 1 1 calc R U . . .
C23 C 0.6052(3) 0.2229(3) 0.8686(2) 0.0244(7) Uani 1 1 d . . . . .
C24 C 0.4683(3) 0.1394(3) 0.9916(2) 0.0341(8) Uani 1 1 d . . . . .
H24 H 0.430965 0.107646 1.046008 0.041 Uiso 1 1 calc R U . . .
C25 C 0.3965(3) 0.1507(3) 0.9111(2) 0.0273(7) Uani 1 1 d . . . . .
C26 C 0.2514(3) 0.1091(3) 0.8932(2) 0.0266(7) Uani 1 1 d . . . . .
C27 C 0.2201(4) -0.0021(3) 0.8675(3) 0.0356(8) Uani 1 1 d . . . . .
H27 H 0.292262 -0.050378 0.860259 0.043 Uiso 1 1 calc R U . . .
C28 C 0.0859(4) -0.0444(3) 0.8523(3) 0.0376(9) Uani 1 1 d . . . . .
H28 H 0.065593 -0.120976 0.835027 0.045 Uiso 1 1 calc R U . . .
C29 C -0.0196(3) 0.0275(3) 0.8626(2) 0.0302(7) Uani 1 1 d . . . . .
C30 C 0.0107(4) 0.1391(3) 0.8863(3) 0.0400(9) Uani 1 1 d . . . . .
H30 H -0.061095 0.187822 0.891943 0.048 Uiso 1 1 calc R U . . .
C31 C 0.1455(4) 0.1798(3) 0.9019(3) 0.0390(9) Uani 1 1 d . . . . .
H31 H 0.165882 0.256494 0.918687 0.047 Uiso 1 1 calc R U . . .
C32 C -0.1605(4) -0.0142(3) 0.8456(2) 0.0348(8) Uani 1 1 d . . . . .
Cl1 Cl -0.02282(8) 0.73151(7) 0.60950(7) 0.0355(2) Uani 1 1 d . . . . .
O101 O 0.0812(3) 0.7688(2) 0.5472(2) 0.0556(8) Uani 1 1 d . . . . .
O102 O 0.0349(4) 0.7246(3) 0.7022(2) 0.0725(10) Uani 1 1 d . . . . .
O103 O -0.0822(3) 0.6263(2) 0.5734(2) 0.0629(9) Uani 1 1 d . . . . .
O104 O -0.1256(3) 0.8092(2) 0.6143(3) 0.0663(9) 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
Ni N9 1.887(2) . ?
Ni N3 1.887(2) . ?
Ni N7 1.924(3) . ?
Ni N11 1.928(3) . ?
Ni N1 1.931(2) . ?
Ni N5 1.964(2) . ?
S1 C8 1.722(4) . ?
S1 C7 1.724(3) . ?
S2 C23 1.725(3) . ?
S2 C24 1.739(3) . ?
N1 C1 1.336(4) . ?
N1 C4 1.364(4) . ?
N2 C3 1.333(4) . ?
N2 C2 1.338(4) . ?
N3 C5 1.307(4) . ?
N3 N4 1.345(3) . ?
N4 C7 1.347(4) . ?
N5 C7 1.346(4) . ?
N5 C9 1.402(4) . ?
N6 C16 1.141(4) . ?
N7 C17 1.327(4) . ?
N7 C20 1.364(4) . ?
N8 C18 1.326(4) . ?
N8 C19 1.334(4) . ?
N9 C21 1.302(4) . ?
N9 N10 1.361(3) . ?
N10 C23 1.339(4) . ?
N11 C23 1.348(4) . ?
N11 C25 1.387(4) . ?
N12 C32 1.141(4) . ?
C1 C2 1.383(4) . ?
C1 H1 0.9500 . ?
C2 H2 0.9500 . ?
C3 C4 1.392(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.448(4) . ?
C5 C6 1.493(4) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C8 C9 1.349(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.484(4) . ?
C10 C15 1.382(5) . ?
C10 C11 1.391(5) . ?
C11 C12 1.380(5) . ?
C11 H11 0.9500 . ?
C12 C13 1.396(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.383(5) . ?
C13 C16 1.445(4) . ?
C14 C15 1.396(5) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C17 C18 1.382(5) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C20 1.393(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.458(4) . ?
C21 C22 1.488(4) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C24 C25 1.345(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.484(4) . ?
C26 C27 1.383(5) . ?
C26 C31 1.392(5) . ?
C27 C28 1.383(5) . ?
C27 H27 0.9500 . ?
C28 C29 1.399(5) . ?
C28 H28 0.9500 . ?
C29 C30 1.381(5) . ?
C29 C32 1.444(5) . ?
C30 C31 1.383(5) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
Cl1 O103 1.421(3) . ?
Cl1 O104 1.425(3) . ?
Cl1 O102 1.425(3) . ?
Cl1 O101 1.425(3) . ?

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
N9 Ni N3 174.53(11) . . ?
N9 Ni N7 82.74(11) . . ?
N3 Ni N7 93.21(11) . . ?
N9 Ni N11 81.48(11) . . ?
N3 Ni N11 102.51(11) . . ?
N7 Ni N11 164.21(11) . . ?
N9 Ni N1 94.23(10) . . ?
N3 Ni N1 82.19(10) . . ?
N7 Ni N1 91.67(10) . . ?
N11 Ni N1 88.98(10) . . ?
N9 Ni N5 102.17(10) . . ?
N3 Ni N5 81.44(10) . . ?
N7 Ni N5 90.18(11) . . ?
N11 Ni N5 93.64(11) . . ?
N1 Ni N5 163.60(10) . . ?
C8 S1 C7 89.36(16) . . ?
C23 S2 C24 89.60(16) . . ?
C1 N1 C4 118.5(3) . . ?
C1 N1 Ni 128.8(2) . . ?
C4 N1 Ni 112.63(19) . . ?
C3 N2 C2 116.4(3) . . ?
C5 N3 N4 122.2(2) . . ?
C5 N3 Ni 118.3(2) . . ?
N4 N3 Ni 119.04(18) . . ?
N3 N4 C7 107.3(2) . . ?
C7 N5 C9 110.7(3) . . ?
C7 N5 Ni 107.2(2) . . ?
C9 N5 Ni 141.0(2) . . ?
C17 N7 C20 118.9(3) . . ?
C17 N7 Ni 128.6(2) . . ?
C20 N7 Ni 112.5(2) . . ?
C18 N8 C19 116.6(3) . . ?
C21 N9 N10 122.8(2) . . ?
C21 N9 Ni 117.9(2) . . ?
N10 N9 Ni 119.14(19) . . ?
C23 N10 N9 106.3(2) . . ?
C23 N11 C25 112.1(3) . . ?
C23 N11 Ni 108.6(2) . . ?
C25 N11 Ni 139.2(2) . . ?
N1 C1 C2 120.4(3) . . ?
N1 C1 H1 119.8 . . ?
C2 C1 H1 119.8 . . ?
N2 C2 C1 122.6(3) . . ?
N2 C2 H2 118.7 . . ?
C1 C2 H2 118.7 . . ?
N2 C3 C4 123.0(3) . . ?
N2 C3 H3 118.5 . . ?
C4 C3 H3 118.5 . . ?
N1 C4 C3 119.0(3) . . ?
N1 C4 C5 114.9(3) . . ?
C3 C4 C5 126.0(3) . . ?
N3 C5 C4 111.8(3) . . ?
N3 C5 C6 123.1(3) . . ?
C4 C5 C6 125.1(3) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N5 C7 N4 124.4(3) . . ?
N5 C7 S1 114.0(2) . . ?
N4 C7 S1 121.6(2) . . ?
C9 C8 S1 112.1(3) . . ?
C9 C8 H8 124.0 . . ?
S1 C8 H8 124.0 . . ?
C8 C9 N5 113.8(3) . . ?
C8 C9 C10 123.2(3) . . ?
N5 C9 C10 122.9(3) . . ?
C15 C10 C11 120.0(3) . . ?
C15 C10 C9 121.2(3) . . ?
C11 C10 C9 118.7(3) . . ?
C12 C11 C10 120.3(3) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C11 C12 C13 119.5(3) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 H12 120.3 . . ?
C14 C13 C12 120.6(3) . . ?
C14 C13 C16 119.3(3) . . ?
C12 C13 C16 120.1(3) . . ?
C13 C14 C15 119.4(3) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 H14 120.3 . . ?
C10 C15 C14 120.0(3) . . ?
C10 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
N6 C16 C13 179.3(4) . . ?
N7 C17 C18 119.8(3) . . ?
N7 C17 H17 120.1 . . ?
C18 C17 H17 120.1 . . ?
N8 C18 C17 123.3(3) . . ?
N8 C18 H18 118.4 . . ?
C17 C18 H18 118.4 . . ?
N8 C19 C20 122.4(3) . . ?
N8 C19 H19 118.8 . . ?
C20 C19 H19 118.8 . . ?
N7 C20 C19 119.0(3) . . ?
N7 C20 C21 114.7(3) . . ?
C19 C20 C21 126.3(3) . . ?
N9 C21 C20 112.1(3) . . ?
N9 C21 C22 123.7(3) . . ?
C20 C21 C22 124.1(3) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N10 C23 N11 124.2(3) . . ?
N10 C23 S2 123.0(2) . . ?
N11 C23 S2 112.8(2) . . ?
C25 C24 S2 111.5(3) . . ?
C25 C24 H24 124.3 . . ?
S2 C24 H24 124.3 . . ?
C24 C25 N11 113.9(3) . . ?
C24 C25 C26 124.6(3) . . ?
N11 C25 C26 121.4(3) . . ?
C27 C26 C31 119.1(3) . . ?
C27 C26 C25 119.7(3) . . ?
C31 C26 C25 121.2(3) . . ?
C28 C27 C26 121.3(3) . . ?
C28 C27 H27 119.3 . . ?
C26 C27 H27 119.3 . . ?
C27 C28 C29 118.9(3) . . ?
C27 C28 H28 120.6 . . ?
C29 C28 H28 120.6 . . ?
C30 C29 C28 120.3(3) . . ?
C30 C29 C32 119.7(3) . . ?
C28 C29 C32 120.0(3) . . ?
C29 C30 C31 120.1(3) . . ?
C29 C30 H30 120.0 . . ?
C31 C30 H30 120.0 . . ?
C30 C31 C26 120.3(3) . . ?
C30 C31 H31 119.8 . . ?
C26 C31 H31 119.8 . . ?
N12 C32 C29 179.6(4) . . ?
O103 Cl1 O104 109.44(19) . . ?
O103 Cl1 O102 110.1(2) . . ?
O104 Cl1 O102 109.5(2) . . ?
O103 Cl1 O101 109.74(19) . . ?
O104 Cl1 O101 108.39(18) . . ?
O102 Cl1 O101 109.7(2) . . ?

_refine_diff_density_max         1.008
_refine_diff_density_min         -0.595
_refine_diff_density_rms         0.083

####################################################################### 
# 
# 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_f_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 1960776'
loop_
_audit_author_name
_audit_author_address
'Paula Brandao'
;Department of Chemistry, CICECO, University of Aveiro, Aveiro
Portugal
;
_audit_update_record             
;
2019-12-13 deposited with the CCDC.	2021-06-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C51 H42 N20 O2 S5 Zn'
_chemical_formula_weight         1192.71

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/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'
'-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                   36.253(2)
_cell_length_b                   14.2625(8)
_cell_length_c                   25.1293(14)
_cell_angle_alpha                90
_cell_angle_beta                 125.4470(10)
_cell_angle_gamma                90
_cell_volume                     10585.1(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    548
_cell_measurement_theta_min      2.90
_cell_measurement_theta_max      25.10

_exptl_crystal_description       plate
_exptl_crystal_colour            bronze
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.497
_exptl_crystal_F_000             4912
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.725
_shelx_estimated_absorpt_T_min   0.869
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6613
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            51311
_diffrn_reflns_av_unetI/netI     0.0798
_diffrn_reflns_av_R_equivalents  0.0967
_diffrn_reflns_limit_h_min       -44
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.379
_diffrn_reflns_theta_max         25.716
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             10099
_reflns_number_gt                6320
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0438P)²+29.4029P] 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         10099
_refine_ls_number_parameters     737
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1126
_refine_ls_R_factor_gt           0.0540
_refine_ls_wR_factor_ref         0.1348
_refine_ls_wR_factor_gt          0.1097
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.035
_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
Zn Zn 0.18780(2) 0.01776(3) 0.68474(2) 0.02895(14) Uani 1 1 d . . . . .
S1 S 0.27148(4) 0.19519(8) 0.63877(6) 0.0387(3) Uani 1 1 d . . . . .
S2 S 0.24001(5) 0.05285(11) 0.90435(7) 0.0605(4) Uani 1 1 d . . . . .
S3 S 0.03334(4) 0.07672(9) 0.58714(7) 0.0520(4) Uani 1 1 d . . . . .
N1 N 0.17390(11) -0.1348(2) 0.67582(16) 0.0303(8) Uani 1 1 d . . . . .
N2 N 0.17049(13) -0.3300(2) 0.67357(18) 0.0397(9) Uani 1 1 d . . . . .
N3 N 0.22320(11) -0.0423(2) 0.65104(16) 0.0276(8) Uani 1 1 d . . . . .
N4 N 0.24711(11) 0.0178(2) 0.63983(17) 0.0297(8) Uani 1 1 d D . . . .
H4 H 0.2636(11) 0.001(3) 0.6255(18) 0.035(12) Uiso 1 1 d D . . . .
N5 N 0.21743(11) 0.1398(2) 0.66826(16) 0.0274(8) Uani 1 1 d . . . . .
N6 N 0.10080(15) 0.4869(3) 0.7615(2) 0.0564(12) Uani 1 1 d . . . . .
N7 N 0.21783(12) 0.0249(2) 0.78084(19) 0.0336(8) Uani 1 1 d . . . . .
N8 N 0.12439(12) 0.0528(2) 0.64088(18) 0.0365(9) Uani 1 1 d . . . . .
C1 C 0.15006(15) -0.1809(3) 0.6912(2) 0.0354(11) Uani 1 1 d . . . . .
H1 H 0.133587 -0.146637 0.703446 0.043 Uiso 1 1 calc R U . . .
C2 C 0.14806(16) -0.2791(3) 0.6903(2) 0.0417(12) Uani 1 1 d . . . . .
H2 H 0.130372 -0.309701 0.701904 0.050 Uiso 1 1 calc R U . . .
C3 C 0.19416(14) -0.2828(3) 0.6570(2) 0.0361(11) Uani 1 1 d . . . . .
H3 H 0.210369 -0.317191 0.644338 0.043 Uiso 1 1 calc R U . . .
C4 C 0.19613(13) -0.1856(3) 0.6573(2) 0.0280(9) Uani 1 1 d . . . . .
C5 C 0.22233(13) -0.1314(3) 0.6404(2) 0.0297(10) Uani 1 1 d . . . . .
C6 C 0.24464(15) -0.1755(3) 0.6122(2) 0.0388(11) Uani 1 1 d . . . . .
H6A H 0.230131 -0.153325 0.567323 0.058 Uiso 1 1 calc R U . . .
H6B H 0.241700 -0.243860 0.612079 0.058 Uiso 1 1 calc R U . . .
H6C H 0.276785 -0.158495 0.638616 0.058 Uiso 1 1 calc R U . . .
C7 C 0.24274(13) 0.1106(3) 0.64996(19) 0.0283(10) Uani 1 1 d . . . . .
C8 C 0.24682(15) 0.2774(3) 0.6585(2) 0.0376(11) Uani 1 1 d . . . . .
H8 H 0.251756 0.342986 0.659337 0.045 Uiso 1 1 calc R U . . .
C9 C 0.21932(14) 0.2380(3) 0.6727(2) 0.0291(10) Uani 1 1 d . . . . .
C10 C 0.19302(14) 0.2902(3) 0.6907(2) 0.0302(10) Uani 1 1 d . . . . .
C11 C 0.18763(14) 0.3877(3) 0.6804(2) 0.0367(11) Uani 1 1 d . . . . .
H11 H 0.200301 0.418789 0.661108 0.044 Uiso 1 1 calc R U . . .
C12 C 0.16386(15) 0.4385(3) 0.6985(2) 0.0398(11) Uani 1 1 d . . . . .
H12 H 0.160873 0.504466 0.692080 0.048 Uiso 1 1 calc R U . . .
C13 C 0.14447(14) 0.3944(3) 0.7256(2) 0.0346(10) Uani 1 1 d . . . . .
C14 C 0.14953(17) 0.2980(3) 0.7353(2) 0.0444(12) Uani 1 1 d . . . . .
H14 H 0.136107 0.266720 0.753509 0.053 Uiso 1 1 calc R U . . .
C15 C 0.17378(16) 0.2477(3) 0.7188(2) 0.0398(11) Uani 1 1 d . . . . .
H15 H 0.177495 0.182142 0.726893 0.048 Uiso 1 1 calc R U . . .
C16 C 0.11969(16) 0.4472(3) 0.7449(2) 0.0421(12) Uani 1 1 d . . . . .
C17 C 0.22639(14) 0.0361(3) 0.8300(2) 0.0331(10) Uani 1 1 d . . . . .
C18 C 0.08667(16) 0.0630(3) 0.6195(2) 0.0316(10) Uani 1 1 d . . . . .
S4 S 0.42554(4) 0.70788(7) 0.48606(5) 0.0335(3) Uani 1 1 d . . . . .
N9 N 0.40986(13) 1.1354(2) 0.47623(18) 0.0389(9) Uani 1 1 d . . . . .
N10 N 0.45939(14) 1.0632(3) 0.4312(2) 0.0491(11) Uani 1 1 d . . . . .
N11 N 0.39778(12) 0.8924(2) 0.48884(17) 0.0345(9) Uani 1 1 d . . . . .
N12 N 0.37658(13) 0.8291(2) 0.50307(19) 0.0367(9) Uani 1 1 d D . . . .
H12A H 0.3603(12) 0.844(3) 0.5185(19) 0.040(13) Uiso 1 1 d D . . . .
N13 N 0.36659(11) 0.6667(2) 0.50981(16) 0.0306(8) Uani 1 1 d . . . . .
N14 N 0.29971(14) 0.1686(3) 0.5312(2) 0.0479(11) Uani 1 1 d . . . . .
C19 C 0.43031(16) 1.1906(3) 0.4573(2) 0.0446(12) Uani 1 1 d . . . . .
H19 H 0.427623 1.256693 0.458740 0.054 Uiso 1 1 calc R U . . .
C20 C 0.45486(17) 1.1559(3) 0.4360(2) 0.0460(12) Uani 1 1 d . . . . .
H20 H 0.469139 1.198605 0.424285 0.055 Uiso 1 1 calc R U . . .
C21 C 0.43904(15) 1.0076(3) 0.4500(2) 0.0409(11) Uani 1 1 d . . . . .
H21 H 0.441623 0.941625 0.448126 0.049 Uiso 1 1 calc R U . . .
C22 C 0.41431(15) 1.0424(3) 0.4721(2) 0.0346(11) Uani 1 1 d . . . . .
C23 C 0.39116(14) 0.9798(3) 0.4913(2) 0.0324(10) Uani 1 1 d . . . . .
C24 C 0.36261(16) 1.0207(3) 0.5101(3) 0.0484(13) Uani 1 1 d . . . . .
H24A H 0.330623 1.008834 0.475491 0.073 Uiso 1 1 calc R U . . .
H24B H 0.367875 1.088457 0.516487 0.073 Uiso 1 1 calc R U . . .
H24C H 0.370488 0.991813 0.550883 0.073 Uiso 1 1 calc R U . . .
C25 C 0.38580(14) 0.7366(3) 0.5011(2) 0.0317(10) Uani 1 1 d . . . . .
C26 C 0.41527(14) 0.5919(3) 0.4919(2) 0.0323(10) Uani 1 1 d . . . . .
H26 H 0.429926 0.540690 0.487183 0.039 Uiso 1 1 calc R U . . .
C27 C 0.38363(14) 0.5827(3) 0.5042(2) 0.0297(10) Uani 1 1 d . . . . .
C28 C 0.36587(13) 0.4935(3) 0.51082(19) 0.0295(10) Uani 1 1 d . . . . .
C29 C 0.37948(14) 0.4075(3) 0.5010(2) 0.0331(10) Uani 1 1 d . . . . .
H29 H 0.400466 0.406237 0.489936 0.040 Uiso 1 1 calc R U . . .
C30 C 0.36285(15) 0.3241(3) 0.5072(2) 0.0356(11) Uani 1 1 d . . . . .
H30 H 0.372725 0.266130 0.500970 0.043 Uiso 1 1 calc R U . . .
C31 C 0.33183(14) 0.3251(3) 0.5225(2) 0.0317(10) Uani 1 1 d . . . . .
C32 C 0.31775(14) 0.4108(3) 0.5323(2) 0.0348(11) Uani 1 1 d . . . . .
H32 H 0.296592 0.411907 0.543062 0.042 Uiso 1 1 calc R U . . .
C33 C 0.33459(14) 0.4929(3) 0.5263(2) 0.0352(10) Uani 1 1 d . . . . .
H33 H 0.324769 0.550791 0.532837 0.042 Uiso 1 1 calc R U . . .
C34 C 0.31365(15) 0.2379(3) 0.5277(2) 0.0382(11) Uani 1 1 d . . . . .
S5 S 0.49744(4) -0.15140(8) 0.65320(6) 0.0387(3) Uani 1 1 d . . . . .
N15 N 0.47955(13) 0.2756(2) 0.6422(2) 0.0459(10) Uani 1 1 d . . . . .
N16 N 0.53600(14) 0.2058(3) 0.6092(2) 0.0527(11) Uani 1 1 d . . . . .
N17 N 0.47049(12) 0.0329(2) 0.65885(18) 0.0393(9) Uani 1 1 d . . . . .
N18 N 0.44918(13) -0.0312(2) 0.6729(2) 0.0410(10) Uani 1 1 d D . . . .
H18A H 0.4341(13) -0.015(3) 0.690(2) 0.051(15) Uiso 1 1 d D . . . .
N19 N 0.43914(12) -0.1931(2) 0.67759(17) 0.0346(9) Uani 1 1 d . . . . .
N20 N 0.37384(19) -0.6874(3) 0.7054(3) 0.0756(16) Uani 1 1 d . . . . .
C35 C 0.50080(18) 0.3321(3) 0.6246(3) 0.0520(14) Uani 1 1 d . . . . .
H35 H 0.496639 0.397987 0.623819 0.062 Uiso 1 1 calc R U . . .
C36 C 0.52776(17) 0.2981(3) 0.6081(3) 0.0509(13) Uani 1 1 d . . . . .
H36 H 0.541343 0.340837 0.595241 0.061 Uiso 1 1 calc R U . . .
C37 C 0.51498(16) 0.1495(3) 0.6257(2) 0.0436(12) Uani 1 1 d . . . . .
H37 H 0.519300 0.083669 0.626325 0.052 Uiso 1 1 calc R U . . .
C38 C 0.48669(15) 0.1838(3) 0.6422(2) 0.0372(11) Uani 1 1 d . . . . .
C39 C 0.46318(15) 0.1209(3) 0.6606(2) 0.0380(11) Uani 1 1 d . . . . .
C40 C 0.43287(17) 0.1609(3) 0.6772(3) 0.0514(14) Uani 1 1 d . . . . .
H40A H 0.401234 0.154873 0.639470 0.077 Uiso 1 1 calc R U . . .
H40B H 0.440156 0.227272 0.688609 0.077 Uiso 1 1 calc R U . . .
H40C H 0.437377 0.126752 0.714393 0.077 Uiso 1 1 calc R U . . .
C41 C 0.45857(15) -0.1235(3) 0.6697(2) 0.0343(10) Uani 1 1 d . . . . .
C42 C 0.48727(14) -0.2678(3) 0.6587(2) 0.0355(11) Uani 1 1 d . . . . .
H42 H 0.501473 -0.318757 0.652783 0.043 Uiso 1 1 calc R U . . .
C43 C 0.45634(14) -0.2775(3) 0.6724(2) 0.0323(10) Uani 1 1 d . . . . .
C44 C 0.44020(14) -0.3659(3) 0.6815(2) 0.0315(10) Uani 1 1 d . . . . .
C45 C 0.45271(15) -0.4528(3) 0.6705(2) 0.0360(11) Uani 1 1 d . . . . .
H45 H 0.472501 -0.454783 0.657229 0.043 Uiso 1 1 calc R U . . .
C46 C 0.43693(15) -0.5349(3) 0.6784(2) 0.0392(11) Uani 1 1 d . . . . .
H46 H 0.445595 -0.593015 0.670249 0.047 Uiso 1 1 calc R U . . .
C47 C 0.40846(16) -0.5339(3) 0.6982(2) 0.0375(11) Uani 1 1 d . . . . .
C48 C 0.39604(17) -0.4481(3) 0.7106(2) 0.0465(12) Uani 1 1 d . . . . .
H48 H 0.376571 -0.446510 0.724445 0.056 Uiso 1 1 calc R U . . .
C49 C 0.41237(16) -0.3659(3) 0.7026(2) 0.0437(12) Uani 1 1 d . . . . .
H49 H 0.404348 -0.307823 0.711860 0.052 Uiso 1 1 calc R U . . .
C50 C 0.3894(2) -0.6191(3) 0.7025(3) 0.0538(14) Uani 1 1 d . . . . .
C100 C 0.3163(2) -0.2367(6) 0.5713(4) 0.128(4) Uani 1 1 d D . . . .
H10A H 0.317156 -0.264336 0.607675 0.193 Uiso 1 1 calc R U . . .
H10B H 0.327545 -0.282424 0.554714 0.193 Uiso 1 1 calc R U . . .
H10C H 0.285126 -0.219409 0.536285 0.193 Uiso 1 1 calc R U . . .
O100 O 0.34502(12) -0.1529(2) 0.5940(2) 0.0671(12) Uani 1 1 d D . . . .
H100 H 0.370279 -0.165211 0.628857 0.080 Uiso 1 1 calc R U . . .
O200 O 0.29058(13) -0.0047(2) 0.5819(2) 0.0537(10) Uani 1 1 d D . . . .
H20A H 0.2935(17) 0.040(2) 0.564(2) 0.060(17) Uiso 1 1 d D . . . .
H20B H 0.3089(13) -0.045(3) 0.587(2) 0.058(17) 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
Zn N8 1.952(4) . ?
Zn N7 1.995(4) . ?
Zn N3 2.088(3) . ?
Zn N5 2.207(3) . ?
Zn N1 2.215(3) . ?
S1 C8 1.713(4) . ?
S1 C7 1.721(4) . ?
S2 C17 1.649(5) . ?
S3 C18 1.617(5) . ?
N1 C1 1.311(5) . ?
N1 C4 1.351(5) . ?
N2 C2 1.328(6) . ?
N2 C3 1.334(5) . ?
N3 C5 1.296(5) . ?
N3 N4 1.360(4) . ?
N4 C7 1.374(5) . ?
N4 H4 0.892(10) . ?
N5 C7 1.310(5) . ?
N5 C9 1.404(5) . ?
N6 C16 1.137(6) . ?
N7 C17 1.097(5) . ?
N8 C18 1.152(5) . ?
C1 C2 1.402(6) . ?
C1 H1 0.9500 . ?
C2 H2 0.9500 . ?
C3 C4 1.388(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.466(6) . ?
C5 C6 1.489(6) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C8 C9 1.361(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.472(6) . ?
C10 C15 1.388(6) . ?
C10 C11 1.407(6) . ?
C11 C12 1.388(6) . ?
C11 H11 0.9500 . ?
C12 C13 1.381(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.390(6) . ?
C13 C16 1.455(6) . ?
C14 C15 1.371(6) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
S4 C26 1.721(4) . ?
S4 C25 1.736(4) . ?
N9 C19 1.343(5) . ?
N9 C22 1.348(5) . ?
N10 C21 1.341(5) . ?
N10 C20 1.346(6) . ?
N11 C23 1.278(5) . ?
N11 N12 1.360(5) . ?
N12 C25 1.369(5) . ?
N12 H12A 0.899(10) . ?
N13 C25 1.306(5) . ?
N13 C27 1.393(5) . ?
N14 C34 1.137(5) . ?
C19 C20 1.369(6) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 C22 1.391(6) . ?
C21 H21 0.9500 . ?
C22 C23 1.484(6) . ?
C23 C24 1.485(6) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C26 C27 1.355(6) . ?
C26 H26 0.9500 . ?
C27 C28 1.478(5) . ?
C28 C33 1.397(6) . ?
C28 C29 1.397(5) . ?
C29 C30 1.382(6) . ?
C29 H29 0.9500 . ?
C30 C31 1.383(6) . ?
C30 H30 0.9500 . ?
C31 C32 1.400(6) . ?
C31 C34 1.448(6) . ?
C32 C33 1.369(6) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
S5 C42 1.724(4) . ?
S5 C41 1.729(4) . ?
N15 C38 1.334(5) . ?
N15 C35 1.355(6) . ?
N16 C37 1.329(6) . ?
N16 C36 1.347(6) . ?
N17 C39 1.288(5) . ?
N17 N18 1.370(5) . ?
N18 C41 1.375(5) . ?
N18 H18A 0.904(10) . ?
N19 C41 1.297(5) . ?
N19 C43 1.396(5) . ?
N20 C50 1.149(6) . ?
C35 C36 1.355(7) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C37 C38 1.399(6) . ?
C37 H37 0.9500 . ?
C38 C39 1.484(6) . ?
C39 C40 1.497(6) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C42 C43 1.359(6) . ?
C42 H42 0.9500 . ?
C43 C44 1.462(6) . ?
C44 C49 1.387(6) . ?
C44 C45 1.402(6) . ?
C45 C46 1.367(6) . ?
C45 H45 0.9500 . ?
C46 C47 1.382(6) . ?
C46 H46 0.9500 . ?
C47 C48 1.400(6) . ?
C47 C50 1.433(6) . ?
C48 C49 1.380(6) . ?
C48 H48 0.9500 . ?
C49 H49 0.9500 . ?
C100 O100 1.466(7) . ?
C100 H10A 0.9800 . ?
C100 H10B 0.9800 . ?
C100 H10C 0.9800 . ?
O100 H100 0.8400 . ?
O200 H20A 0.827(10) . ?
O200 H20B 0.827(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
N8 Zn N7 107.92(15) . . ?
N8 Zn N3 132.51(14) . . ?
N7 Zn N3 118.67(13) . . ?
N8 Zn N5 103.55(13) . . ?
N7 Zn N5 101.75(13) . . ?
N3 Zn N5 76.50(12) . . ?
N8 Zn N1 94.01(13) . . ?
N7 Zn N1 96.03(13) . . ?
N3 Zn N1 73.35(12) . . ?
N5 Zn N1 149.60(13) . . ?
C8 S1 C7 88.0(2) . . ?
C1 N1 C4 117.4(4) . . ?
C1 N1 Zn 127.8(3) . . ?
C4 N1 Zn 114.5(3) . . ?
C2 N2 C3 116.5(4) . . ?
C5 N3 N4 121.2(4) . . ?
C5 N3 Zn 122.6(3) . . ?
N4 N3 Zn 116.2(2) . . ?
N3 N4 C7 114.4(3) . . ?
N3 N4 H4 125(3) . . ?
C7 N4 H4 121(3) . . ?
C7 N5 C9 109.5(3) . . ?
C7 N5 Zn 109.4(3) . . ?
C9 N5 Zn 141.1(3) . . ?
C17 N7 Zn 166.0(4) . . ?
C18 N8 Zn 170.5(4) . . ?
N1 C1 C2 122.3(4) . . ?
N1 C1 H1 118.9 . . ?
C2 C1 H1 118.9 . . ?
N2 C2 C1 121.0(4) . . ?
N2 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
N2 C3 C4 122.8(4) . . ?
N2 C3 H3 118.6 . . ?
C4 C3 H3 118.6 . . ?
N1 C4 C3 119.9(4) . . ?
N1 C4 C5 115.7(3) . . ?
C3 C4 C5 124.3(4) . . ?
N3 C5 C4 113.5(4) . . ?
N3 C5 C6 123.9(4) . . ?
C4 C5 C6 122.5(4) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N5 C7 N4 123.4(4) . . ?
N5 C7 S1 116.6(3) . . ?
N4 C7 S1 119.9(3) . . ?
C9 C8 S1 112.2(3) . . ?
C9 C8 H8 123.9 . . ?
S1 C8 H8 123.9 . . ?
C8 C9 N5 113.6(4) . . ?
C8 C9 C10 125.1(4) . . ?
N5 C9 C10 121.3(4) . . ?
C15 C10 C11 117.9(4) . . ?
C15 C10 C9 122.8(4) . . ?
C11 C10 C9 119.3(4) . . ?
C12 C11 C10 120.2(4) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C13 C12 C11 120.9(4) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C12 C13 C14 119.0(4) . . ?
C12 C13 C16 121.3(4) . . ?
C14 C13 C16 119.8(4) . . ?
C15 C14 C13 120.4(4) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C14 C15 C10 121.7(4) . . ?
C14 C15 H15 119.1 . . ?
C10 C15 H15 119.1 . . ?
N6 C16 C13 178.2(5) . . ?
N7 C17 S2 179.2(4) . . ?
N8 C18 S3 178.2(4) . . ?
C26 S4 C25 87.7(2) . . ?
C19 N9 C22 115.8(4) . . ?
C21 N10 C20 115.4(4) . . ?
C23 N11 N12 118.9(4) . . ?
N11 N12 C25 116.2(4) . . ?
N11 N12 H12A 125(3) . . ?
C25 N12 H12A 119(3) . . ?
C25 N13 C27 109.2(3) . . ?
N9 C19 C20 122.9(4) . . ?
N9 C19 H19 118.5 . . ?
C20 C19 H19 118.5 . . ?
N10 C20 C19 122.0(4) . . ?
N10 C20 H20 119.0 . . ?
C19 C20 H20 119.0 . . ?
N10 C21 C22 122.9(4) . . ?
N10 C21 H21 118.5 . . ?
C22 C21 H21 118.5 . . ?
N9 C22 C21 120.9(4) . . ?
N9 C22 C23 116.9(4) . . ?
C21 C22 C23 122.2(4) . . ?
N11 C23 C22 114.4(4) . . ?
N11 C23 C24 125.7(4) . . ?
C22 C23 C24 119.8(4) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N13 C25 N12 124.3(4) . . ?
N13 C25 S4 116.6(3) . . ?
N12 C25 S4 119.1(3) . . ?
C27 C26 S4 111.4(3) . . ?
C27 C26 H26 124.3 . . ?
S4 C26 H26 124.3 . . ?
C26 C27 N13 115.1(4) . . ?
C26 C27 C28 126.1(4) . . ?
N13 C27 C28 118.7(4) . . ?
C33 C28 C29 118.1(4) . . ?
C33 C28 C27 120.9(4) . . ?
C29 C28 C27 121.0(4) . . ?
C30 C29 C28 120.9(4) . . ?
C30 C29 H29 119.5 . . ?
C28 C29 H29 119.5 . . ?
C29 C30 C31 120.0(4) . . ?
C29 C30 H30 120.0 . . ?
C31 C30 H30 120.0 . . ?
C30 C31 C32 119.7(4) . . ?
C30 C31 C34 120.1(4) . . ?
C32 C31 C34 120.1(4) . . ?
C33 C32 C31 119.7(4) . . ?
C33 C32 H32 120.1 . . ?
C31 C32 H32 120.1 . . ?
C32 C33 C28 121.5(4) . . ?
C32 C33 H33 119.3 . . ?
C28 C33 H33 119.3 . . ?
N14 C34 C31 178.6(5) . . ?
C42 S5 C41 87.8(2) . . ?
C38 N15 C35 115.9(4) . . ?
C37 N16 C36 115.9(4) . . ?
C39 N17 N18 118.9(4) . . ?
N17 N18 C41 115.3(4) . . ?
N17 N18 H18A 123(3) . . ?
C41 N18 H18A 121(3) . . ?
C41 N19 C43 109.5(4) . . ?
C36 C35 N15 122.4(4) . . ?
C36 C35 H35 118.8 . . ?
N15 C35 H35 118.8 . . ?
N16 C36 C35 122.3(5) . . ?
N16 C36 H36 118.8 . . ?
C35 C36 H36 118.8 . . ?
N16 C37 C38 122.2(4) . . ?
N16 C37 H37 118.9 . . ?
C38 C37 H37 118.9 . . ?
N15 C38 C37 121.3(4) . . ?
N15 C38 C39 116.5(4) . . ?
C37 C38 C39 122.2(4) . . ?
N17 C39 C38 114.3(4) . . ?
N17 C39 C40 125.4(4) . . ?
C38 C39 C40 120.2(4) . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
N19 C41 N18 123.2(4) . . ?
N19 C41 S5 116.8(3) . . ?
N18 C41 S5 119.9(3) . . ?
C43 C42 S5 111.3(3) . . ?
C43 C42 H42 124.3 . . ?
S5 C42 H42 124.3 . . ?
C42 C43 N19 114.5(4) . . ?
C42 C43 C44 126.2(4) . . ?
N19 C43 C44 119.3(4) . . ?
C49 C44 C45 117.8(4) . . ?
C49 C44 C43 120.4(4) . . ?
C45 C44 C43 121.9(4) . . ?
C46 C45 C44 121.2(4) . . ?
C46 C45 H45 119.4 . . ?
C44 C45 H45 119.4 . . ?
C45 C46 C47 120.5(4) . . ?
C45 C46 H46 119.8 . . ?
C47 C46 H46 119.8 . . ?
C46 C47 C48 119.6(4) . . ?
C46 C47 C50 120.8(4) . . ?
C48 C47 C50 119.5(4) . . ?
C49 C48 C47 119.3(4) . . ?
C49 C48 H48 120.4 . . ?
C47 C48 H48 120.4 . . ?
C48 C49 C44 121.7(4) . . ?
C48 C49 H49 119.2 . . ?
C44 C49 H49 119.2 . . ?
N20 C50 C47 179.4(9) . . ?
O100 C100 H10A 109.5 . . ?
O100 C100 H10B 109.5 . . ?
H10A C100 H10B 109.5 . . ?
O100 C100 H10C 109.5 . . ?
H10A C100 H10C 109.5 . . ?
H10B C100 H10C 109.5 . . ?
C100 O100 H100 109.5 . . ?
H20A O200 H20B 105(5) . . ?

_refine_diff_density_max         0.713
_refine_diff_density_min         -0.673
_refine_diff_density_rms         0.076

