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

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

data_cu95
_database_code_depnum_ccdc_archive 'CCDC 1493331'
_audit_update_record             
;
2016-07-14 deposited with the CCDC.
2016-10-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H14 Cu N6 O S2'
_chemical_formula_sum            'C10 H14 Cu N6 O S2'
_chemical_formula_weight         361.93

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'
Cu Cu 0.3201 1.2651 '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'

_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                   18.855(2)
_cell_length_b                   5.6220(4)
_cell_length_c                   16.886(2)
_cell_angle_alpha                90
_cell_angle_beta                 121.342(17)
_cell_angle_gamma                90
_cell_volume                     1528.8(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    1245
_cell_measurement_theta_min      3.4738
_cell_measurement_theta_max      29.2421

_exptl_crystal_description       plate
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.573
_exptl_crystal_F_000             740
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    1.705
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.35357
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'Blessing, Acta Cryst. A51 (1995) 33-38'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Oxford Diffraction Gemini A Ultra'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3669
_diffrn_reflns_av_unetI/netI     0.0451
_diffrn_reflns_av_R_equivalents  0.0368
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.839
_diffrn_reflns_theta_max         25.049
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.970
_reflns_number_total             1344
_reflns_number_gt                1140
_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       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Mercury(Macrae, J.Appl.Cryst.41(2008)466-470'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_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)+(0.0417P)²] 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     SHELXL
_refine_ls_extinction_coef       0.0078(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1344
_refine_ls_number_parameters     96
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0440
_refine_ls_R_factor_gt           0.0348
_refine_ls_wR_factor_ref         0.0837
_refine_ls_wR_factor_gt          0.0794
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.0000 0.5000 0.0000 0.0269(2) Uani 1 2 d S . P . .
N1 N 0.08667(14) 0.5436(4) 0.13521(16) 0.0301(6) Uani 1 1 d . . . . .
N2 N 0.09658(14) 0.3936(4) 0.20285(15) 0.0311(6) Uani 1 1 d . . . . .
H2A H 0.0659 0.2709 0.1933 0.037 Uiso 1 1 calc R U . . .
C1 C 0.14603(17) 0.7046(5) 0.1784(2) 0.0365(7) Uani 1 1 d . . . . .
H1 H 0.1550 0.8315 0.1494 0.044 Uiso 1 1 calc R U . . .
C2 C 0.19312(18) 0.6584(6) 0.2729(2) 0.0381(7) Uani 1 1 d . . . . .
H2 H 0.2380 0.7460 0.3177 0.046 Uiso 1 1 calc R U . . .
C3 C 0.16006(18) 0.4588(5) 0.2867(2) 0.0308(7) Uani 1 1 d . . . . .
C4 C 0.1835(2) 0.3203(6) 0.3720(2) 0.0458(8) Uani 1 1 d . . . . .
H4A H 0.2330 0.3867 0.4235 0.069 Uiso 1 1 calc R U . . .
H4B H 0.1935 0.1578 0.3633 0.069 Uiso 1 1 calc R U . . .
H4C H 0.1392 0.3272 0.3842 0.069 Uiso 1 1 calc R U . . .
C99 C -0.07261(17) 0.0394(5) 0.03069(19) 0.0238(6) Uani 1 1 d . . . . .
N99 N -0.04195(14) 0.2173(4) 0.03049(16) 0.0318(6) Uani 1 1 d . . . . .
S99 S -0.11602(5) -0.20931(13) 0.03227(5) 0.0370(3) Uani 1 1 d . . . . .
O1 O 0.0000 0.0184(6) 0.2500 0.0617(11) Uani 1 2 d S T P . .
H1O H -0.0303 -0.1190 0.2013 0.20(3) Uiso 1 1 d R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N99 1.960(2) . ?
Cu1 N99 1.960(2) 5_565 ?
Cu1 N1 2.015(2) 5_565 ?
Cu1 N1 2.015(2) . ?
N1 C1 1.324(4) . ?
N1 N2 1.352(3) . ?
N2 C3 1.345(4) . ?
C1 C2 1.389(4) . ?
C2 C3 1.361(4) . ?
C3 C4 1.488(4) . ?
C99 N99 1.156(3) . ?
C99 S99 1.628(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
N99 Cu1 N99 180.0 . 5_565 ?
N99 Cu1 N1 89.92(9) . 5_565 ?
N99 Cu1 N1 90.08(9) 5_565 5_565 ?
N99 Cu1 N1 90.08(9) . . ?
N99 Cu1 N1 89.92(9) 5_565 . ?
N1 Cu1 N1 180.0 5_565 . ?
C1 N1 N2 104.8(2) . . ?
C1 N1 Cu1 131.5(2) . . ?
N2 N1 Cu1 123.73(17) . . ?
C3 N2 N1 112.1(2) . . ?
N1 C1 C2 110.9(3) . . ?
C3 C2 C1 105.9(3) . . ?
N2 C3 C2 106.3(2) . . ?
N2 C3 C4 122.0(3) . . ?
C2 C3 C4 131.7(3) . . ?
N99 C99 S99 179.1(3) . . ?
C99 N99 Cu1 166.7(2) . . ?

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
O1 H1O S99 1.05 2.49 3.4022(17) 143.9 .
N2 H2A O1 0.86 2.39 3.148(3) 147.2 .
N2 H2A N99 0.86 2.44 2.893(3) 113.2 .

_refine_diff_density_max         0.469
_refine_diff_density_min         -0.449
_refine_diff_density_rms         0.088

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_cu141
_database_code_depnum_ccdc_archive 'CCDC 1493332'
_audit_update_record             
;
2016-07-14 deposited with the CCDC.
2016-10-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H56 Cu3 N18 O2 S6'
_chemical_formula_sum            'C38 H56 Cu3 N18 O2 S6'
_chemical_formula_weight         1179.98

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'
Cu Cu 0.3201 1.2651 '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'
O O 0.0106 0.0060 '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                   9.8235(5)
_cell_length_b                   10.5552(6)
_cell_length_c                   15.0423(6)
_cell_angle_alpha                77.423(4)
_cell_angle_beta                 79.796(4)
_cell_angle_gamma                63.616(6)
_cell_volume                     1357.95(13)
_cell_formula_units_Z            1
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    4126
_cell_measurement_theta_min      3.7880
_cell_measurement_theta_max      28.1120

_exptl_crystal_description       plate
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_F_000             609
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    1.445
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.65544
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'Blessing, Acta Cryst. A51 (1995) 33-38'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Oxford Diffraction Gemini A Ultra'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11700
_diffrn_reflns_av_unetI/netI     0.0513
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.462
_diffrn_reflns_theta_max         25.050
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.980
_reflns_number_total             4806
_reflns_number_gt                3526
_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       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    
'Mercury (Macrae, J.Appl.Cryst. 41 (2008) 466-470'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_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)+(0.0420P)²] 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         4806
_refine_ls_number_parameters     312
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0344
_refine_ls_wR_factor_ref         0.0835
_refine_ls_wR_factor_gt          0.0778
_refine_ls_goodness_of_fit_ref   0.951
_refine_ls_restrained_S_all      0.951
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.14436(4) 0.90566(3) 0.14443(2) 0.03613(12) Uani 1 1 d . . . . .
Cu2 Cu 0.5000 0.5000 0.5000 0.04116(15) Uani 1 2 d S . P . .
N1 N -0.0254(3) 0.9109(2) 0.23791(15) 0.0404(6) Uani 1 1 d . . . . .
N2 N -0.0204(3) 0.7931(3) 0.29822(15) 0.0456(6) Uani 1 1 d . . . . .
H2 H 0.0510 0.7085 0.2955 0.055 Uiso 1 1 calc R U . . .
N3 N 0.3165(3) 0.8885(2) 0.04905(14) 0.0389(6) Uani 1 1 d . . . . .
N4 N 0.4603(3) 0.7873(2) 0.06110(15) 0.0423(6) Uani 1 1 d . . . . .
H4 H 0.4866 0.7288 0.1112 0.051 Uiso 1 1 calc R U . . .
N5 N 0.2983(3) 0.6069(3) 0.56773(15) 0.0441(6) Uani 1 1 d . . . . .
N6 N 0.2639(3) 0.5739(3) 0.65770(16) 0.0503(7) Uani 1 1 d . . . . .
H6A H 0.3260 0.5043 0.6929 0.060 Uiso 1 1 calc R U . . .
C1 C -0.1386(4) 0.8230(3) 0.36238(19) 0.0441(8) Uani 1 1 d . . . . .
C2 C -0.2275(4) 0.9687(3) 0.34406(19) 0.0451(8) Uani 1 1 d . . . . .
C3 C -0.1515(4) 1.0171(3) 0.26595(19) 0.0445(8) Uani 1 1 d . . . . .
H3 H -0.1853 1.1119 0.2374 0.053 Uiso 1 1 calc R U . . .
C4 C -0.3722(4) 1.0573(4) 0.3955(2) 0.0711(11) Uani 1 1 d . . . . .
H4A H -0.4456 1.0189 0.3994 0.107 Uiso 1 1 calc R U . . .
H4B H -0.4119 1.1542 0.3640 0.107 Uiso 1 1 calc R U . . .
H4C H -0.3519 1.0557 0.4559 0.107 Uiso 1 1 calc R U . . .
C5 C -0.1574(5) 0.7085(4) 0.4337(2) 0.0656(10) Uani 1 1 d . . . . .
H5A H -0.1590 0.6365 0.4049 0.098 Uiso 1 1 calc R U . . .
H5B H -0.2515 0.7490 0.4709 0.098 Uiso 1 1 calc R U . . .
H5C H -0.0737 0.6661 0.4712 0.098 Uiso 1 1 calc R U . . .
C6 C 0.3267(4) 0.9545(3) -0.03680(17) 0.0420(7) Uani 1 1 d . . . . .
H6 H 0.2450 1.0302 -0.0650 0.050 Uiso 1 1 calc R U . . .
C7 C 0.4731(4) 0.8969(3) -0.07853(18) 0.0407(7) Uani 1 1 d . . . . .
C8 C 0.5572(4) 0.7886(3) -0.0138(2) 0.0432(8) Uani 1 1 d . . . . .
C9 C 0.5310(5) 0.9406(4) -0.1737(2) 0.0661(11) Uani 1 1 d . . . . .
H9A H 0.4523 1.0264 -0.2016 0.099 Uiso 1 1 calc R U . . .
H9B H 0.5597 0.8655 -0.2089 0.099 Uiso 1 1 calc R U . . .
H9C H 0.6183 0.9580 -0.1714 0.099 Uiso 1 1 calc R U . . .
C10 C 0.7211(4) 0.6890(4) -0.0168(2) 0.0673(10) Uani 1 1 d . . . . .
H10A H 0.7502 0.6508 0.0444 0.101 Uiso 1 1 calc R U . . .
H10B H 0.7806 0.7394 -0.0487 0.101 Uiso 1 1 calc R U . . .
H10C H 0.7389 0.6121 -0.0481 0.101 Uiso 1 1 calc R U . . .
C11 C 0.1733(4) 0.7192(3) 0.5405(2) 0.0482(8) Uani 1 1 d . . . . .
H11 H 0.1625 0.7665 0.4805 0.058 Uiso 1 1 calc R U . . .
C12 C 0.0608(4) 0.7577(3) 0.6118(2) 0.0490(8) Uani 1 1 d . . . . .
C13 C 0.1226(4) 0.6612(4) 0.6864(2) 0.0476(8) Uani 1 1 d . . . . .
C14 C -0.0952(4) 0.8812(4) 0.6090(3) 0.0798(12) Uani 1 1 d . . . . .
H14A H -0.0974 0.9545 0.6382 0.120 Uiso 1 1 calc R U . . .
H14B H -0.1703 0.8483 0.6405 0.120 Uiso 1 1 calc R U . . .
H14C H -0.1171 0.9193 0.5465 0.120 Uiso 1 1 calc R U . . .
C15 C 0.0572(5) 0.6398(5) 0.7831(2) 0.0752(12) Uani 1 1 d . . . . .
H15A H 0.0649 0.5439 0.7995 0.113 Uiso 1 1 calc R U . . .
H15B H -0.0481 0.7067 0.7889 0.113 Uiso 1 1 calc R U . . .
H15C H 0.1129 0.6552 0.8229 0.113 Uiso 1 1 calc R U . . .
C16 C 0.5674(5) 0.4100(4) 0.1313(3) 0.0862(13) Uani 1 1 d . . . . .
H16A H 0.6602 0.3964 0.0925 0.129 Uiso 1 1 calc R U . . .
H16B H 0.4856 0.4377 0.0942 0.129 Uiso 1 1 calc R U . . .
H16C H 0.5799 0.3223 0.1715 0.129 Uiso 1 1 calc R U . . .
C97 C 0.3237(3) 0.4550(3) 0.36770(18) 0.0360(7) Uani 1 1 d . . . . .
C98 C 0.3633(3) 0.7867(3) 0.29481(17) 0.0337(6) Uani 1 1 d . . . . .
C99 C 0.0384(3) 0.8229(3) -0.01446(19) 0.0358(7) Uani 1 1 d . . . . .
N97 N 0.3944(3) 0.4617(3) 0.41805(16) 0.0457(6) Uani 1 1 d . . . . .
N98 N 0.2878(3) 0.7998(3) 0.23999(15) 0.0424(6) Uani 1 1 d . . . . .
N99 N -0.0124(3) 0.9097(2) -0.07641(15) 0.0425(6) Uani 1 1 d . . . . .
S97 S 0.22727(12) 0.44495(9) 0.29406(6) 0.0604(3) Uani 1 1 d . . . . .
S98 S 0.47225(11) 0.76557(8) 0.37131(5) 0.0504(2) Uani 1 1 d . . . . .
S99 S 0.10702(11) 0.70154(8) 0.07348(5) 0.0502(2) Uani 1 1 d . . . . .
O1 O 0.5335(3) 0.5174(2) 0.18286(14) 0.0579(6) Uani 1 1 d . . . . .
H1 H 0.4509 0.5336 0.2128 0.087 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
Cu1 N99 1.970(2) 2_575 ?
Cu1 N1 1.971(2) . ?
Cu1 N98 1.980(2) . ?
Cu1 N3 1.983(2) . ?
Cu1 S99 2.7853(9) . ?
Cu2 N97 1.950(3) . ?
Cu2 N97 1.950(3) 2_666 ?
Cu2 N5 2.009(2) 2_666 ?
Cu2 N5 2.009(2) . ?
N1 C3 1.325(4) . ?
N1 N2 1.357(3) . ?
N2 C1 1.338(4) . ?
N2 H2 0.8600 . ?
N3 C6 1.337(3) . ?
N3 N4 1.355(3) . ?
N4 C8 1.342(4) . ?
N4 H4 0.8600 . ?
N5 C11 1.324(4) . ?
N5 N6 1.343(3) . ?
N6 C13 1.336(4) . ?
N6 H6A 0.8600 . ?
C1 C2 1.383(4) . ?
C1 C5 1.486(4) . ?
C2 C3 1.402(4) . ?
C2 C4 1.495(4) . ?
C3 H3 0.9300 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 C7 1.378(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.378(4) . ?
C7 C9 1.498(4) . ?
C8 C10 1.480(5) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.381(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.363(4) . ?
C12 C14 1.507(5) . ?
C13 C15 1.495(4) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 O1 1.398(4) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C97 N97 1.147(3) . ?
C97 S97 1.627(3) . ?
C98 N98 1.151(3) . ?
C98 S98 1.623(3) . ?
C99 N99 1.159(3) . ?
C99 S99 1.630(3) . ?
N99 Cu1 1.970(2) 2_575 ?
O1 H1 0.8200 . ?

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
N99 Cu1 N1 91.20(10) 2_575 . ?
N99 Cu1 N98 148.84(10) 2_575 . ?
N1 Cu1 N98 88.93(10) . . ?
N99 Cu1 N3 90.79(10) 2_575 . ?
N1 Cu1 N3 176.34(9) . . ?
N98 Cu1 N3 90.95(10) . . ?
N99 Cu1 S99 104.44(7) 2_575 . ?
N1 Cu1 S99 88.62(7) . . ?
N98 Cu1 S99 106.71(7) . . ?
N3 Cu1 S99 87.92(7) . . ?
N97 Cu2 N97 180.0 . 2_666 ?
N97 Cu2 N5 90.46(10) . 2_666 ?
N97 Cu2 N5 89.54(10) 2_666 2_666 ?
N97 Cu2 N5 89.54(10) . . ?
N97 Cu2 N5 90.46(10) 2_666 . ?
N5 Cu2 N5 180.0 2_666 . ?
C3 N1 N2 104.6(2) . . ?
C3 N1 Cu1 132.8(2) . . ?
N2 N1 Cu1 122.12(19) . . ?
C1 N2 N1 112.6(2) . . ?
C1 N2 H2 123.7 . . ?
N1 N2 H2 123.7 . . ?
C6 N3 N4 104.0(2) . . ?
C6 N3 Cu1 133.8(2) . . ?
N4 N3 Cu1 122.11(16) . . ?
C8 N4 N3 112.4(2) . . ?
C8 N4 H4 123.8 . . ?
N3 N4 H4 123.8 . . ?
C11 N5 N6 104.0(3) . . ?
C11 N5 Cu2 131.9(2) . . ?
N6 N5 Cu2 124.05(19) . . ?
C13 N6 N5 112.5(2) . . ?
C13 N6 H6A 123.7 . . ?
N5 N6 H6A 123.7 . . ?
N2 C1 C2 106.6(2) . . ?
N2 C1 C5 121.3(3) . . ?
C2 C1 C5 132.0(3) . . ?
C1 C2 C3 104.6(3) . . ?
C1 C2 C4 128.4(3) . . ?
C3 C2 C4 126.9(3) . . ?
N1 C3 C2 111.6(3) . . ?
N1 C3 H3 124.2 . . ?
C2 C3 H3 124.2 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C1 C5 H5A 109.5 . . ?
C1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N3 C6 C7 111.8(3) . . ?
N3 C6 H6 124.1 . . ?
C7 C6 H6 124.1 . . ?
C8 C7 C6 105.3(2) . . ?
C8 C7 C9 126.5(3) . . ?
C6 C7 C9 128.2(3) . . ?
N4 C8 C7 106.4(3) . . ?
N4 C8 C10 122.3(3) . . ?
C7 C8 C10 131.3(3) . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N5 C11 C12 111.9(3) . . ?
N5 C11 H11 124.1 . . ?
C12 C11 H11 124.1 . . ?
C13 C12 C11 104.9(3) . . ?
C13 C12 C14 127.2(3) . . ?
C11 C12 C14 127.9(3) . . ?
N6 C13 C12 106.6(3) . . ?
N6 C13 C15 121.7(3) . . ?
C12 C13 C15 131.6(3) . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O1 C16 H16A 109.5 . . ?
O1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N97 C97 S97 178.4(3) . . ?
N98 C98 S98 178.9(3) . . ?
N99 C99 S99 179.1(3) . . ?
C97 N97 Cu2 172.6(2) . . ?
C98 N98 Cu1 155.9(2) . . ?
C99 N99 Cu1 158.9(2) . 2_575 ?
C99 S99 Cu1 88.38(9) . . ?
C16 O1 H1 109.5 . . ?

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
O1 H1 S97 0.82 2.75 3.484(3) 149.7 .
N2 H2 S97 0.86 2.54 3.395(3) 170.6 .
N4 H4 O1 0.86 2.14 2.892(3) 146.2 .
N4 H4 N98 0.86 2.47 2.910(3) 112.2 .
N6 H6A O1 0.86 2.43 3.102(3) 135.7 2_666

_refine_diff_density_max         0.320
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.060

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_cu100
_database_code_depnum_ccdc_archive 'CCDC 1493333'
_audit_update_record             
;
2016-07-14 deposited with the CCDC.
2016-10-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H32 Cu2 N11 S3'
_chemical_formula_sum            'C25 H32 Cu2 N11 S3'
_chemical_formula_weight         709.87

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   20.3583(15)
_cell_length_b                   7.8165(4)
_cell_length_c                   21.6675(17)
_cell_angle_alpha                90
_cell_angle_beta                 116.100(9)
_cell_angle_gamma                90
_cell_volume                     3096.4(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    4230
_cell_measurement_theta_min      3.3366
_cell_measurement_theta_max      29.1931

_exptl_crystal_description       needle
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.523
_exptl_crystal_F_000             1460
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    1.612
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.78268
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'Blessing, Acta Cryst. A51 (1995) 33-38'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Oxford Diffraction Gemini A Ultra'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13725
_diffrn_reflns_av_unetI/netI     0.0673
_diffrn_reflns_av_R_equivalents  0.0523
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.343
_diffrn_reflns_theta_max         25.050
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.962
_reflns_number_total             5391
_reflns_number_gt                3686
_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       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    
'Mercury (Macrae, J.Appl.Cryst. 41 (2008) 466-470'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_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)+(0.0661P)²] 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         5391
_refine_ls_number_parameters     378
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0853
_refine_ls_R_factor_gt           0.0503
_refine_ls_wR_factor_ref         0.1293
_refine_ls_wR_factor_gt          0.1147
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_restrained_S_all      0.983
_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
Cu1 Cu 0.14764(3) 0.35878(6) 0.39946(3) 0.03736(18) Uani 1 1 d . . . . .
Cu2 Cu 0.37362(3) -0.18503(7) 0.57227(3) 0.0520(2) Uani 1 1 d . . . . .
N1 N 0.09824(19) 0.2486(5) 0.45388(18) 0.0416(9) Uani 1 1 d . . . . .
N2 N 0.02375(19) 0.2515(5) 0.4287(2) 0.0435(9) Uani 1 1 d . . . . .
N3 N 0.05595(18) 0.5122(4) 0.35423(19) 0.0422(9) Uani 1 1 d . . . . .
N4 N -0.01265(19) 0.4507(4) 0.33744(19) 0.0402(9) Uani 1 1 d . . . . .
N5 N 0.4468(2) -0.3748(4) 0.57265(18) 0.0426(9) Uani 1 1 d . . . . .
N6 N 0.5163(2) -0.3222(5) 0.58537(19) 0.0446(9) Uani 1 1 d . . . . .
N7 N 0.4581(2) -0.0471(4) 0.64494(19) 0.0452(10) Uani 1 1 d . . . . .
N8 N 0.5257(2) -0.0620(5) 0.6463(2) 0.0474(10) Uani 1 1 d . . . . .
C1 C 0.1233(3) 0.2267(5) 0.5218(3) 0.0458(12) Uani 1 1 d . . . . .
C2 C 0.0648(3) 0.2184(6) 0.5388(3) 0.0548(13) Uani 1 1 d . . . . .
H2 H 0.0678 0.2037 0.5826 0.066 Uiso 1 1 calc R U . . .
C3 C 0.0022(3) 0.2358(6) 0.4792(3) 0.0481(12) Uani 1 1 d . . . . .
C4 C -0.0181(2) 0.2751(5) 0.3558(2) 0.0437(11) Uani 1 1 d . . . . .
H4A H -0.0689 0.2466 0.3425 0.052 Uiso 1 1 calc R U . . .
H4B H 0.0002 0.1992 0.3315 0.052 Uiso 1 1 calc R U . . .
C5 C -0.0646(3) 0.5722(6) 0.3082(2) 0.0469(12) Uani 1 1 d . . . . .
C6 C -0.0279(3) 0.7164(6) 0.3062(3) 0.0524(13) Uani 1 1 d . . . . .
H6 H -0.0487 0.8220 0.2885 0.063 Uiso 1 1 calc R U . . .
C7 C 0.0466(3) 0.6770(6) 0.3356(2) 0.0445(11) Uani 1 1 d . . . . .
C8 C 0.2032(3) 0.2129(7) 0.5700(3) 0.0614(14) Uani 1 1 d . . . . .
H8A H 0.2188 0.3147 0.5974 0.092 Uiso 1 1 calc R U . . .
H8B H 0.2308 0.1996 0.5440 0.092 Uiso 1 1 calc R U . . .
H8C H 0.2111 0.1154 0.5994 0.092 Uiso 1 1 calc R U . . .
C9 C -0.0764(3) 0.2433(7) 0.4665(3) 0.0672(15) Uani 1 1 d . . . . .
H9A H -0.0800 0.2140 0.5079 0.101 Uiso 1 1 calc R U . . .
H9B H -0.1046 0.1638 0.4309 0.101 Uiso 1 1 calc R U . . .
H9C H -0.0949 0.3570 0.4526 0.101 Uiso 1 1 calc R U . . .
C10 C 0.1081(3) 0.7947(6) 0.3474(3) 0.0600(14) Uani 1 1 d . . . . .
H10A H 0.0892 0.8999 0.3231 0.090 Uiso 1 1 calc R U . . .
H10B H 0.1402 0.7427 0.3311 0.090 Uiso 1 1 calc R U . . .
H10C H 0.1346 0.8179 0.3957 0.090 Uiso 1 1 calc R U . . .
C11 C -0.1442(3) 0.5418(6) 0.2867(3) 0.0633(15) Uani 1 1 d . . . . .
H11A H -0.1694 0.6496 0.2782 0.095 Uiso 1 1 calc R U . . .
H11B H -0.1503 0.4823 0.3226 0.095 Uiso 1 1 calc R U . . .
H11C H -0.1642 0.4742 0.2455 0.095 Uiso 1 1 calc R U . . .
C12 C 0.4492(3) -0.5458(6) 0.5757(2) 0.0465(12) Uani 1 1 d . . . . .
C13 C 0.5202(3) -0.6016(7) 0.5898(3) 0.0572(14) Uani 1 1 d . . . . .
H13 H 0.5362 -0.7144 0.5944 0.069 Uiso 1 1 calc R U . . .
C14 C 0.5613(3) -0.4580(7) 0.5956(3) 0.0544(13) Uani 1 1 d . . . . .
C15 C 0.5298(3) -0.1423(6) 0.5882(2) 0.0494(12) Uani 1 1 d . . . . .
H15A H 0.4942 -0.0896 0.5463 0.059 Uiso 1 1 calc R U . . .
H15B H 0.5780 -0.1228 0.5908 0.059 Uiso 1 1 calc R U . . .
C16 C 0.5789(3) -0.0010(6) 0.7062(3) 0.0572(14) Uani 1 1 d . . . . .
C17 C 0.5442(3) 0.0542(7) 0.7435(3) 0.0644(16) Uani 1 1 d . . . . .
H17 H 0.5662 0.1036 0.7869 0.077 Uiso 1 1 calc R U . . .
C18 C 0.4694(3) 0.0235(6) 0.7050(3) 0.0524(13) Uani 1 1 d . . . . .
C19 C 0.3843(3) -0.6458(6) 0.5669(3) 0.0608(15) Uani 1 1 d . . . . .
H19A H 0.3927 -0.7647 0.5621 0.091 Uiso 1 1 calc R U . . .
H19B H 0.3426 -0.6073 0.5265 0.091 Uiso 1 1 calc R U . . .
H19C H 0.3751 -0.6303 0.6064 0.091 Uiso 1 1 calc R U . . .
C20 C 0.6400(3) -0.4414(8) 0.6117(3) 0.0777(18) Uani 1 1 d . . . . .
H20A H 0.6677 -0.4132 0.6594 0.116 Uiso 1 1 calc R U . . .
H20B H 0.6459 -0.3526 0.5840 0.116 Uiso 1 1 calc R U . . .
H20C H 0.6574 -0.5477 0.6022 0.116 Uiso 1 1 calc R U . . .
C21 C 0.4081(3) 0.0549(7) 0.7225(3) 0.0729(17) Uani 1 1 d . . . . .
H21A H 0.4242 0.1283 0.7620 0.109 Uiso 1 1 calc R U . . .
H21B H 0.3916 -0.0519 0.7326 0.109 Uiso 1 1 calc R U . . .
H21C H 0.3686 0.1088 0.6844 0.109 Uiso 1 1 calc R U . . .
C22 C 0.6584(3) -0.0015(9) 0.7220(3) 0.088(2) Uani 1 1 d . . . . .
H22A H 0.6861 0.0540 0.7653 0.131 Uiso 1 1 calc R U . . .
H22B H 0.6650 0.0585 0.6865 0.131 Uiso 1 1 calc R U . . .
H22C H 0.6749 -0.1174 0.7243 0.131 Uiso 1 1 calc R U . . .
C97 C 0.2347(2) 0.6266(6) 0.5244(2) 0.0401(11) Uani 1 1 d . . . . .
C98 C 0.1834(2) 0.4780(6) 0.2808(2) 0.0430(11) Uani 1 1 d . . . . .
C99 C 0.2639(3) 0.0641(6) 0.4369(2) 0.0403(11) Uani 1 1 d . . . . .
N97 N 0.2052(2) 0.5425(5) 0.4772(2) 0.0467(10) Uani 1 1 d . . . . .
N98 N 0.1732(2) 0.4273(5) 0.3258(2) 0.0518(10) Uani 1 1 d . . . . .
N99 N 0.2184(2) 0.1669(5) 0.4237(2) 0.0498(10) Uani 1 1 d . . . . .
S97 S 0.27763(7) -0.25515(17) 0.59446(7) 0.0550(3) Uani 1 1 d . . . . .
S98 S 0.19882(8) 0.54885(19) 0.21779(7) 0.0641(4) Uani 1 1 d . . . . .
S99 S 0.32762(7) -0.07967(15) 0.45375(7) 0.0509(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
Cu1 N98 1.959(4) . ?
Cu1 N99 1.983(4) . ?
Cu1 N1 2.046(4) . ?
Cu1 N3 2.067(3) . ?
Cu1 N97 2.130(4) . ?
Cu2 N7 2.054(4) . ?
Cu2 N5 2.099(4) . ?
Cu2 S97 2.2752(15) . ?
Cu2 S99 2.4564(14) . ?
N1 C1 1.339(6) . ?
N1 N2 1.368(5) . ?
N2 C3 1.351(6) . ?
N2 C4 1.438(6) . ?
N3 C7 1.339(5) . ?
N3 N4 1.366(5) . ?
N4 C5 1.354(5) . ?
N4 C4 1.447(5) . ?
N5 C12 1.338(5) . ?
N5 N6 1.380(5) . ?
N6 C14 1.355(6) . ?
N6 C15 1.429(6) . ?
N7 C18 1.336(6) . ?
N7 N8 1.369(5) . ?
N8 C16 1.360(6) . ?
N8 C15 1.441(6) . ?
C1 C2 1.395(7) . ?
C1 C8 1.501(6) . ?
C2 C3 1.364(7) . ?
C3 C9 1.502(7) . ?
C5 C6 1.363(7) . ?
C5 C11 1.496(7) . ?
C6 C7 1.396(6) . ?
C7 C10 1.482(6) . ?
C12 C13 1.409(7) . ?
C12 C19 1.474(7) . ?
C13 C14 1.372(7) . ?
C14 C20 1.489(7) . ?
C16 C17 1.357(8) . ?
C16 C22 1.500(8) . ?
C17 C18 1.397(7) . ?
C18 C21 1.477(8) . ?
C97 N97 1.139(5) . ?
C97 S97 1.660(5) 1_565 ?
C98 N98 1.153(6) . ?
C98 S98 1.626(6) . ?
C99 N99 1.164(6) . ?
C99 S99 1.631(5) . ?
S97 C97 1.660(5) 1_545 ?

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
N98 Cu1 N99 90.03(17) . . ?
N98 Cu1 N1 163.51(16) . . ?
N99 Cu1 N1 90.73(16) . . ?
N98 Cu1 N3 87.88(16) . . ?
N99 Cu1 N3 164.44(15) . . ?
N1 Cu1 N3 86.97(14) . . ?
N98 Cu1 N97 102.05(16) . . ?
N99 Cu1 N97 102.57(15) . . ?
N1 Cu1 N97 93.85(15) . . ?
N3 Cu1 N97 92.94(15) . . ?
N7 Cu2 N5 90.85(14) . . ?
N7 Cu2 S97 118.15(13) . . ?
N5 Cu2 S97 120.18(11) . . ?
N7 Cu2 S99 115.54(11) . . ?
N5 Cu2 S99 100.63(11) . . ?
S97 Cu2 S99 109.50(5) . . ?
C1 N1 N2 105.1(4) . . ?
C1 N1 Cu1 129.8(3) . . ?
N2 N1 Cu1 120.2(3) . . ?
C3 N2 N1 111.9(4) . . ?
C3 N2 C4 130.9(4) . . ?
N1 N2 C4 117.2(4) . . ?
C7 N3 N4 105.4(3) . . ?
C7 N3 Cu1 132.9(3) . . ?
N4 N3 Cu1 121.7(3) . . ?
C5 N4 N3 112.0(3) . . ?
C5 N4 C4 131.0(4) . . ?
N3 N4 C4 116.9(3) . . ?
C12 N5 N6 105.9(4) . . ?
C12 N5 Cu2 135.8(3) . . ?
N6 N5 Cu2 117.0(3) . . ?
C14 N6 N5 111.1(4) . . ?
C14 N6 C15 131.3(4) . . ?
N5 N6 C15 117.6(4) . . ?
C18 N7 N8 105.8(4) . . ?
C18 N7 Cu2 133.7(4) . . ?
N8 N7 Cu2 117.8(3) . . ?
C16 N8 N7 111.2(4) . . ?
C16 N8 C15 131.2(5) . . ?
N7 N8 C15 117.5(4) . . ?
N1 C1 C2 109.8(4) . . ?
N1 C1 C8 123.1(4) . . ?
C2 C1 C8 127.1(5) . . ?
C3 C2 C1 107.2(4) . . ?
N2 C3 C2 106.0(4) . . ?
N2 C3 C9 123.2(5) . . ?
C2 C3 C9 130.8(5) . . ?
N2 C4 N4 110.1(3) . . ?
N4 C5 C6 105.5(4) . . ?
N4 C5 C11 123.4(4) . . ?
C6 C5 C11 131.0(4) . . ?
C5 C6 C7 107.7(4) . . ?
N3 C7 C6 109.3(4) . . ?
N3 C7 C10 123.3(4) . . ?
C6 C7 C10 127.4(4) . . ?
N5 C12 C13 109.4(4) . . ?
N5 C12 C19 120.7(4) . . ?
C13 C12 C19 129.8(4) . . ?
C14 C13 C12 107.0(4) . . ?
N6 C14 C13 106.5(4) . . ?
N6 C14 C20 123.4(5) . . ?
C13 C14 C20 130.0(5) . . ?
N6 C15 N8 112.5(4) . . ?
C17 C16 N8 106.0(5) . . ?
C17 C16 C22 131.1(5) . . ?
N8 C16 C22 122.9(6) . . ?
C16 C17 C18 107.8(5) . . ?
N7 C18 C17 109.2(5) . . ?
N7 C18 C21 121.0(5) . . ?
C17 C18 C21 129.8(5) . . ?
N97 C97 S97 178.5(4) . 1_565 ?
N98 C98 S98 179.3(4) . . ?
N99 C99 S99 178.8(4) . . ?
C97 N97 Cu1 171.1(4) . . ?
C98 N98 Cu1 174.0(4) . . ?
C99 N99 Cu1 174.1(4) . . ?
C97 S97 Cu2 95.55(17) 1_545 . ?
C99 S99 Cu2 111.40(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
C4 H4A S98 0.97 2.84 3.748(4) 156.7 2_545
C8 H8B N99 0.96 2.52 3.336(7) 143.2 .
C10 H10B N98 0.96 2.57 3.282(7) 131.0 .

_refine_diff_density_max         0.818
_refine_diff_density_min         -0.576
_refine_diff_density_rms         0.081

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_cu115a
_database_code_depnum_ccdc_archive 'CCDC 1493334'
_audit_update_record             
;
2016-07-14 deposited with the CCDC.
2016-10-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H9 Cu N7 S2'
_chemical_formula_sum            'C13 H9 Cu N7 S2'
_chemical_formula_weight         390.93

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   12.7902(7)
_cell_length_b                   8.3391(3)
_cell_length_c                   15.9931(7)
_cell_angle_alpha                90
_cell_angle_beta                 113.001(6)
_cell_angle_gamma                90
_cell_volume                     1570.19(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    3824
_cell_measurement_theta_min      3.4539
_cell_measurement_theta_max      29.2121

_exptl_crystal_description       plate
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.654
_exptl_crystal_F_000             788
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    1.665
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.81550
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'Blessing, Acta Cryst. A51 (1995) 33-38'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Oxford Diffraction Gemini A Ultra'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8050
_diffrn_reflns_av_unetI/netI     0.0320
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.461
_diffrn_reflns_theta_max         25.046
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.977
_reflns_number_total             2777
_reflns_number_gt                2281
_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       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    
'Mercury (Macrae, J.Appl.Cryst. 41 (2008) 466-470'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_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)+(0.0421P)²] 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         2777
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0417
_refine_ls_R_factor_gt           0.0299
_refine_ls_wR_factor_ref         0.0789
_refine_ls_wR_factor_gt          0.0743
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.19739(3) 0.08085(3) 0.04014(2) 0.03549(13) Uani 1 1 d . . . . .
N1 N 0.18168(18) -0.1192(2) 0.10653(12) 0.0365(5) Uani 1 1 d . . . . .
N2 N 0.24092(17) -0.2465(2) 0.09379(12) 0.0368(5) Uani 1 1 d . . . . .
N3 N 0.28297(17) -0.0768(2) 0.00184(12) 0.0338(5) Uani 1 1 d . . . . .
N4 N 0.28990(19) 0.1163(3) -0.09531(13) 0.0421(6) Uani 1 1 d . . . . .
N5 N 0.21147(18) 0.1929(3) -0.07119(13) 0.0424(5) Uani 1 1 d . . . . .
C1 C 0.1264(2) -0.1763(3) 0.15489(17) 0.0462(7) Uani 1 1 d . . . . .
H1 H 0.0788 -0.1158 0.1740 0.055 Uiso 1 1 calc R U . . .
C2 C 0.1488(3) -0.3393(4) 0.17340(19) 0.0549(8) Uani 1 1 d . . . . .
H2 H 0.1203 -0.4057 0.2062 0.066 Uiso 1 1 calc R U . . .
C3 C 0.2214(3) -0.3807(3) 0.13327(18) 0.0493(7) Uani 1 1 d . . . . .
H3 H 0.2519 -0.4819 0.1331 0.059 Uiso 1 1 calc R U . . .
C4 C 0.3012(2) -0.2222(3) 0.03800(15) 0.0375(6) Uani 1 1 d . . . . .
C5 C 0.3667(3) -0.3336(3) 0.01803(18) 0.0531(8) Uani 1 1 d . . . . .
H5 H 0.3801 -0.4345 0.0449 0.064 Uiso 1 1 calc R U . . .
C6 C 0.4117(3) -0.2888(4) -0.0438(2) 0.0635(9) Uani 1 1 d . . . . .
H6 H 0.4576 -0.3608 -0.0582 0.076 Uiso 1 1 calc R U . . .
C7 C 0.3908(3) -0.1402(4) -0.08493(18) 0.0548(8) Uani 1 1 d . . . . .
H7 H 0.4198 -0.1116 -0.1279 0.066 Uiso 1 1 calc R U . . .
C8 C 0.3252(2) -0.0366(3) -0.05953(15) 0.0391(6) Uani 1 1 d . . . . .
C9 C 0.3192(3) 0.2082(4) -0.15280(18) 0.0558(8) Uani 1 1 d . . . . .
H9 H 0.3711 0.1817 -0.1782 0.067 Uiso 1 1 calc R U . . .
C10 C 0.2593(3) 0.3441(4) -0.1659(2) 0.0651(9) Uani 1 1 d . . . . .
H10 H 0.2610 0.4302 -0.2023 0.078 Uiso 1 1 calc R U . . .
C11 C 0.1932(3) 0.3307(4) -0.11396(18) 0.0527(7) Uani 1 1 d . . . . .
H11 H 0.1434 0.4089 -0.1103 0.063 Uiso 1 1 calc R U . . .
C98 C 0.4145(2) 0.2918(3) 0.17406(15) 0.0353(6) Uani 1 1 d . . . . .
C99 C 0.0279(2) 0.2356(3) 0.09932(16) 0.0398(6) Uani 1 1 d . . . . .
N98 N 0.3423(2) 0.2087(3) 0.12985(14) 0.0488(6) Uani 1 1 d . . . . .
N99 N 0.0823(2) 0.2039(3) 0.05889(15) 0.0528(6) Uani 1 1 d . . . . .
S98 S 0.51352(6) 0.41546(8) 0.23624(5) 0.0488(2) Uani 1 1 d . . . . .
S99 S -0.04941(7) 0.27740(11) 0.15566(5) 0.0637(2) 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
Cu1 N99 1.911(2) . ?
Cu1 N3 1.9562(19) . ?
Cu1 N1 2.029(2) . ?
Cu1 N5 2.080(2) . ?
Cu1 N98 2.134(2) . ?
N1 C1 1.324(3) . ?
N1 N2 1.365(3) . ?
N2 C3 1.355(3) . ?
N2 C4 1.403(3) . ?
N3 C4 1.324(3) . ?
N3 C8 1.335(3) . ?
N4 C9 1.357(3) . ?
N4 N5 1.366(3) . ?
N4 C8 1.399(3) . ?
N5 C11 1.311(3) . ?
C1 C2 1.397(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.363(4) . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?
C4 C5 1.370(3) . ?
C5 C6 1.377(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.379(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.372(4) . ?
C7 H7 0.9300 . ?
C9 C10 1.338(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.402(4) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C98 N98 1.150(3) . ?
C98 S98 1.634(3) . ?
C99 N99 1.151(3) . ?
C99 S99 1.614(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
N99 Cu1 N3 165.78(10) . . ?
N99 Cu1 N1 96.87(9) . . ?
N3 Cu1 N1 78.06(8) . . ?
N99 Cu1 N5 102.87(9) . . ?
N3 Cu1 N5 77.74(8) . . ?
N1 Cu1 N5 151.24(8) . . ?
N99 Cu1 N98 98.40(10) . . ?
N3 Cu1 N98 95.80(9) . . ?
N1 Cu1 N98 107.25(8) . . ?
N5 Cu1 N98 90.47(9) . . ?
C1 N1 N2 105.2(2) . . ?
C1 N1 Cu1 141.84(19) . . ?
N2 N1 Cu1 112.78(14) . . ?
C3 N2 N1 111.0(2) . . ?
C3 N2 C4 131.5(2) . . ?
N1 N2 C4 117.20(19) . . ?
C4 N3 C8 119.9(2) . . ?
C4 N3 Cu1 120.19(15) . . ?
C8 N3 Cu1 119.88(17) . . ?
C9 N4 N5 110.8(2) . . ?
C9 N4 C8 131.4(2) . . ?
N5 N4 C8 117.78(19) . . ?
C11 N5 N4 105.2(2) . . ?
C11 N5 Cu1 141.55(18) . . ?
N4 N5 Cu1 110.54(15) . . ?
N1 C1 C2 111.2(2) . . ?
N1 C1 H1 124.4 . . ?
C2 C1 H1 124.4 . . ?
C3 C2 C1 105.5(2) . . ?
C3 C2 H2 127.2 . . ?
C1 C2 H2 127.2 . . ?
N2 C3 C2 107.1(2) . . ?
N2 C3 H3 126.5 . . ?
C2 C3 H3 126.5 . . ?
N3 C4 C5 122.5(2) . . ?
N3 C4 N2 111.3(2) . . ?
C5 C4 N2 126.0(2) . . ?
C4 C5 C6 116.7(3) . . ?
C4 C5 H5 121.7 . . ?
C6 C5 H5 121.7 . . ?
C5 C6 C7 122.0(3) . . ?
C5 C6 H6 119.0 . . ?
C7 C6 H6 119.0 . . ?
C8 C7 C6 116.8(2) . . ?
C8 C7 H7 121.6 . . ?
C6 C7 H7 121.6 . . ?
N3 C8 C7 122.0(2) . . ?
N3 C8 N4 111.8(2) . . ?
C7 C8 N4 126.2(2) . . ?
C10 C9 N4 106.9(3) . . ?
C10 C9 H9 126.5 . . ?
N4 C9 H9 126.5 . . ?
C9 C10 C11 106.3(3) . . ?
C9 C10 H10 126.9 . . ?
C11 C10 H10 126.9 . . ?
N5 C11 C10 110.7(3) . . ?
N5 C11 H11 124.6 . . ?
C10 C11 H11 124.6 . . ?
N98 C98 S98 177.8(2) . . ?
N99 C99 S99 179.2(3) . . ?
C98 N98 Cu1 172.9(2) . . ?
C99 N99 Cu1 152.0(2) . . ?

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 S98 0.93 2.79 3.720(3) 175.3 4_565
C11 H11 S99 0.93 2.85 3.681(3) 149.2 3_565

_refine_diff_density_max         0.329
_refine_diff_density_min         -0.300
_refine_diff_density_rms         0.053

_shelxl_version_number           2014/6

