# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_L
_database_code_depnum_ccdc_archive 'CCDC 1587666'
_audit_update_record             
;
2017-11-26 deposited with the CCDC.
2018-03-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H23 N11 O3'
_chemical_formula_weight         525.54

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'

_symmetry_cell_setting           Orthorhombic'
_symmetry_space_group_name_H-M   Fdd2

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'

_cell_length_a                   33.128(4)
_cell_length_b                   10.4228(11)
_cell_length_c                   18.122(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     6257.2(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4060
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      26.14

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            'LIGHT YELLOWISH'
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.4
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.116
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2192
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.954
_exptl_absorpt_correction_T_max  0.969
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13831
_diffrn_reflns_av_R_equivalents  0.0372
_diffrn_reflns_av_sigmaI/netI    0.0294
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.34
_diffrn_reflns_theta_max         24.50
_reflns_number_total             2592
_reflns_number_gt                2372
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'mercury v3.6'
_computing_publication_material  'ortep 3v2'

_refine_special_details          SQUEEZE # SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the p1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 0.493 148 71 ' '
2 0.250 0.250 0.743 148 71 ' '
3 0.250 -0.250 0.243 148 71 ' '
4 0.500 0.000 0.993 148 71 ' '
5 0.750 0.250 0.243 148 71 ' '
6 0.750 -0.250 0.743 148 71 ' '
7 0.000 0.500 -0.007 148 71 ' '
8 0.500 0.500 0.493 148 71 ' '
_platon_squeeze_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1376P)²+77.5263P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.00040(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0(4)
_refine_ls_number_reflns         2592
_refine_ls_number_parameters     179
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1020
_refine_ls_R_factor_gt           0.0972
_refine_ls_wR_factor_ref         0.2667
_refine_ls_wR_factor_gt          0.2606
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.0000 0.5000 0.2705(3) 0.0153(13) Uani 1 2 d S . .
N4 N 0.15341(15) 0.4103(4) 0.5373(3) 0.0294(12) Uani 1 1 d . . .
N2 N 0.06685(14) 0.5172(5) 0.3472(3) 0.0291(12) Uani 1 1 d . . .
H2 H 0.0426 0.5218 0.3641 0.035 Uiso 1 1 calc R . .
N3 N 0.15291(18) 0.4010(5) 0.4638(3) 0.0353(14) Uani 1 1 d . . .
N6 N 0.27874(16) 0.4250(5) 0.4309(3) 0.0402(15) Uani 1 1 d . . .
N5 N 0.19259(14) 0.4216(5) 0.5587(3) 0.0295(12) Uani 1 1 d . . .
C8 C 0.21590(16) 0.4163(5) 0.4942(4) 0.0266(12) Uani 1 1 d . . .
C1 C 0.03381(19) 0.5026(5) 0.2350(4) 0.0295(14) Uani 1 1 d . . .
C4 C 0.0724(2) 0.5055(6) 0.2798(4) 0.0372(16) Uani 1 1 d . . .
C2 C 0.03591(17) 0.5009(5) 0.1547(3) 0.0233(13) Uani 1 1 d . . .
H2A H 0.0604 0.5004 0.1296 0.028 Uiso 1 1 calc R . .
C3 C 0.0000 0.5000 0.1189(4) 0.0303(19) Uani 1 2 d S . .
H3 H 0.0000 0.5000 0.0675 0.036 Uiso 1 2 calc SR . .
C9 C 0.2590(2) 0.4192(5) 0.4944(4) 0.0326(14) Uani 1 1 d . . .
C12 C 0.3414(2) 0.4203(6) 0.4958(5) 0.0411(15) Uani 1 1 d . . .
H12 H 0.3695 0.4240 0.4938 0.049 Uiso 1 1 calc R . .
C7 C 0.1911(2) 0.4010(6) 0.4398(3) 0.0383(16) Uani 1 1 d . . .
H7 H 0.1988 0.3912 0.3907 0.046 Uiso 1 1 calc R . .
C11 C 0.3234(2) 0.4121(7) 0.5563(4) 0.0470(18) Uani 1 1 d . . .
H11 H 0.3384 0.4044 0.5995 0.056 Uiso 1 1 calc R . .
C10 C 0.2805(2) 0.4144(6) 0.5603(4) 0.0356(15) Uani 1 1 d . . .
H10 H 0.2673 0.4128 0.6055 0.043 Uiso 1 1 calc R . .
C6 C 0.11495(19) 0.3934(6) 0.4246(3) 0.0330(14) Uani 1 1 d . . .
H6A H 0.0946 0.3571 0.4569 0.040 Uiso 1 1 calc R . .
H6B H 0.1180 0.3368 0.3825 0.040 Uiso 1 1 calc R . .
C13 C 0.3182(2) 0.4238(6) 0.4311(4) 0.0411(17) Uani 1 1 d . . .
H13 H 0.3316 0.4253 0.3859 0.049 Uiso 1 1 calc R . .
C5 C 0.10117(18) 0.5234(5) 0.3985(4) 0.0323(14) Uani 1 1 d . . .
H5A H 0.0936 0.5747 0.4409 0.039 Uiso 1 1 calc R . .
H5B H 0.1235 0.5662 0.3742 0.039 Uiso 1 1 calc R . .
O1 O 0.10663(11) 0.5013(4) 0.2442(2) 0.0315(10) Uani 1 1 d . . .
O2 O 0.0000 0.5000 0.4518(4) 0.0446(16) Uani 1 2 d S . .


_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
N1 C1 1.292(7) . ?
N1 C1 1.292(7) 2_565 ?
N4 N3 1.334(6) . ?
N4 N5 1.360(7) . ?
N2 C4 1.241(9) . ?
N2 C5 1.470(7) . ?
N3 C7 1.339(9) . ?
N3 C6 1.447(8) . ?
N6 C13 1.308(9) . ?
N6 C9 1.324(9) . ?
N5 C8 1.402(8) . ?
C8 C7 1.292(10) . ?
C8 C9 1.429(8) . ?
C1 C2 1.457(8) . ?
C1 C4 1.514(9) . ?
C4 O1 1.306(8) . ?
C2 C3 1.355(7) . ?
C3 C2 1.355(7) 2_565 ?
C9 C10 1.392(9) . ?
C12 C11 1.250(11) . ?
C12 C13 1.404(10) . ?
C11 C10 1.423(10) . ?
C6 C5 1.506(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C1 120.3(7) . 2_565 ?
N3 N4 N5 107.6(5) . . ?
C4 N2 C5 120.8(5) . . ?
N4 N3 C7 108.2(5) . . ?
N4 N3 C6 120.3(5) . . ?
C7 N3 C6 131.5(5) . . ?
C13 N6 C9 119.3(6) . . ?
N4 N5 C8 106.5(5) . . ?
C7 C8 N5 106.9(5) . . ?
C7 C8 C9 129.8(6) . . ?
N5 C8 C9 123.2(6) . . ?
N1 C1 C2 122.6(6) . . ?
N1 C1 C4 117.7(6) . . ?
C2 C1 C4 119.7(6) . . ?
N2 C4 O1 128.1(6) . . ?
N2 C4 C1 113.9(6) . . ?
O1 C4 C1 117.9(6) . . ?
C3 C2 C1 115.9(5) . . ?
C2 C3 C2 122.7(7) . 2_565 ?
N6 C9 C10 119.7(6) . . ?
N6 C9 C8 119.4(6) . . ?
C10 C9 C8 120.9(6) . . ?
C11 C12 C13 118.3(7) . . ?
C8 C7 N3 110.6(6) . . ?
C12 C11 C10 121.3(7) . . ?
C9 C10 C11 117.9(7) . . ?
N3 C6 C5 111.7(5) . . ?
N6 C13 C12 123.4(7) . . ?
N2 C5 C6 113.2(5) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        24.50
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.368
_refine_diff_density_min         -0.368
_refine_diff_density_rms         0.102
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3
_database_code_depnum_ccdc_archive 'CCDC 1587669'
_audit_update_record             
;
2017-11-26 deposited with the CCDC.
2018-03-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C52 H46 Cl4 Cu2 N20 O4'
_chemical_formula_weight         1283.97

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'
Cl Cl 0.1484 0.1585 '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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   10.180(4)
_cell_length_b                   13.691(4)
_cell_length_c                   13.928(4)
_cell_angle_alpha                110.571(6)
_cell_angle_beta                 96.276(6)
_cell_angle_gamma                99.532(6)
_cell_volume                     1762.5(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2820
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      22.79

_exptl_crystal_description       Block
_exptl_crystal_colour            Blue
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.210
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             656
_exptl_absorpt_coefficient_mu    0.807
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7385
_exptl_absorpt_correction_T_max  0.8553
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19860
_diffrn_reflns_av_R_equivalents  0.0565
_diffrn_reflns_av_sigmaI/netI    0.0799
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.59
_diffrn_reflns_theta_max         27.04
_reflns_number_total             7638
_reflns_number_gt                5068
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_molecular_graphics    'Mercury 3.1'
_computing_publication_material  'Ortep 3v.2'

_refine_special_details          SQUEEZE # SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.053 0.491 1.000 472 154 ' '
2 0.252 0.814 0.724 15 10 ' '
3 0.748 0.186 0.275 17 10 ' '
_platon_squeeze_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7638
_refine_ls_number_parameters     370
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0782
_refine_ls_R_factor_gt           0.0524
_refine_ls_wR_factor_ref         0.1556
_refine_ls_wR_factor_gt          0.1392
_refine_ls_goodness_of_fit_ref   0.857
_refine_ls_restrained_S_all      0.857
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.91631(4) -0.02936(3) 0.72937(3) 0.02730(14) Uani 1 1 d . . .
Cl1 Cl 1.16469(9) 0.04515(7) 0.77535(6) 0.0349(2) Uani 1 1 d . . .
N6 N 0.8802(3) 0.0755(2) 0.8619(2) 0.0264(6) Uani 1 1 d . . .
N7 N 0.8949(3) -0.1232(2) 0.8103(2) 0.0309(6) Uani 1 1 d . . .
N4 N 0.8364(3) 0.0345(2) 0.6339(2) 0.0292(6) Uani 1 1 d . . .
C11 C 0.7424(3) 0.1129(2) 0.5496(2) 0.0170(6) Uani 1 1 d . . .
N5 N 0.9227(3) -0.1425(2) 0.5896(2) 0.0271(6) Uani 1 1 d . . .
C13 C 0.8263(3) -0.0257(3) 0.5315(2) 0.0250(7) Uani 1 1 d . . .
N9 N 0.8470(3) -0.2439(2) 0.8701(2) 0.0400(8) Uani 1 1 d . . .
C22 C 0.8487(3) 0.0339(3) 0.9336(3) 0.0284(7) Uani 1 1 d . . .
N10 N 0.7848(3) 0.1180(2) 0.6459(2) 0.0323(6) Uani 1 1 d . . .
C14 C 0.8784(3) -0.1222(3) 0.5059(2) 0.0268(7) Uani 1 1 d . . .
C26 C 0.8866(4) 0.1793(3) 0.8850(3) 0.0341(8) Uani 1 1 d . . .
H26 H 0.9103 0.2085 0.8367 0.041 Uiso 1 1 calc R . .
C15 C 0.8850(3) -0.1869(3) 0.4052(3) 0.0340(8) Uani 1 1 d . . .
H15 H 0.8535 -0.1705 0.3487 0.041 Uiso 1 1 calc R . .
N2 N 0.4573(3) 0.2451(2) 0.5226(3) 0.0393(7) Uani 1 1 d . . .
H2 H 0.4320 0.2477 0.4627 0.047 Uiso 1 1 calc R . .
N1 N 0.3539(3) 0.4045(2) 0.4948(3) 0.0446(8) Uani 1 1 d . . .
C7 C 0.3704(4) 0.4043(3) 0.5917(3) 0.0424(9) Uani 1 1 d . . .
O2 O 0.4617(3) 0.3196(3) 0.6953(2) 0.0614(8) Uani 1 1 d . . .
N8 N 0.8916(3) -0.2251(2) 0.7896(2) 0.0388(7) Uani 1 1 d . . .
N3 N 0.3345(4) 0.4179(3) 0.3059(3) 0.0525(9) Uani 1 1 d . . .
H3 H 0.3786 0.3775 0.3252 0.063 Uiso 1 1 calc R . .
C18 C 0.9723(3) -0.2300(3) 0.5743(3) 0.0322(7) Uani 1 1 d . . .
H18 H 0.9999 -0.2464 0.6316 0.039 Uiso 1 1 calc R . .
C21 C 0.8536(3) -0.0779(3) 0.9012(3) 0.0286(7) Uani 1 1 d . . .
C25 C 0.8596(4) 0.2451(3) 0.9774(3) 0.0417(9) Uani 1 1 d . . .
H25 H 0.8664 0.3176 0.9918 0.050 Uiso 1 1 calc R . .
C12 C 0.7662(3) 0.0257(3) 0.4764(3) 0.0288(7) Uani 1 1 d . . .
H12 H 0.7463 0.0049 0.4044 0.035 Uiso 1 1 calc R . .
C8 C 0.4353(4) 0.3182(3) 0.6073(3) 0.0449(10) Uani 1 1 d . . .
C17 C 0.9840(4) -0.2964(3) 0.4775(3) 0.0399(9) Uani 1 1 d . . .
H17 H 1.0218 -0.3554 0.4698 0.048 Uiso 1 1 calc R . .
C23 C 0.8180(4) 0.0934(3) 1.0265(3) 0.0404(9) Uani 1 1 d . . .
H23 H 0.7951 0.0626 1.0739 0.048 Uiso 1 1 calc R . .
C10 C 0.6746(3) 0.1937(3) 0.5352(3) 0.0317(8) Uani 1 1 d . . .
H10A H 0.6925 0.2035 0.4718 0.038 Uiso 1 1 calc R . .
H10B H 0.7100 0.2613 0.5933 0.038 Uiso 1 1 calc R . .
C3 C 0.2984(4) 0.4827(3) 0.4817(4) 0.0468(10) Uani 1 1 d . . .
C16 C 0.9387(4) -0.2750(3) 0.3904(3) 0.0392(9) Uani 1 1 d . . .
H16 H 0.9449 -0.3196 0.3238 0.047 Uiso 1 1 calc R . .
C9 C 0.5235(3) 0.1604(3) 0.5282(3) 0.0397(9) Uani 1 1 d . . .
H9A H 0.4868 0.0959 0.4668 0.048 Uiso 1 1 calc R . .
H9B H 0.5058 0.1448 0.5890 0.048 Uiso 1 1 calc R . .
C24 C 0.8220(4) 0.2011(3) 1.0483(3) 0.0475(10) Uani 1 1 d . . .
H24 H 0.7996 0.2432 1.1102 0.057 Uiso 1 1 calc R . .
C2 C 0.2783(4) 0.4848(3) 0.3744(4) 0.0506(11) Uani 1 1 d . . .
C20 C 0.8216(4) -0.1557(3) 0.9402(3) 0.0382(9) Uani 1 1 d . . .
H20 H 0.7894 -0.1492 1.0016 0.046 Uiso 1 1 calc R . .
C19 C 0.8177(4) -0.3535(3) 0.8640(4) 0.0546(12) Uani 1 1 d . . .
H19A H 0.8236 -0.3542 0.9337 0.065 Uiso 1 1 calc R . .
H19B H 0.8842 -0.3903 0.8310 0.065 Uiso 1 1 calc R . .
C6 C 0.3341(4) 0.4759(3) 0.6746(4) 0.0507(11) Uani 1 1 d . . .
H6 H 0.3466 0.4711 0.7398 0.061 Uiso 1 1 calc R . .
C4 C 0.2604(5) 0.5587(3) 0.5624(4) 0.0585(13) Uani 1 1 d . . .
H4 H 0.2227 0.6116 0.5502 0.070 Uiso 1 1 calc R . .
C1 C 0.3230(5) 0.4112(3) 0.1984(4) 0.0557(12) Uani 1 1 d . . .
H1A H 0.3891 0.3735 0.1658 0.067 Uiso 1 1 calc R . .
H1B H 0.3432 0.4827 0.1979 0.067 Uiso 1 1 calc R . .
C5 C 0.2776(5) 0.5566(3) 0.6593(4) 0.0629(13) Uani 1 1 d . . .
H5 H 0.2525 0.6076 0.7143 0.075 Uiso 1 1 calc R . .
O1 O 0.2160(3) 0.5470(2) 0.3553(3) 0.0646(9) Uani 1 1 d . . .
Cl2 Cl 0.43729(12) 0.18825(11) 0.27663(10) 0.0631(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 N7 1.988(3) . ?
Cu1 N4 2.002(3) . ?
Cu1 N6 2.016(3) . ?
Cu1 N5 2.033(3) . ?
Cu1 Cl1 2.4852(13) . ?
N6 C26 1.331(4) . ?
N6 C22 1.354(4) . ?
N7 N8 1.315(4) . ?
N7 C21 1.347(4) . ?
N4 N10 1.302(4) . ?
N4 C13 1.355(4) . ?
C11 N10 1.337(4) . ?
C11 C12 1.349(4) . ?
C11 C10 1.455(4) . ?
N5 C18 1.333(4) . ?
N5 C14 1.340(4) . ?
C13 C12 1.370(4) . ?
C13 C14 1.448(4) . ?
N9 C20 1.344(5) . ?
N9 N8 1.343(4) . ?
N9 C19 1.451(5) . ?
C22 C23 1.366(5) . ?
C22 C21 1.447(5) . ?
C14 C15 1.388(4) . ?
C26 C25 1.373(5) . ?
C15 C16 1.365(5) . ?
N2 C8 1.321(5) . ?
N2 C9 1.454(4) . ?
N1 C7 1.343(5) . ?
N1 C3 1.346(5) . ?
C7 C6 1.359(6) . ?
C7 C8 1.510(5) . ?
O2 C8 1.219(5) . ?
N3 C2 1.325(6) . ?
N3 C1 1.458(6) . ?
C18 C17 1.367(5) . ?
C21 C20 1.367(5) . ?
C25 C24 1.382(6) . ?
C17 C16 1.394(6) . ?
C23 C24 1.389(6) . ?
C10 C9 1.513(5) . ?
C3 C4 1.379(6) . ?
C3 C2 1.497(6) . ?
C2 O1 1.224(5) . ?
C19 C1 1.517(6) 2_656 ?
C6 C5 1.395(6) . ?
C4 C5 1.353(7) . ?
C1 C19 1.517(6) 2_656 ?

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 Cu1 N4 150.54(12) . . ?
N7 Cu1 N6 80.75(11) . . ?
N4 Cu1 N6 96.23(11) . . ?
N7 Cu1 N5 98.25(11) . . ?
N4 Cu1 N5 80.49(11) . . ?
N6 Cu1 N5 171.59(11) . . ?
N7 Cu1 Cl1 101.41(9) . . ?
N4 Cu1 Cl1 108.04(9) . . ?
N6 Cu1 Cl1 93.32(8) . . ?
N5 Cu1 Cl1 95.06(8) . . ?
C26 N6 C22 118.3(3) . . ?
C26 N6 Cu1 126.6(2) . . ?
C22 N6 Cu1 115.1(2) . . ?
N8 N7 C21 111.1(3) . . ?
N8 N7 Cu1 134.6(2) . . ?
C21 N7 Cu1 113.3(2) . . ?
N10 N4 C13 111.2(3) . . ?
N10 N4 Cu1 135.4(2) . . ?
C13 N4 Cu1 113.3(2) . . ?
N10 C11 C12 111.6(3) . . ?
N10 C11 C10 119.8(3) . . ?
C12 C11 C10 128.6(3) . . ?
C18 N5 C14 118.1(3) . . ?
C18 N5 Cu1 126.7(2) . . ?
C14 N5 Cu1 115.1(2) . . ?
N4 C13 C12 106.7(3) . . ?
N4 C13 C14 117.5(3) . . ?
C12 C13 C14 135.8(3) . . ?
C20 N9 N8 111.9(3) . . ?
C20 N9 C19 129.6(4) . . ?
N8 N9 C19 118.0(3) . . ?
N6 C22 C23 122.5(3) . . ?
N6 C22 C21 112.6(3) . . ?
C23 C22 C21 124.9(3) . . ?
N4 N10 C11 105.7(3) . . ?
N5 C14 C15 122.7(3) . . ?
N5 C14 C13 113.4(3) . . ?
C15 C14 C13 123.9(3) . . ?
N6 C26 C25 122.7(3) . . ?
C16 C15 C14 118.9(3) . . ?
C8 N2 C9 121.5(3) . . ?
C7 N1 C3 116.0(4) . . ?
N1 C7 C6 124.6(4) . . ?
N1 C7 C8 116.3(4) . . ?
C6 C7 C8 119.1(4) . . ?
N7 N8 N9 105.0(3) . . ?
C2 N3 C1 121.4(4) . . ?
N5 C18 C17 122.5(3) . . ?
N7 C21 C20 107.3(3) . . ?
N7 C21 C22 117.6(3) . . ?
C20 C21 C22 135.1(3) . . ?
C26 C25 C24 118.5(4) . . ?
C11 C12 C13 104.8(3) . . ?
O2 C8 N2 124.7(4) . . ?
O2 C8 C7 118.6(4) . . ?
N2 C8 C7 116.6(4) . . ?
C18 C17 C16 119.5(3) . . ?
C22 C23 C24 118.3(3) . . ?
C11 C10 C9 110.5(3) . . ?
N1 C3 C4 122.6(4) . . ?
N1 C3 C2 117.3(4) . . ?
C4 C3 C2 120.1(4) . . ?
C15 C16 C17 118.4(3) . . ?
N2 C9 C10 110.4(3) . . ?
C25 C24 C23 119.5(3) . . ?
O1 C2 N3 124.4(5) . . ?
O1 C2 C3 120.3(4) . . ?
N3 C2 C3 115.4(3) . . ?
N9 C20 C21 104.8(3) . . ?
N9 C19 C1 110.4(3) . 2_656 ?
C7 C6 C5 118.3(4) . . ?
C5 C4 C3 120.3(4) . . ?
N3 C1 C19 111.6(4) . 2_656 ?
C4 C5 C6 118.2(5) . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        27.04
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.580
_refine_diff_density_min         -0.612
_refine_diff_density_rms         0.075
####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1587667'
_audit_update_record             
;
2017-11-26 deposited with the CCDC.
2018-03-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H37 Cl2 Cu N13 O15'
_chemical_formula_weight         966.18

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'
Cl Cl 0.1484 0.1585 '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'

_symmetry_cell_setting           Triclinic'
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   9.5428(11)
_cell_length_b                   14.4035(16)
_cell_length_c                   16.5243(18)
_cell_angle_alpha                105.835(2)
_cell_angle_beta                 101.818(2)
_cell_angle_gamma                97.050(2)
_cell_volume                     2099.9(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4338
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      22.21

_exptl_crystal_description       needle
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.528
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             994
_exptl_absorpt_coefficient_mu    0.729
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.712
_exptl_absorpt_correction_T_max  0.804
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19917
_diffrn_reflns_av_R_equivalents  0.0485
_diffrn_reflns_av_sigmaI/netI    0.0462
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.32
_diffrn_reflns_theta_max         22.31
_reflns_number_total             5338
_reflns_number_gt                4179
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'mercury v3.6'
_computing_publication_material  'ORTEP 3v2'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5338
_refine_ls_number_parameters     563
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0625
_refine_ls_R_factor_gt           0.0450
_refine_ls_wR_factor_ref         0.1443
_refine_ls_wR_factor_gt          0.1318
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.047
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.27997(5) 0.80260(3) 0.31884(3) 0.0334(2) Uani 1 1 d . . .
Cl2 Cl 0.11971(14) 0.31438(9) 0.65772(8) 0.0535(4) Uani 1 1 d . . .
Cl3 Cl 0.24865(15) 0.14213(10) 0.14998(8) 0.0596(4) Uani 1 1 d . . .
N7 N 0.3769(3) 0.8195(2) 0.4438(2) 0.0309(8) Uani 1 1 d . . .
N6 N 0.1707(4) 0.9979(2) 0.3468(2) 0.0349(8) Uani 1 1 d . . .
N11 N 0.1804(4) 0.5041(2) 0.2502(2) 0.0371(9) Uani 1 1 d . . .
N4 N 0.1782(4) 1.0714(2) 0.4174(2) 0.0320(8) Uani 1 1 d . . .
N5 N 0.2393(3) 0.9340(2) 0.3744(2) 0.0317(8) Uani 1 1 d . . .
N3 N -0.1089(4) 1.2227(3) 0.4243(2) 0.0412(9) Uani 1 1 d . . .
H3 H -0.0947 1.2722 0.4701 0.049 Uiso 1 1 calc R . .
N10 N 0.2673(4) 0.5851(2) 0.3067(2) 0.0407(9) Uani 1 1 d . . .
N8 N 0.1612(4) 0.7837(3) 0.1977(2) 0.0372(9) Uani 1 1 d . . .
N1 N -0.2194(4) 1.3856(3) 0.4338(2) 0.0363(9) Uani 1 1 d . . .
N2 N -0.1258(4) 1.5307(3) 0.5864(3) 0.0447(10) Uani 1 1 d . . .
H2 H -0.0850 1.4806 0.5724 0.054 Uiso 1 1 calc R . .
N9 N 0.2391(4) 0.6566(2) 0.2744(2) 0.0356(9) Uani 1 1 d . . .
O2 O -0.2215(4) 1.1573(3) 0.2829(2) 0.0605(9) Uani 1 1 d . . .
O3 O 0.4907(3) 0.8375(2) 0.2877(2) 0.0488(8) Uani 1 1 d . . .
O1 O -0.2936(4) 1.6147(3) 0.5420(2) 0.0657(10) Uani 1 1 d . . .
C17 C 0.4509(5) 0.7577(3) 0.4754(3) 0.0383(11) Uani 1 1 d . . .
H17 H 0.4588 0.6992 0.4368 0.046 Uiso 1 1 calc R . .
C16 C 0.5146(5) 0.7772(3) 0.5619(3) 0.0393(11) Uani 1 1 d . . .
H16 H 0.5647 0.7325 0.5809 0.047 Uiso 1 1 calc R . .
C7 C -0.2601(5) 1.3150(3) 0.3579(3) 0.0378(11) Uani 1 1 d . . .
C10 C 0.1081(5) 1.1545(3) 0.4090(3) 0.0379(11) Uani 1 1 d . . .
H10A H 0.0955 1.1581 0.3503 0.045 Uiso 1 1 calc R . .
H10B H 0.1693 1.2154 0.4485 0.045 Uiso 1 1 calc R . .
C11 C 0.2486(4) 1.0559(3) 0.4897(3) 0.0316(10) Uani 1 1 d . . .
H11 H 0.2665 1.0965 0.5466 0.038 Uiso 1 1 calc R . .
C3 C -0.2803(5) 1.4655(3) 0.4414(3) 0.0396(11) Uani 1 1 d . . .
C14 C 0.4308(4) 0.9279(3) 0.5897(3) 0.0344(10) Uani 1 1 d . . .
H14 H 0.4237 0.9870 0.6278 0.041 Uiso 1 1 calc R . .
C12 C 0.2885(4) 0.9666(3) 0.4614(3) 0.0315(10) Uani 1 1 d . . .
C24 C 0.0979(5) 0.5219(3) 0.1822(3) 0.0422(11) Uani 1 1 d . . .
H24 H 0.0293 0.4770 0.1351 0.051 Uiso 1 1 calc R . .
C2 C -0.2348(5) 1.5433(3) 0.5272(3) 0.0442(12) Uani 1 1 d . . .
C15 C 0.5044(5) 0.8624(3) 0.6203(3) 0.0377(11) Uani 1 1 d . . .
H15 H 0.5461 0.8762 0.6793 0.045 Uiso 1 1 calc R . .
C23 C 0.1372(5) 0.6206(3) 0.1975(3) 0.0359(10) Uani 1 1 d . . .
C13 C 0.3681(4) 0.9044(3) 0.5018(3) 0.0271(9) Uani 1 1 d . . .
C8 C -0.1951(5) 1.2242(3) 0.3508(3) 0.0389(11) Uani 1 1 d . . .
C18 C 0.1361(5) 0.8551(3) 0.1610(3) 0.0483(12) Uani 1 1 d . . .
H18 H 0.1812 0.9198 0.1917 0.058 Uiso 1 1 calc R . .
C6 C -0.3606(5) 1.3212(4) 0.2871(3) 0.0498(13) Uani 1 1 d . . .
H6 H -0.3863 1.2707 0.2347 0.060 Uiso 1 1 calc R . .
C25 C 0.1768(5) 0.4104(3) 0.2705(3) 0.0449(12) Uani 1 1 d . . .
H25A H 0.2741 0.4069 0.2999 0.054 Uiso 1 1 calc R . .
H25B H 0.1455 0.3561 0.2170 0.054 Uiso 1 1 calc R . .
C22 C 0.0958(5) 0.6906(3) 0.1521(3) 0.0371(11) Uani 1 1 d . . .
C19 C 0.0467(6) 0.8352(4) 0.0802(3) 0.0526(13) Uani 1 1 d . . .
H19 H 0.0325 0.8853 0.0557 0.063 Uiso 1 1 calc R . .
C9 C -0.0386(5) 1.1415(3) 0.4300(3) 0.0423(11) Uani 1 1 d . . .
H9A H -0.0999 1.0811 0.3898 0.051 Uiso 1 1 calc R . .
H9B H -0.0256 1.1362 0.4882 0.051 Uiso 1 1 calc R . .
C4 C -0.3810(5) 1.4769(4) 0.3746(4) 0.0557(14) Uani 1 1 d . . .
H4 H -0.4212 1.5334 0.3823 0.067 Uiso 1 1 calc R . .
C1 C -0.0752(5) 1.5987(3) 0.6730(3) 0.0465(12) Uani 1 1 d . . .
H1A H -0.0622 1.6652 0.6693 0.056 Uiso 1 1 calc R . .
H1B H 0.0191 1.5879 0.6999 0.056 Uiso 1 1 calc R . .
C5 C -0.4220(6) 1.4043(4) 0.2963(4) 0.0609(15) Uani 1 1 d . . .
H5 H -0.4900 1.4108 0.2501 0.073 Uiso 1 1 calc R . .
C21 C 0.0038(5) 0.6661(4) 0.0714(3) 0.0495(12) Uani 1 1 d . . .
H21 H -0.0402 0.6010 0.0414 0.059 Uiso 1 1 calc R . .
C20 C -0.0225(6) 0.7396(4) 0.0354(3) 0.0583(14) Uani 1 1 d . . .
H20 H -0.0867 0.7250 -0.0189 0.070 Uiso 1 1 calc R . .
O4 O 0.0500(5) 0.3657(3) 0.6058(3) 0.1002(15) Uani 1 1 d . . .
O6 O 0.2315(4) 0.2783(3) 0.6237(3) 0.0850(13) Uani 1 1 d . . .
O5 O 0.1769(6) 0.3772(4) 0.7424(3) 0.1155(18) Uani 1 1 d . . .
O7 O 0.0183(6) 0.2347(3) 0.6588(4) 0.1140(18) Uani 1 1 d . . .
O11 O 0.3472(6) 0.0781(4) 0.1572(3) 0.1110(18) Uani 1 1 d . . .
O8 O 0.1156(6) 0.0883(5) 0.0961(4) 0.151(2) Uani 1 1 d . . .
O9 O 0.2974(7) 0.2108(5) 0.1120(4) 0.151(2) Uani 1 1 d . . .
O10 O 0.2372(7) 0.1926(4) 0.2340(3) 0.1211(19) Uani 1 1 d . . .
N12 N 0.2634(5) 0.8395(3) 0.9298(3) 0.0664(13) Uani 1 1 d . . .
C26 C 0.2729(9) 0.9383(5) 0.9240(5) 0.101(2) Uani 1 1 d . . .
H26A H 0.1873 0.9419 0.8835 0.152 Uiso 1 1 calc R . .
H26B H 0.3577 0.9554 0.9045 0.152 Uiso 1 1 calc R . .
H26C H 0.2798 0.9834 0.9801 0.152 Uiso 1 1 calc R . .
C27 C 0.3784(8) 0.8197(6) 0.9895(5) 0.114(3) Uani 1 1 d . . .
H27A H 0.3426 0.7635 1.0052 0.170 Uiso 1 1 calc R . .
H27B H 0.4126 0.8757 1.0407 0.170 Uiso 1 1 calc R . .
H27C H 0.4572 0.8066 0.9628 0.170 Uiso 1 1 calc R . .
C28 C 0.1574(6) 0.7677(5) 0.8772(3) 0.0659(15) Uani 1 1 d . . .
H28 H 0.0867 0.7840 0.8384 0.079 Uiso 1 1 calc R . .
O12 O 0.1443(5) 0.6817(3) 0.8752(3) 0.0825(12) Uani 1 1 d . . .
C29 C 0.5202(6) 0.7816(4) 0.2248(3) 0.0532(13) Uani 1 1 d . . .
H29 H 0.4595 0.7203 0.1989 0.064 Uiso 1 1 calc R . .
N13 N 0.6288(5) 0.8006(3) 0.1915(3) 0.0577(12) Uani 1 1 d . . .
C30 C 0.6562(8) 0.7272(5) 0.1180(4) 0.095(2) Uani 1 1 d . . .
H30A H 0.7481 0.7088 0.1360 0.142 Uiso 1 1 calc R . .
H30B H 0.6584 0.7545 0.0713 0.142 Uiso 1 1 calc R . .
H30C H 0.5798 0.6701 0.0986 0.142 Uiso 1 1 calc R . .
C31 C 0.7314(8) 0.8935(5) 0.2319(5) 0.107(3) Uani 1 1 d . . .
H31A H 0.6949 0.9432 0.2096 0.161 Uiso 1 1 calc R . .
H31B H 0.8239 0.8860 0.2192 0.161 Uiso 1 1 calc R . .
H31C H 0.7433 0.9127 0.2937 0.161 Uiso 1 1 calc R . .
O13 O 0.3170(6) 0.5457(4) 0.8850(4) 0.1187(17) Uani 1 1 d . . .
O17 O 0.3828(9) 0.3990(7) 0.0961(5) 0.211(4) Uani 1 1 d . . .
O18 O 0.2983(13) 0.5370(7) 0.0465(6) 0.256(6) 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 N9 1.988(3) . ?
Cu1 N5 1.988(3) . ?
Cu1 N7 2.017(3) . ?
Cu1 N8 2.015(4) . ?
Cu1 O3 2.209(3) . ?
Cl2 O6 1.395(4) . ?
Cl2 O5 1.396(4) . ?
Cl2 O4 1.399(4) . ?
Cl2 O7 1.414(4) . ?
Cl3 O8 1.387(5) . ?
Cl3 O9 1.391(5) . ?
Cl3 O11 1.405(4) . ?
Cl3 O10 1.414(5) . ?
N7 C13 1.355(5) . ?
N7 C17 1.349(5) . ?
N6 N5 1.318(4) . ?
N6 N4 1.326(5) . ?
N11 N10 1.332(5) . ?
N11 C24 1.338(6) . ?
N11 C25 1.475(5) . ?
N4 C11 1.336(5) . ?
N4 C10 1.466(5) . ?
N5 C12 1.344(5) . ?
N3 C8 1.327(6) . ?
N3 C9 1.433(5) . ?
N10 N9 1.314(5) . ?
N8 C22 1.344(5) . ?
N8 C18 1.352(6) . ?
N1 C7 1.329(6) . ?
N1 C3 1.338(5) . ?
N2 C2 1.342(6) . ?
N2 C1 1.440(6) . ?
N9 C23 1.356(5) . ?
O2 C8 1.219(5) . ?
O3 C29 1.235(5) . ?
O1 C2 1.221(5) . ?
C17 C16 1.368(6) . ?
C16 C15 1.367(6) . ?
C7 C6 1.384(6) . ?
C7 C8 1.501(6) . ?
C10 C9 1.512(6) . ?
C11 C12 1.371(6) . ?
C3 C4 1.368(7) . ?
C3 C2 1.489(7) . ?
C14 C15 1.384(6) . ?
C14 C13 1.380(6) . ?
C12 C13 1.454(6) . ?
C24 C23 1.365(6) . ?
C23 C22 1.457(6) . ?
C18 C19 1.362(7) . ?
C6 C5 1.381(7) . ?
C25 C1 1.495(6) 2_576 ?
C22 C21 1.365(6) . ?
C19 C20 1.378(7) . ?
C4 C5 1.369(7) . ?
C1 C25 1.495(6) 2_576 ?
C21 C20 1.373(7) . ?
N12 C28 1.320(7) . ?
N12 C26 1.445(8) . ?
N12 C27 1.431(8) . ?
C28 O12 1.220(7) . ?
C29 N13 1.303(6) . ?
N13 C31 1.456(8) . ?
N13 C30 1.470(7) . ?

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 Cu1 N5 155.31(14) . . ?
N9 Cu1 N7 98.65(14) . . ?
N5 Cu1 N7 80.55(13) . . ?
N9 Cu1 N8 80.71(14) . . ?
N5 Cu1 N8 97.28(14) . . ?
N7 Cu1 N8 173.43(13) . . ?
N9 Cu1 O3 101.17(13) . . ?
N5 Cu1 O3 103.51(12) . . ?
N7 Cu1 O3 92.58(13) . . ?
N8 Cu1 O3 93.96(13) . . ?
O6 Cl2 O5 109.9(3) . . ?
O6 Cl2 O4 109.4(3) . . ?
O5 Cl2 O4 109.6(3) . . ?
O6 Cl2 O7 109.1(3) . . ?
O5 Cl2 O7 109.2(3) . . ?
O4 Cl2 O7 109.7(3) . . ?
O8 Cl3 O9 107.2(4) . . ?
O8 Cl3 O11 109.0(4) . . ?
O9 Cl3 O11 110.7(4) . . ?
O8 Cl3 O10 112.4(4) . . ?
O9 Cl3 O10 108.6(4) . . ?
O11 Cl3 O10 108.9(3) . . ?
C13 N7 C17 117.1(4) . . ?
C13 N7 Cu1 115.2(3) . . ?
C17 N7 Cu1 127.7(3) . . ?
N5 N6 N4 105.8(3) . . ?
N10 N11 C24 112.5(3) . . ?
N10 N11 C25 119.3(4) . . ?
C24 N11 C25 128.1(4) . . ?
N6 N4 C11 112.1(3) . . ?
N6 N4 C10 119.5(3) . . ?
C11 N4 C10 128.3(4) . . ?
N6 N5 C12 110.2(3) . . ?
N6 N5 Cu1 135.3(3) . . ?
C12 N5 Cu1 114.5(3) . . ?
C8 N3 C9 122.4(4) . . ?
N9 N10 N11 105.4(3) . . ?
C22 N8 C18 118.2(4) . . ?
C22 N8 Cu1 115.3(3) . . ?
C18 N8 Cu1 126.5(3) . . ?
C7 N1 C3 117.8(4) . . ?
C2 N2 C1 121.7(4) . . ?
N10 N9 C23 110.3(3) . . ?
N10 N9 Cu1 135.7(3) . . ?
C23 N9 Cu1 112.8(3) . . ?
C29 O3 Cu1 120.1(3) . . ?
N7 C17 C16 122.9(4) . . ?
C15 C16 C17 119.9(4) . . ?
N1 C7 C6 122.9(4) . . ?
N1 C7 C8 117.5(4) . . ?
C6 C7 C8 119.5(4) . . ?
N4 C10 C9 109.6(3) . . ?
N4 C11 C12 104.6(4) . . ?
N1 C3 C4 122.8(5) . . ?
N1 C3 C2 117.1(4) . . ?
C4 C3 C2 120.1(4) . . ?
C15 C14 C13 119.2(4) . . ?
N5 C12 C11 107.3(4) . . ?
N5 C12 C13 116.8(3) . . ?
C11 C12 C13 135.9(4) . . ?
N11 C24 C23 104.5(4) . . ?
O1 C2 N2 122.4(5) . . ?
O1 C2 C3 121.4(5) . . ?
N2 C2 C3 116.3(4) . . ?
C16 C15 C14 118.6(4) . . ?
N9 C23 C24 107.4(4) . . ?
N9 C23 C22 117.1(4) . . ?
C24 C23 C22 135.5(4) . . ?
N7 C13 C14 122.4(4) . . ?
N7 C13 C12 113.0(3) . . ?
C14 C13 C12 124.6(4) . . ?
O2 C8 N3 123.3(4) . . ?
O2 C8 C7 122.2(4) . . ?
N3 C8 C7 114.6(4) . . ?
N8 C18 C19 121.9(5) . . ?
C5 C6 C7 118.3(5) . . ?
N11 C25 C1 111.1(4) . 2_576 ?
N8 C22 C21 122.6(4) . . ?
N8 C22 C23 112.6(4) . . ?
C21 C22 C23 124.8(4) . . ?
C18 C19 C20 119.0(5) . . ?
N3 C9 C10 111.1(3) . . ?
C5 C4 C3 119.3(5) . . ?
N2 C1 C25 113.4(4) . 2_576 ?
C4 C5 C6 118.9(5) . . ?
C22 C21 C20 118.6(5) . . ?
C21 C20 C19 119.7(5) . . ?
C28 N12 C26 121.1(6) . . ?
C28 N12 C27 120.5(6) . . ?
C26 N12 C27 118.2(5) . . ?
O12 C28 N12 125.5(6) . . ?
O3 C29 N13 126.0(5) . . ?
C29 N13 C31 119.4(5) . . ?
C29 N13 C30 121.3(5) . . ?
C31 N13 C30 119.1(5) . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        22.31
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.564
_refine_diff_density_min         -0.455
_refine_diff_density_rms         0.059
# RESPONSES (APPEND TO CIF)
_vrf_THETM01_1                   
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
            Calculated sin(theta_max)/wavelength =    0.5341
RESPONSE: The crystal was poorly diffracting at higher Bragg angles.
The situation did not improve even after recrystallisation and fresh
data collection.
;
_vrf_PLAT430_1                   
;
PROBLEM: Short Inter D...A Contact O17      ..O18       .       2.51 Ang.  
RESPONSE: we could not get better data at even 150K, and thus the thermal ellipsoids of O17 and O18. Further, we did not apply SQUEEZE to remove these disordered solvent molecules for their requirement in some experimental findings.
;
####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1587670'
_audit_update_record             
;
2017-11-26 deposited with the CCDC.
2018-03-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C50 H46 Cu2 N22 O12 S2'
_chemical_formula_weight         1338.29

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   10.431(3)
_cell_length_b                   13.604(4)
_cell_length_c                   14.523(4)
_cell_angle_alpha                113.317(7)
_cell_angle_beta                 97.646(8)
_cell_angle_gamma                97.790(8)
_cell_volume                     1835.2(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2532
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      24.12

_exptl_crystal_description       Block
_exptl_crystal_colour            Blue
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             686
_exptl_absorpt_coefficient_mu    0.700
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7671
_exptl_absorpt_correction_T_max  0.8727
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20429
_diffrn_reflns_av_R_equivalents  0.0741
_diffrn_reflns_av_sigmaI/netI    0.0795
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_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         1.56
_diffrn_reflns_theta_max         24.12
_reflns_number_total             5792
_reflns_number_gt                4028
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_molecular_graphics    'Mercury 3.1'
_computing_publication_material  'Ortep 3v.2'

_refine_special_details          SQUEEZE # SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.075 0.458 0.000 575 196 ' '
_platon_squeeze_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5792
_refine_ls_number_parameters     397
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0486
_refine_ls_wR_factor_ref         0.1384
_refine_ls_wR_factor_gt          0.1246
_refine_ls_goodness_of_fit_ref   0.803
_refine_ls_restrained_S_all      0.803
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.95766(5) -0.01425(4) 0.73454(3) 0.02629(17) Uani 1 1 d . . .
S1 S 1.25341(9) 0.05351(9) 0.79942(7) 0.0316(3) Uani 1 1 d . . .
N1 N 0.8534(3) 0.0375(3) 0.6365(2) 0.0307(8) Uani 1 1 d . . .
O3 O 1.1394(2) 0.0698(2) 0.73796(19) 0.0315(7) Uani 1 1 d . . .
N3 N 0.9361(3) 0.1036(2) 0.8622(2) 0.0251(7) Uani 1 1 d . . .
N7 N 0.8162(3) -0.2171(3) 0.8605(3) 0.0355(8) Uani 1 1 d . . .
N4 N 0.8933(3) -0.1054(3) 0.8043(2) 0.0283(8) Uani 1 1 d . . .
N6 N 0.7478(3) 0.1016(3) 0.5456(2) 0.0272(7) Uani 1 1 d . . .
C4 C 0.8834(4) 0.0713(3) 0.9281(3) 0.0287(9) Uani 1 1 d . . .
N5 N 0.7969(3) 0.1200(3) 0.6435(2) 0.0315(8) Uani 1 1 d . . .
O5 O 1.2068(3) -0.0346(2) 0.8278(2) 0.0423(8) Uani 1 1 d . . .
N2 N 0.9550(3) -0.1368(3) 0.5996(2) 0.0278(8) Uani 1 1 d . . .
N10 N 0.4594(3) 0.2267(3) 0.5174(3) 0.0353(9) Uani 1 1 d . . .
H10 H 0.4402 0.2331 0.4609 0.042 Uiso 1 1 calc R . .
C5 C 0.8581(4) 0.1452(4) 1.0170(3) 0.0377(11) Uani 1 1 d . . .
H5 H 0.8219 0.1214 1.0616 0.045 Uiso 1 1 calc R . .
C9 C 1.0103(4) -0.2243(3) 0.5889(3) 0.0355(10) Uani 1 1 d . . .
H9 H 1.0466 -0.2321 0.6470 0.043 Uiso 1 1 calc R . .
O1 O 0.4404(3) 0.2888(3) 0.6835(3) 0.0492(8) Uani 1 1 d . . .
C13 C 0.9014(3) -0.1262(3) 0.5155(3) 0.0240(9) Uani 1 1 d . . .
C14 C 0.8433(3) -0.0308(3) 0.5367(3) 0.0253(9) Uani 1 1 d . . .
C10 C 1.0137(4) -0.3014(3) 0.4940(3) 0.0401(11) Uani 1 1 d . . .
H10A H 1.0506 -0.3617 0.4878 0.048 Uiso 1 1 calc R . .
N9 N 0.3645(3) 0.3902(3) 0.4987(3) 0.0405(10) Uani 1 1 d . . .
N8 N 0.8673(3) -0.2105(3) 0.7835(3) 0.0343(8) Uani 1 1 d . . .
N11 N 0.3631(4) 0.3968(4) 0.3180(3) 0.0526(12) Uani 1 1 d . . .
H11 H 0.3944 0.3515 0.3379 0.063 Uiso 1 1 calc R . .
O2 O 0.2732(4) 0.5474(3) 0.3657(3) 0.0794(14) Uani 1 1 d . . .
C12 C 0.9058(4) -0.2005(3) 0.4183(3) 0.0314(10) Uani 1 1 d . . .
H12 H 0.8712 -0.1908 0.3608 0.038 Uiso 1 1 calc R . .
C8 C 0.9647(4) 0.2108(3) 0.8846(3) 0.0329(10) Uani 1 1 d . . .
H8 H 1.0016 0.2334 0.8395 0.039 Uiso 1 1 calc R . .
C2 C 0.8068(4) -0.1188(4) 0.9301(3) 0.0378(10) Uani 1 1 d . . .
H2 H 0.7731 -0.1034 0.9893 0.045 Uiso 1 1 calc R . .
C18 C 0.4266(4) 0.2953(4) 0.6009(4) 0.0391(11) Uani 1 1 d . . .
C23 C 0.3201(4) 0.4740(4) 0.4863(4) 0.0489(13) Uani 1 1 d . . .
C17 C 0.5269(4) 0.1412(3) 0.5196(4) 0.0344(10) Uani 1 1 d . . .
H17A H 0.4917 0.0748 0.4576 0.041 Uiso 1 1 calc R . .
H17B H 0.5126 0.1259 0.5777 0.041 Uiso 1 1 calc R . .
C7 C 0.9406(4) 0.2885(3) 0.9731(3) 0.0358(10) Uani 1 1 d . . .
H7 H 0.9605 0.3625 0.9874 0.043 Uiso 1 1 calc R . .
C15 C 0.7737(4) 0.0093(3) 0.4778(3) 0.0268(9) Uani 1 1 d . . .
H15 H 0.7496 -0.0206 0.4068 0.032 Uiso 1 1 calc R . .
C19 C 0.3699(4) 0.3866(3) 0.5885(4) 0.0388(11) Uani 1 1 d . . .
C6 C 0.8871(4) 0.2549(4) 1.0392(3) 0.0376(11) Uani 1 1 d . . .
H6 H 0.8703 0.3060 1.0990 0.045 Uiso 1 1 calc R . .
C3 C 0.8585(4) -0.0468(3) 0.8935(3) 0.0277(9) Uani 1 1 d . . .
C1 C 0.7719(4) -0.3261(4) 0.8577(4) 0.0442(12) Uani 1 1 d . . .
H1A H 0.7666 -0.3187 0.9263 0.053 Uiso 1 1 calc R . .
H1B H 0.8358 -0.3710 0.8340 0.053 Uiso 1 1 calc R . .
C24 C 0.3176(5) 0.4762(4) 0.3849(5) 0.0586(16) Uani 1 1 d . . .
C16 C 0.6734(4) 0.1772(3) 0.5281(3) 0.0326(10) Uani 1 1 d . . .
H16A H 0.6878 0.1825 0.4655 0.039 Uiso 1 1 calc R . .
H16B H 0.7051 0.2492 0.5842 0.039 Uiso 1 1 calc R . .
C11 C 0.9624(4) -0.2891(3) 0.4085(3) 0.0400(11) Uani 1 1 d . . .
H11A H 0.9656 -0.3404 0.3438 0.048 Uiso 1 1 calc R . .
C20 C 0.3307(4) 0.4639(4) 0.6701(4) 0.0497(13) Uani 1 1 d . . .
H20 H 0.3335 0.4575 0.7318 0.060 Uiso 1 1 calc R . .
C21 C 0.2877(5) 0.5500(4) 0.6578(5) 0.0565(14) Uani 1 1 d . . .
H21 H 0.2611 0.6031 0.7109 0.068 Uiso 1 1 calc R . .
C25 C 0.3633(5) 0.3820(4) 0.2135(4) 0.0570(15) Uani 1 1 d . . .
H25A H 0.4275 0.3383 0.1876 0.068 Uiso 1 1 calc R . .
H25B H 0.3905 0.4529 0.2131 0.068 Uiso 1 1 calc R . .
C22 C 0.2850(5) 0.5556(4) 0.5663(5) 0.0620(17) Uani 1 1 d . . .
H22 H 0.2594 0.6146 0.5574 0.074 Uiso 1 1 calc R . .
O4 O 1.3530(3) 0.0259(3) 0.7370(2) 0.0459(8) Uani 1 1 d . . .
O7 O 1.3062(3) 0.1559(2) 0.8928(2) 0.0424(8) 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 N3 1.979(3) . ?
Cu1 N4 1.991(3) . ?
Cu1 N2 2.001(3) . ?
Cu1 O3 2.061(3) . ?
Cu1 N1 2.072(3) . ?
S1 O4 1.459(3) . ?
S1 O5 1.459(3) . ?
S1 O7 1.476(3) . ?
S1 O3 1.485(3) . ?
N1 N5 1.313(4) . ?
N1 C14 1.358(5) . ?
N3 C8 1.342(5) . ?
N3 C4 1.348(5) . ?
N7 N8 1.330(5) . ?
N7 C2 1.346(5) . ?
N7 C1 1.475(5) . ?
N4 N8 1.318(4) . ?
N4 C3 1.354(5) . ?
N6 C15 1.342(5) . ?
N6 N5 1.354(4) . ?
N6 C16 1.447(5) . ?
C4 C5 1.372(6) . ?
C4 C3 1.455(5) . ?
N2 C13 1.343(5) . ?
N2 C9 1.355(5) . ?
N10 C18 1.327(6) . ?
N10 C17 1.447(5) . ?
C5 C6 1.377(6) . ?
C9 C10 1.371(6) . ?
O1 C18 1.229(5) . ?
C13 C12 1.385(5) . ?
C13 C14 1.447(5) . ?
C14 C15 1.366(5) . ?
C10 C11 1.367(6) . ?
N9 C19 1.319(6) . ?
N9 C23 1.354(5) . ?
N11 C24 1.329(7) . ?
N11 C25 1.451(7) . ?
O2 C24 1.238(6) . ?
C12 C11 1.379(6) . ?
C8 C7 1.385(6) . ?
C2 C3 1.369(6) . ?
C18 C19 1.506(6) . ?
C23 C22 1.385(7) . ?
C23 C24 1.481(8) . ?
C17 C16 1.512(5) . ?
C7 C6 1.364(6) . ?
C19 C20 1.392(7) . ?
C1 C25 1.528(6) 2_656 ?
C20 C21 1.375(7) . ?
C21 C22 1.357(8) . ?
C25 C1 1.528(6) 2_656 ?

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
N3 Cu1 N4 81.07(13) . . ?
N3 Cu1 N2 172.85(12) . . ?
N4 Cu1 N2 97.49(13) . . ?
N3 Cu1 O3 93.03(12) . . ?
N4 Cu1 O3 135.04(12) . . ?
N2 Cu1 O3 92.90(12) . . ?
N3 Cu1 N1 95.53(13) . . ?
N4 Cu1 N1 130.25(13) . . ?
N2 Cu1 N1 80.00(13) . . ?
O3 Cu1 N1 94.59(12) . . ?
O4 S1 O5 111.13(19) . . ?
O4 S1 O7 110.89(18) . . ?
O5 S1 O7 109.60(17) . . ?
O4 S1 O3 108.16(16) . . ?
O5 S1 O3 108.47(17) . . ?
O7 S1 O3 108.50(17) . . ?
N5 N1 C14 110.2(3) . . ?
N5 N1 Cu1 137.9(2) . . ?
C14 N1 Cu1 111.9(3) . . ?
S1 O3 Cu1 114.83(16) . . ?
C8 N3 C4 119.1(3) . . ?
C8 N3 Cu1 124.7(3) . . ?
C4 N3 Cu1 116.2(3) . . ?
N8 N7 C2 112.5(3) . . ?
N8 N7 C1 118.7(4) . . ?
C2 N7 C1 128.6(4) . . ?
N8 N4 C3 110.1(3) . . ?
N8 N4 Cu1 136.6(3) . . ?
C3 N4 Cu1 113.2(3) . . ?
C15 N6 N5 111.9(3) . . ?
C15 N6 C16 129.6(3) . . ?
N5 N6 C16 118.5(3) . . ?
N3 C4 C5 121.6(4) . . ?
N3 C4 C3 112.6(3) . . ?
C5 C4 C3 125.8(4) . . ?
N1 N5 N6 105.4(3) . . ?
C13 N2 C9 119.2(3) . . ?
C13 N2 Cu1 116.5(3) . . ?
C9 N2 Cu1 124.2(3) . . ?
C18 N10 C17 121.3(4) . . ?
C4 C5 C6 119.0(4) . . ?
N2 C9 C10 121.3(4) . . ?
N2 C13 C12 121.4(4) . . ?
N2 C13 C14 114.1(3) . . ?
C12 C13 C14 124.4(4) . . ?
N1 C14 C15 107.9(3) . . ?
N1 C14 C13 117.3(3) . . ?
C15 C14 C13 134.8(3) . . ?
C11 C10 C9 119.5(4) . . ?
C19 N9 C23 118.1(4) . . ?
N4 N8 N7 105.6(3) . . ?
C24 N11 C25 123.9(4) . . ?
C11 C12 C13 118.7(4) . . ?
N3 C8 C7 121.5(4) . . ?
N7 C2 C3 104.0(4) . . ?
O1 C18 N10 124.8(4) . . ?
O1 C18 C19 120.6(5) . . ?
N10 C18 C19 114.6(4) . . ?
N9 C23 C22 121.1(5) . . ?
N9 C23 C24 116.4(5) . . ?
C22 C23 C24 122.4(5) . . ?
N10 C17 C16 109.7(3) . . ?
C6 C7 C8 118.9(4) . . ?
N6 C15 C14 104.5(3) . . ?
N9 C19 C20 123.1(4) . . ?
N9 C19 C18 116.4(4) . . ?
C20 C19 C18 120.5(5) . . ?
C7 C6 C5 119.8(4) . . ?
N4 C3 C2 107.8(3) . . ?
N4 C3 C4 116.7(3) . . ?
C2 C3 C4 135.5(4) . . ?
N7 C1 C25 110.8(4) . 2_656 ?
O2 C24 N11 123.8(6) . . ?
O2 C24 C23 120.6(6) . . ?
N11 C24 C23 115.7(4) . . ?
N6 C16 C17 111.8(3) . . ?
C10 C11 C12 119.8(4) . . ?
C21 C20 C19 118.7(5) . . ?
C22 C21 C20 118.5(5) . . ?
N11 C25 C1 112.8(4) . 2_656 ?
C21 C22 C23 120.4(5) . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        24.12
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.420
_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.066
####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1587671'
_audit_update_record             
;
2017-11-26 deposited with the CCDC.
2018-03-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H31 Cu N12 O7 S'
_chemical_formula_weight         743.25

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'

_symmetry_cell_setting           Monoclinic'
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   14.042(6)
_cell_length_b                   25.506(12)
_cell_length_c                   10.718(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.080(5)
_cell_angle_gamma                90.00
_cell_volume                     3688(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4504
_cell_measurement_theta_min      2.20
_cell_measurement_theta_max      22.48

_exptl_crystal_description       block
_exptl_crystal_colour            'deep blue'
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1536
_exptl_absorpt_coefficient_mu    0.707
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.775
_exptl_absorpt_correction_T_max  0.809
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29000
_diffrn_reflns_av_R_equivalents  0.0904
_diffrn_reflns_av_sigmaI/netI    0.0913
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.51
_diffrn_reflns_theta_max         25.32
_reflns_number_total             6663
_reflns_number_gt                4329
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'mercury v3.6'
_computing_publication_material  'ORTEP 3v2'

_refine_special_details          SQUEEZE # SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.139 0.750 0.030 339 116 ' '
2 0.861 0.250 0.033 339 116 ' '
_platon_squeeze_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0586P)²+21.7812P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6663
_refine_ls_number_parameters     444
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1346
_refine_ls_R_factor_gt           0.0894
_refine_ls_wR_factor_ref         0.2126
_refine_ls_wR_factor_gt          0.1966
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.088
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.23586(6) 0.50169(3) -0.02270(7) 0.0288(2) Uani 1 1 d . . .
S1 S 0.20476(14) 0.57471(7) -0.23793(16) 0.0325(4) Uani 1 1 d . . .
N6 N 0.3438(4) 0.4409(2) 0.0212(5) 0.0329(14) Uani 1 1 d . . .
N9 N 0.1811(4) 0.4856(2) 0.1377(6) 0.0342(14) Uani 1 1 d . . .
N11 N 0.3554(4) 0.5419(2) 0.0834(5) 0.0287(13) Uani 1 1 d . . .
N7 N 0.1401(4) 0.4689(2) 0.3098(5) 0.0304(13) Uani 1 1 d . . .
N5 N 0.3504(5) 0.3899(2) 0.0017(6) 0.0427(17) Uani 1 1 d . . .
H5A H 0.3353 0.3829 -0.0838 0.051 Uiso 1 1 calc R . .
H5B H 0.3085 0.3721 0.0361 0.051 Uiso 1 1 calc R . .
N10 N 0.1132(4) 0.4593(2) -0.1106(5) 0.0287(13) Uani 1 1 d . . .
N8 N 0.2066(4) 0.4940(2) 0.2623(6) 0.0355(14) Uani 1 1 d . . .
N3 N 0.2427(4) 0.3837(2) 0.4644(5) 0.0336(14) Uani 1 1 d . . .
H3 H 0.2864 0.3772 0.4240 0.040 Uiso 1 1 calc R . .
N1 N 0.2619(5) 0.2928(2) 0.3468(5) 0.0325(14) Uani 1 1 d . . .
N4 N 0.4448(5) 0.3765(2) 0.0605(6) 0.0354(14) Uani 1 1 d . . .
N2 N 0.4075(6) 0.2905(2) 0.2329(6) 0.0479(18) Uani 1 1 d . . .
H2 H 0.3868 0.3180 0.2639 0.057 Uiso 1 1 calc R . .
O6 O 0.2754(4) 0.6179(2) -0.2347(6) 0.0536(15) Uani 1 1 d . . .
O2 O 0.3770(5) 0.2053(2) 0.1776(6) 0.0591(17) Uani 1 1 d . . .
O4 O 0.1650(5) 0.5782(3) -0.1254(5) 0.087(3) Uani 1 1 d . . .
O1 O 0.1130(4) 0.3527(2) 0.5280(6) 0.0535(15) Uani 1 1 d . . .
O5 O 0.1236(5) 0.5723(3) -0.3556(5) 0.0642(18) Uani 1 1 d . . .
O3 O 0.2606(5) 0.5256(2) -0.2196(9) 0.097(3) Uani 1 1 d . . .
C10 C 0.0993(5) 0.4545(2) 0.1052(6) 0.0269(15) Uani 1 1 d . . .
C21 C 0.4336(5) 0.4588(3) 0.0960(6) 0.0268(15) Uani 1 1 d . . .
C16 C 0.3537(6) 0.5931(3) 0.1087(7) 0.0366(18) Uani 1 1 d . . .
H16 H 0.2956 0.6121 0.0757 0.044 Uiso 1 1 calc R . .
C20 C 0.4403(5) 0.5140(3) 0.1297(6) 0.0309(16) Uani 1 1 d . . .
C15 C 0.0835(6) 0.4491(3) -0.2380(7) 0.0395(18) Uani 1 1 d . . .
H15 H 0.1211 0.4620 -0.2903 0.047 Uiso 1 1 calc R . .
C8 C 0.1488(5) 0.4680(3) 0.4488(6) 0.0352(17) Uani 1 1 d . . .
H8A H 0.0895 0.4528 0.4634 0.042 Uiso 1 1 calc R . .
H8B H 0.1556 0.5035 0.4826 0.042 Uiso 1 1 calc R . .
C9 C 0.0715(5) 0.4439(3) 0.2148(6) 0.0314(16) Uani 1 1 d . . .
H9 H 0.0179 0.4241 0.2224 0.038 Uiso 1 1 calc R . .
C1 C 0.2744(6) 0.2474(3) 0.2948(6) 0.042(2) Uani 1 1 d . . .
C7 C 0.2405(5) 0.4351(2) 0.5198(6) 0.0315(16) Uani 1 1 d . . .
H7A H 0.2999 0.4540 0.5175 0.038 Uiso 1 1 calc R . .
H7B H 0.2412 0.4313 0.6101 0.038 Uiso 1 1 calc R . .
C5 C 0.1930(6) 0.2950(3) 0.4131(7) 0.0408(19) Uani 1 1 d . . .
C14 C -0.0008(6) 0.4203(3) -0.2952(7) 0.0430(19) Uani 1 1 d . . .
H14 H -0.0202 0.4141 -0.3842 0.052 Uiso 1 1 calc R . .
C25 C 0.3580(6) 0.2459(3) 0.2297(6) 0.0397(19) Uani 1 1 d . . .
C22 C 0.4976(6) 0.4174(3) 0.1204(6) 0.0339(17) Uani 1 1 d . . .
H22 H 0.5639 0.4175 0.1685 0.041 Uiso 1 1 calc R . .
C19 C 0.5270(5) 0.5383(3) 0.2050(6) 0.0333(17) Uani 1 1 d . . .
H19 H 0.5849 0.5190 0.2367 0.040 Uiso 1 1 calc R . .
C18 C 0.5252(6) 0.5911(3) 0.2314(7) 0.0366(18) Uani 1 1 d . . .
H18 H 0.5820 0.6079 0.2806 0.044 Uiso 1 1 calc R . .
C23 C 0.4753(7) 0.3224(3) 0.0548(7) 0.046(2) Uani 1 1 d . . .
H23A H 0.5349 0.3215 0.0259 0.056 Uiso 1 1 calc R . .
H23B H 0.4238 0.3036 -0.0083 0.056 Uiso 1 1 calc R . .
C6 C 0.1793(6) 0.3461(3) 0.4738(7) 0.0409(19) Uani 1 1 d . . .
C2 C 0.2229(7) 0.2018(3) 0.3030(8) 0.054(2) Uani 1 1 d . . .
H2A H 0.2339 0.1710 0.2627 0.065 Uiso 1 1 calc R . .
C11 C 0.0602(5) 0.4400(2) -0.0321(7) 0.0290(15) Uani 1 1 d . . .
C13 C -0.0554(6) 0.4010(3) -0.2159(8) 0.051(2) Uani 1 1 d . . .
H13 H -0.1123 0.3815 -0.2513 0.061 Uiso 1 1 calc R . .
C12 C -0.0250(5) 0.4109(3) -0.0831(7) 0.0414(19) Uani 1 1 d . . .
H12 H -0.0615 0.3981 -0.0292 0.050 Uiso 1 1 calc R . .
C17 C 0.4384(6) 0.6186(3) 0.1842(7) 0.0407(19) Uani 1 1 d . . .
H17 H 0.4360 0.6542 0.2024 0.049 Uiso 1 1 calc R . .
C24 C 0.4953(7) 0.2951(3) 0.1862(8) 0.052(2) Uani 1 1 d . . .
H24A H 0.5212 0.2603 0.1792 0.063 Uiso 1 1 calc R . .
H24B H 0.5458 0.3145 0.2494 0.063 Uiso 1 1 calc R . .
C4 C 0.1360(7) 0.2507(3) 0.4305(9) 0.060(2) Uani 1 1 d . . .
H4 H 0.0893 0.2529 0.4770 0.072 Uiso 1 1 calc R . .
C3 C 0.1538(8) 0.2041(3) 0.3746(10) 0.066(3) Uani 1 1 d . . .
H3A H 0.1193 0.1740 0.3848 0.079 Uiso 1 1 calc R . .
C40 C 0.5037(10) 0.3680(7) 0.4662(11) 0.106(5) Uani 1 1 d . . .
C41 C 0.6795(13) 0.3589(11) 0.5648(15) 0.238(14) Uani 1 1 d . . .
H41A H 0.7162 0.3784 0.6392 0.358 Uiso 1 1 calc R . .
H41B H 0.7192 0.3546 0.5054 0.358 Uiso 1 1 calc R . .
H41C H 0.6630 0.3250 0.5920 0.358 Uiso 1 1 calc R . .
N15 N 0.5896(6) 0.3868(3) 0.5011(7) 0.063(2) Uani 1 1 d . . .
O10 O 0.4258(5) 0.3895(2) 0.3974(7) 0.0639(18) Uani 1 1 d . . .
C42 C 0.6069(12) 0.4421(5) 0.4805(15) 0.134(6) Uani 1 1 d . . .
H42A H 0.5480 0.4573 0.4242 0.200 Uiso 1 1 calc R . .
H42B H 0.6605 0.4454 0.4415 0.200 Uiso 1 1 calc R . .
H42C H 0.6237 0.4601 0.5624 0.200 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N11 2.027(5) . ?
Cu1 N10 2.031(6) . ?
Cu1 N9 2.109(6) . ?
Cu1 N6 2.128(6) . ?
Cu1 O3 2.314(10) . ?
S1 O5 1.449(6) . ?
S1 O3 1.461(6) . ?
S1 O4 1.465(5) . ?
S1 O6 1.477(5) . ?
N6 N5 1.323(8) . ?
N6 C21 1.372(8) . ?
N9 N8 1.301(8) . ?
N9 C10 1.360(8) . ?
N11 C16 1.336(8) . ?
N11 C20 1.359(9) . ?
N7 N8 1.344(8) . ?
N7 C9 1.351(8) . ?
N7 C8 1.461(8) . ?
N5 N4 1.345(8) . ?
N10 C15 1.337(8) . ?
N10 C11 1.361(9) . ?
N3 C6 1.331(9) . ?
N3 C7 1.442(8) . ?
N1 C1 1.319(9) . ?
N1 C5 1.351(10) . ?
N4 C22 1.335(9) . ?
N4 C23 1.451(9) . ?
N2 C25 1.330(10) . ?
N2 C24 1.458(11) . ?
O2 C25 1.240(8) . ?
O1 C6 1.238(9) . ?
C10 C9 1.362(9) . ?
C10 C11 1.469(9) . ?
C21 C22 1.366(9) . ?
C21 C20 1.451(9) . ?
C16 C17 1.399(10) . ?
C20 C19 1.404(10) . ?
C15 C14 1.385(11) . ?
C8 C7 1.548(9) . ?
C1 C2 1.385(11) . ?
C1 C25 1.523(12) . ?
C5 C4 1.426(11) . ?
C5 C6 1.494(10) . ?
C14 C13 1.382(12) . ?
C19 C18 1.377(10) . ?
C18 C17 1.377(11) . ?
C23 C24 1.526(11) . ?
C2 C3 1.394(13) . ?
C11 C12 1.385(10) . ?
C13 C12 1.391(10) . ?
C4 C3 1.383(12) . ?
C40 N15 1.255(13) . ?
C40 O10 1.263(15) . ?
C41 N15 1.445(17) . ?
N15 C42 1.460(14) . ?

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
N11 Cu1 N10 173.8(2) . . ?
N11 Cu1 N9 94.2(2) . . ?
N10 Cu1 N9 79.7(2) . . ?
N11 Cu1 N6 79.4(2) . . ?
N10 Cu1 N6 100.1(2) . . ?
N9 Cu1 N6 94.3(2) . . ?
N11 Cu1 O3 93.9(2) . . ?
N10 Cu1 O3 92.3(2) . . ?
N9 Cu1 O3 167.3(2) . . ?
N6 Cu1 O3 96.7(2) . . ?
O5 S1 O3 110.2(4) . . ?
O5 S1 O4 109.4(4) . . ?
O3 S1 O4 104.7(5) . . ?
O5 S1 O6 114.4(4) . . ?
O3 S1 O6 107.7(4) . . ?
O4 S1 O6 110.0(4) . . ?
N5 N6 C21 109.0(6) . . ?
N5 N6 Cu1 139.2(5) . . ?
C21 N6 Cu1 111.7(4) . . ?
N8 N9 C10 109.4(6) . . ?
N8 N9 Cu1 138.2(5) . . ?
C10 N9 Cu1 112.2(4) . . ?
C16 N11 C20 120.1(6) . . ?
C16 N11 Cu1 123.4(5) . . ?
C20 N11 Cu1 116.5(4) . . ?
N8 N7 C9 111.4(6) . . ?
N8 N7 C8 121.5(5) . . ?
C9 N7 C8 127.0(6) . . ?
N6 N5 N4 106.2(5) . . ?
C15 N10 C11 119.5(6) . . ?
C15 N10 Cu1 124.1(5) . . ?
C11 N10 Cu1 116.4(4) . . ?
N9 N8 N7 106.6(5) . . ?
C6 N3 C7 122.2(6) . . ?
C1 N1 C5 117.2(6) . . ?
C22 N4 N5 111.8(6) . . ?
C22 N4 C23 129.1(7) . . ?
N5 N4 C23 119.1(6) . . ?
C25 N2 C24 123.1(6) . . ?
S1 O3 Cu1 97.9(5) . . ?
N9 C10 C9 108.5(6) . . ?
N9 C10 C11 117.3(6) . . ?
C9 C10 C11 134.2(6) . . ?
C22 C21 N6 107.7(6) . . ?
C22 C21 C20 135.2(7) . . ?
N6 C21 C20 117.1(6) . . ?
N11 C16 C17 120.8(7) . . ?
N11 C20 C19 120.8(6) . . ?
N11 C20 C21 115.3(6) . . ?
C19 C20 C21 123.9(7) . . ?
N10 C15 C14 122.7(7) . . ?
N7 C8 C7 109.5(6) . . ?
N7 C9 C10 104.0(6) . . ?
N1 C1 C2 125.2(8) . . ?
N1 C1 C25 115.2(7) . . ?
C2 C1 C25 119.4(7) . . ?
N3 C7 C8 113.5(5) . . ?
N1 C5 C4 123.1(7) . . ?
N1 C5 C6 117.5(7) . . ?
C4 C5 C6 119.4(7) . . ?
C15 C14 C13 117.9(7) . . ?
O2 C25 N2 123.4(8) . . ?
O2 C25 C1 121.1(7) . . ?
N2 C25 C1 115.5(6) . . ?
N4 C22 C21 105.2(6) . . ?
C18 C19 C20 119.1(7) . . ?
C19 C18 C17 119.3(7) . . ?
N4 C23 C24 112.1(6) . . ?
O1 C6 N3 122.9(7) . . ?
O1 C6 C5 121.8(7) . . ?
N3 C6 C5 115.3(7) . . ?
C1 C2 C3 117.1(8) . . ?
N10 C11 C12 120.7(6) . . ?
N10 C11 C10 114.4(6) . . ?
C12 C11 C10 124.9(7) . . ?
C14 C13 C12 120.0(7) . . ?
C11 C12 C13 119.1(7) . . ?
C18 C17 C16 119.9(7) . . ?
N2 C24 C23 113.3(7) . . ?
C3 C4 C5 116.6(8) . . ?
C4 C3 C2 120.8(8) . . ?
N15 C40 O10 127.9(15) . . ?
C40 N15 C41 126.5(16) . . ?
C40 N15 C42 120.7(12) . . ?
C41 N15 C42 112.8(14) . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        25.32
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.921
_refine_diff_density_min         -1.007
_refine_diff_density_rms         0.102
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 1587668'
_audit_update_record             
;
2017-11-26 deposited with the CCDC.
2018-03-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H23 Cu N12 O9'
_chemical_formula_weight         711.10

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'
O O 0.0106 0.0060 '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'

_symmetry_cell_setting           Triclinic'
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   10.317(3)
_cell_length_b                   13.879(4)
_cell_length_c                   14.625(5)
_cell_angle_alpha                110.491(7)
_cell_angle_beta                 109.527(7)
_cell_angle_gamma                99.837(8)
_cell_volume                     1747.8(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    1383
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      20.17

_exptl_crystal_description       cubic
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.40
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             728
_exptl_absorpt_coefficient_mu    0.689
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6826
_exptl_absorpt_correction_T_max  0.7701
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6674
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.1404
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.64
_diffrn_reflns_theta_max         25.82
_reflns_number_total             6674
_reflns_number_gt                3384
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2008)'
_computing_molecular_graphics    'mercury v3.6'
_computing_publication_material  'ORTEP 3v2'

_refine_special_details          SQUEEZE # SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.500 0.603 356 126 ' '
_platon_squeeze_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6674
_refine_ls_number_parameters     433
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1336
_refine_ls_R_factor_gt           0.0656
_refine_ls_wR_factor_ref         0.2303
_refine_ls_wR_factor_gt          0.1821
_refine_ls_goodness_of_fit_ref   0.680
_refine_ls_restrained_S_all      0.680
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.69494(7) 0.86338(5) 0.75662(6) 0.0320(2) Uani 1 1 d . . .
O9 O 0.6672(4) 0.8875(3) 0.9086(3) 0.0327(9) Uani 1 1 d . . .
O1 O -0.4984(4) 0.9767(3) 0.0951(3) 0.0352(9) Uani 1 1 d . . .
N7 N 0.8603(5) 0.8082(4) 0.7917(4) 0.0322(11) Uani 1 1 d . . .
O4 O 0.0309(4) 0.1208(3) 0.3830(4) 0.0479(11) Uani 1 1 d . . .
N11 N -0.2176(5) 0.8864(4) 0.2184(4) 0.0319(11) Uani 1 1 d . . .
N12 N 0.1486(5) 0.1927(4) 0.4255(4) 0.0433(13) Uani 1 1 d . . .
N6 N 0.8098(5) 1.0247(4) 0.8238(4) 0.0332(11) Uani 1 1 d . . .
C22 C 0.6110(7) 0.5272(5) 0.6535(7) 0.063(2) Uani 1 1 d . . .
H22 H 0.6714 0.4854 0.6625 0.075 Uiso 1 1 calc R . .
N5 N 0.5385(5) 0.9160(4) 0.6890(4) 0.0330(11) Uani 1 1 d . . .
C21 C 0.6670(6) 0.6371(5) 0.6905(5) 0.0363(14) Uani 1 1 d . . .
O5 O 0.2621(5) 0.1680(4) 0.4269(4) 0.0578(13) Uani 1 1 d . . .
O2 O -0.0198(5) 0.7250(4) 0.3046(4) 0.0556(13) Uani 1 1 d . . .
C7 C -0.0468(6) 0.8057(5) 0.2976(5) 0.0382(14) Uani 1 1 d . . .
N4 N 0.4005(5) 0.8725(4) 0.6206(4) 0.0362(11) Uani 1 1 d . . .
N8 N 0.5835(5) 0.7010(4) 0.6807(4) 0.0336(11) Uani 1 1 d . . .
N2 N 0.0520(5) 0.9036(4) 0.3489(4) 0.0390(12) Uani 1 1 d . . .
H2 H 0.0277 0.9568 0.3394 0.047 Uiso 1 1 calc R . .
N9 N 1.0024(5) 0.8519(4) 0.8395(4) 0.0372(12) Uani 1 1 d . . .
C19 C 1.0537(5) 0.7683(4) 0.8256(4) 0.0194(10) Uani 1 1 d . . .
N3 N 0.3590(5) 0.9519(4) 0.6018(4) 0.0384(12) Uani 1 1 d . . .
N1 N -0.2586(5) 1.0696(4) 0.2047(4) 0.0354(11) Uani 1 1 d . . .
H1 H -0.1762 1.0641 0.2384 0.042 Uiso 1 1 calc R . .
N13 N 0.4695(6) 0.3782(4) 0.1235(5) 0.0479(14) Uani 1 1 d . . .
O8 O 0.5317(6) 0.3110(4) 0.1341(5) 0.0644(14) Uani 1 1 d . . .
O6 O 0.3364(5) 0.3548(5) 0.0945(5) 0.0749(16) Uani 1 1 d . . .
O3 O 0.1568(5) 0.2890(4) 0.4617(5) 0.0768(17) Uani 1 1 d . . .
O7 O 0.5405(7) 0.4694(4) 0.1420(6) 0.091(2) Uani 1 1 d . . .
C16 C 0.9485(6) 1.0738(5) 0.8977(4) 0.0346(13) Uani 1 1 d . . .
H16 H 1.0013 1.0321 0.9205 0.042 Uiso 1 1 calc R . .
C2 C -0.3758(6) 0.9805(4) 0.1488(5) 0.0294(12) Uani 1 1 d . . .
C25 C 0.4389(6) 0.6530(5) 0.6298(5) 0.0416(15) Uani 1 1 d . . .
H25 H 0.3801 0.6961 0.6217 0.050 Uiso 1 1 calc R . .
C17 C 0.8229(6) 0.6979(4) 0.7489(5) 0.0322(13) Uani 1 1 d . . .
C18 C 0.9492(6) 0.6727(5) 0.7711(5) 0.0375(14) Uani 1 1 d . . .
H18 H 0.9593 0.6040 0.7521 0.045 Uiso 1 1 calc R . .
C3 C -0.3517(6) 0.8794(4) 0.1576(5) 0.0304(12) Uani 1 1 d . . .
C1 C -0.2642(6) 1.1755(5) 0.2112(5) 0.0398(15) Uani 1 1 d . . .
H1A H -0.2041 1.2301 0.2849 0.048 Uiso 1 1 calc R . .
H1B H -0.3634 1.1756 0.1940 0.048 Uiso 1 1 calc R . .
C15 C 1.0155(7) 1.1852(5) 0.9412(5) 0.0421(15) Uani 1 1 d . . .
H15 H 1.1125 1.2173 0.9912 0.051 Uiso 1 1 calc R . .
C26 C -0.1986(7) 0.7969(5) 0.2272(5) 0.0399(14) Uani 1 1 d . . .
C10 C 0.4689(7) 1.0470(5) 0.6572(5) 0.0404(14) Uani 1 1 d . . .
H10 H 0.4667 1.1138 0.6576 0.048 Uiso 1 1 calc R . .
C12 C 0.7353(6) 1.0853(5) 0.7933(5) 0.0366(14) Uani 1 1 d . . .
C11 C 0.5855(6) 1.0229(5) 0.7135(5) 0.0353(13) Uani 1 1 d . . .
C6 C -0.3086(7) 0.6998(5) 0.1786(6) 0.0479(17) Uani 1 1 d . . .
H6 H -0.2901 0.6394 0.1870 0.058 Uiso 1 1 calc R . .
C8 C 0.2017(6) 0.9236(5) 0.4215(5) 0.0363(14) Uani 1 1 d . . .
H8A H 0.2644 0.9916 0.4333 0.044 Uiso 1 1 calc R . .
H8B H 0.2360 0.8656 0.3891 0.044 Uiso 1 1 calc R . .
C14 C 0.9374(7) 1.2470(5) 0.9097(6) 0.0504(17) Uani 1 1 d . . .
H14 H 0.9802 1.3219 0.9387 0.061 Uiso 1 1 calc R . .
C9 C 0.2078(6) 0.9292(6) 0.5287(5) 0.0418(15) Uani 1 1 d . . .
H9A H 0.1716 0.9862 0.5604 0.050 Uiso 1 1 calc R . .
H9B H 0.1470 0.8606 0.5172 0.050 Uiso 1 1 calc R . .
C13 C 0.7921(7) 1.1964(5) 0.8333(5) 0.0428(15) Uani 1 1 d . . .
H13 H 0.7361 1.2364 0.8104 0.051 Uiso 1 1 calc R . .
C4 C -0.4693(6) 0.7836(5) 0.1043(5) 0.0367(14) Uani 1 1 d . . .
H4 H -0.5608 0.7807 0.0610 0.044 Uiso 1 1 calc R . .
C20 C 1.2139(6) 0.7932(5) 0.8629(5) 0.0411(15) Uani 1 1 d . . .
H20A H 1.2394 0.7298 0.8658 0.049 Uiso 1 1 calc R . .
H20B H 1.2633 0.8523 0.9353 0.049 Uiso 1 1 calc R . .
C5 C -0.4470(7) 0.6933(5) 0.1171(6) 0.0488(17) Uani 1 1 d . . .
H5 H -0.5241 0.6290 0.0847 0.059 Uiso 1 1 calc R . .
C24 C 0.3752(7) 0.5452(5) 0.5898(6) 0.064(2) Uani 1 1 d . . .
H24 H 0.2743 0.5155 0.5544 0.076 Uiso 1 1 calc R . .
C23 C 0.4568(8) 0.4790(6) 0.6008(7) 0.076(3) Uani 1 1 d . . .
H23 H 0.4132 0.4046 0.5746 0.092 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N7 1.974(4) . ?
Cu1 N5 1.989(5) . ?
Cu1 N8 2.035(5) . ?
Cu1 N6 2.039(5) . ?
Cu1 O9 2.253(4) . ?
O1 C2 1.227(6) . ?
N7 N9 1.312(6) . ?
N7 C17 1.360(7) . ?
O4 N12 1.226(6) . ?
N11 C26 1.333(7) . ?
N11 C3 1.336(7) . ?
N12 O3 1.229(7) . ?
N12 O5 1.270(6) . ?
N6 C12 1.323(7) . ?
N6 C16 1.341(7) . ?
C22 C21 1.366(8) . ?
C22 C23 1.424(10) . ?
N5 N4 1.313(6) . ?
N5 C11 1.353(7) . ?
C21 N8 1.348(7) . ?
C21 C17 1.463(7) . ?
O2 C7 1.230(7) . ?
C7 N2 1.323(7) . ?
C7 C26 1.515(8) . ?
N4 N3 1.330(6) . ?
N8 C25 1.340(7) . ?
N2 C8 1.462(7) . ?
N9 C19 1.335(6) . ?
C19 C18 1.324(7) . ?
C19 C20 1.490(7) . ?
N3 C10 1.345(8) . ?
N3 C9 1.469(7) . ?
N1 C2 1.334(7) . ?
N1 C1 1.452(7) . ?
N13 O7 1.234(7) . ?
N13 O6 1.238(7) . ?
N13 O8 1.243(6) . ?
C16 C15 1.387(8) . ?
C2 C3 1.507(7) . ?
C25 C24 1.345(9) . ?
C17 C18 1.370(8) . ?
C3 C4 1.392(8) . ?
C1 C20 1.504(8) 2_676 ?
C15 C14 1.364(9) . ?
C26 C6 1.370(9) . ?
C10 C11 1.380(8) . ?
C12 C13 1.376(8) . ?
C12 C11 1.459(8) . ?
C6 C5 1.378(9) . ?
C8 C9 1.521(8) . ?
C14 C13 1.400(9) . ?
C4 C5 1.375(8) . ?
C20 C1 1.504(8) 2_676 ?
C24 C23 1.362(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
N7 Cu1 N5 165.39(19) . . ?
N7 Cu1 N8 80.84(18) . . ?
N5 Cu1 N8 99.18(19) . . ?
N7 Cu1 N6 98.44(19) . . ?
N5 Cu1 N6 80.53(19) . . ?
N8 Cu1 N6 176.06(19) . . ?
N7 Cu1 O9 95.43(17) . . ?
N5 Cu1 O9 99.14(16) . . ?
N8 Cu1 O9 93.82(17) . . ?
N6 Cu1 O9 90.10(16) . . ?
N9 N7 C17 109.8(4) . . ?
N9 N7 Cu1 135.2(4) . . ?
C17 N7 Cu1 114.7(4) . . ?
C26 N11 C3 117.4(5) . . ?
O4 N12 O3 120.5(5) . . ?
O4 N12 O5 120.1(5) . . ?
O3 N12 O5 119.3(5) . . ?
C12 N6 C16 118.5(5) . . ?
C12 N6 Cu1 115.2(4) . . ?
C16 N6 Cu1 126.3(4) . . ?
C21 C22 C23 117.6(6) . . ?
N4 N5 C11 110.0(5) . . ?
N4 N5 Cu1 136.4(4) . . ?
C11 N5 Cu1 113.5(4) . . ?
N8 C21 C22 123.1(5) . . ?
N8 C21 C17 113.3(5) . . ?
C22 C21 C17 123.5(6) . . ?
O2 C7 N2 123.2(5) . . ?
O2 C7 C26 120.6(6) . . ?
N2 C7 C26 116.2(5) . . ?
N5 N4 N3 106.5(5) . . ?
C25 N8 C21 117.8(5) . . ?
C25 N8 Cu1 127.3(4) . . ?
C21 N8 Cu1 114.8(4) . . ?
C7 N2 C8 121.7(5) . . ?
N7 N9 C19 105.5(4) . . ?
C18 C19 N9 112.9(5) . . ?
C18 C19 C20 129.3(5) . . ?
N9 C19 C20 117.6(4) . . ?
N4 N3 C10 111.8(5) . . ?
N4 N3 C9 119.8(5) . . ?
C10 N3 C9 128.4(5) . . ?
C2 N1 C1 122.8(4) . . ?
O7 N13 O6 119.3(6) . . ?
O7 N13 O8 120.0(6) . . ?
O6 N13 O8 120.7(6) . . ?
N6 C16 C15 121.8(5) . . ?
O1 C2 N1 125.1(5) . . ?
O1 C2 C3 119.4(5) . . ?
N1 C2 C3 115.5(5) . . ?
N8 C25 C24 122.7(6) . . ?
N7 C17 C18 107.4(5) . . ?
N7 C17 C21 116.2(5) . . ?
C18 C17 C21 136.3(5) . . ?
C19 C18 C17 104.4(5) . . ?
N11 C3 C4 122.7(5) . . ?
N11 C3 C2 118.1(5) . . ?
C4 C3 C2 119.2(5) . . ?
N1 C1 C20 114.0(5) . 2_676 ?
C14 C15 C16 119.2(6) . . ?
N11 C26 C6 123.6(6) . . ?
N11 C26 C7 117.2(5) . . ?
C6 C26 C7 119.1(5) . . ?
N3 C10 C11 104.4(5) . . ?
N6 C12 C13 123.7(6) . . ?
N6 C12 C11 113.4(5) . . ?
C13 C12 C11 122.9(6) . . ?
N5 C11 C10 107.4(5) . . ?
N5 C11 C12 117.1(5) . . ?
C10 C11 C12 135.4(6) . . ?
C26 C6 C5 118.7(6) . . ?
N2 C8 C9 109.6(4) . . ?
C15 C14 C13 119.3(6) . . ?
N3 C9 C8 109.2(4) . . ?
C12 C13 C14 117.5(6) . . ?
C5 C4 C3 118.5(5) . . ?
C19 C20 C1 111.3(5) . 2_676 ?
C4 C5 C6 118.9(6) . . ?
C25 C24 C23 120.7(7) . . ?
C24 C23 C22 118.0(6) . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        25.82
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.512
_refine_diff_density_min         -0.512
_refine_diff_density_rms         0.085
