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

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1918246'
loop_
_audit_author_name
_audit_author_address
'Manas Sutradhar'
;Universidade de Lisboa
Portugal
;
_audit_update_record             
;
2019-05-23 deposited with the CCDC.	2019-07-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H15 Cl3 Cu2 N6 O2'
_chemical_formula_sum            'C17 H15 Cl3 Cu2 N6 O2'
_chemical_formula_weight         568.78

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
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           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   7.601(5)
_cell_length_b                   23.571(5)
_cell_length_c                   11.823(5)
_cell_angle_alpha                90
_cell_angle_beta                 100.410(5)
_cell_angle_gamma                90
_cell_volume                     2083.4(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    297(2)
_cell_measurement_reflns_used    8992
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      28.23

_exptl_crystal_description       Plate
_exptl_crystal_colour            Green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.813
_exptl_crystal_F_000             1136
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    2.454
_shelx_estimated_absorpt_T_min   0.498
_shelx_estimated_absorpt_T_max   0.802
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.495
_exptl_absorpt_correction_T_max  0.796
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      297(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            39522
_diffrn_reflns_av_unetI/netI     0.0147
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.461
_diffrn_reflns_theta_max         28.361
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5172
_reflns_number_gt                4569
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0298P)²+1.5288P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5172
_refine_ls_number_parameters     274
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0272
_refine_ls_wR_factor_ref         0.0675
_refine_ls_wR_factor_gt          0.0649
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.091
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.18793(3) 0.18786(2) 0.10978(2) 0.02478(7) Uani 1 1 d . . . . .
Cu2 Cu 0.29136(3) 0.38524(2) 0.08339(2) 0.02601(7) Uani 1 1 d . . . . .
Cl1 Cl -0.01025(8) 0.17906(3) -0.07848(5) 0.03963(13) Uani 1 1 d . . . . .
Cl2 Cl 0.28499(8) 0.09981(2) 0.15018(6) 0.04148(14) Uani 1 1 d . . . . .
Cl3 Cl 0.22260(7) 0.46110(2) -0.02796(5) 0.03721(12) Uani 1 1 d . . . . .
O1 O 0.41213(18) 0.22007(6) 0.05161(12) 0.0266(3) Uani 1 1 d . . . . .
O2 O 0.4965(3) 0.41578(8) 0.24106(16) 0.0479(4) Uani 1 1 d . . . . .
N1 N -0.0130(2) 0.19032(7) 0.20021(14) 0.0263(3) Uani 1 1 d . . . . .
N2 N 0.0984(2) 0.39155(7) 0.18115(15) 0.0271(3) Uani 1 1 d . . . . .
N3 N 0.1733(2) 0.27005(6) 0.14244(13) 0.0223(3) Uani 1 1 d . . . . .
N4 N 0.2975(2) 0.30385(6) 0.10669(14) 0.0236(3) Uani 1 1 d . . . . .
N5 N 0.5119(2) 0.36495(7) 0.01631(14) 0.0261(3) Uani 1 1 d . . . . .
N6 N 0.8164(2) 0.32459(8) -0.05637(17) 0.0357(4) Uani 1 1 d . . . . .
C1 C -0.1151(3) 0.14586(9) 0.2149(2) 0.0348(5) Uani 1 1 d . . . . .
H1 H -0.0797 0.1100 0.1953 0.042 Uiso 1 1 calc R U . . .
C2 C -0.2720(3) 0.15110(10) 0.2583(2) 0.0391(5) Uani 1 1 d . . . . .
H2 H -0.3393 0.1193 0.2692 0.047 Uiso 1 1 calc R U . . .
C3 C -0.3260(3) 0.20426(10) 0.28498(19) 0.0357(5) Uani 1 1 d . . . . .
H3 H -0.4307 0.2088 0.3143 0.043 Uiso 1 1 calc R U . . .
C4 C -0.2229(3) 0.25136(9) 0.26777(17) 0.0292(4) Uani 1 1 d . . . . .
H4 H -0.2597 0.2877 0.2833 0.035 Uiso 1 1 calc R U . . .
C5 C -0.0646(2) 0.24321(8) 0.22715(15) 0.0233(4) Uani 1 1 d . . . . .
C6 C 0.0594(2) 0.28896(8) 0.20304(15) 0.0219(3) Uani 1 1 d . . . . .
C7 C 0.0489(2) 0.34810(8) 0.24430(17) 0.0245(4) Uani 1 1 d . . . . .
C8 C -0.0098(3) 0.35843(9) 0.34701(18) 0.0334(4) Uani 1 1 d . . . . .
H8 H -0.0372 0.3282 0.3914 0.040 Uiso 1 1 calc R U . . .
C9 C -0.0276(4) 0.41357(10) 0.3834(2) 0.0466(6) Uani 1 1 d . . . . .
H9 H -0.0641 0.4208 0.4529 0.056 Uiso 1 1 calc R U . . .
C10 C 0.0096(4) 0.45753(10) 0.3147(2) 0.0487(6) Uani 1 1 d . . . . .
H10 H -0.0081 0.4950 0.3345 0.058 Uiso 1 1 calc R U . . .
C11 C 0.0741(3) 0.44469(9) 0.2152(2) 0.0380(5) Uani 1 1 d . . . . .
H11 H 0.1018 0.4745 0.1699 0.046 Uiso 1 1 calc R U . . .
C12 C 0.4132(2) 0.27282(8) 0.05897(15) 0.0212(3) Uani 1 1 d . . . . .
C13 C 0.5467(2) 0.30914(8) 0.01505(16) 0.0227(4) Uani 1 1 d . . . . .
C14 C 0.6981(3) 0.28905(9) -0.02215(17) 0.0276(4) Uani 1 1 d . . . . .
H14 H 0.7181 0.2502 -0.0234 0.033 Uiso 1 1 calc R U . . .
C15 C 0.7803(3) 0.37959(10) -0.0534(2) 0.0357(5) Uani 1 1 d . . . . .
H15 H 0.8603 0.4053 -0.0758 0.043 Uiso 1 1 calc R U . . .
C16 C 0.6279(3) 0.40042(9) -0.0181(2) 0.0333(4) Uani 1 1 d . . . . .
H16 H 0.6069 0.4393 -0.0186 0.040 Uiso 1 1 calc R U . . .
C17 C 0.5230(5) 0.47231(15) 0.2858(4) 0.0789(11) Uani 1 1 d . . . . .
H17A H 0.5168 0.4999 0.2255 0.095 Uiso 1 1 d R U . . .
H17B H 0.6385 0.4740 0.3345 0.095 Uiso 1 1 d R U . . .
H17C H 0.4321 0.4802 0.3304 0.095 Uiso 1 1 d R U . . .
H22 H 0.507(6) 0.393(2) 0.289(4) 0.118 Uiso 1 1 d . 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 N3 1.9824(16) . ?
Cu1 N1 2.0171(19) . ?
Cu1 O1 2.0921(16) . ?
Cu1 Cl2 2.2255(7) . ?
Cu1 Cl1 2.4606(11) . ?
Cu2 N4 1.9376(16) . ?
Cu2 N2 2.0300(18) . ?
Cu2 N5 2.0369(19) . ?
Cu2 Cl3 2.2260(7) . ?
Cu2 O2 2.318(2) . ?
O1 C12 1.246(2) . ?
O2 C17 1.434(4) . ?
O2 H22 0.77(5) . ?
N1 C1 1.334(3) . ?
N1 C5 1.362(3) . ?
N2 C11 1.339(3) . ?
N2 C7 1.360(2) . ?
N3 C6 1.298(2) . ?
N3 N4 1.360(2) . ?
N4 C12 1.344(2) . ?
N5 C16 1.331(3) . ?
N5 C13 1.342(2) . ?
N6 C15 1.327(3) . ?
N6 C14 1.344(3) . ?
C1 C2 1.386(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.373(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.395(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.387(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.493(2) . ?
C6 C7 1.484(3) . ?
C7 C8 1.389(3) . ?
C8 C9 1.383(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.377(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.386(3) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 C13 1.491(2) . ?
C13 C14 1.388(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.389(3) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9601 . ?
C17 H17C 0.9600 . ?

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 N1 78.13(6) . . ?
N3 Cu1 O1 77.71(6) . . ?
N1 Cu1 O1 154.62(6) . . ?
N3 Cu1 Cl2 153.85(5) . . ?
N1 Cu1 Cl2 99.57(5) . . ?
O1 Cu1 Cl2 98.68(5) . . ?
N3 Cu1 Cl1 102.23(5) . . ?
N1 Cu1 Cl1 94.79(7) . . ?
O1 Cu1 Cl1 97.77(6) . . ?
Cl2 Cu1 Cl1 103.92(3) . . ?
N4 Cu2 N2 89.60(6) . . ?
N4 Cu2 N5 79.77(6) . . ?
N2 Cu2 N5 165.69(7) . . ?
N4 Cu2 Cl3 151.23(5) . . ?
N2 Cu2 Cl3 99.29(5) . . ?
N5 Cu2 Cl3 94.60(5) . . ?
N4 Cu2 O2 101.40(7) . . ?
N2 Cu2 O2 88.26(8) . . ?
N5 Cu2 O2 84.53(8) . . ?
Cl3 Cu2 O2 106.15(5) . . ?
C12 O1 Cu1 109.54(11) . . ?
C17 O2 Cu2 127.9(2) . . ?
C17 O2 H22 113(4) . . ?
Cu2 O2 H22 110(4) . . ?
C1 N1 C5 119.31(18) . . ?
C1 N1 Cu1 124.12(15) . . ?
C5 N1 Cu1 115.32(12) . . ?
C11 N2 C7 118.18(17) . . ?
C11 N2 Cu2 113.15(13) . . ?
C7 N2 Cu2 123.89(13) . . ?
C6 N3 N4 122.70(16) . . ?
C6 N3 Cu1 120.62(12) . . ?
N4 N3 Cu1 116.44(11) . . ?
C12 N4 N3 110.82(15) . . ?
C12 N4 Cu2 118.70(12) . . ?
N3 N4 Cu2 128.60(12) . . ?
C16 N5 C13 118.01(17) . . ?
C16 N5 Cu2 127.51(15) . . ?
C13 N5 Cu2 114.32(12) . . ?
C15 N6 C14 116.60(18) . . ?
N1 C1 C2 122.6(2) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C3 C2 C1 118.6(2) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
C2 C3 C4 119.6(2) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C5 C4 C3 119.1(2) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
N1 C5 C4 120.80(17) . . ?
N1 C5 C6 113.46(16) . . ?
C4 C5 C6 125.67(18) . . ?
N3 C6 C7 125.80(16) . . ?
N3 C6 C5 111.37(16) . . ?
C7 C6 C5 122.84(16) . . ?
N2 C7 C8 120.83(18) . . ?
N2 C7 C6 119.35(16) . . ?
C8 C7 C6 119.81(17) . . ?
C9 C8 C7 120.1(2) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C10 C9 C8 118.8(2) . . ?
C10 C9 H9 120.6 . . ?
C8 C9 H9 120.6 . . ?
C9 C10 C11 118.5(2) . . ?
C9 C10 H10 120.7 . . ?
C11 C10 H10 120.7 . . ?
N2 C11 C10 123.3(2) . . ?
N2 C11 H11 118.4 . . ?
C10 C11 H11 118.4 . . ?
O1 C12 N4 125.17(16) . . ?
O1 C12 C13 123.02(16) . . ?
N4 C12 C13 111.82(16) . . ?
N5 C13 C14 120.93(17) . . ?
N5 C13 C12 114.29(16) . . ?
C14 C13 C12 124.76(17) . . ?
N6 C14 C13 121.43(19) . . ?
N6 C14 H14 119.3 . . ?
C13 C14 H14 119.3 . . ?
N6 C15 C16 122.76(19) . . ?
N6 C15 H15 118.6 . . ?
C16 C15 H15 118.6 . . ?
N5 C16 C15 120.3(2) . . ?
N5 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
O2 C17 H17A 111.8 . . ?
O2 C17 H17B 108.3 . . ?
H17A C17 H17B 109.5 . . ?
O2 C17 H17C 108.3 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N3 N4 C12 171.88(17) . . . . ?
Cu1 N3 N4 C12 -2.61(19) . . . . ?
C6 N3 N4 Cu2 -24.2(3) . . . . ?
Cu1 N3 N4 Cu2 161.31(10) . . . . ?
C5 N1 C1 C2 -0.9(3) . . . . ?
Cu1 N1 C1 C2 -167.48(17) . . . . ?
N1 C1 C2 C3 1.3(4) . . . . ?
C1 C2 C3 C4 0.1(3) . . . . ?
C2 C3 C4 C5 -1.9(3) . . . . ?
C1 N1 C5 C4 -1.1(3) . . . . ?
Cu1 N1 C5 C4 166.71(14) . . . . ?
C1 N1 C5 C6 -178.26(18) . . . . ?
Cu1 N1 C5 C6 -10.5(2) . . . . ?
C3 C4 C5 N1 2.4(3) . . . . ?
C3 C4 C5 C6 179.28(18) . . . . ?
N4 N3 C6 C7 -1.5(3) . . . . ?
Cu1 N3 C6 C7 172.76(14) . . . . ?
N4 N3 C6 C5 178.26(16) . . . . ?
Cu1 N3 C6 C5 -7.5(2) . . . . ?
N1 C5 C6 N3 11.5(2) . . . . ?
C4 C5 C6 N3 -165.58(18) . . . . ?
N1 C5 C6 C7 -168.77(17) . . . . ?
C4 C5 C6 C7 14.2(3) . . . . ?
C11 N2 C7 C8 -5.9(3) . . . . ?
Cu2 N2 C7 C8 147.94(17) . . . . ?
C11 N2 C7 C6 174.68(19) . . . . ?
Cu2 N2 C7 C6 -31.5(2) . . . . ?
N3 C6 C7 N2 30.4(3) . . . . ?
C5 C6 C7 N2 -149.31(18) . . . . ?
N3 C6 C7 C8 -149.0(2) . . . . ?
C5 C6 C7 C8 31.2(3) . . . . ?
N2 C7 C8 C9 3.5(3) . . . . ?
C6 C7 C8 C9 -177.1(2) . . . . ?
C7 C8 C9 C10 1.6(4) . . . . ?
C8 C9 C10 C11 -3.9(4) . . . . ?
C7 N2 C11 C10 3.4(4) . . . . ?
Cu2 N2 C11 C10 -153.1(2) . . . . ?
C9 C10 C11 N2 1.5(4) . . . . ?
Cu1 O1 C12 N4 5.6(2) . . . . ?
Cu1 O1 C12 C13 -174.60(13) . . . . ?
N3 N4 C12 O1 -2.4(3) . . . . ?
Cu2 N4 C12 O1 -168.09(15) . . . . ?
N3 N4 C12 C13 177.84(15) . . . . ?
Cu2 N4 C12 C13 12.1(2) . . . . ?
C16 N5 C13 C14 -0.6(3) . . . . ?
Cu2 N5 C13 C14 -176.37(14) . . . . ?
C16 N5 C13 C12 177.90(17) . . . . ?
Cu2 N5 C13 C12 2.2(2) . . . . ?
O1 C12 C13 N5 171.30(18) . . . . ?
N4 C12 C13 N5 -8.9(2) . . . . ?
O1 C12 C13 C14 -10.2(3) . . . . ?
N4 C12 C13 C14 169.56(18) . . . . ?
C15 N6 C14 C13 -0.4(3) . . . . ?
N5 C13 C14 N6 1.1(3) . . . . ?
C12 C13 C14 N6 -177.29(18) . . . . ?
C14 N6 C15 C16 -0.6(3) . . . . ?
C13 N5 C16 C15 -0.4(3) . . . . ?
Cu2 N5 C16 C15 174.71(16) . . . . ?
N6 C15 C16 N5 1.1(4) . . . . ?

_refine_diff_density_max         0.372
_refine_diff_density_min         -0.436
_refine_diff_density_rms         0.062

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1918248'
loop_
_audit_author_name
_audit_author_address
'Manas Sutradhar'
;Universidade de Lisboa
Portugal
;
_audit_update_record             
;
2019-05-23 deposited with the CCDC.	2019-07-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H17 Cu3 N11 O19'
_chemical_formula_sum            'C16 H17 Cu3 N11 O19'
_chemical_formula_weight         858.02

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

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

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

_cell_length_a                   10.6328(5)
_cell_length_b                   23.5926(11)
_cell_length_c                   11.5359(6)
_cell_angle_alpha                90
_cell_angle_beta                 99.735(2)
_cell_angle_gamma                90
_cell_volume                     2852.2(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    9121
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      30.55

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.998
_exptl_crystal_F_000             1716
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.22
_exptl_absorpt_coefficient_mu    2.324
_shelx_estimated_absorpt_T_min   0.489
_shelx_estimated_absorpt_T_max   0.600
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.482
_exptl_absorpt_correction_T_max  0.589
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II PHOTON 100 detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            80728
_diffrn_reflns_av_unetI/netI     0.0136
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.410
_diffrn_reflns_theta_max         30.569
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             8740
_reflns_number_gt                7935
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0248P)²+2.0364P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8740
_refine_ls_number_parameters     460
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0260
_refine_ls_R_factor_gt           0.0215
_refine_ls_wR_factor_ref         0.0533
_refine_ls_wR_factor_gt          0.0514
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.47793(2) 0.45844(2) 0.19381(2) 0.00910(4) Uani 1 1 d . . . . .
Cu2 Cu 0.19358(2) 0.30670(2) 0.10081(2) 0.00726(3) Uani 1 1 d . . . . .
Cu3 Cu 0.75198(2) 0.16903(2) 0.08495(2) 0.00826(4) Uani 1 1 d . . . . .
O1 O 0.54184(8) 0.38019(4) 0.15688(8) 0.01091(16) Uani 1 1 d . . . . .
O3 O 0.47294(10) 0.43394(4) 0.38991(9) 0.01350(17) Uani 1 1 d . . . . .
O4 O 0.63806(9) 0.49854(4) 0.24482(8) 0.01404(18) Uani 1 1 d . . . . .
O5 O 0.79484(11) 0.53952(5) 0.17884(11) 0.0255(2) Uani 1 1 d . . . . .
O6 O 0.64170(15) 0.49905(6) 0.05750(10) 0.0364(3) Uani 1 1 d . . . . .
O7 O 0.07673(8) 0.24409(4) 0.03581(7) 0.01004(16) Uani 1 1 d . . . . .
O8 O 0.09100(12) 0.29167(5) -0.12375(9) 0.0256(2) Uani 1 1 d . . . . .
O9 O 0.00503(11) 0.20740(5) -0.13535(9) 0.0212(2) Uani 1 1 d . . . . .
O10 O 0.68325(9) 0.08875(4) 0.09020(10) 0.01503(18) Uani 1 1 d . . . . .
O11 O 0.92409(9) 0.14428(4) 0.06444(9) 0.01166(16) Uani 1 1 d . . . . .
O12 O 0.83760(9) 0.22515(4) 0.19974(8) 0.01457(18) Uani 1 1 d . . . . .
O13 O 0.96006(13) 0.23372(8) 0.36716(11) 0.0499(5) Uani 1 1 d . . . . .
O14 O 0.85918(13) 0.15437(6) 0.32252(11) 0.0331(3) Uani 1 1 d . . . . .
O15 O 0.19816(9) 0.32879(4) 0.38782(8) 0.01368(17) Uani 1 1 d . . . . .
O16 O 0.20309(10) 0.25711(4) 0.26876(8) 0.01457(18) Uani 1 1 d . . . . .
O17 O 0.27065(9) 0.24706(4) 0.45589(8) 0.01546(18) Uani 1 1 d . . . . .
N1 N 0.35594(10) 0.52294(4) 0.19398(9) 0.01114(19) Uani 1 1 d . . . . .
N2 N 0.06335(10) 0.36356(4) 0.13565(9) 0.01007(18) Uani 1 1 d . . . . .
N3 N 0.31634(10) 0.41880(4) 0.15173(9) 0.00872(18) Uani 1 1 d . . . . .
N4 N 0.32579(10) 0.36228(4) 0.13621(9) 0.00878(18) Uani 1 1 d . . . . .
N5 N 0.34957(10) 0.25739(4) 0.08776(9) 0.00924(18) Uani 1 1 d . . . . .
N6 N 0.58207(10) 0.20353(4) 0.09418(9) 0.00872(18) Uani 1 1 d . . . . .
N13 N 0.69333(12) 0.51289(5) 0.15636(11) 0.0165(2) Uani 1 1 d . . . . .
N14 N 0.05640(11) 0.24787(5) -0.07972(9) 0.0128(2) Uani 1 1 d . . . . .
N15 N 0.88718(11) 0.20333(6) 0.30017(10) 0.0210(3) Uani 1 1 d . . . . .
N16 N 0.22404(10) 0.27737(5) 0.37031(9) 0.01116(19) Uani 1 1 d . . . . .
C1 C 0.38620(14) 0.57792(5) 0.19636(12) 0.0163(2) Uani 1 1 d . . . . .
H1 H 0.4736 0.5885 0.2127 0.020 Uiso 1 1 calc R U . . .
C2 C 0.29357(15) 0.62018(6) 0.17569(14) 0.0223(3) Uani 1 1 d . . . . .
H2 H 0.3171 0.6591 0.1787 0.027 Uiso 1 1 calc R U . . .
C3 C 0.16700(15) 0.60440(6) 0.15078(14) 0.0211(3) Uani 1 1 d . . . . .
H3 H 0.1023 0.6325 0.1351 0.025 Uiso 1 1 calc R U . . .
C4 C 0.13416(13) 0.54688(5) 0.14862(13) 0.0164(2) Uani 1 1 d . . . . .
H4 H 0.0474 0.5354 0.1315 0.020 Uiso 1 1 calc R U . . .
C5 C 0.23106(12) 0.50708(5) 0.17197(11) 0.0109(2) Uani 1 1 d . . . . .
C6 C 0.21253(11) 0.44429(5) 0.16629(10) 0.0092(2) Uani 1 1 d . . . . .
C7 C 0.09211(11) 0.41636(5) 0.18185(11) 0.0095(2) Uani 1 1 d . . . . .
C8 C 0.01432(12) 0.44301(5) 0.25097(12) 0.0135(2) Uani 1 1 d . . . . .
H8 H 0.0376 0.4790 0.2850 0.016 Uiso 1 1 calc R U . . .
C9 C -0.09758(13) 0.41678(6) 0.26998(13) 0.0171(3) Uani 1 1 d . . . . .
H9 H -0.1507 0.4342 0.3181 0.020 Uiso 1 1 calc R U . . .
C10 C -0.12996(13) 0.36501(6) 0.21768(14) 0.0199(3) Uani 1 1 d . . . . .
H10 H -0.2078 0.3470 0.2261 0.024 Uiso 1 1 calc R U . . .
C11 C -0.04663(12) 0.33971(6) 0.15232(13) 0.0157(2) Uani 1 1 d . . . . .
H11 H -0.0688 0.3037 0.1178 0.019 Uiso 1 1 calc R U . . .
C12 C 0.44774(11) 0.34725(5) 0.13698(10) 0.0084(2) Uani 1 1 d . . . . .
C13 C 0.46001(11) 0.28597(5) 0.11226(10) 0.0083(2) Uani 1 1 d . . . . .
C14 C 0.57640(11) 0.25930(5) 0.11532(10) 0.0089(2) Uani 1 1 d . . . . .
H14 H 0.6530 0.2807 0.1326 0.011 Uiso 1 1 calc R U . . .
C15 C 0.47231(12) 0.17472(5) 0.07026(11) 0.0116(2) Uani 1 1 d . . . . .
H15 H 0.4742 0.1352 0.0548 0.014 Uiso 1 1 calc R U . . .
C16 C 0.35502(12) 0.20183(5) 0.06766(12) 0.0123(2) Uani 1 1 d . . . . .
H16 H 0.2783 0.1805 0.0514 0.015 Uiso 1 1 calc R U . . .
O33 O 0.22419(10) -0.00816(4) 0.04377(10) 0.0200(2) Uani 1 1 d . . . . .
O34 O 0.20998(11) 0.08283(5) 0.01238(12) 0.0282(3) Uani 1 1 d . . . . .
O35 O 0.39481(10) 0.04302(5) 0.05546(12) 0.0266(2) Uani 1 1 d . . . . .
N21 N 0.27763(11) 0.03978(5) 0.03779(10) 0.0146(2) Uani 1 1 d . . . . .
H3A H 0.545(2) 0.4352(9) 0.4252(18) 0.022 Uiso 1 1 d . U . . .
H3B H 0.438(2) 0.4573(9) 0.4136(18) 0.022 Uiso 1 1 d . U . . .
H10A H 0.6901(19) 0.0751(9) 0.1522(19) 0.022 Uiso 1 1 d . U . . .
H10B H 0.7017(19) 0.0664(9) 0.0444(18) 0.022 Uiso 1 1 d . U . . .
H11A H 0.966(2) 0.1710(9) 0.0614(18) 0.022 Uiso 1 1 d . U . . .
H11B H 0.9258(19) 0.1270(9) 0.0072(18) 0.022 Uiso 1 1 d . 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 N3 1.9443(10) . ?
Cu1 O4 1.9496(9) . ?
Cu1 N1 1.9997(11) . ?
Cu1 O1 2.0371(9) . ?
Cu1 O3 2.3442(10) . ?
Cu2 N4 1.9153(10) . ?
Cu2 O7 1.9932(9) . ?
Cu2 N2 2.0166(10) . ?
Cu2 N5 2.0522(10) . ?
Cu2 O16 2.2508(9) . ?
Cu3 O11 1.9729(9) . ?
Cu3 O12 1.9818(9) . ?
Cu3 N6 2.0007(10) . ?
Cu3 O10 2.0346(10) . ?
Cu3 O15 2.2497(10) 4_665 ?
O1 C12 1.2570(14) . ?
O3 H3A 0.80(2) . ?
O3 H3B 0.74(2) . ?
O4 N13 1.3055(14) . ?
O5 N13 1.2378(16) . ?
O6 N13 1.2235(17) . ?
O7 N14 1.3166(14) . ?
O8 N14 1.2346(15) . ?
O9 N14 1.2261(15) . ?
O10 H10A 0.78(2) . ?
O10 H10B 0.79(2) . ?
O11 H11A 0.78(2) . ?
O11 H11B 0.78(2) . ?
O12 N15 1.2956(15) . ?
O13 N15 1.2285(18) . ?
O14 N15 1.231(2) . ?
O15 N16 1.2678(14) . ?
O15 Cu3 2.2498(10) 4_566 ?
O16 N16 1.2499(14) . ?
O17 N16 1.2515(14) . ?
N1 C1 1.3355(16) . ?
N1 C5 1.3615(16) . ?
N2 C11 1.3405(16) . ?
N2 C7 1.3689(15) . ?
N3 C6 1.2926(15) . ?
N3 N4 1.3514(13) . ?
N4 C12 1.3428(15) . ?
N5 C16 1.3342(15) . ?
N5 C13 1.3420(15) . ?
N6 C15 1.3384(16) . ?
N6 C14 1.3413(15) . ?
C1 C2 1.393(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.379(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.4004(19) . ?
C3 H3 0.9500 . ?
C4 C5 1.3863(17) . ?
C4 H4 0.9500 . ?
C5 C6 1.4945(16) . ?
C6 C7 1.4777(16) . ?
C7 C8 1.3922(17) . ?
C8 C9 1.3911(18) . ?
C8 H8 0.9500 . ?
C9 C10 1.3799(19) . ?
C9 H9 0.9500 . ?
C10 C11 1.3912(18) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 C13 1.4836(16) . ?
C13 C14 1.3835(16) . ?
C14 H14 0.9500 . ?
C15 C16 1.3973(17) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
O33 N21 1.2727(14) . ?
O34 N21 1.2506(16) . ?
O35 N21 1.2304(16) . ?

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 O4 176.85(4) . . ?
N3 Cu1 N1 79.65(4) . . ?
O4 Cu1 N1 99.44(4) . . ?
N3 Cu1 O1 79.85(4) . . ?
O4 Cu1 O1 101.40(4) . . ?
N1 Cu1 O1 158.32(4) . . ?
N3 Cu1 O3 87.66(4) . . ?
O4 Cu1 O3 89.40(4) . . ?
N1 Cu1 O3 93.80(4) . . ?
O1 Cu1 O3 92.36(4) . . ?
N4 Cu2 O7 167.41(4) . . ?
N4 Cu2 N2 90.35(4) . . ?
O7 Cu2 N2 99.36(4) . . ?
N4 Cu2 N5 80.24(4) . . ?
O7 Cu2 N5 90.71(4) . . ?
N2 Cu2 N5 169.25(4) . . ?
N4 Cu2 O16 104.35(4) . . ?
O7 Cu2 O16 82.71(3) . . ?
N2 Cu2 O16 96.12(4) . . ?
N5 Cu2 O16 81.33(4) . . ?
O11 Cu3 O12 86.98(4) . . ?
O11 Cu3 N6 172.33(4) . . ?
O12 Cu3 N6 90.55(4) . . ?
O11 Cu3 O10 94.20(4) . . ?
O12 Cu3 O10 136.78(4) . . ?
N6 Cu3 O10 92.58(4) . . ?
O11 Cu3 O15 88.17(4) . 4_665 ?
O12 Cu3 O15 132.05(4) . 4_665 ?
N6 Cu3 O15 88.10(4) . 4_665 ?
O10 Cu3 O15 91.15(4) . 4_665 ?
C12 O1 Cu1 108.37(7) . . ?
Cu1 O3 H3A 107.8(14) . . ?
Cu1 O3 H3B 105.5(16) . . ?
H3A O3 H3B 106(2) . . ?
N13 O4 Cu1 112.06(8) . . ?
N14 O7 Cu2 108.41(7) . . ?
Cu3 O10 H10A 115.9(15) . . ?
Cu3 O10 H10B 117.9(15) . . ?
H10A O10 H10B 110(2) . . ?
Cu3 O11 H11A 108.8(15) . . ?
Cu3 O11 H11B 114.3(15) . . ?
H11A O11 H11B 107(2) . . ?
N15 O12 Cu3 113.80(9) . . ?
N16 O15 Cu3 99.09(7) . 4_566 ?
N16 O16 Cu2 125.66(8) . . ?
C1 N1 C5 119.65(11) . . ?
C1 N1 Cu1 125.80(9) . . ?
C5 N1 Cu1 113.77(8) . . ?
C11 N2 C7 117.96(11) . . ?
C11 N2 Cu2 113.23(8) . . ?
C7 N2 Cu2 124.55(8) . . ?
C6 N3 N4 124.09(10) . . ?
C6 N3 Cu1 118.80(8) . . ?
N4 N3 Cu1 115.17(8) . . ?
C12 N4 N3 110.67(10) . . ?
C12 N4 Cu2 119.58(8) . . ?
N3 N4 Cu2 129.45(8) . . ?
C16 N5 C13 117.91(10) . . ?
C16 N5 Cu2 128.98(8) . . ?
C13 N5 Cu2 112.89(8) . . ?
C15 N6 C14 118.11(10) . . ?
C15 N6 Cu3 123.11(8) . . ?
C14 N6 Cu3 118.52(8) . . ?
O6 N13 O5 124.66(13) . . ?
O6 N13 O4 117.97(12) . . ?
O5 N13 O4 117.37(12) . . ?
O9 N14 O8 125.02(12) . . ?
O9 N14 O7 117.34(11) . . ?
O8 N14 O7 117.64(11) . . ?
O13 N15 O14 124.40(15) . . ?
O13 N15 O12 116.66(15) . . ?
O14 N15 O12 118.94(13) . . ?
O16 N16 O17 120.33(11) . . ?
O16 N16 O15 120.41(11) . . ?
O17 N16 O15 119.26(10) . . ?
N1 C1 C2 122.04(13) . . ?
N1 C1 H1 119.0 . . ?
C2 C1 H1 119.0 . . ?
C3 C2 C1 118.63(13) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
C2 C3 C4 119.80(13) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 118.56(13) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
N1 C5 C4 121.29(11) . . ?
N1 C5 C6 113.44(10) . . ?
C4 C5 C6 125.08(12) . . ?
N3 C6 C7 125.79(11) . . ?
N3 C6 C5 110.96(10) . . ?
C7 C6 C5 123.18(10) . . ?
N2 C7 C8 121.24(11) . . ?
N2 C7 C6 119.97(10) . . ?
C8 C7 C6 118.62(11) . . ?
C9 C8 C7 119.75(12) . . ?
C9 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
C10 C9 C8 118.79(12) . . ?
C10 C9 H9 120.6 . . ?
C8 C9 H9 120.6 . . ?
C9 C10 C11 118.82(12) . . ?
C9 C10 H10 120.6 . . ?
C11 C10 H10 120.6 . . ?
N2 C11 C10 123.27(12) . . ?
N2 C11 H11 118.4 . . ?
C10 C11 H11 118.4 . . ?
O1 C12 N4 125.16(11) . . ?
O1 C12 C13 122.99(10) . . ?
N4 C12 C13 111.85(10) . . ?
N5 C13 C14 121.60(11) . . ?
N5 C13 C12 115.33(10) . . ?
C14 C13 C12 123.07(10) . . ?
N6 C14 C13 120.59(11) . . ?
N6 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
N6 C15 C16 121.07(11) . . ?
N6 C15 H15 119.5 . . ?
C16 C15 H15 119.5 . . ?
N5 C16 C15 120.71(11) . . ?
N5 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
O35 N21 O34 120.96(12) . . ?
O35 N21 O33 119.68(12) . . ?
O34 N21 O33 119.35(12) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N3 N4 C12 -172.92(11) . . . . ?
Cu1 N3 N4 C12 -9.02(13) . . . . ?
C6 N3 N4 Cu2 13.40(18) . . . . ?
Cu1 N3 N4 Cu2 177.30(6) . . . . ?
Cu1 O4 N13 O6 -1.43(16) . . . . ?
Cu1 O4 N13 O5 178.76(9) . . . . ?
Cu2 O7 N14 O9 167.61(10) . . . . ?
Cu2 O7 N14 O8 -12.04(14) . . . . ?
Cu3 O12 N15 O13 167.65(11) . . . . ?
Cu3 O12 N15 O14 -12.33(15) . . . . ?
Cu2 O16 N16 O17 -155.05(9) . . . . ?
Cu2 O16 N16 O15 25.06(16) . . . . ?
Cu3 O15 N16 O16 177.46(9) 4_566 . . . ?
Cu3 O15 N16 O17 -2.43(12) 4_566 . . . ?
C5 N1 C1 C2 -0.7(2) . . . . ?
Cu1 N1 C1 C2 168.55(11) . . . . ?
N1 C1 C2 C3 -0.7(2) . . . . ?
C1 C2 C3 C4 1.0(2) . . . . ?
C2 C3 C4 C5 0.1(2) . . . . ?
C1 N1 C5 C4 1.83(19) . . . . ?
Cu1 N1 C5 C4 -168.65(10) . . . . ?
C1 N1 C5 C6 177.16(11) . . . . ?
Cu1 N1 C5 C6 6.68(13) . . . . ?
C3 C4 C5 N1 -1.5(2) . . . . ?
C3 C4 C5 C6 -176.27(13) . . . . ?
N4 N3 C6 C7 7.29(19) . . . . ?
Cu1 N3 C6 C7 -156.06(10) . . . . ?
N4 N3 C6 C5 -175.74(11) . . . . ?
Cu1 N3 C6 C5 20.90(13) . . . . ?
N1 C5 C6 N3 -17.41(15) . . . . ?
C4 C5 C6 N3 157.72(13) . . . . ?
N1 C5 C6 C7 159.66(11) . . . . ?
C4 C5 C6 C7 -25.22(19) . . . . ?
C11 N2 C7 C8 4.37(18) . . . . ?
Cu2 N2 C7 C8 -150.83(10) . . . . ?
C11 N2 C7 C6 179.71(12) . . . . ?
Cu2 N2 C7 C6 24.51(16) . . . . ?
N3 C6 C7 N2 -26.91(18) . . . . ?
C5 C6 C7 N2 156.47(11) . . . . ?
N3 C6 C7 C8 148.55(13) . . . . ?
C5 C6 C7 C8 -28.07(18) . . . . ?
N2 C7 C8 C9 -2.6(2) . . . . ?
C6 C7 C8 C9 -178.02(12) . . . . ?
C7 C8 C9 C10 -1.1(2) . . . . ?
C8 C9 C10 C11 2.9(2) . . . . ?
C7 N2 C11 C10 -2.5(2) . . . . ?
Cu2 N2 C11 C10 155.42(13) . . . . ?
C9 C10 C11 N2 -1.2(2) . . . . ?
Cu1 O1 C12 N4 2.27(15) . . . . ?
Cu1 O1 C12 C13 -177.15(9) . . . . ?
N3 N4 C12 O1 4.29(17) . . . . ?
Cu2 N4 C12 O1 178.69(9) . . . . ?
N3 N4 C12 C13 -176.23(10) . . . . ?
Cu2 N4 C12 C13 -1.84(14) . . . . ?
C16 N5 C13 C14 0.84(17) . . . . ?
Cu2 N5 C13 C14 175.98(9) . . . . ?
C16 N5 C13 C12 -178.38(11) . . . . ?
Cu2 N5 C13 C12 -3.24(13) . . . . ?
O1 C12 C13 N5 -177.16(11) . . . . ?
N4 C12 C13 N5 3.35(15) . . . . ?
O1 C12 C13 C14 3.63(18) . . . . ?
N4 C12 C13 C14 -175.86(11) . . . . ?
C15 N6 C14 C13 -0.03(17) . . . . ?
Cu3 N6 C14 C13 174.29(9) . . . . ?
N5 C13 C14 N6 -0.30(18) . . . . ?
C12 C13 C14 N6 178.86(11) . . . . ?
C14 N6 C15 C16 -0.19(18) . . . . ?
Cu3 N6 C15 C16 -174.23(10) . . . . ?
C13 N5 C16 C15 -1.05(18) . . . . ?
Cu2 N5 C16 C15 -175.29(9) . . . . ?
N6 C15 C16 N5 0.8(2) . . . . ?

_refine_diff_density_max         0.520
_refine_diff_density_min         -0.544
_refine_diff_density_rms         0.072

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1918247'
loop_
_audit_author_name
_audit_author_address
'Manas Sutradhar'
;Universidade de Lisboa
Portugal
;
_audit_update_record             
;
2019-05-23 deposited with the CCDC.	2019-07-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C68 H48 Cl12 Cu8 N20 O4'
_chemical_formula_sum            'C68 H48 Cl12 Cu8 N20 O4'
_chemical_formula_weight         2142.98

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_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                   18.152(2)
_cell_length_b                   12.223(2)
_cell_length_c                   18.826(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.086(4)
_cell_angle_gamma                90
_cell_volume                     4176.9(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9934
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      23.79

_exptl_crystal_description       Block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.704
_exptl_crystal_F_000             2128
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    2.438
_shelx_estimated_absorpt_T_min   0.570
_shelx_estimated_absorpt_T_max   0.759
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.605
_exptl_absorpt_correction_T_max  0.767
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II PHOTON 100'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            51711
_diffrn_reflns_av_unetI/netI     0.0536
_diffrn_reflns_av_R_equivalents  0.0892
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.731
_diffrn_reflns_theta_max         23.918
_diffrn_reflns_theta_full        23.918
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_full 0.974
_reflns_number_total             6324
_reflns_number_gt                4777
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0771P)²+55.7316P] 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         6324
_refine_ls_number_parameters     505
_refine_ls_number_restraints     54
_refine_ls_R_factor_all          0.1194
_refine_ls_R_factor_gt           0.0943
_refine_ls_wR_factor_ref         0.2433
_refine_ls_wR_factor_gt          0.2278
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3240(6) 0.1531(8) 0.4430(5) 0.041(2) Uani 1 1 d . . . . .
C2 C 0.3821(7) 0.2300(10) 0.4375(6) 0.063(3) Uani 1 1 d . U . . .
C3 C 0.3692(9) 0.3434(10) 0.4473(7) 0.077(4) Uani 1 1 d . U . . .
H3 H 0.3220 0.3713 0.4536 0.092 Uiso 1 1 calc R U . . .
C4 C 0.4305(8) 0.4101(10) 0.4471(9) 0.079(4) Uani 1 1 d . U . . .
H4 H 0.4258 0.4844 0.4568 0.095 Uiso 1 1 calc R U . . .
C5 C 0.4959(10) 0.3683(13) 0.4331(9) 0.099(5) Uani 1 1 d . U . . .
H5 H 0.5355 0.4157 0.4274 0.119 Uiso 1 1 calc R U . . .
C6 C 0.5082(8) 0.2561(12) 0.4265(8) 0.078(4) Uani 1 1 d . U . . .
H6 H 0.5558 0.2289 0.4224 0.093 Uiso 1 1 calc R U . . .
C7 C 0.2984(6) -0.1271(7) 0.4575(5) 0.043(3) Uani 1 1 d . . . . .
C8 C 0.2360(6) -0.1750(8) 0.4960(5) 0.048(3) Uani 1 1 d . . . . .
C9 C 0.2349(7) -0.2771(9) 0.5274(6) 0.059(3) Uani 1 1 d . . . . .
H9 H 0.2763 -0.3217 0.5250 0.071 Uiso 1 1 calc R U . . .
C10 C 0.1730(9) -0.3132(12) 0.5622(7) 0.077(4) Uani 1 1 d . . . . .
H10 H 0.1728 -0.3824 0.5828 0.092 Uiso 1 1 calc R U . . .
C11 C 0.1121(9) -0.2490(13) 0.5667(7) 0.080(4) Uani 1 1 d . . . . .
H11 H 0.0687 -0.2748 0.5869 0.096 Uiso 1 1 calc R U . . .
C12 C 0.1172(7) -0.1420(12) 0.5396(7) 0.069(4) Uani 1 1 d . . . . .
H12 H 0.0776 -0.0946 0.5459 0.083 Uiso 1 1 calc R U . . .
C13 C 0.3566(7) -0.1936(10) 0.4269(6) 0.056(3) Uani 1 1 d . . . . .
C14 C 0.3423(8) -0.2990(10) 0.4054(6) 0.061(3) Uani 1 1 d . . . . .
H14 H 0.2951 -0.3278 0.4100 0.074 Uiso 1 1 calc R U . . .
C15 C 0.3986(11) -0.3627(13) 0.3768(8) 0.095(5) Uani 1 1 d . . . . .
H15 H 0.3891 -0.4337 0.3616 0.114 Uiso 1 1 calc R U . . .
C16 C 0.4657(10) -0.3210(14) 0.3716(8) 0.093(5) Uani 1 1 d . . . . .
H16 H 0.5046 -0.3642 0.3561 0.112 Uiso 1 1 calc R U . . .
C17 C 0.4773(8) -0.2121(12) 0.3894(7) 0.075(4) Uani 1 1 d . . . . .
H17 H 0.5238 -0.1820 0.3826 0.089 Uiso 1 1 calc R U . . .
C18 C 0.3723(7) -0.2277(12) 0.2223(7) 0.075(4) Uani 1 1 d . . . . .
H18 H 0.4205 -0.2027 0.2185 0.090 Uiso 1 1 calc R U . . .
C19 C 0.3562(8) -0.3332(12) 0.2024(7) 0.078(4) Uani 1 1 d . . . . .
H19 H 0.3935 -0.3805 0.1882 0.093 Uiso 1 1 calc R U . . .
C20 C 0.2846(8) -0.3675(11) 0.2037(7) 0.068(3) Uani 1 1 d . . . . .
H20 H 0.2721 -0.4360 0.1859 0.082 Uiso 1 1 calc R U . . .
C21 C 0.2314(7) -0.3008(10) 0.2311(6) 0.056(3) Uani 1 1 d . . . . .
H21 H 0.1830 -0.3255 0.2346 0.068 Uiso 1 1 calc R U . . .
C22 C 0.2497(6) -0.1955(8) 0.2540(5) 0.042(2) Uani 1 1 d . . . . .
C23 C 0.1977(6) -0.1174(8) 0.2826(5) 0.045(3) Uani 1 1 d . . . . .
C24 C 0.2324(9) 0.1646(9) 0.2853(6) 0.066(4) Uani 1 1 d . . . . .
C25 C 0.1985(9) 0.2655(11) 0.2966(7) 0.075(4) Uani 1 1 d . U . . .
C26 C 0.2347(10) 0.3658(11) 0.2982(8) 0.088(4) Uani 1 1 d . U . . .
H26 H 0.2846 0.3720 0.2877 0.105 Uiso 1 1 calc R U . . .
C27 C 0.1929(10) 0.4553(12) 0.3162(9) 0.088(4) Uani 1 1 d . U . . .
H27 H 0.2152 0.5216 0.3272 0.106 Uiso 1 1 calc R U . . .
C28 C 0.1202(13) 0.4455(18) 0.3176(12) 0.128(7) Uani 1 1 d . U . . .
H28 H 0.0925 0.5093 0.3209 0.153 Uiso 1 1 calc R U . . .
C29 C 0.0810(12) 0.3428(17) 0.3145(10) 0.114(6) Uani 1 1 d . U . . .
H29 H 0.0301 0.3383 0.3201 0.137 Uiso 1 1 calc R U . . .
C30 C 0.1297(6) -0.1456(10) 0.3185(5) 0.051(3) Uani 1 1 d . . . . .
C31 C 0.1235(6) -0.2457(10) 0.3536(5) 0.055(3) Uani 1 1 d . . . . .
H31 H 0.1631 -0.2940 0.3540 0.066 Uiso 1 1 calc R U . . .
C32 C 0.0581(8) -0.2737(12) 0.3878(6) 0.070(4) Uani 1 1 d . . . . .
H32 H 0.0529 -0.3400 0.4114 0.084 Uiso 1 1 calc R U . . .
C33 C 0.0013(8) -0.1981(16) 0.3852(8) 0.088(5) Uani 1 1 d . . . . .
H33 H -0.0442 -0.2140 0.4053 0.105 Uiso 1 1 calc R U . . .
C34 C 0.0134(9) -0.0985(13) 0.3522(8) 0.081(4) Uani 1 1 d . . . . .
H34 H -0.0254 -0.0488 0.3526 0.097 Uiso 1 1 calc R U . . .
N1 N 0.3391(6) 0.0464(8) 0.4328(5) 0.060(3) Uani 1 1 d . . . . .
N2 N 0.2897(6) -0.0196(9) 0.4566(5) 0.065(3) Uani 1 1 d . . . . .
N3 N 0.4457(6) 0.1829(9) 0.4262(5) 0.065(3) Uani 1 1 d . . . . .
N4 N 0.4240(5) -0.1495(7) 0.4158(5) 0.053(2) Uani 1 1 d . . . . .
N5 N 0.1761(5) -0.1063(8) 0.5055(5) 0.056(2) Uani 1 1 d . . . . .
N6 N 0.2290(6) -0.0159(10) 0.2741(5) 0.070(3) Uani 1 1 d . . . . .
N7 N 0.1941(6) 0.0731(9) 0.2916(5) 0.067(3) Uani 1 1 d . . . . .
N8 N 0.3200(5) -0.1597(8) 0.2472(5) 0.057(2) Uani 1 1 d . . . . .
N9 N 0.0735(6) -0.0678(13) 0.3206(5) 0.088(4) Uani 1 1 d . . . . .
N10 N 0.1247(8) 0.2508(12) 0.3026(7) 0.095(4) Uani 1 1 d . . . . .
O1 O 0.2574(5) 0.1845(8) 0.4593(5) 0.076(3) Uani 1 1 d . . . . .
O4 O 0.3057(6) 0.1607(8) 0.2697(5) 0.084(3) Uani 1 1 d . . . . .
Cl1 Cl 0.56844(15) 0.0033(3) 0.42909(14) 0.0563(7) Uani 1 1 d . . . . .
Cl2 Cl 0.45120(16) 0.0184(3) 0.27385(15) 0.0600(8) Uani 1 1 d . . . . .
Cl3 Cl 0.08463(15) 0.1105(3) 0.44994(14) 0.0559(7) Uani 1 1 d . . . . .
Cl4 Cl -0.02838(19) 0.1362(4) 0.28317(19) 0.0902(13) Uani 1 1 d . . . . .
Cl5 Cl 0.3287(2) 0.0132(3) 0.11726(17) 0.0801(10) Uani 1 1 d . . . . .
Cl6 Cl 0.1962(2) 0.1001(3) 0.61254(16) 0.0723(9) Uani 1 1 d . . . . .
Cu1 Cu 0.44553(7) 0.01422(12) 0.42274(7) 0.0531(4) Uani 1 1 d . . . . .
Cu2 Cu 0.33170(8) 0.00535(12) 0.24587(7) 0.0544(4) Uani 1 1 d . . . . .
Cu3 Cu 0.19681(7) 0.05383(12) 0.49014(8) 0.0533(4) Uani 1 1 d . . . . .
Cu4 Cu 0.08668(9) 0.09180(16) 0.30740(9) 0.0770(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
C1 O1 1.306(13) . ?
C1 N1 1.347(14) . ?
C1 C2 1.417(16) . ?
C2 N3 1.308(15) . ?
C2 C3 1.418(17) . ?
C3 C4 1.380(18) . ?
C3 H3 0.9300 . ?
C4 C5 1.32(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.39(2) . ?
C5 H5 0.9300 . ?
C6 N3 1.445(16) . ?
C6 H6 0.9300 . ?
C7 N2 1.323(14) . ?
C7 C13 1.454(16) . ?
C7 C8 1.466(15) . ?
C8 C9 1.381(15) . ?
C8 N5 1.386(14) . ?
C9 C10 1.373(18) . ?
C9 H9 0.9300 . ?
C10 C11 1.36(2) . ?
C10 H10 0.9300 . ?
C11 C12 1.41(2) . ?
C11 H11 0.9300 . ?
C12 N5 1.323(15) . ?
C12 H12 0.9300 . ?
C13 N4 1.352(14) . ?
C13 C14 1.375(16) . ?
C14 C15 1.39(2) . ?
C14 H14 0.9300 . ?
C15 C16 1.32(2) . ?
C15 H15 0.9300 . ?
C16 C17 1.39(2) . ?
C16 H16 0.9300 . ?
C17 N4 1.331(16) . ?
C17 H17 0.9300 . ?
C18 N8 1.346(16) . ?
C18 C19 1.374(19) . ?
C18 H18 0.9300 . ?
C19 C20 1.366(18) . ?
C19 H19 0.9300 . ?
C20 C21 1.366(17) . ?
C20 H20 0.9300 . ?
C21 C22 1.398(15) . ?
C21 H21 0.9300 . ?
C22 N8 1.355(13) . ?
C22 C23 1.447(15) . ?
C23 N6 1.374(15) . ?
C23 C30 1.450(16) . ?
C24 N7 1.322(16) . ?
C24 O4 1.365(16) . ?
C24 C25 1.395(18) . ?
C25 N10 1.357(19) . ?
C25 C26 1.39(2) . ?
C26 C27 1.37(2) . ?
C26 H26 0.9300 . ?
C27 C28 1.32(2) . ?
C27 H27 0.9300 . ?
C28 C29 1.45(3) . ?
C28 H28 0.9300 . ?
C29 N10 1.39(2) . ?
C29 H29 0.9300 . ?
C30 C31 1.394(16) . ?
C30 N9 1.395(16) . ?
C31 C32 1.394(17) . ?
C31 H31 0.9300 . ?
C32 C33 1.39(2) . ?
C32 H32 0.9300 . ?
C33 C34 1.38(2) . ?
C33 H33 0.9300 . ?
C34 N9 1.299(19) . ?
C34 H34 0.9300 . ?
N1 N2 1.288(14) . ?
N1 Cu1 1.981(11) . ?
N2 Cu3 2.013(11) . ?
N3 Cu1 2.063(11) . ?
N4 Cu1 2.043(9) . ?
N5 Cu3 2.014(10) . ?
N6 N7 1.302(14) . ?
N6 Cu2 1.956(12) . ?
N7 Cu4 1.985(11) . ?
N8 Cu2 2.028(10) . ?
N9 Cu4 1.981(16) . ?
N10 Cu4 2.065(15) . ?
O1 Cu3 2.025(9) . ?
O4 Cu2 2.008(9) . ?
Cl1 Cu1 2.238(3) . ?
Cl2 Cu2 2.237(3) . ?
Cl3 Cu3 2.279(3) . ?
Cl3 Cu4 2.693(3) . ?
Cl4 Cu4 2.205(3) . ?
Cl5 Cu2 2.424(3) . ?
Cl6 Cu3 2.373(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
O1 C1 N1 120.5(10) . . ?
O1 C1 C2 120.8(10) . . ?
N1 C1 C2 118.7(10) . . ?
N3 C2 C1 112.2(11) . . ?
N3 C2 C3 126.7(13) . . ?
C1 C2 C3 121.1(12) . . ?
C4 C3 C2 116.4(14) . . ?
C4 C3 H3 121.8 . . ?
C2 C3 H3 121.8 . . ?
C5 C4 C3 119.8(13) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C4 C5 C6 122.9(15) . . ?
C4 C5 H5 118.5 . . ?
C6 C5 H5 118.5 . . ?
C5 C6 N3 118.9(14) . . ?
C5 C6 H6 120.5 . . ?
N3 C6 H6 120.5 . . ?
N2 C7 C13 129.5(11) . . ?
N2 C7 C8 108.1(10) . . ?
C13 C7 C8 122.4(9) . . ?
C9 C8 N5 118.7(11) . . ?
C9 C8 C7 125.8(11) . . ?
N5 C8 C7 115.4(9) . . ?
C10 C9 C8 120.5(12) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
C11 C10 C9 120.7(13) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C10 C11 C12 117.4(14) . . ?
C10 C11 H11 121.3 . . ?
C12 C11 H11 121.3 . . ?
N5 C12 C11 122.4(13) . . ?
N5 C12 H12 118.8 . . ?
C11 C12 H12 118.8 . . ?
N4 C13 C14 120.0(12) . . ?
N4 C13 C7 119.8(10) . . ?
C14 C13 C7 120.2(11) . . ?
C13 C14 C15 119.9(13) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C16 C15 C14 119.3(14) . . ?
C16 C15 H15 120.4 . . ?
C14 C15 H15 120.4 . . ?
C15 C16 C17 119.3(14) . . ?
C15 C16 H16 120.3 . . ?
C17 C16 H16 120.3 . . ?
N4 C17 C16 122.1(14) . . ?
N4 C17 H17 118.9 . . ?
C16 C17 H17 118.9 . . ?
N8 C18 C19 121.7(12) . . ?
N8 C18 H18 119.2 . . ?
C19 C18 H18 119.2 . . ?
C20 C19 C18 119.0(13) . . ?
C20 C19 H19 120.5 . . ?
C18 C19 H19 120.5 . . ?
C21 C20 C19 119.9(12) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C20 C21 C22 119.8(11) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 H21 120.1 . . ?
N8 C22 C21 119.5(10) . . ?
N8 C22 C23 115.9(9) . . ?
C21 C22 C23 124.5(10) . . ?
N6 C23 C22 106.4(10) . . ?
N6 C23 C30 128.4(10) . . ?
C22 C23 C30 125.0(9) . . ?
N7 C24 O4 120.2(11) . . ?
N7 C24 C25 120.1(14) . . ?
O4 C24 C25 119.6(12) . . ?
N10 C25 C26 125.5(14) . . ?
N10 C25 C24 109.4(14) . . ?
C26 C25 C24 125.0(15) . . ?
C27 C26 C25 116.4(16) . . ?
C27 C26 H26 121.8 . . ?
C25 C26 H26 121.8 . . ?
C28 C27 C26 119.0(17) . . ?
C28 C27 H27 120.5 . . ?
C26 C27 H27 120.5 . . ?
C27 C28 C29 125(2) . . ?
C27 C28 H28 117.7 . . ?
C29 C28 H28 117.7 . . ?
N10 C29 C28 115.2(19) . . ?
N10 C29 H29 122.4 . . ?
C28 C29 H29 122.4 . . ?
C31 C30 N9 121.7(11) . . ?
C31 C30 C23 119.9(10) . . ?
N9 C30 C23 118.3(11) . . ?
C32 C31 C30 120.2(12) . . ?
C32 C31 H31 119.9 . . ?
C30 C31 H31 119.9 . . ?
C33 C32 C31 117.0(14) . . ?
C33 C32 H32 121.5 . . ?
C31 C32 H32 121.5 . . ?
C32 C33 C34 118.9(14) . . ?
C32 C33 H33 120.5 . . ?
C34 C33 H33 120.5 . . ?
N9 C34 C33 126.4(15) . . ?
N9 C34 H34 116.8 . . ?
C33 C34 H34 116.8 . . ?
N2 N1 C1 114.5(11) . . ?
N2 N1 Cu1 126.1(8) . . ?
C1 N1 Cu1 113.9(8) . . ?
N1 N2 C7 123.0(11) . . ?
N1 N2 Cu3 114.4(9) . . ?
C7 N2 Cu3 122.6(9) . . ?
C2 N3 C6 114.8(12) . . ?
C2 N3 Cu1 116.3(9) . . ?
C6 N3 Cu1 128.3(9) . . ?
C17 N4 C13 119.1(11) . . ?
C17 N4 Cu1 116.6(9) . . ?
C13 N4 Cu1 123.6(8) . . ?
C12 N5 C8 119.9(11) . . ?
C12 N5 Cu3 122.8(9) . . ?
C8 N5 Cu3 115.1(8) . . ?
N7 N6 C23 121.6(11) . . ?
N7 N6 Cu2 115.0(9) . . ?
C23 N6 Cu2 123.1(8) . . ?
N6 N7 C24 115.3(12) . . ?
N6 N7 Cu4 127.8(9) . . ?
C24 N7 Cu4 115.6(9) . . ?
C18 N8 C22 119.8(10) . . ?
C18 N8 Cu2 122.4(9) . . ?
C22 N8 Cu2 114.9(8) . . ?
C34 N9 C30 115.5(14) . . ?
C34 N9 Cu4 116.3(11) . . ?
C30 N9 Cu4 125.4(9) . . ?
C25 N10 C29 118.0(16) . . ?
C25 N10 Cu4 117.3(11) . . ?
C29 N10 Cu4 124.2(13) . . ?
C1 O1 Cu3 109.8(7) . . ?
C24 O4 Cu2 108.1(8) . . ?
Cu3 Cl3 Cu4 106.94(11) . . ?
N1 Cu1 N4 90.8(4) . . ?
N1 Cu1 N3 78.5(4) . . ?
N4 Cu1 N3 168.9(4) . . ?
N1 Cu1 Cl1 168.3(3) . . ?
N4 Cu1 Cl1 97.8(3) . . ?
N3 Cu1 Cl1 93.2(3) . . ?
N6 Cu2 O4 80.8(5) . . ?
N6 Cu2 N8 76.4(4) . . ?
O4 Cu2 N8 156.0(4) . . ?
N6 Cu2 Cl2 150.4(3) . . ?
O4 Cu2 Cl2 96.2(3) . . ?
N8 Cu2 Cl2 99.8(3) . . ?
N6 Cu2 Cl5 104.9(3) . . ?
O4 Cu2 Cl5 100.4(3) . . ?
N8 Cu2 Cl5 92.8(3) . . ?
Cl2 Cu2 Cl5 104.65(13) . . ?
N2 Cu3 N5 76.6(4) . . ?
N2 Cu3 O1 78.8(4) . . ?
N5 Cu3 O1 155.4(4) . . ?
N2 Cu3 Cl3 141.2(3) . . ?
N5 Cu3 Cl3 100.2(3) . . ?
O1 Cu3 Cl3 98.6(3) . . ?
N2 Cu3 Cl6 114.6(3) . . ?
N5 Cu3 Cl6 95.2(3) . . ?
O1 Cu3 Cl6 95.4(3) . . ?
Cl3 Cu3 Cl6 104.15(12) . . ?
N9 Cu4 N7 91.4(4) . . ?
N9 Cu4 N10 166.6(5) . . ?
N7 Cu4 N10 76.9(5) . . ?
N9 Cu4 Cl4 98.9(3) . . ?
N7 Cu4 Cl4 158.0(3) . . ?
N10 Cu4 Cl4 94.3(4) . . ?
N9 Cu4 Cl3 87.5(3) . . ?
N7 Cu4 Cl3 100.0(3) . . ?
N10 Cu4 Cl3 88.2(4) . . ?
Cl4 Cu4 Cl3 99.83(13) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 N3 175.2(10) . . . . ?
N1 C1 C2 N3 -3.4(15) . . . . ?
O1 C1 C2 C3 -1.8(18) . . . . ?
N1 C1 C2 C3 179.6(11) . . . . ?
N3 C2 C3 C4 -2(2) . . . . ?
C1 C2 C3 C4 174.4(12) . . . . ?
C2 C3 C4 C5 5(2) . . . . ?
C3 C4 C5 C6 -8(3) . . . . ?
C4 C5 C6 N3 8(3) . . . . ?
N2 C7 C8 C9 -158.8(10) . . . . ?
C13 C7 C8 C9 21.8(16) . . . . ?
N2 C7 C8 N5 15.8(12) . . . . ?
C13 C7 C8 N5 -163.6(9) . . . . ?
N5 C8 C9 C10 5.5(16) . . . . ?
C7 C8 C9 C10 -180.0(11) . . . . ?
C8 C9 C10 C11 -0.5(19) . . . . ?
C9 C10 C11 C12 -5(2) . . . . ?
C10 C11 C12 N5 6(2) . . . . ?
N2 C7 C13 N4 25.1(17) . . . . ?
C8 C7 C13 N4 -155.6(10) . . . . ?
N2 C7 C13 C14 -151.2(11) . . . . ?
C8 C7 C13 C14 28.1(15) . . . . ?
N4 C13 C14 C15 4.4(18) . . . . ?
C7 C13 C14 C15 -179.3(12) . . . . ?
C13 C14 C15 C16 1(2) . . . . ?
C14 C15 C16 C17 -5(3) . . . . ?
C15 C16 C17 N4 4(2) . . . . ?
N8 C18 C19 C20 4(2) . . . . ?
C18 C19 C20 C21 -6(2) . . . . ?
C19 C20 C21 C22 3.7(19) . . . . ?
C20 C21 C22 N8 1.5(16) . . . . ?
C20 C21 C22 C23 178.7(11) . . . . ?
N8 C22 C23 N6 19.0(12) . . . . ?
C21 C22 C23 N6 -158.3(10) . . . . ?
N8 C22 C23 C30 -155.9(10) . . . . ?
C21 C22 C23 C30 26.7(16) . . . . ?
N7 C24 C25 N10 -9.2(18) . . . . ?
O4 C24 C25 N10 172.6(12) . . . . ?
N7 C24 C25 C26 173.4(14) . . . . ?
O4 C24 C25 C26 -5(2) . . . . ?
N10 C25 C26 C27 9(2) . . . . ?
C24 C25 C26 C27 -174.5(14) . . . . ?
C25 C26 C27 C28 -12(2) . . . . ?
C26 C27 C28 C29 12(3) . . . . ?
C27 C28 C29 N10 -6(3) . . . . ?
N6 C23 C30 C31 -147.2(11) . . . . ?
C22 C23 C30 C31 26.5(15) . . . . ?
N6 C23 C30 N9 28.9(16) . . . . ?
C22 C23 C30 N9 -157.4(10) . . . . ?
N9 C30 C31 C32 4.4(16) . . . . ?
C23 C30 C31 C32 -179.6(10) . . . . ?
C30 C31 C32 C33 -0.1(16) . . . . ?
C31 C32 C33 C34 -3.0(18) . . . . ?
C32 C33 C34 N9 2(2) . . . . ?
O1 C1 N1 N2 -16.1(15) . . . . ?
C2 C1 N1 N2 162.5(10) . . . . ?
O1 C1 N1 Cu1 -171.5(8) . . . . ?
C2 C1 N1 Cu1 7.1(13) . . . . ?
C1 N1 N2 C7 -173.2(10) . . . . ?
Cu1 N1 N2 C7 -21.3(15) . . . . ?
C1 N1 N2 Cu3 8.3(12) . . . . ?
Cu1 N1 N2 Cu3 160.2(5) . . . . ?
C13 C7 N2 N1 -7.7(18) . . . . ?
C8 C7 N2 N1 172.9(10) . . . . ?
C13 C7 N2 Cu3 170.7(8) . . . . ?
C8 C7 N2 Cu3 -8.6(12) . . . . ?
C1 C2 N3 C6 -174.6(10) . . . . ?
C3 C2 N3 C6 2.3(19) . . . . ?
C1 C2 N3 Cu1 -1.9(13) . . . . ?
C3 C2 N3 Cu1 174.9(11) . . . . ?
C5 C6 N3 C2 -4.8(19) . . . . ?
C5 C6 N3 Cu1 -176.4(11) . . . . ?
C16 C17 N4 C13 1(2) . . . . ?
C16 C17 N4 Cu1 -169.7(12) . . . . ?
C14 C13 N4 C17 -5.4(17) . . . . ?
C7 C13 N4 C17 178.3(11) . . . . ?
C14 C13 N4 Cu1 164.8(9) . . . . ?
C7 C13 N4 Cu1 -11.5(14) . . . . ?
C11 C12 N5 C8 -0.6(18) . . . . ?
C11 C12 N5 Cu3 -162.7(10) . . . . ?
C9 C8 N5 C12 -4.9(15) . . . . ?
C7 C8 N5 C12 180.0(10) . . . . ?
C9 C8 N5 Cu3 158.5(8) . . . . ?
C7 C8 N5 Cu3 -16.6(11) . . . . ?
C22 C23 N6 N7 176.6(10) . . . . ?
C30 C23 N6 N7 -8.7(17) . . . . ?
C22 C23 N6 Cu2 -10.6(12) . . . . ?
C30 C23 N6 Cu2 164.1(8) . . . . ?
C23 N6 N7 C24 175.5(11) . . . . ?
Cu2 N6 N7 C24 2.2(14) . . . . ?
C23 N6 N7 Cu4 -18.0(16) . . . . ?
Cu2 N6 N7 Cu4 168.7(5) . . . . ?
O4 C24 N7 N6 -7.5(17) . . . . ?
C25 C24 N7 N6 174.4(12) . . . . ?
O4 C24 N7 Cu4 -175.7(9) . . . . ?
C25 C24 N7 Cu4 6.2(16) . . . . ?
C19 C18 N8 C22 1(2) . . . . ?
C19 C18 N8 Cu2 -159.0(11) . . . . ?
C21 C22 N8 C18 -3.8(16) . . . . ?
C23 C22 N8 C18 178.7(10) . . . . ?
C21 C22 N8 Cu2 157.6(8) . . . . ?
C23 C22 N8 Cu2 -19.9(11) . . . . ?
C33 C34 N9 C30 2(2) . . . . ?
C33 C34 N9 Cu4 -160.0(12) . . . . ?
C31 C30 N9 C34 -5.4(16) . . . . ?
C23 C30 N9 C34 178.5(11) . . . . ?
C31 C30 N9 Cu4 155.1(8) . . . . ?
C23 C30 N9 Cu4 -21.0(14) . . . . ?
C26 C25 N10 C29 -3(2) . . . . ?
C24 C25 N10 C29 179.6(13) . . . . ?
C26 C25 N10 Cu4 -174.7(12) . . . . ?
C24 C25 N10 Cu4 8.0(15) . . . . ?
C28 C29 N10 C25 1(2) . . . . ?
C28 C29 N10 Cu4 172.3(13) . . . . ?
N1 C1 O1 Cu3 14.9(12) . . . . ?
C2 C1 O1 Cu3 -163.7(9) . . . . ?
N7 C24 O4 Cu2 8.4(15) . . . . ?
C25 C24 O4 Cu2 -173.4(10) . . . . ?

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
C5 H5 Cl5 0.93 2.87 3.767(16) 163.6 2_655
C6 H6 Cl1 0.93 2.77 3.278(16) 115.4 .
C12 H12 Cl3 0.93 2.95 3.688(13) 137.1 3_556
C16 H16 Cl2 0.93 2.95 3.693(14) 138.1 2_645
C17 H17 Cl1 0.93 2.56 3.198(15) 126.2 .
C18 H18 Cl2 0.93 2.95 3.470(14) 116.9 .
C19 H19 Cl1 0.93 2.72 3.464(13) 138.1 2_645
C21 H21 Cl4 0.93 2.87 3.773(12) 165.7 2_545
C28 H28 Cl4 0.93 2.76 3.44(2) 130.8 2
C29 H29 Cl4 0.93 2.78 3.27(2) 113.8 .
C34 H34 Cl4 0.93 2.61 3.238(17) 125.3 .

_refine_diff_density_max         1.705
_refine_diff_density_min         -1.342
_refine_diff_density_rms         0.133



