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

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1503826'
_audit_update_record             
;
2016-09-11 deposited with the CCDC.
2016-11-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H32 Cu2 N8 O18 S4'
_chemical_formula_weight         1144.03

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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                   8.018(5)
_cell_length_b                   14.816(5)
_cell_length_c                   17.908(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 100.175(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     2093.9(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2284
_cell_measurement_theta_min      2.6
_cell_measurement_theta_max      25.9

_exptl_crystal_description       flake
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.815
_exptl_crystal_F_000             1164
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    1.307
_shelx_estimated_absorpt_T_min   0.636
_shelx_estimated_absorpt_T_max   0.799
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.641
_exptl_absorpt_correction_T_max  0.812
_exptl_absorpt_process_details   'SADABS 2014/4 Bruker AXS Madison WI USA'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Smart Apex II CCD'
_diffrn_measurement_method       ω-2θ
_diffrn_detector_area_resol_mean 0.01
_diffrn_reflns_number            13789
_diffrn_reflns_av_unetI/netI     0.0583
_diffrn_reflns_av_R_equivalents  0.0524
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.795
_diffrn_reflns_theta_max         26.863
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4492
_reflns_number_gt                3176
_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 APEX 2'
_computing_cell_refinement       'Bruker SAINT v8.34a'
_computing_data_reduction        'Bruker SAINT v8.34a'
_computing_structure_solution    'Bruker SHELXTL 2014/4'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL & local programs'

_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)+(0.0456P)²+0.5559P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4492
_refine_ls_number_parameters     372
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0685
_refine_ls_R_factor_gt           0.0411
_refine_ls_wR_factor_ref         0.1011
_refine_ls_wR_factor_gt          0.0908
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_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 0.8620(5) 0.4193(2) 0.8285(2) 0.0306(8) Uani 1 1 d . . . . .
C2 C 0.9684(5) 0.4474(2) 0.7793(2) 0.0295(8) Uani 1 1 d . . . . .
C3 C 0.9149(4) 0.4406(2) 0.7023(2) 0.0270(8) Uani 1 1 d . . . . .
C4 C 0.7544(4) 0.4045(2) 0.67415(17) 0.0204(7) Uani 1 1 d . . . . .
C5 C 0.6772(4) 0.3924(2) 0.59670(17) 0.0201(7) Uani 1 1 d . . . . .
C6 C 0.5179(4) 0.3552(2) 0.57513(17) 0.0203(7) Uani 1 1 d . . . . .
C7 C 0.4140(4) 0.3308(2) 0.62921(17) 0.0208(7) Uani 1 1 d . . . . .
C8 C 0.2487(4) 0.2952(2) 0.6117(2) 0.0266(8) Uani 1 1 d . . . . .
C9 C 0.1666(5) 0.2738(2) 0.67027(19) 0.0284(8) Uani 1 1 d . . . . .
C10 C 0.2460(4) 0.2887(2) 0.74526(19) 0.0269(8) Uani 1 1 d . . . . .
C11 C 0.4856(4) 0.34287(19) 0.70532(17) 0.0197(7) Uani 1 1 d . . . . .
C12 C 0.6540(4) 0.3779(2) 0.72766(17) 0.0204(7) Uani 1 1 d . . . . .
C13 C 0.6128(4) 0.3800(2) 0.47260(17) 0.0198(7) Uani 1 1 d . . . . .
C14 C 0.6104(4) 0.3857(2) 0.38991(17) 0.0186(7) Uani 1 1 d . . . . .
C15 C 0.7507(4) 0.3752(2) 0.35291(17) 0.0198(7) Uani 1 1 d . . . . .
C16 C 0.7268(4) 0.3825(2) 0.27420(18) 0.0217(7) Uani 1 1 d . . . . .
C17 C 0.5689(4) 0.4002(2) 0.23259(17) 0.0237(7) Uani 1 1 d . . . . .
C18 C 0.4292(5) 0.4071(2) 0.26776(19) 0.0248(7) Uani 1 1 d . . . . .
C19 C 0.4516(4) 0.3999(2) 0.34628(18) 0.0230(7) Uani 1 1 d . . . . .
N1 N 0.7100(3) 0.38587(18) 0.80380(14) 0.0230(6) Uani 1 1 d . . . . .
N2 N 0.4011(3) 0.32290(17) 0.76275(14) 0.0213(6) Uani 1 1 d . . . . .
N3 N 0.7348(4) 0.40840(18) 0.52992(15) 0.0218(6) Uani 1 1 d . . . . .
N4 N 0.4786(3) 0.34708(17) 0.49761(15) 0.0220(6) Uani 1 1 d . . . . .
O1 O 0.9460(3) 0.27214(16) 0.44734(14) 0.0369(6) Uani 1 1 d . . . . .
O2 O 1.0097(3) 0.43061(15) 0.44817(14) 0.0325(6) Uani 1 1 d . . . . .
O3 O 1.0594(3) 0.33886(18) 0.34302(14) 0.0402(7) Uani 1 1 d . . . . .
O7W O 0.3543(4) 0.3055(2) 0.91575(15) 0.0336(7) Uani 1 1 d . . . . .
O8W O 0.7025(4) 0.34759(19) 0.95833(15) 0.0331(6) Uani 1 1 d . . . . .
O9W O 0.8358(4) 0.5671(3) 1.0307(2) 0.0751(10) Uani 1 1 d . . . . .
S1 S 0.96032(10) 0.35173(6) 0.40163(4) 0.02311(19) Uani 1 1 d . . . . .
Cu1 Cu 0.53319(5) 0.35143(3) 0.86505(2) 0.02417(13) Uani 1 1 d . . . . .
S2 S 0.54162(13) 0.42012(6) 0.13322(5) 0.0306(2) Uani 1 1 d . . . . .
O4 O 0.5892(3) 0.51347(15) 0.12634(14) 0.0383(6) Uani 1 1 d . . . . .
O5 O 0.6517(5) 0.35931(19) 0.10399(15) 0.0626(10) Uani 1 1 d . . . . .
O6 O 0.3635(4) 0.4061(2) 0.10462(16) 0.0675(10) Uani 1 1 d . . . . .
H1 H 0.895(4) 0.425(2) 0.881(2) 0.025(9) Uiso 1 1 d . . . . .
H2 H 1.082(5) 0.469(2) 0.802(2) 0.039(11) Uiso 1 1 d . . . . .
H3 H 0.985(4) 0.455(2) 0.668(2) 0.026(9) Uiso 1 1 d . . . . .
H3A H 0.823(4) 0.433(2) 0.5237(19) 0.025(10) Uiso 1 1 d . . . . .
H7A H 0.376(5) 0.269(3) 0.936(2) 0.028(13) Uiso 1 1 d . . . . .
H7B H 0.288(6) 0.342(3) 0.934(3) 0.064(16) Uiso 1 1 d . . . . .
H8 H 0.198(4) 0.285(2) 0.562(2) 0.029(10) Uiso 1 1 d . . . . .
H8A H 0.675(6) 0.352(3) 1.004(3) 0.060(14) Uiso 1 1 d . . . . .
H8B H 0.783(6) 0.324(3) 0.960(3) 0.053(17) Uiso 1 1 d . . . . .
H9 H 0.044(5) 0.246(2) 0.660(2) 0.030(9) Uiso 1 1 d . . . . .
H10 H 0.191(4) 0.2765(19) 0.7875(18) 0.016(8) Uiso 1 1 d . . . . .
H16 H 0.807(4) 0.375(2) 0.2520(18) 0.019(9) Uiso 1 1 d . . . . .
H18 H 0.323(4) 0.4142(19) 0.2393(18) 0.016(8) Uiso 1 1 d . . . . .
H19 H 0.354(4) 0.4047(18) 0.3716(17) 0.013(8) Uiso 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 N1 1.318(5) . ?
C1 C2 1.393(5) . ?
C1 H1 0.93(3) . ?
C2 C3 1.375(5) . ?
C2 H2 0.99(4) . ?
C3 C4 1.402(5) . ?
C3 H3 0.93(3) . ?
C4 C12 1.412(4) . ?
C4 C5 1.427(4) . ?
C5 N3 1.377(4) . ?
C5 C6 1.382(4) . ?
C6 N4 1.374(4) . ?
C6 C7 1.431(4) . ?
C7 C11 1.394(4) . ?
C7 C8 1.409(5) . ?
C8 C9 1.371(4) . ?
C8 H8 0.92(3) . ?
C9 C10 1.399(5) . ?
C9 H9 1.05(4) . ?
C10 N2 1.328(4) . ?
C10 H10 0.96(3) . ?
C11 N2 1.360(4) . ?
C11 C12 1.436(5) . ?
C12 N1 1.363(4) . ?
C13 N4 1.329(4) . ?
C13 N3 1.354(4) . ?
C13 C14 1.480(4) . ?
C14 C19 1.387(5) . ?
C14 C15 1.412(4) . ?
C15 C16 1.393(4) . ?
C15 S1 1.786(3) . ?
C16 C17 1.376(5) . ?
C16 H16 0.82(3) . ?
C17 C18 1.383(5) . ?
C17 S2 1.779(3) . ?
C18 C19 1.390(5) . ?
C18 H18 0.92(3) . ?
C19 H19 0.97(3) . ?
N1 Cu1 2.005(3) . ?
N2 Cu1 1.993(3) . ?
N3 H3A 0.82(3) . ?
O1 S1 1.452(2) . ?
O2 S1 1.449(2) . ?
O3 S1 1.437(2) . ?
O7W Cu1 1.951(3) . ?
O7W H7A 0.66(4) . ?
O7W H7B 0.86(5) . ?
O8W Cu1 1.959(3) . ?
O8W H8A 0.88(5) . ?
O8W H8B 0.73(4) . ?
Cu1 O4 2.247(2) 3_666 ?
S2 O5 1.424(3) . ?
S2 O6 1.445(3) . ?
S2 O4 1.446(2) . ?
O4 Cu1 2.247(2) 3_666 ?

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
N1 C1 C2 122.2(3) . . ?
N1 C1 H1 117(2) . . ?
C2 C1 H1 121(2) . . ?
C3 C2 C1 119.7(3) . . ?
C3 C2 H2 123(2) . . ?
C1 C2 H2 117(2) . . ?
C2 C3 C4 119.5(3) . . ?
C2 C3 H3 122(2) . . ?
C4 C3 H3 118(2) . . ?
C3 C4 C12 117.4(3) . . ?
C3 C4 C5 127.6(3) . . ?
C12 C4 C5 115.0(3) . . ?
N3 C5 C6 105.2(3) . . ?
N3 C5 C4 131.9(3) . . ?
C6 C5 C4 122.9(3) . . ?
N4 C6 C5 110.7(3) . . ?
N4 C6 C7 127.2(3) . . ?
C5 C6 C7 122.1(3) . . ?
C11 C7 C8 118.4(3) . . ?
C11 C7 C6 116.1(3) . . ?
C8 C7 C6 125.5(3) . . ?
C9 C8 C7 118.4(3) . . ?
C9 C8 H8 121(2) . . ?
C7 C8 H8 121(2) . . ?
C8 C9 C10 119.9(3) . . ?
C8 C9 H9 120.7(19) . . ?
C10 C9 H9 119.3(19) . . ?
N2 C10 C9 122.4(3) . . ?
N2 C10 H10 115.5(19) . . ?
C9 C10 H10 122.1(19) . . ?
N2 C11 C7 122.5(3) . . ?
N2 C11 C12 115.9(3) . . ?
C7 C11 C12 121.6(3) . . ?
N1 C12 C4 121.9(3) . . ?
N1 C12 C11 115.9(3) . . ?
C4 C12 C11 122.2(3) . . ?
N4 C13 N3 112.2(3) . . ?
N4 C13 C14 119.3(3) . . ?
N3 C13 C14 128.4(3) . . ?
C19 C14 C15 118.7(3) . . ?
C19 C14 C13 114.9(3) . . ?
C15 C14 C13 126.4(3) . . ?
C16 C15 C14 119.2(3) . . ?
C16 C15 S1 117.3(2) . . ?
C14 C15 S1 123.5(2) . . ?
C17 C16 C15 120.8(3) . . ?
C17 C16 H16 119(2) . . ?
C15 C16 H16 120(2) . . ?
C16 C17 C18 120.6(3) . . ?
C16 C17 S2 120.8(3) . . ?
C18 C17 S2 118.5(3) . . ?
C17 C18 C19 119.0(3) . . ?
C17 C18 H18 120.3(19) . . ?
C19 C18 H18 120.7(19) . . ?
C14 C19 C18 121.6(3) . . ?
C14 C19 H19 118.8(18) . . ?
C18 C19 H19 119.7(19) . . ?
C1 N1 C12 119.3(3) . . ?
C1 N1 Cu1 127.8(2) . . ?
C12 N1 Cu1 112.7(2) . . ?
C10 N2 C11 118.4(3) . . ?
C10 N2 Cu1 128.4(2) . . ?
C11 N2 Cu1 113.2(2) . . ?
C13 N3 C5 107.2(3) . . ?
C13 N3 H3A 124(2) . . ?
C5 N3 H3A 129(2) . . ?
C13 N4 C6 104.7(3) . . ?
Cu1 O7W H7A 113(4) . . ?
Cu1 O7W H7B 121(3) . . ?
H7A O7W H7B 115(4) . . ?
Cu1 O8W H8A 123(3) . . ?
Cu1 O8W H8B 121(4) . . ?
H8A O8W H8B 111(5) . . ?
O3 S1 O2 113.38(15) . . ?
O3 S1 O1 114.42(16) . . ?
O2 S1 O1 111.81(15) . . ?
O3 S1 C15 105.26(15) . . ?
O2 S1 C15 105.18(15) . . ?
O1 S1 C15 105.81(15) . . ?
O7W Cu1 O8W 92.81(13) . . ?
O7W Cu1 N2 92.22(12) . . ?
O8W Cu1 N2 162.50(12) . . ?
O7W Cu1 N1 172.85(12) . . ?
O8W Cu1 N1 91.34(12) . . ?
N2 Cu1 N1 82.15(11) . . ?
O7W Cu1 O4 85.00(12) . 3_666 ?
O8W Cu1 O4 102.29(12) . 3_666 ?
N2 Cu1 O4 94.84(10) . 3_666 ?
N1 Cu1 O4 99.82(10) . 3_666 ?
O5 S2 O6 114.6(2) . . ?
O5 S2 O4 112.57(18) . . ?
O6 S2 O4 111.51(18) . . ?
O5 S2 C17 106.73(16) . . ?
O6 S2 C17 105.66(17) . . ?
O4 S2 C17 104.86(15) . . ?
S2 O4 Cu1 136.16(16) . 3_666 ?

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
N1 C1 C2 C3 0.0(6) . . . . ?
C1 C2 C3 C4 -0.6(5) . . . . ?
C2 C3 C4 C12 0.9(5) . . . . ?
C2 C3 C4 C5 179.8(3) . . . . ?
C3 C4 C5 N3 2.4(6) . . . . ?
C12 C4 C5 N3 -178.6(3) . . . . ?
C3 C4 C5 C6 179.4(3) . . . . ?
C12 C4 C5 C6 -1.6(5) . . . . ?
N3 C5 C6 N4 0.9(4) . . . . ?
C4 C5 C6 N4 -176.8(3) . . . . ?
N3 C5 C6 C7 -178.6(3) . . . . ?
C4 C5 C6 C7 3.7(5) . . . . ?
N4 C6 C7 C11 177.9(3) . . . . ?
C5 C6 C7 C11 -2.7(4) . . . . ?
N4 C6 C7 C8 -1.5(5) . . . . ?
C5 C6 C7 C8 177.9(3) . . . . ?
C11 C7 C8 C9 -0.4(5) . . . . ?
C6 C7 C8 C9 178.9(3) . . . . ?
C7 C8 C9 C10 1.1(5) . . . . ?
C8 C9 C10 N2 -0.4(5) . . . . ?
C8 C7 C11 N2 -0.9(5) . . . . ?
C6 C7 C11 N2 179.7(3) . . . . ?
C8 C7 C11 C12 179.4(3) . . . . ?
C6 C7 C11 C12 0.0(4) . . . . ?
C3 C4 C12 N1 -0.6(5) . . . . ?
C5 C4 C12 N1 -179.6(3) . . . . ?
C3 C4 C12 C11 178.0(3) . . . . ?
C5 C4 C12 C11 -1.1(4) . . . . ?
N2 C11 C12 N1 0.9(4) . . . . ?
C7 C11 C12 N1 -179.5(3) . . . . ?
N2 C11 C12 C4 -177.8(3) . . . . ?
C7 C11 C12 C4 1.9(5) . . . . ?
N4 C13 C14 C19 31.1(4) . . . . ?
N3 C13 C14 C19 -145.7(3) . . . . ?
N4 C13 C14 C15 -146.8(3) . . . . ?
N3 C13 C14 C15 36.5(5) . . . . ?
C19 C14 C15 C16 2.2(4) . . . . ?
C13 C14 C15 C16 179.9(3) . . . . ?
C19 C14 C15 S1 -177.2(2) . . . . ?
C13 C14 C15 S1 0.6(5) . . . . ?
C14 C15 C16 C17 0.3(5) . . . . ?
S1 C15 C16 C17 179.7(2) . . . . ?
C15 C16 C17 C18 -2.9(5) . . . . ?
C15 C16 C17 S2 174.0(2) . . . . ?
C16 C17 C18 C19 2.8(5) . . . . ?
S2 C17 C18 C19 -174.1(3) . . . . ?
C15 C14 C19 C18 -2.2(5) . . . . ?
C13 C14 C19 C18 179.7(3) . . . . ?
C17 C18 C19 C14 -0.2(5) . . . . ?
C2 C1 N1 C12 0.3(5) . . . . ?
C2 C1 N1 Cu1 -174.6(3) . . . . ?
C4 C12 N1 C1 0.0(5) . . . . ?
C11 C12 N1 C1 -178.6(3) . . . . ?
C4 C12 N1 Cu1 175.7(2) . . . . ?
C11 C12 N1 Cu1 -3.0(3) . . . . ?
C9 C10 N2 C11 -0.9(5) . . . . ?
C9 C10 N2 Cu1 178.6(2) . . . . ?
C7 C11 N2 C10 1.6(4) . . . . ?
C12 C11 N2 C10 -178.8(3) . . . . ?
C7 C11 N2 Cu1 -178.0(2) . . . . ?
C12 C11 N2 Cu1 1.7(3) . . . . ?
N4 C13 N3 C5 0.4(4) . . . . ?
C14 C13 N3 C5 177.4(3) . . . . ?
C6 C5 N3 C13 -0.8(3) . . . . ?
C4 C5 N3 C13 176.6(3) . . . . ?
N3 C13 N4 C6 0.1(3) . . . . ?
C14 C13 N4 C6 -177.1(3) . . . . ?
C5 C6 N4 C13 -0.6(3) . . . . ?
C7 C6 N4 C13 178.9(3) . . . . ?
C16 C15 S1 O3 -4.2(3) . . . . ?
C14 C15 S1 O3 175.2(3) . . . . ?
C16 C15 S1 O2 115.9(3) . . . . ?
C14 C15 S1 O2 -64.8(3) . . . . ?
C16 C15 S1 O1 -125.7(3) . . . . ?
C14 C15 S1 O1 53.7(3) . . . . ?
C16 C17 S2 O5 39.0(3) . . . . ?
C18 C17 S2 O5 -144.1(3) . . . . ?
C16 C17 S2 O6 161.4(3) . . . . ?
C18 C17 S2 O6 -21.7(3) . . . . ?
C16 C17 S2 O4 -80.6(3) . . . . ?
C18 C17 S2 O4 96.3(3) . . . . ?
O5 S2 O4 Cu1 165.3(2) . . . 3_666 ?
O6 S2 O4 Cu1 34.9(3) . . . 3_666 ?
C17 S2 O4 Cu1 -79.0(2) . . . 3_666 ?

_refine_diff_density_max         0.526
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.087

_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
_database_code_depnum_ccdc_archive 'CCDC 1503827'
_audit_update_record             
;
2016-09-11 deposited with the CCDC.
2016-11-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H24 Cu N8 O13 S4'
_chemical_formula_weight         992.43

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   28.561(5)
_cell_length_b                   9.430(5)
_cell_length_c                   13.827(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 90.000(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     3724(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8217
_cell_measurement_theta_min      2.2741
_cell_measurement_theta_max      28.4190

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.770
_exptl_crystal_F_000             2020
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.896
_shelx_estimated_absorpt_T_min   0.800
_shelx_estimated_absorpt_T_max   0.841
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.806
_exptl_absorpt_correction_T_max  0.854
_exptl_absorpt_process_details   'SADABS 2014/4 Bruker AXS Madison WI USA'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Smart Apex II CCD'
_diffrn_measurement_method       ω-2θ
_diffrn_detector_area_resol_mean 0.01
_diffrn_reflns_number            26256
_diffrn_reflns_av_unetI/netI     0.0274
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.426
_diffrn_reflns_theta_max         28.444
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4702
_reflns_number_gt                3893
_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 APEX 2'
_computing_cell_refinement       'Bruker SAINT v8.34a'
_computing_data_reduction        'Bruker SAINT v8.34a'
_computing_structure_solution    'Bruker SHELXTL 2014/4'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL & local programs'

_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)+(0.0522P)²+3.0599P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4702
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0485
_refine_ls_R_factor_gt           0.0374
_refine_ls_wR_factor_ref         0.1022
_refine_ls_wR_factor_gt          0.0963
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.69449(8) -0.0100(3) 0.3650(2) 0.0384(6) Uani 1 1 d . . . . .
C2 C 0.65504(9) -0.0964(3) 0.3593(2) 0.0411(6) Uani 1 1 d . . . . .
C3 C 0.61639(8) -0.0517(2) 0.30919(18) 0.0309(5) Uani 1 1 d . . . . .
C4 C 0.61788(6) 0.0811(2) 0.26355(15) 0.0209(4) Uani 1 1 d . . . . .
C5 C 0.58178(6) 0.14228(19) 0.20539(14) 0.0182(4) Uani 1 1 d . . . . .
C6 C 0.58538(7) 0.2738(2) 0.16414(14) 0.0193(4) Uani 1 1 d . . . . .
C7 C 0.62684(7) 0.3584(2) 0.17084(15) 0.0216(4) Uani 1 1 d . . . . .
C8 C 0.63465(8) 0.4884(2) 0.12489(19) 0.0337(5) Uani 1 1 d . . . . .
C9 C 0.67756(9) 0.5538(3) 0.1368(2) 0.0428(7) Uani 1 1 d . . . . .
C10 C 0.71139(8) 0.4901(3) 0.1939(2) 0.0352(5) Uani 1 1 d . . . . .
C11 C 0.66318(6) 0.2998(2) 0.22585(15) 0.0204(4) Uani 1 1 d . . . . .
C12 C 0.65866(6) 0.1629(2) 0.27206(15) 0.0213(4) Uani 1 1 d . . . . .
C13 C 0.51760(6) 0.1819(2) 0.12065(14) 0.0182(4) Uani 1 1 d . . . . .
C14 C 0.47093(6) 0.15577(19) 0.07900(14) 0.0184(4) Uani 1 1 d . . . . .
C15 C 0.43950(8) 0.0838(2) 0.13883(16) 0.0269(4) Uani 1 1 d . . . . .
C16 C 0.39552(8) 0.0465(2) 0.10610(17) 0.0293(5) Uani 1 1 d . . . . .
C17 C 0.38179(6) 0.0822(2) 0.01303(15) 0.0210(4) Uani 1 1 d . . . . .
C18 C 0.41201(7) 0.1557(2) -0.04645(15) 0.0205(4) Uani 1 1 d . . . . .
C19 C 0.45710(6) 0.19120(19) -0.01533(14) 0.0175(4) Uani 1 1 d . . . . .
N1 N 0.69615(6) 0.1168(2) 0.32301(14) 0.0288(4) Uani 1 1 d . . . . .
N2 N 0.70490(6) 0.36660(19) 0.23793(14) 0.0256(4) Uani 1 1 d . . . . .
N3 N 0.53927(5) 0.08686(17) 0.17745(12) 0.0183(3) Uani 1 1 d . . . . .
N4 N 0.54453(6) 0.29646(18) 0.11386(13) 0.0206(3) Uani 1 1 d . . . . .
O1 O 0.54098(6) 0.2585(3) -0.07827(14) 0.0605(7) Uani 1 1 d . . . . .
O7W O 0.7500 0.2500 0.4698(2) 0.0462(7) Uani 1 2 d S T P . .
O2 O 0.48202(6) 0.19542(17) -0.19390(11) 0.0315(4) Uani 1 1 d . . . . .
O5 O 0.29442(6) 0.0818(3) 0.05009(17) 0.0578(6) Uani 1 1 d . . . . .
O4 O 0.32544(6) -0.11717(18) -0.03880(15) 0.0400(4) Uani 1 1 d . . . . .
O6 O 0.31781(6) 0.1077(2) -0.11825(15) 0.0463(5) Uani 1 1 d . . . . .
O3 O 0.47665(9) 0.41755(18) -0.11179(16) 0.0579(6) Uani 1 1 d . . . . .
S1 S 0.49309(2) 0.27393(5) -0.10596(4) 0.02139(12) Uani 1 1 d . . . . .
S2 S 0.32438(2) 0.03576(6) -0.02690(4) 0.02726(13) Uani 1 1 d . . . . .
Cu1 Cu 0.7500 0.2500 0.32602(3) 0.03068(12) Uani 1 2 d S T P . .
H1 H 0.7222(9) -0.042(3) 0.3976(19) 0.032(7) Uiso 1 1 d . . . . .
H2 H 0.6572(10) -0.191(3) 0.392(2) 0.046(8) Uiso 1 1 d . . . . .
H3 H 0.5880(9) -0.106(3) 0.3041(18) 0.026(6) Uiso 1 1 d . . . . .
H8 H 0.6085(10) 0.533(3) 0.083(2) 0.035(7) Uiso 1 1 d . . . . .
H9 H 0.6845(10) 0.635(3) 0.109(2) 0.038(7) Uiso 1 1 d . . . . .
H10 H 0.7406(10) 0.531(3) 0.202(2) 0.045(8) Uiso 1 1 d . . . . .
H15 H 0.4472(10) 0.067(3) 0.200(2) 0.040(8) Uiso 1 1 d . . . . .
H16 H 0.3760(10) 0.001(3) 0.145(2) 0.042(8) Uiso 1 1 d . . . . .
H18 H 0.4034(9) 0.176(3) -0.1067(19) 0.027(6) Uiso 1 1 d . . . . .
H7A H 0.7690(10) 0.216(3) 0.493(2) 0.041(9) Uiso 1 1 d . . . . .
H4A H 0.5365(9) 0.369(3) 0.0870(19) 0.030(7) Uiso 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 N1 1.331(3) . ?
C1 C2 1.392(3) . ?
C1 H1 0.96(3) . ?
C2 C3 1.370(3) . ?
C2 H2 1.01(3) . ?
C3 C4 1.402(3) . ?
C3 H3 0.96(2) . ?
C4 C12 1.402(3) . ?
C4 C5 1.429(3) . ?
C5 C6 1.369(3) . ?
C5 N3 1.377(2) . ?
C6 N4 1.375(2) . ?
C6 C7 1.431(3) . ?
C7 C8 1.399(3) . ?
C7 C11 1.400(3) . ?
C8 C9 1.382(3) . ?
C8 H8 1.03(3) . ?
C9 C10 1.384(4) . ?
C9 H9 0.88(3) . ?
C10 N2 1.328(3) . ?
C10 H10 0.93(3) . ?
C11 N2 1.358(2) . ?
C11 C12 1.447(3) . ?
C12 N1 1.353(3) . ?
C13 N4 1.330(3) . ?
C13 N3 1.343(2) . ?
C13 C14 1.473(2) . ?
C14 C15 1.397(3) . ?
C14 C19 1.403(3) . ?
C15 C16 1.381(3) . ?
C15 H15 0.89(3) . ?
C16 C17 1.387(3) . ?
C16 H16 0.88(3) . ?
C17 C18 1.379(3) . ?
C17 S2 1.7848(19) . ?
C18 C19 1.399(3) . ?
C18 H18 0.89(3) . ?
C19 S1 1.7986(19) . ?
N1 Cu1 1.9861(18) . ?
N2 Cu1 2.0860(19) . ?
N4 H4A 0.81(3) . ?
O1 S1 1.4277(19) . ?
O7W Cu1 1.988(3) . ?
O7W H7A 0.71(3) . ?
O2 S1 1.4583(17) . ?
O5 S2 1.4332(19) . ?
O4 S2 1.4518(19) . ?
O6 S2 1.446(2) . ?
O3 S1 1.436(2) . ?
Cu1 N1 1.9861(18) 2_655 ?
Cu1 N2 2.0861(19) 2_655 ?

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
N1 C1 C2 122.0(2) . . ?
N1 C1 H1 117.1(16) . . ?
C2 C1 H1 120.9(16) . . ?
C3 C2 C1 120.0(2) . . ?
C3 C2 H2 123.6(17) . . ?
C1 C2 H2 116.4(17) . . ?
C2 C3 C4 118.5(2) . . ?
C2 C3 H3 123.6(15) . . ?
C4 C3 H3 117.8(15) . . ?
C12 C4 C3 118.59(18) . . ?
C12 C4 C5 115.11(17) . . ?
C3 C4 C5 126.28(18) . . ?
C6 C5 N3 107.05(16) . . ?
C6 C5 C4 123.10(17) . . ?
N3 C5 C4 129.83(17) . . ?
C5 C6 N4 106.74(16) . . ?
C5 C6 C7 122.72(18) . . ?
N4 C6 C7 130.39(18) . . ?
C8 C7 C11 118.31(18) . . ?
C8 C7 C6 126.26(19) . . ?
C11 C7 C6 115.36(18) . . ?
C9 C8 C7 118.6(2) . . ?
C9 C8 H8 122.0(15) . . ?
C7 C8 H8 119.4(15) . . ?
C8 C9 C10 119.6(2) . . ?
C8 C9 H9 122.4(19) . . ?
C10 C9 H9 118.0(19) . . ?
N2 C10 C9 123.0(2) . . ?
N2 C10 H10 115.7(19) . . ?
C9 C10 H10 121.3(19) . . ?
N2 C11 C7 122.30(18) . . ?
N2 C11 C12 115.96(17) . . ?
C7 C11 C12 121.74(17) . . ?
N1 C12 C4 121.64(18) . . ?
N1 C12 C11 116.47(17) . . ?
C4 C12 C11 121.88(18) . . ?
N4 C13 N3 108.48(17) . . ?
N4 C13 C14 129.19(18) . . ?
N3 C13 C14 122.30(17) . . ?
C15 C14 C19 119.04(17) . . ?
C15 C14 C13 115.55(18) . . ?
C19 C14 C13 125.34(17) . . ?
C16 C15 C14 121.0(2) . . ?
C16 C15 H15 119.5(18) . . ?
C14 C15 H15 119.4(18) . . ?
C15 C16 C17 119.97(19) . . ?
C15 C16 H16 120.1(19) . . ?
C17 C16 H16 120.0(19) . . ?
C18 C17 C16 119.90(18) . . ?
C18 C17 S2 120.93(16) . . ?
C16 C17 S2 119.15(15) . . ?
C17 C18 C19 120.88(19) . . ?
C17 C18 H18 119.6(17) . . ?
C19 C18 H18 119.4(17) . . ?
C18 C19 C14 119.22(17) . . ?
C18 C19 S1 114.57(15) . . ?
C14 C19 S1 126.16(14) . . ?
C1 N1 C12 119.17(18) . . ?
C1 N1 Cu1 125.94(15) . . ?
C12 N1 Cu1 114.89(14) . . ?
C10 N2 C11 118.22(19) . . ?
C10 N2 Cu1 130.10(14) . . ?
C11 N2 Cu1 111.67(14) . . ?
C13 N3 C5 108.49(16) . . ?
C13 N4 C6 109.19(17) . . ?
C13 N4 H4A 123.5(19) . . ?
C6 N4 H4A 127.2(19) . . ?
Cu1 O7W H7A 117(3) . . ?
O1 S1 O3 115.12(15) . . ?
O1 S1 O2 112.30(12) . . ?
O3 S1 O2 111.18(13) . . ?
O1 S1 C19 108.44(11) . . ?
O3 S1 C19 105.16(10) . . ?
O2 S1 C19 103.70(9) . . ?
O5 S2 O6 115.41(14) . . ?
O5 S2 O4 113.44(13) . . ?
O6 S2 O4 111.69(13) . . ?
O5 S2 C17 104.14(11) . . ?
O6 S2 C17 105.92(10) . . ?
O4 S2 C17 105.06(10) . . ?
N1 Cu1 N1 177.60(11) . 2_655 ?
N1 Cu1 O7W 91.20(6) . . ?
N1 Cu1 O7W 91.20(6) 2_655 . ?
N1 Cu1 N2 80.96(7) . . ?
N1 Cu1 N2 97.63(8) 2_655 . ?
O7W Cu1 N2 125.72(5) . . ?
N1 Cu1 N2 97.63(8) . 2_655 ?
N1 Cu1 N2 80.95(7) 2_655 2_655 ?
O7W Cu1 N2 125.72(5) . 2_655 ?
N2 Cu1 N2 108.56(11) . 2_655 ?

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
N1 C1 C2 C3 0.2(5) . . . . ?
C1 C2 C3 C4 0.6(4) . . . . ?
C2 C3 C4 C12 -0.7(4) . . . . ?
C2 C3 C4 C5 177.5(2) . . . . ?
C12 C4 C5 C6 -2.8(3) . . . . ?
C3 C4 C5 C6 179.0(2) . . . . ?
C12 C4 C5 N3 175.29(19) . . . . ?
C3 C4 C5 N3 -2.9(4) . . . . ?
N3 C5 C6 N4 1.3(2) . . . . ?
C4 C5 C6 N4 179.81(18) . . . . ?
N3 C5 C6 C7 -174.67(18) . . . . ?
C4 C5 C6 C7 3.8(3) . . . . ?
C5 C6 C7 C8 174.8(2) . . . . ?
N4 C6 C7 C8 -0.1(4) . . . . ?
C5 C6 C7 C11 -2.3(3) . . . . ?
N4 C6 C7 C11 -177.3(2) . . . . ?
C11 C7 C8 C9 -0.8(4) . . . . ?
C6 C7 C8 C9 -177.8(2) . . . . ?
C7 C8 C9 C10 -0.4(4) . . . . ?
C8 C9 C10 N2 0.7(5) . . . . ?
C8 C7 C11 N2 1.8(3) . . . . ?
C6 C7 C11 N2 179.17(18) . . . . ?
C8 C7 C11 C12 -177.2(2) . . . . ?
C6 C7 C11 C12 0.2(3) . . . . ?
C3 C4 C12 N1 -0.1(3) . . . . ?
C5 C4 C12 N1 -178.44(19) . . . . ?
C3 C4 C12 C11 179.0(2) . . . . ?
C5 C4 C12 C11 0.7(3) . . . . ?
N2 C11 C12 N1 0.7(3) . . . . ?
C7 C11 C12 N1 179.73(19) . . . . ?
N2 C11 C12 C4 -178.49(19) . . . . ?
C7 C11 C12 C4 0.6(3) . . . . ?
N4 C13 C14 C15 -140.0(2) . . . . ?
N3 C13 C14 C15 37.5(3) . . . . ?
N4 C13 C14 C19 43.1(3) . . . . ?
N3 C13 C14 C19 -139.4(2) . . . . ?
C19 C14 C15 C16 0.5(3) . . . . ?
C13 C14 C15 C16 -176.6(2) . . . . ?
C14 C15 C16 C17 -0.9(4) . . . . ?
C15 C16 C17 C18 -0.4(3) . . . . ?
C15 C16 C17 S2 -178.86(18) . . . . ?
C16 C17 C18 C19 2.0(3) . . . . ?
S2 C17 C18 C19 -179.56(15) . . . . ?
C17 C18 C19 C14 -2.3(3) . . . . ?
C17 C18 C19 S1 175.15(15) . . . . ?
C15 C14 C19 C18 1.0(3) . . . . ?
C13 C14 C19 C18 177.83(18) . . . . ?
C15 C14 C19 S1 -176.10(16) . . . . ?
C13 C14 C19 S1 0.7(3) . . . . ?
C2 C1 N1 C12 -1.0(4) . . . . ?
C2 C1 N1 Cu1 179.8(2) . . . . ?
C4 C12 N1 C1 0.9(3) . . . . ?
C11 C12 N1 C1 -178.3(2) . . . . ?
C4 C12 N1 Cu1 -179.74(16) . . . . ?
C11 C12 N1 Cu1 1.1(2) . . . . ?
C9 C10 N2 C11 0.3(4) . . . . ?
C9 C10 N2 Cu1 179.7(2) . . . . ?
C7 C11 N2 C10 -1.6(3) . . . . ?
C12 C11 N2 C10 177.5(2) . . . . ?
C7 C11 N2 Cu1 178.97(15) . . . . ?
C12 C11 N2 Cu1 -2.0(2) . . . . ?
N4 C13 N3 C5 -1.5(2) . . . . ?
C14 C13 N3 C5 -179.48(17) . . . . ?
C6 C5 N3 C13 0.1(2) . . . . ?
C4 C5 N3 C13 -178.3(2) . . . . ?
N3 C13 N4 C6 2.3(2) . . . . ?
C14 C13 N4 C6 -179.86(19) . . . . ?
C5 C6 N4 C13 -2.3(2) . . . . ?
C7 C6 N4 C13 173.3(2) . . . . ?
C18 C19 S1 O1 -159.61(17) . . . . ?
C14 C19 S1 O1 17.7(2) . . . . ?
C18 C19 S1 O3 76.75(18) . . . . ?
C14 C19 S1 O3 -106.0(2) . . . . ?
C18 C19 S1 O2 -40.07(17) . . . . ?
C14 C19 S1 O2 137.19(17) . . . . ?
C18 C17 S2 O5 -130.38(19) . . . . ?
C16 C17 S2 O5 48.1(2) . . . . ?
C18 C17 S2 O6 -8.2(2) . . . . ?
C16 C17 S2 O6 170.22(19) . . . . ?
C18 C17 S2 O4 110.11(18) . . . . ?
C16 C17 S2 O4 -71.4(2) . . . . ?

_refine_diff_density_max         0.758
_refine_diff_density_min         -0.655
_refine_diff_density_rms         0.073

_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
_database_code_depnum_ccdc_archive 'CCDC 1503828'
_audit_update_record             
;
2016-09-11 deposited with the CCDC.
2016-11-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H13 Cl Cu N4 O7 S2'
_chemical_formula_weight         572.44

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'
Cl Cl 0.1484 0.1585 '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                   9.688(5)
_cell_length_b                   13.529(5)
_cell_length_c                   15.760(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 104.136(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     2003.1(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2792
_cell_measurement_theta_min      2.2505
_cell_measurement_theta_max      25.0563

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.898
_exptl_crystal_F_000             1156
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    1.489
_shelx_estimated_absorpt_T_min   0.616
_shelx_estimated_absorpt_T_max   0.735
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.621
_exptl_absorpt_correction_T_max  0.742
_exptl_absorpt_process_details   'SADABS 2014/4 Bruker AXS Madison WI USA'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Smart Apex II CCD'
_diffrn_measurement_method       ω-2θ
_diffrn_detector_area_resol_mean 0.01
_diffrn_reflns_number            11317
_diffrn_reflns_av_unetI/netI     0.0433
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.010
_diffrn_reflns_theta_max         25.077
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3557
_reflns_number_gt                2797
_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 APEX 2'
_computing_cell_refinement       'Bruker SAINT v8.34a'
_computing_data_reduction        'Bruker SAINT v8.34a'
_computing_structure_solution    'Bruker SHELXTL 2014/4'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL & local programs'

_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)+(0.0453P)²+1.2380P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3557
_refine_ls_number_parameters     355
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0518
_refine_ls_R_factor_gt           0.0340
_refine_ls_wR_factor_ref         0.0885
_refine_ls_wR_factor_gt          0.0816
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_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 0.4143(4) -0.0348(3) 0.3251(2) 0.0237(8) Uani 1 1 d . . . . .
C2 C 0.4146(4) -0.1372(3) 0.3178(2) 0.0263(8) Uani 1 1 d . . . . .
C3 C 0.5205(4) -0.1914(3) 0.3711(2) 0.0246(8) Uani 1 1 d . . . . .
C4 C 0.6270(3) -0.1415(2) 0.4317(2) 0.0196(7) Uani 1 1 d . . . . .
C5 C 0.7448(3) -0.1853(2) 0.4932(2) 0.0205(7) Uani 1 1 d . . . . .
C6 C 0.8446(3) -0.1315(2) 0.5515(2) 0.0225(7) Uani 1 1 d . . . . .
C7 C 0.8402(3) -0.0263(2) 0.5562(2) 0.0217(7) Uani 1 1 d . . . . .
C8 C 0.9370(4) 0.0343(3) 0.6142(2) 0.0320(9) Uani 1 1 d . . . . .
C9 C 0.9177(4) 0.1342(3) 0.6103(3) 0.0366(10) Uani 1 1 d . . . . .
C10 C 0.8014(4) 0.1741(3) 0.5497(2) 0.0311(9) Uani 1 1 d . . . . .
C11 C 0.7263(3) 0.0192(2) 0.4968(2) 0.0193(7) Uani 1 1 d . . . . .
C12 C 0.6211(3) -0.0381(2) 0.4355(2) 0.0182(7) Uani 1 1 d . . . . .
C13 C 0.8966(3) -0.2901(2) 0.5735(2) 0.0215(7) Uani 1 1 d . . . . .
C14 C 0.9733(3) -0.3810(2) 0.6079(2) 0.0223(7) Uani 1 1 d . . . . .
C15 C 0.9084(3) -0.4750(2) 0.6082(2) 0.0208(7) Uani 1 1 d . . . . .
C16 C 0.9913(4) -0.5550(2) 0.6450(2) 0.0227(8) Uani 1 1 d . . . . .
C17 C 1.1372(3) -0.5436(2) 0.6810(2) 0.0217(7) Uani 1 1 d . . . . .
C18 C 1.2009(4) -0.4531(3) 0.6780(2) 0.0293(9) Uani 1 1 d . . . . .
C19 C 1.1183(4) -0.3730(3) 0.6416(2) 0.0280(8) Uani 1 1 d . . . . .
N1 N 0.5147(3) 0.01461(19) 0.38213(16) 0.0197(6) Uani 1 1 d . . . . .
N2 N 0.7074(3) 0.11807(19) 0.49422(17) 0.0202(6) Uani 1 1 d . . . . .
N3 N 0.7796(3) -0.2827(2) 0.50831(18) 0.0229(7) Uani 1 1 d . . . . .
N4 N 0.9393(3) -0.19867(19) 0.60106(18) 0.0238(7) Uani 1 1 d . . . . .
O6 O 1.3850(3) -0.62541(19) 0.74272(18) 0.0389(7) Uani 1 1 d . . . . .
O4 O 1.1884(3) -0.72910(18) 0.67435(18) 0.0418(7) Uani 1 1 d . . . . .
O7W O 0.5540(3) 0.3011(2) 0.4313(2) 0.0472(9) Uani 1 1 d . . . . .
O5 O 1.2039(3) -0.6565(2) 0.81583(18) 0.0526(8) Uani 1 1 d . . . . .
O1 O 0.6588(3) -0.43948(17) 0.63037(16) 0.0331(6) Uani 1 1 d . . . . .
O2 O 0.6783(3) -0.46116(18) 0.48113(15) 0.0344(6) Uani 1 1 d . . . . .
O3 O 0.7019(2) -0.60244(16) 0.57663(16) 0.0307(6) Uani 1 1 d . . . . .
S2 S 1.23428(9) -0.64801(6) 0.73166(5) 0.0216(2) Uani 1 1 d . . . . .
S1 S 0.71981(9) -0.49653(6) 0.57114(5) 0.0236(2) Uani 1 1 d . . . . .
Cu1 Cu 0.53983(4) 0.16198(3) 0.39612(3) 0.02200(13) Uani 1 1 d . . . . .
Cl1 Cl 0.33978(10) 0.19651(7) 0.29771(6) 0.0390(3) Uani 1 1 d . . . . .
H1 H 0.348(4) -0.001(2) 0.292(2) 0.019(9) Uiso 1 1 d . . . . .
H2 H 0.343(4) -0.168(3) 0.273(2) 0.032(10) Uiso 1 1 d . . . . .
H3 H 0.521(4) -0.259(3) 0.366(2) 0.029(10) Uiso 1 1 d . . . . .
H3A H 0.730(4) -0.335(3) 0.486(3) 0.040(12) Uiso 1 1 d . . . . .
H8 H 1.005(5) 0.004(3) 0.658(3) 0.063(14) Uiso 1 1 d . . . . .
H9 H 0.977(5) 0.184(3) 0.653(3) 0.066(14) Uiso 1 1 d . . . . .
H10 H 0.785(3) 0.242(3) 0.546(2) 0.019(9) Uiso 1 1 d . . . . .
H16 H 0.949(4) -0.617(3) 0.646(2) 0.029(10) Uiso 1 1 d . . . . .
H18 H 1.295(4) -0.442(3) 0.697(2) 0.037(11) Uiso 1 1 d . . . . .
H19 H 1.160(3) -0.315(2) 0.641(2) 0.016(8) Uiso 1 1 d . . . . .
H7B H 0.596(4) 0.329(3) 0.477(3) 0.042(13) Uiso 1 1 d . . . . .
H7A H 0.493(5) 0.336(3) 0.410(3) 0.047(14) Uiso 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 N1 1.332(4) . ?
C1 C2 1.390(5) . ?
C1 H1 0.85(3) . ?
C2 C3 1.370(5) . ?
C2 H2 0.95(4) . ?
C3 C4 1.397(4) . ?
C3 H3 0.92(4) . ?
C4 C12 1.402(4) . ?
C4 C5 1.432(4) . ?
C5 N3 1.366(4) . ?
C5 C6 1.370(4) . ?
C6 N4 1.389(4) . ?
C6 C7 1.426(4) . ?
C7 C8 1.402(5) . ?
C7 C11 1.403(4) . ?
C8 C9 1.363(5) . ?
C8 H8 0.93(4) . ?
C9 C10 1.396(5) . ?
C9 H9 1.02(5) . ?
C10 N2 1.334(4) . ?
C10 H10 0.93(3) . ?
C11 N2 1.350(4) . ?
C11 C12 1.446(4) . ?
C12 N1 1.362(4) . ?
C13 N3 1.335(4) . ?
C13 N4 1.342(4) . ?
C13 C14 1.470(4) . ?
C14 C19 1.379(5) . ?
C14 C15 1.419(5) . ?
C15 C16 1.387(4) . ?
C15 S1 1.801(3) . ?
C16 C17 1.397(5) . ?
C16 H16 0.93(4) . ?
C17 C18 1.378(5) . ?
C17 S2 1.775(3) . ?
C18 C19 1.386(5) . ?
C18 H18 0.90(4) . ?
C19 H19 0.88(3) . ?
N1 Cu1 2.014(3) . ?
N2 Cu1 2.038(3) . ?
N3 H3A 0.88(4) . ?
O6 S2 1.460(3) . ?
O4 S2 1.422(3) . ?
O7W Cu1 1.958(3) . ?
O7W H7B 0.83(4) . ?
O7W H7A 0.77(4) . ?
O5 S2 1.432(3) . ?
O5 Cu1 2.261(3) 4_656 ?
O1 S1 1.445(3) . ?
O2 S1 1.458(2) . ?
O3 S1 1.448(2) . ?
Cu1 Cl1 2.2163(12) . ?
Cu1 O5 2.261(3) 4 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 122.7(3) . . ?
N1 C1 H1 117(2) . . ?
C2 C1 H1 120(2) . . ?
C3 C2 C1 120.0(3) . . ?
C3 C2 H2 121(2) . . ?
C1 C2 H2 119(2) . . ?
C2 C3 C4 118.6(3) . . ?
C2 C3 H3 120(2) . . ?
C4 C3 H3 121(2) . . ?
C3 C4 C12 118.7(3) . . ?
C3 C4 C5 126.6(3) . . ?
C12 C4 C5 114.7(3) . . ?
N3 C5 C6 107.0(3) . . ?
N3 C5 C4 129.7(3) . . ?
C6 C5 C4 123.3(3) . . ?
C5 C6 N4 106.9(3) . . ?
C5 C6 C7 122.7(3) . . ?
N4 C6 C7 130.4(3) . . ?
C8 C7 C11 118.0(3) . . ?
C8 C7 C6 126.4(3) . . ?
C11 C7 C6 115.5(3) . . ?
C9 C8 C7 119.3(3) . . ?
C9 C8 H8 122(3) . . ?
C7 C8 H8 118(3) . . ?
C8 C9 C10 119.5(3) . . ?
C8 C9 H9 125(3) . . ?
C10 C9 H9 115(3) . . ?
N2 C10 C9 122.5(3) . . ?
N2 C10 H10 116(2) . . ?
C9 C10 H10 122(2) . . ?
N2 C11 C7 122.2(3) . . ?
N2 C11 C12 116.3(3) . . ?
C7 C11 C12 121.5(3) . . ?
N1 C12 C4 121.9(3) . . ?
N1 C12 C11 115.8(3) . . ?
C4 C12 C11 122.3(3) . . ?
N3 C13 N4 108.4(3) . . ?
N3 C13 C14 127.2(3) . . ?
N4 C13 C14 124.3(3) . . ?
C19 C14 C15 118.7(3) . . ?
C19 C14 C13 116.8(3) . . ?
C15 C14 C13 124.5(3) . . ?
C16 C15 C14 119.2(3) . . ?
C16 C15 S1 116.6(3) . . ?
C14 C15 S1 124.0(2) . . ?
C15 C16 C17 120.6(3) . . ?
C15 C16 H16 120(2) . . ?
C17 C16 H16 120(2) . . ?
C18 C17 C16 120.1(3) . . ?
C18 C17 S2 122.0(3) . . ?
C16 C17 S2 117.9(3) . . ?
C17 C18 C19 119.4(3) . . ?
C17 C18 H18 124(2) . . ?
C19 C18 H18 116(2) . . ?
C14 C19 C18 121.9(3) . . ?
C14 C19 H19 120(2) . . ?
C18 C19 H19 119(2) . . ?
C1 N1 C12 118.1(3) . . ?
C1 N1 Cu1 128.3(2) . . ?
C12 N1 Cu1 113.4(2) . . ?
C10 N2 C11 118.6(3) . . ?
C10 N2 Cu1 128.4(2) . . ?
C11 N2 Cu1 112.9(2) . . ?
C13 N3 C5 109.5(3) . . ?
C13 N3 H3A 121(3) . . ?
C5 N3 H3A 128(3) . . ?
C13 N4 C6 108.2(3) . . ?
Cu1 O7W H7B 132(3) . . ?
Cu1 O7W H7A 119(3) . . ?
H7B O7W H7A 105(4) . . ?
S2 O5 Cu1 148.50(19) . 4_656 ?
O4 S2 O5 115.04(19) . . ?
O4 S2 O6 112.69(17) . . ?
O5 S2 O6 109.41(18) . . ?
O4 S2 C17 106.22(15) . . ?
O5 S2 C17 105.93(16) . . ?
O6 S2 C17 106.96(16) . . ?
O1 S1 O3 114.58(16) . . ?
O1 S1 O2 113.22(15) . . ?
O3 S1 O2 111.98(14) . . ?
O1 S1 C15 104.29(15) . . ?
O3 S1 C15 105.52(14) . . ?
O2 S1 C15 106.26(15) . . ?
O7W Cu1 N1 168.80(13) . . ?
O7W Cu1 N2 94.45(12) . . ?
N1 Cu1 N2 81.21(10) . . ?
O7W Cu1 Cl1 89.11(10) . . ?
N1 Cu1 Cl1 94.03(8) . . ?
N2 Cu1 Cl1 172.26(8) . . ?
O7W Cu1 O5 100.36(13) . 4 ?
N1 Cu1 O5 89.39(11) . 4 ?
N2 Cu1 O5 82.90(12) . 4 ?
Cl1 Cu1 O5 103.25(9) . 4 ?

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
N1 C1 C2 C3 0.6(6) . . . . ?
C1 C2 C3 C4 -0.4(5) . . . . ?
C2 C3 C4 C12 0.0(5) . . . . ?
C2 C3 C4 C5 179.3(3) . . . . ?
C3 C4 C5 N3 -1.2(6) . . . . ?
C12 C4 C5 N3 178.1(3) . . . . ?
C3 C4 C5 C6 -179.3(4) . . . . ?
C12 C4 C5 C6 0.1(5) . . . . ?
N3 C5 C6 N4 0.3(4) . . . . ?
C4 C5 C6 N4 178.7(3) . . . . ?
N3 C5 C6 C7 -178.5(3) . . . . ?
C4 C5 C6 C7 -0.1(6) . . . . ?
C5 C6 C7 C8 179.5(4) . . . . ?
N4 C6 C7 C8 1.0(6) . . . . ?
C5 C6 C7 C11 -0.1(5) . . . . ?
N4 C6 C7 C11 -178.6(3) . . . . ?
C11 C7 C8 C9 -0.4(6) . . . . ?
C6 C7 C8 C9 -179.9(4) . . . . ?
C7 C8 C9 C10 0.8(6) . . . . ?
C8 C9 C10 N2 -0.4(7) . . . . ?
C8 C7 C11 N2 -0.3(5) . . . . ?
C6 C7 C11 N2 179.2(3) . . . . ?
C8 C7 C11 C12 -179.4(3) . . . . ?
C6 C7 C11 C12 0.2(5) . . . . ?
C3 C4 C12 N1 0.2(5) . . . . ?
C5 C4 C12 N1 -179.1(3) . . . . ?
C3 C4 C12 C11 179.5(3) . . . . ?
C5 C4 C12 C11 0.1(5) . . . . ?
N2 C11 C12 N1 -0.1(4) . . . . ?
C7 C11 C12 N1 179.0(3) . . . . ?
N2 C11 C12 C4 -179.3(3) . . . . ?
C7 C11 C12 C4 -0.2(5) . . . . ?
N3 C13 C14 C19 149.2(4) . . . . ?
N4 C13 C14 C19 -27.1(5) . . . . ?
N3 C13 C14 C15 -30.6(6) . . . . ?
N4 C13 C14 C15 153.1(3) . . . . ?
C19 C14 C15 C16 2.2(5) . . . . ?
C13 C14 C15 C16 -178.0(3) . . . . ?
C19 C14 C15 S1 177.2(3) . . . . ?
C13 C14 C15 S1 -3.0(5) . . . . ?
C14 C15 C16 C17 -0.2(5) . . . . ?
S1 C15 C16 C17 -175.6(3) . . . . ?
C15 C16 C17 C18 -1.9(5) . . . . ?
C15 C16 C17 S2 176.9(3) . . . . ?
C16 C17 C18 C19 2.0(6) . . . . ?
S2 C17 C18 C19 -176.7(3) . . . . ?
C15 C14 C19 C18 -2.1(6) . . . . ?
C13 C14 C19 C18 178.1(3) . . . . ?
C17 C18 C19 C14 0.0(6) . . . . ?
C2 C1 N1 C12 -0.3(5) . . . . ?
C2 C1 N1 Cu1 175.1(3) . . . . ?
C4 C12 N1 C1 -0.1(5) . . . . ?
C11 C12 N1 C1 -179.3(3) . . . . ?
C4 C12 N1 Cu1 -176.2(3) . . . . ?
C11 C12 N1 Cu1 4.5(4) . . . . ?
C9 C10 N2 C11 -0.3(6) . . . . ?
C9 C10 N2 Cu1 -175.4(3) . . . . ?
C7 C11 N2 C10 0.7(5) . . . . ?
C12 C11 N2 C10 179.8(3) . . . . ?
C7 C11 N2 Cu1 176.5(3) . . . . ?
C12 C11 N2 Cu1 -4.4(4) . . . . ?
N4 C13 N3 C5 -0.3(4) . . . . ?
C14 C13 N3 C5 -177.1(3) . . . . ?
C6 C5 N3 C13 0.0(4) . . . . ?
C4 C5 N3 C13 -178.3(3) . . . . ?
N3 C13 N4 C6 0.5(4) . . . . ?
C14 C13 N4 C6 177.4(3) . . . . ?
C5 C6 N4 C13 -0.5(4) . . . . ?
C7 C6 N4 C13 178.2(4) . . . . ?
Cu1 O5 S2 O4 -67.2(4) 4_656 . . . ?
Cu1 O5 S2 O6 164.8(3) 4_656 . . . ?
Cu1 O5 S2 C17 49.8(4) 4_656 . . . ?
C18 C17 S2 O4 -136.4(3) . . . . ?
C16 C17 S2 O4 44.8(3) . . . . ?
C18 C17 S2 O5 100.8(3) . . . . ?
C16 C17 S2 O5 -78.0(3) . . . . ?
C18 C17 S2 O6 -15.8(4) . . . . ?
C16 C17 S2 O6 165.4(3) . . . . ?
C16 C15 S1 O1 111.9(3) . . . . ?
C14 C15 S1 O1 -63.2(3) . . . . ?
C16 C15 S1 O3 -9.2(3) . . . . ?
C14 C15 S1 O3 175.7(3) . . . . ?
C16 C15 S1 O2 -128.2(3) . . . . ?
C14 C15 S1 O2 56.7(3) . . . . ?

_refine_diff_density_max         0.811
_refine_diff_density_min         -0.369
_refine_diff_density_rms         0.088

_shelxl_version_number           2014-3



