# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_COMP1
_database_code_depnum_ccdc_archive 'CCDC 1047962'
_audit_update_record             
;
2015-06-16 deposited with the CCDC.
2015-11-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H22 Cl2 Cu2 N12 O8'
_chemical_formula_weight         804.51

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                   13.1874(8)
_cell_length_b                   11.9065(8)
_cell_length_c                   19.8014(13)
_cell_angle_alpha                90
_cell_angle_beta                 100.142(2)
_cell_angle_gamma                90
_cell_volume                     3060.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.746
_exptl_crystal_F_000             1624
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.290
_exptl_absorpt_coefficient_mu    1.634
_shelx_estimated_absorpt_T_min   0.591
_shelx_estimated_absorpt_T_max   0.649
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25127
_diffrn_reflns_av_unetI/netI     0.0230
_diffrn_reflns_av_R_equivalents  0.0268
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.569
_diffrn_reflns_theta_max         27.102
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6750
_reflns_number_gt                5522
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0443P)²+2.7825P] 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         6750
_refine_ls_number_parameters     472
_refine_ls_number_restraints     190
_refine_ls_R_factor_all          0.0474
_refine_ls_R_factor_gt           0.0359
_refine_ls_wR_factor_ref         0.0964
_refine_ls_wR_factor_gt          0.0889
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.100
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.73843(2) 0.88450(3) 0.15674(2) 0.03500(9) Uani 1 1 d . . . . .
Cu2 Cu 0.68753(2) 0.83266(3) 0.31144(2) 0.03868(10) Uani 1 1 d . . . . .
N1 N 0.87886(15) 0.90279(18) 0.13030(11) 0.0358(5) Uani 1 1 d . . . . .
C1 C 0.9577(2) 0.8304(2) 0.14098(16) 0.0453(7) Uani 1 1 d . . . . .
H1A H 0.9515 0.7636 0.1642 0.054 Uiso 1 1 calc R U . . .
C2 C 1.0477(2) 0.8538(3) 0.11797(18) 0.0523(8) Uani 1 1 d . . . . .
H2A H 1.1021 0.8029 0.1240 0.063 Uiso 1 1 calc R U . . .
C3 C 1.0546(2) 0.9549(3) 0.08583(16) 0.0509(7) Uani 1 1 d . . . . .
H3A H 1.1148 0.9717 0.0695 0.061 Uiso 1 1 calc R U . . .
N2 N 0.97822(16) 1.0301(2) 0.07705(12) 0.0457(6) Uani 1 1 d . . . . .
C4 C 0.89380(18) 0.9996(2) 0.09931(13) 0.0358(5) Uani 1 1 d . . . . .
C5 C 0.80549(19) 1.0789(2) 0.09195(12) 0.0358(5) Uani 1 1 d . . . . .
N3 N 0.72231(15) 1.03965(18) 0.11423(10) 0.0355(5) Uani 1 1 d . . . . .
C6 C 0.7354(2) 1.2484(3) 0.06437(16) 0.0537(7) Uani 1 1 d . . . . .
H6A H 0.7393 1.3207 0.0473 0.064 Uiso 1 1 calc R U . . .
C7 C 0.6471(2) 1.2164(3) 0.08676(16) 0.0534(7) Uani 1 1 d . . . . .
H7A H 0.5920 1.2656 0.0850 0.064 Uiso 1 1 calc R U . . .
C8 C 0.6427(2) 1.1096(2) 0.11176(15) 0.0451(6) Uani 1 1 d . . . . .
H8A H 0.5836 1.0856 0.1272 0.054 Uiso 1 1 calc R U . . .
N4 N 0.81595(19) 1.1797(2) 0.06608(13) 0.0478(6) Uani 1 1 d . . . . .
N5 N 0.61920(17) 0.95142(19) 0.36103(11) 0.0409(5) Uani 1 1 d . . . . .
C9 C 0.5293(2) 1.0049(3) 0.33966(17) 0.0544(8) Uani 1 1 d . . . . .
H9A H 0.4939 0.9922 0.2954 0.065 Uiso 1 1 calc R U . . .
C10 C 0.4891(3) 1.0771(3) 0.3812(2) 0.0633(9) Uani 1 1 d . . . . .
H10A H 0.4274 1.1146 0.3661 0.076 Uiso 1 1 calc R U . . .
C11 C 0.5432(3) 1.0920(3) 0.4456(2) 0.0634(9) Uani 1 1 d . . . . .
H11A H 0.5157 1.1387 0.4754 0.076 Uiso 1 1 calc R U . . .
N6 N 0.6340(2) 1.0428(2) 0.46830(13) 0.0534(6) Uani 1 1 d . . . . .
C12 C 0.6681(2) 0.9751(2) 0.42448(13) 0.0381(6) Uani 1 1 d . . . . .
C13 C 0.7710(2) 0.9200(2) 0.44341(13) 0.0374(6) Uani 1 1 d . . . . .
N7 N 0.79477(16) 0.84930(18) 0.39621(11) 0.0358(5) Uani 1 1 d . . . . .
C14 C 0.8877(2) 0.8007(3) 0.40929(15) 0.0471(7) Uani 1 1 d . . . . .
H14A H 0.9071 0.7513 0.3775 0.056 Uiso 1 1 calc R U . . .
C15 C 0.9545(2) 0.8227(3) 0.46907(17) 0.0585(8) Uani 1 1 d . . . . .
H15A H 1.0193 0.7894 0.4784 0.070 Uiso 1 1 calc R U . . .
C16 C 0.9226(2) 0.8952(3) 0.51426(16) 0.0566(8) Uani 1 1 d . . . . .
H16A H 0.9669 0.9103 0.5552 0.068 Uiso 1 1 calc R U . . .
N8 N 0.82993(19) 0.9462(2) 0.50237(12) 0.0496(6) Uani 1 1 d . . . . .
N9 N 0.76859(16) 0.73682(18) 0.19903(10) 0.0363(5) Uani 1 1 d . . . . .
N10 N 0.75740(18) 0.71803(19) 0.26509(11) 0.0409(5) Uani 1 1 d . . . . .
C17 C 0.7685(3) 0.6081(2) 0.27682(14) 0.0495(7) Uani 1 1 d . . . . .
H17A H 0.7639 0.5734 0.3182 0.059 Uiso 1 1 calc R U . . .
C18 C 0.7879(3) 0.5527(2) 0.21925(15) 0.0490(7) Uani 1 1 d . . . . .
C19 C 0.7867(2) 0.6380(2) 0.17174(14) 0.0402(6) Uani 1 1 d . . . . .
H19A H 0.7972 0.6279 0.1269 0.048 Uiso 1 1 calc R U . . .
C20 C 0.8061(4) 0.4306(3) 0.2090(2) 0.0918(15) Uani 1 1 d . . . . .
H20A H 0.7783 0.3877 0.2425 0.138 Uiso 1 1 calc R U . . .
H20B H 0.8788 0.4169 0.2141 0.138 Uiso 1 1 calc R U . . .
H20C H 0.7731 0.4087 0.1638 0.138 Uiso 1 1 calc R U . . .
N11 N 0.59569(15) 0.87100(19) 0.17184(11) 0.0381(5) Uani 1 1 d . . . . .
N12 N 0.57569(16) 0.8325(2) 0.23238(11) 0.0421(5) Uani 1 1 d . . . . .
C21 C 0.4746(2) 0.8092(3) 0.22384(14) 0.0456(7) Uani 1 1 d . . . . .
H21A H 0.4411 0.7809 0.2577 0.055 Uiso 1 1 calc R U . . .
C22 C 0.42773(19) 0.8333(3) 0.15750(14) 0.0434(6) Uani 1 1 d . . . . .
C23 C 0.50723(19) 0.8708(2) 0.12657(14) 0.0400(6) Uani 1 1 d . . . . .
H23A H 0.5005 0.8927 0.0809 0.048 Uiso 1 1 calc R U . . .
C24 C 0.3161(2) 0.8218(3) 0.12540(19) 0.0647(9) Uani 1 1 d . . . . .
H24A H 0.2738 0.8485 0.1568 0.097 Uiso 1 1 calc R U . . .
H24B H 0.3006 0.7443 0.1149 0.097 Uiso 1 1 calc R U . . .
H24C H 0.3025 0.8653 0.0840 0.097 Uiso 1 1 calc R U . . .
Cl1 Cl 0.65384(5) 0.64926(6) 0.46377(4) 0.04371(16) Uani 1 1 d D . . . .
O1P O 0.60865(19) 0.7002(3) 0.40044(15) 0.0994(11) Uani 1 1 d D . . . .
O2P O 0.58915(18) 0.56189(19) 0.47992(11) 0.0647(6) Uani 1 1 d D . . . .
O3P O 0.75208(17) 0.6076(2) 0.45697(15) 0.0785(8) Uani 1 1 d D . . . .
O4P O 0.6674(3) 0.7297(3) 0.51712(17) 0.1130(13) Uani 1 1 d D . . . .
Cl2 Cl 0.85199(9) 1.07020(9) 0.28831(5) 0.0838(3) Uani 1 1 d D U . . .
O5P O 0.7756(5) 0.9941(7) 0.2660(5) 0.0561(19) Uani 0.500(6) 1 d D U P A 1
O6P O 0.8779(15) 1.0914(19) 0.3581(5) 0.081(4) Uani 0.500(6) 1 d D U P A 1
O7P O 0.8749(10) 1.1490(10) 0.2465(6) 0.098(4) Uani 0.500(6) 1 d D U P A 1
O8P O 0.9522(5) 0.9817(7) 0.2980(4) 0.124(3) Uani 0.500(6) 1 d D U P A 1
O5A O 0.8117(6) 0.9678(6) 0.2648(5) 0.0521(18) Uani 0.500(6) 1 d D U P A 2
O6A O 0.8528(15) 1.0937(15) 0.3574(5) 0.064(3) Uani 0.500(6) 1 d D U P A 2
O7A O 0.9122(10) 1.1188(11) 0.2489(7) 0.106(4) Uani 0.500(6) 1 d D U P A 2
O8A O 0.7460(7) 1.1481(6) 0.2641(3) 0.118(3) Uani 0.500(6) 1 d D U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N9 1.958(2) . ?
Cu1 N11 1.964(2) . ?
Cu1 N1 2.023(2) . ?
Cu1 N3 2.026(2) . ?
Cu1 O5A 2.401(8) . ?
Cu1 O5P 2.500(9) . ?
Cu1 Cu2 3.3075(5) . ?
Cu2 N12 1.953(2) . ?
Cu2 N10 1.963(2) . ?
Cu2 N7 2.005(2) . ?
Cu2 N5 2.022(2) . ?
Cu2 O5P 2.495(9) . ?
Cu2 O5A 2.580(9) . ?
Cu2 O1P 2.706(2) . ?
N1 C4 1.337(3) . ?
N1 C1 1.339(3) . ?
C1 C2 1.373(4) . ?
C1 H1A 0.9300 . ?
C2 C3 1.372(4) . ?
C2 H2A 0.9300 . ?
C3 N2 1.336(4) . ?
C3 H3A 0.9300 . ?
N2 C4 1.319(3) . ?
C4 C5 1.486(4) . ?
C5 N4 1.321(3) . ?
C5 N3 1.337(3) . ?
N3 C8 1.335(3) . ?
C6 N4 1.337(4) . ?
C6 C7 1.371(5) . ?
C6 H6A 0.9300 . ?
C7 C8 1.369(4) . ?
C7 H7A 0.9300 . ?
C8 H8A 0.9300 . ?
N5 C12 1.337(3) . ?
N5 C9 1.346(4) . ?
C9 C10 1.360(5) . ?
C9 H9A 0.9300 . ?
C10 C11 1.360(5) . ?
C10 H10A 0.9300 . ?
C11 N6 1.337(4) . ?
C11 H11A 0.9300 . ?
N6 C12 1.320(3) . ?
C12 C13 1.495(4) . ?
C13 N8 1.321(3) . ?
C13 N7 1.335(3) . ?
N7 C14 1.338(3) . ?
C14 C15 1.371(4) . ?
C14 H14A 0.9300 . ?
C15 C16 1.362(5) . ?
C15 H15A 0.9300 . ?
C16 N8 1.348(4) . ?
C16 H16A 0.9300 . ?
N9 C19 1.334(3) . ?
N9 N10 1.361(3) . ?
N10 C17 1.333(4) . ?
C17 C18 1.379(4) . ?
C17 H17A 0.9300 . ?
C18 C19 1.383(4) . ?
C18 C20 1.494(5) . ?
C19 H19A 0.9300 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
N11 C23 1.340(3) . ?
N11 N12 1.352(3) . ?
N12 C21 1.342(3) . ?
C21 C22 1.380(4) . ?
C21 H21A 0.9300 . ?
C22 C23 1.378(4) . ?
C22 C24 1.504(4) . ?
C23 H23A 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
Cl1 O4P 1.414(2) . ?
Cl1 O3P 1.416(2) . ?
Cl1 O2P 1.4172(19) . ?
Cl1 O1P 1.426(2) . ?
Cl2 O7P 1.321(7) . ?
Cl2 O7A 1.338(9) . ?
Cl2 O5P 1.369(7) . ?
Cl2 O5A 1.378(7) . ?
Cl2 O6P 1.388(9) . ?
Cl2 O6A 1.395(8) . ?
Cl2 O8P 1.675(6) . ?
Cl2 O8A 1.676(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N9 Cu1 N11 89.39(9) . . ?
N9 Cu1 N1 94.65(8) . . ?
N11 Cu1 N1 173.65(9) . . ?
N9 Cu1 N3 174.40(8) . . ?
N11 Cu1 N3 96.00(9) . . ?
N1 Cu1 N3 80.10(8) . . ?
N9 Cu1 O5A 88.3(2) . . ?
N11 Cu1 O5A 98.3(2) . . ?
N1 Cu1 O5A 86.7(2) . . ?
N3 Cu1 O5A 89.4(2) . . ?
N9 Cu1 O5P 96.0(2) . . ?
N11 Cu1 O5P 87.60(18) . . ?
N1 Cu1 O5P 96.81(18) . . ?
N3 Cu1 O5P 82.7(2) . . ?
N9 Cu1 Cu2 59.69(6) . . ?
N11 Cu1 Cu2 59.16(6) . . ?
N1 Cu1 Cu2 127.16(6) . . ?
N3 Cu1 Cu2 122.11(6) . . ?
O5A Cu1 Cu2 50.8(2) . . ?
O5P Cu1 Cu2 48.5(2) . . ?
N12 Cu2 N10 88.56(10) . . ?
N12 Cu2 N7 173.24(10) . . ?
N10 Cu2 N7 98.06(9) . . ?
N12 Cu2 N5 92.98(9) . . ?
N10 Cu2 N5 178.42(9) . . ?
N7 Cu2 N5 80.40(9) . . ?
N12 Cu2 O5P 92.6(2) . . ?
N10 Cu2 O5P 94.6(2) . . ?
N7 Cu2 O5P 85.5(2) . . ?
N5 Cu2 O5P 84.9(2) . . ?
N12 Cu2 O5A 98.7(2) . . ?
N10 Cu2 O5A 83.48(17) . . ?
N7 Cu2 O5A 80.8(2) . . ?
N5 Cu2 O5A 95.91(17) . . ?
N12 Cu2 O1P 101.46(9) . . ?
N10 Cu2 O1P 99.51(10) . . ?
N7 Cu2 O1P 78.91(8) . . ?
N5 Cu2 O1P 80.56(11) . . ?
O5P Cu2 O1P 160.2(2) . . ?
O5A Cu2 O1P 159.7(2) . . ?
N12 Cu2 Cu1 60.37(6) . . ?
N10 Cu2 Cu1 60.54(6) . . ?
N7 Cu2 Cu1 121.91(6) . . ?
N5 Cu2 Cu1 119.99(7) . . ?
O5P Cu2 Cu1 48.6(2) . . ?
O5A Cu2 Cu1 46.11(19) . . ?
O1P Cu2 Cu1 151.17(8) . . ?
C4 N1 C1 117.0(2) . . ?
C4 N1 Cu1 115.30(16) . . ?
C1 N1 Cu1 127.66(18) . . ?
N1 C1 C2 120.7(3) . . ?
N1 C1 H1A 119.7 . . ?
C2 C1 H1A 119.7 . . ?
C3 C2 C1 117.6(3) . . ?
C3 C2 H2A 121.2 . . ?
C1 C2 H2A 121.2 . . ?
N2 C3 C2 122.6(3) . . ?
N2 C3 H3A 118.7 . . ?
C2 C3 H3A 118.7 . . ?
C4 N2 C3 115.7(2) . . ?
N2 C4 N1 126.3(2) . . ?
N2 C4 C5 119.0(2) . . ?
N1 C4 C5 114.6(2) . . ?
N4 C5 N3 126.4(2) . . ?
N4 C5 C4 118.8(2) . . ?
N3 C5 C4 114.8(2) . . ?
C8 N3 C5 117.1(2) . . ?
C8 N3 Cu1 127.48(19) . . ?
C5 N3 Cu1 115.08(17) . . ?
N4 C6 C7 122.6(3) . . ?
N4 C6 H6A 118.7 . . ?
C7 C6 H6A 118.7 . . ?
C8 C7 C6 117.9(3) . . ?
C8 C7 H7A 121.0 . . ?
C6 C7 H7A 121.0 . . ?
N3 C8 C7 120.6(3) . . ?
N3 C8 H8A 119.7 . . ?
C7 C8 H8A 119.7 . . ?
C5 N4 C6 115.4(3) . . ?
C12 N5 C9 116.6(2) . . ?
C12 N5 Cu2 114.93(18) . . ?
C9 N5 Cu2 128.4(2) . . ?
N5 C9 C10 121.7(3) . . ?
N5 C9 H9A 119.2 . . ?
C10 C9 H9A 119.2 . . ?
C11 C10 C9 116.9(3) . . ?
C11 C10 H10A 121.5 . . ?
C9 C10 H10A 121.5 . . ?
N6 C11 C10 123.3(3) . . ?
N6 C11 H11A 118.3 . . ?
C10 C11 H11A 118.3 . . ?
C12 N6 C11 115.8(3) . . ?
N6 C12 N5 125.6(3) . . ?
N6 C12 C13 120.2(2) . . ?
N5 C12 C13 114.2(2) . . ?
N8 C13 N7 126.4(3) . . ?
N8 C13 C12 119.0(2) . . ?
N7 C13 C12 114.6(2) . . ?
C13 N7 C14 117.2(2) . . ?
C13 N7 Cu2 115.49(17) . . ?
C14 N7 Cu2 127.3(2) . . ?
N7 C14 C15 120.8(3) . . ?
N7 C14 H14A 119.6 . . ?
C15 C14 H14A 119.6 . . ?
C16 C15 C14 117.6(3) . . ?
C16 C15 H15A 121.2 . . ?
C14 C15 H15A 121.2 . . ?
N8 C16 C15 123.1(3) . . ?
N8 C16 H16A 118.5 . . ?
C15 C16 H16A 118.5 . . ?
C13 N8 C16 115.0(3) . . ?
C19 N9 N10 107.6(2) . . ?
C19 N9 Cu1 131.01(18) . . ?
N10 N9 Cu1 120.71(17) . . ?
C17 N10 N9 107.6(2) . . ?
C17 N10 Cu2 130.4(2) . . ?
N9 N10 Cu2 118.33(17) . . ?
N10 C17 C18 110.9(2) . . ?
N10 C17 H17A 124.6 . . ?
C18 C17 H17A 124.6 . . ?
C17 C18 C19 103.3(3) . . ?
C17 C18 C20 129.5(3) . . ?
C19 C18 C20 127.2(3) . . ?
N9 C19 C18 110.7(2) . . ?
N9 C19 H19A 124.7 . . ?
C18 C19 H19A 124.7 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C23 N11 N12 108.0(2) . . ?
C23 N11 Cu1 130.02(18) . . ?
N12 N11 Cu1 120.30(16) . . ?
C21 N12 N11 107.6(2) . . ?
C21 N12 Cu2 133.96(19) . . ?
N11 N12 Cu2 118.20(16) . . ?
N12 C21 C22 110.2(2) . . ?
N12 C21 H21A 124.9 . . ?
C22 C21 H21A 124.9 . . ?
C23 C22 C21 104.0(2) . . ?
C23 C22 C24 127.3(3) . . ?
C21 C22 C24 128.7(3) . . ?
N11 C23 C22 110.1(2) . . ?
N11 C23 H23A 124.9 . . ?
C22 C23 H23A 124.9 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O4P Cl1 O3P 108.10(19) . . ?
O4P Cl1 O2P 109.32(16) . . ?
O3P Cl1 O2P 111.19(16) . . ?
O4P Cl1 O1P 110.3(2) . . ?
O3P Cl1 O1P 108.26(17) . . ?
O2P Cl1 O1P 109.62(15) . . ?
Cl1 O1P Cu2 132.21(14) . . ?
O7P Cl2 O5P 120.3(7) . . ?
O7A Cl2 O5A 114.8(8) . . ?
O7P Cl2 O6P 116.8(10) . . ?
O5P Cl2 O6P 118.7(9) . . ?
O7A Cl2 O6A 125.6(10) . . ?
O5A Cl2 O6A 116.4(8) . . ?
O7P Cl2 O8P 104.8(6) . . ?
O5P Cl2 O8P 98.2(4) . . ?
O6P Cl2 O8P 87.1(9) . . ?
O7A Cl2 O8A 98.3(6) . . ?
O5A Cl2 O8A 98.0(4) . . ?
O6A Cl2 O8A 91.8(8) . . ?
Cl2 O5P Cu2 139.1(6) . . ?
Cl2 O5P Cu1 130.2(6) . . ?
Cu2 O5P Cu1 82.9(2) . . ?
Cl2 O5A Cu1 137.5(6) . . ?
Cl2 O5A Cu2 131.4(5) . . ?
Cu1 O5A Cu2 83.1(2) . . ?

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
Cu1 N9 N10 Cu2 10.7(3) . . . . ?
Cu1 N11 N12 Cu2 17.6(3) . . . . ?

_refine_diff_density_max         0.901
_refine_diff_density_min         -0.836
_refine_diff_density_rms         0.063

_shelxl_version_number           2013-4

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

data_COMP2a
_database_code_depnum_ccdc_archive 'CCDC 1047963'
_audit_update_record             
;
2015-06-16 deposited with the CCDC.
2015-11-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C90 H82 Cl6 Cu6 N24 O32'
_chemical_formula_weight         2605.73

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      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

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

_cell_length_a                   12.6355(4)
_cell_length_b                   41.3258(13)
_cell_length_c                   20.8981(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     10912.4(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.586
_exptl_crystal_F_000             5288
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    1.384
_shelx_estimated_absorpt_T_min   0.682
_shelx_estimated_absorpt_T_max   0.947
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            137264
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_av_R_equivalents  0.0525
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -46
_diffrn_reflns_limit_k_max       47
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.771
_diffrn_reflns_theta_max         24.108
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.876
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.876
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.876
_reflns_number_total             8781
_reflns_number_gt                6239
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0884P)²+12.5028P] 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         8781
_refine_ls_number_parameters     720
_refine_ls_number_restraints     569
_refine_ls_R_factor_all          0.0808
_refine_ls_R_factor_gt           0.0503
_refine_ls_wR_factor_ref         0.1658
_refine_ls_wR_factor_gt          0.1401
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.158
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.73469(5) 0.07583(2) 0.49082(3) 0.05141(19) Uani 1 1 d . . . . .
Cu2 Cu 0.71250(6) 0.14009(2) 0.58819(3) 0.0709(2) Uani 1 1 d . . . . .
O1W O 0.8354(3) 0.09394(9) 0.58016(17) 0.0599(9) Uani 1 1 d D . . . .
H1WA H 0.9060(17) 0.1009(13) 0.573(2) 0.090 Uiso 1 1 d D U . . .
H1WB H 0.848(4) 0.0832(13) 0.6199(15) 0.090 Uiso 1 1 d D U . . .
N1 N 0.8574(3) 0.05934(9) 0.43634(19) 0.0511(10) Uani 1 1 d . . . . .
N2 N 0.7360(3) 0.02890(10) 0.5199(2) 0.0541(10) Uani 1 1 d . . . . .
C1 C 0.9202(4) 0.07497(14) 0.3961(3) 0.0656(15) Uani 1 1 d . . . . .
H1 H 0.9148 0.0974 0.3936 0.079 Uiso 1 1 calc R U . . .
C2 C 0.9940(5) 0.05926(16) 0.3573(3) 0.0799(18) Uani 1 1 d . . . . .
H2 H 1.0348 0.0710 0.3285 0.096 Uiso 1 1 calc R U . . .
C3 C 1.0058(5) 0.02672(16) 0.3621(3) 0.0777(17) Uani 1 1 d . . . . .
H3 H 1.0554 0.0161 0.3368 0.093 Uiso 1 1 calc R U . . .
C4 C 0.9438(5) 0.00948(14) 0.4046(3) 0.0652(14) Uani 1 1 d . . . . .
C5 C 0.9510(6) -0.02469(16) 0.4154(3) 0.091(2) Uani 1 1 d . . . . .
H5 H 0.9985 -0.0368 0.3912 0.109 Uiso 1 1 calc R U . . .
C6 C 0.8918(6) -0.03970(15) 0.4591(4) 0.091(2) Uani 1 1 d . . . . .
H6 H 0.9000 -0.0618 0.4652 0.109 Uiso 1 1 calc R U . . .
C7 C 0.8170(5) -0.02280(13) 0.4963(3) 0.0682(15) Uani 1 1 d . . . . .
C8 C 0.7529(5) -0.03688(15) 0.5440(4) 0.0826(19) Uani 1 1 d . . . . .
H8 H 0.7580 -0.0589 0.5525 0.099 Uiso 1 1 calc R U . . .
C9 C 0.6846(5) -0.01851(16) 0.5771(4) 0.091(2) Uani 1 1 d . . . . .
H9 H 0.6418 -0.0278 0.6083 0.110 Uiso 1 1 calc R U . . .
C10 C 0.6777(5) 0.01469(14) 0.5647(3) 0.0738(16) Uani 1 1 d . . . . .
H10 H 0.6309 0.0272 0.5886 0.089 Uiso 1 1 calc R U . . .
C11 C 0.8052(4) 0.01063(12) 0.4867(2) 0.0529(12) Uani 1 1 d . . . . .
C12 C 0.8697(4) 0.02673(11) 0.4410(2) 0.0497(12) Uani 1 1 d . . . . .
N3 N 0.8333(4) 0.16940(11) 0.6148(2) 0.0728(13) Uani 1 1 d . U . . .
N4 N 0.6979(6) 0.13662(16) 0.6856(3) 0.1083(19) Uani 1 1 d . U . . .
C13 C 0.9030(5) 0.18488(15) 0.5791(3) 0.0796(16) Uani 1 1 d . U . . .
H13 H 0.8983 0.1825 0.5349 0.095 Uiso 1 1 calc R U . . .
C14 C 0.9831(7) 0.20449(16) 0.6033(4) 0.104(2) Uani 1 1 d . U . . .
H14 H 1.0298 0.2152 0.5762 0.125 Uiso 1 1 calc R U . . .
C15 C 0.9907(8) 0.20736(19) 0.6685(5) 0.126(3) Uani 1 1 d . U . . .
H15 H 1.0444 0.2199 0.6861 0.151 Uiso 1 1 calc R U . . .
C16 C 0.9209(9) 0.19216(19) 0.7078(4) 0.116(2) Uani 1 1 d . U . . .
C17 C 0.9207(11) 0.1939(2) 0.7777(5) 0.152(3) Uani 1 1 d . U . . .
H17 H 0.9718 0.2062 0.7984 0.182 Uiso 1 1 calc R U . . .
C18 C 0.8507(11) 0.1786(3) 0.8113(5) 0.153(3) Uani 1 1 d . U . . .
H18 H 0.8509 0.1813 0.8555 0.183 Uiso 1 1 calc R U . . .
C19 C 0.7756(10) 0.1583(2) 0.7845(4) 0.135(3) Uani 1 1 d . U . . .
C20 C 0.7034(12) 0.1404(3) 0.8175(6) 0.165(4) Uani 1 1 d . U . . .
H20 H 0.7039 0.1414 0.8619 0.198 Uiso 1 1 calc R U . . .
C21 C 0.6324(11) 0.1216(3) 0.7892(5) 0.166(4) Uani 1 1 d . U . . .
H21 H 0.5839 0.1101 0.8139 0.199 Uiso 1 1 calc R U . . .
C22 C 0.6297(9) 0.1187(2) 0.7190(4) 0.144(3) Uani 1 1 d . U . . .
H22 H 0.5823 0.1049 0.6987 0.172 Uiso 1 1 calc R U . . .
C23 C 0.7693(8) 0.15545(19) 0.7171(3) 0.106(2) Uani 1 1 d . U . . .
C24 C 0.8411(7) 0.17259(15) 0.6793(3) 0.0915(18) Uani 1 1 d . U . . .
N5 N 0.7378(3) 0.12023(10) 0.4559(2) 0.0539(10) Uani 1 1 d . . . . .
N6 N 0.7333(3) 0.14626(10) 0.4952(2) 0.0537(10) Uani 1 1 d . . . . .
C25 C 0.7374(4) 0.13134(15) 0.3956(3) 0.0649(15) Uani 1 1 d . . . . .
H25 H 0.7400 0.1184 0.3592 0.078 Uiso 1 1 calc R U . . .
C26 C 0.7325(5) 0.16438(15) 0.3951(3) 0.0748(17) Uani 1 1 d . . . . .
H26 H 0.7310 0.1781 0.3598 0.090 Uiso 1 1 calc R U . . .
C27 C 0.7304(4) 0.17275(13) 0.4585(3) 0.0694(16) Uani 1 1 d . . . . .
H27 H 0.7273 0.1939 0.4738 0.083 Uiso 1 1 calc R U . . .
N7 N 0.6001(3) 0.08519(11) 0.5346(2) 0.0659(12) Uani 1 1 d . . . . .
N8 N 0.5903(4) 0.11199(11) 0.5708(3) 0.0749(14) Uani 1 1 d . . . . .
C28 C 0.5040(5) 0.07164(16) 0.5288(3) 0.0816(18) Uani 1 1 d . . . . .
H28 H 0.4892 0.0528 0.5062 0.098 Uiso 1 1 calc R U . . .
C29 C 0.4307(6) 0.0899(2) 0.5616(5) 0.113(3) Uani 1 1 d . . . . .
H29 H 0.3585 0.0861 0.5658 0.136 Uiso 1 1 calc R U . . .
C30 C 0.4875(6) 0.1146(2) 0.5863(4) 0.106(3) Uani 1 1 d . . . . .
H30 H 0.4591 0.1312 0.6109 0.127 Uiso 1 1 calc R U . . .
Cu3 Cu 0.18432(5) 0.20910(2) 0.40707(3) 0.04664(19) Uani 1 1 d . . . . .
N9 N 0.1343(3) 0.18033(8) 0.33488(18) 0.0465(9) Uani 1 1 d . . . . .
N10 N 0.3063(3) 0.17719(10) 0.40495(19) 0.0530(10) Uani 1 1 d . . . . .
C31 C 0.0503(4) 0.18336(13) 0.2974(2) 0.0611(14) Uani 1 1 d . . . . .
H31 H 0.0093 0.2020 0.3008 0.073 Uiso 1 1 calc R U . . .
C32 C 0.0211(5) 0.15996(15) 0.2534(3) 0.0740(16) Uani 1 1 d . . . . .
H32 H -0.0380 0.1631 0.2276 0.089 Uiso 1 1 calc R U . . .
C33 C 0.0785(5) 0.13247(14) 0.2480(3) 0.0711(16) Uani 1 1 d . . . . .
H33 H 0.0574 0.1164 0.2196 0.085 Uiso 1 1 calc R U . . .
C34 C 0.1692(4) 0.12832(11) 0.2850(2) 0.0548(13) Uani 1 1 d . . . . .
C35 C 0.2386(5) 0.10058(13) 0.2828(3) 0.0691(16) Uani 1 1 d . . . . .
H35 H 0.2232 0.0836 0.2550 0.083 Uiso 1 1 calc R U . . .
C36 C 0.3240(5) 0.09880(13) 0.3197(3) 0.0702(17) Uani 1 1 d . . . . .
H36 H 0.3666 0.0805 0.3176 0.084 Uiso 1 1 calc R U . . .
C37 C 0.3522(4) 0.12410(12) 0.3625(2) 0.0558(13) Uani 1 1 d . . . . .
C38 C 0.4421(5) 0.12439(17) 0.4012(3) 0.0751(17) Uani 1 1 d . . . . .
H38 H 0.4872 0.1066 0.4012 0.090 Uiso 1 1 calc R U . . .
C39 C 0.4644(4) 0.14987(17) 0.4383(3) 0.0774(17) Uani 1 1 d . . . . .
H39 H 0.5254 0.1499 0.4631 0.093 Uiso 1 1 calc R U . . .
C40 C 0.3954(4) 0.17691(15) 0.4399(3) 0.0715(16) Uani 1 1 d . . . . .
H40 H 0.4120 0.1946 0.4654 0.086 Uiso 1 1 calc R U . . .
C41 C 0.2866(4) 0.15152(12) 0.3665(2) 0.0487(12) Uani 1 1 d . . . . .
C42 C 0.1946(4) 0.15335(11) 0.3278(2) 0.0448(11) Uani 1 1 d . . . . .
N11 N 0.2369(3) 0.23362(9) 0.48143(19) 0.0561(11) Uani 1 1 d . . . . .
C43 C 0.2573(5) 0.22406(14) 0.5408(3) 0.0730(17) Uani 1 1 d . . . . .
H43 H 0.2613 0.2026 0.5541 0.088 Uiso 1 1 calc R U . . .
C44 C 0.2714(8) 0.2500 0.5794(4) 0.083(3) Uani 1 2 d S T P . .
H44 H 0.2873 0.2500 0.6229 0.100 Uiso 1 2 calc R U P . .
N12 N 0.0517(3) 0.23362(8) 0.40999(17) 0.0435(9) Uani 1 1 d . . . . .
C45 C -0.0479(4) 0.22370(12) 0.4198(2) 0.0521(12) Uani 1 1 d . . . . .
H45 H -0.0695 0.2022 0.4221 0.063 Uiso 1 1 calc R U . . .
C46 C -0.1135(5) 0.2500 0.4260(4) 0.0575(19) Uani 1 2 d S T P . .
H46 H -0.1862 0.2500 0.4328 0.069 Uiso 1 2 calc R U P . .
Cl1 Cl 0.60722(12) 0.03099(4) 0.34138(8) 0.0765(4) Uani 1 1 d D U . . .
O1P O 0.6154(5) 0.05806(15) 0.3819(3) 0.159(2) Uani 1 1 d D U . . .
O2P O 0.5231(5) 0.03677(19) 0.3025(3) 0.166(3) Uani 1 1 d D U . . .
O3P O 0.5909(6) 0.00508(16) 0.3796(4) 0.183(3) Uani 1 1 d D U . . .
O4P O 0.7014(5) 0.02823(18) 0.3108(4) 0.180(3) Uani 1 1 d D U . . .
Cl2 Cl 0.2994(2) 0.2500 0.27058(13) 0.0989(8) Uani 1 2 d DS TU P . .
O5P O 0.2663(5) 0.2500 0.3367(2) 0.0785(16) Uani 1 2 d DS TU P A .
O6P O 0.1971(9) 0.2500 0.2350(7) 0.157(6) Uani 0.567(13) 2 d DS TU P A 1
O7P O 0.3525(9) 0.22147(18) 0.2543(5) 0.172(6) Uani 0.567(13) 1 d D U P A 1
O6A O 0.4173(8) 0.2500 0.2761(11) 0.151(7) Uani 0.433(13) 2 d DS TU P A 2
O7A O 0.2692(11) 0.2212(2) 0.2356(5) 0.166(7) Uani 0.433(13) 1 d D U P A 2
Cl3 Cl 0.10309(12) 0.13282(3) 0.49740(6) 0.0648(4) Uani 1 1 d D U . . .
O9P O 0.0394(3) 0.12050(10) 0.5472(2) 0.0848(12) Uani 1 1 d D U . . .
O10P O 0.0792(6) 0.16361(14) 0.4753(4) 0.087(2) Uani 0.658(8) 1 d D U P B 1
O11P O 0.2104(5) 0.1356(2) 0.5263(3) 0.108(3) Uani 0.658(8) 1 d D U P B 1
O12P O 0.1138(8) 0.1104(2) 0.4465(4) 0.099(3) Uani 0.658(8) 1 d D U P B 1
O10A O 0.1382(14) 0.1628(3) 0.5101(8) 0.097(4) Uani 0.342(8) 1 d D U P B 2
O11A O 0.1605(14) 0.1106(4) 0.4611(9) 0.082(5) Uani 0.342(8) 1 d D U P B 2
O12A O 0.0082(11) 0.1430(3) 0.4537(7) 0.107(4) Uani 0.342(8) 1 d D U P B 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N7 1.969(4) . ?
Cu1 N5 1.975(4) . ?
Cu1 N2 2.033(4) . ?
Cu1 N1 2.041(4) . ?
Cu1 O1W 2.380(4) . ?
Cu1 O1P 2.828(6) . ?
Cu1 Cu2 3.3574(9) . ?
Cu2 N8 1.966(5) . ?
Cu2 N6 1.977(4) . ?
Cu2 N3 2.026(5) . ?
Cu2 N4 2.049(6) . ?
Cu2 O1W 2.465(4) . ?
O1W H1WA 0.950(10) . ?
O1W H1WB 0.955(10) . ?
N1 C1 1.324(6) . ?
N1 C12 1.360(6) . ?
N2 C10 1.329(7) . ?
N2 C11 1.347(6) . ?
C1 C2 1.396(8) . ?
C1 H1 0.9300 . ?
C2 C3 1.356(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.383(8) . ?
C3 H3 0.9300 . ?
C4 C12 1.401(7) . ?
C4 C5 1.433(8) . ?
C5 C6 1.334(9) . ?
C5 H5 0.9300 . ?
C6 C7 1.408(8) . ?
C6 H6 0.9300 . ?
C7 C11 1.404(7) . ?
C7 C8 1.410(8) . ?
C8 C9 1.342(9) . ?
C8 H8 0.9300 . ?
C9 C10 1.399(8) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.422(7) . ?
N3 C13 1.319(8) . ?
N3 C24 1.359(7) . ?
N4 C22 1.334(10) . ?
N4 C23 1.361(11) . ?
C13 C14 1.391(9) . ?
C13 H13 0.9300 . ?
C14 C15 1.371(11) . ?
C14 H14 0.9300 . ?
C15 C16 1.360(12) . ?
C15 H15 0.9300 . ?
C16 C24 1.423(11) . ?
C16 C17 1.461(12) . ?
C17 C18 1.295(15) . ?
C17 H17 0.9300 . ?
C18 C19 1.384(15) . ?
C18 H18 0.9300 . ?
C19 C20 1.362(16) . ?
C19 C23 1.416(10) . ?
C20 C21 1.326(17) . ?
C20 H20 0.9300 . ?
C21 C22 1.473(13) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 C24 1.395(11) . ?
N5 C25 1.342(6) . ?
N5 N6 1.355(6) . ?
N6 C27 1.338(7) . ?
C25 C26 1.367(8) . ?
C25 H25 0.9300 . ?
C26 C27 1.369(8) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
N7 C28 1.342(7) . ?
N7 N8 1.347(6) . ?
N8 C30 1.343(8) . ?
C28 C29 1.377(10) . ?
C28 H28 0.9300 . ?
C29 C30 1.350(11) . ?
C29 H29 0.9300 . ?
C30 H30 0.9300 . ?
Cu3 N12 1.959(4) . ?
Cu3 N11 1.971(4) . ?
Cu3 N9 2.022(4) . ?
Cu3 N10 2.029(4) . ?
Cu3 O5P 2.468(4) . ?
Cu3 O10P 2.708(6) . ?
Cu3 O10A 2.940(15) . ?
Cu3 Cu3 3.3805(11) 7_565 ?
N9 C31 1.325(6) . ?
N9 C42 1.359(6) . ?
N10 C40 1.341(6) . ?
N10 C41 1.354(6) . ?
C31 C32 1.384(7) . ?
C31 H31 0.9300 . ?
C32 C33 1.353(8) . ?
C32 H32 0.9300 . ?
C33 C34 1.394(8) . ?
C33 H33 0.9300 . ?
C34 C42 1.404(7) . ?
C34 C35 1.444(7) . ?
C35 C36 1.329(8) . ?
C35 H35 0.9300 . ?
C36 C37 1.420(8) . ?
C36 H36 0.9300 . ?
C37 C38 1.395(8) . ?
C37 C41 1.406(7) . ?
C38 C39 1.337(9) . ?
C38 H38 0.9300 . ?
C39 C40 1.418(8) . ?
C39 H39 0.9300 . ?
C40 H40 0.9300 . ?
C41 C42 1.419(7) . ?
N11 C43 1.328(6) . ?
N11 N11 1.354(8) 7_565 ?
C43 C44 1.353(7) . ?
C43 H43 0.9300 . ?
C44 C43 1.353(7) 7_565 ?
C44 H44 0.9300 . ?
N12 C45 1.340(6) . ?
N12 N12 1.353(7) 7_565 ?
C45 C46 1.373(6) . ?
C45 H45 0.9300 . ?
C46 C45 1.373(6) 7_565 ?
C46 H46 0.9300 . ?
Cl1 O3P 1.352(5) . ?
Cl1 O4P 1.355(5) . ?
Cl1 O2P 1.359(5) . ?
Cl1 O1P 1.407(5) . ?
Cl2 O7P 1.398(7) 7_565 ?
Cl2 O7P 1.398(7) . ?
Cl2 O5P 1.444(5) . ?
Cl2 O7A 1.449(9) . ?
Cl2 O7A 1.449(9) 7_565 ?
Cl2 O6P 1.491(9) . ?
Cl2 O6A 1.494(10) . ?
Cl3 O10A 1.342(10) . ?
Cl3 O10P 1.386(5) . ?
Cl3 O11A 1.394(12) . ?
Cl3 O9P 1.412(4) . ?
Cl3 O12P 1.416(6) . ?
Cl3 O11P 1.488(6) . ?
Cl3 O12A 1.564(12) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N7 Cu1 N5 90.36(17) . . ?
N7 Cu1 N2 93.19(17) . . ?
N5 Cu1 N2 175.43(17) . . ?
N7 Cu1 N1 168.75(19) . . ?
N5 Cu1 N1 95.10(16) . . ?
N2 Cu1 N1 80.91(16) . . ?
N7 Cu1 O1W 92.05(18) . . ?
N5 Cu1 O1W 89.25(15) . . ?
N2 Cu1 O1W 93.49(15) . . ?
N1 Cu1 O1W 97.83(14) . . ?
N7 Cu1 O1P 88.0(2) . . ?
N5 Cu1 O1P 87.39(19) . . ?
N2 Cu1 O1P 89.86(19) . . ?
N1 Cu1 O1P 82.49(18) . . ?
O1W Cu1 O1P 176.64(17) . . ?
N7 Cu1 Cu2 59.41(14) . . ?
N5 Cu1 Cu2 59.38(12) . . ?
N2 Cu1 Cu2 125.04(12) . . ?
N1 Cu1 Cu2 131.73(11) . . ?
O1W Cu1 Cu2 47.20(9) . . ?
O1P Cu1 Cu2 130.46(12) . . ?
N8 Cu2 N6 89.93(19) . . ?
N8 Cu2 N3 174.6(2) . . ?
N6 Cu2 N3 95.28(18) . . ?
N8 Cu2 N4 94.1(3) . . ?
N6 Cu2 N4 175.8(3) . . ?
N3 Cu2 N4 80.6(3) . . ?
N8 Cu2 O1W 91.44(16) . . ?
N6 Cu2 O1W 87.08(14) . . ?
N3 Cu2 O1W 90.37(16) . . ?
N4 Cu2 O1W 94.01(19) . . ?
N8 Cu2 Cu1 59.08(14) . . ?
N6 Cu2 Cu1 59.69(12) . . ?
N3 Cu2 Cu1 125.17(14) . . ?
N4 Cu2 Cu1 123.66(18) . . ?
O1W Cu2 Cu1 45.11(9) . . ?
Cu1 O1W Cu2 87.69(12) . . ?
Cu1 O1W H1WA 118(3) . . ?
Cu2 O1W H1WA 111(3) . . ?
Cu1 O1W H1WB 129(3) . . ?
Cu2 O1W H1WB 114(3) . . ?
H1WA O1W H1WB 97.3(13) . . ?
C1 N1 C12 117.4(4) . . ?
C1 N1 Cu1 130.3(4) . . ?
C12 N1 Cu1 112.2(3) . . ?
C10 N2 C11 118.4(4) . . ?
C10 N2 Cu1 128.9(4) . . ?
C11 N2 Cu1 112.7(3) . . ?
N1 C1 C2 122.8(5) . . ?
N1 C1 H1 118.6 . . ?
C2 C1 H1 118.6 . . ?
C3 C2 C1 119.5(5) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 119.7(5) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C12 117.7(5) . . ?
C3 C4 C5 124.9(5) . . ?
C12 C4 C5 117.3(5) . . ?
C6 C5 C4 122.0(6) . . ?
C6 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
C5 C6 C7 121.6(6) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
C11 C7 C6 118.8(5) . . ?
C11 C7 C8 116.4(5) . . ?
C6 C7 C8 124.8(5) . . ?
C9 C8 C7 120.0(5) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C9 C10 120.0(6) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
N2 C10 C9 121.9(6) . . ?
N2 C10 H10 119.0 . . ?
C9 C10 H10 119.0 . . ?
N2 C11 C7 123.2(5) . . ?
N2 C11 C12 117.1(4) . . ?
C7 C11 C12 119.6(5) . . ?
N1 C12 C4 122.8(5) . . ?
N1 C12 C11 116.5(4) . . ?
C4 C12 C11 120.7(5) . . ?
C13 N3 C24 117.7(6) . . ?
C13 N3 Cu2 129.6(4) . . ?
C24 N3 Cu2 112.6(5) . . ?
C22 N4 C23 119.5(8) . . ?
C22 N4 Cu2 128.1(7) . . ?
C23 N4 Cu2 112.4(5) . . ?
N3 C13 C14 124.3(7) . . ?
N3 C13 H13 117.9 . . ?
C14 C13 H13 117.9 . . ?
C15 C14 C13 117.5(9) . . ?
C15 C14 H14 121.3 . . ?
C13 C14 H14 121.3 . . ?
C16 C15 C14 121.1(8) . . ?
C16 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
C15 C16 C24 118.0(7) . . ?
C15 C16 C17 125.7(10) . . ?
C24 C16 C17 116.4(10) . . ?
C18 C17 C16 121.4(12) . . ?
C18 C17 H17 119.3 . . ?
C16 C17 H17 119.3 . . ?
C17 C18 C19 122.9(10) . . ?
C17 C18 H18 118.5 . . ?
C19 C18 H18 118.5 . . ?
C20 C19 C18 125.6(10) . . ?
C20 C19 C23 114.9(12) . . ?
C18 C19 C23 119.5(11) . . ?
C21 C20 C19 123.1(12) . . ?
C21 C20 H20 118.4 . . ?
C19 C20 H20 118.4 . . ?
C20 C21 C22 120.4(12) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 H21 119.8 . . ?
N4 C22 C21 117.5(11) . . ?
N4 C22 H22 121.2 . . ?
C21 C22 H22 121.2 . . ?
N4 C23 C24 116.6(6) . . ?
N4 C23 C19 124.5(10) . . ?
C24 C23 C19 118.9(10) . . ?
N3 C24 C23 117.7(7) . . ?
N3 C24 C16 121.5(8) . . ?
C23 C24 C16 120.8(7) . . ?
C25 N5 N6 107.3(4) . . ?
C25 N5 Cu1 131.7(4) . . ?
N6 N5 Cu1 120.9(3) . . ?
C27 N6 N5 107.6(4) . . ?
C27 N6 Cu2 131.8(4) . . ?
N5 N6 Cu2 119.9(3) . . ?
N5 C25 C26 110.4(5) . . ?
N5 C25 H25 124.8 . . ?
C26 C25 H25 124.8 . . ?
C25 C26 C27 104.2(5) . . ?
C25 C26 H26 127.9 . . ?
C27 C26 H26 127.9 . . ?
N6 C27 C26 110.4(5) . . ?
N6 C27 H27 124.8 . . ?
C26 C27 H27 124.8 . . ?
C28 N7 N8 108.1(5) . . ?
C28 N7 Cu1 131.1(5) . . ?
N8 N7 Cu1 120.1(3) . . ?
C30 N8 N7 106.8(6) . . ?
C30 N8 Cu2 131.9(5) . . ?
N7 N8 Cu2 121.2(3) . . ?
N7 C28 C29 109.6(7) . . ?
N7 C28 H28 125.2 . . ?
C29 C28 H28 125.2 . . ?
C30 C29 C28 104.3(6) . . ?
C30 C29 H29 127.9 . . ?
C28 C29 H29 127.9 . . ?
N8 C30 C29 111.2(7) . . ?
N8 C30 H30 124.4 . . ?
C29 C30 H30 124.4 . . ?
N12 Cu3 N11 89.88(16) . . ?
N12 Cu3 N9 93.43(15) . . ?
N11 Cu3 N9 174.92(15) . . ?
N12 Cu3 N10 170.61(16) . . ?
N11 Cu3 N10 95.46(17) . . ?
N9 Cu3 N10 80.75(16) . . ?
N12 Cu3 O5P 91.32(16) . . ?
N11 Cu3 O5P 88.63(17) . . ?
N9 Cu3 O5P 95.14(15) . . ?
N10 Cu3 O5P 96.52(16) . . ?
N12 Cu3 O10P 85.60(17) . . ?
N11 Cu3 O10P 96.1(2) . . ?
N9 Cu3 O10P 80.3(2) . . ?
N10 Cu3 O10P 86.15(17) . . ?
O5P Cu3 O10P 174.3(2) . . ?
N12 Cu3 O10A 98.3(4) . . ?
N11 Cu3 O10A 79.9(3) . . ?
N9 Cu3 O10A 95.8(3) . . ?
N10 Cu3 O10A 75.1(4) . . ?
O5P Cu3 O10A 164.9(4) . . ?
N12 Cu3 Cu3 58.84(10) . 7_565 ?
N11 Cu3 Cu3 59.06(11) . 7_565 ?
N9 Cu3 Cu3 126.01(10) . 7_565 ?
N10 Cu3 Cu3 130.54(12) . 7_565 ?
O5P Cu3 Cu3 46.77(8) . 7_565 ?
O10P Cu3 Cu3 133.96(14) . 7_565 ?
O10A Cu3 Cu3 130.6(3) . 7_565 ?
C31 N9 C42 117.5(4) . . ?
C31 N9 Cu3 129.5(3) . . ?
C42 N9 Cu3 112.8(3) . . ?
C40 N10 C41 118.0(5) . . ?
C40 N10 Cu3 129.1(4) . . ?
C41 N10 Cu3 112.5(3) . . ?
N9 C31 C32 122.7(5) . . ?
N9 C31 H31 118.6 . . ?
C32 C31 H31 118.6 . . ?
C33 C32 C31 119.9(5) . . ?
C33 C32 H32 120.0 . . ?
C31 C32 H32 120.0 . . ?
C32 C33 C34 119.9(5) . . ?
C32 C33 H33 120.1 . . ?
C34 C33 H33 120.1 . . ?
C33 C34 C42 116.8(4) . . ?
C33 C34 C35 125.4(5) . . ?
C42 C34 C35 117.8(5) . . ?
C36 C35 C34 121.3(5) . . ?
C36 C35 H35 119.4 . . ?
C34 C35 H35 119.4 . . ?
C35 C36 C37 121.9(5) . . ?
C35 C36 H36 119.1 . . ?
C37 C36 H36 119.1 . . ?
C38 C37 C41 116.0(5) . . ?
C38 C37 C36 125.1(5) . . ?
C41 C37 C36 118.9(5) . . ?
C39 C38 C37 121.0(5) . . ?
C39 C38 H38 119.5 . . ?
C37 C38 H38 119.5 . . ?
C38 C39 C40 120.3(6) . . ?
C38 C39 H39 119.8 . . ?
C40 C39 H39 119.8 . . ?
N10 C40 C39 120.7(6) . . ?
N10 C40 H40 119.7 . . ?
C39 C40 H40 119.7 . . ?
N10 C41 C37 124.0(5) . . ?
N10 C41 C42 116.6(4) . . ?
C37 C41 C42 119.4(5) . . ?
N9 C42 C34 123.0(4) . . ?
N9 C42 C41 116.2(4) . . ?
C34 C42 C41 120.8(4) . . ?
C43 N11 N11 107.3(3) . 7_565 ?
C43 N11 Cu3 130.5(4) . . ?
N11 N11 Cu3 120.94(11) 7_565 . ?
N11 C43 C44 110.3(5) . . ?
N11 C43 H43 124.9 . . ?
C44 C43 H43 124.9 . . ?
C43 C44 C43 104.8(7) . 7_565 ?
C43 C44 H44 127.6 . . ?
C43 C44 H44 127.6 7_565 . ?
C45 N12 N12 107.8(3) . 7_565 ?
C45 N12 Cu3 130.5(3) . . ?
N12 N12 Cu3 121.16(10) 7_565 . ?
N12 C45 C46 109.8(4) . . ?
N12 C45 H45 125.1 . . ?
C46 C45 H45 125.1 . . ?
C45 C46 C45 104.7(6) 7_565 . ?
C45 C46 H46 127.6 7_565 . ?
C45 C46 H46 127.6 . . ?
O3P Cl1 O4P 110.2(5) . . ?
O3P Cl1 O2P 111.9(5) . . ?
O4P Cl1 O2P 114.8(5) . . ?
O3P Cl1 O1P 106.6(5) . . ?
O4P Cl1 O1P 106.6(5) . . ?
O2P Cl1 O1P 106.1(4) . . ?
Cl1 O1P Cu1 136.9(4) . . ?
O7P Cl2 O7P 114.9(8) 7_565 . ?
O7P Cl2 O5P 111.8(4) 7_565 . ?
O7P Cl2 O5P 111.8(4) . . ?
O5P Cl2 O7A 114.0(5) . . ?
O5P Cl2 O7A 114.0(5) . 7_565 ?
O7A Cl2 O7A 110.5(9) . 7_565 ?
O7P Cl2 O6P 107.2(5) 7_565 . ?
O7P Cl2 O6P 107.2(5) . . ?
O5P Cl2 O6P 103.1(6) . . ?
O5P Cl2 O6A 102.4(9) . . ?
O7A Cl2 O6A 107.5(6) . . ?
O7A Cl2 O6A 107.5(6) 7_565 . ?
Cl2 O5P Cu3 133.76(15) . . ?
O10A Cl3 O11A 122.9(10) . . ?
O10A Cl3 O9P 112.0(7) . . ?
O10P Cl3 O9P 116.9(3) . . ?
O11A Cl3 O9P 117.4(8) . . ?
O10P Cl3 O12P 111.8(5) . . ?
O9P Cl3 O12P 111.9(5) . . ?
O10P Cl3 O11P 105.2(5) . . ?
O9P Cl3 O11P 104.3(3) . . ?
O12P Cl3 O11P 105.5(5) . . ?
O10A Cl3 O12A 97.0(10) . . ?
O11A Cl3 O12A 104.9(10) . . ?
O9P Cl3 O12A 95.2(6) . . ?
Cl3 O10P Cu3 134.9(4) . . ?
Cl3 O10A Cu3 121.4(9) . . ?

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
Cu1 N5 N6 Cu2 -4.7(5) . . . . ?
Cu1 N7 N8 Cu2 -6.2(6) . . . . ?
Cu3 N11 N11 Cu3 0.000(1) . . 7_565 7_565 ?
Cu3 N12 N12 Cu3 0.0 . . 7_565 7_565 ?
Cu2 N6 N5 Cu1 -4.7(5) . . . . ?
Cu2 N8 N7 Cu1 -6.2(6) . . . . ?

_refine_diff_density_max         0.635
_refine_diff_density_min         -0.674
_refine_diff_density_rms         0.096

_shelxl_version_number           2013-4



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

data_COMP3
_database_code_depnum_ccdc_archive 'CCDC 1047964'
_audit_update_record             
;
2015-06-16 deposited with the CCDC.
2015-11-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H37 Cl2 Cu2 N9 O10'
_chemical_formula_weight         953.72

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      orthorhombic
_space_group_IT_number           57
_space_group_name_H-M_alt        'P b c m'
_space_group_name_Hall           '-P 2c 2b'

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

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

_cell_length_a                   8.497(2)
_cell_length_b                   25.544(7)
_cell_length_c                   18.675(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4053.3(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.563
_exptl_crystal_F_000             1952
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    1.249
_shelx_estimated_absorpt_T_min   0.771
_shelx_estimated_absorpt_T_max   0.825
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            49742
_diffrn_reflns_av_unetI/netI     0.0325
_diffrn_reflns_av_R_equivalents  0.0434
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.594
_diffrn_reflns_theta_max         27.134
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4604
_reflns_number_gt                3267
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1228P)²+3.1892P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0113(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4604
_refine_ls_number_parameters     373
_refine_ls_number_restraints     204
_refine_ls_R_factor_all          0.0874
_refine_ls_R_factor_gt           0.0632
_refine_ls_wR_factor_ref         0.2132
_refine_ls_wR_factor_gt          0.1933
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_restrained_S_all      1.140
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.06673(6) 0.66521(2) 0.34058(2) 0.0494(3) Uani 1 1 d . . . . .
O1W O 0.1543(6) 0.60503(18) 0.2500 0.0626(11) Uani 1 2 d DS T P . .
H1WA H 0.098(7) 0.5729(16) 0.2500 0.094 Uiso 1 2 d DS U P . .
H1WB H 0.259(3) 0.591(3) 0.2500 0.094 Uiso 1 2 d DS U P . .
N1 N -0.0368(4) 0.61156(15) 0.40499(19) 0.0552(9) Uani 1 1 d . . . . .
N2 N 0.2404(5) 0.65674(15) 0.41374(18) 0.0559(9) Uani 1 1 d . . . . .
C1 C -0.1721(7) 0.5875(2) 0.3980(3) 0.0688(13) Uani 1 1 d . . . . .
H1 H -0.2277 0.5914 0.3554 0.083 Uiso 1 1 calc R U . . .
C2 C -0.2357(7) 0.5565(2) 0.4519(3) 0.0804(16) Uani 1 1 d . . . . .
H2 H -0.3318 0.5399 0.4445 0.096 Uiso 1 1 calc R U . . .
C3 C -0.1584(8) 0.5500(2) 0.5159(3) 0.0773(16) Uani 1 1 d . . . . .
C4 C -0.0126(8) 0.57421(18) 0.5243(3) 0.0695(15) Uani 1 1 d . . . . .
C5 C 0.0866(9) 0.5689(2) 0.5868(3) 0.087(2) Uani 1 1 d . . . . .
H5 H 0.0513 0.5489 0.6252 0.105 Uiso 1 1 calc R U . . .
C6 C 0.2265(9) 0.5918(3) 0.5909(3) 0.0869(18) Uani 1 1 d . . . . .
H6 H 0.2859 0.5877 0.6323 0.104 Uiso 1 1 calc R U . . .
C7 C 0.2892(7) 0.6228(2) 0.5335(2) 0.0676(14) Uani 1 1 d . . . . .
C8 C 0.4362(7) 0.6481(3) 0.5353(3) 0.0778(16) Uani 1 1 d . . . . .
C9 C 0.4803(7) 0.6752(3) 0.4758(3) 0.0784(16) Uani 1 1 d . . . . .
H9 H 0.5778 0.6918 0.4748 0.094 Uiso 1 1 calc R U . . .
C10 C 0.3795(6) 0.6787(2) 0.4154(3) 0.0715(14) Uani 1 1 d . . . . .
H10 H 0.4136 0.6973 0.3755 0.086 Uiso 1 1 calc R U . . .
C11 C 0.1946(6) 0.62855(18) 0.4721(2) 0.0563(11) Uani 1 1 d . . . . .
C12 C 0.0442(6) 0.60433(18) 0.4677(2) 0.0580(12) Uani 1 1 d . . . . .
C13 C -0.2309(10) 0.5167(2) 0.5749(3) 0.106(2) Uani 1 1 d . . . . .
H13A H -0.3310 0.5035 0.5592 0.160 Uiso 1 1 calc R U . . .
H13B H -0.2452 0.5376 0.6171 0.160 Uiso 1 1 calc R U . . .
H13C H -0.1622 0.4878 0.5856 0.160 Uiso 1 1 calc R U . . .
C14 C 0.5441(8) 0.6455(3) 0.5992(3) 0.101(2) Uani 1 1 d . . . . .
H14A H 0.4962 0.6247 0.6360 0.152 Uiso 1 1 calc R U . . .
H14B H 0.5625 0.6803 0.6171 0.152 Uiso 1 1 calc R U . . .
H14C H 0.6424 0.6301 0.5853 0.152 Uiso 1 1 calc R U . . .
N3 N -0.1279(4) 0.67777(16) 0.28595(18) 0.0553(9) Uani 1 1 d . . . . .
C15 C -0.2684(6) 0.6946(3) 0.3080(3) 0.0748(15) Uani 1 1 d . . . . .
H15 H -0.2963 0.7000 0.3556 0.090 Uiso 1 1 calc R U . . .
C16 C -0.3667(9) 0.7027(4) 0.2500 0.090(3) Uani 1 2 d S T P . .
H16 H -0.4729 0.7116 0.2500 0.108 Uiso 1 2 calc R U P . .
N4 N 0.1726(4) 0.72214(14) 0.28669(16) 0.0502(8) Uani 1 1 d . . . . .
C17 C 0.2167(6) 0.76939(19) 0.3079(2) 0.0606(11) Uani 1 1 d . . . . .
H17 H 0.2244 0.7800 0.3554 0.073 Uiso 1 1 calc R U . . .
C18 C 0.2493(9) 0.8005(3) 0.2500 0.0681(18) Uani 1 2 d S T P . .
H18 H 0.2854 0.8348 0.2500 0.082 Uiso 1 2 calc R U P . .
Cl1 Cl -0.0608(3) 0.7462(4) 0.5042(5) 0.0702(11) Uani 0.5 1 d D U P A -1
O1P O -0.0591(13) 0.7384(5) 0.4313(5) 0.134(4) Uani 0.5 1 d D U P A -1
O2P O 0.0970(9) 0.7487(7) 0.5237(5) 0.142(5) Uani 0.5 1 d D U P A -1
O3P O -0.1351(14) 0.7912(4) 0.5253(7) 0.128(4) Uani 0.5 1 d D U P A -1
O4P O -0.1273(18) 0.7030(5) 0.5361(8) 0.180(5) Uani 0.5 1 d D U P A -1
Cl2 Cl 0.5329(15) 0.5011(7) 0.2497(7) 0.111(6) Uani 0.197(10) 1 d D U P B -2
O5P O 0.530(3) 0.4502(8) 0.2718(16) 0.135(9) Uani 0.197(10) 1 d D U P B -2
O6P O 0.406(2) 0.5266(12) 0.2775(14) 0.121(8) Uani 0.197(10) 1 d D U P B -2
O7P O 0.527(3) 0.5029(14) 0.1770(8) 0.121(8) Uani 0.197(10) 1 d D U P B -2
O8P O 0.668(2) 0.5239(11) 0.2730(11) 0.118(8) Uani 0.197(10) 1 d D U P B -2
Cl2A Cl 0.5212(8) 0.5152(4) 0.2505(9) 0.096(3) Uani 0.303(10) 1 d D . P B -3
O5PA O 0.420(4) 0.4729(15) 0.243(3) 0.37(3) Uani 0.303(10) 1 d D . P B -3
O6PA O 0.649(3) 0.4924(15) 0.2828(17) 0.23(2) Uani 0.303(10) 1 d D . P B -3
O7PA O 0.460(3) 0.5527(12) 0.2921(12) 0.192(16) Uani 0.303(10) 1 d D . P B -3
O8PA O 0.549(4) 0.5320(13) 0.1845(11) 0.29(3) Uani 0.303(10) 1 d D . P B -3
N1S N 0.0964(17) 0.4138(4) 0.2500 0.146(4) Uani 1 2 d S TU P . .
C1S C 0.1241(14) 0.3693(5) 0.2500 0.111(3) Uani 1 2 d S TU P . .
C2S C 0.1638(16) 0.3180(5) 0.2500 0.158(6) Uani 1 2 d S TU P . .
H1S1 H 0.0700 0.2970 0.2500 0.236 Uiso 1 2 calc R U P . .
H1S2 H 0.2247 0.3103 0.2920 0.236 Uiso 0.5 1 calc R U P . .
H1S3 H 0.2247 0.3103 0.2080 0.236 Uiso 0.5 1 calc R U P . .
O2W O -0.0158(8) 0.5162(2) 0.2500 0.104(2) Uani 1 2 d S T P . .
H2WA H 0.0691 0.4901 0.2500 0.156 Uiso 1 2 d S U P . .
H2WB H -0.1065 0.4911 0.2500 0.156 Uiso 1 2 d S U P . .


_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 1.969(4) . ?
Cu1 N4 1.984(3) . ?
Cu1 N2 2.023(4) . ?
Cu1 N1 2.025(4) . ?
Cu1 O1W 2.404(3) . ?
Cu1 O1P 2.740(9) . ?
Cu1 Cu1 3.3831(12) 6_556 ?
O1W Cu1 2.404(3) 6_556 ?
O1W H1WA 0.95(2) . ?
O1W H1WB 0.96(2) . ?
N1 C1 1.310(6) . ?
N1 C12 1.371(6) . ?
N2 C10 1.308(7) . ?
N2 C11 1.363(5) . ?
C1 C2 1.390(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.375(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.393(9) . ?
C3 C13 1.522(7) . ?
C4 C12 1.393(7) . ?
C4 C5 1.446(9) . ?
C5 C6 1.328(9) . ?
C5 H5 0.9300 . ?
C6 C7 1.434(8) . ?
C6 H6 0.9300 . ?
C7 C8 1.407(9) . ?
C7 C11 1.408(6) . ?
C8 C9 1.361(8) . ?
C8 C14 1.508(7) . ?
C9 C10 1.420(7) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.422(7) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
N3 C15 1.334(6) . ?
N3 N3 1.343(7) 6_556 ?
C15 C16 1.384(7) . ?
C15 H15 0.9300 . ?
C16 C15 1.384(7) 6_556 ?
C16 H16 0.9300 . ?
N4 C17 1.324(5) . ?
N4 N4 1.370(6) 6_556 ?
C17 C18 1.370(6) . ?
C17 H17 0.9300 . ?
C18 C17 1.370(6) 6_556 ?
C18 H18 0.9300 . ?
Cl1 O3P 1.368(7) . ?
Cl1 O4P 1.376(7) . ?
Cl1 O1P 1.377(7) . ?
Cl1 O2P 1.391(7) . ?
Cl2 O8P 1.360(9) . ?
Cl2 O7P 1.361(9) . ?
Cl2 O6P 1.363(9) . ?
Cl2 O5P 1.364(9) . ?
Cl2A O8PA 1.327(16) . ?
Cl2A O7PA 1.338(15) . ?
Cl2A O6PA 1.372(15) . ?
Cl2A O5PA 1.385(14) . ?
N1S C1S 1.161(13) . ?
C1S C2S 1.352(16) . ?
C2S H1S1 0.9600 . ?
C2S H1S2 0.9600 . ?
C2S H1S3 0.9600 . ?
O2W H2WA 0.9811 . ?
O2W H2WB 1.0021 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 Cu1 N4 89.91(15) . . ?
N3 Cu1 N2 168.52(15) . . ?
N4 Cu1 N2 95.18(15) . . ?
N3 Cu1 N1 93.05(16) . . ?
N4 Cu1 N1 173.97(14) . . ?
N2 Cu1 N1 80.98(15) . . ?
N3 Cu1 O1W 89.98(15) . . ?
N4 Cu1 O1W 88.37(15) . . ?
N2 Cu1 O1W 100.43(15) . . ?
N1 Cu1 O1W 96.88(14) . . ?
N3 Cu1 O1P 83.2(2) . . ?
N4 Cu1 O1P 89.4(3) . . ?
N2 Cu1 O1P 86.6(2) . . ?
N1 Cu1 O1P 85.7(3) . . ?
O1W Cu1 O1P 172.8(2) . . ?
N3 Cu1 Cu1 58.80(10) . 6_556 ?
N4 Cu1 Cu1 59.52(9) . 6_556 ?
N2 Cu1 Cu1 132.49(10) . 6_556 ?
N1 Cu1 Cu1 126.45(11) . 6_556 ?
O1W Cu1 Cu1 45.28(8) . 6_556 ?
O1P Cu1 Cu1 128.2(2) . 6_556 ?
Cu1 O1W Cu1 89.45(15) . 6_556 ?
Cu1 O1W H1WA 113(3) . . ?
Cu1 O1W H1WA 113(3) 6_556 . ?
Cu1 O1W H1WB 122(2) . . ?
Cu1 O1W H1WB 122(2) 6_556 . ?
H1WA O1W H1WB 98(3) . . ?
C1 N1 C12 117.6(4) . . ?
C1 N1 Cu1 129.7(3) . . ?
C12 N1 Cu1 112.4(3) . . ?
C10 N2 C11 117.7(4) . . ?
C10 N2 Cu1 129.0(3) . . ?
C11 N2 Cu1 112.8(3) . . ?
N1 C1 C2 122.4(5) . . ?
N1 C1 H1 118.8 . . ?
C2 C1 H1 118.8 . . ?
C3 C2 C1 120.8(6) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 118.0(5) . . ?
C2 C3 C13 120.2(6) . . ?
C4 C3 C13 121.8(6) . . ?
C3 C4 C12 117.9(5) . . ?
C3 C4 C5 124.5(5) . . ?
C12 C4 C5 117.5(6) . . ?
C6 C5 C4 121.8(5) . . ?
C6 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
C5 C6 C7 122.2(5) . . ?
C5 C6 H6 118.9 . . ?
C7 C6 H6 118.9 . . ?
C8 C7 C11 118.6(5) . . ?
C8 C7 C6 124.4(5) . . ?
C11 C7 C6 117.0(6) . . ?
C9 C8 C7 117.3(5) . . ?
C9 C8 C14 120.1(6) . . ?
C7 C8 C14 122.6(6) . . ?
C8 C9 C10 120.9(6) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 H9 119.5 . . ?
N2 C10 C9 122.5(5) . . ?
N2 C10 H10 118.8 . . ?
C9 C10 H10 118.8 . . ?
N2 C11 C7 122.9(5) . . ?
N2 C11 C12 116.1(4) . . ?
C7 C11 C12 121.0(4) . . ?
N1 C12 C4 123.2(5) . . ?
N1 C12 C11 116.2(4) . . ?
C4 C12 C11 120.5(5) . . ?
C3 C13 H13A 109.5 . . ?
C3 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C3 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C8 C14 H14A 109.5 . . ?
C8 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C8 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C15 N3 N3 108.0(3) . 6_556 ?
C15 N3 Cu1 130.1(3) . . ?
N3 N3 Cu1 121.20(10) 6_556 . ?
N3 C15 C16 110.3(4) . . ?
N3 C15 H15 124.9 . . ?
C16 C15 H15 124.9 . . ?
C15 C16 C15 103.0(6) 6_556 . ?
C15 C16 H16 128.5 6_556 . ?
C15 C16 H16 128.5 . . ?
C17 N4 N4 107.4(2) . 6_556 ?
C17 N4 Cu1 130.1(3) . . ?
N4 N4 Cu1 120.48(9) 6_556 . ?
N4 C17 C18 110.4(4) . . ?
N4 C17 H17 124.8 . . ?
C18 C17 H17 124.8 . . ?
C17 C18 C17 104.3(6) . 6_556 ?
C17 C18 H18 127.9 . . ?
C17 C18 H18 127.9 6_556 . ?
O3P Cl1 O4P 111.1(7) . . ?
O3P Cl1 O1P 114.3(8) . . ?
O4P Cl1 O1P 108.4(8) . . ?
O3P Cl1 O2P 109.3(8) . . ?
O4P Cl1 O2P 108.7(8) . . ?
O1P Cl1 O2P 104.8(7) . . ?
Cl1 O1P Cu1 135.6(8) . . ?
O8P Cl2 O7P 109.7(9) . . ?
O8P Cl2 O6P 110.0(9) . . ?
O7P Cl2 O6P 109.6(9) . . ?
O8P Cl2 O5P 109.3(9) . . ?
O7P Cl2 O5P 109.4(10) . . ?
O6P Cl2 O5P 108.9(10) . . ?
O8PA Cl2A O7PA 112(2) . . ?
O8PA Cl2A O6PA 114(2) . . ?
O7PA Cl2A O6PA 110.9(18) . . ?
O8PA Cl2A O5PA 105(2) . . ?
O7PA Cl2A O5PA 112.1(19) . . ?
O6PA Cl2A O5PA 101.9(19) . . ?
N1S C1S C2S 177.2(15) . . ?
C1S C2S H1S1 109.5 . . ?
C1S C2S H1S2 109.5 . . ?
H1S1 C2S H1S2 109.5 . . ?
C1S C2S H1S3 109.5 . . ?
H1S1 C2S H1S3 109.5 . . ?
H1S2 C2S H1S3 109.5 . . ?
H2WA O2W H2WB 97.5 . . ?

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
Cu1 N3 N3 Cu1 0.000(1) . . 6_556 6_556 ?
Cu1 N4 N4 Cu1 0.000(1) . . 6_556 6_556 ?

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
O1W H1WA O2W 0.95(2) 1.74(2) 2.691(8) 177(6) .
O1W H1WB O6P 0.96(2) 2.13(5) 2.98(2) 146(5) .
O1W H1WB O7PA 0.96(2) 2.12(3) 3.024(17) 157(2) .
O2W H2WA N1S 0.98 1.96 2.784(13) 139.5 .
O2W H2WB O8P 1.00 2.13 2.73(2) 116.0 1_455
O2W H2WB O6PA 1.00 2.16 2.97(3) 136.7 1_455

_refine_diff_density_max         0.760
_refine_diff_density_min         -0.595
_refine_diff_density_rms         0.189

_shelxl_version_number           2013-4

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

data_COMP4
_database_code_depnum_ccdc_archive 'CCDC 1047965'
_audit_update_record             
;
2015-06-16 deposited with the CCDC.
2015-11-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H44 Cl2 Cu2 N10 O8'
_chemical_formula_weight         1014.85

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                   13.8410(13)
_cell_length_b                   8.0261(8)
_cell_length_c                   39.946(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.565(4)
_cell_angle_gamma                90
_cell_volume                     4408.5(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.529
_exptl_crystal_F_000             2088
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    1.151
_shelx_estimated_absorpt_T_min   0.770
_shelx_estimated_absorpt_T_max   0.966
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            79919
_diffrn_reflns_av_unetI/netI     0.0929
_diffrn_reflns_av_R_equivalents  0.0901
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -49
_diffrn_reflns_limit_l_max       49
_diffrn_reflns_theta_min         1.026
_diffrn_reflns_theta_max         26.404
_diffrn_reflns_theta_full        25.242
_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             8979
_reflns_number_gt                5253
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0922P)²+27.9269P] 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         8979
_refine_ls_number_parameters     607
_refine_ls_number_restraints     163
_refine_ls_R_factor_all          0.1523
_refine_ls_R_factor_gt           0.0825
_refine_ls_wR_factor_ref         0.2595
_refine_ls_wR_factor_gt          0.2243
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_restrained_S_all      1.130
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.38836(7) 0.45636(13) 0.12806(2) 0.0367(3) Uani 1 1 d . . . . .
Cu2 Cu 0.31826(6) 0.16924(13) 0.17117(2) 0.0366(3) Uani 1 1 d . . . . .
N1 N 0.3444(4) 0.3991(8) 0.07909(16) 0.0361(15) Uani 1 1 d . . . . .
N2 N 0.2491(5) 0.5412(9) 0.12444(16) 0.0391(16) Uani 1 1 d . . . . .
C1 C 0.3948(6) 0.3400(11) 0.0555(2) 0.043(2) Uani 1 1 d . . . . .
H1 H 0.4616 0.3292 0.0611 0.052 Uiso 1 1 calc R U . . .
C2 C 0.3575(6) 0.2929(11) 0.0235(2) 0.044(2) Uani 1 1 d . . . . .
C3 C 0.2558(6) 0.3043(10) 0.0148(2) 0.042(2) Uani 1 1 d . . . . .
C4 C 0.1991(6) 0.3685(10) 0.0394(2) 0.040(2) Uani 1 1 d . . . . .
C5 C 0.0964(6) 0.3898(11) 0.0345(2) 0.048(2) Uani 1 1 d . . . . .
H5 H 0.0629 0.3578 0.0140 0.058 Uiso 1 1 calc R U . . .
C6 C 0.0453(6) 0.4551(12) 0.0585(2) 0.047(2) Uani 1 1 d . . . . .
H6 H -0.0222 0.4596 0.0546 0.056 Uiso 1 1 calc R U . . .
C7 C 0.0936(5) 0.5174(10) 0.0898(2) 0.0379(19) Uani 1 1 d . . . . .
C8 C 0.0467(6) 0.5948(10) 0.1156(2) 0.042(2) Uani 1 1 d . . . . .
C9 C 0.1033(6) 0.6465(10) 0.1443(2) 0.040(2) Uani 1 1 d . . . . .
C10 C 0.2042(6) 0.6162(11) 0.1477(2) 0.045(2) Uani 1 1 d . . . . .
H10 H 0.2411 0.6509 0.1674 0.054 Uiso 1 1 calc R U . . .
C11 C 0.1945(5) 0.4922(10) 0.09571(19) 0.0364(19) Uani 1 1 d . . . . .
C12 C 0.2475(6) 0.4145(10) 0.07054(19) 0.0359(18) Uani 1 1 d . . . . .
C13 C 0.4238(7) 0.2313(15) -0.0012(3) 0.070(3) Uani 1 1 d . . . . .
H13A H 0.3861 0.2059 -0.0223 0.106 Uiso 1 1 calc R U . . .
H13B H 0.4570 0.1328 0.0075 0.106 Uiso 1 1 calc R U . . .
H13C H 0.4706 0.3161 -0.0047 0.106 Uiso 1 1 calc R U . . .
C14 C 0.2101(7) 0.2552(13) -0.0191(2) 0.056(2) Uani 1 1 d . . . . .
H14A H 0.1410 0.2709 -0.0204 0.084 Uiso 1 1 calc R U . . .
H14B H 0.2239 0.1401 -0.0231 0.084 Uiso 1 1 calc R U . . .
H14C H 0.2357 0.3228 -0.0359 0.084 Uiso 1 1 calc R U . . .
C15 C -0.0613(6) 0.6207(13) 0.1105(3) 0.058(3) Uani 1 1 d . . . . .
H15A H -0.0871 0.5758 0.0890 0.088 Uiso 1 1 calc R U . . .
H15B H -0.0752 0.7378 0.1110 0.088 Uiso 1 1 calc R U . . .
H15C H -0.0906 0.5652 0.1280 0.088 Uiso 1 1 calc R U . . .
C16 C 0.0614(7) 0.7321(13) 0.1732(2) 0.060(3) Uani 1 1 d . . . . .
H16A H 0.1128 0.7582 0.1906 0.089 Uiso 1 1 calc R U . . .
H16B H 0.0154 0.6595 0.1821 0.089 Uiso 1 1 calc R U . . .
H16C H 0.0293 0.8330 0.1652 0.089 Uiso 1 1 calc R U . . .
N3 N 0.2595(4) 0.0599(8) 0.12710(16) 0.0366(15) Uani 1 1 d . . . . .
N4 N 0.1746(5) 0.2072(8) 0.17481(16) 0.0369(15) Uani 1 1 d . . . . .
C17 C 0.3046(6) -0.0143(11) 0.1038(2) 0.043(2) Uani 1 1 d . . . . .
H17 H 0.3716 -0.0277 0.1081 0.052 Uiso 1 1 calc R U . . .
C18 C 0.2588(7) -0.0743(10) 0.0729(2) 0.047(2) Uani 1 1 d . . . . .
C19 C 0.1588(6) -0.0527(10) 0.0663(2) 0.044(2) Uani 1 1 d . . . . .
C20 C 0.1075(6) 0.0237(11) 0.0912(2) 0.045(2) Uani 1 1 d . . . . .
C21 C 0.0051(6) 0.0542(12) 0.0883(2) 0.054(2) Uani 1 1 d . . . . .
H21 H -0.0325 0.0264 0.0683 0.065 Uiso 1 1 calc R U . . .
C22 C -0.0386(6) 0.1215(12) 0.1133(2) 0.051(2) Uani 1 1 d . . . . .
H22 H -0.1059 0.1332 0.1105 0.061 Uiso 1 1 calc R U . . .
C23 C 0.0142(6) 0.1757(11) 0.1440(2) 0.043(2) Uani 1 1 d . . . . .
C24 C -0.0275(6) 0.2484(11) 0.1714(2) 0.045(2) Uani 1 1 d . . . . .
C25 C 0.0318(6) 0.2901(11) 0.1997(2) 0.046(2) Uani 1 1 d . . . . .
C26 C 0.1325(6) 0.2686(10) 0.2001(2) 0.042(2) Uani 1 1 d . . . . .
H26 H 0.1721 0.2995 0.2195 0.050 Uiso 1 1 calc R U . . .
C27 C 0.1155(5) 0.1584(10) 0.1469(2) 0.0358(18) Uani 1 1 d . . . . .
C28 C 0.1608(5) 0.0793(10) 0.12091(19) 0.0359(18) Uani 1 1 d . . . . .
C29 C 0.3211(7) -0.1480(12) 0.0482(2) 0.059(3) Uani 1 1 d . . . . .
H29A H 0.2805 -0.1831 0.0283 0.088 Uiso 1 1 calc R U . . .
H29B H 0.3560 -0.2421 0.0582 0.088 Uiso 1 1 calc R U . . .
H29C H 0.3664 -0.0657 0.0422 0.088 Uiso 1 1 calc R U . . .
C30 C 0.1025(8) -0.1114(14) 0.0333(2) 0.065(3) Uani 1 1 d . . . . .
H30A H 0.0347 -0.0873 0.0335 0.098 Uiso 1 1 calc R U . . .
H30B H 0.1112 -0.2293 0.0309 0.098 Uiso 1 1 calc R U . . .
H30C H 0.1263 -0.0546 0.0148 0.098 Uiso 1 1 calc R U . . .
C31 C -0.1364(6) 0.2710(15) 0.1692(3) 0.066(3) Uani 1 1 d . . . . .
H31A H -0.1657 0.2353 0.1474 0.099 Uiso 1 1 calc R U . . .
H31B H -0.1511 0.3864 0.1723 0.099 Uiso 1 1 calc R U . . .
H31C H -0.1616 0.2056 0.1863 0.099 Uiso 1 1 calc R U . . .
C32 C -0.0059(8) 0.3566(14) 0.2308(2) 0.068(3) Uani 1 1 d . . . . .
H32A H 0.0477 0.3773 0.2478 0.102 Uiso 1 1 calc R U . . .
H32B H -0.0489 0.2765 0.2391 0.102 Uiso 1 1 calc R U . . .
H32C H -0.0405 0.4587 0.2256 0.102 Uiso 1 1 calc R U . . .
N5 N 0.4773(5) 0.2615(9) 0.13558(17) 0.0428(17) Uani 1 1 d . . . . .
N6 N 0.4503(4) 0.1483(8) 0.15783(16) 0.0377(16) Uani 1 1 d . . . . .
C33 C 0.5695(6) 0.2344(11) 0.1313(2) 0.044(2) Uani 1 1 d . . . . .
H33 H 0.6052 0.2966 0.1174 0.053 Uiso 1 1 calc R U . . .
C34 C 0.6045(6) 0.1018(13) 0.1503(2) 0.056(3) Uani 1 1 d . . . . .
H34 H 0.6665 0.0556 0.1516 0.067 Uiso 1 1 calc R U . . .
C35 C 0.5280(6) 0.0507(11) 0.1673(2) 0.047(2) Uani 1 1 d . . . . .
H35 H 0.5298 -0.0366 0.1826 0.057 Uiso 1 1 calc R U . . .
N7 N 0.4044(4) 0.4918(8) 0.17674(16) 0.0367(16) Uani 1 1 d . . . . .
N8 N 0.3632(4) 0.3764(8) 0.19610(17) 0.0382(16) Uani 1 1 d . . . . .
C36 C 0.4550(6) 0.5960(11) 0.1978(2) 0.047(2) Uani 1 1 d . . . . .
H36 H 0.4903 0.6865 0.1912 0.056 Uiso 1 1 calc R U . . .
C37 C 0.4479(7) 0.5512(13) 0.2308(2) 0.057(3) Uani 1 1 d . . . . .
H37 H 0.4762 0.6032 0.2503 0.068 Uiso 1 1 calc R U . . .
C38 C 0.3883(6) 0.4098(11) 0.2283(2) 0.042(2) Uani 1 1 d . . . . .
H38 H 0.3696 0.3492 0.2463 0.051 Uiso 1 1 calc R U . . .
N1S N 0.4946(6) 0.6460(10) 0.11511(19) 0.055(2) Uani 1 1 d . . . . .
C1S C 0.5665(7) 0.6943(13) 0.1089(2) 0.054(2) Uani 1 1 d . . . . .
C2S C 0.6580(7) 0.7517(15) 0.1000(3) 0.070(3) Uani 1 1 d . . . . .
H1S1 H 0.7070 0.7375 0.1188 0.105 Uiso 1 1 calc R U . . .
H1S2 H 0.6530 0.8675 0.0940 0.105 Uiso 1 1 calc R U . . .
H1S3 H 0.6753 0.6887 0.0811 0.105 Uiso 1 1 calc R U . . .
N2S N 0.3256(5) -0.0176(11) 0.2118(2) 0.059(2) Uani 1 1 d . . . . .
C3S C 0.3220(7) -0.0814(12) 0.2370(3) 0.055(2) Uani 1 1 d . . . . .
C4S C 0.3178(9) -0.1537(14) 0.2700(3) 0.079(4) Uani 1 1 d . . . . .
H3S1 H 0.3826 -0.1707 0.2808 0.119 Uiso 1 1 calc R U . . .
H3S2 H 0.2844 -0.2586 0.2677 0.119 Uiso 1 1 calc R U . . .
H3S3 H 0.2836 -0.0796 0.2834 0.119 Uiso 1 1 calc R U . . .
Cl1 Cl 0.77829(16) 0.7936(3) 0.19792(6) 0.0545(6) Uani 1 1 d D . . . .
O1P O 0.8185(5) 0.8376(12) 0.16812(18) 0.090(3) Uani 1 1 d D . . . .
O2P O 0.8334(6) 0.6630(9) 0.2151(2) 0.094(3) Uani 1 1 d D . . . .
O3P O 0.6818(5) 0.7420(12) 0.1911(2) 0.101(3) Uani 1 1 d D . . . .
O4P O 0.7829(6) 0.9358(10) 0.2191(2) 0.087(2) Uani 1 1 d D . . . .
Cl2 Cl 0.72850(18) 0.2795(3) 0.05089(6) 0.0614(7) Uani 1 1 d D U . . .
O5P O 0.7534(7) 0.3486(14) 0.0827(2) 0.112(3) Uani 1 1 d D U . . .
O6P O 0.8080(8) 0.3188(19) 0.0319(3) 0.102(4) Uani 0.772(15) 1 d D U P A 1
O7P O 0.7152(15) 0.1119(15) 0.0511(4) 0.147(5) Uani 0.772(15) 1 d D U P A 1
O8P O 0.6484(8) 0.3734(18) 0.0374(4) 0.120(4) Uani 0.772(15) 1 d D U P A 1
O6PA O 0.8133(18) 0.195(5) 0.0412(9) 0.097(7) Uani 0.228(15) 1 d D U P A 2
O7PA O 0.657(2) 0.155(4) 0.0492(9) 0.090(7) Uani 0.228(15) 1 d D U P A 2
O8PA O 0.702(3) 0.393(4) 0.0248(7) 0.103(7) Uani 0.228(15) 1 d D U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N7 1.953(6) . ?
Cu1 N5 1.992(7) . ?
Cu1 N1 2.033(6) . ?
Cu1 N2 2.034(6) . ?
Cu1 N1S 2.218(8) . ?
Cu1 Cu2 3.0984(14) . ?
Cu2 N6 1.968(6) . ?
Cu2 N8 2.000(7) . ?
Cu2 N4 2.033(6) . ?
Cu2 N3 2.050(6) . ?
Cu2 N2S 2.204(8) . ?
N1 C1 1.322(10) . ?
N1 C12 1.352(10) . ?
N2 C10 1.322(10) . ?
N2 C11 1.358(10) . ?
C1 C2 1.376(12) . ?
C1 H1 0.9300 . ?
C2 C3 1.412(12) . ?
C2 C13 1.507(12) . ?
C3 C4 1.422(11) . ?
C3 C14 1.484(12) . ?
C4 C12 1.392(11) . ?
C4 C5 1.422(12) . ?
C5 C6 1.362(12) . ?
C5 H5 0.9300 . ?
C6 C7 1.438(12) . ?
C6 H6 0.9300 . ?
C7 C11 1.405(11) . ?
C7 C8 1.421(12) . ?
C8 C9 1.378(12) . ?
C8 C15 1.499(11) . ?
C9 C10 1.409(11) . ?
C9 C16 1.513(12) . ?
C10 H10 0.9300 . ?
C11 C12 1.451(11) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
N3 C17 1.322(10) . ?
N3 C28 1.369(10) . ?
N4 C26 1.319(10) . ?
N4 C27 1.362(10) . ?
C17 C18 1.404(12) . ?
C17 H17 0.9300 . ?
C18 C19 1.391(12) . ?
C18 C29 1.504(12) . ?
C19 C20 1.425(12) . ?
C19 C30 1.525(12) . ?
C20 C28 1.397(11) . ?
C20 C21 1.430(12) . ?
C21 C22 1.341(13) . ?
C21 H21 0.9300 . ?
C22 C23 1.420(12) . ?
C22 H22 0.9300 . ?
C23 C27 1.401(11) . ?
C23 C24 1.421(12) . ?
C24 C25 1.359(12) . ?
C24 C31 1.511(11) . ?
C25 C26 1.403(12) . ?
C25 C32 1.502(12) . ?
C26 H26 0.9300 . ?
C27 C28 1.423(11) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
N5 C33 1.325(10) . ?
N5 N6 1.353(9) . ?
N6 C35 1.350(10) . ?
C33 C34 1.364(13) . ?
C33 H33 0.9300 . ?
C34 C35 1.383(12) . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?
N7 C36 1.328(10) . ?
N7 N8 1.371(9) . ?
N8 C38 1.320(10) . ?
C36 C37 1.381(13) . ?
C36 H36 0.9300 . ?
C37 C38 1.399(13) . ?
C37 H37 0.9300 . ?
C38 H38 0.9300 . ?
N1S C1S 1.122(11) . ?
C1S C2S 1.431(13) . ?
C2S H1S1 0.9600 . ?
C2S H1S2 0.9600 . ?
C2S H1S3 0.9600 . ?
N2S C3S 1.134(11) . ?
C3S C4S 1.448(14) . ?
C4S H3S1 0.9600 . ?
C4S H3S2 0.9600 . ?
C4S H3S3 0.9600 . ?
Cl1 O3P 1.395(7) . ?
Cl1 O1P 1.415(7) . ?
Cl1 O4P 1.418(7) . ?
Cl1 O2P 1.425(7) . ?
Cl2 O7P 1.358(11) . ?
Cl2 O5P 1.394(8) . ?
Cl2 O8P 1.397(10) . ?
Cl2 O8PA 1.401(15) . ?
Cl2 O7PA 1.404(16) . ?
Cl2 O6P 1.441(10) . ?
Cl2 O6PA 1.448(15) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N7 Cu1 N5 88.1(3) . . ?
N7 Cu1 N1 168.0(3) . . ?
N5 Cu1 N1 94.6(3) . . ?
N7 Cu1 N2 91.2(3) . . ?
N5 Cu1 N2 146.9(3) . . ?
N1 Cu1 N2 80.2(3) . . ?
N7 Cu1 N1S 97.4(3) . . ?
N5 Cu1 N1S 99.2(3) . . ?
N1 Cu1 N1S 93.7(3) . . ?
N2 Cu1 N1S 113.7(3) . . ?
N7 Cu1 Cu2 64.0(2) . . ?
N5 Cu1 Cu2 63.9(2) . . ?
N1 Cu1 Cu2 106.76(19) . . ?
N2 Cu1 Cu2 86.21(19) . . ?
N1S Cu1 Cu2 153.9(2) . . ?
N6 Cu2 N8 87.7(3) . . ?
N6 Cu2 N4 167.9(3) . . ?
N8 Cu2 N4 95.2(3) . . ?
N6 Cu2 N3 91.2(3) . . ?
N8 Cu2 N3 148.6(3) . . ?
N4 Cu2 N3 80.2(3) . . ?
N6 Cu2 N2S 100.1(3) . . ?
N8 Cu2 N2S 102.3(3) . . ?
N4 Cu2 N2S 90.7(3) . . ?
N3 Cu2 N2S 108.8(3) . . ?
N6 Cu2 Cu1 63.5(2) . . ?
N8 Cu2 Cu1 63.84(19) . . ?
N4 Cu2 Cu1 107.40(18) . . ?
N3 Cu2 Cu1 87.68(19) . . ?
N2S Cu2 Cu1 157.6(2) . . ?
C1 N1 C12 116.2(7) . . ?
C1 N1 Cu1 129.9(5) . . ?
C12 N1 Cu1 113.7(5) . . ?
C10 N2 C11 117.8(7) . . ?
C10 N2 Cu1 128.4(6) . . ?
C11 N2 Cu1 113.2(5) . . ?
N1 C1 C2 126.0(8) . . ?
N1 C1 H1 117.0 . . ?
C2 C1 H1 117.0 . . ?
C1 C2 C3 117.9(8) . . ?
C1 C2 C13 120.5(8) . . ?
C3 C2 C13 121.7(8) . . ?
C2 C3 C4 117.9(7) . . ?
C2 C3 C14 121.1(8) . . ?
C4 C3 C14 121.1(8) . . ?
C12 C4 C3 117.7(7) . . ?
C12 C4 C5 117.6(8) . . ?
C3 C4 C5 124.7(8) . . ?
C6 C5 C4 122.7(8) . . ?
C6 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?
C5 C6 C7 121.3(7) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 H6 119.4 . . ?
C11 C7 C8 118.0(7) . . ?
C11 C7 C6 116.7(7) . . ?
C8 C7 C6 125.2(7) . . ?
C9 C8 C7 118.2(7) . . ?
C9 C8 C15 122.3(8) . . ?
C7 C8 C15 119.5(8) . . ?
C8 C9 C10 119.4(8) . . ?
C8 C9 C16 122.7(8) . . ?
C10 C9 C16 117.8(8) . . ?
N2 C10 C9 123.5(8) . . ?
N2 C10 H10 118.3 . . ?
C9 C10 H10 118.3 . . ?
N2 C11 C7 123.1(7) . . ?
N2 C11 C12 115.7(7) . . ?
C7 C11 C12 121.1(7) . . ?
N1 C12 C4 124.3(7) . . ?
N1 C12 C11 115.4(7) . . ?
C4 C12 C11 120.2(7) . . ?
C2 C13 H13A 109.5 . . ?
C2 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C2 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C3 C14 H14A 109.5 . . ?
C3 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C3 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C8 C15 H15A 109.5 . . ?
C8 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C8 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C9 C16 H16A 109.5 . . ?
C9 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C9 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C17 N3 C28 117.8(7) . . ?
C17 N3 Cu2 128.7(5) . . ?
C28 N3 Cu2 113.3(5) . . ?
C26 N4 C27 117.2(7) . . ?
C26 N4 Cu2 129.3(6) . . ?
C27 N4 Cu2 113.5(5) . . ?
N3 C17 C18 124.8(8) . . ?
N3 C17 H17 117.6 . . ?
C18 C17 H17 117.6 . . ?
C19 C18 C17 117.7(8) . . ?
C19 C18 C29 123.8(8) . . ?
C17 C18 C29 118.4(8) . . ?
C18 C19 C20 119.0(7) . . ?
C18 C19 C30 121.7(8) . . ?
C20 C19 C30 119.3(8) . . ?
C28 C20 C19 118.3(8) . . ?
C28 C20 C21 115.9(8) . . ?
C19 C20 C21 125.8(8) . . ?
C22 C21 C20 122.4(8) . . ?
C22 C21 H21 118.8 . . ?
C20 C21 H21 118.8 . . ?
C21 C22 C23 122.4(8) . . ?
C21 C22 H22 118.8 . . ?
C23 C22 H22 118.8 . . ?
C27 C23 C22 117.0(8) . . ?
C27 C23 C24 117.8(8) . . ?
C22 C23 C24 125.2(8) . . ?
C25 C24 C23 118.8(8) . . ?
C25 C24 C31 121.6(8) . . ?
C23 C24 C31 119.6(8) . . ?
C24 C25 C26 119.0(8) . . ?
C24 C25 C32 122.8(8) . . ?
C26 C25 C32 118.1(8) . . ?
N4 C26 C25 124.2(8) . . ?
N4 C26 H26 117.9 . . ?
C25 C26 H26 117.9 . . ?
N4 C27 C23 122.8(8) . . ?
N4 C27 C28 116.9(7) . . ?
C23 C27 C28 120.2(7) . . ?
N3 C28 C20 122.4(7) . . ?
N3 C28 C27 115.6(7) . . ?
C20 C28 C27 122.0(7) . . ?
C18 C29 H29A 109.5 . . ?
C18 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C18 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C19 C30 H30A 109.5 . . ?
C19 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C19 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C24 C31 H31A 109.5 . . ?
C24 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C24 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C25 C32 H32A 109.5 . . ?
C25 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C25 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C33 N5 N6 108.5(7) . . ?
C33 N5 Cu1 134.2(6) . . ?
N6 N5 Cu1 114.4(5) . . ?
C35 N6 N5 107.6(7) . . ?
C35 N6 Cu2 135.2(6) . . ?
N5 N6 Cu2 117.1(5) . . ?
N5 C33 C34 110.0(8) . . ?
N5 C33 H33 125.0 . . ?
C34 C33 H33 125.0 . . ?
C33 C34 C35 105.2(7) . . ?
C33 C34 H34 127.4 . . ?
C35 C34 H34 127.4 . . ?
N6 C35 C34 108.8(8) . . ?
N6 C35 H35 125.6 . . ?
C34 C35 H35 125.6 . . ?
C36 N7 N8 106.9(7) . . ?
C36 N7 Cu1 135.5(6) . . ?
N8 N7 Cu1 117.2(5) . . ?
C38 N8 N7 109.4(7) . . ?
C38 N8 Cu2 133.3(6) . . ?
N7 N8 Cu2 114.0(5) . . ?
N7 C36 C37 110.5(8) . . ?
N7 C36 H36 124.7 . . ?
C37 C36 H36 124.7 . . ?
C36 C37 C38 104.4(8) . . ?
C36 C37 H37 127.8 . . ?
C38 C37 H37 127.8 . . ?
N8 C38 C37 108.8(8) . . ?
N8 C38 H38 125.6 . . ?
C37 C38 H38 125.6 . . ?
C1S N1S Cu1 156.5(8) . . ?
N1S C1S C2S 177.9(11) . . ?
C1S C2S H1S1 109.5 . . ?
C1S C2S H1S2 109.5 . . ?
H1S1 C2S H1S2 109.5 . . ?
C1S C2S H1S3 109.5 . . ?
H1S1 C2S H1S3 109.5 . . ?
H1S2 C2S H1S3 109.5 . . ?
C3S N2S Cu2 163.2(8) . . ?
N2S C3S C4S 176.7(11) . . ?
C3S C4S H3S1 109.5 . . ?
C3S C4S H3S2 109.5 . . ?
H3S1 C4S H3S2 109.5 . . ?
C3S C4S H3S3 109.5 . . ?
H3S1 C4S H3S3 109.5 . . ?
H3S2 C4S H3S3 109.5 . . ?
O3P Cl1 O1P 111.6(5) . . ?
O3P Cl1 O4P 109.5(6) . . ?
O1P Cl1 O4P 107.9(5) . . ?
O3P Cl1 O2P 108.9(5) . . ?
O1P Cl1 O2P 110.4(5) . . ?
O4P Cl1 O2P 108.6(5) . . ?
O7P Cl2 O5P 114.1(9) . . ?
O7P Cl2 O8P 115.8(10) . . ?
O5P Cl2 O8P 103.9(8) . . ?
O5P Cl2 O8PA 116.0(15) . . ?
O5P Cl2 O7PA 115.3(15) . . ?
O8PA Cl2 O7PA 107.6(18) . . ?
O7P Cl2 O6P 109.4(9) . . ?
O5P Cl2 O6P 105.6(6) . . ?
O8P Cl2 O6P 107.3(8) . . ?
O5P Cl2 O6PA 107.9(14) . . ?
O8PA Cl2 O6PA 104.9(18) . . ?
O7PA Cl2 O6PA 104.0(17) . . ?

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
Cu1 N5 N6 Cu2 12.4(7) . . . . ?
Cu1 N7 N8 Cu2 12.0(6) . . . . ?

_refine_diff_density_max         0.965
_refine_diff_density_min         -0.923
_refine_diff_density_rms         0.171

_shelxl_version_number           2013-4

