# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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. 
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data_1-vg277
_database_code_depnum_ccdc_archive 'CCDC 1511427'
_audit_update_record             
;
2016-10-25 deposited with the CCDC.
2017-01-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'C26 H44 Cu2 N4 O4 2+, 2(C15 H25 Cu N3 O2 +), 4(Cl O4 -)'
_chemical_formula_sum            'C56 H94 Cl4 Cu4 N10 O24'
_chemical_formula_weight         1687.37

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.2247(6)
_cell_length_b                   12.3904(5)
_cell_length_c                   15.0274(7)
_cell_angle_alpha                106.670(4)
_cell_angle_beta                 96.765(4)
_cell_angle_gamma                118.889(3)
_cell_volume                     1817.79(16)
_cell_formula_units_Z            1
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    25354
_cell_measurement_theta_min      1.486
_cell_measurement_theta_max      26.739

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.541
_exptl_crystal_F_000             876
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.500
_exptl_crystal_size_min          0.320
_exptl_absorpt_coefficient_mu    1.381
_shelx_estimated_absorpt_T_min   0.545
_shelx_estimated_absorpt_T_max   0.666
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.5289
_exptl_absorpt_correction_T_max  0.7235
_exptl_absorpt_process_details   'X-RED (Stoe & Cie, 2002)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      133(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Stoe IPDS II'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25354
_diffrn_reflns_av_unetI/netI     0.0392
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.486
_diffrn_reflns_theta_max         26.739
_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             7693
_reflns_number_gt                6079
_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       'X-AREA (Stoe & Cie, 2002)'
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction        'X-AREA (Stoe & Cie, 2002)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 2012)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_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)+(0.0495P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7693
_refine_ls_number_parameters     471
_refine_ls_number_restraints     58
_refine_ls_R_factor_all          0.0490
_refine_ls_R_factor_gt           0.0339
_refine_ls_wR_factor_ref         0.0799
_refine_ls_wR_factor_gt          0.0758
_refine_ls_goodness_of_fit_ref   0.953
_refine_ls_restrained_S_all      0.956
_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 0.83559(3) 0.33655(3) 0.11894(2) 0.02656(8) Uani 1 1 d . . . . .
N1 N 0.73790(17) 0.37856(18) 0.03820(13) 0.0226(4) Uani 1 1 d . . . . .
N2 N 0.97693(17) 0.52900(18) 0.19448(13) 0.0238(4) Uani 1 1 d . . . . .
O1 O 0.69098(18) 0.49953(18) -0.02404(14) 0.0450(5) Uani 1 1 d . . . . .
O2 O 1.07817(16) 0.75159(15) 0.24805(12) 0.0336(4) Uani 1 1 d . . . . .
N3 N 0.8330(2) 0.1914(2) 0.13266(15) 0.0343(5) Uani 1 1 d . . . . .
C1 C 0.8970(2) 0.6302(2) 0.10136(16) 0.0241(4) Uani 1 1 d . . . . .
C2 C 0.8633(2) 0.7349(2) 0.14558(18) 0.0302(5) Uani 1 1 d . . . . .
H2A H 0.8044 0.7327 0.0939 0.045 Uiso 1 1 calc R U . . .
H2B H 0.9441 0.8245 0.1763 0.045 Uiso 1 1 calc R U . . .
H2C H 0.8201 0.7140 0.1947 0.045 Uiso 1 1 calc R U . . .
C3 C 0.9774(2) 0.6728(3) 0.03184(18) 0.0326(5) Uani 1 1 d . . . . .
H3A H 0.9972 0.6056 0.0018 0.049 Uiso 1 1 calc R U . . .
H3B H 1.0596 0.7600 0.0689 0.049 Uiso 1 1 calc R U . . .
H3C H 0.9265 0.6798 -0.0192 0.049 Uiso 1 1 calc R U . . .
C4 C 0.7723(2) 0.4946(2) 0.04063(16) 0.0249(4) Uani 1 1 d . . . . .
C5 C 0.5760(3) 0.3644(3) -0.0741(2) 0.0472(7) Uani 1 1 d . . . . .
H5A H 0.5535 0.3380 -0.1457 0.057 Uiso 1 1 calc R U . . .
H5B H 0.4997 0.3573 -0.0533 0.057 Uiso 1 1 calc R U . . .
C6 C 0.6147(2) 0.2756(2) -0.04472(16) 0.0282(5) Uani 1 1 d . . . . .
C7 C 0.5141(3) 0.1780(3) -0.0116(2) 0.0436(6) Uani 1 1 d . . . . .
H7A H 0.4929 0.2266 0.0400 0.065 Uiso 1 1 calc R U . . .
H7B H 0.5496 0.1330 0.0137 0.065 Uiso 1 1 calc R U . . .
H7C H 0.4344 0.1110 -0.0668 0.065 Uiso 1 1 calc R U . . .
C8 C 0.6502(3) 0.2030(3) -0.12446(18) 0.0422(6) Uani 1 1 d . . . . .
H8A H 0.5720 0.1378 -0.1812 0.063 Uiso 1 1 calc R U . . .
H8B H 0.6840 0.1561 -0.1000 0.063 Uiso 1 1 calc R U . . .
H8C H 0.7177 0.2683 -0.1435 0.063 Uiso 1 1 calc R U . . .
C9 C 0.9822(2) 0.6288(2) 0.18268(15) 0.0230(4) Uani 1 1 d . . . . .
C10 C 1.1572(2) 0.7326(2) 0.31485(17) 0.0293(5) Uani 1 1 d . . . . .
H10A H 1.1650 0.7786 0.3833 0.035 Uiso 1 1 calc R U . . .
H10B H 1.2462 0.7679 0.3078 0.035 Uiso 1 1 calc R U . . .
C11 C 1.0825(2) 0.5797(2) 0.28512(16) 0.0252(4) Uani 1 1 d . . . . .
C12 C 1.0158(2) 0.5341(3) 0.35872(17) 0.0315(5) Uani 1 1 d . . . . .
H12A H 0.9541 0.5625 0.3667 0.047 Uiso 1 1 calc R U . . .
H12B H 1.0823 0.5744 0.4217 0.047 Uiso 1 1 calc R U . . .
H12C H 0.9681 0.4361 0.3350 0.047 Uiso 1 1 calc R U . . .
C13 C 1.1675(2) 0.5236(3) 0.26132(18) 0.0330(5) Uani 1 1 d . . . . .
H13A H 1.1134 0.4255 0.2363 0.050 Uiso 1 1 calc R U . . .
H13B H 1.2380 0.5584 0.3205 0.050 Uiso 1 1 calc R U . . .
H13C H 1.2057 0.5511 0.2118 0.050 Uiso 1 1 calc R U . . .
C14 C 0.8447(2) 0.1076(2) 0.13816(18) 0.0298(5) Uani 1 1 d . . . . .
C15 C 0.8605(3) 0.0012(3) 0.1452(2) 0.0363(6) Uani 1 1 d . . . . .
H15A H 0.8180 -0.0312 0.1915 0.054 Uiso 1 1 calc R U . . .
H15B H 0.9542 0.0358 0.1678 0.054 Uiso 1 1 calc R U . . .
H15C H 0.8201 -0.0729 0.0809 0.054 Uiso 1 1 calc R U . . .
Cu2 Cu 0.60662(3) 0.67082(3) 0.55697(2) 0.02785(8) Uani 1 1 d . . . . .
N11 N 0.49313(17) 0.68345(18) 0.62644(13) 0.0231(4) Uani 1 1 d . . . . .
N12 N 0.27546(17) 0.31842(18) 0.51453(13) 0.0231(4) Uani 1 1 d . . . . .
O11 O 0.36331(15) 0.65915(16) 0.72171(12) 0.0302(4) Uani 1 1 d . . . . .
O12 O 0.18551(14) 0.33438(16) 0.63431(11) 0.0258(3) Uani 1 1 d . . . . .
C21 C 0.4204(2) 0.4937(2) 0.68272(16) 0.0237(4) Uani 1 1 d . . . . .
C22 C 0.5364(2) 0.4823(3) 0.66536(19) 0.0345(5) Uani 1 1 d . . . . .
H22A H 0.5223 0.3987 0.6681 0.052 Uiso 1 1 calc R U . . .
H22B H 0.6176 0.5588 0.7158 0.052 Uiso 1 1 calc R U . . .
H22C H 0.5432 0.4824 0.6010 0.052 Uiso 1 1 calc R U . . .
C23 C 0.4155(2) 0.4960(2) 0.78464(17) 0.0319(5) Uani 1 1 d . . . . .
H23A H 0.3432 0.5048 0.7984 0.048 Uiso 1 1 calc R U . . .
H23B H 0.4985 0.5723 0.8333 0.048 Uiso 1 1 calc R U . . .
H23C H 0.4016 0.4124 0.7874 0.048 Uiso 1 1 calc R U . . .
C24 C 0.4323(2) 0.6188(2) 0.67523(16) 0.0229(4) Uani 1 1 d . . . . .
C25 C 0.3990(3) 0.7868(2) 0.7144(2) 0.0338(5) Uani 1 1 d . . . . .
H25A H 0.4615 0.8635 0.7765 0.041 Uiso 1 1 calc R U . . .
H25B H 0.3202 0.7903 0.6977 0.041 Uiso 1 1 calc R U . . .
C26 C 0.4627(2) 0.7895(2) 0.63239(17) 0.0270(5) Uani 1 1 d . . . . .
C27 C 0.3663(3) 0.7413(3) 0.5343(2) 0.0420(6) Uani 1 1 d . . . . .
H27A H 0.4087 0.7360 0.4831 0.063 Uiso 1 1 calc R U . . .
H27B H 0.3392 0.8045 0.5370 0.063 Uiso 1 1 calc R U . . .
H27C H 0.2891 0.6523 0.5195 0.063 Uiso 1 1 calc R U . . .
C28 C 0.5848(2) 0.9233(2) 0.65475(19) 0.0351(5) Uani 1 1 d . . . . .
H28A H 0.6494 0.9483 0.7144 0.053 Uiso 1 1 calc R U . . .
H28B H 0.5630 0.9914 0.6641 0.053 Uiso 1 1 calc R U . . .
H28C H 0.6217 0.9175 0.6004 0.053 Uiso 1 1 calc R U . . .
C29 C 0.2928(2) 0.3769(2) 0.60510(16) 0.0220(4) Uani 1 1 d . . . . .
C30 C 0.0820(2) 0.2109(2) 0.55289(17) 0.0299(5) Uani 1 1 d . . . . .
H30A H -0.0024 0.2053 0.5442 0.036 Uiso 1 1 calc R U . . .
H30B H 0.0703 0.1311 0.5634 0.036 Uiso 1 1 calc R U . . .
C31 C 0.1305(2) 0.2207(2) 0.46462(16) 0.0254(4) Uani 1 1 d . . . . .
C32 C 0.0808(3) 0.2852(3) 0.41233(19) 0.0351(5) Uani 1 1 d . . . . .
H32A H 0.1029 0.3716 0.4594 0.053 Uiso 1 1 calc R U . . .
H32B H -0.0146 0.2258 0.3828 0.053 Uiso 1 1 calc R U . . .
H32C H 0.1223 0.2994 0.3613 0.053 Uiso 1 1 calc R U . . .
C33 C 0.1011(2) 0.0880(2) 0.39458(18) 0.0314(5) Uani 1 1 d . . . . .
H33A H 0.1395 0.1014 0.3420 0.047 Uiso 1 1 calc R U . . .
H33B H 0.0059 0.0244 0.3669 0.047 Uiso 1 1 calc R U . . .
H33C H 0.1389 0.0522 0.4295 0.047 Uiso 1 1 calc R U . . .
Cl1 Cl 0.32521(5) 0.07074(6) 0.64207(4) 0.02822(12) Uani 1 1 d . . . . .
O21 O 0.3241(2) -0.0019(2) 0.70116(16) 0.0519(5) Uani 1 1 d . . . . .
O22 O 0.2453(3) -0.0204(2) 0.54498(16) 0.0677(7) Uani 1 1 d . . . . .
O23 O 0.2765(2) 0.1522(2) 0.68023(17) 0.0566(6) Uani 1 1 d . . . . .
O24 O 0.4568(2) 0.1536(2) 0.64313(19) 0.0599(6) Uani 1 1 d . . . . .
Cl2A Cl 0.77619(14) 0.85344(14) 0.86753(10) 0.0368(3) Uani 0.805(4) 1 d D . P A
1
O31A O 0.7996(3) 0.8059(3) 0.7770(2) 0.0622(9) Uani 0.805(4) 1 d D . P A 1
O32A O 0.8748(3) 0.9909(2) 0.9221(2) 0.0559(8) Uani 0.805(4) 1 d D . P A 1
O33A O 0.7686(4) 0.7743(3) 0.9214(2) 0.0767(11) Uani 0.805(4) 1 d D . P A 1
O34A O 0.6504(3) 0.8365(4) 0.8443(2) 0.0651(9) Uani 0.805(4) 1 d D . P A 1
Cl2B Cl 0.7853(7) 0.8324(7) 0.8462(5) 0.0368(3) Uani 0.195(4) 1 d D . P A 2
O31B O 0.7664(13) 0.7472(13) 0.7535(9) 0.0622(9) Uani 0.195(4) 1 d D . P A 2
O32B O 0.8530(10) 0.9678(9) 0.8570(10) 0.0559(8) Uani 0.195(4) 1 d D . P A 2
O33B O 0.8652(14) 0.8237(13) 0.9201(9) 0.0767(11) Uani 0.195(4) 1 d D . P A 2
O34B O 0.6648(10) 0.7933(15) 0.8664(9) 0.0651(9) Uani 0.195(4) 1 d D . 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 N3 1.8540(19) . ?
Cu1 N1 1.9469(17) . ?
Cu1 N2 1.9909(18) . ?
N1 C4 1.276(3) . ?
N1 C6 1.496(3) . ?
N2 C9 1.271(3) . ?
N2 C11 1.493(3) . ?
O1 C4 1.342(3) . ?
O1 C5 1.449(3) . ?
O2 C9 1.342(3) . ?
O2 C10 1.457(3) . ?
N3 C14 1.138(3) . ?
C1 C4 1.516(3) . ?
C1 C9 1.520(3) . ?
C1 C2 1.542(3) . ?
C1 C3 1.547(3) . ?
C5 C6 1.537(3) . ?
C6 C7 1.509(4) . ?
C6 C8 1.522(3) . ?
C10 C11 1.539(3) . ?
C11 C13 1.527(3) . ?
C11 C12 1.528(3) . ?
C14 C15 1.452(3) . ?
Cu2 N11 1.8699(17) . ?
Cu2 N12 1.8738(17) 2_666 ?
N11 C24 1.274(3) . ?
N11 C26 1.511(3) . ?
N12 C29 1.281(3) . ?
N12 C31 1.504(3) . ?
N12 Cu2 1.8739(17) 2_666 ?
O11 C24 1.340(2) . ?
O11 C25 1.466(3) . ?
O12 C29 1.338(2) . ?
O12 C30 1.459(3) . ?
C21 C29 1.520(3) . ?
C21 C24 1.524(3) . ?
C21 C23 1.532(3) . ?
C21 C22 1.535(3) . ?
C25 C26 1.533(3) . ?
C26 C28 1.504(3) . ?
C26 C27 1.525(3) . ?
C30 C31 1.527(3) . ?
C31 C33 1.513(3) . ?
C31 C32 1.530(3) . ?
Cl1 O22 1.418(2) . ?
Cl1 O23 1.4250(18) . ?
Cl1 O24 1.425(2) . ?
Cl1 O21 1.4311(19) . ?
Cl2A O32A 1.417(3) . ?
Cl2A O33A 1.419(3) . ?
Cl2A O34A 1.432(3) . ?
Cl2A O31A 1.440(3) . ?
Cl2B O31B 1.398(10) . ?
Cl2B O32B 1.413(10) . ?
Cl2B O34B 1.413(10) . ?
Cl2B O33B 1.455(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 Cu1 N1 141.13(8) . . ?
N3 Cu1 N2 125.90(8) . . ?
N1 Cu1 N2 92.83(7) . . ?
C4 N1 C6 108.71(17) . . ?
C4 N1 Cu1 126.75(15) . . ?
C6 N1 Cu1 124.27(14) . . ?
C9 N2 C11 108.66(18) . . ?
C9 N2 Cu1 126.30(15) . . ?
C11 N2 Cu1 124.34(14) . . ?
C4 O1 C5 106.78(18) . . ?
C9 O2 C10 106.70(16) . . ?
C14 N3 Cu1 171.9(2) . . ?
C4 C1 C9 113.69(17) . . ?
C4 C1 C2 110.06(18) . . ?
C9 C1 C2 109.16(18) . . ?
C4 C1 C3 107.18(18) . . ?
C9 C1 C3 107.89(17) . . ?
C2 C1 C3 108.72(18) . . ?
N1 C4 O1 116.5(2) . . ?
N1 C4 C1 130.03(19) . . ?
O1 C4 C1 113.30(18) . . ?
O1 C5 C6 104.85(18) . . ?
N1 C6 C7 110.6(2) . . ?
N1 C6 C8 107.67(18) . . ?
C7 C6 C8 110.7(2) . . ?
N1 C6 C5 101.32(18) . . ?
C7 C6 C5 113.9(2) . . ?
C8 C6 C5 112.2(2) . . ?
N2 C9 O2 117.21(19) . . ?
N2 C9 C1 128.97(19) . . ?
O2 C9 C1 113.77(17) . . ?
O2 C10 C11 104.75(17) . . ?
N2 C11 C13 109.46(18) . . ?
N2 C11 C12 107.42(17) . . ?
C13 C11 C12 111.33(19) . . ?
N2 C11 C10 102.13(17) . . ?
C13 C11 C10 112.64(19) . . ?
C12 C11 C10 113.28(19) . . ?
N3 C14 C15 179.6(3) . . ?
N11 Cu2 N12 171.43(8) . 2_666 ?
C24 N11 C26 108.09(17) . . ?
C24 N11 Cu2 132.52(15) . . ?
C26 N11 Cu2 119.38(14) . . ?
C29 N12 C31 108.06(17) . . ?
C29 N12 Cu2 132.20(16) . 2_666 ?
C31 N12 Cu2 119.66(14) . 2_666 ?
C24 O11 C25 105.88(16) . . ?
C29 O12 C30 105.46(16) . . ?
C29 C21 C24 104.94(16) . . ?
C29 C21 C23 111.04(18) . . ?
C24 C21 C23 110.04(17) . . ?
C29 C21 C22 110.78(18) . . ?
C24 C21 C22 112.61(18) . . ?
C23 C21 C22 107.49(18) . . ?
N11 C24 O11 117.25(19) . . ?
N11 C24 C21 127.93(18) . . ?
O11 C24 C21 114.69(18) . . ?
O11 C25 C26 104.38(16) . . ?
C28 C26 N11 111.53(18) . . ?
C28 C26 C27 110.5(2) . . ?
N11 C26 C27 107.19(18) . . ?
C28 C26 C25 113.64(19) . . ?
N11 C26 C25 101.06(17) . . ?
C27 C26 C25 112.4(2) . . ?
N12 C29 O12 116.5(2) . . ?
N12 C29 C21 127.50(19) . . ?
O12 C29 C21 115.92(18) . . ?
O12 C30 C31 104.22(17) . . ?
N12 C31 C33 111.31(17) . . ?
N12 C31 C30 100.30(17) . . ?
C33 C31 C30 112.98(19) . . ?
N12 C31 C32 107.96(18) . . ?
C33 C31 C32 111.57(19) . . ?
C30 C31 C32 112.09(18) . . ?
O22 Cl1 O23 109.42(14) . . ?
O22 Cl1 O24 109.62(16) . . ?
O23 Cl1 O24 109.65(14) . . ?
O22 Cl1 O21 109.78(15) . . ?
O23 Cl1 O21 109.75(13) . . ?
O24 Cl1 O21 108.61(13) . . ?
O32A Cl2A O33A 111.6(2) . . ?
O32A Cl2A O34A 110.0(2) . . ?
O33A Cl2A O34A 106.6(2) . . ?
O32A Cl2A O31A 109.97(19) . . ?
O33A Cl2A O31A 110.9(2) . . ?
O34A Cl2A O31A 107.7(2) . . ?
O31B Cl2B O32B 111.4(8) . . ?
O31B Cl2B O34B 111.1(8) . . ?
O32B Cl2B O34B 111.2(8) . . ?
O31B Cl2B O33B 109.8(8) . . ?
O32B Cl2B O33B 106.9(7) . . ?
O34B Cl2B O33B 106.2(8) . . ?

_refine_diff_density_max         0.533
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.067

####################################################################### 
# 
# 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_P4-vg186
_database_code_depnum_ccdc_archive 'CCDC 1511428'
_audit_update_record             
;
2016-10-25 deposited with the CCDC.
2017-01-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'C34 H60 Cu2 N4 O8 2+, 2(Cl O4 -), C4 H8 O, C2 H3 N'
_chemical_formula_sum            'C40 H71 Cl2 Cu2 N5 O17'
_chemical_formula_weight         1091.99

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                   10.9869(6)
_cell_length_b                   18.6852(10)
_cell_length_c                   13.1285(7)
_cell_angle_alpha                90
_cell_angle_beta                 108.876(4)
_cell_angle_gamma                90
_cell_volume                     2550.2(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    31195
_cell_measurement_theta_min      1.959
_cell_measurement_theta_max      25.749

_exptl_crystal_description       block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_F_000             1148
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.390
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.330
_exptl_absorpt_coefficient_mu    1.009
_shelx_estimated_absorpt_T_min   0.694
_shelx_estimated_absorpt_T_max   0.732
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.6323
_exptl_absorpt_correction_T_max  0.8161
_exptl_absorpt_process_details   'X-RED (Stoe & Cie, 2002)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      133(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Stoe IPDS II'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31195
_diffrn_reflns_av_unetI/netI     0.0438
_diffrn_reflns_av_R_equivalents  0.0942
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.959
_diffrn_reflns_theta_max         25.749
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4806
_reflns_number_gt                3978
_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       'X-AREA (Stoe & Cie, 2002)'
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction        'X-AREA (Stoe & Cie, 2002)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 2012)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_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)+(0.0664P)²+5.0141P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4806
_refine_ls_number_parameters     374
_refine_ls_number_restraints     257
_refine_ls_R_factor_all          0.0704
_refine_ls_R_factor_gt           0.0566
_refine_ls_wR_factor_ref         0.1560
_refine_ls_wR_factor_gt          0.1478
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.204
_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 0.55777(4) 0.53560(3) 0.13108(4) 0.03041(17) Uani 1 1 d D . . . .
N1 N 0.5323(3) 0.62835(18) 0.1878(3) 0.0336(7) Uani 1 1 d . . . . .
N2 N 0.7144(3) 0.51652(18) 0.2506(3) 0.0307(7) Uani 1 1 d . . . . .
O1 O 0.5704(3) 0.72074(17) 0.3009(3) 0.0496(8) Uani 1 1 d . . . . .
O2 O 0.8651(3) 0.53122(17) 0.4102(2) 0.0415(7) Uani 1 1 d . . . . .
O3 O 0.5502(3) 0.46890(14) 0.0170(2) 0.0350(6) Uani 1 1 d . . . . .
C1 C 0.6977(4) 0.6177(3) 0.3706(4) 0.0437(10) Uani 1 1 d . . . . .
C2 C 0.6365(7) 0.5934(4) 0.4548(5) 0.080(2) Uani 1 1 d . . . . .
H2A H 0.6020 0.6351 0.4815 0.120 Uiso 1 1 calc R U . . .
H2B H 0.7018 0.5700 0.5148 0.120 Uiso 1 1 calc R U . . .
H2C H 0.5668 0.5595 0.4217 0.120 Uiso 1 1 calc R U . . .
C3 C 0.8066(6) 0.6729(4) 0.4224(6) 0.091(3) Uani 1 1 d . . . . .
H3A H 0.8491 0.6861 0.3699 0.137 Uiso 1 1 calc R U . . .
H3B H 0.8697 0.6515 0.4858 0.137 Uiso 1 1 calc R U . . .
H3C H 0.7694 0.7157 0.4438 0.137 Uiso 1 1 calc R U . . .
C4 C 0.5971(4) 0.6539(2) 0.2792(3) 0.0373(9) Uani 1 1 d . . . . .
C5 C 0.4566(5) 0.7419(3) 0.2125(4) 0.0535(13) Uani 1 1 d . . . . .
H5A H 0.4676 0.7904 0.1863 0.064 Uiso 1 1 calc R U . . .
H5B H 0.3792 0.7417 0.2356 0.064 Uiso 1 1 calc R U . . .
C6 C 0.4448(4) 0.6857(2) 0.1247(4) 0.0409(10) Uani 1 1 d . . . . .
C7 C 0.3080(4) 0.6577(3) 0.0784(4) 0.0540(13) Uani 1 1 d . . . . .
H7A H 0.3071 0.6154 0.0340 0.081 Uiso 1 1 calc R U . . .
H7B H 0.2529 0.6949 0.0341 0.081 Uiso 1 1 calc R U . . .
H7C H 0.2757 0.6447 0.1374 0.081 Uiso 1 1 calc R U . . .
C8 C 0.4953(5) 0.7116(3) 0.0364(4) 0.0490(12) Uani 1 1 d . . . . .
H8A H 0.5848 0.7271 0.0682 0.073 Uiso 1 1 calc R U . . .
H8B H 0.4429 0.7519 -0.0015 0.073 Uiso 1 1 calc R U . . .
H8C H 0.4907 0.6726 -0.0145 0.073 Uiso 1 1 calc R U . . .
C9 C 0.7562(4) 0.5532(2) 0.3364(3) 0.0347(9) Uani 1 1 d . . . . .
C10 C 0.9031(4) 0.4653(2) 0.3694(4) 0.0402(10) Uani 1 1 d . . . . .
H10A H 0.8973 0.4241 0.4150 0.048 Uiso 1 1 calc R U . . .
H10B H 0.9924 0.4689 0.3679 0.048 Uiso 1 1 calc R U . . .
C11 C 0.8071(4) 0.4570(2) 0.2544(3) 0.0333(9) Uani 1 1 d . . . . .
C12 C 0.7355(4) 0.3860(2) 0.2394(4) 0.0440(11) Uani 1 1 d . . . . .
H12A H 0.6990 0.3793 0.2977 0.066 Uiso 1 1 calc R U . . .
H12B H 0.7953 0.3468 0.2407 0.066 Uiso 1 1 calc R U . . .
H12C H 0.6661 0.3860 0.1701 0.066 Uiso 1 1 calc R U . . .
C13 C 0.8707(4) 0.4697(3) 0.1689(4) 0.0469(11) Uani 1 1 d . . . . .
H13A H 0.8046 0.4717 0.0978 0.070 Uiso 1 1 calc R U . . .
H13B H 0.9306 0.4306 0.1704 0.070 Uiso 1 1 calc R U . . .
H13C H 0.9177 0.5152 0.1833 0.070 Uiso 1 1 calc R U . . .
O4A O 0.4196(6) 0.4628(3) 0.1856(5) 0.0444(16) Uani 0.794(8) 1 d D U P A 1
C21A C 0.3296(6) 0.4160(4) 0.1128(6) 0.0559(19) Uani 0.794(8) 1 d D U P A 1
H21A H 0.3596 0.3657 0.1237 0.067 Uiso 0.794(8) 1 calc R U P A 1
H21B H 0.3163 0.4297 0.0372 0.067 Uiso 0.794(8) 1 calc R U P A 1
C22A C 0.2087(8) 0.4255(7) 0.1405(8) 0.096(3) Uani 0.794(8) 1 d D U P A 1
H22A H 0.1618 0.4692 0.1069 0.115 Uiso 0.794(8) 1 calc R U P A 1
H22B H 0.1511 0.3836 0.1179 0.115 Uiso 0.794(8) 1 calc R U P A 1
C23A C 0.2593(10) 0.4320(8) 0.2597(8) 0.092(4) Uani 0.794(8) 1 d D U P A 1
H23A H 0.2751 0.3843 0.2944 0.110 Uiso 0.794(8) 1 calc R U P A 1
H23B H 0.1989 0.4589 0.2874 0.110 Uiso 0.794(8) 1 calc R U P A 1
C24A C 0.3821(7) 0.4722(4) 0.2786(5) 0.059(2) Uani 0.794(8) 1 d D U P A 1
H24A H 0.3693 0.5236 0.2901 0.071 Uiso 0.794(8) 1 calc R U P A 1
H24B H 0.4493 0.4533 0.3430 0.071 Uiso 0.794(8) 1 calc R U P A 1
O4B O 0.4066(19) 0.4830(11) 0.198(3) 0.072(10) Uani 0.206(8) 1 d D U P A 2
C21B C 0.274(2) 0.4963(12) 0.169(3) 0.077(9) Uani 0.206(8) 1 d D U P A 2
H21C H 0.2337 0.4943 0.0901 0.093 Uiso 0.206(8) 1 calc R U P A 2
H21D H 0.2586 0.5444 0.1944 0.093 Uiso 0.206(8) 1 calc R U P A 2
C22B C 0.219(3) 0.4411(14) 0.221(4) 0.073(10) Uani 0.206(8) 1 d D U P A 2
H22C H 0.1268 0.4331 0.1804 0.088 Uiso 0.206(8) 1 calc R U P A 2
H22D H 0.2283 0.4541 0.2960 0.088 Uiso 0.206(8) 1 calc R U P A 2
C23B C 0.298(3) 0.3770(10) 0.216(3) 0.073(8) Uani 0.206(8) 1 d D U P A 2
H23C H 0.2560 0.3483 0.1506 0.088 Uiso 0.206(8) 1 calc R U P A 2
H23D H 0.3113 0.3464 0.2804 0.088 Uiso 0.206(8) 1 calc R U P A 2
C24B C 0.422(2) 0.4089(10) 0.213(4) 0.101(10) Uani 0.206(8) 1 d D U P A 2
H24C H 0.4915 0.3989 0.2818 0.122 Uiso 0.206(8) 1 calc R U P A 2
H24D H 0.4469 0.3873 0.1538 0.122 Uiso 0.206(8) 1 calc R U P A 2
Cl1 Cl 0.23369(11) 0.62596(7) 0.42190(10) 0.0482(3) Uani 1 1 d . . . . .
O11 O 0.3288(5) 0.5931(4) 0.5089(5) 0.115(2) Uani 1 1 d . . . . .
O12 O 0.1449(6) 0.5746(3) 0.3661(5) 0.117(2) Uani 1 1 d . . . . .
O13 O 0.2944(4) 0.6582(3) 0.3524(3) 0.0767(13) Uani 1 1 d . . . . .
O14 O 0.1689(6) 0.6771(3) 0.4634(5) 0.1022(18) Uani 1 1 d . . . . .
O5 O 1.1634(8) 0.2356(5) 0.3231(8) 0.087(3) Uani 0.5 1 d D U P B 3
C31 C 1.1492(13) 0.1660(8) 0.3535(17) 0.090(3) Uani 0.5 1 d D U P B 3
H31A H 1.2243 0.1511 0.4150 0.108 Uiso 0.5 1 calc R U P B 3
H31B H 1.1390 0.1324 0.2929 0.108 Uiso 0.5 1 calc R U P B 3
C32 C 1.0320(13) 0.1682(8) 0.3842(16) 0.082(3) Uani 0.5 1 d D U P B 3
H32A H 1.0542 0.1654 0.4635 0.099 Uiso 0.5 1 calc R U P B 3
H32B H 0.9752 0.1274 0.3518 0.099 Uiso 0.5 1 calc R U P B 3
C33 C 0.9652(9) 0.2379(6) 0.3434(9) 0.062(3) Uani 0.5 1 d D U P B 3
H33A H 0.8762 0.2296 0.2954 0.075 Uiso 0.5 1 calc R U P B 3
H33B H 0.9628 0.2689 0.4039 0.075 Uiso 0.5 1 calc R U P B 3
C34 C 1.0460(7) 0.2708(4) 0.2829(9) 0.048(2) Uani 0.5 1 d D . P B 3
H34A H 1.0071 0.2627 0.2045 0.057 Uiso 0.5 1 calc R U P B 3
H34B H 1.0563 0.3229 0.2967 0.057 Uiso 0.5 1 calc R U P B 3
N5 N 1.1904(8) 0.1717(6) 0.3368(14) 0.091(5) Uani 0.5 1 d D U P C 4
C41 C 1.0904(10) 0.1937(8) 0.3377(14) 0.090(3) Uani 0.5 1 d D U P C 4
C42 C 0.9860(12) 0.1780(10) 0.3842(15) 0.082(3) Uani 0.5 1 d D U P C 4
H42A H 0.9042 0.1725 0.3259 0.123 Uiso 0.5 1 calc R U P C 4
H42B H 0.9792 0.2175 0.4311 0.123 Uiso 0.5 1 calc R U P C 4
H42C H 1.0061 0.1336 0.4262 0.123 Uiso 0.5 1 calc R U P C 4


_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 O3 1.924(3) 3_665 ?
Cu1 O3 1.929(3) . ?
Cu1 N1 1.942(3) . ?
Cu1 N2 1.950(3) . ?
Cu1 O4A 2.318(5) . ?
Cu1 O4B 2.331(15) . ?
N1 C4 1.274(5) . ?
N1 C6 1.498(5) . ?
N2 C9 1.271(5) . ?
N2 C11 1.498(5) . ?
O1 C4 1.335(5) . ?
O1 C5 1.459(6) . ?
O2 C9 1.336(5) . ?
O2 C10 1.456(5) . ?
O3 O3 1.564(5) 3_665 ?
O3 Cu1 1.924(3) 3_665 ?
C1 C9 1.501(6) . ?
C1 C4 1.504(6) . ?
C1 C2 1.536(7) . ?
C1 C3 1.560(7) . ?
C5 C6 1.534(6) . ?
C6 C8 1.517(6) . ?
C6 C7 1.521(7) . ?
C10 C11 1.545(6) . ?
C11 C13 1.521(6) . ?
C11 C12 1.522(6) . ?
O4A C24A 1.420(8) . ?
O4A C21A 1.430(8) . ?
C21A C22A 1.497(10) . ?
C22A C23A 1.487(11) . ?
C23A C24A 1.493(10) . ?
O4B C24B 1.401(17) . ?
O4B C21B 1.404(17) . ?
C21B C22B 1.465(19) . ?
C22B C23B 1.490(18) . ?
C23B C24B 1.506(17) . ?
Cl1 O12 1.395(5) . ?
Cl1 O14 1.403(5) . ?
Cl1 O11 1.414(5) . ?
Cl1 O13 1.426(4) . ?
O5 C31 1.384(15) . ?
O5 C34 1.391(11) . ?
C31 C32 1.470(13) . ?
C32 C33 1.505(14) . ?
C33 C34 1.501(13) . ?
N5 C41 1.177(8) . ?
C41 C42 1.493(9) . ?

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
O3 Cu1 O3 47.90(13) 3_665 . ?
O3 Cu1 N1 107.96(13) 3_665 . ?
O3 Cu1 N1 153.99(13) . . ?
O3 Cu1 N2 154.15(13) 3_665 . ?
O3 Cu1 N2 108.16(12) . . ?
N1 Cu1 N2 93.09(14) . . ?
O3 Cu1 O4A 92.02(18) 3_665 . ?
O3 Cu1 O4A 89.55(19) . . ?
N1 Cu1 O4A 102.4(2) . . ?
N2 Cu1 O4A 98.03(18) . . ?
O3 Cu1 O4B 94.6(9) 3_665 . ?
O3 Cu1 O4B 99.3(8) . . ?
N1 Cu1 O4B 91.3(7) . . ?
N2 Cu1 O4B 99.9(8) . . ?
C4 N1 C6 108.4(4) . . ?
C4 N1 Cu1 126.1(3) . . ?
C6 N1 Cu1 125.0(3) . . ?
C9 N2 C11 108.9(3) . . ?
C9 N2 Cu1 125.9(3) . . ?
C11 N2 Cu1 125.2(3) . . ?
C4 O1 C5 106.0(3) . . ?
C9 O2 C10 106.8(3) . . ?
O3 O3 Cu1 66.24(18) 3_665 3_665 ?
O3 O3 Cu1 65.86(18) 3_665 . ?
Cu1 O3 Cu1 132.10(13) 3_665 . ?
C9 C1 C4 113.5(4) . . ?
C9 C1 C2 107.9(4) . . ?
C4 C1 C2 109.1(4) . . ?
C9 C1 C3 108.6(4) . . ?
C4 C1 C3 108.2(5) . . ?
C2 C1 C3 109.5(5) . . ?
N1 C4 O1 117.2(4) . . ?
N1 C4 C1 128.7(4) . . ?
O1 C4 C1 114.0(4) . . ?
O1 C5 C6 104.7(3) . . ?
N1 C6 C8 108.9(3) . . ?
N1 C6 C7 110.4(4) . . ?
C8 C6 C7 111.3(4) . . ?
N1 C6 C5 101.0(4) . . ?
C8 C6 C5 113.2(4) . . ?
C7 C6 C5 111.6(4) . . ?
N2 C9 O2 117.3(4) . . ?
N2 C9 C1 129.1(4) . . ?
O2 C9 C1 113.6(4) . . ?
O2 C10 C11 105.0(3) . . ?
N2 C11 C13 109.1(3) . . ?
N2 C11 C12 109.0(3) . . ?
C13 C11 C12 112.5(4) . . ?
N2 C11 C10 101.5(3) . . ?
C13 C11 C10 112.0(3) . . ?
C12 C11 C10 112.1(3) . . ?
C24A O4A C21A 108.7(5) . . ?
C24A O4A Cu1 126.4(5) . . ?
C21A O4A Cu1 122.2(4) . . ?
O4A C21A C22A 104.0(6) . . ?
C23A C22A C21A 101.9(7) . . ?
C22A C23A C24A 103.1(7) . . ?
O4A C24A C23A 107.0(6) . . ?
C24B O4B C21B 106.4(15) . . ?
C24B O4B Cu1 113.7(16) . . ?
C21B O4B Cu1 129.0(17) . . ?
O4B C21B C22B 107.4(16) . . ?
C21B C22B C23B 102.5(17) . . ?
C22B C23B C24B 103.1(14) . . ?
O4B C24B C23B 108.9(13) . . ?
O12 Cl1 O14 108.4(4) . . ?
O12 Cl1 O11 109.5(4) . . ?
O14 Cl1 O11 108.5(4) . . ?
O12 Cl1 O13 110.3(3) . . ?
O14 Cl1 O13 111.3(3) . . ?
O11 Cl1 O13 108.8(3) . . ?
C31 O5 C34 112.1(9) . . ?
O5 C31 C32 104.0(11) . . ?
C31 C32 C33 107.2(11) . . ?
C34 C33 C32 103.9(8) . . ?
O5 C34 C33 103.9(8) . . ?
N5 C41 C42 141.1(15) . . ?

_refine_diff_density_max         0.835
_refine_diff_density_min         -0.496
_refine_diff_density_rms         0.086

_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_P5-vg186-2
_database_code_depnum_ccdc_archive 'CCDC 1511429'
_audit_update_record             
;
2016-10-25 deposited with the CCDC.
2017-01-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H56 Cu2 N4 O8 2+, 2(Cl O4 -), C4 H8 O'
_chemical_formula_sum            'C36 H64 Cl2 Cu2 N4 O17'
_chemical_formula_weight         1022.89

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                   16.6993(5)
_cell_length_b                   15.6606(5)
_cell_length_c                   17.7512(6)
_cell_angle_alpha                90
_cell_angle_beta                 92.035(2)
_cell_angle_gamma                90
_cell_volume                     4639.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    64317
_cell_measurement_theta_min      1.735
_cell_measurement_theta_max      26.811

_exptl_crystal_description       block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.464
_exptl_crystal_F_000             2144
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    1.104
_shelx_estimated_absorpt_T_min   0.619
_shelx_estimated_absorpt_T_max   0.826
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.7000
_exptl_absorpt_correction_T_max  0.8400
_exptl_absorpt_process_details   'X-RED (Stoe & Cie, 2002)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      133(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Stoe IPDS II'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            64317
_diffrn_reflns_av_unetI/netI     0.0494
_diffrn_reflns_av_R_equivalents  0.0828
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.735
_diffrn_reflns_theta_max         26.811
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9878
_reflns_number_gt                7193
_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       'X-AREA (Stoe & Cie, 2002)'
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction        'X-AREA (Stoe & Cie, 2002)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 2012)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_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)+(0.0785P)²+4.3698P] 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         9878
_refine_ls_number_parameters     758
_refine_ls_number_restraints     487
_refine_ls_R_factor_all          0.0993
_refine_ls_R_factor_gt           0.0669
_refine_ls_wR_factor_ref         0.1623
_refine_ls_wR_factor_gt          0.1470
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.188
_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 0.46926(3) 0.47768(3) 0.09091(3) 0.03755(14) Uani 1 1 d D . . . .
N1 N 0.3644(2) 0.4587(2) 0.13412(19) 0.0397(8) Uani 1 1 d . . . . .
N2 N 0.5230(2) 0.5019(2) 0.1874(2) 0.0436(8) Uani 1 1 d . . . . .
O1 O 0.28080(18) 0.4362(2) 0.22750(17) 0.0481(8) Uani 1 1 d . . . . .
O2 O 0.5371(2) 0.5066(2) 0.31300(18) 0.0579(9) Uani 1 1 d . . . . .
O3 O 0.54351(17) 0.5108(2) 0.01645(17) 0.0470(8) Uani 1 1 d . . . . .
C1 C 0.4182(3) 0.4395(3) 0.2660(3) 0.0465(11) Uani 1 1 d . . . . .
H1 H 0.3960 0.4652 0.3124 0.056 Uiso 1 1 calc R U . . .
C2 C 0.4366(3) 0.3451(4) 0.2833(4) 0.0710(17) Uani 1 1 d . . . . .
H2A H 0.4649 0.3199 0.2412 0.106 Uiso 1 1 calc R U . . .
H2B H 0.3863 0.3142 0.2901 0.106 Uiso 1 1 calc R U . . .
H2C H 0.4703 0.3411 0.3295 0.106 Uiso 1 1 calc R U . . .
C3 C 0.3552(3) 0.4464(3) 0.2047(2) 0.0395(9) Uani 1 1 d . . . . .
C4 C 0.2280(3) 0.4462(3) 0.1615(3) 0.0489(11) Uani 1 1 d . . . . .
H4A H 0.1926 0.4964 0.1671 0.059 Uiso 1 1 calc R U . . .
H4B H 0.1942 0.3948 0.1537 0.059 Uiso 1 1 calc R U . . .
C5 C 0.2834(3) 0.4588(3) 0.0947(2) 0.0427(10) Uani 1 1 d . . . . .
C6 C 0.2781(3) 0.3851(3) 0.0400(3) 0.0553(12) Uani 1 1 d . . . . .
H6A H 0.3190 0.3917 0.0022 0.083 Uiso 1 1 calc R U . . .
H6B H 0.2248 0.3843 0.0149 0.083 Uiso 1 1 calc R U . . .
H6C H 0.2869 0.3314 0.0674 0.083 Uiso 1 1 calc R U . . .
C7 C 0.2694(3) 0.5443(4) 0.0555(3) 0.0596(13) Uani 1 1 d . . . . .
H7A H 0.2778 0.5906 0.0921 0.089 Uiso 1 1 calc R U . . .
H7B H 0.2144 0.5466 0.0345 0.089 Uiso 1 1 calc R U . . .
H7C H 0.3071 0.5506 0.0148 0.089 Uiso 1 1 calc R U . . .
C8 C 0.4941(3) 0.4847(3) 0.2510(2) 0.0431(10) Uani 1 1 d . . . . .
C9 C 0.6060(4) 0.5546(4) 0.2867(3) 0.0655(15) Uani 1 1 d . . . . .
H9A H 0.6567 0.5311 0.3086 0.079 Uiso 1 1 calc R U . . .
H9B H 0.6020 0.6156 0.3010 0.079 Uiso 1 1 calc R U . . .
C10 C 0.6024(3) 0.5444(3) 0.2006(3) 0.0476(11) Uani 1 1 d . . . . .
C11 C 0.6681(3) 0.4860(4) 0.1740(3) 0.0621(14) Uani 1 1 d . . . . .
H11A H 0.6624 0.4296 0.1970 0.093 Uiso 1 1 calc R U . . .
H11B H 0.7205 0.5101 0.1888 0.093 Uiso 1 1 calc R U . . .
H11C H 0.6637 0.4807 0.1190 0.093 Uiso 1 1 calc R U . . .
C12 C 0.6033(3) 0.6304(3) 0.1609(3) 0.0570(13) Uani 1 1 d . . . . .
H12A H 0.5980 0.6217 0.1063 0.086 Uiso 1 1 calc R U . . .
H12B H 0.6539 0.6597 0.1733 0.086 Uiso 1 1 calc R U . . .
H12C H 0.5584 0.6652 0.1776 0.086 Uiso 1 1 calc R U . . .
O4A O 0.5020(7) 0.3342(4) 0.0765(8) 0.0733(19) Uani 0.707(14) 1 d D U P A 1
C13A C 0.4705(8) 0.2587(6) 0.1027(7) 0.095(3) Uani 0.707(14) 1 d D U P A 1
H13A H 0.4135 0.2670 0.1146 0.114 Uiso 0.707(14) 1 calc R U P A 1
H13B H 0.5001 0.2407 0.1493 0.114 Uiso 0.707(14) 1 calc R U P A 1
C14A C 0.4771(7) 0.1932(6) 0.0447(6) 0.084(3) Uani 0.707(14) 1 d D U P A 1
H14A H 0.4334 0.1974 0.0057 0.101 Uiso 0.707(14) 1 calc R U P A 1
H14B H 0.4780 0.1350 0.0664 0.101 Uiso 0.707(14) 1 calc R U P A 1
C15A C 0.5604(10) 0.2190(9) 0.0132(12) 0.156(7) Uani 0.707(14) 1 d D U P A 1
H15A H 0.6042 0.1863 0.0388 0.188 Uiso 0.707(14) 1 calc R U P A 1
H15B H 0.5615 0.2079 -0.0417 0.188 Uiso 0.707(14) 1 calc R U P A 1
C16A C 0.5688(8) 0.3077(7) 0.0284(8) 0.099(4) Uani 0.707(14) 1 d D U P A 1
H16A H 0.5668 0.3404 -0.0194 0.119 Uiso 0.707(14) 1 calc R U P A 1
H16B H 0.6210 0.3189 0.0547 0.119 Uiso 0.707(14) 1 calc R U P A 1
O4B O 0.4928(18) 0.3303(9) 0.0890(19) 0.0733(19) Uani 0.293(14) 1 d D U P A 2
C13B C 0.4538(15) 0.2625(16) 0.0512(17) 0.099(7) Uani 0.293(14) 1 d D U P A 2
H13C H 0.4021 0.2838 0.0296 0.118 Uiso 0.293(14) 1 calc R U P A 2
H13D H 0.4415 0.2181 0.0888 0.118 Uiso 0.293(14) 1 calc R U P A 2
C14B C 0.497(2) 0.222(3) -0.009(2) 0.148(14) Uani 0.293(14) 1 d D U P A 2
H14C H 0.4706 0.2313 -0.0591 0.178 Uiso 0.293(14) 1 calc R U P A 2
H14D H 0.5055 0.1604 -0.0002 0.178 Uiso 0.293(14) 1 calc R U P A 2
C15B C 0.577(2) 0.273(3) 0.000(2) 0.153(14) Uani 0.293(14) 1 d D U P A 2
H15C H 0.6232 0.2349 -0.0062 0.184 Uiso 0.293(14) 1 calc R U P A 2
H15D H 0.5785 0.3191 -0.0383 0.184 Uiso 0.293(14) 1 calc R U P A 2
C16B C 0.5768(17) 0.308(3) 0.075(2) 0.169(14) Uani 0.293(14) 1 d D U P A 2
H16C H 0.6111 0.3599 0.0789 0.202 Uiso 0.293(14) 1 calc R U P A 2
H16D H 0.5970 0.2660 0.1127 0.202 Uiso 0.293(14) 1 calc R U P A 2
Cu2 Cu 0.10388(3) 0.50224(3) 0.48736(3) 0.03724(14) Uani 1 1 d D . . . .
N11 N 0.1757(2) 0.4183(2) 0.4444(2) 0.0395(8) Uani 1 1 d . . . . .
N12 N 0.1900(2) 0.5647(2) 0.5405(2) 0.0451(9) Uani 1 1 d . . . . .
O11 O 0.2907(2) 0.3514(3) 0.4240(3) 0.0784(13) Uani 1 1 d . . . . .
O12 O 0.3142(2) 0.5899(3) 0.5850(3) 0.0868(15) Uani 1 1 d . . . . .
O13 O -0.00390(18) 0.45982(18) 0.47359(17) 0.0424(7) Uani 1 1 d . . . . .
C21A C 0.3046(4) 0.4662(5) 0.5089(5) 0.044(3) Uani 0.70(2) 1 d . . P B 3
H21A H 0.3245 0.4283 0.5508 0.053 Uiso 0.70(2) 1 calc R U P B 3
C22A C 0.3763(6) 0.4989(7) 0.4647(7) 0.054(2) Uani 0.70(2) 1 d . . P B 3
H22A H 0.3567 0.5346 0.4226 0.081 Uiso 0.70(2) 1 calc R U P B 3
H22B H 0.4060 0.4502 0.4452 0.081 Uiso 0.70(2) 1 calc R U P B 3
H22C H 0.4117 0.5328 0.4983 0.081 Uiso 0.70(2) 1 calc R U P B 3
C21B C 0.3019(10) 0.5051(16) 0.4680(13) 0.056(7) Uani 0.30(2) 1 d . . P B 4
H21B H 0.3038 0.5441 0.4235 0.067 Uiso 0.30(2) 1 calc R U P B 4
C22B C 0.3823(16) 0.474(2) 0.5004(18) 0.075(9) Uani 0.30(2) 1 d . . P B 4
H22D H 0.4124 0.5231 0.5215 0.113 Uiso 0.30(2) 1 calc R U P B 4
H22E H 0.4127 0.4480 0.4603 0.113 Uiso 0.30(2) 1 calc R U P B 4
H22F H 0.3736 0.4324 0.5402 0.113 Uiso 0.30(2) 1 calc R U P B 4
C23 C 0.2510(3) 0.4155(4) 0.4549(3) 0.0616(14) Uani 1 1 d . . . . .
C24 C 0.2326(3) 0.3022(3) 0.3802(3) 0.0518(12) Uani 1 1 d . . . . .
H24A H 0.2353 0.2411 0.3943 0.062 Uiso 1 1 calc R U . . .
H24B H 0.2419 0.3076 0.3256 0.062 Uiso 1 1 calc R U . . .
C25 C 0.1509(3) 0.3409(3) 0.3996(3) 0.0419(10) Uani 1 1 d . . . . .
C26 C 0.1030(3) 0.3678(4) 0.3297(3) 0.0561(12) Uani 1 1 d . . . . .
H26A H 0.0537 0.3964 0.3445 0.084 Uiso 1 1 calc R U . . .
H26B H 0.0893 0.3173 0.2993 0.084 Uiso 1 1 calc R U . . .
H26C H 0.1349 0.4072 0.3002 0.084 Uiso 1 1 calc R U . . .
C27 C 0.1038(3) 0.2817(3) 0.4502(3) 0.0571(13) Uani 1 1 d . . . . .
H27A H 0.1377 0.2651 0.4940 0.086 Uiso 1 1 calc R U . . .
H27B H 0.0875 0.2305 0.4218 0.086 Uiso 1 1 calc R U . . .
H27C H 0.0561 0.3115 0.4672 0.086 Uiso 1 1 calc R U . . .
C28 C 0.2637(3) 0.5441(4) 0.5416(3) 0.0640(15) Uani 1 1 d . . . . .
C29 C 0.2680(3) 0.6583(4) 0.6172(4) 0.0679(16) Uani 1 1 d . . . . .
H29A H 0.2832 0.7142 0.5958 0.082 Uiso 1 1 calc R U . . .
H29B H 0.2765 0.6603 0.6726 0.082 Uiso 1 1 calc R U . . .
C30 C 0.1809(3) 0.6366(3) 0.5956(3) 0.0546(12) Uani 1 1 d . . . . .
C31 C 0.1376(4) 0.7107(4) 0.5575(5) 0.088(2) Uani 1 1 d . . . . .
H31A H 0.1681 0.7301 0.5145 0.132 Uiso 1 1 calc R U . . .
H31B H 0.1326 0.7576 0.5935 0.132 Uiso 1 1 calc R U . . .
H31C H 0.0841 0.6923 0.5398 0.132 Uiso 1 1 calc R U . . .
C32 C 0.1375(4) 0.6015(4) 0.6633(3) 0.0767(19) Uani 1 1 d . . . . .
H32A H 0.0827 0.5852 0.6475 0.115 Uiso 1 1 calc R U . . .
H32B H 0.1357 0.6454 0.7025 0.115 Uiso 1 1 calc R U . . .
H32C H 0.1661 0.5513 0.6832 0.115 Uiso 1 1 calc R U . . .
O14A O 0.092(2) 0.587(4) 0.384(3) 0.068(12) Uani 0.25(2) 1 d D U P C 5
C33A C 0.1622(19) 0.627(2) 0.356(2) 0.062(9) Uani 0.25(2) 1 d D U P C 5
H33A H 0.1872 0.5890 0.3188 0.074 Uiso 0.25(2) 1 calc R U P C 5
H33B H 0.2016 0.6371 0.3981 0.074 Uiso 0.25(2) 1 calc R U P C 5
C34A C 0.1366(15) 0.709(2) 0.320(2) 0.085(10) Uani 0.25(2) 1 d D U P C 5
H34A H 0.1387 0.7571 0.3568 0.102 Uiso 0.25(2) 1 calc R U P C 5
H34B H 0.1694 0.7236 0.2766 0.102 Uiso 0.25(2) 1 calc R U P C 5
C35A C 0.0524(19) 0.687(3) 0.296(3) 0.077(10) Uani 0.25(2) 1 d D U P C 5
H35A H 0.0498 0.6747 0.2416 0.093 Uiso 0.25(2) 1 calc R U P C 5
H35B H 0.0171 0.7367 0.3054 0.093 Uiso 0.25(2) 1 calc R U P C 5
C36A C 0.0225(18) 0.611(3) 0.339(2) 0.066(10) Uani 0.25(2) 1 d D U P C 5
H36A H -0.0228 0.6263 0.3707 0.079 Uiso 0.25(2) 1 calc R U P C 5
H36B H 0.0057 0.5642 0.3041 0.079 Uiso 0.25(2) 1 calc R U P C 5
O14B O 0.0931(7) 0.5898(12) 0.3852(8) 0.058(4) Uani 0.75(2) 1 d D U P C 6
C33B C 0.1549(7) 0.6126(8) 0.3348(7) 0.062(3) Uani 0.75(2) 1 d D U P C 6
H33C H 0.1854 0.5613 0.3202 0.074 Uiso 0.75(2) 1 calc R U P C 6
H33D H 0.1925 0.6539 0.3591 0.074 Uiso 0.75(2) 1 calc R U P C 6
C34B C 0.1140(8) 0.6513(12) 0.2680(7) 0.124(7) Uani 0.75(2) 1 d D U P C 6
H34C H 0.1131 0.6105 0.2253 0.149 Uiso 0.75(2) 1 calc R U P C 6
H34D H 0.1428 0.7034 0.2527 0.149 Uiso 0.75(2) 1 calc R U P C 6
C35B C 0.0307(9) 0.6731(13) 0.2883(9) 0.103(5) Uani 0.75(2) 1 d D U P C 6
H35C H 0.0249 0.7355 0.2951 0.123 Uiso 0.75(2) 1 calc R U P C 6
H35D H -0.0082 0.6539 0.2485 0.123 Uiso 0.75(2) 1 calc R U P C 6
C36B C 0.0176(7) 0.6274(10) 0.3603(7) 0.067(4) Uani 0.75(2) 1 d D U P C 6
H36C H -0.0013 0.6677 0.3987 0.080 Uiso 0.75(2) 1 calc R U P C 6
H36D H -0.0234 0.5823 0.3524 0.080 Uiso 0.75(2) 1 calc R U P C 6
Cl1 Cl 0.20400(8) 0.31679(8) 0.68025(7) 0.0524(3) Uani 1 1 d . . . . .
O21 O 0.2086(4) 0.3843(3) 0.6300(3) 0.117(2) Uani 1 1 d . . . . .
O22 O 0.2791(2) 0.2737(3) 0.6912(3) 0.0822(13) Uani 1 1 d . . . . .
O23 O 0.1442(2) 0.2580(2) 0.6543(2) 0.0635(10) Uani 1 1 d . . . . .
O24 O 0.1835(3) 0.3497(4) 0.7519(3) 0.1046(17) Uani 1 1 d . . . . .
Cl2A Cl 0.3476(3) 0.6848(4) 0.2576(4) 0.0763(14) Uani 0.681(10) 1 d D U P D 7
O31A O 0.4108(7) 0.7038(11) 0.2114(9) 0.173(6) Uani 0.681(10) 1 d D U P D 7
O32A O 0.3668(7) 0.6254(6) 0.3118(7) 0.141(4) Uani 0.681(10) 1 d D U P D 7
O33A O 0.2827(5) 0.6588(6) 0.2109(4) 0.095(3) Uani 0.681(10) 1 d D U P D 7
O34A O 0.3195(7) 0.7554(5) 0.2915(6) 0.102(3) Uani 0.681(10) 1 d D U P D 7
Cl2B Cl 0.3714(6) 0.6842(7) 0.2517(7) 0.061(2) Uani 0.319(10) 1 d D U P D 8
O31B O 0.3941(9) 0.6874(10) 0.1734(8) 0.073(4) Uani 0.319(10) 1 d D U P D 8
O32B O 0.4426(9) 0.6672(11) 0.2946(9) 0.096(5) Uani 0.319(10) 1 d D U P D 8
O33B O 0.3269(10) 0.6107(7) 0.2585(11) 0.088(5) Uani 0.319(10) 1 d D U P D 8
O34B O 0.3595(11) 0.7673(8) 0.2707(11) 0.071(4) Uani 0.319(10) 1 d D U P D 8
O41A O 0.0214(16) 0.4989(19) 0.1165(14) 0.239(16) Uani 0.43(2) 1 d D U P E 9
C41A C 0.023(2) 0.417(3) 0.075(3) 0.253(18) Uani 0.43(2) 1 d D U P E 9
H41A H 0.0330 0.4265 0.0212 0.304 Uiso 0.43(2) 1 calc R U P E 9
H41B H 0.0651 0.3789 0.0967 0.304 Uiso 0.43(2) 1 calc R U P E 9
C42A C -0.057(3) 0.378(3) 0.083(5) 0.45(4) Uani 0.43(2) 1 d D U P E 9
H42A H -0.0540 0.3315 0.1215 0.545 Uiso 0.43(2) 1 calc R U P E 9
H42B H -0.0765 0.3528 0.0347 0.545 Uiso 0.43(2) 1 calc R U P E 9
C43A C -0.1129(18) 0.448(4) 0.108(2) 0.44(4) Uani 0.43(2) 1 d D U P E 9
H43A H -0.1447 0.4712 0.0645 0.532 Uiso 0.43(2) 1 calc R U P E 9
H43B H -0.1498 0.4268 0.1462 0.532 Uiso 0.43(2) 1 calc R U P E 9
C44A C -0.0569(19) 0.514(3) 0.141(3) 0.27(2) Uani 0.43(2) 1 d D U P E 9
H44A H -0.0748 0.5716 0.1247 0.321 Uiso 0.43(2) 1 calc R U P E 9
H44B H -0.0572 0.5116 0.1966 0.321 Uiso 0.43(2) 1 calc R U P E 9
O41B O 0.0512(7) 0.4884(7) 0.0868(10) 0.114(5) Uani 0.57(2) 1 d D U P E 10
C41B C 0.0107(10) 0.4040(9) 0.1030(14) 0.152(12) Uani 0.57(2) 1 d D U P E 10
H41C H 0.0142 0.3652 0.0592 0.183 Uiso 0.57(2) 1 calc R U P E 10
H41D H 0.0369 0.3761 0.1475 0.183 Uiso 0.57(2) 1 calc R U P E 10
C42B C -0.0728(10) 0.4232(11) 0.1175(17) 0.155(9) Uani 0.57(2) 1 d D U P E 10
H42C H -0.0871 0.3988 0.1667 0.187 Uiso 0.57(2) 1 calc R U P E 10
H42D H -0.1081 0.3972 0.0778 0.187 Uiso 0.57(2) 1 calc R U P E 10
C43B C -0.0848(9) 0.5190(9) 0.1183(11) 0.099(5) Uani 0.57(2) 1 d D U P E 10
H43C H -0.1270 0.5365 0.0808 0.119 Uiso 0.57(2) 1 calc R U P E 10
H43D H -0.0996 0.5391 0.1688 0.119 Uiso 0.57(2) 1 calc R U P E 10
C44B C -0.0041(10) 0.5532(11) 0.0978(12) 0.140(7) Uani 0.57(2) 1 d D U P E 10
H44C H -0.0102 0.5876 0.0512 0.168 Uiso 0.57(2) 1 calc R U P E 10
H44D H 0.0165 0.5914 0.1386 0.168 Uiso 0.57(2) 1 calc R U P E 10


_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 O3 1.916(3) . ?
Cu1 O3 1.919(3) 3_665 ?
Cu1 N2 1.942(4) . ?
Cu1 N1 1.959(3) . ?
Cu1 O4A 2.328(6) . ?
Cu1 O4B 2.341(15) . ?
N1 C3 1.282(5) . ?
N1 C5 1.501(6) . ?
N2 C8 1.274(6) . ?
N2 C10 1.495(6) . ?
O1 C3 1.330(5) . ?
O1 C4 1.450(6) . ?
O2 C8 1.337(5) . ?
O2 C9 1.464(6) . ?
O3 O3 1.583(6) 3_665 ?
O3 Cu1 1.919(3) 3_665 ?
C1 C8 1.483(6) . ?
C1 C3 1.490(6) . ?
C1 C2 1.539(7) . ?
C4 C5 1.544(6) . ?
C5 C6 1.509(7) . ?
C5 C7 1.521(7) . ?
C9 C10 1.537(7) . ?
C10 C11 1.516(7) . ?
C10 C12 1.519(7) . ?
O4A C13A 1.382(10) . ?
O4A C16A 1.488(11) . ?
C13A C14A 1.460(11) . ?
C14A C15A 1.571(12) . ?
C15A C16A 1.421(12) . ?
O4B C13B 1.405(14) . ?
O4B C16B 1.472(14) . ?
C13B C14B 1.458(15) . ?
C14B C15B 1.546(15) . ?
C15B C16B 1.452(15) . ?
Cu2 O13 1.924(3) 3_566 ?
Cu2 O13 1.926(3) . ?
Cu2 N11 1.953(3) . ?
Cu2 N12 1.955(4) . ?
Cu2 O14A 2.272(15) . ?
Cu2 O14B 2.275(6) . ?
N11 C23 1.265(6) . ?
N11 C25 1.501(5) . ?
N12 C28 1.271(6) . ?
N12 C30 1.503(6) . ?
O11 C23 1.331(6) . ?
O11 C24 1.445(6) . ?
O12 C28 1.331(6) . ?
O12 C29 1.449(7) . ?
O13 O13 1.572(5) 3_566 ?
O13 Cu2 1.924(3) 3_566 ?
C21A C23 1.513(8) . ?
C21A C28 1.524(9) . ?
C21A C22A 1.541(14) . ?
C21B C22B 1.52(4) . ?
C21B C28 1.597(19) . ?
C21B C23 1.65(2) . ?
C24 C25 1.543(6) . ?
C25 C26 1.511(7) . ?
C25 C27 1.527(7) . ?
C29 C30 1.529(7) . ?
C30 C31 1.514(8) . ?
C30 C32 1.527(8) . ?
O14A C33A 1.430(19) . ?
O14A C36A 1.430(19) . ?
C33A C34A 1.501(19) . ?
C34A C35A 1.496(19) . ?
C35A C36A 1.508(19) . ?
O14B C33B 1.435(12) . ?
O14B C36B 1.446(12) . ?
C33B C34B 1.477(12) . ?
C34B C35B 1.489(14) . ?
C35B C36B 1.488(13) . ?
Cl1 O21 1.387(5) . ?
Cl1 O23 1.422(4) . ?
Cl1 O24 1.425(5) . ?
Cl1 O22 1.432(4) . ?
Cl2A O34A 1.350(8) . ?
Cl2A O32A 1.369(9) . ?
Cl2A O31A 1.392(10) . ?
Cl2A O33A 1.401(9) . ?
Cl2B O34B 1.361(12) . ?
Cl2B O33B 1.378(13) . ?
Cl2B O32B 1.414(14) . ?
Cl2B O31B 1.455(14) . ?
O41A C44A 1.411(15) . ?
O41A C41A 1.484(15) . ?
C41A C42A 1.476(16) . ?
C42A C43A 1.519(16) . ?
C43A C44A 1.499(16) . ?
O41B C44B 1.391(14) . ?
O41B C41B 1.517(13) . ?
C41B C42B 1.458(14) . ?
C42B C43B 1.514(14) . ?
C43B C44B 1.507(14) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Cu1 O3 48.78(15) . 3_665 ?
O3 Cu1 N2 105.38(14) . . ?
O3 Cu1 N2 152.73(14) 3_665 . ?
O3 Cu1 N1 157.01(14) . . ?
O3 Cu1 N1 109.49(14) 3_665 . ?
N2 Cu1 N1 94.36(15) . . ?
O3 Cu1 O4A 91.4(3) . . ?
O3 Cu1 O4A 90.0(4) 3_665 . ?
N2 Cu1 O4A 100.5(4) . . ?
N1 Cu1 O4A 96.5(3) . . ?
O3 Cu1 O4B 98.2(7) . . ?
O3 Cu1 O4B 95.2(9) 3_665 . ?
N2 Cu1 O4B 97.6(9) . . ?
N1 Cu1 O4B 90.5(7) . . ?
C3 N1 C5 108.6(3) . . ?
C3 N1 Cu1 123.0(3) . . ?
C5 N1 Cu1 128.3(3) . . ?
C8 N2 C10 108.5(4) . . ?
C8 N2 Cu1 124.3(3) . . ?
C10 N2 Cu1 127.2(3) . . ?
C3 O1 C4 106.8(3) . . ?
C8 O2 C9 106.0(4) . . ?
O3 O3 Cu1 65.71(19) 3_665 . ?
O3 O3 Cu1 65.51(19) 3_665 3_665 ?
Cu1 O3 Cu1 131.22(15) . 3_665 ?
C8 C1 C3 114.9(4) . . ?
C8 C1 C2 109.2(4) . . ?
C3 C1 C2 110.2(4) . . ?
N1 C3 O1 117.4(4) . . ?
N1 C3 C1 128.2(4) . . ?
O1 C3 C1 114.3(4) . . ?
O1 C4 C5 105.7(3) . . ?
N1 C5 C6 109.3(4) . . ?
N1 C5 C7 109.6(4) . . ?
C6 C5 C7 112.0(4) . . ?
N1 C5 C4 101.3(3) . . ?
C6 C5 C4 111.9(4) . . ?
C7 C5 C4 112.2(4) . . ?
N2 C8 O2 117.8(4) . . ?
N2 C8 C1 127.8(4) . . ?
O2 C8 C1 114.4(4) . . ?
O2 C9 C10 105.1(4) . . ?
N2 C10 C11 109.2(4) . . ?
N2 C10 C12 110.1(4) . . ?
C11 C10 C12 111.8(4) . . ?
N2 C10 C9 101.8(4) . . ?
C11 C10 C9 111.7(5) . . ?
C12 C10 C9 111.6(4) . . ?
C13A O4A C16A 104.9(7) . . ?
C13A O4A Cu1 134.0(7) . . ?
C16A O4A Cu1 121.1(7) . . ?
O4A C13A C14A 109.0(9) . . ?
C13A C14A C15A 99.2(8) . . ?
C16A C15A C14A 105.5(9) . . ?
C15A C16A O4A 108.1(8) . . ?
C13B O4B C16B 100.0(16) . . ?
C13B O4B Cu1 133(2) . . ?
C16B O4B Cu1 113(2) . . ?
O4B C13B C14B 116.2(17) . . ?
C13B C14B C15B 98.8(16) . . ?
C16B C15B C14B 105.3(19) . . ?
C15B C16B O4B 106(2) . . ?
O13 Cu2 O13 48.20(14) 3_566 . ?
O13 Cu2 N11 154.34(14) 3_566 . ?
O13 Cu2 N11 107.60(13) . . ?
O13 Cu2 N12 107.74(14) 3_566 . ?
O13 Cu2 N12 154.48(14) . . ?
N11 Cu2 N12 94.23(15) . . ?
O13 Cu2 O14A 93.3(13) 3_566 . ?
O13 Cu2 O14A 92.5(10) . . ?
N11 Cu2 O14A 96.7(17) . . ?
N12 Cu2 O14A 98.0(14) . . ?
O13 Cu2 O14B 93.2(5) 3_566 . ?
O13 Cu2 O14B 93.4(3) . . ?
N11 Cu2 O14B 97.3(6) . . ?
N12 Cu2 O14B 96.8(4) . . ?
C23 N11 C25 107.7(4) . . ?
C23 N11 Cu2 126.0(3) . . ?
C25 N11 Cu2 126.1(3) . . ?
C28 N12 C30 107.5(4) . . ?
C28 N12 Cu2 125.2(3) . . ?
C30 N12 Cu2 126.8(3) . . ?
C23 O11 C24 106.8(4) . . ?
C28 O12 C29 106.9(4) . . ?
O13 O13 Cu2 65.95(19) 3_566 3_566 ?
O13 O13 Cu2 65.85(19) 3_566 . ?
Cu2 O13 Cu2 131.80(14) 3_566 . ?
C23 C21A C28 113.5(5) . . ?
C23 C21A C22A 107.8(8) . . ?
C28 C21A C22A 107.1(7) . . ?
C22B C21B C28 100.6(18) . . ?
C22B C21B C23 103(2) . . ?
C28 C21B C23 102.8(12) . . ?
N11 C23 O11 118.2(5) . . ?
N11 C23 C21A 129.6(5) . . ?
O11 C23 C21A 111.4(5) . . ?
N11 C23 C21B 119.6(9) . . ?
O11 C23 C21B 115.9(7) . . ?
O11 C24 C25 104.6(4) . . ?
N11 C25 C26 109.7(4) . . ?
N11 C25 C27 108.5(4) . . ?
C26 C25 C27 112.5(4) . . ?
N11 C25 C24 101.9(3) . . ?
C26 C25 C24 111.9(4) . . ?
C27 C25 C24 111.7(4) . . ?
N12 C28 O12 117.7(5) . . ?
N12 C28 C21A 130.1(5) . . ?
O12 C28 C21A 111.6(5) . . ?
N12 C28 C21B 119.9(9) . . ?
O12 C28 C21B 114.6(8) . . ?
O12 C29 C30 104.6(4) . . ?
N12 C30 C31 109.9(5) . . ?
N12 C30 C32 107.7(4) . . ?
C31 C30 C32 113.3(5) . . ?
N12 C30 C29 102.2(4) . . ?
C31 C30 C29 112.1(5) . . ?
C32 C30 C29 111.0(5) . . ?
C33A O14A C36A 111(2) . . ?
C33A O14A Cu2 118.6(19) . . ?
C36A O14A Cu2 131(2) . . ?
O14A C33A C34A 107(3) . . ?
C35A C34A C33A 100(2) . . ?
C34A C35A C36A 111(3) . . ?
O14A C36A C35A 102(3) . . ?
C33B O14B C36B 110.3(8) . . ?
C33B O14B Cu2 127.5(9) . . ?
C36B O14B Cu2 122.2(8) . . ?
O14B C33B C34B 106.3(8) . . ?
C33B C34B C35B 108.0(10) . . ?
C36B C35B C34B 105.3(10) . . ?
O14B C36B C35B 107.8(10) . . ?
O21 Cl1 O23 109.8(3) . . ?
O21 Cl1 O24 108.6(4) . . ?
O23 Cl1 O24 109.6(3) . . ?
O21 Cl1 O22 112.2(4) . . ?
O23 Cl1 O22 109.9(2) . . ?
O24 Cl1 O22 106.7(3) . . ?
O34A Cl2A O32A 108.7(8) . . ?
O34A Cl2A O31A 111.7(9) . . ?
O32A Cl2A O31A 113.3(10) . . ?
O34A Cl2A O33A 103.2(7) . . ?
O32A Cl2A O33A 112.0(7) . . ?
O31A Cl2A O33A 107.4(8) . . ?
O34B Cl2B O33B 133.8(12) . . ?
O34B Cl2B O32B 100.1(11) . . ?
O33B Cl2B O32B 104.0(13) . . ?
O34B Cl2B O31B 104.4(12) . . ?
O33B Cl2B O31B 105.7(12) . . ?
O32B Cl2B O31B 106.2(11) . . ?
C44A O41A C41A 109.1(19) . . ?
C42A C41A O41A 106(2) . . ?
C41A C42A C43A 107(2) . . ?
C44A C43A C42A 103(2) . . ?
O41A C44A C43A 110(2) . . ?
C44B O41B C41B 107.9(13) . . ?
C42B C41B O41B 106.8(13) . . ?
C41B C42B C43B 109.5(14) . . ?
C44B C43B C42B 103.3(14) . . ?
O41B C44B C43B 112.2(14) . . ?

_refine_diff_density_max         1.218
_refine_diff_density_min         -0.375
_refine_diff_density_rms         0.081

####################################################################### 
# 
# 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_O7-vg352
_database_code_depnum_ccdc_archive 'CCDC 1511430'
_audit_update_record             
;
2016-10-25 deposited with the CCDC.
2017-01-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H38 Cu2 N4 O6, 2(C5 H10 O)'
_chemical_formula_sum            'C34 H58 Cu2 N4 O8'
_chemical_formula_weight         777.92

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

_space_group_crystal_system      orthorhombic
_space_group_IT_number           52
_space_group_name_H-M_alt        'P n n a'
_space_group_name_Hall           '-P 2a 2bc'

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

_cell_length_a                   14.5909(4)
_cell_length_b                   12.6902(3)
_cell_length_c                   20.1350(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3728.23(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    43991
_cell_measurement_theta_min      1.897
_cell_measurement_theta_max      25.664

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_F_000             1648
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.480
_exptl_crystal_size_min          0.270
_exptl_absorpt_coefficient_mu    1.194
_shelx_estimated_absorpt_T_min   0.587
_shelx_estimated_absorpt_T_max   0.739
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.5164
_exptl_absorpt_correction_T_max  0.7554
_exptl_absorpt_process_details   'X-RED (Stoe & Cie, 2002)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      133(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Stoe IPDS II'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            43991
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_av_R_equivalents  0.0693
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.897
_diffrn_reflns_theta_max         25.664
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3522
_reflns_number_gt                3312
_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       'X-AREA (Stoe & Cie, 2002)'
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction        'X-AREA (Stoe & Cie, 2002)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 2012)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_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)+(0.0200P)²+5.2414P] 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         3522
_refine_ls_number_parameters     279
_refine_ls_number_restraints     90
_refine_ls_R_factor_all          0.0462
_refine_ls_R_factor_gt           0.0434
_refine_ls_wR_factor_ref         0.0938
_refine_ls_wR_factor_gt          0.0924
_refine_ls_goodness_of_fit_ref   1.192
_refine_ls_restrained_S_all      1.223
_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 0.69467(2) 0.22607(3) 0.31967(2) 0.03081(12) Uani 1 1 d . . . . .
N1 N 0.60771(15) 0.24872(19) 0.38903(11) 0.0341(5) Uani 1 1 d . . . . .
N2 N 0.78182(15) 0.15967(19) 0.37666(10) 0.0321(5) Uani 1 1 d . . . . .
O1 O 0.54646(13) 0.23567(18) 0.49168(9) 0.0450(5) Uani 1 1 d . . . . .
O2 O 0.84600(13) 0.10704(17) 0.47315(9) 0.0387(5) Uani 1 1 d . . . . .
O3 O 0.61802(17) 0.2500 0.2500 0.0378(7) Uani 1 2 d S T P . .
O4 O 0.77142(17) 0.2500 0.2500 0.0339(6) Uani 1 2 d S T P . .
C1 C 0.69643(19) 0.1730(2) 0.48125(13) 0.0361(6) Uani 1 1 d . . . . .
C2 C 0.6959(2) 0.1465(3) 0.55471(14) 0.0461(8) Uani 1 1 d . . . . .
H2A H 0.6692 0.0764 0.5612 0.069 Uiso 1 1 calc R U . . .
H2B H 0.6593 0.1989 0.5787 0.069 Uiso 1 1 calc R U . . .
H2C H 0.7589 0.1471 0.5717 0.069 Uiso 1 1 calc R U . . .
C3 C 0.62005(19) 0.2183(2) 0.45173(13) 0.0362(6) Uani 1 1 d . . . . .
C4 C 0.4828(2) 0.2996(3) 0.45467(14) 0.0477(8) Uani 1 1 d . . . . .
H4A H 0.4877 0.3746 0.4679 0.057 Uiso 1 1 calc R U . . .
H4B H 0.4190 0.2757 0.4621 0.057 Uiso 1 1 calc R U . . .
C5 C 0.51048(19) 0.2850(3) 0.38143(14) 0.0399(7) Uani 1 1 d . . . . .
C6 C 0.4542(2) 0.1993(3) 0.34856(16) 0.0482(8) Uani 1 1 d . . . . .
H6A H 0.4791 0.1845 0.3043 0.072 Uiso 1 1 calc R U . . .
H6B H 0.3904 0.2228 0.3444 0.072 Uiso 1 1 calc R U . . .
H6C H 0.4566 0.1352 0.3756 0.072 Uiso 1 1 calc R U . . .
C7 C 0.5046(2) 0.3893(3) 0.34471(15) 0.0461(8) Uani 1 1 d . . . . .
H7A H 0.5402 0.4427 0.3687 0.069 Uiso 1 1 calc R U . . .
H7B H 0.4404 0.4117 0.3420 0.069 Uiso 1 1 calc R U . . .
H7C H 0.5295 0.3809 0.2998 0.069 Uiso 1 1 calc R U . . .
C8 C 0.77159(18) 0.1487(2) 0.44192(13) 0.0328(6) Uani 1 1 d . . . . .
C9 C 0.90714(19) 0.0704(3) 0.42187(14) 0.0397(7) Uani 1 1 d . . . . .
H9A H 0.9002 -0.0065 0.4150 0.048 Uiso 1 1 calc R U . . .
H9B H 0.9717 0.0856 0.4336 0.048 Uiso 1 1 calc R U . . .
C10 C 0.87851(18) 0.1314(2) 0.35961(13) 0.0331(6) Uani 1 1 d . . . . .
C11 C 0.8829(2) 0.0600(2) 0.29873(14) 0.0398(7) Uani 1 1 d . . . . .
H11A H 0.8436 -0.0016 0.3058 0.060 Uiso 1 1 calc R U . . .
H11B H 0.9463 0.0368 0.2917 0.060 Uiso 1 1 calc R U . . .
H11C H 0.8617 0.0989 0.2596 0.060 Uiso 1 1 calc R U . . .
C12 C 0.93551(19) 0.2313(2) 0.35093(14) 0.0391(6) Uani 1 1 d . . . . .
H12A H 0.9114 0.2723 0.3136 0.059 Uiso 1 1 calc R U . . .
H12B H 0.9994 0.2121 0.3420 0.059 Uiso 1 1 calc R U . . .
H12C H 0.9324 0.2735 0.3916 0.059 Uiso 1 1 calc R U . . .
O21 O 0.2757(5) 0.4601(6) 0.3138(3) 0.101(3) Uani 0.5 1 d D U P A -1
C22 C 0.2122(9) 0.3788(10) 0.2981(6) 0.127(5) Uani 0.5 1 d D U P A -1
H22A H 0.1693 0.3669 0.3355 0.152 Uiso 0.5 1 calc R U P A -1
H22B H 0.2447 0.3120 0.2884 0.152 Uiso 0.5 1 calc R U P A -1
C23 C 0.1616(9) 0.4168(10) 0.2380(5) 0.084(3) Uani 0.5 1 d D U P A -1
H23A H 0.1648 0.3639 0.2020 0.100 Uiso 0.5 1 calc R U P A -1
H23B H 0.0964 0.4301 0.2488 0.100 Uiso 0.5 1 calc R U P A -1
C24 C 0.2060(8) 0.5122(10) 0.2184(5) 0.106(3) Uani 0.5 1 d D U P A -1
H24A H 0.2256 0.5064 0.1715 0.127 Uiso 0.5 1 calc R U P A -1
H24B H 0.1622 0.5715 0.2219 0.127 Uiso 0.5 1 calc R U P A -1
C25 C 0.2816(11) 0.5324(12) 0.2580(6) 0.135(5) Uani 0.5 1 d D U P A -1
H25 H 0.3249 0.4879 0.2316 0.162 Uiso 0.5 1 calc R U P A -1
C26 C 0.3483(10) 0.6155(11) 0.2723(8) 0.113(4) Uani 0.5 1 d D U P A -1
H26A H 0.3455 0.6693 0.2375 0.170 Uiso 0.5 1 calc R U P A -1
H26B H 0.4100 0.5851 0.2737 0.170 Uiso 0.5 1 calc R U P A -1
H26C H 0.3341 0.6477 0.3153 0.170 Uiso 0.5 1 calc R U P A -1
O31 O 0.8512(4) -0.0060(5) 0.0310(3) 0.0630(15) Uani 0.5 1 d D U P B -2
C32 C 0.8308(5) -0.0329(8) -0.0368(4) 0.071(2) Uani 0.5 1 d D U P B -2
H32A H 0.8715 -0.0902 -0.0524 0.085 Uiso 0.5 1 calc R U P B -2
H32B H 0.8392 0.0290 -0.0661 0.085 Uiso 0.5 1 calc R U P B -2
C33 C 0.7330(5) -0.0682(7) -0.0376(4) 0.069(2) Uani 0.5 1 d D U P B -2
H33A H 0.7029 -0.0491 -0.0800 0.083 Uiso 0.5 1 calc R U P B -2
H33B H 0.7285 -0.1454 -0.0312 0.083 Uiso 0.5 1 calc R U P B -2
C34 C 0.6915(7) -0.0117(14) 0.0182(6) 0.116(5) Uani 0.5 1 d D U P B -2
H34A H 0.6541 -0.0609 0.0450 0.139 Uiso 0.5 1 calc R U P B -2
H34B H 0.6508 0.0446 0.0012 0.139 Uiso 0.5 1 calc R U P B -2
C35 C 0.7655(6) 0.0358(6) 0.0607(3) 0.0641(19) Uani 0.5 1 d D U P B -2
H35 H 0.7644 0.1141 0.0556 0.077 Uiso 0.5 1 calc R U P B -2
C36 C 0.7661(12) 0.009(2) 0.1310(3) 0.066(4) Uani 0.5 1 d D U P B -2
H36A H 0.7658 -0.0673 0.1362 0.100 Uiso 0.5 1 calc R U P B -2
H36B H 0.7116 0.0393 0.1523 0.100 Uiso 0.5 1 calc R U P B -2
H36C H 0.8213 0.0386 0.1517 0.100 Uiso 0.5 1 calc R 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 O3 1.8196(16) . ?
Cu1 O4 1.8204(15) . ?
Cu1 N1 1.909(2) . ?
Cu1 N2 1.909(2) . ?
Cu1 Cu1 2.8706(6) 4 ?
N1 C3 1.332(3) . ?
N1 C5 1.499(3) . ?
N2 C8 1.330(3) . ?
N2 C10 1.496(3) . ?
O1 C3 1.360(3) . ?
O1 C4 1.441(3) . ?
O2 C8 1.361(3) . ?
O2 C9 1.442(3) . ?
O3 Cu1 1.8196(16) 4 ?
O4 Cu1 1.8205(15) 4 ?
C1 C8 1.387(4) . ?
C1 C3 1.388(4) . ?
C1 C2 1.517(4) . ?
C4 C5 1.540(4) . ?
C5 C6 1.515(5) . ?
C5 C7 1.519(4) . ?
C9 C10 1.532(4) . ?
C10 C12 1.525(4) . ?
C10 C11 1.526(4) . ?
O21 C22 1.423(11) . ?
O21 C25 1.453(11) . ?
C22 C23 1.497(12) . ?
C23 C24 1.428(14) . ?
C24 C25 1.385(11) . ?
C25 C26 1.463(14) . ?
O31 C32 1.439(8) . ?
O31 C35 1.484(9) . ?
C32 C33 1.495(9) . ?
C33 C34 1.463(11) . ?
C34 C35 1.503(11) . ?
C35 C36 1.454(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Cu1 O4 75.89(9) . . ?
O3 Cu1 N1 97.49(9) . . ?
O4 Cu1 N1 161.38(8) . . ?
O3 Cu1 N2 161.19(7) . . ?
O4 Cu1 N2 97.30(9) . . ?
N1 Cu1 N2 93.98(9) . . ?
O3 Cu1 Cu1 37.93(6) . 4 ?
O4 Cu1 Cu1 37.96(6) . 4 ?
N1 Cu1 Cu1 133.10(7) . 4 ?
N2 Cu1 Cu1 132.92(6) . 4 ?
C3 N1 C5 108.3(2) . . ?
C3 N1 Cu1 124.03(19) . . ?
C5 N1 Cu1 126.91(17) . . ?
C8 N2 C10 107.9(2) . . ?
C8 N2 Cu1 124.44(18) . . ?
C10 N2 Cu1 126.59(17) . . ?
C3 O1 C4 107.1(2) . . ?
C8 O2 C9 106.7(2) . . ?
Cu1 O3 Cu1 104.15(13) . 4 ?
Cu1 O4 Cu1 104.08(12) . 4 ?
C8 C1 C3 118.8(2) . . ?
C8 C1 C2 120.7(2) . . ?
C3 C1 C2 120.4(2) . . ?
N1 C3 O1 114.0(2) . . ?
N1 C3 C1 129.4(3) . . ?
O1 C3 C1 116.6(2) . . ?
O1 C4 C5 104.9(2) . . ?
N1 C5 C6 109.7(2) . . ?
N1 C5 C7 111.8(2) . . ?
C6 C5 C7 112.5(3) . . ?
N1 C5 C4 100.8(2) . . ?
C6 C5 C4 111.2(3) . . ?
C7 C5 C4 110.3(3) . . ?
N2 C8 O2 114.1(2) . . ?
N2 C8 C1 129.0(2) . . ?
O2 C8 C1 116.9(2) . . ?
O2 C9 C10 104.7(2) . . ?
N2 C10 C12 110.0(2) . . ?
N2 C10 C11 111.5(2) . . ?
C12 C10 C11 112.2(2) . . ?
N2 C10 C9 101.0(2) . . ?
C12 C10 C9 111.4(2) . . ?
C11 C10 C9 110.2(2) . . ?
C22 O21 C25 108.9(8) . . ?
O21 C22 C23 105.5(9) . . ?
C24 C23 C22 105.8(9) . . ?
C25 C24 C23 111.0(10) . . ?
C24 C25 O21 106.3(9) . . ?
C24 C25 C26 140.9(13) . . ?
O21 C25 C26 110.0(10) . . ?
C32 O31 C35 107.0(6) . . ?
O31 C32 C33 106.2(6) . . ?
C34 C33 C32 103.9(7) . . ?
C33 C34 C35 109.6(8) . . ?
C36 C35 O31 107.8(11) . . ?
C36 C35 C34 117.8(10) . . ?
O31 C35 C34 103.5(7) . . ?

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
C6 H6A O3 0.98 2.45 3.173(4) 130.4 .
C7 H7C O3 0.98 2.33 3.082(3) 132.8 .
C11 H11C O4 0.98 2.33 3.070(3) 131.2 .
C12 H12A O4 0.98 2.43 3.149(3) 130.2 .

_refine_diff_density_max         0.262
_refine_diff_density_min         -0.375
_refine_diff_density_rms         0.050

####################################################################### 
# 
# 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_9-vg176
_database_code_depnum_ccdc_archive 'CCDC 1511431'
_audit_update_record             
;
2016-10-25 deposited with the CCDC.
2017-01-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H46 Cu2 F6 N4 O12 S2'
_chemical_formula_sum            'C28 H46 Cu2 F6 N4 O12 S2'
_chemical_formula_weight         935.89

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'
F F 0.0171 0.0103 '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/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                   9.5488(4)
_cell_length_b                   11.0676(3)
_cell_length_c                   18.7942(7)
_cell_angle_alpha                90
_cell_angle_beta                 101.996(3)
_cell_angle_gamma                90
_cell_volume                     1942.84(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    26676
_cell_measurement_theta_min      2.148
_cell_measurement_theta_max      26.732

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.600
_exptl_crystal_F_000             964
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    1.292
_shelx_estimated_absorpt_T_min   0.564
_shelx_estimated_absorpt_T_max   0.810
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.6434
_exptl_absorpt_correction_T_max  0.8126
_exptl_absorpt_process_details   'X-RED (Stoe & Cie, 2002)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      133(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Stoe IPDS II'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26676
_diffrn_reflns_av_unetI/netI     0.0229
_diffrn_reflns_av_R_equivalents  0.0432
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.148
_diffrn_reflns_theta_max         26.732
_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             4108
_reflns_number_gt                3642
_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       'X-AREA (Stoe & Cie, 2002)'
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction        'X-AREA (Stoe & Cie, 2002)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 2012)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_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)+(0.0520P)²+0.3600P] 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         4108
_refine_ls_number_parameters     254
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0321
_refine_ls_wR_factor_ref         0.0824
_refine_ls_wR_factor_gt          0.0800
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_restrained_S_all      1.089
_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 0.37799(2) 0.58594(2) 0.47574(2) 0.01855(9) Uani 1 1 d . . . . .
N1 N 0.33507(17) 0.75206(14) 0.50911(8) 0.0210(3) Uani 1 1 d . . . . .
N2 N 0.17555(17) 0.57906(14) 0.41568(9) 0.0209(3) Uani 1 1 d . . . . .
O1 O 0.21603(17) 0.92502(13) 0.51213(9) 0.0328(4) Uani 1 1 d . . . . .
O2 O -0.00435(15) 0.65535(14) 0.33143(8) 0.0309(3) Uani 1 1 d . . . . .
O3 O 0.41751(15) 0.41444(12) 0.47936(8) 0.0222(3) Uani 1 1 d D . . . .
C1 C 0.1283(2) 0.80444(18) 0.40711(11) 0.0232(4) Uani 1 1 d . . . . .
C2 C 0.1867(2) 0.8705(2) 0.34711(12) 0.0317(5) Uani 1 1 d . . . . .
H2A H 0.2808 0.8374 0.3446 0.048 Uiso 1 1 calc R U . . .
H2B H 0.1960 0.9569 0.3584 0.048 Uiso 1 1 calc R U . . .
H2C H 0.1206 0.8590 0.3002 0.048 Uiso 1 1 calc R U . . .
C3 C -0.0180(2) 0.8594(2) 0.41285(13) 0.0336(5) Uani 1 1 d . . . . .
H3A H -0.0864 0.8483 0.3666 0.050 Uiso 1 1 calc R U . . .
H3B H -0.0064 0.9459 0.4237 0.050 Uiso 1 1 calc R U . . .
H3C H -0.0539 0.8189 0.4519 0.050 Uiso 1 1 calc R U . . .
C4 C 0.2335(2) 0.82113(17) 0.47863(11) 0.0219(4) Uani 1 1 d . . . . .
C6 C 0.3113(3) 0.9195(2) 0.58311(12) 0.0343(5) Uani 1 1 d . . . . .
H6A H 0.2565 0.9067 0.6218 0.041 Uiso 1 1 calc R U . . .
H6B H 0.3673 0.9951 0.5934 0.041 Uiso 1 1 calc R U . . .
C7 C 0.4105(2) 0.81132(18) 0.57850(11) 0.0255(4) Uani 1 1 d . . . . .
C8 C 0.5587(2) 0.8537(2) 0.57166(14) 0.0365(5) Uani 1 1 d . . . . .
H8A H 0.6184 0.7835 0.5667 0.055 Uiso 1 1 calc R U . . .
H8B H 0.6026 0.8996 0.6152 0.055 Uiso 1 1 calc R U . . .
H8C H 0.5504 0.9055 0.5287 0.055 Uiso 1 1 calc R U . . .
C9 C 0.4162(3) 0.7240(2) 0.64112(12) 0.0336(5) Uani 1 1 d . . . . .
H9A H 0.3194 0.6951 0.6416 0.050 Uiso 1 1 calc R U . . .
H9B H 0.4556 0.7653 0.6871 0.050 Uiso 1 1 calc R U . . .
H9C H 0.4775 0.6553 0.6352 0.050 Uiso 1 1 calc R U . . .
C10 C 0.1067(2) 0.67254(18) 0.38745(10) 0.0229(4) Uani 1 1 d . . . . .
C11 C -0.0312(2) 0.5260(2) 0.32874(13) 0.0344(5) Uani 1 1 d . . . . .
H11A H -0.0506 0.4964 0.2779 0.041 Uiso 1 1 calc R U . . .
H11B H -0.1139 0.5060 0.3508 0.041 Uiso 1 1 calc R U . . .
C12 C 0.1073(2) 0.47070(18) 0.37293(11) 0.0247(4) Uani 1 1 d . . . . .
C13 C 0.2044(2) 0.4282(2) 0.32338(12) 0.0312(5) Uani 1 1 d . . . . .
H13A H 0.2194 0.4945 0.2912 0.047 Uiso 1 1 calc R U . . .
H13B H 0.1596 0.3599 0.2941 0.047 Uiso 1 1 calc R U . . .
H13C H 0.2967 0.4029 0.3529 0.047 Uiso 1 1 calc R U . . .
C14 C 0.0731(2) 0.3722(2) 0.42289(12) 0.0317(5) Uani 1 1 d . . . . .
H14A H 0.1624 0.3364 0.4498 0.047 Uiso 1 1 calc R U . . .
H14B H 0.0149 0.3096 0.3939 0.047 Uiso 1 1 calc R U . . .
H14C H 0.0198 0.4070 0.4573 0.047 Uiso 1 1 calc R U . . .
S1 S 0.56923(5) 0.70691(5) 0.34805(3) 0.02544(12) Uani 1 1 d . . . . .
O11 O 0.43962(15) 0.65372(16) 0.36277(8) 0.0331(4) Uani 1 1 d . . . . .
O12 O 0.69804(16) 0.67123(17) 0.39837(8) 0.0378(4) Uani 1 1 d . . . . .
O13 O 0.5585(2) 0.83212(15) 0.32830(10) 0.0428(4) Uani 1 1 d . . . . .
C21 C 0.5847(2) 0.6325(2) 0.26353(12) 0.0299(4) Uani 1 1 d . . . . .
F11 F 0.60665(17) 0.51417(13) 0.27215(8) 0.0466(4) Uani 1 1 d . . . . .
F12 F 0.69396(17) 0.67787(16) 0.23791(8) 0.0528(4) Uani 1 1 d . . . . .
F13 F 0.46667(16) 0.64742(13) 0.21233(7) 0.0403(3) Uani 1 1 d . . . . .
H3 H 0.379(3) 0.388(2) 0.5086(12) 0.030(7) Uiso 1 1 d D . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O3 1.9338(14) . ?
Cu1 O3 1.9596(14) 3_666 ?
Cu1 N1 2.0120(16) . ?
Cu1 N2 2.0272(16) . ?
Cu1 O11 2.4364(15) . ?
Cu1 Cu1 2.9994(4) 3_666 ?
N1 C4 1.274(2) . ?
N1 C7 1.503(2) . ?
N2 C10 1.280(3) . ?
N2 C12 1.514(2) . ?
O1 C4 1.338(2) . ?
O1 C6 1.451(3) . ?
O2 C10 1.344(2) . ?
O2 C11 1.453(3) . ?
O3 Cu1 1.9597(14) 3_666 ?
C1 C10 1.509(3) . ?
C1 C4 1.513(3) . ?
C1 C2 1.542(3) . ?
C1 C3 1.548(3) . ?
C6 C7 1.540(3) . ?
C7 C9 1.515(3) . ?
C7 C8 1.521(3) . ?
C11 C12 1.536(3) . ?
C12 C14 1.518(3) . ?
C12 C13 1.519(3) . ?
S1 O13 1.4327(18) . ?
S1 O12 1.4421(16) . ?
S1 O11 1.4482(15) . ?
S1 C21 1.822(2) . ?
C21 F11 1.331(3) . ?
C21 F13 1.332(2) . ?
C21 F12 1.334(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Cu1 O3 79.22(6) . 3_666 ?
O3 Cu1 N1 159.53(6) . . ?
O3 Cu1 N1 96.72(6) 3_666 . ?
O3 Cu1 N2 98.00(6) . . ?
O3 Cu1 N2 171.57(6) 3_666 . ?
N1 Cu1 N2 88.59(6) . . ?
O3 Cu1 O11 104.61(6) . . ?
O3 Cu1 O11 88.65(6) 3_666 . ?
N1 Cu1 O11 95.28(6) . . ?
N2 Cu1 O11 84.34(6) . . ?
O3 Cu1 Cu1 39.93(4) . 3_666 ?
O3 Cu1 Cu1 39.30(4) 3_666 3_666 ?
N1 Cu1 Cu1 132.88(5) . 3_666 ?
N2 Cu1 Cu1 137.40(5) . 3_666 ?
O11 Cu1 Cu1 98.46(4) . 3_666 ?
C4 N1 C7 108.14(16) . . ?
C4 N1 Cu1 126.41(14) . . ?
C7 N1 Cu1 125.26(12) . . ?
C10 N2 C12 107.04(16) . . ?
C10 N2 Cu1 123.26(13) . . ?
C12 N2 Cu1 125.52(12) . . ?
C4 O1 C6 106.31(15) . . ?
C10 O2 C11 105.77(15) . . ?
Cu1 O3 Cu1 100.78(6) . 3_666 ?
C10 C1 C4 111.55(16) . . ?
C10 C1 C2 109.32(17) . . ?
C4 C1 C2 108.52(16) . . ?
C10 C1 C3 108.54(16) . . ?
C4 C1 C3 109.39(17) . . ?
C2 C1 C3 109.50(17) . . ?
N1 C4 O1 117.49(17) . . ?
N1 C4 C1 129.00(18) . . ?
O1 C4 C1 113.50(16) . . ?
O1 C6 C7 104.86(16) . . ?
N1 C7 C9 109.22(17) . . ?
N1 C7 C8 110.35(17) . . ?
C9 C7 C8 112.24(18) . . ?
N1 C7 C6 101.45(16) . . ?
C9 C7 C6 112.06(18) . . ?
C8 C7 C6 110.99(18) . . ?
N2 C10 O2 117.64(18) . . ?
N2 C10 C1 130.38(17) . . ?
O2 C10 C1 111.97(16) . . ?
O2 C11 C12 104.36(16) . . ?
N2 C12 C14 111.41(17) . . ?
N2 C12 C13 108.69(16) . . ?
C14 C12 C13 113.22(18) . . ?
N2 C12 C11 101.45(16) . . ?
C14 C12 C11 110.43(18) . . ?
C13 C12 C11 111.02(18) . . ?
O13 S1 O12 116.12(11) . . ?
O13 S1 O11 115.12(11) . . ?
O12 S1 O11 114.19(9) . . ?
O13 S1 C21 103.04(11) . . ?
O12 S1 C21 103.60(10) . . ?
O11 S1 C21 102.15(10) . . ?
S1 O11 Cu1 131.49(9) . . ?
F11 C21 F13 107.32(18) . . ?
F11 C21 F12 107.41(18) . . ?
F13 C21 F12 107.49(18) . . ?
F11 C21 S1 112.19(15) . . ?
F13 C21 S1 111.35(15) . . ?
F12 C21 S1 110.85(16) . . ?

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
O3 H3 O12 0.779(17) 2.136(18) 2.907(2) 170(3) 3_666

_refine_diff_density_max         0.620
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.080

