# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

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

data_compound1
_database_code_depnum_ccdc_archive 'CCDC 1503220'
_audit_update_record             
;
2016-10-26 deposited with the CCDC.
2016-11-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H50 Cu2 N2 O8'
_chemical_formula_weight         717.82

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 '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                   9.9649(2)
_cell_length_b                   11.0985(2)
_cell_length_c                   17.6722(3)
_cell_angle_alpha                71.0440(10)
_cell_angle_beta                 82.9830(10)
_cell_angle_gamma                73.7480(10)
_cell_volume                     1773.56(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    160(2)
_cell_measurement_reflns_used    16823
_cell_measurement_theta_min      6.72
_cell_measurement_theta_max      71.81

_exptl_crystal_description       'hexagonal plate'
_exptl_crystal_colour            blue-green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_F_000             756
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.14
_exptl_absorpt_coefficient_mu    1.875
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.800
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_process_details   'Crystal Clear, Rigaku MSC, 2005'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      160(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   
;
fine-focus sealed tube with graphite monochromator
;
_diffrn_measurement_device_type  'Rigaku R-AXIS SPIDER IPDS'
_diffrn_measurement_method       'θ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18264
_diffrn_reflns_av_unetI/netI     0.0578
_diffrn_reflns_av_R_equivalents  0.0456
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         6.713
_diffrn_reflns_theta_max         64.978
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measured_fraction_theta_full 0.893
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_Laue_measured_fraction_full 0.893
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_point_group_measured_fraction_full 0.893
_reflns_number_total             5724
_reflns_number_gt                4789
_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       'Crystal Clear, Rigaku MSC, 2005'
_computing_cell_refinement       'Crystal Clear, Rigaku MSC, 2005'
_computing_data_reduction        'Crystal Clear, Rigaku MSC, 2005'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Diamond ver.3.1'
_computing_publication_material  'publCIF, J.Appl.Cryst. 2010, 43, 920-925'
_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)+(0.0561P)²+0.0323P] 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         5724
_refine_ls_number_parameters     520
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0472
_refine_ls_R_factor_gt           0.0406
_refine_ls_wR_factor_ref         0.1113
_refine_ls_wR_factor_gt          0.1059
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.096
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.45193(3) 0.95294(3) 0.07257(2) 0.02315(13) Uani 1 1 d . . . . .
Cu2 Cu 0.08055(3) 0.95639(3) 0.44545(2) 0.02391(14) Uani 1 1 d . . . . .
N1 N 0.38243(19) 0.89729(19) 0.20318(12) 0.0237(5) Uani 1 1 d . . . . .
N2 N 0.22686(19) 0.90556(18) 0.34682(12) 0.0234(5) Uani 1 1 d . . . . .
O1 O 0.33287(17) 1.13387(17) 0.05455(11) 0.0311(5) Uani 1 1 d . . . . .
O2 O 0.42015(18) 1.21505(17) -0.06882(11) 0.0351(5) Uani 1 1 d . . . . .
O3 O 0.31160(17) 0.91072(17) 0.02521(11) 0.0284(4) Uani 1 1 d . . . . .
O4 O 0.39881(18) 0.98712(18) -0.09918(11) 0.0346(5) Uani 1 1 d . . . . .
O5 O 0.22834(17) 1.00012(17) 0.48750(11) 0.0305(5) Uani 1 1 d . . . . .
O6 O 0.08911(17) 1.07512(17) 0.58136(11) 0.0293(4) Uani 1 1 d . . . . .
O7 O 0.02422(17) 1.14288(16) 0.37888(11) 0.0326(5) Uani 1 1 d . . . . .
O8 O -0.11382(18) 1.21674(16) 0.47266(11) 0.0302(4) Uani 1 1 d . . . . .
C1 C 0.3432(3) 1.2268(3) -0.00803(18) 0.0305(7) Uani 1 1 d . . . . .
C2 C 0.2583(4) 1.3656(3) -0.0121(2) 0.0419(8) Uani 1 1 d . . . . .
C3 C 0.2577(3) 1.4095(2) 0.06191(17) 0.0316(7) Uani 1 1 d . . . . .
C4 C 0.4057(3) 1.3717(3) 0.0911(2) 0.0478(9) Uani 1 1 d . . . . .
H4A H 0.4380 1.2755 0.1125 0.067 Uiso 1 1 calc R U . . .
H4B H 0.4065 1.4111 0.1332 0.067 Uiso 1 1 calc R U . . .
H4C H 0.4680 1.4040 0.0463 0.067 Uiso 1 1 calc R U . . .
C5 C 0.2019(4) 1.5595(3) 0.0359(3) 0.0502(10) Uani 1 1 d . . . . .
C6 C 0.1621(3) 1.3498(3) 0.12919(18) 0.0442(8) Uani 1 1 d . . . . .
H6A H 0.0661 1.3787 0.1108 0.062 Uiso 1 1 calc R U . . .
H6B H 0.1651 1.3789 0.1756 0.062 Uiso 1 1 calc R U . . .
H6C H 0.1937 1.2534 0.1444 0.062 Uiso 1 1 calc R U . . .
C7 C 0.3123(2) 0.9347(2) -0.04954(18) 0.0260(6) Uani 1 1 d . . . . .
C8 C 0.2046(3) 0.8956(3) -0.08330(19) 0.0284(6) Uani 1 1 d . . . . .
C9 C 0.1114(3) 1.0064(3) -0.14699(16) 0.0293(7) Uani 1 1 d . . . . .
C10 C 0.0548(3) 1.1277(3) -0.1173(2) 0.0541(9) Uani 1 1 d . . . . .
H10A H 0.1326 1.1622 -0.1124 0.076 Uiso 1 1 calc R U . . .
H10B H 0.0069 1.1024 -0.0650 0.076 Uiso 1 1 calc R U . . .
H10C H -0.0112 1.1958 -0.1556 0.076 Uiso 1 1 calc R U . . .
C11 C -0.0097(3) 0.9532(3) -0.15751(19) 0.0468(8) Uani 1 1 d . . . . .
H11A H -0.0650 0.9350 -0.1072 0.065 Uiso 1 1 calc R U . . .
H11B H 0.0281 0.8718 -0.1720 0.065 Uiso 1 1 calc R U . . .
H11C H -0.0694 1.0190 -0.2000 0.065 Uiso 1 1 calc R U . . .
C12 C 0.1902(3) 1.0455(3) -0.22650(19) 0.0487(8) Uani 1 1 d . . . . .
H12A H 0.2652 1.0824 -0.2200 0.068 Uiso 1 1 calc R U . . .
H12B H 0.1257 1.1118 -0.2664 0.068 Uiso 1 1 calc R U . . .
H12C H 0.2307 0.9677 -0.2444 0.068 Uiso 1 1 calc R U . . .
C13 C 0.2046(3) 1.0520(2) 0.54321(16) 0.0256(6) Uani 1 1 d . . . . .
C14 C 0.3241(3) 1.0930(3) 0.56524(18) 0.0273(6) Uani 1 1 d . . . . .
C15 C 0.3275(3) 1.2373(2) 0.51821(17) 0.0271(6) Uani 1 1 d . . . . .
C16 C 0.3473(3) 1.2567(3) 0.42807(16) 0.0347(7) Uani 1 1 d . . . . .
H16A H 0.2662 1.2434 0.4086 0.049 Uiso 1 1 calc R U . . .
H16B H 0.4321 1.1928 0.4178 0.049 Uiso 1 1 calc R U . . .
H16C H 0.3563 1.3462 0.4001 0.049 Uiso 1 1 calc R U . . .
C17 C 0.4514(3) 1.2635(3) 0.5477(2) 0.0395(8) Uani 1 1 d . . . . .
C18 C 0.1917(3) 1.3341(3) 0.5344(2) 0.0368(8) Uani 1 1 d . . . . .
C19 C -0.0558(3) 1.2331(2) 0.40310(17) 0.0264(6) Uani 1 1 d . . . . .
C20 C -0.0824(3) 1.3716(3) 0.34657(18) 0.0287(6) Uani 1 1 d . . . . .
C21 C -0.2220(3) 1.4228(3) 0.30213(17) 0.0331(7) Uani 1 1 d . . . . .
C22 C -0.2262(5) 1.5619(4) 0.2473(3) 0.0553(10) Uani 1 1 d . . . . .
C23 C -0.3453(3) 1.4272(3) 0.36160(19) 0.0528(9) Uani 1 1 d . . . . .
H23A H -0.3377 1.4791 0.3956 0.074 Uiso 1 1 calc R U . . .
H23B H -0.3454 1.3373 0.3950 0.074 Uiso 1 1 calc R U . . .
H23C H -0.4325 1.4679 0.3326 0.074 Uiso 1 1 calc R U . . .
C24 C -0.2229(5) 1.3352(4) 0.2513(3) 0.0613(12) Uani 1 1 d . . . . .
C25 C 0.3731(3) 0.9894(2) 0.23694(17) 0.0266(6) Uani 1 1 d . . . . .
C26 C 0.2951(3) 0.9943(2) 0.30793(16) 0.0259(6) Uani 1 1 d . . . . .
C27 C 0.2392(2) 0.8040(2) 0.31602(15) 0.0222(6) Uani 1 1 d . . . . .
C28 C 0.1693(3) 0.7045(2) 0.35540(18) 0.0286(6) Uani 1 1 d . . . . .
C29 C 0.1786(3) 0.6062(3) 0.32399(18) 0.0314(7) Uani 1 1 d . . . . .
C30 C 0.2572(3) 0.6007(3) 0.25330(18) 0.0324(7) Uani 1 1 d . . . . .
C31 C 0.3255(3) 0.6955(2) 0.21325(17) 0.0283(6) Uani 1 1 d . . . . .
C32 C 0.3175(2) 0.7993(2) 0.24422(15) 0.0204(5) Uani 1 1 d . . . . .
H2A H 0.304(3) 1.422(3) -0.0529(19) 0.062(11) Uiso 1 1 d . . . . .
H2B H 0.166(3) 1.368(3) -0.0188(17) 0.051(10) Uiso 1 1 d . . . . .
H5A H 0.259(4) 1.592(3) 0.002(2) 0.067(13) Uiso 1 1 d . . . . .
H5B H 0.112(3) 1.589(3) 0.0105(18) 0.047(9) Uiso 1 1 d . . . . .
H5C H 0.194(3) 1.596(3) 0.0776(19) 0.054(10) Uiso 1 1 d . . . . .
H8A H 0.146(2) 0.865(2) -0.0428(15) 0.021(7) Uiso 1 1 d . . . . .
H8B H 0.258(3) 0.830(3) -0.1083(16) 0.044(9) Uiso 1 1 d . . . . .
H14A H 0.414(2) 1.030(2) 0.5593(13) 0.025(7) Uiso 1 1 d . . . . .
H14B H 0.323(3) 1.081(2) 0.6245(17) 0.037(8) Uiso 1 1 d . . . . .
H17A H 0.538(3) 1.201(2) 0.5392(14) 0.028(7) Uiso 1 1 d . . . . .
H17B H 0.456(2) 1.355(2) 0.5216(15) 0.033(7) Uiso 1 1 d . . . . .
H17C H 0.439(3) 1.252(2) 0.6035(16) 0.028(8) Uiso 1 1 d . . . . .
H18A H 0.109(3) 1.326(2) 0.5096(15) 0.035(7) Uiso 1 1 d . . . . .
H18B H 0.199(3) 1.419(3) 0.5095(17) 0.048(9) Uiso 1 1 d . . . . .
H18C H 0.180(3) 1.321(3) 0.5865(17) 0.035(9) Uiso 1 1 d . . . . .
H20A H -0.081(2) 1.432(2) 0.3753(15) 0.029(7) Uiso 1 1 d . . . . .
H20B H -0.003(2) 1.379(2) 0.3026(14) 0.025(7) Uiso 1 1 d . . . . .
H22A H -0.154(4) 1.557(3) 0.209(2) 0.065(12) Uiso 1 1 d . . . . .
H22B H -0.301(3) 1.594(3) 0.224(2) 0.055(11) Uiso 1 1 d . . . . .
H22C H -0.225(3) 1.623(3) 0.2830(18) 0.060(10) Uiso 1 1 d . . . . .
H24A H -0.227(3) 1.256(3) 0.2827(19) 0.054(11) Uiso 1 1 d . . . . .
H24B H -0.302(4) 1.363(3) 0.226(2) 0.075(13) Uiso 1 1 d . . . . .
H24C H -0.131(4) 1.313(4) 0.216(2) 0.110(16) Uiso 1 1 d . . . . .
H25 H 0.416(2) 1.051(2) 0.2091(13) 0.017(6) Uiso 1 1 d . . . . .
H26 H 0.289(3) 1.070(3) 0.3262(15) 0.040(8) Uiso 1 1 d . . . . .
H28 H 0.111(2) 0.710(2) 0.3997(15) 0.025(7) Uiso 1 1 d . . . . .
H29 H 0.126(2) 0.539(2) 0.3478(15) 0.037(7) Uiso 1 1 d . . . . .
H30 H 0.266(3) 0.534(2) 0.2341(15) 0.033(8) Uiso 1 1 d . . . . .
H31 H 0.388(3) 0.698(2) 0.1641(16) 0.043(8) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O3 1.9450(16) . ?
Cu1 O4 1.9504(16) 2_675 ?
Cu1 O2 1.9582(18) 2_675 ?
Cu1 O1 1.9709(17) . ?
Cu1 N1 2.261(2) . ?
Cu1 Cu1 2.6091(7) 2_675 ?
Cu2 O6 1.9595(16) 2_576 ?
Cu2 O8 1.9622(17) 2_576 ?
Cu2 O5 1.9642(17) . ?
Cu2 O7 1.9779(17) . ?
Cu2 N2 2.245(2) . ?
Cu2 Cu2 2.6112(7) 2_576 ?
N1 C25 1.319(3) . ?
N1 C32 1.376(3) . ?
N2 C26 1.314(3) . ?
N2 C27 1.373(3) . ?
O1 C1 1.260(3) . ?
O2 C1 1.262(3) . ?
O2 Cu1 1.9583(18) 2_675 ?
O3 C7 1.260(3) . ?
O4 C7 1.271(3) . ?
O4 Cu1 1.9504(16) 2_675 ?
O5 C13 1.262(3) . ?
O6 C13 1.266(3) . ?
O6 Cu2 1.9595(16) 2_576 ?
O7 C19 1.253(3) . ?
O8 C19 1.272(3) . ?
O8 Cu2 1.9622(17) 2_576 ?
C1 C2 1.520(4) . ?
C2 C3 1.534(4) . ?
C2 H2A 0.95(3) . ?
C2 H2B 0.93(3) . ?
C3 C4 1.522(3) . ?
C3 C6 1.525(4) . ?
C3 C5 1.530(4) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.84(3) . ?
C5 H5B 0.97(3) . ?
C5 H5C 0.94(3) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C8 1.510(3) . ?
C8 C9 1.536(4) . ?
C8 H8A 0.90(2) . ?
C8 H8B 0.97(3) . ?
C9 C12 1.518(4) . ?
C9 C11 1.537(3) . ?
C9 C10 1.538(4) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.519(3) . ?
C14 C15 1.554(3) . ?
C14 H14A 0.99(2) . ?
C14 H14B 1.01(3) . ?
C15 C17 1.529(4) . ?
C15 C16 1.532(4) . ?
C15 C18 1.536(4) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.97(2) . ?
C17 H17B 0.98(2) . ?
C17 H17C 0.95(2) . ?
C18 H18A 1.01(3) . ?
C18 H18B 0.92(3) . ?
C18 H18C 0.88(3) . ?
C19 C20 1.506(3) . ?
C20 C21 1.552(3) . ?
C20 H20A 0.97(2) . ?
C20 H20B 1.04(2) . ?
C21 C23 1.517(4) . ?
C21 C22 1.525(4) . ?
C21 C24 1.525(4) . ?
C22 H22A 0.92(3) . ?
C22 H22B 0.83(3) . ?
C22 H22C 1.07(3) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.89(3) . ?
C24 H24B 0.88(3) . ?
C24 H24C 1.06(4) . ?
C25 C26 1.402(3) . ?
C25 H25 0.88(2) . ?
C26 H26 0.98(2) . ?
C27 C32 1.414(3) . ?
C27 C28 1.415(3) . ?
C28 C29 1.354(3) . ?
C28 H28 0.92(2) . ?
C29 C30 1.401(4) . ?
C29 H29 0.99(2) . ?
C30 C31 1.367(4) . ?
C30 H30 0.88(2) . ?
C31 C32 1.408(3) . ?
C31 H31 1.00(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 O4 169.13(7) . 2_675 ?
O3 Cu1 O2 88.39(7) . 2_675 ?
O4 Cu1 O2 92.28(8) 2_675 2_675 ?
O3 Cu1 O1 89.51(7) . . ?
O4 Cu1 O1 87.79(8) 2_675 . ?
O2 Cu1 O1 169.10(8) 2_675 . ?
O3 Cu1 N1 101.13(7) . . ?
O4 Cu1 N1 89.45(7) 2_675 . ?
O2 Cu1 N1 99.92(8) 2_675 . ?
O1 Cu1 N1 90.98(7) . . ?
O3 Cu1 Cu1 87.40(6) . 2_675 ?
O4 Cu1 Cu1 81.85(6) 2_675 2_675 ?
O2 Cu1 Cu1 85.06(6) 2_675 2_675 ?
O1 Cu1 Cu1 84.17(5) . 2_675 ?
N1 Cu1 Cu1 170.17(5) . 2_675 ?
O6 Cu2 O8 88.27(7) 2_576 2_576 ?
O6 Cu2 O5 169.40(7) 2_576 . ?
O8 Cu2 O5 90.91(7) 2_576 . ?
O6 Cu2 O7 90.76(7) 2_576 . ?
O8 Cu2 O7 169.11(7) 2_576 . ?
O5 Cu2 O7 88.05(7) . . ?
O6 Cu2 N2 99.91(7) 2_576 . ?
O8 Cu2 N2 100.22(7) 2_576 . ?
O5 Cu2 N2 90.63(7) . . ?
O7 Cu2 N2 90.63(7) . . ?
O6 Cu2 Cu2 84.53(5) 2_576 2_576 ?
O8 Cu2 Cu2 85.56(5) 2_576 2_576 ?
O5 Cu2 Cu2 84.88(5) . 2_576 ?
O7 Cu2 Cu2 83.56(5) . 2_576 ?
N2 Cu2 Cu2 172.76(5) . 2_576 ?
C25 N1 C32 116.2(2) . . ?
C25 N1 Cu1 113.68(17) . . ?
C32 N1 Cu1 127.92(16) . . ?
C26 N2 C27 116.7(2) . . ?
C26 N2 Cu2 114.62(16) . . ?
C27 N2 Cu2 128.03(16) . . ?
C1 O1 Cu1 122.77(17) . . ?
C1 O2 Cu1 122.41(18) . 2_675 ?
C7 O3 Cu1 119.86(15) . . ?
C7 O4 Cu1 125.76(18) . 2_675 ?
C13 O5 Cu2 122.13(16) . . ?
C13 O6 Cu2 122.69(17) . 2_576 ?
C19 O7 Cu2 124.06(18) . . ?
C19 O8 Cu2 122.08(16) . 2_576 ?
O1 C1 O2 125.4(2) . . ?
O1 C1 C2 118.6(3) . . ?
O2 C1 C2 116.0(3) . . ?
C1 C2 C3 116.8(3) . . ?
C1 C2 H2A 104.8(19) . . ?
C3 C2 H2A 104.4(19) . . ?
C1 C2 H2B 105.8(18) . . ?
C3 C2 H2B 106.9(18) . . ?
H2A C2 H2B 119(3) . . ?
C4 C3 C6 110.0(2) . . ?
C4 C3 C5 109.6(3) . . ?
C6 C3 C5 108.6(3) . . ?
C4 C3 C2 110.0(2) . . ?
C6 C3 C2 111.7(2) . . ?
C5 C3 C2 106.8(3) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 H5A 108(2) . . ?
C3 C5 H5B 112.4(17) . . ?
H5A C5 H5B 107(3) . . ?
C3 C5 H5C 114(2) . . ?
H5A C5 H5C 106(3) . . ?
H5B C5 H5C 109(3) . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C3 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
O3 C7 O4 125.1(2) . . ?
O3 C7 C8 117.9(2) . . ?
O4 C7 C8 117.0(3) . . ?
C7 C8 C9 115.9(2) . . ?
C7 C8 H8A 108.5(15) . . ?
C9 C8 H8A 106.2(15) . . ?
C7 C8 H8B 105.0(15) . . ?
C9 C8 H8B 107.7(16) . . ?
H8A C8 H8B 114(2) . . ?
C12 C9 C8 112.0(2) . . ?
C12 C9 C11 109.7(2) . . ?
C8 C9 C11 106.5(2) . . ?
C12 C9 C10 109.0(2) . . ?
C8 C9 C10 109.3(2) . . ?
C11 C9 C10 110.3(2) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O5 C13 O6 125.7(2) . . ?
O5 C13 C14 117.2(2) . . ?
O6 C13 C14 117.1(2) . . ?
C13 C14 C15 113.5(2) . . ?
C13 C14 H14A 110.0(13) . . ?
C15 C14 H14A 111.5(13) . . ?
C13 C14 H14B 112.0(14) . . ?
C15 C14 H14B 109.0(15) . . ?
H14A C14 H14B 100.0(19) . . ?
C17 C15 C16 109.3(2) . . ?
C17 C15 C18 109.4(2) . . ?
C16 C15 C18 109.4(2) . . ?
C17 C15 C14 107.1(2) . . ?
C16 C15 C14 111.0(2) . . ?
C18 C15 C14 110.5(2) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 110.1(14) . . ?
C15 C17 H17B 110.4(14) . . ?
H17A C17 H17B 112(2) . . ?
C15 C17 H17C 109.7(15) . . ?
H17A C17 H17C 108(2) . . ?
H17B C17 H17C 107(2) . . ?
C15 C18 H18A 111.0(14) . . ?
C15 C18 H18B 109.1(18) . . ?
H18A C18 H18B 105(2) . . ?
C15 C18 H18C 108.9(19) . . ?
H18A C18 H18C 113(2) . . ?
H18B C18 H18C 109(3) . . ?
O7 C19 O8 124.7(2) . . ?
O7 C19 C20 117.7(2) . . ?
O8 C19 C20 117.6(2) . . ?
C19 C20 C21 115.5(2) . . ?
C19 C20 H20A 109.9(15) . . ?
C21 C20 H20A 107.9(15) . . ?
C19 C20 H20B 110.3(13) . . ?
C21 C20 H20B 106.5(13) . . ?
H20A C20 H20B 106.3(19) . . ?
C23 C21 C22 109.5(3) . . ?
C23 C21 C24 111.8(3) . . ?
C22 C21 C24 109.1(3) . . ?
C23 C21 C20 110.3(2) . . ?
C22 C21 C20 106.8(3) . . ?
C24 C21 C20 109.2(3) . . ?
C21 C22 H22A 108(2) . . ?
C21 C22 H22B 110(2) . . ?
H22A C22 H22B 108(3) . . ?
C21 C22 H22C 109.0(17) . . ?
H22A C22 H22C 116(3) . . ?
H22B C22 H22C 106(3) . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 110(2) . . ?
C21 C24 H24B 110(2) . . ?
H24A C24 H24B 102(3) . . ?
C21 C24 H24C 116(2) . . ?
H24A C24 H24C 102(3) . . ?
H24B C24 H24C 115(3) . . ?
N1 C25 C26 123.1(2) . . ?
N1 C25 H25 113.8(15) . . ?
C26 C25 H25 123.0(15) . . ?
N2 C26 C25 122.2(2) . . ?
N2 C26 H26 120.5(15) . . ?
C25 C26 H26 117.2(15) . . ?
N2 C27 C32 121.0(2) . . ?
N2 C27 C28 119.6(2) . . ?
C32 C27 C28 119.4(2) . . ?
C29 C28 C27 119.6(3) . . ?
C29 C28 H28 119.8(15) . . ?
C27 C28 H28 120.3(15) . . ?
C28 C29 C30 121.0(3) . . ?
C28 C29 H29 121.8(15) . . ?
C30 C29 H29 117.1(15) . . ?
C31 C30 C29 121.1(3) . . ?
C31 C30 H30 118.1(17) . . ?
C29 C30 H30 120.7(17) . . ?
C30 C31 C32 119.3(3) . . ?
C30 C31 H31 127.0(14) . . ?
C32 C31 H31 113.7(14) . . ?
N1 C32 C31 119.7(2) . . ?
N1 C32 C27 120.6(2) . . ?
C31 C32 C27 119.6(2) . . ?

_refine_diff_density_max         0.630
_refine_diff_density_min         -0.573
_refine_diff_density_rms         0.067

_shelxl_version_number           2014/6
# start Validation Reply Form


_vrf_PLAT230_compound1           
;
Problem: Hirshfeld Test Diff for    O1     --  C1      ..        8.0 s.u. 

RESPONSE: The thermal elipsoides for both atoms looks normal and there is
no disorder or wrong assignement of the chemical type. Probably  this ALERT comes
from the different bonding character of these atoms.

;


_vrf_PLAT910_compound1           
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min)          12 Note. 

RESPONSE: This is probably related to instrument limitations mentioned for 
this ALERt but as the number is small and the reflection  to parameter ratio is  
greater than 10 is expected that their absence has a neglidgible influence 
on the final results.
;



####################################################################### 
# 
# 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_compound2
_database_code_depnum_ccdc_archive 'CCDC 1503221'
_audit_update_record             
;
2016-10-26 deposited with the CCDC.
2016-11-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H42 Cu2 N2 O8'
_chemical_formula_weight         661.71

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -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, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   21.2259(4)
_cell_length_b                   17.2370(3)
_cell_length_c                   9.3165(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3408.64(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    13370
_cell_measurement_theta_min      6.62
_cell_measurement_theta_max      71.88

_exptl_crystal_description       parallelepide
_exptl_crystal_colour            green-blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_F_000             1384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    1.908
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.728
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_process_details   'Crystal Clear, Rigaku MSC, 2005'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   
;
fine-focus sealed tube with graphite monochromator
;
_diffrn_measurement_device_type  'Rigaku R-AXIS SPIDER IPDS'
_diffrn_measurement_method       'θ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16260
_diffrn_reflns_av_unetI/netI     0.0919
_diffrn_reflns_av_R_equivalents  0.0629
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         6.617
_diffrn_reflns_theta_max         53.980
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.664
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 0.664
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.660
_reflns_number_total             4009
_reflns_number_gt                2559
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.864
_reflns_Friedel_fraction_max     0.987
_reflns_Friedel_fraction_full    0.656

_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       'Crystal Clear, Rigaku MSC, 2005'
_computing_cell_refinement       'Crystal Clear, Rigaku MSC, 2005'
_computing_data_reduction        'Crystal Clear, Rigaku MSC, 2005'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Diamond ver.3.1'
_computing_publication_material  'publCIF, J.Appl.Cryst. 2010, 43, 920-925'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0548P)²+10.2777P] 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     SHELXL
_refine_ls_extinction_coef       0.0011(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.44(11)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4009
_refine_ls_number_parameters     374
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1094
_refine_ls_R_factor_gt           0.0594
_refine_ls_wR_factor_ref         0.1744
_refine_ls_wR_factor_gt          0.1224
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_restrained_S_all      1.132
_refine_ls_shift/su_max          0.005
_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 0.73191(10) 0.15250(11) 0.8317(2) 0.0407(8) Uani 1 1 d . . . . .
Cu2 Cu 0.76060(10) 0.02871(12) 0.6850(2) 0.0426(8) Uani 1 1 d . . . . .
O1 O 0.6925(5) 0.1842(6) 0.6525(11) 0.055(3) Uani 1 1 d . . . . .
O2 O 0.7138(5) 0.0782(6) 0.5292(12) 0.055(3) Uani 1 1 d . . . . .
C1 C 0.6907(8) 0.1448(9) 0.5427(16) 0.043(4) Uani 1 1 d . . . . .
C2 C 0.6545(9) 0.1796(10) 0.4147(18) 0.057(5) Uani 1 1 d . . . . .
C3 C 0.6429(9) 0.1196(10) 0.2993(19) 0.082(6) Uani 1 1 d . . . . .
H3A H 0.6169 0.1416 0.2254 0.082 Uiso 1 1 calc R U . . .
H3B H 0.6220 0.0755 0.3404 0.082 Uiso 1 1 calc R U . . .
H3C H 0.6824 0.1037 0.2588 0.082 Uiso 1 1 calc R U . . .
C4 C 0.5940(9) 0.2163(12) 0.466(2) 0.091(7) Uani 1 1 d . . . . .
H4A H 0.5702 0.2343 0.3856 0.091 Uiso 1 1 calc R U . . .
H4B H 0.6037 0.2592 0.5283 0.091 Uiso 1 1 calc R U . . .
H4C H 0.5698 0.1786 0.5185 0.091 Uiso 1 1 calc R U . . .
C5 C 0.6974(9) 0.2433(10) 0.354(2) 0.090(7) Uani 1 1 d . . . . .
H5A H 0.6802 0.2621 0.2653 0.090 Uiso 1 1 calc R U . . .
H5B H 0.7387 0.2225 0.3375 0.090 Uiso 1 1 calc R U . . .
H5C H 0.7000 0.2853 0.4216 0.090 Uiso 1 1 calc R U . . .
O3 O 0.6555(5) 0.0968(6) 0.8818(12) 0.058(3) Uani 1 1 d . . . . .
O4 O 0.6800(5) -0.0105(5) 0.7569(11) 0.049(3) Uani 1 1 d . . . . .
C6 C 0.6439(7) 0.0302(8) 0.8337(17) 0.035(4) Uani 1 1 d . . . . .
C7 C 0.5799(8) -0.0073(9) 0.8750(17) 0.053(5) Uani 1 1 d . . . . .
C8 C 0.5618(9) -0.0713(10) 0.770(2) 0.087(7) Uani 1 1 d . . . . .
H8A H 0.5945 -0.1097 0.7665 0.087 Uiso 1 1 calc R U . . .
H8B H 0.5562 -0.0494 0.6756 0.087 Uiso 1 1 calc R U . . .
H8C H 0.5231 -0.0951 0.8001 0.087 Uiso 1 1 calc R U . . .
C9 C 0.5892(9) -0.0431(11) 1.023(2) 0.085(6) Uani 1 1 d . . . . .
H9A H 0.5953 -0.0026 1.0924 0.085 Uiso 1 1 calc R U . . .
H9B H 0.6255 -0.0763 1.0217 0.085 Uiso 1 1 calc R U . . .
H9C H 0.5526 -0.0728 1.0482 0.085 Uiso 1 1 calc R U . . .
C10 C 0.5287(8) 0.0537(9) 0.881(3) 0.087(7) Uani 1 1 d . . . . .
H10A H 0.5378 0.0899 0.9563 0.087 Uiso 1 1 calc R U . . .
H10B H 0.4889 0.0292 0.8994 0.087 Uiso 1 1 calc R U . . .
H10C H 0.5268 0.0806 0.7908 0.087 Uiso 1 1 calc R U . . .
O5 O 0.8011(5) -0.0011(6) 0.8631(11) 0.049(3) Uani 1 1 d . . . . .
O6 O 0.7745(5) 0.1025(6) 0.9914(11) 0.052(3) Uani 1 1 d . . . . .
C11 C 0.7992(8) 0.0372(9) 0.9797(17) 0.046(5) Uani 1 1 d . . . . .
C12 C 0.8321(9) 0.0008(11) 1.1090(19) 0.063(5) Uani 1 1 d . . . . .
C13 C 0.8893(13) -0.0413(19) 1.067(3) 0.201(18) Uani 1 1 d . . . . .
H13A H 0.9036 -0.0726 1.1453 0.201 Uiso 1 1 calc R U . . .
H13B H 0.9216 -0.0048 1.0407 0.201 Uiso 1 1 calc R U . . .
H13C H 0.8801 -0.0740 0.9858 0.201 Uiso 1 1 calc R U . . .
C14 C 0.7863(15) -0.0631(15) 1.159(2) 0.152(12) Uani 1 1 d . . . . .
H14A H 0.8062 -0.0940 1.2316 0.152 Uiso 1 1 calc R U . . .
H14B H 0.7754 -0.0955 1.0786 0.152 Uiso 1 1 calc R U . . .
H14C H 0.7489 -0.0398 1.1970 0.152 Uiso 1 1 calc R U . . .
C15 C 0.8408(12) 0.0547(12) 1.229(2) 0.132(11) Uani 1 1 d . . . . .
H15A H 0.8553 0.0265 1.3120 0.132 Uiso 1 1 calc R U . . .
H15B H 0.8014 0.0794 1.2513 0.132 Uiso 1 1 calc R U . . .
H15C H 0.8714 0.0933 1.2038 0.132 Uiso 1 1 calc R U . . .
O7 O 0.8360(5) 0.0840(6) 0.6273(11) 0.054(3) Uani 1 1 d . . . . .
O8 O 0.8136(5) 0.1878(6) 0.7601(12) 0.060(3) Uani 1 1 d . . . . .
C16 C 0.8495(7) 0.1506(9) 0.6771(19) 0.044(4) Uani 1 1 d . . . . .
C17 C 0.9098(9) 0.1882(9) 0.625(2) 0.062(5) Uani 1 1 d . . . . .
C18 C 0.9272(9) 0.2574(11) 0.722(2) 0.087(7) Uani 1 1 d . . . . .
H18A H 0.8977 0.2988 0.7078 0.087 Uiso 1 1 calc R U . . .
H18B H 0.9689 0.2751 0.6990 0.087 Uiso 1 1 calc R U . . .
H18C H 0.9261 0.2413 0.8210 0.087 Uiso 1 1 calc R U . . .
C19 C 0.8960(12) 0.2218(13) 0.476(2) 0.125(10) Uani 1 1 d . . . . .
H19A H 0.8580 0.2518 0.4793 0.125 Uiso 1 1 calc R U . . .
H19B H 0.8911 0.1802 0.4084 0.125 Uiso 1 1 calc R U . . .
H19C H 0.9304 0.2543 0.4467 0.125 Uiso 1 1 calc R U . . .
C20 C 0.9599(9) 0.1305(12) 0.617(4) 0.162(17) Uani 1 1 d . . . . .
H20A H 0.9946 0.1511 0.5632 0.162 Uiso 1 1 calc R U . . .
H20B H 0.9443 0.0846 0.5711 0.162 Uiso 1 1 calc R U . . .
H20C H 0.9738 0.1179 0.7125 0.162 Uiso 1 1 calc R U . . .
N1 N 0.7786(7) -0.0841(7) 0.5743(13) 0.044(4) Uani 1 1 d . . . . .
N2 N 0.7794(7) -0.2321(7) 0.4408(14) 0.047(4) Uani 1 1 d . . . . .
C21 C 0.7255(8) -0.1183(9) 0.532(2) 0.057(5) Uani 1 1 d . . . . .
H21 H 0.6871 -0.0935 0.5465 0.062 Uiso 1 1 calc R U . . .
C22 C 0.7274(8) -0.1944(9) 0.464(2) 0.057(5) Uani 1 1 d . . . . .
H22 H 0.6896 -0.2170 0.4357 0.063 Uiso 1 1 calc R U . . .
C23 C 0.8329(8) -0.1973(9) 0.4852(16) 0.045(4) Uani 1 1 d . . . . .
C24 C 0.8340(8) -0.1243(8) 0.5559(17) 0.044(4) Uani 1 1 d . . . . .
C25 C 0.8909(8) -0.2343(9) 0.4673(18) 0.056(5) Uani 1 1 d . . . . .
H25 H 0.8929 -0.2817 0.4196 0.067 Uiso 1 1 calc R U . . .
C26 C 0.9448(9) -0.2011(10) 0.520(2) 0.075(6) Uani 1 1 d . . . . .
H26 H 0.9831 -0.2264 0.5079 0.090 Uiso 1 1 calc R U . . .
C27 C 0.9434(9) -0.1296(10) 0.591(2) 0.079(6) Uani 1 1 d . . . . .
H27 H 0.9807 -0.1099 0.6287 0.094 Uiso 1 1 calc R U . . .
C28 C 0.8894(9) -0.0882(9) 0.6076(18) 0.064(5) Uani 1 1 d . . . . .
H28 H 0.8889 -0.0393 0.6501 0.077 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O3 1.941(10) . ?
Cu1 O6 1.943(10) . ?
Cu1 O1 1.945(10) . ?
Cu1 O8 1.955(10) . ?
Cu1 N2 2.247(13) 3_655 ?
Cu1 Cu2 2.606(2) . ?
Cu2 O5 1.938(11) . ?
Cu2 O7 1.939(10) . ?
Cu2 O2 1.954(11) . ?
Cu2 O4 1.957(10) . ?
Cu2 N1 2.233(13) . ?
O1 C1 1.229(17) . ?
O2 C1 1.255(17) . ?
C1 C2 1.54(2) . ?
C2 C4 1.51(2) . ?
C2 C3 1.51(2) . ?
C2 C5 1.53(2) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
O3 C6 1.257(15) . ?
O4 C6 1.262(16) . ?
C6 C7 1.55(2) . ?
C7 C10 1.51(2) . ?
C7 C9 1.52(2) . ?
C7 C8 1.53(2) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
O5 C11 1.273(18) . ?
O6 C11 1.246(16) . ?
C11 C12 1.53(2) . ?
C12 C15 1.47(2) . ?
C12 C13 1.47(3) . ?
C12 C14 1.54(3) . ?
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 . ?
O7 C16 1.271(17) . ?
O8 C16 1.261(18) . ?
C16 C17 1.51(2) . ?
C17 C20 1.46(2) . ?
C17 C19 1.53(3) . ?
C17 C18 1.54(2) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
N1 C21 1.331(19) . ?
N1 C24 1.376(19) . ?
N2 C22 1.298(18) . ?
N2 C23 1.351(19) . ?
N2 Cu1 2.247(13) 3_644 ?
C21 C22 1.459(19) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 C25 1.40(2) . ?
C23 C24 1.421(18) . ?
C24 C28 1.41(2) . ?
C25 C26 1.37(2) . ?
C25 H25 0.9300 . ?
C26 C27 1.40(2) . ?
C26 H26 0.9300 . ?
C27 C28 1.36(2) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?

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 O6 89.1(5) . . ?
O3 Cu1 O1 89.2(5) . . ?
O6 Cu1 O1 169.1(4) . . ?
O3 Cu1 O8 167.7(4) . . ?
O6 Cu1 O8 89.3(5) . . ?
O1 Cu1 O8 90.1(5) . . ?
O3 Cu1 N2 103.9(5) . 3_655 ?
O6 Cu1 N2 95.5(5) . 3_655 ?
O1 Cu1 N2 95.4(5) . 3_655 ?
O8 Cu1 N2 88.5(5) . 3_655 ?
O3 Cu1 Cu2 85.2(3) . . ?
O6 Cu1 Cu2 86.0(3) . . ?
O1 Cu1 Cu2 83.1(3) . . ?
O8 Cu1 Cu2 82.5(3) . . ?
N2 Cu1 Cu2 170.8(4) 3_655 . ?
O5 Cu2 O7 90.1(5) . . ?
O5 Cu2 O2 167.6(4) . . ?
O7 Cu2 O2 89.9(5) . . ?
O5 Cu2 O4 90.1(5) . . ?
O7 Cu2 O4 170.4(4) . . ?
O2 Cu2 O4 87.8(5) . . ?
O5 Cu2 N1 95.1(4) . . ?
O7 Cu2 N1 99.1(5) . . ?
O2 Cu2 N1 97.1(5) . . ?
O4 Cu2 N1 90.4(5) . . ?
O5 Cu2 Cu1 82.6(3) . . ?
O7 Cu2 Cu1 86.3(3) . . ?
O2 Cu2 Cu1 85.0(3) . . ?
O4 Cu2 Cu1 84.2(3) . . ?
N1 Cu2 Cu1 174.1(3) . . ?
C1 O1 Cu1 124.9(10) . . ?
C1 O2 Cu2 121.6(10) . . ?
O1 C1 O2 125.2(15) . . ?
O1 C1 C2 116.4(14) . . ?
O2 C1 C2 118.3(14) . . ?
C4 C2 C3 112.0(15) . . ?
C4 C2 C5 108.8(16) . . ?
C3 C2 C5 108.9(15) . . ?
C4 C2 C1 109.9(15) . . ?
C3 C2 C1 111.4(13) . . ?
C5 C2 C1 105.5(14) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C6 O3 Cu1 121.9(10) . . ?
C6 O4 Cu2 122.2(8) . . ?
O3 C6 O4 126.2(13) . . ?
O3 C6 C7 117.6(14) . . ?
O4 C6 C7 116.2(12) . . ?
C10 C7 C9 109.9(16) . . ?
C10 C7 C8 110.1(15) . . ?
C9 C7 C8 108.8(14) . . ?
C10 C7 C6 110.4(12) . . ?
C9 C7 C6 106.3(15) . . ?
C8 C7 C6 111.2(14) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C11 O5 Cu2 125.4(9) . . ?
C11 O6 Cu1 122.0(10) . . ?
O6 C11 O5 123.8(14) . . ?
O6 C11 C12 119.7(15) . . ?
O5 C11 C12 116.5(14) . . ?
C15 C12 C13 114(2) . . ?
C15 C12 C11 113.6(14) . . ?
C13 C12 C11 111.7(17) . . ?
C15 C12 C14 107.5(19) . . ?
C13 C12 C14 104(2) . . ?
C11 C12 C14 104.1(16) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C16 O7 Cu2 121.9(10) . . ?
C16 O8 Cu1 126.0(9) . . ?
O8 C16 O7 123.1(14) . . ?
O8 C16 C17 119.3(14) . . ?
O7 C16 C17 117.4(16) . . ?
C20 C17 C16 109.9(14) . . ?
C20 C17 C19 111(2) . . ?
C16 C17 C19 107.0(16) . . ?
C20 C17 C18 112.3(18) . . ?
C16 C17 C18 110.2(15) . . ?
C19 C17 C18 106.7(15) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C21 N1 C24 117.6(14) . . ?
C21 N1 Cu2 112.1(11) . . ?
C24 N1 Cu2 130.0(11) . . ?
C22 N2 C23 116.3(14) . . ?
C22 N2 Cu1 115.3(11) . 3_644 ?
C23 N2 Cu1 128.4(11) . 3_644 ?
N1 C21 C22 120.3(16) . . ?
N1 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
N2 C22 C21 123.0(16) . . ?
N2 C22 H22 118.5 . . ?
C21 C22 H22 118.5 . . ?
N2 C23 C25 120.2(15) . . ?
N2 C23 C24 123.3(16) . . ?
C25 C23 C24 116.5(17) . . ?
N1 C24 C28 116.5(14) . . ?
N1 C24 C23 119.4(16) . . ?
C28 C24 C23 124.1(16) . . ?
C26 C25 C23 120.1(15) . . ?
C26 C25 H25 119.9 . . ?
C23 C25 H25 119.9 . . ?
C25 C26 C27 121.3(18) . . ?
C25 C26 H26 119.3 . . ?
C27 C26 H26 119.3 . . ?
C28 C27 C26 122.3(19) . . ?
C28 C27 H27 118.8 . . ?
C26 C27 H27 118.8 . . ?
C27 C28 C24 115.5(15) . . ?
C27 C28 H28 122.2 . . ?
C24 C28 H28 122.2 . . ?

_refine_diff_density_max         0.544
_refine_diff_density_min         -0.861
_refine_diff_density_rms         0.100

_shelxl_version_number           2014/6

# start Validation Reply Form


_vrf_THETM01_compound2           
;
Problem: The value of sine(theta_max)/wavelength is less than 0.550
Calculated sin(theta_max)/wavelength =    0.5246

RESPONSE: This ALERT is related to the fact that the data used for 
refinement have been truncated at a low 2 theta value (108o).  This 
limit was set because the data were obtained from a poorly diffracting 
crystal as is indicated with the low number of observed reflections 
2559 as compared to the measured one 4009. Before the final data 
collection many crystals were examined and all of them were poorly
diffracting. Crystals obtained and examined from new synthetic 
and crystallization attempts had the same problems.

;


_vrf_PLAT090_compound2           
;
PROBLEM: Poor Data / Parameter Ratio (Zmax > 18) ........       5.83 Note   

RESPONSE: This ALERT is related to the fact that the data have been obtained 
from a poorly diffracting crystal.
;



_vrf_PLAT234_compound2           
;
PROBLEM: Large Hirshfeld Difference C25    --  C26     ..       0.26 Ang.     

RESPONSE: This ALERT is related to the fact that the data have been obtained 
from a poorly diffracting crystal.
;


_vrf_PLAT242_compound2           
;
PROBLEM: Low    'MainMol' Ueq as Compared to Neighbors of        C12 Check      

RESPONSE: This ALERT is related to the fact that the data have been obtained 
from a poorly diffracting crystal.
;


_vrf_PLAT341_compound2           
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.02435 Ang.      

RESPONSE: This ALERT is related to the fact that the data have been obtained 
from a poorly diffracting crystal.
;
