# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_Complex_1
_database_code_depnum_ccdc_archive 'CCDC 2168657'
_audit_update_record             
;
2022-04-25 deposited with the CCDC.	2022-10-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H28 Cu N4 O6'
_chemical_formula_weight         532.04

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.273(3)
_cell_length_b                   9.463(3)
_cell_length_c                   16.205(5)
_cell_angle_alpha                98.044(9)
_cell_angle_beta                 98.914(9)
_cell_angle_gamma                100.409(10)
_cell_volume                     1214.1(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    18462
_cell_measurement_theta_min      1.29
_cell_measurement_theta_max      25.14

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            BLUE
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.455
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             554
_exptl_absorpt_coefficient_mu    0.947
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.843
_exptl_absorpt_correction_T_max  0.893
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12326
_diffrn_reflns_av_R_equivalents  0.0774
_diffrn_reflns_av_sigmaI/netI    0.1075
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.29
_diffrn_reflns_theta_max         25.14
_reflns_number_total             4214
_reflns_number_gt                2723
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT+ (Bruker, 1999)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXTL (1998)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4214
_refine_ls_number_parameters     316
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1207
_refine_ls_R_factor_gt           0.0599
_refine_ls_wR_factor_ref         0.1745
_refine_ls_wR_factor_gt          0.1374
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.002
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu -0.04262(8) 0.43444(7) 0.92012(4) 0.0271(3) Uani 1 1 d . . .
N1 N -0.1288(5) 0.2890(5) 0.7983(2) 0.0302(11) Uani 1 1 d . . .
O1 O 0.1776(5) 0.5350(4) 0.9073(2) 0.0434(11) Uani 1 1 d . . .
C1 C -0.2111(7) 0.1549(6) 0.7994(3) 0.0331(14) Uani 1 1 d . . .
H1A H -0.2204 0.1275 0.8517 0.040 Uiso 1 1 calc R . .
O2 O 0.2520(5) 0.6424(4) 1.0429(2) 0.0402(10) Uani 1 1 d . . .
C2 C -0.2826(7) 0.0558(6) 0.7277(3) 0.0380(15) Uani 1 1 d . . .
H2A H -0.3386 -0.0371 0.7312 0.046 Uiso 1 1 calc R . .
N2 N 0.5217(6) 0.5832(6) 0.6547(3) 0.0524(15) Uani 1 1 d . . .
O3 O 0.9451(5) 0.7188(4) 1.0327(2) 0.0404(10) Uani 1 1 d . . .
N3 N -0.1784(6) 0.1934(5) 0.4973(2) 0.0334(12) Uani 1 1 d . . .
H3B H -0.2065 0.1027 0.5007 0.040 Uiso 1 1 calc R . .
C3 C -0.2703(7) 0.0954(6) 0.6497(3) 0.0375(15) Uani 1 1 d . . .
H3A H -0.3195 0.0301 0.6000 0.045 Uiso 1 1 calc R . .
O4 O 0.8690(5) 0.6068(4) 0.8981(2) 0.0403(10) Uani 1 1 d . . .
N4 N 0.1507(6) 0.2929(5) 0.4673(3) 0.0355(12) Uani 1 1 d . . .
H4A H 0.1789 0.3845 0.4659 0.043 Uiso 1 1 calc R . .
C4 C -0.1840(7) 0.2334(5) 0.6463(3) 0.0278(13) Uani 1 1 d . . .
O5 O -0.1344(6) 0.4235(4) 0.5680(2) 0.0508(12) Uani 1 1 d . . .
C5 C -0.1156(7) 0.3257(6) 0.7227(3) 0.0324(14) Uani 1 1 d . . .
H5A H -0.0571 0.4187 0.7213 0.039 Uiso 1 1 calc R . .
O6 O 0.2107(7) 0.1110(4) 0.5337(3) 0.0711(16) Uani 1 1 d . . .
C6 C -0.1639(7) 0.2915(6) 0.5663(3) 0.0319(13) Uani 1 1 d . . .
C7 C -0.1493(7) 0.2312(6) 0.4154(3) 0.0311(13) Uani 1 1 d . . .
H7A H -0.1473 0.3356 0.4175 0.037 Uiso 1 1 calc R . .
C8 C -0.2916(8) 0.1470(6) 0.3461(3) 0.0406(15) Uani 1 1 d . . .
H8A H -0.3948 0.1756 0.3559 0.049 Uiso 1 1 calc R . .
H8B H -0.3041 0.0435 0.3477 0.049 Uiso 1 1 calc R . .
C9 C -0.2599(8) 0.1755(8) 0.2587(3) 0.0510(18) Uani 1 1 d . . .
H9A H -0.3476 0.1131 0.2152 0.061 Uiso 1 1 calc R . .
H9B H -0.2640 0.2760 0.2543 0.061 Uiso 1 1 calc R . .
C10 C -0.0932(9) 0.1469(7) 0.2437(3) 0.0527(18) Uani 1 1 d . . .
H10A H -0.0743 0.1717 0.1895 0.063 Uiso 1 1 calc R . .
H10B H -0.0936 0.0439 0.2416 0.063 Uiso 1 1 calc R . .
C11 C 0.0482(8) 0.2358(7) 0.3136(3) 0.0427(16) Uani 1 1 d . . .
H11A H 0.1537 0.2127 0.3034 0.051 Uiso 1 1 calc R . .
H11B H 0.0545 0.3389 0.3129 0.051 Uiso 1 1 calc R . .
C12 C 0.0195(7) 0.2030(6) 0.3998(3) 0.0291(13) Uani 1 1 d . . .
H12A H 0.0210 0.1000 0.4012 0.035 Uiso 1 1 calc R . .
C13 C 0.2288(8) 0.2407(6) 0.5309(3) 0.0377(15) Uani 1 1 d . . .
C14 C 0.3438(7) 0.3484(6) 0.6010(3) 0.0348(14) Uani 1 1 d . . .
C15 C 0.3817(9) 0.3078(7) 0.6792(4) 0.0557(19) Uani 1 1 d . . .
H15A H 0.3322 0.2162 0.6882 0.067 Uiso 1 1 calc R . .
C16 C 0.5571(9) 0.5375(8) 0.7276(4) 0.060(2) Uani 1 1 d . . .
H16A H 0.6318 0.6018 0.7715 0.073 Uiso 1 1 calc R . .
C17 C 0.4917(9) 0.4025(8) 0.7432(4) 0.059(2) Uani 1 1 d . . .
H17A H 0.5214 0.3761 0.7957 0.071 Uiso 1 1 calc R . .
C18 C 0.4139(7) 0.4880(7) 0.5938(4) 0.0411(15) Uani 1 1 d . . .
H18A H 0.3836 0.5185 0.5426 0.049 Uiso 1 1 calc R . .
C19 C 0.2778(7) 0.6205(6) 0.9679(3) 0.0338(14) Uani 1 1 d . . .
C20 C 0.4365(7) 0.7046(7) 0.9483(3) 0.0409(15) Uani 1 1 d . . .
H20A H 0.4073 0.7768 0.9150 0.049 Uiso 1 1 calc R . .
H20B H 0.4845 0.6376 0.9134 0.049 Uiso 1 1 calc R . .
C21 C 0.5698(7) 0.7818(6) 1.0243(3) 0.0377(14) Uani 1 1 d . . .
H21A H 0.5168 0.8298 1.0664 0.045 Uiso 1 1 calc R . .
H21B H 0.6209 0.7095 1.0494 0.045 Uiso 1 1 calc R . .
C22 C 0.7054(7) 0.8937(6) 1.0033(4) 0.0402(15) Uani 1 1 d . . .
H22A H 0.7862 0.9353 1.0549 0.048 Uiso 1 1 calc R . .
H22B H 0.6554 0.9717 0.9848 0.048 Uiso 1 1 calc R . .
C23 C 0.7988(7) 0.8378(6) 0.9355(3) 0.0325(13) Uani 1 1 d . . .
H23A H 0.7218 0.8075 0.8817 0.039 Uiso 1 1 calc R . .
H23B H 0.8864 0.9167 0.9292 0.039 Uiso 1 1 calc R . .
C24 C 0.8757(6) 0.7110(6) 0.9569(3) 0.0320(13) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 1.953(4) . ?
Cu1 O4 1.958(4) 1_455 ?
Cu1 O2 1.969(4) 2_567 ?
Cu1 O3 1.969(4) 2_667 ?
Cu1 N1 2.179(4) . ?
Cu1 Cu1 2.6379(14) 2_567 ?
N1 C1 1.331(6) . ?
N1 C5 1.334(6) . ?
O1 C19 1.260(6) . ?
C1 C2 1.365(7) . ?
O2 C19 1.261(6) . ?
O2 Cu1 1.969(4) 2_567 ?
C2 C3 1.381(7) . ?
N2 C16 1.323(8) . ?
N2 C18 1.330(7) . ?
O3 C24 1.258(6) . ?
O3 Cu1 1.969(4) 2_667 ?
N3 C6 1.325(7) . ?
N3 C7 1.467(6) . ?
C3 C4 1.383(7) . ?
O4 C24 1.259(6) . ?
O4 Cu1 1.958(4) 1_655 ?
N4 C13 1.332(7) . ?
N4 C12 1.461(6) . ?
C4 C5 1.386(7) . ?
C4 C6 1.497(7) . ?
O5 C6 1.224(6) . ?
O6 C13 1.218(6) . ?
C7 C8 1.510(7) . ?
C7 C12 1.520(8) . ?
C8 C9 1.532(8) . ?
C9 C10 1.501(9) . ?
C10 C11 1.525(8) . ?
C11 C12 1.516(7) . ?
C13 C14 1.491(7) . ?
C14 C18 1.371(8) . ?
C14 C15 1.383(8) . ?
C15 C17 1.363(8) . ?
C16 C17 1.368(10) . ?
C19 C20 1.510(7) . ?
C20 C21 1.517(7) . ?
C21 C22 1.511(8) . ?
C22 C23 1.527(8) . ?
C23 C24 1.514(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O4 89.17(18) . 1_455 ?
O1 Cu1 O2 167.98(14) . 2_567 ?
O4 Cu1 O2 88.82(17) 1_455 2_567 ?
O1 Cu1 O3 90.95(17) . 2_667 ?
O4 Cu1 O3 167.98(14) 1_455 2_667 ?
O2 Cu1 O3 88.56(17) 2_567 2_667 ?
O1 Cu1 N1 101.73(16) . . ?
O4 Cu1 N1 101.77(16) 1_455 . ?
O2 Cu1 N1 90.28(16) 2_567 . ?
O3 Cu1 N1 89.97(16) 2_667 . ?
O1 Cu1 Cu1 85.76(11) . 2_567 ?
O4 Cu1 Cu1 86.19(11) 1_455 2_567 ?
O2 Cu1 Cu1 82.28(11) 2_567 2_567 ?
O3 Cu1 Cu1 81.83(11) 2_667 2_567 ?
N1 Cu1 Cu1 169.03(12) . 2_567 ?
C1 N1 C5 117.4(4) . . ?
C1 N1 Cu1 116.8(3) . . ?
C5 N1 Cu1 125.6(3) . . ?
C19 O1 Cu1 122.1(3) . . ?
N1 C1 C2 123.2(5) . . ?
C19 O2 Cu1 125.3(4) . 2_567 ?
C1 C2 C3 118.9(5) . . ?
C16 N2 C18 115.7(6) . . ?
C24 O3 Cu1 125.9(4) . 2_667 ?
C6 N3 C7 123.5(4) . . ?
C2 C3 C4 119.3(5) . . ?
C24 O4 Cu1 121.4(4) . 1_655 ?
C13 N4 C12 123.5(5) . . ?
C3 C4 C5 117.3(5) . . ?
C3 C4 C6 124.9(4) . . ?
C5 C4 C6 117.8(4) . . ?
N1 C5 C4 123.8(5) . . ?
O5 C6 N3 124.1(5) . . ?
O5 C6 C4 119.6(5) . . ?
N3 C6 C4 116.3(5) . . ?
N3 C7 C8 109.5(4) . . ?
N3 C7 C12 109.9(4) . . ?
C8 C7 C12 112.4(5) . . ?
C7 C8 C9 111.1(5) . . ?
C10 C9 C8 111.6(5) . . ?
C9 C10 C11 111.3(5) . . ?
C12 C11 C10 110.7(5) . . ?
N4 C12 C11 110.9(4) . . ?
N4 C12 C7 109.1(4) . . ?
C11 C12 C7 110.4(4) . . ?
O6 C13 N4 123.1(5) . . ?
O6 C13 C14 119.5(5) . . ?
N4 C13 C14 117.4(5) . . ?
C18 C14 C15 116.9(5) . . ?
C18 C14 C13 124.4(5) . . ?
C15 C14 C13 118.8(5) . . ?
C17 C15 C14 119.7(6) . . ?
N2 C16 C17 124.8(6) . . ?
C15 C17 C16 117.9(6) . . ?
N2 C18 C14 125.0(6) . . ?
O1 C19 O2 124.3(5) . . ?
O1 C19 C20 117.4(5) . . ?
O2 C19 C20 118.3(5) . . ?
C19 C20 C21 116.1(5) . . ?
C22 C21 C20 113.9(5) . . ?
C21 C22 C23 115.9(5) . . ?
C24 C23 C22 112.4(5) . . ?
O4 C24 O3 124.5(5) . . ?
O4 C24 C23 118.3(5) . . ?
O3 C24 C23 117.2(5) . . ?

_diffrn_measured_fraction_theta_max 0.973
_diffrn_reflns_theta_full        25.14
_diffrn_measured_fraction_theta_full 0.973
_refine_diff_density_max         0.398
_refine_diff_density_min         -0.584
_refine_diff_density_rms         0.101
####################################################################### 
# 
# 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_Complex_2
_database_code_depnum_ccdc_archive 'CCDC 2168658'
_audit_update_record             
;
2022-04-25 deposited with the CCDC.	2022-10-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H15 Cu N2 O5'
_chemical_formula_weight         342.81

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.4346(7)
_cell_length_b                   8.6526(8)
_cell_length_c                   11.0134(10)
_cell_angle_alpha                69.429(2)
_cell_angle_beta                 67.606(2)
_cell_angle_gamma                74.800(2)
_cell_volume                     688.08(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5031
_cell_measurement_theta_min      2.08
_cell_measurement_theta_max      28.05

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            BLUE
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.655
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             352
_exptl_absorpt_coefficient_mu    1.610
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.748
_exptl_absorpt_correction_T_max  0.824
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5031
_diffrn_reflns_av_R_equivalents  0.0186
_diffrn_reflns_av_sigmaI/netI    0.0425
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.08
_diffrn_reflns_theta_max         28.05
_reflns_number_total             3301
_reflns_number_gt                2818
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT+ (Bruker, 1999)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXTL (1998)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0391P)²+0.2214P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3301
_refine_ls_number_parameters     190
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0454
_refine_ls_R_factor_gt           0.0354
_refine_ls_wR_factor_ref         0.0845
_refine_ls_wR_factor_gt          0.0800
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.57449(3) 0.47365(4) 0.37809(3) 0.01877(10) Uani 1 1 d . . .
O1 O 0.4604(2) 0.2733(2) 0.47192(17) 0.0276(4) Uani 1 1 d . . .
N1 N 0.7351(3) 0.3997(3) 0.1902(2) 0.0237(4) Uani 1 1 d . . .
C1 C 0.6814(3) 0.4150(4) 0.0870(3) 0.0337(6) Uani 1 1 d . . .
H1A H 0.5671 0.4618 0.0925 0.040 Uiso 1 1 calc R . .
O2 O 0.3366(2) 0.3122(2) 0.67993(17) 0.0273(4) Uani 1 1 d . . .
N2 N 1.3155(3) 0.1660(3) -0.0314(2) 0.0306(5) Uani 1 1 d . . .
H2A H 1.2918 0.1916 -0.1061 0.037 Uiso 1 1 calc R . .
2 C 0.7867(4) 0.3649(4) -0.0274(3) 0.0418(8) Uani 1 1 d . . .
H0A H 0.7448 0.3795 -0.0981 0.050 Uiso 1 1 calc R . .
O3 O -0.3672(2) 0.4031(2) 0.67397(17) 0.0275(4) Uani 1 1 d . . .
C3 C 0.9557(3) 0.2926(4) -0.0353(3) 0.0348(7) Uani 1 1 d . . .
H3A H 1.0294 0.2578 -0.1116 0.042 Uiso 1 1 calc R . .
O4 O -0.2443(2) 0.3667(2) 0.46547(17) 0.0294(4) Uani 1 1 d . . .
C4 C 1.0138(3) 0.2726(3) 0.0715(2) 0.0237(5) Uani 1 1 d . . .
C5 C 0.8990(3) 0.3296(3) 0.1807(2) 0.0250(5) Uani 1 1 d . . .
H5A H 0.9383 0.3186 0.2521 0.030 Uiso 1 1 calc R . .
O5 O 1.2170(3) 0.1522(3) 0.1912(2) 0.0511(6) Uani 1 1 d . . .
C6 C 1.1906(3) 0.1926(3) 0.0820(2) 0.0286(6) Uani 1 1 d . . .
C7 C 1.4910(3) 0.0940(3) -0.0289(3) 0.0328(6) Uani 1 1 d . . .
H7A H 1.5207 0.1409 0.0263 0.049 Uiso 1 1 calc R . .
H7B H 1.5716 0.1227 -0.1212 0.049 Uiso 1 1 calc R . .
C8 C 0.3670(3) 0.2319(3) 0.5950(2) 0.0211(5) Uani 1 1 d . . .
C9 C 0.2840(3) 0.0767(3) 0.6444(3) 0.0247(5) Uani 1 1 d . . .
H9A H 0.1931 0.0751 0.7313 0.030 Uiso 1 1 calc R . .
H9B H 0.3703 -0.0208 0.6595 0.030 Uiso 1 1 calc R . .
C10 C 0.2069(3) 0.0669(3) 0.5429(3) 0.0280(6) Uani 1 1 d . . .
H10A H 0.3006 0.0567 0.4597 0.034 Uiso 1 1 calc R . .
H10B H 0.1538 -0.0338 0.5812 0.034 Uiso 1 1 calc R . .
C11 C 0.0726(3) 0.2145(4) 0.5055(3) 0.0282(6) Uani 1 1 d . . .
H11A H 0.1261 0.3151 0.4657 0.034 Uiso 1 1 calc R . .
H11B H 0.0387 0.1997 0.4359 0.034 Uiso 1 1 calc R . .
C12 C -0.0891(3) 0.2396(4) 0.6238(3) 0.0340(7) Uani 1 1 d . . .
H12A H -0.1202 0.1309 0.6818 0.041 Uiso 1 1 calc R . .
H12B H -0.0618 0.2904 0.6778 0.041 Uiso 1 1 calc R . .
C13 C -0.2450(3) 0.3458(3) 0.5847(2) 0.0227(5) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 1.9641(18) . ?
Cu1 O4 1.9676(16) 1_655 ?
Cu1 O3 1.9696(16) 2_566 ?
Cu1 O2 1.9841(18) 2_666 ?
Cu1 N1 2.2059(19) . ?
Cu1 Cu1 2.6433(6) 2_666 ?
O1 C8 1.257(3) . ?
N1 C1 1.330(3) . ?
N1 C5 1.337(3) . ?
C1 2 1.376(4) . ?
O2 C8 1.266(3) . ?
O2 Cu1 1.9841(18) 2_666 ?
N2 C6 1.340(3) . ?
N2 C7 1.454(3) . ?
2 C3 1.381(4) . ?
O3 C13 1.256(3) . ?
O3 Cu1 1.9696(16) 2_566 ?
C3 C4 1.381(4) . ?
O4 C13 1.258(3) . ?
O4 Cu1 1.9676(16) 1_455 ?
C4 C5 1.381(3) . ?
C4 C6 1.499(3) . ?
O5 C6 1.219(3) . ?
C7 C7 1.514(5) 2_855 ?
C8 C9 1.510(3) . ?
C9 C10 1.526(3) . ?
C10 C11 1.520(3) . ?
C11 C12 1.515(3) . ?
C12 C13 1.510(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O4 90.09(8) . 1_655 ?
O1 Cu1 O3 89.63(8) . 2_566 ?
O4 Cu1 O3 167.74(7) 1_655 2_566 ?
O1 Cu1 O2 167.99(7) . 2_666 ?
O4 Cu1 O2 88.33(8) 1_655 2_666 ?
O3 Cu1 O2 89.40(8) 2_566 2_666 ?
O1 Cu1 N1 96.17(7) . . ?
O4 Cu1 N1 92.19(7) 1_655 . ?
O3 Cu1 N1 100.02(7) 2_566 . ?
O2 Cu1 N1 95.78(7) 2_666 . ?
O1 Cu1 Cu1 82.25(5) . 2_666 ?
O4 Cu1 Cu1 77.64(5) 1_655 2_666 ?
O3 Cu1 Cu1 90.18(5) 2_566 2_666 ?
O2 Cu1 Cu1 85.78(5) 2_666 2_666 ?
N1 Cu1 Cu1 169.68(6) . 2_666 ?
C8 O1 Cu1 126.42(17) . . ?
C1 N1 C5 117.2(2) . . ?
C1 N1 Cu1 125.58(16) . . ?
C5 N1 Cu1 117.24(16) . . ?
N1 C1 2 123.2(2) . . ?
C8 O2 Cu1 120.94(15) . 2_666 ?
C6 N2 C7 120.4(2) . . ?
C1 2 C3 118.8(3) . . ?
C13 O3 Cu1 116.13(15) . 2_566 ?
2 C3 C4 119.1(2) . . ?
C13 O4 Cu1 131.00(15) . 1_455 ?
C5 C4 C3 117.6(2) . . ?
C5 C4 C6 116.1(2) . . ?
C3 C4 C6 126.3(2) . . ?
N1 C5 C4 124.0(2) . . ?
O5 C6 N2 121.9(2) . . ?
O5 C6 C4 120.3(2) . . ?
N2 C6 C4 117.8(2) . . ?
N2 C7 C7 111.4(3) . 2_855 ?
O1 C8 O2 124.5(2) . . ?
O1 C8 C9 117.7(2) . . ?
O2 C8 C9 117.8(2) . . ?
C8 C9 C10 112.4(2) . . ?
C11 C10 C9 115.3(2) . . ?
C12 C11 C10 114.9(2) . . ?
C13 C12 C11 115.6(2) . . ?
O3 C13 O4 124.9(2) . . ?
O3 C13 C12 117.9(2) . . ?
O4 C13 C12 117.2(2) . . ?

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        28.05
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.379
_refine_diff_density_min         -0.377
_refine_diff_density_rms         0.077



