# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# 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. 
# 
#######################################################################

data_Cu2
_database_code_depnum_ccdc_archive 'CCDC 1551570'
_audit_update_record             
;
2017-05-22 deposited with the CCDC.
2017-09-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C52 H34 Cu5 N4 O20'
_chemical_formula_weight         1352.58

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'
Cu Cu 0.3201 1.2651 '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'

_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                   10.238(3)
_cell_length_b                   10.397(3)
_cell_length_c                   12.253(4)
_cell_angle_alpha                84.870(4)
_cell_angle_beta                 70.879(4)
_cell_angle_gamma                66.685(3)
_cell_volume                     1130.5(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3935
_cell_measurement_theta_min      1.76
_cell_measurement_theta_max      25.00

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            BLUE
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.987
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             679
_exptl_absorpt_coefficient_mu    2.410
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.490
_exptl_absorpt_correction_T_max  0.561
_exptl_absorpt_process_details   ?

_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  'Bruker Smart APEX CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            7966
_diffrn_reflns_av_R_equivalents  0.0239
_diffrn_reflns_av_sigmaI/netI    0.0389
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.76
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3935
_reflns_number_gt                3290
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXP-97
_computing_publication_material  SHELXTL

_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)+(0.0793P)²+5.9327P] 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         3935
_refine_ls_number_parameters     367
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0593
_refine_ls_R_factor_gt           0.0490
_refine_ls_wR_factor_ref         0.1518
_refine_ls_wR_factor_gt          0.1462
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001

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 0.0000 1.0000 1.0000 0.0196(3) Uani 1 2 d S . .
Cu2 Cu 0.21764(7) 0.44826(7) 0.20023(6) 0.0195(2) Uani 1 1 d . . .
Cu3 Cu 1.08269(8) 0.33217(8) 0.04138(7) 0.0283(2) Uani 1 1 d . . .
O1 O 0.2554(5) 1.0510(5) 0.7689(4) 0.0411(12) Uani 1 1 d . . .
O2 O 0.1421(4) 0.9067(4) 0.8562(3) 0.0229(9) Uani 1 1 d . . .
O3 O 0.7750(4) 0.4099(5) -0.0297(3) 0.0278(10) Uani 1 1 d . . .
O4 O 0.8717(4) 0.4685(5) 0.0866(4) 0.0316(11) Uani 1 1 d . . .
O5 O -0.6990(4) 1.2241(4) 0.9778(3) 0.0224(9) Uani 1 1 d . . .
O6 O -0.6107(4) 1.2899(4) 1.0995(3) 0.0227(9) Uani 1 1 d . . .
O7 O -0.1443(5) 0.5698(5) 0.3590(4) 0.0402(13) Uani 1 1 d . . .
O8 O 0.0679(5) 0.6062(5) 0.3039(4) 0.0319(10) Uani 1 1 d . . .
H8B H 0.0646 0.6692 0.2583 0.038 Uiso 1 1 calc R . .
O10 O 0.0797(4) 0.3761(4) 0.1890(3) 0.0244(9) Uani 1 1 d . . .
H10A H 0.0270 0.4297 0.1494 0.037 Uiso 1 1 d R . .
N1 N -0.1756(5) 1.0386(5) 0.9262(4) 0.0181(10) Uani 1 1 d . . .
N2 N 0.3733(5) 0.5014(5) 0.2264(4) 0.0196(10) Uani 1 1 d . . .
C1 C -0.1487(6) 0.9720(6) 0.8275(5) 0.0201(12) Uani 1 1 d . . .
H1A H -0.0497 0.9161 0.7875 0.024 Uiso 1 1 calc R . .
C2 C -0.2584(6) 0.9806(6) 0.7809(5) 0.0177(11) Uani 1 1 d . . .
C3 C -0.4072(6) 1.0610(6) 0.8428(4) 0.0165(11) Uani 1 1 d . . .
H3A H -0.4849 1.0670 0.8167 0.020 Uiso 1 1 calc R . .
C4 C -0.4367(6) 1.1319(5) 0.9444(4) 0.0153(11) Uani 1 1 d . . .
C5 C -0.3197(6) 1.1189(6) 0.9838(5) 0.0180(11) Uani 1 1 d . . .
H5A H -0.3413 1.1670 1.0521 0.022 Uiso 1 1 calc R . .
C6 C -0.2160(6) 0.8989(6) 0.6710(5) 0.0182(12) Uani 1 1 d . . .
C7 C -0.3040(6) 0.8343(6) 0.6568(5) 0.0209(12) Uani 1 1 d . . .
H7A H -0.3956 0.8480 0.7133 0.025 Uiso 1 1 calc R . .
C8 C -0.2571(6) 0.7482(6) 0.5585(5) 0.0220(12) Uani 1 1 d . . .
H8A H -0.3161 0.7030 0.5507 0.026 Uiso 1 1 calc R . .
C9 C -0.1220(6) 0.7304(6) 0.4723(5) 0.0198(12) Uani 1 1 d . . .
C10 C -0.0387(6) 0.8027(6) 0.4836(5) 0.0245(13) Uani 1 1 d . . .
H10B H 0.0484 0.7959 0.4241 0.029 Uiso 1 1 calc R . .
C11 C -0.0833(7) 0.8849(6) 0.5821(5) 0.0223(12) Uani 1 1 d . . .
H11A H -0.0249 0.9310 0.5893 0.027 Uiso 1 1 calc R . .
C12 C -0.5966(6) 1.2225(5) 1.0131(4) 0.0153(11) Uani 1 1 d . . .
C13 C -0.0666(6) 0.6268(6) 0.3713(5) 0.0246(13) Uani 1 1 d . . .
C14 C 0.5062(6) 0.4739(6) 0.1444(4) 0.0183(11) Uani 1 1 d . . .
H14A H 0.5259 0.4262 0.0765 0.022 Uiso 1 1 calc R . .
C15 C 0.6149(6) 0.5124(6) 0.1557(5) 0.0181(11) Uani 1 1 d . . .
C16 C 0.5855(6) 0.5891(6) 0.2557(5) 0.0180(11) Uani 1 1 d . . .
H16A H 0.6561 0.6191 0.2642 0.022 Uiso 1 1 calc R . .
C17 C 0.4473(6) 0.6191(6) 0.3420(5) 0.0176(11) Uani 1 1 d . . .
C18 C 0.3475(6) 0.5716(6) 0.3238(5) 0.0192(12) Uani 1 1 d . . .
H18A H 0.2567 0.5891 0.3824 0.023 Uiso 1 1 calc R . .
C19 C 0.4007(6) 0.6992(6) 0.4529(4) 0.0163(11) Uani 1 1 d . . .
C20 C 0.4338(6) 0.8145(6) 0.4573(5) 0.0201(12) Uani 1 1 d . . .
H20A H 0.4938 0.8392 0.3910 0.024 Uiso 1 1 calc R . .
C21 C 0.3789(6) 0.8937(6) 0.5590(5) 0.0213(12) Uani 1 1 d . . .
H21A H 0.4006 0.9722 0.5601 0.026 Uiso 1 1 calc R . .
C22 C 0.2912(6) 0.8571(6) 0.6600(5) 0.0190(12) Uani 1 1 d . . .
C23 C 0.2610(6) 0.7380(6) 0.6563(5) 0.0208(12) Uani 1 1 d . . .
H23A H 0.2047 0.7107 0.7234 0.025 Uiso 1 1 calc R . .
C24 C 0.3139(6) 0.6605(6) 0.5541(5) 0.0194(12) Uani 1 1 d . . .
H24A H 0.2918 0.5823 0.5523 0.023 Uiso 1 1 calc R . .
C25 C 0.7653(6) 0.4601(6) 0.0625(5) 0.0187(12) Uani 1 1 d . . .
C26 C 0.2260(6) 0.9474(6) 0.7694(5) 0.0223(13) Uani 1 1 d . . .
O9 O 1.0543(5) 0.2295(5) -0.0696(4) 0.0310(10) Uani 1 1 d . . .
H9A H 1.1363 0.1807 -0.1142 0.046 Uiso 1 1 calc R . .


_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 O2 1.916(4) . ?
Cu1 O2 1.916(4) 2_577 ?
Cu1 N1 2.154(5) 2_577 ?
Cu1 N1 2.154(5) . ?
Cu1 O9 2.665(5) 2_666 ?
Cu1 O9 2.665(5) 1_466 ?
Cu2 O10 1.886(4) . ?
Cu2 O8 1.940(4) . ?
Cu2 O6 1.994(4) 1_644 ?
Cu2 N2 2.002(5) . ?
Cu2 O3 2.445(4) 2_665 ?
Cu2 Cu3 3.2643(11) 1_455 ?
Cu2 H10A 2.3133 . ?
Cu3 O10 1.893(4) 1_655 ?
Cu3 O9 1.959(4) . ?
Cu3 O5 1.973(4) 1_744 ?
Cu3 O4 1.979(4) . ?
Cu3 O4 2.584(5) 2_765 ?
Cu3 Cu2 3.2642(11) 1_655 ?
Cu3 Cu3 3.4481(18) 2_765 ?
O1 C26 1.227(7) . ?
O2 C26 1.287(7) . ?
O3 C25 1.245(7) . ?
O3 Cu2 2.445(4) 2_665 ?
O4 C25 1.253(7) . ?
O4 Cu3 2.584(5) 2_765 ?
O5 C12 1.252(6) . ?
O5 Cu3 1.973(4) 1_366 ?
O6 C12 1.259(6) . ?
O6 Cu2 1.993(4) 1_466 ?
O7 C13 1.214(7) . ?
O8 C13 1.295(7) . ?
O8 H8B 0.8200 . ?
O10 Cu3 1.893(4) 1_455 ?
O10 H10A 0.8499 . ?
N1 C1 1.342(7) . ?
N1 C5 1.349(7) . ?
N2 C14 1.338(7) . ?
N2 C18 1.351(7) . ?
C1 C2 1.388(8) . ?
C1 H1A 0.9300 . ?
C2 C3 1.394(7) . ?
C2 C6 1.501(7) . ?
C3 C4 1.387(7) . ?
C3 H3A 0.9300 . ?
C4 C5 1.388(8) . ?
C4 C12 1.515(7) . ?
C5 H5A 0.9300 . ?
C6 C7 1.377(8) . ?
C6 C11 1.398(8) . ?
C7 C8 1.399(7) . ?
C7 H7A 0.9300 . ?
C8 C9 1.392(8) . ?
C8 H8A 0.9300 . ?
C9 C10 1.384(8) . ?
C9 C13 1.518(7) . ?
C10 C11 1.382(8) . ?
C10 H10B 0.9300 . ?
C11 H11A 0.9300 . ?
C14 C15 1.372(8) . ?
C14 H14A 0.9300 . ?
C15 C16 1.404(7) . ?
C15 C25 1.506(7) . ?
C16 C17 1.395(8) . ?
C16 H16A 0.9300 . ?
C17 C18 1.380(8) . ?
C17 C19 1.494(7) . ?
C18 H18A 0.9300 . ?
C19 C20 1.378(8) . ?
C19 C24 1.400(8) . ?
C20 C21 1.379(8) . ?
C20 H20A 0.9300 . ?
C21 C22 1.393(8) . ?
C21 H21A 0.9300 . ?
C22 C23 1.398(8) . ?
C22 C26 1.506(7) . ?
C23 C24 1.379(7) . ?
C23 H23A 0.9300 . ?
C24 H24A 0.9300 . ?
O9 Cu1 2.665(5) 1_644 ?
O9 H9A 0.8200 . ?

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
O2 Cu1 O2 180.000(1) . 2_577 ?
O2 Cu1 N1 91.83(16) . 2_577 ?
O2 Cu1 N1 88.16(16) 2_577 2_577 ?
O2 Cu1 N1 88.16(16) . . ?
O2 Cu1 N1 91.84(16) 2_577 . ?
N1 Cu1 N1 179.999(2) 2_577 . ?
O2 Cu1 O9 91.44(15) . 2_666 ?
O2 Cu1 O9 88.56(15) 2_577 2_666 ?
N1 Cu1 O9 97.68(15) 2_577 2_666 ?
N1 Cu1 O9 82.33(15) . 2_666 ?
O2 Cu1 O9 88.56(15) . 1_466 ?
O2 Cu1 O9 91.44(15) 2_577 1_466 ?
N1 Cu1 O9 82.32(15) 2_577 1_466 ?
N1 Cu1 O9 97.67(15) . 1_466 ?
O9 Cu1 O9 180.0 2_666 1_466 ?
O10 Cu2 O8 95.14(17) . . ?
O10 Cu2 O6 91.28(16) . 1_644 ?
O8 Cu2 O6 173.27(16) . 1_644 ?
O10 Cu2 N2 171.73(19) . . ?
O8 Cu2 N2 87.28(18) . . ?
O6 Cu2 N2 86.08(17) 1_644 . ?
O10 Cu2 O3 98.56(16) . 2_665 ?
O8 Cu2 O3 93.04(18) . 2_665 ?
O6 Cu2 O3 87.98(16) 1_644 2_665 ?
N2 Cu2 O3 89.19(17) . 2_665 ?
O10 Cu2 Cu3 30.32(12) . 1_455 ?
O8 Cu2 Cu3 113.47(13) . 1_455 ?
O6 Cu2 Cu3 73.20(11) 1_644 1_455 ?
N2 Cu2 Cu3 153.44(13) . 1_455 ?
O3 Cu2 Cu3 73.95(10) 2_665 1_455 ?
O10 Cu2 H10A 20.3 . . ?
O8 Cu2 H10A 88.5 . . ?
O6 Cu2 H10A 98.3 1_644 . ?
N2 Cu2 H10A 168.0 . . ?
O3 Cu2 H10A 79.8 2_665 . ?
Cu3 Cu2 H10A 25.6 1_455 . ?
O10 Cu3 O9 155.2(2) 1_655 . ?
O10 Cu3 O5 96.98(17) 1_655 1_744 ?
O9 Cu3 O5 88.76(16) . 1_744 ?
O10 Cu3 O4 85.80(17) 1_655 . ?
O9 Cu3 O4 93.04(17) . . ?
O5 Cu3 O4 169.24(19) 1_744 . ?
O10 Cu3 O4 105.18(16) 1_655 2_765 ?
O9 Cu3 O4 99.24(17) . 2_765 ?
O5 Cu3 O4 86.52(15) 1_744 2_765 ?
O4 Cu3 O4 82.72(17) . 2_765 ?
O10 Cu3 Cu2 30.20(12) 1_655 1_655 ?
O9 Cu3 Cu2 165.56(12) . 1_655 ?
O5 Cu3 Cu2 76.88(11) 1_744 1_655 ?
O4 Cu3 Cu2 101.35(12) . 1_655 ?
O4 Cu3 Cu2 81.62(9) 2_765 1_655 ?
O10 Cu3 Cu3 98.87(13) 1_655 2_765 ?
O9 Cu3 Cu3 98.67(14) . 2_765 ?
O5 Cu3 Cu3 121.22(13) 1_744 2_765 ?
O4 Cu3 Cu3 48.02(14) . 2_765 ?
O4 Cu3 Cu3 34.70(9) 2_765 2_765 ?
Cu2 Cu3 Cu3 90.21(4) 1_655 2_765 ?
C26 O2 Cu1 132.0(4) . . ?
C25 O3 Cu2 119.4(4) . 2_665 ?
C25 O4 Cu3 127.2(4) . . ?
C25 O4 Cu3 101.8(4) . 2_765 ?
Cu3 O4 Cu3 97.28(17) . 2_765 ?
C12 O5 Cu3 128.9(3) . 1_366 ?
C12 O6 Cu2 132.6(3) . 1_466 ?
C13 O8 Cu2 130.9(4) . . ?
C13 O8 H8B 109.5 . . ?
Cu2 O8 H8B 99.4 . . ?
Cu2 O10 Cu3 119.5(2) . 1_455 ?
Cu2 O10 H10A 109.5 . . ?
Cu3 O10 H10A 53.5 1_455 . ?
C1 N1 C5 117.2(5) . . ?
C1 N1 Cu1 121.3(4) . . ?
C5 N1 Cu1 121.1(4) . . ?
C14 N2 C18 117.0(5) . . ?
C14 N2 Cu2 120.7(4) . . ?
C18 N2 Cu2 122.2(4) . . ?
N1 C1 C2 124.6(5) . . ?
N1 C1 H1A 117.7 . . ?
C2 C1 H1A 117.7 . . ?
C1 C2 C3 117.6(5) . . ?
C1 C2 C6 120.1(5) . . ?
C3 C2 C6 122.2(5) . . ?
C4 C3 C2 118.6(5) . . ?
C4 C3 H3A 120.7 . . ?
C2 C3 H3A 120.7 . . ?
C5 C4 C3 120.0(5) . . ?
C5 C4 C12 119.8(5) . . ?
C3 C4 C12 120.2(5) . . ?
N1 C5 C4 122.1(5) . . ?
N1 C5 H5A 119.0 . . ?
C4 C5 H5A 119.0 . . ?
C7 C6 C11 119.0(5) . . ?
C7 C6 C2 121.1(5) . . ?
C11 C6 C2 119.8(5) . . ?
C6 C7 C8 120.7(5) . . ?
C6 C7 H7A 119.6 . . ?
C8 C7 H7A 119.6 . . ?
C9 C8 C7 119.9(5) . . ?
C9 C8 H8A 120.1 . . ?
C7 C8 H8A 120.1 . . ?
C8 C9 C10 119.1(5) . . ?
C8 C9 C13 119.0(5) . . ?
C10 C9 C13 121.8(5) . . ?
C11 C10 C9 120.9(5) . . ?
C11 C10 H10B 119.6 . . ?
C9 C10 H10B 119.6 . . ?
C10 C11 C6 120.2(5) . . ?
C10 C11 H11A 119.9 . . ?
C6 C11 H11A 119.9 . . ?
O5 C12 O6 127.3(5) . . ?
O5 C12 C4 117.4(4) . . ?
O6 C12 C4 115.3(5) . . ?
O7 C13 O8 125.1(5) . . ?
O7 C13 C9 121.1(5) . . ?
O8 C13 C9 113.7(5) . . ?
N2 C14 C15 123.3(5) . . ?
N2 C14 H14A 118.4 . . ?
C15 C14 H14A 118.4 . . ?
C14 C15 C16 119.3(5) . . ?
C14 C15 C25 117.3(5) . . ?
C16 C15 C25 123.2(5) . . ?
C17 C16 C15 118.1(5) . . ?
C17 C16 H16A 120.9 . . ?
C15 C16 H16A 120.9 . . ?
C18 C17 C16 118.0(5) . . ?
C18 C17 C19 118.0(5) . . ?
C16 C17 C19 124.0(5) . . ?
N2 C18 C17 124.2(5) . . ?
N2 C18 H18A 117.9 . . ?
C17 C18 H18A 117.9 . . ?
C20 C19 C24 119.1(5) . . ?
C20 C19 C17 121.9(5) . . ?
C24 C19 C17 118.9(5) . . ?
C19 C20 C21 120.8(5) . . ?
C19 C20 H20A 119.6 . . ?
C21 C20 H20A 119.6 . . ?
C20 C21 C22 120.7(5) . . ?
C20 C21 H21A 119.7 . . ?
C22 C21 H21A 119.7 . . ?
C21 C22 C23 118.6(5) . . ?
C21 C22 C26 120.4(5) . . ?
C23 C22 C26 120.9(5) . . ?
C24 C23 C22 120.6(5) . . ?
C24 C23 H23A 119.7 . . ?
C22 C23 H23A 119.7 . . ?
C23 C24 C19 120.3(5) . . ?
C23 C24 H24A 119.9 . . ?
C19 C24 H24A 119.9 . . ?
O3 C25 O4 125.6(5) . . ?
O3 C25 C15 118.3(5) . . ?
O4 C25 C15 116.1(5) . . ?
O1 C26 O2 126.0(5) . . ?
O1 C26 C22 118.8(5) . . ?
O2 C26 C22 115.2(5) . . ?
Cu3 O9 Cu1 117.8(2) . 1_644 ?
Cu3 O9 H9A 109.5 . . ?
Cu1 O9 H9A 89.8 1_644 . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.639
_refine_diff_density_min         -1.492
_refine_diff_density_rms         0.138
####################################################################### 
# 
# 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_Cu1
_database_code_depnum_ccdc_archive 'CCDC 1551569'
_audit_update_record             
;
2017-05-22 deposited with the CCDC.
2017-09-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H16 Cu N2 O10'
_chemical_formula_weight         579.95

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           Monoclinic
_symmetry_space_group_name_H-M   'P2 1/c'

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

_cell_length_a                   9.712(13)
_cell_length_b                   9.170(12)
_cell_length_c                   13.806(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.846(16)
_cell_angle_gamma                90.00
_cell_volume                     1170(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2054
_cell_measurement_theta_min      2.20
_cell_measurement_theta_max      24.99

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.646
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             590
_exptl_absorpt_coefficient_mu    1.000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.748
_exptl_absorpt_correction_T_max  0.787
_exptl_absorpt_process_details   ?

_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  'Bruker Smart APEX CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            7025
_diffrn_reflns_av_R_equivalents  0.0454
_diffrn_reflns_av_sigmaI/netI    0.0435
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.20
_diffrn_reflns_theta_max         24.99
_reflns_number_total             2017
_reflns_number_gt                1604
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXP-97
_computing_publication_material  SHELXTL

_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         2017
_refine_ls_number_parameters     178
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0464
_refine_ls_R_factor_gt           0.0343
_refine_ls_wR_factor_ref         0.1213
_refine_ls_wR_factor_gt          0.1025
_refine_ls_goodness_of_fit_ref   0.871
_refine_ls_restrained_S_all      0.871
_refine_ls_shift/su_max          0.015
_refine_ls_shift/su_mean         0.002

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 1.0000 -0.5000 0.5000 0.0205(2) Uani 1 2 d S . .
O1 O 0.9384(3) -0.8328(3) 0.60217(17) 0.0525(7) Uani 1 1 d . . .
O2 O 1.0769(2) -0.6318(2) 0.61564(14) 0.0295(5) Uani 1 1 d . . .
O3 O 0.2422(3) -0.1146(2) 0.07627(16) 0.0399(6) Uani 1 1 d . . .
O4 O 0.2009(3) -0.3517(3) 0.08754(17) 0.0482(7) Uani 1 1 d . . .
H4A H 0.1544 -0.3412 0.0274 0.072 Uiso 1 1 calc R . .
O5 O 0.5545(2) -0.2016(3) 0.54443(16) 0.0512(7) Uani 1 1 d . . .
N1 N 0.9015(3) -0.3842(2) 0.58428(16) 0.0222(5) Uani 1 1 d . . .
C1 C 0.3975(4) -0.3295(4) 0.4029(2) 0.0394(8) Uani 1 1 d . . .
H1A H 0.3810 -0.3990 0.4472 0.047 Uiso 1 1 calc R . .
C2 C 0.3255(4) -0.3372(4) 0.2994(2) 0.0366(8) Uani 1 1 d . . .
H2A H 0.2615 -0.4134 0.2738 0.044 Uiso 1 1 calc R . .
C3 C 0.3481(3) -0.2324(3) 0.2338(2) 0.0297(7) Uani 1 1 d . . .
C4 C 0.2603(3) -0.2274(4) 0.1246(2) 0.0314(7) Uani 1 1 d . . .
C5 C 0.4478(4) -0.1224(4) 0.2726(3) 0.0400(8) Uani 1 1 d . . .
H5A H 0.4646 -0.0522 0.2289 0.048 Uiso 1 1 calc R . .
C6 C 0.5221(4) -0.1156(4) 0.3745(3) 0.0429(9) Uani 1 1 d . . .
H6A H 0.5908 -0.0432 0.3998 0.051 Uiso 1 1 calc R . .
C7 C 0.4929(3) -0.2181(4) 0.4390(2) 0.0335(8) Uani 1 1 d . . .
C8 C 0.6933(3) -0.2510(3) 0.5885(2) 0.0291(7) Uani 1 1 d . . .
C9 C 0.7569(3) -0.2199(3) 0.6908(2) 0.0305(7) Uani 1 1 d . . .
H9A H 0.7093 -0.1622 0.7258 0.037 Uiso 1 1 calc R . .
C10 C 0.8922(3) -0.2763(3) 0.7395(2) 0.0245(6) Uani 1 1 d . . .
C11 C 1.0325(3) -0.7456(3) 0.6491(2) 0.0269(7) Uani 1 1 d . . .
C12 C 0.9605(3) -0.3602(3) 0.6840(2) 0.0245(6) Uani 1 1 d . . .
H12A H 1.0502 -0.4010 0.7174 0.029 Uiso 1 1 calc R . .
C13 C 0.7697(3) -0.3301(3) 0.5366(2) 0.0263(7) Uani 1 1 d . . .
H13A H 0.7287 -0.3462 0.4672 0.032 Uiso 1 1 calc R . .


_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 O2 1.959(3) . ?
Cu1 O2 1.959(3) 3_746 ?
Cu1 N1 2.020(3) 3_746 ?
Cu1 N1 2.020(3) . ?
O1 C11 1.238(4) . ?
O2 C11 1.268(4) . ?
O3 C4 1.214(4) . ?
O4 C4 1.309(4) . ?
O4 H4A 0.8200 . ?
O5 C8 1.375(4) . ?
O5 C7 1.402(4) . ?
N1 C12 1.338(4) . ?
N1 C13 1.343(4) . ?
C1 C7 1.366(5) . ?
C1 C2 1.388(5) . ?
C1 H1A 0.9300 . ?
C2 C3 1.383(5) . ?
C2 H2A 0.9300 . ?
C3 C5 1.387(5) . ?
C3 C4 1.488(4) . ?
C5 C6 1.371(5) . ?
C5 H5A 0.9300 . ?
C6 C7 1.382(5) . ?
C6 H6A 0.9300 . ?
C8 C13 1.384(4) . ?
C8 C9 1.386(4) . ?
C9 C10 1.380(4) . ?
C9 H9A 0.9300 . ?
C10 C12 1.389(4) . ?
C10 C11 1.513(4) 2_756 ?
C11 C10 1.513(4) 2_746 ?
C12 H12A 0.9300 . ?
C13 H13A 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
O2 Cu1 O2 180.0 . 3_746 ?
O2 Cu1 N1 90.89(13) . 3_746 ?
O2 Cu1 N1 89.12(13) 3_746 3_746 ?
O2 Cu1 N1 89.11(13) . . ?
O2 Cu1 N1 90.88(13) 3_746 . ?
N1 Cu1 N1 180.0 3_746 . ?
C11 O2 Cu1 135.79(19) . . ?
C4 O4 H4A 109.5 . . ?
C8 O5 C7 118.2(2) . . ?
C12 N1 C13 119.1(2) . . ?
C12 N1 Cu1 123.4(2) . . ?
C13 N1 Cu1 117.45(19) . . ?
C7 C1 C2 119.0(3) . . ?
C7 C1 H1A 120.5 . . ?
C2 C1 H1A 120.5 . . ?
C3 C2 C1 120.5(3) . . ?
C3 C2 H2A 119.7 . . ?
C1 C2 H2A 119.7 . . ?
C2 C3 C5 119.0(3) . . ?
C2 C3 C4 121.9(3) . . ?
C5 C3 C4 118.9(3) . . ?
O3 C4 O4 123.7(3) . . ?
O3 C4 C3 121.7(3) . . ?
O4 C4 C3 114.6(3) . . ?
C6 C5 C3 121.0(3) . . ?
C6 C5 H5A 119.5 . . ?
C3 C5 H5A 119.5 . . ?
C5 C6 C7 118.8(3) . . ?
C5 C6 H6A 120.6 . . ?
C7 C6 H6A 120.6 . . ?
C1 C7 C6 121.6(3) . . ?
C1 C7 O5 119.0(3) . . ?
C6 C7 O5 119.3(3) . . ?
O5 C8 C13 123.5(3) . . ?
O5 C8 C9 117.0(3) . . ?
C13 C8 C9 119.5(3) . . ?
C10 C9 C8 118.7(3) . . ?
C10 C9 H9A 120.7 . . ?
C8 C9 H9A 120.7 . . ?
C9 C10 C12 118.9(3) . . ?
C9 C10 C11 121.1(3) . 2_756 ?
C12 C10 C11 120.0(3) . 2_756 ?
O1 C11 O2 128.3(3) . . ?
O1 C11 C10 117.4(3) . 2_746 ?
O2 C11 C10 114.3(3) . 2_746 ?
N1 C12 C10 122.2(3) . . ?
N1 C12 H12A 118.9 . . ?
C10 C12 H12A 118.9 . . ?
N1 C13 C8 121.5(3) . . ?
N1 C13 H13A 119.3 . . ?
C8 C13 H13A 119.3 . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.330
_refine_diff_density_min         -0.462
_refine_diff_density_rms         0.076
