# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1561729'
_audit_update_record             
;
2017-10-29 deposited with the CCDC.
2018-06-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C66 H44 Cu3 Eu2 N18 O31'
_chemical_formula_weight         2079.73

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           trigonal
_symmetry_space_group_name_H-M   R-3c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z+1/2'
'x-y, -y, -z+1/2'
'-x, -x+y, -z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'y+2/3, x+1/3, -z+5/6'
'x-y+2/3, -y+1/3, -z+5/6'
'-x+2/3, -x+y+1/3, -z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'y+1/3, x+2/3, -z+7/6'
'x-y+1/3, -y+2/3, -z+7/6'
'-x+1/3, -x+y+2/3, -z+7/6'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z-1/2'
'-x+y, y, z-1/2'
'x, x-y, z-1/2'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-y+2/3, -x+1/3, z-1/6'
'-x+y+2/3, y+1/3, z-1/6'
'x+2/3, x-y+1/3, z-1/6'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-y+1/3, -x+2/3, z+1/6'
'-x+y+1/3, y+2/3, z+1/6'
'x+1/3, x-y+2/3, z+1/6'

_cell_length_a                   14.0021(3)
_cell_length_b                   14.0021(3)
_cell_length_c                   63.523(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     10785.7(5)
_cell_formula_units_Z            6
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4858
_cell_measurement_theta_min      2.91
_cell_measurement_theta_max      26.05

_exptl_crystal_description       brick
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.921
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             6162
_exptl_absorpt_coefficient_mu    2.697
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6592
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_process_details   'Sheldrick, G. M. (2008). 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_reflns_number            21300
_diffrn_reflns_av_R_equivalents  0.0472
_diffrn_reflns_av_sigmaI/netI    0.0231
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -78
_diffrn_reflns_limit_l_max       65
_diffrn_reflns_theta_min         1.92
_diffrn_reflns_theta_max         26.07
_reflns_number_total             2373
_reflns_number_gt                2002
_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, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker 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)+(0.0569P)²+20.0828P] 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         2373
_refine_ls_number_parameters     180
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0296
_refine_ls_wR_factor_ref         0.0912
_refine_ls_wR_factor_gt          0.0856
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_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
Eu1 Eu 1.0000 0.0000 0.075327(4) 0.02052(13) Uani 1 3 d S . .
Cu1 Cu 1.0000 0.37628(4) 0.2500 0.02130(17) Uani 1 2 d S . .
N1 N 0.9450(2) 0.2460(2) 0.22993(4) 0.0241(6) Uani 1 1 d . . .
N2 N 0.8518(3) 0.0527(3) 0.22484(5) 0.0469(10) Uani 1 1 d . . .
N3 N 0.8745(3) -0.2084(3) 0.05255(6) 0.0338(8) Uani 1 1 d . . .
C1 C 1.0971(3) 0.2270(3) 0.11008(5) 0.0216(7) Uani 1 1 d . . .
C2 C 1.0514(3) 0.2191(3) 0.13157(5) 0.0221(7) Uani 1 1 d . . .
C3 C 0.9584(3) 0.1229(3) 0.13794(5) 0.0286(8) Uani 1 1 d . . .
H3A H 0.9197 0.0670 0.1282 0.034 Uiso 1 1 calc R . .
C4 C 0.9224(3) 0.1088(3) 0.15859(6) 0.0294(8) Uani 1 1 d . . .
H4A H 0.8604 0.0432 0.1626 0.035 Uiso 1 1 calc R . .
C5 C 0.9774(3) 0.1907(3) 0.17335(5) 0.0229(7) Uani 1 1 d . . .
C6 C 1.0691(3) 0.2882(3) 0.16693(6) 0.0348(9) Uani 1 1 d . . .
H6A H 1.1062 0.3448 0.1766 0.042 Uiso 1 1 calc R . .
C7 C 1.1062(3) 0.3027(3) 0.14626(5) 0.0306(8) Uani 1 1 d . . .
H7A H 1.1678 0.3686 0.1422 0.037 Uiso 1 1 calc R . .
C8 C 0.9432(3) 0.1740(3) 0.19581(5) 0.0248(7) Uani 1 1 d . . .
C9 C 0.8809(4) 0.0704(3) 0.20466(6) 0.0412(11) Uani 1 1 d . . .
H9A H 0.8579 0.0094 0.1960 0.049 Uiso 1 1 calc R . .
C10 C 0.8846(4) 0.1413(3) 0.23663(6) 0.0357(10) Uani 1 1 d . . .
H10A H 0.8642 0.1304 0.2507 0.043 Uiso 1 1 calc R . .
C11 C 0.9723(3) 0.2605(3) 0.20960(5) 0.0245(7) Uani 1 1 d . . .
H11A H 1.0127 0.3321 0.2045 0.029 Uiso 1 1 calc R . .
O1 O 1.0467(2) 0.1468(2) 0.09779(4) 0.0377(7) Uani 1 1 d . . .
O2 O 1.1875(2) 0.3124(2) 0.10583(4) 0.0259(5) Uani 1 1 d . . .
O3 O 0.9371(2) -0.1995(2) 0.06795(4) 0.0350(6) Uani 1 1 d . . .
O4 O 0.8741(2) -0.1208(2) 0.04757(4) 0.0383(7) Uani 1 1 d . . .
O5 O 0.8196(3) -0.2949(3) 0.04348(6) 0.0617(10) 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
Eu1 O1 2.312(3) 3_765 ?
Eu1 O1 2.312(3) 2_645 ?
Eu1 O1 2.312(3) . ?
Eu1 O4 2.469(3) 3_765 ?
Eu1 O4 2.469(3) 2_645 ?
Eu1 O4 2.469(3) . ?
Eu1 O3 2.518(3) . ?
Eu1 O3 2.518(3) 2_645 ?
Eu1 O3 2.518(3) 3_765 ?
Eu1 N3 2.927(3) 3_765 ?
Eu1 N3 2.927(3) . ?
Eu1 N3 2.927(3) 2_645 ?
Cu1 O2 1.945(2) 34_665 ?
Cu1 O2 1.945(2) 26_565 ?
Cu1 N1 2.035(3) . ?
Cu1 N1 2.035(3) 6_765 ?
Cu1 O3 2.580(3) 35_755 ?
Cu1 O3 2.580(3) 27_445 ?
N1 C11 1.334(4) . ?
N1 C10 1.343(5) . ?
N2 C10 1.319(5) . ?
N2 C9 1.330(5) . ?
N3 O5 1.208(4) . ?
N3 O4 1.270(4) . ?
N3 O3 1.277(4) . ?
C1 O1 1.256(4) . ?
C1 O2 1.261(5) . ?
C1 C2 1.488(5) . ?
C2 C3 1.386(5) . ?
C2 C7 1.390(5) . ?
C3 C4 1.384(5) . ?
C3 H3A 0.9300 . ?
C4 C5 1.380(5) . ?
C4 H4A 0.9300 . ?
C5 C6 1.388(5) . ?
C5 C8 1.486(4) . ?
C6 C7 1.389(5) . ?
C6 H6A 0.9300 . ?
C7 H7A 0.9300 . ?
C8 C11 1.380(5) . ?
C8 C9 1.384(5) . ?
C9 H9A 0.9300 . ?
C10 H10A 0.9300 . ?
C11 H11A 0.9300 . ?
O2 Cu1 1.945(2) 27_545 ?

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 Eu1 O1 85.90(11) 3_765 2_645 ?
O1 Eu1 O1 85.90(11) 3_765 . ?
O1 Eu1 O1 85.90(11) 2_645 . ?
O1 Eu1 O4 146.86(10) 3_765 3_765 ?
O1 Eu1 O4 124.99(9) 2_645 3_765 ?
O1 Eu1 O4 84.92(10) . 3_765 ?
O1 Eu1 O4 84.92(10) 3_765 2_645 ?
O1 Eu1 O4 146.86(10) 2_645 2_645 ?
O1 Eu1 O4 124.99(9) . 2_645 ?
O4 Eu1 O4 74.64(11) 3_765 2_645 ?
O1 Eu1 O4 125.00(9) 3_765 . ?
O1 Eu1 O4 84.92(11) 2_645 . ?
O1 Eu1 O4 146.86(10) . . ?
O4 Eu1 O4 74.64(11) 3_765 . ?
O4 Eu1 O4 74.64(11) 2_645 . ?
O1 Eu1 O3 74.13(9) 3_765 . ?
O1 Eu1 O3 74.35(10) 2_645 . ?
O1 Eu1 O3 152.61(10) . . ?
O4 Eu1 O3 121.91(10) 3_765 . ?
O4 Eu1 O3 72.51(9) 2_645 . ?
O4 Eu1 O3 51.18(9) . . ?
O1 Eu1 O3 74.35(10) 3_765 2_645 ?
O1 Eu1 O3 152.62(10) 2_645 2_645 ?
O1 Eu1 O3 74.13(9) . 2_645 ?
O4 Eu1 O3 72.51(9) 3_765 2_645 ?
O4 Eu1 O3 51.18(9) 2_645 2_645 ?
O4 Eu1 O3 121.90(10) . 2_645 ?
O3 Eu1 O3 116.62(4) . 2_645 ?
O1 Eu1 O3 152.62(10) 3_765 3_765 ?
O1 Eu1 O3 74.13(9) 2_645 3_765 ?
O1 Eu1 O3 74.35(10) . 3_765 ?
O4 Eu1 O3 51.18(9) 3_765 3_765 ?
O4 Eu1 O3 121.91(10) 2_645 3_765 ?
O4 Eu1 O3 72.51(9) . 3_765 ?
O3 Eu1 O3 116.62(4) . 3_765 ?
O3 Eu1 O3 116.61(4) 2_645 3_765 ?
O1 Eu1 N3 162.42(10) 3_765 3_765 ?
O1 Eu1 N3 99.78(10) 2_645 3_765 ?
O1 Eu1 N3 78.00(11) . 3_765 ?
O4 Eu1 N3 25.45(9) 3_765 3_765 ?
O4 Eu1 N3 98.49(10) 2_645 3_765 ?
O4 Eu1 N3 72.33(9) . 3_765 ?
O3 Eu1 N3 123.38(9) . 3_765 ?
O3 Eu1 N3 94.27(10) 2_645 3_765 ?
O3 Eu1 N3 25.74(9) 3_765 3_765 ?
O1 Eu1 N3 99.78(10) 3_765 . ?
O1 Eu1 N3 78.00(11) 2_645 . ?
O1 Eu1 N3 162.42(10) . . ?
O4 Eu1 N3 98.49(10) 3_765 . ?
O4 Eu1 N3 72.33(9) 2_645 . ?
O4 Eu1 N3 25.45(9) . . ?
O3 Eu1 N3 25.74(9) . . ?
O3 Eu1 N3 123.38(9) 2_645 . ?
O3 Eu1 N3 94.27(10) 3_765 . ?
N3 Eu1 N3 97.68(9) 3_765 . ?
O1 Eu1 N3 77.99(11) 3_765 2_645 ?
O1 Eu1 N3 162.42(10) 2_645 2_645 ?
O1 Eu1 N3 99.78(10) . 2_645 ?
O4 Eu1 N3 72.33(9) 3_765 2_645 ?
O4 Eu1 N3 25.45(9) 2_645 2_645 ?
O4 Eu1 N3 98.49(10) . 2_645 ?
O3 Eu1 N3 94.28(10) . 2_645 ?
O3 Eu1 N3 25.74(9) 2_645 2_645 ?
O3 Eu1 N3 123.38(9) 3_765 2_645 ?
N3 Eu1 N3 97.68(9) 3_765 2_645 ?
N3 Eu1 N3 97.68(9) . 2_645 ?
O2 Cu1 O2 96.56(15) 34_665 26_565 ?
O2 Cu1 N1 166.84(11) 34_665 . ?
O2 Cu1 N1 88.14(11) 26_565 . ?
O2 Cu1 N1 88.14(11) 34_665 6_765 ?
O2 Cu1 N1 166.84(11) 26_565 6_765 ?
N1 Cu1 N1 89.98(16) . 6_765 ?
O2 Cu1 O3 100.65(10) 34_665 35_755 ?
O2 Cu1 O3 82.50(10) 26_565 35_755 ?
N1 Cu1 O3 92.13(10) . 35_755 ?
N1 Cu1 O3 84.56(10) 6_765 35_755 ?
O2 Cu1 O3 82.50(10) 34_665 27_445 ?
O2 Cu1 O3 100.65(10) 26_565 27_445 ?
N1 Cu1 O3 84.56(10) . 27_445 ?
N1 Cu1 O3 92.13(10) 6_765 27_445 ?
O3 Cu1 O3 175.33(13) 35_755 27_445 ?
C11 N1 C10 116.7(3) . . ?
C11 N1 Cu1 121.3(2) . . ?
C10 N1 Cu1 122.0(2) . . ?
C10 N2 C9 116.2(3) . . ?
O5 N3 O4 122.8(4) . . ?
O5 N3 O3 121.6(4) . . ?
O4 N3 O3 115.6(3) . . ?
O5 N3 Eu1 177.8(3) . . ?
O4 N3 Eu1 56.68(17) . . ?
O3 N3 Eu1 58.92(18) . . ?
O1 C1 O2 124.3(3) . . ?
O1 C1 C2 118.4(3) . . ?
O2 C1 C2 117.2(3) . . ?
C3 C2 C7 118.5(3) . . ?
C3 C2 C1 120.0(3) . . ?
C7 C2 C1 121.2(3) . . ?
C4 C3 C2 120.9(3) . . ?
C4 C3 H3A 119.5 . . ?
C2 C3 H3A 119.5 . . ?
C5 C4 C3 120.9(3) . . ?
C5 C4 H4A 119.6 . . ?
C3 C4 H4A 119.6 . . ?
C4 C5 C6 118.4(3) . . ?
C4 C5 C8 121.3(3) . . ?
C6 C5 C8 120.2(3) . . ?
C5 C6 C7 121.0(3) . . ?
C5 C6 H6A 119.5 . . ?
C7 C6 H6A 119.5 . . ?
C6 C7 C2 120.2(3) . . ?
C6 C7 H7A 119.9 . . ?
C2 C7 H7A 119.9 . . ?
C11 C8 C9 114.6(3) . . ?
C11 C8 C5 122.7(3) . . ?
C9 C8 C5 122.6(3) . . ?
N2 C9 C8 124.1(4) . . ?
N2 C9 H9A 118.0 . . ?
C8 C9 H9A 118.0 . . ?
N2 C10 N1 125.4(4) . . ?
N2 C10 H10A 117.3 . . ?
N1 C10 H10A 117.3 . . ?
N1 C11 C8 123.0(3) . . ?
N1 C11 H11A 118.5 . . ?
C8 C11 H11A 118.5 . . ?
C1 O1 Eu1 164.0(3) . . ?
C1 O2 Cu1 128.1(2) . 27_545 ?
N3 O3 Eu1 95.3(2) . . ?
N3 O4 Eu1 97.9(2) . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        26.07
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         2.149
_refine_diff_density_min         -0.591
_refine_diff_density_rms         0.129
