# 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_EuL5
_database_code_depnum_ccdc_archive 'CCDC 1436540'
_audit_update_record             
;
2015-11-12 deposited with the CCDC.
2016-01-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H27 Eu N27 O3'
_chemical_formula_weight         1181.93

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'
Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           cubic
_symmetry_space_group_name_H-M   'I -4 3 d'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'y+1/4, -x+3/4, -z+1/4'
'x, -y, -z+1/2'
'z, x, y'
'-x, -y+1/2, z'
'y+1/4, x+1/4, z+1/4'
'-y+1/4, -x+3/4, z+3/4'
'-z+1/4, y+1/4, -x+3/4'
'x+1/4, -z+3/4, -y+1/4'
'-z+1/2, x, -y'
'z, -x, -y+1/2'
'y, z, x'
'-y+3/4, x+3/4, -z+1/4'
'-x, y+1/2, -z+1/2'
'-z, -x+1/2, y'
'z+1/4, y+1/4, x+1/4'
'x+1/4, z+1/4, y+1/4'
'-z+1/4, -y+3/4, x+3/4'
'-x+1/4, -z+3/4, y+3/4'
'z+1/4, -y+3/4, -x+1/4'
'-y, -z+1/2, x'
'y, -z, -x+1/2'
'-y+1/2, z, -x'
'-x+3/4, z+3/4, -y+1/4'
'x+1/2, y+1/2, z+1/2'
'y+3/4, -x+5/4, -z+3/4'
'x+1/2, -y+1/2, -z+1'
'z+1/2, x+1/2, y+1/2'
'-x+1/2, -y+1, z+1/2'
'y+3/4, x+3/4, z+3/4'
'-y+3/4, -x+5/4, z+5/4'
'-z+3/4, y+3/4, -x+5/4'
'x+3/4, -z+5/4, -y+3/4'
'-z+1, x+1/2, -y+1/2'
'z+1/2, -x+1/2, -y+1'
'y+1/2, z+1/2, x+1/2'
'-y+5/4, x+5/4, -z+3/4'
'-x+1/2, y+1, -z+1'
'-z+1/2, -x+1, y+1/2'
'z+3/4, y+3/4, x+3/4'
'x+3/4, z+3/4, y+3/4'
'-z+3/4, -y+5/4, x+5/4'
'-x+3/4, -z+5/4, y+5/4'
'z+3/4, -y+5/4, -x+3/4'
'-y+1/2, -z+1, x+1/2'
'y+1/2, -z+1/2, -x+1'
'-y+1, z+1/2, -x+1/2'
'-x+5/4, z+5/4, -y+3/4'

_cell_length_a                   32.8261(3)
_cell_length_b                   32.8261(3)
_cell_length_c                   32.8261(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     35371.9(6)
_cell_formula_units_Z            16
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9242
_cell_measurement_theta_min      3.3938
_cell_measurement_theta_max      36.9555

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.59
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    0.888
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             9456
_exptl_absorpt_coefficient_mu    0.751
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6666
_exptl_absorpt_correction_T_max  0.9294
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(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  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 15.9653
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            43756
_diffrn_reflns_av_R_equivalents  0.0579
_diffrn_reflns_av_sigmaI/netI    0.0792
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       41
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       46
_diffrn_reflns_theta_min         3.40
_diffrn_reflns_theta_max         30.50
_reflns_number_total             9005
_reflns_number_gt                4794
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   35.00   62.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       -0.7812  179.0000 -180.0000 27

#__ type_ start__ end____ width___ exp.time_
  2 omega   24.00  111.00   1.0000  200.0000
omega____ theta____ kappa____ phi______ frames
    -       44.6562 -125.0000 -150.0000 87

#__ type_ start__ end____ width___ exp.time_
  3 omega  -80.00    0.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       -0.7812  -77.0000  -90.0000 80

;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.173 0.003 0.016 18733 4347 ' '
_platon_squeeze_details          
;
4347 electrons per cell is equivalent to 272 electrons per complexe. They corresponds to 3 triethylamonium (3 x 47 = 141 electrons) and 13 water molecules (13 x 10 = 130 electrons)
;

_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0614P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.017(13)
_refine_ls_number_reflns         9005
_refine_ls_number_parameters     238
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1059
_refine_ls_R_factor_gt           0.0543
_refine_ls_wR_factor_ref         0.1265
_refine_ls_wR_factor_gt          0.1118
_refine_ls_goodness_of_fit_ref   0.912
_refine_ls_restrained_S_all      0.912
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Eu1 Eu 0.054174(6) 0.445826(6) 0.554174(6) 0.05003(11) Uani 1 3 d S . .
O1 O 0.39026(11) 0.61569(10) 0.38554(13) 0.0893(12) Uani 1 1 d . . .
N1 N 0.11388(10) 0.39946(10) 0.54044(10) 0.0518(8) Uani 1 1 d . . .
N2 N 0.12175(11) 0.36017(11) 0.54745(11) 0.0608(10) Uani 1 1 d . . .
N3 N 0.15899(13) 0.35254(12) 0.53629(13) 0.0670(10) Uani 1 1 d . . .
N4 N 0.17668(12) 0.38678(11) 0.52130(12) 0.0642(10) Uani 1 1 d . . .
N5 N 0.11768(10) 0.48003(9) 0.52264(9) 0.0445(7) Uani 1 1 d . . .
N6 N 0.05074(12) 0.52195(10) 0.54470(11) 0.0610(9) Uani 1 1 d . . .
N7 N 0.02156(13) 0.55072(14) 0.55131(15) 0.0806(13) Uani 1 1 d . . .
N8 N 0.03533(16) 0.58531(14) 0.53645(18) 0.0964(17) Uani 1 1 d . . .
N9 N 0.07264(14) 0.57980(12) 0.51907(17) 0.0826(14) Uani 1 1 d . . .
C1 C 0.14809(13) 0.41521(13) 0.52416(12) 0.0491(10) Uani 1 1 d . . .
C2 C 0.15125(13) 0.45722(13) 0.51255(13) 0.0529(10) Uani 1 1 d . . .
C3 C 0.18322(13) 0.47371(14) 0.49264(13) 0.0545(11) Uani 1 1 d . . .
H3A H 0.2062 0.4573 0.4863 0.065 Uiso 1 1 calc R . .
C4 C 0.18287(13) 0.51545(14) 0.48103(13) 0.0561(11) Uani 1 1 d . . .
C5 C 0.14832(14) 0.53856(14) 0.49156(13) 0.0585(11) Uani 1 1 d . . .
H5A H 0.1465 0.5666 0.4847 0.070 Uiso 1 1 calc R . .
C6 C 0.11727(13) 0.51932(13) 0.51202(14) 0.0556(11) Uani 1 1 d . . .
C7 C 0.08095(14) 0.54101(13) 0.52468(13) 0.0519(10) Uani 1 1 d . . .
C8 C 0.21671(14) 0.53270(14) 0.45999(13) 0.0605(11) Uani 1 1 d . . .
C9 C 0.24603(14) 0.54766(13) 0.44554(13) 0.0580(10) Uani 1 1 d . . .
C10 C 0.28333(14) 0.56470(12) 0.42887(13) 0.0562(11) Uani 1 1 d . . .
C11 C 0.29292(15) 0.60564(14) 0.43400(15) 0.0662(12) Uani 1 1 d . . .
H11A H 0.2739 0.6229 0.4474 0.079 Uiso 1 1 calc R . .
C12 C 0.32798(16) 0.62166(15) 0.42068(17) 0.0734(14) Uani 1 1 d . . .
H12A H 0.3341 0.6495 0.4258 0.088 Uiso 1 1 calc R . .
C13 C 0.35562(16) 0.59722(16) 0.39923(18) 0.0767(14) Uani 1 1 d . . .
C14 C 0.34832(16) 0.55604(17) 0.39422(18) 0.0800(15) Uani 1 1 d . . .
H14A H 0.3678 0.5388 0.3814 0.096 Uiso 1 1 calc R . .
C15 C 0.31124(16) 0.54057(14) 0.40864(16) 0.0734(14) Uani 1 1 d . . .
H15A H 0.3051 0.5126 0.4044 0.088 Uiso 1 1 calc R . .
C16 C 0.42031(18) 0.5915(2) 0.3638(2) 0.107(2) Uani 1 1 d . . .
H16A H 0.4433 0.6088 0.3560 0.161 Uiso 1 1 calc R . .
H16B H 0.4079 0.5799 0.3392 0.161 Uiso 1 1 calc R . .
H16C H 0.4300 0.5694 0.3814 0.161 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
Eu1 N6 2.521(3) 35_455 ?
Eu1 N6 2.521(3) . ?
Eu1 N6 2.521(3) 45 ?
Eu1 N1 2.522(3) 45 ?
Eu1 N1 2.522(3) 35_455 ?
Eu1 N1 2.522(3) . ?
Eu1 N5 2.584(3) 35_455 ?
Eu1 N5 2.584(3) . ?
Eu1 N5 2.584(3) 45 ?
O1 C13 1.365(6) . ?
O1 C16 1.454(7) . ?
N1 N2 1.335(5) . ?
N1 C1 1.347(5) . ?
N2 N3 1.300(5) . ?
N3 N4 1.357(5) . ?
N4 C1 1.327(5) . ?
N5 C6 1.336(5) . ?
N5 C2 1.373(5) . ?
N6 C7 1.344(5) . ?
N6 N7 1.363(5) . ?
N7 N8 1.316(6) . ?
N8 N9 1.363(6) . ?
N9 C7 1.315(6) . ?
C1 C2 1.434(6) . ?
C2 C3 1.350(6) . ?
C3 C4 1.422(6) . ?
C4 C5 1.408(6) . ?
C4 C8 1.425(6) . ?
C5 C6 1.375(6) . ?
C6 C7 1.449(6) . ?
C8 C9 1.180(6) . ?
C9 C10 1.453(6) . ?
C10 C15 1.381(6) . ?
C10 C11 1.391(6) . ?
C11 C12 1.338(7) . ?
C12 C13 1.401(7) . ?
C13 C14 1.383(7) . ?
C14 C15 1.401(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
N6 Eu1 N6 80.08(14) 35_455 . ?
N6 Eu1 N6 80.08(14) 35_455 45 ?
N6 Eu1 N6 80.08(14) . 45 ?
N6 Eu1 N1 146.81(11) 35_455 45 ?
N6 Eu1 N1 86.89(12) . 45 ?
N6 Eu1 N1 127.66(11) 45 45 ?
N6 Eu1 N1 127.66(11) 35_455 35_455 ?
N6 Eu1 N1 146.81(11) . 35_455 ?
N6 Eu1 N1 86.89(12) 45 35_455 ?
N1 Eu1 N1 77.16(12) 45 35_455 ?
N6 Eu1 N1 86.89(12) 35_455 . ?
N6 Eu1 N1 127.66(11) . . ?
N6 Eu1 N1 146.81(11) 45 . ?
N1 Eu1 N1 77.16(12) 45 . ?
N1 Eu1 N1 77.16(12) 35_455 . ?
N6 Eu1 N5 63.64(11) 35_455 35_455 ?
N6 Eu1 N5 136.74(12) . 35_455 ?
N6 Eu1 N5 71.52(11) 45 35_455 ?
N1 Eu1 N5 136.35(10) 45 35_455 ?
N1 Eu1 N5 64.13(10) 35_455 35_455 ?
N1 Eu1 N5 75.33(10) . 35_455 ?
N6 Eu1 N5 71.52(11) 35_455 . ?
N6 Eu1 N5 63.64(11) . . ?
N6 Eu1 N5 136.74(12) 45 . ?
N1 Eu1 N5 75.33(11) 45 . ?
N1 Eu1 N5 136.35(10) 35_455 . ?
N1 Eu1 N5 64.13(10) . . ?
N5 Eu1 N5 119.974(4) 35_455 . ?
N6 Eu1 N5 136.74(12) 35_455 45 ?
N6 Eu1 N5 71.52(11) . 45 ?
N6 Eu1 N5 63.64(11) 45 45 ?
N1 Eu1 N5 64.13(10) 45 45 ?
N1 Eu1 N5 75.33(10) 35_455 45 ?
N1 Eu1 N5 136.35(10) . 45 ?
N5 Eu1 N5 119.973(4) 35_455 45 ?
N5 Eu1 N5 119.974(4) . 45 ?
C13 O1 C16 118.9(4) . . ?
N2 N1 C1 106.1(3) . . ?
N2 N1 Eu1 134.6(3) . . ?
C1 N1 Eu1 119.2(3) . . ?
N3 N2 N1 108.6(3) . . ?
N2 N3 N4 110.2(4) . . ?
C1 N4 N3 104.7(4) . . ?
C6 N5 C2 118.2(4) . . ?
C6 N5 Eu1 121.0(3) . . ?
C2 N5 Eu1 120.5(2) . . ?
C7 N6 N7 105.9(4) . . ?
C7 N6 Eu1 119.3(3) . . ?
N7 N6 Eu1 134.3(3) . . ?
N8 N7 N6 107.3(4) . . ?
N7 N8 N9 110.4(4) . . ?
C7 N9 N8 104.9(4) . . ?
N4 C1 N1 110.3(4) . . ?
N4 C1 C2 127.3(4) . . ?
N1 C1 C2 122.3(4) . . ?
C3 C2 N5 121.5(4) . . ?
C3 C2 C1 124.8(4) . . ?
N5 C2 C1 113.7(4) . . ?
C2 C3 C4 120.7(4) . . ?
C5 C4 C3 117.4(4) . . ?
C5 C4 C8 122.2(4) . . ?
C3 C4 C8 120.4(4) . . ?
C6 C5 C4 118.0(4) . . ?
N5 C6 C5 124.3(4) . . ?
N5 C6 C7 114.1(4) . . ?
C5 C6 C7 121.6(4) . . ?
N9 C7 N6 111.5(4) . . ?
N9 C7 C6 127.3(4) . . ?
N6 C7 C6 121.2(4) . . ?
C9 C8 C4 174.7(5) . . ?
C8 C9 C10 177.2(5) . . ?
C15 C10 C11 117.5(4) . . ?
C15 C10 C9 121.3(4) . . ?
C11 C10 C9 121.1(4) . . ?
C12 C11 C10 122.3(5) . . ?
C11 C12 C13 119.7(5) . . ?
O1 C13 C14 122.7(5) . . ?
O1 C13 C12 116.8(5) . . ?
C14 C13 C12 120.5(5) . . ?
C13 C14 C15 117.7(5) . . ?
C10 C15 C14 122.1(4) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        30.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.557
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.059
