# 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_Eu1
_database_code_depnum_ccdc_archive 'CCDC 2178685'
loop_
_audit_author_name
_audit_author_address
'Paul R Raithby'
;Department of Chemistry, University of Bath
United Kingdom
;
_audit_update_record             
;
2022-06-13 deposited with the CCDC.	2022-08-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H19 Eu F9 N3 O6 S'
_chemical_formula_weight         812.45

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.870(2)
_cell_length_b                   13.970(3)
_cell_length_c                   20.690(4)
_cell_angle_alpha                90
_cell_angle_beta                 93.30(3)
_cell_angle_gamma                90
_cell_volume                     3136.6(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    7166
_cell_measurement_theta_min      2.5
_cell_measurement_theta_max      55.00

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'

_exptl_crystal_density_diffrn    1.720
_exptl_crystal_F_000             1592
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    2.161
_shelx_estimated_absorpt_T_min   0.672
_shelx_estimated_absorpt_T_max   0.672
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_process_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed x-ray tube'
_diffrn_measurement_device_type  'stoe ipds ii'
_diffrn_measurement_method       'w scan'
_diffrn_detector_area_resol_mean 6.67

_diffrn_reflns_number            27483
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.452
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             7166
_reflns_number_gt                6130
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0399P)²+5.5844P] 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-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.00042(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7166
_refine_ls_number_parameters     408
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0464
_refine_ls_R_factor_gt           0.0376
_refine_ls_wR_factor_ref         0.1015
_refine_ls_wR_factor_gt          0.0948
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_restrained_S_all      1.114
_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_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
Eu1 Eu 0.42123(2) 0.64873(2) 0.33893(2) 0.04120(8) Uani 1 1 d . . . . .
S1 S 0.01357(12) 0.46923(11) 0.33975(9) 0.0794(4) Uani 1 1 d . . . . .
F1 F 0.2184(7) 0.6071(5) 0.0832(3) 0.192(3) Uani 1 1 d . . . . .
F2 F 0.1406(8) 0.7166(6) 0.1347(4) 0.223(4) Uani 1 1 d . . . . .
F3 F 0.1300(7) 0.5755(7) 0.1671(3) 0.211(4) Uani 1 1 d . . . . .
F4 F 0.0831(6) 0.8940(6) 0.4019(3) 0.182(3) Uani 1 1 d . . . . .
F5 F 0.0988(7) 0.7720(5) 0.4574(5) 0.212(4) Uani 1 1 d . . . . .
F6 F 0.1703(5) 0.8989(5) 0.4928(3) 0.158(2) Uani 1 1 d . . . . .
F7 F 0.8495(4) 0.6461(7) 0.4164(4) 0.232(5) Uani 1 1 d . . . . .
F8 F 0.8300(5) 0.5264(7) 0.4620(6) 0.234(4) Uani 1 1 d . . . . .
F9 F 0.8375(5) 0.6420(7) 0.5136(3) 0.206(4) Uani 1 1 d . . . . .
O1 O 0.5529(4) 0.6699(3) 0.25133(17) 0.0719(10) Uani 1 1 d . . . . .
O2 O 0.2986(3) 0.6763(2) 0.24137(16) 0.0630(9) Uani 1 1 d . . . . .
O3 O 0.2624(3) 0.7569(2) 0.36618(15) 0.0568(8) Uani 1 1 d . . . . .
O4 O 0.5109(3) 0.8001(3) 0.35858(19) 0.0703(10) Uani 1 1 d . . . . .
O5 O 0.3919(3) 0.6299(2) 0.45021(14) 0.0553(7) Uani 1 1 d . . . . .
O6 O 0.6133(3) 0.6116(3) 0.39122(16) 0.0643(9) Uani 1 1 d . . . . .
N1 N 0.4484(3) 0.4804(2) 0.29536(17) 0.0448(7) Uani 1 1 d . . . . .
N2 N 0.3742(4) 0.3456(3) 0.2521(2) 0.0642(11) Uani 1 1 d . . . . .
H2 H 0.321808 0.302036 0.240150 0.077 Uiso 1 1 calc R U . . .
N3 N 0.2301(3) 0.5368(3) 0.34314(17) 0.0479(8) Uani 1 1 d . . . . .
C1 C 0.5437(4) 0.4290(3) 0.2694(2) 0.0511(10) Uani 1 1 d . . . . .
C2 C 0.6690(4) 0.4494(4) 0.2682(2) 0.0657(13) Uani 1 1 d . . . . .
H2A H 0.702562 0.504841 0.286813 0.079 Uiso 1 1 calc R U . . .
C3 C 0.7413(5) 0.3835(5) 0.2379(3) 0.0806(18) Uani 1 1 d . . . . .
H3 H 0.825085 0.395653 0.236010 0.097 Uiso 1 1 calc R U . . .
C4 C 0.6940(6) 0.3006(5) 0.2106(3) 0.090(2) Uani 1 1 d . . . . .
H4 H 0.745937 0.258706 0.190364 0.108 Uiso 1 1 calc R U . . .
C5 C 0.5715(6) 0.2791(5) 0.2129(3) 0.090(2) Uani 1 1 d . . . . .
H5 H 0.539055 0.222516 0.195473 0.108 Uiso 1 1 calc R U . . .
C6 C 0.4983(5) 0.3451(4) 0.2422(3) 0.0623(12) Uani 1 1 d . . . . .
C7 C 0.3499(4) 0.4268(3) 0.2838(2) 0.0476(9) Uani 1 1 d . . . . .
C8 C 0.2319(4) 0.4538(3) 0.3069(2) 0.0477(9) Uani 1 1 d . . . . .
C9 C 0.1224(4) 0.4082(4) 0.2999(3) 0.0666(14) Uani 1 1 d . . . . .
H9 H 0.108283 0.351824 0.276711 0.080 Uiso 1 1 calc R U . . .
C10 C 0.1212(4) 0.5528(4) 0.3631(3) 0.0596(11) Uani 1 1 d . . . . .
H10 H 0.103285 0.605721 0.388160 0.072 Uiso 1 1 calc R U . . .
C11 C 0.6638(10) 0.6546(7) 0.1559(4) 0.150(4) Uani 1 1 d . . . . .
H11A H 0.644948 0.643225 0.110642 0.225 Uiso 1 1 calc R U . . .
H11B H 0.704841 0.715112 0.161424 0.225 Uiso 1 1 calc R U . . .
H11C H 0.716526 0.604554 0.173220 0.225 Uiso 1 1 calc R U . . .
C12 C 0.5432(8) 0.6559(5) 0.1919(3) 0.086(2) Uani 1 1 d . . . . .
C13 C 0.4298(9) 0.6408(5) 0.1570(3) 0.097(2) Uani 1 1 d . . . . .
H13 H 0.430453 0.622438 0.113874 0.116 Uiso 1 1 calc R U . . .
C14 C 0.3185(7) 0.6521(4) 0.1839(3) 0.0755(17) Uani 1 1 d . . . . .
C15 C 0.2022(11) 0.6377(7) 0.1419(4) 0.117(3) Uani 1 1 d . . . . .
C16 C 0.5941(7) 0.9307(6) 0.4189(4) 0.120(3) Uani 1 1 d . . . . .
H16A H 0.568265 0.973934 0.451479 0.179 Uiso 1 1 calc R U . . .
H16B H 0.665299 0.895775 0.435291 0.179 Uiso 1 1 calc R U . . .
H16C H 0.614331 0.966329 0.381242 0.179 Uiso 1 1 calc R U . . .
C17 C 0.4913(6) 0.8616(4) 0.4009(3) 0.0767(16) Uani 1 1 d . . . . .
C18 C 0.3776(6) 0.8707(4) 0.4294(3) 0.0789(17) Uani 1 1 d . . . . .
H18 H 0.372997 0.912568 0.464119 0.095 Uiso 1 1 calc R U . . .
C19 C 0.2734(5) 0.8218(4) 0.4094(2) 0.0636(12) Uani 1 1 d . . . . .
C20 C 0.1569(8) 0.8463(5) 0.4415(4) 0.090(2) Uani 1 1 d . . . . .
C21 C 0.3970(6) 0.6455(5) 0.5636(3) 0.088(2) Uani 1 1 d . . . . .
H21A H 0.458869 0.648535 0.598550 0.132 Uiso 1 1 calc R U . . .
H21B H 0.348980 0.703215 0.562732 0.132 Uiso 1 1 calc R U . . .
H21C H 0.344237 0.591550 0.569674 0.132 Uiso 1 1 calc R U . . .
C22 C 0.4571(5) 0.6351(3) 0.5015(2) 0.0571(11) Uani 1 1 d . . . . .
C23 C 0.5878(5) 0.6322(4) 0.5032(2) 0.0675(14) Uani 1 1 d . . . . .
H23 H 0.631349 0.638449 0.542998 0.081 Uiso 1 1 calc R U . . .
C24 C 0.6520(5) 0.6209(4) 0.4495(3) 0.0614(12) Uani 1 1 d . . . . .
C25 C 0.7913(6) 0.6189(7) 0.4589(4) 0.098(2) 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 O6 2.353(3) . ?
Eu1 O4 2.354(3) . ?
Eu1 O5 2.357(3) . ?
Eu1 O2 2.385(3) . ?
Eu1 O3 2.386(3) . ?
Eu1 O1 2.392(3) . ?
Eu1 N1 2.542(3) . ?
Eu1 N3 2.606(3) . ?
S1 C10 1.703(5) . ?
S1 C9 1.708(5) . ?
F1 C15 1.309(10) . ?
F2 C15 1.294(10) . ?
F3 C15 1.300(11) . ?
F4 C20 1.298(10) . ?
F5 C20 1.267(9) . ?
F6 C20 1.292(8) . ?
F7 C25 1.176(9) . ?
F8 C25 1.359(12) . ?
F9 C25 1.254(9) . ?
O1 C12 1.243(7) . ?
O2 C14 1.267(7) . ?
O3 C19 1.274(6) . ?
O4 C17 1.254(6) . ?
O5 C22 1.244(6) . ?
O6 C24 1.260(6) . ?
N1 C7 1.317(5) . ?
N1 C1 1.393(5) . ?
N2 C7 1.345(5) . ?
N2 C6 1.376(7) . ?
N2 H2 0.8600 . ?
N3 C10 1.295(6) . ?
N3 C8 1.380(5) . ?
C1 C6 1.381(6) . ?
C1 C2 1.393(6) . ?
C2 C3 1.383(7) . ?
C2 H2A 0.9300 . ?
C3 C4 1.374(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.369(9) . ?
C4 H4 0.9300 . ?
C5 C6 1.381(7) . ?
C5 H5 0.9300 . ?
C7 C8 1.445(6) . ?
C8 C9 1.351(6) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.545(10) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.409(11) . ?
C13 C14 1.368(11) . ?
C13 H13 0.9300 . ?
C14 C15 1.506(11) . ?
C16 C17 1.507(8) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.406(9) . ?
C18 C19 1.366(8) . ?
C18 H18 0.9300 . ?
C19 C20 1.502(9) . ?
C21 C22 1.481(7) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C23 1.420(8) . ?
C23 C24 1.356(7) . ?
C23 H23 0.9300 . ?
C24 C25 1.516(8) . ?

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
O6 Eu1 O4 76.76(14) . . ?
O6 Eu1 O5 72.10(12) . . ?
O4 Eu1 O5 90.55(12) . . ?
O6 Eu1 O2 149.60(12) . . ?
O4 Eu1 O2 101.95(13) . . ?
O5 Eu1 O2 138.07(12) . . ?
O6 Eu1 O3 131.73(11) . . ?
O4 Eu1 O3 71.83(12) . . ?
O5 Eu1 O3 72.51(11) . . ?
O2 Eu1 O3 73.81(12) . . ?
O6 Eu1 O1 79.74(13) . . ?
O4 Eu1 O1 76.09(13) . . ?
O5 Eu1 O1 150.99(13) . . ?
O2 Eu1 O1 70.65(14) . . ?
O3 Eu1 O1 124.98(13) . . ?
O6 Eu1 N1 80.85(12) . . ?
O4 Eu1 N1 146.82(12) . . ?
O5 Eu1 N1 105.55(11) . . ?
O2 Eu1 N1 85.39(11) . . ?
O3 Eu1 N1 140.38(11) . . ?
O1 Eu1 N1 76.05(12) . . ?
O6 Eu1 N3 122.70(13) . . ?
O4 Eu1 N3 148.91(12) . . ?
O5 Eu1 N3 75.36(11) . . ?
O2 Eu1 N3 73.57(12) . . ?
O3 Eu1 N3 77.49(12) . . ?
O1 Eu1 N3 127.79(12) . . ?
N1 Eu1 N3 64.26(11) . . ?
C10 S1 C9 89.7(2) . . ?
C12 O1 Eu1 135.2(4) . . ?
C14 O2 Eu1 129.3(4) . . ?
C19 O3 Eu1 125.2(3) . . ?
C17 O4 Eu1 130.6(4) . . ?
C22 O5 Eu1 136.4(3) . . ?
C24 O6 Eu1 131.0(3) . . ?
C7 N1 C1 104.6(3) . . ?
C7 N1 Eu1 118.7(3) . . ?
C1 N1 Eu1 135.8(3) . . ?
C7 N2 C6 107.4(4) . . ?
C7 N2 H2 126.3 . . ?
C6 N2 H2 126.3 . . ?
C10 N3 C8 111.1(4) . . ?
C10 N3 Eu1 130.7(3) . . ?
C8 N3 Eu1 116.7(3) . . ?
C6 C1 N1 109.8(4) . . ?
C6 C1 C2 119.6(4) . . ?
N1 C1 C2 130.7(4) . . ?
C3 C2 C1 117.0(5) . . ?
C3 C2 H2A 121.5 . . ?
C1 C2 H2A 121.5 . . ?
C4 C3 C2 122.6(5) . . ?
C4 C3 H3 118.7 . . ?
C2 C3 H3 118.7 . . ?
C5 C4 C3 120.8(5) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C4 C5 C6 117.1(6) . . ?
C4 C5 H5 121.5 . . ?
C6 C5 H5 121.5 . . ?
N2 C6 C1 105.4(4) . . ?
N2 C6 C5 131.6(5) . . ?
C1 C6 C5 123.0(5) . . ?
N1 C7 N2 112.8(4) . . ?
N1 C7 C8 121.3(4) . . ?
N2 C7 C8 125.8(4) . . ?
C9 C8 N3 114.5(4) . . ?
C9 C8 C7 129.4(4) . . ?
N3 C8 C7 116.1(4) . . ?
C8 C9 S1 110.0(4) . . ?
C8 C9 H9 125.0 . . ?
S1 C9 H9 125.0 . . ?
N3 C10 S1 114.6(4) . . ?
N3 C10 H10 122.7 . . ?
S1 C10 H10 122.7 . . ?
C12 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C12 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O1 C12 C13 123.5(6) . . ?
O1 C12 C11 116.9(8) . . ?
C13 C12 C11 119.5(6) . . ?
C14 C13 C12 122.9(5) . . ?
C14 C13 H13 118.6 . . ?
C12 C13 H13 118.6 . . ?
O2 C14 C13 128.0(6) . . ?
O2 C14 C15 113.2(7) . . ?
C13 C14 C15 118.8(6) . . ?
F2 C15 F3 107.2(12) . . ?
F2 C15 F1 105.5(7) . . ?
F3 C15 F1 105.7(8) . . ?
F2 C15 C14 111.4(7) . . ?
F3 C15 C14 111.4(7) . . ?
F1 C15 C14 115.2(10) . . ?
C17 C16 H16A 109.5 . . ?
C17 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C17 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O4 C17 C18 123.0(5) . . ?
O4 C17 C16 117.2(6) . . ?
C18 C17 C16 119.8(5) . . ?
C19 C18 C17 124.2(5) . . ?
C19 C18 H18 117.9 . . ?
C17 C18 H18 117.9 . . ?
O3 C19 C18 127.6(5) . . ?
O3 C19 C20 115.2(5) . . ?
C18 C19 C20 117.2(5) . . ?
F5 C20 F6 106.7(8) . . ?
F5 C20 F4 106.5(9) . . ?
F6 C20 F4 105.2(7) . . ?
F5 C20 C19 111.9(6) . . ?
F6 C20 C19 115.8(7) . . ?
F4 C20 C19 110.1(6) . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C22 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O5 C22 C23 122.7(5) . . ?
O5 C22 C21 119.2(5) . . ?
C23 C22 C21 118.1(5) . . ?
C24 C23 C22 123.0(5) . . ?
C24 C23 H23 118.5 . . ?
C22 C23 H23 118.5 . . ?
O6 C24 C23 129.5(5) . . ?
O6 C24 C25 113.4(5) . . ?
C23 C24 C25 117.0(5) . . ?
F7 C25 F9 112.8(8) . . ?
F7 C25 F8 99.5(9) . . ?
F9 C25 F8 95.5(8) . . ?
F7 C25 C24 118.3(6) . . ?
F9 C25 C24 117.2(7) . . ?
F8 C25 C24 109.1(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 N1 C1 C6 0.5(5) . . . . ?
Eu1 N1 C1 C6 -168.4(3) . . . . ?
C7 N1 C1 C2 -178.8(5) . . . . ?
Eu1 N1 C1 C2 12.3(8) . . . . ?
C6 C1 C2 C3 1.2(8) . . . . ?
N1 C1 C2 C3 -179.6(5) . . . . ?
C1 C2 C3 C4 -0.7(10) . . . . ?
C2 C3 C4 C5 -0.7(12) . . . . ?
C3 C4 C5 C6 1.5(12) . . . . ?
C7 N2 C6 C1 -0.1(6) . . . . ?
C7 N2 C6 C5 179.4(7) . . . . ?
N1 C1 C6 N2 -0.3(6) . . . . ?
C2 C1 C6 N2 179.1(5) . . . . ?
N1 C1 C6 C5 -179.7(6) . . . . ?
C2 C1 C6 C5 -0.4(9) . . . . ?
C4 C5 C6 N2 179.7(7) . . . . ?
C4 C5 C6 C1 -1.0(10) . . . . ?
C1 N1 C7 N2 -0.5(5) . . . . ?
Eu1 N1 C7 N2 170.6(3) . . . . ?
C1 N1 C7 C8 176.5(4) . . . . ?
Eu1 N1 C7 C8 -12.3(5) . . . . ?
C6 N2 C7 N1 0.4(6) . . . . ?
C6 N2 C7 C8 -176.5(5) . . . . ?
C10 N3 C8 C9 0.3(6) . . . . ?
Eu1 N3 C8 C9 -167.2(4) . . . . ?
C10 N3 C8 C7 -178.0(4) . . . . ?
Eu1 N3 C8 C7 14.6(5) . . . . ?
N1 C7 C8 C9 -179.9(5) . . . . ?
N2 C7 C8 C9 -3.2(8) . . . . ?
N1 C7 C8 N3 -1.9(6) . . . . ?
N2 C7 C8 N3 174.7(4) . . . . ?
N3 C8 C9 S1 -0.4(6) . . . . ?
C7 C8 C9 S1 177.5(4) . . . . ?
C10 S1 C9 C8 0.4(5) . . . . ?
C8 N3 C10 S1 0.0(5) . . . . ?
Eu1 N3 C10 S1 165.2(2) . . . . ?
C9 S1 C10 N3 -0.2(5) . . . . ?
Eu1 O1 C12 C13 15.5(10) . . . . ?
Eu1 O1 C12 C11 -164.1(5) . . . . ?
O1 C12 C13 C14 8.4(11) . . . . ?
C11 C12 C13 C14 -172.0(7) . . . . ?
Eu1 O2 C14 C13 -29.9(9) . . . . ?
Eu1 O2 C14 C15 151.9(5) . . . . ?
C12 C13 C14 O2 -0.3(11) . . . . ?
C12 C13 C14 C15 177.9(7) . . . . ?
O2 C14 C15 F2 63.9(11) . . . . ?
C13 C14 C15 F2 -114.6(10) . . . . ?
O2 C14 C15 F3 -55.7(10) . . . . ?
C13 C14 C15 F3 125.9(9) . . . . ?
O2 C14 C15 F1 -176.0(7) . . . . ?
C13 C14 C15 F1 5.5(11) . . . . ?
Eu1 O4 C17 C18 -27.3(9) . . . . ?
Eu1 O4 C17 C16 155.4(5) . . . . ?
O4 C17 C18 C19 -7.7(11) . . . . ?
C16 C17 C18 C19 169.5(7) . . . . ?
Eu1 O3 C19 C18 29.6(8) . . . . ?
Eu1 O3 C19 C20 -150.4(5) . . . . ?
C17 C18 C19 O3 5.2(11) . . . . ?
C17 C18 C19 C20 -174.8(6) . . . . ?
O3 C19 C20 F5 45.6(10) . . . . ?
C18 C19 C20 F5 -134.4(8) . . . . ?
O3 C19 C20 F6 168.2(7) . . . . ?
C18 C19 C20 F6 -11.8(10) . . . . ?
O3 C19 C20 F4 -72.7(8) . . . . ?
C18 C19 C20 F4 107.4(8) . . . . ?
Eu1 O5 C22 C23 -17.0(8) . . . . ?
Eu1 O5 C22 C21 162.5(4) . . . . ?
O5 C22 C23 C24 -2.0(9) . . . . ?
C21 C22 C23 C24 178.6(6) . . . . ?
Eu1 O6 C24 C23 18.7(9) . . . . ?
Eu1 O6 C24 C25 -161.2(5) . . . . ?
C22 C23 C24 O6 0.3(10) . . . . ?
C22 C23 C24 C25 -179.8(6) . . . . ?
O6 C24 C25 F7 29.1(13) . . . . ?
C23 C24 C25 F7 -150.8(10) . . . . ?
O6 C24 C25 F9 169.5(9) . . . . ?
C23 C24 C25 F9 -10.4(12) . . . . ?
O6 C24 C25 F8 -83.5(8) . . . . ?
C23 C24 C25 F8 96.6(9) . . . . ?

_refine_diff_density_max         1.094
_refine_diff_density_min         -0.726
_refine_diff_density_rms         0.087

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Water/ethanol'
####################################################################### 
# 
# 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_Eu2
_database_code_depnum_ccdc_archive 'CCDC 2178686'
loop_
_audit_author_name
_audit_author_address
'Paul R Raithby'
;Department of Chemistry, University of Bath
United Kingdom
;
_audit_update_record             
;
2022-06-13 deposited with the CCDC.	2022-08-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H10 Eu F18 N3 O6 S'
_chemical_formula_weight         974.38

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'

_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                   9.7200(19)
_cell_length_b                   12.770(3)
_cell_length_c                   14.300(3)
_cell_angle_alpha                82.80(3)
_cell_angle_beta                 76.70(3)
_cell_angle_gamma                83.90(3)
_cell_volume                     1708.2(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    297(2)
_cell_measurement_reflns_used    9917
_cell_measurement_theta_min      3
_cell_measurement_theta_max      60

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.894
_exptl_crystal_F_000             940
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200

_exptl_absorpt_coefficient_mu    2.038
_shelx_estimated_absorpt_T_min   0.686
_shelx_estimated_absorpt_T_max   0.686
_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_correction_T_min  0.6
_exptl_absorpt_correction_T_max  0.6
_exptl_absorpt_process_details   ?
_diffrn_ambient_temperature      297(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed x-ray tube'
_diffrn_measurement_device_type  'stoe ipds ii'
_diffrn_measurement_method       'w scan'
_diffrn_detector_area_resol_mean 6.67

_diffrn_reflns_number            19762
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.590
_diffrn_reflns_theta_max         29.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             9917
_reflns_number_gt                8086
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0779P)²+1.5500P] 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-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0048(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         9917
_refine_ls_number_parameters     488
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0484
_refine_ls_wR_factor_ref         0.1379
_refine_ls_wR_factor_gt          0.1256
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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_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
Eu1 Eu 0.51245(2) 0.26326(2) 0.69869(2) 0.04770(9) Uani 1 1 d . . . . .
S1 S 0.48830(17) 0.26999(12) 0.34386(10) 0.0717(3) Uani 1 1 d . . . . .
F1 F 0.9917(9) 0.3585(10) 0.6842(8) 0.252(6) Uani 1 1 d . . . . .
F2 F 1.0048(7) 0.3882(6) 0.5456(8) 0.215(5) Uani 1 1 d . . . . .
F3 F 1.1137(5) 0.2603(5) 0.6038(8) 0.194(4) Uani 1 1 d . . . . .
F4 F 0.9460(5) -0.0693(4) 0.6106(6) 0.159(3) Uani 1 1 d . . . . .
F5 F 0.7497(10) -0.0897(4) 0.7047(5) 0.180(3) Uani 1 1 d . . . . .
F6 F 0.7634(7) -0.0727(4) 0.5598(5) 0.141(2) Uani 1 1 d . . . . .
F7 F 0.3212(6) -0.0875(3) 0.7537(5) 0.1273(19) Uani 1 1 d . . . . .
F8 F 0.2156(6) -0.0059(4) 0.6532(3) 0.1079(14) Uani 1 1 d . . . . .
F9 F 0.1039(6) -0.0426(4) 0.7965(4) 0.140(2) Uani 1 1 d . . . . .
F10 F 0.2309(12) 0.2770(11) 1.0303(5) 0.256(7) Uani 1 1 d . . . . .
F11 F 0.0811(13) 0.3431(7) 0.9659(6) 0.245(6) Uani 1 1 d . . . . .
F12 F 0.0661(8) 0.1928(5) 1.0333(4) 0.166(3) Uani 1 1 d . . . . .
F13 F 0.7821(17) 0.1285(9) 1.0097(10) 0.299(8) Uani 1 1 d . . . . .
F14 F 0.6195(11) 0.0606(11) 1.0017(11) 0.319(10) Uani 1 1 d . . . . .
F15 F 0.794(2) 0.0467(12) 0.9133(10) 0.324(10) Uani 1 1 d . . . . .
F16 F 0.7123(13) 0.4965(6) 0.9489(6) 0.221(5) Uani 1 1 d . . . . .
F17 F 0.5679(10) 0.5692(6) 0.8709(7) 0.194(4) Uani 1 1 d . . . . .
F18 F 0.7692(12) 0.5399(7) 0.7991(7) 0.208(4) Uani 1 1 d . . . . .
O1 O 0.7527(3) 0.3086(3) 0.6196(3) 0.0600(8) Uani 1 1 d . . . . .
O2 O 0.6522(3) 0.1112(3) 0.6324(3) 0.0646(8) Uani 1 1 d . . . . .
O3 O 0.3605(3) 0.1325(3) 0.7067(2) 0.0571(7) Uani 1 1 d . . . . .
O4 O 0.3267(4) 0.2750(3) 0.8392(3) 0.0654(9) Uani 1 1 d . . . . .
O5 O 0.5834(4) 0.3955(3) 0.7787(3) 0.0682(9) Uani 1 1 d . . . . .
O6 O 0.6172(4) 0.1744(3) 0.8218(3) 0.0727(9) Uani 1 1 d . . . . .
N1 N 0.3633(4) 0.4245(3) 0.6503(3) 0.0486(7) Uani 1 1 d . . . . .
N2 N 0.4866(4) 0.2827(3) 0.5202(3) 0.0533(8) Uani 1 1 d . . . . .
N3 N 0.2651(4) 0.5339(3) 0.5443(3) 0.0542(8) Uani 1 1 d . . . . .
H3 H 0.243596 0.559107 0.490353 0.065 Uiso 1 1 calc R U . . .
C1 C 0.2841(4) 0.5091(3) 0.6975(3) 0.0526(9) Uani 1 1 d . . . . .
C2 C 0.2613(6) 0.5294(4) 0.7934(4) 0.0677(13) Uani 1 1 d . . . . .
H2 H 0.300716 0.484339 0.838321 0.081 Uiso 1 1 calc R U . . .
C3 C 0.1771(7) 0.6202(5) 0.8182(5) 0.0818(17) Uani 1 1 d . . . . .
H3A H 0.161438 0.637394 0.881246 0.098 Uiso 1 1 calc R U . . .
C4 C 0.1142(7) 0.6874(5) 0.7516(5) 0.0821(17) Uani 1 1 d . . . . .
H4 H 0.056483 0.746678 0.772159 0.099 Uiso 1 1 calc R U . . .
C5 C 0.1356(6) 0.6679(4) 0.6570(5) 0.0741(14) Uani 1 1 d . . . . .
H5 H 0.094390 0.712424 0.612606 0.089 Uiso 1 1 calc R U . . .
C6 C 0.2228(5) 0.5773(3) 0.6312(4) 0.0568(10) Uani 1 1 d . . . . .
C7 C 0.3471(4) 0.4440(3) 0.5606(3) 0.0464(8) Uani 1 1 d . . . . .
C8 C 0.4098(4) 0.3715(3) 0.4881(3) 0.0465(8) Uani 1 1 d . . . . .
C9 C 0.3996(5) 0.3781(4) 0.3946(4) 0.0591(10) Uani 1 1 d . . . . .
H9 H 0.351584 0.433271 0.363105 0.071 Uiso 1 1 calc R U . . .
C10 C 0.5316(6) 0.2228(4) 0.4505(4) 0.0655(12) Uani 1 1 d . . . . .
H10 H 0.584086 0.158321 0.458621 0.079 Uiso 1 1 calc R U . . .
C11 C 0.8119(7) -0.0398(5) 0.6280(7) 0.0865(19) Uani 1 1 d . . . . .
C12 C 0.7787(5) 0.0803(4) 0.6289(4) 0.0642(12) Uani 1 1 d . . . . .
C13 C 0.8886(5) 0.1436(4) 0.6264(5) 0.0724(14) Uani 1 1 d . . . . .
H13 H 0.978252 0.111434 0.629058 0.087 Uiso 1 1 calc R U . . .
C14 C 0.8675(5) 0.2516(4) 0.6202(4) 0.0607(11) Uani 1 1 d . . . . .
C15 C 0.9957(6) 0.3128(5) 0.6095(6) 0.0847(18) Uani 1 1 d . . . . .
C16 C 0.2242(6) -0.0127(4) 0.7443(4) 0.0695(13) Uani 1 1 d . . . . .
C17 C 0.2634(4) 0.0912(3) 0.7694(3) 0.0496(8) Uani 1 1 d . . . . .
C18 C 0.1947(6) 0.1275(4) 0.8563(4) 0.0649(12) Uani 1 1 d . . . . .
H18 H 0.122435 0.090571 0.896748 0.078 Uiso 1 1 calc R U . . .
C19 C 0.2327(5) 0.2184(4) 0.8835(3) 0.0612(11) Uani 1 1 d . . . . .
C20 C 0.1499(12) 0.2547(7) 0.9795(6) 0.120(4) Uani 1 1 d . . . . .
C21 C 0.6747(14) 0.4984(8) 0.8696(8) 0.123(3) Uani 1 1 d . . . . .
C22 C 0.6411(8) 0.3919(6) 0.8481(5) 0.0836(17) Uani 1 1 d . . . . .
C23 C 0.6794(11) 0.3022(7) 0.9057(6) 0.109(3) Uani 1 1 d . . . . .
H23 H 0.717641 0.310899 0.957931 0.131 Uiso 1 1 calc R U . . .
C24 C 0.6627(7) 0.2008(6) 0.8879(5) 0.0848(17) Uani 1 1 d . . . . .
C25 C 0.7083(12) 0.1101(10) 0.9555(8) 0.125(3) 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 O3 2.320(3) . ?
Eu1 O6 2.345(4) . ?
Eu1 O4 2.381(3) . ?
Eu1 O5 2.394(4) . ?
Eu1 O2 2.413(3) . ?
Eu1 O1 2.444(3) . ?
Eu1 N1 2.508(4) . ?
Eu1 N2 2.601(4) . ?
S1 C10 1.697(6) . ?
S1 C9 1.699(5) . ?
F1 C15 1.271(11) . ?
F2 C15 1.237(9) . ?
F3 C15 1.256(8) . ?
F4 C11 1.294(8) . ?
F5 C11 1.255(9) . ?
F6 C11 1.305(10) . ?
F7 C16 1.286(8) . ?
F8 C16 1.317(8) . ?
F9 C16 1.300(7) . ?
F10 C20 1.261(15) . ?
F11 C20 1.267(13) . ?
F12 C20 1.255(9) . ?
F13 C25 1.228(13) . ?
F14 C25 1.153(13) . ?
F15 C25 1.207(16) . ?
F16 C21 1.265(11) . ?
F17 C21 1.300(14) . ?
F18 C21 1.298(13) . ?
O1 C14 1.267(6) . ?
O2 C12 1.242(6) . ?
O3 C17 1.253(5) . ?
O4 C19 1.232(6) . ?
O5 C22 1.242(7) . ?
O6 C24 1.228(8) . ?
N1 C7 1.318(6) . ?
N1 C1 1.408(5) . ?
N2 C10 1.299(6) . ?
N2 C8 1.379(6) . ?
N3 C7 1.353(5) . ?
N3 C6 1.383(6) . ?
N3 H3 0.8600 . ?
C1 C2 1.390(7) . ?
C1 C6 1.397(7) . ?
C2 C3 1.382(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.402(10) . ?
C3 H3A 0.9300 . ?
C4 C5 1.370(9) . ?
C4 H4 0.9300 . ?
C5 C6 1.396(6) . ?
C5 H5 0.9300 . ?
C7 C8 1.460(5) . ?
C8 C9 1.355(6) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.536(8) . ?
C12 C13 1.398(7) . ?
C13 C14 1.367(7) . ?
C13 H13 0.9300 . ?
C14 C15 1.509(7) . ?
C16 C17 1.524(7) . ?
C17 C18 1.379(6) . ?
C18 C19 1.381(7) . ?
C18 H18 0.9300 . ?
C19 C20 1.523(7) . ?
C21 C22 1.516(11) . ?
C22 C23 1.393(11) . ?
C23 C24 1.384(11) . ?
C23 H23 0.9300 . ?
C24 C25 1.509(11) . ?

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 Eu1 O6 93.87(14) . . ?
O3 Eu1 O4 71.04(11) . . ?
O6 Eu1 O4 77.08(15) . . ?
O3 Eu1 O5 147.45(12) . . ?
O6 Eu1 O5 72.85(14) . . ?
O4 Eu1 O5 76.98(13) . . ?
O3 Eu1 O2 72.11(11) . . ?
O6 Eu1 O2 73.80(15) . . ?
O4 Eu1 O2 130.60(13) . . ?
O5 Eu1 O2 128.52(13) . . ?
O3 Eu1 O1 140.25(11) . . ?
O6 Eu1 O1 85.19(13) . . ?
O4 Eu1 O1 145.61(13) . . ?
O5 Eu1 O1 69.66(13) . . ?
O2 Eu1 O1 69.50(11) . . ?
O3 Eu1 N1 100.59(12) . . ?
O6 Eu1 N1 145.19(13) . . ?
O4 Eu1 N1 78.00(13) . . ?
O5 Eu1 N1 78.13(13) . . ?
O2 Eu1 N1 140.83(13) . . ?
O1 Eu1 N1 102.49(11) . . ?
O3 Eu1 N2 79.79(12) . . ?
O6 Eu1 N2 149.48(13) . . ?
O4 Eu1 N2 127.06(13) . . ?
O5 Eu1 N2 126.19(13) . . ?
O2 Eu1 N2 75.86(13) . . ?
O1 Eu1 N2 81.27(12) . . ?
N1 Eu1 N2 64.98(11) . . ?
C10 S1 C9 89.9(2) . . ?
C14 O1 Eu1 127.4(3) . . ?
C12 O2 Eu1 130.5(3) . . ?
C17 O3 Eu1 136.3(3) . . ?
C19 O4 Eu1 135.2(3) . . ?
C22 O5 Eu1 133.6(4) . . ?
C24 O6 Eu1 135.6(4) . . ?
C7 N1 C1 104.5(4) . . ?
C7 N1 Eu1 120.1(3) . . ?
C1 N1 Eu1 135.5(3) . . ?
C10 N2 C8 109.5(4) . . ?
C10 N2 Eu1 132.6(4) . . ?
C8 N2 Eu1 117.9(3) . . ?
C7 N3 C6 106.6(4) . . ?
C7 N3 H3 126.7 . . ?
C6 N3 H3 126.7 . . ?
C2 C1 C6 120.9(4) . . ?
C2 C1 N1 130.0(5) . . ?
C6 C1 N1 109.0(4) . . ?
C3 C2 C1 116.3(6) . . ?
C3 C2 H2 121.8 . . ?
C1 C2 H2 121.8 . . ?
C2 C3 C4 122.3(6) . . ?
C2 C3 H3A 118.8 . . ?
C4 C3 H3A 118.8 . . ?
C5 C4 C3 121.8(5) . . ?
C5 C4 H4 119.1 . . ?
C3 C4 H4 119.1 . . ?
C4 C5 C6 116.1(6) . . ?
C4 C5 H5 122.0 . . ?
C6 C5 H5 122.0 . . ?
N3 C6 C5 131.4(5) . . ?
N3 C6 C1 106.1(4) . . ?
C5 C6 C1 122.5(5) . . ?
N1 C7 N3 113.9(4) . . ?
N1 C7 C8 121.6(4) . . ?
N3 C7 C8 124.5(4) . . ?
C9 C8 N2 115.6(4) . . ?
C9 C8 C7 129.0(4) . . ?
N2 C8 C7 115.4(4) . . ?
C8 C9 S1 109.5(4) . . ?
C8 C9 H9 125.3 . . ?
S1 C9 H9 125.3 . . ?
N2 C10 S1 115.5(4) . . ?
N2 C10 H10 122.2 . . ?
S1 C10 H10 122.2 . . ?
F5 C11 F4 110.0(8) . . ?
F5 C11 F6 104.9(7) . . ?
F4 C11 F6 105.8(7) . . ?
F5 C11 C12 111.9(6) . . ?
F4 C11 C12 113.8(5) . . ?
F6 C11 C12 110.0(6) . . ?
O2 C12 C13 126.5(5) . . ?
O2 C12 C11 114.5(5) . . ?
C13 C12 C11 119.0(5) . . ?
C14 C13 C12 121.6(5) . . ?
C14 C13 H13 119.2 . . ?
C12 C13 H13 119.2 . . ?
O1 C14 C13 128.0(5) . . ?
O1 C14 C15 114.6(5) . . ?
C13 C14 C15 117.4(5) . . ?
F2 C15 F3 110.1(8) . . ?
F2 C15 F1 101.9(9) . . ?
F3 C15 F1 99.5(8) . . ?
F2 C15 C14 114.2(6) . . ?
F3 C15 C14 117.2(6) . . ?
F1 C15 C14 112.0(7) . . ?
F7 C16 F9 108.4(6) . . ?
F7 C16 F8 105.3(6) . . ?
F9 C16 F8 107.2(6) . . ?
F7 C16 C17 110.8(5) . . ?
F9 C16 C17 113.5(5) . . ?
F8 C16 C17 111.2(5) . . ?
O3 C17 C18 127.6(4) . . ?
O3 C17 C16 113.6(4) . . ?
C18 C17 C16 118.8(4) . . ?
C17 C18 C19 120.3(4) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 H18 119.9 . . ?
O4 C19 C18 127.8(4) . . ?
O4 C19 C20 115.0(5) . . ?
C18 C19 C20 117.2(5) . . ?
F12 C20 F10 106.2(10) . . ?
F12 C20 F11 108.0(10) . . ?
F10 C20 F11 101.7(9) . . ?
F12 C20 C19 117.5(6) . . ?
F10 C20 C19 111.8(9) . . ?
F11 C20 C19 110.4(9) . . ?
F16 C21 F18 110.3(10) . . ?
F16 C21 F17 107.1(11) . . ?
F18 C21 F17 101.3(11) . . ?
F16 C21 C22 114.3(9) . . ?
F18 C21 C22 110.8(9) . . ?
F17 C21 C22 112.2(9) . . ?
O5 C22 C23 127.5(6) . . ?
O5 C22 C21 114.7(7) . . ?
C23 C22 C21 117.8(7) . . ?
C24 C23 C22 122.3(7) . . ?
C24 C23 H23 118.8 . . ?
C22 C23 H23 118.8 . . ?
O6 C24 C23 127.7(6) . . ?
O6 C24 C25 114.9(8) . . ?
C23 C24 C25 117.3(8) . . ?
F14 C25 F15 104.8(16) . . ?
F14 C25 F13 106.9(13) . . ?
F15 C25 F13 96.0(13) . . ?
F14 C25 C24 116.2(9) . . ?
F15 C25 C24 112.3(10) . . ?
F13 C25 C24 118.1(11) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 N1 C1 C2 179.1(5) . . . . ?
Eu1 N1 C1 C2 -1.1(7) . . . . ?
C7 N1 C1 C6 -0.2(5) . . . . ?
Eu1 N1 C1 C6 179.6(3) . . . . ?
C6 C1 C2 C3 -0.6(8) . . . . ?
N1 C1 C2 C3 -179.8(5) . . . . ?
C1 C2 C3 C4 1.6(9) . . . . ?
C2 C3 C4 C5 -1.5(11) . . . . ?
C3 C4 C5 C6 0.3(9) . . . . ?
C7 N3 C6 C5 -178.5(5) . . . . ?
C7 N3 C6 C1 0.2(5) . . . . ?
C4 C5 C6 N3 179.3(5) . . . . ?
C4 C5 C6 C1 0.7(8) . . . . ?
C2 C1 C6 N3 -179.4(4) . . . . ?
N1 C1 C6 N3 0.0(5) . . . . ?
C2 C1 C6 C5 -0.6(7) . . . . ?
N1 C1 C6 C5 178.8(5) . . . . ?
C1 N1 C7 N3 0.3(5) . . . . ?
Eu1 N1 C7 N3 -179.4(2) . . . . ?
C1 N1 C7 C8 -177.8(3) . . . . ?
Eu1 N1 C7 C8 2.4(5) . . . . ?
C6 N3 C7 N1 -0.4(5) . . . . ?
C6 N3 C7 C8 177.8(4) . . . . ?
C10 N2 C8 C9 -0.9(5) . . . . ?
Eu1 N2 C8 C9 179.9(3) . . . . ?
C10 N2 C8 C7 177.4(4) . . . . ?
Eu1 N2 C8 C7 -1.9(4) . . . . ?
N1 C7 C8 C9 177.7(4) . . . . ?
N3 C7 C8 C9 -0.3(7) . . . . ?
N1 C7 C8 N2 -0.3(5) . . . . ?
N3 C7 C8 N2 -178.3(4) . . . . ?
N2 C8 C9 S1 0.2(5) . . . . ?
C7 C8 C9 S1 -177.8(3) . . . . ?
C10 S1 C9 C8 0.5(4) . . . . ?
C8 N2 C10 S1 1.3(5) . . . . ?
Eu1 N2 C10 S1 -179.6(2) . . . . ?
C9 S1 C10 N2 -1.1(4) . . . . ?
Eu1 O2 C12 C13 -28.0(9) . . . . ?
Eu1 O2 C12 C11 151.7(5) . . . . ?
F5 C11 C12 O2 -63.9(9) . . . . ?
F4 C11 C12 O2 170.7(7) . . . . ?
F6 C11 C12 O2 52.2(8) . . . . ?
F5 C11 C12 C13 115.8(8) . . . . ?
F4 C11 C12 C13 -9.6(11) . . . . ?
F6 C11 C12 C13 -128.1(7) . . . . ?
O2 C12 C13 C14 -5.1(11) . . . . ?
C11 C12 C13 C14 175.3(7) . . . . ?
Eu1 O1 C14 C13 30.3(9) . . . . ?
Eu1 O1 C14 C15 -151.7(4) . . . . ?
C12 C13 C14 O1 2.9(11) . . . . ?
C12 C13 C14 C15 -175.0(6) . . . . ?
O1 C14 C15 F2 -45.0(11) . . . . ?
C13 C14 C15 F2 133.2(9) . . . . ?
O1 C14 C15 F3 -175.9(8) . . . . ?
C13 C14 C15 F3 2.4(12) . . . . ?
O1 C14 C15 F1 70.2(10) . . . . ?
C13 C14 C15 F1 -111.6(10) . . . . ?
Eu1 O3 C17 C18 13.6(8) . . . . ?
Eu1 O3 C17 C16 -164.4(4) . . . . ?
F7 C16 C17 O3 73.0(7) . . . . ?
F9 C16 C17 O3 -164.8(6) . . . . ?
F8 C16 C17 O3 -43.7(7) . . . . ?
F7 C16 C17 C18 -105.2(6) . . . . ?
F9 C16 C17 C18 17.0(8) . . . . ?
F8 C16 C17 C18 138.1(6) . . . . ?
O3 C17 C18 C19 -1.3(9) . . . . ?
C16 C17 C18 C19 176.6(5) . . . . ?
Eu1 O4 C19 C18 -8.1(10) . . . . ?
Eu1 O4 C19 C20 172.0(6) . . . . ?
C17 C18 C19 O4 -1.1(10) . . . . ?
C17 C18 C19 C20 178.8(7) . . . . ?
O4 C19 C20 F12 -170.9(10) . . . . ?
C18 C19 C20 F12 9.2(15) . . . . ?
O4 C19 C20 F10 -47.7(13) . . . . ?
C18 C19 C20 F10 132.3(9) . . . . ?
O4 C19 C20 F11 64.7(13) . . . . ?
C18 C19 C20 F11 -115.2(10) . . . . ?
Eu1 O5 C22 C23 -2.6(12) . . . . ?
Eu1 O5 C22 C21 176.2(6) . . . . ?
F16 C21 C22 O5 169.3(10) . . . . ?
F18 C21 C22 O5 -65.3(13) . . . . ?
F17 C21 C22 O5 47.1(13) . . . . ?
F16 C21 C22 C23 -11.8(16) . . . . ?
F18 C21 C22 C23 113.6(11) . . . . ?
F17 C21 C22 C23 -134.0(10) . . . . ?
O5 C22 C23 C24 3.4(15) . . . . ?
C21 C22 C23 C24 -175.3(9) . . . . ?
Eu1 O6 C24 C23 -7.4(13) . . . . ?
Eu1 O6 C24 C25 174.1(6) . . . . ?
C22 C23 C24 O6 1.6(15) . . . . ?
C22 C23 C24 C25 180.0(9) . . . . ?
O6 C24 C25 F14 -66.4(18) . . . . ?
C23 C24 C25 F14 115.0(16) . . . . ?
O6 C24 C25 F15 54.3(17) . . . . ?
C23 C24 C25 F15 -124.3(16) . . . . ?
O6 C24 C25 F13 164.5(14) . . . . ?
C23 C24 C25 F13 -14.1(19) . . . . ?

_refine_diff_density_max         1.097
_refine_diff_density_min         -0.795
_refine_diff_density_rms         0.114



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Water/ethanol'
