# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_n150601c
_database_code_depnum_ccdc_archive 'CCDC 1551529'
_audit_update_record             
;
2017-05-22 deposited with the CCDC.
2017-09-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H8 Cl6 Eu2 O13'
_chemical_formula_weight         1020.92

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'
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'
Cl Cl 0.1484 0.1585 '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/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   7.7876(4)
_cell_length_b                   33.2606(15)
_cell_length_c                   11.3796(5)
_cell_angle_alpha                90
_cell_angle_beta                 101.1520(10)
_cell_angle_gamma                90
_cell_volume                     2891.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    8585
_cell_measurement_theta_min      2.20
_cell_measurement_theta_max      28.32

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_density_meas      NONE
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.345
_exptl_crystal_F_000             1936
_exptl_transmission_factor_min   0.411
_exptl_transmission_factor_max   0.439
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    4.920
_shelx_estimated_absorpt_T_min   0.411
_shelx_estimated_absorpt_T_max   0.439
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21493
_diffrn_reflns_av_unetI/netI     0.0365
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -44
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.924
_diffrn_reflns_theta_max         28.348
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7218
_reflns_number_gt                6659
_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0137P)²+5.7728P] 
 where P=(Fo²+2Fc²)/3 
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7218
_refine_ls_number_parameters     406
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0301
_refine_ls_R_factor_gt           0.0267
_refine_ls_wR_factor_ref         0.0542
_refine_ls_wR_factor_gt          0.0529
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.098
_refine_ls_shift/su_max          0.002
_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 0.80583(2) 0.23650(2) 0.34861(2) 0.00440(4) Uani 1 1 d . . . . .
Eu2 Eu 0.47357(2) 0.21367(2) 0.54753(2) 0.00479(4) Uani 1 1 d . . . . .
Cl1 Cl 1.30197(13) 0.02784(3) 0.61103(10) 0.0276(2) Uani 1 1 d . U . . .
Cl2 Cl 0.93024(13) 0.01375(3) 0.67988(9) 0.0244(2) Uani 1 1 d . . . . .
Cl3 Cl 0.12894(13) 0.06279(3) -0.03264(9) 0.0230(2) Uani 1 1 d . . . . .
Cl4 Cl 0.34250(13) 0.05667(3) 0.23550(8) 0.0209(2) Uani 1 1 d . . . . .
Cl5 Cl 0.63449(15) 0.46976(3) 0.40584(8) 0.0245(2) Uani 1 1 d . . . . .
Cl6 Cl 0.80270(14) 0.44417(3) 0.67095(8) 0.0223(2) Uani 1 1 d . U . . .
O1 O 0.5940(3) 0.14583(7) 0.5334(2) 0.0092(5) Uani 1 1 d . . . . .
O2 O 0.7883(3) 0.19305(7) 0.52252(19) 0.0079(5) Uani 1 1 d . . . . .
O3 O 0.9716(3) 0.17865(7) 0.3469(2) 0.0095(5) Uani 1 1 d . . . . .
O4 O 1.2365(3) 0.17859(7) 0.4603(2) 0.0127(5) Uani 1 1 d . . . . .
O5 O 0.3579(3) 0.24504(7) 0.1926(2) 0.0096(5) Uani 1 1 d . . . . .
O6 O 0.5087(3) 0.20680(7) 0.33683(19) 0.0063(4) Uani 1 1 d . . . . .
O7 O 0.2809(3) 0.23452(7) -0.04929(19) 0.0094(5) Uani 1 1 d . . . . .
O8 O 0.0121(3) 0.22935(7) -0.0098(2) 0.0112(5) Uani 1 1 d . . . . .
O9 O 0.6429(3) 0.26839(7) 0.47768(19) 0.0069(4) Uani 1 1 d . . . . .
O10 O 0.7086(3) 0.29065(7) 0.66117(19) 0.0101(5) Uani 1 1 d . . . . .
O11 O 0.6676(3) 0.29586(7) 0.25388(19) 0.0076(4) Uani 1 1 d . . . . .
O12 O 0.4158(3) 0.32809(7) 0.21665(19) 0.0091(5) Uani 1 1 d . . . . .
O13W O 1.0058(3) 0.26745(8) 0.2368(2) 0.0164(6) Uani 1 1 d . . . . .
H13A H 1.1135 0.2617 0.2432 0.025 Uiso 1 1 d R U . . .
H13B H 0.9683 0.2749 0.1649 0.025 Uiso 1 1 d R U . . .
C1 C 0.8831(4) 0.12351(10) 0.5343(3) 0.0096(6) Uani 1 1 d . . . . .
C2 C 1.0437(4) 0.12861(10) 0.4992(3) 0.0088(6) Uani 1 1 d . . . . .
C3 C 1.1719(4) 0.09897(10) 0.5226(3) 0.0115(7) Uani 1 1 d . . . . .
H3 H 1.2816 0.1028 0.4995 0.014 Uiso 1 1 calc R U . . .
C4 C 1.1387(5) 0.06367(11) 0.5801(3) 0.0149(7) Uani 1 1 d . . . . .
C5 C 0.9771(5) 0.05763(11) 0.6108(3) 0.0157(7) Uani 1 1 d . . . . .
C6 C 0.8507(5) 0.08756(10) 0.5899(3) 0.0129(7) Uani 1 1 d . . . . .
H6 H 0.7414 0.0836 0.6136 0.015 Uiso 1 1 calc R U . . .
C7 C 0.7469(4) 0.15566(10) 0.5271(3) 0.0077(6) Uani 1 1 d . . . . .
C8 C 1.0857(4) 0.16468(10) 0.4318(3) 0.0075(6) Uani 1 1 d . . . . .
C9 C 0.3178(4) 0.17477(10) 0.1753(3) 0.0068(6) Uani 1 1 d . . . . .
C10 C 0.2141(4) 0.17778(10) 0.0596(3) 0.0071(6) Uani 1 1 d . . . . .
C11 C 0.1545(4) 0.14273(10) -0.0015(3) 0.0114(7) Uani 1 1 d . . . . .
H11 H 0.0839 0.1445 -0.0794 0.014 Uiso 1 1 calc R U . . .
C12 C 0.1965(5) 0.10541(10) 0.0495(3) 0.0131(7) Uani 1 1 d . . . . .
C13 C 0.2949(4) 0.10267(10) 0.1668(3) 0.0115(7) Uani 1 1 d . . . . .
C14 C 0.3558(4) 0.13713(10) 0.2273(3) 0.0094(6) Uani 1 1 d . . . . .
H14 H 0.4247 0.1353 0.3057 0.011 Uiso 1 1 calc R U . . .
C15 C 0.3973(4) 0.21134(10) 0.2393(3) 0.0063(6) Uani 1 1 d . . . . .
C16 C 0.1674(4) 0.21722(10) -0.0032(3) 0.0071(6) Uani 1 1 d . . . . .
C17 C 0.6860(4) 0.33890(10) 0.5070(3) 0.0072(6) Uani 1 1 d . . . . .
C18 C 0.6181(4) 0.34983(10) 0.3873(3) 0.0071(6) Uani 1 1 d . . . . .
C19 C 0.6018(5) 0.39055(10) 0.3598(3) 0.0114(7) Uani 1 1 d . . . . .
H19 H 0.5516 0.3984 0.2803 0.014 Uiso 1 1 calc R U . . .
C20 C 0.6567(5) 0.42003(10) 0.4447(3) 0.0141(7) Uani 1 1 d . . . . .
C21 C 0.7298(4) 0.40878(10) 0.5624(3) 0.0115(7) Uani 1 1 d . . . . .
C22 C 0.7416(4) 0.36836(10) 0.5925(3) 0.0099(7) Uani 1 1 d . . . . .
H22 H 0.7883 0.3607 0.6727 0.012 Uiso 1 1 calc R U . . .
C23 C 0.6825(4) 0.29704(9) 0.5513(3) 0.0055(6) Uani 1 1 d . . . . .
C24 C 0.5603(4) 0.32206(9) 0.2825(3) 0.0067(6) 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 O10 2.305(2) 4_565 ?
Eu1 O3 2.319(2) . ?
Eu1 O8 2.337(2) 4_666 ?
Eu1 O9 2.369(2) . ?
Eu1 O11 2.402(2) . ?
Eu1 O13W 2.423(2) . ?
Eu1 O2 2.476(2) . ?
Eu1 O6 2.496(2) . ?
Eu1 Eu2 4.2132(2) 4_565 ?
Eu2 O4 2.246(2) 1_455 ?
Eu2 O7 2.407(2) 4_566 ?
Eu2 O5 2.449(2) 4_566 ?
Eu2 O1 2.461(2) . ?
Eu2 O9 2.467(2) . ?
Eu2 O6 2.476(2) . ?
Eu2 O12 2.484(2) 4_566 ?
Eu2 O11 2.554(2) 4_566 ?
Eu2 O2 2.613(2) . ?
Eu2 C24 2.884(3) 4_566 ?
Eu2 Eu1 4.2132(2) 4_566 ?
Cl1 C4 1.729(4) . ?
Cl2 C5 1.730(4) . ?
Cl3 C12 1.723(3) . ?
Cl4 C13 1.726(3) . ?
Cl5 C20 1.712(4) . ?
Cl6 C21 1.721(3) . ?
O1 C7 1.250(4) . ?
O2 C7 1.288(4) . ?
O3 C8 1.268(4) . ?
O4 C8 1.245(4) . ?
O4 Eu2 2.246(2) 1_655 ?
O5 C15 1.253(4) . ?
O5 Eu2 2.449(2) 4_565 ?
O6 C15 1.278(4) . ?
O7 C16 1.252(4) . ?
O7 Eu2 2.407(2) 4_565 ?
O8 C16 1.263(4) . ?
O8 Eu1 2.337(2) 4_465 ?
O9 C23 1.267(4) . ?
O10 C23 1.246(4) . ?
O10 Eu1 2.305(2) 4_566 ?
O11 C24 1.292(4) . ?
O11 Eu2 2.554(2) 4_565 ?
O12 C24 1.242(4) . ?
O12 Eu2 2.484(2) 4_565 ?
O13W H13A 0.8498 . ?
O13W H13B 0.8501 . ?
C1 C2 1.395(5) . ?
C1 C6 1.399(5) . ?
C1 C7 1.497(4) . ?
C2 C3 1.391(4) . ?
C2 C8 1.494(5) . ?
C3 C4 1.392(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.384(5) . ?
C5 C6 1.388(5) . ?
C6 H6 0.9500 . ?
C9 C14 1.392(5) . ?
C9 C10 1.408(4) . ?
C9 C15 1.489(4) . ?
C10 C11 1.390(4) . ?
C10 C16 1.505(4) . ?
C11 C12 1.382(5) . ?
C11 H11 0.9500 . ?
C12 C13 1.407(5) . ?
C13 C14 1.374(5) . ?
C14 H14 0.9500 . ?
C17 C22 1.390(4) . ?
C17 C18 1.410(4) . ?
C17 C23 1.483(4) . ?
C18 C19 1.391(5) . ?
C18 C24 1.507(4) . ?
C19 C20 1.384(5) . ?
C19 H19 0.9500 . ?
C20 C21 1.401(5) . ?
C21 C22 1.386(5) . ?
C22 H22 0.9500 . ?
C24 Eu2 2.884(3) 4_565 ?

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
O10 Eu1 O3 75.58(8) 4_565 . ?
O10 Eu1 O8 152.50(8) 4_565 4_666 ?
O3 Eu1 O8 95.70(8) . 4_666 ?
O10 Eu1 O9 129.02(8) 4_565 . ?
O3 Eu1 O9 137.92(8) . . ?
O8 Eu1 O9 74.59(8) 4_666 . ?
O10 Eu1 O11 82.43(8) 4_565 . ?
O3 Eu1 O11 151.64(8) . . ?
O8 Eu1 O11 95.66(8) 4_666 . ?
O9 Eu1 O11 70.31(8) . . ?
O10 Eu1 O13W 79.04(8) 4_565 . ?
O3 Eu1 O13W 86.14(9) . . ?
O8 Eu1 O13W 74.33(8) 4_666 . ?
O9 Eu1 O13W 127.67(8) . . ?
O11 Eu1 O13W 72.11(8) . . ?
O10 Eu1 O2 116.86(8) 4_565 . ?
O3 Eu1 O2 68.85(8) . . ?
O8 Eu1 O2 82.50(8) 4_666 . ?
O9 Eu1 O2 69.31(7) . . ?
O11 Eu1 O2 138.54(8) . . ?
O13W Eu1 O2 143.94(8) . . ?
O10 Eu1 O6 70.12(8) 4_565 . ?
O3 Eu1 O6 100.54(8) . . ?
O8 Eu1 O6 137.37(8) 4_666 . ?
O9 Eu1 O6 66.94(7) . . ?
O11 Eu1 O6 88.33(7) . . ?
O13W Eu1 O6 145.42(7) . . ?
O2 Eu1 O6 67.53(7) . . ?
O10 Eu1 Eu2 50.32(6) 4_565 4_565 ?
O3 Eu1 Eu2 125.09(5) . 4_565 ?
O8 Eu1 Eu2 126.97(6) 4_666 4_565 ?
O9 Eu1 Eu2 90.56(5) . 4_565 ?
O11 Eu1 Eu2 32.89(5) . 4_565 ?
O13W Eu1 Eu2 76.22(6) . 4_565 ?
O2 Eu1 Eu2 139.42(5) . 4_565 ?
O6 Eu1 Eu2 72.23(5) . 4_565 ?
O4 Eu2 O7 77.49(8) 1_455 4_566 ?
O4 Eu2 O5 102.17(8) 1_455 4_566 ?
O7 Eu2 O5 68.23(7) 4_566 4_566 ?
O4 Eu2 O1 77.64(8) 1_455 . ?
O7 Eu2 O1 146.94(7) 4_566 . ?
O5 Eu2 O1 138.85(8) 4_566 . ?
O4 Eu2 O9 133.29(8) 1_455 . ?
O7 Eu2 O9 69.47(8) 4_566 . ?
O5 Eu2 O9 95.32(8) 4_566 . ?
O1 Eu2 O9 114.89(7) . . ?
O4 Eu2 O6 76.09(8) 1_455 . ?
O7 Eu2 O6 78.38(7) 4_566 . ?
O5 Eu2 O6 145.94(7) 4_566 . ?
O1 Eu2 O6 74.75(7) . . ?
O9 Eu2 O6 65.80(7) . . ?
O4 Eu2 O12 78.18(8) 1_455 4_566 ?
O7 Eu2 O12 124.37(8) 4_566 4_566 ?
O5 Eu2 O12 69.27(8) 4_566 4_566 ?
O1 Eu2 O12 70.52(8) . 4_566 ?
O9 Eu2 O12 148.23(7) . 4_566 ?
O6 Eu2 O12 140.28(7) . 4_566 ?
O4 Eu2 O11 129.14(8) 1_455 4_566 ?
O7 Eu2 O11 135.64(7) 4_566 4_566 ?
O5 Eu2 O11 71.29(7) 4_566 4_566 ?
O1 Eu2 O11 77.37(7) . 4_566 ?
O9 Eu2 O11 97.44(7) . 4_566 ?
O6 Eu2 O11 136.25(7) . 4_566 ?
O12 Eu2 O11 51.83(7) 4_566 4_566 ?
O4 Eu2 O2 121.57(8) 1_455 . ?
O7 Eu2 O2 130.75(7) 4_566 . ?
O5 Eu2 O2 134.08(7) 4_566 . ?
O1 Eu2 O2 51.30(7) . . ?
O9 Eu2 O2 65.64(7) . . ?
O6 Eu2 O2 65.71(7) . . ?
O12 Eu2 O2 104.59(7) 4_566 . ?
O11 Eu2 O2 70.55(7) 4_566 . ?
O4 Eu2 C24 102.75(9) 1_455 4_566 ?
O7 Eu2 C24 137.11(8) 4_566 4_566 ?
O5 Eu2 C24 69.94(8) 4_566 4_566 ?
O1 Eu2 C24 70.07(8) . 4_566 ?
O9 Eu2 C24 123.95(8) . 4_566 ?
O6 Eu2 C24 144.08(8) . 4_566 ?
O12 Eu2 C24 25.38(8) 4_566 4_566 ?
O11 Eu2 C24 26.60(8) 4_566 4_566 ?
O2 Eu2 C24 86.35(8) . 4_566 ?
O4 Eu2 Eu1 152.44(6) 1_455 4_566 ?
O7 Eu2 Eu1 108.72(5) 4_566 4_566 ?
O5 Eu2 Eu1 58.63(5) 4_566 4_566 ?
O1 Eu2 Eu1 103.42(5) . 4_566 ?
O9 Eu2 Eu1 71.90(5) . 4_566 ?
O6 Eu2 Eu1 131.17(5) . 4_566 ?
O12 Eu2 Eu1 76.39(5) 4_566 4_566 ?
O11 Eu2 Eu1 30.70(5) 4_566 4_566 ?
O2 Eu2 Eu1 75.55(5) . 4_566 ?
C24 Eu2 Eu1 53.93(6) 4_566 4_566 ?
C7 O1 Eu2 98.2(2) . . ?
C7 O2 Eu1 130.44(19) . . ?
C7 O2 Eu2 90.10(19) . . ?
Eu1 O2 Eu2 97.57(7) . . ?
C8 O3 Eu1 127.4(2) . . ?
C8 O4 Eu2 164.0(2) . 1_655 ?
C15 O5 Eu2 134.1(2) . 4_565 ?
C15 O6 Eu2 130.3(2) . . ?
C15 O6 Eu1 117.80(19) . . ?
Eu2 O6 Eu1 100.74(7) . . ?
C16 O7 Eu2 124.4(2) . 4_565 ?
C16 O8 Eu1 135.9(2) . 4_465 ?
C23 O9 Eu1 131.0(2) . . ?
C23 O9 Eu2 114.76(19) . . ?
Eu1 O9 Eu2 104.67(8) . . ?
C23 O10 Eu1 163.0(2) . 4_566 ?
C24 O11 Eu1 134.2(2) . . ?
C24 O11 Eu2 91.09(18) . 4_565 ?
Eu1 O11 Eu2 116.41(9) . 4_565 ?
C24 O12 Eu2 95.63(19) . 4_565 ?
Eu1 O13W H13A 125.6 . . ?
Eu1 O13W H13B 119.5 . . ?
H13A O13W H13B 107.4 . . ?
C2 C1 C6 118.9(3) . . ?
C2 C1 C7 124.2(3) . . ?
C6 C1 C7 116.6(3) . . ?
C3 C2 C1 120.6(3) . . ?
C3 C2 C8 116.6(3) . . ?
C1 C2 C8 122.8(3) . . ?
C2 C3 C4 119.7(3) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 120.1(3) . . ?
C5 C4 Cl1 121.2(3) . . ?
C3 C4 Cl1 118.7(3) . . ?
C4 C5 C6 120.1(3) . . ?
C4 C5 Cl2 121.3(3) . . ?
C6 C5 Cl2 118.6(3) . . ?
C5 C6 C1 120.4(3) . . ?
C5 C6 H6 119.8 . . ?
C1 C6 H6 119.8 . . ?
O1 C7 O2 120.2(3) . . ?
O1 C7 C1 118.9(3) . . ?
O2 C7 C1 120.7(3) . . ?
O4 C8 O3 123.3(3) . . ?
O4 C8 C2 117.0(3) . . ?
O3 C8 C2 119.7(3) . . ?
C14 C9 C10 119.8(3) . . ?
C14 C9 C15 119.5(3) . . ?
C10 C9 C15 120.5(3) . . ?
C11 C10 C9 118.9(3) . . ?
C11 C10 C16 117.8(3) . . ?
C9 C10 C16 123.3(3) . . ?
C12 C11 C10 120.9(3) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C11 C12 C13 119.8(3) . . ?
C11 C12 Cl3 119.3(3) . . ?
C13 C12 Cl3 120.9(3) . . ?
C14 C13 C12 119.6(3) . . ?
C14 C13 Cl4 119.3(3) . . ?
C12 C13 Cl4 121.1(3) . . ?
C13 C14 C9 120.9(3) . . ?
C13 C14 H14 119.6 . . ?
C9 C14 H14 119.6 . . ?
O5 C15 O6 122.9(3) . . ?
O5 C15 C9 118.6(3) . . ?
O6 C15 C9 118.4(3) . . ?
O7 C16 O8 125.0(3) . . ?
O7 C16 C10 118.3(3) . . ?
O8 C16 C10 116.6(3) . . ?
C22 C17 C18 120.2(3) . . ?
C22 C17 C23 116.6(3) . . ?
C18 C17 C23 122.9(3) . . ?
C19 C18 C17 118.0(3) . . ?
C19 C18 C24 114.8(3) . . ?
C17 C18 C24 127.3(3) . . ?
C20 C19 C18 122.0(3) . . ?
C20 C19 H19 119.0 . . ?
C18 C19 H19 119.0 . . ?
C19 C20 C21 119.4(3) . . ?
C19 C20 Cl5 120.1(3) . . ?
C21 C20 Cl5 120.4(3) . . ?
C22 C21 C20 119.4(3) . . ?
C22 C21 Cl6 119.3(3) . . ?
C20 C21 Cl6 121.3(3) . . ?
C21 C22 C17 120.9(3) . . ?
C21 C22 H22 119.5 . . ?
C17 C22 H22 119.5 . . ?
O10 C23 O9 120.5(3) . . ?
O10 C23 C17 119.4(3) . . ?
O9 C23 C17 120.0(3) . . ?
O12 C24 O11 120.8(3) . . ?
O12 C24 C18 118.4(3) . . ?
O11 C24 C18 120.3(3) . . ?
O12 C24 Eu2 58.99(16) . 4_565 ?
O11 C24 Eu2 62.31(15) . 4_565 ?
C18 C24 Eu2 165.2(2) . 4_565 ?

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
C6 C1 C2 C3 -2.1(5) . . . . ?
C7 C1 C2 C3 171.9(3) . . . . ?
C6 C1 C2 C8 175.7(3) . . . . ?
C7 C1 C2 C8 -10.4(5) . . . . ?
C1 C2 C3 C4 0.9(5) . . . . ?
C8 C2 C3 C4 -177.0(3) . . . . ?
C2 C3 C4 C5 1.8(5) . . . . ?
C2 C3 C4 Cl1 -178.6(3) . . . . ?
C3 C4 C5 C6 -3.3(6) . . . . ?
Cl1 C4 C5 C6 177.1(3) . . . . ?
C3 C4 C5 Cl2 178.8(3) . . . . ?
Cl1 C4 C5 Cl2 -0.7(5) . . . . ?
C4 C5 C6 C1 2.1(5) . . . . ?
Cl2 C5 C6 C1 180.0(3) . . . . ?
C2 C1 C6 C5 0.6(5) . . . . ?
C7 C1 C6 C5 -173.8(3) . . . . ?
Eu2 O1 C7 O2 -4.0(3) . . . . ?
Eu2 O1 C7 C1 171.4(2) . . . . ?
Eu1 O2 C7 O1 -96.3(3) . . . . ?
Eu2 O2 C7 O1 3.7(3) . . . . ?
Eu1 O2 C7 C1 88.3(3) . . . . ?
Eu2 O2 C7 C1 -171.6(3) . . . . ?
C2 C1 C7 O1 163.3(3) . . . . ?
C6 C1 C7 O1 -22.7(4) . . . . ?
C2 C1 C7 O2 -21.3(5) . . . . ?
C6 C1 C7 O2 152.7(3) . . . . ?
Eu2 O4 C8 O3 93.4(9) 1_655 . . . ?
Eu2 O4 C8 C2 -89.4(8) 1_655 . . . ?
Eu1 O3 C8 O4 -77.4(4) . . . . ?
Eu1 O3 C8 C2 105.5(3) . . . . ?
C3 C2 C8 O4 -41.7(4) . . . . ?
C1 C2 C8 O4 140.4(3) . . . . ?
C3 C2 C8 O3 135.6(3) . . . . ?
C1 C2 C8 O3 -42.2(5) . . . . ?
C14 C9 C10 C11 -1.3(5) . . . . ?
C15 C9 C10 C11 174.5(3) . . . . ?
C14 C9 C10 C16 -179.8(3) . . . . ?
C15 C9 C10 C16 -3.9(5) . . . . ?
C9 C10 C11 C12 -0.3(5) . . . . ?
C16 C10 C11 C12 178.2(3) . . . . ?
C10 C11 C12 C13 2.6(5) . . . . ?
C10 C11 C12 Cl3 -176.7(3) . . . . ?
C11 C12 C13 C14 -3.2(5) . . . . ?
Cl3 C12 C13 C14 176.1(3) . . . . ?
C11 C12 C13 Cl4 177.4(3) . . . . ?
Cl3 C12 C13 Cl4 -3.2(4) . . . . ?
C12 C13 C14 C9 1.6(5) . . . . ?
Cl4 C13 C14 C9 -179.1(3) . . . . ?
C10 C9 C14 C13 0.7(5) . . . . ?
C15 C9 C14 C13 -175.2(3) . . . . ?
Eu2 O5 C15 O6 89.7(4) 4_565 . . . ?
Eu2 O5 C15 C9 -87.0(3) 4_565 . . . ?
Eu2 O6 C15 O5 82.2(4) . . . . ?
Eu1 O6 C15 O5 -54.0(4) . . . . ?
Eu2 O6 C15 C9 -101.0(3) . . . . ?
Eu1 O6 C15 C9 122.7(3) . . . . ?
C14 C9 C15 O5 -178.1(3) . . . . ?
C10 C9 C15 O5 6.0(5) . . . . ?
C14 C9 C15 O6 5.0(5) . . . . ?
C10 C9 C15 O6 -170.9(3) . . . . ?
Eu2 O7 C16 O8 88.2(3) 4_565 . . . ?
Eu2 O7 C16 C10 -95.2(3) 4_565 . . . ?
Eu1 O8 C16 O7 33.1(5) 4_465 . . . ?
Eu1 O8 C16 C10 -143.6(2) 4_465 . . . ?
C11 C10 C16 O7 -101.0(4) . . . . ?
C9 C10 C16 O7 77.4(4) . . . . ?
C11 C10 C16 O8 75.8(4) . . . . ?
C9 C10 C16 O8 -105.7(4) . . . . ?
C22 C17 C18 C19 -2.8(5) . . . . ?
C23 C17 C18 C19 169.7(3) . . . . ?
C22 C17 C18 C24 176.8(3) . . . . ?
C23 C17 C18 C24 -10.7(5) . . . . ?
C17 C18 C19 C20 2.7(5) . . . . ?
C24 C18 C19 C20 -176.9(3) . . . . ?
C18 C19 C20 C21 -0.5(5) . . . . ?
C18 C19 C20 Cl5 179.7(3) . . . . ?
C19 C20 C21 C22 -1.7(5) . . . . ?
Cl5 C20 C21 C22 178.1(3) . . . . ?
C19 C20 C21 Cl6 179.2(3) . . . . ?
Cl5 C20 C21 Cl6 -1.0(5) . . . . ?
C20 C21 C22 C17 1.6(5) . . . . ?
Cl6 C21 C22 C17 -179.2(3) . . . . ?
C18 C17 C22 C21 0.7(5) . . . . ?
C23 C17 C22 C21 -172.3(3) . . . . ?
Eu1 O10 C23 O9 46.6(9) 4_566 . . . ?
Eu1 O10 C23 C17 -137.6(6) 4_566 . . . ?
Eu1 O9 C23 O10 -108.9(3) . . . . ?
Eu2 O9 C23 O10 31.4(4) . . . . ?
Eu1 O9 C23 C17 75.4(4) . . . . ?
Eu2 O9 C23 C17 -144.3(2) . . . . ?
C22 C17 C23 O10 8.3(4) . . . . ?
C18 C17 C23 O10 -164.4(3) . . . . ?
C22 C17 C23 O9 -176.0(3) . . . . ?
C18 C17 C23 O9 11.3(5) . . . . ?
Eu2 O12 C24 O11 -8.4(3) 4_565 . . . ?
Eu2 O12 C24 C18 163.2(2) 4_565 . . . ?
Eu1 O11 C24 O12 -121.5(3) . . . . ?
Eu2 O11 C24 O12 8.2(3) 4_565 . . . ?
Eu1 O11 C24 C18 67.0(4) . . . . ?
Eu2 O11 C24 C18 -163.3(3) 4_565 . . . ?
Eu1 O11 C24 Eu2 -129.7(3) . . . 4_565 ?
C19 C18 C24 O12 -49.0(4) . . . . ?
C17 C18 C24 O12 131.4(4) . . . . ?
C19 C18 C24 O11 122.8(3) . . . . ?
C17 C18 C24 O11 -56.8(5) . . . . ?
C19 C18 C24 Eu2 26.7(10) . . . 4_565 ?
C17 C18 C24 Eu2 -152.9(7) . . . 4_565 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C22 H22 O3 0.95 2.57 3.468(4) 158.7 4_566
O13W H13B O8 0.85 2.57 3.088(3) 120.0 1_655
O13W H13B O2 0.85 2.20 2.990(3) 154.1 4_565
O13W H13A O7 0.85 2.47 2.916(3) 113.6 4_666
O13W H13A O5 0.85 2.16 2.977(4) 159.8 1_655
O13W H13A O5 0.85 2.16 2.977(4) 159.8 1_655
O13W H13A O7 0.85 2.47 2.916(3) 113.6 4_666
O13W H13B O2 0.85 2.20 2.990(3) 154.1 4_565
O13W H13B O8 0.85 2.57 3.088(3) 120.0 1_655
C22 H22 O3 0.95 2.57 3.468(4) 158.7 4_566

_refine_diff_density_max         1.368
_refine_diff_density_min         -1.011
_refine_diff_density_rms         0.141

_shelxl_version_number           2013-2

