# Electronic Supplementary Material (ESI) for Chemical Communications.
# 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_b
_database_code_depnum_ccdc_archive 'CCDC 1818246'
_audit_update_record             
;
2018-01-20 deposited with the CCDC.
2018-04-24 downloaded from the CCDC.
;
_audit_creation_date             2018-01-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.11.30 svn.r3356 for OlexSys, GUI svn.r5269)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C90 H56 Eu2 F6 N4 O12, C7 H8'
_chemical_formula_sum            'C97 H64 Eu2 F6 N4 O12'
_chemical_formula_weight         1895.44
_chemical_melting_point          ?
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'
Eu Eu -0.1578 3.6682 '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'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   11.765(7)
_cell_length_b                   22.391(12)
_cell_length_c                   16.151(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.732(13)
_cell_angle_gamma                90.00
_cell_volume                     3979(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1256
_cell_measurement_temperature    120
_cell_measurement_theta_max      35
_cell_measurement_theta_min      2
_exptl_absorpt_coefficient_mu    1.645
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6308
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0739 before and 0.0626 after correction.
The Ratio of minimum to maximum transmission is 0.8455.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.582
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1900
_exptl_crystal_preparation       Luminescent
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0870
_diffrn_reflns_av_unetI/netI     0.0671
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            46604
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         1.85
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_reflns_number_gt                6984
_reflns_number_total             9873
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         1.755
_refine_diff_density_min         -1.276
_refine_diff_density_rms         0.124
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     542
_refine_ls_number_reflns         9873
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0743
_refine_ls_R_factor_gt           0.0439
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0428P)²+3.6370P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0934
_refine_ls_wR_factor_ref         0.1057
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C3S-C2S = C7S-C2S = C7S-C6S = C5S-C4S = C4S-C3S = C6S-C5S
 1.395 with sigma of 0.01
 C2S-C1S
 1.5 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C7S) = Uanis(C6S) = Uanis(C2S) = Uanis(C5S) = Uanis(C1S) = Uanis(C3S) =
Uanis(C4S)
4. Others
 Fixed Sof: C7S(0.5) H7S(0.5) C5S(0.5) H5S(0.5) C2S(0.5) C6S(0.5) H6S(0.5)
 C4S(0.5) H4S(0.5) C3S(0.5) H3S(0.5) C1S(0.5) H1SA(0.5) H1SB(0.5) H1SC(0.5)
5.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C17(H17), C43(H43), C20(H20), C45(H45), C12(H12), C13(H13), C9(H9),
 C2(H2), C18(H18), C42(H42), C44(H44), C24(H24), C5(H5), C8(H8), C6(H6),
 C38(H38), C21(H21), C7(H7), C22(H22), C31(H31), C37(H37), C28(H28), C35(H35),
 C23(H23), C29(H29), C30(H30), C36(H36), C7S(H7S), C5S(H5S), C6S(H6S), C4S(H4S),
  C3S(H3S)
5.b Idealised Me refined as rotating group:
 C1S(H1SA,H1SB,H1SC)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Eu1 Eu 0.500618(19) 0.494941(8) 0.128319(14) 0.01912(7) Uani 1 d . . .
O3 O 0.3960(3) 0.55247(13) 0.2061(2) 0.0266(7) Uani 1 d . . .
O5 O 0.6841(3) 0.51844(13) 0.10801(19) 0.0228(6) Uani 1 d . . .
O4 O 0.5740(3) 0.58794(13) 0.2129(2) 0.0266(7) Uani 1 d . . .
N2 N 0.4237(3) 0.41604(15) 0.2151(2) 0.0228(8) Uani 1 d . . .
F1 F 0.9172(2) 0.58573(12) -0.00808(18) 0.0317(6) Uani 1 d . . .
O2 O 0.5881(3) 0.40010(13) 0.1140(2) 0.0294(7) Uani 1 d . . .
C40 C 0.8757(4) 0.52212(19) 0.0957(3) 0.0221(9) Uani 1 d . . .
C1 C 0.7560(4) 0.4889(2) 0.3144(3) 0.0269(9) Uani 1 d . . .
H1 H 0.7739 0.5205 0.2836 0.032 Uiso 1 calc . . R
C11 C 0.6207(4) 0.42047(18) 0.3300(3) 0.0229(9) Uani 1 d . . .
N1 N 0.6458(3) 0.46532(16) 0.2824(2) 0.0231(8) Uani 1 d . . .
C10 C 0.7039(4) 0.39887(19) 0.4105(3) 0.0233(9) Uani 1 d . . .
C17 C 0.2700(4) 0.3506(2) 0.2283(3) 0.0278(10) Uani 1 d . . .
H17 H 0.1902 0.3371 0.2037 0.033 Uiso 1 calc . . R
C15 C 0.4652(4) 0.35018(18) 0.3428(3) 0.0222(9) Uani 1 d . . .
C41 C 0.9576(4) 0.5503(2) 0.0650(3) 0.0270(10) Uani 1 d . . .
C3 C 0.8226(4) 0.42421(19) 0.4409(3) 0.0252(9) Uani 1 d . . .
C14 C 0.5000(4) 0.39474(18) 0.2946(3) 0.0213(9) Uani 1 d . . .
F2 F 0.8118(3) 0.35616(15) 0.2041(2) 0.0573(9) Uani 1 d . . .
C39 C 0.7395(4) 0.52676(17) 0.0549(3) 0.0203(9) Uani 1 d . . .
C19 C 0.2992(4) 0.2808(2) 0.3539(3) 0.0284(10) Uani 1 d . . .
C25 C 0.6176(4) 0.39780(18) 0.0466(3) 0.0235(9) Uani 1 d . . .
C26 C 0.7172(4) 0.35601(19) 0.0475(3) 0.0285(10) Uani 1 d . . .
C43 C 1.1279(4) 0.5099(2) 0.1799(4) 0.0394(12) Uani 1 d . . .
H43 H 1.2115 0.5064 0.2087 0.047 Uiso 1 calc . . R
C20 C 0.3583(5) 0.2263(2) 0.3798(3) 0.0340(11) Uani 1 d . . .
H20 H 0.4300 0.2191 0.3696 0.041 Uiso 1 calc . . R
C45 C 0.9252(4) 0.4857(2) 0.1705(3) 0.0279(10) Uani 1 d . . .
H45 H 0.8735 0.4655 0.1931 0.033 Uiso 1 calc . . R
C12 C 0.6661(4) 0.3539(2) 0.4568(3) 0.0295(10) Uani 1 d . . .
H12 H 0.7213 0.3394 0.5098 0.035 Uiso 1 calc . . R
C32 C 0.4772(4) 0.59256(18) 0.2280(3) 0.0232(9) Uani 1 d . . .
C27 C 0.8092(5) 0.3375(2) 0.1244(4) 0.0373(12) Uani 1 d . . .
C13 C 0.5523(4) 0.3315(2) 0.4261(3) 0.0306(11) Uani 1 d . . .
H13 H 0.5298 0.3033 0.4597 0.037 Uiso 1 calc . . R
C4 C 0.9207(4) 0.4026(2) 0.5219(3) 0.0260(10) Uani 1 d . . .
C16 C 0.3455(4) 0.32750(19) 0.3076(3) 0.0244(9) Uani 1 d . . .
C33 C 0.4587(4) 0.6483(2) 0.2745(3) 0.0283(10) Uani 1 d . . .
F3 F 0.2606(4) 0.62561(18) 0.2645(3) 0.0855(15) Uani 1 d . . .
C9 C 0.9086(4) 0.4031(2) 0.6053(3) 0.0289(10) Uani 1 d . . .
H9 H 0.8373 0.4173 0.6109 0.035 Uiso 1 calc . . R
C2 C 0.8461(4) 0.4693(2) 0.3911(3) 0.0275(10) Uani 1 d . . .
H2 H 0.9228 0.4867 0.4090 0.033 Uiso 1 calc . . R
C18 C 0.3120(4) 0.3940(2) 0.1845(3) 0.0266(10) Uani 1 d . . .
H18 H 0.2587 0.4083 0.1308 0.032 Uiso 1 calc . . R
C42 C 1.0827(4) 0.5461(2) 0.1056(3) 0.0325(11) Uani 1 d . . .
H42 H 1.1346 0.5667 0.0838 0.039 Uiso 1 calc . . R
C44 C 1.0503(4) 0.4793(2) 0.2114(3) 0.0349(11) Uani 1 d . . .
H44 H 1.0815 0.4542 0.2601 0.042 Uiso 1 calc . . R
C24 C 0.1908(5) 0.2908(2) 0.3678(4) 0.0383(12) Uani 1 d . . .
H24 H 0.1491 0.3265 0.3496 0.046 Uiso 1 calc . . R
C5 C 1.0298(4) 0.3818(2) 0.5160(3) 0.0314(11) Uani 1 d . . .
H5 H 1.0401 0.3816 0.4615 0.038 Uiso 1 calc . . R
C8 C 1.0023(5) 0.3828(2) 0.6794(3) 0.0342(11) Uani 1 d . . .
H8 H 0.9933 0.3829 0.7344 0.041 Uiso 1 calc . . R
C6 C 1.1217(5) 0.3616(2) 0.5898(4) 0.0404(13) Uani 1 d . . .
H6 H 1.1932 0.3474 0.5847 0.048 Uiso 1 calc . . R
C38 C 0.5577(6) 0.6898(2) 0.3050(3) 0.0405(13) Uani 1 d . . .
H38 H 0.6309 0.6817 0.2974 0.049 Uiso 1 calc . . R
C21 C 0.3132(5) 0.1829(2) 0.4203(3) 0.0415(13) Uani 1 d . . .
H21 H 0.3532 0.1466 0.4365 0.050 Uiso 1 calc . . R
C7 C 1.1093(4) 0.3622(2) 0.6719(3) 0.0344(11) Uani 1 d . . .
H7 H 1.1723 0.3488 0.7217 0.041 Uiso 1 calc . . R
C22 C 0.2077(6) 0.1944(2) 0.4362(4) 0.0489(15) Uani 1 d . . .
H22 H 0.1784 0.1661 0.4657 0.059 Uiso 1 calc . . R
C31 C 0.7215(6) 0.3344(2) -0.0318(4) 0.0511(16) Uani 1 d . . .
H31 H 0.6635 0.3470 -0.0849 0.061 Uiso 1 calc . . R
C37 C 0.5431(7) 0.7413(2) 0.3452(4) 0.0524(16) Uani 1 d . . .
H37 H 0.6074 0.7682 0.3655 0.063 Uiso 1 calc . . R
C34 C 0.3546(6) 0.6620(2) 0.2888(5) 0.0518(17) Uani 1 d . . .
C28 C 0.8996(5) 0.2978(2) 0.1243(5) 0.0545(17) Uani 1 d . . .
H28 H 0.9593 0.2857 0.1769 0.065 Uiso 1 calc . . R
C35 C 0.3396(7) 0.7146(3) 0.3273(5) 0.072(2) Uani 1 d . . .
H35 H 0.2663 0.7238 0.3341 0.087 Uiso 1 calc . . R
C23 C 0.1445(6) 0.2473(3) 0.4089(4) 0.0511(16) Uani 1 d . . .
H23 H 0.0717 0.2537 0.4180 0.061 Uiso 1 calc . . R
C29 C 0.8983(7) 0.2773(3) 0.0456(6) 0.068(2) Uani 1 d . . .
H29 H 0.9587 0.2507 0.0447 0.081 Uiso 1 calc . . R
C30 C 0.8121(7) 0.2938(3) -0.0333(5) 0.065(2) Uani 1 d . . .
H30 H 0.8133 0.2786 -0.0865 0.078 Uiso 1 calc . . R
C36 C 0.4377(8) 0.7540(3) 0.3561(5) 0.069(2) Uani 1 d . . .
H36 H 0.4300 0.7896 0.3832 0.082 Uiso 1 calc . . R
O1 O 0.5659(3) 0.42868(13) -0.0216(2) 0.0331(8) Uani 1 d . . .
O6 O 0.6904(3) 0.53718(13) -0.0258(2) 0.0236(6) Uani 1 d . . .
C7S C 0.5205(15) 0.4779(13) 0.5687(10) 0.0467(11) Uani 0.50 d A -1 D
H7S H 0.5005 0.4540 0.6085 0.056 Uiso 0.50 calc A -1 R
C5S C 0.6708(13) 0.5405(8) 0.5351(7) 0.0467(11) Uani 0.50 d A -1 D
H5S H 0.7477 0.5577 0.5519 0.056 Uiso 0.50 calc A -1 R
C2S C 0.4393(9) 0.4849(5) 0.4827(7) 0.0467(11) Uani 0.50 d A -1 D
C6S C 0.6328(10) 0.5071(5) 0.5949(7) 0.0467(11) Uani 0.50 d A -1 D
H6S H 0.6842 0.5045 0.6537 0.056 Uiso 0.50 calc A -1 R
C4S C 0.5883(9) 0.5462(5) 0.4510(6) 0.0467(11) Uani 0.50 d A -1 D
H4S H 0.6078 0.5695 0.4103 0.056 Uiso 0.50 calc A -1 R
C3S C 0.4760(16) 0.5180(12) 0.4248(11) 0.0467(11) Uani 0.50 d A -1 D
H3S H 0.4240 0.5215 0.3662 0.056 Uiso 0.50 calc A -1 R
C1S C 0.3185(12) 0.4557(8) 0.4457(8) 0.0467(11) Uani 0.50 d A -1 D
H1SA H 0.3234 0.4160 0.4694 0.070 Uiso 0.50 calc A -1 GR
H1SB H 0.2941 0.4536 0.3824 0.070 Uiso 0.50 calc A -1 GR
H1SC H 0.2599 0.4784 0.4612 0.070 Uiso 0.50 calc A -1 GR


_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 Eu1 4.146(2) 3_665 ?
Eu1 O3 2.418(3) . ?
Eu1 O5 2.355(3) . ?
Eu1 O4 2.472(3) . ?
Eu1 N2 2.608(4) . ?
Eu1 O2 2.406(3) . ?
Eu1 N1 2.557(4) . ?
Eu1 C25 3.107(5) . ?
Eu1 C32 2.786(4) . ?
Eu1 O1 2.356(3) 3_665 ?
Eu1 O1 3.158(4) . ?
Eu1 O6 2.382(3) 3_665 ?
O3 C32 1.266(5) . ?
O5 C39 1.262(5) . ?
O4 C32 1.251(5) . ?
N2 C14 1.366(5) . ?
N2 C18 1.324(5) . ?
F1 C41 1.360(5) . ?
O2 C25 1.255(5) . ?
C40 C41 1.383(6) . ?
C40 C39 1.504(6) . ?
C40 C45 1.403(6) . ?
C1 N1 1.323(5) . ?
C1 C2 1.386(6) . ?
C11 N1 1.360(5) . ?
C11 C10 1.407(6) . ?
C11 C14 1.449(6) . ?
C10 C3 1.425(6) . ?
C10 C12 1.416(6) . ?
C17 C16 1.376(6) . ?
C17 C18 1.391(6) . ?
C15 C14 1.413(6) . ?
C15 C13 1.436(6) . ?
C15 C16 1.414(6) . ?
C41 C42 1.387(6) . ?
C3 C4 1.487(6) . ?
C3 C2 1.379(6) . ?
F2 C27 1.344(7) . ?
C39 O6 1.246(5) . ?
C19 C20 1.391(7) . ?
C19 C16 1.496(6) . ?
C19 C24 1.389(7) . ?
C25 C26 1.495(6) . ?
C25 O1 1.260(5) . ?
C26 C27 1.391(7) . ?
C26 C31 1.386(7) . ?
C43 C42 1.388(7) . ?
C43 C44 1.376(7) . ?
C20 C21 1.378(7) . ?
C45 C44 1.391(6) . ?
C12 C13 1.350(6) . ?
C32 C33 1.511(6) . ?
C27 C28 1.387(7) . ?
C4 C9 1.404(6) . ?
C4 C5 1.400(6) . ?
C33 C38 1.434(7) . ?
C33 C34 1.359(7) . ?
F3 C34 1.317(7) . ?
C9 C8 1.386(7) . ?
C24 C23 1.394(7) . ?
C5 C6 1.372(7) . ?
C8 C7 1.385(7) . ?
C6 C7 1.385(7) . ?
C38 C37 1.365(7) . ?
C21 C22 1.378(8) . ?
C22 C23 1.385(8) . ?
C31 C30 1.408(8) . ?
C37 C36 1.343(10) . ?
C34 C35 1.373(8) . ?
C28 C29 1.347(10) . ?
C35 C36 1.394(10) . ?
C29 C30 1.369(10) . ?
O1 Eu1 2.356(3) 3_665 ?
O6 Eu1 2.382(3) 3_665 ?
C7S C2S 1.387(9) . ?
C7S C6S 1.398(9) . ?
C5S C6S 1.414(9) . ?
C5S C4S 1.367(9) . ?
C2S C3S 1.378(9) . ?
C2S C1S 1.485(9) . ?
C4S C3S 1.388(9) . ?

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 Eu1 131.91(8) . 3_665 ?
O3 Eu1 O4 53.60(10) . . ?
O3 Eu1 N2 75.20(11) . . ?
O3 Eu1 N1 85.43(12) . . ?
O3 Eu1 C25 167.72(11) . . ?
O3 Eu1 C32 26.99(11) . . ?
O3 Eu1 O1 162.83(10) . . ?
O5 Eu1 Eu1 61.80(7) . 3_665 ?
O5 Eu1 O3 127.85(10) . . ?
O5 Eu1 O4 74.39(10) . . ?
O5 Eu1 N2 137.38(10) . . ?
O5 Eu1 O2 74.90(10) . . ?
O5 Eu1 N1 82.17(11) . . ?
O5 Eu1 C25 62.06(11) . . ?
O5 Eu1 C32 100.87(12) . . ?
O5 Eu1 O1 60.94(9) . . ?
O5 Eu1 O1 79.61(11) . 3_665 ?
O5 Eu1 O6 131.03(11) . 3_665 ?
O4 Eu1 Eu1 112.55(8) . 3_665 ?
O4 Eu1 N2 113.17(12) . . ?
O4 Eu1 N1 72.45(11) . . ?
O4 Eu1 C25 134.74(11) . . ?
O4 Eu1 C32 26.68(11) . . ?
O4 Eu1 O1 133.41(9) . . ?
N2 Eu1 Eu1 134.03(8) . 3_665 ?
N2 Eu1 C25 92.53(12) . . ?
N2 Eu1 C32 95.55(13) . . ?
N2 Eu1 O1 108.58(10) . . ?
O2 Eu1 Eu1 78.60(8) . 3_665 ?
O2 Eu1 O3 146.49(10) . . ?
O2 Eu1 O4 135.96(11) . . ?
O2 Eu1 N2 72.27(11) . . ?
O2 Eu1 N1 72.76(11) . . ?
O2 Eu1 C25 21.96(11) . . ?
O2 Eu1 C32 151.79(12) . . ?
O2 Eu1 O1 44.21(10) . . ?
N1 Eu1 Eu1 138.73(8) . 3_665 ?
N1 Eu1 N2 62.68(11) . . ?
N1 Eu1 C25 89.31(12) . . ?
N1 Eu1 C32 79.03(12) . . ?
N1 Eu1 O1 111.35(10) . . ?
C25 Eu1 Eu1 57.24(8) . 3_665 ?
C25 Eu1 O1 23.18(10) . . ?
C32 Eu1 Eu1 124.69(9) . 3_665 ?
C32 Eu1 C25 160.77(12) . . ?
C32 Eu1 O1 155.87(10) . . ?
O1 Eu1 Eu1 34.38(6) . 3_665 ?
O1 Eu1 Eu1 49.20(9) 3_665 3_665 ?
O1 Eu1 O3 83.96(12) 3_665 . ?
O1 Eu1 O4 75.73(12) 3_665 . ?
O1 Eu1 N2 142.73(12) 3_665 . ?
O1 Eu1 O2 127.79(12) 3_665 . ?
O1 Eu1 N1 146.55(11) 3_665 . ?
O1 Eu1 C25 106.25(13) 3_665 . ?
O1 Eu1 C32 77.18(13) 3_665 . ?
O1 Eu1 O1 83.58(11) 3_665 . ?
O1 Eu1 O6 73.94(11) 3_665 3_665 ?
O6 Eu1 Eu1 69.70(8) 3_665 3_665 ?
O6 Eu1 O3 89.63(11) 3_665 . ?
O6 Eu1 O4 134.21(10) 3_665 . ?
O6 Eu1 N2 75.36(11) 3_665 . ?
O6 Eu1 O2 89.83(11) 3_665 . ?
O6 Eu1 N1 137.63(11) 3_665 . ?
O6 Eu1 C25 86.80(11) 3_665 . ?
O6 Eu1 C32 112.12(12) 3_665 . ?
O6 Eu1 O1 75.58(10) 3_665 . ?
C32 O3 Eu1 92.9(3) . . ?
C39 O5 Eu1 147.9(3) . . ?
C32 O4 Eu1 90.8(2) . . ?
C14 N2 Eu1 120.2(3) . . ?
C18 N2 Eu1 122.7(3) . . ?
C18 N2 C14 117.1(4) . . ?
C25 O2 Eu1 112.3(3) . . ?
C41 C40 C39 125.5(4) . . ?
C41 C40 C45 116.4(4) . . ?
C45 C40 C39 118.1(4) . . ?
N1 C1 C2 123.8(4) . . ?
N1 C11 C10 123.8(4) . . ?
N1 C11 C14 116.7(4) . . ?
C10 C11 C14 119.5(4) . . ?
C1 N1 Eu1 120.1(3) . . ?
C1 N1 C11 116.9(4) . . ?
C11 N1 Eu1 122.5(3) . . ?
C11 C10 C3 117.3(4) . . ?
C11 C10 C12 119.1(4) . . ?
C12 C10 C3 123.6(4) . . ?
C16 C17 C18 120.5(4) . . ?
C14 C15 C13 118.3(4) . . ?
C14 C15 C16 118.3(4) . . ?
C16 C15 C13 123.4(4) . . ?
F1 C41 C40 120.2(4) . . ?
F1 C41 C42 115.9(4) . . ?
C40 C41 C42 123.8(5) . . ?
C10 C3 C4 122.3(4) . . ?
C2 C3 C10 117.7(4) . . ?
C2 C3 C4 119.9(4) . . ?
N2 C14 C11 117.3(4) . . ?
N2 C14 C15 122.9(4) . . ?
C15 C14 C11 119.8(4) . . ?
O5 C39 C40 114.7(4) . . ?
O6 C39 O5 125.3(4) . . ?
O6 C39 C40 120.0(4) . . ?
C20 C19 C16 122.1(4) . . ?
C24 C19 C20 118.8(4) . . ?
C24 C19 C16 119.0(4) . . ?
O2 C25 Eu1 45.8(2) . . ?
O2 C25 C26 118.3(4) . . ?
O2 C25 O1 122.7(4) . . ?
C26 C25 Eu1 153.8(3) . . ?
O1 C25 Eu1 80.7(3) . . ?
O1 C25 C26 119.1(4) . . ?
C27 C26 C25 123.7(5) . . ?
C31 C26 C25 119.6(5) . . ?
C31 C26 C27 116.7(5) . . ?
C44 C43 C42 120.6(4) . . ?
C21 C20 C19 121.7(5) . . ?
C44 C45 C40 121.1(4) . . ?
C13 C12 C10 121.8(4) . . ?
O3 C32 Eu1 60.1(2) . . ?
O3 C32 C33 119.8(4) . . ?
O4 C32 Eu1 62.5(2) . . ?
O4 C32 O3 122.3(4) . . ?
O4 C32 C33 117.8(4) . . ?
C33 C32 Eu1 174.9(3) . . ?
F2 C27 C26 120.6(4) . . ?
F2 C27 C28 116.3(5) . . ?
C28 C27 C26 123.0(6) . . ?
C12 C13 C15 121.4(4) . . ?
C9 C4 C3 122.1(4) . . ?
C5 C4 C3 119.5(4) . . ?
C5 C4 C9 118.4(4) . . ?
C17 C16 C15 117.5(4) . . ?
C17 C16 C19 119.9(4) . . ?
C15 C16 C19 122.5(4) . . ?
C38 C33 C32 117.6(4) . . ?
C34 C33 C32 124.6(5) . . ?
C34 C33 C38 117.8(5) . . ?
C8 C9 C4 120.4(4) . . ?
C3 C2 C1 120.3(4) . . ?
N2 C18 C17 123.8(4) . . ?
C41 C42 C43 117.9(5) . . ?
C43 C44 C45 120.1(5) . . ?
C19 C24 C23 120.0(5) . . ?
C6 C5 C4 120.6(5) . . ?
C7 C8 C9 120.2(5) . . ?
C5 C6 C7 120.8(5) . . ?
C37 C38 C33 119.2(6) . . ?
C20 C21 C22 118.7(5) . . ?
C6 C7 C8 119.6(5) . . ?
C21 C22 C23 121.2(5) . . ?
C26 C31 C30 121.1(6) . . ?
C36 C37 C38 121.2(6) . . ?
C33 C34 C35 122.6(6) . . ?
F3 C34 C33 121.4(5) . . ?
F3 C34 C35 115.9(5) . . ?
C29 C28 C27 117.9(6) . . ?
C34 C35 C36 118.0(6) . . ?
C22 C23 C24 119.5(6) . . ?
C28 C29 C30 122.9(6) . . ?
C29 C30 C31 118.4(6) . . ?
C37 C36 C35 121.1(6) . . ?
Eu1 O1 Eu1 96.42(11) 3_665 . ?
C25 O1 Eu1 166.0(3) . 3_665 ?
C25 O1 Eu1 76.1(3) . . ?
C39 O6 Eu1 130.1(3) . 3_665 ?
C2S C7S C6S 119.5(11) . . ?
C4S C5S C6S 116.2(11) . . ?
C7S C2S C1S 125.2(9) . . ?
C3S C2S C7S 118.0(9) . . ?
C3S C2S C1S 116.7(9) . . ?
C7S C6S C5S 122.3(12) . . ?
C5S C4S C3S 121.7(12) . . ?
C2S C3S C4S 122.0(11) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_ask229_p21n
_database_code_depnum_ccdc_archive 'CCDC 1818247'
_audit_update_record             
;
2018-01-20 deposited with the CCDC.
2018-04-24 downloaded from the CCDC.
;
_audit_creation_date             2016-07-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C66 H34 Eu2 F12 N4 O12'
_chemical_formula_sum            'C66 H34 Eu2 F12 N4 O12'
_chemical_formula_weight         1606.89
_chemical_melting_point          ?
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'
Eu Eu -0.1578 3.6682 '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'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   14.583(2)
_cell_length_b                   13.1391(17)
_cell_length_c                   15.364(2)
_cell_angle_alpha                90
_cell_angle_beta                 103.713(4)
_cell_angle_gamma                90
_cell_volume                     2859.9(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6378
_cell_measurement_temperature    120
_cell_measurement_theta_max      30.483
_cell_measurement_theta_min      2.201
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.284
_exptl_absorpt_correction_T_max  0.4935
_exptl_absorpt_correction_T_min  0.4112
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1253 before and 0.0605 after correction.
The Ratio of minimum to maximum transmission is 0.8332.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.866
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1576
_exptl_crystal_recrystallization_method 'crystallized from ???'
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1461
_diffrn_reflns_av_unetI/netI     0.1170
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            47998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         30.820
_diffrn_reflns_theta_min         1.731
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5647
_reflns_number_total             8840
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.420
_refine_diff_density_min         -0.921
_refine_diff_density_rms         0.158
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.958
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     433
_refine_ls_number_reflns         8840
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0976
_refine_ls_R_factor_gt           0.0443
_refine_ls_restrained_S_all      0.958
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0304P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0695
_refine_ls_wR_factor_ref         0.0790
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00L(H00L), C00M(H00M), C00N(H00N), C00R(H00R), C00T(H00T), C00W(H00W),
 C00Y(H00Y), C00Z(H00Z), C010(H010), C011(H011), C015(H015), C016(H016),
 C017(H017), C018(H018), C01A(H01A), C01B(H01B), C01C(H01C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
Eu01 Eu 0.48716(2) 0.37101(2) 0.92646(2) 0.01416(5) Uani 1 1 d . . . . .
F002 F 0.54866(16) 0.79732(15) 0.77281(14) 0.0268(5) Uani 1 1 d . . . . .
O003 O 0.52797(18) 0.54532(18) 0.91648(17) 0.0193(6) Uani 1 1 d . . . . .
F004 F 0.36524(16) 0.4189(2) 0.58610(16) 0.0398(6) Uani 1 1 d . . . . .
O005 O 0.35559(17) 0.61508(18) 0.98488(16) 0.0196(5) Uani 1 1 d . . . . .
F006 F 0.79295(17) 0.49151(19) 0.75654(18) 0.0418(7) Uani 1 1 d . . . . .
O007 O 0.43328(18) 0.40749(19) 0.76466(17) 0.0219(6) Uani 1 1 d . . . . .
O008 O 0.54769(18) 0.71046(18) 0.94028(17) 0.0199(6) Uani 1 1 d . . . . .
F009 F 0.19591(18) 0.71024(17) 0.86780(18) 0.0430(7) Uani 1 1 d . . . . .
F00A F 0.01299(18) 0.3689(2) 0.9293(2) 0.0535(7) Uani 1 1 d . . . . .
F00B F 0.71249(19) 0.3146(2) 0.54649(18) 0.0512(7) Uani 1 1 d . . . . .
O00C O 0.57663(17) 0.34469(18) 0.81147(16) 0.0206(6) Uani 1 1 d . . . . .
O00D O 0.34566(17) 0.46099(18) 0.92063(18) 0.0226(6) Uani 1 1 d . . . . .
N00E N 0.3534(2) 0.2416(2) 0.86281(19) 0.0165(6) Uani 1 1 d . . . . .
N00F N 0.5359(2) 0.1806(2) 0.9259(2) 0.0169(7) Uani 1 1 d . . . . .
C00G C 0.5096(2) 0.3769(3) 0.7491(2) 0.0174(7) Uani 1 1 d . . . . .
C00H C 0.7327(3) 0.5698(3) 0.7619(3) 0.0254(9) Uani 1 1 d . . . . .
C00I C 0.4529(3) 0.3916(3) 0.5793(3) 0.0250(9) Uani 1 1 d . . . . .
C00J C 0.4694(3) 0.1086(2) 0.8919(2) 0.0161(7) Uani 1 1 d . . . . .
C00K C 0.4925(3) 0.0044(3) 0.8885(2) 0.0179(8) Uani 1 1 d . . . . .
C00L C 0.6745(3) 0.5592(3) 0.8200(2) 0.0203(8) Uani 1 1 d . . . . .
H00L H 0.6765 0.4993 0.8550 0.024 Uiso 1 1 calc R . . . .
C00M C 0.1565(3) 0.4551(3) 0.9387(3) 0.0236(9) Uani 1 1 d . . . . .
H00M H 0.1903 0.3971 0.9662 0.028 Uiso 1 1 calc R . . . .
C00N C 0.4191(3) -0.0677(3) 0.8562(2) 0.0216(9) Uani 1 1 d . . . . .
H00N H 0.4343 -0.1378 0.8545 0.026 Uiso 1 1 calc R . . . .
C00O C 0.5239(3) 0.3747(3) 0.6551(2) 0.0196(7) Uani 1 1 d . . . . .
C00P C 0.2049(3) 0.5421(3) 0.9234(2) 0.0173(8) Uani 1 1 d . . . . .
C00Q C 0.6113(3) 0.7214(3) 0.7719(2) 0.0189(8) Uani 1 1 d . . . . .
C00R C 0.6125(3) 0.3487(3) 0.6423(3) 0.0224(9) Uani 1 1 d . . . . .
H00R H 0.6636 0.3365 0.6925 0.027 Uiso 1 1 calc R . . . .
C00S C 0.5574(2) 0.6317(3) 0.8975(2) 0.0163(7) Uani 1 1 d . . . . .
C00T C 0.6705(3) 0.7319(3) 0.7144(3) 0.0246(9) Uani 1 1 d . . . . .
H00T H 0.6679 0.7912 0.6785 0.030 Uiso 1 1 calc R . . . .
C00U C 0.6125(2) 0.6379(3) 0.8266(2) 0.0165(7) Uani 1 1 d . . . . .
C00V C 0.3735(2) 0.1406(2) 0.8604(2) 0.0161(7) Uani 1 1 d . . . . .
C00W C 0.2646(3) 0.2703(3) 0.8309(2) 0.0213(9) Uani 1 1 d . . . . .
H00W H 0.2503 0.3408 0.8313 0.026 Uiso 1 1 calc R . . . .
C00X C 0.0598(3) 0.4538(3) 0.9138(3) 0.0326(10) Uani 1 1 d . . . . .
C00Y C 0.6527(3) 0.0486(3) 0.9534(2) 0.0208(8) Uani 1 1 d . . . . .
H00Y H 0.7172 0.0306 0.9751 0.025 Uiso 1 1 calc R . . . .
C00Z C 0.4656(3) 0.3818(3) 0.4937(3) 0.0356(10) Uani 1 1 d . . . . .
H00Z H 0.4145 0.3930 0.4433 0.043 Uiso 1 1 calc R . . . .
C010 C 0.5876(3) -0.0241(3) 0.9201(2) 0.0199(8) Uani 1 1 d . . . . .
H010 H 0.6060 -0.0933 0.9180 0.024 Uiso 1 1 calc R . . . .
C011 C 0.6240(3) 0.1507(3) 0.9557(2) 0.0211(8) Uani 1 1 d . . . . .
H011 H 0.6704 0.2004 0.9798 0.025 Uiso 1 1 calc R . . . .
C012 C 0.3021(3) 0.0670(3) 0.8272(2) 0.0180(8) Uani 1 1 d . . . . .
C013 C 0.3108(3) 0.5402(3) 0.9441(2) 0.0169(8) Uani 1 1 d . . . . .
C014 C 0.1512(3) 0.6238(3) 0.8835(3) 0.0280(9) Uani 1 1 d . . . . .
C015 C 0.3280(3) -0.0374(3) 0.8277(2) 0.0213(8) Uani 1 1 d . . . . .
H015 H 0.2803 -0.0871 0.8076 0.026 Uiso 1 1 calc R . . . .
C016 C 0.1909(3) 0.2029(3) 0.7969(3) 0.0238(9) Uani 1 1 d . . . . .
H016 H 0.1284 0.2275 0.7750 0.029 Uiso 1 1 calc R . . . .
C017 C 0.0083(3) 0.5348(4) 0.8732(3) 0.0407(12) Uani 1 1 d . . . . .
H017 H -0.0587 0.5316 0.8567 0.049 Uiso 1 1 calc R . . . .
C018 C 0.0544(3) 0.6209(4) 0.8564(3) 0.0397(11) Uani 1 1 d . . . . .
H018 H 0.0202 0.6774 0.8266 0.048 Uiso 1 1 calc R . . . .
C019 C 0.6258(3) 0.3409(3) 0.5574(3) 0.0310(10) Uani 1 1 d . . . . .
C01A C 0.7338(3) 0.6545(3) 0.7099(3) 0.0299(10) Uani 1 1 d . . . . .
H01A H 0.7766 0.6600 0.6722 0.036 Uiso 1 1 calc R . . . .
C01B C 0.5540(3) 0.3552(3) 0.4820(3) 0.0350(11) Uani 1 1 d . . . . .
H01B H 0.5647 0.3472 0.4237 0.042 Uiso 1 1 calc R . . . .
C01C C 0.2096(3) 0.1010(3) 0.7953(2) 0.0210(8) Uani 1 1 d . . . . .
H01C H 0.1602 0.0539 0.7728 0.025 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
Eu01 O003 2.380(2) . ?
Eu01 O005 2.380(2) 3_667 ?
Eu01 O007 2.470(3) . ?
Eu01 O008 2.468(2) 3_667 ?
Eu01 O00C 2.457(2) . ?
Eu01 O00D 2.361(2) . ?
Eu01 N00E 2.598(3) . ?
Eu01 N00F 2.601(3) . ?
F002 C00Q 1.355(4) . ?
O003 Eu01 2.708(2) 3_667 ?
O003 C00S 1.271(4) . ?
F004 C00I 1.355(4) . ?
O005 Eu01 2.380(2) 3_667 ?
O005 C013 1.263(4) . ?
F006 C00H 1.368(4) . ?
O007 C00G 1.258(4) . ?
O008 Eu01 2.468(2) 3_667 ?
O008 C00S 1.252(4) . ?
F009 C014 1.359(4) . ?
F00A C00X 1.358(5) . ?
F00B C019 1.358(5) . ?
O00C C00G 1.269(4) . ?
O00D C013 1.248(4) . ?
N00E C00V 1.361(4) . ?
N00E C00W 1.327(4) . ?
N00F C00J 1.366(4) . ?
N00F C011 1.319(5) . ?
C00G C00O 1.508(5) . ?
C00H C00L 1.378(5) . ?
C00H C01A 1.372(6) . ?
C00I C00O 1.381(5) . ?
C00I C00Z 1.378(5) . ?
C00J C00K 1.414(5) . ?
C00J C00V 1.430(5) . ?
C00K C00N 1.427(5) . ?
C00K C010 1.408(5) . ?
C00L H00L 0.9500 . ?
C00L C00U 1.392(5) . ?
C00M H00M 0.9500 . ?
C00M C00P 1.392(5) . ?
C00M C00X 1.371(6) . ?
C00N H00N 0.9500 . ?
C00N C015 1.356(5) . ?
C00O C00R 1.394(5) . ?
C00P C013 1.502(5) . ?
C00P C014 1.383(5) . ?
C00Q C00T 1.380(5) . ?
C00Q C00U 1.380(5) . ?
C00R H00R 0.9500 . ?
C00R C019 1.367(5) . ?
C00S Eu01 2.927(3) 3_667 ?
C00S C00U 1.502(5) . ?
C00T H00T 0.9500 . ?
C00T C01A 1.386(5) . ?
C00V C012 1.424(5) . ?
C00W H00W 0.9500 . ?
C00W C016 1.396(5) . ?
C00X C017 1.365(6) . ?
C00Y H00Y 0.9500 . ?
C00Y C010 1.359(5) . ?
C00Y C011 1.408(5) . ?
C00Z H00Z 0.9500 . ?
C00Z C01B 1.388(6) . ?
C010 H010 0.9500 . ?
C011 H011 0.9500 . ?
C012 C015 1.423(5) . ?
C012 C01C 1.395(5) . ?
C014 C018 1.374(6) . ?
C015 H015 0.9500 . ?
C016 H016 0.9500 . ?
C016 C01C 1.368(5) . ?
C017 H017 0.9500 . ?
C017 C018 1.372(6) . ?
C018 H018 0.9500 . ?
C019 C01B 1.379(6) . ?
C01A H01A 0.9500 . ?
C01B H01B 0.9500 . ?
C01C H01C 0.9500 . ?

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
O003 Eu01 O005 75.01(8) . 3_667 ?
O003 Eu01 O007 76.89(8) . . ?
O003 Eu01 O008 125.07(8) . 3_667 ?
O003 Eu01 O00C 84.59(8) . . ?
O003 Eu01 N00E 141.49(9) . . ?
O003 Eu01 N00F 148.49(9) . . ?
O005 Eu01 O007 126.48(8) 3_667 . ?
O005 Eu01 O008 85.32(9) 3_667 3_667 ?
O005 Eu01 O00C 79.54(8) 3_667 . ?
O005 Eu01 N00E 143.24(9) 3_667 . ?
O005 Eu01 N00F 81.31(9) 3_667 . ?
O007 Eu01 N00E 73.55(9) . . ?
O007 Eu01 N00F 101.86(9) . . ?
O008 Eu01 O007 147.17(9) 3_667 . ?
O008 Eu01 N00E 75.19(9) 3_667 . ?
O008 Eu01 N00F 72.27(9) 3_667 . ?
O00C Eu01 O007 53.14(8) . . ?
O00C Eu01 O008 141.68(8) . 3_667 ?
O00C Eu01 N00E 96.69(9) . . ?
O00C Eu01 N00F 70.76(9) . . ?
O00D Eu01 O003 75.25(8) . . ?
O00D Eu01 O005 134.26(8) . 3_667 ?
O00D Eu01 O007 78.35(9) . . ?
O00D Eu01 O008 84.18(9) . 3_667 ?
O00D Eu01 O00C 130.65(9) . . ?
O00D Eu01 N00E 75.06(9) . . ?
O00D Eu01 N00F 135.90(9) . . ?
N00E Eu01 N00F 63.28(9) . . ?
Eu01 O003 Eu01 105.00(9) . 3_667 ?
C00S O003 Eu01 86.85(19) . 3_667 ?
C00S O003 Eu01 167.6(2) . . ?
C013 O005 Eu01 131.2(2) . 3_667 ?
C00G O007 Eu01 92.6(2) . . ?
C00S O008 Eu01 98.5(2) . 3_667 ?
C00G O00C Eu01 92.9(2) . . ?
C013 O00D Eu01 144.9(2) . . ?
C00V N00E Eu01 120.1(2) . . ?
C00W N00E Eu01 122.2(2) . . ?
C00W N00E C00V 117.7(3) . . ?
C00J N00F Eu01 119.8(2) . . ?
C011 N00F Eu01 122.0(2) . . ?
C011 N00F C00J 118.1(3) . . ?
O007 C00G Eu01 60.97(18) . . ?
O007 C00G O00C 121.4(3) . . ?
O007 C00G C00O 121.2(3) . . ?
O00C C00G Eu01 60.40(18) . . ?
O00C C00G C00O 117.4(3) . . ?
C00O C00G Eu01 177.0(3) . . ?
F006 C00H C00L 117.8(4) . . ?
F006 C00H C01A 118.6(4) . . ?
C01A C00H C00L 123.6(4) . . ?
F004 C00I C00O 120.8(3) . . ?
F004 C00I C00Z 116.2(4) . . ?
C00Z C00I C00O 123.1(4) . . ?
N00F C00J C00K 122.1(3) . . ?
N00F C00J C00V 118.3(3) . . ?
C00K C00J C00V 119.6(3) . . ?
C00J C00K C00N 119.3(3) . . ?
C010 C00K C00J 117.9(3) . . ?
C010 C00K C00N 122.7(3) . . ?
C00H C00L H00L 120.6 . . ?
C00H C00L C00U 118.8(3) . . ?
C00U C00L H00L 120.6 . . ?
C00P C00M H00M 120.3 . . ?
C00X C00M H00M 120.3 . . ?
C00X C00M C00P 119.4(4) . . ?
C00K C00N H00N 119.5 . . ?
C015 C00N C00K 121.0(3) . . ?
C015 C00N H00N 119.5 . . ?
C00I C00O C00G 123.8(3) . . ?
C00I C00O C00R 117.1(3) . . ?
C00R C00O C00G 118.9(3) . . ?
C00M C00P C013 119.1(3) . . ?
C014 C00P C00M 117.2(4) . . ?
C014 C00P C013 123.6(3) . . ?
F002 C00Q C00T 117.3(3) . . ?
F002 C00Q C00U 119.3(3) . . ?
C00U C00Q C00T 123.3(3) . . ?
C00O C00R H00R 120.0 . . ?
C019 C00R C00O 119.9(4) . . ?
C019 C00R H00R 120.0 . . ?
O003 C00S Eu01 67.46(18) . 3_667 ?
O003 C00S C00U 118.9(3) . . ?
O008 C00S Eu01 56.48(17) . 3_667 ?
O008 C00S O003 122.1(3) . . ?
O008 C00S C00U 118.8(3) . . ?
C00U C00S Eu01 160.9(2) . 3_667 ?
C00Q C00T H00T 120.5 . . ?
C00Q C00T C01A 118.9(4) . . ?
C01A C00T H00T 120.5 . . ?
C00L C00U C00S 118.7(3) . . ?
C00Q C00U C00L 117.5(3) . . ?
C00Q C00U C00S 123.6(3) . . ?
N00E C00V C00J 118.5(3) . . ?
N00E C00V C012 121.9(3) . . ?
C012 C00V C00J 119.7(3) . . ?
N00E C00W H00W 118.1 . . ?
N00E C00W C016 123.8(3) . . ?
C016 C00W H00W 118.1 . . ?
F00A C00X C00M 119.2(4) . . ?
F00A C00X C017 118.4(4) . . ?
C017 C00X C00M 122.4(4) . . ?
C010 C00Y H00Y 120.2 . . ?
C010 C00Y C011 119.6(4) . . ?
C011 C00Y H00Y 120.2 . . ?
C00I C00Z H00Z 120.4 . . ?
C00I C00Z C01B 119.1(4) . . ?
C01B C00Z H00Z 120.4 . . ?
C00K C010 H010 120.4 . . ?
C00Y C010 C00K 119.1(3) . . ?
C00Y C010 H010 120.4 . . ?
N00F C011 C00Y 123.1(3) . . ?
N00F C011 H011 118.4 . . ?
C00Y C011 H011 118.4 . . ?
C015 C012 C00V 118.9(3) . . ?
C01C C012 C00V 118.2(3) . . ?
C01C C012 C015 122.9(3) . . ?
O005 C013 C00P 118.5(3) . . ?
O00D C013 O005 126.5(3) . . ?
O00D C013 C00P 115.0(3) . . ?
F009 C014 C00P 118.8(3) . . ?
F009 C014 C018 118.1(4) . . ?
C018 C014 C00P 123.1(4) . . ?
C00N C015 C012 121.5(3) . . ?
C00N C015 H015 119.3 . . ?
C012 C015 H015 119.3 . . ?
C00W C016 H016 120.4 . . ?
C01C C016 C00W 119.3(4) . . ?
C01C C016 H016 120.4 . . ?
C00X C017 H017 120.4 . . ?
C00X C017 C018 119.2(4) . . ?
C018 C017 H017 120.4 . . ?
C014 C018 H018 120.7 . . ?
C017 C018 C014 118.7(4) . . ?
C017 C018 H018 120.7 . . ?
F00B C019 C00R 118.9(4) . . ?
F00B C019 C01B 118.3(4) . . ?
C00R C019 C01B 122.7(4) . . ?
C00H C01A C00T 117.8(4) . . ?
C00H C01A H01A 121.1 . . ?
C00T C01A H01A 121.1 . . ?
C00Z C01B H01B 121.0 . . ?
C019 C01B C00Z 118.0(4) . . ?
C019 C01B H01B 121.0 . . ?
C012 C01C H01C 120.4 . . ?
C016 C01C C012 119.2(3) . . ?
C016 C01C H01C 120.4 . . ?

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
Eu01 O003 C00S Eu01 -163.3(11) . . . 3_667 ?
Eu01 O003 C00S O008 -178.2(9) . . . . ?
Eu01 O003 C00S O008 -14.9(3) 3_667 . . . ?
Eu01 O003 C00S C00U -3.3(13) . . . . ?
Eu01 O003 C00S C00U 160.0(3) 3_667 . . . ?
Eu01 O005 C013 O00D -20.7(5) 3_667 . . . ?
Eu01 O005 C013 C00P 157.0(2) 3_667 . . . ?
Eu01 O007 C00G O00C -0.8(4) . . . . ?
Eu01 O007 C00G C00O 177.7(3) . . . . ?
Eu01 O008 C00S O003 16.6(4) 3_667 . . . ?
Eu01 O008 C00S C00U -158.4(3) 3_667 . . . ?
Eu01 O00C C00G O007 0.8(4) . . . . ?
Eu01 O00C C00G C00O -177.7(3) . . . . ?
Eu01 O00D C013 O005 4.8(7) . . . . ?
Eu01 O00D C013 C00P -173.0(3) . . . . ?
Eu01 N00E C00V C00J -1.1(4) . . . . ?
Eu01 N00E C00V C012 179.1(2) . . . . ?
Eu01 N00E C00W C016 -179.5(3) . . . . ?
Eu01 N00F C00J C00K 178.8(2) . . . . ?
Eu01 N00F C00J C00V -2.3(4) . . . . ?
Eu01 N00F C011 C00Y -177.8(3) . . . . ?
Eu01 C00S C00U C00L 68.4(8) 3_667 . . . ?
Eu01 C00S C00U C00Q -106.1(7) 3_667 . . . ?
F002 C00Q C00T C01A -178.4(3) . . . . ?
F002 C00Q C00U C00L 176.6(3) . . . . ?
F002 C00Q C00U C00S -8.8(5) . . . . ?
O003 C00S C00U C00L -36.5(5) . . . . ?
O003 C00S C00U C00Q 149.1(3) . . . . ?
F004 C00I C00O C00G 4.7(6) . . . . ?
F004 C00I C00O C00R -178.8(3) . . . . ?
F004 C00I C00Z C01B 179.2(4) . . . . ?
F006 C00H C00L C00U 180.0(3) . . . . ?
F006 C00H C01A C00T 178.3(3) . . . . ?
O007 C00G C00O C00I -9.2(6) . . . . ?
O007 C00G C00O C00R 174.4(3) . . . . ?
O008 C00S C00U C00L 138.7(3) . . . . ?
O008 C00S C00U C00Q -35.8(5) . . . . ?
F009 C014 C018 C017 -178.9(4) . . . . ?
F00A C00X C017 C018 -179.5(4) . . . . ?
F00B C019 C01B C00Z 179.8(4) . . . . ?
O00C C00G C00O C00I 169.3(3) . . . . ?
O00C C00G C00O C00R -7.1(5) . . . . ?
N00E C00V C012 C015 -179.2(3) . . . . ?
N00E C00V C012 C01C 1.0(5) . . . . ?
N00E C00W C016 C01C -0.2(6) . . . . ?
N00F C00J C00K C00N 177.0(3) . . . . ?
N00F C00J C00K C010 -1.2(5) . . . . ?
N00F C00J C00V N00E 2.2(5) . . . . ?
N00F C00J C00V C012 -178.0(3) . . . . ?
C00G C00O C00R C019 176.5(3) . . . . ?
C00H C00L C00U C00Q 1.9(5) . . . . ?
C00H C00L C00U C00S -172.9(3) . . . . ?
C00I C00O C00R C019 -0.2(6) . . . . ?
C00I C00Z C01B C019 -0.7(6) . . . . ?
C00J N00F C011 C00Y 0.5(5) . . . . ?
C00J C00K C00N C015 0.8(5) . . . . ?
C00J C00K C010 C00Y 1.0(5) . . . . ?
C00J C00V C012 C015 1.0(5) . . . . ?
C00J C00V C012 C01C -178.8(3) . . . . ?
C00K C00J C00V N00E -178.8(3) . . . . ?
C00K C00J C00V C012 1.0(5) . . . . ?
C00K C00N C015 C012 1.3(5) . . . . ?
C00L C00H C01A C00T -2.3(6) . . . . ?
C00M C00P C013 O005 -135.4(4) . . . . ?
C00M C00P C013 O00D 42.6(5) . . . . ?
C00M C00P C014 F009 179.7(3) . . . . ?
C00M C00P C014 C018 -2.3(6) . . . . ?
C00M C00X C017 C018 0.1(7) . . . . ?
C00N C00K C010 C00Y -177.1(3) . . . . ?
C00O C00I C00Z C01B -1.1(7) . . . . ?
C00O C00R C019 F00B -179.4(3) . . . . ?
C00O C00R C019 C01B -1.6(6) . . . . ?
C00P C00M C00X F00A -179.7(3) . . . . ?
C00P C00M C00X C017 0.7(6) . . . . ?
C00P C014 C018 C017 3.0(7) . . . . ?
C00Q C00T C01A C00H 1.5(6) . . . . ?
C00R C019 C01B C00Z 2.0(7) . . . . ?
C00T C00Q C00U C00L -2.7(5) . . . . ?
C00T C00Q C00U C00S 171.9(3) . . . . ?
C00U C00Q C00T C01A 0.9(6) . . . . ?
C00V N00E C00W C016 1.3(5) . . . . ?
C00V C00J C00K C00N -1.9(5) . . . . ?
C00V C00J C00K C010 179.9(3) . . . . ?
C00V C012 C015 C00N -2.2(5) . . . . ?
C00V C012 C01C C016 0.1(5) . . . . ?
C00W N00E C00V C00J 178.1(3) . . . . ?
C00W N00E C00V C012 -1.7(5) . . . . ?
C00W C016 C01C C012 -0.5(6) . . . . ?
C00X C00M C00P C013 -175.2(3) . . . . ?
C00X C00M C00P C014 0.4(5) . . . . ?
C00X C017 C018 C014 -1.9(7) . . . . ?
C00Z C00I C00O C00G -174.9(4) . . . . ?
C00Z C00I C00O C00R 1.5(6) . . . . ?
C010 C00K C00N C015 178.9(3) . . . . ?
C010 C00Y C011 N00F -0.6(6) . . . . ?
C011 N00F C00J C00K 0.5(5) . . . . ?
C011 N00F C00J C00V 179.4(3) . . . . ?
C011 C00Y C010 C00K -0.1(5) . . . . ?
C013 C00P C014 F009 -5.0(6) . . . . ?
C013 C00P C014 C018 173.1(4) . . . . ?
C014 C00P C013 O005 49.3(5) . . . . ?
C014 C00P C013 O00D -132.7(4) . . . . ?
C015 C012 C01C C016 -179.7(3) . . . . ?
C01A C00H C00L C00U 0.5(6) . . . . ?
C01C C012 C015 C00N 177.6(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_exptl_crystal_mounting_method 'mounted on a needle'
_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_preparation       Luminescent
