# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_added_by_encifer
_database_code_depnum_ccdc_archive 'CCDC 859375'
_audit_update_record             
;
2015-10-28 deposited with the CCDC.
2015-12-04 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 [Eu(p-HC6F4NC2H4NEt2)2(dme)]
;
_chemical_name_common            '[Eu(p-HC6F4NC2H4NEt2)2(dme)] '
_chemical_melting_point          178-184??C
_chemical_formula_moiety         'C28 H40 Eu F8 N4 O2'
_chemical_formula_sum            'C28 H40 Eu F8 N4 O2'
_chemical_formula_weight         768.60

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n
_symmetry_space_group_name_Hall  -P2yn

loop_
_symmetry_equiv_pos_as_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                   12.435(3)
_cell_length_b                   18.083(4)
_cell_length_c                   13.998(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.39(3)
_cell_angle_gamma                90.00
_cell_volume                     3147.5(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(1)
_cell_measurement_reflns_used    62001
_cell_measurement_theta_min      1.126
_cell_measurement_theta_max      30.490

_exptl_crystal_description       rhombus
_exptl_crystal_colour            'bright yellow'
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.622
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1548
_exptl_absorpt_coefficient_mu    2.072
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.4558
_exptl_absorpt_correction_T_max  0.8355
_exptl_absorpt_process_details   SORTAV

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      123(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            42568
_diffrn_reflns_av_R_equivalents  0.0560
_diffrn_reflns_av_sigmaI/netI    0.0253
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.13
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5542
_reflns_number_gt                4452
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Hooft, 1999)'
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'X-Seed (Barbour, 1999)'
_computing_publication_material  'CIFTAB (Sheldrick, 1997)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       ?
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5542
_refine_ls_number_parameters     395
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0325
_refine_ls_wR_factor_ref         0.0989
_refine_ls_wR_factor_gt          0.0903
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Eu1 Eu 0.048048(11) 0.251029(6) 0.801139(10) 0.01590(9) Uani 1 1 d . . .
F1 F 0.24294(18) 0.25674(8) 0.72970(16) 0.0240(5) Uani 1 1 d . . .
O1 O 0.04478(17) 0.17993(12) 0.63528(15) 0.0230(5) Uani 1 1 d . . .
N1 N 0.1800(2) 0.34457(14) 0.87411(18) 0.0235(6) Uani 1 1 d . . .
C1 C 0.1438(3) 0.39223(18) 0.9522(2) 0.0279(7) Uani 1 1 d . . .
H1A H 0.1400 0.4441 0.9300 0.034 Uiso 1 1 calc R . .
H1B H 0.1958 0.3897 1.0060 0.034 Uiso 1 1 calc R . .
F2 F 0.43358(17) 0.26312(11) 0.64987(16) 0.0344(5) Uani 1 1 d . . .
O2 O 0.05397(17) 0.33190(12) 0.64008(15) 0.0225(5) Uani 1 1 d . . .
N2 N -0.0504(2) 0.35997(14) 0.91064(18) 0.0237(6) Uani 1 1 d . . .
C2 C 0.0335(3) 0.36724(19) 0.9857(2) 0.0251(7) Uani 1 1 d . . .
H2A H 0.0416 0.3188 1.0179 0.030 Uiso 1 1 calc R . .
H2B H 0.0077 0.4029 1.0340 0.030 Uiso 1 1 calc R . .
F3 F 0.54171(14) 0.44645(11) 0.87139(15) 0.0337(5) Uani 1 1 d . . .
N3 N -0.0842(2) 0.15805(13) 0.87100(17) 0.0226(6) Uani 1 1 d . . .
C3 C 0.2813(2) 0.35228(15) 0.8431(2) 0.0207(6) Uani 1 1 d . . .
F4 F 0.34901(14) 0.44900(10) 0.94630(13) 0.0346(4) Uani 1 1 d . . .
N4 N 0.1443(2) 0.13643(14) 0.90386(18) 0.0230(6) Uani 1 1 d . . .
C4 C 0.3166(2) 0.30672(16) 0.7661(2) 0.0227(6) Uani 1 1 d . . .
F5 F -0.14620(16) 0.24569(8) 0.72564(15) 0.0244(5) Uani 1 1 d . . .
C5 C 0.4151(2) 0.30903(17) 0.7253(2) 0.0264(7) Uani 1 1 d . . .
F6 F -0.3390(2) 0.24332(10) 0.64776(18) 0.0335(6) Uani 1 1 d . . .
C6 C 0.4954(2) 0.35607(17) 0.7578(2) 0.0297(7) Uani 1 1 d . . .
H6 H 0.5650 0.3576 0.7302 0.036 Uiso 1 1 calc R . .
F7 F -0.44877(15) 0.06084(11) 0.86904(15) 0.0358(5) Uani 1 1 d . . .
C7 C 0.4660(2) 0.40040(16) 0.8334(2) 0.0279(7) Uani 1 1 d . . .
F8 F -0.25674(15) 0.05837(10) 0.94538(13) 0.0394(5) Uani 1 1 d . . .
C8 C 0.3655(2) 0.40013(16) 0.8739(2) 0.0233(7) Uani 1 1 d . . .
C9 C -0.0720(3) 0.43205(16) 0.8654(2) 0.0300(7) Uani 1 1 d . . .
H9A H -0.0042 0.4515 0.8385 0.036 Uiso 1 1 calc R . .
H9B H -0.0964 0.4673 0.9149 0.036 Uiso 1 1 calc R . .
C10 C -0.1565(3) 0.4282(2) 0.7862(3) 0.0419(9) Uani 1 1 d . . .
H10A H -0.1351 0.3911 0.7390 0.063 Uiso 1 1 calc R . .
H10B H -0.1628 0.4766 0.7553 0.063 Uiso 1 1 calc R . .
H10C H -0.2260 0.4143 0.8136 0.063 Uiso 1 1 calc R . .
C11 C -0.1497(2) 0.32851(17) 0.9530(2) 0.0261(7) Uani 1 1 d . . .
H11A H -0.1305 0.2815 0.9852 0.031 Uiso 1 1 calc R . .
H11B H -0.2002 0.3164 0.9003 0.031 Uiso 1 1 calc R . .
C12 C -0.2088(3) 0.3771(2) 1.0246(3) 0.0376(8) Uani 1 1 d . . .
H12A H -0.1580 0.3944 1.0736 0.056 Uiso 1 1 calc R . .
H12B H -0.2660 0.3483 1.0548 0.056 Uiso 1 1 calc R . .
H12C H -0.2402 0.4197 0.9913 0.056 Uiso 1 1 calc R . .
C13 C -0.0492(3) 0.11054(18) 0.9496(2) 0.0275(7) Uani 1 1 d . . .
H13A H -0.0501 0.0582 0.9287 0.033 Uiso 1 1 calc R . .
H13B H -0.0994 0.1157 1.0038 0.033 Uiso 1 1 calc R . .
C14 C 0.0633(3) 0.1317(2) 0.9814(2) 0.0272(7) Uani 1 1 d . . .
H14A H 0.0599 0.1803 1.0139 0.033 Uiso 1 1 calc R . .
H14B H 0.0886 0.0950 1.0290 0.033 Uiso 1 1 calc R . .
C15 C -0.1858(2) 0.15161(15) 0.8398(2) 0.0224(6) Uani 1 1 d . . .
C16 C -0.2209(2) 0.19719(16) 0.7626(2) 0.0235(6) Uani 1 1 d . . .
C17 C -0.3207(2) 0.19669(17) 0.7226(2) 0.0266(7) Uani 1 1 d . . .
C18 C -0.4023(3) 0.15119(18) 0.7559(2) 0.0319(8) Uani 1 1 d . . .
H18 H -0.4725 0.1507 0.7287 0.038 Uiso 1 1 calc R . .
C19 C -0.3727(2) 0.10708(17) 0.8311(2) 0.0278(7) Uani 1 1 d . . .
C20 C -0.2720(2) 0.10577(16) 0.8716(2) 0.0247(7) Uani 1 1 d . . .
C21 C 0.1574(3) 0.06384(16) 0.8579(2) 0.0286(7) Uani 1 1 d . . .
H21A H 0.0867 0.0470 0.8334 0.034 Uiso 1 1 calc R . .
H21B H 0.1820 0.0277 0.9064 0.034 Uiso 1 1 calc R . .
C22 C 0.2370(3) 0.0647(2) 0.7762(2) 0.0376(8) Uani 1 1 d . . .
H22A H 0.2197 0.1056 0.7328 0.056 Uiso 1 1 calc R . .
H22B H 0.2327 0.0178 0.7413 0.056 Uiso 1 1 calc R . .
H22C H 0.3099 0.0712 0.8017 0.056 Uiso 1 1 calc R . .
C23 C 0.2481(2) 0.16476(17) 0.9433(2) 0.0263(7) Uani 1 1 d . . .
H23A H 0.2340 0.2126 0.9751 0.032 Uiso 1 1 calc R . .
H23B H 0.2968 0.1747 0.8890 0.032 Uiso 1 1 calc R . .
C24 C 0.3071(3) 0.11515(18) 1.0137(3) 0.0350(8) Uani 1 1 d . . .
H24A H 0.2584 0.1012 1.0654 0.052 Uiso 1 1 calc R . .
H24B H 0.3691 0.1417 1.0404 0.052 Uiso 1 1 calc R . .
H24C H 0.3319 0.0705 0.9808 0.052 Uiso 1 1 calc R . .
C25 C 0.0202(3) 0.2218(2) 0.5514(2) 0.0306(7) Uani 1 1 d . . .
H25A H -0.0580 0.2320 0.5482 0.037 Uiso 1 1 calc R . .
H25B H 0.0404 0.1934 0.4938 0.037 Uiso 1 1 calc R . .
C26 C 0.0817(3) 0.29318(18) 0.5549(2) 0.0296(7) Uani 1 1 d . . .
H26A H 0.1599 0.2830 0.5543 0.036 Uiso 1 1 calc R . .
H26B H 0.0637 0.3237 0.4983 0.036 Uiso 1 1 calc R . .
C27 C -0.0048(3) 0.10803(16) 0.6302(2) 0.0316(8) Uani 1 1 d . . .
H27A H -0.0819 0.1137 0.6168 0.047 Uiso 1 1 calc R . .
H27B H 0.0051 0.0823 0.6913 0.047 Uiso 1 1 calc R . .
H27C H 0.0285 0.0792 0.5791 0.047 Uiso 1 1 calc R . .
C28 C 0.1017(3) 0.40420(17) 0.6407(2) 0.0322(8) Uani 1 1 d . . .
H28A H 0.1798 0.3997 0.6340 0.048 Uiso 1 1 calc R . .
H28B H 0.0853 0.4290 0.7012 0.048 Uiso 1 1 calc R . .
H28C H 0.0726 0.4333 0.5875 0.048 Uiso 1 1 calc R . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Eu1 N3 2.551(2) . ?
Eu1 N1 2.564(3) . ?
Eu1 F1 2.630(2) . ?
Eu1 F5 2.632(2) . ?
Eu1 O1 2.654(2) . ?
Eu1 O2 2.689(2) . ?
Eu1 N2 2.785(3) . ?
Eu1 N4 2.788(3) . ?
F1 C4 1.381(3) . ?
O1 C25 1.428(4) . ?
O1 C27 1.441(4) . ?
N1 C3 1.343(4) . ?
N1 C1 1.465(4) . ?
C1 C2 1.521(4) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
F2 C5 1.364(4) . ?
O2 C26 1.427(4) . ?
O2 C28 1.436(4) . ?
N2 C9 1.473(4) . ?
N2 C2 1.481(4) . ?
N2 C11 1.487(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
F3 C7 1.362(4) . ?
N3 C15 1.339(4) . ?
N3 C13 1.460(4) . ?
C3 C8 1.423(4) . ?
C3 C4 1.427(4) . ?
F4 C8 1.361(3) . ?
N4 C21 1.471(4) . ?
N4 C14 1.488(4) . ?
N4 C23 1.492(4) . ?
C4 C5 1.355(4) . ?
F5 C16 1.381(3) . ?
C5 C6 1.387(4) . ?
F6 C17 1.363(4) . ?
C6 C7 1.379(4) . ?
C6 H6 0.9500 . ?
F7 C19 1.372(3) . ?
C7 C8 1.376(4) . ?
F8 C20 1.354(3) . ?
C9 C10 1.524(5) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.524(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.515(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.425(4) . ?
C15 C20 1.428(4) . ?
C16 C17 1.357(4) . ?
C17 C18 1.389(4) . ?
C18 C19 1.369(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.372(4) . ?
C21 C22 1.517(5) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.518(4) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.502(5) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?

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
N3 Eu1 N1 133.99(8) . . ?
N3 Eu1 F1 140.32(7) . . ?
N1 Eu1 F1 62.40(7) . . ?
N3 Eu1 F5 62.45(7) . . ?
N1 Eu1 F5 140.11(7) . . ?
F1 Eu1 F5 133.98(7) . . ?
N3 Eu1 O1 90.58(7) . . ?
N1 Eu1 O1 132.37(8) . . ?
F1 Eu1 O1 72.24(7) . . ?
F5 Eu1 O1 67.82(7) . . ?
N3 Eu1 O2 134.53(7) . . ?
N1 Eu1 O2 87.37(8) . . ?
F1 Eu1 O2 68.23(7) . . ?
F5 Eu1 O2 73.36(6) . . ?
O1 Eu1 O2 61.99(8) . . ?
N3 Eu1 N2 88.18(8) . . ?
N1 Eu1 N2 66.21(8) . . ?
F1 Eu1 N2 126.24(6) . . ?
F5 Eu1 N2 80.86(7) . . ?
O1 Eu1 N2 145.09(7) . . ?
O2 Eu1 N2 95.25(7) . . ?
N3 Eu1 N4 65.66(8) . . ?
N1 Eu1 N4 90.78(8) . . ?
F1 Eu1 N4 80.32(7) . . ?
F5 Eu1 N4 124.71(6) . . ?
O1 Eu1 N4 95.45(7) . . ?
O2 Eu1 N4 145.36(7) . . ?
N2 Eu1 N4 115.52(7) . . ?
C4 F1 Eu1 119.71(17) . . ?
C25 O1 C27 110.4(2) . . ?
C25 O1 Eu1 117.68(18) . . ?
C27 O1 Eu1 118.97(18) . . ?
C3 N1 C1 118.3(2) . . ?
C3 N1 Eu1 122.61(19) . . ?
C1 N1 Eu1 119.08(18) . . ?
N1 C1 C2 109.7(3) . . ?
N1 C1 H1A 109.7 . . ?
C2 C1 H1A 109.7 . . ?
N1 C1 H1B 109.7 . . ?
C2 C1 H1B 109.7 . . ?
H1A C1 H1B 108.2 . . ?
C26 O2 C28 110.5(2) . . ?
C26 O2 Eu1 116.22(17) . . ?
C28 O2 Eu1 120.24(18) . . ?
C9 N2 C2 110.6(2) . . ?
C9 N2 C11 111.2(2) . . ?
C2 N2 C11 109.5(2) . . ?
C9 N2 Eu1 117.96(18) . . ?
C2 N2 Eu1 98.23(18) . . ?
C11 N2 Eu1 108.57(17) . . ?
N2 C2 C1 116.1(3) . . ?
N2 C2 H2A 108.3 . . ?
C1 C2 H2A 108.3 . . ?
N2 C2 H2B 108.3 . . ?
C1 C2 H2B 108.3 . . ?
H2A C2 H2B 107.4 . . ?
C15 N3 C13 118.0(2) . . ?
C15 N3 Eu1 122.79(19) . . ?
C13 N3 Eu1 119.15(18) . . ?
N1 C3 C8 130.9(3) . . ?
N1 C3 C4 118.6(3) . . ?
C8 C3 C4 110.5(3) . . ?
C21 N4 C14 110.2(2) . . ?
C21 N4 C23 111.7(2) . . ?
C14 N4 C23 109.8(2) . . ?
C21 N4 Eu1 119.10(18) . . ?
C14 N4 Eu1 97.39(18) . . ?
C23 N4 Eu1 107.63(17) . . ?
C5 C4 F1 117.6(3) . . ?
C5 C4 C3 125.7(3) . . ?
F1 C4 C3 116.7(2) . . ?
C16 F5 Eu1 119.40(16) . . ?
C4 C5 F2 117.7(3) . . ?
C4 C5 C6 122.1(3) . . ?
F2 C5 C6 120.1(3) . . ?
C7 C6 C5 114.4(3) . . ?
C7 C6 H6 122.8 . . ?
C5 C6 H6 122.8 . . ?
F3 C7 C8 118.0(3) . . ?
F3 C7 C6 117.9(3) . . ?
C8 C7 C6 124.1(3) . . ?
F4 C8 C7 116.5(3) . . ?
F4 C8 C3 120.4(3) . . ?
C7 C8 C3 123.1(3) . . ?
N2 C9 C10 113.2(3) . . ?
N2 C9 H9A 108.9 . . ?
C10 C9 H9A 108.9 . . ?
N2 C9 H9B 108.9 . . ?
C10 C9 H9B 108.9 . . ?
H9A C9 H9B 107.7 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 C12 116.6(3) . . ?
N2 C11 H11A 108.2 . . ?
C12 C11 H11A 108.2 . . ?
N2 C11 H11B 108.2 . . ?
C12 C11 H11B 108.2 . . ?
H11A C11 H11B 107.3 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N3 C13 C14 110.0(3) . . ?
N3 C13 H13A 109.7 . . ?
C14 C13 H13A 109.7 . . ?
N3 C13 H13B 109.7 . . ?
C14 C13 H13B 109.7 . . ?
H13A C13 H13B 108.2 . . ?
N4 C14 C13 115.4(3) . . ?
N4 C14 H14A 108.4 . . ?
C13 C14 H14A 108.4 . . ?
N4 C14 H14B 108.4 . . ?
C13 C14 H14B 108.4 . . ?
H14A C14 H14B 107.5 . . ?
N3 C15 C16 118.7(3) . . ?
N3 C15 C20 131.1(3) . . ?
C16 C15 C20 110.2(3) . . ?
C17 C16 F5 117.7(3) . . ?
C17 C16 C15 125.7(3) . . ?
F5 C16 C15 116.6(2) . . ?
C16 C17 F6 117.4(3) . . ?
C16 C17 C18 122.2(3) . . ?
F6 C17 C18 120.3(3) . . ?
C19 C18 C17 114.2(3) . . ?
C19 C18 H18 122.9 . . ?
C17 C18 H18 122.9 . . ?
C18 C19 F7 118.1(3) . . ?
C18 C19 C20 124.6(3) . . ?
F7 C19 C20 117.3(3) . . ?
F8 C20 C19 116.7(3) . . ?
F8 C20 C15 120.2(3) . . ?
C19 C20 C15 123.1(3) . . ?
N4 C21 C22 113.3(3) . . ?
N4 C21 H21A 108.9 . . ?
C22 C21 H21A 108.9 . . ?
N4 C21 H21B 108.9 . . ?
C22 C21 H21B 108.9 . . ?
H21A C21 H21B 107.7 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N4 C23 C24 116.8(3) . . ?
N4 C23 H23A 108.1 . . ?
C24 C23 H23A 108.1 . . ?
N4 C23 H23B 108.1 . . ?
C24 C23 H23B 108.1 . . ?
H23A C23 H23B 107.3 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O1 C25 C26 108.8(3) . . ?
O1 C25 H25A 109.9 . . ?
C26 C25 H25A 109.9 . . ?
O1 C25 H25B 109.9 . . ?
C26 C25 H25B 109.9 . . ?
H25A C25 H25B 108.3 . . ?
O2 C26 C25 108.9(3) . . ?
O2 C26 H26A 109.9 . . ?
C25 C26 H26A 109.9 . . ?
O2 C26 H26B 109.9 . . ?
C25 C26 H26B 109.9 . . ?
H26A C26 H26B 108.3 . . ?
O1 C27 H27A 109.5 . . ?
O1 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
O1 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O2 C28 H28A 109.5 . . ?
O2 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O2 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.543
_refine_diff_density_min         -1.005
_refine_diff_density_rms         0.121
####################################################################### 
# 
# 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_added_by_encifer
_database_code_depnum_ccdc_archive 'CCDC 859379'
_audit_update_record             
;
2015-10-28 deposited with the CCDC.
2015-12-04 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            '[Yb(p-HC6F4NNEt2)3]'
_chemical_melting_point          150-154
_chemical_formula_moiety         'C36 H45 F12 N6 Yb'
_chemical_formula_sum            'C36 H45 F12 N6 Yb'
_chemical_formula_weight         962.82

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Yb Yb -0.3850 5.5486 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/c
_symmetry_space_group_name_hall  '-C 2yc'

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

_cell_length_a                   19.262(4)
_cell_length_b                   13.409(3)
_cell_length_c                   30.044(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.31(3)
_cell_angle_gamma                90.00
_cell_volume                     7738(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    123(1)
_cell_measurement_reflns_used    36165
_cell_measurement_theta_min      0.680
_cell_measurement_theta_max      30.501

_exptl_crystal_description       rhombus
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.653
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3848
_exptl_absorpt_coefficient_mu    2.510
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.5197
_exptl_absorpt_correction_T_max  0.8439
_exptl_absorpt_process_details   SORTAV

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      123(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            28652
_diffrn_reflns_av_R_equivalents  0.0815
_diffrn_reflns_av_sigmaI/netI    0.0697
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         1.85
_diffrn_reflns_theta_max         27.50
_reflns_number_total             8747
_reflns_number_gt                5883
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Hooft, 1999)'
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'X-Seed (Barbour, 1999)'
_computing_publication_material  'CIFTAB (Sheldrick, 1997)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       ?
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         8747
_refine_ls_number_parameters     502
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0757
_refine_ls_R_factor_gt           0.0420
_refine_ls_wR_factor_ref         0.1130
_refine_ls_wR_factor_gt          0.0981
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Yb1 Yb 0.189368(9) 0.004509(15) 0.133786(6) 0.01724(8) Uani 1 1 d . . .
F1 F 0.27918(13) -0.0752(2) 0.09469(8) 0.0259(6) Uani 1 1 d . . .
N1 N 0.15143(19) -0.0422(3) 0.06293(12) 0.0219(9) Uani 1 1 d . . .
C1 C 0.0795(3) -0.0212(4) 0.04590(16) 0.0261(12) Uani 1 1 d . . .
H1A H 0.0567 -0.0833 0.0345 0.031 Uiso 1 1 calc R . .
H1B H 0.0791 0.0274 0.0211 0.031 Uiso 1 1 calc R . .
F2 F 0.38194(14) -0.1398(2) 0.04547(9) 0.0388(8) Uani 1 1 d . . .
N2 N 0.07915(19) 0.1032(3) 0.10814(12) 0.0220(9) Uani 1 1 d . . .
C2 C 0.0403(2) 0.0211(4) 0.08363(16) 0.0233(11) Uani 1 1 d . . .
H2A H -0.0053 0.0467 0.0713 0.028 Uiso 1 1 calc R . .
H2B H 0.0315 -0.0331 0.1049 0.028 Uiso 1 1 calc R . .
F3 F 0.21983(16) -0.1586(2) -0.07996(9) 0.0391(8) Uani 1 1 d . . .
N3 N 0.24035(19) 0.1445(3) 0.16075(12) 0.0227(9) Uani 1 1 d . . .
C3 C 0.1950(2) -0.0785(3) 0.03351(14) 0.0196(10) Uani 1 1 d . . .
F4 F 0.11994(15) -0.0966(2) -0.03319(8) 0.0350(7) Uani 1 1 d . . .
N4 N 0.2980(2) -0.0355(3) 0.18961(12) 0.0210(9) Uani 1 1 d . . .
C4 C 0.2644(2) -0.0954(4) 0.04931(15) 0.0224(11) Uani 1 1 d . . .
F5 F 0.26541(15) 0.1203(2) 0.07490(9) 0.0331(7) Uani 1 1 d . . .
N5 N 0.14040(18) -0.1301(3) 0.16414(12) 0.0206(9) Uani 1 1 d . . .
C5 C 0.3172(2) -0.1282(4) 0.02516(15) 0.0261(11) Uani 1 1 d . . .
F6 F 0.31694(16) 0.2658(3) 0.02471(10) 0.0505(9) Uani 1 1 d . . .
N6 N 0.0768(2) -0.3505(3) 0.09374(13) 0.0331(11) Uani 1 1 d . . .
C6 C 0.3041(3) -0.1495(4) -0.01950(15) 0.0285(12) Uani 1 1 d . . .
H6 H 0.3397 -0.1713 -0.0374 0.034 Uiso 1 1 calc R . .
F7 F 0.3051(2) 0.4903(2) 0.14521(14) 0.0586(11) Uani 1 1 d . . .
C7 C 0.2368(3) -0.1374(4) -0.03649(14) 0.0272(12) Uani 1 1 d . . .
F8 F 0.25478(17) 0.3476(2) 0.19432(9) 0.0415(8) Uani 1 1 d . . .
C8 C 0.1847(2) -0.1039(4) -0.01176(15) 0.0247(11) Uani 1 1 d . . .
F9 F 0.12732(13) 0.0438(2) 0.20185(9) 0.0244(6) Uani 1 1 d . . .
C9 C 0.0994(2) 0.1838(4) 0.07746(16) 0.0265(11) Uani 1 1 d . . .
H9A H 0.1316 0.1549 0.0567 0.032 Uiso 1 1 calc R . .
H9B H 0.1257 0.2350 0.0955 0.032 Uiso 1 1 calc R . .
F10 F 0.08146(14) 0.0734(2) 0.28336(9) 0.0320(7) Uani 1 1 d . . .
C10 C 0.0403(3) 0.2361(4) 0.04957(17) 0.0375(14) Uani 1 1 d . . .
H10A H 0.0090 0.2681 0.0695 0.056 Uiso 1 1 calc R . .
H10B H 0.0143 0.1869 0.0308 0.056 Uiso 1 1 calc R . .
H10C H 0.0598 0.2867 0.0306 0.056 Uiso 1 1 calc R . .
F11 F 0.05855(14) -0.2749(2) 0.29923(9) 0.0305(7) Uani 1 1 d . . .
C11 C 0.0319(2) 0.1431(4) 0.14124(16) 0.0319(13) Uani 1 1 d . . .
H11A H 0.0218 0.0889 0.1622 0.038 Uiso 1 1 calc R . .
H11B H -0.0127 0.1628 0.1251 0.038 Uiso 1 1 calc R . .
F12 F 0.10164(14) -0.3058(2) 0.21986(9) 0.0315(7) Uani 1 1 d . . .
C12 C 0.0608(3) 0.2325(4) 0.16826(17) 0.0347(13) Uani 1 1 d . . .
H12A H 0.0559 0.2929 0.1499 0.052 Uiso 1 1 calc R . .
H12B H 0.1101 0.2213 0.1773 0.052 Uiso 1 1 calc R . .
H12C H 0.0349 0.2407 0.1949 0.052 Uiso 1 1 calc R . .
C13 C 0.2667(3) 0.1418(4) 0.20789(15) 0.0281(12) Uani 1 1 d . . .
H13A H 0.2330 0.1755 0.2261 0.034 Uiso 1 1 calc R . .
H13B H 0.3112 0.1789 0.2116 0.034 Uiso 1 1 calc R . .
C14 C 0.2783(2) 0.0352(4) 0.22485(15) 0.0240(11) Uani 1 1 d . . .
H14A H 0.3155 0.0355 0.2494 0.029 Uiso 1 1 calc R . .
H14B H 0.2351 0.0111 0.2372 0.029 Uiso 1 1 calc R . .
C15 C 0.2617(2) 0.2253(4) 0.13733(15) 0.0230(11) Uani 1 1 d . . .
C16 C 0.2759(2) 0.2135(4) 0.09237(16) 0.0269(11) Uani 1 1 d . . .
C17 C 0.3013(3) 0.2880(4) 0.06666(18) 0.0356(14) Uani 1 1 d . . .
C18 C 0.3122(3) 0.3823(5) 0.08373(19) 0.0424(15) Uani 1 1 d . . .
H18 H 0.3295 0.4345 0.0663 0.051 Uiso 1 1 calc R . .
C19 C 0.2973(3) 0.3975(4) 0.12669(19) 0.0408(14) Uani 1 1 d . . .
C20 C 0.2721(3) 0.3235(4) 0.15268(16) 0.0307(12) Uani 1 1 d . . .
C21 C 0.3661(2) -0.0055(4) 0.17330(16) 0.0247(11) Uani 1 1 d . . .
H21A H 0.3621 0.0643 0.1626 0.030 Uiso 1 1 calc R . .
H21B H 0.3749 -0.0477 0.1473 0.030 Uiso 1 1 calc R . .
C22 C 0.4298(2) -0.0125(4) 0.20719(17) 0.0311(13) Uani 1 1 d . . .
H22A H 0.4371 -0.0821 0.2163 0.047 Uiso 1 1 calc R . .
H22B H 0.4219 0.0283 0.2334 0.047 Uiso 1 1 calc R . .
H22C H 0.4711 0.0119 0.1934 0.047 Uiso 1 1 calc R . .
C23 C 0.3022(3) -0.1366(4) 0.20963(15) 0.0292(12) Uani 1 1 d . . .
H23A H 0.2559 -0.1544 0.2196 0.035 Uiso 1 1 calc R . .
H23B H 0.3354 -0.1349 0.2364 0.035 Uiso 1 1 calc R . .
C24 C 0.3248(3) -0.2177(4) 0.17839(17) 0.0345(13) Uani 1 1 d . . .
H24A H 0.3741 -0.2089 0.1735 0.052 Uiso 1 1 calc R . .
H24B H 0.2970 -0.2132 0.1498 0.052 Uiso 1 1 calc R . .
H24C H 0.3179 -0.2833 0.1918 0.052 Uiso 1 1 calc R . .
C25 C 0.1436(2) -0.2247(4) 0.14032(15) 0.0262(11) Uani 1 1 d . . .
H25A H 0.1637 -0.2762 0.1611 0.031 Uiso 1 1 calc R . .
H25B H 0.1750 -0.2173 0.1159 0.031 Uiso 1 1 calc R . .
C26 C 0.0723(2) -0.2596(4) 0.12075(15) 0.0238(11) Uani 1 1 d . . .
H26A H 0.0422 -0.2727 0.1454 0.029 Uiso 1 1 calc R . .
H26B H 0.0505 -0.2059 0.1019 0.029 Uiso 1 1 calc R . .
C27 C 0.1159(2) -0.1304(4) 0.20606(15) 0.0214(10) Uani 1 1 d . . .
C28 C 0.1086(2) -0.0379(4) 0.22691(15) 0.0216(10) Uani 1 1 d . . .
C29 C 0.0859(2) -0.0216(4) 0.26838(16) 0.0239(11) Uani 1 1 d . . .
C30 C 0.0689(2) -0.1008(4) 0.29410(16) 0.0261(12) Uani 1 1 d . . .
H30 H 0.0541 -0.0921 0.3233 0.031 Uiso 1 1 calc R . .
C31 C 0.0745(2) -0.1934(4) 0.27542(15) 0.0235(11) Uani 1 1 d . . .
C32 C 0.0975(2) -0.2099(3) 0.23358(15) 0.0214(10) Uani 1 1 d . . .
C33 C 0.0188(3) -0.3624(5) 0.0611(2) 0.0525(17) Uani 1 1 d . . .
H33A H 0.0135 -0.3001 0.0435 0.063 Uiso 1 1 calc R . .
H33B H 0.0303 -0.4163 0.0403 0.063 Uiso 1 1 calc R . .
C34 C -0.0458(4) -0.3850(6) 0.0777(2) 0.078(2) Uani 1 1 d . . .
H34A H -0.0432 -0.4505 0.0922 0.117 Uiso 1 1 calc R . .
H34B H -0.0821 -0.3860 0.0531 0.117 Uiso 1 1 calc R . .
H34C H -0.0570 -0.3341 0.0995 0.117 Uiso 1 1 calc R . .
C35 C 0.0935(4) -0.4396(4) 0.12141(19) 0.0507(17) Uani 1 1 d . . .
H35A H 0.1290 -0.4211 0.1455 0.061 Uiso 1 1 calc R . .
H35B H 0.0510 -0.4603 0.1356 0.061 Uiso 1 1 calc R . .
C36 C 0.1187(5) -0.5229(5) 0.0977(3) 0.084(3) Uani 1 1 d . . .
H36A H 0.1555 -0.5008 0.0792 0.125 Uiso 1 1 calc R . .
H36B H 0.0804 -0.5520 0.0787 0.125 Uiso 1 1 calc R . .
H36C H 0.1374 -0.5731 0.1191 0.125 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
Yb1 N3 2.242(4) . ?
Yb1 N5 2.260(4) . ?
Yb1 N1 2.286(4) . ?
Yb1 F1 2.413(2) . ?
Yb1 F9 2.501(2) . ?
Yb1 N2 2.571(4) . ?
Yb1 N4 2.636(4) . ?
Yb1 F5 2.842(3) . ?
F1 C4 1.398(5) . ?
N1 C3 1.354(5) . ?
N1 C1 1.468(6) . ?
C1 C2 1.518(6) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
F2 C5 1.355(5) . ?
N2 C9 1.491(6) . ?
N2 C2 1.494(6) . ?
N2 C11 1.497(5) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
F3 C7 1.352(5) . ?
N3 C15 1.372(6) . ?
N3 C13 1.468(6) . ?
C3 C8 1.402(6) . ?
C3 C4 1.404(6) . ?
F4 C8 1.363(5) . ?
N4 C23 1.483(6) . ?
N4 C21 1.490(6) . ?
N4 C14 1.491(6) . ?
C4 C5 1.365(6) . ?
F5 C16 1.365(6) . ?
N5 C27 1.378(5) . ?
N5 C25 1.460(6) . ?
C5 C6 1.376(6) . ?
F6 C17 1.351(6) . ?
N6 C33 1.440(7) . ?
N6 C26 1.470(6) . ?
N6 C35 1.477(7) . ?
C6 C7 1.368(7) . ?
C6 H6 0.9500 . ?
F7 C19 1.367(6) . ?
C7 C8 1.368(6) . ?
F8 C20 1.358(5) . ?
F9 C28 1.392(5) . ?
C9 C10 1.532(6) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
F10 C29 1.355(5) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
F11 C31 1.354(5) . ?
C11 C12 1.529(7) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
F12 C32 1.354(5) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.528(7) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C20 1.404(7) . ?
C15 C16 1.407(6) . ?
C16 C17 1.374(7) . ?
C17 C18 1.375(8) . ?
C18 C19 1.359(7) . ?
C18 H18 0.9500 . ?
C19 C20 1.374(7) . ?
C21 C22 1.538(7) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.521(7) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.526(6) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.401(7) . ?
C27 C32 1.411(6) . ?
C28 C29 1.369(6) . ?
C29 C30 1.368(7) . ?
C30 C31 1.371(7) . ?
C30 H30 0.9500 . ?
C31 C32 1.382(6) . ?
C33 C34 1.408(8) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 C36 1.429(9) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?

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
N3 Yb1 N5 135.05(13) . . ?
N3 Yb1 N1 131.82(14) . . ?
N5 Yb1 N1 92.47(14) . . ?
N3 Yb1 F1 103.67(11) . . ?
N5 Yb1 F1 100.30(11) . . ?
N1 Yb1 F1 67.41(11) . . ?
N3 Yb1 F9 75.59(11) . . ?
N5 Yb1 F9 66.35(11) . . ?
N1 Yb1 F9 132.87(11) . . ?
F1 Yb1 F9 153.59(9) . . ?
N3 Yb1 N2 90.37(13) . . ?
N5 Yb1 N2 99.90(13) . . ?
N1 Yb1 N2 70.30(13) . . ?
F1 Yb1 N2 133.52(10) . . ?
F9 Yb1 N2 72.65(10) . . ?
N3 Yb1 N4 68.61(14) . . ?
N5 Yb1 N4 85.19(13) . . ?
N1 Yb1 N4 136.03(13) . . ?
F1 Yb1 N4 69.86(10) . . ?
F9 Yb1 N4 85.87(10) . . ?
N2 Yb1 N4 153.32(12) . . ?
N3 Yb1 F5 62.30(10) . . ?
N5 Yb1 F5 159.68(11) . . ?
N1 Yb1 F5 73.35(11) . . ?
F1 Yb1 F5 61.12(9) . . ?
F9 Yb1 F5 133.96(9) . . ?
N2 Yb1 F5 89.13(10) . . ?
N4 Yb1 F5 94.91(10) . . ?
C4 F1 Yb1 117.4(2) . . ?
C3 N1 C1 117.2(4) . . ?
C3 N1 Yb1 122.4(3) . . ?
C1 N1 Yb1 120.0(3) . . ?
N1 C1 C2 108.7(4) . . ?
N1 C1 H1A 109.9 . . ?
C2 C1 H1A 109.9 . . ?
N1 C1 H1B 109.9 . . ?
C2 C1 H1B 109.9 . . ?
H1A C1 H1B 108.3 . . ?
C9 N2 C2 112.0(4) . . ?
C9 N2 C11 110.7(4) . . ?
C2 N2 C11 106.5(4) . . ?
C9 N2 Yb1 108.0(3) . . ?
C2 N2 Yb1 98.0(3) . . ?
C11 N2 Yb1 121.0(3) . . ?
N2 C2 C1 112.6(4) . . ?
N2 C2 H2A 109.1 . . ?
C1 C2 H2A 109.1 . . ?
N2 C2 H2B 109.1 . . ?
C1 C2 H2B 109.1 . . ?
H2A C2 H2B 107.8 . . ?
C15 N3 C13 114.8(4) . . ?
C15 N3 Yb1 128.0(3) . . ?
C13 N3 Yb1 116.0(3) . . ?
N1 C3 C8 132.2(4) . . ?
N1 C3 C4 117.3(4) . . ?
C8 C3 C4 110.5(4) . . ?
C23 N4 C21 111.0(4) . . ?
C23 N4 C14 107.6(4) . . ?
C21 N4 C14 109.8(4) . . ?
C23 N4 Yb1 117.4(3) . . ?
C21 N4 Yb1 114.3(3) . . ?
C14 N4 Yb1 95.2(3) . . ?
C5 C4 F1 118.4(4) . . ?
C5 C4 C3 126.9(4) . . ?
F1 C4 C3 114.7(4) . . ?
C16 F5 Yb1 109.2(2) . . ?
C27 N5 C25 118.4(4) . . ?
C27 N5 Yb1 123.6(3) . . ?
C25 N5 Yb1 117.5(3) . . ?
F2 C5 C4 119.6(4) . . ?
F2 C5 C6 120.7(4) . . ?
C4 C5 C6 119.7(5) . . ?
C33 N6 C26 113.2(5) . . ?
C33 N6 C35 114.7(5) . . ?
C26 N6 C35 112.3(4) . . ?
C7 C6 C5 116.0(4) . . ?
C7 C6 H6 122.0 . . ?
C5 C6 H6 122.0 . . ?
F3 C7 C6 119.2(4) . . ?
F3 C7 C8 117.4(5) . . ?
C6 C7 C8 123.4(4) . . ?
F4 C8 C7 116.7(4) . . ?
F4 C8 C3 119.9(4) . . ?
C7 C8 C3 123.4(5) . . ?
C28 F9 Yb1 115.8(3) . . ?
N2 C9 C10 116.8(4) . . ?
N2 C9 H9A 108.1 . . ?
C10 C9 H9A 108.1 . . ?
N2 C9 H9B 108.1 . . ?
C10 C9 H9B 108.1 . . ?
H9A C9 H9B 107.3 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 C12 114.7(4) . . ?
N2 C11 H11A 108.6 . . ?
C12 C11 H11A 108.6 . . ?
N2 C11 H11B 108.6 . . ?
C12 C11 H11B 108.6 . . ?
H11A C11 H11B 107.6 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N3 C13 C14 112.1(4) . . ?
N3 C13 H13A 109.2 . . ?
C14 C13 H13A 109.2 . . ?
N3 C13 H13B 109.2 . . ?
C14 C13 H13B 109.2 . . ?
H13A C13 H13B 107.9 . . ?
N4 C14 C13 113.3(4) . . ?
N4 C14 H14A 108.9 . . ?
C13 C14 H14A 108.9 . . ?
N4 C14 H14B 108.9 . . ?
C13 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
N3 C15 C20 127.8(4) . . ?
N3 C15 C16 119.4(4) . . ?
C20 C15 C16 112.8(4) . . ?
F5 C16 C17 119.9(5) . . ?
F5 C16 C15 116.0(4) . . ?
C17 C16 C15 124.1(5) . . ?
F6 C17 C16 118.6(5) . . ?
F6 C17 C18 120.7(5) . . ?
C16 C17 C18 120.6(5) . . ?
C19 C18 C17 117.0(5) . . ?
C19 C18 H18 121.5 . . ?
C17 C18 H18 121.5 . . ?
C18 C19 F7 119.9(5) . . ?
C18 C19 C20 122.8(5) . . ?
F7 C19 C20 117.3(5) . . ?
F8 C20 C19 118.3(5) . . ?
F8 C20 C15 119.1(4) . . ?
C19 C20 C15 122.6(5) . . ?
N4 C21 C22 116.4(4) . . ?
N4 C21 H21A 108.2 . . ?
C22 C21 H21A 108.2 . . ?
N4 C21 H21B 108.2 . . ?
C22 C21 H21B 108.2 . . ?
H21A C21 H21B 107.3 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N4 C23 C24 114.4(4) . . ?
N4 C23 H23A 108.7 . . ?
C24 C23 H23A 108.7 . . ?
N4 C23 H23B 108.7 . . ?
C24 C23 H23B 108.7 . . ?
H23A C23 H23B 107.6 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N5 C25 C26 112.7(4) . . ?
N5 C25 H25A 109.1 . . ?
C26 C25 H25A 109.1 . . ?
N5 C25 H25B 109.1 . . ?
C26 C25 H25B 109.1 . . ?
H25A C25 H25B 107.8 . . ?
N6 C26 C25 112.3(4) . . ?
N6 C26 H26A 109.2 . . ?
C25 C26 H26A 109.2 . . ?
N6 C26 H26B 109.2 . . ?
C25 C26 H26B 109.2 . . ?
H26A C26 H26B 107.9 . . ?
N5 C27 C28 117.3(4) . . ?
N5 C27 C32 131.0(4) . . ?
C28 C27 C32 111.6(4) . . ?
C29 C28 F9 118.7(5) . . ?
C29 C28 C27 126.7(5) . . ?
F9 C28 C27 114.6(4) . . ?
F10 C29 C30 121.2(4) . . ?
F10 C29 C28 119.0(4) . . ?
C30 C29 C28 119.8(5) . . ?
C29 C30 C31 116.3(4) . . ?
C29 C30 H30 121.9 . . ?
C31 C30 H30 121.9 . . ?
F11 C31 C30 119.2(4) . . ?
F11 C31 C32 116.9(4) . . ?
C30 C31 C32 123.9(4) . . ?
F12 C32 C31 117.3(4) . . ?
F12 C32 C27 121.1(4) . . ?
C31 C32 C27 121.6(4) . . ?
C34 C33 N6 116.3(6) . . ?
C34 C33 H33A 108.2 . . ?
N6 C33 H33A 108.2 . . ?
C34 C33 H33B 108.2 . . ?
N6 C33 H33B 108.2 . . ?
H33A C33 H33B 107.4 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C36 C35 N6 114.8(6) . . ?
C36 C35 H35A 108.6 . . ?
N6 C35 H35A 108.6 . . ?
C36 C35 H35B 108.6 . . ?
N6 C35 H35B 108.6 . . ?
H35A C35 H35B 107.5 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         2.040
_refine_diff_density_min         -1.060
_refine_diff_density_rms         0.148
####################################################################### 
# 
# 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_added_by_encifer
_database_code_depnum_ccdc_archive 'CCDC 1433692'
_audit_update_record             
;
2015-10-28 deposited with the CCDC.
2015-12-04 downloaded from the CCDC.
;
_audit_creation_date             2015-09-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C28 H38 Eu F8 N4 O2'
_chemical_formula_sum            'C28 H38 Eu F8 N4 O2'
_chemical_formula_weight         766.58
_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'
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'
Eu Eu -0.1578 3.6682 '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/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   10.1983(3)
_cell_length_b                   18.4351(6)
_cell_length_c                   16.4881(6)
_cell_angle_alpha                90
_cell_angle_beta                 92.1320(10)
_cell_angle_gamma                90
_cell_volume                     3097.73(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    123(1)
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_shelx_estimated_absorpt_T_max   0.817
_shelx_estimated_absorpt_T_min   0.743
_exptl_absorpt_coefficient_mu    2.105
_exptl_absorpt_correction_T_max  0.8171
_exptl_absorpt_correction_T_min  0.7431
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            'bright yellow'
_exptl_crystal_density_diffrn    1.644
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rhombus
_exptl_crystal_F_000             1540
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            22577
_diffrn_reflns_point_group_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.658
_diffrn_ambient_temperature      123.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'Bruker X8 Apex II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4324
_reflns_number_total             5318
_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     >2sigma(I)
_computing_cell_refinement       'Bruker Apex2 v2.0 (Bruker AXS, 2005)'
_computing_data_collection       'Bruker Apex2 v2.0 (Bruker AXS, 2005)'
_computing_data_reduction        'Bruker Apex2 v2.0 (Bruker AXS, 2005)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_refine_diff_density_max         1.311
_refine_diff_density_min         -0.786
_refine_diff_density_rms         0.093
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     392
_refine_ls_number_reflns         5318
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0296
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0694
_refine_ls_wR_factor_ref         0.0774
_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, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
C21 \\sim C22 \\sim C23 \\sim C24: within 1.7A with sigma of 0.01 and sigma for
terminal atoms of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C17(H17A,H17B), C18(H18A,H18B), C23(H23A,H23B),
 C24(H24A,H24B), C25(H25A,H25B), C26(H26A,H26B), C27(H27A,H27B), C28(H28A,H28B),
  C21(H21A,H21B), C22(H22A,H22B)
3.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C14(H14)
3.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C)
;
_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_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 0.29417(2) 0.08508(2) 0.72935(2) 0.02134(8) Uani 1 1 d . . . . .
F1 F 0.0829(2) 0.00077(13) 0.72806(15) 0.0319(6) Uani 1 1 d . . . . .
O1 O 0.1936(3) 0.10804(19) 0.58403(19) 0.0394(8) Uani 1 1 d . . . . .
N1 N 0.2457(3) 0.01540(18) 0.8592(2) 0.0264(8) Uani 1 1 d . . . . .
C1 C 0.1365(4) -0.0237(2) 0.8672(3) 0.0251(9) Uani 1 1 d . . . . .
F2 F -0.1452(3) -0.06718(14) 0.73038(18) 0.0444(7) Uani 1 1 d . . . . .
O2 O 0.0940(3) 0.16809(16) 0.7569(2) 0.0388(8) Uani 1 1 d . . . . .
N2 N 0.4316(4) 0.1351(2) 0.8624(2) 0.0324(9) Uani 1 1 d . . . . .
C2 C 0.0477(4) -0.0317(2) 0.7995(3) 0.0271(9) Uani 1 1 d . . . . .
F3 F -0.0614(3) -0.13169(15) 1.00431(18) 0.0525(8) Uani 1 1 d . . . . .
N3 N 0.5167(3) 0.09698(17) 0.6648(2) 0.0245(8) Uani 1 1 d . . . . .
C3 C -0.0701(4) -0.0663(2) 0.8004(3) 0.0325(10) Uani 1 1 d . . . . .
F4 F 0.1629(3) -0.06500(14) 1.00613(16) 0.0429(7) Uani 1 1 d . . . . .
N4 N 0.3871(3) -0.04119(18) 0.6671(2) 0.0273(8) Uani 1 1 d . . . . .
C4 C -0.1135(5) -0.1001(2) 0.8690(3) 0.0382(12) Uani 1 1 d . . . . .
H4 H -0.1962 -0.1238 0.8703 0.046 Uiso 1 1 calc R . . . .
F5 F 0.3741(2) 0.21729(12) 0.68506(16) 0.0326(6) Uani 1 1 d . . . . .
C5 C -0.0286(5) -0.0970(2) 0.9349(3) 0.0363(11) Uani 1 1 d . . . . .
F6 F 0.4479(3) 0.34854(13) 0.63880(18) 0.0413(7) Uani 1 1 d . . . . .
C6 C 0.0891(5) -0.0617(2) 0.9361(3) 0.0297(10) Uani 1 1 d . . . . .
F7 F 0.8371(3) 0.25101(15) 0.53945(18) 0.0453(7) Uani 1 1 d . . . . .
C7 C 0.3264(5) 0.0301(2) 0.9324(3) 0.0341(11) Uani 1 1 d . . . . .
H7A H 0.3505 -0.0162 0.9594 0.041 Uiso 1 1 calc R . . . .
H7B H 0.2757 0.0594 0.9705 0.041 Uiso 1 1 calc R . . . .
F8 F 0.7692(2) 0.11985(14) 0.58335(17) 0.0398(7) Uani 1 1 d . . . . .
C8 C 0.4515(6) 0.0712(3) 0.9111(4) 0.0546(15) Uani 1 1 d . . . . .
H8A H 0.4987 0.0852 0.9623 0.066 Uiso 1 1 calc R . . . .
H8B H 0.5091 0.0376 0.8819 0.066 Uiso 1 1 calc R . . . .
C9 C 0.5503(7) 0.1717(5) 0.8494(4) 0.089(3) Uani 1 1 d . . . . .
H9A H 0.5952 0.1820 0.9017 0.133 Uiso 1 1 calc GR . . . .
H9B H 0.5318 0.2174 0.8208 0.133 Uiso 1 1 calc GR . . . .
H9C H 0.6066 0.1413 0.8165 0.133 Uiso 1 1 calc GR . . . .
C10 C 0.3429(7) 0.1866(3) 0.9048(4) 0.0637(17) Uani 1 1 d . . . . .
H10A H 0.3814 0.1984 0.9585 0.095 Uiso 1 1 calc GR . . . .
H10B H 0.2569 0.1639 0.9108 0.095 Uiso 1 1 calc GR . . . .
H10C H 0.3325 0.2311 0.8727 0.095 Uiso 1 1 calc GR . . . .
C11 C 0.5657(4) 0.1598(2) 0.6380(2) 0.0229(9) Uani 1 1 d . . . . .
C12 C 0.4925(4) 0.2248(2) 0.6483(3) 0.0270(9) Uani 1 1 d . . . . .
C13 C 0.5286(4) 0.2916(2) 0.6251(3) 0.0288(10) Uani 1 1 d . . . . .
C14 C 0.6463(4) 0.3043(2) 0.5876(3) 0.0336(11) Uani 1 1 d . . . . .
H14 H 0.6728 0.3512 0.5709 0.040 Uiso 1 1 calc R . . . .
C15 C 0.7205(4) 0.2437(2) 0.5766(3) 0.0293(10) Uani 1 1 d . . . . .
C16 C 0.6842(4) 0.1745(2) 0.5995(3) 0.0274(9) Uani 1 1 d . . . . .
C17 C 0.5946(4) 0.0305(2) 0.6562(3) 0.0299(10) Uani 1 1 d . . . . .
H17A H 0.6821 0.0370 0.6833 0.036 Uiso 1 1 calc R . . . .
H17B H 0.6071 0.0206 0.5980 0.036 Uiso 1 1 calc R . . . .
C18 C 0.5240(4) -0.0332(2) 0.6944(3) 0.0309(10) Uani 1 1 d . . . . .
H18A H 0.5715 -0.0785 0.6818 0.037 Uiso 1 1 calc R . . . .
H18B H 0.5279 -0.0271 0.7541 0.037 Uiso 1 1 calc R . . . .
C19 C 0.3306(5) -0.1052(2) 0.7053(3) 0.0399(12) Uani 1 1 d . . . . .
H19A H 0.3804 -0.1484 0.6907 0.060 Uiso 1 1 calc GR . . . .
H19B H 0.2389 -0.1107 0.6864 0.060 Uiso 1 1 calc GR . . . .
H19C H 0.3348 -0.0991 0.7644 0.060 Uiso 1 1 calc GR . . . .
C20 C 0.3735(5) -0.0484(3) 0.5785(3) 0.0385(11) Uani 1 1 d . . . . .
H20A H 0.4236 -0.0906 0.5610 0.058 Uiso 1 1 calc GR . . . .
H20B H 0.4072 -0.0046 0.5529 0.058 Uiso 1 1 calc GR . . . .
H20C H 0.2807 -0.0548 0.5625 0.058 Uiso 1 1 calc GR . . . .
C23 C 0.0430(6) 0.1166(4) 0.4717(3) 0.0597(15) Uani 1 1 d . U . . .
H23A H 0.0173 0.0762 0.4349 0.072 Uiso 1 1 calc R . . . .
H23B H -0.0258 0.1545 0.4685 0.072 Uiso 1 1 calc R . . . .
C24 C 0.0643(6) 0.0903(4) 0.5565(4) 0.0649(17) Uani 1 1 d . U . . .
H24A H 0.0002 0.1133 0.5921 0.078 Uiso 1 1 calc R . . . .
H24B H 0.0516 0.0371 0.5586 0.078 Uiso 1 1 calc R . . . .
C25 C 0.0744(5) 0.2398(3) 0.7255(3) 0.0485(14) Uani 1 1 d . . . . .
H25A H 0.0645 0.2384 0.6656 0.058 Uiso 1 1 calc R . . . .
H25B H 0.1504 0.2709 0.7408 0.058 Uiso 1 1 calc R . . . .
C26 C -0.0483(5) 0.2693(3) 0.7613(3) 0.0428(12) Uani 1 1 d . . . . .
H26A H -0.0315 0.3170 0.7872 0.051 Uiso 1 1 calc R . . . .
H26B H -0.1192 0.2747 0.7191 0.051 Uiso 1 1 calc R . . . .
C27 C -0.0842(6) 0.2138(3) 0.8231(4) 0.068(2) Uani 1 1 d . . . . .
H27A H -0.0501 0.2280 0.8778 0.082 Uiso 1 1 calc R . . . .
H27B H -0.1807 0.2084 0.8245 0.082 Uiso 1 1 calc R . . . .
C28 C -0.0238(5) 0.1460(3) 0.7975(4) 0.0512(15) Uani 1 1 d . . . . .
H28A H -0.0014 0.1149 0.8449 0.061 Uiso 1 1 calc R . . . .
H28B H -0.0838 0.1190 0.7598 0.061 Uiso 1 1 calc R . . . .
C21 C 0.2550(6) 0.1463(4) 0.5196(3) 0.0730(19) Uani 1 1 d . U . . .
H21A H 0.2744 0.1968 0.5367 0.088 Uiso 1 1 calc R . . . .
H21B H 0.3388 0.1224 0.5070 0.088 Uiso 1 1 calc R . . . .
C22 C 0.1717(7) 0.1465(5) 0.4513(4) 0.094(2) Uani 1 1 d . U . . .
H22A H 0.2100 0.1170 0.4080 0.112 Uiso 1 1 calc R . . . .
H22B H 0.1607 0.1968 0.4308 0.112 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Eu1 F1 2.656(2) . ?
Eu1 O1 2.606(3) . ?
Eu1 N1 2.561(3) . ?
Eu1 O2 2.604(3) . ?
Eu1 N2 2.720(4) . ?
Eu1 N3 2.552(3) . ?
Eu1 N4 2.729(3) . ?
Eu1 F5 2.680(2) . ?
Eu1 C18 3.269(4) . ?
F1 C2 1.382(5) . ?
O1 C24 1.416(6) . ?
O1 C21 1.438(6) . ?
N1 C1 1.338(5) . ?
N1 C7 1.460(6) . ?
C1 C2 1.419(6) . ?
C1 C6 1.434(6) . ?
F2 C3 1.362(6) . ?
O2 C25 1.431(5) . ?
O2 C28 1.455(6) . ?
N2 C8 1.436(7) . ?
N2 C9 1.410(7) . ?
N2 C10 1.502(7) . ?
C2 C3 1.360(6) . ?
F3 C5 1.363(5) . ?
N3 C11 1.343(5) . ?
N3 C17 1.470(5) . ?
C3 C4 1.379(7) . ?
F4 C6 1.356(5) . ?
N4 C18 1.459(6) . ?
N4 C19 1.465(5) . ?
N4 C20 1.467(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.366(7) . ?
F5 C12 1.379(5) . ?
C5 C6 1.365(7) . ?
F6 C13 1.358(5) . ?
F7 C15 1.364(5) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.535(7) . ?
F8 C16 1.361(5) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.425(6) . ?
C11 C16 1.413(6) . ?
C12 C13 1.344(6) . ?
C13 C14 1.391(6) . ?
C14 H14 0.9500 . ?
C14 C15 1.365(6) . ?
C15 C16 1.386(6) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.526(6) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.488(7) . ?
C23 C22 1.474(8) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.505(6) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C27 1.499(7) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.462(7) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.386(8) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?

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
F1 Eu1 N2 126.76(9) . . ?
F1 Eu1 N4 77.92(9) . . ?
F1 Eu1 F5 141.70(7) . . ?
F1 Eu1 C18 101.24(9) . . ?
O1 Eu1 F1 78.24(9) . . ?
O1 Eu1 N2 149.31(11) . . ?
O1 Eu1 N4 85.57(11) . . ?
O1 Eu1 F5 73.44(10) . . ?
O1 Eu1 C18 101.92(11) . . ?
N1 Eu1 F1 62.06(9) . . ?
N1 Eu1 O1 140.24(11) . . ?
N1 Eu1 O2 88.39(10) . . ?
N1 Eu1 N2 66.76(11) . . ?
N1 Eu1 N4 88.13(10) . . ?
N1 Eu1 F5 138.95(10) . . ?
N1 Eu1 C18 88.55(11) . . ?
O2 Eu1 F1 72.81(9) . . ?
O2 Eu1 O1 77.34(10) . . ?
O2 Eu1 N2 92.51(11) . . ?
O2 Eu1 N4 148.48(11) . . ?
O2 Eu1 F5 76.20(8) . . ?
O2 Eu1 C18 174.05(10) . . ?
N2 Eu1 N4 114.65(11) . . ?
N2 Eu1 C18 90.97(12) . . ?
N3 Eu1 F1 141.32(9) . . ?
N3 Eu1 O1 85.88(11) . . ?
N3 Eu1 N1 126.46(11) . . ?
N3 Eu1 O2 137.49(10) . . ?
N3 Eu1 N2 82.40(11) . . ?
N3 Eu1 N4 65.76(10) . . ?
N3 Eu1 F5 61.58(9) . . ?
N3 Eu1 C18 47.86(10) . . ?
N4 Eu1 C18 26.22(11) . . ?
F5 Eu1 N2 76.03(9) . . ?
F5 Eu1 N4 124.05(9) . . ?
F5 Eu1 C18 109.36(9) . . ?
C2 F1 Eu1 118.9(2) . . ?
C24 O1 Eu1 125.9(3) . . ?
C24 O1 C21 107.6(4) . . ?
C21 O1 Eu1 126.3(3) . . ?
C1 N1 Eu1 122.7(3) . . ?
C1 N1 C7 117.7(4) . . ?
C7 N1 Eu1 118.5(3) . . ?
N1 C1 C2 119.2(4) . . ?
N1 C1 C6 130.4(4) . . ?
C2 C1 C6 110.4(4) . . ?
C25 O2 Eu1 125.4(3) . . ?
C25 O2 C28 108.5(3) . . ?
C28 O2 Eu1 125.6(3) . . ?
C8 N2 Eu1 103.3(3) . . ?
C8 N2 C10 109.5(4) . . ?
C9 N2 Eu1 117.3(3) . . ?
C9 N2 C8 112.0(5) . . ?
C9 N2 C10 107.7(5) . . ?
C10 N2 Eu1 106.8(3) . . ?
F1 C2 C1 116.6(4) . . ?
C3 C2 F1 118.0(4) . . ?
C3 C2 C1 125.4(4) . . ?
C11 N3 Eu1 124.0(3) . . ?
C11 N3 C17 118.6(3) . . ?
C17 N3 Eu1 117.4(2) . . ?
F2 C3 C4 120.1(4) . . ?
C2 C3 F2 117.7(4) . . ?
C2 C3 C4 122.1(5) . . ?
C18 N4 Eu1 98.0(2) . . ?
C18 N4 C19 109.6(4) . . ?
C18 N4 C20 111.7(3) . . ?
C19 N4 Eu1 112.1(3) . . ?
C19 N4 C20 109.3(4) . . ?
C20 N4 Eu1 115.5(3) . . ?
C3 C4 H4 122.6 . . ?
C5 C4 C3 114.8(4) . . ?
C5 C4 H4 122.6 . . ?
C12 F5 Eu1 119.5(2) . . ?
F3 C5 C4 118.7(4) . . ?
F3 C5 C6 117.1(5) . . ?
C6 C5 C4 124.2(4) . . ?
F4 C6 C1 120.2(4) . . ?
F4 C6 C5 116.8(4) . . ?
C5 C6 C1 122.9(4) . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
N1 C7 C8 110.5(4) . . ?
H7A C7 H7B 108.1 . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
N2 C8 C7 115.5(4) . . ?
N2 C8 H8A 108.4 . . ?
N2 C8 H8B 108.4 . . ?
C7 C8 H8A 108.4 . . ?
C7 C8 H8B 108.4 . . ?
H8A C8 H8B 107.5 . . ?
N2 C9 H9A 109.5 . . ?
N2 C9 H9B 109.5 . . ?
N2 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N2 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
N2 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N3 C11 C12 118.9(4) . . ?
N3 C11 C16 130.3(4) . . ?
C16 C11 C12 110.7(4) . . ?
F5 C12 C11 116.0(3) . . ?
C13 C12 F5 118.1(4) . . ?
C13 C12 C11 125.9(4) . . ?
F6 C13 C14 118.8(4) . . ?
C12 C13 F6 119.1(4) . . ?
C12 C13 C14 122.0(4) . . ?
C13 C14 H14 122.8 . . ?
C15 C14 C13 114.5(4) . . ?
C15 C14 H14 122.8 . . ?
F7 C15 C14 118.5(4) . . ?
F7 C15 C16 117.3(4) . . ?
C14 C15 C16 124.2(4) . . ?
F8 C16 C11 120.6(4) . . ?
F8 C16 C15 116.8(4) . . ?
C15 C16 C11 122.7(4) . . ?
N3 C17 H17A 109.7 . . ?
N3 C17 H17B 109.7 . . ?
N3 C17 C18 109.8(3) . . ?
H17A C17 H17B 108.2 . . ?
C18 C17 H17A 109.7 . . ?
C18 C17 H17B 109.7 . . ?
Eu1 C18 H18A 163.4 . . ?
Eu1 C18 H18B 75.6 . . ?
N4 C18 Eu1 55.73(19) . . ?
N4 C18 C17 114.2(4) . . ?
N4 C18 H18A 108.7 . . ?
N4 C18 H18B 108.7 . . ?
C17 C18 Eu1 84.9(2) . . ?
C17 C18 H18A 108.7 . . ?
C17 C18 H18B 108.7 . . ?
H18A C18 H18B 107.6 . . ?
N4 C19 H19A 109.5 . . ?
N4 C19 H19B 109.5 . . ?
N4 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N4 C20 H20A 109.5 . . ?
N4 C20 H20B 109.5 . . ?
N4 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
H23A C23 H23B 109.0 . . ?
C24 C23 H23A 111.0 . . ?
C24 C23 H23B 111.0 . . ?
C22 C23 H23A 111.0 . . ?
C22 C23 H23B 111.0 . . ?
C22 C23 C24 103.7(5) . . ?
O1 C24 C23 109.1(4) . . ?
O1 C24 H24A 109.9 . . ?
O1 C24 H24B 109.9 . . ?
C23 C24 H24A 109.9 . . ?
C23 C24 H24B 109.9 . . ?
H24A C24 H24B 108.3 . . ?
O2 C25 H25A 110.2 . . ?
O2 C25 H25B 110.2 . . ?
O2 C25 C26 107.4(4) . . ?
H25A C25 H25B 108.5 . . ?
C26 C25 H25A 110.2 . . ?
C26 C25 H25B 110.2 . . ?
C25 C26 H26A 110.9 . . ?
C25 C26 H26B 110.9 . . ?
H26A C26 H26B 108.9 . . ?
C27 C26 C25 104.3(4) . . ?
C27 C26 H26A 110.9 . . ?
C27 C26 H26B 110.9 . . ?
C26 C27 H27A 110.6 . . ?
C26 C27 H27B 110.6 . . ?
H27A C27 H27B 108.7 . . ?
C28 C27 C26 105.7(4) . . ?
C28 C27 H27A 110.6 . . ?
C28 C27 H27B 110.6 . . ?
O2 C28 C27 105.0(4) . . ?
O2 C28 H28A 110.8 . . ?
O2 C28 H28B 110.8 . . ?
C27 C28 H28A 110.8 . . ?
C27 C28 H28B 110.8 . . ?
H28A C28 H28B 108.8 . . ?
O1 C21 H21A 109.8 . . ?
O1 C21 H21B 109.8 . . ?
H21A C21 H21B 108.3 . . ?
C22 C21 O1 109.3(5) . . ?
C22 C21 H21A 109.8 . . ?
C22 C21 H21B 109.8 . . ?
C23 C22 H22A 109.7 . . ?
C23 C22 H22B 109.7 . . ?
C21 C22 C23 109.7(5) . . ?
C21 C22 H22A 109.7 . . ?
C21 C22 H22B 109.7 . . ?
H22A C22 H22B 108.2 . . ?

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
Eu1 F1 C2 C1 -6.7(4) . . . . ?
Eu1 F1 C2 C3 171.0(3) . . . . ?
Eu1 O1 C24 C23 176.4(4) . . . . ?
Eu1 O1 C21 C22 179.3(5) . . . . ?
Eu1 N1 C1 C2 4.8(5) . . . . ?
Eu1 N1 C1 C6 -175.2(3) . . . . ?
Eu1 N1 C7 C8 -15.4(5) . . . . ?
Eu1 O2 C25 C26 -176.2(3) . . . . ?
Eu1 O2 C28 C27 161.2(4) . . . . ?
Eu1 N2 C8 C7 -56.1(5) . . . . ?
Eu1 N3 C11 C12 2.3(5) . . . . ?
Eu1 N3 C11 C16 -178.1(3) . . . . ?
Eu1 N3 C17 C18 -3.4(5) . . . . ?
Eu1 N4 C18 C17 -64.9(4) . . . . ?
Eu1 F5 C12 C11 -1.1(5) . . . . ?
Eu1 F5 C12 C13 178.5(3) . . . . ?
F1 C2 C3 F2 0.6(6) . . . . ?
F1 C2 C3 C4 -179.9(4) . . . . ?
O1 C21 C22 C23 7.8(10) . . . . ?
N1 C1 C2 F1 1.6(5) . . . . ?
N1 C1 C2 C3 -176.0(4) . . . . ?
N1 C1 C6 F4 -4.1(7) . . . . ?
N1 C1 C6 C5 177.2(4) . . . . ?
N1 C7 C8 N2 51.7(6) . . . . ?
C1 N1 C7 C8 176.4(4) . . . . ?
C1 C2 C3 F2 178.1(4) . . . . ?
C1 C2 C3 C4 -2.4(7) . . . . ?
F2 C3 C4 C5 178.6(4) . . . . ?
O2 C25 C26 C27 7.7(6) . . . . ?
C2 C1 C6 F4 175.9(3) . . . . ?
C2 C1 C6 C5 -2.8(6) . . . . ?
C2 C3 C4 C5 -0.9(6) . . . . ?
F3 C5 C6 C1 179.3(4) . . . . ?
F3 C5 C6 F4 0.6(6) . . . . ?
N3 C11 C12 F5 -0.6(6) . . . . ?
N3 C11 C12 C13 179.8(4) . . . . ?
N3 C11 C16 F8 0.6(7) . . . . ?
N3 C11 C16 C15 -179.1(4) . . . . ?
N3 C17 C18 Eu1 2.4(3) . . . . ?
N3 C17 C18 N4 51.1(5) . . . . ?
C3 C4 C5 F3 -177.3(4) . . . . ?
C3 C4 C5 C6 2.1(7) . . . . ?
C4 C5 C6 C1 -0.1(7) . . . . ?
C4 C5 C6 F4 -178.8(4) . . . . ?
F5 C12 C13 F6 0.2(6) . . . . ?
F5 C12 C13 C14 -180.0(4) . . . . ?
F6 C13 C14 C15 179.9(4) . . . . ?
C6 C1 C2 F1 -178.5(3) . . . . ?
C6 C1 C2 C3 4.0(6) . . . . ?
F7 C15 C16 F8 0.6(6) . . . . ?
F7 C15 C16 C11 -179.7(4) . . . . ?
C7 N1 C1 C2 172.5(4) . . . . ?
C7 N1 C1 C6 -7.5(6) . . . . ?
C9 N2 C8 C7 176.7(5) . . . . ?
C10 N2 C8 C7 57.4(6) . . . . ?
C11 N3 C17 C18 177.0(4) . . . . ?
C11 C12 C13 F6 179.8(4) . . . . ?
C11 C12 C13 C14 -0.4(7) . . . . ?
C12 C11 C16 F8 -179.7(4) . . . . ?
C12 C11 C16 C15 0.5(6) . . . . ?
C12 C13 C14 C15 0.1(7) . . . . ?
C13 C14 C15 F7 179.3(4) . . . . ?
C13 C14 C15 C16 0.6(7) . . . . ?
C14 C15 C16 F8 179.3(4) . . . . ?
C14 C15 C16 C11 -0.9(7) . . . . ?
C16 C11 C12 F5 179.7(4) . . . . ?
C16 C11 C12 C13 0.1(6) . . . . ?
C17 N3 C11 C12 -178.2(4) . . . . ?
C17 N3 C11 C16 1.4(7) . . . . ?
C19 N4 C18 Eu1 -117.0(3) . . . . ?
C19 N4 C18 C17 178.1(4) . . . . ?
C20 N4 C18 Eu1 121.6(3) . . . . ?
C20 N4 C18 C17 56.8(5) . . . . ?
C24 O1 C21 C22 -5.5(9) . . . . ?
C24 C23 C22 C21 -6.7(10) . . . . ?
C25 O2 C28 C27 -26.3(6) . . . . ?
C25 C26 C27 C28 -23.6(7) . . . . ?
C26 C27 C28 O2 30.7(7) . . . . ?
C28 O2 C25 C26 11.3(6) . . . . ?
C21 O1 C24 C23 1.1(7) . . . . ?
C22 C23 C24 O1 3.3(8) . . . . ?
####################################################################### 
# 
# 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_added_by_encifer
_database_code_depnum_ccdc_archive 'CCDC 1433693'
_audit_update_record             
;
2015-10-28 deposited with the CCDC.
2015-12-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT342_added_by_encifer    
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............     0.0315 Ang.
RESPONSE: The structure was twinned, and this resulted in low bond precision for some C-C bonds.
;

# Added during the CSD deposition process: Wednesday 28th of October 2015 02:47:53 AM
# end Validation Reply Form

_audit_creation_date             2015-09-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H46 Eu F8 N4 O2'
_chemical_formula_sum            'C32 H46 Eu F8 N4 O2'
_chemical_formula_weight         822.69
_chemical_absolute_configuration ?
_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'
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'
Eu Eu -0.1578 3.6682 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   13.2169(10)
_cell_length_b                   16.1371(11)
_cell_length_c                   33.290(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7100.1(9)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    123(1)
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_shelx_estimated_absorpt_T_max   0.914
_shelx_estimated_absorpt_T_min   0.682
_exptl_absorpt_coefficient_mu    1.842
_exptl_absorpt_correction_T_max  0.9135
_exptl_absorpt_correction_T_min  0.6819
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'bright yellow'
_exptl_crystal_density_diffrn    1.539
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rhombus
_exptl_crystal_F_000             3336
_exptl_crystal_size_max          0.225
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1602
_diffrn_reflns_av_unetI/netI     0.1970
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            48952
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        27.500
_diffrn_reflns_theta_max         27.495
_diffrn_reflns_theta_min         1.402
_diffrn_ambient_temperature      123.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker X8 Apex II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_reflns_Friedel_coverage         0.828
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                7169
_reflns_number_total             16293
_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     >2sigma(I)
_computing_cell_refinement       'Bruker Apex2 v2.0 (Bruker AXS, 2005)'
_computing_data_collection       'Bruker Apex2 v2.0 (Bruker AXS, 2005)'
_computing_data_reduction        'Bruker Apex2 v2.0 (Bruker AXS, 2005)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_refine_diff_density_max         1.229
_refine_diff_density_min         -0.946
_refine_diff_density_rms         0.147
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.38(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.928
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     838
_refine_ls_number_reflns         16293
_refine_ls_number_restraints     171
_refine_ls_R_factor_all          0.1831
_refine_ls_R_factor_gt           0.0687
_refine_ls_restrained_S_all      0.927
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1134
_refine_ls_wR_factor_ref         0.1517
_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. Twinned data refinement
 Scales: 0.62344 0.37656
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 C25-C26 = C62-C63
 1.5 with sigma of 0.005
 C30-C31
 1.5 with sigma of 0.005
4. Uiso/Uaniso restraints and constraints
N2 \\sim C9 \\sim C10: within 1.7A with sigma of 0.02 and sigma for terminal
atoms of 0.04
N6 \\sim C41 \\sim C42: within 1.7A with sigma of 0.02 and sigma for terminal
atoms of 0.04
C15 \\sim C16 \\sim C17 \\sim C18 \\sim C19 \\sim C20: within 1.7A with sigma
of 0.01 and sigma for terminal atoms of 0.02
C47 \\sim C48 \\sim C49 \\sim C50 \\sim C51 \\sim C52: within 1.7A with sigma
of 0.01 and sigma for terminal atoms of 0.02
C61 \\sim C62 \\sim C63 \\sim C64: within 1.7A with sigma of 0.01 and sigma for
terminal atoms of 0.02
N2 \\sim C11 \\sim C2: within 1.7A with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(C30) \\sim Ueq, Uanis(C31) \\sim Ueq, Uanis(C61) \\sim Ueq, Uanis(C63)
\\sim Ueq, Uanis(C64) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms
of 0.2
Uanis(C62) \\sim Ueq, Uanis(C34) \\sim Ueq: with sigma of 0.05 and sigma for
terminal atoms of 0.1
Uanis(C33) = Uanis(C34)
Uanis(C43) = Uanis(N6) = Uanis(C54)
5.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C9(H9A,H9B), C11(H11A,H11B), C13(H13A,H13B),
 C14(H14A,H14B), C21(H21A,H21B), C23(H23A,H23B), C25(H25A,H25B), C26(H26A,H26B),
  C27(H27A,H27B), C28(H28A,H28B), C29(H29A,H29B), C30(H30A,H30B), C31(H31A,
 H31B), C32(H32A,H32B), C33(H33A,H33B), C34(H34A,H34B), C41(H41A,H41B),
 C43(H43A,H43B), C45(H45A,H45B), C46(H46A,H46B), C53(H53A,H53B), C55(H55A,H55B),
  C57(H57A,H57B), C58(H58A,H58B), C59(H59A,H59B), C60(H60A,H60B), C61(H61A,
 H61B), C62(H62A,H62B), C63(H63A,H63B), C64(H64A,H64B)
5.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C18(H18), C38(H38), C50(H50)
5.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C22(H22A,H22B,H22C), C24(H24A,H24B,
 H24C), C42(H42A,H42B,H42C), C44(H44A,H44B,H44C), C54(H54A,H54B,H54C), C56(H56A,
 H56B,H56C)
;
_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_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 0.46594(6) 0.18244(8) 0.12283(4) 0.0289(3) Uani 1 1 d . . . . .
Eu2 Eu 0.97829(6) 0.68158(7) 0.12276(4) 0.0272(3) Uani 1 1 d . . . . .
F1 F 0.2780(7) 0.2359(7) 0.1388(3) 0.035(3) Uani 1 1 d . . . . .
F2 F 0.0858(9) 0.2809(7) 0.1426(4) 0.046(3) Uani 1 1 d . . . . .
F3 F 0.0075(8) 0.0273(9) 0.2071(4) 0.058(4) Uani 1 1 d . . . . .
F4 F 0.1953(9) -0.0221(8) 0.2024(4) 0.054(4) Uani 1 1 d . . . . .
F5 F 0.6536(7) 0.2441(7) 0.1283(4) 0.046(3) Uani 1 1 d . . . . .
F6 F 0.8483(9) 0.2667(8) 0.1429(4) 0.055(4) Uani 1 1 d . . . . .
F7 F 0.9289(9) 0.1412(8) 0.0185(4) 0.061(4) Uani 1 1 d . . . . .
F8 F 0.7385(9) 0.1190(8) 0.0024(4) 0.054(4) Uani 1 1 d . . . . .
F9 F 1.1656(8) 0.7363(7) 0.1373(4) 0.044(3) Uani 1 1 d . . . . .
F10 F 1.3585(8) 0.7835(8) 0.1444(4) 0.052(4) Uani 1 1 d . . . . .
F11 F 1.4387(9) 0.5303(8) 0.2066(5) 0.067(4) Uani 1 1 d . . . . .
F12 F 1.2520(9) 0.4812(8) 0.2007(4) 0.059(4) Uani 1 1 d . . . . .
F13 F 0.7890(7) 0.7408(7) 0.1281(4) 0.038(3) Uani 1 1 d . . . . .
F14 F 0.5970(9) 0.7668(8) 0.1419(4) 0.057(4) Uani 1 1 d . . . . .
F15 F 0.5135(9) 0.6442(7) 0.0189(4) 0.054(3) Uani 1 1 d . . . . .
F16 F 0.7048(9) 0.6181(8) 0.0029(4) 0.054(4) Uani 1 1 d . . . . .
O1 O 0.4893(11) 0.2570(10) 0.1931(5) 0.046(4) Uani 1 1 d . . . . .
O2 O 0.4513(10) 0.3386(8) 0.1018(4) 0.037(4) Uani 1 1 d . . . . .
O3 O 0.9548(11) 0.7568(10) 0.1922(5) 0.050(5) Uani 1 1 d . . . . .
O4 O 0.9922(9) 0.8370(10) 0.1015(4) 0.037(4) Uani 1 1 d . . . . .
N1 N 0.3488(13) 0.0941(11) 0.1666(5) 0.034(5) Uani 1 1 d . . . . .
N2 N 0.5666(12) 0.0460(12) 0.1577(5) 0.041(4) Uani 1 1 d . U . . .
N3 N 0.5788(10) 0.1767(11) 0.0613(4) 0.029(4) Uani 1 1 d . . . . .
N4 N 0.3667(13) 0.1267(10) 0.0538(5) 0.034(5) Uani 1 1 d . . . . .
N5 N 1.0941(12) 0.5924(10) 0.1657(5) 0.037(4) Uani 1 1 d . . . . .
N6 N 0.8782(14) 0.5464(12) 0.1574(6) 0.052(3) Uani 1 1 d . U . . .
N7 N 0.8599(13) 0.6763(13) 0.0605(5) 0.038(4) Uani 1 1 d . . . . .
N8 N 1.0781(13) 0.6271(10) 0.0524(5) 0.033(4) Uani 1 1 d . . . . .
C1 C 0.3916(17) 0.0201(17) 0.1904(8) 0.065(8) Uani 1 1 d . . . . .
H1A H 0.3581 0.0160 0.2169 0.078 Uiso 1 1 calc R . . . .
H1B H 0.3798 -0.0321 0.1755 0.078 Uiso 1 1 calc R . . . .
C2 C 0.5039(17) 0.0346(17) 0.1957(7) 0.049(6) Uani 1 1 d . U . . .
H2A H 0.5129 0.0845 0.2126 0.059 Uiso 1 1 calc R . . . .
H2B H 0.5321 -0.0130 0.2108 0.059 Uiso 1 1 calc R . . . .
C3 C 0.2509(16) 0.1054(14) 0.1713(6) 0.036(6) Uani 1 1 d . . . . .
C4 C 0.2106(14) 0.1795(14) 0.1559(6) 0.032(4) Uani 1 1 d . . . . .
C5 C 0.1133(15) 0.2036(15) 0.1586(6) 0.046(6) Uani 1 1 d . . . . .
C6 C 0.0394(14) 0.1559(12) 0.1758(6) 0.039(5) Uani 1 1 d . . . . .
H6 H -0.0294 0.1724 0.1776 0.047 Uiso 1 1 calc R . . . .
C7 C 0.0756(16) 0.0810(14) 0.1903(6) 0.040(6) Uani 1 1 d . . . . .
C8 C 0.1718(15) 0.0557(13) 0.1873(7) 0.031(5) Uani 1 1 d . . . . .
C9 C 0.6696(17) 0.0656(17) 0.1679(9) 0.069(8) Uani 1 1 d . U . . .
H9A H 0.7071 0.0731 0.1424 0.083 Uiso 1 1 calc R . . . .
H9B H 0.6692 0.1200 0.1816 0.083 Uiso 1 1 calc R . . . .
C10 C 0.7278(16) 0.009(2) 0.1925(10) 0.104(12) Uani 1 1 d . U . . .
H10A H 0.6898 -0.0036 0.2170 0.157 Uiso 1 1 calc GR . . . .
H10B H 0.7923 0.0355 0.1998 0.157 Uiso 1 1 calc GR . . . .
H10C H 0.7410 -0.0417 0.1775 0.157 Uiso 1 1 calc GR . . . .
C11 C 0.5588(17) -0.0285(15) 0.1347(7) 0.064(6) Uani 1 1 d . U . . .
H11A H 0.4879 -0.0351 0.1258 0.077 Uiso 1 1 calc R . . . .
H11B H 0.5753 -0.0761 0.1523 0.077 Uiso 1 1 calc R . . . .
C12 C 0.6278(17) -0.0311(16) 0.0980(8) 0.079(10) Uani 1 1 d . . . . .
H12A H 0.6203 0.0204 0.0827 0.119 Uiso 1 1 calc GR . . . .
H12B H 0.6091 -0.0783 0.0810 0.119 Uiso 1 1 calc GR . . . .
H12C H 0.6982 -0.0371 0.1067 0.119 Uiso 1 1 calc GR . . . .
C13 C 0.5394(15) 0.1532(15) 0.0218(8) 0.039(7) Uani 1 1 d . . . . .
H13A H 0.5538 0.0941 0.0164 0.047 Uiso 1 1 calc R . . . .
H13B H 0.5721 0.1869 0.0006 0.047 Uiso 1 1 calc R . . . .
C14 C 0.4275(14) 0.1681(13) 0.0218(6) 0.034(5) Uani 1 1 d . . . . .
H14A H 0.4161 0.2285 0.0239 0.041 Uiso 1 1 calc R . . . .
H14B H 0.4006 0.1501 -0.0046 0.041 Uiso 1 1 calc R . . . .
C15 C 0.6810(14) 0.1812(15) 0.0640(6) 0.028(4) Uani 1 1 d . U . . .
C16 C 0.7209(14) 0.2219(12) 0.0986(6) 0.030(4) Uani 1 1 d . U . . .
C17 C 0.8238(16) 0.2315(13) 0.1066(7) 0.036(4) Uani 1 1 d . U . . .
C18 C 0.8973(15) 0.2082(12) 0.0807(7) 0.041(4) Uani 1 1 d . U . . .
H18 H 0.9673 0.2170 0.0856 0.049 Uiso 1 1 calc R . . . .
C19 C 0.8603(15) 0.1695(14) 0.0453(7) 0.039(4) Uani 1 1 d . U . . .
C20 C 0.7608(15) 0.1588(12) 0.0369(7) 0.036(4) Uani 1 1 d . U . . .
C21 C 0.3741(15) 0.0363(12) 0.0472(7) 0.037(5) Uani 1 1 d . . . . .
H21A H 0.3573 0.0242 0.0188 0.044 Uiso 1 1 calc R . . . .
H21B H 0.4449 0.0188 0.0518 0.044 Uiso 1 1 calc R . . . .
C22 C 0.3074(17) -0.0126(13) 0.0732(7) 0.055(7) Uani 1 1 d . . . . .
H22A H 0.3221 0.0001 0.1014 0.083 Uiso 1 1 calc GR . . . .
H22B H 0.3189 -0.0718 0.0683 0.083 Uiso 1 1 calc GR . . . .
H22C H 0.2367 0.0010 0.0673 0.083 Uiso 1 1 calc GR . . . .
C23 C 0.2605(13) 0.1538(13) 0.0527(6) 0.035(6) Uani 1 1 d . . . . .
H23A H 0.2588 0.2141 0.0581 0.042 Uiso 1 1 calc R . . . .
H23B H 0.2244 0.1262 0.0751 0.042 Uiso 1 1 calc R . . . .
C24 C 0.2008(16) 0.1373(15) 0.0138(7) 0.056(7) Uani 1 1 d . . . . .
H24A H 0.2480 0.1322 -0.0088 0.084 Uiso 1 1 calc GR . . . .
H24B H 0.1543 0.1835 0.0088 0.084 Uiso 1 1 calc GR . . . .
H24C H 0.1622 0.0858 0.0166 0.084 Uiso 1 1 calc GR . . . .
C25 C 0.4133(18) 0.2552(16) 0.2241(7) 0.074(8) Uani 1 1 d D . . . .
H25A H 0.4122 0.2001 0.2372 0.088 Uiso 1 1 calc R . . . .
H25B H 0.3457 0.2657 0.2124 0.088 Uiso 1 1 calc R . . . .
C26 C 0.4378(19) 0.3207(16) 0.2544(7) 0.066(7) Uani 1 1 d D . . . .
H26A H 0.3981 0.3718 0.2497 0.080 Uiso 1 1 calc R . . . .
H26B H 0.4259 0.3010 0.2821 0.080 Uiso 1 1 calc R . . . .
C27 C 0.546(2) 0.334(3) 0.2466(9) 0.093(13) Uani 1 1 d . . . . .
H27A H 0.5631 0.3929 0.2507 0.112 Uiso 1 1 calc R . . . .
H27B H 0.5867 0.3000 0.2653 0.112 Uiso 1 1 calc R . . . .
C28 C 0.5659(19) 0.310(2) 0.2047(8) 0.084(9) Uani 1 1 d . . . . .
H28A H 0.5674 0.3590 0.1872 0.100 Uiso 1 1 calc R . . . .
H28B H 0.6321 0.2811 0.2028 0.100 Uiso 1 1 calc R . . . .
C29 C 0.3860(16) 0.4010(13) 0.1175(10) 0.074(8) Uani 1 1 d . . . . .
H29A H 0.3854 0.3989 0.1472 0.089 Uiso 1 1 calc R . . . .
H29B H 0.3161 0.3925 0.1076 0.089 Uiso 1 1 calc R . . . .
C30 C 0.427(2) 0.4855(15) 0.1030(8) 0.096(11) Uani 1 1 d D U . . .
H30A H 0.3712 0.5238 0.0959 0.115 Uiso 1 1 calc R . . . .
H30B H 0.4703 0.5118 0.1236 0.115 Uiso 1 1 calc R . . . .
C31 C 0.487(2) 0.4615(16) 0.0669(8) 0.100(12) Uani 1 1 d D U . . .
H31A H 0.5433 0.5006 0.0623 0.120 Uiso 1 1 calc R . . . .
H31B H 0.4435 0.4602 0.0426 0.120 Uiso 1 1 calc R . . . .
C32 C 0.5258(16) 0.3757(13) 0.0769(7) 0.049(6) Uani 1 1 d . . . . .
H32A H 0.5357 0.3427 0.0522 0.059 Uiso 1 1 calc R . . . .
H32B H 0.5913 0.3793 0.0913 0.059 Uiso 1 1 calc R . . . .
C33 C 1.0498(18) 0.5213(18) 0.1872(9) 0.064(6) Uani 1 1 d . . . . .
H33A H 1.0871 0.5112 0.2126 0.077 Uiso 1 1 calc R . . . .
H33B H 1.0540 0.4708 0.1705 0.077 Uiso 1 1 calc R . . . .
C34 C 0.9360(17) 0.5425(18) 0.1965(8) 0.064(6) Uani 1 1 d . U . . .
H34A H 0.9065 0.4994 0.2142 0.077 Uiso 1 1 calc R . . . .
H34B H 0.9316 0.5964 0.2106 0.077 Uiso 1 1 calc R . . . .
C35 C 1.1913(17) 0.6055(14) 0.1702(7) 0.034(6) Uani 1 1 d . . . . .
C36 C 1.2339(14) 0.6871(16) 0.1567(5) 0.039(5) Uani 1 1 d . . . . .
C37 C 1.3324(15) 0.7092(12) 0.1594(6) 0.032(5) Uani 1 1 d . . . . .
C38 C 1.4028(15) 0.6607(14) 0.1764(7) 0.051(7) Uani 1 1 d . . . . .
H38 H 1.4711 0.6783 0.1788 0.061 Uiso 1 1 calc R . . . .
C39 C 1.3718(17) 0.5840(15) 0.1905(7) 0.040(6) Uani 1 1 d . . . . .
C40 C 1.2748(18) 0.5594(13) 0.1878(7) 0.042(6) Uani 1 1 d . . . . .
C41 C 0.7727(18) 0.5710(18) 0.1689(8) 0.077(8) Uani 1 1 d . U . . .
H41A H 0.7354 0.5864 0.1442 0.093 Uiso 1 1 calc R . . . .
H41B H 0.7764 0.6209 0.1861 0.093 Uiso 1 1 calc R . . . .
C42 C 0.712(2) 0.504(2) 0.1913(12) 0.137(14) Uani 1 1 d . U . . .
H42A H 0.7159 0.4515 0.1764 0.205 Uiso 1 1 calc GR . . . .
H42B H 0.6410 0.5211 0.1934 0.205 Uiso 1 1 calc GR . . . .
H42C H 0.7400 0.4962 0.2183 0.205 Uiso 1 1 calc GR . . . .
C43 C 0.8884(16) 0.4715(13) 0.1349(6) 0.052(3) Uani 1 1 d . . . . .
H43A H 0.8738 0.4235 0.1525 0.063 Uiso 1 1 calc R . . . .
H43B H 0.9589 0.4663 0.1252 0.063 Uiso 1 1 calc R . . . .
C44 C 0.8115(19) 0.4706(15) 0.0968(7) 0.069(9) Uani 1 1 d . . . . .
H44A H 0.7419 0.4646 0.1064 0.104 Uiso 1 1 calc GR . . . .
H44B H 0.8283 0.4240 0.0791 0.104 Uiso 1 1 calc GR . . . .
H44C H 0.8180 0.5227 0.0818 0.104 Uiso 1 1 calc GR . . . .
C45 C 0.9059(14) 0.6535(14) 0.0209(6) 0.036(6) Uani 1 1 d . . . . .
H45A H 0.8727 0.6851 -0.0009 0.044 Uiso 1 1 calc R . . . .
H45B H 0.8957 0.5937 0.0157 0.044 Uiso 1 1 calc R . . . .
C46 C 1.0185(14) 0.6732(18) 0.0218(7) 0.041(6) Uani 1 1 d . . . . .
H46A H 1.0473 0.6612 -0.0050 0.049 Uiso 1 1 calc R . . . .
H46B H 1.0269 0.7333 0.0268 0.049 Uiso 1 1 calc R . . . .
C47 C 0.7625(14) 0.6831(13) 0.0633(6) 0.033(4) Uani 1 1 d . U . . .
C48 C 0.7198(17) 0.7160(12) 0.1000(7) 0.036(4) Uani 1 1 d . U . . .
C49 C 0.6210(18) 0.7290(13) 0.1069(7) 0.043(4) Uani 1 1 d . U . . .
C50 C 0.5499(15) 0.7074(11) 0.0801(7) 0.040(4) Uani 1 1 d . U . . .
H50 H 0.4803 0.7183 0.0851 0.048 Uiso 1 1 calc R . . . .
C51 C 0.5804(16) 0.6691(12) 0.0454(6) 0.038(4) Uani 1 1 d . U . . .
C52 C 0.6801(17) 0.6594(12) 0.0377(7) 0.039(4) Uani 1 1 d . U . . .
C53 C 1.0673(16) 0.5367(13) 0.0460(7) 0.042(6) Uani 1 1 d . . . . .
H53A H 1.0847 0.5233 0.0179 0.050 Uiso 1 1 calc R . . . .
H53B H 0.9959 0.5207 0.0505 0.050 Uiso 1 1 calc R . . . .
C54 C 1.1355(16) 0.4860(14) 0.0743(7) 0.052(3) Uani 1 1 d . . . . .
H54A H 1.2059 0.4899 0.0652 0.078 Uiso 1 1 calc GR . . . .
H54B H 1.1140 0.4279 0.0740 0.078 Uiso 1 1 calc GR . . . .
H54C H 1.1301 0.5079 0.1017 0.078 Uiso 1 1 calc GR . . . .
C55 C 1.1818(15) 0.6542(14) 0.0524(7) 0.041(7) Uani 1 1 d . . . . .
H55A H 1.2162 0.6287 0.0758 0.049 Uiso 1 1 calc R . . . .
H55B H 1.1827 0.7150 0.0565 0.049 Uiso 1 1 calc R . . . .
C56 C 1.2445(15) 0.6341(14) 0.0141(7) 0.052(7) Uani 1 1 d . . . . .
H56A H 1.2412 0.5745 0.0086 0.077 Uiso 1 1 calc GR . . . .
H56B H 1.3151 0.6505 0.0183 0.077 Uiso 1 1 calc GR . . . .
H56C H 1.2166 0.6647 -0.0088 0.077 Uiso 1 1 calc GR . . . .
C57 C 0.8761(18) 0.8149(19) 0.2035(7) 0.080(9) Uani 1 1 d . . . . .
H57A H 0.8082 0.7909 0.1988 0.096 Uiso 1 1 calc R . . . .
H57B H 0.8822 0.8670 0.1881 0.096 Uiso 1 1 calc R . . . .
C58 C 0.8930(18) 0.8301(18) 0.2474(7) 0.064(8) Uani 1 1 d . . . . .
H58A H 0.8613 0.7864 0.2640 0.077 Uiso 1 1 calc R . . . .
H58B H 0.8666 0.8849 0.2557 0.077 Uiso 1 1 calc R . . . .
C59 C 1.0078(19) 0.8269(18) 0.2500(8) 0.058(8) Uani 1 1 d . . . . .
H59A H 1.0386 0.8785 0.2396 0.069 Uiso 1 1 calc R . . . .
H59B H 1.0304 0.8182 0.2781 0.069 Uiso 1 1 calc R . . . .
C60 C 1.0346(18) 0.7534(17) 0.2239(7) 0.064(7) Uani 1 1 d . . . . .
H60A H 1.1030 0.7594 0.2122 0.076 Uiso 1 1 calc R . . . .
H60B H 1.0311 0.7009 0.2392 0.076 Uiso 1 1 calc R . . . .
C61 C 0.9159(19) 0.8769(12) 0.0770(8) 0.063(6) Uani 1 1 d . U . . .
H61A H 0.8501 0.8749 0.0912 0.075 Uiso 1 1 calc R . . . .
H61B H 0.9086 0.8462 0.0514 0.075 Uiso 1 1 calc R . . . .
C62 C 0.942(2) 0.9627(16) 0.0685(8) 0.084(6) Uani 1 1 d D U . . .
H62A H 0.8819 0.9993 0.0713 0.100 Uiso 1 1 calc R . . . .
H62B H 0.9696 0.9687 0.0410 0.100 Uiso 1 1 calc R . . . .
C63 C 1.0197(19) 0.9819(14) 0.0995(8) 0.078(6) Uani 1 1 d D U . . .
H63A H 1.0761 1.0137 0.0875 0.094 Uiso 1 1 calc R . . . .
H63B H 0.9897 1.0153 0.1214 0.094 Uiso 1 1 calc R . . . .
C64 C 1.0568(18) 0.9017(13) 0.1152(9) 0.076(6) Uani 1 1 d . U . . .
H64A H 1.1268 0.8917 0.1058 0.092 Uiso 1 1 calc R . . . .
H64B H 1.0572 0.9028 0.1450 0.092 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Eu1 F1 2.683(10) . ?
Eu1 F5 2.679(10) . ?
Eu1 O1 2.650(15) . ?
Eu1 O2 2.622(13) . ?
Eu1 N1 2.561(17) . ?
Eu1 N2 2.823(17) . ?
Eu1 N3 2.536(14) . ?
Eu1 N4 2.796(18) . ?
Eu2 F9 2.673(11) . ?
Eu2 F13 2.684(10) . ?
Eu2 O3 2.628(17) . ?
Eu2 O4 2.613(16) . ?
Eu2 N5 2.541(15) . ?
Eu2 N6 2.799(19) . ?
Eu2 N7 2.597(17) . ?
Eu2 N8 2.829(17) . ?
F1 C4 1.39(2) . ?
F2 C5 1.40(2) . ?
F3 C7 1.37(2) . ?
F4 C8 1.39(2) . ?
F5 C16 1.38(2) . ?
F6 C17 1.37(2) . ?
F7 C19 1.35(2) . ?
F8 C20 1.35(2) . ?
F9 C36 1.37(2) . ?
F10 C37 1.34(2) . ?
F11 C39 1.35(2) . ?
F12 C40 1.37(2) . ?
F13 C48 1.37(2) . ?
F14 C49 1.35(3) . ?
F15 C51 1.31(2) . ?
F16 C52 1.38(2) . ?
O1 C25 1.44(2) . ?
O1 C28 1.38(3) . ?
O2 C29 1.43(2) . ?
O2 C32 1.42(2) . ?
O3 C57 1.45(2) . ?
O3 C60 1.49(2) . ?
O4 C61 1.45(2) . ?
O4 C64 1.42(2) . ?
N1 C1 1.54(3) . ?
N1 C3 1.32(2) . ?
N2 C2 1.52(3) . ?
N2 C9 1.44(3) . ?
N2 C11 1.43(3) . ?
N3 C13 1.47(3) . ?
N3 C15 1.355(19) . ?
N4 C14 1.49(2) . ?
N4 C21 1.48(2) . ?
N4 C23 1.47(2) . ?
N5 C33 1.47(3) . ?
N5 C35 1.31(2) . ?
N6 C34 1.51(3) . ?
N6 C41 1.50(3) . ?
N6 C43 1.43(3) . ?
N7 C45 1.50(2) . ?
N7 C47 1.30(2) . ?
N8 C46 1.49(3) . ?
N8 C53 1.48(2) . ?
N8 C55 1.44(2) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.51(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.41(3) . ?
C3 C8 1.42(3) . ?
C4 C5 1.35(2) . ?
C5 C6 1.37(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.39(3) . ?
C7 C8 1.34(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.44(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.53(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.50(2) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.43(3) . ?
C15 C20 1.43(3) . ?
C16 C17 1.40(3) . ?
C17 C18 1.35(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.42(3) . ?
C19 C20 1.36(2) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.47(3) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.54(3) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.494(7) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C27 1.46(3) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.47(3) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.54(3) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C30 C31 1.491(7) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.52(3) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 C34 1.57(3) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.50(3) . ?
C35 C40 1.45(3) . ?
C36 C37 1.35(2) . ?
C37 C38 1.34(3) . ?
C38 H38 0.9500 . ?
C38 C39 1.39(3) . ?
C39 C40 1.35(3) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C41 C42 1.54(4) . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C43 C44 1.63(3) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C45 C46 1.52(2) . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C47 C48 1.45(3) . ?
C47 C52 1.43(3) . ?
C48 C49 1.34(3) . ?
C49 C50 1.34(3) . ?
C50 H50 0.9500 . ?
C50 C51 1.37(3) . ?
C51 C52 1.35(3) . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C53 C54 1.54(3) . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C55 H55A 0.9900 . ?
C55 H55B 0.9900 . ?
C55 C56 1.56(3) . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 0.9800 . ?
C57 H57A 0.9900 . ?
C57 H57B 0.9900 . ?
C57 C58 1.50(3) . ?
C58 H58A 0.9900 . ?
C58 H58B 0.9900 . ?
C58 C59 1.52(3) . ?
C59 H59A 0.9900 . ?
C59 H59B 0.9900 . ?
C59 C60 1.51(3) . ?
C60 H60A 0.9900 . ?
C60 H60B 0.9900 . ?
C61 H61A 0.9900 . ?
C61 H61B 0.9900 . ?
C61 C62 1.46(3) . ?
C62 H62A 0.9900 . ?
C62 H62B 0.9900 . ?
C62 C63 1.492(7) . ?
C63 H63A 0.9900 . ?
C63 H63B 0.9900 . ?
C63 C64 1.48(3) . ?
C64 H64A 0.9900 . ?
C64 H64B 0.9900 . ?

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
F1 Eu1 N2 127.3(4) . . ?
F1 Eu1 N4 80.3(4) . . ?
F5 Eu1 F1 136.4(4) . . ?
F5 Eu1 N2 79.9(4) . . ?
F5 Eu1 N4 127.6(5) . . ?
O1 Eu1 F1 77.7(4) . . ?
O1 Eu1 F5 70.3(4) . . ?
O1 Eu1 N2 86.3(5) . . ?
O1 Eu1 N4 158.0(5) . . ?
O2 Eu1 F1 71.1(4) . . ?
O2 Eu1 F5 74.3(4) . . ?
O2 Eu1 O1 79.0(5) . . ?
O2 Eu1 N2 153.4(5) . . ?
O2 Eu1 N4 93.1(5) . . ?
N1 Eu1 F1 60.4(5) . . ?
N1 Eu1 F5 136.7(5) . . ?
N1 Eu1 O1 79.6(5) . . ?
N1 Eu1 O2 130.0(5) . . ?
N1 Eu1 N2 67.5(5) . . ?
N1 Eu1 N4 90.3(6) . . ?
N3 Eu1 F1 135.8(4) . . ?
N3 Eu1 F5 61.6(4) . . ?
N3 Eu1 O1 131.4(5) . . ?
N3 Eu1 O2 82.1(5) . . ?
N3 Eu1 N1 142.7(6) . . ?
N3 Eu1 N2 91.5(5) . . ?
N3 Eu1 N4 66.4(5) . . ?
N4 Eu1 N2 108.0(5) . . ?
F9 Eu2 F13 137.2(4) . . ?
F9 Eu2 N6 128.4(5) . . ?
F9 Eu2 N8 79.7(4) . . ?
F13 Eu2 N6 79.0(5) . . ?
F13 Eu2 N8 126.9(4) . . ?
O3 Eu2 F9 78.3(4) . . ?
O3 Eu2 F13 70.5(4) . . ?
O3 Eu2 N6 86.7(6) . . ?
O3 Eu2 N8 157.9(5) . . ?
O4 Eu2 F9 70.5(4) . . ?
O4 Eu2 F13 75.0(4) . . ?
O4 Eu2 O3 78.7(5) . . ?
O4 Eu2 N6 153.2(5) . . ?
O4 Eu2 N8 92.3(5) . . ?
N5 Eu2 F9 61.8(4) . . ?
N5 Eu2 F13 136.6(5) . . ?
N5 Eu2 O3 80.7(5) . . ?
N5 Eu2 O4 130.8(5) . . ?
N5 Eu2 N6 67.2(5) . . ?
N5 Eu2 N7 142.5(6) . . ?
N5 Eu2 N8 90.5(5) . . ?
N6 Eu2 N8 108.6(5) . . ?
N7 Eu2 F9 135.5(5) . . ?
N7 Eu2 F13 60.2(5) . . ?
N7 Eu2 O3 130.2(5) . . ?
N7 Eu2 O4 81.8(5) . . ?
N7 Eu2 N6 91.0(6) . . ?
N7 Eu2 N8 67.0(5) . . ?
C4 F1 Eu1 117.6(11) . . ?
C16 F5 Eu1 116.8(11) . . ?
C36 F9 Eu2 120.4(13) . . ?
C48 F13 Eu2 118.2(12) . . ?
C25 O1 Eu1 122.9(12) . . ?
C28 O1 Eu1 127.8(14) . . ?
C28 O1 C25 108.9(17) . . ?
C29 O2 Eu1 128.7(12) . . ?
C32 O2 Eu1 120.7(11) . . ?
C32 O2 C29 109.6(15) . . ?
C57 O3 Eu2 127.8(13) . . ?
C57 O3 C60 110.2(18) . . ?
C60 O3 Eu2 121.4(12) . . ?
C61 O4 Eu2 122.0(12) . . ?
C64 O4 Eu2 131.2(12) . . ?
C64 O4 C61 105.8(17) . . ?
C1 N1 Eu1 120.1(13) . . ?
C3 N1 Eu1 125.8(14) . . ?
C3 N1 C1 114.1(17) . . ?
C2 N2 Eu1 100.3(12) . . ?
C9 N2 Eu1 111.8(13) . . ?
C9 N2 C2 110.3(18) . . ?
C11 N2 Eu1 113.7(13) . . ?
C11 N2 C2 107.6(18) . . ?
C11 N2 C9 112.3(19) . . ?
C13 N3 Eu1 121.7(12) . . ?
C15 N3 Eu1 122.1(11) . . ?
C15 N3 C13 115.3(15) . . ?
C14 N4 Eu1 101.0(11) . . ?
C21 N4 Eu1 114.1(13) . . ?
C21 N4 C14 107.5(16) . . ?
C23 N4 Eu1 111.8(11) . . ?
C23 N4 C14 111.4(16) . . ?
C23 N4 C21 110.6(16) . . ?
C33 N5 Eu2 118.3(13) . . ?
C35 N5 Eu2 124.3(13) . . ?
C35 N5 C33 117.3(17) . . ?
C34 N6 Eu2 98.5(13) . . ?
C41 N6 Eu2 109.8(14) . . ?
C41 N6 C34 105.1(19) . . ?
C43 N6 Eu2 113.5(14) . . ?
C43 N6 C34 111.6(19) . . ?
C43 N6 C41 116.5(19) . . ?
C45 N7 Eu2 117.8(12) . . ?
C47 N7 Eu2 122.6(13) . . ?
C47 N7 C45 119.1(17) . . ?
C46 N8 Eu2 99.5(12) . . ?
C53 N8 Eu2 112.3(12) . . ?
C53 N8 C46 110.2(17) . . ?
C55 N8 Eu2 110.4(11) . . ?
C55 N8 C46 110.7(17) . . ?
C55 N8 C53 113.0(17) . . ?
N1 C1 H1A 110.2 . . ?
N1 C1 H1B 110.2 . . ?
H1A C1 H1B 108.5 . . ?
C2 C1 N1 107.6(19) . . ?
C2 C1 H1A 110.2 . . ?
C2 C1 H1B 110.2 . . ?
N2 C2 C1 117.1(18) . . ?
N2 C2 H2A 108.0 . . ?
N2 C2 H2B 108.0 . . ?
C1 C2 H2A 108.0 . . ?
C1 C2 H2B 108.0 . . ?
H2A C2 H2B 107.3 . . ?
N1 C3 C4 117(2) . . ?
N1 C3 C8 134(2) . . ?
C4 C3 C8 109.8(18) . . ?
F1 C4 C3 117.5(17) . . ?
C5 C4 F1 117(2) . . ?
C5 C4 C3 126(2) . . ?
C4 C5 F2 119(2) . . ?
C4 C5 C6 123(2) . . ?
C6 C5 F2 118.3(18) . . ?
C5 C6 H6 123.5 . . ?
C5 C6 C7 113.0(19) . . ?
C7 C6 H6 123.5 . . ?
F3 C7 C6 117.9(19) . . ?
C8 C7 F3 118(2) . . ?
C8 C7 C6 124(2) . . ?
F4 C8 C3 118.7(18) . . ?
C7 C8 F4 117.5(18) . . ?
C7 C8 C3 124(2) . . ?
N2 C9 H9A 107.3 . . ?
N2 C9 H9B 107.3 . . ?
H9A C9 H9B 106.9 . . ?
C10 C9 N2 120(2) . . ?
C10 C9 H9A 107.3 . . ?
C10 C9 H9B 107.3 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 H11A 108.7 . . ?
N2 C11 H11B 108.7 . . ?
N2 C11 C12 114(2) . . ?
H11A C11 H11B 107.6 . . ?
C12 C11 H11A 108.7 . . ?
C12 C11 H11B 108.7 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N3 C13 H13A 110.1 . . ?
N3 C13 H13B 110.1 . . ?
N3 C13 C14 108.0(17) . . ?
H13A C13 H13B 108.4 . . ?
C14 C13 H13A 110.1 . . ?
C14 C13 H13B 110.1 . . ?
N4 C14 C13 117.4(17) . . ?
N4 C14 H14A 107.9 . . ?
N4 C14 H14B 107.9 . . ?
C13 C14 H14A 107.9 . . ?
C13 C14 H14B 107.9 . . ?
H14A C14 H14B 107.2 . . ?
N3 C15 C16 116.4(17) . . ?
N3 C15 C20 133(2) . . ?
C16 C15 C20 110.7(18) . . ?
F5 C16 C15 117.5(16) . . ?
F5 C16 C17 117.5(18) . . ?
C17 C16 C15 124.5(19) . . ?
F6 C17 C16 116.4(19) . . ?
C18 C17 F6 121(2) . . ?
C18 C17 C16 123(2) . . ?
C17 C18 H18 123.1 . . ?
C17 C18 C19 114(2) . . ?
C19 C18 H18 123.1 . . ?
F7 C19 C18 117.7(19) . . ?
C20 C19 F7 118(2) . . ?
C20 C19 C18 124(2) . . ?
F8 C20 C15 119.7(19) . . ?
F8 C20 C19 116.7(19) . . ?
C19 C20 C15 123(2) . . ?
N4 C21 H21A 108.8 . . ?
N4 C21 H21B 108.8 . . ?
H21A C21 H21B 107.7 . . ?
C22 C21 N4 113.9(18) . . ?
C22 C21 H21A 108.8 . . ?
C22 C21 H21B 108.8 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N4 C23 H23A 108.0 . . ?
N4 C23 H23B 108.0 . . ?
N4 C23 C24 117.2(17) . . ?
H23A C23 H23B 107.2 . . ?
C24 C23 H23A 108.0 . . ?
C24 C23 H23B 108.0 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O1 C25 H25A 110.0 . . ?
O1 C25 H25B 110.0 . . ?
O1 C25 C26 108.5(18) . . ?
H25A C25 H25B 108.4 . . ?
C26 C25 H25A 110.0 . . ?
C26 C25 H25B 110.0 . . ?
C25 C26 H26A 111.5 . . ?
C25 C26 H26B 111.5 . . ?
H26A C26 H26B 109.3 . . ?
C27 C26 C25 101(2) . . ?
C27 C26 H26A 111.5 . . ?
C27 C26 H26B 111.5 . . ?
C26 C27 H27A 110.1 . . ?
C26 C27 H27B 110.1 . . ?
H27A C27 H27B 108.5 . . ?
C28 C27 C26 108(2) . . ?
C28 C27 H27A 110.1 . . ?
C28 C27 H27B 110.1 . . ?
O1 C28 C27 107(2) . . ?
O1 C28 H28A 110.3 . . ?
O1 C28 H28B 110.3 . . ?
C27 C28 H28A 110.3 . . ?
C27 C28 H28B 110.3 . . ?
H28A C28 H28B 108.5 . . ?
O2 C29 H29A 110.2 . . ?
O2 C29 H29B 110.2 . . ?
O2 C29 C30 107.3(17) . . ?
H29A C29 H29B 108.5 . . ?
C30 C29 H29A 110.2 . . ?
C30 C29 H29B 110.2 . . ?
C29 C30 H30A 111.4 . . ?
C29 C30 H30B 111.4 . . ?
H30A C30 H30B 109.2 . . ?
C31 C30 C29 102(2) . . ?
C31 C30 H30A 111.4 . . ?
C31 C30 H30B 111.4 . . ?
C30 C31 H31A 111.0 . . ?
C30 C31 H31B 111.0 . . ?
C30 C31 C32 104(2) . . ?
H31A C31 H31B 109.0 . . ?
C32 C31 H31A 111.0 . . ?
C32 C31 H31B 111.0 . . ?
O2 C32 C31 106.1(17) . . ?
O2 C32 H32A 110.5 . . ?
O2 C32 H32B 110.5 . . ?
C31 C32 H32A 110.5 . . ?
C31 C32 H32B 110.5 . . ?
H32A C32 H32B 108.7 . . ?
N5 C33 H33A 110.1 . . ?
N5 C33 H33B 110.1 . . ?
N5 C33 C34 107.8(19) . . ?
H33A C33 H33B 108.5 . . ?
C34 C33 H33A 110.1 . . ?
C34 C33 H33B 110.1 . . ?
N6 C34 C33 109(2) . . ?
N6 C34 H34A 109.9 . . ?
N6 C34 H34B 109.9 . . ?
C33 C34 H34A 109.9 . . ?
C33 C34 H34B 109.9 . . ?
H34A C34 H34B 108.3 . . ?
N5 C35 C36 118.3(19) . . ?
N5 C35 C40 135(2) . . ?
C40 C35 C36 106.6(19) . . ?
F9 C36 C35 113.9(18) . . ?
C37 C36 F9 121(2) . . ?
C37 C36 C35 125(2) . . ?
F10 C37 C36 117(2) . . ?
F10 C37 C38 119.9(19) . . ?
C38 C37 C36 123(2) . . ?
C37 C38 H38 121.3 . . ?
C37 C38 C39 117(2) . . ?
C39 C38 H38 121.3 . . ?
F11 C39 C38 121(2) . . ?
C40 C39 F11 117(2) . . ?
C40 C39 C38 121(2) . . ?
F12 C40 C35 116(2) . . ?
C39 C40 F12 117(2) . . ?
C39 C40 C35 127(2) . . ?
N6 C41 H41A 108.5 . . ?
N6 C41 H41B 108.5 . . ?
N6 C41 C42 115(2) . . ?
H41A C41 H41B 107.5 . . ?
C42 C41 H41A 108.5 . . ?
C42 C41 H41B 108.5 . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
N6 C43 H43A 109.5 . . ?
N6 C43 H43B 109.5 . . ?
N6 C43 C44 110.9(19) . . ?
H43A C43 H43B 108.0 . . ?
C44 C43 H43A 109.5 . . ?
C44 C43 H43B 109.5 . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
C43 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
N7 C45 H45A 109.8 . . ?
N7 C45 H45B 109.8 . . ?
N7 C45 C46 109.2(16) . . ?
H45A C45 H45B 108.3 . . ?
C46 C45 H45A 109.8 . . ?
C46 C45 H45B 109.8 . . ?
N8 C46 C45 115.2(18) . . ?
N8 C46 H46A 108.5 . . ?
N8 C46 H46B 108.5 . . ?
C45 C46 H46A 108.5 . . ?
C45 C46 H46B 108.5 . . ?
H46A C46 H46B 107.5 . . ?
N7 C47 C48 118.6(19) . . ?
N7 C47 C52 134(2) . . ?
C52 C47 C48 107.6(19) . . ?
F13 C48 C47 115.1(18) . . ?
C49 C48 F13 119(2) . . ?
C49 C48 C47 126(2) . . ?
C48 C49 F14 117(2) . . ?
C50 C49 F14 122(2) . . ?
C50 C49 C48 122(2) . . ?
C49 C50 H50 121.0 . . ?
C49 C50 C51 118(2) . . ?
C51 C50 H50 121.0 . . ?
F15 C51 C50 120.4(19) . . ?
F15 C51 C52 120(2) . . ?
C52 C51 C50 120(2) . . ?
F16 C52 C47 117(2) . . ?
C51 C52 F16 117(2) . . ?
C51 C52 C47 127(2) . . ?
N8 C53 H53A 109.1 . . ?
N8 C53 H53B 109.1 . . ?
N8 C53 C54 112.4(17) . . ?
H53A C53 H53B 107.9 . . ?
C54 C53 H53A 109.1 . . ?
C54 C53 H53B 109.1 . . ?
C53 C54 H54A 109.5 . . ?
C53 C54 H54B 109.5 . . ?
C53 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
N8 C55 H55A 108.2 . . ?
N8 C55 H55B 108.2 . . ?
N8 C55 C56 116.3(19) . . ?
H55A C55 H55B 107.4 . . ?
C56 C55 H55A 108.2 . . ?
C56 C55 H55B 108.2 . . ?
C55 C56 H56A 109.5 . . ?
C55 C56 H56B 109.5 . . ?
C55 C56 H56C 109.5 . . ?
H56A C56 H56B 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
O3 C57 H57A 110.8 . . ?
O3 C57 H57B 110.8 . . ?
O3 C57 C58 104.7(19) . . ?
H57A C57 H57B 108.9 . . ?
C58 C57 H57A 110.8 . . ?
C58 C57 H57B 110.8 . . ?
C57 C58 H58A 111.5 . . ?
C57 C58 H58B 111.5 . . ?
C57 C58 C59 101.6(19) . . ?
H58A C58 H58B 109.3 . . ?
C59 C58 H58A 111.5 . . ?
C59 C58 H58B 111.5 . . ?
C58 C59 H59A 111.2 . . ?
C58 C59 H59B 111.2 . . ?
H59A C59 H59B 109.1 . . ?
C60 C59 C58 103.1(19) . . ?
C60 C59 H59A 111.1 . . ?
C60 C59 H59B 111.2 . . ?
O3 C60 C59 102.3(19) . . ?
O3 C60 H60A 111.3 . . ?
O3 C60 H60B 111.3 . . ?
C59 C60 H60A 111.3 . . ?
C59 C60 H60B 111.3 . . ?
H60A C60 H60B 109.2 . . ?
O4 C61 H61A 109.3 . . ?
O4 C61 H61B 109.3 . . ?
O4 C61 C62 111.8(19) . . ?
H61A C61 H61B 107.9 . . ?
C62 C61 H61A 109.3 . . ?
C62 C61 H61B 109.3 . . ?
C61 C62 H62A 111.2 . . ?
C61 C62 H62B 111.2 . . ?
C61 C62 C63 103(2) . . ?
H62A C62 H62B 109.1 . . ?
C63 C62 H62A 111.2 . . ?
C63 C62 H62B 111.2 . . ?
C62 C63 H63A 110.3 . . ?
C62 C63 H63B 110.3 . . ?
H63A C63 H63B 108.6 . . ?
C64 C63 C62 107.0(19) . . ?
C64 C63 H63A 110.3 . . ?
C64 C63 H63B 110.3 . . ?
O4 C64 C63 109.2(17) . . ?
O4 C64 H64A 109.8 . . ?
O4 C64 H64B 109.8 . . ?
C63 C64 H64A 109.8 . . ?
C63 C64 H64B 109.8 . . ?
H64A C64 H64B 108.3 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.62344
2 0.37656

# start Validation Reply Form
_vrf_PLAT342_C_CpdEuLEt2thf2     
;
PROBLEM: Low Bond Precision on  C-C Bonds .............     0.0315 Ang.  
RESPONSE: The structure was twinned, and this resulted in low bond 
precision for some C-C bonds.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_added_by_encifer
_database_code_depnum_ccdc_archive 'CCDC 1433694'
_audit_update_record             
;
2015-10-28 deposited with the CCDC.
2015-12-04 downloaded from the CCDC.
;
_audit_creation_date             2015-09-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H30 Eu F8 I N4 O'
_chemical_formula_sum            'C24 H30 Eu F8 I N4 O'
_chemical_formula_weight         821.38
_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'
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'
I I -0.4742 1.8119 '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'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.8112(2)
_cell_length_b                   9.3315(2)
_cell_length_c                   17.4996(6)
_cell_angle_alpha                99.446(2)
_cell_angle_beta                 98.497(2)
_cell_angle_gamma                97.281(2)
_cell_volume                     1386.85(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    123(1)
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_shelx_estimated_absorpt_T_max   0.770
_shelx_estimated_absorpt_T_min   0.545
_exptl_absorpt_coefficient_mu    3.454
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7893
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.967
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             796
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_av_unetI/netI     0.0284
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            20355
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        27.498
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_min         2.239
_diffrn_ambient_temperature      123(1)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker X8 Apex II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5611
_reflns_number_total             6385
_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     >2sigma(I)
_computing_cell_refinement       'Bruker Apex2 v2.0 (Bruker AXS, 2005)'
_computing_data_collection       'Bruker Apex2 v2.0 (Bruker AXS, 2005)'
_computing_data_reduction        'Bruker Apex2 v2.0 (Bruker AXS, 2005)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_refine_diff_density_max         3.318
_refine_diff_density_min         -1.101
_refine_diff_density_rms         0.122
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     365
_refine_ls_number_reflns         6385
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0372
_refine_ls_R_factor_gt           0.0303
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0670
_refine_ls_wR_factor_ref         0.0703
_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, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: I1(0.6) I2(0.4)
3.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C11(H11A,H11B), C12(H12A,H12B), C21(H21A,H21B),
 C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B)
3.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C16(H16)
3.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Eu1 Eu 0.79349(2) 0.75815(2) 0.25568(2) 0.01818(6) Uani 1 1 d . . . . .
I1 I 1.05981(18) 0.55913(19) 0.25433(6) 0.0160(2) Uani 0.6 1 d . . P A 1
F1 F 0.8388(3) 0.6696(3) 0.38579(14) 0.0308(5) Uani 1 1 d . . . . .
O1 O 0.6377(3) 0.5078(3) 0.22040(18) 0.0274(6) Uani 1 1 d . . . . .
N1 N 0.6074(3) 0.8065(3) 0.3402(2) 0.0219(7) Uani 1 1 d . . . . .
C1 C 0.4778(4) 0.8831(4) 0.3147(3) 0.0255(8) Uani 1 1 d . . . . .
H1A H 0.4681 0.9628 0.3577 0.031 Uiso 1 1 calc R . . . .
H1B H 0.3792 0.8132 0.3015 0.031 Uiso 1 1 calc R . . . .
I2 I 1.0583(4) 0.5719(4) 0.25267(16) 0.0451(8) Uani 0.4 1 d . . P A 2
F2 F 0.8745(3) 0.5599(3) 0.51842(17) 0.0406(7) Uani 1 1 d . . . . .
N2 N 0.5518(4) 0.8406(4) 0.1812(2) 0.0232(7) Uani 1 1 d . . . . .
C2 C 0.5080(4) 0.9460(4) 0.2441(2) 0.0233(8) Uani 1 1 d . . . . .
H2A H 0.4134 0.9828 0.2221 0.028 Uiso 1 1 calc R . . . .
H2B H 0.5924 1.0312 0.2610 0.028 Uiso 1 1 calc R . . . .
F3 F 0.4239(3) 0.7371(3) 0.58185(16) 0.0375(6) Uani 1 1 d . . . . .
N3 N 0.9407(4) 0.9072(3) 0.18532(19) 0.0213(6) Uani 1 1 d . . . . .
C3 C 0.6101(4) 0.7609(4) 0.4103(2) 0.0215(8) Uani 1 1 d . . . . .
F4 F 0.3838(3) 0.8446(3) 0.45363(16) 0.0371(6) Uani 1 1 d . . . . .
N4 N 0.9474(3) 0.9966(3) 0.34591(19) 0.0203(6) Uani 1 1 d . . . . .
C4 C 0.7322(4) 0.6862(4) 0.4356(2) 0.0247(8) Uani 1 1 d . . . . .
F5 F 0.7628(2) 0.6588(2) 0.11021(13) 0.0252(5) Uani 1 1 d . . . . .
C5 C 0.7518(5) 0.6298(5) 0.5027(3) 0.0275(9) Uani 1 1 d . . . . .
F6 F 0.7859(3) 0.5205(3) -0.03181(14) 0.0321(5) Uani 1 1 d . . . . .
C6 C 0.6499(5) 0.6442(4) 0.5552(3) 0.0282(9) Uani 1 1 d . . . . .
H6 H 0.6620 0.6063 0.6025 0.034 Uiso 1 1 calc R . . . .
F7 F 1.2079(3) 0.8804(3) -0.03888(15) 0.0355(6) Uani 1 1 d . . . . .
C7 C 0.5290(5) 0.7180(4) 0.5335(3) 0.0274(9) Uani 1 1 d . . . . .
F8 F 1.1872(3) 1.0216(3) 0.09984(14) 0.0286(5) Uani 1 1 d . . . . .
C8 C 0.5083(4) 0.7747(4) 0.4655(3) 0.0257(8) Uani 1 1 d . . . . .
C9 C 0.4217(4) 0.7182(4) 0.1493(3) 0.0285(9) Uani 1 1 d . . . . .
H9A H 0.3976 0.6663 0.1914 0.043 Uiso 1 1 calc GR . . . .
H9B H 0.4516 0.6498 0.1074 0.043 Uiso 1 1 calc GR . . . .
H9C H 0.3300 0.7578 0.1279 0.043 Uiso 1 1 calc GR . . . .
C10 C 0.5815(5) 0.9176(5) 0.1156(3) 0.0333(10) Uani 1 1 d . . . . .
H10A H 0.6117 0.8492 0.0738 0.050 Uiso 1 1 calc GR . . . .
H10B H 0.6655 1.0009 0.1351 0.050 Uiso 1 1 calc GR . . . .
H10C H 0.4870 0.9535 0.0947 0.050 Uiso 1 1 calc GR . . . .
C11 C 1.0256(4) 1.0532(4) 0.2223(2) 0.0236(8) Uani 1 1 d . . . . .
H11A H 1.0141 1.1220 0.1851 0.028 Uiso 1 1 calc R . . . .
H11B H 1.1375 1.0479 0.2365 0.028 Uiso 1 1 calc R . . . .
C12 C 0.9617(5) 1.1080(4) 0.2952(2) 0.0247(8) Uani 1 1 d . . . . .
H12A H 1.0310 1.1974 0.3255 0.030 Uiso 1 1 calc R . . . .
H12B H 0.8582 1.1354 0.2795 0.030 Uiso 1 1 calc R . . . .
C13 C 0.9690(4) 0.8493(4) 0.1134(2) 0.0200(7) Uani 1 1 d . . . . .
C14 C 0.8754(4) 0.7171(4) 0.0721(2) 0.0214(8) Uani 1 1 d . . . . .
C15 C 0.8866(5) 0.6448(4) -0.0005(2) 0.0249(8) Uani 1 1 d . . . . .
C16 C 0.9974(5) 0.6963(5) -0.0418(2) 0.0280(9) Uani 1 1 d . . . . .
H16 H 1.0066 0.6475 -0.0926 0.034 Uiso 1 1 calc R . . . .
C17 C 1.0935(5) 0.8243(5) -0.0035(2) 0.0259(8) Uani 1 1 d . . . . .
C18 C 1.0813(4) 0.8990(4) 0.0697(2) 0.0230(8) Uani 1 1 d . . . . .
C19 C 1.1021(4) 0.9604(4) 0.3750(2) 0.0248(8) Uani 1 1 d . . . . .
H19A H 1.1486 0.9201 0.3302 0.037 Uiso 1 1 calc GR . . . .
H19B H 1.0905 0.8875 0.4090 0.037 Uiso 1 1 calc GR . . . .
H19C H 1.1694 1.0497 0.4050 0.037 Uiso 1 1 calc GR . . . .
C20 C 0.8821(5) 1.0595(5) 0.4146(2) 0.0270(9) Uani 1 1 d . . . . .
H20A H 0.9522 1.1474 0.4441 0.040 Uiso 1 1 calc GR . . . .
H20B H 0.8702 0.9866 0.4487 0.040 Uiso 1 1 calc GR . . . .
H20C H 0.7804 1.0860 0.3967 0.040 Uiso 1 1 calc GR . . . .
C21 C 0.5244(5) 0.4499(5) 0.2644(3) 0.0369(11) Uani 1 1 d . . . . .
H21A H 0.4700 0.5285 0.2875 0.044 Uiso 1 1 calc R . . . .
H21B H 0.5752 0.4058 0.3073 0.044 Uiso 1 1 calc R . . . .
C22 C 0.4113(6) 0.3332(5) 0.2042(4) 0.0565(17) Uani 1 1 d . . . . .
H22A H 0.3921 0.2412 0.2249 0.068 Uiso 1 1 calc R . . . .
H22B H 0.3109 0.3682 0.1909 0.068 Uiso 1 1 calc R . . . .
C23 C 0.4890(6) 0.3082(5) 0.1329(4) 0.0503(14) Uani 1 1 d . . . . .
H23A H 0.4843 0.2019 0.1129 0.060 Uiso 1 1 calc R . . . .
H23B H 0.4397 0.3538 0.0904 0.060 Uiso 1 1 calc R . . . .
C24 C 0.6528(5) 0.3809(5) 0.1629(3) 0.0372(11) Uani 1 1 d . . . . .
H24A H 0.7147 0.3143 0.1879 0.045 Uiso 1 1 calc R . . . .
H24B H 0.7027 0.4119 0.1199 0.045 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Eu1 I1 3.1722(17) . ?
Eu1 F1 2.541(2) . ?
Eu1 O1 2.488(3) . ?
Eu1 N1 2.400(3) . ?
Eu1 I2 3.083(3) . ?
Eu1 N2 2.598(3) . ?
Eu1 N3 2.390(3) . ?
Eu1 N4 2.595(3) . ?
Eu1 F5 2.524(2) . ?
F1 C4 1.378(4) . ?
O1 C21 1.452(5) . ?
O1 C24 1.456(5) . ?
N1 C1 1.475(5) . ?
N1 C3 1.362(5) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.495(6) . ?
F2 C5 1.349(4) . ?
N2 C2 1.482(5) . ?
N2 C9 1.483(5) . ?
N2 C10 1.489(5) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
F3 C7 1.352(4) . ?
N3 C11 1.464(5) . ?
N3 C13 1.358(5) . ?
C3 C4 1.410(5) . ?
C3 C8 1.413(5) . ?
F4 C8 1.353(4) . ?
N4 C12 1.479(5) . ?
N4 C19 1.483(5) . ?
N4 C20 1.477(5) . ?
C4 C5 1.361(6) . ?
F5 C14 1.379(4) . ?
C5 C6 1.379(6) . ?
F6 C15 1.349(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.380(6) . ?
F7 C17 1.354(4) . ?
C7 C8 1.377(6) . ?
F8 C18 1.358(4) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.508(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.413(5) . ?
C13 C18 1.415(5) . ?
C14 C15 1.360(6) . ?
C15 C16 1.383(6) . ?
C16 H16 0.9500 . ?
C16 C17 1.381(6) . ?
C17 C18 1.380(6) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.526(7) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.510(8) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.493(6) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?

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
F1 Eu1 I1 70.73(5) . . ?
F1 Eu1 I2 71.85(7) . . ?
F1 Eu1 N2 131.63(9) . . ?
F1 Eu1 N4 79.86(9) . . ?
O1 Eu1 I1 78.93(7) . . ?
O1 Eu1 F1 78.71(9) . . ?
O1 Eu1 I2 80.36(9) . . ?
O1 Eu1 N2 85.08(10) . . ?
O1 Eu1 N4 157.70(10) . . ?
O1 Eu1 F5 68.95(8) . . ?
N1 Eu1 I1 134.18(8) . . ?
N1 Eu1 F1 64.36(9) . . ?
N1 Eu1 O1 83.85(10) . . ?
N1 Eu1 I2 135.52(9) . . ?
N1 Eu1 N2 68.82(11) . . ?
N1 Eu1 N4 81.41(10) . . ?
N1 Eu1 F5 132.07(9) . . ?
N2 Eu1 I1 149.15(8) . . ?
N2 Eu1 I2 149.02(9) . . ?
N3 Eu1 I1 86.65(8) . . ?
N3 Eu1 F1 136.69(9) . . ?
N3 Eu1 O1 133.71(10) . . ?
N3 Eu1 N1 133.28(11) . . ?
N3 Eu1 I2 84.98(9) . . ?
N3 Eu1 N2 85.60(10) . . ?
N3 Eu1 N4 67.84(10) . . ?
N3 Eu1 F5 65.23(9) . . ?
N4 Eu1 I1 99.68(7) . . ?
N4 Eu1 I2 98.70(9) . . ?
N4 Eu1 N2 104.88(10) . . ?
F5 Eu1 I1 79.49(6) . . ?
F5 Eu1 F1 139.50(8) . . ?
F5 Eu1 I2 79.11(7) . . ?
F5 Eu1 N2 70.15(9) . . ?
F5 Eu1 N4 133.04(9) . . ?
C4 F1 Eu1 119.0(2) . . ?
C21 O1 Eu1 125.0(3) . . ?
C21 O1 C24 104.0(3) . . ?
C24 O1 Eu1 130.2(2) . . ?
C1 N1 Eu1 119.6(2) . . ?
C3 N1 Eu1 123.4(2) . . ?
C3 N1 C1 116.9(3) . . ?
N1 C1 H1A 109.8 . . ?
N1 C1 H1B 109.8 . . ?
N1 C1 C2 109.2(3) . . ?
H1A C1 H1B 108.3 . . ?
C2 C1 H1A 109.8 . . ?
C2 C1 H1B 109.8 . . ?
C2 N2 Eu1 101.9(2) . . ?
C2 N2 C9 110.2(3) . . ?
C2 N2 C10 108.7(3) . . ?
C9 N2 Eu1 113.3(2) . . ?
C9 N2 C10 107.4(3) . . ?
C10 N2 Eu1 115.2(2) . . ?
C1 C2 H2A 108.7 . . ?
C1 C2 H2B 108.7 . . ?
N2 C2 C1 114.2(3) . . ?
N2 C2 H2A 108.7 . . ?
N2 C2 H2B 108.7 . . ?
H2A C2 H2B 107.6 . . ?
C11 N3 Eu1 122.0(2) . . ?
C13 N3 Eu1 120.2(2) . . ?
C13 N3 C11 117.0(3) . . ?
N1 C3 C4 117.9(3) . . ?
N1 C3 C8 131.0(3) . . ?
C4 C3 C8 111.1(4) . . ?
C12 N4 Eu1 106.2(2) . . ?
C12 N4 C19 110.6(3) . . ?
C19 N4 Eu1 105.9(2) . . ?
C20 N4 Eu1 117.8(2) . . ?
C20 N4 C12 108.2(3) . . ?
C20 N4 C19 108.0(3) . . ?
F1 C4 C3 115.2(3) . . ?
C5 C4 F1 118.7(3) . . ?
C5 C4 C3 126.2(4) . . ?
C14 F5 Eu1 116.1(2) . . ?
F2 C5 C4 119.2(4) . . ?
F2 C5 C6 119.5(4) . . ?
C4 C5 C6 121.4(4) . . ?
C5 C6 H6 122.6 . . ?
C5 C6 C7 114.7(4) . . ?
C7 C6 H6 122.6 . . ?
F3 C7 C6 118.5(4) . . ?
F3 C7 C8 117.4(4) . . ?
C8 C7 C6 124.1(4) . . ?
F4 C8 C3 121.1(4) . . ?
F4 C8 C7 116.4(3) . . ?
C7 C8 C3 122.5(4) . . ?
N2 C9 H9A 109.5 . . ?
N2 C9 H9B 109.5 . . ?
N2 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N2 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
N2 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N3 C11 H11A 109.9 . . ?
N3 C11 H11B 109.9 . . ?
N3 C11 C12 109.1(3) . . ?
H11A C11 H11B 108.3 . . ?
C12 C11 H11A 109.9 . . ?
C12 C11 H11B 109.9 . . ?
N4 C12 C11 112.3(3) . . ?
N4 C12 H12A 109.1 . . ?
N4 C12 H12B 109.1 . . ?
C11 C12 H12A 109.1 . . ?
C11 C12 H12B 109.1 . . ?
H12A C12 H12B 107.9 . . ?
N3 C13 C14 118.2(3) . . ?
N3 C13 C18 130.7(3) . . ?
C14 C13 C18 111.1(3) . . ?
F5 C14 C13 115.6(3) . . ?
C15 C14 F5 118.4(3) . . ?
C15 C14 C13 126.1(3) . . ?
F6 C15 C14 118.3(4) . . ?
F6 C15 C16 120.2(4) . . ?
C14 C15 C16 121.5(4) . . ?
C15 C16 H16 122.6 . . ?
C17 C16 C15 114.7(4) . . ?
C17 C16 H16 122.6 . . ?
F7 C17 C16 118.7(4) . . ?
F7 C17 C18 117.4(4) . . ?
C18 C17 C16 124.0(4) . . ?
F8 C18 C13 120.8(3) . . ?
F8 C18 C17 116.5(3) . . ?
C17 C18 C13 122.6(3) . . ?
N4 C19 H19A 109.5 . . ?
N4 C19 H19B 109.5 . . ?
N4 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N4 C20 H20A 109.5 . . ?
N4 C20 H20B 109.5 . . ?
N4 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O1 C21 H21A 110.8 . . ?
O1 C21 H21B 110.8 . . ?
O1 C21 C22 104.8(4) . . ?
H21A C21 H21B 108.9 . . ?
C22 C21 H21A 110.8 . . ?
C22 C21 H21B 110.8 . . ?
C21 C22 H22A 110.7 . . ?
C21 C22 H22B 110.7 . . ?
H22A C22 H22B 108.8 . . ?
C23 C22 C21 105.4(4) . . ?
C23 C22 H22A 110.7 . . ?
C23 C22 H22B 110.7 . . ?
C22 C23 H23A 111.0 . . ?
C22 C23 H23B 111.0 . . ?
H23A C23 H23B 109.0 . . ?
C24 C23 C22 103.6(4) . . ?
C24 C23 H23A 111.0 . . ?
C24 C23 H23B 111.0 . . ?
O1 C24 C23 103.7(4) . . ?
O1 C24 H24A 111.0 . . ?
O1 C24 H24B 111.0 . . ?
C23 C24 H24A 111.0 . . ?
C23 C24 H24B 111.0 . . ?
H24A C24 H24B 109.0 . . ?

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
Eu1 F1 C4 C3 -3.7(4) . . . . ?
Eu1 F1 C4 C5 175.7(3) . . . . ?
Eu1 O1 C21 C22 154.1(3) . . . . ?
Eu1 O1 C24 C23 -145.4(3) . . . . ?
Eu1 N1 C1 C2 -12.1(4) . . . . ?
Eu1 N1 C3 C4 2.4(5) . . . . ?
Eu1 N1 C3 C8 -177.5(3) . . . . ?
Eu1 N2 C2 C1 -56.8(3) . . . . ?
Eu1 N3 C11 C12 -18.9(4) . . . . ?
Eu1 N3 C13 C14 17.8(4) . . . . ?
Eu1 N3 C13 C18 -161.7(3) . . . . ?
Eu1 N4 C12 C11 -51.8(3) . . . . ?
Eu1 F5 C14 C13 -15.9(4) . . . . ?
Eu1 F5 C14 C15 164.5(3) . . . . ?
F1 C4 C5 F2 0.1(6) . . . . ?
F1 C4 C5 C6 179.3(4) . . . . ?
O1 C21 C22 C23 12.6(5) . . . . ?
N1 C1 C2 N2 49.3(4) . . . . ?
N1 C3 C4 F1 1.0(5) . . . . ?
N1 C3 C4 C5 -178.3(4) . . . . ?
N1 C3 C8 F4 -0.9(7) . . . . ?
N1 C3 C8 C7 178.7(4) . . . . ?
C1 N1 C3 C4 179.4(3) . . . . ?
C1 N1 C3 C8 -0.5(6) . . . . ?
F2 C5 C6 C7 179.7(4) . . . . ?
F3 C7 C8 C3 -179.6(4) . . . . ?
F3 C7 C8 F4 0.0(6) . . . . ?
N3 C11 C12 N4 48.3(4) . . . . ?
N3 C13 C14 F5 -0.2(5) . . . . ?
N3 C13 C14 C15 179.4(4) . . . . ?
N3 C13 C18 F8 2.1(6) . . . . ?
N3 C13 C18 C17 179.7(4) . . . . ?
C3 N1 C1 C2 170.8(3) . . . . ?
C3 C4 C5 F2 179.4(4) . . . . ?
C3 C4 C5 C6 -1.3(7) . . . . ?
C4 C3 C8 F4 179.2(4) . . . . ?
C4 C3 C8 C7 -1.3(6) . . . . ?
C4 C5 C6 C7 0.5(6) . . . . ?
F5 C14 C15 F6 0.6(5) . . . . ?
F5 C14 C15 C16 -179.6(3) . . . . ?
C5 C6 C7 F3 -179.9(4) . . . . ?
C5 C6 C7 C8 -0.2(6) . . . . ?
F6 C15 C16 C17 -180.0(3) . . . . ?
C6 C7 C8 C3 0.7(7) . . . . ?
C6 C7 C8 F4 -179.7(4) . . . . ?
F7 C17 C18 F8 -0.8(5) . . . . ?
F7 C17 C18 C13 -178.4(3) . . . . ?
C8 C3 C4 F1 -179.0(3) . . . . ?
C8 C3 C4 C5 1.6(6) . . . . ?
C9 N2 C2 C1 63.8(4) . . . . ?
C10 N2 C2 C1 -178.9(3) . . . . ?
C11 N3 C13 C14 -172.5(3) . . . . ?
C11 N3 C13 C18 8.0(6) . . . . ?
C13 N3 C11 C12 171.5(3) . . . . ?
C13 C14 C15 F6 -179.0(3) . . . . ?
C13 C14 C15 C16 0.8(6) . . . . ?
C14 C13 C18 F8 -177.5(3) . . . . ?
C14 C13 C18 C17 0.1(5) . . . . ?
C14 C15 C16 C17 0.2(6) . . . . ?
C15 C16 C17 F7 178.3(3) . . . . ?
C15 C16 C17 C18 -1.1(6) . . . . ?
C16 C17 C18 F8 178.6(4) . . . . ?
C16 C17 C18 C13 1.0(6) . . . . ?
C18 C13 C14 F5 179.5(3) . . . . ?
C18 C13 C14 C15 -1.0(6) . . . . ?
C19 N4 C12 C11 62.7(4) . . . . ?
C20 N4 C12 C11 -179.2(3) . . . . ?
C21 O1 C24 C23 44.1(5) . . . . ?
C21 C22 C23 C24 13.6(6) . . . . ?
C22 C23 C24 O1 -35.1(5) . . . . ?
C24 O1 C21 C22 -34.8(4) . . . . ?
####################################################################### 
# 
# 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_added_by_encifer
_database_code_depnum_ccdc_archive 'CCDC 1433695'
_audit_update_record             
;
2015-10-28 deposited with the CCDC.
2015-12-04 downloaded from the CCDC.
;
_audit_creation_date             2015-09-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C30 H33 Eu F12 N6'
_chemical_formula_sum            'C30 H33 Eu F12 N6'
_chemical_formula_weight         857.58
_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'
N N 0.0061 0.0033 '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'
Eu Eu -0.1578 3.6682 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.7220(4)
_cell_length_b                   9.7602(4)
_cell_length_c                   17.8081(6)
_cell_angle_alpha                90.112(2)
_cell_angle_beta                 104.966(2)
_cell_angle_gamma                98.250(2)
_cell_volume                     1614.23(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6773
_cell_measurement_temperature    123(1)
_cell_measurement_theta_max      0.00
_cell_measurement_theta_min      0.00
_shelx_estimated_absorpt_T_max   0.854
_shelx_estimated_absorpt_T_min   0.629
_exptl_absorpt_coefficient_mu    2.044
_exptl_absorpt_correction_T_max  0.8535
_exptl_absorpt_correction_T_min  0.6289
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.764
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'rhombus prism'
_exptl_crystal_F_000             852
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.08
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0564
_diffrn_reflns_av_unetI/netI     0.0729
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            14823
_diffrn_reflns_point_group_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         3.109
_diffrn_ambient_temperature      123.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'Bruker X8 Apex II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4661
_reflns_number_total             5537
_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     >2sigma(I)
_computing_cell_refinement       'Bruker Apex2 v2.0 (Bruker AXS, 2005)'
_computing_data_collection       'Bruker Apex2 v2.0 (Bruker AXS, 2005)'
_computing_data_reduction        'Bruker Apex2 v2.0 (Bruker AXS, 2005)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_refine_diff_density_max         1.794
_refine_diff_density_min         -0.855
_refine_diff_density_rms         0.135
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     442
_refine_ls_number_reflns         5537
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0554
_refine_ls_R_factor_gt           0.0416
_refine_ls_restrained_S_all      1.029
_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)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0895
_refine_ls_wR_factor_ref         0.0961
_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, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C21) = Uanis(C22)
3.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C17(H17A,H17B), C18(H18A,H18B), C27(H27A,H27B),
 C28(H28A,H28B)
3.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C14(H14), C24(H24)
3.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C19(H19A,H19B,H19C), C20(H20A,H20B,
 H20C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C)
;
_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_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 0.67474(3) 0.74622(3) 0.73272(2) 0.01554(10) Uani 1 1 d . . . . .
F1 F 0.4927(3) 0.6460(3) 0.80631(16) 0.0268(7) Uani 1 1 d . . . . .
N1 N 0.7442(5) 0.7994(5) 0.8688(2) 0.0207(10) Uani 1 1 d . . . . .
C1 C 0.6544(6) 0.7690(6) 0.9153(3) 0.0216(12) Uani 1 1 d . . . . .
F2 F 0.3003(4) 0.5592(4) 0.8844(2) 0.0451(10) Uani 1 1 d . . . . .
N2 N 0.9581(5) 0.8165(5) 0.7819(3) 0.0254(11) Uani 1 1 d . . . . .
C2 C 0.5224(6) 0.6855(6) 0.8837(3) 0.0240(13) Uani 1 1 d . . . . .
F3 F 0.5963(5) 0.8118(5) 1.1072(2) 0.0654(13) Uani 1 1 d . . . . .
N3 N 0.6842(4) 0.9053(4) 0.6274(2) 0.0155(9) Uani 1 1 d . . . . .
C3 C 0.4214(7) 0.6410(7) 0.9223(3) 0.0336(15) Uani 1 1 d . . . . .
F4 F 0.7824(4) 0.9061(4) 1.03108(18) 0.0427(10) Uani 1 1 d . . . . .
N4 N 0.5440(5) 0.9679(5) 0.7442(2) 0.0198(10) Uani 1 1 d . . . . .
C4 C 0.4420(8) 0.6800(8) 0.9995(4) 0.0452(18) Uani 1 1 d . . . . .
H4 H 0.3740 0.6494 1.0281 0.054 Uiso 1 1 calc R . . . .
F5 F 0.7857(3) 0.6703(3) 0.62472(16) 0.0230(7) Uani 1 1 d . . . . .
N5 N 0.6819(5) 0.5038(4) 0.7292(2) 0.0192(10) Uani 1 1 d . . . . .
C5 C 0.5674(8) 0.7655(8) 1.0315(3) 0.0421(18) Uani 1 1 d . . . . .
F6 F 0.9182(3) 0.5985(3) 0.52030(18) 0.0296(8) Uani 1 1 d . . . . .
N6 N 0.4288(5) 0.6117(5) 0.6349(2) 0.0199(10) Uani 1 1 d . . . . .
C6 C 0.6683(7) 0.8124(6) 0.9930(3) 0.0300(15) Uani 1 1 d . . . . .
F7 F 0.8608(3) 1.0225(4) 0.40119(17) 0.0303(8) Uani 1 1 d . . . . .
C7 C 0.8939(6) 0.8595(6) 0.9060(3) 0.0284(14) Uani 1 1 d . . . . .
H7A H 0.9180 0.8401 0.9621 0.034 Uiso 1 1 calc R . . . .
H7B H 0.9064 0.9612 0.9009 0.034 Uiso 1 1 calc R . . . .
F8 F 0.7480(4) 1.1035(3) 0.50802(18) 0.0318(8) Uani 1 1 d . . . . .
C8 C 0.9938(6) 0.7959(6) 0.8665(3) 0.0295(14) Uani 1 1 d . . . . .
H8A H 1.0946 0.8385 0.8903 0.035 Uiso 1 1 calc R . . . .
H8B H 0.9862 0.6954 0.8756 0.035 Uiso 1 1 calc R . . . .
F9 F 0.7573(4) 0.4846(3) 0.88778(17) 0.0344(9) Uani 1 1 d . . . . .
C9 C 1.0477(6) 0.7341(6) 0.7498(4) 0.0337(15) Uani 1 1 d . . . . .
H9A H 1.0369 0.7535 0.6948 0.051 Uiso 1 1 calc GR . . . .
H9B H 1.0167 0.6352 0.7548 0.051 Uiso 1 1 calc GR . . . .
H9C H 1.1489 0.7589 0.7786 0.051 Uiso 1 1 calc GR . . . .
F10 F 0.9786(5) 0.3650(4) 0.96238(19) 0.0593(13) Uani 1 1 d . . . . .
C10 C 0.9982(7) 0.9614(6) 0.7667(4) 0.0360(16) Uani 1 1 d . . . . .
H10A H 0.9378 1.0181 0.7857 0.054 Uiso 1 1 calc GR . . . .
H10B H 0.9841 0.9718 0.7106 0.054 Uiso 1 1 calc GR . . . .
H10C H 1.0996 0.9917 0.7936 0.054 Uiso 1 1 calc GR . . . .
F11 F 1.0806(4) 0.2657(4) 0.7261(2) 0.0487(10) Uani 1 1 d . . . . .
C11 C 0.7522(5) 0.8858(5) 0.5711(3) 0.0182(12) Uani 1 1 d . . . . .
F12 F 0.8601(4) 0.3821(4) 0.64949(18) 0.0351(9) Uani 1 1 d . . . . .
C12 C 0.8055(6) 0.7606(6) 0.5679(3) 0.0183(12) Uani 1 1 d . . . . .
C13 C 0.8729(6) 0.7223(6) 0.5156(3) 0.0218(13) Uani 1 1 d . . . . .
C14 C 0.8919(6) 0.8072(6) 0.4558(3) 0.0241(13) Uani 1 1 d . . . . .
H14 H 0.9349 0.7808 0.4168 0.029 Uiso 1 1 calc R . . . .
C15 C 0.8438(6) 0.9325(6) 0.4570(3) 0.0224(13) Uani 1 1 d . . . . .
C16 C 0.7795(6) 0.9727(6) 0.5120(3) 0.0196(12) Uani 1 1 d . . . . .
C17 C 0.6141(6) 1.0295(6) 0.6221(3) 0.0226(13) Uani 1 1 d . . . . .
H17A H 0.5738 1.0483 0.5668 0.027 Uiso 1 1 calc R . . . .
H17B H 0.6859 1.1103 0.6463 0.027 Uiso 1 1 calc R . . . .
C18 C 0.4959(6) 1.0093(6) 0.6627(3) 0.0213(12) Uani 1 1 d . . . . .
H18A H 0.4552 1.0967 0.6622 0.026 Uiso 1 1 calc R . . . .
H18B H 0.4182 0.9372 0.6334 0.026 Uiso 1 1 calc R . . . .
C19 C 0.6447(6) 1.0811(6) 0.7922(3) 0.0271(14) Uani 1 1 d . . . . .
H19A H 0.5969 1.1631 0.7912 0.041 Uiso 1 1 calc GR . . . .
H19B H 0.7291 1.1034 0.7716 0.041 Uiso 1 1 calc GR . . . .
H19C H 0.6753 1.0521 0.8459 0.041 Uiso 1 1 calc GR . . . .
C20 C 0.4170(6) 0.9449(6) 0.7750(3) 0.0267(14) Uani 1 1 d . . . . .
H20A H 0.4465 0.9247 0.8303 0.040 Uiso 1 1 calc GR . . . .
H20B H 0.3493 0.8665 0.7464 0.040 Uiso 1 1 calc GR . . . .
H20C H 0.3703 1.0283 0.7690 0.040 Uiso 1 1 calc GR . . . .
C21 C 0.7970(6) 0.4413(5) 0.7646(3) 0.0224(9) Uani 1 1 d . . . . .
C22 C 0.8383(6) 0.4320(5) 0.8462(3) 0.0224(9) Uani 1 1 d . . . . .
C23 C 0.9526(7) 0.3728(6) 0.8847(3) 0.0342(16) Uani 1 1 d . . . . .
C24 C 1.0362(7) 0.3127(6) 0.8464(4) 0.0369(16) Uani 1 1 d . . . . .
H24 H 1.1151 0.2691 0.8732 0.044 Uiso 1 1 calc R . . . .
C25 C 0.9987(7) 0.3196(6) 0.7670(4) 0.0333(15) Uani 1 1 d . . . . .
C26 C 0.8842(6) 0.3782(6) 0.7273(3) 0.0227(13) Uani 1 1 d . . . . .
C27 C 0.5877(6) 0.4303(6) 0.6588(3) 0.0241(13) Uani 1 1 d . . . . .
H27A H 0.5879 0.3292 0.6632 0.029 Uiso 1 1 calc R . . . .
H27B H 0.6226 0.4598 0.6130 0.029 Uiso 1 1 calc R . . . .
C28 C 0.4388(6) 0.4625(6) 0.6490(3) 0.0250(13) Uani 1 1 d . . . . .
H28A H 0.3727 0.4056 0.6046 0.030 Uiso 1 1 calc R . . . .
H28B H 0.4071 0.4371 0.6963 0.030 Uiso 1 1 calc R . . . .
C29 C 0.4328(6) 0.6401(6) 0.5536(3) 0.0236(13) Uani 1 1 d . . . . .
H29A H 0.5225 0.6169 0.5450 0.035 Uiso 1 1 calc GR . . . .
H29B H 0.4279 0.7385 0.5444 0.035 Uiso 1 1 calc GR . . . .
H29C H 0.3505 0.5838 0.5176 0.035 Uiso 1 1 calc GR . . . .
C30 C 0.2861(6) 0.6356(6) 0.6417(3) 0.0286(14) Uani 1 1 d . . . . .
H30A H 0.2111 0.5715 0.6057 0.043 Uiso 1 1 calc GR . . . .
H30B H 0.2728 0.7312 0.6289 0.043 Uiso 1 1 calc GR . . . .
H30C H 0.2795 0.6198 0.6951 0.043 Uiso 1 1 calc 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 F1 2.552(3) . ?
Eu1 N1 2.377(4) . ?
Eu1 N2 2.653(5) . ?
Eu1 N3 2.448(4) . ?
Eu1 N4 2.695(4) . ?
Eu1 F5 2.590(3) . ?
Eu1 N5 2.379(4) . ?
Eu1 N6 2.723(4) . ?
F1 C2 1.375(5) . ?
N1 C1 1.354(7) . ?
N1 C7 1.469(7) . ?
C1 C2 1.398(8) . ?
C1 C6 1.413(7) . ?
F2 C3 1.341(7) . ?
N2 C8 1.478(7) . ?
N2 C9 1.479(7) . ?
N2 C10 1.456(8) . ?
C2 C3 1.362(8) . ?
F3 C5 1.365(6) . ?
N3 C11 1.364(6) . ?
N3 C17 1.465(6) . ?
C3 C4 1.382(8) . ?
F4 C6 1.358(7) . ?
N4 C18 1.482(6) . ?
N4 C19 1.471(7) . ?
N4 C20 1.465(7) . ?
C4 H4 0.9500 . ?
C4 C5 1.362(10) . ?
F5 C12 1.376(6) . ?
N5 C21 1.362(7) . ?
N5 C27 1.462(6) . ?
C5 C6 1.365(9) . ?
F6 C13 1.339(6) . ?
N6 C28 1.490(7) . ?
N6 C29 1.484(7) . ?
N6 C30 1.475(7) . ?
F7 C15 1.355(6) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.532(8) . ?
F8 C16 1.353(6) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
F9 C22 1.359(6) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
F10 C23 1.345(6) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
F11 C25 1.364(7) . ?
C11 C12 1.400(7) . ?
C11 C16 1.407(7) . ?
F12 C26 1.346(6) . ?
C12 C13 1.350(7) . ?
C13 C14 1.385(8) . ?
C14 H14 0.9500 . ?
C14 C15 1.373(8) . ?
C15 C16 1.374(7) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.499(8) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.410(7) . ?
C21 C26 1.407(7) . ?
C22 C23 1.353(8) . ?
C23 C24 1.376(9) . ?
C24 H24 0.9500 . ?
C24 C25 1.369(9) . ?
C25 C26 1.358(8) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.492(7) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?

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
F1 Eu1 N2 130.22(12) . . ?
F1 Eu1 N4 79.18(12) . . ?
F1 Eu1 F5 138.99(10) . . ?
F1 Eu1 N6 68.22(11) . . ?
N1 Eu1 F1 64.79(13) . . ?
N1 Eu1 N2 69.73(15) . . ?
N1 Eu1 N3 127.86(15) . . ?
N1 Eu1 N4 77.42(14) . . ?
N1 Eu1 F5 139.22(13) . . ?
N1 Eu1 N5 101.55(14) . . ?
N1 Eu1 N6 132.87(15) . . ?
N2 Eu1 N4 109.88(14) . . ?
N2 Eu1 N6 153.68(13) . . ?
N3 Eu1 F1 137.77(12) . . ?
N3 Eu1 N2 86.76(14) . . ?
N3 Eu1 N4 67.73(13) . . ?
N3 Eu1 F5 62.83(11) . . ?
N3 Eu1 N6 86.20(14) . . ?
N4 Eu1 N6 90.73(13) . . ?
F5 Eu1 N2 72.24(12) . . ?
F5 Eu1 N4 130.35(11) . . ?
F5 Eu1 N6 82.00(11) . . ?
N5 Eu1 F1 75.98(13) . . ?
N5 Eu1 N2 94.77(14) . . ?
N5 Eu1 N3 127.01(13) . . ?
N5 Eu1 N4 152.75(15) . . ?
N5 Eu1 F5 67.39(12) . . ?
N5 Eu1 N6 69.80(14) . . ?
C2 F1 Eu1 116.9(3) . . ?
C1 N1 Eu1 123.1(3) . . ?
C1 N1 C7 117.7(4) . . ?
C7 N1 Eu1 119.1(3) . . ?
N1 C1 C2 117.9(4) . . ?
N1 C1 C6 130.5(5) . . ?
C2 C1 C6 111.5(5) . . ?
C8 N2 Eu1 105.2(3) . . ?
C8 N2 C9 106.4(4) . . ?
C9 N2 Eu1 117.2(3) . . ?
C10 N2 Eu1 109.9(3) . . ?
C10 N2 C8 110.3(5) . . ?
C10 N2 C9 107.7(5) . . ?
F1 C2 C1 116.4(5) . . ?
C3 C2 F1 117.7(5) . . ?
C3 C2 C1 125.9(5) . . ?
C11 N3 Eu1 123.6(3) . . ?
C11 N3 C17 116.1(4) . . ?
C17 N3 Eu1 120.3(3) . . ?
F2 C3 C2 119.1(5) . . ?
F2 C3 C4 120.0(6) . . ?
C2 C3 C4 120.9(6) . . ?
C18 N4 Eu1 103.7(3) . . ?
C19 N4 Eu1 111.3(3) . . ?
C19 N4 C18 110.5(4) . . ?
C20 N4 Eu1 116.8(3) . . ?
C20 N4 C18 107.5(4) . . ?
C20 N4 C19 106.9(4) . . ?
C3 C4 H4 122.6 . . ?
C5 C4 C3 114.8(6) . . ?
C5 C4 H4 122.6 . . ?
C12 F5 Eu1 119.7(3) . . ?
C21 N5 Eu1 125.4(3) . . ?
C21 N5 C27 114.7(4) . . ?
C27 N5 Eu1 113.9(3) . . ?
F3 C5 C6 116.0(6) . . ?
C4 C5 F3 119.2(6) . . ?
C4 C5 C6 124.8(6) . . ?
C28 N6 Eu1 103.7(3) . . ?
C29 N6 Eu1 108.6(3) . . ?
C29 N6 C28 109.2(4) . . ?
C30 N6 Eu1 121.1(3) . . ?
C30 N6 C28 107.2(4) . . ?
C30 N6 C29 106.7(4) . . ?
F4 C6 C1 120.3(5) . . ?
F4 C6 C5 117.8(5) . . ?
C5 C6 C1 121.9(6) . . ?
N1 C7 H7A 109.9 . . ?
N1 C7 H7B 109.9 . . ?
N1 C7 C8 109.0(4) . . ?
H7A C7 H7B 108.3 . . ?
C8 C7 H7A 109.9 . . ?
C8 C7 H7B 109.9 . . ?
N2 C8 C7 112.1(4) . . ?
N2 C8 H8A 109.2 . . ?
N2 C8 H8B 109.2 . . ?
C7 C8 H8A 109.2 . . ?
C7 C8 H8B 109.2 . . ?
H8A C8 H8B 107.9 . . ?
N2 C9 H9A 109.5 . . ?
N2 C9 H9B 109.5 . . ?
N2 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N2 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
N2 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N3 C11 C12 118.2(5) . . ?
N3 C11 C16 130.5(5) . . ?
C12 C11 C16 111.3(5) . . ?
F5 C12 C11 115.1(4) . . ?
C13 C12 F5 118.4(5) . . ?
C13 C12 C11 126.5(5) . . ?
F6 C13 C12 119.5(5) . . ?
F6 C13 C14 119.6(5) . . ?
C12 C13 C14 120.9(5) . . ?
C13 C14 H14 122.6 . . ?
C15 C14 C13 114.9(5) . . ?
C15 C14 H14 122.6 . . ?
F7 C15 C14 118.4(5) . . ?
F7 C15 C16 117.8(5) . . ?
C14 C15 C16 123.8(5) . . ?
F8 C16 C11 121.3(5) . . ?
F8 C16 C15 116.1(5) . . ?
C15 C16 C11 122.5(5) . . ?
N3 C17 H17A 109.6 . . ?
N3 C17 H17B 109.6 . . ?
N3 C17 C18 110.1(5) . . ?
H17A C17 H17B 108.2 . . ?
C18 C17 H17A 109.6 . . ?
C18 C17 H17B 109.6 . . ?
N4 C18 C17 113.4(4) . . ?
N4 C18 H18A 108.9 . . ?
N4 C18 H18B 108.9 . . ?
C17 C18 H18A 108.9 . . ?
C17 C18 H18B 108.9 . . ?
H18A C18 H18B 107.7 . . ?
N4 C19 H19A 109.5 . . ?
N4 C19 H19B 109.5 . . ?
N4 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N4 C20 H20A 109.5 . . ?
N4 C20 H20B 109.5 . . ?
N4 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N5 C21 C22 120.9(5) . . ?
N5 C21 C26 126.2(5) . . ?
C26 C21 C22 112.9(5) . . ?
F9 C22 C21 117.7(5) . . ?
C23 C22 F9 118.7(5) . . ?
C23 C22 C21 123.6(5) . . ?
F10 C23 C22 118.5(6) . . ?
F10 C23 C24 119.4(5) . . ?
C22 C23 C24 122.0(5) . . ?
C23 C24 H24 122.1 . . ?
C25 C24 C23 115.8(5) . . ?
C25 C24 H24 122.1 . . ?
F11 C25 C24 118.4(5) . . ?
C26 C25 F11 118.5(5) . . ?
C26 C25 C24 123.1(6) . . ?
F12 C26 C21 119.6(5) . . ?
F12 C26 C25 117.7(5) . . ?
C25 C26 C21 122.6(5) . . ?
N5 C27 H27A 109.9 . . ?
N5 C27 H27B 109.9 . . ?
N5 C27 C28 108.8(4) . . ?
H27A C27 H27B 108.3 . . ?
C28 C27 H27A 109.9 . . ?
C28 C27 H27B 109.9 . . ?
N6 C28 C27 112.5(5) . . ?
N6 C28 H28A 109.1 . . ?
N6 C28 H28B 109.1 . . ?
C27 C28 H28A 109.1 . . ?
C27 C28 H28B 109.1 . . ?
H28A C28 H28B 107.8 . . ?
N6 C29 H29A 109.5 . . ?
N6 C29 H29B 109.5 . . ?
N6 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N6 C30 H30A 109.5 . . ?
N6 C30 H30B 109.5 . . ?
N6 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

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
Eu1 F1 C2 C1 -4.3(6) . . . . ?
Eu1 F1 C2 C3 175.3(4) . . . . ?
Eu1 N1 C1 C2 9.3(7) . . . . ?
Eu1 N1 C1 C6 -168.0(5) . . . . ?
Eu1 N1 C7 C8 -35.8(6) . . . . ?
Eu1 N2 C8 C7 -47.2(5) . . . . ?
Eu1 N3 C11 C12 7.6(7) . . . . ?
Eu1 N3 C11 C16 -172.9(4) . . . . ?
Eu1 N3 C17 C18 -24.0(5) . . . . ?
Eu1 N4 C18 C17 -52.8(5) . . . . ?
Eu1 F5 C12 C11 -4.5(6) . . . . ?
Eu1 F5 C12 C13 175.3(4) . . . . ?
Eu1 N5 C21 C22 71.9(7) . . . . ?
Eu1 N5 C21 C26 -109.4(6) . . . . ?
Eu1 N5 C27 C28 -53.8(5) . . . . ?
Eu1 N6 C28 C27 -39.9(5) . . . . ?
F1 C2 C3 F2 1.5(8) . . . . ?
F1 C2 C3 C4 -178.1(5) . . . . ?
N1 C1 C2 F1 -2.6(7) . . . . ?
N1 C1 C2 C3 177.8(6) . . . . ?
N1 C1 C6 F4 4.4(9) . . . . ?
N1 C1 C6 C5 -177.3(6) . . . . ?
N1 C7 C8 N2 57.0(7) . . . . ?
C1 N1 C7 C8 140.1(5) . . . . ?
C1 C2 C3 F2 -178.9(5) . . . . ?
C1 C2 C3 C4 1.5(10) . . . . ?
F2 C3 C4 C5 -178.6(6) . . . . ?
C2 C1 C6 F4 -173.0(5) . . . . ?
C2 C1 C6 C5 5.3(8) . . . . ?
C2 C3 C4 C5 0.9(10) . . . . ?
F3 C5 C6 C1 177.8(5) . . . . ?
F3 C5 C6 F4 -3.9(9) . . . . ?
N3 C11 C12 F5 -1.6(7) . . . . ?
N3 C11 C12 C13 178.6(5) . . . . ?
N3 C11 C16 F8 6.0(9) . . . . ?
N3 C11 C16 C15 -176.4(5) . . . . ?
N3 C17 C18 N4 54.0(6) . . . . ?
C3 C4 C5 F3 178.8(6) . . . . ?
C3 C4 C5 C6 0.1(11) . . . . ?
C4 C5 C6 C1 -3.6(11) . . . . ?
C4 C5 C6 F4 174.8(6) . . . . ?
F5 C12 C13 F6 0.1(8) . . . . ?
F5 C12 C13 C14 178.0(5) . . . . ?
N5 C21 C22 F9 1.5(8) . . . . ?
N5 C21 C22 C23 -179.1(6) . . . . ?
N5 C21 C26 F12 3.0(9) . . . . ?
N5 C21 C26 C25 179.0(6) . . . . ?
N5 C27 C28 N6 64.6(6) . . . . ?
F6 C13 C14 C15 -179.0(5) . . . . ?
C6 C1 C2 F1 175.1(5) . . . . ?
C6 C1 C2 C3 -4.5(8) . . . . ?
F7 C15 C16 F8 -4.4(7) . . . . ?
F7 C15 C16 C11 177.9(5) . . . . ?
C7 N1 C1 C2 -166.5(5) . . . . ?
C7 N1 C1 C6 16.2(9) . . . . ?
F9 C22 C23 F10 1.9(9) . . . . ?
F9 C22 C23 C24 177.5(6) . . . . ?
C9 N2 C8 C7 -172.2(5) . . . . ?
F10 C23 C24 C25 177.1(6) . . . . ?
C10 N2 C8 C7 71.2(6) . . . . ?
F11 C25 C26 F12 -1.4(9) . . . . ?
F11 C25 C26 C21 -177.4(5) . . . . ?
C11 N3 C17 C18 155.9(4) . . . . ?
C11 C12 C13 F6 179.9(5) . . . . ?
C11 C12 C13 C14 -2.2(9) . . . . ?
C12 C11 C16 F8 -174.5(4) . . . . ?
C12 C11 C16 C15 3.1(7) . . . . ?
C12 C13 C14 C15 3.0(8) . . . . ?
C13 C14 C15 F7 178.8(5) . . . . ?
C13 C14 C15 C16 -0.9(8) . . . . ?
C14 C15 C16 F8 175.3(5) . . . . ?
C14 C15 C16 C11 -2.4(9) . . . . ?
C16 C11 C12 F5 178.8(4) . . . . ?
C16 C11 C12 C13 -1.0(8) . . . . ?
C17 N3 C11 C12 -172.3(5) . . . . ?
C17 N3 C11 C16 7.2(8) . . . . ?
C19 N4 C18 C17 66.6(5) . . . . ?
C20 N4 C18 C17 -177.1(4) . . . . ?
C21 N5 C27 C28 151.8(5) . . . . ?
C21 C22 C23 F10 -177.4(6) . . . . ?
C21 C22 C23 C24 -1.8(10) . . . . ?
C22 C21 C26 F12 -178.2(5) . . . . ?
C22 C21 C26 C25 -2.2(9) . . . . ?
C22 C23 C24 C25 1.5(10) . . . . ?
C23 C24 C25 F11 177.9(6) . . . . ?
C23 C24 C25 C26 -1.7(10) . . . . ?
C24 C25 C26 F12 178.3(6) . . . . ?
C24 C25 C26 C21 2.2(10) . . . . ?
C26 C21 C22 F9 -177.3(5) . . . . ?
C26 C21 C22 C23 2.0(9) . . . . ?
C27 N5 C21 C22 -137.0(5) . . . . ?
C27 N5 C21 C26 41.7(8) . . . . ?
C29 N6 C28 C27 75.7(5) . . . . ?
C30 N6 C28 C27 -169.0(4) . . . . ?
####################################################################### 
# 
# 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_added_by_encifer
_database_code_depnum_ccdc_archive 'CCDC 1433696'
_audit_update_record             
;
2015-10-28 deposited with the CCDC.
2015-12-04 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            '[YbI(p-HC6F4NC2H4NEt2)2]'
_chemical_melting_point          136-140??C
_chemical_formula_moiety         'C24 H30 F8 I N4 Yb'
_chemical_formula_sum            'C24 H30 F8 I N4 Yb'
_chemical_formula_weight         826.46

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Yb Yb -0.3850 5.5486 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1
_symmetry_space_group_name_hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.3478(3)
_cell_length_b                   10.3678(3)
_cell_length_c                   14.5933(4)
_cell_angle_alpha                79.421(2)
_cell_angle_beta                 83.901(2)
_cell_angle_gamma                85.031(2)
_cell_volume                     1379.16(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(1)
_cell_measurement_reflns_used    15343
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      60.22

_exptl_crystal_description       rhombus
_exptl_crystal_colour            purple
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.990
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             794
_exptl_absorpt_coefficient_mu    4.585
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.2968
_exptl_absorpt_correction_T_max  0.6092
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      123(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker X8 Apex II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            21134
_diffrn_reflns_av_R_equivalents  0.0498
_diffrn_reflns_av_sigmaI/netI    0.0496
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.32
_diffrn_reflns_theta_max         27.50
_reflns_number_total             6310
_reflns_number_gt                5652
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART (Bruker)'
_computing_cell_refinement       'Bruker SMART (Bruker)'
_computing_data_reduction        'Bruker SAINT (Bruker)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'X-Seed (Barbour, 1999)'
_computing_publication_material  'CIFTAB (Sheldrick, 1997)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       ?
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6310
_refine_ls_number_parameters     356
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0389
_refine_ls_R_factor_gt           0.0332
_refine_ls_wR_factor_ref         0.0779
_refine_ls_wR_factor_gt          0.0752
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Yb1 Yb 0.27341(2) 0.296858(17) 0.221810(13) 0.01907(7) Uani 1 1 d . . .
I1 I 0.1315(4) 0.5288(5) 0.1126(3) 0.0390(8) Uani 0.50 1 d P A 1
F1 F 0.3566(3) 0.1072(3) 0.36400(19) 0.0307(6) Uani 1 1 d . A .
N1 N 0.4822(4) 0.1871(4) 0.1926(3) 0.0270(8) Uani 1 1 d . A .
C3 C 0.5312(5) 0.0698(4) 0.2430(3) 0.0221(9) Uani 1 1 d . . .
F2 F 0.4429(3) -0.1178(3) 0.4763(2) 0.0401(7) Uani 1 1 d . A .
N2 N 0.4774(4) 0.4429(4) 0.2288(3) 0.0309(9) Uani 1 1 d . A .
C4 C 0.4667(5) 0.0264(4) 0.3326(3) 0.0251(10) Uani 1 1 d . A .
F3 F 0.7986(3) -0.2063(3) 0.2385(3) 0.0498(9) Uani 1 1 d . A .
N3 N 0.0738(4) 0.2098(4) 0.3021(3) 0.0218(8) Uani 1 1 d . A .
C5 C 0.5106(5) -0.0868(5) 0.3898(4) 0.0318(11) Uani 1 1 d . . .
F4 F 0.7143(3) 0.0136(3) 0.1276(2) 0.0378(7) Uani 1 1 d . . .
N4 N 0.1710(4) 0.1618(4) 0.1241(3) 0.0258(8) Uani 1 1 d . A .
C6 C 0.6234(6) -0.1678(5) 0.3599(4) 0.0376(12) Uani 1 1 d . A .
H6 H 0.6543 -0.2473 0.3985 0.045 Uiso 1 1 calc R . .
F5 F 0.2250(3) 0.3686(3) 0.36810(19) 0.0303(6) Uani 1 1 d . A .
C7 C 0.6889(5) -0.1287(5) 0.2721(4) 0.0351(12) Uani 1 1 d . . .
F6 F 0.1777(4) 0.4260(3) 0.5414(2) 0.0464(8) Uani 1 1 d . A .
C8 C 0.6460(5) -0.0154(5) 0.2152(4) 0.0280(10) Uani 1 1 d . A .
F7 F -0.1806(4) 0.1245(4) 0.6127(2) 0.0561(9) Uani 1 1 d . A .
C1 C 0.5972(6) 0.2696(5) 0.1392(4) 0.0344(11) Uani 1 1 d . . .
H1A H 0.6139 0.2513 0.0746 0.041 Uiso 1 1 calc R A .
H1B H 0.6883 0.2464 0.1692 0.041 Uiso 1 1 calc R . .
F8 F -0.1436(4) 0.0729(3) 0.4394(3) 0.0509(9) Uani 1 1 d . . .
C2 C 0.5543(6) 0.4157(5) 0.1363(4) 0.0331(11) Uani 1 1 d . A .
H2B H 0.6419 0.4657 0.1215 0.040 Uiso 1 1 calc R . .
H2A H 0.4902 0.4468 0.0858 0.040 Uiso 1 1 calc R . .
C9 C 0.5643(5) 0.3864(6) 0.3090(4) 0.0367(12) Uani 1 1 d . . .
H9A H 0.5763 0.2897 0.3131 0.044 Uiso 1 1 calc R A .
H9B H 0.5090 0.4042 0.3676 0.044 Uiso 1 1 calc R . .
C10 C 0.7140(6) 0.4386(6) 0.3036(5) 0.0517(17) Uani 1 1 d . A .
H10A H 0.7688 0.4252 0.2447 0.078 Uiso 1 1 calc R . .
H10B H 0.7652 0.3914 0.3563 0.078 Uiso 1 1 calc R . .
H10C H 0.7037 0.5328 0.3064 0.078 Uiso 1 1 calc R . .
C11 C 0.4562(6) 0.5881(5) 0.2161(4) 0.0379(12) Uani 1 1 d . . .
H11A H 0.4114 0.6213 0.1570 0.045 Uiso 1 1 calc R A .
H11B H 0.5515 0.6253 0.2103 0.045 Uiso 1 1 calc R . .
C12 C 0.3616(7) 0.6360(6) 0.2967(4) 0.0469(15) Uani 1 1 d . A .
H12A H 0.2640 0.6073 0.2987 0.070 Uiso 1 1 calc R . .
H12B H 0.3577 0.7323 0.2872 0.070 Uiso 1 1 calc R . .
H12C H 0.4023 0.5994 0.3559 0.070 Uiso 1 1 calc R . .
C15 C 0.0398(5) 0.2219(5) 0.3935(3) 0.0254(10) Uani 1 1 d . . .
C16 C 0.1175(5) 0.3075(5) 0.4299(3) 0.0282(10) Uani 1 1 d . A .
C17 C 0.0953(6) 0.3382(5) 0.5193(4) 0.0368(12) Uani 1 1 d . . .
C18 C -0.0062(6) 0.2770(6) 0.5823(4) 0.0440(14) Uani 1 1 d . A .
H18 H -0.0233 0.2941 0.6444 0.053 Uiso 1 1 calc R . .
C19 C -0.0812(6) 0.1908(6) 0.5515(4) 0.0374(12) Uani 1 1 d . . .
C20 C -0.0638(5) 0.1622(5) 0.4612(4) 0.0348(11) Uani 1 1 d . A .
C13 C -0.0202(5) 0.1404(5) 0.2600(4) 0.0322(11) Uani 1 1 d . . .
H13A H -0.1221 0.1657 0.2791 0.039 Uiso 1 1 calc R A .
H13B H -0.0027 0.0444 0.2806 0.039 Uiso 1 1 calc R . .
C14 C 0.0093(5) 0.1753(5) 0.1547(4) 0.0328(11) Uani 1 1 d . A .
H14A H -0.0284 0.2669 0.1334 0.039 Uiso 1 1 calc R . .
H14B H -0.0418 0.1167 0.1249 0.039 Uiso 1 1 calc R . .
C21 C 0.2252(5) 0.0239(4) 0.1539(3) 0.0257(10) Uani 1 1 d . . .
H21A H 0.2141 0.0045 0.2231 0.031 Uiso 1 1 calc R A .
H21B H 0.3298 0.0171 0.1341 0.031 Uiso 1 1 calc R . .
C22 C 0.1566(6) -0.0831(5) 0.1185(4) 0.0420(14) Uani 1 1 d . A .
H22A H 0.0537 -0.0818 0.1402 0.063 Uiso 1 1 calc R . .
H22B H 0.2036 -0.1690 0.1427 0.063 Uiso 1 1 calc R . .
H22C H 0.1683 -0.0674 0.0500 0.063 Uiso 1 1 calc R . .
C23 C 0.1840(6) 0.2027(5) 0.0227(3) 0.0377(13) Uani 1 1 d . . .
H23A H 0.1299 0.2888 0.0064 0.045 Uiso 1 1 calc R A .
H23B H 0.1406 0.1380 -0.0062 0.045 Uiso 1 1 calc R . .
C24 C 0.3411(6) 0.2139(6) -0.0169(4) 0.0457(14) Uani 1 1 d . A .
H24A H 0.3827 0.2818 0.0086 0.069 Uiso 1 1 calc R . .
H24B H 0.3460 0.2378 -0.0853 0.069 Uiso 1 1 calc R . .
H24C H 0.3955 0.1293 0.0005 0.069 Uiso 1 1 calc R . .
I2 I 0.1499(4) 0.5306(5) 0.1064(3) 0.0410(7) Uani 0.50 1 d P A 2


_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
Yb1 N1 2.214(4) . ?
Yb1 N3 2.260(3) . ?
Yb1 F5 2.374(3) . ?
Yb1 N4 2.483(4) . ?
Yb1 N2 2.557(4) . ?
Yb1 F1 2.713(3) . ?
Yb1 I2 2.911(4) . ?
Yb1 I1 2.928(4) . ?
F1 C4 1.365(5) . ?
N1 C3 1.370(6) . ?
N1 C1 1.494(6) . ?
C3 C4 1.392(7) . ?
C3 C8 1.405(6) . ?
F2 C5 1.346(6) . ?
N2 C11 1.481(6) . ?
N2 C9 1.498(7) . ?
N2 C2 1.522(6) . ?
C4 C5 1.368(7) . ?
F3 C7 1.354(6) . ?
N3 C15 1.365(6) . ?
N3 C13 1.434(6) . ?
C5 C6 1.375(7) . ?
F4 C8 1.360(6) . ?
N4 C23 1.457(6) . ?
N4 C21 1.477(6) . ?
N4 C14 1.532(6) . ?
C6 C7 1.366(8) . ?
C6 H6 0.9500 . ?
F5 C16 1.391(5) . ?
C7 C8 1.365(7) . ?
F6 C17 1.345(6) . ?
F7 C19 1.358(6) . ?
C1 C2 1.527(7) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
F8 C20 1.339(6) . ?
C2 H2B 0.9900 . ?
C2 H2A 0.9900 . ?
C9 C10 1.533(7) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.526(8) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C15 C16 1.401(7) . ?
C15 C20 1.404(7) . ?
C16 C17 1.388(7) . ?
C17 C18 1.361(8) . ?
C18 C19 1.347(8) . ?
C18 H18 0.9500 . ?
C19 C20 1.393(8) . ?
C13 C14 1.513(7) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C21 C22 1.520(6) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.526(8) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?

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
N1 Yb1 N3 125.82(14) . . ?
N1 Yb1 F5 118.54(12) . . ?
N3 Yb1 F5 69.07(11) . . ?
N1 Yb1 N4 86.38(14) . . ?
N3 Yb1 N4 71.52(13) . . ?
F5 Yb1 N4 140.54(11) . . ?
N1 Yb1 N2 71.27(13) . . ?
N3 Yb1 N2 143.97(13) . . ?
F5 Yb1 N2 74.92(12) . . ?
N4 Yb1 N2 144.51(14) . . ?
N1 Yb1 F1 64.59(11) . . ?
N3 Yb1 F1 71.64(11) . . ?
F5 Yb1 F1 68.77(9) . . ?
N4 Yb1 F1 100.50(10) . . ?
N2 Yb1 F1 94.44(11) . . ?
N1 Yb1 I2 127.29(14) . . ?
N3 Yb1 I2 101.55(13) . . ?
F5 Yb1 I2 97.49(11) . . ?
N4 Yb1 I2 88.45(12) . . ?
N2 Yb1 I2 84.08(12) . . ?
F1 Yb1 I2 166.00(11) . . ?
N1 Yb1 I1 130.78(14) . . ?
N3 Yb1 I1 97.96(13) . . ?
F5 Yb1 I1 95.71(12) . . ?
N4 Yb1 I1 87.82(12) . . ?
N2 Yb1 I1 86.65(12) . . ?
F1 Yb1 I1 163.44(11) . . ?
I2 Yb1 I1 3.64(17) . . ?
C4 F1 Yb1 110.6(3) . . ?
C3 N1 C1 115.0(4) . . ?
C3 N1 Yb1 126.1(3) . . ?
C1 N1 Yb1 114.7(3) . . ?
N1 C3 C4 119.6(4) . . ?
N1 C3 C8 126.8(4) . . ?
C4 C3 C8 113.5(4) . . ?
C11 N2 C9 112.3(4) . . ?
C11 N2 C2 104.6(4) . . ?
C9 N2 C2 111.4(4) . . ?
C11 N2 Yb1 122.6(3) . . ?
C9 N2 Yb1 110.7(3) . . ?
C2 N2 Yb1 93.1(3) . . ?
F1 C4 C5 119.8(4) . . ?
F1 C4 C3 115.9(4) . . ?
C5 C4 C3 124.2(4) . . ?
C15 N3 C13 117.9(4) . . ?
C15 N3 Yb1 120.2(3) . . ?
C13 N3 Yb1 121.9(3) . . ?
F2 C5 C4 119.4(5) . . ?
F2 C5 C6 120.1(5) . . ?
C4 C5 C6 120.5(5) . . ?
C23 N4 C21 112.8(4) . . ?
C23 N4 C14 105.6(4) . . ?
C21 N4 C14 108.8(4) . . ?
C23 N4 Yb1 118.9(3) . . ?
C21 N4 Yb1 107.4(3) . . ?
C14 N4 Yb1 102.4(3) . . ?
C7 C6 C5 116.9(5) . . ?
C7 C6 H6 121.6 . . ?
C5 C6 H6 121.6 . . ?
C16 F5 Yb1 116.5(2) . . ?
F3 C7 C8 118.1(5) . . ?
F3 C7 C6 119.3(5) . . ?
C8 C7 C6 122.7(5) . . ?
F4 C8 C7 118.7(4) . . ?
F4 C8 C3 119.1(4) . . ?
C7 C8 C3 122.1(5) . . ?
N1 C1 C2 110.9(4) . . ?
N1 C1 H1A 109.5 . . ?
C2 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 108.0 . . ?
N2 C2 C1 112.1(4) . . ?
N2 C2 H2B 109.2 . . ?
C1 C2 H2B 109.2 . . ?
N2 C2 H2A 109.2 . . ?
C1 C2 H2A 109.2 . . ?
H2B C2 H2A 107.9 . . ?
N2 C9 C10 115.4(5) . . ?
N2 C9 H9A 108.4 . . ?
C10 C9 H9A 108.4 . . ?
N2 C9 H9B 108.4 . . ?
C10 C9 H9B 108.4 . . ?
H9A C9 H9B 107.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 C12 113.0(4) . . ?
N2 C11 H11A 109.0 . . ?
C12 C11 H11A 109.0 . . ?
N2 C11 H11B 109.0 . . ?
C12 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N3 C15 C16 117.6(4) . . ?
N3 C15 C20 130.9(4) . . ?
C16 C15 C20 111.5(4) . . ?
C17 C16 F5 118.1(4) . . ?
C17 C16 C15 126.6(5) . . ?
F5 C16 C15 115.3(4) . . ?
F6 C17 C18 122.0(5) . . ?
F6 C17 C16 118.5(5) . . ?
C18 C17 C16 119.5(5) . . ?
C19 C18 C17 116.2(5) . . ?
C19 C18 H18 121.9 . . ?
C17 C18 H18 121.9 . . ?
C18 C19 F7 118.2(5) . . ?
C18 C19 C20 125.1(5) . . ?
F7 C19 C20 116.6(5) . . ?
F8 C20 C19 119.5(5) . . ?
F8 C20 C15 119.4(5) . . ?
C19 C20 C15 121.1(5) . . ?
N3 C13 C14 108.4(4) . . ?
N3 C13 H13A 110.0 . . ?
C14 C13 H13A 110.0 . . ?
N3 C13 H13B 110.0 . . ?
C14 C13 H13B 110.0 . . ?
H13A C13 H13B 108.4 . . ?
C13 C14 N4 111.4(4) . . ?
C13 C14 H14A 109.3 . . ?
N4 C14 H14A 109.3 . . ?
C13 C14 H14B 109.3 . . ?
N4 C14 H14B 109.3 . . ?
H14A C14 H14B 108.0 . . ?
N4 C21 C22 118.1(4) . . ?
N4 C21 H21A 107.8 . . ?
C22 C21 H21A 107.8 . . ?
N4 C21 H21B 107.8 . . ?
C22 C21 H21B 107.8 . . ?
H21A C21 H21B 107.1 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N4 C23 C24 111.7(4) . . ?
N4 C23 H23A 109.3 . . ?
C24 C23 H23A 109.3 . . ?
N4 C23 H23B 109.3 . . ?
C24 C23 H23B 109.3 . . ?
H23A C23 H23B 107.9 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         1.382
_refine_diff_density_min         -0.957
_refine_diff_density_rms         0.139
####################################################################### 
# 
# 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_added_by_encifer
_database_code_depnum_ccdc_archive 'CCDC 1433697'
_audit_update_record             
;
2015-10-28 deposited with the CCDC.
2015-12-04 downloaded from the CCDC.
;
_audit_creation_date             2015-10-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H33 F12 N6 Sm'
_chemical_formula_sum            'C30 H33 F12 N6 Sm'
_chemical_formula_weight         855.97
_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'
N N 0.0061 0.0033 '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'
Sm Sm -0.1120 3.4620 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.7430(19)
_cell_length_b                   9.781(2)
_cell_length_c                   17.828(4)
_cell_angle_alpha                89.78(3)
_cell_angle_beta                 75.07(3)
_cell_angle_gamma                81.69(3)
_cell_volume                     1623.4(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    21341
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.966
_cell_measurement_theta_min      1.183
_shelx_estimated_absorpt_T_max   0.911
_shelx_estimated_absorpt_T_min   0.832
_exptl_absorpt_coefficient_mu    1.910
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.751
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             850
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0363
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_number            7719
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.500
_diffrn_reflns_theta_max         27.973
_diffrn_reflns_theta_min         1.183
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'ADSC Quantum 210r'
_diffrn_measurement_method       'Phi Scan'
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.7109
_diffrn_source                   'Australian Synchrotron'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7573
_reflns_number_total             7719
_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       'XDS (Kabsch, 1993)'
_computing_data_collection       'BluIce (McPhillips, 2002)'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_molecular_graphics    'X-Seed (Barbour, 2001)'
_computing_publication_material  'CIFTAB (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_refine_diff_density_max         1.036
_refine_diff_density_min         -1.606
_refine_diff_density_rms         0.133
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     448
_refine_ls_number_reflns         7719
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0310
_refine_ls_R_factor_gt           0.0306
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0401P)²+3.0465P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0795
_refine_ls_wR_factor_ref         0.0798
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C17(H17A,H17B), C18(H18A,H18B), C27(H27A,H27B),
 C28(H28A,H28B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C14(H14), C24(H24)
2.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C19(H19A,H19B,H19C), C20(H20A,H20B,
 H20C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Sm1 Sm 0.67427(2) 0.25687(2) 0.76656(2) 0.01117(5) Uani 1 1 d . . . . .
F1 F 0.49390(17) 0.35830(18) 0.69147(9) 0.0222(3) Uani 1 1 d . . . . .
N1 N 0.7444(2) 0.2028(2) 0.63025(13) 0.0182(4) Uani 1 1 d . . . . .
C1 C 0.6540(3) 0.2322(3) 0.58384(15) 0.0190(5) Uani 1 1 d . . . . .
F2 F 0.3008(2) 0.4457(2) 0.61274(13) 0.0369(5) Uani 1 1 d . . . . .
N2 N 0.9577(2) 0.1858(2) 0.71671(14) 0.0175(4) Uani 1 1 d . . . . .
C2 C 0.5219(3) 0.3185(3) 0.61452(16) 0.0204(5) Uani 1 1 d . . . . .
F3 F 0.5956(3) 0.1874(3) 0.39136(13) 0.0530(7) Uani 1 1 d . . . . .
N3 N 0.6843(2) 0.0963(2) 0.87211(13) 0.0148(4) Uani 1 1 d . . . . .
C3 C 0.4211(3) 0.3623(3) 0.57521(19) 0.0268(6) Uani 1 1 d . . . . .
F4 F 0.7812(2) 0.0933(2) 0.46858(11) 0.0346(4) Uani 1 1 d . . . . .
N4 N 0.5437(2) 0.0344(2) 0.75534(13) 0.0161(4) Uani 1 1 d . . . . .
C4 C 0.4419(4) 0.3217(4) 0.4981(2) 0.0365(8) Uani 1 1 d . . . . .
H4 H 0.3743 0.3522 0.4693 0.044 Uiso 1 1 calc R . . . .
F5 F 0.78680(18) 0.33118(16) 0.87481(9) 0.0190(3) Uani 1 1 d . . . . .
N5 N 0.6809(2) 0.4992(2) 0.77126(13) 0.0161(4) Uani 1 1 d . . . . .
C5 C 0.5675(4) 0.2341(4) 0.46614(18) 0.0332(7) Uani 1 1 d . . . . .
F6 F 0.92088(19) 0.40187(18) 0.97884(11) 0.0250(4) Uani 1 1 d . . . . .
N6 N 0.4270(2) 0.3917(2) 0.86461(13) 0.0171(4) Uani 1 1 d . . . . .
C6 C 0.6685(3) 0.1877(3) 0.50620(17) 0.0255(6) Uani 1 1 d . . . . .
F7 F 0.86107(19) -0.0235(2) 1.09904(10) 0.0252(4) Uani 1 1 d . . . . .
C7 C 0.8936(3) 0.1417(4) 0.59310(18) 0.0264(6) Uani 1 1 d . . . . .
H7A H 0.9171 0.1602 0.5369 0.032 Uiso 1 1 calc R . . . .
H7B H 0.9054 0.0403 0.5990 0.032 Uiso 1 1 calc R . . . .
F8 F 0.74696(19) -0.10288(18) 0.99266(10) 0.0245(3) Uani 1 1 d . . . . .
C8 C 0.9944(3) 0.2049(3) 0.63130(18) 0.0246(6) Uani 1 1 d . . . . .
H8A H 1.0945 0.1610 0.6080 0.030 Uiso 1 1 calc R . . . .
H8B H 0.9882 0.3049 0.6211 0.030 Uiso 1 1 calc R . . . .
F9 F 0.8558(2) 0.6228(2) 0.85262(10) 0.0287(4) Uani 1 1 d . . . . .
C9 C 0.9980(3) 0.0412(3) 0.73345(19) 0.0273(6) Uani 1 1 d . . . . .
H9A H 0.9385 -0.0164 0.7146 0.041 Uiso 1 1 calc GR . . . .
H9B H 0.9829 0.0320 0.7896 0.041 Uiso 1 1 calc GR . . . .
H9C H 1.0994 0.0110 0.7073 0.041 Uiso 1 1 calc GR . . . .
F10 F 1.0785(2) 0.7386(2) 0.77693(13) 0.0368(5) Uani 1 1 d . . . . .
C10 C 1.0499(3) 0.2694(3) 0.7481(2) 0.0281(6) Uani 1 1 d . . . . .
H10A H 1.0426 0.2482 0.8026 0.042 Uiso 1 1 calc GR . . . .
H10B H 1.0171 0.3681 0.7442 0.042 Uiso 1 1 calc GR . . . .
H10C H 1.1501 0.2465 0.7178 0.042 Uiso 1 1 calc GR . . . .
F11 F 0.9883(3) 0.6319(2) 0.53836(12) 0.0489(6) Uani 1 1 d . . . . .
C11 C 0.7521(3) 0.1148(3) 0.92860(14) 0.0138(4) Uani 1 1 d . . . . .
F12 F 0.7625(2) 0.51605(19) 0.61229(10) 0.0274(4) Uani 1 1 d . . . . .
C12 C 0.8064(3) 0.2403(3) 0.93120(15) 0.0149(5) Uani 1 1 d . . . . .
C13 C 0.8743(3) 0.2785(3) 0.98437(16) 0.0180(5) Uani 1 1 d . . . . .
C14 C 0.8939(3) 0.1923(3) 1.04422(16) 0.0211(5) Uani 1 1 d . . . . .
H14 H 0.9382 0.2176 1.0827 0.025 Uiso 1 1 calc R . . . .
C15 C 0.8443(3) 0.0677(3) 1.04345(15) 0.0188(5) Uani 1 1 d . . . . .
C16 C 0.7789(3) 0.0273(3) 0.98837(15) 0.0166(5) Uani 1 1 d . . . . .
C17 C 0.6131(3) -0.0275(3) 0.87842(16) 0.0177(5) Uani 1 1 d . . . . .
H17A H 0.5717 -0.0448 0.9338 0.021 Uiso 1 1 calc R . . . .
H17B H 0.6843 -0.1089 0.8553 0.021 Uiso 1 1 calc R . . . .
C18 C 0.4949(3) -0.0068(3) 0.83644(15) 0.0174(5) Uani 1 1 d . . . . .
H18A H 0.4543 -0.0940 0.8369 0.021 Uiso 1 1 calc R . . . .
H18B H 0.4171 0.0650 0.8652 0.021 Uiso 1 1 calc R . . . .
C19 C 0.4159(3) 0.0584(3) 0.72428(18) 0.0227(5) Uani 1 1 d . . . . .
H19A H 0.3683 -0.0242 0.7308 0.034 Uiso 1 1 calc GR . . . .
H19B H 0.4454 0.0780 0.6690 0.034 Uiso 1 1 calc GR . . . .
H19C H 0.3492 0.1373 0.7524 0.034 Uiso 1 1 calc GR . . . .
C20 C 0.6447(3) -0.0797(3) 0.70843(17) 0.0218(5) Uani 1 1 d . . . . .
H20A H 0.5980 -0.1625 0.7115 0.033 Uiso 1 1 calc GR . . . .
H20B H 0.7300 -0.0992 0.7284 0.033 Uiso 1 1 calc GR . . . .
H20C H 0.6733 -0.0531 0.6542 0.033 Uiso 1 1 calc GR . . . .
C21 C 0.7966(3) 0.5623(3) 0.73597(15) 0.0158(5) Uani 1 1 d . . . . .
C22 C 0.8824(3) 0.6260(3) 0.77418(17) 0.0208(5) Uani 1 1 d . . . . .
C23 C 0.9996(3) 0.6848(3) 0.73477(19) 0.0254(6) Uani 1 1 d . . . . .
C24 C 1.0397(4) 0.6885(3) 0.6554(2) 0.0311(7) Uani 1 1 d . . . . .
H24 H 1.1200 0.7302 0.6287 0.037 Uiso 1 1 calc R . . . .
C25 C 0.9571(4) 0.6285(3) 0.61636(18) 0.0285(6) Uani 1 1 d . . . . .
C26 C 0.8402(3) 0.5685(3) 0.65485(16) 0.0205(5) Uani 1 1 d . . . . .
C27 C 0.5869(3) 0.5729(3) 0.84161(16) 0.0208(5) Uani 1 1 d . . . . .
H27A H 0.5877 0.6737 0.8369 0.025 Uiso 1 1 calc R . . . .
H27B H 0.6217 0.5430 0.8875 0.025 Uiso 1 1 calc R . . . .
C28 C 0.4364(3) 0.5411(3) 0.85150(17) 0.0216(5) Uani 1 1 d . . . . .
H28A H 0.3709 0.5968 0.8962 0.026 Uiso 1 1 calc R . . . .
H28B H 0.4043 0.5681 0.8045 0.026 Uiso 1 1 calc R . . . .
C29 C 0.2849(3) 0.3671(3) 0.85669(18) 0.0232(6) Uani 1 1 d . . . . .
H29A H 0.2091 0.4286 0.8933 0.035 Uiso 1 1 calc GR . . . .
H29B H 0.2730 0.2707 0.8679 0.035 Uiso 1 1 calc GR . . . .
H29C H 0.2784 0.3856 0.8036 0.035 Uiso 1 1 calc GR . . . .
C30 C 0.4303(3) 0.3619(3) 0.94621(16) 0.0210(5) Uani 1 1 d . . . . .
H30A H 0.3490 0.4190 0.9820 0.031 Uiso 1 1 calc GR . . . .
H30B H 0.5204 0.3832 0.9548 0.031 Uiso 1 1 calc GR . . . .
H30C H 0.4236 0.2640 0.9555 0.031 Uiso 1 1 calc 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
Sm1 F1 2.5619(17) . ?
Sm1 N1 2.388(2) . ?
Sm1 N2 2.662(2) . ?
Sm1 N3 2.459(2) . ?
Sm1 N4 2.707(2) . ?
Sm1 F5 2.6050(17) . ?
Sm1 N5 2.383(2) . ?
Sm1 N6 2.744(2) . ?
F1 C2 1.374(3) . ?
N1 C1 1.358(3) . ?
N1 C7 1.471(4) . ?
C1 C2 1.413(4) . ?
C1 C6 1.418(4) . ?
F2 C3 1.346(4) . ?
N2 C8 1.489(4) . ?
N2 C9 1.463(4) . ?
N2 C10 1.505(4) . ?
C2 C3 1.368(4) . ?
F3 C5 1.357(4) . ?
N3 C11 1.365(3) . ?
N3 C17 1.469(3) . ?
C3 C4 1.388(5) . ?
F4 C6 1.356(4) . ?
N4 C18 1.475(3) . ?
N4 C19 1.477(3) . ?
N4 C20 1.476(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.377(6) . ?
F5 C12 1.371(3) . ?
N5 C21 1.371(3) . ?
N5 C27 1.468(3) . ?
C5 C6 1.384(4) . ?
F6 C13 1.344(3) . ?
N6 C28 1.491(3) . ?
N6 C29 1.481(3) . ?
N6 C30 1.490(3) . ?
F7 C15 1.356(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.528(4) . ?
F8 C16 1.351(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
F9 C22 1.356(3) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
F10 C23 1.361(4) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
F11 C25 1.346(4) . ?
C11 C12 1.411(4) . ?
C11 C16 1.417(3) . ?
F12 C26 1.350(3) . ?
C12 C13 1.369(4) . ?
C13 C14 1.392(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.375(4) . ?
C15 C16 1.388(4) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.518(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.414(4) . ?
C21 C26 1.402(4) . ?
C22 C23 1.379(4) . ?
C23 C24 1.370(5) . ?
C24 H24 0.9500 . ?
C24 C25 1.380(5) . ?
C25 C26 1.379(4) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.509(4) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?

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
F1 Sm1 N2 129.43(7) . . ?
F1 Sm1 N4 79.57(7) . . ?
F1 Sm1 F5 139.37(5) . . ?
F1 Sm1 N6 68.63(6) . . ?
N1 Sm1 F1 64.66(7) . . ?
N1 Sm1 N2 69.19(8) . . ?
N1 Sm1 N3 127.29(8) . . ?
N1 Sm1 N4 77.21(8) . . ?
N1 Sm1 F5 138.99(7) . . ?
N1 Sm1 N6 133.10(8) . . ?
N2 Sm1 N4 109.51(7) . . ?
N2 Sm1 N6 154.10(7) . . ?
N3 Sm1 F1 138.35(7) . . ?
N3 Sm1 N2 86.76(8) . . ?
N3 Sm1 N4 67.57(7) . . ?
N3 Sm1 F5 62.76(6) . . ?
N3 Sm1 N6 86.40(8) . . ?
N4 Sm1 N6 90.79(7) . . ?
F5 Sm1 N2 72.36(7) . . ?
F5 Sm1 N4 130.15(6) . . ?
F5 Sm1 N6 82.31(6) . . ?
N5 Sm1 F1 76.15(7) . . ?
N5 Sm1 N1 102.50(8) . . ?
N5 Sm1 N2 95.15(8) . . ?
N5 Sm1 N3 126.57(8) . . ?
N5 Sm1 N4 152.96(7) . . ?
N5 Sm1 F5 67.15(7) . . ?
N5 Sm1 N6 69.43(8) . . ?
C2 F1 Sm1 117.62(15) . . ?
C1 N1 Sm1 122.83(18) . . ?
C1 N1 C7 117.6(2) . . ?
C7 N1 Sm1 119.50(18) . . ?
N1 C1 C2 118.3(2) . . ?
N1 C1 C6 130.1(3) . . ?
C2 C1 C6 111.5(3) . . ?
C8 N2 Sm1 105.92(16) . . ?
C8 N2 C10 106.0(2) . . ?
C9 N2 Sm1 109.88(17) . . ?
C9 N2 C8 110.4(2) . . ?
C9 N2 C10 107.2(2) . . ?
C10 N2 Sm1 117.33(17) . . ?
F1 C2 C1 115.5(2) . . ?
C3 C2 F1 118.5(3) . . ?
C3 C2 C1 126.0(3) . . ?
C11 N3 Sm1 123.84(17) . . ?
C11 N3 C17 115.5(2) . . ?
C17 N3 Sm1 120.68(16) . . ?
F2 C3 C2 118.7(3) . . ?
F2 C3 C4 120.4(3) . . ?
C2 C3 C4 120.8(3) . . ?
C18 N4 Sm1 103.84(15) . . ?
C18 N4 C19 107.1(2) . . ?
C18 N4 C20 110.0(2) . . ?
C19 N4 Sm1 116.48(17) . . ?
C20 N4 Sm1 111.58(16) . . ?
C20 N4 C19 107.6(2) . . ?
C3 C4 H4 122.3 . . ?
C5 C4 C3 115.4(3) . . ?
C5 C4 H4 122.3 . . ?
C12 F5 Sm1 119.50(14) . . ?
C21 N5 Sm1 125.19(17) . . ?
C21 N5 C27 114.2(2) . . ?
C27 N5 Sm1 114.68(16) . . ?
F3 C5 C4 119.3(3) . . ?
F3 C5 C6 116.8(3) . . ?
C4 C5 C6 123.9(3) . . ?
C28 N6 Sm1 104.16(15) . . ?
C29 N6 Sm1 120.36(16) . . ?
C29 N6 C28 107.5(2) . . ?
C29 N6 C30 107.0(2) . . ?
C30 N6 Sm1 108.62(16) . . ?
C30 N6 C28 108.9(2) . . ?
F4 C6 C1 120.9(3) . . ?
F4 C6 C5 116.8(3) . . ?
C5 C6 C1 122.2(3) . . ?
N1 C7 H7A 109.9 . . ?
N1 C7 H7B 109.9 . . ?
N1 C7 C8 109.1(2) . . ?
H7A C7 H7B 108.3 . . ?
C8 C7 H7A 109.9 . . ?
C8 C7 H7B 109.9 . . ?
N2 C8 C7 111.6(2) . . ?
N2 C8 H8A 109.3 . . ?
N2 C8 H8B 109.3 . . ?
C7 C8 H8A 109.3 . . ?
C7 C8 H8B 109.3 . . ?
H8A C8 H8B 108.0 . . ?
N2 C9 H9A 109.5 . . ?
N2 C9 H9B 109.5 . . ?
N2 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N2 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
N2 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N3 C11 C12 117.9(2) . . ?
N3 C11 C16 130.8(2) . . ?
C12 C11 C16 111.4(2) . . ?
F5 C12 C11 115.5(2) . . ?
C13 C12 F5 118.3(2) . . ?
C13 C12 C11 126.2(2) . . ?
F6 C13 C12 119.1(2) . . ?
F6 C13 C14 119.9(2) . . ?
C12 C13 C14 120.9(3) . . ?
C13 C14 H14 122.5 . . ?
C15 C14 C13 114.9(2) . . ?
C15 C14 H14 122.5 . . ?
F7 C15 C14 118.8(2) . . ?
F7 C15 C16 117.0(3) . . ?
C14 C15 C16 124.2(2) . . ?
F8 C16 C11 121.3(2) . . ?
F8 C16 C15 116.3(2) . . ?
C15 C16 C11 122.3(2) . . ?
N3 C17 H17A 109.7 . . ?
N3 C17 H17B 109.7 . . ?
N3 C17 C18 109.8(2) . . ?
H17A C17 H17B 108.2 . . ?
C18 C17 H17A 109.7 . . ?
C18 C17 H17B 109.7 . . ?
N4 C18 C17 113.7(2) . . ?
N4 C18 H18A 108.8 . . ?
N4 C18 H18B 108.8 . . ?
C17 C18 H18A 108.8 . . ?
C17 C18 H18B 108.8 . . ?
H18A C18 H18B 107.7 . . ?
N4 C19 H19A 109.5 . . ?
N4 C19 H19B 109.5 . . ?
N4 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N4 C20 H20A 109.5 . . ?
N4 C20 H20B 109.5 . . ?
N4 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N5 C21 C22 125.9(2) . . ?
N5 C21 C26 120.7(2) . . ?
C26 C21 C22 113.4(2) . . ?
F9 C22 C21 119.7(2) . . ?
F9 C22 C23 117.4(3) . . ?
C23 C22 C21 122.8(3) . . ?
F10 C23 C22 118.2(3) . . ?
F10 C23 C24 119.5(3) . . ?
C24 C23 C22 122.4(3) . . ?
C23 C24 H24 121.9 . . ?
C23 C24 C25 116.3(3) . . ?
C25 C24 H24 121.9 . . ?
F11 C25 C24 119.4(3) . . ?
F11 C25 C26 118.5(3) . . ?
C26 C25 C24 122.1(3) . . ?
F12 C26 C21 118.7(3) . . ?
F12 C26 C25 118.2(3) . . ?
C25 C26 C21 123.1(3) . . ?
N5 C27 H27A 109.9 . . ?
N5 C27 H27B 109.9 . . ?
N5 C27 C28 108.7(2) . . ?
H27A C27 H27B 108.3 . . ?
C28 C27 H27A 109.9 . . ?
C28 C27 H27B 109.9 . . ?
N6 C28 C27 112.2(2) . . ?
N6 C28 H28A 109.2 . . ?
N6 C28 H28B 109.2 . . ?
C27 C28 H28A 109.2 . . ?
C27 C28 H28B 109.2 . . ?
H28A C28 H28B 107.9 . . ?
N6 C29 H29A 109.5 . . ?
N6 C29 H29B 109.5 . . ?
N6 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N6 C30 H30A 109.5 . . ?
N6 C30 H30B 109.5 . . ?
N6 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

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
Sm1 F1 C2 C1 -4.1(3) . . . . ?
Sm1 F1 C2 C3 174.6(2) . . . . ?
Sm1 N1 C1 C2 11.0(4) . . . . ?
Sm1 N1 C1 C6 -168.0(2) . . . . ?
Sm1 N1 C7 C8 -36.4(3) . . . . ?
Sm1 N2 C8 C7 -46.7(3) . . . . ?
Sm1 N3 C11 C12 6.9(3) . . . . ?
Sm1 N3 C11 C16 -173.5(2) . . . . ?
Sm1 N3 C17 C18 -22.6(3) . . . . ?
Sm1 N4 C18 C17 -52.9(2) . . . . ?
Sm1 F5 C12 C11 -4.7(3) . . . . ?
Sm1 F5 C12 C13 175.77(18) . . . . ?
Sm1 N5 C21 C22 -110.4(3) . . . . ?
Sm1 N5 C21 C26 69.7(3) . . . . ?
Sm1 N5 C27 C28 -53.7(3) . . . . ?
Sm1 N6 C28 C27 -39.4(2) . . . . ?
F1 C2 C3 F2 2.0(4) . . . . ?
F1 C2 C3 C4 -178.0(3) . . . . ?
N1 C1 C2 F1 -3.8(4) . . . . ?
N1 C1 C2 C3 177.5(3) . . . . ?
N1 C1 C6 F4 5.5(5) . . . . ?
N1 C1 C6 C5 -176.7(3) . . . . ?
N1 C7 C8 N2 56.6(3) . . . . ?
C1 N1 C7 C8 140.5(3) . . . . ?
C1 C2 C3 F2 -179.4(3) . . . . ?
C1 C2 C3 C4 0.6(5) . . . . ?
F2 C3 C4 C5 -178.7(3) . . . . ?
C2 C1 C6 F4 -173.6(3) . . . . ?
C2 C1 C6 C5 4.3(4) . . . . ?
C2 C3 C4 C5 1.2(5) . . . . ?
F3 C5 C6 C1 178.0(3) . . . . ?
F3 C5 C6 F4 -4.1(5) . . . . ?
N3 C11 C12 F5 -1.0(3) . . . . ?
N3 C11 C12 C13 178.4(2) . . . . ?
N3 C11 C16 F8 6.1(4) . . . . ?
N3 C11 C16 C15 -176.7(3) . . . . ?
N3 C17 C18 N4 53.2(3) . . . . ?
C3 C4 C5 F3 179.0(3) . . . . ?
C3 C4 C5 C6 -0.1(6) . . . . ?
C4 C5 C6 C1 -2.9(6) . . . . ?
C4 C5 C6 F4 175.0(3) . . . . ?
F5 C12 C13 F6 -0.9(4) . . . . ?
F5 C12 C13 C14 178.2(2) . . . . ?
N5 C21 C22 F9 2.7(4) . . . . ?
N5 C21 C22 C23 178.4(3) . . . . ?
N5 C21 C26 F12 2.7(4) . . . . ?
N5 C21 C26 C25 -178.8(3) . . . . ?
N5 C27 C28 N6 63.7(3) . . . . ?
F6 C13 C14 C15 -179.0(2) . . . . ?
C6 C1 C2 F1 175.3(2) . . . . ?
C6 C1 C2 C3 -3.3(4) . . . . ?
F7 C15 C16 F8 -4.3(3) . . . . ?
F7 C15 C16 C11 178.4(2) . . . . ?
C7 N1 C1 C2 -165.7(3) . . . . ?
C7 N1 C1 C6 15.3(5) . . . . ?
F9 C22 C23 F10 -1.6(4) . . . . ?
F9 C22 C23 C24 177.3(3) . . . . ?
C9 N2 C8 C7 72.2(3) . . . . ?
F10 C23 C24 C25 178.2(3) . . . . ?
C10 N2 C8 C7 -172.0(2) . . . . ?
F11 C25 C26 F12 0.0(4) . . . . ?
F11 C25 C26 C21 -178.5(3) . . . . ?
C11 N3 C17 C18 156.5(2) . . . . ?
C11 C12 C13 F6 179.6(2) . . . . ?
C11 C12 C13 C14 -1.2(4) . . . . ?
C12 C11 C16 F8 -174.3(2) . . . . ?
C12 C11 C16 C15 2.9(4) . . . . ?
C12 C13 C14 C15 1.9(4) . . . . ?
C13 C14 C15 F7 179.0(2) . . . . ?
C13 C14 C15 C16 -0.1(4) . . . . ?
C14 C15 C16 F8 174.9(2) . . . . ?
C14 C15 C16 C11 -2.4(4) . . . . ?
C16 C11 C12 F5 179.3(2) . . . . ?
C16 C11 C12 C13 -1.2(4) . . . . ?
C17 N3 C11 C12 -172.1(2) . . . . ?
C17 N3 C11 C16 7.5(4) . . . . ?
C19 N4 C18 C17 -176.7(2) . . . . ?
C20 N4 C18 C17 66.6(3) . . . . ?
C21 N5 C27 C28 151.8(2) . . . . ?
C21 C22 C23 F10 -177.4(3) . . . . ?
C21 C22 C23 C24 1.5(5) . . . . ?
C22 C21 C26 F12 -177.3(2) . . . . ?
C22 C21 C26 C25 1.2(4) . . . . ?
C22 C23 C24 C25 -0.7(5) . . . . ?
C23 C24 C25 F11 178.2(3) . . . . ?
C23 C24 C25 C26 0.3(5) . . . . ?
C24 C25 C26 F12 177.9(3) . . . . ?
C24 C25 C26 C21 -0.6(5) . . . . ?
C26 C21 C22 F9 -177.4(2) . . . . ?
C26 C21 C22 C23 -1.7(4) . . . . ?
C27 N5 C21 C22 41.0(4) . . . . ?
C27 N5 C21 C26 -138.9(3) . . . . ?
C29 N6 C28 C27 -168.1(2) . . . . ?
C30 N6 C28 C27 76.3(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_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_added_by_encifer
_database_code_depnum_ccdc_archive 'CCDC 1433698'
_audit_update_record             
;
2015-10-28 deposited with the CCDC.
2015-12-04 downloaded from the CCDC.
;
_audit_creation_date             2015-10-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C60 H66 F27 N12 Sm3, 1.5(C7 H8)'
_chemical_formula_sum            'C70.50 H78 F27 N12 Sm3'
_chemical_formula_weight         2057.49
_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'
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'
Sm Sm -0.1110 3.4700 '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      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3'
_space_group_name_Hall           '-R 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   22.323(3)
_cell_length_b                   22.323(3)
_cell_length_c                   53.058(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     22897(8)
_cell_formula_units_Z            12
_cell_measurement_reflns_used    125838
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.787
_cell_measurement_theta_min      1.123
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.394
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.791
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             12168
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0913
_diffrn_reflns_av_unetI/netI     0.0423
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       68
_diffrn_reflns_limit_l_min       -68
_diffrn_reflns_number            118269
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        27.499
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         1.123
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'ADSC Quantum 210r'
_diffrn_measurement_method       'Phi Scan'
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.71196
_diffrn_source                   'Australian Synchrotron'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8912
_reflns_number_total             11581
_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.
 
 The residual electron density in the lattice voids is not 
 modellable. The details of the electron density in voids from 
 PLATON/SQUEEZE are shown below.
;
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.004 0.745 0.204 10 -1
2 0.000 0.000 0.500 95 21
3 -0.005 0.255 0.796 10 -1
4 0.074 0.662 0.871 9 0
5 0.078 0.407 0.462 10 -1
6 0.333 0.667 0.167 96 21
7 0.255 0.259 0.204 10 -1
8 0.259 0.004 0.796 10 -1
9 0.329 0.921 0.462 10 -1
10 0.338 0.412 0.871 9 -1
11 0.407 0.329 0.538 10 -1
12 0.412 0.074 0.129 9 -1
13 0.667 0.333 0.833 96 21
14 0.593 0.671 0.462 10 -1
15 0.588 0.926 0.871 9 -1
16 0.662 0.588 0.129 9 -1
17 0.671 0.079 0.538 10 -1
18 0.741 0.995 0.204 10 -1
19 0.745 0.741 0.796 10 -1
20 0.926 0.338 0.129 9 0
21 0.921 0.593 0.538 10 -1
_platon_squeeze_details          
;
 Spek, A.L. (1990), Acta Cryst. A46, C-34
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_collection       'BluIce (McPhillips, 2002)'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_molecular_graphics    'X-Seed (Barbour, 2001)'
_computing_publication_material  'CIFTAB (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_refine_diff_density_max         2.710
_refine_diff_density_min         -2.977
_refine_diff_density_rms         0.143
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     650
_refine_ls_number_reflns         11581
_refine_ls_number_restraints     17
_refine_ls_R_factor_all          0.0682
_refine_ls_R_factor_gt           0.0540
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0763P)²+226.3409P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1447
_refine_ls_wR_factor_ref         0.1538
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C42-C43 = C43-C44 = C44-C45 = C45-C46 = C46-C47 = C47-C42
 1.39 with sigma of 0.01
 C41-C42
 1.51 with sigma of 0.01
 C42-C44 = C43-C45 = C44-C46 = C45-C47 = C46-C42 = C47-C43
 2.38 with sigma of 0.02
3. Restrained planarity
 C41, C42, C43, C44, C45, C46, C47
 with sigma of 0.1
4.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C17(H17A,H17B), C18(H18A,H18B), C27(H27A,H27B),
 C28(H28A,H28B), C37(H37A,H37B), C38(H38A,H38B)
4.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C14(H14), C24(H24), C34(H34), C43(H43), C44(H44), C45(H45), C46(H46),
 C47(H47)
4.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C19(H19A,H19B,H19C), C20(H20A,H20B,
 H20C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C39(H39A,H39B,H39C), C40(H40A,
 H40B,H40C), C41(H41A,H41B,H41C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Sm1 Sm 0.42421(2) 0.62996(2) 0.33688(2) 0.03739(10) Uani 1 1 d . . . . .
F1 F 0.41458(18) 0.66656(19) 0.38241(6) 0.0433(8) Uani 1 1 d . . . . .
F2 F 0.4138(2) 0.7279(2) 0.42552(7) 0.0541(9) Uani 1 1 d . . . . .
F3 F 0.6496(3) 0.8016(3) 0.43700(10) 0.0920(18) Uani 1 1 d . . . . .
F4 F 0.6541(2) 0.7469(3) 0.39414(9) 0.0785(14) Uani 1 1 d . . . . .
F5 F 0.3756(2) 0.61736(19) 0.29149(6) 0.0477(8) Uani 1 1 d . . . . .
F6 F 0.3068(2) 0.5885(2) 0.24744(7) 0.0564(9) Uani 1 1 d . . . . .
F7 F 0.3459(3) 0.4033(3) 0.23492(8) 0.0702(12) Uani 1 1 d . . . . .
F8 F 0.4085(3) 0.4255(2) 0.27874(8) 0.0625(11) Uani 1 1 d . . . . .
F9 F 0.30786(19) 0.5785(2) 0.33712(7) 0.0541(9) Uani 1 1 d . . . . .
N1 N 0.5303(3) 0.6810(3) 0.36131(9) 0.0412(10) Uani 1 1 d . . . . .
N2 N 0.5374(3) 0.7009(3) 0.30895(9) 0.0430(11) Uani 1 1 d . . . . .
N3 N 0.4202(3) 0.5372(3) 0.31210(9) 0.0410(11) Uani 1 1 d . . . . .
N4 N 0.4047(3) 0.5214(3) 0.36481(9) 0.0393(10) Uani 1 1 d . . . . .
C0AA C 0.5901(4) 0.7696(5) 0.42326(14) 0.0626(19) Uani 1 1 d . . . . .
C1 C 0.5354(3) 0.7075(3) 0.38463(11) 0.0430(13) Uani 1 1 d . . . . .
C2 C 0.4744(3) 0.7020(3) 0.39590(11) 0.0417(12) Uani 1 1 d . . . . .
C3 C 0.4726(4) 0.7315(3) 0.41829(11) 0.0464(14) Uani 1 1 d . . . . .
C4 C 0.5318(4) 0.7669(4) 0.43273(13) 0.0628(19) Uani 1 1 d . . . . .
H4 H 0.5319 0.7882 0.4483 0.075 Uiso 1 1 calc R . . . .
C6 C 0.5932(3) 0.7418(4) 0.40056(13) 0.0529(16) Uani 1 1 d . . . . .
C7 C 0.5949(3) 0.6974(4) 0.34897(12) 0.0468(14) Uani 1 1 d . . . . .
H7A H 0.6151 0.6717 0.3571 0.056 Uiso 1 1 calc R . . . .
H7B H 0.6284 0.7475 0.3506 0.056 Uiso 1 1 calc R . . . .
C8 C 0.5817(3) 0.6778(3) 0.32088(12) 0.0453(13) Uani 1 1 d . . . . .
H8A H 0.6265 0.6987 0.3119 0.054 Uiso 1 1 calc R . . . .
H8B H 0.5594 0.6269 0.3192 0.054 Uiso 1 1 calc R . . . .
C9 C 0.5695(4) 0.7766(3) 0.31117(14) 0.0515(15) Uani 1 1 d . . . . .
H9A H 0.5421 0.7922 0.3017 0.077 Uiso 1 1 calc GR . . . .
H9B H 0.6166 0.7988 0.3043 0.077 Uiso 1 1 calc GR . . . .
H9C H 0.5712 0.7893 0.3289 0.077 Uiso 1 1 calc GR . . . .
C10 C 0.5322(3) 0.6838(4) 0.28179(12) 0.0483(14) Uani 1 1 d . . . . .
H10A H 0.5146 0.6341 0.2798 0.072 Uiso 1 1 calc GR . . . .
H10B H 0.5781 0.7097 0.2740 0.072 Uiso 1 1 calc GR . . . .
H10C H 0.5006 0.6962 0.2736 0.072 Uiso 1 1 calc GR . . . .
C11 C 0.3924(3) 0.5214(3) 0.28873(11) 0.0420(12) Uani 1 1 d . . . . .
C12 C 0.3668(3) 0.5618(3) 0.27770(12) 0.0456(13) Uani 1 1 d . . . . .
C13 C 0.3330(3) 0.5487(4) 0.25489(12) 0.0479(14) Uani 1 1 d . . . . .
C14 C 0.3242(4) 0.4949(4) 0.23993(13) 0.0540(16) Uani 1 1 d . . . . .
H14 H 0.3009 0.4851 0.2242 0.065 Uiso 1 1 calc R . . . .
C15 C 0.3514(4) 0.4560(4) 0.24922(13) 0.0533(16) Uani 1 1 d . . . . .
C16 C 0.3833(3) 0.4674(3) 0.27233(12) 0.0456(13) Uani 1 1 d . . . . .
C17 C 0.4377(3) 0.4885(3) 0.32400(11) 0.0444(13) Uani 1 1 d . . . . .
H17A H 0.4778 0.4904 0.3152 0.053 Uiso 1 1 calc R . . . .
H17B H 0.3981 0.4409 0.3225 0.053 Uiso 1 1 calc R . . . .
C18 C 0.4554(3) 0.5069(4) 0.35191(12) 0.0453(13) Uani 1 1 d . . . . .
H18A H 0.4563 0.4680 0.3605 0.054 Uiso 1 1 calc R . . . .
H18B H 0.5022 0.5481 0.3532 0.054 Uiso 1 1 calc R . . . .
C19 C 0.3346(3) 0.4620(3) 0.36290(13) 0.0458(13) Uani 1 1 d . . . . .
H19A H 0.3024 0.4720 0.3720 0.069 Uiso 1 1 calc GR . . . .
H19B H 0.3334 0.4212 0.3703 0.069 Uiso 1 1 calc GR . . . .
H19C H 0.3210 0.4530 0.3451 0.069 Uiso 1 1 calc GR . . . .
C20 C 0.4239(4) 0.5332(4) 0.39197(11) 0.0479(14) Uani 1 1 d . . . . .
H20A H 0.4719 0.5706 0.3936 0.072 Uiso 1 1 calc GR . . . .
H20B H 0.4189 0.4908 0.3994 0.072 Uiso 1 1 calc GR . . . .
H20C H 0.3933 0.5461 0.4008 0.072 Uiso 1 1 calc GR . . . .
Sm2 Sm 0.29839(2) 0.53876(2) 0.55837(2) 0.03445(9) Uani 1 1 d . . . . .
F10 F 0.3363(2) 0.58770(18) 0.51332(6) 0.0445(8) Uani 1 1 d . . . . .
F11 F 0.3945(2) 0.6480(2) 0.46953(7) 0.0572(10) Uani 1 1 d . . . . .
F12 F 0.4601(3) 0.4807(3) 0.45612(8) 0.0760(14) Uani 1 1 d . . . . .
F13 F 0.4149(3) 0.4276(2) 0.50058(8) 0.0665(12) Uani 1 1 d . . . . .
F14 F 0.28561(18) 0.57418(17) 0.60336(6) 0.0397(7) Uani 1 1 d . . . . .
F15 F 0.25248(18) 0.61701(18) 0.64533(6) 0.0433(7) Uani 1 1 d . . . . .
F16 F 0.0649(2) 0.3941(2) 0.65815(7) 0.0569(10) Uani 1 1 d . . . . .
F17 F 0.0915(2) 0.35038(19) 0.61610(7) 0.0572(10) Uani 1 1 d . . . . .
F18 F 0.39675(19) 0.64267(17) 0.55864(6) 0.0450(8) Uani 1 1 d . . . . .
N5 N 0.3512(3) 0.4863(3) 0.53394(9) 0.0400(10) Uani 1 1 d . . . . .
N6 N 0.3695(3) 0.4965(2) 0.58648(9) 0.0382(10) Uani 1 1 d . . . . .
N7 N 0.2056(2) 0.4489(2) 0.58322(9) 0.0369(10) Uani 1 1 d . . . . .
N8 N 0.1913(3) 0.4505(3) 0.53062(9) 0.0399(10) Uani 1 1 d . . . . .
C21 C 0.3762(3) 0.5074(3) 0.51045(11) 0.0413(12) Uani 1 1 d . . . . .
C22 C 0.3705(3) 0.5626(3) 0.49958(11) 0.0417(12) Uani 1 1 d . . . . .
C23 C 0.3974(4) 0.5917(4) 0.47680(11) 0.0486(14) Uani 1 1 d . . . . .
C24 C 0.4297(4) 0.5665(4) 0.46165(12) 0.0562(17) Uani 1 1 d . . . . .
H24 H 0.4490 0.5868 0.4458 0.067 Uiso 1 1 calc R . . . .
C25 C 0.4323(4) 0.5110(4) 0.47062(13) 0.0564(17) Uani 1 1 d . . . . .
C26 C 0.4083(4) 0.4827(4) 0.49411(12) 0.0499(15) Uani 1 1 d . . . . .
C27 C 0.3669(4) 0.4368(3) 0.54650(11) 0.0466(14) Uani 1 1 d . . . . .
H27A H 0.4170 0.4531 0.5451 0.056 Uiso 1 1 calc R . . . .
H27B H 0.3412 0.3911 0.5382 0.056 Uiso 1 1 calc R . . . .
C28 C 0.3466(4) 0.4300(3) 0.57396(11) 0.0447(13) Uani 1 1 d . . . . .
H28A H 0.2956 0.4016 0.5753 0.054 Uiso 1 1 calc R . . . .
H28B H 0.3666 0.4052 0.5829 0.054 Uiso 1 1 calc R . . . .
C29 C 0.4449(3) 0.5417(3) 0.58440(12) 0.0442(13) Uani 1 1 d . . . . .
H29A H 0.4580 0.5496 0.5666 0.066 Uiso 1 1 calc GR . . . .
H29B H 0.4681 0.5196 0.5926 0.066 Uiso 1 1 calc GR . . . .
H29C H 0.4586 0.5861 0.5926 0.066 Uiso 1 1 calc GR . . . .
C30 C 0.3510(4) 0.4824(3) 0.61331(10) 0.0450(13) Uani 1 1 d . . . . .
H30A H 0.3620 0.5256 0.6219 0.068 Uiso 1 1 calc GR . . . .
H30B H 0.3772 0.4627 0.6210 0.068 Uiso 1 1 calc GR . . . .
H30C H 0.3013 0.4494 0.6149 0.068 Uiso 1 1 calc GR . . . .
C31 C 0.1884(3) 0.4618(3) 0.60601(10) 0.0373(11) Uani 1 1 d . . . . .
C32 C 0.2291(3) 0.5280(3) 0.61687(10) 0.0371(11) Uani 1 1 d . . . . .
C33 C 0.2138(3) 0.5510(3) 0.63865(11) 0.0392(12) Uani 1 1 d . . . . .
C34 C 0.1575(3) 0.5064(3) 0.65318(11) 0.0422(13) Uani 1 1 d . . . . .
H34 H 0.1459 0.5209 0.6683 0.051 Uiso 1 1 calc R . . . .
C35 C 0.1194(3) 0.4398(3) 0.64428(11) 0.0430(13) Uani 1 1 d . . . . .
C36 C 0.1334(3) 0.4177(3) 0.62229(11) 0.0411(12) Uani 1 1 d . . . . .
C37 C 0.1573(3) 0.3837(3) 0.57103(11) 0.0410(12) Uani 1 1 d . . . . .
H37A H 0.1097 0.3759 0.5723 0.049 Uiso 1 1 calc R . . . .
H37B H 0.1585 0.3450 0.5797 0.049 Uiso 1 1 calc R . . . .
C38 C 0.1768(3) 0.3853(3) 0.54326(11) 0.0435(13) Uani 1 1 d . . . . .
H38A H 0.2182 0.3801 0.5421 0.052 Uiso 1 1 calc R . . . .
H38B H 0.1384 0.3457 0.5344 0.052 Uiso 1 1 calc R . . . .
C39 C 0.1318(3) 0.4612(3) 0.53278(12) 0.0456(14) Uani 1 1 d . . . . .
H39A H 0.1255 0.4695 0.5505 0.068 Uiso 1 1 calc GR . . . .
H39B H 0.0901 0.4199 0.5267 0.068 Uiso 1 1 calc GR . . . .
H39C H 0.1400 0.5012 0.5226 0.068 Uiso 1 1 calc GR . . . .
C40 C 0.2031(3) 0.4442(4) 0.50383(11) 0.0495(15) Uani 1 1 d . . . . .
H40A H 0.2180 0.4885 0.4954 0.074 Uiso 1 1 calc GR . . . .
H40B H 0.1601 0.4083 0.4961 0.074 Uiso 1 1 calc GR . . . .
H40C H 0.2391 0.4315 0.5021 0.074 Uiso 1 1 calc GR . . . .
C41 C 0.7278(13) 0.6709(11) 0.5424(5) 0.314(17) Uiso 1 1 d D . . . .
H41A H 0.7624 0.6755 0.5548 0.470 Uiso 1 1 calc GR . . . .
H41B H 0.7207 0.6354 0.5300 0.470 Uiso 1 1 calc GR . . . .
H41C H 0.6840 0.6576 0.5510 0.470 Uiso 1 1 calc GR . . . .
C42 C 0.7526(6) 0.7387(6) 0.5292(3) 0.146(6) Uiso 1 1 d D . . . .
C43 C 0.7944(6) 0.7984(6) 0.5426(2) 0.109(4) Uiso 1 1 d D . . . .
H43 H 0.8083 0.7956 0.5593 0.131 Uiso 1 1 calc R . . . .
C44 C 0.8162(8) 0.8626(6) 0.5316(3) 0.149(6) Uiso 1 1 d D . . . .
H44 H 0.8448 0.9038 0.5408 0.179 Uiso 1 1 calc R . . . .
C45 C 0.7959(9) 0.8664(7) 0.5071(3) 0.160(6) Uiso 1 1 d D . . . .
H45 H 0.8098 0.9097 0.4993 0.192 Uiso 1 1 calc R . . . .
C46 C 0.7550(8) 0.8050(8) 0.4947(3) 0.153(6) Uiso 1 1 d D . . . .
H46 H 0.7390 0.8070 0.4783 0.183 Uiso 1 1 calc R . . . .
C47 C 0.7361(8) 0.7415(7) 0.5045(3) 0.152(6) Uiso 1 1 d D . . . .
H47 H 0.7123 0.7007 0.4947 0.183 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
Sm1 F1 2.593(3) . ?
Sm1 F5 2.598(3) . ?
Sm1 F9 2.250(4) 2_665 ?
Sm1 F9 2.254(4) . ?
Sm1 N1 2.427(5) . ?
Sm1 N2 2.663(5) . ?
Sm1 N3 2.417(5) . ?
Sm1 N4 2.684(5) . ?
F1 C2 1.365(7) . ?
F2 C3 1.330(8) . ?
F3 C0AA 1.362(8) . ?
F4 C6 1.350(8) . ?
F5 C12 1.366(7) . ?
F6 C13 1.345(8) . ?
F7 C15 1.352(7) . ?
F8 C16 1.353(7) . ?
F9 Sm1 2.250(4) 3_565 ?
N1 C1 1.352(7) . ?
N1 C7 1.454(8) . ?
N2 C8 1.467(8) . ?
N2 C9 1.474(8) . ?
N2 C10 1.481(8) . ?
N3 C11 1.352(8) . ?
N3 C17 1.468(8) . ?
N4 C18 1.490(7) . ?
N4 C19 1.464(8) . ?
N4 C20 1.489(7) . ?
C0AA C4 1.369(11) . ?
C0AA C6 1.373(10) . ?
C1 C2 1.436(9) . ?
C1 C6 1.406(9) . ?
C2 C3 1.368(8) . ?
C3 C4 1.383(10) . ?
C4 H4 0.9500 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.540(8) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.414(9) . ?
C11 C16 1.417(9) . ?
C12 C13 1.377(9) . ?
C13 C14 1.369(10) . ?
C14 H14 0.9500 . ?
C14 C15 1.376(10) . ?
C15 C16 1.376(9) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.534(8) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
Sm2 F10 2.588(3) . ?
Sm2 F14 2.575(3) . ?
Sm2 F18 2.260(3) . ?
Sm2 F18 2.265(3) 3_565 ?
Sm2 N5 2.414(5) . ?
Sm2 N6 2.670(5) . ?
Sm2 N7 2.429(5) . ?
Sm2 N8 2.656(5) . ?
F10 C22 1.362(7) . ?
F11 C23 1.348(8) . ?
F12 C25 1.363(8) . ?
F13 C26 1.354(8) . ?
F14 C32 1.366(6) . ?
F15 C33 1.331(7) . ?
F16 C35 1.351(7) . ?
F17 C36 1.355(7) . ?
F18 Sm2 2.265(3) 2_665 ?
N5 C21 1.350(7) . ?
N5 C27 1.475(8) . ?
N6 C28 1.465(7) . ?
N6 C29 1.472(8) . ?
N6 C30 1.472(7) . ?
N7 C31 1.342(7) . ?
N7 C37 1.460(7) . ?
N8 C38 1.484(7) . ?
N8 C39 1.466(8) . ?
N8 C40 1.465(7) . ?
C21 C22 1.423(9) . ?
C21 C26 1.402(8) . ?
C22 C23 1.361(9) . ?
C23 C24 1.372(10) . ?
C24 H24 0.9500 . ?
C24 C25 1.355(11) . ?
C25 C26 1.379(10) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.511(8) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 C32 1.415(8) . ?
C31 C36 1.419(8) . ?
C32 C33 1.375(8) . ?
C33 C34 1.383(9) . ?
C34 H34 0.9500 . ?
C34 C35 1.376(9) . ?
C35 C36 1.363(9) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C37 C38 1.531(8) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C41 C42 1.498(10) . ?
C42 C43 1.381(9) . ?
C42 C47 1.371(9) . ?
C43 H43 0.9500 . ?
C43 C44 1.391(9) . ?
C44 H44 0.9500 . ?
C44 C45 1.392(9) . ?
C45 H45 0.9500 . ?
C45 C46 1.377(9) . ?
C46 H46 0.9500 . ?
C46 C47 1.366(9) . ?
C47 H47 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
F1 Sm1 F5 143.28(11) . . ?
F1 Sm1 N2 122.32(14) . . ?
F1 Sm1 N4 76.64(13) . . ?
F5 Sm1 N2 76.65(14) . . ?
F5 Sm1 N4 122.92(13) . . ?
F9 Sm1 F1 84.24(13) . . ?
F9 Sm1 F1 68.70(13) 2_665 . ?
F9 Sm1 F5 84.05(13) 2_665 . ?
F9 Sm1 F5 68.76(13) . . ?
F9 Sm1 F9 84.9(2) 2_665 . ?
F9 Sm1 N1 147.32(15) . . ?
F9 Sm1 N1 92.02(16) 2_665 . ?
F9 Sm1 N2 84.35(15) 2_665 . ?
F9 Sm1 N2 144.61(15) . . ?
F9 Sm1 N3 91.53(16) . . ?
F9 Sm1 N3 147.18(16) 2_665 . ?
F9 Sm1 N4 84.92(15) . . ?
F9 Sm1 N4 144.64(14) 2_665 . ?
N1 Sm1 F1 64.53(14) . . ?
N1 Sm1 F5 143.37(15) . . ?
N1 Sm1 N2 66.72(16) . . ?
N1 Sm1 N4 78.95(16) . . ?
N2 Sm1 N4 121.44(15) . . ?
N3 Sm1 F1 143.47(15) . . ?
N3 Sm1 F5 64.43(14) . . ?
N3 Sm1 N1 107.56(17) . . ?
N3 Sm1 N2 79.88(17) . . ?
N3 Sm1 N4 66.84(16) . . ?
C2 F1 Sm1 117.4(3) . . ?
C12 F5 Sm1 117.3(3) . . ?
Sm1 F9 Sm1 155.1(2) 3_565 . ?
C1 N1 Sm1 122.9(4) . . ?
C1 N1 C7 116.5(5) . . ?
C7 N1 Sm1 119.4(4) . . ?
C8 N2 Sm1 99.0(3) . . ?
C8 N2 C9 110.0(5) . . ?
C8 N2 C10 108.0(5) . . ?
C9 N2 Sm1 114.2(4) . . ?
C9 N2 C10 107.7(5) . . ?
C10 N2 Sm1 117.4(4) . . ?
C11 N3 Sm1 122.5(4) . . ?
C11 N3 C17 117.3(5) . . ?
C17 N3 Sm1 119.4(4) . . ?
C18 N4 Sm1 98.3(4) . . ?
C19 N4 Sm1 113.4(4) . . ?
C19 N4 C18 110.9(5) . . ?
C19 N4 C20 108.0(5) . . ?
C20 N4 Sm1 118.1(4) . . ?
C20 N4 C18 107.6(5) . . ?
F3 C0AA C4 118.9(7) . . ?
F3 C0AA C6 116.7(7) . . ?
C4 C0AA C6 124.4(7) . . ?
N1 C1 C2 118.4(5) . . ?
N1 C1 C6 129.9(6) . . ?
C6 C1 C2 111.7(5) . . ?
F1 C2 C1 116.3(5) . . ?
F1 C2 C3 118.6(6) . . ?
C3 C2 C1 125.0(6) . . ?
F2 C3 C2 119.1(6) . . ?
F2 C3 C4 120.4(6) . . ?
C2 C3 C4 120.5(7) . . ?
C0AA C4 C3 115.9(6) . . ?
C0AA C4 H4 122.1 . . ?
C3 C4 H4 122.1 . . ?
F4 C6 C0AA 117.4(6) . . ?
F4 C6 C1 120.4(6) . . ?
C0AA C6 C1 122.2(6) . . ?
N1 C7 H7A 109.7 . . ?
N1 C7 H7B 109.7 . . ?
N1 C7 C8 109.8(5) . . ?
H7A C7 H7B 108.2 . . ?
C8 C7 H7A 109.7 . . ?
C8 C7 H7B 109.7 . . ?
N2 C8 C7 112.7(5) . . ?
N2 C8 H8A 109.1 . . ?
N2 C8 H8B 109.1 . . ?
C7 C8 H8A 109.1 . . ?
C7 C8 H8B 109.1 . . ?
H8A C8 H8B 107.8 . . ?
N2 C9 H9A 109.5 . . ?
N2 C9 H9B 109.5 . . ?
N2 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N2 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
N2 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N3 C11 C12 119.6(6) . . ?
N3 C11 C16 129.5(6) . . ?
C12 C11 C16 110.9(5) . . ?
F5 C12 C11 115.8(5) . . ?
F5 C12 C13 118.7(6) . . ?
C13 C12 C11 125.5(6) . . ?
F6 C13 C12 119.3(6) . . ?
F6 C13 C14 119.3(6) . . ?
C14 C13 C12 121.3(6) . . ?
C13 C14 H14 122.3 . . ?
C13 C14 C15 115.5(6) . . ?
C15 C14 H14 122.3 . . ?
F7 C15 C14 118.1(6) . . ?
F7 C15 C16 118.4(6) . . ?
C16 C15 C14 123.6(6) . . ?
F8 C16 C11 120.1(6) . . ?
F8 C16 C15 116.8(6) . . ?
C15 C16 C11 123.1(6) . . ?
N3 C17 H17A 109.6 . . ?
N3 C17 H17B 109.6 . . ?
N3 C17 C18 110.2(5) . . ?
H17A C17 H17B 108.1 . . ?
C18 C17 H17A 109.6 . . ?
C18 C17 H17B 109.6 . . ?
N4 C18 C17 112.3(5) . . ?
N4 C18 H18A 109.1 . . ?
N4 C18 H18B 109.1 . . ?
C17 C18 H18A 109.1 . . ?
C17 C18 H18B 109.1 . . ?
H18A C18 H18B 107.9 . . ?
N4 C19 H19A 109.5 . . ?
N4 C19 H19B 109.5 . . ?
N4 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N4 C20 H20A 109.5 . . ?
N4 C20 H20B 109.5 . . ?
N4 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
F10 Sm2 N6 122.56(13) . . ?
F10 Sm2 N8 77.54(13) . . ?
F14 Sm2 F10 142.15(11) . . ?
F14 Sm2 N6 76.55(12) . . ?
F14 Sm2 N8 123.01(13) . . ?
F18 Sm2 F10 68.14(12) . . ?
F18 Sm2 F10 84.35(12) 3_565 . ?
F18 Sm2 F14 68.11(11) 3_565 . ?
F18 Sm2 F14 83.05(12) . . ?
F18 Sm2 F18 83.89(19) . 3_565 ?
F18 Sm2 N5 92.41(16) . . ?
F18 Sm2 N5 147.71(14) 3_565 . ?
F18 Sm2 N6 143.96(13) 3_565 . ?
F18 Sm2 N6 85.14(14) . . ?
F18 Sm2 N7 91.30(15) 3_565 . ?
F18 Sm2 N7 146.52(14) . . ?
F18 Sm2 N8 144.78(13) . . ?
F18 Sm2 N8 85.12(15) 3_565 . ?
N5 Sm2 F10 64.71(14) . . ?
N5 Sm2 F14 143.42(14) . . ?
N5 Sm2 N6 66.89(15) . . ?
N5 Sm2 N7 108.21(17) . . ?
N5 Sm2 N8 79.59(17) . . ?
N7 Sm2 F10 144.47(14) . . ?
N7 Sm2 F14 64.58(13) . . ?
N7 Sm2 N6 79.47(16) . . ?
N7 Sm2 N8 66.95(15) . . ?
N8 Sm2 N6 121.40(15) . . ?
C22 F10 Sm2 117.0(3) . . ?
C32 F14 Sm2 117.2(3) . . ?
Sm2 F18 Sm2 156.10(19) . 2_665 ?
C21 N5 Sm2 122.9(4) . . ?
C21 N5 C27 117.8(5) . . ?
C27 N5 Sm2 118.6(3) . . ?
C28 N6 Sm2 97.9(3) . . ?
C28 N6 C29 111.2(5) . . ?
C28 N6 C30 107.7(5) . . ?
C29 N6 Sm2 113.1(3) . . ?
C29 N6 C30 108.8(5) . . ?
C30 N6 Sm2 117.6(4) . . ?
C31 N7 Sm2 121.9(4) . . ?
C31 N7 C37 117.7(5) . . ?
C37 N7 Sm2 118.9(3) . . ?
C38 N8 Sm2 98.7(3) . . ?
C39 N8 Sm2 112.9(4) . . ?
C39 N8 C38 110.6(5) . . ?
C40 N8 Sm2 118.1(4) . . ?
C40 N8 C38 107.7(5) . . ?
C40 N8 C39 108.2(5) . . ?
N5 C21 C22 118.5(5) . . ?
N5 C21 C26 129.6(6) . . ?
C26 C21 C22 112.0(5) . . ?
F10 C22 C21 116.7(5) . . ?
C23 C22 F10 119.0(6) . . ?
C23 C22 C21 124.3(6) . . ?
F11 C23 C22 118.9(6) . . ?
F11 C23 C24 119.6(6) . . ?
C22 C23 C24 121.5(7) . . ?
C23 C24 H24 122.0 . . ?
C25 C24 C23 116.1(6) . . ?
C25 C24 H24 122.0 . . ?
F12 C25 C26 116.8(7) . . ?
C24 C25 F12 119.7(6) . . ?
C24 C25 C26 123.5(6) . . ?
F13 C26 C21 120.6(6) . . ?
F13 C26 C25 116.9(6) . . ?
C25 C26 C21 122.4(7) . . ?
N5 C27 H27A 109.7 . . ?
N5 C27 H27B 109.7 . . ?
N5 C27 C28 109.8(5) . . ?
H27A C27 H27B 108.2 . . ?
C28 C27 H27A 109.7 . . ?
C28 C27 H27B 109.7 . . ?
N6 C28 C27 113.6(5) . . ?
N6 C28 H28A 108.8 . . ?
N6 C28 H28B 108.8 . . ?
C27 C28 H28A 108.8 . . ?
C27 C28 H28B 108.8 . . ?
H28A C28 H28B 107.7 . . ?
N6 C29 H29A 109.5 . . ?
N6 C29 H29B 109.5 . . ?
N6 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N6 C30 H30A 109.5 . . ?
N6 C30 H30B 109.5 . . ?
N6 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N7 C31 C32 119.2(5) . . ?
N7 C31 C36 129.8(5) . . ?
C32 C31 C36 111.0(5) . . ?
F14 C32 C31 116.3(5) . . ?
F14 C32 C33 117.9(5) . . ?
C33 C32 C31 125.6(5) . . ?
F15 C33 C32 119.5(5) . . ?
F15 C33 C34 120.1(5) . . ?
C32 C33 C34 120.4(5) . . ?
C33 C34 H34 122.1 . . ?
C35 C34 C33 115.8(5) . . ?
C35 C34 H34 122.1 . . ?
F16 C35 C34 117.8(5) . . ?
F16 C35 C36 118.4(6) . . ?
C36 C35 C34 123.7(6) . . ?
F17 C36 C31 120.0(5) . . ?
F17 C36 C35 116.9(5) . . ?
C35 C36 C31 123.1(6) . . ?
N7 C37 H37A 109.6 . . ?
N7 C37 H37B 109.6 . . ?
N7 C37 C38 110.1(5) . . ?
H37A C37 H37B 108.2 . . ?
C38 C37 H37A 109.6 . . ?
C38 C37 H37B 109.6 . . ?
N8 C38 C37 112.2(5) . . ?
N8 C38 H38A 109.2 . . ?
N8 C38 H38B 109.2 . . ?
C37 C38 H38A 109.2 . . ?
C37 C38 H38B 109.2 . . ?
H38A C38 H38B 107.9 . . ?
N8 C39 H39A 109.5 . . ?
N8 C39 H39B 109.5 . . ?
N8 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
N8 C40 H40A 109.5 . . ?
N8 C40 H40B 109.5 . . ?
N8 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C42 C41 H41A 109.5 . . ?
C42 C41 H41B 109.5 . . ?
C42 C41 H41C 109.5 . . ?
C43 C42 C41 117.7(16) . . ?
C47 C42 C41 121.3(16) . . ?
C47 C42 C43 121.0(10) . . ?
C42 C43 H43 120.1 . . ?
C42 C43 C44 119.8(10) . . ?
C44 C43 H43 120.1 . . ?
C43 C44 H44 120.1 . . ?
C43 C44 C45 119.8(10) . . ?
C45 C44 H44 120.1 . . ?
C44 C45 H45 121.2 . . ?
C46 C45 C44 117.5(10) . . ?
C46 C45 H45 121.2 . . ?
C45 C46 H46 118.1 . . ?
C47 C46 C45 123.7(11) . . ?
C47 C46 H46 118.1 . . ?
C42 C47 H47 121.2 . . ?
C46 C47 C42 117.6(10) . . ?
C46 C47 H47 121.2 . . ?

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
Sm1 F1 C2 C1 -7.7(6) . . . . ?
Sm1 F1 C2 C3 169.7(4) . . . . ?
Sm1 F5 C12 C11 -6.8(7) . . . . ?
Sm1 F5 C12 C13 171.8(5) . . . . ?
Sm1 N1 C1 C2 3.4(8) . . . . ?
Sm1 N1 C1 C6 -176.3(6) . . . . ?
Sm1 N1 C7 C8 0.1(7) . . . . ?
Sm1 N2 C8 C7 -61.2(5) . . . . ?
Sm1 N3 C11 C12 2.4(8) . . . . ?
Sm1 N3 C11 C16 -176.9(5) . . . . ?
Sm1 N3 C17 C18 0.8(7) . . . . ?
Sm1 N4 C18 C17 -61.1(5) . . . . ?
F1 C2 C3 F2 -3.5(9) . . . . ?
F1 C2 C3 C4 179.1(6) . . . . ?
F2 C3 C4 C0AA -177.9(7) . . . . ?
F3 C0AA C4 C3 -177.6(7) . . . . ?
F3 C0AA C6 F4 1.6(12) . . . . ?
F3 C0AA C6 C1 -179.9(7) . . . . ?
F5 C12 C13 F6 -3.3(9) . . . . ?
F5 C12 C13 C14 178.2(6) . . . . ?
F6 C13 C14 C15 -178.7(6) . . . . ?
F7 C15 C16 F8 1.7(10) . . . . ?
F7 C15 C16 C11 179.4(6) . . . . ?
N1 C1 C2 F1 3.3(8) . . . . ?
N1 C1 C2 C3 -174.0(6) . . . . ?
N1 C1 C6 F4 -5.8(12) . . . . ?
N1 C1 C6 C0AA 175.7(7) . . . . ?
N1 C7 C8 N2 45.9(7) . . . . ?
N3 C11 C12 F5 3.3(9) . . . . ?
N3 C11 C12 C13 -175.3(6) . . . . ?
N3 C11 C16 F8 -4.9(10) . . . . ?
N3 C11 C16 C15 177.5(7) . . . . ?
N3 C17 C18 N4 45.7(7) . . . . ?
C1 N1 C7 C8 -167.3(5) . . . . ?
C1 C2 C3 F2 173.7(6) . . . . ?
C1 C2 C3 C4 -3.7(11) . . . . ?
C2 C1 C6 F4 174.4(6) . . . . ?
C2 C1 C6 C0AA -4.0(10) . . . . ?
C2 C3 C4 C0AA -0.5(11) . . . . ?
C4 C0AA C6 F4 -178.1(8) . . . . ?
C4 C0AA C6 C1 0.4(14) . . . . ?
C6 C0AA C4 C3 2.1(13) . . . . ?
C6 C1 C2 F1 -177.0(6) . . . . ?
C6 C1 C2 C3 5.8(9) . . . . ?
C7 N1 C1 C2 170.3(6) . . . . ?
C7 N1 C1 C6 -9.4(10) . . . . ?
C9 N2 C8 C7 58.8(7) . . . . ?
C10 N2 C8 C7 176.1(5) . . . . ?
C11 N3 C17 C18 -169.3(5) . . . . ?
C11 C12 C13 F6 175.2(6) . . . . ?
C11 C12 C13 C14 -3.2(11) . . . . ?
C12 C11 C16 F8 175.8(6) . . . . ?
C12 C11 C16 C15 -1.9(9) . . . . ?
C12 C13 C14 C15 -0.3(11) . . . . ?
C13 C14 C15 F7 -178.3(6) . . . . ?
C13 C14 C15 C16 2.4(11) . . . . ?
C14 C15 C16 F8 -179.0(7) . . . . ?
C14 C15 C16 C11 -1.3(12) . . . . ?
C16 C11 C12 F5 -177.3(5) . . . . ?
C16 C11 C12 C13 4.1(9) . . . . ?
C17 N3 C11 C12 172.2(6) . . . . ?
C17 N3 C11 C16 -7.1(9) . . . . ?
C19 N4 C18 C17 57.9(7) . . . . ?
C20 N4 C18 C17 175.8(5) . . . . ?
Sm2 F10 C22 C21 5.8(7) . . . . ?
Sm2 F10 C22 C23 -173.6(4) . . . . ?
Sm2 F14 C32 C31 8.2(6) . . . . ?
Sm2 F14 C32 C33 -167.1(4) . . . . ?
Sm2 N5 C21 C22 -0.6(8) . . . . ?
Sm2 N5 C21 C26 179.5(5) . . . . ?
Sm2 N5 C27 C28 -1.2(7) . . . . ?
Sm2 N6 C28 C27 61.9(5) . . . . ?
Sm2 N7 C31 C32 -5.4(7) . . . . ?
Sm2 N7 C31 C36 175.1(5) . . . . ?
Sm2 N7 C37 C38 0.4(6) . . . . ?
Sm2 N8 C38 C37 61.7(5) . . . . ?
F10 C22 C23 F11 5.5(9) . . . . ?
F10 C22 C23 C24 -177.1(6) . . . . ?
F11 C23 C24 C25 178.1(6) . . . . ?
F12 C25 C26 F13 0.2(10) . . . . ?
F12 C25 C26 C21 -177.5(6) . . . . ?
F14 C32 C33 F15 2.3(8) . . . . ?
F14 C32 C33 C34 -179.6(5) . . . . ?
F15 C33 C34 C35 177.9(5) . . . . ?
F16 C35 C36 F17 -0.7(9) . . . . ?
F16 C35 C36 C31 178.5(5) . . . . ?
N5 C21 C22 F10 -3.7(8) . . . . ?
N5 C21 C22 C23 175.6(6) . . . . ?
N5 C21 C26 F13 3.6(11) . . . . ?
N5 C21 C26 C25 -178.8(7) . . . . ?
N5 C27 C28 N6 -46.2(7) . . . . ?
N7 C31 C32 F14 -2.3(8) . . . . ?
N7 C31 C32 C33 172.6(5) . . . . ?
N7 C31 C36 F17 4.3(10) . . . . ?
N7 C31 C36 C35 -175.0(6) . . . . ?
N7 C37 C38 N8 -46.5(7) . . . . ?
C21 N5 C27 C28 169.4(5) . . . . ?
C21 C22 C23 F11 -173.8(6) . . . . ?
C21 C22 C23 C24 3.7(10) . . . . ?
C22 C21 C26 F13 -176.3(6) . . . . ?
C22 C21 C26 C25 1.3(10) . . . . ?
C22 C23 C24 C25 0.7(11) . . . . ?
C23 C24 C25 F12 176.5(6) . . . . ?
C23 C24 C25 C26 -3.8(11) . . . . ?
C24 C25 C26 F13 -179.5(7) . . . . ?
C24 C25 C26 C21 2.8(12) . . . . ?
C26 C21 C22 F10 176.2(5) . . . . ?
C26 C21 C22 C23 -4.5(9) . . . . ?
C27 N5 C21 C22 -170.7(6) . . . . ?
C27 N5 C21 C26 9.4(10) . . . . ?
C29 N6 C28 C27 -56.7(7) . . . . ?
C30 N6 C28 C27 -175.7(5) . . . . ?
C31 N7 C37 C38 167.0(5) . . . . ?
C31 C32 C33 F15 -172.5(5) . . . . ?
C31 C32 C33 C34 5.5(9) . . . . ?
C32 C31 C36 F17 -175.2(5) . . . . ?
C32 C31 C36 C35 5.5(8) . . . . ?
C32 C33 C34 C35 -0.2(9) . . . . ?
C33 C34 C35 F16 178.5(5) . . . . ?
C33 C34 C35 C36 -1.8(9) . . . . ?
C34 C35 C36 F17 179.6(6) . . . . ?
C34 C35 C36 C31 -1.1(10) . . . . ?
C36 C31 C32 F14 177.3(5) . . . . ?
C36 C31 C32 C33 -7.8(8) . . . . ?
C37 N7 C31 C32 -171.6(5) . . . . ?
C37 N7 C31 C36 9.0(9) . . . . ?
C39 N8 C38 C37 -56.8(7) . . . . ?
C40 N8 C38 C37 -175.0(5) . . . . ?
C41 C42 C43 C44 -177.1(13) . . . . ?
C41 C42 C47 C46 173.8(14) . . . . ?
C42 C43 C44 C45 0(2) . . . . ?
C43 C42 C47 C46 -8(2) . . . . ?
C43 C44 C45 C46 -1(3) . . . . ?
C44 C45 C46 C47 -3(3) . . . . ?
C45 C46 C47 C42 7(3) . . . . ?
C47 C42 C43 C44 4.7(19) . . . . ?

_shelx_SHELXL_version_number     2014/7
_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_added_by_encifer
_database_code_depnum_ccdc_archive 'CCDC 1433699'
_audit_update_record             
;
2015-10-28 deposited with the CCDC.
2015-12-04 downloaded from the CCDC.
;
_audit_creation_date             2015-10-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C70 H92 F10 N8 Sm2, 2(C6 D6)'
_chemical_formula_sum            'C82 H92 D12 F10 N8 Sm2'
_chemical_formula_weight         1704.50
_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'
D D 0.0000 0.0000 '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'
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'
Sm Sm -0.1120 3.4610 '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                   14.519(3)
_cell_length_b                   13.306(3)
_cell_length_c                   20.545(4)
_cell_angle_alpha                90
_cell_angle_beta                 99.08(3)
_cell_angle_gamma                90
_cell_volume                     3919.4(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    56432
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.244
_cell_measurement_theta_min      2.008
_shelx_estimated_absorpt_T_max   0.912
_shelx_estimated_absorpt_T_min   0.860
_exptl_absorpt_coefficient_mu    1.555
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.444
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1732
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0853
_diffrn_reflns_av_unetI/netI     0.0576
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            37998
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_min         2.008
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_device_type  'ADSC Quantum 210r'
_diffrn_measurement_method       'Phi Scan'
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.7108
_diffrn_source                   'Australian Synchrotron'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8153
_reflns_number_total             8693
_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       'XDS (Kabsch, 1993)'
_computing_data_collection       'BluIce (McPhillips, 2002)'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_molecular_graphics    'X-Seed (Barbour, 2001)'
_computing_publication_material  'CIFTAB (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_refine_diff_density_max         2.438
_refine_diff_density_min         -1.505
_refine_diff_density_rms         0.125
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     470
_refine_ls_number_reflns         8693
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0502
_refine_ls_R_factor_gt           0.0480
_refine_ls_restrained_S_all      1.057
_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)+(0.0384P)²+11.5826P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1168
_refine_ls_wR_factor_ref         0.1182
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8), C11(H11), C20(H20), C23(H23)
2.b Secondary CH2 refined with riding coordinates:
 C32(H32A,H32B), C33(H33A,H33B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C4(H4), C5(H5), C6(H6), C16(H16), C17(H17), C18(H18), C29(H29),
 C40(D40), C41(D41), C42(D42), C43(D43), C44(D44), C45(D45)
2.d Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C13(H13A,H13B,
 H13C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C24(H24A,H24B,H24C), C25(H25A,
 H25B,H25C), C34(H34A,H34B,H34C), C35(H35A,H35B,H35C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Sm1 Sm 1.02340(2) 0.48978(2) 0.59218(2) 0.02667(8) Uani 1 1 d . . . . .
F1 F 1.13837(15) 0.34569(18) 0.62235(12) 0.0375(5) Uani 1 1 d . . . . .
N1 N 0.9615(2) 0.4645(2) 0.69562(14) 0.0237(5) Uani 1 1 d . . . . .
C1 C 0.9152(2) 0.3815(3) 0.67481(16) 0.0236(6) Uani 1 1 d . . . . .
H1 H 0.8801 0.3458 0.7027 0.028 Uiso 1 1 calc R . . . .
F2 F 1.2665(2) 0.1986(2) 0.6399(2) 0.0697(9) Uani 1 1 d . . . . .
N2 N 0.9191(2) 0.3498(2) 0.61446(14) 0.0265(6) Uani 1 1 d . . . . .
C2 C 0.9662(3) 0.4997(2) 0.76187(17) 0.0242(7) Uani 1 1 d . . . . .
F3 F 1.50087(19) 0.4434(3) 0.68888(17) 0.0705(10) Uani 1 1 d . . . . .
N3 N 1.1771(3) 0.5380(3) 0.6390(2) 0.0412(8) Uani 1 1 d . . . . .
C3 C 1.0524(3) 0.4886(3) 0.80500(17) 0.0262(7) Uani 1 1 d . . . . .
F4 F 1.3782(2) 0.5872(2) 0.66904(16) 0.0583(8) Uani 1 1 d . . . . .
N4 N 1.0298(2) 0.6772(3) 0.62030(17) 0.0369(7) Uani 1 1 d . . . . .
C4 C 1.0614(3) 0.5315(3) 0.86760(18) 0.0340(8) Uani 1 1 d . . . . .
H4 H 1.1191 0.5259 0.8965 0.041 Uiso 1 1 calc R . . . .
F5 F 0.92996(18) 0.5575(2) 0.50469(11) 0.0419(6) Uani 1 1 d . . . . .
C5 C 0.9881(3) 0.5822(3) 0.88834(19) 0.0365(8) Uani 1 1 d . . . . .
H5 H 0.9954 0.6108 0.9312 0.044 Uiso 1 1 calc R . . . .
C6 C 0.9046(3) 0.5912(3) 0.84676(19) 0.0346(8) Uani 1 1 d . . . . .
H6 H 0.8542 0.6253 0.8616 0.042 Uiso 1 1 calc R . . . .
C7 C 0.8922(3) 0.5511(3) 0.78297(18) 0.0302(7) Uani 1 1 d . . . . .
C8 C 1.1297(3) 0.4263(3) 0.78294(18) 0.0305(7) Uani 1 1 d . . . . .
H8 H 1.1287 0.4400 0.7350 0.037 Uiso 1 1 calc R . . . .
C9 C 1.1107(3) 0.3138(3) 0.7903(2) 0.0409(9) Uani 1 1 d . . . . .
H9A H 1.0465 0.2986 0.7700 0.061 Uiso 1 1 calc GR . . . .
H9B H 1.1192 0.2962 0.8372 0.061 Uiso 1 1 calc GR . . . .
H9C H 1.1542 0.2748 0.7684 0.061 Uiso 1 1 calc GR . . . .
C10 C 1.2271(3) 0.4517(4) 0.8184(2) 0.0449(10) Uani 1 1 d . . . . .
H10A H 1.2323 0.4328 0.8649 0.067 Uiso 1 1 calc GR . . . .
H10B H 1.2381 0.5240 0.8150 0.067 Uiso 1 1 calc GR . . . .
H10C H 1.2734 0.4146 0.7980 0.067 Uiso 1 1 calc GR . . . .
C11 C 0.7977(3) 0.5621(4) 0.7401(2) 0.0441(10) Uani 1 1 d . . . . .
H11 H 0.8052 0.5459 0.6937 0.053 Uiso 1 1 calc R . . . .
C12 C 0.7580(4) 0.6691(4) 0.7410(3) 0.0592(14) Uani 1 1 d . . . . .
H12A H 0.8050 0.7176 0.7317 0.089 Uiso 1 1 calc GR . . . .
H12B H 0.7412 0.6830 0.7844 0.089 Uiso 1 1 calc GR . . . .
H12C H 0.7023 0.6749 0.7073 0.089 Uiso 1 1 calc GR . . . .
C13 C 0.7286(4) 0.4856(5) 0.7619(4) 0.0670(17) Uani 1 1 d . . . . .
H13A H 0.7241 0.4965 0.8085 0.100 Uiso 1 1 calc GR . . . .
H13B H 0.7509 0.4172 0.7560 0.100 Uiso 1 1 calc GR . . . .
H13C H 0.6671 0.4946 0.7352 0.100 Uiso 1 1 calc GR . . . .
C14 C 0.8643(3) 0.2647(3) 0.58766(16) 0.0275(7) Uani 1 1 d . . . . .
C15 C 0.7721(3) 0.2784(3) 0.55855(19) 0.0344(8) Uani 1 1 d . . . . .
C16 C 0.7232(3) 0.1963(4) 0.5261(2) 0.0427(10) Uani 1 1 d . . . . .
H16 H 0.6606 0.2055 0.5052 0.051 Uiso 1 1 calc R . . . .
C17 C 0.7639(3) 0.1041(4) 0.5239(2) 0.0444(10) Uani 1 1 d . . . . .
H17 H 0.7300 0.0502 0.5012 0.053 Uiso 1 1 calc R . . . .
C18 C 0.8539(3) 0.0894(3) 0.5545(2) 0.0394(9) Uani 1 1 d . . . . .
H18 H 0.8812 0.0247 0.5541 0.047 Uiso 1 1 calc R . . . .
C19 C 0.9059(3) 0.1693(3) 0.58640(18) 0.0333(8) Uani 1 1 d . . . . .
C20 C 0.7231(3) 0.3782(4) 0.5599(2) 0.0456(10) Uani 1 1 d . . . . .
H20 H 0.7679 0.4281 0.5835 0.055 Uiso 1 1 calc R . . . .
C21 C 0.6378(5) 0.3710(5) 0.5956(3) 0.0721(18) Uani 1 1 d . . . . .
H21A H 0.6579 0.3492 0.6412 0.108 Uiso 1 1 calc GR . . . .
H21B H 0.5934 0.3221 0.5729 0.108 Uiso 1 1 calc GR . . . .
H21C H 0.6078 0.4369 0.5954 0.108 Uiso 1 1 calc GR . . . .
C22 C 0.6908(4) 0.4155(4) 0.4896(3) 0.0609(14) Uani 1 1 d . . . . .
H22A H 0.6455 0.3680 0.4663 0.091 Uiso 1 1 calc GR . . . .
H22B H 0.7446 0.4207 0.4663 0.091 Uiso 1 1 calc GR . . . .
H22C H 0.6615 0.4817 0.4910 0.091 Uiso 1 1 calc GR . . . .
C23 C 1.0045(3) 0.1477(3) 0.6197(2) 0.0379(9) Uani 1 1 d . . . . .
H23 H 1.0352 0.2133 0.6334 0.045 Uiso 1 1 calc R . . . .
C24 C 1.0041(4) 0.0841(5) 0.6817(2) 0.0576(13) Uani 1 1 d . . . . .
H24A H 0.9771 0.0179 0.6692 0.086 Uiso 1 1 calc GR . . . .
H24B H 0.9666 0.1177 0.7109 0.086 Uiso 1 1 calc GR . . . .
H24C H 1.0681 0.0758 0.7046 0.086 Uiso 1 1 calc GR . . . .
C25 C 1.0631(4) 0.0946(4) 0.5743(3) 0.0538(12) Uani 1 1 d . . . . .
H25A H 1.0656 0.1363 0.5353 0.081 Uiso 1 1 calc GR . . . .
H25B H 1.0348 0.0296 0.5606 0.081 Uiso 1 1 calc GR . . . .
H25C H 1.1265 0.0840 0.5979 0.081 Uiso 1 1 calc GR . . . .
C26 C 1.2497(3) 0.4729(3) 0.6467(2) 0.0375(9) Uani 1 1 d . . . . .
C27 C 1.2310(3) 0.3710(3) 0.63923(19) 0.0365(8) Uani 1 1 d . . . . .
C28 C 1.2957(3) 0.2955(4) 0.6489(2) 0.0490(11) Uani 1 1 d . . . . .
C29 C 1.3893(3) 0.3173(5) 0.6656(3) 0.0543(12) Uani 1 1 d . . . . .
H29 H 1.4357 0.2663 0.6720 0.065 Uiso 1 1 calc R . . . .
C30 C 1.4105(3) 0.4160(5) 0.6722(2) 0.0498(12) Uani 1 1 d . . . . .
C31 C 1.3470(3) 0.4914(4) 0.6637(2) 0.0450(11) Uani 1 1 d . . . . .
C32 C 1.1959(3) 0.6388(3) 0.6668(2) 0.0452(10) Uani 1 1 d . . . . .
H32A H 1.2249 0.6811 0.6359 0.054 Uiso 1 1 calc R . . . .
H32B H 1.2394 0.6345 0.7090 0.054 Uiso 1 1 calc R . . . .
C33 C 1.1035(4) 0.6852(3) 0.6783(2) 0.0463(10) Uani 1 1 d . . . . .
H33A H 1.0823 0.6512 0.7161 0.056 Uiso 1 1 calc R . . . .
H33B H 1.1136 0.7570 0.6899 0.056 Uiso 1 1 calc R . . . .
C34 C 0.9426(4) 0.7150(4) 0.6334(3) 0.0643(15) Uani 1 1 d . . . . .
H34A H 0.8986 0.7192 0.5921 0.096 Uiso 1 1 calc GR . . . .
H34B H 0.9517 0.7821 0.6532 0.096 Uiso 1 1 calc GR . . . .
H34C H 0.9176 0.6698 0.6640 0.096 Uiso 1 1 calc GR . . . .
C35 C 1.0617(4) 0.7314(4) 0.5654(3) 0.0608(14) Uani 1 1 d . . . . .
H35A H 1.0786 0.8004 0.5791 0.091 Uiso 1 1 calc GR . . . .
H35B H 1.0115 0.7326 0.5275 0.091 Uiso 1 1 calc GR . . . .
H35C H 1.1162 0.6971 0.5532 0.091 Uiso 1 1 calc GR . . . .
C40 C 0.4094(5) 0.1773(4) 0.3995(3) 0.0638(15) Uani 1 1 d . . . . .
D40 D 0.4362 0.1349 0.3704 0.077 Uiso 1 1 calc R . . . .
C41 C 0.3390(5) 0.1415(5) 0.4298(3) 0.0747(19) Uani 1 1 d . . . . .
D41 D 0.3178 0.0745 0.4216 0.090 Uiso 1 1 calc R . . . .
C42 C 0.2987(5) 0.2003(5) 0.4718(3) 0.0714(17) Uani 1 1 d . . . . .
D42 D 0.2511 0.1746 0.4940 0.086 Uiso 1 1 calc R . . . .
C43 C 0.3292(7) 0.2987(6) 0.4810(4) 0.102(3) Uani 1 1 d . . . . .
D43 D 0.2991 0.3432 0.5071 0.122 Uiso 1 1 calc R . . . .
C44 C 0.4036(6) 0.3324(6) 0.4521(4) 0.093(3) Uani 1 1 d . . . . .
D44 D 0.4281 0.3979 0.4617 0.112 Uiso 1 1 calc R . . . .
C45 C 0.4416(4) 0.2722(4) 0.4103(3) 0.0593(13) Uani 1 1 d . . . . .
D45 D 0.4904 0.2965 0.3887 0.071 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
Sm1 Sm1 3.7511(9) 3_766 ?
Sm1 F1 2.553(2) . ?
Sm1 N1 2.458(3) . ?
Sm1 C1 2.876(3) . ?
Sm1 N2 2.488(3) . ?
Sm1 N3 2.375(4) . ?
Sm1 N4 2.558(4) . ?
Sm1 F5 2.261(2) . ?
Sm1 F5 2.289(2) 3_766 ?
F1 C27 1.377(5) . ?
N1 C1 1.328(4) . ?
N1 C2 1.431(4) . ?
C1 H1 0.9500 . ?
C1 N2 1.319(4) . ?
F2 C28 1.361(6) . ?
N2 C14 1.441(4) . ?
C2 C3 1.422(5) . ?
C2 C7 1.400(5) . ?
F3 C30 1.353(5) . ?
N3 C26 1.354(6) . ?
N3 C32 1.466(6) . ?
C3 C4 1.395(5) . ?
C3 C8 1.520(5) . ?
F4 C31 1.351(5) . ?
N4 C33 1.474(6) . ?
N4 C34 1.427(6) . ?
N4 C35 1.473(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.384(6) . ?
F5 Sm1 2.289(2) 3_766 ?
C5 H5 0.9500 . ?
C5 C6 1.374(6) . ?
C6 H6 0.9500 . ?
C6 C7 1.400(5) . ?
C7 C11 1.516(6) . ?
C8 H8 1.0000 . ?
C8 C9 1.534(6) . ?
C8 C10 1.523(6) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11 1.0000 . ?
C11 C12 1.538(7) . ?
C11 C13 1.544(8) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.390(5) . ?
C14 C19 1.408(6) . ?
C15 C16 1.411(6) . ?
C15 C20 1.508(6) . ?
C16 H16 0.9500 . ?
C16 C17 1.366(7) . ?
C17 H17 0.9500 . ?
C17 C18 1.371(7) . ?
C18 H18 0.9500 . ?
C18 C19 1.405(5) . ?
C19 C23 1.513(6) . ?
C20 H20 1.0000 . ?
C20 C21 1.539(7) . ?
C20 C22 1.529(7) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23 1.0000 . ?
C23 C24 1.530(7) . ?
C23 C25 1.531(6) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.387(6) . ?
C26 C31 1.422(6) . ?
C27 C28 1.368(7) . ?
C28 C29 1.379(7) . ?
C29 H29 0.9500 . ?
C29 C30 1.351(8) . ?
C30 C31 1.355(7) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C33 1.529(7) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C40 D40 0.9500 . ?
C40 C41 1.364(8) . ?
C40 C45 1.353(8) . ?
C41 D41 0.9500 . ?
C41 C42 1.362(8) . ?
C42 D42 0.9500 . ?
C42 C43 1.387(10) . ?
C43 D43 0.9500 . ?
C43 C44 1.387(10) . ?
C44 D44 0.9500 . ?
C44 C45 1.353(8) . ?
C45 D45 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
F1 Sm1 Sm1 107.87(6) . 3_766 ?
F1 Sm1 C1 82.97(8) . . ?
F1 Sm1 N4 132.70(10) . . ?
N1 Sm1 Sm1 148.25(7) . 3_766 ?
N1 Sm1 F1 90.10(9) . . ?
N1 Sm1 C1 27.43(10) . . ?
N1 Sm1 N2 54.71(9) . . ?
N1 Sm1 N4 86.75(10) . . ?
C1 Sm1 Sm1 127.13(7) . 3_766 ?
N2 Sm1 Sm1 102.80(7) . 3_766 ?
N2 Sm1 F1 77.69(9) . . ?
N2 Sm1 C1 27.27(9) . . ?
N2 Sm1 N4 133.60(11) . . ?
N3 Sm1 Sm1 113.48(10) . 3_766 ?
N3 Sm1 F1 64.41(11) . . ?
N3 Sm1 N1 97.77(12) . . ?
N3 Sm1 C1 117.53(12) . . ?
N3 Sm1 N2 133.47(12) . . ?
N3 Sm1 N4 69.32(12) . . ?
N4 Sm1 Sm1 98.73(8) . 3_766 ?
N4 Sm1 C1 111.03(10) . . ?
F5 Sm1 Sm1 34.24(6) 3_766 3_766 ?
F5 Sm1 Sm1 34.72(6) . 3_766 ?
F5 Sm1 F1 141.19(8) . . ?
F5 Sm1 F1 74.52(8) 3_766 . ?
F5 Sm1 N1 119.11(10) . . ?
F5 Sm1 N1 155.91(10) 3_766 . ?
F5 Sm1 C1 110.72(10) . . ?
F5 Sm1 C1 129.77(10) 3_766 . ?
F5 Sm1 N2 103.08(10) 3_766 . ?
F5 Sm1 N2 97.95(10) . . ?
F5 Sm1 N3 128.46(12) . . ?
F5 Sm1 N3 92.22(11) 3_766 . ?
F5 Sm1 N4 77.70(10) . . ?
F5 Sm1 N4 117.33(10) 3_766 . ?
F5 Sm1 F5 68.96(10) . 3_766 ?
C27 F1 Sm1 116.9(2) . . ?
C1 N1 Sm1 94.1(2) . . ?
C1 N1 C2 121.6(3) . . ?
C2 N1 Sm1 143.9(2) . . ?
Sm1 C1 H1 179.1 . . ?
N1 C1 Sm1 58.49(17) . . ?
N1 C1 H1 120.9 . . ?
N2 C1 Sm1 59.78(18) . . ?
N2 C1 N1 118.3(3) . . ?
N2 C1 H1 120.9 . . ?
C1 N2 Sm1 92.9(2) . . ?
C1 N2 C14 120.5(3) . . ?
C14 N2 Sm1 146.4(2) . . ?
C3 C2 N1 117.7(3) . . ?
C7 C2 N1 122.0(3) . . ?
C7 C2 C3 120.1(3) . . ?
C26 N3 Sm1 122.6(3) . . ?
C26 N3 C32 116.4(4) . . ?
C32 N3 Sm1 120.7(3) . . ?
C2 C3 C8 119.3(3) . . ?
C4 C3 C2 118.5(3) . . ?
C4 C3 C8 122.1(3) . . ?
C33 N4 Sm1 104.4(2) . . ?
C34 N4 Sm1 112.7(3) . . ?
C34 N4 C33 112.0(4) . . ?
C34 N4 C35 111.6(4) . . ?
C35 N4 Sm1 108.0(3) . . ?
C35 N4 C33 107.9(4) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 C3 121.3(4) . . ?
C5 C4 H4 119.4 . . ?
Sm1 F5 Sm1 111.04(10) . 3_766 ?
C4 C5 H5 120.1 . . ?
C6 C5 C4 119.8(4) . . ?
C6 C5 H5 120.1 . . ?
C5 C6 H6 119.4 . . ?
C5 C6 C7 121.3(4) . . ?
C7 C6 H6 119.4 . . ?
C2 C7 C6 119.0(3) . . ?
C2 C7 C11 122.4(3) . . ?
C6 C7 C11 118.6(3) . . ?
C3 C8 H8 107.4 . . ?
C3 C8 C9 110.5(3) . . ?
C3 C8 C10 114.2(3) . . ?
C9 C8 H8 107.4 . . ?
C10 C8 H8 107.4 . . ?
C10 C8 C9 109.7(3) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C7 C11 H11 108.0 . . ?
C7 C11 C12 112.9(4) . . ?
C7 C11 C13 109.7(4) . . ?
C12 C11 H11 108.0 . . ?
C12 C11 C13 110.1(4) . . ?
C13 C11 H11 108.0 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 N2 119.9(3) . . ?
C15 C14 C19 119.8(3) . . ?
C19 C14 N2 120.2(3) . . ?
C14 C15 C16 118.7(4) . . ?
C14 C15 C20 122.1(4) . . ?
C16 C15 C20 119.1(4) . . ?
C15 C16 H16 119.2 . . ?
C17 C16 C15 121.5(4) . . ?
C17 C16 H16 119.2 . . ?
C16 C17 H17 120.1 . . ?
C16 C17 C18 119.9(4) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 H18 119.7 . . ?
C17 C18 C19 120.7(4) . . ?
C19 C18 H18 119.7 . . ?
C14 C19 C23 122.7(3) . . ?
C18 C19 C14 119.3(4) . . ?
C18 C19 C23 117.9(4) . . ?
C15 C20 H20 108.7 . . ?
C15 C20 C21 111.7(4) . . ?
C15 C20 C22 110.1(4) . . ?
C21 C20 H20 108.7 . . ?
C22 C20 H20 108.7 . . ?
C22 C20 C21 108.7(4) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C19 C23 H23 108.0 . . ?
C19 C23 C24 110.7(4) . . ?
C19 C23 C25 112.9(4) . . ?
C24 C23 H23 108.0 . . ?
C24 C23 C25 109.1(4) . . ?
C25 C23 H23 108.0 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N3 C26 C27 118.5(4) . . ?
N3 C26 C31 130.0(4) . . ?
C27 C26 C31 111.4(4) . . ?
F1 C27 C26 115.7(4) . . ?
C28 C27 F1 118.5(4) . . ?
C28 C27 C26 125.7(4) . . ?
F2 C28 C27 118.9(4) . . ?
F2 C28 C29 120.4(5) . . ?
C27 C28 C29 120.6(5) . . ?
C28 C29 H29 122.3 . . ?
C30 C29 C28 115.4(5) . . ?
C30 C29 H29 122.3 . . ?
F3 C30 C31 116.5(5) . . ?
C29 C30 F3 118.9(5) . . ?
C29 C30 C31 124.6(4) . . ?
F4 C31 C26 119.4(5) . . ?
F4 C31 C30 118.4(4) . . ?
C30 C31 C26 122.2(4) . . ?
N3 C32 H32A 110.0 . . ?
N3 C32 H32B 110.0 . . ?
N3 C32 C33 108.4(4) . . ?
H32A C32 H32B 108.4 . . ?
C33 C32 H32A 110.0 . . ?
C33 C32 H32B 110.0 . . ?
N4 C33 C32 112.9(4) . . ?
N4 C33 H33A 109.0 . . ?
N4 C33 H33B 109.0 . . ?
C32 C33 H33A 109.0 . . ?
C32 C33 H33B 109.0 . . ?
H33A C33 H33B 107.8 . . ?
N4 C34 H34A 109.5 . . ?
N4 C34 H34B 109.5 . . ?
N4 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N4 C35 H35A 109.5 . . ?
N4 C35 H35B 109.5 . . ?
N4 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C41 C40 D40 119.5 . . ?
C45 C40 D40 119.5 . . ?
C45 C40 C41 121.1(5) . . ?
C40 C41 D41 119.5 . . ?
C42 C41 C40 121.1(6) . . ?
C42 C41 D41 119.5 . . ?
C41 C42 D42 121.0 . . ?
C41 C42 C43 117.9(6) . . ?
C43 C42 D42 121.0 . . ?
C42 C43 D43 120.0 . . ?
C44 C43 C42 120.0(6) . . ?
C44 C43 D43 120.0 . . ?
C43 C44 D44 119.9 . . ?
C45 C44 C43 120.3(7) . . ?
C45 C44 D44 119.9 . . ?
C40 C45 D45 120.3 . . ?
C44 C45 C40 119.4(6) . . ?
C44 C45 D45 120.3 . . ?

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
Sm1 F1 C27 C26 8.6(4) . . . . ?
Sm1 F1 C27 C28 -173.2(3) . . . . ?
Sm1 N1 C1 N2 -0.7(3) . . . . ?
Sm1 N1 C2 C3 -64.0(5) . . . . ?
Sm1 N1 C2 C7 110.6(4) . . . . ?
Sm1 C1 N2 C14 -175.8(4) . . . . ?
Sm1 N2 C14 C15 -87.8(5) . . . . ?
Sm1 N2 C14 C19 87.4(5) . . . . ?
Sm1 N3 C26 C27 -13.0(5) . . . . ?
Sm1 N3 C26 C31 168.9(4) . . . . ?
Sm1 N3 C32 C33 16.9(5) . . . . ?
Sm1 N4 C33 C32 54.0(4) . . . . ?
F1 C27 C28 F2 1.7(6) . . . . ?
F1 C27 C28 C29 179.7(4) . . . . ?
N1 C1 N2 Sm1 0.7(3) . . . . ?
N1 C1 N2 C14 -175.1(3) . . . . ?
N1 C2 C3 C4 173.5(3) . . . . ?
N1 C2 C3 C8 -9.5(5) . . . . ?
N1 C2 C7 C6 -174.4(3) . . . . ?
N1 C2 C7 C11 7.7(6) . . . . ?
C1 N1 C2 C3 107.1(4) . . . . ?
C1 N1 C2 C7 -78.3(4) . . . . ?
C1 N2 C14 C15 84.5(4) . . . . ?
C1 N2 C14 C19 -100.3(4) . . . . ?
F2 C28 C29 C30 178.9(5) . . . . ?
N2 C14 C15 C16 172.8(3) . . . . ?
N2 C14 C15 C20 -6.4(5) . . . . ?
N2 C14 C19 C18 -174.0(3) . . . . ?
N2 C14 C19 C23 7.7(5) . . . . ?
C2 N1 C1 Sm1 -174.7(3) . . . . ?
C2 N1 C1 N2 -175.4(3) . . . . ?
C2 C3 C4 C5 1.3(6) . . . . ?
C2 C3 C8 C9 -78.6(4) . . . . ?
C2 C3 C8 C10 157.2(3) . . . . ?
C2 C7 C11 C12 -135.6(4) . . . . ?
C2 C7 C11 C13 101.1(5) . . . . ?
F3 C30 C31 F4 3.3(7) . . . . ?
F3 C30 C31 C26 -179.4(4) . . . . ?
N3 C26 C27 F1 1.9(6) . . . . ?
N3 C26 C27 C28 -176.1(4) . . . . ?
N3 C26 C31 F4 -5.7(7) . . . . ?
N3 C26 C31 C30 177.0(5) . . . . ?
N3 C32 C33 N4 -49.3(5) . . . . ?
C3 C2 C7 C6 0.1(5) . . . . ?
C3 C2 C7 C11 -177.8(4) . . . . ?
C3 C4 C5 C6 -0.3(6) . . . . ?
C4 C3 C8 C9 98.4(4) . . . . ?
C4 C3 C8 C10 -25.8(5) . . . . ?
C4 C5 C6 C7 -0.9(6) . . . . ?
C5 C6 C7 C2 0.9(6) . . . . ?
C5 C6 C7 C11 178.9(4) . . . . ?
C6 C7 C11 C12 46.4(6) . . . . ?
C6 C7 C11 C13 -76.8(5) . . . . ?
C7 C2 C3 C4 -1.3(5) . . . . ?
C7 C2 C3 C8 175.8(3) . . . . ?
C8 C3 C4 C5 -175.6(4) . . . . ?
C14 C15 C16 C17 1.4(6) . . . . ?
C14 C15 C20 C21 -119.2(5) . . . . ?
C14 C15 C20 C22 120.0(5) . . . . ?
C14 C19 C23 C24 107.3(4) . . . . ?
C14 C19 C23 C25 -130.0(4) . . . . ?
C15 C14 C19 C18 1.3(5) . . . . ?
C15 C14 C19 C23 -177.1(3) . . . . ?
C15 C16 C17 C18 0.9(6) . . . . ?
C16 C15 C20 C21 61.6(6) . . . . ?
C16 C15 C20 C22 -59.2(5) . . . . ?
C16 C17 C18 C19 -2.1(6) . . . . ?
C17 C18 C19 C14 1.0(6) . . . . ?
C17 C18 C19 C23 179.5(4) . . . . ?
C18 C19 C23 C24 -71.1(5) . . . . ?
C18 C19 C23 C25 51.6(5) . . . . ?
C19 C14 C15 C16 -2.4(5) . . . . ?
C19 C14 C15 C20 178.4(4) . . . . ?
C20 C15 C16 C17 -179.4(4) . . . . ?
C26 N3 C32 C33 -157.7(4) . . . . ?
C26 C27 C28 F2 179.7(4) . . . . ?
C26 C27 C28 C29 -2.3(7) . . . . ?
C27 C26 C31 F4 176.1(4) . . . . ?
C27 C26 C31 C30 -1.2(6) . . . . ?
C27 C28 C29 C30 0.9(7) . . . . ?
C28 C29 C30 F3 179.6(4) . . . . ?
C28 C29 C30 C31 0.1(8) . . . . ?
C29 C30 C31 F4 -177.2(5) . . . . ?
C29 C30 C31 C26 0.1(8) . . . . ?
C31 C26 C27 F1 -179.6(3) . . . . ?
C31 C26 C27 C28 2.3(6) . . . . ?
C32 N3 C26 C27 161.5(4) . . . . ?
C32 N3 C26 C31 -16.6(7) . . . . ?
C34 N4 C33 C32 176.2(4) . . . . ?
C35 N4 C33 C32 -60.7(5) . . . . ?
C40 C41 C42 C43 2.1(12) . . . . ?
C41 C40 C45 C44 0.4(11) . . . . ?
C41 C42 C43 C44 -5.1(14) . . . . ?
C42 C43 C44 C45 5.8(15) . . . . ?
C43 C44 C45 C40 -3.3(13) . . . . ?
C45 C40 C41 C42 0.2(12) . . . . ?

_shelx_SHELXL_version_number     2014/7
_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_added_by_encifer
_database_code_depnum_ccdc_archive 'CCDC 1433700'
_audit_update_record             
;
2015-10-28 deposited with the CCDC.
2015-12-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT029_added_by_encifer    
;
PROBLEM: _diffrn_measured_fraction_theta_full Low .......      0.935 Note
RESPONSE: At the time of collection, the Australian Synchrotron MX1 beamline was only equipped to perform phi scans, resulting in relatively low completeness.
;

# Added during the CSD deposition process: Wednesday 28th of October 2015 02:47:53 AM
# end Validation Reply Form

_audit_creation_date             2015-10-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C72 H90 Eu4 F26 N12 O2, C7 H8'
_chemical_formula_sum            'C79 H98 Eu4 F26 N12 O2'
_chemical_formula_weight         2349.53
_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 -0.1040 3.6870 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.610(2)
_cell_length_b                   12.902(3)
_cell_length_c                   15.759(3)
_cell_angle_alpha                90.19(3)
_cell_angle_beta                 91.45(3)
_cell_angle_gamma                95.12(3)
_cell_volume                     2350.4(8)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    55920
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.244
_cell_measurement_theta_min      3.026
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.732
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.660
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'rect. prism'
_exptl_crystal_F_000             1158
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0670
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_Laue_measured_fraction_full 0.935
_diffrn_reflns_Laue_measured_fraction_max 0.935
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            55920
_diffrn_reflns_point_group_measured_fraction_full 0.935
_diffrn_reflns_point_group_measured_fraction_max 0.935
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         3.026
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.935
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measurement_device_type  'ADSC Quantum 210r'
_diffrn_measurement_method       'Phi Scan'
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.7108
_diffrn_source                   'Australian Synchrotron'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7111
_reflns_number_total             7745
_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.
 
 The residual electron density in the lattice voids is not 
 modellable. The details of the electron density in voids from 
 PLATON/SQUEEZE are shown below. 
;
_platon_squeeze_details          
;
 Spek, A.L. (1990), Acta Cryst. A46, C-34
;
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.000 0.000 0.000 218 78

_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_collection       'BluIce (McPhillips, 2002)'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_molecular_graphics    'X-Seed (Barbour, 2001)'
_computing_publication_material  'CIFTAB (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_refine_diff_density_max         2.466
_refine_diff_density_min         -0.856
_refine_diff_density_rms         0.152
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     558
_refine_ls_number_reflns         7745
_refine_ls_number_restraints     25
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0435
_refine_ls_restrained_S_all      1.091
_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)+(0.0695P)²+3.1899P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1101
_refine_ls_wR_factor_ref         0.1122
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C101-C102 = C102-C103 = C103-C104 = C104-C105 = C105-C106 = C106-C101
 1.38 with sigma of 0.02
 C100-C101
 1.55 with sigma of 0.02
 C100-C102 = C101-C103 = C102-C104 = C103-C105 = C104-C106 = C105-C101
 2.38 with sigma of 0.04
 C100-C102 \\sim C100-C106
 with sigma of 0.02
3. Restrained planarity
 C100, C101, C102, C103, C104, C105, C106
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C100 \\sim C101 \\sim C102 \\sim C103 \\sim C104 \\sim C105 \\sim C106: within
1.7A with sigma of 0.007 and sigma for terminal atoms of 0.001
5. Others
 Fixed Sof: C104(0.5) H104(0.5) C102(0.5) H102(0.5) C103(0.5) H103(0.5)
 C100(0.5) H10D(0.5) H10E(0.5) H10F(0.5) C105(0.5) H105(0.5) C106(0.5)
 H106(0.5) C101(0.5)
6.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C11(H11A,H11B), C19(H19A,H19B),
 C20(H20A,H20B), C21(H21A,H21B), C23(H23A,H23B), C31(H31A,H31B), C32(H32A,H32B),
  C33(H33A,H33B), C35(H35A,H35B)
6.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C16(H16), C28(H28), C104(H104), C102(H102), C103(H103), C105(H105),
 C106(H106)
6.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C22(H22A,H22B,H22C), C24(H24A,H24B,
 H24C), C34(H34A,H34B,H34C), C36(H36A,H36B,H36C), C100(H10D,H10E,H10F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Eu1 Eu 0.49394(2) 0.54636(2) 0.28567(2) 0.03672(11) Uani 1 1 d . . . . .
F1 F 0.7234(3) 0.5755(2) 0.3413(2) 0.0457(7) Uani 1 1 d . . . . .
O1 O 0.5225(3) 0.4865(3) 0.4125(2) 0.0348(7) Uani 1 1 d . . . . .
N1 N 0.5651(4) 0.7153(4) 0.3532(3) 0.0425(10) Uani 1 1 d . . . . .
C1 C 0.6808(5) 0.7514(4) 0.3501(3) 0.0446(12) Uani 1 1 d . . . . .
Eu2 Eu 0.53730(2) 0.37264(2) 0.51283(2) 0.03151(10) Uani 1 1 d . . . . .
F2 F 0.9491(3) 0.6238(3) 0.3347(3) 0.0676(10) Uani 1 1 d . . . . .
N2 N 0.4348(5) 0.7180(4) 0.1878(3) 0.0590(13) Uani 1 1 d . . . . .
C2 C 0.7637(5) 0.6774(4) 0.3458(4) 0.0447(12) Uani 1 1 d . . . . .
F3 F 0.8885(5) 0.9796(3) 0.3498(5) 0.1062(18) Uani 1 1 d . . . . .
N3 N 0.5730(4) 0.4208(4) 0.1961(3) 0.0459(10) Uani 1 1 d . . . . .
C3 C 0.8803(6) 0.7027(5) 0.3416(5) 0.0572(15) Uani 1 1 d . . . . .
F4 F 0.6698(4) 0.9362(3) 0.3591(4) 0.0859(14) Uani 1 1 d . . . . .
N4 N 0.3303(4) 0.4019(4) 0.2242(3) 0.0495(11) Uani 1 1 d . . . . .
C4 C 0.9273(6) 0.8031(6) 0.3418(5) 0.0696(19) Uani 1 1 d . . . . .
H4 H 1.0082 0.8209 0.3383 0.084 Uiso 1 1 calc R . . . .
F5 F 0.6611(3) 0.6167(3) 0.1874(2) 0.0589(9) Uani 1 1 d . . . . .
N5 N 0.4850(4) 0.2041(3) 0.4482(3) 0.0408(9) Uani 1 1 d . . . . .
C5 C 0.8495(7) 0.8772(6) 0.3475(5) 0.0715(19) Uani 1 1 d . . . . .
F6 F 0.8676(4) 0.6800(5) 0.1260(3) 0.0930(15) Uani 1 1 d . . . . .
N6 N 0.7181(3) 0.2889(4) 0.4607(3) 0.0407(9) Uani 1 1 d . . . . .
C6 C 0.7313(6) 0.8542(5) 0.3517(5) 0.0573(15) Uani 1 1 d . . . . .
F7 F 0.9163(5) 0.3336(6) 0.0525(4) 0.116(2) Uani 1 1 d . . . . .
C7 C 0.4839(5) 0.7935(5) 0.3310(4) 0.0507(13) Uani 1 1 d . . . . .
H7A H 0.5087 0.8597 0.3610 0.061 Uiso 1 1 calc R . . . .
H7B H 0.4057 0.7690 0.3502 0.061 Uiso 1 1 calc R . . . .
F8 F 0.7125(4) 0.2707(4) 0.1134(3) 0.0845(13) Uani 1 1 d . . . . .
C8 C 0.4792(6) 0.8128(5) 0.2356(4) 0.0590(15) Uani 1 1 d . . . . .
H8A H 0.4286 0.8690 0.2235 0.071 Uiso 1 1 calc R . . . .
H8B H 0.5578 0.8361 0.2164 0.071 Uiso 1 1 calc R . . . .
F9 F 0.3234(2) 0.3339(2) 0.4770(2) 0.0437(7) Uani 1 1 d . . . . .
C9 C 0.4796(8) 0.7243(6) 0.0999(4) 0.0700(19) Uani 1 1 d . . . . .
H9A H 0.5643 0.7423 0.1032 0.084 Uiso 1 1 calc R . . . .
H9B H 0.4445 0.7811 0.0695 0.084 Uiso 1 1 calc R . . . .
F10 F 0.0982(3) 0.2852(4) 0.4528(3) 0.0728(11) Uani 1 1 d . . . . .
C10 C 0.4543(8) 0.6230(7) 0.0486(4) 0.080(2) Uani 1 1 d . . . . .
H10A H 0.4827 0.6333 -0.0090 0.120 Uiso 1 1 calc GR . . . .
H10B H 0.3707 0.6037 0.0461 0.120 Uiso 1 1 calc GR . . . .
H10C H 0.4934 0.5673 0.0762 0.120 Uiso 1 1 calc GR . . . .
F11 F 0.1731(5) -0.0426(4) 0.3457(4) 0.1041(18) Uani 1 1 d . . . . .
C11 C 0.3067(6) 0.7037(6) 0.1865(4) 0.0659(17) Uani 1 1 d . . . . .
H11A H 0.2815 0.7065 0.2459 0.079 Uiso 1 1 calc R . . . .
H11B H 0.2831 0.6326 0.1649 0.079 Uiso 1 1 calc R . . . .
F12 F 0.3924(4) 0.0046(3) 0.3657(3) 0.0810(12) Uani 1 1 d . . . . .
C12 C 0.2393(9) 0.7789(9) 0.1352(6) 0.096(3) Uani 1 1 d . . . . .
H12A H 0.2517 0.7688 0.0746 0.143 Uiso 1 1 calc GR . . . .
H12B H 0.2660 0.8506 0.1515 0.143 Uiso 1 1 calc GR . . . .
H12C H 0.1566 0.7658 0.1465 0.143 Uiso 1 1 calc GR . . . .
F13 F 0.3475(2) 0.5971(2) 0.36555(18) 0.0405(6) Uani 1 1 d . . . . .
C13 C 0.6771(5) 0.4398(6) 0.1580(3) 0.0554(15) Uani 1 1 d . . . . .
C14 C 0.7259(5) 0.5450(6) 0.1554(4) 0.0566(15) Uani 1 1 d . . . . .
C15 C 0.8324(7) 0.5788(7) 0.1225(4) 0.072(2) Uani 1 1 d . . . . .
C16 C 0.9001(7) 0.5098(9) 0.0891(5) 0.087(3) Uani 1 1 d . . . . .
H16 H 0.9747 0.5312 0.0686 0.104 Uiso 1 1 calc R . . . .
C17 C 0.8561(7) 0.4074(9) 0.0862(4) 0.079(3) Uani 1 1 d . . . . .
C18 C 0.7465(7) 0.3716(6) 0.1202(4) 0.0655(17) Uani 1 1 d . . . . .
C19 C 0.5119(6) 0.3181(5) 0.1936(4) 0.0542(14) Uani 1 1 d . . . . .
H19A H 0.5625 0.2668 0.2171 0.065 Uiso 1 1 calc R . . . .
H19B H 0.4909 0.2982 0.1341 0.065 Uiso 1 1 calc R . . . .
C20 C 0.4022(5) 0.3179(5) 0.2459(4) 0.0517(14) Uani 1 1 d . . . . .
H20A H 0.3556 0.2504 0.2373 0.062 Uiso 1 1 calc R . . . .
H20B H 0.4249 0.3238 0.3068 0.062 Uiso 1 1 calc R . . . .
C21 C 0.2957(6) 0.4000(6) 0.1324(4) 0.0613(16) Uani 1 1 d . . . . .
H21A H 0.3667 0.4092 0.0987 0.074 Uiso 1 1 calc R . . . .
H21B H 0.2508 0.4604 0.1208 0.074 Uiso 1 1 calc R . . . .
C22 C 0.2241(8) 0.3018(7) 0.1012(5) 0.080(2) Uani 1 1 d . . . . .
H22A H 0.1939 0.3131 0.0436 0.120 Uiso 1 1 calc GR . . . .
H22B H 0.1595 0.2857 0.1392 0.120 Uiso 1 1 calc GR . . . .
H22C H 0.2729 0.2437 0.1007 0.120 Uiso 1 1 calc GR . . . .
C23 C 0.2269(5) 0.3895(6) 0.2794(4) 0.0590(16) Uani 1 1 d . . . . .
H23A H 0.2539 0.3981 0.3393 0.071 Uiso 1 1 calc R . . . .
H23B H 0.1905 0.3175 0.2725 0.071 Uiso 1 1 calc R . . . .
C24 C 0.1344(6) 0.4646(7) 0.2622(5) 0.074(2) Uani 1 1 d . . . . .
H24A H 0.1037 0.4545 0.2039 0.111 Uiso 1 1 calc GR . . . .
H24B H 0.1687 0.5364 0.2694 0.111 Uiso 1 1 calc GR . . . .
H24C H 0.0716 0.4511 0.3021 0.111 Uiso 1 1 calc GR . . . .
C25 C 0.3729(5) 0.1694(4) 0.4292(4) 0.0435(12) Uani 1 1 d . . . . .
C26 C 0.2867(5) 0.2354(5) 0.4472(4) 0.0476(13) Uani 1 1 d . . . . .
C27 C 0.1701(5) 0.2113(5) 0.4338(5) 0.0580(15) Uani 1 1 d . . . . .
C28 C 0.1274(6) 0.1175(6) 0.4007(6) 0.077(2) Uani 1 1 d . . . . .
H28 H 0.0468 0.0992 0.3928 0.092 Uiso 1 1 calc R . . . .
C29 C 0.2073(7) 0.0522(5) 0.3798(5) 0.0708(19) Uani 1 1 d . . . . .
C30 C 0.3272(6) 0.0752(5) 0.3930(5) 0.0580(15) Uani 1 1 d . . . . .
C31 C 0.5750(5) 0.1351(4) 0.4316(4) 0.0466(12) Uani 1 1 d . . . . .
H31A H 0.5863 0.1302 0.3697 0.056 Uiso 1 1 calc R . . . .
H31B H 0.5513 0.0644 0.4528 0.056 Uiso 1 1 calc R . . . .
C32 C 0.6874(5) 0.1771(4) 0.4756(4) 0.0464(12) Uani 1 1 d . . . . .
H32A H 0.6809 0.1654 0.5374 0.056 Uiso 1 1 calc R . . . .
H32B H 0.7507 0.1374 0.4555 0.056 Uiso 1 1 calc R . . . .
C33 C 0.8232(5) 0.3243(6) 0.5119(4) 0.0534(15) Uani 1 1 d . . . . .
H33A H 0.8884 0.2859 0.4933 0.064 Uiso 1 1 calc R . . . .
H33B H 0.8097 0.3072 0.5723 0.064 Uiso 1 1 calc R . . . .
C34 C 0.8561(5) 0.4389(6) 0.5043(4) 0.0637(18) Uani 1 1 d . . . . .
H34A H 0.8830 0.4545 0.4469 0.095 Uiso 1 1 calc GR . . . .
H34B H 0.9182 0.4601 0.5458 0.095 Uiso 1 1 calc GR . . . .
H34C H 0.7887 0.4771 0.5153 0.095 Uiso 1 1 calc GR . . . .
C35 C 0.7343(5) 0.3118(5) 0.3686(3) 0.0449(12) Uani 1 1 d . . . . .
H35A H 0.7525 0.3878 0.3623 0.054 Uiso 1 1 calc R . . . .
H35B H 0.6600 0.2926 0.3378 0.054 Uiso 1 1 calc R . . . .
C36 C 0.8285(6) 0.2565(6) 0.3262(4) 0.0587(16) Uani 1 1 d . . . . .
H36A H 0.8387 0.2829 0.2683 0.088 Uiso 1 1 calc GR . . . .
H36B H 0.8059 0.1815 0.3240 0.088 Uiso 1 1 calc GR . . . .
H36C H 0.9013 0.2697 0.3588 0.088 Uiso 1 1 calc GR . . . .
C104 C 0.455(2) 0.966(2) -0.0839(16) 0.129(6) Uiso 0.5 1 d D U P A -1
H104 H 0.4098 0.9478 -0.1335 0.155 Uiso 0.5 1 calc R . P A -1
C102 C 0.469(2) 1.032(2) 0.0589(16) 0.138(6) Uiso 0.5 1 d D U P A -1
H102 H 0.4355 1.0606 0.1071 0.165 Uiso 0.5 1 calc R . P A -1
C103 C 0.402(2) 1.004(2) -0.0140(16) 0.133(6) Uiso 0.5 1 d D U P A -1
H103 H 0.3212 1.0110 -0.0156 0.160 Uiso 0.5 1 calc R . P A -1
C100 C 0.658(2) 1.042(2) 0.1401(16) 0.149(5) Uiso 0.5 1 d D U P A -1
H10D H 0.6212 1.0067 0.1885 0.224 Uiso 0.5 1 calc GR . P A -1
H10E H 0.6646 1.1175 0.1498 0.224 Uiso 0.5 1 calc GR . P A -1
H10F H 0.7359 1.0190 0.1338 0.224 Uiso 0.5 1 calc GR . P A -1
C105 C 0.572(2) 0.955(2) -0.0843(16) 0.137(6) Uiso 0.5 1 d D U P A -1
H105 H 0.6066 0.9307 -0.1337 0.164 Uiso 0.5 1 calc R . P A -1
C106 C 0.636(2) 0.978(2) -0.0117(15) 0.142(6) Uiso 0.5 1 d D U P A -1
H106 H 0.7159 0.9681 -0.0098 0.170 Uiso 0.5 1 calc R . P A -1
C101 C 0.585(2) 1.0157(17) 0.0583(14) 0.148(5) Uiso 0.5 1 d D U P A -1


_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 F1 2.776(3) . ?
Eu1 O1 2.173(3) . ?
Eu1 N1 2.487(5) . ?
Eu1 N2 2.828(5) . ?
Eu1 N3 2.402(5) . ?
Eu1 N4 2.699(5) . ?
Eu1 F5 2.615(3) . ?
Eu1 F13 2.282(3) . ?
F1 C2 1.357(7) . ?
O1 Eu2 2.328(4) 2_666 ?
O1 Eu2 2.176(3) . ?
N1 C1 1.384(7) . ?
N1 Eu2 2.656(5) 2_666 ?
N1 C7 1.478(7) . ?
C1 C2 1.418(8) . ?
C1 C6 1.401(8) . ?
Eu2 Eu1 3.3780(9) 2_666 ?
Eu2 O1 2.328(4) 2_666 ?
Eu2 N1 2.656(5) 2_666 ?
Eu2 N5 2.419(5) . ?
Eu2 N6 2.595(4) . ?
Eu2 F9 2.538(3) . ?
Eu2 F13 2.321(3) 2_666 ?
F2 C3 1.355(8) . ?
N2 C8 1.480(9) . ?
N2 C9 1.492(8) . ?
N2 C11 1.482(9) . ?
C2 C3 1.367(9) . ?
F3 C5 1.358(8) . ?
N3 C13 1.367(8) . ?
N3 C19 1.446(8) . ?
C3 C4 1.359(10) . ?
F4 C6 1.335(8) . ?
N4 C20 1.462(8) . ?
N4 C21 1.491(7) . ?
N4 C23 1.497(8) . ?
C4 H4 0.9500 . ?
C4 C5 1.376(11) . ?
F5 C14 1.348(8) . ?
N5 C25 1.364(7) . ?
N5 C31 1.460(7) . ?
C5 C6 1.382(10) . ?
F6 C15 1.334(10) . ?
N6 C32 1.476(7) . ?
N6 C33 1.482(7) . ?
N6 C35 1.495(7) . ?
F7 C17 1.346(10) . ?
C7 Eu2 3.268(6) 2_666 ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.525(9) . ?
F8 C18 1.329(9) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
F9 C26 1.381(7) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.536(12) . ?
F10 C27 1.359(8) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
F11 C29 1.358(8) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.522(10) . ?
F12 C30 1.313(8) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
F13 Eu2 2.321(3) 2_666 ?
C13 C14 1.424(10) . ?
C13 C18 1.388(10) . ?
C14 C15 1.387(10) . ?
C15 C16 1.353(13) . ?
C16 H16 0.9500 . ?
C16 C17 1.373(14) . ?
C17 C18 1.432(12) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.535(9) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.524(11) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.530(11) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.405(8) . ?
C25 C30 1.396(8) . ?
C26 C27 1.372(9) . ?
C27 C28 1.364(11) . ?
C28 H28 0.9500 . ?
C28 C29 1.354(12) . ?
C29 C30 1.407(10) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.517(8) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 C34 1.500(10) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C35 C36 1.525(8) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C104 H104 0.9500 . ?
C104 C103 1.387(17) . ?
C104 C105 1.370(18) . ?
C102 H102 0.9500 . ?
C102 C103 1.396(17) . ?
C102 C101 1.385(18) . ?
C103 H103 0.9500 . ?
C100 H10D 0.9800 . ?
C100 H10E 0.9800 . ?
C100 H10F 0.9800 . ?
C100 C101 1.547(18) . ?
C105 H105 0.9500 . ?
C105 C106 1.366(17) . ?
C106 H106 0.9500 . ?
C106 C101 1.371(18) . ?

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
F1 Eu1 N2 110.42(14) . . ?
O1 Eu1 F1 66.82(11) . . ?
O1 Eu1 N1 83.10(14) . . ?
O1 Eu1 N2 146.15(14) . . ?
O1 Eu1 N3 103.10(15) . . ?
O1 Eu1 N4 100.70(14) . . ?
O1 Eu1 F5 123.58(12) . . ?
O1 Eu1 F13 73.78(11) . . ?
N1 Eu1 F1 61.35(13) . . ?
N1 Eu1 N2 67.94(16) . . ?
N1 Eu1 N4 154.75(15) . . ?
N1 Eu1 F5 76.88(13) . . ?
N3 Eu1 F1 81.10(14) . . ?
N3 Eu1 N1 136.20(16) . . ?
N3 Eu1 N2 109.86(16) . . ?
N3 Eu1 N4 67.69(16) . . ?
N3 Eu1 F5 63.49(14) . . ?
N4 Eu1 F1 143.08(13) . . ?
N4 Eu1 N2 98.74(16) . . ?
F5 Eu1 F1 57.21(11) . . ?
F5 Eu1 N2 67.72(15) . . ?
F5 Eu1 N4 119.12(13) . . ?
F13 Eu1 F1 121.69(10) . . ?
F13 Eu1 N1 73.05(13) . . ?
F13 Eu1 N2 81.05(14) . . ?
F13 Eu1 N3 150.63(14) . . ?
F13 Eu1 N4 83.97(13) . . ?
F13 Eu1 F5 142.91(12) . . ?
C2 F1 Eu1 112.8(3) . . ?
Eu1 O1 Eu2 97.19(13) . 2_666 ?
Eu1 O1 Eu2 158.46(19) . . ?
Eu2 O1 Eu2 101.73(13) . 2_666 ?
Eu1 N1 Eu2 82.04(13) . 2_666 ?
C1 N1 Eu1 120.4(4) . . ?
C1 N1 Eu2 125.3(4) . 2_666 ?
C1 N1 C7 114.5(5) . . ?
C7 N1 Eu1 108.9(4) . . ?
C7 N1 Eu2 100.6(3) . 2_666 ?
N1 C1 C2 118.2(5) . . ?
N1 C1 C6 129.0(6) . . ?
C6 C1 C2 112.7(5) . . ?
O1 Eu2 Eu1 39.67(8) 2_666 2_666 ?
O1 Eu2 Eu1 117.28(10) . 2_666 ?
O1 Eu2 O1 78.27(13) . 2_666 ?
O1 Eu2 N1 76.60(13) 2_666 2_666 ?
O1 Eu2 N1 144.65(13) . 2_666 ?
O1 Eu2 N5 106.22(14) . . ?
O1 Eu2 N5 147.50(13) 2_666 . ?
O1 Eu2 N6 98.80(13) . . ?
O1 Eu2 N6 143.56(13) 2_666 . ?
O1 Eu2 F9 81.65(12) . . ?
O1 Eu2 F9 84.25(11) 2_666 . ?
O1 Eu2 F13 123.71(12) . 2_666 ?
N1 Eu2 Eu1 46.81(10) 2_666 2_666 ?
N5 Eu2 Eu1 129.82(11) . 2_666 ?
N5 Eu2 N1 83.20(15) . 2_666 ?
N5 Eu2 N6 68.59(15) . . ?
N5 Eu2 F9 65.14(13) . . ?
N6 Eu2 Eu1 123.91(10) . 2_666 ?
N6 Eu2 N1 116.15(14) . 2_666 ?
F9 Eu2 Eu1 96.68(8) . 2_666 ?
F9 Eu2 N1 71.49(13) . 2_666 ?
F9 Eu2 N6 131.70(12) . . ?
F13 Eu2 Eu1 42.33(7) 2_666 2_666 ?
F13 Eu2 O1 70.28(11) 2_666 2_666 ?
F13 Eu2 N1 69.29(13) 2_666 2_666 ?
F13 Eu2 N5 125.38(13) 2_666 . ?
F13 Eu2 N6 82.34(12) 2_666 . ?
F13 Eu2 F9 137.01(10) 2_666 . ?
C8 N2 Eu1 106.6(3) . . ?
C8 N2 C9 109.1(6) . . ?
C8 N2 C11 111.7(5) . . ?
C9 N2 Eu1 116.3(4) . . ?
C11 N2 Eu1 102.0(4) . . ?
C11 N2 C9 111.0(5) . . ?
F1 C2 C1 117.3(5) . . ?
F1 C2 C3 118.5(5) . . ?
C3 C2 C1 124.1(6) . . ?
C13 N3 Eu1 122.6(4) . . ?
C13 N3 C19 120.8(5) . . ?
C19 N3 Eu1 116.1(4) . . ?
F2 C3 C2 117.7(6) . . ?
F2 C3 C4 120.1(6) . . ?
C4 C3 C2 122.2(7) . . ?
C20 N4 Eu1 91.3(3) . . ?
C20 N4 C21 111.9(5) . . ?
C20 N4 C23 107.0(5) . . ?
C21 N4 Eu1 120.7(4) . . ?
C21 N4 C23 111.4(5) . . ?
C23 N4 Eu1 112.2(4) . . ?
C3 C4 H4 122.3 . . ?
C3 C4 C5 115.4(6) . . ?
C5 C4 H4 122.3 . . ?
C14 F5 Eu1 116.1(3) . . ?
C25 N5 Eu2 122.0(3) . . ?
C25 N5 C31 118.4(5) . . ?
C31 N5 Eu2 119.5(3) . . ?
F3 C5 C4 119.7(7) . . ?
F3 C5 C6 116.5(7) . . ?
C4 C5 C6 123.9(6) . . ?
C32 N6 Eu2 102.5(3) . . ?
C32 N6 C33 109.5(4) . . ?
C32 N6 C35 111.8(4) . . ?
C33 N6 Eu2 111.8(3) . . ?
C33 N6 C35 111.3(4) . . ?
C35 N6 Eu2 109.7(3) . . ?
F4 C6 C1 122.9(6) . . ?
F4 C6 C5 115.4(6) . . ?
C5 C6 C1 121.8(6) . . ?
N1 C7 Eu2 53.0(3) . 2_666 ?
N1 C7 H7A 109.3 . . ?
N1 C7 H7B 109.3 . . ?
N1 C7 C8 111.4(5) . . ?
Eu2 C7 H7A 102.2 2_666 . ?
Eu2 C7 H7B 61.8 2_666 . ?
H7A C7 H7B 108.0 . . ?
C8 C7 Eu2 148.3(4) . 2_666 ?
C8 C7 H7A 109.3 . . ?
C8 C7 H7B 109.3 . . ?
N2 C8 C7 111.8(5) . . ?
N2 C8 H8A 109.3 . . ?
N2 C8 H8B 109.3 . . ?
C7 C8 H8A 109.3 . . ?
C7 C8 H8B 109.3 . . ?
H8A C8 H8B 107.9 . . ?
C26 F9 Eu2 117.5(3) . . ?
N2 C9 H9A 108.8 . . ?
N2 C9 H9B 108.8 . . ?
N2 C9 C10 113.6(6) . . ?
H9A C9 H9B 107.7 . . ?
C10 C9 H9A 108.8 . . ?
C10 C9 H9B 108.8 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 H11A 107.6 . . ?
N2 C11 H11B 107.6 . . ?
N2 C11 C12 118.8(7) . . ?
H11A C11 H11B 107.0 . . ?
C12 C11 H11A 107.6 . . ?
C12 C11 H11B 107.6 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
Eu1 F13 Eu2 94.43(10) . 2_666 ?
N3 C13 C14 117.4(6) . . ?
N3 C13 C18 130.1(7) . . ?
C18 C13 C14 112.4(6) . . ?
F5 C14 C13 116.0(5) . . ?
F5 C14 C15 118.3(7) . . ?
C15 C14 C13 125.7(7) . . ?
F6 C15 C14 118.8(7) . . ?
F6 C15 C16 120.7(8) . . ?
C16 C15 C14 120.4(9) . . ?
C15 C16 H16 121.5 . . ?
C15 C16 C17 116.9(7) . . ?
C17 C16 H16 121.5 . . ?
F7 C17 C16 121.1(8) . . ?
F7 C17 C18 115.8(9) . . ?
C16 C17 C18 123.1(7) . . ?
F8 C18 C13 120.9(7) . . ?
F8 C18 C17 117.8(7) . . ?
C13 C18 C17 121.3(8) . . ?
N3 C19 H19A 109.8 . . ?
N3 C19 H19B 109.8 . . ?
N3 C19 C20 109.5(5) . . ?
H19A C19 H19B 108.2 . . ?
C20 C19 H19A 109.8 . . ?
C20 C19 H19B 109.8 . . ?
N4 C20 C19 113.8(5) . . ?
N4 C20 H20A 108.8 . . ?
N4 C20 H20B 108.8 . . ?
C19 C20 H20A 108.8 . . ?
C19 C20 H20B 108.8 . . ?
H20A C20 H20B 107.7 . . ?
N4 C21 H21A 108.3 . . ?
N4 C21 H21B 108.3 . . ?
N4 C21 C22 115.7(6) . . ?
H21A C21 H21B 107.4 . . ?
C22 C21 H21A 108.3 . . ?
C22 C21 H21B 108.3 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N4 C23 H23A 108.3 . . ?
N4 C23 H23B 108.3 . . ?
N4 C23 C24 115.8(6) . . ?
H23A C23 H23B 107.4 . . ?
C24 C23 H23A 108.3 . . ?
C24 C23 H23B 108.3 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N5 C25 C26 118.0(5) . . ?
N5 C25 C30 129.8(5) . . ?
C30 C25 C26 112.2(5) . . ?
F9 C26 C25 116.9(5) . . ?
C27 C26 F9 117.8(5) . . ?
C27 C26 C25 125.2(6) . . ?
F10 C27 C26 117.8(6) . . ?
F10 C27 C28 120.8(6) . . ?
C28 C27 C26 121.4(7) . . ?
C27 C28 H28 122.2 . . ?
C29 C28 C27 115.7(6) . . ?
C29 C28 H28 122.2 . . ?
F11 C29 C30 116.2(7) . . ?
C28 C29 F11 119.9(7) . . ?
C28 C29 C30 123.9(6) . . ?
F12 C30 C25 122.7(6) . . ?
F12 C30 C29 115.7(6) . . ?
C25 C30 C29 121.6(6) . . ?
N5 C31 H31A 109.7 . . ?
N5 C31 H31B 109.7 . . ?
N5 C31 C32 109.7(5) . . ?
H31A C31 H31B 108.2 . . ?
C32 C31 H31A 109.7 . . ?
C32 C31 H31B 109.7 . . ?
N6 C32 C31 113.6(4) . . ?
N6 C32 H32A 108.8 . . ?
N6 C32 H32B 108.8 . . ?
C31 C32 H32A 108.8 . . ?
C31 C32 H32B 108.8 . . ?
H32A C32 H32B 107.7 . . ?
N6 C33 H33A 109.0 . . ?
N6 C33 H33B 109.0 . . ?
N6 C33 C34 112.7(5) . . ?
H33A C33 H33B 107.8 . . ?
C34 C33 H33A 109.0 . . ?
C34 C33 H33B 109.0 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N6 C35 H35A 108.3 . . ?
N6 C35 H35B 108.3 . . ?
N6 C35 C36 115.7(5) . . ?
H35A C35 H35B 107.4 . . ?
C36 C35 H35A 108.3 . . ?
C36 C35 H35B 108.3 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C103 C104 H104 118.8 . . ?
C105 C104 H104 118.8 . . ?
C105 C104 C103 122(2) . . ?
C103 C102 H102 121.2 . . ?
C101 C102 H102 121.2 . . ?
C101 C102 C103 118(2) . . ?
C104 C103 C102 119(2) . . ?
C104 C103 H103 120.5 . . ?
C102 C103 H103 120.5 . . ?
H10D C100 H10E 109.5 . . ?
H10D C100 H10F 109.5 . . ?
H10E C100 H10F 109.5 . . ?
C101 C100 H10D 109.5 . . ?
C101 C100 H10E 109.5 . . ?
C101 C100 H10F 109.5 . . ?
C104 C105 H105 120.8 . . ?
C106 C105 C104 118(2) . . ?
C106 C105 H105 120.8 . . ?
C105 C106 H106 119.8 . . ?
C105 C106 C101 120(2) . . ?
C101 C106 H106 119.8 . . ?
C102 C101 C100 117.8(15) . . ?
C106 C101 C102 122(2) . . ?
C106 C101 C100 120.0(16) . . ?

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
Eu1 F1 C2 C1 20.2(6) . . . . ?
Eu1 F1 C2 C3 -156.5(5) . . . . ?
Eu1 N1 C1 C2 -29.2(7) . . . . ?
Eu1 N1 C1 C6 151.8(5) . . . . ?
Eu1 N1 C7 Eu2 85.1(2) . . . 2_666 ?
Eu1 N1 C7 C8 -63.0(5) . . . . ?
Eu1 N2 C8 C7 -28.4(6) . . . . ?
Eu1 N2 C9 C10 50.6(8) . . . . ?
Eu1 N2 C11 C12 -177.0(7) . . . . ?
Eu1 N3 C13 C14 -15.0(7) . . . . ?
Eu1 N3 C13 C18 164.7(5) . . . . ?
Eu1 N3 C19 C20 4.4(6) . . . . ?
Eu1 N4 C20 C19 -67.2(4) . . . . ?
Eu1 N4 C21 C22 166.5(5) . . . . ?
Eu1 N4 C23 C24 86.1(6) . . . . ?
Eu1 F5 C14 C13 17.5(6) . . . . ?
Eu1 F5 C14 C15 -163.0(5) . . . . ?
F1 C2 C3 F2 -1.2(9) . . . . ?
F1 C2 C3 C4 177.0(6) . . . . ?
N1 C1 C2 F1 2.9(8) . . . . ?
N1 C1 C2 C3 179.4(6) . . . . ?
N1 C1 C6 F4 1.8(11) . . . . ?
N1 C1 C6 C5 -179.7(7) . . . . ?
N1 C7 C8 N2 63.0(7) . . . . ?
C1 N1 C7 Eu2 -136.9(5) . . . 2_666 ?
C1 N1 C7 C8 75.0(7) . . . . ?
C1 C2 C3 F2 -177.6(6) . . . . ?
C1 C2 C3 C4 0.6(11) . . . . ?
Eu2 N1 C1 C2 73.3(6) 2_666 . . . ?
Eu2 N1 C1 C6 -105.6(7) 2_666 . . . ?
Eu2 N1 C7 C8 -148.1(4) 2_666 . . . ?
Eu2 N5 C25 C26 0.9(7) . . . . ?
Eu2 N5 C25 C30 -179.4(5) . . . . ?
Eu2 N5 C31 C32 11.1(6) . . . . ?
Eu2 N6 C32 C31 56.5(5) . . . . ?
Eu2 N6 C33 C34 -63.7(5) . . . . ?
Eu2 N6 C35 C36 -172.8(4) . . . . ?
Eu2 C7 C8 N2 9.5(11) 2_666 . . . ?
Eu2 F9 C26 C25 -7.8(6) . . . . ?
Eu2 F9 C26 C27 175.1(4) . . . . ?
F2 C3 C4 C5 178.8(7) . . . . ?
C2 C1 C6 F4 -177.1(6) . . . . ?
C2 C1 C6 C5 1.3(9) . . . . ?
C2 C3 C4 C5 0.7(12) . . . . ?
F3 C5 C6 C1 -179.8(7) . . . . ?
F3 C5 C6 F4 -1.3(11) . . . . ?
N3 C13 C14 F5 -3.2(8) . . . . ?
N3 C13 C14 C15 177.4(6) . . . . ?
N3 C13 C18 F8 3.2(10) . . . . ?
N3 C13 C18 C17 -177.7(6) . . . . ?
N3 C19 C20 N4 50.8(6) . . . . ?
C3 C4 C5 F3 178.8(8) . . . . ?
C3 C4 C5 C6 -0.9(13) . . . . ?
C4 C5 C6 C1 -0.2(13) . . . . ?
C4 C5 C6 F4 178.4(8) . . . . ?
F5 C14 C15 F6 1.9(10) . . . . ?
F5 C14 C15 C16 -179.5(6) . . . . ?
N5 C25 C26 F9 4.7(8) . . . . ?
N5 C25 C26 C27 -178.4(6) . . . . ?
N5 C25 C30 F12 -4.5(11) . . . . ?
N5 C25 C30 C29 178.5(6) . . . . ?
N5 C31 C32 N6 -48.3(6) . . . . ?
F6 C15 C16 C17 -178.5(7) . . . . ?
C6 C1 C2 F1 -178.0(5) . . . . ?
C6 C1 C2 C3 -1.5(9) . . . . ?
F7 C17 C18 F8 -2.0(10) . . . . ?
F7 C17 C18 C13 178.8(6) . . . . ?
C7 N1 C1 C2 -162.0(5) . . . . ?
C7 N1 C1 C6 19.1(9) . . . . ?
C8 N2 C9 C10 171.2(6) . . . . ?
C8 N2 C11 C12 69.5(8) . . . . ?
F9 C26 C27 F10 -1.6(9) . . . . ?
F9 C26 C27 C28 176.8(6) . . . . ?
C9 N2 C8 C7 -154.8(5) . . . . ?
C9 N2 C11 C12 -52.5(9) . . . . ?
F10 C27 C28 C29 176.4(7) . . . . ?
F11 C29 C30 F12 4.1(10) . . . . ?
F11 C29 C30 C25 -178.8(7) . . . . ?
C11 N2 C8 C7 82.1(6) . . . . ?
C11 N2 C9 C10 -65.3(8) . . . . ?
C13 N3 C19 C20 176.4(5) . . . . ?
C13 C14 C15 F6 -178.7(6) . . . . ?
C13 C14 C15 C16 -0.1(11) . . . . ?
C14 C13 C18 F8 -177.0(6) . . . . ?
C14 C13 C18 C17 2.1(9) . . . . ?
C14 C15 C16 C17 2.9(12) . . . . ?
C15 C16 C17 F7 178.7(7) . . . . ?
C15 C16 C17 C18 -3.1(12) . . . . ?
C16 C17 C18 F8 179.7(7) . . . . ?
C16 C17 C18 C13 0.6(11) . . . . ?
C18 C13 C14 F5 177.0(5) . . . . ?
C18 C13 C14 C15 -2.4(9) . . . . ?
C19 N3 C13 C14 173.5(5) . . . . ?
C19 N3 C13 C18 -6.8(9) . . . . ?
C20 N4 C21 C22 61.0(8) . . . . ?
C20 N4 C23 C24 -175.2(5) . . . . ?
C21 N4 C20 C19 56.8(6) . . . . ?
C21 N4 C23 C24 -52.7(8) . . . . ?
C23 N4 C20 C19 179.1(5) . . . . ?
C23 N4 C21 C22 -58.7(8) . . . . ?
C25 N5 C31 C32 -166.7(5) . . . . ?
C25 C26 C27 F10 -178.4(6) . . . . ?
C25 C26 C27 C28 0.0(11) . . . . ?
C26 C25 C30 F12 175.2(6) . . . . ?
C26 C25 C30 C29 -1.7(9) . . . . ?
C26 C27 C28 C29 -1.9(12) . . . . ?
C27 C28 C29 F11 -179.4(7) . . . . ?
C27 C28 C29 C30 2.0(13) . . . . ?
C28 C29 C30 F12 -177.3(8) . . . . ?
C28 C29 C30 C25 -0.2(12) . . . . ?
C30 C25 C26 F9 -175.1(5) . . . . ?
C30 C25 C26 C27 1.8(9) . . . . ?
C31 N5 C25 C26 178.6(5) . . . . ?
C31 N5 C25 C30 -1.6(9) . . . . ?
C32 N6 C33 C34 -176.5(5) . . . . ?
C32 N6 C35 C36 -59.7(6) . . . . ?
C33 N6 C32 C31 175.3(4) . . . . ?
C33 N6 C35 C36 63.0(7) . . . . ?
C35 N6 C32 C31 -60.9(6) . . . . ?
C35 N6 C33 C34 59.3(6) . . . . ?
C104 C105 C106 C101 -2(4) . . . . ?
C103 C104 C105 C106 2(4) . . . . ?
C103 C102 C101 C100 -177.6(18) . . . . ?
C103 C102 C101 C106 3(3) . . . . ?
C105 C104 C103 C102 0(4) . . . . ?
C105 C106 C101 C102 0(3) . . . . ?
C105 C106 C101 C100 -180(2) . . . . ?
C101 C102 C103 C104 -3(4) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_PLAT029_CpdEu4LEt6F2O2      
;
PROBLEM: _diffrn_measured_fraction_theta_full Low ....... 0.935 Note
RESPONSE: At the time of collection, the Australian Synchrotron was only
equipped to perform phi scans, resulting in relatively low completeness.
;
# end Validation Reply Form

