# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_161113_1
_database_code_depnum_ccdc_archive 'CCDC 1586369'
_audit_update_record             
;
2017-11-18 deposited with the CCDC.
2017-12-29 downloaded from the CCDC.
;
_audit_creation_date             2017-11-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5335)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C34 H38 F9 N2 Nd O6'
_chemical_formula_sum            'C34 H38 F9 N2 Nd O6'
_chemical_formula_weight         885.90
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Nd1 C30 F18 N2 H20 O6'
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'
Nd Nd -0.1943 3.0179 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.5480(4)
_cell_length_b                   12.2023(5)
_cell_length_c                   17.9158(7)
_cell_angle_alpha                99.810(3)
_cell_angle_beta                 103.867(3)
_cell_angle_gamma                101.481(3)
_cell_volume                     1933.07(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3923
_cell_measurement_temperature    180.00(10)
_cell_measurement_theta_max      26.3300
_cell_measurement_theta_min      3.6120
_exptl_absorpt_coefficient_mu    1.429
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95586
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light blue'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.522
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             890
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0369
_diffrn_reflns_av_unetI/netI     0.0784
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            12236
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         3.19
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3914
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -56.00   37.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       10.5454  -57.0000   90.0000 93

#__ type_ start__ end____ width___ exp.time_
  2 omega  -20.00   53.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       10.5454  -99.0000    0.0000 73

#__ type_ start__ end____ width___ exp.time_
  3 omega  -13.00   82.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       10.5454   57.0000 -120.0000 95
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0065093000
_diffrn_orient_matrix_UB_12      -0.0550896000
_diffrn_orient_matrix_UB_13      -0.0168158000
_diffrn_orient_matrix_UB_21      -0.0504993000
_diffrn_orient_matrix_UB_22      -0.0256614000
_diffrn_orient_matrix_UB_23      0.0190989000
_diffrn_orient_matrix_UB_31      -0.0604586000
_diffrn_orient_matrix_UB_32      -0.0044741000
_diffrn_orient_matrix_UB_33      -0.0332810000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71000
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                6160
_reflns_number_total             7555
_reflns_odcompleteness_completeness 99.16
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.97
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         1.546
_refine_diff_density_min         -0.630
_refine_diff_density_rms         0.115
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     478
_refine_ls_number_reflns         7555
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0641
_refine_ls_R_factor_gt           0.0453
_refine_ls_restrained_S_all      1.070
_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)+(0.0294P)²+0.6641P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0849
_refine_ls_wR_factor_ref         0.0947
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C4(H4), C10(H10), C12(H12), C23(H23), C36(H36), C42(H42), C45(H45),
 C52(H52), C54(H54), C56(H56)
2.b Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C27(H27A,H27B,H27C), C31(H31A,H31B,H31C), C62(H62A,H62B,
 H62C), C65(H65A,H65B,H65C), C67(H67A,H67B,H67C), C76(H76A,H76B,H76C), C77(H77A,
 H77B,H77C), C0AA(H0AA,H0AB,H0AC)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Nd1 Nd 0.05559(3) 0.53791(2) 0.257848(13) 0.02404(9) Uani 1 d . . .
F2 F 0.2501(4) 0.1206(3) 0.1921(2) 0.0761(12) Uani 1 d . . .
F4 F 0.3522(4) 0.2453(3) 0.30180(18) 0.0587(9) Uani 1 d . . .
F5 F 0.3858(4) 0.2840(3) 0.19418(19) 0.0593(9) Uani 1 d . . .
F8 F 0.5680(4) 0.7882(5) 0.4248(2) 0.1021(16) Uani 1 d . . .
F11 F 0.4897(4) 0.6980(3) 0.5003(2) 0.0781(12) Uani 1 d . . .
F12 F 0.4964(5) 0.8724(4) 0.5159(3) 0.132(2) Uani 1 d . . .
F14 F 0.3680(4) 0.8789(3) 0.1316(2) 0.0842(13) Uani 1 d . . .
F16 F 0.4469(5) 0.8499(4) 0.2458(2) 0.115(2) Uani 1 d . . .
F18 F 0.4651(5) 0.7418(4) 0.1466(3) 0.0988(14) Uani 1 d . . .
O5 O 0.1886(3) 0.3935(2) 0.24292(16) 0.0281(7) Uani 1 d . . .
O3 O 0.0213(3) 0.7245(2) 0.30283(16) 0.0309(8) Uani 1 d . . .
O2 O -0.0689(3) 0.5849(3) 0.13873(16) 0.0300(7) Uani 1 d . . .
O6 O -0.1141(3) 0.3598(3) 0.18008(17) 0.0309(7) Uani 1 d . . .
N2 N 0.0180(4) 0.4297(3) 0.37074(19) 0.0262(8) Uani 1 d . . .
N1 N -0.1944(4) 0.5184(3) 0.2954(2) 0.0298(9) Uani 1 d . . .
C5 C -0.2976(6) 0.5659(4) 0.2576(3) 0.0376(12) Uani 1 d . . .
H5 H -0.2771 0.6023 0.2172 0.045 Uiso 1 calc . . R
C4 C 0.1274(5) 0.3866(4) 0.4074(2) 0.0324(11) Uani 1 d . . .
H4 H 0.2167 0.3966 0.3919 0.039 Uiso 1 calc . . R
C7 C -0.1683(6) 0.6580(4) 0.0281(3) 0.0369(12) Uani 1 d . . .
C10 C 0.2437(5) 0.8361(4) 0.3941(3) 0.0343(12) Uani 1 d . . .
H10 H 0.2995 0.9117 0.4217 0.041 Uiso 1 calc . . R
C12 C -0.3565(6) 0.4644(5) 0.3717(3) 0.0415(13) Uani 1 d . . .
H12 H -0.3753 0.4287 0.4127 0.050 Uiso 1 calc . . R
C16 C -0.2259(5) 0.4658(4) 0.3518(2) 0.0259(10) Uani 1 d . . .
C19 C 0.0986(5) 0.8223(4) 0.3439(2) 0.0277(11) Uani 1 d . . .
C21 C 0.1510(5) 0.2856(4) 0.2148(2) 0.0293(11) Uani 1 d . . .
C23 C -0.4296(6) 0.5647(4) 0.2740(3) 0.0418(13) Uani 1 d . . .
H23 H -0.4999 0.5984 0.2452 0.050 Uiso 1 calc . . R
C25 C -0.1532(8) 0.5800(5) -0.0441(3) 0.067(2) Uani 1 d . . .
H25A H -0.2334 0.5779 -0.0906 0.100 Uiso 1 calc . . GR
H25B H -0.1600 0.5022 -0.0354 0.100 Uiso 1 calc . . GR
H25C H -0.0566 0.6097 -0.0527 0.100 Uiso 1 calc . . GR
C27 C -0.1586(8) 0.7779(5) 0.0133(4) 0.074(2) Uani 1 d . . .
H27A H -0.0676 0.8037 -0.0018 0.111 Uiso 1 calc . . GR
H27B H -0.1563 0.8309 0.0616 0.111 Uiso 1 calc . . GR
H27C H -0.2456 0.7765 -0.0293 0.111 Uiso 1 calc . . GR
C29 C -0.1082(5) 0.4148(4) 0.3922(2) 0.0281(10) Uani 1 d . . .
C31 C -0.2681(7) 0.0598(5) 0.0767(4) 0.074(2) Uani 1 d . . .
H31A H -0.2276 0.0749 0.0331 0.110 Uiso 1 calc . . GR
H31B H -0.3693 0.0097 0.0554 0.110 Uiso 1 calc . . GR
H31C H -0.2047 0.0220 0.1096 0.110 Uiso 1 calc . . GR
C33 C 0.3080(5) 0.7477(4) 0.4052(2) 0.0290(11) Uani 1 d . . .
C36 C 0.1168(6) 0.3285(4) 0.4663(3) 0.0365(12) Uani 1 d . . .
H36 H 0.1973 0.3005 0.4915 0.044 Uiso 1 calc . . R
C37 C 0.2839(6) 0.2326(4) 0.2249(3) 0.0451(14) Uani 1 d . . .
C39 C -0.0413(5) 0.6558(4) 0.0979(2) 0.0273(11) Uani 1 d . . .
C42 C 0.0116(5) 0.2151(4) 0.1786(3) 0.0339(11) Uani 1 d . . .
H42 H 0.0022 0.1349 0.1636 0.041 Uiso 1 calc . . R
C43 C 0.0262(6) 0.9223(4) 0.3378(3) 0.0385(13) Uani 1 d . . .
C45 C -0.4593(6) 0.5139(5) 0.3329(3) 0.0492(14) Uani 1 d . . .
H45 H -0.5497 0.5132 0.3466 0.059 Uiso 1 calc . . R
O4 O 0.2566(3) 0.6410(3) 0.37543(16) 0.0295(7) Uani 1 d . . .
C52 C 0.1021(6) 0.7268(4) 0.1114(3) 0.0341(12) Uani 1 d . . .
H52 H 0.1134 0.7835 0.0814 0.041 Uiso 1 calc . . R
C54 C -0.1266(6) 0.3566(4) 0.4504(3) 0.0406(13) Uani 1 d . . .
H54 H -0.2169 0.3470 0.4650 0.049 Uiso 1 calc . . R
C56 C -0.0133(7) 0.3126(4) 0.4873(3) 0.0449(14) Uani 1 d . . .
H56 H -0.0254 0.2717 0.5269 0.054 Uiso 1 calc . . R
C58 C -0.1189(5) 0.2551(4) 0.1623(2) 0.0279(10) Uani 1 d . . .
C59 C 0.4645(6) 0.7769(5) 0.4614(3) 0.0432(13) Uani 1 d . . .
C62 C -0.3753(7) 0.2320(5) 0.0779(4) 0.067(2) Uani 1 d . . .
H62A H -0.3358 0.2515 0.0348 0.101 Uiso 1 calc . . GR
H62B H -0.3812 0.3023 0.1115 0.101 Uiso 1 calc . . GR
H62C H -0.4750 0.1798 0.0558 0.101 Uiso 1 calc . . GR
C64 C 0.2268(5) 0.7185(4) 0.1656(3) 0.0308(11) Uani 1 d . . .
C65 C -0.0987(10) 0.9032(7) 0.3794(5) 0.097(3) Uani 1 d . . .
H65A H -0.1663 0.8269 0.3553 0.145 Uiso 1 calc . . GR
H65B H -0.1545 0.9620 0.3736 0.145 Uiso 1 calc . . GR
H65C H -0.0541 0.9087 0.4356 0.145 Uiso 1 calc . . GR
C67 C -0.0507(10) 0.9144(6) 0.2537(4) 0.095(3) Uani 1 d . . .
H67A H 0.0230 0.9239 0.2240 0.142 Uiso 1 calc . . GR
H67B H -0.1041 0.9750 0.2504 0.142 Uiso 1 calc . . GR
H67C H -0.1218 0.8392 0.2313 0.142 Uiso 1 calc . . GR
C72 C 0.3764(7) 0.7984(5) 0.1730(3) 0.0493(15) Uani 1 d . . .
C73 C -0.2726(6) 0.1736(4) 0.1268(3) 0.0427(13) Uani 1 d . . .
C76 C -0.3304(7) 0.1495(5) 0.1972(4) 0.0685(19) Uani 1 d . . .
H76A H -0.4325 0.1008 0.1775 0.103 Uiso 1 calc . . GR
H76B H -0.3294 0.2222 0.2307 0.103 Uiso 1 calc . . GR
H76C H -0.2661 0.1101 0.2282 0.103 Uiso 1 calc . . GR
C77 C 0.1274(9) 1.0377(5) 0.3767(5) 0.098(3) Uani 1 d . . .
H77A H 0.1706 1.0410 0.4328 0.148 Uiso 1 calc . . GR
H77B H 0.0710 1.0962 0.3718 0.148 Uiso 1 calc . . GR
H77C H 0.2073 1.0520 0.3514 0.148 Uiso 1 calc . . GR
O1 O 0.2377(4) 0.6486(3) 0.21035(17) 0.0336(8) Uani 1 d . . .
C0AA C -0.3159(7) 0.6142(9) 0.0421(4) 0.103(3) Uani 1 d . . .
H0AA H -0.3962 0.6074 -0.0055 0.154 Uiso 1 calc . . GR
H0AB H -0.3270 0.6679 0.0864 0.154 Uiso 1 calc . . GR
H0AC H -0.3208 0.5387 0.0547 0.154 Uiso 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
Nd1 O5 2.384(3) . ?
Nd1 O3 2.395(3) . ?
Nd1 O2 2.402(3) . ?
Nd1 O6 2.403(3) . ?
Nd1 N2 2.652(4) . ?
Nd1 N1 2.609(4) . ?
Nd1 O4 2.429(3) . ?
Nd1 O1 2.395(3) . ?
F2 C37 1.332(6) . ?
F4 C37 1.343(6) . ?
F5 C37 1.332(6) . ?
F8 C59 1.308(7) . ?
F11 C59 1.308(6) . ?
F12 C59 1.316(6) . ?
F14 C72 1.331(6) . ?
F16 C72 1.296(6) . ?
F18 C72 1.317(7) . ?
O5 C21 1.271(5) . ?
O3 C19 1.265(5) . ?
O2 C39 1.252(5) . ?
O6 C58 1.252(5) . ?
N2 C4 1.344(6) . ?
N2 C29 1.338(6) . ?
N1 C5 1.343(6) . ?
N1 C16 1.346(5) . ?
C5 H5 0.9500 . ?
C5 C23 1.360(7) . ?
C4 H4 0.9500 . ?
C4 C36 1.380(6) . ?
C7 C25 1.524(7) . ?
C7 C27 1.520(8) . ?
C7 C39 1.527(6) . ?
C7 C0AA 1.500(8) . ?
C10 H10 0.9500 . ?
C10 C19 1.420(6) . ?
C10 C33 1.363(7) . ?
C12 H12 0.9500 . ?
C12 C16 1.375(7) . ?
C12 C45 1.366(7) . ?
C16 C29 1.488(6) . ?
C19 C43 1.523(7) . ?
C21 C37 1.522(7) . ?
C21 C42 1.368(6) . ?
C23 H23 0.9500 . ?
C23 C45 1.369(7) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C29 C54 1.384(6) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C31 C73 1.534(7) . ?
C33 O4 1.267(5) . ?
C33 C59 1.523(7) . ?
C36 H36 0.9500 . ?
C36 C56 1.369(7) . ?
C39 C52 1.408(7) . ?
C42 H42 0.9500 . ?
C42 C58 1.411(6) . ?
C43 C65 1.551(9) . ?
C43 C67 1.487(7) . ?
C43 C77 1.485(8) . ?
C45 H45 0.9500 . ?
C52 H52 0.9500 . ?
C52 C64 1.378(6) . ?
C54 H54 0.9500 . ?
C54 C56 1.380(7) . ?
C56 H56 0.9500 . ?
C58 C73 1.518(6) . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 0.9800 . ?
C62 C73 1.523(8) . ?
C64 C72 1.523(7) . ?
C64 O1 1.270(5) . ?
C65 H65A 0.9800 . ?
C65 H65B 0.9800 . ?
C65 H65C 0.9800 . ?
C67 H67A 0.9800 . ?
C67 H67B 0.9800 . ?
C67 H67C 0.9800 . ?
C73 C76 1.542(8) . ?
C76 H76A 0.9800 . ?
C76 H76B 0.9800 . ?
C76 H76C 0.9800 . ?
C77 H77A 0.9800 . ?
C77 H77B 0.9800 . ?
C77 H77C 0.9800 . ?
C0AA H0AA 0.9800 . ?
C0AA H0AB 0.9800 . ?
C0AA H0AC 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
O5 Nd1 O3 156.95(10) . . ?
O5 Nd1 O2 116.49(10) . . ?
O5 Nd1 O6 70.31(10) . . ?
O5 Nd1 N2 76.77(11) . . ?
O5 Nd1 N1 126.91(11) . . ?
O5 Nd1 O4 88.18(10) . . ?
O5 Nd1 O1 84.97(11) . . ?
O3 Nd1 O2 76.29(10) . . ?
O3 Nd1 O6 132.73(11) . . ?
O3 Nd1 N2 104.19(11) . . ?
O3 Nd1 N1 70.04(11) . . ?
O3 Nd1 O4 70.42(10) . . ?
O3 Nd1 O1 81.36(11) . . ?
O2 Nd1 O6 75.52(10) . . ?
O2 Nd1 N2 144.78(11) . . ?
O2 Nd1 N1 87.26(11) . . ?
O2 Nd1 O4 135.25(10) . . ?
O6 Nd1 N2 79.57(10) . . ?
O6 Nd1 N1 71.46(11) . . ?
O6 Nd1 O4 149.02(10) . . ?
N1 Nd1 N2 61.16(12) . . ?
O4 Nd1 N2 73.81(10) . . ?
O4 Nd1 N1 107.80(10) . . ?
O1 Nd1 O2 71.08(10) . . ?
O1 Nd1 O6 122.86(10) . . ?
O1 Nd1 N2 144.14(11) . . ?
O1 Nd1 N1 147.62(12) . . ?
O1 Nd1 O4 75.03(10) . . ?
C21 O5 Nd1 134.6(3) . . ?
C19 O3 Nd1 138.8(3) . . ?
C39 O2 Nd1 137.8(3) . . ?
C58 O6 Nd1 140.0(3) . . ?
C4 N2 Nd1 119.6(3) . . ?
C29 N2 Nd1 122.1(3) . . ?
C29 N2 C4 118.3(4) . . ?
C5 N1 Nd1 118.4(3) . . ?
C5 N1 C16 117.5(4) . . ?
C16 N1 Nd1 124.2(3) . . ?
N1 C5 H5 118.2 . . ?
N1 C5 C23 123.6(5) . . ?
C23 C5 H5 118.2 . . ?
N2 C4 H4 118.3 . . ?
N2 C4 C36 123.4(5) . . ?
C36 C4 H4 118.3 . . ?
C25 C7 C39 106.4(4) . . ?
C27 C7 C25 108.7(5) . . ?
C27 C7 C39 112.1(4) . . ?
C0AA C7 C25 110.3(5) . . ?
C0AA C7 C27 108.9(6) . . ?
C0AA C7 C39 110.3(4) . . ?
C19 C10 H10 117.9 . . ?
C33 C10 H10 117.9 . . ?
C33 C10 C19 124.2(4) . . ?
C16 C12 H12 119.8 . . ?
C45 C12 H12 119.8 . . ?
C45 C12 C16 120.4(5) . . ?
N1 C16 C12 121.1(4) . . ?
N1 C16 C29 115.6(4) . . ?
C12 C16 C29 123.3(4) . . ?
O3 C19 C10 120.9(4) . . ?
O3 C19 C43 116.6(4) . . ?
C10 C19 C43 122.5(4) . . ?
O5 C21 C37 112.7(4) . . ?
O5 C21 C42 128.8(4) . . ?
C42 C21 C37 118.5(4) . . ?
C5 C23 H23 120.7 . . ?
C5 C23 C45 118.6(5) . . ?
C45 C23 H23 120.7 . . ?
C7 C25 H25A 109.5 . . ?
C7 C25 H25B 109.5 . . ?
C7 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C7 C27 H27A 109.5 . . ?
C7 C27 H27B 109.5 . . ?
C7 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N2 C29 C16 117.0(4) . . ?
N2 C29 C54 121.2(5) . . ?
C54 C29 C16 121.8(4) . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C73 C31 H31A 109.5 . . ?
C73 C31 H31B 109.5 . . ?
C73 C31 H31C 109.5 . . ?
C10 C33 C59 117.7(4) . . ?
O4 C33 C10 129.5(4) . . ?
O4 C33 C59 112.8(4) . . ?
C4 C36 H36 121.0 . . ?
C56 C36 C4 117.9(5) . . ?
C56 C36 H36 121.0 . . ?
F2 C37 F4 106.5(5) . . ?
F2 C37 C21 114.5(4) . . ?
F4 C37 C21 110.6(4) . . ?
F5 C37 F2 106.9(5) . . ?
F5 C37 F4 106.4(4) . . ?
F5 C37 C21 111.5(4) . . ?
O2 C39 C7 117.4(4) . . ?
O2 C39 C52 122.6(4) . . ?
C52 C39 C7 119.9(4) . . ?
C21 C42 H42 118.2 . . ?
C21 C42 C58 123.6(4) . . ?
C58 C42 H42 118.2 . . ?
C19 C43 C65 106.0(4) . . ?
C67 C43 C19 109.7(4) . . ?
C67 C43 C65 105.8(6) . . ?
C77 C43 C19 115.0(5) . . ?
C77 C43 C65 107.8(6) . . ?
C77 C43 C67 112.0(6) . . ?
C12 C45 C23 118.7(5) . . ?
C12 C45 H45 120.7 . . ?
C23 C45 H45 120.7 . . ?
C33 O4 Nd1 130.8(3) . . ?
C39 C52 H52 118.2 . . ?
C64 C52 C39 123.6(4) . . ?
C64 C52 H52 118.2 . . ?
C29 C54 H54 120.1 . . ?
C56 C54 C29 119.8(5) . . ?
C56 C54 H54 120.1 . . ?
C36 C56 C54 119.3(5) . . ?
C36 C56 H56 120.3 . . ?
C54 C56 H56 120.3 . . ?
O6 C58 C42 121.4(4) . . ?
O6 C58 C73 116.5(4) . . ?
C42 C58 C73 122.0(4) . . ?
F8 C59 F12 106.6(5) . . ?
F8 C59 C33 112.6(4) . . ?
F11 C59 F8 104.2(5) . . ?
F11 C59 F12 105.2(5) . . ?
F11 C59 C33 113.7(4) . . ?
F12 C59 C33 113.6(5) . . ?
H62A C62 H62B 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
C73 C62 H62A 109.5 . . ?
C73 C62 H62B 109.5 . . ?
C73 C62 H62C 109.5 . . ?
C52 C64 C72 118.5(4) . . ?
O1 C64 C52 128.8(4) . . ?
O1 C64 C72 112.7(4) . . ?
C43 C65 H65A 109.5 . . ?
C43 C65 H65B 109.5 . . ?
C43 C65 H65C 109.5 . . ?
H65A C65 H65B 109.5 . . ?
H65A C65 H65C 109.5 . . ?
H65B C65 H65C 109.5 . . ?
C43 C67 H67A 109.5 . . ?
C43 C67 H67B 109.5 . . ?
C43 C67 H67C 109.5 . . ?
H67A C67 H67B 109.5 . . ?
H67A C67 H67C 109.5 . . ?
H67B C67 H67C 109.5 . . ?
F14 C72 C64 114.4(5) . . ?
F16 C72 F14 107.6(5) . . ?
F16 C72 F18 106.3(6) . . ?
F16 C72 C64 112.0(5) . . ?
F18 C72 F14 104.5(5) . . ?
F18 C72 C64 111.5(5) . . ?
C31 C73 C76 109.1(5) . . ?
C58 C73 C31 112.2(5) . . ?
C58 C73 C62 109.5(4) . . ?
C58 C73 C76 106.1(4) . . ?
C62 C73 C31 110.6(5) . . ?
C62 C73 C76 109.2(5) . . ?
C73 C76 H76A 109.5 . . ?
C73 C76 H76B 109.5 . . ?
C73 C76 H76C 109.5 . . ?
H76A C76 H76B 109.5 . . ?
H76A C76 H76C 109.5 . . ?
H76B C76 H76C 109.5 . . ?
C43 C77 H77A 109.5 . . ?
C43 C77 H77B 109.5 . . ?
C43 C77 H77C 109.5 . . ?
H77A C77 H77B 109.5 . . ?
H77A C77 H77C 109.5 . . ?
H77B C77 H77C 109.5 . . ?
C64 O1 Nd1 131.3(3) . . ?
C7 C0AA H0AA 109.5 . . ?
C7 C0AA H0AB 109.5 . . ?
C7 C0AA H0AC 109.5 . . ?
H0AA C0AA H0AB 109.5 . . ?
H0AA C0AA H0AC 109.5 . . ?
H0AB C0AA H0AC 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
Nd1 O5 C21 C37 -176.3(3) . . . . ?
Nd1 O5 C21 C42 3.6(7) . . . . ?
Nd1 O3 C19 C10 -16.3(7) . . . . ?
Nd1 O3 C19 C43 165.2(3) . . . . ?
Nd1 O2 C39 C7 -174.4(3) . . . . ?
Nd1 O2 C39 C52 9.4(7) . . . . ?
Nd1 O6 C58 C42 -12.8(7) . . . . ?
Nd1 O6 C58 C73 163.8(3) . . . . ?
Nd1 N2 C4 C36 -179.6(3) . . . . ?
Nd1 N2 C29 C16 -2.2(5) . . . . ?
Nd1 N2 C29 C54 179.0(3) . . . . ?
Nd1 N1 C5 C23 -177.7(4) . . . . ?
Nd1 N1 C16 C12 176.2(3) . . . . ?
Nd1 N1 C16 C29 -1.3(5) . . . . ?
O5 Nd1 O3 C19 0.4(6) . . . . ?
O5 Nd1 O2 C39 -92.3(4) . . . . ?
O5 Nd1 O6 C58 13.7(4) . . . . ?
O5 Nd1 N2 C4 33.7(3) . . . . ?
O5 Nd1 N2 C29 -145.4(3) . . . . ?
O5 Nd1 N1 C5 -139.1(3) . . . . ?
O5 Nd1 N1 C16 42.5(4) . . . . ?
O5 Nd1 O4 C33 148.3(4) . . . . ?
O5 Nd1 O1 C64 143.3(4) . . . . ?
O5 C21 C37 F2 -176.3(4) . . . . ?
O5 C21 C37 F4 63.4(6) . . . . ?
O5 C21 C37 F5 -54.8(5) . . . . ?
O5 C21 C42 C58 3.6(8) . . . . ?
O3 Nd1 O5 C21 170.5(3) . . . . ?
O3 Nd1 O2 C39 67.2(4) . . . . ?
O3 Nd1 O6 C58 -165.6(4) . . . . ?
O3 Nd1 N2 C4 -122.6(3) . . . . ?
O3 Nd1 N2 C29 58.4(3) . . . . ?
O3 Nd1 N1 C5 58.8(3) . . . . ?
O3 Nd1 N1 C16 -119.6(3) . . . . ?
O3 Nd1 O4 C33 -22.9(4) . . . . ?
O3 Nd1 O1 C64 -55.3(4) . . . . ?
O3 C19 C43 C65 70.0(6) . . . . ?
O3 C19 C43 C67 -43.8(7) . . . . ?
O3 C19 C43 C77 -171.0(5) . . . . ?
O2 Nd1 O5 C21 -69.8(4) . . . . ?
O2 Nd1 O3 C19 -126.4(4) . . . . ?
O2 Nd1 O6 C58 139.3(5) . . . . ?
O2 Nd1 N2 C4 151.2(3) . . . . ?
O2 Nd1 N2 C29 -27.9(4) . . . . ?
O2 Nd1 N1 C5 -17.6(3) . . . . ?
O2 Nd1 N1 C16 164.0(3) . . . . ?
O2 Nd1 O4 C33 21.3(4) . . . . ?
O2 Nd1 O1 C64 23.0(4) . . . . ?
O2 C39 C52 C64 5.7(8) . . . . ?
O6 Nd1 O5 C21 -8.2(4) . . . . ?
O6 Nd1 O3 C19 178.8(4) . . . . ?
O6 Nd1 O2 C39 -151.1(4) . . . . ?
O6 Nd1 N2 C4 105.7(3) . . . . ?
O6 Nd1 N2 C29 -73.3(3) . . . . ?
O6 Nd1 N1 C5 -93.2(3) . . . . ?
O6 Nd1 N1 C16 88.3(3) . . . . ?
O6 Nd1 O4 C33 -166.7(3) . . . . ?
O6 Nd1 O1 C64 80.6(4) . . . . ?
O6 C58 C73 C31 156.2(5) . . . . ?
O6 C58 C73 C62 32.9(7) . . . . ?
O6 C58 C73 C76 -84.8(5) . . . . ?
N2 Nd1 O5 C21 75.3(4) . . . . ?
N2 Nd1 O3 C19 89.9(4) . . . . ?
N2 Nd1 O2 C39 162.5(4) . . . . ?
N2 Nd1 O6 C58 -65.9(5) . . . . ?
N2 Nd1 N1 C5 178.7(4) . . . . ?
N2 Nd1 N1 C16 0.2(3) . . . . ?
N2 Nd1 O4 C33 -134.9(4) . . . . ?
N2 Nd1 O1 C64 -157.7(3) . . . . ?
N2 C4 C36 C56 1.1(7) . . . . ?
N2 C29 C54 C56 -0.1(7) . . . . ?
N1 Nd1 O5 C21 38.1(4) . . . . ?
N1 Nd1 O3 C19 141.5(4) . . . . ?
N1 Nd1 O2 C39 137.3(4) . . . . ?
N1 Nd1 O6 C58 -128.8(5) . . . . ?
N1 Nd1 N2 C4 -179.8(3) . . . . ?
N1 Nd1 N2 C29 1.1(3) . . . . ?
N1 Nd1 O4 C33 -83.3(4) . . . . ?
N1 Nd1 O1 C64 -27.5(5) . . . . ?
N1 C5 C23 C45 0.9(8) . . . . ?
N1 C16 C29 N2 2.3(5) . . . . ?
N1 C16 C29 C54 -179.0(4) . . . . ?
C5 N1 C16 C12 -2.3(6) . . . . ?
C5 N1 C16 C29 -179.8(4) . . . . ?
C5 C23 C45 C12 -1.4(8) . . . . ?
C4 N2 C29 C16 178.7(4) . . . . ?
C4 N2 C29 C54 -0.1(6) . . . . ?
C4 C36 C56 C54 -1.3(7) . . . . ?
C7 C39 C52 C64 -170.4(5) . . . . ?
C10 C19 C43 C65 -108.5(6) . . . . ?
C10 C19 C43 C67 137.7(6) . . . . ?
C10 C19 C43 C77 10.5(7) . . . . ?
C10 C33 O4 Nd1 20.0(7) . . . . ?
C10 C33 C59 F8 -95.0(6) . . . . ?
C10 C33 C59 F11 146.7(5) . . . . ?
C10 C33 C59 F12 26.4(7) . . . . ?
C12 C16 C29 N2 -175.2(4) . . . . ?
C12 C16 C29 C54 3.5(7) . . . . ?
C16 N1 C5 C23 0.9(7) . . . . ?
C16 C12 C45 C23 0.0(8) . . . . ?
C16 C29 C54 C56 -178.8(4) . . . . ?
C19 C10 C33 O4 0.0(8) . . . . ?
C19 C10 C33 C59 -179.8(5) . . . . ?
C21 C42 C58 O6 0.5(7) . . . . ?
C21 C42 C58 C73 -175.9(5) . . . . ?
C25 C7 C39 O2 -94.2(5) . . . . ?
C25 C7 C39 C52 82.2(6) . . . . ?
C27 C7 C39 O2 147.1(5) . . . . ?
C27 C7 C39 C52 -36.6(7) . . . . ?
C29 N2 C4 C36 -0.5(7) . . . . ?
C29 C54 C56 C36 0.8(8) . . . . ?
C33 C10 C19 O3 -3.2(7) . . . . ?
C33 C10 C19 C43 175.3(4) . . . . ?
C37 C21 C42 C58 -176.5(5) . . . . ?
C39 C52 C64 C72 178.4(5) . . . . ?
C39 C52 C64 O1 1.4(8) . . . . ?
C42 C21 C37 F2 3.8(7) . . . . ?
C42 C21 C37 F4 -116.5(5) . . . . ?
C42 C21 C37 F5 125.3(5) . . . . ?
C42 C58 C73 C31 -27.3(7) . . . . ?
C42 C58 C73 C62 -150.5(5) . . . . ?
C42 C58 C73 C76 91.8(5) . . . . ?
C45 C12 C16 N1 1.9(7) . . . . ?
C45 C12 C16 C29 179.2(4) . . . . ?
O4 Nd1 O5 C21 149.1(4) . . . . ?
O4 Nd1 O3 C19 23.2(4) . . . . ?
O4 Nd1 O2 C39 24.6(5) . . . . ?
O4 Nd1 O6 C58 -34.9(6) . . . . ?
O4 Nd1 N2 C4 -58.2(3) . . . . ?
O4 Nd1 N2 C29 122.7(3) . . . . ?
O4 Nd1 N1 C5 119.4(3) . . . . ?
O4 Nd1 N1 C16 -59.0(3) . . . . ?
O4 Nd1 O1 C64 -127.3(4) . . . . ?
O4 C33 C59 F8 85.1(6) . . . . ?
O4 C33 C59 F11 -33.2(6) . . . . ?
O4 C33 C59 F12 -153.5(5) . . . . ?
C52 C64 C72 F14 7.5(8) . . . . ?
C52 C64 C72 F16 130.2(6) . . . . ?
C52 C64 C72 F18 -110.7(6) . . . . ?
C52 C64 O1 Nd1 -22.3(7) . . . . ?
C59 C33 O4 Nd1 -160.2(3) . . . . ?
C72 C64 O1 Nd1 160.5(3) . . . . ?
O1 Nd1 O5 C21 -135.7(4) . . . . ?
O1 Nd1 O3 C19 -53.9(4) . . . . ?
O1 Nd1 O2 C39 -18.2(4) . . . . ?
O1 Nd1 O6 C58 83.7(5) . . . . ?
O1 Nd1 N2 C4 -27.7(4) . . . . ?
O1 Nd1 N2 C29 153.3(3) . . . . ?
O1 Nd1 N1 C5 29.4(4) . . . . ?
O1 Nd1 N1 C16 -149.0(3) . . . . ?
O1 Nd1 O4 C33 63.1(4) . . . . ?
O1 C64 C72 F14 -175.0(5) . . . . ?
O1 C64 C72 F16 -52.3(7) . . . . ?
O1 C64 C72 F18 66.7(6) . . . . ?
C0AA C7 C39 O2 25.5(7) . . . . ?
C0AA C7 C39 C52 -158.2(6) . . . . ?

_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_161113_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1586370'
_audit_update_record             
;
2017-11-18 deposited with the CCDC.
2017-12-29 downloaded from the CCDC.
;
_audit_creation_date             2017-11-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5335)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C34 H38 F9 N2 O6 Pr'
_chemical_formula_sum            'C34 H38 F9 N2 O6 Pr'
_chemical_formula_weight         882.57
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C20 H6 F12 Pr1 N2'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pr Pr -0.2180 2.8214 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.5517(3)
_cell_length_b                   12.2277(4)
_cell_length_c                   17.9577(5)
_cell_angle_alpha                99.871(2)
_cell_angle_beta                 103.967(3)
_cell_angle_gamma                101.416(3)
_cell_volume                     1941.39(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9168
_cell_measurement_temperature    180.00(10)
_cell_measurement_theta_max      27.4950
_cell_measurement_theta_min      3.2650
_exptl_absorpt_coefficient_mu    1.341
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77945
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.510
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             888
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0434
_diffrn_reflns_av_unetI/netI     0.0487
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            25888
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         3.19
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3914
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega    7.00   72.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       10.5454 -131.0000  -17.7693 65

#__ type_ start__ end____ width___ exp.time_
  2 omega  -25.00    7.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       10.5454  -38.0000 -120.0000 32

#__ type_ start__ end____ width___ exp.time_
  3 omega  -19.00   89.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       10.5454   77.0000  -60.0000 108

#__ type_ start__ end____ width___ exp.time_
  4 omega  -16.00   77.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       10.5454   38.0000 -150.0000 93

#__ type_ start__ end____ width___ exp.time_
  5 omega  -16.00   86.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       10.5454   38.0000   90.0000 102

#__ type_ start__ end____ width___ exp.time_
  6 omega  -63.00   37.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       10.5454  -38.0000   30.0000 100

#__ type_ start__ end____ width___ exp.time_
  7 omega  -19.00   31.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       10.5454  -99.0000  150.0000 50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0554508000
_diffrn_orient_matrix_UB_12      0.0293237000
_diffrn_orient_matrix_UB_13      0.0047923000
_diffrn_orient_matrix_UB_21      -0.0538957000
_diffrn_orient_matrix_UB_22      -0.0532245000
_diffrn_orient_matrix_UB_23      -0.0101969000
_diffrn_orient_matrix_UB_31      0.0163499000
_diffrn_orient_matrix_UB_32      -0.0024093000
_diffrn_orient_matrix_UB_33      0.0402816000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71000
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                6550
_reflns_number_total             7640
_reflns_odcompleteness_completeness 99.79
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.97
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         1.140
_refine_diff_density_min         -0.455
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     478
_refine_ls_number_reflns         7640
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0454
_refine_ls_R_factor_gt           0.0336
_refine_ls_restrained_S_all      1.060
_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)+(0.0269P)²+1.6351P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0690
_refine_ls_wR_factor_ref         0.0751
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C0AA(H0AA), C16(H16), C21(H21), C30(H30), C31(H31), C35(H35), C39(H39),
 C47(H47), C49(H49), C55(H55), C58(H58)
2.b Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C27(H27A,H27B,H27C),
 C43(H43A,H43B,H43C), C51(H51A,H51B,H51C), C61(H61A,H61B,H61C), C70(H70A,H70B,
 H70C), C78(H78A,H78B,H78C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Pr1 Pr 0.05582(2) 0.037229(16) 0.757772(10) 0.02268(7) Uani 1 d . . .
O1 O 0.2382(2) 0.1486(2) 0.70993(13) 0.0322(5) Uani 1 d . . .
F4 F 0.2502(3) -0.3809(2) 0.69277(19) 0.0775(9) Uani 1 d . . .
F6 F 0.4909(3) 0.2000(3) 1.00157(16) 0.0796(9) Uani 1 d . . .
F7 F 0.3520(3) -0.2566(2) 0.80235(15) 0.0583(7) Uani 1 d . . .
F9 F 0.4979(4) 0.3737(3) 1.0154(2) 0.1335(17) Uani 1 d . . .
F12 F 0.4469(4) 0.3503(3) 0.74563(18) 0.1140(14) Uani 1 d . . .
O2 O -0.0690(2) 0.0852(2) 0.63842(13) 0.0299(5) Uani 1 d . . .
F18 F 0.3862(3) -0.2182(2) 0.69491(15) 0.0584(7) Uani 1 d . . .
F20 F 0.3688(3) 0.3777(3) 0.63136(19) 0.0845(10) Uani 1 d . . .
O4 O 0.2576(2) 0.1417(2) 0.87580(13) 0.0293(5) Uani 1 d . . .
O5 O 0.1887(2) -0.1086(2) 0.74264(13) 0.0283(5) Uani 1 d . . .
F26 F 0.5682(3) 0.2883(4) 0.92516(18) 0.1023(13) Uani 1 d . . .
O3 O 0.0213(2) 0.22433(19) 0.80356(13) 0.0303(5) Uani 1 d . . .
F30 F 0.4662(3) 0.2417(3) 0.6473(2) 0.1014(12) Uani 1 d . . .
O6 O -0.1134(2) -0.1418(2) 0.67905(13) 0.0319(5) Uani 1 d . . .
N1 N -0.1962(3) 0.0170(2) 0.79541(16) 0.0293(6) Uani 1 d . . .
N2 N 0.0172(3) -0.0717(2) 0.87086(15) 0.0257(6) Uani 1 d . . .
C12 C -0.1094(4) -0.0858(3) 0.89245(18) 0.0264(7) Uani 1 d . . .
C14 C -0.1532(6) 0.0816(4) 0.4553(2) 0.0646(14) Uani 1 d . . .
H14A H -0.0549 0.1095 0.4481 0.097 Uiso 1 calc . . GR
H14B H -0.2309 0.0826 0.4086 0.097 Uiso 1 calc . . GR
H14C H -0.1642 0.0030 0.4625 0.097 Uiso 1 calc . . GR
C1 C -0.0416(4) 0.1552(3) 0.59716(18) 0.0278(7) Uani 1 d . . .
C3 C -0.1679(4) 0.1582(3) 0.52732(19) 0.0344(8) Uani 1 d . . .
C5 C -0.2265(4) -0.0347(3) 0.85201(18) 0.0265(7) Uani 1 d . . .
C8 C -0.1569(6) 0.2792(4) 0.5123(3) 0.0719(15) Uani 1 d . . .
H8A H -0.0654 0.3045 0.4977 0.108 Uiso 1 calc . . GR
H8B H -0.1552 0.3323 0.5602 0.108 Uiso 1 calc . . GR
H8C H -0.2433 0.2779 0.4693 0.108 Uiso 1 calc . . GR
C9 C -0.3295(5) -0.3507(4) 0.6976(3) 0.0653(13) Uani 1 d . . .
H9A H -0.4307 -0.4007 0.6784 0.098 Uiso 1 calc . . GR
H9B H -0.3302 -0.2778 0.7300 0.098 Uiso 1 calc . . GR
H9C H -0.2633 -0.3880 0.7292 0.098 Uiso 1 calc . . GR
C0AA C -0.3573(4) -0.0366(3) 0.8724(2) 0.0397(9) Uani 1 d . . .
H0AA H -0.3759 -0.0725 0.9132 0.048 Uiso 1 calc . . R
C16 C 0.1263(4) -0.1146(3) 0.90761(19) 0.0317(8) Uani 1 d . . .
H16 H 0.2159 -0.1043 0.8926 0.038 Uiso 1 calc . . R
C17 C 0.1510(4) -0.2160(3) 0.71473(19) 0.0299(8) Uani 1 d . . .
C19 C 0.0975(4) 0.3209(3) 0.84393(19) 0.0289(8) Uani 1 d . . .
C21 C 0.2439(4) 0.3365(3) 0.8943(2) 0.0337(8) Uani 1 d . . .
H21 H 0.2994 0.4122 0.9215 0.040 Uiso 1 calc . . R
C24 C 0.0239(4) 0.4208(3) 0.8383(2) 0.0380(9) Uani 1 d . . .
C25 C 0.3084(4) 0.2481(3) 0.90526(19) 0.0291(8) Uani 1 d . . .
C27 C -0.2693(5) -0.4410(4) 0.5764(3) 0.0763(17) Uani 1 d . . .
H27A H -0.2103 -0.4808 0.6098 0.115 Uiso 1 calc . . GR
H27B H -0.2242 -0.4257 0.5345 0.115 Uiso 1 calc . . GR
H27C H -0.3712 -0.4890 0.5529 0.115 Uiso 1 calc . . GR
C30 C 0.1151(4) -0.1729(3) 0.9661(2) 0.0340(8) Uani 1 d . . .
H30 H 0.1949 -0.2022 0.9906 0.041 Uiso 1 calc . . R
C31 C -0.2988(4) 0.0642(3) 0.7579(2) 0.0379(9) Uani 1 d . . .
H31 H -0.2784 0.1002 0.7174 0.045 Uiso 1 calc . . R
C34 C 0.2846(4) -0.2694(3) 0.7257(3) 0.0442(10) Uani 1 d . . .
C35 C -0.4606(4) 0.0137(4) 0.8334(2) 0.0465(10) Uani 1 d . . .
H35 H -0.5505 0.0136 0.8473 0.056 Uiso 1 calc . . R
C39 C 0.0120(4) -0.2869(3) 0.6781(2) 0.0339(8) Uani 1 d . . .
H39 H 0.0026 -0.3669 0.6629 0.041 Uiso 1 calc . . R
C43 C -0.3759(5) -0.2694(4) 0.5774(3) 0.0655(14) Uani 1 d . . .
H43A H -0.4763 -0.3206 0.5565 0.098 Uiso 1 calc . . GR
H43B H -0.3381 -0.2517 0.5336 0.098 Uiso 1 calc . . GR
H43C H -0.3795 -0.1982 0.6107 0.098 Uiso 1 calc . . GR
C45 C -0.1191(4) -0.2457(3) 0.66178(19) 0.0288(7) Uani 1 d . . .
C47 C 0.1027(4) 0.2267(3) 0.6113(2) 0.0344(8) Uani 1 d . . .
H47 H 0.1143 0.2839 0.5820 0.041 Uiso 1 calc . . R
C49 C -0.1276(4) -0.1445(3) 0.9505(2) 0.0404(9) Uani 1 d . . .
H49 H -0.2184 -0.1551 0.9645 0.048 Uiso 1 calc . . R
C51 C 0.1275(7) 0.5374(4) 0.8761(4) 0.098(2) Uani 1 d . . .
H51A H 0.1678 0.5435 0.9327 0.146 Uiso 1 calc . . GR
H51B H 0.0728 0.5963 0.8683 0.146 Uiso 1 calc . . GR
H51C H 0.2095 0.5484 0.8520 0.146 Uiso 1 calc . . GR
C54 C 0.2271(4) 0.2177(3) 0.6651(2) 0.0318(8) Uani 1 d . . .
C55 C -0.0136(5) -0.1874(4) 0.9880(2) 0.0456(10) Uani 1 d . . .
H55 H -0.0246 -0.2265 1.0284 0.055 Uiso 1 calc . . R
C58 C -0.4319(4) 0.0638(3) 0.7744(2) 0.0436(10) Uani 1 d . . .
H58 H -0.5023 0.0975 0.7456 0.052 Uiso 1 calc . . R
C61 C -0.3159(5) 0.1147(7) 0.5414(3) 0.102(2) Uani 1 d . . .
H61A H -0.3965 0.1117 0.4949 0.152 Uiso 1 calc . . GR
H61B H -0.3246 0.1664 0.5873 0.152 Uiso 1 calc . . GR
H61C H -0.3230 0.0377 0.5513 0.152 Uiso 1 calc . . GR
C65 C -0.2730(4) -0.3279(3) 0.6262(2) 0.0429(10) Uani 1 d . . .
C67 C 0.4655(4) 0.2786(4) 0.9619(2) 0.0442(10) Uani 1 d . . .
C70 C -0.0996(7) 0.4024(5) 0.8790(4) 0.101(2) Uani 1 d . . .
H70A H -0.1654 0.3254 0.8560 0.151 Uiso 1 calc . . GR
H70B H -0.1573 0.4596 0.8715 0.151 Uiso 1 calc . . GR
H70C H -0.0550 0.4106 0.9355 0.151 Uiso 1 calc . . GR
C74 C 0.3766(5) 0.2989(4) 0.6732(3) 0.0500(11) Uani 1 d . . .
C78 C -0.0492(8) 0.4130(5) 0.7530(3) 0.094(2) Uani 1 d . . .
H78A H 0.0269 0.4221 0.7248 0.142 Uiso 1 calc . . GR
H78B H -0.1019 0.4737 0.7485 0.142 Uiso 1 calc . . GR
H78C H -0.1202 0.3381 0.7298 0.142 Uiso 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
Pr1 O1 2.410(2) . ?
Pr1 O2 2.415(2) . ?
Pr1 O4 2.442(2) . ?
Pr1 O5 2.400(2) . ?
Pr1 O3 2.409(2) . ?
Pr1 O6 2.416(2) . ?
Pr1 N1 2.631(3) . ?
Pr1 N2 2.670(3) . ?
O1 C54 1.265(4) . ?
F4 C34 1.330(4) . ?
F6 C67 1.316(5) . ?
F7 C34 1.339(5) . ?
F9 C67 1.305(5) . ?
F12 C74 1.291(5) . ?
O2 C1 1.254(4) . ?
F18 C34 1.333(5) . ?
F20 C74 1.323(5) . ?
O4 C25 1.264(4) . ?
O5 C17 1.267(4) . ?
F26 C67 1.306(5) . ?
O3 C19 1.250(4) . ?
F30 C74 1.326(5) . ?
O6 C45 1.243(4) . ?
N1 C5 1.344(4) . ?
N1 C31 1.336(4) . ?
N2 C12 1.346(4) . ?
N2 C16 1.341(4) . ?
C12 C5 1.487(5) . ?
C12 C49 1.388(5) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C14 C3 1.515(5) . ?
C1 C3 1.527(5) . ?
C1 C47 1.417(5) . ?
C3 C8 1.537(6) . ?
C3 C61 1.506(6) . ?
C5 C0AA 1.381(5) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C9 C65 1.551(6) . ?
C0AA H0AA 0.9500 . ?
C0AA C35 1.377(5) . ?
C16 H16 0.9500 . ?
C16 C30 1.379(5) . ?
C17 C34 1.532(5) . ?
C17 C39 1.369(5) . ?
C19 C21 1.427(5) . ?
C19 C24 1.530(5) . ?
C21 H21 0.9500 . ?
C21 C25 1.365(5) . ?
C24 C51 1.503(6) . ?
C24 C70 1.530(6) . ?
C24 C78 1.501(6) . ?
C25 C67 1.529(5) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C27 C65 1.525(5) . ?
C30 H30 0.9500 . ?
C30 C55 1.367(5) . ?
C31 H31 0.9500 . ?
C31 C58 1.373(5) . ?
C35 H35 0.9500 . ?
C35 C58 1.368(5) . ?
C39 H39 0.9500 . ?
C39 C45 1.425(5) . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C43 C65 1.525(6) . ?
C45 C65 1.523(5) . ?
C47 H47 0.9500 . ?
C47 C54 1.375(5) . ?
C49 H49 0.9500 . ?
C49 C55 1.380(5) . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
C54 C74 1.528(5) . ?
C55 H55 0.9500 . ?
C58 H58 0.9500 . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C61 H61C 0.9800 . ?
C70 H70A 0.9800 . ?
C70 H70B 0.9800 . ?
C70 H70C 0.9800 . ?
C78 H78A 0.9800 . ?
C78 H78B 0.9800 . ?
C78 H78C 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
O1 Pr1 O2 70.73(8) . . ?
O1 Pr1 O4 75.06(8) . . ?
O1 Pr1 O6 122.43(8) . . ?
O1 Pr1 N1 147.60(8) . . ?
O1 Pr1 N2 144.53(8) . . ?
O2 Pr1 O4 134.72(8) . . ?
O2 Pr1 O6 75.72(8) . . ?
O2 Pr1 N1 87.38(8) . . ?
O2 Pr1 N2 144.74(8) . . ?
O4 Pr1 N1 107.77(8) . . ?
O4 Pr1 N2 74.19(8) . . ?
O5 Pr1 O1 85.35(8) . . ?
O5 Pr1 O2 116.60(7) . . ?
O5 Pr1 O4 88.67(8) . . ?
O5 Pr1 O3 157.14(8) . . ?
O5 Pr1 O6 69.75(8) . . ?
O5 Pr1 N1 126.51(8) . . ?
O5 Pr1 N2 76.71(8) . . ?
O3 Pr1 O1 81.43(8) . . ?
O3 Pr1 O2 76.32(8) . . ?
O3 Pr1 O4 69.96(7) . . ?
O3 Pr1 O6 133.10(8) . . ?
O3 Pr1 N1 70.08(8) . . ?
O3 Pr1 N2 103.96(8) . . ?
O6 Pr1 O4 149.33(8) . . ?
O6 Pr1 N1 71.75(8) . . ?
O6 Pr1 N2 79.64(8) . . ?
N1 Pr1 N2 60.90(8) . . ?
C54 O1 Pr1 131.6(2) . . ?
C1 O2 Pr1 138.3(2) . . ?
C25 O4 Pr1 130.8(2) . . ?
C17 O5 Pr1 134.7(2) . . ?
C19 O3 Pr1 138.9(2) . . ?
C45 O6 Pr1 140.4(2) . . ?
C5 N1 Pr1 124.0(2) . . ?
C31 N1 Pr1 118.2(2) . . ?
C31 N1 C5 117.8(3) . . ?
C12 N2 Pr1 122.1(2) . . ?
C16 N2 Pr1 119.7(2) . . ?
C16 N2 C12 118.3(3) . . ?
N2 C12 C5 116.9(3) . . ?
N2 C12 C49 120.9(3) . . ?
C49 C12 C5 122.2(3) . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C3 C14 H14A 109.5 . . ?
C3 C14 H14B 109.5 . . ?
C3 C14 H14C 109.5 . . ?
O2 C1 C3 118.0(3) . . ?
O2 C1 C47 122.2(3) . . ?
C47 C1 C3 119.7(3) . . ?
C14 C3 C1 106.7(3) . . ?
C14 C3 C8 107.9(3) . . ?
C1 C3 C8 112.3(3) . . ?
C61 C3 C14 110.6(4) . . ?
C61 C3 C1 109.9(3) . . ?
C61 C3 C8 109.3(4) . . ?
N1 C5 C12 116.1(3) . . ?
N1 C5 C0AA 121.4(3) . . ?
C0AA C5 C12 122.5(3) . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C65 C9 H9A 109.5 . . ?
C65 C9 H9B 109.5 . . ?
C65 C9 H9C 109.5 . . ?
C5 C0AA H0AA 120.1 . . ?
C35 C0AA C5 119.8(3) . . ?
C35 C0AA H0AA 120.1 . . ?
N2 C16 H16 118.3 . . ?
N2 C16 C30 123.5(3) . . ?
C30 C16 H16 118.3 . . ?
O5 C17 C34 112.5(3) . . ?
O5 C17 C39 129.3(3) . . ?
C39 C17 C34 118.1(3) . . ?
O3 C19 C21 121.5(3) . . ?
O3 C19 C24 116.6(3) . . ?
C21 C19 C24 121.9(3) . . ?
C19 C21 H21 118.3 . . ?
C25 C21 C19 123.4(3) . . ?
C25 C21 H21 118.3 . . ?
C19 C24 C70 106.7(3) . . ?
C51 C24 C19 114.6(4) . . ?
C51 C24 C70 109.0(4) . . ?
C78 C24 C19 108.5(3) . . ?
C78 C24 C51 110.4(4) . . ?
C78 C24 C70 107.4(5) . . ?
O4 C25 C21 129.8(3) . . ?
O4 C25 C67 113.1(3) . . ?
C21 C25 C67 117.1(3) . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C65 C27 H27A 109.5 . . ?
C65 C27 H27B 109.5 . . ?
C65 C27 H27C 109.5 . . ?
C16 C30 H30 120.8 . . ?
C55 C30 C16 118.3(3) . . ?
C55 C30 H30 120.8 . . ?
N1 C31 H31 118.1 . . ?
N1 C31 C58 123.8(3) . . ?
C58 C31 H31 118.1 . . ?
F4 C34 F7 106.9(3) . . ?
F4 C34 F18 106.9(3) . . ?
F4 C34 C17 114.2(3) . . ?
F7 C34 C17 110.8(3) . . ?
F18 C34 F7 106.8(3) . . ?
F18 C34 C17 111.0(3) . . ?
C0AA C35 H35 120.5 . . ?
C58 C35 C0AA 119.1(4) . . ?
C58 C35 H35 120.5 . . ?
C17 C39 H39 118.6 . . ?
C17 C39 C45 122.8(3) . . ?
C45 C39 H39 118.6 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C65 C43 H43A 109.5 . . ?
C65 C43 H43B 109.5 . . ?
C65 C43 H43C 109.5 . . ?
O6 C45 C39 121.5(3) . . ?
O6 C45 C65 117.2(3) . . ?
C39 C45 C65 121.3(3) . . ?
C1 C47 H47 118.2 . . ?
C54 C47 C1 123.5(3) . . ?
C54 C47 H47 118.2 . . ?
C12 C49 H49 120.0 . . ?
C55 C49 C12 119.9(3) . . ?
C55 C49 H49 120.0 . . ?
C24 C51 H51A 109.5 . . ?
C24 C51 H51B 109.5 . . ?
C24 C51 H51C 109.5 . . ?
H51A C51 H51B 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
O1 C54 C47 129.1(3) . . ?
O1 C54 C74 112.8(3) . . ?
C47 C54 C74 118.1(3) . . ?
C30 C55 C49 119.1(3) . . ?
C30 C55 H55 120.4 . . ?
C49 C55 H55 120.4 . . ?
C31 C58 H58 120.9 . . ?
C35 C58 C31 118.2(3) . . ?
C35 C58 H58 120.9 . . ?
C3 C61 H61A 109.5 . . ?
C3 C61 H61B 109.5 . . ?
C3 C61 H61C 109.5 . . ?
H61A C61 H61B 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
C27 C65 C9 109.6(4) . . ?
C27 C65 C43 110.5(4) . . ?
C43 C65 C9 109.2(4) . . ?
C45 C65 C9 105.4(3) . . ?
C45 C65 C27 112.7(3) . . ?
C45 C65 C43 109.2(3) . . ?
F6 C67 C25 113.5(3) . . ?
F9 C67 F6 105.1(4) . . ?
F9 C67 F26 106.8(4) . . ?
F9 C67 C25 114.3(4) . . ?
F26 C67 F6 104.1(4) . . ?
F26 C67 C25 112.3(3) . . ?
C24 C70 H70A 109.5 . . ?
C24 C70 H70B 109.5 . . ?
C24 C70 H70C 109.5 . . ?
H70A C70 H70B 109.5 . . ?
H70A C70 H70C 109.5 . . ?
H70B C70 H70C 109.5 . . ?
F12 C74 F20 108.1(4) . . ?
F12 C74 F30 106.0(4) . . ?
F12 C74 C54 112.5(3) . . ?
F20 C74 F30 104.1(4) . . ?
F20 C74 C54 114.8(3) . . ?
F30 C74 C54 110.7(4) . . ?
C24 C78 H78A 109.5 . . ?
C24 C78 H78B 109.5 . . ?
C24 C78 H78C 109.5 . . ?
H78A C78 H78B 109.5 . . ?
H78A C78 H78C 109.5 . . ?
H78B C78 H78C 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
Pr1 O1 C54 C47 -21.4(6) . . . . ?
Pr1 O1 C54 C74 159.9(2) . . . . ?
Pr1 O2 C1 C3 -174.8(2) . . . . ?
Pr1 O2 C1 C47 8.1(5) . . . . ?
Pr1 O4 C25 C21 20.3(5) . . . . ?
Pr1 O4 C25 C67 -160.3(2) . . . . ?
Pr1 O5 C17 C34 -175.7(2) . . . . ?
Pr1 O5 C17 C39 3.9(5) . . . . ?
Pr1 O3 C19 C21 -16.4(5) . . . . ?
Pr1 O3 C19 C24 165.2(2) . . . . ?
Pr1 O6 C45 C39 -14.3(5) . . . . ?
Pr1 O6 C45 C65 162.6(3) . . . . ?
Pr1 N1 C5 C12 -2.1(4) . . . . ?
Pr1 N1 C5 C0AA 176.0(3) . . . . ?
Pr1 N1 C31 C58 -177.2(3) . . . . ?
Pr1 N2 C12 C5 -1.8(4) . . . . ?
Pr1 N2 C12 C49 178.9(3) . . . . ?
Pr1 N2 C16 C30 -179.4(3) . . . . ?
O1 Pr1 O2 C1 -17.4(3) . . . . ?
O1 Pr1 O4 C25 62.9(3) . . . . ?
O1 Pr1 O5 C17 -135.7(3) . . . . ?
O1 Pr1 O3 C19 -53.6(3) . . . . ?
O1 Pr1 O6 C45 85.1(4) . . . . ?
O1 Pr1 N1 C5 -148.7(2) . . . . ?
O1 Pr1 N1 C31 29.0(3) . . . . ?
O1 Pr1 N2 C12 152.7(2) . . . . ?
O1 Pr1 N2 C16 -27.6(3) . . . . ?
O1 C54 C74 F12 -51.6(5) . . . . ?
O1 C54 C74 F20 -175.7(4) . . . . ?
O1 C54 C74 F30 66.8(4) . . . . ?
O2 Pr1 O1 C54 22.5(3) . . . . ?
O2 Pr1 O4 C25 21.0(3) . . . . ?
O2 Pr1 O5 C17 -70.0(3) . . . . ?
O2 Pr1 O3 C19 -125.7(3) . . . . ?
O2 Pr1 O6 C45 140.7(4) . . . . ?
O2 Pr1 N1 C5 164.8(3) . . . . ?
O2 Pr1 N1 C31 -17.5(3) . . . . ?
O2 Pr1 N2 C12 -28.1(3) . . . . ?
O2 Pr1 N2 C16 151.6(2) . . . . ?
O2 C1 C3 C14 -95.0(4) . . . . ?
O2 C1 C3 C8 146.9(4) . . . . ?
O2 C1 C3 C61 25.0(5) . . . . ?
O2 C1 C47 C54 7.0(5) . . . . ?
O4 Pr1 O1 C54 -127.4(3) . . . . ?
O4 Pr1 O2 C1 25.7(3) . . . . ?
O4 Pr1 O5 C17 149.2(3) . . . . ?
O4 Pr1 O3 C19 23.5(3) . . . . ?
O4 Pr1 O6 C45 -33.1(4) . . . . ?
O4 Pr1 N1 C5 -58.7(3) . . . . ?
O4 Pr1 N1 C31 119.0(3) . . . . ?
O4 Pr1 N2 C12 121.9(2) . . . . ?
O4 Pr1 N2 C16 -58.3(2) . . . . ?
O4 C25 C67 F6 -33.4(5) . . . . ?
O4 C25 C67 F9 -153.9(4) . . . . ?
O4 C25 C67 F26 84.3(4) . . . . ?
O5 Pr1 O1 C54 142.8(3) . . . . ?
O5 Pr1 O2 C1 -91.6(3) . . . . ?
O5 Pr1 O4 C25 148.4(3) . . . . ?
O5 Pr1 O3 C19 1.8(4) . . . . ?
O5 Pr1 O6 C45 14.8(3) . . . . ?
O5 Pr1 N1 C5 43.3(3) . . . . ?
O5 Pr1 N1 C31 -139.1(2) . . . . ?
O5 Pr1 N2 C12 -145.7(2) . . . . ?
O5 Pr1 N2 C16 34.1(2) . . . . ?
O5 C17 C34 F4 -176.1(3) . . . . ?
O5 C17 C34 F7 63.2(4) . . . . ?
O5 C17 C34 F18 -55.2(4) . . . . ?
O5 C17 C39 C45 3.2(6) . . . . ?
O3 Pr1 O1 C54 -55.9(3) . . . . ?
O3 Pr1 O2 C1 68.2(3) . . . . ?
O3 Pr1 O4 C25 -23.3(3) . . . . ?
O3 Pr1 O5 C17 169.6(3) . . . . ?
O3 Pr1 O6 C45 -164.2(3) . . . . ?
O3 Pr1 N1 C5 -118.8(3) . . . . ?
O3 Pr1 N1 C31 58.9(3) . . . . ?
O3 Pr1 N2 C12 57.9(2) . . . . ?
O3 Pr1 N2 C16 -122.4(2) . . . . ?
O3 C19 C21 C25 -3.4(5) . . . . ?
O3 C19 C24 C51 -169.8(4) . . . . ?
O3 C19 C24 C70 69.5(5) . . . . ?
O3 C19 C24 C78 -45.9(5) . . . . ?
O6 Pr1 O1 C54 80.4(3) . . . . ?
O6 Pr1 O2 C1 -149.8(3) . . . . ?
O6 Pr1 O4 C25 -167.5(2) . . . . ?
O6 Pr1 O5 C17 -8.6(3) . . . . ?
O6 Pr1 O3 C19 179.4(3) . . . . ?
O6 Pr1 N1 C5 89.0(3) . . . . ?
O6 Pr1 N1 C31 -93.3(3) . . . . ?
O6 Pr1 N2 C12 -74.2(2) . . . . ?
O6 Pr1 N2 C16 105.5(2) . . . . ?
O6 C45 C65 C9 -84.9(4) . . . . ?
O6 C45 C65 C27 155.5(4) . . . . ?
O6 C45 C65 C43 32.3(5) . . . . ?
N1 Pr1 O1 C54 -27.6(4) . . . . ?
N1 Pr1 O2 C1 138.3(3) . . . . ?
N1 Pr1 O4 C25 -83.4(3) . . . . ?
N1 Pr1 O5 C17 37.9(3) . . . . ?
N1 Pr1 O3 C19 142.1(3) . . . . ?
N1 Pr1 O6 C45 -127.3(4) . . . . ?
N1 Pr1 N2 C12 0.5(2) . . . . ?
N1 Pr1 N2 C16 -179.7(3) . . . . ?
N1 C5 C0AA C35 1.0(6) . . . . ?
N1 C31 C58 C35 1.0(6) . . . . ?
N2 Pr1 O1 C54 -158.0(3) . . . . ?
N2 Pr1 O2 C1 163.1(3) . . . . ?
N2 Pr1 O4 C25 -135.0(3) . . . . ?
N2 Pr1 O5 C17 75.1(3) . . . . ?
N2 Pr1 O3 C19 90.6(3) . . . . ?
N2 Pr1 O6 C45 -64.7(3) . . . . ?
N2 Pr1 N1 C5 0.9(2) . . . . ?
N2 Pr1 N1 C31 178.6(3) . . . . ?
N2 C12 C5 N1 2.5(4) . . . . ?
N2 C12 C5 C0AA -175.7(3) . . . . ?
N2 C12 C49 C55 1.2(6) . . . . ?
N2 C16 C30 C55 -0.2(6) . . . . ?
C12 N2 C16 C30 0.3(5) . . . . ?
C12 C5 C0AA C35 179.1(3) . . . . ?
C12 C49 C55 C30 -1.1(6) . . . . ?
C1 C47 C54 O1 0.3(6) . . . . ?
C1 C47 C54 C74 178.8(3) . . . . ?
C3 C1 C47 C54 -170.1(3) . . . . ?
C5 N1 C31 C58 0.7(6) . . . . ?
C5 C12 C49 C55 -178.0(4) . . . . ?
C5 C0AA C35 C58 0.6(6) . . . . ?
C0AA C35 C58 C31 -1.6(6) . . . . ?
C16 N2 C12 C5 178.5(3) . . . . ?
C16 N2 C12 C49 -0.8(5) . . . . ?
C16 C30 C55 C49 0.6(6) . . . . ?
C17 C39 C45 O6 1.2(5) . . . . ?
C17 C39 C45 C65 -175.6(3) . . . . ?
C19 C21 C25 O4 0.1(6) . . . . ?
C19 C21 C25 C67 -179.2(3) . . . . ?
C21 C19 C24 C51 11.9(5) . . . . ?
C21 C19 C24 C70 -108.8(4) . . . . ?
C21 C19 C24 C78 135.7(4) . . . . ?
C21 C25 C67 F6 146.1(4) . . . . ?
C21 C25 C67 F9 25.5(5) . . . . ?
C21 C25 C67 F26 -96.2(4) . . . . ?
C24 C19 C21 C25 174.9(3) . . . . ?
C31 N1 C5 C12 -179.8(3) . . . . ?
C31 N1 C5 C0AA -1.7(5) . . . . ?
C34 C17 C39 C45 -177.2(3) . . . . ?
C39 C17 C34 F4 4.3(5) . . . . ?
C39 C17 C34 F7 -116.4(4) . . . . ?
C39 C17 C34 F18 125.1(4) . . . . ?
C39 C45 C65 C9 92.0(4) . . . . ?
C39 C45 C65 C27 -27.5(5) . . . . ?
C39 C45 C65 C43 -150.7(4) . . . . ?
C47 C1 C3 C14 82.2(4) . . . . ?
C47 C1 C3 C8 -35.9(5) . . . . ?
C47 C1 C3 C61 -157.8(4) . . . . ?
C47 C54 C74 F12 129.7(4) . . . . ?
C47 C54 C74 F20 5.5(6) . . . . ?
C47 C54 C74 F30 -112.0(4) . . . . ?
C49 C12 C5 N1 -178.2(3) . . . . ?
C49 C12 C5 C0AA 3.6(5) . . . . ?

_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_161020_1
_database_code_depnum_ccdc_archive 'CCDC 1586371'
_audit_update_record             
;
2017-11-18 deposited with the CCDC.
2017-12-29 downloaded from the CCDC.
;
_audit_creation_date             2016-10-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.08.25 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H38 Ce F9 N2 O6'
_chemical_formula_sum            'C34 H38 Ce F9 N2 O6'
_chemical_formula_weight         881.78
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Ce1 C28 F13 H12 N2'
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'
Ce Ce -0.2486 2.6331 '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                   9.5494(3)
_cell_length_b                   12.2844(6)
_cell_length_c                   17.9636(5)
_cell_angle_alpha                99.984(3)
_cell_angle_beta                 104.048(3)
_cell_angle_gamma                101.288(3)
_cell_volume                     1949.94(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5183
_cell_measurement_temperature    180.01(10)
_cell_measurement_theta_max      27.4220
_cell_measurement_theta_min      3.6000
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.253
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92840
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.502
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             886
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_av_unetI/netI     0.0713
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            18458
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.214
_diffrn_reflns_theta_max         27.453
_diffrn_reflns_theta_min         2.854
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3914
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega    2.00   95.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       13.4628   19.0000   60.0000 93

#__ type_ start__ end____ width___ exp.time_
  2 omega    3.00   30.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       13.4628  -38.0000  -60.0000 27

#__ type_ start__ end____ width___ exp.time_
  3 omega  -13.00   89.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       13.4628   38.0000  150.0000 102

#__ type_ start__ end____ width___ exp.time_
  4 omega   40.00   67.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       13.4628  178.0000    0.0000 27

#__ type_ start__ end____ width___ exp.time_
  5 omega  -98.00  -59.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.5566  178.0000 -180.0000 39

#__ type_ start__ end____ width___ exp.time_
  6 omega -105.00  -57.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.5566 -178.0000   90.0000 48

#__ type_ start__ end____ width___ exp.time_
  7 omega  -19.00   27.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.5566  -99.0000  -60.0000 46
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0785579000
_diffrn_orient_matrix_UB_12      0.0188459000
_diffrn_orient_matrix_UB_13      0.0087990000
_diffrn_orient_matrix_UB_21      -0.0044634000
_diffrn_orient_matrix_UB_22      0.0573595000
_diffrn_orient_matrix_UB_23      0.0103656000
_diffrn_orient_matrix_UB_31      0.0076479000
_diffrn_orient_matrix_UB_32      -0.0043529000
_diffrn_orient_matrix_UB_33      0.0395755000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7265
_reflns_number_total             8919
_reflns_odcompleteness_completeness 99.79
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         1.538
_refine_diff_density_min         -0.734
_refine_diff_density_rms         0.110
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     478
_refine_ls_number_reflns         8919
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0621
_refine_ls_R_factor_gt           0.0433
_refine_ls_restrained_S_all      1.052
_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)+(0.0285P)²+1.2844P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0807
_refine_ls_wR_factor_ref         0.0921
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C1AA(H1AA), C0AA(H0AA), C19(H19), C28(H28), C34(H34), C37(H37),
 C46(H46), C48(H48), C60(H60), C63(H63)
2.b Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C9(H9A,H9B,H9C), C21(H21A,H21B,H21C), C30(H30A,H30B,
 H30C), C44(H44A,H44B,H44C), C68(H68A,H68B,H68C), C69(H69A,H69B,H69C), C78(H78A,
 H78B,H78C), C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
Ce1 Ce 0.05659(2) 0.53637(2) 0.25734(2) 0.02385(7) Uani 1 1 d . . . . .
F2 F 0.2507(3) 0.1172(2) 0.1939(2) 0.0795(10) Uani 1 1 d . . . . .
O4 O 0.2384(3) 0.6503(2) 0.20978(15) 0.0331(6) Uani 1 1 d . . . . .
F5 F 0.3525(3) 0.2414(2) 0.30325(16) 0.0600(8) Uani 1 1 d . . . . .
F7 F 0.4991(4) 0.8760(4) 0.5148(3) 0.1359(19) Uani 1 1 d . . . . .
F9 F 0.4460(4) 0.8512(4) 0.2453(2) 0.1171(17) Uani 1 1 d . . . . .
O12 O 0.1894(3) 0.3887(2) 0.24309(14) 0.0286(6) Uani 1 1 d . . . . .
F14 F 0.3864(3) 0.2791(3) 0.19606(16) 0.0604(8) Uani 1 1 d . . . . .
O15 O -0.0684(3) 0.5858(2) 0.13743(14) 0.0313(6) Uani 1 1 d . . . . .
F17 F 0.4918(3) 0.7028(3) 0.50309(18) 0.0806(11) Uani 1 1 d . . . . .
F20 F 0.4668(4) 0.7422(3) 0.1476(3) 0.1043(14) Uani 1 1 d . . . . .
F21 F 0.5690(3) 0.7888(4) 0.4256(2) 0.1025(14) Uani 1 1 d . . . . .
F24 F 0.3688(3) 0.8769(3) 0.1303(2) 0.0860(11) Uani 1 1 d . . . . .
O25 O 0.0208(3) 0.7244(2) 0.30413(14) 0.0318(6) Uani 1 1 d . . . . .
O2 O -0.1136(3) 0.3561(2) 0.17845(15) 0.0331(6) Uani 1 1 d . . . . .
O3 O 0.2594(3) 0.6428(2) 0.37619(14) 0.0308(6) Uani 1 1 d . . . . .
N5 N 0.0164(3) 0.4271(3) 0.37125(17) 0.0264(7) Uani 1 1 d . . . . .
N6 N -0.1978(3) 0.5151(3) 0.29531(18) 0.0287(7) Uani 1 1 d . . . . .
C7 C -0.1099(4) 0.4130(3) 0.3927(2) 0.0274(8) Uani 1 1 d . . . . .
C11 C -0.1580(7) 0.7783(5) 0.0120(3) 0.0751(18) Uani 1 1 d . . . . .
H11A H -0.1537 0.8309 0.0607 0.113 Uiso 1 1 calc GR . . . .
H11B H -0.2456 0.7781 -0.0300 0.113 Uiso 1 1 calc GR . . . .
H11C H -0.0677 0.8030 -0.0036 0.113 Uiso 1 1 calc GR . . . .
C14 C 0.1253(4) 0.3842(3) 0.4079(2) 0.0338(9) Uani 1 1 d . . . . .
H14 H 0.2149 0.3941 0.3928 0.041 Uiso 1 1 calc R . . . .
C2 C -0.2269(4) 0.4644(3) 0.3527(2) 0.0269(8) Uani 1 1 d . . . . .
C4 C -0.1692(4) 0.6579(4) 0.0260(2) 0.0367(10) Uani 1 1 d . . . . .
C5 C -0.0413(4) 0.6559(3) 0.0961(2) 0.0298(8) Uani 1 1 d . . . . .
C1AA C -0.4604(5) 0.5140(4) 0.3341(3) 0.0467(11) Uani 1 1 d . . . . .
H1AA H -0.5499 0.5146 0.3483 0.056 Uiso 1 1 calc R . . . .
C9 C -0.1534(6) 0.5822(5) -0.0463(2) 0.0657(15) Uani 1 1 d . . . . .
H9A H -0.2330 0.5813 -0.0928 0.098 Uiso 1 1 calc GR . . . .
H9B H -0.1606 0.5045 -0.0387 0.098 Uiso 1 1 calc GR . . . .
H9C H -0.0563 0.6121 -0.0541 0.098 Uiso 1 1 calc GR . . . .
C2AA C 0.0974(4) 0.8210(3) 0.3442(2) 0.0278(8) Uani 1 1 d . . . . .
C0AA C 0.2437(4) 0.8368(3) 0.3948(2) 0.0341(9) Uani 1 1 d . . . . .
H0AA H 0.2987 0.9123 0.4222 0.041 Uiso 1 1 calc R . . . .
C17 C 0.1510(4) 0.2812(3) 0.2154(2) 0.0292(8) Uani 1 1 d . . . . .
C19 C -0.3572(5) 0.4641(4) 0.3731(2) 0.0413(10) Uani 1 1 d . . . . .
H19 H -0.3756 0.4292 0.4142 0.050 Uiso 1 1 calc R . . . .
C21 C 0.1269(7) 1.0363(5) 0.3767(4) 0.098(2) Uani 1 1 d . . . . .
H21A H 0.1676 1.0420 0.4332 0.147 Uiso 1 1 calc GR . . . .
H21B H 0.0719 1.0950 0.3692 0.147 Uiso 1 1 calc GR . . . .
H21C H 0.2085 1.0475 0.3525 0.147 Uiso 1 1 calc GR . . . .
C28 C 0.1143(5) 0.3265(4) 0.4664(2) 0.0373(10) Uani 1 1 d . . . . .
H28 H 0.1942 0.2975 0.4912 0.045 Uiso 1 1 calc R . . . .
C30 C -0.3774(5) 0.2289(5) 0.0779(3) 0.0683(16) Uani 1 1 d . . . . .
H30A H -0.3826 0.2991 0.1114 0.102 Uiso 1 1 calc GR . . . .
H30B H -0.4771 0.1769 0.0567 0.102 Uiso 1 1 calc GR . . . .
H30C H -0.3400 0.2474 0.0342 0.102 Uiso 1 1 calc GR . . . .
C31 C 0.0228(5) 0.9195(4) 0.3383(2) 0.0379(10) Uani 1 1 d . . . . .
C34 C 0.0125(4) 0.2115(3) 0.1787(2) 0.0343(9) Uani 1 1 d . . . . .
H34 H 0.0031 0.1319 0.1633 0.041 Uiso 1 1 calc R . . . .
C35 C 0.3091(4) 0.7490(3) 0.4060(2) 0.0291(8) Uani 1 1 d . . . . .
C37 C -0.3000(4) 0.5628(4) 0.2576(3) 0.0391(10) Uani 1 1 d . . . . .
H37 H -0.2795 0.5983 0.2171 0.047 Uiso 1 1 calc R . . . .
C39 C -0.1189(4) 0.2521(3) 0.1623(2) 0.0288(8) Uani 1 1 d . . . . .
C44 C -0.2705(6) 0.0581(5) 0.0762(3) 0.0783(18) Uani 1 1 d . . . . .
H44A H -0.3723 0.0094 0.0553 0.118 Uiso 1 1 calc GR . . . .
H44B H -0.2073 0.0198 0.1086 0.118 Uiso 1 1 calc GR . . . .
H44C H -0.2311 0.0725 0.0324 0.118 Uiso 1 1 calc GR . . . .
C46 C 0.1021(5) 0.7265(4) 0.1103(2) 0.0362(10) Uani 1 1 d . . . . .
H46 H 0.1134 0.7829 0.0807 0.043 Uiso 1 1 calc R . . . .
C48 C -0.1288(5) 0.3555(4) 0.4510(2) 0.0427(11) Uani 1 1 d . . . . .
H48 H -0.2191 0.3461 0.4653 0.051 Uiso 1 1 calc R . . . .
C50 C 0.2849(5) 0.2280(4) 0.2268(3) 0.0445(11) Uani 1 1 d . . . . .
C52 C 0.2271(4) 0.7187(3) 0.1645(2) 0.0330(9) Uani 1 1 d . . . . .
C56 C -0.2721(5) 0.1715(4) 0.1268(3) 0.0453(11) Uani 1 1 d . . . . .
C60 C -0.0150(5) 0.3122(4) 0.4879(3) 0.0461(11) Uani 1 1 d . . . . .
H60 H -0.0263 0.2728 0.5279 0.055 Uiso 1 1 calc R . . . .
C61 C 0.4673(5) 0.7796(4) 0.4625(3) 0.0444(11) Uani 1 1 d . . . . .
C63 C -0.4328(4) 0.5630(4) 0.2744(3) 0.0469(12) Uani 1 1 d . . . . .
H63 H -0.5035 0.5961 0.2455 0.056 Uiso 1 1 calc R . . . .
C68 C -0.3161(5) 0.6134(7) 0.0399(4) 0.106(3) Uani 1 1 d . . . . .
H68A H -0.3277 0.6666 0.0841 0.158 Uiso 1 1 calc GR . . . .
H68B H -0.3197 0.5386 0.0524 0.158 Uiso 1 1 calc GR . . . .
H68C H -0.3969 0.6062 -0.0077 0.158 Uiso 1 1 calc GR . . . .
C69 C -0.3272(6) 0.1483(5) 0.1985(3) 0.0689(16) Uani 1 1 d . . . . .
H69A H -0.3299 0.2205 0.2307 0.103 Uiso 1 1 calc GR . . . .
H69B H -0.2590 0.1128 0.2305 0.103 Uiso 1 1 calc GR . . . .
H69C H -0.4274 0.0970 0.1796 0.103 Uiso 1 1 calc GR . . . .
C74 C 0.3764(5) 0.7997(5) 0.1729(3) 0.0528(13) Uani 1 1 d . . . . .
C78 C -0.0490(9) 0.9120(5) 0.2531(3) 0.100(3) Uani 1 1 d . . . . .
H78A H 0.0254 0.9107 0.2240 0.151 Uiso 1 1 calc GR . . . .
H78B H -0.0901 0.9784 0.2480 0.151 Uiso 1 1 calc GR . . . .
H78C H -0.1295 0.8421 0.2314 0.151 Uiso 1 1 calc GR . . . .
C1 C -0.1004(8) 0.9020(6) 0.3795(5) 0.109(3) Uani 1 1 d . . . . .
H1A H -0.1641 0.8243 0.3582 0.163 Uiso 1 1 calc GR . . . .
H1B H -0.1604 0.9571 0.3703 0.163 Uiso 1 1 calc GR . . . .
H1C H -0.0551 0.9133 0.4363 0.163 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
Ce1 O4 2.426(2) . ?
Ce1 O12 2.422(3) . ?
Ce1 O15 2.433(2) . ?
Ce1 O25 2.436(3) . ?
Ce1 O2 2.437(3) . ?
Ce1 O3 2.460(3) . ?
Ce1 N5 2.696(3) . ?
Ce1 N6 2.655(3) . ?
F2 C50 1.328(5) . ?
O4 C52 1.268(4) . ?
F5 C50 1.334(5) . ?
F7 C61 1.309(6) . ?
F9 C74 1.291(6) . ?
O12 C17 1.272(4) . ?
F14 C50 1.334(5) . ?
O15 C5 1.260(4) . ?
F17 C61 1.311(5) . ?
F20 C74 1.330(6) . ?
F21 C61 1.300(5) . ?
F24 C74 1.320(5) . ?
O25 C2AA 1.252(4) . ?
O2 C39 1.249(4) . ?
O3 C35 1.267(4) . ?
N5 C7 1.342(4) . ?
N5 C14 1.340(4) . ?
N6 C2 1.349(4) . ?
N6 C37 1.340(5) . ?
C7 C2 1.485(5) . ?
C7 C48 1.388(5) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C11 C4 1.531(6) . ?
C14 H14 0.9500 . ?
C14 C28 1.379(5) . ?
C2 C19 1.380(5) . ?
C4 C5 1.534(5) . ?
C4 C9 1.517(6) . ?
C4 C68 1.499(6) . ?
C5 C46 1.407(5) . ?
C1AA H1AA 0.9500 . ?
C1AA C19 1.375(6) . ?
C1AA C63 1.370(6) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C2AA C0AA 1.426(5) . ?
C2AA C31 1.527(5) . ?
C0AA H0AA 0.9500 . ?
C0AA C35 1.369(5) . ?
C17 C34 1.361(5) . ?
C17 C50 1.533(5) . ?
C19 H19 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C21 C31 1.512(7) . ?
C28 H28 0.9500 . ?
C28 C60 1.369(6) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C30 C56 1.531(6) . ?
C31 C78 1.497(6) . ?
C31 C1 1.534(7) . ?
C34 H34 0.9500 . ?
C34 C39 1.423(5) . ?
C35 C61 1.534(5) . ?
C37 H37 0.9500 . ?
C37 C63 1.373(5) . ?
C39 C56 1.513(5) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C44 C56 1.529(7) . ?
C46 H46 0.9500 . ?
C46 C52 1.376(5) . ?
C48 H48 0.9500 . ?
C48 C60 1.379(6) . ?
C52 C74 1.528(6) . ?
C56 C69 1.555(7) . ?
C60 H60 0.9500 . ?
C63 H63 0.9500 . ?
C68 H68A 0.9800 . ?
C68 H68B 0.9800 . ?
C68 H68C 0.9800 . ?
C69 H69A 0.9800 . ?
C69 H69B 0.9800 . ?
C69 H69C 0.9800 . ?
C78 H78A 0.9800 . ?
C78 H78B 0.9800 . ?
C78 H78C 0.9800 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 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
O4 Ce1 O15 70.08(8) . . ?
O4 Ce1 O25 80.80(9) . . ?
O4 Ce1 O2 123.19(9) . . ?
O4 Ce1 O3 74.75(8) . . ?
O4 Ce1 N5 145.17(9) . . ?
O4 Ce1 N6 147.06(9) . . ?
O12 Ce1 O4 86.94(8) . . ?
O12 Ce1 O15 117.27(8) . . ?
O12 Ce1 O25 157.44(9) . . ?
O12 Ce1 O2 69.34(8) . . ?
O12 Ce1 O3 89.10(8) . . ?
O12 Ce1 N5 76.24(8) . . ?
O12 Ce1 N6 125.52(9) . . ?
O15 Ce1 O25 76.15(8) . . ?
O15 Ce1 O2 76.47(8) . . ?
O15 Ce1 O3 133.86(8) . . ?
O15 Ce1 N5 144.74(9) . . ?
O15 Ce1 N6 87.72(8) . . ?
O25 Ce1 O2 133.15(8) . . ?
O25 Ce1 O3 69.48(8) . . ?
O25 Ce1 N5 103.59(9) . . ?
O25 Ce1 N6 70.16(9) . . ?
O2 Ce1 O3 149.47(8) . . ?
O2 Ce1 N5 79.18(9) . . ?
O2 Ce1 N6 71.47(9) . . ?
O3 Ce1 N5 74.71(8) . . ?
O3 Ce1 N6 107.73(9) . . ?
N6 Ce1 N5 60.35(9) . . ?
C52 O4 Ce1 132.3(2) . . ?
C17 O12 Ce1 134.8(2) . . ?
C5 O15 Ce1 138.7(2) . . ?
C2AA O25 Ce1 138.7(2) . . ?
C39 O2 Ce1 140.2(2) . . ?
C35 O3 Ce1 131.1(2) . . ?
C7 N5 Ce1 122.4(2) . . ?
C14 N5 Ce1 119.4(2) . . ?
C14 N5 C7 118.2(3) . . ?
C2 N6 Ce1 124.0(2) . . ?
C37 N6 Ce1 117.5(2) . . ?
C37 N6 C2 118.3(3) . . ?
N5 C7 C2 117.0(3) . . ?
N5 C7 C48 121.4(3) . . ?
C48 C7 C2 121.6(3) . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C4 C11 H11A 109.5 . . ?
C4 C11 H11B 109.5 . . ?
C4 C11 H11C 109.5 . . ?
N5 C14 H14 118.3 . . ?
N5 C14 C28 123.5(4) . . ?
C28 C14 H14 118.3 . . ?
N6 C2 C7 116.2(3) . . ?
N6 C2 C19 120.7(3) . . ?
C19 C2 C7 123.1(3) . . ?
C11 C4 C5 111.4(4) . . ?
C9 C4 C11 108.1(4) . . ?
C9 C4 C5 106.7(3) . . ?
C68 C4 C11 109.9(5) . . ?
C68 C4 C5 110.0(3) . . ?
C68 C4 C9 110.6(5) . . ?
O15 C5 C4 117.6(3) . . ?
O15 C5 C46 122.0(3) . . ?
C46 C5 C4 120.3(3) . . ?
C19 C1AA H1AA 120.4 . . ?
C63 C1AA H1AA 120.4 . . ?
C63 C1AA C19 119.2(4) . . ?
C4 C9 H9A 109.5 . . ?
C4 C9 H9B 109.5 . . ?
C4 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O25 C2AA C0AA 121.7(3) . . ?
O25 C2AA C31 116.2(3) . . ?
C0AA C2AA C31 122.0(4) . . ?
C2AA C0AA H0AA 118.3 . . ?
C35 C0AA C2AA 123.4(4) . . ?
C35 C0AA H0AA 118.3 . . ?
O12 C17 C34 129.3(3) . . ?
O12 C17 C50 112.2(3) . . ?
C34 C17 C50 118.5(4) . . ?
C2 C19 H19 119.9 . . ?
C1AA C19 C2 120.1(4) . . ?
C1AA C19 H19 119.9 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C31 C21 H21A 109.5 . . ?
C31 C21 H21B 109.5 . . ?
C31 C21 H21C 109.5 . . ?
C14 C28 H28 121.0 . . ?
C60 C28 C14 118.0(4) . . ?
C60 C28 H28 121.0 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C56 C30 H30A 109.5 . . ?
C56 C30 H30B 109.5 . . ?
C56 C30 H30C 109.5 . . ?
C2AA C31 C1 107.1(4) . . ?
C21 C31 C2AA 114.2(4) . . ?
C21 C31 C1 108.5(5) . . ?
C78 C31 C2AA 108.5(4) . . ?
C78 C31 C21 110.2(4) . . ?
C78 C31 C1 108.2(5) . . ?
C17 C34 H34 118.3 . . ?
C17 C34 C39 123.3(4) . . ?
C39 C34 H34 118.3 . . ?
O3 C35 C0AA 129.9(3) . . ?
O3 C35 C61 112.8(3) . . ?
C0AA C35 C61 117.3(4) . . ?
N6 C37 H37 118.3 . . ?
N6 C37 C63 123.4(4) . . ?
C63 C37 H37 118.3 . . ?
O2 C39 C34 121.5(4) . . ?
O2 C39 C56 116.6(3) . . ?
C34 C39 C56 121.8(4) . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C56 C44 H44A 109.5 . . ?
C56 C44 H44B 109.5 . . ?
C56 C44 H44C 109.5 . . ?
C5 C46 H46 118.0 . . ?
C52 C46 C5 124.1(3) . . ?
C52 C46 H46 118.0 . . ?
C7 C48 H48 120.4 . . ?
C60 C48 C7 119.3(4) . . ?
C60 C48 H48 120.4 . . ?
F2 C50 F5 107.0(4) . . ?
F2 C50 F14 107.0(4) . . ?
F2 C50 C17 114.1(4) . . ?
F5 C50 C17 111.0(4) . . ?
F14 C50 F5 106.7(4) . . ?
F14 C50 C17 110.7(3) . . ?
O4 C52 C46 128.7(4) . . ?
O4 C52 C74 112.8(3) . . ?
C46 C52 C74 118.5(3) . . ?
C30 C56 C69 109.2(4) . . ?
C39 C56 C30 110.2(4) . . ?
C39 C56 C44 113.2(4) . . ?
C39 C56 C69 105.1(4) . . ?
C44 C56 C30 109.9(4) . . ?
C44 C56 C69 109.1(4) . . ?
C28 C60 C48 119.6(4) . . ?
C28 C60 H60 120.2 . . ?
C48 C60 H60 120.2 . . ?
F7 C61 F17 105.6(4) . . ?
F7 C61 C35 113.4(4) . . ?
F17 C61 C35 113.3(3) . . ?
F21 C61 F7 106.4(4) . . ?
F21 C61 F17 105.1(4) . . ?
F21 C61 C35 112.4(4) . . ?
C1AA C63 C37 118.2(4) . . ?
C1AA C63 H63 120.9 . . ?
C37 C63 H63 120.9 . . ?
C4 C68 H68A 109.5 . . ?
C4 C68 H68B 109.5 . . ?
C4 C68 H68C 109.5 . . ?
H68A C68 H68B 109.5 . . ?
H68A C68 H68C 109.5 . . ?
H68B C68 H68C 109.5 . . ?
C56 C69 H69A 109.5 . . ?
C56 C69 H69B 109.5 . . ?
C56 C69 H69C 109.5 . . ?
H69A C69 H69B 109.5 . . ?
H69A C69 H69C 109.5 . . ?
H69B C69 H69C 109.5 . . ?
F9 C74 F20 105.9(5) . . ?
F9 C74 F24 108.5(5) . . ?
F9 C74 C52 112.4(4) . . ?
F20 C74 C52 110.5(4) . . ?
F24 C74 F20 103.9(4) . . ?
F24 C74 C52 114.9(4) . . ?
C31 C78 H78A 109.5 . . ?
C31 C78 H78B 109.5 . . ?
C31 C78 H78C 109.5 . . ?
H78A C78 H78B 109.5 . . ?
H78A C78 H78C 109.5 . . ?
H78B C78 H78C 109.5 . . ?
C31 C1 H1A 109.5 . . ?
C31 C1 H1B 109.5 . . ?
C31 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 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
Ce1 O4 C52 C46 -20.4(6) . . . . ?
Ce1 O4 C52 C74 160.8(3) . . . . ?
Ce1 O12 C17 C34 4.0(6) . . . . ?
Ce1 O12 C17 C50 -176.1(2) . . . . ?
Ce1 O15 C5 C4 -175.1(2) . . . . ?
Ce1 O15 C5 C46 8.2(6) . . . . ?
Ce1 O25 C2AA C0AA -17.9(5) . . . . ?
Ce1 O25 C2AA C31 164.7(2) . . . . ?
Ce1 O2 C39 C34 -15.6(6) . . . . ?
Ce1 O2 C39 C56 162.6(3) . . . . ?
Ce1 O3 C35 C0AA 19.6(6) . . . . ?
Ce1 O3 C35 C61 -160.1(2) . . . . ?
Ce1 N5 C7 C2 -2.2(4) . . . . ?
Ce1 N5 C7 C48 179.4(3) . . . . ?
Ce1 N5 C14 C28 -179.6(3) . . . . ?
Ce1 N6 C2 C7 -3.4(4) . . . . ?
Ce1 N6 C2 C19 175.1(3) . . . . ?
Ce1 N6 C37 C63 -176.6(4) . . . . ?
O4 C52 C74 F9 -51.4(6) . . . . ?
O4 C52 C74 F20 66.6(5) . . . . ?
O4 C52 C74 F24 -176.2(4) . . . . ?
O12 C17 C34 C39 2.5(6) . . . . ?
O12 C17 C50 F2 -175.7(3) . . . . ?
O12 C17 C50 F5 63.3(4) . . . . ?
O12 C17 C50 F14 -54.9(5) . . . . ?
O15 C5 C46 C52 6.3(7) . . . . ?
O25 C2AA C0AA C35 -2.6(6) . . . . ?
O25 C2AA C31 C21 -170.5(4) . . . . ?
O25 C2AA C31 C78 -47.1(5) . . . . ?
O25 C2AA C31 C1 69.4(5) . . . . ?
O2 C39 C56 C30 30.8(5) . . . . ?
O2 C39 C56 C44 154.3(4) . . . . ?
O2 C39 C56 C69 -86.8(4) . . . . ?
O3 C35 C61 F7 -155.8(4) . . . . ?
O3 C35 C61 F17 -35.4(5) . . . . ?
O3 C35 C61 F21 83.6(5) . . . . ?
N5 C7 C2 N6 3.6(5) . . . . ?
N5 C7 C2 C19 -174.9(4) . . . . ?
N5 C7 C48 C60 0.2(7) . . . . ?
N5 C14 C28 C60 0.2(7) . . . . ?
N6 C2 C19 C1AA 1.0(6) . . . . ?
N6 C37 C63 C1AA 1.5(7) . . . . ?
C7 N5 C14 C28 0.0(6) . . . . ?
C7 C2 C19 C1AA 179.5(4) . . . . ?
C7 C48 C60 C28 0.0(7) . . . . ?
C11 C4 C5 O15 146.8(4) . . . . ?
C11 C4 C5 C46 -36.4(5) . . . . ?
C14 N5 C7 C2 178.2(3) . . . . ?
C14 N5 C7 C48 -0.1(6) . . . . ?
C14 C28 C60 C48 -0.1(7) . . . . ?
C2 N6 C37 C63 0.1(6) . . . . ?
C2 C7 C48 C60 -178.1(4) . . . . ?
C4 C5 C46 C52 -170.4(4) . . . . ?
C5 C46 C52 O4 0.3(7) . . . . ?
C5 C46 C52 C74 179.0(4) . . . . ?
C9 C4 C5 O15 -95.3(4) . . . . ?
C9 C4 C5 C46 81.4(5) . . . . ?
C2AA C0AA C35 O3 0.4(6) . . . . ?
C2AA C0AA C35 C61 -179.9(3) . . . . ?
C0AA C2AA C31 C21 12.0(6) . . . . ?
C0AA C2AA C31 C78 135.4(5) . . . . ?
C0AA C2AA C31 C1 -108.1(5) . . . . ?
C0AA C35 C61 F7 24.5(6) . . . . ?
C0AA C35 C61 F17 144.9(4) . . . . ?
C0AA C35 C61 F21 -96.2(5) . . . . ?
C17 C34 C39 O2 2.6(6) . . . . ?
C17 C34 C39 C56 -175.6(4) . . . . ?
C19 C1AA C63 C37 -1.8(7) . . . . ?
C31 C2AA C0AA C35 174.8(3) . . . . ?
C34 C17 C50 F2 4.3(6) . . . . ?
C34 C17 C50 F5 -116.7(4) . . . . ?
C34 C17 C50 F14 125.0(4) . . . . ?
C34 C39 C56 C30 -151.0(4) . . . . ?
C34 C39 C56 C44 -27.5(6) . . . . ?
C34 C39 C56 C69 91.5(4) . . . . ?
C37 N6 C2 C7 -179.9(4) . . . . ?
C37 N6 C2 C19 -1.4(6) . . . . ?
C46 C52 C74 F9 129.7(5) . . . . ?
C46 C52 C74 F20 -112.3(5) . . . . ?
C46 C52 C74 F24 4.9(7) . . . . ?
C48 C7 C2 N6 -178.0(4) . . . . ?
C48 C7 C2 C19 3.5(6) . . . . ?
C50 C17 C34 C39 -177.5(4) . . . . ?
C63 C1AA C19 C2 0.6(7) . . . . ?
C68 C4 C5 O15 24.7(6) . . . . ?
C68 C4 C5 C46 -158.5(5) . . . . ?

_shelx_SHELXL_version_number     2014/7

_olex2_submission_special_instructions 'No special instructions were received'
