# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2018

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 1061280'
_audit_update_record             
;
2018-01-31 deposited with the CCDC.
2018-02-13 downloaded from the CCDC.
;
_audit_creation_date             2018-01-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C52 H24 Br2 F24 N4 O10 Pr2'
_chemical_formula_sum            'C52 H24 Br2 F24 N4 O10 Pr2'
_chemical_formula_weight         1762.39
_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'
Br Br -0.2901 2.4595 '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'

_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                   11.373(2)
_cell_length_b                   19.388(4)
_cell_length_c                   13.059(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.49(3)
_cell_angle_gamma                90
_cell_volume                     2866.2(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9696
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.9384
_cell_measurement_theta_min      1.7989
_shelx_estimated_absorpt_T_max   0.699
_shelx_estimated_absorpt_T_min   0.566
_exptl_absorpt_coefficient_mu    3.213
_exptl_absorpt_correction_T_max  0.6991
_exptl_absorpt_correction_T_min  0.5658
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   crystalclear
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    2.042
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1696
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_unetI/netI     0.0258
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            26948
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.959
_diffrn_reflns_theta_min         1.886
_diffrn_ambient_temperature      113.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6100
_reflns_number_total             6723
_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       crystalclear
_computing_data_collection       crystalclear
_computing_data_reduction        crystalclear
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.497
_refine_diff_density_min         -1.479
_refine_diff_density_rms         0.147
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     452
_refine_ls_number_reflns         6723
_refine_ls_number_restraints     72
_refine_ls_R_factor_all          0.0350
_refine_ls_R_factor_gt           0.0316
_refine_ls_restrained_S_all      1.097
_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)+(0.0553P)²+6.1681P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0926
_refine_ls_wR_factor_ref         0.0951
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
F7 \\sim F8 \\sim F9 \\sim F7' \\sim F8' \\sim F9': within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(F7) \\sim Ueq, Uanis(F8) \\sim Ueq, Uanis(F9) \\sim Ueq, Uanis(F7') \\sim
Ueq, Uanis(F8') \\sim Ueq, Uanis(F9') \\sim Ueq: with sigma of 0.01 and sigma
for terminal atoms of 0.02
3. Others
 Sof(F7')=Sof(F8')=Sof(F9')=1-FVAR(1)
 Sof(F7)=Sof(F8)=Sof(F9)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C13(H13), C14(H14), C15(H15), C17(H17), C18(H18), C20(H20),
 C22(H22), C23(H23), C25(H25), C26(H26)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pr1 Pr 0.45930(2) 0.09311(2) 0.46865(2) 0.01169(7) Uani 1 1 d . . . . .
Br1 Br 0.67520(4) 0.46472(2) 0.40206(4) 0.03819(11) Uani 1 1 d . . . . .
F1 F 0.7866(3) 0.25884(19) 0.4827(2) 0.0566(9) Uani 1 1 d . . . . .
F2 F 0.8496(2) 0.22774(14) 0.6344(2) 0.0428(6) Uani 1 1 d . . . . .
F3 F 0.7461(2) 0.31855(14) 0.6107(3) 0.0556(8) Uani 1 1 d . . . . .
F4 F 0.5001(3) 0.22812(18) 0.8612(2) 0.0556(8) Uani 1 1 d . . . . .
F5 F 0.3363(3) 0.2096(2) 0.7703(3) 0.0778(12) Uani 1 1 d . . . . .
F6 F 0.4304(4) 0.1263(2) 0.8468(2) 0.0684(10) Uani 1 1 d . . . . .
F7 F 0.6646(7) 0.1589(6) 0.1770(4) 0.084(3) Uani 0.674(12) 1 d . U P A 1
F8 F 0.5146(5) 0.1602(4) 0.0706(5) 0.0549(18) Uani 0.674(12) 1 d . U P A 1
F9 F 0.6168(9) 0.0721(3) 0.0778(8) 0.077(3) Uani 0.674(12) 1 d . U P A 1
F7' F 0.6883(9) 0.1107(10) 0.1643(10) 0.064(4) Uani 0.326(12) 1 d . U P A 2
F8' F 0.5521(16) 0.1794(7) 0.1146(15) 0.068(4) Uani 0.326(12) 1 d . U P A 2
F9' F 0.5617(17) 0.0870(10) 0.0466(10) 0.073(4) Uani 0.326(12) 1 d . U P A 2
F10 F 0.2884(3) -0.07760(17) 0.1338(2) 0.0525(8) Uani 1 1 d . . . . .
F11 F 0.2264(3) -0.08310(14) 0.2829(2) 0.0439(6) Uani 1 1 d . . . . .
F12 F 0.1521(2) -0.00848(16) 0.1753(2) 0.0484(7) Uani 1 1 d . . . . .
O1 O 0.4671(2) 0.12119(14) 0.64628(19) 0.0253(5) Uani 1 1 d . . . . .
O2 O 0.6194(2) 0.17045(13) 0.51379(18) 0.0229(5) Uani 1 1 d . . . . .
O3 O 0.5108(2) 0.12138(14) 0.30179(19) 0.0245(5) Uani 1 1 d . . . . .
O4 O 0.3311(2) 0.03443(14) 0.34029(19) 0.0261(5) Uani 1 1 d . . . . .
O5 O 0.3941(2) -0.01083(13) 0.54176(18) 0.0206(5) Uani 1 1 d . . . . .
N1 N 0.2577(3) 0.10256(15) 0.5211(2) 0.0207(6) Uani 1 1 d . . . . .
N2 N 0.3625(3) 0.21628(16) 0.4536(2) 0.0236(6) Uani 1 1 d . . . . .
C1 C 0.4436(4) 0.1838(3) 0.7962(3) 0.0359(9) Uani 1 1 d . . . . .
C2 C 0.5054(3) 0.1721(2) 0.6987(3) 0.0243(7) Uani 1 1 d . . . . .
C3 C 0.5929(3) 0.2177(2) 0.6769(3) 0.0258(7) Uani 1 1 d . . . . .
H3 H 0.615755 0.254008 0.723464 0.031 Uiso 1 1 calc R . . . .
C4 C 0.6473(3) 0.21039(18) 0.5868(3) 0.0214(6) Uani 1 1 d . . . . .
C5 C 0.7583(3) 0.25476(19) 0.5773(3) 0.0247(7) Uani 1 1 d . . . . .
C6 C 0.5777(3) 0.1195(2) 0.1363(3) 0.0292(8) Uani 1 1 d . . . . .
C7 C 0.5004(3) 0.09042(18) 0.2170(3) 0.0237(7) Uani 1 1 d . . . . .
C8 C 0.4271(3) 0.0363(2) 0.1865(3) 0.0280(7) Uani 1 1 d . . . . .
H8 H 0.432773 0.014462 0.122007 0.034 Uiso 1 1 calc R . . . .
C9 C 0.3441(3) 0.0137(2) 0.2516(3) 0.0245(7) Uani 1 1 d . . . . .
C10 C 0.2526(3) -0.0398(2) 0.2102(3) 0.0324(8) Uani 1 1 d . . . . .
C11 C 0.2116(3) 0.04550(19) 0.5613(3) 0.0217(6) Uani 1 1 d . . . . .
C12 C 0.2837(3) -0.01460(19) 0.5712(2) 0.0213(6) Uani 1 1 d . . . . .
C13 C 0.2364(3) -0.0728(2) 0.6118(3) 0.0238(7) Uani 1 1 d . . . . .
H13 H 0.281859 -0.113920 0.617749 0.029 Uiso 1 1 calc R . . . .
C14 C 0.1217(3) -0.0726(2) 0.6449(3) 0.0271(7) Uani 1 1 d . . . . .
H14 H 0.092190 -0.113492 0.673186 0.032 Uiso 1 1 calc R . . . .
C15 C 0.0524(3) -0.0152(2) 0.6373(3) 0.0284(8) Uani 1 1 d . . . . .
H15 H -0.024583 -0.016156 0.659796 0.034 Uiso 1 1 calc R . . . .
C16 C 0.0961(3) 0.0456(2) 0.5956(3) 0.0245(7) Uani 1 1 d . . . . .
C17 C 0.0319(3) 0.1078(2) 0.5849(3) 0.0285(8) Uani 1 1 d . . . . .
H17 H -0.046135 0.109788 0.604987 0.034 Uiso 1 1 calc R . . . .
C18 C 0.0812(3) 0.1656(2) 0.5456(3) 0.0285(8) Uani 1 1 d . . . . .
H18 H 0.038688 0.207837 0.539136 0.034 Uiso 1 1 calc R . . . .
C19 C 0.1957(3) 0.16062(19) 0.5152(3) 0.0232(7) Uani 1 1 d . . . . .
C20 C 0.2575(3) 0.2214(2) 0.4806(3) 0.0256(7) Uani 1 1 d . . . . .
H20 H 0.219332 0.265047 0.478237 0.031 Uiso 1 1 calc R . . . .
C21 C 0.4265(3) 0.27794(18) 0.4376(3) 0.0228(7) Uani 1 1 d . . . . .
C22 C 0.4277(3) 0.33271(19) 0.5062(3) 0.0275(7) Uani 1 1 d . . . . .
H22 H 0.378353 0.331463 0.560820 0.033 Uiso 1 1 calc R . . . .
C23 C 0.5004(4) 0.3892(2) 0.4956(3) 0.0298(8) Uani 1 1 d . . . . .
H23 H 0.502339 0.426328 0.543228 0.036 Uiso 1 1 calc R . . . .
C24 C 0.5697(3) 0.39026(19) 0.4145(3) 0.0278(7) Uani 1 1 d . . . . .
C25 C 0.5682(3) 0.3371(2) 0.3443(3) 0.0300(8) Uani 1 1 d . . . . .
H25 H 0.615665 0.339281 0.288344 0.036 Uiso 1 1 calc R . . . .
C26 C 0.4969(3) 0.2806(2) 0.3565(3) 0.0273(7) Uani 1 1 d . . . . .
H26 H 0.495910 0.243432 0.309075 0.033 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
Pr1 Pr1 3.7972(8) 3_656 ?
Pr1 O1 2.376(2) . ?
Pr1 O2 2.389(2) . ?
Pr1 O3 2.374(2) . ?
Pr1 O4 2.400(3) . ?
Pr1 O5 2.379(2) . ?
Pr1 O5 2.321(2) 3_656 ?
Pr1 N1 2.462(3) . ?
Pr1 N2 2.629(3) . ?
Br1 C24 1.894(4) . ?
F1 C5 1.309(4) . ?
F2 C5 1.327(4) . ?
F3 C5 1.323(5) . ?
F4 C1 1.329(5) . ?
F5 C1 1.333(5) . ?
F6 C1 1.313(6) . ?
F7 C6 1.320(7) . ?
F8 C6 1.325(7) . ?
F9 C6 1.301(7) . ?
F7' C6 1.287(11) . ?
F8' C6 1.224(13) . ?
F9' C6 1.326(14) . ?
F10 C10 1.333(5) . ?
F11 C10 1.323(5) . ?
F12 C10 1.335(5) . ?
O1 C2 1.255(4) . ?
O2 C4 1.245(4) . ?
O3 C7 1.255(4) . ?
O4 C9 1.248(4) . ?
O5 C12 1.350(4) . ?
N1 C11 1.352(5) . ?
N1 C19 1.326(5) . ?
N2 C20 1.281(5) . ?
N2 C21 1.425(5) . ?
C1 C2 1.529(5) . ?
C2 C3 1.381(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.388(5) . ?
C4 C5 1.542(5) . ?
C6 C7 1.543(5) . ?
C7 C8 1.376(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.400(5) . ?
C9 C10 1.530(5) . ?
C11 C12 1.423(5) . ?
C11 C16 1.428(4) . ?
C12 C13 1.378(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.412(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.361(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.409(5) . ?
C16 C17 1.409(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.374(6) . ?
C18 H18 0.9500 . ?
C18 C19 1.400(5) . ?
C19 C20 1.466(5) . ?
C20 H20 0.9500 . ?
C21 C22 1.388(5) . ?
C21 C26 1.388(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.386(6) . ?
C23 H23 0.9500 . ?
C23 C24 1.381(6) . ?
C24 C25 1.378(6) . ?
C25 H25 0.9500 . ?
C25 C26 1.381(5) . ?
C26 H26 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
O1 Pr1 Pr1 91.24(7) . 3_656 ?
O1 Pr1 O2 70.05(8) . . ?
O1 Pr1 O4 138.93(8) . . ?
O1 Pr1 O5 77.66(9) . . ?
O1 Pr1 N1 70.15(9) . . ?
O1 Pr1 N2 80.87(9) . . ?
O2 Pr1 Pr1 112.29(6) . 3_656 ?
O2 Pr1 O4 150.17(8) . . ?
O2 Pr1 N1 126.37(9) . . ?
O2 Pr1 N2 75.65(9) . . ?
O3 Pr1 Pr1 109.93(6) . 3_656 ?
O3 Pr1 O1 148.62(9) . . ?
O3 Pr1 O2 80.36(9) . . ?
O3 Pr1 O4 69.82(9) . . ?
O3 Pr1 O5 132.66(9) . . ?
O3 Pr1 N1 123.79(9) . . ?
O3 Pr1 N2 81.95(9) . . ?
O4 Pr1 Pr1 79.58(7) . 3_656 ?
O4 Pr1 N1 73.13(9) . . ?
O4 Pr1 N2 99.00(9) . . ?
O5 Pr1 Pr1 36.61(6) 3_656 3_656 ?
O5 Pr1 Pr1 35.59(5) . 3_656 ?
O5 Pr1 O1 104.75(9) 3_656 . ?
O5 Pr1 O2 133.81(8) . . ?
O5 Pr1 O2 84.90(9) 3_656 . ?
O5 Pr1 O3 82.14(9) 3_656 . ?
O5 Pr1 O4 71.76(9) . . ?
O5 Pr1 O4 91.43(9) 3_656 . ?
O5 Pr1 O5 72.20(9) 3_656 . ?
O5 Pr1 N1 67.49(9) . . ?
O5 Pr1 N1 139.54(9) 3_656 . ?
O5 Pr1 N2 156.63(9) 3_656 . ?
O5 Pr1 N2 130.94(9) . . ?
N1 Pr1 Pr1 103.01(7) . 3_656 ?
N1 Pr1 N2 63.82(10) . . ?
N2 Pr1 Pr1 166.30(6) . 3_656 ?
C2 O1 Pr1 133.7(2) . . ?
C4 O2 Pr1 135.3(2) . . ?
C7 O3 Pr1 133.5(2) . . ?
C9 O4 Pr1 133.1(2) . . ?
Pr1 O5 Pr1 107.80(9) 3_656 . ?
C12 O5 Pr1 119.6(2) . . ?
C12 O5 Pr1 132.3(2) . 3_656 ?
C11 N1 Pr1 116.9(2) . . ?
C19 N1 Pr1 123.4(2) . . ?
C19 N1 C11 119.6(3) . . ?
C20 N2 Pr1 116.4(3) . . ?
C20 N2 C21 118.5(3) . . ?
C21 N2 Pr1 123.8(2) . . ?
F4 C1 F5 107.1(4) . . ?
F4 C1 C2 113.3(3) . . ?
F5 C1 C2 109.0(3) . . ?
F6 C1 F4 107.4(4) . . ?
F6 C1 F5 107.5(4) . . ?
F6 C1 C2 112.1(4) . . ?
O1 C2 C1 114.1(3) . . ?
O1 C2 C3 127.6(3) . . ?
C3 C2 C1 118.3(3) . . ?
C2 C3 H3 120.1 . . ?
C2 C3 C4 119.8(3) . . ?
C4 C3 H3 120.1 . . ?
O2 C4 C3 127.7(3) . . ?
O2 C4 C5 115.8(3) . . ?
C3 C4 C5 116.5(3) . . ?
F1 C5 F2 107.7(3) . . ?
F1 C5 F3 107.3(3) . . ?
F1 C5 C4 112.7(3) . . ?
F2 C5 C4 109.7(3) . . ?
F3 C5 F2 106.6(3) . . ?
F3 C5 C4 112.5(3) . . ?
F7 C6 F8 104.8(5) . . ?
F7 C6 C7 112.9(4) . . ?
F8 C6 C7 110.5(4) . . ?
F9 C6 F7 111.2(6) . . ?
F9 C6 F8 103.6(6) . . ?
F9 C6 C7 113.1(4) . . ?
F7' C6 F9' 103.6(10) . . ?
F7' C6 C7 111.2(6) . . ?
F8' C6 F7' 113.4(11) . . ?
F8' C6 F9' 103.7(11) . . ?
F8' C6 C7 111.5(6) . . ?
F9' C6 C7 113.0(7) . . ?
O3 C7 C6 114.6(3) . . ?
O3 C7 C8 128.6(3) . . ?
C8 C7 C6 116.8(3) . . ?
C7 C8 H8 120.4 . . ?
C7 C8 C9 119.2(3) . . ?
C9 C8 H8 120.4 . . ?
O4 C9 C8 127.5(3) . . ?
O4 C9 C10 114.2(3) . . ?
C8 C9 C10 118.2(3) . . ?
F10 C10 F12 107.9(3) . . ?
F10 C10 C9 113.0(3) . . ?
F11 C10 F10 107.1(4) . . ?
F11 C10 F12 106.8(3) . . ?
F11 C10 C9 111.6(3) . . ?
F12 C10 C9 110.1(3) . . ?
N1 C11 C12 117.7(3) . . ?
N1 C11 C16 121.5(3) . . ?
C12 C11 C16 120.8(3) . . ?
O5 C12 C11 118.2(3) . . ?
O5 C12 C13 124.2(3) . . ?
C13 C12 C11 117.6(3) . . ?
C12 C13 H13 119.3 . . ?
C12 C13 C14 121.4(3) . . ?
C14 C13 H13 119.3 . . ?
C13 C14 H14 119.2 . . ?
C15 C14 C13 121.7(4) . . ?
C15 C14 H14 119.2 . . ?
C14 C15 H15 120.4 . . ?
C14 C15 C16 119.3(3) . . ?
C16 C15 H15 120.4 . . ?
C15 C16 C11 119.2(3) . . ?
C15 C16 C17 123.8(3) . . ?
C17 C16 C11 117.0(3) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.6(3) . . ?
C18 C17 H17 119.7 . . ?
C17 C18 H18 120.9 . . ?
C17 C18 C19 118.2(4) . . ?
C19 C18 H18 120.9 . . ?
N1 C19 C18 123.1(3) . . ?
N1 C19 C20 115.6(3) . . ?
C18 C19 C20 121.2(3) . . ?
N2 C20 C19 120.6(3) . . ?
N2 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C22 C21 N2 121.4(3) . . ?
C26 C21 N2 118.9(3) . . ?
C26 C21 C22 119.5(3) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 C21 120.6(4) . . ?
C23 C22 H22 119.7 . . ?
C22 C23 H23 120.7 . . ?
C24 C23 C22 118.5(4) . . ?
C24 C23 H23 120.7 . . ?
C23 C24 Br1 119.4(3) . . ?
C25 C24 Br1 118.8(3) . . ?
C25 C24 C23 121.8(4) . . ?
C24 C25 H25 120.4 . . ?
C24 C25 C26 119.1(4) . . ?
C26 C25 H25 120.4 . . ?
C21 C26 H26 119.8 . . ?
C25 C26 C21 120.4(4) . . ?
C25 C26 H26 119.8 . . ?

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 C2 C1 153.0(3) . . . . ?
Pr1 O1 C2 C3 -25.7(6) . . . . ?
Pr1 O2 C4 C3 6.9(6) . . . . ?
Pr1 O2 C4 C5 -175.7(2) . . . . ?
Pr1 O3 C7 C6 -163.4(2) . . . . ?
Pr1 O3 C7 C8 19.0(6) . . . . ?
Pr1 O4 C9 C8 -21.1(6) . . . . ?
Pr1 O4 C9 C10 162.4(3) . . . . ?
Pr1 O5 C12 C11 -175.4(2) 3_656 . . . ?
Pr1 O5 C12 C11 -2.8(4) . . . . ?
Pr1 O5 C12 C13 178.3(3) . . . . ?
Pr1 O5 C12 C13 5.7(5) 3_656 . . . ?
Pr1 N1 C11 C12 0.8(4) . . . . ?
Pr1 N1 C11 C16 179.1(2) . . . . ?
Pr1 N1 C19 C18 -179.8(3) . . . . ?
Pr1 N1 C19 C20 -3.4(4) . . . . ?
Pr1 N2 C20 C19 -1.5(4) . . . . ?
Pr1 N2 C21 C22 -122.2(3) . . . . ?
Pr1 N2 C21 C26 52.2(4) . . . . ?
Br1 C24 C25 C26 176.1(3) . . . . ?
F4 C1 C2 O1 166.8(4) . . . . ?
F4 C1 C2 C3 -14.3(6) . . . . ?
F5 C1 C2 O1 -74.0(5) . . . . ?
F5 C1 C2 C3 104.9(4) . . . . ?
F6 C1 C2 O1 44.9(5) . . . . ?
F6 C1 C2 C3 -136.2(4) . . . . ?
F7 C6 C7 O3 17.6(8) . . . . ?
F7 C6 C7 C8 -164.5(7) . . . . ?
F8 C6 C7 O3 -99.5(6) . . . . ?
F8 C6 C7 C8 78.5(6) . . . . ?
F9 C6 C7 O3 144.9(7) . . . . ?
F9 C6 C7 C8 -37.1(7) . . . . ?
F7' C6 C7 O3 66.0(11) . . . . ?
F7' C6 C7 C8 -116.1(11) . . . . ?
F8' C6 C7 O3 -61.7(13) . . . . ?
F8' C6 C7 C8 116.3(13) . . . . ?
F9' C6 C7 O3 -178.0(12) . . . . ?
F9' C6 C7 C8 0.0(12) . . . . ?
O1 C2 C3 C4 1.4(6) . . . . ?
O2 C4 C5 F1 18.7(5) . . . . ?
O2 C4 C5 F2 -101.3(4) . . . . ?
O2 C4 C5 F3 140.3(3) . . . . ?
O3 C7 C8 C9 5.8(6) . . . . ?
O4 C9 C10 F10 -158.9(4) . . . . ?
O4 C9 C10 F11 -38.1(5) . . . . ?
O4 C9 C10 F12 80.4(4) . . . . ?
O5 C12 C13 C14 177.5(3) . . . . ?
N1 C11 C12 O5 1.2(5) . . . . ?
N1 C11 C12 C13 -179.7(3) . . . . ?
N1 C11 C16 C15 -179.8(3) . . . . ?
N1 C11 C16 C17 0.4(5) . . . . ?
N1 C19 C20 N2 3.2(5) . . . . ?
N2 C21 C22 C23 173.0(3) . . . . ?
N2 C21 C26 C25 -174.1(3) . . . . ?
C1 C2 C3 C4 -177.3(3) . . . . ?
C2 C3 C4 O2 8.0(6) . . . . ?
C2 C3 C4 C5 -169.4(3) . . . . ?
C3 C4 C5 F1 -163.5(3) . . . . ?
C3 C4 C5 F2 76.5(4) . . . . ?
C3 C4 C5 F3 -42.0(5) . . . . ?
C6 C7 C8 C9 -171.8(3) . . . . ?
C7 C8 C9 O4 -4.5(6) . . . . ?
C7 C8 C9 C10 171.8(3) . . . . ?
C8 C9 C10 F10 24.2(5) . . . . ?
C8 C9 C10 F11 145.1(4) . . . . ?
C8 C9 C10 F12 -96.5(4) . . . . ?
C11 N1 C19 C18 -2.5(5) . . . . ?
C11 N1 C19 C20 173.8(3) . . . . ?
C11 C12 C13 C14 -1.5(5) . . . . ?
C11 C16 C17 C18 -1.7(6) . . . . ?
C12 C11 C16 C15 -1.6(5) . . . . ?
C12 C11 C16 C17 178.7(3) . . . . ?
C12 C13 C14 C15 0.6(6) . . . . ?
C13 C14 C15 C16 -0.2(6) . . . . ?
C14 C15 C16 C11 0.7(5) . . . . ?
C14 C15 C16 C17 -179.6(4) . . . . ?
C15 C16 C17 C18 178.6(4) . . . . ?
C16 C11 C12 O5 -177.1(3) . . . . ?
C16 C11 C12 C13 2.0(5) . . . . ?
C16 C17 C18 C19 0.9(6) . . . . ?
C17 C18 C19 N1 1.2(6) . . . . ?
C17 C18 C19 C20 -174.9(3) . . . . ?
C18 C19 C20 N2 179.6(4) . . . . ?
C19 N1 C11 C12 -176.7(3) . . . . ?
C19 N1 C11 C16 1.6(5) . . . . ?
C20 N2 C21 C22 44.6(5) . . . . ?
C20 N2 C21 C26 -140.9(4) . . . . ?
C21 N2 C20 C19 -169.4(3) . . . . ?
C21 C22 C23 C24 1.1(6) . . . . ?
C22 C21 C26 C25 0.4(5) . . . . ?
C22 C23 C24 Br1 -177.0(3) . . . . ?
C22 C23 C24 C25 0.1(6) . . . . ?
C23 C24 C25 C26 -1.1(6) . . . . ?
C24 C25 C26 C21 0.8(6) . . . . ?
C26 C21 C22 C23 -1.4(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_6
_database_code_depnum_ccdc_archive 'CCDC 1061285'
_audit_update_record             
;
2018-01-31 deposited with the CCDC.
2018-02-13 downloaded from the CCDC.
;
_audit_creation_date             2018-01-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C52 H24 Br2 Er2 F24 N4 O10'
_chemical_formula_sum            'C52 H24 Br2 Er2 F24 N4 O10'
_chemical_formula_weight         1815.09
_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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Er Er -0.2586 4.9576 '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                   11.440(2)
_cell_length_b                   19.297(4)
_cell_length_c                   13.025(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.46(3)
_cell_angle_gamma                90
_cell_volume                     2862.4(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7478
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.8784
_cell_measurement_theta_min      1.8922
_shelx_estimated_absorpt_T_max   0.617
_shelx_estimated_absorpt_T_min   0.470
_exptl_absorpt_coefficient_mu    4.447
_exptl_absorpt_correction_T_max  0.6174
_exptl_absorpt_correction_T_min  0.4699
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   crystalclear
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    2.106
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1732
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0457
_diffrn_reflns_av_unetI/netI     0.0322
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            33282
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.889
_diffrn_reflns_theta_min         1.892
_diffrn_ambient_temperature      113.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6021
_reflns_number_total             6813
_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       crystalclear
_computing_data_collection       crystalclear
_computing_data_reduction        crystalclear
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.498
_refine_diff_density_min         -1.154
_refine_diff_density_rms         0.134
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     452
_refine_ls_number_reflns         6813
_refine_ls_number_restraints     72
_refine_ls_R_factor_all          0.0375
_refine_ls_R_factor_gt           0.0312
_refine_ls_restrained_S_all      1.138
_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)+(0.0305P)²+2.4858P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0651
_refine_ls_wR_factor_ref         0.0680
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
F7 \\sim F8 \\sim F9 \\sim F7' \\sim F8' \\sim F9': within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(F7) \\sim Ueq, Uanis(F8) \\sim Ueq, Uanis(F9) \\sim Ueq, Uanis(F7') \\sim
Ueq, Uanis(F8') \\sim Ueq, Uanis(F9') \\sim Ueq: with sigma of 0.01 and sigma
for terminal atoms of 0.02
3. Others
 Sof(F7')=Sof(F8')=Sof(F9')=1-FVAR(1)
 Sof(F7)=Sof(F8)=Sof(F9)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C13(H13), C14(H14), C15(H15), C17(H17), C18(H18), C20(H20),
 C22(H22), C23(H23), C25(H25), C26(H26)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Er1 Er 0.45767(2) 0.09181(2) 0.46879(2) 0.01444(5) Uani 1 1 d . . . . .
Br1 Br 0.67640(3) 0.46636(2) 0.40243(3) 0.03426(10) Uani 1 1 d . . . . .
F1 F 0.7831(2) 0.25523(16) 0.47826(18) 0.0536(8) Uani 1 1 d . . . . .
F2 F 0.84677(17) 0.22332(12) 0.62952(19) 0.0386(6) Uani 1 1 d . . . . .
F3 F 0.7452(2) 0.31560(12) 0.6080(2) 0.0499(7) Uani 1 1 d . . . . .
F4 F 0.4995(2) 0.22544(15) 0.86033(17) 0.0485(7) Uani 1 1 d . . . . .
F5 F 0.3366(2) 0.2055(2) 0.7712(2) 0.0697(10) Uani 1 1 d . . . . .
F6 F 0.4321(3) 0.12220(16) 0.84673(19) 0.0618(9) Uani 1 1 d . . . . .
F7 F 0.6548(6) 0.1668(5) 0.1791(3) 0.066(2) Uani 0.687(13) 1 d . U P A 1
F8 F 0.5077(5) 0.1599(4) 0.0697(5) 0.0499(17) Uani 0.687(13) 1 d . U P A 1
F9 F 0.6229(8) 0.0754(3) 0.0871(8) 0.075(3) Uani 0.687(13) 1 d . U P A 1
F7' F 0.6830(9) 0.1211(11) 0.1687(9) 0.059(4) Uani 0.313(13) 1 d . U P A 2
F8' F 0.5363(16) 0.1779(8) 0.1075(14) 0.060(4) Uani 0.313(13) 1 d . U P A 2
F9' F 0.5713(16) 0.0816(9) 0.0536(10) 0.059(4) Uani 0.313(13) 1 d . U P A 2
F10 F 0.2858(2) -0.07773(14) 0.13540(19) 0.0444(6) Uani 1 1 d . . . . .
F11 F 0.2225(2) -0.08294(12) 0.28506(17) 0.0363(5) Uani 1 1 d . . . . .
F12 F 0.15189(18) -0.00684(13) 0.17647(17) 0.0403(6) Uani 1 1 d . . . . .
O1 O 0.4649(2) 0.11856(13) 0.64381(17) 0.0215(5) Uani 1 1 d . . . . .
O2 O 0.61477(19) 0.16782(12) 0.51066(16) 0.0184(5) Uani 1 1 d . . . . .
O3 O 0.5082(2) 0.12144(12) 0.30539(17) 0.0204(5) Uani 1 1 d . . . . .
O4 O 0.33216(19) 0.03335(12) 0.34388(16) 0.0212(5) Uani 1 1 d . . . . .
O5 O 0.39757(18) -0.01186(11) 0.54192(16) 0.0165(4) Uani 1 1 d . . . . .
N1 N 0.2604(2) 0.10128(14) 0.5194(2) 0.0179(5) Uani 1 1 d . . . . .
N2 N 0.3658(2) 0.21484(14) 0.4520(2) 0.0194(6) Uani 1 1 d . . . . .
C1 C 0.4432(3) 0.1801(2) 0.7959(3) 0.0315(9) Uani 1 1 d . . . . .
C2 C 0.5041(3) 0.16929(18) 0.6974(2) 0.0207(7) Uani 1 1 d . . . . .
C3 C 0.5918(3) 0.21522(18) 0.6755(3) 0.0222(7) Uani 1 1 d . . . . .
H3 H 0.615493 0.251389 0.722359 0.027 Uiso 1 1 calc R . . . .
C4 C 0.6447(3) 0.20777(17) 0.5840(2) 0.0184(6) Uani 1 1 d . . . . .
C5 C 0.7554(3) 0.25159(18) 0.5735(3) 0.0228(7) Uani 1 1 d . . . . .
C6 C 0.5736(3) 0.1218(2) 0.1388(3) 0.0245(7) Uani 1 1 d . . . . .
C7 C 0.4981(3) 0.09144(18) 0.2194(2) 0.0201(7) Uani 1 1 d . . . . .
C8 C 0.4243(3) 0.03701(19) 0.1883(2) 0.0249(7) Uani 1 1 d . . . . .
H8 H 0.428667 0.015982 0.122814 0.030 Uiso 1 1 calc R . . . .
C9 C 0.3437(3) 0.01336(18) 0.2539(2) 0.0211(7) Uani 1 1 d . . . . .
C10 C 0.2506(3) -0.0391(2) 0.2115(3) 0.0278(8) Uani 1 1 d . . . . .
C11 C 0.2149(3) 0.04377(17) 0.5611(2) 0.0178(6) Uani 1 1 d . . . . .
C12 C 0.2876(3) -0.01622(17) 0.5717(2) 0.0186(6) Uani 1 1 d . . . . .
C13 C 0.2415(3) -0.07453(18) 0.6142(3) 0.0206(7) Uani 1 1 d . . . . .
H13 H 0.287246 -0.115603 0.621765 0.025 Uiso 1 1 calc R . . . .
C14 C 0.1264(3) -0.07393(19) 0.6467(3) 0.0245(7) Uani 1 1 d . . . . .
H14 H 0.097108 -0.114832 0.675739 0.029 Uiso 1 1 calc R . . . .
C15 C 0.0569(3) -0.01682(19) 0.6376(3) 0.0245(7) Uani 1 1 d . . . . .
H15 H -0.019664 -0.017907 0.660014 0.029 Uiso 1 1 calc R . . . .
C16 C 0.0994(3) 0.04404(18) 0.5945(2) 0.0215(7) Uani 1 1 d . . . . .
C17 C 0.0351(3) 0.10662(19) 0.5824(3) 0.0249(7) Uani 1 1 d . . . . .
H17 H -0.042484 0.108679 0.602495 0.030 Uiso 1 1 calc R . . . .
C18 C 0.0834(3) 0.16406(18) 0.5422(3) 0.0232(7) Uani 1 1 d . . . . .
H18 H 0.040448 0.206182 0.534800 0.028 Uiso 1 1 calc R . . . .
C19 C 0.1982(3) 0.15974(18) 0.5118(2) 0.0199(6) Uani 1 1 d . . . . .
C20 C 0.2600(3) 0.22028(18) 0.4776(2) 0.0217(7) Uani 1 1 d . . . . .
H20 H 0.222032 0.264114 0.474070 0.026 Uiso 1 1 calc R . . . .
C21 C 0.4291(3) 0.27747(17) 0.4357(2) 0.0200(6) Uani 1 1 d . . . . .
C22 C 0.4309(3) 0.33187(18) 0.5059(3) 0.0237(7) Uani 1 1 d . . . . .
H22 H 0.382362 0.330037 0.561118 0.028 Uiso 1 1 calc R . . . .
C23 C 0.5029(3) 0.38864(19) 0.4959(3) 0.0270(8) Uani 1 1 d . . . . .
H23 H 0.505078 0.425393 0.544611 0.032 Uiso 1 1 calc R . . . .
C24 C 0.5719(3) 0.39122(18) 0.4141(3) 0.0243(7) Uani 1 1 d . . . . .
C25 C 0.5689(3) 0.33855(18) 0.3418(3) 0.0261(7) Uani 1 1 d . . . . .
H25 H 0.614488 0.341743 0.284786 0.031 Uiso 1 1 calc R . . . .
C26 C 0.4985(3) 0.28101(18) 0.3535(3) 0.0243(7) Uani 1 1 d . . . . .
H26 H 0.497656 0.243978 0.305378 0.029 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
Er1 Er1 3.7422(7) 3_656 ?
Er1 O1 2.331(2) . ?
Er1 O2 2.344(2) . ?
Er1 O3 2.329(2) . ?
Er1 O4 2.353(2) . ?
Er1 O5 2.347(2) . ?
Er1 O5 2.277(2) 3_656 ?
Er1 N1 2.417(3) . ?
Er1 N2 2.597(3) . ?
Br1 C24 1.895(4) . ?
F1 C5 1.311(4) . ?
F2 C5 1.333(4) . ?
F3 C5 1.324(4) . ?
F4 C1 1.334(4) . ?
F5 C1 1.325(5) . ?
F6 C1 1.312(5) . ?
F7 C6 1.343(6) . ?
F8 C6 1.338(7) . ?
F9 C6 1.282(7) . ?
F7' C6 1.276(11) . ?
F8' C6 1.220(14) . ?
F9' C6 1.351(12) . ?
F10 C10 1.333(4) . ?
F11 C10 1.340(4) . ?
F12 C10 1.331(4) . ?
O1 C2 1.260(4) . ?
O2 C4 1.250(4) . ?
O3 C7 1.256(4) . ?
O4 C9 1.253(4) . ?
O5 C12 1.354(4) . ?
N1 C11 1.361(4) . ?
N1 C19 1.333(4) . ?
N2 C20 1.290(4) . ?
N2 C21 1.435(4) . ?
C1 C2 1.531(5) . ?
C2 C3 1.389(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.394(4) . ?
C4 C5 1.540(5) . ?
C6 C7 1.537(4) . ?
C7 C8 1.384(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.393(5) . ?
C9 C10 1.534(5) . ?
C11 C12 1.424(5) . ?
C11 C16 1.430(4) . ?
C12 C13 1.381(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.420(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.357(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.408(5) . ?
C16 C17 1.415(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.365(5) . ?
C18 H18 0.9500 . ?
C18 C19 1.409(5) . ?
C19 C20 1.457(5) . ?
C20 H20 0.9500 . ?
C21 C22 1.391(5) . ?
C21 C26 1.394(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.384(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.385(5) . ?
C24 C25 1.384(5) . ?
C25 H25 0.9500 . ?
C25 C26 1.388(5) . ?
C26 H26 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
O1 Er1 Er1 90.73(6) . 3_656 ?
O1 Er1 O2 71.26(8) . . ?
O1 Er1 O4 138.15(8) . . ?
O1 Er1 O5 77.07(8) . . ?
O1 Er1 N1 70.36(9) . . ?
O1 Er1 N2 81.75(8) . . ?
O2 Er1 Er1 111.42(6) . 3_656 ?
O2 Er1 O4 149.88(8) . . ?
O2 Er1 O5 133.38(7) . . ?
O2 Er1 N1 127.18(8) . . ?
O2 Er1 N2 75.08(8) . . ?
O3 Er1 Er1 110.46(6) . 3_656 ?
O3 Er1 O1 148.26(8) . . ?
O3 Er1 O2 78.91(8) . . ?
O3 Er1 O4 70.97(8) . . ?
O3 Er1 O5 133.47(8) . . ?
O3 Er1 N1 123.34(9) . . ?
O3 Er1 N2 80.33(8) . . ?
O4 Er1 Er1 79.90(6) . 3_656 ?
O4 Er1 N1 72.58(8) . . ?
O4 Er1 N2 99.47(8) . . ?
O5 Er1 Er1 35.35(5) . 3_656 ?
O5 Er1 Er1 36.60(5) 3_656 3_656 ?
O5 Er1 O1 104.57(8) 3_656 . ?
O5 Er1 O2 83.81(8) 3_656 . ?
O5 Er1 O3 82.26(8) 3_656 . ?
O5 Er1 O4 91.85(8) 3_656 . ?
O5 Er1 O4 71.88(8) . . ?
O5 Er1 O5 71.95(8) 3_656 . ?
O5 Er1 N1 68.69(8) . . ?
O5 Er1 N1 140.46(8) 3_656 . ?
O5 Er1 N2 154.80(8) 3_656 . ?
O5 Er1 N2 132.98(8) . . ?
N1 Er1 Er1 103.97(7) . 3_656 ?
N1 Er1 N2 64.73(9) . . ?
N2 Er1 Er1 168.00(6) . 3_656 ?
C2 O1 Er1 133.8(2) . . ?
C4 O2 Er1 135.4(2) . . ?
C7 O3 Er1 133.8(2) . . ?
C9 O4 Er1 133.1(2) . . ?
Er1 O5 Er1 108.05(8) 3_656 . ?
C12 O5 Er1 132.56(19) . 3_656 ?
C12 O5 Er1 119.04(19) . . ?
C11 N1 Er1 116.7(2) . . ?
C19 N1 Er1 123.4(2) . . ?
C19 N1 C11 119.9(3) . . ?
C20 N2 Er1 115.8(2) . . ?
C20 N2 C21 118.0(3) . . ?
C21 N2 Er1 125.2(2) . . ?
F4 C1 C2 112.7(3) . . ?
F5 C1 F4 106.8(3) . . ?
F5 C1 C2 109.2(3) . . ?
F6 C1 F4 107.7(3) . . ?
F6 C1 F5 107.9(3) . . ?
F6 C1 C2 112.3(3) . . ?
O1 C2 C1 113.9(3) . . ?
O1 C2 C3 127.4(3) . . ?
C3 C2 C1 118.7(3) . . ?
C2 C3 H3 120.3 . . ?
C2 C3 C4 119.4(3) . . ?
C4 C3 H3 120.3 . . ?
O2 C4 C3 127.4(3) . . ?
O2 C4 C5 116.0(3) . . ?
C3 C4 C5 116.6(3) . . ?
F1 C5 F2 107.0(3) . . ?
F1 C5 F3 108.0(3) . . ?
F1 C5 C4 112.9(3) . . ?
F2 C5 C4 109.6(3) . . ?
F3 C5 F2 106.6(3) . . ?
F3 C5 C4 112.5(3) . . ?
F7 C6 C7 113.0(3) . . ?
F8 C6 F7 103.4(5) . . ?
F8 C6 C7 110.6(4) . . ?
F9 C6 F7 109.5(5) . . ?
F9 C6 F8 106.2(5) . . ?
F9 C6 C7 113.4(4) . . ?
F7' C6 F9' 100.8(9) . . ?
F7' C6 C7 112.7(5) . . ?
F8' C6 F7' 114.4(10) . . ?
F8' C6 F9' 104.8(10) . . ?
F8' C6 C7 111.4(7) . . ?
F9' C6 C7 112.0(7) . . ?
O3 C7 C6 115.1(3) . . ?
O3 C7 C8 127.8(3) . . ?
C8 C7 C6 117.1(3) . . ?
C7 C8 H8 120.3 . . ?
C7 C8 C9 119.3(3) . . ?
C9 C8 H8 120.3 . . ?
O4 C9 C8 127.4(3) . . ?
O4 C9 C10 114.1(3) . . ?
C8 C9 C10 118.2(3) . . ?
F10 C10 F11 106.8(3) . . ?
F10 C10 C9 112.9(3) . . ?
F11 C10 C9 111.4(3) . . ?
F12 C10 F10 108.2(3) . . ?
F12 C10 F11 106.7(3) . . ?
F12 C10 C9 110.6(3) . . ?
N1 C11 C12 117.4(3) . . ?
N1 C11 C16 121.2(3) . . ?
C12 C11 C16 121.4(3) . . ?
O5 C12 C11 118.1(3) . . ?
O5 C12 C13 124.5(3) . . ?
C13 C12 C11 117.3(3) . . ?
C12 C13 H13 119.6 . . ?
C12 C13 C14 120.9(3) . . ?
C14 C13 H13 119.6 . . ?
C13 C14 H14 118.9 . . ?
C15 C14 C13 122.1(3) . . ?
C15 C14 H14 118.9 . . ?
C14 C15 H15 120.3 . . ?
C14 C15 C16 119.4(3) . . ?
C16 C15 H15 120.3 . . ?
C15 C16 C11 118.8(3) . . ?
C15 C16 C17 124.1(3) . . ?
C17 C16 C11 117.1(3) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 C16 120.7(3) . . ?
C18 C17 H17 119.6 . . ?
C17 C18 H18 120.6 . . ?
C17 C18 C19 118.8(3) . . ?
C19 C18 H18 120.6 . . ?
N1 C19 C18 122.3(3) . . ?
N1 C19 C20 115.5(3) . . ?
C18 C19 C20 122.0(3) . . ?
N2 C20 C19 120.6(3) . . ?
N2 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C22 C21 N2 120.9(3) . . ?
C22 C21 C26 119.6(3) . . ?
C26 C21 N2 119.2(3) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 C21 120.5(3) . . ?
C23 C22 H22 119.8 . . ?
C22 C23 H23 120.4 . . ?
C22 C23 C24 119.2(3) . . ?
C24 C23 H23 120.4 . . ?
C23 C24 Br1 119.9(3) . . ?
C25 C24 Br1 118.8(3) . . ?
C25 C24 C23 121.2(3) . . ?
C24 C25 H25 120.3 . . ?
C24 C25 C26 119.4(3) . . ?
C26 C25 H25 120.3 . . ?
C21 C26 H26 119.9 . . ?
C25 C26 C21 120.1(3) . . ?
C25 C26 H26 119.9 . . ?

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
Er1 O1 C2 C1 153.9(2) . . . . ?
Er1 O1 C2 C3 -24.6(5) . . . . ?
Er1 O2 C4 C3 6.0(5) . . . . ?
Er1 O2 C4 C5 -176.5(2) . . . . ?
Er1 O3 C7 C6 -164.1(2) . . . . ?
Er1 O3 C7 C8 18.9(5) . . . . ?
Er1 O4 C9 C8 -20.2(5) . . . . ?
Er1 O4 C9 C10 164.8(2) . . . . ?
Er1 O5 C12 C11 -174.87(19) 3_656 . . . ?
Er1 O5 C12 C11 -2.6(4) . . . . ?
Er1 O5 C12 C13 6.7(4) 3_656 . . . ?
Er1 O5 C12 C13 179.0(2) . . . . ?
Er1 N1 C11 C12 0.5(4) . . . . ?
Er1 N1 C11 C16 179.4(2) . . . . ?
Er1 N1 C19 C18 -179.7(2) . . . . ?
Er1 N1 C19 C20 -4.3(4) . . . . ?
Er1 N2 C20 C19 -0.9(4) . . . . ?
Er1 N2 C21 C22 -120.7(3) . . . . ?
Er1 N2 C21 C26 53.3(4) . . . . ?
Br1 C24 C25 C26 175.7(3) . . . . ?
F4 C1 C2 O1 168.4(3) . . . . ?
F4 C1 C2 C3 -12.9(5) . . . . ?
F5 C1 C2 O1 -73.1(4) . . . . ?
F5 C1 C2 C3 105.6(4) . . . . ?
F6 C1 C2 O1 46.5(4) . . . . ?
F6 C1 C2 C3 -134.8(3) . . . . ?
F7 C6 C7 O3 12.1(7) . . . . ?
F7 C6 C7 C8 -170.5(6) . . . . ?
F8 C6 C7 O3 -103.3(5) . . . . ?
F8 C6 C7 C8 74.1(5) . . . . ?
F9 C6 C7 O3 137.6(7) . . . . ?
F9 C6 C7 C8 -45.1(7) . . . . ?
F7' C6 C7 O3 58.6(12) . . . . ?
F7' C6 C7 C8 -124.1(12) . . . . ?
F8' C6 C7 O3 -71.5(12) . . . . ?
F8' C6 C7 C8 105.9(12) . . . . ?
F9' C6 C7 O3 171.4(10) . . . . ?
F9' C6 C7 C8 -11.2(11) . . . . ?
O1 C2 C3 C4 1.1(6) . . . . ?
O2 C4 C5 F1 18.1(4) . . . . ?
O2 C4 C5 F2 -101.1(3) . . . . ?
O2 C4 C5 F3 140.5(3) . . . . ?
O3 C7 C8 C9 4.9(6) . . . . ?
O4 C9 C10 F10 -157.2(3) . . . . ?
O4 C9 C10 F11 -37.1(4) . . . . ?
O4 C9 C10 F12 81.3(4) . . . . ?
O5 C12 C13 C14 177.8(3) . . . . ?
N1 C11 C12 O5 1.3(4) . . . . ?
N1 C11 C12 C13 179.9(3) . . . . ?
N1 C11 C16 C15 -179.7(3) . . . . ?
N1 C11 C16 C17 -0.1(5) . . . . ?
N1 C19 C20 N2 3.3(5) . . . . ?
N2 C21 C22 C23 172.5(3) . . . . ?
N2 C21 C26 C25 -174.1(3) . . . . ?
C1 C2 C3 C4 -177.3(3) . . . . ?
C2 C3 C4 O2 8.1(5) . . . . ?
C2 C3 C4 C5 -169.3(3) . . . . ?
C3 C4 C5 F1 -164.2(3) . . . . ?
C3 C4 C5 F2 76.7(4) . . . . ?
C3 C4 C5 F3 -41.7(4) . . . . ?
C6 C7 C8 C9 -172.0(3) . . . . ?
C7 C8 C9 O4 -4.1(6) . . . . ?
C7 C8 C9 C10 170.7(3) . . . . ?
C8 C9 C10 F10 27.3(5) . . . . ?
C8 C9 C10 F11 147.4(3) . . . . ?
C8 C9 C10 F12 -94.1(4) . . . . ?
C11 N1 C19 C18 -2.4(5) . . . . ?
C11 N1 C19 C20 173.0(3) . . . . ?
C11 C12 C13 C14 -0.7(5) . . . . ?
C11 C16 C17 C18 -1.2(5) . . . . ?
C12 C11 C16 C15 -0.8(5) . . . . ?
C12 C11 C16 C17 178.8(3) . . . . ?
C12 C13 C14 C15 0.1(5) . . . . ?
C13 C14 C15 C16 0.1(5) . . . . ?
C14 C15 C16 C11 0.3(5) . . . . ?
C14 C15 C16 C17 -179.3(3) . . . . ?
C15 C16 C17 C18 178.4(3) . . . . ?
C16 C11 C12 O5 -177.6(3) . . . . ?
C16 C11 C12 C13 1.0(5) . . . . ?
C16 C17 C18 C19 0.7(5) . . . . ?
C17 C18 C19 N1 1.1(5) . . . . ?
C17 C18 C19 C20 -174.0(3) . . . . ?
C18 C19 C20 N2 178.8(3) . . . . ?
C19 N1 C11 C12 -177.0(3) . . . . ?
C19 N1 C11 C16 1.9(4) . . . . ?
C20 N2 C21 C22 47.0(4) . . . . ?
C20 N2 C21 C26 -139.1(3) . . . . ?
C21 N2 C20 C19 -169.7(3) . . . . ?
C21 C22 C23 C24 1.1(5) . . . . ?
C22 C21 C26 C25 -0.1(5) . . . . ?
C22 C23 C24 Br1 -177.1(3) . . . . ?
C22 C23 C24 C25 0.8(5) . . . . ?
C23 C24 C25 C26 -2.2(5) . . . . ?
C24 C25 C26 C21 1.9(5) . . . . ?
C26 C21 C22 C23 -1.4(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_4
_database_code_depnum_ccdc_archive 'CCDC 1061283'
_audit_update_record             
;
2018-01-31 deposited with the CCDC.
2018-02-13 downloaded from the CCDC.
;
_audit_creation_date             2018-01-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C52 H24 Br2 Dy2 F24 N4 O10'
_chemical_formula_sum            'C52 H24 Br2 Dy2 F24 N4 O10'
_chemical_formula_weight         1805.57
_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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Dy Dy -0.1892 4.4098 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.413(2)
_cell_length_b                   19.349(4)
_cell_length_c                   13.064(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.48(3)
_cell_angle_gamma                90
_cell_volume                     2871.7(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9191
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.9103
_cell_measurement_theta_min      1.7925
_shelx_estimated_absorpt_T_max   0.684
_shelx_estimated_absorpt_T_min   0.290
_exptl_absorpt_coefficient_mu    4.113
_exptl_absorpt_correction_T_max  0.6839
_exptl_absorpt_correction_T_min  0.2900
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   crystalclear
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    2.088
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1724
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0440
_diffrn_reflns_av_unetI/netI     0.0422
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            28507
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.953
_diffrn_reflns_theta_min         1.887
_diffrn_ambient_temperature      113.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5620
_reflns_number_total             6846
_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       crystalclear
_computing_data_collection       crystalclear
_computing_data_reduction        crystalclear
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.213
_refine_diff_density_min         -1.275
_refine_diff_density_rms         0.133
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     452
_refine_ls_number_reflns         6846
_refine_ls_number_restraints     78
_refine_ls_R_factor_all          0.0374
_refine_ls_R_factor_gt           0.0294
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0347P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0618
_refine_ls_wR_factor_ref         0.0649
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C22-F7 = C22-F8 = C22-F9 = C22-F7' = C22-F8' = C22-F9'
 1.35 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
F7 \\sim F8 \\sim F9 \\sim F7' \\sim F8' \\sim F9': within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(F7) \\sim Ueq, Uanis(F8) \\sim Ueq, Uanis(F9) \\sim Ueq, Uanis(F7') \\sim
Ueq, Uanis(F8') \\sim Ueq, Uanis(F9') \\sim Ueq: with sigma of 0.01 and sigma
for terminal atoms of 0.02
4. Others
 Sof(F7')=Sof(F8')=Sof(F9')=1-FVAR(1)
 Sof(F7)=Sof(F8)=Sof(F9)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C7(H7), C8(H8), C10(H10), C12(H12), C13(H13),
 C15(H15), C16(H16), C19(H19), C24(H24)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Dy1 Dy 0.95848(2) 0.09238(2) 0.46871(2) 0.01420(5) Uani 1 1 d . . . . .
Br1 Br 1.17600(3) 0.46557(2) 0.40238(3) 0.03422(9) Uani 1 1 d . . . . .
F1 F 0.83668(18) 0.20688(16) 0.77013(18) 0.0693(8) Uani 1 1 d . . . . .
F2 F 0.9322(2) 0.12403(14) 0.84669(17) 0.0616(7) Uani 1 1 d . . . . .
F3 F 0.99911(18) 0.22683(12) 0.86023(15) 0.0487(6) Uani 1 1 d . . . . .
F4 F 1.34815(14) 0.22542(10) 0.63190(16) 0.0384(5) Uani 1 1 d . . . . .
F5 F 1.24591(17) 0.31684(10) 0.6091(2) 0.0488(6) Uani 1 1 d . . . . .
F6 F 1.28513(18) 0.25688(13) 0.48049(16) 0.0518(6) Uani 1 1 d . . . . .
F7 F 1.1573(6) 0.1645(4) 0.1778(3) 0.069(2) Uani 0.679(11) 1 d D U P A 1
F8 F 1.1235(7) 0.0745(3) 0.0839(6) 0.077(2) Uani 0.679(11) 1 d D U P A 1
F9 F 1.0105(4) 0.1590(3) 0.0702(4) 0.0474(14) Uani 0.679(11) 1 d D U P A 1
F7' F 1.1863(6) 0.1177(9) 0.1672(8) 0.053(3) Uani 0.321(11) 1 d D U P A 2
F8' F 1.0698(13) 0.0806(7) 0.0533(8) 0.058(3) Uani 0.321(11) 1 d D U P A 2
F9' F 1.0421(13) 0.1814(5) 0.1086(12) 0.064(4) Uani 0.321(11) 1 d D U P A 2
F10 F 0.78689(18) -0.07786(12) 0.13484(17) 0.0451(6) Uani 1 1 d . . . . .
F11 F 0.65227(15) -0.00766(11) 0.17594(15) 0.0409(5) Uani 1 1 d . . . . .
F12 F 0.72474(17) -0.08308(10) 0.28459(16) 0.0374(5) Uani 1 1 d . . . . .
O1 O 0.89615(15) -0.01164(10) 0.54179(14) 0.0162(4) Uani 1 1 d . . . . .
O2 O 0.96643(17) 0.11984(11) 0.64460(15) 0.0204(4) Uani 1 1 d . . . . .
O3 O 1.11694(16) 0.16893(10) 0.51175(14) 0.0180(4) Uani 1 1 d . . . . .
O4 O 1.00981(16) 0.12140(11) 0.30372(15) 0.0201(4) Uani 1 1 d . . . . .
O5 O 0.83235(16) 0.03403(11) 0.34255(15) 0.0211(4) Uani 1 1 d . . . . .
N1 N 0.7594(2) 0.10165(12) 0.51996(18) 0.0161(5) Uani 1 1 d . . . . .
N2 N 0.8642(2) 0.21557(13) 0.45294(18) 0.0197(5) Uani 1 1 d . . . . .
C1 C 0.7134(2) 0.04461(15) 0.5612(2) 0.0169(6) Uani 1 1 d . . . . .
C2 C 0.7857(2) -0.01570(15) 0.5718(2) 0.0172(6) Uani 1 1 d . . . . .
C3 C 0.7389(2) -0.07392(16) 0.6131(2) 0.0197(6) Uani 1 1 d . . . . .
H3 H 0.784419 -0.115072 0.619724 0.024 Uiso 1 1 calc R . . . .
C4 C 0.6243(3) -0.07341(17) 0.6459(2) 0.0234(7) Uani 1 1 d . . . . .
H4 H 0.594673 -0.114183 0.674744 0.028 Uiso 1 1 calc R . . . .
C5 C 0.5556(2) -0.01605(17) 0.6371(2) 0.0238(7) Uani 1 1 d . . . . .
H5 H 0.478774 -0.017022 0.659451 0.029 Uiso 1 1 calc R . . . .
C6 C 0.5981(2) 0.04482(16) 0.5949(2) 0.0201(6) Uani 1 1 d . . . . .
C7 C 0.5341(3) 0.10727(17) 0.5833(3) 0.0257(7) Uani 1 1 d . . . . .
H7 H 0.456189 0.109325 0.603031 0.031 Uiso 1 1 calc R . . . .
C8 C 0.5831(3) 0.16475(16) 0.5441(2) 0.0231(6) Uani 1 1 d . . . . .
H8 H 0.540438 0.206950 0.537570 0.028 Uiso 1 1 calc R . . . .
C9 C 0.6973(2) 0.16033(16) 0.5136(2) 0.0189(6) Uani 1 1 d . . . . .
C10 C 0.7590(2) 0.22083(16) 0.4792(2) 0.0207(6) Uani 1 1 d . . . . .
H10 H 0.720952 0.264548 0.476130 0.025 Uiso 1 1 calc R . . . .
C11 C 0.9280(2) 0.27786(15) 0.4367(2) 0.0192(6) Uani 1 1 d . . . . .
C12 C 0.9294(3) 0.33221(16) 0.5064(2) 0.0236(7) Uani 1 1 d . . . . .
H12 H 0.880864 0.330484 0.561569 0.028 Uiso 1 1 calc R . . . .
C13 C 1.0015(3) 0.38900(17) 0.4956(3) 0.0262(7) Uani 1 1 d . . . . .
H13 H 1.003541 0.426090 0.543430 0.031 Uiso 1 1 calc R . . . .
C14 C 1.0709(3) 0.39067(16) 0.4136(3) 0.0236(7) Uani 1 1 d . . . . .
C15 C 1.0683(3) 0.33805(16) 0.3432(2) 0.0247(7) Uani 1 1 d . . . . .
H15 H 1.114668 0.340735 0.286690 0.030 Uiso 1 1 calc R . . . .
C16 C 0.9978(3) 0.28089(16) 0.3551(2) 0.0229(6) Uani 1 1 d . . . . .
H16 H 0.997012 0.243754 0.307439 0.028 Uiso 1 1 calc R . . . .
C17 C 0.9436(3) 0.1819(2) 0.7955(2) 0.0318(8) Uani 1 1 d . . . . .
C18 C 1.0049(2) 0.17043(16) 0.6978(2) 0.0199(6) Uani 1 1 d . . . . .
C19 C 1.0927(2) 0.21636(16) 0.6762(2) 0.0213(6) Uani 1 1 d . . . . .
H19 H 1.116219 0.252427 0.723055 0.026 Uiso 1 1 calc R . . . .
C20 C 1.1459(2) 0.20908(15) 0.5852(2) 0.0186(6) Uani 1 1 d . . . . .
C21 C 1.2565(2) 0.25312(16) 0.5749(2) 0.0226(6) Uani 1 1 d . . . . .
C22 C 1.0745(3) 0.12036(16) 0.1379(2) 0.0250(7) Uani 1 1 d D . . . .
C23 C 0.9994(2) 0.09099(15) 0.2183(2) 0.0191(6) Uani 1 1 d . . . . .
C24 C 0.9258(2) 0.03676(17) 0.1876(2) 0.0240(7) Uani 1 1 d . . . . .
H24 H 0.930972 0.015306 0.122807 0.029 Uiso 1 1 calc R . . . .
C25 C 0.8436(2) 0.01363(16) 0.2526(2) 0.0205(6) Uani 1 1 d . . . . .
C26 C 0.7515(3) -0.03951(18) 0.2111(2) 0.0288(7) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Dy1 Dy1 3.7680(7) 3_756 ?
Dy1 O1 2.2924(18) 3_756 ?
Dy1 O1 2.3660(19) . ?
Dy1 O2 2.352(2) . ?
Dy1 O3 2.3636(19) . ?
Dy1 O4 2.355(2) . ?
Dy1 O5 2.369(2) . ?
Dy1 N1 2.436(2) . ?
Dy1 N2 2.615(2) . ?
Br1 C14 1.896(3) . ?
F1 C17 1.325(4) . ?
F2 C17 1.317(4) . ?
F3 C17 1.330(4) . ?
F4 C21 1.337(3) . ?
F5 C21 1.321(4) . ?
F6 C21 1.307(4) . ?
F7 C22 1.341(5) . ?
F8 C22 1.294(5) . ?
F9 C22 1.323(5) . ?
F7' C22 1.297(7) . ?
F8' C22 1.344(7) . ?
F9' C22 1.285(8) . ?
F10 C26 1.335(4) . ?
F11 C26 1.332(4) . ?
F12 C26 1.335(4) . ?
O1 C2 1.357(3) . ?
O2 C18 1.255(3) . ?
O3 C20 1.255(3) . ?
O4 C23 1.257(3) . ?
O5 C25 1.258(3) . ?
N1 C1 1.356(4) . ?
N1 C9 1.337(4) . ?
N2 C10 1.284(4) . ?
N2 C11 1.434(4) . ?
C1 C2 1.428(4) . ?
C1 C6 1.427(4) . ?
C2 C3 1.379(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.415(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.358(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.406(4) . ?
C6 C7 1.412(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.366(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.401(4) . ?
C9 C10 1.459(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.390(4) . ?
C11 C16 1.392(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.388(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.393(4) . ?
C14 C15 1.370(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.385(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.529(4) . ?
C18 C19 1.388(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.392(4) . ?
C20 C21 1.540(4) . ?
C22 C23 1.527(4) . ?
C23 C24 1.380(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.398(4) . ?
C25 C26 1.532(4) . ?

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 Dy1 Dy1 36.68(5) 3_756 3_756 ?
O1 Dy1 Dy1 35.36(4) . 3_756 ?
O1 Dy1 O1 72.04(7) 3_756 . ?
O1 Dy1 O2 104.59(7) 3_756 . ?
O1 Dy1 O3 84.24(7) 3_756 . ?
O1 Dy1 O4 82.13(7) 3_756 . ?
O1 Dy1 O5 71.89(7) . . ?
O1 Dy1 O5 91.65(7) 3_756 . ?
O1 Dy1 N1 68.13(7) . . ?
O1 Dy1 N1 140.00(7) 3_756 . ?
O1 Dy1 N2 132.06(7) . . ?
O1 Dy1 N2 155.65(7) 3_756 . ?
O2 Dy1 Dy1 90.97(5) . 3_756 ?
O2 Dy1 O1 77.47(7) . . ?
O2 Dy1 O3 70.66(7) . . ?
O2 Dy1 O4 148.29(7) . . ?
O2 Dy1 O5 138.74(7) . . ?
O2 Dy1 N1 70.41(8) . . ?
O2 Dy1 N2 81.27(7) . . ?
O3 Dy1 Dy1 111.84(5) . 3_756 ?
O3 Dy1 O1 133.62(6) . . ?
O3 Dy1 O5 149.84(7) . . ?
O3 Dy1 N1 126.95(7) . . ?
O3 Dy1 N2 75.36(7) . . ?
O4 Dy1 Dy1 110.21(5) . 3_756 ?
O4 Dy1 O1 133.06(7) . . ?
O4 Dy1 O3 79.44(7) . . ?
O4 Dy1 O5 70.40(7) . . ?
O4 Dy1 N1 123.65(7) . . ?
O4 Dy1 N2 81.20(7) . . ?
O5 Dy1 Dy1 79.76(5) . 3_756 ?
O5 Dy1 N1 72.87(7) . . ?
O5 Dy1 N2 99.29(7) . . ?
N1 Dy1 Dy1 103.42(6) . 3_756 ?
N1 Dy1 N2 64.35(8) . . ?
N2 Dy1 Dy1 167.13(5) . 3_756 ?
Dy1 O1 Dy1 107.96(7) 3_756 . ?
C2 O1 Dy1 119.27(17) . . ?
C2 O1 Dy1 132.46(17) . 3_756 ?
C18 O2 Dy1 134.10(19) . . ?
C20 O3 Dy1 135.20(18) . . ?
C23 O4 Dy1 133.65(19) . . ?
C25 O5 Dy1 133.65(18) . . ?
C1 N1 Dy1 117.15(18) . . ?
C9 N1 Dy1 123.27(19) . . ?
C9 N1 C1 119.5(2) . . ?
C10 N2 Dy1 116.1(2) . . ?
C10 N2 C11 118.3(3) . . ?
C11 N2 Dy1 124.54(17) . . ?
N1 C1 C2 117.4(2) . . ?
N1 C1 C6 121.6(3) . . ?
C6 C1 C2 121.0(3) . . ?
O1 C2 C1 118.0(2) . . ?
O1 C2 C3 124.4(3) . . ?
C3 C2 C1 117.6(2) . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.1(3) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 119.2 . . ?
C5 C4 C3 121.6(3) . . ?
C5 C4 H4 119.2 . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 120.0(3) . . ?
C6 C5 H5 120.0 . . ?
C5 C6 C1 118.8(3) . . ?
C5 C6 C7 124.4(3) . . ?
C7 C6 C1 116.9(3) . . ?
C6 C7 H7 119.6 . . ?
C8 C7 C6 120.7(3) . . ?
C8 C7 H7 119.6 . . ?
C7 C8 H8 120.6 . . ?
C7 C8 C9 118.8(3) . . ?
C9 C8 H8 120.6 . . ?
N1 C9 C8 122.4(3) . . ?
N1 C9 C10 115.6(2) . . ?
C8 C9 C10 121.9(3) . . ?
N2 C10 C9 120.7(3) . . ?
N2 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C12 C11 N2 120.9(3) . . ?
C12 C11 C16 119.9(3) . . ?
C16 C11 N2 119.0(3) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.1(3) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 H13 120.6 . . ?
C12 C13 C14 118.9(3) . . ?
C14 C13 H13 120.6 . . ?
C13 C14 Br1 119.2(2) . . ?
C15 C14 Br1 119.3(2) . . ?
C15 C14 C13 121.5(3) . . ?
C14 C15 H15 120.2 . . ?
C14 C15 C16 119.6(3) . . ?
C16 C15 H15 120.2 . . ?
C11 C16 H16 120.0 . . ?
C15 C16 C11 120.0(3) . . ?
C15 C16 H16 120.0 . . ?
F1 C17 F3 107.0(3) . . ?
F1 C17 C18 109.1(3) . . ?
F2 C17 F1 107.7(3) . . ?
F2 C17 F3 107.3(3) . . ?
F2 C17 C18 112.0(3) . . ?
F3 C17 C18 113.4(3) . . ?
O2 C18 C17 114.3(3) . . ?
O2 C18 C19 127.4(3) . . ?
C19 C18 C17 118.2(3) . . ?
C18 C19 H19 120.3 . . ?
C18 C19 C20 119.4(3) . . ?
C20 C19 H19 120.3 . . ?
O3 C20 C19 127.7(3) . . ?
O3 C20 C21 115.7(3) . . ?
C19 C20 C21 116.6(3) . . ?
F4 C21 C20 109.5(2) . . ?
F5 C21 F4 106.1(2) . . ?
F5 C21 C20 112.6(2) . . ?
F6 C21 F4 107.2(3) . . ?
F6 C21 F5 107.9(3) . . ?
F6 C21 C20 113.3(2) . . ?
F7 C22 C23 113.0(3) . . ?
F8 C22 F7 108.9(4) . . ?
F8 C22 F9 105.2(4) . . ?
F8 C22 C23 114.8(4) . . ?
F9 C22 F7 102.9(4) . . ?
F9 C22 C23 111.1(3) . . ?
F7' C22 F8' 100.5(7) . . ?
F7' C22 C23 112.5(4) . . ?
F8' C22 C23 111.8(6) . . ?
F9' C22 F7' 111.8(8) . . ?
F9' C22 F8' 107.0(8) . . ?
F9' C22 C23 112.5(5) . . ?
O4 C23 C22 115.1(3) . . ?
O4 C23 C24 128.1(3) . . ?
C24 C23 C22 116.7(3) . . ?
C23 C24 H24 120.2 . . ?
C23 C24 C25 119.5(3) . . ?
C25 C24 H24 120.2 . . ?
O5 C25 C24 126.9(3) . . ?
O5 C25 C26 114.4(3) . . ?
C24 C25 C26 118.5(3) . . ?
F10 C26 F12 107.0(3) . . ?
F10 C26 C25 113.0(3) . . ?
F11 C26 F10 107.9(3) . . ?
F11 C26 F12 107.1(3) . . ?
F11 C26 C25 110.1(3) . . ?
F12 C26 C25 111.4(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
Dy1 O1 C2 C1 -175.14(17) 3_756 . . . ?
Dy1 O1 C2 C1 -2.4(3) . . . . ?
Dy1 O1 C2 C3 178.5(2) . . . . ?
Dy1 O1 C2 C3 5.8(4) 3_756 . . . ?
Dy1 O2 C18 C17 153.1(2) . . . . ?
Dy1 O2 C18 C19 -25.3(5) . . . . ?
Dy1 O3 C20 C19 6.7(5) . . . . ?
Dy1 O3 C20 C21 -176.03(17) . . . . ?
Dy1 O4 C23 C22 -164.09(17) . . . . ?
Dy1 O4 C23 C24 18.7(5) . . . . ?
Dy1 O5 C25 C24 -19.9(5) . . . . ?
Dy1 O5 C25 C26 163.5(2) . . . . ?
Dy1 N1 C1 C2 0.4(3) . . . . ?
Dy1 N1 C1 C6 179.2(2) . . . . ?
Dy1 N1 C9 C8 -179.6(2) . . . . ?
Dy1 N1 C9 C10 -3.5(3) . . . . ?
Dy1 N2 C10 C9 -1.1(3) . . . . ?
Dy1 N2 C11 C12 -121.4(3) . . . . ?
Dy1 N2 C11 C16 52.7(3) . . . . ?
Br1 C14 C15 C16 175.5(2) . . . . ?
F1 C17 C18 O2 -72.8(4) . . . . ?
F1 C17 C18 C19 105.8(3) . . . . ?
F2 C17 C18 O2 46.4(4) . . . . ?
F2 C17 C18 C19 -135.1(3) . . . . ?
F3 C17 C18 O2 168.0(3) . . . . ?
F3 C17 C18 C19 -13.4(4) . . . . ?
F7 C22 C23 O4 13.1(6) . . . . ?
F7 C22 C23 C24 -169.4(5) . . . . ?
F8 C22 C23 O4 138.8(5) . . . . ?
F8 C22 C23 C24 -43.7(6) . . . . ?
F9 C22 C23 O4 -102.0(4) . . . . ?
F9 C22 C23 C24 75.5(5) . . . . ?
F7' C22 C23 O4 60.4(9) . . . . ?
F7' C22 C23 C24 -122.1(9) . . . . ?
F8' C22 C23 O4 172.6(8) . . . . ?
F8' C22 C23 C24 -9.9(9) . . . . ?
F9' C22 C23 O4 -66.9(10) . . . . ?
F9' C22 C23 C24 110.6(10) . . . . ?
O1 C2 C3 C4 177.8(3) . . . . ?
O2 C18 C19 C20 1.5(5) . . . . ?
O3 C20 C21 F4 -101.4(3) . . . . ?
O3 C20 C21 F5 140.8(3) . . . . ?
O3 C20 C21 F6 18.1(4) . . . . ?
O4 C23 C24 C25 5.7(5) . . . . ?
O5 C25 C26 F10 -157.6(3) . . . . ?
O5 C25 C26 F11 81.6(3) . . . . ?
O5 C25 C26 F12 -37.1(4) . . . . ?
N1 C1 C2 O1 1.3(4) . . . . ?
N1 C1 C2 C3 -179.6(2) . . . . ?
N1 C1 C6 C5 -180.0(3) . . . . ?
N1 C1 C6 C7 0.0(4) . . . . ?
N1 C9 C10 N2 2.9(4) . . . . ?
N2 C11 C12 C13 173.0(3) . . . . ?
N2 C11 C16 C15 -174.2(3) . . . . ?
C1 N1 C9 C8 -2.9(4) . . . . ?
C1 N1 C9 C10 173.3(2) . . . . ?
C1 C2 C3 C4 -1.3(4) . . . . ?
C1 C6 C7 C8 -1.7(4) . . . . ?
C2 C1 C6 C5 -1.2(4) . . . . ?
C2 C1 C6 C7 178.7(3) . . . . ?
C2 C3 C4 C5 0.6(5) . . . . ?
C3 C4 C5 C6 -0.2(5) . . . . ?
C4 C5 C6 C1 0.5(4) . . . . ?
C4 C5 C6 C7 -179.4(3) . . . . ?
C5 C6 C7 C8 178.2(3) . . . . ?
C6 C1 C2 O1 -177.5(2) . . . . ?
C6 C1 C2 C3 1.6(4) . . . . ?
C6 C7 C8 C9 1.2(5) . . . . ?
C7 C8 C9 N1 1.1(5) . . . . ?
C7 C8 C9 C10 -174.8(3) . . . . ?
C8 C9 C10 N2 179.1(3) . . . . ?
C9 N1 C1 C2 -176.5(3) . . . . ?
C9 N1 C1 C6 2.3(4) . . . . ?
C10 N2 C11 C12 46.0(4) . . . . ?
C10 N2 C11 C16 -140.0(3) . . . . ?
C11 N2 C10 C9 -169.5(2) . . . . ?
C11 C12 C13 C14 0.7(5) . . . . ?
C12 C11 C16 C15 -0.1(4) . . . . ?
C12 C13 C14 Br1 -176.6(2) . . . . ?
C12 C13 C14 C15 0.7(5) . . . . ?
C13 C14 C15 C16 -1.7(5) . . . . ?
C14 C15 C16 C11 1.5(4) . . . . ?
C16 C11 C12 C13 -0.9(4) . . . . ?
C17 C18 C19 C20 -176.9(3) . . . . ?
C18 C19 C20 O3 7.7(5) . . . . ?
C18 C19 C20 C21 -169.5(3) . . . . ?
C19 C20 C21 F4 76.1(3) . . . . ?
C19 C20 C21 F5 -41.7(4) . . . . ?
C19 C20 C21 F6 -164.4(3) . . . . ?
C22 C23 C24 C25 -171.5(3) . . . . ?
C23 C24 C25 O5 -5.0(5) . . . . ?
C23 C24 C25 C26 171.5(3) . . . . ?
C24 C25 C26 F10 25.5(4) . . . . ?
C24 C25 C26 F11 -95.3(3) . . . . ?
C24 C25 C26 F12 145.9(3) . . . . ?

_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_5
_database_code_depnum_ccdc_archive 'CCDC 1061284'
_audit_update_record             
;
2018-01-31 deposited with the CCDC.
2018-02-13 downloaded from the CCDC.
;
_audit_creation_date             2018-01-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C52 H24 Br2 F24 Ho2 N4 O10'
_chemical_formula_sum            'C52 H24 Br2 F24 Ho2 N4 O10'
_chemical_formula_weight         1810.43
_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'
Br Br -0.2901 2.4595 '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'
Ho Ho -0.2175 4.6783 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.399(2)
_cell_length_b                   19.265(4)
_cell_length_c                   13.014(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.37(3)
_cell_angle_gamma                90
_cell_volume                     2845.4(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8793
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.9504
_cell_measurement_theta_min      2.1143
_shelx_estimated_absorpt_T_max   0.626
_shelx_estimated_absorpt_T_min   0.480
_exptl_absorpt_coefficient_mu    4.305
_exptl_absorpt_correction_T_max  0.6261
_exptl_absorpt_correction_T_min  0.4797
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   crystalclear
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    2.113
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1728
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0454
_diffrn_reflns_av_unetI/netI     0.0425
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            28355
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.006
_diffrn_reflns_theta_min         2.114
_diffrn_ambient_temperature      113.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5786
_reflns_number_total             6846
_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       crystalclear
_computing_data_collection       crystalclear
_computing_data_reduction        crystalclear
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         2.383
_refine_diff_density_min         -1.197
_refine_diff_density_rms         0.152
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.145
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     452
_refine_ls_number_reflns         6846
_refine_ls_number_restraints     72
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0367
_refine_ls_restrained_S_all      1.162
_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)+(0.0343P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0715
_refine_ls_wR_factor_ref         0.0754
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
F7 \\sim F8 \\sim F9 \\sim F7' \\sim F8' \\sim F9': within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(F7) \\sim Ueq, Uanis(F8) \\sim Ueq, Uanis(F9) \\sim Ueq, Uanis(F7') \\sim
Ueq, Uanis(F8') \\sim Ueq, Uanis(F9') \\sim Ueq: with sigma of 0.01 and sigma
for terminal atoms of 0.02
3. Others
 Sof(F7')=Sof(F8')=Sof(F9')=1-FVAR(1)
 Sof(F7)=Sof(F8)=Sof(F9)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C13(H13), C14(H14), C15(H15), C17(H17), C18(H18), C20(H20),
 C22(H22), C23(H23), C25(H25), C26(H26)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ho1 Ho 0.45795(2) 0.09206(2) 0.46877(2) 0.01520(6) Uani 1 1 d . . . . .
Br1 Br 0.67599(3) 0.46602(2) 0.40219(3) 0.03571(11) Uani 1 1 d . . . . .
F1 F 0.7839(2) 0.25587(16) 0.47930(18) 0.0543(8) Uani 1 1 d . . . . .
F2 F 0.84718(17) 0.22435(13) 0.63085(19) 0.0390(6) Uani 1 1 d . . . . .
F3 F 0.7455(2) 0.31630(13) 0.6084(2) 0.0510(7) Uani 1 1 d . . . . .
F4 F 0.4996(2) 0.22584(16) 0.86080(18) 0.0505(8) Uani 1 1 d . . . . .
F5 F 0.3367(2) 0.2063(2) 0.7711(2) 0.0698(10) Uani 1 1 d . . . . .
F6 F 0.4316(3) 0.12311(17) 0.84682(19) 0.0618(9) Uani 1 1 d . . . . .
F7 F 0.6557(7) 0.1660(5) 0.1785(4) 0.067(2) Uani 0.673(13) 1 d . U P A 1
F8 F 0.5099(5) 0.1596(4) 0.0693(5) 0.0498(18) Uani 0.673(13) 1 d . U P A 1
F9 F 0.6235(9) 0.0750(4) 0.0866(8) 0.076(3) Uani 0.673(13) 1 d . U P A 1
F7' F 0.6839(8) 0.1192(11) 0.1677(9) 0.058(4) Uani 0.327(13) 1 d . U P A 2
F8' F 0.5398(16) 0.1785(8) 0.1101(14) 0.062(4) Uani 0.327(13) 1 d . U P A 2
F9' F 0.5706(15) 0.0827(9) 0.0523(10) 0.059(4) Uani 0.327(13) 1 d . U P A 2
F10 F 0.2866(2) -0.07783(14) 0.13498(19) 0.0466(7) Uani 1 1 d . . . . .
F11 F 0.2236(2) -0.08303(13) 0.28448(18) 0.0379(6) Uani 1 1 d . . . . .
F12 F 0.15220(18) -0.00695(14) 0.17583(17) 0.0430(6) Uani 1 1 d . . . . .
O1 O 0.4652(2) 0.11919(14) 0.64461(17) 0.0218(5) Uani 1 1 d . . . . .
O2 O 0.61588(19) 0.16849(13) 0.51142(17) 0.0195(5) Uani 1 1 d . . . . .
O3 O 0.50899(19) 0.12165(13) 0.30464(18) 0.0209(5) Uani 1 1 d . . . . .
O4 O 0.33185(19) 0.03368(13) 0.34289(17) 0.0223(5) Uani 1 1 d . . . . .
O5 O 0.39705(18) -0.01191(12) 0.54187(16) 0.0170(5) Uani 1 1 d . . . . .
N1 N 0.2598(2) 0.10139(16) 0.5196(2) 0.0183(6) Uani 1 1 d . . . . .
N2 N 0.3653(2) 0.21521(16) 0.4522(2) 0.0213(6) Uani 1 1 d . . . . .
C1 C 0.4433(3) 0.1809(2) 0.7956(3) 0.0331(10) Uani 1 1 d . . . . .
C2 C 0.5040(3) 0.1701(2) 0.6974(3) 0.0215(8) Uani 1 1 d . . . . .
C3 C 0.5919(3) 0.2159(2) 0.6761(3) 0.0218(8) Uani 1 1 d . . . . .
H3 H 0.615869 0.251963 0.723211 0.026 Uiso 1 1 calc R . . . .
C4 C 0.6451(3) 0.20829(19) 0.5841(3) 0.0200(7) Uani 1 1 d . . . . .
C5 C 0.7559(3) 0.2524(2) 0.5741(3) 0.0246(8) Uani 1 1 d . . . . .
C6 C 0.5747(3) 0.1211(2) 0.1383(3) 0.0265(8) Uani 1 1 d . . . . .
C7 C 0.4988(3) 0.09118(19) 0.2188(3) 0.0207(8) Uani 1 1 d . . . . .
C8 C 0.4245(3) 0.0370(2) 0.1881(3) 0.0249(8) Uani 1 1 d . . . . .
H8 H 0.429168 0.015710 0.122816 0.030 Uiso 1 1 calc R . . . .
C9 C 0.3429(3) 0.0137(2) 0.2530(3) 0.0224(8) Uani 1 1 d . . . . .
C10 C 0.2511(3) -0.0395(2) 0.2110(3) 0.0291(9) Uani 1 1 d . . . . .
C11 C 0.2149(3) 0.04435(19) 0.5611(2) 0.0184(7) Uani 1 1 d . . . . .
C12 C 0.2866(3) -0.01625(19) 0.5720(2) 0.0183(7) Uani 1 1 d . . . . .
C13 C 0.2403(3) -0.0743(2) 0.6135(3) 0.0216(8) Uani 1 1 d . . . . .
H13 H 0.286071 -0.115538 0.620646 0.026 Uiso 1 1 calc R . . . .
C14 C 0.1252(3) -0.0738(2) 0.6461(3) 0.0242(8) Uani 1 1 d . . . . .
H14 H 0.095690 -0.114763 0.675112 0.029 Uiso 1 1 calc R . . . .
C15 C 0.0557(3) -0.0165(2) 0.6370(3) 0.0250(8) Uani 1 1 d . . . . .
H15 H -0.021386 -0.017558 0.659061 0.030 Uiso 1 1 calc R . . . .
C16 C 0.0985(3) 0.0441(2) 0.5949(3) 0.0207(7) Uani 1 1 d . . . . .
C17 C 0.0351(3) 0.1064(2) 0.5829(3) 0.0260(8) Uani 1 1 d . . . . .
H17 H -0.042748 0.108371 0.603260 0.031 Uiso 1 1 calc R . . . .
C18 C 0.0825(3) 0.1642(2) 0.5429(3) 0.0242(8) Uani 1 1 d . . . . .
H18 H 0.039054 0.206289 0.535511 0.029 Uiso 1 1 calc R . . . .
C19 C 0.1979(3) 0.1598(2) 0.5127(3) 0.0208(7) Uani 1 1 d . . . . .
C20 C 0.2596(3) 0.22061(19) 0.4782(3) 0.0214(7) Uani 1 1 d . . . . .
H20 H 0.221416 0.264495 0.474899 0.026 Uiso 1 1 calc R . . . .
C21 C 0.4281(3) 0.27751(19) 0.4365(3) 0.0200(7) Uani 1 1 d . . . . .
C22 C 0.4299(3) 0.3320(2) 0.5059(3) 0.0248(8) Uani 1 1 d . . . . .
H22 H 0.381052 0.330463 0.561112 0.030 Uiso 1 1 calc R . . . .
C23 C 0.5021(3) 0.3886(2) 0.4954(3) 0.0290(9) Uani 1 1 d . . . . .
H23 H 0.504015 0.425602 0.543892 0.035 Uiso 1 1 calc R . . . .
C24 C 0.5714(3) 0.3912(2) 0.4144(3) 0.0255(8) Uani 1 1 d . . . . .
C25 C 0.5684(3) 0.3381(2) 0.3429(3) 0.0274(8) Uani 1 1 d . . . . .
H25 H 0.614660 0.341012 0.286015 0.033 Uiso 1 1 calc R . . . .
C26 C 0.4982(3) 0.2808(2) 0.3541(3) 0.0244(8) Uani 1 1 d . . . . .
H26 H 0.497442 0.243756 0.305928 0.029 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
Ho1 Ho1 3.7438(8) 3_656 ?
Ho1 O1 2.341(2) . ?
Ho1 O2 2.352(2) . ?
Ho1 O3 2.336(2) . ?
Ho1 O4 2.361(2) . ?
Ho1 O5 2.350(2) . ?
Ho1 O5 2.276(2) 3_656 ?
Ho1 N1 2.419(3) . ?
Ho1 N2 2.598(3) . ?
Br1 C24 1.888(4) . ?
F1 C5 1.305(4) . ?
F2 C5 1.333(4) . ?
F3 C5 1.318(5) . ?
F4 C1 1.334(4) . ?
F5 C1 1.321(5) . ?
F6 C1 1.310(5) . ?
F7 C6 1.336(6) . ?
F8 C6 1.333(7) . ?
F9 C6 1.273(8) . ?
F7' C6 1.269(10) . ?
F8' C6 1.220(14) . ?
F9' C6 1.339(13) . ?
F10 C10 1.328(4) . ?
F11 C10 1.330(5) . ?
F12 C10 1.333(4) . ?
O1 C2 1.254(4) . ?
O2 C4 1.239(4) . ?
O3 C7 1.258(4) . ?
O4 C9 1.249(4) . ?
O5 C12 1.355(4) . ?
N1 C11 1.347(4) . ?
N1 C19 1.327(4) . ?
N2 C20 1.286(4) . ?
N2 C21 1.422(5) . ?
C1 C2 1.524(5) . ?
C2 C3 1.383(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.399(5) . ?
C4 C5 1.538(5) . ?
C6 C7 1.532(5) . ?
C7 C8 1.379(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.388(5) . ?
C9 C10 1.529(5) . ?
C11 C12 1.425(5) . ?
C11 C16 1.437(4) . ?
C12 C13 1.370(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.416(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.358(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.396(5) . ?
C16 C17 1.403(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.363(5) . ?
C18 H18 0.9500 . ?
C18 C19 1.410(5) . ?
C19 C20 1.458(5) . ?
C20 H20 0.9500 . ?
C21 C22 1.383(5) . ?
C21 C26 1.398(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.381(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.376(5) . ?
C24 C25 1.381(5) . ?
C25 H25 0.9500 . ?
C25 C26 1.378(5) . ?
C26 H26 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
O1 Ho1 Ho1 90.82(7) . 3_656 ?
O1 Ho1 O2 70.93(8) . . ?
O1 Ho1 O4 138.42(8) . . ?
O1 Ho1 O5 77.25(8) . . ?
O1 Ho1 N1 70.41(9) . . ?
O1 Ho1 N2 81.60(9) . . ?
O2 Ho1 Ho1 111.54(6) . 3_656 ?
O2 Ho1 O4 149.88(8) . . ?
O2 Ho1 N1 127.07(9) . . ?
O2 Ho1 N2 75.17(8) . . ?
O3 Ho1 Ho1 110.43(6) . 3_656 ?
O3 Ho1 O1 148.22(9) . . ?
O3 Ho1 O2 79.19(8) . . ?
O3 Ho1 O4 70.70(8) . . ?
O3 Ho1 O5 133.34(8) . . ?
O3 Ho1 N1 123.41(9) . . ?
O3 Ho1 N2 80.54(9) . . ?
O4 Ho1 Ho1 79.99(6) . 3_656 ?
O4 Ho1 N1 72.64(9) . . ?
O4 Ho1 N2 99.27(9) . . ?
O5 Ho1 Ho1 36.64(6) 3_656 3_656 ?
O5 Ho1 Ho1 35.30(5) . 3_656 ?
O5 Ho1 O1 104.57(8) 3_656 . ?
O5 Ho1 O2 133.38(8) . . ?
O5 Ho1 O2 83.96(8) 3_656 . ?
O5 Ho1 O3 82.27(8) 3_656 . ?
O5 Ho1 O4 72.00(8) . . ?
O5 Ho1 O4 91.90(8) 3_656 . ?
O5 Ho1 O5 71.94(8) 3_656 . ?
O5 Ho1 N1 68.52(9) . . ?
O5 Ho1 N1 140.29(9) 3_656 . ?
O5 Ho1 N2 155.06(8) 3_656 . ?
O5 Ho1 N2 132.74(8) . . ?
N1 Ho1 Ho1 103.75(7) . 3_656 ?
N1 Ho1 N2 64.65(9) . . ?
N2 Ho1 Ho1 167.73(6) . 3_656 ?
C2 O1 Ho1 133.5(2) . . ?
C4 O2 Ho1 135.5(2) . . ?
C7 O3 Ho1 133.5(2) . . ?
C9 O4 Ho1 133.5(2) . . ?
Ho1 O5 Ho1 108.05(8) 3_656 . ?
C12 O5 Ho1 132.5(2) . 3_656 ?
C12 O5 Ho1 119.1(2) . . ?
C11 N1 Ho1 116.7(2) . . ?
C19 N1 Ho1 123.3(2) . . ?
C19 N1 C11 120.0(3) . . ?
C20 N2 Ho1 115.8(3) . . ?
C20 N2 C21 117.8(3) . . ?
C21 N2 Ho1 125.2(2) . . ?
F4 C1 C2 113.1(3) . . ?
F5 C1 F4 106.8(4) . . ?
F5 C1 C2 109.0(3) . . ?
F6 C1 F4 107.1(3) . . ?
F6 C1 F5 107.6(3) . . ?
F6 C1 C2 112.8(4) . . ?
O1 C2 C1 113.7(3) . . ?
O1 C2 C3 127.9(3) . . ?
C3 C2 C1 118.4(3) . . ?
C2 C3 H3 120.5 . . ?
C2 C3 C4 119.0(3) . . ?
C4 C3 H3 120.5 . . ?
O2 C4 C3 127.7(3) . . ?
O2 C4 C5 116.2(3) . . ?
C3 C4 C5 116.1(3) . . ?
F1 C5 F2 107.2(3) . . ?
F1 C5 F3 108.1(3) . . ?
F1 C5 C4 112.6(3) . . ?
F2 C5 C4 109.5(3) . . ?
F3 C5 F2 106.3(3) . . ?
F3 C5 C4 112.8(3) . . ?
F7 C6 C7 112.9(4) . . ?
F8 C6 F7 102.8(5) . . ?
F8 C6 C7 110.9(4) . . ?
F9 C6 F7 109.8(5) . . ?
F9 C6 F8 105.9(5) . . ?
F9 C6 C7 113.6(5) . . ?
F7' C6 F9' 101.1(8) . . ?
F7' C6 C7 112.6(6) . . ?
F8' C6 F7' 113.6(10) . . ?
F8' C6 F9' 105.4(9) . . ?
F8' C6 C7 111.0(7) . . ?
F9' C6 C7 112.7(7) . . ?
O3 C7 C6 114.9(3) . . ?
O3 C7 C8 127.8(3) . . ?
C8 C7 C6 117.2(3) . . ?
C7 C8 H8 120.1 . . ?
C7 C8 C9 119.9(3) . . ?
C9 C8 H8 120.1 . . ?
O4 C9 C8 127.0(3) . . ?
O4 C9 C10 114.6(3) . . ?
C8 C9 C10 118.4(3) . . ?
F10 C10 F11 107.1(4) . . ?
F10 C10 F12 108.2(3) . . ?
F10 C10 C9 113.1(3) . . ?
F11 C10 F12 107.2(3) . . ?
F11 C10 C9 111.4(3) . . ?
F12 C10 C9 109.6(3) . . ?
N1 C11 C12 118.2(3) . . ?
N1 C11 C16 121.5(3) . . ?
C12 C11 C16 120.3(3) . . ?
O5 C12 C11 117.4(3) . . ?
O5 C12 C13 124.5(3) . . ?
C13 C12 C11 118.0(3) . . ?
C12 C13 H13 119.5 . . ?
C12 C13 C14 121.0(3) . . ?
C14 C13 H13 119.5 . . ?
C13 C14 H14 119.0 . . ?
C15 C14 C13 121.9(4) . . ?
C15 C14 H14 119.0 . . ?
C14 C15 H15 120.3 . . ?
C14 C15 C16 119.4(3) . . ?
C16 C15 H15 120.3 . . ?
C15 C16 C11 119.3(3) . . ?
C15 C16 C17 124.3(3) . . ?
C17 C16 C11 116.3(3) . . ?
C16 C17 H17 119.2 . . ?
C18 C17 C16 121.6(3) . . ?
C18 C17 H17 119.2 . . ?
C17 C18 H18 120.9 . . ?
C17 C18 C19 118.1(4) . . ?
C19 C18 H18 120.9 . . ?
N1 C19 C18 122.4(3) . . ?
N1 C19 C20 115.6(3) . . ?
C18 C19 C20 121.8(3) . . ?
N2 C20 C19 120.5(3) . . ?
N2 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C22 C21 N2 121.6(3) . . ?
C22 C21 C26 119.4(3) . . ?
C26 C21 N2 118.7(3) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 C21 120.5(3) . . ?
C23 C22 H22 119.7 . . ?
C22 C23 H23 120.2 . . ?
C24 C23 C22 119.5(4) . . ?
C24 C23 H23 120.2 . . ?
C23 C24 Br1 120.2(3) . . ?
C23 C24 C25 120.7(4) . . ?
C25 C24 Br1 119.0(3) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 C24 120.0(3) . . ?
C26 C25 H25 120.0 . . ?
C21 C26 H26 120.1 . . ?
C25 C26 C21 119.8(4) . . ?
C25 C26 H26 120.1 . . ?

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
Ho1 O1 C2 C1 154.0(3) . . . . ?
Ho1 O1 C2 C3 -25.6(6) . . . . ?
Ho1 O2 C4 C3 6.4(6) . . . . ?
Ho1 O2 C4 C5 -176.2(2) . . . . ?
Ho1 O3 C7 C6 -163.8(2) . . . . ?
Ho1 O3 C7 C8 19.4(6) . . . . ?
Ho1 O4 C9 C8 -19.6(6) . . . . ?
Ho1 O4 C9 C10 163.7(2) . . . . ?
Ho1 O5 C12 C11 -175.1(2) 3_656 . . . ?
Ho1 O5 C12 C11 -2.5(4) . . . . ?
Ho1 O5 C12 C13 6.0(5) 3_656 . . . ?
Ho1 O5 C12 C13 178.6(3) . . . . ?
Ho1 N1 C11 C12 0.1(4) . . . . ?
Ho1 N1 C11 C16 179.5(2) . . . . ?
Ho1 N1 C19 C18 -179.9(2) . . . . ?
Ho1 N1 C19 C20 -3.8(4) . . . . ?
Ho1 N2 C20 C19 -1.0(4) . . . . ?
Ho1 N2 C21 C22 -120.8(3) . . . . ?
Ho1 N2 C21 C26 53.3(4) . . . . ?
Br1 C24 C25 C26 175.9(3) . . . . ?
F4 C1 C2 O1 167.5(4) . . . . ?
F4 C1 C2 C3 -12.9(5) . . . . ?
F5 C1 C2 O1 -73.7(4) . . . . ?
F5 C1 C2 C3 105.9(4) . . . . ?
F6 C1 C2 O1 45.7(4) . . . . ?
F6 C1 C2 C3 -134.6(4) . . . . ?
F7 C6 C7 O3 12.1(7) . . . . ?
F7 C6 C7 C8 -170.8(6) . . . . ?
F8 C6 C7 O3 -102.8(5) . . . . ?
F8 C6 C7 C8 74.4(6) . . . . ?
F9 C6 C7 O3 138.0(7) . . . . ?
F9 C6 C7 C8 -44.9(8) . . . . ?
F7' C6 C7 O3 59.8(12) . . . . ?
F7' C6 C7 C8 -123.1(12) . . . . ?
F8' C6 C7 O3 -68.8(12) . . . . ?
F8' C6 C7 C8 108.3(12) . . . . ?
F9' C6 C7 O3 173.3(10) . . . . ?
F9' C6 C7 C8 -9.6(11) . . . . ?
O1 C2 C3 C4 2.1(6) . . . . ?
O2 C4 C5 F1 17.9(5) . . . . ?
O2 C4 C5 F2 -101.2(4) . . . . ?
O2 C4 C5 F3 140.6(3) . . . . ?
O3 C7 C8 C9 5.0(6) . . . . ?
O4 C9 C10 F10 -157.1(3) . . . . ?
O4 C9 C10 F11 -36.4(5) . . . . ?
O4 C9 C10 F12 82.0(4) . . . . ?
O5 C12 C13 C14 178.0(3) . . . . ?
N1 C11 C12 O5 1.6(5) . . . . ?
N1 C11 C12 C13 -179.5(3) . . . . ?
N1 C11 C16 C15 179.7(3) . . . . ?
N1 C11 C16 C17 -0.6(5) . . . . ?
N1 C19 C20 N2 3.1(5) . . . . ?
N2 C21 C22 C23 172.5(3) . . . . ?
N2 C21 C26 C25 -174.0(3) . . . . ?
C1 C2 C3 C4 -177.5(3) . . . . ?
C2 C3 C4 O2 7.6(6) . . . . ?
C2 C3 C4 C5 -169.8(3) . . . . ?
C3 C4 C5 F1 -164.4(3) . . . . ?
C3 C4 C5 F2 76.4(4) . . . . ?
C3 C4 C5 F3 -41.8(4) . . . . ?
C6 C7 C8 C9 -171.7(3) . . . . ?
C7 C8 C9 O4 -4.8(6) . . . . ?
C7 C8 C9 C10 171.8(3) . . . . ?
C8 C9 C10 F10 25.8(5) . . . . ?
C8 C9 C10 F11 146.6(3) . . . . ?
C8 C9 C10 F12 -95.0(4) . . . . ?
C11 N1 C19 C18 -3.2(5) . . . . ?
C11 N1 C19 C20 172.9(3) . . . . ?
C11 C12 C13 C14 -0.9(5) . . . . ?
C11 C16 C17 C18 -0.9(5) . . . . ?
C12 C11 C16 C15 -0.9(5) . . . . ?
C12 C11 C16 C17 178.8(3) . . . . ?
C12 C13 C14 C15 0.5(6) . . . . ?
C13 C14 C15 C16 -0.3(6) . . . . ?
C14 C15 C16 C11 0.5(5) . . . . ?
C14 C15 C16 C17 -179.2(4) . . . . ?
C15 C16 C17 C18 178.8(4) . . . . ?
C16 C11 C12 O5 -177.8(3) . . . . ?
C16 C11 C12 C13 1.1(5) . . . . ?
C16 C17 C18 C19 0.4(6) . . . . ?
C17 C18 C19 N1 1.7(5) . . . . ?
C17 C18 C19 C20 -174.1(3) . . . . ?
C18 C19 C20 N2 179.2(3) . . . . ?
C19 N1 C11 C12 -176.8(3) . . . . ?
C19 N1 C11 C16 2.6(5) . . . . ?
C20 N2 C21 C22 46.4(4) . . . . ?
C20 N2 C21 C26 -139.6(3) . . . . ?
C21 N2 C20 C19 -169.4(3) . . . . ?
C21 C22 C23 C24 1.0(6) . . . . ?
C22 C21 C26 C25 0.2(5) . . . . ?
C22 C23 C24 Br1 -177.1(3) . . . . ?
C22 C23 C24 C25 0.7(6) . . . . ?
C23 C24 C25 C26 -2.0(6) . . . . ?
C24 C25 C26 C21 1.5(5) . . . . ?
C26 C21 C22 C23 -1.5(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_2
_database_code_depnum_ccdc_archive 'CCDC 1061281'
_audit_update_record             
;
2018-01-31 deposited with the CCDC.
2018-02-13 downloaded from the CCDC.
;
_audit_creation_date             2018-01-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C52 H24 Br2 F24 Gd2 N4 O10'
_chemical_formula_sum            'C52 H24 Br2 F24 Gd2 N4 O10'
_chemical_formula_weight         1795.07
_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'
Br Br -0.2901 2.4595 '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'
Gd Gd -0.1653 3.9035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.394(2)
_cell_length_b                   19.462(4)
_cell_length_c                   13.087(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.52(3)
_cell_angle_gamma                90
_cell_volume                     2888.6(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8265
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.9344
_cell_measurement_theta_min      1.7956
_shelx_estimated_absorpt_T_max   0.659
_shelx_estimated_absorpt_T_min   0.517
_exptl_absorpt_coefficient_mu    3.798
_exptl_absorpt_correction_T_max  0.6586
_exptl_absorpt_correction_T_min  0.5172
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   crystalclear
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    2.064
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1716
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0493
_diffrn_reflns_av_unetI/netI     0.0369
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            33252
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.953
_diffrn_reflns_theta_min         1.881
_diffrn_ambient_temperature      113.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5959
_reflns_number_total             6869
_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       crystalclear
_computing_data_collection       crystalclear
_computing_data_reduction        crystalclear
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.957
_refine_diff_density_min         -1.316
_refine_diff_density_rms         0.128
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     452
_refine_ls_number_reflns         6869
_refine_ls_number_restraints     78
_refine_ls_R_factor_all          0.0403
_refine_ls_R_factor_gt           0.0332
_refine_ls_restrained_S_all      1.116
_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)+(0.0366P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0681
_refine_ls_wR_factor_ref         0.0714
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
F7 \\sim F8 \\sim F9 \\sim F7' \\sim F8' \\sim F9': within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(Gd1) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F7) \\sim Ueq, Uanis(F8) \\sim Ueq, Uanis(F9) \\sim Ueq, Uanis(F7') \\sim
Ueq, Uanis(F8') \\sim Ueq, Uanis(F9') \\sim Ueq: with sigma of 0.01 and sigma
for terminal atoms of 0.02
3. Others
 Sof(F7')=Sof(F8')=Sof(F9')=1-FVAR(1)
 Sof(F7)=Sof(F8)=Sof(F9)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C13(H13), C14(H14), C15(H15), C17(H17), C18(H18), C20(H20),
 C22(H22), C23(H23), C25(H25), C26(H26)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Gd1 Gd 0.45931(2) 0.09312(2) 0.46867(2) 0.01545(5) Uani 1 1 d . U . . .
Br1 Br 0.67519(3) 0.46464(2) 0.40208(3) 0.03553(10) Uani 1 1 d . . . . .
F1 F 0.7868(2) 0.25841(14) 0.48268(16) 0.0530(7) Uani 1 1 d . . . . .
F2 F 0.84942(16) 0.22752(11) 0.63411(17) 0.0394(5) Uani 1 1 d . . . . .
F3 F 0.74609(19) 0.31848(11) 0.6105(2) 0.0505(7) Uani 1 1 d . . . . .
F4 F 0.4994(2) 0.22848(13) 0.86080(16) 0.0516(7) Uani 1 1 d . . . . .
F5 F 0.3371(2) 0.20908(18) 0.7707(2) 0.0726(9) Uani 1 1 d . . . . .
F6 F 0.4313(3) 0.12665(15) 0.84721(18) 0.0640(8) Uani 1 1 d . . . . .
F7 F 0.6624(7) 0.1605(5) 0.1768(4) 0.076(3) Uani 0.650(12) 1 d . U P A 1
F8 F 0.5143(5) 0.1600(4) 0.0701(5) 0.0479(16) Uani 0.650(12) 1 d . U P A 1
F9 F 0.6215(8) 0.0725(3) 0.0810(7) 0.074(3) Uani 0.650(12) 1 d . U P A 1
F7' F 0.6882(7) 0.1144(8) 0.1657(8) 0.055(3) Uani 0.350(12) 1 d . U P A 2
F8' F 0.5496(14) 0.1789(6) 0.1135(13) 0.068(4) Uani 0.350(12) 1 d . U P A 2
F9' F 0.5682(13) 0.0826(8) 0.0499(8) 0.065(4) Uani 0.350(12) 1 d . U P A 2
F10 F 0.2885(2) -0.07755(12) 0.13382(18) 0.0475(6) Uani 1 1 d . . . . .
F11 F 0.22635(19) -0.08323(11) 0.28309(17) 0.0386(5) Uani 1 1 d . . . . .
F12 F 0.15226(17) -0.00847(12) 0.17519(16) 0.0439(6) Uani 1 1 d . . . . .
O1 O 0.46711(18) 0.12122(12) 0.64672(16) 0.0225(5) Uani 1 1 d . . . . .
O2 O 0.61942(18) 0.17047(11) 0.51364(16) 0.0199(4) Uani 1 1 d . . . . .
O3 O 0.51098(18) 0.12140(11) 0.30160(16) 0.0221(5) Uani 1 1 d . . . . .
O4 O 0.33103(18) 0.03450(12) 0.34032(16) 0.0235(5) Uani 1 1 d . . . . .
O5 O 0.39424(17) -0.01098(10) 0.54170(15) 0.0181(4) Uani 1 1 d . . . . .
N1 N 0.2577(2) 0.10260(13) 0.52117(19) 0.0183(5) Uani 1 1 d . . . . .
N2 N 0.3628(2) 0.21624(13) 0.45417(19) 0.0207(5) Uani 1 1 d . . . . .
C1 C 0.4433(3) 0.1839(2) 0.7958(3) 0.0340(9) Uani 1 1 d . . . . .
C2 C 0.5053(3) 0.17216(17) 0.6988(2) 0.0214(6) Uani 1 1 d . . . . .
C3 C 0.5934(3) 0.21802(17) 0.6767(2) 0.0228(7) Uani 1 1 d . . . . .
H3 H 0.616566 0.254175 0.723142 0.027 Uiso 1 1 calc R . . . .
C4 C 0.6473(3) 0.21051(16) 0.5866(2) 0.0202(6) Uani 1 1 d . . . . .
C5 C 0.7582(3) 0.25493(17) 0.5776(3) 0.0235(7) Uani 1 1 d . . . . .
C6 C 0.5771(3) 0.11923(18) 0.1369(3) 0.0263(7) Uani 1 1 d . . . . .
C7 C 0.5008(3) 0.09056(16) 0.2167(2) 0.0206(6) Uani 1 1 d . . . . .
C8 C 0.4269(3) 0.03641(18) 0.1867(2) 0.0251(7) Uani 1 1 d . . . . .
H8 H 0.432268 0.014661 0.122366 0.030 Uiso 1 1 calc R . . . .
C9 C 0.3442(3) 0.01379(17) 0.2513(2) 0.0236(7) Uani 1 1 d . . . . .
C10 C 0.2526(3) -0.03945(19) 0.2096(3) 0.0301(8) Uani 1 1 d . . . . .
C11 C 0.2117(3) 0.04575(16) 0.5618(2) 0.0195(6) Uani 1 1 d . . . . .
C12 C 0.2834(3) -0.01486(16) 0.5713(2) 0.0185(6) Uani 1 1 d . . . . .
C13 C 0.2370(3) -0.07288(17) 0.6122(2) 0.0227(7) Uani 1 1 d . . . . .
H13 H 0.282602 -0.113768 0.618802 0.027 Uiso 1 1 calc R . . . .
C14 C 0.1218(3) -0.07221(17) 0.6444(3) 0.0245(7) Uani 1 1 d . . . . .
H14 H 0.091800 -0.113005 0.672059 0.029 Uiso 1 1 calc R . . . .
C15 C 0.0528(3) -0.01503(17) 0.6370(2) 0.0253(7) Uani 1 1 d . . . . .
H15 H -0.023932 -0.016042 0.659609 0.030 Uiso 1 1 calc R . . . .
C16 C 0.0961(3) 0.04562(17) 0.5956(2) 0.0210(6) Uani 1 1 d . . . . .
C17 C 0.0327(3) 0.10776(18) 0.5850(3) 0.0261(7) Uani 1 1 d . . . . .
H17 H -0.045131 0.109791 0.605203 0.031 Uiso 1 1 calc R . . . .
C18 C 0.0812(3) 0.16525(17) 0.5460(2) 0.0246(7) Uani 1 1 d . . . . .
H18 H 0.038686 0.207259 0.540161 0.030 Uiso 1 1 calc R . . . .
C19 C 0.1956(3) 0.16064(17) 0.5149(2) 0.0226(7) Uani 1 1 d . . . . .
C20 C 0.2574(3) 0.22160(16) 0.4807(2) 0.0215(6) Uani 1 1 d . . . . .
H20 H 0.219294 0.265069 0.478137 0.026 Uiso 1 1 calc R . . . .
C21 C 0.4266(3) 0.27810(16) 0.4376(2) 0.0208(6) Uani 1 1 d . . . . .
C22 C 0.4273(3) 0.33243(16) 0.5063(3) 0.0252(7) Uani 1 1 d . . . . .
H22 H 0.377869 0.331072 0.560703 0.030 Uiso 1 1 calc R . . . .
C23 C 0.5002(3) 0.38894(17) 0.4959(3) 0.0268(7) Uani 1 1 d . . . . .
H23 H 0.502141 0.425826 0.543550 0.032 Uiso 1 1 calc R . . . .
C24 C 0.5698(3) 0.39037(16) 0.4145(3) 0.0249(7) Uani 1 1 d . . . . .
C25 C 0.5676(3) 0.33736(17) 0.3442(2) 0.0263(7) Uani 1 1 d . . . . .
H25 H 0.614203 0.339811 0.287831 0.032 Uiso 1 1 calc R . . . .
C26 C 0.4968(3) 0.28045(17) 0.3565(2) 0.0246(7) Uani 1 1 d . . . . .
H26 H 0.496296 0.243192 0.309523 0.030 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
Gd1 Gd1 3.8109(8) 3_656 ?
Gd1 O1 2.387(2) . ?
Gd1 O2 2.395(2) . ?
Gd1 O3 2.383(2) . ?
Gd1 O4 2.406(2) . ?
Gd1 O5 2.388(2) . ?
Gd1 O5 2.324(2) 3_656 ?
Gd1 N1 2.467(3) . ?
Gd1 N2 2.635(3) . ?
Br1 C24 1.896(3) . ?
F1 C5 1.315(4) . ?
F2 C5 1.329(4) . ?
F3 C5 1.321(4) . ?
F4 C1 1.335(4) . ?
F5 C1 1.317(4) . ?
F6 C1 1.315(5) . ?
F7 C6 1.328(6) . ?
F8 C6 1.336(6) . ?
F9 C6 1.299(7) . ?
F7' C6 1.288(9) . ?
F8' C6 1.234(11) . ?
F9' C6 1.339(11) . ?
F10 C10 1.334(4) . ?
F11 C10 1.340(4) . ?
F12 C10 1.332(4) . ?
O1 C2 1.257(4) . ?
O2 C4 1.249(4) . ?
O3 C7 1.258(4) . ?
O4 C9 1.255(4) . ?
O5 C12 1.359(3) . ?
N1 C11 1.355(4) . ?
N1 C19 1.331(4) . ?
N2 C20 1.286(4) . ?
N2 C21 1.433(4) . ?
C1 C2 1.529(4) . ?
C2 C3 1.394(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.389(4) . ?
C4 C5 1.545(4) . ?
C6 C7 1.528(4) . ?
C7 C8 1.383(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.396(4) . ?
C9 C10 1.533(5) . ?
C11 C12 1.434(4) . ?
C11 C16 1.429(4) . ?
C12 C13 1.376(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.416(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.361(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.408(4) . ?
C16 C17 1.409(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.368(5) . ?
C18 H18 0.9500 . ?
C18 C19 1.405(4) . ?
C19 C20 1.471(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.388(4) . ?
C21 C26 1.390(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.392(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.388(5) . ?
C24 C25 1.381(5) . ?
C25 H25 0.9500 . ?
C25 C26 1.389(4) . ?
C26 H26 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
O1 Gd1 Gd1 91.28(6) . 3_656 ?
O1 Gd1 O2 70.13(7) . . ?
O1 Gd1 O4 138.88(7) . . ?
O1 Gd1 O5 77.73(7) . . ?
O1 Gd1 N1 70.07(8) . . ?
O1 Gd1 N2 80.68(8) . . ?
O2 Gd1 Gd1 112.41(5) . 3_656 ?
O2 Gd1 O4 150.13(7) . . ?
O2 Gd1 N1 126.32(8) . . ?
O2 Gd1 N2 75.45(7) . . ?
O3 Gd1 Gd1 109.92(5) . 3_656 ?
O3 Gd1 O1 148.60(8) . . ?
O3 Gd1 O2 80.25(7) . . ?
O3 Gd1 O4 69.88(7) . . ?
O3 Gd1 O5 132.59(7) . . ?
O3 Gd1 N1 123.86(8) . . ?
O3 Gd1 N2 82.07(8) . . ?
O4 Gd1 Gd1 79.52(6) . 3_656 ?
O4 Gd1 N1 73.17(8) . . ?
O4 Gd1 N2 99.19(8) . . ?
O5 Gd1 Gd1 36.60(5) 3_656 3_656 ?
O5 Gd1 Gd1 35.47(5) . 3_656 ?
O5 Gd1 O1 104.78(8) 3_656 . ?
O5 Gd1 O2 133.90(7) . . ?
O5 Gd1 O2 84.98(7) 3_656 . ?
O5 Gd1 O3 82.14(7) 3_656 . ?
O5 Gd1 O4 71.69(7) . . ?
O5 Gd1 O4 91.40(7) 3_656 . ?
O5 Gd1 O5 72.07(8) 3_656 . ?
O5 Gd1 N1 67.59(7) . . ?
O5 Gd1 N1 139.52(8) 3_656 . ?
O5 Gd1 N2 156.63(7) 3_656 . ?
O5 Gd1 N2 131.05(7) . . ?
N1 Gd1 Gd1 103.00(6) . 3_656 ?
N1 Gd1 N2 63.83(8) . . ?
N2 Gd1 Gd1 166.26(6) . 3_656 ?
C2 O1 Gd1 133.5(2) . . ?
C4 O2 Gd1 135.35(19) . . ?
C7 O3 Gd1 133.6(2) . . ?
C9 O4 Gd1 133.0(2) . . ?
Gd1 O5 Gd1 107.93(8) 3_656 . ?
C12 O5 Gd1 119.63(17) . . ?
C12 O5 Gd1 132.13(18) . 3_656 ?
C11 N1 Gd1 117.02(19) . . ?
C19 N1 Gd1 123.4(2) . . ?
C19 N1 C11 119.6(3) . . ?
C20 N2 Gd1 116.6(2) . . ?
C20 N2 C21 118.2(3) . . ?
C21 N2 Gd1 124.11(18) . . ?
F4 C1 C2 113.2(3) . . ?
F5 C1 F4 106.8(3) . . ?
F5 C1 C2 109.6(3) . . ?
F6 C1 F4 107.0(3) . . ?
F6 C1 F5 107.8(3) . . ?
F6 C1 C2 112.2(3) . . ?
O1 C2 C1 113.8(3) . . ?
O1 C2 C3 127.7(3) . . ?
C3 C2 C1 118.4(3) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.6(3) . . ?
C4 C3 H3 120.2 . . ?
O2 C4 C3 127.9(3) . . ?
O2 C4 C5 116.1(3) . . ?
C3 C4 C5 115.9(3) . . ?
F1 C5 F2 107.1(3) . . ?
F1 C5 F3 107.6(3) . . ?
F1 C5 C4 112.3(3) . . ?
F2 C5 C4 109.6(3) . . ?
F3 C5 F2 107.1(3) . . ?
F3 C5 C4 112.8(3) . . ?
F7 C6 F8 102.9(5) . . ?
F7 C6 C7 113.2(3) . . ?
F8 C6 C7 111.1(3) . . ?
F9 C6 F7 109.6(5) . . ?
F9 C6 F8 105.1(5) . . ?
F9 C6 C7 114.1(4) . . ?
F7' C6 F9' 101.6(7) . . ?
F7' C6 C7 112.4(5) . . ?
F8' C6 F7' 111.2(8) . . ?
F8' C6 F9' 107.1(8) . . ?
F8' C6 C7 111.4(5) . . ?
F9' C6 C7 112.7(6) . . ?
O3 C7 C6 114.8(3) . . ?
O3 C7 C8 128.0(3) . . ?
C8 C7 C6 117.1(3) . . ?
C7 C8 H8 120.1 . . ?
C7 C8 C9 119.8(3) . . ?
C9 C8 H8 120.1 . . ?
O4 C9 C8 127.5(3) . . ?
O4 C9 C10 114.2(3) . . ?
C8 C9 C10 118.3(3) . . ?
F10 C10 F11 106.6(3) . . ?
F10 C10 C9 113.2(3) . . ?
F11 C10 C9 111.4(3) . . ?
F12 C10 F10 108.4(3) . . ?
F12 C10 F11 106.7(3) . . ?
F12 C10 C9 110.3(3) . . ?
N1 C11 C12 117.9(3) . . ?
N1 C11 C16 121.7(3) . . ?
C16 C11 C12 120.4(3) . . ?
O5 C12 C11 117.8(3) . . ?
O5 C12 C13 124.0(3) . . ?
C13 C12 C11 118.2(3) . . ?
C12 C13 H13 119.7 . . ?
C12 C13 C14 120.6(3) . . ?
C14 C13 H13 119.7 . . ?
C13 C14 H14 118.9 . . ?
C15 C14 C13 122.1(3) . . ?
C15 C14 H14 118.9 . . ?
C14 C15 H15 120.3 . . ?
C14 C15 C16 119.5(3) . . ?
C16 C15 H15 120.3 . . ?
C15 C16 C11 119.2(3) . . ?
C15 C16 C17 124.3(3) . . ?
C17 C16 C11 116.5(3) . . ?
C16 C17 H17 119.4 . . ?
C18 C17 C16 121.1(3) . . ?
C18 C17 H17 119.4 . . ?
C17 C18 H18 120.8 . . ?
C17 C18 C19 118.4(3) . . ?
C19 C18 H18 120.8 . . ?
N1 C19 C18 122.6(3) . . ?
N1 C19 C20 115.8(3) . . ?
C18 C19 C20 121.4(3) . . ?
N2 C20 C19 120.2(3) . . ?
N2 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C22 C21 N2 120.9(3) . . ?
C22 C21 C26 120.1(3) . . ?
C26 C21 N2 118.7(3) . . ?
C21 C22 H22 119.8 . . ?
C21 C22 C23 120.3(3) . . ?
C23 C22 H22 119.8 . . ?
C22 C23 H23 120.6 . . ?
C24 C23 C22 118.8(3) . . ?
C24 C23 H23 120.6 . . ?
C23 C24 Br1 119.6(3) . . ?
C25 C24 Br1 118.9(3) . . ?
C25 C24 C23 121.4(3) . . ?
C24 C25 H25 120.3 . . ?
C24 C25 C26 119.4(3) . . ?
C26 C25 H25 120.3 . . ?
C21 C26 H26 120.1 . . ?
C25 C26 C21 119.9(3) . . ?
C25 C26 H26 120.1 . . ?

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
Gd1 O1 C2 C1 152.8(2) . . . . ?
Gd1 O1 C2 C3 -25.9(5) . . . . ?
Gd1 O2 C4 C3 7.1(5) . . . . ?
Gd1 O2 C4 C5 -175.71(19) . . . . ?
Gd1 O3 C7 C6 -163.40(19) . . . . ?
Gd1 O3 C7 C8 19.2(5) . . . . ?
Gd1 O4 C9 C8 -21.2(5) . . . . ?
Gd1 O4 C9 C10 162.6(2) . . . . ?
Gd1 O5 C12 C11 -175.72(19) 3_656 . . . ?
Gd1 O5 C12 C11 -3.0(3) . . . . ?
Gd1 O5 C12 C13 5.9(4) 3_656 . . . ?
Gd1 O5 C12 C13 178.6(2) . . . . ?
Gd1 N1 C11 C12 0.3(3) . . . . ?
Gd1 N1 C11 C16 179.4(2) . . . . ?
Gd1 N1 C19 C18 -179.4(2) . . . . ?
Gd1 N1 C19 C20 -4.0(4) . . . . ?
Gd1 N2 C20 C19 -1.3(4) . . . . ?
Gd1 N2 C21 C22 -122.5(3) . . . . ?
Gd1 N2 C21 C26 51.6(4) . . . . ?
Br1 C24 C25 C26 175.6(2) . . . . ?
F4 C1 C2 O1 167.0(3) . . . . ?
F4 C1 C2 C3 -14.2(5) . . . . ?
F5 C1 C2 O1 -73.9(4) . . . . ?
F5 C1 C2 C3 104.9(4) . . . . ?
F6 C1 C2 O1 45.7(4) . . . . ?
F6 C1 C2 C3 -135.5(3) . . . . ?
F7 C6 C7 O3 15.6(7) . . . . ?
F7 C6 C7 C8 -166.6(6) . . . . ?
F8 C6 C7 O3 -99.6(5) . . . . ?
F8 C6 C7 C8 78.1(5) . . . . ?
F9 C6 C7 O3 141.8(6) . . . . ?
F9 C6 C7 C8 -40.4(7) . . . . ?
F7' C6 C7 O3 62.5(9) . . . . ?
F7' C6 C7 C8 -119.7(9) . . . . ?
F8' C6 C7 O3 -63.0(11) . . . . ?
F8' C6 C7 C8 114.8(11) . . . . ?
F9' C6 C7 O3 176.6(9) . . . . ?
F9' C6 C7 C8 -5.6(9) . . . . ?
O1 C2 C3 C4 1.7(5) . . . . ?
O2 C4 C5 F1 18.4(4) . . . . ?
O2 C4 C5 F2 -100.6(3) . . . . ?
O2 C4 C5 F3 140.2(3) . . . . ?
O3 C7 C8 C9 5.6(5) . . . . ?
O4 C9 C10 F10 -158.4(3) . . . . ?
O4 C9 C10 F11 -38.3(4) . . . . ?
O4 C9 C10 F12 80.0(3) . . . . ?
O5 C12 C13 C14 177.9(3) . . . . ?
N1 C11 C12 O5 1.7(4) . . . . ?
N1 C11 C12 C13 -179.8(3) . . . . ?
N1 C11 C16 C15 179.9(3) . . . . ?
N1 C11 C16 C17 -0.3(4) . . . . ?
N1 C19 C20 N2 3.4(4) . . . . ?
N2 C21 C22 C23 172.6(3) . . . . ?
N2 C21 C26 C25 -174.2(3) . . . . ?
C1 C2 C3 C4 -176.9(3) . . . . ?
C2 C3 C4 O2 7.7(5) . . . . ?
C2 C3 C4 C5 -169.5(3) . . . . ?
C3 C4 C5 F1 -164.1(3) . . . . ?
C3 C4 C5 F2 76.9(4) . . . . ?
C3 C4 C5 F3 -42.3(4) . . . . ?
C6 C7 C8 C9 -171.7(3) . . . . ?
C7 C8 C9 O4 -4.4(5) . . . . ?
C7 C8 C9 C10 171.7(3) . . . . ?
C8 C9 C10 F10 24.9(5) . . . . ?
C8 C9 C10 F11 145.1(3) . . . . ?
C8 C9 C10 F12 -96.6(4) . . . . ?
C11 N1 C19 C18 -2.0(5) . . . . ?
C11 N1 C19 C20 173.4(3) . . . . ?
C11 C12 C13 C14 -0.5(5) . . . . ?
C11 C16 C17 C18 -1.2(5) . . . . ?
C12 C11 C16 C15 -0.9(4) . . . . ?
C12 C11 C16 C17 178.9(3) . . . . ?
C12 C13 C14 C15 -0.2(5) . . . . ?
C13 C14 C15 C16 0.4(5) . . . . ?
C14 C15 C16 C11 0.2(5) . . . . ?
C14 C15 C16 C17 -179.6(3) . . . . ?
C15 C16 C17 C18 178.6(3) . . . . ?
C16 C11 C12 O5 -177.4(3) . . . . ?
C16 C11 C12 C13 1.1(4) . . . . ?
C16 C17 C18 C19 1.2(5) . . . . ?
C17 C18 C19 N1 0.5(5) . . . . ?
C17 C18 C19 C20 -174.6(3) . . . . ?
C18 C19 C20 N2 178.8(3) . . . . ?
C19 N1 C11 C12 -177.3(3) . . . . ?
C19 N1 C11 C16 1.8(4) . . . . ?
C20 N2 C21 C22 45.3(4) . . . . ?
C20 N2 C21 C26 -140.6(3) . . . . ?
C21 N2 C20 C19 -170.0(3) . . . . ?
C21 C22 C23 C24 1.3(5) . . . . ?
C22 C21 C26 C25 -0.1(5) . . . . ?
C22 C23 C24 Br1 -177.1(3) . . . . ?
C22 C23 C24 C25 0.3(5) . . . . ?
C23 C24 C25 C26 -1.8(5) . . . . ?
C24 C25 C26 C21 1.7(5) . . . . ?
C26 C21 C22 C23 -1.4(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_3
_database_code_depnum_ccdc_archive 'CCDC 1061282'
_audit_update_record             
;
2018-01-31 deposited with the CCDC.
2018-02-13 downloaded from the CCDC.
;
_audit_creation_date             2018-01-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C52 H24 Br2 F24 N4 O10 Tb2'
_chemical_formula_sum            'C52 H24 Br2 F24 N4 O10 Tb2'
_chemical_formula_weight         1798.41
_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'
Br Br -0.2901 2.4595 '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'
Tb Tb -0.1723 4.1537 '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                   11.402(2)
_cell_length_b                   19.406(4)
_cell_length_c                   13.059(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.57(3)
_cell_angle_gamma                90
_cell_volume                     2876.0(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7797
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.9704
_cell_measurement_theta_min      1.8836
_shelx_estimated_absorpt_T_max   0.692
_shelx_estimated_absorpt_T_min   0.300
_exptl_absorpt_coefficient_mu    3.968
_exptl_absorpt_correction_T_max  0.6924
_exptl_absorpt_correction_T_min  0.2998
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   crystalclear
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    2.077
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1720
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0656
_diffrn_reflns_av_unetI/netI     0.0632
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            29237
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.990
_diffrn_reflns_theta_min         1.886
_diffrn_ambient_temperature      113.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5221
_reflns_number_total             6860
_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       crystalclear
_computing_data_collection       crystalclear
_computing_data_reduction        crystalclear
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.718
_refine_diff_density_min         -1.479
_refine_diff_density_rms         0.153
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.950
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     452
_refine_ls_number_reflns         6860
_refine_ls_number_restraints     78
_refine_ls_R_factor_all          0.0485
_refine_ls_R_factor_gt           0.0339
_refine_ls_restrained_S_all      0.969
_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)+(0.0301P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0646
_refine_ls_wR_factor_ref         0.0693
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C22-F7 = C22-F8 = C22-F9 = C22-F7' = C22-F8' = C22-F9'
 1.35 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
F7 \\sim F8 \\sim F9 \\sim F7' \\sim F8' \\sim F9': within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(F7) \\sim Ueq, Uanis(F8) \\sim Ueq, Uanis(F9) \\sim Ueq, Uanis(F7') \\sim
Ueq, Uanis(F8') \\sim Ueq, Uanis(F9') \\sim Ueq: with sigma of 0.01 and sigma
for terminal atoms of 0.02
4. Others
 Sof(F7')=Sof(F8')=Sof(F9')=1-FVAR(1)
 Sof(F7)=Sof(F8)=Sof(F9)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C7(H7), C8(H8), C10(H10), C12(H12), C13(H13),
 C15(H15), C16(H16), C19(H19), C24(H24)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Tb1 Tb 0.95922(2) 0.09258(2) 0.46921(2) 0.01449(5) Uani 1 1 d . . . . .
Br1 Br 1.17590(3) 0.46502(2) 0.40222(4) 0.03354(11) Uani 1 1 d . . . . .
F1 F 0.8374(2) 0.20885(18) 0.7702(2) 0.0693(10) Uani 1 1 d . . . . .
F2 F 0.9312(3) 0.12628(16) 0.8472(2) 0.0613(8) Uani 1 1 d . . . . .
F3 F 0.9996(2) 0.22798(15) 0.86063(18) 0.0482(7) Uani 1 1 d . . . . .
F4 F 1.34970(17) 0.22645(12) 0.63448(19) 0.0372(6) Uani 1 1 d . . . . .
F5 F 1.24643(19) 0.31774(12) 0.6088(2) 0.0488(7) Uani 1 1 d . . . . .
F6 F 1.2878(2) 0.25668(15) 0.48154(18) 0.0509(8) Uani 1 1 d . . . . .
F7 F 1.1612(6) 0.1610(5) 0.1774(3) 0.075(2) Uani 0.714(10) 1 d D U P A 1
F8 F 1.1207(7) 0.0734(2) 0.0806(6) 0.072(2) Uani 0.714(10) 1 d D U P A 1
F9 F 1.0125(4) 0.1605(3) 0.0721(4) 0.0438(14) Uani 0.714(10) 1 d D U P A 1
F7' F 1.1879(6) 0.1106(10) 0.1636(10) 0.050(3) Uani 0.286(10) 1 d D U P A 2
F8' F 1.0620(13) 0.0849(8) 0.0491(8) 0.052(4) Uani 0.286(10) 1 d D U P A 2
F9' F 1.0543(17) 0.1844(5) 0.1180(14) 0.069(4) Uani 0.286(10) 1 d D U P A 2
F10 F 0.7880(2) -0.07788(13) 0.13423(19) 0.0454(7) Uani 1 1 d . . . . .
F11 F 0.65269(18) -0.00820(13) 0.17513(18) 0.0418(6) Uani 1 1 d . . . . .
F12 F 0.7257(2) -0.08346(11) 0.28374(18) 0.0363(6) Uani 1 1 d . . . . .
O1 O 0.89552(18) -0.01139(12) 0.54266(18) 0.0169(5) Uani 1 1 d . . . . .
O2 O 0.9667(2) 0.12063(13) 0.64589(18) 0.0214(5) Uani 1 1 d . . . . .
O3 O 1.11900(19) 0.16938(12) 0.51260(17) 0.0182(5) Uani 1 1 d . . . . .
O4 O 1.01042(19) 0.12121(12) 0.30340(18) 0.0196(5) Uani 1 1 d . . . . .
O5 O 0.83226(19) 0.03354(13) 0.34179(18) 0.0213(5) Uani 1 1 d . . . . .
N1 N 0.7587(2) 0.10217(14) 0.5208(2) 0.0167(6) Uani 1 1 d . . . . .
N2 N 0.8641(2) 0.21604(15) 0.4546(2) 0.0190(6) Uani 1 1 d . . . . .
C1 C 0.7131(3) 0.04546(18) 0.5617(3) 0.0173(7) Uani 1 1 d . . . . .
C2 C 0.7843(3) -0.01510(18) 0.5727(3) 0.0163(7) Uani 1 1 d . . . . .
C3 C 0.7378(3) -0.07339(19) 0.6130(3) 0.0197(8) Uani 1 1 d . . . . .
H3 H 0.783379 -0.114440 0.619032 0.024 Uiso 1 1 calc R . . . .
C4 C 0.6226(3) -0.07297(19) 0.6456(3) 0.0231(8) Uani 1 1 d . . . . .
H4 H 0.592720 -0.113724 0.673900 0.028 Uiso 1 1 calc R . . . .
C5 C 0.5541(3) -0.01539(19) 0.6372(3) 0.0230(8) Uani 1 1 d . . . . .
H5 H 0.477203 -0.016252 0.659498 0.028 Uiso 1 1 calc R . . . .
C6 C 0.5972(3) 0.04547(18) 0.5955(3) 0.0181(7) Uani 1 1 d . . . . .
C7 C 0.5335(3) 0.10773(19) 0.5844(3) 0.0243(8) Uani 1 1 d . . . . .
H7 H 0.455714 0.109760 0.604382 0.029 Uiso 1 1 calc R . . . .
C8 C 0.5819(3) 0.16488(19) 0.5454(3) 0.0241(8) Uani 1 1 d . . . . .
H8 H 0.538987 0.206874 0.538724 0.029 Uiso 1 1 calc R . . . .
C9 C 0.6969(3) 0.16052(19) 0.5150(3) 0.0201(8) Uani 1 1 d . . . . .
C10 C 0.7583(3) 0.22104(18) 0.4806(3) 0.0204(8) Uani 1 1 d . . . . .
H10 H 0.719862 0.264520 0.477271 0.025 Uiso 1 1 calc R . . . .
C11 C 0.9276(3) 0.27782(17) 0.4377(3) 0.0184(7) Uani 1 1 d . . . . .
C12 C 0.9286(3) 0.33244(18) 0.5063(3) 0.0227(8) Uani 1 1 d . . . . .
H12 H 0.879659 0.331025 0.561131 0.027 Uiso 1 1 calc R . . . .
C13 C 1.0007(3) 0.3892(2) 0.4955(3) 0.0266(9) Uani 1 1 d . . . . .
H13 H 1.001881 0.426477 0.542692 0.032 Uiso 1 1 calc R . . . .
C14 C 1.0708(3) 0.39026(18) 0.4148(3) 0.0239(8) Uani 1 1 d . . . . .
C15 C 1.0687(3) 0.33761(18) 0.3443(3) 0.0240(8) Uani 1 1 d . . . . .
H15 H 1.115021 0.340339 0.287757 0.029 Uiso 1 1 calc R . . . .
C16 C 0.9984(3) 0.2805(2) 0.3563(3) 0.0230(8) Uani 1 1 d . . . . .
H16 H 0.998385 0.243235 0.309165 0.028 Uiso 1 1 calc R . . . .
C17 C 0.9435(3) 0.1836(2) 0.7957(3) 0.0317(10) Uani 1 1 d . . . . .
C18 C 1.0053(3) 0.17201(19) 0.6986(3) 0.0206(8) Uani 1 1 d . . . . .
C19 C 1.0930(3) 0.21750(19) 0.6763(3) 0.0216(8) Uani 1 1 d . . . . .
H19 H 1.115964 0.254020 0.722361 0.026 Uiso 1 1 calc R . . . .
C20 C 1.1474(3) 0.20949(18) 0.5859(3) 0.0184(7) Uani 1 1 d . . . . .
C21 C 1.2578(3) 0.25371(19) 0.5756(3) 0.0229(8) Uani 1 1 d . . . . .
C22 C 1.0751(3) 0.11975(19) 0.1381(3) 0.0246(8) Uani 1 1 d D . . . .
C23 C 1.0000(3) 0.09067(18) 0.2177(3) 0.0181(7) Uani 1 1 d . . . . .
C24 C 0.9267(3) 0.03625(19) 0.1877(3) 0.0239(8) Uani 1 1 d . . . . .
H24 H 0.932250 0.014515 0.123126 0.029 Uiso 1 1 calc R . . . .
C25 C 0.8445(3) 0.01323(19) 0.2524(3) 0.0209(8) Uani 1 1 d . . . . .
C26 C 0.7523(3) -0.0399(2) 0.2106(3) 0.0275(9) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Tb1 Tb1 3.7786(8) 3_756 ?
Tb1 O1 2.378(2) . ?
Tb1 O1 2.302(2) 3_756 ?
Tb1 O2 2.364(2) . ?
Tb1 O3 2.379(2) . ?
Tb1 O4 2.363(2) . ?
Tb1 O5 2.389(2) . ?
Tb1 N1 2.452(3) . ?
Tb1 N2 2.629(3) . ?
Br1 C14 1.899(4) . ?
F1 C17 1.318(5) . ?
F2 C17 1.314(5) . ?
F3 C17 1.328(4) . ?
F4 C21 1.346(4) . ?
F5 C21 1.327(4) . ?
F6 C21 1.308(4) . ?
F7 C22 1.330(5) . ?
F8 C22 1.311(5) . ?
F9 C22 1.326(5) . ?
F7' C22 1.308(7) . ?
F8' C22 1.341(8) . ?
F9' C22 1.300(8) . ?
F10 C26 1.335(4) . ?
F11 C26 1.334(4) . ?
F12 C26 1.333(4) . ?
O1 C2 1.365(4) . ?
O2 C18 1.266(4) . ?
O3 C20 1.252(4) . ?
O4 C23 1.262(4) . ?
O5 C25 1.253(4) . ?
N1 C1 1.349(4) . ?
N1 C9 1.332(4) . ?
N2 C10 1.288(4) . ?
N2 C11 1.429(4) . ?
C1 C2 1.428(5) . ?
C1 C6 1.433(4) . ?
C2 C3 1.375(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.420(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.362(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.409(5) . ?
C6 C7 1.410(5) . ?
C7 H7 0.9500 . ?
C7 C8 1.359(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.409(5) . ?
C9 C10 1.461(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.388(5) . ?
C11 C16 1.397(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.389(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.384(5) . ?
C14 C15 1.374(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.385(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.526(5) . ?
C18 C19 1.386(5) . ?
C19 H19 0.9500 . ?
C19 C20 1.394(5) . ?
C20 C21 1.540(5) . ?
C22 C23 1.519(5) . ?
C23 C24 1.380(5) . ?
C24 H24 0.9500 . ?
C24 C25 1.395(5) . ?
C25 C26 1.534(5) . ?

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 Tb1 Tb1 35.48(5) . 3_756 ?
O1 Tb1 Tb1 36.84(6) 3_756 3_756 ?
O1 Tb1 O1 72.32(9) 3_756 . ?
O1 Tb1 O2 105.39(8) 3_756 . ?
O1 Tb1 O3 133.81(8) . . ?
O1 Tb1 O3 84.58(8) 3_756 . ?
O1 Tb1 O4 81.71(8) 3_756 . ?
O1 Tb1 O5 71.70(8) . . ?
O1 Tb1 O5 90.92(8) 3_756 . ?
O1 Tb1 N1 140.03(8) 3_756 . ?
O1 Tb1 N1 67.92(8) . . ?
O1 Tb1 N2 131.50(8) . . ?
O1 Tb1 N2 155.95(8) 3_756 . ?
O2 Tb1 Tb1 91.52(6) . 3_756 ?
O2 Tb1 O1 77.59(8) . . ?
O2 Tb1 O3 70.67(8) . . ?
O2 Tb1 O5 138.77(8) . . ?
O2 Tb1 N1 70.16(9) . . ?
O2 Tb1 N2 80.60(9) . . ?
O3 Tb1 Tb1 112.22(6) . 3_756 ?
O3 Tb1 O5 149.80(8) . . ?
O3 Tb1 N1 126.85(8) . . ?
O3 Tb1 N2 75.37(8) . . ?
O4 Tb1 Tb1 109.94(6) . 3_756 ?
O4 Tb1 O1 132.96(8) . . ?
O4 Tb1 O2 148.37(8) . . ?
O4 Tb1 O3 79.59(8) . . ?
O4 Tb1 O5 70.21(8) . . ?
O4 Tb1 N1 123.62(9) . . ?
O4 Tb1 N2 81.72(9) . . ?
O5 Tb1 Tb1 79.18(6) . 3_756 ?
O5 Tb1 N1 73.13(8) . . ?
O5 Tb1 N2 99.71(8) . . ?
N1 Tb1 Tb1 103.32(7) . 3_756 ?
N1 Tb1 N2 64.02(9) . . ?
N2 Tb1 Tb1 166.73(6) . 3_756 ?
Tb1 O1 Tb1 107.68(9) 3_756 . ?
C2 O1 Tb1 119.31(19) . . ?
C2 O1 Tb1 132.7(2) . 3_756 ?
C18 O2 Tb1 133.6(2) . . ?
C20 O3 Tb1 135.0(2) . . ?
C23 O4 Tb1 133.8(2) . . ?
C25 O5 Tb1 133.2(2) . . ?
C1 N1 Tb1 116.9(2) . . ?
C9 N1 Tb1 123.4(2) . . ?
C9 N1 C1 119.6(3) . . ?
C10 N2 Tb1 116.1(2) . . ?
C10 N2 C11 118.6(3) . . ?
C11 N2 Tb1 124.3(2) . . ?
N1 C1 C2 118.3(3) . . ?
N1 C1 C6 121.6(3) . . ?
C2 C1 C6 120.1(3) . . ?
O1 C2 C1 117.5(3) . . ?
O1 C2 C3 123.8(3) . . ?
C3 C2 C1 118.6(3) . . ?
C2 C3 H3 119.6 . . ?
C2 C3 C4 120.8(3) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 119.3 . . ?
C5 C4 C3 121.4(3) . . ?
C5 C4 H4 119.3 . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 120.0(3) . . ?
C6 C5 H5 120.0 . . ?
C5 C6 C1 119.1(3) . . ?
C5 C6 C7 124.2(3) . . ?
C7 C6 C1 116.7(3) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 C6 121.0(3) . . ?
C8 C7 H7 119.5 . . ?
C7 C8 H8 120.7 . . ?
C7 C8 C9 118.6(3) . . ?
C9 C8 H8 120.7 . . ?
N1 C9 C8 122.5(3) . . ?
N1 C9 C10 115.7(3) . . ?
C8 C9 C10 121.7(3) . . ?
N2 C10 C9 120.6(3) . . ?
N2 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C12 C11 N2 120.9(3) . . ?
C12 C11 C16 119.6(3) . . ?
C16 C11 N2 119.2(3) . . ?
C11 C12 H12 119.7 . . ?
C11 C12 C13 120.5(4) . . ?
C13 C12 H12 119.7 . . ?
C12 C13 H13 120.6 . . ?
C14 C13 C12 118.7(4) . . ?
C14 C13 H13 120.6 . . ?
C13 C14 Br1 119.6(3) . . ?
C15 C14 Br1 118.7(3) . . ?
C15 C14 C13 121.7(3) . . ?
C14 C15 H15 120.3 . . ?
C14 C15 C16 119.4(4) . . ?
C16 C15 H15 120.3 . . ?
C11 C16 H16 120.0 . . ?
C15 C16 C11 120.0(4) . . ?
C15 C16 H16 120.0 . . ?
F1 C17 F3 107.0(4) . . ?
F1 C17 C18 109.4(3) . . ?
F2 C17 F1 107.6(4) . . ?
F2 C17 F3 106.9(3) . . ?
F2 C17 C18 112.4(3) . . ?
F3 C17 C18 113.2(3) . . ?
O2 C18 C17 113.8(3) . . ?
O2 C18 C19 127.4(3) . . ?
C19 C18 C17 118.8(3) . . ?
C18 C19 H19 120.1 . . ?
C18 C19 C20 119.8(3) . . ?
C20 C19 H19 120.1 . . ?
O3 C20 C19 127.8(3) . . ?
O3 C20 C21 115.6(3) . . ?
C19 C20 C21 116.5(3) . . ?
F4 C21 C20 109.2(3) . . ?
F5 C21 F4 106.1(3) . . ?
F5 C21 C20 112.8(3) . . ?
F6 C21 F4 107.1(3) . . ?
F6 C21 F5 107.9(3) . . ?
F6 C21 C20 113.4(3) . . ?
F7 C22 C23 113.8(3) . . ?
F8 C22 F7 108.4(4) . . ?
F8 C22 F9 104.8(4) . . ?
F8 C22 C23 114.7(4) . . ?
F9 C22 F7 102.8(4) . . ?
F9 C22 C23 111.2(3) . . ?
F7' C22 F8' 100.2(8) . . ?
F7' C22 C23 112.4(5) . . ?
F8' C22 C23 112.5(6) . . ?
F9' C22 F7' 109.7(9) . . ?
F9' C22 F8' 108.0(9) . . ?
F9' C22 C23 113.1(7) . . ?
O4 C23 C22 114.9(3) . . ?
O4 C23 C24 127.9(3) . . ?
C24 C23 C22 117.2(3) . . ?
C23 C24 H24 120.1 . . ?
C23 C24 C25 119.8(3) . . ?
C25 C24 H24 120.1 . . ?
O5 C25 C24 127.3(3) . . ?
O5 C25 C26 114.1(3) . . ?
C24 C25 C26 118.5(3) . . ?
F10 C26 C25 112.9(3) . . ?
F11 C26 F10 107.8(3) . . ?
F11 C26 C25 110.2(3) . . ?
F12 C26 F10 106.9(3) . . ?
F12 C26 F11 107.2(3) . . ?
F12 C26 C25 111.6(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
Tb1 O1 C2 C1 -174.4(2) 3_756 . . . ?
Tb1 O1 C2 C1 -2.3(4) . . . . ?
Tb1 O1 C2 C3 177.9(3) . . . . ?
Tb1 O1 C2 C3 5.7(5) 3_756 . . . ?
Tb1 O2 C18 C17 153.1(2) . . . . ?
Tb1 O2 C18 C19 -25.6(5) . . . . ?
Tb1 O3 C20 C19 6.1(5) . . . . ?
Tb1 O3 C20 C21 -175.6(2) . . . . ?
Tb1 O4 C23 C22 -163.9(2) . . . . ?
Tb1 O4 C23 C24 18.3(5) . . . . ?
Tb1 O5 C25 C24 -20.1(6) . . . . ?
Tb1 O5 C25 C26 163.6(2) . . . . ?
Tb1 N1 C1 C2 0.6(4) . . . . ?
Tb1 N1 C1 C6 179.3(2) . . . . ?
Tb1 N1 C9 C8 -179.8(3) . . . . ?
Tb1 N1 C9 C10 -3.1(4) . . . . ?
Tb1 N2 C10 C9 -0.5(4) . . . . ?
Tb1 N2 C11 C12 -122.6(3) . . . . ?
Tb1 N2 C11 C16 51.3(4) . . . . ?
Br1 C14 C15 C16 175.7(3) . . . . ?
F1 C17 C18 O2 -73.8(4) . . . . ?
F1 C17 C18 C19 105.0(4) . . . . ?
F2 C17 C18 O2 45.7(4) . . . . ?
F2 C17 C18 C19 -135.5(4) . . . . ?
F3 C17 C18 O2 167.0(3) . . . . ?
F3 C17 C18 C19 -14.2(5) . . . . ?
F7 C22 C23 O4 16.0(6) . . . . ?
F7 C22 C23 C24 -166.0(6) . . . . ?
F8 C22 C23 O4 141.6(5) . . . . ?
F8 C22 C23 C24 -40.3(6) . . . . ?
F9 C22 C23 O4 -99.7(5) . . . . ?
F9 C22 C23 C24 78.4(5) . . . . ?
F7' C22 C23 O4 66.9(10) . . . . ?
F7' C22 C23 C24 -115.0(10) . . . . ?
F8' C22 C23 O4 179.1(9) . . . . ?
F8' C22 C23 C24 -2.8(10) . . . . ?
F9' C22 C23 O4 -58.1(12) . . . . ?
F9' C22 C23 C24 120.0(11) . . . . ?
O1 C2 C3 C4 178.1(3) . . . . ?
O2 C18 C19 C20 1.1(6) . . . . ?
O3 C20 C21 F4 -102.2(4) . . . . ?
O3 C20 C21 F5 140.2(3) . . . . ?
O3 C20 C21 F6 17.1(5) . . . . ?
O4 C23 C24 C25 6.2(6) . . . . ?
O5 C25 C26 F10 -158.2(3) . . . . ?
O5 C25 C26 F11 81.3(4) . . . . ?
O5 C25 C26 F12 -37.7(4) . . . . ?
N1 C1 C2 O1 1.1(5) . . . . ?
N1 C1 C2 C3 -179.1(3) . . . . ?
N1 C1 C6 C5 179.8(3) . . . . ?
N1 C1 C6 C7 -0.2(5) . . . . ?
N1 C9 C10 N2 2.3(5) . . . . ?
N2 C11 C12 C13 172.9(3) . . . . ?
N2 C11 C16 C15 -174.2(3) . . . . ?
C1 N1 C9 C8 -3.3(5) . . . . ?
C1 N1 C9 C10 173.4(3) . . . . ?
C1 C2 C3 C4 -1.8(5) . . . . ?
C1 C6 C7 C8 -1.4(5) . . . . ?
C2 C1 C6 C5 -1.6(5) . . . . ?
C2 C1 C6 C7 178.4(3) . . . . ?
C2 C3 C4 C5 0.7(6) . . . . ?
C3 C4 C5 C6 0.0(6) . . . . ?
C4 C5 C6 C1 0.5(5) . . . . ?
C4 C5 C6 C7 -179.5(4) . . . . ?
C5 C6 C7 C8 178.6(4) . . . . ?
C6 C1 C2 O1 -177.6(3) . . . . ?
C6 C1 C2 C3 2.2(5) . . . . ?
C6 C7 C8 C9 0.7(6) . . . . ?
C7 C8 C9 N1 1.7(6) . . . . ?
C7 C8 C9 C10 -174.8(3) . . . . ?
C8 C9 C10 N2 179.0(3) . . . . ?
C9 N1 C1 C2 -176.1(3) . . . . ?
C9 N1 C1 C6 2.6(5) . . . . ?
C10 N2 C11 C12 45.9(5) . . . . ?
C10 N2 C11 C16 -140.3(3) . . . . ?
C11 N2 C10 C9 -169.9(3) . . . . ?
C11 C12 C13 C14 0.4(5) . . . . ?
C12 C11 C16 C15 -0.3(5) . . . . ?
C12 C13 C14 Br1 -176.9(3) . . . . ?
C12 C13 C14 C15 1.5(6) . . . . ?
C13 C14 C15 C16 -2.7(5) . . . . ?
C14 C15 C16 C11 2.1(5) . . . . ?
C16 C11 C12 C13 -0.9(5) . . . . ?
C17 C18 C19 C20 -177.5(3) . . . . ?
C18 C19 C20 O3 8.6(6) . . . . ?
C18 C19 C20 C21 -169.7(3) . . . . ?
C19 C20 C21 F4 76.3(4) . . . . ?
C19 C20 C21 F5 -41.4(4) . . . . ?
C19 C20 C21 F6 -164.4(3) . . . . ?
C22 C23 C24 C25 -171.6(3) . . . . ?
C23 C24 C25 O5 -5.1(6) . . . . ?
C23 C24 C25 C26 171.0(3) . . . . ?
C24 C25 C26 F10 25.2(5) . . . . ?
C24 C25 C26 F11 -95.4(4) . . . . ?
C24 C25 C26 F12 145.7(3) . . . . ?

_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_7
_database_code_depnum_ccdc_archive 'CCDC 1061286'
_audit_update_record             
;
2018-01-31 deposited with the CCDC.
2018-02-13 downloaded from the CCDC.
;
_audit_creation_date             2018-01-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C52 H24 Br2 F24 Lu2 N4 O10'
_chemical_formula_sum            'C52 H24 Br2 F24 Lu2 N4 O10'
_chemical_formula_weight         1830.51
_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'
Br Br -0.2901 2.4595 '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'
Lu Lu -0.4720 5.8584 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.455(2)
_cell_length_b                   19.207(4)
_cell_length_c                   13.008(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.35(3)
_cell_angle_gamma                90
_cell_volume                     2849.6(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8073
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.8824
_cell_measurement_theta_min      1.8968
_shelx_estimated_absorpt_T_max   0.586
_shelx_estimated_absorpt_T_min   0.435
_exptl_absorpt_coefficient_mu    4.987
_exptl_absorpt_correction_T_max  0.5860
_exptl_absorpt_correction_T_min  0.4354
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   crystalclear
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    2.133
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1744
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0428
_diffrn_reflns_av_unetI/netI     0.0287
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            32195
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.877
_diffrn_reflns_theta_min         1.896
_diffrn_ambient_temperature      113.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6081
_reflns_number_total             6772
_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       crystalclear
_computing_data_collection       crystalclear
_computing_data_reduction        crystalclear
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.118
_refine_diff_density_min         -1.681
_refine_diff_density_rms         0.139
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     452
_refine_ls_number_reflns         6772
_refine_ls_number_restraints     78
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0287
_refine_ls_restrained_S_all      1.124
_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)+(0.0343P)²+1.5513P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0626
_refine_ls_wR_factor_ref         0.0648
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
F7 \\sim F8 \\sim F9 \\sim F7' \\sim F8' \\sim F9': within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(F7) \\sim Ueq, Uanis(F8) \\sim Ueq, Uanis(F9) \\sim Ueq, Uanis(F7') \\sim
Ueq, Uanis(F8') \\sim Ueq, Uanis(F9') \\sim Ueq: with sigma of 0.01 and sigma
for terminal atoms of 0.02
3. Others
 Sof(F7')=Sof(F8')=Sof(F9')=1-FVAR(1)
 Sof(F7)=Sof(F8)=Sof(F9)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C13(H13), C14(H14), C15(H15), C17(H17), C18(H18), C20(H20),
 C22(H22), C23(H23), C25(H25), C26(H26)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Lu1 Lu 0.45688(2) 0.09107(2) 0.46890(2) 0.01368(5) Uani 1 1 d . . . . .
Br1 Br 0.67701(3) 0.46731(2) 0.40252(3) 0.03327(9) Uani 1 1 d . . . . .
F1 F 0.7805(2) 0.25398(16) 0.47555(17) 0.0537(7) Uani 1 1 d . . . . .
F2 F 0.84565(17) 0.22111(12) 0.62642(18) 0.0383(5) Uani 1 1 d . . . . .
F3 F 0.7448(2) 0.31412(12) 0.6061(2) 0.0498(7) Uani 1 1 d . . . . .
F4 F 0.4995(2) 0.22372(14) 0.86000(16) 0.0477(6) Uani 1 1 d . . . . .
F5 F 0.3365(2) 0.20273(19) 0.7714(2) 0.0695(10) Uani 1 1 d . . . . .
F6 F 0.4342(3) 0.11952(16) 0.84649(18) 0.0610(8) Uani 1 1 d . . . . .
F7 F 0.6524(5) 0.1685(4) 0.1807(3) 0.0661(19) Uani 0.769(11) 1 d . U P A 1
F8 F 0.5053(4) 0.1613(3) 0.0713(4) 0.0482(13) Uani 0.769(11) 1 d . U P A 1
F9 F 0.6217(7) 0.0767(3) 0.0874(6) 0.074(2) Uani 0.769(11) 1 d . U P A 1
F7' F 0.6798(10) 0.1201(12) 0.1680(10) 0.052(4) Uani 0.231(11) 1 d . U P A 2
F8' F 0.5365(18) 0.1805(9) 0.1125(15) 0.053(4) Uani 0.231(11) 1 d . U P A 2
F9' F 0.5680(17) 0.0835(10) 0.0548(12) 0.050(4) Uani 0.231(11) 1 d . U P A 2
F10 F 0.2840(2) -0.07770(13) 0.13583(18) 0.0430(6) Uani 1 1 d . . . . .
F11 F 0.2203(2) -0.08270(11) 0.28601(17) 0.0362(5) Uani 1 1 d . . . . .
F12 F 0.15159(18) -0.00584(13) 0.17703(17) 0.0410(5) Uani 1 1 d . . . . .
O1 O 0.46424(18) 0.11685(12) 0.64212(15) 0.0201(4) Uani 1 1 d . . . . .
O2 O 0.61236(18) 0.16641(11) 0.50865(15) 0.0181(4) Uani 1 1 d . . . . .
O3 O 0.50689(18) 0.12182(11) 0.30749(16) 0.0198(4) Uani 1 1 d . . . . .
O4 O 0.33315(18) 0.03285(12) 0.34560(15) 0.0208(4) Uani 1 1 d . . . . .
O5 O 0.39990(17) -0.01257(11) 0.54161(15) 0.0160(4) Uani 1 1 d . . . . .
N1 N 0.2625(2) 0.10059(13) 0.51821(19) 0.0168(5) Uani 1 1 d . . . . .
N2 N 0.3675(2) 0.21420(14) 0.45096(19) 0.0189(5) Uani 1 1 d . . . . .
C1 C 0.4437(3) 0.1780(2) 0.7955(3) 0.0322(8) Uani 1 1 d . . . . .
C2 C 0.5037(3) 0.16758(17) 0.6967(2) 0.0197(6) Uani 1 1 d . . . . .
C3 C 0.5914(3) 0.21333(17) 0.6745(2) 0.0217(6) Uani 1 1 d . . . . .
H3 H 0.616025 0.249314 0.721768 0.026 Uiso 1 1 calc R . . . .
C4 C 0.6434(3) 0.20617(16) 0.5822(2) 0.0179(6) Uani 1 1 d . . . . .
C5 C 0.7541(3) 0.25015(17) 0.5710(2) 0.0216(6) Uani 1 1 d . . . . .
C6 C 0.5714(3) 0.12354(18) 0.1402(2) 0.0236(7) Uani 1 1 d . . . . .
C7 C 0.4961(3) 0.09240(16) 0.2211(2) 0.0189(6) Uani 1 1 d . . . . .
C8 C 0.4229(3) 0.03783(19) 0.1888(2) 0.0252(7) Uani 1 1 d . . . . .
H8 H 0.427230 0.017154 0.122938 0.030 Uiso 1 1 calc R . . . .
C9 C 0.3425(3) 0.01372(17) 0.2549(2) 0.0201(6) Uani 1 1 d . . . . .
C10 C 0.2494(3) -0.03904(19) 0.2123(2) 0.0270(7) Uani 1 1 d . . . . .
C11 C 0.2169(3) 0.04320(16) 0.5605(2) 0.0168(6) Uani 1 1 d . . . . .
C12 C 0.2899(2) -0.01694(16) 0.5722(2) 0.0168(6) Uani 1 1 d . . . . .
C13 C 0.2444(3) -0.07562(17) 0.6155(2) 0.0201(6) Uani 1 1 d . . . . .
H13 H 0.290558 -0.116681 0.623683 0.024 Uiso 1 1 calc R . . . .
C14 C 0.1297(3) -0.07508(17) 0.6477(3) 0.0229(7) Uani 1 1 d . . . . .
H14 H 0.100950 -0.116053 0.677540 0.028 Uiso 1 1 calc R . . . .
C15 C 0.0592(3) -0.01806(18) 0.6374(2) 0.0239(7) Uani 1 1 d . . . . .
H15 H -0.017564 -0.019402 0.659398 0.029 Uiso 1 1 calc R . . . .
C16 C 0.1017(3) 0.04330(17) 0.5936(2) 0.0201(6) Uani 1 1 d . . . . .
C17 C 0.0370(3) 0.10586(19) 0.5807(3) 0.0254(7) Uani 1 1 d . . . . .
H17 H -0.040780 0.107704 0.600266 0.030 Uiso 1 1 calc R . . . .
C18 C 0.0851(3) 0.16384(18) 0.5402(2) 0.0235(7) Uani 1 1 d . . . . .
H18 H 0.041939 0.206051 0.532328 0.028 Uiso 1 1 calc R . . . .
C19 C 0.1998(3) 0.15948(16) 0.5105(2) 0.0190(6) Uani 1 1 d . . . . .
C20 C 0.2616(3) 0.22013(17) 0.4754(2) 0.0207(6) Uani 1 1 d . . . . .
H20 H 0.223661 0.264133 0.470584 0.025 Uiso 1 1 calc R . . . .
C21 C 0.4312(3) 0.27712(16) 0.4348(2) 0.0197(6) Uani 1 1 d . . . . .
C22 C 0.4325(3) 0.33135(17) 0.5060(3) 0.0240(7) Uani 1 1 d . . . . .
H22 H 0.384337 0.328980 0.561463 0.029 Uiso 1 1 calc R . . . .
C23 C 0.5044(3) 0.38912(18) 0.4960(3) 0.0261(7) Uani 1 1 d . . . . .
H23 H 0.506650 0.425984 0.544854 0.031 Uiso 1 1 calc R . . . .
C24 C 0.5724(3) 0.39162(17) 0.4134(3) 0.0242(7) Uani 1 1 d . . . . .
C25 C 0.5692(3) 0.33950(18) 0.3408(3) 0.0273(7) Uani 1 1 d . . . . .
H25 H 0.614783 0.343140 0.283630 0.033 Uiso 1 1 calc R . . . .
C26 C 0.4991(3) 0.28154(17) 0.3516(2) 0.0238(7) Uani 1 1 d . . . . .
H26 H 0.497391 0.244957 0.302304 0.029 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
Lu1 Lu1 3.7041(7) 3_656 ?
Lu1 O1 2.301(2) . ?
Lu1 O2 2.315(2) . ?
Lu1 O3 2.304(2) . ?
Lu1 O4 2.326(2) . ?
Lu1 O5 2.323(2) . ?
Lu1 O5 2.242(2) 3_656 ?
Lu1 N1 2.381(3) . ?
Lu1 N2 2.579(3) . ?
Br1 C24 1.898(3) . ?
F1 C5 1.307(4) . ?
F2 C5 1.338(4) . ?
F3 C5 1.319(4) . ?
F4 C1 1.335(4) . ?
F5 C1 1.327(5) . ?
F6 C1 1.314(5) . ?
F7 C6 1.339(5) . ?
F8 C6 1.333(5) . ?
F9 C6 1.298(6) . ?
F7' C6 1.263(12) . ?
F8' C6 1.208(15) . ?
F9' C6 1.348(15) . ?
F10 C10 1.331(4) . ?
F11 C10 1.339(4) . ?
F12 C10 1.333(4) . ?
O1 C2 1.264(4) . ?
O2 C4 1.250(4) . ?
O3 C7 1.253(4) . ?
O4 C9 1.250(4) . ?
O5 C12 1.360(3) . ?
N1 C11 1.358(4) . ?
N1 C19 1.339(4) . ?
N2 C20 1.287(4) . ?
N2 C21 1.437(4) . ?
C1 C2 1.526(4) . ?
C2 C3 1.386(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.395(4) . ?
C4 C5 1.542(4) . ?
C6 C7 1.543(4) . ?
C7 C8 1.383(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.396(4) . ?
C9 C10 1.536(4) . ?
C11 C12 1.426(4) . ?
C11 C16 1.426(4) . ?
C12 C13 1.383(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.416(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.360(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.415(5) . ?
C16 C17 1.414(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.369(5) . ?
C18 H18 0.9500 . ?
C18 C19 1.406(4) . ?
C19 C20 1.458(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.393(4) . ?
C21 C26 1.393(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.395(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.385(5) . ?
C24 C25 1.375(5) . ?
C25 H25 0.9500 . ?
C25 C26 1.388(5) . ?
C26 H26 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
O1 Lu1 Lu1 90.27(6) . 3_656 ?
O1 Lu1 O2 71.92(8) . . ?
O1 Lu1 O3 147.96(8) . . ?
O1 Lu1 O4 138.01(7) . . ?
O1 Lu1 O5 76.81(8) . . ?
O1 Lu1 N1 70.69(8) . . ?
O1 Lu1 N2 82.49(8) . . ?
O2 Lu1 Lu1 110.95(5) . 3_656 ?
O2 Lu1 O4 149.45(7) . . ?
O2 Lu1 O5 133.16(7) . . ?
O2 Lu1 N1 127.66(8) . . ?
O2 Lu1 N2 74.80(8) . . ?
O3 Lu1 Lu1 110.93(6) . 3_656 ?
O3 Lu1 O2 77.99(8) . . ?
O3 Lu1 O4 71.47(8) . . ?
O3 Lu1 O5 133.92(7) . . ?
O3 Lu1 N1 122.95(8) . . ?
O3 Lu1 N2 79.21(8) . . ?
O4 Lu1 Lu1 80.18(6) . 3_656 ?
O4 Lu1 N1 72.40(8) . . ?
O4 Lu1 N2 99.62(8) . . ?
O5 Lu1 Lu1 35.04(5) . 3_656 ?
O5 Lu1 Lu1 36.52(5) 3_656 3_656 ?
O5 Lu1 O1 104.14(8) 3_656 . ?
O5 Lu1 O2 83.22(8) 3_656 . ?
O5 Lu1 O3 82.60(8) 3_656 . ?
O5 Lu1 O4 72.09(7) . . ?
O5 Lu1 O4 92.12(8) 3_656 . ?
O5 Lu1 O5 71.56(8) 3_656 . ?
O5 Lu1 N1 140.92(8) 3_656 . ?
O5 Lu1 N1 69.56(8) . . ?
O5 Lu1 N2 153.88(8) 3_656 . ?
O5 Lu1 N2 134.28(7) . . ?
N1 Lu1 Lu1 104.52(6) . 3_656 ?
N1 Lu1 N2 65.20(8) . . ?
N2 Lu1 Lu1 168.93(6) . 3_656 ?
C2 O1 Lu1 134.0(2) . . ?
C4 O2 Lu1 135.29(19) . . ?
C7 O3 Lu1 133.6(2) . . ?
C9 O4 Lu1 133.8(2) . . ?
Lu1 O5 Lu1 108.44(8) 3_656 . ?
C12 O5 Lu1 132.86(18) . 3_656 ?
C12 O5 Lu1 118.40(18) . . ?
C11 N1 Lu1 116.87(19) . . ?
C19 N1 Lu1 123.6(2) . . ?
C19 N1 C11 119.4(3) . . ?
C20 N2 Lu1 115.7(2) . . ?
C20 N2 C21 117.7(3) . . ?
C21 N2 Lu1 125.56(18) . . ?
F4 C1 C2 112.9(3) . . ?
F5 C1 F4 107.0(3) . . ?
F5 C1 C2 109.1(3) . . ?
F6 C1 F4 107.6(3) . . ?
F6 C1 F5 107.8(3) . . ?
F6 C1 C2 112.2(3) . . ?
O1 C2 C1 114.2(3) . . ?
O1 C2 C3 126.8(3) . . ?
C3 C2 C1 119.0(3) . . ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.5(3) . . ?
C4 C3 H3 120.2 . . ?
O2 C4 C3 127.2(3) . . ?
O2 C4 C5 116.1(3) . . ?
C3 C4 C5 116.6(3) . . ?
F1 C5 F2 107.2(3) . . ?
F1 C5 F3 108.1(3) . . ?
F1 C5 C4 112.7(3) . . ?
F2 C5 C4 109.3(3) . . ?
F3 C5 F2 106.6(3) . . ?
F3 C5 C4 112.6(3) . . ?
F7 C6 C7 113.1(3) . . ?
F8 C6 F7 104.1(4) . . ?
F8 C6 C7 110.5(3) . . ?
F9 C6 F7 109.3(4) . . ?
F9 C6 F8 105.9(4) . . ?
F9 C6 C7 113.3(3) . . ?
F7' C6 F9' 99.1(10) . . ?
F7' C6 C7 112.4(6) . . ?
F8' C6 F7' 115.0(12) . . ?
F8' C6 F9' 106.7(11) . . ?
F8' C6 C7 111.3(7) . . ?
F9' C6 C7 111.5(7) . . ?
O3 C7 C6 115.0(3) . . ?
O3 C7 C8 128.4(3) . . ?
C8 C7 C6 116.6(3) . . ?
C7 C8 H8 120.6 . . ?
C7 C8 C9 118.7(3) . . ?
C9 C8 H8 120.6 . . ?
O4 C9 C8 127.1(3) . . ?
O4 C9 C10 114.6(3) . . ?
C8 C9 C10 118.2(3) . . ?
F10 C10 F11 107.3(3) . . ?
F10 C10 F12 108.0(3) . . ?
F10 C10 C9 113.1(3) . . ?
F11 C10 C9 111.5(3) . . ?
F12 C10 F11 106.8(3) . . ?
F12 C10 C9 110.0(3) . . ?
N1 C11 C12 117.2(3) . . ?
N1 C11 C16 121.6(3) . . ?
C16 C11 C12 121.2(3) . . ?
O5 C12 C11 118.0(3) . . ?
O5 C12 C13 124.3(3) . . ?
C13 C12 C11 117.7(3) . . ?
C12 C13 H13 119.7 . . ?
C12 C13 C14 120.6(3) . . ?
C14 C13 H13 119.7 . . ?
C13 C14 H14 118.8 . . ?
C15 C14 C13 122.4(3) . . ?
C15 C14 H14 118.8 . . ?
C14 C15 H15 120.4 . . ?
C14 C15 C16 119.1(3) . . ?
C16 C15 H15 120.4 . . ?
C15 C16 C11 118.9(3) . . ?
C17 C16 C11 117.1(3) . . ?
C17 C16 C15 124.0(3) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 C16 120.8(3) . . ?
C18 C17 H17 119.6 . . ?
C17 C18 H18 120.8 . . ?
C17 C18 C19 118.5(3) . . ?
C19 C18 H18 120.8 . . ?
N1 C19 C18 122.6(3) . . ?
N1 C19 C20 115.2(3) . . ?
C18 C19 C20 122.1(3) . . ?
N2 C20 C19 120.2(3) . . ?
N2 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C22 C21 N2 120.4(3) . . ?
C22 C21 C26 119.9(3) . . ?
C26 C21 N2 119.5(3) . . ?
C21 C22 H22 119.9 . . ?
C21 C22 C23 120.2(3) . . ?
C23 C22 H22 119.9 . . ?
C22 C23 H23 120.7 . . ?
C24 C23 C22 118.6(3) . . ?
C24 C23 H23 120.7 . . ?
C23 C24 Br1 119.3(3) . . ?
C25 C24 Br1 118.9(3) . . ?
C25 C24 C23 121.8(3) . . ?
C24 C25 H25 120.2 . . ?
C24 C25 C26 119.5(3) . . ?
C26 C25 H25 120.2 . . ?
C21 C26 H26 120.1 . . ?
C25 C26 C21 119.9(3) . . ?
C25 C26 H26 120.1 . . ?

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
Lu1 O1 C2 C1 154.1(2) . . . . ?
Lu1 O1 C2 C3 -24.6(5) . . . . ?
Lu1 O2 C4 C3 5.5(5) . . . . ?
Lu1 O2 C4 C5 -176.91(19) . . . . ?
Lu1 O3 C7 C6 -164.37(19) . . . . ?
Lu1 O3 C7 C8 18.1(5) . . . . ?
Lu1 O4 C9 C8 -18.1(5) . . . . ?
Lu1 O4 C9 C10 165.5(2) . . . . ?
Lu1 O5 C12 C11 -174.56(18) 3_656 . . . ?
Lu1 O5 C12 C11 -1.7(3) . . . . ?
Lu1 O5 C12 C13 6.4(4) 3_656 . . . ?
Lu1 O5 C12 C13 179.3(2) . . . . ?
Lu1 N1 C11 C12 0.6(3) . . . . ?
Lu1 N1 C11 C16 179.4(2) . . . . ?
Lu1 N1 C19 C18 -180.0(2) . . . . ?
Lu1 N1 C19 C20 -3.8(4) . . . . ?
Lu1 N2 C20 C19 -0.1(4) . . . . ?
Lu1 N2 C21 C22 -120.1(3) . . . . ?
Lu1 N2 C21 C26 55.0(4) . . . . ?
Br1 C24 C25 C26 175.7(3) . . . . ?
F4 C1 C2 O1 169.2(3) . . . . ?
F4 C1 C2 C3 -12.0(5) . . . . ?
F5 C1 C2 O1 -72.0(4) . . . . ?
F5 C1 C2 C3 106.8(4) . . . . ?
F6 C1 C2 O1 47.4(4) . . . . ?
F6 C1 C2 C3 -133.8(3) . . . . ?
F7 C6 C7 O3 11.8(5) . . . . ?
F7 C6 C7 C8 -170.4(5) . . . . ?
F8 C6 C7 O3 -104.5(4) . . . . ?
F8 C6 C7 C8 73.3(5) . . . . ?
F9 C6 C7 O3 136.8(5) . . . . ?
F9 C6 C7 C8 -45.4(6) . . . . ?
F7' C6 C7 O3 61.0(12) . . . . ?
F7' C6 C7 C8 -121.2(12) . . . . ?
F8' C6 C7 O3 -69.7(13) . . . . ?
F8' C6 C7 C8 108.1(13) . . . . ?
F9' C6 C7 O3 171.2(11) . . . . ?
F9' C6 C7 C8 -11.0(11) . . . . ?
O1 C2 C3 C4 1.5(5) . . . . ?
O2 C4 C5 F1 17.9(4) . . . . ?
O2 C4 C5 F2 -101.3(3) . . . . ?
O2 C4 C5 F3 140.4(3) . . . . ?
O3 C7 C8 C9 5.4(5) . . . . ?
O4 C9 C10 F10 -156.0(3) . . . . ?
O4 C9 C10 F11 -35.0(4) . . . . ?
O4 C9 C10 F12 83.2(3) . . . . ?
O5 C12 C13 C14 178.4(3) . . . . ?
N1 C11 C12 O5 0.7(4) . . . . ?
N1 C11 C12 C13 179.8(3) . . . . ?
N1 C11 C16 C15 -179.7(3) . . . . ?
N1 C11 C16 C17 -0.1(4) . . . . ?
N1 C19 C20 N2 2.4(4) . . . . ?
N2 C21 C22 C23 173.1(3) . . . . ?
N2 C21 C26 C25 -174.1(3) . . . . ?
C1 C2 C3 C4 -177.2(3) . . . . ?
C2 C3 C4 O2 7.9(5) . . . . ?
C2 C3 C4 C5 -169.7(3) . . . . ?
C3 C4 C5 F1 -164.2(3) . . . . ?
C3 C4 C5 F2 76.6(4) . . . . ?
C3 C4 C5 F3 -41.7(4) . . . . ?
C6 C7 C8 C9 -172.0(3) . . . . ?
C7 C8 C9 O4 -5.3(5) . . . . ?
C7 C8 C9 C10 170.9(3) . . . . ?
C8 C9 C10 F10 27.3(4) . . . . ?
C8 C9 C10 F11 148.3(3) . . . . ?
C8 C9 C10 F12 -93.5(3) . . . . ?
C11 N1 C19 C18 -3.0(4) . . . . ?
C11 N1 C19 C20 173.1(3) . . . . ?
C11 C12 C13 C14 -0.7(4) . . . . ?
C11 C16 C17 C18 -1.5(5) . . . . ?
C12 C11 C16 C15 -1.0(4) . . . . ?
C12 C11 C16 C17 178.7(3) . . . . ?
C12 C13 C14 C15 0.4(5) . . . . ?
C13 C14 C15 C16 -0.4(5) . . . . ?
C14 C15 C16 C11 0.7(5) . . . . ?
C14 C15 C16 C17 -179.0(3) . . . . ?
C15 C16 C17 C18 178.2(3) . . . . ?
C16 C11 C12 O5 -178.1(2) . . . . ?
C16 C11 C12 C13 1.0(4) . . . . ?
C16 C17 C18 C19 0.8(5) . . . . ?
C17 C18 C19 N1 1.5(5) . . . . ?
C17 C18 C19 C20 -174.4(3) . . . . ?
C18 C19 C20 N2 178.6(3) . . . . ?
C19 N1 C11 C12 -176.5(3) . . . . ?
C19 N1 C11 C16 2.3(4) . . . . ?
C20 N2 C21 C22 47.8(4) . . . . ?
C20 N2 C21 C26 -137.1(3) . . . . ?
C21 N2 C20 C19 -169.1(3) . . . . ?
C21 C22 C23 C24 1.0(5) . . . . ?
C22 C21 C26 C25 1.0(5) . . . . ?
C22 C23 C24 Br1 -176.6(2) . . . . ?
C22 C23 C24 C25 1.1(5) . . . . ?
C23 C24 C25 C26 -2.1(5) . . . . ?
C24 C25 C26 C21 1.0(5) . . . . ?
C26 C21 C22 C23 -2.0(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
