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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
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data_Complex_14Prime
_database_code_depnum_ccdc_archive 'CCDC 1514975'
_audit_update_record             
;
2016-11-03 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C60 H38 Br4 Lu2 N6 O12'
_exptl_crystal_recrystallization_method Hydrothermal
_chemical_melting_point          ?

_exptl_crystal_description       rod
_exptl_crystal_colour            yellow
_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         1704.34

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'
Br Br -0.2901 2.4595 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.9154(5)
_cell_length_b                   10.4003(5)
_cell_length_c                   15.0369(8)
_cell_angle_alpha                85.1030(10)
_cell_angle_beta                 74.8360(10)
_cell_angle_gamma                74.4960(10)
_cell_volume                     1442.00(13)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    19224
_cell_measurement_theta_min      4.399
_cell_measurement_theta_max      45.096
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.963
_exptl_crystal_F_000             818
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.161
_exptl_crystal_size_mid          0.133
_exptl_crystal_size_min          0.129
_exptl_absorpt_coefficient_mu    6.243
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6433
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (2015)'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              Siemens
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19223
_diffrn_reflns_av_unetI/netI     0.0499
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.403
_diffrn_reflns_theta_max         27.691
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6725
_reflns_number_gt                5501
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'Superflip (Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  'Crystal Maker (Palmer, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0228P)²+1.3437P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6725
_refine_ls_number_parameters     400
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0478
_refine_ls_R_factor_gt           0.0341
_refine_ls_wR_factor_ref         0.0697
_refine_ls_wR_factor_gt          0.0638
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.74722(2) 0.68155(2) 0.11800(2) 0.03156(6) Uani 1 1 d . . . . .
O2 O 0.8020(3) 0.8524(3) 0.1866(2) 0.0477(8) Uani 1 1 d . . . . .
O1 O 0.5756(3) 0.8446(3) 0.2149(2) 0.0418(7) Uani 1 1 d . . . . .
O5 O 0.9959(3) 0.6287(3) 0.0681(2) 0.0363(7) Uani 1 1 d . . . . .
N1 N 0.7945(4) 0.8375(3) -0.0145(2) 0.0358(8) Uani 1 1 d . . . . .
N3 N 0.5380(4) 0.5791(3) 0.1779(2) 0.0366(8) Uani 1 1 d . . . . .
O4 O 0.9501(8) 0.3666(6) 0.1631(3) 0.147(3) Uani 1 1 d . . . . .
C11 C 0.4314(5) 0.6021(4) 0.1338(3) 0.0371(10) Uani 1 1 d . . . . .
C19 C 0.4514(5) 1.1246(5) 0.4264(3) 0.0533(13) Uani 1 1 d . . . . .
H19 H 0.3572 1.1485 0.4627 0.064 Uiso 1 1 calc R U . . .
C16 C 0.6723(5) 0.8924(4) 0.2306(3) 0.0361(10) Uani 1 1 d . . . . .
C9 C 0.3571(5) 0.6973(5) -0.0095(4) 0.0502(13) Uani 1 1 d . . . . .
H9 H 0.2833 0.6538 0.0042 0.060 Uiso 1 1 calc R U . . .
C10 C 0.4491(5) 0.6830(4) 0.0483(3) 0.0362(10) Uani 1 1 d . . . . .
C12 C 0.3107(6) 0.5524(6) 0.1676(4) 0.0599(15) Uani 1 1 d . . . . .
H12 H 0.2390 0.5682 0.1357 0.072 Uiso 1 1 calc R U . . .
C20 C 0.5544(6) 1.1807(4) 0.4399(3) 0.0458(12) Uani 1 1 d . . . . .
C5 C 0.6977(5) 0.8847(4) -0.0654(3) 0.0368(10) Uani 1 1 d . . . . .
C17 C 0.6296(5) 0.9957(4) 0.3035(3) 0.0358(10) Uani 1 1 d . . . . .
C1 C 0.9128(5) 0.8835(5) -0.0348(3) 0.0464(12) Uani 1 1 d . . . . .
H1 H 0.9822 0.8495 -0.0017 0.056 Uiso 1 1 calc R U . . .
C6 C 0.5756(4) 0.8212(4) -0.0464(3) 0.0336(9) Uani 1 1 d . . . . .
C15 C 0.5231(5) 0.5081(5) 0.2565(3) 0.0490(12) Uani 1 1 d . . . . .
H15 H 0.5956 0.4923 0.2877 0.059 Uiso 1 1 calc R U . . .
C25 C 0.8695(6) 0.4540(6) 0.3992(4) 0.0696(17) Uani 1 1 d . . . . .
H25 H 0.8079 0.5388 0.3984 0.083 Uiso 1 1 calc R U . . .
C21 C 0.6921(6) 1.1486(5) 0.3861(3) 0.0510(13) Uani 1 1 d . . . . .
H21 H 0.7601 1.1892 0.3955 0.061 Uiso 1 1 calc R U . . .
C2 C 0.9374(6) 0.9792(5) -0.1028(4) 0.0525(13) Uani 1 1 d . . . . .
H2 H 1.0221 1.0074 -0.1158 0.063 Uiso 1 1 calc R U . . .
C22 C 0.7304(5) 1.0563(5) 0.3179(3) 0.0473(12) Uani 1 1 d . . . . .
H22 H 0.8244 1.0345 0.2812 0.057 Uiso 1 1 calc R U . . .
C4 C 0.7128(5) 0.9834(5) -0.1320(3) 0.0469(12) Uani 1 1 d . . . . .
H4 H 0.6420 1.0173 -0.1640 0.056 Uiso 1 1 calc R U . . .
C3 C 0.8348(6) 1.0311(5) -0.1501(4) 0.0569(14) Uani 1 1 d . . . . .
H3 H 0.8467 1.0981 -0.1942 0.068 Uiso 1 1 calc R U . . .
C24 C 0.9291(5) 0.3863(5) 0.3195(3) 0.0467(12) Uani 1 1 d . . . . .
C8 C 0.3771(6) 0.7768(5) -0.0873(4) 0.0582(14) Uani 1 1 d . . . . .
H8 H 0.3164 0.7879 -0.1267 0.070 Uiso 1 1 calc R U . . .
C18 C 0.4900(5) 1.0315(5) 0.3576(3) 0.0434(11) Uani 1 1 d . . . . .
H18 H 0.4210 0.9927 0.3477 0.052 Uiso 1 1 calc R U . . .
C7 C 0.4869(5) 0.8395(5) -0.1063(4) 0.0510(13) Uani 1 1 d . . . . .
H7 H 0.5016 0.8935 -0.1586 0.061 Uiso 1 1 calc R U . . .
C14 C 0.4043(6) 0.4567(6) 0.2938(4) 0.0687(17) Uani 1 1 d . . . . .
H14 H 0.3979 0.4075 0.3487 0.082 Uiso 1 1 calc R U . . .
O3 O 0.8124(4) 0.5551(4) 0.2323(3) 0.0683(12) Uani 1 1 d . . . . .
C29 C 1.0232(6) 0.2593(6) 0.3233(5) 0.0671(16) Uani 1 1 d . . . . .
H29 H 1.0672 0.2099 0.2700 0.081 Uiso 1 1 calc R U . . .
O6 O 0.8158(3) 0.5257(3) 0.0088(2) 0.0388(7) Uani 1 1 d . . . . .
N2 N 0.5587(3) 0.7427(3) 0.0294(2) 0.0315(8) Uani 1 1 d . . . . .
C50 C 1.0520(4) 0.5300(4) 0.0173(3) 0.0311(9) Uani 1 1 d . . . . .
C13 C 0.2981(7) 0.4794(6) 0.2489(4) 0.0765(19) Uani 1 1 d . . . . .
H13 H 0.2174 0.4461 0.2726 0.092 Uiso 1 1 calc R U . . .
C23 C 0.8946(8) 0.4392(7) 0.2312(4) 0.0694(17) Uani 1 1 d . . . . .
C28 C 1.0503(7) 0.2075(7) 0.4076(6) 0.086(2) Uani 1 1 d . . . . .
H28 H 1.1127 0.1237 0.4108 0.103 Uiso 1 1 calc R U . A 2
C27 C 0.9862(9) 0.2792(9) 0.4829(6) 0.102(3) Uani 1 1 d . . . . .
C26 C 0.8976(8) 0.4008(9) 0.4812(5) 0.108(3) Uani 1 1 d . . . . .
H26 H 0.8553 0.4490 0.5351 0.130 Uiso 1 1 calc R U . . .
Br1 Br 0.50487(8) 1.30462(6) 0.53560(5) 0.0815(2) Uani 1 1 d . . . . .
Br2A Br 0.995(3) 0.203(2) 0.6049(7) 0.174(5) Uani 0.36(2) 1 d . . P B 1
Br2B Br 1.0543(18) 0.145(3) 0.5642(18) 0.207(9) Uani 0.273(14) 1 d . . P B 2
Br2C Br 1.0419(8) 0.2345(11) 0.5996(6) 0.103(2) Uani 0.37(2) 1 d . . P B 3


_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 O3 2.201(3) . ?
Lu1 O6 2.251(3) . ?
Lu1 O5 2.307(3) . ?
Lu1 O1 2.340(3) . ?
Lu1 O2 2.375(3) . ?
Lu1 N1 2.487(4) . ?
Lu1 N2 2.489(3) . ?
Lu1 N3 2.508(3) . ?
Lu1 C16 2.708(4) . ?
O2 C16 1.257(5) . ?
O1 C16 1.272(5) . ?
O5 C50 1.247(5) . ?
N1 C1 1.336(5) . ?
N1 C5 1.348(5) . ?
N3 C15 1.335(6) . ?
N3 C11 1.349(5) . ?
O4 C23 1.239(8) . ?
C11 C12 1.388(6) . ?
C11 C10 1.472(6) . ?
C19 C20 1.368(7) . ?
C19 C18 1.385(6) . ?
C19 H19 0.9300 . ?
C16 C17 1.501(6) . ?
C9 C8 1.376(7) . ?
C9 C10 1.389(6) . ?
C9 H9 0.9300 . ?
C10 N2 1.348(5) . ?
C12 C13 1.377(7) . ?
C12 H12 0.9300 . ?
C20 C21 1.362(7) . ?
C20 Br1 1.893(5) . ?
C5 C4 1.381(6) . ?
C5 C6 1.482(6) . ?
C17 C18 1.380(6) . ?
C17 C22 1.384(6) . ?
C1 C2 1.386(7) . ?
C1 H1 0.9300 . ?
C6 N2 1.344(5) . ?
C6 C7 1.384(6) . ?
C15 C14 1.388(7) . ?
C15 H15 0.9300 . ?
C25 C24 1.354(7) . ?
C25 C26 1.373(8) . ?
C25 H25 0.9300 . ?
C21 C22 1.373(6) . ?
C21 H21 0.9300 . ?
C2 C3 1.360(7) . ?
C2 H2 0.9300 . ?
C22 H22 0.9300 . ?
C4 C3 1.382(7) . ?
C4 H4 0.9300 . ?
C3 H3 0.9300 . ?
C24 C29 1.406(7) . ?
C24 C23 1.481(7) . ?
C8 C7 1.370(7) . ?
C8 H8 0.9300 . ?
C18 H18 0.9300 . ?
C7 H7 0.9300 . ?
C14 C13 1.355(8) . ?
C14 H14 0.9300 . ?
O3 C23 1.260(7) . ?
C29 C28 1.397(9) . ?
C29 H29 0.9300 . ?
O6 C50 1.253(5) 2_765 ?
C50 O6 1.253(5) 2_765 ?
C50 C50 1.550(8) 2_765 ?
C13 H13 0.9300 . ?
C28 C27 1.325(10) . ?
C28 Br2B 2.39(2) . ?
C28 H28 0.9300 . ?
C27 C26 1.335(10) . ?
C27 Br2B 1.877(10) . ?
C27 Br2A 1.950(11) . ?
C27 Br2C 1.958(10) . ?
C26 H26 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Lu1 O6 99.23(15) . . ?
O3 Lu1 O5 78.04(12) . . ?
O6 Lu1 O5 71.84(9) . . ?
O3 Lu1 O1 94.11(14) . . ?
O6 Lu1 O1 153.20(10) . . ?
O5 Lu1 O1 134.08(10) . . ?
O3 Lu1 O2 84.88(14) . . ?
O6 Lu1 O2 148.51(11) . . ?
O5 Lu1 O2 78.64(10) . . ?
O1 Lu1 O2 55.51(10) . . ?
O3 Lu1 N1 151.35(13) . . ?
O6 Lu1 N1 84.41(11) . . ?
O5 Lu1 N1 76.17(11) . . ?
O1 Lu1 N1 94.90(11) . . ?
O2 Lu1 N1 78.04(11) . . ?
O3 Lu1 N2 143.29(12) . . ?
O6 Lu1 N2 74.77(10) . . ?
O5 Lu1 N2 130.58(11) . . ?
O1 Lu1 N2 80.62(11) . . ?
O2 Lu1 N2 119.33(11) . . ?
N1 Lu1 N2 65.19(11) . . ?
O3 Lu1 N3 78.34(12) . . ?
O6 Lu1 N3 83.71(11) . . ?
O5 Lu1 N3 142.47(11) . . ?
O1 Lu1 N3 76.34(11) . . ?
O2 Lu1 N3 127.44(11) . . ?
N1 Lu1 N3 130.25(11) . . ?
N2 Lu1 N3 65.07(11) . . ?
O3 Lu1 C16 87.41(15) . . ?
O6 Lu1 C16 172.33(12) . . ?
O5 Lu1 C16 106.10(12) . . ?
O1 Lu1 C16 27.99(11) . . ?
O2 Lu1 C16 27.66(11) . . ?
N1 Lu1 C16 87.92(12) . . ?
N2 Lu1 C16 102.18(12) . . ?
N3 Lu1 C16 101.51(13) . . ?
C16 O2 Lu1 91.1(3) . . ?
C16 O1 Lu1 92.3(3) . . ?
C50 O5 Lu1 115.7(2) . . ?
C1 N1 C5 117.3(4) . . ?
C1 N1 Lu1 121.4(3) . . ?
C5 N1 Lu1 121.1(3) . . ?
C15 N3 C11 117.8(4) . . ?
C15 N3 Lu1 121.9(3) . . ?
C11 N3 Lu1 120.1(3) . . ?
N3 C11 C12 121.6(4) . . ?
N3 C11 C10 116.7(4) . . ?
C12 C11 C10 121.7(4) . . ?
C20 C19 C18 118.8(5) . . ?
C20 C19 H19 120.6 . . ?
C18 C19 H19 120.6 . . ?
O2 C16 O1 120.5(4) . . ?
O2 C16 C17 120.5(4) . . ?
O1 C16 C17 119.0(4) . . ?
O2 C16 Lu1 61.3(2) . . ?
O1 C16 Lu1 59.7(2) . . ?
C17 C16 Lu1 172.2(3) . . ?
C8 C9 C10 118.9(4) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
N2 C10 C9 121.9(4) . . ?
N2 C10 C11 116.5(4) . . ?
C9 C10 C11 121.6(4) . . ?
C13 C12 C11 119.4(5) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C21 C20 C19 121.3(4) . . ?
C21 C20 Br1 119.3(4) . . ?
C19 C20 Br1 119.4(4) . . ?
N1 C5 C4 122.3(4) . . ?
N1 C5 C6 115.4(4) . . ?
C4 C5 C6 122.3(4) . . ?
C18 C17 C22 118.9(4) . . ?
C18 C17 C16 120.8(4) . . ?
C22 C17 C16 120.3(4) . . ?
N1 C1 C2 123.4(5) . . ?
N1 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
N2 C6 C7 122.2(4) . . ?
N2 C6 C5 116.9(4) . . ?
C7 C6 C5 120.8(4) . . ?
N3 C15 C14 123.1(5) . . ?
N3 C15 H15 118.5 . . ?
C14 C15 H15 118.5 . . ?
C24 C25 C26 121.7(6) . . ?
C24 C25 H25 119.1 . . ?
C26 C25 H25 119.1 . . ?
C20 C21 C22 119.9(5) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 H21 120.1 . . ?
C3 C2 C1 118.5(5) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C21 C22 C17 120.3(4) . . ?
C21 C22 H22 119.8 . . ?
C17 C22 H22 119.8 . . ?
C3 C4 C5 118.9(5) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 H4 120.6 . . ?
C2 C3 C4 119.5(5) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C25 C24 C29 117.4(5) . . ?
C25 C24 C23 122.6(5) . . ?
C29 C24 C23 120.0(5) . . ?
C7 C8 C9 119.6(5) . . ?
C7 C8 H8 120.2 . . ?
C9 C8 H8 120.2 . . ?
C17 C18 C19 120.8(4) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 H18 119.6 . . ?
C8 C7 C6 119.0(5) . . ?
C8 C7 H7 120.5 . . ?
C6 C7 H7 120.5 . . ?
C13 C14 C15 118.8(5) . . ?
C13 C14 H14 120.6 . . ?
C15 C14 H14 120.6 . . ?
C23 O3 Lu1 129.8(4) . . ?
C28 C29 C24 119.7(6) . . ?
C28 C29 H29 120.1 . . ?
C24 C29 H29 120.1 . . ?
C50 O6 Lu1 117.5(2) 2_765 . ?
C6 N2 C10 118.4(4) . . ?
C6 N2 Lu1 120.3(3) . . ?
C10 N2 Lu1 120.6(3) . . ?
O5 C50 O6 126.5(4) . 2_765 ?
O5 C50 C50 116.8(4) . 2_765 ?
O6 C50 C50 116.7(4) 2_765 2_765 ?
C14 C13 C12 119.3(5) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
O4 C23 O3 126.1(6) . . ?
O4 C23 C24 117.4(7) . . ?
O3 C23 C24 116.5(6) . . ?
C27 C28 C29 119.2(6) . . ?
C27 C28 Br2B 51.3(9) . . ?
C29 C28 Br2B 169.4(8) . . ?
C27 C28 H28 120.4 . . ?
C29 C28 H28 120.4 . . ?
Br2B C28 H28 69.3 . . ?
C28 C27 C26 122.4(7) . . ?
C28 C27 Br2B 95.3(13) . . ?
C26 C27 Br2B 142.1(13) . . ?
C28 C27 Br2A 121.4(8) . . ?
C26 C27 Br2A 115.8(8) . . ?
C28 C27 Br2C 123.1(7) . . ?
C26 C27 Br2C 113.4(8) . . ?
C27 C26 C25 119.5(7) . . ?
C27 C26 H26 120.2 . . ?
C25 C26 H26 120.2 . . ?
C27 Br2B C28 33.4(5) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C19 H19 Br2B 0.93 3.00 3.898(19) 163.1 1_465
C9 H9 O6 0.93 2.37 3.230(6) 153.0 2_665
C1 H1 O5 0.93 2.43 2.983(6) 118.3 .
C15 H15 O3 0.93 2.34 2.962(6) 124.3 .
C2 H2 O2 0.93 2.53 3.416(6) 158.2 2_775
C4 H4 O1 0.93 2.51 3.417(6) 163.9 2_675
C19 H19 Br2B 0.93 3.00 3.898(19) 163.1 1_465
C9 H9 O6 0.93 2.37 3.230(6) 153.0 2_665
C1 H1 O5 0.93 2.43 2.983(6) 118.3 .
C15 H15 O3 0.93 2.34 2.962(6) 124.3 .
C2 H2 O2 0.93 2.53 3.416(6) 158.2 2_775
C4 H4 O1 0.93 2.51 3.417(6) 163.9 2_675

_refine_diff_density_max         1.863
_refine_diff_density_min         -0.894
_refine_diff_density_rms         0.118

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_Complex_12Prime
_database_code_depnum_ccdc_archive 'CCDC 1514971'
_audit_update_record             
;
2016-11-03 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C60 H38 Br4 N6 O12 Tm2'
_exptl_crystal_recrystallization_method Hydrothermal
_chemical_melting_point          ?

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         1692.46

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'
Tm Tm -0.3139 5.2483 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.0352(4)
_cell_length_b                   10.3574(4)
_cell_length_c                   15.0822(6)
_cell_angle_alpha                84.8580(9)
_cell_angle_beta                 74.1500(10)
_cell_angle_gamma                75.0090(11)
_cell_volume                     1456.39(10)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    21822
_cell_measurement_theta_min      4.344
_cell_measurement_theta_max      44.956

_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.930
_exptl_crystal_F_000             814
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.285
_exptl_crystal_size_mid          0.207
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    5.838
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5975
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (2015)'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              Siemens
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21820
_diffrn_reflns_av_unetI/netI     0.0624
_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.404
_diffrn_reflns_theta_max         30.568
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.916
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.916
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.916
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8189
_reflns_number_gt                6456
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'SIR92 (Gualardi, 1994)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  'Crystal Maker (Palmer, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0355P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8189
_refine_ls_number_parameters     399
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0589
_refine_ls_R_factor_gt           0.0400
_refine_ls_wR_factor_ref         0.0858
_refine_ls_wR_factor_gt          0.0790
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
Tm1 Tm 0.25575(2) 0.82217(2) 0.38045(2) 0.02941(6) Uani 1 1 d . . . . .
Br2A Br -0.0450(3) 1.2831(8) -0.0911(3) 0.148(2) Uani 0.483(8) 1 d . . P A 1
Br2B Br -0.0779(3) 1.3813(6) -0.0409(4) 0.124(2) Uani 0.517(8) 1 d . . P A 2
Br1 Br 0.49326(8) 0.19482(7) -0.03349(5) 0.0838(2) Uani 1 1 d . . . . .
O1 O 0.4261(3) 0.6525(3) 0.2876(2) 0.0416(7) Uani 1 1 d . . . . .
O2 O 0.2033(3) 0.6410(3) 0.3185(2) 0.0459(8) Uani 1 1 d . . . . .
O3 O 0.2083(5) 0.9102(6) 0.2466(4) 0.107(2) Uani 1 1 d . . . . .
O4A O 0.1537(10) 1.0650(11) 0.3264(4) 0.053(3) Uani 0.61(2) 1 d . . P B 1
O4B O 0.061(3) 1.1396(16) 0.3352(8) 0.103(7) Uani 0.39(2) 1 d . . P B 2
O5 O 0.1797(3) 0.9697(3) 0.4991(2) 0.0385(7) Uani 1 1 d . . . . .
O6 O 0.0070(3) 0.8739(3) 0.4288(2) 0.0367(7) Uani 1 1 d . . . . .
N1 N 0.2074(4) 0.6641(3) 0.5154(2) 0.0371(8) Uani 1 1 d . . . . .
N2 N 0.4421(3) 0.7607(3) 0.4695(2) 0.0293(7) Uani 1 1 d . . . . .
N3 N 0.4689(4) 0.9216(3) 0.3193(2) 0.0351(8) Uani 1 1 d . . . . .
C1 C 0.0905(5) 0.6153(5) 0.5363(3) 0.0469(12) Uani 1 1 d . . . . .
H1 H 0.0220 0.6493 0.5038 0.056 Uiso 1 1 calc R U . . .
C2 C 0.0660(6) 0.5190(5) 0.6024(3) 0.0512(13) Uani 1 1 d . . . . .
H2 H -0.0171 0.4891 0.6147 0.061 Uiso 1 1 calc R U . . .
C3 C 0.1670(6) 0.4675(5) 0.6501(4) 0.0579(14) Uani 1 1 d . . . . .
H3 H 0.1547 0.3999 0.6942 0.069 Uiso 1 1 calc R U . . .
C4 C 0.2874(5) 0.5170(5) 0.6321(3) 0.0471(12) Uani 1 1 d . . . . .
H4 H 0.3571 0.4834 0.6638 0.057 Uiso 1 1 calc R U . . .
C5 C 0.3020(5) 0.6183(4) 0.5655(3) 0.0352(9) Uani 1 1 d . . . . .
C6 C 0.4225(4) 0.6833(4) 0.5469(3) 0.0345(9) Uani 1 1 d . . . . .
C7 C 0.5094(5) 0.6676(5) 0.6067(3) 0.0478(12) Uani 1 1 d . . . . .
H7 H 0.4932 0.6144 0.6597 0.057 Uiso 1 1 calc R U . . .
C8 C 0.6178(6) 0.7298(5) 0.5880(4) 0.0565(14) Uani 1 1 d . . . . .
H8 H 0.6759 0.7204 0.6280 0.068 Uiso 1 1 calc R U . . .
C9 C 0.6402(5) 0.8075(5) 0.5082(3) 0.0461(12) Uani 1 1 d . . . . .
H9 H 0.7143 0.8506 0.4934 0.055 Uiso 1 1 calc R U . . .
C10 C 0.5504(4) 0.8200(4) 0.4505(3) 0.0332(9) Uani 1 1 d . . . . .
C11 C 0.5729(4) 0.8990(4) 0.3636(3) 0.0360(10) Uani 1 1 d . . . . .
C12 C 0.6969(6) 0.9444(6) 0.3283(4) 0.0609(15) Uani 1 1 d . . . . .
H12 H 0.7677 0.9272 0.3597 0.073 Uiso 1 1 calc R U . . .
C13 C 0.7120(7) 1.0152(7) 0.2462(4) 0.0768(19) Uani 1 1 d . . . . .
H13 H 0.7931 1.0476 0.2219 0.092 Uiso 1 1 calc R U . . .
C14 C 0.6085(6) 1.0378(6) 0.2004(4) 0.0665(16) Uani 1 1 d . . . . .
H14 H 0.6184 1.0844 0.1443 0.080 Uiso 1 1 calc R U . . .
C15 C 0.4896(6) 0.9907(5) 0.2385(3) 0.0519(13) Uani 1 1 d . . . . .
H15 H 0.4190 1.0071 0.2069 0.062 Uiso 1 1 calc R U . . .
C16 C 0.3309(5) 0.6031(4) 0.2732(3) 0.0346(9) Uani 1 1 d . . . . .
C17 C 0.3710(4) 0.5014(4) 0.2001(3) 0.0328(9) Uani 1 1 d . . . . .
C18 C 0.5099(5) 0.4669(5) 0.1445(3) 0.0461(11) Uani 1 1 d . . . . .
H18 H 0.5787 0.5058 0.1537 0.055 Uiso 1 1 calc R U . . .
C20 C 0.4440(6) 0.3183(4) 0.0622(3) 0.0449(11) Uani 1 1 d . . . . .
C22 C 0.2716(5) 0.4400(5) 0.1859(3) 0.0455(11) Uani 1 1 d . . . . .
H22 H 0.1786 0.4610 0.2232 0.055 Uiso 1 1 calc R U . . .
C19 C 0.5462(5) 0.3747(5) 0.0751(3) 0.0537(13) Uani 1 1 d . . . . .
H19 H 0.6392 0.3514 0.0379 0.064 Uiso 1 1 calc R U . . .
C21 C 0.3085(6) 0.3479(5) 0.1171(3) 0.0524(13) Uani 1 1 d . . . . .
H21 H 0.2411 0.3065 0.1085 0.063 Uiso 1 1 calc R U . . .
C23 C 0.1439(8) 1.0297(9) 0.2595(5) 0.083(2) Uani 1 1 d . . . . .
C24 C 0.0836(5) 1.1059(5) 0.1819(3) 0.0501(12) Uani 1 1 d . . . . .
C29 C 0.1272(6) 1.0507(6) 0.0976(4) 0.0715(17) Uani 1 1 d . . . . .
H29 H 0.1871 0.9652 0.0890 0.086 Uiso 1 1 calc R U . . .
C28 C 0.0826(9) 1.1218(10) 0.0236(5) 0.109(3) Uani 1 1 d . . . . .
H28 H 0.1126 1.0847 -0.0346 0.131 Uiso 1 1 calc R U . . .
C27 C -0.0037(9) 1.2437(12) 0.0378(7) 0.120(4) Uani 1 1 d . . . . .
C26 C -0.0557(8) 1.2978(8) 0.1200(9) 0.122(4) Uani 1 1 d . . . . .
H26 H -0.1212 1.3805 0.1283 0.146 Uiso 1 1 calc R U . . .
C25 C -0.0105(7) 1.2289(6) 0.1934(6) 0.086(2) Uani 1 1 d . . . . .
H25 H -0.0444 1.2667 0.2515 0.103 Uiso 1 1 calc R U . . .
C30 C 0.0492(4) 1.0277(4) 0.5203(3) 0.0314(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
Tm1 O3 2.259(4) . ?
Tm1 O5 2.293(3) . ?
Tm1 O6 2.331(3) . ?
Tm1 O1 2.356(3) . ?
Tm1 O2 2.401(3) . ?
Tm1 N2 2.511(3) . ?
Tm1 N1 2.516(4) . ?
Tm1 N3 2.526(3) . ?
Tm1 O4A 2.607(11) . ?
Tm1 C16 2.728(4) . ?
Tm1 C23 2.894(8) . ?
Br2A C27 2.081(10) . ?
Br2B C27 1.904(7) . ?
Br1 C20 1.891(4) . ?
O1 C16 1.268(5) . ?
O2 C16 1.253(5) . ?
O3 C23 1.244(9) . ?
O4A C23 1.141(8) . ?
O4B C23 1.587(19) . ?
O5 C30 1.256(5) . ?
O6 C30 1.246(5) 2_576 ?
N1 C5 1.339(5) . ?
N1 C1 1.345(5) . ?
N2 C10 1.335(5) . ?
N2 C6 1.354(5) . ?
N3 C11 1.349(5) . ?
N3 C15 1.350(6) . ?
C1 C2 1.364(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.372(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.383(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.393(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.482(6) . ?
C6 C7 1.390(6) . ?
C7 C8 1.356(7) . ?
C7 H7 0.9300 . ?
C8 C9 1.386(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.390(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.477(6) . ?
C11 C12 1.396(6) . ?
C12 C13 1.373(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.359(7) . ?
C13 H13 0.9300 . ?
C14 C15 1.367(7) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C17 1.494(6) . ?
C17 C22 1.384(6) . ?
C17 C18 1.390(6) . ?
C18 C19 1.389(6) . ?
C18 H18 0.9300 . ?
C20 C21 1.358(7) . ?
C20 C19 1.368(7) . ?
C22 C21 1.381(6) . ?
C22 H22 0.9300 . ?
C19 H19 0.9300 . ?
C21 H21 0.9300 . ?
C23 C24 1.527(9) . ?
C24 C29 1.354(7) . ?
C24 C25 1.369(8) . ?
C29 C28 1.394(8) . ?
C29 H29 0.9300 . ?
C28 C27 1.331(12) . ?
C28 H28 0.9300 . ?
C27 C26 1.320(13) . ?
C26 C25 1.381(11) . ?
C26 H26 0.9300 . ?
C25 H25 0.9300 . ?
C30 O6 1.246(5) 2_576 ?
C30 C30 1.539(7) 2_576 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Tm1 O5 114.71(19) . . ?
O3 Tm1 O6 81.34(14) . . ?
O5 Tm1 O6 70.89(9) . . ?
O3 Tm1 O1 84.89(19) . . ?
O5 Tm1 O1 153.13(10) . . ?
O6 Tm1 O1 132.98(10) . . ?
O3 Tm1 O2 77.13(18) . . ?
O5 Tm1 O2 144.21(10) . . ?
O6 Tm1 O2 78.35(10) . . ?
O1 Tm1 O2 54.75(10) . . ?
O3 Tm1 N2 144.89(14) . . ?
O5 Tm1 N2 74.05(10) . . ?
O6 Tm1 N2 131.51(10) . . ?
O1 Tm1 N2 79.46(10) . . ?
O2 Tm1 N2 116.69(11) . . ?
O3 Tm1 N1 147.94(15) . . ?
O5 Tm1 N1 80.06(11) . . ?
O6 Tm1 N1 77.05(11) . . ?
O1 Tm1 N1 92.75(11) . . ?
O2 Tm1 N1 75.53(11) . . ?
N2 Tm1 N1 64.68(11) . . ?
O3 Tm1 N3 81.53(14) . . ?
O5 Tm1 N3 87.93(11) . . ?
O6 Tm1 N3 143.80(11) . . ?
O1 Tm1 N3 76.52(11) . . ?
O2 Tm1 N3 127.83(11) . . ?
N2 Tm1 N3 64.38(11) . . ?
N1 Tm1 N3 129.03(11) . . ?
O3 Tm1 O4A 46.9(2) . . ?
O5 Tm1 O4A 68.14(17) . . ?
O6 Tm1 O4A 70.59(17) . . ?
O1 Tm1 O4A 126.20(18) . . ?
O2 Tm1 O4A 118.21(16) . . ?
N2 Tm1 O4A 124.07(15) . . ?
N1 Tm1 O4A 140.28(18) . . ?
N3 Tm1 O4A 74.40(17) . . ?
O3 Tm1 C16 77.2(2) . . ?
O5 Tm1 C16 166.04(12) . . ?
O6 Tm1 C16 105.32(11) . . ?
O1 Tm1 C16 27.67(11) . . ?
O2 Tm1 C16 27.34(11) . . ?
N2 Tm1 C16 100.70(11) . . ?
N1 Tm1 C16 86.00(12) . . ?
N3 Tm1 C16 101.59(12) . . ?
O4A Tm1 C16 124.05(17) . . ?
O3 Tm1 C23 24.1(2) . . ?
O5 Tm1 C23 90.56(18) . . ?
O6 Tm1 C23 71.40(16) . . ?
O1 Tm1 C23 107.80(19) . . ?
O2 Tm1 C23 96.69(16) . . ?
N2 Tm1 C23 141.29(14) . . ?
N1 Tm1 C23 148.43(16) . . ?
N3 Tm1 C23 80.09(14) . . ?
O4A Tm1 C23 23.18(19) . . ?
C16 Tm1 C23 101.04(19) . . ?
C16 O1 Tm1 92.7(2) . . ?
C16 O2 Tm1 91.0(2) . . ?
C23 O3 Tm1 107.9(5) . . ?
C23 O4A Tm1 92.7(7) . . ?
C30 O5 Tm1 116.6(2) . . ?
C30 O6 Tm1 115.4(2) 2_576 . ?
C5 N1 C1 117.2(4) . . ?
C5 N1 Tm1 121.1(3) . . ?
C1 N1 Tm1 121.5(3) . . ?
C10 N2 C6 118.0(3) . . ?
C10 N2 Tm1 120.8(3) . . ?
C6 N2 Tm1 120.3(2) . . ?
C11 N3 C15 117.0(4) . . ?
C11 N3 Tm1 120.6(3) . . ?
C15 N3 Tm1 122.3(3) . . ?
N1 C1 C2 124.1(5) . . ?
N1 C1 H1 118.0 . . ?
C2 C1 H1 118.0 . . ?
C1 C2 C3 118.3(5) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 H2 120.8 . . ?
C2 C3 C4 119.4(5) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C3 C4 C5 118.5(5) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
N1 C5 C4 122.2(4) . . ?
N1 C5 C6 115.9(4) . . ?
C4 C5 C6 121.9(4) . . ?
N2 C6 C7 121.6(4) . . ?
N2 C6 C5 116.7(4) . . ?
C7 C6 C5 121.7(4) . . ?
C8 C7 C6 120.1(4) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C7 C8 C9 118.7(4) . . ?
C7 C8 H8 120.7 . . ?
C9 C8 H8 120.7 . . ?
C8 C9 C10 119.0(4) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
N2 C10 C9 122.5(4) . . ?
N2 C10 C11 116.8(4) . . ?
C9 C10 C11 120.7(4) . . ?
N3 C11 C12 122.0(4) . . ?
N3 C11 C10 116.2(4) . . ?
C12 C11 C10 121.7(4) . . ?
C13 C12 C11 118.6(5) . . ?
C13 C12 H12 120.7 . . ?
C11 C12 H12 120.7 . . ?
C14 C13 C12 120.0(5) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C13 C14 C15 118.7(5) . . ?
C13 C14 H14 120.7 . . ?
C15 C14 H14 120.7 . . ?
N3 C15 C14 123.7(5) . . ?
N3 C15 H15 118.1 . . ?
C14 C15 H15 118.1 . . ?
O2 C16 O1 120.4(4) . . ?
O2 C16 C17 120.0(4) . . ?
O1 C16 C17 119.6(4) . . ?
O2 C16 Tm1 61.6(2) . . ?
O1 C16 Tm1 59.6(2) . . ?
C17 C16 Tm1 169.5(3) . . ?
C22 C17 C18 118.5(4) . . ?
C22 C17 C16 121.2(4) . . ?
C18 C17 C16 120.3(4) . . ?
C19 C18 C17 120.3(4) . . ?
C19 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
C21 C20 C19 121.5(4) . . ?
C21 C20 Br1 119.3(4) . . ?
C19 C20 Br1 119.2(4) . . ?
C21 C22 C17 121.0(4) . . ?
C21 C22 H22 119.5 . . ?
C17 C22 H22 119.5 . . ?
C20 C19 C18 119.4(4) . . ?
C20 C19 H19 120.3 . . ?
C18 C19 H19 120.3 . . ?
C20 C21 C22 119.4(5) . . ?
C20 C21 H21 120.3 . . ?
C22 C21 H21 120.3 . . ?
O4A C23 O3 110.7(9) . . ?
O4A C23 C24 131.5(10) . . ?
O3 C23 C24 117.4(6) . . ?
O3 C23 O4B 144.8(8) . . ?
C24 C23 O4B 95.7(8) . . ?
O4A C23 Tm1 64.1(7) . . ?
O3 C23 Tm1 48.0(4) . . ?
C24 C23 Tm1 164.1(5) . . ?
O4B C23 Tm1 97.6(6) . . ?
C29 C24 C25 118.5(6) . . ?
C29 C24 C23 118.6(6) . . ?
C25 C24 C23 122.9(6) . . ?
C24 C29 C28 120.1(6) . . ?
C24 C29 H29 119.9 . . ?
C28 C29 H29 119.9 . . ?
C27 C28 C29 118.8(8) . . ?
C27 C28 H28 120.6 . . ?
C29 C28 H28 120.6 . . ?
C26 C27 C28 122.9(8) . . ?
C26 C27 Br2B 103.1(9) . . ?
C28 C27 Br2B 133.9(9) . . ?
C26 C27 Br2A 136.6(9) . . ?
C28 C27 Br2A 99.5(9) . . ?
C27 C26 C25 118.6(8) . . ?
C27 C26 H26 120.7 . . ?
C25 C26 H26 120.7 . . ?
C24 C25 C26 120.9(7) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 H25 119.6 . . ?
O6 C30 O5 125.7(4) 2_576 . ?
O6 C30 C30 117.4(4) 2_576 2_576 ?
O5 C30 C30 116.9(4) . 2_576 ?

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
C5 N1 C1 C2 -2.8(7) . . . . ?
Tm1 N1 C1 C2 172.9(4) . . . . ?
N1 C1 C2 C3 -0.6(8) . . . . ?
C1 C2 C3 C4 2.0(8) . . . . ?
C2 C3 C4 C5 0.0(7) . . . . ?
C1 N1 C5 C4 4.8(6) . . . . ?
Tm1 N1 C5 C4 -170.9(3) . . . . ?
C1 N1 C5 C6 -174.3(4) . . . . ?
Tm1 N1 C5 C6 10.0(5) . . . . ?
C3 C4 C5 N1 -3.5(7) . . . . ?
C3 C4 C5 C6 175.6(4) . . . . ?
C10 N2 C6 C7 1.6(6) . . . . ?
Tm1 N2 C6 C7 -168.0(3) . . . . ?
C10 N2 C6 C5 -179.6(4) . . . . ?
Tm1 N2 C6 C5 10.8(5) . . . . ?
N1 C5 C6 N2 -13.5(5) . . . . ?
C4 C5 C6 N2 167.4(4) . . . . ?
N1 C5 C6 C7 165.3(4) . . . . ?
C4 C5 C6 C7 -13.8(7) . . . . ?
N2 C6 C7 C8 -0.5(7) . . . . ?
C5 C6 C7 C8 -179.3(5) . . . . ?
C6 C7 C8 C9 -0.6(8) . . . . ?
C7 C8 C9 C10 0.6(8) . . . . ?
C6 N2 C10 C9 -1.6(6) . . . . ?
Tm1 N2 C10 C9 167.9(3) . . . . ?
C6 N2 C10 C11 177.4(4) . . . . ?
Tm1 N2 C10 C11 -13.1(5) . . . . ?
C8 C9 C10 N2 0.5(7) . . . . ?
C8 C9 C10 C11 -178.4(4) . . . . ?
C15 N3 C11 C12 0.0(7) . . . . ?
Tm1 N3 C11 C12 175.4(4) . . . . ?
C15 N3 C11 C10 -178.3(4) . . . . ?
Tm1 N3 C11 C10 -3.0(5) . . . . ?
N2 C10 C11 N3 10.4(6) . . . . ?
C9 C10 C11 N3 -170.6(4) . . . . ?
N2 C10 C11 C12 -167.9(4) . . . . ?
C9 C10 C11 C12 11.1(7) . . . . ?
N3 C11 C12 C13 0.5(8) . . . . ?
C10 C11 C12 C13 178.8(5) . . . . ?
C11 C12 C13 C14 -1.0(10) . . . . ?
C12 C13 C14 C15 1.0(10) . . . . ?
C11 N3 C15 C14 -0.1(7) . . . . ?
Tm1 N3 C15 C14 -175.3(4) . . . . ?
C13 C14 C15 N3 -0.4(9) . . . . ?
Tm1 O2 C16 O1 10.5(4) . . . . ?
Tm1 O2 C16 C17 -168.1(3) . . . . ?
Tm1 O1 C16 O2 -10.7(4) . . . . ?
Tm1 O1 C16 C17 167.9(3) . . . . ?
O2 C16 C17 C22 -5.0(6) . . . . ?
O1 C16 C17 C22 176.4(4) . . . . ?
Tm1 C16 C17 C22 -100.9(17) . . . . ?
O2 C16 C17 C18 174.7(4) . . . . ?
O1 C16 C17 C18 -3.9(6) . . . . ?
Tm1 C16 C17 C18 78.7(17) . . . . ?
C22 C17 C18 C19 1.2(7) . . . . ?
C16 C17 C18 C19 -178.5(4) . . . . ?
C18 C17 C22 C21 -0.9(7) . . . . ?
C16 C17 C22 C21 178.7(4) . . . . ?
C21 C20 C19 C18 -1.7(8) . . . . ?
Br1 C20 C19 C18 179.0(4) . . . . ?
C17 C18 C19 C20 0.1(8) . . . . ?
C19 C20 C21 C22 2.0(8) . . . . ?
Br1 C20 C21 C22 -178.8(4) . . . . ?
C17 C22 C21 C20 -0.7(8) . . . . ?
Tm1 O4A C23 O3 -12.0(6) . . . . ?
Tm1 O4A C23 C24 176.2(7) . . . . ?
Tm1 O3 C23 O4A 14.6(7) . . . . ?
Tm1 O3 C23 C24 -172.4(4) . . . . ?
Tm1 O3 C23 O4B -14.2(18) . . . . ?
O4A C23 C24 C29 157.7(8) . . . . ?
O3 C23 C24 C29 -13.6(8) . . . . ?
O4B C23 C24 C29 178.9(9) . . . . ?
Tm1 C23 C24 C29 -34.7(18) . . . . ?
O4A C23 C24 C25 -20.8(11) . . . . ?
O3 C23 C24 C25 167.9(6) . . . . ?
O4B C23 C24 C25 0.3(10) . . . . ?
Tm1 C23 C24 C25 146.7(15) . . . . ?
C25 C24 C29 C28 3.4(9) . . . . ?
C23 C24 C29 C28 -175.2(6) . . . . ?
C24 C29 C28 C27 -0.4(11) . . . . ?
C29 C28 C27 C26 -3.9(14) . . . . ?
C29 C28 C27 Br2B 173.7(6) . . . . ?
C29 C28 C27 Br2A -174.3(6) . . . . ?
C28 C27 C26 C25 4.8(14) . . . . ?
Br2B C27 C26 C25 -173.5(5) . . . . ?
Br2A C27 C26 C25 171.0(7) . . . . ?
C29 C24 C25 C26 -2.5(9) . . . . ?
C23 C24 C25 C26 176.0(6) . . . . ?
C27 C26 C25 C24 -1.5(12) . . . . ?
Tm1 O5 C30 O6 -167.2(3) . . . 2_576 ?
Tm1 O5 C30 C30 12.8(6) . . . 2_576 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C1 H1 O6 0.93 2.48 3.051(6) 119.7 .
C2 H2 O2 0.93 2.52 3.417(6) 162.0 2_566
C4 H4 O1 0.93 2.52 3.424(6) 163.9 2_666
C9 H9 O5 0.93 2.40 3.257(5) 154.0 2_676
C15 H15 O3 0.93 2.48 3.112(7) 125.7 .
C19 H19 Br2B 0.93 2.85 3.715(6) 155.5 1_645
C1 H1 O6 0.93 2.48 3.051(6) 119.7 .
C2 H2 O2 0.93 2.52 3.417(6) 162.0 2_566
C4 H4 O1 0.93 2.52 3.424(6) 163.9 2_666
C9 H9 O5 0.93 2.40 3.257(5) 154.0 2_676
C15 H15 O3 0.93 2.48 3.112(7) 125.7 .
C19 H19 Br2B 0.93 2.85 3.715(6) 155.5 1_645

_refine_diff_density_max         1.337
_refine_diff_density_min         -1.086
_refine_diff_density_rms         0.130

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_Complex_13
_database_code_depnum_ccdc_archive 'CCDC 1514972'
_audit_update_record             
;
2016-11-03 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H25 Br3 N3 O7 Yb'
_exptl_crystal_recrystallization_method Hydrothermal
_chemical_melting_point          ?

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         1024.33

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Yb Yb -0.3850 5.5486 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.6830(13)
_cell_length_b                   13.0520(19)
_cell_length_c                   15.223(2)
_cell_angle_alpha                102.793(2)
_cell_angle_beta                 93.301(2)
_cell_angle_gamma                92.394(2)
_cell_volume                     1677.0(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    25309
_cell_measurement_theta_min      5.269
_cell_measurement_theta_max      60.417
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.029
_exptl_crystal_F_000             986
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.222
_exptl_crystal_size_mid          0.118
_exptl_crystal_size_min          0.044
_exptl_absorpt_coefficient_mu    6.418
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5602
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (2015)'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Fine-focus sealed tube'
_diffrn_source_type              Siemens
_diffrn_measurement_device_type  'Bruker SMART ApexII'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25300
_diffrn_reflns_av_unetI/netI     0.0334
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.602
_diffrn_reflns_theta_max         30.619
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.908
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.908
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.908
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9385
_reflns_number_gt                8320
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'SIR92 (Gualardi, 1994)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  'Crystal Maker (Palmer, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0249P)²+0.7167P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9385
_refine_ls_number_parameters     459
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0289
_refine_ls_R_factor_gt           0.0229
_refine_ls_wR_factor_ref         0.0527
_refine_ls_wR_factor_gt          0.0508
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_restrained_S_all      1.011
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C4 C 0.9041(3) 0.31810(19) 0.30164(16) 0.0131(5) Uani 1 1 d . . . . .
H4 H 0.9117 0.2840 0.3491 0.016 Uiso 1 1 calc R U . . .
C8 C 0.5059(3) 0.3231(2) 0.46228(17) 0.0182(5) Uani 1 1 d . . . . .
H8 H 0.4999 0.2853 0.5072 0.022 Uiso 1 1 calc R U . . .
C9 C 0.3887(3) 0.3856(2) 0.44589(16) 0.0146(5) Uani 1 1 d . . . . .
H9 H 0.3023 0.3903 0.4796 0.018 Uiso 1 1 calc R U . . .
C10 C 0.4005(3) 0.44207(18) 0.37808(15) 0.0107(4) Uani 1 1 d . . . . .
C20 C 0.7348(3) 1.02143(19) 0.48293(16) 0.0127(5) Uani 1 1 d . . . . .
C21 C 0.8105(3) 0.93418(19) 0.49623(16) 0.0143(5) Uani 1 1 d . . . . .
H21 H 0.8905 0.9409 0.5408 0.017 Uiso 1 1 calc R U . . .
C25 C 0.2835(3) 0.1615(2) 0.05736(17) 0.0171(5) Uani 1 1 d . . . . .
H25 H 0.2349 0.1882 0.1098 0.020 Uiso 1 1 calc R U . . .
C30 C 0.8089(3) 0.63495(19) 0.08006(16) 0.0111(5) Uani 1 1 d . . . . .
C31 C 0.9039(3) 0.73562(18) 0.12024(15) 0.0110(4) Uani 1 1 d . . . . .
C32 C 0.8499(3) 0.80929(19) 0.19070(16) 0.0143(5) Uani 1 1 d . . . . .
H32 H 0.7534 0.7969 0.2111 0.017 Uiso 1 1 calc R U . . .
C33 C 0.9369(3) 0.9007(2) 0.23111(16) 0.0153(5) Uani 1 1 d . . . . .
H33 H 0.8999 0.9496 0.2782 0.018 Uiso 1 1 calc R U . . .
C34 C 1.0802(3) 0.91751(19) 0.19979(17) 0.0150(5) Uani 1 1 d . . . . .
C35 C 1.1353(3) 0.8469(2) 0.12848(18) 0.0176(5) Uani 1 1 d . . . . .
H35 H 1.2307 0.8604 0.1073 0.021 Uiso 1 1 calc R U . . .
C36 C 1.0468(3) 0.7558(2) 0.08882(17) 0.0156(5) Uani 1 1 d . . . . .
H36 H 1.0832 0.7078 0.0409 0.019 Uiso 1 1 calc R U . . .
O5 O 0.70464(19) 0.60762(13) 0.12753(11) 0.0129(3) Uani 1 1 d . . . . .
O6 O 0.83970(19) 0.58411(14) 0.00436(11) 0.0150(4) Uani 1 1 d . . . . .
OW1 O 0.3585(2) 0.56477(14) 0.09062(11) 0.0111(3) Uani 1 1 d . . . . .
HW1A H 0.398(4) 0.588(3) 0.047(2) 0.040(10) Uiso 1 1 d . . . . .
HW1B H 0.302(4) 0.523(3) 0.065(2) 0.024(9) Uiso 1 1 d . . . . .
C1 C 0.8722(3) 0.41575(19) 0.16210(16) 0.0119(5) Uani 1 1 d . . . . .
H1 H 0.8604 0.4473 0.1132 0.014 Uiso 1 1 calc R U . . .
C2 C 1.0071(3) 0.36471(19) 0.17281(16) 0.0139(5) Uani 1 1 d . . . . .
H2 H 1.0844 0.3633 0.1328 0.017 Uiso 1 1 calc R U . . .
C3 C 1.0232(3) 0.31633(19) 0.24427(16) 0.0140(5) Uani 1 1 d . . . . .
H3 H 1.1130 0.2828 0.2541 0.017 Uiso 1 1 calc R U . . .
C5 C 0.7730(3) 0.37177(18) 0.28697(15) 0.0093(4) Uani 1 1 d . . . . .
C6 C 0.6395(3) 0.37599(18) 0.34488(15) 0.0099(4) Uani 1 1 d . . . . .
C7 C 0.6326(3) 0.3173(2) 0.41089(17) 0.0157(5) Uani 1 1 d . . . . .
H7 H 0.7124 0.2748 0.4202 0.019 Uiso 1 1 calc R U . . .
C11 C 0.2773(3) 0.50955(18) 0.35642(15) 0.0109(4) Uani 1 1 d . . . . .
C12 C 0.1450(3) 0.52546(19) 0.40534(16) 0.0141(5) Uani 1 1 d . . . . .
H12 H 0.1347 0.4969 0.4556 0.017 Uiso 1 1 calc R U . . .
C13 C 0.0307(3) 0.58370(19) 0.37820(16) 0.0142(5) Uani 1 1 d . . . . .
H13 H -0.0589 0.5931 0.4090 0.017 Uiso 1 1 calc R U . . .
C14 C 0.0495(3) 0.62814(19) 0.30505(16) 0.0137(5) Uani 1 1 d . . . . .
H14 H -0.0271 0.6670 0.2851 0.016 Uiso 1 1 calc R U . . .
C15 C 0.1865(3) 0.61303(19) 0.26206(16) 0.0121(5) Uani 1 1 d . . . . .
H15 H 0.2018 0.6453 0.2143 0.014 Uiso 1 1 calc R U . . .
C16 C 0.5975(3) 0.72017(19) 0.31528(15) 0.0114(5) Uani 1 1 d . . . . .
C17 C 0.6441(3) 0.82558(18) 0.37532(15) 0.0109(5) Uani 1 1 d . . . . .
C18 C 0.5700(3) 0.91505(19) 0.36298(16) 0.0137(5) Uani 1 1 d . . . . .
H18 H 0.4901 0.9085 0.3184 0.016 Uiso 1 1 calc R U . . .
C19 C 0.6147(3) 1.0130(2) 0.41642(17) 0.0160(5) Uani 1 1 d . . . . .
H19 H 0.5654 1.0724 0.4082 0.019 Uiso 1 1 calc R U . . .
C22 C 0.7646(3) 0.83664(19) 0.44176(16) 0.0134(5) Uani 1 1 d . . . . .
H22 H 0.8151 0.7776 0.4497 0.016 Uiso 1 1 calc R U . . .
C23 C 0.4474(3) 0.32913(19) 0.08672(15) 0.0106(4) Uani 1 1 d . . . . .
C24 C 0.3997(3) 0.22204(18) 0.03081(16) 0.0112(5) Uani 1 1 d . . . . .
C26 C 0.2390(3) 0.0618(2) 0.00666(19) 0.0213(6) Uani 1 1 d . . . . .
H26 H 0.1599 0.0219 0.0240 0.026 Uiso 1 1 calc R U . . .
C27 C 0.3145(3) 0.0227(2) -0.07014(18) 0.0200(6) Uani 1 1 d . . . . .
C28 C 0.4313(3) 0.0810(2) -0.09776(18) 0.0202(6) Uani 1 1 d . . . . .
H28 H 0.4813 0.0531 -0.1494 0.024 Uiso 1 1 calc R U . . .
C29 C 0.4730(3) 0.1814(2) -0.04753(17) 0.0165(5) Uani 1 1 d . . . . .
H29 H 0.5502 0.2218 -0.0661 0.020 Uiso 1 1 calc R U . . .
N3 N 0.2982(2) 0.55407(15) 0.28605(13) 0.0102(4) Uani 1 1 d . . . . .
N2 N 0.5253(2) 0.43723(15) 0.32872(13) 0.0092(4) Uani 1 1 d . . . . .
N1 N 0.7582(2) 0.42187(15) 0.21861(13) 0.0097(4) Uani 1 1 d . . . . .
O1 O 0.66198(19) 0.63882(13) 0.33001(11) 0.0124(3) Uani 1 1 d . . . . .
O2 O 0.49758(18) 0.71405(13) 0.25092(11) 0.0115(3) Uani 1 1 d . . . . .
O4 O 0.55194(18) 0.38538(13) 0.06105(11) 0.0118(3) Uani 1 1 d . . . . .
O3 O 0.38452(19) 0.36377(13) 0.15932(11) 0.0122(3) Uani 1 1 d . . . . .
Br1 Br 0.79580(3) 1.15460(2) 0.55924(2) 0.01680(6) Uani 1 1 d . . . . .
Br2 Br 0.25074(4) -0.11267(2) -0.14121(2) 0.03365(8) Uani 1 1 d . . . . .
Br3 Br 1.20518(3) 1.04085(2) 0.25546(2) 0.02140(6) Uani 1 1 d . . . . .
Yb1 Yb 0.53264(2) 0.52692(2) 0.19741(2) 0.00748(3) 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
C4 C3 1.390(3) . ?
C4 C5 1.394(3) . ?
C4 H4 0.9300 . ?
C8 C9 1.376(3) . ?
C8 C7 1.381(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.401(3) . ?
C9 H9 0.9300 . ?
C10 N2 1.349(3) . ?
C10 C11 1.481(3) . ?
C20 C21 1.385(3) . ?
C20 C19 1.394(3) . ?
C20 Br1 1.900(2) . ?
C21 C22 1.385(3) . ?
C21 H21 0.9300 . ?
C25 C26 1.384(3) . ?
C25 C24 1.389(3) . ?
C25 H25 0.9300 . ?
C30 O6 1.246(3) . ?
C30 O5 1.277(3) . ?
C30 C31 1.509(3) . ?
C31 C36 1.390(3) . ?
C31 C32 1.391(3) . ?
C32 C33 1.385(3) . ?
C32 H32 0.9300 . ?
C33 C34 1.384(3) . ?
C33 H33 0.9300 . ?
C34 C35 1.382(3) . ?
C34 Br3 1.906(2) . ?
C35 C36 1.387(3) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
O5 Yb1 2.2403(16) . ?
OW1 Yb1 2.3037(17) . ?
OW1 HW1A 0.87(4) . ?
OW1 HW1B 0.74(3) . ?
C1 N1 1.342(3) . ?
C1 C2 1.390(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.377(3) . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?
C5 N1 1.349(3) . ?
C5 C6 1.492(3) . ?
C6 N2 1.345(3) . ?
C6 C7 1.394(3) . ?
C7 H7 0.9300 . ?
C11 N3 1.344(3) . ?
C11 C12 1.403(3) . ?
C12 C13 1.374(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.379(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.391(3) . ?
C14 H14 0.9300 . ?
C15 N3 1.346(3) . ?
C15 H15 0.9300 . ?
C16 O2 1.258(3) . ?
C16 O1 1.277(3) . ?
C16 C17 1.499(3) . ?
C16 Yb1 2.768(2) . ?
C17 C22 1.392(3) . ?
C17 C18 1.399(3) . ?
C18 C19 1.382(3) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C22 H22 0.9300 . ?
C23 O3 1.262(3) . ?
C23 O4 1.276(3) . ?
C23 C24 1.494(3) . ?
C23 Yb1 2.797(2) . ?
C24 C29 1.394(3) . ?
C26 C27 1.382(4) . ?
C26 H26 0.9300 . ?
C27 C28 1.382(4) . ?
C27 Br2 1.898(2) . ?
C28 C29 1.385(3) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
N3 Yb1 2.5012(19) . ?
N2 Yb1 2.5328(19) . ?
N1 Yb1 2.4836(19) . ?
O1 Yb1 2.4011(16) . ?
O2 Yb1 2.4354(16) . ?
O4 Yb1 2.4733(16) . ?
O3 Yb1 2.3798(16) . ?
Yb1 HW1B 2.75(3) . ?

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
C3 C4 C5 119.0(2) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
C9 C8 C7 118.9(2) . . ?
C9 C8 H8 120.5 . . ?
C7 C8 H8 120.5 . . ?
C8 C9 C10 119.6(2) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
N2 C10 C9 121.4(2) . . ?
N2 C10 C11 116.5(2) . . ?
C9 C10 C11 122.1(2) . . ?
C21 C20 C19 121.6(2) . . ?
C21 C20 Br1 118.44(18) . . ?
C19 C20 Br1 119.96(19) . . ?
C22 C21 C20 118.6(2) . . ?
C22 C21 H21 120.7 . . ?
C20 C21 H21 120.7 . . ?
C26 C25 C24 120.8(2) . . ?
C26 C25 H25 119.6 . . ?
C24 C25 H25 119.6 . . ?
O6 C30 O5 125.1(2) . . ?
O6 C30 C31 117.8(2) . . ?
O5 C30 C31 117.0(2) . . ?
C36 C31 C32 119.0(2) . . ?
C36 C31 C30 121.1(2) . . ?
C32 C31 C30 119.9(2) . . ?
C33 C32 C31 121.3(2) . . ?
C33 C32 H32 119.3 . . ?
C31 C32 H32 119.3 . . ?
C34 C33 C32 118.4(2) . . ?
C34 C33 H33 120.8 . . ?
C32 C33 H33 120.8 . . ?
C35 C34 C33 121.5(2) . . ?
C35 C34 Br3 118.84(18) . . ?
C33 C34 Br3 119.63(19) . . ?
C34 C35 C36 119.3(2) . . ?
C34 C35 H35 120.4 . . ?
C36 C35 H35 120.4 . . ?
C35 C36 C31 120.4(2) . . ?
C35 C36 H36 119.8 . . ?
C31 C36 H36 119.8 . . ?
C30 O5 Yb1 168.54(16) . . ?
Yb1 OW1 HW1A 116(2) . . ?
Yb1 OW1 HW1B 120(3) . . ?
HW1A OW1 HW1B 101(3) . . ?
N1 C1 C2 123.5(2) . . ?
N1 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
C3 C2 C1 118.2(2) . . ?
C3 C2 H2 120.9 . . ?
C1 C2 H2 120.9 . . ?
C2 C3 C4 119.4(2) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
N1 C5 C4 122.0(2) . . ?
N1 C5 C6 115.9(2) . . ?
C4 C5 C6 122.2(2) . . ?
N2 C6 C7 122.0(2) . . ?
N2 C6 C5 116.6(2) . . ?
C7 C6 C5 121.4(2) . . ?
C8 C7 C6 119.3(2) . . ?
C8 C7 H7 120.4 . . ?
C6 C7 H7 120.4 . . ?
N3 C11 C12 121.4(2) . . ?
N3 C11 C10 116.2(2) . . ?
C12 C11 C10 122.3(2) . . ?
C13 C12 C11 119.3(2) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C12 C13 C14 119.7(2) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 H13 120.2 . . ?
C13 C14 C15 117.9(2) . . ?
C13 C14 H14 121.0 . . ?
C15 C14 H14 121.0 . . ?
N3 C15 C14 123.3(2) . . ?
N3 C15 H15 118.3 . . ?
C14 C15 H15 118.3 . . ?
O2 C16 O1 121.6(2) . . ?
O2 C16 C17 119.3(2) . . ?
O1 C16 C17 119.1(2) . . ?
O2 C16 Yb1 61.61(12) . . ?
O1 C16 Yb1 60.09(12) . . ?
C17 C16 Yb1 175.47(16) . . ?
C22 C17 C18 119.1(2) . . ?
C22 C17 C16 120.8(2) . . ?
C18 C17 C16 120.1(2) . . ?
C19 C18 C17 120.6(2) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C20 119.0(2) . . ?
C18 C19 H19 120.5 . . ?
C20 C19 H19 120.5 . . ?
C21 C22 C17 121.1(2) . . ?
C21 C22 H22 119.4 . . ?
C17 C22 H22 119.4 . . ?
O3 C23 O4 120.0(2) . . ?
O3 C23 C24 120.0(2) . . ?
O4 C23 C24 119.9(2) . . ?
O3 C23 Yb1 57.89(12) . . ?
O4 C23 Yb1 62.16(12) . . ?
C24 C23 Yb1 177.71(17) . . ?
C25 C24 C29 119.4(2) . . ?
C25 C24 C23 120.1(2) . . ?
C29 C24 C23 120.4(2) . . ?
C27 C26 C25 118.8(2) . . ?
C27 C26 H26 120.6 . . ?
C25 C26 H26 120.6 . . ?
C26 C27 C28 121.7(2) . . ?
C26 C27 Br2 118.8(2) . . ?
C28 C27 Br2 119.5(2) . . ?
C27 C28 C29 119.2(2) . . ?
C27 C28 H28 120.4 . . ?
C29 C28 H28 120.4 . . ?
C28 C29 C24 120.2(2) . . ?
C28 C29 H29 119.9 . . ?
C24 C29 H29 119.9 . . ?
C11 N3 C15 118.2(2) . . ?
C11 N3 Yb1 122.17(15) . . ?
C15 N3 Yb1 119.63(15) . . ?
C6 N2 C10 118.9(2) . . ?
C6 N2 Yb1 120.23(14) . . ?
C10 N2 Yb1 120.58(15) . . ?
C1 N1 C5 117.9(2) . . ?
C1 N1 Yb1 119.82(15) . . ?
C5 N1 Yb1 122.25(15) . . ?
C16 O1 Yb1 92.46(14) . . ?
C16 O2 Yb1 91.37(14) . . ?
C23 O4 Yb1 90.70(13) . . ?
C23 O3 Yb1 95.42(14) . . ?
O5 Yb1 OW1 83.66(6) . . ?
O5 Yb1 O3 134.74(6) . . ?
OW1 Yb1 O3 81.05(6) . . ?
O5 Yb1 O1 82.56(6) . . ?
OW1 Yb1 O1 130.65(6) . . ?
O3 Yb1 O1 137.61(6) . . ?
O5 Yb1 O2 75.03(6) . . ?
OW1 Yb1 O2 76.23(6) . . ?
O3 Yb1 O2 139.85(6) . . ?
O1 Yb1 O2 54.44(6) . . ?
O5 Yb1 O4 81.09(6) . . ?
OW1 Yb1 O4 74.89(6) . . ?
O3 Yb1 O4 53.83(5) . . ?
O1 Yb1 O4 147.56(5) . . ?
O2 Yb1 O4 144.16(5) . . ?
O5 Yb1 N1 81.41(6) . . ?
OW1 Yb1 N1 143.64(6) . . ?
O3 Yb1 N1 86.32(6) . . ?
O1 Yb1 N1 79.83(6) . . ?
O2 Yb1 N1 130.31(6) . . ?
O4 Yb1 N1 70.16(6) . . ?
O5 Yb1 N3 143.55(6) . . ?
OW1 Yb1 N3 79.70(6) . . ?
O3 Yb1 N3 74.07(6) . . ?
O1 Yb1 N3 84.10(6) . . ?
O2 Yb1 N3 69.61(6) . . ?
O4 Yb1 N3 124.43(6) . . ?
N1 Yb1 N3 129.05(6) . . ?
O5 Yb1 N2 139.22(6) . . ?
OW1 Yb1 N2 137.12(6) . . ?
O3 Yb1 N2 67.71(6) . . ?
O1 Yb1 N2 70.13(6) . . ?
O2 Yb1 N2 109.43(6) . . ?
O4 Yb1 N2 106.14(6) . . ?
N1 Yb1 N2 64.75(6) . . ?
N3 Yb1 N2 64.31(6) . . ?
O5 Yb1 C16 76.35(6) . . ?
OW1 Yb1 C16 103.19(7) . . ?
O3 Yb1 C16 148.72(6) . . ?
O1 Yb1 C16 27.46(6) . . ?
O2 Yb1 C16 27.02(6) . . ?
O4 Yb1 C16 157.42(6) . . ?
N1 Yb1 C16 105.16(7) . . ?
N3 Yb1 C16 76.24(6) . . ?
N2 Yb1 C16 90.63(7) . . ?
O5 Yb1 C23 108.18(6) . . ?
OW1 Yb1 C23 76.77(6) . . ?
O3 Yb1 C23 26.69(6) . . ?
O1 Yb1 C23 152.25(6) . . ?
O2 Yb1 C23 152.24(6) . . ?
O4 Yb1 C23 27.15(6) . . ?
N1 Yb1 C23 76.76(6) . . ?
N3 Yb1 C23 99.26(6) . . ?
N2 Yb1 C23 86.41(6) . . ?
C16 Yb1 C23 175.39(6) . . ?
O5 Yb1 HW1B 92.6(7) . . ?
OW1 Yb1 HW1B 13.5(7) . . ?
O3 Yb1 HW1B 67.7(7) . . ?
O1 Yb1 HW1B 142.4(7) . . ?
O2 Yb1 HW1B 88.2(7) . . ?
O4 Yb1 HW1B 66.4(7) . . ?
N1 Yb1 HW1B 136.5(7) . . ?
N3 Yb1 HW1B 77.9(7) . . ?
N2 Yb1 HW1B 127.4(7) . . ?
C16 Yb1 HW1B 115.2(7) . . ?
C23 Yb1 HW1B 64.3(7) . . ?

_refine_diff_density_max         1.396
_refine_diff_density_min         -0.637
_refine_diff_density_rms         0.118

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_Complex_8Prime
_database_code_depnum_ccdc_archive 'CCDC 1514966'
_audit_update_record             
;
2016-11-03 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H25 Br3 N3 O7 Tb'
_exptl_crystal_recrystallization_method Hydrothermal
_chemical_melting_point          ?

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow

_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         1010.24

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'
Br Br -0.2901 2.4595 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.7587(3)
_cell_length_b                   13.2478(5)
_cell_length_c                   15.3694(6)
_cell_angle_alpha                103.3320(10)
_cell_angle_beta                 92.8020(10)
_cell_angle_gamma                92.4950(11)
_cell_volume                     1730.47(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    26200
_cell_measurement_theta_min      5.240
_cell_measurement_theta_max      57.285
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.939
_exptl_crystal_F_000             976
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.344
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.099
_exptl_absorpt_coefficient_mu    5.561
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5793
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (2015)'
_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Fine-focus sealed tube'
_diffrn_source_type              Siemens
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26185
_diffrn_reflns_av_unetI/netI     0.0463
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.364
_diffrn_reflns_theta_max         30.509
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.916
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.916
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.916
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9689
_reflns_number_gt                7833
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'SIR92 (Gualardi, 1994)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  'Crystal Maker (Palmer, 2009)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0298P)²+0.1654P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9689
_refine_ls_number_parameters     459
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0480
_refine_ls_R_factor_gt           0.0323
_refine_ls_wR_factor_ref         0.0694
_refine_ls_wR_factor_gt          0.0646
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C30 C 0.6849(3) 0.3680(2) 0.4221(2) 0.0305(6) Uani 1 1 d . . . . .
C31 C 0.5914(3) 0.2691(2) 0.38082(19) 0.0310(7) Uani 1 1 d . . . . .
C36 C 0.4519(4) 0.2473(3) 0.4128(2) 0.0474(9) Uani 1 1 d . . . . .
H36 H 0.4162 0.2938 0.4615 0.057 Uiso 1 1 calc R U . . .
C35 C 0.3647(4) 0.1572(3) 0.3734(3) 0.0548(10) Uani 1 1 d . . . . .
H35 H 0.2707 0.1434 0.3950 0.066 Uiso 1 1 calc R U . . .
C34 C 0.4184(4) 0.0887(3) 0.3021(2) 0.0423(8) Uani 1 1 d . . . . .
C33 C 0.5584(4) 0.1062(3) 0.2701(2) 0.0468(9) Uani 1 1 d . . . . .
H33 H 0.5950 0.0582 0.2227 0.056 Uiso 1 1 calc R U . . .
C32 C 0.6439(4) 0.1969(3) 0.3100(2) 0.0398(8) Uani 1 1 d . . . . .
H32 H 0.7388 0.2095 0.2888 0.048 Uiso 1 1 calc R U . . .
C16 C 0.9011(3) 0.2798(2) 0.18289(19) 0.0300(7) Uani 1 1 d . . . . .
C17 C 0.8556(3) 0.1743(2) 0.12436(19) 0.0307(7) Uani 1 1 d . . . . .
C18 C 0.9274(4) 0.0873(3) 0.1378(2) 0.0383(7) Uani 1 1 d . . . . .
H18 H 1.0056 0.0947 0.1824 0.046 Uiso 1 1 calc R U . . .
C19 C 0.8838(4) -0.0105(3) 0.0855(2) 0.0430(8) Uani 1 1 d . . . . .
H19 H 0.9328 -0.0685 0.0943 0.052 Uiso 1 1 calc R U . . .
C20 C 0.7671(4) -0.0208(2) 0.0204(2) 0.0375(7) Uani 1 1 d . . . . .
C21 C 0.6934(4) 0.0645(3) 0.0056(2) 0.0390(8) Uani 1 1 d . . . . .
H21 H 0.6153 0.0568 -0.0391 0.047 Uiso 1 1 calc R U . . .
C22 C 0.7383(4) 0.1610(2) 0.0584(2) 0.0363(7) Uani 1 1 d . . . . .
H22 H 0.6885 0.2188 0.0496 0.044 Uiso 1 1 calc R U . . .
C23 C 1.0513(3) 0.6740(2) 0.41494(19) 0.0292(6) Uani 1 1 d . . . . .
C24 C 1.0983(3) 0.7796(2) 0.4704(2) 0.0327(7) Uani 1 1 d . . . . .
C25 C 1.2124(4) 0.8394(3) 0.4436(2) 0.0491(9) Uani 1 1 d . . . . .
H25 H 1.2593 0.8134 0.3907 0.059 Uiso 1 1 calc R U . . .
C26 C 1.2571(5) 0.9376(3) 0.4949(3) 0.0614(11) Uani 1 1 d . . . . .
H26 H 1.3351 0.9773 0.4775 0.074 Uiso 1 1 calc R U . . .
C27 C 1.1844(5) 0.9751(3) 0.5716(3) 0.0552(11) Uani 1 1 d . . . . .
C28 C 1.0722(5) 0.9176(3) 0.5998(3) 0.0600(11) Uani 1 1 d . . . . .
H28 H 1.0246 0.9446 0.6522 0.072 Uiso 1 1 calc R U . . .
C29 C 1.0299(4) 0.8188(3) 0.5495(2) 0.0468(9) Uani 1 1 d . . . . .
H29 H 0.9552 0.7785 0.5690 0.056 Uiso 1 1 calc R U . . .
C1 C 0.6229(3) 0.5871(2) 0.3342(2) 0.0346(7) Uani 1 1 d . . . . .
H1 H 0.6312 0.5557 0.3824 0.042 Uiso 1 1 calc R U . . .
C2 C 0.4926(4) 0.6377(3) 0.3228(2) 0.0401(8) Uani 1 1 d . . . . .
H2 H 0.4138 0.6390 0.3614 0.048 Uiso 1 1 calc R U . . .
C3 C 0.4812(4) 0.6865(3) 0.2530(2) 0.0433(8) Uani 1 1 d . . . . .
H3 H 0.3945 0.7214 0.2432 0.052 Uiso 1 1 calc R U . . .
C4 C 0.6016(4) 0.6825(3) 0.1978(2) 0.0391(8) Uani 1 1 d . . . . .
H4 H 0.5967 0.7158 0.1507 0.047 Uiso 1 1 calc R U . . .
C5 C 0.7289(3) 0.6296(2) 0.21211(19) 0.0286(6) Uani 1 1 d . . . . .
C6 C 0.8635(3) 0.6248(2) 0.15572(18) 0.0292(6) Uani 1 1 d . . . . .
C7 C 0.8739(4) 0.6830(3) 0.0921(2) 0.0470(9) Uani 1 1 d . . . . .
H7 H 0.7961 0.7258 0.0834 0.056 Uiso 1 1 calc R U . . .
C8 C 1.0001(4) 0.6772(3) 0.0419(3) 0.0568(11) Uani 1 1 d . . . . .
H8 H 1.0084 0.7155 -0.0014 0.068 Uiso 1 1 calc R U . . .
C9 C 1.1133(4) 0.6143(3) 0.0565(2) 0.0488(9) Uani 1 1 d . . . . .
H9 H 1.1989 0.6089 0.0226 0.059 Uiso 1 1 calc R U . . .
C10 C 1.1002(3) 0.5583(2) 0.12250(19) 0.0311(7) Uani 1 1 d . . . . .
C11 C 1.2210(3) 0.4911(2) 0.14280(19) 0.0295(6) Uani 1 1 d . . . . .
C12 C 1.3512(4) 0.4744(3) 0.0934(2) 0.0421(8) Uani 1 1 d . . . . .
H12 H 1.3613 0.5025 0.0437 0.050 Uiso 1 1 calc R U . . .
C13 C 1.4631(4) 0.4169(3) 0.1185(2) 0.0430(8) Uani 1 1 d . . . . .
H13 H 1.5513 0.4072 0.0870 0.052 Uiso 1 1 calc R U . . .
C14 C 1.4453(4) 0.3731(3) 0.1904(2) 0.0395(8) Uani 1 1 d . . . . .
H14 H 1.5211 0.3342 0.2088 0.047 Uiso 1 1 calc R U . . .
C15 C 1.3112(4) 0.3886(3) 0.2347(2) 0.0358(7) Uani 1 1 d . . . . .
H15 H 1.2962 0.3568 0.2818 0.043 Uiso 1 1 calc R U . . .
N1 N 0.7390(3) 0.58031(19) 0.27969(16) 0.0294(5) Uani 1 1 d . . . . .
N2 N 0.9754(3) 0.56370(18) 0.17094(15) 0.0270(5) Uani 1 1 d . . . . .
N3 N 1.2018(3) 0.44795(19) 0.21232(15) 0.0289(5) Uani 1 1 d . . . . .
O6 O 0.6564(3) 0.41650(19) 0.49790(14) 0.0445(6) Uani 1 1 d . . . . .
O5 O 0.7875(2) 0.39599(17) 0.37540(14) 0.0384(5) Uani 1 1 d . . . . .
O4 O 0.9466(2) 0.61937(16) 0.43986(13) 0.0341(5) Uani 1 1 d . . . . .
O3 O 1.1144(2) 0.63971(16) 0.34282(13) 0.0345(5) Uani 1 1 d . . . . .
O2 O 0.8366(3) 0.35789(16) 0.16803(14) 0.0373(5) Uani 1 1 d . . . . .
O1 O 0.9988(2) 0.28626(16) 0.24677(14) 0.0354(5) Uani 1 1 d . . . . .
OW1 O 1.1431(3) 0.4369(2) 0.41165(15) 0.0334(5) Uani 1 1 d . . . . .
Br1 Br 0.70682(5) -0.15373(3) -0.05330(3) 0.05433(11) Uani 1 1 d . . . . .
Br3 Br 0.29725(5) -0.03455(3) 0.24703(3) 0.06741(13) Uani 1 1 d . . . . .
Br2 Br 1.24712(8) 1.10921(4) 0.64236(4) 0.1027(2) Uani 1 1 d . . . . .
Tb1 Tb 0.96455(2) 0.47396(2) 0.30401(2) 0.02341(5) Uani 1 1 d . . . . .
HW1A H 1.108(4) 0.413(3) 0.447(2) 0.044(12) Uiso 1 1 d . . . . .
HW1B H 1.202(4) 0.480(3) 0.436(3) 0.053(13) Uiso 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
C30 O6 1.237(3) . ?
C30 O5 1.272(3) . ?
C30 C31 1.504(4) . ?
C31 C36 1.382(4) . ?
C31 C32 1.385(4) . ?
C36 C35 1.385(5) . ?
C36 H36 0.9300 . ?
C35 C34 1.369(5) . ?
C35 H35 0.9300 . ?
C34 C33 1.373(5) . ?
C34 Br3 1.906(3) . ?
C33 C32 1.384(5) . ?
C33 H33 0.9300 . ?
C32 H32 0.9300 . ?
C16 O1 1.255(4) . ?
C16 O2 1.261(4) . ?
C16 C17 1.503(4) . ?
C16 Tb1 2.821(3) . ?
C17 C22 1.384(4) . ?
C17 C18 1.388(4) . ?
C18 C19 1.384(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.375(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.382(5) . ?
C20 Br1 1.898(3) . ?
C21 C22 1.377(4) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 O3 1.261(3) . ?
C23 O4 1.271(3) . ?
C23 C24 1.490(4) . ?
C23 Tb1 2.850(3) . ?
C24 C29 1.383(4) . ?
C24 C25 1.385(4) . ?
C25 C26 1.386(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.369(6) . ?
C26 H26 0.9300 . ?
C27 C28 1.365(6) . ?
C27 Br2 1.899(3) . ?
C28 C29 1.383(5) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C1 N1 1.342(4) . ?
C1 C2 1.372(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.377(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.380(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.379(4) . ?
C4 H4 0.9300 . ?
C5 N1 1.349(4) . ?
C5 C6 1.492(4) . ?
C6 N2 1.343(4) . ?
C6 C7 1.382(4) . ?
C7 C8 1.374(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.365(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.394(4) . ?
C9 H9 0.9300 . ?
C10 N2 1.348(3) . ?
C10 C11 1.478(4) . ?
C11 N3 1.337(4) . ?
C11 C12 1.398(4) . ?
C12 C13 1.361(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.374(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.385(4) . ?
C14 H14 0.9300 . ?
C15 N3 1.347(4) . ?
C15 H15 0.9300 . ?
N1 Tb1 2.537(2) . ?
N2 Tb1 2.595(2) . ?
N3 Tb1 2.559(2) . ?
O5 Tb1 2.2856(19) . ?
O4 Tb1 2.510(2) . ?
O3 Tb1 2.443(2) . ?
O2 Tb1 2.475(2) . ?
O1 Tb1 2.476(2) . ?
OW1 Tb1 2.369(2) . ?
OW1 HW1A 0.76(4) . ?
OW1 HW1B 0.76(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
O6 C30 O5 124.7(3) . . ?
O6 C30 C31 118.4(3) . . ?
O5 C30 C31 116.9(3) . . ?
C36 C31 C32 118.2(3) . . ?
C36 C31 C30 121.1(3) . . ?
C32 C31 C30 120.7(3) . . ?
C31 C36 C35 120.9(3) . . ?
C31 C36 H36 119.5 . . ?
C35 C36 H36 119.5 . . ?
C34 C35 C36 119.3(3) . . ?
C34 C35 H35 120.4 . . ?
C36 C35 H35 120.4 . . ?
C35 C34 C33 121.4(3) . . ?
C35 C34 Br3 119.3(3) . . ?
C33 C34 Br3 119.3(3) . . ?
C34 C33 C32 118.6(3) . . ?
C34 C33 H33 120.7 . . ?
C32 C33 H33 120.7 . . ?
C33 C32 C31 121.5(3) . . ?
C33 C32 H32 119.3 . . ?
C31 C32 H32 119.3 . . ?
O1 C16 O2 122.4(3) . . ?
O1 C16 C17 118.5(3) . . ?
O2 C16 C17 119.1(3) . . ?
O1 C16 Tb1 61.27(15) . . ?
O2 C16 Tb1 61.27(15) . . ?
C17 C16 Tb1 174.40(19) . . ?
C22 C17 C18 118.6(3) . . ?
C22 C17 C16 121.1(3) . . ?
C18 C17 C16 120.3(3) . . ?
C19 C18 C17 120.6(3) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C20 C19 C18 119.2(3) . . ?
C20 C19 H19 120.4 . . ?
C18 C19 H19 120.4 . . ?
C19 C20 C21 121.4(3) . . ?
C19 C20 Br1 120.0(3) . . ?
C21 C20 Br1 118.5(2) . . ?
C22 C21 C20 118.5(3) . . ?
C22 C21 H21 120.8 . . ?
C20 C21 H21 120.8 . . ?
C21 C22 C17 121.6(3) . . ?
C21 C22 H22 119.2 . . ?
C17 C22 H22 119.2 . . ?
O3 C23 O4 120.3(3) . . ?
O3 C23 C24 119.8(3) . . ?
O4 C23 C24 119.9(3) . . ?
O3 C23 Tb1 58.61(15) . . ?
O4 C23 Tb1 61.67(15) . . ?
C24 C23 Tb1 178.2(2) . . ?
C29 C24 C25 119.2(3) . . ?
C29 C24 C23 120.6(3) . . ?
C25 C24 C23 120.2(3) . . ?
C24 C25 C26 120.6(4) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 H25 119.7 . . ?
C27 C26 C25 118.7(4) . . ?
C27 C26 H26 120.7 . . ?
C25 C26 H26 120.7 . . ?
C28 C27 C26 121.9(3) . . ?
C28 C27 Br2 119.4(3) . . ?
C26 C27 Br2 118.7(3) . . ?
C27 C28 C29 119.4(4) . . ?
C27 C28 H28 120.3 . . ?
C29 C28 H28 120.3 . . ?
C28 C29 C24 120.2(3) . . ?
C28 C29 H29 119.9 . . ?
C24 C29 H29 119.9 . . ?
N1 C1 C2 123.6(3) . . ?
N1 C1 H1 118.2 . . ?
C2 C1 H1 118.2 . . ?
C1 C2 C3 118.5(3) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 H2 120.7 . . ?
C2 C3 C4 118.5(3) . . ?
C2 C3 H3 120.8 . . ?
C4 C3 H3 120.8 . . ?
C5 C4 C3 120.4(3) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
N1 C5 C4 121.2(3) . . ?
N1 C5 C6 116.3(3) . . ?
C4 C5 C6 122.5(3) . . ?
N2 C6 C7 121.6(3) . . ?
N2 C6 C5 117.2(2) . . ?
C7 C6 C5 121.1(3) . . ?
C8 C7 C6 119.5(3) . . ?
C8 C7 H7 120.3 . . ?
C6 C7 H7 120.3 . . ?
C9 C8 C7 119.1(3) . . ?
C9 C8 H8 120.5 . . ?
C7 C8 H8 120.5 . . ?
C8 C9 C10 119.8(3) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?
N2 C10 C9 120.7(3) . . ?
N2 C10 C11 117.1(2) . . ?
C9 C10 C11 122.1(3) . . ?
N3 C11 C12 120.9(3) . . ?
N3 C11 C10 116.8(3) . . ?
C12 C11 C10 122.3(3) . . ?
C13 C12 C11 119.7(3) . . ?
C13 C12 H12 120.2 . . ?
C11 C12 H12 120.2 . . ?
C12 C13 C14 119.9(3) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C13 C14 C15 118.0(3) . . ?
C13 C14 H14 121.0 . . ?
C15 C14 H14 121.0 . . ?
N3 C15 C14 122.7(3) . . ?
N3 C15 H15 118.6 . . ?
C14 C15 H15 118.6 . . ?
C1 N1 C5 117.8(3) . . ?
C1 N1 Tb1 119.8(2) . . ?
C5 N1 Tb1 122.42(19) . . ?
C6 N2 C10 119.3(2) . . ?
C6 N2 Tb1 120.03(18) . . ?
C10 N2 Tb1 120.34(19) . . ?
C11 N3 C15 118.7(3) . . ?
C11 N3 Tb1 122.3(2) . . ?
C15 N3 Tb1 118.95(19) . . ?
C30 O5 Tb1 170.4(2) . . ?
C23 O4 Tb1 91.86(17) . . ?
C23 O3 Tb1 95.25(17) . . ?
C16 O2 Tb1 92.20(17) . . ?
C16 O1 Tb1 92.33(18) . . ?
Tb1 OW1 HW1A 115(3) . . ?
Tb1 OW1 HW1B 119(3) . . ?
HW1A OW1 HW1B 107(4) . . ?
O5 Tb1 OW1 84.76(9) . . ?
O5 Tb1 O3 134.01(7) . . ?
OW1 Tb1 O3 80.87(8) . . ?
O5 Tb1 O2 83.18(7) . . ?
OW1 Tb1 O2 130.07(8) . . ?
O3 Tb1 O2 137.55(7) . . ?
O5 Tb1 O1 76.50(7) . . ?
OW1 Tb1 O1 77.18(8) . . ?
O3 Tb1 O1 140.15(7) . . ?
O2 Tb1 O1 52.90(7) . . ?
O5 Tb1 O4 81.54(7) . . ?
OW1 Tb1 O4 75.55(8) . . ?
O3 Tb1 O4 52.61(6) . . ?
O2 Tb1 O4 148.53(7) . . ?
O1 Tb1 O4 146.25(7) . . ?
O5 Tb1 N1 81.72(8) . . ?
OW1 Tb1 N1 145.07(8) . . ?
O3 Tb1 N1 85.70(7) . . ?
O2 Tb1 N1 80.01(8) . . ?
O1 Tb1 N1 129.63(7) . . ?
O4 Tb1 N1 70.69(7) . . ?
O5 Tb1 N3 145.31(8) . . ?
OW1 Tb1 N3 79.86(8) . . ?
O3 Tb1 N3 73.83(7) . . ?
O2 Tb1 N3 83.32(7) . . ?
O1 Tb1 N3 69.86(7) . . ?
O4 Tb1 N3 123.46(7) . . ?
N1 Tb1 N3 126.80(8) . . ?
O5 Tb1 N2 139.08(8) . . ?
OW1 Tb1 N2 136.15(8) . . ?
O3 Tb1 N2 67.38(7) . . ?
O2 Tb1 N2 70.45(7) . . ?
O1 Tb1 N2 108.43(7) . . ?
O4 Tb1 N2 104.98(7) . . ?
N1 Tb1 N2 63.68(7) . . ?
N3 Tb1 N2 63.13(7) . . ?
O5 Tb1 C16 77.70(8) . . ?
OW1 Tb1 C16 103.55(9) . . ?
O3 Tb1 C16 148.19(7) . . ?
O2 Tb1 C16 26.53(8) . . ?
O1 Tb1 C16 26.40(8) . . ?
O4 Tb1 C16 159.20(7) . . ?
N1 Tb1 C16 104.77(9) . . ?
N3 Tb1 C16 76.00(8) . . ?
N2 Tb1 C16 90.11(8) . . ?
O5 Tb1 C23 107.95(8) . . ?
OW1 Tb1 C23 76.86(8) . . ?
O3 Tb1 C23 26.14(7) . . ?
O2 Tb1 C23 152.49(8) . . ?
O1 Tb1 C23 153.09(8) . . ?
O4 Tb1 C23 26.47(7) . . ?
N1 Tb1 C23 76.98(8) . . ?
N3 Tb1 C23 98.59(8) . . ?
N2 Tb1 C23 85.85(8) . . ?
C16 Tb1 C23 174.33(8) . . ?

_refine_diff_density_max         0.747
_refine_diff_density_min         -0.956
_refine_diff_density_rms         0.106

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_Complex_12
_database_code_depnum_ccdc_archive 'CCDC 1514970'
_audit_update_record             
;
2016-11-03 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H25 Br3 N3 O7 Tm'
_exptl_crystal_recrystallization_method Hydrothermal
_chemical_melting_point          ?

_exptl_crystal_description       rod
_exptl_crystal_colour            yellow
_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         1020.25

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Tm Tm -0.3139 5.2483 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.7712(2)
_cell_length_b                   13.1735(4)
_cell_length_c                   15.3367(4)
_cell_angle_alpha                103.200(11)
_cell_angle_beta                 92.670(10)
_cell_angle_gamma                92.750(10)
_cell_volume                     1720.29(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    25715
_cell_measurement_theta_min      4.636
_cell_measurement_theta_max      58.202
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.970
_exptl_crystal_F_000             984
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.255
_exptl_crystal_size_mid          0.199
_exptl_crystal_size_min          0.094
_exptl_absorpt_coefficient_mu    6.117
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5546
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (2015)'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              Siemens
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25714
_diffrn_reflns_av_unetI/netI     0.0327
_diffrn_reflns_av_R_equivalents  0.0259
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.366
_diffrn_reflns_theta_max         30.576
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.915
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.915
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.915
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9680
_reflns_number_gt                8332
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'Superflip (Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  'Crystal Maker (Palmer, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0452P)²+1.3867P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9680
_refine_ls_number_parameters     459
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0260
_refine_ls_wR_factor_ref         0.0680
_refine_ls_wR_factor_gt          0.0633
_refine_ls_goodness_of_fit_ref   0.830
_refine_ls_restrained_S_all      0.830
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Tm1 Tm 0.96589(2) 0.97447(2) 0.30337(2) 0.02439(4) Uani 1 1 d . . . . .
Br1 Br 0.70656(4) 0.34654(2) -0.05280(2) 0.05375(9) Uani 1 1 d . . . . .
Br2 Br 1.24797(7) 1.61065(3) 0.64043(4) 0.10125(18) Uani 1 1 d . . . . .
Br3 Br 0.29767(5) 0.46496(3) 0.24644(3) 0.06699(11) Uani 1 1 d . . . . .
O4 O 0.9472(2) 1.11763(14) 0.43952(11) 0.0342(4) Uani 1 1 d . . . . .
O5 O 0.7938(2) 0.89546(14) 0.37386(12) 0.0379(4) Uani 1 1 d . . . . .
O3 O 1.1143(2) 1.13749(14) 0.34207(11) 0.0355(4) Uani 1 1 d . . . . .
O2 O 0.9993(2) 0.78860(14) 0.24815(12) 0.0354(4) Uani 1 1 d . . . . .
N3 N 1.2011(2) 0.94758(16) 0.21428(13) 0.0299(4) Uani 1 1 d . . . . .
O6 O 0.6617(2) 0.91745(16) 0.49643(12) 0.0429(5) Uani 1 1 d . . . . .
N2 N 0.9763(2) 1.06310(15) 0.17226(12) 0.0259(4) Uani 1 1 d . . . . .
O1 O 0.8374(2) 0.86081(14) 0.17011(12) 0.0373(4) Uani 1 1 d . . . . .
OW1 O 1.1374(2) 0.93705(16) 0.40938(12) 0.0326(4) Uani 1 1 d . . . . .
C23 C 1.0513(3) 1.1722(2) 0.41420(16) 0.0298(5) Uani 1 1 d . . . . .
C16 C 0.9019(3) 0.7817(2) 0.18464(16) 0.0303(5) Uani 1 1 d . . . . .
C35 C 0.3661(3) 0.6586(3) 0.3710(2) 0.0558(9) Uani 1 1 d . . . . .
H35 H 0.2707 0.6458 0.3915 0.067 Uiso 1 1 calc R U . . .
C21 C 0.6936(3) 0.5655(2) 0.00684(18) 0.0395(6) Uani 1 1 d . . . . .
H21 H 0.6148 0.5575 -0.0373 0.047 Uiso 1 1 calc R U . . .
C27 C 1.1852(4) 1.4757(2) 0.5703(2) 0.0551(9) Uani 1 1 d . . . . .
C22 C 0.7383(3) 0.6633(2) 0.05972(18) 0.0371(6) Uani 1 1 d . . . . .
H22 H 0.6888 0.7213 0.0509 0.045 Uiso 1 1 calc R U . . .
C30 C 0.6906(3) 0.8682(2) 0.42057(16) 0.0299(5) Uani 1 1 d . . . . .
C6 C 0.8639(3) 1.12356(19) 0.15690(16) 0.0292(5) Uani 1 1 d . . . . .
C24 C 1.0989(3) 1.2788(2) 0.46952(17) 0.0323(5) Uani 1 1 d . . . . .
C17 C 0.8558(3) 0.6759(2) 0.12549(16) 0.0315(5) Uani 1 1 d . . . . .
C5 C 0.7303(3) 1.12757(19) 0.21372(16) 0.0289(5) Uani 1 1 d . . . . .
C19 C 0.8843(3) 0.4905(2) 0.08647(19) 0.0436(7) Uani 1 1 d . . . . .
H19 H 0.9323 0.4321 0.0958 0.052 Uiso 1 1 calc R U . . .
C2 C 0.4967(3) 1.1364(2) 0.32626(19) 0.0389(6) Uani 1 1 d . . . . .
H2 H 0.4190 1.1385 0.3658 0.047 Uiso 1 1 calc R U . . .
C36 C 0.4537(3) 0.7490(2) 0.4111(2) 0.0472(7) Uani 1 1 d . . . . .
H36 H 0.4172 0.7965 0.4590 0.057 Uiso 1 1 calc R U . . .
C29 C 1.0289(3) 1.3189(2) 0.5480(2) 0.0472(7) Uani 1 1 d . . . . .
H29 H 0.9536 1.2786 0.5675 0.057 Uiso 1 1 calc R U . . .
C20 C 0.7677(3) 0.4802(2) 0.02074(18) 0.0373(6) Uani 1 1 d . . . . .
C7 C 0.8733(4) 1.1815(2) 0.0920(2) 0.0455(7) Uani 1 1 d . . . . .
H7 H 0.7948 1.2235 0.0826 0.055 Uiso 1 1 calc R U . . .
C34 C 0.4204(3) 0.5883(2) 0.30107(19) 0.0427(7) Uani 1 1 d . . . . .
C1 C 0.6275(3) 1.0855(2) 0.33755(17) 0.0343(6) Uani 1 1 d . . . . .
H1 H 0.6366 1.0542 0.3860 0.041 Uiso 1 1 calc R U . . .
C26 C 1.2591(4) 1.4369(3) 0.4938(2) 0.0607(9) Uani 1 1 d . . . . .
H26 H 1.3377 1.4766 0.4765 0.073 Uiso 1 1 calc R U . . .
C10 C 1.0999(3) 1.0582(2) 0.12290(16) 0.0320(5) Uani 1 1 d . . . . .
C31 C 0.5956(3) 0.7688(2) 0.37990(16) 0.0313(5) Uani 1 1 d . . . . .
C8 C 0.9991(4) 1.1761(3) 0.0420(2) 0.0568(9) Uani 1 1 d . . . . .
H8 H 1.0068 1.2145 -0.0017 0.068 Uiso 1 1 calc R U . . .
C4 C 0.6023(3) 1.1806(2) 0.19912(19) 0.0385(6) Uani 1 1 d . . . . .
H4 H 0.5963 1.2137 0.1517 0.046 Uiso 1 1 calc R U . . .
C32 C 0.6483(3) 0.6949(2) 0.31044(18) 0.0409(6) Uani 1 1 d . . . . .
H32 H 0.7444 0.7065 0.2901 0.049 Uiso 1 1 calc R U . . .
C3 C 0.4834(3) 1.1838(2) 0.2559(2) 0.0428(7) Uani 1 1 d . . . . .
H3 H 0.3958 1.2177 0.2463 0.051 Uiso 1 1 calc R U . . .
C18 C 0.9284(3) 0.5887(2) 0.13815(18) 0.0391(6) Uani 1 1 d . . . . .
H18 H 1.0078 0.5965 0.1820 0.047 Uiso 1 1 calc R U . . .
C25 C 1.2151(4) 1.3381(2) 0.4427(2) 0.0488(7) Uani 1 1 d . . . . .
H25 H 1.2635 1.3114 0.3904 0.059 Uiso 1 1 calc R U . . .
C33 C 0.5624(4) 0.6049(2) 0.27067(19) 0.0461(7) Uani 1 1 d . . . . .
H33 H 0.5996 0.5560 0.2240 0.055 Uiso 1 1 calc R U . . .
C9 C 1.1137(4) 1.1138(3) 0.0569(2) 0.0488(8) Uani 1 1 d . . . . .
H9 H 1.1995 1.1089 0.0231 0.059 Uiso 1 1 calc R U . . .
C28 C 1.0703(4) 1.4185(3) 0.5975(2) 0.0612(9) Uani 1 1 d . . . . .
H28 H 1.0205 1.4465 0.6490 0.073 Uiso 1 1 calc R U . . .
N1 N 0.7428(2) 1.07890(16) 0.28169(13) 0.0290(4) Uani 1 1 d . . . . .
C11 C 1.2207(3) 0.9910(2) 0.14403(16) 0.0301(5) Uani 1 1 d . . . . .
C14 C 1.4440(3) 0.8726(2) 0.19295(18) 0.0389(6) Uani 1 1 d . . . . .
H14 H 1.5190 0.8337 0.2122 0.047 Uiso 1 1 calc R U . . .
C12 C 1.3506(3) 0.9738(2) 0.09487(19) 0.0417(7) Uani 1 1 d . . . . .
H12 H 1.3612 1.0019 0.0449 0.050 Uiso 1 1 calc R U . . .
C15 C 1.3103(3) 0.8891(2) 0.23658(18) 0.0355(6) Uani 1 1 d . . . . .
H15 H 1.2952 0.8577 0.2843 0.043 Uiso 1 1 calc R U . . .
C13 C 1.4628(3) 0.9155(2) 0.1202(2) 0.0429(7) Uani 1 1 d . . . . .
H13 H 1.5507 0.9051 0.0884 0.052 Uiso 1 1 calc R U . . .
HW1B H 1.194(3) 0.985(2) 0.437(2) 0.043(9) Uiso 1 1 d . . . . .
HW1A H 1.097(4) 0.919(3) 0.449(2) 0.068(12) Uiso 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
Tm1 O5 2.2462(16) . ?
Tm1 OW1 2.3151(19) . ?
Tm1 O3 2.3953(17) . ?
Tm1 O1 2.4320(17) . ?
Tm1 O2 2.4380(18) . ?
Tm1 O4 2.4913(17) . ?
Tm1 N1 2.498(2) . ?
Tm1 N3 2.522(2) . ?
Tm1 N2 2.5483(19) . ?
Tm1 C16 2.782(2) . ?
Tm1 C23 2.812(2) . ?
Br1 C20 1.899(3) . ?
Br2 C27 1.897(3) . ?
Br3 C34 1.904(3) . ?
O4 C23 1.264(3) . ?
O5 C30 1.268(3) . ?
O3 C23 1.261(3) . ?
O2 C16 1.250(3) . ?
N3 C15 1.337(3) . ?
N3 C11 1.344(3) . ?
O6 C30 1.240(3) . ?
N2 C6 1.342(3) . ?
N2 C10 1.346(3) . ?
O1 C16 1.268(3) . ?
OW1 HW1B 0.81(3) . ?
OW1 HW1A 0.79(4) . ?
C23 C24 1.495(3) . ?
C16 C17 1.504(3) . ?
C35 C34 1.367(4) . ?
C35 C36 1.385(4) . ?
C35 H35 0.9300 . ?
C21 C20 1.377(4) . ?
C21 C22 1.384(4) . ?
C21 H21 0.9300 . ?
C27 C28 1.367(5) . ?
C27 C26 1.373(5) . ?
C22 C17 1.384(4) . ?
C22 H22 0.9300 . ?
C30 C31 1.507(3) . ?
C6 C7 1.389(4) . ?
C6 C5 1.488(3) . ?
C24 C29 1.384(4) . ?
C24 C25 1.388(4) . ?
C17 C18 1.387(4) . ?
C5 N1 1.346(3) . ?
C5 C4 1.386(4) . ?
C19 C18 1.381(4) . ?
C19 C20 1.381(4) . ?
C19 H19 0.9300 . ?
C2 C3 1.367(4) . ?
C2 C1 1.381(4) . ?
C2 H2 0.9300 . ?
C36 C31 1.389(4) . ?
C36 H36 0.9300 . ?
C29 C28 1.380(4) . ?
C29 H29 0.9300 . ?
C7 C8 1.368(4) . ?
C7 H7 0.9300 . ?
C34 C33 1.375(4) . ?
C1 N1 1.349(3) . ?
C1 H1 0.9300 . ?
C26 C25 1.384(4) . ?
C26 H26 0.9300 . ?
C10 C9 1.385(4) . ?
C10 C11 1.484(4) . ?
C31 C32 1.382(4) . ?
C8 C9 1.371(4) . ?
C8 H8 0.9300 . ?
C4 C3 1.386(4) . ?
C4 H4 0.9300 . ?
C32 C33 1.374(4) . ?
C32 H32 0.9300 . ?
C3 H3 0.9300 . ?
C18 H18 0.9300 . ?
C25 H25 0.9300 . ?
C33 H33 0.9300 . ?
C9 H9 0.9300 . ?
C28 H28 0.9300 . ?
C11 C12 1.394(3) . ?
C14 C13 1.374(4) . ?
C14 C15 1.379(4) . ?
C14 H14 0.9300 . ?
C12 C13 1.372(4) . ?
C12 H12 0.9300 . ?
C15 H15 0.9300 . ?
C13 H13 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O5 Tm1 OW1 83.53(7) . . ?
O5 Tm1 O3 134.21(6) . . ?
OW1 Tm1 O3 80.97(7) . . ?
O5 Tm1 O1 82.83(6) . . ?
OW1 Tm1 O1 130.34(7) . . ?
O3 Tm1 O1 137.96(6) . . ?
O5 Tm1 O2 75.66(6) . . ?
OW1 Tm1 O2 76.62(6) . . ?
O3 Tm1 O2 139.88(6) . . ?
O1 Tm1 O2 53.75(6) . . ?
O5 Tm1 O4 81.20(6) . . ?
OW1 Tm1 O4 75.13(6) . . ?
O3 Tm1 O4 53.21(5) . . ?
O1 Tm1 O4 147.83(6) . . ?
O2 Tm1 O4 145.12(6) . . ?
O5 Tm1 N1 81.59(7) . . ?
OW1 Tm1 N1 144.12(6) . . ?
O3 Tm1 N1 86.40(6) . . ?
O1 Tm1 N1 79.73(6) . . ?
O2 Tm1 N1 129.86(6) . . ?
O4 Tm1 N1 70.44(6) . . ?
O5 Tm1 N3 143.98(7) . . ?
OW1 Tm1 N3 79.65(7) . . ?
O3 Tm1 N3 73.97(6) . . ?
O1 Tm1 N3 84.21(6) . . ?
O2 Tm1 N3 69.59(6) . . ?
O4 Tm1 N3 123.88(6) . . ?
N1 Tm1 N3 128.60(7) . . ?
O5 Tm1 N2 139.47(7) . . ?
OW1 Tm1 N2 137.00(7) . . ?
O3 Tm1 N2 67.88(6) . . ?
O1 Tm1 N2 70.31(6) . . ?
O2 Tm1 N2 108.80(6) . . ?
O4 Tm1 N2 105.78(6) . . ?
N1 Tm1 N2 64.53(6) . . ?
N3 Tm1 N2 64.08(6) . . ?
O5 Tm1 C16 77.01(7) . . ?
OW1 Tm1 C16 103.24(8) . . ?
O3 Tm1 C16 148.59(6) . . ?
O1 Tm1 C16 27.10(7) . . ?
O2 Tm1 C16 26.68(7) . . ?
O4 Tm1 C16 158.18(6) . . ?
N1 Tm1 C16 104.91(7) . . ?
N3 Tm1 C16 76.22(7) . . ?
N2 Tm1 C16 90.31(7) . . ?
O5 Tm1 C23 107.84(7) . . ?
OW1 Tm1 C23 76.83(7) . . ?
O3 Tm1 C23 26.50(6) . . ?
O1 Tm1 C23 152.49(7) . . ?
O2 Tm1 C23 152.60(7) . . ?
O4 Tm1 C23 26.71(6) . . ?
N1 Tm1 C23 77.01(7) . . ?
N3 Tm1 C23 99.01(7) . . ?
N2 Tm1 C23 86.44(7) . . ?
C16 Tm1 C23 175.08(7) . . ?
C23 O4 Tm1 90.94(14) . . ?
C30 O5 Tm1 169.22(18) . . ?
C23 O3 Tm1 95.53(15) . . ?
C16 O2 Tm1 92.17(15) . . ?
C15 N3 C11 118.3(2) . . ?
C15 N3 Tm1 120.06(16) . . ?
C11 N3 Tm1 121.61(16) . . ?
C6 N2 C10 118.9(2) . . ?
C6 N2 Tm1 119.84(15) . . ?
C10 N2 Tm1 120.93(16) . . ?
C16 O1 Tm1 92.00(15) . . ?
Tm1 OW1 HW1B 117(2) . . ?
Tm1 OW1 HW1A 113(3) . . ?
HW1B OW1 HW1A 101(3) . . ?
O3 C23 O4 120.3(2) . . ?
O3 C23 C24 119.8(2) . . ?
O4 C23 C24 119.9(2) . . ?
O3 C23 Tm1 57.97(12) . . ?
O4 C23 Tm1 62.35(13) . . ?
C24 C23 Tm1 177.47(18) . . ?
O2 C16 O1 121.9(2) . . ?
O2 C16 C17 119.1(2) . . ?
O1 C16 C17 118.9(2) . . ?
O2 C16 Tm1 61.15(13) . . ?
O1 C16 Tm1 60.90(13) . . ?
C17 C16 Tm1 174.92(16) . . ?
C34 C35 C36 119.9(3) . . ?
C34 C35 H35 120.0 . . ?
C36 C35 H35 120.0 . . ?
C20 C21 C22 118.9(3) . . ?
C20 C21 H21 120.6 . . ?
C22 C21 H21 120.6 . . ?
C28 C27 C26 121.5(3) . . ?
C28 C27 Br2 119.7(3) . . ?
C26 C27 Br2 118.8(3) . . ?
C17 C22 C21 120.9(3) . . ?
C17 C22 H22 119.5 . . ?
C21 C22 H22 119.5 . . ?
O6 C30 O5 124.9(2) . . ?
O6 C30 C31 118.0(2) . . ?
O5 C30 C31 117.1(2) . . ?
N2 C6 C7 121.4(2) . . ?
N2 C6 C5 117.1(2) . . ?
C7 C6 C5 121.5(2) . . ?
C29 C24 C25 119.5(3) . . ?
C29 C24 C23 120.5(2) . . ?
C25 C24 C23 120.0(2) . . ?
C22 C17 C18 119.0(2) . . ?
C22 C17 C16 121.0(2) . . ?
C18 C17 C16 120.0(2) . . ?
N1 C5 C4 121.9(2) . . ?
N1 C5 C6 116.0(2) . . ?
C4 C5 C6 122.1(2) . . ?
C18 C19 C20 119.0(3) . . ?
C18 C19 H19 120.5 . . ?
C20 C19 H19 120.5 . . ?
C3 C2 C1 118.8(3) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C35 C36 C31 120.2(3) . . ?
C35 C36 H36 119.9 . . ?
C31 C36 H36 119.9 . . ?
C28 C29 C24 120.2(3) . . ?
C28 C29 H29 119.9 . . ?
C24 C29 H29 119.9 . . ?
C21 C20 C19 121.4(2) . . ?
C21 C20 Br1 118.6(2) . . ?
C19 C20 Br1 120.1(2) . . ?
C8 C7 C6 119.4(3) . . ?
C8 C7 H7 120.3 . . ?
C6 C7 H7 120.3 . . ?
C35 C34 C33 120.9(3) . . ?
C35 C34 Br3 119.2(2) . . ?
C33 C34 Br3 119.8(2) . . ?
N1 C1 C2 123.1(3) . . ?
N1 C1 H1 118.4 . . ?
C2 C1 H1 118.4 . . ?
C27 C26 C25 119.2(3) . . ?
C27 C26 H26 120.4 . . ?
C25 C26 H26 120.4 . . ?
N2 C10 C9 121.7(2) . . ?
N2 C10 C11 116.2(2) . . ?
C9 C10 C11 122.1(2) . . ?
C32 C31 C36 118.3(2) . . ?
C32 C31 C30 120.6(2) . . ?
C36 C31 C30 121.1(2) . . ?
C7 C8 C9 119.5(3) . . ?
C7 C8 H8 120.3 . . ?
C9 C8 H8 120.3 . . ?
C3 C4 C5 119.3(3) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C33 C32 C31 121.7(3) . . ?
C33 C32 H32 119.1 . . ?
C31 C32 H32 119.1 . . ?
C2 C3 C4 119.1(3) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C19 C18 C17 120.8(3) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C26 C25 C24 120.1(3) . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C34 C33 C32 118.9(3) . . ?
C34 C33 H33 120.6 . . ?
C32 C33 H33 120.6 . . ?
C8 C9 C10 119.1(3) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
C27 C28 C29 119.5(3) . . ?
C27 C28 H28 120.3 . . ?
C29 C28 H28 120.3 . . ?
C5 N1 C1 117.7(2) . . ?
C5 N1 Tm1 122.17(16) . . ?
C1 N1 Tm1 120.07(17) . . ?
N3 C11 C12 120.7(2) . . ?
N3 C11 C10 117.0(2) . . ?
C12 C11 C10 122.4(2) . . ?
C13 C14 C15 117.8(3) . . ?
C13 C14 H14 121.1 . . ?
C15 C14 H14 121.1 . . ?
C13 C12 C11 120.0(3) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
N3 C15 C14 123.8(3) . . ?
N3 C15 H15 118.1 . . ?
C14 C15 H15 118.1 . . ?
C14 C13 C12 119.3(2) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?

_refine_diff_density_max         0.891
_refine_diff_density_min         -0.911
_refine_diff_density_rms         0.091

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_Complex_13Prime
_database_code_depnum_ccdc_archive 'CCDC 1514973'
_audit_update_record             
;
2016-11-03 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C60 H38 Br4 N6 O12 Yb2'
_chemical_melting_point          ?

_exptl_crystal_description       rod
_exptl_crystal_colour            yellow
_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         1700.68

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Yb Yb -0.3850 5.5486 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.9679(4)
_cell_length_b                   10.3797(4)
_cell_length_c                   15.0584(5)
_cell_angle_alpha                84.9890(10)
_cell_angle_beta                 74.4800(10)
_cell_angle_gamma                74.7740(10)
_cell_volume                     1448.25(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    21710
_cell_measurement_theta_min      4.543
_cell_measurement_theta_max      46.125
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.950
_exptl_crystal_F_000             816
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.386
_exptl_crystal_size_mid          0.165
_exptl_crystal_size_min          0.105
_exptl_absorpt_coefficient_mu    6.036
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5102
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (2015)'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              Siemens
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21709
_diffrn_reflns_av_unetI/netI     0.0539
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.404
_diffrn_reflns_theta_max         30.623
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.912
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.912
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.912
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8144
_reflns_number_gt                6663
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'Superflip (Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  'Crystal Maker (Palmer, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0303P)²+0.4314P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8144
_refine_ls_number_parameters     388
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0509
_refine_ls_R_factor_gt           0.0369
_refine_ls_wR_factor_ref         0.0776
_refine_ls_wR_factor_gt          0.0728
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C1 C 0.5158(5) 0.0082(5) 0.2582(3) 0.0494(11) Uani 1 1 d . . . . .
H1 H 0.5877 -0.0085 0.2894 0.059 Uiso 1 1 calc R U . . .
C2 C 0.3987(6) -0.0408(6) 0.2962(4) 0.0636(14) Uani 1 1 d . . . . .
H2 H 0.3911 -0.0884 0.3518 0.076 Uiso 1 1 calc R U . . .
C3 C 0.2928(6) -0.0185(6) 0.2510(4) 0.0756(18) Uani 1 1 d . . . . .
H3 H 0.2121 -0.0519 0.2748 0.091 Uiso 1 1 calc R U . . .
C4 C 0.3071(5) 0.0537(5) 0.1699(4) 0.0594(14) Uani 1 1 d . . . . .
H4 H 0.2356 0.0703 0.1384 0.071 Uiso 1 1 calc R U . . .
C5 C 0.4287(4) 0.1020(4) 0.1350(3) 0.0345(9) Uani 1 1 d . . . . .
C6 C 0.4483(4) 0.1818(4) 0.0486(3) 0.0312(8) Uani 1 1 d . . . . .
C7 C 0.3582(5) 0.1948(4) -0.0092(3) 0.0468(11) Uani 1 1 d . . . . .
H7 H 0.2841 0.1516 0.0050 0.056 Uiso 1 1 calc R U . . .
C8 C 0.3799(5) 0.2719(5) -0.0871(4) 0.0554(13) Uani 1 1 d . . . . .
H8 H 0.3211 0.2811 -0.1271 0.067 Uiso 1 1 calc R U . . .
C9 C 0.4888(5) 0.3359(5) -0.1064(3) 0.0498(11) Uani 1 1 d . . . . .
H9 H 0.5039 0.3895 -0.1590 0.060 Uiso 1 1 calc R U . . .
C10 C 0.5762(4) 0.3197(4) -0.0465(3) 0.0309(8) Uani 1 1 d . . . . .
C11 C 0.6984(4) 0.3833(4) -0.0650(3) 0.0342(9) Uani 1 1 d . . . . .
C12 C 0.7128(5) 0.4837(4) -0.1316(3) 0.0445(10) Uani 1 1 d . . . . .
H12 H 0.6418 0.5177 -0.1629 0.053 Uiso 1 1 calc R U . . .
C13 C 0.8340(5) 0.5319(5) -0.1507(3) 0.0524(12) Uani 1 1 d . . . . .
H13 H 0.8464 0.5987 -0.1953 0.063 Uiso 1 1 calc R U . . .
C14 C 0.9362(5) 0.4797(5) -0.1027(3) 0.0498(12) Uani 1 1 d . . . . .
H14 H 1.0201 0.5089 -0.1154 0.060 Uiso 1 1 calc R U . . .
C15 C 0.9123(5) 0.3837(4) -0.0359(3) 0.0441(10) Uani 1 1 d . . . . .
H15 H 0.9816 0.3496 -0.0034 0.053 Uiso 1 1 calc R U . . .
C16 C 0.6701(4) 0.3943(4) 0.2293(3) 0.0326(8) Uani 1 1 d . . . . .
C17 C 0.6284(4) 0.4971(4) 0.3020(3) 0.0310(8) Uani 1 1 d . . . . .
C18 C 0.4894(5) 0.5323(4) 0.3569(3) 0.0423(10) Uani 1 1 d . . . . .
H18 H 0.4205 0.4931 0.3477 0.051 Uiso 1 1 calc R U . . .
C19 C 0.4519(5) 0.6251(5) 0.4253(3) 0.0505(12) Uani 1 1 d . . . . .
H19 H 0.3580 0.6491 0.4617 0.061 Uiso 1 1 calc R U . . .
C20 C 0.5536(5) 0.6810(4) 0.4391(3) 0.0421(10) Uani 1 1 d . . . . .
C21 C 0.6922(5) 0.6508(4) 0.3845(3) 0.0488(11) Uani 1 1 d . . . . .
H21 H 0.7597 0.6922 0.3934 0.059 Uiso 1 1 calc R U . . .
C22 C 0.7290(5) 0.5583(4) 0.3164(3) 0.0441(10) Uani 1 1 d . . . . .
H22 H 0.8227 0.5364 0.2795 0.053 Uiso 1 1 calc R U . . .
C23 C 0.8770(9) -0.0475(9) 0.2352(4) 0.092(3) Uani 1 1 d . . . . .
C24 C 0.9252(4) -0.1107(3) 0.31788(19) 0.0451(10) Uani 1 1 d G . . . .
C25 C 0.8678(4) -0.0446(3) 0.4012(2) 0.0652(15) Uani 1 1 d G . . . .
H25 H 0.8056 0.0401 0.4037 0.078 Uiso 1 1 calc R U . . .
C26 C 0.9032(5) -0.1050(5) 0.48073(19) 0.111(3) Uani 1 1 d G . . . .
H26 H 0.8648 -0.0608 0.5365 0.133 Uiso 1 1 calc R U . . .
C27 C 0.9961(5) -0.2316(5) 0.4770(3) 0.116(3) Uani 1 1 d G . . . .
C28 C 1.0535(4) -0.2977(3) 0.3937(4) 0.107(3) Uani 1 1 d G . . . .
H28 H 1.1157 -0.3824 0.3912 0.128 Uiso 1 1 calc R U . A 3
C29 C 1.0181(4) -0.2373(3) 0.3141(3) 0.0795(19) Uani 1 1 d G . . . .
H29 H 1.0565 -0.2816 0.2584 0.095 Uiso 1 1 calc R U . . .
C30 C 0.9494(4) -0.0290(4) -0.0188(3) 0.0298(8) Uani 1 1 d . . . . .
N1 N 0.5347(3) 0.0787(3) 0.1791(2) 0.0339(7) Uani 1 1 d . . . . .
N2 N 0.5584(3) 0.2414(3) 0.0297(2) 0.0280(6) Uani 1 1 d . . . . .
N3 N 0.7943(3) 0.3363(3) -0.0149(2) 0.0342(7) Uani 1 1 d . . . . .
O1 O 0.5747(3) 0.3458(3) 0.2141(2) 0.0390(7) Uani 1 1 d . . . . .
O2 O 0.7990(3) 0.3556(3) 0.1845(2) 0.0454(7) Uani 1 1 d . . . . .
O3 O 0.8040(4) 0.0665(6) 0.2392(3) 0.105(2) Uani 1 1 d . . . . .
O4 O 0.9148(10) -0.1170(7) 0.1658(4) 0.202(4) Uani 1 1 d . . . . .
O5 O 0.8181(3) 0.0283(3) 0.0047(2) 0.0370(6) Uani 1 1 d . . . . .
O6 O 0.9946(3) 0.1273(3) 0.06942(19) 0.0345(6) Uani 1 1 d . . . . .
Br1 Br 0.50432(8) 0.80509(6) 0.53473(4) 0.07941(19) Uani 1 1 d . . . . .
Br2A Br 1.006(3) -0.302(3) 0.6002(11) 0.165(5) Uani 0.29(2) 1 d . . P B 1
Br2B Br 1.0461(7) -0.2703(9) 0.5964(6) 0.106(2) Uani 0.37(2) 1 d . . P B 2
Br2C Br 1.0716(6) -0.3784(9) 0.5453(7) 0.135(4) Uani 0.340(9) 1 d . . P B 3
Yb1 Yb 0.74576(2) 0.17991(2) 0.11864(2) 0.02775(6) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.338(5) . ?
C1 C2 1.360(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.364(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.369(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.389(6) . ?
C4 H4 0.9300 . ?
C5 N1 1.353(5) . ?
C5 C6 1.476(5) . ?
C6 N2 1.352(4) . ?
C6 C7 1.384(5) . ?
C7 C8 1.362(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.372(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.384(5) . ?
C9 H9 0.9300 . ?
C10 N2 1.346(5) . ?
C10 C11 1.486(5) . ?
C11 N3 1.340(5) . ?
C11 C12 1.390(5) . ?
C12 C13 1.378(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.375(7) . ?
C13 H13 0.9300 . ?
C14 C15 1.372(6) . ?
C14 H14 0.9300 . ?
C15 N3 1.343(5) . ?
C15 H15 0.9300 . ?
C16 O2 1.257(5) . ?
C16 O1 1.264(4) . ?
C16 C17 1.497(5) . ?
C16 Yb1 2.719(4) . ?
C17 C18 1.382(5) . ?
C17 C22 1.390(5) . ?
C18 C19 1.381(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.359(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.376(6) . ?
C20 Br1 1.895(4) . ?
C21 C22 1.375(6) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 O3 1.213(9) . ?
C23 O4 1.238(9) . ?
C23 C24 1.491(7) . ?
C23 Yb1 3.041(8) . ?
C24 C25 1.3900 . ?
C24 C29 1.3900 . ?
C25 C26 1.3900 . ?
C25 H25 0.9300 . ?
C26 C27 1.3900 . ?
C26 H26 0.9300 . ?
C27 C28 1.3900 . ?
C27 Br2C 1.867(4) . ?
C27 Br2A 1.949(11) . ?
C27 Br2B 1.972(8) . ?
C28 C29 1.3900 . ?
C28 Br2C 2.399(9) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C30 O6 1.242(4) 2_755 ?
C30 O5 1.253(4) . ?
C30 C30 1.545(7) 2_755 ?
C30 Yb1 3.054(4) . ?
C30 Yb1 3.068(4) 2_755 ?
N1 Yb1 2.516(3) . ?
N2 Yb1 2.501(3) . ?
N3 Yb1 2.497(3) . ?
O1 Yb1 2.348(3) . ?
O2 Yb1 2.387(3) . ?
O3 Yb1 2.202(4) . ?
O5 Yb1 2.270(3) . ?
O6 C30 1.242(4) 2_755 ?
O6 Yb1 2.318(2) . ?
Yb1 C30 3.069(4) 2_755 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 124.5(4) . . ?
N1 C1 H1 117.7 . . ?
C2 C1 H1 117.7 . . ?
C1 C2 C3 118.6(5) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 H2 120.7 . . ?
C2 C3 C4 118.9(5) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C3 C4 C5 119.8(5) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
N1 C5 C4 121.4(4) . . ?
N1 C5 C6 116.7(3) . . ?
C4 C5 C6 121.8(4) . . ?
N2 C6 C7 122.3(4) . . ?
N2 C6 C5 116.2(3) . . ?
C7 C6 C5 121.6(4) . . ?
C8 C7 C6 118.9(4) . . ?
C8 C7 H7 120.6 . . ?
C6 C7 H7 120.6 . . ?
C7 C8 C9 119.7(4) . . ?
C7 C8 H8 120.2 . . ?
C9 C8 H8 120.2 . . ?
C8 C9 C10 119.3(4) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 H9 120.4 . . ?
N2 C10 C9 121.8(4) . . ?
N2 C10 C11 116.4(3) . . ?
C9 C10 C11 121.7(4) . . ?
N3 C11 C12 122.5(4) . . ?
N3 C11 C10 116.0(3) . . ?
C12 C11 C10 121.5(4) . . ?
C13 C12 C11 119.0(4) . . ?
C13 C12 H12 120.5 . . ?
C11 C12 H12 120.5 . . ?
C14 C13 C12 118.9(4) . . ?
C14 C13 H13 120.6 . . ?
C12 C13 H13 120.6 . . ?
C15 C14 C13 118.8(4) . . ?
C15 C14 H14 120.6 . . ?
C13 C14 H14 120.6 . . ?
N3 C15 C14 123.6(4) . . ?
N3 C15 H15 118.2 . . ?
C14 C15 H15 118.2 . . ?
O2 C16 O1 120.4(3) . . ?
O2 C16 C17 120.2(3) . . ?
O1 C16 C17 119.4(3) . . ?
O2 C16 Yb1 61.37(19) . . ?
O1 C16 Yb1 59.64(19) . . ?
C17 C16 Yb1 171.3(3) . . ?
C18 C17 C22 118.6(4) . . ?
C18 C17 C16 120.7(3) . . ?
C22 C17 C16 120.7(4) . . ?
C19 C18 C17 120.6(4) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C20 C19 C18 119.4(4) . . ?
C20 C19 H19 120.3 . . ?
C18 C19 H19 120.3 . . ?
C19 C20 C21 121.7(4) . . ?
C19 C20 Br1 119.7(3) . . ?
C21 C20 Br1 118.6(3) . . ?
C20 C21 C22 118.7(4) . . ?
C20 C21 H21 120.6 . . ?
C22 C21 H21 120.6 . . ?
C21 C22 C17 121.0(4) . . ?
C21 C22 H22 119.5 . . ?
C17 C22 H22 119.5 . . ?
O3 C23 O4 123.9(7) . . ?
O3 C23 C24 119.3(6) . . ?
O4 C23 C24 116.7(8) . . ?
O3 C23 Yb1 37.3(3) . . ?
O4 C23 Yb1 86.9(5) . . ?
C24 C23 Yb1 156.0(5) . . ?
C25 C24 C29 120.0 . . ?
C25 C24 C23 118.7(5) . . ?
C29 C24 C23 121.2(5) . . ?
C24 C25 C26 120.0 . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C25 C26 C27 120.0 . . ?
C25 C26 H26 120.0 . . ?
C27 C26 H26 120.0 . . ?
C28 C27 C26 120.0 . . ?
C28 C27 Br2C 93.7(5) . . ?
C26 C27 Br2C 145.7(5) . . ?
C28 C27 Br2A 128.3(8) . . ?
C26 C27 Br2A 111.1(7) . . ?
C28 C27 Br2B 131.0(4) . . ?
C26 C27 Br2B 108.1(4) . . ?
C29 C28 C27 120.0 . . ?
C29 C28 Br2C 169.4(3) . . ?
C27 C28 Br2C 51.0(4) . . ?
C29 C28 H28 120.0 . . ?
C27 C28 H28 120.0 . . ?
Br2C C28 H28 69.3 . . ?
C28 C29 C24 120.0 . . ?
C28 C29 H29 120.0 . . ?
C24 C29 H29 120.0 . . ?
O6 C30 O5 126.3(3) 2_755 . ?
O6 C30 C30 117.1(4) 2_755 2_755 ?
O5 C30 C30 116.6(4) . 2_755 ?
O6 C30 Yb1 165.2(3) 2_755 . ?
O5 C30 Yb1 41.35(17) . . ?
C30 C30 Yb1 75.9(3) 2_755 . ?
O6 C30 Yb1 42.90(17) 2_755 2_755 ?
O5 C30 Yb1 166.5(3) . 2_755 ?
C30 C30 Yb1 74.9(3) 2_755 2_755 ?
Yb1 C30 Yb1 150.78(12) . 2_755 ?
C1 N1 C5 116.7(4) . . ?
C1 N1 Yb1 122.8(3) . . ?
C5 N1 Yb1 120.3(3) . . ?
C10 N2 C6 118.0(3) . . ?
C10 N2 Yb1 120.5(2) . . ?
C6 N2 Yb1 120.8(2) . . ?
C11 N3 C15 117.2(4) . . ?
C11 N3 Yb1 121.0(2) . . ?
C15 N3 Yb1 121.7(3) . . ?
C16 O1 Yb1 92.7(2) . . ?
C16 O2 Yb1 91.1(2) . . ?
C23 O3 Yb1 123.2(5) . . ?
C30 O5 Yb1 117.3(2) . . ?
C30 O6 Yb1 115.7(2) 2_755 . ?
C27 Br2C C28 35.33(18) . . ?
O3 Yb1 O5 105.02(18) . . ?
O3 Yb1 O6 79.09(13) . . ?
O5 Yb1 O6 71.22(9) . . ?
O3 Yb1 O1 91.08(18) . . ?
O5 Yb1 O1 153.46(9) . . ?
O6 Yb1 O1 133.64(9) . . ?
O3 Yb1 O2 82.62(17) . . ?
O5 Yb1 O2 146.61(10) . . ?
O6 Yb1 O2 78.70(9) . . ?
O1 Yb1 O2 55.03(9) . . ?
O3 Yb1 N3 150.70(13) . . ?
O5 Yb1 N3 82.15(10) . . ?
O6 Yb1 N3 76.50(10) . . ?
O1 Yb1 N3 94.14(10) . . ?
O2 Yb1 N3 76.97(10) . . ?
O3 Yb1 N2 144.25(13) . . ?
O5 Yb1 N2 74.42(9) . . ?
O6 Yb1 N2 130.97(10) . . ?
O1 Yb1 N2 80.18(9) . . ?
O2 Yb1 N2 118.02(10) . . ?
N3 Yb1 N2 64.98(10) . . ?
O3 Yb1 N1 79.42(13) . . ?
O5 Yb1 N1 85.82(10) . . ?
O6 Yb1 N1 142.97(10) . . ?
O1 Yb1 N1 76.41(10) . . ?
O2 Yb1 N1 127.53(10) . . ?
N3 Yb1 N1 129.81(10) . . ?
N2 Yb1 N1 64.84(10) . . ?
O3 Yb1 C16 84.09(19) . . ?
O5 Yb1 C16 169.41(11) . . ?
O6 Yb1 C16 105.96(10) . . ?
O1 Yb1 C16 27.68(10) . . ?
O2 Yb1 C16 27.54(10) . . ?
N3 Yb1 C16 87.27(11) . . ?
N2 Yb1 C16 101.45(11) . . ?
N1 Yb1 C16 101.39(11) . . ?
O3 Yb1 C23 19.5(2) . . ?
O5 Yb1 C23 85.76(17) . . ?
O6 Yb1 C23 69.38(15) . . ?
O1 Yb1 C23 110.10(18) . . ?
O2 Yb1 C23 97.13(15) . . ?
N3 Yb1 C23 145.85(16) . . ?
N2 Yb1 C23 140.84(13) . . ?
N1 Yb1 C23 80.59(14) . . ?
C16 Yb1 C23 102.96(17) . . ?
O3 Yb1 C30 93.85(18) . . ?
O5 Yb1 C30 21.39(9) . . ?
O6 Yb1 C30 50.41(9) . . ?
O1 Yb1 C30 174.33(9) . . ?
O2 Yb1 C30 128.45(9) . . ?
N3 Yb1 C30 82.92(10) . . ?
N2 Yb1 C30 94.17(9) . . ?
N1 Yb1 C30 101.73(10) . . ?
C16 Yb1 C30 155.98(11) . . ?
C23 Yb1 C30 74.63(18) . . ?
O3 Yb1 C30 82.78(15) . 2_755 ?
O5 Yb1 C30 50.39(9) . 2_755 ?
O6 Yb1 C30 21.39(9) . 2_755 ?
O1 Yb1 C30 155.02(9) . 2_755 ?
O2 Yb1 C30 100.07(9) . 2_755 ?
N3 Yb1 C30 80.39(10) . 2_755 ?
N2 Yb1 C30 118.18(9) . 2_755 ?
N1 Yb1 C30 125.57(10) . 2_755 ?
C16 Yb1 C30 127.34(11) . 2_755 ?
C23 Yb1 C30 67.42(17) . 2_755 ?
C30 Yb1 C30 29.22(12) . 2_755 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C1 H1 O3 0.93 2.39 3.024(6) 124.9 .
C7 H7 O5 0.93 2.38 3.241(5) 153.5 2_655
C12 H12 O1 0.93 2.52 3.426(5) 164.9 2_665
C14 H14 O2 0.93 2.53 3.416(5) 160.0 2_765
C15 H15 O6 0.93 2.45 3.014(5) 118.8 .
C19 H19 Br2C 0.93 2.87 3.747(7) 156.6 1_465
C1 H1 O3 0.93 2.39 3.024(6) 124.9 .
C7 H7 O5 0.93 2.38 3.241(5) 153.5 2_655
C12 H12 O1 0.93 2.52 3.426(5) 164.9 2_665
C14 H14 O2 0.93 2.53 3.416(5) 160.0 2_765
C15 H15 O6 0.93 2.45 3.014(5) 118.8 .
C19 H19 Br2C 0.93 2.87 3.747(7) 156.6 1_465

_refine_diff_density_max         1.351
_refine_diff_density_min         -1.120
_refine_diff_density_rms         0.125

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_Complex_11
_database_code_depnum_ccdc_archive 'CCDC 1514969'
_audit_update_record             
;
2016-11-03 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H25 Br3 Er N3 O7'
_exptl_crystal_recrystallization_method Hydrothermal
_chemical_melting_point          ?

_exptl_crystal_description       rod
_exptl_crystal_colour            yellow
_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         1018.58

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'
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.7754(7)
_cell_length_b                   13.2024(11)
_cell_length_c                   15.3521(13)
_cell_angle_alpha                103.2070(10)
_cell_angle_beta                 92.7280(9)
_cell_angle_gamma                92.6880(10)
_cell_volume                     1726.6(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    22635
_cell_measurement_theta_min      5.227
_cell_measurement_theta_max      50.568
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.959
_exptl_crystal_F_000             982
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.119
_exptl_crystal_size_min          0.039
_exptl_absorpt_coefficient_mu    5.956
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5274
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (2015)'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focused sealed tube'
_diffrn_source_type              Siemens
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22635
_diffrn_reflns_av_unetI/netI     0.0544
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.365
_diffrn_reflns_theta_max         27.763
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8094
_reflns_number_gt                6371
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'Superflip (Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  'Crystal Maker (Palmer, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0553P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8094
_refine_ls_number_parameters     459
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0600
_refine_ls_R_factor_gt           0.0411
_refine_ls_wR_factor_ref         0.1017
_refine_ls_wR_factor_gt          0.0934
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.002
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Er1 Er 0.03450(2) 0.52561(2) 0.19651(2) 0.02620(8) Uani 1 1 d . . . . .
Br1 Br 0.29343(7) 1.15347(4) 0.55288(4) 0.05570(17) Uani 1 1 d . . . . .
Br3 Br 0.70256(8) 1.03486(6) 0.25334(5) 0.0693(2) Uani 1 1 d . . . . .
Br2 Br -0.24746(13) -0.11022(6) -0.14097(6) 0.1029(3) Uani 1 1 d . . . . .
O3 O -0.1140(4) 0.3618(3) 0.1578(2) 0.0378(8) Uani 1 1 d . . . . .
O4 O 0.0530(4) 0.3821(3) 0.0608(2) 0.0365(8) Uani 1 1 d . . . . .
O1 O 0.0007(4) 0.7120(3) 0.2521(2) 0.0363(8) Uani 1 1 d . . . . .
O2 O 0.1627(4) 0.6396(3) 0.3302(2) 0.0392(8) Uani 1 1 d . . . . .
OW1 O -0.1396(4) 0.5635(3) 0.0904(2) 0.0335(8) Uani 1 1 d . . . . .
N1 N -0.2008(4) 0.5520(3) 0.2861(2) 0.0308(9) Uani 1 1 d . . . . .
N2 N 0.0246(4) 0.4376(3) 0.3277(2) 0.0272(8) Uani 1 1 d . . . . .
O6 O 0.3400(4) 0.5830(3) 0.0032(2) 0.0445(9) Uani 1 1 d . . . . .
C23 C -0.0513(5) 0.3269(4) 0.0847(3) 0.0309(10) Uani 1 1 d . . . . .
C16 C 0.0988(5) 0.7190(4) 0.3162(3) 0.0303(10) Uani 1 1 d . . . . .
N3 N 0.2585(4) 0.4211(3) 0.2189(2) 0.0304(9) Uani 1 1 d . . . . .
C27 C -0.1853(8) 0.0250(5) -0.0706(4) 0.0565(17) Uani 1 1 d . . . . .
C24 C -0.0991(5) 0.2206(4) 0.0295(3) 0.0330(11) Uani 1 1 d . . . . .
C14 C 0.5047(6) 0.3632(4) 0.1742(4) 0.0397(12) Uani 1 1 d . . . . .
H2 H 0.5823 0.3607 0.1347 0.048 Uiso 1 1 calc R U . . .
C22 C 0.2621(6) 0.8376(4) 0.4405(3) 0.0373(11) Uani 1 1 d . . . . .
H22 H 0.3125 0.7797 0.4486 0.045 Uiso 1 1 calc R U . . .
C21 C 0.3071(6) 0.9345(4) 0.4937(4) 0.0430(13) Uani 1 1 d . . . . .
H21 H 0.3855 0.9422 0.5381 0.052 Uiso 1 1 calc R U . . .
C19 C 0.1151(6) 1.0091(4) 0.4139(4) 0.0459(13) Uani 1 1 d . . . . .
H19 H 0.0657 1.0671 0.4052 0.055 Uiso 1 1 calc R U . . .
C10 C 0.1355(5) 0.3762(4) 0.3436(3) 0.0313(10) Uani 1 1 d . . . . .
C17 C 0.1430(5) 0.8245(4) 0.3748(3) 0.0332(11) Uani 1 1 d . . . . .
C9 C 0.1259(7) 0.3189(5) 0.4079(4) 0.0493(14) Uani 1 1 d . . . . .
H7 H 0.2046 0.2770 0.4172 0.059 Uiso 1 1 calc R U . . .
C34 C 0.5811(6) 0.9113(4) 0.1981(4) 0.0446(13) Uani 1 1 d . . . . .
C20 C 0.2332(6) 1.0195(4) 0.4796(3) 0.0374(12) Uani 1 1 d . . . . .
C35 C 0.6353(7) 0.8432(5) 0.1292(4) 0.0591(17) Uani 1 1 d . . . . .
H35 H 0.7307 0.8564 0.1088 0.071 Uiso 1 1 calc R U . . .
C30 C 0.3112(5) 0.6316(4) 0.0786(3) 0.0316(11) Uani 1 1 d . . . . .
C29 C -0.0295(7) 0.1806(4) -0.0478(4) 0.0480(14) Uani 1 1 d . . . . .
H29 H 0.0468 0.2205 -0.0666 0.058 Uiso 1 1 calc R U . . .
C15 C 0.3725(6) 0.4144(4) 0.1631(3) 0.0373(12) Uani 1 1 d . . . . .
H1 H 0.3628 0.4455 0.1147 0.045 Uiso 1 1 calc R U . . .
C26 C -0.2583(8) 0.0624(5) 0.0061(5) 0.0627(18) Uani 1 1 d . . . . .
H26 H -0.3358 0.0222 0.0236 0.075 Uiso 1 1 calc R U . . .
C8 C 0.0010(7) 0.3237(5) 0.4580(4) 0.0578(17) Uani 1 1 d . . . . .
H8 H -0.0060 0.2857 0.5019 0.069 Uiso 1 1 calc R U . . .
C33 C 0.4383(7) 0.8947(4) 0.2296(4) 0.0477(14) Uani 1 1 d . . . . .
H33 H 0.4016 0.9431 0.2767 0.057 Uiso 1 1 calc R U . . .
C1 C -0.3107(6) 0.6106(4) 0.2636(3) 0.0365(11) Uani 1 1 d . . . . .
H15 H -0.2962 0.6415 0.2157 0.044 Uiso 1 1 calc R U . . .
C5 C -0.2205(5) 0.5092(4) 0.3562(3) 0.0322(11) Uani 1 1 d . . . . .
C4 C -0.3500(6) 0.5262(4) 0.4056(4) 0.0433(13) Uani 1 1 d . . . . .
H12 H -0.3604 0.4984 0.4557 0.052 Uiso 1 1 calc R U . . .
C11 C 0.2701(5) 0.3719(4) 0.2866(3) 0.0295(10) Uani 1 1 d . . . . .
C31 C 0.4048(5) 0.7310(4) 0.1201(3) 0.0316(10) Uani 1 1 d . . . . .
C3 C -0.4626(6) 0.5845(4) 0.3796(4) 0.0442(13) Uani 1 1 d . . . . .
H13 H -0.5509 0.5944 0.4109 0.053 Uiso 1 1 calc R U . . .
C7 C -0.1142(7) 0.3853(5) 0.4426(4) 0.0502(15) Uani 1 1 d . . . . .
H9 H -0.2010 0.3888 0.4754 0.060 Uiso 1 1 calc R U . . .
C12 C 0.3975(6) 0.3191(4) 0.3008(3) 0.0384(12) Uani 1 1 d . . . . .
H4 H 0.4032 0.2854 0.3478 0.046 Uiso 1 1 calc R U . . .
C36 C 0.5461(6) 0.7516(5) 0.0881(4) 0.0482(14) Uani 1 1 d . . . . .
H36 H 0.5817 0.7049 0.0395 0.058 Uiso 1 1 calc R U . . .
C6 C -0.0999(5) 0.4417(4) 0.3782(3) 0.0333(11) Uani 1 1 d . . . . .
O5 O 0.2081(4) 0.6045(3) 0.1256(2) 0.0406(8) Uani 1 1 d . . . . .
C2 C -0.4441(6) 0.6275(4) 0.3078(4) 0.0415(13) Uani 1 1 d . . . . .
H14 H -0.5188 0.6670 0.2892 0.050 Uiso 1 1 calc R U . . .
C13 C 0.5169(6) 0.3168(4) 0.2447(4) 0.0433(13) Uani 1 1 d . . . . .
H3 H 0.6050 0.2837 0.2551 0.052 Uiso 1 1 calc R U . . .
C32 C 0.3530(6) 0.8049(4) 0.1893(3) 0.0422(13) Uani 1 1 d . . . . .
H32 H 0.2568 0.7936 0.2095 0.051 Uiso 1 1 calc R U . . .
C18 C 0.0729(6) 0.9115(4) 0.3619(3) 0.0408(12) Uani 1 1 d . . . . .
H18 H -0.0047 0.9041 0.3171 0.049 Uiso 1 1 calc R U . . .
C25 C -0.2147(7) 0.1612(4) 0.0572(4) 0.0516(15) Uani 1 1 d . . . . .
H25 H -0.2623 0.1877 0.1098 0.062 Uiso 1 1 calc R U . . .
C28 C -0.0716(8) 0.0815(5) -0.0982(4) 0.0630(18) Uani 1 1 d . . . . .
H28 H -0.0229 0.0540 -0.1502 0.076 Uiso 1 1 calc R U . . .
HW1A H -0.197(6) 0.513(4) 0.061(4) 0.041(16) Uiso 1 1 d . . . . .
HW1B H -0.104(8) 0.580(5) 0.050(4) 0.07(2) Uiso 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
Er1 O5 2.262(3) . ?
Er1 OW1 2.333(3) . ?
Er1 O3 2.409(3) . ?
Er1 O2 2.439(3) . ?
Er1 O1 2.450(3) . ?
Er1 O4 2.493(3) . ?
Er1 N3 2.508(4) . ?
Er1 N1 2.529(4) . ?
Er1 N2 2.548(4) . ?
Er1 C16 2.799(5) . ?
Er1 C23 2.834(5) . ?
Br1 C20 1.902(5) . ?
Br3 C34 1.907(5) . ?
Br2 C27 1.904(6) . ?
O3 C23 1.273(5) . ?
O4 C23 1.263(6) . ?
O1 C16 1.260(6) . ?
O2 C16 1.267(6) . ?
OW1 HW1A 0.84(6) . ?
OW1 HW1B 0.78(7) . ?
N1 C5 1.340(6) . ?
N1 C1 1.344(6) . ?
N2 C10 1.343(6) . ?
N2 C6 1.365(6) . ?
O6 C30 1.233(5) . ?
C23 C24 1.494(7) . ?
C16 C17 1.499(7) . ?
N3 C15 1.341(6) . ?
N3 C11 1.348(6) . ?
C27 C28 1.359(9) . ?
C27 C26 1.370(9) . ?
C24 C29 1.368(7) . ?
C24 C25 1.395(7) . ?
C14 C13 1.363(7) . ?
C14 C15 1.393(7) . ?
C14 H2 0.9300 . ?
C22 C21 1.380(7) . ?
C22 C17 1.394(7) . ?
C22 H22 0.9300 . ?
C21 C20 1.376(7) . ?
C21 H21 0.9300 . ?
C19 C18 1.375(7) . ?
C19 C20 1.391(7) . ?
C19 H19 0.9300 . ?
C10 C9 1.378(7) . ?
C10 C11 1.499(6) . ?
C17 C18 1.377(7) . ?
C9 C8 1.364(8) . ?
C9 H7 0.9300 . ?
C34 C35 1.344(8) . ?
C34 C33 1.389(8) . ?
C35 C36 1.410(8) . ?
C35 H35 0.9300 . ?
C30 O5 1.272(5) . ?
C30 C31 1.506(7) . ?
C29 C28 1.382(8) . ?
C29 H29 0.9300 . ?
C15 H1 0.9300 . ?
C26 C25 1.385(8) . ?
C26 H26 0.9300 . ?
C8 C7 1.371(8) . ?
C8 H8 0.9300 . ?
C33 C32 1.373(7) . ?
C33 H33 0.9300 . ?
C1 C2 1.383(7) . ?
C1 H15 0.9300 . ?
C5 C4 1.395(7) . ?
C5 C6 1.489(7) . ?
C4 C3 1.379(8) . ?
C4 H12 0.9300 . ?
C11 C12 1.380(7) . ?
C31 C32 1.379(7) . ?
C31 C36 1.393(7) . ?
C3 C2 1.363(8) . ?
C3 H13 0.9300 . ?
C7 C6 1.375(7) . ?
C7 H9 0.9300 . ?
C12 C13 1.385(7) . ?
C12 H4 0.9300 . ?
C36 H36 0.9300 . ?
C2 H14 0.9300 . ?
C13 H3 0.9300 . ?
C32 H32 0.9300 . ?
C18 H18 0.9300 . ?
C25 H25 0.9300 . ?
C28 H28 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O5 Er1 OW1 83.95(13) . . ?
O5 Er1 O3 134.13(12) . . ?
OW1 Er1 O3 81.06(13) . . ?
O5 Er1 O2 82.90(12) . . ?
OW1 Er1 O2 130.08(13) . . ?
O3 Er1 O2 137.86(11) . . ?
O5 Er1 O1 75.85(12) . . ?
OW1 Er1 O1 76.50(12) . . ?
O3 Er1 O1 139.99(11) . . ?
O2 Er1 O1 53.60(12) . . ?
O5 Er1 O4 81.32(12) . . ?
OW1 Er1 O4 75.54(12) . . ?
O3 Er1 O4 53.00(10) . . ?
O2 Er1 O4 147.96(12) . . ?
O1 Er1 O4 145.41(11) . . ?
O5 Er1 N3 81.52(13) . . ?
OW1 Er1 N3 144.64(12) . . ?
O3 Er1 N3 86.29(12) . . ?
O2 Er1 N3 79.71(12) . . ?
O1 Er1 N3 129.74(12) . . ?
O4 Er1 N3 70.52(12) . . ?
O5 Er1 N1 144.37(13) . . ?
OW1 Er1 N1 79.51(13) . . ?
O3 Er1 N1 73.94(12) . . ?
O2 Er1 N1 84.01(12) . . ?
O1 Er1 N1 69.71(12) . . ?
O4 Er1 N1 123.74(12) . . ?
N3 Er1 N1 128.17(12) . . ?
O5 Er1 N2 139.25(12) . . ?
OW1 Er1 N2 136.80(13) . . ?
O3 Er1 N2 67.91(11) . . ?
O2 Er1 N2 70.19(11) . . ?
O1 Er1 N2 108.65(11) . . ?
O4 Er1 N2 105.64(11) . . ?
N3 Er1 N2 64.35(12) . . ?
N1 Er1 N2 63.83(12) . . ?
O5 Er1 C16 77.20(13) . . ?
OW1 Er1 C16 103.20(14) . . ?
O3 Er1 C16 148.52(12) . . ?
O2 Er1 C16 26.89(13) . . ?
O1 Er1 C16 26.74(13) . . ?
O4 Er1 C16 158.48(12) . . ?
N3 Er1 C16 104.71(14) . . ?
N1 Er1 C16 76.21(13) . . ?
N2 Er1 C16 90.06(13) . . ?
O5 Er1 C23 107.69(13) . . ?
OW1 Er1 C23 76.88(13) . . ?
O3 Er1 C23 26.55(12) . . ?
O2 Er1 C23 152.64(13) . . ?
O1 Er1 C23 152.58(12) . . ?
O4 Er1 C23 26.45(12) . . ?
N3 Er1 C23 77.15(13) . . ?
N1 Er1 C23 99.00(13) . . ?
N2 Er1 C23 86.64(13) . . ?
C16 Er1 C23 175.05(13) . . ?
C23 O3 Er1 95.7(3) . . ?
C23 O4 Er1 92.0(3) . . ?
C16 O1 Er1 92.2(3) . . ?
C16 O2 Er1 92.6(3) . . ?
Er1 OW1 HW1A 116(4) . . ?
Er1 OW1 HW1B 115(5) . . ?
HW1A OW1 HW1B 98(6) . . ?
C5 N1 C1 118.2(4) . . ?
C5 N1 Er1 122.0(3) . . ?
C1 N1 Er1 119.8(3) . . ?
C10 N2 C6 117.4(4) . . ?
C10 N2 Er1 120.6(3) . . ?
C6 N2 Er1 121.6(3) . . ?
O4 C23 O3 119.3(4) . . ?
O4 C23 C24 120.8(4) . . ?
O3 C23 C24 119.8(4) . . ?
O4 C23 Er1 61.5(2) . . ?
O3 C23 Er1 57.8(2) . . ?
C24 C23 Er1 177.4(3) . . ?
O1 C16 O2 121.5(4) . . ?
O1 C16 C17 118.6(4) . . ?
O2 C16 C17 119.9(4) . . ?
O1 C16 Er1 61.0(2) . . ?
O2 C16 Er1 60.6(2) . . ?
C17 C16 Er1 175.1(3) . . ?
C15 N3 C11 118.1(4) . . ?
C15 N3 Er1 119.7(3) . . ?
C11 N3 Er1 122.2(3) . . ?
C28 C27 C26 122.2(6) . . ?
C28 C27 Br2 119.2(5) . . ?
C26 C27 Br2 118.5(5) . . ?
C29 C24 C25 119.6(5) . . ?
C29 C24 C23 120.6(5) . . ?
C25 C24 C23 119.8(4) . . ?
C13 C14 C15 118.0(5) . . ?
C13 C14 H2 121.0 . . ?
C15 C14 H2 121.0 . . ?
C21 C22 C17 121.5(5) . . ?
C21 C22 H22 119.3 . . ?
C17 C22 H22 119.3 . . ?
C20 C21 C22 118.5(5) . . ?
C20 C21 H21 120.8 . . ?
C22 C21 H21 120.8 . . ?
C18 C19 C20 118.8(5) . . ?
C18 C19 H19 120.6 . . ?
C20 C19 H19 120.6 . . ?
N2 C10 C9 122.1(4) . . ?
N2 C10 C11 116.5(4) . . ?
C9 C10 C11 121.4(4) . . ?
C18 C17 C22 118.5(5) . . ?
C18 C17 C16 120.9(4) . . ?
C22 C17 C16 120.6(5) . . ?
C8 C9 C10 119.9(5) . . ?
C8 C9 H7 120.0 . . ?
C10 C9 H7 120.0 . . ?
C35 C34 C33 121.9(5) . . ?
C35 C34 Br3 119.0(4) . . ?
C33 C34 Br3 119.1(4) . . ?
C21 C20 C19 121.4(5) . . ?
C21 C20 Br1 118.9(4) . . ?
C19 C20 Br1 119.7(4) . . ?
C34 C35 C36 119.3(5) . . ?
C34 C35 H35 120.3 . . ?
C36 C35 H35 120.3 . . ?
O6 C30 O5 125.2(5) . . ?
O6 C30 C31 118.5(4) . . ?
O5 C30 C31 116.3(4) . . ?
C24 C29 C28 120.7(6) . . ?
C24 C29 H29 119.6 . . ?
C28 C29 H29 119.6 . . ?
N3 C15 C14 123.1(5) . . ?
N3 C15 H1 118.4 . . ?
C14 C15 H1 118.4 . . ?
C27 C26 C25 118.9(6) . . ?
C27 C26 H26 120.6 . . ?
C25 C26 H26 120.6 . . ?
C9 C8 C7 119.0(5) . . ?
C9 C8 H8 120.5 . . ?
C7 C8 H8 120.5 . . ?
C32 C33 C34 118.2(5) . . ?
C32 C33 H33 120.9 . . ?
C34 C33 H33 120.9 . . ?
N1 C1 C2 123.6(5) . . ?
N1 C1 H15 118.2 . . ?
C2 C1 H15 118.2 . . ?
N1 C5 C4 121.1(5) . . ?
N1 C5 C6 117.3(4) . . ?
C4 C5 C6 121.6(4) . . ?
C3 C4 C5 119.4(5) . . ?
C3 C4 H12 120.3 . . ?
C5 C4 H12 120.3 . . ?
N3 C11 C12 121.5(4) . . ?
N3 C11 C10 116.0(4) . . ?
C12 C11 C10 122.4(4) . . ?
C32 C31 C36 117.9(5) . . ?
C32 C31 C30 121.6(4) . . ?
C36 C31 C30 120.5(4) . . ?
C2 C3 C4 119.8(5) . . ?
C2 C3 H13 120.1 . . ?
C4 C3 H13 120.1 . . ?
C8 C7 C6 119.3(5) . . ?
C8 C7 H9 120.4 . . ?
C6 C7 H9 120.4 . . ?
C11 C12 C13 119.5(5) . . ?
C11 C12 H4 120.3 . . ?
C13 C12 H4 120.3 . . ?
C31 C36 C35 120.2(5) . . ?
C31 C36 H36 119.9 . . ?
C35 C36 H36 119.9 . . ?
N2 C6 C7 122.2(5) . . ?
N2 C6 C5 115.0(4) . . ?
C7 C6 C5 122.7(4) . . ?
C30 O5 Er1 169.3(3) . . ?
C3 C2 C1 117.8(5) . . ?
C3 C2 H14 121.1 . . ?
C1 C2 H14 121.1 . . ?
C14 C13 C12 119.7(5) . . ?
C14 C13 H3 120.2 . . ?
C12 C13 H3 120.2 . . ?
C33 C32 C31 122.4(5) . . ?
C33 C32 H32 118.8 . . ?
C31 C32 H32 118.8 . . ?
C19 C18 C17 121.4(5) . . ?
C19 C18 H18 119.3 . . ?
C17 C18 H18 119.3 . . ?
C26 C25 C24 119.7(5) . . ?
C26 C25 H25 120.2 . . ?
C24 C25 H25 120.2 . . ?
C27 C28 C29 118.9(6) . . ?
C27 C28 H28 120.6 . . ?
C29 C28 H28 120.6 . . ?

_refine_diff_density_max         1.817
_refine_diff_density_min         -1.106
_refine_diff_density_rms         0.148

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_Complex_10
_database_code_depnum_ccdc_archive 'CCDC 1514968'
_audit_update_record             
;
2016-11-03 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H25 Br3 Ho N3 O7'
_chemical_melting_point          ?

_exptl_crystal_description       rod
_exptl_crystal_colour            yellow
_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         1016.25

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'
Br Br -0.2901 2.4595 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.7376(15)
_cell_length_b                   13.163(2)
_cell_length_c                   15.296(3)
_cell_angle_alpha                103.274(2)
_cell_angle_beta                 92.763(2)
_cell_angle_gamma                92.604(2)
_cell_volume                     1707.4(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    24881
_cell_measurement_theta_min      5.233
_cell_measurement_theta_max      49.088
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.977
_exptl_crystal_F_000             980
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.136
_exptl_crystal_size_min          0.101
_exptl_absorpt_coefficient_mu    5.882
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5310
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (2015)'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focuesed sealed tube'
_diffrn_source_type              Siemens
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24865
_diffrn_reflns_av_unetI/netI     0.0966
_diffrn_reflns_av_R_equivalents  0.0704
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.370
_diffrn_reflns_theta_max         29.615
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9382
_reflns_number_gt                5970
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'Superflip (Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  'Crystal Maker (Palmer, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0539P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9382
_refine_ls_number_parameters     459
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0952
_refine_ls_R_factor_gt           0.0506
_refine_ls_wR_factor_ref         0.1201
_refine_ls_wR_factor_gt          0.1016
_refine_ls_goodness_of_fit_ref   0.919
_refine_ls_restrained_S_all      0.919
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.96500(3) 0.47443(2) 0.30363(2) 0.02868(9) Uani 1 1 d . . . . .
Br1 Br 0.70673(9) -0.15313(5) -0.05334(5) 0.0593(2) Uani 1 1 d . . . . .
Br3 Br 0.29754(10) -0.03471(7) 0.24692(6) 0.0716(2) Uani 1 1 d . . . . .
Br2 Br 1.24745(14) 1.10985(7) 0.64150(8) 0.1052(4) Uani 1 1 d . . . . .
OW1 O 1.1408(5) 0.4360(4) 0.4101(3) 0.0361(10) Uani 1 1 d . . . . .
O3 O 1.1141(5) 0.6388(3) 0.3426(3) 0.0381(9) Uani 1 1 d . . . . .
O4 O 0.9468(4) 0.6185(3) 0.4396(3) 0.0376(9) Uani 1 1 d . . . . .
O5 O 0.7897(4) 0.3962(3) 0.3745(3) 0.0419(10) Uani 1 1 d . . . . .
O2 O 0.8361(5) 0.3596(3) 0.1687(3) 0.0416(10) Uani 1 1 d . . . . .
N3 N 1.2021(5) 0.4482(4) 0.2133(3) 0.0338(11) Uani 1 1 d . . . . .
O1 O 0.9983(4) 0.2877(3) 0.2478(3) 0.0382(9) Uani 1 1 d . . . . .
O6 O 0.6589(5) 0.4176(4) 0.4971(3) 0.0485(11) Uani 1 1 d . . . . .
C16 C 0.9008(7) 0.2805(5) 0.1835(4) 0.0353(13) Uani 1 1 d . . . . .
C24 C 1.0982(7) 0.7793(5) 0.4707(4) 0.0384(14) Uani 1 1 d . . . . .
C23 C 1.0515(6) 0.6726(5) 0.4143(4) 0.0318(12) Uani 1 1 d . . . . .
N2 N 0.9747(5) 0.5634(4) 0.1719(3) 0.0309(10) Uani 1 1 d . . . . .
N1 N 0.7402(5) 0.5801(4) 0.2806(3) 0.0325(11) Uani 1 1 d . . . . .
C19 C 0.8837(7) -0.0091(5) 0.0864(4) 0.0480(16) Uani 1 1 d . . . . .
H19 H 0.9326 -0.0673 0.0957 0.058 Uiso 1 1 calc R U . . .
C17 C 0.8557(6) 0.1759(5) 0.1251(4) 0.0368(14) Uani 1 1 d . . . . .
C22 C 0.7374(7) 0.1634(5) 0.0601(4) 0.0440(15) Uani 1 1 d . . . . .
H22 H 0.6866 0.2215 0.0522 0.053 Uiso 1 1 calc R U . . .
C15 C 1.3112(7) 0.3897(5) 0.2354(4) 0.0393(14) Uani 1 1 d . . . . .
H15 H 1.2965 0.3583 0.2833 0.047 Uiso 1 1 calc R U . . .
C21 C 0.6923(7) 0.0653(5) 0.0061(4) 0.0443(15) Uani 1 1 d . . . . .
H21 H 0.6135 0.0577 -0.0384 0.053 Uiso 1 1 calc R U . . .
C27 C 1.1837(9) 0.9753(5) 0.5706(5) 0.058(2) Uani 1 1 d . . . . .
C26 C 1.2576(9) 0.9387(6) 0.4957(6) 0.066(2) Uani 1 1 d . . . . .
H26 H 1.3353 0.9793 0.4785 0.079 Uiso 1 1 calc R U . . .
C6 C 0.8632(6) 0.6234(5) 0.1555(4) 0.0342(13) Uani 1 1 d . . . . .
C31 C 0.5932(6) 0.2692(5) 0.3803(4) 0.0333(13) Uani 1 1 d . . . . .
C30 C 0.6878(6) 0.3688(5) 0.4215(4) 0.0347(13) Uani 1 1 d . . . . .
C2 C 0.4955(7) 0.6374(5) 0.3254(4) 0.0420(15) Uani 1 1 d . . . . .
H2 H 0.4188 0.6407 0.3659 0.050 Uiso 1 1 calc R U . . .
C34 C 0.4193(7) 0.0887(5) 0.3022(4) 0.0465(16) Uani 1 1 d . . . . .
C35 C 0.3661(8) 0.1580(6) 0.3719(5) 0.061(2) Uani 1 1 d . . . . .
H35 H 0.2707 0.1448 0.3927 0.074 Uiso 1 1 calc R U . . .
C11 C 1.2198(6) 0.4913(5) 0.1432(4) 0.0349(13) Uani 1 1 d . . . . .
C5 C 0.7296(6) 0.6282(4) 0.2124(4) 0.0321(12) Uani 1 1 d . . . . .
C29 C 1.0293(8) 0.8194(5) 0.5487(4) 0.0510(17) Uani 1 1 d . . . . .
H29 H 0.9536 0.7794 0.5684 0.061 Uiso 1 1 calc R U . . .
C12 C 1.3502(7) 0.4743(5) 0.0936(4) 0.0456(16) Uani 1 1 d . . . . .
H12 H 1.3603 0.5023 0.0435 0.055 Uiso 1 1 calc R U . . .
C10 C 1.1002(6) 0.5597(5) 0.1221(4) 0.0341(13) Uani 1 1 d . . . . .
C13 C 1.4624(7) 0.4166(5) 0.1191(4) 0.0480(17) Uani 1 1 d . . . . .
H13 H 1.5509 0.4069 0.0874 0.058 Uiso 1 1 calc R U . . .
C1 C 0.6243(6) 0.5862(5) 0.3352(4) 0.0383(14) Uani 1 1 d . . . . .
H1 H 0.6325 0.5535 0.3828 0.046 Uiso 1 1 calc R U . . .
C7 C 0.8744(8) 0.6818(6) 0.0922(4) 0.0498(17) Uani 1 1 d . . . . .
H7 H 0.7961 0.7247 0.0834 0.060 Uiso 1 1 calc R U . . .
C36 C 0.4522(7) 0.2480(5) 0.4121(5) 0.0486(17) Uani 1 1 d . . . . .
H36 H 0.4158 0.2947 0.4608 0.058 Uiso 1 1 calc R U . . .
C20 C 0.7667(7) -0.0200(5) 0.0199(4) 0.0430(15) Uani 1 1 d . . . . .
C9 C 1.1134(8) 0.6157(6) 0.0574(4) 0.0520(18) Uani 1 1 d . . . . .
H9 H 1.1999 0.6119 0.0239 0.062 Uiso 1 1 calc R U . . .
C33 C 0.5603(8) 0.1059(5) 0.2705(4) 0.0499(17) Uani 1 1 d . . . . .
H33 H 0.5968 0.0575 0.2230 0.060 Uiso 1 1 calc R U . . .
C3 C 0.4814(7) 0.6840(5) 0.2543(4) 0.0471(16) Uani 1 1 d . . . . .
H3 H 0.3924 0.7168 0.2440 0.057 Uiso 1 1 calc R U . . .
C4 C 0.6011(7) 0.6818(5) 0.1978(4) 0.0415(15) Uani 1 1 d . . . . .
H4 H 0.5955 0.7157 0.1508 0.050 Uiso 1 1 calc R U . . .
C14 C 1.4447(7) 0.3730(5) 0.1913(4) 0.0432(15) Uani 1 1 d . . . . .
H14 H 1.5201 0.3336 0.2099 0.052 Uiso 1 1 calc R U . . .
C32 C 0.6465(7) 0.1962(5) 0.3105(4) 0.0427(15) Uani 1 1 d . . . . .
H32 H 0.7427 0.2081 0.2900 0.051 Uiso 1 1 calc R U . . .
C18 C 0.9268(7) 0.0888(5) 0.1384(4) 0.0439(15) Uani 1 1 d . . . . .
H18 H 1.0051 0.0963 0.1833 0.053 Uiso 1 1 calc R U . . .
C25 C 1.2149(8) 0.8386(5) 0.4443(5) 0.0549(18) Uani 1 1 d . . . . .
H25 H 1.2646 0.8116 0.3923 0.066 Uiso 1 1 calc R U . . .
C8 C 0.9981(8) 0.6771(6) 0.0429(5) 0.063(2) Uani 1 1 d . . . . .
H8 H 1.0050 0.7156 -0.0009 0.075 Uiso 1 1 calc R U . . .
C28 C 1.0714(9) 0.9188(6) 0.5983(5) 0.064(2) Uani 1 1 d . . . . .
H28 H 1.0227 0.9467 0.6504 0.077 Uiso 1 1 calc R U . . .
HW1B H 1.098(9) 0.407(6) 0.447(5) 0.08(3) Uiso 1 1 d . . . . .
HW1A H 1.177(7) 0.482(5) 0.434(4) 0.03(2) Uiso 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
Ho1 O5 2.261(4) . ?
Ho1 OW1 2.340(4) . ?
Ho1 O3 2.410(4) . ?
Ho1 O1 2.446(4) . ?
Ho1 O2 2.450(4) . ?
Ho1 O4 2.489(4) . ?
Ho1 N1 2.515(5) . ?
Ho1 N3 2.539(4) . ?
Ho1 N2 2.555(5) . ?
Ho1 C16 2.797(6) . ?
Ho1 C23 2.813(6) . ?
Br1 C20 1.887(6) . ?
Br3 C34 1.900(6) . ?
Br2 C27 1.896(7) . ?
OW1 HW1B 0.85(8) . ?
OW1 HW1A 0.68(6) . ?
O3 C23 1.248(6) . ?
O4 C23 1.264(6) . ?
O5 C30 1.260(6) . ?
O2 C16 1.267(7) . ?
N3 C15 1.332(7) . ?
N3 C11 1.334(7) . ?
O1 C16 1.253(7) . ?
O6 C30 1.231(7) . ?
C16 C17 1.484(8) . ?
C24 C29 1.370(8) . ?
C24 C25 1.387(9) . ?
C24 C23 1.496(8) . ?
N2 C6 1.332(7) . ?
N2 C10 1.362(7) . ?
N1 C1 1.336(7) . ?
N1 C5 1.341(7) . ?
C19 C18 1.376(8) . ?
C19 C20 1.384(8) . ?
C19 H19 0.9300 . ?
C17 C22 1.376(8) . ?
C17 C18 1.379(8) . ?
C22 C21 1.392(8) . ?
C22 H22 0.9300 . ?
C15 C14 1.377(8) . ?
C15 H15 0.9300 . ?
C21 C20 1.376(9) . ?
C21 H21 0.9300 . ?
C27 C28 1.346(11) . ?
C27 C26 1.345(10) . ?
C26 C25 1.394(9) . ?
C26 H26 0.9300 . ?
C6 C7 1.371(8) . ?
C6 C5 1.485(8) . ?
C31 C32 1.377(8) . ?
C31 C36 1.387(8) . ?
C31 C30 1.507(8) . ?
C2 C1 1.357(8) . ?
C2 C3 1.369(9) . ?
C2 H2 0.9300 . ?
C34 C35 1.351(9) . ?
C34 C33 1.374(9) . ?
C35 C36 1.373(9) . ?
C35 H35 0.9300 . ?
C11 C12 1.397(8) . ?
C11 C10 1.481(8) . ?
C5 C4 1.388(8) . ?
C29 C28 1.377(9) . ?
C29 H29 0.9300 . ?
C12 C13 1.363(9) . ?
C12 H12 0.9300 . ?
C10 C9 1.368(8) . ?
C13 C14 1.369(9) . ?
C13 H13 0.9300 . ?
C1 H1 0.9300 . ?
C7 C8 1.344(9) . ?
C7 H7 0.9300 . ?
C36 H36 0.9300 . ?
C9 C8 1.361(9) . ?
C9 H9 0.9300 . ?
C33 C32 1.376(9) . ?
C33 H33 0.9300 . ?
C3 C4 1.386(8) . ?
C3 H3 0.9300 . ?
C4 H4 0.9300 . ?
C14 H14 0.9300 . ?
C32 H32 0.9300 . ?
C18 H18 0.9300 . ?
C25 H25 0.9300 . ?
C8 H8 0.9300 . ?
C28 H28 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O5 Ho1 OW1 84.33(16) . . ?
O5 Ho1 O3 134.03(14) . . ?
OW1 Ho1 O3 81.14(16) . . ?
O5 Ho1 O1 76.05(14) . . ?
OW1 Ho1 O1 76.47(15) . . ?
O3 Ho1 O1 140.13(13) . . ?
O5 Ho1 O2 82.95(14) . . ?
OW1 Ho1 O2 129.93(16) . . ?
O3 Ho1 O2 137.77(14) . . ?
O1 Ho1 O2 53.48(14) . . ?
O5 Ho1 O4 81.27(13) . . ?
OW1 Ho1 O4 75.71(15) . . ?
O3 Ho1 O4 52.91(12) . . ?
O1 Ho1 O4 145.49(13) . . ?
O2 Ho1 O4 148.09(14) . . ?
O5 Ho1 N1 81.43(15) . . ?
OW1 Ho1 N1 144.96(15) . . ?
O3 Ho1 N1 86.10(14) . . ?
O1 Ho1 N1 129.71(14) . . ?
O2 Ho1 N1 79.75(15) . . ?
O4 Ho1 N1 70.60(14) . . ?
O5 Ho1 N3 144.89(15) . . ?
OW1 Ho1 N3 79.46(16) . . ?
O3 Ho1 N3 73.79(14) . . ?
O1 Ho1 N3 69.99(14) . . ?
O2 Ho1 N3 83.97(14) . . ?
O4 Ho1 N3 123.55(14) . . ?
N1 Ho1 N3 127.74(15) . . ?
O5 Ho1 N2 138.94(15) . . ?
OW1 Ho1 N2 136.72(16) . . ?
O3 Ho1 N2 67.75(13) . . ?
O1 Ho1 N2 108.82(14) . . ?
O2 Ho1 N2 70.27(14) . . ?
O4 Ho1 N2 105.39(14) . . ?
N1 Ho1 N2 63.96(14) . . ?
N3 Ho1 N2 63.79(14) . . ?
O5 Ho1 C16 77.34(15) . . ?
OW1 Ho1 C16 103.02(18) . . ?
O3 Ho1 C16 148.50(14) . . ?
O1 Ho1 C16 26.59(15) . . ?
O2 Ho1 C16 26.91(15) . . ?
O4 Ho1 C16 158.59(15) . . ?
N1 Ho1 C16 104.80(17) . . ?
N3 Ho1 C16 76.32(15) . . ?
N2 Ho1 C16 90.25(16) . . ?
O5 Ho1 C23 107.90(16) . . ?
OW1 Ho1 C23 77.12(17) . . ?
O3 Ho1 C23 26.22(14) . . ?
O1 Ho1 C23 152.74(15) . . ?
O2 Ho1 C23 152.47(15) . . ?
O4 Ho1 C23 26.69(14) . . ?
N1 Ho1 C23 77.12(15) . . ?
N3 Ho1 C23 98.58(16) . . ?
N2 Ho1 C23 86.18(15) . . ?
C16 Ho1 C23 174.71(16) . . ?
Ho1 OW1 HW1B 113(5) . . ?
Ho1 OW1 HW1A 109(6) . . ?
HW1B OW1 HW1A 108(7) . . ?
C23 O3 Ho1 95.2(3) . . ?
C23 O4 Ho1 91.1(3) . . ?
C30 O5 Ho1 169.8(4) . . ?
C16 O2 Ho1 92.0(3) . . ?
C15 N3 C11 119.0(5) . . ?
C15 N3 Ho1 119.6(4) . . ?
C11 N3 Ho1 121.4(4) . . ?
C16 O1 Ho1 92.5(4) . . ?
O1 C16 O2 121.9(5) . . ?
O1 C16 C17 119.1(6) . . ?
O2 C16 C17 119.0(5) . . ?
O1 C16 Ho1 60.9(3) . . ?
O2 C16 Ho1 61.1(3) . . ?
C17 C16 Ho1 174.9(4) . . ?
C29 C24 C25 119.0(6) . . ?
C29 C24 C23 121.4(6) . . ?
C25 C24 C23 119.6(5) . . ?
O3 C23 O4 120.8(5) . . ?
O3 C23 C24 120.0(5) . . ?
O4 C23 C24 119.2(5) . . ?
O3 C23 Ho1 58.6(3) . . ?
O4 C23 Ho1 62.2(3) . . ?
C24 C23 Ho1 178.3(4) . . ?
C6 N2 C10 117.7(5) . . ?
C6 N2 Ho1 120.7(3) . . ?
C10 N2 Ho1 121.3(4) . . ?
C1 N1 C5 118.1(5) . . ?
C1 N1 Ho1 120.0(4) . . ?
C5 N1 Ho1 121.8(4) . . ?
C18 C19 C20 119.3(6) . . ?
C18 C19 H19 120.3 . . ?
C20 C19 H19 120.3 . . ?
C22 C17 C18 119.0(6) . . ?
C22 C17 C16 120.7(6) . . ?
C18 C17 C16 120.2(5) . . ?
C17 C22 C21 121.2(6) . . ?
C17 C22 H22 119.4 . . ?
C21 C22 H22 119.4 . . ?
N3 C15 C14 123.5(6) . . ?
N3 C15 H15 118.3 . . ?
C14 C15 H15 118.3 . . ?
C20 C21 C22 118.6(6) . . ?
C20 C21 H21 120.7 . . ?
C22 C21 H21 120.7 . . ?
C28 C27 C26 122.6(7) . . ?
C28 C27 Br2 119.4(6) . . ?
C26 C27 Br2 117.9(6) . . ?
C27 C26 C25 118.5(7) . . ?
C27 C26 H26 120.7 . . ?
C25 C26 H26 120.7 . . ?
N2 C6 C7 121.8(5) . . ?
N2 C6 C5 116.6(5) . . ?
C7 C6 C5 121.5(5) . . ?
C32 C31 C36 118.4(6) . . ?
C32 C31 C30 120.4(5) . . ?
C36 C31 C30 121.2(5) . . ?
O6 C30 O5 125.2(6) . . ?
O6 C30 C31 118.1(5) . . ?
O5 C30 C31 116.7(5) . . ?
C1 C2 C3 118.3(6) . . ?
C1 C2 H2 120.9 . . ?
C3 C2 H2 120.9 . . ?
C35 C34 C33 121.0(6) . . ?
C35 C34 Br3 119.6(5) . . ?
C33 C34 Br3 119.3(5) . . ?
C34 C35 C36 120.4(6) . . ?
C34 C35 H35 119.8 . . ?
C36 C35 H35 119.8 . . ?
N3 C11 C12 120.3(6) . . ?
N3 C11 C10 118.1(5) . . ?
C12 C11 C10 121.6(5) . . ?
N1 C5 C4 121.2(5) . . ?
N1 C5 C6 116.6(5) . . ?
C4 C5 C6 122.2(5) . . ?
C24 C29 C28 120.3(7) . . ?
C24 C29 H29 119.8 . . ?
C28 C29 H29 119.8 . . ?
C13 C12 C11 119.7(6) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
N2 C10 C9 121.8(5) . . ?
N2 C10 C11 115.1(5) . . ?
C9 C10 C11 123.1(5) . . ?
C12 C13 C14 119.9(6) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
N1 C1 C2 124.1(6) . . ?
N1 C1 H1 118.0 . . ?
C2 C1 H1 118.0 . . ?
C8 C7 C6 120.1(6) . . ?
C8 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
C35 C36 C31 120.1(6) . . ?
C35 C36 H36 119.9 . . ?
C31 C36 H36 119.9 . . ?
C21 C20 C19 120.9(6) . . ?
C21 C20 Br1 118.8(5) . . ?
C19 C20 Br1 120.2(5) . . ?
C8 C9 C10 119.1(6) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
C34 C33 C32 118.7(6) . . ?
C34 C33 H33 120.6 . . ?
C32 C33 H33 120.6 . . ?
C2 C3 C4 119.2(6) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C3 C4 C5 119.0(6) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
C13 C14 C15 117.6(6) . . ?
C13 C14 H14 121.2 . . ?
C15 C14 H14 121.2 . . ?
C33 C32 C31 121.3(6) . . ?
C33 C32 H32 119.3 . . ?
C31 C32 H32 119.3 . . ?
C17 C18 C19 120.9(6) . . ?
C17 C18 H18 119.5 . . ?
C19 C18 H18 119.5 . . ?
C26 C25 C24 120.0(7) . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C7 C8 C9 119.5(6) . . ?
C7 C8 H8 120.2 . . ?
C9 C8 H8 120.2 . . ?
C27 C28 C29 119.5(7) . . ?
C27 C28 H28 120.3 . . ?
C29 C28 H28 120.3 . . ?

_refine_diff_density_max         1.685
_refine_diff_density_min         -2.193
_refine_diff_density_rms         0.167

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_Complex_5
_database_code_depnum_ccdc_archive 'CCDC 1514961'
_audit_update_record             
;
2016-11-03 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C72 H50 Br6 N6 O14 Sm2'
_exptl_crystal_recrystallization_method Hydrothermal
_chemical_melting_point          ?

_exptl_crystal_description       Plate
_exptl_crystal_colour            Colorless
_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         2003.30

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.974(2)
_cell_length_b                   12.601(2)
_cell_length_c                   14.083(3)
_cell_angle_alpha                69.087(3)
_cell_angle_beta                 88.723(3)
_cell_angle_gamma                74.262(3)
_cell_volume                     1744.8(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    24269
_cell_measurement_theta_min      4.483
_cell_measurement_theta_max      50.942
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.907
_exptl_crystal_F_000             970
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.231
_exptl_crystal_size_mid          0.136
_exptl_crystal_size_min          0.061
_exptl_absorpt_coefficient_mu    5.171
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6831
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (2015)'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Fine-focus sealed tube'
_diffrn_source_type              Siemens
_diffrn_measurement_device_type  'Bruker SMART ApexII'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24256
_diffrn_reflns_av_unetI/netI     0.0726
_diffrn_reflns_av_R_equivalents  0.0570
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.803
_diffrn_reflns_theta_max         28.252
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8568
_reflns_number_gt                6612
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'SIR92 (Gualardi, 1994)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WINGX (Farrugia, 2012)'
_computing_publication_material  'Crystal Maker (Palmer, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0415P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8568
_refine_ls_number_parameters     459
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0621
_refine_ls_R_factor_gt           0.0387
_refine_ls_wR_factor_ref         0.0859
_refine_ls_wR_factor_gt          0.0769
_refine_ls_goodness_of_fit_ref   0.937
_refine_ls_restrained_S_all      0.937
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
Sm01 Sm 0.64575(2) 0.28584(2) 0.50841(2) 0.01038(6) Uani 1 1 d . . . . .
Br1 Br 1.21750(4) 0.51348(5) 0.07039(4) 0.02933(12) Uani 1 1 d . . . . .
O1 O 0.7983(3) 0.4037(2) 0.4371(2) 0.0164(6) Uani 1 1 d . . . . .
N3 N 0.5219(3) 0.2005(3) 0.4143(3) 0.0140(7) Uani 1 1 d . . . . .
O2 O 0.7706(3) 0.2887(2) 0.3566(2) 0.0153(6) Uani 1 1 d . . . . .
O3 O 0.4380(3) 0.2955(2) 0.5864(2) 0.0179(6) Uani 1 1 d . . . . .
O4 O 0.6005(2) 0.1496(2) 0.6792(2) 0.0156(6) Uani 1 1 d . . . . .
C29 C 0.3106(4) 0.2867(4) 0.7681(3) 0.0174(9) Uani 1 1 d . . . . .
H22 H 0.2914 0.3602 0.7154 0.021 Uiso 1 1 calc R U . . .
C26 C 0.3646(4) 0.0654(4) 0.9227(3) 0.0232(10) Uani 1 1 d . . . . .
H19 H 0.3808 -0.0092 0.9738 0.028 Uiso 1 1 calc R U . . .
C5 C 0.9134(4) 0.0559(3) 0.6368(3) 0.0156(9) Uani 1 1 d . . . . .
C4 C 1.0143(4) -0.0091(4) 0.7124(3) 0.0222(10) Uani 1 1 d . . . . .
H4 H 1.0456 -0.0907 0.7307 0.027 Uiso 1 1 calc R U . . .
N2 N 0.7480(3) 0.0670(3) 0.5207(2) 0.0129(7) Uani 1 1 d . . . . .
C10 C 0.6969(4) 0.0210(3) 0.4635(3) 0.0134(8) Uani 1 1 d . . . . .
C35 C 0.4961(4) 0.6047(4) 0.0632(3) 0.0217(10) Uani 1 1 d . . . . .
H35 H 0.5533 0.5710 0.0252 0.026 Uiso 1 1 calc R U . . .
N1 N 0.8644(3) 0.1738(3) 0.6122(3) 0.0141(7) Uani 1 1 d . . . . .
C11 C 0.5717(4) 0.0941(3) 0.4052(3) 0.0123(8) Uani 1 1 d . . . . .
C21 C 1.0138(4) 0.4125(4) 0.1360(3) 0.0171(9) Uani 1 1 d . . . . .
H28 H 1.0222 0.3941 0.0774 0.020 Uiso 1 1 calc R U . . .
C6 C 0.8585(4) 0.0017(3) 0.5776(3) 0.0125(8) Uani 1 1 d . . . . .
C17 C 0.9124(4) 0.4070(3) 0.2905(3) 0.0120(8) Uani 1 1 d . . . . .
C20 C 1.0900(4) 0.4734(4) 0.1580(3) 0.0182(9) Uani 1 1 d . . . . .
C14 C 0.3382(4) 0.2286(4) 0.3085(3) 0.0180(9) Uani 1 1 d . . . . .
H14 H 0.2589 0.2767 0.2763 0.022 Uiso 1 1 calc R U . . .
C33 C 0.3167(4) 0.7616(4) 0.0697(3) 0.0193(10) Uani 1 1 d . . . . .
H33 H 0.2534 0.8313 0.0362 0.023 Uiso 1 1 calc R U . . .
C22 C 0.9248(4) 0.3796(3) 0.2031(3) 0.0160(9) Uani 1 1 d . . . . .
H29 H 0.8728 0.3386 0.1894 0.019 Uiso 1 1 calc R U . . .
C13 C 0.3900(4) 0.1201(4) 0.2994(3) 0.0189(9) Uani 1 1 d . . . . .
H13 H 0.3465 0.0933 0.2610 0.023 Uiso 1 1 calc R U . . .
C15 C 0.4067(4) 0.2641(4) 0.3665(3) 0.0176(9) Uani 1 1 d . . . . .
H15 H 0.3706 0.3369 0.3728 0.021 Uiso 1 1 calc R U . . .
C30 C 0.4352(4) 0.5516(3) 0.3402(3) 0.0145(9) Uani 1 1 d . . . . .
C2 C 1.0197(4) 0.1697(4) 0.7307(3) 0.0252(11) Uani 1 1 d . . . . .
H2 H 1.0551 0.2111 0.7600 0.030 Uiso 1 1 calc R U . . .
C28 C 0.2404(4) 0.2710(4) 0.8523(3) 0.0193(10) Uani 1 1 d . . . . .
H21 H 0.1764 0.3337 0.8580 0.023 Uiso 1 1 calc R U . . .
C19 C 1.0787(4) 0.5030(4) 0.2441(3) 0.0197(10) Uani 1 1 d . . . . .
H26 H 1.1302 0.5449 0.2569 0.024 Uiso 1 1 calc R U . . .
C1 C 0.9182(4) 0.2283(4) 0.6571(3) 0.0193(9) Uani 1 1 d . . . . .
H1 H 0.8861 0.3099 0.6381 0.023 Uiso 1 1 calc R U . . .
C9 C 0.7561(4) -0.0911(3) 0.4617(3) 0.0166(9) Uani 1 1 d . . . . .
H9 H 0.7189 -0.1212 0.4222 0.020 Uiso 1 1 calc R U . . .
C18 C 0.9899(4) 0.4694(3) 0.3107(3) 0.0158(9) Uani 1 1 d . . . . .
H25 H 0.9817 0.4882 0.3691 0.019 Uiso 1 1 calc R U . . .
C34 C 0.3987(4) 0.7060(4) 0.0153(3) 0.0194(9) Uani 1 1 d . . . . .
C31 C 0.4237(4) 0.6064(3) 0.2260(3) 0.0130(8) Uani 1 1 d . . . . .
C36 C 0.5076(4) 0.5531(3) 0.1699(3) 0.0156(9) Uani 1 1 d . . . . .
H36 H 0.5713 0.4836 0.2031 0.019 Uiso 1 1 calc R U . . .
C25 C 0.4366(4) 0.0844(4) 0.8402(3) 0.0196(10) Uani 1 1 d . . . . .
H18 H 0.5046 0.0229 0.8374 0.024 Uiso 1 1 calc R U . . .
C24 C 0.4097(4) 0.1941(3) 0.7609(3) 0.0132(9) Uani 1 1 d . . . . .
C32 C 0.3305(4) 0.7114(3) 0.1752(3) 0.0174(9) Uani 1 1 d . . . . .
H32 H 0.2765 0.7487 0.2127 0.021 Uiso 1 1 calc R U . . .
C23 C 0.4878(4) 0.2142(4) 0.6701(3) 0.0161(9) Uani 1 1 d . . . . .
C7 C 0.9218(4) -0.1114(3) 0.5772(3) 0.0171(9) Uani 1 1 d . . . . .
H7 H 0.9984 -0.1548 0.6162 0.020 Uiso 1 1 calc R U . . .
C16 C 0.8206(4) 0.3649(3) 0.3649(3) 0.0138(9) Uani 1 1 d . . . . .
C27 C 0.2680(4) 0.1591(4) 0.9282(3) 0.0212(10) Uani 1 1 d . . . . .
O5 O 0.5192(3) 0.4551(2) 0.3820(2) 0.0168(6) Uani 1 1 d . . . . .
C8 C 0.8690(4) -0.1567(4) 0.5183(3) 0.0190(9) Uani 1 1 d . . . . .
H8 H 0.9096 -0.2312 0.5169 0.023 Uiso 1 1 calc R U . . .
C3 C 1.0666(4) 0.0495(4) 0.7591(4) 0.0294(11) Uani 1 1 d . . . . .
H3 H 1.1333 0.0077 0.8096 0.035 Uiso 1 1 calc R U . . .
C12 C 0.5081(4) 0.0525(4) 0.3491(3) 0.0168(9) Uani 1 1 d . . . . .
H12 H 0.5447 -0.0212 0.3447 0.020 Uiso 1 1 calc R U . . .
Br2 Br 0.16858(5) 0.13297(5) 1.04293(4) 0.03875(14) Uani 1 1 d . . . . .
O6 O 0.3570(3) 0.6042(2) 0.3877(2) 0.0151(6) Uani 1 1 d . . . . .
OW1 O 0.8204(4) -0.4018(4) 0.4912(3) 0.0301(9) Uani 1 1 d . . . . .
Br3 Br 0.37483(6) 0.76712(5) -0.12995(4) 0.03862(14) Uani 1 1 d . . . . .
HW1B H 0.753(5) -0.374(5) 0.480(4) 0.034(18) Uiso 1 1 d . . . . .
HW1A H 0.826(6) -0.460(5) 0.485(5) 0.05(2) Uiso 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
Sm01 O5 2.332(3) . ?
Sm01 O6 2.342(3) 2_666 ?
Sm01 O1 2.495(3) . ?
Sm01 O3 2.500(3) . ?
Sm01 O2 2.508(3) . ?
Sm01 O4 2.538(3) . ?
Sm01 N3 2.579(3) . ?
Sm01 N1 2.595(3) . ?
Sm01 N2 2.624(3) . ?
Sm01 C16 2.861(4) . ?
Sm01 C23 2.865(4) . ?
Br1 C20 1.897(4) . ?
O1 C16 1.270(5) . ?
N3 C15 1.341(5) . ?
N3 C11 1.355(5) . ?
O2 C16 1.267(5) . ?
O3 C23 1.265(5) . ?
O4 C23 1.263(5) . ?
C29 C28 1.383(6) . ?
C29 C24 1.395(5) . ?
C29 H22 0.9300 . ?
C26 C25 1.377(6) . ?
C26 C27 1.380(6) . ?
C26 H19 0.9300 . ?
C5 N1 1.349(5) . ?
C5 C4 1.403(6) . ?
C5 C6 1.476(6) . ?
C4 C3 1.379(6) . ?
C4 H4 0.9300 . ?
N2 C6 1.350(5) . ?
N2 C10 1.351(5) . ?
C10 C9 1.395(5) . ?
C10 C11 1.494(5) . ?
C35 C34 1.379(6) . ?
C35 C36 1.401(6) . ?
C35 H35 0.9300 . ?
N1 C1 1.329(5) . ?
C11 C12 1.381(5) . ?
C21 C20 1.383(6) . ?
C21 C22 1.385(6) . ?
C21 H28 0.9300 . ?
C6 C7 1.408(5) . ?
C17 C22 1.387(6) . ?
C17 C18 1.398(5) . ?
C17 C16 1.498(6) . ?
C20 C19 1.383(6) . ?
C14 C15 1.379(6) . ?
C14 C13 1.382(6) . ?
C14 H14 0.9300 . ?
C33 C34 1.377(6) . ?
C33 C32 1.385(6) . ?
C33 H33 0.9300 . ?
C22 H29 0.9300 . ?
C13 C12 1.382(6) . ?
C13 H13 0.9300 . ?
C15 H15 0.9300 . ?
C30 O5 1.257(4) . ?
C30 O6 1.267(5) . ?
C30 C31 1.500(6) . ?
C2 C3 1.368(6) . ?
C2 C1 1.385(6) . ?
C2 H2 0.9300 . ?
C28 C27 1.389(6) . ?
C28 H21 0.9300 . ?
C19 C18 1.382(6) . ?
C19 H26 0.9300 . ?
C1 H1 0.9300 . ?
C9 C8 1.368(6) . ?
C9 H9 0.9300 . ?
C18 H25 0.9300 . ?
C34 Br3 1.907(4) . ?
C31 C32 1.390(5) . ?
C31 C36 1.390(5) . ?
C36 H36 0.9300 . ?
C25 C24 1.391(6) . ?
C25 H18 0.9300 . ?
C24 C23 1.507(6) . ?
C32 H32 0.9300 . ?
C7 C8 1.375(6) . ?
C7 H7 0.9300 . ?
C27 Br2 1.910(4) . ?
C8 H8 0.9300 . ?
C3 H3 0.9300 . ?
C12 H12 0.9300 . ?
O6 Sm01 2.342(3) 2_666 ?
OW1 HW1B 0.72(5) . ?
OW1 HW1A 0.75(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O5 Sm01 O6 89.55(9) . 2_666 ?
O5 Sm01 O1 77.13(10) . . ?
O6 Sm01 O1 75.21(9) 2_666 . ?
O5 Sm01 O3 80.91(9) . . ?
O6 Sm01 O3 75.00(9) 2_666 . ?
O1 Sm01 O3 142.83(9) . . ?
O5 Sm01 O2 78.97(9) . . ?
O6 Sm01 O2 127.76(9) 2_666 . ?
O1 Sm01 O2 52.57(9) . . ?
O3 Sm01 O2 149.08(9) . . ?
O5 Sm01 O4 132.87(9) . . ?
O6 Sm01 O4 77.80(9) 2_666 . ?
O1 Sm01 O4 139.08(9) . . ?
O3 Sm01 O4 52.00(9) . . ?
O2 Sm01 O4 143.07(8) . . ?
O5 Sm01 N3 77.12(10) . . ?
O6 Sm01 N3 148.52(10) 2_666 . ?
O1 Sm01 N3 127.48(10) . . ?
O3 Sm01 N3 74.80(10) . . ?
O2 Sm01 N3 77.98(10) . . ?
O4 Sm01 N3 90.49(10) . . ?
O5 Sm01 N1 148.44(10) . . ?
O6 Sm01 N1 79.71(10) 2_666 . ?
O1 Sm01 N1 71.46(10) . . ?
O3 Sm01 N1 123.60(10) . . ?
O2 Sm01 N1 84.38(10) . . ?
O4 Sm01 N1 73.91(10) . . ?
N3 Sm01 N1 125.31(10) . . ?
O5 Sm01 N2 133.67(10) . . ?
O6 Sm01 N2 136.78(10) 2_666 . ?
O1 Sm01 N2 109.00(9) . . ?
O3 Sm01 N2 107.88(10) . . ?
O2 Sm01 N2 71.26(9) . . ?
O4 Sm01 N2 72.28(9) . . ?
N3 Sm01 N2 62.71(10) . . ?
N1 Sm01 N2 62.60(10) . . ?
O5 Sm01 C16 76.07(10) . . ?
O6 Sm01 C16 101.50(11) 2_666 . ?
O1 Sm01 C16 26.31(10) . . ?
O3 Sm01 C16 156.77(10) . . ?
O2 Sm01 C16 26.27(10) . . ?
O4 Sm01 C16 150.71(10) . . ?
N3 Sm01 C16 102.69(11) . . ?
N1 Sm01 C16 77.15(11) . . ?
N2 Sm01 C16 90.51(10) . . ?
O5 Sm01 C23 106.77(11) . . ?
O6 Sm01 C23 71.91(10) 2_666 . ?
O1 Sm01 C23 146.80(10) . . ?
O3 Sm01 C23 26.16(10) . . ?
O2 Sm01 C23 160.10(10) . . ?
O4 Sm01 C23 26.15(10) . . ?
N3 Sm01 C23 84.68(11) . . ?
N1 Sm01 C23 97.99(11) . . ?
N2 Sm01 C23 92.19(11) . . ?
C16 Sm01 C23 172.58(11) . . ?
C16 O1 Sm01 93.1(2) . . ?
C15 N3 C11 116.8(3) . . ?
C15 N3 Sm01 120.6(3) . . ?
C11 N3 Sm01 122.5(3) . . ?
C16 O2 Sm01 92.6(2) . . ?
C23 O3 Sm01 93.3(2) . . ?
C23 O4 Sm01 91.5(2) . . ?
C28 C29 C24 121.2(4) . . ?
C28 C29 H22 119.4 . . ?
C24 C29 H22 119.4 . . ?
C25 C26 C27 118.8(4) . . ?
C25 C26 H19 120.6 . . ?
C27 C26 H19 120.6 . . ?
N1 C5 C4 120.9(4) . . ?
N1 C5 C6 116.5(3) . . ?
C4 C5 C6 122.6(4) . . ?
C3 C4 C5 119.2(4) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C6 N2 C10 118.7(3) . . ?
C6 N2 Sm01 120.4(3) . . ?
C10 N2 Sm01 120.6(2) . . ?
N2 C10 C9 121.6(4) . . ?
N2 C10 C11 116.9(3) . . ?
C9 C10 C11 121.5(4) . . ?
C34 C35 C36 119.2(4) . . ?
C34 C35 H35 120.4 . . ?
C36 C35 H35 120.4 . . ?
C1 N1 C5 118.6(4) . . ?
C1 N1 Sm01 119.2(3) . . ?
C5 N1 Sm01 121.1(3) . . ?
N3 C11 C12 122.1(4) . . ?
N3 C11 C10 116.4(3) . . ?
C12 C11 C10 121.5(3) . . ?
C20 C21 C22 118.6(4) . . ?
C20 C21 H28 120.7 . . ?
C22 C21 H28 120.7 . . ?
N2 C6 C7 121.4(4) . . ?
N2 C6 C5 117.3(3) . . ?
C7 C6 C5 121.2(4) . . ?
C22 C17 C18 119.8(4) . . ?
C22 C17 C16 119.8(4) . . ?
C18 C17 C16 120.4(4) . . ?
C21 C20 C19 121.9(4) . . ?
C21 C20 Br1 119.3(3) . . ?
C19 C20 Br1 118.7(3) . . ?
C15 C14 C13 118.5(4) . . ?
C15 C14 H14 120.8 . . ?
C13 C14 H14 120.8 . . ?
C34 C33 C32 118.6(4) . . ?
C34 C33 H33 120.7 . . ?
C32 C33 H33 120.7 . . ?
C21 C22 C17 120.6(4) . . ?
C21 C22 H29 119.7 . . ?
C17 C22 H29 119.7 . . ?
C14 C13 C12 118.2(4) . . ?
C14 C13 H13 120.9 . . ?
C12 C13 H13 120.9 . . ?
N3 C15 C14 124.2(4) . . ?
N3 C15 H15 117.9 . . ?
C14 C15 H15 117.9 . . ?
O5 C30 O6 124.6(4) . . ?
O5 C30 C31 117.8(4) . . ?
O6 C30 C31 117.6(3) . . ?
C3 C2 C1 118.4(4) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C29 C28 C27 118.2(4) . . ?
C29 C28 H21 120.9 . . ?
C27 C28 H21 120.9 . . ?
C18 C19 C20 119.1(4) . . ?
C18 C19 H26 120.5 . . ?
C20 C19 H26 120.5 . . ?
N1 C1 C2 123.3(4) . . ?
N1 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
C8 C9 C10 119.8(4) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?
C19 C18 C17 120.0(4) . . ?
C19 C18 H25 120.0 . . ?
C17 C18 H25 120.0 . . ?
C33 C34 C35 121.8(4) . . ?
C33 C34 Br3 119.5(3) . . ?
C35 C34 Br3 118.7(3) . . ?
C32 C31 C36 119.3(4) . . ?
C32 C31 C30 120.5(4) . . ?
C36 C31 C30 120.1(4) . . ?
C31 C36 C35 119.8(4) . . ?
C31 C36 H36 120.1 . . ?
C35 C36 H36 120.1 . . ?
C26 C25 C24 121.2(4) . . ?
C26 C25 H18 119.4 . . ?
C24 C25 H18 119.4 . . ?
C25 C24 C29 118.6(4) . . ?
C25 C24 C23 121.1(4) . . ?
C29 C24 C23 120.3(4) . . ?
C33 C32 C31 121.2(4) . . ?
C33 C32 H32 119.4 . . ?
C31 C32 H32 119.4 . . ?
O4 C23 O3 121.8(4) . . ?
O4 C23 C24 119.4(4) . . ?
O3 C23 C24 118.8(4) . . ?
O4 C23 Sm01 62.3(2) . . ?
O3 C23 Sm01 60.6(2) . . ?
C24 C23 Sm01 169.4(3) . . ?
C8 C7 C6 119.2(4) . . ?
C8 C7 H7 120.4 . . ?
C6 C7 H7 120.4 . . ?
O2 C16 O1 121.6(4) . . ?
O2 C16 C17 119.5(4) . . ?
O1 C16 C17 118.8(4) . . ?
O2 C16 Sm01 61.1(2) . . ?
O1 C16 Sm01 60.5(2) . . ?
C17 C16 Sm01 179.4(3) . . ?
C26 C27 C28 121.9(4) . . ?
C26 C27 Br2 118.8(3) . . ?
C28 C27 Br2 119.2(3) . . ?
C30 O5 Sm01 160.5(3) . . ?
C9 C8 C7 119.3(4) . . ?
C9 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
C2 C3 C4 119.5(4) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C11 C12 C13 120.1(4) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C30 O6 Sm01 139.1(3) . 2_666 ?
HW1B OW1 HW1A 102(6) . . ?

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
N1 C5 C4 C3 -2.3(7) . . . . ?
C6 C5 C4 C3 175.2(4) . . . . ?
C6 N2 C10 C9 -0.5(6) . . . . ?
Sm01 N2 C10 C9 174.0(3) . . . . ?
C6 N2 C10 C11 177.4(3) . . . . ?
Sm01 N2 C10 C11 -8.1(4) . . . . ?
C4 C5 N1 C1 3.6(6) . . . . ?
C6 C5 N1 C1 -174.1(4) . . . . ?
C4 C5 N1 Sm01 -164.4(3) . . . . ?
C6 C5 N1 Sm01 17.9(5) . . . . ?
C15 N3 C11 C12 0.3(6) . . . . ?
Sm01 N3 C11 C12 -175.7(3) . . . . ?
C15 N3 C11 C10 -176.7(3) . . . . ?
Sm01 N3 C11 C10 7.3(5) . . . . ?
N2 C10 C11 N3 0.7(5) . . . . ?
C9 C10 C11 N3 178.6(4) . . . . ?
N2 C10 C11 C12 -176.4(4) . . . . ?
C9 C10 C11 C12 1.6(6) . . . . ?
C10 N2 C6 C7 1.0(6) . . . . ?
Sm01 N2 C6 C7 -173.4(3) . . . . ?
C10 N2 C6 C5 178.4(3) . . . . ?
Sm01 N2 C6 C5 3.9(5) . . . . ?
N1 C5 C6 N2 -14.1(5) . . . . ?
C4 C5 C6 N2 168.3(4) . . . . ?
N1 C5 C6 C7 163.2(4) . . . . ?
C4 C5 C6 C7 -14.4(6) . . . . ?
C22 C21 C20 C19 -0.7(6) . . . . ?
C22 C21 C20 Br1 177.3(3) . . . . ?
C20 C21 C22 C17 0.0(6) . . . . ?
C18 C17 C22 C21 0.5(6) . . . . ?
C16 C17 C22 C21 -176.7(4) . . . . ?
C15 C14 C13 C12 0.0(6) . . . . ?
C11 N3 C15 C14 -0.9(6) . . . . ?
Sm01 N3 C15 C14 175.2(3) . . . . ?
C13 C14 C15 N3 0.7(7) . . . . ?
C24 C29 C28 C27 -2.3(6) . . . . ?
C21 C20 C19 C18 0.9(6) . . . . ?
Br1 C20 C19 C18 -177.1(3) . . . . ?
C5 N1 C1 C2 -2.3(6) . . . . ?
Sm01 N1 C1 C2 166.0(3) . . . . ?
C3 C2 C1 N1 -0.4(7) . . . . ?
N2 C10 C9 C8 -0.4(6) . . . . ?
C11 C10 C9 C8 -178.3(4) . . . . ?
C20 C19 C18 C17 -0.4(6) . . . . ?
C22 C17 C18 C19 -0.3(6) . . . . ?
C16 C17 C18 C19 176.9(4) . . . . ?
C32 C33 C34 C35 -2.2(7) . . . . ?
C32 C33 C34 Br3 175.8(3) . . . . ?
C36 C35 C34 C33 3.6(6) . . . . ?
C36 C35 C34 Br3 -174.4(3) . . . . ?
O5 C30 C31 C32 178.3(4) . . . . ?
O6 C30 C31 C32 0.4(6) . . . . ?
O5 C30 C31 C36 -2.6(5) . . . . ?
O6 C30 C31 C36 179.4(4) . . . . ?
C32 C31 C36 C35 -1.1(6) . . . . ?
C30 C31 C36 C35 179.8(4) . . . . ?
C34 C35 C36 C31 -1.9(6) . . . . ?
C27 C26 C25 C24 -3.1(7) . . . . ?
C26 C25 C24 C29 2.5(6) . . . . ?
C26 C25 C24 C23 -179.3(4) . . . . ?
C28 C29 C24 C25 0.3(6) . . . . ?
C28 C29 C24 C23 -177.9(4) . . . . ?
C34 C33 C32 C31 -0.9(6) . . . . ?
C36 C31 C32 C33 2.5(6) . . . . ?
C30 C31 C32 C33 -178.4(4) . . . . ?
Sm01 O4 C23 O3 12.3(4) . . . . ?
Sm01 O4 C23 C24 -168.1(3) . . . . ?
Sm01 O3 C23 O4 -12.5(4) . . . . ?
Sm01 O3 C23 C24 167.9(3) . . . . ?
C25 C24 C23 O4 -24.3(6) . . . . ?
C29 C24 C23 O4 153.9(4) . . . . ?
C25 C24 C23 O3 155.4(4) . . . . ?
C29 C24 C23 O3 -26.4(5) . . . . ?
C25 C24 C23 Sm01 -120.8(15) . . . . ?
C29 C24 C23 Sm01 57.4(17) . . . . ?
N2 C6 C7 C8 -0.7(6) . . . . ?
C5 C6 C7 C8 -177.9(4) . . . . ?
Sm01 O2 C16 O1 2.4(4) . . . . ?
Sm01 O2 C16 C17 179.9(3) . . . . ?
Sm01 O1 C16 O2 -2.4(4) . . . . ?
Sm01 O1 C16 C17 -180.0(3) . . . . ?
C22 C17 C16 O2 11.6(5) . . . . ?
C18 C17 C16 O2 -165.5(4) . . . . ?
C22 C17 C16 O1 -170.8(4) . . . . ?
C18 C17 C16 O1 12.1(5) . . . . ?
C25 C26 C27 C28 1.0(7) . . . . ?
C25 C26 C27 Br2 -179.7(3) . . . . ?
C29 C28 C27 C26 1.7(7) . . . . ?
C29 C28 C27 Br2 -177.6(3) . . . . ?
O6 C30 O5 Sm01 -2.5(11) . . . . ?
C31 C30 O5 Sm01 179.7(6) . . . . ?
C10 C9 C8 C7 0.8(6) . . . . ?
C6 C7 C8 C9 -0.2(6) . . . . ?
C1 C2 C3 C4 1.7(7) . . . . ?
C5 C4 C3 C2 -0.4(7) . . . . ?
N3 C11 C12 C13 0.4(6) . . . . ?
C10 C11 C12 C13 177.3(4) . . . . ?
C14 C13 C12 C11 -0.5(6) . . . . ?
O5 C30 O6 Sm01 73.5(5) . . . 2_666 ?
C31 C30 O6 Sm01 -108.8(4) . . . 2_666 ?

_refine_diff_density_max         1.703
_refine_diff_density_min         -1.424
_refine_diff_density_rms         0.157

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_Complex_9
_database_code_depnum_ccdc_archive 'CCDC 1514967'
_audit_update_record             
;
2016-11-03 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H25 Br3 Dy N3 O7'
_exptl_crystal_recrystallization_method Hydrothermal
_chemical_melting_point          ?

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         1013.82

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.7618(6)
_cell_length_b                   13.2230(9)
_cell_length_c                   15.3537(11)
_cell_angle_alpha                103.2680(10)
_cell_angle_beta                 92.8040(8)
_cell_angle_gamma                92.5640(10)
_cell_volume                     1726.4(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    25891
_cell_measurement_theta_min      4.640
_cell_measurement_theta_max      48.997
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.950
_exptl_crystal_F_000             978
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.234
_exptl_crystal_size_mid          0.103
_exptl_crystal_size_min          0.089
_exptl_absorpt_coefficient_mu    5.690
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6310
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (2015)'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Fine-focus sealed tube'
_diffrn_source_type              Siemens
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25879
_diffrn_reflns_av_unetI/netI     0.0856
_diffrn_reflns_av_R_equivalents  0.0579
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.836
_diffrn_reflns_theta_max         30.531
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.916
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.916
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.916
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9694
_reflns_number_gt                6559
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'Superflip (Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  'Crystal Maker (Palmer, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0323P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9694
_refine_ls_number_parameters     459
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0874
_refine_ls_R_factor_gt           0.0441
_refine_ls_wR_factor_ref         0.0858
_refine_ls_wR_factor_gt          0.0737
_refine_ls_goodness_of_fit_ref   0.981
_refine_ls_restrained_S_all      0.981
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C1 C 0.6241(5) 0.5861(3) 0.3342(3) 0.0337(11) Uani 1 1 d . . . . .
H1 H 0.6321 0.5535 0.3817 0.040 Uiso 1 1 calc R U . . .
C2 C 0.4940(5) 0.6372(4) 0.3236(3) 0.0377(12) Uani 1 1 d . . . . .
H2 H 0.4160 0.6388 0.3627 0.045 Uiso 1 1 calc R U . . .
C3 C 0.4818(6) 0.6857(4) 0.2540(3) 0.0424(12) Uani 1 1 d . . . . .
H3 H 0.3948 0.7204 0.2445 0.051 Uiso 1 1 calc R U . . .
C4 C 0.6017(5) 0.6822(4) 0.1981(3) 0.0397(12) Uani 1 1 d . . . . .
H4 H 0.5961 0.7153 0.1509 0.048 Uiso 1 1 calc R U . . .
C5 C 0.7290(5) 0.6295(3) 0.2124(3) 0.0279(10) Uani 1 1 d . . . . .
C6 C 0.8630(5) 0.6240(3) 0.1558(3) 0.0298(10) Uani 1 1 d . . . . .
C7 C 0.8736(6) 0.6826(4) 0.0919(3) 0.0443(13) Uani 1 1 d . . . . .
H7 H 0.7958 0.7255 0.0832 0.053 Uiso 1 1 calc R U . . .
C8 C 0.9993(6) 0.6767(5) 0.0418(4) 0.0574(16) Uani 1 1 d . . . . .
H8 H 1.0063 0.7146 -0.0020 0.069 Uiso 1 1 calc R U . . .
C9 C 1.1149(6) 0.6150(4) 0.0563(3) 0.0491(14) Uani 1 1 d . . . . .
H9 H 1.2011 0.6107 0.0229 0.059 Uiso 1 1 calc R U . . .
C10 C 1.1004(5) 0.5583(4) 0.1227(3) 0.0310(10) Uani 1 1 d . . . . .
C11 C 1.2203(5) 0.4910(3) 0.1433(3) 0.0294(10) Uani 1 1 d . . . . .
C12 C 1.3506(6) 0.4744(4) 0.0935(3) 0.0418(12) Uani 1 1 d . . . . .
H12 H 1.3608 0.5024 0.0437 0.050 Uiso 1 1 calc R U . . .
C13 C 1.4634(5) 0.4161(4) 0.1194(3) 0.0423(13) Uani 1 1 d . . . . .
H13 H 1.5520 0.4064 0.0881 0.051 Uiso 1 1 calc R U . . .
C14 C 1.4446(5) 0.3725(4) 0.1913(3) 0.0383(12) Uani 1 1 d . . . . .
H14 H 1.5190 0.3325 0.2097 0.046 Uiso 1 1 calc R U . . .
C15 C 1.3104(5) 0.3901(4) 0.2357(3) 0.0345(11) Uani 1 1 d . . . . .
H15 H 1.2957 0.3599 0.2839 0.041 Uiso 1 1 calc R U . . .
C23 C 1.0517(5) 0.6737(4) 0.4149(3) 0.0295(10) Uani 1 1 d . . . . .
C24 C 1.0983(5) 0.7790(3) 0.4701(3) 0.0316(10) Uani 1 1 d . . . . .
C25 C 1.2126(6) 0.8392(4) 0.4441(3) 0.0470(14) Uani 1 1 d . . . . .
H25 H 1.2605 0.8128 0.3916 0.056 Uiso 1 1 calc R U . . .
C26 C 1.2572(7) 0.9373(4) 0.4943(4) 0.0621(17) Uani 1 1 d . . . . .
H26 H 1.3350 0.9767 0.4762 0.075 Uiso 1 1 calc R U . . .
C27 C 1.1859(7) 0.9758(4) 0.5707(4) 0.0534(15) Uani 1 1 d . . . . .
C28 C 1.0725(7) 0.9185(4) 0.5995(4) 0.0571(15) Uani 1 1 d . . . . .
H28 H 1.0251 0.9455 0.6521 0.068 Uiso 1 1 calc R U . . .
C29 C 1.0300(6) 0.8191(4) 0.5481(3) 0.0479(14) Uani 1 1 d . . . . .
H29 H 0.9539 0.7792 0.5670 0.057 Uiso 1 1 calc R U . . .
C16 C 0.9011(5) 0.2803(4) 0.1837(3) 0.0304(10) Uani 1 1 d . . . . .
C17 C 0.8560(5) 0.1748(4) 0.1246(3) 0.0303(10) Uani 1 1 d . . . . .
C18 C 0.9275(6) 0.0873(4) 0.1377(3) 0.0396(12) Uani 1 1 d . . . . .
H18 H 1.0058 0.0947 0.1823 0.048 Uiso 1 1 calc R U . . .
C19 C 0.8842(6) -0.0104(4) 0.0857(3) 0.0433(12) Uani 1 1 d . . . . .
H19 H 0.9327 -0.0686 0.0945 0.052 Uiso 1 1 calc R U . . .
C20 C 0.7674(5) -0.0197(4) 0.0202(3) 0.0366(11) Uani 1 1 d . . . . .
C21 C 0.6925(6) 0.0653(4) 0.0062(3) 0.0403(12) Uani 1 1 d . . . . .
H21 H 0.6130 0.0576 -0.0376 0.048 Uiso 1 1 calc R U . . .
C22 C 0.7383(5) 0.1617(4) 0.0587(3) 0.0366(11) Uani 1 1 d . . . . .
H22 H 0.6889 0.2196 0.0498 0.044 Uiso 1 1 calc R U . . .
C30 C 0.6862(5) 0.3682(3) 0.4213(3) 0.0285(10) Uani 1 1 d . . . . .
C31 C 0.5921(5) 0.2688(3) 0.3807(3) 0.0291(10) Uani 1 1 d . . . . .
C32 C 0.4518(5) 0.2475(4) 0.4118(3) 0.0444(13) Uani 1 1 d . . . . .
H32 H 0.4149 0.2946 0.4597 0.053 Uiso 1 1 calc R U . . .
C33 C 0.3661(6) 0.1575(4) 0.3726(4) 0.0556(15) Uani 1 1 d . . . . .
H33 H 0.2721 0.1437 0.3944 0.067 Uiso 1 1 calc R U . . .
C34 C 0.4184(6) 0.0886(4) 0.3020(3) 0.0416(12) Uani 1 1 d . . . . .
C35 C 0.5588(6) 0.1060(4) 0.2704(3) 0.0476(14) Uani 1 1 d . . . . .
H35 H 0.5954 0.0578 0.2231 0.057 Uiso 1 1 calc R U . . .
C36 C 0.6451(6) 0.1968(4) 0.3104(3) 0.0408(12) Uani 1 1 d . . . . .
H36 H 0.7403 0.2094 0.2894 0.049 Uiso 1 1 calc R U . . .
N1 N 0.7402(4) 0.5805(3) 0.2800(2) 0.0273(8) Uani 1 1 d . . . . .
N2 N 0.9756(4) 0.5636(3) 0.1717(2) 0.0266(8) Uani 1 1 d . . . . .
N3 N 1.2018(4) 0.4481(3) 0.2127(2) 0.0292(8) Uani 1 1 d . . . . .
O3 O 1.1145(3) 0.6389(2) 0.34253(19) 0.0343(7) Uani 1 1 d . . . . .
O4 O 0.9468(3) 0.6181(2) 0.43994(19) 0.0334(7) Uani 1 1 d . . . . .
O2 O 0.8368(4) 0.3593(2) 0.16893(19) 0.0360(8) Uani 1 1 d . . . . .
O1 O 0.9989(3) 0.2874(2) 0.2473(2) 0.0358(8) Uani 1 1 d . . . . .
O5 O 0.7890(3) 0.3959(2) 0.3750(2) 0.0369(8) Uani 1 1 d . . . . .
O6 O 0.6572(4) 0.4163(3) 0.4974(2) 0.0424(8) Uani 1 1 d . . . . .
OW1 O 1.1415(4) 0.4367(3) 0.4108(2) 0.0319(8) Uani 1 1 d . . . . .
Br2 Br 1.24767(11) 1.10953(5) 0.64154(6) 0.1024(3) Uani 1 1 d . . . . .
Br1 Br 0.70685(7) -0.15349(4) -0.05325(4) 0.05478(16) Uani 1 1 d . . . . .
Br3 Br 0.29722(8) -0.03463(5) 0.24701(4) 0.06770(19) Uani 1 1 d . . . . .
Dy1 Dy 0.96476(2) 0.47413(2) 0.30382(2) 0.02360(6) Uani 1 1 d . . . . .
HW1A H 1.109(7) 0.412(5) 0.448(4) 0.08(2) Uiso 1 1 d . . . . .
HW1B H 1.202(6) 0.484(4) 0.437(3) 0.050(17) Uiso 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
C1 N1 1.340(5) . ?
C1 C2 1.373(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.368(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.384(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.376(6) . ?
C4 H4 0.9300 . ?
C5 N1 1.345(5) . ?
C5 C6 1.490(6) . ?
C6 N2 1.344(5) . ?
C6 C7 1.386(6) . ?
C7 C8 1.370(7) . ?
C7 H7 0.9300 . ?
C8 C9 1.370(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.405(6) . ?
C9 H9 0.9300 . ?
C10 N2 1.353(5) . ?
C10 C11 1.475(6) . ?
C11 N3 1.330(5) . ?
C11 C12 1.402(6) . ?
C12 C13 1.378(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.372(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.390(6) . ?
C14 H14 0.9300 . ?
C15 N3 1.333(6) . ?
C15 H15 0.9300 . ?
C23 O3 1.264(5) . ?
C23 O4 1.280(5) . ?
C23 C24 1.483(6) . ?
C23 Dy1 2.842(5) . ?
C24 C29 1.371(6) . ?
C24 C25 1.382(6) . ?
C25 C26 1.377(7) . ?
C25 H25 0.9300 . ?
C26 C27 1.361(8) . ?
C26 H26 0.9300 . ?
C27 C28 1.373(8) . ?
C27 Br2 1.891(5) . ?
C28 C29 1.393(7) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C16 O1 1.251(5) . ?
C16 O2 1.268(5) . ?
C16 C17 1.503(6) . ?
C16 Dy1 2.808(4) . ?
C17 C22 1.385(6) . ?
C17 C18 1.390(6) . ?
C18 C19 1.380(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.379(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.380(7) . ?
C20 Br1 1.904(4) . ?
C21 C22 1.373(6) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C30 O6 1.239(5) . ?
C30 O5 1.266(5) . ?
C30 C31 1.509(6) . ?
C31 C36 1.379(6) . ?
C31 C32 1.381(6) . ?
C32 C33 1.375(7) . ?
C32 H32 0.9300 . ?
C33 C34 1.360(7) . ?
C33 H33 0.9300 . ?
C34 C35 1.374(7) . ?
C34 Br3 1.903(5) . ?
C35 C36 1.388(7) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
N1 Dy1 2.529(3) . ?
N2 Dy1 2.576(3) . ?
N3 Dy1 2.553(3) . ?
O3 Dy1 2.428(3) . ?
O4 Dy1 2.500(3) . ?
O2 Dy1 2.455(3) . ?
O1 Dy1 2.459(3) . ?
O5 Dy1 2.275(3) . ?
OW1 Dy1 2.352(3) . ?
OW1 HW1A 0.77(6) . ?
OW1 HW1B 0.82(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
N1 C1 C2 123.7(4) . . ?
N1 C1 H1 118.1 . . ?
C2 C1 H1 118.1 . . ?
C3 C2 C1 118.4(4) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C2 C3 C4 118.7(5) . . ?
C2 C3 H3 120.7 . . ?
C4 C3 H3 120.7 . . ?
C5 C4 C3 120.0(5) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
N1 C5 C4 121.4(4) . . ?
N1 C5 C6 115.8(4) . . ?
C4 C5 C6 122.8(4) . . ?
N2 C6 C7 121.6(4) . . ?
N2 C6 C5 117.4(4) . . ?
C7 C6 C5 121.0(4) . . ?
C8 C7 C6 119.5(5) . . ?
C8 C7 H7 120.3 . . ?
C6 C7 H7 120.3 . . ?
C7 C8 C9 120.0(5) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C8 C9 C10 118.6(5) . . ?
C8 C9 H9 120.7 . . ?
C10 C9 H9 120.7 . . ?
N2 C10 C9 121.4(4) . . ?
N2 C10 C11 116.6(4) . . ?
C9 C10 C11 122.0(4) . . ?
N3 C11 C12 120.9(4) . . ?
N3 C11 C10 117.2(4) . . ?
C12 C11 C10 121.8(4) . . ?
C13 C12 C11 119.2(4) . . ?
C13 C12 H12 120.4 . . ?
C11 C12 H12 120.4 . . ?
C14 C13 C12 119.7(4) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C13 C14 C15 117.6(5) . . ?
C13 C14 H14 121.2 . . ?
C15 C14 H14 121.2 . . ?
N3 C15 C14 123.3(4) . . ?
N3 C15 H15 118.3 . . ?
C14 C15 H15 118.3 . . ?
O3 C23 O4 119.8(4) . . ?
O3 C23 C24 120.1(4) . . ?
O4 C23 C24 120.1(4) . . ?
O3 C23 Dy1 58.2(2) . . ?
O4 C23 Dy1 61.5(2) . . ?
C24 C23 Dy1 178.1(3) . . ?
C29 C24 C25 118.3(5) . . ?
C29 C24 C23 121.2(4) . . ?
C25 C24 C23 120.5(4) . . ?
C26 C25 C24 121.4(5) . . ?
C26 C25 H25 119.3 . . ?
C24 C25 H25 119.3 . . ?
C27 C26 C25 119.0(5) . . ?
C27 C26 H26 120.5 . . ?
C25 C26 H26 120.5 . . ?
C26 C27 C28 121.5(5) . . ?
C26 C27 Br2 119.7(5) . . ?
C28 C27 Br2 118.8(5) . . ?
C27 C28 C29 118.5(5) . . ?
C27 C28 H28 120.8 . . ?
C29 C28 H28 120.8 . . ?
C24 C29 C28 121.2(5) . . ?
C24 C29 H29 119.4 . . ?
C28 C29 H29 119.4 . . ?
O1 C16 O2 121.8(4) . . ?
O1 C16 C17 119.0(4) . . ?
O2 C16 C17 119.2(4) . . ?
O1 C16 Dy1 61.1(2) . . ?
O2 C16 Dy1 60.9(2) . . ?
C17 C16 Dy1 174.9(3) . . ?
C22 C17 C18 118.5(4) . . ?
C22 C17 C16 121.1(4) . . ?
C18 C17 C16 120.4(4) . . ?
C19 C18 C17 121.0(4) . . ?
C19 C18 H18 119.5 . . ?
C17 C18 H18 119.5 . . ?
C20 C19 C18 118.6(5) . . ?
C20 C19 H19 120.7 . . ?
C18 C19 H19 120.7 . . ?
C19 C20 C21 121.9(4) . . ?
C19 C20 Br1 119.4(4) . . ?
C21 C20 Br1 118.7(4) . . ?
C22 C21 C20 118.3(5) . . ?
C22 C21 H21 120.9 . . ?
C20 C21 H21 120.9 . . ?
C21 C22 C17 121.7(5) . . ?
C21 C22 H22 119.1 . . ?
C17 C22 H22 119.1 . . ?
O6 C30 O5 125.2(4) . . ?
O6 C30 C31 117.5(4) . . ?
O5 C30 C31 117.3(4) . . ?
C36 C31 C32 118.5(4) . . ?
C36 C31 C30 120.1(4) . . ?
C32 C31 C30 121.5(4) . . ?
C33 C32 C31 120.7(5) . . ?
C33 C32 H32 119.7 . . ?
C31 C32 H32 119.7 . . ?
C34 C33 C32 120.1(5) . . ?
C34 C33 H33 119.9 . . ?
C32 C33 H33 119.9 . . ?
C33 C34 C35 120.9(5) . . ?
C33 C34 Br3 119.8(4) . . ?
C35 C34 Br3 119.4(4) . . ?
C34 C35 C36 118.7(5) . . ?
C34 C35 H35 120.6 . . ?
C36 C35 H35 120.6 . . ?
C31 C36 C35 121.1(4) . . ?
C31 C36 H36 119.4 . . ?
C35 C36 H36 119.4 . . ?
C1 N1 C5 117.8(4) . . ?
C1 N1 Dy1 119.5(3) . . ?
C5 N1 Dy1 122.7(3) . . ?
C6 N2 C10 119.0(4) . . ?
C6 N2 Dy1 120.1(3) . . ?
C10 N2 Dy1 120.6(3) . . ?
C11 N3 C15 119.1(4) . . ?
C11 N3 Dy1 122.0(3) . . ?
C15 N3 Dy1 118.9(3) . . ?
C23 O3 Dy1 95.5(3) . . ?
C23 O4 Dy1 91.7(2) . . ?
C16 O2 Dy1 92.3(3) . . ?
C16 O1 Dy1 92.5(3) . . ?
C30 O5 Dy1 170.0(3) . . ?
Dy1 OW1 HW1A 117(5) . . ?
Dy1 OW1 HW1B 117(4) . . ?
HW1A OW1 HW1B 106(5) . . ?
O5 Dy1 OW1 84.49(12) . . ?
O5 Dy1 O3 134.12(10) . . ?
OW1 Dy1 O3 80.90(12) . . ?
O5 Dy1 O2 83.09(11) . . ?
OW1 Dy1 O2 130.11(12) . . ?
O3 Dy1 O2 137.62(10) . . ?
O5 Dy1 O1 76.35(10) . . ?
OW1 Dy1 O1 76.89(11) . . ?
O3 Dy1 O1 139.91(10) . . ?
O2 Dy1 O1 53.22(10) . . ?
O5 Dy1 O4 81.26(10) . . ?
OW1 Dy1 O4 75.39(11) . . ?
O3 Dy1 O4 53.01(9) . . ?
O2 Dy1 O4 148.36(10) . . ?
O1 Dy1 O4 145.71(10) . . ?
O5 Dy1 N1 81.82(11) . . ?
OW1 Dy1 N1 144.98(11) . . ?
O3 Dy1 N1 85.85(11) . . ?
O2 Dy1 N1 79.91(11) . . ?
O1 Dy1 N1 129.84(11) . . ?
O4 Dy1 N1 70.77(10) . . ?
O5 Dy1 N3 145.06(11) . . ?
OW1 Dy1 N3 79.76(12) . . ?
O3 Dy1 N3 73.71(10) . . ?
O2 Dy1 N3 83.61(11) . . ?
O1 Dy1 N3 69.81(11) . . ?
O4 Dy1 N3 123.61(10) . . ?
N1 Dy1 N3 127.08(11) . . ?
O5 Dy1 N2 139.20(11) . . ?
OW1 Dy1 N2 136.31(12) . . ?
O3 Dy1 N2 67.47(10) . . ?
O2 Dy1 N2 70.43(10) . . ?
O1 Dy1 N2 108.56(10) . . ?
O4 Dy1 N2 105.39(10) . . ?
N1 Dy1 N2 63.77(11) . . ?
N3 Dy1 N2 63.31(11) . . ?
O5 Dy1 C16 77.44(11) . . ?
OW1 Dy1 C16 103.27(14) . . ?
O3 Dy1 C16 148.30(11) . . ?
O2 Dy1 C16 26.83(11) . . ?
O1 Dy1 C16 26.43(12) . . ?
O4 Dy1 C16 158.68(11) . . ?
N1 Dy1 C16 104.93(13) . . ?
N3 Dy1 C16 76.16(11) . . ?
N2 Dy1 C16 90.33(12) . . ?
O5 Dy1 C23 107.95(12) . . ?
OW1 Dy1 C23 76.91(12) . . ?
O3 Dy1 C23 26.27(10) . . ?
O2 Dy1 C23 152.47(12) . . ?
O1 Dy1 C23 152.86(12) . . ?
O4 Dy1 C23 26.74(10) . . ?
N1 Dy1 C23 76.96(12) . . ?
N3 Dy1 C23 98.59(12) . . ?
N2 Dy1 C23 85.95(12) . . ?
C16 Dy1 C23 174.56(12) . . ?

_refine_diff_density_max         0.968
_refine_diff_density_min         -1.045
_refine_diff_density_rms         0.150

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
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# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
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data_Complex_14
_database_code_depnum_ccdc_archive 'CCDC 1514974'
_audit_update_record             
;
2016-11-03 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H25 Br3 Lu N3 O7'
_exptl_crystal_recrystallization_method Hydrothermal
_chemical_melting_point          ?

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         1026.29

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'
Br Br -0.2901 2.4595 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.7767(4)
_cell_length_b                   13.1502(6)
_cell_length_c                   15.3202(7)
_cell_angle_alpha                103.1460(10)
_cell_angle_beta                 92.6570(10)
_cell_angle_gamma                92.8450(11)
_cell_volume                     1716.70(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    25700
_cell_measurement_theta_min      5.227
_cell_measurement_theta_max      49.081
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.985
_exptl_crystal_F_000             988
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.298
_exptl_crystal_size_mid          0.099
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    6.421
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5512
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (2015)'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              Siemens
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25699
_diffrn_reflns_av_unetI/netI     0.0643
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.367
_diffrn_reflns_theta_max         30.556
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.917
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.917
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.917
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9665
_reflns_number_gt                7173
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'Superflip (Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  'Crystal Maker (Palmer, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0371P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9665
_refine_ls_number_parameters     459
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0637
_refine_ls_R_factor_gt           0.0389
_refine_ls_wR_factor_ref         0.0848
_refine_ls_wR_factor_gt          0.0755
_refine_ls_goodness_of_fit_ref   0.949
_refine_ls_restrained_S_all      0.949
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.96602(2) 0.97481(2) 0.30314(2) 0.02719(6) Uani 1 1 d . . . . .
Br1 Br 0.70653(6) 0.34686(4) -0.05262(4) 0.05609(14) Uani 1 1 d . . . . .
Br2 Br 1.24856(10) 1.61099(5) 0.63976(5) 0.1030(3) Uani 1 1 d . . . . .
Br3 Br 0.29772(7) 0.46490(5) 0.24635(4) 0.06923(18) Uani 1 1 d . . . . .
O3 O 1.1136(3) 1.1367(2) 0.34156(18) 0.0386(7) Uani 1 1 d . . . . .
O5 O 0.7953(3) 0.8958(2) 0.37338(19) 0.0392(7) Uani 1 1 d . . . . .
O2 O 0.9994(3) 0.7897(2) 0.24853(19) 0.0369(7) Uani 1 1 d . . . . .
O4 O 0.9469(3) 1.1167(2) 0.43952(18) 0.0372(7) Uani 1 1 d . . . . .
N3 N 1.2009(4) 0.9483(3) 0.2150(2) 0.0308(7) Uani 1 1 d . . . . .
OW1 O 1.1353(4) 0.9370(3) 0.40852(19) 0.0348(7) Uani 1 1 d D . . . .
N2 N 0.9759(4) 1.0627(3) 0.1731(2) 0.0289(7) Uani 1 1 d . . . . .
O1 O 0.8374(3) 0.8622(2) 0.17069(18) 0.0400(7) Uani 1 1 d . . . . .
O6 O 0.6638(3) 0.9180(3) 0.49608(19) 0.0444(8) Uani 1 1 d . . . . .
C23 C 1.0512(5) 1.1714(3) 0.4142(3) 0.0322(9) Uani 1 1 d . . . . .
C16 C 0.9013(5) 0.7829(3) 0.1852(3) 0.0323(9) Uani 1 1 d . . . . .
C27 C 1.1860(7) 1.4756(4) 0.5686(4) 0.0578(15) Uani 1 1 d . . . . .
N1 N 0.7436(4) 1.0780(3) 0.2824(2) 0.0305(7) Uani 1 1 d . . . . .
C22 C 0.7380(5) 0.6638(4) 0.0598(3) 0.0403(10) Uani 1 1 d . . . . .
H22 H 0.6884 0.7219 0.0512 0.048 Uiso 1 1 calc R U . . .
C21 C 0.6923(5) 0.5661(3) 0.0065(3) 0.0409(11) Uani 1 1 d . . . . .
H21 H 0.6138 0.5580 -0.0379 0.049 Uiso 1 1 calc R U . . .
C6 C 0.8639(5) 1.1230(3) 0.1572(3) 0.0303(9) Uani 1 1 d . . . . .
C30 C 0.6934(4) 0.8679(3) 0.4197(3) 0.0320(9) Uani 1 1 d . . . . .
C28 C 1.2589(7) 1.4372(4) 0.4933(4) 0.0621(15) Uani 1 1 d . . . . .
H28 H 1.3375 1.4768 0.4758 0.074 Uiso 1 1 calc R U . . .
C35 C 0.3669(5) 0.6586(4) 0.3707(4) 0.0588(15) Uani 1 1 d . . . . .
H35 H 0.2713 0.6459 0.3912 0.071 Uiso 1 1 calc R U . . .
C24 C 1.0986(5) 1.2780(3) 0.4688(3) 0.0331(9) Uani 1 1 d . . . . .
C17 C 0.8565(5) 0.6772(3) 0.1261(3) 0.0323(9) Uani 1 1 d . . . . .
C31 C 0.5977(5) 0.7686(3) 0.3800(3) 0.0327(9) Uani 1 1 d . . . . .
C10 C 1.0997(5) 1.0585(3) 0.1224(3) 0.0337(9) Uani 1 1 d . . . . .
C34 C 0.4217(5) 0.5883(4) 0.3013(3) 0.0436(11) Uani 1 1 d . . . . .
C7 C 0.8735(6) 1.1799(4) 0.0922(3) 0.0472(12) Uani 1 1 d . . . . .
H7 H 0.7945 1.2213 0.0824 0.057 Uiso 1 1 calc R U . . .
C20 C 0.7672(5) 0.4813(3) 0.0215(3) 0.0409(11) Uani 1 1 d . . . . .
C11 C 1.2204(4) 0.9913(3) 0.1448(3) 0.0317(9) Uani 1 1 d . . . . .
C19 C 0.8839(5) 0.4913(3) 0.0856(3) 0.0444(11) Uani 1 1 d . . . . .
H19 H 0.9338 0.4330 0.0934 0.053 Uiso 1 1 calc R U . . .
C25 C 1.0281(6) 1.3192(4) 0.5469(3) 0.0508(13) Uani 1 1 d . . . . .
H25 H 0.9517 1.2793 0.5661 0.061 Uiso 1 1 calc R U . . .
C36 C 0.4550(5) 0.7493(4) 0.4104(3) 0.0480(12) Uani 1 1 d . . . . .
H36 H 0.4182 0.7974 0.4578 0.058 Uiso 1 1 calc R U . . .
C2 C 0.4978(5) 1.1354(3) 0.3279(3) 0.0405(11) Uani 1 1 d . . . . .
H2 H 0.4210 1.1377 0.3680 0.049 Uiso 1 1 calc R U . . .
C5 C 0.7308(4) 1.1272(3) 0.2146(3) 0.0289(9) Uani 1 1 d . . . . .
C8 C 0.9982(6) 1.1757(4) 0.0424(4) 0.0609(15) Uani 1 1 d . . . . .
H8 H 1.0052 1.2145 -0.0012 0.073 Uiso 1 1 calc R U . . .
C15 C 1.3095(5) 0.8896(3) 0.2376(3) 0.0367(10) Uani 1 1 d . . . . .
H15 H 1.2943 0.8583 0.2854 0.044 Uiso 1 1 calc R U . . .
C1 C 0.6299(5) 1.0841(3) 0.3387(3) 0.0368(10) Uani 1 1 d . . . . .
H1 H 0.6398 1.0526 0.3870 0.044 Uiso 1 1 calc R U . . .
C18 C 0.9270(5) 0.5898(3) 0.1389(3) 0.0396(10) Uani 1 1 d . . . . .
H18 H 1.0044 0.5969 0.1838 0.048 Uiso 1 1 calc R U . . .
C12 C 1.3495(5) 0.9741(4) 0.0955(3) 0.0449(12) Uani 1 1 d . . . . .
H12 H 1.3597 1.0019 0.0453 0.054 Uiso 1 1 calc R U . . .
C9 C 1.1130(6) 1.1141(4) 0.0569(3) 0.0527(13) Uani 1 1 d . . . . .
H9 H 1.1988 1.1098 0.0231 0.063 Uiso 1 1 calc R U . . .
C13 C 1.4624(5) 0.9157(4) 0.1211(3) 0.0461(12) Uani 1 1 d . . . . .
H13 H 1.5504 0.9055 0.0895 0.055 Uiso 1 1 calc R U . . .
C29 C 1.2149(6) 1.3383(4) 0.4428(3) 0.0511(13) Uani 1 1 d . . . . .
H29 H 1.2638 1.3116 0.3906 0.061 Uiso 1 1 calc R U . . .
C4 C 0.6028(5) 1.1792(3) 0.1998(3) 0.0387(10) Uani 1 1 d . . . . .
H4 H 0.5964 1.2118 0.1520 0.046 Uiso 1 1 calc R U . . .
C14 C 1.4433(5) 0.8729(4) 0.1936(3) 0.0402(11) Uani 1 1 d . . . . .
H14 H 1.5180 0.8338 0.2128 0.048 Uiso 1 1 calc R U . . .
C3 C 0.4832(5) 1.1825(4) 0.2568(3) 0.0446(11) Uani 1 1 d . . . . .
H3 H 0.3953 1.2160 0.2470 0.053 Uiso 1 1 calc R U . . .
C32 C 0.6493(5) 0.6945(4) 0.3104(3) 0.0418(11) Uani 1 1 d . . . . .
H32 H 0.7449 0.7062 0.2896 0.050 Uiso 1 1 calc R U . . .
C33 C 0.5635(6) 0.6039(4) 0.2709(3) 0.0481(12) Uani 1 1 d . . . . .
H33 H 0.6009 0.5545 0.2247 0.058 Uiso 1 1 calc R U . . .
C26 C 1.0702(6) 1.4193(4) 0.5968(3) 0.0604(15) Uani 1 1 d . . . . .
H26 H 1.0208 1.4477 0.6484 0.072 Uiso 1 1 calc R U . . .
HW1A H 1.077(9) 0.913(6) 0.453(4) 0.19(4) Uiso 1 1 d D . . . .
HW1B H 1.193(6) 0.984(4) 0.438(3) 0.065(18) Uiso 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
Lu1 O5 2.233(3) . ?
Lu1 OW1 2.297(3) . ?
Lu1 O3 2.375(3) . ?
Lu1 O1 2.417(3) . ?
Lu1 O2 2.425(3) . ?
Lu1 N1 2.481(3) . ?
Lu1 O4 2.483(3) . ?
Lu1 N3 2.512(3) . ?
Lu1 N2 2.523(3) . ?
Lu1 C16 2.765(4) . ?
Lu1 C23 2.797(4) . ?
Br1 C20 1.907(4) . ?
Br2 C27 1.903(5) . ?
Br3 C34 1.909(4) . ?
O3 C23 1.264(5) . ?
O5 C30 1.258(4) . ?
O2 C16 1.252(5) . ?
O4 C23 1.265(5) . ?
N3 C11 1.337(5) . ?
N3 C15 1.338(5) . ?
OW1 HW1A 0.97(2) . ?
OW1 HW1B 0.82(5) . ?
N2 C6 1.340(5) . ?
N2 C10 1.361(5) . ?
O1 C16 1.266(5) . ?
O6 C30 1.251(5) . ?
C23 C24 1.488(6) . ?
C16 C17 1.500(6) . ?
C27 C28 1.353(7) . ?
C27 C26 1.371(8) . ?
N1 C1 1.343(5) . ?
N1 C5 1.345(5) . ?
C22 C21 1.385(6) . ?
C22 C17 1.395(6) . ?
C22 H22 0.9300 . ?
C21 C20 1.380(6) . ?
C21 H21 0.9300 . ?
C6 C7 1.379(6) . ?
C6 C5 1.490(5) . ?
C30 C31 1.505(6) . ?
C28 C29 1.380(7) . ?
C28 H28 0.9300 . ?
C35 C34 1.365(7) . ?
C35 C36 1.387(6) . ?
C35 H35 0.9300 . ?
C24 C25 1.383(6) . ?
C24 C29 1.391(6) . ?
C17 C18 1.380(6) . ?
C31 C32 1.381(6) . ?
C31 C36 1.388(6) . ?
C10 C9 1.376(6) . ?
C10 C11 1.490(6) . ?
C34 C33 1.371(6) . ?
C7 C8 1.359(6) . ?
C7 H7 0.9300 . ?
C20 C19 1.365(6) . ?
C11 C12 1.390(5) . ?
C19 C18 1.389(6) . ?
C19 H19 0.9300 . ?
C25 C26 1.387(7) . ?
C25 H25 0.9300 . ?
C36 H36 0.9300 . ?
C2 C3 1.374(6) . ?
C2 C1 1.391(6) . ?
C2 H2 0.9300 . ?
C5 C4 1.380(6) . ?
C8 C9 1.365(7) . ?
C8 H8 0.9300 . ?
C15 C14 1.382(6) . ?
C15 H15 0.9300 . ?
C1 H1 0.9300 . ?
C18 H18 0.9300 . ?
C12 C13 1.379(6) . ?
C12 H12 0.9300 . ?
C9 H9 0.9300 . ?
C13 C14 1.367(6) . ?
C13 H13 0.9300 . ?
C29 H29 0.9300 . ?
C4 C3 1.392(6) . ?
C4 H4 0.9300 . ?
C14 H14 0.9300 . ?
C3 H3 0.9300 . ?
C32 C33 1.375(6) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
C26 H26 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O5 Lu1 OW1 83.18(11) . . ?
O5 Lu1 O3 134.23(10) . . ?
OW1 Lu1 O3 81.16(11) . . ?
O5 Lu1 O1 82.80(10) . . ?
OW1 Lu1 O1 130.38(11) . . ?
O3 Lu1 O1 137.94(10) . . ?
O5 Lu1 O2 75.57(10) . . ?
OW1 Lu1 O2 76.32(10) . . ?
O3 Lu1 O2 139.76(10) . . ?
O1 Lu1 O2 54.10(10) . . ?
O5 Lu1 N1 81.28(11) . . ?
OW1 Lu1 N1 143.87(11) . . ?
O3 Lu1 N1 86.72(10) . . ?
O1 Lu1 N1 79.52(11) . . ?
O2 Lu1 N1 129.85(10) . . ?
O5 Lu1 O4 80.84(10) . . ?
OW1 Lu1 O4 75.02(10) . . ?
O3 Lu1 O4 53.60(9) . . ?
O1 Lu1 O4 147.54(10) . . ?
O2 Lu1 O4 144.64(9) . . ?
N1 Lu1 O4 70.43(10) . . ?
O5 Lu1 N3 143.88(11) . . ?
OW1 Lu1 N3 79.57(11) . . ?
O3 Lu1 N3 73.81(10) . . ?
O1 Lu1 N3 84.62(10) . . ?
O2 Lu1 N3 69.63(10) . . ?
N1 Lu1 N3 129.19(11) . . ?
O4 Lu1 N3 123.95(10) . . ?
O5 Lu1 N2 139.44(11) . . ?
OW1 Lu1 N2 137.38(11) . . ?
O3 Lu1 N2 68.01(10) . . ?
O1 Lu1 N2 70.16(10) . . ?
O2 Lu1 N2 108.90(10) . . ?
N1 Lu1 N2 64.84(10) . . ?
O4 Lu1 N2 106.18(10) . . ?
N3 Lu1 N2 64.36(11) . . ?
O5 Lu1 C16 76.86(11) . . ?
OW1 Lu1 C16 103.15(12) . . ?
O3 Lu1 C16 148.70(10) . . ?
O1 Lu1 C16 27.23(11) . . ?
O2 Lu1 C16 26.90(11) . . ?
N1 Lu1 C16 104.73(12) . . ?
O4 Lu1 C16 157.68(10) . . ?
N3 Lu1 C16 76.53(11) . . ?
N2 Lu1 C16 90.30(11) . . ?
O5 Lu1 C23 107.64(11) . . ?
OW1 Lu1 C23 76.79(12) . . ?
O3 Lu1 C23 26.73(10) . . ?
O1 Lu1 C23 152.55(11) . . ?
O2 Lu1 C23 152.30(11) . . ?
N1 Lu1 C23 77.22(11) . . ?
O4 Lu1 C23 26.88(10) . . ?
N3 Lu1 C23 98.98(11) . . ?
N2 Lu1 C23 86.78(11) . . ?
C16 Lu1 C23 175.40(12) . . ?
C23 O3 Lu1 95.6(2) . . ?
C30 O5 Lu1 169.6(3) . . ?
C16 O2 Lu1 91.9(3) . . ?
C23 O4 Lu1 90.5(2) . . ?
C11 N3 C15 118.5(3) . . ?
C11 N3 Lu1 121.5(3) . . ?
C15 N3 Lu1 120.0(3) . . ?
Lu1 OW1 HW1A 108(5) . . ?
Lu1 OW1 HW1B 118(4) . . ?
HW1A OW1 HW1B 105(6) . . ?
C6 N2 C10 117.9(3) . . ?
C6 N2 Lu1 120.3(2) . . ?
C10 N2 Lu1 121.6(3) . . ?
C16 O1 Lu1 91.9(2) . . ?
O3 C23 O4 120.2(4) . . ?
O3 C23 C24 119.6(4) . . ?
O4 C23 C24 120.1(4) . . ?
O3 C23 Lu1 57.7(2) . . ?
O4 C23 Lu1 62.6(2) . . ?
C24 C23 Lu1 176.9(3) . . ?
O2 C16 O1 122.0(4) . . ?
O2 C16 C17 118.7(4) . . ?
O1 C16 C17 119.3(4) . . ?
O2 C16 Lu1 61.2(2) . . ?
O1 C16 Lu1 60.9(2) . . ?
C17 C16 Lu1 175.4(3) . . ?
C28 C27 C26 122.2(5) . . ?
C28 C27 Br2 119.3(4) . . ?
C26 C27 Br2 118.5(4) . . ?
C1 N1 C5 118.1(4) . . ?
C1 N1 Lu1 119.9(3) . . ?
C5 N1 Lu1 122.0(3) . . ?
C21 C22 C17 121.7(4) . . ?
C21 C22 H22 119.2 . . ?
C17 C22 H22 119.2 . . ?
C20 C21 C22 117.7(4) . . ?
C20 C21 H21 121.1 . . ?
C22 C21 H21 121.1 . . ?
N2 C6 C7 121.4(4) . . ?
N2 C6 C5 116.7(3) . . ?
C7 C6 C5 121.8(4) . . ?
O6 C30 O5 124.6(4) . . ?
O6 C30 C31 117.4(3) . . ?
O5 C30 C31 118.0(4) . . ?
C27 C28 C29 119.1(5) . . ?
C27 C28 H28 120.4 . . ?
C29 C28 H28 120.4 . . ?
C34 C35 C36 119.4(4) . . ?
C34 C35 H35 120.3 . . ?
C36 C35 H35 120.3 . . ?
C25 C24 C29 118.5(4) . . ?
C25 C24 C23 120.7(4) . . ?
C29 C24 C23 120.8(4) . . ?
C18 C17 C22 118.3(4) . . ?
C18 C17 C16 120.6(4) . . ?
C22 C17 C16 121.0(4) . . ?
C32 C31 C36 118.1(4) . . ?
C32 C31 C30 120.3(4) . . ?
C36 C31 C30 121.6(4) . . ?
N2 C10 C9 122.2(4) . . ?
N2 C10 C11 114.9(4) . . ?
C9 C10 C11 122.9(4) . . ?
C35 C34 C33 121.5(4) . . ?
C35 C34 Br3 118.9(4) . . ?
C33 C34 Br3 119.6(4) . . ?
C8 C7 C6 120.2(4) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C19 C20 C21 122.2(4) . . ?
C19 C20 Br1 119.8(4) . . ?
C21 C20 Br1 118.0(3) . . ?
N3 C11 C12 120.8(4) . . ?
N3 C11 C10 117.5(3) . . ?
C12 C11 C10 121.7(4) . . ?
C20 C19 C18 119.1(4) . . ?
C20 C19 H19 120.4 . . ?
C18 C19 H19 120.4 . . ?
C24 C25 C26 120.7(5) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 H25 119.7 . . ?
C35 C36 C31 120.5(4) . . ?
C35 C36 H36 119.8 . . ?
C31 C36 H36 119.8 . . ?
C3 C2 C1 118.7(4) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
N1 C5 C4 121.9(4) . . ?
N1 C5 C6 115.9(3) . . ?
C4 C5 C6 122.2(4) . . ?
C7 C8 C9 119.4(4) . . ?
C7 C8 H8 120.3 . . ?
C9 C8 H8 120.3 . . ?
N3 C15 C14 123.5(4) . . ?
N3 C15 H15 118.3 . . ?
C14 C15 H15 118.3 . . ?
N1 C1 C2 122.9(4) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C17 C18 C19 120.9(4) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 H18 119.6 . . ?
C13 C12 C11 119.9(4) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C8 C9 C10 118.8(4) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
C14 C13 C12 119.2(4) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C28 C29 C24 120.8(5) . . ?
C28 C29 H29 119.6 . . ?
C24 C29 H29 119.6 . . ?
C5 C4 C3 119.7(4) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C13 C14 C15 118.0(4) . . ?
C13 C14 H14 121.0 . . ?
C15 C14 H14 121.0 . . ?
C2 C3 C4 118.6(4) . . ?
C2 C3 H3 120.7 . . ?
C4 C3 H3 120.7 . . ?
C33 C32 C31 122.0(4) . . ?
C33 C32 H32 119.0 . . ?
C31 C32 H32 119.0 . . ?
C34 C33 C32 118.4(4) . . ?
C34 C33 H33 120.8 . . ?
C32 C33 H33 120.8 . . ?
C27 C26 C25 118.7(5) . . ?
C27 C26 H26 120.7 . . ?
C25 C26 H26 120.7 . . ?

_refine_diff_density_max         1.310
_refine_diff_density_min         -0.942
_refine_diff_density_rms         0.138

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_Complex_4
_database_code_depnum_ccdc_archive 'CCDC 1514959'
_audit_update_record             
;
2016-11-03 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C72 H50 Br6 N6 Nd2 O14'
_exptl_crystal_recrystallization_method Hydrothermal
_chemical_melting_point          ?

_exptl_crystal_description       plate
_exptl_crystal_colour            pink
_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         1991.12

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Nd Nd -0.1943 3.0179 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   13.8199(10)
_cell_length_b                   25.3181(18)
_cell_length_c                   9.9662(7)
_cell_angle_alpha                90
_cell_angle_beta                 91.3080(10)
_cell_angle_gamma                90
_cell_volume                     3486.2(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    42671
_cell_measurement_theta_min      4.382
_cell_measurement_theta_max      51.535
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.897
_exptl_crystal_F_000             1932
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.501
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.063
_exptl_absorpt_coefficient_mu    4.981
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6331
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (2015)'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Fine-focus sealed tube'
_diffrn_source_type              Siemens
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            42059
_diffrn_reflns_av_unetI/netI     0.0437
_diffrn_reflns_av_R_equivalents  0.0629
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.474
_diffrn_reflns_theta_max         26.421
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7165
_reflns_number_gt                5593
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'SIR92 (Gualardi, 1993)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  'Crystal Maker (Palmer, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0265P)²+5.4848P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7165
_refine_ls_number_parameters     459
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0321
_refine_ls_wR_factor_ref         0.0677
_refine_ls_wR_factor_gt          0.0620
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_restrained_S_all      0.989
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C15 C 0.6760(3) 0.09836(15) 0.7764(4) 0.0220(8) Uani 1 1 d . . . . .
H15 H 0.6551 0.0635 0.7713 0.026 Uiso 1 1 calc R U . . .
C14 C 0.7466(3) 0.11085(15) 0.8704(4) 0.0249(9) Uani 1 1 d . . . . .
H14 H 0.7706 0.0856 0.9301 0.030 Uiso 1 1 calc R U . . .
C13 C 0.7808(3) 0.16185(16) 0.8733(4) 0.0299(10) Uani 1 1 d . . . . .
H13 H 0.8305 0.1714 0.9329 0.036 Uiso 1 1 calc R U . . .
C12 C 0.7403(3) 0.19882(15) 0.7866(4) 0.0252(9) Uani 1 1 d . . . . .
H12 H 0.7633 0.2333 0.7867 0.030 Uiso 1 1 calc R U . . .
C11 C 0.6649(3) 0.18412(14) 0.6991(3) 0.0157(8) Uani 1 1 d . . . . .
C10 C 0.6131(3) 0.22307(14) 0.6131(4) 0.0151(8) Uani 1 1 d . . . . .
C9 C 0.6254(3) 0.27705(14) 0.6337(4) 0.0208(9) Uani 1 1 d . . . . .
H9 H 0.6670 0.2891 0.7017 0.025 Uiso 1 1 calc R U . . .
C8 C 0.5759(3) 0.31265(14) 0.5534(4) 0.0217(9) Uani 1 1 d . . . . .
H8 H 0.5838 0.3488 0.5661 0.026 Uiso 1 1 calc R U . . .
C7 C 0.5150(3) 0.29374(14) 0.4547(4) 0.0189(9) Uani 1 1 d . . . . .
H7 H 0.4814 0.3169 0.3983 0.023 Uiso 1 1 calc R U . . .
C6 C 0.5037(3) 0.23909(13) 0.4394(4) 0.0141(8) Uani 1 1 d . . . . .
C5 C 0.4367(3) 0.21705(13) 0.3341(4) 0.0141(8) Uani 1 1 d . . . . .
C4 C 0.3805(3) 0.24921(14) 0.2502(4) 0.0191(8) Uani 1 1 d . . . . .
H4 H 0.3831 0.2857 0.2595 0.023 Uiso 1 1 calc R U . . .
C3 C 0.3212(3) 0.22674(15) 0.1535(4) 0.0231(9) Uani 1 1 d . . . . .
H3 H 0.2834 0.2478 0.0966 0.028 Uiso 1 1 calc R U . . .
C2 C 0.3186(3) 0.17249(15) 0.1422(4) 0.0223(9) Uani 1 1 d . . . . .
H2 H 0.2788 0.1563 0.0779 0.027 Uiso 1 1 calc R U . . .
C1 C 0.3762(3) 0.14266(15) 0.2280(4) 0.0210(9) Uani 1 1 d . . . . .
H1 H 0.3744 0.1061 0.2197 0.025 Uiso 1 1 calc R U . . .
C16 C 0.7425(3) 0.12507(14) 0.3005(4) 0.0168(8) Uani 1 1 d . . . . .
C17 C 0.8364(3) 0.15518(14) 0.3169(4) 0.0185(8) Uani 1 1 d . . . . .
C18 C 0.8513(3) 0.18922(14) 0.4242(4) 0.0200(9) Uani 1 1 d . . . . .
H18 H 0.8047 0.1915 0.4898 0.024 Uiso 1 1 calc R U . . .
C19 C 0.9338(3) 0.21992(15) 0.4365(4) 0.0238(9) Uani 1 1 d . . . . .
H19 H 0.9428 0.2427 0.5089 0.029 Uiso 1 1 calc R U . . .
C20 C 1.0022(3) 0.21594(17) 0.3390(4) 0.0281(10) Uani 1 1 d . . . . .
C21 C 0.9919(3) 0.18113(18) 0.2320(4) 0.0301(10) Uani 1 1 d . . . . .
H21 H 1.0397 0.1783 0.1682 0.036 Uiso 1 1 calc R U . . .
C22 C 0.9087(3) 0.15081(16) 0.2224(4) 0.0255(9) Uani 1 1 d . . . . .
H22 H 0.9009 0.1271 0.1517 0.031 Uiso 1 1 calc R U . . .
C23 C 0.4122(3) 0.08892(13) 0.7190(4) 0.0166(8) Uani 1 1 d . . . . .
C24 C 0.3385(3) 0.08055(14) 0.8256(4) 0.0184(8) Uani 1 1 d . . . . .
C29 C 0.2490(3) 0.10535(16) 0.8147(4) 0.0228(9) Uani 1 1 d . . . . .
H29 H 0.2376 0.1300 0.7470 0.027 Uiso 1 1 calc R U . . .
C28 C 0.1766(3) 0.09354(17) 0.9042(4) 0.0332(11) Uani 1 1 d . . . . .
H28 H 0.1157 0.1089 0.8949 0.040 Uiso 1 1 calc R U . . .
C27 C 0.1968(4) 0.05851(17) 1.0074(4) 0.0359(12) Uani 1 1 d . . . . .
C26 C 0.2861(4) 0.03531(16) 1.0239(4) 0.0390(13) Uani 1 1 d . . . . .
H26 H 0.2987 0.0130 1.0962 0.047 Uiso 1 1 calc R U . . .
C25 C 0.3574(3) 0.04562(14) 0.9310(4) 0.0284(10) Uani 1 1 d . . . . .
H25 H 0.4175 0.0292 0.9393 0.034 Uiso 1 1 calc R U . . .
C30 C 0.3334(3) 0.01713(14) 0.4654(4) 0.0171(8) Uani 1 1 d . . . . .
C31 C 0.2345(3) 0.03519(14) 0.5041(4) 0.0174(8) Uani 1 1 d . . . . .
C36 C 0.2025(3) 0.08627(14) 0.4767(4) 0.0211(9) Uani 1 1 d . . . . .
H36 H 0.2413 0.1091 0.4285 0.025 Uiso 1 1 calc R U . . .
C35 C 0.1137(3) 0.10339(16) 0.5204(4) 0.0265(9) Uani 1 1 d . . . . .
H35 H 0.0921 0.1374 0.5008 0.032 Uiso 1 1 calc R U . . .
C34 C 0.0580(3) 0.06949(16) 0.5931(4) 0.0266(10) Uani 1 1 d . . . . .
C33 C 0.0870(3) 0.01858(17) 0.6205(5) 0.0329(11) Uani 1 1 d . . . . .
H33 H 0.0479 -0.0040 0.6691 0.039 Uiso 1 1 calc R U . . .
C32 C 0.1749(3) 0.00172(15) 0.5748(4) 0.0270(10) Uani 1 1 d . . . . .
H32 H 0.1946 -0.0328 0.5915 0.032 Uiso 1 1 calc R U . . .
N1 N 0.6353(2) 0.13356(11) 0.6914(3) 0.0165(7) Uani 1 1 d . . . . .
N2 N 0.5516(2) 0.20437(11) 0.5177(3) 0.0135(6) Uani 1 1 d . . . . .
N3 N 0.4347(2) 0.16396(11) 0.3232(3) 0.0159(7) Uani 1 1 d . . . . .
O1 O 0.67854(18) 0.13558(9) 0.3866(3) 0.0182(6) Uani 1 1 d . . . . .
O2 O 0.73267(19) 0.09378(10) 0.2049(3) 0.0210(6) Uani 1 1 d . . . . .
O3 O 0.40794(18) 0.13090(9) 0.6501(2) 0.0181(6) Uani 1 1 d . . . . .
O4 O 0.47361(18) 0.05339(9) 0.6987(2) 0.0176(6) Uani 1 1 d . . . . .
O5 O 0.39131(18) 0.05084(9) 0.4216(2) 0.0172(6) Uani 1 1 d . . . . .
O6 O 0.64711(18) 0.03114(9) 0.5200(3) 0.0194(6) Uani 1 1 d . . . . .
OW1 O 0.5526(2) 0.05772(12) 0.2567(3) 0.0206(6) Uani 1 1 d . . . . .
Br2 Br 0.09869(5) 0.04231(2) 1.13138(6) 0.0717(2) Uani 1 1 d . . . . .
Br1 Br 1.11524(3) 0.25900(2) 0.35280(6) 0.04715(14) Uani 1 1 d . . . . .
Br3 Br -0.06038(3) 0.09392(2) 0.66504(5) 0.04200(13) Uani 1 1 d . . . . .
Nd01 Nd 0.53328(2) 0.10024(2) 0.48387(2) 0.01261(6) Uani 1 1 d . . . . .
HW1A H 0.543(3) 0.0307(17) 0.260(4) 0.020(13) Uiso 1 1 d . . . . .
HW1B H 0.617(4) 0.0630(19) 0.225(5) 0.054(16) Uiso 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
C15 N1 1.344(5) . ?
C15 C14 1.374(5) . ?
C15 H15 0.9300 . ?
C14 C13 1.375(5) . ?
C14 H14 0.9300 . ?
C13 C12 1.383(6) . ?
C13 H13 0.9300 . ?
C12 C11 1.394(5) . ?
C12 H12 0.9300 . ?
C11 N1 1.346(4) . ?
C11 C10 1.481(5) . ?
C10 N2 1.347(5) . ?
C10 C9 1.392(5) . ?
C9 C8 1.377(5) . ?
C9 H9 0.9300 . ?
C8 C7 1.367(5) . ?
C8 H8 0.9300 . ?
C7 C6 1.400(5) . ?
C7 H7 0.9300 . ?
C6 N2 1.340(5) . ?
C6 C5 1.492(5) . ?
C5 N3 1.349(4) . ?
C5 C4 1.391(5) . ?
C4 C3 1.374(5) . ?
C4 H4 0.9300 . ?
C3 C2 1.379(5) . ?
C3 H3 0.9300 . ?
C2 C1 1.380(5) . ?
C2 H2 0.9300 . ?
C1 N3 1.346(5) . ?
C1 H1 0.9300 . ?
C16 O2 1.244(4) . ?
C16 O1 1.274(4) . ?
C16 C17 1.510(5) . ?
C17 C18 1.386(5) . ?
C17 C22 1.393(5) . ?
C18 C19 1.383(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.374(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.389(6) . ?
C20 Br1 1.907(4) . ?
C21 C22 1.384(6) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 O4 1.257(4) . ?
C23 O3 1.266(4) . ?
C23 C24 1.503(5) . ?
C23 Nd01 2.924(4) . ?
C24 C29 1.389(5) . ?
C24 C25 1.393(5) . ?
C29 C28 1.388(5) . ?
C29 H29 0.9300 . ?
C28 C27 1.382(6) . ?
C28 H28 0.9300 . ?
C27 C26 1.373(7) . ?
C27 Br2 1.900(4) . ?
C26 C25 1.392(6) . ?
C26 H26 0.9300 . ?
C25 H25 0.9300 . ?
C30 O5 1.255(4) . ?
C30 O6 1.259(4) 3_656 ?
C30 C31 1.500(5) . ?
C31 C32 1.386(5) . ?
C31 C36 1.392(5) . ?
C36 C35 1.381(5) . ?
C36 H36 0.9300 . ?
C35 C34 1.371(6) . ?
C35 H35 0.9300 . ?
C34 C33 1.375(6) . ?
C34 Br3 1.905(4) . ?
C33 C32 1.375(5) . ?
C33 H33 0.9300 . ?
C32 H32 0.9300 . ?
N1 Nd01 2.616(3) . ?
N2 Nd01 2.669(3) . ?
N3 Nd01 2.631(3) . ?
O1 Nd01 2.421(2) . ?
O3 Nd01 2.545(2) . ?
O4 Nd01 2.598(2) . ?
O5 Nd01 2.396(2) . ?
O6 C30 1.259(4) 3_656 ?
O6 Nd01 2.375(2) . ?
OW1 Nd01 2.526(3) . ?
OW1 HW1A 0.70(4) . ?
OW1 HW1B 0.97(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
N1 C15 C14 123.9(4) . . ?
N1 C15 H15 118.1 . . ?
C14 C15 H15 118.1 . . ?
C15 C14 C13 118.0(4) . . ?
C15 C14 H14 121.0 . . ?
C13 C14 H14 121.0 . . ?
C14 C13 C12 119.2(4) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C13 C12 C11 119.7(4) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
N1 C11 C12 120.8(3) . . ?
N1 C11 C10 117.3(3) . . ?
C12 C11 C10 121.9(3) . . ?
N2 C10 C9 121.5(3) . . ?
N2 C10 C11 117.6(3) . . ?
C9 C10 C11 120.9(3) . . ?
C8 C9 C10 120.0(4) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C7 C8 C9 118.6(3) . . ?
C7 C8 H8 120.7 . . ?
C9 C8 H8 120.7 . . ?
C8 C7 C6 119.3(3) . . ?
C8 C7 H7 120.3 . . ?
C6 C7 H7 120.3 . . ?
N2 C6 C7 122.2(3) . . ?
N2 C6 C5 117.0(3) . . ?
C7 C6 C5 120.8(3) . . ?
N3 C5 C4 121.7(3) . . ?
N3 C5 C6 116.1(3) . . ?
C4 C5 C6 122.2(3) . . ?
C3 C4 C5 119.7(3) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C4 C3 C2 118.9(4) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C3 C2 C1 118.8(4) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
N3 C1 C2 123.1(3) . . ?
N3 C1 H1 118.4 . . ?
C2 C1 H1 118.4 . . ?
O2 C16 O1 125.7(4) . . ?
O2 C16 C17 118.9(3) . . ?
O1 C16 C17 115.4(3) . . ?
C18 C17 C22 118.3(4) . . ?
C18 C17 C16 120.7(3) . . ?
C22 C17 C16 121.0(4) . . ?
C19 C18 C17 121.7(4) . . ?
C19 C18 H18 119.1 . . ?
C17 C18 H18 119.1 . . ?
C20 C19 C18 118.4(4) . . ?
C20 C19 H19 120.8 . . ?
C18 C19 H19 120.8 . . ?
C19 C20 C21 122.0(4) . . ?
C19 C20 Br1 118.9(3) . . ?
C21 C20 Br1 119.2(3) . . ?
C22 C21 C20 118.4(4) . . ?
C22 C21 H21 120.8 . . ?
C20 C21 H21 120.8 . . ?
C21 C22 C17 121.1(4) . . ?
C21 C22 H22 119.4 . . ?
C17 C22 H22 119.4 . . ?
O4 C23 O3 122.5(3) . . ?
O4 C23 C24 118.9(3) . . ?
O3 C23 C24 118.6(3) . . ?
O4 C23 Nd01 62.62(18) . . ?
O3 C23 Nd01 60.23(18) . . ?
C24 C23 Nd01 171.6(3) . . ?
C29 C24 C25 119.8(4) . . ?
C29 C24 C23 119.8(3) . . ?
C25 C24 C23 120.3(4) . . ?
C28 C29 C24 120.4(4) . . ?
C28 C29 H29 119.8 . . ?
C24 C29 H29 119.8 . . ?
C27 C28 C29 118.7(4) . . ?
C27 C28 H28 120.6 . . ?
C29 C28 H28 120.6 . . ?
C26 C27 C28 121.9(4) . . ?
C26 C27 Br2 118.9(3) . . ?
C28 C27 Br2 119.2(4) . . ?
C27 C26 C25 119.2(4) . . ?
C27 C26 H26 120.4 . . ?
C25 C26 H26 120.4 . . ?
C26 C25 C24 119.8(4) . . ?
C26 C25 H25 120.1 . . ?
C24 C25 H25 120.1 . . ?
O5 C30 O6 124.3(3) . 3_656 ?
O5 C30 C31 118.3(3) . . ?
O6 C30 C31 117.4(3) 3_656 . ?
C32 C31 C36 118.5(4) . . ?
C32 C31 C30 120.0(3) . . ?
C36 C31 C30 121.3(3) . . ?
C35 C36 C31 120.7(4) . . ?
C35 C36 H36 119.6 . . ?
C31 C36 H36 119.6 . . ?
C34 C35 C36 118.9(4) . . ?
C34 C35 H35 120.5 . . ?
C36 C35 H35 120.5 . . ?
C35 C34 C33 121.8(4) . . ?
C35 C34 Br3 119.6(3) . . ?
C33 C34 Br3 118.6(3) . . ?
C32 C33 C34 118.7(4) . . ?
C32 C33 H33 120.6 . . ?
C34 C33 H33 120.6 . . ?
C33 C32 C31 121.3(4) . . ?
C33 C32 H32 119.4 . . ?
C31 C32 H32 119.4 . . ?
C15 N1 C11 118.2(3) . . ?
C15 N1 Nd01 119.7(2) . . ?
C11 N1 Nd01 120.7(2) . . ?
C6 N2 C10 118.4(3) . . ?
C6 N2 Nd01 122.0(2) . . ?
C10 N2 Nd01 119.5(2) . . ?
C1 N3 C5 117.8(3) . . ?
C1 N3 Nd01 118.6(2) . . ?
C5 N3 Nd01 123.6(2) . . ?
C16 O1 Nd01 141.9(2) . . ?
C23 O3 Nd01 94.2(2) . . ?
C23 O4 Nd01 92.0(2) . . ?
C30 O5 Nd01 142.1(2) . . ?
C30 O6 Nd01 150.6(2) 3_656 . ?
Nd01 OW1 HW1A 111(4) . . ?
Nd01 OW1 HW1B 111(3) . . ?
HW1A OW1 HW1B 109(5) . . ?
O6 Nd01 O5 100.98(8) . . ?
O6 Nd01 O1 77.32(8) . . ?
O5 Nd01 O1 140.43(8) . . ?
O6 Nd01 OW1 74.87(9) . . ?
O5 Nd01 OW1 69.40(9) . . ?
O1 Nd01 OW1 72.14(9) . . ?
O6 Nd01 O3 125.75(8) . . ?
O5 Nd01 O3 76.25(8) . . ?
O1 Nd01 O3 136.96(8) . . ?
OW1 Nd01 O3 143.17(9) . . ?
O6 Nd01 O4 76.13(8) . . ?
O5 Nd01 O4 72.65(8) . . ?
O1 Nd01 O4 141.30(8) . . ?
OW1 Nd01 O4 125.86(9) . . ?
O3 Nd01 O4 50.91(7) . . ?
O6 Nd01 N1 76.97(9) . . ?
O5 Nd01 N1 142.77(9) . . ?
O1 Nd01 N1 76.14(9) . . ?
OW1 Nd01 N1 141.25(10) . . ?
O3 Nd01 N1 75.49(9) . . ?
O4 Nd01 N1 70.81(8) . . ?
O6 Nd01 N3 151.17(9) . . ?
O5 Nd01 N3 75.70(8) . . ?
O1 Nd01 N3 87.27(9) . . ?
OW1 Nd01 N3 77.28(9) . . ?
O3 Nd01 N3 81.86(8) . . ?
O4 Nd01 N3 127.71(8) . . ?
N1 Nd01 N3 123.06(9) . . ?
O6 Nd01 N2 130.39(9) . . ?
O5 Nd01 N2 128.52(8) . . ?
O1 Nd01 N2 66.96(8) . . ?
OW1 Nd01 N2 121.51(9) . . ?
O3 Nd01 N2 71.35(8) . . ?
O4 Nd01 N2 112.18(8) . . ?
N1 Nd01 N2 62.21(9) . . ?
N3 Nd01 N2 61.15(9) . . ?
O6 Nd01 C23 101.28(9) . . ?
O5 Nd01 C23 71.10(9) . . ?
O1 Nd01 C23 148.44(9) . . ?
OW1 Nd01 C23 138.61(10) . . ?
O3 Nd01 C23 25.57(8) . . ?
O4 Nd01 C23 25.43(8) . . ?
N1 Nd01 C23 72.91(10) . . ?
N3 Nd01 C23 104.46(10) . . ?
N2 Nd01 C23 92.85(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
N1 C15 C14 C13 -3.1(6) . . . . ?
C15 C14 C13 C12 2.8(6) . . . . ?
C14 C13 C12 C11 0.8(6) . . . . ?
C13 C12 C11 N1 -4.5(6) . . . . ?
C13 C12 C11 C10 174.4(4) . . . . ?
N1 C11 C10 N2 -10.8(5) . . . . ?
C12 C11 C10 N2 170.3(3) . . . . ?
N1 C11 C10 C9 167.0(3) . . . . ?
C12 C11 C10 C9 -11.9(5) . . . . ?
N2 C10 C9 C8 -1.7(6) . . . . ?
C11 C10 C9 C8 -179.4(3) . . . . ?
C10 C9 C8 C7 0.3(6) . . . . ?
C9 C8 C7 C6 0.9(5) . . . . ?
C8 C7 C6 N2 -0.7(5) . . . . ?
C8 C7 C6 C5 179.1(3) . . . . ?
N2 C6 C5 N3 -3.4(5) . . . . ?
C7 C6 C5 N3 176.8(3) . . . . ?
N2 C6 C5 C4 177.6(3) . . . . ?
C7 C6 C5 C4 -2.2(5) . . . . ?
N3 C5 C4 C3 0.1(5) . . . . ?
C6 C5 C4 C3 179.0(3) . . . . ?
C5 C4 C3 C2 0.1(6) . . . . ?
C4 C3 C2 C1 -0.3(6) . . . . ?
C3 C2 C1 N3 0.3(6) . . . . ?
O2 C16 C17 C18 -178.1(3) . . . . ?
O1 C16 C17 C18 3.7(5) . . . . ?
O2 C16 C17 C22 4.1(5) . . . . ?
O1 C16 C17 C22 -174.2(3) . . . . ?
C22 C17 C18 C19 2.4(6) . . . . ?
C16 C17 C18 C19 -175.5(3) . . . . ?
C17 C18 C19 C20 -0.2(6) . . . . ?
C18 C19 C20 C21 -1.9(6) . . . . ?
C18 C19 C20 Br1 178.8(3) . . . . ?
C19 C20 C21 C22 1.8(6) . . . . ?
Br1 C20 C21 C22 -179.0(3) . . . . ?
C20 C21 C22 C17 0.5(6) . . . . ?
C18 C17 C22 C21 -2.5(6) . . . . ?
C16 C17 C22 C21 175.4(4) . . . . ?
O4 C23 C24 C29 -152.6(4) . . . . ?
O3 C23 C24 C29 25.2(5) . . . . ?
O4 C23 C24 C25 23.6(5) . . . . ?
O3 C23 C24 C25 -158.6(3) . . . . ?
C25 C24 C29 C28 -3.3(6) . . . . ?
C23 C24 C29 C28 172.9(3) . . . . ?
C24 C29 C28 C27 2.8(6) . . . . ?
C29 C28 C27 C26 0.2(6) . . . . ?
C29 C28 C27 Br2 179.6(3) . . . . ?
C28 C27 C26 C25 -2.7(6) . . . . ?
Br2 C27 C26 C25 177.9(3) . . . . ?
C27 C26 C25 C24 2.2(6) . . . . ?
C29 C24 C25 C26 0.7(6) . . . . ?
C23 C24 C25 C26 -175.4(4) . . . . ?
O5 C30 C31 C32 -168.4(4) . . . . ?
O6 C30 C31 C32 11.2(5) 3_656 . . . ?
O5 C30 C31 C36 8.2(5) . . . . ?
O6 C30 C31 C36 -172.2(3) 3_656 . . . ?
C32 C31 C36 C35 0.8(6) . . . . ?
C30 C31 C36 C35 -175.9(4) . . . . ?
C31 C36 C35 C34 1.0(6) . . . . ?
C36 C35 C34 C33 -1.8(7) . . . . ?
C36 C35 C34 Br3 175.6(3) . . . . ?
C35 C34 C33 C32 0.8(7) . . . . ?
Br3 C34 C33 C32 -176.6(3) . . . . ?
C34 C33 C32 C31 1.0(7) . . . . ?
C36 C31 C32 C33 -1.8(6) . . . . ?
C30 C31 C32 C33 174.9(4) . . . . ?
C14 C15 N1 C11 -0.4(6) . . . . ?
C14 C15 N1 Nd01 165.6(3) . . . . ?
C12 C11 N1 C15 4.3(5) . . . . ?
C10 C11 N1 C15 -174.7(3) . . . . ?
C12 C11 N1 Nd01 -161.6(3) . . . . ?
C10 C11 N1 Nd01 19.4(4) . . . . ?
C7 C6 N2 C10 -0.7(5) . . . . ?
C5 C6 N2 C10 179.5(3) . . . . ?
C7 C6 N2 Nd01 -178.3(3) . . . . ?
C5 C6 N2 Nd01 1.9(4) . . . . ?
C9 C10 N2 C6 1.9(5) . . . . ?
C11 C10 N2 C6 179.7(3) . . . . ?
C9 C10 N2 Nd01 179.6(3) . . . . ?
C11 C10 N2 Nd01 -2.6(4) . . . . ?
C2 C1 N3 C5 -0.1(6) . . . . ?
C2 C1 N3 Nd01 177.4(3) . . . . ?
C4 C5 N3 C1 -0.1(5) . . . . ?
C6 C5 N3 C1 -179.1(3) . . . . ?
C4 C5 N3 Nd01 -177.5(2) . . . . ?
C6 C5 N3 Nd01 3.5(4) . . . . ?
O2 C16 O1 Nd01 21.8(6) . . . . ?
C17 C16 O1 Nd01 -160.0(3) . . . . ?
O4 C23 O3 Nd01 7.2(4) . . . . ?
C24 C23 O3 Nd01 -170.5(3) . . . . ?
O3 C23 O4 Nd01 -7.1(4) . . . . ?
C24 C23 O4 Nd01 170.7(3) . . . . ?
O6 C30 O5 Nd01 -73.9(5) 3_656 . . . ?
C31 C30 O5 Nd01 105.6(4) . . . . ?

_refine_diff_density_max         1.037
_refine_diff_density_min         -1.096
_refine_diff_density_rms         0.109

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_h-m   'P 21/c'
_symmetry_int_tables_number      14
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_Complex_3
_database_code_depnum_ccdc_archive 'CCDC 1514957'
_audit_update_record             
;
2016-11-03 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2013
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C72 H50 Br6 N6 O14 Pr2'
_exptl_crystal_recrystallization_method Hydrothermal
_chemical_melting_point          ?
_exptl_crystal_description       plate
_exptl_crystal_colour            colorless

_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         1984.46

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'
Pr Pr -0.2180 2.8214 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   13.8325(5)
_cell_length_b                   25.4757(8)
_cell_length_c                   10.2555(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.9310(10)
_cell_angle_gamma                90
_cell_volume                     3611.9(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    37061
_cell_measurement_theta_min      5.085
_cell_measurement_theta_max      44.406
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.825
_exptl_crystal_F_000             1928
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    4.719
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6142
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (2015)'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-sealed sealed tube'
_diffrn_source_type              Siemens
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            36575
_diffrn_reflns_av_unetI/netI     0.0439
_diffrn_reflns_av_R_equivalents  0.0471
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.473
_diffrn_reflns_theta_max         27.795
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8525
_reflns_number_gt                5859
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'SHELXS 2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  'Crystal Maker (Palmer, 2009)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0435P)²+6.0319P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8525
_refine_ls_number_parameters     459
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0747
_refine_ls_R_factor_gt           0.0422
_refine_ls_wR_factor_ref         0.1090
_refine_ls_wR_factor_gt          0.0958
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.014
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C15 C -0.3165(4) 0.5993(2) 1.2735(6) 0.0663(15) Uani 1 1 d . . . . .
H15 H -0.3338 0.5642 1.2641 0.080 Uiso 1 1 calc R U . . .
C14 C -0.2492(5) 0.6124(3) 1.3701(6) 0.0731(17) Uani 1 1 d . . . . .
H14 H -0.2231 0.5871 1.4264 0.088 Uiso 1 1 calc R U . . .
C13 C -0.2223(5) 0.6635(3) 1.3798(7) 0.089(2) Uani 1 1 d . . . . .
H13 H -0.1760 0.6739 1.4425 0.107 Uiso 1 1 calc R U . . .
C12 C -0.2637(5) 0.6996(3) 1.2972(6) 0.0783(18) Uani 1 1 d . . . . .
H12 H -0.2442 0.7345 1.3022 0.094 Uiso 1 1 calc R U . . .
C11 C -0.3344(4) 0.68471(18) 1.2055(5) 0.0485(12) Uani 1 1 d . . . . .
C10 C -0.3868(4) 0.72319(17) 1.1203(5) 0.0455(11) Uani 1 1 d . . . . .
C9 C -0.3746(5) 0.7773(2) 1.1414(6) 0.0649(16) Uani 1 1 d . . . . .
H9 H -0.3331 0.7892 1.2082 0.078 Uiso 1 1 calc R U . . .
C8 C -0.4235(5) 0.81197(19) 1.0639(6) 0.0732(18) Uani 1 1 d . . . . .
H8 H -0.4157 0.8479 1.0767 0.088 Uiso 1 1 calc R U . . .
C7 C -0.4850(4) 0.79345(18) 0.9657(6) 0.0601(15) Uani 1 1 d . . . . .
H7 H -0.5190 0.8166 0.9112 0.072 Uiso 1 1 calc R U . . .
C6 C -0.4953(4) 0.73950(17) 0.9496(5) 0.0459(11) Uani 1 1 d . . . . .
C5 C -0.5623(3) 0.71780(17) 0.8471(5) 0.0440(11) Uani 1 1 d . . . . .
C4 C -0.6169(4) 0.7501(2) 0.7643(6) 0.0610(14) Uani 1 1 d . . . . .
H4 H -0.6135 0.7864 0.7733 0.073 Uiso 1 1 calc R U . . .
C3 C -0.6755(4) 0.7284(2) 0.6698(6) 0.0728(17) Uani 1 1 d . . . . .
H3 H -0.7114 0.7497 0.6128 0.087 Uiso 1 1 calc R U . . .
C2 C -0.6813(4) 0.6747(2) 0.6588(6) 0.0707(16) Uani 1 1 d . . . . .
H2 H -0.7218 0.6591 0.5959 0.085 Uiso 1 1 calc R U . . .
C1 C -0.6257(4) 0.6449(2) 0.7433(5) 0.0624(15) Uani 1 1 d . . . . .
H1 H -0.6289 0.6085 0.7355 0.075 Uiso 1 1 calc R U . . .
C16 C -0.2589(4) 0.62590(18) 0.8092(5) 0.0468(11) Uani 1 1 d . . . . .
C17 C -0.1639(3) 0.65548(19) 0.8278(5) 0.0504(12) Uani 1 1 d . . . . .
C18 C -0.1491(4) 0.6880(2) 0.9333(6) 0.0592(14) Uani 1 1 d . . . . .
H18 H -0.1960 0.6903 0.9960 0.071 Uiso 1 1 calc R U . . .
C19 C -0.0653(4) 0.7173(2) 0.9477(7) 0.0723(17) Uani 1 1 d . . . . .
H19 H -0.0550 0.7386 1.0205 0.087 Uiso 1 1 calc R U . . .
C20 C 0.0023(4) 0.7147(3) 0.8538(8) 0.0771(18) Uani 1 1 d . . . . .
C21 C -0.0088(4) 0.6817(3) 0.7498(7) 0.085(2) Uani 1 1 d . . . . .
H21 H 0.0392 0.6791 0.6888 0.101 Uiso 1 1 calc R U . . .
C22 C -0.0932(4) 0.6516(3) 0.7357(6) 0.0694(16) Uani 1 1 d . . . . .
H22 H -0.1018 0.6292 0.6648 0.083 Uiso 1 1 calc R U . . .
C23 C -0.5813(4) 0.58877(17) 1.2243(5) 0.0479(12) Uani 1 1 d . . . . .
C24 C -0.6513(4) 0.57973(19) 1.3313(5) 0.0513(13) Uani 1 1 d . . . . .
C29 C -0.7402(4) 0.6038(2) 1.3260(6) 0.0640(15) Uani 1 1 d . . . . .
H29 H -0.7548 0.6282 1.2608 0.077 Uiso 1 1 calc R U . . .
C28 C -0.8082(5) 0.5918(3) 1.4175(7) 0.090(2) Uani 1 1 d . . . . .
H28 H -0.8696 0.6066 1.4119 0.108 Uiso 1 1 calc R U . . .
C27 C -0.7832(8) 0.5574(3) 1.5171(8) 0.103(3) Uani 1 1 d . . . . .
C26 C -0.6942(8) 0.5353(3) 1.5260(7) 0.106(3) Uani 1 1 d . . . . .
H26 H -0.6778 0.5132 1.5954 0.128 Uiso 1 1 calc R U . . .
C25 C -0.6283(6) 0.5457(2) 1.4328(6) 0.0780(19) Uani 1 1 d . . . . .
H25 H -0.5678 0.5298 1.4377 0.094 Uiso 1 1 calc R U . . .
C30 C -0.3327(3) 0.48234(17) 1.0294(5) 0.0415(10) Uani 1 1 d . . . . .
C31 C -0.2356(3) 0.46466(17) 0.9873(5) 0.0443(11) Uani 1 1 d . . . . .
C32 C -0.1767(4) 0.4986(2) 0.9217(7) 0.0755(19) Uani 1 1 d . . . . .
H32 H -0.1962 0.5331 0.9087 0.091 Uiso 1 1 calc R U . . .
C33 C -0.0890(4) 0.4822(3) 0.8747(8) 0.099(3) Uani 1 1 d . . . . .
H33 H -0.0503 0.5051 0.8290 0.119 Uiso 1 1 calc R U . . .
C34 C -0.0608(4) 0.4318(3) 0.8969(7) 0.0763(18) Uani 1 1 d . . . . .
C35 C -0.1156(4) 0.3977(2) 0.9641(6) 0.0706(17) Uani 1 1 d . . . . .
H35 H -0.0938 0.3637 0.9803 0.085 Uiso 1 1 calc R U . . .
C36 C -0.2036(4) 0.41376(19) 1.0081(6) 0.0579(14) Uani 1 1 d . . . . .
H36 H -0.2421 0.3902 1.0522 0.069 Uiso 1 1 calc R U . . .
N1 N -0.3585(3) 0.63441(15) 1.1922(4) 0.0518(10) Uani 1 1 d . . . . .
N2 N -0.4473(3) 0.70484(13) 1.0267(4) 0.0398(9) Uani 1 1 d . . . . .
N3 N -0.5671(3) 0.66527(14) 0.8362(4) 0.0480(10) Uani 1 1 d . . . . .
O1 O -0.3225(2) 0.63574(12) 0.8920(3) 0.0542(9) Uani 1 1 d . . . . .
O2 O -0.2696(3) 0.59624(14) 0.7144(4) 0.0614(9) Uani 1 1 d . . . . .
O3 O -0.5209(3) 0.55337(12) 1.2013(3) 0.0543(9) Uani 1 1 d . . . . .
O4 O -0.5870(3) 0.63047(12) 1.1585(3) 0.0540(9) Uani 1 1 d . . . . .
O5 O -0.3910(2) 0.44855(12) 1.0680(3) 0.0524(8) Uani 1 1 d . . . . .
O6 O -0.3516(2) 0.53035(12) 1.0223(4) 0.0555(9) Uani 1 1 d . . . . .
OW1 O -0.4500(3) 0.55797(13) 0.7655(3) 0.0536(9) Uani 1 1 d D . . . .
Br1 Br 0.11567(6) 0.75632(5) 0.87048(12) 0.1416(4) Uani 1 1 d . . . . .
Br2 Br -0.87424(12) 0.54169(5) 1.64505(13) 0.1975(7) Uani 1 1 d . . . . .
Br3 Br 0.05694(6) 0.40825(4) 0.82584(11) 0.1284(4) Uani 1 1 d . . . . .
HW1A H -0.460(5) 0.5208(9) 0.767(6) 0.10(2) Uiso 1 1 d D . . . .
HW1B H -0.384(2) 0.563(2) 0.741(6) 0.09(2) Uiso 1 1 d D . . . .
Pr1 Pr -0.46508(2) 0.60030(2) 0.99075(2) 0.03774(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
C15 N1 1.341(7) . ?
C15 C14 1.377(8) . ?
C15 H15 0.9300 . ?
C14 C13 1.358(9) . ?
C14 H14 0.9300 . ?
C13 C12 1.363(9) . ?
C13 H13 0.9300 . ?
C12 C11 1.387(8) . ?
C12 H12 0.9300 . ?
C11 N1 1.330(6) . ?
C11 C10 1.486(7) . ?
C10 N2 1.336(6) . ?
C10 C9 1.405(6) . ?
C9 C8 1.355(8) . ?
C9 H9 0.9300 . ?
C8 C7 1.379(8) . ?
C8 H8 0.9300 . ?
C7 C6 1.391(6) . ?
C7 H7 0.9300 . ?
C6 N2 1.346(6) . ?
C6 C5 1.485(7) . ?
C5 N3 1.344(5) . ?
C5 C4 1.388(7) . ?
C4 C3 1.359(8) . ?
C4 H4 0.9300 . ?
C3 C2 1.375(8) . ?
C3 H3 0.9300 . ?
C2 C1 1.369(8) . ?
C2 H2 0.9300 . ?
C1 N3 1.336(6) . ?
C1 H1 0.9300 . ?
C16 O2 1.236(6) . ?
C16 O1 1.268(6) . ?
C16 C17 1.521(7) . ?
C17 C18 1.373(7) . ?
C17 C22 1.385(7) . ?
C18 C19 1.383(8) . ?
C18 H18 0.9300 . ?
C19 C20 1.366(9) . ?
C19 H19 0.9300 . ?
C20 C21 1.364(9) . ?
C20 Br1 1.896(6) . ?
C21 C22 1.400(9) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 O3 1.257(6) . ?
C23 O4 1.260(5) . ?
C23 C24 1.505(7) . ?
C23 Pr1 2.944(5) . ?
C24 C29 1.374(8) . ?
C24 C25 1.384(7) . ?
C29 C28 1.384(8) . ?
C29 H29 0.9300 . ?
C28 C27 1.381(11) . ?
C28 H28 0.9300 . ?
C27 C26 1.354(12) . ?
C27 Br2 1.892(7) . ?
C26 C25 1.368(9) . ?
C26 H26 0.9300 . ?
C25 H25 0.9300 . ?
C30 O6 1.252(5) . ?
C30 O5 1.252(5) . ?
C30 C31 1.494(6) . ?
C31 C32 1.378(7) . ?
C31 C36 1.384(6) . ?
C32 C33 1.385(8) . ?
C32 H32 0.9300 . ?
C33 C34 1.358(8) . ?
C33 H33 0.9300 . ?
C34 C35 1.355(8) . ?
C34 Br3 1.904(6) . ?
C35 C36 1.375(8) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
N1 Pr1 2.644(4) . ?
N2 Pr1 2.699(3) . ?
N3 Pr1 2.663(4) . ?
O1 Pr1 2.422(3) . ?
O3 Pr1 2.607(3) . ?
O4 Pr1 2.567(3) . ?
O5 Pr1 2.407(3) 3_467 ?
O6 Pr1 2.390(3) . ?
OW1 Pr1 2.564(3) . ?
OW1 HW1A 0.96(2) . ?
OW1 HW1B 0.96(2) . ?
Pr1 O5 2.407(3) 3_467 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C15 C14 123.7(6) . . ?
N1 C15 H15 118.1 . . ?
C14 C15 H15 118.1 . . ?
C13 C14 C15 117.4(6) . . ?
C13 C14 H14 121.3 . . ?
C15 C14 H14 121.3 . . ?
C14 C13 C12 119.5(6) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C13 C12 C11 120.6(6) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
N1 C11 C12 120.1(5) . . ?
N1 C11 C10 117.4(4) . . ?
C12 C11 C10 122.5(5) . . ?
N2 C10 C9 121.6(5) . . ?
N2 C10 C11 118.2(4) . . ?
C9 C10 C11 120.2(5) . . ?
C8 C9 C10 119.6(5) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
C9 C8 C7 119.3(5) . . ?
C9 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
C8 C7 C6 118.9(5) . . ?
C8 C7 H7 120.6 . . ?
C6 C7 H7 120.6 . . ?
N2 C6 C7 122.2(5) . . ?
N2 C6 C5 117.1(4) . . ?
C7 C6 C5 120.7(5) . . ?
N3 C5 C4 121.0(5) . . ?
N3 C5 C6 117.2(4) . . ?
C4 C5 C6 121.8(4) . . ?
C3 C4 C5 119.5(5) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C4 C3 C2 119.7(5) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C1 C2 C3 118.1(6) . . ?
C1 C2 H2 121.0 . . ?
C3 C2 H2 121.0 . . ?
N3 C1 C2 123.4(5) . . ?
N3 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
O2 C16 O1 125.4(5) . . ?
O2 C16 C17 118.8(4) . . ?
O1 C16 C17 115.7(5) . . ?
C18 C17 C22 119.4(5) . . ?
C18 C17 C16 120.2(4) . . ?
C22 C17 C16 120.4(5) . . ?
C17 C18 C19 120.8(5) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 H18 119.6 . . ?
C20 C19 C18 119.3(6) . . ?
C20 C19 H19 120.3 . . ?
C18 C19 H19 120.3 . . ?
C21 C20 C19 121.3(6) . . ?
C21 C20 Br1 119.1(5) . . ?
C19 C20 Br1 119.5(6) . . ?
C20 C21 C22 119.3(6) . . ?
C20 C21 H21 120.3 . . ?
C22 C21 H21 120.3 . . ?
C17 C22 C21 119.8(6) . . ?
C17 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
O3 C23 O4 122.3(4) . . ?
O3 C23 C24 118.4(4) . . ?
O4 C23 C24 119.3(4) . . ?
O3 C23 Pr1 62.2(2) . . ?
O4 C23 Pr1 60.4(2) . . ?
C24 C23 Pr1 172.1(4) . . ?
C29 C24 C25 119.5(5) . . ?
C29 C24 C23 120.0(5) . . ?
C25 C24 C23 120.5(5) . . ?
C24 C29 C28 120.1(6) . . ?
C24 C29 H29 119.9 . . ?
C28 C29 H29 119.9 . . ?
C27 C28 C29 118.9(7) . . ?
C27 C28 H28 120.6 . . ?
C29 C28 H28 120.6 . . ?
C26 C27 C28 121.2(7) . . ?
C26 C27 Br2 119.4(7) . . ?
C28 C27 Br2 119.5(8) . . ?
C27 C26 C25 119.9(7) . . ?
C27 C26 H26 120.1 . . ?
C25 C26 H26 120.1 . . ?
C26 C25 C24 120.4(7) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
O6 C30 O5 123.7(4) . . ?
O6 C30 C31 117.7(4) . . ?
O5 C30 C31 118.6(4) . . ?
C32 C31 C36 118.1(5) . . ?
C32 C31 C30 120.3(4) . . ?
C36 C31 C30 121.6(4) . . ?
C31 C32 C33 121.4(5) . . ?
C31 C32 H32 119.3 . . ?
C33 C32 H32 119.3 . . ?
C34 C33 C32 118.4(6) . . ?
C34 C33 H33 120.8 . . ?
C32 C33 H33 120.8 . . ?
C35 C34 C33 121.9(5) . . ?
C35 C34 Br3 119.5(5) . . ?
C33 C34 Br3 118.6(5) . . ?
C34 C35 C36 119.5(5) . . ?
C34 C35 H35 120.2 . . ?
C36 C35 H35 120.2 . . ?
C35 C36 C31 120.7(5) . . ?
C35 C36 H36 119.7 . . ?
C31 C36 H36 119.7 . . ?
C11 N1 C15 118.5(5) . . ?
C11 N1 Pr1 121.9(3) . . ?
C15 N1 Pr1 119.0(3) . . ?
C10 N2 C6 118.5(4) . . ?
C10 N2 Pr1 119.7(3) . . ?
C6 N2 Pr1 121.8(3) . . ?
C1 N3 C5 118.3(4) . . ?
C1 N3 Pr1 118.7(3) . . ?
C5 N3 Pr1 123.1(3) . . ?
C16 O1 Pr1 143.1(3) . . ?
C23 O3 Pr1 92.5(3) . . ?
C23 O4 Pr1 94.4(3) . . ?
C30 O5 Pr1 144.3(3) . 3_467 ?
C30 O6 Pr1 150.6(3) . . ?
Pr1 OW1 HW1A 113(4) . . ?
Pr1 OW1 HW1B 107(4) . . ?
HW1A OW1 HW1B 105(5) . . ?
O6 Pr1 O5 100.50(11) . 3_467 ?
O6 Pr1 O1 78.11(11) . . ?
O5 Pr1 O1 140.04(12) 3_467 . ?
O6 Pr1 OW1 74.64(12) . . ?
O5 Pr1 OW1 69.45(12) 3_467 . ?
O1 Pr1 OW1 71.81(12) . . ?
O6 Pr1 O4 125.17(11) . . ?
O5 Pr1 O4 76.47(11) 3_467 . ?
O1 Pr1 O4 137.00(11) . . ?
OW1 Pr1 O4 143.60(12) . . ?
O6 Pr1 O3 75.97(11) . . ?
O5 Pr1 O3 72.81(11) 3_467 . ?
O1 Pr1 O3 141.74(12) . . ?
OW1 Pr1 O3 126.04(11) . . ?
O4 Pr1 O3 50.42(10) . . ?
O6 Pr1 N1 78.05(12) . . ?
O5 Pr1 N1 143.13(12) 3_467 . ?
O1 Pr1 N1 76.34(13) . . ?
OW1 Pr1 N1 141.44(13) . . ?
O4 Pr1 N1 74.90(12) . . ?
O3 Pr1 N1 71.14(12) . . ?
O6 Pr1 N3 151.21(12) . . ?
O5 Pr1 N3 75.84(12) 3_467 . ?
O1 Pr1 N3 86.67(12) . . ?
OW1 Pr1 N3 77.45(12) . . ?
O4 Pr1 N3 82.31(12) . . ?
O3 Pr1 N3 127.75(12) . . ?
N1 Pr1 N3 122.08(12) . . ?
O6 Pr1 N2 131.37(12) . . ?
O5 Pr1 N2 127.98(11) 3_467 . ?
O1 Pr1 N2 67.50(11) . . ?
OW1 Pr1 N2 121.88(11) . . ?
O4 Pr1 N2 70.87(10) . . ?
O3 Pr1 N2 111.58(10) . . ?
N1 Pr1 N2 61.52(12) . . ?
N3 Pr1 N2 60.79(12) . . ?
O6 Pr1 C23 100.94(13) . . ?
O5 Pr1 C23 71.47(13) 3_467 . ?
O1 Pr1 C23 148.45(13) . . ?
OW1 Pr1 C23 138.95(12) . . ?
O4 Pr1 C23 25.25(11) . . ?
O3 Pr1 C23 25.25(11) . . ?
N1 Pr1 C23 72.69(13) . . ?
N3 Pr1 C23 104.69(13) . . ?
N2 Pr1 C23 92.14(11) . . ?

_refine_diff_density_max         1.557
_refine_diff_density_min         -1.462
_refine_diff_density_rms         0.094

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_h-m   'P 21/c'
_symmetry_int_tables_number      14
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_Complex_8
_database_code_depnum_ccdc_archive 'CCDC 1514965'
_audit_update_record             
;
2016-11-03 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C72 H50 Br6 N6 O14 Tb2'
_exptl_crystal_recrystallization_method Hydrothermal
_chemical_melting_point          ?

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         2020.48

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'
Br Br -0.2901 2.4595 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.9343(15)
_cell_length_b                   12.5436(17)
_cell_length_c                   14.0627(19)
_cell_angle_alpha                68.830(2)
_cell_angle_beta                 88.536(3)
_cell_angle_gamma                74.185(2)
_cell_volume                     1724.8(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    46591
_cell_measurement_theta_min      4.800
_cell_measurement_theta_max      45.928
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.945
_exptl_crystal_F_000             976
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    5.579
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.618374
_exptl_absorpt_correction_T_max  0.745685
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (2015)'

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Fine-focus sealed tube'
_diffrn_source_type              Siemens
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            45353
_diffrn_reflns_av_unetI/netI     0.0896
_diffrn_reflns_av_R_equivalents  0.0527
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_theta_min         1.558
_diffrn_reflns_theta_max         28.146
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8361
_reflns_number_gt                5907
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'SIR92 (Gualardi, 1994)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  'Crystal Maker (Palmer, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0455P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8361
_refine_ls_number_parameters     459
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0797
_refine_ls_R_factor_gt           0.0486
_refine_ls_wR_factor_ref         0.1061
_refine_ls_wR_factor_gt          0.0954
_refine_ls_goodness_of_fit_ref   0.982
_refine_ls_restrained_S_all      0.982
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.64546(3) 0.28505(2) 0.50856(2) 0.01375(8) Uani 1 1 d . . . . .
Br2 Br 0.17033(7) 0.13078(7) 1.04331(6) 0.0419(2) Uani 1 1 d . . . . .
Br1 Br 1.21670(7) 0.51355(7) 0.07079(6) 0.03505(18) Uani 1 1 d . . . . .
Br3 Br 0.62467(8) 0.23504(7) 1.12793(5) 0.0399(2) Uani 1 1 d . . . . .
O2 O 0.7947(4) 0.4034(3) 0.4375(3) 0.0200(9) Uani 1 1 d . . . . .
O5 O 0.6404(4) 0.3945(3) 0.6096(3) 0.0149(8) Uani 1 1 d . . . . .
O3 O 0.6020(4) 0.1487(3) 0.6773(3) 0.0197(9) Uani 1 1 d . . . . .
O4 O 0.4389(4) 0.2940(4) 0.5854(3) 0.0203(9) Uani 1 1 d . . . . .
N2 N 0.7477(4) 0.0690(4) 0.5212(4) 0.0157(10) Uani 1 1 d . . . . .
O1 O 0.7678(4) 0.2882(3) 0.3581(3) 0.0180(9) Uani 1 1 d . . . . .
O6 O 0.5213(4) 0.4543(3) 0.3846(3) 0.0185(9) Uani 1 1 d . . . . .
OW1 O 0.8200(5) 0.5966(5) 0.4929(4) 0.0331(13) Uani 1 1 d . . . . .
N3 N 0.5216(4) 0.2023(4) 0.4149(4) 0.0178(11) Uani 1 1 d . . . . .
N1 N 0.8618(5) 0.1764(4) 0.6112(4) 0.0169(10) Uani 1 1 d . . . . .
C31 C 0.5747(5) 0.3946(5) 0.7711(4) 0.0142(12) Uani 1 1 d . . . . .
C5 C 0.9125(5) 0.0586(5) 0.6368(5) 0.0186(13) Uani 1 1 d . . . . .
C6 C 0.8572(5) 0.0031(5) 0.5782(4) 0.0155(12) Uani 1 1 d . . . . .
C17 C 0.9097(5) 0.4064(5) 0.2906(5) 0.0174(13) Uani 1 1 d . . . . .
C30 C 0.5630(5) 0.4487(5) 0.6560(4) 0.0148(12) Uani 1 1 d . . . . .
C3 C 1.0642(6) 0.0537(6) 0.7592(5) 0.0305(16) Uani 1 1 d . . . . .
H3 H 1.1302 0.0119 0.8106 0.037 Uiso 1 1 calc R U . . .
C11 C 0.5718(5) 0.0958(5) 0.4055(4) 0.0170(12) Uani 1 1 d . . . . .
C10 C 0.6975(5) 0.0221(5) 0.4644(4) 0.0159(12) Uani 1 1 d . . . . .
C15 C 0.4069(6) 0.2676(5) 0.3667(5) 0.0215(14) Uani 1 1 d . . . . .
H15 H 0.3718 0.3414 0.3719 0.026 Uiso 1 1 calc R U . . .
C14 C 0.3379(6) 0.2315(5) 0.3099(5) 0.0210(13) Uani 1 1 d . . . . .
H14 H 0.2574 0.2790 0.2790 0.025 Uiso 1 1 calc R U . . .
C19 C 1.0127(6) 0.4125(5) 0.1367(5) 0.0222(14) Uani 1 1 d . . . . .
H19 H 1.0226 0.3933 0.0785 0.027 Uiso 1 1 calc R U . . .
C13 C 0.3915(6) 0.1217(5) 0.2995(4) 0.0204(13) Uani 1 1 d . . . . .
H13 H 0.3487 0.0954 0.2601 0.024 Uiso 1 1 calc R U . . .
C32 C 0.6680(5) 0.2883(5) 0.8228(5) 0.0178(13) Uani 1 1 d . . . . .
H32 H 0.7212 0.2496 0.7854 0.021 Uiso 1 1 calc R U . . .
C25 C 0.4385(6) 0.0814(5) 0.8392(5) 0.0225(14) Uani 1 1 d . . . . .
H25 H 0.5064 0.0195 0.8361 0.027 Uiso 1 1 calc R U . . .
C36 C 0.4915(5) 0.4494(5) 0.8277(5) 0.0204(13) Uani 1 1 d . . . . .
H36 H 0.4279 0.5198 0.7944 0.024 Uiso 1 1 calc R U . . .
C12 C 0.5086(6) 0.0544(5) 0.3490(4) 0.0199(13) Uani 1 1 d . . . . .
H12 H 0.5458 -0.0196 0.3445 0.024 Uiso 1 1 calc R U . . .
C34 C 0.6010(6) 0.2955(5) 0.9819(5) 0.0205(13) Uani 1 1 d . . . . .
C20 C 1.0883(6) 0.4736(5) 0.1588(5) 0.0223(14) Uani 1 1 d . . . . .
C18 C 0.9212(6) 0.3799(5) 0.2031(5) 0.0211(13) Uani 1 1 d . . . . .
H18 H 0.8679 0.3403 0.1885 0.025 Uiso 1 1 calc R U . . .
C1 C 0.9139(6) 0.2332(6) 0.6557(5) 0.0232(14) Uani 1 1 d . . . . .
H1 H 0.8801 0.3152 0.6369 0.028 Uiso 1 1 calc R U . . .
C24 C 0.4101(5) 0.1933(5) 0.7596(4) 0.0170(12) Uani 1 1 d . . . . .
C35 C 0.5042(6) 0.3980(6) 0.9348(5) 0.0217(13) Uani 1 1 d . . . . .
H35 H 0.4481 0.4326 0.9733 0.026 Uiso 1 1 calc R U . . .
C23 C 0.4890(6) 0.2125(5) 0.6686(5) 0.0161(12) Uani 1 1 d . . . . .
C16 C 0.8182(5) 0.3647(5) 0.3656(5) 0.0172(13) Uani 1 1 d . . . . .
C9 C 0.7584(6) -0.0906(5) 0.4623(5) 0.0223(14) Uani 1 1 d . . . . .
H9 H 0.7229 -0.1204 0.4214 0.027 Uiso 1 1 calc R U . . .
C22 C 0.9888(5) 0.4691(5) 0.3107(5) 0.0211(13) Uani 1 1 d . . . . .
H22 H 0.9809 0.4875 0.3694 0.025 Uiso 1 1 calc R U . . .
C2 C 1.0175(6) 0.1739(6) 0.7296(5) 0.0270(15) Uani 1 1 d . . . . .
H2 H 1.0536 0.2159 0.7579 0.032 Uiso 1 1 calc R U . . .
C27 C 0.2683(6) 0.1573(6) 0.9283(5) 0.0229(14) Uani 1 1 d . . . . .
C7 C 0.9218(6) -0.1093(5) 0.5792(5) 0.0188(13) Uani 1 1 d . U . . .
H7 H 0.9986 -0.1523 0.6187 0.023 Uiso 1 1 calc R U . . .
C28 C 0.2420(6) 0.2692(6) 0.8510(5) 0.0263(15) Uani 1 1 d . . . . .
H28 H 0.1776 0.3323 0.8563 0.032 Uiso 1 1 calc R U . . .
C4 C 1.0126(6) -0.0065(6) 0.7121(5) 0.0295(16) Uani 1 1 d . . . . .
H4 H 1.0445 -0.0886 0.7306 0.035 Uiso 1 1 calc R U . . .
C21 C 1.0772(6) 0.5032(5) 0.2442(5) 0.0239(14) Uani 1 1 d . . . . .
H21 H 1.1286 0.5456 0.2567 0.029 Uiso 1 1 calc R U . . .
C29 C 0.3116(5) 0.2863(5) 0.7664(5) 0.0185(13) Uani 1 1 d . . . . .
H29 H 0.2924 0.3606 0.7136 0.022 Uiso 1 1 calc R U . . .
C33 C 0.6830(6) 0.2392(5) 0.9282(5) 0.0216(14) Uani 1 1 d . . . . .
H33 H 0.7472 0.1695 0.9620 0.026 Uiso 1 1 calc R U . . .
C8 C 0.8697(6) -0.1562(5) 0.5203(5) 0.0253(15) Uani 1 1 d . . . . .
H8 H 0.9104 -0.2317 0.5205 0.030 Uiso 1 1 calc R U . . .
C26 C 0.3656(6) 0.0630(6) 0.9222(5) 0.0263(15) Uani 1 1 d . . . . .
H26 H 0.3817 -0.0120 0.9737 0.032 Uiso 1 1 calc R U . . .
HW1A H 0.753(7) 0.626(6) 0.472(5) 0.02(2) Uiso 1 1 d . . . . .
HW1B H 0.827(8) 0.534(8) 0.490(7) 0.06(3) Uiso 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 O6\ 2.295(4) . ?
Tb1 O5 2.296(4) . ?
Tb1 O2 2.456(4) . ?
Tb1 O1 2.468(4) . ?
Tb1 O4 2.471(4) . ?
Tb1 O3 2.497(4) . ?
Tb1 N3 2.547(5) . ?
Tb1 N1 2.556(5) . ?
Tb1 N2 2.576(4) . ?
Tb1 C16 2.827(6) . ?
Tb1 C23 2.827(6) . ?
Br2 C27 1.895(6) . ?
Br1 C20 1.897(6) . ?
Br3 C34 1.911(6) . ?
O2 C16 1.264(7) . ?
O5 C30 1.258(6) . ?
O3 C23 1.257(7) . ?
O4 C23 1.255(7) . ?
N2 C6 1.339(7) . ?
N2 C10 1.351(7) . ?
O1 C16 1.263(7) . ?
O6 C30 1.252(6) 2_666 ?
OW1 HW1A 0.74(7) . ?
OW1 HW1B 0.78(9) . ?
N3 C15 1.337(7) . ?
N3 C11 1.352(7) . ?
N1 C1 1.336(8) . ?
N1 C5 1.341(7) . ?
C31 C32 1.394(8) . ?
C31 C36 1.397(8) . ?
C31 C30 1.505(8) . ?
C5 C4 1.391(8) . ?
C5 C6 1.484(8) . ?
C6 C7 1.390(8) . ?
C17 C18 1.381(8) . ?
C17 C22 1.410(8) . ?
C17 C16 1.491(8) . ?
C30 O6 1.252(6) 2_666 ?
C3 C2 1.358(9) . ?
C3 C4 1.393(9) . ?
C3 H3 0.9300 . ?
C11 C12 1.380(8) . ?
C11 C10 1.497(8) . ?
C10 C9 1.399(8) . ?
C15 C14 1.375(8) . ?
C15 H15 0.9300 . ?
C14 C13 1.401(8) . ?
C14 H14 0.9300 . ?
C19 C20 1.378(8) . ?
C19 C18 1.392(8) . ?
C19 H19 0.9300 . ?
C13 C12 1.367(8) . ?
C13 H13 0.9300 . ?
C32 C33 1.379(8) . ?
C32 H32 0.9300 . ?
C25 C26 1.383(9) . ?
C25 C24 1.402(8) . ?
C25 H25 0.9300 . ?
C36 C35 1.402(8) . ?
C36 H36 0.9300 . ?
C12 H12 0.9300 . ?
C34 C33 1.371(8) . ?
C34 C35 1.375(9) . ?
C20 C21 1.373(9) . ?
C18 H18 0.9300 . ?
C1 C2 1.400(8) . ?
C1 H1 0.9300 . ?
C24 C29 1.385(8) . ?
C24 C23 1.509(8) . ?
C35 H35 0.9300 . ?
C9 C8 1.358(9) . ?
C9 H9 0.9300 . ?
C22 C21 1.372(8) . ?
C22 H22 0.9300 . ?
C2 H2 0.9300 . ?
C27 C26 1.385(9) . ?
C27 C28 1.389(9) . ?
C7 C8 1.384(9) . ?
C7 H7 0.9300 . ?
C28 C29 1.379(8) . ?
C28 H28 0.9300 . ?
C4 H4 0.9300 . ?
C21 H21 0.9300 . ?
C29 H29 0.9300 . ?
C33 H33 0.9300 . ?
C8 H8 0.9300 . ?
C26 H26 0.9300 . ?

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
O6 Tb1 O5 88.36(14) . . ?
O6 Tb1 O2 76.29(14) . . ?
O5 Tb1 O2 75.16(14) . . ?
O6 Tb1 O1 78.99(13) . . ?
O5 Tb1 O1 128.17(13) . . ?
O2 Tb1 O1 53.03(13) . . ?
O6 Tb1 O4 80.95(14) . . ?
O5 Tb1 O4 74.92(13) . . ?
O2 Tb1 O4 142.61(13) . . ?
O1 Tb1 O4 148.48(13) . . ?
O6 Tb1 O3 133.30(14) . . ?
O5 Tb1 O3 78.18(13) . . ?
O2 Tb1 O3 139.15(13) . . ?
O1 Tb1 O3 142.73(12) . . ?
O4 Tb1 O3 52.42(13) . . ?
O6 Tb1 N3 77.35(15) . . ?
O5 Tb1 N3 147.74(14) . . ?
O2 Tb1 N3 127.35(15) . . ?
O1 Tb1 N3 77.68(14) . . ?
O4 Tb1 N3 74.36(14) . . ?
O3 Tb1 N3 90.74(15) . . ?
O6 Tb1 N1 147.35(15) . . ?
O5 Tb1 N1 79.63(14) . . ?
O2 Tb1 N1 71.32(14) . . ?
O1 Tb1 N1 84.81(14) . . ?
O4 Tb1 N1 123.82(14) . . ?
O3 Tb1 N1 73.88(14) . . ?
N3 Tb1 N1 126.56(15) . . ?
O6 Tb1 N2 134.51(15) . . ?
O5 Tb1 N2 137.11(14) . . ?
O2 Tb1 N2 109.18(14) . . ?
O1 Tb1 N2 71.14(14) . . ?
O4 Tb1 N2 107.96(14) . . ?
O3 Tb1 N2 71.98(14) . . ?
N3 Tb1 N2 63.50(15) . . ?
N1 Tb1 N2 63.07(15) . . ?
O6 Tb1 C16 75.71(15) . . ?
O5 Tb1 C16 101.66(16) . . ?
O2 Tb1 C16 26.52(15) . . ?
O1 Tb1 C16 26.52(15) . . ?
O4 Tb1 C16 156.52(15) . . ?
O3 Tb1 C16 150.60(15) . . ?
N3 Tb1 C16 102.54(17) . . ?
N1 Tb1 C16 77.17(16) . . ?
N2 Tb1 C16 90.48(15) . . ?
O6 Tb1 C23 106.93(16) . . ?
O5 Tb1 C23 72.06(15) . . ?
O2 Tb1 C23 146.91(15) . . ?
O1 Tb1 C23 159.60(14) . . ?
O4 Tb1 C23 26.33(15) . . ?
O3 Tb1 C23 26.40(14) . . ?
N3 Tb1 C23 84.53(16) . . ?
N1 Tb1 C23 98.11(16) . . ?
N2 Tb1 C23 92.08(15) . . ?
C16 Tb1 C23 172.89(17) . . ?
C16 O2 Tb1 93.3(3) . . ?
C30 O5 Tb1 140.2(4) . . ?
C23 O3 Tb1 91.6(3) . . ?
C23 O4 Tb1 92.9(3) . . ?
C6 N2 C10 117.9(5) . . ?
C6 N2 Tb1 121.0(4) . . ?
C10 N2 Tb1 120.9(4) . . ?
C16 O1 Tb1 92.8(3) . . ?
C30 O6 Tb1 160.1(4) 2_666 . ?
HW1A OW1 HW1B 99(8) . . ?
C15 N3 C11 117.4(5) . . ?
C15 N3 Tb1 120.4(4) . . ?
C11 N3 Tb1 122.0(4) . . ?
C1 N1 C5 118.7(5) . . ?
C1 N1 Tb1 118.9(4) . . ?
C5 N1 Tb1 121.3(4) . . ?
C32 C31 C36 119.0(5) . . ?
C32 C31 C30 120.5(5) . . ?
C36 C31 C30 120.5(5) . . ?
N1 C5 C4 121.9(6) . . ?
N1 C5 C6 115.8(5) . . ?
C4 C5 C6 122.3(5) . . ?
N2 C6 C7 122.8(5) . . ?
N2 C6 C5 116.7(5) . . ?
C7 C6 C5 120.4(5) . . ?
C18 C17 C22 119.6(6) . . ?
C18 C17 C16 120.2(5) . . ?
C22 C17 C16 120.1(6) . . ?
O6 C30 O5 126.0(6) 2_666 . ?
O6 C30 C31 116.6(5) 2_666 . ?
O5 C30 C31 117.3(5) . . ?
C2 C3 C4 119.6(6) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
N3 C11 C12 122.2(5) . . ?
N3 C11 C10 116.2(5) . . ?
C12 C11 C10 121.5(5) . . ?
N2 C10 C9 121.8(5) . . ?
N2 C10 C11 116.5(5) . . ?
C9 C10 C11 121.7(5) . . ?
N3 C15 C14 123.6(6) . . ?
N3 C15 H15 118.2 . . ?
C14 C15 H15 118.2 . . ?
C15 C14 C13 118.6(6) . . ?
C15 C14 H14 120.7 . . ?
C13 C14 H14 120.7 . . ?
C20 C19 C18 118.9(6) . . ?
C20 C19 H19 120.5 . . ?
C18 C19 H19 120.5 . . ?
C12 C13 C14 118.0(6) . . ?
C12 C13 H13 121.0 . . ?
C14 C13 H13 121.0 . . ?
C33 C32 C31 121.4(5) . . ?
C33 C32 H32 119.3 . . ?
C31 C32 H32 119.3 . . ?
C26 C25 C24 120.0(6) . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C31 C36 C35 119.7(5) . . ?
C31 C36 H36 120.1 . . ?
C35 C36 H36 120.1 . . ?
C13 C12 C11 120.2(6) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C33 C34 C35 122.6(6) . . ?
C33 C34 Br3 119.6(5) . . ?
C35 C34 Br3 117.8(5) . . ?
C21 C20 C19 122.4(6) . . ?
C21 C20 Br1 118.6(5) . . ?
C19 C20 Br1 119.0(5) . . ?
C17 C18 C19 119.8(6) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
N1 C1 C2 122.4(6) . . ?
N1 C1 H1 118.8 . . ?
C2 C1 H1 118.8 . . ?
C29 C24 C25 119.7(6) . . ?
C29 C24 C23 120.5(5) . . ?
C25 C24 C23 119.8(5) . . ?
C34 C35 C36 118.8(6) . . ?
C34 C35 H35 120.6 . . ?
C36 C35 H35 120.6 . . ?
O4 C23 O3 121.7(5) . . ?
O4 C23 C24 118.1(5) . . ?
O3 C23 C24 120.1(5) . . ?
O4 C23 Tb1 60.8(3) . . ?
O3 C23 Tb1 62.0(3) . . ?
C24 C23 Tb1 168.6(4) . . ?
O1 C16 O2 120.8(5) . . ?
O1 C16 C17 119.5(5) . . ?
O2 C16 C17 119.7(5) . . ?
O1 C16 Tb1 60.7(3) . . ?
O2 C16 Tb1 60.2(3) . . ?
C17 C16 Tb1 179.7(4) . . ?
C8 C9 C10 119.5(6) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
C21 C22 C17 120.4(6) . . ?
C21 C22 H22 119.8 . . ?
C17 C22 H22 119.8 . . ?
C3 C2 C1 118.7(6) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
C26 C27 C28 120.7(6) . . ?
C26 C27 Br2 118.9(5) . . ?
C28 C27 Br2 120.4(5) . . ?
C8 C7 C6 118.7(6) . . ?
C8 C7 H7 120.6 . . ?
C6 C7 H7 120.6 . . ?
C29 C28 C27 119.8(6) . . ?
C29 C28 H28 120.1 . . ?
C27 C28 H28 120.1 . . ?
C5 C4 C3 118.6(6) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
C22 C21 C20 118.7(6) . . ?
C22 C21 H21 120.6 . . ?
C20 C21 H21 120.6 . . ?
C28 C29 C24 120.3(6) . . ?
C28 C29 H29 119.9 . . ?
C24 C29 H29 119.9 . . ?
C34 C33 C32 118.4(6) . . ?
C34 C33 H33 120.8 . . ?
C32 C33 H33 120.8 . . ?
C9 C8 C7 119.3(6) . . ?
C9 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
C25 C26 C27 119.5(6) . . ?
C25 C26 H26 120.2 . . ?
C27 C26 H26 120.2 . . ?

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
C1 N1 C5 C4 3.6(9) . . . . ?
Tb1 N1 C5 C4 -164.1(5) . . . . ?
C1 N1 C5 C6 -175.0(5) . . . . ?
Tb1 N1 C5 C6 17.3(7) . . . . ?
C10 N2 C6 C7 1.5(8) . . . . ?
Tb1 N2 C6 C7 -173.5(4) . . . . ?
C10 N2 C6 C5 177.8(5) . . . . ?
Tb1 N2 C6 C5 2.8(7) . . . . ?
N1 C5 C6 N2 -12.9(8) . . . . ?
C4 C5 C6 N2 168.5(6) . . . . ?
N1 C5 C6 C7 163.5(5) . . . . ?
C4 C5 C6 C7 -15.1(9) . . . . ?
Tb1 O5 C30 O6 -72.6(8) . . . 2_666 ?
Tb1 O5 C30 C31 109.5(6) . . . . ?
C32 C31 C30 O6 -178.4(5) . . . 2_666 ?
C36 C31 C30 O6 2.3(8) . . . 2_666 ?
C32 C31 C30 O5 -0.3(8) . . . . ?
C36 C31 C30 O5 -179.6(5) . . . . ?
C15 N3 C11 C12 -0.1(8) . . . . ?
Tb1 N3 C11 C12 -175.5(4) . . . . ?
C15 N3 C11 C10 -177.2(5) . . . . ?
Tb1 N3 C11 C10 7.5(7) . . . . ?
C6 N2 C10 C9 -1.6(8) . . . . ?
Tb1 N2 C10 C9 173.5(4) . . . . ?
C6 N2 C10 C11 177.1(5) . . . . ?
Tb1 N2 C10 C11 -7.8(6) . . . . ?
N3 C11 C10 N2 0.3(8) . . . . ?
C12 C11 C10 N2 -176.7(5) . . . . ?
N3 C11 C10 C9 179.0(5) . . . . ?
C12 C11 C10 C9 2.0(9) . . . . ?
C11 N3 C15 C14 0.8(9) . . . . ?
Tb1 N3 C15 C14 176.2(5) . . . . ?
N3 C15 C14 C13 -1.6(9) . . . . ?
C15 C14 C13 C12 1.8(9) . . . . ?
C36 C31 C32 C33 -2.8(9) . . . . ?
C30 C31 C32 C33 177.9(5) . . . . ?
C32 C31 C36 C35 0.9(8) . . . . ?
C30 C31 C36 C35 -179.8(5) . . . . ?
C14 C13 C12 C11 -1.2(9) . . . . ?
N3 C11 C12 C13 0.4(9) . . . . ?
C10 C11 C12 C13 177.3(5) . . . . ?
C18 C19 C20 C21 0.2(10) . . . . ?
C18 C19 C20 Br1 178.0(4) . . . . ?
C22 C17 C18 C19 1.6(9) . . . . ?
C16 C17 C18 C19 -175.8(5) . . . . ?
C20 C19 C18 C17 -1.6(9) . . . . ?
C5 N1 C1 C2 -1.5(9) . . . . ?
Tb1 N1 C1 C2 166.6(5) . . . . ?
C26 C25 C24 C29 2.2(9) . . . . ?
C26 C25 C24 C23 -179.3(5) . . . . ?
C33 C34 C35 C36 -2.4(9) . . . . ?
Br3 C34 C35 C36 174.9(4) . . . . ?
C31 C36 C35 C34 1.6(9) . . . . ?
Tb1 O4 C23 O3 -12.3(5) . . . . ?
Tb1 O4 C23 C24 167.0(4) . . . . ?
Tb1 O3 C23 O4 12.1(5) . . . . ?
Tb1 O3 C23 C24 -167.2(4) . . . . ?
C29 C24 C23 O4 -26.2(8) . . . . ?
C25 C24 C23 O4 155.3(5) . . . . ?
C29 C24 C23 O3 153.1(5) . . . . ?
C25 C24 C23 O3 -25.4(8) . . . . ?
C29 C24 C23 Tb1 56(2) . . . . ?
C25 C24 C23 Tb1 -123.0(19) . . . . ?
Tb1 O1 C16 O2 1.8(5) . . . . ?
Tb1 O1 C16 C17 179.7(4) . . . . ?
Tb1 O2 C16 O1 -1.8(5) . . . . ?
Tb1 O2 C16 C17 -179.7(4) . . . . ?
C18 C17 C16 O1 12.3(8) . . . . ?
C22 C17 C16 O1 -165.2(5) . . . . ?
C18 C17 C16 O2 -169.8(5) . . . . ?
C22 C17 C16 O2 12.8(8) . . . . ?
N2 C10 C9 C8 1.4(9) . . . . ?
C11 C10 C9 C8 -177.3(5) . . . . ?
C18 C17 C22 C21 -0.3(9) . . . . ?
C16 C17 C22 C21 177.1(5) . . . . ?
C4 C3 C2 C1 3.2(10) . . . . ?
N1 C1 C2 C3 -2.0(10) . . . . ?
N2 C6 C7 C8 -1.2(9) . . . . ?
C5 C6 C7 C8 -177.4(5) . . . . ?
C26 C27 C28 C29 1.2(10) . . . . ?
Br2 C27 C28 C29 -178.1(5) . . . . ?
N1 C5 C4 C3 -2.4(10) . . . . ?
C6 C5 C4 C3 176.1(6) . . . . ?
C2 C3 C4 C5 -1.1(10) . . . . ?
C17 C22 C21 C20 -1.0(9) . . . . ?
C19 C20 C21 C22 1.0(9) . . . . ?
Br1 C20 C21 C22 -176.8(5) . . . . ?
C27 C28 C29 C24 -1.9(9) . . . . ?
C25 C24 C29 C28 0.2(9) . . . . ?
C23 C24 C29 C28 -178.3(5) . . . . ?
C35 C34 C33 C32 0.6(9) . . . . ?
Br3 C34 C33 C32 -176.6(4) . . . . ?
C31 C32 C33 C34 2.0(9) . . . . ?
C10 C9 C8 C7 -1.1(9) . . . . ?
C6 C7 C8 C9 1.0(9) . . . . ?
C24 C25 C26 C27 -2.9(9) . . . . ?
C28 C27 C26 C25 1.2(10) . . . . ?
Br2 C27 C26 C25 -179.4(5) . . . . ?

_refine_diff_density_max         1.507
_refine_diff_density_min         -2.058
_refine_diff_density_rms         0.201

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_Complex_1Prime
_database_code_depnum_ccdc_archive 'CCDC 1514954'
_audit_update_record             
;
2016-11-03 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C72 H50 Br6 La2 N6 O14'
_exptl_crystal_recrystallization_method Hydrothermal
_chemical_melting_point          ?

_exptl_crystal_description       Plate
_exptl_crystal_colour            Yellow
_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         1980.40

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
La La -0.2871 2.4523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           52
_space_group_name_H-M_alt        'P n n a'
_space_group_name_Hall           '-P 2a 2bc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   25.3124(12)
_cell_length_b                   29.7294(14)
_cell_length_c                   9.5415(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7180.2(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    82266
_cell_measurement_theta_min      4.482
_cell_measurement_theta_max      45.845
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.832
_exptl_crystal_F_000             3840
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.368
_exptl_crystal_size_mid          0.164
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    4.581
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6082
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (2015)'

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   Siemens
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            77607
_diffrn_reflns_av_unetI/netI     0.0311
_diffrn_reflns_av_R_equivalents  0.0685
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.370
_diffrn_reflns_theta_max         25.821
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6928
_reflns_number_gt                4576
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'Superflip (Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  'Crystal Maker (Palmer, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0338P)²+11.8280P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6928
_refine_ls_number_parameters     462
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0687
_refine_ls_R_factor_gt           0.0349
_refine_ls_wR_factor_ref         0.0829
_refine_ls_wR_factor_gt          0.0716
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C1 C 0.76816(19) 0.32879(17) -0.0187(5) 0.0465(12) Uani 1 1 d . . . . .
H1 H 0.7321 0.3236 -0.0269 0.056 Uiso 1 1 calc R U . . .
C2 C 0.7896(2) 0.36324(18) -0.0949(6) 0.0603(15) Uani 1 1 d . . . . .
H2 H 0.7686 0.3811 -0.1525 0.072 Uiso 1 1 calc R U . . .
C3 C 0.8429(2) 0.3706(2) -0.0835(7) 0.0712(18) Uani 1 1 d . . . . .
H3 H 0.8587 0.3941 -0.1326 0.085 Uiso 1 1 calc R U . . .
C4 C 0.8725(2) 0.34342(18) 0.0001(6) 0.0619(16) Uani 1 1 d . . . . .
H4 H 0.9088 0.3479 0.0074 0.074 Uiso 1 1 calc R U . . .
C5 C 0.84841(16) 0.30878(15) 0.0747(5) 0.0353(10) Uani 1 1 d . . . . .
C6 C 0.87892(16) 0.27771(13) 0.1648(4) 0.0304(10) Uani 1 1 d . . . . .
C7 C 0.93360(16) 0.27747(15) 0.1586(5) 0.0379(11) Uani 1 1 d . . . . .
H7 H 0.9518 0.2953 0.0947 0.046 Uiso 1 1 calc R U . . .
C8 C 0.9598(2) 0.2500 0.2500 0.0455(17) Uani 1 2 d S T P . .
H8 H 0.9965 0.2500 0.2500 0.055 Uiso 1 2 calc R U P . .
C9 C 0.73071(18) 0.19025(15) 0.0100(5) 0.0360(10) Uani 1 1 d . . . . .
C10 C 0.71393(16) 0.15022(15) -0.0746(5) 0.0349(10) Uani 1 1 d . . . . .
C11 C 0.73854(18) 0.10917(15) -0.0520(5) 0.0402(11) Uani 1 1 d . . . . .
H11 H 0.7661 0.1072 0.0121 0.048 Uiso 1 1 calc R U . . .
C12 C 0.7224(2) 0.07143(16) -0.1236(5) 0.0481(12) Uani 1 1 d . . . . .
H12 H 0.7388 0.0439 -0.1077 0.058 Uiso 1 1 calc R U . . .
C13 C 0.6819(2) 0.07474(17) -0.2189(5) 0.0504(14) Uani 1 1 d . . . . .
C14 C 0.65686(19) 0.11513(18) -0.2445(5) 0.0498(12) Uani 1 1 d . . . . .
H14 H 0.6296 0.1170 -0.3095 0.060 Uiso 1 1 calc R U . . .
C15 C 0.67308(18) 0.15268(16) -0.1717(5) 0.0432(12) Uani 1 1 d . . . . .
H15 H 0.6565 0.1801 -0.1878 0.052 Uiso 1 1 calc R U . . .
C16 C 0.64263(15) 0.16825(13) 0.2491(5) 0.0314(9) Uani 1 1 d . . . . .
C17 C 0.64785(15) 0.11854(14) 0.2306(5) 0.0326(10) Uani 1 1 d . . . . .
C18 C 0.68588(18) 0.09444(16) 0.3017(6) 0.0508(13) Uani 1 1 d . . . . .
H18 H 0.7090 0.1095 0.3613 0.061 Uiso 1 1 calc R U . . .
C19 C 0.6904(2) 0.04841(17) 0.2861(7) 0.0619(17) Uani 1 1 d . . . . .
H19 H 0.7155 0.0323 0.3367 0.074 Uiso 1 1 calc R U . . .
C20 C 0.6572(2) 0.02703(16) 0.1946(7) 0.0586(15) Uani 1 1 d . . . . .
C21 C 0.6197(2) 0.04996(17) 0.1192(6) 0.0554(14) Uani 1 1 d . . . . .
H21 H 0.5981 0.0350 0.0558 0.066 Uiso 1 1 calc R U . . .
C22 C 0.61479(17) 0.09552(15) 0.1394(5) 0.0426(12) Uani 1 1 d . . . . .
H22 H 0.5888 0.1112 0.0909 0.051 Uiso 1 1 calc R U . . .
C23 C 0.52831(18) 0.34714(15) 0.0519(5) 0.0370(11) Uani 1 1 d . . . . .
C24 C 0.51640(16) 0.39340(14) 0.1083(5) 0.0355(10) Uani 1 1 d . . . . .
C25 C 0.54375(19) 0.43046(15) 0.0594(5) 0.0464(12) Uani 1 1 d . . . . .
H25 H 0.5678 0.4271 -0.0135 0.056 Uiso 1 1 calc R U . . .
C26 C 0.5357(2) 0.47269(16) 0.1178(6) 0.0518(13) Uani 1 1 d . . . . .
H26 H 0.5542 0.4976 0.0850 0.062 Uiso 1 1 calc R U . . .
C27 C 0.5000(2) 0.47673(16) 0.2248(5) 0.0498(14) Uani 1 1 d . . . . .
C28 C 0.4717(2) 0.44097(16) 0.2740(5) 0.0514(14) Uani 1 1 d . . . . .
H28 H 0.4470 0.4447 0.3454 0.062 Uiso 1 1 calc R U . . .
C29 C 0.48048(19) 0.39904(16) 0.2153(5) 0.0464(13) Uani 1 1 d . . . . .
H29 H 0.4618 0.3743 0.2486 0.056 Uiso 1 1 calc R U . . .
C30 C 0.51615(18) 0.17659(14) -0.0326(5) 0.0405(11) Uani 1 1 d . . . . .
H30 H 0.5524 0.1816 -0.0374 0.049 Uiso 1 1 calc R U . . .
C31 C 0.4942(2) 0.14506(15) -0.1220(5) 0.0483(13) Uani 1 1 d . . . . .
H31 H 0.5150 0.1295 -0.1861 0.058 Uiso 1 1 calc R U . . .
C32 C 0.4410(2) 0.13748(16) -0.1131(6) 0.0575(15) Uani 1 1 d . . . . .
H32 H 0.4252 0.1158 -0.1697 0.069 Uiso 1 1 calc R U . . .
C33 C 0.41103(19) 0.16194(16) -0.0204(6) 0.0480(13) Uani 1 1 d . . . . .
H33 H 0.3748 0.1572 -0.0148 0.058 Uiso 1 1 calc R U . . .
C34 C 0.43532(16) 0.19406(14) 0.0655(5) 0.0354(11) Uani 1 1 d . . . . .
C35 C 0.40479(17) 0.22303(15) 0.1627(5) 0.0375(11) Uani 1 1 d . . . . .
C36 C 0.34981(17) 0.22267(18) 0.1608(5) 0.0508(14) Uani 1 1 d . . . . .
H36 H 0.3319 0.2039 0.0989 0.061 Uiso 1 1 calc R U . . .
C37 C 0.3220(3) 0.2500 0.2500 0.0515(19) Uani 1 2 d S T P . .
H37 H 0.2852 0.2500 0.2500 0.062 Uiso 1 2 calc R U P . .
N2 N 0.85156(17) 0.2500 0.2500 0.0298(10) Uani 1 2 d S T P . .
N1 N 0.79577(13) 0.30214(12) 0.0667(4) 0.0359(9) Uani 1 1 d . . . . .
N4 N 0.43210(16) 0.2500 0.2500 0.0302(11) Uani 1 2 d S T P . .
N3 N 0.48795(13) 0.20033(11) 0.0606(4) 0.0342(8) Uani 1 1 d . . . . .
O1 O 0.70368(11) 0.22576(10) 0.0077(3) 0.0427(8) Uani 1 1 d . . . . .
O2 O 0.77134(11) 0.18654(10) 0.0871(3) 0.0411(8) Uani 1 1 d . . . . .
O3 O 0.68033(11) 0.18964(10) 0.3042(3) 0.0394(7) Uani 1 1 d . . . . .
O4 O 0.60062(11) 0.18607(10) 0.2071(3) 0.0392(8) Uani 1 1 d . . . . .
O5 O 0.50498(11) 0.31436(9) 0.1112(3) 0.0362(7) Uani 1 1 d . . . . .
O6 O 0.56047(15) 0.34311(11) -0.0457(4) 0.0560(9) Uani 1 1 d . . . . .
OW1 O 0.59174(14) 0.25775(12) 0.0122(4) 0.0410(8) Uani 1 1 d . . . . .
Br1 Br 0.66062(3) 0.02205(2) -0.31643(8) 0.0844(2) Uani 1 1 d . . . . .
Br2 Br 0.66317(3) -0.03626(2) 0.17124(13) 0.1256(4) Uani 1 1 d . . . . .
Br3 Br 0.49161(3) 0.53368(2) 0.31230(8) 0.0801(2) Uani 1 1 d . . . . .
La1 La 0.54029(2) 0.2500 0.2500 0.02596(9) Uani 1 2 d S T P . .
La2 La 0.74335(2) 0.2500 0.2500 0.02822(9) Uani 1 2 d S T P . .
HW1A H 0.5872(18) 0.2858(17) -0.023(5) 0.053(16) Uiso 1 1 d . . . . .
HW1B H 0.621(3) 0.254(2) 0.007(7) 0.09(2) Uiso 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
C1 N1 1.334(6) . ?
C1 C2 1.368(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.373(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.361(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.393(6) . ?
C4 H4 0.9300 . ?
C5 N1 1.349(5) . ?
C5 C6 1.479(6) . ?
C6 N2 1.349(5) . ?
C6 C7 1.386(5) . ?
C7 C8 1.366(5) . ?
C7 H7 0.9300 . ?
C8 C7 1.366(5) 4 ?
C8 H8 0.9300 . ?
C9 O1 1.258(5) . ?
C9 O2 1.269(5) . ?
C9 C10 1.499(6) . ?
C9 La2 2.916(4) . ?
C10 C11 1.387(6) . ?
C10 C15 1.390(6) . ?
C11 C12 1.376(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.375(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.379(7) . ?
C13 Br1 1.900(5) . ?
C14 C15 1.377(7) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 O4 1.254(5) . ?
C16 O3 1.261(5) . ?
C16 C17 1.494(6) . ?
C17 C18 1.379(6) . ?
C17 C22 1.388(6) . ?
C18 C19 1.381(7) . ?
C18 H18 0.9300 . ?
C19 C20 1.369(8) . ?
C19 H19 0.9300 . ?
C20 C21 1.373(8) . ?
C20 Br2 1.901(5) . ?
C21 C22 1.374(6) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 O6 1.243(5) . ?
C23 O5 1.272(5) . ?
C23 C24 1.507(6) . ?
C24 C29 1.377(6) . ?
C24 C25 1.382(6) . ?
C25 C26 1.389(6) . ?
C25 H25 0.9300 . ?
C26 C27 1.369(7) . ?
C26 H26 0.9300 . ?
C27 C28 1.365(7) . ?
C27 Br3 1.900(5) . ?
C28 C29 1.385(6) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C30 N3 1.341(6) . ?
C30 C31 1.383(6) . ?
C30 H30 0.9300 . ?
C31 C32 1.369(7) . ?
C31 H31 0.9300 . ?
C32 C33 1.374(7) . ?
C32 H32 0.9300 . ?
C33 C34 1.401(6) . ?
C33 H33 0.9300 . ?
C34 N3 1.346(5) . ?
C34 C35 1.483(6) . ?
C35 N4 1.347(5) . ?
C35 C36 1.392(6) . ?
C36 C37 1.371(6) . ?
C36 H36 0.9300 . ?
C37 C36 1.371(6) 4 ?
C37 H37 0.9300 . ?
N2 C6 1.349(5) 4 ?
N2 La2 2.739(4) . ?
N1 La2 2.688(3) . ?
N4 C35 1.347(5) 4 ?
N4 La1 2.738(4) . ?
N3 La1 2.684(3) . ?
O1 La2 2.622(3) . ?
O2 La2 2.545(3) . ?
O3 La2 2.456(3) . ?
O4 La1 2.472(3) . ?
O5 La1 2.493(3) . ?
OW1 La1 2.626(3) . ?
OW1 HW1A 0.91(5) . ?
OW1 HW1B 0.76(6) . ?
La1 O4 2.472(3) 4 ?
La1 O5 2.493(3) 4 ?
La1 OW1 2.626(3) 4 ?
La1 N3 2.684(3) 4 ?
La2 O3 2.456(3) 4 ?
La2 O2 2.545(3) 4 ?
La2 O1 2.622(3) 4 ?
La2 N1 2.688(3) 4 ?
La2 C9 2.916(4) 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
N1 C1 C2 124.2(5) . . ?
N1 C1 H1 117.9 . . ?
C2 C1 H1 117.9 . . ?
C1 C2 C3 117.9(5) . . ?
C1 C2 H2 121.1 . . ?
C3 C2 H2 121.1 . . ?
C4 C3 C2 119.5(5) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C3 C4 C5 119.9(5) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
N1 C5 C4 120.8(4) . . ?
N1 C5 C6 117.2(4) . . ?
C4 C5 C6 122.0(4) . . ?
N2 C6 C7 122.4(4) . . ?
N2 C6 C5 117.6(4) . . ?
C7 C6 C5 120.0(4) . . ?
C8 C7 C6 117.4(4) . . ?
C8 C7 H7 121.3 . . ?
C6 C7 H7 121.3 . . ?
C7 C8 C7 122.0(5) . 4 ?
C7 C8 H8 119.0 . . ?
C7 C8 H8 119.0 4 . ?
O1 C9 O2 121.6(4) . . ?
O1 C9 C10 120.2(4) . . ?
O2 C9 C10 118.2(4) . . ?
O1 C9 La2 64.0(2) . . ?
O2 C9 La2 60.6(2) . . ?
C10 C9 La2 159.6(3) . . ?
C11 C10 C15 119.0(4) . . ?
C11 C10 C9 119.1(4) . . ?
C15 C10 C9 121.9(4) . . ?
C12 C11 C10 120.5(4) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C13 C12 C11 119.4(4) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C12 C13 C14 121.5(5) . . ?
C12 C13 Br1 118.4(4) . . ?
C14 C13 Br1 120.1(4) . . ?
C15 C14 C13 118.7(5) . . ?
C15 C14 H14 120.7 . . ?
C13 C14 H14 120.7 . . ?
C14 C15 C10 121.0(5) . . ?
C14 C15 H15 119.5 . . ?
C10 C15 H15 119.5 . . ?
O4 C16 O3 124.2(4) . . ?
O4 C16 C17 117.1(4) . . ?
O3 C16 C17 118.8(4) . . ?
C18 C17 C22 118.3(4) . . ?
C18 C17 C16 121.2(4) . . ?
C22 C17 C16 120.6(4) . . ?
C17 C18 C19 121.3(5) . . ?
C17 C18 H18 119.3 . . ?
C19 C18 H18 119.3 . . ?
C20 C19 C18 118.5(5) . . ?
C20 C19 H19 120.7 . . ?
C18 C19 H19 120.7 . . ?
C19 C20 C21 121.9(5) . . ?
C19 C20 Br2 119.1(4) . . ?
C21 C20 Br2 119.0(4) . . ?
C20 C21 C22 118.6(5) . . ?
C20 C21 H21 120.7 . . ?
C22 C21 H21 120.7 . . ?
C21 C22 C17 121.3(5) . . ?
C21 C22 H22 119.3 . . ?
C17 C22 H22 119.3 . . ?
O6 C23 O5 124.3(4) . . ?
O6 C23 C24 119.1(4) . . ?
O5 C23 C24 116.6(4) . . ?
C29 C24 C25 118.9(4) . . ?
C29 C24 C23 120.5(4) . . ?
C25 C24 C23 120.4(4) . . ?
C24 C25 C26 120.8(5) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 H25 119.6 . . ?
C27 C26 C25 118.4(5) . . ?
C27 C26 H26 120.8 . . ?
C25 C26 H26 120.8 . . ?
C28 C27 C26 122.3(5) . . ?
C28 C27 Br3 119.0(4) . . ?
C26 C27 Br3 118.7(4) . . ?
C27 C28 C29 118.5(5) . . ?
C27 C28 H28 120.7 . . ?
C29 C28 H28 120.7 . . ?
C24 C29 C28 121.0(4) . . ?
C24 C29 H29 119.5 . . ?
C28 C29 H29 119.5 . . ?
N3 C30 C31 123.5(4) . . ?
N3 C30 H30 118.2 . . ?
C31 C30 H30 118.2 . . ?
C32 C31 C30 117.9(5) . . ?
C32 C31 H31 121.0 . . ?
C30 C31 H31 121.0 . . ?
C31 C32 C33 119.8(5) . . ?
C31 C32 H32 120.1 . . ?
C33 C32 H32 120.1 . . ?
C32 C33 C34 119.7(4) . . ?
C32 C33 H33 120.2 . . ?
C34 C33 H33 120.2 . . ?
N3 C34 C33 120.5(4) . . ?
N3 C34 C35 117.2(4) . . ?
C33 C34 C35 122.2(4) . . ?
N4 C35 C36 121.7(4) . . ?
N4 C35 C34 117.7(4) . . ?
C36 C35 C34 120.6(4) . . ?
C37 C36 C35 120.1(5) . . ?
C37 C36 H36 120.0 . . ?
C35 C36 H36 120.0 . . ?
C36 C37 C36 118.2(6) . 4 ?
C36 C37 H37 120.9 . . ?
C36 C37 H37 120.9 4 . ?
C6 N2 C6 118.2(5) . 4 ?
C6 N2 La2 120.9(2) . . ?
C6 N2 La2 120.9(2) 4 . ?
C1 N1 C5 117.7(4) . . ?
C1 N1 La2 118.8(3) . . ?
C5 N1 La2 122.4(3) . . ?
C35 N4 C35 118.3(5) . 4 ?
C35 N4 La1 120.9(2) . . ?
C35 N4 La1 120.9(2) 4 . ?
C30 N3 C34 118.5(4) . . ?
C30 N3 La1 118.2(3) . . ?
C34 N3 La1 122.8(3) . . ?
C9 O1 La2 90.4(3) . . ?
C9 O2 La2 93.7(3) . . ?
C16 O3 La2 140.5(3) . . ?
C16 O4 La1 142.7(3) . . ?
C23 O5 La1 131.1(3) . . ?
La1 OW1 HW1A 110(3) . . ?
La1 OW1 HW1B 122(5) . . ?
HW1A OW1 HW1B 104(5) . . ?
O4 La1 O4 103.70(14) 4 . ?
O4 La1 O5 73.69(9) 4 . ?
O4 La1 O5 136.37(10) . . ?
O4 La1 O5 136.36(10) 4 4 ?
O4 La1 O5 73.69(9) . 4 ?
O5 La1 O5 137.98(13) . 4 ?
O4 La1 OW1 76.65(10) 4 . ?
O4 La1 OW1 67.55(11) . . ?
O5 La1 OW1 69.61(11) . . ?
O5 La1 OW1 134.76(10) 4 . ?
O4 La1 OW1 67.55(11) 4 4 ?
O4 La1 OW1 76.66(10) . 4 ?
O5 La1 OW1 134.75(10) . 4 ?
O5 La1 OW1 69.61(11) 4 4 ?
OW1 La1 OW1 120.54(16) . 4 ?
O4 La1 N3 76.74(10) 4 4 ?
O4 La1 N3 147.07(10) . 4 ?
O5 La1 N3 76.02(10) . 4 ?
O5 La1 N3 83.54(10) 4 4 ?
OW1 La1 N3 141.11(11) . 4 ?
OW1 La1 N3 73.21(11) 4 4 ?
O4 La1 N3 147.07(10) 4 . ?
O4 La1 N3 76.73(10) . . ?
O5 La1 N3 83.54(10) . . ?
O5 La1 N3 76.02(10) 4 . ?
OW1 La1 N3 73.21(11) . . ?
OW1 La1 N3 141.12(11) 4 . ?
N3 La1 N3 120.84(15) 4 . ?
O4 La1 N4 128.15(7) 4 . ?
O4 La1 N4 128.15(7) . . ?
O5 La1 N4 68.99(6) . . ?
O5 La1 N4 68.99(6) 4 . ?
OW1 La1 N4 119.73(8) . . ?
OW1 La1 N4 119.73(8) 4 . ?
N3 La1 N4 60.42(7) 4 . ?
N3 La1 N4 60.42(7) . . ?
O3 La2 O3 99.00(13) . 4 ?
O3 La2 O2 76.57(10) . . ?
O3 La2 O2 126.42(10) 4 . ?
O3 La2 O2 126.42(10) . 4 ?
O3 La2 O2 76.57(10) 4 4 ?
O2 La2 O2 147.68(13) . 4 ?
O3 La2 O1 76.49(10) . 4 ?
O3 La2 O1 74.71(10) 4 4 ?
O2 La2 O1 148.10(10) . 4 ?
O2 La2 O1 50.52(9) 4 4 ?
O3 La2 O1 74.70(10) . . ?
O3 La2 O1 76.49(10) 4 . ?
O2 La2 O1 50.52(9) . . ?
O2 La2 O1 148.10(10) 4 . ?
O1 La2 O1 134.96(13) 4 . ?
O3 La2 N1 151.54(11) . . ?
O3 La2 N1 76.24(10) 4 . ?
O2 La2 N1 83.84(11) . . ?
O2 La2 N1 80.36(10) 4 . ?
O1 La2 N1 127.19(10) 4 . ?
O1 La2 N1 76.92(10) . . ?
O3 La2 N1 76.24(10) . 4 ?
O3 La2 N1 151.54(11) 4 4 ?
O2 La2 N1 80.35(10) . 4 ?
O2 La2 N1 83.84(11) 4 4 ?
O1 La2 N1 76.92(10) 4 4 ?
O1 La2 N1 127.19(10) . 4 ?
N1 La2 N1 120.83(15) . 4 ?
O3 La2 N2 130.50(7) . . ?
O3 La2 N2 130.50(7) 4 . ?
O2 La2 N2 73.84(7) . . ?
O2 La2 N2 73.84(6) 4 . ?
O1 La2 N2 112.52(7) 4 . ?
O1 La2 N2 112.52(7) . . ?
N1 La2 N2 60.41(7) . . ?
N1 La2 N2 60.41(7) 4 . ?
O3 La2 C9 102.03(12) . 4 ?
O3 La2 C9 69.46(11) 4 4 ?
O2 La2 C9 164.11(11) . 4 ?
O2 La2 C9 25.74(11) 4 4 ?
O1 La2 C9 25.56(10) 4 4 ?
O1 La2 C9 144.89(10) . 4 ?
N1 La2 C9 102.35(12) . 4 ?
N1 La2 C9 83.94(11) 4 4 ?
N2 La2 C9 96.30(9) . 4 ?
O3 La2 C9 69.46(11) . . ?
O3 La2 C9 102.03(12) 4 . ?
O2 La2 C9 25.75(11) . . ?
O2 La2 C9 164.12(11) 4 . ?
O1 La2 C9 144.89(10) 4 . ?
O1 La2 C9 25.56(10) . . ?
N1 La2 C9 83.94(11) . . ?
N1 La2 C9 102.35(12) 4 . ?
N2 La2 C9 96.30(9) . . ?
C9 La2 C9 167.40(17) 4 . ?

_refine_diff_density_max         0.966
_refine_diff_density_min         -0.791
_refine_diff_density_rms         0.084

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_h-m   'P n n a'
_symmetry_int_tables_number      52
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_Complex_1
_database_code_depnum_ccdc_archive 'CCDC 1514953'
_audit_update_record             
;
2016-11-03 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C72 H50 Br6 La2 N6 O14'
_exptl_crystal_recrystallization_method Hydrothermal
_chemical_melting_point          ?

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         1980.46

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'
La La -0.2871 2.4523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   13.8090(5)
_cell_length_b                   25.6321(9)
_cell_length_c                   10.2526(4)
_cell_angle_alpha                90
_cell_angle_beta                 92.4340(10)
_cell_angle_gamma                90
_cell_volume                     3625.7(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    23170
_cell_measurement_theta_min      5.091
_cell_measurement_theta_max      42.370
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.814
_exptl_crystal_F_000             1920
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.447
_exptl_crystal_size_mid          0.181
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    4.536
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6383
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (2015)'

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Fine-focus sealed tube'
_diffrn_source_type              Siemens
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            50204
_diffrn_reflns_av_unetI/netI     0.0561
_diffrn_reflns_av_R_equivalents  0.0680
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.476
_diffrn_reflns_theta_max         28.419
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9105
_reflns_number_gt                5546
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'SIR92 (Gualardi, 1994'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  'Crystal Maker (Palmer, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0449P)²+4.1383P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9105
_refine_ls_number_parameters     459
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0952
_refine_ls_R_factor_gt           0.0457
_refine_ls_wR_factor_ref         0.1185
_refine_ls_wR_factor_gt          0.0995
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C15 C 0.6852(5) 0.1012(2) 1.2779(6) 0.0713(16) Uani 1 1 d . . . . .
H15 H 0.6679 0.0663 1.2683 0.086 Uiso 1 1 calc R U . . .
C14 C 0.7523(5) 0.1136(3) 1.3752(6) 0.0798(18) Uani 1 1 d . . . . .
H14 H 0.7772 0.0885 1.4330 0.096 Uiso 1 1 calc R U . . .
C13 C 0.7807(6) 0.1643(3) 1.3833(7) 0.099(2) Uani 1 1 d . . . . .
H13 H 0.8279 0.1746 1.4455 0.118 Uiso 1 1 calc R U . . .
C12 C 0.7389(5) 0.2004(3) 1.2985(6) 0.0837(19) Uani 1 1 d . . . . .
H12 H 0.7587 0.2350 1.3026 0.100 Uiso 1 1 calc R U . . .
C11 C 0.6679(4) 0.18535(19) 1.2078(5) 0.0536(13) Uani 1 1 d . . . . .
C10 C 0.6155(4) 0.22357(17) 1.1235(5) 0.0506(12) Uani 1 1 d . . . . .
C9 C 0.6275(5) 0.2772(2) 1.1436(6) 0.0707(17) Uani 1 1 d . . . . .
H9 H 0.6694 0.2893 1.2104 0.085 Uiso 1 1 calc R U . . .
C8 C 0.5779(5) 0.3117(2) 1.0654(6) 0.0775(18) Uani 1 1 d . . . . .
H8 H 0.5855 0.3474 1.0785 0.093 Uiso 1 1 calc R U . . .
C7 C 0.5167(5) 0.29350(19) 0.9673(6) 0.0683(16) Uani 1 1 d . . . . .
H7 H 0.4827 0.3167 0.9126 0.082 Uiso 1 1 calc R U . . .
C6 C 0.5059(4) 0.23987(17) 0.9502(5) 0.0496(12) Uani 1 1 d . . . . .
C5 C 0.4386(4) 0.21892(17) 0.8471(5) 0.0486(12) Uani 1 1 d . . . . .
C4 C 0.3840(4) 0.2513(2) 0.7633(6) 0.0648(15) Uani 1 1 d . . . . .
H4 H 0.3877 0.2873 0.7726 0.078 Uiso 1 1 calc R U . . .
C3 C 0.3252(5) 0.2300(2) 0.6681(7) 0.0766(17) Uani 1 1 d . . . . .
H3 H 0.2899 0.2514 0.6106 0.092 Uiso 1 1 calc R U . . .
C2 C 0.3178(5) 0.1770(2) 0.6568(6) 0.0757(17) Uani 1 1 d . . . . .
H2 H 0.2767 0.1619 0.5934 0.091 Uiso 1 1 calc R U . . .
C1 C 0.3731(4) 0.1469(2) 0.7418(6) 0.0682(16) Uani 1 1 d . . . . .
H1 H 0.3689 0.1108 0.7336 0.082 Uiso 1 1 calc R U . . .
C16 C 0.7441(4) 0.12558(19) 0.8100(5) 0.0513(12) Uani 1 1 d . . . . .
C17 C 0.8379(4) 0.15541(19) 0.8281(5) 0.0560(13) Uani 1 1 d . . . . .
C18 C 0.8535(4) 0.1879(2) 0.9346(6) 0.0632(14) Uani 1 1 d . . . . .
H18 H 0.8070 0.1899 0.9974 0.076 Uiso 1 1 calc R U . . .
C19 C 0.9365(4) 0.2172(2) 0.9493(7) 0.0776(17) Uani 1 1 d . . . . .
H19 H 0.9463 0.2386 1.0219 0.093 Uiso 1 1 calc R U . . .
C20 C 1.0050(4) 0.2148(3) 0.8561(8) 0.0823(19) Uani 1 1 d . . . . .
C21 C 0.9932(4) 0.1818(3) 0.7510(7) 0.088(2) Uani 1 1 d . . . . .
H21 H 1.0411 0.1794 0.6902 0.106 Uiso 1 1 calc R U . . .
C22 C 0.9090(4) 0.1520(3) 0.7361(6) 0.0752(17) Uani 1 1 d . . . . .
H22 H 0.9003 0.1298 0.6648 0.090 Uiso 1 1 calc R U . . .
C23 C 0.4181(4) 0.08859(18) 1.2282(5) 0.0517(12) Uani 1 1 d . . . . .
C24 C 0.3476(4) 0.07961(19) 1.3337(5) 0.0564(13) Uani 1 1 d . . . . .
C25 C 0.3716(6) 0.0463(2) 1.4360(6) 0.084(2) Uani 1 1 d . . . . .
H25 H 0.4325 0.0307 1.4413 0.101 Uiso 1 1 calc R U . . .
C26 C 0.3062(8) 0.0360(3) 1.5294(7) 0.110(3) Uani 1 1 d . . . . .
H26 H 0.3233 0.0145 1.5997 0.132 Uiso 1 1 calc R U . . .
C27 C 0.2159(7) 0.0575(3) 1.5184(8) 0.102(3) Uani 1 1 d . . . . .
C28 C 0.1898(5) 0.0916(3) 1.4192(7) 0.094(2) Uani 1 1 d . . . . .
H28 H 0.1284 0.1066 1.4137 0.113 Uiso 1 1 calc R U . . .
C29 C 0.2588(4) 0.1032(2) 1.3264(6) 0.0693(15) Uani 1 1 d . . . . .
H29 H 0.2439 0.1270 1.2600 0.083 Uiso 1 1 calc R U . . .
C30 C 0.3299(3) 0.01821(18) 0.9669(5) 0.0467(11) Uani 1 1 d . . . . .
C31 C 0.2334(3) 0.03564(17) 1.0113(5) 0.0478(11) Uani 1 1 d . . . . .
C32 C 0.1759(4) 0.0019(2) 1.0781(7) 0.0768(18) Uani 1 1 d . . . . .
H32 H 0.1961 -0.0324 1.0913 0.092 Uiso 1 1 calc R U . . .
C33 C 0.0894(5) 0.0177(3) 1.1256(8) 0.103(3) Uani 1 1 d . . . . .
H33 H 0.0517 -0.0053 1.1719 0.123 Uiso 1 1 calc R U . . .
C34 C 0.0594(4) 0.0679(3) 1.1038(7) 0.0788(18) Uani 1 1 d . . . . .
C35 C 0.1134(4) 0.1021(2) 1.0370(6) 0.0745(17) Uani 1 1 d . . . . .
H35 H 0.0917 0.1361 1.0223 0.089 Uiso 1 1 calc R U . . .
C36 C 0.2008(4) 0.0859(2) 0.9914(6) 0.0615(14) Uani 1 1 d . . . . .
H36 H 0.2385 0.1093 0.9465 0.074 Uiso 1 1 calc R U . . .
N3 N 0.6427(3) 0.13555(16) 1.1956(4) 0.0569(11) Uani 1 1 d . . . . .
N2 N 0.5544(3) 0.20553(13) 1.0279(4) 0.0449(9) Uani 1 1 d . . . . .
N1 N 0.4328(3) 0.16649(14) 0.8360(4) 0.0530(10) Uani 1 1 d . . . . .
O1 O 0.6811(2) 0.13527(12) 0.8920(4) 0.0594(9) Uani 1 1 d . . . . .
O2 O 0.7329(3) 0.09608(14) 0.7146(4) 0.0674(10) Uani 1 1 d . . . . .
O3 O 0.4781(3) 0.05320(12) 1.2048(3) 0.0610(9) Uani 1 1 d . . . . .
O4 O 0.4115(3) 0.13000(12) 1.1622(3) 0.0595(9) Uani 1 1 d . . . . .
O5 O 0.3876(2) 0.05203(13) 0.9286(4) 0.0595(9) Uani 1 1 d . . . . .
O6 O 0.6513(3) 0.02956(12) 1.0275(4) 0.0621(9) Uani 1 1 d . . . . .
OW1 O 0.5520(3) 0.05716(16) 0.7631(4) 0.0606(10) Uani 1 1 d . . . . .
Br1 Br 1.11729(6) 0.25693(5) 0.87139(12) 0.1463(4) Uani 1 1 d . . . . .
Br2 Br 0.12540(11) 0.04217(5) 1.64609(12) 0.2017(7) Uani 1 1 d . . . . .
Br3 Br -0.05778(6) 0.09109(4) 1.17666(11) 0.1310(4) Uani 1 1 d . . . . .
La01 La 0.53525(2) 0.09982(2) 0.99132(3) 0.04271(9) Uani 1 1 d . . . . .
HW1A H 0.545(4) 0.026(2) 0.760(5) 0.070(19) Uiso 1 1 d . . . . .
HW1B H 0.609(5) 0.063(3) 0.742(6) 0.09(2) Uiso 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
C15 N3 1.337(7) . ?
C15 C14 1.370(8) . ?
C15 H15 0.9300 . ?
C14 C13 1.359(9) . ?
C14 H14 0.9300 . ?
C13 C12 1.379(9) . ?
C13 H13 0.9300 . ?
C12 C11 1.378(8) . ?
C12 H12 0.9300 . ?
C11 N3 1.327(6) . ?
C11 C10 1.475(7) . ?
C10 N2 1.349(6) . ?
C10 C9 1.399(6) . ?
C9 C8 1.358(8) . ?
C9 H9 0.9300 . ?
C8 C7 1.368(8) . ?
C8 H8 0.9300 . ?
C7 C6 1.393(6) . ?
C7 H7 0.9300 . ?
C6 N2 1.346(6) . ?
C6 C5 1.478(7) . ?
C5 N1 1.351(5) . ?
C5 C4 1.394(7) . ?
C4 C3 1.357(8) . ?
C4 H4 0.9300 . ?
C3 C2 1.365(8) . ?
C3 H3 0.9300 . ?
C2 C1 1.373(8) . ?
C2 H2 0.9300 . ?
C1 N1 1.341(6) . ?
C1 H1 0.9300 . ?
C16 O2 1.240(6) . ?
C16 O1 1.260(6) . ?
C16 C17 1.509(7) . ?
C17 C18 1.382(7) . ?
C17 C22 1.392(7) . ?
C18 C19 1.374(8) . ?
C18 H18 0.9300 . ?
C19 C20 1.374(9) . ?
C19 H19 0.9300 . ?
C20 C21 1.374(9) . ?
C20 Br1 1.891(6) . ?
C21 C22 1.396(9) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 O3 1.258(6) . ?
C23 O4 1.260(5) . ?
C23 C24 1.504(7) . ?
C23 La01 2.988(5) . ?
C24 C29 1.367(8) . ?
C24 C25 1.382(8) . ?
C25 C26 1.369(9) . ?
C25 H25 0.9300 . ?
C26 C27 1.365(11) . ?
C26 H26 0.9300 . ?
C27 C28 1.378(11) . ?
C27 Br2 1.890(7) . ?
C28 C29 1.405(8) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C30 O5 1.252(5) . ?
C30 O6 1.253(5) 3_657 ?
C30 C31 1.495(7) . ?
C31 C32 1.377(7) . ?
C31 C36 1.377(6) . ?
C32 C33 1.370(8) . ?
C32 H32 0.9300 . ?
C33 C34 1.365(8) . ?
C33 H33 0.9300 . ?
C34 C35 1.356(8) . ?
C34 Br3 1.907(6) . ?
C35 C36 1.378(8) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
N3 La01 2.677(4) . ?
N2 La01 2.747(3) . ?
N1 La01 2.696(4) . ?
O1 La01 2.468(3) . ?
O3 La01 2.643(3) . ?
O4 La01 2.616(3) . ?
O5 La01 2.441(3) . ?
O6 C30 1.253(5) 3_657 ?
O6 La01 2.428(3) . ?
OW1 La01 2.602(4) . ?
OW1 HW1A 0.80(6) . ?
OW1 HW1B 0.84(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 C15 C14 124.9(6) . . ?
N3 C15 H15 117.5 . . ?
C14 C15 H15 117.5 . . ?
C13 C14 C15 116.8(6) . . ?
C13 C14 H14 121.6 . . ?
C15 C14 H14 121.6 . . ?
C14 C13 C12 119.4(6) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
C11 C12 C13 120.3(6) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
N3 C11 C12 120.6(5) . . ?
N3 C11 C10 117.6(5) . . ?
C12 C11 C10 121.8(5) . . ?
N2 C10 C9 120.7(5) . . ?
N2 C10 C11 118.3(4) . . ?
C9 C10 C11 121.0(5) . . ?
C8 C9 C10 119.9(5) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?
C9 C8 C7 119.6(5) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C8 C7 C6 119.2(5) . . ?
C8 C7 H7 120.4 . . ?
C6 C7 H7 120.4 . . ?
N2 C6 C7 121.5(5) . . ?
N2 C6 C5 117.8(4) . . ?
C7 C6 C5 120.6(5) . . ?
N1 C5 C4 120.7(5) . . ?
N1 C5 C6 117.1(4) . . ?
C4 C5 C6 122.2(4) . . ?
C3 C4 C5 119.7(5) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C4 C3 C2 120.1(6) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C2 C1 117.9(6) . . ?
C3 C2 H2 121.0 . . ?
C1 C2 H2 121.0 . . ?
N1 C1 C2 123.6(5) . . ?
N1 C1 H1 118.2 . . ?
C2 C1 H1 118.2 . . ?
O2 C16 O1 125.4(5) . . ?
O2 C16 C17 118.9(5) . . ?
O1 C16 C17 115.6(5) . . ?
C18 C17 C22 118.9(5) . . ?
C18 C17 C16 120.4(5) . . ?
C22 C17 C16 120.7(5) . . ?
C19 C18 C17 121.2(6) . . ?
C19 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C18 C19 C20 119.7(6) . . ?
C18 C19 H19 120.2 . . ?
C20 C19 H19 120.2 . . ?
C21 C20 C19 120.7(6) . . ?
C21 C20 Br1 119.1(5) . . ?
C19 C20 Br1 120.2(6) . . ?
C20 C21 C22 119.6(6) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C17 C22 C21 119.9(6) . . ?
C17 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
O3 C23 O4 122.6(5) . . ?
O3 C23 C24 118.6(4) . . ?
O4 C23 C24 118.7(5) . . ?
O3 C23 La01 62.0(3) . . ?
O4 C23 La01 60.8(2) . . ?
C24 C23 La01 171.4(4) . . ?
C29 C24 C25 120.1(5) . . ?
C29 C24 C23 120.0(5) . . ?
C25 C24 C23 119.9(5) . . ?
C26 C25 C24 120.4(7) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
C27 C26 C25 119.5(7) . . ?
C27 C26 H26 120.3 . . ?
C25 C26 H26 120.3 . . ?
C26 C27 C28 121.8(7) . . ?
C26 C27 Br2 119.2(7) . . ?
C28 C27 Br2 118.9(7) . . ?
C27 C28 C29 118.0(7) . . ?
C27 C28 H28 121.0 . . ?
C29 C28 H28 121.0 . . ?
C24 C29 C28 120.1(6) . . ?
C24 C29 H29 119.9 . . ?
C28 C29 H29 119.9 . . ?
O5 C30 O6 123.9(5) . 3_657 ?
O5 C30 C31 118.5(4) . . ?
O6 C30 C31 117.7(4) 3_657 . ?
C32 C31 C36 118.1(5) . . ?
C32 C31 C30 120.3(4) . . ?
C36 C31 C30 121.6(4) . . ?
C33 C32 C31 121.3(5) . . ?
C33 C32 H32 119.3 . . ?
C31 C32 H32 119.3 . . ?
C34 C33 C32 118.9(6) . . ?
C34 C33 H33 120.5 . . ?
C32 C33 H33 120.5 . . ?
C35 C34 C33 121.6(5) . . ?
C35 C34 Br3 119.3(5) . . ?
C33 C34 Br3 119.1(5) . . ?
C34 C35 C36 118.9(5) . . ?
C34 C35 H35 120.5 . . ?
C36 C35 H35 120.5 . . ?
C31 C36 C35 121.2(5) . . ?
C31 C36 H36 119.4 . . ?
C35 C36 H36 119.4 . . ?
C11 N3 C15 117.9(5) . . ?
C11 N3 La01 122.5(4) . . ?
C15 N3 La01 118.8(3) . . ?
C6 N2 C10 119.1(4) . . ?
C6 N2 La01 121.5(3) . . ?
C10 N2 La01 119.4(3) . . ?
C1 N1 C5 117.8(4) . . ?
C1 N1 La01 118.6(3) . . ?
C5 N1 La01 123.5(3) . . ?
C16 O1 La01 143.3(3) . . ?
C23 O3 La01 93.1(3) . . ?
C23 O4 La01 94.4(3) . . ?
C30 O5 La01 143.2(3) . . ?
C30 O6 La01 150.1(3) 3_657 . ?
La01 OW1 HW1A 116(4) . . ?
La01 OW1 HW1B 106(4) . . ?
HW1A OW1 HW1B 106(6) . . ?
O6 La01 O5 101.89(11) . . ?
O6 La01 O1 77.96(11) . . ?
O5 La01 O1 139.70(12) . . ?
O6 La01 OW1 75.05(13) . . ?
O5 La01 OW1 69.95(14) . . ?
O1 La01 OW1 71.24(14) . . ?
O6 La01 O4 124.23(12) . . ?
O5 La01 O4 76.30(11) . . ?
O1 La01 O4 137.32(11) . . ?
OW1 La01 O4 144.32(13) . . ?
O6 La01 O3 75.92(12) . . ?
O5 La01 O3 73.50(12) . . ?
O1 La01 O3 141.78(12) . . ?
OW1 La01 O3 126.55(12) . . ?
O4 La01 O3 49.65(10) . . ?
O6 La01 N3 78.12(12) . . ?
O5 La01 N3 143.81(13) . . ?
O1 La01 N3 76.24(12) . . ?
OW1 La01 N3 141.26(14) . . ?
O4 La01 N3 74.38(12) . . ?
O3 La01 N3 71.45(12) . . ?
O6 La01 N1 152.45(13) . . ?
O5 La01 N1 75.58(12) . . ?
O1 La01 N1 86.55(12) . . ?
OW1 La01 N1 78.45(13) . . ?
O4 La01 N1 82.35(12) . . ?
O3 La01 N1 127.44(12) . . ?
N3 La01 N1 120.34(12) . . ?
O6 La01 N2 130.68(12) . . ?
O5 La01 N2 127.27(11) . . ?
O1 La01 N2 67.52(10) . . ?
OW1 La01 N2 121.71(12) . . ?
O4 La01 N2 71.26(10) . . ?
O3 La01 N2 111.31(10) . . ?
N3 La01 N2 60.58(12) . . ?
N1 La01 N2 60.02(12) . . ?
O6 La01 C23 100.42(13) . . ?
O5 La01 C23 72.02(13) . . ?
O1 La01 C23 148.21(13) . . ?
OW1 La01 C23 139.66(14) . . ?
O4 La01 C23 24.86(11) . . ?
O3 La01 C23 24.86(11) . . ?
N3 La01 C23 72.43(13) . . ?
N1 La01 C23 104.63(14) . . ?
N2 La01 C23 92.09(11) . . ?

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
N3 C15 C14 C13 -3.5(11) . . . . ?
C15 C14 C13 C12 2.5(11) . . . . ?
C14 C13 C12 C11 1.0(11) . . . . ?
C13 C12 C11 N3 -3.9(10) . . . . ?
C13 C12 C11 C10 174.5(6) . . . . ?
N3 C11 C10 N2 -8.4(7) . . . . ?
C12 C11 C10 N2 173.1(5) . . . . ?
N3 C11 C10 C9 170.4(5) . . . . ?
C12 C11 C10 C9 -8.1(8) . . . . ?
N2 C10 C9 C8 -0.7(8) . . . . ?
C11 C10 C9 C8 -179.5(5) . . . . ?
C10 C9 C8 C7 -0.1(10) . . . . ?
C9 C8 C7 C6 0.5(9) . . . . ?
C8 C7 C6 N2 -0.1(8) . . . . ?
C8 C7 C6 C5 178.6(5) . . . . ?
N2 C6 C5 N1 -1.8(6) . . . . ?
C7 C6 C5 N1 179.5(5) . . . . ?
N2 C6 C5 C4 178.9(4) . . . . ?
C7 C6 C5 C4 0.2(7) . . . . ?
N1 C5 C4 C3 -1.0(8) . . . . ?
C6 C5 C4 C3 178.3(5) . . . . ?
C5 C4 C3 C2 1.7(9) . . . . ?
C4 C3 C2 C1 -1.6(10) . . . . ?
C3 C2 C1 N1 0.8(10) . . . . ?
O2 C16 C17 C18 -178.8(5) . . . . ?
O1 C16 C17 C18 4.7(7) . . . . ?
O2 C16 C17 C22 3.1(7) . . . . ?
O1 C16 C17 C22 -173.4(5) . . . . ?
C22 C17 C18 C19 1.3(8) . . . . ?
C16 C17 C18 C19 -176.8(5) . . . . ?
C17 C18 C19 C20 0.7(9) . . . . ?
C18 C19 C20 C21 -2.6(10) . . . . ?
C18 C19 C20 Br1 177.6(4) . . . . ?
C19 C20 C21 C22 2.6(10) . . . . ?
Br1 C20 C21 C22 -177.7(5) . . . . ?
C18 C17 C22 C21 -1.3(8) . . . . ?
C16 C17 C22 C21 176.8(5) . . . . ?
C20 C21 C22 C17 -0.6(10) . . . . ?
O3 C23 C24 C29 -151.1(5) . . . . ?
O4 C23 C24 C29 25.2(7) . . . . ?
O3 C23 C24 C25 27.0(7) . . . . ?
O4 C23 C24 C25 -156.7(5) . . . . ?
C29 C24 C25 C26 1.0(9) . . . . ?
C23 C24 C25 C26 -177.0(6) . . . . ?
C24 C25 C26 C27 2.2(11) . . . . ?
C25 C26 C27 C28 -3.4(12) . . . . ?
C25 C26 C27 Br2 178.9(5) . . . . ?
C26 C27 C28 C29 1.3(11) . . . . ?
Br2 C27 C28 C29 178.9(5) . . . . ?
C25 C24 C29 C28 -3.2(9) . . . . ?
C23 C24 C29 C28 174.9(5) . . . . ?
C27 C28 C29 C24 2.0(9) . . . . ?
O5 C30 C31 C32 -166.9(5) . . . . ?
O6 C30 C31 C32 11.9(7) 3_657 . . . ?
O5 C30 C31 C36 10.6(7) . . . . ?
O6 C30 C31 C36 -170.6(5) 3_657 . . . ?
C36 C31 C32 C33 -1.0(10) . . . . ?
C30 C31 C32 C33 176.6(6) . . . . ?
C31 C32 C33 C34 1.1(12) . . . . ?
C32 C33 C34 C35 -0.3(12) . . . . ?
C32 C33 C34 Br3 -177.1(6) . . . . ?
C33 C34 C35 C36 -0.6(11) . . . . ?
Br3 C34 C35 C36 176.1(5) . . . . ?
C32 C31 C36 C35 0.0(9) . . . . ?
C30 C31 C36 C35 -177.5(5) . . . . ?
C34 C35 C36 C31 0.8(10) . . . . ?
C12 C11 N3 C15 3.0(8) . . . . ?
C10 C11 N3 C15 -175.5(5) . . . . ?
C12 C11 N3 La01 -166.4(4) . . . . ?
C10 C11 N3 La01 15.1(6) . . . . ?
C14 C15 N3 C11 0.7(9) . . . . ?
C14 C15 N3 La01 170.6(5) . . . . ?
C7 C6 N2 C10 -0.7(7) . . . . ?
C5 C6 N2 C10 -179.4(4) . . . . ?
C7 C6 N2 La01 -179.0(4) . . . . ?
C5 C6 N2 La01 2.3(5) . . . . ?
C9 C10 N2 C6 1.1(7) . . . . ?
C11 C10 N2 C6 179.9(4) . . . . ?
C9 C10 N2 La01 179.4(4) . . . . ?
C11 C10 N2 La01 -1.8(5) . . . . ?
C2 C1 N1 C5 -0.2(8) . . . . ?
C2 C1 N1 La01 -179.7(5) . . . . ?
C4 C5 N1 C1 0.2(7) . . . . ?
C6 C5 N1 C1 -179.1(4) . . . . ?
C4 C5 N1 La01 179.7(4) . . . . ?
C6 C5 N1 La01 0.4(6) . . . . ?
O2 C16 O1 La01 25.5(9) . . . . ?
C17 C16 O1 La01 -158.2(4) . . . . ?
O4 C23 O3 La01 -5.9(5) . . . . ?
C24 C23 O3 La01 170.3(4) . . . . ?
O3 C23 O4 La01 5.9(5) . . . . ?
C24 C23 O4 La01 -170.2(4) . . . . ?
O6 C30 O5 La01 -74.0(7) 3_657 . . . ?
C31 C30 O5 La01 104.7(5) . . . . ?

_refine_diff_density_max         1.476
_refine_diff_density_min         -1.442
_refine_diff_density_rms         0.092

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_h-m   'P 21/c'
_symmetry_int_tables_number      14
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_Complex_6
_database_code_depnum_ccdc_archive 'CCDC 1514962'
_audit_update_record             
;
2016-11-03 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C72 H50 Br6 Eu2 N6 O14'
_exptl_crystal_recrystallization_method Hydrothermal
_chemical_melting_point          ?

_exptl_crystal_description       Plate
_exptl_crystal_colour            Yellow
_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         2006.56

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.9414(16)
_cell_length_b                   12.5871(19)
_cell_length_c                   14.092(2)
_cell_angle_alpha                68.974(3)
_cell_angle_beta                 88.679(4)
_cell_angle_gamma                74.210(2)
_cell_volume                     1737.2(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    24941
_cell_measurement_theta_min      4.753
_cell_measurement_theta_max      55.046
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.918
_exptl_crystal_F_000             972
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.196
_exptl_crystal_size_mid          0.129
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    5.309
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6291
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (2015)'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Fine-focus sealed tube'
_diffrn_source_type              Siemens
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24901
_diffrn_reflns_av_unetI/netI     0.0687
_diffrn_reflns_av_R_equivalents  0.0481
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.553
_diffrn_reflns_theta_max         30.471
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.914
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.914
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.914
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9672
_reflns_number_gt                7371
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'SIR92 (Gualardi, 1994)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WINGX (Farrugia, 2012)'
_computing_publication_material  'Crystal Maker (Palmer, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0438P)²+0.5646P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9672
_refine_ls_number_parameters     459
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0675
_refine_ls_R_factor_gt           0.0415
_refine_ls_wR_factor_ref         0.0951
_refine_ls_wR_factor_gt          0.0875
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Eu1 Eu 0.14542(2) 0.28547(2) 0.00858(2) 0.01210(6) Uani 1 1 d . . . . .
Br2 Br -0.33101(6) 0.13224(6) 0.54352(4) 0.04106(15) Uani 1 1 d . . . . .
Br1 Br 0.71727(5) 0.51394(5) -0.42943(4) 0.03439(13) Uani 1 1 d . . . . .
Br3 Br -0.12450(6) 0.76584(5) -0.62921(4) 0.04134(15) Uani 1 1 d . . . . .
O3 O 0.1011(3) 0.1488(2) 0.1788(2) 0.0173(6) Uani 1 1 d . . . . .
O2 O 0.2972(3) 0.4025(3) -0.0629(2) 0.0192(6) Uani 1 1 d . . . . .
O1 O 0.2686(3) 0.2885(2) -0.1432(2) 0.0165(6) Uani 1 1 d . . . . .
O4 O -0.0627(3) 0.2952(3) 0.0860(2) 0.0185(6) Uani 1 1 d . . . . .
O5 O 0.0193(3) 0.4553(2) -0.1171(2) 0.0185(6) Uani 1 1 d . . . . .
O6 O 0.1426(3) 0.3948(2) 0.1116(2) 0.0162(6) Uani 1 1 d . . . . .
N2 N 0.2483(3) 0.0681(3) 0.0201(3) 0.0144(7) Uani 1 1 d . . . . .
N1 N 0.3640(3) 0.1744(3) 0.1121(3) 0.0171(7) Uani 1 1 d . . . . .
N3 N 0.0210(3) 0.2014(3) -0.0854(3) 0.0156(7) Uani 1 1 d . . . . .
C5 C 0.4141(4) 0.0560(4) 0.1376(3) 0.0162(9) Uani 1 1 d . . . . .
C31 C -0.0762(4) 0.6061(4) -0.2729(3) 0.0153(8) Uani 1 1 d . . . . .
C17 C 0.4103(4) 0.4067(3) -0.2096(3) 0.0171(9) Uani 1 1 d . . . . .
C6 C 0.3578(4) 0.0016(3) 0.0782(3) 0.0157(8) Uani 1 1 d . . . . .
C10 C 0.1973(4) 0.0216(4) -0.0368(3) 0.0158(8) Uani 1 1 d . . . . .
C30 C -0.0649(4) 0.5518(3) -0.1590(3) 0.0151(8) Uani 1 1 d . . . . .
C15 C -0.0940(4) 0.2658(4) -0.1335(3) 0.0192(9) Uani 1 1 d . . . . .
H15 H -0.1298 0.3389 -0.1276 0.023 Uiso 1 1 calc R U . . .
C11 C 0.0727(4) 0.0946(3) -0.0945(3) 0.0154(8) Uani 1 1 d . . . . .
C25 C -0.0623(4) 0.0829(4) 0.3403(3) 0.0213(9) Uani 1 1 d . . . . .
H18 H 0.0060 0.0214 0.3376 0.026 Uiso 1 1 calc R U . . .
C13 C -0.1097(4) 0.1215(4) -0.2006(3) 0.0203(9) Uani 1 1 d . . . . .
H13 H -0.1531 0.0950 -0.2395 0.024 Uiso 1 1 calc R U . . .
C36 C -0.1693(4) 0.7113(4) -0.3240(3) 0.0200(9) Uani 1 1 d . . . . .
H36 H -0.2236 0.7492 -0.2869 0.024 Uiso 1 1 calc R U . . .
C14 C -0.1626(4) 0.2302(4) -0.1913(4) 0.0220(10) Uani 1 1 d . . . . .
H14 H -0.2424 0.2779 -0.2232 0.026 Uiso 1 1 calc R U . . .
C32 C 0.0079(4) 0.5525(4) -0.3293(3) 0.0197(9) Uani 1 1 d . . . . .
H32 H 0.0719 0.4830 -0.2957 0.024 Uiso 1 1 calc R U . . .
C33 C -0.0033(4) 0.6024(4) -0.4353(4) 0.0238(10) Uani 1 1 d . . . . .
H33 H 0.0536 0.5674 -0.4729 0.029 Uiso 1 1 calc R U . . .
C20 C 0.5893(4) 0.4743(4) -0.3413(4) 0.0231(10) Uani 1 1 d . . . . .
C24 C -0.0909(4) 0.1939(4) 0.2609(3) 0.0152(8) Uani 1 1 d . . . . .
C12 C 0.0080(4) 0.0536(4) -0.1514(3) 0.0191(9) Uani 1 1 d . . . . .
H12 H 0.0445 -0.0200 -0.1562 0.023 Uiso 1 1 calc R U . . .
C21 C 0.5128(4) 0.4137(4) -0.3644(4) 0.0230(10) Uani 1 1 d . . . . .
H28 H 0.5213 0.3961 -0.4233 0.028 Uiso 1 1 calc R U . . .
C29 C -0.1893(4) 0.2863(4) 0.2673(3) 0.0175(9) Uani 1 1 d . . . . .
H22 H -0.2087 0.3599 0.2143 0.021 Uiso 1 1 calc R U . . .
C9 C 0.2565(4) -0.0907(4) -0.0385(3) 0.0193(9) Uani 1 1 d . . . . .
H9 H 0.2196 -0.1206 -0.0783 0.023 Uiso 1 1 calc R U . . .
C23 C -0.0125(4) 0.2133(4) 0.1700(3) 0.0172(9) Uani 1 1 d . . . . .
C16 C 0.3195(4) 0.3643(3) -0.1352(3) 0.0155(8) Uani 1 1 d . . . . .
C1 C 0.4178(4) 0.2299(4) 0.1570(4) 0.0227(10) Uani 1 1 d . . . . .
H1 H 0.3855 0.3117 0.1378 0.027 Uiso 1 1 calc R U . . .
C34 C -0.1007(5) 0.7050(4) -0.4841(3) 0.0235(10) Uani 1 1 d . . . . .
C22 C 0.4230(4) 0.3798(4) -0.2971(4) 0.0216(9) Uani 1 1 d . . . . .
H29 H 0.3711 0.3388 -0.3111 0.026 Uiso 1 1 calc R U . . .
C28 C -0.2594(4) 0.2701(4) 0.3522(4) 0.0225(10) Uani 1 1 d . . . . .
H21 H -0.3238 0.3329 0.3576 0.027 Uiso 1 1 calc R U . . .
C35 C -0.1823(5) 0.7607(4) -0.4297(4) 0.0237(10) Uani 1 1 d . . . . .
H35 H -0.2456 0.8308 -0.4634 0.028 Uiso 1 1 calc R U . . .
C27 C -0.2317(4) 0.1589(4) 0.4284(4) 0.0225(10) Uani 1 1 d . . . . .
C7 C 0.4222(4) -0.1115(4) 0.0781(4) 0.0200(9) Uani 1 1 d . . . . .
H7 H 0.4990 -0.1548 0.1173 0.024 Uiso 1 1 calc R U . . .
C26 C -0.1355(5) 0.0644(4) 0.4230(4) 0.0239(10) Uani 1 1 d . . . . .
H19 H -0.1202 -0.0103 0.4741 0.029 Uiso 1 1 calc R U . . .
C2 C 0.5194(4) 0.1708(4) 0.2308(4) 0.0265(11) Uani 1 1 d . . . . .
H2 H 0.5548 0.2124 0.2600 0.032 Uiso 1 1 calc R U . . .
C8 C 0.3701(4) -0.1571(4) 0.0193(4) 0.0226(10) Uani 1 1 d . . . . .
H8 H 0.4109 -0.2319 0.0185 0.027 Uiso 1 1 calc R U . . .
C18 C 0.4894(4) 0.4692(4) -0.1889(4) 0.0209(9) Uani 1 1 d . . . . .
H25 H 0.4812 0.4880 -0.1305 0.025 Uiso 1 1 calc R U . . .
C19 C 0.5786(4) 0.5022(4) -0.2550(4) 0.0221(10) Uani 1 1 d . . . . .
H26 H 0.6311 0.5429 -0.2415 0.026 Uiso 1 1 calc R U . . .
C4 C 0.5139(4) -0.0087(4) 0.2124(4) 0.0257(10) Uani 1 1 d . . . . .
H4 H 0.5453 -0.0904 0.2306 0.031 Uiso 1 1 calc R U . . .
C3 C 0.5668(5) 0.0500(4) 0.2601(4) 0.0300(11) Uani 1 1 d . . . . .
H3 H 0.6332 0.0079 0.3110 0.036 Uiso 1 1 calc R U . . .
OW1 O 0.6795(4) 0.4027(4) 0.0082(3) 0.0313(9) Uani 1 1 d . . . . .
HW1A H 0.668(6) 0.463(6) 0.020(5) 0.044(18) Uiso 1 1 d . . . . .
HW2B H 0.748(6) 0.361(5) 0.036(4) 0.040(18) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Eu1 O5 2.324(3) . ?
Eu1 O6 2.327(3) . ?
Eu1 O2 2.476(3) . ?
Eu1 O4 2.493(3) . ?
Eu1 O1 2.496(3) . ?
Eu1 O3 2.527(3) . ?
Eu1 N3 2.569(3) . ?
Eu1 N1 2.584(4) . ?
Eu1 N2 2.607(3) . ?
Eu1 C16 2.850(4) . ?
Eu1 C23 2.859(4) . ?
Br2 C27 1.911(4) . ?
Br1 C20 1.899(5) . ?
Br3 C34 1.904(5) . ?
O3 C23 1.268(5) . ?
O2 C16 1.266(5) . ?
O1 C16 1.266(5) . ?
O4 C23 1.269(5) . ?
O5 C30 1.255(5) . ?
O6 C30 1.267(5) 2_565 ?
N2 C6 1.347(5) . ?
N2 C10 1.353(5) . ?
N1 C1 1.339(5) . ?
N1 C5 1.353(5) . ?
N3 C15 1.338(5) . ?
N3 C11 1.360(5) . ?
C5 C4 1.386(6) . ?
C5 C6 1.488(6) . ?
C31 C36 1.387(6) . ?
C31 C32 1.395(6) . ?
C31 C30 1.494(6) . ?
C17 C22 1.385(6) . ?
C17 C18 1.414(6) . ?
C17 C16 1.487(6) . ?
C6 C7 1.407(5) . ?
C10 C9 1.394(5) . ?
C10 C11 1.482(6) . ?
C30 O6 1.267(5) 2_565 ?
C15 C14 1.379(6) . ?
C15 H15 0.9300 . ?
C11 C12 1.390(6) . ?
C25 C26 1.385(6) . ?
C25 C24 1.400(6) . ?
C25 H18 0.9300 . ?
C13 C12 1.373(6) . ?
C13 C14 1.385(6) . ?
C13 H13 0.9300 . ?
C36 C35 1.386(6) . ?
C36 H36 0.9300 . ?
C14 H14 0.9300 . ?
C32 C33 1.392(6) . ?
C32 H32 0.9300 . ?
C33 C34 1.387(7) . ?
C33 H33 0.9300 . ?
C20 C19 1.376(6) . ?
C20 C21 1.388(6) . ?
C24 C29 1.381(6) . ?
C24 C23 1.508(6) . ?
C12 H12 0.9300 . ?
C21 C22 1.393(6) . ?
C21 H28 0.9300 . ?
C29 C28 1.389(6) . ?
C29 H22 0.9300 . ?
C9 C8 1.378(6) . ?
C9 H9 0.9300 . ?
C1 C2 1.386(6) . ?
C1 H1 0.9300 . ?
C34 C35 1.376(6) . ?
C22 H29 0.9300 . ?
C28 C27 1.382(7) . ?
C28 H21 0.9300 . ?
C35 H35 0.9300 . ?
C27 C26 1.381(6) . ?
C7 C8 1.372(6) . ?
C7 H7 0.9300 . ?
C26 H19 0.9300 . ?
C2 C3 1.372(7) . ?
C2 H2 0.9300 . ?
C8 H8 0.9300 . ?
C18 C19 1.376(6) . ?
C18 H25 0.9300 . ?
C19 H26 0.9300 . ?
C4 C3 1.392(7) . ?
C4 H4 0.9300 . ?
C3 H3 0.9300 . ?
OW1 HW1A 0.81(6) . ?
OW1 HW2B 0.81(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O5 Eu1 O6 89.24(10) . . ?
O5 Eu1 O2 76.85(10) . . ?
O6 Eu1 O2 75.43(10) . . ?
O5 Eu1 O4 80.88(10) . . ?
O6 Eu1 O4 75.06(10) . . ?
O2 Eu1 O4 142.96(9) . . ?
O5 Eu1 O1 78.77(10) . . ?
O6 Eu1 O1 128.06(10) . . ?
O2 Eu1 O1 52.65(9) . . ?
O4 Eu1 O1 148.54(10) . . ?
O5 Eu1 O3 133.15(10) . . ?
O6 Eu1 O3 77.90(9) . . ?
O2 Eu1 O3 139.16(10) . . ?
O4 Eu1 O3 52.31(9) . . ?
O1 Eu1 O3 142.95(9) . . ?
O5 Eu1 N3 77.20(10) . . ?
O6 Eu1 N3 148.35(10) . . ?
O2 Eu1 N3 127.20(10) . . ?
O4 Eu1 N3 74.64(10) . . ?
O1 Eu1 N3 77.62(10) . . ?
O3 Eu1 N3 90.64(10) . . ?
O5 Eu1 N1 148.00(11) . . ?
O6 Eu1 N1 79.49(10) . . ?
O2 Eu1 N1 71.36(11) . . ?
O4 Eu1 N1 123.73(11) . . ?
O1 Eu1 N1 84.83(11) . . ?
O3 Eu1 N1 73.80(10) . . ?
N3 Eu1 N1 125.82(11) . . ?
O5 Eu1 N2 133.82(10) . . ?
O6 Eu1 N2 136.92(10) . . ?
O2 Eu1 N2 108.57(10) . . ?
O4 Eu1 N2 108.22(10) . . ?
O1 Eu1 N2 70.94(10) . . ?
O3 Eu1 N2 72.41(10) . . ?
N3 Eu1 N2 63.02(11) . . ?
N1 Eu1 N2 62.81(11) . . ?
O5 Eu1 C16 75.86(11) . . ?
O6 Eu1 C16 101.72(11) . . ?
O2 Eu1 C16 26.32(10) . . ?
O4 Eu1 C16 156.58(11) . . ?
O1 Eu1 C16 26.35(10) . . ?
O3 Eu1 C16 150.66(11) . . ?
N3 Eu1 C16 102.42(12) . . ?
N1 Eu1 C16 77.28(11) . . ?
N2 Eu1 C16 90.11(11) . . ?
O5 Eu1 C23 106.88(12) . . ?
O6 Eu1 C23 71.99(11) . . ?
O2 Eu1 C23 147.10(10) . . ?
O4 Eu1 C23 26.31(11) . . ?
O1 Eu1 C23 159.76(10) . . ?
O3 Eu1 C23 26.31(10) . . ?
N3 Eu1 C23 84.64(11) . . ?
N1 Eu1 C23 98.00(12) . . ?
N2 Eu1 C23 92.43(11) . . ?
C16 Eu1 C23 172.89(11) . . ?
C23 O3 Eu1 91.6(3) . . ?
C16 O2 Eu1 93.6(2) . . ?
C16 O1 Eu1 92.6(2) . . ?
C23 O4 Eu1 93.1(3) . . ?
C30 O5 Eu1 160.8(3) . . ?
C30 O6 Eu1 139.7(3) 2_565 . ?
C6 N2 C10 118.3(3) . . ?
C6 N2 Eu1 120.8(3) . . ?
C10 N2 Eu1 120.9(3) . . ?
C1 N1 C5 118.4(4) . . ?
C1 N1 Eu1 119.2(3) . . ?
C5 N1 Eu1 121.3(3) . . ?
C15 N3 C11 117.6(4) . . ?
C15 N3 Eu1 120.6(3) . . ?
C11 N3 Eu1 121.6(3) . . ?
N1 C5 C4 121.5(4) . . ?
N1 C5 C6 115.7(4) . . ?
C4 C5 C6 122.8(4) . . ?
C36 C31 C32 119.0(4) . . ?
C36 C31 C30 120.5(4) . . ?
C32 C31 C30 120.4(4) . . ?
C22 C17 C18 119.5(4) . . ?
C22 C17 C16 120.3(4) . . ?
C18 C17 C16 120.1(4) . . ?
N2 C6 C7 122.1(4) . . ?
N2 C6 C5 117.3(3) . . ?
C7 C6 C5 120.5(4) . . ?
N2 C10 C9 121.8(4) . . ?
N2 C10 C11 116.5(3) . . ?
C9 C10 C11 121.6(4) . . ?
O5 C30 O6 124.5(4) . 2_565 ?
O5 C30 C31 117.7(4) . . ?
O6 C30 C31 117.8(4) 2_565 . ?
N3 C15 C14 123.9(4) . . ?
N3 C15 H15 118.1 . . ?
C14 C15 H15 118.1 . . ?
N3 C11 C12 121.1(4) . . ?
N3 C11 C10 117.1(4) . . ?
C12 C11 C10 121.7(4) . . ?
C26 C25 C24 120.1(4) . . ?
C26 C25 H18 119.9 . . ?
C24 C25 H18 119.9 . . ?
C12 C13 C14 118.7(4) . . ?
C12 C13 H13 120.7 . . ?
C14 C13 H13 120.7 . . ?
C35 C36 C31 120.9(4) . . ?
C35 C36 H36 119.6 . . ?
C31 C36 H36 119.6 . . ?
C15 C14 C13 118.4(4) . . ?
C15 C14 H14 120.8 . . ?
C13 C14 H14 120.8 . . ?
C33 C32 C31 120.5(4) . . ?
C33 C32 H32 119.8 . . ?
C31 C32 H32 119.8 . . ?
C34 C33 C32 119.0(4) . . ?
C34 C33 H33 120.5 . . ?
C32 C33 H33 120.5 . . ?
C19 C20 C21 122.2(4) . . ?
C19 C20 Br1 119.3(3) . . ?
C21 C20 Br1 118.5(4) . . ?
C29 C24 C25 119.7(4) . . ?
C29 C24 C23 120.2(4) . . ?
C25 C24 C23 120.1(4) . . ?
C13 C12 C11 120.2(4) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C20 C21 C22 118.4(4) . . ?
C20 C21 H28 120.8 . . ?
C22 C21 H28 120.8 . . ?
C24 C29 C28 120.5(4) . . ?
C24 C29 H22 119.7 . . ?
C28 C29 H22 119.7 . . ?
C8 C9 C10 119.6(4) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
O3 C23 O4 121.5(4) . . ?
O3 C23 C24 119.8(4) . . ?
O4 C23 C24 118.6(4) . . ?
O3 C23 Eu1 62.1(2) . . ?
O4 C23 Eu1 60.5(2) . . ?
C24 C23 Eu1 168.9(3) . . ?
O2 C16 O1 121.1(4) . . ?
O2 C16 C17 119.2(4) . . ?
O1 C16 C17 119.7(4) . . ?
O2 C16 Eu1 60.1(2) . . ?
O1 C16 Eu1 61.0(2) . . ?
C17 C16 Eu1 179.3(3) . . ?
N1 C1 C2 122.9(4) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C35 C34 C33 121.3(4) . . ?
C35 C34 Br3 119.8(4) . . ?
C33 C34 Br3 118.9(3) . . ?
C17 C22 C21 120.6(4) . . ?
C17 C22 H29 119.7 . . ?
C21 C22 H29 119.7 . . ?
C27 C28 C29 118.7(4) . . ?
C27 C28 H21 120.6 . . ?
C29 C28 H21 120.6 . . ?
C34 C35 C36 119.3(4) . . ?
C34 C35 H35 120.4 . . ?
C36 C35 H35 120.4 . . ?
C26 C27 C28 121.9(4) . . ?
C26 C27 Br2 118.4(4) . . ?
C28 C27 Br2 119.7(3) . . ?
C8 C7 C6 119.1(4) . . ?
C8 C7 H7 120.5 . . ?
C6 C7 H7 120.5 . . ?
C27 C26 C25 118.9(4) . . ?
C27 C26 H19 120.6 . . ?
C25 C26 H19 120.6 . . ?
C3 C2 C1 118.8(4) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C7 C8 C9 119.2(4) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 H8 120.4 . . ?
C19 C18 C17 120.0(4) . . ?
C19 C18 H25 120.0 . . ?
C17 C18 H25 120.0 . . ?
C20 C19 C18 119.3(4) . . ?
C20 C19 H26 120.3 . . ?
C18 C19 H26 120.3 . . ?
C5 C4 C3 119.3(4) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C2 C3 C4 119.0(4) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
HW1A OW1 HW2B 106(6) . . ?

_refine_diff_density_max         2.272
_refine_diff_density_min         -1.815
_refine_diff_density_rms         0.169

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_Complex_2
_database_code_depnum_ccdc_archive 'CCDC 1514955'
_audit_update_record             
;
2016-11-03 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C72 H50 Br6 Ce2 N6 O14'
_exptl_crystal_recrystallization_method Hydrothermal
_chemical_melting_point          ?

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         1982.88

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ce Ce -0.2486 2.6331 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   13.8159(4)
_cell_length_b                   25.5564(6)
_cell_length_c                   10.2526(3)
_cell_angle_alpha                90
_cell_angle_beta                 92.180(10)
_cell_angle_gamma                90
_cell_volume                     3617.42(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    44020
_cell_measurement_theta_min      5.096
_cell_measurement_theta_max      52.299
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.820
_exptl_crystal_F_000             1924
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.178
_exptl_crystal_size_min          0.114
_exptl_absorpt_coefficient_mu    4.624
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6332
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (2015)'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              Siemens
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            43482
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.475
_diffrn_reflns_theta_max         28.805
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9411
_reflns_number_gt                6605
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'Superflip (Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  'Crystal Maker (Palmer, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0481P)²+4.7278P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9411
_refine_ls_number_parameters     459
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0707
_refine_ls_R_factor_gt           0.0411
_refine_ls_wR_factor_ref         0.1105
_refine_ls_wR_factor_gt          0.0983
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C1 C 1.1266(4) 0.14592(19) 0.2570(5) 0.0622(13) Uani 1 1 d . . . . .
H1 H 1.1305 0.1097 0.2645 0.075 Uiso 1 1 calc R U . . .
C2 C 1.1820(4) 0.1758(2) 0.3418(5) 0.0716(15) Uani 1 1 d . . . . .
H2 H 1.2228 0.1603 0.4050 0.086 Uiso 1 1 calc R U . . .
C3 C 1.1756(4) 0.2291(2) 0.3311(6) 0.0711(15) Uani 1 1 d . . . . .
H3 H 1.2115 0.2505 0.3881 0.085 Uiso 1 1 calc R U . . .
C4 C 1.1162(4) 0.25060(18) 0.2361(5) 0.0597(12) Uani 1 1 d . . . . .
H4 H 1.1123 0.2868 0.2272 0.072 Uiso 1 1 calc R U . . .
C5 C 1.0617(3) 0.21839(14) 0.1529(4) 0.0433(9) Uani 1 1 d . . . . .
C6 C 0.9954(3) 0.23975(14) 0.0494(4) 0.0447(9) Uani 1 1 d . . . . .
C7 C 0.9841(4) 0.29368(16) 0.0332(5) 0.0622(13) Uani 1 1 d . . . . .
H7 H 1.0175 0.3169 0.0883 0.075 Uiso 1 1 calc R U . . .
C8 C 0.9231(4) 0.31179(17) -0.0653(6) 0.0724(16) Uani 1 1 d . . . . .
H8 H 0.9159 0.3476 -0.0791 0.087 Uiso 1 1 calc R U . . .
C9 C 0.8735(4) 0.27716(17) -0.1425(5) 0.0637(13) Uani 1 1 d . . . . .
H9 H 0.8314 0.2891 -0.2089 0.076 Uiso 1 1 calc R U . . .
C10 C 0.8858(3) 0.22327(15) -0.1219(4) 0.0453(10) Uani 1 1 d . . . . .
C11 C 0.8338(3) 0.18499(16) -0.2072(4) 0.0481(10) Uani 1 1 d . . . . .
C12 C 0.7626(4) 0.1998(2) -0.2977(6) 0.0789(16) Uani 1 1 d . . . . .
H12 H 0.7427 0.2345 -0.3018 0.095 Uiso 1 1 calc R U . . .
C13 C 0.7208(5) 0.1638(3) -0.3816(6) 0.0908(19) Uani 1 1 d . . . . .
H13 H 0.6741 0.1741 -0.4442 0.109 Uiso 1 1 calc R U . . .
C14 C 0.7484(4) 0.1127(2) -0.3722(5) 0.0725(15) Uani 1 1 d . . . . .
H14 H 0.7227 0.0875 -0.4290 0.087 Uiso 1 1 calc R U . . .
C15 C 0.8158(4) 0.09992(19) -0.2758(5) 0.0644(13) Uani 1 1 d . . . . .
H15 H 0.8333 0.0649 -0.2667 0.077 Uiso 1 1 calc R U . . .
C16 C 0.7573(3) 0.12592(16) 0.1905(4) 0.0472(10) Uani 1 1 d . . . . .
C17 C 0.6627(3) 0.15567(17) 0.1722(4) 0.0499(11) Uani 1 1 d . . . . .
C18 C 0.6473(3) 0.18801(19) 0.0656(5) 0.0584(12) Uani 1 1 d . . . . .
H18 H 0.6939 0.1900 0.0026 0.070 Uiso 1 1 calc R U . . .
C19 C 0.5639(4) 0.2174(2) 0.0511(6) 0.0719(14) Uani 1 1 d . . . . .
H19 H 0.5537 0.2387 -0.0217 0.086 Uiso 1 1 calc R U . . .
C20 C 0.4965(4) 0.2150(2) 0.1449(7) 0.0773(16) Uani 1 1 d . . . . .
C21 C 0.5074(4) 0.1818(3) 0.2492(7) 0.0830(18) Uani 1 1 d . . . . .
H21 H 0.4591 0.1791 0.3097 0.100 Uiso 1 1 calc R U . . .
C22 C 0.5916(4) 0.1521(2) 0.2636(5) 0.0684(14) Uani 1 1 d . . . . .
H22 H 0.6002 0.1298 0.3348 0.082 Uiso 1 1 calc R U . . .
C23 C 1.0820(3) 0.08867(15) -0.2254(4) 0.0470(10) Uani 1 1 d . . . . .
C24 C 1.1518(3) 0.07973(16) -0.3324(4) 0.0510(11) Uani 1 1 d . . . . .
C25 C 1.1278(5) 0.04583(19) -0.4345(5) 0.0777(17) Uani 1 1 d . . . . .
H25 H 1.0671 0.0300 -0.4396 0.093 Uiso 1 1 calc R U . . .
C26 C 1.1940(7) 0.0358(2) -0.5277(6) 0.106(3) Uani 1 1 d . . . . .
H26 H 1.1775 0.0140 -0.5977 0.127 Uiso 1 1 calc R U . . .
C27 C 1.2835(7) 0.0575(3) -0.5179(7) 0.103(3) Uani 1 1 d . . . . .
C28 C 1.3090(5) 0.0916(3) -0.4187(7) 0.092(2) Uani 1 1 d . . . . .
H28 H 1.3705 0.1064 -0.4132 0.110 Uiso 1 1 calc R U . . .
C29 C 1.2408(4) 0.1036(2) -0.3265(5) 0.0619(12) Uani 1 1 d . . . . .
H29 H 1.2556 0.1278 -0.2610 0.074 Uiso 1 1 calc R U . . .
C30 C 0.8314(3) -0.01796(14) -0.0310(4) 0.0409(9) Uani 1 1 d . . . . .
C31 C 0.7342(3) -0.03543(15) 0.0117(4) 0.0441(9) Uani 1 1 d . . . . .
C32 C 0.7022(3) -0.08623(17) -0.0085(5) 0.0567(12) Uani 1 1 d . . . . .
H32 H 0.7402 -0.1097 -0.0534 0.068 Uiso 1 1 calc R U . . .
C33 C 0.6148(4) -0.1024(2) 0.0371(6) 0.0711(15) Uani 1 1 d . . . . .
H33 H 0.5934 -0.1366 0.0228 0.085 Uiso 1 1 calc R U . . .
C34 C 0.5599(4) -0.0681(2) 0.1034(6) 0.0752(16) Uani 1 1 d . . . . .
C35 C 0.5896(4) -0.0179(2) 0.1260(7) 0.096(2) Uani 1 1 d . . . . .
H35 H 0.5518 0.0050 0.1730 0.115 Uiso 1 1 calc R U . . .
C36 C 0.6762(3) -0.00150(18) 0.0782(6) 0.0739(16) Uani 1 1 d . . . . .
H36 H 0.6960 0.0330 0.0910 0.089 Uiso 1 1 calc R U . . .
N1 N 1.0673(3) 0.16588(12) 0.1641(4) 0.0479(8) Uani 1 1 d . . . . .
N2 N 0.9466(2) 0.20521(11) -0.0272(3) 0.0389(7) Uani 1 1 d . . . . .
N3 N 0.8580(3) 0.13479(13) -0.1937(4) 0.0507(9) Uani 1 1 d . . . . .
O1 O 0.8208(2) 0.13558(11) 0.1079(3) 0.0554(8) Uani 1 1 d . . . . .
O2 O 0.7682(2) 0.09617(13) 0.2850(3) 0.0625(8) Uani 1 1 d . . . . .
O3 O 1.0213(2) 0.05329(10) -0.2029(3) 0.0535(7) Uani 1 1 d . . . . .
O4 O 1.0877(2) 0.13007(10) -0.1602(3) 0.0531(8) Uani 1 1 d . . . . .
O5 O 0.8503(2) 0.02991(11) -0.0243(3) 0.0566(8) Uani 1 1 d . . . . .
O6 O 1.1108(2) 0.05162(11) 0.0697(3) 0.0524(7) Uani 1 1 d . . . . .
OW1 O 0.9496(3) 0.05768(14) 0.2357(3) 0.0551(8) Uani 1 1 d . . . . .
Br1 Br 1.37432(11) 0.04213(5) -0.64565(12) 0.1948(6) Uani 1 1 d . . . . .
Br2 Br 0.38335(6) 0.25676(4) 0.12837(11) 0.1394(4) Uani 1 1 d . . . . .
Br3 Br 0.44250(5) -0.09130(4) 0.17518(10) 0.1258(3) Uani 1 1 d . . . . .
Ce1 Ce 0.96488(2) 0.10011(2) 0.00912(2) 0.03712(7) Uani 1 1 d . . . . .
HW1A H 0.893(4) 0.0614(18) 0.258(5) 0.056(15) Uiso 1 1 d . . . . .
HW1B H 0.957(4) 0.028(2) 0.233(5) 0.071(18) Uiso 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
C1 N1 1.333(6) . ?
C1 C2 1.369(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.370(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.364(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.387(6) . ?
C4 H4 0.9300 . ?
C5 N1 1.349(5) . ?
C5 C6 1.480(6) . ?
C6 N2 1.345(5) . ?
C6 C7 1.396(5) . ?
C7 C8 1.371(7) . ?
C7 H7 0.9300 . ?
C8 C9 1.356(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.402(5) . ?
C9 H9 0.9300 . ?
C10 N2 1.342(5) . ?
C10 C11 1.480(6) . ?
C11 N3 1.332(5) . ?
C11 C12 1.379(7) . ?
C12 C13 1.372(8) . ?
C12 H12 0.9300 . ?
C13 C14 1.362(8) . ?
C13 H13 0.9300 . ?
C14 C15 1.371(7) . ?
C14 H14 0.9300 . ?
C15 N3 1.344(6) . ?
C15 H15 0.9300 . ?
C16 O2 1.236(5) . ?
C16 O1 1.266(5) . ?
C16 C17 1.518(6) . ?
C17 C18 1.380(7) . ?
C17 C22 1.386(6) . ?
C18 C19 1.379(7) . ?
C18 H18 0.9300 . ?
C19 C20 1.365(8) . ?
C19 H19 0.9300 . ?
C20 C21 1.369(9) . ?
C20 Br2 1.895(5) . ?
C21 C22 1.393(8) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 O4 1.253(5) . ?
C23 O3 1.260(5) . ?
C23 C24 1.506(6) . ?
C23 Ce1 2.963(4) . ?
C24 C29 1.372(7) . ?
C24 C25 1.389(7) . ?
C25 C26 1.373(8) . ?
C25 H25 0.9300 . ?
C26 C27 1.356(11) . ?
C26 H26 0.9300 . ?
C27 C28 1.375(10) . ?
C27 Br1 1.889(6) . ?
C28 C29 1.394(7) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C30 O6 1.249(5) 3_755 ?
C30 O5 1.253(4) . ?
C30 C31 1.496(6) . ?
C31 C36 1.378(6) . ?
C31 C32 1.384(5) . ?
C32 C33 1.375(7) . ?
C32 H32 0.9300 . ?
C33 C34 1.359(7) . ?
C33 H33 0.9300 . ?
C34 C35 1.364(7) . ?
C34 Br3 1.902(5) . ?
C35 C36 1.375(7) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
N1 Ce1 2.680(3) . ?
N2 Ce1 2.722(3) . ?
N3 Ce1 2.656(4) . ?
O1 Ce1 2.442(3) . ?
O3 Ce1 2.625(3) . ?
O4 Ce1 2.589(3) . ?
O5 Ce1 2.408(3) . ?
O6 C30 1.249(5) 3_755 ?
O6 Ce1 2.427(3) . ?
OW1 Ce1 2.580(3) . ?
OW1 HW1A 0.83(5) . ?
OW1 HW1B 0.76(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 123.6(5) . . ?
N1 C1 H1 118.2 . . ?
C2 C1 H1 118.2 . . ?
C1 C2 C3 118.1(5) . . ?
C1 C2 H2 121.0 . . ?
C3 C2 H2 121.0 . . ?
C4 C3 C2 119.5(5) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C3 C4 C5 119.9(4) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
N1 C5 C4 120.7(4) . . ?
N1 C5 C6 117.4(4) . . ?
C4 C5 C6 121.9(4) . . ?
N2 C6 C7 121.8(4) . . ?
N2 C6 C5 117.3(3) . . ?
C7 C6 C5 120.8(4) . . ?
C8 C7 C6 118.9(5) . . ?
C8 C7 H7 120.5 . . ?
C6 C7 H7 120.5 . . ?
C9 C8 C7 119.5(4) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C8 C9 C10 119.8(5) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?
N2 C10 C9 121.0(4) . . ?
N2 C10 C11 118.5(3) . . ?
C9 C10 C11 120.5(4) . . ?
N3 C11 C12 120.2(5) . . ?
N3 C11 C10 117.4(4) . . ?
C12 C11 C10 122.3(4) . . ?
C13 C12 C11 120.7(5) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C14 C13 C12 119.2(6) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C13 C14 C15 117.4(5) . . ?
C13 C14 H14 121.3 . . ?
C15 C14 H14 121.3 . . ?
N3 C15 C14 124.1(5) . . ?
N3 C15 H15 118.0 . . ?
C14 C15 H15 118.0 . . ?
O2 C16 O1 125.3(4) . . ?
O2 C16 C17 118.9(4) . . ?
O1 C16 C17 115.8(4) . . ?
C18 C17 C22 118.9(5) . . ?
C18 C17 C16 120.3(4) . . ?
C22 C17 C16 120.8(5) . . ?
C19 C18 C17 121.0(5) . . ?
C19 C18 H18 119.5 . . ?
C17 C18 H18 119.5 . . ?
C20 C19 C18 119.3(6) . . ?
C20 C19 H19 120.4 . . ?
C18 C19 H19 120.4 . . ?
C19 C20 C21 121.4(5) . . ?
C19 C20 Br2 119.6(5) . . ?
C21 C20 Br2 119.0(4) . . ?
C20 C21 C22 119.1(5) . . ?
C20 C21 H21 120.4 . . ?
C22 C21 H21 120.4 . . ?
C17 C22 C21 120.2(6) . . ?
C17 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
O4 C23 O3 122.5(4) . . ?
O4 C23 C24 119.2(4) . . ?
O3 C23 C24 118.3(4) . . ?
O4 C23 Ce1 60.6(2) . . ?
O3 C23 Ce1 62.3(2) . . ?
C24 C23 Ce1 172.3(3) . . ?
C29 C24 C25 119.9(5) . . ?
C29 C24 C23 119.9(4) . . ?
C25 C24 C23 120.1(5) . . ?
C26 C25 C24 119.7(6) . . ?
C26 C25 H25 120.2 . . ?
C24 C25 H25 120.2 . . ?
C27 C26 C25 120.1(6) . . ?
C27 C26 H26 119.9 . . ?
C25 C26 H26 119.9 . . ?
C26 C27 C28 121.4(6) . . ?
C26 C27 Br1 119.4(6) . . ?
C28 C27 Br1 119.1(7) . . ?
C27 C28 C29 118.7(7) . . ?
C27 C28 H28 120.6 . . ?
C29 C28 H28 120.6 . . ?
C24 C29 C28 120.0(6) . . ?
C24 C29 H29 120.0 . . ?
C28 C29 H29 120.0 . . ?
O6 C30 O5 123.7(4) 3_755 . ?
O6 C30 C31 118.7(3) 3_755 . ?
O5 C30 C31 117.6(4) . . ?
C36 C31 C32 118.4(4) . . ?
C36 C31 C30 120.1(4) . . ?
C32 C31 C30 121.4(4) . . ?
C33 C32 C31 120.8(4) . . ?
C33 C32 H32 119.6 . . ?
C31 C32 H32 119.6 . . ?
C34 C33 C32 119.2(4) . . ?
C34 C33 H33 120.4 . . ?
C32 C33 H33 120.4 . . ?
C33 C34 C35 121.5(5) . . ?
C33 C34 Br3 119.4(4) . . ?
C35 C34 Br3 118.9(4) . . ?
C34 C35 C36 119.1(5) . . ?
C34 C35 H35 120.5 . . ?
C36 C35 H35 120.5 . . ?
C35 C36 C31 121.0(4) . . ?
C35 C36 H36 119.5 . . ?
C31 C36 H36 119.5 . . ?
C1 N1 C5 118.2(4) . . ?
C1 N1 Ce1 118.7(3) . . ?
C5 N1 Ce1 123.1(3) . . ?
C10 N2 C6 118.9(3) . . ?
C10 N2 Ce1 119.4(2) . . ?
C6 N2 Ce1 121.7(3) . . ?
C11 N3 C15 118.2(4) . . ?
C11 N3 Ce1 122.2(3) . . ?
C15 N3 Ce1 119.0(3) . . ?
C16 O1 Ce1 143.2(3) . . ?
C23 O3 Ce1 92.6(2) . . ?
C23 O4 Ce1 94.5(2) . . ?
C30 O5 Ce1 150.5(3) . . ?
C30 O6 Ce1 143.6(3) 3_755 . ?
Ce1 OW1 HW1A 108(3) . . ?
Ce1 OW1 HW1B 112(4) . . ?
HW1A OW1 HW1B 105(5) . . ?
O5 Ce1 O6 101.01(10) . . ?
O5 Ce1 O1 78.11(10) . . ?
O6 Ce1 O1 139.96(11) . . ?
O5 Ce1 OW1 74.87(11) . . ?
O6 Ce1 OW1 69.55(12) . . ?
O1 Ce1 OW1 71.73(12) . . ?
O5 Ce1 O4 124.68(10) . . ?
O6 Ce1 O4 76.31(10) . . ?
O1 Ce1 O4 137.21(9) . . ?
OW1 Ce1 O4 143.73(11) . . ?
O5 Ce1 O3 75.94(10) . . ?
O6 Ce1 O3 73.09(10) . . ?
O1 Ce1 O3 141.73(11) . . ?
OW1 Ce1 O3 126.23(11) . . ?
O4 Ce1 O3 49.97(9) . . ?
O5 Ce1 N3 78.14(11) . . ?
O6 Ce1 N3 143.36(11) . . ?
O1 Ce1 N3 76.29(11) . . ?
OW1 Ce1 N3 141.53(12) . . ?
O4 Ce1 N3 74.68(11) . . ?
O3 Ce1 N3 71.22(10) . . ?
O5 Ce1 N1 151.77(11) . . ?
O6 Ce1 N1 75.74(10) . . ?
O1 Ce1 N1 86.67(11) . . ?
OW1 Ce1 N1 77.84(11) . . ?
O4 Ce1 N1 82.35(10) . . ?
O3 Ce1 N1 127.57(10) . . ?
N3 Ce1 N1 121.34(10) . . ?
O5 Ce1 N2 131.21(10) . . ?
O6 Ce1 N2 127.63(10) . . ?
O1 Ce1 N2 67.53(9) . . ?
OW1 Ce1 N2 121.85(11) . . ?
O4 Ce1 N2 71.10(8) . . ?
O3 Ce1 N2 111.43(9) . . ?
N3 Ce1 N2 61.17(10) . . ?
N1 Ce1 N2 60.41(10) . . ?
O5 Ce1 C23 100.79(11) . . ?
O6 Ce1 C23 71.56(11) . . ?
O1 Ce1 C23 148.42(11) . . ?
OW1 Ce1 C23 139.06(12) . . ?
O4 Ce1 C23 24.93(10) . . ?
O3 Ce1 C23 25.14(10) . . ?
N3 Ce1 C23 72.67(12) . . ?
N1 Ce1 C23 104.51(12) . . ?
N2 Ce1 C23 92.11(9) . . ?

_refine_diff_density_max         1.754
_refine_diff_density_min         -1.653
_refine_diff_density_rms         0.089

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_h-m   'P 21/c'
_symmetry_int_tables_number      14
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_Complex_2Prime
_database_code_depnum_ccdc_archive 'CCDC 1514956'
_audit_update_record             
;
2016-11-03 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C72 H46 Br6 Ce2 N6 O14'
_exptl_crystal_recrystallization_method Hydrothermal
_chemical_melting_point          ?

_exptl_crystal_description       Plate
_exptl_crystal_colour            Yellow
_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         1978.79

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ce Ce -0.2486 2.6331 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           52
_space_group_name_H-M_alt        'P n n a'
_space_group_name_Hall           '-P 2a 2bc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   25.242(5)
_cell_length_b                   29.691(6)
_cell_length_c                   9.5673(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7170(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    77517
_cell_measurement_theta_min      4.473
_cell_measurement_theta_max      45.935
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.833
_exptl_crystal_F_000             3832
_exptl_transmission_factor_min   0.5721
_exptl_transmission_factor_max   0.7458
_exptl_crystal_size_max          0.262
_exptl_crystal_size_mid          0.147
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    4.665
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (2015)'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              Siemens
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            73434
_diffrn_reflns_av_unetI/netI     0.0501
_diffrn_reflns_av_R_equivalents  0.0813
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.372
_diffrn_reflns_theta_max         28.823
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9358
_reflns_number_gt                5286
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'Superflip (Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  'Crystal Maker (Palmer, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0434P)²+7.7808P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9358
_refine_ls_number_parameters     454
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0968
_refine_ls_R_factor_gt           0.0416
_refine_ls_wR_factor_ref         0.1052
_refine_ls_wR_factor_gt          0.0876
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C1 C 0.23315(19) 0.32819(17) -0.0180(5) 0.0454(12) Uani 1 1 d . . . . .
H1 H 0.2694 0.3230 -0.0256 0.054 Uiso 1 1 calc R U . . .
C2 C 0.2117(2) 0.36228(19) -0.0947(6) 0.0608(16) Uani 1 1 d . . . . .
H2 H 0.2328 0.3797 -0.1532 0.073 Uiso 1 1 calc R U . . .
C3 C 0.1584(2) 0.3704(2) -0.0839(7) 0.0691(18) Uani 1 1 d . . . . .
H3 H 0.1429 0.3940 -0.1329 0.083 Uiso 1 1 calc R U . . .
C4 C 0.1283(2) 0.3432(2) 0.0004(6) 0.0623(16) Uani 1 1 d . . . . .
H4 H 0.0921 0.3479 0.0081 0.075 Uiso 1 1 calc R U . . .
C5 C 0.15221(16) 0.30840(16) 0.0744(5) 0.0364(11) Uani 1 1 d . . . . .
C6 C 0.12180(16) 0.27755(14) 0.1639(4) 0.0316(10) Uani 1 1 d . . . . .
C7 C 0.06649(17) 0.27695(15) 0.1583(5) 0.0368(11) Uani 1 1 d . . . . .
H7 H 0.0482 0.2945 0.0938 0.044 Uiso 1 1 calc R U . . .
C8 C 0.0401(2) 0.2500 0.2500 0.0433(16) Uani 1 2 d S T P . .
H8 H 0.0033 0.2500 0.2500 0.052 Uiso 1 2 calc R U P . .
C9 C 0.26903(18) 0.19077(16) 0.0128(5) 0.0366(11) Uani 1 1 d . . . . .
C10 C 0.28588(17) 0.15035(15) -0.0731(5) 0.0365(11) Uani 1 1 d . . . . .
C11 C 0.32703(18) 0.15309(17) -0.1693(5) 0.0441(12) Uani 1 1 d . . . . .
H11 H 0.3440 0.1805 -0.1835 0.053 Uiso 1 1 calc R U . . .
C12 C 0.3430(2) 0.11588(19) -0.2436(6) 0.0507(13) Uani 1 1 d . . . . .
H12 H 0.3700 0.1179 -0.3096 0.061 Uiso 1 1 calc R U . . .
C13 C 0.3181(2) 0.07549(17) -0.2180(5) 0.0484(13) Uani 1 1 d . . . . .
C14 C 0.2776(2) 0.07182(16) -0.1236(5) 0.0475(13) Uani 1 1 d . . . . .
H14 H 0.2612 0.0442 -0.1085 0.057 Uiso 1 1 calc R U . . .
C15 C 0.26134(19) 0.10961(16) -0.0511(5) 0.0422(12) Uani 1 1 d . . . . .
H15 H 0.2337 0.1075 0.0129 0.051 Uiso 1 1 calc R U . . .
C16 C 0.35757(15) 0.16901(14) 0.2494(5) 0.0310(8) Uani 1 1 d . . . . .
C17 C 0.35216(15) 0.11901(15) 0.2305(5) 0.0343(11) Uani 1 1 d . . . . .
C18 C 0.38567(19) 0.09645(16) 0.1396(5) 0.0428(12) Uani 1 1 d . . . . .
H18 H 0.4116 0.1124 0.0915 0.051 Uiso 1 1 calc R U . . .
C19 C 0.3810(2) 0.05065(18) 0.1196(6) 0.0577(15) Uani 1 1 d . . . . .
H19 H 0.4032 0.0356 0.0576 0.069 Uiso 1 1 calc R U . . .
C20 C 0.3425(2) 0.02751(18) 0.1940(7) 0.0622(16) Uani 1 1 d . . . . .
C21 C 0.3090(2) 0.04934(18) 0.2853(7) 0.0633(17) Uani 1 1 d . . . . .
H21 H 0.2836 0.0334 0.3354 0.076 Uiso 1 1 calc R U . . .
C22 C 0.31385(19) 0.09525(16) 0.3011(6) 0.0510(13) Uani 1 1 d . . . . .
H22 H 0.2908 0.1104 0.3605 0.061 Uiso 1 1 calc R U . . .
C23 C 0.47206(18) 0.34654(16) 0.0536(5) 0.0384(11) Uani 1 1 d . . . . .
C24 C 0.48419(17) 0.39321(15) 0.1087(5) 0.0362(10) Uani 1 1 d . . . . .
C25 C 0.5200(2) 0.39903(16) 0.2160(5) 0.0469(13) Uani 1 1 d . . . . .
H25 H 0.5386 0.3742 0.2493 0.056 Uiso 1 1 calc R U . . .
C26 C 0.5291(2) 0.44085(17) 0.2755(6) 0.0532(14) Uani 1 1 d . . . . .
H26 H 0.5537 0.4446 0.3468 0.064 Uiso 1 1 calc R U . . .
C27 C 0.5001(2) 0.47663(17) 0.2250(6) 0.0516(14) Uani 1 1 d . . . . .
C28 C 0.4646(2) 0.47240(17) 0.1187(6) 0.0524(14) Uani 1 1 d . . . . .
H28 H 0.4459 0.4973 0.0861 0.063 Uiso 1 1 calc R U . . .
C29 C 0.45691(19) 0.43019(16) 0.0605(6) 0.0485(13) Uani 1 1 d . . . . .
H29 H 0.4329 0.4268 -0.0124 0.058 Uiso 1 1 calc R U . . .
C30 C 0.48348(19) 0.17689(15) -0.0321(5) 0.0382(11) Uani 1 1 d . . . . .
H30 H 0.4472 0.1820 -0.0368 0.046 Uiso 1 1 calc R U . . .
C31 C 0.5050(2) 0.14547(16) -0.1211(5) 0.0491(13) Uani 1 1 d . . . . .
H31 H 0.4840 0.1300 -0.1849 0.059 Uiso 1 1 calc R U . . .
C32 C 0.5589(2) 0.13759(17) -0.1127(6) 0.0593(15) Uani 1 1 d . . . . .
H32 H 0.5745 0.1157 -0.1687 0.071 Uiso 1 1 calc R U . . .
C33 C 0.5894(2) 0.16228(16) -0.0209(6) 0.0487(13) Uani 1 1 d . . . . .
H33 H 0.6258 0.1579 -0.0166 0.058 Uiso 1 1 calc R U . . .
C34 C 0.56470(17) 0.19416(14) 0.0662(5) 0.0352(11) Uani 1 1 d . . . . .
C35 C 0.59535(17) 0.22306(16) 0.1629(5) 0.0376(11) Uani 1 1 d . . . . .
C36 C 0.65016(17) 0.22264(19) 0.1602(5) 0.0492(14) Uani 1 1 d . . . . .
H36 H 0.6680 0.2040 0.0980 0.059 Uiso 1 1 calc R U . . .
C37 C 0.6781(3) 0.2500 0.2500 0.0526(19) Uani 1 2 d S T P . .
H37 H 0.7150 0.2500 0.2500 0.063 Uiso 1 2 calc R U P . .
N1 N 0.20488(14) 0.30177(12) 0.0676(4) 0.0360(9) Uani 1 1 d . . . . .
N2 N 0.14894(17) 0.2500 0.2500 0.0301(10) Uani 1 2 d S T P . .
N3 N 0.51166(14) 0.20062(12) 0.0611(4) 0.0349(9) Uani 1 1 d . . . . .
N4 N 0.56776(16) 0.2500 0.2500 0.0298(11) Uani 1 2 d S T P . .
O1 O 0.22852(12) 0.18671(10) 0.0902(3) 0.0407(8) Uani 1 1 d . . . . .
O2 O 0.29645(12) 0.22617(10) 0.0112(3) 0.0433(8) Uani 1 1 d . . . . .
O3 O 0.31977(12) 0.19062(10) 0.3039(3) 0.0407(8) Uani 1 1 d . . . . .
O4 O 0.40020(12) 0.18670(10) 0.2091(3) 0.0391(8) Uani 1 1 d . . . . .
O5 O 0.49573(11) 0.31398(10) 0.1134(3) 0.0371(7) Uani 1 1 d . . . . .
O6 O 0.44027(15) 0.34289(11) -0.0451(4) 0.0558(10) Uani 1 1 d . . . . .
OW1 O 0.40859(12) 0.25820(10) 0.0145(3) 0.0409(8) Uani 1 1 d . . . . .
Br1 Br 0.33940(3) 0.02280(2) -0.31662(9) 0.0848(2) Uani 1 1 d . . . . .
Br2 Br 0.33672(3) -0.03577(2) 0.17080(14) 0.1262(4) Uani 1 1 d . . . . .
Br3 Br 0.50848(3) 0.53391(2) 0.31234(8) 0.0813(2) Uani 1 1 d . . . . .
Ce2 Ce 0.25646(2) 0.2500 0.2500 0.02831(9) Uani 1 2 d S T P . .
Ce1 Ce 0.46040(2) 0.2500 0.2500 0.02606(9) Uani 1 2 d S T P . .


_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
C1 N1 1.340(6) . ?
C1 C2 1.362(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.371(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.371(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.389(7) . ?
C4 H4 0.9300 . ?
C5 N1 1.346(5) . ?
C5 C6 1.470(6) . ?
C6 N2 1.348(5) . ?
C6 C7 1.397(6) . ?
C7 C8 1.361(5) . ?
C7 H7 0.9300 . ?
C8 C7 1.361(5) 4 ?
C8 H8 0.9300 . ?
C9 O2 1.259(5) . ?
C9 O1 1.268(5) . ?
C9 C10 1.515(6) . ?
C9 Ce2 2.888(5) . ?
C10 C15 1.375(6) . ?
C10 C11 1.390(6) . ?
C11 C12 1.375(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.376(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.369(7) . ?
C13 Br1 1.904(5) . ?
C14 C15 1.381(6) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 O4 1.258(5) . ?
C16 O3 1.263(5) . ?
C16 C17 1.502(6) . ?
C17 C22 1.374(6) . ?
C17 C18 1.386(6) . ?
C18 C19 1.378(7) . ?
C18 H18 0.9300 . ?
C19 C20 1.387(8) . ?
C19 H19 0.9300 . ?
C20 C21 1.377(8) . ?
C20 Br2 1.898(5) . ?
C21 C22 1.377(7) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 O6 1.244(6) . ?
C23 O5 1.273(5) . ?
C23 C24 1.514(6) . ?
C24 C29 1.376(6) . ?
C24 C25 1.379(6) . ?
C25 C26 1.384(7) . ?
C25 H25 0.9300 . ?
C26 C27 1.377(7) . ?
C26 H26 0.9300 . ?
C27 C28 1.362(7) . ?
C27 Br3 1.906(5) . ?
C28 C29 1.385(7) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C30 N3 1.341(6) . ?
C30 C31 1.375(6) . ?
C30 H30 0.9300 . ?
C31 C32 1.382(7) . ?
C31 H31 0.9300 . ?
C32 C33 1.379(8) . ?
C32 H32 0.9300 . ?
C33 C34 1.406(6) . ?
C33 H33 0.9300 . ?
C34 N3 1.353(5) . ?
C34 C35 1.480(6) . ?
C35 N4 1.349(5) . ?
C35 C36 1.384(6) . ?
C36 C37 1.377(6) . ?
C36 H36 0.9300 . ?
C37 C36 1.378(6) 4 ?
C37 H37 0.9300 . ?
N1 Ce2 2.665(4) . ?
N2 C6 1.348(5) 4 ?
N2 Ce2 2.714(4) . ?
N3 Ce1 2.663(4) . ?
N4 C35 1.349(5) 4 ?
N4 Ce1 2.710(4) . ?
O1 Ce2 2.523(3) . ?
O2 Ce2 2.596(3) . ?
O3 Ce2 2.435(3) . ?
O4 Ce1 2.448(3) . ?
O5 Ce1 2.472(3) . ?
OW1 Ce1 2.616(3) . ?
Ce2 O3 2.435(3) 4 ?
Ce2 O1 2.523(3) 4 ?
Ce2 O2 2.596(3) 4 ?
Ce2 N1 2.665(4) 4 ?
Ce2 C9 2.888(5) 4 ?
Ce1 O4 2.448(3) 4 ?
Ce1 O5 2.472(3) 4 ?
Ce1 OW1 2.616(3) 4 ?
Ce1 N3 2.663(4) 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
N1 C1 C2 123.6(5) . . ?
N1 C1 H1 118.2 . . ?
C2 C1 H1 118.2 . . ?
C1 C2 C3 118.7(5) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 H2 120.7 . . ?
C4 C3 C2 118.9(5) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C3 C4 C5 119.9(5) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
N1 C5 C4 120.9(4) . . ?
N1 C5 C6 116.9(4) . . ?
C4 C5 C6 122.2(4) . . ?
N2 C6 C7 121.5(4) . . ?
N2 C6 C5 117.9(4) . . ?
C7 C6 C5 120.5(4) . . ?
C8 C7 C6 118.1(4) . . ?
C8 C7 H7 120.9 . . ?
C6 C7 H7 120.9 . . ?
C7 C8 C7 121.5(6) 4 . ?
C7 C8 H8 119.3 4 . ?
C7 C8 H8 119.3 . . ?
O2 C9 O1 122.0(4) . . ?
O2 C9 C10 120.0(4) . . ?
O1 C9 C10 117.9(4) . . ?
O2 C9 Ce2 64.0(2) . . ?
O1 C9 Ce2 60.7(2) . . ?
C10 C9 Ce2 159.9(3) . . ?
C15 C10 C11 119.3(4) . . ?
C15 C10 C9 119.2(4) . . ?
C11 C10 C9 121.5(4) . . ?
C12 C11 C10 121.0(5) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C11 C12 C13 118.3(5) . . ?
C11 C12 H12 120.9 . . ?
C13 C12 H12 120.9 . . ?
C14 C13 C12 121.9(5) . . ?
C14 C13 Br1 118.2(4) . . ?
C12 C13 Br1 119.9(4) . . ?
C13 C14 C15 119.2(5) . . ?
C13 C14 H14 120.4 . . ?
C15 C14 H14 120.4 . . ?
C10 C15 C14 120.3(4) . . ?
C10 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
O4 C16 O3 124.1(4) . . ?
O4 C16 C17 117.0(4) . . ?
O3 C16 C17 118.9(4) . . ?
C22 C17 C18 119.3(4) . . ?
C22 C17 C16 120.8(4) . . ?
C18 C17 C16 119.8(4) . . ?
C19 C18 C17 120.8(5) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C18 C19 C20 118.5(5) . . ?
C18 C19 H19 120.7 . . ?
C20 C19 H19 120.7 . . ?
C21 C20 C19 121.5(5) . . ?
C21 C20 Br2 119.6(5) . . ?
C19 C20 Br2 118.9(5) . . ?
C22 C21 C20 118.7(5) . . ?
C22 C21 H21 120.6 . . ?
C20 C21 H21 120.6 . . ?
C17 C22 C21 121.1(5) . . ?
C17 C22 H22 119.4 . . ?
C21 C22 H22 119.4 . . ?
O6 C23 O5 125.3(4) . . ?
O6 C23 C24 118.3(4) . . ?
O5 C23 C24 116.3(4) . . ?
C29 C24 C25 118.6(4) . . ?
C29 C24 C23 120.8(4) . . ?
C25 C24 C23 120.4(4) . . ?
C24 C25 C26 121.7(5) . . ?
C24 C25 H25 119.1 . . ?
C26 C25 H25 119.1 . . ?
C27 C26 C25 117.4(5) . . ?
C27 C26 H26 121.3 . . ?
C25 C26 H26 121.3 . . ?
C28 C27 C26 122.7(5) . . ?
C28 C27 Br3 118.8(4) . . ?
C26 C27 Br3 118.4(4) . . ?
C27 C28 C29 118.4(5) . . ?
C27 C28 H28 120.8 . . ?
C29 C28 H28 120.8 . . ?
C24 C29 C28 121.2(5) . . ?
C24 C29 H29 119.4 . . ?
C28 C29 H29 119.4 . . ?
N3 C30 C31 124.0(5) . . ?
N3 C30 H30 118.0 . . ?
C31 C30 H30 118.0 . . ?
C30 C31 C32 117.9(5) . . ?
C30 C31 H31 121.1 . . ?
C32 C31 H31 121.1 . . ?
C33 C32 C31 119.8(5) . . ?
C33 C32 H32 120.1 . . ?
C31 C32 H32 120.1 . . ?
C32 C33 C34 119.2(5) . . ?
C32 C33 H33 120.4 . . ?
C34 C33 H33 120.4 . . ?
N3 C34 C33 120.8(4) . . ?
N3 C34 C35 117.2(4) . . ?
C33 C34 C35 121.9(4) . . ?
N4 C35 C36 122.2(5) . . ?
N4 C35 C34 117.4(4) . . ?
C36 C35 C34 120.4(4) . . ?
C37 C36 C35 119.7(5) . . ?
C37 C36 H36 120.1 . . ?
C35 C36 H36 120.1 . . ?
C36 C37 C36 118.3(6) . 4 ?
C36 C37 H37 120.9 . . ?
C36 C37 H37 120.9 4 . ?
C1 N1 C5 118.0(4) . . ?
C1 N1 Ce2 118.6(3) . . ?
C5 N1 Ce2 122.4(3) . . ?
C6 N2 C6 118.9(5) . 4 ?
C6 N2 Ce2 120.5(2) . . ?
C6 N2 Ce2 120.5(2) 4 . ?
C30 N3 C34 118.3(4) . . ?
C30 N3 Ce1 118.9(3) . . ?
C34 N3 Ce1 122.3(3) . . ?
C35 N4 C35 117.8(5) . 4 ?
C35 N4 Ce1 121.1(3) . . ?
C35 N4 Ce1 121.1(3) 4 . ?
C9 O1 Ce2 93.3(3) . . ?
C9 O2 Ce2 90.2(3) . . ?
C16 O3 Ce2 140.9(3) . . ?
C16 O4 Ce1 143.4(3) . . ?
C23 O5 Ce1 130.7(3) . . ?
O3 Ce2 O3 97.96(14) 4 . ?
O3 Ce2 O1 76.86(10) 4 4 ?
O3 Ce2 O1 126.46(10) . 4 ?
O3 Ce2 O1 126.46(10) 4 . ?
O3 Ce2 O1 76.86(10) . . ?
O1 Ce2 O1 147.54(14) 4 . ?
O3 Ce2 O2 75.85(10) 4 . ?
O3 Ce2 O2 74.57(11) . . ?
O1 Ce2 O2 147.67(10) 4 . ?
O1 Ce2 O2 51.13(10) . . ?
O3 Ce2 O2 74.57(11) 4 4 ?
O3 Ce2 O2 75.85(10) . 4 ?
O1 Ce2 O2 51.13(10) 4 4 ?
O1 Ce2 O2 147.67(10) . 4 ?
O2 Ce2 O2 134.23(14) . 4 ?
O3 Ce2 N1 76.36(11) 4 . ?
O3 Ce2 N1 151.28(11) . . ?
O1 Ce2 N1 80.26(11) 4 . ?
O1 Ce2 N1 84.04(11) . . ?
O2 Ce2 N1 76.75(10) . . ?
O2 Ce2 N1 127.52(10) 4 . ?
O3 Ce2 N1 151.28(11) 4 4 ?
O3 Ce2 N1 76.36(11) . 4 ?
O1 Ce2 N1 84.04(11) 4 4 ?
O1 Ce2 N1 80.25(11) . 4 ?
O2 Ce2 N1 127.52(10) . 4 ?
O2 Ce2 N1 76.75(10) 4 4 ?
N1 Ce2 N1 121.52(15) . 4 ?
O3 Ce2 N2 131.02(7) 4 . ?
O3 Ce2 N2 131.02(7) . . ?
O1 Ce2 N2 73.77(7) 4 . ?
O1 Ce2 N2 73.77(7) . . ?
O2 Ce2 N2 112.88(7) . . ?
O2 Ce2 N2 112.88(7) 4 . ?
N1 Ce2 N2 60.76(8) . . ?
N1 Ce2 N2 60.76(8) 4 . ?
O3 Ce2 C9 101.67(12) 4 . ?
O3 Ce2 C9 69.73(12) . . ?
O1 Ce2 C9 163.79(12) 4 . ?
O1 Ce2 C9 26.00(11) . . ?
O2 Ce2 C9 25.84(11) . . ?
O2 Ce2 C9 144.55(11) 4 . ?
N1 Ce2 C9 83.71(12) . . ?
N1 Ce2 C9 102.53(13) 4 . ?
N2 Ce2 C9 96.31(9) . . ?
O3 Ce2 C9 69.73(12) 4 4 ?
O3 Ce2 C9 101.67(12) . 4 ?
O1 Ce2 C9 25.99(11) 4 4 ?
O1 Ce2 C9 163.79(12) . 4 ?
O2 Ce2 C9 144.55(11) . 4 ?
O2 Ce2 C9 25.84(11) 4 4 ?
N1 Ce2 C9 102.53(13) . 4 ?
N1 Ce2 C9 83.71(12) 4 4 ?
N2 Ce2 C9 96.31(9) . 4 ?
C9 Ce2 C9 167.39(18) . 4 ?
O4 Ce1 O4 103.27(14) 4 . ?
O4 Ce1 O5 73.65(10) 4 . ?
O4 Ce1 O5 136.83(10) . . ?
O4 Ce1 O5 136.83(10) 4 4 ?
O4 Ce1 O5 73.65(10) . 4 ?
O5 Ce1 O5 137.70(13) . 4 ?
O4 Ce1 OW1 75.87(10) 4 . ?
O4 Ce1 OW1 67.89(10) . . ?
O5 Ce1 OW1 69.74(10) . . ?
O5 Ce1 OW1 134.99(9) 4 . ?
O4 Ce1 OW1 67.89(10) 4 4 ?
O4 Ce1 OW1 75.87(10) . 4 ?
O5 Ce1 OW1 134.99(9) . 4 ?
O5 Ce1 OW1 69.74(10) 4 4 ?
OW1 Ce1 OW1 120.01(13) . 4 ?
O4 Ce1 N3 76.73(10) 4 4 ?
O4 Ce1 N3 146.38(11) . 4 ?
O5 Ce1 N3 76.13(11) . 4 ?
O5 Ce1 N3 83.63(10) 4 4 ?
OW1 Ce1 N3 140.91(10) . 4 ?
OW1 Ce1 N3 73.12(10) 4 4 ?
O4 Ce1 N3 146.38(11) 4 . ?
O4 Ce1 N3 76.73(10) . . ?
O5 Ce1 N3 83.63(10) . . ?
O5 Ce1 N3 76.13(11) 4 . ?
OW1 Ce1 N3 73.12(10) . . ?
OW1 Ce1 N3 140.91(10) 4 . ?
N3 Ce1 N3 121.86(15) 4 . ?
O4 Ce1 N4 128.36(7) 4 . ?
O4 Ce1 N4 128.36(7) . . ?
O5 Ce1 N4 68.85(7) . . ?
O5 Ce1 N4 68.85(7) 4 . ?
OW1 Ce1 N4 119.99(7) . . ?
OW1 Ce1 N4 119.99(7) 4 . ?
N3 Ce1 N4 60.93(8) 4 . ?
N3 Ce1 N4 60.93(8) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C30 H30 O4 0.93 2.64 3.135(5) 114.1 .
C30 H30 OW1 0.93 2.51 3.099(5) 121.3 .
C31 H31 Br3 0.93 2.86 3.390(5) 117.4 8_655
C36 H36 O1 0.93 2.42 3.284(6) 155.5 6_655
C7 H7 O5 0.93 2.45 3.340(5) 159.4 6
C12 H12 O6 0.93 2.54 3.407(6) 156.1 4_554
C1 H1 O3 0.93 2.51 3.048(6) 117.4 4

_refine_diff_density_max         1.143
_refine_diff_density_min         -0.802
_refine_diff_density_rms         0.106

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_h-m   'P n n a'
_symmetry_int_tables_number      52
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_Complex_15
_database_code_depnum_ccdc_archive 'CCDC 1514976'
_audit_update_record             
;
2016-11-03 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H25 Br3 N3 O7 Y'
_exptl_crystal_recrystallization_method Hydrothermal
_chemical_melting_point          ?

_exptl_crystal_description       rod
_exptl_crystal_colour            yellow
_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         940.23

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Y Y -2.7962 3.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.778(3)
_cell_length_b                   13.221(4)
_cell_length_c                   15.363(5)
_cell_angle_alpha                103.208(5)
_cell_angle_beta                 92.772(6)
_cell_angle_gamma                92.673(5)
_cell_volume                     1730.8(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    23581
_cell_measurement_theta_min      4.665
_cell_measurement_theta_max      52.122
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.804
_exptl_crystal_F_000             924
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.241
_exptl_crystal_size_mid          0.159
_exptl_crystal_size_min          0.142
_exptl_absorpt_coefficient_mu    5.202
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6319
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (2015)'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              Siemens
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23580
_diffrn_reflns_av_unetI/netI     0.0576
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.364
_diffrn_reflns_theta_max         28.172
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8444
_reflns_number_gt                5591
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'Superflip (Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  'Crystal Maker (Palmer, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0470P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8444
_refine_ls_number_parameters     459
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0789
_refine_ls_R_factor_gt           0.0406
_refine_ls_wR_factor_ref         0.0946
_refine_ls_wR_factor_gt          0.0823
_refine_ls_goodness_of_fit_ref   0.963
_refine_ls_restrained_S_all      0.963
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Y1 Y 0.46495(3) 0.97403(2) 0.30398(2) 0.02472(8) Uani 1 1 d . . . . .
Br1 Br 0.20670(5) 0.34665(3) -0.05313(3) 0.05509(12) Uani 1 1 d . . . . .
Br2 Br 0.74818(7) 1.60993(4) 0.64097(4) 0.1010(2) Uani 1 1 d . . . . .
Br3 Br -0.20254(5) 0.46518(3) 0.24669(3) 0.06754(14) Uani 1 1 d . . . . .
O5 O 0.2903(2) 0.89613(16) 0.37481(14) 0.0376(5) Uani 1 1 d . . . . .
O6 O 0.1584(3) 0.91726(18) 0.49745(14) 0.0435(6) Uani 1 1 d . . . . .
OW1 O 0.6398(3) 0.93683(19) 0.41059(14) 0.0333(5) Uani 1 1 d . . . . .
O3 O 0.6140(2) 1.13834(16) 0.34239(13) 0.0348(5) Uani 1 1 d . . . . .
O4 O 0.4464(2) 1.11848(16) 0.43949(13) 0.0355(5) Uani 1 1 d . . . . .
O1 O 0.4988(2) 0.78750(16) 0.24795(14) 0.0362(5) Uani 1 1 d . . . . .
O2 O 0.3367(2) 0.85971(16) 0.16929(14) 0.0375(5) Uani 1 1 d . . . . .
N1 N 0.2405(3) 1.07933(19) 0.28047(16) 0.0284(6) Uani 1 1 d . . . . .
N2 N 0.4753(3) 1.06304(18) 0.17160(15) 0.0265(5) Uani 1 1 d . . . . .
N3 N 0.7017(3) 0.94828(19) 0.21324(16) 0.0291(6) Uani 1 1 d . . . . .
C24 C 0.5985(3) 1.2789(2) 0.4695(2) 0.0323(7) Uani 1 1 d . . . . .
C32 C 0.1462(4) 0.6960(3) 0.3109(2) 0.0429(8) Uani 1 1 d . . . . .
H32 H 0.2420 0.7078 0.2905 0.051 Uiso 1 1 calc R U . . .
C25 C 0.7138(4) 1.3387(3) 0.4433(2) 0.0484(9) Uani 1 1 d . . . . .
H25 H 0.7623 1.3121 0.3911 0.058 Uiso 1 1 calc R U . . .
C5 C 0.2302(3) 1.1284(2) 0.21286(19) 0.0286(7) Uani 1 1 d . . . . .
C17 C 0.3555(3) 0.6751(2) 0.12518(19) 0.0297(7) Uani 1 1 d . . . . .
C35 C -0.1345(4) 0.6579(3) 0.3718(3) 0.0568(11) Uani 1 1 d . . . . .
H35 H -0.2294 0.6445 0.3926 0.068 Uiso 1 1 calc R U . . .
C23 C 0.5508(3) 1.1730(2) 0.41442(19) 0.0289(7) Uani 1 1 d . . . . .
C34 C -0.0799(4) 0.5884(3) 0.3018(2) 0.0417(8) Uani 1 1 d . . . . .
C2 C -0.0055(4) 1.1370(3) 0.3244(2) 0.0389(8) Uani 1 1 d . . . . .
H2 H -0.0836 1.1388 0.3635 0.047 Uiso 1 1 calc R U . . .
C30 C 0.1870(3) 0.8687(2) 0.4218(2) 0.0307(7) Uani 1 1 d . . . . .
C20 C 0.2676(4) 0.4800(2) 0.0207(2) 0.0365(8) Uani 1 1 d . . . . .
C14 C 0.9436(4) 0.8728(3) 0.1918(2) 0.0398(8) Uani 1 1 d . . . . .
H14 H 1.0185 0.8338 0.2108 0.048 Uiso 1 1 calc R U . . .
C1 C 0.1252(4) 1.0857(2) 0.3355(2) 0.0358(8) Uani 1 1 d . . . . .
H1 H 0.1337 1.0539 0.3835 0.043 Uiso 1 1 calc R U . . .
C16 C 0.4012(3) 0.7806(2) 0.1841(2) 0.0305(7) Uani 1 1 d . . . . .
C15 C 0.8103(4) 0.8890(2) 0.2356(2) 0.0353(8) Uani 1 1 d . . . . .
H15 H 0.7949 0.8573 0.2829 0.042 Uiso 1 1 calc R U . . .
C28 C 0.5717(5) 1.4184(3) 0.5984(3) 0.0609(11) Uani 1 1 d . . . . .
H28 H 0.5233 1.4459 0.6503 0.073 Uiso 1 1 calc R U . . .
C27 C 0.6852(5) 1.4756(3) 0.5704(3) 0.0547(11) Uani 1 1 d . . . . .
C31 C 0.0937(3) 0.7691(2) 0.3806(2) 0.0303(7) Uani 1 1 d . . . . .
C13 C 0.9629(4) 0.9156(3) 0.1196(2) 0.0418(8) Uani 1 1 d . . . . .
H13 H 1.0508 0.9051 0.0880 0.050 Uiso 1 1 calc R U . . .
C10 C 0.5997(3) 1.0587(2) 0.1228(2) 0.0313(7) Uani 1 1 d . . . . .
C4 C 0.1017(4) 1.1819(3) 0.1981(2) 0.0389(8) Uani 1 1 d . . . . .
H4 H 0.0959 1.2150 0.1509 0.047 Uiso 1 1 calc R U . . .
C21 C 0.1942(4) 0.5651(3) 0.0064(2) 0.0404(8) Uani 1 1 d . . . . .
H21 H 0.1162 0.5572 -0.0382 0.048 Uiso 1 1 calc R U . . .
C18 C 0.4276(4) 0.5880(3) 0.1382(2) 0.0389(8) Uani 1 1 d . . . . .
H18 H 0.5062 0.5957 0.1824 0.047 Uiso 1 1 calc R U . . .
C19 C 0.3840(4) 0.4898(3) 0.0859(2) 0.0456(9) Uani 1 1 d . . . . .
H19 H 0.4326 0.4317 0.0948 0.055 Uiso 1 1 calc R U . . .
C11 C 0.7212(3) 0.9914(2) 0.14309(19) 0.0300(7) Uani 1 1 d . . . . .
C6 C 0.3635(3) 1.1242(2) 0.15623(19) 0.0298(7) Uani 1 1 d . . . . .
C22 C 0.2381(4) 0.6629(2) 0.0595(2) 0.0367(8) Uani 1 1 d . . . . .
H22 H 0.1882 0.7207 0.0509 0.044 Uiso 1 1 calc R U . . .
C3 C -0.0170(4) 1.1851(3) 0.2546(2) 0.0426(8) Uani 1 1 d . . . . .
H3 H -0.1039 1.2197 0.2451 0.051 Uiso 1 1 calc R U . . .
C33 C 0.0600(4) 0.6057(3) 0.2708(2) 0.0462(9) Uani 1 1 d . . . . .
H33 H 0.0965 0.5576 0.2236 0.055 Uiso 1 1 calc R U . . .
C9 C 0.6132(4) 1.1145(3) 0.0570(2) 0.0499(10) Uani 1 1 d . . . . .
H9 H 0.6987 1.1094 0.0231 0.060 Uiso 1 1 calc R U . . .
C26 C 0.7577(5) 1.4376(3) 0.4938(3) 0.0605(11) Uani 1 1 d . . . . .
H26 H 0.8352 1.4774 0.4760 0.073 Uiso 1 1 calc R U . . .
C36 C -0.0472(4) 0.7486(3) 0.4115(2) 0.0459(9) Uani 1 1 d . . . . .
H36 H -0.0838 0.7959 0.4593 0.055 Uiso 1 1 calc R U . . .
C12 C 0.8506(4) 0.9743(3) 0.0942(2) 0.0427(8) Uani 1 1 d . . . . .
H12 H 0.8613 1.0025 0.0445 0.051 Uiso 1 1 calc R U . . .
C7 C 0.3747(4) 1.1827(3) 0.0922(2) 0.0451(9) Uani 1 1 d . . . . .
H7 H 0.2972 1.2256 0.0834 0.054 Uiso 1 1 calc R U . . .
C8 C 0.4995(4) 1.1770(3) 0.0422(3) 0.0557(11) Uani 1 1 d . . . . .
H8 H 0.5073 1.2152 -0.0014 0.067 Uiso 1 1 calc R U . . .
C29 C 0.5297(4) 1.3187(3) 0.5482(2) 0.0471(9) Uani 1 1 d . . . . .
H29 H 0.4547 1.2785 0.5677 0.056 Uiso 1 1 calc R U . . .
HW1A H 0.594(5) 0.914(4) 0.452(3) 0.100(18) Uiso 1 1 d . . . . .
HW1B H 0.706(4) 0.981(3) 0.438(2) 0.056(12) Uiso 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
Y1 O5 2.263(2) . ?
Y1 OW1 2.340(2) . ?
Y1 O3 2.419(2) . ?
Y1 O2 2.454(2) . ?
Y1 O1 2.456(2) . ?
Y1 O4 2.501(2) . ?
Y1 N1 2.523(2) . ?
Y1 N3 2.551(2) . ?
Y1 N2 2.575(2) . ?
Y1 C16 2.803(3) . ?
Y1 C23 2.832(3) . ?
Br1 C20 1.903(3) . ?
Br2 C27 1.899(3) . ?
Br3 C34 1.910(3) . ?
O5 C30 1.275(3) . ?
O6 C30 1.237(4) . ?
OW1 HW1A 0.87(5) . ?
OW1 HW1B 0.83(4) . ?
O3 C23 1.262(3) . ?
O4 C23 1.268(3) . ?
O1 C16 1.255(4) . ?
O2 C16 1.272(4) . ?
N1 C1 1.344(4) . ?
N1 C5 1.347(4) . ?
N2 C6 1.346(4) . ?
N2 C10 1.350(4) . ?
N3 C15 1.343(4) . ?
N3 C11 1.344(4) . ?
C24 C29 1.383(4) . ?
C24 C25 1.387(4) . ?
C24 C23 1.490(4) . ?
C32 C31 1.382(4) . ?
C32 C33 1.383(5) . ?
C32 H32 0.9300 . ?
C25 C26 1.386(5) . ?
C25 H25 0.9300 . ?
C5 C4 1.395(4) . ?
C5 C6 1.487(4) . ?
C17 C22 1.384(4) . ?
C17 C18 1.388(4) . ?
C17 C16 1.505(4) . ?
C35 C34 1.366(5) . ?
C35 C36 1.391(5) . ?
C35 H35 0.9300 . ?
C34 C33 1.367(5) . ?
C2 C3 1.369(5) . ?
C2 C1 1.382(4) . ?
C2 H2 0.9300 . ?
C30 C31 1.508(4) . ?
C20 C19 1.376(5) . ?
C20 C21 1.378(5) . ?
C14 C13 1.369(5) . ?
C14 C15 1.379(4) . ?
C14 H14 0.9300 . ?
C1 H1 0.9300 . ?
C15 H15 0.9300 . ?
C28 C27 1.367(5) . ?
C28 C29 1.389(5) . ?
C28 H28 0.9300 . ?
C27 C26 1.369(6) . ?
C31 C36 1.384(4) . ?
C13 C12 1.379(5) . ?
C13 H13 0.9300 . ?
C10 C9 1.388(4) . ?
C10 C11 1.486(4) . ?
C4 C3 1.384(4) . ?
C4 H4 0.9300 . ?
C21 C22 1.388(4) . ?
C21 H21 0.9300 . ?
C18 C19 1.388(4) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C11 C12 1.390(4) . ?
C6 C7 1.386(4) . ?
C22 H22 0.9300 . ?
C3 H3 0.9300 . ?
C33 H33 0.9300 . ?
C9 C8 1.368(5) . ?
C9 H9 0.9300 . ?
C26 H26 0.9300 . ?
C36 H36 0.9300 . ?
C12 H12 0.9300 . ?
C7 C8 1.364(5) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C29 H29 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O5 Y1 OW1 84.34(9) . . ?
O5 Y1 O3 134.08(7) . . ?
OW1 Y1 O3 80.99(8) . . ?
O5 Y1 O2 83.14(8) . . ?
OW1 Y1 O2 130.32(8) . . ?
O3 Y1 O2 137.51(7) . . ?
O5 Y1 O1 76.30(7) . . ?
OW1 Y1 O1 76.84(8) . . ?
O3 Y1 O1 139.97(7) . . ?
O2 Y1 O1 53.50(7) . . ?
O5 Y1 O4 81.31(7) . . ?
OW1 Y1 O4 75.58(8) . . ?
O3 Y1 O4 52.94(7) . . ?
O2 Y1 O4 148.00(7) . . ?
O1 Y1 O4 145.86(7) . . ?
O5 Y1 N1 81.50(8) . . ?
OW1 Y1 N1 144.79(8) . . ?
O3 Y1 N1 86.06(8) . . ?
O2 Y1 N1 79.66(8) . . ?
O1 Y1 N1 129.72(7) . . ?
O4 Y1 N1 70.51(7) . . ?
O5 Y1 N3 145.07(8) . . ?
OW1 Y1 N3 79.80(9) . . ?
O3 Y1 N3 73.69(7) . . ?
O2 Y1 N3 83.78(8) . . ?
O1 Y1 N3 69.88(7) . . ?
O4 Y1 N3 123.59(7) . . ?
N1 Y1 N3 127.43(8) . . ?
O5 Y1 N2 139.07(8) . . ?
OW1 Y1 N2 136.58(8) . . ?
O3 Y1 N2 67.63(7) . . ?
O2 Y1 N2 70.13(7) . . ?
O1 Y1 N2 108.55(7) . . ?
O4 Y1 N2 105.29(7) . . ?
N1 Y1 N2 64.00(8) . . ?
N3 Y1 N2 63.43(8) . . ?
O5 Y1 C16 77.49(8) . . ?
OW1 Y1 C16 103.36(9) . . ?
O3 Y1 C16 148.30(8) . . ?
O2 Y1 C16 26.96(8) . . ?
O1 Y1 C16 26.57(8) . . ?
O4 Y1 C16 158.76(8) . . ?
N1 Y1 C16 104.75(9) . . ?
N3 Y1 C16 76.23(8) . . ?
N2 Y1 C16 90.11(8) . . ?
O5 Y1 C23 107.84(8) . . ?
OW1 Y1 C23 76.99(8) . . ?
O3 Y1 C23 26.34(7) . . ?
O2 Y1 C23 152.21(8) . . ?
O1 Y1 C23 152.92(8) . . ?
O4 Y1 C23 26.60(7) . . ?
N1 Y1 C23 76.98(8) . . ?
N3 Y1 C23 98.65(8) . . ?
N2 Y1 C23 86.11(8) . . ?
C16 Y1 C23 174.64(8) . . ?
C30 O5 Y1 169.8(2) . . ?
Y1 OW1 HW1A 111(3) . . ?
Y1 OW1 HW1B 121(3) . . ?
HW1A OW1 HW1B 106(4) . . ?
C23 O3 Y1 95.40(17) . . ?
C23 O4 Y1 91.44(17) . . ?
C16 O1 Y1 92.31(18) . . ?
C16 O2 Y1 92.02(18) . . ?
C1 N1 C5 118.1(3) . . ?
C1 N1 Y1 119.7(2) . . ?
C5 N1 Y1 122.12(19) . . ?
C6 N2 C10 118.7(3) . . ?
C6 N2 Y1 120.09(18) . . ?
C10 N2 Y1 120.8(2) . . ?
C15 N3 C11 118.6(3) . . ?
C15 N3 Y1 119.1(2) . . ?
C11 N3 Y1 122.25(19) . . ?
C29 C24 C25 118.8(3) . . ?
C29 C24 C23 120.6(3) . . ?
C25 C24 C23 120.6(3) . . ?
C31 C32 C33 121.7(3) . . ?
C31 C32 H32 119.2 . . ?
C33 C32 H32 119.2 . . ?
C26 C25 C24 120.8(3) . . ?
C26 C25 H25 119.6 . . ?
C24 C25 H25 119.6 . . ?
N1 C5 C4 121.3(3) . . ?
N1 C5 C6 116.6(3) . . ?
C4 C5 C6 122.1(3) . . ?
C22 C17 C18 119.2(3) . . ?
C22 C17 C16 120.7(3) . . ?
C18 C17 C16 120.1(3) . . ?
C34 C35 C36 119.5(3) . . ?
C34 C35 H35 120.2 . . ?
C36 C35 H35 120.2 . . ?
O3 C23 O4 120.2(3) . . ?
O3 C23 C24 119.7(3) . . ?
O4 C23 C24 120.1(3) . . ?
O3 C23 Y1 58.26(15) . . ?
O4 C23 Y1 61.96(15) . . ?
C24 C23 Y1 177.8(2) . . ?
C35 C34 C33 121.3(3) . . ?
C35 C34 Br3 119.0(3) . . ?
C33 C34 Br3 119.7(3) . . ?
C3 C2 C1 118.3(3) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
O6 C30 O5 125.1(3) . . ?
O6 C30 C31 118.3(3) . . ?
O5 C30 C31 116.6(3) . . ?
C19 C20 C21 121.5(3) . . ?
C19 C20 Br1 119.9(3) . . ?
C21 C20 Br1 118.6(2) . . ?
C13 C14 C15 118.3(3) . . ?
C13 C14 H14 120.9 . . ?
C15 C14 H14 120.9 . . ?
N1 C1 C2 123.4(3) . . ?
N1 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
O1 C16 O2 122.0(3) . . ?
O1 C16 C17 118.9(3) . . ?
O2 C16 C17 119.0(3) . . ?
O1 C16 Y1 61.12(15) . . ?
O2 C16 Y1 61.02(15) . . ?
C17 C16 Y1 174.8(2) . . ?
N3 C15 C14 123.2(3) . . ?
N3 C15 H15 118.4 . . ?
C14 C15 H15 118.4 . . ?
C27 C28 C29 119.2(4) . . ?
C27 C28 H28 120.4 . . ?
C29 C28 H28 120.4 . . ?
C28 C27 C26 121.7(3) . . ?
C28 C27 Br2 119.4(3) . . ?
C26 C27 Br2 118.9(3) . . ?
C32 C31 C36 118.2(3) . . ?
C32 C31 C30 121.0(3) . . ?
C36 C31 C30 120.8(3) . . ?
C14 C13 C12 119.2(3) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
N2 C10 C9 121.5(3) . . ?
N2 C10 C11 116.8(3) . . ?
C9 C10 C11 121.7(3) . . ?
C3 C4 C5 119.3(3) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C20 C21 C22 119.2(3) . . ?
C20 C21 H21 120.4 . . ?
C22 C21 H21 120.4 . . ?
C19 C18 C17 120.8(3) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C20 C19 C18 118.8(3) . . ?
C20 C19 H19 120.6 . . ?
C18 C19 H19 120.6 . . ?
N3 C11 C12 120.7(3) . . ?
N3 C11 C10 116.4(3) . . ?
C12 C11 C10 122.9(3) . . ?
N2 C6 C7 121.4(3) . . ?
N2 C6 C5 116.8(3) . . ?
C7 C6 C5 121.8(3) . . ?
C17 C22 C21 120.5(3) . . ?
C17 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C2 C3 C4 119.5(3) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C34 C33 C32 118.8(3) . . ?
C34 C33 H33 120.6 . . ?
C32 C33 H33 120.6 . . ?
C8 C9 C10 119.4(3) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 H9 120.3 . . ?
C27 C26 C25 118.9(4) . . ?
C27 C26 H26 120.5 . . ?
C25 C26 H26 120.6 . . ?
C31 C36 C35 120.5(3) . . ?
C31 C36 H36 119.7 . . ?
C35 C36 H36 119.7 . . ?
C13 C12 C11 119.9(3) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C8 C7 C6 119.8(3) . . ?
C8 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C7 C8 C9 119.2(3) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 H8 120.4 . . ?
C24 C29 C28 120.5(4) . . ?
C24 C29 H29 119.7 . . ?
C28 C29 H29 119.7 . . ?

_refine_diff_density_max         0.554
_refine_diff_density_min         -0.540
_refine_diff_density_rms         0.083

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?


#===END

####################################################################### 
# 
# 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_Complex_7Prime
_database_code_depnum_ccdc_archive 'CCDC 1514964'
_audit_update_record             
;
2016-11-03 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H25 Br3 Gd N3 O7'
_exptl_crystal_recrystallization_method Hydrothermal
_chemical_melting_point          ?
_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         1008.54

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'
Br Br -0.2901 2.4595 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.7578(7)
_cell_length_b                   13.2715(11)
_cell_length_c                   15.3805(12)
_cell_angle_alpha                103.4080(9)
_cell_angle_beta                 92.8380(10)
_cell_angle_gamma                92.3020(10)
_cell_volume                     1734.3(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    44023
_cell_measurement_theta_min      5.080
_cell_measurement_theta_max      52.033
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.931
_exptl_crystal_F_000             974
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.352
_exptl_crystal_size_mid          0.189
_exptl_crystal_size_min          0.148
_exptl_absorpt_coefficient_mu    5.422
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5982
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (2015)'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Fine-focus sealed tube'
_diffrn_source_type              Siemens
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26017
_diffrn_reflns_av_unetI/netI     0.0500
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.364
_diffrn_reflns_theta_max         30.646
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.913
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.913
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.913
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9789
_reflns_number_gt                7557
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'Superflip (Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  'Crystal Maker (Palmer, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0412P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9789
_refine_ls_number_parameters     459
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0555
_refine_ls_R_factor_gt           0.0368
_refine_ls_wR_factor_ref         0.0873
_refine_ls_wR_factor_gt          0.0796
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.009
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.03603(2) 0.02617(2) 0.19584(2) 0.02756(6) Uani 1 1 d . . . . .
Br1 Br 0.29315(5) 0.65380(3) 0.55343(3) 0.05793(12) Uani 1 1 d . . . . .
Br3 Br 0.70209(6) 0.53416(4) 0.25237(4) 0.07461(16) Uani 1 1 d . . . . .
Br2 Br -0.24676(9) -0.60880(4) -0.14310(5) 0.1084(2) Uani 1 1 d . . . . .
O2 O 0.1635(3) 0.14275(18) 0.33272(15) 0.0399(6) Uani 1 1 d . . . . .
O5 O 0.2150(3) 0.10355(19) 0.12406(16) 0.0416(6) Uani 1 1 d . . . . .
O1 O 0.0015(3) 0.21422(18) 0.25332(15) 0.0384(5) Uani 1 1 d . . . . .
O4 O 0.0545(3) -0.12030(18) 0.05961(15) 0.0378(6) Uani 1 1 d . . . . .
OW1 O -0.1442(3) 0.0637(2) 0.08809(17) 0.0370(6) Uani 1 1 d . . . . .
O3 O -0.1136(3) -0.14050(19) 0.15656(15) 0.0394(6) Uani 1 1 d . . . . .
N1 N -0.2028(3) 0.0520(2) 0.28816(18) 0.0332(6) Uani 1 1 d . . . . .
N2 N 0.0249(3) -0.0637(2) 0.32985(16) 0.0295(6) Uani 1 1 d . . . . .
O6 O 0.3452(3) 0.0841(2) 0.00136(17) 0.0493(7) Uani 1 1 d . . . . .
C16 C 0.0995(4) 0.2211(3) 0.3173(2) 0.0330(7) Uani 1 1 d . . . . .
C23 C -0.0500(4) -0.1745(3) 0.0846(2) 0.0325(7) Uani 1 1 d . . . . .
C24 C -0.0976(4) -0.2804(3) 0.0285(2) 0.0360(8) Uani 1 1 d . . . . .
C27 C -0.1847(6) -0.4749(3) -0.0721(3) 0.0589(12) Uani 1 1 d . . . . .
C22 C 0.2619(4) 0.3386(3) 0.4419(2) 0.0394(8) Uani 1 1 d . . . . .
H22 H 0.3115 0.2808 0.4509 0.047 Uiso 1 1 calc R U . . .
C6 C 0.1369(4) -0.1248(3) 0.3446(2) 0.0334(7) Uani 1 1 d . . . . .
N3 N 0.2625(3) -0.0808(2) 0.22095(17) 0.0325(6) Uani 1 1 d . . . . .
C17 C 0.1444(4) 0.3265(3) 0.3763(2) 0.0339(7) Uani 1 1 d . . . . .
C2 C 0.5096(4) -0.1389(3) 0.1779(3) 0.0428(9) Uani 1 1 d . . . . .
H2 H 0.5881 -0.1413 0.1390 0.051 Uiso 1 1 calc R U . . .
C19 C 0.1159(4) 0.5109(3) 0.4146(3) 0.0482(9) Uani 1 1 d . . . . .
H19 H 0.0668 0.5688 0.4057 0.058 Uiso 1 1 calc R U . . .
C1 C 0.3788(4) -0.0872(3) 0.1671(2) 0.0388(8) Uani 1 1 d . . . . .
H1 H 0.3712 -0.0549 0.1196 0.047 Uiso 1 1 calc R U . . .
C15 C -0.3120(4) 0.1109(3) 0.2661(2) 0.0396(8) Uani 1 1 d . . . . .
H15 H -0.2971 0.1426 0.2190 0.048 Uiso 1 1 calc R U . . .
C21 C 0.3065(4) 0.4358(3) 0.4945(2) 0.0434(9) Uani 1 1 d . . . . .
H21 H 0.3849 0.4437 0.5390 0.052 Uiso 1 1 calc R U . . .
C26 C -0.2553(6) -0.4379(3) 0.0045(3) 0.0661(13) Uani 1 1 d . . . . .
H26 H -0.3322 -0.4779 0.0221 0.079 Uiso 1 1 calc R U . . .
C11 C -0.2205(4) 0.0092(3) 0.3580(2) 0.0346(7) Uani 1 1 d . . . . .
C7 C 0.1248(5) -0.1828(3) 0.4081(3) 0.0500(10) Uani 1 1 d . . . . .
H7 H 0.2025 -0.2259 0.4167 0.060 Uiso 1 1 calc R U . . .
C30 C 0.3171(4) 0.1319(3) 0.0772(2) 0.0329(7) Uani 1 1 d . . . . .
C31 C 0.4099(4) 0.2316(3) 0.1196(2) 0.0338(7) Uani 1 1 d . . . . .
C20 C 0.2331(4) 0.5208(3) 0.4799(2) 0.0403(8) Uani 1 1 d . . . . .
C29 C -0.0311(5) -0.3191(3) -0.0505(3) 0.0519(10) Uani 1 1 d . . . . .
H29 H 0.0425 -0.2785 -0.0702 0.062 Uiso 1 1 calc R U . . .
C35 C 0.6350(5) 0.3430(3) 0.1265(3) 0.0597(12) Uani 1 1 d . . . . .
H35 H 0.7292 0.3569 0.1053 0.072 Uiso 1 1 calc R U . . .
C5 C 0.2715(4) -0.1300(3) 0.2886(2) 0.0323(7) Uani 1 1 d . . . . .
C12 C -0.3513(4) 0.0263(3) 0.4073(3) 0.0460(9) Uani 1 1 d . . . . .
H12 H -0.3615 -0.0017 0.4570 0.055 Uiso 1 1 calc R U . . .
C33 C 0.4412(5) 0.3932(3) 0.2301(3) 0.0504(10) Uani 1 1 d . . . . .
H33 H 0.4042 0.4407 0.2778 0.060 Uiso 1 1 calc R U . . .
C34 C 0.5807(4) 0.4114(3) 0.1976(3) 0.0458(9) Uani 1 1 d . . . . .
C8 C 0.0007(5) -0.1774(4) 0.4579(3) 0.0637(13) Uani 1 1 d . . . . .
H8 H -0.0066 -0.2156 0.5013 0.076 Uiso 1 1 calc R U . . .
C13 C -0.4636(4) 0.0840(3) 0.3822(3) 0.0485(10) Uani 1 1 d . . . . .
H13 H -0.5516 0.0943 0.4139 0.058 Uiso 1 1 calc R U . . .
C10 C -0.0991(4) -0.0585(3) 0.3782(2) 0.0349(7) Uani 1 1 d . . . . .
C36 C 0.5495(4) 0.2533(3) 0.0865(3) 0.0507(10) Uani 1 1 d . . . . .
H36 H 0.5850 0.2073 0.0374 0.061 Uiso 1 1 calc R U . . .
C3 C 0.5196(4) -0.1869(3) 0.2482(3) 0.0475(9) Uani 1 1 d . . . . .
H3 H 0.6066 -0.2213 0.2585 0.057 Uiso 1 1 calc R U . . .
C9 C -0.1137(5) -0.1150(3) 0.4432(3) 0.0539(11) Uani 1 1 d . . . . .
H9 H -0.2002 -0.1104 0.4764 0.065 Uiso 1 1 calc R U . . .
C25 C -0.2113(5) -0.3389(3) 0.0567(3) 0.0555(11) Uani 1 1 d . . . . .
H25 H -0.2579 -0.3127 0.1097 0.067 Uiso 1 1 calc R U . . .
C14 C -0.4463(4) 0.1267(3) 0.3102(2) 0.0419(9) Uani 1 1 d . . . . .
H14 H -0.5224 0.1652 0.2914 0.050 Uiso 1 1 calc R U . . .
C4 C 0.3985(4) -0.1832(3) 0.3035(2) 0.0427(9) Uani 1 1 d . . . . .
H4 H 0.4029 -0.2165 0.3505 0.051 Uiso 1 1 calc R U . . .
C18 C 0.0732(4) 0.4133(3) 0.3627(2) 0.0431(9) Uani 1 1 d . . . . .
H18 H -0.0046 0.4057 0.3179 0.052 Uiso 1 1 calc R U . . .
C32 C 0.3580(4) 0.3027(3) 0.1900(2) 0.0459(9) Uani 1 1 d . . . . .
H32 H 0.2636 0.2893 0.2113 0.055 Uiso 1 1 calc R U . . .
C28 C -0.0726(6) -0.4177(4) -0.1009(3) 0.0655(13) Uani 1 1 d . . . . .
H28 H -0.0253 -0.4447 -0.1534 0.079 Uiso 1 1 calc R U . . .
HW1A H -0.201(4) 0.022(3) 0.063(2) 0.035(11) Uiso 1 1 d . . . . .
HW1B H -0.107(5) 0.085(4) 0.049(3) 0.067(16) Uiso 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
Gd1 O5 2.302(2) . ?
Gd1 OW1 2.381(3) . ?
Gd1 O3 2.459(2) . ?
Gd1 O1 2.483(2) . ?
Gd1 O2 2.488(2) . ?
Gd1 O4 2.523(2) . ?
Gd1 N3 2.550(3) . ?
Gd1 N1 2.576(3) . ?
Gd1 N2 2.613(3) . ?
Gd1 C16 2.834(3) . ?
Gd1 C23 2.860(3) . ?
Br1 C20 1.901(4) . ?
Br3 C34 1.905(4) . ?
Br2 C27 1.900(4) . ?
O2 C16 1.265(4) . ?
O5 C30 1.274(4) . ?
O1 C16 1.257(4) . ?
O4 C23 1.270(4) . ?
OW1 HW1A 0.75(4) . ?
OW1 HW1B 0.80(4) . ?
O3 C23 1.260(4) . ?
N1 C15 1.338(4) . ?
N1 C11 1.340(4) . ?
N2 C10 1.342(4) . ?
N2 C6 1.342(4) . ?
O6 C30 1.233(4) . ?
C16 C17 1.506(5) . ?
C23 C24 1.500(5) . ?
C24 C29 1.373(5) . ?
C24 C25 1.386(5) . ?
C27 C26 1.356(6) . ?
C27 C28 1.370(6) . ?
C22 C17 1.383(5) . ?
C22 C21 1.384(5) . ?
C22 H22 0.9300 . ?
C6 C7 1.381(5) . ?
C6 C5 1.488(5) . ?
N3 C1 1.338(4) . ?
N3 C5 1.351(4) . ?
C17 C18 1.384(5) . ?
C2 C3 1.378(5) . ?
C2 C1 1.381(5) . ?
C2 H2 0.9300 . ?
C19 C20 1.380(5) . ?
C19 C18 1.381(5) . ?
C19 H19 0.9300 . ?
C1 H1 0.9300 . ?
C15 C14 1.385(5) . ?
C15 H15 0.9300 . ?
C21 C20 1.377(5) . ?
C21 H21 0.9300 . ?
C26 C25 1.399(6) . ?
C26 H26 0.9300 . ?
C11 C12 1.402(5) . ?
C11 C10 1.486(5) . ?
C7 C8 1.356(5) . ?
C7 H7 0.9300 . ?
C30 C31 1.516(5) . ?
C31 C32 1.370(5) . ?
C31 C36 1.392(5) . ?
C29 C28 1.382(6) . ?
C29 H29 0.9300 . ?
C35 C34 1.368(6) . ?
C35 C36 1.377(5) . ?
C35 H35 0.9300 . ?
C5 C4 1.379(5) . ?
C12 C13 1.366(5) . ?
C12 H12 0.9300 . ?
C33 C34 1.376(5) . ?
C33 C32 1.377(5) . ?
C33 H33 0.9300 . ?
C8 C9 1.369(6) . ?
C8 H8 0.9300 . ?
C13 C14 1.367(5) . ?
C13 H13 0.9300 . ?
C10 C9 1.389(5) . ?
C36 H36 0.9300 . ?
C3 C4 1.388(5) . ?
C3 H3 0.9300 . ?
C9 H9 0.9300 . ?
C25 H25 0.9300 . ?
C14 H14 0.9300 . ?
C4 H4 0.9300 . ?
C18 H18 0.9300 . ?
C32 H32 0.9300 . ?
C28 H28 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O5 Gd1 OW1 85.14(9) . . ?
O5 Gd1 O3 133.74(8) . . ?
OW1 Gd1 O3 80.96(9) . . ?
O5 Gd1 O1 76.74(8) . . ?
OW1 Gd1 O1 77.11(9) . . ?
O3 Gd1 O1 140.38(8) . . ?
O5 Gd1 O2 83.35(8) . . ?
OW1 Gd1 O2 129.86(9) . . ?
O3 Gd1 O2 137.50(8) . . ?
O1 Gd1 O2 52.75(8) . . ?
O5 Gd1 O4 81.49(8) . . ?
OW1 Gd1 O4 75.87(8) . . ?
O3 Gd1 O4 52.37(7) . . ?
O1 Gd1 O4 146.44(8) . . ?
O2 Gd1 O4 148.66(8) . . ?
O5 Gd1 N3 81.62(9) . . ?
OW1 Gd1 N3 145.48(9) . . ?
O3 Gd1 N3 85.49(8) . . ?
O1 Gd1 N3 129.54(8) . . ?
O2 Gd1 N3 80.04(8) . . ?
O4 Gd1 N3 70.73(8) . . ?
O5 Gd1 N1 145.81(9) . . ?
OW1 Gd1 N1 79.77(9) . . ?
O3 Gd1 N1 73.84(8) . . ?
O1 Gd1 N1 70.09(8) . . ?
O2 Gd1 N1 83.16(8) . . ?
O4 Gd1 N1 123.30(8) . . ?
N3 Gd1 N1 126.38(9) . . ?
O5 Gd1 N2 138.91(9) . . ?
OW1 Gd1 N2 135.94(9) . . ?
O3 Gd1 N2 67.40(8) . . ?
O1 Gd1 N2 108.34(8) . . ?
O2 Gd1 N2 70.36(8) . . ?
O4 Gd1 N2 104.88(8) . . ?
N3 Gd1 N2 63.53(8) . . ?
N1 Gd1 N2 62.86(8) . . ?
O5 Gd1 C16 77.76(9) . . ?
OW1 Gd1 C16 103.38(10) . . ?
O3 Gd1 C16 148.42(8) . . ?
O1 Gd1 C16 26.31(9) . . ?
O2 Gd1 C16 26.49(9) . . ?
O4 Gd1 C16 159.21(8) . . ?
N3 Gd1 C16 104.71(9) . . ?
N1 Gd1 C16 76.20(9) . . ?
N2 Gd1 C16 90.15(9) . . ?
O5 Gd1 C23 107.79(9) . . ?
OW1 Gd1 C23 77.08(9) . . ?
O3 Gd1 C23 26.01(8) . . ?
O1 Gd1 C23 153.27(9) . . ?
O2 Gd1 C23 152.43(9) . . ?
O4 Gd1 C23 26.35(8) . . ?
N3 Gd1 C23 76.91(9) . . ?
N1 Gd1 C23 98.51(9) . . ?
N2 Gd1 C23 85.82(9) . . ?
C16 Gd1 C23 174.43(9) . . ?
C16 O2 Gd1 92.2(2) . . ?
C30 O5 Gd1 170.9(2) . . ?
C16 O1 Gd1 92.6(2) . . ?
C23 O4 Gd1 91.81(19) . . ?
Gd1 OW1 HW1A 120(3) . . ?
Gd1 OW1 HW1B 115(3) . . ?
HW1A OW1 HW1B 102(4) . . ?
C23 O3 Gd1 95.10(19) . . ?
C15 N1 C11 119.0(3) . . ?
C15 N1 Gd1 118.9(2) . . ?
C11 N1 Gd1 122.1(2) . . ?
C10 N2 C6 119.2(3) . . ?
C10 N2 Gd1 120.7(2) . . ?
C6 N2 Gd1 119.7(2) . . ?
O1 C16 O2 122.2(3) . . ?
O1 C16 C17 118.8(3) . . ?
O2 C16 C17 118.9(3) . . ?
O1 C16 Gd1 61.07(17) . . ?
O2 C16 Gd1 61.31(17) . . ?
C17 C16 Gd1 174.8(2) . . ?
O3 C23 O4 120.7(3) . . ?
O3 C23 C24 119.5(3) . . ?
O4 C23 C24 119.8(3) . . ?
O3 C23 Gd1 58.89(17) . . ?
O4 C23 Gd1 61.83(17) . . ?
C24 C23 Gd1 178.3(2) . . ?
C29 C24 C25 120.0(3) . . ?
C29 C24 C23 120.7(3) . . ?
C25 C24 C23 119.2(3) . . ?
C26 C27 C28 122.0(4) . . ?
C26 C27 Br2 119.0(4) . . ?
C28 C27 Br2 119.0(4) . . ?
C17 C22 C21 120.7(3) . . ?
C17 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
N2 C6 C7 120.8(3) . . ?
N2 C6 C5 117.7(3) . . ?
C7 C6 C5 121.6(3) . . ?
C1 N3 C5 118.2(3) . . ?
C1 N3 Gd1 119.6(2) . . ?
C5 N3 Gd1 122.2(2) . . ?
C22 C17 C18 119.1(3) . . ?
C22 C17 C16 120.6(3) . . ?
C18 C17 C16 120.2(3) . . ?
C3 C2 C1 117.6(3) . . ?
C3 C2 H2 121.2 . . ?
C1 C2 H2 121.2 . . ?
C20 C19 C18 118.7(4) . . ?
C20 C19 H19 120.7 . . ?
C18 C19 H19 120.7 . . ?
N3 C1 C2 123.9(3) . . ?
N3 C1 H1 118.1 . . ?
C2 C1 H1 118.1 . . ?
N1 C15 C14 123.0(3) . . ?
N1 C15 H15 118.5 . . ?
C14 C15 H15 118.5 . . ?
C20 C21 C22 119.0(3) . . ?
C20 C21 H21 120.5 . . ?
C22 C21 H21 120.5 . . ?
C27 C26 C25 119.3(4) . . ?
C27 C26 H26 120.3 . . ?
C25 C26 H26 120.3 . . ?
N1 C11 C12 120.4(3) . . ?
N1 C11 C10 117.2(3) . . ?
C12 C11 C10 122.5(3) . . ?
C8 C7 C6 120.6(4) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
O6 C30 O5 124.8(3) . . ?
O6 C30 C31 118.8(3) . . ?
O5 C30 C31 116.4(3) . . ?
C32 C31 C36 118.6(3) . . ?
C32 C31 C30 121.2(3) . . ?
C36 C31 C30 120.2(3) . . ?
C21 C20 C19 121.5(3) . . ?
C21 C20 Br1 118.7(3) . . ?
C19 C20 Br1 119.8(3) . . ?
C24 C29 C28 120.5(4) . . ?
C24 C29 H29 119.7 . . ?
C28 C29 H29 119.7 . . ?
C34 C35 C36 119.7(4) . . ?
C34 C35 H35 120.1 . . ?
C36 C35 H35 120.1 . . ?
N3 C5 C4 121.2(3) . . ?
N3 C5 C6 116.6(3) . . ?
C4 C5 C6 122.3(3) . . ?
C13 C12 C11 119.8(4) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C34 C33 C32 118.1(4) . . ?
C34 C33 H33 121.0 . . ?
C32 C33 H33 121.0 . . ?
C35 C34 C33 121.4(4) . . ?
C35 C34 Br3 118.9(3) . . ?
C33 C34 Br3 119.7(3) . . ?
C7 C8 C9 118.9(4) . . ?
C7 C8 H8 120.6 . . ?
C9 C8 H8 120.6 . . ?
C12 C13 C14 119.7(3) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
N2 C10 C9 121.4(3) . . ?
N2 C10 C11 116.9(3) . . ?
C9 C10 C11 121.8(3) . . ?
C35 C36 C31 120.0(4) . . ?
C35 C36 H36 120.0 . . ?
C31 C36 H36 120.0 . . ?
C2 C3 C4 119.3(3) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C8 C9 C10 119.2(4) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 H9 120.4 . . ?
C24 C25 C26 119.2(4) . . ?
C24 C25 H25 120.4 . . ?
C26 C25 H25 120.4 . . ?
C13 C14 C15 118.0(4) . . ?
C13 C14 H14 121.0 . . ?
C15 C14 H14 121.0 . . ?
C5 C4 C3 119.8(3) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C19 C18 C17 121.0(3) . . ?
C19 C18 H18 119.5 . . ?
C17 C18 H18 119.5 . . ?
C31 C32 C33 122.1(3) . . ?
C31 C32 H32 118.9 . . ?
C33 C32 H32 118.9 . . ?
C27 C28 C29 118.9(4) . . ?
C27 C28 H28 120.6 . . ?
C29 C28 H28 120.6 . . ?

_refine_diff_density_max         1.211
_refine_diff_density_min         -0.982
_refine_diff_density_rms         0.112

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_Complex_4Prime
_database_code_depnum_ccdc_archive 'CCDC 1514960'
_audit_update_record             
;
2016-11-03 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C72 H47 Br6 N6 Nd2 O14'
_exptl_crystal_recrystallization_method Hydrothermal
_chemical_melting_point          ?

_exptl_crystal_description       Plate
_exptl_crystal_colour            Yellow
_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         1988.04

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Nd Nd -0.1943 3.0179 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           52
_space_group_name_H-M_alt        'P n n a'
_space_group_name_Hall           '-P 2a 2bc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   25.0965(17)
_cell_length_b                   29.647(2)
_cell_length_c                   9.6050(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7146.5(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    81461
_cell_measurement_theta_min      4.540
_cell_measurement_theta_max      51.392
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.849
_exptl_crystal_F_000             3856
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.416
_exptl_crystal_size_mid          0.253
_exptl_crystal_size_min          0.074
_exptl_absorpt_coefficient_mu    4.860
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5046
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (2015)'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              Siemens
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            76716
_diffrn_reflns_av_unetI/netI     0.0217
_diffrn_reflns_av_R_equivalents  0.0464
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.374
_diffrn_reflns_theta_max         25.695
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6808
_reflns_number_gt                5084
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'Superflip (Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WinGX (farrugia, 2012)'
_computing_publication_material  'Crystal Maker (Palmer, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0300P)²+19.8980P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6808
_refine_ls_number_parameters     459
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0562
_refine_ls_R_factor_gt           0.0364
_refine_ls_wR_factor_ref         0.0858
_refine_ls_wR_factor_gt          0.0785
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_restrained_S_all      1.118
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Nd1 Nd 0.03830(2) 0.2500 0.2500 0.02330(9) Uani 1 2 d S T P . .
Nd2 Nd 0.24331(2) 0.2500 0.2500 0.02529(9) Uani 1 2 d S T P . .
Br2 Br 0.16334(3) 0.53505(2) 0.17040(14) 0.1169(4) Uani 1 1 d . . . A 1
Br3 Br -0.00845(3) -0.03421(2) 0.31263(9) 0.0761(2) Uani 1 1 d . . . . .
Br1 Br 0.16030(3) 0.47626(2) -0.31661(9) 0.0807(2) Uani 1 1 d . . . . .
O4 O 0.09844(12) 0.31246(10) 0.2107(3) 0.0351(8) Uani 1 1 d . . . . .
O3 O 0.17964(12) 0.30814(10) 0.3030(4) 0.0357(7) Uani 1 1 d . . . . .
O5 O 0.00298(11) 0.18656(10) 0.1163(3) 0.0330(7) Uani 1 1 d . . . . .
OW1 O 0.09025(15) 0.25737(14) 0.4794(4) 0.0384(9) Uani 1 1 d . . . . .
O1 O 0.27110(12) 0.31315(11) 0.0942(3) 0.0377(8) Uani 1 1 d . . . . .
O6 O 0.05779(16) 0.15778(11) -0.0431(4) 0.0516(10) Uani 1 1 d . . . . .
O2 O 0.20316(12) 0.27347(11) 0.0152(4) 0.0398(8) Uani 1 1 d . . . . .
N1 N 0.29338(14) 0.19885(12) 0.0685(4) 0.0313(9) Uani 1 1 d . . . . .
N2 N 0.35001(19) 0.2500 0.2500 0.0303(11) Uani 1 2 d S T P . .
N4 N -0.06796(16) 0.2500 0.2500 0.0245(10) Uani 1 2 d S T P . .
N3 N -0.01167(14) 0.29901(12) 0.0619(4) 0.0305(8) Uani 1 1 d . . . . .
C10 C 0.21412(17) 0.34888(15) -0.0698(5) 0.0317(10) Uani 1 1 d . . . . .
C25 C -0.0218(2) 0.10104(16) 0.2178(5) 0.0426(13) Uani 1 1 d . . . . .
H25 H -0.0408 0.1257 0.2511 0.051 Uiso 1 1 calc R U . . .
C30 C 0.01704(19) 0.32260(15) -0.0309(5) 0.0359(11) Uani 1 1 d . . . . .
H30 H 0.0536 0.3175 -0.0350 0.043 Uiso 1 1 calc R U . . .
C29 C 0.0424(2) 0.07018(16) 0.0611(6) 0.0439(13) Uani 1 1 d . . . . .
H29 H 0.0664 0.0739 -0.0116 0.053 Uiso 1 1 calc R U . . .
C32 C -0.0590(2) 0.36170(17) -0.1136(6) 0.0540(15) Uani 1 1 d . . . . .
H32 H -0.0748 0.3832 -0.1707 0.065 Uiso 1 1 calc R U . . .
C36 C -0.15112(18) 0.27715(19) 0.1602(6) 0.0443(13) Uani 1 1 d . . . . .
H36 H -0.1689 0.2958 0.0978 0.053 Uiso 1 1 calc R U . . .
C34 C -0.06467(17) 0.30556(15) 0.0656(5) 0.0321(10) Uani 1 1 d . . . . .
C31 C -0.0048(2) 0.35398(16) -0.1207(6) 0.0439(13) Uani 1 1 d . . . . .
H31 H 0.0164 0.3695 -0.1841 0.053 Uiso 1 1 calc R U . . .
C1 C 0.2648(2) 0.17269(18) -0.0183(5) 0.0418(12) Uani 1 1 d . . . . .
H1 H 0.2284 0.1781 -0.0258 0.050 Uiso 1 1 calc R U . . .
C2 C 0.2860(2) 0.1388(2) -0.0958(6) 0.0560(15) Uani 1 1 d . . . . .
H2 H 0.2647 0.1216 -0.1548 0.067 Uiso 1 1 calc R U . . .
C6 C 0.37726(16) 0.22244(14) 0.1644(5) 0.0275(10) Uani 1 1 d . . . . .
C26 C -0.0302(2) 0.05874(17) 0.2767(6) 0.0489(14) Uani 1 1 d . . . . .
H26 H -0.0549 0.0546 0.3478 0.059 Uiso 1 1 calc R U . . .
C17 C 0.14724(16) 0.37995(15) 0.2309(5) 0.0300(10) Uani 1 1 d . . . . .
C23 C 0.02626(18) 0.15378(15) 0.0559(5) 0.0328(10) Uani 1 1 d . . . . .
C9 C 0.23064(18) 0.30915(16) 0.0172(5) 0.0338(11) Uani 1 1 d . . . . .
C24 C 0.01418(17) 0.10708(15) 0.1111(5) 0.0324(10) Uani 1 1 d . . . . .
C3 C 0.3399(2) 0.1304(2) -0.0847(7) 0.0653(18) Uani 1 1 d . . . . .
H3 H 0.3553 0.1067 -0.1336 0.078 Uiso 1 1 calc R U . . .
C16 C 0.14140(16) 0.32974(14) 0.2499(5) 0.0284(9) Uani 1 1 d . . . . .
C35 C -0.09565(17) 0.27679(15) 0.1624(5) 0.0333(11) Uani 1 1 d . . . . .
C5 C 0.34627(17) 0.19176(15) 0.0738(5) 0.0323(10) Uani 1 1 d . . . . .
C7 C 0.43274(17) 0.22281(15) 0.1590(5) 0.0343(11) Uani 1 1 d . . . . .
H7 H 0.4513 0.2051 0.0954 0.041 Uiso 1 1 calc R U . . .
C22 C 0.1861(2) 0.40365(17) 0.3017(6) 0.0476(13) Uani 1 1 d . . . . .
H22 H 0.2093 0.3885 0.3608 0.057 Uiso 1 1 calc R U . . .
C18 C 0.11379(18) 0.40288(16) 0.1408(5) 0.0388(12) Uani 1 1 d . . . . .
H18 H 0.0874 0.3870 0.0937 0.047 Uiso 1 1 calc R U . . .
C15 C 0.23878(19) 0.39005(16) -0.0497(5) 0.0391(12) Uani 1 1 d . . . . .
H15 H 0.2668 0.3924 0.0131 0.047 Uiso 1 1 calc R U . . .
C14 C 0.2220(2) 0.42762(17) -0.1222(6) 0.0448(13) Uani 1 1 d . . . . .
H14 H 0.2382 0.4554 -0.1067 0.054 Uiso 1 1 calc R U . . .
C13 C 0.1817(2) 0.42410(18) -0.2168(6) 0.0469(14) Uani 1 1 d . . . . .
C20 C 0.1570(2) 0.47149(17) 0.1954(8) 0.0554(16) Uani 1 1 d . . . . .
C12 C 0.1563(2) 0.38335(19) -0.2411(6) 0.0455(12) Uani 1 1 d . . . . .
H12 H 0.1291 0.3811 -0.3065 0.055 Uiso 1 1 calc R U . . .
C27 C -0.0007(2) 0.02318(16) 0.2257(6) 0.0479(14) Uani 1 1 d . . . . .
C33 C -0.0893(2) 0.33718(16) -0.0209(6) 0.0454(13) Uani 1 1 d . . . . .
H33 H -0.1259 0.3417 -0.0159 0.054 Uiso 1 1 calc R U . . .
C28 C 0.0347(2) 0.02789(17) 0.1191(6) 0.0483(14) Uani 1 1 d . . . . .
H28 H 0.0535 0.0031 0.0858 0.058 Uiso 1 1 calc R U . . .
C11 C 0.17255(19) 0.34597(17) -0.1653(5) 0.0404(12) Uani 1 1 d . . . . .
H11 H 0.1554 0.3185 -0.1785 0.049 Uiso 1 1 calc R U . . .
C8 C 0.4585(2) 0.2500 0.2500 0.0348(15) Uani 1 2 d S TU P . .
C37 C -0.1803(3) 0.2500 0.2500 0.0459(18) Uani 1 2 d S T P . .
H37 H -0.2173 0.2500 0.2500 0.055 Uiso 1 2 calc R U P . .
C19 C 0.1186(2) 0.44869(18) 0.1191(6) 0.0513(14) Uani 1 1 d . . . . .
H19 H 0.0968 0.4637 0.0559 0.062 Uiso 1 1 calc R U . . .
C4 C 0.3702(2) 0.1574(2) -0.0011(7) 0.0563(16) Uani 1 1 d . . . . .
H4 H 0.4068 0.1527 0.0056 0.068 Uiso 1 1 calc R U . . .
C21 C 0.1907(2) 0.45006(18) 0.2850(7) 0.0607(18) Uani 1 1 d . . . . .
H21 H 0.2163 0.4662 0.3341 0.073 Uiso 1 1 calc R U . . .
HW1A H 0.090(3) 0.2755(18) 0.505(7) 0.05(2) Uiso 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
Nd1 O4 2.418(3) 4 ?
Nd1 O4 2.419(3) . ?
Nd1 O5 2.444(3) . ?
Nd1 O5 2.444(3) 4 ?
Nd1 OW1 2.569(4) 4 ?
Nd1 OW1 2.569(4) . ?
Nd1 N3 2.636(4) . ?
Nd1 N3 2.636(4) 4 ?
Nd1 N4 2.667(4) . ?
Nd2 O3 2.405(3) 4 ?
Nd2 O3 2.405(3) . ?
Nd2 O1 2.496(3) . ?
Nd2 O1 2.496(3) 4 ?
Nd2 O2 2.566(3) 4 ?
Nd2 O2 2.566(3) . ?
Nd2 N1 2.630(4) . ?
Nd2 N1 2.630(4) 4 ?
Nd2 N2 2.678(5) . ?
Nd2 C9 2.859(5) . ?
Nd2 C9 2.859(5) 4 ?
Br2 C20 1.906(5) . ?
Br3 C27 1.905(5) . ?
Br1 C13 1.897(5) . ?
O4 C16 1.252(5) . ?
O3 C16 1.262(5) . ?
O5 C23 1.274(5) . ?
OW1 HW1A 0.59(5) . ?
O1 C9 1.262(5) . ?
O6 C23 1.243(6) . ?
O2 C9 1.263(5) . ?
N1 C5 1.345(5) . ?
N1 C1 1.346(6) . ?
N2 C6 1.346(5) 4 ?
N2 C6 1.346(5) . ?
N4 C35 1.350(5) 4 ?
N4 C35 1.350(5) . ?
N3 C30 1.343(6) . ?
N3 C34 1.345(5) . ?
C10 C15 1.382(6) . ?
C10 C11 1.392(7) . ?
C10 C9 1.503(6) . ?
C25 C24 1.378(7) . ?
C25 C26 1.392(7) . ?
C25 H25 0.9300 . ?
C30 C31 1.382(7) . ?
C30 H30 0.9300 . ?
C29 C28 1.385(7) . ?
C29 C24 1.388(6) . ?
C29 H29 0.9300 . ?
C32 C33 1.379(8) . ?
C32 C31 1.380(8) . ?
C32 H32 0.9300 . ?
C36 C37 1.388(6) . ?
C36 C35 1.392(6) . ?
C36 H36 0.9300 . ?
C34 C33 1.396(6) . ?
C34 C35 1.482(7) . ?
C31 H31 0.9300 . ?
C1 C2 1.360(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.377(8) . ?
C2 H2 0.9300 . ?
C6 C7 1.393(6) . ?
C6 C5 1.480(6) . ?
C26 C27 1.378(7) . ?
C26 H26 0.9300 . ?
C17 C22 1.380(7) . ?
C17 C18 1.384(6) . ?
C17 C16 1.507(6) . ?
C23 C24 1.513(6) . ?
C3 C4 1.366(8) . ?
C3 H3 0.9300 . ?
C5 C4 1.385(7) . ?
C7 C8 1.353(5) . ?
C7 H7 0.9300 . ?
C22 C21 1.390(7) . ?
C22 H22 0.9300 . ?
C18 C19 1.379(7) . ?
C18 H18 0.9300 . ?
C15 C14 1.379(7) . ?
C15 H15 0.9300 . ?
C14 C13 1.364(7) . ?
C14 H14 0.9300 . ?
C13 C12 1.386(8) . ?
C20 C21 1.364(9) . ?
C20 C19 1.388(8) . ?
C12 C11 1.387(7) . ?
C12 H12 0.9300 . ?
C27 C28 1.363(8) . ?
C33 H33 0.9300 . ?
C28 H28 0.9300 . ?
C11 H11 0.9300 . ?
C8 C7 1.353(5) 4 ?
C37 C36 1.388(6) 4 ?
C37 H37 0.9300 . ?
C19 H19 0.9300 . ?
C4 H4 0.9300 . ?
C21 H21 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Nd1 O4 102.79(15) 4 . ?
O4 Nd1 O5 73.69(10) 4 . ?
O4 Nd1 O5 137.19(11) . . ?
O4 Nd1 O5 137.19(11) 4 4 ?
O4 Nd1 O5 73.68(10) . 4 ?
O5 Nd1 O5 137.46(14) . 4 ?
O4 Nd1 OW1 75.65(11) 4 4 ?
O4 Nd1 OW1 67.33(12) . 4 ?
O5 Nd1 OW1 70.62(12) . 4 ?
O5 Nd1 OW1 134.43(11) 4 4 ?
O4 Nd1 OW1 67.33(12) 4 . ?
O4 Nd1 OW1 75.65(11) . . ?
O5 Nd1 OW1 134.43(11) . . ?
O5 Nd1 OW1 70.62(12) 4 . ?
OW1 Nd1 OW1 119.01(18) 4 . ?
O4 Nd1 N3 145.69(11) 4 . ?
O4 Nd1 N3 76.58(11) . . ?
O5 Nd1 N3 83.77(11) . . ?
O5 Nd1 N3 76.30(11) 4 . ?
OW1 Nd1 N3 72.59(12) 4 . ?
OW1 Nd1 N3 141.47(12) . . ?
O4 Nd1 N3 76.58(11) 4 4 ?
O4 Nd1 N3 145.69(11) . 4 ?
O5 Nd1 N3 76.30(11) . 4 ?
O5 Nd1 N3 83.77(11) 4 4 ?
OW1 Nd1 N3 141.47(12) 4 4 ?
OW1 Nd1 N3 72.58(12) . 4 ?
N3 Nd1 N3 123.17(16) . 4 ?
O4 Nd1 N4 128.61(7) 4 . ?
O4 Nd1 N4 128.61(7) . . ?
O5 Nd1 N4 68.73(7) . . ?
O5 Nd1 N4 68.73(7) 4 . ?
OW1 Nd1 N4 120.49(9) 4 . ?
OW1 Nd1 N4 120.49(9) . . ?
N3 Nd1 N4 61.58(8) . . ?
N3 Nd1 N4 61.59(8) 4 . ?
O3 Nd2 O3 96.72(15) 4 . ?
O3 Nd2 O1 126.61(11) 4 . ?
O3 Nd2 O1 77.00(11) . . ?
O3 Nd2 O1 77.00(11) 4 4 ?
O3 Nd2 O1 126.61(11) . 4 ?
O1 Nd2 O1 147.55(14) . 4 ?
O3 Nd2 O2 74.39(11) 4 4 ?
O3 Nd2 O2 75.37(11) . 4 ?
O1 Nd2 O2 147.13(10) . 4 ?
O1 Nd2 O2 51.65(10) 4 4 ?
O3 Nd2 O2 75.37(11) 4 . ?
O3 Nd2 O2 74.38(11) . . ?
O1 Nd2 O2 51.65(10) . . ?
O1 Nd2 O2 147.13(10) 4 . ?
O2 Nd2 O2 133.77(14) 4 . ?
O3 Nd2 N1 76.35(11) 4 . ?
O3 Nd2 N1 150.57(11) . . ?
O1 Nd2 N1 84.35(11) . . ?
O1 Nd2 N1 80.29(11) 4 . ?
O2 Nd2 N1 127.86(11) 4 . ?
O2 Nd2 N1 76.20(11) . . ?
O3 Nd2 N1 150.57(11) 4 4 ?
O3 Nd2 N1 76.35(11) . 4 ?
O1 Nd2 N1 80.29(11) . 4 ?
O1 Nd2 N1 84.35(11) 4 4 ?
O2 Nd2 N1 76.20(11) 4 4 ?
O2 Nd2 N1 127.86(11) . 4 ?
N1 Nd2 N1 122.92(16) . 4 ?
O3 Nd2 N2 131.64(7) 4 . ?
O3 Nd2 N2 131.64(7) . . ?
O1 Nd2 N2 73.77(7) . . ?
O1 Nd2 N2 73.77(7) 4 . ?
O2 Nd2 N2 113.12(7) 4 . ?
O2 Nd2 N2 113.12(7) . . ?
N1 Nd2 N2 61.46(8) . . ?
N1 Nd2 N2 61.46(8) 4 . ?
O3 Nd2 C9 101.55(13) 4 . ?
O3 Nd2 C9 69.64(12) . . ?
O1 Nd2 C9 26.14(11) . . ?
O1 Nd2 C9 163.71(12) 4 . ?
O2 Nd2 C9 144.08(11) 4 . ?
O2 Nd2 C9 26.21(11) . . ?
N1 Nd2 C9 83.59(12) . . ?
N1 Nd2 C9 102.58(13) 4 . ?
N2 Nd2 C9 96.38(9) . . ?
O3 Nd2 C9 69.64(12) 4 4 ?
O3 Nd2 C9 101.55(13) . 4 ?
O1 Nd2 C9 163.71(12) . 4 ?
O1 Nd2 C9 26.14(11) 4 4 ?
O2 Nd2 C9 26.22(11) 4 4 ?
O2 Nd2 C9 144.08(11) . 4 ?
N1 Nd2 C9 102.58(13) . 4 ?
N1 Nd2 C9 83.60(12) 4 4 ?
N2 Nd2 C9 96.38(9) . 4 ?
C9 Nd2 C9 167.24(18) . 4 ?
C16 O4 Nd1 143.5(3) . . ?
C16 O3 Nd2 141.6(3) . . ?
C23 O5 Nd1 131.3(3) . . ?
Nd1 OW1 HW1A 115(7) . . ?
C9 O1 Nd2 93.2(3) . . ?
C9 O2 Nd2 89.9(3) . . ?
C5 N1 C1 117.4(4) . . ?
C5 N1 Nd2 122.5(3) . . ?
C1 N1 Nd2 119.2(3) . . ?
C6 N2 C6 118.9(5) 4 . ?
C6 N2 Nd2 120.5(3) 4 . ?
C6 N2 Nd2 120.5(3) . . ?
C35 N4 C35 118.0(5) 4 . ?
C35 N4 Nd1 121.0(2) 4 . ?
C35 N4 Nd1 121.0(2) . . ?
C30 N3 C34 118.2(4) . . ?
C30 N3 Nd1 119.1(3) . . ?
C34 N3 Nd1 122.2(3) . . ?
C15 C10 C11 118.9(4) . . ?
C15 C10 C9 119.4(4) . . ?
C11 C10 C9 121.7(4) . . ?
C24 C25 C26 121.3(5) . . ?
C24 C25 H25 119.4 . . ?
C26 C25 H25 119.4 . . ?
N3 C30 C31 123.5(4) . . ?
N3 C30 H30 118.2 . . ?
C31 C30 H30 118.2 . . ?
C28 C29 C24 120.3(5) . . ?
C28 C29 H29 119.9 . . ?
C24 C29 H29 119.9 . . ?
C33 C32 C31 119.2(5) . . ?
C33 C32 H32 120.4 . . ?
C31 C32 H32 120.4 . . ?
C37 C36 C35 120.9(5) . . ?
C37 C36 H36 119.6 . . ?
C35 C36 H36 119.6 . . ?
N3 C34 C33 121.3(5) . . ?
N3 C34 C35 116.9(4) . . ?
C33 C34 C35 121.8(4) . . ?
C32 C31 C30 118.1(5) . . ?
C32 C31 H31 120.9 . . ?
C30 C31 H31 120.9 . . ?
N1 C1 C2 123.7(5) . . ?
N1 C1 H1 118.1 . . ?
C2 C1 H1 118.1 . . ?
C1 C2 C3 118.4(5) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 H2 120.8 . . ?
N2 C6 C7 121.7(4) . . ?
N2 C6 C5 117.7(4) . . ?
C7 C6 C5 120.5(4) . . ?
C27 C26 C25 117.6(5) . . ?
C27 C26 H26 121.2 . . ?
C25 C26 H26 121.2 . . ?
C22 C17 C18 119.1(4) . . ?
C22 C17 C16 120.8(4) . . ?
C18 C17 C16 120.1(4) . . ?
O6 C23 O5 124.6(4) . . ?
O6 C23 C24 118.9(4) . . ?
O5 C23 C24 116.5(4) . . ?
O1 C9 O2 121.8(4) . . ?
O1 C9 C10 118.3(4) . . ?
O2 C9 C10 119.8(4) . . ?
O1 C9 Nd2 60.7(2) . . ?
O2 C9 Nd2 63.8(2) . . ?
C10 C9 Nd2 161.2(3) . . ?
C25 C24 C29 119.2(4) . . ?
C25 C24 C23 120.7(4) . . ?
C29 C24 C23 119.9(4) . . ?
C4 C3 C2 119.2(5) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
O4 C16 O3 124.7(4) . . ?
O4 C16 C17 116.9(4) . . ?
O3 C16 C17 118.5(4) . . ?
N4 C35 C36 121.9(5) . . ?
N4 C35 C34 117.4(4) . . ?
C36 C35 C34 120.7(4) . . ?
N1 C5 C4 121.6(4) . . ?
N1 C5 C6 116.4(4) . . ?
C4 C5 C6 122.0(4) . . ?
C8 C7 C6 117.2(4) . . ?
C8 C7 H7 121.4 . . ?
C6 C7 H7 121.4 . . ?
C17 C22 C21 120.4(5) . . ?
C17 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C19 C18 C17 121.7(5) . . ?
C19 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
C14 C15 C10 120.4(5) . . ?
C14 C15 H15 119.8 . . ?
C10 C15 H15 119.8 . . ?
C13 C14 C15 120.1(5) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C14 C13 C12 121.3(5) . . ?
C14 C13 Br1 119.0(4) . . ?
C12 C13 Br1 119.7(4) . . ?
C21 C20 C19 122.5(5) . . ?
C21 C20 Br2 119.2(4) . . ?
C19 C20 Br2 118.2(4) . . ?
C13 C12 C11 118.2(5) . . ?
C13 C12 H12 120.9 . . ?
C11 C12 H12 120.9 . . ?
C28 C27 C26 122.6(5) . . ?
C28 C27 Br3 119.1(4) . . ?
C26 C27 Br3 118.2(4) . . ?
C32 C33 C34 119.6(5) . . ?
C32 C33 H33 120.2 . . ?
C34 C33 H33 120.2 . . ?
C27 C28 C29 119.0(5) . . ?
C27 C28 H28 120.5 . . ?
C29 C28 H28 120.5 . . ?
C12 C11 C10 121.1(5) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.5 . . ?
C7 C8 C7 122.9(5) 4 . ?
C36 C37 C36 116.4(6) . 4 ?
C36 C37 H37 121.8 . . ?
C36 C37 H37 121.8 4 . ?
C18 C19 C20 117.4(5) . . ?
C18 C19 H19 121.3 . . ?
C20 C19 H19 121.3 . . ?
C3 C4 C5 119.6(5) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C20 C21 C22 118.8(5) . . ?
C20 C21 H21 120.6 . . ?
C22 C21 H21 120.6 . . ?

_refine_diff_density_max         1.322
_refine_diff_density_min         -1.019
_refine_diff_density_rms         0.098

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_h-m   'P n n a'
_symmetry_int_tables_number      52
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_Complex_3Prime
_database_code_depnum_ccdc_archive 'CCDC 1514958'
_audit_update_record             
;
2016-11-03 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C72 H50 Br6 N6 O14 Pr2'
_exptl_crystal_recrystallization_method Hydrothermal
_chemical_melting_point          ?

_exptl_crystal_description       Plate
_exptl_crystal_colour            Yellow
_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         1984.46

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'
Pr Pr -0.2180 2.8214 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           52
_space_group_name_H-M_alt        'P n n a'
_space_group_name_Hall           '-P 2a 2bc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   25.1741(16)
_cell_length_b                   29.6104(19)
_cell_length_c                   9.5656(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7130.3(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    59462
_cell_measurement_theta_min      4.758
_cell_measurement_theta_max      50.652
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.849
_exptl_crystal_F_000             3856
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.154
_exptl_crystal_size_min          0.116
_exptl_absorpt_coefficient_mu    4.781
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5519
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (2015)'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              Siemens
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            55970
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_av_R_equivalents  0.0471
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.375
_diffrn_reflns_theta_max         25.367
_diffrn_reflns_theta_full        25.367
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6552
_reflns_number_gt                4815
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'Superflip (Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  'Crystal Maker (Palmer, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0516P)²+35.8326P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6552
_refine_ls_number_parameters     462
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0651
_refine_ls_R_factor_gt           0.0454
_refine_ls_wR_factor_ref         0.1223
_refine_ls_wR_factor_gt          0.1125
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C1 C 0.7334(3) 0.3279(2) -0.0190(7) 0.0440(16) Uani 1 1 d . . . . .
H1 H 0.7697 0.3225 -0.0268 0.053 Uiso 1 1 calc R U . . .
C2 C 0.7123(3) 0.3622(3) -0.0965(8) 0.057(2) Uani 1 1 d . . . . .
H2 H 0.7334 0.3796 -0.1553 0.068 Uiso 1 1 calc R U . . .
C3 C 0.6585(3) 0.3701(3) -0.0849(9) 0.066(2) Uani 1 1 d . . . . .
H3 H 0.6428 0.3937 -0.1341 0.079 Uiso 1 1 calc R U . . .
C4 C 0.6285(3) 0.3431(3) -0.0007(9) 0.057(2) Uani 1 1 d . . . . .
H4 H 0.5921 0.3479 0.0067 0.068 Uiso 1 1 calc R U . . .
C5 C 0.6523(2) 0.3085(2) 0.0738(7) 0.0349(14) Uani 1 1 d . . . . .
C6 C 0.6218(2) 0.27793(19) 0.1644(6) 0.0316(13) Uani 1 1 d . . . . .
C7 C 0.5667(2) 0.2773(2) 0.1588(7) 0.0400(15) Uani 1 1 d . . . . .
H7 H 0.5481 0.2949 0.0948 0.048 Uiso 1 1 calc R U . . .
C8 C 0.5410(3) 0.2500 0.2500 0.058(3) Uani 1 2 d S T P . .
H8 H 0.5041 0.2500 0.2500 0.070 Uiso 1 2 calc R U P . .
C9 C 0.7685(2) 0.1908(2) 0.0145(6) 0.0345(14) Uani 1 1 d . . . . .
C10 C 0.7851(2) 0.1506(2) -0.0711(6) 0.0337(13) Uani 1 1 d . . . . .
C11 C 0.8265(2) 0.1534(2) -0.1666(7) 0.0420(15) Uani 1 1 d . . . . .
H11 H 0.8435 0.1809 -0.1805 0.050 Uiso 1 1 calc R U . . .
C12 C 0.8430(3) 0.1158(3) -0.2416(8) 0.0492(17) Uani 1 1 d . . . . .
H12 H 0.8702 0.1180 -0.3069 0.059 Uiso 1 1 calc R U . . .
C13 C 0.8180(3) 0.0755(2) -0.2167(8) 0.0491(18) Uani 1 1 d . . . . .
C14 C 0.7773(3) 0.0718(2) -0.1212(8) 0.0485(17) Uani 1 1 d . . . . .
H14 H 0.7611 0.0440 -0.1052 0.058 Uiso 1 1 calc R U . . .
C15 C 0.7609(2) 0.1096(2) -0.0495(7) 0.0401(15) Uani 1 1 d . . . . .
H15 H 0.7332 0.1074 0.0143 0.048 Uiso 1 1 calc R U . . .
C16 C 0.8578(2) 0.1697(2) 0.2501(7) 0.0326(13) Uani 1 1 d . . . . .
C17 C 0.8521(2) 0.1195(2) 0.2319(7) 0.0349(14) Uani 1 1 d . . . . .
C18 C 0.8858(2) 0.0965(2) 0.1402(8) 0.0462(17) Uani 1 1 d . . . . .
H18 H 0.9119 0.1125 0.0922 0.055 Uiso 1 1 calc R U . . .
C19 C 0.8810(3) 0.0509(2) 0.1195(9) 0.056(2) Uani 1 1 d . . . . .
H19 H 0.9026 0.0358 0.0557 0.067 Uiso 1 1 calc R U . . .
C20 C 0.8428(3) 0.0278(2) 0.1976(10) 0.061(2) Uani 1 1 d . . . . .
C21 C 0.8092(3) 0.0492(2) 0.2865(10) 0.061(2) Uani 1 1 d . . . . .
H21 H 0.7836 0.0331 0.3358 0.074 Uiso 1 1 calc R U . . .
C22 C 0.8136(3) 0.0954(2) 0.3028(9) 0.0515(18) Uani 1 1 d . . . . .
H22 H 0.7904 0.1105 0.3623 0.062 Uiso 1 1 calc R U . . .
C23 C 0.9725(2) 0.3464(2) 0.0546(7) 0.0364(14) Uani 1 1 d . . . . .
C24 C 0.9845(2) 0.3930(2) 0.1098(7) 0.0384(15) Uani 1 1 d . . . . .
C25 C 1.0208(3) 0.3989(2) 0.2177(8) 0.0501(18) Uani 1 1 d . . . . .
H25 H 1.0395 0.3741 0.2511 0.060 Uiso 1 1 calc R U . . .
C26 C 1.0296(3) 0.4407(2) 0.2763(8) 0.055(2) Uani 1 1 d . . . . .
H26 H 1.0541 0.4446 0.3479 0.066 Uiso 1 1 calc R U . . .
C27 C 1.0008(3) 0.4764(2) 0.2251(8) 0.0529(19) Uani 1 1 d . . . . .
C28 C 0.9648(3) 0.4722(2) 0.1178(8) 0.0524(18) Uani 1 1 d . . . . .
H28 H 0.9460 0.4971 0.0851 0.063 Uiso 1 1 calc R U . . .
C29 C 0.9573(3) 0.4303(2) 0.0605(8) 0.0480(17) Uani 1 1 d . . . . .
H29 H 0.9334 0.4268 -0.0130 0.058 Uiso 1 1 calc R U . . .
C30 C 0.9825(3) 0.1770(2) -0.0324(7) 0.0417(16) Uani 1 1 d . . . . .
H30 H 0.9461 0.1822 -0.0370 0.050 Uiso 1 1 calc R U . . .
C31 C 1.0036(3) 0.1458(2) -0.1211(8) 0.0508(18) Uani 1 1 d . . . . .
H31 H 0.9823 0.1304 -0.1846 0.061 Uiso 1 1 calc R U . . .
C32 C 1.0583(3) 0.1378(2) -0.1140(9) 0.059(2) Uani 1 1 d . . . . .
H32 H 1.0741 0.1161 -0.1709 0.071 Uiso 1 1 calc R U . . .
C33 C 1.0884(3) 0.1624(2) -0.0213(8) 0.0503(18) Uani 1 1 d . . . . .
H33 H 1.1250 0.1580 -0.0167 0.060 Uiso 1 1 calc R U . . .
C34 C 1.0640(2) 0.1941(2) 0.0659(7) 0.0359(14) Uani 1 1 d . . . . .
C35 C 1.0947(2) 0.2231(2) 0.1619(6) 0.0366(15) Uani 1 1 d . . . . .
C36 C 1.1499(2) 0.2230(3) 0.1607(7) 0.0482(18) Uani 1 1 d . . . . .
H36 H 1.1674 0.2043 0.0979 0.058 Uiso 1 1 calc R U . . .
C37 C 1.1797(3) 0.2500 0.2500 0.041(2) Uani 1 2 d S T P . .
H37 H 1.2166 0.2500 0.2500 0.049 Uiso 1 2 calc R U P . .
N1 N 0.70521(18) 0.30155(17) 0.0679(5) 0.0355(12) Uani 1 1 d . . . . .
N2 N 0.6488(2) 0.2500 0.2500 0.0323(15) Uani 1 2 d S T P . .
N3 N 1.01099(18) 0.20084(16) 0.0617(5) 0.0348(11) Uani 1 1 d . . . . .
N4 N 1.0672(2) 0.2500 0.2500 0.0292(14) Uani 1 2 d S T P . .
O1 O 0.72804(15) 0.18668(14) 0.0920(4) 0.0394(10) Uani 1 1 d . . . . .
O2 O 0.79564(16) 0.22637(14) 0.0125(5) 0.0413(10) Uani 1 1 d . . . . .
O3 O 0.81909(15) 0.19096(14) 0.3036(5) 0.0377(10) Uani 1 1 d . . . . .
O4 O 0.89992(16) 0.18728(14) 0.2098(5) 0.0387(10) Uani 1 1 d . . . . .
O5 O 0.99537(15) 0.31369(13) 0.1147(5) 0.0369(10) Uani 1 1 d . . . . .
O6 O 0.9411(2) 0.34238(15) -0.0440(5) 0.0567(13) Uani 1 1 d . . . . .
OW1 O 0.9091(2) 0.25761(17) 0.0169(6) 0.0419(12) Uani 1 1 d . . . . .
Br1 Br 0.83940(4) 0.02262(3) -0.31583(13) 0.0838(3) Uani 1 1 d . . . . .
Br2 Br 0.83721(5) -0.03601(3) 0.1740(2) 0.1287(6) Uani 1 1 d . . . . .
Br3 Br 1.00878(4) 0.53407(3) 0.31249(12) 0.0825(3) Uani 1 1 d . . . . .
Pr1 Pr 0.96034(2) 0.2500 0.2500 0.02606(13) Uani 1 2 d S T P . .
Pr2 Pr 0.75588(2) 0.2500 0.2500 0.02702(13) Uani 1 2 d S T P . .
HW1A H 0.917(3) 0.286(2) -0.015(7) 0.05(2) Uiso 1 1 d . . . . .
HW1B H 0.884(3) 0.256(3) 0.027(10) 0.06(3) Uiso 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
C1 N1 1.343(8) . ?
C1 C2 1.365(10) . ?
C1 H1 0.9300 . ?
C2 C3 1.378(10) . ?
C2 H2 0.9300 . ?
C3 C4 1.363(10) . ?
C3 H3 0.9300 . ?
C4 C5 1.385(9) . ?
C4 H4 0.9300 . ?
C5 N1 1.349(7) . ?
C5 C6 1.470(8) . ?
C6 N2 1.347(6) . ?
C6 C7 1.389(8) . ?
C7 C8 1.353(7) . ?
C7 H7 0.9300 . ?
C8 C7 1.353(7) 4 ?
C8 H8 0.9300 . ?
C9 O2 1.256(7) . ?
C9 O1 1.265(7) . ?
C9 C10 1.504(8) . ?
C9 Pr2 2.872(6) . ?
C10 C15 1.372(8) . ?
C10 C11 1.389(9) . ?
C11 C12 1.387(9) . ?
C11 H11 0.9300 . ?
C12 C13 1.372(10) . ?
C12 H12 0.9300 . ?
C13 C14 1.377(10) . ?
C13 Br1 1.907(7) . ?
C14 C15 1.378(9) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 O4 1.244(7) . ?
C16 O3 1.268(7) . ?
C16 C17 1.502(8) . ?
C17 C22 1.380(9) . ?
C17 C18 1.397(9) . ?
C18 C19 1.370(9) . ?
C18 H18 0.9300 . ?
C19 C20 1.397(11) . ?
C19 H19 0.9300 . ?
C20 C21 1.358(11) . ?
C20 Br2 1.907(7) . ?
C21 C22 1.382(10) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 O6 1.237(8) . ?
C23 O5 1.265(7) . ?
C23 C24 1.508(9) . ?
C24 C29 1.382(9) . ?
C24 C25 1.388(9) . ?
C25 C26 1.377(10) . ?
C25 H25 0.9300 . ?
C26 C27 1.370(11) . ?
C26 H26 0.9300 . ?
C27 C28 1.376(11) . ?
C27 Br3 1.912(7) . ?
C28 C29 1.369(9) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C30 N3 1.351(8) . ?
C30 C31 1.362(9) . ?
C30 H30 0.9300 . ?
C31 C32 1.399(10) . ?
C31 H31 0.9300 . ?
C32 C33 1.377(11) . ?
C32 H32 0.9300 . ?
C33 C34 1.397(9) . ?
C33 H33 0.9300 . ?
C34 N3 1.350(7) . ?
C34 C35 1.477(9) . ?
C35 N4 1.349(7) . ?
C35 C36 1.390(8) . ?
C36 C37 1.390(8) . ?
C36 H36 0.9300 . ?
C37 C36 1.390(8) 4 ?
C37 H37 0.9300 . ?
N1 Pr2 2.644(5) . ?
N2 C6 1.347(6) 4 ?
N2 Pr2 2.696(6) . ?
N3 Pr1 2.643(5) . ?
N4 C35 1.349(7) 4 ?
N4 Pr1 2.691(6) . ?
O1 Pr2 2.508(4) . ?
O2 Pr2 2.579(4) . ?
O3 Pr2 2.419(4) . ?
O4 Pr1 2.431(4) . ?
O5 Pr1 2.452(4) . ?
OW1 Pr1 2.586(5) . ?
OW1 HW1A 0.93(7) . ?
OW1 HW1B 0.64(8) . ?
Pr1 O4 2.431(4) 4 ?
Pr1 O5 2.452(4) 4 ?
Pr1 OW1 2.586(5) 4 ?
Pr1 N3 2.643(5) 4 ?
Pr2 O3 2.419(4) 4 ?
Pr2 O1 2.508(4) 4 ?
Pr2 O2 2.579(4) 4 ?
Pr2 N1 2.644(5) 4 ?
Pr2 C9 2.872(6) 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
N1 C1 C2 124.2(6) . . ?
N1 C1 H1 117.9 . . ?
C2 C1 H1 117.9 . . ?
C1 C2 C3 117.8(7) . . ?
C1 C2 H2 121.1 . . ?
C3 C2 H2 121.1 . . ?
C4 C3 C2 119.4(7) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C3 C4 C5 119.9(7) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
N1 C5 C4 121.2(6) . . ?
N1 C5 C6 116.6(5) . . ?
C4 C5 C6 122.2(5) . . ?
N2 C6 C7 121.3(6) . . ?
N2 C6 C5 118.2(5) . . ?
C7 C6 C5 120.5(5) . . ?
C8 C7 C6 117.3(6) . . ?
C8 C7 H7 121.3 . . ?
C6 C7 H7 121.3 . . ?
C7 C8 C7 123.0(8) . 4 ?
C7 C8 H8 118.5 . . ?
C7 C8 H8 118.5 4 . ?
O2 C9 O1 121.9(6) . . ?
O2 C9 C10 120.3(5) . . ?
O1 C9 C10 117.7(5) . . ?
O2 C9 Pr2 63.9(3) . . ?
O1 C9 Pr2 60.7(3) . . ?
C10 C9 Pr2 160.2(4) . . ?
C15 C10 C11 119.0(6) . . ?
C15 C10 C9 119.7(5) . . ?
C11 C10 C9 121.3(6) . . ?
C12 C11 C10 121.1(6) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C13 C12 C11 118.2(6) . . ?
C13 C12 H12 120.9 . . ?
C11 C12 H12 120.9 . . ?
C12 C13 C14 121.7(6) . . ?
C12 C13 Br1 119.9(5) . . ?
C14 C13 Br1 118.4(5) . . ?
C13 C14 C15 119.2(6) . . ?
C13 C14 H14 120.4 . . ?
C15 C14 H14 120.4 . . ?
C10 C15 C14 120.8(6) . . ?
C10 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
O4 C16 O3 124.9(6) . . ?
O4 C16 C17 117.4(5) . . ?
O3 C16 C17 117.7(5) . . ?
C22 C17 C18 118.9(6) . . ?
C22 C17 C16 121.4(6) . . ?
C18 C17 C16 119.8(6) . . ?
C19 C18 C17 121.2(7) . . ?
C19 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C18 C19 C20 117.8(7) . . ?
C18 C19 H19 121.1 . . ?
C20 C19 H19 121.1 . . ?
C21 C20 C19 122.3(7) . . ?
C21 C20 Br2 119.4(6) . . ?
C19 C20 Br2 118.2(6) . . ?
C20 C21 C22 118.9(7) . . ?
C20 C21 H21 120.5 . . ?
C22 C21 H21 120.5 . . ?
C17 C22 C21 120.8(7) . . ?
C17 C22 H22 119.6 . . ?
C21 C22 H22 119.6 . . ?
O6 C23 O5 124.3(6) . . ?
O6 C23 C24 118.9(6) . . ?
O5 C23 C24 116.7(6) . . ?
C29 C24 C25 118.6(6) . . ?
C29 C24 C23 120.7(6) . . ?
C25 C24 C23 120.5(6) . . ?
C26 C25 C24 121.5(7) . . ?
C26 C25 H25 119.3 . . ?
C24 C25 H25 119.3 . . ?
C27 C26 C25 117.5(7) . . ?
C27 C26 H26 121.2 . . ?
C25 C26 H26 121.2 . . ?
C26 C27 C28 123.0(7) . . ?
C26 C27 Br3 118.5(6) . . ?
C28 C27 Br3 118.4(6) . . ?
C29 C28 C27 118.1(7) . . ?
C29 C28 H28 120.9 . . ?
C27 C28 H28 120.9 . . ?
C28 C29 C24 121.2(7) . . ?
C28 C29 H29 119.4 . . ?
C24 C29 H29 119.4 . . ?
N3 C30 C31 124.2(6) . . ?
N3 C30 H30 117.9 . . ?
C31 C30 H30 117.9 . . ?
C30 C31 C32 118.0(7) . . ?
C30 C31 H31 121.0 . . ?
C32 C31 H31 121.0 . . ?
C33 C32 C31 118.9(6) . . ?
C33 C32 H32 120.6 . . ?
C31 C32 H32 120.6 . . ?
C32 C33 C34 119.9(6) . . ?
C32 C33 H33 120.1 . . ?
C34 C33 H33 120.1 . . ?
N3 C34 C33 121.1(6) . . ?
N3 C34 C35 116.7(5) . . ?
C33 C34 C35 122.1(6) . . ?
N4 C35 C36 121.3(6) . . ?
N4 C35 C34 117.7(5) . . ?
C36 C35 C34 121.1(6) . . ?
C35 C36 C37 122.3(7) . . ?
C35 C36 H36 118.9 . . ?
C37 C36 H36 118.9 . . ?
C36 C37 C36 114.6(8) 4 . ?
C36 C37 H37 122.7 4 . ?
C36 C37 H37 122.7 . . ?
C1 N1 C5 117.3(5) . . ?
C1 N1 Pr2 119.2(4) . . ?
C5 N1 Pr2 122.5(4) . . ?
C6 N2 C6 119.4(7) 4 . ?
C6 N2 Pr2 120.3(3) 4 . ?
C6 N2 Pr2 120.3(3) . . ?
C34 N3 C30 117.9(5) . . ?
C34 N3 Pr1 122.6(4) . . ?
C30 N3 Pr1 119.1(4) . . ?
C35 N4 C35 118.4(7) . 4 ?
C35 N4 Pr1 120.8(3) . . ?
C35 N4 Pr1 120.8(3) 4 . ?
C9 O1 Pr2 93.2(3) . . ?
C9 O2 Pr2 90.2(4) . . ?
C16 O3 Pr2 141.2(4) . . ?
C16 O4 Pr1 143.6(4) . . ?
C23 O5 Pr1 131.6(4) . . ?
Pr1 OW1 HW1A 105(4) . . ?
Pr1 OW1 HW1B 110(9) . . ?
HW1A OW1 HW1B 110(9) . . ?
O4 Pr1 O4 102.5(2) . 4 ?
O4 Pr1 O5 136.82(15) . . ?
O4 Pr1 O5 73.80(14) 4 . ?
O4 Pr1 O5 73.79(14) . 4 ?
O4 Pr1 O5 136.82(15) 4 4 ?
O5 Pr1 O5 137.83(19) . 4 ?
O4 Pr1 OW1 75.99(15) . 4 ?
O4 Pr1 OW1 67.56(16) 4 4 ?
O5 Pr1 OW1 134.57(15) . 4 ?
O5 Pr1 OW1 69.93(16) 4 4 ?
O4 Pr1 OW1 67.55(16) . . ?
O4 Pr1 OW1 75.99(15) 4 . ?
O5 Pr1 OW1 69.94(16) . . ?
O5 Pr1 OW1 134.57(15) 4 . ?
OW1 Pr1 OW1 120.2(3) 4 . ?
O4 Pr1 N3 146.12(15) . 4 ?
O4 Pr1 N3 76.90(14) 4 4 ?
O5 Pr1 N3 76.27(15) . 4 ?
O5 Pr1 N3 83.70(14) 4 4 ?
OW1 Pr1 N3 72.60(16) 4 4 ?
OW1 Pr1 N3 141.27(16) . 4 ?
O4 Pr1 N3 76.90(14) . . ?
O4 Pr1 N3 146.12(15) 4 . ?
O5 Pr1 N3 83.70(14) . . ?
O5 Pr1 N3 76.27(15) 4 . ?
OW1 Pr1 N3 141.27(16) 4 . ?
OW1 Pr1 N3 72.60(16) . . ?
N3 Pr1 N3 122.3(2) 4 . ?
O4 Pr1 N4 128.73(10) . . ?
O4 Pr1 N4 128.73(10) 4 . ?
O5 Pr1 N4 68.92(9) . . ?
O5 Pr1 N4 68.92(9) 4 . ?
OW1 Pr1 N4 119.91(13) 4 . ?
OW1 Pr1 N4 119.91(13) . . ?
N3 Pr1 N4 61.16(10) 4 . ?
N3 Pr1 N4 61.16(10) . . ?
O3 Pr2 O3 97.73(19) 4 . ?
O3 Pr2 O1 76.78(14) 4 4 ?
O3 Pr2 O1 126.61(14) . 4 ?
O3 Pr2 O1 126.61(14) 4 . ?
O3 Pr2 O1 76.78(14) . . ?
O1 Pr2 O1 147.54(18) 4 . ?
O3 Pr2 O2 75.76(14) 4 . ?
O3 Pr2 O2 74.65(14) . . ?
O1 Pr2 O2 147.36(14) 4 . ?
O1 Pr2 O2 51.31(13) . . ?
O3 Pr2 O2 74.65(14) 4 4 ?
O3 Pr2 O2 75.76(14) . 4 ?
O1 Pr2 O2 51.31(13) 4 4 ?
O1 Pr2 O2 147.36(14) . 4 ?
O2 Pr2 O2 134.32(18) . 4 ?
O3 Pr2 N1 150.96(15) 4 4 ?
O3 Pr2 N1 76.14(14) . 4 ?
O1 Pr2 N1 84.24(15) 4 4 ?
O1 Pr2 N1 80.25(15) . 4 ?
O2 Pr2 N1 127.65(14) . 4 ?
O2 Pr2 N1 76.33(14) 4 4 ?
O3 Pr2 N1 76.14(14) 4 . ?
O3 Pr2 N1 150.96(15) . . ?
O1 Pr2 N1 80.25(15) 4 . ?
O1 Pr2 N1 84.25(15) . . ?
O2 Pr2 N1 76.33(14) . . ?
O2 Pr2 N1 127.65(14) 4 . ?
N1 Pr2 N1 122.3(2) 4 . ?
O3 Pr2 N2 131.13(10) 4 . ?
O3 Pr2 N2 131.13(10) . . ?
O1 Pr2 N2 73.77(9) 4 . ?
O1 Pr2 N2 73.77(9) . . ?
O2 Pr2 N2 112.84(9) . . ?
O2 Pr2 N2 112.84(9) 4 . ?
N1 Pr2 N2 61.16(10) 4 . ?
N1 Pr2 N2 61.16(10) . . ?
O3 Pr2 C9 101.66(16) 4 . ?
O3 Pr2 C9 69.66(15) . . ?
O1 Pr2 C9 163.71(15) 4 . ?
O1 Pr2 C9 26.10(15) . . ?
O2 Pr2 C9 25.93(15) . . ?
O2 Pr2 C9 144.44(14) 4 . ?
N1 Pr2 C9 102.57(17) 4 . ?
N1 Pr2 C9 83.63(16) . . ?
N2 Pr2 C9 96.35(12) . . ?
O3 Pr2 C9 69.66(15) 4 4 ?
O3 Pr2 C9 101.66(16) . 4 ?
O1 Pr2 C9 26.10(15) 4 4 ?
O1 Pr2 C9 163.71(15) . 4 ?
O2 Pr2 C9 144.44(14) . 4 ?
O2 Pr2 C9 25.93(15) 4 4 ?
N1 Pr2 C9 83.63(16) 4 4 ?
N1 Pr2 C9 102.57(17) . 4 ?
N2 Pr2 C9 96.35(12) . 4 ?
C9 Pr2 C9 167.3(2) . 4 ?

_refine_diff_density_max         1.600
_refine_diff_density_min         -1.517
_refine_diff_density_rms         0.120

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_h-m   'P n n a'
_symmetry_int_tables_number      52
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_Complex_7
_database_code_depnum_ccdc_archive 'CCDC 1514963'
_audit_update_record             
;
2016-11-03 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C72 H50 Br6 Gd2 N6 O14'
_exptl_crystal_recrystallization_method Hydrothermal
_chemical_melting_point          ?

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         2017.14

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'
Br Br -0.2901 2.4595 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'


_cell_length_a                   10.962(3)
_cell_length_b                   12.556(3)
_cell_length_c                   14.059(4)
_cell_angle_alpha                68.944(4)
_cell_angle_beta                 88.620(6)
_cell_angle_gamma                74.244(5)
_cell_volume                     1732.0(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    23132
_cell_measurement_theta_min      4.483
_cell_measurement_theta_max      38.226
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.934
_exptl_crystal_F_000             974
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.13
_exptl_absorpt_coefficient_mu    5.429
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6330
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (2015)'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focused sealed tube'
_diffrn_source_type              Siemens
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22727
_diffrn_reflns_av_unetI/netI     0.1259
_diffrn_reflns_av_R_equivalents  0.0980
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.557
_diffrn_reflns_theta_max         27.768
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8138
_reflns_number_gt                5092
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'SIR92 (Gualardi, 1994'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  'Crystal Maker (Palmer, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0403P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8138
_refine_ls_number_parameters     459
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1040
_refine_ls_R_factor_gt           0.0543
_refine_ls_wR_factor_ref         0.1187
_refine_ls_wR_factor_gt          0.0986
_refine_ls_goodness_of_fit_ref   0.968
_refine_ls_restrained_S_all      0.968
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.64546(3) 0.28551(3) 0.50847(3) 0.01660(10) Uani 1 1 d . . . . .
Br1 Br 1.21707(8) 0.51320(8) 0.07073(7) 0.0344(2) Uani 1 1 d . . . . .
Br2 Br 0.16957(9) 0.13155(9) 1.04294(7) 0.0431(3) Uani 1 1 d . . . . .
Br3 Br 0.62559(10) 0.23352(8) 1.12939(6) 0.0410(2) Uani 1 1 d . . . . .
O2 O 0.7958(4) 0.4036(4) 0.4374(4) 0.0203(11) Uani 1 1 d . . . . .
O4 O 0.4386(5) 0.2950(4) 0.5849(4) 0.0229(12) Uani 1 1 d . . . . .
O3 O 0.6021(4) 0.1490(4) 0.6787(4) 0.0183(11) Uani 1 1 d . . . . .
O1 O 0.7692(5) 0.2879(4) 0.3583(4) 0.0190(11) Uani 1 1 d . . . . .
O5 O 0.6418(5) 0.3950(4) 0.6111(4) 0.0208(11) Uani 1 1 d . . . . .
N1 N 0.5210(5) 0.2018(5) 0.4143(4) 0.0165(13) Uani 1 1 d . . . . .
O6 O 0.5209(5) 0.4538(4) 0.3832(4) 0.0218(12) Uani 1 1 d . . . . .
N2 N 0.7488(5) 0.0671(5) 0.5211(4) 0.0170(13) Uani 1 1 d . . . . .
N3 N 0.8614(6) 0.1763(5) 0.6121(4) 0.0202(14) Uani 1 1 d . . . . .
C11 C 0.9125(6) 0.0570(6) 0.6381(6) 0.0197(16) Uani 1 1 d . . . . .
C30 C 0.5632(7) 0.4488(6) 0.6581(5) 0.0176(16) Uani 1 1 d . . . . .
C6 C 0.6965(6) 0.0226(6) 0.4633(5) 0.0169(15) Uani 1 1 d . . . . .
C10 C 0.8581(7) 0.0020(6) 0.5783(6) 0.0191(16) Uani 1 1 d . . . . .
C31 C 0.5750(7) 0.3938(6) 0.7715(6) 0.0183(16) Uani 1 1 d . . . . .
C17 C 0.9104(6) 0.4066(6) 0.2912(5) 0.0156(15) Uani 1 1 d . . . . .
C25 C 0.4387(7) 0.0829(6) 0.8396(6) 0.0223(17) Uani 1 1 d . . . . .
H25 H 0.5074 0.0217 0.8369 0.027 Uiso 1 1 calc R U . . .
C3 C 0.3905(7) 0.1215(6) 0.3003(6) 0.0216(17) Uani 1 1 d . . . . .
H3 H 0.3474 0.0951 0.2611 0.026 Uiso 1 1 calc R U . . .
C2 C 0.3382(7) 0.2290(6) 0.3098(5) 0.0184(16) Uani 1 1 d . . . . .
H2 H 0.2582 0.2763 0.2783 0.022 Uiso 1 1 calc R U . . .
C7 C 0.7562(7) -0.0911(6) 0.4612(6) 0.0207(16) Uani 1 1 d . . . . .
H7 H 0.7196 -0.1217 0.4217 0.025 Uiso 1 1 calc R U . . .
C4 C 0.5084(7) 0.0530(6) 0.3500(5) 0.0204(16) Uani 1 1 d . . . . .
H4 H 0.5448 -0.0213 0.3461 0.025 Uiso 1 1 calc R U . . .
C5 C 0.5721(7) 0.0955(6) 0.4056(5) 0.0177(16) Uani 1 1 d . . . . .
C1 C 0.4068(7) 0.2662(7) 0.3673(6) 0.0263(18) Uani 1 1 d . . . . .
H1 H 0.3712 0.3395 0.3731 0.032 Uiso 1 1 calc R U . . .
C20 C 1.0886(7) 0.4739(6) 0.1579(6) 0.0224(17) Uani 1 1 d . . . . .
C24 C 0.4102(7) 0.1929(6) 0.7604(5) 0.0187(16) Uani 1 1 d . . . . .
C16 C 0.8191(6) 0.3634(6) 0.3659(6) 0.0176(16) Uani 1 1 d . . . . .
C22 C 0.9883(7) 0.4692(6) 0.3108(6) 0.0228(17) Uani 1 1 d . . . . .
H22 H 0.9794 0.4892 0.3687 0.027 Uiso 1 1 calc R U . . .
C19 C 1.0139(7) 0.4123(7) 0.1358(6) 0.0270(19) Uani 1 1 d . . . . .
H19 H 1.0242 0.3926 0.0778 0.032 Uiso 1 1 calc R U . . .
C35 C 0.5038(7) 0.3976(7) 0.9356(6) 0.0251(18) Uani 1 1 d . . . . .
H35 H 0.4469 0.4321 0.9736 0.030 Uiso 1 1 calc R U . . .
C36 C 0.4927(7) 0.4480(6) 0.8294(5) 0.0197(16) Uani 1 1 d . . . . .
H36 H 0.4298 0.5186 0.7962 0.024 Uiso 1 1 calc R U . . .
C32 C 0.6690(7) 0.2883(6) 0.8233(6) 0.0202(16) Uani 1 1 d . . . . .
H32 H 0.7230 0.2504 0.7859 0.024 Uiso 1 1 calc R U . . .
C9 C 0.9220(7) -0.1099(6) 0.5803(6) 0.0243(18) Uani 1 1 d . . . . .
H9 H 0.9974 -0.1534 0.6211 0.029 Uiso 1 1 calc R U . . .
C28 C 0.2411(7) 0.2691(7) 0.8524(6) 0.0244(18) Uani 1 1 d . . . . .
H28 H 0.1768 0.3317 0.8582 0.029 Uiso 1 1 calc R U . . .
C21 C 1.0773(7) 0.5012(6) 0.2453(6) 0.0230(17) Uani 1 1 d . . . . .
H21 H 1.1303 0.5412 0.2594 0.028 Uiso 1 1 calc R U . . .
C18 C 0.9230(7) 0.3804(6) 0.2018(6) 0.0215(17) Uani 1 1 d . . . . .
H18 H 0.8698 0.3411 0.1867 0.026 Uiso 1 1 calc R U . . .
C33 C 0.6837(8) 0.2387(7) 0.9293(6) 0.0265(18) Uani 1 1 d . . . . .
H33 H 0.7478 0.1693 0.9630 0.032 Uiso 1 1 calc R U . . .
C29 C 0.3105(7) 0.2860(6) 0.7673(5) 0.0185(16) Uani 1 1 d . . . . .
H29 H 0.2907 0.3600 0.7144 0.022 Uiso 1 1 calc R U . . .
C27 C 0.2688(7) 0.1578(7) 0.9281(6) 0.0228(17) Uani 1 1 d . . . . .
C14 C 1.0176(7) 0.1741(8) 0.7302(6) 0.033(2) Uani 1 1 d . . . . .
H14 H 1.0522 0.2165 0.7592 0.039 Uiso 1 1 calc R U . . .
C8 C 0.8702(7) -0.1562(7) 0.5192(6) 0.0243(18) Uani 1 1 d . . . . .
H8 H 0.9123 -0.2305 0.5176 0.029 Uiso 1 1 calc R U . . .
C23 C 0.4879(7) 0.2136(7) 0.6692(6) 0.0215(17) Uani 1 1 d . . . . .
C34 C 0.6012(7) 0.2947(7) 0.9839(6) 0.0253(18) Uani 1 1 d . . . . .
C15 C 0.9156(7) 0.2309(7) 0.6566(6) 0.0257(18) Uani 1 1 d . . . . .
H15 H 0.8828 0.3129 0.6371 0.031 Uiso 1 1 calc R U . . .
C12 C 1.0132(7) -0.0066(7) 0.7115(6) 0.031(2) Uani 1 1 d . . . . .
H12 H 1.0455 -0.0884 0.7292 0.037 Uiso 1 1 calc R U . . .
C26 C 0.3655(7) 0.0631(7) 0.9228(6) 0.0256(18) Uani 1 1 d . . . . .
H26 H 0.3811 -0.0120 0.9738 0.031 Uiso 1 1 calc R U . . .
C13 C 1.0660(7) 0.0528(7) 0.7588(6) 0.032(2) Uani 1 1 d . . . . .
H13 H 1.1331 0.0109 0.8091 0.038 Uiso 1 1 calc R U . . .
OW1 O 1.1815(5) 0.4024(5) 0.5077(5) 0.0328(14) Uani 1 1 d D . . . .
HW1 H 1.265(3) 0.360(6) 0.541(5) 0.02(2) Uiso 1 1 d D . . . .
HW2 H 1.186(10) 0.479(4) 0.506(8) 0.08(4) Uiso 1 1 d 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
Gd1 O6 2.303(5) . ?
Gd1 O5 2.317(5) . ?
Gd1 O2 2.469(5) . ?
Gd1 O1 2.477(5) . ?
Gd1 O4 2.478(5) . ?
Gd1 O3 2.516(5) . ?
Gd1 N3 2.564(6) . ?
Gd1 N1 2.567(6) . ?
Gd1 N2 2.609(5) . ?
Gd1 C16 2.831(7) . ?
Gd1 C23 2.846(8) . ?
Br1 C20 1.895(7) . ?
Br2 C27 1.904(7) . ?
Br3 C34 1.905(7) . ?
O2 C16 1.270(8) . ?
O4 C23 1.266(9) . ?
O3 C23 1.274(8) . ?
O1 C16 1.252(8) . ?
O5 C30 1.269(8) . ?
N1 C1 1.328(9) . ?
N1 C5 1.348(8) . ?
O6 C30 1.259(8) 2_666 ?
N2 C10 1.339(9) . ?
N2 C6 1.351(9) . ?
N3 C15 1.327(9) . ?
N3 C11 1.360(9) . ?
C11 C12 1.381(10) . ?
C11 C10 1.485(10) . ?
C30 O6 1.259(8) 2_666 ?
C30 C31 1.486(10) . ?
C6 C7 1.411(9) . ?
C6 C5 1.482(10) . ?
C10 C9 1.379(9) . ?
C31 C32 1.396(9) . ?
C31 C36 1.402(9) . ?
C17 C22 1.399(9) . ?
C17 C18 1.404(9) . ?
C17 C16 1.494(10) . ?
C25 C24 1.387(10) . ?
C25 C26 1.388(10) . ?
C25 H25 0.9300 . ?
C3 C2 1.370(9) . ?
C3 C4 1.381(10) . ?
C3 H3 0.9300 . ?
C2 C1 1.388(10) . ?
C2 H2 0.9300 . ?
C7 C8 1.381(10) . ?
C7 H7 0.9300 . ?
C4 C5 1.382(10) . ?
C4 H4 0.9300 . ?
C1 H1 0.9300 . ?
C20 C19 1.376(10) . ?
C20 C21 1.383(10) . ?
C24 C29 1.398(9) . ?
C24 C23 1.505(10) . ?
C22 C21 1.366(10) . ?
C22 H22 0.9300 . ?
C19 C18 1.386(10) . ?
C19 H19 0.9300 . ?
C35 C34 1.388(11) . ?
C35 C36 1.390(10) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
C32 C33 1.388(10) . ?
C32 H32 0.9300 . ?
C9 C8 1.401(10) . ?
C9 H9 0.9300 . ?
C28 C27 1.376(10) . ?
C28 C29 1.384(10) . ?
C28 H28 0.9300 . ?
C21 H21 0.9300 . ?
C18 H18 0.9300 . ?
C33 C34 1.381(10) . ?
C33 H33 0.9300 . ?
C29 H29 0.9300 . ?
C27 C26 1.385(10) . ?
C14 C13 1.377(11) . ?
C14 C15 1.387(10) . ?
C14 H14 0.9300 . ?
C8 H8 0.9300 . ?
C15 H15 0.9300 . ?
C12 C13 1.394(11) . ?
C12 H12 0.9300 . ?
C26 H26 0.9300 . ?
C13 H13 0.9300 . ?
OW1 HW1 0.96(2) . ?
OW1 HW2 0.97(2) . ?

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
O6 Gd1 O5 89.31(17) . . ?
O6 Gd1 O2 76.74(17) . . ?
O5 Gd1 O2 75.20(17) . . ?
O6 Gd1 O1 79.01(16) . . ?
O5 Gd1 O1 127.99(16) . . ?
O2 Gd1 O1 52.81(15) . . ?
O6 Gd1 O4 80.81(17) . . ?
O5 Gd1 O4 75.16(17) . . ?
O2 Gd1 O4 142.72(16) . . ?
O1 Gd1 O4 148.68(16) . . ?
O6 Gd1 O3 133.42(16) . . ?
O5 Gd1 O3 77.79(16) . . ?
O2 Gd1 O3 138.83(16) . . ?
O1 Gd1 O3 142.65(15) . . ?
O4 Gd1 O3 52.66(15) . . ?
O6 Gd1 N3 147.91(19) . . ?
O5 Gd1 N3 79.23(18) . . ?
O2 Gd1 N3 71.38(17) . . ?
O1 Gd1 N3 84.66(17) . . ?
O4 Gd1 N3 123.77(17) . . ?
O3 Gd1 N3 73.50(17) . . ?
O6 Gd1 N1 76.88(17) . . ?
O5 Gd1 N1 148.04(18) . . ?
O2 Gd1 N1 127.44(17) . . ?
O1 Gd1 N1 77.98(17) . . ?
O4 Gd1 N1 74.27(17) . . ?
O3 Gd1 N1 90.89(17) . . ?
N3 Gd1 N1 126.41(18) . . ?
O6 Gd1 N2 133.93(18) . . ?
O5 Gd1 N2 136.74(18) . . ?
O2 Gd1 N2 108.90(16) . . ?
O1 Gd1 N2 70.93(16) . . ?
O4 Gd1 N2 108.14(17) . . ?
O3 Gd1 N2 72.19(16) . . ?
N3 Gd1 N2 62.95(18) . . ?
N1 Gd1 N2 63.47(18) . . ?
O6 Gd1 C16 76.03(18) . . ?
O5 Gd1 C16 101.80(19) . . ?
O2 Gd1 C16 26.61(17) . . ?
O1 Gd1 C16 26.20(17) . . ?
O4 Gd1 C16 156.70(18) . . ?
O3 Gd1 C16 150.20(17) . . ?
N3 Gd1 C16 77.15(19) . . ?
N1 Gd1 C16 102.6(2) . . ?
N2 Gd1 C16 90.05(18) . . ?
O6 Gd1 C23 106.9(2) . . ?
O5 Gd1 C23 71.97(18) . . ?
O2 Gd1 C23 146.87(18) . . ?
O1 Gd1 C23 159.81(18) . . ?
O4 Gd1 C23 26.38(18) . . ?
O3 Gd1 C23 26.58(18) . . ?
N3 Gd1 C23 98.0(2) . . ?
N1 Gd1 C23 84.51(19) . . ?
N2 Gd1 C23 92.33(19) . . ?
C16 Gd1 C23 172.9(2) . . ?
C16 O2 Gd1 92.8(4) . . ?
C23 O4 Gd1 93.3(4) . . ?
C23 O3 Gd1 91.3(4) . . ?
C16 O1 Gd1 92.9(4) . . ?
C30 O5 Gd1 139.4(4) . . ?
C1 N1 C5 118.2(6) . . ?
C1 N1 Gd1 120.2(5) . . ?
C5 N1 Gd1 121.4(5) . . ?
C30 O6 Gd1 160.0(5) 2_666 . ?
C10 N2 C6 119.7(6) . . ?
C10 N2 Gd1 120.7(4) . . ?
C6 N2 Gd1 119.5(4) . . ?
C15 N3 C11 117.6(6) . . ?
C15 N3 Gd1 120.0(5) . . ?
C11 N3 Gd1 121.4(4) . . ?
N3 C11 C12 121.6(7) . . ?
N3 C11 C10 115.7(6) . . ?
C12 C11 C10 122.6(7) . . ?
O6 C30 O5 125.5(7) 2_666 . ?
O6 C30 C31 117.6(6) 2_666 . ?
O5 C30 C31 116.9(6) . . ?
N2 C6 C7 120.9(6) . . ?
N2 C6 C5 117.6(6) . . ?
C7 C6 C5 121.4(6) . . ?
N2 C10 C9 122.7(7) . . ?
N2 C10 C11 117.1(6) . . ?
C9 C10 C11 120.1(7) . . ?
C32 C31 C36 118.3(7) . . ?
C32 C31 C30 121.1(6) . . ?
C36 C31 C30 120.5(6) . . ?
C22 C17 C18 118.8(7) . . ?
C22 C17 C16 120.9(6) . . ?
C18 C17 C16 120.2(6) . . ?
C24 C25 C26 120.7(7) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 H25 119.7 . . ?
C2 C3 C4 118.7(7) . . ?
C2 C3 H3 120.7 . . ?
C4 C3 H3 120.7 . . ?
C3 C2 C1 118.8(7) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C8 C7 C6 118.7(7) . . ?
C8 C7 H7 120.7 . . ?
C6 C7 H7 120.7 . . ?
C3 C4 C5 119.6(7) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
N1 C5 C4 121.7(7) . . ?
N1 C5 C6 117.1(6) . . ?
C4 C5 C6 121.1(6) . . ?
N1 C1 C2 123.0(7) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C19 C20 C21 121.7(7) . . ?
C19 C20 Br1 118.9(6) . . ?
C21 C20 Br1 119.3(6) . . ?
C25 C24 C29 119.3(7) . . ?
C25 C24 C23 120.7(7) . . ?
C29 C24 C23 120.0(6) . . ?
O1 C16 O2 121.5(7) . . ?
O1 C16 C17 120.2(6) . . ?
O2 C16 C17 118.4(6) . . ?
O1 C16 Gd1 60.9(4) . . ?
O2 C16 Gd1 60.6(4) . . ?
C17 C16 Gd1 178.9(5) . . ?
C21 C22 C17 120.3(7) . . ?
C21 C22 H22 119.8 . . ?
C17 C22 H22 119.8 . . ?
C20 C19 C18 118.6(7) . . ?
C20 C19 H19 120.7 . . ?
C18 C19 H19 120.7 . . ?
C34 C35 C36 118.7(7) . . ?
C34 C35 H35 120.6 . . ?
C36 C35 H35 120.6 . . ?
C35 C36 C31 120.9(7) . . ?
C35 C36 H36 119.5 . . ?
C31 C36 H36 119.5 . . ?
C33 C32 C31 121.5(7) . . ?
C33 C32 H32 119.3 . . ?
C31 C32 H32 119.3 . . ?
C10 C9 C8 118.2(7) . . ?
C10 C9 H9 120.9 . . ?
C8 C9 H9 120.9 . . ?
C27 C28 C29 118.8(7) . . ?
C27 C28 H28 120.6 . . ?
C29 C28 H28 120.6 . . ?
C22 C21 C20 119.9(7) . . ?
C22 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
C19 C18 C17 120.7(7) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C34 C33 C32 118.7(7) . . ?
C34 C33 H33 120.7 . . ?
C32 C33 H33 120.7 . . ?
C28 C29 C24 120.5(7) . . ?
C28 C29 H29 119.8 . . ?
C24 C29 H29 119.8 . . ?
C28 C27 C26 122.1(7) . . ?
C28 C27 Br2 119.3(6) . . ?
C26 C27 Br2 118.6(6) . . ?
C13 C14 C15 117.6(7) . . ?
C13 C14 H14 121.2 . . ?
C15 C14 H14 121.2 . . ?
C7 C8 C9 119.7(7) . . ?
C7 C8 H8 120.1 . . ?
C9 C8 H8 120.1 . . ?
O4 C23 O3 121.4(7) . . ?
O4 C23 C24 119.4(7) . . ?
O3 C23 C24 119.2(7) . . ?
O4 C23 Gd1 60.4(4) . . ?
O3 C23 Gd1 62.1(4) . . ?
C24 C23 Gd1 169.2(5) . . ?
C33 C34 C35 121.8(7) . . ?
C33 C34 Br3 119.4(6) . . ?
C35 C34 Br3 118.7(6) . . ?
N3 C15 C14 124.5(7) . . ?
N3 C15 H15 117.8 . . ?
C14 C15 H15 117.8 . . ?
C11 C12 C13 119.4(7) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 H12 120.3 . . ?
C27 C26 C25 118.5(7) . . ?
C27 C26 H26 120.8 . . ?
C25 C26 H26 120.8 . . ?
C14 C13 C12 119.3(7) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
HW1 OW1 HW2 95(7) . . ?

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
C15 N3 C11 C12 3.0(11) . . . . ?
Gd1 N3 C11 C12 -165.6(6) . . . . ?
C15 N3 C11 C10 -173.5(7) . . . . ?
Gd1 N3 C11 C10 17.8(8) . . . . ?
Gd1 O5 C30 O6 -73.2(10) . . . 2_666 ?
Gd1 O5 C30 C31 109.1(7) . . . . ?
C10 N2 C6 C7 -0.9(10) . . . . ?
Gd1 N2 C6 C7 174.2(5) . . . . ?
C10 N2 C6 C5 176.8(6) . . . . ?
Gd1 N2 C6 C5 -8.1(8) . . . . ?
C6 N2 C10 C9 0.9(11) . . . . ?
Gd1 N2 C10 C9 -174.2(5) . . . . ?
C6 N2 C10 C11 178.5(6) . . . . ?
Gd1 N2 C10 C11 3.4(8) . . . . ?
N3 C11 C10 N2 -13.6(10) . . . . ?
C12 C11 C10 N2 169.9(7) . . . . ?
N3 C11 C10 C9 164.0(7) . . . . ?
C12 C11 C10 C9 -12.5(11) . . . . ?
O6 C30 C31 C32 -177.5(6) 2_666 . . . ?
O5 C30 C31 C32 0.4(10) . . . . ?
O6 C30 C31 C36 1.6(10) 2_666 . . . ?
O5 C30 C31 C36 179.5(6) . . . . ?
C4 C3 C2 C1 1.3(11) . . . . ?
N2 C6 C7 C8 -0.4(11) . . . . ?
C5 C6 C7 C8 -178.0(7) . . . . ?
C2 C3 C4 C5 -1.7(11) . . . . ?
C1 N1 C5 C4 -0.4(10) . . . . ?
Gd1 N1 C5 C4 -176.2(5) . . . . ?
C1 N1 C5 C6 -176.8(6) . . . . ?
Gd1 N1 C5 C6 7.3(8) . . . . ?
C3 C4 C5 N1 1.2(11) . . . . ?
C3 C4 C5 C6 177.6(6) . . . . ?
N2 C6 C5 N1 0.7(10) . . . . ?
C7 C6 C5 N1 178.4(6) . . . . ?
N2 C6 C5 C4 -175.8(6) . . . . ?
C7 C6 C5 C4 1.9(11) . . . . ?
C5 N1 C1 C2 0.0(11) . . . . ?
Gd1 N1 C1 C2 175.9(5) . . . . ?
C3 C2 C1 N1 -0.5(12) . . . . ?
C26 C25 C24 C29 3.1(11) . . . . ?
C26 C25 C24 C23 -178.8(7) . . . . ?
Gd1 O1 C16 O2 1.7(7) . . . . ?
Gd1 O1 C16 C17 -179.6(5) . . . . ?
Gd1 O2 C16 O1 -1.7(7) . . . . ?
Gd1 O2 C16 C17 179.6(5) . . . . ?
C22 C17 C16 O1 -165.4(6) . . . . ?
C18 C17 C16 O1 11.9(10) . . . . ?
C22 C17 C16 O2 13.3(10) . . . . ?
C18 C17 C16 O2 -169.4(6) . . . . ?
C18 C17 C22 C21 -1.8(11) . . . . ?
C16 C17 C22 C21 175.6(7) . . . . ?
C21 C20 C19 C18 1.9(12) . . . . ?
Br1 C20 C19 C18 177.8(5) . . . . ?
C34 C35 C36 C31 2.5(11) . . . . ?
C32 C31 C36 C35 -0.4(10) . . . . ?
C30 C31 C36 C35 -179.5(6) . . . . ?
C36 C31 C32 C33 -1.5(11) . . . . ?
C30 C31 C32 C33 177.6(7) . . . . ?
N2 C10 C9 C8 0.4(11) . . . . ?
C11 C10 C9 C8 -177.1(7) . . . . ?
C17 C22 C21 C20 1.5(11) . . . . ?
C19 C20 C21 C22 -1.6(12) . . . . ?
Br1 C20 C21 C22 -177.5(6) . . . . ?
C20 C19 C18 C17 -2.2(11) . . . . ?
C22 C17 C18 C19 2.2(11) . . . . ?
C16 C17 C18 C19 -175.2(6) . . . . ?
C31 C32 C33 C34 1.3(11) . . . . ?
C27 C28 C29 C24 -2.4(11) . . . . ?
C25 C24 C29 C28 0.2(11) . . . . ?
C23 C24 C29 C28 -177.9(7) . . . . ?
C29 C28 C27 C26 1.3(11) . . . . ?
C29 C28 C27 Br2 -177.5(5) . . . . ?
C6 C7 C8 C9 1.7(11) . . . . ?
C10 C9 C8 C7 -1.7(11) . . . . ?
Gd1 O4 C23 O3 -12.1(7) . . . . ?
Gd1 O4 C23 C24 167.6(5) . . . . ?
Gd1 O3 C23 O4 11.9(7) . . . . ?
Gd1 O3 C23 C24 -167.8(6) . . . . ?
C25 C24 C23 O4 155.6(7) . . . . ?
C29 C24 C23 O4 -26.3(10) . . . . ?
C25 C24 C23 O3 -24.7(10) . . . . ?
C29 C24 C23 O3 153.4(7) . . . . ?
C25 C24 C23 Gd1 -119(3) . . . . ?
C29 C24 C23 Gd1 59(3) . . . . ?
C32 C33 C34 C35 0.9(12) . . . . ?
C32 C33 C34 Br3 -176.4(6) . . . . ?
C36 C35 C34 C33 -2.8(11) . . . . ?
C36 C35 C34 Br3 174.5(5) . . . . ?
C11 N3 C15 C14 -2.4(12) . . . . ?
Gd1 N3 C15 C14 166.4(6) . . . . ?
C13 C14 C15 N3 0.1(13) . . . . ?
N3 C11 C12 C13 -1.4(12) . . . . ?
C10 C11 C12 C13 174.9(7) . . . . ?
C28 C27 C26 C25 1.9(12) . . . . ?
Br2 C27 C26 C25 -179.2(6) . . . . ?
C24 C25 C26 C27 -4.1(11) . . . . ?
C15 C14 C13 C12 1.6(12) . . . . ?
C11 C12 C13 C14 -0.9(12) . . . . ?

_refine_diff_density_max         1.238
_refine_diff_density_min         -1.348
_refine_diff_density_rms         0.215

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?
