# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2019

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 1865918'
_audit_update_record             
;
2018-12-24 deposited with the CCDC.
2019-01-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C40 H22 N9 O7 Tb'
_chemical_formula_sum            'C40 H22 N9 O7 Tb'
_chemical_formula_weight         899.58

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'
Tb Tb -0.1723 4.1537 '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/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.2247(5)
_cell_length_b                   17.6302(7)
_cell_length_c                   16.1153(7)
_cell_angle_alpha                90
_cell_angle_beta                 98.1080(10)
_cell_angle_gamma                90
_cell_volume                     3438.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2485
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      2.36

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.738
_exptl_crystal_F_000             1784
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    2.126
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.725
_exptl_absorpt_correction_T_max  0.791
_exptl_absorpt_process_details   '(SADABS; Bruker, 2002)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17633
_diffrn_reflns_av_unetI/netI     0.0502
_diffrn_reflns_av_R_equivalents  0.0407
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.721
_diffrn_reflns_theta_max         25.350
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6274
_reflns_number_gt                4812
_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       'SMART (Bruker, 2002)'
_computing_cell_refinement       'SMART (Bruker, 2002)'
_computing_data_reduction        'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0288P)²+0.2822P] 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         6274
_refine_ls_number_parameters     514
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0493
_refine_ls_R_factor_gt           0.0316
_refine_ls_wR_factor_ref         0.0694
_refine_ls_wR_factor_gt          0.0630
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_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
Tb Tb 0.04951(2) 0.34952(2) 0.75869(2) 0.02579(7) Uani 1 1 d . . . . .
C1 C -0.0681(3) 0.1743(2) 0.7912(3) 0.0404(12) Uani 1 1 d . . . . .
H1 H -0.1234 0.1973 0.7541 0.049 Uiso 1 1 calc R U . . .
C2 C -0.0888(4) 0.1027(2) 0.8211(3) 0.0440(12) Uani 1 1 d . . . . .
H2 H -0.1566 0.0792 0.8046 0.053 Uiso 1 1 calc R U . . .
C3 C -0.0094(3) 0.0671(2) 0.8747(3) 0.0360(11) Uani 1 1 d . . . . .
H3 H -0.0226 0.0199 0.8969 0.043 Uiso 1 1 calc R U . . .
C4 C 0.0932(3) 0.1032(2) 0.8960(3) 0.0291(9) Uani 1 1 d . . . . .
C5 C 0.1851(3) 0.0688(2) 0.9465(3) 0.0293(10) Uani 1 1 d . . . . .
C6 C 0.2826(3) 0.1075(2) 0.9662(3) 0.0298(10) Uani 1 1 d . . . . .
C7 C 0.3006(3) 0.1826(2) 0.9378(3) 0.0289(9) Uani 1 1 d . . . . .
C8 C 0.3980(3) 0.2239(2) 0.9582(3) 0.0388(11) Uani 1 1 d . . . . .
H8 H 0.4554 0.2049 0.9965 0.047 Uiso 1 1 calc R U . . .
C9 C 0.4077(3) 0.2924(2) 0.9209(3) 0.0421(12) Uani 1 1 d . . . . .
H9 H 0.4723 0.3206 0.9330 0.050 Uiso 1 1 calc R U . . .
C10 C 0.3201(3) 0.3197(2) 0.8649(3) 0.0373(11) Uani 1 1 d . . . . .
H10 H 0.3296 0.3653 0.8378 0.045 Uiso 1 1 calc R U . . .
C11 C 0.2120(3) 0.2160(2) 0.8837(3) 0.0268(9) Uani 1 1 d . . . . .
C12 C 0.1082(3) 0.1759(2) 0.8635(2) 0.0279(9) Uani 1 1 d . . . . .
C13 C 0.2942(3) -0.0047(2) 1.0239(3) 0.0325(10) Uani 1 1 d . . . . .
C14 C 0.3395(3) -0.0706(2) 1.0742(3) 0.0317(10) Uani 1 1 d . . . . .
C15 C 0.2926(4) -0.1413(2) 1.0524(3) 0.0424(12) Uani 1 1 d . . . . .
H15 H 0.2386 -0.1453 1.0058 0.051 Uiso 1 1 calc R U . . .
C16 C 0.3249(4) -0.2050(2) 1.0984(3) 0.0495(13) Uani 1 1 d . . . . .
H16 H 0.2922 -0.2516 1.0834 0.059 Uiso 1 1 calc R U . . .
C17 C 0.4059(4) -0.1998(2) 1.1670(3) 0.0493(13) Uani 1 1 d . . . . .
H17 H 0.4282 -0.2429 1.1981 0.059 Uiso 1 1 calc R U . . .
C18 C 0.4539(4) -0.1305(2) 1.1894(3) 0.0382(11) Uani 1 1 d . . . . .
H18 H 0.5089 -0.1274 1.2354 0.046 Uiso 1 1 calc R U . . .
C19 C 0.4214(3) -0.0657(2) 1.1443(2) 0.0277(9) Uani 1 1 d . . . . .
C20 C 0.4707(3) 0.0081(2) 1.1799(3) 0.0289(10) Uani 1 1 d . . . . .
C21 C -0.0169(3) 0.3405(2) 0.9583(3) 0.0312(10) Uani 1 1 d . . . . .
H21 H -0.0637 0.3038 0.9313 0.037 Uiso 1 1 calc R U . . .
C22 C -0.0209(3) 0.3527(2) 1.0428(3) 0.0340(10) Uani 1 1 d . . . . .
H22 H -0.0698 0.3259 1.0712 0.041 Uiso 1 1 calc R U . . .
C23 C 0.0496(3) 0.4057(2) 1.0833(3) 0.0324(10) Uani 1 1 d . . . . .
H23 H 0.0494 0.4153 1.1400 0.039 Uiso 1 1 calc R U . . .
C24 C 0.1215(3) 0.4452(2) 1.0391(2) 0.0265(9) Uani 1 1 d . . . . .
C25 C 0.1999(3) 0.4995(2) 1.0754(2) 0.0266(9) Uani 1 1 d . . . . .
C26 C 0.2710(3) 0.5376(2) 1.0312(3) 0.0292(9) Uani 1 1 d . . . . .
C27 C 0.2659(3) 0.5261(2) 0.9428(3) 0.0271(9) Uani 1 1 d . . . . .
C28 C 0.3290(3) 0.5670(2) 0.8920(3) 0.0369(11) Uani 1 1 d . . . . .
H28 H 0.3800 0.6029 0.9153 0.044 Uiso 1 1 calc R U . . .
C29 C 0.3144(4) 0.5534(2) 0.8076(3) 0.0401(11) Uani 1 1 d . . . . .
H29 H 0.3549 0.5805 0.7728 0.048 Uiso 1 1 calc R U . . .
C30 C 0.2392(3) 0.4991(2) 0.7743(3) 0.0342(10) Uani 1 1 d . . . . .
H30 H 0.2310 0.4904 0.7168 0.041 Uiso 1 1 calc R U . . .
C31 C 0.1890(3) 0.4726(2) 0.9038(2) 0.0256(9) Uani 1 1 d . . . . .
C32 C 0.1187(3) 0.4307(2) 0.9536(2) 0.0243(9) Uani 1 1 d . . . . .
C33 C 0.3079(3) 0.5747(2) 1.1583(3) 0.0271(9) Uani 1 1 d . . . . .
C34 C 0.3591(3) 0.6090(2) 1.2384(3) 0.0267(9) Uani 1 1 d . . . . .
C35 C 0.4732(3) 0.6002(2) 1.2580(3) 0.0332(10) Uani 1 1 d . . . . .
H35 H 0.5124 0.5766 1.2198 0.040 Uiso 1 1 calc R U . . .
C36 C 0.5287(3) 0.6259(2) 1.3329(3) 0.0404(12) Uani 1 1 d . . . . .
H36 H 0.6050 0.6203 1.3446 0.049 Uiso 1 1 calc R U . . .
C37 C 0.4724(3) 0.6597(2) 1.3903(3) 0.0405(11) Uani 1 1 d . . . . .
H37 H 0.5101 0.6760 1.4413 0.049 Uiso 1 1 calc R U . . .
C38 C 0.3595(3) 0.6698(2) 1.3725(3) 0.0347(11) Uani 1 1 d . . . . .
H38 H 0.3213 0.6933 1.4114 0.042 Uiso 1 1 calc R U . . .
C39 C 0.3026(3) 0.6447(2) 1.2964(3) 0.0277(9) Uani 1 1 d . . . . .
C40 C 0.1799(3) 0.66124(19) 1.2781(3) 0.0264(9) Uani 1 1 d . . . . .
N9 N 0.1889(3) 0.2814(2) 0.6468(2) 0.0406(9) Uani 1 1 d . . . . .
N1 N 0.0262(3) 0.21229(17) 0.8122(2) 0.0312(8) Uani 1 1 d . . . . .
N2 N 0.2227(3) 0.28441(17) 0.8476(2) 0.0300(8) Uani 1 1 d . . . . .
N4 N 0.1918(3) -0.00182(17) 0.9836(2) 0.0346(9) Uani 1 1 d . . . . .
N3 N 0.3516(3) 0.05994(17) 1.0152(2) 0.0333(9) Uani 1 1 d . . . . .
H3A H 0.4188 0.0691 1.0366 0.040 Uiso 1 1 calc R U . . .
N5 N 0.0489(3) 0.37714(17) 0.9132(2) 0.0278(8) Uani 1 1 d . . . . .
N6 N 0.1780(2) 0.45863(17) 0.8200(2) 0.0263(7) Uani 1 1 d . . . . .
N7 N 0.2239(3) 0.52320(16) 1.1565(2) 0.0280(8) Uani 1 1 d . . . . .
H7 H 0.1924 0.5086 1.1983 0.034 Uiso 1 1 calc R U . . .
N8 N 0.3401(3) 0.58440(17) 1.0848(2) 0.0304(8) Uani 1 1 d . . . . .
O1 O 0.4517(2) 0.02527(14) 1.25235(17) 0.0309(7) Uani 1 1 d . . . . .
O2 O 0.5302(2) 0.04948(15) 1.14083(17) 0.0327(7) Uani 1 1 d . . . . .
O3 O 0.1357(2) 0.66374(13) 1.20302(17) 0.0294(7) Uani 1 1 d . . . . .
O4 O 0.1247(2) 0.67273(15) 1.33737(18) 0.0352(7) Uani 1 1 d . . . . .
O5 O 0.0968(2) 0.25445(17) 0.6555(2) 0.0533(9) Uani 1 1 d . . . . .
O6 O 0.2111(2) 0.34623(16) 0.67946(19) 0.0412(7) Uani 1 1 d . . . . .
O7 O 0.2547(3) 0.24819(19) 0.6089(2) 0.0644(10) 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
Tb O3 2.441(3) 3_567 ?
Tb O4 2.481(3) 3_567 ?
Tb O5 2.486(3) . ?
Tb O6 2.500(3) . ?
Tb O1 2.506(3) 4_565 ?
Tb N5 2.539(3) . ?
Tb N6 2.590(3) . ?
Tb O2 2.590(3) 4_565 ?
Tb N1 2.598(3) . ?
Tb N2 2.646(3) . ?
Tb C40 2.789(4) 3_567 ?
Tb N9 2.909(4) . ?
C1 N1 1.335(5) . ?
C1 C2 1.387(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.359(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.405(5) . ?
C3 H3 0.9300 . ?
C4 C12 1.407(5) . ?
C4 C5 1.426(5) . ?
C5 C6 1.371(5) . ?
C5 N4 1.379(5) . ?
C6 N3 1.361(4) . ?
C6 C7 1.427(5) . ?
C7 C8 1.395(5) . ?
C7 C11 1.420(5) . ?
C8 C9 1.362(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.385(5) . ?
C9 H9 0.9300 . ?
C10 N2 1.337(5) . ?
C10 H10 0.9300 . ?
C11 N2 1.353(5) . ?
C11 C12 1.448(5) . ?
C12 N1 1.365(5) . ?
C13 N4 1.328(5) . ?
C13 N3 1.356(5) . ?
C13 C14 1.479(5) . ?
C14 C15 1.395(5) . ?
C14 C19 1.403(5) . ?
C15 C16 1.373(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.379(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.380(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.381(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.513(5) . ?
C20 O2 1.259(5) . ?
C20 O1 1.260(5) . ?
C20 Tb 2.915(4) 4_666 ?
C21 N5 1.326(5) . ?
C21 C22 1.387(6) . ?
C21 H21 0.9300 . ?
C22 C23 1.372(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.393(5) . ?
C23 H23 0.9300 . ?
C24 C32 1.398(5) . ?
C24 C25 1.421(5) . ?
C25 N7 1.365(5) . ?
C25 C26 1.374(5) . ?
C26 N8 1.391(5) . ?
C26 C27 1.431(6) . ?
C27 C28 1.401(5) . ?
C27 C31 1.416(5) . ?
C28 C29 1.368(6) . ?
C28 H28 0.9300 . ?
C29 C30 1.382(5) . ?
C29 H29 0.9300 . ?
C30 N6 1.330(5) . ?
C30 H30 0.9300 . ?
C31 N6 1.360(5) . ?
C31 C32 1.455(5) . ?
C32 N5 1.374(4) . ?
C33 N8 1.311(5) . ?
C33 N7 1.368(4) . ?
C33 C34 1.482(5) . ?
C34 C39 1.389(6) . ?
C34 C35 1.396(5) . ?
C35 C36 1.376(6) . ?
C35 H35 0.9300 . ?
C36 C37 1.365(6) . ?
C36 H36 0.9300 . ?
C37 C38 1.382(6) . ?
C37 H37 0.9300 . ?
C38 C39 1.394(5) . ?
C38 H38 0.9300 . ?
C39 C40 1.516(5) . ?
C40 O3 1.255(4) . ?
C40 O4 1.260(5) . ?
C40 Tb 2.790(4) 3_567 ?
N9 O7 1.225(4) . ?
N9 O5 1.248(4) . ?
N9 O6 1.272(4) . ?
N3 H3A 0.8600 . ?
N7 H7 0.8600 . ?
O1 Tb 2.506(3) 4_666 ?
O2 Tb 2.590(3) 4_666 ?
O3 Tb 2.441(3) 3_567 ?
O4 Tb 2.481(3) 3_567 ?

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 Tb O4 52.94(9) 3_567 3_567 ?
O3 Tb O5 114.59(9) 3_567 . ?
O4 Tb O5 74.71(10) 3_567 . ?
O3 Tb O6 162.79(9) 3_567 . ?
O4 Tb O6 110.38(10) 3_567 . ?
O5 Tb O6 50.77(10) . . ?
O3 Tb O1 68.92(8) 3_567 4_565 ?
O4 Tb O1 75.59(8) 3_567 4_565 ?
O5 Tb O1 136.18(10) . 4_565 ?
O6 Tb O1 113.99(9) . 4_565 ?
O3 Tb N5 68.86(9) 3_567 . ?
O4 Tb N5 121.44(10) 3_567 . ?
O5 Tb N5 144.94(11) . . ?
O6 Tb N5 128.12(10) . . ?
O1 Tb N5 78.68(9) 4_565 . ?
O3 Tb N6 120.59(9) 3_567 . ?
O4 Tb N6 140.95(9) 3_567 . ?
O5 Tb N6 124.78(10) . . ?
O6 Tb N6 74.44(10) . . ?
O1 Tb N6 67.75(9) 4_565 . ?
N5 Tb N6 64.43(10) . . ?
O3 Tb O2 105.02(8) 3_567 4_565 ?
O4 Tb O2 70.70(8) 3_567 4_565 ?
O5 Tb O2 88.79(10) . 4_565 ?
O6 Tb O2 68.80(9) . 4_565 ?
O1 Tb O2 51.00(9) 4_565 4_565 ?
N5 Tb O2 125.10(9) . 4_565 ?
N6 Tb O2 75.94(9) . 4_565 ?
O3 Tb N1 71.19(9) 3_567 . ?
O4 Tb N1 86.29(9) 3_567 . ?
O5 Tb N1 68.96(11) . . ?
O6 Tb N1 106.24(10) . . ?
O1 Tb N1 139.45(10) 4_565 . ?
N5 Tb N1 80.63(10) . . ?
N6 Tb N1 130.85(9) . . ?
O2 Tb N1 151.76(9) 4_565 . ?
O3 Tb N2 121.46(9) 3_567 . ?
O4 Tb N2 145.12(9) 3_567 . ?
O5 Tb N2 79.95(11) . . ?
O6 Tb N2 68.69(10) . . ?
O1 Tb N2 138.18(9) 4_565 . ?
N5 Tb N2 70.41(10) . . ?
N6 Tb N2 73.71(9) . . ?
O2 Tb N2 132.75(9) 4_565 . ?
N1 Tb N2 62.16(9) . . ?
O3 Tb C40 26.70(10) 3_567 3_567 ?
O4 Tb C40 26.86(10) 3_567 3_567 ?
O5 Tb C40 97.68(11) . 3_567 ?
O6 Tb C40 137.14(11) . 3_567 ?
O1 Tb C40 65.90(9) 4_565 3_567 ?
N5 Tb C40 94.59(11) . 3_567 ?
N6 Tb C40 131.99(10) . 3_567 ?
O2 Tb C40 84.59(10) 4_565 3_567 ?
N1 Tb C40 81.56(10) . 3_567 ?
N2 Tb C40 142.14(10) . 3_567 ?
O3 Tb N9 139.68(10) 3_567 . ?
O4 Tb N9 94.26(10) 3_567 . ?
O5 Tb N9 25.21(9) . . ?
O6 Tb N9 25.80(9) . . ?
O1 Tb N9 131.03(10) 4_565 . ?
N5 Tb N9 140.35(10) . . ?
N6 Tb N9 99.60(11) . . ?
O2 Tb N9 80.24(9) 4_565 . ?
N1 Tb N9 85.56(11) . . ?
N2 Tb N9 70.26(10) . . ?
C40 Tb N9 119.94(11) 3_567 . ?
N1 C1 C2 124.2(4) . . ?
N1 C1 H1 117.9 . . ?
C2 C1 H1 117.9 . . ?
C3 C2 C1 119.4(4) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 118.7(4) . . ?
C2 C3 H3 120.7 . . ?
C4 C3 H3 120.7 . . ?
C3 C4 C12 118.7(4) . . ?
C3 C4 C5 123.5(4) . . ?
C12 C4 C5 117.8(3) . . ?
C6 C5 N4 110.6(3) . . ?
C6 C5 C4 120.7(4) . . ?
N4 C5 C4 128.7(4) . . ?
N3 C6 C5 106.0(3) . . ?
N3 C6 C7 130.3(4) . . ?
C5 C6 C7 123.7(4) . . ?
C8 C7 C11 118.6(4) . . ?
C8 C7 C6 125.0(4) . . ?
C11 C7 C6 116.3(3) . . ?
C9 C8 C7 119.0(4) . . ?
C9 C8 H8 120.5 . . ?
C7 C8 H8 120.5 . . ?
C8 C9 C10 119.2(4) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 H9 120.4 . . ?
N2 C10 C9 123.9(4) . . ?
N2 C10 H10 118.0 . . ?
C9 C10 H10 118.0 . . ?
N2 C11 C7 121.5(3) . . ?
N2 C11 C12 118.3(3) . . ?
C7 C11 C12 120.2(4) . . ?
N1 C12 C4 122.0(3) . . ?
N1 C12 C11 116.9(3) . . ?
C4 C12 C11 121.1(3) . . ?
N4 C13 N3 112.6(3) . . ?
N4 C13 C14 123.5(4) . . ?
N3 C13 C14 123.9(3) . . ?
C15 C14 C19 118.6(4) . . ?
C15 C14 C13 117.1(4) . . ?
C19 C14 C13 124.2(3) . . ?
C16 C15 C14 121.2(4) . . ?
C16 C15 H15 119.4 . . ?
C14 C15 H15 119.4 . . ?
C15 C16 C17 119.8(4) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 H16 120.1 . . ?
C16 C17 C18 119.9(4) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C17 C18 C19 121.0(4) . . ?
C17 C18 H18 119.5 . . ?
C19 C18 H18 119.5 . . ?
C18 C19 C14 119.5(4) . . ?
C18 C19 C20 116.3(4) . . ?
C14 C19 C20 124.0(3) . . ?
O2 C20 O1 121.3(4) . . ?
O2 C20 C19 122.4(4) . . ?
O1 C20 C19 116.3(4) . . ?
O2 C20 Tb 62.6(2) . 4_666 ?
O1 C20 Tb 58.8(2) . 4_666 ?
C19 C20 Tb 174.6(3) . 4_666 ?
N5 C21 C22 124.8(4) . . ?
N5 C21 H21 117.6 . . ?
C22 C21 H21 117.6 . . ?
C23 C22 C21 117.8(4) . . ?
C23 C22 H22 121.1 . . ?
C21 C22 H22 121.1 . . ?
C22 C23 C24 119.8(4) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
C23 C24 C32 118.9(4) . . ?
C23 C24 C25 124.4(4) . . ?
C32 C24 C25 116.7(4) . . ?
N7 C25 C26 106.3(3) . . ?
N7 C25 C24 129.9(4) . . ?
C26 C25 C24 123.7(4) . . ?
C25 C26 N8 109.9(4) . . ?
C25 C26 C27 120.3(3) . . ?
N8 C26 C27 129.8(4) . . ?
C28 C27 C31 118.0(4) . . ?
C28 C27 C26 124.0(4) . . ?
C31 C27 C26 118.0(4) . . ?
C29 C28 C27 119.1(4) . . ?
C29 C28 H28 120.5 . . ?
C27 C28 H28 120.5 . . ?
C28 C29 C30 119.6(4) . . ?
C28 C29 H29 120.2 . . ?
C30 C29 H29 120.2 . . ?
N6 C30 C29 123.5(4) . . ?
N6 C30 H30 118.3 . . ?
C29 C30 H30 118.3 . . ?
N6 C31 C27 121.8(4) . . ?
N6 C31 C32 118.2(3) . . ?
C27 C31 C32 120.0(4) . . ?
N5 C32 C24 121.3(4) . . ?
N5 C32 C31 117.6(4) . . ?
C24 C32 C31 121.1(3) . . ?
N8 C33 N7 112.9(3) . . ?
N8 C33 C34 126.2(3) . . ?
N7 C33 C34 120.8(4) . . ?
C39 C34 C35 118.4(4) . . ?
C39 C34 C33 125.6(3) . . ?
C35 C34 C33 115.9(4) . . ?
C36 C35 C34 121.0(4) . . ?
C36 C35 H35 119.5 . . ?
C34 C35 H35 119.5 . . ?
C37 C36 C35 120.3(4) . . ?
C37 C36 H36 119.8 . . ?
C35 C36 H36 119.8 . . ?
C36 C37 C38 120.1(4) . . ?
C36 C37 H37 120.0 . . ?
C38 C37 H37 120.0 . . ?
C37 C38 C39 120.1(4) . . ?
C37 C38 H38 120.0 . . ?
C39 C38 H38 120.0 . . ?
C34 C39 C38 120.2(4) . . ?
C34 C39 C40 121.9(4) . . ?
C38 C39 C40 117.9(4) . . ?
O3 C40 O4 121.5(4) . . ?
O3 C40 C39 118.3(4) . . ?
O4 C40 C39 120.3(4) . . ?
O3 C40 Tb 61.0(2) . 3_567 ?
O4 C40 Tb 62.8(2) . 3_567 ?
C39 C40 Tb 165.0(2) . 3_567 ?
O7 N9 O5 122.7(4) . . ?
O7 N9 O6 121.3(4) . . ?
O5 N9 O6 116.0(4) . . ?
O7 N9 Tb 171.6(3) . . ?
O5 N9 Tb 58.0(2) . . ?
O6 N9 Tb 58.8(2) . . ?
C1 N1 C12 116.9(3) . . ?
C1 N1 Tb 121.0(3) . . ?
C12 N1 Tb 122.2(2) . . ?
C10 N2 C11 117.6(3) . . ?
C10 N2 Tb 122.2(3) . . ?
C11 N2 Tb 120.0(2) . . ?
C13 N4 C5 103.9(3) . . ?
C13 N3 C6 106.9(3) . . ?
C13 N3 H3A 126.6 . . ?
C6 N3 H3A 126.6 . . ?
C21 N5 C32 117.4(4) . . ?
C21 N5 Tb 122.0(3) . . ?
C32 N5 Tb 120.6(3) . . ?
C30 N6 C31 118.0(3) . . ?
C30 N6 Tb 123.0(3) . . ?
C31 N6 Tb 118.9(2) . . ?
C25 N7 C33 106.3(3) . . ?
C25 N7 H7 126.8 . . ?
C33 N7 H7 126.8 . . ?
C33 N8 C26 104.5(3) . . ?
C20 O1 Tb 95.7(2) . 4_666 ?
C20 O2 Tb 91.8(2) . 4_666 ?
C40 O3 Tb 92.3(2) . 3_567 ?
C40 O4 Tb 90.3(2) . 3_567 ?
N9 O5 Tb 96.8(2) . . ?
N9 O6 Tb 95.4(2) . . ?

_refine_diff_density_max         0.507
_refine_diff_density_min         -0.608
_refine_diff_density_rms         0.090

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

data_2
_database_code_depnum_ccdc_archive 'CCDC 1865919'
_audit_update_record             
;
2018-12-24 deposited with the CCDC.
2019-01-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C46 H26 Eu N9 O6'
_chemical_formula_sum            'C46 H26 Eu N9 O6'
_chemical_formula_weight         952.72

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'
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                   10.5943(18)
_cell_length_b                   13.708(2)
_cell_length_c                   14.497(2)
_cell_angle_alpha                78.663(3)
_cell_angle_beta                 80.397(3)
_cell_angle_gamma                68.379(3)
_cell_volume                     1908.7(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2118
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      21.42

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.658
_exptl_crystal_F_000             952
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.61
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    1.710
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.524
_exptl_absorpt_correction_T_max  0.814
_exptl_absorpt_process_details   '(SADABS; Bruker, 2002)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10506
_diffrn_reflns_av_unetI/netI     0.0516
_diffrn_reflns_av_R_equivalents  0.0228
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.440
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             7380
_reflns_number_gt                6362
_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       'SMART (Bruker, 2002)'
_computing_cell_refinement       'SMART (Bruker, 2002)'
_computing_data_reduction        'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0353P)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         7380
_refine_ls_number_parameters     559
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0348
_refine_ls_wR_factor_ref         0.0789
_refine_ls_wR_factor_gt          0.0749
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_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 0.9948(4) 0.3752(3) 0.7956(3) 0.0331(9) Uani 1 1 d . . . . .
H1 H 0.9442 0.4275 0.7513 0.040 Uiso 1 1 calc R U . . .
C2 C 1.0711(5) 0.4028(3) 0.8486(3) 0.0438(11) Uani 1 1 d . . . . .
H2 H 1.0715 0.4717 0.8398 0.053 Uiso 1 1 calc R U . . .
C3 C 1.1459(5) 0.3260(3) 0.9142(3) 0.0407(11) Uani 1 1 d . . . . .
H3 H 1.1967 0.3427 0.9511 0.049 Uiso 1 1 calc R U . . .
C4 C 1.1453(4) 0.2231(3) 0.9251(3) 0.0287(9) Uani 1 1 d . . . . .
C12 C 1.0674(4) 0.2008(3) 0.8676(2) 0.0253(8) Uani 1 1 d . . . . .
C11 C 1.0682(4) 0.0936(3) 0.8724(2) 0.0245(8) Uani 1 1 d . . . . .
C10 C 1.0001(4) -0.0214(3) 0.8144(3) 0.0269(8) Uani 1 1 d . . . . .
H10 H 0.9530 -0.0334 0.7716 0.032 Uiso 1 1 calc R U . . .
C9 C 1.0735(4) -0.1086(3) 0.8752(3) 0.0274(9) Uani 1 1 d . . . . .
H9 H 1.0739 -0.1761 0.8734 0.033 Uiso 1 1 calc R U . . .
C8 C 1.1445(4) -0.0926(3) 0.9374(3) 0.0272(8) Uani 1 1 d . . . . .
H8 H 1.1911 -0.1490 0.9807 0.033 Uiso 1 1 calc R U . . .
C7 C 1.1471(4) 0.0094(3) 0.9359(2) 0.0229(8) Uani 1 1 d . . . . .
C6 C 1.2219(4) 0.0364(3) 0.9938(2) 0.0257(8) Uani 1 1 d . . . . .
C5 C 1.2209(4) 0.1368(3) 0.9901(3) 0.0285(9) Uani 1 1 d . . . . .
C13 C 1.3481(4) 0.0405(3) 1.0979(3) 0.0268(8) Uani 1 1 d . . . . .
C14 C 1.4428(4) 0.0092(3) 1.1715(3) 0.0268(8) Uani 1 1 d . . . . .
C15 C 1.5169(4) 0.0752(3) 1.1692(3) 0.0351(10) Uani 1 1 d . . . . .
H15 H 1.5037 0.1348 1.1232 0.042 Uiso 1 1 calc R U . . .
C16 C 1.6088(4) 0.0543(4) 1.2330(3) 0.0436(11) Uani 1 1 d . . . . .
H16 H 1.6542 0.1013 1.2314 0.052 Uiso 1 1 calc R U . . .
C17 C 1.6344(5) -0.0353(4) 1.2994(3) 0.0494(13) Uani 1 1 d . . . . .
H17 H 1.6992 -0.0509 1.3413 0.059 Uiso 1 1 calc R U . . .
C18 C 1.5625(4) -0.1015(4) 1.3028(3) 0.0443(11) Uani 1 1 d . . . . .
H18 H 1.5802 -0.1628 1.3471 0.053 Uiso 1 1 calc R U . . .
C19 C 1.4642(4) -0.0796(3) 1.2418(3) 0.0292(9) Uani 1 1 d . . . . .
C20 C 1.3730(4) -0.1448(3) 1.2653(2) 0.0268(9) Uani 1 1 d . . . . .
C21 C 0.6610(4) 0.5175(3) 0.6155(3) 0.0316(9) Uani 1 1 d . . . . .
H21 H 0.6630 0.5232 0.6781 0.038 Uiso 1 1 calc R U . . .
C22 C 0.6163(4) 0.6106(3) 0.5528(3) 0.0335(10) Uani 1 1 d . . . . .
H22 H 0.5904 0.6763 0.5730 0.040 Uiso 1 1 calc R U . . .
C23 C 0.6109(4) 0.6041(3) 0.4605(3) 0.0308(9) Uani 1 1 d . . . . .
H23 H 0.5793 0.6653 0.4173 0.037 Uiso 1 1 calc R U . . .
C24 C 0.6537(4) 0.5041(3) 0.4324(2) 0.0242(8) Uani 1 1 d . . . . .
C32 C 0.6995(4) 0.4135(3) 0.5003(2) 0.0240(8) Uani 1 1 d . . . . .
C31 C 0.7472(4) 0.3078(3) 0.4735(2) 0.0231(8) Uani 1 1 d . . . . .
C30 C 0.8321(4) 0.1270(3) 0.5181(3) 0.0318(9) Uani 1 1 d . . . . .
H30 H 0.8617 0.0692 0.5650 0.038 Uiso 1 1 calc R U . . .
C29 C 0.8347(4) 0.1072(3) 0.4268(3) 0.0391(10) Uani 1 1 d . . . . .
H29 H 0.8646 0.0380 0.4136 0.047 Uiso 1 1 calc R U . . .
C28 C 0.7925(4) 0.1913(3) 0.3575(3) 0.0340(10) Uani 1 1 d . . . . .
H28 H 0.7935 0.1800 0.2961 0.041 Uiso 1 1 calc R U . . .
C27 C 0.7474(4) 0.2949(3) 0.3789(2) 0.0264(8) Uani 1 1 d . . . . .
C26 C 0.6988(4) 0.3883(3) 0.3114(3) 0.0280(9) Uani 1 1 d . . . . .
C25 C 0.6526(4) 0.4867(3) 0.3386(2) 0.0247(8) Uani 1 1 d . . . . .
C33 C 0.6295(4) 0.4971(3) 0.1890(3) 0.0278(9) Uani 1 1 d . . . . .
C34 C 0.6016(4) 0.5450(3) 0.0907(2) 0.0258(8) Uani 1 1 d . . . . .
C35 C 0.7055(4) 0.5060(3) 0.0207(3) 0.0326(9) Uani 1 1 d . . . . .
H35 H 0.7848 0.4509 0.0376 0.039 Uiso 1 1 calc R U . . .
C36 C 0.6932(4) 0.5477(3) -0.0738(3) 0.0337(10) Uani 1 1 d . . . . .
H36 H 0.7637 0.5212 -0.1199 0.040 Uiso 1 1 calc R U . . .
C37 C 0.5755(4) 0.6289(3) -0.0987(3) 0.0367(10) Uani 1 1 d . . . . .
H37 H 0.5660 0.6570 -0.1621 0.044 Uiso 1 1 calc R U . . .
C38 C 0.4720(4) 0.6687(3) -0.0307(3) 0.0327(9) Uani 1 1 d . . . . .
H38 H 0.3937 0.7244 -0.0485 0.039 Uiso 1 1 calc R U . . .
C39 C 0.4825(4) 0.6272(3) 0.0644(2) 0.0255(8) Uani 1 1 d . . . . .
C40 C 0.3600(4) 0.6713(3) 0.1335(2) 0.0244(8) Uani 1 1 d . . . . .
C41 C 1.0435(4) 0.2489(3) 0.5657(3) 0.0328(9) Uani 1 1 d . . . . .
C42 C 1.1039(4) 0.2553(4) 0.4644(3) 0.0388(10) Uani 1 1 d . . . . .
C46 C 1.0829(5) 0.3505(4) 0.4054(3) 0.0533(13) Uani 1 1 d . . . . .
H46 H 1.0381 0.4123 0.4322 0.064 Uiso 1 1 calc R U . . .
C43 C 1.1703(6) 0.1655(4) 0.4239(4) 0.077(2) Uani 1 1 d . . . . .
H43 H 1.1888 0.0990 0.4606 0.093 Uiso 1 1 calc R U . . .
C44 C 1.2099(8) 0.1747(5) 0.3274(4) 0.109(3) Uani 1 1 d . . . . .
H44 H 1.2528 0.1144 0.2982 0.130 Uiso 1 1 calc R U . . .
C45 C 1.1855(7) 0.2715(5) 0.2769(4) 0.087(2) Uani 1 1 d . . . . .
H45 H 1.2152 0.2760 0.2126 0.104 Uiso 1 1 calc R U . . .
N1 N 0.9904(3) 0.2779(2) 0.8048(2) 0.0269(7) Uani 1 1 d . . . . .
N2 N 0.9927(3) 0.0780(2) 0.8133(2) 0.0247(7) Uani 1 1 d . . . . .
N3 N 1.3043(3) -0.0257(3) 1.0629(2) 0.0256(7) Uani 1 1 d . . . . .
H3A H 1.3243 -0.0929 1.0806 0.031 Uiso 1 1 calc R U . . .
N4 N 1.3003(3) 0.1395(3) 1.0553(2) 0.0303(8) Uani 1 1 d . . . . .
N5 N 0.7010(3) 0.4211(2) 0.5923(2) 0.0270(7) Uani 1 1 d . . . . .
N6 N 0.7899(3) 0.2233(2) 0.5417(2) 0.0273(7) Uani 1 1 d . . . . .
N8 N 0.6854(3) 0.3945(3) 0.2178(2) 0.0299(8) Uani 1 1 d . . . . .
N7 N 0.6088(3) 0.5566(2) 0.2593(2) 0.0277(7) Uani 1 1 d . . . . .
H7 H 0.5748 0.6246 0.2545 0.033 Uiso 1 1 calc R U . . .
N9 N 1.1223(5) 0.3610(4) 0.3121(3) 0.0698(14) Uani 1 1 d . . . . .
O1 O 1.4227(3) -0.2446(2) 1.28510(18) 0.0341(6) Uani 1 1 d . . . . .
O2 O 1.2463(3) -0.0968(2) 1.26889(17) 0.0288(6) Uani 1 1 d . . . . .
O3 O 0.3280(3) 0.6108(2) 0.20294(17) 0.0280(6) Uani 1 1 d . . . . .
O4 O 0.2891(3) 0.7685(2) 0.12058(17) 0.0292(6) Uani 1 1 d . . . . .
O5 O 1.0505(3) 0.1606(2) 0.61310(19) 0.0394(7) Uani 1 1 d . . . . .
O6 O 0.9744(3) 0.3350(2) 0.59681(18) 0.0370(7) Uani 1 1 d . . . . .
Eu Eu 0.82867(2) 0.24743(2) 0.70884(2) 0.02327(7) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.330(5) . ?
C1 C2 1.391(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.372(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.390(5) . ?
C3 H3 0.9300 . ?
C4 C12 1.409(5) . ?
C4 C5 1.430(5) . ?
C12 N1 1.359(4) . ?
C12 C11 1.454(5) . ?
C11 N2 1.358(4) . ?
C11 C7 1.417(5) . ?
C10 N2 1.333(5) . ?
C10 C9 1.393(5) . ?
C10 H10 0.9300 . ?
C9 C8 1.361(5) . ?
C9 H9 0.9300 . ?
C8 C7 1.405(5) . ?
C8 H8 0.9300 . ?
C7 C6 1.424(5) . ?
C6 C5 1.363(5) . ?
C6 N3 1.379(4) . ?
C5 N4 1.380(5) . ?
C13 N4 1.322(5) . ?
C13 N3 1.367(5) . ?
C13 C14 1.479(5) . ?
C14 C15 1.392(5) . ?
C14 C19 1.400(5) . ?
C15 C16 1.370(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.373(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.374(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.388(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.502(5) . ?
C20 O2 1.256(4) . ?
C20 O1 1.263(4) . ?
C20 Eu 2.902(4) 2_757 ?
C21 N5 1.324(5) . ?
C21 C22 1.387(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.369(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.397(5) . ?
C23 H23 0.9300 . ?
C24 C32 1.408(5) . ?
C24 C25 1.429(5) . ?
C32 N5 1.361(4) . ?
C32 C31 1.457(5) . ?
C31 N6 1.357(4) . ?
C31 C27 1.416(5) . ?
C30 N6 1.323(5) . ?
C30 C29 1.396(5) . ?
C30 H30 0.9300 . ?
C29 C28 1.361(5) . ?
C29 H29 0.9300 . ?
C28 C27 1.402(5) . ?
C28 H28 0.9300 . ?
C27 C26 1.433(5) . ?
C26 C25 1.368(5) . ?
C26 N8 1.371(4) . ?
C25 N7 1.368(4) . ?
C33 N8 1.318(5) . ?
C33 N7 1.368(4) . ?
C33 C34 1.476(5) . ?
C34 C35 1.391(5) . ?
C34 C39 1.398(5) . ?
C35 C36 1.384(5) . ?
C35 H35 0.9300 . ?
C36 C37 1.376(6) . ?
C36 H36 0.9300 . ?
C37 C38 1.372(5) . ?
C37 H37 0.9300 . ?
C38 C39 1.390(5) . ?
C38 H38 0.9300 . ?
C39 C40 1.509(5) . ?
C40 O3 1.258(4) . ?
C40 O4 1.260(4) . ?
C40 Eu 2.881(4) 2_666 ?
C41 O5 1.251(5) . ?
C41 O6 1.262(5) . ?
C41 C42 1.501(5) . ?
C41 Eu 2.815(4) . ?
C42 C43 1.364(6) . ?
C42 C46 1.377(6) . ?
C46 N9 1.344(6) . ?
C46 H46 0.9300 . ?
C43 C44 1.386(7) . ?
C43 H43 0.9300 . ?
C44 C45 1.340(8) . ?
C44 H44 0.9300 . ?
C45 N9 1.318(7) . ?
C45 H45 0.9300 . ?
N1 Eu 2.569(3) . ?
N2 Eu 2.689(3) . ?
N3 H3A 0.8600 . ?
N5 Eu 2.676(3) . ?
N6 Eu 2.626(3) . ?
N7 H7 0.8600 . ?
O1 Eu 2.664(3) 2_757 ?
O2 Eu 2.421(3) 2_757 ?
O3 Eu 2.462(2) 2_666 ?
O4 Eu 2.584(2) 2_666 ?
O5 Eu 2.523(3) . ?
O6 Eu 2.495(3) . ?
Eu O2 2.421(3) 2_757 ?
Eu O3 2.461(2) 2_666 ?
Eu O4 2.585(2) 2_666 ?
Eu O1 2.664(3) 2_757 ?
Eu C40 2.881(4) 2_666 ?

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 123.5(4) . . ?
N1 C1 H1 118.2 . . ?
C2 C1 H1 118.2 . . ?
C3 C2 C1 118.5(4) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C2 C3 C4 119.7(4) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C3 C4 C12 118.5(3) . . ?
C3 C4 C5 124.4(4) . . ?
C12 C4 C5 117.1(3) . . ?
N1 C12 C4 121.4(3) . . ?
N1 C12 C11 117.5(3) . . ?
C4 C12 C11 121.0(3) . . ?
N2 C11 C7 122.1(3) . . ?
N2 C11 C12 117.6(3) . . ?
C7 C11 C12 120.3(3) . . ?
N2 C10 C9 124.4(3) . . ?
N2 C10 H10 117.8 . . ?
C9 C10 H10 117.8 . . ?
C8 C9 C10 118.5(4) . . ?
C8 C9 H9 120.7 . . ?
C10 C9 H9 120.7 . . ?
C9 C8 C7 119.6(3) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C8 C7 C11 118.0(3) . . ?
C8 C7 C6 125.5(3) . . ?
C11 C7 C6 116.5(3) . . ?
C5 C6 N3 106.0(3) . . ?
C5 C6 C7 123.5(3) . . ?
N3 C6 C7 130.5(3) . . ?
C6 C5 N4 110.7(3) . . ?
C6 C5 C4 121.5(3) . . ?
N4 C5 C4 127.8(4) . . ?
N4 C13 N3 112.1(3) . . ?
N4 C13 C14 121.6(3) . . ?
N3 C13 C14 126.2(3) . . ?
C15 C14 C19 117.9(3) . . ?
C15 C14 C13 115.9(3) . . ?
C19 C14 C13 126.1(3) . . ?
C16 C15 C14 121.5(4) . . ?
C16 C15 H15 119.2 . . ?
C14 C15 H15 119.2 . . ?
C15 C16 C17 120.6(4) . . ?
C15 C16 H16 119.7 . . ?
C17 C16 H16 119.7 . . ?
C16 C17 C18 118.7(4) . . ?
C16 C17 H17 120.7 . . ?
C18 C17 H17 120.7 . . ?
C17 C18 C19 121.8(4) . . ?
C17 C18 H18 119.1 . . ?
C19 C18 H18 119.1 . . ?
C18 C19 C14 119.2(4) . . ?
C18 C19 C20 116.5(4) . . ?
C14 C19 C20 123.6(3) . . ?
O2 C20 O1 121.3(4) . . ?
O2 C20 C19 117.9(3) . . ?
O1 C20 C19 120.6(3) . . ?
O2 C20 Eu 55.40(19) . 2_757 ?
O1 C20 Eu 66.5(2) . 2_757 ?
C19 C20 Eu 171.5(3) . 2_757 ?
N5 C21 C22 124.4(3) . . ?
N5 C21 H21 117.8 . . ?
C22 C21 H21 117.8 . . ?
C23 C22 C21 118.7(4) . . ?
C23 C22 H22 120.6 . . ?
C21 C22 H22 120.6 . . ?
C22 C23 C24 118.9(4) . . ?
C22 C23 H23 120.5 . . ?
C24 C23 H23 120.5 . . ?
C23 C24 C32 118.7(3) . . ?
C23 C24 C25 124.3(3) . . ?
C32 C24 C25 116.9(3) . . ?
N5 C32 C24 121.7(3) . . ?
N5 C32 C31 117.9(3) . . ?
C24 C32 C31 120.4(3) . . ?
N6 C31 C27 121.6(3) . . ?
N6 C31 C32 118.0(3) . . ?
C27 C31 C32 120.5(3) . . ?
N6 C30 C29 123.8(4) . . ?
N6 C30 H30 118.1 . . ?
C29 C30 H30 118.1 . . ?
C28 C29 C30 118.5(4) . . ?
C28 C29 H29 120.7 . . ?
C30 C29 H29 120.7 . . ?
C29 C28 C27 119.8(4) . . ?
C29 C28 H28 120.1 . . ?
C27 C28 H28 120.1 . . ?
C28 C27 C31 118.0(3) . . ?
C28 C27 C26 123.9(3) . . ?
C31 C27 C26 118.1(3) . . ?
C25 C26 N8 111.5(3) . . ?
C25 C26 C27 120.4(3) . . ?
N8 C26 C27 128.0(3) . . ?
N7 C25 C26 105.3(3) . . ?
N7 C25 C24 131.0(3) . . ?
C26 C25 C24 123.7(3) . . ?
N8 C33 N7 112.5(3) . . ?
N8 C33 C34 124.8(3) . . ?
N7 C33 C34 122.6(3) . . ?
C35 C34 C39 118.9(3) . . ?
C35 C34 C33 116.1(3) . . ?
C39 C34 C33 125.0(3) . . ?
C36 C35 C34 121.3(4) . . ?
C36 C35 H35 119.4 . . ?
C34 C35 H35 119.4 . . ?
C37 C36 C35 119.2(4) . . ?
C37 C36 H36 120.4 . . ?
C35 C36 H36 120.4 . . ?
C38 C37 C36 120.5(4) . . ?
C38 C37 H37 119.8 . . ?
C36 C37 H37 119.8 . . ?
C37 C38 C39 121.0(4) . . ?
C37 C38 H38 119.5 . . ?
C39 C38 H38 119.5 . . ?
C38 C39 C34 119.1(3) . . ?
C38 C39 C40 117.3(3) . . ?
C34 C39 C40 123.5(3) . . ?
O3 C40 O4 120.2(3) . . ?
O3 C40 C39 120.0(3) . . ?
O4 C40 C39 119.8(3) . . ?
O3 C40 Eu 58.18(18) . 2_666 ?
O4 C40 Eu 63.78(19) . 2_666 ?
C39 C40 Eu 167.3(2) . 2_666 ?
O5 C41 O6 122.1(4) . . ?
O5 C41 C42 119.8(4) . . ?
O6 C41 C42 117.6(4) . . ?
O5 C41 Eu 63.7(2) . . ?
O6 C41 Eu 62.4(2) . . ?
C42 C41 Eu 152.9(3) . . ?
C43 C42 C46 116.7(4) . . ?
C43 C42 C41 120.8(4) . . ?
C46 C42 C41 122.2(4) . . ?
N9 C46 C42 125.0(5) . . ?
N9 C46 H46 117.5 . . ?
C42 C46 H46 117.5 . . ?
C42 C43 C44 119.2(5) . . ?
C42 C43 H43 120.4 . . ?
C44 C43 H43 120.4 . . ?
C45 C44 C43 119.0(6) . . ?
C45 C44 H44 120.5 . . ?
C43 C44 H44 120.5 . . ?
N9 C45 C44 124.5(5) . . ?
N9 C45 H45 117.8 . . ?
C44 C45 H45 117.8 . . ?
C1 N1 C12 118.3(3) . . ?
C1 N1 Eu 118.4(2) . . ?
C12 N1 Eu 123.2(2) . . ?
C10 N2 C11 117.2(3) . . ?
C10 N2 Eu 123.8(2) . . ?
C11 N2 Eu 118.9(2) . . ?
C13 N3 C6 106.4(3) . . ?
C13 N3 H3A 126.8 . . ?
C6 N3 H3A 126.8 . . ?
C13 N4 C5 104.7(3) . . ?
C21 N5 C32 117.4(3) . . ?
C21 N5 Eu 122.1(2) . . ?
C32 N5 Eu 119.3(2) . . ?
C30 N6 C31 118.3(3) . . ?
C30 N6 Eu 119.7(2) . . ?
C31 N6 Eu 121.1(2) . . ?
C33 N8 C26 104.1(3) . . ?
C33 N7 C25 106.6(3) . . ?
C33 N7 H7 126.7 . . ?
C25 N7 H7 126.7 . . ?
C45 N9 C46 115.6(5) . . ?
C20 O1 Eu 87.7(2) . 2_757 ?
C20 O2 Eu 99.3(2) . 2_757 ?
C40 O3 Eu 96.1(2) . 2_666 ?
C40 O4 Eu 90.3(2) . 2_666 ?
C41 O5 Eu 90.0(2) . . ?
C41 O6 Eu 91.0(2) . . ?
O2 Eu O3 112.12(9) 2_757 2_666 ?
O2 Eu O6 141.41(9) 2_757 . ?
O3 Eu O6 103.90(9) 2_666 . ?
O2 Eu O5 94.68(9) 2_757 . ?
O3 Eu O5 152.75(9) 2_666 . ?
O6 Eu O5 52.01(9) . . ?
O2 Eu N1 128.04(9) 2_757 . ?
O3 Eu N1 77.80(9) 2_666 . ?
O6 Eu N1 72.08(9) . . ?
O5 Eu N1 81.85(9) . . ?
O2 Eu O4 72.88(8) 2_757 2_666 ?
O3 Eu O4 51.18(8) 2_666 2_666 ?
O6 Eu O4 144.57(9) . 2_666 ?
O5 Eu O4 140.17(8) . 2_666 ?
N1 Eu O4 77.47(9) . 2_666 ?
O2 Eu N6 72.62(9) 2_757 . ?
O3 Eu N6 123.61(9) 2_666 . ?
O6 Eu N6 76.27(9) . . ?
O5 Eu N6 67.95(9) . . ?
N1 Eu N6 145.55(10) . . ?
O4 Eu N6 136.74(9) 2_666 . ?
O2 Eu O1 50.91(8) 2_757 2_757 ?
O3 Eu O1 72.20(8) 2_666 2_757 ?
O6 Eu O1 135.27(9) . 2_757 ?
O5 Eu O1 132.71(9) . 2_757 ?
N1 Eu O1 143.32(9) . 2_757 ?
O4 Eu O1 67.44(8) 2_666 2_757 ?
N6 Eu O1 70.74(9) . 2_757 ?
O2 Eu N5 118.27(9) 2_757 . ?
O3 Eu N5 68.44(9) 2_666 . ?
O6 Eu N5 62.90(9) . . ?
O5 Eu N5 103.86(9) . . ?
N1 Eu N5 112.78(10) . . ?
O4 Eu N5 115.44(9) 2_666 . ?
N6 Eu N5 61.97(9) . . ?
O1 Eu N5 75.12(9) 2_757 . ?
O2 Eu N2 68.43(9) 2_757 . ?
O3 Eu N2 115.51(8) 2_666 . ?
O6 Eu N2 108.23(9) . . ?
O5 Eu N2 68.89(9) . . ?
N1 Eu N2 62.01(9) . . ?
O4 Eu N2 71.37(8) 2_666 . ?
N6 Eu N2 117.62(9) . . ?
O1 Eu N2 113.45(9) 2_757 . ?
N5 Eu N2 171.13(9) . . ?
O2 Eu C41 116.26(11) 2_757 . ?
O3 Eu C41 130.50(11) 2_666 . ?
O6 Eu C41 26.63(10) . . ?
O5 Eu C41 26.39(10) . . ?
N1 Eu C41 80.80(10) . . ?
O4 Eu C41 157.00(10) 2_666 . ?
N6 Eu C41 64.78(10) . . ?
O1 Eu C41 135.24(10) 2_757 . ?
N5 Eu C41 80.00(11) . . ?
N2 Eu C41 91.82(10) . . ?
O2 Eu C40 90.40(10) 2_757 2_666 ?
O3 Eu C40 25.73(9) 2_666 2_666 ?
O6 Eu C40 127.73(10) . 2_666 ?
O5 Eu C40 160.12(9) . 2_666 ?
N1 Eu C40 79.90(10) . 2_666 ?
O4 Eu C40 25.93(9) 2_666 2_666 ?
N6 Eu C40 131.77(10) . 2_666 ?
O1 Eu C40 63.92(9) 2_757 2_666 ?
N5 Eu C40 90.49(10) . 2_666 ?
N2 Eu C40 95.40(9) . 2_666 ?
C41 Eu C40 153.14(12) . 2_666 ?

_refine_diff_density_max         1.627
_refine_diff_density_min         -0.650
_refine_diff_density_rms         0.095

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

data_6
_database_code_depnum_ccdc_archive 'CCDC 1865923'
_audit_update_record             
;
2018-12-24 deposited with the CCDC.
2019-01-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H19 N4 O6 Tb'
_chemical_formula_sum            'C26 H19 N4 O6 Tb'
_chemical_formula_weight         642.37

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'
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                   9.6004(5)
_cell_length_b                   11.0929(6)
_cell_length_c                   12.7617(7)
_cell_angle_alpha                68.4090(10)
_cell_angle_beta                 71.4530(10)
_cell_angle_gamma                74.6470(10)
_cell_volume                     1181.14(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4214
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      30.11

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.806
_exptl_crystal_F_000             632
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    3.045
_shelx_estimated_absorpt_T_min   0.567
_shelx_estimated_absorpt_T_max   0.731
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.543
_exptl_absorpt_correction_T_max  0.715
_exptl_absorpt_process_details   '(SADABS; Bruker, 2002)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6063
_diffrn_reflns_av_unetI/netI     0.0286
_diffrn_reflns_av_R_equivalents  0.0130
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.771
_diffrn_reflns_theta_max         25.347
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             4281
_reflns_number_gt                3981
_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       'SMART (Bruker, 2002)'
_computing_cell_refinement       'SMART (Bruker, 2002)'
_computing_data_reduction        'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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+1.6906P] 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         4281
_refine_ls_number_parameters     343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0260
_refine_ls_R_factor_gt           0.0227
_refine_ls_wR_factor_ref         0.0543
_refine_ls_wR_factor_gt          0.0525
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_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
C1 C 0.6158(4) 0.0925(4) 0.8473(3) 0.0308(9) Uani 1 1 d . . . . .
H1 H 0.6077 0.0696 0.9265 0.037 Uiso 1 1 calc R U . . .
C2 C 0.4857(4) 0.1151(4) 0.8116(3) 0.0369(10) Uani 1 1 d . . . . .
H2 H 0.3942 0.1074 0.8655 0.044 Uiso 1 1 calc R U . . .
C3 C 0.4960(4) 0.1490(4) 0.6948(3) 0.0374(10) Uani 1 1 d . . . . .
H3 H 0.4110 0.1661 0.6682 0.045 Uiso 1 1 calc R U . . .
C4 C 0.6361(4) 0.1574(4) 0.6164(3) 0.0272(8) Uani 1 1 d . . . . .
C12 C 0.7621(4) 0.1319(3) 0.6600(3) 0.0223(7) Uani 1 1 d . . . . .
C11 C 0.9096(4) 0.1354(3) 0.5818(3) 0.0188(7) Uani 1 1 d . . . . .
C10 C 1.1635(4) 0.1066(3) 0.5605(3) 0.0240(8) Uani 1 1 d . . . . .
H10 H 1.2437 0.0856 0.5936 0.029 Uiso 1 1 calc R U . . .
C9 C 1.1926(4) 0.1384(4) 0.4400(3) 0.0256(8) Uani 1 1 d . . . . .
H9 H 1.2898 0.1396 0.3945 0.031 Uiso 1 1 calc R U . . .
C8 C 1.0767(4) 0.1676(3) 0.3899(3) 0.0230(8) Uani 1 1 d . . . . .
H8 H 1.0942 0.1886 0.3098 0.028 Uiso 1 1 calc R U . . .
C7 C 0.9313(4) 0.1659(3) 0.4601(3) 0.0213(7) Uani 1 1 d . . . . .
C6 C 0.7997(4) 0.1917(3) 0.4206(3) 0.0220(7) Uani 1 1 d . . . . .
C5 C 0.6590(4) 0.1880(4) 0.4933(3) 0.0270(8) Uani 1 1 d . . . . .
C13 C 0.6304(4) 0.2307(4) 0.3232(3) 0.0257(8) Uani 1 1 d . . . . .
C14 C 0.5546(4) 0.2781(4) 0.2276(3) 0.0246(8) Uani 1 1 d . . . . .
C15 C 0.4261(4) 0.3713(4) 0.2440(3) 0.0347(9) Uani 1 1 d . . . . .
H15 H 0.3979 0.3964 0.3108 0.042 Uiso 1 1 calc R U . . .
C16 C 0.3397(5) 0.4273(4) 0.1646(4) 0.0431(11) Uani 1 1 d . . . . .
H16 H 0.2539 0.4881 0.1783 0.052 Uiso 1 1 calc R U . . .
C17 C 0.3824(5) 0.3919(4) 0.0639(4) 0.0425(11) Uani 1 1 d . . . . .
H17 H 0.3259 0.4292 0.0091 0.051 Uiso 1 1 calc R U . . .
C18 C 0.5094(4) 0.3009(4) 0.0460(3) 0.0343(9) Uani 1 1 d . . . . .
H18 H 0.5373 0.2777 -0.0217 0.041 Uiso 1 1 calc R U . . .
C19 C 0.5974(4) 0.2425(3) 0.1253(3) 0.0229(7) Uani 1 1 d . . . . .
C20 C 0.7319(4) 0.1430(3) 0.0936(3) 0.0214(7) Uani 1 1 d . . . . .
C21 C 1.0596(4) 0.1904(3) 1.0387(3) 0.0195(7) Uani 1 1 d . . . . .
C22 C 1.0544(5) 0.3337(3) 0.9690(3) 0.0346(10) Uani 1 1 d . . . . .
H22A H 0.9922 0.3549 0.9157 0.042 Uiso 1 1 calc R U . . .
H22B H 1.1542 0.3471 0.9226 0.042 Uiso 1 1 calc R U . . .
C23 C 0.9964(5) 0.4292(3) 1.0388(3) 0.0274(8) Uani 1 1 d . . . . .
H23A H 1.0550 0.4068 1.0948 0.033 Uiso 1 1 calc R U . . .
H23B H 0.8940 0.4212 1.0815 0.033 Uiso 1 1 calc R U . . .
C24 C 1.0489(5) 0.3330(3) 0.7072(3) 0.0273(8) Uani 1 1 d . . . . .
C25 C 1.0871(6) 0.4678(4) 0.6288(4) 0.0496(13) Uani 1 1 d . . . . .
C26 C 1.0740(16) 0.4957(12) 0.5095(11) 0.058(3) Uani 0.5 1 d . . P . .
C26A C 0.9863(14) 0.5387(8) 0.5435(7) 0.033(2) Uani 0.5 1 d . . P . .
N1 N 0.7504(3) 0.1012(3) 0.7762(2) 0.0232(6) Uani 1 1 d . . . . .
N2 N 1.0276(3) 0.1048(3) 0.6305(2) 0.0200(6) Uani 1 1 d . . . . .
N4 N 0.5532(3) 0.2131(3) 0.4327(3) 0.0304(7) Uani 1 1 d . . . . .
N3 N 0.7805(3) 0.2192(3) 0.3113(2) 0.0226(6) Uani 1 1 d . . . . .
H3A H 0.8492 0.2275 0.2476 0.027 Uiso 1 1 calc R U . . .
O1 O 0.7780(3) 0.1543(3) -0.0129(2) 0.0316(6) Uani 1 1 d . . . . .
O2 O 0.7888(3) 0.0581(2) 0.1724(2) 0.0239(5) Uani 1 1 d . . . . .
O3 O 1.0776(3) 0.1076(2) 0.98513(19) 0.0230(5) Uani 1 1 d . . . . .
O4 O 1.0460(3) 0.1511(2) 1.1455(2) 0.0255(6) Uani 1 1 d . . . . .
O5 O 0.9144(3) 0.3177(2) 0.7501(2) 0.0323(6) Uani 1 1 d . . . . .
O6 O 1.1513(3) 0.2385(2) 0.7309(2) 0.0305(6) Uani 1 1 d . . . . .
Tb Tb 0.97808(2) 0.08582(2) 0.84321(2) 0.01713(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 1.325(5) . ?
C1 C2 1.393(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.373(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.400(5) . ?
C3 H3 0.9300 . ?
C4 C12 1.409(5) . ?
C4 C5 1.434(5) . ?
C12 N1 1.367(4) . ?
C12 C11 1.451(5) . ?
C11 N2 1.368(4) . ?
C11 C7 1.419(5) . ?
C10 N2 1.326(4) . ?
C10 C9 1.395(5) . ?
C10 H10 0.9300 . ?
C9 C8 1.364(5) . ?
C9 H9 0.9300 . ?
C8 C7 1.399(5) . ?
C8 H8 0.9300 . ?
C7 C6 1.428(5) . ?
C6 C5 1.375(5) . ?
C6 N3 1.377(4) . ?
C5 N4 1.379(5) . ?
C13 N4 1.325(5) . ?
C13 N3 1.376(5) . ?
C13 C14 1.479(5) . ?
C14 C15 1.399(5) . ?
C14 C19 1.407(5) . ?
C15 C16 1.378(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.387(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.378(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.388(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.514(5) . ?
C20 O2 1.256(4) . ?
C20 O1 1.257(4) . ?
C21 O4 1.243(4) . ?
C21 O3 1.282(4) . ?
C21 C22 1.505(5) . ?
C21 Tb 2.939(3) 2_757 ?
C22 C23 1.514(5) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C23 1.524(7) 2_767 ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 O6 1.252(5) . ?
C24 O5 1.262(5) . ?
C24 C25 1.525(5) . ?
C24 Tb 2.780(3) . ?
C25 C26 1.478(13) . ?
C25 C26A 1.543(11) . ?
C26 C26A 0.913(13) . ?
C26 C26A 1.223(12) 2_766 ?
C26 C26 1.49(3) 2_766 ?
C26A C26 1.223(13) 2_766 ?
C26A C26A 1.561(16) 2_766 ?
N1 Tb 2.535(3) . ?
N2 Tb 2.540(3) . ?
N3 H3A 0.8600 . ?
O1 Tb 2.377(2) 1_554 ?
O2 Tb 2.378(2) 2_756 ?
O3 Tb 2.408(2) . ?
O3 Tb 2.468(2) 2_757 ?
O4 Tb 2.646(2) 2_757 ?
O5 Tb 2.404(2) . ?
O6 Tb 2.424(3) . ?
Tb O1 2.377(2) 1_556 ?
Tb O2 2.378(2) 2_756 ?
Tb O3 2.468(2) 2_757 ?
Tb O4 2.646(2) 2_757 ?
Tb C21 2.939(3) 2_757 ?
Tb Tb 3.8545(4) 2_757 ?

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 124.6(3) . . ?
N1 C1 H1 117.7 . . ?
C2 C1 H1 117.7 . . ?
C3 C2 C1 118.3(4) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C2 C3 C4 119.2(4) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C3 C4 C12 118.7(3) . . ?
C3 C4 C5 123.4(3) . . ?
C12 C4 C5 117.9(3) . . ?
N1 C12 C4 121.7(3) . . ?
N1 C12 C11 118.0(3) . . ?
C4 C12 C11 120.3(3) . . ?
N2 C11 C7 121.3(3) . . ?
N2 C11 C12 117.3(3) . . ?
C7 C11 C12 121.4(3) . . ?
N2 C10 C9 123.6(3) . . ?
N2 C10 H10 118.2 . . ?
C9 C10 H10 118.2 . . ?
C8 C9 C10 119.2(3) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 H9 120.4 . . ?
C9 C8 C7 119.4(3) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C8 C7 C11 118.3(3) . . ?
C8 C7 C6 125.8(3) . . ?
C11 C7 C6 115.8(3) . . ?
C5 C6 N3 105.2(3) . . ?
C5 C6 C7 123.6(3) . . ?
N3 C6 C7 131.2(3) . . ?
C6 C5 N4 111.5(3) . . ?
C6 C5 C4 120.9(3) . . ?
N4 C5 C4 127.6(3) . . ?
N4 C13 N3 112.1(3) . . ?
N4 C13 C14 121.1(3) . . ?
N3 C13 C14 126.2(3) . . ?
C15 C14 C19 118.4(3) . . ?
C15 C14 C13 113.4(3) . . ?
C19 C14 C13 128.2(3) . . ?
C16 C15 C14 122.2(4) . . ?
C16 C15 H15 118.9 . . ?
C14 C15 H15 118.9 . . ?
C15 C16 C17 119.2(4) . . ?
C15 C16 H16 120.4 . . ?
C17 C16 H16 120.4 . . ?
C18 C17 C16 119.3(4) . . ?
C18 C17 H17 120.4 . . ?
C16 C17 H17 120.4 . . ?
C17 C18 C19 122.5(4) . . ?
C17 C18 H18 118.8 . . ?
C19 C18 H18 118.8 . . ?
C18 C19 C14 118.5(3) . . ?
C18 C19 C20 116.0(3) . . ?
C14 C19 C20 125.6(3) . . ?
O2 C20 O1 125.4(3) . . ?
O2 C20 C19 119.3(3) . . ?
O1 C20 C19 115.4(3) . . ?
O4 C21 O3 119.7(3) . . ?
O4 C21 C22 122.1(3) . . ?
O3 C21 C22 118.3(3) . . ?
O4 C21 Tb 64.20(17) . 2_757 ?
O3 C21 Tb 56.24(16) . 2_757 ?
C22 C21 Tb 169.0(3) . 2_757 ?
C21 C22 C23 115.7(3) . . ?
C21 C22 H22A 108.3 . . ?
C23 C22 H22A 108.3 . . ?
C21 C22 H22B 108.3 . . ?
C23 C22 H22B 108.3 . . ?
H22A C22 H22B 107.4 . . ?
C22 C23 C23 111.8(4) . 2_767 ?
C22 C23 H23A 109.3 . . ?
C23 C23 H23A 109.3 2_767 . ?
C22 C23 H23B 109.3 . . ?
C23 C23 H23B 109.3 2_767 . ?
H23A C23 H23B 107.9 . . ?
O6 C24 O5 120.2(3) . . ?
O6 C24 C25 119.7(4) . . ?
O5 C24 C25 120.1(4) . . ?
O6 C24 Tb 60.58(18) . . ?
O5 C24 Tb 59.70(18) . . ?
C25 C24 Tb 178.0(3) . . ?
C26 C25 C24 111.6(5) . . ?
C26 C25 C26A 35.1(5) . . ?
C24 C25 C26A 112.4(5) . . ?
C26A C26 C26A 92.8(14) . 2_766 ?
C26A C26 C25 76.3(13) . . ?
C26A C26 C25 140.5(9) 2_766 . ?
C26A C26 C26 55.1(11) . 2_766 ?
C26A C26 C26 37.7(7) 2_766 2_766 ?
C25 C26 C26 119.3(14) . 2_766 ?
C26 C26A C26 87.2(14) . 2_766 ?
C26 C26A C25 68.6(11) . . ?
C26 C26A C25 135.3(9) 2_766 . ?
C26 C26A C26A 51.5(9) . 2_766 ?
C26 C26A C26A 35.7(7) 2_766 2_766 ?
C25 C26A C26A 110.1(10) . 2_766 ?
C1 N1 C12 117.4(3) . . ?
C1 N1 Tb 123.1(2) . . ?
C12 N1 Tb 119.2(2) . . ?
C10 N2 C11 118.2(3) . . ?
C10 N2 Tb 121.8(2) . . ?
C11 N2 Tb 119.2(2) . . ?
C13 N4 C5 104.4(3) . . ?
C13 N3 C6 106.9(3) . . ?
C13 N3 H3A 126.5 . . ?
C6 N3 H3A 126.5 . . ?
C20 O1 Tb 144.5(2) . 1_554 ?
C20 O2 Tb 129.4(2) . 2_756 ?
C21 O3 Tb 138.1(2) . . ?
C21 O3 Tb 98.18(19) . 2_757 ?
Tb O3 Tb 104.46(9) . 2_757 ?
C21 O4 Tb 90.79(19) . 2_757 ?
C24 O5 Tb 93.3(2) . . ?
C24 O6 Tb 92.7(2) . . ?
O1 Tb O2 139.87(8) 1_556 2_756 ?
O1 Tb O5 76.96(9) 1_556 . ?
O2 Tb O5 131.01(9) 2_756 . ?
O1 Tb O3 70.98(9) 1_556 . ?
O2 Tb O3 77.10(8) 2_756 . ?
O5 Tb O3 96.04(9) . . ?
O1 Tb O6 115.43(9) 1_556 . ?
O2 Tb O6 78.03(9) 2_756 . ?
O5 Tb O6 53.65(9) . . ?
O3 Tb O6 75.51(8) . . ?
O1 Tb O3 70.95(8) 1_556 2_757 ?
O2 Tb O3 78.11(8) 2_756 2_757 ?
O5 Tb O3 147.85(9) . 2_757 ?
O3 Tb O3 75.54(9) . 2_757 ?
O6 Tb O3 145.80(9) . 2_757 ?
O1 Tb N1 77.03(9) 1_556 . ?
O2 Tb N1 130.93(9) 2_756 . ?
O5 Tb N1 76.88(9) . . ?
O3 Tb N1 148.01(9) . . ?
O6 Tb N1 120.34(9) . . ?
O3 Tb N1 93.83(9) 2_757 . ?
O1 Tb N2 137.21(9) 1_556 . ?
O2 Tb N2 82.29(8) 2_756 . ?
O5 Tb N2 76.23(9) . . ?
O3 Tb N2 144.53(9) . . ?
O6 Tb N2 72.14(9) . . ?
O3 Tb N2 127.85(8) 2_757 . ?
N1 Tb N2 64.81(9) . . ?
O1 Tb O4 108.14(9) 1_556 2_757 ?
O2 Tb O4 67.42(8) 2_756 2_757 ?
O5 Tb O4 144.46(9) . 2_757 ?
O3 Tb O4 119.12(7) . 2_757 ?
O6 Tb O4 136.40(8) . 2_757 ?
O3 Tb O4 50.39(7) 2_757 2_757 ?
N1 Tb O4 70.47(9) . 2_757 ?
N2 Tb O4 77.46(8) . 2_757 ?
O1 Tb C24 97.32(10) 1_556 . ?
O2 Tb C24 104.30(10) 2_756 . ?
O5 Tb C24 26.95(10) . . ?
O3 Tb C24 86.21(9) . . ?
O6 Tb C24 26.73(10) . . ?
O3 Tb C24 160.66(9) 2_757 . ?
N1 Tb C24 98.49(11) . . ?
N2 Tb C24 71.23(10) . . ?
O4 Tb C24 148.50(9) 2_757 . ?
O1 Tb C21 91.33(9) 1_556 2_757 ?
O2 Tb C21 68.56(9) 2_756 2_757 ?
O5 Tb C21 158.91(10) . 2_757 ?
O3 Tb C21 96.59(9) . 2_757 ?
O6 Tb C21 146.59(9) . 2_757 ?
O3 Tb C21 25.59(8) 2_757 2_757 ?
N1 Tb C21 83.48(9) . 2_757 ?
N2 Tb C21 102.35(9) . 2_757 ?
O4 Tb C21 25.02(8) 2_757 2_757 ?
C24 Tb C21 171.36(10) . 2_757 ?
O1 Tb Tb 65.63(6) 1_556 2_757 ?
O2 Tb Tb 74.25(6) 2_756 2_757 ?
O5 Tb Tb 127.43(6) . 2_757 ?
O3 Tb Tb 38.32(5) . 2_757 ?
O6 Tb Tb 111.92(6) . 2_757 ?
O3 Tb Tb 37.22(5) 2_757 2_757 ?
N1 Tb Tb 124.92(6) . 2_757 ?
N2 Tb Tb 154.37(6) . 2_757 ?
O4 Tb Tb 84.02(5) 2_757 2_757 ?
C24 Tb Tb 124.26(7) . 2_757 ?
C21 Tb Tb 59.61(7) 2_757 2_757 ?

_refine_diff_density_max         0.993
_refine_diff_density_min         -0.513
_refine_diff_density_rms         0.092

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

data_4
_database_code_depnum_ccdc_archive 'CCDC 1865921'
_audit_update_record             
;
2018-12-24 deposited with the CCDC.
2019-01-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H15 Eu N4 O6'
_chemical_formula_sum            'C24 H15 Eu N4 O6'
_chemical_formula_weight         607.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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                   9.434(4)
_cell_length_b                   9.625(3)
_cell_length_c                   12.739(4)
_cell_angle_alpha                107.69(4)
_cell_angle_beta                 92.975(7)
_cell_angle_gamma                100.613(9)
_cell_volume                     1076.0(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2154
_cell_measurement_theta_min      1.689
_cell_measurement_theta_max      27.178

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.875
_exptl_crystal_F_000             596
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.231
_exptl_crystal_size_mid          0.195
_exptl_crystal_size_min          0.152
_exptl_absorpt_coefficient_mu    2.966
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.506
_exptl_absorpt_correction_T_max  0.637
_exptl_absorpt_process_details   '(SADABS; Bruker, 2002)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7423
_diffrn_reflns_av_unetI/netI     0.1100
_diffrn_reflns_av_R_equivalents  0.0529
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.689
_diffrn_reflns_theta_max         27.178
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4743
_reflns_number_gt                3664
_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       'SMART (Bruker, 2002)'
_computing_cell_refinement       'SMART (Bruker, 2002)'
_computing_data_reduction        'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0331P)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         4743
_refine_ls_number_parameters     316
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0795
_refine_ls_R_factor_gt           0.0550
_refine_ls_wR_factor_ref         0.1069
_refine_ls_wR_factor_gt          0.0955
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.8902(8) 0.6118(9) 0.1180(6) 0.0315(18) Uani 1 1 d . . . . .
H1 H 0.9117 0.6051 0.0464 0.038 Uiso 1 1 calc R U . . .
C2 C 0.8671(9) 0.4821(9) 0.1462(6) 0.040(2) Uani 1 1 d . . . . .
H2 H 0.8725 0.3916 0.0947 0.048 Uiso 1 1 calc R U . . .
C3 C 0.8360(9) 0.4895(9) 0.2511(6) 0.0329(19) Uani 1 1 d . . . . .
H3 H 0.8184 0.4037 0.2716 0.039 Uiso 1 1 calc R U . . .
C4 C 0.8310(8) 0.6264(8) 0.3264(6) 0.0271(17) Uani 1 1 d . . . . .
C5 C 0.8552(7) 0.7543(8) 0.2921(5) 0.0221(16) Uani 1 1 d . . . . .
C6 C 0.8490(7) 0.8992(8) 0.3665(5) 0.0201(15) Uani 1 1 d . . . . .
C7 C 0.8708(8) 1.1527(8) 0.3977(6) 0.0273(17) Uani 1 1 d . . . . .
H7 H 0.8894 1.2332 0.3708 0.033 Uiso 1 1 calc R U . . .
C8 C 0.8383(8) 1.1801(9) 0.5065(6) 0.0288(18) Uani 1 1 d . . . . .
H8 H 0.8353 1.2759 0.5508 0.035 Uiso 1 1 calc R U . . .
C9 C 0.8107(7) 1.0614(8) 0.5467(6) 0.0248(16) Uani 1 1 d . . . . .
H9 H 0.7882 1.0758 0.6189 0.030 Uiso 1 1 calc R U . . .
C10 C 0.8169(7) 0.9184(8) 0.4775(5) 0.0220(16) Uani 1 1 d . . . . .
C11 C 0.7945(7) 0.7867(8) 0.5087(5) 0.0202(15) Uani 1 1 d . . . . .
C12 C 0.8002(8) 0.6481(9) 0.4390(5) 0.0271(17) Uani 1 1 d . . . . .
C13 C 0.7492(8) 0.6159(8) 0.5926(6) 0.0277(17) Uani 1 1 d . . . . .
C14 C 0.6933(7) 0.5392(8) 0.6710(6) 0.0249(16) Uani 1 1 d . . . . .
C15 C 0.5947(8) 0.4041(9) 0.6232(6) 0.035(2) Uani 1 1 d . . . . .
H15 H 0.5752 0.3656 0.5464 0.042 Uiso 1 1 calc R U . . .
C16 C 0.5258(8) 0.3268(9) 0.6870(7) 0.040(2) Uani 1 1 d . . . . .
H16 H 0.4649 0.2341 0.6526 0.048 Uiso 1 1 calc R U . . .
C17 C 0.5453(9) 0.3841(10) 0.8008(7) 0.043(2) Uani 1 1 d . . . . .
H17 H 0.4945 0.3337 0.8437 0.051 Uiso 1 1 calc R U . . .
C18 C 0.6425(8) 0.5189(9) 0.8502(6) 0.035(2) Uani 1 1 d . . . . .
H18 H 0.6546 0.5594 0.9271 0.042 Uiso 1 1 calc R U . . .
C19 C 0.7227(8) 0.5958(8) 0.7883(6) 0.0252(16) Uani 1 1 d . . . . .
C20 C 0.8364(8) 0.7287(8) 0.8535(6) 0.0240(16) Uani 1 1 d . . . . .
C21 C 0.7981(7) 1.0660(8) 0.8876(6) 0.0220(16) Uani 1 1 d . . . . .
C22 C 0.6457(8) 1.0849(10) 0.8986(7) 0.0455(14) Uani 1 1 d . U . . .
H22A H 0.6345 1.1730 0.8798 0.055 Uiso 1 1 calc R U . . .
H22B H 0.6287 1.1024 0.9755 0.055 Uiso 1 1 calc R U . . .
C23 C 0.5328(8) 0.9556(10) 0.8279(7) 0.0458(14) Uani 1 1 d . U . . .
H23A H 0.5448 0.8671 0.8457 0.055 Uiso 1 1 calc R U . . .
H23B H 0.5484 0.9392 0.7508 0.055 Uiso 1 1 calc R U . . .
C24 C 0.3803(9) 0.9751(11) 0.8412(7) 0.0444(14) Uani 1 1 d . U . . .
Eu Eu 1.09889(4) 1.02074(4) 0.87523(3) 0.01937(12) Uani 1 1 d . . . . .
N2 N 0.8838(6) 0.7467(7) 0.1870(5) 0.0231(13) Uani 1 1 d . . . . .
N1 N 0.8769(6) 1.0200(7) 0.3301(4) 0.0228(13) Uani 1 1 d . . . . .
N3 N 0.7621(6) 0.7657(7) 0.6077(4) 0.0234(14) Uani 1 1 d . . . . .
H3A H 0.7518 0.8331 0.6674 0.028 Uiso 1 1 calc R U . . .
N4 N 0.7711(7) 0.5405(7) 0.4909(5) 0.0314(15) Uani 1 1 d . . . . .
O1 O 0.9386(5) 0.7785(6) 0.8057(4) 0.0277(12) Uani 1 1 d . . . . .
O2 O 0.8229(6) 0.7846(6) 0.9544(4) 0.0406(15) Uani 1 1 d . . . . .
O3 O 0.8431(5) 1.0320(6) 0.7944(4) 0.0292(12) Uani 1 1 d . . . . .
O4 O 0.8842(5) 1.0853(6) 0.9741(4) 0.0289(12) Uani 1 1 d . . . . .
O5 O 0.2794(5) 0.8641(6) 0.8237(4) 0.0326(13) Uani 1 1 d . . . . .
O6 O 0.3565(5) 1.1040(6) 0.8695(5) 0.0369(14) 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 N2 1.343(9) . ?
C1 C2 1.384(11) . ?
C1 H1 0.9300 . ?
C2 C3 1.366(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.385(10) . ?
C3 H3 0.9300 . ?
C4 C5 1.411(10) . ?
C4 C12 1.439(9) . ?
C5 N2 1.362(8) . ?
C5 C6 1.442(9) . ?
C6 N1 1.365(8) . ?
C6 C10 1.426(9) . ?
C7 N1 1.319(9) . ?
C7 C8 1.392(9) . ?
C7 H7 0.9300 . ?
C8 C9 1.377(10) . ?
C8 H8 0.9300 . ?
C9 C10 1.404(9) . ?
C9 H9 0.9300 . ?
C10 C11 1.423(9) . ?
C11 C12 1.372(9) . ?
C11 N3 1.378(8) . ?
C12 N4 1.385(9) . ?
C13 N4 1.326(9) . ?
C13 N3 1.377(9) . ?
C13 C14 1.476(10) . ?
C14 C15 1.393(10) . ?
C14 C19 1.419(9) . ?
C15 C16 1.372(11) . ?
C15 H15 0.9300 . ?
C16 C17 1.375(11) . ?
C16 H16 0.9300 . ?
C17 C18 1.388(11) . ?
C17 H17 0.9300 . ?
C18 C19 1.398(10) . ?
C18 H18 0.9300 . ?
C19 C20 1.495(10) . ?
C20 O2 1.257(8) . ?
C20 O1 1.263(8) . ?
C21 O3 1.251(7) . ?
C21 O4 1.278(8) . ?
C21 C22 1.491(9) . ?
C21 Eu 2.954(7) . ?
C22 C23 1.492(11) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.496(10) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 O5 1.247(10) . ?
C24 O6 1.249(10) . ?
C24 Eu 2.804(8) 1_455 ?
Eu O2 2.371(5) 2_777 ?
Eu O1 2.412(5) . ?
Eu O6 2.427(5) 1_655 ?
Eu O4 2.443(5) 2_777 ?
Eu O5 2.462(5) 1_655 ?
Eu O4 2.516(5) . ?
Eu N1 2.554(5) 2_776 ?
Eu N2 2.574(6) 2_776 ?
Eu O3 2.607(5) . ?
Eu C24 2.804(8) 1_655 ?
Eu Eu 3.8546(12) 2_777 ?
N2 Eu 2.574(6) 2_776 ?
N1 Eu 2.554(5) 2_776 ?
N3 H3A 0.8600 . ?
O2 Eu 2.371(5) 2_777 ?
O4 Eu 2.443(5) 2_777 ?
O5 Eu 2.462(5) 1_455 ?
O6 Eu 2.427(5) 1_455 ?

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
N2 C1 C2 124.4(7) . . ?
N2 C1 H1 117.8 . . ?
C2 C1 H1 117.8 . . ?
C3 C2 C1 118.8(8) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 119.2(7) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C3 C4 C5 119.1(6) . . ?
C3 C4 C12 124.2(7) . . ?
C5 C4 C12 116.6(7) . . ?
N2 C5 C4 121.7(6) . . ?
N2 C5 C6 116.8(6) . . ?
C4 C5 C6 121.5(6) . . ?
N1 C6 C10 119.7(6) . . ?
N1 C6 C5 119.2(6) . . ?
C10 C6 C5 121.1(6) . . ?
N1 C7 C8 124.2(7) . . ?
N1 C7 H7 117.9 . . ?
C8 C7 H7 117.9 . . ?
C9 C8 C7 118.2(7) . . ?
C9 C8 H8 120.9 . . ?
C7 C8 H8 120.9 . . ?
C8 C9 C10 119.3(7) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 H9 120.3 . . ?
C9 C10 C11 125.4(6) . . ?
C9 C10 C6 119.1(7) . . ?
C11 C10 C6 115.4(6) . . ?
C12 C11 N3 105.3(6) . . ?
C12 C11 C10 124.2(6) . . ?
N3 C11 C10 130.5(6) . . ?
C11 C12 N4 111.5(6) . . ?
C11 C12 C4 121.1(7) . . ?
N4 C12 C4 127.3(7) . . ?
N4 C13 N3 112.4(6) . . ?
N4 C13 C14 121.6(7) . . ?
N3 C13 C14 125.3(7) . . ?
C15 C14 C19 118.5(7) . . ?
C15 C14 C13 115.3(6) . . ?
C19 C14 C13 126.0(7) . . ?
C16 C15 C14 121.5(7) . . ?
C16 C15 H15 119.2 . . ?
C14 C15 H15 119.2 . . ?
C15 C16 C17 121.0(8) . . ?
C15 C16 H16 119.5 . . ?
C17 C16 H16 119.5 . . ?
C16 C17 C18 118.4(7) . . ?
C16 C17 H17 120.8 . . ?
C18 C17 H17 120.8 . . ?
C17 C18 C19 122.2(7) . . ?
C17 C18 H18 118.9 . . ?
C19 C18 H18 118.9 . . ?
C18 C19 C14 118.1(7) . . ?
C18 C19 C20 115.8(6) . . ?
C14 C19 C20 126.1(6) . . ?
O2 C20 O1 124.0(7) . . ?
O2 C20 C19 116.6(6) . . ?
O1 C20 C19 119.4(6) . . ?
O3 C21 O4 119.5(6) . . ?
O3 C21 C22 120.6(6) . . ?
O4 C21 C22 119.9(6) . . ?
O3 C21 Eu 61.8(3) . . ?
O4 C21 Eu 57.8(3) . . ?
C22 C21 Eu 176.9(6) . . ?
C21 C22 C23 114.7(7) . . ?
C21 C22 H22A 108.6 . . ?
C23 C22 H22A 108.6 . . ?
C21 C22 H22B 108.6 . . ?
C23 C22 H22B 108.6 . . ?
H22A C22 H22B 107.6 . . ?
C22 C23 C24 114.1(7) . . ?
C22 C23 H23A 108.7 . . ?
C24 C23 H23A 108.7 . . ?
C22 C23 H23B 108.7 . . ?
C24 C23 H23B 108.7 . . ?
H23A C23 H23B 107.6 . . ?
O5 C24 O6 121.0(7) . . ?
O5 C24 C23 120.3(8) . . ?
O6 C24 C23 118.7(8) . . ?
O5 C24 Eu 61.4(4) . 1_455 ?
O6 C24 Eu 59.7(4) . 1_455 ?
C23 C24 Eu 177.5(6) . 1_455 ?
O2 Eu O1 139.11(17) 2_777 . ?
O2 Eu O6 75.60(18) 2_777 1_655 ?
O1 Eu O6 132.35(18) . 1_655 ?
O2 Eu O4 70.40(19) 2_777 2_777 ?
O1 Eu O4 75.58(17) . 2_777 ?
O6 Eu O4 98.41(17) 1_655 2_777 ?
O2 Eu O5 111.88(19) 2_777 1_655 ?
O1 Eu O5 80.41(17) . 1_655 ?
O6 Eu O5 52.76(17) 1_655 1_655 ?
O4 Eu O5 76.27(16) 2_777 1_655 ?
O2 Eu O4 69.66(17) 2_777 . ?
O1 Eu O4 81.79(17) . . ?
O6 Eu O4 144.24(18) 1_655 . ?
O4 Eu O4 77.99(17) 2_777 . ?
O5 Eu O4 151.61(17) 1_655 . ?
O2 Eu N1 137.29(19) 2_777 2_776 ?
O1 Eu N1 83.28(17) . 2_776 ?
O6 Eu N1 75.69(18) 1_655 2_776 ?
O4 Eu N1 145.03(18) 2_777 2_776 ?
O5 Eu N1 72.93(18) 1_655 2_776 ?
O4 Eu N1 126.48(17) . 2_776 ?
O2 Eu N2 78.48(19) 2_777 2_776 ?
O1 Eu N2 131.15(17) . 2_776 ?
O6 Eu N2 75.48(18) 1_655 2_776 ?
O4 Eu N2 148.79(18) 2_777 2_776 ?
O5 Eu N2 119.01(17) 1_655 2_776 ?
O4 Eu N2 89.32(17) . 2_776 ?
N1 Eu N2 64.12(19) 2_776 2_776 ?
O2 Eu O3 110.53(18) 2_777 . ?
O1 Eu O3 67.46(17) . . ?
O6 Eu O3 142.50(17) 1_655 . ?
O4 Eu O3 118.72(15) 2_777 . ?
O5 Eu O3 137.59(17) 1_655 . ?
O4 Eu O3 50.45(14) . . ?
N1 Eu O3 76.37(16) 2_776 . ?
N2 Eu O3 70.03(17) 2_776 . ?
O2 Eu C24 93.5(2) 2_777 1_655 ?
O1 Eu C24 106.5(2) . 1_655 ?
O6 Eu C24 26.4(2) 1_655 1_655 ?
O4 Eu C24 86.5(2) 2_777 1_655 ?
O5 Eu C24 26.4(2) 1_655 1_655 ?
O4 Eu C24 160.1(2) . 1_655 ?
N1 Eu C24 73.0(2) 2_776 1_655 ?
N2 Eu C24 97.9(2) 2_776 1_655 ?
O3 Eu C24 149.4(2) . 1_655 ?
O2 Eu C21 90.63(19) 2_777 . ?
O1 Eu C21 72.44(18) . . ?
O6 Eu C21 153.1(2) 1_655 . ?
O4 Eu C21 98.49(18) 2_777 . ?
O5 Eu C21 152.77(18) 1_655 . ?
O4 Eu C21 25.45(16) . . ?
N1 Eu C21 101.29(18) 2_776 . ?
N2 Eu C21 79.21(19) 2_776 . ?
O3 Eu C21 25.01(15) . . ?
C24 Eu C21 174.3(2) 1_655 . ?
O2 Eu Eu 63.92(13) 2_777 2_777 ?
O1 Eu Eu 75.46(11) . 2_777 ?
O6 Eu Eu 128.49(13) 1_655 2_777 ?
O4 Eu Eu 39.67(11) 2_777 2_777 ?
O5 Eu Eu 115.08(12) 1_655 2_777 ?
O4 Eu Eu 38.31(11) . 2_777 ?
N1 Eu Eu 155.16(13) 2_776 2_777 ?
N2 Eu Eu 122.30(13) 2_776 2_777 ?
O3 Eu Eu 83.63(10) . 2_777 ?
C24 Eu Eu 125.13(19) 1_655 2_777 ?
C21 Eu Eu 60.28(14) . 2_777 ?
C1 N2 C5 116.8(6) . . ?
C1 N2 Eu 123.1(5) . 2_776 ?
C5 N2 Eu 119.9(5) . 2_776 ?
C7 N1 C6 119.5(6) . . ?
C7 N1 Eu 120.8(5) . 2_776 ?
C6 N1 Eu 119.1(4) . 2_776 ?
C13 N3 C11 106.7(6) . . ?
C13 N3 H3A 126.6 . . ?
C11 N3 H3A 126.6 . . ?
C13 N4 C12 104.1(6) . . ?
C20 O1 Eu 126.1(5) . . ?
C20 O2 Eu 149.0(5) . 2_777 ?
C21 O3 Eu 93.2(4) . . ?
C21 O4 Eu 138.6(5) . 2_777 ?
C21 O4 Eu 96.8(4) . . ?
Eu O4 Eu 102.01(17) 2_777 . ?
C24 O5 Eu 92.3(5) . 1_455 ?
C24 O6 Eu 93.9(5) . 1_455 ?

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
N2 C1 C2 C3 -0.3(13) . . . . ?
C1 C2 C3 C4 -1.1(12) . . . . ?
C2 C3 C4 C5 1.3(12) . . . . ?
C2 C3 C4 C12 -179.7(8) . . . . ?
C3 C4 C5 N2 -0.2(11) . . . . ?
C12 C4 C5 N2 -179.3(6) . . . . ?
C3 C4 C5 C6 179.0(7) . . . . ?
C12 C4 C5 C6 -0.1(10) . . . . ?
N2 C5 C6 N1 -2.4(9) . . . . ?
C4 C5 C6 N1 178.4(6) . . . . ?
N2 C5 C6 C10 178.7(6) . . . . ?
C4 C5 C6 C10 -0.5(10) . . . . ?
N1 C7 C8 C9 0.0(11) . . . . ?
C7 C8 C9 C10 0.3(11) . . . . ?
C8 C9 C10 C11 178.4(7) . . . . ?
C8 C9 C10 C6 -1.1(10) . . . . ?
N1 C6 C10 C9 1.7(10) . . . . ?
C5 C6 C10 C9 -179.4(6) . . . . ?
N1 C6 C10 C11 -177.9(6) . . . . ?
C5 C6 C10 C11 1.0(10) . . . . ?
C9 C10 C11 C12 179.5(7) . . . . ?
C6 C10 C11 C12 -1.0(10) . . . . ?
C9 C10 C11 N3 0.5(12) . . . . ?
C6 C10 C11 N3 -180.0(6) . . . . ?
N3 C11 C12 N4 0.5(8) . . . . ?
C10 C11 C12 N4 -178.7(6) . . . . ?
N3 C11 C12 C4 179.6(6) . . . . ?
C10 C11 C12 C4 0.4(11) . . . . ?
C3 C4 C12 C11 -178.9(7) . . . . ?
C5 C4 C12 C11 0.2(11) . . . . ?
C3 C4 C12 N4 0.1(13) . . . . ?
C5 C4 C12 N4 179.2(7) . . . . ?
N4 C13 C14 C15 -34.2(10) . . . . ?
N3 C13 C14 C15 134.9(8) . . . . ?
N4 C13 C14 C19 150.8(8) . . . . ?
N3 C13 C14 C19 -40.2(11) . . . . ?
C19 C14 C15 C16 0.5(12) . . . . ?
C13 C14 C15 C16 -174.9(7) . . . . ?
C14 C15 C16 C17 3.8(13) . . . . ?
C15 C16 C17 C18 -3.3(13) . . . . ?
C16 C17 C18 C19 -1.4(13) . . . . ?
C17 C18 C19 C14 5.5(12) . . . . ?
C17 C18 C19 C20 -172.4(7) . . . . ?
C15 C14 C19 C18 -4.9(11) . . . . ?
C13 C14 C19 C18 169.9(7) . . . . ?
C15 C14 C19 C20 172.7(7) . . . . ?
C13 C14 C19 C20 -12.4(12) . . . . ?
C18 C19 C20 O2 -20.0(10) . . . . ?
C14 C19 C20 O2 162.4(7) . . . . ?
C18 C19 C20 O1 160.2(7) . . . . ?
C14 C19 C20 O1 -17.5(11) . . . . ?
O3 C21 C22 C23 53.4(11) . . . . ?
O4 C21 C22 C23 -126.9(8) . . . . ?
C21 C22 C23 C24 179.0(7) . . . . ?
C22 C23 C24 O5 -152.4(8) . . . . ?
C22 C23 C24 O6 27.9(12) . . . . ?
C2 C1 N2 C5 1.3(11) . . . . ?
C2 C1 N2 Eu -173.4(6) . . . 2_776 ?
C4 C5 N2 C1 -1.1(10) . . . . ?
C6 C5 N2 C1 179.7(6) . . . . ?
C4 C5 N2 Eu 173.8(5) . . . 2_776 ?
C6 C5 N2 Eu -5.4(8) . . . 2_776 ?
C8 C7 N1 C6 0.5(11) . . . . ?
C8 C7 N1 Eu 171.0(5) . . . 2_776 ?
C10 C6 N1 C7 -1.4(10) . . . . ?
C5 C6 N1 C7 179.7(6) . . . . ?
C10 C6 N1 Eu -172.0(5) . . . 2_776 ?
C5 C6 N1 Eu 9.1(8) . . . 2_776 ?
N4 C13 N3 C11 -0.1(8) . . . . ?
C14 C13 N3 C11 -170.0(6) . . . . ?
C12 C11 N3 C13 -0.3(8) . . . . ?
C10 C11 N3 C13 178.9(7) . . . . ?
N3 C13 N4 C12 0.3(8) . . . . ?
C14 C13 N4 C12 170.7(7) . . . . ?
C11 C12 N4 C13 -0.5(8) . . . . ?
C4 C12 N4 C13 -179.6(7) . . . . ?
O2 C20 O1 Eu -16.2(10) . . . . ?
C19 C20 O1 Eu 163.6(5) . . . . ?
O1 C20 O2 Eu 7.5(15) . . . 2_777 ?
C19 C20 O2 Eu -172.4(7) . . . 2_777 ?
O4 C21 O3 Eu 2.5(7) . . . . ?
C22 C21 O3 Eu -177.8(7) . . . . ?
O3 C21 O4 Eu -119.5(7) . . . 2_777 ?
C22 C21 O4 Eu 60.8(10) . . . 2_777 ?
Eu C21 O4 Eu -116.9(6) . . . 2_777 ?
O3 C21 O4 Eu -2.6(7) . . . . ?
C22 C21 O4 Eu 177.7(6) . . . . ?
O6 C24 O5 Eu -2.5(9) . . . 1_455 ?
C23 C24 O5 Eu 177.8(7) . . . 1_455 ?
O5 C24 O6 Eu 2.5(9) . . . 1_455 ?
C23 C24 O6 Eu -177.8(7) . . . 1_455 ?

_refine_diff_density_max         1.060
_refine_diff_density_min         -1.296
_refine_diff_density_rms         0.214

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

data_3
_database_code_depnum_ccdc_archive 'CCDC 1865920'
_audit_update_record             
;
2018-12-24 deposited with the CCDC.
2019-01-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C46 H26 N9 O6 Sm'
_chemical_formula_sum            'C46 H26 N9 O6 Sm'
_chemical_formula_weight         951.11

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'
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                   10.6094(6)
_cell_length_b                   13.7009(7)
_cell_length_c                   14.5285(7)
_cell_angle_alpha                78.7380(10)
_cell_angle_beta                 80.4200(10)
_cell_angle_gamma                68.3690(10)
_cell_volume                     1914.96(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2726
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      25.27

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.649
_exptl_crystal_F_000             950
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.276
_exptl_crystal_size_mid          0.243
_exptl_crystal_size_min          0.198
_exptl_absorpt_coefficient_mu    1.600
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.649
_exptl_absorpt_correction_T_max  0.728
_exptl_absorpt_process_details   '(SADABS; Bruker, 2002)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10623
_diffrn_reflns_av_unetI/netI     0.0636
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.437
_diffrn_reflns_theta_max         26.052
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             7452
_reflns_number_gt                6218
_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       'SMART (Bruker, 2002)'
_computing_cell_refinement       'SMART (Bruker, 2002)'
_computing_data_reduction        'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0327P)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         7452
_refine_ls_number_parameters     554
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0511
_refine_ls_R_factor_gt           0.0391
_refine_ls_wR_factor_ref         0.0824
_refine_ls_wR_factor_gt          0.0768
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.3400(4) -0.0182(3) 0.8851(3) 0.0318(10) Uani 1 1 d . . . . .
H30 H 0.3389 -0.0241 0.8226 0.038 Uiso 1 1 calc R U . . .
C29 C 0.3841(4) -0.1111(4) 0.9480(3) 0.0353(11) Uani 1 1 d . . . . .
H29 H 0.4091 -0.1768 0.9281 0.042 Uiso 1 1 calc R U . . .
C28 C 0.3903(4) -0.1044(3) 1.0397(3) 0.0327(10) Uani 1 1 d . . . . .
H28 H 0.4233 -0.1657 1.0825 0.039 Uiso 1 1 calc R U . . .
C27 C 0.3462(4) -0.0042(3) 1.0684(3) 0.0239(9) Uani 1 1 d . . . . .
C26 C 0.3469(4) 0.0137(3) 1.1622(3) 0.0268(9) Uani 1 1 d . . . . .
C25 C 0.3007(4) 0.1122(3) 1.1881(3) 0.0272(9) Uani 1 1 d . . . . .
C24 C 0.2523(4) 0.2055(3) 1.1211(3) 0.0281(9) Uani 1 1 d . . . . .
C23 C 0.2065(4) 0.3086(3) 1.1423(3) 0.0355(11) Uani 1 1 d . . . . .
H23 H 0.2043 0.3198 1.2038 0.043 Uiso 1 1 calc R U . . .
C22 C 0.1647(5) 0.3933(4) 1.0730(3) 0.0381(11) Uani 1 1 d . . . . .
H22 H 0.1351 0.4625 1.0862 0.046 Uiso 1 1 calc R U . . .
C21 C 0.1675(4) 0.3735(3) 0.9824(3) 0.0334(10) Uani 1 1 d . . . . .
H21 H 0.1380 0.4313 0.9356 0.040 Uiso 1 1 calc R U . . .
C32 C 0.2535(4) 0.1918(3) 1.0263(3) 0.0235(9) Uani 1 1 d . . . . .
C31 C 0.3008(4) 0.0861(3) 1.0006(3) 0.0228(9) Uani 1 1 d . . . . .
C33 C 0.3704(4) 0.0031(3) 1.3107(3) 0.0280(9) Uani 1 1 d . . . . .
C34 C 0.3973(4) -0.0445(3) 1.4090(3) 0.0257(9) Uani 1 1 d . . . . .
C35 C 0.2925(4) -0.0053(3) 1.4790(3) 0.0321(10) Uani 1 1 d . . . . .
H35 H 0.2129 0.0494 1.4622 0.039 Uiso 1 1 calc R U . . .
C36 C 0.3061(4) -0.0471(4) 1.5731(3) 0.0341(11) Uani 1 1 d . . . . .
H36 H 0.2360 -0.0203 1.6192 0.041 Uiso 1 1 calc R U . . .
C37 C 0.4234(5) -0.1284(4) 1.5983(3) 0.0375(11) Uani 1 1 d . . . . .
H37 H 0.4325 -0.1567 1.6615 0.045 Uiso 1 1 calc R U . . .
C38 C 0.5266(4) -0.1675(4) 1.5304(3) 0.0352(11) Uani 1 1 d . . . . .
H38 H 0.6056 -0.2223 1.5481 0.042 Uiso 1 1 calc R U . . .
C39 C 0.5157(4) -0.1265(3) 1.4350(3) 0.0261(9) Uani 1 1 d . . . . .
C40 C 0.6396(4) -0.1708(3) 1.3669(3) 0.0256(9) Uani 1 1 d . . . . .
C10 C 0.0030(4) 0.1252(3) 0.7046(3) 0.0325(10) Uani 1 1 d . . . . .
H10 H 0.0524 0.0729 0.7494 0.039 Uiso 1 1 calc R U . . .
C9 C -0.0724(5) 0.0979(4) 0.6505(3) 0.0421(12) Uani 1 1 d . . . . .
H9 H -0.0726 0.0289 0.6588 0.051 Uiso 1 1 calc R U . . .
C8 C -0.1460(5) 0.1742(4) 0.5851(3) 0.0426(12) Uani 1 1 d . . . . .
H8 H -0.1960 0.1574 0.5477 0.051 Uiso 1 1 calc R U . . .
C7 C -0.1459(4) 0.2766(3) 0.5747(3) 0.0305(10) Uani 1 1 d . . . . .
C6 C -0.2214(4) 0.3634(3) 0.5094(3) 0.0288(10) Uani 1 1 d . . . . .
C5 C -0.2217(4) 0.4640(3) 0.5057(3) 0.0259(9) Uani 1 1 d . . . . .
C4 C -0.1476(4) 0.4914(3) 0.5636(3) 0.0244(9) Uani 1 1 d . . . . .
C3 C -0.1454(4) 0.5929(3) 0.5620(3) 0.0283(9) Uani 1 1 d . . . . .
H3 H -0.1922 0.6492 0.5190 0.034 Uiso 1 1 calc R U . . .
C2 C -0.0739(4) 0.6086(3) 0.6242(3) 0.0284(10) Uani 1 1 d . . . . .
H2 H -0.0741 0.6762 0.6258 0.034 Uiso 1 1 calc R U . . .
C1 C -0.0007(4) 0.5220(3) 0.6850(3) 0.0270(9) Uani 1 1 d . . . . .
H1 H 0.0465 0.5341 0.7276 0.032 Uiso 1 1 calc R U . . .
C12 C -0.0695(4) 0.4065(3) 0.6272(3) 0.0237(9) Uani 1 1 d . . . . .
C11 C -0.0676(4) 0.2989(3) 0.6320(3) 0.0242(9) Uani 1 1 d . . . . .
C14 C -0.4429(4) 0.4911(3) 0.3286(3) 0.0267(9) Uani 1 1 d . . . . .
C15 C -0.5177(4) 0.4252(4) 0.3317(3) 0.0359(11) Uani 1 1 d . . . . .
H15 H -0.5051 0.3662 0.3781 0.043 Uiso 1 1 calc R U . . .
C16 C -0.6093(5) 0.4455(4) 0.2680(3) 0.0441(12) Uani 1 1 d . . . . .
H16 H -0.6543 0.3983 0.2695 0.053 Uiso 1 1 calc R U . . .
C17 C -0.6349(5) 0.5353(4) 0.2018(4) 0.0498(14) Uani 1 1 d . . . . .
H17 H -0.7001 0.5511 0.1604 0.060 Uiso 1 1 calc R U . . .
C18 C -0.5621(5) 0.6019(4) 0.1980(3) 0.0444(12) Uani 1 1 d . . . . .
H18 H -0.5799 0.6631 0.1538 0.053 Uiso 1 1 calc R U . . .
C19 C -0.4639(4) 0.5798(3) 0.2579(3) 0.0297(10) Uani 1 1 d . . . . .
C20 C -0.3730(4) 0.6443(3) 0.2346(3) 0.0279(9) Uani 1 1 d . . . . .
C13 C -0.3480(4) 0.4593(3) 0.4017(3) 0.0273(9) Uani 1 1 d . . . . .
C42 C -0.1034(5) 0.2439(4) 1.0362(3) 0.0417(12) Uani 1 1 d . . . . .
C43 C -0.1709(7) 0.3346(5) 1.0754(4) 0.086(2) Uani 1 1 d . . . . .
H43 H -0.1904 0.4008 1.0382 0.103 Uiso 1 1 calc R U . . .
C46 C -0.0820(6) 0.1485(4) 1.0948(4) 0.0559(15) Uani 1 1 d . . . . .
H46 H -0.0366 0.0866 1.0682 0.067 Uiso 1 1 calc R U . . .
N9 N -0.1220(6) 0.1388(4) 1.1873(3) 0.0718(15) Uani 1 1 d . . . . .
C45 C -0.1851(7) 0.2280(6) 1.2218(4) 0.087(2) Uani 1 1 d . . . . .
H45 H -0.2152 0.2235 1.2858 0.105 Uiso 1 1 calc R U . . .
N6 N 0.2993(3) 0.0787(3) 0.9082(2) 0.0285(8) Uani 1 1 d . . . . .
N5 N 0.2101(3) 0.2763(3) 0.9586(2) 0.0270(8) Uani 1 1 d . . . . .
N8 N 0.3917(3) -0.0579(3) 1.2403(2) 0.0271(8) Uani 1 1 d . . . . .
N7 N 0.3144(3) 0.1043(3) 1.2814(2) 0.0315(8) Uani 1 1 d . . . . .
H7A H 0.2909 0.1555 1.3140 0.038 Uiso 1 1 calc R U . . .
N2 N 0.0078(3) 0.2220(3) 0.6954(2) 0.0279(8) Uani 1 1 d . . . . .
N1 N 0.0061(3) 0.4231(3) 0.6861(2) 0.0241(7) Uani 1 1 d . . . . .
N4 N -0.3004(3) 0.3603(3) 0.4451(2) 0.0322(8) Uani 1 1 d . . . . .
N3 N -0.3040(3) 0.5251(3) 0.4368(2) 0.0259(8) Uani 1 1 d . . . . .
H3A H -0.3241 0.5923 0.4192 0.031 Uiso 1 1 calc R U . . .
C44 C -0.2097(9) 0.3259(6) 1.1717(5) 0.114(3) Uani 1 1 d . . . . .
H44 H -0.2516 0.3861 1.2011 0.137 Uiso 1 1 calc R U . . .
O3 O 0.6708(3) -0.1097(2) 1.29723(18) 0.0280(6) Uani 1 1 d . . . . .
O4 O 0.7104(3) -0.2681(2) 1.37947(19) 0.0310(7) Uani 1 1 d . . . . .
O1 O -0.4220(3) 0.7439(2) 0.2152(2) 0.0340(7) Uani 1 1 d . . . . .
O2 O -0.2467(3) 0.5959(2) 0.23126(19) 0.0292(7) Uani 1 1 d . . . . .
O5 O -0.0521(3) 0.3392(3) 0.8875(2) 0.0405(8) Uani 1 1 d . . . . .
O6 O 0.0251(3) 0.1645(2) 0.9035(2) 0.0406(8) Uani 1 1 d . . . . .
Sm Sm 0.17111(2) 0.25236(2) 0.79129(2) 0.02437(7) Uani 1 1 d . . . . .
C41 C -0.0437(4) 0.2497(4) 0.9350(3) 0.0343(10) 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 N6 1.328(5) . ?
C30 C29 1.386(6) . ?
C29 C28 1.368(6) . ?
C28 C27 1.401(5) . ?
C27 C31 1.406(5) . ?
C27 C26 1.432(5) . ?
C26 C25 1.361(5) . ?
C26 N8 1.370(5) . ?
C25 N7 1.366(5) . ?
C25 C24 1.429(6) . ?
C24 C23 1.392(6) . ?
C24 C32 1.424(5) . ?
C23 C22 1.368(6) . ?
C22 C21 1.389(6) . ?
C21 N5 1.334(5) . ?
C32 N5 1.353(5) . ?
C32 C31 1.450(5) . ?
C31 N6 1.368(5) . ?
C33 N7 1.306(5) . ?
C33 N8 1.383(5) . ?
C33 C34 1.477(5) . ?
C34 C39 1.390(5) . ?
C34 C35 1.399(5) . ?
C35 C36 1.384(6) . ?
C36 C37 1.376(6) . ?
C37 C38 1.370(6) . ?
C38 C39 1.397(6) . ?
C39 C40 1.513(5) . ?
C40 O4 1.259(5) . ?
C40 O3 1.263(5) . ?
C40 Sm 2.894(4) 2_657 ?
C10 N2 1.327(5) . ?
C10 C9 1.394(6) . ?
C9 C8 1.365(6) . ?
C8 C7 1.381(6) . ?
C7 C11 1.411(5) . ?
C7 C6 1.437(6) . ?
C6 C5 1.368(6) . ?
C6 N4 1.371(5) . ?
C5 N3 1.375(5) . ?
C5 C4 1.424(5) . ?
C4 C3 1.395(5) . ?
C4 C12 1.420(5) . ?
C3 C2 1.365(5) . ?
C2 C1 1.389(6) . ?
C1 N1 1.327(5) . ?
C12 N1 1.366(5) . ?
C12 C11 1.456(5) . ?
C11 N2 1.358(5) . ?
C14 C15 1.395(6) . ?
C14 C19 1.403(6) . ?
C14 C13 1.478(5) . ?
C15 C16 1.371(6) . ?
C16 C17 1.375(7) . ?
C17 C18 1.384(6) . ?
C18 C19 1.379(6) . ?
C19 C20 1.493(6) . ?
C20 O2 1.254(5) . ?
C20 O1 1.260(5) . ?
C20 Sm 2.914(4) 2_566 ?
C13 N4 1.327(5) . ?
C13 N3 1.364(5) . ?
C42 C43 1.366(7) . ?
C42 C46 1.377(7) . ?
C42 C41 1.500(6) . ?
C43 C44 1.386(8) . ?
C46 N9 1.337(6) . ?
N9 C45 1.311(7) . ?
C45 C44 1.349(9) . ?
N6 Sm 2.684(3) . ?
N5 Sm 2.634(3) . ?
N2 Sm 2.583(3) . ?
N1 Sm 2.711(3) . ?
O3 Sm 2.477(3) 2_657 ?
O4 Sm 2.595(3) 2_657 ?
O1 Sm 2.667(3) 2_566 ?
O2 Sm 2.438(3) 2_566 ?
O5 C41 1.265(5) . ?
O5 Sm 2.539(3) . ?
O6 C41 1.254(5) . ?
O6 Sm 2.505(3) . ?
Sm O2 2.438(3) 2_566 ?
Sm O3 2.477(3) 2_657 ?
Sm O4 2.595(3) 2_657 ?
Sm O1 2.667(3) 2_566 ?
Sm C41 2.829(4) . ?
Sm C40 2.894(4) 2_657 ?

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
N6 C30 C29 124.3(4) . . ?
C28 C29 C30 118.9(4) . . ?
C29 C28 C27 119.1(4) . . ?
C28 C27 C31 118.4(4) . . ?
C28 C27 C26 124.7(4) . . ?
C31 C27 C26 116.9(3) . . ?
C25 C26 N8 107.2(3) . . ?
C25 C26 C27 123.2(4) . . ?
N8 C26 C27 129.7(4) . . ?
C26 C25 N7 109.9(4) . . ?
C26 C25 C24 121.3(4) . . ?
N7 C25 C24 128.7(4) . . ?
C23 C24 C32 118.1(4) . . ?
C23 C24 C25 124.3(4) . . ?
C32 C24 C25 117.6(4) . . ?
C22 C23 C24 120.1(4) . . ?
C23 C22 C21 118.4(4) . . ?
N5 C21 C22 123.7(4) . . ?
N5 C32 C24 121.2(4) . . ?
N5 C32 C31 118.6(3) . . ?
C24 C32 C31 120.2(4) . . ?
N6 C31 C27 122.0(3) . . ?
N6 C31 C32 117.2(3) . . ?
C27 C31 C32 120.8(3) . . ?
N7 C33 N8 112.2(4) . . ?
N7 C33 C34 125.3(4) . . ?
N8 C33 C34 122.3(4) . . ?
C39 C34 C35 119.1(4) . . ?
C39 C34 C33 124.6(4) . . ?
C35 C34 C33 116.2(4) . . ?
C36 C35 C34 120.7(4) . . ?
C37 C36 C35 119.9(4) . . ?
C38 C37 C36 119.9(4) . . ?
C37 C38 C39 121.3(4) . . ?
C34 C39 C38 119.1(4) . . ?
C34 C39 C40 124.2(4) . . ?
C38 C39 C40 116.6(4) . . ?
O4 C40 O3 120.4(4) . . ?
O4 C40 C39 120.0(4) . . ?
O3 C40 C39 119.5(4) . . ?
O4 C40 Sm 63.7(2) . 2_657 ?
O3 C40 Sm 58.4(2) . 2_657 ?
C39 C40 Sm 166.4(3) . 2_657 ?
N2 C10 C9 123.2(4) . . ?
C8 C9 C10 118.8(4) . . ?
C9 C8 C7 119.8(4) . . ?
C8 C7 C11 118.5(4) . . ?
C8 C7 C6 124.4(4) . . ?
C11 C7 C6 117.1(4) . . ?
C5 C6 N4 111.1(4) . . ?
C5 C6 C7 121.4(4) . . ?
N4 C6 C7 127.5(4) . . ?
C6 C5 N3 105.3(3) . . ?
C6 C5 C4 123.8(4) . . ?
N3 C5 C4 130.9(4) . . ?
C3 C4 C12 118.5(4) . . ?
C3 C4 C5 125.5(4) . . ?
C12 C4 C5 115.9(4) . . ?
C2 C3 C4 119.3(4) . . ?
C3 C2 C1 118.9(4) . . ?
N1 C1 C2 124.1(4) . . ?
N1 C12 C4 121.2(4) . . ?
N1 C12 C11 117.7(3) . . ?
C4 C12 C11 121.1(3) . . ?
N2 C11 C7 121.4(4) . . ?
N2 C11 C12 117.9(3) . . ?
C7 C11 C12 120.7(4) . . ?
C15 C14 C19 118.1(4) . . ?
C15 C14 C13 115.5(4) . . ?
C19 C14 C13 126.4(4) . . ?
C16 C15 C14 121.6(5) . . ?
C15 C16 C17 120.3(4) . . ?
C16 C17 C18 118.9(4) . . ?
C19 C18 C17 121.7(5) . . ?
C18 C19 C14 119.2(4) . . ?
C18 C19 C20 116.8(4) . . ?
C14 C19 C20 123.5(4) . . ?
O2 C20 O1 121.3(4) . . ?
O2 C20 C19 117.9(4) . . ?
O1 C20 C19 120.7(4) . . ?
O2 C20 Sm 55.7(2) . 2_566 ?
O1 C20 Sm 66.2(2) . 2_566 ?
C19 C20 Sm 171.8(3) . 2_566 ?
N4 C13 N3 111.6(4) . . ?
N4 C13 C14 122.2(4) . . ?
N3 C13 C14 126.2(4) . . ?
C43 C42 C46 117.6(5) . . ?
C43 C42 C41 120.4(5) . . ?
C46 C42 C41 121.7(4) . . ?
C42 C43 C44 118.7(6) . . ?
N9 C46 C42 124.4(5) . . ?
C45 N9 C46 115.7(5) . . ?
N9 C45 C44 125.2(6) . . ?
C30 N6 C31 117.2(4) . . ?
C30 N6 Sm 122.1(3) . . ?
C31 N6 Sm 119.6(2) . . ?
C21 N5 C32 118.5(3) . . ?
C21 N5 Sm 119.5(3) . . ?
C32 N5 Sm 121.2(2) . . ?
C26 N8 C33 105.0(3) . . ?
C33 N7 C25 105.7(3) . . ?
C10 N2 C11 118.2(3) . . ?
C10 N2 Sm 118.4(3) . . ?
C11 N2 Sm 123.2(3) . . ?
C1 N1 C12 117.7(3) . . ?
C1 N1 Sm 123.7(3) . . ?
C12 N1 Sm 118.5(2) . . ?
C13 N4 C6 104.9(3) . . ?
C13 N3 C5 107.1(3) . . ?
C45 C44 C43 118.4(6) . . ?
C40 O3 Sm 95.9(2) . 2_657 ?
C40 O4 Sm 90.5(2) . 2_657 ?
C20 O1 Sm 88.2(2) . 2_566 ?
C20 O2 Sm 99.2(2) . 2_566 ?
C41 O5 Sm 89.6(3) . . ?
C41 O6 Sm 91.4(3) . . ?
O2 Sm O3 111.86(9) 2_566 2_657 ?
O2 Sm O6 141.50(9) 2_566 . ?
O3 Sm O6 104.03(9) 2_657 . ?
O2 Sm O5 95.00(10) 2_566 . ?
O3 Sm O5 152.71(10) 2_657 . ?
O6 Sm O5 51.80(10) . . ?
O2 Sm N2 127.99(10) 2_566 . ?
O3 Sm N2 78.21(9) 2_657 . ?
O6 Sm N2 71.97(10) . . ?
O5 Sm N2 81.47(10) . . ?
O2 Sm O4 72.77(9) 2_566 2_657 ?
O3 Sm O4 51.09(9) 2_657 2_657 ?
O6 Sm O4 144.62(9) . 2_657 ?
O5 Sm O4 140.32(9) . 2_657 ?
N2 Sm O4 77.73(9) . 2_657 ?
O2 Sm N5 72.80(10) 2_566 . ?
O3 Sm N5 123.39(9) 2_657 . ?
O6 Sm N5 76.18(10) . . ?
O5 Sm N5 68.08(10) . . ?
N2 Sm N5 145.33(10) . . ?
O4 Sm N5 136.72(9) 2_657 . ?
O2 Sm O1 50.61(9) 2_566 2_566 ?
O3 Sm O1 72.12(9) 2_657 2_566 ?
O6 Sm O1 135.49(10) . 2_566 ?
O5 Sm O1 132.83(9) . 2_566 ?
N2 Sm O1 143.49(9) . 2_566 ?
O4 Sm O1 67.22(9) 2_657 2_566 ?
N5 Sm O1 70.83(9) . 2_566 ?
O2 Sm N6 118.07(9) 2_566 . ?
O3 Sm N6 68.58(9) 2_657 . ?
O6 Sm N6 62.94(10) . . ?
O5 Sm N6 103.68(10) . . ?
N2 Sm N6 113.07(10) . . ?
O4 Sm N6 115.47(9) 2_657 . ?
N5 Sm N6 61.62(10) . . ?
O1 Sm N6 75.27(10) 2_566 . ?
O2 Sm N1 68.44(9) 2_566 . ?
O3 Sm N1 115.51(9) 2_657 . ?
O6 Sm N1 108.29(10) . . ?
O5 Sm N1 69.03(9) . . ?
N2 Sm N1 61.90(10) . . ?
O4 Sm N1 71.39(9) 2_657 . ?
N5 Sm N1 117.79(10) . . ?
O1 Sm N1 113.16(9) 2_566 . ?
N6 Sm N1 171.23(10) . . ?
O2 Sm C41 116.64(11) 2_566 . ?
O3 Sm C41 130.32(11) 2_657 . ?
O6 Sm C41 26.30(11) . . ?
O5 Sm C41 26.56(11) . . ?
N2 Sm C41 80.59(11) . . ?
O4 Sm C41 157.19(11) 2_657 . ?
N5 Sm C41 64.76(11) . . ?
O1 Sm C41 135.31(11) 2_566 . ?
N6 Sm C41 79.66(12) . . ?
N1 Sm C41 92.18(12) . . ?
O2 Sm C40 90.23(10) 2_566 2_657 ?
O3 Sm C40 25.74(10) 2_657 2_657 ?
O6 Sm C40 127.81(11) . 2_657 ?
O5 Sm C40 160.03(10) . 2_657 ?
N2 Sm C40 80.14(10) . 2_657 ?
O4 Sm C40 25.79(10) 2_657 2_657 ?
N5 Sm C40 131.74(10) . 2_657 ?
O1 Sm C40 63.90(9) 2_566 2_657 ?
N6 Sm C40 90.68(11) . 2_657 ?
N1 Sm C40 95.28(10) . 2_657 ?
C41 Sm C40 152.95(12) . 2_657 ?
O6 C41 O5 122.0(4) . . ?
O6 C41 C42 118.3(4) . . ?
O5 C41 C42 119.2(4) . . ?
O6 C41 Sm 62.3(2) . . ?
O5 C41 Sm 63.8(2) . . ?
C42 C41 Sm 152.7(3) . . ?

_refine_diff_density_max         0.895
_refine_diff_density_min         -0.700
_refine_diff_density_rms         0.103

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

data_5
_database_code_depnum_ccdc_archive 'CCDC 1865922'
_audit_update_record             
;
2018-12-24 deposited with the CCDC.
2019-01-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H15 N4 O6 Tb'
_chemical_formula_sum            'C24 H15 N4 O6 Tb'
_chemical_formula_weight         614.32

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'
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                   9.425(3)
_cell_length_b                   9.631(3)
_cell_length_c                   12.716(3)
_cell_angle_alpha                107.168(4)
_cell_angle_beta                 93.018(5)
_cell_angle_gamma                100.793(4)
_cell_volume                     1076.1(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1328
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      21.41

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.896
_exptl_crystal_F_000             600
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    3.338
_shelx_estimated_absorpt_T_min   0.514
_shelx_estimated_absorpt_T_max   0.753
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.677
_exptl_absorpt_correction_T_max  0.741
_exptl_absorpt_process_details   '(SADABS; Bruker, 2002)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5842
_diffrn_reflns_av_unetI/netI     0.0786
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.687
_diffrn_reflns_theta_max         26.077
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             4184
_reflns_number_gt                3475
_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       'SMART (Bruker, 2002)'
_computing_cell_refinement       'SMART (Bruker, 2002)'
_computing_data_reduction        'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0589P)²+0.2287P] 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         4184
_refine_ls_number_parameters     316
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0654
_refine_ls_R_factor_gt           0.0509
_refine_ls_wR_factor_ref         0.1213
_refine_ls_wR_factor_gt          0.1121
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_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
C6 C 1.2012(9) 0.8496(9) 0.5608(6) 0.0325(18) Uani 1 1 d . . . . .
C7 C 1.1694(9) 0.8698(8) 0.6730(6) 0.0307(18) Uani 1 1 d . . . . .
C8 C 1.1652(11) 1.0091(9) 0.7487(7) 0.042(2) Uani 1 1 d . . . . .
H8 H 1.1854 1.0954 0.7284 0.050 Uiso 1 1 calc R U . . .
C9 C 1.1304(11) 1.0143(9) 0.8530(7) 0.045(2) Uani 1 1 d . . . . .
H9 H 1.1206 1.1034 0.9032 0.054 Uiso 1 1 calc R U . . .
C10 C 1.1098(10) 0.8838(9) 0.8828(7) 0.0351(19) Uani 1 1 d . . . . .
H10 H 1.0903 0.8900 0.9548 0.042 Uiso 1 1 calc R U . . .
C11 C 1.1445(9) 0.7432(8) 0.7097(6) 0.0274(17) Uani 1 1 d . . . . .
C12 C 1.1495(8) 0.5976(8) 0.6331(6) 0.0279(17) Uani 1 1 d . . . . .
C1 C 1.1270(9) 0.3456(9) 0.6051(6) 0.0314(18) Uani 1 1 d . . . . .
H1 H 1.1076 0.2647 0.6317 0.038 Uiso 1 1 calc R U . . .
C2 C 1.1613(9) 0.3211(9) 0.4976(7) 0.0357(19) Uani 1 1 d . . . . .
H2 H 1.1640 0.2255 0.4539 0.043 Uiso 1 1 calc R U . . .
C3 C 1.1912(9) 0.4372(9) 0.4557(6) 0.0304(18) Uani 1 1 d . . . . .
H3 H 1.2157 0.4223 0.3839 0.036 Uiso 1 1 calc R U . . .
C4 C 1.1840(8) 0.5802(8) 0.5237(6) 0.0246(16) Uani 1 1 d . . . . .
C5 C 1.2071(8) 0.7112(8) 0.4918(6) 0.0257(17) Uani 1 1 d . . . . .
C13 C 1.2502(8) 0.8829(9) 0.4066(6) 0.0296(17) Uani 1 1 d . . . . .
C14 C 1.3050(9) 0.9587(8) 0.3264(6) 0.0293(17) Uani 1 1 d . . . . .
C15 C 1.4033(9) 1.0947(9) 0.3731(7) 0.037(2) Uani 1 1 d . . . . .
H15 H 1.4207 1.1340 0.4498 0.045 Uiso 1 1 calc R U . . .
C16 C 1.4746(10) 1.1719(10) 0.3105(8) 0.044(2) Uani 1 1 d . . . . .
H16 H 1.5359 1.2641 0.3447 0.053 Uiso 1 1 calc R U . . .
C17 C 1.4561(10) 1.1136(10) 0.1969(8) 0.045(2) Uani 1 1 d . . . . .
H17 H 1.5087 1.1634 0.1541 0.054 Uiso 1 1 calc R U . . .
C18 C 1.3590(10) 0.9810(9) 0.1474(7) 0.0352(19) Uani 1 1 d . . . . .
H18 H 1.3466 0.9418 0.0705 0.042 Uiso 1 1 calc R U . . .
C19 C 1.2778(9) 0.9029(8) 0.2101(6) 0.0290(17) Uani 1 1 d . . . . .
C20 C 1.1651(8) 0.7670(8) 0.1448(6) 0.0258(16) Uani 1 1 d . . . . .
C21 C 0.6217(9) 0.5261(10) 0.1578(7) 0.036(2) Uani 1 1 d . . . . .
C22 C 0.4672(10) 0.5463(11) 0.1680(10) 0.062(3) Uani 1 1 d . . . . .
H22A H 0.4513 0.5698 0.2455 0.075 Uiso 1 1 calc R U . . .
H22B H 0.4555 0.6307 0.1442 0.075 Uiso 1 1 calc R U . . .
C23 C 0.3537(10) 0.4149(13) 0.1029(8) 0.053(3) Uani 1 1 d . . . . .
H23A H 0.3663 0.3302 0.1261 0.064 Uiso 1 1 calc R U . . .
H23B H 0.3690 0.3922 0.0254 0.064 Uiso 1 1 calc R U . . .
C24 C 0.1992(8) 0.4335(8) 0.1138(6) 0.0257(16) Uani 1 1 d . . . . .
N3 N 1.2295(8) 0.9552(7) 0.5073(5) 0.0338(16) Uani 1 1 d . . . . .
H3A H 1.2329 1.0490 0.5344 0.041 Uiso 1 1 calc R U . . .
N4 N 1.2406(7) 0.7340(7) 0.3915(5) 0.0293(15) Uani 1 1 d . . . . .
N2 N 1.1163(7) 0.7517(7) 0.8143(5) 0.0273(14) Uani 1 1 d . . . . .
N1 N 1.1204(7) 0.4783(7) 0.6720(5) 0.0256(14) Uani 1 1 d . . . . .
O2 O 1.1821(7) 0.7129(6) 0.0446(4) 0.0425(15) Uani 1 1 d . . . . .
O1 O 1.0631(6) 0.7176(6) 0.1914(4) 0.0294(12) Uani 1 1 d . . . . .
O4 O 0.7225(6) 0.6377(6) 0.1726(5) 0.0370(14) Uani 1 1 d . . . . .
O3 O 0.6454(6) 0.3971(6) 0.1311(5) 0.0427(15) Uani 1 1 d . . . . .
O5 O 0.1555(6) 0.4676(6) 0.2063(4) 0.0363(13) Uani 1 1 d . . . . .
O6 O 0.1121(6) 0.4138(6) 0.0266(4) 0.0339(13) Uani 1 1 d . . . . .
Tb Tb 0.90096(4) 0.48021(4) 0.12383(3) 0.02457(14) 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
C6 C5 1.375(11) . ?
C6 N3 1.375(10) . ?
C6 C7 1.437(10) . ?
C7 C8 1.411(11) . ?
C7 C11 1.414(10) . ?
C8 C9 1.372(12) . ?
C8 H8 0.9300 . ?
C9 C10 1.399(11) . ?
C9 H9 0.9300 . ?
C10 N2 1.328(10) . ?
C10 H10 0.9300 . ?
C11 N2 1.352(9) . ?
C11 C12 1.463(10) . ?
C12 N1 1.368(9) . ?
C12 C4 1.414(10) . ?
C1 N1 1.324(10) . ?
C1 C2 1.383(11) . ?
C1 H1 0.9300 . ?
C2 C3 1.365(11) . ?
C2 H2 0.9300 . ?
C3 C4 1.410(10) . ?
C3 H3 0.9300 . ?
C4 C5 1.418(10) . ?
C5 N4 1.399(9) . ?
C13 N3 1.309(10) . ?
C13 N4 1.374(10) . ?
C13 C14 1.482(10) . ?
C14 C15 1.398(11) . ?
C14 C19 1.406(11) . ?
C15 C16 1.362(12) . ?
C15 H15 0.9300 . ?
C16 C17 1.375(13) . ?
C16 H16 0.9300 . ?
C17 C18 1.376(12) . ?
C17 H17 0.9300 . ?
C18 C19 1.412(11) . ?
C18 H18 0.9300 . ?
C19 C20 1.508(10) . ?
C20 O1 1.248(9) . ?
C20 O2 1.257(9) . ?
C21 O3 1.253(10) . ?
C21 O4 1.254(10) . ?
C21 C22 1.512(12) . ?
C21 Tb 2.785(8) . ?
C22 C23 1.487(14) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.509(11) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 O5 1.240(9) . ?
C24 O6 1.289(9) . ?
C24 Tb 2.932(8) 1_455 ?
N3 H3A 0.8600 . ?
N2 Tb 2.558(6) 2_766 ?
N1 Tb 2.532(6) 2_766 ?
O2 Tb 2.363(5) 2_765 ?
O1 Tb 2.386(5) . ?
O4 Tb 2.455(6) . ?
O3 Tb 2.408(6) . ?
O5 Tb 2.605(6) 1_455 ?
O6 Tb 2.427(5) 2_665 ?
O6 Tb 2.483(6) 1_455 ?
Tb O2 2.363(5) 2_765 ?
Tb O6 2.427(5) 2_665 ?
Tb O6 2.483(6) 1_655 ?
Tb N1 2.532(6) 2_766 ?
Tb N2 2.558(6) 2_766 ?
Tb O5 2.605(6) 1_655 ?
Tb C24 2.932(8) 1_655 ?
Tb Tb 3.8220(10) 2_765 ?

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
C5 C6 N3 111.0(7) . . ?
C5 C6 C7 120.7(7) . . ?
N3 C6 C7 128.3(7) . . ?
C8 C7 C11 118.5(7) . . ?
C8 C7 C6 123.5(7) . . ?
C11 C7 C6 117.9(7) . . ?
C9 C8 C7 118.3(8) . . ?
C9 C8 H8 120.8 . . ?
C7 C8 H8 120.8 . . ?
C8 C9 C10 119.2(8) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 H9 120.4 . . ?
N2 C10 C9 123.9(7) . . ?
N2 C10 H10 118.1 . . ?
C9 C10 H10 118.1 . . ?
N2 C11 C7 122.2(6) . . ?
N2 C11 C12 118.2(6) . . ?
C7 C11 C12 119.6(6) . . ?
N1 C12 C4 121.1(7) . . ?
N1 C12 C11 117.2(7) . . ?
C4 C12 C11 121.7(6) . . ?
N1 C1 C2 123.5(7) . . ?
N1 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
C3 C2 C1 120.0(8) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 118.5(7) . . ?
C2 C3 H3 120.7 . . ?
C4 C3 H3 120.7 . . ?
C3 C4 C12 118.5(6) . . ?
C3 C4 C5 125.6(7) . . ?
C12 C4 C5 115.9(6) . . ?
C6 C5 N4 104.9(6) . . ?
C6 C5 C4 124.1(7) . . ?
N4 C5 C4 131.0(6) . . ?
N3 C13 N4 112.2(6) . . ?
N3 C13 C14 122.9(7) . . ?
N4 C13 C14 123.9(7) . . ?
C15 C14 C19 117.8(7) . . ?
C15 C14 C13 115.0(7) . . ?
C19 C14 C13 126.9(7) . . ?
C16 C15 C14 122.6(8) . . ?
C16 C15 H15 118.7 . . ?
C14 C15 H15 118.7 . . ?
C15 C16 C17 120.1(8) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C16 C17 C18 119.2(8) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
C17 C18 C19 121.7(8) . . ?
C17 C18 H18 119.1 . . ?
C19 C18 H18 119.1 . . ?
C14 C19 C18 118.3(7) . . ?
C14 C19 C20 125.7(7) . . ?
C18 C19 C20 115.9(7) . . ?
O1 C20 O2 124.9(7) . . ?
O1 C20 C19 119.4(7) . . ?
O2 C20 C19 115.7(7) . . ?
O3 C21 O4 121.4(8) . . ?
O3 C21 C22 119.0(8) . . ?
O4 C21 C22 119.5(8) . . ?
O3 C21 Tb 59.6(4) . . ?
O4 C21 Tb 61.8(4) . . ?
C22 C21 Tb 176.2(7) . . ?
C23 C22 C21 114.6(8) . . ?
C23 C22 H22A 108.6 . . ?
C21 C22 H22A 108.6 . . ?
C23 C22 H22B 108.6 . . ?
C21 C22 H22B 108.6 . . ?
H22A C22 H22B 107.6 . . ?
C22 C23 C24 115.0(8) . . ?
C22 C23 H23A 108.5 . . ?
C24 C23 H23A 108.5 . . ?
C22 C23 H23B 108.5 . . ?
C24 C23 H23B 108.5 . . ?
H23A C23 H23B 107.5 . . ?
O5 C24 O6 119.7(7) . . ?
O5 C24 C23 120.3(7) . . ?
O6 C24 C23 120.0(7) . . ?
O5 C24 Tb 62.6(4) . 1_455 ?
O6 C24 Tb 57.2(4) . 1_455 ?
C23 C24 Tb 176.2(6) . 1_455 ?
C13 N3 C6 105.6(7) . . ?
C13 N3 H3A 127.2 . . ?
C6 N3 H3A 127.2 . . ?
C13 N4 C5 106.3(6) . . ?
C10 N2 C11 117.8(6) . . ?
C10 N2 Tb 122.9(5) . 2_766 ?
C11 N2 Tb 119.1(5) . 2_766 ?
C1 N1 C12 118.4(6) . . ?
C1 N1 Tb 120.9(5) . 2_766 ?
C12 N1 Tb 119.8(5) . 2_766 ?
C20 O2 Tb 146.9(5) . 2_765 ?
C20 O1 Tb 126.8(5) . . ?
C21 O4 Tb 91.4(5) . . ?
C21 O3 Tb 93.7(5) . . ?
C24 O5 Tb 92.4(4) . 1_455 ?
C24 O6 Tb 137.8(5) . 2_665 ?
C24 O6 Tb 96.9(4) . 1_455 ?
Tb O6 Tb 102.2(2) 2_665 1_455 ?
O2 Tb O1 139.65(19) 2_765 . ?
O2 Tb O3 74.8(2) 2_765 . ?
O1 Tb O3 133.13(19) . . ?
O2 Tb O6 70.62(19) 2_765 2_665 ?
O1 Tb O6 75.48(18) . 2_665 ?
O3 Tb O6 99.6(2) . 2_665 ?
O2 Tb O4 110.8(2) 2_765 . ?
O1 Tb O4 80.77(19) . . ?
O3 Tb O4 53.44(19) . . ?
O6 Tb O4 76.12(18) 2_665 . ?
O2 Tb O6 70.4(2) 2_765 1_655 ?
O1 Tb O6 81.73(18) . 1_655 ?
O3 Tb O6 143.9(2) . 1_655 ?
O6 Tb O6 77.8(2) 2_665 1_655 ?
O4 Tb O6 151.47(19) . 1_655 ?
O2 Tb N1 137.25(19) 2_765 2_766 ?
O1 Tb N1 82.81(18) . 2_766 ?
O3 Tb N1 75.9(2) . 2_766 ?
O6 Tb N1 145.18(19) 2_665 2_766 ?
O4 Tb N1 73.74(19) . 2_766 ?
O6 Tb N1 125.91(19) 1_655 2_766 ?
O2 Tb N2 78.1(2) 2_765 2_766 ?
O1 Tb N2 130.81(19) . 2_766 ?
O3 Tb N2 75.3(2) . 2_766 ?
O6 Tb N2 148.47(19) 2_665 2_766 ?
O4 Tb N2 120.11(19) . 2_766 ?
O6 Tb N2 88.34(19) 1_655 2_766 ?
N1 Tb N2 64.80(19) 2_766 2_766 ?
O2 Tb O5 111.6(2) 2_765 1_655 ?
O1 Tb O5 67.02(18) . 1_655 ?
O3 Tb O5 141.46(19) . 1_655 ?
O6 Tb O5 118.56(18) 2_665 1_655 ?
O4 Tb O5 137.58(18) . 1_655 ?
O6 Tb O5 50.83(17) 1_655 1_655 ?
N1 Tb O5 75.43(19) 2_766 1_655 ?
N2 Tb O5 69.51(19) 2_766 1_655 ?
O2 Tb C21 92.6(2) 2_765 . ?
O1 Tb C21 107.1(2) . . ?
O3 Tb C21 26.7(2) . . ?
O6 Tb C21 87.3(2) 2_665 . ?
O4 Tb C21 26.8(2) . . ?
O6 Tb C21 160.3(2) 1_655 . ?
N1 Tb C21 73.4(2) 2_766 . ?
N2 Tb C21 98.1(2) 2_766 . ?
O5 Tb C21 148.8(2) 1_655 . ?
O2 Tb C24 91.8(2) 2_765 1_655 ?
O1 Tb C24 72.0(2) . 1_655 ?
O3 Tb C24 152.3(2) . 1_655 ?
O6 Tb C24 98.4(2) 2_665 1_655 ?
O4 Tb C24 152.7(2) . 1_655 ?
O6 Tb C24 25.86(18) 1_655 1_655 ?
N1 Tb C24 100.3(2) 2_766 1_655 ?
N2 Tb C24 78.4(2) 2_766 1_655 ?
O5 Tb C24 24.98(18) 1_655 1_655 ?
C21 Tb C24 173.7(2) . 1_655 ?
O2 Tb Tb 64.62(14) 2_765 2_765 ?
O1 Tb Tb 75.36(13) . 2_765 ?
O3 Tb Tb 129.11(15) . 2_765 ?
O6 Tb Tb 39.42(13) 2_665 2_765 ?
O4 Tb Tb 114.74(13) . 2_765 ?
O6 Tb Tb 38.36(12) 1_655 2_765 ?
N1 Tb Tb 154.47(14) 2_766 2_765 ?
N2 Tb Tb 121.49(14) 2_766 2_765 ?
O5 Tb Tb 83.87(12) 1_655 2_765 ?
C21 Tb Tb 125.57(18) . 2_765 ?
C24 Tb Tb 60.56(14) 1_655 2_765 ?

_refine_diff_density_max         1.398
_refine_diff_density_min         -1.484
_refine_diff_density_rms         0.184

