# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 2045548'
loop_
_audit_author_name
_audit_author_address
'jianpeng dong'
;nanyang normal university
China
;
_audit_update_record             
;
2020-11-20 deposited with the CCDC.	2021-01-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H8 Eu N O7'
_chemical_formula_weight         454.17

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Eu Eu -8.9294 11.1857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'

_cell_length_a                   25.3668(2)
_cell_length_b                   25.3668(2)
_cell_length_c                   15.1922(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9775.8(2)
_cell_formula_units_Z            16
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8461
_cell_measurement_theta_min      3.4930
_cell_measurement_theta_max      73.4260

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.234
_exptl_crystal_F_000             3488
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    18.587
_shelx_estimated_absorpt_T_min   0.119
_shelx_estimated_absorpt_T_max   0.155
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.75215
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12876
_diffrn_reflns_av_unetI/netI     0.0335
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.391
_diffrn_reflns_theta_max         73.792
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4805
_reflns_number_gt                4337
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_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)+(0.1500P)²+0.3338P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4805
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0503
_refine_ls_R_factor_gt           0.0473
_refine_ls_wR_factor_ref         0.1843
_refine_ls_wR_factor_gt          0.1809
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_restrained_S_all      1.086
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
EU1 Eu 0.33157(2) 0.50796(2) 0.02538(2) 0.02076(17) Uani 1 1 d . . . . .
N1 N 0.32854(16) 0.54003(17) 0.3318(3) 0.0280(8) Uani 1 1 d . . . . .
O1 O 0.39267(14) 0.48348(16) 0.1413(2) 0.0347(8) Uani 1 1 d . . . . .
O2 O 0.42453(15) 0.53773(16) 0.0416(2) 0.0366(9) Uani 1 1 d . . . . .
O3 O 0.62080(13) 0.55548(15) 0.0551(2) 0.0302(7) Uani 1 1 d . . . . .
O4 O 0.65440(14) 0.57899(17) 0.1841(3) 0.0377(9) Uani 1 1 d . . . . .
O5 O 0.26525(16) 0.46648(19) 0.4975(3) 0.0445(10) Uani 1 1 d . . . . .
O6 O 0.23641(13) 0.52923(13) 0.4117(2) 0.0274(7) Uani 1 1 d . . . . .
O7 O 0.34257(18) 0.55340(17) -0.1145(2) 0.0426(10) Uani 1 1 d . . . . .
H7A H 0.316849 0.549362 -0.141099 0.051 Uiso 1 1 d R U . . .
H7B H 0.367088 0.552152 -0.138369 0.051 Uiso 1 1 d R U . . .
C1 C 0.47364(19) 0.5278(2) 0.1733(3) 0.0308(11) Uani 1 1 d . . . . .
C2 C 0.5216(2) 0.5389(2) 0.1324(3) 0.0318(11) Uani 1 1 d . . . . .
H2 H 0.523553 0.539060 0.071230 0.038 Uiso 1 1 calc R U . . .
C3 C 0.56666(19) 0.5497(2) 0.1815(3) 0.0305(11) Uani 1 1 d . . . . .
C4 C 0.5635(2) 0.5498(3) 0.2724(3) 0.0459(16) Uani 1 1 d . . . . .
H4 H 0.593287 0.557356 0.305869 0.055 Uiso 1 1 calc R U . . .
C5 C 0.5163(2) 0.5386(3) 0.3137(4) 0.0528(17) Uani 1 1 d . . . . .
H5 H 0.514834 0.538285 0.374837 0.063 Uiso 1 1 calc R U . . .
C6 C 0.4711(2) 0.5280(3) 0.2655(4) 0.0382(13) Uani 1 1 d . . . . .
C7 C 0.4207(2) 0.5184(3) 0.3144(4) 0.0372(12) Uani 1 1 d . . . . .
C8 C 0.4176(3) 0.4850(3) 0.3842(4) 0.0527(18) Uani 1 1 d . . . . .
H8 H 0.447471 0.467122 0.403460 0.063 Uiso 1 1 calc R U . . .
C9 C 0.3695(2) 0.4776(3) 0.4269(4) 0.0517(17) Uani 1 1 d . . . . .
H9 H 0.366543 0.454066 0.473613 0.062 Uiso 1 1 calc R U . . .
C10 C 0.3266(2) 0.5056(2) 0.3985(4) 0.0322(13) Uani 1 1 d . . . . .
C11 C 0.3752(2) 0.5471(2) 0.2918(3) 0.0313(11) Uani 1 1 d . . . . .
H11 H 0.377551 0.572017 0.247134 0.038 Uiso 1 1 calc R U . . .
C12 C 0.27295(18) 0.5000(2) 0.4395(3) 0.0284(10) Uani 1 1 d . . . . .
C13 C 0.42743(19) 0.5153(2) 0.1151(3) 0.0304(10) Uani 1 1 d . . . . .
C14 C 0.61765(19) 0.5621(2) 0.1365(3) 0.0278(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
EU1 O4 2.308(4) 15_565 ?
EU1 O3 2.355(3) 9_665 ?
EU1 O1 2.426(4) . ?
EU1 O7 2.433(4) . ?
EU1 O6 2.464(3) 4_454 ?
EU1 O2 2.488(4) . ?
EU1 O5 2.575(4) 2_564 ?
EU1 N1 2.581(4) 4_454 ?
EU1 O6 2.617(3) 2_564 ?
EU1 C13 2.794(5) . ?
EU1 C12 2.962(5) 2_564 ?
N1 C10 1.338(7) . ?
N1 C11 1.343(6) . ?
N1 EU1 2.581(4) 3 ?
O1 C13 1.260(6) . ?
O2 C13 1.255(7) . ?
O3 C14 1.251(6) . ?
O3 EU1 2.355(3) 9_665 ?
O4 C14 1.255(6) . ?
O4 EU1 2.308(4) 12_766 ?
O5 C12 1.240(6) . ?
O5 EU1 2.575(4) 2_565 ?
O6 C12 1.260(6) . ?
O6 EU1 2.464(3) 3 ?
O6 EU1 2.617(3) 2_565 ?
C1 C2 1.396(7) . ?
C1 C6 1.403(8) . ?
C1 C13 1.502(7) . ?
C2 C3 1.392(7) . ?
C3 C4 1.385(8) . ?
C3 C14 1.496(7) . ?
C4 C5 1.380(8) . ?
C5 C6 1.387(8) . ?
C6 C7 1.499(7) . ?
C7 C8 1.360(8) . ?
C7 C11 1.406(8) . ?
C8 C9 1.395(9) . ?
C9 C10 1.368(8) . ?
C10 C12 1.504(7) . ?
C12 EU1 2.962(5) 2_565 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 EU1 O3 144.24(14) 15_565 9_665 ?
O4 EU1 O1 94.08(14) 15_565 . ?
O3 EU1 O1 82.76(13) 9_665 . ?
O4 EU1 O7 77.28(14) 15_565 . ?
O3 EU1 O7 79.13(14) 9_665 . ?
O1 EU1 O7 132.96(13) . . ?
O4 EU1 O6 72.82(13) 15_565 4_454 ?
O3 EU1 O6 138.81(12) 9_665 4_454 ?
O1 EU1 O6 75.48(12) . 4_454 ?
O7 EU1 O6 140.19(14) . 4_454 ?
O4 EU1 O2 73.03(15) 15_565 . ?
O3 EU1 O2 76.85(13) 9_665 . ?
O1 EU1 O2 53.17(12) . . ?
O7 EU1 O2 80.43(13) . . ?
O6 EU1 O2 114.20(12) 4_454 . ?
O4 EU1 O5 76.96(15) 15_565 2_564 ?
O3 EU1 O5 125.17(12) 9_665 2_564 ?
O1 EU1 O5 142.47(13) . 2_564 ?
O7 EU1 O5 81.17(15) . 2_564 ?
O6 EU1 O5 67.03(13) 4_454 2_564 ?
O2 EU1 O5 147.53(15) . 2_564 ?
O4 EU1 N1 135.95(13) 15_565 4_454 ?
O3 EU1 N1 78.53(13) 9_665 4_454 ?
O1 EU1 N1 78.58(13) . 4_454 ?
O7 EU1 N1 137.72(13) . 4_454 ?
O6 EU1 N1 63.25(12) 4_454 4_454 ?
O2 EU1 N1 127.74(13) . 4_454 ?
O5 EU1 N1 83.07(15) 2_564 4_454 ?
O4 EU1 O6 120.32(13) 15_565 2_564 ?
O3 EU1 O6 75.46(11) 9_665 2_564 ?
O1 EU1 O6 143.86(12) . 2_564 ?
O7 EU1 O6 70.73(12) . 2_564 ?
O6 EU1 O6 102.75(10) 4_454 2_564 ?
O2 EU1 O6 143.05(12) . 2_564 ?
O5 EU1 O6 49.74(12) 2_564 2_564 ?
N1 EU1 O6 69.14(12) 4_454 2_564 ?
O4 EU1 C13 80.22(15) 15_565 . ?
O3 EU1 C13 81.50(13) 9_665 . ?
O1 EU1 C13 26.77(14) . . ?
O7 EU1 C13 107.12(15) . . ?
O6 EU1 C13 93.17(13) 4_454 . ?
O2 EU1 C13 26.70(14) . . ?
O5 EU1 C13 153.32(13) 2_564 . ?
N1 EU1 C13 104.48(15) 4_454 . ?
O6 EU1 C13 156.87(13) 2_564 . ?
O4 EU1 C12 99.08(15) 15_565 2_564 ?
O3 EU1 C12 100.60(13) 9_665 2_564 ?
O1 EU1 C12 150.93(13) . 2_564 ?
O7 EU1 C12 75.54(14) . 2_564 ?
O6 EU1 C12 83.80(13) 4_454 2_564 ?
O2 EU1 C12 155.86(14) . 2_564 ?
O5 EU1 C12 24.63(13) 2_564 2_564 ?
N1 EU1 C12 73.93(14) 4_454 2_564 ?
O6 EU1 C12 25.14(12) 2_564 2_564 ?
C13 EU1 C12 176.95(14) . 2_564 ?
C10 N1 C11 117.5(4) . . ?
C10 N1 EU1 119.2(3) . 3 ?
C11 N1 EU1 123.0(3) . 3 ?
C13 O1 EU1 93.1(3) . . ?
C13 O2 EU1 90.3(3) . . ?
C14 O3 EU1 129.6(3) . 9_665 ?
C14 O4 EU1 151.5(3) . 12_766 ?
C12 O5 EU1 95.4(3) . 2_565 ?
C12 O6 EU1 123.8(3) . 3 ?
C12 O6 EU1 92.9(3) . 2_565 ?
EU1 O6 EU1 141.93(15) 3 2_565 ?
C2 C1 C6 118.9(5) . . ?
C2 C1 C13 117.5(5) . . ?
C6 C1 C13 123.6(4) . . ?
C3 C2 C1 121.1(5) . . ?
C4 C3 C2 119.2(5) . . ?
C4 C3 C14 120.3(4) . . ?
C2 C3 C14 120.4(5) . . ?
C5 C4 C3 120.2(5) . . ?
C4 C5 C6 121.2(6) . . ?
C5 C6 C1 119.3(5) . . ?
C5 C6 C7 118.4(5) . . ?
C1 C6 C7 122.3(5) . . ?
C8 C7 C11 117.7(5) . . ?
C8 C7 C6 122.4(5) . . ?
C11 C7 C6 119.7(5) . . ?
C7 C8 C9 119.8(6) . . ?
C10 C9 C8 118.6(6) . . ?
N1 C10 C9 123.3(5) . . ?
N1 C10 C12 114.1(4) . . ?
C9 C10 C12 122.6(5) . . ?
N1 C11 C7 123.0(5) . . ?
O5 C12 O6 121.7(4) . . ?
O5 C12 C10 120.1(5) . . ?
O6 C12 C10 118.1(4) . . ?
O5 C12 EU1 59.9(3) . 2_565 ?
O6 C12 EU1 61.9(2) . 2_565 ?
C10 C12 EU1 177.8(4) . 2_565 ?
O2 C13 O1 122.0(5) . . ?
O2 C13 C1 118.3(4) . . ?
O1 C13 C1 119.7(5) . . ?
O2 C13 EU1 63.0(3) . . ?
O1 C13 EU1 60.1(3) . . ?
C1 C13 EU1 168.7(4) . . ?
O3 C14 O4 124.6(5) . . ?
O3 C14 C3 118.6(4) . . ?
O4 C14 C3 116.8(4) . . ?

_refine_diff_density_max         2.146
_refine_diff_density_min         -1.045
_refine_diff_density_rms         0.226



####################################################################### 
# 
# 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_c
_database_code_depnum_ccdc_archive 'CCDC 2045549'
loop_
_audit_author_name
_audit_author_address
'jianpeng dong'
;nanyang normal university
China
;
_audit_update_record             
;
2020-11-20 deposited with the CCDC.	2021-01-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H8 N O7 Tb'
_chemical_formula_weight         461.13

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Tb Tb -9.1472 9.1891 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'

_cell_length_a                   25.36490(10)
_cell_length_b                   25.36490(10)
_cell_length_c                   15.27160(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9825.41(10)
_cell_formula_units_Z            16
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8209
_cell_measurement_theta_min      3.5170
_cell_measurement_theta_max      73.7670

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_F_000             3520
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    14.373
_shelx_estimated_absorpt_T_min   0.161
_shelx_estimated_absorpt_T_max   0.207
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.47727
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13665
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.378
_diffrn_reflns_theta_max         73.938
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4819
_reflns_number_gt                4384
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_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)+(0.2200P)²+0.1679P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4819
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0642
_refine_ls_R_factor_gt           0.0607
_refine_ls_wR_factor_ref         0.2579
_refine_ls_wR_factor_gt          0.2499
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_restrained_S_all      1.105
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
TB1 Tb 0.16922(2) 0.49133(2) 0.02301(2) 0.0161(2) Uani 1 1 d . . . . .
N1 N 0.1719(2) 0.4605(2) 0.3276(3) 0.0206(10) Uani 1 1 d . . . . .
O1 O 0.10806(17) 0.51625(18) 0.1352(3) 0.0257(10) Uani 1 1 d . . . . .
O2 O 0.07577(17) 0.46093(19) 0.0394(3) 0.0252(9) Uani 1 1 d . . . . .
O3 O 0.26385(16) 0.46967(17) 0.4090(3) 0.0210(9) Uani 1 1 d . . . . .
O4 O 0.23549(18) 0.5323(2) 0.4968(3) 0.0310(11) Uani 1 1 d . . . . .
O5 O -0.12279(16) 0.44576(17) 0.0566(3) 0.0216(9) Uani 1 1 d . . . . .
O6 O -0.15441(17) 0.42203(19) 0.1856(3) 0.0260(10) Uani 1 1 d . . . . .
O7 O 0.1612(2) 0.4472(2) -0.1147(3) 0.0320(11) Uani 1 1 d . . . . .
H7A H 0.190282 0.449160 -0.142131 0.048 Uiso 1 1 d R U . . .
H7B H 0.137042 0.461720 -0.144771 0.048 Uiso 1 1 d R U . . .
C1 C 0.0267(2) 0.4729(3) 0.1700(4) 0.0255(14) Uani 1 1 d . . . . .
C2 C -0.0215(3) 0.4612(3) 0.1299(4) 0.0250(13) Uani 1 1 d . . . . .
H2 H -0.023337 0.459797 0.069078 0.030 Uiso 1 1 calc R U . . .
C3 C -0.0667(2) 0.4518(3) 0.1787(4) 0.0245(13) Uani 1 1 d . . . . .
C4 C -0.0624(3) 0.4524(3) 0.2713(4) 0.0346(18) Uani 1 1 d . . . . .
H4 H -0.091961 0.445374 0.305395 0.042 Uiso 1 1 calc R U . . .
C5 C -0.0156(3) 0.4631(4) 0.3106(5) 0.0374(17) Uani 1 1 d . . . . .
H5 H -0.013456 0.462468 0.371340 0.045 Uiso 1 1 calc R U . . .
C6 C 0.0298(2) 0.4750(3) 0.2616(4) 0.0261(14) Uani 1 1 d . . . . .
C7 C 0.0805(3) 0.4833(3) 0.3108(4) 0.0279(14) Uani 1 1 d . . . . .
C8 C 0.0835(3) 0.5170(4) 0.3791(5) 0.042(2) Uani 1 1 d . . . . .
H8 H 0.053731 0.535647 0.396862 0.051 Uiso 1 1 calc R U . . .
C9 C 0.1318(3) 0.5239(3) 0.4234(5) 0.0364(17) Uani 1 1 d . . . . .
H9 H 0.134669 0.547289 0.469951 0.044 Uiso 1 1 calc R U . . .
C10 C 0.1745(2) 0.4949(2) 0.3957(5) 0.0227(14) Uani 1 1 d . . . . .
C11 C 0.1252(3) 0.4544(3) 0.2873(4) 0.0234(13) Uani 1 1 d . . . . .
H11 H 0.122485 0.430057 0.241998 0.028 Uiso 1 1 calc R U . . .
C12 C 0.0733(2) 0.4840(3) 0.1110(4) 0.0228(12) Uani 1 1 d . . . . .
C13 C 0.2273(2) 0.4996(3) 0.4362(4) 0.0224(12) Uani 1 1 d . . . . .
C14 C -0.1179(2) 0.4392(2) 0.1356(4) 0.0231(12) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
TB1 O6 2.295(4) 15 ?
TB1 O5 2.326(4) 9_565 ?
TB1 O1 2.396(4) . ?
TB1 O7 2.391(5) . ?
TB1 O3 2.443(4) 4_454 ?
TB1 O2 2.505(4) . ?
TB1 O4 2.523(5) 2_564 ?
TB1 N1 2.575(5) 4_454 ?
TB1 O3 2.625(4) 2_564 ?
TB1 C12 2.785(6) . ?
TB1 C13 2.948(6) 2_564 ?
N1 C11 1.346(8) . ?
N1 C10 1.358(8) . ?
N1 TB1 2.575(5) 3 ?
O1 C12 1.258(8) . ?
O2 C12 1.241(8) . ?
O3 C13 1.268(8) . ?
O3 TB1 2.443(4) 3 ?
O3 TB1 2.625(4) 2_565 ?
O4 C13 1.259(8) . ?
O4 TB1 2.523(5) 2_565 ?
O5 C14 1.225(8) . ?
O5 TB1 2.326(4) 9_565 ?
O6 C14 1.276(8) . ?
O6 TB1 2.295(4) 12_666 ?
C1 C2 1.399(9) . ?
C1 C6 1.404(9) . ?
C1 C12 1.514(8) . ?
C2 C3 1.388(9) . ?
C3 C4 1.418(9) . ?
C3 C14 1.492(8) . ?
C4 C5 1.359(10) . ?
C5 C6 1.404(9) . ?
C6 C7 1.505(8) . ?
C7 C8 1.351(10) . ?
C7 C11 1.395(9) . ?
C8 C9 1.410(10) . ?
C9 C10 1.376(9) . ?
C10 C13 1.481(8) . ?
C13 TB1 2.948(6) 2_565 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O6 TB1 O5 144.96(16) 15 9_565 ?
O6 TB1 O1 94.39(17) 15 . ?
O5 TB1 O1 82.23(15) 9_565 . ?
O6 TB1 O7 78.16(17) 15 . ?
O5 TB1 O7 79.56(17) 9_565 . ?
O1 TB1 O7 134.20(16) . . ?
O6 TB1 O3 72.42(15) 15 4_454 ?
O5 TB1 O3 138.27(15) 9_565 4_454 ?
O1 TB1 O3 75.26(14) . 4_454 ?
O7 TB1 O3 140.08(17) . 4_454 ?
O6 TB1 O2 72.90(16) 15 . ?
O5 TB1 O2 77.55(15) 9_565 . ?
O1 TB1 O2 52.92(15) . . ?
O7 TB1 O2 82.14(16) . . ?
O3 TB1 O2 113.21(14) 4_454 . ?
O6 TB1 O4 77.62(17) 15 2_564 ?
O5 TB1 O4 124.42(15) 9_565 2_564 ?
O1 TB1 O4 142.82(16) . 2_564 ?
O7 TB1 O4 80.24(18) . 2_564 ?
O3 TB1 O4 67.68(15) 4_454 2_564 ?
O2 TB1 O4 148.14(17) . 2_564 ?
O6 TB1 N1 135.96(16) 15 4_454 ?
O5 TB1 N1 77.83(16) 9_565 4_454 ?
O1 TB1 N1 78.84(15) . 4_454 ?
O7 TB1 N1 136.02(16) . 4_454 ?
O3 TB1 N1 63.74(15) 4_454 4_454 ?
O2 TB1 N1 127.98(16) . 4_454 ?
O4 TB1 N1 82.23(18) 2_564 4_454 ?
O6 TB1 O3 121.64(15) 15 2_564 ?
O5 TB1 O3 73.89(14) 9_565 2_564 ?
O1 TB1 O3 142.52(15) . 2_564 ?
O7 TB1 O3 69.40(14) . 2_564 ?
O3 TB1 O3 104.20(12) 4_454 2_564 ?
O2 TB1 O3 142.58(14) . 2_564 ?
O4 TB1 O3 50.54(14) 2_564 2_564 ?
N1 TB1 O3 68.28(15) 4_454 2_564 ?
O6 TB1 C12 80.22(17) 15 . ?
O5 TB1 C12 81.69(16) 9_565 . ?
O1 TB1 C12 26.78(18) . . ?
O7 TB1 C12 108.58(18) . . ?
O3 TB1 C12 92.52(16) 4_454 . ?
O2 TB1 C12 26.46(17) . . ?
O4 TB1 C12 153.86(16) 2_564 . ?
N1 TB1 C12 104.84(18) 4_454 . ?
O3 TB1 C12 155.49(15) 2_564 . ?
O6 TB1 C13 99.85(18) 15 2_564 ?
O5 TB1 C13 99.34(16) 9_565 2_564 ?
O1 TB1 C13 151.29(16) . 2_564 ?
O7 TB1 C13 73.55(17) . 2_564 ?
O3 TB1 C13 85.42(16) 4_454 2_564 ?
O2 TB1 C13 155.63(16) . 2_564 ?
O4 TB1 C13 25.09(16) 2_564 2_564 ?
N1 TB1 C13 73.57(17) 4_454 2_564 ?
O3 TB1 C13 25.45(15) 2_564 2_564 ?
C12 TB1 C13 177.80(18) . 2_564 ?
C11 N1 C10 117.8(5) . . ?
C11 N1 TB1 123.9(4) . 3 ?
C10 N1 TB1 117.9(4) . 3 ?
C12 O1 TB1 94.1(4) . . ?
C12 O2 TB1 89.4(4) . . ?
C13 O3 TB1 123.6(4) . 3 ?
C13 O3 TB1 91.7(4) . 2_565 ?
TB1 O3 TB1 142.75(18) 3 2_565 ?
C13 O4 TB1 96.7(4) . 2_565 ?
C14 O5 TB1 131.2(4) . 9_565 ?
C14 O6 TB1 150.7(4) . 12_666 ?
C2 C1 C6 119.6(6) . . ?
C2 C1 C12 117.5(6) . . ?
C6 C1 C12 122.9(5) . . ?
C3 C2 C1 121.5(6) . . ?
C2 C3 C4 118.1(6) . . ?
C2 C3 C14 121.3(6) . . ?
C4 C3 C14 120.5(6) . . ?
C5 C4 C3 120.6(6) . . ?
C4 C5 C6 121.6(6) . . ?
C5 C6 C1 118.5(6) . . ?
C5 C6 C7 117.8(6) . . ?
C1 C6 C7 123.4(6) . . ?
C8 C7 C11 119.1(6) . . ?
C8 C7 C6 121.4(6) . . ?
C11 C7 C6 119.5(6) . . ?
C7 C8 C9 119.7(7) . . ?
C10 C9 C8 118.1(7) . . ?
N1 C10 C9 122.7(6) . . ?
N1 C10 C13 114.5(5) . . ?
C9 C10 C13 122.8(6) . . ?
N1 C11 C7 122.5(6) . . ?
O2 C12 O1 122.0(6) . . ?
O2 C12 C1 118.4(6) . . ?
O1 C12 C1 119.6(6) . . ?
O2 C12 TB1 64.1(3) . . ?
O1 C12 TB1 59.1(3) . . ?
C1 C12 TB1 169.2(4) . . ?
O3 C13 O4 121.0(6) . . ?
O3 C13 C10 118.4(6) . . ?
O4 C13 C10 120.6(6) . . ?
O3 C13 TB1 62.9(3) . 2_565 ?
O4 C13 TB1 58.2(3) . 2_565 ?
C10 C13 TB1 178.0(5) . 2_565 ?
O5 C14 O6 124.3(6) . . ?
O5 C14 C3 119.6(6) . . ?
O6 C14 C3 116.2(6) . . ?

_refine_diff_density_max         4.490
_refine_diff_density_min         -0.809
_refine_diff_density_rms         0.293



