# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2005957'
loop_
_audit_author_name
_audit_author_address
'jianpeng dong'
;nanyang normal university
China
;
_audit_update_record             
;
2021-01-02 deposited with the CCDC.	2021-01-31 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 H16 Eu N O11'
_chemical_formula_weight         526.24

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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           78
_space_group_name_H-M_alt        'P 43'
_space_group_name_Hall           'P 4cw'

_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+1/2'
'-y, x, z+3/4'
'y, -x, z+1/4'

_cell_length_a                   12.35620(10)
_cell_length_b                   12.35620(10)
_cell_length_c                   14.7154(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2246.68(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    200
_cell_measurement_reflns_used    4349
_cell_measurement_theta_min      3.5870
_cell_measurement_theta_max      73.3630

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.556
_exptl_crystal_F_000             1032
_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    20.437
_shelx_estimated_absorpt_T_min   0.106
_shelx_estimated_absorpt_T_max   0.138
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.71180
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200
_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            6438
_diffrn_reflns_av_unetI/netI     0.0454
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.577
_diffrn_reflns_theta_max         74.156
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3522
_reflns_number_gt                3342
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.924
_reflns_Friedel_fraction_max     0.969
_reflns_Friedel_fraction_full    0.999

_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          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0700P)²+0.3192P] 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_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   1.005(8)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3522
_refine_ls_number_parameters     263
_refine_ls_number_restraints     37
_refine_ls_R_factor_all          0.0381
_refine_ls_R_factor_gt           0.0360
_refine_ls_wR_factor_ref         0.1024
_refine_ls_wR_factor_gt          0.1012
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.091
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
EU1 Eu 0.31919(3) 0.50954(3) 0.17020(5) 0.01445(15) Uani 1 1 d . . . . .
N1 N 0.3385(5) 0.5856(6) 0.4823(5) 0.0208(13) Uani 1 1 d . . . . .
O1 O 0.1228(5) 0.5636(5) 0.1864(4) 0.0315(14) Uani 1 1 d . . . . .
O2 O 0.1980(4) 0.4615(5) 0.2915(4) 0.0257(13) Uani 1 1 d . . . . .
O3 O -0.3114(4) 0.6905(5) 0.4645(4) 0.0228(12) Uani 1 1 d . . . . .
O4 O -0.2270(4) 0.6244(4) 0.5869(4) 0.0215(12) Uani 1 1 d . . . . .
O5 O 0.4882(5) 0.4233(5) 0.6368(4) 0.0299(14) Uani 1 1 d . . . . .
O6 O 0.5326(4) 0.5665(4) 0.5574(4) 0.0201(11) Uani 1 1 d . . . . .
O1W O 0.2957(5) 0.5943(5) 0.0229(4) 0.0268(13) Uani 1 1 d . . . . .
H1WA H 0.335342 0.568583 -0.019099 0.040 Uiso 1 1 d R U . . .
H1WB H 0.247202 0.630093 0.000531 0.040 Uiso 1 1 d R U . . .
C1 C 0.0338(7) 0.5564(8) 0.3302(6) 0.0293(19) Uani 1 1 d . . . . .
C2 C -0.0641(7) 0.5873(10) 0.2939(6) 0.039(2) Uani 1 1 d . . . . .
H2 H -0.071965 0.589949 0.231070 0.047 Uiso 1 1 calc R U . . .
C3 C -0.1508(7) 0.6146(9) 0.3484(7) 0.037(2) Uani 1 1 d . . . . .
H3 H -0.216082 0.635654 0.322450 0.044 Uiso 1 1 calc R U . . .
C4 C -0.1398(6) 0.6105(7) 0.4420(6) 0.0251(18) Uani 1 1 d . . . . .
C5 C -0.0422(6) 0.5786(7) 0.4798(6) 0.0252(18) Uani 1 1 d . . . . .
H5 H -0.035446 0.573934 0.542597 0.030 Uiso 1 1 calc R U . . .
C6 C 0.0458(6) 0.5534(7) 0.4248(7) 0.0268(16) Uani 1 1 d . . . . .
C7 C 0.1516(6) 0.5337(8) 0.4685(6) 0.0264(18) Uani 1 1 d . . . . .
C8 C 0.1651(7) 0.4551(9) 0.5369(7) 0.037(2) Uani 1 1 d . . . . .
H8 H 0.107224 0.413054 0.556454 0.044 Uiso 1 1 calc R U . . .
C9 C 0.2686(8) 0.4423(9) 0.5745(7) 0.036(2) Uani 1 1 d . . . . .
H9 H 0.280594 0.389740 0.618639 0.044 Uiso 1 1 calc R U . . .
C10 C 0.3528(7) 0.5077(6) 0.5462(6) 0.0213(16) Uani 1 1 d . . . . .
C11 C 0.2409(7) 0.5959(7) 0.4458(5) 0.0239(17) Uani 1 1 d . . . . .
H11 H 0.231776 0.648880 0.401520 0.029 Uiso 1 1 calc R U . . .
C12 C 0.1234(7) 0.5256(7) 0.2657(6) 0.0280(18) Uani 1 1 d . . . . .
C13 C -0.2330(6) 0.6431(7) 0.5021(6) 0.0216(16) Uani 1 1 d . . . . .
C14 C 0.4642(6) 0.4976(7) 0.5834(5) 0.0213(16) Uani 1 1 d . . . . .
O2W O 0.1392(16) 0.7090(17) 0.9501(15) 0.181(8) Uani 1 1 d . U . . .
H2WA H 0.121438 0.727467 1.000011 0.271 Uiso 1 1 d R U . . .
H2WB H 0.145908 0.747747 0.910221 0.271 Uiso 1 1 d R U . . .
O3W O 0.932(6) 0.170(5) 0.825(6) 0.51(3) Uani 1 1 d . U . . .
H3WA H 0.972399 0.152675 0.857095 0.768 Uiso 1 1 d R U . . .
H3WB H 0.874848 0.181045 0.826685 0.768 Uiso 1 1 d R U . . .
O4W O 0.909(5) 0.115(5) 0.726(4) 0.25(3) Uani 0.5 1 d . U P . .
H4WA H 0.962218 0.092207 0.732314 0.376 Uiso 0.5 1 d R U P . .
H4WB H 0.868458 0.155857 0.733173 0.376 Uiso 0.5 1 d R U P . .
O5W O 0.051(6) 0.780(5) 0.128(5) 0.27(3) Uani 0.5 1 d . U P . .
H5WA H 0.018847 0.805931 0.169790 0.412 Uiso 0.5 1 d R U P . .
H5WB H 0.050967 0.719111 0.147660 0.412 Uiso 0.5 1 d R U P . .
O6W O 0.170(5) 0.844(5) 0.829(5) 0.26(3) Uani 0.5 1 d . U P . .
H6WA H 0.145423 0.803821 0.787099 0.385 Uiso 0.5 1 d R U P . .
H6WB H 0.178723 0.904371 0.847089 0.385 Uiso 0.5 1 d R U P . .
O7W O 0.112(8) 0.733(8) 0.718(7) 0.40(4) Uani 0.5 1 d . U P . .
H7WA H 0.061703 0.720593 0.698916 0.593 Uiso 0.5 1 d R U P . .
H7WB H 0.167713 0.713353 0.679326 0.593 Uiso 0.5 1 d R U P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
EU1 O3 2.310(5) 3_664 ?
EU1 O4 2.353(5) 2_564 ?
EU1 O2 2.404(6) . ?
EU1 O1W 2.425(6) . ?
EU1 O6 2.480(6) 3_654 ?
EU1 O1 2.528(6) . ?
EU1 O5 2.568(6) 2_664 ?
EU1 N1 2.585(7) 3_654 ?
EU1 O6 2.644(6) 2_664 ?
EU1 C12 2.805(9) . ?
EU1 C14 2.967(8) 2_664 ?
N1 C11 1.327(10) . ?
N1 C10 1.356(11) . ?
N1 EU1 2.585(7) 4_565 ?
O1 C12 1.258(11) . ?
O2 C12 1.274(10) . ?
O3 C13 1.260(10) . ?
O3 EU1 2.310(5) 4_465 ?
O4 C13 1.272(10) . ?
O4 EU1 2.353(5) 2_565 ?
O5 C14 1.245(10) . ?
O5 EU1 2.568(6) 2_665 ?
O6 C14 1.259(10) . ?
O6 EU1 2.480(6) 4_565 ?
O6 EU1 2.644(6) 2_665 ?
C1 C2 1.376(12) . ?
C1 C6 1.400(14) . ?
C1 C12 1.508(12) . ?
C2 C3 1.380(13) . ?
C3 C4 1.385(13) . ?
C4 C5 1.385(11) . ?
C4 C13 1.506(11) . ?
C5 C6 1.391(12) . ?
C6 C7 1.477(11) . ?
C7 C11 1.386(12) . ?
C7 C8 1.408(13) . ?
C8 C9 1.403(12) . ?
C9 C10 1.382(12) . ?
C10 C14 1.487(11) . ?
C14 EU1 2.967(8) 2_665 ?

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 EU1 O4 142.7(2) 3_664 2_564 ?
O3 EU1 O2 89.7(2) 3_664 . ?
O4 EU1 O2 84.9(2) 2_564 . ?
O3 EU1 O1W 80.4(2) 3_664 . ?
O4 EU1 O1W 77.3(2) 2_564 . ?
O2 EU1 O1W 134.1(2) . . ?
O3 EU1 O6 71.91(19) 3_664 3_654 ?
O4 EU1 O6 141.29(19) 2_564 3_654 ?
O2 EU1 O6 77.2(2) . 3_654 ?
O1W EU1 O6 138.3(2) . 3_654 ?
O3 EU1 O1 70.8(2) 3_664 . ?
O4 EU1 O1 76.7(2) 2_564 . ?
O2 EU1 O1 53.0(2) . . ?
O1W EU1 O1 81.7(2) . . ?
O6 EU1 O1 116.1(2) 3_654 . ?
O3 EU1 O5 78.00(19) 3_664 2_664 ?
O4 EU1 O5 125.19(19) 2_564 2_664 ?
O2 EU1 O5 143.1(2) . 2_664 ?
O1W EU1 O5 78.5(2) . 2_664 ?
O6 EU1 O5 65.85(19) 3_654 2_664 ?
O1 EU1 O5 145.3(2) . 2_664 ?
O3 EU1 N1 134.9(2) 3_664 3_654 ?
O4 EU1 N1 80.2(2) 2_564 3_654 ?
O2 EU1 N1 79.6(2) . 3_654 ?
O1W EU1 N1 136.3(2) . 3_654 ?
O6 EU1 N1 63.06(19) 3_654 3_654 ?
O1 EU1 N1 128.3(2) . 3_654 ?
O5 EU1 N1 84.9(2) 2_664 3_654 ?
O3 EU1 O6 123.60(18) 3_664 2_664 ?
O4 EU1 O6 76.03(18) 2_564 2_664 ?
O2 EU1 O6 144.06(19) . 2_664 ?
O1W EU1 O6 71.04(18) . 2_664 ?
O6 EU1 O6 99.05(16) 3_654 2_664 ?
O1 EU1 O6 144.9(2) . 2_664 ?
O5 EU1 O6 49.68(17) 2_664 2_664 ?
N1 EU1 O6 67.45(19) 3_654 2_664 ?
O3 EU1 C12 75.3(2) 3_664 . ?
O4 EU1 C12 83.9(2) 2_564 . ?
O2 EU1 C12 26.9(2) . . ?
O1W EU1 C12 108.3(2) . . ?
O6 EU1 C12 94.3(2) 3_654 . ?
O1 EU1 C12 26.6(2) . . ?
O5 EU1 C12 150.7(2) 2_664 . ?
N1 EU1 C12 105.9(2) 3_654 . ?
O6 EU1 C12 159.6(2) 2_664 . ?
O3 EU1 C14 101.3(2) 3_664 2_664 ?
O4 EU1 C14 101.0(2) 2_564 2_664 ?
O2 EU1 C14 150.9(2) . 2_664 ?
O1W EU1 C14 74.7(2) . 2_664 ?
O6 EU1 C14 80.8(2) 3_654 2_664 ?
O1 EU1 C14 156.1(2) . 2_664 ?
O5 EU1 C14 24.7(2) 2_664 2_664 ?
N1 EU1 C14 73.6(2) 3_654 2_664 ?
O6 EU1 C14 25.09(19) 2_664 2_664 ?
C12 EU1 C14 174.8(2) . 2_664 ?
C11 N1 C10 117.8(7) . . ?
C11 N1 EU1 123.8(5) . 4_565 ?
C10 N1 EU1 117.5(5) . 4_565 ?
C12 O1 EU1 89.1(5) . . ?
C12 O2 EU1 94.4(5) . . ?
C13 O3 EU1 146.8(5) . 4_465 ?
C13 O4 EU1 127.7(5) . 2_565 ?
C14 O5 EU1 95.9(5) . 2_665 ?
C14 O6 EU1 123.7(5) . 4_565 ?
C14 O6 EU1 91.9(5) . 2_665 ?
EU1 O6 EU1 142.5(2) 4_565 2_665 ?
C2 C1 C6 119.2(8) . . ?
C2 C1 C12 118.1(8) . . ?
C6 C1 C12 122.8(8) . . ?
C3 C2 C1 121.6(9) . . ?
C2 C3 C4 119.6(8) . . ?
C3 C4 C5 119.6(8) . . ?
C3 C4 C13 120.0(7) . . ?
C5 C4 C13 120.4(7) . . ?
C6 C5 C4 120.8(8) . . ?
C5 C6 C1 119.3(7) . . ?
C5 C6 C7 118.4(9) . . ?
C1 C6 C7 122.1(8) . . ?
C11 C7 C8 117.4(8) . . ?
C11 C7 C6 120.6(8) . . ?
C8 C7 C6 122.0(8) . . ?
C7 C8 C9 117.9(8) . . ?
C10 C9 C8 120.1(9) . . ?
N1 C10 C9 121.8(8) . . ?
N1 C10 C14 115.8(7) . . ?
C9 C10 C14 122.4(8) . . ?
N1 C11 C7 124.9(8) . . ?
O1 C12 O2 120.8(8) . . ?
O1 C12 C1 119.1(8) . . ?
O2 C12 C1 120.1(8) . . ?
O1 C12 EU1 64.3(5) . . ?
O2 C12 EU1 58.7(4) . . ?
C1 C12 EU1 165.2(6) . . ?
O3 C13 O4 124.0(7) . . ?
O3 C13 C4 117.0(7) . . ?
O4 C13 C4 118.9(7) . . ?
O5 C14 O6 122.0(7) . . ?
O5 C14 C10 121.0(7) . . ?
O6 C14 C10 116.9(7) . . ?
O5 C14 EU1 59.4(4) . 2_665 ?
O6 C14 EU1 63.0(4) . 2_665 ?
C10 C14 EU1 175.1(6) . 2_665 ?

_refine_diff_density_max         0.676
_refine_diff_density_min         -0.800
_refine_diff_density_rms         0.144

####################################################################### 
# 
# 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_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2005959'
loop_
_audit_author_name
_audit_author_address
'jianpeng dong'
;nanyang normal university
China
;
_audit_update_record             
;
2021-01-02 deposited with the CCDC.	2021-01-31 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 H16 Gd N O11'
_chemical_formula_weight         531.53

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'
Gd Gd -8.8380 11.9157 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           78
_space_group_name_H-M_alt        'P 43'
_space_group_name_Hall           'P 4cw'

_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+1/2'
'-y, x, z+3/4'
'y, -x, z+1/4'

_cell_length_a                   12.32110(10)
_cell_length_b                   12.32110(10)
_cell_length_c                   14.6636(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2226.07(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    200
_cell_measurement_reflns_used    4269
_cell_measurement_theta_min      4.6970
_cell_measurement_theta_max      73.7090

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.586
_exptl_crystal_F_000             1036
_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    19.727
_shelx_estimated_absorpt_T_min   0.110
_shelx_estimated_absorpt_T_max   0.144
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.64025
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200
_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            6371
_diffrn_reflns_av_unetI/netI     0.0434
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.587
_diffrn_reflns_theta_max         73.833
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3498
_reflns_number_gt                3282
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.925
_reflns_Friedel_fraction_max     0.975
_reflns_Friedel_fraction_full    1.000

_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          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0700P)²+0.4916P] 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_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   1.001(7)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3498
_refine_ls_number_parameters     254
_refine_ls_number_restraints     31
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0347
_refine_ls_wR_factor_ref         0.0983
_refine_ls_wR_factor_gt          0.0964
_refine_ls_goodness_of_fit_ref   1.048
_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
GD1 Gd 0.49092(3) 0.68119(3) 0.13532(5) 0.01404(14) Uani 1 1 d . . . . .
N1 N 0.6620(5) 0.5855(6) 0.0725(5) 0.0194(13) Uani 1 1 d . . . . .
O1 O 1.2273(4) 0.6253(4) -0.0317(4) 0.0194(11) Uani 1 1 d . . . . .
O2 O 1.3122(4) 0.6923(5) 0.0909(4) 0.0219(12) Uani 1 1 d . . . . .
O3 O 0.8020(4) 0.4614(5) 0.2645(4) 0.0228(12) Uani 1 1 d . . . . .
O4 O 0.8782(5) 0.5617(5) 0.3703(4) 0.0276(14) Uani 1 1 d . . . . .
O5 O 0.5103(5) 0.4222(5) -0.0817(4) 0.0268(14) Uani 1 1 d . . . . .
O6 O 0.4664(4) 0.5672(4) -0.0021(4) 0.0190(11) Uani 1 1 d . . . . .
O1W O 0.4061(5) 0.7051(5) 0.2825(4) 0.0238(12) Uani 1 1 d . . . . .
H1WB H 0.372509 0.760099 0.275775 0.036 Uiso 1 1 d R U . . .
H1WA H 0.430659 0.668439 0.322475 0.036 Uiso 1 1 d R U . . .
C1 C 1.1407(6) 0.6106(7) 0.1129(6) 0.0206(17) Uani 1 1 d . . . . .
C2 C 1.1511(8) 0.6151(9) 0.2071(6) 0.035(2) Uani 1 1 d . . . . .
H2 H 1.216021 0.637978 0.233092 0.042 Uiso 1 1 calc R U . . .
C3 C 1.0651(8) 0.5856(10) 0.2621(6) 0.037(2) Uani 1 1 d . . . . .
H3 H 1.074057 0.587133 0.325086 0.045 Uiso 1 1 calc R U . . .
C4 C 0.9666(7) 0.5540(8) 0.2268(6) 0.0248(18) Uani 1 1 d . . . . .
C5 C 0.9549(6) 0.5523(7) 0.1305(7) 0.0252(17) Uani 1 1 d . . . . .
C6 C 1.0438(6) 0.5785(7) 0.0747(6) 0.0239(17) Uani 1 1 d . . . . .
H6 H 1.037185 0.574203 0.011602 0.029 Uiso 1 1 calc R U . . .
C7 C 0.8490(6) 0.5319(8) 0.0860(6) 0.0237(18) Uani 1 1 d . . . . .
C8 C 0.8351(7) 0.4530(9) 0.0188(7) 0.036(2) Uani 1 1 d . . . . .
H8 H 0.893087 0.410557 -0.000714 0.043 Uiso 1 1 calc R U . . .
C9 C 0.7309(7) 0.4396(8) -0.0185(7) 0.034(2) Uani 1 1 d . . . . .
H9 H 0.718470 0.386051 -0.062021 0.040 Uiso 1 1 calc R U . . .
C10 C 0.6482(7) 0.5051(6) 0.0092(6) 0.0190(15) Uani 1 1 d . . . . .
C11 C 0.7594(6) 0.5961(7) 0.1084(5) 0.0213(16) Uani 1 1 d . . . . .
H11 H 0.769317 0.650285 0.151751 0.026 Uiso 1 1 calc R U . . .
C12 C 1.2329(6) 0.6444(6) 0.0523(6) 0.0201(16) Uani 1 1 d . . . . .
C13 C 0.8770(7) 0.5250(7) 0.2903(6) 0.0241(17) Uani 1 1 d . . . . .
C14 C 0.5347(6) 0.4968(7) -0.0274(5) 0.0196(16) Uani 1 1 d . . . . .
O2W O 0.2863(19) 0.8586(18) 0.3533(15) 0.199(9) Uani 1 1 d . U . . .
H2WA H 0.322984 0.893295 0.387659 0.298 Uiso 1 1 d R U . . .
H2WB H 0.221424 0.856385 0.353749 0.298 Uiso 1 1 d R U . . .
O3W O 0.743(5) 0.059(4) 0.073(4) 0.44(3) Uani 1 1 d . U . . .
H3WA H 0.721754 0.119895 0.078636 0.663 Uiso 1 1 d R U . . .
H3WB H 0.727744 0.003575 0.098936 0.663 Uiso 1 1 d R U . . .
O4W O 0.854(4) 0.159(4) -0.021(4) 0.210(19) Uani 0.5 1 d . U P . .
H4WA H 0.829107 0.218308 -0.017451 0.315 Uiso 0.5 1 d R U P . .
H4WB H 0.913497 0.181458 -0.009121 0.315 Uiso 0.5 1 d R U P . .
O5W O 0.919(5) 0.875(5) 0.306(4) 0.51(3) Uani 1 1 d . U . . .
H5WA H 0.863396 0.860855 0.280413 0.759 Uiso 1 1 d R U . . .
H5WB H 0.947177 0.821455 0.286694 0.759 Uiso 1 1 d R U . . .
O6W O 0.762(6) 0.154(7) 0.140(5) 0.32(3) Uani 0.5 1 d . U P . .
H6WA H 0.730497 0.204462 0.161780 0.482 Uiso 0.5 1 d R U P . .
H6WB H 0.787167 0.107452 0.172080 0.482 Uiso 0.5 1 d R U P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
GD1 O2 2.300(5) 1_455 ?
GD1 O1 2.344(5) 4_575 ?
GD1 O3 2.387(6) 3_654 ?
GD1 O1W 2.416(6) . ?
GD1 O6 2.475(6) . ?
GD1 O4 2.522(6) 3_654 ?
GD1 O5 2.553(6) 4_565 ?
GD1 N1 2.585(7) . ?
GD1 O6 2.630(6) 4_565 ?
GD1 C13 2.793(8) 3_654 ?
GD1 C14 2.952(8) 4_565 ?
N1 C11 1.317(10) . ?
N1 C10 1.369(10) . ?
O1 C12 1.255(10) . ?
O1 GD1 2.344(5) 3_754 ?
O2 C12 1.274(10) . ?
O2 GD1 2.300(5) 1_655 ?
O3 C13 1.268(10) . ?
O3 GD1 2.387(6) 4_565 ?
O4 C13 1.258(10) . ?
O4 GD1 2.522(6) 4_565 ?
O5 C14 1.252(9) . ?
O5 GD1 2.553(6) 3_654 ?
O6 C14 1.263(9) . ?
O6 GD1 2.630(6) 3_654 ?
C1 C6 1.376(11) . ?
C1 C2 1.388(13) . ?
C1 C12 1.501(11) . ?
C2 C3 1.381(13) . ?
C3 C4 1.375(12) . ?
C4 C5 1.421(12) . ?
C4 C13 1.488(12) . ?
C5 C6 1.405(11) . ?
C5 C7 1.481(11) . ?
C7 C8 1.395(13) . ?
C7 C11 1.397(11) . ?
C8 C9 1.406(12) . ?
C9 C10 1.363(12) . ?
C10 C14 1.501(10) . ?
C13 GD1 2.793(8) 4_565 ?
C14 GD1 2.952(8) 3_654 ?

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
O2 GD1 O1 142.6(2) 1_455 4_575 ?
O2 GD1 O3 89.3(2) 1_455 3_654 ?
O1 GD1 O3 84.94(19) 4_575 3_654 ?
O2 GD1 O1W 80.30(19) 1_455 . ?
O1 GD1 O1W 77.47(19) 4_575 . ?
O3 GD1 O1W 133.89(19) 3_654 . ?
O2 GD1 O6 71.73(18) 1_455 . ?
O1 GD1 O6 141.44(19) 4_575 . ?
O3 GD1 O6 77.28(19) 3_654 . ?
O1W GD1 O6 138.05(19) . . ?
O2 GD1 O4 70.8(2) 1_455 3_654 ?
O1 GD1 O4 76.36(19) 4_575 3_654 ?
O3 GD1 O4 53.01(19) 3_654 3_654 ?
O1W GD1 O4 81.33(18) . 3_654 ?
O6 GD1 O4 116.35(19) . 3_654 ?
O2 GD1 O5 77.95(19) 1_455 4_565 ?
O1 GD1 O5 125.47(18) 4_575 4_565 ?
O3 GD1 O5 143.0(2) 3_654 4_565 ?
O1W GD1 O5 78.5(2) . 4_565 ?
O6 GD1 O5 65.75(18) . 4_565 ?
O4 GD1 O5 145.2(2) 3_654 4_565 ?
O2 GD1 N1 135.0(2) 1_455 . ?
O1 GD1 N1 80.1(2) 4_575 . ?
O3 GD1 N1 79.6(2) 3_654 . ?
O1W GD1 N1 136.6(2) . . ?
O6 GD1 N1 63.29(19) . . ?
O4 GD1 N1 128.1(2) 3_654 . ?
O5 GD1 N1 85.2(2) 4_565 . ?
O2 GD1 O6 124.12(18) 1_455 4_565 ?
O1 GD1 O6 75.77(17) 4_575 4_565 ?
O3 GD1 O6 144.01(19) 3_654 4_565 ?
O1W GD1 O6 71.23(18) . 4_565 ?
O6 GD1 O6 99.33(16) . 4_565 ?
O4 GD1 O6 144.32(18) 3_654 4_565 ?
O5 GD1 O6 50.23(17) 4_565 4_565 ?
N1 GD1 O6 67.48(19) . 4_565 ?
O2 GD1 C13 74.9(2) 1_455 3_654 ?
O1 GD1 C13 83.9(2) 4_575 3_654 ?
O3 GD1 C13 26.9(2) 3_654 3_654 ?
O1W GD1 C13 108.1(2) . 3_654 ?
O6 GD1 C13 94.3(2) . 3_654 ?
O4 GD1 C13 26.8(2) 3_654 3_654 ?
O5 GD1 C13 150.4(2) 4_565 3_654 ?
N1 GD1 C13 105.9(2) . 3_654 ?
O6 GD1 C13 159.3(2) 4_565 3_654 ?
O2 GD1 C14 101.5(2) 1_455 4_565 ?
O1 GD1 C14 101.0(2) 4_575 4_565 ?
O3 GD1 C14 151.3(2) 3_654 4_565 ?
O1W GD1 C14 74.5(2) . 4_565 ?
O6 GD1 C14 81.1(2) . 4_565 ?
O4 GD1 C14 155.7(2) 3_654 4_565 ?
O5 GD1 C14 25.0(2) 4_565 4_565 ?
N1 GD1 C14 74.0(2) . 4_565 ?
O6 GD1 C14 25.32(19) 4_565 4_565 ?
C13 GD1 C14 175.0(2) 3_654 4_565 ?
C11 N1 C10 117.2(7) . . ?
C11 N1 GD1 123.8(5) . . ?
C10 N1 GD1 118.0(5) . . ?
C12 O1 GD1 128.0(5) . 3_754 ?
C12 O2 GD1 146.3(5) . 1_655 ?
C13 O3 GD1 94.6(5) . 4_565 ?
C13 O4 GD1 88.7(5) . 4_565 ?
C14 O5 GD1 95.6(5) . 3_654 ?
C14 O6 GD1 123.2(5) . . ?
C14 O6 GD1 91.8(5) . 3_654 ?
GD1 O6 GD1 143.0(2) . 3_654 ?
C6 C1 C2 119.8(8) . . ?
C6 C1 C12 119.7(7) . . ?
C2 C1 C12 120.5(8) . . ?
C3 C2 C1 120.0(8) . . ?
C4 C3 C2 122.1(8) . . ?
C3 C4 C5 117.9(8) . . ?
C3 C4 C13 119.2(8) . . ?
C5 C4 C13 122.9(8) . . ?
C6 C5 C4 119.8(8) . . ?
C6 C5 C7 118.1(8) . . ?
C4 C5 C7 122.0(7) . . ?
C1 C6 C5 120.4(8) . . ?
C8 C7 C11 117.7(8) . . ?
C8 C7 C5 122.5(8) . . ?
C11 C7 C5 119.8(8) . . ?
C7 C8 C9 117.9(8) . . ?
C10 C9 C8 119.9(8) . . ?
C9 C10 N1 122.5(8) . . ?
C9 C10 C14 123.4(7) . . ?
N1 C10 C14 114.1(7) . . ?
N1 C11 C7 124.7(8) . . ?
O1 C12 O2 124.4(7) . . ?
O1 C12 C1 119.1(7) . . ?
O2 C12 C1 116.5(7) . . ?
O4 C13 O3 120.6(8) . . ?
O4 C13 C4 119.2(8) . . ?
O3 C13 C4 120.2(8) . . ?
O4 C13 GD1 64.6(4) . 4_565 ?
O3 C13 GD1 58.4(4) . 4_565 ?
C4 C13 GD1 166.0(6) . 4_565 ?
O5 C14 O6 122.1(7) . . ?
O5 C14 C10 120.0(7) . . ?
O6 C14 C10 117.9(7) . . ?
O5 C14 GD1 59.4(4) . 3_654 ?
O6 C14 GD1 62.9(4) . 3_654 ?
C10 C14 GD1 174.6(6) . 3_654 ?

_refine_diff_density_max         0.810
_refine_diff_density_min         -0.521
_refine_diff_density_rms         0.136

####################################################################### 
# 
# 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 2005958'
loop_
_audit_author_name
_audit_author_address
'jianpeng dong'
;nanyang normal university
China
;
_audit_update_record             
;
2021-01-02 deposited with the CCDC.	2021-01-31 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 H16 N O11 Tb'
_chemical_formula_weight         533.20

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           78
_space_group_name_H-M_alt        'P 43'
_space_group_name_Hall           'P 4cw'

_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+1/2'
'-y, x, z+3/4'
'y, -x, z+1/4'

_cell_length_a                   12.396
_cell_length_b                   12.396
_cell_length_c                   14.60440(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2244.124(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    19990
_cell_measurement_theta_min      4.6570
_cell_measurement_theta_max      73.7370

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.578
_exptl_crystal_F_000             1040
_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    15.950
_shelx_estimated_absorpt_T_min   0.143
_shelx_estimated_absorpt_T_max   0.185
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.42241
_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            25253
_diffrn_reflns_av_unetI/netI     0.0193
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.565
_diffrn_reflns_theta_max         74.075
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.872
_diffrn_reflns_point_group_measured_fraction_full 0.894
_reflns_number_total             3981
_reflns_number_gt                3901
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.687
_reflns_Friedel_fraction_max     0.741
_reflns_Friedel_fraction_full    0.779

_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)+(0.0800P)²+0.8202P] 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_abs_structure_details 
;
 Flack x determined using 1520 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.008(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3981
_refine_ls_number_parameters     262
_refine_ls_number_restraints     37
_refine_ls_R_factor_all          0.0325
_refine_ls_R_factor_gt           0.0320
_refine_ls_wR_factor_ref         0.0949
_refine_ls_wR_factor_gt          0.0946
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.034
_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 0.82012(2) 0.01092(2) 0.03858(5) 0.01836(13) Uani 1 1 d . . . . .
N1 N 0.8404(4) 0.0888(4) 0.3521(4) 0.0230(10) Uani 1 1 d . . . . .
O1 O 0.7008(4) -0.0329(4) 0.1592(4) 0.0316(11) Uani 1 1 d . . . . .
O2 O 0.6261(4) 0.0676(4) 0.0537(3) 0.0360(12) Uani 1 1 d . . . . .
O3 O 0.2721(3) 0.1197(4) 0.4548(3) 0.0249(9) Uani 1 1 d . . . . .
O4 O 0.1884(3) 0.1856(4) 0.3315(3) 0.0273(9) Uani 1 1 d . . . . .
O5 O 0.9889(4) -0.0740(4) 0.5063(4) 0.0372(12) Uani 1 1 d . . . . .
O6 O 1.0336(3) 0.0680(4) 0.4260(3) 0.0258(9) Uani 1 1 d . . . . .
O1W O 0.7995(4) 0.0959(4) -0.1075(3) 0.0331(11) Uani 1 1 d . . . . .
H1WA H 0.835026 0.072046 -0.145627 0.050 Uiso 1 1 d R U . . .
H1WB H 0.744576 0.089076 -0.132977 0.050 Uiso 1 1 d R U . . .
C1 C 0.5368(5) 0.0601(6) 0.1968(5) 0.0318(15) Uani 1 1 d . . . . .
C2 C 0.4374(6) 0.0897(8) 0.1606(5) 0.044(2) Uani 1 1 d . . . . .
H2 H 0.429080 0.092894 0.097328 0.052 Uiso 1 1 calc R U . . .
C3 C 0.3509(6) 0.1143(8) 0.2159(5) 0.043(2) Uani 1 1 d . . . . .
H3 H 0.285473 0.133684 0.189484 0.051 Uiso 1 1 calc R U . . .
C4 C 0.3599(5) 0.1107(6) 0.3109(4) 0.0270(14) Uani 1 1 d . . . . .
C5 C 0.4588(5) 0.0815(6) 0.3489(5) 0.0275(13) Uani 1 1 d . . . . .
H5 H 0.466108 0.077872 0.412237 0.033 Uiso 1 1 calc R U . . .
C6 C 0.5479(5) 0.0574(5) 0.2926(6) 0.0283(13) Uani 1 1 d . . . . .
C7 C 0.6539(5) 0.0384(6) 0.3385(5) 0.0278(14) Uani 1 1 d . . . . .
C8 C 0.6668(6) -0.0396(7) 0.4060(6) 0.0393(18) Uani 1 1 d . . . . .
H8 H 0.608626 -0.081114 0.425395 0.047 Uiso 1 1 calc R U . . .
C9 C 0.7675(6) -0.0540(7) 0.4434(6) 0.0394(18) Uani 1 1 d . . . . .
H9 H 0.778552 -0.107063 0.487510 0.047 Uiso 1 1 calc R U . . .
C10 C 0.8535(5) 0.0112(5) 0.4152(5) 0.0256(12) Uani 1 1 d . . . . .
C11 C 0.7424(5) 0.1017(5) 0.3151(4) 0.0259(12) Uani 1 1 d . . . . .
H11 H 0.733049 0.155608 0.271503 0.031 Uiso 1 1 calc R U . . .
C12 C 0.6253(5) 0.0302(6) 0.1324(5) 0.0286(13) Uani 1 1 d . . . . .
C13 C 0.2666(5) 0.1399(5) 0.3697(5) 0.0230(12) Uani 1 1 d . . . . .
C14 C 0.9644(5) 0.0002(5) 0.4519(4) 0.0225(12) Uani 1 1 d . . . . .
O2W O 0.6422(19) 0.204(2) 0.795(2) 0.253(11) Uani 1 1 d . U . . .
H2WA H 0.634776 0.233979 0.842997 0.380 Uiso 1 1 d R U . . .
H2WB H 0.617896 0.208889 0.744536 0.380 Uiso 1 1 d R U . . .
O3W O 0.663(6) 0.209(5) 0.585(5) 0.31(3) Uani 0.5 1 d . U P . .
H3WA H 0.635007 0.260538 0.562383 0.463 Uiso 0.5 1 d R U P . .
H3WB H 0.718027 0.220838 0.559023 0.463 Uiso 0.5 1 d R U P . .
O4W O 0.547(3) 0.224(4) 0.606(3) 0.38(2) Uani 1 1 d . U . . .
H4WA H 0.496282 0.185292 0.614010 0.573 Uiso 1 1 d R U . . .
H4WB H 0.528043 0.281301 0.587150 0.573 Uiso 1 1 d R U . . .
O5W O 0.545(7) 0.359(6) 1.182(7) 0.37(4) Uani 0.5 1 d . U P . .
H5WA H 0.552008 0.420027 1.166990 0.558 Uiso 0.5 1 d R U P . .
H5WB H 0.593498 0.330207 1.209260 0.558 Uiso 0.5 1 d R U P . .
O6W O 0.691(6) 0.637(6) 0.203(5) 0.35(3) Uani 0.5 1 d . U P . .
H6WA H 0.668961 0.585758 0.184299 0.518 Uiso 0.5 1 d R U P . .
H6WB H 0.744231 0.621448 0.169029 0.518 Uiso 0.5 1 d R U P . .
O7W O 0.580(6) 0.370(6) 1.069(6) 0.34(3) Uani 0.5 1 d . U P . .
H7WA H 0.638013 0.345743 1.090438 0.503 Uiso 0.5 1 d R U P . .
H7WB H 0.586972 0.423043 1.040558 0.503 Uiso 0.5 1 d R U P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
TB1 O4 2.289(4) 3_654 ?
TB1 O3 2.329(4) 2_654 ?
TB1 O1 2.364(5) . ?
TB1 O1W 2.394(5) . ?
TB1 O6 2.456(5) 3_644 ?
TB1 O2 2.516(5) . ?
TB1 O5 2.537(5) 2_754 ?
TB1 N1 2.570(5) 3_644 ?
TB1 O6 2.635(5) 2_754 ?
TB1 C12 2.787(7) . ?
TB1 C14 2.959(6) 2_754 ?
N1 C11 1.340(8) . ?
N1 C10 1.342(8) . ?
N1 TB1 2.570(5) 4_665 ?
O1 C12 1.282(8) . ?
O2 C12 1.239(9) . ?
O3 C13 1.271(8) . ?
O3 TB1 2.329(4) 2_655 ?
O4 C13 1.254(8) . ?
O4 TB1 2.288(4) 4_565 ?
O5 C14 1.253(8) . ?
O5 TB1 2.537(5) 2_755 ?
O6 C14 1.259(8) . ?
O6 TB1 2.456(5) 4_665 ?
O6 TB1 2.636(5) 2_755 ?
C1 C2 1.391(9) . ?
C1 C6 1.406(11) . ?
C1 C12 1.492(9) . ?
C2 C3 1.377(10) . ?
C3 C4 1.393(10) . ?
C4 C5 1.393(9) . ?
C4 C13 1.485(8) . ?
C5 C6 1.408(9) . ?
C6 C7 1.494(8) . ?
C7 C8 1.390(10) . ?
C7 C11 1.391(9) . ?
C8 C9 1.375(10) . ?
C9 C10 1.400(9) . ?
C10 C14 1.482(8) . ?
C14 TB1 2.959(6) 2_755 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 TB1 O3 142.86(16) 3_654 2_654 ?
O4 TB1 O1 89.86(18) 3_654 . ?
O3 TB1 O1 85.68(17) 2_654 . ?
O4 TB1 O1W 79.51(17) 3_654 . ?
O3 TB1 O1W 77.61(17) 2_654 . ?
O1 TB1 O1W 134.35(17) . . ?
O4 TB1 O6 71.53(16) 3_654 3_644 ?
O3 TB1 O6 141.82(16) 2_654 3_644 ?
O1 TB1 O6 76.73(17) . 3_644 ?
O1W TB1 O6 137.60(17) . 3_644 ?
O4 TB1 O2 71.22(17) 3_654 . ?
O3 TB1 O2 76.76(16) 2_654 . ?
O1 TB1 O2 53.17(16) . . ?
O1W TB1 O2 81.56(17) . . ?
O6 TB1 O2 115.87(16) 3_644 . ?
O4 TB1 O5 77.49(16) 3_654 2_754 ?
O3 TB1 O5 125.07(16) 2_654 2_754 ?
O1 TB1 O5 142.47(18) . 2_754 ?
O1W TB1 O5 78.38(19) . 2_754 ?
O6 TB1 O5 65.76(16) 3_644 2_754 ?
O2 TB1 O5 145.33(18) . 2_754 ?
O4 TB1 N1 134.85(18) 3_654 3_644 ?
O3 TB1 N1 80.41(16) 2_654 3_644 ?
O1 TB1 N1 79.43(17) . 3_644 ?
O1W TB1 N1 136.97(18) . 3_644 ?
O6 TB1 N1 63.32(16) 3_644 3_644 ?
O2 TB1 N1 128.18(17) . 3_644 ?
O5 TB1 N1 84.86(18) 2_754 3_644 ?
O4 TB1 O6 123.28(15) 3_654 2_754 ?
O3 TB1 O6 75.64(14) 2_654 2_754 ?
O1 TB1 O6 144.10(16) . 2_754 ?
O1W TB1 O6 71.38(16) . 2_754 ?
O6 TB1 O6 99.43(13) 3_644 2_754 ?
O2 TB1 O6 144.70(16) . 2_754 ?
O5 TB1 O6 49.96(14) 2_754 2_754 ?
N1 TB1 O6 67.53(16) 3_644 2_754 ?
O4 TB1 C12 75.90(18) 3_654 . ?
O3 TB1 C12 83.82(18) 2_654 . ?
O1 TB1 C12 27.26(19) . . ?
O1W TB1 C12 107.93(19) . . ?
O6 TB1 C12 94.48(18) 3_644 . ?
O2 TB1 C12 26.40(19) . . ?
O5 TB1 C12 150.88(18) 2_754 . ?
N1 TB1 C12 105.88(19) 3_644 . ?
O6 TB1 C12 159.15(16) 2_754 . ?
O4 TB1 C14 100.94(17) 3_654 2_754 ?
O3 TB1 C14 100.71(17) 2_654 2_754 ?
O1 TB1 C14 150.80(17) . 2_754 ?
O1W TB1 C14 74.67(17) . 2_754 ?
O6 TB1 C14 81.09(16) 3_644 2_754 ?
O2 TB1 C14 156.02(17) . 2_754 ?
O5 TB1 C14 24.86(17) 2_754 2_754 ?
N1 TB1 C14 73.71(17) 3_644 2_754 ?
O6 TB1 C14 25.16(16) 2_754 2_754 ?
C12 TB1 C14 175.25(19) . 2_754 ?
C11 N1 C10 118.2(5) . . ?
C11 N1 TB1 123.2(4) . 4_665 ?
C10 N1 TB1 117.6(4) . 4_665 ?
C12 O1 TB1 95.1(4) . . ?
C12 O2 TB1 89.1(4) . . ?
C13 O3 TB1 128.7(4) . 2_655 ?
C13 O4 TB1 148.4(4) . 4_565 ?
C14 O5 TB1 96.7(4) . 2_755 ?
C14 O6 TB1 123.0(4) . 4_665 ?
C14 O6 TB1 91.9(4) . 2_755 ?
TB1 O6 TB1 142.96(18) 4_665 2_755 ?
C2 C1 C6 118.1(6) . . ?
C2 C1 C12 118.4(7) . . ?
C6 C1 C12 123.4(6) . . ?
C3 C2 C1 121.6(7) . . ?
C2 C3 C4 121.0(7) . . ?
C3 C4 C5 118.4(6) . . ?
C3 C4 C13 120.3(6) . . ?
C5 C4 C13 121.2(6) . . ?
C4 C5 C6 120.8(6) . . ?
C1 C6 C5 120.0(6) . . ?
C1 C6 C7 122.3(6) . . ?
C5 C6 C7 117.5(7) . . ?
C8 C7 C11 118.4(6) . . ?
C8 C7 C6 121.9(6) . . ?
C11 C7 C6 119.6(6) . . ?
C9 C8 C7 118.5(6) . . ?
C8 C9 C10 119.9(7) . . ?
N1 C10 C9 121.6(6) . . ?
N1 C10 C14 115.2(5) . . ?
C9 C10 C14 123.2(6) . . ?
N1 C11 C7 123.3(6) . . ?
O2 C12 O1 120.4(6) . . ?
O2 C12 C1 119.9(6) . . ?
O1 C12 C1 119.7(7) . . ?
O2 C12 TB1 64.5(4) . . ?
O1 C12 TB1 57.6(3) . . ?
C1 C12 TB1 165.5(5) . . ?
O4 C13 O3 124.4(6) . . ?
O4 C13 C4 117.2(6) . . ?
O3 C13 C4 118.4(6) . . ?
O5 C14 O6 121.0(6) . . ?
O5 C14 C10 121.4(6) . . ?
O6 C14 C10 117.5(6) . . ?
O5 C14 TB1 58.4(3) . 2_755 ?
O6 C14 TB1 62.9(3) . 2_755 ?
C10 C14 TB1 175.2(5) . 2_755 ?

_refine_diff_density_max         0.562
_refine_diff_density_min         -0.953
_refine_diff_density_rms         0.137

