# Supplementary Information (SI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_ic22483
_database_code_depnum_ccdc_archive 'CCDC 2378574'
loop_
_audit_author_name
_audit_author_address
'Yen-Hsiang LIU' 'Department of Chemistry, Fu Jen Catholic University, Taiwan'
_audit_update_record             
;
2024-08-20 deposited with the CCDC.	2024-10-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/1
_shelx_SHELXL_version_number     2019/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H36 N2 O15 Tb2'
_chemical_formula_weight         1030.49

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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

_cell_length_a                   17.9401(7)
_cell_length_b                   11.5274(5)
_cell_length_c                   18.6602(7)
_cell_angle_alpha                90
_cell_angle_beta                 109.0656(12)
_cell_angle_gamma                90
_cell_volume                     3647.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9888
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      29.83

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.877
_exptl_crystal_F_000             2016
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.153
_exptl_crystal_size_mid          0.127
_exptl_crystal_size_min          0.094
_exptl_absorpt_coefficient_mu    3.920
_shelx_estimated_absorpt_T_min   0.585
_shelx_estimated_absorpt_T_max   0.710
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5451
_exptl_absorpt_correction_T_max  0.6042
_exptl_absorpt_process_details   
; 
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015). 
"Comparison of silver and molybdenum microfocus X-ray sources for 
single-crystal structure determination" 
J. Appl. Cryst. 48, 3-10. 
doi:10.1107/S1600576714022985 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            46223
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_av_R_equivalents  0.0574
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.136
_diffrn_reflns_theta_max         30.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5309
_reflns_number_gt                4908
_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       'Bruker Instrument Service vV6.2.16'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT (Sheldrick 2015)'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker APEX4'
_computing_publication_material  'Bruker APEX4'
_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)+(0.0231P)²+16.5478P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5309
_refine_ls_number_parameters     264
_refine_ls_number_restraints     83
_refine_ls_R_factor_all          0.0347
_refine_ls_R_factor_gt           0.0307
_refine_ls_wR_factor_ref         0.0738
_refine_ls_wR_factor_gt          0.0711
_refine_ls_goodness_of_fit_ref   1.279
_refine_ls_restrained_S_all      1.429
_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
Tb1 Tb 0.49823(2) 0.55931(2) 0.39741(2) 0.00812(5) Uani 1 1 d . . . . .
O1 O 0.58687(13) 0.5136(2) 0.33946(13) 0.0138(4) Uani 1 1 d D . . . .
O2 O 0.58931(15) 0.5584(2) 0.22436(14) 0.0201(5) Uani 1 1 d . . . . .
O3 O 0.9253(2) 0.8909(3) 0.38621(19) 0.0426(8) Uani 1 1 d . U . . .
O4 O 0.93090(17) 0.8257(2) 0.50070(15) 0.0248(6) Uani 1 1 d . U . . .
O5 O 0.57867(17) 0.4350(2) 0.49124(17) 0.0261(6) Uani 1 1 d . U . . .
O6 O 0.60570(15) 0.3230(2) 0.59212(14) 0.0200(5) Uani 1 1 d . U . . .
O7 O 0.52623(16) 0.7423(2) 0.34908(14) 0.0207(5) Uani 1 1 d . . . . .
C1 C 0.69480(19) 0.6226(3) 0.32916(18) 0.0140(6) Uani 1 1 d . . . . .
C2 C 0.7298(2) 0.6810(3) 0.28277(18) 0.0217(7) Uani 1 1 d . . . . .
H2 H 0.706912 0.676723 0.229188 0.026 Uiso 1 1 calc R U . . .
C3 C 0.7979(2) 0.7453(4) 0.3150(2) 0.0260(8) Uani 1 1 d . U . . .
H3 H 0.821237 0.785833 0.283387 0.031 Uiso 1 1 calc R U . . .
C4 C 0.8322(2) 0.7505(4) 0.3933(2) 0.0244(8) Uani 1 1 d . U . . .
C5 C 0.7985(2) 0.6898(3) 0.43950(19) 0.0228(8) Uani 1 1 d . . . . .
H5A H 0.822422 0.692065 0.493031 0.027 Uiso 1 1 calc R U . . .
C6 C 0.7302(2) 0.6262(3) 0.40760(18) 0.0177(7) Uani 1 1 d . . . . .
H6 H 0.707352 0.584842 0.439298 0.021 Uiso 1 1 calc R U . . .
C7 C 0.61794(19) 0.5615(3) 0.29403(18) 0.0125(6) Uani 1 1 d . . . . .
C8 C 0.9015(3) 0.8281(4) 0.4295(2) 0.0301(9) Uani 1 1 d . U . . .
C9 C 0.6873(2) 0.3018(3) 0.5158(2) 0.0200(7) Uani 1 1 d . U . . .
C10 C 0.6980(2) 0.3222(3) 0.4462(2) 0.0221(7) Uani 1 1 d . U . . .
H10 H 0.662725 0.371179 0.409674 0.027 Uiso 1 1 calc R U . . .
C11 C 0.7392(2) 0.2300(4) 0.5693(2) 0.0230(7) Uani 1 1 d . U . . .
H11 H 0.731503 0.216569 0.616601 0.028 Uiso 1 1 calc R U . . .
C12 C 0.6194(2) 0.3566(3) 0.5338(2) 0.0202(7) Uani 1 1 d . . . . .
N1 N 0.5561(3) 0.9333(3) 0.3671(2) 0.0347(9) Uani 1 1 d . U . . .
C13 C 0.5183(3) 0.8380(4) 0.3726(3) 0.0416(11) Uani 1 1 d . U . . .
H13 H 0.480401 0.844830 0.397877 0.050 Uiso 1 1 calc R U . . .
C14 C 0.5997(5) 0.9388(7) 0.3131(5) 0.0330(14) Uani 0.552(5) 1 d . . P A 1
H14A H 0.574482 0.997807 0.274114 0.040 Uiso 0.552(5) 1 calc R U P A 1
H14B H 0.594764 0.862969 0.287030 0.040 Uiso 0.552(5) 1 calc R U P A 1
C15 C 0.6852(7) 0.9675(12) 0.3466(8) 0.065(3) Uani 0.552(5) 1 d . . P A 1
H15A H 0.709330 0.969285 0.306456 0.097 Uiso 0.552(5) 1 calc R U P A 1
H15B H 0.691111 1.043628 0.371246 0.097 Uiso 0.552(5) 1 calc R U P A 1
H15C H 0.711441 0.908476 0.384192 0.097 Uiso 0.552(5) 1 calc R U P A 1
C16 C 0.5223(6) 1.0432(7) 0.3827(6) 0.0376(16) Uani 0.552(5) 1 d . . P A 1
H16A H 0.465993 1.032438 0.377424 0.045 Uiso 0.552(5) 1 calc R U P A 1
H16B H 0.526165 1.103724 0.346458 0.045 Uiso 0.552(5) 1 calc R U P A 1
C17 C 0.5681(7) 1.0785(10) 0.4620(9) 0.071(3) Uani 0.552(5) 1 d . . P A 1
H17A H 0.546935 1.151568 0.474135 0.107 Uiso 0.552(5) 1 calc R U P A 1
H17B H 0.563722 1.018079 0.497359 0.107 Uiso 0.552(5) 1 calc R U P A 1
H17C H 0.623651 1.089076 0.466519 0.107 Uiso 0.552(5) 1 calc R U P A 1
C14' C 0.6324(7) 0.9242(9) 0.3586(7) 0.0330(14) Uani 0.448(5) 1 d . . P A 2
H14C H 0.640502 0.843009 0.345508 0.040 Uiso 0.448(5) 1 calc R U P A 2
H14D H 0.672862 0.941900 0.407931 0.040 Uiso 0.448(5) 1 calc R U P A 2
C15' C 0.6449(9) 1.0016(15) 0.3003(10) 0.065(3) Uani 0.448(5) 1 d . . P A 2
H15D H 0.698266 0.989991 0.298085 0.097 Uiso 0.448(5) 1 calc R U P A 2
H15E H 0.606195 0.983417 0.250751 0.097 Uiso 0.448(5) 1 calc R U P A 2
H15F H 0.638615 1.082492 0.313290 0.097 Uiso 0.448(5) 1 calc R U P A 2
C16' C 0.5667(7) 1.0389(9) 0.4207(8) 0.0376(16) Uani 0.448(5) 1 d . . P A 2
H16C H 0.555752 1.016406 0.467442 0.045 Uiso 0.448(5) 1 calc R U P A 2
H16D H 0.621523 1.068266 0.435034 0.045 Uiso 0.448(5) 1 calc R U P A 2
C17' C 0.5100(9) 1.1309(12) 0.3791(10) 0.071(3) Uani 0.448(5) 1 d . . P A 2
H17D H 0.515384 1.199113 0.411736 0.107 Uiso 0.448(5) 1 calc R U P A 2
H17E H 0.521513 1.152673 0.333032 0.107 Uiso 0.448(5) 1 calc R U P A 2
H17F H 0.456003 1.101019 0.365311 0.107 Uiso 0.448(5) 1 calc R U P A 2
O8 O 0.5234(8) 0.2754(10) 0.2462(7) 0.113(5) Uani 0.5 1 d D U P B -1
H8B H 0.537(3) 0.298(5) 0.2061(16) 0.169 Uiso 0.5 1 d D U P C -1
H8A H 0.545(5) 0.327(2) 0.2836(15) 0.169 Uiso 0.5 1 d D U P D -1


_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 O1 2.258(2) . ?
Tb1 O2 2.302(2) 2_655 ?
Tb1 O3 2.312(3) 3_445 ?
Tb1 O4 2.325(3) 7_666 ?
Tb1 O5 2.356(3) . ?
Tb1 O6 2.365(2) 5_666 ?
Tb1 O7 2.411(3) . ?
Tb1 O5 2.846(3) 5_666 ?
Tb1 C12 2.968(3) 5_666 ?
O1 C7 1.282(4) . ?
O2 C7 1.233(4) . ?
O3 C8 1.258(5) . ?
O4 C8 1.260(5) . ?
O5 C12 1.265(4) . ?
O6 C12 1.253(4) . ?
O7 C13 1.212(5) . ?
C1 C6 1.393(4) . ?
C1 C2 1.397(5) . ?
C1 C7 1.496(5) . ?
C2 C3 1.387(5) . ?
C3 C4 1.390(5) . ?
C4 C5 1.392(5) . ?
C4 C8 1.501(6) . ?
C5 C6 1.385(5) . ?
C9 C11 1.393(5) . ?
C9 C10 1.394(5) . ?
C9 C12 1.505(5) . ?
C10 C11 1.387(5) 7_656 ?
N1 C13 1.312(6) . ?
N1 C14' 1.432(11) . ?
N1 C14 1.465(9) . ?
N1 C16 1.475(9) . ?
N1 C16' 1.548(12) . ?
C14 C15 1.493(15) . ?
C16 C17 1.496(16) . ?
C14' C15' 1.480(17) . ?
C16' C17' 1.498(19) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Tb1 O2 83.47(8) . 2_655 ?
O1 Tb1 O3 103.11(12) . 3_445 ?
O2 Tb1 O3 73.94(11) 2_655 3_445 ?
O1 Tb1 O4 104.01(9) . 7_666 ?
O2 Tb1 O4 145.51(10) 2_655 7_666 ?
O3 Tb1 O4 133.99(11) 3_445 7_666 ?
O1 Tb1 O5 81.82(9) . . ?
O2 Tb1 O5 141.77(10) 2_655 . ?
O3 Tb1 O5 75.37(12) 3_445 . ?
O4 Tb1 O5 72.57(11) 7_666 . ?
O1 Tb1 O6 150.57(8) . 5_666 ?
O2 Tb1 O6 77.41(9) 2_655 5_666 ?
O3 Tb1 O6 92.93(12) 3_445 5_666 ?
O4 Tb1 O6 80.84(10) 7_666 5_666 ?
O5 Tb1 O6 126.55(9) . 5_666 ?
O1 Tb1 O7 76.09(9) . . ?
O2 Tb1 O7 78.06(9) 2_655 . ?
O3 Tb1 O7 151.87(11) 3_445 . ?
O4 Tb1 O7 71.47(9) 7_666 . ?
O5 Tb1 O7 131.18(10) . . ?
O6 Tb1 O7 78.18(9) 5_666 . ?
O1 Tb1 O5 160.09(8) . 5_666 ?
O2 Tb1 O5 112.56(9) 2_655 5_666 ?
O3 Tb1 O5 71.97(11) 3_445 5_666 ?
O4 Tb1 O5 69.87(9) 7_666 5_666 ?
O5 Tb1 O5 78.27(10) . 5_666 ?
O6 Tb1 O5 48.94(8) 5_666 5_666 ?
O7 Tb1 O5 117.58(9) . 5_666 ?
O1 Tb1 C12 174.09(9) . 5_666 ?
O2 Tb1 C12 94.38(10) 2_655 5_666 ?
O3 Tb1 C12 81.50(12) 3_445 5_666 ?
O4 Tb1 C12 74.72(11) 7_666 5_666 ?
O5 Tb1 C12 103.09(10) . 5_666 ?
O6 Tb1 C12 23.93(9) 5_666 5_666 ?
O7 Tb1 C12 98.08(10) . 5_666 ?
O5 Tb1 C12 25.03(9) 5_666 5_666 ?
C7 O1 Tb1 138.0(2) . . ?
C7 O2 Tb1 162.9(2) . 2_655 ?
C8 O3 Tb1 136.5(3) . 3 ?
C8 O4 Tb1 141.1(3) . 7_666 ?
C12 O5 Tb1 171.3(3) . . ?
C12 O5 Tb1 82.9(2) . 5_666 ?
Tb1 O5 Tb1 101.73(10) . 5_666 ?
C12 O6 Tb1 106.1(2) . 5_666 ?
C13 O7 Tb1 126.7(3) . . ?
C6 C1 C2 119.6(3) . . ?
C6 C1 C7 120.8(3) . . ?
C2 C1 C7 119.5(3) . . ?
C3 C2 C1 120.0(3) . . ?
C2 C3 C4 120.2(4) . . ?
C3 C4 C5 119.8(4) . . ?
C3 C4 C8 121.0(4) . . ?
C5 C4 C8 119.0(3) . . ?
C6 C5 C4 120.2(3) . . ?
C5 C6 C1 120.2(3) . . ?
O2 C7 O1 124.3(3) . . ?
O2 C7 C1 118.9(3) . . ?
O1 C7 C1 116.8(3) . . ?
O3 C8 O4 125.2(4) . . ?
O3 C8 C4 117.4(4) . . ?
O4 C8 C4 117.4(4) . . ?
C11 C9 C10 120.3(3) . . ?
C11 C9 C12 119.3(3) . . ?
C10 C9 C12 120.4(3) . . ?
C11 C10 C9 119.3(3) 7_656 . ?
C10 C11 C9 120.4(3) 7_656 . ?
O6 C12 O5 121.9(3) . . ?
O6 C12 C9 117.8(3) . . ?
O5 C12 C9 120.2(3) . . ?
O6 C12 Tb1 49.94(17) . 5_666 ?
O5 C12 Tb1 72.1(2) . 5_666 ?
C9 C12 Tb1 167.3(2) . 5_666 ?
C13 N1 C14' 119.0(5) . . ?
C13 N1 C14 119.7(5) . . ?
C13 N1 C16 116.6(5) . . ?
C14 N1 C16 116.4(6) . . ?
C13 N1 C16' 124.5(6) . . ?
C14' N1 C16' 102.0(7) . . ?
O7 C13 N1 127.5(4) . . ?
N1 C14 C15 115.3(9) . . ?
N1 C16 C17 107.5(8) . . ?
N1 C14' C15' 114.7(10) . . ?
C17' C16' N1 107.6(10) . . ?

_refine_diff_density_max         2.370
_refine_diff_density_min         -2.048
_refine_diff_density_rms         0.348



