# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# 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_1-Eu
_database_code_depnum_ccdc_archive 'CCDC 2308030'
loop_
_audit_author_name
_audit_author_address
'Huimin Yang'
;Northwest University
China
;
_audit_update_record             
;
2024-01-11 deposited with the CCDC.	2024-04-14 downloaded from the CCDC.
;
_audit_creation_date             2023-03-28
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C11 H9 Eu0.5 N2 O5'
_chemical_formula_sum            'C11 H9 Eu0.50 N2 O5'
_chemical_formula_weight         325.18
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, z-1/2'

_cell_length_a                   26.6183(13)
_cell_length_b                   8.1659(4)
_cell_length_c                   10.0386(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2182.01(19)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7879
_cell_measurement_temperature    200.0
_cell_measurement_theta_max      25.44
_cell_measurement_theta_min      2.54
_shelx_estimated_absorpt_T_max   0.971
_shelx_estimated_absorpt_T_min   0.917
_exptl_absorpt_coefficient_mu    2.945
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.5773
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1054 before and 0.0415 after correction.
The Ratio of minimum to maximum transmission is 0.7747.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.980
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1284
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0499
_diffrn_reflns_av_unetI/netI     0.0240
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            14489
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.444
_diffrn_reflns_theta_min         3.061
_diffrn_ambient_temperature      200.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1815
_reflns_number_total             2017
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         2.116
_refine_diff_density_min         -0.726
_refine_diff_density_rms         0.117
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.150
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2017
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0379
_refine_ls_R_factor_gt           0.0343
_refine_ls_restrained_S_all      203.786
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0147P)²+14.3709P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0757
_refine_ls_wR_factor_ref         0.0771
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Restrained distances
 O4-O1
 2.85 with sigma of 0.001
 O1_$1-O4
 2.85 with sigma of 0.001
3. Others
 Sof(O2B)=Sof(H2B)=1-FVAR(1)
 Sof(O2A)=Sof(H2A)=FVAR(1)
4.a Rotating group:
 O3(H3A,H3B)
4.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C8(H8), C9(H9)
4.c Idealised tetrahedral OH refined as rotating group:
 O2B(H2B), O2A(H2A)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.750000 0.750000 0.55851(3) 0.01911(12) Uani 1 2 d S T P . .
O1 O 0.69975(10) 0.6320(5) 0.2212(3) 0.0280(8) Uani 1 1 d D . . . .
O2B O 0.3027(5) 0.742(2) 0.396(3) 0.063(7) Uani 0.41(2) 1 d . . P A 2
H2B H 0.272296 0.737149 0.373639 0.094 Uiso 0.41(2) 1 calc R U P A 2
O3 O 0.77324(14) 0.5032(4) 0.4333(4) 0.0301(8) Uani 1 1 d . . . . .
H3A H 0.796641 0.450274 0.476733 0.045 Uiso 1 1 d R U . . .
H3B H 0.747959 0.434897 0.431196 0.045 Uiso 1 1 d R U . . .
O4 O 0.29848(10) 0.4814(5) 0.3380(3) 0.0273(8) Uani 1 1 d D . . . .
O5 O 0.67652(12) 0.6925(5) 0.4271(3) 0.0275(8) Uani 1 1 d . . . . .
N1 N 0.53213(15) 0.6201(6) 0.2603(4) 0.0250(9) Uani 1 1 d . . . . .
N2 N 0.54740(16) 0.6122(7) 0.1299(4) 0.0322(11) Uani 1 1 d . . . . .
C1 C 0.46285(19) 0.6887(8) 0.4071(6) 0.0327(13) Uani 1 1 d . . . . .
H1 H 0.485544 0.740717 0.466610 0.039 Uiso 1 1 calc R U . . .
C2 C 0.44713(19) 0.5410(7) 0.2028(5) 0.0269(11) Uani 1 1 d . . . . .
H2 H 0.459215 0.493790 0.122507 0.032 Uiso 1 1 calc R U . . .
C3 C 0.59701(19) 0.6181(7) 0.1364(5) 0.0296(12) Uani 1 1 d . . . . .
H3 H 0.618352 0.613810 0.060603 0.035 Uiso 1 1 calc R U . . .
C4 C 0.57194(17) 0.6317(6) 0.3447(5) 0.0234(10) Uani 1 1 d . . . . .
H4 H 0.570458 0.638628 0.439055 0.028 Uiso 1 1 calc R U . . .
C5 C 0.3237(2) 0.5968(7) 0.3814(7) 0.0419(16) Uani 1 1 d . . . . .
C6 C 0.61463(18) 0.6316(6) 0.2682(5) 0.0227(10) Uani 1 1 d . . . . .
C7 C 0.48006(18) 0.6159(7) 0.2912(5) 0.0254(11) Uani 1 1 d . . . . .
C8 C 0.39629(19) 0.5362(7) 0.2335(5) 0.0281(12) Uani 1 1 d . . . . .
H8 H 0.373540 0.483486 0.174603 0.034 Uiso 1 1 calc R U . . .
C9 C 0.4116(2) 0.6840(8) 0.4347(6) 0.0347(13) Uani 1 1 d . . . . .
H9 H 0.399321 0.734229 0.513575 0.042 Uiso 1 1 calc R U . . .
C10 C 0.66727(17) 0.6529(6) 0.3091(5) 0.0195(10) Uani 1 1 d . . . . .
C11 C 0.37846(19) 0.6078(6) 0.3495(5) 0.0272(11) Uani 1 1 d . . . . .
O2A O 0.3071(3) 0.6857(11) 0.4905(12) 0.037(3) Uani 0.59(2) 1 d . . P A 1
H2A H 0.277881 0.720110 0.476103 0.056 Uiso 0.59(2) 1 calc R U P A 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
Eu1 O1 2.321(3) 8_756 ?
Eu1 O1 2.321(3) 7_576 ?
Eu1 O3 2.454(4) . ?
Eu1 O3 2.454(4) 2_665 ?
Eu1 O4 2.513(3) 6_666 ?
Eu1 O4 2.513(3) 5_666 ?
Eu1 O5 2.405(3) 2_665 ?
Eu1 O5 2.405(3) . ?
O1 C10 1.247(5) . ?
O2B H2B 0.8400 . ?
O2B C5 1.321(16) . ?
O3 H3A 0.8747 . ?
O3 H3B 0.8745 . ?
O4 C5 1.235(6) . ?
O5 C10 1.252(6) . ?
N1 N2 1.372(6) . ?
N1 C4 1.360(6) . ?
N1 C7 1.421(6) . ?
N2 C3 1.323(6) . ?
C1 H1 0.9500 . ?
C1 C7 1.384(7) . ?
C1 C9 1.392(7) . ?
C2 H2 0.9500 . ?
C2 C7 1.389(7) . ?
C2 C8 1.388(7) . ?
C3 H3 0.9500 . ?
C3 C6 1.408(7) . ?
C4 H4 0.9500 . ?
C4 C6 1.371(7) . ?
C5 C11 1.496(7) . ?
C5 O2A 1.387(11) . ?
C6 C10 1.471(6) . ?
C8 H8 0.9500 . ?
C8 C11 1.386(8) . ?
C9 H9 0.9500 . ?
C9 C11 1.378(8) . ?
O2A H2A 0.8400 . ?

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 Eu1 O1 90.53(18) 8_756 7_576 ?
O1 Eu1 O3 82.78(13) 7_576 2_665 ?
O1 Eu1 O3 82.78(13) 8_756 . ?
O1 Eu1 O3 147.85(12) 8_756 2_665 ?
O1 Eu1 O3 147.85(12) 7_576 . ?
O1 Eu1 O4 72.11(8) 8_756 5_666 ?
O1 Eu1 O4 72.11(8) 7_576 6_666 ?
O1 Eu1 O4 74.05(12) 8_756 6_666 ?
O1 Eu1 O4 74.05(12) 7_576 5_666 ?
O1 Eu1 O5 140.69(12) 7_576 2_665 ?
O1 Eu1 O5 89.90(11) 8_756 2_665 ?
O1 Eu1 O5 140.69(12) 8_756 . ?
O1 Eu1 O5 89.90(11) 7_576 . ?
O3 Eu1 O3 118.38(17) 2_665 . ?
O3 Eu1 O4 73.97(12) . 5_666 ?
O3 Eu1 O4 134.40(11) 2_665 5_666 ?
O3 Eu1 O4 73.97(12) 2_665 6_666 ?
O3 Eu1 O4 134.40(11) . 6_666 ?
O4 Eu1 O4 131.16(15) 6_666 5_666 ?
O5 Eu1 O3 70.99(12) . 2_665 ?
O5 Eu1 O3 70.99(12) 2_665 . ?
O5 Eu1 O3 76.35(12) 2_665 2_665 ?
O5 Eu1 O3 76.35(12) . . ?
O5 Eu1 O4 142.27(12) . 6_666 ?
O5 Eu1 O4 70.28(11) . 5_666 ?
O5 Eu1 O4 142.27(12) 2_665 5_666 ?
O5 Eu1 O4 70.28(11) 2_665 6_666 ?
O5 Eu1 O5 113.48(17) 2_665 . ?
C10 O1 Eu1 147.2(3) . 7_575 ?
C5 O2B H2B 109.5 . . ?
Eu1 O3 H3A 109.3 . . ?
Eu1 O3 H3B 110.0 . . ?
H3A O3 H3B 104.2 . . ?
C5 O4 Eu1 134.9(4) . 5_666 ?
C10 O5 Eu1 136.8(3) . . ?
N2 N1 C7 119.7(4) . . ?
C4 N1 N2 111.5(4) . . ?
C4 N1 C7 128.8(4) . . ?
C3 N2 N1 104.3(4) . . ?
C7 C1 H1 120.7 . . ?
C7 C1 C9 118.7(5) . . ?
C9 C1 H1 120.7 . . ?
C7 C2 H2 120.5 . . ?
C8 C2 H2 120.5 . . ?
C8 C2 C7 119.0(5) . . ?
N2 C3 H3 123.8 . . ?
N2 C3 C6 112.4(4) . . ?
C6 C3 H3 123.8 . . ?
N1 C4 H4 126.4 . . ?
N1 C4 C6 107.3(4) . . ?
C6 C4 H4 126.4 . . ?
O2B C5 C11 112.5(7) . . ?
O4 C5 O2B 119.7(8) . . ?
O4 C5 C11 120.0(5) . . ?
O4 C5 O2A 120.4(6) . . ?
O2A C5 C11 116.6(5) . . ?
C3 C6 C10 126.1(4) . . ?
C4 C6 C3 104.5(4) . . ?
C4 C6 C10 129.3(4) . . ?
C1 C7 N1 119.7(5) . . ?
C1 C7 C2 121.1(5) . . ?
C2 C7 N1 119.1(5) . . ?
C2 C8 H8 119.7 . . ?
C11 C8 C2 120.6(5) . . ?
C11 C8 H8 119.7 . . ?
C1 C9 H9 119.5 . . ?
C11 C9 C1 121.1(5) . . ?
C11 C9 H9 119.5 . . ?
O1 C10 O5 124.6(4) . . ?
O1 C10 C6 116.5(4) . . ?
O5 C10 C6 118.8(4) . . ?
C8 C11 C5 119.2(5) . . ?
C9 C11 C5 121.3(5) . . ?
C9 C11 C8 119.5(5) . . ?
C5 O2A H2A 109.5 . . ?

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
Eu1 O1 C10 O5 -85.8(7) 7_575 . . . ?
Eu1 O1 C10 C6 93.1(7) 7_575 . . . ?
Eu1 O4 C5 O2B -96.0(15) 5_666 . . . ?
Eu1 O4 C5 C11 117.3(6) 5_666 . . . ?
Eu1 O4 C5 O2A -42.2(10) 5_666 . . . ?
Eu1 O5 C10 O1 -0.2(8) . . . . ?
Eu1 O5 C10 C6 -179.0(3) . . . . ?
O2B C5 C11 C8 -122.2(14) . . . . ?
O2B C5 C11 C9 59.4(15) . . . . ?
O4 C5 C11 C8 26.7(9) . . . . ?
O4 C5 C11 C9 -151.7(6) . . . . ?
N1 N2 C3 C6 -0.7(7) . . . . ?
N1 C4 C6 C3 -0.4(6) . . . . ?
N1 C4 C6 C10 175.4(5) . . . . ?
N2 N1 C4 C6 0.0(6) . . . . ?
N2 N1 C7 C1 -153.3(5) . . . . ?
N2 N1 C7 C2 25.5(8) . . . . ?
N2 C3 C6 C4 0.7(7) . . . . ?
N2 C3 C6 C10 -175.3(5) . . . . ?
C1 C9 C11 C5 177.6(6) . . . . ?
C1 C9 C11 C8 -0.8(9) . . . . ?
C2 C8 C11 C5 -178.5(5) . . . . ?
C2 C8 C11 C9 0.0(8) . . . . ?
C3 C6 C10 O1 -11.7(8) . . . . ?
C3 C6 C10 O5 167.2(5) . . . . ?
C4 N1 N2 C3 0.4(7) . . . . ?
C4 N1 C7 C1 26.5(9) . . . . ?
C4 N1 C7 C2 -154.6(5) . . . . ?
C4 C6 C10 O1 173.3(5) . . . . ?
C4 C6 C10 O5 -7.7(8) . . . . ?
C7 N1 N2 C3 -179.7(5) . . . . ?
C7 N1 C4 C6 -179.8(5) . . . . ?
C7 C1 C9 C11 0.5(9) . . . . ?
C7 C2 C8 C11 1.2(8) . . . . ?
C8 C2 C7 N1 179.6(5) . . . . ?
C8 C2 C7 C1 -1.5(8) . . . . ?
C9 C1 C7 N1 179.5(5) . . . . ?
C9 C1 C7 C2 0.7(9) . . . . ?
O2A C5 C11 C8 -173.1(7) . . . . ?
O2A C5 C11 C9 8.5(10) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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-Tb
_database_code_depnum_ccdc_archive 'CCDC 2308031'
loop_
_audit_author_name
_audit_author_address
'Huimin Yang'
;Northwest University
China
;
_audit_update_record             
;
2024-01-11 deposited with the CCDC.	2024-04-14 downloaded from the CCDC.
;
_audit_creation_date             2023-04-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C11 H9 N2 O5 Tb0.5'
_chemical_formula_sum            'C11 H9 N2 O5 Tb0.50'
_chemical_formula_weight         328.66
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, z-1/2'

_cell_length_a                   26.5851(16)
_cell_length_b                   8.1405(5)
_cell_length_c                   10.0208(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2168.7(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8213
_cell_measurement_temperature    207.00
_cell_measurement_theta_max      25.35
_cell_measurement_theta_min      2.93
_shelx_estimated_absorpt_T_max   0.967
_shelx_estimated_absorpt_T_min   0.907
_exptl_absorpt_coefficient_mu    3.332
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6366
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1110 before and 0.0353 after correction.
The Ratio of minimum to maximum transmission is 0.8543.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.013
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1292
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0236
_diffrn_reflns_av_unetI/netI     0.0124
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            15503
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.345
_diffrn_reflns_theta_min         3.314
_diffrn_ambient_temperature      207.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1754
_reflns_number_total             1980
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.627
_refine_diff_density_min         -0.534
_refine_diff_density_rms         0.093
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.200
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         1980
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0298
_refine_ls_R_factor_gt           0.0259
_refine_ls_restrained_S_all      1.200
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+10.6534P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0523
_refine_ls_wR_factor_ref         0.0537
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Others
 Sof(O2B)=Sof(H2B)=1-FVAR(1)
 Sof(O2A)=Sof(H2A)=FVAR(1)
3.a Rotating group:
 O1(H1A,H1B)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5), C6(H6), C8(H8), C10(H10), C11(H11)
3.c Idealised tetrahedral OH refined as rotating group:
 O2B(H2B), O2A(H2A)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.250000 0.750000 0.55819(3) 0.01725(9) Uani 1 2 d S T P . .
O1 O 0.27311(10) 0.5034(4) 0.4332(3) 0.0267(7) Uani 1 1 d . . . . .
H1A H 0.248318 0.435434 0.434133 0.040 Uiso 1 1 d R U . . .
H1B H 0.296898 0.452846 0.474427 0.040 Uiso 1 1 d R U . . .
O2B O 0.6971(4) 0.7421(19) 0.897(2) 0.057(7) Uani 0.39(2) 1 d . . P A 2
H2B H 0.726987 0.738135 0.873098 0.086 Uiso 0.39(2) 1 calc R U P A 2
O3 O 0.32295(9) 0.6934(4) 0.9267(3) 0.0232(6) Uani 1 1 d . . . . .
O4 O 0.70211(10) 0.4801(4) 0.8384(3) 0.0233(6) Uani 1 1 d . . . . .
O5 O 0.29929(10) 0.6316(4) 0.7199(3) 0.0239(6) Uani 1 1 d . . . . .
N1 N 0.46757(12) 0.6199(5) 0.7602(3) 0.0226(8) Uani 1 1 d . . . . .
N2 N 0.45252(13) 0.6112(5) 0.6301(3) 0.0306(9) Uani 1 1 d . . . . .
C1 C 0.62146(14) 0.6073(5) 0.8494(5) 0.0243(9) Uani 1 1 d . . . . .
C2 C 0.55286(15) 0.5412(6) 0.7029(4) 0.0249(9) Uani 1 1 d . . . . .
H2 H 0.540847 0.494509 0.623216 0.030 Uiso 1 1 calc R U . . .
C3 C 0.33226(13) 0.6526(5) 0.8087(4) 0.0173(8) Uani 1 1 d . . . . .
C4 C 0.38522(14) 0.6306(5) 0.7682(4) 0.0202(9) Uani 1 1 d . . . . .
C5 C 0.53713(15) 0.6880(6) 0.9077(5) 0.0306(11) Uani 1 1 d . . . . .
H5 H 0.514585 0.738953 0.966907 0.037 Uiso 1 1 calc R U . . .
C6 C 0.60373(15) 0.5363(5) 0.7335(4) 0.0248(9) Uani 1 1 d . . . . .
H6 H 0.626273 0.484158 0.674936 0.030 Uiso 1 1 calc R U . . .
C7 C 0.52004(14) 0.6159(5) 0.7913(4) 0.0227(9) Uani 1 1 d . . . . .
C8 C 0.40279(15) 0.6174(6) 0.6360(4) 0.0278(10) Uani 1 1 d . . . . .
H8 H 0.381688 0.613542 0.560852 0.033 Uiso 1 1 calc R U . . .
C9 C 0.67636(16) 0.5961(6) 0.8820(6) 0.0393(13) Uani 1 1 d . . . . .
C10 C 0.42790(14) 0.6319(5) 0.8445(4) 0.0218(9) Uani 1 1 d . . . . .
H10 H 0.429418 0.639607 0.938055 0.026 Uiso 1 1 calc R U . . .
C11 C 0.58821(15) 0.6837(6) 0.9352(5) 0.0321(11) Uani 1 1 d . . . . .
H11 H 0.600403 0.733437 1.013419 0.039 Uiso 1 1 calc R U . . .
O2A O 0.6924(2) 0.6844(9) 0.9915(11) 0.038(3) Uani 0.61(2) 1 d . . P A 1
H2A H 0.720832 0.722338 0.976768 0.058 Uiso 0.61(2) 1 calc R U P A 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 2.445(3) . ?
Tb1 O1 2.445(3) 2_565 ?
Tb1 O3 2.390(3) 8_655 ?
Tb1 O3 2.390(3) 7_575 ?
Tb1 O4 2.491(3) 3_656 ?
Tb1 O4 2.491(3) 4_466 ?
Tb1 O5 2.296(3) 2_565 ?
Tb1 O5 2.296(3) . ?
O1 H1A 0.8605 . ?
O1 H1B 0.8603 . ?
O2B H2B 0.8300 . ?
O2B C9 1.318(15) . ?
O3 C3 1.252(5) . ?
O4 C9 1.246(5) . ?
O5 C3 1.261(5) . ?
N1 N2 1.366(5) . ?
N1 C7 1.430(5) . ?
N1 C10 1.355(5) . ?
N2 C8 1.324(5) . ?
C1 C6 1.380(6) . ?
C1 C9 1.499(6) . ?
C1 C11 1.381(6) . ?
C2 H2 0.9400 . ?
C2 C6 1.387(5) . ?
C2 C7 1.385(6) . ?
C3 C4 1.476(5) . ?
C4 C8 1.408(6) . ?
C4 C10 1.369(5) . ?
C5 H5 0.9400 . ?
C5 C7 1.382(6) . ?
C5 C11 1.386(6) . ?
C6 H6 0.9400 . ?
C8 H8 0.9400 . ?
C9 O2A 1.379(9) . ?
C10 H10 0.9400 . ?
C11 H11 0.9400 . ?
O2A H2A 0.8300 . ?

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 O1 118.35(14) 2_565 . ?
O1 Tb1 O4 134.61(9) 2_565 4_466 ?
O1 Tb1 O4 73.99(10) . 4_466 ?
O1 Tb1 O4 73.98(10) 2_565 3_656 ?
O1 Tb1 O4 134.61(9) . 3_656 ?
O3 Tb1 O1 76.29(10) 7_575 2_565 ?
O3 Tb1 O1 70.84(10) 8_655 2_565 ?
O3 Tb1 O1 70.84(10) 7_575 . ?
O3 Tb1 O1 76.29(10) 8_655 . ?
O3 Tb1 O3 113.06(14) 8_655 7_575 ?
O3 Tb1 O4 70.71(9) 8_655 4_466 ?
O3 Tb1 O4 142.12(10) 7_575 4_466 ?
O3 Tb1 O4 70.71(9) 7_575 3_656 ?
O3 Tb1 O4 142.12(10) 8_655 3_656 ?
O4 Tb1 O4 130.83(13) 3_656 4_466 ?
O5 Tb1 O1 148.19(10) 2_565 . ?
O5 Tb1 O1 148.19(10) . 2_565 ?
O5 Tb1 O1 82.73(10) 2_565 2_565 ?
O5 Tb1 O1 82.72(10) . . ?
O5 Tb1 O3 140.48(10) . 8_655 ?
O5 Tb1 O3 140.48(10) 2_565 7_575 ?
O5 Tb1 O3 90.39(10) 2_565 8_655 ?
O5 Tb1 O3 90.39(10) . 7_575 ?
O5 Tb1 O4 74.36(10) . 3_656 ?
O5 Tb1 O4 74.36(10) 2_565 4_466 ?
O5 Tb1 O4 71.48(9) . 4_466 ?
O5 Tb1 O4 71.48(9) 2_565 3_656 ?
O5 Tb1 O5 90.24(14) . 2_565 ?
Tb1 O1 H1A 109.2 . . ?
Tb1 O1 H1B 109.3 . . ?
H1A O1 H1B 104.5 . . ?
C9 O2B H2B 109.5 . . ?
C3 O3 Tb1 137.0(2) . 7_576 ?
C9 O4 Tb1 134.8(3) . 3_646 ?
C3 O5 Tb1 146.9(3) . . ?
N2 N1 C7 119.5(3) . . ?
C10 N1 N2 111.8(3) . . ?
C10 N1 C7 128.7(3) . . ?
C8 N2 N1 104.3(3) . . ?
C6 C1 C9 119.4(4) . . ?
C6 C1 C11 119.6(4) . . ?
C11 C1 C9 121.0(4) . . ?
C6 C2 H2 120.5 . . ?
C7 C2 H2 120.5 . . ?
C7 C2 C6 119.0(4) . . ?
O3 C3 O5 124.4(3) . . ?
O3 C3 C4 118.7(3) . . ?
O5 C3 C4 116.9(4) . . ?
C8 C4 C3 125.8(4) . . ?
C10 C4 C3 129.5(4) . . ?
C10 C4 C8 104.5(3) . . ?
C7 C5 H5 120.7 . . ?
C7 C5 C11 118.6(4) . . ?
C11 C5 H5 120.7 . . ?
C1 C6 C2 120.5(4) . . ?
C1 C6 H6 119.8 . . ?
C2 C6 H6 119.8 . . ?
C2 C7 N1 119.0(4) . . ?
C5 C7 N1 119.7(4) . . ?
C5 C7 C2 121.3(4) . . ?
N2 C8 C4 112.1(4) . . ?
N2 C8 H8 123.9 . . ?
C4 C8 H8 123.9 . . ?
O2B C9 C1 112.2(6) . . ?
O4 C9 O2B 119.5(6) . . ?
O4 C9 C1 120.3(4) . . ?
O4 C9 O2A 120.3(5) . . ?
O2A C9 C1 116.3(5) . . ?
N1 C10 C4 107.2(3) . . ?
N1 C10 H10 126.4 . . ?
C4 C10 H10 126.4 . . ?
C1 C11 C5 121.0(4) . . ?
C1 C11 H11 119.5 . . ?
C5 C11 H11 119.5 . . ?
C9 O2A H2A 109.5 . . ?

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
Tb1 O3 C3 O5 1.1(7) 7_576 . . . ?
Tb1 O3 C3 C4 179.7(3) 7_576 . . . ?
Tb1 O4 C9 O2B 96.5(13) 3_646 . . . ?
Tb1 O4 C9 C1 -117.1(5) 3_646 . . . ?
Tb1 O4 C9 O2A 42.3(8) 3_646 . . . ?
Tb1 O5 C3 O3 86.0(6) . . . . ?
Tb1 O5 C3 C4 -92.6(5) . . . . ?
O3 C3 C4 C8 -166.6(4) . . . . ?
O3 C3 C4 C10 7.4(7) . . . . ?
O5 C3 C4 C8 12.1(7) . . . . ?
O5 C3 C4 C10 -173.9(4) . . . . ?
N1 N2 C8 C4 0.2(6) . . . . ?
N2 N1 C7 C2 -25.1(6) . . . . ?
N2 N1 C7 C5 154.0(4) . . . . ?
N2 N1 C10 C4 0.2(5) . . . . ?
C3 C4 C8 N2 175.1(4) . . . . ?
C3 C4 C10 N1 -175.0(4) . . . . ?
C6 C1 C9 O2B 122.2(12) . . . . ?
C6 C1 C9 O4 -26.5(7) . . . . ?
C6 C1 C9 O2A 173.3(6) . . . . ?
C6 C1 C11 C5 0.9(7) . . . . ?
C6 C2 C7 N1 -179.5(4) . . . . ?
C6 C2 C7 C5 1.3(7) . . . . ?
C7 N1 N2 C8 179.8(4) . . . . ?
C7 N1 C10 C4 -179.9(4) . . . . ?
C7 C2 C6 C1 -1.1(7) . . . . ?
C7 C5 C11 C1 -0.8(7) . . . . ?
C8 C4 C10 N1 -0.1(5) . . . . ?
C9 C1 C6 C2 178.3(4) . . . . ?
C9 C1 C11 C5 -177.3(5) . . . . ?
C10 N1 N2 C8 -0.2(5) . . . . ?
C10 N1 C7 C2 154.9(4) . . . . ?
C10 N1 C7 C5 -25.9(7) . . . . ?
C10 C4 C8 N2 -0.1(6) . . . . ?
C11 C1 C6 C2 0.0(7) . . . . ?
C11 C1 C9 O2B -59.6(13) . . . . ?
C11 C1 C9 O4 151.7(5) . . . . ?
C11 C1 C9 O2A -8.5(8) . . . . ?
C11 C5 C7 N1 -179.5(4) . . . . ?
C11 C5 C7 C2 -0.3(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
