# 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_14
_audit_block_doi                 10.5517/ccdc.csd.cc285t09
_database_code_depnum_ccdc_archive 'CCDC 2090950'
loop_
_audit_author_name
_audit_author_address
'Bing Liu'
;SUST
China
;
_audit_update_record             
;
2021-06-19 deposited with the CCDC.	2021-11-24 downloaded from the CCDC.
;
_audit_creation_date             2019-10-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H6 O6 Tb'
_chemical_formula_sum            'C13 H6 O6 Tb'
_chemical_formula_weight         417.10
_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 0.0181 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'
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'

_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.9504(7)
_cell_length_b                   12.8021(6)
_cell_length_c                   6.8288(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.149(5)
_cell_angle_gamma                90
_cell_volume                     1129.20(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1816
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.7070
_cell_measurement_theta_min      4.8460
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    31.065
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.26761
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.453
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       platelet
_exptl_crystal_F_000             788
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_unetI/netI     0.0433
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            3781
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        66.593
_diffrn_reflns_theta_max         66.593
_diffrn_reflns_theta_min         9.513
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'rotating-anode generator'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1731
_reflns_number_total             1983
_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       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         2.553
_refine_diff_density_min         -1.258
_refine_diff_density_rms         0.218
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         1983
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0525
_refine_ls_R_factor_gt           0.0456
_refine_ls_restrained_S_all      1.064
_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)+(0.0873P)²+0.5702P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1188
_refine_ls_wR_factor_ref         0.1250
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.43616(3) 0.62935(3) 0.09358(6) 0.0150(2) Uani 1 1 d . . . . .
C11 C 0.2116(6) 0.4100(6) -0.2678(11) 0.0215(15) Uani 1 1 d . . . . .
C12 C 0.1286(6) 0.4706(6) -0.2296(10) 0.0210(14) Uani 1 1 d . . . . .
H12A H 0.1393 0.5340 -0.1650 0.025 Uiso 1 1 calc R U . . .
C13 C 0.0257(6) 0.4377(6) -0.2877(10) 0.0198(14) Uani 1 1 d . . . . .
C14 C 0.0105(6) 0.3397(6) -0.3888(10) 0.0202(14) Uani 1 1 d . . . . .
C15 C 0.1000(6) 0.2812(6) -0.4310(11) 0.0236(15) Uani 1 1 d . . . . .
H15A H 0.0916 0.2192 -0.5013 0.028 Uiso 1 1 calc R U . . .
C16 C 0.1967(6) 0.3137(6) -0.3714(12) 0.0252(16) Uani 1 1 d . . . . .
H16A H 0.2536 0.2731 -0.3981 0.030 Uiso 1 1 calc R U . . .
C17 C -0.0916(6) 0.3057(6) -0.4428(11) 0.0220(15) Uani 1 1 d . . . . .
H17A H -0.1022 0.2436 -0.5119 0.026 Uiso 1 1 calc R U . . .
C18 C -0.1757(6) 0.3643(5) -0.3936(10) 0.0185(15) Uani 1 1 d . . . . .
C19 C -0.1587(6) 0.4614(6) -0.2939(11) 0.0238(16) Uani 1 1 d . . . . .
H19A H -0.2151 0.5013 -0.2619 0.029 Uiso 1 1 calc R U . . .
C20 C -0.0611(6) 0.4964(6) -0.2450(11) 0.0218(14) Uani 1 1 d . . . . .
H20A H -0.0519 0.5605 -0.1822 0.026 Uiso 1 1 calc R U . . .
C21 C 0.3181(6) 0.4465(6) -0.1946(12) 0.0262(16) Uani 1 1 d . . . . .
C22 C -0.2836(5) 0.3266(6) -0.4385(10) 0.0176(14) Uani 1 1 d . . . . .
O11 O 0.3252(4) 0.5337(4) -0.1156(8) 0.0264(12) Uani 1 1 d . . . . .
O12 O 0.3920(5) 0.3839(4) -0.2157(11) 0.0354(15) Uani 1 1 d . . . . .
O13 O -0.2979(4) 0.2418(4) -0.5274(8) 0.0258(11) Uani 1 1 d . . . . .
O14 O -0.3558(4) 0.3808(4) -0.3758(8) 0.0212(11) Uani 1 1 d . . . . .
C1 C 0.5326(7) 0.8723(5) 0.2160(13) 0.0233(16) Uani 1 1 d . . . . .
O1 O 0.4873(4) 0.7909(4) 0.2687(8) 0.0245(11) Uani 1 1 d . . . . .
O2 O 0.5410(4) 0.9503(4) 0.3255(8) 0.0258(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 Tb1 3.9549(7) 3_665 ?
Tb1 O11 2.304(5) . ?
Tb1 O12 2.325(6) 3_665 ?
Tb1 O13 2.316(5) 2_554 ?
Tb1 O14 2.260(5) 3_565 ?
Tb1 C1 2.946(9) 4_575 ?
Tb1 O1 2.456(5) . ?
Tb1 O1 2.572(5) 4_575 ?
Tb1 O2 2.371(5) 2_645 ?
Tb1 O2 2.568(5) 4_575 ?
C11 C12 1.366(11) . ?
C11 C16 1.429(11) . ?
C11 C21 1.507(10) . ?
C12 H12A 0.9300 . ?
C12 C13 1.426(10) . ?
C13 C14 1.438(10) . ?
C13 C20 1.401(10) . ?
C14 C15 1.427(10) . ?
C14 C17 1.415(11) . ?
C15 H15A 0.9300 . ?
C15 C16 1.355(11) . ?
C16 H16A 0.9300 . ?
C17 H17A 0.9300 . ?
C17 C18 1.385(11) . ?
C18 C19 1.427(10) . ?
C18 C22 1.489(10) . ?
C19 H19A 0.9300 . ?
C19 C20 1.359(10) . ?
C20 H20A 0.9300 . ?
C21 O11 1.239(10) . ?
C21 O12 1.265(10) . ?
C22 O13 1.251(9) . ?
C22 O14 1.263(9) . ?
O12 Tb1 2.325(6) 3_665 ?
O13 Tb1 2.316(5) 2_544 ?
O14 Tb1 2.260(5) 3_565 ?
C1 Tb1 2.946(9) 4_576 ?
C1 O1 1.261(9) . ?
C1 O2 1.247(9) . ?
O1 Tb1 2.572(5) 4_576 ?
O2 Tb1 2.568(5) 4_576 ?
O2 Tb1 2.371(5) 2_655 ?

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
O11 Tb1 Tb1 67.10(13) . 3_665 ?
O11 Tb1 O12 136.15(19) . 3_665 ?
O11 Tb1 O13 76.77(19) . 2_554 ?
O11 Tb1 C1 74.8(2) . 4_575 ?
O11 Tb1 O1 82.20(19) . 4_575 ?
O11 Tb1 O1 152.11(18) . . ?
O11 Tb1 O2 72.06(19) . 2_645 ?
O11 Tb1 O2 71.64(19) . 4_575 ?
O12 Tb1 Tb1 69.10(13) 3_665 3_665 ?
O12 Tb1 C1 81.8(2) 3_665 4_575 ?
O12 Tb1 O1 92.2(2) 3_665 4_575 ?
O12 Tb1 O1 70.69(18) 3_665 . ?
O12 Tb1 O2 75.3(2) 3_665 2_645 ?
O12 Tb1 O2 71.6(2) 3_665 4_575 ?
O13 Tb1 Tb1 142.45(14) 2_554 3_665 ?
O13 Tb1 O12 145.22(19) 2_554 3_665 ?
O13 Tb1 C1 101.8(2) 2_554 4_575 ?
O13 Tb1 O1 80.14(18) 2_554 4_575 ?
O13 Tb1 O1 75.46(19) 2_554 . ?
O13 Tb1 O2 123.30(19) 2_554 4_575 ?
O13 Tb1 O2 136.71(19) 2_554 2_645 ?
O14 Tb1 Tb1 117.18(13) 3_565 3_665 ?
O14 Tb1 O11 101.14(19) 3_565 . ?
O14 Tb1 O12 100.2(2) 3_565 3_665 ?
O14 Tb1 O13 78.74(19) 3_565 2_554 ?
O14 Tb1 C1 175.59(19) 3_565 4_575 ?
O14 Tb1 O1 157.20(17) 3_565 4_575 ?
O14 Tb1 O1 75.98(18) 3_565 . ?
O14 Tb1 O2 152.28(17) 3_565 4_575 ?
O14 Tb1 O2 78.64(18) 3_565 2_645 ?
C1 Tb1 Tb1 59.82(13) 4_575 3_665 ?
O1 Tb1 Tb1 85.06(11) 4_575 3_665 ?
O1 Tb1 Tb1 139.30(13) . 3_665 ?
O1 Tb1 C1 108.41(19) . 4_575 ?
O1 Tb1 C1 25.29(18) 4_575 4_575 ?
O1 Tb1 O1 90.48(10) . 4_575 ?
O1 Tb1 O2 50.23(17) 4_575 4_575 ?
O1 Tb1 O2 122.92(17) . 4_575 ?
O2 Tb1 Tb1 35.12(12) 4_575 3_665 ?
O2 Tb1 Tb1 38.54(13) 2_645 3_665 ?
O2 Tb1 C1 24.97(18) 4_575 4_575 ?
O2 Tb1 C1 98.24(19) 2_645 4_575 ?
O2 Tb1 O1 123.31(17) 2_645 4_575 ?
O2 Tb1 O1 132.52(18) 2_645 . ?
O2 Tb1 O2 73.7(2) 2_645 4_575 ?
C12 C11 C16 120.3(7) . . ?
C12 C11 C21 118.4(7) . . ?
C16 C11 C21 121.3(7) . . ?
C11 C12 H12A 119.6 . . ?
C11 C12 C13 120.8(7) . . ?
C13 C12 H12A 119.6 . . ?
C14 C13 C12 118.9(7) . . ?
C20 C13 C12 122.1(7) . . ?
C20 C13 C14 119.0(7) . . ?
C15 C14 C13 118.1(7) . . ?
C17 C14 C13 119.1(7) . . ?
C17 C14 C15 122.8(7) . . ?
C14 C15 H15A 119.2 . . ?
C16 C15 C14 121.7(7) . . ?
C16 C15 H15A 119.2 . . ?
C11 C16 H16A 119.9 . . ?
C15 C16 C11 120.2(7) . . ?
C15 C16 H16A 119.9 . . ?
C14 C17 H17A 119.8 . . ?
C18 C17 C14 120.4(7) . . ?
C18 C17 H17A 119.8 . . ?
C17 C18 C19 119.4(7) . . ?
C17 C18 C22 121.2(7) . . ?
C19 C18 C22 119.4(7) . . ?
C18 C19 H19A 119.5 . . ?
C20 C19 C18 120.9(7) . . ?
C20 C19 H19A 119.5 . . ?
C13 C20 H20A 119.4 . . ?
C19 C20 C13 121.2(7) . . ?
C19 C20 H20A 119.4 . . ?
O11 C21 C11 117.4(7) . . ?
O11 C21 O12 126.0(7) . . ?
O12 C21 C11 116.6(7) . . ?
O13 C22 C18 119.0(6) . . ?
O13 C22 O14 123.7(7) . . ?
O14 C22 C18 117.3(6) . . ?
C21 O11 Tb1 140.5(5) . . ?
C21 O12 Tb1 135.9(5) . 3_665 ?
C22 O13 Tb1 136.0(5) . 2_544 ?
C22 O14 Tb1 130.9(5) . 3_565 ?
O1 C1 Tb1 60.6(4) . 4_576 ?
O2 C1 Tb1 60.3(4) . 4_576 ?
O2 C1 O1 120.8(8) . . ?
Tb1 O1 Tb1 132.6(2) . 4_576 ?
C1 O1 Tb1 94.1(5) . 4_576 ?
C1 O1 Tb1 132.2(5) . . ?
Tb1 O2 Tb1 106.3(2) 2_655 4_576 ?
C1 O2 Tb1 156.5(5) . 2_655 ?
C1 O2 Tb1 94.7(5) . 4_576 ?

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 C1 O1 Tb1 169.1(6) 4_576 . . . ?
Tb1 C1 O2 Tb1 -153.8(14) 4_576 . . 2_655 ?
C11 C12 C13 C14 -0.5(11) . . . . ?
C11 C12 C13 C20 177.9(7) . . . . ?
C11 C21 O11 Tb1 159.8(6) . . . . ?
C11 C21 O12 Tb1 -166.0(6) . . . 3_665 ?
C12 C11 C16 C15 -0.6(12) . . . . ?
C12 C11 C21 O11 -5.1(11) . . . . ?
C12 C11 C21 O12 173.4(8) . . . . ?
C12 C13 C14 C15 -1.7(10) . . . . ?
C12 C13 C14 C17 178.6(7) . . . . ?
C12 C13 C20 C19 -177.0(7) . . . . ?
C13 C14 C15 C16 2.7(12) . . . . ?
C13 C14 C17 C18 -2.0(11) . . . . ?
C14 C13 C20 C19 1.4(11) . . . . ?
C14 C15 C16 C11 -1.6(12) . . . . ?
C14 C17 C18 C19 2.2(11) . . . . ?
C14 C17 C18 C22 -176.2(6) . . . . ?
C15 C14 C17 C18 178.3(7) . . . . ?
C16 C11 C12 C13 1.6(11) . . . . ?
C16 C11 C21 O11 176.1(8) . . . . ?
C16 C11 C21 O12 -5.4(11) . . . . ?
C17 C14 C15 C16 -177.6(8) . . . . ?
C17 C18 C19 C20 -0.7(11) . . . . ?
C17 C18 C22 O13 -2.1(10) . . . . ?
C17 C18 C22 O14 174.8(7) . . . . ?
C18 C19 C20 C13 -1.1(12) . . . . ?
C18 C22 O13 Tb1 167.6(5) . . . 2_544 ?
C18 C22 O14 Tb1 -92.2(7) . . . 3_565 ?
C19 C18 C22 O13 179.4(7) . . . . ?
C19 C18 C22 O14 -3.7(10) . . . . ?
C20 C13 C14 C15 179.9(7) . . . . ?
C20 C13 C14 C17 0.2(10) . . . . ?
C21 C11 C12 C13 -177.2(7) . . . . ?
C21 C11 C16 C15 178.2(8) . . . . ?
C22 C18 C19 C20 177.8(7) . . . . ?
O11 C21 O12 Tb1 12.3(15) . . . 3_665 ?
O12 C21 O11 Tb1 -18.5(15) . . . . ?
O13 C22 O14 Tb1 84.5(8) . . . 3_565 ?
O14 C22 O13 Tb1 -9.1(11) . . . 2_544 ?
O1 C1 O2 Tb1 -3.2(8) . . . 4_576 ?
O1 C1 O2 Tb1 -157.1(9) . . . 2_655 ?
O2 C1 O1 Tb1 172.3(5) . . . . ?
O2 C1 O1 Tb1 3.2(8) . . . 4_576 ?

_olex2_submission_special_instructions 'No special instructions were received'
