# Supplementary Information (SI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_1nd
_database_code_depnum_ccdc_archive 'CCDC 2532673'
loop_
_audit_author_name
_audit_author_address
'Kittipong Chainok'
;Thammasat University
Thailand
;
_audit_update_record             
;
2026-03-10 deposited with the CCDC.	2026-05-18 downloaded from the CCDC.
;
_audit_creation_date             2026-03-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H6 Cl3 Nd O9, 6(H2 O)'
_chemical_formula_sum            'C9 H18 Cl3 Nd O15'
_chemical_formula_weight         616.82
_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'
Cl Cl 0.1484 0.1585 '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'
Nd Nd -0.1943 3.0179 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        P-1
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.8881(4)
_cell_length_b                   10.0028(4)
_cell_length_c                   11.1361(4)
_cell_angle_alpha                89.059(2)
_cell_angle_beta                 84.379(2)
_cell_angle_gamma                67.8480(10)
_cell_volume                     1015.00(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7916
_cell_measurement_temperature    296.00
_cell_measurement_theta_max      27.20
_cell_measurement_theta_min      2.47
_shelx_estimated_absorpt_T_max   0.597
_shelx_estimated_absorpt_T_min   0.485
_exptl_absorpt_coefficient_mu    3.022
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6732
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0765 before and 0.0687 after correction.
The Ratio of minimum to maximum transmission is 0.9029.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    2.018
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       hexagonal
_exptl_crystal_F_000             606
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.19
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0719
_diffrn_reflns_av_unetI/netI     0.0407
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            34013
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.609
_diffrn_reflns_theta_min         2.474
_diffrn_ambient_temperature      296.00
_diffrn_detector                 'Bruker PHOTON 200 area detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_detector_type            'PHOTON II area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'four-circle KAPPA diffractometer'
_diffrn_measurement_device_type  'BRUKER D8 QUEST CMOS PHOTON II'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    '0.5 mm'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'sealed x-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_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                4202
_reflns_number_total             4689
_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 V8.40B (Bruker, 2023)'
_computing_data_collection       'APEX6 (Bruker, 2023)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2018)'
_refine_diff_density_max         1.018
_refine_diff_density_min         -0.776
_refine_diff_density_rms         0.122
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         4689
_refine_ls_number_restraints     111
_refine_ls_R_factor_all          0.0402
_refine_ls_R_factor_gt           0.0330
_refine_ls_restrained_S_all      1.082
_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)+(0.0354P)²+1.1132P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0748
_refine_ls_wR_factor_ref         0.0780
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 O8-H8A = O8-H8B
 0.85 with sigma of 0.02
 O7-H7A = O7-H7B
 0.85 with sigma of 0.02
 O9-H9A = O9-H9B
 0.85 with sigma of 0.02
 O10A-H10B = O10A-H10A
 0.85 with sigma of 0.02
 O10B-H10D = O10B-H10C
 0.85 with sigma of 0.02
 O11B-H11C = O11B-H11D
 0.85 with sigma of 0.02
 O11A-H11A = O11A-H11B
 0.85 with sigma of 0.02
 O12B-H12C = O12B-H12D
 0.85 with sigma of 0.02
 O12A-H12B = O12A-H12A
 0.85 with sigma of 0.02
 O13A-H13B = O13A-H13A
 0.85 with sigma of 0.02
 O13B-H13D = O13B-H13C
 0.85 with sigma of 0.02
 O14A-H14B = O14A-H14A
 0.85 with sigma of 0.02
 O14B-H14C = O14B-H14D
 0.85 with sigma of 0.02
 O15-H15A = O15-H15B
 0.85 with sigma of 0.02
 O16A-H16B = O16A-H16A
 0.85 with sigma of 0.02
 O16B-H16C = O16B-H16D
 0.85 with sigma of 0.02
 H8A-H8B
 1.34 with sigma of 0.04
 H7A-H7B
 1.34 with sigma of 0.04
 H9A-H9B
 1.34 with sigma of 0.04
 H10B-H10A
 1.34 with sigma of 0.04
 H10D-H10C
 1.34 with sigma of 0.04
 H11C-H11D
 1.34 with sigma of 0.04
 H11A-H11B
 1.34 with sigma of 0.04
 H12C-H12D
 1.34 with sigma of 0.04
 H12B-H12A
 1.34 with sigma of 0.04
 H13B-H13A
 1.34 with sigma of 0.04
 H13D-H13C
 1.34 with sigma of 0.04
 H14B-H14A
 1.34 with sigma of 0.04
 H14C-H14D
 1.34 with sigma of 0.04
 H15A-H15B
 1.34 with sigma of 0.04
 H16B-H16A
 1.34 with sigma of 0.04
 H16C-H16D
 1.34 with sigma of 0.04
 Nd1-H8A \\sim Nd1-H8B
 with sigma of 0.02
 Nd1-H7A \\sim Nd1-H7B
 with sigma of 0.02
 Nd1-H9A \\sim Nd1-H9B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O10A) \\sim Ueq, Uanis(O10B) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O11A) \\sim Ueq, Uanis(O11B) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O13B) \\sim Ueq, Uanis(O13A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O14A) \\sim Ueq, Uanis(O14B) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O16B) \\sim Ueq, Uanis(O16A) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
4. Others
 Fixed Sof: O10A(0.5) H10A(0.5) H10B(0.5) O10B(0.5) H10C(0.5) H10D(0.5)
 O11A(0.3) H11A(0.3) H11B(0.3) O11B(0.7) H11C(0.7) H11D(0.7) O12A(0.25)
 H12A(0.25) H12B(0.25) O12B(0.25) H12C(0.25) H12D(0.25) O13A(0.5) H13A(0.5)
 H13B(0.5) O13B(0.5) H13C(0.5) H13D(0.5) O14A(0.7) H14A(0.7) H14B(0.7)
 O14B(0.3) H14C(0.3) H14D(0.3) O15(0.5) H15A(0.5) H15B(0.5) O16A(0.5) H16A(0.5)
 H16B(0.5) O16B(0.5) H16C(0.5) H16D(0.5)
5.a Riding coordinates:
 O10A(H10A,H10B), O10B(H10C,H10D), O11A(H11A,H11B), O11B(H11C,H11D), O12A(H12A,
 H12B), O12B(H12C,H12D), O13A(H13A,H13B), O13B(H13C,H13D), O14A(H14A,H14B),
 O14B(H14C,H14D), O15(H15A,H15B), O16A(H16A,H16B), O16B(H16C,H16D)
;
_atom_sites_solution_hydrogens   difmap
_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
Nd1 Nd 0.29032(2) 0.72488(2) 0.34756(2) 0.02053(7) Uani 1 1 d D . . . .
Cl1 Cl 0.27067(14) 0.34617(15) 0.01594(11) 0.0422(3) Uani 1 1 d . . . . .
Cl2 Cl 0.64104(15) 0.75720(12) 0.68810(11) 0.0418(3) Uani 1 1 d . . . . .
Cl3 Cl 0.22104(14) 0.35771(15) 0.69671(12) 0.0455(3) Uani 1 1 d . . . . .
O1 O 0.2874(3) 0.5667(4) 0.1829(3) 0.0342(7) Uani 1 1 d . . . . .
O2 O 0.5317(3) 0.2966(3) -0.1683(3) 0.0306(7) Uani 1 1 d . . . . .
O3 O 0.4524(3) 0.7521(3) 0.4942(3) 0.0275(6) Uani 1 1 d . . . . .
O4 O 0.6636(4) 1.0466(3) 0.6601(3) 0.0329(7) Uani 1 1 d . . . . .
O5 O 0.2409(3) 0.5641(3) 0.5041(3) 0.0290(6) Uani 1 1 d . . . . .
O6 O -0.0484(3) 0.3056(3) 0.6477(3) 0.0307(7) Uani 1 1 d . . . . .
O7 O 0.5152(3) 0.4905(3) 0.3537(3) 0.0307(7) Uani 1 1 d D . . . .
H7A H 0.587(3) 0.496(4) 0.385(4) 0.046 Uiso 1 1 d D U . . .
H7B H 0.501(4) 0.419(3) 0.385(4) 0.046 Uiso 1 1 d D U . . .
O8 O 0.1344(5) 0.8990(4) 0.2117(4) 0.0524(10) Uani 1 1 d D . . . .
H8A H 0.085(6) 0.877(4) 0.165(5) 0.079 Uiso 1 1 d D U . . .
H8B H 0.109(7) 0.987(2) 0.218(5) 0.079 Uiso 1 1 d D U . . .
O9 O 0.1279(4) 0.8827(4) 0.5203(3) 0.0471(9) Uani 1 1 d D . . . .
H9A H 0.135(5) 0.857(5) 0.592(2) 0.071 Uiso 1 1 d D U . . .
H9B H 0.042(3) 0.936(6) 0.514(4) 0.071 Uiso 1 1 d D U . . .
O10A O -0.047(2) 0.806(2) 0.0985(15) 0.081(4) Uani 0.5 1 d D U P A 1
H10A H -0.003799 0.760161 0.033911 0.121 Uiso 0.5 1 d DR U P A 1
H10B H -0.116051 0.879665 0.075486 0.121 Uiso 0.5 1 d DR U P A 1
O10B O -0.005(4) 0.763(4) 0.072(3) 0.202(16) Uani 0.5 1 d D U P B 2
H10C H -0.086244 0.824067 0.053470 0.303 Uiso 0.5 1 d DR U P B 2
H10D H 0.045726 0.734815 0.004913 0.303 Uiso 0.5 1 d DR U P B 2
O11A O -0.061(4) 0.808(3) 0.824(3) 0.165(11) Uani 0.3 1 d D U P C 1
H11A H 0.022137 0.758588 0.788995 0.247 Uiso 0.3 1 d DR U P C 1
H11B H -0.118789 0.772744 0.799089 0.247 Uiso 0.3 1 d DR U P C 1
O11B O -0.0427(8) 0.8032(8) 0.7032(8) 0.088(2) Uani 0.7 1 d D U P D 2
H11C H 0.032678 0.749528 0.735937 0.132 Uiso 0.7 1 d DR U P D 2
H11D H -0.014260 0.798893 0.628583 0.132 Uiso 0.7 1 d DR U P D 2
O12A O 0.198(6) 1.014(5) 0.697(4) 0.110(18) Uani 0.25 1 d D . P E 1
H12A H 0.217655 1.083931 0.666291 0.165 Uiso 0.25 1 d DR U P E 1
H12B H 0.122505 1.054604 0.745795 0.165 Uiso 0.25 1 d DR U P E 1
O12B O 0.206(3) 1.038(3) 0.659(3) 0.040(5) Uani 0.25 1 d D . P F 2
H12C H 0.221194 0.958928 0.695204 0.060 Uiso 0.25 1 d DR U P F 2
H12D H 0.232899 1.087198 0.706023 0.060 Uiso 0.25 1 d DR U P F 2
O13A O 0.4637(15) 0.9746(12) 0.0820(10) 0.099(4) Uani 0.5 1 d D U P G 1
H13A H 0.471101 0.996902 0.008580 0.148 Uiso 0.5 1 d DR U P G 1
H13B H 0.455539 1.045466 0.126595 0.148 Uiso 0.5 1 d DR U P G 1
O13B O 0.635(3) 0.962(3) 0.1452(19) 0.236(11) Uani 0.5 1 d D U P H 2
H13C H 0.589424 1.037964 0.108135 0.353 Uiso 0.5 1 d DR U P H 2
H13D H 0.578555 0.915149 0.148783 0.353 Uiso 0.5 1 d DR U P H 2
O14A O 0.7261(16) 1.0335(16) 0.0305(16) 0.198(6) Uani 0.7 1 d D U P I 1
H14A H 0.740556 1.045295 -0.044548 0.297 Uiso 0.7 1 d DR U P I 1
H14B H 0.718643 1.112298 0.062801 0.297 Uiso 0.7 1 d DR U P I 1
O14B O 0.819(5) 1.287(5) 0.139(5) 0.21(2) Uani 0.3 1 d D U P J 2
H14C H 0.833147 1.219056 0.088845 0.322 Uiso 0.3 1 d DR U P J 2
H14D H 0.789350 1.362916 0.098163 0.322 Uiso 0.3 1 d DR U P J 2
O15 O 0.088(2) 0.6635(19) 0.8855(18) 0.163(8) Uani 0.5 1 d D . P . .
H15A H 0.161087 0.668925 0.841817 0.245 Uiso 0.5 1 d DR U P . .
H15B H 0.061183 0.607957 0.846062 0.245 Uiso 0.5 1 d DR U P . .
O16A O 0.759(3) 0.205(3) 0.235(2) 0.203(10) Uani 0.5 1 d D U P K 1
H16A H 0.764716 0.130640 0.196449 0.305 Uiso 0.5 1 d DR U P K 1
H16B H 0.668296 0.257017 0.242987 0.305 Uiso 0.5 1 d DR U P K 1
O16B O 0.705(5) 0.218(6) 0.151(4) 0.40(2) Uani 0.5 1 d D U P L 2
H16C H 0.634608 0.299215 0.159593 0.597 Uiso 0.5 1 d DR U P L 2
H16D H 0.740107 0.202330 0.218394 0.597 Uiso 0.5 1 d DR U P L 2
C1 C 0.3833(5) 0.5312(4) 0.0953(4) 0.0255(8) Uani 1 1 d . . . . .
C2 C 0.3966(5) 0.4291(5) 0.0063(4) 0.0282(9) Uani 1 1 d . . . . .
C3 C 0.5089(5) 0.3908(4) -0.0877(4) 0.0261(9) Uani 1 1 d . . . . .
C4 C 0.4807(4) 0.8646(4) 0.5025(4) 0.0244(8) Uani 1 1 d . . . . .
C5 C 0.5650(5) 0.8889(4) 0.5849(4) 0.0284(9) Uani 1 1 d . . . . .
C6 C 0.5880(4) 1.0183(4) 0.5883(4) 0.0244(8) Uani 1 1 d . . . . .
C7 C 0.1294(4) 0.5303(4) 0.5092(4) 0.0247(8) Uani 1 1 d . . . . .
C8 C 0.1017(4) 0.4351(5) 0.5894(4) 0.0275(9) Uani 1 1 d . . . . .
C9 C -0.0209(4) 0.3970(4) 0.5828(4) 0.0245(8) 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
Nd1 O1 2.451(3) . ?
Nd1 O2 2.483(3) 2_665 ?
Nd1 O3 2.484(3) . ?
Nd1 O4 2.492(3) 2_676 ?
Nd1 O5 2.489(3) . ?
Nd1 O6 2.518(3) 2_566 ?
Nd1 O7 2.557(3) . ?
Nd1 O8 2.458(3) . ?
Nd1 O9 2.520(3) . ?
Cl1 C2 1.733(4) . ?
Cl2 C5 1.731(4) . ?
Cl3 C8 1.725(4) . ?
O1 C1 1.247(5) . ?
O2 C3 1.254(5) . ?
O3 C4 1.264(5) . ?
O4 C6 1.250(5) . ?
O5 C7 1.266(5) . ?
O6 C9 1.249(5) . ?
O7 H7A 0.839(19) . ?
O7 H7B 0.839(19) . ?
O8 H8A 0.838(19) . ?
O8 H8B 0.824(19) . ?
O9 H9A 0.837(19) . ?
O9 H9B 0.826(19) . ?
O10A H10A 0.8456 . ?
O10A H10B 0.8494 . ?
O10B H10C 0.8492 . ?
O10B H10D 0.8457 . ?
O11A H11A 0.8461 . ?
O11A H11B 0.8475 . ?
O11B H11C 0.8498 . ?
O11B H11D 0.8467 . ?
O12A H12A 0.8477 . ?
O12A H12B 0.8456 . ?
O12B H12C 0.8487 . ?
O12B H12D 0.8471 . ?
O13A H13A 0.8481 . ?
O13A H13B 0.8462 . ?
O13B H13C 0.8496 . ?
O13B H13D 0.8470 . ?
O14A H14A 0.8476 . ?
O14A H14B 0.8464 . ?
O14B H14C 0.8461 . ?
O14B H14D 0.8493 . ?
O14B O15 1.20(4) 2_676 ?
O14B H15A 0.60(5) 2_676 ?
O14B O16B 1.53(6) 1_565 ?
O15 H11A 1.4567 . ?
O15 H15A 0.8462 . ?
O15 H15B 0.8470 . ?
O16A H16A 0.8463 . ?
O16A H16B 0.8476 . ?
O16B H16C 0.8476 . ?
O16B H16D 0.8493 . ?
C1 C2 1.396(6) . ?
C1 C3 1.536(6) 2_665 ?
C2 C3 1.393(6) . ?
C4 C5 1.381(6) . ?
C4 C6 1.533(6) 2_676 ?
C5 C6 1.398(5) . ?
C7 C8 1.379(6) . ?
C7 C9 1.527(6) 2_566 ?
C8 C9 1.410(6) . ?

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 Nd1 O2 64.20(10) . 2_665 ?
O1 Nd1 O3 141.66(10) . . ?
O1 Nd1 O4 129.91(11) . 2_676 ?
O1 Nd1 O5 92.27(10) . . ?
O1 Nd1 O6 67.90(10) . 2_566 ?
O1 Nd1 O7 72.45(10) . . ?
O1 Nd1 O8 78.21(12) . . ?
O1 Nd1 O9 141.75(12) . . ?
O2 Nd1 O3 94.59(10) 2_665 . ?
O2 Nd1 O4 73.27(10) 2_665 2_676 ?
O2 Nd1 O5 137.78(10) 2_665 . ?
O2 Nd1 O6 127.08(10) 2_665 2_566 ?
O2 Nd1 O7 69.75(10) 2_665 . ?
O2 Nd1 O9 146.83(12) 2_665 . ?
O3 Nd1 O4 63.50(9) . 2_676 ?
O3 Nd1 O5 82.91(9) . . ?
O3 Nd1 O6 137.94(10) . 2_566 ?
O3 Nd1 O7 70.19(9) . . ?
O3 Nd1 O9 72.51(11) . . ?
O4 Nd1 O6 128.18(10) 2_676 2_566 ?
O4 Nd1 O7 116.55(10) 2_676 . ?
O4 Nd1 O9 73.65(12) 2_676 . ?
O5 Nd1 O4 137.80(10) . 2_676 ?
O5 Nd1 O6 63.10(9) . 2_566 ?
O5 Nd1 O7 69.85(10) . . ?
O5 Nd1 O9 72.28(12) . . ?
O6 Nd1 O7 115.27(10) 2_566 . ?
O6 Nd1 O9 73.94(12) 2_566 . ?
O8 Nd1 O2 78.64(13) . 2_665 ?
O8 Nd1 O3 131.14(10) . . ?
O8 Nd1 O4 68.30(11) . 2_676 ?
O8 Nd1 O5 132.97(12) . . ?
O8 Nd1 O6 70.78(11) . 2_566 ?
O8 Nd1 O7 143.76(13) . . ?
O8 Nd1 O9 87.17(14) . . ?
O9 Nd1 O7 129.07(11) . . ?
C1 O1 Nd1 122.3(3) . . ?
C3 O2 Nd1 120.6(3) . 2_665 ?
C4 O3 Nd1 122.9(3) . . ?
C6 O4 Nd1 122.4(3) . 2_676 ?
C7 O5 Nd1 122.9(3) . . ?
C9 O6 Nd1 121.6(3) . 2_566 ?
Nd1 O7 H7A 117(3) . . ?
Nd1 O7 H7B 117(3) . . ?
H7A O7 H7B 106(4) . . ?
Nd1 O8 H8A 123(3) . . ?
Nd1 O8 H8B 124(3) . . ?
H8A O8 H8B 111(4) . . ?
Nd1 O9 H9A 122(3) . . ?
Nd1 O9 H9B 123(3) . . ?
H9A O9 H9B 108(4) . . ?
H10A O10A H10B 104.3 . . ?
H10C O10B H10D 104.3 . . ?
H11A O11A H11B 104.6 . . ?
H11C O11B H11D 104.7 . . ?
H12A O12A H12B 104.5 . . ?
H12C O12B H12D 104.3 . . ?
H13A O13A H13B 109.4 . . ?
H13C O13B H13D 104.4 . . ?
H14A O14A H14B 104.4 . . ?
H14C O14B H14D 104.4 . . ?
O15 O14B H14C 108.5 2_676 . ?
O15 O14B H14D 66.9 2_676 . ?
O15 O14B H15A 41(3) 2_676 2_676 ?
O15 O14B O16B 172(6) 2_676 1_565 ?
O16B O14B H14C 64.3 1_565 . ?
O16B O14B H14D 110.1 1_565 . ?
H11A O15 H15A 76.2 . . ?
H11A O15 H15B 79.8 . . ?
O14B O15 H15A 27.5 2_676 . ?
O14B O15 H15B 131.7 2_676 . ?
H15A O15 H15B 104.6 . . ?
H16A O16A H16B 104.4 . . ?
H16C O16B H16D 104.8 . . ?
O1 C1 C2 124.7(4) . . ?
O1 C1 C3 115.7(4) . 2_665 ?
C2 C1 C3 119.6(4) . 2_665 ?
C1 C2 Cl1 118.4(3) . . ?
C3 C2 Cl1 119.6(3) . . ?
C3 C2 C1 122.0(4) . . ?
O2 C3 C1 115.7(4) . 2_665 ?
O2 C3 C2 126.0(4) . . ?
C2 C3 C1 118.3(3) . 2_665 ?
O3 C4 C5 125.8(4) . . ?
O3 C4 C6 115.0(3) . 2_676 ?
C5 C4 C6 119.2(3) . 2_676 ?
C4 C5 Cl2 119.1(3) . . ?
C4 C5 C6 121.6(4) . . ?
C6 C5 Cl2 119.3(3) . . ?
O4 C6 C4 116.1(3) . 2_676 ?
O4 C6 C5 124.7(4) . . ?
C5 C6 C4 119.2(3) . 2_676 ?
O5 C7 C8 125.0(4) . . ?
O5 C7 C9 115.2(4) . 2_566 ?
C8 C7 C9 119.8(3) . 2_566 ?
C7 C8 Cl3 119.7(3) . . ?
C7 C8 C9 120.8(4) . . ?
C9 C8 Cl3 119.5(3) . . ?
O6 C9 C7 116.2(4) . 2_566 ?
O6 C9 C8 124.4(4) . . ?
C8 C9 C7 119.4(4) . 2_566 ?

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
Nd1 O1 C1 C2 172.4(3) . . . . ?
Nd1 O1 C1 C3 -8.1(5) . . . 2_665 ?
Nd1 O2 C3 C1 -11.2(5) 2_665 . . 2_665 ?
Nd1 O2 C3 C2 169.1(3) 2_665 . . . ?
Nd1 O3 C4 C5 177.3(3) . . . . ?
Nd1 O3 C4 C6 -2.2(5) . . . 2_676 ?
Nd1 O4 C6 C4 -2.3(5) 2_676 . . 2_676 ?
Nd1 O4 C6 C5 176.6(3) 2_676 . . . ?
Nd1 O5 C7 C8 175.9(3) . . . . ?
Nd1 O5 C7 C9 -3.9(5) . . . 2_566 ?
Nd1 O6 C9 C7 -10.4(5) 2_566 . . 2_566 ?
Nd1 O6 C9 C8 169.8(3) 2_566 . . . ?
Cl1 C2 C3 O2 -1.7(6) . . . . ?
Cl1 C2 C3 C1 178.7(3) . . . 2_665 ?
Cl2 C5 C6 O4 1.7(6) . . . . ?
Cl2 C5 C6 C4 -179.4(3) . . . 2_676 ?
Cl3 C8 C9 O6 -2.4(6) . . . . ?
Cl3 C8 C9 C7 177.8(3) . . . 2_566 ?
O1 C1 C2 Cl1 0.8(6) . . . . ?
O1 C1 C2 C3 -178.0(4) . . . . ?
O3 C4 C5 Cl2 0.0(6) . . . . ?
O3 C4 C5 C6 -178.8(4) . . . . ?
O5 C7 C8 Cl3 2.5(6) . . . . ?
O5 C7 C8 C9 -175.7(4) . . . . ?
C1 C2 C3 O2 177.2(4) . . . . ?
C1 C2 C3 C1 -2.5(7) . . . 2_665 ?
C3 C1 C2 Cl1 -178.6(3) 2_665 . . . ?
C3 C1 C2 C3 2.5(7) 2_665 . . . ?
C4 C5 C6 O4 -179.5(4) . . . . ?
C4 C5 C6 C4 -0.6(7) . . . 2_676 ?
C6 C4 C5 Cl2 179.4(3) 2_676 . . . ?
C6 C4 C5 C6 0.6(7) 2_676 . . . ?
C7 C8 C9 O6 175.8(4) . . . . ?
C7 C8 C9 C7 -4.1(7) . . . 2_566 ?
C9 C7 C8 Cl3 -177.7(3) 2_566 . . . ?
C9 C7 C8 C9 4.1(7) 2_566 . . . ?

_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_2eu
_database_code_depnum_ccdc_archive 'CCDC 2532675'
loop_
_audit_author_name
_audit_author_address
'Kittipong Chainok'
;Thammasat University
Thailand
;
_audit_update_record             
;
2026-03-10 deposited with the CCDC.	2026-05-18 downloaded from the CCDC.
;
_audit_creation_date             2026-03-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H6 Cl3 Eu O9, 3.5(H2 O)'
_chemical_formula_sum            'C9 H13 Cl3 Eu O12.50'
_chemical_formula_weight         579.50
_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'
Cl Cl 0.1484 0.1585 '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'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        P-1
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.3530(3)
_cell_length_b                   10.2576(3)
_cell_length_c                   10.8835(4)
_cell_angle_alpha                64.7110(10)
_cell_angle_beta                 69.8230(10)
_cell_angle_gamma                82.3330(10)
_cell_volume                     886.03(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9866
_cell_measurement_temperature    296.0
_cell_measurement_theta_max      31.406
_cell_measurement_theta_min      3.17
_shelx_estimated_absorpt_T_max   0.419
_shelx_estimated_absorpt_T_min   0.316
_exptl_absorpt_coefficient_mu    4.052
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.6403
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0702 before and 0.0554 after correction.
The Ratio of minimum to maximum transmission is 0.8581.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    2.172
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       hexagonal
_exptl_crystal_F_000             562
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.26
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0475
_diffrn_reflns_av_unetI/netI     0.0417
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            33991
_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         31.563
_diffrn_reflns_theta_min         2.821
_diffrn_ambient_temperature      296.0
_diffrn_detector                 'Bruker PHOTON 200 area detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_detector_type            'PHOTON II area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'four-circle KAPPA diffractometer'
_diffrn_measurement_device_type  'BRUKER D8 QUEST CMOS PHOTON II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_collimation    '0.5 mm'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'sealed x-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_target            Mo
_diffrn_source_type              ?
_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                4965
_reflns_number_total             5901
_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 V8.40B (Bruker, 2023)'
_computing_data_collection       'APEX6 (Bruker, 2023)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2018)'
_refine_diff_density_max         1.058
_refine_diff_density_min         -0.944
_refine_diff_density_rms         0.158
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         5901
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.0459
_refine_ls_R_factor_gt           0.0306
_refine_ls_restrained_S_all      1.074
_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)+(0.0203P)²+0.8513P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0531
_refine_ls_wR_factor_ref         0.0571
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 O9-H9A = O9-H9B
 0.85 with sigma of 0.02
 O7-H7A = O7-H7B
 0.85 with sigma of 0.02
 O8-H8A = O8-H8B
 0.85 with sigma of 0.02
 O10B-H10D = O10B-H10C
 0.85 with sigma of 0.02
 O10A-H10A = O10A-H10B
 0.85 with sigma of 0.02
 O13-H13A = O13-H13B
 0.85 with sigma of 0.02
 O11A-H11B = O11A-H11A
 0.85 with sigma of 0.02
 O11B-H11D = O11B-H11C
 0.85 with sigma of 0.02
 O12-H12A = O12-H12B
 0.85 with sigma of 0.02
 H9A-H9B
 1.34 with sigma of 0.04
 H7A-H7B
 1.34 with sigma of 0.04
 H8A-H8B
 1.34 with sigma of 0.04
 H10D-H10C
 1.34 with sigma of 0.04
 H10A-H10B
 1.34 with sigma of 0.04
 H13A-H13B
 1.34 with sigma of 0.04
 H11B-H11A
 1.34 with sigma of 0.04
 H11D-H11C
 1.34 with sigma of 0.04
 H12A-H12B
 1.34 with sigma of 0.04
 Eu1-H9A \\sim Eu1-H9B
 with sigma of 0.02
 Eu1-H7A \\sim Eu1-H7B
 with sigma of 0.02
 Eu1-H8A \\sim Eu1-H8B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O10B) \\sim Ueq, Uanis(O10A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O11A) \\sim Ueq, Uanis(O11B) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O12) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Fixed Sof: O10A(0.8) H10A(0.8) H10B(0.8) O10B(0.2) H10C(0.2) H10D(0.2)
 O11A(0.45) H11A(0.45) H11B(0.45) O11B(0.55) H11C(0.55) H11D(0.55) O12(0.5)
 H12A(0.5) H12B(0.5)
5.a Riding coordinates:
 O10A(H10A,H10B), O10B(H10C,H10D), O11A(H11A,H11B), O11B(H11C,H11D)
;
_atom_sites_solution_hydrogens   difmap
_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
Eu1 Eu 0.71562(2) 0.25090(2) 0.74144(2) 0.01726(4) Uani 1 1 d D . . . .
Cl1 Cl 0.66809(11) 0.78359(8) 0.74015(9) 0.0392(2) Uani 1 1 d . . . . .
Cl2 Cl 0.83782(10) -0.28305(8) 1.05930(11) 0.0402(2) Uani 1 1 d . . . . .
Cl3 Cl 0.74802(9) 0.03615(9) 0.35320(9) 0.03477(18) Uani 1 1 d . . . . .
O1 O 0.6878(2) 0.4830(2) 0.7576(2) 0.0243(4) Uani 1 1 d . . . . .
O2 O 0.4555(2) 0.7509(2) 1.0299(2) 0.0236(4) Uani 1 1 d . . . . .
O3 O 0.7540(2) 0.0212(2) 0.9205(2) 0.0274(5) Uani 1 1 d . . . . .
O4 O 1.1102(2) -0.2578(2) 1.1361(2) 0.0247(4) Uani 1 1 d . . . . .
O5 O 0.7532(2) 0.1593(2) 0.5583(2) 0.0251(4) Uani 1 1 d . . . . .
O6 O 1.0247(2) -0.1490(2) 0.3444(2) 0.0276(5) Uani 1 1 d . . . . .
O7 O 0.5093(3) 0.3758(2) 0.6561(3) 0.0338(5) Uani 1 1 d D . . . .
H7A H 0.483(4) 0.461(2) 0.646(4) 0.051 Uiso 1 1 d D U . . .
H7B H 0.438(3) 0.338(3) 0.653(4) 0.051 Uiso 1 1 d D U . . .
O8 O 0.5046(2) 0.0782(2) 0.8236(2) 0.0283(5) Uani 1 1 d D . . . .
H8A H 0.431(3) 0.074(3) 0.897(3) 0.042 Uiso 1 1 d D U . . .
H8B H 0.524(3) -0.006(2) 0.835(4) 0.042 Uiso 1 1 d D U . . .
O9 O 0.8581(3) 0.4373(2) 0.5157(3) 0.0373(6) Uani 1 1 d D . . . .
H9A H 0.831(4) 0.521(2) 0.493(3) 0.056 Uiso 1 1 d D U . . .
H9B H 0.898(4) 0.419(3) 0.444(2) 0.056 Uiso 1 1 d D U . . .
O10A O 0.5836(6) 0.3528(6) 0.3607(6) 0.0604(15) Uani 0.8 1 d D U P A 1
H10A H 0.628283 0.314221 0.423429 0.091 Uiso 0.8 1 d DR U P A 1
H10B H 0.651877 0.361473 0.281927 0.091 Uiso 0.8 1 d DR U P A 1
O10B O 0.650(2) 0.394(2) 0.311(3) 0.061(6) Uani 0.2 1 d D U P B 2
H10C H 0.736401 0.424886 0.247233 0.091 Uiso 0.2 1 d DR U P B 2
H10D H 0.671054 0.337508 0.386170 0.091 Uiso 0.2 1 d DR U P B 2
O11A O 0.999(3) 0.598(3) 0.758(3) 0.125(10) Uani 0.45 1 d D U P C 1
H11A H 1.056230 0.620071 0.793140 0.187 Uiso 0.45 1 d DR U P C 1
H11B H 0.933258 0.539238 0.830510 0.187 Uiso 0.45 1 d DR U P C 1
O11B O 1.0018(14) 0.5778(16) 0.7412(14) 0.056(2) Uani 0.55 1 d D U P D 2
H11C H 0.931190 0.611205 0.703533 0.085 Uiso 0.55 1 d DR U P D 2
H11D H 0.990606 0.487460 0.767384 0.085 Uiso 0.55 1 d DR U P D 2
O12 O 0.8071(6) 0.3960(6) 1.0888(7) 0.0469(13) Uani 0.5 1 d D U P . .
H12A H 0.825(10) 0.344(8) 1.046(9) 0.070 Uiso 0.5 1 d D U P . .
H12B H 0.867(8) 0.384(10) 1.132(9) 0.070 Uiso 0.5 1 d D U P . .
O13 O 1.2865(4) 0.3057(3) 0.5699(3) 0.0540(7) Uani 1 1 d D . . . .
H13A H 1.223(4) 0.238(4) 0.599(5) 0.081 Uiso 1 1 d D U . . .
H13B H 1.362(4) 0.292(5) 0.504(4) 0.081 Uiso 1 1 d D U . . .
C1 C 0.6013(3) 0.4986(3) 0.8670(3) 0.0193(5) Uani 1 1 d . . . . .
C2 C 0.5770(3) 0.6291(3) 0.8818(3) 0.0222(6) Uani 1 1 d . . . . .
C3 C 0.4812(3) 0.6380(3) 1.0082(3) 0.0192(5) Uani 1 1 d . . . . .
C4 C 0.8699(3) 0.0035(3) 0.9594(3) 0.0211(6) Uani 1 1 d . . . . .
C5 C 0.9268(3) -0.1299(3) 1.0285(3) 0.0233(6) Uani 1 1 d . . . . .
C6 C 1.0527(3) -0.1414(3) 1.0716(3) 0.0203(5) Uani 1 1 d . . . . .
C7 C 0.8671(3) 0.0863(3) 0.5224(3) 0.0189(5) Uani 1 1 d . . . . .
C8 C 0.8862(3) 0.0189(3) 0.4319(3) 0.0211(6) Uani 1 1 d . . . . .
C9 C 1.0082(3) -0.0732(3) 0.4121(3) 0.0197(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Eu1 O1 2.4346(18) . ?
Eu1 O2 2.4449(19) 2_667 ?
Eu1 O3 2.411(2) . ?
Eu1 O4 2.4583(19) 2_757 ?
Eu1 O5 2.4511(19) . ?
Eu1 O6 2.541(2) 2_756 ?
Eu1 O7 2.406(2) . ?
Eu1 O8 2.489(2) . ?
Eu1 O9 2.424(2) . ?
Eu1 C6 3.246(3) 2_757 ?
Cl1 C2 1.726(3) . ?
Cl2 C5 1.726(3) . ?
Cl3 C8 1.735(3) . ?
O1 C1 1.250(3) . ?
O2 C3 1.254(3) . ?
O3 C4 1.259(3) . ?
O4 C6 1.258(3) . ?
O5 C7 1.264(3) . ?
O6 C9 1.245(3) . ?
O7 H7A 0.842(17) . ?
O7 H7B 0.830(17) . ?
O8 H8A 0.843(17) . ?
O8 H8B 0.820(17) . ?
O9 H9A 0.821(17) . ?
O9 H9B 0.826(17) . ?
O10A H10A 0.8486 . ?
O10A H10B 0.8501 . ?
O10B H10C 0.8496 . ?
O10B H10D 0.8498 . ?
O11A H11A 0.8543 . ?
O11A H11B 0.8476 . ?
O11B H11C 0.8531 . ?
O11B H11D 0.8549 . ?
O12 H12A 0.81(2) . ?
O12 H12B 0.81(2) . ?
O13 H13A 0.848(19) . ?
O13 H13B 0.862(19) . ?
C1 C2 1.395(3) . ?
C1 C3 1.531(4) 2_667 ?
C2 C3 1.393(4) . ?
C4 C5 1.388(4) . ?
C4 C6 1.528(4) 2_757 ?
C5 C6 1.385(4) . ?
C7 C8 1.381(4) . ?
C7 C9 1.529(4) 2_756 ?
C8 C9 1.398(4) . ?

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 O2 65.04(6) . 2_667 ?
O1 Eu1 O4 72.16(7) . 2_757 ?
O1 Eu1 O5 137.97(7) . . ?
O1 Eu1 O6 121.94(7) . 2_756 ?
O1 Eu1 O8 125.71(7) . . ?
O1 Eu1 C6 91.59(7) . 2_757 ?
O2 Eu1 O4 76.37(7) 2_667 2_757 ?
O2 Eu1 O5 144.65(7) 2_667 . ?
O2 Eu1 O6 136.13(7) 2_667 2_756 ?
O2 Eu1 O8 73.57(7) 2_667 . ?
O2 Eu1 C6 80.00(7) 2_667 2_757 ?
O3 Eu1 O1 126.77(7) . . ?
O3 Eu1 O2 74.93(7) . 2_667 ?
O3 Eu1 O4 65.23(7) . 2_757 ?
O3 Eu1 O5 94.70(7) . . ?
O3 Eu1 O6 68.07(7) . 2_756 ?
O3 Eu1 O8 68.97(7) . . ?
O3 Eu1 O9 140.14(8) . . ?
O3 Eu1 C6 46.57(7) . 2_757 ?
O4 Eu1 O6 67.37(6) 2_757 2_756 ?
O4 Eu1 O8 130.07(7) 2_757 . ?
O4 Eu1 C6 19.98(6) 2_757 2_757 ?
O5 Eu1 O4 130.38(6) . 2_757 ?
O5 Eu1 O6 63.01(6) . 2_756 ?
O5 Eu1 O8 71.19(7) . . ?
O5 Eu1 C6 117.43(7) . 2_757 ?
O6 Eu1 C6 57.62(7) 2_756 2_757 ?
O7 Eu1 O1 71.60(7) . . ?
O7 Eu1 O2 83.07(8) . 2_667 ?
O7 Eu1 O3 137.32(8) . . ?
O7 Eu1 O4 143.24(7) . 2_757 ?
O7 Eu1 O5 82.53(7) . . ?
O7 Eu1 O6 140.66(8) . 2_756 ?
O7 Eu1 O8 69.92(8) . . ?
O7 Eu1 O9 80.12(9) . . ?
O7 Eu1 C6 160.04(7) . 2_757 ?
O8 Eu1 O6 112.14(7) . 2_756 ?
O8 Eu1 C6 114.64(7) . 2_757 ?
O9 Eu1 O1 69.40(7) . . ?
O9 Eu1 O2 134.34(7) . 2_667 ?
O9 Eu1 O4 92.83(8) . 2_757 ?
O9 Eu1 O5 74.02(8) . . ?
O9 Eu1 O6 72.87(8) . 2_756 ?
O9 Eu1 O8 136.26(8) . . ?
O9 Eu1 C6 104.48(8) . 2_757 ?
C1 O1 Eu1 121.85(17) . . ?
C3 O2 Eu1 121.38(18) . 2_667 ?
C4 O3 Eu1 119.51(18) . . ?
C6 O4 Eu1 118.11(17) . 2_757 ?
C7 O5 Eu1 123.35(17) . . ?
C9 O6 Eu1 119.84(18) . 2_756 ?
Eu1 O7 H7A 125(2) . . ?
Eu1 O7 H7B 126(2) . . ?
H7A O7 H7B 107(3) . . ?
Eu1 O8 H8A 117(2) . . ?
Eu1 O8 H8B 120(2) . . ?
H8A O8 H8B 106(3) . . ?
Eu1 O9 H9A 120(2) . . ?
Eu1 O9 H9B 120(2) . . ?
H9A O9 H9B 111(3) . . ?
H10A O10A H10B 104.8 . . ?
H10C O10B H10D 104.8 . . ?
H11A O11A H11B 104.9 . . ?
H11C O11B H11D 100.6 . . ?
H12A O12 H12B 112(5) . . ?
H13A O13 H13B 105(3) . . ?
O1 C1 C2 124.8(3) . . ?
O1 C1 C3 115.9(2) . 2_667 ?
C2 C1 C3 119.3(2) . 2_667 ?
C1 C2 Cl1 119.3(2) . . ?
C3 C2 Cl1 119.0(2) . . ?
C3 C2 C1 121.7(3) . . ?
O2 C3 C1 115.8(2) . 2_667 ?
O2 C3 C2 125.2(3) . . ?
C2 C3 C1 119.0(2) . 2_667 ?
O3 C4 C5 124.3(3) . . ?
O3 C4 C6 115.7(2) . 2_757 ?
C5 C4 C6 119.9(2) . 2_757 ?
C4 C5 Cl2 118.6(2) . . ?
C6 C5 Cl2 120.2(2) . . ?
C6 C5 C4 121.3(3) . . ?
O4 C6 Eu1 41.91(13) . 2_757 ?
O4 C6 C4 115.9(2) . 2_757 ?
O4 C6 C5 125.2(3) . . ?
C4 C6 Eu1 75.50(15) 2_757 2_757 ?
C5 C6 Eu1 162.1(2) . 2_757 ?
C5 C6 C4 118.8(2) . 2_757 ?
O5 C7 C8 125.8(3) . . ?
O5 C7 C9 115.4(2) . 2_756 ?
C8 C7 C9 118.8(2) . 2_756 ?
C7 C8 Cl3 119.5(2) . . ?
C7 C8 C9 121.3(3) . . ?
C9 C8 Cl3 119.0(2) . . ?
O6 C9 C7 115.4(2) . 2_756 ?
O6 C9 C8 125.0(3) . . ?
C8 C9 C7 119.5(2) . 2_756 ?

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 C1 C2 -178.2(2) . . . . ?
Eu1 O1 C1 C3 2.2(3) . . . 2_667 ?
Eu1 O2 C3 C1 0.2(3) 2_667 . . 2_667 ?
Eu1 O2 C3 C2 -179.8(2) 2_667 . . . ?
Eu1 O3 C4 C5 -161.1(2) . . . . ?
Eu1 O3 C4 C6 20.0(3) . . . 2_757 ?
Eu1 O4 C6 C4 16.5(3) 2_757 . . 2_757 ?
Eu1 O4 C6 C5 -163.2(2) 2_757 . . . ?
Eu1 O5 C7 C8 172.5(2) . . . . ?
Eu1 O5 C7 C9 -7.0(3) . . . 2_756 ?
Eu1 O6 C9 C7 -18.3(3) 2_756 . . 2_756 ?
Eu1 O6 C9 C8 162.2(2) 2_756 . . . ?
Cl1 C2 C3 O2 -0.8(4) . . . . ?
Cl1 C2 C3 C1 179.1(2) . . . 2_667 ?
Cl2 C5 C6 Eu1 -40.2(7) . . . 2_757 ?
Cl2 C5 C6 O4 -1.2(4) . . . . ?
Cl2 C5 C6 C4 179.1(2) . . . 2_757 ?
Cl3 C8 C9 O6 -2.2(4) . . . . ?
Cl3 C8 C9 C7 178.4(2) . . . 2_756 ?
O1 C1 C2 Cl1 1.2(4) . . . . ?
O1 C1 C2 C3 -178.6(3) . . . . ?
O3 C4 C5 Cl2 2.0(4) . . . . ?
O3 C4 C5 C6 -178.3(3) . . . . ?
O5 C7 C8 Cl3 2.0(4) . . . . ?
O5 C7 C8 C9 -172.4(3) . . . . ?
C1 C2 C3 O2 179.0(3) . . . . ?
C1 C2 C3 C1 -1.0(5) . . . 2_667 ?
C3 C1 C2 Cl1 -179.1(2) 2_667 . . . ?
C3 C1 C2 C3 1.0(5) 2_667 . . . ?
C4 C5 C6 Eu1 140.1(5) . . . 2_757 ?
C4 C5 C6 O4 179.1(3) . . . . ?
C4 C5 C6 C4 -0.6(5) . . . 2_757 ?
C6 C4 C5 Cl2 -179.1(2) 2_757 . . . ?
C6 C4 C5 C6 0.6(5) 2_757 . . . ?
C7 C8 C9 O6 172.3(3) . . . . ?
C7 C8 C9 C7 -7.1(5) . . . 2_756 ?
C9 C7 C8 Cl3 -178.5(2) 2_756 . . . ?
C9 C7 C8 C9 7.1(4) 2_756 . . . ?

_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_10_2yb
_database_code_depnum_ccdc_archive 'CCDC 2532681'
loop_
_audit_author_name
_audit_author_address
'Kittipong Chainok'
;Thammasat University
Thailand
;
_audit_update_record             
;
2026-03-10 deposited with the CCDC.	2026-05-18 downloaded from the CCDC.
;
_audit_creation_date             2026-03-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H12 Cl6 O18 Yb2, 7(H2 O)'
_chemical_formula_sum            'C18 H26 Cl6 O25 Yb2'
_chemical_formula_weight         1201.17
_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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Yb Yb -0.3850 5.5486 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.3530(3)
_cell_length_b                   10.2576(3)
_cell_length_c                   10.8835(4)
_cell_angle_alpha                64.7110(10)
_cell_angle_beta                 69.8230(10)
_cell_angle_gamma                82.3330(10)
_cell_volume                     886.03(5)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9980
_cell_measurement_temperature    296
_cell_measurement_theta_max      30.60
_cell_measurement_theta_min      3.21
_shelx_estimated_absorpt_T_max   0.337
_shelx_estimated_absorpt_T_min   0.236
_exptl_absorpt_coefficient_mu    5.790
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.4856
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1191 before and 0.0500 after correction.
The Ratio of minimum to maximum transmission is 0.6509.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    2.251
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       hexagonal
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.24
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.947
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            43262
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.947
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         34.980
_diffrn_reflns_theta_min         3.169
_diffrn_ambient_temperature      296
_diffrn_detector                 'Bruker PHOTON 200 area detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_detector_type            'PHOTON II area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measurement_device       'four-circle KAPPA diffractometer'
_diffrn_measurement_device_type  'BRUKER D8 QUEST CMOS PHOTON II'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    '0.5 mm'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'sealed x-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_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                6518
_reflns_number_total             7388
_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 V8.40B (Bruker, 2023)'
_computing_data_collection       'APEX6 (Bruker, 2023)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2018)'
_refine_diff_density_max         1.806
_refine_diff_density_min         -1.051
_refine_diff_density_rms         0.143
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         7388
_refine_ls_number_restraints     51
_refine_ls_R_factor_all          0.0325
_refine_ls_R_factor_gt           0.0235
_refine_ls_restrained_S_all      1.110
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0126P)²+0.7419P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0431
_refine_ls_wR_factor_ref         0.0453
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 O9-H9A = O9-H9B
 0.85 with sigma of 0.02
 O7-H7A = O7-H7B
 0.85 with sigma of 0.02
 O8-H8A = O8-H8B
 0.85 with sigma of 0.02
 O10B-H10D = O10B-H10C
 0.85 with sigma of 0.02
 O10A-H10A = O10A-H10B
 0.85 with sigma of 0.02
 O13-H13A = O13-H13B
 0.85 with sigma of 0.02
 O11-H11B = O11-H11A
 0.85 with sigma of 0.02
 O12-H12A = O12-H12B
 0.85 with sigma of 0.02
 H9A-H9B
 1.34 with sigma of 0.04
 H7A-H7B
 1.34 with sigma of 0.04
 H8A-H8B
 1.34 with sigma of 0.04
 H10D-H10C
 1.34 with sigma of 0.04
 H10A-H10B
 1.34 with sigma of 0.04
 H13A-H13B
 1.34 with sigma of 0.04
 H11B-H11A
 1.34 with sigma of 0.04
 H12A-H12B
 1.34 with sigma of 0.04
 Yb1-H9A \\sim Yb1-H9B
 with sigma of 0.02
 Yb1-H7A \\sim Yb1-H7B
 with sigma of 0.02
 Yb1-H8A \\sim Yb1-H8B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O10B) \\sim Ueq, Uanis(O10A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O11) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O12) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Fixed Sof: O10A(0.82) H10A(0.82) H10B(0.82) O10B(0.18) H10C(0.18) H10D(0.18)
 O12(0.5) H12A(0.5) H12B(0.5)
5.a Riding coordinates:
 O10A(H10A,H10B), O10B(H10C,H10D), O11(H11A,H11B)
;
_atom_sites_solution_hydrogens   difmap
_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
Yb1 Yb 0.71064(2) 0.24723(2) 0.74652(2) 0.01636(3) Uani 1 1 d D . . . .
Cl1 Cl 0.65852(9) 0.78362(6) 0.74310(6) 0.03791(15) Uani 1 1 d . . . . .
Cl2 Cl 0.84503(8) -0.28526(6) 1.05096(8) 0.03908(15) Uani 1 1 d . . . . .
Cl3 Cl 0.72983(7) 0.03137(7) 0.36734(7) 0.03544(13) Uani 1 1 d . . . . .
O1 O 0.68171(18) 0.47961(16) 0.75850(15) 0.0235(3) Uani 1 1 d . . . . .
O2 O 0.45403(18) 0.75294(15) 1.03371(16) 0.0220(3) Uani 1 1 d . . . . .
O3 O 0.75524(17) 0.02158(16) 0.91106(17) 0.0246(3) Uani 1 1 d . . . . .
O4 O 1.11444(18) -0.25872(16) 1.13905(16) 0.0224(3) Uani 1 1 d . . . . .
O5 O 0.74201(17) 0.15188(17) 0.57496(17) 0.0242(3) Uani 1 1 d . . . . .
O6 O 1.02359(19) -0.14577(18) 0.33956(17) 0.0266(3) Uani 1 1 d . . . . .
O7 O 0.5080(2) 0.37035(18) 0.6608(2) 0.0315(4) Uani 1 1 d D . . . .
H7A H 0.483(3) 0.456(2) 0.648(3) 0.047 Uiso 1 1 d D U . . .
H7B H 0.436(3) 0.332(3) 0.659(4) 0.047 Uiso 1 1 d D U . . .
O8 O 0.49927(18) 0.08337(17) 0.82585(18) 0.0256(3) Uani 1 1 d D . . . .
H8A H 0.426(2) 0.075(3) 0.900(2) 0.038 Uiso 1 1 d D U . . .
H8B H 0.521(3) -0.0033(19) 0.835(3) 0.038 Uiso 1 1 d D U . . .
O9 O 0.8491(2) 0.42015(19) 0.53826(19) 0.0347(4) Uani 1 1 d D . . . .
H9A H 0.817(3) 0.5046(19) 0.509(3) 0.052 Uiso 1 1 d D U . . .
H9B H 0.894(3) 0.404(3) 0.467(2) 0.052 Uiso 1 1 d D U . . .
O10A O 0.5825(5) 0.3531(4) 0.3699(4) 0.0703(10) Uani 0.82 1 d D U P A 1
H10A H 0.627236 0.314525 0.432648 0.105 Uiso 0.82 1 d DR U P A 1
H10B H 0.650832 0.361776 0.291145 0.105 Uiso 0.82 1 d DR U P A 1
O10B O 0.6716(14) 0.4021(13) 0.3005(16) 0.048(3) Uani 0.18 1 d D U P B 2
H10C H 0.757601 0.432944 0.237102 0.072 Uiso 0.18 1 d DR U P B 2
H10D H 0.692254 0.345566 0.376039 0.072 Uiso 0.18 1 d DR U P B 2
O11 O 0.9998(3) 0.5804(3) 0.7292(3) 0.0656(7) Uani 1 1 d D U . . .
H11A H 0.929160 0.613787 0.691595 0.098 Uiso 1 1 d DR U . . .
H11B H 0.988576 0.490040 0.755444 0.098 Uiso 1 1 d DR U . . .
O12 O 0.8029(7) 0.3865(6) 1.1103(7) 0.0724(15) Uani 0.5 1 d D U P . .
H12A H 0.830(11) 0.335(9) 1.062(9) 0.109 Uiso 0.5 1 d D U P . .
H12B H 0.867(9) 0.367(11) 1.156(10) 0.109 Uiso 0.5 1 d D U P . .
O13 O 1.2727(3) 0.3112(2) 0.5719(3) 0.0539(6) Uani 1 1 d D . . . .
H13A H 1.205(4) 0.245(4) 0.611(4) 0.081 Uiso 1 1 d D U . . .
H13B H 1.352(3) 0.289(4) 0.515(4) 0.081 Uiso 1 1 d D U . . .
C1 C 0.5978(2) 0.4972(2) 0.8676(2) 0.0180(4) Uani 1 1 d . . . . .
C2 C 0.5731(3) 0.6292(2) 0.8838(2) 0.0217(4) Uani 1 1 d . . . . .
C3 C 0.4809(2) 0.6395(2) 1.0098(2) 0.0176(3) Uani 1 1 d . . . . .
C4 C 0.8709(2) 0.0037(2) 0.9541(2) 0.0197(4) Uani 1 1 d . . . . .
C5 C 0.9299(2) -0.1311(2) 1.0239(2) 0.0224(4) Uani 1 1 d . . . . .
C6 C 1.0554(2) -0.1424(2) 1.0729(2) 0.0186(4) Uani 1 1 d . . . . .
C7 C 0.8597(2) 0.0821(2) 0.5316(2) 0.0188(4) Uani 1 1 d . . . . .
C8 C 0.8769(2) 0.0167(2) 0.4386(2) 0.0204(4) Uani 1 1 d . . . . .
C9 C 1.0071(2) -0.0711(2) 0.4097(2) 0.0193(4) 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
Yb1 O1 2.4168(15) . ?
Yb1 O2 2.3555(14) 2_667 ?
Yb1 O3 2.3355(15) . ?
Yb1 O4 2.4133(15) 2_757 ?
Yb1 O5 2.3737(15) . ?
Yb1 O6 2.5838(16) 2_756 ?
Yb1 O7 2.3727(17) . ?
Yb1 O8 2.4389(16) . ?
Yb1 O9 2.2614(17) . ?
Cl1 C2 1.707(2) . ?
Cl2 C5 1.731(2) . ?
Cl3 C8 1.759(2) . ?
O1 C1 1.249(2) . ?
O2 C3 1.273(2) . ?
O3 C4 1.283(2) . ?
O4 C6 1.269(2) . ?
O5 C7 1.291(2) . ?
O6 C9 1.257(2) . ?
O7 H7A 0.839(16) . ?
O7 H7B 0.834(16) . ?
O8 H8A 0.837(16) . ?
O8 H8B 0.854(16) . ?
O9 H9A 0.840(16) . ?
O9 H9B 0.822(16) . ?
O10A H10A 0.8486 . ?
O10A H10B 0.8501 . ?
O10B H10C 0.8496 . ?
O10B H10D 0.8498 . ?
O11 H11A 0.8531 . ?
O11 H11B 0.8549 . ?
O12 H12A 0.85(2) . ?
O12 H12B 0.86(2) . ?
O13 H13A 0.849(18) . ?
O13 H13B 0.859(18) . ?
C1 C2 1.417(3) . ?
C1 C3 1.512(3) 2_667 ?
C2 C3 1.386(3) . ?
C4 C5 1.408(3) . ?
C4 C6 1.533(3) 2_757 ?
C5 C6 1.420(3) . ?
C7 C8 1.393(3) . ?
C7 C9 1.556(3) 2_756 ?
C8 C9 1.442(3) . ?

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 Yb1 O6 121.47(5) . 2_756 ?
O1 Yb1 O8 124.17(5) . . ?
O2 Yb1 O1 65.32(5) 2_667 . ?
O2 Yb1 O4 77.38(5) 2_667 2_757 ?
O2 Yb1 O5 143.23(5) 2_667 . ?
O2 Yb1 O6 135.87(5) 2_667 2_756 ?
O2 Yb1 O7 83.33(6) 2_667 . ?
O2 Yb1 O8 73.30(5) 2_667 . ?
O3 Yb1 O1 130.08(5) . . ?
O3 Yb1 O2 77.97(5) . 2_667 ?
O3 Yb1 O4 67.14(5) . 2_757 ?
O3 Yb1 O5 90.95(6) . . ?
O3 Yb1 O6 65.80(5) . 2_756 ?
O3 Yb1 O7 138.41(6) . . ?
O3 Yb1 O8 70.59(5) . . ?
O4 Yb1 O1 72.55(5) 2_757 . ?
O4 Yb1 O6 66.09(5) 2_757 2_756 ?
O4 Yb1 O8 132.39(5) 2_757 . ?
O5 Yb1 O1 138.45(5) . . ?
O5 Yb1 O4 130.38(5) . 2_757 ?
O5 Yb1 O6 64.33(5) . 2_756 ?
O5 Yb1 O8 69.95(5) . . ?
O7 Yb1 O1 70.91(6) . . ?
O7 Yb1 O4 143.15(6) . 2_757 ?
O7 Yb1 O5 82.29(6) . . ?
O7 Yb1 O6 140.74(6) . 2_756 ?
O7 Yb1 O8 68.54(6) . . ?
O8 Yb1 O6 114.26(5) . 2_756 ?
O9 Yb1 O1 68.64(6) . . ?
O9 Yb1 O2 133.95(6) . 2_667 ?
O9 Yb1 O3 136.86(6) . . ?
O9 Yb1 O4 89.80(7) . 2_757 ?
O9 Yb1 O5 76.57(6) . . ?
O9 Yb1 O6 71.64(6) . 2_756 ?
O9 Yb1 O7 81.36(7) . . ?
O9 Yb1 O8 137.15(7) . . ?
C1 O1 Yb1 122.32(13) . . ?
C3 O2 Yb1 122.50(13) . 2_667 ?
C4 O3 Yb1 120.08(13) . . ?
C6 O4 Yb1 118.32(13) . 2_757 ?
C7 O5 Yb1 124.68(14) . . ?
C9 O6 Yb1 118.74(14) . 2_756 ?
Yb1 O7 H7A 125.4(18) . . ?
Yb1 O7 H7B 125.6(18) . . ?
H7A O7 H7B 107(3) . . ?
Yb1 O8 H8A 119.2(17) . . ?
Yb1 O8 H8B 117.6(17) . . ?
H8A O8 H8B 104(2) . . ?
Yb1 O9 H9A 120.1(18) . . ?
Yb1 O9 H9B 121.6(19) . . ?
H9A O9 H9B 107(3) . . ?
H10A O10A H10B 104.8 . . ?
H10C O10B H10D 104.9 . . ?
H11A O11 H11B 100.6 . . ?
H12A O12 H12B 104(5) . . ?
H13A O13 H13B 110(3) . . ?
O1 C1 C2 126.17(19) . . ?
O1 C1 C3 113.96(17) . 2_667 ?
C2 C1 C3 119.87(17) . 2_667 ?
C1 C2 Cl1 119.48(15) . . ?
C3 C2 Cl1 117.72(15) . . ?
C3 C2 C1 122.80(18) . . ?
O2 C3 C1 115.90(17) . 2_667 ?
O2 C3 C2 126.78(19) . . ?
C2 C3 C1 117.32(17) . 2_667 ?
O3 C4 C5 124.76(19) . . ?
O3 C4 C6 115.48(18) . 2_757 ?
C5 C4 C6 119.76(18) . 2_757 ?
C4 C5 Cl2 118.50(16) . . ?
C4 C5 C6 121.53(19) . . ?
C6 C5 Cl2 119.96(16) . . ?
O4 C6 C4 115.24(18) . 2_757 ?
O4 C6 C5 126.07(19) . . ?
C5 C6 C4 118.70(18) . 2_757 ?
O5 C7 C8 125.9(2) . . ?
O5 C7 C9 116.03(17) . 2_756 ?
C8 C7 C9 118.07(17) . 2_756 ?
C7 C8 Cl3 118.91(16) . . ?
C7 C8 C9 120.73(19) . . ?
C9 C8 Cl3 120.18(15) . . ?
O6 C9 C7 114.31(17) . 2_756 ?
O6 C9 C8 124.8(2) . . ?
C8 C9 C7 120.89(17) . 2_756 ?

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
Yb1 O1 C1 C2 -179.47(17) . . . . ?
Yb1 O1 C1 C3 0.8(2) . . . 2_667 ?
Yb1 O2 C3 C1 -0.9(2) 2_667 . . 2_667 ?
Yb1 O2 C3 C2 178.61(17) 2_667 . . . ?
Yb1 O3 C4 C5 -163.86(17) . . . . ?
Yb1 O3 C4 C6 17.1(2) . . . 2_757 ?
Yb1 O4 C6 C4 12.9(2) 2_757 . . 2_757 ?
Yb1 O4 C6 C5 -166.98(16) 2_757 . . . ?
Yb1 O5 C7 C8 175.41(15) . . . . ?
Yb1 O5 C7 C9 -4.4(2) . . . 2_756 ?
Yb1 O6 C9 C7 -14.8(2) 2_756 . . 2_756 ?
Yb1 O6 C9 C8 166.35(15) 2_756 . . . ?
Cl1 C2 C3 O2 -1.2(3) . . . . ?
Cl1 C2 C3 C1 178.34(15) . . . 2_667 ?
Cl2 C5 C6 O4 -0.8(3) . . . . ?
Cl2 C5 C6 C4 179.37(15) . . . 2_757 ?
Cl3 C8 C9 O6 -2.9(3) . . . . ?
Cl3 C8 C9 C7 178.38(15) . . . 2_756 ?
O1 C1 C2 Cl1 2.0(3) . . . . ?
O1 C1 C2 C3 -178.3(2) . . . . ?
O3 C4 C5 Cl2 1.6(3) . . . . ?
O3 C4 C5 C6 -177.8(2) . . . . ?
O5 C7 C8 Cl3 1.7(3) . . . . ?
O5 C7 C8 C9 -173.44(19) . . . . ?
C1 C2 C3 O2 179.2(2) . . . . ?
C1 C2 C3 C1 -1.3(3) . . . 2_667 ?
C3 C1 C2 Cl1 -178.30(16) 2_667 . . . ?
C3 C1 C2 C3 1.3(4) 2_667 . . . ?
C4 C5 C6 O4 178.6(2) . . . . ?
C4 C5 C6 C4 -1.3(3) . . . 2_757 ?
C6 C4 C5 Cl2 -179.35(15) 2_757 . . . ?
C6 C4 C5 C6 1.3(3) 2_757 . . . ?
C7 C8 C9 O6 172.2(2) . . . . ?
C7 C8 C9 C7 -6.5(3) . . . 2_756 ?
C9 C7 C8 Cl3 -178.49(14) 2_756 . . . ?
C9 C7 C8 C9 6.4(3) 2_756 . . . ?

_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_3yb
_database_code_depnum_ccdc_archive 'CCDC 2532683'
loop_
_audit_author_name
_audit_author_address
'Kittipong Chainok'
;Thammasat University
Thailand
;
_audit_update_record             
;
2026-03-10 deposited with the CCDC.	2026-05-18 downloaded from the CCDC.
;
_audit_creation_date             2026-03-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H4 Cl3 O8 Yb, 2(H2 O), C10 H8 N2'
_chemical_formula_sum            'C19 H16 Cl3 N2 O10 Yb'
_chemical_formula_weight         711.73
_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'
Cl Cl 0.1484 0.1585 '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'
Yb Yb -0.3850 5.5486 '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                   12.9769(11)
_cell_length_b                   13.5156(12)
_cell_length_c                   14.5543(13)
_cell_angle_alpha                90
_cell_angle_beta                 107.308(3)
_cell_angle_gamma                90
_cell_volume                     2437.1(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9871
_cell_measurement_temperature    296
_cell_measurement_theta_max      26.062
_cell_measurement_theta_min      2.904
_shelx_estimated_absorpt_T_max   0.364
_shelx_estimated_absorpt_T_min   0.345
_exptl_absorpt_coefficient_mu    4.223
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6296
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0628 before and 0.0438 after correction.
The Ratio of minimum to maximum transmission is 0.8448.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark violet'
_exptl_crystal_colour_lustre     ?
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.940
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1380
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_av_unetI/netI     0.0218
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            34603
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.068
_diffrn_reflns_theta_min         2.904
_diffrn_ambient_temperature      296
_diffrn_detector                 'Bruker PHOTON 200 area detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_detector_type            'PHOTON II area detector'
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device       'four-circle KAPPA diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST CMOS'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    '0.5 mm'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'sealed x-ray tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4234
_reflns_number_total             4744
_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 V8.40B (Bruker, 2023)'
_computing_data_collection       'APEX6 (Bruker, 2023)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2018)'
_refine_diff_density_max         0.916
_refine_diff_density_min         -0.862
_refine_diff_density_rms         0.088
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     376
_refine_ls_number_reflns         4744
_refine_ls_number_restraints     40
_refine_ls_R_factor_all          0.0301
_refine_ls_R_factor_gt           0.0235
_refine_ls_restrained_S_all      1.112
_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)+(0.0053P)²+5.0114P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0431
_refine_ls_wR_factor_ref         0.0458
_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,H) groups
2. Restrained distances
 O7-H7A = O7-H7B
 0.85 with sigma of 0.02
 O8-H8A = O8-H8B
 0.85 with sigma of 0.02
 O9B-H9BA = O9B-H9BB
 0.85 with sigma of 0.02
 O9A-H9AA = O9A-H9AB
 0.85 with sigma of 0.02
 O10B-H10A = O10B-H10B
 0.85 with sigma of 0.02
 O10A-H10C = O10A-H10D
 0.85 with sigma of 0.02
 H9BA-H9BB
 1.34 with sigma of 0.04
 H9AA-H9AB
 1.34 with sigma of 0.04
 H10A-H10B
 1.34 with sigma of 0.04
 H10C-H10D
 1.34 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uanis(O9A) \\sim Ueq, Uanis(O9B) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O10B) \\sim Ueq, Uanis(O10A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 O9A, O9B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O10A, O10B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(O9B)=Sof(H9BA)=Sof(H9BB)=1-FVAR(1)
 Sof(O9A)=Sof(H9AA)=Sof(H9AB)=FVAR(1)
 Sof(O10B)=Sof(H10A)=Sof(H10B)=1-FVAR(2)
 Sof(O10A)=Sof(H10C)=Sof(H10D)=FVAR(2)
6.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C11(H11), C13(H13), C14(H14), C16(H16), C17(H17), C18(H18), C19(H19)
;
_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
Yb1 Yb 0.68310(2) 0.48860(2) 0.79864(2) 0.02143(5) Uani 1 1 d . . . . .
Cl1 Cl 0.50047(8) 0.73522(6) 0.99181(8) 0.0398(2) Uani 1 1 d . . . . .
Cl2 Cl 0.28350(6) 0.49786(8) 0.55975(6) 0.0433(2) Uani 1 1 d . . . . .
Cl3 Cl 0.89118(7) 0.49669(9) 1.16915(6) 0.0448(2) Uani 1 1 d . . . . .
O1 O 0.58751(17) 0.58973(16) 0.87624(16) 0.0271(5) Uani 1 1 d . . . . .
O2 O 0.41523(17) 0.60207(16) 1.11778(16) 0.0267(5) Uani 1 1 d . . . . .
O3 O 0.78517(16) 0.49175(18) 0.95845(16) 0.0288(5) Uani 1 1 d . . . . .
O4 O 1.13030(16) 0.50860(18) 1.18182(15) 0.0295(5) Uani 1 1 d . . . . .
O5 O 0.51265(16) 0.48588(18) 0.68802(15) 0.0295(5) Uani 1 1 d . . . . .
O6 O 0.31121(16) 0.51569(17) 0.36293(15) 0.0281(5) Uani 1 1 d . . . . .
O7 O 0.7095(2) 0.6465(2) 0.7597(2) 0.0408(7) Uani 1 1 d D . . . .
H7A H 0.737(3) 0.663(3) 0.716(3) 0.061(15) Uiso 1 1 d D . . . .
H7B H 0.683(3) 0.702(2) 0.769(3) 0.059(15) Uiso 1 1 d D . . . .
O8 O 0.7171(2) 0.3285(2) 0.7774(2) 0.0384(6) Uani 1 1 d D . . . .
H8A H 0.681(3) 0.279(2) 0.781(3) 0.060(15) Uiso 1 1 d D . . . .
H8B H 0.752(4) 0.310(4) 0.740(3) 0.079(18) Uiso 1 1 d D . . . .
O9A O 0.6219(18) 0.8242(15) 0.7536(18) 0.078(5) Uani 0.51(5) 1 d D U P A 1
H9AA H 0.572(7) 0.831(9) 0.701(6) 0.117 Uiso 0.51(5) 1 d D U P A 1
H9AB H 0.671(7) 0.863(9) 0.749(9) 0.117 Uiso 0.51(5) 1 d D U P A 1
O9B O 0.5995(19) 0.8030(19) 0.789(3) 0.102(6) Uani 0.49(5) 1 d D U P A 2
H9BA H 0.535(5) 0.784(11) 0.779(14) 0.153 Uiso 0.49(5) 1 d D U P A 2
H9BB H 0.599(12) 0.864(4) 0.805(13) 0.153 Uiso 0.49(5) 1 d D U P A 2
O10A O 0.603(3) 0.167(3) 0.763(2) 0.081(8) Uani 0.36(5) 1 d D U P B 1
H10C H 0.627(15) 0.115(9) 0.796(12) 0.121 Uiso 0.36(5) 1 d D U P B 1
H10D H 0.648(12) 0.173(14) 0.730(12) 0.121 Uiso 0.36(5) 1 d D U P B 1
O10B O 0.5820(13) 0.1861(12) 0.793(2) 0.101(5) Uani 0.64(5) 1 d D U P B 2
H10A H 0.554(9) 0.129(4) 0.788(10) 0.151 Uiso 0.64(5) 1 d D U P B 2
H10B H 0.527(6) 0.225(7) 0.783(10) 0.151 Uiso 0.64(5) 1 d D U P B 2
N1 N 0.8163(3) 0.6850(3) 0.6299(3) 0.0464(9) Uani 1 1 d . . . . .
N2 N 1.1588(3) 0.7164(3) 0.3348(3) 0.0550(10) Uani 1 1 d . . . . .
C1 C 0.5455(2) 0.5537(2) 0.9361(2) 0.0224(7) Uani 1 1 d . . . . .
C2 C 0.5002(3) 0.6075(2) 0.9959(3) 0.0250(7) Uani 1 1 d . . . . .
C3 C 0.4555(2) 0.5599(2) 1.0601(2) 0.0231(7) Uani 1 1 d . . . . .
C4 C 0.4997(2) 0.4922(2) 0.5986(2) 0.0224(7) Uani 1 1 d . . . . .
C5 C 0.4019(2) 0.4990(2) 0.5279(2) 0.0248(7) Uani 1 1 d . . . . .
C6 C 0.3958(2) 0.5079(2) 0.4304(2) 0.0223(7) Uani 1 1 d . . . . .
C7 C 0.8865(2) 0.4949(2) 0.9836(2) 0.0228(7) Uani 1 1 d . . . . .
C8 C 0.9518(2) 0.4980(3) 1.0789(2) 0.0259(7) Uani 1 1 d . . . . .
C9 C 1.0636(2) 0.5041(2) 1.0992(2) 0.0236(7) Uani 1 1 d . . . . .
C10 C 0.9027(4) 0.6280(4) 0.6431(3) 0.0564(13) Uani 1 1 d . . . . .
H10 H 0.917213 0.581442 0.692300 0.068 Uiso 1 1 calc R U . . .
C11 C 0.9719(3) 0.6340(3) 0.5878(3) 0.0519(12) Uani 1 1 d . . . . .
H11 H 1.033172 0.594298 0.601613 0.062 Uiso 1 1 calc R U . . .
C12 C 0.9499(3) 0.6994(3) 0.5116(3) 0.0332(8) Uani 1 1 d . . . . .
C13 C 0.8571(3) 0.7553(3) 0.4947(3) 0.0386(9) Uani 1 1 d . . . . .
H13 H 0.836744 0.797954 0.442273 0.046 Uiso 1 1 calc R U . . .
C14 C 0.7951(3) 0.7473(3) 0.5563(3) 0.0457(10) Uani 1 1 d . . . . .
H14 H 0.734887 0.787924 0.545687 0.055 Uiso 1 1 calc R U . . .
C15 C 1.0221(3) 0.7081(3) 0.4496(3) 0.0348(8) Uani 1 1 d . . . . .
C16 C 1.1302(3) 0.7287(4) 0.4885(3) 0.0530(12) Uani 1 1 d . . . . .
H16 H 1.159233 0.739854 0.554230 0.064 Uiso 1 1 calc R U . . .
C17 C 1.1949(4) 0.7325(4) 0.4286(4) 0.0638(14) Uani 1 1 d . . . . .
H17 H 1.267681 0.747214 0.455497 0.077 Uiso 1 1 calc R U . . .
C18 C 1.0547(4) 0.6987(4) 0.2977(4) 0.0592(12) Uani 1 1 d . . . . .
H18 H 1.027966 0.687723 0.231750 0.071 Uiso 1 1 calc R U . . .
C19 C 0.9836(4) 0.6955(4) 0.3514(3) 0.0535(12) Uani 1 1 d . . . . .
H19 H 0.910403 0.684954 0.321686 0.064 Uiso 1 1 calc R U . . .


_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
Yb1 O1 2.349(2) . ?
Yb1 O2 2.352(2) 3_667 ?
Yb1 O3 2.309(2) . ?
Yb1 O4 2.353(2) 3_767 ?
Yb1 O5 2.317(2) . ?
Yb1 O6 2.375(2) 3_666 ?
Yb1 O7 2.260(3) . ?
Yb1 O8 2.247(3) . ?
Cl1 C2 1.728(3) . ?
Cl2 C5 1.732(3) . ?
Cl3 C8 1.720(3) . ?
O1 C1 1.255(4) . ?
O2 C3 1.250(4) . ?
O3 C7 1.257(4) . ?
O4 C9 1.256(4) . ?
O5 C4 1.264(4) . ?
O6 C6 1.241(3) . ?
O7 H7A 0.847(19) . ?
O7 H7B 0.845(19) . ?
O8 H8A 0.837(19) . ?
O8 H8B 0.84(2) . ?
O9A H9AA 0.85(2) . ?
O9A H9AB 0.85(2) . ?
O9B H9BA 0.85(2) . ?
O9B H9BB 0.85(2) . ?
O10A H10C 0.86(2) . ?
O10A H10D 0.86(2) . ?
O10B H10A 0.85(2) . ?
O10B H10B 0.86(2) . ?
N1 C10 1.326(5) . ?
N1 C14 1.325(5) . ?
N2 C17 1.323(6) . ?
N2 C18 1.318(6) . ?
C1 C2 1.391(5) . ?
C1 C3 1.537(5) 3_667 ?
C2 C3 1.395(5) . ?
C4 C5 1.379(4) . ?
C4 C6 1.535(4) 3_666 ?
C5 C6 1.403(4) . ?
C7 C8 1.394(4) . ?
C7 C9 1.528(5) 3_767 ?
C8 C9 1.395(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.376(6) . ?
C11 H11 0.9300 . ?
C11 C12 1.379(5) . ?
C12 C13 1.380(5) . ?
C12 C15 1.486(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.375(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.376(5) . ?
C15 C19 1.378(6) . ?
C16 H16 0.9300 . ?
C16 C17 1.380(6) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C18 C19 1.376(6) . ?
C19 H19 0.9300 . ?

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 Yb1 O2 66.99(8) . 3_667 ?
O1 Yb1 O4 127.18(8) . 3_767 ?
O1 Yb1 O6 131.81(8) . 3_666 ?
O2 Yb1 O4 130.01(8) 3_667 3_767 ?
O2 Yb1 O6 132.90(8) 3_667 3_666 ?
O3 Yb1 O1 74.44(8) . . ?
O3 Yb1 O2 74.07(8) . 3_667 ?
O3 Yb1 O4 67.46(7) . 3_767 ?
O3 Yb1 O5 147.48(8) . . ?
O3 Yb1 O6 145.10(7) . 3_666 ?
O4 Yb1 O6 77.65(7) 3_767 3_666 ?
O5 Yb1 O1 79.15(8) . . ?
O5 Yb1 O2 78.37(8) . 3_667 ?
O5 Yb1 O4 145.06(8) . 3_767 ?
O5 Yb1 O6 67.42(7) . 3_666 ?
O7 Yb1 O1 73.28(9) . . ?
O7 Yb1 O2 140.15(9) . 3_667 ?
O7 Yb1 O3 98.69(10) . . ?
O7 Yb1 O4 77.74(9) . 3_767 ?
O7 Yb1 O5 91.45(10) . . ?
O7 Yb1 O6 73.92(10) . 3_666 ?
O8 Yb1 O1 141.22(9) . . ?
O8 Yb1 O2 74.24(9) . 3_667 ?
O8 Yb1 O3 94.54(10) . . ?
O8 Yb1 O4 78.18(9) . 3_767 ?
O8 Yb1 O5 94.29(10) . . ?
O8 Yb1 O6 77.01(10) . 3_666 ?
O8 Yb1 O7 145.46(10) . . ?
C1 O1 Yb1 120.6(2) . . ?
C3 O2 Yb1 120.6(2) . 3_667 ?
C7 O3 Yb1 122.1(2) . . ?
C9 O4 Yb1 120.5(2) . 3_767 ?
C4 O5 Yb1 121.42(19) . . ?
C6 O6 Yb1 120.0(2) . 3_666 ?
Yb1 O7 H7A 125(3) . . ?
Yb1 O7 H7B 134(3) . . ?
H7A O7 H7B 99(4) . . ?
Yb1 O8 H8A 129(3) . . ?
Yb1 O8 H8B 123(4) . . ?
H8A O8 H8B 103(5) . . ?
H9AA O9A H9AB 105(5) . . ?
H9BA O9B H9BB 104(5) . . ?
H10C O10A H10D 101(5) . . ?
H10A O10B H10B 103(5) . . ?
C14 N1 C10 116.7(4) . . ?
C18 N2 C17 117.3(4) . . ?
O1 C1 C2 125.7(3) . . ?
O1 C1 C3 115.0(3) . 3_667 ?
C2 C1 C3 119.3(3) . 3_667 ?
C1 C2 Cl1 119.6(3) . . ?
C1 C2 C3 121.1(3) . . ?
C3 C2 Cl1 119.3(3) . . ?
O2 C3 Yb1 39.58(15) . 3_667 ?
O2 C3 C1 114.9(3) . 3_667 ?
O2 C3 C2 125.5(3) . . ?
C1 C3 Yb1 76.00(17) 3_667 3_667 ?
C2 C3 Yb1 163.2(2) . 3_667 ?
C2 C3 C1 119.6(3) . 3_667 ?
O5 C4 C5 125.7(3) . . ?
O5 C4 C6 115.2(2) . 3_666 ?
C5 C4 C6 119.1(3) . 3_666 ?
C4 C5 Cl2 119.5(3) . . ?
C4 C5 C6 121.5(3) . . ?
C6 C5 Cl2 119.0(2) . . ?
O6 C6 Yb1 40.25(15) . 3_666 ?
O6 C6 C4 115.4(3) . 3_666 ?
O6 C6 C5 125.3(3) . . ?
C4 C6 Yb1 75.36(16) 3_666 3_666 ?
C5 C6 Yb1 164.7(2) . 3_666 ?
C5 C6 C4 119.3(3) . 3_666 ?
O3 C7 C8 124.3(3) . . ?
O3 C7 C9 115.0(3) . 3_767 ?
C8 C7 C9 120.7(3) . 3_767 ?
C7 C8 Cl3 118.6(2) . . ?
C7 C8 C9 119.9(3) . . ?
C9 C8 Cl3 121.4(2) . . ?
O4 C9 Yb1 39.60(15) . 3_767 ?
O4 C9 C7 114.9(3) . 3_767 ?
O4 C9 C8 125.7(3) . . ?
C7 C9 Yb1 75.36(16) 3_767 3_767 ?
C8 C9 Yb1 165.1(2) . 3_767 ?
C8 C9 C7 119.4(3) . 3_767 ?
N1 C10 H10 118.2 . . ?
N1 C10 C11 123.5(4) . . ?
C11 C10 H10 118.2 . . ?
C10 C11 H11 120.2 . . ?
C10 C11 C12 119.5(4) . . ?
C12 C11 H11 120.2 . . ?
C11 C12 C13 117.1(4) . . ?
C11 C12 C15 121.4(3) . . ?
C13 C12 C15 121.5(3) . . ?
C12 C13 H13 120.3 . . ?
C14 C13 C12 119.3(4) . . ?
C14 C13 H13 120.3 . . ?
N1 C14 C13 123.8(4) . . ?
N1 C14 H14 118.1 . . ?
C13 C14 H14 118.1 . . ?
C16 C15 C12 121.1(4) . . ?
C16 C15 C19 117.6(4) . . ?
C19 C15 C12 121.4(4) . . ?
C15 C16 H16 120.5 . . ?
C15 C16 C17 119.0(4) . . ?
C17 C16 H16 120.5 . . ?
N2 C17 C16 123.4(4) . . ?
N2 C17 H17 118.3 . . ?
C16 C17 H17 118.3 . . ?
N2 C18 H18 118.3 . . ?
N2 C18 C19 123.5(5) . . ?
C19 C18 H18 118.3 . . ?
C15 C19 H19 120.4 . . ?
C18 C19 C15 119.2(4) . . ?
C18 C19 H19 120.4 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O7 H7A N1 0.847(19) 1.87(2) 2.705(4) 171(5) . yes
O7 H7B O9A 0.845(19) 1.82(3) 2.648(15) 165(5) . yes
O7 H7B O9B 0.845(19) 1.83(3) 2.656(18) 167(5) . yes
O8 H8A O10A 0.837(19) 1.78(3) 2.61(2) 167(5) . yes
O8 H8A O10B 0.837(19) 1.83(3) 2.659(16) 169(5) . yes
O8 H8B N2 0.84(2) 1.85(2) 2.683(5) 172(5) 3_766 yes
O9A H9AA O2 0.85(2) 2.23(7) 2.989(14) 150(13) 4_575 yes
O9B H9BA O10B 0.85(2) 2.05(10) 2.79(3) 145(15) 2_656 yes
O9B H9BB O5 0.85(2) 2.22(10) 2.938(17) 142(13) 2_656 yes
O10B H10A O5 0.85(2) 2.18(4) 3.018(15) 166(13) 2_646 yes
O10B H10B O9B 0.86(2) 1.97(6) 2.79(3) 160(14) 2_646 yes
C10 H10 O4 0.93 2.43 3.277(5) 151.9 3_767 yes

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
Yb1 O1 C1 C2 170.6(2) . . . . ?
Yb1 O1 C1 C3 -10.3(3) . . . 3_667 ?
Yb1 O2 C3 C1 -11.2(3) 3_667 . . 3_667 ?
Yb1 O2 C3 C2 169.3(2) 3_667 . . . ?
Yb1 O3 C7 C8 179.3(2) . . . . ?
Yb1 O3 C7 C9 -0.3(4) . . . 3_767 ?
Yb1 O4 C9 C7 -2.4(4) 3_767 . . 3_767 ?
Yb1 O4 C9 C8 177.3(3) 3_767 . . . ?
Yb1 O5 C4 C5 -174.7(3) . . . . ?
Yb1 O5 C4 C6 5.4(4) . . . 3_666 ?
Yb1 O6 C6 C4 6.7(4) 3_666 . . 3_666 ?
Yb1 O6 C6 C5 -172.9(2) 3_666 . . . ?
Cl1 C2 C3 Yb1 23.2(9) . . . 3_667 ?
Cl1 C2 C3 O2 -0.9(5) . . . . ?
Cl1 C2 C3 C1 179.7(2) . . . 3_667 ?
Cl2 C5 C6 Yb1 -17.2(10) . . . 3_666 ?
Cl2 C5 C6 O6 0.3(5) . . . . ?
Cl2 C5 C6 C4 -179.3(2) . . . 3_666 ?
Cl3 C8 C9 Yb1 7.2(11) . . . 3_767 ?
Cl3 C8 C9 O4 0.4(5) . . . . ?
Cl3 C8 C9 C7 -179.9(2) . . . 3_767 ?
O1 C1 C2 Cl1 -0.7(5) . . . . ?
O1 C1 C2 C3 180.0(3) . . . . ?
O3 C7 C8 Cl3 0.4(5) . . . . ?
O3 C7 C8 C9 -178.3(3) . . . . ?
O5 C4 C5 Cl2 -0.6(5) . . . . ?
O5 C4 C5 C6 178.6(3) . . . . ?
N1 C10 C11 C12 -2.8(8) . . . . ?
N2 C18 C19 C15 -2.2(8) . . . . ?
C1 C2 C3 Yb1 -157.5(6) . . . 3_667 ?
C1 C2 C3 O2 178.5(3) . . . . ?
C1 C2 C3 C1 -1.0(5) . . . 3_667 ?
C3 C1 C2 Cl1 -179.7(2) 3_667 . . . ?
C3 C1 C2 C3 0.9(5) 3_667 . . . ?
C4 C5 C6 Yb1 163.6(7) . . . 3_666 ?
C4 C5 C6 O6 -178.9(3) . . . . ?
C4 C5 C6 C4 1.5(5) . . . 3_666 ?
C6 C4 C5 Cl2 179.3(2) 3_666 . . . ?
C6 C4 C5 C6 -1.5(5) 3_666 . . . ?
C7 C8 C9 Yb1 -174.1(7) . . . 3_767 ?
C7 C8 C9 O4 179.1(3) . . . . ?
C7 C8 C9 C7 -1.3(5) . . . 3_767 ?
C9 C7 C8 Cl3 180.0(2) 3_767 . . . ?
C9 C7 C8 C9 1.3(5) 3_767 . . . ?
C10 N1 C14 C13 -0.1(7) . . . . ?
C10 C11 C12 C13 -0.6(7) . . . . ?
C10 C11 C12 C15 -179.7(4) . . . . ?
C11 C12 C13 C14 3.4(6) . . . . ?
C11 C12 C15 C16 -55.7(6) . . . . ?
C11 C12 C15 C19 124.0(5) . . . . ?
C12 C13 C14 N1 -3.2(6) . . . . ?
C12 C15 C16 C17 177.7(4) . . . . ?
C12 C15 C19 C18 -176.3(4) . . . . ?
C13 C12 C15 C16 125.3(4) . . . . ?
C13 C12 C15 C19 -55.0(5) . . . . ?
C14 N1 C10 C11 3.1(7) . . . . ?
C15 C12 C13 C14 -177.6(4) . . . . ?
C15 C16 C17 N2 -0.7(8) . . . . ?
C16 C15 C19 C18 3.4(7) . . . . ?
C17 N2 C18 C19 -0.5(7) . . . . ?
C18 N2 C17 C16 2.0(7) . . . . ?
C19 C15 C16 C17 -2.0(7) . . . . ?

_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_2tb
_database_code_depnum_ccdc_archive 'CCDC 2532677'
loop_
_audit_author_name
_audit_author_address
'Kittipong Chainok'
;Thammasat University
Thailand
;
_audit_update_record             
;
2026-03-10 deposited with the CCDC.	2026-05-18 downloaded from the CCDC.
;
_audit_creation_date             2026-03-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H6 Cl3 O9 Tb, 3.5(H2 O)'
_chemical_formula_sum            'C9 H13 Cl3 O12.50 Tb'
_chemical_formula_weight         586.46
_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'
Cl Cl 0.1484 0.1585 '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'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.2918(3)
_cell_length_b                   10.2132(3)
_cell_length_c                   10.8882(4)
_cell_angle_alpha                64.9900(10)
_cell_angle_beta                 70.0090(10)
_cell_angle_gamma                82.0270(10)
_cell_volume                     879.95(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9974
_cell_measurement_temperature    296
_cell_measurement_theta_max      32.56
_cell_measurement_theta_min      3.20
_shelx_estimated_absorpt_T_max   0.449
_shelx_estimated_absorpt_T_min   0.343
_exptl_absorpt_coefficient_mu    4.535
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_correction_T_min  0.6165
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0742 before and 0.0568 after correction.
The Ratio of minimum to maximum transmission is 0.8259.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    2.213
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       hexagonal
_exptl_crystal_F_000             566
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.21
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0559
_diffrn_reflns_av_unetI/netI     0.0540
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            37264
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.775
_diffrn_reflns_theta_min         3.196
_diffrn_ambient_temperature      296
_diffrn_detector                 'Bruker PHOTON 200 area detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_detector_type            'PHOTON II area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'four-circle KAPPA diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST CMOS'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    '0.5 mm'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'sealed x-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_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                5168
_reflns_number_total             6481
_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 V8.40B (Bruker, 2023)'
_computing_data_collection       'APEX6 (Bruker, 2023)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2018)'
_refine_diff_density_max         1.512
_refine_diff_density_min         -1.447
_refine_diff_density_rms         0.185
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         6481
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.0580
_refine_ls_R_factor_gt           0.0335
_refine_ls_restrained_S_all      1.036
_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)+(0.0188P)²+0.7777P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0510
_refine_ls_wR_factor_ref         0.0563
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 O9-H9A = O9-H9B
 0.85 with sigma of 0.02
 O7-H7A = O7-H7B
 0.85 with sigma of 0.02
 O8-H8A = O8-H8B
 0.85 with sigma of 0.02
 O10B-H10D = O10B-H10C
 0.85 with sigma of 0.02
 O10A-H10A = O10A-H10B
 0.85 with sigma of 0.02
 O13-H13A = O13-H13B
 0.85 with sigma of 0.02
 O11A-H11B = O11A-H11A
 0.85 with sigma of 0.02
 O11B-H11D = O11B-H11C
 0.85 with sigma of 0.02
 O12-H12A = O12-H12B
 0.85 with sigma of 0.02
 H9A-H9B
 1.34 with sigma of 0.04
 H7A-H7B
 1.34 with sigma of 0.04
 H8A-H8B
 1.34 with sigma of 0.04
 H10D-H10C
 1.34 with sigma of 0.04
 H10A-H10B
 1.34 with sigma of 0.04
 H13A-H13B
 1.34 with sigma of 0.04
 H11B-H11A
 1.34 with sigma of 0.04
 H11D-H11C
 1.34 with sigma of 0.04
 H12A-H12B
 1.34 with sigma of 0.04
 Tb1-H9A \\sim Tb1-H9B
 with sigma of 0.02
 Tb1-H7A \\sim Tb1-H7B
 with sigma of 0.02
 Tb1-H8A \\sim Tb1-H8B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O10B) \\sim Ueq, Uanis(O10A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O11A) \\sim Ueq, Uanis(O11B) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O12) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Fixed Sof: O10A(0.8) H10A(0.8) H10B(0.8) O10B(0.2) H10C(0.2) H10D(0.2)
 O11A(0.4) H11A(0.4) H11B(0.4) O11B(0.6) H11C(0.6) H11D(0.6) O12(0.5) H12A(0.5)
 H12B(0.5)
5.a Riding coordinates:
 O10A(H10A,H10B), O10B(H10C,H10D), O11A(H11A,H11B), O11B(H11C,H11D)
;
_atom_sites_solution_hydrogens   difmap
_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
Tb1 Tb 0.71391(2) 0.24951(2) 0.74318(2) 0.01769(4) Uani 1 1 d D . . . .
Cl1 Cl 0.66534(11) 0.78341(8) 0.74138(8) 0.0390(2) Uani 1 1 d . . . . .
Cl2 Cl 0.83994(10) -0.28391(8) 1.05672(11) 0.0406(2) Uani 1 1 d . . . . .
Cl3 Cl 0.74259(9) 0.03438(9) 0.35735(9) 0.03568(18) Uani 1 1 d . . . . .
O1 O 0.6860(2) 0.4819(2) 0.7580(2) 0.0242(4) Uani 1 1 d . . . . .
O2 O 0.4550(2) 0.75151(19) 1.0313(2) 0.0238(4) Uani 1 1 d . . . . .
O3 O 0.7542(2) 0.0212(2) 0.9177(2) 0.0269(4) Uani 1 1 d . . . . .
O4 O 1.1121(2) -0.2580(2) 1.1368(2) 0.0243(4) Uani 1 1 d . . . . .
O5 O 0.7495(2) 0.1564(2) 0.5638(2) 0.0248(4) Uani 1 1 d . . . . .
O6 O 1.0254(2) -0.1479(2) 0.3423(2) 0.0283(5) Uani 1 1 d . . . . .
O7 O 0.5086(3) 0.3741(2) 0.6582(3) 0.0338(5) Uani 1 1 d D . . . .
H7A H 0.480(4) 0.457(2) 0.653(4) 0.051 Uiso 1 1 d D U . . .
H7B H 0.443(3) 0.336(3) 0.649(4) 0.051 Uiso 1 1 d D U . . .
O8 O 0.5029(2) 0.0800(2) 0.8240(2) 0.0276(5) Uani 1 1 d D . . . .
H8A H 0.429(3) 0.076(3) 0.896(3) 0.041 Uiso 1 1 d D U . . .
H8B H 0.524(3) -0.006(2) 0.838(4) 0.041 Uiso 1 1 d D U . . .
O9 O 0.8540(3) 0.4310(2) 0.5241(2) 0.0366(5) Uani 1 1 d D . . . .
H9A H 0.819(4) 0.513(2) 0.493(3) 0.055 Uiso 1 1 d D U . . .
H9B H 0.902(4) 0.415(3) 0.453(2) 0.055 Uiso 1 1 d D U . . .
O10A O 0.5817(6) 0.3521(5) 0.3649(5) 0.0625(14) Uani 0.8 1 d D U P A 1
H10A H 0.626390 0.313516 0.427687 0.094 Uiso 0.8 1 d DR U P A 1
H10B H 0.649985 0.360768 0.286184 0.094 Uiso 0.8 1 d DR U P A 1
O10B O 0.655(2) 0.397(2) 0.306(2) 0.066(6) Uani 0.2 1 d D U P B 2
H10C H 0.740889 0.427345 0.242696 0.099 Uiso 0.2 1 d DR U P B 2
H10D H 0.675542 0.339967 0.381633 0.099 Uiso 0.2 1 d DR U P B 2
O11A O 1.003(3) 0.598(3) 0.751(3) 0.121(11) Uani 0.4 1 d D U P C 1
H11A H 1.060986 0.620043 0.785597 0.181 Uiso 0.4 1 d DR U P C 1
H11B H 0.938016 0.539210 0.822969 0.181 Uiso 0.4 1 d DR U P C 1
O11B O 0.9992(12) 0.5751(12) 0.7365(11) 0.0501(18) Uani 0.6 1 d D U P D 2
H11C H 0.928624 0.608501 0.698853 0.075 Uiso 0.6 1 d DR U P D 2
H11D H 0.988040 0.484756 0.762704 0.075 Uiso 0.6 1 d DR U P D 2
O12 O 0.8045(7) 0.3927(6) 1.0972(7) 0.0543(14) Uani 0.5 1 d D U P . .
H12A H 0.820(10) 0.345(9) 1.049(9) 0.081 Uiso 0.5 1 d D U P . .
H12B H 0.877(8) 0.381(10) 1.128(10) 0.081 Uiso 0.5 1 d D U P . .
O13 O 1.2822(4) 0.3077(3) 0.5704(3) 0.0554(7) Uani 1 1 d D . . . .
H13A H 1.218(4) 0.241(4) 0.603(5) 0.083 Uiso 1 1 d D U . . .
H13B H 1.361(4) 0.291(5) 0.509(4) 0.083 Uiso 1 1 d D U . . .
C1 C 0.6002(3) 0.4983(3) 0.8677(3) 0.0192(5) Uani 1 1 d . . . . .
C2 C 0.5758(3) 0.6292(3) 0.8825(3) 0.0220(6) Uani 1 1 d . . . . .
C3 C 0.4814(3) 0.6382(3) 1.0089(3) 0.0190(5) Uani 1 1 d . . . . .
C4 C 0.8701(3) 0.0033(3) 0.9578(3) 0.0200(5) Uani 1 1 d . . . . .
C5 C 0.9279(3) -0.1305(3) 1.0269(3) 0.0247(6) Uani 1 1 d . . . . .
C6 C 1.0529(3) -0.1417(3) 1.0723(3) 0.0203(5) Uani 1 1 d . . . . .
C7 C 0.8643(3) 0.0849(3) 0.5253(3) 0.0191(5) Uani 1 1 d . . . . .
C8 C 0.8835(3) 0.0180(3) 0.4340(3) 0.0214(6) Uani 1 1 d . . . . .
C9 C 1.0084(3) -0.0720(3) 0.4110(3) 0.0200(5) 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 O1 2.4185(18) . ?
Tb1 O2 2.4169(19) 2_667 ?
Tb1 O3 2.385(2) . ?
Tb1 O4 2.4310(19) 2_757 ?
Tb1 O5 2.4232(19) . ?
Tb1 O6 2.528(2) 2_756 ?
Tb1 O7 2.377(2) . ?
Tb1 O8 2.468(2) . ?
Tb1 O9 2.372(2) . ?
Cl1 C2 1.725(3) . ?
Cl2 C5 1.725(3) . ?
Cl3 C8 1.735(3) . ?
O1 C1 1.254(3) . ?
O2 C3 1.256(3) . ?
O3 C4 1.259(3) . ?
O4 C6 1.258(3) . ?
O5 C7 1.259(3) . ?
O6 C9 1.249(3) . ?
O7 H7A 0.835(17) . ?
O7 H7B 0.823(17) . ?
O8 H8A 0.836(17) . ?
O8 H8B 0.830(17) . ?
O9 H9A 0.829(17) . ?
O9 H9B 0.819(17) . ?
O10A H10A 0.8461 . ?
O10A H10B 0.8515 . ?
O10B H10C 0.8504 . ?
O10B H10D 0.8501 . ?
O11A H11A 0.8506 . ?
O11A H11B 0.8511 . ?
O11B H11C 0.8476 . ?
O11B H11D 0.8529 . ?
O12 H12A 0.82(2) . ?
O12 H12B 0.83(2) . ?
O13 H13A 0.847(18) . ?
O13 H13B 0.858(19) . ?
C1 C2 1.392(3) . ?
C1 C3 1.529(4) 2_667 ?
C2 C3 1.390(4) . ?
C4 C5 1.387(4) . ?
C4 C6 1.532(4) 2_757 ?
C5 C6 1.383(4) . ?
C7 C8 1.380(4) . ?
C7 C9 1.529(4) 2_756 ?
C8 C9 1.398(4) . ?

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 O4 72.00(7) . 2_757 ?
O1 Tb1 O5 137.90(7) . . ?
O1 Tb1 O6 121.51(7) . 2_756 ?
O1 Tb1 O8 125.47(7) . . ?
O2 Tb1 O1 65.53(6) 2_667 . ?
O2 Tb1 O4 76.30(7) 2_667 2_757 ?
O2 Tb1 O5 144.24(7) 2_667 . ?
O2 Tb1 O6 135.99(7) 2_667 2_756 ?
O2 Tb1 O8 73.29(7) 2_667 . ?
O3 Tb1 O1 127.58(7) . . ?
O3 Tb1 O2 75.15(7) . 2_667 ?
O3 Tb1 O4 65.90(7) . 2_757 ?
O3 Tb1 O5 93.98(7) . . ?
O3 Tb1 O6 67.99(7) . 2_756 ?
O3 Tb1 O8 69.09(7) . . ?
O4 Tb1 O6 67.35(6) 2_757 2_756 ?
O4 Tb1 O8 130.51(7) 2_757 . ?
O5 Tb1 O4 130.68(6) . 2_757 ?
O5 Tb1 O6 63.35(6) . 2_756 ?
O5 Tb1 O8 71.02(7) . . ?
O7 Tb1 O1 71.46(7) . . ?
O7 Tb1 O2 83.46(8) . 2_667 ?
O7 Tb1 O3 137.49(8) . . ?
O7 Tb1 O4 142.99(7) . 2_757 ?
O7 Tb1 O5 82.36(7) . . ?
O7 Tb1 O6 140.44(8) . 2_756 ?
O7 Tb1 O8 69.73(7) . . ?
O8 Tb1 O6 112.85(7) . 2_756 ?
O9 Tb1 O1 69.03(7) . . ?
O9 Tb1 O2 134.50(7) . 2_667 ?
O9 Tb1 O3 139.66(8) . . ?
O9 Tb1 O4 92.21(8) . 2_757 ?
O9 Tb1 O5 74.55(7) . . ?
O9 Tb1 O6 72.40(8) . 2_756 ?
O9 Tb1 O7 80.22(9) . . ?
O9 Tb1 O8 136.54(8) . . ?
C1 O1 Tb1 121.61(17) . . ?
C3 O2 Tb1 121.45(17) . 2_667 ?
C4 O3 Tb1 119.53(18) . . ?
C6 O4 Tb1 118.23(17) . 2_757 ?
C7 O5 Tb1 123.94(18) . . ?
C9 O6 Tb1 119.68(18) . 2_756 ?
Tb1 O7 H7A 125(2) . . ?
Tb1 O7 H7B 125(2) . . ?
H7A O7 H7B 109(3) . . ?
Tb1 O8 H8A 118(2) . . ?
Tb1 O8 H8B 119(2) . . ?
H8A O8 H8B 104(3) . . ?
Tb1 O9 H9A 121(2) . . ?
Tb1 O9 H9B 123(2) . . ?
H9A O9 H9B 105(3) . . ?
H10A O10A H10B 105.4 . . ?
H10C O10B H10D 105.6 . . ?
H11A O11A H11B 104.6 . . ?
H11C O11B H11D 100.6 . . ?
H12A O12 H12B 108(5) . . ?
H13A O13 H13B 108(4) . . ?
O1 C1 C2 124.7(3) . . ?
O1 C1 C3 115.6(2) . 2_667 ?
C2 C1 C3 119.7(2) . 2_667 ?
C1 C2 Cl1 119.4(2) . . ?
C3 C2 Cl1 119.3(2) . . ?
C3 C2 C1 121.3(2) . . ?
O2 C3 C1 115.8(2) . 2_667 ?
O2 C3 C2 125.2(2) . . ?
C2 C3 C1 118.9(2) . 2_667 ?
O3 C4 C5 124.4(3) . . ?
O3 C4 C6 115.6(2) . 2_757 ?
C5 C4 C6 120.0(2) . 2_757 ?
C4 C5 Cl2 118.7(2) . . ?
C6 C5 Cl2 120.2(2) . . ?
C6 C5 C4 121.1(3) . . ?
O4 C6 C4 115.6(2) . 2_757 ?
O4 C6 C5 125.5(3) . . ?
C5 C6 C4 118.9(2) . 2_757 ?
O5 C7 C8 126.2(3) . . ?
O5 C7 C9 115.3(2) . 2_756 ?
C8 C7 C9 118.5(2) . 2_756 ?
C7 C8 Cl3 119.4(2) . . ?
C7 C8 C9 121.2(3) . . ?
C9 C8 Cl3 119.2(2) . . ?
O6 C9 C7 115.1(2) . 2_756 ?
O6 C9 C8 125.0(3) . . ?
C8 C9 C7 119.9(2) . 2_756 ?

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 O1 C1 C2 -178.4(2) . . . . ?
Tb1 O1 C1 C3 1.3(3) . . . 2_667 ?
Tb1 O2 C3 C1 0.3(3) 2_667 . . 2_667 ?
Tb1 O2 C3 C2 179.5(2) 2_667 . . . ?
Tb1 O3 C4 C5 -161.8(2) . . . . ?
Tb1 O3 C4 C6 19.1(3) . . . 2_757 ?
Tb1 O4 C6 C4 16.1(3) 2_757 . . 2_757 ?
Tb1 O4 C6 C5 -164.6(2) 2_757 . . . ?
Tb1 O5 C7 C8 173.5(2) . . . . ?
Tb1 O5 C7 C9 -5.9(3) . . . 2_756 ?
Tb1 O6 C9 C7 -17.5(3) 2_756 . . 2_756 ?
Tb1 O6 C9 C8 163.7(2) 2_756 . . . ?
Cl1 C2 C3 O2 -0.5(4) . . . . ?
Cl1 C2 C3 C1 178.7(2) . . . 2_667 ?
Cl2 C5 C6 O4 -0.2(4) . . . . ?
Cl2 C5 C6 C4 179.1(2) . . . 2_757 ?
Cl3 C8 C9 O6 -2.7(4) . . . . ?
Cl3 C8 C9 C7 178.5(2) . . . 2_756 ?
O1 C1 C2 Cl1 1.0(4) . . . . ?
O1 C1 C2 C3 -178.6(3) . . . . ?
O3 C4 C5 Cl2 1.8(4) . . . . ?
O3 C4 C5 C6 -177.7(3) . . . . ?
O5 C7 C8 Cl3 2.1(4) . . . . ?
O5 C7 C8 C9 -172.8(3) . . . . ?
C1 C2 C3 O2 179.1(3) . . . . ?
C1 C2 C3 C1 -1.7(5) . . . 2_667 ?
C3 C1 C2 Cl1 -178.7(2) 2_667 . . . ?
C3 C1 C2 C3 1.7(5) 2_667 . . . ?
C4 C5 C6 O4 179.3(3) . . . . ?
C4 C5 C6 C4 -1.4(4) . . . 2_757 ?
C6 C4 C5 Cl2 -179.1(2) 2_757 . . . ?
C6 C4 C5 C6 1.4(5) 2_757 . . . ?
C7 C8 C9 O6 172.2(3) . . . . ?
C7 C8 C9 C7 -6.7(4) . . . 2_756 ?
C9 C7 C8 Cl3 -178.6(2) 2_756 . . . ?
C9 C7 C8 C9 6.6(4) 2_756 . . . ?

_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_3tm
_database_code_depnum_ccdc_archive 'CCDC 2532682'
loop_
_audit_author_name
_audit_author_address
'Kittipong Chainok'
;Thammasat University
Thailand
;
_audit_update_record             
;
2026-03-10 deposited with the CCDC.	2026-05-18 downloaded from the CCDC.
;
_audit_creation_date             2026-03-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H4 Cl3 O8 Tm, 2(H2 O), C10 H8 N2'
_chemical_formula_sum            'C19 H16 Cl3 N2 O10 Tm'
_chemical_formula_weight         707.62
_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'
Cl Cl 0.1484 0.1585 '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'
Tm Tm -0.3139 5.2483 '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                   13.003(3)
_cell_length_b                   13.505(2)
_cell_length_c                   14.591(3)
_cell_angle_alpha                90
_cell_angle_beta                 107.155(7)
_cell_angle_gamma                90
_cell_volume                     2448.3(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9848
_cell_measurement_temperature    296.00
_cell_measurement_theta_max      26.038
_cell_measurement_theta_min      2.898
_shelx_estimated_absorpt_T_max   0.400
_shelx_estimated_absorpt_T_min   0.379
_exptl_absorpt_coefficient_mu    4.007
_exptl_absorpt_correction_T_max  0.7432
_exptl_absorpt_correction_T_min  0.6857
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0960 before and 0.0850 after correction.
The Ratio of minimum to maximum transmission is 0.9226.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark violet'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.920
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1376
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.28
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0733
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            72130
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.179
_diffrn_reflns_theta_min         2.898
_diffrn_ambient_temperature      296.00
_diffrn_detector                 'Bruker PHOTON 200 area detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_detector_type            'PHOTON II area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device       'four-circle KAPPA diffractometer'
_diffrn_measurement_device_type  'BRUKER D8 QUEST CMOS PHOTON II'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    '0.5 mm'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'sealed x-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4226
_reflns_number_total             4827
_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 V8.40B (Bruker, 2023)'
_computing_data_collection       'APEX6 (Bruker, 2023)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2018)'
_refine_diff_density_max         0.698
_refine_diff_density_min         -0.664
_refine_diff_density_rms         0.087
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     376
_refine_ls_number_reflns         4827
_refine_ls_number_restraints     40
_refine_ls_R_factor_all          0.0298
_refine_ls_R_factor_gt           0.0218
_refine_ls_restrained_S_all      1.074
_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)+(0.0133P)²+3.8412P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0473
_refine_ls_wR_factor_ref         0.0527
_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,H) groups
2. Restrained distances
 O7-H7A = O7-H7B
 0.85 with sigma of 0.02
 O8-H8A = O8-H8B
 0.85 with sigma of 0.02
 O9B-H9BA = O9B-H9BB
 0.85 with sigma of 0.02
 O9A-H9AA = O9A-H9AB
 0.85 with sigma of 0.02
 O10B-H10A = O10B-H10B
 0.85 with sigma of 0.02
 O10A-H10C = O10A-H10D
 0.85 with sigma of 0.02
 H9BA-H9BB
 1.34 with sigma of 0.04
 H9AA-H9AB
 1.34 with sigma of 0.04
 H10A-H10B
 1.34 with sigma of 0.04
 H10C-H10D
 1.34 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uanis(O9A) \\sim Ueq, Uanis(O9B) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O10B) \\sim Ueq, Uanis(O10A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 O9A, O9B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O10A, O10B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(O9B)=Sof(H9BA)=Sof(H9BB)=1-FVAR(1)
 Sof(O9A)=Sof(H9AA)=Sof(H9AB)=FVAR(1)
 Sof(O10B)=Sof(H10A)=Sof(H10B)=1-FVAR(2)
 Sof(O10A)=Sof(H10C)=Sof(H10D)=FVAR(2)
6.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C11(H11), C13(H13), C14(H14), C16(H16), C17(H17), C18(H18), C19(H19)
;
_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
Tm1 Tm 0.68319(2) 0.48893(2) 0.79857(2) 0.02377(5) Uani 1 1 d . . . . .
Cl1 Cl 0.50032(8) 0.73538(7) 0.99239(7) 0.0428(2) Uani 1 1 d . . . . .
Cl2 Cl 0.28384(7) 0.49788(8) 0.55952(6) 0.0456(2) Uani 1 1 d . . . . .
Cl3 Cl 0.89147(7) 0.49654(8) 1.16888(6) 0.0480(3) Uani 1 1 d . . . . .
O1 O 0.58755(18) 0.59004(17) 0.87692(16) 0.0303(5) Uani 1 1 d . . . . .
O2 O 0.41530(18) 0.60182(17) 1.11780(15) 0.0296(5) Uani 1 1 d . . . . .
O3 O 0.78592(17) 0.49203(18) 0.95867(16) 0.0326(5) Uani 1 1 d . . . . .
O4 O 1.12972(18) 0.50806(18) 1.18105(15) 0.0341(6) Uani 1 1 d . . . . .
O5 O 0.51232(18) 0.48626(18) 0.68734(15) 0.0334(5) Uani 1 1 d . . . . .
O6 O 0.31148(17) 0.51543(18) 0.36336(15) 0.0310(5) Uani 1 1 d . . . . .
O7 O 0.7098(2) 0.6480(2) 0.7594(2) 0.0446(7) Uani 1 1 d D . . . .
O8 O 0.7174(2) 0.3281(2) 0.7769(2) 0.0422(6) Uani 1 1 d D . . . .
O9B O 0.5982(15) 0.8031(15) 0.788(3) 0.104(6) Uani 0.52(5) 1 d D U P A 2
H9BA H 0.541(8) 0.787(11) 0.802(13) 0.156 Uiso 0.52(5) 1 d D U P A 2
H9BB H 0.602(13) 0.866(3) 0.797(13) 0.156 Uiso 0.52(5) 1 d D U P A 2
O10B O 0.5814(12) 0.1871(12) 0.7917(19) 0.093(4) Uani 0.63(5) 1 d D U P B 2
H10A H 0.567(9) 0.149(7) 0.832(7) 0.140 Uiso 0.63(5) 1 d D U P B 2
H10B H 0.528(6) 0.228(7) 0.777(9) 0.140 Uiso 0.63(5) 1 d D U P B 2
N1 N 0.8165(3) 0.6853(3) 0.6297(3) 0.0499(9) Uani 1 1 d . . . . .
N2 N 1.1595(3) 0.7159(3) 0.3361(3) 0.0595(10) Uani 1 1 d . . . . .
C1 C 0.5454(2) 0.5538(2) 0.9365(2) 0.0255(6) Uani 1 1 d . . . . .
C2 C 0.5004(3) 0.6072(2) 0.9960(2) 0.0289(7) Uani 1 1 d . . . . .
C3 C 0.4553(2) 0.5596(2) 1.0603(2) 0.0250(6) Uani 1 1 d . . . . .
C4 C 0.4995(3) 0.4925(2) 0.5981(2) 0.0261(7) Uani 1 1 d . . . . .
C5 C 0.4019(2) 0.4990(2) 0.5279(2) 0.0267(7) Uani 1 1 d . . . . .
C6 C 0.3960(2) 0.5075(2) 0.4303(2) 0.0248(6) Uani 1 1 d . . . . .
C7 C 0.8866(3) 0.4954(2) 0.9836(2) 0.0257(7) Uani 1 1 d . . . . .
C8 C 0.9521(3) 0.4983(2) 1.0783(2) 0.0282(7) Uani 1 1 d . . . . .
C9 C 1.0638(3) 0.5039(2) 1.0996(2) 0.0256(7) Uani 1 1 d . . . . .
C10 C 0.9029(4) 0.6294(4) 0.6435(3) 0.0617(13) Uani 1 1 d . . . . .
H10 H 0.917769 0.583593 0.693304 0.074 Uiso 1 1 calc R U . . .
C11 C 0.9725(3) 0.6350(4) 0.5883(3) 0.0554(12) Uani 1 1 d . . . . .
H11 H 1.033854 0.595598 0.602441 0.066 Uiso 1 1 calc R U . . .
C12 C 0.9503(3) 0.6996(3) 0.5120(3) 0.0370(8) Uani 1 1 d . . . . .
C13 C 0.8574(3) 0.7553(3) 0.4945(3) 0.0422(9) Uani 1 1 d . . . . .
H13 H 0.837193 0.797674 0.442032 0.051 Uiso 1 1 calc R U . . .
C14 C 0.7949(3) 0.7471(3) 0.5563(3) 0.0495(10) Uani 1 1 d . . . . .
H14 H 0.734404 0.787324 0.545551 0.059 Uiso 1 1 calc R U . . .
C15 C 1.0223(3) 0.7074(3) 0.4506(3) 0.0378(8) Uani 1 1 d . . . . .
C16 C 1.1298(4) 0.7288(4) 0.4891(3) 0.0576(12) Uani 1 1 d . . . . .
H16 H 1.158741 0.740223 0.554507 0.069 Uiso 1 1 calc R U . . .
C17 C 1.1945(4) 0.7331(4) 0.4285(4) 0.0686(14) Uani 1 1 d . . . . .
H17 H 1.266768 0.749025 0.455036 0.082 Uiso 1 1 calc R U . . .
C18 C 1.0556(5) 0.6982(4) 0.2991(4) 0.0667(14) Uani 1 1 d . . . . .
H18 H 1.029211 0.687506 0.233329 0.080 Uiso 1 1 calc R U . . .
C19 C 0.9841(4) 0.6946(4) 0.3523(3) 0.0568(12) Uani 1 1 d . . . . .
H19 H 0.911191 0.683703 0.322682 0.068 Uiso 1 1 calc R U . . .
H7A H 0.741(4) 0.663(4) 0.717(3) 0.073(16) Uiso 1 1 d D . . . .
H7B H 0.685(4) 0.703(2) 0.771(4) 0.079(18) Uiso 1 1 d D . . . .
O9A O 0.625(2) 0.8267(15) 0.7540(14) 0.078(5) Uani 0.48(5) 1 d D U P A 1
H9AA H 0.569(7) 0.808(10) 0.710(7) 0.117 Uiso 0.48(5) 1 d D U P A 1
H9AB H 0.664(9) 0.855(10) 0.724(8) 0.117 Uiso 0.48(5) 1 d D U P A 1
O10A O 0.605(3) 0.164(2) 0.761(2) 0.084(7) Uani 0.37(5) 1 d D U P B 1
H10C H 0.599(15) 0.109(7) 0.786(14) 0.126 Uiso 0.37(5) 1 d D U P B 1
H10D H 0.657(11) 0.154(13) 0.736(13) 0.126 Uiso 0.37(5) 1 d D U P B 1
H8A H 0.680(3) 0.277(2) 0.779(3) 0.047(12) Uiso 1 1 d D . . . .
H8B H 0.754(4) 0.308(4) 0.741(4) 0.10(2) Uiso 1 1 d 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
Tm1 O1 2.357(2) . ?
Tm1 O2 2.356(2) 3_667 ?
Tm1 O3 2.324(2) . ?
Tm1 O4 2.363(2) 3_767 ?
Tm1 O5 2.333(2) . ?
Tm1 O6 2.385(2) 3_666 ?
Tm1 O7 2.275(3) . ?
Tm1 O8 2.257(3) . ?
Cl1 C2 1.732(3) . ?
Cl2 C5 1.729(3) . ?
Cl3 C8 1.727(3) . ?
O1 C1 1.256(4) . ?
O2 C3 1.248(4) . ?
O3 C7 1.251(4) . ?
O4 C9 1.245(4) . ?
O5 C4 1.266(4) . ?
O6 C6 1.241(4) . ?
O7 H7A 0.854(19) . ?
O7 H7B 0.843(19) . ?
O8 H8A 0.852(19) . ?
O8 H8B 0.85(2) . ?
O9B H9BA 0.85(2) . ?
O9B H9BB 0.86(2) . ?
O10B H10A 0.85(2) . ?
O10B H10B 0.86(2) . ?
N1 C10 1.319(6) . ?
N1 C14 1.321(5) . ?
N2 C17 1.310(6) . ?
N2 C18 1.321(6) . ?
C1 C2 1.384(4) . ?
C1 C3 1.533(5) 3_667 ?
C2 C3 1.400(4) . ?
C4 C5 1.378(4) . ?
C4 C6 1.533(4) 3_666 ?
C5 C6 1.407(4) . ?
C7 C8 1.394(4) . ?
C7 C9 1.533(4) 3_767 ?
C8 C9 1.395(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.381(6) . ?
C11 H11 0.9300 . ?
C11 C12 1.375(5) . ?
C12 C13 1.380(5) . ?
C12 C15 1.479(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.385(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.374(6) . ?
C15 C19 1.383(6) . ?
C16 H16 0.9300 . ?
C16 C17 1.390(6) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C18 C19 1.377(6) . ?
C19 H19 0.9300 . ?
O9A H9AA 0.85(2) . ?
O9A H9AB 0.85(2) . ?
O10A H10C 0.85(2) . ?
O10A H10D 0.86(2) . ?

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 Tm1 O4 126.86(8) . 3_767 ?
O1 Tm1 O6 131.94(8) . 3_666 ?
O2 Tm1 O1 66.74(8) 3_667 . ?
O2 Tm1 O4 129.83(8) 3_667 3_767 ?
O2 Tm1 O6 132.78(8) 3_667 3_666 ?
O3 Tm1 O1 74.40(8) . . ?
O3 Tm1 O2 74.21(8) . 3_667 ?
O3 Tm1 O4 66.92(8) . 3_767 ?
O3 Tm1 O5 147.82(8) . . ?
O3 Tm1 O6 145.10(8) . 3_666 ?
O4 Tm1 O6 78.19(7) 3_767 3_666 ?
O5 Tm1 O1 79.39(8) . . ?
O5 Tm1 O2 78.50(8) . 3_667 ?
O5 Tm1 O4 145.26(8) . 3_767 ?
O5 Tm1 O6 67.08(7) . 3_666 ?
O7 Tm1 O1 73.50(9) . . ?
O7 Tm1 O2 140.10(9) . 3_667 ?
O7 Tm1 O3 98.66(10) . . ?
O7 Tm1 O4 77.77(10) . 3_767 ?
O7 Tm1 O5 91.37(10) . . ?
O7 Tm1 O6 73.94(9) . 3_666 ?
O8 Tm1 O1 141.18(9) . . ?
O8 Tm1 O2 74.45(9) . 3_667 ?
O8 Tm1 O3 94.55(10) . . ?
O8 Tm1 O4 78.22(9) . 3_767 ?
O8 Tm1 O5 94.28(10) . . ?
O8 Tm1 O6 76.89(9) . 3_666 ?
O8 Tm1 O7 145.29(10) . . ?
C1 O1 Tm1 120.7(2) . . ?
C3 O2 Tm1 120.6(2) . 3_667 ?
C7 O3 Tm1 122.3(2) . . ?
C9 O4 Tm1 121.0(2) . 3_767 ?
C4 O5 Tm1 121.6(2) . . ?
C6 O6 Tm1 120.0(2) . 3_666 ?
Tm1 O7 H7A 123(3) . . ?
Tm1 O7 H7B 133(4) . . ?
H7A O7 H7B 103(5) . . ?
Tm1 O8 H8A 130(3) . . ?
Tm1 O8 H8B 124(4) . . ?
H8A O8 H8B 101(5) . . ?
H9BA O9B H9BB 103(5) . . ?
H10A O10B H10B 103(5) . . ?
C10 N1 C14 116.9(4) . . ?
C17 N2 C18 117.1(4) . . ?
O1 C1 C2 125.7(3) . . ?
O1 C1 C3 114.7(3) . 3_667 ?
C2 C1 C3 119.6(3) . 3_667 ?
C1 C2 Cl1 119.8(3) . . ?
C1 C2 C3 121.3(3) . . ?
C3 C2 Cl1 118.9(2) . . ?
O2 C3 C1 115.4(3) . 3_667 ?
O2 C3 C2 125.5(3) . . ?
C2 C3 C1 119.1(3) . 3_667 ?
O5 C4 C5 125.6(3) . . ?
O5 C4 C6 114.8(3) . 3_666 ?
C5 C4 C6 119.6(3) . 3_666 ?
C4 C5 Cl2 119.8(2) . . ?
C4 C5 C6 121.4(3) . . ?
C6 C5 Cl2 118.9(2) . . ?
O6 C6 C4 115.9(3) . 3_666 ?
O6 C6 C5 125.1(3) . . ?
C5 C6 C4 119.0(3) . 3_666 ?
O3 C7 C8 124.8(3) . . ?
O3 C7 C9 114.8(3) . 3_767 ?
C8 C7 C9 120.5(3) . 3_767 ?
C7 C8 Cl3 118.3(2) . . ?
C7 C8 C9 121.0(3) . . ?
C9 C8 Cl3 120.7(2) . . ?
O4 C9 C7 115.0(3) . 3_767 ?
O4 C9 C8 126.4(3) . . ?
C8 C9 C7 118.5(3) . 3_767 ?
N1 C10 H10 118.1 . . ?
N1 C10 C11 123.7(4) . . ?
C11 C10 H10 118.1 . . ?
C10 C11 H11 120.4 . . ?
C12 C11 C10 119.3(4) . . ?
C12 C11 H11 120.4 . . ?
C11 C12 C13 117.3(3) . . ?
C11 C12 C15 121.0(3) . . ?
C13 C12 C15 121.7(3) . . ?
C12 C13 H13 120.5 . . ?
C12 C13 C14 119.0(4) . . ?
C14 C13 H13 120.5 . . ?
N1 C14 C13 123.6(4) . . ?
N1 C14 H14 118.2 . . ?
C13 C14 H14 118.2 . . ?
C16 C15 C12 121.1(4) . . ?
C16 C15 C19 117.5(4) . . ?
C19 C15 C12 121.4(4) . . ?
C15 C16 H16 120.6 . . ?
C15 C16 C17 118.8(4) . . ?
C17 C16 H16 120.6 . . ?
N2 C17 C16 123.8(5) . . ?
N2 C17 H17 118.1 . . ?
C16 C17 H17 118.1 . . ?
N2 C18 H18 118.1 . . ?
N2 C18 C19 123.7(5) . . ?
C19 C18 H18 118.1 . . ?
C15 C19 H19 120.5 . . ?
C18 C19 C15 118.9(4) . . ?
C18 C19 H19 120.5 . . ?
H9AA O9A H9AB 104(5) . . ?
H10C O10A H10D 102(5) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O9B H9BA O10B 0.85(2) 2.22(14) 2.77(3) 122(14) 2_656 yes
O9B H9BB O5 0.86(2) 2.26(11) 2.937(13) 136(13) 2_656 yes
O10B H10A O5 0.85(2) 2.40(10) 3.026(12) 131(11) 2_646 yes
O10B H10B O9B 0.86(2) 1.93(4) 2.77(3) 165(13) 2_646 yes
C10 H10 O4 0.93 2.44 3.289(5) 152.2 3_767 yes
O7 H7A N1 0.854(19) 1.85(2) 2.703(4) 174(5) . yes
O7 H7B O9B 0.843(19) 1.83(3) 2.650(14) 165(5) . yes
O7 H7B O9A 0.843(19) 1.83(3) 2.646(13) 161(5) . yes
O9A H9AA O2 0.85(2) 2.39(11) 3.019(13) 131(12) 4_575 yes
O8 H8A O10B 0.852(19) 1.81(2) 2.651(12) 167(4) . yes
O8 H8A O10A 0.852(19) 1.78(3) 2.62(2) 169(4) . yes
O8 H8B N2 0.85(2) 1.84(2) 2.682(4) 172(6) 3_766 yes

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
Tm1 O1 C1 C2 170.7(2) . . . . ?
Tm1 O1 C1 C3 -10.1(3) . . . 3_667 ?
Tm1 O2 C3 C1 -11.4(3) 3_667 . . 3_667 ?
Tm1 O2 C3 C2 169.5(2) 3_667 . . . ?
Tm1 O3 C7 C8 179.4(2) . . . . ?
Tm1 O3 C7 C9 -0.6(4) . . . 3_767 ?
Tm1 O4 C9 C7 -2.1(4) 3_767 . . 3_767 ?
Tm1 O4 C9 C8 177.7(3) 3_767 . . . ?
Tm1 O5 C4 C5 -174.9(3) . . . . ?
Tm1 O5 C4 C6 5.2(4) . . . 3_666 ?
Tm1 O6 C6 C4 6.9(4) 3_666 . . 3_666 ?
Tm1 O6 C6 C5 -173.2(2) 3_666 . . . ?
Cl1 C2 C3 O2 -1.2(5) . . . . ?
Cl1 C2 C3 C1 179.7(2) . . . 3_667 ?
Cl2 C5 C6 O6 0.7(5) . . . . ?
Cl2 C5 C6 C4 -179.4(2) . . . 3_666 ?
Cl3 C8 C9 O4 -0.1(5) . . . . ?
Cl3 C8 C9 C7 179.7(2) . . . 3_767 ?
O1 C1 C2 Cl1 -0.5(5) . . . . ?
O1 C1 C2 C3 180.0(3) . . . . ?
O3 C7 C8 Cl3 0.4(5) . . . . ?
O3 C7 C8 C9 -178.7(3) . . . . ?
O5 C4 C5 Cl2 -0.5(5) . . . . ?
O5 C4 C5 C6 178.8(3) . . . . ?
N1 C10 C11 C12 -2.4(8) . . . . ?
N2 C18 C19 C15 -1.8(8) . . . . ?
C1 C2 C3 O2 178.3(3) . . . . ?
C1 C2 C3 C1 -0.8(5) . . . 3_667 ?
C3 C1 C2 Cl1 -179.7(2) 3_667 . . . ?
C3 C1 C2 C3 0.8(5) 3_667 . . . ?
C4 C5 C6 O6 -178.6(3) . . . . ?
C4 C5 C6 C4 1.2(5) . . . 3_666 ?
C6 C4 C5 Cl2 179.4(2) 3_666 . . . ?
C6 C4 C5 C6 -1.2(5) 3_666 . . . ?
C7 C8 C9 O4 179.1(3) . . . . ?
C7 C8 C9 C7 -1.2(5) . . . 3_767 ?
C9 C7 C8 Cl3 -179.7(2) 3_767 . . . ?
C9 C7 C8 C9 1.2(5) 3_767 . . . ?
C10 N1 C14 C13 0.2(7) . . . . ?
C10 C11 C12 C13 -0.6(7) . . . . ?
C10 C11 C12 C15 -179.5(4) . . . . ?
C11 C12 C13 C14 3.1(6) . . . . ?
C11 C12 C15 C16 -56.0(6) . . . . ?
C11 C12 C15 C19 124.7(5) . . . . ?
C12 C13 C14 N1 -3.0(7) . . . . ?
C12 C15 C16 C17 178.5(4) . . . . ?
C12 C15 C19 C18 -177.1(4) . . . . ?
C13 C12 C15 C16 125.0(5) . . . . ?
C13 C12 C15 C19 -54.3(6) . . . . ?
C14 N1 C10 C11 2.5(8) . . . . ?
C15 C12 C13 C14 -178.0(4) . . . . ?
C15 C16 C17 N2 -1.4(8) . . . . ?
C16 C15 C19 C18 3.6(7) . . . . ?
C17 N2 C18 C19 -1.6(8) . . . . ?
C18 N2 C17 C16 3.3(8) . . . . ?
C19 C15 C16 C17 -2.1(7) . . . . ?

_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_2sm
_database_code_depnum_ccdc_archive 'CCDC 2532674'
loop_
_audit_author_name
_audit_author_address
'Kittipong Chainok'
;Thammasat University
Thailand
;
_audit_update_record             
;
2026-03-10 deposited with the CCDC.	2026-05-18 downloaded from the CCDC.
;
_audit_creation_date             2026-03-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H6 Cl3 O9 Sm, 3.75(H2 O)'
_chemical_formula_sum            'C9 H13.50 Cl3 O12.75 Sm'
_chemical_formula_weight         582.40
_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'
Cl Cl 0.1484 0.1585 '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'
Sm Sm -0.1638 3.4418 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.3868(3)
_cell_length_b                   10.2842(3)
_cell_length_c                   10.8837(4)
_cell_angle_alpha                64.5940(10)
_cell_angle_beta                 69.7630(10)
_cell_angle_gamma                82.4870(10)
_cell_volume                     890.28(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9832
_cell_measurement_temperature    296
_cell_measurement_theta_max      30.53
_cell_measurement_theta_min      3.15
_shelx_estimated_absorpt_T_max   0.502
_shelx_estimated_absorpt_T_min   0.333
_exptl_absorpt_coefficient_mu    3.810
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6224
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0698 before and 0.0489 after correction.
The Ratio of minimum to maximum transmission is 0.8342.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    2.173
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       hexagonal
_exptl_crystal_F_000             565
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.21
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            33602
_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         30.583
_diffrn_reflns_theta_min         2.815
_diffrn_ambient_temperature      296
_diffrn_detector                 'Bruker PHOTON 200 area detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_detector_type            'PHOTON II area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'four-circle KAPPA diffractometer'
_diffrn_measurement_device_type  'BRUKER D8 QUEST CMOS PHOTON II'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    '0.5 mm'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'sealed x-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_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                4894
_reflns_number_total             5466
_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 V8.40B (Bruker, 2023)'
_computing_data_collection       'APEX6 (Bruker, 2023)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2018)'
_refine_diff_density_max         1.235
_refine_diff_density_min         -0.581
_refine_diff_density_rms         0.107
_refine_ls_extinction_coef       0.0046(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         5466
_refine_ls_number_restraints     69
_refine_ls_R_factor_all          0.0287
_refine_ls_R_factor_gt           0.0217
_refine_ls_restrained_S_all      1.089
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0130P)²+0.6140P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0397
_refine_ls_wR_factor_ref         0.0414
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 O9-H9A = O9-H9B
 0.85 with sigma of 0.02
 O7-H7A = O7-H7B
 0.85 with sigma of 0.02
 O8-H8A = O8-H8B
 0.85 with sigma of 0.02
 O10B-H10D = O10B-H10C
 0.85 with sigma of 0.02
 O10A-H10A = O10A-H10B
 0.85 with sigma of 0.02
 O13-H13A = O13-H13B
 0.85 with sigma of 0.02
 O11A-H11B = O11A-H11A
 0.85 with sigma of 0.02
 O11B-H11D = O11B-H11C
 0.85 with sigma of 0.02
 O12B-H12C = O12B-H12D
 0.85 with sigma of 0.02
 O12A-H12A = O12A-H12B
 0.85 with sigma of 0.02
 H9A-H9B
 1.34 with sigma of 0.04
 H7A-H7B
 1.34 with sigma of 0.04
 H8A-H8B
 1.34 with sigma of 0.04
 H10D-H10C
 1.34 with sigma of 0.04
 H10A-H10B
 1.34 with sigma of 0.04
 H13A-H13B
 1.34 with sigma of 0.04
 H11B-H11A
 1.34 with sigma of 0.04
 H11D-H11C
 1.34 with sigma of 0.04
 H12C-H12D
 1.34 with sigma of 0.04
 H12A-H12B
 1.34 with sigma of 0.04
 Sm1-H9A \\sim Sm1-H9B
 with sigma of 0.02
 Sm1-H7A \\sim Sm1-H7B
 with sigma of 0.02
 Sm1-H8A \\sim Sm1-H8B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O10B) \\sim Ueq, Uanis(O10A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O11A) \\sim Ueq, Uanis(O11B) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O12A) \\sim Ueq, Uanis(O12B) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Others
 Fixed Sof: O10A(0.85) H10A(0.85) H10B(0.85) O10B(0.15) H10C(0.15) H10D(0.15)
 O11A(0.55) H11A(0.55) H11B(0.55) O11B(0.45) H11C(0.45) H11D(0.45) O12A(0.25)
 H12A(0.25) H12B(0.25) O12B(0.5) H12C(0.5) H12D(0.5)
5.a Riding coordinates:
 O10A(H10A,H10B), O10B(H10C,H10D), O11A(H11A,H11B), O11B(H11C,H11D)
;
_atom_sites_solution_hydrogens   difmap
_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
Sm1 Sm 0.71638(2) 0.25151(2) 0.74066(2) 0.01738(4) Uani 1 1 d D . . . .
Cl1 Cl 0.66903(8) 0.78357(6) 0.73969(6) 0.03919(15) Uani 1 1 d . . . . .
Cl2 Cl 0.83630(7) -0.28277(6) 1.06109(8) 0.03982(15) Uani 1 1 d . . . . .
Cl3 Cl 0.75028(7) 0.03655(7) 0.35163(7) 0.03495(14) Uani 1 1 d . . . . .
O1 O 0.68872(17) 0.48384(15) 0.75731(16) 0.0244(3) Uani 1 1 d . . . . .
O2 O 0.45534(17) 0.75030(15) 1.02956(16) 0.0241(3) Uani 1 1 d . . . . .
O3 O 0.75392(17) 0.02150(16) 0.92178(17) 0.0272(3) Uani 1 1 d . . . . .
O4 O 1.10966(17) -0.25751(15) 1.13551(17) 0.0248(3) Uani 1 1 d . . . . .
O5 O 0.75522(17) 0.16025(16) 0.55590(16) 0.0247(3) Uani 1 1 d . . . . .
O6 O 1.02462(18) -0.14975(17) 0.34487(17) 0.0280(3) Uani 1 1 d . . . . .
O7 O 0.5090(2) 0.37644(18) 0.6560(2) 0.0339(4) Uani 1 1 d D . . . .
H7A H 0.481(3) 0.461(2) 0.643(3) 0.051 Uiso 1 1 d D U . . .
H7B H 0.441(3) 0.340(3) 0.647(3) 0.051 Uiso 1 1 d D U . . .
O8 O 0.50521(18) 0.07730(17) 0.82349(19) 0.0287(3) Uani 1 1 d D . . . .
H8A H 0.429(2) 0.077(3) 0.893(2) 0.043 Uiso 1 1 d D U . . .
H8B H 0.525(3) -0.0058(18) 0.837(3) 0.043 Uiso 1 1 d D U . . .
O9 O 0.8593(2) 0.43976(19) 0.51253(19) 0.0368(4) Uani 1 1 d D . . . .
H9A H 0.827(3) 0.5225(19) 0.486(3) 0.055 Uiso 1 1 d D U . . .
H9B H 0.902(3) 0.424(3) 0.442(2) 0.055 Uiso 1 1 d D U . . .
O10A O 0.5870(4) 0.3542(4) 0.3573(4) 0.0585(9) Uani 0.85 1 d D U P A 1
H10A H 0.631751 0.315687 0.420084 0.088 Uiso 0.85 1 d DR U P A 1
H10B H 0.655346 0.362936 0.278589 0.088 Uiso 0.85 1 d DR U P A 1
O10B O 0.653(2) 0.402(2) 0.305(3) 0.062(6) Uani 0.15 1 d D U P B 2
H10C H 0.738904 0.432563 0.241689 0.094 Uiso 0.15 1 d DR U P B 2
H10D H 0.673555 0.345187 0.380624 0.094 Uiso 0.15 1 d DR U P B 2
O11A O 0.9945(18) 0.6013(15) 0.7567(16) 0.111(5) Uani 0.55 1 d D U P C 1
H11A H 1.052132 0.623057 0.791557 0.167 Uiso 0.55 1 d DR U P C 1
H11B H 0.929147 0.542225 0.828926 0.167 Uiso 0.55 1 d DR U P C 1
O11B O 1.0046(15) 0.5737(14) 0.7435(12) 0.053(2) Uani 0.45 1 d D U P D 2
H11C H 0.933989 0.607131 0.705834 0.079 Uiso 0.45 1 d DR U P D 2
H11D H 0.993405 0.483387 0.769685 0.079 Uiso 0.45 1 d DR U P D 2
O12A O 0.803(2) 0.407(3) 0.073(3) 0.051(5) Uani 0.25 1 d D U P E 1
H12A H 0.815(18) 0.355(13) 0.026(13) 0.077 Uiso 0.25 1 d D U P F 1
H12B H 0.863(15) 0.479(10) 0.010(12) 0.077 Uiso 0.25 1 d D U P G 1
O12B O 0.8126(16) 0.3895(17) 0.0948(18) 0.085(5) Uani 0.5 1 d D U P H 2
H12C H 0.842(12) 0.411(11) 0.149(10) 0.127 Uiso 0.5 1 d D U P I 2
H12D H 0.857(11) 0.313(7) 0.091(12) 0.127 Uiso 0.5 1 d D U P J 2
O13 O 0.2878(3) 0.3055(2) 0.5699(3) 0.0517(5) Uani 1 1 d D . . . .
H13A H 0.223(3) 0.241(3) 0.603(4) 0.078 Uiso 1 1 d D U . . .
H13B H 0.365(3) 0.295(4) 0.506(3) 0.078 Uiso 1 1 d D U . . .
C1 C 0.6016(2) 0.4993(2) 0.8671(2) 0.0189(4) Uani 1 1 d . . . . .
C2 C 0.5771(2) 0.6290(2) 0.8821(2) 0.0223(4) Uani 1 1 d . . . . .
C3 C 0.4813(2) 0.6376(2) 1.0079(2) 0.0194(4) Uani 1 1 d . . . . .
C4 C 0.8696(2) 0.0034(2) 0.9604(2) 0.0210(4) Uani 1 1 d . . . . .
C5 C 0.9260(2) -0.1298(2) 1.0293(2) 0.0233(4) Uani 1 1 d . . . . .
C6 C 1.0517(2) -0.1417(2) 1.0723(2) 0.0202(4) Uani 1 1 d . . . . .
C7 C 0.8678(2) 0.0869(2) 0.5213(2) 0.0197(4) Uani 1 1 d . . . . .
C8 C 0.8874(2) 0.0189(2) 0.4309(2) 0.0206(4) Uani 1 1 d . . . . .
C9 C 1.0083(2) -0.0732(2) 0.4124(2) 0.0201(4) 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
Sm1 O1 2.4465(14) . ?
Sm1 O2 2.4560(14) 2_667 ?
Sm1 O3 2.4221(15) . ?
Sm1 O4 2.4711(15) 2_757 ?
Sm1 O5 2.4659(14) . ?
Sm1 O6 2.5451(15) 2_756 ?
Sm1 O7 2.4207(16) . ?
Sm1 O8 2.5017(16) . ?
Sm1 O9 2.4418(18) . ?
Cl1 C2 1.730(2) . ?
Cl2 C5 1.727(2) . ?
Cl3 C8 1.734(2) . ?
O1 C1 1.254(2) . ?
O2 C3 1.256(2) . ?
O3 C4 1.259(2) . ?
O4 C6 1.255(2) . ?
O5 C7 1.260(2) . ?
O6 C9 1.254(2) . ?
O7 H7A 0.836(16) . ?
O7 H7B 0.829(16) . ?
O8 H8A 0.838(16) . ?
O8 H8B 0.809(16) . ?
O9 H9A 0.826(16) . ?
O9 H9B 0.811(16) . ?
O10A H10A 0.8500 . ?
O10A H10B 0.8500 . ?
O10B H10C 0.8500 . ?
O10B H10D 0.8500 . ?
O11A H11A 0.8563 . ?
O11A H11B 0.8466 . ?
O11B H11C 0.8560 . ?
O11B H11D 0.8563 . ?
O12A H12A 0.86(2) . ?
O12A H12B 0.86(2) . ?
O12B H12C 0.85(2) . ?
O12B H12D 0.85(2) . ?
O13 H13A 0.833(18) . ?
O13 H13B 0.847(18) . ?
C1 C2 1.393(3) . ?
C1 C3 1.533(3) 2_667 ?
C2 C3 1.386(3) . ?
C4 C5 1.386(3) . ?
C4 C6 1.534(3) 2_757 ?
C5 C6 1.387(3) . ?
C7 C8 1.387(3) . ?
C7 C9 1.530(3) 2_756 ?
C8 C9 1.397(3) . ?

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 Sm1 O2 64.78(5) . 2_667 ?
O1 Sm1 O4 72.25(5) . 2_757 ?
O1 Sm1 O5 138.05(5) . . ?
O1 Sm1 O6 122.06(5) . 2_756 ?
O1 Sm1 O8 125.82(5) . . ?
O2 Sm1 O4 76.31(5) 2_667 2_757 ?
O2 Sm1 O5 144.93(5) 2_667 . ?
O2 Sm1 O6 136.13(5) 2_667 2_756 ?
O2 Sm1 O8 73.76(5) 2_667 . ?
O3 Sm1 O1 126.37(5) . . ?
O3 Sm1 O2 74.84(5) . 2_667 ?
O3 Sm1 O4 64.83(5) . 2_757 ?
O3 Sm1 O5 95.00(5) . . ?
O3 Sm1 O6 68.08(5) . 2_756 ?
O3 Sm1 O8 68.96(5) . . ?
O3 Sm1 O9 140.41(6) . . ?
O4 Sm1 O6 67.32(5) 2_757 2_756 ?
O4 Sm1 O8 129.81(5) 2_757 . ?
O5 Sm1 O4 130.18(5) . 2_757 ?
O5 Sm1 O6 62.87(5) . 2_756 ?
O5 Sm1 O8 71.29(5) . . ?
O7 Sm1 O1 71.57(5) . . ?
O7 Sm1 O2 82.67(6) . 2_667 ?
O7 Sm1 O3 137.14(6) . . ?
O7 Sm1 O4 143.24(5) . 2_757 ?
O7 Sm1 O5 82.89(5) . . ?
O7 Sm1 O6 141.05(6) . 2_756 ?
O7 Sm1 O8 69.92(6) . . ?
O7 Sm1 O9 80.18(6) . . ?
O8 Sm1 O6 111.89(5) . 2_756 ?
O9 Sm1 O1 69.49(5) . . ?
O9 Sm1 O2 134.15(5) . 2_667 ?
O9 Sm1 O4 93.20(6) . 2_757 ?
O9 Sm1 O5 73.84(6) . . ?
O9 Sm1 O6 73.17(6) . 2_756 ?
O9 Sm1 O8 136.12(6) . . ?
C1 O1 Sm1 121.99(13) . . ?
C3 O2 Sm1 121.59(13) . 2_667 ?
C4 O3 Sm1 119.77(13) . . ?
C6 O4 Sm1 118.15(13) . 2_757 ?
C7 O5 Sm1 123.25(13) . . ?
C9 O6 Sm1 119.80(13) . 2_756 ?
Sm1 O7 H7A 128.0(17) . . ?
Sm1 O7 H7B 126.7(17) . . ?
H7A O7 H7B 105(3) . . ?
Sm1 O8 H8A 116.7(16) . . ?
Sm1 O8 H8B 119.4(17) . . ?
H8A O8 H8B 107(3) . . ?
Sm1 O9 H9A 119.8(18) . . ?
Sm1 O9 H9B 122.0(18) . . ?
H9A O9 H9B 108(3) . . ?
H10A O10A H10B 104.5 . . ?
H10C O10B H10D 104.5 . . ?
H11A O11A H11B 105.0 . . ?
H11C O11B H11D 100.7 . . ?
H12A O12A H12B 101(5) . . ?
H12C O12B H12D 108(5) . . ?
H13A O13 H13B 111(3) . . ?
O1 C1 C2 125.00(19) . . ?
O1 C1 C3 115.81(17) . 2_667 ?
C2 C1 C3 119.19(17) . 2_667 ?
C1 C2 Cl1 118.96(16) . . ?
C3 C2 Cl1 119.13(15) . . ?
C3 C2 C1 121.91(19) . . ?
O2 C3 C1 115.78(17) . 2_667 ?
O2 C3 C2 125.32(19) . . ?
C2 C3 C1 118.90(17) . 2_667 ?
O3 C4 C5 124.52(19) . . ?
O3 C4 C6 115.44(17) . 2_757 ?
C5 C4 C6 120.03(18) . 2_757 ?
C4 C5 Cl2 118.62(16) . . ?
C4 C5 C6 121.38(19) . . ?
C6 C5 Cl2 120.00(16) . . ?
O4 C6 C4 115.90(18) . 2_757 ?
O4 C6 C5 125.51(19) . . ?
C5 C6 C4 118.58(17) . 2_757 ?
O5 C7 C8 125.9(2) . . ?
O5 C7 C9 115.58(17) . 2_756 ?
C8 C7 C9 118.54(17) . 2_756 ?
C7 C8 Cl3 119.21(16) . . ?
C7 C8 C9 121.17(19) . . ?
C9 C8 Cl3 119.39(15) . . ?
O6 C9 C7 115.32(17) . 2_756 ?
O6 C9 C8 124.75(19) . . ?
C8 C9 C7 119.93(17) . 2_756 ?

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
Sm1 O1 C1 C2 -178.03(16) . . . . ?
Sm1 O1 C1 C3 2.4(2) . . . 2_667 ?
Sm1 O2 C3 C1 0.5(2) 2_667 . . 2_667 ?
Sm1 O2 C3 C2 -179.55(16) 2_667 . . . ?
Sm1 O3 C4 C5 -160.65(17) . . . . ?
Sm1 O3 C4 C6 20.0(2) . . . 2_757 ?
Sm1 O4 C6 C4 17.9(2) 2_757 . . 2_757 ?
Sm1 O4 C6 C5 -162.99(17) 2_757 . . . ?
Sm1 O5 C7 C8 172.13(16) . . . . ?
Sm1 O5 C7 C9 -7.5(2) . . . 2_756 ?
Sm1 O6 C9 C7 -18.8(2) 2_756 . . 2_756 ?
Sm1 O6 C9 C8 161.92(16) 2_756 . . . ?
Cl1 C2 C3 O2 -0.9(3) . . . . ?
Cl1 C2 C3 C1 179.10(15) . . . 2_667 ?
Cl2 C5 C6 O4 -0.3(3) . . . . ?
Cl2 C5 C6 C4 178.80(15) . . . 2_757 ?
Cl3 C8 C9 O6 -2.3(3) . . . . ?
Cl3 C8 C9 C7 178.48(15) . . . 2_756 ?
O1 C1 C2 Cl1 1.3(3) . . . . ?
O1 C1 C2 C3 -178.7(2) . . . . ?
O3 C4 C5 Cl2 1.9(3) . . . . ?
O3 C4 C5 C6 -178.2(2) . . . . ?
O5 C7 C8 Cl3 1.8(3) . . . . ?
O5 C7 C8 C9 -172.7(2) . . . . ?
C1 C2 C3 O2 179.1(2) . . . . ?
C1 C2 C3 C1 -0.9(3) . . . 2_667 ?
C3 C1 C2 Cl1 -179.10(15) 2_667 . . . ?
C3 C1 C2 C3 0.9(3) 2_667 . . . ?
C4 C5 C6 O4 179.8(2) . . . . ?
C4 C5 C6 C4 -1.1(3) . . . 2_757 ?
C6 C4 C5 Cl2 -178.78(15) 2_757 . . . ?
C6 C4 C5 C6 1.2(3) 2_757 . . . ?
C7 C8 C9 O6 172.2(2) . . . . ?
C7 C8 C9 C7 -7.1(3) . . . 2_756 ?
C9 C7 C8 Cl3 -178.57(15) 2_756 . . . ?
C9 C7 C8 C9 7.0(3) 2_756 . . . ?

_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_8_2er
_database_code_depnum_ccdc_archive 'CCDC 2532679'
loop_
_audit_author_name
_audit_author_address
'Kittipong Chainok'
;Thammasat University
Thailand
;
_audit_update_record             
;
2026-03-10 deposited with the CCDC.	2026-05-18 downloaded from the CCDC.
;
_audit_creation_date             2026-03-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H6 Cl3 Er O9, 3.5(H2 O)'
_chemical_formula_sum            'C9 H13 Cl3 Er O12.50'
_chemical_formula_weight         594.80
_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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Er Er -0.2586 4.9576 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.2039(5)
_cell_length_b                   10.1659(5)
_cell_length_c                   10.9042(5)
_cell_angle_alpha                65.318(2)
_cell_angle_beta                 70.294(2)
_cell_angle_gamma                81.578(2)
_cell_volume                     872.74(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9980
_cell_measurement_temperature    296
_cell_measurement_theta_max      28.29
_cell_measurement_theta_min      3.21
_shelx_estimated_absorpt_T_max   0.374
_shelx_estimated_absorpt_T_min   0.272
_exptl_absorpt_coefficient_mu    5.328
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5584
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0839 before and 0.0571 after correction.
The Ratio of minimum to maximum transmission is 0.7488.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    2.263
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       hexagonal
_exptl_crystal_F_000             572
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.23
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0481
_diffrn_reflns_av_unetI/netI     0.0319
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            28833
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.877
_diffrn_reflns_theta_min         3.213
_diffrn_ambient_temperature      296
_diffrn_detector                 'Bruker PHOTON 200 area detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_detector_type            'PHOTON II area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'four-circle KAPPA diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST CMOS'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    '0.5 mm'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'sealed x-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_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                3669
_reflns_number_total             4155
_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 V8.40B (Bruker, 2023)'
_computing_data_collection       'APEX6 (Bruker, 2023)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2018)'
_refine_diff_density_max         1.493
_refine_diff_density_min         -1.192
_refine_diff_density_rms         0.130
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         4155
_refine_ls_number_restraints     51
_refine_ls_R_factor_all          0.0326
_refine_ls_R_factor_gt           0.0230
_refine_ls_restrained_S_all      1.073
_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)+(0.0176P)²+0.8977P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0444
_refine_ls_wR_factor_ref         0.0471
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 O9-H9A = O9-H9B
 0.85 with sigma of 0.02
 O7-H7A = O7-H7B
 0.85 with sigma of 0.02
 O8-H8A = O8-H8B
 0.85 with sigma of 0.02
 O10B-H10D = O10B-H10C
 0.85 with sigma of 0.02
 O10A-H10A = O10A-H10B
 0.85 with sigma of 0.02
 O13-H13A = O13-H13B
 0.85 with sigma of 0.02
 O11-H11B = O11-H11A
 0.85 with sigma of 0.02
 O12-H12A = O12-H12B
 0.85 with sigma of 0.02
 H9A-H9B
 1.34 with sigma of 0.04
 H7A-H7B
 1.34 with sigma of 0.04
 H8A-H8B
 1.34 with sigma of 0.04
 H10D-H10C
 1.34 with sigma of 0.04
 H10A-H10B
 1.34 with sigma of 0.04
 H13A-H13B
 1.34 with sigma of 0.04
 H11B-H11A
 1.34 with sigma of 0.04
 H12A-H12B
 1.34 with sigma of 0.04
 Er1-H9A \\sim Er1-H9B
 with sigma of 0.02
 Er1-H7A \\sim Er1-H7B
 with sigma of 0.02
 Er1-H8A \\sim Er1-H8B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O10B) \\sim Ueq, Uanis(O10A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O11) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O12) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Fixed Sof: O10A(0.82) H10A(0.82) H10B(0.82) O10B(0.18) H10C(0.18) H10D(0.18)
 O12(0.5) H12A(0.5) H12B(0.5)
5.a Riding coordinates:
 O10A(H10A,H10B), O10B(H10C,H10D), O11(H11A,H11B)
;
_atom_sites_solution_hydrogens   difmap
_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
Er1 Er 0.71129(2) 0.24755(2) 0.74559(2) 0.01699(5) Uani 1 1 d D . . . .
Cl1 Cl 0.66069(12) 0.78333(9) 0.74240(9) 0.0380(2) Uani 1 1 d . . . . .
Cl2 Cl 0.84416(12) -0.28520(10) 1.05280(12) 0.0400(2) Uani 1 1 d . . . . .
Cl3 Cl 0.73484(11) 0.03261(10) 0.36320(11) 0.0353(2) Uani 1 1 d . . . . .
O1 O 0.6827(3) 0.4799(2) 0.7583(2) 0.0229(5) Uani 1 1 d . . . . .
O2 O 0.4556(3) 0.7529(2) 1.0322(2) 0.0210(5) Uani 1 1 d . . . . .
O3 O 0.7540(3) 0.0209(2) 0.9139(2) 0.0251(5) Uani 1 1 d . . . . .
O4 O 1.1144(3) -0.2584(2) 1.1379(2) 0.0222(5) Uani 1 1 d . . . . .
O5 O 0.7439(2) 0.1532(2) 0.5710(2) 0.0237(5) Uani 1 1 d . . . . .
O6 O 1.0258(3) -0.1459(3) 0.3400(2) 0.0266(5) Uani 1 1 d . . . . .
O7 O 0.5076(3) 0.3708(3) 0.6604(3) 0.0325(6) Uani 1 1 d D . . . .
H7A H 0.482(4) 0.457(2) 0.648(4) 0.049 Uiso 1 1 d D U . . .
H7B H 0.436(3) 0.333(3) 0.657(5) 0.049 Uiso 1 1 d D U . . .
O8 O 0.5006(3) 0.0819(3) 0.8256(3) 0.0261(5) Uani 1 1 d D . . . .
H8A H 0.428(3) 0.076(4) 0.897(3) 0.039 Uiso 1 1 d D U . . .
H8B H 0.522(3) -0.002(2) 0.831(4) 0.039 Uiso 1 1 d D U . . .
O9 O 0.8500(3) 0.4229(3) 0.5344(3) 0.0358(6) Uani 1 1 d D . . . .
H9A H 0.824(4) 0.511(2) 0.504(3) 0.054 Uiso 1 1 d D U . . .
H9B H 0.894(5) 0.411(3) 0.459(2) 0.054 Uiso 1 1 d D U . . .
O10A O 0.5822(6) 0.3521(5) 0.3689(5) 0.0688(15) Uani 0.82 1 d D U P A 1
H10A H 0.626869 0.313545 0.431635 0.103 Uiso 0.82 1 d DR U P A 1
H10B H 0.650464 0.360796 0.290132 0.103 Uiso 0.82 1 d DR U P A 1
O10B O 0.669(2) 0.4008(19) 0.300(2) 0.048(5) Uani 0.18 1 d D U P B 2
H10C H 0.754729 0.431602 0.236775 0.072 Uiso 0.18 1 d DR U P B 2
H10D H 0.689382 0.344224 0.375712 0.072 Uiso 0.18 1 d DR U P B 2
O11 O 0.9999(4) 0.5806(4) 0.7327(4) 0.0696(10) Uani 1 1 d D U . . .
H11A H 0.929270 0.614012 0.695085 0.104 Uiso 1 1 d DR U . . .
H11B H 0.988686 0.490265 0.758934 0.104 Uiso 1 1 d DR U . . .
O12 O 0.8022(9) 0.3888(9) 1.1070(9) 0.070(2) Uani 0.5 1 d D U P . .
H12A H 0.835(12) 0.345(12) 1.051(10) 0.105 Uiso 0.5 1 d D U P . .
H12B H 0.873(10) 0.376(14) 1.145(12) 0.105 Uiso 0.5 1 d D U P . .
O13 O 1.2757(4) 0.3103(3) 0.5712(4) 0.0556(8) Uani 1 1 d D . . . .
H13A H 1.204(4) 0.248(5) 0.611(5) 0.083 Uiso 1 1 d D U . . .
H13B H 1.345(5) 0.283(6) 0.511(5) 0.083 Uiso 1 1 d D U . . .
C1 C 0.5986(4) 0.4977(3) 0.8673(3) 0.0189(6) Uani 1 1 d . . . . .
C2 C 0.5737(4) 0.6288(3) 0.8835(3) 0.0219(7) Uani 1 1 d . . . . .
C3 C 0.4816(4) 0.6393(3) 1.0093(3) 0.0185(6) Uani 1 1 d . . . . .
C4 C 0.8700(4) 0.0026(4) 0.9562(3) 0.0214(7) Uani 1 1 d . . . . .
C5 C 0.9297(4) -0.1308(3) 1.0249(4) 0.0230(7) Uani 1 1 d . . . . .
C6 C 1.0546(4) -0.1421(3) 1.0730(3) 0.0184(6) Uani 1 1 d . . . . .
C7 C 0.8613(4) 0.0832(3) 0.5295(3) 0.0188(6) Uani 1 1 d . . . . .
C8 C 0.8796(4) 0.0172(3) 0.4369(3) 0.0216(7) Uani 1 1 d . . . . .
C9 C 1.0075(4) -0.0711(3) 0.4099(3) 0.0203(7) 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
Er1 O1 2.394(2) . ?
Er1 O2 2.390(2) 2_667 ?
Er1 O3 2.350(2) . ?
Er1 O4 2.396(2) 2_757 ?
Er1 O5 2.385(2) . ?
Er1 O6 2.519(2) 2_756 ?
Er1 O7 2.337(2) . ?
Er1 O8 2.439(2) . ?
Er1 O9 2.316(3) . ?
Cl1 C2 1.731(3) . ?
Cl2 C5 1.726(3) . ?
Cl3 C8 1.732(3) . ?
O1 C1 1.250(4) . ?
O2 C3 1.254(3) . ?
O3 C4 1.260(4) . ?
O4 C6 1.255(4) . ?
O5 C7 1.262(4) . ?
O6 C9 1.244(4) . ?
O7 H7A 0.842(17) . ?
O7 H7B 0.830(17) . ?
O8 H8A 0.826(17) . ?
O8 H8B 0.831(17) . ?
O9 H9A 0.841(18) . ?
O9 H9B 0.837(18) . ?
O10A H10A 0.8427 . ?
O10A H10B 0.8539 . ?
O10B H10C 0.8518 . ?
O10B H10D 0.8506 . ?
O11 H11A 0.8397 . ?
O11 H11B 0.8513 . ?
O12 H12A 0.85(2) . ?
O12 H12B 0.85(2) . ?
O13 H13A 0.845(19) . ?
O13 H13B 0.855(19) . ?
C1 C2 1.393(4) . ?
C1 C3 1.537(4) 2_667 ?
C2 C3 1.387(4) . ?
C4 C5 1.383(5) . ?
C4 C6 1.535(4) 2_757 ?
C5 C6 1.388(4) . ?
C7 C8 1.384(4) . ?
C7 C9 1.529(4) 2_756 ?
C8 C9 1.398(4) . ?

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 Er1 O4 71.87(7) . 2_757 ?
O1 Er1 O6 121.09(8) . 2_756 ?
O1 Er1 O8 125.08(8) . . ?
O2 Er1 O1 66.29(7) 2_667 . ?
O2 Er1 O4 76.38(8) 2_667 2_757 ?
O2 Er1 O6 135.94(8) 2_667 2_756 ?
O2 Er1 O8 72.63(8) 2_667 . ?
O3 Er1 O1 128.90(8) . . ?
O3 Er1 O2 75.48(8) . 2_667 ?
O3 Er1 O4 67.02(7) . 2_757 ?
O3 Er1 O5 93.00(8) . . ?
O3 Er1 O6 67.94(8) . 2_756 ?
O3 Er1 O8 68.92(8) . . ?
O4 Er1 O6 67.39(7) 2_757 2_756 ?
O4 Er1 O8 130.91(8) 2_757 . ?
O5 Er1 O1 137.60(8) . . ?
O5 Er1 O2 143.61(8) . 2_667 ?
O5 Er1 O4 131.13(7) . 2_757 ?
O5 Er1 O6 63.76(7) . 2_756 ?
O5 Er1 O8 71.02(8) . . ?
O7 Er1 O1 71.45(8) . . ?
O7 Er1 O2 84.21(9) . 2_667 ?
O7 Er1 O3 137.58(9) . . ?
O7 Er1 O4 142.92(8) . 2_757 ?
O7 Er1 O5 81.69(8) . . ?
O7 Er1 O6 139.76(9) . 2_756 ?
O7 Er1 O8 69.59(8) . . ?
O8 Er1 O6 113.71(8) . 2_756 ?
O9 Er1 O1 68.62(8) . . ?
O9 Er1 O2 134.89(8) . 2_667 ?
O9 Er1 O3 138.76(9) . . ?
O9 Er1 O4 91.05(9) . 2_757 ?
O9 Er1 O5 75.21(9) . . ?
O9 Er1 O6 71.47(8) . 2_756 ?
O9 Er1 O7 80.61(10) . . ?
O9 Er1 O8 137.39(9) . . ?
C1 O1 Er1 121.5(2) . . ?
C3 O2 Er1 121.16(19) . 2_667 ?
C4 O3 Er1 119.5(2) . . ?
C6 O4 Er1 117.95(19) . 2_757 ?
C7 O5 Er1 124.2(2) . . ?
C9 O6 Er1 119.8(2) . 2_756 ?
Er1 O7 H7A 125(2) . . ?
Er1 O7 H7B 126(2) . . ?
H7A O7 H7B 107(3) . . ?
Er1 O8 H8A 119(2) . . ?
Er1 O8 H8B 118(2) . . ?
H8A O8 H8B 107(3) . . ?
Er1 O9 H9A 124(2) . . ?
Er1 O9 H9B 125(2) . . ?
H9A O9 H9B 102(3) . . ?
H10A O10A H10B 106.3 . . ?
H10C O10B H10D 106.6 . . ?
H11A O11 H11B 100.5 . . ?
H12A O12 H12B 105(5) . . ?
H13A O13 H13B 106(4) . . ?
O1 C1 C2 125.4(3) . . ?
O1 C1 C3 115.2(3) . 2_667 ?
C2 C1 C3 119.3(3) . 2_667 ?
C1 C2 Cl1 119.0(2) . . ?
C3 C2 Cl1 119.0(2) . . ?
C3 C2 C1 122.0(3) . . ?
O2 C3 C1 115.8(3) . 2_667 ?
O2 C3 C2 125.6(3) . . ?
C2 C3 C1 118.6(3) . 2_667 ?
O3 C4 C5 124.7(3) . . ?
O3 C4 C6 115.2(3) . 2_757 ?
C5 C4 C6 120.1(3) . 2_757 ?
C4 C5 Cl2 118.7(3) . . ?
C4 C5 C6 121.3(3) . . ?
C6 C5 Cl2 119.9(2) . . ?
O4 C6 C4 115.9(3) . 2_757 ?
O4 C6 C5 125.5(3) . . ?
C5 C6 C4 118.6(3) . 2_757 ?
O5 C7 C8 126.0(3) . . ?
O5 C7 C9 115.5(3) . 2_756 ?
C8 C7 C9 118.5(3) . 2_756 ?
C7 C8 Cl3 119.6(2) . . ?
C7 C8 C9 121.2(3) . . ?
C9 C8 Cl3 119.0(2) . . ?
O6 C9 C7 114.5(3) . 2_756 ?
O6 C9 C8 125.5(3) . . ?
C8 C9 C7 119.9(3) . 2_756 ?

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
Er1 O1 C1 C2 -179.2(2) . . . . ?
Er1 O1 C1 C3 0.8(4) . . . 2_667 ?
Er1 O2 C3 C1 -0.7(4) 2_667 . . 2_667 ?
Er1 O2 C3 C2 178.6(3) 2_667 . . . ?
Er1 O3 C4 C5 -162.6(3) . . . . ?
Er1 O3 C4 C6 17.6(4) . . . 2_757 ?
Er1 O4 C6 C4 14.9(3) 2_757 . . 2_757 ?
Er1 O4 C6 C5 -166.2(2) 2_757 . . . ?
Er1 O5 C7 C8 174.7(2) . . . . ?
Er1 O5 C7 C9 -4.7(4) . . . 2_756 ?
Er1 O6 C9 C7 -16.0(4) 2_756 . . 2_756 ?
Er1 O6 C9 C8 165.1(3) 2_756 . . . ?
Cl1 C2 C3 O2 -0.9(5) . . . . ?
Cl1 C2 C3 C1 178.4(2) . . . 2_667 ?
Cl2 C5 C6 O4 -0.1(5) . . . . ?
Cl2 C5 C6 C4 178.8(2) . . . 2_757 ?
Cl3 C8 C9 O6 -2.7(5) . . . . ?
Cl3 C8 C9 C7 178.4(2) . . . 2_756 ?
O1 C1 C2 Cl1 1.6(5) . . . . ?
O1 C1 C2 C3 -178.4(3) . . . . ?
O3 C4 C5 Cl2 1.4(5) . . . . ?
O3 C4 C5 C6 -177.6(3) . . . . ?
O5 C7 C8 Cl3 2.1(5) . . . . ?
O5 C7 C8 C9 -172.9(3) . . . . ?
C1 C2 C3 O2 179.0(3) . . . . ?
C1 C2 C3 C1 -1.7(5) . . . 2_667 ?
C3 C1 C2 Cl1 -178.4(2) 2_667 . . . ?
C3 C1 C2 C3 1.7(5) 2_667 . . . ?
C4 C5 C6 O4 178.9(3) . . . . ?
C4 C5 C6 C4 -2.2(5) . . . 2_757 ?
C6 C4 C5 Cl2 -178.8(2) 2_757 . . . ?
C6 C4 C5 C6 2.3(5) 2_757 . . . ?
C7 C8 C9 O6 172.3(3) . . . . ?
C7 C8 C9 C7 -6.6(5) . . . 2_756 ?
C9 C7 C8 Cl3 -178.5(2) 2_756 . . . ?
C9 C7 C8 C9 6.5(5) 2_756 . . . ?

_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_7_2dy
_database_code_depnum_ccdc_archive 'CCDC 2532678'
loop_
_audit_author_name
_audit_author_address
'Kittipong Chainok'
;Thammasat University
Thailand
;
_audit_update_record             
;
2026-03-10 deposited with the CCDC.	2026-05-18 downloaded from the CCDC.
;
_audit_creation_date             2026-02-18
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H6 Cl3 Dy O9, 3.7(H2 O1)'
_chemical_formula_sum            'C9 H13.40 Cl3 Dy O12.70'
_chemical_formula_weight         593.65
_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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Dy Dy -0.1892 4.4098 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        P-1
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.2734(3)
_cell_length_b                   10.2087(3)
_cell_length_c                   10.9033(4)
_cell_angle_alpha                65.0880(10)
_cell_angle_beta                 70.1040(10)
_cell_angle_gamma                81.8910(10)
_cell_volume                     880.29(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8851
_cell_measurement_temperature    296
_cell_measurement_theta_max      28.33
_cell_measurement_theta_min      2.83
_shelx_estimated_absorpt_T_max   0.599
_shelx_estimated_absorpt_T_min   0.382
_exptl_absorpt_coefficient_mu    4.762
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6055
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0703 before and 0.0552 after correction.
The Ratio of minimum to maximum transmission is 0.8120.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    2.240
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       hexagonal
_exptl_crystal_F_000             572
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0464
_diffrn_reflns_av_unetI/netI     0.0508
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            16252
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.351
_diffrn_reflns_theta_min         2.834
_diffrn_ambient_temperature      296
_diffrn_detector                 'Bruker PHOTON 200 area detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_detector_type            'PHOTON II area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'four-circle KAPPA diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST CMOS'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    '0.5 mm'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'sealed x-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_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                3725
_reflns_number_total             4398
_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 V8.40B (Bruker, 2023)'
_computing_data_collection       'APEX6 (Bruker, 2023)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2018)'
_refine_diff_density_max         1.306
_refine_diff_density_min         -0.948
_refine_diff_density_rms         0.175
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     286
_refine_ls_number_reflns         4398
_refine_ls_number_restraints     27
_refine_ls_R_factor_all          0.0467
_refine_ls_R_factor_gt           0.0319
_refine_ls_restrained_S_all      1.101
_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)+(0.0172P)²+0.6787P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0528
_refine_ls_wR_factor_ref         0.0567
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 O8-H8A = O8-H8B
 0.85 with sigma of 0.02
 O7-H7A = O7-H7B
 0.85 with sigma of 0.02
 O9-H9A = O9-H9B
 0.85 with sigma of 0.02
 O12-H12A = O12-H12B
 0.85 with sigma of 0.02
 O11-H11A = O11-H11B
 0.85 with sigma of 0.02
 O10-H10A = O10-H10B
 0.85 with sigma of 0.02
 O13A-H13A = O13A-H13B
 0.85 with sigma of 0.02
 O13B-H13C = O13B-H13D
 0.85 with sigma of 0.02
 H8A-H8B
 1.34 with sigma of 0.04
 H7A-H7B
 1.34 with sigma of 0.04
 H9A-H9B
 1.34 with sigma of 0.04
 H12A-H12B
 1.34 with sigma of 0.04
 H11A-H11B
 1.34 with sigma of 0.04
 H10A-H10B
 1.34 with sigma of 0.04
 H13A-H13B
 1.34 with sigma of 0.04
 H13C-H13D
 1.34 with sigma of 0.04
 Dy1-H8A \\sim Dy1-H8B
 with sigma of 0.02
 Dy1-H7A \\sim Dy1-H7B
 with sigma of 0.02
 Dy1-H9A \\sim Dy1-H9B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O13B) = Uanis(O13A)
4. Rigid body (RIGU) restrains
 O13A, O13B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: O10(0.7) H10A(0.7) H10B(0.7) O13A(0.4) H13A(0.4) H13B(0.4)
 O13B(0.6) H13C(0.6) H13D(0.6)
;
_atom_sites_solution_hydrogens   difmap
_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
Dy1 Dy 0.71311(2) 0.24884(2) 0.74405(2) 0.01721(6) Uani 1 1 d D . . . .
Cl1 Cl 0.66417(14) 0.78304(11) 0.74211(11) 0.0381(3) Uani 1 1 d . . . . .
Cl2 Cl 0.84122(13) -0.28404(11) 1.05516(14) 0.0397(3) Uani 1 1 d . . . . .
Cl3 Cl 0.73999(13) 0.03366(12) 0.35938(12) 0.0355(3) Uani 1 1 d . . . . .
O1 O 0.6856(3) 0.4809(3) 0.7583(3) 0.0230(6) Uani 1 1 d . . . . .
O2 O 0.4553(3) 0.7515(3) 1.0318(3) 0.0232(6) Uani 1 1 d . . . . .
O3 O 0.7543(3) 0.0214(3) 0.9165(3) 0.0259(6) Uani 1 1 d . . . . .
O4 O 1.1127(3) -0.2583(3) 1.1370(3) 0.0228(6) Uani 1 1 d . . . . .
O5 O 0.7477(3) 0.1551(3) 0.5660(3) 0.0245(6) Uani 1 1 d . . . . .
O6 O 1.0252(3) -0.1472(3) 0.3412(3) 0.0271(6) Uani 1 1 d . . . . .
O7 O 0.5078(4) 0.3728(3) 0.6596(4) 0.0336(7) Uani 1 1 d D . . . .
H7A H 0.483(4) 0.459(3) 0.646(5) 0.050 Uiso 1 1 d D U . . .
H7B H 0.443(4) 0.337(4) 0.645(5) 0.050 Uiso 1 1 d D U . . .
O8 O 0.5018(3) 0.0810(3) 0.8242(3) 0.0272(6) Uani 1 1 d D . . . .
H8A H 0.430(3) 0.076(4) 0.899(3) 0.041 Uiso 1 1 d D U . . .
H8B H 0.524(4) -0.006(2) 0.841(4) 0.041 Uiso 1 1 d D U . . .
O9 O 0.8527(4) 0.4279(3) 0.5272(3) 0.0351(7) Uani 1 1 d D . . . .
H9A H 0.826(5) 0.515(2) 0.495(4) 0.053 Uiso 1 1 d D U . . .
H9B H 0.900(5) 0.415(4) 0.452(3) 0.053 Uiso 1 1 d D U . . .
O10 O 0.8043(9) 0.3919(8) 1.1000(10) 0.095(2) Uani 0.7 1 d D . P . .
H10A H 0.889(8) 0.395(13) 1.114(14) 0.143 Uiso 0.7 1 d D U P . .
H10B H 0.819(13) 0.320(9) 1.075(13) 0.143 Uiso 0.7 1 d D U P . .
O11 O 0.5911(6) 0.3570(6) 0.3593(6) 0.0934(18) Uani 1 1 d D . . . .
H11A H 0.632(8) 0.287(6) 0.414(7) 0.140 Uiso 1 1 d D U . . .
H11B H 0.672(6) 0.393(9) 0.286(6) 0.140 Uiso 1 1 d D U . . .
O12 O 1.2791(5) 0.3088(4) 0.5712(4) 0.0554(10) Uani 1 1 d D . . . .
H12A H 1.221(6) 0.235(4) 0.612(6) 0.083 Uiso 1 1 d D U . . .
H12B H 1.356(5) 0.290(6) 0.510(5) 0.083 Uiso 1 1 d D U . . .
O13A O 0.987(9) 0.596(8) 0.729(10) 0.067(5) Uani 0.4 1 d D . P A 1
H13A H 0.908(13) 0.636(18) 0.706(15) 0.101 Uiso 0.4 1 d D U P B 1
H13B H 0.95(2) 0.56(2) 0.820(10) 0.101 Uiso 0.4 1 d D U P C 1
O13B O 1.008(6) 0.569(5) 0.741(6) 0.067(5) Uani 0.6 1 d D . P D 2
H13C H 0.966(15) 0.619(11) 0.790(13) 0.101 Uiso 0.6 1 d D U P E 2
H13D H 0.957(12) 0.490(9) 0.787(12) 0.101 Uiso 0.6 1 d D U P F 2
C1 C 0.5994(4) 0.4981(4) 0.8678(4) 0.0190(8) Uani 1 1 d . . . . .
C2 C 0.5747(4) 0.6289(4) 0.8833(4) 0.0222(8) Uani 1 1 d . . . . .
C3 C 0.4818(4) 0.6384(4) 1.0089(4) 0.0181(8) Uani 1 1 d . . . . .
C4 C 0.8702(4) 0.0030(4) 0.9573(4) 0.0197(8) Uani 1 1 d . . . . .
C5 C 0.9286(5) -0.1306(4) 1.0261(4) 0.0226(8) Uani 1 1 d . . . . .
C6 C 1.0534(4) -0.1423(4) 1.0723(4) 0.0196(8) Uani 1 1 d . . . . .
C7 C 0.8627(4) 0.0839(4) 0.5271(4) 0.0180(8) Uani 1 1 d . . . . .
C8 C 0.8817(4) 0.0173(4) 0.4350(4) 0.0211(8) Uani 1 1 d . . . . .
C9 C 1.0082(4) -0.0715(4) 0.4109(4) 0.0198(8) 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
Dy1 O1 2.412(2) . ?
Dy1 O2 2.410(3) 2_667 ?
Dy1 O3 2.373(3) . ?
Dy1 O4 2.424(3) 2_757 ?
Dy1 O5 2.417(3) . ?
Dy1 O6 2.530(3) 2_756 ?
Dy1 O7 2.367(3) . ?
Dy1 O8 2.461(3) . ?
Dy1 O9 2.356(3) . ?
Cl1 C2 1.730(4) . ?
Cl2 C5 1.725(4) . ?
Cl3 C8 1.730(4) . ?
O1 C1 1.258(4) . ?
O2 C3 1.255(4) . ?
O3 C4 1.260(4) . ?
O4 C6 1.256(4) . ?
O5 C7 1.256(4) . ?
O6 C9 1.256(4) . ?
O7 H7A 0.840(18) . ?
O7 H7B 0.835(18) . ?
O8 H8A 0.843(18) . ?
O8 H8B 0.841(18) . ?
O9 H9A 0.842(18) . ?
O9 H9B 0.845(18) . ?
O10 H10A 0.86(2) . ?
O10 H10B 0.86(2) . ?
O11 H11A 0.85(2) . ?
O11 H11B 0.87(2) . ?
O12 H12A 0.850(19) . ?
O12 H12B 0.852(19) . ?
O13A H13A 0.85(2) . ?
O13A H13B 0.85(2) . ?
O13B H13C 0.85(2) . ?
O13B H13D 0.86(2) . ?
C1 C2 1.393(5) . ?
C1 C3 1.532(5) 2_667 ?
C2 C3 1.383(5) . ?
C4 C5 1.387(5) . ?
C4 C6 1.540(5) 2_757 ?
C5 C6 1.383(5) . ?
C7 C8 1.387(5) . ?
C7 C9 1.531(5) 2_756 ?
C8 C9 1.399(5) . ?

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 Dy1 O4 71.77(9) . 2_757 ?
O1 Dy1 O5 137.89(9) . . ?
O1 Dy1 O6 121.20(9) . 2_756 ?
O1 Dy1 O8 125.40(9) . . ?
O2 Dy1 O1 65.70(8) 2_667 . ?
O2 Dy1 O4 76.36(9) 2_667 2_757 ?
O2 Dy1 O5 144.04(9) 2_667 . ?
O2 Dy1 O6 136.00(9) 2_667 2_756 ?
O2 Dy1 O8 73.15(9) 2_667 . ?
O3 Dy1 O1 127.88(9) . . ?
O3 Dy1 O2 75.38(9) . 2_667 ?
O3 Dy1 O4 66.24(9) . 2_757 ?
O3 Dy1 O5 93.67(9) . . ?
O3 Dy1 O6 67.91(9) . 2_756 ?
O3 Dy1 O8 69.24(9) . . ?
O4 Dy1 O6 67.30(8) 2_757 2_756 ?
O4 Dy1 O8 130.80(9) 2_757 . ?
O5 Dy1 O4 130.87(9) . 2_757 ?
O5 Dy1 O6 63.58(8) . 2_756 ?
O5 Dy1 O8 70.95(9) . . ?
O7 Dy1 O1 71.60(9) . . ?
O7 Dy1 O2 83.45(10) . 2_667 ?
O7 Dy1 O3 137.46(10) . . ?
O7 Dy1 O4 142.89(9) . 2_757 ?
O7 Dy1 O5 82.24(10) . . ?
O7 Dy1 O6 140.45(10) . 2_756 ?
O7 Dy1 O8 69.46(10) . . ?
O8 Dy1 O6 113.25(9) . 2_756 ?
O9 Dy1 O1 69.02(9) . . ?
O9 Dy1 O2 134.67(9) . 2_667 ?
O9 Dy1 O3 139.29(10) . . ?
O9 Dy1 O4 91.92(10) . 2_757 ?
O9 Dy1 O5 74.64(10) . . ?
O9 Dy1 O6 72.06(10) . 2_756 ?
O9 Dy1 O7 80.49(11) . . ?
O9 Dy1 O8 136.57(11) . . ?
C1 O1 Dy1 121.6(2) . . ?
C3 O2 Dy1 121.6(2) . 2_667 ?
C4 O3 Dy1 119.7(2) . . ?
C6 O4 Dy1 118.2(2) . 2_757 ?
C7 O5 Dy1 124.0(2) . . ?
C9 O6 Dy1 119.4(2) . 2_756 ?
Dy1 O7 H7A 126(2) . . ?
Dy1 O7 H7B 126(2) . . ?
H7A O7 H7B 108(4) . . ?
Dy1 O8 H8A 117(2) . . ?
Dy1 O8 H8B 117(2) . . ?
H8A O8 H8B 103(3) . . ?
Dy1 O9 H9A 124(2) . . ?
Dy1 O9 H9B 125(2) . . ?
H9A O9 H9B 102(3) . . ?
H10A O10 H10B 103(5) . . ?
H11A O11 H11B 100(4) . . ?
H12A O12 H12B 105(4) . . ?
H13A O13A H13B 102(5) . . ?
H13C O13B H13D 104(5) . . ?
O1 C1 C2 125.1(4) . . ?
O1 C1 C3 115.4(3) . 2_667 ?
C2 C1 C3 119.4(3) . 2_667 ?
C1 C2 Cl1 119.0(3) . . ?
C3 C2 Cl1 119.2(3) . . ?
C3 C2 C1 121.8(3) . . ?
O2 C3 C1 115.7(3) . 2_667 ?
O2 C3 C2 125.6(3) . . ?
C2 C3 C1 118.7(3) . 2_667 ?
O3 C4 C5 124.6(3) . . ?
O3 C4 C6 115.3(3) . 2_757 ?
C5 C4 C6 120.1(3) . 2_757 ?
C4 C5 Cl2 118.6(3) . . ?
C6 C5 Cl2 120.0(3) . . ?
C6 C5 C4 121.3(3) . . ?
O4 C6 C4 115.6(3) . 2_757 ?
O4 C6 C5 125.8(3) . . ?
C5 C6 C4 118.6(3) . 2_757 ?
O5 C7 C8 126.1(4) . . ?
O5 C7 C9 115.5(3) . 2_756 ?
C8 C7 C9 118.4(3) . 2_756 ?
C7 C8 Cl3 119.4(3) . . ?
C7 C8 C9 120.8(3) . . ?
C9 C8 Cl3 119.6(3) . . ?
O6 C9 C7 115.0(3) . 2_756 ?
O6 C9 C8 124.5(4) . . ?
C8 C9 C7 120.5(3) . 2_756 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O7 H7A O11 0.840(18) 1.89(2) 2.725(5) 173(5) 2_666 yes
O7 H7B O12 0.835(18) 2.05(2) 2.858(5) 164(4) 1_455 yes
O8 H8A O3 0.843(18) 2.10(2) 2.893(4) 156(3) 2_657 yes
O8 H8B O2 0.841(18) 2.46(3) 3.155(4) 140(3) 1_545 yes
O9 H9A O12 0.842(18) 1.90(2) 2.722(5) 167(5) 2_766 yes
O9 H9B O13A 0.845(18) 1.94(10) 2.78(10) 175(4) 2_766 yes
O9 H9B O13B 0.845(18) 1.93(7) 2.76(6) 166(4) 2_766 yes
O10 H10A O13B 0.86(2) 2.26(10) 3.00(7) 144(11) 2_767 yes
O10 H10B O4 0.86(2) 2.50(8) 3.233(8) 143(11) 2_757 yes
O11 H11A O5 0.85(2) 2.15(3) 2.984(5) 165(8) . yes
O11 H11B O10 0.87(2) 1.99(6) 2.752(10) 146(9) 1_554 yes
O12 H12A O6 0.850(19) 2.39(4) 3.122(5) 145(6) 2_756 yes
O12 H12B O11 0.852(19) 2.23(3) 2.974(7) 146(5) 1_655 yes
O13A H13A O1 0.85(2) 2.54(15) 3.06(10) 120(16) . yes
O13B H13C O10 0.85(2) 2.75(15) 3.00(7) 99(11) 2_767 yes

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
Dy1 O1 C1 C2 -178.6(3) . . . . ?
Dy1 O1 C1 C3 1.8(4) . . . 2_667 ?
Dy1 O2 C3 C1 -0.1(4) 2_667 . . 2_667 ?
Dy1 O2 C3 C2 179.0(3) 2_667 . . . ?
Dy1 O3 C4 C5 -162.0(3) . . . . ?
Dy1 O3 C4 C6 18.8(4) . . . 2_757 ?
Dy1 O4 C6 C4 15.5(4) 2_757 . . 2_757 ?
Dy1 O4 C6 C5 -164.9(3) 2_757 . . . ?
Dy1 O5 C7 C8 174.0(3) . . . . ?
Dy1 O5 C7 C9 -6.0(4) . . . 2_756 ?
Dy1 O6 C9 C7 -16.6(4) 2_756 . . 2_756 ?
Dy1 O6 C9 C8 164.4(3) 2_756 . . . ?
Cl1 C2 C3 O2 -0.3(6) . . . . ?
Cl1 C2 C3 C1 178.8(3) . . . 2_667 ?
Cl2 C5 C6 O4 -0.4(6) . . . . ?
Cl2 C5 C6 C4 179.1(3) . . . 2_757 ?
Cl3 C8 C9 O6 -3.0(6) . . . . ?
Cl3 C8 C9 C7 178.1(3) . . . 2_756 ?
O1 C1 C2 Cl1 1.6(6) . . . . ?
O1 C1 C2 C3 -177.9(4) . . . . ?
O3 C4 C5 Cl2 1.7(6) . . . . ?
O3 C4 C5 C6 -177.7(4) . . . . ?
O5 C7 C8 Cl3 1.8(6) . . . . ?
O5 C7 C8 C9 -173.4(4) . . . . ?
C1 C2 C3 O2 179.2(4) . . . . ?
C1 C2 C3 C1 -1.8(6) . . . 2_667 ?
C3 C1 C2 Cl1 -178.8(3) 2_667 . . . ?
C3 C1 C2 C3 1.8(6) 2_667 . . . ?
C4 C5 C6 O4 179.0(4) . . . . ?
C4 C5 C6 C4 -1.5(6) . . . 2_757 ?
C6 C4 C5 Cl2 -179.1(3) 2_757 . . . ?
C6 C4 C5 C6 1.5(6) 2_757 . . . ?
C7 C8 C9 O6 172.2(4) . . . . ?
C7 C8 C9 C7 -6.7(6) . . . 2_756 ?
C9 C7 C8 Cl3 -178.2(3) 2_756 . . . ?
C9 C7 C8 C9 6.6(6) 2_756 . . . ?

_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_2gd
_database_code_depnum_ccdc_archive 'CCDC 2532676'
loop_
_audit_author_name
_audit_author_address
'Kittipong Chainok'
;Thammasat University
Thailand
;
_audit_update_record             
;
2026-03-10 deposited with the CCDC.	2026-05-18 downloaded from the CCDC.
;
_audit_creation_date             2026-03-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H6 Cl3 Gd O9, 3.5(H2 O)'
_chemical_formula_sum            'C9 H13 Cl3 Gd O12.50'
_chemical_formula_weight         584.79
_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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Gd Gd -0.1653 3.9035 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.3410(3)
_cell_length_b                   10.2493(3)
_cell_length_c                   10.9033(4)
_cell_angle_alpha                64.8370(10)
_cell_angle_beta                 69.9480(10)
_cell_angle_gamma                82.2180(10)
_cell_volume                     887.47(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9915
_cell_measurement_temperature    296
_cell_measurement_theta_max      26.89
_cell_measurement_theta_min      3.18
_shelx_estimated_absorpt_T_max   0.484
_shelx_estimated_absorpt_T_min   0.335
_exptl_absorpt_coefficient_mu    4.248
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5750
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0955 before and 0.0696 after correction.
The Ratio of minimum to maximum transmission is 0.7714.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    2.188
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       hexagonal
_exptl_crystal_F_000             564
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0646
_diffrn_reflns_av_unetI/netI     0.0506
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            21223
_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         26.898
_diffrn_reflns_theta_min         3.176
_diffrn_ambient_temperature      296
_diffrn_detector                 'Bruker PHOTON 200 area detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_detector_type            'PHOTON II area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'four-circle KAPPA diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST CMOS'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    '0.5 mm'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'sealed x-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_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                3195
_reflns_number_total             3828
_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 V8.40B (Bruker, 2023)'
_computing_data_collection       'APEX6 (Bruker, 2023)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2018)'
_refine_diff_density_max         1.687
_refine_diff_density_min         -1.279
_refine_diff_density_rms         0.147
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         3828
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0336
_refine_ls_restrained_S_all      1.063
_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)+(0.0288P)²+0.8296P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0669
_refine_ls_wR_factor_ref         0.0714
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 O9-H9A = O9-H9B
 0.85 with sigma of 0.02
 O7-H7A = O7-H7B
 0.85 with sigma of 0.02
 O8-H8A = O8-H8B
 0.85 with sigma of 0.02
 O10B-H10D = O10B-H10C
 0.85 with sigma of 0.02
 O10A-H10A = O10A-H10B
 0.85 with sigma of 0.02
 O13-H13A = O13-H13B
 0.85 with sigma of 0.02
 O11A-H11B = O11A-H11A
 0.85 with sigma of 0.02
 O11B-H11D = O11B-H11C
 0.85 with sigma of 0.02
 O12-H12A = O12-H12B
 0.85 with sigma of 0.02
 H9A-H9B
 1.34 with sigma of 0.04
 H7A-H7B
 1.34 with sigma of 0.04
 H8A-H8B
 1.34 with sigma of 0.04
 H10D-H10C
 1.34 with sigma of 0.04
 H10A-H10B
 1.34 with sigma of 0.04
 H13A-H13B
 1.34 with sigma of 0.04
 H11B-H11A
 1.34 with sigma of 0.04
 H11D-H11C
 1.34 with sigma of 0.04
 H12A-H12B
 1.34 with sigma of 0.04
 Gd1-H9A \\sim Gd1-H9B
 with sigma of 0.02
 Gd1-H7A \\sim Gd1-H7B
 with sigma of 0.02
 Gd1-H8A \\sim Gd1-H8B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O10B) \\sim Ueq, Uanis(O10A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O11A) \\sim Ueq, Uanis(O11B) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O12) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Fixed Sof: O10A(0.8) H10A(0.8) H10B(0.8) O10B(0.2) H10C(0.2) H10D(0.2)
 O11A(0.5) H11A(0.5) H11B(0.5) O11B(0.5) H11C(0.5) H11D(0.5) O12(0.5) H12A(0.5)
 H12B(0.5)
5.a Riding coordinates:
 O10A(H10A,H10B), O10B(H10C,H10D), O11A(H11A,H11B), O11B(H11C,H11D)
;
_atom_sites_solution_hydrogens   difmap
_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
Gd1 Gd 0.71450(3) 0.25006(2) 0.74246(3) 0.02382(9) Uani 1 1 d D . . . .
Cl1 Cl 0.66704(18) 0.78339(13) 0.74069(14) 0.0449(3) Uani 1 1 d . . . . .
Cl2 Cl 0.83861(16) -0.28376(13) 1.05889(17) 0.0458(4) Uani 1 1 d . . . . .
Cl3 Cl 0.74593(15) 0.03518(14) 0.35469(15) 0.0407(3) Uani 1 1 d . . . . .
O1 O 0.6865(4) 0.4819(3) 0.7580(3) 0.0296(8) Uani 1 1 d . . . . .
O2 O 0.4557(4) 0.7516(3) 1.0301(3) 0.0296(8) Uani 1 1 d . . . . .
O3 O 0.7534(4) 0.0205(3) 0.9201(4) 0.0332(8) Uani 1 1 d . . . . .
O4 O 1.1109(4) -0.2578(3) 1.1361(3) 0.0306(8) Uani 1 1 d . . . . .
O5 O 0.7514(4) 0.1574(3) 0.5616(3) 0.0312(8) Uani 1 1 d . . . . .
O6 O 1.0257(4) -0.1484(4) 0.3433(4) 0.0340(8) Uani 1 1 d . . . . .
O7 O 0.5093(4) 0.3743(4) 0.6574(4) 0.0374(9) Uani 1 1 d D . . . .
H7A H 0.482(5) 0.459(3) 0.646(6) 0.056 Uiso 1 1 d D U . . .
H7B H 0.433(4) 0.335(4) 0.662(6) 0.056 Uiso 1 1 d D U . . .
O8 O 0.5043(4) 0.0788(4) 0.8238(4) 0.0337(8) Uani 1 1 d D . . . .
H8A H 0.429(4) 0.087(4) 0.888(4) 0.051 Uiso 1 1 d D U . . .
H8B H 0.530(4) -0.007(2) 0.853(5) 0.051 Uiso 1 1 d D U . . .
O9 O 0.8554(5) 0.4332(4) 0.5208(4) 0.0433(9) Uani 1 1 d D . . . .
H9A H 0.824(6) 0.517(3) 0.491(4) 0.065 Uiso 1 1 d D U . . .
H9B H 0.898(7) 0.415(4) 0.449(3) 0.065 Uiso 1 1 d D U . . .
O10A O 0.5819(9) 0.3516(9) 0.3645(9) 0.068(2) Uani 0.8 1 d D U P A 1
H10A H 0.626575 0.313003 0.427236 0.102 Uiso 0.8 1 d DR U P A 1
H10B H 0.650169 0.360255 0.285735 0.102 Uiso 0.8 1 d DR U P A 1
O10B O 0.647(4) 0.394(4) 0.309(4) 0.073(11) Uani 0.2 1 d D U P B 2
H10C H 0.732692 0.425295 0.245567 0.109 Uiso 0.2 1 d DR U P B 2
H10D H 0.667344 0.337919 0.384504 0.109 Uiso 0.2 1 d DR U P B 2
O11A O 0.999(4) 0.402(3) 0.249(4) 0.127(14) Uani 0.5 1 d D U P C 1
H11A H 0.941827 0.380490 0.213732 0.190 Uiso 0.5 1 d DR U P C 1
H11B H 1.064805 0.461322 0.176363 0.190 Uiso 0.5 1 d DR U P C 1
O11B O 0.9994(19) 0.574(2) 0.738(2) 0.051(3) Uani 0.5 1 d D U P D 2
H11C H 0.928819 0.607302 0.700445 0.077 Uiso 0.5 1 d DR U P D 2
H11D H 0.988235 0.483558 0.764294 0.077 Uiso 0.5 1 d DR U P D 2
O12 O 0.8060(10) 0.3945(9) 1.0934(10) 0.051(2) Uani 0.5 1 d D U P . .
H12A H 0.816(15) 0.358(13) 1.036(11) 0.076 Uiso 0.5 1 d D U P . .
H12B H 0.866(12) 0.359(13) 1.139(12) 0.076 Uiso 0.5 1 d D U P . .
O13 O 0.7161(6) 0.6935(4) 0.4292(5) 0.0605(12) Uani 1 1 d D . . . .
H13A H 0.770(7) 0.769(5) 0.397(7) 0.091 Uiso 1 1 d D U . . .
H13B H 0.634(5) 0.706(7) 0.490(7) 0.091 Uiso 1 1 d D U . . .
C1 C 0.6004(5) 0.4983(5) 0.8677(5) 0.0249(10) Uani 1 1 d . . . . .
C2 C 0.5762(5) 0.6286(5) 0.8826(5) 0.0270(10) Uani 1 1 d . . . . .
C3 C 0.4815(5) 0.6377(5) 1.0089(5) 0.0240(10) Uani 1 1 d . . . . .
C4 C 0.8699(5) 0.0039(5) 0.9583(5) 0.0267(10) Uani 1 1 d . . . . .
C5 C 0.9276(6) -0.1298(5) 1.0275(5) 0.0299(11) Uani 1 1 d . . . . .
C6 C 1.0530(5) -0.1412(5) 1.0721(5) 0.0263(10) Uani 1 1 d . . . . .
C7 C 0.8667(5) 0.0856(5) 0.5235(5) 0.0234(10) Uani 1 1 d . . . . .
C8 C 0.8854(5) 0.0179(5) 0.4336(5) 0.0279(11) Uani 1 1 d . . . . .
C9 C 1.0089(5) -0.0719(5) 0.4112(5) 0.0265(10) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Gd1 O1 2.427(3) . ?
Gd1 O2 2.439(3) 2_667 ?
Gd1 O3 2.407(3) . ?
Gd1 O4 2.455(3) 2_757 ?
Gd1 O5 2.439(3) . ?
Gd1 O6 2.537(3) 2_756 ?
Gd1 O7 2.390(3) . ?
Gd1 O8 2.477(4) . ?
Gd1 O9 2.393(4) . ?
Cl1 C2 1.734(5) . ?
Cl2 C5 1.732(5) . ?
Cl3 C8 1.745(5) . ?
O1 C1 1.257(5) . ?
O2 C3 1.260(5) . ?
O3 C4 1.261(5) . ?
O4 C6 1.257(5) . ?
O5 C7 1.269(5) . ?
O6 C9 1.252(5) . ?
O7 H7A 0.841(19) . ?
O7 H7B 0.846(19) . ?
O8 H8A 0.834(19) . ?
O8 H8B 0.833(19) . ?
O9 H9A 0.833(19) . ?
O9 H9B 0.841(19) . ?
O10A H10A 0.8487 . ?
O10A H10B 0.8525 . ?
O10B H10C 0.8517 . ?
O10B H10D 0.8512 . ?
O11A H11A 0.8538 . ?
O11A H11B 0.8507 . ?
O11B H11C 0.8519 . ?
O11B H11D 0.8549 . ?
O12 H12A 0.83(2) . ?
O12 H12B 0.83(2) . ?
O13 H13A 0.85(2) . ?
O13 H13B 0.86(2) . ?
C1 C2 1.393(6) . ?
C1 C3 1.525(7) 2_667 ?
C2 C3 1.392(6) . ?
C4 C5 1.391(6) . ?
C4 C6 1.525(7) 2_757 ?
C5 C6 1.388(6) . ?
C7 C8 1.379(6) . ?
C7 C9 1.522(7) 2_756 ?
C8 C9 1.395(6) . ?

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 Gd1 O2 65.26(10) . 2_667 ?
O1 Gd1 O4 72.13(10) . 2_757 ?
O1 Gd1 O5 138.06(11) . . ?
O1 Gd1 O6 121.83(11) . 2_756 ?
O1 Gd1 O8 125.61(11) . . ?
O2 Gd1 O4 76.39(11) 2_667 2_757 ?
O2 Gd1 O6 136.13(11) 2_667 2_756 ?
O2 Gd1 O8 73.44(11) 2_667 . ?
O3 Gd1 O1 127.09(11) . . ?
O3 Gd1 O2 74.90(11) . 2_667 ?
O3 Gd1 O4 65.57(11) . 2_757 ?
O3 Gd1 O5 94.31(11) . . ?
O3 Gd1 O6 68.18(11) . 2_756 ?
O3 Gd1 O8 68.90(11) . . ?
O4 Gd1 O6 67.40(10) 2_757 2_756 ?
O4 Gd1 O8 130.26(11) 2_757 . ?
O5 Gd1 O2 144.46(11) . 2_667 ?
O5 Gd1 O4 130.36(10) . 2_757 ?
O5 Gd1 O6 62.98(10) . 2_756 ?
O5 Gd1 O8 71.10(11) . . ?
O7 Gd1 O1 71.56(11) . . ?
O7 Gd1 O2 83.29(12) . 2_667 ?
O7 Gd1 O3 137.30(12) . . ?
O7 Gd1 O4 143.20(11) . 2_757 ?
O7 Gd1 O5 82.53(12) . . ?
O7 Gd1 O6 140.44(12) . 2_756 ?
O7 Gd1 O8 69.87(12) . . ?
O7 Gd1 O9 80.23(13) . . ?
O8 Gd1 O6 112.37(11) . 2_756 ?
O9 Gd1 O1 69.33(11) . . ?
O9 Gd1 O2 134.51(11) . 2_667 ?
O9 Gd1 O3 139.96(12) . . ?
O9 Gd1 O4 92.49(13) . 2_757 ?
O9 Gd1 O5 74.28(12) . . ?
O9 Gd1 O6 72.56(12) . 2_756 ?
O9 Gd1 O8 136.42(13) . . ?
C1 O1 Gd1 122.0(3) . . ?
C3 O2 Gd1 121.0(3) . 2_667 ?
C4 O3 Gd1 118.9(3) . . ?
C6 O4 Gd1 117.8(3) . 2_757 ?
C7 O5 Gd1 123.8(3) . . ?
C9 O6 Gd1 119.9(3) . 2_756 ?
Gd1 O7 H7A 126(3) . . ?
Gd1 O7 H7B 126(2) . . ?
H7A O7 H7B 105(4) . . ?
Gd1 O8 H8A 114(3) . . ?
Gd1 O8 H8B 114(3) . . ?
H8A O8 H8B 107(4) . . ?
Gd1 O9 H9A 122(3) . . ?
Gd1 O9 H9B 120(3) . . ?
H9A O9 H9B 106(4) . . ?
H10A O10A H10B 105.1 . . ?
H10C O10B H10D 105.2 . . ?
H11A O11A H11B 104.7 . . ?
H11C O11B H11D 100.6 . . ?
H12A O12 H12B 111(5) . . ?
H13A O13 H13B 104(4) . . ?
O1 C1 C2 125.0(4) . . ?
O1 C1 C3 115.6(4) . 2_667 ?
C2 C1 C3 119.5(4) . 2_667 ?
C1 C2 Cl1 119.2(4) . . ?
C3 C2 Cl1 119.1(3) . . ?
C3 C2 C1 121.7(4) . . ?
O2 C3 C1 116.2(4) . 2_667 ?
O2 C3 C2 125.0(4) . . ?
C2 C3 C1 118.8(4) . 2_667 ?
O3 C4 C5 124.0(4) . . ?
O3 C4 C6 116.2(4) . 2_757 ?
C5 C4 C6 119.7(4) . 2_757 ?
C4 C5 Cl2 118.6(4) . . ?
C6 C5 Cl2 120.0(4) . . ?
C6 C5 C4 121.4(4) . . ?
O4 C6 C4 116.0(4) . 2_757 ?
O4 C6 C5 125.1(4) . . ?
C5 C6 C4 118.9(4) . 2_757 ?
O5 C7 C8 126.1(4) . . ?
O5 C7 C9 115.2(4) . 2_756 ?
C8 C7 C9 118.7(4) . 2_756 ?
C7 C8 Cl3 119.5(4) . . ?
C7 C8 C9 121.4(4) . . ?
C9 C8 Cl3 118.9(4) . . ?
O6 C9 C7 115.2(4) . 2_756 ?
O6 C9 C8 125.2(4) . . ?
C8 C9 C7 119.6(4) . 2_756 ?

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
Gd1 O1 C1 C2 -178.4(4) . . . . ?
Gd1 O1 C1 C3 1.5(5) . . . 2_667 ?
Gd1 O2 C3 C1 0.5(5) 2_667 . . 2_667 ?
Gd1 O2 C3 C2 179.7(3) 2_667 . . . ?
Gd1 O3 C4 C5 -161.4(4) . . . . ?
Gd1 O3 C4 C6 19.9(5) . . . 2_757 ?
Gd1 O4 C6 C4 16.4(5) 2_757 . . 2_757 ?
Gd1 O4 C6 C5 -164.1(4) 2_757 . . . ?
Gd1 O5 C7 C8 172.6(4) . . . . ?
Gd1 O5 C7 C9 -5.5(5) . . . 2_756 ?
Gd1 O6 C9 C7 -18.7(5) 2_756 . . 2_756 ?
Gd1 O6 C9 C8 163.5(4) 2_756 . . . ?
Cl1 C2 C3 O2 -0.3(7) . . . . ?
Cl1 C2 C3 C1 178.8(3) . . . 2_667 ?
Cl2 C5 C6 O4 0.0(7) . . . . ?
Cl2 C5 C6 C4 179.4(4) . . . 2_757 ?
Cl3 C8 C9 O6 -3.6(7) . . . . ?
Cl3 C8 C9 C7 178.7(3) . . . 2_756 ?
O1 C1 C2 Cl1 1.1(7) . . . . ?
O1 C1 C2 C3 -178.6(4) . . . . ?
O3 C4 C5 Cl2 2.0(7) . . . . ?
O3 C4 C5 C6 -177.4(4) . . . . ?
O5 C7 C8 Cl3 3.2(7) . . . . ?
O5 C7 C8 C9 -172.7(4) . . . . ?
C1 C2 C3 O2 179.3(4) . . . . ?
C1 C2 C3 C1 -1.5(7) . . . 2_667 ?
C3 C1 C2 Cl1 -178.8(3) 2_667 . . . ?
C3 C1 C2 C3 1.5(7) 2_667 . . . ?
C4 C5 C6 O4 179.4(5) . . . . ?
C4 C5 C6 C4 -1.2(8) . . . 2_757 ?
C6 C4 C5 Cl2 -179.4(4) 2_757 . . . ?
C6 C4 C5 C6 1.2(8) 2_757 . . . ?
C7 C8 C9 O6 172.3(5) . . . . ?
C7 C8 C9 C7 -5.4(8) . . . 2_756 ?
C9 C7 C8 Cl3 -178.7(3) 2_756 . . . ?
C9 C7 C8 C9 5.4(7) 2_756 . . . ?

_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_1pr
_database_code_depnum_ccdc_archive 'CCDC 2532672'
loop_
_audit_author_name
_audit_author_address
'Kittipong Chainok'
;Thammasat University
Thailand
;
_audit_update_record             
;
2026-03-10 deposited with the CCDC.	2026-05-18 downloaded from the CCDC.
;
_audit_creation_date             2026-03-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H6 Cl3 O9 Pr, 5.5[H2O]'
_chemical_formula_sum            'C9 H18 Cl3 O15 Pr'
_chemical_formula_weight         613.49
_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'
Cl Cl 0.1484 0.1585 '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'
Pr Pr -0.2180 2.8214 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        P-1
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.9173(8)
_cell_length_b                   10.0358(9)
_cell_length_c                   11.1647(10)
_cell_angle_alpha                88.905(3)
_cell_angle_beta                 84.580(3)
_cell_angle_gamma                67.775(3)
_cell_volume                     1023.88(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9953
_cell_measurement_temperature    296.00
_cell_measurement_theta_max      28.688
_cell_measurement_theta_min      2.466
_shelx_estimated_absorpt_T_max   0.587
_shelx_estimated_absorpt_T_min   0.473
_exptl_absorpt_coefficient_mu    2.839
_exptl_absorpt_correction_T_max  0.7085
_exptl_absorpt_correction_T_min  0.6054
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1112 before and 0.1008 after correction.
The Ratio of minimum to maximum transmission is 0.8545.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.990
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       hexagonal
_exptl_crystal_F_000             604
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.21
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0848
_diffrn_reflns_av_unetI/netI     0.0478
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            35488
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.759
_diffrn_reflns_theta_min         2.465
_diffrn_ambient_temperature      296.00
_diffrn_detector                 'Bruker PHOTON 200 area detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_detector_type            'PHOTON II area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'four-circle KAPPA diffractometer'
_diffrn_measurement_device_type  'BRUKER D8 QUEST CMOS PHOTON II'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_oxdiff_ac3_digest_hkl    41f0a8470a4d9a598553bbefdd6e15413b46da
_diffrn_radiation_collimation    '0.5 mm'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'sealed x-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_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                4841
_reflns_number_total             5309
_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 V8.40B (Bruker, 2023)'
_computing_data_collection       'APEX6 (Bruker, 2023)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2018)'
_refine_diff_density_max         0.500
_refine_diff_density_min         -0.766
_refine_diff_density_rms         0.124
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         5309
_refine_ls_number_restraints     111
_refine_ls_R_factor_all          0.0336
_refine_ls_R_factor_gt           0.0294
_refine_ls_restrained_S_all      1.067
_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)+(0.0347P)²+0.1034P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0720
_refine_ls_wR_factor_ref         0.0748
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 O8-H8A = O8-H8B
 0.85 with sigma of 0.02
 O7-H7A = O7-H7B
 0.85 with sigma of 0.02
 O9-H9A = O9-H9B
 0.85 with sigma of 0.02
 O10A-H10B = O10A-H10A
 0.85 with sigma of 0.02
 O10B-H10D = O10B-H10C
 0.85 with sigma of 0.02
 O11B-H11C = O11B-H11D
 0.85 with sigma of 0.02
 O11A-H11A = O11A-H11B
 0.85 with sigma of 0.02
 O12B-H12C = O12B-H12D
 0.85 with sigma of 0.02
 O12A-H12B = O12A-H12A
 0.85 with sigma of 0.02
 O13A-H13B = O13A-H13A
 0.85 with sigma of 0.02
 O13B-H13D = O13B-H13C
 0.85 with sigma of 0.02
 O14A-H14B = O14A-H14A
 0.85 with sigma of 0.02
 O14B-H14C = O14B-H14D
 0.85 with sigma of 0.02
 O15-H15A = O15-H15B
 0.85 with sigma of 0.02
 O16A-H16B = O16A-H16A
 0.85 with sigma of 0.02
 O16B-H16C = O16B-H16D
 0.85 with sigma of 0.02
 H8A-H8B
 1.34 with sigma of 0.04
 H7A-H7B
 1.34 with sigma of 0.04
 H9A-H9B
 1.34 with sigma of 0.04
 H10B-H10A
 1.34 with sigma of 0.04
 H10D-H10C
 1.34 with sigma of 0.04
 H11C-H11D
 1.34 with sigma of 0.04
 H11A-H11B
 1.34 with sigma of 0.04
 H12C-H12D
 1.34 with sigma of 0.04
 H12B-H12A
 1.34 with sigma of 0.04
 H13B-H13A
 1.34 with sigma of 0.04
 H13D-H13C
 1.34 with sigma of 0.04
 H14B-H14A
 1.34 with sigma of 0.04
 H14C-H14D
 1.34 with sigma of 0.04
 H15A-H15B
 1.34 with sigma of 0.04
 H16B-H16A
 1.34 with sigma of 0.04
 H16C-H16D
 1.34 with sigma of 0.04
 Pr1-H8A \\sim Pr1-H8B
 with sigma of 0.02
 Pr1-H7A \\sim Pr1-H7B
 with sigma of 0.02
 Pr1-H9A \\sim Pr1-H9B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O10A) \\sim Ueq, Uanis(O10B) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O11A) \\sim Ueq, Uanis(O11B) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O13B) \\sim Ueq, Uanis(O13A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O14A) \\sim Ueq, Uanis(O14B) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O16B) \\sim Ueq, Uanis(O16A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Others
 Fixed Sof: O10A(0.5) H10A(0.5) H10B(0.5) O10B(0.5) H10C(0.5) H10D(0.5)
 O11A(0.3) H11A(0.3) H11B(0.3) O11B(0.7) H11C(0.7) H11D(0.7) O12A(0.25)
 H12A(0.25) H12B(0.25) O12B(0.25) H12C(0.25) H12D(0.25) O13A(0.5) H13A(0.5)
 H13B(0.5) O13B(0.5) H13C(0.5) H13D(0.5) O14A(0.7) H14A(0.7) H14B(0.7)
 O14B(0.3) H14C(0.3) H14D(0.3) O15(0.5) H15A(0.5) H15B(0.5) O16A(0.5) H16A(0.5)
 H16B(0.5) O16B(0.5) H16C(0.5) H16D(0.5)
5.a Riding coordinates:
 O10A(H10A,H10B), O10B(H10C,H10D), O11A(H11A,H11B), O11B(H11C,H11D), O12A(H12A,
 H12B), O12B(H12C,H12D), O13A(H13A,H13B), O13B(H13C,H13D), O14A(H14A,H14B),
 O14B(H14C,H14D), O15(H15A,H15B), O16A(H16A,H16B), O16B(H16C,H16D)
;
_atom_sites_solution_hydrogens   difmap
_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
Pr1 Pr 0.28993(2) 0.72519(2) 0.34689(2) 0.02123(6) Uani 1 1 d D . . . .
Cl1 Cl 0.27210(10) 0.34583(11) 0.01546(8) 0.0427(2) Uani 1 1 d . . . . .
Cl2 Cl 0.64142(11) 0.75667(9) 0.68787(8) 0.0419(2) Uani 1 1 d . . . . .
Cl3 Cl 0.22141(10) 0.35763(11) 0.69643(8) 0.0457(2) Uani 1 1 d . . . . .
O1 O 0.2870(2) 0.5674(3) 0.1813(2) 0.0345(5) Uani 1 1 d . . . . .
O2 O 0.5324(3) 0.2962(2) -0.16690(19) 0.0316(5) Uani 1 1 d . . . . .
O3 O 0.4533(2) 0.7525(2) 0.4940(2) 0.0289(4) Uani 1 1 d . . . . .
O4 O 0.6633(3) 1.0460(2) 0.6601(2) 0.0341(5) Uani 1 1 d . . . . .
O5 O 0.2405(2) 0.5635(2) 0.5040(2) 0.0297(4) Uani 1 1 d . . . . .
O6 O -0.0484(2) 0.3067(2) 0.6487(2) 0.0313(5) Uani 1 1 d . . . . .
O7 O 0.5157(2) 0.4899(2) 0.3541(2) 0.0312(5) Uani 1 1 d D . . . .
H7A H 0.590(3) 0.494(3) 0.383(4) 0.047 Uiso 1 1 d D U . . .
H7B H 0.502(3) 0.419(3) 0.387(3) 0.047 Uiso 1 1 d D U . . .
O8 O 0.1316(3) 0.9017(3) 0.2109(3) 0.0542(8) Uani 1 1 d D . . . .
H8A H 0.075(5) 0.886(4) 0.167(4) 0.081 Uiso 1 1 d D U . . .
H8B H 0.107(5) 0.991(2) 0.214(4) 0.081 Uiso 1 1 d D U . . .
O9 O 0.1274(3) 0.8813(3) 0.5213(3) 0.0510(7) Uani 1 1 d D . . . .
H9A H 0.160(4) 0.929(5) 0.563(4) 0.077 Uiso 1 1 d D U . . .
H9B H 0.039(2) 0.915(5) 0.523(4) 0.077 Uiso 1 1 d D U . . .
O10A O -0.0416(15) 0.8012(15) 0.0974(12) 0.082(3) Uani 0.5 1 d D U P A 1
H10A H 0.001428 0.754935 0.032783 0.123 Uiso 0.5 1 d DR U P A 1
H10B H -0.110824 0.874440 0.074358 0.123 Uiso 0.5 1 d DR U P A 1
O10B O -0.015(3) 0.767(3) 0.077(3) 0.235(14) Uani 0.5 1 d D U P B 2
H10C H -0.096931 0.827704 0.058119 0.352 Uiso 0.5 1 d DR U P B 2
H10D H 0.035039 0.738452 0.009562 0.352 Uiso 0.5 1 d DR U P B 2
O11A O -0.057(3) 0.805(3) 0.825(3) 0.178(10) Uani 0.3 1 d D U P C 1
H11A H 0.026769 0.754995 0.789372 0.267 Uiso 0.3 1 d DR U P C 1
H11B H -0.114156 0.769152 0.799466 0.267 Uiso 0.3 1 d DR U P C 1
O11B O -0.0431(6) 0.8033(6) 0.7015(7) 0.0927(19) Uani 0.7 1 d D U P D 2
H11C H 0.032321 0.749645 0.734313 0.139 Uiso 0.7 1 d DR U P D 2
H11D H -0.014617 0.799009 0.626959 0.139 Uiso 0.7 1 d DR U P D 2
O12A O 0.196(4) 1.019(4) 0.695(3) 0.113(15) Uani 0.25 1 d D . P E 1
H12A H 0.215699 1.088264 0.664008 0.169 Uiso 0.25 1 d DR U P E 1
H12B H 0.120549 1.058941 0.743512 0.169 Uiso 0.25 1 d DR U P E 1
O12B O 0.205(3) 1.034(3) 0.658(2) 0.044(4) Uani 0.25 1 d D . P F 2
H12C H 0.220033 0.954426 0.693496 0.067 Uiso 0.25 1 d DR U P F 2
H12D H 0.231738 1.082696 0.704317 0.067 Uiso 0.25 1 d DR U P F 2
O13A O 0.4647(11) 0.9773(9) 0.0821(8) 0.097(3) Uani 0.5 1 d D U P G 1
H13A H 0.472051 0.999668 0.008589 0.146 Uiso 0.5 1 d DR U P G 1
H13B H 0.456488 1.048234 0.126604 0.146 Uiso 0.5 1 d DR U P G 1
O13B O 0.634(2) 0.9575(19) 0.1468(13) 0.217(8) Uani 0.5 1 d D U P H 2
H13C H 0.588617 1.033791 0.109745 0.325 Uiso 0.5 1 d DR U P H 2
H13D H 0.577748 0.910972 0.150393 0.325 Uiso 0.5 1 d DR U P H 2
O14A O 0.7264(13) 1.0307(13) 0.0293(13) 0.209(5) Uani 0.7 1 d D U P I 1
H14A H 0.740877 1.042508 -0.045719 0.314 Uiso 0.7 1 d DR U P I 1
H14B H 0.718965 1.109511 0.061628 0.314 Uiso 0.7 1 d DR U P I 1
O14B O 0.814(4) 1.285(4) 0.138(3) 0.191(12) Uani 0.3 1 d D U P J 2
H14C H 0.827609 1.217696 0.087398 0.286 Uiso 0.3 1 d DR U P J 2
H14D H 0.783813 1.361557 0.096716 0.286 Uiso 0.3 1 d DR U P J 2
O15 O 0.0857(16) 0.6611(13) 0.8835(12) 0.140(5) Uani 0.5 1 d D . P . .
H15A H 0.158400 0.666554 0.839845 0.210 Uiso 0.5 1 d DR U P . .
H15B H 0.058497 0.605587 0.844090 0.210 Uiso 0.5 1 d DR U P . .
O16A O 0.758(2) 0.199(2) 0.2404(15) 0.192(7) Uani 0.5 1 d D U P K 1
H16A H 0.763085 0.124814 0.202031 0.288 Uiso 0.5 1 d DR U P K 1
H16B H 0.666665 0.251192 0.248570 0.288 Uiso 0.5 1 d DR U P K 1
O16B O 0.700(3) 0.229(4) 0.156(3) 0.302(15) Uani 0.5 1 d D U P L 2
H16C H 0.629561 0.310615 0.164720 0.453 Uiso 0.5 1 d DR U P L 2
H16D H 0.735059 0.213731 0.223520 0.453 Uiso 0.5 1 d DR U P L 2
C1 C 0.3836(3) 0.5309(3) 0.0942(3) 0.0266(6) Uani 1 1 d . . . . .
C2 C 0.3981(3) 0.4282(3) 0.0062(3) 0.0282(6) Uani 1 1 d . . . . .
C3 C 0.5091(3) 0.3904(3) -0.0865(3) 0.0267(6) Uani 1 1 d . . . . .
C4 C 0.4802(3) 0.8652(3) 0.5020(3) 0.0239(5) Uani 1 1 d . . . . .
C5 C 0.5642(3) 0.8888(3) 0.5852(3) 0.0289(6) Uani 1 1 d . . . . .
C6 C 0.5888(3) 1.0173(3) 0.5880(3) 0.0248(5) Uani 1 1 d . . . . .
C7 C 0.1297(3) 0.5293(3) 0.5086(3) 0.0249(5) Uani 1 1 d . . . . .
C8 C 0.1013(3) 0.4348(3) 0.5894(3) 0.0283(6) Uani 1 1 d . . . . .
C9 C -0.0207(3) 0.3982(3) 0.5837(3) 0.0242(5) 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
Pr1 O1 2.466(2) . ?
Pr1 O2 2.500(2) 2_665 ?
Pr1 O3 2.501(2) . ?
Pr1 O4 2.507(2) 2_676 ?
Pr1 O5 2.506(2) . ?
Pr1 O6 2.529(2) 2_566 ?
Pr1 O7 2.574(2) . ?
Pr1 O8 2.480(3) . ?
Pr1 O9 2.541(3) . ?
Cl1 C2 1.734(3) . ?
Cl2 C5 1.732(3) . ?
Cl3 C8 1.727(3) . ?
O1 C1 1.253(4) . ?
O2 C3 1.258(3) . ?
O3 C4 1.264(3) . ?
O4 C6 1.249(3) . ?
O5 C7 1.266(3) . ?
O6 C9 1.254(3) . ?
O7 H7A 0.848(18) . ?
O7 H7B 0.841(18) . ?
O8 H8A 0.841(19) . ?
O8 H8B 0.838(19) . ?
O9 H9A 0.840(19) . ?
O9 H9B 0.812(18) . ?
O10A H10A 0.8500 . ?
O10A H10B 0.8500 . ?
O10B H10C 0.8500 . ?
O10B H10D 0.8500 . ?
O11A H11A 0.8500 . ?
O11A H11B 0.8500 . ?
O11B H11C 0.8500 . ?
O11B H11D 0.8500 . ?
O12A H12A 0.8500 . ?
O12A H12B 0.8500 . ?
O12B H12C 0.8500 . ?
O12B H12D 0.8500 . ?
O13A H13A 0.8500 . ?
O13A H13B 0.8500 . ?
O13B H13C 0.8500 . ?
O13B H13D 0.8500 . ?
O14A H14A 0.8500 . ?
O14A H14B 0.8500 . ?
O14B H14C 0.8500 . ?
O14B H14D 0.8500 . ?
O14B O15 1.30(3) 2_676 ?
O14B H15A 0.70(4) 2_676 ?
O14B O16B 1.44(4) 1_565 ?
O15 H11A 1.4123 . ?
O15 H15A 0.8500 . ?
O15 H15B 0.8500 . ?
O16A H16A 0.8500 . ?
O16A H16B 0.8500 . ?
O16B H16C 0.8500 . ?
O16B H16D 0.8500 . ?
C1 C2 1.396(4) . ?
C1 C3 1.542(4) 2_665 ?
C2 C3 1.383(4) . ?
C4 C5 1.384(4) . ?
C4 C6 1.530(4) 2_676 ?
C5 C6 1.401(4) . ?
C7 C8 1.384(4) . ?
C7 C9 1.532(4) 2_566 ?
C8 C9 1.398(4) . ?

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 Pr1 O2 63.88(7) . 2_665 ?
O1 Pr1 O3 141.67(8) . . ?
O1 Pr1 O4 129.92(8) . 2_676 ?
O1 Pr1 O5 92.45(7) . . ?
O1 Pr1 O6 67.86(7) . 2_566 ?
O1 Pr1 O7 72.60(8) . . ?
O1 Pr1 O8 78.39(9) . . ?
O1 Pr1 O9 141.78(8) . . ?
O2 Pr1 O3 94.62(7) 2_665 . ?
O2 Pr1 O4 73.44(7) 2_665 2_676 ?
O2 Pr1 O5 137.82(7) 2_665 . ?
O2 Pr1 O6 126.89(7) 2_665 2_566 ?
O2 Pr1 O7 69.89(7) 2_665 . ?
O2 Pr1 O9 147.38(9) 2_665 . ?
O3 Pr1 O4 63.07(7) . 2_676 ?
O3 Pr1 O5 83.13(7) . . ?
O3 Pr1 O6 138.05(7) . 2_566 ?
O3 Pr1 O7 70.15(7) . . ?
O3 Pr1 O9 72.44(9) . . ?
O4 Pr1 O6 128.68(7) 2_676 2_566 ?
O4 Pr1 O7 116.36(7) 2_676 . ?
O4 Pr1 O9 74.02(9) 2_676 . ?
O5 Pr1 O4 137.60(7) . 2_676 ?
O5 Pr1 O6 62.81(7) . 2_566 ?
O5 Pr1 O7 69.82(7) . . ?
O5 Pr1 O9 71.72(9) . . ?
O6 Pr1 O7 114.95(7) 2_566 . ?
O6 Pr1 O9 74.00(9) 2_566 . ?
O8 Pr1 O2 78.88(10) . 2_665 ?
O8 Pr1 O3 130.86(8) . . ?
O8 Pr1 O4 68.49(8) . 2_676 ?
O8 Pr1 O5 132.72(9) . . ?
O8 Pr1 O6 70.92(8) . 2_566 ?
O8 Pr1 O7 144.26(10) . . ?
O8 Pr1 O9 87.25(11) . . ?
O9 Pr1 O7 128.49(9) . . ?
C1 O1 Pr1 122.45(18) . . ?
C3 O2 Pr1 120.80(19) . 2_665 ?
C4 O3 Pr1 122.54(18) . . ?
C6 O4 Pr1 122.87(19) . 2_676 ?
C7 O5 Pr1 122.96(19) . . ?
C9 O6 Pr1 122.05(18) . 2_566 ?
Pr1 O7 H7A 118(2) . . ?
Pr1 O7 H7B 117(2) . . ?
H7A O7 H7B 105(3) . . ?
Pr1 O8 H8A 125(2) . . ?
Pr1 O8 H8B 126(2) . . ?
H8A O8 H8B 106(4) . . ?
Pr1 O9 H9A 120(2) . . ?
Pr1 O9 H9B 123(3) . . ?
H9A O9 H9B 112(4) . . ?
H10A O10A H10B 104.5 . . ?
H10C O10B H10D 104.5 . . ?
H11A O11A H11B 104.5 . . ?
H11C O11B H11D 104.5 . . ?
H12A O12A H12B 104.5 . . ?
H12C O12B H12D 104.5 . . ?
H13A O13A H13B 109.5 . . ?
H13C O13B H13D 104.5 . . ?
H14A O14A H14B 104.5 . . ?
H14C O14B H14D 104.5 . . ?
O15 O14B H14C 110.2 2_676 . ?
O15 O14B H14D 68.5 2_676 . ?
O15 O14B H15A 36.7(18) 2_676 2_676 ?
O15 O14B O16B 177(4) 2_676 1_565 ?
O16B O14B H14C 68.9 1_565 . ?
O16B O14B H14D 109.2 1_565 . ?
H11A O15 H15A 73.9 . . ?
H11A O15 H15B 81.6 . . ?
O14B O15 H15A 29.5 2_676 . ?
O14B O15 H15B 133.9 2_676 . ?
H15A O15 H15B 104.5 . . ?
H16A O16A H16B 104.5 . . ?
H16C O16B H16D 104.5 . . ?
O1 C1 C2 124.9(3) . . ?
O1 C1 C3 115.5(2) . 2_665 ?
C2 C1 C3 119.5(3) . 2_665 ?
C1 C2 Cl1 118.2(2) . . ?
C3 C2 Cl1 119.6(2) . . ?
C3 C2 C1 122.1(3) . . ?
O2 C3 C1 115.7(3) . 2_665 ?
O2 C3 C2 126.1(3) . . ?
C2 C3 C1 118.3(2) . 2_665 ?
O3 C4 C5 125.0(3) . . ?
O3 C4 C6 115.7(2) . 2_676 ?
C5 C4 C6 119.3(2) . 2_676 ?
C4 C5 Cl2 119.4(2) . . ?
C4 C5 C6 121.5(3) . . ?
C6 C5 Cl2 119.1(2) . . ?
O4 C6 C4 115.7(2) . 2_676 ?
O4 C6 C5 125.1(3) . . ?
C5 C6 C4 119.2(2) . 2_676 ?
O5 C7 C8 125.2(3) . . ?
O5 C7 C9 115.4(2) . 2_566 ?
C8 C7 C9 119.4(2) . 2_566 ?
C7 C8 Cl3 119.2(2) . . ?
C7 C8 C9 121.1(3) . . ?
C9 C8 Cl3 119.7(2) . . ?
O6 C9 C7 115.8(2) . 2_566 ?
O6 C9 C8 124.7(3) . . ?
C8 C9 C7 119.5(2) . 2_566 ?

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
Pr1 O1 C1 C2 171.5(2) . . . . ?
Pr1 O1 C1 C3 -9.3(4) . . . 2_665 ?
Pr1 O2 C3 C1 -11.2(3) 2_665 . . 2_665 ?
Pr1 O2 C3 C2 168.9(2) 2_665 . . . ?
Pr1 O3 C4 C5 176.9(2) . . . . ?
Pr1 O3 C4 C6 -2.4(3) . . . 2_676 ?
Pr1 O4 C6 C4 -3.2(4) 2_676 . . 2_676 ?
Pr1 O4 C6 C5 177.4(2) 2_676 . . . ?
Pr1 O5 C7 C8 176.4(2) . . . . ?
Pr1 O5 C7 C9 -4.0(3) . . . 2_566 ?
Pr1 O6 C9 C7 -10.3(3) 2_566 . . 2_566 ?
Pr1 O6 C9 C8 170.7(2) 2_566 . . . ?
Cl1 C2 C3 O2 -2.0(5) . . . . ?
Cl1 C2 C3 C1 178.2(2) . . . 2_665 ?
Cl2 C5 C6 O4 -0.1(5) . . . . ?
Cl2 C5 C6 C4 -179.5(2) . . . 2_676 ?
Cl3 C8 C9 O6 -3.1(4) . . . . ?
Cl3 C8 C9 C7 178.0(2) . . . 2_566 ?
O1 C1 C2 Cl1 1.0(5) . . . . ?
O1 C1 C2 C3 -178.6(3) . . . . ?
O3 C4 C5 Cl2 0.3(5) . . . . ?
O3 C4 C5 C6 -179.9(3) . . . . ?
O5 C7 C8 Cl3 1.6(4) . . . . ?
O5 C7 C8 C9 -176.8(3) . . . . ?
C1 C2 C3 O2 177.7(3) . . . . ?
C1 C2 C3 C1 -2.2(5) . . . 2_665 ?
C3 C1 C2 Cl1 -178.1(2) 2_665 . . . ?
C3 C1 C2 C3 2.2(5) 2_665 . . . ?
C4 C5 C6 O4 -179.9(3) . . . . ?
C4 C5 C6 C4 0.7(5) . . . 2_676 ?
C6 C4 C5 Cl2 179.5(2) 2_676 . . . ?
C6 C4 C5 C6 -0.7(5) 2_676 . . . ?
C7 C8 C9 O6 175.3(3) . . . . ?
C7 C8 C9 C7 -3.7(5) . . . 2_566 ?
C9 C7 C8 Cl3 -178.0(2) 2_566 . . . ?
C9 C7 C8 C9 3.7(5) 2_566 . . . ?

_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_9_2tm
_database_code_depnum_ccdc_archive 'CCDC 2532680'
loop_
_audit_author_name
_audit_author_address
'Kittipong Chainok'
;Thammasat University
Thailand
;
_audit_update_record             
;
2026-03-10 deposited with the CCDC.	2026-05-18 downloaded from the CCDC.
;
_audit_creation_date             2026-03-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H6 Cl3 O9 Tm, 3.5(H2 O)'
_chemical_formula_sum            'C9 H13 Cl3 O12.50 Tm'
_chemical_formula_weight         596.47
_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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Tm Tm -0.3139 5.2483 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.1844(3)
_cell_length_b                   10.1584(3)
_cell_length_c                   10.8980(4)
_cell_angle_alpha                65.4120(10)
_cell_angle_beta                 70.3560(10)
_cell_angle_gamma                81.4690(10)
_cell_volume                     870.72(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9980
_cell_measurement_temperature    296.00
_cell_measurement_theta_max      28.29
_cell_measurement_theta_min      3.21
_shelx_estimated_absorpt_T_max   0.251
_shelx_estimated_absorpt_T_min   0.207
_exptl_absorpt_coefficient_mu    5.616
_exptl_absorpt_correction_T_max  0.7467
_exptl_absorpt_correction_T_min  0.5266
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1047 before and 0.0541 after correction.
The Ratio of minimum to maximum transmission is 0.7052.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    2.275
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       hexagonal
_exptl_crystal_F_000             574
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.34
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_av_unetI/netI     0.0334
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            39105
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.575
_diffrn_reflns_theta_min         2.849
_diffrn_ambient_temperature      296.00
_diffrn_detector                 'Bruker PHOTON 200 area detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_detector_type            'PHOTON II area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'four-circle KAPPA diffractometer'
_diffrn_measurement_device_type  'BRUKER D8 QUEST CMOS PHOTON II'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    '0.5 mm'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'sealed x-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_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                5458
_reflns_number_total             6328
_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 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         2.328
_refine_diff_density_min         -1.405
_refine_diff_density_rms         0.170
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         6328
_refine_ls_number_restraints     51
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0279
_refine_ls_restrained_S_all      1.120
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0121P)²+1.4230P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0476
_refine_ls_wR_factor_ref         0.0507
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 O9-H9A = O9-H9B
 0.85 with sigma of 0.02
 O7-H7A = O7-H7B
 0.85 with sigma of 0.02
 O8-H8A = O8-H8B
 0.85 with sigma of 0.02
 O10B-H10D = O10B-H10C
 0.85 with sigma of 0.02
 O10A-H10A = O10A-H10B
 0.85 with sigma of 0.02
 O13-H13A = O13-H13B
 0.85 with sigma of 0.02
 O11-H11B = O11-H11A
 0.85 with sigma of 0.02
 O12-H12A = O12-H12B
 0.85 with sigma of 0.02
 H9A-H9B
 1.34 with sigma of 0.04
 H7A-H7B
 1.34 with sigma of 0.04
 H8A-H8B
 1.34 with sigma of 0.04
 H10D-H10C
 1.34 with sigma of 0.04
 H10A-H10B
 1.34 with sigma of 0.04
 H13A-H13B
 1.34 with sigma of 0.04
 H11B-H11A
 1.34 with sigma of 0.04
 H12A-H12B
 1.34 with sigma of 0.04
 Tm1-H9A \\sim Tm1-H9B
 with sigma of 0.02
 Tm1-H7A \\sim Tm1-H7B
 with sigma of 0.02
 Tm1-H8A \\sim Tm1-H8B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O10B) \\sim Ueq, Uanis(O10A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O11) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O12) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Fixed Sof: O10A(0.82) H10A(0.82) H10B(0.82) O10B(0.18) H10C(0.18) H10D(0.18)
 O12(0.5) H12A(0.5) H12B(0.5)
5.a Riding coordinates:
 O10A(H10A,H10B), O10B(H10C,H10D), O11(H11A,H11B)
;
_atom_sites_solution_hydrogens   difmap
_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
Tm1 Tm 0.71112(2) 0.24747(2) 0.74602(2) 0.01671(3) Uani 1 1 d D . . . .
Cl1 Cl 0.65988(11) 0.78329(8) 0.74293(8) 0.03741(19) Uani 1 1 d . . . . .
Cl2 Cl 0.84428(10) -0.28498(8) 1.05182(10) 0.0390(2) Uani 1 1 d . . . . .
Cl3 Cl 0.73229(10) 0.03185(9) 0.36515(9) 0.03523(18) Uani 1 1 d . . . . .
O1 O 0.6829(2) 0.4796(2) 0.7584(2) 0.0224(4) Uani 1 1 d . . . . .
O2 O 0.4545(2) 0.75261(19) 1.0331(2) 0.0214(4) Uani 1 1 d . . . . .
O3 O 0.7547(2) 0.0214(2) 0.9125(2) 0.0252(4) Uani 1 1 d . . . . .
O4 O 1.1147(2) -0.2586(2) 1.1384(2) 0.0223(4) Uani 1 1 d . . . . .
O5 O 0.7431(2) 0.1522(2) 0.5730(2) 0.0240(4) Uani 1 1 d . . . . .
O6 O 1.0244(2) -0.1462(2) 0.3398(2) 0.0269(4) Uani 1 1 d . . . . .
O7 O 0.5081(3) 0.3708(2) 0.6606(3) 0.0316(5) Uani 1 1 d D . . . .
H7A H 0.478(4) 0.455(2) 0.654(4) 0.047 Uiso 1 1 d D U . . .
H7B H 0.435(3) 0.334(3) 0.657(4) 0.047 Uiso 1 1 d D U . . .
O8 O 0.4998(2) 0.0830(2) 0.8256(2) 0.0255(4) Uani 1 1 d D . . . .
H8A H 0.427(3) 0.078(3) 0.900(3) 0.038 Uiso 1 1 d D U . . .
H8B H 0.521(3) -0.004(2) 0.840(4) 0.038 Uiso 1 1 d D U . . .
O9 O 0.8496(3) 0.4213(2) 0.5365(2) 0.0352(5) Uani 1 1 d D . . . .
H9A H 0.825(4) 0.509(2) 0.509(3) 0.053 Uiso 1 1 d D U . . .
H9B H 0.897(4) 0.408(3) 0.463(2) 0.053 Uiso 1 1 d D U . . .
O10A O 0.5818(6) 0.3526(5) 0.3694(5) 0.0677(13) Uani 0.82 1 d D U P A 1
H10A H 0.626510 0.314008 0.432130 0.102 Uiso 0.82 1 d DR U P A 1
H10B H 0.650105 0.361259 0.290627 0.102 Uiso 0.82 1 d DR U P A 1
O10B O 0.6681(19) 0.4005(17) 0.303(2) 0.048(4) Uani 0.18 1 d D U P B 2
H10C H 0.754144 0.431355 0.239387 0.072 Uiso 0.18 1 d DR U P B 2
H10D H 0.688797 0.343977 0.378324 0.072 Uiso 0.18 1 d DR U P B 2
O11 O 0.9999(4) 0.5802(4) 0.7316(3) 0.0664(9) Uani 1 1 d D U . . .
H11A H 0.929284 0.613565 0.693949 0.100 Uiso 1 1 d DR U . . .
H11B H 0.988700 0.489818 0.757798 0.100 Uiso 1 1 d DR U . . .
O12 O 0.8034(8) 0.3876(8) 1.1086(8) 0.0674(18) Uani 0.5 1 d D U P . .
H12A H 0.811(13) 0.330(10) 1.069(11) 0.101 Uiso 0.5 1 d D U P . .
H12B H 0.878(9) 0.367(12) 1.143(12) 0.101 Uiso 0.5 1 d D U P . .
O13 O 1.2738(4) 0.3111(3) 0.5716(3) 0.0535(7) Uani 1 1 d D . . . .
H13A H 1.210(4) 0.244(4) 0.611(5) 0.080 Uiso 1 1 d D U . . .
H13B H 1.350(4) 0.291(5) 0.510(4) 0.080 Uiso 1 1 d D U . . .
C1 C 0.5979(3) 0.4976(3) 0.8678(3) 0.0179(5) Uani 1 1 d . . . . .
C2 C 0.5735(3) 0.6291(3) 0.8834(3) 0.0215(5) Uani 1 1 d . . . . .
C3 C 0.4811(3) 0.6391(3) 1.0094(3) 0.0179(5) Uani 1 1 d . . . . .
C4 C 0.8707(3) 0.0029(3) 0.9549(3) 0.0197(5) Uani 1 1 d . . . . .
C5 C 0.9299(3) -0.1304(3) 1.0246(3) 0.0222(5) Uani 1 1 d . . . . .
C6 C 1.0543(3) -0.1425(3) 1.0732(3) 0.0190(5) Uani 1 1 d . . . . .
C7 C 0.8607(3) 0.0827(3) 0.5306(3) 0.0185(5) Uani 1 1 d . . . . .
C8 C 0.8785(3) 0.0168(3) 0.4379(3) 0.0211(5) Uani 1 1 d . . . . .
C9 C 1.0072(3) -0.0710(3) 0.4098(3) 0.0193(5) 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
Tm1 O1 2.3886(18) . ?
Tm1 O2 2.3757(18) 2_667 ?
Tm1 O3 2.3397(19) . ?
Tm1 O4 2.3846(19) 2_757 ?
Tm1 O5 2.3743(19) . ?
Tm1 O6 2.523(2) 2_756 ?
Tm1 O7 2.327(2) . ?
Tm1 O8 2.436(2) . ?
Tm1 O9 2.304(2) . ?
Cl1 C2 1.727(3) . ?
Cl2 C5 1.730(3) . ?
Cl3 C8 1.734(3) . ?
O1 C1 1.256(3) . ?
O2 C3 1.256(3) . ?
O3 C4 1.258(3) . ?
O4 C6 1.257(3) . ?
O5 C7 1.261(3) . ?
O6 C9 1.249(3) . ?
O7 H7A 0.843(17) . ?
O7 H7B 0.829(17) . ?
O8 H8A 0.845(17) . ?
O8 H8B 0.837(17) . ?
O9 H9A 0.839(17) . ?
O9 H9B 0.827(17) . ?
O10A H10A 0.8415 . ?
O10A H10B 0.8539 . ?
O10B H10C 0.8520 . ?
O10B H10D 0.8503 . ?
O11 H11A 0.8377 . ?
O11 H11B 0.8513 . ?
O12 H12A 0.84(2) . ?
O12 H12B 0.85(2) . ?
O13 H13A 0.840(19) . ?
O13 H13B 0.855(19) . ?
C1 C2 1.393(3) . ?
C1 C3 1.532(4) 2_667 ?
C2 C3 1.386(4) . ?
C4 C5 1.381(4) . ?
C4 C6 1.539(4) 2_757 ?
C5 C6 1.383(4) . ?
C7 C8 1.384(4) . ?
C7 C9 1.526(4) 2_756 ?
C8 C9 1.399(4) . ?

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 Tm1 O6 120.70(7) . 2_756 ?
O1 Tm1 O8 125.03(7) . . ?
O2 Tm1 O1 66.43(6) 2_667 . ?
O2 Tm1 O4 76.36(7) 2_667 2_757 ?
O2 Tm1 O6 135.84(7) 2_667 2_756 ?
O2 Tm1 O8 72.60(7) 2_667 . ?
O3 Tm1 O1 129.21(7) . . ?
O3 Tm1 O2 75.69(7) . 2_667 ?
O3 Tm1 O4 67.27(7) . 2_757 ?
O3 Tm1 O5 92.51(7) . . ?
O3 Tm1 O6 67.89(7) . 2_756 ?
O3 Tm1 O8 69.05(7) . . ?
O4 Tm1 O1 71.75(7) 2_757 . ?
O4 Tm1 O6 67.22(6) 2_757 2_756 ?
O4 Tm1 O8 131.13(7) 2_757 . ?
O5 Tm1 O1 137.76(7) . . ?
O5 Tm1 O2 143.45(7) . 2_667 ?
O5 Tm1 O4 131.15(7) . 2_757 ?
O5 Tm1 O6 63.96(6) . 2_756 ?
O5 Tm1 O8 70.87(7) . . ?
O7 Tm1 O1 71.49(7) . . ?
O7 Tm1 O2 84.45(8) . 2_667 ?
O7 Tm1 O3 137.75(8) . . ?
O7 Tm1 O4 142.88(7) . 2_757 ?
O7 Tm1 O5 81.68(7) . . ?
O7 Tm1 O6 139.64(8) . 2_756 ?
O7 Tm1 O8 69.53(8) . . ?
O8 Tm1 O6 114.15(7) . 2_756 ?
O9 Tm1 O1 68.51(7) . . ?
O9 Tm1 O2 134.93(7) . 2_667 ?
O9 Tm1 O3 138.44(8) . . ?
O9 Tm1 O4 90.77(8) . 2_757 ?
O9 Tm1 O5 75.52(8) . . ?
O9 Tm1 O6 71.16(8) . 2_756 ?
O9 Tm1 O7 80.62(9) . . ?
O9 Tm1 O8 137.48(8) . . ?
C1 O1 Tm1 121.26(17) . . ?
C3 O2 Tm1 121.47(17) . 2_667 ?
C4 O3 Tm1 119.57(18) . . ?
C6 O4 Tm1 118.10(17) . 2_757 ?
C7 O5 Tm1 124.52(18) . . ?
C9 O6 Tm1 119.14(18) . 2_756 ?
Tm1 O7 H7A 125(2) . . ?
Tm1 O7 H7B 126(2) . . ?
H7A O7 H7B 105(3) . . ?
Tm1 O8 H8A 118(2) . . ?
Tm1 O8 H8B 119(2) . . ?
H8A O8 H8B 103(3) . . ?
Tm1 O9 H9A 123(2) . . ?
Tm1 O9 H9B 125(2) . . ?
H9A O9 H9B 105(3) . . ?
H10A O10A H10B 106.5 . . ?
H10C O10B H10D 106.9 . . ?
H11A O11 H11B 100.5 . . ?
H12A O12 H12B 107(5) . . ?
H13A O13 H13B 108(4) . . ?
O1 C1 C2 125.0(2) . . ?
O1 C1 C3 115.2(2) . 2_667 ?
C2 C1 C3 119.8(2) . 2_667 ?
C1 C2 Cl1 119.4(2) . . ?
C3 C2 Cl1 119.2(2) . . ?
C3 C2 C1 121.4(2) . . ?
O2 C3 C1 115.6(2) . 2_667 ?
O2 C3 C2 125.6(2) . . ?
C2 C3 C1 118.8(2) . 2_667 ?
O3 C4 C5 124.8(3) . . ?
O3 C4 C6 115.2(2) . 2_757 ?
C5 C4 C6 120.0(2) . 2_757 ?
C4 C5 Cl2 118.6(2) . . ?
C4 C5 C6 121.6(2) . . ?
C6 C5 Cl2 119.7(2) . . ?
O4 C6 C4 115.6(2) . 2_757 ?
O4 C6 C5 126.0(2) . . ?
C5 C6 C4 118.4(2) . 2_757 ?
O5 C7 C8 126.0(3) . . ?
O5 C7 C9 115.5(2) . 2_756 ?
C8 C7 C9 118.5(2) . 2_756 ?
C7 C8 Cl3 119.6(2) . . ?
C7 C8 C9 121.1(3) . . ?
C9 C8 Cl3 119.1(2) . . ?
O6 C9 C7 114.8(2) . 2_756 ?
O6 C9 C8 125.2(3) . . ?
C8 C9 C7 120.0(2) . 2_756 ?

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
Tm1 O1 C1 C2 -179.2(2) . . . . ?
Tm1 O1 C1 C3 1.3(3) . . . 2_667 ?
Tm1 O2 C3 C1 -0.9(3) 2_667 . . 2_667 ?
Tm1 O2 C3 C2 178.8(2) 2_667 . . . ?
Tm1 O3 C4 C5 -163.6(2) . . . . ?
Tm1 O3 C4 C6 17.6(3) . . . 2_757 ?
Tm1 O4 C6 C4 14.2(3) 2_757 . . 2_757 ?
Tm1 O4 C6 C5 -166.4(2) 2_757 . . . ?
Tm1 O5 C7 C8 175.0(2) . . . . ?
Tm1 O5 C7 C9 -4.4(3) . . . 2_756 ?
Tm1 O6 C9 C7 -15.9(3) 2_756 . . 2_756 ?
Tm1 O6 C9 C8 165.5(2) 2_756 . . . ?
Cl1 C2 C3 O2 -1.0(4) . . . . ?
Cl1 C2 C3 C1 178.6(2) . . . 2_667 ?
Cl2 C5 C6 O4 -0.3(4) . . . . ?
Cl2 C5 C6 C4 179.1(2) . . . 2_757 ?
Cl3 C8 C9 O6 -3.1(4) . . . . ?
Cl3 C8 C9 C7 178.3(2) . . . 2_756 ?
O1 C1 C2 Cl1 1.9(4) . . . . ?
O1 C1 C2 C3 -178.2(3) . . . . ?
O3 C4 C5 Cl2 2.3(4) . . . . ?
O3 C4 C5 C6 -177.4(3) . . . . ?
O5 C7 C8 Cl3 2.1(4) . . . . ?
O5 C7 C8 C9 -173.0(3) . . . . ?
C1 C2 C3 O2 179.1(3) . . . . ?
C1 C2 C3 C1 -1.2(4) . . . 2_667 ?
C3 C1 C2 Cl1 -178.6(2) 2_667 . . . ?
C3 C1 C2 C3 1.3(4) 2_667 . . . ?
C4 C5 C6 O4 179.4(3) . . . . ?
C4 C5 C6 C4 -1.3(4) . . . 2_757 ?
C6 C4 C5 Cl2 -179.0(2) 2_757 . . . ?
C6 C4 C5 C6 1.3(4) 2_757 . . . ?
C7 C8 C9 O6 172.1(3) . . . . ?
C7 C8 C9 C7 -6.5(4) . . . 2_756 ?
C9 C7 C8 Cl3 -178.5(2) 2_756 . . . ?
C9 C7 C8 C9 6.4(4) 2_756 . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
