# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_gm-36-15_auto
_database_code_depnum_ccdc_archive 'CCDC 2303379'
loop_
_audit_author_name
_audit_author_address
'Fei Wang'
;fujian institute
China
;
_audit_update_record             
;
2023-11-02 deposited with the CCDC.	2024-04-08 downloaded from the CCDC.
;
_audit_creation_date             2023-04-20
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H22 Ce O11, H2 O'
_chemical_formula_sum            'C24 H24 Ce O12'
_chemical_formula_weight         644.55
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Ce C H O N'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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'
Ce Ce -0.6939 7.7244 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 '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                   17.3426(3)
_cell_length_b                   9.36730(10)
_cell_length_c                   15.5652(3)
_cell_angle_alpha                90
_cell_angle_beta                 110.316(2)
_cell_angle_gamma                90
_cell_volume                     2371.32(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11920
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      60.1630
_cell_measurement_theta_min      2.3500
_shelx_estimated_absorpt_T_max   0.076
_shelx_estimated_absorpt_T_min   0.076
_exptl_absorpt_coefficient_mu    10.612
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51888
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.84a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.805
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1288
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.5
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0445
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            18636
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        53.543
_diffrn_reflns_theta_max         60.293
_diffrn_reflns_theta_min         2.362
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -107.00 -42.00   0.50    0.12    --  -78.15  77.00   0.00  130
  2  ω    -96.00 -18.00   0.50    0.12    --  -78.15  57.00  30.00  156
  3  ω    -29.00  -4.00   0.50    0.12    --  -78.15  77.00   0.00   50
  4  ω    -26.00  -1.00   0.50    0.12    --  -78.15  38.00-120.00   50
  5  ω    -71.00 -31.00   0.50    0.12    --  -78.15  38.00-120.00   80
  6  ω   -143.00-118.00   0.50    0.12    --  -78.15-109.00 -75.00   50
  7  ω   -117.00 -88.00   0.50    0.12    --  -78.15 -99.00 -60.00   58
  8  ω   -150.00 -88.00   0.50    0.12    --  -78.15 -99.00   0.00  124
  9  ω     -7.00  35.00   0.50    0.05    --   -0.78 -99.00-180.00   84
 10  ω     -8.00  35.00   0.50    0.05    --   -0.78 -99.00-150.00   86
 11  ω   -138.00 -88.00   0.50    0.12    --  -78.15 -77.00 -30.00  100
 12  ω   -105.00  -8.00   0.50    0.12    --  -78.15 109.00  21.00  194
 13  ω      1.00  38.00   0.50    0.05    --   -0.78 -99.00  30.00   74
 14  ω     -4.00  22.00   0.50    0.05    --   -0.78 -99.00  90.00   52
 15  ω      3.00  33.00   0.50    0.05    --   -0.78 -99.00 120.00   60
 16  ω      0.00  71.00   0.50    0.12    --   76.59 -38.00 -30.00  142
 17  ω     37.00  66.00   0.50    0.12    --   76.59-109.00 -75.00   58
 18  ω     87.00 133.00   0.50    0.12    --   76.59 109.00  21.00   92
 19  ω     80.00 147.00   0.50    0.12    --   76.59 125.00 -30.00  134
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0173072000
_diffrn_orient_matrix_UB_12      0.1255697000
_diffrn_orient_matrix_UB_13      -0.0435950000
_diffrn_orient_matrix_UB_21      0.0100706000
_diffrn_orient_matrix_UB_22      -0.0589122000
_diffrn_orient_matrix_UB_23      -0.0738205000
_diffrn_orient_matrix_UB_31      -0.0798780000
_diffrn_orient_matrix_UB_32      -0.0345166000
_diffrn_orient_matrix_UB_33      -0.0326908000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Ga K\a'
_diffrn_radiation_wavelength     1.3405
_diffrn_source                   'micro-focus metaljet'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4522
_reflns_number_total             5280
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.84a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.84a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.84a (Rigaku OD, 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 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.559
_refine_diff_density_min         -1.027
_refine_diff_density_rms         0.089
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     342
_refine_ls_number_reflns         5280
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0366
_refine_ls_R_factor_gt           0.0298
_refine_ls_restrained_S_all      1.051
_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)+(0.0375P)²+0.9934P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0725
_refine_ls_wR_factor_ref         0.0757
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Restrained distances
 H00A-H00G
 2.1 with sigma of 0.02
 H00G-H00A
 2.3 with sigma of 0.02
3.a Free rotating group:
 O00C(H00F,H00G)
3.b Rotating group:
 O008(H00A,H00B), O00R(H00C,H00D)
3.c Ternary CH refined with riding coordinates:
 C00I(H00I), C00W(H00W), C00Z(H00Z)
3.d Aromatic/amide H refined with riding coordinates:
 C00E(H00E), C00L(H00L), C00M(H00M), C00N(H00N), C00P(H00P), C00Q(H00Q),
 C00T(H00T), C00V(H00V), C00X(H00X), C00Y(H00Y), C010(H010), C011(H011)
3.e Idealised tetrahedral OH refined as rotating group:
 O002(H002), O003(H003), O005(H005)
;
_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
Ce01 Ce 0.50312(2) 0.12665(2) 0.66523(2) 0.02458(7) Uani 1 1 d . . . . .
O002 O 1.00682(13) 0.1904(2) 0.69766(17) 0.0350(5) Uani 1 1 d . . . . .
H002 H 1.007000 0.225298 0.746028 0.052 Uiso 1 1 calc R U . . .
O003 O 0.99869(13) -0.1832(2) 0.63852(17) 0.0358(5) Uani 1 1 d . . . . .
H003 H 0.992268 -0.222025 0.589307 0.054 Uiso 1 1 calc R U . . .
O004 O 0.40328(14) 0.4525(3) 0.74425(19) 0.0471(6) Uani 1 1 d . . . . .
O005 O 0.00498(14) 0.6875(2) 0.47608(16) 0.0368(5) Uani 1 1 d . . . . .
H005 H 0.005653 0.725097 0.428774 0.055 Uiso 1 1 calc R U . . .
O006 O 0.58089(13) 0.0549(3) 0.44203(16) 0.0369(5) Uani 1 1 d . . . . .
O007 O 0.39335(13) 0.2927(3) 0.63713(17) 0.0435(6) Uani 1 1 d . . . . .
O008 O 0.45602(19) 0.2409(3) 0.50049(19) 0.0576(7) Uani 1 1 d . . . . .
H00A H 0.462132 0.332096 0.504770 0.086 Uiso 1 1 d DR U . . .
H00B H 0.488743 0.214178 0.472781 0.086 Uiso 1 1 d R U . . .
O009 O 1.41043(15) 0.0130(3) 0.7335(2) 0.0536(7) Uani 1 1 d . . . . .
O00A O 1.40884(15) -0.1655(3) 0.8243(2) 0.0497(7) Uani 1 1 d . . . . .
O00B O 0.59960(14) 0.0545(3) 0.59020(18) 0.0534(7) Uani 1 1 d . . . . .
O00C O 0.5966(2) 0.4579(4) 0.5022(2) 0.0686(8) Uani 1 1 d G . . . .
H00F H 0.639963 0.423524 0.496531 0.103 Uiso 1 1 d G U . . .
H00G H 0.587620 0.417241 0.546607 0.103 Uiso 1 1 d DG U . . .
C00D C 0.71663(17) 0.0263(3) 0.5496(2) 0.0280(6) Uani 1 1 d . . . . .
C00E C 0.75716(19) 0.0751(4) 0.4929(2) 0.0368(7) Uani 1 1 d . . . . .
H00E H 0.727843 0.119811 0.437848 0.044 Uiso 1 1 calc R U . . .
C00F C 0.36549(18) 0.3926(3) 0.6699(2) 0.0301(7) Uani 1 1 d . . . . .
C00G C 0.88635(17) -0.0122(3) 0.5985(2) 0.0276(6) Uani 1 1 d . . . . .
C00H C 0.11648(17) 0.5135(3) 0.5224(2) 0.0276(6) Uani 1 1 d . . . . .
C00I C 0.97809(17) -0.0345(3) 0.6236(2) 0.0257(6) Uani 1 1 d . . . . .
H00I H 0.994575 -0.000398 0.572973 0.031 Uiso 1 1 calc R U . . .
C00J C 1.37517(17) -0.0630(4) 0.7731(2) 0.0302(6) Uani 1 1 d . . . . .
C00K C 1.12124(17) 0.0216(3) 0.7323(2) 0.0253(6) Uani 1 1 d . . . . .
C00L C 0.24201(18) 0.5481(3) 0.6493(2) 0.0337(7) Uani 1 1 d . . . . .
H00L H 0.271619 0.595967 0.702958 0.040 Uiso 1 1 calc R U . . .
C00M C 1.16136(18) -0.0942(3) 0.7845(2) 0.0320(7) Uani 1 1 d . . . . .
H00M H 1.132737 -0.154355 0.810387 0.038 Uiso 1 1 calc R U . . .
C00N C 1.24314(19) -0.1215(3) 0.7986(2) 0.0309(7) Uani 1 1 d . . . . .
H00N H 1.268862 -0.200258 0.833079 0.037 Uiso 1 1 calc R U . . .
C00O C 0.27945(17) 0.4410(3) 0.6166(2) 0.0272(6) Uani 1 1 d . . . . .
C00P C 0.84165(18) 0.0572(4) 0.5180(2) 0.0345(7) Uani 1 1 d . . . . .
H00P H 0.868635 0.092493 0.480264 0.041 Uiso 1 1 calc R U . . .
C00Q C 0.23558(19) 0.3732(3) 0.5350(2) 0.0318(7) Uani 1 1 d . . . . .
H00Q H 0.260563 0.302318 0.511957 0.038 Uiso 1 1 calc R U . . .
O00R O 0.5533(2) 0.2027(3) 0.83235(19) 0.0753(10) Uani 1 1 d . . . . .
H00C H 0.516177 0.185539 0.855569 0.113 Uiso 1 1 d R U . . .
H00D H 0.558537 0.293559 0.835467 0.113 Uiso 1 1 d R U . . .
C00S C 0.62586(18) 0.0471(3) 0.5256(2) 0.0315(7) Uani 1 1 d . . . . .
C00T C 0.16109(19) 0.5843(4) 0.6028(2) 0.0343(7) Uani 1 1 d . . . . .
H00T H 0.136336 0.656138 0.625331 0.041 Uiso 1 1 calc R U . . .
C00U C 1.28722(17) -0.0314(3) 0.7612(2) 0.0266(6) Uani 1 1 d . . . . .
C00V C 1.24778(19) 0.0858(3) 0.7104(2) 0.0342(7) Uani 1 1 d . . . . .
H00V H 1.276801 0.147235 0.685785 0.041 Uiso 1 1 calc R U . . .
C00W C 0.02521(17) 0.5407(3) 0.4758(2) 0.0269(6) Uani 1 1 d . . . . .
H00W H 0.008661 0.507806 0.412224 0.032 Uiso 1 1 calc R U . . .
C00X C 1.16543(19) 0.1122(3) 0.6957(2) 0.0333(7) Uani 1 1 d . . . . .
H00X H 1.139658 0.190919 0.661252 0.040 Uiso 1 1 calc R U . . .
C00Y C 0.15460(19) 0.4109(3) 0.4877(2) 0.0329(7) Uani 1 1 d . . . . .
H00Y H 0.125848 0.366804 0.432243 0.040 Uiso 1 1 calc R U . . .
C00Z C 1.02959(17) 0.0431(3) 0.7115(2) 0.0262(6) Uani 1 1 d . . . . .
H00Z H 1.015035 0.006366 0.762867 0.031 Uiso 1 1 calc R U . . .
C010 C 0.76114(18) -0.0416(4) 0.6310(2) 0.0358(7) Uani 1 1 d . . . . .
H010 H 0.734525 -0.074042 0.669813 0.043 Uiso 1 1 calc R U . . .
C011 C 0.84480(19) -0.0612(4) 0.6543(2) 0.0376(7) Uani 1 1 d . . . . .
H011 H 0.873849 -0.108179 0.708583 0.045 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
Ce01 O004 2.386(2) 2_646 ?
Ce01 O006 2.472(2) 3_656 ?
Ce01 O007 2.378(2) . ?
Ce01 O008 2.633(3) . ?
Ce01 O009 2.456(2) 1_455 ?
Ce01 O00A 2.445(2) 2_756 ?
Ce01 O00B 2.445(2) . ?
Ce01 O00R 2.542(3) . ?
O002 H002 0.8200 . ?
O002 C00Z 1.430(4) . ?
O003 H003 0.8200 . ?
O003 C00I 1.436(4) . ?
O004 C00F 1.248(4) . ?
O005 H005 0.8200 . ?
O005 C00W 1.419(4) . ?
O006 C00S 1.265(4) . ?
O007 C00F 1.241(4) . ?
O008 H00A 0.8608 . ?
O008 H00B 0.8605 . ?
O009 C00J 1.234(4) . ?
O00A C00J 1.255(4) . ?
O00B C00S 1.242(4) . ?
O00C H00F 0.8497 . ?
O00C H00G 0.8502 . ?
C00D C00E 1.383(4) . ?
C00D C00S 1.499(4) . ?
C00D C010 1.388(4) . ?
C00E H00E 0.9300 . ?
C00E C00P 1.389(4) . ?
C00F C00O 1.504(4) . ?
C00G C00I 1.515(4) . ?
C00G C00P 1.384(4) . ?
C00G C011 1.386(4) . ?
C00H C00T 1.390(4) . ?
C00H C00W 1.516(4) . ?
C00H C00Y 1.379(4) . ?
C00I H00I 0.9800 . ?
C00I C00Z 1.534(4) . ?
C00J C00U 1.501(4) . ?
C00K C00M 1.389(4) . ?
C00K C00X 1.391(4) . ?
C00K C00Z 1.521(4) . ?
C00L H00L 0.9300 . ?
C00L C00O 1.384(4) . ?
C00L C00T 1.379(4) . ?
C00M H00M 0.9300 . ?
C00M C00N 1.382(4) . ?
C00N H00N 0.9300 . ?
C00N C00U 1.394(4) . ?
C00O C00Q 1.387(4) . ?
C00P H00P 0.9300 . ?
C00Q H00Q 0.9300 . ?
C00Q C00Y 1.386(4) . ?
O00R H00C 0.8558 . ?
O00R H00D 0.8555 . ?
C00T H00T 0.9300 . ?
C00U C00V 1.387(4) . ?
C00V H00V 0.9300 . ?
C00V C00X 1.388(4) . ?
C00W C00W 1.539(6) 3_566 ?
C00W H00W 0.9800 . ?
C00X H00X 0.9300 . ?
C00Y H00Y 0.9300 . ?
C00Z H00Z 0.9800 . ?
C010 H010 0.9300 . ?
C010 C011 1.380(4) . ?
C011 H011 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
O004 Ce01 O006 92.82(9) 2_646 3_656 ?
O004 Ce01 O008 140.38(9) 2_646 . ?
O004 Ce01 O009 82.04(8) 2_646 1_455 ?
O004 Ce01 O00A 102.96(9) 2_646 2_756 ?
O004 Ce01 O00B 69.82(10) 2_646 . ?
O004 Ce01 O00R 70.50(10) 2_646 . ?
O006 Ce01 O008 73.20(8) 3_656 . ?
O006 Ce01 O00R 142.75(10) 3_656 . ?
O007 Ce01 O004 153.21(9) . 2_646 ?
O007 Ce01 O006 94.54(8) . 3_656 ?
O007 Ce01 O008 66.26(9) . . ?
O007 Ce01 O009 76.15(9) . 1_455 ?
O007 Ce01 O00A 86.14(9) . 2_756 ?
O007 Ce01 O00B 136.87(10) . . ?
O007 Ce01 O00R 88.43(10) . . ?
O009 Ce01 O006 70.93(9) 1_455 3_656 ?
O009 Ce01 O008 124.69(9) 1_455 . ?
O009 Ce01 O00R 73.84(12) 1_455 . ?
O00A Ce01 O006 143.20(9) 2_756 3_656 ?
O00A Ce01 O008 73.53(10) 2_756 . ?
O00A Ce01 O009 143.50(10) 2_756 1_455 ?
O00A Ce01 O00B 74.74(10) 2_756 . ?
O00A Ce01 O00R 74.02(11) 2_756 . ?
O00B Ce01 O006 80.09(9) . 3_656 ?
O00B Ce01 O008 71.30(9) . . ?
O00B Ce01 O009 138.26(11) . 1_455 ?
O00B Ce01 O00R 121.23(11) . . ?
O00R Ce01 O008 139.73(10) . . ?
C00Z O002 H002 109.5 . . ?
C00I O003 H003 109.5 . . ?
C00F O004 Ce01 152.4(2) . 2_656 ?
C00W O005 H005 109.5 . . ?
C00S O006 Ce01 131.5(2) . 3_656 ?
C00F O007 Ce01 144.9(2) . . ?
Ce01 O008 H00A 109.9 . . ?
Ce01 O008 H00B 109.5 . . ?
H00A O008 H00B 104.0 . . ?
C00J O009 Ce01 168.1(2) . 1_655 ?
C00J O00A Ce01 142.5(2) . 2_746 ?
C00S O00B Ce01 155.1(2) . . ?
H00F O00C H00G 109.5 . . ?
C00E C00D C00S 121.4(3) . . ?
C00E C00D C010 119.3(3) . . ?
C010 C00D C00S 119.4(3) . . ?
C00D C00E H00E 120.0 . . ?
C00D C00E C00P 120.0(3) . . ?
C00P C00E H00E 120.0 . . ?
O004 C00F C00O 118.5(3) . . ?
O007 C00F O004 124.5(3) . . ?
O007 C00F C00O 117.0(3) . . ?
C00P C00G C00I 120.4(3) . . ?
C00P C00G C011 118.2(3) . . ?
C011 C00G C00I 121.4(3) . . ?
C00T C00H C00W 120.9(3) . . ?
C00Y C00H C00T 119.5(3) . . ?
C00Y C00H C00W 119.5(3) . . ?
O003 C00I C00G 110.8(2) . . ?
O003 C00I H00I 108.7 . . ?
O003 C00I C00Z 106.3(2) . . ?
C00G C00I H00I 108.7 . . ?
C00G C00I C00Z 113.5(2) . . ?
C00Z C00I H00I 108.7 . . ?
O009 C00J O00A 123.8(3) . . ?
O009 C00J C00U 118.9(3) . . ?
O00A C00J C00U 117.3(3) . . ?
C00M C00K C00X 118.7(3) . . ?
C00M C00K C00Z 120.1(3) . . ?
C00X C00K C00Z 121.0(3) . . ?
C00O C00L H00L 119.8 . . ?
C00T C00L H00L 119.8 . . ?
C00T C00L C00O 120.5(3) . . ?
C00K C00M H00M 119.5 . . ?
C00N C00M C00K 121.0(3) . . ?
C00N C00M H00M 119.5 . . ?
C00M C00N H00N 119.9 . . ?
C00M C00N C00U 120.2(3) . . ?
C00U C00N H00N 119.9 . . ?
C00L C00O C00F 121.2(3) . . ?
C00L C00O C00Q 119.4(3) . . ?
C00Q C00O C00F 119.4(3) . . ?
C00E C00P H00P 119.5 . . ?
C00G C00P C00E 121.1(3) . . ?
C00G C00P H00P 119.5 . . ?
C00O C00Q H00Q 119.9 . . ?
C00Y C00Q C00O 120.1(3) . . ?
C00Y C00Q H00Q 119.9 . . ?
Ce01 O00R H00C 109.8 . . ?
Ce01 O00R H00D 109.2 . . ?
H00C O00R H00D 104.1 . . ?
O006 C00S C00D 118.9(3) . . ?
O00B C00S O006 124.1(3) . . ?
O00B C00S C00D 117.0(3) . . ?
C00H C00T H00T 119.9 . . ?
C00L C00T C00H 120.1(3) . . ?
C00L C00T H00T 119.9 . . ?
C00N C00U C00J 120.6(3) . . ?
C00V C00U C00J 120.4(3) . . ?
C00V C00U C00N 119.0(3) . . ?
C00U C00V H00V 119.7 . . ?
C00U C00V C00X 120.7(3) . . ?
C00X C00V H00V 119.7 . . ?
O005 C00W C00H 112.3(2) . . ?
O005 C00W C00W 107.2(3) . 3_566 ?
O005 C00W H00W 108.7 . . ?
C00H C00W C00W 111.0(3) . 3_566 ?
C00H C00W H00W 108.7 . . ?
C00W C00W H00W 108.7 3_566 . ?
C00K C00X H00X 119.8 . . ?
C00V C00X C00K 120.4(3) . . ?
C00V C00X H00X 119.8 . . ?
C00H C00Y C00Q 120.3(3) . . ?
C00H C00Y H00Y 119.9 . . ?
C00Q C00Y H00Y 119.9 . . ?
O002 C00Z C00I 106.1(2) . . ?
O002 C00Z C00K 111.9(2) . . ?
O002 C00Z H00Z 109.0 . . ?
C00I C00Z H00Z 109.0 . . ?
C00K C00Z C00I 111.6(2) . . ?
C00K C00Z H00Z 109.0 . . ?
C00D C010 H010 119.9 . . ?
C011 C010 C00D 120.2(3) . . ?
C011 C010 H010 119.9 . . ?
C00G C011 H011 119.4 . . ?
C010 C011 C00G 121.2(3) . . ?
C010 C011 H011 119.4 . . ?

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
Ce01 O004 C00F O007 86.1(6) 2_656 . . . ?
Ce01 O004 C00F C00O -95.4(5) 2_656 . . . ?
Ce01 O006 C00S O00B -82.4(4) 3_656 . . . ?
Ce01 O006 C00S C00D 97.1(3) 3_656 . . . ?
Ce01 O007 C00F O004 8.1(6) . . . . ?
Ce01 O007 C00F C00O -170.4(3) . . . . ?
Ce01 O009 C00J O00A 10.2(15) 1_655 . . . ?
Ce01 O009 C00J C00U -170.7(11) 1_655 . . . ?
Ce01 O00A C00J O009 -45.3(6) 2_746 . . . ?
Ce01 O00A C00J C00U 135.6(3) 2_746 . . . ?
Ce01 O00B C00S O006 -26.2(8) . . . . ?
Ce01 O00B C00S C00D 154.4(5) . . . . ?
O003 C00I C00Z O002 -178.0(2) . . . . ?
O003 C00I C00Z C00K 59.8(3) . . . . ?
O004 C00F C00O C00L -1.0(5) . . . . ?
O004 C00F C00O C00Q -178.3(3) . . . . ?
O007 C00F C00O C00L 177.6(3) . . . . ?
O007 C00F C00O C00Q 0.3(4) . . . . ?
O009 C00J C00U C00N 174.7(3) . . . . ?
O009 C00J C00U C00V -3.3(5) . . . . ?
O00A C00J C00U C00N -6.2(5) . . . . ?
O00A C00J C00U C00V 175.9(3) . . . . ?
C00D C00E C00P C00G 1.6(5) . . . . ?
C00D C010 C011 C00G 1.0(5) . . . . ?
C00E C00D C00S O006 28.4(5) . . . . ?
C00E C00D C00S O00B -152.2(3) . . . . ?
C00E C00D C010 C011 -0.6(5) . . . . ?
C00F C00O C00Q C00Y 176.3(3) . . . . ?
C00G C00I C00Z O002 -56.0(3) . . . . ?
C00G C00I C00Z C00K -178.2(2) . . . . ?
C00I C00G C00P C00E 178.2(3) . . . . ?
C00I C00G C011 C010 -179.5(3) . . . . ?
C00J C00U C00V C00X 177.2(3) . . . . ?
C00K C00M C00N C00U 0.8(5) . . . . ?
C00L C00O C00Q C00Y -1.1(5) . . . . ?
C00M C00K C00X C00V 0.8(5) . . . . ?
C00M C00K C00Z O002 152.3(3) . . . . ?
C00M C00K C00Z C00I -89.0(3) . . . . ?
C00M C00N C00U C00J -177.7(3) . . . . ?
C00M C00N C00U C00V 0.3(5) . . . . ?
C00N C00U C00V C00X -0.8(5) . . . . ?
C00O C00L C00T C00H -0.2(5) . . . . ?
C00O C00Q C00Y C00H -1.6(5) . . . . ?
C00P C00G C00I O003 -124.1(3) . . . . ?
C00P C00G C00I C00Z 116.5(3) . . . . ?
C00P C00G C011 C010 -0.1(5) . . . . ?
C00S C00D C00E C00P 178.5(3) . . . . ?
C00S C00D C010 C011 -179.8(3) . . . . ?
C00T C00H C00W O005 41.2(4) . . . . ?
C00T C00H C00W C00W -78.9(4) . . . 3_566 ?
C00T C00H C00Y C00Q 3.3(5) . . . . ?
C00T C00L C00O C00F -175.3(3) . . . . ?
C00T C00L C00O C00Q 2.0(5) . . . . ?
C00U C00V C00X C00K 0.2(5) . . . . ?
C00W C00H C00T C00L 173.5(3) . . . . ?
C00W C00H C00Y C00Q -172.7(3) . . . . ?
C00X C00K C00M C00N -1.4(5) . . . . ?
C00X C00K C00Z O002 -31.1(4) . . . . ?
C00X C00K C00Z C00I 87.6(3) . . . . ?
C00Y C00H C00T C00L -2.5(5) . . . . ?
C00Y C00H C00W O005 -142.9(3) . . . . ?
C00Y C00H C00W C00W 97.1(4) . . . 3_566 ?
C00Z C00K C00M C00N 175.3(3) . . . . ?
C00Z C00K C00X C00V -175.8(3) . . . . ?
C010 C00D C00E C00P -0.7(5) . . . . ?
C010 C00D C00S O006 -152.5(3) . . . . ?
C010 C00D C00S O00B 27.0(5) . . . . ?
C011 C00G C00I O003 55.4(4) . . . . ?
C011 C00G C00I C00Z -64.1(4) . . . . ?
C011 C00G C00P C00E -1.2(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.012
_oxdiff_exptl_absorpt_empirical_full_min 0.665
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 2303382'
loop_
_audit_author_name
_audit_author_address
'Fei Wang'
;fujian institute
China
;
_audit_update_record             
;
2023-10-25 deposited with the CCDC.	2024-04-08 downloaded from the CCDC.
;
_audit_creation_date             2023-10-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H22 Gd O11, H2 O'
_chemical_formula_sum            'C24 H24 Gd O12'
_chemical_formula_weight         661.68
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Gd C H O N'
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'
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      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                   17.2951(5)
_cell_length_b                   9.2984(2)
_cell_length_c                   15.4981(4)
_cell_angle_alpha                90
_cell_angle_beta                 111.988(3)
_cell_angle_gamma                90
_cell_volume                     2311.07(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7158
_cell_measurement_temperature    297.03(10)
_cell_measurement_theta_max      28.4960
_cell_measurement_theta_min      2.5280
_shelx_estimated_absorpt_T_max   0.591
_shelx_estimated_absorpt_T_min   0.591
_exptl_absorpt_coefficient_mu    2.939
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75855
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.115a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.902
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1312
_exptl_crystal_size_max          0.2
_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  0.0350
_diffrn_reflns_av_unetI/netI     0.0475
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.867
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13294
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.867
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.849
_diffrn_reflns_theta_min         2.532
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      297.03(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.867
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -12.00  30.00   0.50    0.98    --  -20.01 -99.00 -90.00   84
  2  ω   -102.00   7.00   0.50    0.98    --  -20.01 -40.00  -8.00  218
  3  ω    -21.00  54.00   0.50    0.98    --  -20.01  40.00 145.00  150
  4  ω     65.00 102.00   0.50    0.98    --   21.26 178.00  60.00   74
  5  ω     50.00  99.00   0.50    0.98    --   21.26 178.00  30.00   98
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0330972000
_diffrn_orient_matrix_UB_12      0.0136548000
_diffrn_orient_matrix_UB_13      0.0430107000
_diffrn_orient_matrix_UB_21      -0.0281731000
_diffrn_orient_matrix_UB_22      0.0351480000
_diffrn_orient_matrix_UB_23      0.0165296000
_diffrn_orient_matrix_UB_31      -0.0081250000
_diffrn_orient_matrix_UB_32      -0.0662783000
_diffrn_orient_matrix_UB_33      0.0176935000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Mova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4141
_reflns_number_total             5258
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.964
_refine_diff_density_min         -0.856
_refine_diff_density_rms         0.122
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     346
_refine_ls_number_reflns         5258
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0441
_refine_ls_R_factor_gt           0.0305
_refine_ls_restrained_S_all      1.060
_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)+(0.0265P)²+1.0381P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0655
_refine_ls_wR_factor_ref         0.0710
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Restrained distances
 H5-H9_$1
 2 with sigma of 0.02
3.a Free rotating group:
 O12(H12A,H12B)
3.b Rotating group:
 O11(H11A), O10(H10A,H10B)
3.c Ternary CH refined with riding coordinates:
 C16(H16), C15(H15), C24(H24)
3.d Aromatic/amide H refined with riding coordinates:
 C3(H3), C12(H12), C21(H21), C19(H19), C5(H5A), C2(H2), C13(H13), C22(H22),
 C6(H6A), C10(H10), C18(H18), C9(H9A)
3.e Idealised tetrahedral OH refined as rotating group:
 O6(H6), O9(H9), O5(H5)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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 0.49795(2) 0.12564(2) 0.83750(2) 0.01775(6) Uani 1 1 d . . . . .
O8 O 0.58947(15) 0.4472(3) 0.7486(2) 0.0299(6) Uani 1 1 d . . . . .
O4 O -0.42860(15) 0.5603(3) 0.44270(18) 0.0257(6) Uani 1 1 d . . . . .
O7 O 0.60272(16) 0.2882(3) 0.85974(19) 0.0303(6) Uani 1 1 d . . . . .
O2 O 0.41160(17) 0.5095(3) 0.7260(2) 0.0392(8) Uani 1 1 d . . . . .
O1 O 0.41596(17) 0.3343(3) 0.8248(2) 0.0350(7) Uani 1 1 d . . . . .
O11 O 0.5497(2) 0.2306(3) 0.9993(2) 0.0384(8) Uani 1 1 d . . . . .
H11A H 0.556869 0.326890 0.997052 0.058 Uiso 1 1 d R U . . .
O3 O -0.39924(16) 0.5708(3) 0.59475(19) 0.0317(6) Uani 1 1 d . . . . .
O6 O 0.00781(17) 0.6908(3) 0.6976(2) 0.0324(7) Uani 1 1 d . . . . .
H6 H 0.004257 0.723230 0.745151 0.049 Uiso 1 1 calc R U . . .
O9 O 0.99726(17) 0.6884(3) 1.0262(2) 0.0370(7) Uani 1 1 d . . . . .
H9 H 0.954676 0.737225 1.007454 0.056 Uiso 1 1 calc R U . . .
O5 O -0.00226(18) 0.3144(3) 0.6377(2) 0.0365(7) Uani 1 1 d . . . . .
H5 H -0.004550 0.277267 0.588868 0.055 Uiso 1 1 calc DR U . . .
O10 O 0.4474(2) 0.1980(3) 0.6740(2) 0.0472(9) Uani 1 1 d . . . . .
H10A H 0.480467 0.166534 0.648437 0.071 Uiso 1 1 d R U . . .
H10B H 0.449910 0.290054 0.670004 0.071 Uiso 1 1 d R U . . .
C23 C 0.6292(2) 0.3889(3) 0.8252(3) 0.0203(8) Uani 1 1 d . . . . .
C7 C 0.3796(2) 0.4359(4) 0.7704(3) 0.0229(8) Uani 1 1 d . . . . .
C3 C 0.2482(2) 0.3774(4) 0.7976(3) 0.0234(8) Uani 1 1 d . . . . .
H3 H 0.275267 0.298127 0.832513 0.028 Uiso 1 1 calc R U . . .
C11 C -0.2870(2) 0.5295(4) 0.5484(3) 0.0236(8) Uani 1 1 d . . . . .
C12 C -0.2475(2) 0.5819(4) 0.4929(3) 0.0315(9) Uani 1 1 d . . . . .
H12 H -0.277898 0.631965 0.438870 0.038 Uiso 1 1 calc R U . . .
C14 C -0.3783(2) 0.5551(4) 0.5273(3) 0.0216(8) Uani 1 1 d . . . . .
C20 C 0.7163(2) 0.4413(4) 0.8804(3) 0.0208(8) Uani 1 1 d . . . . .
C21 C 0.7621(2) 0.3759(4) 0.9650(3) 0.0268(8) Uani 1 1 d . . . . .
H21 H 0.737252 0.306551 0.989425 0.032 Uiso 1 1 calc R U . . .
C19 C 0.7532(2) 0.5472(4) 0.8461(3) 0.0267(9) Uani 1 1 d . . . . .
H19 H 0.722334 0.594721 0.791146 0.032 Uiso 1 1 calc R U . . .
C5 C 0.2492(2) 0.5851(4) 0.7078(3) 0.0283(9) Uani 1 1 d . . . . .
H5A H 0.276759 0.646420 0.681475 0.034 Uiso 1 1 calc R U . . .
C17 C 0.8828(2) 0.5147(4) 0.9767(3) 0.0228(8) Uani 1 1 d . . . . .
C2 C 0.1658(2) 0.4046(4) 0.7842(3) 0.0268(9) Uani 1 1 d . . . . .
H2 H 0.138265 0.343742 0.810822 0.032 Uiso 1 1 calc R U . . .
C8 C -0.1156(2) 0.4872(4) 0.5970(3) 0.0235(8) Uani 1 1 d . . . . .
C4 C 0.2907(2) 0.4676(4) 0.7594(3) 0.0221(8) Uani 1 1 d . . . . .
C13 C -0.1624(2) 0.5608(4) 0.5171(3) 0.0323(9) Uani 1 1 d . . . . .
H13 H -0.136593 0.596871 0.478690 0.039 Uiso 1 1 calc R U . . .
C16 C 0.0314(2) 0.5429(4) 0.7114(3) 0.0225(8) Uani 1 1 d . . . . .
H16 H 0.019052 0.506047 0.764063 0.027 Uiso 1 1 calc R U . . .
C22 C 0.8445(2) 0.4140(4) 1.0127(3) 0.0288(9) Uani 1 1 d . . . . .
H22 H 0.874436 0.371195 1.069777 0.035 Uiso 1 1 calc R U . . .
C6 C 0.1667(2) 0.6121(4) 0.6951(3) 0.0281(9) Uani 1 1 d . . . . .
H6A H 0.140032 0.692567 0.661436 0.034 Uiso 1 1 calc R U . . .
C10 C -0.2409(2) 0.4547(4) 0.6289(3) 0.0284(9) Uani 1 1 d . . . . .
H10 H -0.266884 0.419330 0.667359 0.034 Uiso 1 1 calc R U . . .
C15 C -0.0231(2) 0.4621(4) 0.6225(3) 0.0239(8) Uani 1 1 d . . . . .
H15 H -0.008132 0.495566 0.570843 0.029 Uiso 1 1 calc R U . . .
C18 C 0.8362(2) 0.5822(4) 0.8934(3) 0.0297(9) Uani 1 1 d . . . . .
H18 H 0.861013 0.651769 0.869193 0.036 Uiso 1 1 calc R U . . .
C1 C 0.1236(2) 0.5212(4) 0.7316(3) 0.0227(8) Uani 1 1 d . . . . .
C9 C -0.1560(2) 0.4329(4) 0.6519(3) 0.0312(9) Uani 1 1 d . . . . .
H9A H -0.125892 0.380839 0.705184 0.037 Uiso 1 1 calc R U . . .
C24 C 0.9757(2) 0.5412(4) 1.0241(3) 0.0236(8) Uani 1 1 d . . . . .
H24 H 0.993587 0.506808 1.088351 0.028 Uiso 1 1 calc R U . . .
O12 O 0.5914(2) 0.5426(4) 1.0015(3) 0.0596(10) Uani 1 1 d G . . . .
H12A H 0.641972 0.557062 1.008688 0.089 Uiso 1 1 d G U . . .
H12B H 0.581578 0.604584 1.036341 0.089 Uiso 1 1 d G U . . .
H11B H 0.531(3) 0.202(5) 1.035(3) 0.042(15) Uiso 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 O8 2.304(3) 2_646 ?
Gd1 O4 2.390(2) 4_666 ?
Gd1 O7 2.285(2) . ?
Gd1 O2 2.395(3) 2_646 ?
Gd1 O1 2.367(3) . ?
Gd1 O11 2.522(3) . ?
Gd1 O3 2.370(3) 2_546 ?
Gd1 O10 2.445(3) . ?
O8 C23 1.251(4) . ?
O4 C14 1.274(4) . ?
O7 C23 1.248(4) . ?
O2 C7 1.239(4) . ?
O1 C7 1.266(4) . ?
O11 H11A 0.9061 . ?
O11 H11B 0.78(5) . ?
O3 C14 1.237(4) . ?
O6 H6 0.8200 . ?
O6 C16 1.427(4) . ?
O9 H9 0.8200 . ?
O9 C24 1.415(4) . ?
O5 H5 0.8200 . ?
O5 C15 1.417(5) . ?
O10 H10A 0.8606 . ?
O10 H10B 0.8607 . ?
C23 C20 1.508(5) . ?
C7 C4 1.511(5) . ?
C3 H3 0.9300 . ?
C3 C2 1.385(5) . ?
C3 C4 1.385(5) . ?
C11 C12 1.372(5) . ?
C11 C14 1.506(5) . ?
C11 C10 1.390(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.390(5) . ?
C20 C21 1.392(5) . ?
C20 C19 1.385(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.384(5) . ?
C19 H19 0.9300 . ?
C19 C18 1.383(5) . ?
C5 H5A 0.9300 . ?
C5 C4 1.386(5) . ?
C5 C6 1.387(5) . ?
C17 C22 1.380(5) . ?
C17 C18 1.390(5) . ?
C17 C24 1.516(5) . ?
C2 H2 0.9300 . ?
C2 C1 1.388(5) . ?
C8 C13 1.381(5) . ?
C8 C15 1.514(5) . ?
C8 C9 1.384(5) . ?
C13 H13 0.9300 . ?
C16 H16 0.9800 . ?
C16 C15 1.543(5) . ?
C16 C1 1.519(5) . ?
C22 H22 0.9300 . ?
C6 H6A 0.9300 . ?
C6 C1 1.380(5) . ?
C10 H10 0.9300 . ?
C10 C9 1.390(5) . ?
C15 H15 0.9800 . ?
C18 H18 0.9300 . ?
C9 H9A 0.9300 . ?
C24 C24 1.522(7) 3_767 ?
C24 H24 0.9800 . ?
O12 H12A 0.8499 . ?
O12 H12B 0.8495 . ?

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
O8 Gd1 O4 86.55(9) 2_646 4_666 ?
O8 Gd1 O2 79.94(9) 2_646 2_646 ?
O8 Gd1 O1 107.41(10) 2_646 . ?
O8 Gd1 O11 140.00(11) 2_646 . ?
O8 Gd1 O3 71.11(10) 2_646 2_546 ?
O8 Gd1 O10 72.28(10) 2_646 . ?
O4 Gd1 O2 72.06(10) 4_666 2_646 ?
O4 Gd1 O11 72.64(10) 4_666 . ?
O4 Gd1 O10 143.00(10) 4_666 . ?
O7 Gd1 O8 151.09(10) . 2_646 ?
O7 Gd1 O4 100.76(9) . 4_666 ?
O7 Gd1 O2 75.94(9) . 2_646 ?
O7 Gd1 O1 83.51(10) . . ?
O7 Gd1 O11 68.14(11) . . ?
O7 Gd1 O3 137.53(10) . 2_546 ?
O7 Gd1 O10 86.00(10) . . ?
O2 Gd1 O11 122.68(11) 2_646 . ?
O2 Gd1 O10 74.55(12) 2_646 . ?
O1 Gd1 O4 142.99(10) . 4_666 ?
O1 Gd1 O2 142.99(10) . 2_646 ?
O1 Gd1 O11 75.16(11) . . ?
O1 Gd1 O3 72.83(10) . 2_546 ?
O1 Gd1 O10 73.60(11) . . ?
O3 Gd1 O4 80.16(9) 2_546 4_666 ?
O3 Gd1 O2 140.77(10) 2_546 2_646 ?
O3 Gd1 O11 71.90(10) 2_546 . ?
O3 Gd1 O10 118.72(11) 2_546 . ?
O10 Gd1 O11 141.25(10) . . ?
C23 O8 Gd1 150.4(3) . 2_656 ?
C14 O4 Gd1 131.1(2) . 4_465 ?
C23 O7 Gd1 146.0(2) . . ?
C7 O2 Gd1 167.0(3) . 2_656 ?
C7 O1 Gd1 143.2(3) . . ?
Gd1 O11 H11A 110.3 . . ?
Gd1 O11 H11B 119(4) . . ?
H11A O11 H11B 117.8 . . ?
C14 O3 Gd1 152.5(3) . 2_556 ?
C16 O6 H6 109.5 . . ?
C24 O9 H9 109.5 . . ?
C15 O5 H5 109.5 . . ?
Gd1 O10 H10A 110.0 . . ?
Gd1 O10 H10B 109.9 . . ?
H10A O10 H10B 104.1 . . ?
O8 C23 C20 118.4(3) . . ?
O7 C23 O8 125.0(3) . . ?
O7 C23 C20 116.6(3) . . ?
O2 C7 O1 124.6(3) . . ?
O2 C7 C4 118.5(3) . . ?
O1 C7 C4 116.9(3) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C4 C3 C2 120.4(3) . . ?
C12 C11 C14 122.4(3) . . ?
C12 C11 C10 119.2(3) . . ?
C10 C11 C14 118.4(3) . . ?
C11 C12 H12 119.8 . . ?
C11 C12 C13 120.4(4) . . ?
C13 C12 H12 119.8 . . ?
O4 C14 C11 119.1(3) . . ?
O3 C14 O4 124.2(3) . . ?
O3 C14 C11 116.7(3) . . ?
C21 C20 C23 119.3(3) . . ?
C19 C20 C23 121.2(3) . . ?
C19 C20 C21 119.4(3) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 C20 120.1(4) . . ?
C22 C21 H21 120.0 . . ?
C20 C19 H19 120.0 . . ?
C18 C19 C20 120.0(4) . . ?
C18 C19 H19 120.0 . . ?
C4 C5 H5A 119.8 . . ?
C4 C5 C6 120.5(3) . . ?
C6 C5 H5A 119.8 . . ?
C22 C17 C18 118.8(3) . . ?
C22 C17 C24 119.8(3) . . ?
C18 C17 C24 121.2(3) . . ?
C3 C2 H2 119.5 . . ?
C3 C2 C1 121.1(3) . . ?
C1 C2 H2 119.5 . . ?
C13 C8 C15 121.2(3) . . ?
C13 C8 C9 118.1(3) . . ?
C9 C8 C15 120.7(3) . . ?
C3 C4 C7 120.9(3) . . ?
C3 C4 C5 118.8(3) . . ?
C5 C4 C7 120.3(3) . . ?
C12 C13 H13 119.4 . . ?
C8 C13 C12 121.2(4) . . ?
C8 C13 H13 119.4 . . ?
O6 C16 H16 108.8 . . ?
O6 C16 C15 106.8(3) . . ?
O6 C16 C1 112.2(3) . . ?
C15 C16 H16 108.8 . . ?
C1 C16 H16 108.8 . . ?
C1 C16 C15 111.3(3) . . ?
C21 C22 H22 119.6 . . ?
C17 C22 C21 120.8(4) . . ?
C17 C22 H22 119.6 . . ?
C5 C6 H6A 119.5 . . ?
C1 C6 C5 121.0(3) . . ?
C1 C6 H6A 119.5 . . ?
C11 C10 H10 120.0 . . ?
C11 C10 C9 119.9(4) . . ?
C9 C10 H10 120.0 . . ?
O5 C15 C8 111.8(3) . . ?
O5 C15 C16 106.9(3) . . ?
O5 C15 H15 108.3 . . ?
C8 C15 C16 113.0(3) . . ?
C8 C15 H15 108.3 . . ?
C16 C15 H15 108.3 . . ?
C19 C18 C17 120.8(4) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C2 C1 C16 120.3(3) . . ?
C6 C1 C2 118.2(3) . . ?
C6 C1 C16 121.4(3) . . ?
C8 C9 C10 121.2(4) . . ?
C8 C9 H9A 119.4 . . ?
C10 C9 H9A 119.4 . . ?
O9 C24 C17 113.0(3) . . ?
O9 C24 C24 108.1(4) . 3_767 ?
O9 C24 H24 108.2 . . ?
C17 C24 C24 111.1(4) . 3_767 ?
C17 C24 H24 108.2 . . ?
C24 C24 H24 108.2 3_767 . ?
H12A O12 H12B 104.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Gd1 O8 C23 O7 93.3(5) 2_656 . . . ?
Gd1 O8 C23 C20 -87.6(5) 2_656 . . . ?
Gd1 O4 C14 O3 -94.0(4) 4_465 . . . ?
Gd1 O4 C14 C11 86.6(4) 4_465 . . . ?
Gd1 O7 C23 O8 6.4(7) . . . . ?
Gd1 O7 C23 C20 -172.7(3) . . . . ?
Gd1 O2 C7 O1 -11.5(16) 2_656 . . . ?
Gd1 O2 C7 C4 168.9(11) 2_656 . . . ?
Gd1 O1 C7 O2 -47.4(7) . . . . ?
Gd1 O1 C7 C4 132.3(3) . . . . ?
Gd1 O3 C14 O4 -6.6(8) 2_556 . . . ?
Gd1 O3 C14 C11 172.8(4) 2_556 . . . ?
O8 C23 C20 C21 -178.8(3) . . . . ?
O8 C23 C20 C19 -2.7(5) . . . . ?
O7 C23 C20 C21 0.4(5) . . . . ?
O7 C23 C20 C19 176.5(3) . . . . ?
O2 C7 C4 C3 171.5(4) . . . . ?
O2 C7 C4 C5 -6.1(6) . . . . ?
O1 C7 C4 C3 -8.1(5) . . . . ?
O1 C7 C4 C5 174.2(4) . . . . ?
O6 C16 C15 O5 -177.5(3) . . . . ?
O6 C16 C15 C8 -54.1(4) . . . . ?
O6 C16 C1 C2 152.3(3) . . . . ?
O6 C16 C1 C6 -30.7(5) . . . . ?
C23 C20 C21 C22 174.4(3) . . . . ?
C23 C20 C19 C18 -173.0(4) . . . . ?
C3 C2 C1 C16 175.3(4) . . . . ?
C3 C2 C1 C6 -1.8(6) . . . . ?
C11 C12 C13 C8 -0.1(6) . . . . ?
C11 C10 C9 C8 1.5(6) . . . . ?
C12 C11 C14 O4 34.4(5) . . . . ?
C12 C11 C14 O3 -145.1(4) . . . . ?
C12 C11 C10 C9 -0.5(6) . . . . ?
C14 C11 C12 C13 177.4(4) . . . . ?
C14 C11 C10 C9 -178.1(4) . . . . ?
C20 C21 C22 C17 -1.2(6) . . . . ?
C20 C19 C18 C17 -1.5(6) . . . . ?
C21 C20 C19 C18 3.1(6) . . . . ?
C19 C20 C21 C22 -1.8(6) . . . . ?
C5 C6 C1 C2 2.2(6) . . . . ?
C5 C6 C1 C16 -174.9(4) . . . . ?
C2 C3 C4 C7 -177.6(4) . . . . ?
C2 C3 C4 C5 0.1(6) . . . . ?
C4 C3 C2 C1 0.7(6) . . . . ?
C4 C5 C6 C1 -1.4(6) . . . . ?
C13 C8 C15 O5 -125.8(4) . . . . ?
C13 C8 C15 C16 113.6(4) . . . . ?
C13 C8 C9 C10 -1.7(6) . . . . ?
C22 C17 C18 C19 -1.4(6) . . . . ?
C22 C17 C24 O9 -140.3(4) . . . . ?
C22 C17 C24 C24 98.0(5) . . . 3_767 ?
C6 C5 C4 C7 178.0(4) . . . . ?
C6 C5 C4 C3 0.3(6) . . . . ?
C10 C11 C12 C13 -0.1(6) . . . . ?
C10 C11 C14 O4 -148.2(4) . . . . ?
C10 C11 C14 O3 32.4(5) . . . . ?
C15 C8 C13 C12 179.0(4) . . . . ?
C15 C8 C9 C10 -179.7(4) . . . . ?
C15 C16 C1 C2 -88.0(4) . . . . ?
C15 C16 C1 C6 89.0(4) . . . . ?
C18 C17 C22 C21 2.8(6) . . . . ?
C18 C17 C24 O9 44.7(5) . . . . ?
C18 C17 C24 C24 -77.0(5) . . . 3_767 ?
C1 C16 C15 O5 59.6(4) . . . . ?
C1 C16 C15 C8 -177.0(3) . . . . ?
C9 C8 C13 C12 1.0(6) . . . . ?
C9 C8 C15 O5 52.1(5) . . . . ?
C9 C8 C15 C16 -68.5(5) . . . . ?
C24 C17 C22 C21 -172.4(4) . . . . ?
C24 C17 C18 C19 173.7(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.389
_oxdiff_exptl_absorpt_empirical_full_min 0.629
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 2303385'
loop_
_audit_author_name
_audit_author_address
'Fei Wang'
;fujian institute
China
;
_audit_update_record             
;
2023-10-25 deposited with the CCDC.	2024-04-08 downloaded from the CCDC.
;
_audit_creation_date             2023-06-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H22 O11 Pr, H2 O'
_chemical_formula_sum            'C24 H24 O12 Pr'
_chemical_formula_weight         645.34
_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'
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      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                   17.4448(4)
_cell_length_b                   9.2686(2)
_cell_length_c                   15.5561(5)
_cell_angle_alpha                90
_cell_angle_beta                 112.084(3)
_cell_angle_gamma                90
_cell_volume                     2330.71(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9970
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      28.9020
_cell_measurement_theta_min      2.4990
_shelx_estimated_absorpt_T_max   0.672
_shelx_estimated_absorpt_T_min   0.672
_exptl_absorpt_coefficient_mu    2.159
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.42480
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.115a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.839
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1292
_exptl_crystal_size_max          0.2
_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  0.0478
_diffrn_reflns_av_unetI/netI     0.0421
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            15270
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.020
_diffrn_reflns_theta_min         2.520
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     51.00  76.00   0.50    2.08    --   20.80 175.00 176.00   50
  2  ω     58.00  83.00   0.50    2.08    --   20.80-114.00 -51.00   50
  3  ω    -18.00  61.00   0.50    2.08    --  -20.10  19.00 -30.00  158
  4  ω    -76.00 -20.00   0.50    2.08    --  -20.10 114.00  38.00  112
  5  ω     -7.00  24.00   0.50    2.08    --   20.80 -19.00  90.00   62
  6  ω    -44.00 -12.00   0.50    2.08    --   20.80 -19.00  90.00   64
  7  ω    -72.00  28.00   0.50    2.08    --   20.80 -19.00   0.00  200
  8  ω    -72.00 -46.00   0.50    2.08    --   20.80 -19.00  90.00   52
  9  ω   -114.00 -77.00   0.50    2.08    --  -20.10-175.00 169.00   74
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0086685000
_diffrn_orient_matrix_UB_12      -0.0748162000
_diffrn_orient_matrix_UB_13      -0.0004005000
_diffrn_orient_matrix_UB_21      -0.0105985000
_diffrn_orient_matrix_UB_22      0.0090832000
_diffrn_orient_matrix_UB_23      0.0394483000
_diffrn_orient_matrix_UB_31      -0.0416918000
_diffrn_orient_matrix_UB_32      0.0132192000
_diffrn_orient_matrix_UB_33      -0.0294111000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Mova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3940
_reflns_number_total             4592
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.409
_refine_diff_density_min         -1.201
_refine_diff_density_rms         0.131
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     342
_refine_ls_number_reflns         4592
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0325
_refine_ls_restrained_S_all      1.028
_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)+(0.0521P)²+1.8451P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0829
_refine_ls_wR_factor_ref         0.0872
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Restrained distances
 H9_$1-H5_$2
 2.1 with sigma of 0.02
3.a Free rotating group:
 O12(H12A,H12B)
3.b Rotating group:
 O10(H10A,H10B), O11(H11A,H11B)
3.c Ternary CH refined with riding coordinates:
 C16(H16), C24(H24), C15(H15)
3.d Aromatic/amide H refined with riding coordinates:
 C5(H5A), C10(H10), C21(H21), C19(H19), C12(H12), C9(H9A), C6(H6A), C3(H3),
 C13(H13), C18(H18), C22(H22), C2(H2)
3.e Idealised tetrahedral OH refined as rotating group:
 O6(H6), O5(H5), O9(H9)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pr1 Pr 0.49711(2) 0.87301(2) 0.33713(2) 0.01224(9) Uani 1 1 d . . . . .
O8 O 0.59295(15) 0.5574(3) 0.25007(19) 0.0207(6) Uani 1 1 d . . . . .
O10 O 0.54962(16) 0.7690(3) 0.50299(18) 0.0232(6) Uani 1 1 d . . . . .
H10A H 0.542563 0.675174 0.500650 0.035 Uiso 1 1 d R U . . .
H10B H 0.518442 0.800329 0.531957 0.035 Uiso 1 1 d R U . . .
O1 O 0.39568(15) 0.9310(3) 0.40442(18) 0.0218(6) Uani 1 1 d . . . . .
O12 O 0.40661(17) 0.5365(3) 0.4953(2) 0.0271(6) Uani 1 1 d G . . . .
H12A H 0.416063 0.589903 0.454405 0.041 Uiso 1 1 d G U . . .
H12B H 0.353199 0.539361 0.479362 0.041 Uiso 1 1 d G U . . .
O7 O 0.60533(14) 0.7063(3) 0.36609(18) 0.0207(6) Uani 1 1 d . . . . .
O2 O 0.42549(14) 0.9347(3) 0.55626(17) 0.0173(5) Uani 1 1 d . . . . .
O3 O -0.41444(15) 1.1573(3) 0.17191(19) 0.0204(6) Uani 1 1 d . . . . .
O6 O -0.00667(15) 0.8085(3) 0.3039(2) 0.0216(6) Uani 1 1 d . . . . .
H6 H -0.000444 0.775924 0.256609 0.032 Uiso 1 1 calc R U . . .
O4 O -0.40772(15) 0.9861(3) 0.2747(2) 0.0253(6) Uani 1 1 d . . . . .
O11 O 0.44071(17) 0.8041(3) 0.16793(19) 0.0273(6) Uani 1 1 d . . . . .
H11A H 0.471568 0.842109 0.139968 0.041 Uiso 1 1 d R U . . .
H11B H 0.445905 0.710192 0.162301 0.041 Uiso 1 1 d R U . . .
O5 O 0.00203(15) 1.1875(3) 0.3608(2) 0.0238(6) Uani 1 1 d . . . . .
H5 H 0.006065 1.227446 0.410819 0.036 Uiso 1 1 calc R U . . .
O9 O 0.99746(15) 0.3103(3) 0.5249(2) 0.0263(6) Uani 1 1 d . . . . .
H9 H 0.954704 0.259633 0.512319 0.039 Uiso 1 1 calc R U . . .
C23 C 0.6323(2) 0.6091(4) 0.3286(3) 0.0159(7) Uani 1 1 d . . . . .
C14 C -0.3769(2) 1.0581(4) 0.2290(2) 0.0153(7) Uani 1 1 d . . . . .
C20 C 0.7188(2) 0.5576(4) 0.3827(3) 0.0150(7) Uani 1 1 d . . . . .
C4 C 0.2851(2) 0.9710(4) 0.4518(2) 0.0143(7) Uani 1 1 d . . . . .
C7 C 0.3755(2) 0.9440(4) 0.4724(3) 0.0150(7) Uani 1 1 d . . . . .
C5 C 0.2461(2) 0.9179(4) 0.5076(3) 0.0195(8) Uani 1 1 d . . . . .
H5A H 0.276811 0.866715 0.562695 0.023 Uiso 1 1 calc R U . . .
C10 C -0.2469(2) 1.1200(4) 0.2020(3) 0.0147(7) Uani 1 1 d . . . . .
H10 H -0.274884 1.200091 0.165601 0.018 Uiso 1 1 calc R U . . .
C21 C 0.7555(2) 0.4528(4) 0.3460(3) 0.0173(7) Uani 1 1 d . . . . .
H21 H 0.724190 0.406619 0.289027 0.021 Uiso 1 1 calc R U . . .
C19 C 0.7642(2) 0.6217(4) 0.4676(3) 0.0161(7) Uani 1 1 d . . . . .
H19 H 0.739084 0.692261 0.492833 0.019 Uiso 1 1 calc R U . . .
C12 C -0.2460(2) 0.9112(4) 0.2942(3) 0.0175(8) Uani 1 1 d . . . . .
H12 H -0.273863 0.847950 0.320790 0.021 Uiso 1 1 calc R U . . .
C1 C 0.1153(2) 1.0150(4) 0.4030(3) 0.0166(7) Uani 1 1 d . . . . .
C9 C -0.1645(2) 1.0935(4) 0.2157(3) 0.0168(7) Uani 1 1 d . . . . .
H9A H -0.136847 1.155389 0.188003 0.020 Uiso 1 1 calc R U . . .
C6 C 0.1615(2) 0.9396(4) 0.4829(3) 0.0179(8) Uani 1 1 d . . . . .
H6A H 0.134892 0.902183 0.521382 0.022 Uiso 1 1 calc R U . . .
C11 C -0.2881(2) 1.0293(4) 0.2414(2) 0.0145(7) Uani 1 1 d . . . . .
C17 C 0.8840(2) 0.4834(4) 0.4772(3) 0.0169(8) Uani 1 1 d . . . . .
C3 C 0.2390(2) 1.0467(4) 0.3708(3) 0.0179(8) Uani 1 1 d . . . . .
H3 H 0.265261 1.082710 0.331625 0.021 Uiso 1 1 calc R U . . .
C13 C -0.1639(2) 0.8859(4) 0.3080(3) 0.0172(8) Uani 1 1 d . . . . .
H13 H -0.135823 0.805552 0.344024 0.021 Uiso 1 1 calc R U . . .
C8 C -0.1223(2) 0.9777(4) 0.2693(2) 0.0153(7) Uani 1 1 d . . . . .
C18 C 0.8461(2) 0.5826(4) 0.5153(3) 0.0182(8) Uani 1 1 d . . . . .
H18 H 0.876391 0.623901 0.574235 0.022 Uiso 1 1 calc R U . . .
C16 C -0.0303(2) 0.9563(4) 0.2895(3) 0.0160(7) Uani 1 1 d . . . . .
H16 H -0.018037 0.993456 0.235706 0.019 Uiso 1 1 calc R U . . .
C24 C 0.9764(2) 0.4579(4) 0.5242(3) 0.0161(7) Uani 1 1 d . . . . .
H24 H 0.994751 0.492167 0.589848 0.019 Uiso 1 1 calc R U . . .
C22 C 0.8377(2) 0.4169(4) 0.3933(3) 0.0175(7) Uani 1 1 d . . . . .
H22 H 0.862956 0.346295 0.368222 0.021 Uiso 1 1 calc R U . . .
C15 C 0.0232(2) 1.0391(4) 0.3774(3) 0.0170(7) Uani 1 1 d . . . . .
H15 H 0.008203 1.005810 0.430207 0.020 Uiso 1 1 calc R U . . .
C2 C 0.1556(2) 1.0688(4) 0.3482(3) 0.0198(8) Uani 1 1 d . . . . .
H2 H 0.125020 1.121969 0.293912 0.024 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
Pr1 O8 2.372(2) 2_655 ?
Pr1 O10 2.579(3) . ?
Pr1 O1 2.431(2) . ?
Pr1 O7 2.349(2) . ?
Pr1 O2 2.463(2) 3_676 ?
Pr1 O3 2.438(3) 2_545 ?
Pr1 O4 2.452(3) 1_655 ?
Pr1 O11 2.521(3) . ?
O8 C23 1.250(5) . ?
O10 H10A 0.8768 . ?
O10 H10B 0.8762 . ?
O1 C7 1.239(4) . ?
O12 H12A 0.8699 . ?
O12 H12B 0.8699 . ?
O7 C23 1.257(4) . ?
O2 C7 1.270(4) . ?
O3 C14 1.275(5) . ?
O6 H6 0.8400 . ?
O6 C16 1.424(4) . ?
O4 C14 1.236(4) . ?
O11 H11A 0.8826 . ?
O11 H11B 0.8830 . ?
O5 H5 0.8400 . ?
O5 C15 1.422(5) . ?
O9 H9 0.8400 . ?
O9 C24 1.415(5) . ?
C23 C20 1.502(5) . ?
C14 C11 1.510(5) . ?
C20 C21 1.397(5) . ?
C20 C19 1.392(5) . ?
C4 C7 1.508(5) . ?
C4 C5 1.379(5) . ?
C4 C3 1.401(5) . ?
C5 H5A 0.9500 . ?
C5 C6 1.393(5) . ?
C10 H10 0.9500 . ?
C10 C9 1.393(5) . ?
C10 C11 1.391(5) . ?
C21 H21 0.9500 . ?
C21 C22 1.385(5) . ?
C19 H19 0.9500 . ?
C19 C18 1.389(5) . ?
C12 H12 0.9500 . ?
C12 C11 1.399(5) . ?
C12 C13 1.386(5) . ?
C1 C6 1.390(5) . ?
C1 C15 1.519(5) . ?
C1 C2 1.384(5) . ?
C9 H9A 0.9500 . ?
C9 C8 1.389(5) . ?
C6 H6A 0.9500 . ?
C17 C18 1.388(5) . ?
C17 C24 1.518(5) . ?
C17 C22 1.394(5) . ?
C3 H3 0.9500 . ?
C3 C2 1.379(5) . ?
C13 H13 0.9500 . ?
C13 C8 1.393(5) . ?
C8 C16 1.527(4) . ?
C18 H18 0.9500 . ?
C16 H16 1.0000 . ?
C16 C15 1.539(5) . ?
C24 C24 1.524(7) 3_766 ?
C24 H24 1.0000 . ?
C22 H22 0.9500 . ?
C15 H15 1.0000 . ?
C2 H2 0.9500 . ?

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
O8 Pr1 O10 138.72(9) 2_655 . ?
O8 Pr1 O1 69.76(9) 2_655 . ?
O8 Pr1 O2 86.64(9) 2_655 3_676 ?
O8 Pr1 O3 107.92(9) 2_655 2_545 ?
O8 Pr1 O4 82.35(9) 2_655 1_655 ?
O8 Pr1 O11 70.78(9) 2_655 . ?
O1 Pr1 O10 72.19(9) . . ?
O1 Pr1 O2 81.57(8) . 3_676 ?
O1 Pr1 O3 72.29(9) . 2_545 ?
O1 Pr1 O4 141.90(10) . 1_655 ?
O1 Pr1 O11 116.36(9) . . ?
O7 Pr1 O8 153.59(9) . 2_655 ?
O7 Pr1 O10 66.70(9) . . ?
O7 Pr1 O1 136.53(9) . . ?
O7 Pr1 O2 98.59(9) . 3_676 ?
O7 Pr1 O3 83.49(9) . 2_545 ?
O7 Pr1 O4 75.06(9) . 1_655 ?
O7 Pr1 O11 90.21(9) . . ?
O2 Pr1 O10 72.44(9) 3_676 . ?
O2 Pr1 O11 141.83(9) 3_676 . ?
O3 Pr1 O10 74.39(9) 2_545 . ?
O3 Pr1 O2 142.65(9) 2_545 3_676 ?
O3 Pr1 O4 143.29(9) 2_545 1_655 ?
O3 Pr1 O11 75.04(9) 2_545 . ?
O4 Pr1 O10 121.17(9) 1_655 . ?
O4 Pr1 O2 71.08(9) 1_655 3_676 ?
O4 Pr1 O11 75.60(10) 1_655 . ?
O11 Pr1 O10 143.35(9) . . ?
C23 O8 Pr1 146.9(2) . 2_645 ?
Pr1 O10 H10A 109.7 . . ?
Pr1 O10 H10B 109.6 . . ?
H10A O10 H10B 104.2 . . ?
C7 O1 Pr1 151.0(2) . . ?
H12A O12 H12B 104.5 . . ?
C23 O7 Pr1 142.8(2) . . ?
C7 O2 Pr1 129.2(2) . 3_676 ?
C14 O3 Pr1 140.3(2) . 2 ?
C16 O6 H6 109.5 . . ?
C14 O4 Pr1 164.7(2) . 1_455 ?
Pr1 O11 H11A 110.0 . . ?
Pr1 O11 H11B 109.8 . . ?
H11A O11 H11B 103.9 . . ?
C15 O5 H5 109.5 . . ?
C24 O9 H9 109.5 . . ?
O8 C23 O7 124.3(3) . . ?
O8 C23 C20 119.6(3) . . ?
O7 C23 C20 116.1(3) . . ?
O3 C14 C11 116.8(3) . . ?
O4 C14 O3 124.6(3) . . ?
O4 C14 C11 118.6(3) . . ?
C21 C20 C23 120.6(3) . . ?
C19 C20 C23 119.3(3) . . ?
C19 C20 C21 120.0(3) . . ?
C5 C4 C7 122.1(3) . . ?
C5 C4 C3 119.5(3) . . ?
C3 C4 C7 118.3(3) . . ?
O1 C7 O2 124.4(3) . . ?
O1 C7 C4 116.4(3) . . ?
O2 C7 C4 119.2(3) . . ?
C4 C5 H5A 120.1 . . ?
C4 C5 C6 119.9(3) . . ?
C6 C5 H5A 120.1 . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
C11 C10 C9 120.1(3) . . ?
C20 C21 H21 120.3 . . ?
C22 C21 C20 119.5(3) . . ?
C22 C21 H21 120.3 . . ?
C20 C19 H19 120.0 . . ?
C18 C19 C20 120.0(3) . . ?
C18 C19 H19 120.0 . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C13 C12 C11 120.5(3) . . ?
C6 C1 C15 120.6(3) . . ?
C2 C1 C6 118.3(3) . . ?
C2 C1 C15 121.2(3) . . ?
C10 C9 H9A 119.6 . . ?
C8 C9 C10 120.8(3) . . ?
C8 C9 H9A 119.6 . . ?
C5 C6 H6A 119.4 . . ?
C1 C6 C5 121.1(3) . . ?
C1 C6 H6A 119.4 . . ?
C10 C11 C14 120.9(3) . . ?
C10 C11 C12 119.1(3) . . ?
C12 C11 C14 120.0(3) . . ?
C18 C17 C24 119.2(3) . . ?
C18 C17 C22 119.5(3) . . ?
C22 C17 C24 121.2(3) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 C4 119.8(3) . . ?
C2 C3 H3 120.1 . . ?
C12 C13 H13 119.8 . . ?
C12 C13 C8 120.4(3) . . ?
C8 C13 H13 119.8 . . ?
C9 C8 C13 119.1(3) . . ?
C9 C8 C16 120.2(3) . . ?
C13 C8 C16 120.6(3) . . ?
C19 C18 H18 119.9 . . ?
C17 C18 C19 120.3(3) . . ?
C17 C18 H18 119.9 . . ?
O6 C16 C8 112.2(3) . . ?
O6 C16 H16 108.8 . . ?
O6 C16 C15 107.2(3) . . ?
C8 C16 H16 108.8 . . ?
C8 C16 C15 110.9(3) . . ?
C15 C16 H16 108.8 . . ?
O9 C24 C17 112.3(3) . . ?
O9 C24 C24 108.2(3) . 3_766 ?
O9 C24 H24 108.5 . . ?
C17 C24 C24 110.8(4) . 3_766 ?
C17 C24 H24 108.5 . . ?
C24 C24 H24 108.5 3_766 . ?
C21 C22 C17 120.7(3) . . ?
C21 C22 H22 119.7 . . ?
C17 C22 H22 119.7 . . ?
O5 C15 C1 111.5(3) . . ?
O5 C15 C16 107.0(3) . . ?
O5 C15 H15 108.5 . . ?
C1 C15 C16 112.8(3) . . ?
C1 C15 H15 108.5 . . ?
C16 C15 H15 108.5 . . ?
C1 C2 H2 119.3 . . ?
C3 C2 C1 121.4(4) . . ?
C3 C2 H2 119.3 . . ?

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 O8 C23 O7 -93.3(5) 2_645 . . . ?
Pr1 O8 C23 C20 88.6(5) 2_645 . . . ?
Pr1 O1 C7 O2 7.8(8) . . . . ?
Pr1 O1 C7 C4 -171.5(4) . . . . ?
Pr1 O7 C23 O8 -9.9(6) . . . . ?
Pr1 O7 C23 C20 168.3(3) . . . . ?
Pr1 O2 C7 O1 92.5(4) 3_676 . . . ?
Pr1 O2 C7 C4 -88.2(4) 3_676 . . . ?
Pr1 O3 C14 O4 50.0(6) 2 . . . ?
Pr1 O3 C14 C11 -129.3(3) 2 . . . ?
Pr1 O4 C14 O3 12.0(13) 1_455 . . . ?
Pr1 O4 C14 C11 -168.7(8) 1_455 . . . ?
O8 C23 C20 C21 0.1(5) . . . . ?
O8 C23 C20 C19 176.1(3) . . . . ?
O7 C23 C20 C21 -178.1(3) . . . . ?
O7 C23 C20 C19 -2.2(5) . . . . ?
O3 C14 C11 C10 8.5(5) . . . . ?
O3 C14 C11 C12 -172.4(3) . . . . ?
O6 C16 C15 O5 177.3(3) . . . . ?
O6 C16 C15 C1 54.4(4) . . . . ?
O4 C14 C11 C10 -170.9(3) . . . . ?
O4 C14 C11 C12 8.3(5) . . . . ?
C23 C20 C21 C22 174.0(3) . . . . ?
C23 C20 C19 C18 -175.4(3) . . . . ?
C20 C21 C22 C17 0.5(5) . . . . ?
C20 C19 C18 C17 2.3(5) . . . . ?
C4 C5 C6 C1 -0.4(6) . . . . ?
C4 C3 C2 C1 -1.3(6) . . . . ?
C7 C4 C5 C6 -176.7(3) . . . . ?
C7 C4 C3 C2 177.7(3) . . . . ?
C5 C4 C7 O1 146.3(4) . . . . ?
C5 C4 C7 O2 -33.0(5) . . . . ?
C5 C4 C3 C2 0.7(5) . . . . ?
C10 C9 C8 C13 1.3(5) . . . . ?
C10 C9 C8 C16 -175.6(3) . . . . ?
C21 C20 C19 C18 0.6(5) . . . . ?
C19 C20 C21 C22 -2.0(5) . . . . ?
C12 C13 C8 C9 -1.0(5) . . . . ?
C12 C13 C8 C16 175.9(3) . . . . ?
C9 C10 C11 C14 178.7(3) . . . . ?
C9 C10 C11 C12 -0.4(5) . . . . ?
C9 C8 C16 O6 -151.8(3) . . . . ?
C9 C8 C16 C15 88.3(4) . . . . ?
C6 C1 C15 O5 127.3(4) . . . . ?
C6 C1 C15 C16 -112.3(4) . . . . ?
C6 C1 C2 C3 1.1(6) . . . . ?
C11 C10 C9 C8 -0.6(5) . . . . ?
C11 C12 C13 C8 -0.1(6) . . . . ?
C3 C4 C7 O1 -30.6(5) . . . . ?
C3 C4 C7 O2 150.1(3) . . . . ?
C3 C4 C5 C6 0.2(6) . . . . ?
C13 C12 C11 C14 -178.3(3) . . . . ?
C13 C12 C11 C10 0.8(5) . . . . ?
C13 C8 C16 O6 31.4(5) . . . . ?
C13 C8 C16 C15 -88.5(4) . . . . ?
C8 C16 C15 O5 -59.9(4) . . . . ?
C8 C16 C15 C1 177.2(3) . . . . ?
C18 C17 C24 O9 139.7(3) . . . . ?
C18 C17 C24 C24 -99.2(5) . . . 3_766 ?
C18 C17 C22 C21 2.4(6) . . . . ?
C24 C17 C18 C19 171.7(3) . . . . ?
C24 C17 C22 C21 -172.9(3) . . . . ?
C22 C17 C18 C19 -3.8(5) . . . . ?
C22 C17 C24 O9 -45.0(5) . . . . ?
C22 C17 C24 C24 76.1(5) . . . 3_766 ?
C15 C1 C6 C5 -179.4(3) . . . . ?
C15 C1 C2 C3 -179.7(3) . . . . ?
C2 C1 C6 C5 -0.2(6) . . . . ?
C2 C1 C15 O5 -51.9(5) . . . . ?
C2 C1 C15 C16 68.5(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.886
_oxdiff_exptl_absorpt_empirical_full_min 0.632
####################################################################### 
# 
# 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_gm-35-42_auto
_database_code_depnum_ccdc_archive 'CCDC 2303380'
loop_
_audit_author_name
_audit_author_address
'Fei Wang'
;fujian institute
China
;
_audit_update_record             
;
2023-10-25 deposited with the CCDC.	2024-04-08 downloaded from the CCDC.
;
_audit_creation_date             2023-06-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H22 Dy O11, H2 O'
_chemical_formula_sum            'C24 H24 Dy O12'
_chemical_formula_weight         666.93
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Dy C H O N'
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'
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      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                   17.2906(7)
_cell_length_b                   9.2222(2)
_cell_length_c                   15.3769(6)
_cell_angle_alpha                90
_cell_angle_beta                 112.651(4)
_cell_angle_gamma                90
_cell_volume                     2262.83(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12012
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      30.3280
_cell_measurement_theta_min      2.5330
_shelx_estimated_absorpt_T_max   0.552
_shelx_estimated_absorpt_T_min   0.552
_exptl_absorpt_coefficient_mu    3.373
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73809
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.73a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.958
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1320
_exptl_crystal_size_max          0.2
_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  0.0330
_diffrn_reflns_av_unetI/netI     0.0371
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            16044
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.019
_diffrn_reflns_theta_min         2.551
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -64.00  28.00   0.50    1.77    --   10.18 -49.00  64.00  184
  2  ω    -18.00  16.00   0.50    1.77    --   -9.32 -99.00   0.00   68
  3  ω    -10.00  21.00   0.50    1.77    --   -9.32 -99.00 -60.00   62
  4  ω      2.00  28.00   0.50    1.77    --   -9.32 -99.00-120.00   52
  5  ω    -10.00  84.00   0.50    1.77    --   10.18  49.00-148.00  188
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0259790000
_diffrn_orient_matrix_UB_12      -0.0345134000
_diffrn_orient_matrix_UB_13      -0.0424278000
_diffrn_orient_matrix_UB_21      0.0240775000
_diffrn_orient_matrix_UB_22      0.0310753000
_diffrn_orient_matrix_UB_23      -0.0235641000
_diffrn_orient_matrix_UB_31      0.0268860000
_diffrn_orient_matrix_UB_32      -0.0612744000
_diffrn_orient_matrix_UB_33      0.0119822000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Mova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3738
_reflns_number_total             4463
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.928
_refine_diff_density_min         -0.946
_refine_diff_density_rms         0.133
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     342
_refine_ls_number_reflns         4463
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0355
_refine_ls_R_factor_gt           0.0262
_refine_ls_restrained_S_all      1.038
_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)+(0.0251P)²+6.8154P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0599
_refine_ls_wR_factor_ref         0.0644
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2.a Free rotating group:
 O12(H12A,H12B)
2.b Rotating group:
 O11(H11A,H11B), O10(H10A,H10B)
2.c Ternary CH refined with riding coordinates:
 C15(H15), C24(H24), C16(H16)
2.d Aromatic/amide H refined with riding coordinates:
 C3(H3), C21(H21), C10(H10), C12(H12), C19(H19), C2(H2), C13(H13), C9(H9A),
 C5(H5A), C22(H22), C18(H18), C6(H6A)
2.e Idealised tetrahedral OH refined as rotating group:
 O6(H6), O5(H5), O9(H9)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Dy1 Dy 0.49805(2) 0.87345(2) 0.33901(2) 0.00608(7) Uani 1 1 d . . . . .
O8 O 0.58660(16) 0.5564(3) 0.24509(19) 0.0107(6) Uani 1 1 d . . . . .
O1 O 0.39729(16) 0.9232(3) 0.40173(19) 0.0111(6) Uani 1 1 d . . . . .
O3 O -0.41988(17) 1.1596(3) 0.17063(19) 0.0127(6) Uani 1 1 d . . . . .
O11 O 0.44496(17) 0.8032(3) 0.17510(19) 0.0136(6) Uani 1 1 d . . . . .
H11A H 0.390497 0.818379 0.148896 0.020 Uiso 1 1 d R U . . .
H11B H 0.449889 0.708707 0.170578 0.020 Uiso 1 1 d R U . . .
O4 O -0.41126(17) 0.9895(3) 0.2771(2) 0.0150(6) Uani 1 1 d . . . . .
O2 O 0.43283(16) 0.9347(3) 0.55724(18) 0.0104(6) Uani 1 1 d . . . . .
O7 O 0.60199(17) 0.7133(3) 0.36020(19) 0.0125(6) Uani 1 1 d . . . . .
O10 O 0.55326(17) 0.7748(3) 0.50125(19) 0.0132(6) Uani 1 1 d . . . . .
H10A H 0.554747 0.680385 0.499105 0.020 Uiso 1 1 d R U . . .
H10B H 0.517934 0.793313 0.527777 0.020 Uiso 1 1 d R U . . .
O12 O 0.4089(2) 0.5384(3) 0.4975(2) 0.0219(7) Uani 1 1 d G . . . .
H12A H 0.410831 0.575343 0.446303 0.033 Uiso 1 1 d G U . . .
H12B H 0.447541 0.584367 0.542983 0.033 Uiso 1 1 d G U . . .
O6 O -0.00717(17) 0.8086(3) 0.3021(2) 0.0121(6) Uani 1 1 d . . . . .
H6 H -0.005279 0.775156 0.252145 0.018 Uiso 1 1 calc R U . . .
O5 O 0.00206(17) 1.1881(3) 0.3628(2) 0.0145(6) Uani 1 1 d . . . . .
H5 H 0.006038 1.227197 0.413731 0.022 Uiso 1 1 calc R U . . .
O9 O 0.99743(18) 0.3095(3) 0.5260(2) 0.0141(6) Uani 1 1 d . . . . .
H9 H 0.996521 0.269903 0.574845 0.021 Uiso 1 1 calc R U . . .
C23 C 0.6279(2) 0.6118(4) 0.3237(3) 0.0085(7) Uani 1 1 d . . . . .
C14 C -0.3814(2) 1.0613(4) 0.2293(3) 0.0102(8) Uani 1 1 d . . . . .
C3 C 0.2497(3) 0.9140(4) 0.5093(3) 0.0128(8) Uani 1 1 d . . . . .
H3 H 0.281275 0.861279 0.564741 0.015 Uiso 1 1 calc R U . . .
C4 C 0.2889(2) 0.9695(4) 0.4533(3) 0.0093(8) Uani 1 1 d . . . . .
C21 C 0.7521(2) 0.4529(4) 0.3439(3) 0.0114(8) Uani 1 1 d . . . . .
H21 H 0.720181 0.405074 0.286487 0.014 Uiso 1 1 calc R U . . .
C7 C 0.3796(2) 0.9412(4) 0.4723(3) 0.0091(8) Uani 1 1 d . . . . .
C10 C -0.2490(2) 0.9131(4) 0.2935(3) 0.0118(8) Uani 1 1 d . . . . .
H10 H -0.276817 0.849758 0.320739 0.014 Uiso 1 1 calc R U . . .
C20 C 0.7147(2) 0.5584(4) 0.3794(3) 0.0093(8) Uani 1 1 d . . . . .
C12 C -0.2505(2) 1.1227(4) 0.2001(3) 0.0099(8) Uani 1 1 d . . . . .
H12 H -0.279119 1.203161 0.163196 0.012 Uiso 1 1 calc R U . . .
C19 C 0.7604(2) 0.6223(4) 0.4664(3) 0.0103(8) Uani 1 1 d . . . . .
H19 H 0.734579 0.691660 0.492204 0.012 Uiso 1 1 calc R U . . .
C2 C 0.1639(2) 0.9352(4) 0.4846(3) 0.0124(8) Uani 1 1 d . . . . .
H2 H 0.137346 0.895495 0.523028 0.015 Uiso 1 1 calc R U . . .
C13 C -0.1676(2) 1.0962(4) 0.2140(3) 0.0109(8) Uani 1 1 d . . . . .
H13 H -0.140144 1.159009 0.186070 0.013 Uiso 1 1 calc R U . . .
C9 C -0.1661(2) 0.8867(4) 0.3072(3) 0.0114(8) Uani 1 1 d . . . . .
H9A H -0.137765 0.805309 0.343358 0.014 Uiso 1 1 calc R U . . .
C11 C -0.2918(2) 1.0312(4) 0.2403(3) 0.0087(8) Uani 1 1 d . . . . .
C5 C 0.2418(2) 1.0492(4) 0.3729(3) 0.0109(8) Uani 1 1 d . . . . .
H5A H 0.268250 1.087712 0.334092 0.013 Uiso 1 1 calc R U . . .
C1 C 0.1169(2) 1.0138(4) 0.4044(3) 0.0107(8) Uani 1 1 d . . . . .
C17 C 0.8822(2) 0.4843(4) 0.4774(3) 0.0103(8) Uani 1 1 d . . . . .
C22 C 0.8356(2) 0.4171(4) 0.3915(3) 0.0122(8) Uani 1 1 d . . . . .
H22 H 0.861245 0.347069 0.366008 0.015 Uiso 1 1 calc R U . . .
C18 C 0.8437(3) 0.5843(4) 0.5150(3) 0.0129(8) Uani 1 1 d . . . . .
H18 H 0.874533 0.627056 0.574492 0.015 Uiso 1 1 calc R U . . .
C15 C 0.0237(2) 1.0386(4) 0.3788(3) 0.0109(8) Uani 1 1 d . . . . .
H15 H 0.008945 1.003732 0.432072 0.013 Uiso 1 1 calc R U . . .
C8 C -0.1238(2) 0.9791(4) 0.2682(3) 0.0102(8) Uani 1 1 d . . . . .
C6 C 0.1572(2) 1.0724(4) 0.3492(3) 0.0113(8) Uani 1 1 d . . . . .
H6A H 0.126237 1.128456 0.295076 0.014 Uiso 1 1 calc R U . . .
C24 C 0.9761(2) 0.4591(4) 0.5253(3) 0.0098(8) Uani 1 1 d . . . . .
H24 H 0.995645 0.494415 0.591797 0.012 Uiso 1 1 calc R U . . .
C16 C -0.0314(2) 0.9580(4) 0.2886(3) 0.0111(8) Uani 1 1 d . . . . .
H16 H -0.019353 0.996936 0.234396 0.013 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
Dy1 O8 2.281(2) 2_655 ?
Dy1 O1 2.339(3) . ?
Dy1 O3 2.363(3) 2_545 ?
Dy1 O11 2.415(3) . ?
Dy1 O4 2.379(3) 1_655 ?
Dy1 O2 2.374(2) 3_676 ?
Dy1 O7 2.251(3) . ?
Dy1 O10 2.475(3) . ?
O8 C23 1.252(4) . ?
O1 C7 1.247(5) . ?
O3 C14 1.271(5) . ?
O11 H11A 0.8811 . ?
O11 H11B 0.8813 . ?
O4 C14 1.240(5) . ?
O2 C7 1.277(4) . ?
O7 C23 1.258(5) . ?
O10 H10A 0.8725 . ?
O10 H10B 0.8721 . ?
O12 H12A 0.8699 . ?
O12 H12B 0.8699 . ?
O6 H6 0.8400 . ?
O6 C16 1.432(4) . ?
O5 H5 0.8400 . ?
O5 C15 1.425(4) . ?
O9 H9 0.8400 . ?
O9 C24 1.427(4) . ?
C23 C20 1.497(5) . ?
C14 C11 1.518(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.383(6) . ?
C3 C2 1.397(6) . ?
C4 C7 1.503(5) . ?
C4 C5 1.399(5) . ?
C21 H21 0.9500 . ?
C21 C20 1.392(5) . ?
C21 C22 1.383(5) . ?
C10 H10 0.9500 . ?
C10 C9 1.388(6) . ?
C10 C11 1.392(5) . ?
C20 C19 1.395(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.386(5) . ?
C12 C11 1.395(5) . ?
C19 H19 0.9500 . ?
C19 C18 1.388(5) . ?
C2 H2 0.9500 . ?
C2 C1 1.391(5) . ?
C13 H13 0.9500 . ?
C13 C8 1.396(5) . ?
C9 H9A 0.9500 . ?
C9 C8 1.399(6) . ?
C5 H5A 0.9500 . ?
C5 C6 1.381(5) . ?
C1 C15 1.521(5) . ?
C1 C6 1.398(6) . ?
C17 C22 1.399(6) . ?
C17 C18 1.387(6) . ?
C17 C24 1.520(5) . ?
C22 H22 0.9500 . ?
C18 H18 0.9500 . ?
C15 H15 1.0000 . ?
C15 C16 1.538(5) . ?
C8 C16 1.517(5) . ?
C6 H6A 0.9500 . ?
C24 C24 1.534(8) 3_766 ?
C24 H24 1.0000 . ?
C16 H16 1.0000 . ?

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
O8 Dy1 O1 70.82(9) 2_655 . ?
O8 Dy1 O3 110.80(9) 2_655 2_545 ?
O8 Dy1 O11 72.77(9) 2_655 . ?
O8 Dy1 O4 79.53(9) 2_655 1_655 ?
O8 Dy1 O2 82.92(9) 2_655 3_676 ?
O8 Dy1 O10 139.22(9) 2_655 . ?
O1 Dy1 O3 71.99(9) . 2_545 ?
O1 Dy1 O11 116.03(9) . . ?
O1 Dy1 O4 141.92(9) . 1_655 ?
O1 Dy1 O2 80.73(9) . 3_676 ?
O1 Dy1 O10 73.50(9) . . ?
O3 Dy1 O11 74.48(9) 2_545 . ?
O3 Dy1 O4 143.09(10) 2_545 1_655 ?
O3 Dy1 O2 142.37(9) 2_545 3_676 ?
O3 Dy1 O10 75.28(9) 2_545 . ?
O11 Dy1 O10 142.88(9) . . ?
O4 Dy1 O11 75.36(10) 1_655 . ?
O4 Dy1 O10 120.71(9) 1_655 . ?
O2 Dy1 O11 142.36(9) 3_676 . ?
O2 Dy1 O4 72.23(10) 3_676 1_655 ?
O2 Dy1 O10 72.39(9) 3_676 . ?
O7 Dy1 O8 150.41(10) . 2_655 ?
O7 Dy1 O1 138.51(9) . . ?
O7 Dy1 O3 82.36(9) . 2_545 ?
O7 Dy1 O11 86.36(9) . . ?
O7 Dy1 O4 74.96(9) . 1_655 ?
O7 Dy1 O2 102.97(9) . 3_676 ?
O7 Dy1 O10 68.69(9) . . ?
C23 O8 Dy1 148.4(2) . 2_645 ?
C7 O1 Dy1 148.9(3) . . ?
C14 O3 Dy1 140.4(3) . 2 ?
Dy1 O11 H11A 110.2 . . ?
Dy1 O11 H11B 109.8 . . ?
H11A O11 H11B 103.9 . . ?
C14 O4 Dy1 165.1(3) . 1_455 ?
C7 O2 Dy1 129.1(2) . 3_676 ?
C23 O7 Dy1 145.6(2) . . ?
Dy1 O10 H10A 109.5 . . ?
Dy1 O10 H10B 109.4 . . ?
H10A O10 H10B 104.4 . . ?
H12A O12 H12B 104.5 . . ?
C16 O6 H6 109.5 . . ?
C15 O5 H5 109.5 . . ?
C24 O9 H9 109.5 . . ?
O8 C23 O7 124.4(3) . . ?
O8 C23 C20 119.4(3) . . ?
O7 C23 C20 116.2(3) . . ?
O3 C14 C11 116.3(3) . . ?
O4 C14 O3 125.3(4) . . ?
O4 C14 C11 118.4(3) . . ?
C4 C3 H3 119.9 . . ?
C4 C3 C2 120.2(4) . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C7 122.7(3) . . ?
C3 C4 C5 119.1(4) . . ?
C5 C4 C7 118.2(4) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 H21 119.8 . . ?
C22 C21 C20 120.4(4) . . ?
O1 C7 O2 124.2(4) . . ?
O1 C7 C4 116.2(3) . . ?
O2 C7 C4 119.6(3) . . ?
C9 C10 H10 119.6 . . ?
C9 C10 C11 120.7(4) . . ?
C11 C10 H10 119.6 . . ?
C21 C20 C23 121.4(3) . . ?
C21 C20 C19 119.7(3) . . ?
C19 C20 C23 118.8(3) . . ?
C13 C12 H12 120.0 . . ?
C13 C12 C11 120.1(3) . . ?
C11 C12 H12 120.0 . . ?
C20 C19 H19 120.1 . . ?
C18 C19 C20 119.7(4) . . ?
C18 C19 H19 120.1 . . ?
C3 C2 H2 119.6 . . ?
C1 C2 C3 120.7(4) . . ?
C1 C2 H2 119.6 . . ?
C12 C13 H13 119.4 . . ?
C12 C13 C8 121.3(4) . . ?
C8 C13 H13 119.4 . . ?
C10 C9 H9A 119.7 . . ?
C10 C9 C8 120.5(3) . . ?
C8 C9 H9A 119.7 . . ?
C10 C11 C14 119.9(3) . . ?
C10 C11 C12 119.1(4) . . ?
C12 C11 C14 121.0(3) . . ?
C4 C5 H5A 119.6 . . ?
C6 C5 C4 120.8(4) . . ?
C6 C5 H5A 119.6 . . ?
C2 C1 C15 120.4(4) . . ?
C2 C1 C6 118.8(4) . . ?
C6 C1 C15 120.7(3) . . ?
C22 C17 C24 120.6(4) . . ?
C18 C17 C22 119.5(3) . . ?
C18 C17 C24 119.7(3) . . ?
C21 C22 C17 119.9(4) . . ?
C21 C22 H22 120.0 . . ?
C17 C22 H22 120.0 . . ?
C19 C18 H18 119.7 . . ?
C17 C18 C19 120.6(4) . . ?
C17 C18 H18 119.7 . . ?
O5 C15 C1 111.8(3) . . ?
O5 C15 H15 108.6 . . ?
O5 C15 C16 106.3(3) . . ?
C1 C15 H15 108.6 . . ?
C1 C15 C16 112.8(3) . . ?
C16 C15 H15 108.6 . . ?
C13 C8 C9 118.3(4) . . ?
C13 C8 C16 120.6(3) . . ?
C9 C8 C16 121.0(3) . . ?
C5 C6 C1 120.3(4) . . ?
C5 C6 H6A 119.9 . . ?
C1 C6 H6A 119.9 . . ?
O9 C24 C17 112.1(3) . . ?
O9 C24 C24 107.0(4) . 3_766 ?
O9 C24 H24 108.8 . . ?
C17 C24 C24 111.2(4) . 3_766 ?
C17 C24 H24 108.8 . . ?
C24 C24 H24 108.8 3_766 . ?
O6 C16 C15 106.8(3) . . ?
O6 C16 C8 112.3(3) . . ?
O6 C16 H16 108.8 . . ?
C15 C16 H16 108.8 . . ?
C8 C16 C15 111.2(3) . . ?
C8 C16 H16 108.8 . . ?

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 O8 C23 O7 -98.0(5) 2_645 . . . ?
Dy1 O8 C23 C20 83.1(6) 2_645 . . . ?
Dy1 O1 C7 O2 0.7(7) . . . . ?
Dy1 O1 C7 C4 -178.2(3) . . . . ?
Dy1 O3 C14 O4 52.0(6) 2 . . . ?
Dy1 O3 C14 C11 -128.2(3) 2 . . . ?
Dy1 O4 C14 O3 18.1(13) 1_455 . . . ?
Dy1 O4 C14 C11 -161.8(8) 1_455 . . . ?
Dy1 O2 C7 O1 99.1(4) 3_676 . . . ?
Dy1 O2 C7 C4 -82.1(4) 3_676 . . . ?
Dy1 O7 C23 O8 -5.3(7) . . . . ?
Dy1 O7 C23 C20 173.7(3) . . . . ?
O8 C23 C20 C21 3.0(6) . . . . ?
O8 C23 C20 C19 179.2(3) . . . . ?
O3 C14 C11 C10 -171.6(3) . . . . ?
O3 C14 C11 C12 10.2(5) . . . . ?
O4 C14 C11 C10 8.3(5) . . . . ?
O4 C14 C11 C12 -169.9(4) . . . . ?
O7 C23 C20 C21 -176.0(3) . . . . ?
O7 C23 C20 C19 0.2(5) . . . . ?
O5 C15 C16 O6 177.2(3) . . . . ?
O5 C15 C16 C8 -60.0(4) . . . . ?
C23 C20 C19 C18 -173.8(3) . . . . ?
C3 C4 C7 O1 142.3(4) . . . . ?
C3 C4 C7 O2 -36.6(5) . . . . ?
C3 C4 C5 C6 0.0(5) . . . . ?
C3 C2 C1 C15 -179.0(3) . . . . ?
C3 C2 C1 C6 -0.5(6) . . . . ?
C4 C3 C2 C1 -0.9(6) . . . . ?
C4 C5 C6 C1 -1.3(6) . . . . ?
C21 C20 C19 C18 2.4(6) . . . . ?
C7 C4 C5 C6 176.7(3) . . . . ?
C10 C9 C8 C13 -1.2(6) . . . . ?
C10 C9 C8 C16 175.4(3) . . . . ?
C20 C21 C22 C17 1.8(6) . . . . ?
C20 C19 C18 C17 0.7(6) . . . . ?
C12 C13 C8 C9 1.1(6) . . . . ?
C12 C13 C8 C16 -175.5(3) . . . . ?
C2 C3 C4 C7 -175.5(3) . . . . ?
C2 C3 C4 C5 1.1(5) . . . . ?
C2 C1 C15 O5 128.1(4) . . . . ?
C2 C1 C15 C16 -112.1(4) . . . . ?
C2 C1 C6 C5 1.6(6) . . . . ?
C13 C12 C11 C14 177.6(3) . . . . ?
C13 C12 C11 C10 -0.6(6) . . . . ?
C13 C8 C16 O6 -151.4(3) . . . . ?
C13 C8 C16 C15 89.0(4) . . . . ?
C9 C10 C11 C14 -177.7(3) . . . . ?
C9 C10 C11 C12 0.5(6) . . . . ?
C9 C8 C16 O6 32.1(5) . . . . ?
C9 C8 C16 C15 -87.5(4) . . . . ?
C11 C10 C9 C8 0.4(6) . . . . ?
C11 C12 C13 C8 -0.2(6) . . . . ?
C5 C4 C7 O1 -34.3(5) . . . . ?
C5 C4 C7 O2 146.7(3) . . . . ?
C1 C15 C16 O6 54.3(4) . . . . ?
C1 C15 C16 C8 177.1(3) . . . . ?
C22 C21 C20 C23 172.4(4) . . . . ?
C22 C21 C20 C19 -3.7(6) . . . . ?
C22 C17 C18 C19 -2.6(6) . . . . ?
C22 C17 C24 O9 -45.5(5) . . . . ?
C22 C17 C24 C24 74.2(5) . . . 3_766 ?
C18 C17 C22 C21 1.3(6) . . . . ?
C18 C17 C24 O9 140.0(4) . . . . ?
C18 C17 C24 C24 -100.2(5) . . . 3_766 ?
C15 C1 C6 C5 -179.9(3) . . . . ?
C6 C1 C15 O5 -50.4(5) . . . . ?
C6 C1 C15 C16 69.4(4) . . . . ?
C24 C17 C22 C21 -173.2(3) . . . . ?
C24 C17 C18 C19 171.9(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.723
_oxdiff_exptl_absorpt_empirical_full_min 0.646
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2303386'
loop_
_audit_author_name
_audit_author_address
'Fei Wang'
;fujian institute
China
;
_audit_update_record             
;
2023-10-25 deposited with the CCDC.	2024-04-08 downloaded from the CCDC.
;
_audit_creation_date             2023-06-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H22 O11 Tb, H2 O'
_chemical_formula_sum            'C24 H24 O12 Tb'
_chemical_formula_weight         663.35
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Tb C H O N '
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   17.3235(7)
_cell_length_b                   9.2270(3)
_cell_length_c                   15.4275(6)
_cell_angle_alpha                90
_cell_angle_beta                 112.661(5)
_cell_angle_gamma                90
_cell_volume                     2275.62(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6595
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.8280
_cell_measurement_theta_min      2.5320
_shelx_estimated_absorpt_T_max   0.569
_shelx_estimated_absorpt_T_min   0.569
_exptl_absorpt_coefficient_mu    3.178
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53442
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.115a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.936
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1316
_exptl_crystal_size_max          0.2
_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  0.0378
_diffrn_reflns_av_unetI/netI     0.0431
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12389
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.024
_diffrn_reflns_theta_max         25.024
_diffrn_reflns_theta_min         2.548
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -55.00  -5.00   0.50    6.08    --   -6.67 -38.00  90.00  100
  2  ω     -8.00  27.00   0.50    6.08    --   -6.67 -99.00   0.00   70
  3  ω    -18.00  32.00   0.50    6.08    --    7.84 -99.00  30.00  100
  4  ω     -8.00  80.00   0.50    6.08    --    7.84  38.00  30.00  176
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0210358000
_diffrn_orient_matrix_UB_12      0.0670552000
_diffrn_orient_matrix_UB_13      -0.0149602000
_diffrn_orient_matrix_UB_21      0.0384118000
_diffrn_orient_matrix_UB_22      0.0374279000
_diffrn_orient_matrix_UB_23      0.0216682000
_diffrn_orient_matrix_UB_31      0.0070073000
_diffrn_orient_matrix_UB_32      -0.0044680000
_diffrn_orient_matrix_UB_33      -0.0422778000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Mova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3271
_reflns_number_total             4025
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.160
_refine_diff_density_min         -0.808
_refine_diff_density_rms         0.119
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     342
_refine_ls_number_reflns         4025
_refine_ls_number_restraints     99
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0263
_refine_ls_restrained_S_all      1.038
_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)+(0.0241P)²+1.9688P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0555
_refine_ls_wR_factor_ref         0.0583
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Restrained distances
 H6_$1-H9_$2
 2.1 with sigma of 0.02
3. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(C14) \\sim Ueq: with sigma of 0.0001 and sigma for terminal atoms of
0.0002
5.a Free rotating group:
 O12(H12A,H12B)
5.b Rotating group:
 O10(H10A,H10B), O11(H11A,H11B)
5.c Ternary CH refined with riding coordinates:
 C15(H15), C24(H24), C16(H16)
5.d Aromatic/amide H refined with riding coordinates:
 C5(H5A), C12(H12), C19(H19), C10(H10), C21(H21), C13(H13), C6(H6A), C3(H3),
 C9(H9A), C22(H22), C18(H18), C2(H2)
5.e Idealised tetrahedral OH refined as rotating group:
 O6(H6), O9(H9), O5(H5)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Tb1 Tb 0.49789(2) 0.12668(2) 0.33907(2) 0.00680(7) Uani 1 1 d . U . . .
O8 O 0.58755(17) 0.4432(3) 0.24459(18) 0.0115(6) Uani 1 1 d . U . . .
O1 O 0.39726(17) 0.0761(3) 0.40296(18) 0.0118(6) Uani 1 1 d . U . . .
O10 O 0.55307(18) 0.2261(3) 0.50176(18) 0.0136(6) Uani 1 1 d . U . . .
H10A H 0.549681 0.320509 0.499603 0.020 Uiso 1 1 d R U . . .
H10B H 0.520454 0.199906 0.530264 0.020 Uiso 1 1 d R U . . .
O7 O 0.60181(17) 0.2891(3) 0.36039(18) 0.0128(6) Uani 1 1 d . U . . .
O2 O 0.43232(16) 0.0658(3) 0.55791(18) 0.0096(6) Uani 1 1 d . U . . .
O3 O -0.41938(17) -0.1595(3) 0.17098(19) 0.0129(6) Uani 1 1 d . U . . .
O12 O 0.4096(2) 0.4615(4) 0.4977(2) 0.0234(7) Uani 1 1 d G . . . .
H12A H 0.356886 0.456468 0.488657 0.035 Uiso 1 1 d G U . . .
H12B H 0.416717 0.426981 0.448769 0.035 Uiso 1 1 d G U . . .
O11 O 0.44398(18) 0.1967(3) 0.17463(19) 0.0161(6) Uani 1 1 d . U . . .
H11A H 0.463083 0.137574 0.143515 0.024 Uiso 1 1 d R U . . .
H11B H 0.464471 0.280963 0.169054 0.024 Uiso 1 1 d R U . . .
O4 O -0.41123(17) 0.0107(3) 0.2766(2) 0.0154(6) Uani 1 1 d . U . . .
O6 O -0.00761(17) 0.1920(3) 0.3012(2) 0.0150(6) Uani 1 1 d . U . . .
H6 H 0.044763 0.198711 0.321915 0.023 Uiso 1 1 calc R U . . .
O9 O 0.99752(19) 0.6904(3) 0.5260(2) 0.0159(6) Uani 1 1 d . U . . .
H9 H 1.001335 0.727848 0.577089 0.024 Uiso 1 1 calc R U . . .
O5 O 0.00211(18) -0.1880(3) 0.3629(2) 0.0154(6) Uani 1 1 d . U . . .
H5 H 0.001103 -0.224731 0.412222 0.023 Uiso 1 1 calc R U . . .
C14 C -0.3812(2) -0.0608(4) 0.2290(3) 0.0103(8) Uani 1 1 d . U . . .
C23 C 0.6280(2) 0.3896(4) 0.3240(3) 0.0103(8) Uani 1 1 d . U . . .
C5 C 0.2498(3) 0.0859(4) 0.5098(3) 0.0135(9) Uani 1 1 d . U . . .
H5A H 0.281335 0.138023 0.565302 0.016 Uiso 1 1 calc R U . . .
C20 C 0.7154(3) 0.4418(4) 0.3792(3) 0.0106(8) Uani 1 1 d . U . . .
C12 C -0.2485(3) 0.0873(4) 0.2932(3) 0.0121(9) Uani 1 1 d . U . . .
H12 H -0.276152 0.151066 0.320218 0.015 Uiso 1 1 calc R U . . .
C19 C 0.7613(2) 0.3790(5) 0.4661(3) 0.0122(8) Uani 1 1 d . U . . .
H19 H 0.735635 0.309487 0.491880 0.015 Uiso 1 1 calc R U . . .
C7 C 0.3791(2) 0.0583(4) 0.4730(3) 0.0084(8) Uani 1 1 d . U . . .
C17 C 0.8824(2) 0.5160(4) 0.4768(3) 0.0110(9) Uani 1 1 d . U . . .
C4 C 0.2886(2) 0.0304(4) 0.4535(3) 0.0108(8) Uani 1 1 d . U . . .
C10 C -0.2498(2) -0.1231(5) 0.2008(3) 0.0111(8) Uani 1 1 d . U . . .
H10 H -0.277984 -0.204574 0.164802 0.013 Uiso 1 1 calc R U . . .
C21 C 0.7532(3) 0.5476(4) 0.3438(3) 0.0120(9) Uani 1 1 d . U . . .
H21 H 0.721601 0.594976 0.286396 0.014 Uiso 1 1 calc R U . . .
C11 C -0.2918(2) -0.0306(4) 0.2403(3) 0.0090(8) Uani 1 1 d . U . . .
C13 C -0.1661(2) 0.1131(5) 0.3070(3) 0.0125(8) Uani 1 1 d . U . . .
H13 H -0.137725 0.194203 0.343328 0.015 Uiso 1 1 calc R U . . .
C6 C 0.1639(3) 0.0648(5) 0.4846(3) 0.0119(9) Uani 1 1 d . U . . .
H6A H 0.137382 0.104611 0.522783 0.014 Uiso 1 1 calc R U . . .
C1 C 0.1168(2) -0.0132(4) 0.4049(3) 0.0102(8) Uani 1 1 d . U . . .
C15 C 0.0241(3) -0.0387(4) 0.3786(3) 0.0112(9) Uani 1 1 d . U . . .
H15 H 0.009111 -0.003898 0.431547 0.013 Uiso 1 1 calc R U . . .
C3 C 0.2415(3) -0.0482(4) 0.3731(3) 0.0127(9) Uani 1 1 d . U . . .
H3 H 0.267904 -0.086297 0.334286 0.015 Uiso 1 1 calc R U . . .
C9 C -0.1674(2) -0.0958(4) 0.2142(3) 0.0107(9) Uani 1 1 d . U . . .
H9A H -0.139861 -0.157863 0.186165 0.013 Uiso 1 1 calc R U . . .
C22 C 0.8357(3) 0.5833(4) 0.3915(3) 0.0121(9) Uani 1 1 d . U . . .
H22 H 0.861170 0.654029 0.366386 0.014 Uiso 1 1 calc R U . . .
C18 C 0.8437(3) 0.4170(4) 0.5150(3) 0.0118(9) Uani 1 1 d . U . . .
H18 H 0.874192 0.375545 0.574824 0.014 Uiso 1 1 calc R U . . .
C8 C -0.1242(2) 0.0212(4) 0.2682(3) 0.0112(9) Uani 1 1 d . U . . .
C2 C 0.1572(3) -0.0711(5) 0.3493(3) 0.0139(9) Uani 1 1 d . U . . .
H2 H 0.126255 -0.126405 0.294992 0.017 Uiso 1 1 calc R U . . .
C24 C 0.9757(3) 0.5410(4) 0.5248(3) 0.0117(9) Uani 1 1 d . U . . .
H24 H 0.994806 0.505734 0.591098 0.014 Uiso 1 1 calc R U . . .
C16 C -0.0314(3) 0.0421(4) 0.2886(3) 0.0121(9) Uani 1 1 d . U . . .
H16 H -0.019530 0.002970 0.234469 0.014 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
Tb1 O8 2.292(3) 2_645 ?
Tb1 O1 2.356(2) . ?
Tb1 O10 2.491(3) . ?
Tb1 O7 2.267(3) . ?
Tb1 O2 2.379(3) 3_656 ?
Tb1 O3 2.367(3) 2 ?
Tb1 O11 2.429(3) . ?
Tb1 O4 2.392(3) 1_655 ?
O8 C23 1.255(5) . ?
O1 C7 1.247(4) . ?
O10 H10A 0.8732 . ?
O10 H10B 0.8731 . ?
O7 C23 1.256(5) . ?
O2 C7 1.281(5) . ?
O3 C14 1.269(5) . ?
O12 H12A 0.8698 . ?
O12 H12B 0.8706 . ?
O11 H11A 0.8719 . ?
O11 H11B 0.8724 . ?
O4 C14 1.241(5) . ?
O6 H6 0.8400 . ?
O6 C16 1.435(5) . ?
O9 H9 0.8400 . ?
O9 C24 1.427(5) . ?
O5 H5 0.8400 . ?
O5 C15 1.425(5) . ?
C14 C11 1.515(5) . ?
C23 C20 1.503(6) . ?
C5 H5A 0.9500 . ?
C5 C4 1.386(5) . ?
C5 C6 1.399(6) . ?
C20 C19 1.395(6) . ?
C20 C21 1.399(6) . ?
C12 H12 0.9500 . ?
C12 C11 1.393(6) . ?
C12 C13 1.381(6) . ?
C19 H19 0.9500 . ?
C19 C18 1.378(6) . ?
C7 C4 1.500(5) . ?
C17 C22 1.397(6) . ?
C17 C18 1.390(6) . ?
C17 C24 1.515(6) . ?
C4 C3 1.396(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.404(5) . ?
C10 C9 1.385(5) . ?
C21 H21 0.9500 . ?
C21 C22 1.371(6) . ?
C13 H13 0.9500 . ?
C13 C8 1.393(6) . ?
C6 H6A 0.9500 . ?
C6 C1 1.386(6) . ?
C1 C15 1.515(5) . ?
C1 C2 1.406(6) . ?
C15 H15 1.0000 . ?
C15 C16 1.543(6) . ?
C3 H3 0.9500 . ?
C3 C2 1.378(6) . ?
C9 H9A 0.9500 . ?
C9 C8 1.392(6) . ?
C22 H22 0.9500 . ?
C18 H18 0.9500 . ?
C8 C16 1.527(5) . ?
C2 H2 0.9500 . ?
C24 C24 1.537(8) 3_766 ?
C24 H24 1.0000 . ?
C16 H16 1.0000 . ?

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
O8 Tb1 O1 70.60(9) 2_645 . ?
O8 Tb1 O10 138.88(9) 2_645 . ?
O8 Tb1 O2 82.90(9) 2_645 3_656 ?
O8 Tb1 O3 110.41(10) 2_645 2 ?
O8 Tb1 O11 72.74(9) 2_645 . ?
O8 Tb1 O4 79.92(9) 2_645 1_655 ?
O1 Tb1 O10 73.15(9) . . ?
O1 Tb1 O2 80.80(9) . 3_656 ?
O1 Tb1 O3 72.16(9) . 2 ?
O1 Tb1 O11 116.16(9) . . ?
O1 Tb1 O4 141.96(10) . 1_655 ?
O7 Tb1 O8 151.00(9) . 2_645 ?
O7 Tb1 O1 138.12(9) . . ?
O7 Tb1 O10 68.62(9) . . ?
O7 Tb1 O2 103.04(9) . 3_656 ?
O7 Tb1 O3 82.11(10) . 2 ?
O7 Tb1 O11 86.56(9) . . ?
O7 Tb1 O4 75.23(9) . 1_655 ?
O2 Tb1 O10 72.71(9) 3_656 . ?
O2 Tb1 O11 142.01(9) 3_656 . ?
O2 Tb1 O4 72.01(9) 3_656 1_655 ?
O3 Tb1 O10 75.35(9) 2 . ?
O3 Tb1 O2 142.86(8) 2 3_656 ?
O3 Tb1 O11 74.32(9) 2 . ?
O3 Tb1 O4 142.87(9) 2 1_655 ?
O11 Tb1 O10 142.96(9) . . ?
O4 Tb1 O10 120.93(9) 1_655 . ?
O4 Tb1 O11 75.29(10) 1_655 . ?
C23 O8 Tb1 146.9(2) . 2_655 ?
C7 O1 Tb1 149.6(3) . . ?
Tb1 O10 H10A 109.6 . . ?
Tb1 O10 H10B 109.5 . . ?
H10A O10 H10B 104.4 . . ?
C23 O7 Tb1 145.7(3) . . ?
C7 O2 Tb1 128.6(2) . 3_656 ?
C14 O3 Tb1 140.8(2) . 2_545 ?
H12A O12 H12B 109.4 . . ?
Tb1 O11 H11A 109.5 . . ?
Tb1 O11 H11B 109.4 . . ?
H11A O11 H11B 104.4 . . ?
C14 O4 Tb1 165.3(3) . 1_455 ?
C16 O6 H6 109.5 . . ?
C24 O9 H9 109.5 . . ?
C15 O5 H5 109.5 . . ?
O3 C14 C11 116.4(3) . . ?
O4 C14 O3 125.1(4) . . ?
O4 C14 C11 118.5(4) . . ?
O8 C23 O7 124.5(4) . . ?
O8 C23 C20 119.3(3) . . ?
O7 C23 C20 116.2(3) . . ?
C4 C5 H5A 120.2 . . ?
C4 C5 C6 119.7(4) . . ?
C6 C5 H5A 120.2 . . ?
C19 C20 C23 119.3(4) . . ?
C19 C20 C21 119.1(4) . . ?
C21 C20 C23 121.6(4) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C13 C12 C11 121.1(4) . . ?
C20 C19 H19 119.8 . . ?
C18 C19 C20 120.4(4) . . ?
C18 C19 H19 119.8 . . ?
O1 C7 O2 123.8(3) . . ?
O1 C7 C4 116.2(3) . . ?
O2 C7 C4 120.0(3) . . ?
C22 C17 C24 121.0(4) . . ?
C18 C17 C22 119.5(4) . . ?
C18 C17 C24 119.4(4) . . ?
C5 C4 C7 122.2(4) . . ?
C5 C4 C3 119.3(4) . . ?
C3 C4 C7 118.4(3) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C9 C10 C11 120.1(4) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 C20 120.4(4) . . ?
C22 C21 H21 119.8 . . ?
C12 C11 C14 120.5(3) . . ?
C12 C11 C10 118.5(4) . . ?
C10 C11 C14 121.0(4) . . ?
C12 C13 H13 119.7 . . ?
C12 C13 C8 120.5(4) . . ?
C8 C13 H13 119.7 . . ?
C5 C6 H6A 119.4 . . ?
C1 C6 C5 121.3(4) . . ?
C1 C6 H6A 119.4 . . ?
C6 C1 C15 121.3(3) . . ?
C6 C1 C2 118.5(4) . . ?
C2 C1 C15 120.2(4) . . ?
O5 C15 C1 112.4(3) . . ?
O5 C15 H15 108.3 . . ?
O5 C15 C16 106.3(3) . . ?
C1 C15 H15 108.3 . . ?
C1 C15 C16 113.2(3) . . ?
C16 C15 H15 108.3 . . ?
C4 C3 H3 119.5 . . ?
C2 C3 C4 120.9(4) . . ?
C2 C3 H3 119.5 . . ?
C10 C9 H9A 119.4 . . ?
C10 C9 C8 121.1(4) . . ?
C8 C9 H9A 119.4 . . ?
C17 C22 H22 119.9 . . ?
C21 C22 C17 120.2(4) . . ?
C21 C22 H22 119.9 . . ?
C19 C18 C17 120.1(4) . . ?
C19 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
C13 C8 C16 121.1(4) . . ?
C9 C8 C13 118.7(4) . . ?
C9 C8 C16 120.1(3) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.3(4) . . ?
C3 C2 H2 119.8 . . ?
O9 C24 C17 112.4(3) . . ?
O9 C24 C24 106.8(4) . 3_766 ?
O9 C24 H24 108.7 . . ?
C17 C24 C24 111.5(4) . 3_766 ?
C17 C24 H24 108.7 . . ?
C24 C24 H24 108.7 3_766 . ?
O6 C16 C15 107.3(3) . . ?
O6 C16 C8 111.9(3) . . ?
O6 C16 H16 108.7 . . ?
C15 C16 H16 108.7 . . ?
C8 C16 C15 111.4(3) . . ?
C8 C16 H16 108.7 . . ?

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 O8 C23 O7 97.3(5) 2_655 . . . ?
Tb1 O8 C23 C20 -85.7(5) 2_655 . . . ?
Tb1 O1 C7 O2 -0.9(8) . . . . ?
Tb1 O1 C7 C4 177.6(3) . . . . ?
Tb1 O7 C23 O8 5.3(7) . . . . ?
Tb1 O7 C23 C20 -171.8(3) . . . . ?
Tb1 O2 C7 O1 -98.6(4) 3_656 . . . ?
Tb1 O2 C7 C4 83.0(4) 3_656 . . . ?
Tb1 O3 C14 O4 -51.1(6) 2_545 . . . ?
Tb1 O3 C14 C11 128.4(3) 2_545 . . . ?
Tb1 O4 C14 O3 -18.3(14) 1_455 . . . ?
Tb1 O4 C14 C11 162.2(9) 1_455 . . . ?
O8 C23 C20 C19 -178.0(3) . . . . ?
O8 C23 C20 C21 -0.8(6) . . . . ?
O1 C7 C4 C5 -142.8(4) . . . . ?
O1 C7 C4 C3 33.9(5) . . . . ?
O7 C23 C20 C19 -0.7(5) . . . . ?
O7 C23 C20 C21 176.4(3) . . . . ?
O2 C7 C4 C5 35.7(6) . . . . ?
O2 C7 C4 C3 -147.5(4) . . . . ?
O3 C14 C11 C12 172.0(4) . . . . ?
O3 C14 C11 C10 -10.3(5) . . . . ?
O4 C14 C11 C12 -8.5(6) . . . . ?
O4 C14 C11 C10 169.2(4) . . . . ?
O5 C15 C16 O6 -177.4(3) . . . . ?
O5 C15 C16 C8 59.7(4) . . . . ?
C23 C20 C19 C18 175.0(4) . . . . ?
C23 C20 C21 C22 -173.6(4) . . . . ?
C5 C4 C3 C2 0.0(6) . . . . ?
C5 C6 C1 C15 178.7(4) . . . . ?
C5 C6 C1 C2 0.0(6) . . . . ?
C20 C19 C18 C17 -1.6(6) . . . . ?
C20 C21 C22 C17 -1.1(6) . . . . ?
C12 C13 C8 C9 0.8(6) . . . . ?
C12 C13 C8 C16 -175.6(4) . . . . ?
C19 C20 C21 C22 3.5(6) . . . . ?
C7 C4 C3 C2 -176.9(4) . . . . ?
C4 C5 C6 C1 1.2(6) . . . . ?
C4 C3 C2 C1 1.2(6) . . . . ?
C10 C9 C8 C13 -1.5(6) . . . . ?
C10 C9 C8 C16 175.0(4) . . . . ?
C21 C20 C19 C18 -2.2(6) . . . . ?
C11 C12 C13 C8 0.0(6) . . . . ?
C11 C10 C9 C8 1.3(6) . . . . ?
C13 C12 C11 C14 177.6(4) . . . . ?
C13 C12 C11 C10 -0.2(6) . . . . ?
C13 C8 C16 O6 -32.7(5) . . . . ?
C13 C8 C16 C15 87.4(5) . . . . ?
C6 C5 C4 C7 175.6(4) . . . . ?
C6 C5 C4 C3 -1.1(6) . . . . ?
C6 C1 C15 O5 -127.6(4) . . . . ?
C6 C1 C15 C16 111.9(4) . . . . ?
C6 C1 C2 C3 -1.2(6) . . . . ?
C1 C15 C16 O6 -53.5(4) . . . . ?
C1 C15 C16 C8 -176.4(3) . . . . ?
C15 C1 C2 C3 -179.9(4) . . . . ?
C9 C10 C11 C14 -178.2(3) . . . . ?
C9 C10 C11 C12 -0.4(6) . . . . ?
C9 C8 C16 O6 150.9(4) . . . . ?
C9 C8 C16 C15 -89.0(4) . . . . ?
C22 C17 C18 C19 4.0(6) . . . . ?
C22 C17 C24 O9 45.1(5) . . . . ?
C22 C17 C24 C24 -74.7(5) . . . 3_766 ?
C18 C17 C22 C21 -2.7(6) . . . . ?
C18 C17 C24 O9 -139.2(4) . . . . ?
C18 C17 C24 C24 100.9(5) . . . 3_766 ?
C2 C1 C15 O5 51.1(5) . . . . ?
C2 C1 C15 C16 -69.3(5) . . . . ?
C24 C17 C22 C21 172.9(4) . . . . ?
C24 C17 C18 C19 -171.7(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.701
_oxdiff_exptl_absorpt_empirical_full_min 0.593
####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 2303384'
loop_
_audit_author_name
_audit_author_address
'Fei Wang'
;fujian institute
China
;
_audit_update_record             
;
2023-10-25 deposited with the CCDC.	2024-04-08 downloaded from the CCDC.
;
_audit_creation_date             2023-10-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H22 Nd O11, H2 O'
_chemical_formula_sum            'C24 H24 Nd O12'
_chemical_formula_weight         648.67
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Nd C H O N'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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'
Nd Nd -1.2627 8.7680 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 '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                   17.4259(3)
_cell_length_b                   9.27290(10)
_cell_length_c                   15.4800(3)
_cell_angle_alpha                90
_cell_angle_beta                 112.308(2)
_cell_angle_gamma                90
_cell_volume                     2314.18(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11282
_cell_measurement_temperature    100.0(3)
_cell_measurement_theta_max      60.0240
_cell_measurement_theta_min      2.3990
_shelx_estimated_absorpt_T_max   0.374
_shelx_estimated_absorpt_T_min   0.374
_exptl_absorpt_coefficient_mu    12.249
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.43420
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.115a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light violet'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.862
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1296
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0485
_diffrn_reflns_av_unetI/netI     0.0426
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13311
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        52.931
_diffrn_reflns_theta_max         52.931
_diffrn_reflns_theta_min         4.770
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(3)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -68.00   0.00   0.50    0.06    --  -79.29  30.00 150.00  136
  2  ω    -69.00  -5.00   0.50    0.06    --  -79.29  30.00  90.00  128
  3  ω    -91.00 -40.00   0.50    0.06    --  -79.29  77.00 -60.00  102
  4  ω    -24.00  70.00   0.50    0.05    --   -1.48  57.00-150.00  188
  5  ω     12.00  65.00   0.50    0.05    --   -1.48  57.00-120.00  106
  6  ω   -124.00 -67.00   0.50    0.06    --  -79.29 145.00 -78.00  114
  7  ω   -153.00-127.00   0.50    0.06    --  -79.29-126.00  36.00   52
  8  ω   -123.00 -81.00   0.50    0.06    --  -79.29-126.00  36.00   84
  9  ω   -134.00-109.00   0.50    0.06    --  -79.29-145.00-131.00   50
 10  ω     -5.00  23.00   0.50    0.05    --   -1.48 -99.00   0.00   56
 11  ω   -106.00 -75.00   0.50    0.06    --  -79.29 126.00 112.00   62
 12  ω     -3.00  67.00   0.50    0.06    --   76.33 -30.00 -90.00  140
 13  ω     73.00 109.00   0.50    0.06    --   76.33-125.00 -90.00   72
 14  ω      9.00 102.00   0.50    0.06    --   76.33 -61.00-180.00  186
 15  ω     80.00 107.00   0.50    0.06    --   76.33 125.00-150.00   54
 16  ω     83.00 108.00   0.50    0.06    --   76.33 145.00 -78.00   50
 17  ω     85.00 121.00   0.50    0.06    --   76.33 126.00 112.00   72
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0791302000
_diffrn_orient_matrix_UB_12      -0.0376720000
_diffrn_orient_matrix_UB_13      0.0202889000
_diffrn_orient_matrix_UB_21      -0.0223165000
_diffrn_orient_matrix_UB_22      -0.1390668000
_diffrn_orient_matrix_UB_23      -0.0116588000
_diffrn_orient_matrix_UB_31      -0.0119974000
_diffrn_orient_matrix_UB_32      0.0095231000
_diffrn_orient_matrix_UB_33      -0.0905441000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Ga K\a'
_diffrn_radiation_wavelength     1.3405
_diffrn_source                   'micro-focus metaljet'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3567
_reflns_number_total             3969
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         2.341
_refine_diff_density_min         -1.806
_refine_diff_density_rms         0.154
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     353
_refine_ls_number_reflns         3969
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.0382
_refine_ls_restrained_S_all      0.997
_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)+(0.0818P)²+1.7890P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1051
_refine_ls_wR_factor_ref         0.1081
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Restrained distances
 O12-H12B
 0.87 with sigma of 0.02
3.a Free rotating group:
 O12(H12A)
3.b Rotating group:
 O10(H10A,H10B), O11(H11A)
3.c Ternary CH refined with riding coordinates:
 C15(H15), C16(H16), C24(H24)
3.d Aromatic/amide H refined with riding coordinates:
 C5(H5A), C21(H21), C10(H10), C13(H13), C12(H12), C18(H18), C6(H6A), C19(H19),
 C9(H9A), C3(H3), C2(H2), C22(H22)
3.e Idealised tetrahedral OH refined as rotating group:
 O6(H6), O5(H5)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Nd1 Nd 0.50294(2) 0.12740(2) 0.66241(2) 0.00890(12) Uani 1 1 d . . . . .
O8 O 0.40793(18) 0.4427(3) 0.7511(2) 0.0164(7) Uani 1 1 d . . . . .
O6 O 1.00670(18) 0.1911(3) 0.6966(2) 0.0153(7) Uani 1 1 d . . . . .
H6 H 1.006730 0.225965 0.746748 0.023 Uiso 1 1 calc R U . . .
O1 O 0.60431(19) 0.0721(3) 0.5962(2) 0.0165(7) Uani 1 1 d . . . . .
O5 O 0.99805(18) -0.1875(4) 0.6384(2) 0.0163(7) Uani 1 1 d . . . . .
H5 H 0.994290 -0.227279 0.588225 0.024 Uiso 1 1 calc R U . . .
O9 O 0.00265(19) 0.6895(4) 0.4748(2) 0.0176(7) Uani 1 1 d . . . . .
O2 O 0.57288(18) 0.0655(3) 0.4434(2) 0.0139(6) Uani 1 1 d . . . . .
O12 O 1.4073(2) -0.0363(4) 0.9958(2) 0.0237(8) Uani 1 1 d DG . . . .
H12A H 1.417761 -0.096244 0.958488 0.036 Uiso 1 1 d G U . . .
O10 O 0.44953(19) 0.2290(3) 0.4966(2) 0.0167(7) Uani 1 1 d . . . . .
H10A H 0.454191 0.323218 0.498526 0.025 Uiso 1 1 d R U . . .
H10B H 0.481958 0.200847 0.468204 0.025 Uiso 1 1 d R U . . .
O3 O 1.4159(2) -0.1565(4) 0.8285(2) 0.0163(7) Uani 1 1 d . . . . .
O7 O 0.39520(17) 0.2937(3) 0.6342(2) 0.0161(7) Uani 1 1 d . . . . .
O11 O 0.5587(2) 0.1975(4) 0.8309(2) 0.0216(8) Uani 1 1 d . . . . .
H11A H 0.552159 0.291839 0.836959 0.032 Uiso 1 1 d R U . . .
O4 O 1.40913(19) 0.0152(4) 0.7259(2) 0.0206(7) Uani 1 1 d . . . . .
C20 C 0.2818(3) 0.4416(5) 0.6180(3) 0.0115(9) Uani 1 1 d . . . . .
C23 C 0.3688(3) 0.3903(4) 0.6719(3) 0.0117(10) Uani 1 1 d . . . . .
C5 C 0.7534(3) 0.0822(5) 0.4910(3) 0.0150(9) Uani 1 1 d . . . . .
H5A H 0.722182 0.131671 0.434902 0.018 Uiso 1 1 calc R U . . .
C1 C 0.8844(3) -0.0139(5) 0.5959(3) 0.0119(9) Uani 1 1 d . . . . .
C14 C 1.3778(3) -0.0582(5) 0.7714(3) 0.0141(9) Uani 1 1 d . . . . .
C17 C 0.1157(3) 0.5161(5) 0.5217(3) 0.0131(9) Uani 1 1 d . . . . .
C21 C 0.2451(3) 0.5461(5) 0.6542(3) 0.0120(9) Uani 1 1 d . . . . .
H21 H 0.276515 0.592321 0.711578 0.014 Uiso 1 1 calc R U . . .
C10 C 1.2478(3) -0.1209(4) 0.7985(3) 0.0124(10) Uani 1 1 d . . . . .
H10 H 1.275951 -0.201037 0.835061 0.015 Uiso 1 1 calc R U . . .
C7 C 0.6240(3) 0.0566(4) 0.5278(3) 0.0115(9) Uani 1 1 d . . . . .
C13 C 1.1647(3) 0.1146(4) 0.6932(3) 0.0130(10) Uani 1 1 d . . . . .
H13 H 1.136693 0.195244 0.657081 0.016 Uiso 1 1 calc R U . . .
C4 C 0.7145(3) 0.0304(5) 0.5478(3) 0.0125(9) Uani 1 1 d . . . . .
C12 C 1.2469(3) 0.0893(5) 0.7074(3) 0.0138(9) Uani 1 1 d . . . . .
H12 H 1.274749 0.153770 0.681361 0.017 Uiso 1 1 calc R U . . .
C18 C 0.1542(3) 0.4166(5) 0.4842(3) 0.0145(9) Uani 1 1 d . . . . .
H18 H 0.123697 0.374139 0.425229 0.017 Uiso 1 1 calc R U . . .
C6 C 0.8378(3) 0.0621(5) 0.5160(3) 0.0142(9) Uani 1 1 d . . . . .
H6A H 0.864303 0.101106 0.477769 0.017 Uiso 1 1 calc R U . . .
C19 C 0.2363(3) 0.3787(4) 0.5317(4) 0.0145(10) Uani 1 1 d . . . . .
H19 H 0.261672 0.309813 0.505656 0.017 Uiso 1 1 calc R U . . .
C11 C 1.2896(3) -0.0284(5) 0.7589(3) 0.0123(9) Uani 1 1 d . . . . .
C9 C 1.1651(3) -0.0947(5) 0.7840(3) 0.0125(9) Uani 1 1 d . . . . .
H9A H 1.137060 -0.157959 0.810460 0.015 Uiso 1 1 calc R U . . .
C15 C 0.9765(3) -0.0381(5) 0.6216(3) 0.0127(9) Uani 1 1 d . . . . .
H15 H 0.991501 -0.004405 0.568737 0.015 Uiso 1 1 calc R U . . .
C8 C 1.1229(3) 0.0226(5) 0.7314(3) 0.0129(9) Uani 1 1 d . . . . .
C16 C 1.0306(3) 0.0426(5) 0.7105(3) 0.0112(9) Uani 1 1 d . . . . .
H16 H 1.018309 0.004599 0.764357 0.013 Uiso 1 1 calc R U . . .
C3 C 0.7609(3) -0.0463(5) 0.6289(3) 0.0146(9) Uani 1 1 d . . . . .
H3 H 0.734702 -0.082927 0.668107 0.018 Uiso 1 1 calc R U . . .
C2 C 0.8444(3) -0.0687(5) 0.6519(3) 0.0149(9) Uani 1 1 d . . . . .
H2 H 0.875282 -0.121944 0.706482 0.018 Uiso 1 1 calc R U . . .
C24 C 0.0237(3) 0.5414(5) 0.4748(3) 0.0134(9) Uani 1 1 d . . . . .
H24 H 0.004643 0.506805 0.408768 0.016 Uiso 1 1 calc R U . . .
C22 C 0.1629(3) 0.5824(5) 0.6067(3) 0.0143(9) Uani 1 1 d . . . . .
H22 H 0.138035 0.653358 0.631988 0.017 Uiso 1 1 calc R U . . .
H9 H 0.005(3) 0.730(7) 0.429(4) 0.032(18) Uiso 1 1 d . . . . .
H11B H 0.563(4) 0.151(6) 0.870(4) 0.014(16) Uiso 1 1 d . . . . .
H12B H 1.3542(16) -0.022(8) 0.982(5) 0.06(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
Nd1 O8 2.358(3) 2_646 ?
Nd1 O1 2.410(3) . ?
Nd1 O2 2.446(3) 3_656 ?
Nd1 O10 2.555(3) . ?
Nd1 O3 2.426(3) 2_756 ?
Nd1 O7 2.339(3) . ?
Nd1 O11 2.499(3) . ?
Nd1 O4 2.438(3) 1_455 ?
O8 C23 1.253(6) . ?
O6 H6 0.8400 . ?
O6 C16 1.431(6) . ?
O1 C7 1.239(5) . ?
O5 H5 0.8400 . ?
O5 C15 1.433(6) . ?
O9 C24 1.422(6) . ?
O9 H9 0.82(7) . ?
O2 C7 1.274(5) . ?
O12 H12A 0.8693 . ?
O12 H12B 0.88(2) . ?
O10 H10A 0.8768 . ?
O10 H10B 0.8769 . ?
O3 C14 1.267(6) . ?
O7 C23 1.248(5) . ?
O11 H11A 0.8912 . ?
O11 H11B 0.71(6) . ?
O4 C14 1.245(5) . ?
C20 C23 1.504(6) . ?
C20 C21 1.391(6) . ?
C20 C19 1.396(7) . ?
C5 H5A 0.9500 . ?
C5 C4 1.384(6) . ?
C5 C6 1.384(6) . ?
C1 C6 1.386(6) . ?
C1 C15 1.515(6) . ?
C1 C2 1.398(6) . ?
C14 C11 1.499(6) . ?
C17 C18 1.391(6) . ?
C17 C24 1.505(6) . ?
C17 C22 1.402(6) . ?
C21 H21 0.9500 . ?
C21 C22 1.380(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.408(6) . ?
C10 C9 1.394(7) . ?
C7 C4 1.508(6) . ?
C13 H13 0.9500 . ?
C13 C12 1.385(6) . ?
C13 C8 1.392(6) . ?
C4 C3 1.402(6) . ?
C12 H12 0.9500 . ?
C12 C11 1.389(6) . ?
C18 H18 0.9500 . ?
C18 C19 1.383(7) . ?
C6 H6A 0.9500 . ?
C19 H19 0.9500 . ?
C9 H9A 0.9500 . ?
C9 C8 1.389(6) . ?
C15 H15 1.0000 . ?
C15 C16 1.535(6) . ?
C8 C16 1.527(6) . ?
C16 H16 1.0000 . ?
C3 H3 0.9500 . ?
C3 C2 1.376(6) . ?
C2 H2 0.9500 . ?
C24 C24 1.540(9) 3_566 ?
C24 H24 1.0000 . ?
C22 H22 0.9500 . ?

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
O8 Nd1 O1 69.87(11) 2_646 . ?
O8 Nd1 O2 85.47(11) 2_646 3_656 ?
O8 Nd1 O10 138.45(11) 2_646 . ?
O8 Nd1 O3 108.88(11) 2_646 2_756 ?
O8 Nd1 O11 71.66(11) 2_646 . ?
O8 Nd1 O4 81.89(10) 2_646 1_455 ?
O1 Nd1 O2 81.75(10) . 3_656 ?
O1 Nd1 O10 72.38(10) . . ?
O1 Nd1 O3 72.26(11) . 2_756 ?
O1 Nd1 O11 116.24(11) . . ?
O1 Nd1 O4 142.45(11) . 1_455 ?
O2 Nd1 O10 72.47(10) 3_656 . ?
O2 Nd1 O11 141.83(11) 3_656 . ?
O3 Nd1 O2 142.91(10) 2_756 3_656 ?
O3 Nd1 O10 74.67(11) 2_756 . ?
O3 Nd1 O11 74.78(12) 2_756 . ?
O3 Nd1 O4 142.61(11) 2_756 1_455 ?
O7 Nd1 O8 153.36(11) . 2_646 ?
O7 Nd1 O1 136.62(11) . . ?
O7 Nd1 O2 99.55(10) . 3_656 ?
O7 Nd1 O10 66.99(10) . . ?
O7 Nd1 O3 82.81(10) . 2_756 ?
O7 Nd1 O11 89.39(11) . . ?
O7 Nd1 O4 75.11(10) . 1_455 ?
O11 Nd1 O10 143.27(12) . . ?
O4 Nd1 O2 71.55(11) 1_455 3_656 ?
O4 Nd1 O10 121.22(11) 1_455 . ?
O4 Nd1 O11 75.19(12) 1_455 . ?
C23 O8 Nd1 146.5(3) . 2_656 ?
C16 O6 H6 109.5 . . ?
C7 O1 Nd1 150.9(3) . . ?
C15 O5 H5 109.5 . . ?
C24 O9 H9 110(4) . . ?
C7 O2 Nd1 129.0(3) . 3_656 ?
H12A O12 H12B 113.9 . . ?
Nd1 O10 H10A 109.8 . . ?
Nd1 O10 H10B 109.6 . . ?
H10A O10 H10B 104.2 . . ?
C14 O3 Nd1 140.7(3) . 2_746 ?
C23 O7 Nd1 143.0(3) . . ?
Nd1 O11 H11A 110.5 . . ?
Nd1 O11 H11B 126(4) . . ?
H11A O11 H11B 118.5 . . ?
C14 O4 Nd1 165.2(3) . 1_655 ?
C21 C20 C23 121.1(4) . . ?
C19 C20 C23 119.1(4) . . ?
C19 C20 C21 119.7(4) . . ?
O8 C23 C20 118.7(4) . . ?
O7 C23 O8 125.1(4) . . ?
O7 C23 C20 116.1(4) . . ?
C4 C5 H5A 120.0 . . ?
C4 C5 C6 120.0(4) . . ?
C6 C5 H5A 120.0 . . ?
C6 C1 C15 120.9(4) . . ?
C6 C1 C2 118.4(4) . . ?
C2 C1 C15 120.7(4) . . ?
O3 C14 C11 117.6(4) . . ?
O4 C14 O3 124.1(4) . . ?
O4 C14 C11 118.3(4) . . ?
C18 C17 C24 119.7(4) . . ?
C18 C17 C22 118.6(4) . . ?
C22 C17 C24 121.5(4) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 C20 119.8(4) . . ?
C22 C21 H21 120.1 . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C9 C10 C11 119.9(4) . . ?
O1 C7 O2 123.8(4) . . ?
O1 C7 C4 116.8(4) . . ?
O2 C7 C4 119.4(4) . . ?
C12 C13 H13 119.8 . . ?
C8 C13 H13 119.8 . . ?
C8 C13 C12 120.4(4) . . ?
C5 C4 C7 122.7(4) . . ?
C5 C4 C3 119.4(4) . . ?
C3 C4 C7 118.0(4) . . ?
C13 C12 H12 119.3 . . ?
C11 C12 C13 121.4(4) . . ?
C11 C12 H12 119.3 . . ?
C17 C18 H18 119.6 . . ?
C19 C18 C17 120.8(4) . . ?
C19 C18 H18 119.6 . . ?
C5 C6 H6A 119.4 . . ?
C1 C6 C5 121.2(4) . . ?
C1 C6 H6A 119.4 . . ?
C20 C19 H19 120.0 . . ?
C18 C19 C20 120.0(4) . . ?
C18 C19 H19 120.0 . . ?
C10 C11 C14 120.4(4) . . ?
C12 C11 C14 121.2(4) . . ?
C12 C11 C10 118.4(4) . . ?
C10 C9 H9A 119.5 . . ?
C8 C9 C10 121.0(4) . . ?
C8 C9 H9A 119.5 . . ?
O5 C15 C1 111.7(3) . . ?
O5 C15 H15 108.6 . . ?
O5 C15 C16 106.2(3) . . ?
C1 C15 H15 108.6 . . ?
C1 C15 C16 113.1(4) . . ?
C16 C15 H15 108.6 . . ?
C13 C8 C9 118.9(4) . . ?
C13 C8 C16 121.0(4) . . ?
C9 C8 C16 120.0(4) . . ?
O6 C16 C15 106.9(3) . . ?
O6 C16 C8 111.8(3) . . ?
O6 C16 H16 108.8 . . ?
C15 C16 H16 108.8 . . ?
C8 C16 C15 111.7(3) . . ?
C8 C16 H16 108.8 . . ?
C4 C3 H3 120.0 . . ?
C2 C3 C4 120.1(4) . . ?
C2 C3 H3 120.0 . . ?
C1 C2 H2 119.6 . . ?
C3 C2 C1 120.8(4) . . ?
C3 C2 H2 119.6 . . ?
O9 C24 C17 112.2(4) . . ?
O9 C24 C24 107.0(4) . 3_566 ?
O9 C24 H24 108.9 . . ?
C17 C24 C24 110.9(5) . 3_566 ?
C17 C24 H24 108.9 . . ?
C24 C24 H24 108.9 3_566 . ?
C17 C22 H22 119.5 . . ?
C21 C22 C17 120.9(4) . . ?
C21 C22 H22 119.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Nd1 O8 C23 O7 93.4(6) 2_656 . . . ?
Nd1 O8 C23 C20 -89.1(6) 2_656 . . . ?
Nd1 O1 C7 O2 -4.3(9) . . . . ?
Nd1 O1 C7 C4 173.8(4) . . . . ?
Nd1 O2 C7 O1 -94.7(5) 3_656 . . . ?
Nd1 O2 C7 C4 87.3(4) 3_656 . . . ?
Nd1 O3 C14 O4 -52.3(7) 2_746 . . . ?
Nd1 O3 C14 C11 128.2(4) 2_746 . . . ?
Nd1 O7 C23 O8 9.4(8) . . . . ?
Nd1 O7 C23 C20 -168.1(3) . . . . ?
Nd1 O4 C14 O3 -7.9(15) 1_655 . . . ?
Nd1 O4 C14 C11 171.6(10) 1_655 . . . ?
O1 C7 C4 C5 -145.6(4) . . . . ?
O1 C7 C4 C3 32.5(6) . . . . ?
O5 C15 C16 O6 -177.1(3) . . . . ?
O5 C15 C16 C8 60.3(4) . . . . ?
O2 C7 C4 C5 32.5(6) . . . . ?
O2 C7 C4 C3 -149.3(4) . . . . ?
O3 C14 C11 C10 -9.3(6) . . . . ?
O3 C14 C11 C12 171.5(4) . . . . ?
O4 C14 C11 C10 171.2(4) . . . . ?
O4 C14 C11 C12 -8.1(6) . . . . ?
C20 C21 C22 C17 -0.4(6) . . . . ?
C23 C20 C21 C22 -174.6(4) . . . . ?
C23 C20 C19 C18 175.2(4) . . . . ?
C5 C4 C3 C2 0.4(7) . . . . ?
C1 C15 C16 O6 -54.3(4) . . . . ?
C1 C15 C16 C8 -176.8(4) . . . . ?
C17 C18 C19 C20 -0.7(7) . . . . ?
C21 C20 C23 O8 0.6(6) . . . . ?
C21 C20 C23 O7 178.3(4) . . . . ?
C21 C20 C19 C18 -2.2(6) . . . . ?
C10 C9 C8 C13 -0.1(7) . . . . ?
C10 C9 C8 C16 175.5(4) . . . . ?
C7 C4 C3 C2 -177.8(4) . . . . ?
C13 C12 C11 C14 177.9(4) . . . . ?
C13 C12 C11 C10 -1.3(7) . . . . ?
C13 C8 C16 O6 -31.9(6) . . . . ?
C13 C8 C16 C15 87.8(5) . . . . ?
C4 C5 C6 C1 2.3(7) . . . . ?
C4 C3 C2 C1 0.9(7) . . . . ?
C12 C13 C8 C9 0.0(7) . . . . ?
C12 C13 C8 C16 -175.5(4) . . . . ?
C18 C17 C24 O9 -140.4(4) . . . . ?
C18 C17 C24 C24 100.0(6) . . . 3_566 ?
C18 C17 C22 C21 -2.4(6) . . . . ?
C6 C5 C4 C7 176.1(4) . . . . ?
C6 C5 C4 C3 -2.0(7) . . . . ?
C6 C1 C15 O5 -127.8(4) . . . . ?
C6 C1 C15 C16 112.5(5) . . . . ?
C6 C1 C2 C3 -0.7(7) . . . . ?
C19 C20 C23 O8 -176.8(4) . . . . ?
C19 C20 C23 O7 0.9(6) . . . . ?
C19 C20 C21 C22 2.8(6) . . . . ?
C11 C10 C9 C8 -0.5(7) . . . . ?
C9 C10 C11 C14 -178.0(4) . . . . ?
C9 C10 C11 C12 1.2(6) . . . . ?
C9 C8 C16 O6 152.6(4) . . . . ?
C9 C8 C16 C15 -87.6(5) . . . . ?
C15 C1 C6 C5 178.7(4) . . . . ?
C15 C1 C2 C3 179.7(4) . . . . ?
C8 C13 C12 C11 0.7(7) . . . . ?
C2 C1 C6 C5 -0.9(7) . . . . ?
C2 C1 C15 O5 51.9(5) . . . . ?
C2 C1 C15 C16 -67.9(5) . . . . ?
C24 C17 C18 C19 -172.2(4) . . . . ?
C24 C17 C22 C21 172.6(4) . . . . ?
C22 C17 C18 C19 3.0(6) . . . . ?
C22 C17 C24 O9 44.6(6) . . . . ?
C22 C17 C24 C24 -75.0(6) . . . 3_566 ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.817
_oxdiff_exptl_absorpt_empirical_full_min 0.382
####################################################################### 
# 
# 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_gm-36-4_auto
_database_code_depnum_ccdc_archive 'CCDC 2303381'
loop_
_audit_author_name
_audit_author_address
'Fei Wang'
;fujian institute
China
;
_audit_update_record             
;
2023-10-25 deposited with the CCDC.	2024-04-08 downloaded from the CCDC.
;
_audit_creation_date             2023-06-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H22 Eu O11, H2 O'
_chemical_formula_sum            'C24 H24 Eu O12'
_chemical_formula_weight         656.39
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Eu C H O N '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Eu Eu -2.6997 10.5010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 '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                   17.2995(3)
_cell_length_b                   9.31930(10)
_cell_length_c                   15.4902(2)
_cell_angle_alpha                90
_cell_angle_beta                 111.900(2)
_cell_angle_gamma                90
_cell_volume                     2317.10(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11447
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      60.2200
_cell_measurement_theta_min      4.7730
_shelx_estimated_absorpt_T_max   0.159
_shelx_estimated_absorpt_T_min   0.159
_exptl_absorpt_coefficient_mu    14.516
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.25029
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.84a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.882
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1308
_exptl_crystal_size_max          0.2
_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  0.0434
_diffrn_reflns_av_unetI/netI     0.0401
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            16036
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        53.543
_diffrn_reflns_theta_max         55.832
_diffrn_reflns_theta_min         2.393
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     20.00 108.00   0.50    0.71    --   76.59-125.00   0.00  176
  2  ω     42.00  68.00   0.50    0.71    --   76.59-108.00  19.00   52
  3  ω     -4.00  38.00   0.50    0.18    --   -0.78 -99.00 -90.00   84
  4  ω     -2.00  26.00   0.50    0.18    --   -0.78 -99.00 -60.00   56
  5  ω     10.00  36.00   0.50    0.18    --   -0.78 -99.00-150.00   52
  6  ω     10.00  36.00   0.50    0.18    --   -0.78 -99.00-180.00   52
  7  ω     -8.00  17.00   0.50    0.18    --   -0.78 -99.00 -30.00   50
  8  ω      5.00  36.00   0.50    0.18    --   -0.78 -99.00 120.00   62
  9  ω     88.00 140.00   0.50    0.71    --   76.59 108.00 116.00  104
 10  ω   -106.00  -8.00   0.50    0.71    --  -78.15 108.00 116.00  196
 11  ω    -82.00 -25.00   0.50    0.71    --  -78.15  57.00 120.00  114
 12  ω    -55.00 -12.00   0.50    0.71    --  -78.15  38.00 120.00   86
 13  ω    -36.00 -10.00   0.50    0.71    --  -78.15  38.00 -90.00   52
 14  ω    -70.00 -42.00   0.50    0.71    --  -78.15  38.00 -90.00   56
 15  ω    -71.00 -30.00   0.50    0.71    --  -78.15  38.00-120.00   82
 16  ω   -144.00 -91.00   0.50    0.71    --  -78.15 -99.00  90.00  106
 17  ω   -150.00 -88.00   0.50    0.71    --  -78.15 -99.00  60.00  124
 18  ω   -143.00-118.00   0.50    0.71    --  -78.15-108.00  19.00   50
 19  ω   -147.00 -89.00   0.50    0.71    --  -78.15-125.00 -90.00  116
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0199007000
_diffrn_orient_matrix_UB_12      0.0504954000
_diffrn_orient_matrix_UB_13      0.0699777000
_diffrn_orient_matrix_UB_21      -0.0113979000
_diffrn_orient_matrix_UB_22      0.1308759000
_diffrn_orient_matrix_UB_23      -0.0384220000
_diffrn_orient_matrix_UB_31      -0.0802244000
_diffrn_orient_matrix_UB_32      -0.0311140000
_diffrn_orient_matrix_UB_33      -0.0480888000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Ga K\a'
_diffrn_radiation_wavelength     1.3405
_diffrn_source                   'micro-focus metaljet'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3952
_reflns_number_total             4553
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.84a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.84a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.84a (Rigaku OD, 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 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.495
_refine_diff_density_min         -0.956
_refine_diff_density_rms         0.127
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.121
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     342
_refine_ls_number_reflns         4553
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0337
_refine_ls_restrained_S_all      1.121
_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)+(0.0391P)²+5.8338P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0873
_refine_ls_wR_factor_ref         0.0899
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Restrained distances
 H12A-H11B_$1
 2.1 with sigma of 0.02
3.a Free rotating group:
 O12(H12A,H12B)
3.b Rotating group:
 O10(H10A,H10B), O11(H11A,H11B)
3.c Ternary CH refined with riding coordinates:
 C15(H15), C16(H16), C24(H24)
3.d Aromatic/amide H refined with riding coordinates:
 C13(H13), C21(H21), C12(H12), C10(H10), C9(H9A), C19(H19), C5(H5A), C18(H18),
 C6(H6A), C3(H3), C2(H2), C22(H22)
3.e Idealised tetrahedral OH refined as rotating group:
 O9(H9), O6(H6), O5(H5)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Eu1 Eu 0.49774(2) 0.87381(2) 0.33720(2) 0.01708(9) Uani 1 1 d . . . . .
O8 O 0.58987(19) 0.5529(4) 0.2489(2) 0.0301(8) Uani 1 1 d . . . . .
O7 O 0.60322(19) 0.7107(4) 0.3604(2) 0.0294(8) Uani 1 1 d . . . . .
O9 O 0.9962(2) 0.3118(4) 0.5252(3) 0.0313(8) Uani 1 1 d . . . . .
H9 H 0.994745 0.273459 0.572226 0.047 Uiso 1 1 calc R U . . .
O6 O -0.0074(2) 0.8099(4) 0.3020(3) 0.0292(7) Uani 1 1 d . . . . .
H6 H -0.006071 0.776672 0.253517 0.044 Uiso 1 1 calc R U . . .
O5 O 0.0021(2) 1.1848(4) 0.3624(3) 0.0304(8) Uani 1 1 d . . . . .
H5 H 0.004253 1.221910 0.411224 0.046 Uiso 1 1 calc R U . . .
O10 O 0.5498(2) 0.7686(4) 0.5003(3) 0.0376(9) Uani 1 1 d . . . . .
H10A H 0.532538 0.681792 0.498555 0.056 Uiso 1 1 d R U . . .
H10B H 0.527199 0.813183 0.533475 0.056 Uiso 1 1 d R U . . .
O1 O 0.3987(2) 0.9295(4) 0.4052(2) 0.0345(8) Uani 1 1 d . . . . .
O4 O -0.4112(2) 0.9895(4) 0.2735(3) 0.0389(9) Uani 1 1 d . . . . .
O2 O 0.42776(18) 0.9397(4) 0.5574(2) 0.0255(7) Uani 1 1 d . . . . .
O3 O -0.4160(2) 1.1636(4) 0.1742(3) 0.0343(9) Uani 1 1 d . . . . .
O12 O 0.4067(3) 0.5420(6) 0.4986(3) 0.0610(13) Uani 1 1 d G . . . .
H12A H 0.379694 0.611938 0.508837 0.092 Uiso 1 1 d DG U . . .
H12B H 0.417623 0.568127 0.451879 0.092 Uiso 1 1 d G U . . .
C23 C 0.6295(3) 0.6102(5) 0.3253(3) 0.0214(9) Uani 1 1 d . . . . .
O11 O 0.4462(3) 0.8014(5) 0.1729(3) 0.0484(11) Uani 1 1 d . . . . .
H11A H 0.454450 0.700778 0.163417 0.073 Uiso 1 1 d R U . . .
H11B H 0.476062 0.842833 0.136705 0.073 Uiso 1 1 d R U . . .
C17 C 0.8829(3) 0.4858(5) 0.4775(3) 0.0227(10) Uani 1 1 d . . . . .
C13 C -0.1662(3) 0.8884(5) 0.3053(4) 0.0260(10) Uani 1 1 d . . . . .
H13 H -0.139147 0.809560 0.340382 0.031 Uiso 1 1 calc R U . . .
C21 C 0.7537(3) 0.4530(5) 0.3470(3) 0.0257(10) Uani 1 1 d . . . . .
H21 H 0.722655 0.405210 0.292285 0.031 Uiso 1 1 calc R U . . .
C15 C 0.0232(3) 1.0373(5) 0.3778(3) 0.0224(9) Uani 1 1 d . . . . .
H15 H 0.007997 1.003546 0.429251 0.027 Uiso 1 1 calc R U . . .
C12 C -0.2496(3) 0.9145(5) 0.2911(4) 0.0265(10) Uani 1 1 d . . . . .
H12 H -0.277808 0.852409 0.316138 0.032 Uiso 1 1 calc R U . . .
C1 C 0.1155(3) 1.0132(5) 0.4032(3) 0.0232(10) Uani 1 1 d . . . . .
C20 C 0.7171(3) 0.5593(5) 0.3806(3) 0.0208(9) Uani 1 1 d . . . . .
C14 C -0.3796(3) 1.0632(5) 0.2285(3) 0.0230(10) Uani 1 1 d . . . . .
C10 C -0.2481(3) 1.1225(5) 0.2018(4) 0.0251(10) Uani 1 1 d . . . . .
H10 H -0.275101 1.201450 0.166857 0.030 Uiso 1 1 calc R U . . .
C7 C 0.3778(3) 0.9453(5) 0.4733(3) 0.0206(9) Uani 1 1 d . . . . .
C16 C -0.0311(3) 0.9577(5) 0.2884(3) 0.0209(9) Uani 1 1 d . . . . .
H16 H -0.018330 0.994996 0.236085 0.025 Uiso 1 1 calc R U . . .
C8 C -0.1235(3) 0.9789(5) 0.2677(3) 0.0211(9) Uani 1 1 d . . . . .
C9 C -0.1652(3) 1.0960(5) 0.2153(3) 0.0248(10) Uani 1 1 d . . . . .
H9A H -0.137426 1.157146 0.189123 0.030 Uiso 1 1 calc R U . . .
C19 C 0.7623(3) 0.6247(5) 0.4652(3) 0.0256(10) Uani 1 1 d . . . . .
H19 H 0.737482 0.693978 0.489576 0.031 Uiso 1 1 calc R U . . .
C24 C 0.9755(3) 0.4593(5) 0.5249(3) 0.0219(9) Uani 1 1 d . . . . .
H24 H 0.993736 0.493112 0.589354 0.026 Uiso 1 1 calc R U . . .
C11 C -0.2907(3) 1.0327(5) 0.2397(3) 0.0214(9) Uani 1 1 d . . . . .
C5 C 0.2474(3) 0.9186(6) 0.5079(4) 0.0301(11) Uani 1 1 d . . . . .
H5A H 0.277897 0.870031 0.562505 0.036 Uiso 1 1 calc R U . . .
C18 C 0.8439(3) 0.5862(5) 0.5123(3) 0.0266(10) Uani 1 1 d . . . . .
H18 H 0.873597 0.629056 0.569302 0.032 Uiso 1 1 calc R U . . .
C4 C 0.2864(3) 0.9703(5) 0.4518(3) 0.0217(9) Uani 1 1 d . . . . .
C6 C 0.1617(3) 0.9391(6) 0.4829(4) 0.0295(11) Uani 1 1 d . . . . .
H6A H 0.135359 0.902198 0.520539 0.035 Uiso 1 1 calc R U . . .
C3 C 0.2406(3) 1.0450(6) 0.3709(3) 0.0287(11) Uani 1 1 d . . . . .
H3 H 0.266846 1.080287 0.332700 0.034 Uiso 1 1 calc R U . . .
C2 C 0.1559(3) 1.0667(6) 0.3475(4) 0.0291(11) Uani 1 1 d . . . . .
H2 H 0.125789 1.117751 0.293906 0.035 Uiso 1 1 calc R U . . .
C22 C 0.8365(3) 0.4170(5) 0.3942(4) 0.0280(11) Uani 1 1 d . . . . .
H22 H 0.861277 0.346794 0.370423 0.034 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
Eu1 O8 2.313(3) 2_655 ?
Eu1 O7 2.298(3) . ?
Eu1 O10 2.541(4) . ?
Eu1 O1 2.379(3) . ?
Eu1 O4 2.403(3) 1_655 ?
Eu1 O2 2.404(3) 3_676 ?
Eu1 O3 2.383(4) 2_545 ?
Eu1 O11 2.457(4) . ?
O8 C23 1.245(6) . ?
O7 C23 1.250(6) . ?
O9 H9 0.8200 . ?
O9 C24 1.420(6) . ?
O6 H6 0.8200 . ?
O6 C16 1.430(6) . ?
O5 H5 0.8200 . ?
O5 C15 1.419(6) . ?
O10 H10A 0.8599 . ?
O10 H10B 0.8602 . ?
O1 C7 1.246(6) . ?
O4 C14 1.241(6) . ?
O2 C7 1.267(5) . ?
O3 C14 1.259(6) . ?
O12 H12A 0.8502 . ?
O12 H12B 0.8502 . ?
C23 C20 1.512(6) . ?
O11 H11A 0.9680 . ?
O11 H11B 0.9730 . ?
C17 C24 1.513(6) . ?
C17 C18 1.375(7) . ?
C17 C22 1.395(7) . ?
C13 H13 0.9300 . ?
C13 C12 1.397(6) . ?
C13 C8 1.385(6) . ?
C21 H21 0.9300 . ?
C21 C20 1.378(6) . ?
C21 C22 1.385(6) . ?
C15 H15 0.9800 . ?
C15 C1 1.513(6) . ?
C15 C16 1.542(7) . ?
C12 H12 0.9300 . ?
C12 C11 1.389(6) . ?
C1 C6 1.379(7) . ?
C1 C2 1.389(7) . ?
C20 C19 1.391(7) . ?
C14 C11 1.509(6) . ?
C10 H10 0.9300 . ?
C10 C9 1.392(6) . ?
C10 C11 1.383(6) . ?
C7 C4 1.506(6) . ?
C16 H16 0.9800 . ?
C16 C8 1.522(6) . ?
C8 C9 1.390(6) . ?
C9 H9A 0.9300 . ?
C19 H19 0.9300 . ?
C19 C18 1.373(7) . ?
C24 C24 1.543(9) 3_766 ?
C24 H24 0.9800 . ?
C5 H5A 0.9300 . ?
C5 C4 1.371(7) . ?
C5 C6 1.400(6) . ?
C18 H18 0.9300 . ?
C4 C3 1.393(7) . ?
C6 H6A 0.9300 . ?
C3 H3 0.9300 . ?
C3 C2 1.387(6) . ?
C2 H2 0.9300 . ?
C22 H22 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
O8 Eu1 O10 139.86(13) 2_655 . ?
O8 Eu1 O1 70.90(13) 2_655 . ?
O8 Eu1 O4 80.11(12) 2_655 1_655 ?
O8 Eu1 O2 86.57(12) 2_655 3_676 ?
O8 Eu1 O3 107.89(13) 2_655 2_545 ?
O8 Eu1 O11 72.20(13) 2_655 . ?
O7 Eu1 O8 151.47(13) . 2_655 ?
O7 Eu1 O10 67.85(12) . . ?
O7 Eu1 O1 137.39(13) . . ?
O7 Eu1 O4 75.96(13) . 1_655 ?
O7 Eu1 O2 100.30(11) . 3_676 ?
O7 Eu1 O3 83.24(12) . 2_545 ?
O7 Eu1 O11 86.59(13) . . ?
O1 Eu1 O10 72.00(12) . . ?
O1 Eu1 O4 140.74(14) . 1_655 ?
O1 Eu1 O2 80.43(12) . 3_676 ?
O1 Eu1 O3 72.95(13) . 2_545 ?
O1 Eu1 O11 118.39(14) . . ?
O4 Eu1 O10 122.52(13) 1_655 . ?
O4 Eu1 O2 71.77(13) 1_655 3_676 ?
O4 Eu1 O11 74.81(15) 1_655 . ?
O2 Eu1 O10 72.66(12) 3_676 . ?
O2 Eu1 O11 142.93(13) 3_676 . ?
O3 Eu1 O10 74.77(13) 2_545 . ?
O3 Eu1 O4 143.11(14) 2_545 1_655 ?
O3 Eu1 O2 142.89(12) 2_545 3_676 ?
O3 Eu1 O11 73.82(14) 2_545 . ?
O11 Eu1 O10 141.37(14) . . ?
C23 O8 Eu1 150.1(3) . 2_645 ?
C23 O7 Eu1 145.5(3) . . ?
C24 O9 H9 109.5 . . ?
C16 O6 H6 109.5 . . ?
C15 O5 H5 109.5 . . ?
Eu1 O10 H10A 110.0 . . ?
Eu1 O10 H10B 109.6 . . ?
H10A O10 H10B 104.0 . . ?
C7 O1 Eu1 152.4(3) . . ?
C14 O4 Eu1 166.5(3) . 1_455 ?
C7 O2 Eu1 131.0(3) . 3_676 ?
C14 O3 Eu1 142.7(3) . 2 ?
H12A O12 H12B 104.5 . . ?
O8 C23 O7 125.0(4) . . ?
O8 C23 C20 118.9(4) . . ?
O7 C23 C20 116.0(4) . . ?
Eu1 O11 H11A 114.0 . . ?
Eu1 O11 H11B 115.0 . . ?
H11A O11 H11B 99.0 . . ?
C18 C17 C24 120.4(4) . . ?
C18 C17 C22 118.6(4) . . ?
C22 C17 C24 120.8(4) . . ?
C12 C13 H13 119.7 . . ?
C8 C13 H13 119.7 . . ?
C8 C13 C12 120.6(4) . . ?
C20 C21 H21 119.8 . . ?
C20 C21 C22 120.3(4) . . ?
C22 C21 H21 119.8 . . ?
O5 C15 H15 108.5 . . ?
O5 C15 C1 111.6(4) . . ?
O5 C15 C16 106.4(4) . . ?
C1 C15 H15 108.5 . . ?
C1 C15 C16 113.1(4) . . ?
C16 C15 H15 108.5 . . ?
C13 C12 H12 119.8 . . ?
C11 C12 C13 120.4(4) . . ?
C11 C12 H12 119.8 . . ?
C6 C1 C15 120.7(4) . . ?
C6 C1 C2 118.6(4) . . ?
C2 C1 C15 120.8(4) . . ?
C21 C20 C23 121.1(4) . . ?
C21 C20 C19 119.6(4) . . ?
C19 C20 C23 119.2(4) . . ?
O4 C14 O3 124.8(4) . . ?
O4 C14 C11 118.4(4) . . ?
O3 C14 C11 116.8(4) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C11 C10 C9 120.8(4) . . ?
O1 C7 O2 124.2(4) . . ?
O1 C7 C4 116.3(4) . . ?
O2 C7 C4 119.4(4) . . ?
O6 C16 C15 106.7(4) . . ?
O6 C16 H16 108.8 . . ?
O6 C16 C8 112.1(4) . . ?
C15 C16 H16 108.8 . . ?
C8 C16 C15 111.5(4) . . ?
C8 C16 H16 108.8 . . ?
C13 C8 C16 121.0(4) . . ?
C13 C8 C9 118.8(4) . . ?
C9 C8 C16 120.0(4) . . ?
C10 C9 H9A 119.8 . . ?
C8 C9 C10 120.5(4) . . ?
C8 C9 H9A 119.8 . . ?
C20 C19 H19 120.3 . . ?
C18 C19 C20 119.4(4) . . ?
C18 C19 H19 120.3 . . ?
O9 C24 C17 112.4(4) . . ?
O9 C24 C24 107.0(4) . 3_766 ?
O9 C24 H24 108.8 . . ?
C17 C24 C24 110.9(5) . 3_766 ?
C17 C24 H24 108.8 . . ?
C24 C24 H24 108.8 3_766 . ?
C12 C11 C14 119.8(4) . . ?
C10 C11 C12 118.9(4) . . ?
C10 C11 C14 121.3(4) . . ?
C4 C5 H5A 120.1 . . ?
C4 C5 C6 119.8(5) . . ?
C6 C5 H5A 120.1 . . ?
C17 C18 H18 119.1 . . ?
C19 C18 C17 121.8(5) . . ?
C19 C18 H18 119.1 . . ?
C5 C4 C7 121.9(4) . . ?
C5 C4 C3 119.8(4) . . ?
C3 C4 C7 118.3(4) . . ?
C1 C6 C5 121.1(4) . . ?
C1 C6 H6A 119.4 . . ?
C5 C6 H6A 119.4 . . ?
C4 C3 H3 120.0 . . ?
C2 C3 C4 119.9(4) . . ?
C2 C3 H3 120.0 . . ?
C1 C2 H2 119.6 . . ?
C3 C2 C1 120.8(4) . . ?
C3 C2 H2 119.6 . . ?
C17 C22 H22 120.0 . . ?
C21 C22 C17 120.1(4) . . ?
C21 C22 H22 120.0 . . ?

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 O8 C23 O7 -93.8(7) 2_645 . . . ?
Eu1 O8 C23 C20 87.8(7) 2_645 . . . ?
Eu1 O7 C23 O8 -6.7(9) . . . . ?
Eu1 O7 C23 C20 171.8(4) . . . . ?
Eu1 O1 C7 O2 6.7(11) . . . . ?
Eu1 O1 C7 C4 -172.4(5) . . . . ?
Eu1 O4 C14 O3 11(2) 1_455 . . . ?
Eu1 O4 C14 C11 -169.3(14) 1_455 . . . ?
Eu1 O2 C7 O1 93.7(5) 3_676 . . . ?
Eu1 O2 C7 C4 -87.3(5) 3_676 . . . ?
Eu1 O3 C14 O4 48.2(9) 2 . . . ?
Eu1 O3 C14 C11 -131.1(4) 2 . . . ?
O8 C23 C20 C21 1.1(7) . . . . ?
O8 C23 C20 C19 178.8(4) . . . . ?
O7 C23 C20 C21 -177.4(4) . . . . ?
O7 C23 C20 C19 0.2(6) . . . . ?
O6 C16 C8 C13 31.9(6) . . . . ?
O6 C16 C8 C9 -152.5(4) . . . . ?
O5 C15 C1 C6 126.4(5) . . . . ?
O5 C15 C1 C2 -52.8(6) . . . . ?
O5 C15 C16 O6 177.5(3) . . . . ?
O5 C15 C16 C8 -59.8(5) . . . . ?
O1 C7 C4 C5 145.7(5) . . . . ?
O1 C7 C4 C3 -32.6(7) . . . . ?
O4 C14 C11 C12 7.1(7) . . . . ?
O4 C14 C11 C10 -171.2(5) . . . . ?
O2 C7 C4 C5 -33.4(7) . . . . ?
O2 C7 C4 C3 148.3(5) . . . . ?
O3 C14 C11 C12 -173.5(5) . . . . ?
O3 C14 C11 C10 8.2(7) . . . . ?
C23 C20 C19 C18 -175.3(4) . . . . ?
C13 C12 C11 C14 -177.3(5) . . . . ?
C13 C12 C11 C10 1.0(8) . . . . ?
C13 C8 C9 C10 0.6(7) . . . . ?
C21 C20 C19 C18 2.4(7) . . . . ?
C15 C1 C6 C5 -178.8(5) . . . . ?
C15 C1 C2 C3 179.8(5) . . . . ?
C15 C16 C8 C13 -87.7(5) . . . . ?
C15 C16 C8 C9 88.0(5) . . . . ?
C12 C13 C8 C16 175.6(5) . . . . ?
C12 C13 C8 C9 -0.1(7) . . . . ?
C1 C15 C16 O6 54.6(5) . . . . ?
C1 C15 C16 C8 177.3(4) . . . . ?
C20 C21 C22 C17 1.6(8) . . . . ?
C20 C19 C18 C17 1.0(8) . . . . ?
C7 C4 C3 C2 178.3(5) . . . . ?
C16 C15 C1 C6 -113.6(5) . . . . ?
C16 C15 C1 C2 67.2(6) . . . . ?
C16 C8 C9 C10 -175.1(4) . . . . ?
C8 C13 C12 C11 -0.7(8) . . . . ?
C9 C10 C11 C12 -0.5(7) . . . . ?
C9 C10 C11 C14 177.8(5) . . . . ?
C24 C17 C18 C19 172.3(5) . . . . ?
C24 C17 C22 C21 -173.6(5) . . . . ?
C11 C10 C9 C8 -0.3(8) . . . . ?
C5 C4 C3 C2 0.0(8) . . . . ?
C18 C17 C24 O9 141.5(5) . . . . ?
C18 C17 C24 C24 -98.7(6) . . . 3_766 ?
C18 C17 C22 C21 1.8(8) . . . . ?
C4 C5 C6 C1 -1.3(8) . . . . ?
C4 C3 C2 C1 -0.8(8) . . . . ?
C6 C1 C2 C3 0.6(8) . . . . ?
C6 C5 C4 C7 -177.2(5) . . . . ?
C6 C5 C4 C3 1.1(8) . . . . ?
C2 C1 C6 C5 0.4(8) . . . . ?
C22 C17 C24 O9 -43.1(6) . . . . ?
C22 C17 C24 C24 76.6(6) . . . 3_766 ?
C22 C17 C18 C19 -3.2(8) . . . . ?
C22 C21 C20 C23 173.9(5) . . . . ?
C22 C21 C20 C19 -3.7(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.527
_oxdiff_exptl_absorpt_empirical_full_min 0.480
####################################################################### 
# 
# 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_ho_auto
_database_code_depnum_ccdc_archive 'CCDC 2303383'
loop_
_audit_author_name
_audit_author_address
'Fei Wang'
;fujian institute
China
;
_audit_update_record             
;
2023-10-25 deposited with the CCDC.	2024-04-08 downloaded from the CCDC.
;
_audit_creation_date             2023-05-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H22 Ho O11, H2 O'
_chemical_formula_sum            'C24 H24 Ho O12'
_chemical_formula_weight         669.36
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Ho C H O N'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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'
Ho Ho -7.4624 11.3895 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 '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                   17.2512(4)
_cell_length_b                   9.2096(2)
_cell_length_c                   15.3351(4)
_cell_angle_alpha                90
_cell_angle_beta                 112.636(3)
_cell_angle_gamma                90
_cell_volume                     2248.71(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9876
_cell_measurement_temperature    100.0(4)
_cell_measurement_theta_max      60.1070
_cell_measurement_theta_min      2.4050
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    16.182
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.55626
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.84a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.977
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1324
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.5
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0648
_diffrn_reflns_av_unetI/netI     0.0557
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            14516
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        52.929
_diffrn_reflns_theta_max         52.929
_diffrn_reflns_theta_min         2.413
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(4)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    107.00 133.00   0.50    0.14    --   76.35 112.00 -62.00   52
  2  ω      1.00  71.00   0.50    0.14    --   76.35 -38.00-120.00  140
  3  ω      9.00  63.00   0.50    0.14    --   76.35 -38.00-180.00  108
  4  ω     35.00  60.00   0.50    0.14    --   76.35-112.00-155.00   50
  5  ω     77.00 103.00   0.50    0.14    --   76.35-125.00 -60.00   52
  6  ω    -71.00   0.00   0.50    0.05    --   -0.94 -57.00-180.00  142
  7  ω      4.00  38.00   0.50    0.05    --   -0.94 -99.00 -60.00   68
  8  ω     -8.00  25.00   0.50    0.05    --   -0.94 -99.00 150.00   66
  9  ω     -2.00  32.00   0.50    0.05    --   -0.94 -99.00  30.00   68
 10  ω   -135.00 -88.00   0.50    0.14    --  -78.22-112.00-155.00   94
 11  ω    -92.00 -40.00   0.50    0.14    --  -78.22  57.00 -60.00  104
 12  ω    -68.00  -1.00   0.50    0.14    --  -78.22  38.00-120.00  134
 13  ω    -63.00  -2.00   0.50    0.14    --  -78.22  38.00 -30.00  122
 14  ω    -69.00  -2.00   0.50    0.14    --  -78.22  38.00  90.00  134
 15  ω    -71.00  -1.00   0.50    0.14    --  -78.22  38.00 150.00  140
 16  ω    -50.00 -22.00   0.50    0.14    --  -78.22 125.00 120.00   56
 17  ω    -91.00 -64.00   0.50    0.14    --  -78.22 125.00 120.00   54
 18  ω   -104.00 -41.00   0.50    0.14    --  -78.22 112.00 -62.00  126
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0682186000
_diffrn_orient_matrix_UB_12      0.0471455000
_diffrn_orient_matrix_UB_13      0.0721027000
_diffrn_orient_matrix_UB_21      -0.0138776000
_diffrn_orient_matrix_UB_22      0.1346223000
_diffrn_orient_matrix_UB_23      -0.0357418000
_diffrn_orient_matrix_UB_31      -0.0472271000
_diffrn_orient_matrix_UB_32      0.0284307000
_diffrn_orient_matrix_UB_33      0.0497257000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Ga K\a'
_diffrn_radiation_wavelength     1.3405
_diffrn_source                   'micro-focus metaljet'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3391
_reflns_number_total             3961
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.84a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.84a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.84a (Rigaku OD, 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 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.701
_refine_diff_density_min         -1.734
_refine_diff_density_rms         0.184
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     342
_refine_ls_number_reflns         3961
_refine_ls_number_restraints     21
_refine_ls_R_factor_all          0.0486
_refine_ls_R_factor_gt           0.0409
_refine_ls_restrained_S_all      1.033
_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)+(0.0846P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1130
_refine_ls_wR_factor_ref         0.1192
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Restrained distances
 H008_$1-H00C_$2
 2.1 with sigma of 0.02
 H00H-H00D_$3
 2.1 with sigma of 0.02
 H00H-H00E_$3
 2.3 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C00T) \\sim Ueq: with sigma of 0.0001 and sigma for terminal atoms of
0.0002
Uanis(C00F) \\sim Ueq: with sigma of 0.0001 and sigma for terminal atoms of
0.0002
Uanis(C00S) \\sim Ueq: with sigma of 0.0001 and sigma for terminal atoms of
0.0002
4.a Free rotating group:
 O00C(H00G,H00H)
4.b Rotating group:
 O005(H00A,H00B), O00D(H00D,H00E)
4.c Ternary CH refined with riding coordinates:
 C00O(H00O), C00R(H00R), C010(H010)
4.d Aromatic/amide H refined with riding coordinates:
 C00E(H00F), C00I(H00I), C00J(H00J), C00K(H00K), C00M(H00M), C00P(H00P),
 C00U(H00U), C00V(H00V), C00W(H00W), C00X(H00X), C00Z(H00Z), C011(H011)
4.e Idealised tetrahedral OH refined as rotating group:
 O006(H006), O008(H008), O00B(H00C)
;
_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
Ho01 Ho 0.49803(2) 0.87371(3) 0.33914(2) 0.00834(14) Uani 1 1 d . . . . .
O002 O 0.5870(2) 0.5564(4) 0.2453(3) 0.0119(8) Uani 1 1 d . . . . .
O003 O 0.6014(2) 0.7137(4) 0.3592(3) 0.0128(8) Uani 1 1 d . . . . .
O004 O 0.4336(2) 0.9352(4) 0.5572(2) 0.0109(8) Uani 1 1 d . . . . .
O005 O 0.5533(2) 0.7752(4) 0.5004(3) 0.0136(8) Uani 1 1 d . . . . .
H00A H 0.552992 0.680232 0.498167 0.020 Uiso 1 1 d R U . . .
H00B H 0.518943 0.796343 0.528147 0.020 Uiso 1 1 d R U . . .
O006 O -0.0076(2) 0.8089(4) 0.3011(3) 0.0131(8) Uani 1 1 d . . . . .
H006 H -0.000702 0.778062 0.253087 0.020 Uiso 1 1 calc R U . . .
O007 O 0.3971(2) 0.9229(4) 0.4023(3) 0.0149(8) Uani 1 1 d . . . . .
O008 O 0.9982(2) 0.3094(4) 0.5277(3) 0.0161(8) Uani 1 1 d . . . . .
H008 H 0.955700 0.257681 0.518924 0.024 Uiso 1 1 calc R U . . .
O009 O -0.4121(2) 0.9899(4) 0.2771(3) 0.0151(8) Uani 1 1 d . . . . .
O00A O -0.4203(2) 1.1613(4) 0.1709(3) 0.0145(8) Uani 1 1 d . . . . .
O00B O 0.0022(2) 1.1877(4) 0.3633(3) 0.0156(8) Uani 1 1 d . . . . .
H00C H 0.006080 1.226256 0.414424 0.023 Uiso 1 1 calc R U . . .
O00C O 0.4101(3) 0.5386(4) 0.4986(3) 0.0233(9) Uani 1 1 d G . . . .
H00G H 0.423208 0.538487 0.449155 0.035 Uiso 1 1 d G U . . .
H00H H 0.394758 0.627532 0.502497 0.035 Uiso 1 1 d DG U . . .
O00D O 0.4462(2) 0.8025(4) 0.1767(3) 0.0168(8) Uani 1 1 d . . . . .
H00D H 0.472293 0.851580 0.146495 0.025 Uiso 1 1 d R U . . .
H00E H 0.393022 0.828877 0.147937 0.025 Uiso 1 1 d R U . . .
C00E C 0.2498(3) 0.9129(6) 0.5100(4) 0.0139(11) Uani 1 1 d . . . . .
H00F H 0.281325 0.859375 0.565291 0.017 Uiso 1 1 calc R U . . .
C00F C 0.6273(3) 0.6119(5) 0.3235(4) 0.0093(10) Uani 1 1 d . U . . .
C00G C -0.3811(3) 1.0620(6) 0.2295(4) 0.0103(11) Uani 1 1 d . . . . .
C00H C 0.7145(3) 0.5589(6) 0.3794(4) 0.0128(11) Uani 1 1 d . . . . .
C00I C 0.7523(3) 0.4528(6) 0.3438(4) 0.0131(11) Uani 1 1 d . . . . .
H00I H 0.720536 0.405339 0.285991 0.016 Uiso 1 1 calc R U . . .
C00J C 0.1644(3) 0.9351(6) 0.4855(4) 0.0135(11) Uani 1 1 d . . . . .
H00J H 0.137922 0.896071 0.524389 0.016 Uiso 1 1 calc R U . . .
C00K C 0.8434(3) 0.5839(6) 0.5154(4) 0.0160(12) Uani 1 1 d . . . . .
H00K H 0.874024 0.625653 0.575508 0.019 Uiso 1 1 calc R U . . .
C00L C 0.1169(3) 1.0136(6) 0.4051(4) 0.0130(11) Uani 1 1 d . . . . .
C00M C -0.2494(3) 0.9121(6) 0.2926(4) 0.0133(11) Uani 1 1 d . . . . .
H00M H -0.277203 0.847389 0.319250 0.016 Uiso 1 1 calc R U . . .
C00N C 0.8826(3) 0.4845(6) 0.4775(4) 0.0128(11) Uani 1 1 d . . . . .
C00O C -0.0316(3) 0.9585(6) 0.2881(4) 0.0120(11) Uani 1 1 d . . . . .
H00O H -0.019555 0.997863 0.233835 0.014 Uiso 1 1 calc R U . . .
C00P C -0.1668(4) 0.8867(5) 0.3060(4) 0.0148(12) Uani 1 1 d . . . . .
H00P H -0.138465 0.804953 0.341975 0.018 Uiso 1 1 calc R U . . .
C00Q C -0.1241(3) 0.9788(6) 0.2678(4) 0.0126(11) Uani 1 1 d . . . . .
C00R C 0.0239(3) 1.0374(6) 0.3787(4) 0.0127(11) Uani 1 1 d . . . . .
H00R H 0.008784 1.002017 0.431792 0.015 Uiso 1 1 calc R U . . .
C00S C 0.2893(3) 0.9693(6) 0.4534(4) 0.0126(10) Uani 1 1 d . U . . .
C00T C 0.3799(3) 0.9425(6) 0.4727(4) 0.0099(10) Uani 1 1 d . U . . .
C00U C -0.1674(4) 1.0970(5) 0.2143(4) 0.0138(12) Uani 1 1 d . . . . .
H00U H -0.139539 1.160383 0.186970 0.017 Uiso 1 1 calc R U . . .
C00V C -0.2506(4) 1.1237(5) 0.2003(4) 0.0117(12) Uani 1 1 d . . . . .
H00V H -0.279137 1.204526 0.163440 0.014 Uiso 1 1 calc R U . . .
C00W C 0.7608(4) 0.6226(5) 0.4666(4) 0.0120(12) Uani 1 1 d . . . . .
H00W H 0.735223 0.692784 0.492350 0.014 Uiso 1 1 calc R U . . .
C00X C 0.1577(3) 1.0719(6) 0.3495(4) 0.0123(11) Uani 1 1 d . . . . .
H00X H 0.126620 1.127635 0.295066 0.015 Uiso 1 1 calc R U . . .
C00Y C -0.2927(3) 1.0313(5) 0.2406(4) 0.0115(11) Uani 1 1 d . . . . .
C00Z C 0.8354(3) 0.4167(6) 0.3919(4) 0.0131(11) Uani 1 1 d . . . . .
H00Z H 0.860816 0.345254 0.366778 0.016 Uiso 1 1 calc R U . . .
C010 C 0.9758(3) 0.4597(6) 0.5255(4) 0.0132(11) Uani 1 1 d . . . . .
H010 H 0.995086 0.496500 0.591895 0.016 Uiso 1 1 calc R U . . .
C011 C 0.2420(3) 1.0490(6) 0.3729(4) 0.0131(11) Uani 1 1 d . . . . .
H011 H 0.268459 1.087745 0.333983 0.016 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
Ho01 O002 2.279(4) 2_655 ?
Ho01 O003 2.242(3) . ?
Ho01 O004 2.360(3) 3_676 ?
Ho01 O005 2.456(4) . ?
Ho01 O007 2.339(3) . ?
Ho01 O009 2.364(3) 1_655 ?
Ho01 O00A 2.343(4) 2_545 ?
Ho01 O00D 2.392(4) . ?
O002 C00F 1.242(6) . ?
O003 C00F 1.251(6) . ?
O004 C00T 1.273(6) . ?
O005 H00A 0.8750 . ?
O005 H00B 0.8749 . ?
O006 H006 0.8400 . ?
O006 C00O 1.430(7) . ?
O007 C00T 1.238(6) . ?
O008 H008 0.8400 . ?
O008 C010 1.434(7) . ?
O009 C00G 1.250(6) . ?
O00A C00G 1.278(7) . ?
O00B H00C 0.8400 . ?
O00B C00R 1.430(7) . ?
O00C H00G 0.8698 . ?
O00C H00H 0.8699 . ?
O00D H00D 0.8842 . ?
O00D H00E 0.8845 . ?
C00E H00F 0.9500 . ?
C00E C00J 1.389(7) . ?
C00E C00S 1.393(7) . ?
C00F C00H 1.497(8) . ?
C00G C00Y 1.494(7) . ?
C00H C00I 1.399(7) . ?
C00H C00W 1.395(8) . ?
C00I H00I 0.9500 . ?
C00I C00Z 1.377(7) . ?
C00J H00J 0.9500 . ?
C00J C00L 1.392(8) . ?
C00K H00K 0.9500 . ?
C00K C00N 1.391(7) . ?
C00K C00W 1.378(8) . ?
C00L C00R 1.513(7) . ?
C00L C00X 1.404(7) . ?
C00M H00M 0.9500 . ?
C00M C00P 1.380(8) . ?
C00M C00Y 1.393(7) . ?
C00N C00Z 1.397(8) . ?
C00N C010 1.506(7) . ?
C00O H00O 1.0000 . ?
C00O C00Q 1.516(7) . ?
C00O C00R 1.533(8) . ?
C00P H00P 0.9500 . ?
C00P C00Q 1.390(8) . ?
C00Q C00U 1.395(8) . ?
C00R H00R 1.0000 . ?
C00S C00T 1.495(7) . ?
C00S C011 1.398(8) . ?
C00U H00U 0.9500 . ?
C00U C00V 1.389(8) . ?
C00V H00V 0.9500 . ?
C00V C00Y 1.406(7) . ?
C00W H00W 0.9500 . ?
C00X H00X 0.9500 . ?
C00X C011 1.374(7) . ?
C00Z H00Z 0.9500 . ?
C010 C010 1.538(10) 3_766 ?
C010 H010 1.0000 . ?
C011 H011 0.9500 . ?

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
O002 Ho01 O004 82.96(14) 2_655 3_676 ?
O002 Ho01 O005 139.47(13) 2_655 . ?
O002 Ho01 O007 70.93(12) 2_655 . ?
O002 Ho01 O009 79.37(12) 2_655 1_655 ?
O002 Ho01 O00A 110.61(14) 2_655 2_545 ?
O002 Ho01 O00D 73.13(13) 2_655 . ?
O003 Ho01 O002 150.14(12) . 2_655 ?
O003 Ho01 O004 103.46(12) . 3_676 ?
O003 Ho01 O005 68.83(12) . . ?
O003 Ho01 O007 138.61(13) . . ?
O003 Ho01 O009 75.08(12) . 1_655 ?
O003 Ho01 O00A 82.27(12) . 2_545 ?
O003 Ho01 O00D 85.51(13) . . ?
O004 Ho01 O005 72.41(12) 3_676 . ?
O004 Ho01 O009 72.45(12) 3_676 1_655 ?
O004 Ho01 O00D 142.68(12) 3_676 . ?
O007 Ho01 O004 80.52(12) . 3_676 ?
O007 Ho01 O005 73.58(13) . . ?
O007 Ho01 O009 141.87(12) . 1_655 ?
O007 Ho01 O00A 71.96(13) . 2_545 ?
O007 Ho01 O00D 116.39(13) . . ?
O009 Ho01 O005 120.79(13) 1_655 . ?
O009 Ho01 O00D 75.24(13) 1_655 . ?
O00A Ho01 O004 142.33(12) 2_545 3_676 ?
O00A Ho01 O005 75.41(13) 2_545 . ?
O00A Ho01 O009 143.04(13) 2_545 1_655 ?
O00A Ho01 O00D 74.21(13) 2_545 . ?
O00D Ho01 O005 142.38(14) . . ?
C00F O002 Ho01 148.3(3) . 2_645 ?
C00F O003 Ho01 146.2(4) . . ?
C00T O004 Ho01 128.8(3) . 3_676 ?
Ho01 O005 H00A 109.7 . . ?
Ho01 O005 H00B 109.6 . . ?
H00A O005 H00B 104.2 . . ?
C00O O006 H006 109.5 . . ?
C00T O007 Ho01 148.8(4) . . ?
C010 O008 H008 109.5 . . ?
C00G O009 Ho01 166.0(4) . 1_455 ?
C00G O00A Ho01 141.1(3) . 2 ?
C00R O00B H00C 109.5 . . ?
H00G O00C H00H 104.5 . . ?
Ho01 O00D H00D 110.1 . . ?
Ho01 O00D H00E 110.1 . . ?
H00D O00D H00E 103.8 . . ?
C00J C00E H00F 120.0 . . ?
C00J C00E C00S 120.0(5) . . ?
C00S C00E H00F 120.0 . . ?
O002 C00F O003 124.7(5) . . ?
O002 C00F C00H 119.0(4) . . ?
O003 C00F C00H 116.2(5) . . ?
O009 C00G O00A 124.2(5) . . ?
O009 C00G C00Y 118.7(5) . . ?
O00A C00G C00Y 117.1(4) . . ?
C00I C00H C00F 121.4(5) . . ?
C00W C00H C00F 119.4(5) . . ?
C00W C00H C00I 119.1(5) . . ?
C00H C00I H00I 119.8 . . ?
C00Z C00I C00H 120.4(5) . . ?
C00Z C00I H00I 119.8 . . ?
C00E C00J H00J 119.4 . . ?
C00E C00J C00L 121.2(5) . . ?
C00L C00J H00J 119.4 . . ?
C00N C00K H00K 119.6 . . ?
C00W C00K H00K 119.6 . . ?
C00W C00K C00N 120.7(5) . . ?
C00J C00L C00R 121.0(5) . . ?
C00J C00L C00X 118.4(5) . . ?
C00X C00L C00R 120.7(5) . . ?
C00P C00M H00M 119.5 . . ?
C00P C00M C00Y 120.9(5) . . ?
C00Y C00M H00M 119.5 . . ?
C00K C00N C00Z 119.1(5) . . ?
C00K C00N C010 119.6(5) . . ?
C00Z C00N C010 121.2(5) . . ?
O006 C00O H00O 108.9 . . ?
O006 C00O C00Q 111.9(4) . . ?
O006 C00O C00R 106.5(4) . . ?
C00Q C00O H00O 108.9 . . ?
C00Q C00O C00R 111.6(4) . . ?
C00R C00O H00O 108.9 . . ?
C00M C00P H00P 119.4 . . ?
C00M C00P C00Q 121.2(5) . . ?
C00Q C00P H00P 119.4 . . ?
C00P C00Q C00O 121.6(5) . . ?
C00P C00Q C00U 118.3(5) . . ?
C00U C00Q C00O 120.0(5) . . ?
O00B C00R C00L 111.5(4) . . ?
O00B C00R C00O 106.1(4) . . ?
O00B C00R H00R 108.5 . . ?
C00L C00R C00O 113.7(4) . . ?
C00L C00R H00R 108.5 . . ?
C00O C00R H00R 108.5 . . ?
C00E C00S C00T 122.7(5) . . ?
C00E C00S C011 119.1(5) . . ?
C011 C00S C00T 118.2(4) . . ?
O004 C00T C00S 120.4(4) . . ?
O007 C00T O004 123.8(5) . . ?
O007 C00T C00S 115.8(4) . . ?
C00Q C00U H00U 119.5 . . ?
C00V C00U C00Q 121.1(5) . . ?
C00V C00U H00U 119.5 . . ?
C00U C00V H00V 119.9 . . ?
C00U C00V C00Y 120.2(5) . . ?
C00Y C00V H00V 119.9 . . ?
C00H C00W H00W 119.9 . . ?
C00K C00W C00H 120.2(5) . . ?
C00K C00W H00W 119.9 . . ?
C00L C00X H00X 119.7 . . ?
C011 C00X C00L 120.6(5) . . ?
C011 C00X H00X 119.7 . . ?
C00M C00Y C00G 120.9(5) . . ?
C00M C00Y C00V 118.3(5) . . ?
C00V C00Y C00G 120.8(5) . . ?
C00I C00Z C00N 120.4(5) . . ?
C00I C00Z H00Z 119.8 . . ?
C00N C00Z H00Z 119.8 . . ?
O008 C010 C00N 112.6(4) . . ?
O008 C010 C010 106.5(5) . 3_766 ?
O008 C010 H010 108.8 . . ?
C00N C010 C010 111.4(6) . 3_766 ?
C00N C010 H010 108.8 . . ?
C010 C010 H010 108.8 3_766 . ?
C00S C011 H011 119.6 . . ?
C00X C011 C00S 120.8(5) . . ?
C00X C011 H011 119.6 . . ?

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
Ho01 O002 C00F O003 -97.5(7) 2_645 . . . ?
Ho01 O002 C00F C00H 84.6(8) 2_645 . . . ?
Ho01 O003 C00F O002 -3.8(9) . . . . ?
Ho01 O003 C00F C00H 174.1(4) . . . . ?
Ho01 O004 C00T O007 100.9(5) 3_676 . . . ?
Ho01 O004 C00T C00S -82.0(5) 3_676 . . . ?
Ho01 O007 C00T O004 -1.5(10) . . . . ?
Ho01 O007 C00T C00S -178.8(4) . . . . ?
Ho01 O009 C00G O00A 18.7(18) 1_455 . . . ?
Ho01 O009 C00G C00Y -161.1(12) 1_455 . . . ?
Ho01 O00A C00G O009 52.3(8) 2 . . . ?
Ho01 O00A C00G C00Y -127.9(5) 2 . . . ?
O002 C00F C00H C00I 2.6(7) . . . . ?
O002 C00F C00H C00W 178.8(5) . . . . ?
O003 C00F C00H C00I -175.4(5) . . . . ?
O003 C00F C00H C00W 0.8(7) . . . . ?
O006 C00O C00Q C00P 32.0(7) . . . . ?
O006 C00O C00Q C00U -151.9(5) . . . . ?
O006 C00O C00R O00B 177.4(3) . . . . ?
O006 C00O C00R C00L 54.4(6) . . . . ?
O009 C00G C00Y C00M 8.8(7) . . . . ?
O009 C00G C00Y C00V -169.9(5) . . . . ?
O00A C00G C00Y C00M -171.0(5) . . . . ?
O00A C00G C00Y C00V 10.3(7) . . . . ?
C00E C00J C00L C00R 179.9(5) . . . . ?
C00E C00J C00L C00X -0.8(8) . . . . ?
C00E C00S C00T O004 -35.9(8) . . . . ?
C00E C00S C00T O007 141.4(5) . . . . ?
C00E C00S C011 C00X 0.0(8) . . . . ?
C00F C00H C00I C00Z 173.1(5) . . . . ?
C00F C00H C00W C00K -174.5(5) . . . . ?
C00H C00I C00Z C00N 0.7(8) . . . . ?
C00I C00H C00W C00K 1.8(8) . . . . ?
C00J C00E C00S C00T -176.5(5) . . . . ?
C00J C00E C00S C011 0.6(8) . . . . ?
C00J C00L C00R O00B 127.7(5) . . . . ?
C00J C00L C00R C00O -112.4(6) . . . . ?
C00J C00L C00X C011 1.4(8) . . . . ?
C00K C00N C00Z C00I 2.9(8) . . . . ?
C00K C00N C010 O008 139.0(5) . . . . ?
C00K C00N C010 C010 -101.5(7) . . . 3_766 ?
C00L C00X C011 C00S -1.1(8) . . . . ?
C00M C00P C00Q C00O 175.4(5) . . . . ?
C00M C00P C00Q C00U -0.8(8) . . . . ?
C00N C00K C00W C00H 1.9(8) . . . . ?
C00O C00Q C00U C00V -175.5(5) . . . . ?
C00P C00M C00Y C00G -177.5(5) . . . . ?
C00P C00M C00Y C00V 1.3(8) . . . . ?
C00P C00Q C00U C00V 0.8(8) . . . . ?
C00Q C00O C00R O00B -60.3(5) . . . . ?
C00Q C00O C00R C00L 176.8(4) . . . . ?
C00Q C00U C00V C00Y 0.2(8) . . . . ?
C00R C00L C00X C011 -179.3(5) . . . . ?
C00R C00O C00Q C00P -87.2(6) . . . . ?
C00R C00O C00Q C00U 89.0(6) . . . . ?
C00S C00E C00J C00L -0.2(8) . . . . ?
C00T C00S C011 C00X 177.2(5) . . . . ?
C00U C00V C00Y C00G 177.5(5) . . . . ?
C00U C00V C00Y C00M -1.3(8) . . . . ?
C00W C00H C00I C00Z -3.1(7) . . . . ?
C00W C00K C00N C00Z -4.2(8) . . . . ?
C00W C00K C00N C010 171.5(5) . . . . ?
C00X C00L C00R O00B -51.5(6) . . . . ?
C00X C00L C00R C00O 68.4(6) . . . . ?
C00Y C00M C00P C00Q -0.2(9) . . . . ?
C00Z C00N C010 O008 -45.4(6) . . . . ?
C00Z C00N C010 C010 74.1(7) . . . 3_766 ?
C010 C00N C00Z C00I -172.8(5) . . . . ?
C011 C00S C00T O004 147.0(5) . . . . ?
C011 C00S C00T O007 -35.7(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 5.262
_oxdiff_exptl_absorpt_empirical_full_min 0.401
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2303387'
loop_
_audit_author_name
_audit_author_address
'Fei Wang'
;fujian institute
China
;
_audit_update_record             
;
2023-10-25 deposited with the CCDC.	2024-04-08 downloaded from the CCDC.
;
_audit_creation_date             2023-10-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H22 O11 Sm, H2 O'
_chemical_formula_sum            'C24 H23 O12 Sm'
_chemical_formula_weight         653.77
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Sm C H O N'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sm Sm -2.1214 9.9048 '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                   17.3836(3)
_cell_length_b                   9.24400(10)
_cell_length_c                   15.4813(3)
_cell_angle_alpha                90
_cell_angle_beta                 112.620(2)
_cell_angle_gamma                90
_cell_volume                     2296.38(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12094
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      60.1020
_cell_measurement_theta_min      2.3950
_shelx_estimated_absorpt_T_max   0.168
_shelx_estimated_absorpt_T_min   0.168
_exptl_absorpt_coefficient_mu    13.854
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.27649
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.115a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.891
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1300
_exptl_crystal_size_max          0.2
_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  0.0385
_diffrn_reflns_av_unetI/netI     0.0365
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            16011
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        52.917
_diffrn_reflns_theta_max         52.917
_diffrn_reflns_theta_min         2.394
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     58.00  83.00   0.50    0.29    --   75.32  77.00   0.00   50
  2  ω     80.00 149.00   0.50    0.29    --   75.32 125.00 150.00  138
  3  ω    113.00 149.00   0.50    0.29    --   75.32  77.00   0.00   72
  4  ω     80.00 139.00   0.50    0.29    --   75.32 125.00-150.00  118
  5  ω     64.00 103.00   0.50    0.29    --   75.32  41.00 -75.00   78
  6  ω   -144.00 -55.00   0.50    0.29    --  -78.14 -57.00 120.00  178
  7  ω   -136.00-104.00   0.50    0.29    --  -78.14 -41.00 131.00   64
  8  ω    -77.00 -16.00   0.50    0.07    --   -1.41 -41.00 131.00  122
  9  ω    -11.00  20.00   0.50    0.07    --   -1.41 -41.00 131.00   62
 10  ω    -70.00  -2.00   0.50    0.29    --  -78.14  38.00  30.00  136
 11  ω   -107.00 -81.00   0.50    0.29    --  -78.14  77.00 150.00   52
 12  ω    -67.00 -25.00   0.50    0.29    --  -78.14  38.00 120.00   84
 13  ω    -59.00  -2.00   0.50    0.29    --  -78.14  41.00 -75.00  114
 14  ω    -71.00 -13.00   0.50    0.29    --  -78.14  38.00-120.00  116
 15  ω      6.00  58.00   0.50    0.07    --   -1.41  41.00 -75.00  104
 16  ω      1.00  73.00   0.50    0.29    --   75.32 -41.00 131.00  144
 17  ω     -7.00  38.00   0.50    0.07    --   -1.41 -99.00   0.00   90
 18  ω   -152.00 -85.00   0.50    0.29    --  -78.14-125.00 -90.00  134
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0589628000
_diffrn_orient_matrix_UB_12      0.0663984000
_diffrn_orient_matrix_UB_13      -0.0212540000
_diffrn_orient_matrix_UB_21      -0.0571410000
_diffrn_orient_matrix_UB_22      0.0357694000
_diffrn_orient_matrix_UB_23      -0.0840642000
_diffrn_orient_matrix_UB_31      -0.0151296000
_diffrn_orient_matrix_UB_32      0.1235928000
_diffrn_orient_matrix_UB_33      0.0356161000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Ga K\a'
_diffrn_radiation_wavelength     1.3405
_diffrn_source                   'micro-focus metaljet'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3501
_reflns_number_total             4049
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.079
_refine_diff_density_min         -0.704
_refine_diff_density_rms         0.110
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     344
_refine_ls_number_reflns         4049
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0353
_refine_ls_R_factor_gt           0.0277
_refine_ls_restrained_S_all      1.035
_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)+(0.0383P)²+2.9986P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0660
_refine_ls_wR_factor_ref         0.0693
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Restrained distances
 Sm1-H11A \\sim Sm1-H11B
 with sigma of 0.02
3.a Free rotating group:
 O12(H12A,H12B), O11(H11A,H11B)
3.b Rotating group:
 O10(H10A,H10B)
3.c Ternary CH refined with riding coordinates:
 C15(H15), C16(H16), C24(H24)
3.d Aromatic/amide H refined with riding coordinates:
 C5(H5A), C10(H10), C9(H9A), C13(H13), C21(H21), C12(H12), C6(H6A), C19(H19),
 C18(H18), C2(H2), C3(H3), C22(H22)
3.e Idealised tetrahedral OH refined as rotating group:
 O6(H6), O5(H5), O9(H9)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sm1 Sm 0.49759(2) 0.87338(2) 0.33842(2) 0.01016(8) Uani 1 1 d D . . . .
O8 O 0.59010(15) 0.5581(3) 0.24664(17) 0.0149(6) Uani 1 1 d . . . . .
O6 O -0.00738(16) 0.8085(3) 0.3032(2) 0.0195(6) Uani 1 1 d . . . . .
H6 H -0.005816 0.774192 0.253688 0.029 Uiso 1 1 calc R U . . .
O1 O 0.39600(16) 0.9256(3) 0.40304(17) 0.0173(6) Uani 1 1 d . . . . .
O7 O 0.60354(15) 0.7088(3) 0.36344(17) 0.0168(6) Uani 1 1 d . . . . .
O10 O 0.55190(16) 0.7725(3) 0.50263(17) 0.0170(6) Uani 1 1 d . . . . .
H10A H 0.540988 0.680359 0.500685 0.026 Uiso 1 1 d R U . . .
H10B H 0.524176 0.810006 0.533504 0.026 Uiso 1 1 d R U . . .
O4 O -0.40975(16) 0.9878(3) 0.27624(19) 0.0191(6) Uani 1 1 d . . . . .
O5 O 0.00233(16) 1.1882(3) 0.3616(2) 0.0213(6) Uani 1 1 d . . . . .
H5 H 0.004993 1.227308 0.411673 0.032 Uiso 1 1 calc R U . . .
O9 O 0.99751(17) 0.3096(3) 0.5248(2) 0.0235(6) Uani 1 1 d . . . . .
H9 H 0.995159 0.268829 0.572163 0.035 Uiso 1 1 calc R U . . .
O3 O -0.41758(16) 1.1575(3) 0.17149(18) 0.0164(6) Uani 1 1 d . . . . .
O2 O 0.42965(15) 0.9328(3) 0.55690(17) 0.0147(5) Uani 1 1 d . . . . .
O12 O 0.40865(18) 0.5370(3) 0.49653(19) 0.0246(7) Uani 1 1 d G . . . .
H12A H 0.415417 0.587173 0.452419 0.037 Uiso 1 1 d G U . . .
H12B H 0.354845 0.531708 0.479751 0.037 Uiso 1 1 d G U . . .
O11 O 0.44307(18) 0.8039(3) 0.17198(18) 0.0210(6) Uani 1 1 d G . . . .
H11A H 0.445943 0.716434 0.152787 0.031 Uiso 1 1 d DG U . . .
H11B H 0.444089 0.859188 0.126963 0.031 Uiso 1 1 d DG U . . .
C23 C 0.6300(2) 0.6105(4) 0.3261(3) 0.0109(8) Uani 1 1 d . . . . .
C14 C -0.3792(2) 1.0591(4) 0.2297(2) 0.0129(8) Uani 1 1 d . . . . .
C5 C 0.2479(2) 0.9157(4) 0.5086(3) 0.0168(8) Uani 1 1 d . . . . .
H5A H 0.279322 0.864103 0.564121 0.020 Uiso 1 1 calc R U . . .
C10 C -0.2491(2) 1.1209(4) 0.2017(3) 0.0138(8) Uani 1 1 d . . . . .
H10 H -0.277589 1.201144 0.164987 0.017 Uiso 1 1 calc R U . . .
C9 C -0.1665(2) 1.0951(4) 0.2154(3) 0.0145(8) Uani 1 1 d . . . . .
H9A H -0.139029 1.157719 0.187804 0.017 Uiso 1 1 calc R U . . .
C1 C 0.1164(2) 1.0143(4) 0.4043(3) 0.0139(8) Uani 1 1 d . . . . .
C13 C -0.1653(2) 0.8869(4) 0.3078(3) 0.0151(8) Uani 1 1 d . . . . .
H13 H -0.137032 0.806034 0.344040 0.018 Uiso 1 1 calc R U . . .
C17 C 0.8835(2) 0.4836(4) 0.4772(3) 0.0146(8) Uani 1 1 d . . . . .
C4 C 0.2871(2) 0.9699(4) 0.4523(3) 0.0129(8) Uani 1 1 d . . . . .
C21 C 0.7537(2) 0.4528(4) 0.3446(3) 0.0155(8) Uani 1 1 d . . . . .
H21 H 0.721908 0.405862 0.287402 0.019 Uiso 1 1 calc R U . . .
C7 C 0.3776(2) 0.9413(4) 0.4723(2) 0.0121(8) Uani 1 1 d . . . . .
C12 C -0.2475(2) 0.9123(4) 0.2941(3) 0.0154(8) Uani 1 1 d . . . . .
H12 H -0.275101 0.848767 0.321073 0.018 Uiso 1 1 calc R U . . .
C6 C 0.1630(2) 0.9368(4) 0.4839(3) 0.0177(8) Uani 1 1 d . . . . .
H6A H 0.136563 0.897494 0.522082 0.021 Uiso 1 1 calc R U . . .
C19 C 0.7628(2) 0.6210(4) 0.4673(3) 0.0145(8) Uani 1 1 d . . . . .
H19 H 0.737418 0.690247 0.493316 0.017 Uiso 1 1 calc R U . . .
C20 C 0.7170(2) 0.5580(4) 0.3807(3) 0.0131(8) Uani 1 1 d . . . . .
C18 C 0.8451(2) 0.5822(4) 0.5151(3) 0.0172(8) Uani 1 1 d . . . . .
H18 H 0.875713 0.623677 0.574651 0.021 Uiso 1 1 calc R U . . .
C15 C 0.0234(2) 1.0391(4) 0.3779(3) 0.0149(8) Uani 1 1 d . . . . .
H15 H 0.008568 1.005622 0.431029 0.018 Uiso 1 1 calc R U . . .
C11 C -0.2904(2) 1.0299(4) 0.2414(2) 0.0125(8) Uani 1 1 d . . . . .
C16 C -0.0315(2) 0.9570(4) 0.2891(3) 0.0141(8) Uani 1 1 d . . . . .
H16 H -0.019884 0.994827 0.234781 0.017 Uiso 1 1 calc R U . . .
C8 C -0.1236(2) 0.9781(4) 0.2692(3) 0.0131(8) Uani 1 1 d . . . . .
C2 C 0.1567(2) 1.0704(4) 0.3490(3) 0.0174(8) Uani 1 1 d . . . . .
H2 H 0.125799 1.124918 0.294751 0.021 Uiso 1 1 calc R U . . .
C3 C 0.2406(2) 1.0478(4) 0.3720(3) 0.0160(8) Uani 1 1 d . . . . .
H3 H 0.266833 1.085332 0.333094 0.019 Uiso 1 1 calc R U . . .
C24 C 0.9767(2) 0.4578(4) 0.5250(3) 0.0166(8) Uani 1 1 d . . . . .
H24 H 0.995964 0.492046 0.591281 0.020 Uiso 1 1 calc R U . . .
C22 C 0.8366(2) 0.4169(4) 0.3922(3) 0.0176(8) Uani 1 1 d . . . . .
H22 H 0.861817 0.346366 0.366886 0.021 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
Sm1 O8 2.330(2) 2_655 ?
Sm1 O1 2.390(3) . ?
Sm1 O7 2.304(3) . ?
Sm1 O10 2.525(2) . ?
Sm1 O4 2.415(3) 1_655 ?
Sm1 O3 2.403(3) 2_545 ?
Sm1 O2 2.420(2) 3_676 ?
Sm1 O11 2.464(3) . ?
O8 C23 1.253(4) . ?
O6 H6 0.8400 . ?
O6 C16 1.428(5) . ?
O1 C7 1.240(4) . ?
O7 C23 1.255(4) . ?
O10 H10A 0.8706 . ?
O10 H10B 0.8707 . ?
O4 C14 1.237(5) . ?
O5 H5 0.8400 . ?
O5 C15 1.424(5) . ?
O9 H9 0.8400 . ?
O9 C24 1.417(5) . ?
O3 C14 1.273(5) . ?
O2 C7 1.275(4) . ?
O12 H12A 0.8701 . ?
O12 H12B 0.8704 . ?
O11 H11A 0.8698 . ?
O11 H11B 0.8697 . ?
C23 C20 1.502(5) . ?
C14 C11 1.509(5) . ?
C5 H5A 0.9500 . ?
C5 C4 1.389(5) . ?
C5 C6 1.389(5) . ?
C10 H10 0.9500 . ?
C10 C9 1.388(5) . ?
C10 C11 1.392(5) . ?
C9 H9A 0.9500 . ?
C9 C8 1.394(5) . ?
C1 C6 1.386(5) . ?
C1 C15 1.525(5) . ?
C1 C2 1.398(6) . ?
C13 H13 0.9500 . ?
C13 C12 1.382(5) . ?
C13 C8 1.388(5) . ?
C17 C18 1.387(6) . ?
C17 C24 1.519(5) . ?
C17 C22 1.397(5) . ?
C4 C7 1.507(5) . ?
C4 C3 1.395(5) . ?
C21 H21 0.9500 . ?
C21 C20 1.393(5) . ?
C21 C22 1.383(5) . ?
C12 H12 0.9500 . ?
C12 C11 1.392(5) . ?
C6 H6A 0.9500 . ?
C19 H19 0.9500 . ?
C19 C20 1.396(5) . ?
C19 C18 1.381(5) . ?
C18 H18 0.9500 . ?
C15 H15 1.0000 . ?
C15 C16 1.539(5) . ?
C16 H16 1.0000 . ?
C16 C8 1.522(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.377(5) . ?
C3 H3 0.9500 . ?
C24 C24 1.533(8) 3_766 ?
C24 H24 1.0000 . ?
C22 H22 0.9500 . ?

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
O8 Sm1 O1 70.14(9) 2_655 . ?
O8 Sm1 O10 138.55(9) 2_655 . ?
O8 Sm1 O4 81.11(9) 2_655 1_655 ?
O8 Sm1 O3 109.62(9) 2_655 2_545 ?
O8 Sm1 O2 84.02(9) 2_655 3_676 ?
O8 Sm1 O11 72.24(9) 2_655 . ?
O1 Sm1 O10 72.76(9) . . ?
O1 Sm1 O4 142.35(9) . 1_655 ?
O1 Sm1 O3 72.06(9) . 2_545 ?
O1 Sm1 O2 81.38(9) . 3_676 ?
O1 Sm1 O11 116.20(9) . . ?
O7 Sm1 O8 152.36(9) . 2_655 ?
O7 Sm1 O1 137.28(9) . . ?
O7 Sm1 O10 67.77(9) . . ?
O7 Sm1 O4 75.14(9) . 1_655 ?
O7 Sm1 O3 82.41(9) . 2_545 ?
O7 Sm1 O2 101.42(9) . 3_676 ?
O7 Sm1 O11 87.99(9) . . ?
O4 Sm1 O10 120.96(9) 1_655 . ?
O4 Sm1 O2 71.69(9) 1_655 3_676 ?
O4 Sm1 O11 75.20(9) 1_655 . ?
O3 Sm1 O10 74.98(8) 2_545 . ?
O3 Sm1 O4 142.79(9) 2_545 1_655 ?
O3 Sm1 O2 142.93(9) 2_545 3_676 ?
O3 Sm1 O11 74.72(9) 2_545 . ?
O2 Sm1 O10 72.69(8) 3_676 . ?
O2 Sm1 O11 141.70(9) 3_676 . ?
O11 Sm1 O10 143.23(9) . . ?
C23 O8 Sm1 146.3(2) . 2_645 ?
C16 O6 H6 109.5 . . ?
C7 O1 Sm1 149.7(2) . . ?
C23 O7 Sm1 144.2(2) . . ?
Sm1 O10 H10A 109.5 . . ?
Sm1 O10 H10B 109.5 . . ?
H10A O10 H10B 104.4 . . ?
C14 O4 Sm1 165.2(2) . 1_455 ?
C15 O5 H5 109.5 . . ?
C24 O9 H9 109.5 . . ?
C14 O3 Sm1 140.4(2) . 2 ?
C7 O2 Sm1 128.6(2) . 3_676 ?
H12A O12 H12B 104.5 . . ?
Sm1 O11 H11A 123.4 . . ?
Sm1 O11 H11B 124.5 . . ?
H11A O11 H11B 104.5 . . ?
O8 C23 O7 124.7(3) . . ?
O8 C23 C20 119.0(3) . . ?
O7 C23 C20 116.2(3) . . ?
O4 C14 O3 124.6(3) . . ?
O4 C14 C11 118.9(3) . . ?
O3 C14 C11 116.5(3) . . ?
C4 C5 H5A 120.0 . . ?
C4 C5 C6 120.1(3) . . ?
C6 C5 H5A 120.0 . . ?
C9 C10 H10 119.8 . . ?
C9 C10 C11 120.5(3) . . ?
C11 C10 H10 119.8 . . ?
C10 C9 H9A 119.7 . . ?
C10 C9 C8 120.6(4) . . ?
C8 C9 H9A 119.7 . . ?
C6 C1 C15 120.9(3) . . ?
C6 C1 C2 118.4(3) . . ?
C2 C1 C15 120.7(3) . . ?
C12 C13 H13 119.6 . . ?
C12 C13 C8 120.8(3) . . ?
C8 C13 H13 119.6 . . ?
C18 C17 C24 119.6(3) . . ?
C18 C17 C22 119.2(3) . . ?
C22 C17 C24 121.1(3) . . ?
C5 C4 C7 122.2(3) . . ?
C5 C4 C3 119.4(3) . . ?
C3 C4 C7 118.3(3) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 H21 120.0 . . ?
C22 C21 C20 119.9(4) . . ?
O1 C7 O2 124.4(3) . . ?
O1 C7 C4 116.0(3) . . ?
O2 C7 C4 119.6(3) . . ?
C13 C12 H12 119.6 . . ?
C13 C12 C11 120.8(4) . . ?
C11 C12 H12 119.6 . . ?
C5 C6 H6A 119.5 . . ?
C1 C6 C5 120.9(4) . . ?
C1 C6 H6A 119.5 . . ?
C20 C19 H19 120.1 . . ?
C18 C19 H19 120.1 . . ?
C18 C19 C20 119.8(4) . . ?
C21 C20 C23 121.2(3) . . ?
C21 C20 C19 119.7(3) . . ?
C19 C20 C23 119.0(3) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 C17 120.8(4) . . ?
C19 C18 H18 119.6 . . ?
O5 C15 C1 111.5(3) . . ?
O5 C15 H15 108.4 . . ?
O5 C15 C16 106.8(3) . . ?
C1 C15 H15 108.4 . . ?
C1 C15 C16 113.2(3) . . ?
C16 C15 H15 108.4 . . ?
C10 C11 C14 121.1(3) . . ?
C12 C11 C14 120.2(3) . . ?
C12 C11 C10 118.7(3) . . ?
O6 C16 C15 107.0(3) . . ?
O6 C16 H16 108.8 . . ?
O6 C16 C8 112.2(3) . . ?
C15 C16 H16 108.8 . . ?
C8 C16 C15 111.1(3) . . ?
C8 C16 H16 108.8 . . ?
C9 C8 C16 120.0(3) . . ?
C13 C8 C9 118.7(3) . . ?
C13 C8 C16 121.3(3) . . ?
C1 C2 H2 119.5 . . ?
C3 C2 C1 121.1(4) . . ?
C3 C2 H2 119.5 . . ?
C4 C3 H3 120.0 . . ?
C2 C3 C4 120.1(4) . . ?
C2 C3 H3 120.0 . . ?
O9 C24 C17 112.1(3) . . ?
O9 C24 C24 107.8(4) . 3_766 ?
O9 C24 H24 108.9 . . ?
C17 C24 C24 110.3(4) . 3_766 ?
C17 C24 H24 108.9 . . ?
C24 C24 H24 108.9 3_766 . ?
C17 C22 H22 119.8 . . ?
C21 C22 C17 120.4(4) . . ?
C21 C22 H22 119.8 . . ?

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 O8 C23 O7 -95.2(5) 2_645 . . . ?
Sm1 O8 C23 C20 87.2(5) 2_645 . . . ?
Sm1 O1 C7 O2 2.7(8) . . . . ?
Sm1 O1 C7 C4 -176.3(3) . . . . ?
Sm1 O7 C23 O8 -7.8(6) . . . . ?
Sm1 O7 C23 C20 169.8(3) . . . . ?
Sm1 O4 C14 O3 15.2(13) 1_455 . . . ?
Sm1 O4 C14 C11 -165.0(8) 1_455 . . . ?
Sm1 O3 C14 O4 51.6(6) 2 . . . ?
Sm1 O3 C14 C11 -128.2(3) 2 . . . ?
Sm1 O2 C7 O1 96.4(4) 3_676 . . . ?
Sm1 O2 C7 C4 -84.6(4) 3_676 . . . ?
O8 C23 C20 C21 0.0(5) . . . . ?
O8 C23 C20 C19 177.1(3) . . . . ?
O6 C16 C8 C9 -151.9(3) . . . . ?
O6 C16 C8 C13 31.5(5) . . . . ?
O7 C23 C20 C21 -177.8(3) . . . . ?
O7 C23 C20 C19 -0.7(5) . . . . ?
O4 C14 C11 C10 -170.2(3) . . . . ?
O4 C14 C11 C12 8.4(5) . . . . ?
O5 C15 C16 O6 176.9(3) . . . . ?
O5 C15 C16 C8 -60.3(4) . . . . ?
O3 C14 C11 C10 9.6(5) . . . . ?
O3 C14 C11 C12 -171.7(3) . . . . ?
C5 C4 C7 O1 144.4(4) . . . . ?
C5 C4 C7 O2 -34.7(5) . . . . ?
C5 C4 C3 C2 0.0(6) . . . . ?
C10 C9 C8 C13 0.8(5) . . . . ?
C10 C9 C8 C16 -175.9(3) . . . . ?
C9 C10 C11 C14 178.1(3) . . . . ?
C9 C10 C11 C12 -0.6(5) . . . . ?
C1 C15 C16 O6 53.8(4) . . . . ?
C1 C15 C16 C8 176.6(3) . . . . ?
C1 C2 C3 C4 -1.0(6) . . . . ?
C13 C12 C11 C14 -178.0(3) . . . . ?
C13 C12 C11 C10 0.7(5) . . . . ?
C4 C5 C6 C1 -1.4(6) . . . . ?
C7 C4 C3 C2 177.0(3) . . . . ?
C12 C13 C8 C9 -0.8(6) . . . . ?
C12 C13 C8 C16 175.9(3) . . . . ?
C6 C5 C4 C7 -175.7(4) . . . . ?
C6 C5 C4 C3 1.2(6) . . . . ?
C6 C1 C15 O5 128.1(4) . . . . ?
C6 C1 C15 C16 -111.4(4) . . . . ?
C6 C1 C2 C3 0.9(6) . . . . ?
C20 C21 C22 C17 1.1(6) . . . . ?
C20 C19 C18 C17 1.4(6) . . . . ?
C18 C17 C24 O9 139.9(4) . . . . ?
C18 C17 C24 C24 -100.0(5) . . . 3_766 ?
C18 C17 C22 C21 2.4(6) . . . . ?
C18 C19 C20 C23 -174.9(3) . . . . ?
C18 C19 C20 C21 2.2(5) . . . . ?
C15 C1 C6 C5 -179.2(4) . . . . ?
C15 C1 C2 C3 -179.6(4) . . . . ?
C15 C16 C8 C9 88.4(4) . . . . ?
C15 C16 C8 C13 -88.2(4) . . . . ?
C11 C10 C9 C8 -0.2(6) . . . . ?
C8 C13 C12 C11 0.0(6) . . . . ?
C2 C1 C6 C5 0.3(6) . . . . ?
C2 C1 C15 O5 -51.4(5) . . . . ?
C2 C1 C15 C16 69.2(5) . . . . ?
C3 C4 C7 O1 -32.6(5) . . . . ?
C3 C4 C7 O2 148.3(3) . . . . ?
C24 C17 C18 C19 172.0(4) . . . . ?
C24 C17 C22 C21 -173.2(4) . . . . ?
C22 C17 C18 C19 -3.7(6) . . . . ?
C22 C17 C24 O9 -44.5(5) . . . . ?
C22 C17 C24 C24 75.6(5) . . . 3_766 ?
C22 C21 C20 C23 173.6(4) . . . . ?
C22 C21 C20 C19 -3.5(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.715
_oxdiff_exptl_absorpt_empirical_full_min 0.602
