# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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 2164201'
loop_
_audit_author_name
_audit_author_address
'Zixin You'
;Liaoning Normal University
China
;
_audit_update_record             
;
2022-04-07 deposited with the CCDC.	2023-10-11 downloaded from the CCDC.
;
_audit_creation_date             2022-04-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H15 Eu N2 O12, H2 O'
_chemical_formula_sum            'C20 H17 Eu N2 O13'
_chemical_formula_weight         645.31
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.2284(12)
_cell_length_b                   9.5731(12)
_cell_length_c                   14.0350(18)
_cell_angle_alpha                74.687(2)
_cell_angle_beta                 77.477(2)
_cell_angle_gamma                66.129(2)
_cell_volume                     1085.1(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3064
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      27.462
_cell_measurement_theta_min      2.433
_shelx_estimated_absorpt_T_max   0.891
_shelx_estimated_absorpt_T_min   0.297
_exptl_absorpt_coefficient_mu    2.968
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.6037
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0619 before and 0.0301 after correction.
The Ratio of minimum to maximum transmission is 0.8095.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.975
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             636
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0219
_diffrn_reflns_av_unetI/netI     0.0499
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.907
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7140
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.907
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.986
_diffrn_reflns_theta_min         1.516
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.907
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           25.0
_diffrn_source_power             1.125
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4398
_reflns_number_total             5207
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.208
_refine_diff_density_min         -0.834
_refine_diff_density_rms         0.130
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     328
_refine_ls_number_reflns         5207
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0428
_refine_ls_R_factor_gt           0.0330
_refine_ls_restrained_S_all      1.050
_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)+(0.0377P)²+0.0382P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0754
_refine_ls_wR_factor_ref         0.0797
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2.a Riding coordinates:
 O1W(H1WA,H1WB)
2.b Rotating group:
 O1(H1A,H1B), O2(H2D,H2E)
2.c Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C19(H19A,H19B)
2.d Aromatic/amide H refined with riding coordinates:
 C9(H9), C11(H11), C12(H12), C14(H14)
2.e Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C)
;
_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
C1 C 0.8761(6) 0.7754(6) -0.0878(4) 0.0443(12) Uani 1 1 d . . . . .
C2 C 0.9560(8) 0.6437(9) -0.1418(6) 0.093(3) Uani 1 1 d . . . . .
H2A H 0.929102 0.555896 -0.104603 0.140 Uiso 1 1 calc R U . . .
H2B H 1.069593 0.615562 -0.149204 0.140 Uiso 1 1 calc R U . . .
H2C H 0.920710 0.674858 -0.206282 0.140 Uiso 1 1 calc R U . . .
C3 C 0.5246(5) 0.7753(4) 0.1325(3) 0.0252(8) Uani 1 1 d . . . . .
C4 C 0.6232(5) 0.6710(5) 0.2157(3) 0.0336(10) Uani 1 1 d . . . . .
H4A H 0.719722 0.595658 0.188128 0.040 Uiso 1 1 calc R U . . .
H4B H 0.654372 0.733716 0.245307 0.040 Uiso 1 1 calc R U . . .
C5 C 0.5587(5) 0.4365(5) 0.2873(3) 0.0309(9) Uani 1 1 d . . . . .
C6 C 0.4294(5) 0.6708(5) 0.3638(3) 0.0298(9) Uani 1 1 d . . . . .
C7 C 0.4564(5) 0.3606(5) 0.3614(3) 0.0283(9) Uani 1 1 d . . . . .
C8 C 0.3325(5) 0.5924(5) 0.4386(3) 0.0253(8) Uani 1 1 d . . . . .
C9 C 0.4666(5) 0.2152(5) 0.3577(3) 0.0358(10) Uani 1 1 d . . . . .
H9 H 0.538298 0.163130 0.309257 0.043 Uiso 1 1 calc R U . . .
C10 C 0.3475(5) 0.4406(4) 0.4343(3) 0.0226(8) Uani 1 1 d . . . . .
C11 C 0.2234(5) 0.6693(5) 0.5106(3) 0.0299(9) Uani 1 1 d . . . . .
H11 H 0.213174 0.769245 0.512722 0.036 Uiso 1 1 calc R U . . .
C12 C 0.3688(6) 0.1446(5) 0.4269(3) 0.0361(10) Uani 1 1 d . . . . .
H12 H 0.375699 0.046544 0.423184 0.043 Uiso 1 1 calc R U . . .
C13 C 0.2508(5) 0.3677(5) 0.5049(3) 0.0231(8) Uani 1 1 d . . . . .
C14 C 0.1292(5) 0.5968(5) 0.5798(3) 0.0312(9) Uani 1 1 d . . . . .
H14 H 0.057334 0.648481 0.628300 0.037 Uiso 1 1 calc R U . . .
C15 C 0.2634(5) 0.2185(5) 0.5000(3) 0.0268(8) Uani 1 1 d . . . . .
C16 C 0.1413(5) 0.4494(5) 0.5772(3) 0.0247(8) Uani 1 1 d . . . . .
C17 C 0.1654(6) 0.1394(5) 0.5744(3) 0.0336(10) Uani 1 1 d . . . . .
C18 C 0.0402(5) 0.3735(5) 0.6519(3) 0.0297(9) Uani 1 1 d . . . . .
C19 C -0.0292(5) 0.1468(5) 0.7271(3) 0.0316(10) Uani 1 1 d . . . . .
H19A H -0.029793 0.056578 0.708231 0.038 Uiso 1 1 calc R U . . .
H19B H -0.139016 0.217913 0.737312 0.038 Uiso 1 1 calc R U . . .
C20 C 0.0435(5) 0.0960(4) 0.8229(3) 0.0252(8) Uani 1 1 d . . . . .
Eu1 Eu 0.73283(2) 1.03056(2) 0.01206(2) 0.02279(7) Uani 1 1 d . . . . .
N1 N 0.5353(4) 0.5879(4) 0.2932(3) 0.0301(8) Uani 1 1 d . . . . .
N2 N 0.0601(4) 0.2241(4) 0.6462(2) 0.0293(8) Uani 1 1 d . . . . .
O1 O 0.5016(3) 1.1722(4) 0.1169(2) 0.0346(7) Uani 1 1 d . . . . .
H1A H 0.470944 1.272850 0.093090 0.052 Uiso 1 1 d R U . . .
H1B H 0.418353 1.151041 0.114639 0.052 Uiso 1 1 d R U . . .
O2 O 0.7679(4) 1.2543(4) 0.0434(2) 0.0365(7) Uani 1 1 d . . . . .
H2D H 0.722111 1.270576 0.101514 0.055 Uiso 1 1 d R U . . .
H2E H 0.717350 1.337056 0.004024 0.055 Uiso 1 1 d R U . . .
O3 O 0.7626(4) 0.8955(4) -0.1221(2) 0.0395(7) Uani 1 1 d . . . . .
O4 O 0.9243(4) 0.7657(4) -0.0072(3) 0.0390(7) Uani 1 1 d . . . . .
O5 O 0.5734(4) 0.8765(3) 0.0756(2) 0.0343(7) Uani 1 1 d . . . . .
O6 O 0.4014(4) 0.7581(3) 0.1225(2) 0.0338(7) Uani 1 1 d . . . . .
O7 O 0.6572(4) 0.3723(4) 0.2254(2) 0.0486(9) Uani 1 1 d . . . . .
O8 O 0.4193(5) 0.8023(4) 0.3623(3) 0.0520(9) Uani 1 1 d . . . . .
O9 O 0.1729(5) 0.0113(4) 0.5754(3) 0.0531(10) Uani 1 1 d . . . . .
O10 O -0.0557(4) 0.4379(4) 0.7161(3) 0.0492(9) Uani 1 1 d . . . . .
O11 O 0.1857(4) 0.0782(4) 0.8205(2) 0.0373(7) Uani 1 1 d . . . . .
O12 O -0.0435(4) 0.0689(4) 0.9033(2) 0.0365(7) Uani 1 1 d . . . . .
O1W O 0.3418(6) 0.4763(5) 0.1330(4) 0.0959(17) Uani 1 1 d . . . . .
H1WA H 0.327337 0.559672 0.150833 0.144 Uiso 1 1 d R U . . .
H1WB H 0.392727 0.483692 0.074813 0.144 Uiso 1 1 d 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
C1 C2 1.489(7) . ?
C1 O3 1.266(6) . ?
C1 O4 1.271(6) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 C4 1.515(5) . ?
C3 Eu1 3.121(4) 2_675 ?
C3 O5 1.252(4) . ?
C3 O6 1.255(5) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 N1 1.468(5) . ?
C5 C7 1.494(6) . ?
C5 N1 1.398(6) . ?
C5 O7 1.203(6) . ?
C6 C8 1.478(5) . ?
C6 N1 1.391(6) . ?
C6 O8 1.219(5) . ?
C7 C9 1.371(6) . ?
C7 C10 1.410(6) . ?
C8 C10 1.420(6) . ?
C8 C11 1.389(6) . ?
C9 H9 0.9300 . ?
C9 C12 1.408(6) . ?
C10 C13 1.422(5) . ?
C11 H11 0.9300 . ?
C11 C14 1.396(6) . ?
C12 H12 0.9300 . ?
C12 C15 1.375(6) . ?
C13 C15 1.405(6) . ?
C13 C16 1.413(6) . ?
C14 H14 0.9300 . ?
C14 C16 1.379(6) . ?
C15 C17 1.486(6) . ?
C16 C18 1.490(6) . ?
C17 N2 1.409(6) . ?
C17 O9 1.197(5) . ?
C18 N2 1.388(6) . ?
C18 O10 1.218(5) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.509(5) . ?
C19 N2 1.470(5) . ?
C20 Eu1 3.109(4) 2_666 ?
C20 O11 1.247(5) . ?
C20 O12 1.267(5) . ?
Eu1 O1 2.430(3) . ?
Eu1 O2 2.451(3) . ?
Eu1 O3 2.463(3) . ?
Eu1 O4 2.480(3) . ?
Eu1 O5 2.373(3) . ?
Eu1 O6 2.482(3) 2_675 ?
Eu1 O11 2.452(3) 2_666 ?
Eu1 O12 2.383(3) 1_664 ?
O1 H1A 0.8780 . ?
O1 H1B 0.8779 . ?
O2 H2D 0.8561 . ?
O2 H2E 0.8552 . ?
O1W H1WA 0.8500 . ?
O1W H1WB 0.8500 . ?

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
O3 C1 C2 120.4(5) . . ?
O3 C1 O4 120.6(4) . . ?
O4 C1 C2 119.0(5) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C3 Eu1 168.5(3) . 2_675 ?
O5 C3 C4 116.6(4) . . ?
O5 C3 Eu1 74.3(2) . 2_675 ?
O5 C3 O6 122.9(4) . . ?
O6 C3 C4 120.5(3) . . ?
O6 C3 Eu1 48.85(18) . 2_675 ?
C3 C4 H4A 109.2 . . ?
C3 C4 H4B 109.2 . . ?
H4A C4 H4B 107.9 . . ?
N1 C4 C3 112.2(3) . . ?
N1 C4 H4A 109.2 . . ?
N1 C4 H4B 109.2 . . ?
N1 C5 C7 116.7(4) . . ?
O7 C5 C7 122.6(4) . . ?
O7 C5 N1 120.8(4) . . ?
N1 C6 C8 117.1(4) . . ?
O8 C6 C8 122.8(4) . . ?
O8 C6 N1 120.1(4) . . ?
C9 C7 C5 120.3(4) . . ?
C9 C7 C10 120.2(4) . . ?
C10 C7 C5 119.5(4) . . ?
C10 C8 C6 119.7(4) . . ?
C11 C8 C6 120.0(4) . . ?
C11 C8 C10 120.3(4) . . ?
C7 C9 H9 119.9 . . ?
C7 C9 C12 120.1(4) . . ?
C12 C9 H9 119.9 . . ?
C7 C10 C8 121.4(4) . . ?
C7 C10 C13 119.4(4) . . ?
C8 C10 C13 119.3(4) . . ?
C8 C11 H11 120.0 . . ?
C8 C11 C14 120.0(4) . . ?
C14 C11 H11 120.0 . . ?
C9 C12 H12 119.5 . . ?
C15 C12 C9 121.0(4) . . ?
C15 C12 H12 119.5 . . ?
C15 C13 C10 119.5(4) . . ?
C15 C13 C16 121.6(4) . . ?
C16 C13 C10 118.9(4) . . ?
C11 C14 H14 119.6 . . ?
C16 C14 C11 120.9(4) . . ?
C16 C14 H14 119.6 . . ?
C12 C15 C13 119.7(4) . . ?
C12 C15 C17 120.1(4) . . ?
C13 C15 C17 120.2(4) . . ?
C13 C16 C18 119.2(4) . . ?
C14 C16 C13 120.7(4) . . ?
C14 C16 C18 120.2(4) . . ?
N2 C17 C15 116.2(4) . . ?
O9 C17 C15 123.4(4) . . ?
O9 C17 N2 120.4(4) . . ?
N2 C18 C16 117.3(4) . . ?
O10 C18 C16 122.1(4) . . ?
O10 C18 N2 120.6(4) . . ?
H19A C19 H19B 108.0 . . ?
C20 C19 H19A 109.3 . . ?
C20 C19 H19B 109.3 . . ?
N2 C19 H19A 109.3 . . ?
N2 C19 H19B 109.3 . . ?
N2 C19 C20 111.5(3) . . ?
C19 C20 Eu1 166.7(3) . 2_666 ?
O11 C20 C19 119.8(3) . . ?
O11 C20 Eu1 47.81(19) . 2_666 ?
O11 C20 O12 122.6(4) . . ?
O12 C20 C19 117.6(4) . . ?
O12 C20 Eu1 74.9(2) . 2_666 ?
O1 Eu1 O2 69.59(10) . . ?
O1 Eu1 O3 132.68(10) . . ?
O1 Eu1 O4 143.40(11) . . ?
O1 Eu1 O6 82.66(11) . 2_675 ?
O1 Eu1 O11 76.99(11) . 2_666 ?
O2 Eu1 O3 142.06(11) . . ?
O2 Eu1 O4 132.11(10) . . ?
O2 Eu1 O6 78.50(10) . 2_675 ?
O2 Eu1 O11 80.36(11) . 2_666 ?
O3 Eu1 O4 52.95(11) . . ?
O3 Eu1 O6 75.77(11) . 2_675 ?
O4 Eu1 O6 126.04(11) . 2_675 ?
O5 Eu1 O1 71.97(11) . . ?
O5 Eu1 O2 140.02(11) . . ?
O5 Eu1 O3 75.02(11) . . ?
O5 Eu1 O4 77.35(11) . . ?
O5 Eu1 O6 107.17(10) . 2_675 ?
O5 Eu1 O11 80.77(10) . 2_666 ?
O5 Eu1 O12 148.58(11) . 1_664 ?
O11 Eu1 O3 129.40(11) 2_666 . ?
O11 Eu1 O4 78.87(11) 2_666 . ?
O11 Eu1 O6 154.67(12) 2_666 2_675 ?
O12 Eu1 O1 139.11(11) 1_664 . ?
O12 Eu1 O2 71.14(11) 1_664 . ?
O12 Eu1 O3 76.86(10) 1_664 . ?
O12 Eu1 O4 74.65(11) 1_664 . ?
O12 Eu1 O6 78.86(10) 1_664 2_675 ?
O12 Eu1 O11 107.19(10) 1_664 2_666 ?
C5 N1 C4 117.9(4) . . ?
C6 N1 C4 116.4(4) . . ?
C6 N1 C5 125.6(4) . . ?
C17 N2 C19 118.6(4) . . ?
C18 N2 C17 125.5(4) . . ?
C18 N2 C19 115.7(4) . . ?
Eu1 O1 H1A 110.6 . . ?
Eu1 O1 H1B 110.6 . . ?
H1A O1 H1B 103.2 . . ?
Eu1 O2 H2D 109.7 . . ?
Eu1 O2 H2E 109.5 . . ?
H2D O2 H2E 104.2 . . ?
C1 O3 Eu1 93.7(3) . . ?
C1 O4 Eu1 92.8(3) . . ?
C3 O5 Eu1 82.3(2) . 2_675 ?
C3 O5 Eu1 158.8(3) . . ?
Eu1 O5 Eu1 118.57(10) . 2_675 ?
C3 O6 Eu1 108.8(2) . 2_675 ?
C20 O11 Eu1 110.0(2) . 2_666 ?
C20 O12 Eu1 81.4(2) . 2_666 ?
C20 O12 Eu1 159.4(3) . 1_446 ?
Eu1 O12 Eu1 118.64(10) 1_446 2_666 ?
H1WA O1W H1WB 104.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H1A O1W 0.88 1.98 2.726(6) 141.5 1_565 yes
O1 H1B O3 0.88 1.87 2.746(4) 174.9 2_675 yes
O2 H2D O7 0.86 2.07 2.881(5) 157.1 1_565 yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C1 O3 Eu1 -177.6(5) . . . . ?
C2 C1 O4 Eu1 177.7(5) . . . . ?
C3 C4 N1 C5 95.5(5) . . . . ?
C3 C4 N1 C6 -81.4(5) . . . . ?
C4 C3 O5 Eu1 -175.9(4) . . . 2_675 ?
C4 C3 O5 Eu1 -5.7(10) . . . . ?
C4 C3 O6 Eu1 174.6(3) . . . 2_675 ?
C5 C7 C9 C12 -179.3(4) . . . . ?
C5 C7 C10 C8 0.2(6) . . . . ?
C5 C7 C10 C13 -179.7(3) . . . . ?
C6 C8 C10 C7 1.7(6) . . . . ?
C6 C8 C10 C13 -178.4(3) . . . . ?
C6 C8 C11 C14 178.5(4) . . . . ?
C7 C5 N1 C4 -174.3(3) . . . . ?
C7 C5 N1 C6 2.3(6) . . . . ?
C7 C9 C12 C15 -0.8(7) . . . . ?
C7 C10 C13 C15 -1.1(5) . . . . ?
C7 C10 C13 C16 -179.6(4) . . . . ?
C8 C6 N1 C4 176.2(3) . . . . ?
C8 C6 N1 C5 -0.5(6) . . . . ?
C8 C10 C13 C15 179.0(4) . . . . ?
C8 C10 C13 C16 0.5(5) . . . . ?
C8 C11 C14 C16 -0.8(6) . . . . ?
C9 C7 C10 C8 -178.8(4) . . . . ?
C9 C7 C10 C13 1.2(6) . . . . ?
C9 C12 C15 C13 1.0(7) . . . . ?
C9 C12 C15 C17 -177.9(4) . . . . ?
C10 C7 C9 C12 -0.3(7) . . . . ?
C10 C8 C11 C14 0.7(6) . . . . ?
C10 C13 C15 C12 0.0(6) . . . . ?
C10 C13 C15 C17 178.8(3) . . . . ?
C10 C13 C16 C14 -0.5(6) . . . . ?
C10 C13 C16 C18 -179.6(3) . . . . ?
C11 C8 C10 C7 179.5(4) . . . . ?
C11 C8 C10 C13 -0.6(6) . . . . ?
C11 C14 C16 C13 0.7(6) . . . . ?
C11 C14 C16 C18 179.8(4) . . . . ?
C12 C15 C17 N2 -179.7(4) . . . . ?
C12 C15 C17 O9 0.3(7) . . . . ?
C13 C15 C17 N2 1.4(6) . . . . ?
C13 C15 C17 O9 -178.5(4) . . . . ?
C13 C16 C18 N2 0.2(5) . . . . ?
C13 C16 C18 O10 179.7(4) . . . . ?
C14 C16 C18 N2 -178.9(4) . . . . ?
C14 C16 C18 O10 0.6(6) . . . . ?
C15 C13 C16 C14 -179.0(4) . . . . ?
C15 C13 C16 C18 1.9(6) . . . . ?
C15 C17 N2 C18 0.6(6) . . . . ?
C15 C17 N2 C19 -174.6(3) . . . . ?
C16 C13 C15 C12 178.4(4) . . . . ?
C16 C13 C15 C17 -2.7(6) . . . . ?
C16 C18 N2 C17 -1.4(6) . . . . ?
C16 C18 N2 C19 173.9(3) . . . . ?
C19 C20 O11 Eu1 -174.1(3) . . . 2_666 ?
C19 C20 O12 Eu1 175.0(4) . . . 2_666 ?
C19 C20 O12 Eu1 8.0(10) . . . 1_446 ?
C20 C19 N2 C17 102.2(4) . . . . ?
C20 C19 N2 C18 -73.4(5) . . . . ?
Eu1 C3 C4 N1 4.4(17) 2_675 . . . ?
Eu1 C3 O5 Eu1 170.2(8) 2_675 . . . ?
Eu1 C20 O12 Eu1 -167.0(8) 2_666 . . 1_446 ?
N1 C5 C7 C9 176.9(4) . . . . ?
N1 C5 C7 C10 -2.1(6) . . . . ?
N1 C6 C8 C10 -1.6(5) . . . . ?
N1 C6 C8 C11 -179.4(4) . . . . ?
N2 C19 C20 Eu1 -40.8(14) . . . 2_666 ?
N2 C19 C20 O11 -21.3(6) . . . . ?
N2 C19 C20 O12 160.5(4) . . . . ?
O3 C1 O4 Eu1 -1.9(5) . . . . ?
O4 C1 O3 Eu1 1.9(5) . . . . ?
O5 C3 C4 N1 164.0(4) . . . . ?
O5 C3 O6 Eu1 -5.8(5) . . . 2_675 ?
O6 C3 C4 N1 -16.3(6) . . . . ?
O6 C3 O5 Eu1 174.7(6) . . . . ?
O6 C3 O5 Eu1 4.5(4) . . . 2_675 ?
O7 C5 C7 C9 -3.3(7) . . . . ?
O7 C5 C7 C10 177.6(4) . . . . ?
O7 C5 N1 C4 5.9(6) . . . . ?
O7 C5 N1 C6 -177.5(4) . . . . ?
O8 C6 C8 C10 178.3(4) . . . . ?
O8 C6 C8 C11 0.5(6) . . . . ?
O8 C6 N1 C4 -3.7(6) . . . . ?
O8 C6 N1 C5 179.6(4) . . . . ?
O9 C17 N2 C18 -179.4(4) . . . . ?
O9 C17 N2 C19 5.4(6) . . . . ?
O10 C18 N2 C17 179.0(4) . . . . ?
O10 C18 N2 C19 -5.6(6) . . . . ?
O11 C20 O12 Eu1 -3.1(4) . . . 2_666 ?
O11 C20 O12 Eu1 -170.1(6) . . . 1_446 ?
O12 C20 O11 Eu1 4.0(5) . . . 2_666 ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2164204'
loop_
_audit_author_name
_audit_author_address
'Zixin You'
;Liaoning Normal University
China
;
_audit_update_record             
;
2022-04-04 deposited with the CCDC.	2023-10-11 downloaded from the CCDC.
;
_audit_creation_date             2021-05-24
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H16 N3 O11 Tb'
_chemical_formula_sum            'C22 H16 N3 O11 Tb'
_chemical_formula_weight         657.30
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   9.1044(6)
_cell_length_b                   28.345(2)
_cell_length_c                   8.3863(6)
_cell_angle_alpha                90
_cell_angle_beta                 94.7790(10)
_cell_angle_gamma                90
_cell_volume                     2156.6(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5436
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      30.818
_cell_measurement_theta_min      2.245
_shelx_estimated_absorpt_T_max   0.878
_shelx_estimated_absorpt_T_min   0.270
_exptl_absorpt_coefficient_mu    3.353
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.5641
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0715 before and 0.0394 after correction.
The Ratio of minimum to maximum transmission is 0.7560.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.024
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1288
_exptl_crystal_size_max          0.53
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_unetI/netI     0.0449
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.870
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            14641
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.870
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.228
_diffrn_reflns_theta_min         2.245
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.870
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           25.0
_diffrn_source_power             1.125
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4540
_reflns_number_total             6108
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.314
_refine_diff_density_min         -1.695
_refine_diff_density_rms         0.127
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         6108
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0556
_refine_ls_R_factor_gt           0.0325
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0269P)²+1.3027P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0639
_refine_ls_wR_factor_ref         0.0721
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C21(H21A,H21B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C11(H11), C13(H13), C14(H14), C16(H16)
2.c Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C4(H4A,H4B,H4C)
;
_atom_sites_solution_hydrogens   geom
_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
C1 C -0.0329(5) 0.70220(16) 0.4997(5) 0.0415(11) Uani 1 1 d . . . . .
H1 H -0.116859 0.683364 0.492363 0.050 Uiso 1 1 calc R U . . .
C2 C 0.5278(4) 0.79108(14) 0.4753(5) 0.0332(9) Uani 1 1 d . . . . .
H2 H 0.475167 0.791571 0.565660 0.040 Uiso 1 1 calc R U . . .
C3 C 0.7284(6) 0.8231(2) 0.6440(6) 0.0598(14) Uani 1 1 d . . . . .
H3A H 0.819090 0.806868 0.673506 0.090 Uiso 1 1 calc R U . . .
H3B H 0.660994 0.818056 0.724479 0.090 Uiso 1 1 calc R U . . .
H3C H 0.747492 0.856301 0.634949 0.090 Uiso 1 1 calc R U . . .
C4 C 0.7550(5) 0.8068(2) 0.3588(6) 0.0570(14) Uani 1 1 d . . . . .
H4A H 0.770028 0.839082 0.329007 0.086 Uiso 1 1 calc R U . . .
H4B H 0.707078 0.790096 0.269521 0.086 Uiso 1 1 calc R U . . .
H4C H 0.848513 0.792402 0.389413 0.086 Uiso 1 1 calc R U . . .
C5 C 0.3515(4) 0.67722(11) 0.4722(4) 0.0200(7) Uani 1 1 d . . . . .
C6 C 0.3925(5) 0.63363(12) 0.5699(5) 0.0295(9) Uani 1 1 d . . . . .
H6A H 0.461349 0.642497 0.659386 0.035 Uiso 1 1 calc R U . . .
H6B H 0.304633 0.621361 0.613171 0.035 Uiso 1 1 calc R U . . .
C7 C 0.6112(4) 0.59847(12) 0.4699(5) 0.0294(9) Uani 1 1 d . . . . .
C8 C 0.3667(4) 0.56208(12) 0.4048(5) 0.0259(8) Uani 1 1 d . . . . .
C9 C 0.6810(4) 0.56069(12) 0.3811(5) 0.0254(8) Uani 1 1 d . . . . .
C10 C 0.4380(4) 0.52468(11) 0.3128(4) 0.0223(8) Uani 1 1 d . . . . .
C11 C 0.8306(4) 0.55946(14) 0.3737(5) 0.0363(10) Uani 1 1 d . . . . .
H11 H 0.888713 0.582491 0.426701 0.044 Uiso 1 1 calc R U . . .
C12 C 0.5921(4) 0.52544(11) 0.3033(4) 0.0215(7) Uani 1 1 d . . . . .
C13 C 0.3527(4) 0.48989(13) 0.2363(5) 0.0270(8) Uani 1 1 d . . . . .
H13 H 0.251491 0.489267 0.244670 0.032 Uiso 1 1 calc R U . . .
C14 C 0.8980(4) 0.52430(14) 0.2880(6) 0.0364(10) Uani 1 1 d . . . . .
H14 H 0.999929 0.523891 0.285652 0.044 Uiso 1 1 calc R U . . .
C15 C 0.6586(4) 0.49013(11) 0.2140(4) 0.0212(7) Uani 1 1 d . . . . .
C16 C 0.4189(4) 0.45543(12) 0.1456(5) 0.0277(8) Uani 1 1 d . . . . .
H16 H 0.361060 0.432186 0.093390 0.033 Uiso 1 1 calc R U . . .
C17 C 0.8127(4) 0.49014(12) 0.2067(5) 0.0254(8) Uani 1 1 d . . . . .
C18 C 0.5688(4) 0.45573(11) 0.1334(4) 0.0226(8) Uani 1 1 d . . . . .
C19 C 0.8832(4) 0.45280(12) 0.1143(5) 0.0286(8) Uani 1 1 d . . . . .
C20 C 0.6351(4) 0.42022(12) 0.0326(5) 0.0256(8) Uani 1 1 d . . . . .
C21 C 0.8505(4) 0.38161(11) -0.0563(5) 0.0282(9) Uani 1 1 d . . . . .
H21A H 0.955052 0.386651 -0.063955 0.034 Uiso 1 1 calc R U . . .
H21B H 0.802942 0.379561 -0.163993 0.034 Uiso 1 1 calc R U . . .
C22 C 0.8272(4) 0.33617(11) 0.0322(5) 0.0221(7) Uani 1 1 d . . . . .
N1 N 0.4589(3) 0.59608(10) 0.4791(4) 0.0248(7) Uani 1 1 d . . . . .
N2 N 0.7884(3) 0.42154(10) 0.0286(4) 0.0253(7) Uani 1 1 d . . . . .
N3 N 0.6642(4) 0.80527(12) 0.4913(4) 0.0315(7) Uani 1 1 d . . . . .
O1 O 0.0034(3) 0.71852(10) 0.6340(3) 0.0327(6) Uani 1 1 d . . . . .
O2 O 0.0275(3) 0.70755(10) 0.3728(3) 0.0364(7) Uani 1 1 d . . . . .
O3 O 0.4628(3) 0.77693(10) 0.3481(3) 0.0342(6) Uani 1 1 d . . . . .
O4 O 0.3080(3) 0.71324(8) 0.5463(3) 0.0217(5) Uani 1 1 d . . . . .
O5 O 0.3561(3) 0.67758(8) 0.3247(3) 0.0297(6) Uani 1 1 d . . . . .
O6 O 0.6809(3) 0.63058(11) 0.5336(4) 0.0521(9) Uani 1 1 d . . . . .
O7 O 0.2346(3) 0.56312(10) 0.4155(4) 0.0407(7) Uani 1 1 d . . . . .
O8 O 1.0160(3) 0.44930(11) 0.1128(4) 0.0498(9) Uani 1 1 d . . . . .
O9 O 0.5630(3) 0.39126(9) -0.0445(4) 0.0396(7) Uani 1 1 d . . . . .
O10 O 0.8042(3) 0.33781(9) 0.1752(3) 0.0367(7) Uani 1 1 d . . . . .
O11 O 0.8342(3) 0.29688(8) -0.0390(3) 0.0269(6) Uani 1 1 d . . . . .
Tb1 Tb 0.21523(2) 0.75234(2) 0.27741(2) 0.01676(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1 0.9300 . ?
C1 O1 1.236(5) . ?
C1 O2 1.248(5) . ?
C2 H2 0.9300 . ?
C2 N3 1.302(5) . ?
C2 O3 1.242(5) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C3 N3 1.454(6) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C4 N3 1.440(5) . ?
C5 C6 1.512(5) . ?
C5 O4 1.275(4) . ?
C5 O5 1.241(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 N1 1.468(4) . ?
C7 C9 1.477(5) . ?
C7 N1 1.398(5) . ?
C7 O6 1.208(5) . ?
C8 C10 1.491(5) . ?
C8 N1 1.390(5) . ?
C8 O7 1.214(4) . ?
C9 C11 1.369(5) . ?
C9 C12 1.411(5) . ?
C10 C12 1.412(5) . ?
C10 C13 1.380(5) . ?
C11 H11 0.9300 . ?
C11 C14 1.400(5) . ?
C12 C15 1.416(5) . ?
C13 H13 0.9300 . ?
C13 C16 1.404(5) . ?
C14 H14 0.9300 . ?
C14 C17 1.385(5) . ?
C15 C17 1.409(5) . ?
C15 C18 1.409(5) . ?
C16 H16 0.9300 . ?
C16 C18 1.377(5) . ?
C17 C19 1.489(5) . ?
C18 C20 1.476(5) . ?
C19 N2 1.394(5) . ?
C19 O8 1.215(4) . ?
C20 N2 1.399(5) . ?
C20 O9 1.205(4) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.510(5) . ?
C21 N2 1.475(4) . ?
C22 O10 1.235(4) . ?
C22 O11 1.268(4) . ?
C22 Tb1 2.907(3) 2_645 ?
O1 Tb1 2.337(3) 4_576 ?
O2 Tb1 2.324(3) . ?
O3 Tb1 2.387(3) . ?
O4 Tb1 2.590(2) . ?
O4 Tb1 2.386(2) 4_576 ?
O5 Tb1 2.491(2) . ?
O10 Tb1 2.464(2) 2_645 ?
O11 Tb1 2.603(3) 2_645 ?
O11 Tb1 2.449(2) 3_665 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 H1 115.6 . . ?
O1 C1 O2 128.9(4) . . ?
O2 C1 H1 115.6 . . ?
N3 C2 H2 117.6 . . ?
O3 C2 H2 117.6 . . ?
O3 C2 N3 124.8(4) . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N3 C3 H3A 109.5 . . ?
N3 C3 H3B 109.5 . . ?
N3 C3 H3C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N3 C4 H4A 109.5 . . ?
N3 C4 H4B 109.5 . . ?
N3 C4 H4C 109.5 . . ?
O4 C5 C6 117.6(3) . . ?
O5 C5 C6 121.3(3) . . ?
O5 C5 O4 121.1(3) . . ?
C5 C6 H6A 108.8 . . ?
C5 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
N1 C6 C5 113.9(3) . . ?
N1 C6 H6A 108.8 . . ?
N1 C6 H6B 108.8 . . ?
N1 C7 C9 117.6(3) . . ?
O6 C7 C9 122.5(4) . . ?
O6 C7 N1 119.9(3) . . ?
N1 C8 C10 116.9(3) . . ?
O7 C8 C10 122.2(3) . . ?
O7 C8 N1 121.0(3) . . ?
C11 C9 C7 120.8(3) . . ?
C11 C9 C12 119.7(3) . . ?
C12 C9 C7 119.5(3) . . ?
C12 C10 C8 119.7(3) . . ?
C13 C10 C8 119.8(3) . . ?
C13 C10 C12 120.5(3) . . ?
C9 C11 H11 119.3 . . ?
C9 C11 C14 121.5(4) . . ?
C14 C11 H11 119.3 . . ?
C9 C12 C10 121.3(3) . . ?
C9 C12 C15 119.4(3) . . ?
C10 C12 C15 119.3(3) . . ?
C10 C13 H13 120.1 . . ?
C10 C13 C16 119.9(4) . . ?
C16 C13 H13 120.1 . . ?
C11 C14 H14 120.1 . . ?
C17 C14 C11 119.9(4) . . ?
C17 C14 H14 120.1 . . ?
C17 C15 C12 119.6(3) . . ?
C18 C15 C12 119.1(3) . . ?
C18 C15 C17 121.3(3) . . ?
C13 C16 H16 119.7 . . ?
C18 C16 C13 120.6(3) . . ?
C18 C16 H16 119.7 . . ?
C14 C17 C15 119.9(3) . . ?
C14 C17 C19 120.3(3) . . ?
C15 C17 C19 119.8(3) . . ?
C15 C18 C20 119.9(3) . . ?
C16 C18 C15 120.5(3) . . ?
C16 C18 C20 119.6(3) . . ?
N2 C19 C17 116.4(3) . . ?
O8 C19 C17 122.4(4) . . ?
O8 C19 N2 121.1(3) . . ?
N2 C20 C18 116.9(3) . . ?
O9 C20 C18 122.7(4) . . ?
O9 C20 N2 120.4(3) . . ?
H21A C21 H21B 108.2 . . ?
C22 C21 H21A 109.7 . . ?
C22 C21 H21B 109.7 . . ?
N2 C21 H21A 109.7 . . ?
N2 C21 H21B 109.7 . . ?
N2 C21 C22 110.0(3) . . ?
C21 C22 Tb1 176.1(3) . 2_645 ?
O10 C22 C21 119.2(3) . . ?
O10 C22 O11 120.6(3) . . ?
O10 C22 Tb1 57.06(18) . 2_645 ?
O11 C22 C21 120.2(3) . . ?
O11 C22 Tb1 63.56(18) . 2_645 ?
C7 N1 C6 116.5(3) . . ?
C8 N1 C6 118.4(3) . . ?
C8 N1 C7 125.0(3) . . ?
C19 N2 C20 125.5(3) . . ?
C19 N2 C21 119.4(3) . . ?
C20 N2 C21 114.5(3) . . ?
C2 N3 C3 120.6(4) . . ?
C2 N3 C4 122.3(4) . . ?
C4 N3 C3 117.0(4) . . ?
C1 O1 Tb1 138.4(3) . 4_576 ?
C1 O2 Tb1 138.5(3) . . ?
C2 O3 Tb1 132.9(3) . . ?
C5 O4 Tb1 150.3(2) . 4_576 ?
C5 O4 Tb1 90.6(2) . . ?
Tb1 O4 Tb1 114.85(9) 4_576 . ?
C5 O5 Tb1 96.10(19) . . ?
C22 O10 Tb1 98.1(2) . 2_645 ?
C22 O11 Tb1 90.6(2) . 2_645 ?
C22 O11 Tb1 150.7(2) . 3_665 ?
Tb1 O11 Tb1 112.27(9) 3_665 2_645 ?
O1 Tb1 C22 81.49(10) 4_575 2_655 ?
O1 Tb1 O3 138.28(10) 4_575 . ?
O1 Tb1 O4 142.62(8) 4_575 . ?
O1 Tb1 O4 76.71(9) 4_575 4_575 ?
O1 Tb1 O5 140.74(9) 4_575 . ?
O1 Tb1 O10 70.63(10) 4_575 2_655 ?
O1 Tb1 O11 93.97(9) 4_575 2_655 ?
O1 Tb1 O11 72.15(9) 4_575 3_665 ?
O2 Tb1 C22 97.02(10) . 2_655 ?
O2 Tb1 O1 76.78(10) . 4_575 ?
O2 Tb1 O3 141.30(10) . . ?
O2 Tb1 O4 145.41(9) . 4_575 ?
O2 Tb1 O4 70.27(9) . . ?
O2 Tb1 O5 82.19(10) . . ?
O2 Tb1 O10 114.64(10) . 2_655 ?
O2 Tb1 O11 83.07(9) . 3_665 ?
O2 Tb1 O11 77.94(9) . 2_655 ?
O3 Tb1 C22 77.93(10) . 2_655 ?
O3 Tb1 O4 71.08(8) . . ?
O3 Tb1 O5 75.27(9) . . ?
O3 Tb1 O10 75.62(10) . 2_655 ?
O3 Tb1 O11 82.81(9) . 2_655 ?
O3 Tb1 O11 118.35(10) . 3_665 ?
O4 Tb1 C22 85.42(9) . 2_655 ?
O4 Tb1 C22 100.62(9) 4_575 2_655 ?
O4 Tb1 O3 72.03(9) 4_575 . ?
O4 Tb1 O4 140.36(11) 4_575 . ?
O4 Tb1 O5 105.34(8) 4_575 . ?
O4 Tb1 O10 76.35(8) 4_575 2_655 ?
O4 Tb1 O11 62.65(7) . 2_655 ?
O4 Tb1 O11 67.87(8) 4_575 3_665 ?
O4 Tb1 O11 125.74(7) 4_575 2_655 ?
O5 Tb1 C22 134.28(10) . 2_655 ?
O5 Tb1 O4 51.05(7) . . ?
O5 Tb1 O11 113.66(8) . 2_655 ?
O10 Tb1 C22 24.88(9) 2_655 2_655 ?
O10 Tb1 O4 107.62(8) 2_655 . ?
O10 Tb1 O5 148.59(10) 2_655 . ?
O10 Tb1 O11 50.74(8) 2_655 2_655 ?
O11 Tb1 C22 152.94(9) 3_665 2_655 ?
O11 Tb1 C22 25.86(8) 2_655 2_655 ?
O11 Tb1 O4 119.43(8) 3_665 . ?
O11 Tb1 O5 72.69(8) 3_665 . ?
O11 Tb1 O10 132.95(9) 3_665 2_655 ?
O11 Tb1 O11 158.70(12) 3_665 2_655 ?

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
C5 C6 N1 C7 86.6(4) . . . . ?
C5 C6 N1 C8 -91.3(4) . . . . ?
C6 C5 O4 Tb1 -17.2(7) . . . 4_576 ?
C6 C5 O4 Tb1 -167.2(3) . . . . ?
C6 C5 O5 Tb1 166.6(3) . . . . ?
C7 C9 C11 C14 -179.0(4) . . . . ?
C7 C9 C12 C10 -2.0(5) . . . . ?
C7 C9 C12 C15 178.0(3) . . . . ?
C8 C10 C12 C9 0.8(5) . . . . ?
C8 C10 C12 C15 -179.2(3) . . . . ?
C8 C10 C13 C16 178.1(3) . . . . ?
C9 C7 N1 C6 179.1(3) . . . . ?
C9 C7 N1 C8 -3.1(5) . . . . ?
C9 C11 C14 C17 0.8(7) . . . . ?
C9 C12 C15 C17 1.3(5) . . . . ?
C9 C12 C15 C18 -178.4(3) . . . . ?
C10 C8 N1 C6 179.6(3) . . . . ?
C10 C8 N1 C7 2.0(5) . . . . ?
C10 C12 C15 C17 -178.7(3) . . . . ?
C10 C12 C15 C18 1.6(5) . . . . ?
C10 C13 C16 C18 0.6(6) . . . . ?
C11 C9 C12 C10 177.9(4) . . . . ?
C11 C9 C12 C15 -2.1(6) . . . . ?
C11 C14 C17 C15 -1.7(6) . . . . ?
C11 C14 C17 C19 179.6(4) . . . . ?
C12 C9 C11 C14 1.1(6) . . . . ?
C12 C10 C13 C16 -1.2(6) . . . . ?
C12 C15 C17 C14 0.6(6) . . . . ?
C12 C15 C17 C19 179.4(3) . . . . ?
C12 C15 C18 C16 -2.3(5) . . . . ?
C12 C15 C18 C20 176.7(3) . . . . ?
C13 C10 C12 C9 -179.9(4) . . . . ?
C13 C10 C12 C15 0.1(5) . . . . ?
C13 C16 C18 C15 1.2(6) . . . . ?
C13 C16 C18 C20 -177.7(3) . . . . ?
C14 C17 C19 N2 -176.3(4) . . . . ?
C14 C17 C19 O8 3.7(6) . . . . ?
C15 C17 C19 N2 4.9(5) . . . . ?
C15 C17 C19 O8 -175.0(4) . . . . ?
C15 C18 C20 N2 2.8(5) . . . . ?
C15 C18 C20 O9 -176.7(4) . . . . ?
C16 C18 C20 N2 -178.2(3) . . . . ?
C16 C18 C20 O9 2.2(6) . . . . ?
C17 C15 C18 C16 178.1(3) . . . . ?
C17 C15 C18 C20 -3.0(5) . . . . ?
C17 C19 N2 C20 -5.3(5) . . . . ?
C17 C19 N2 C21 -175.7(3) . . . . ?
C18 C15 C17 C14 -179.7(4) . . . . ?
C18 C15 C17 C19 -1.0(5) . . . . ?
C18 C20 N2 C19 1.5(5) . . . . ?
C18 C20 N2 C21 172.3(3) . . . . ?
C21 C22 O10 Tb1 -179.0(3) . . . 2_645 ?
C21 C22 O11 Tb1 -38.6(6) . . . 3_665 ?
C21 C22 O11 Tb1 179.0(3) . . . 2_645 ?
C22 C21 N2 C19 106.1(4) . . . . ?
C22 C21 N2 C20 -65.3(4) . . . . ?
N1 C7 C9 C11 -176.8(4) . . . . ?
N1 C7 C9 C12 3.1(5) . . . . ?
N1 C8 C10 C12 -0.7(5) . . . . ?
N1 C8 C10 C13 -180.0(3) . . . . ?
N2 C21 C22 O10 -20.7(5) . . . . ?
N2 C21 C22 O11 160.6(3) . . . . ?
N3 C2 O3 Tb1 -176.7(3) . . . . ?
O1 C1 O2 Tb1 -8.2(9) . . . . ?
O2 C1 O1 Tb1 -22.7(8) . . . 4_576 ?
O3 C2 N3 C3 177.3(4) . . . . ?
O3 C2 N3 C4 1.2(7) . . . . ?
O4 C5 C6 N1 -172.7(3) . . . . ?
O4 C5 O5 Tb1 -11.3(4) . . . . ?
O5 C5 C6 N1 9.3(5) . . . . ?
O5 C5 O4 Tb1 160.8(3) . . . 4_576 ?
O5 C5 O4 Tb1 10.8(3) . . . . ?
O6 C7 C9 C11 3.0(6) . . . . ?
O6 C7 C9 C12 -177.1(4) . . . . ?
O6 C7 N1 C6 -0.7(6) . . . . ?
O6 C7 N1 C8 177.0(4) . . . . ?
O7 C8 C10 C12 179.5(4) . . . . ?
O7 C8 C10 C13 0.2(6) . . . . ?
O7 C8 N1 C6 -0.5(5) . . . . ?
O7 C8 N1 C7 -178.2(4) . . . . ?
O8 C19 N2 C20 174.6(4) . . . . ?
O8 C19 N2 C21 4.2(6) . . . . ?
O9 C20 N2 C19 -178.9(4) . . . . ?
O9 C20 N2 C21 -8.1(5) . . . . ?
O10 C22 O11 Tb1 0.3(4) . . . 2_645 ?
O10 C22 O11 Tb1 142.7(4) . . . 3_665 ?
O11 C22 O10 Tb1 -0.3(4) . . . 2_645 ?
Tb1 C22 O11 Tb1 142.4(5) 2_645 . . 3_665 ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2164203'
loop_
_audit_author_name
_audit_author_address
'Zixin You'
;Liaoning Normal University
China
;
_audit_update_record             
;
2022-04-04 deposited with the CCDC.	2023-10-11 downloaded from the CCDC.
;
_audit_creation_date             2021-05-25
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H15 Gd N2 O12, H2 O'
_chemical_formula_sum            'C20 H17 Gd N2 O13'
_chemical_formula_weight         650.60
_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'
Gd Gd -0.1653 3.9035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.2409(9)
_cell_length_b                   9.5443(9)
_cell_length_c                   14.0003(13)
_cell_angle_alpha                74.574(2)
_cell_angle_beta                 77.472(2)
_cell_angle_gamma                66.097(2)
_cell_volume                     1079.85(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1524
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      22.634
_cell_measurement_theta_min      2.429
_shelx_estimated_absorpt_T_max   0.884
_shelx_estimated_absorpt_T_min   0.276
_exptl_absorpt_coefficient_mu    3.149
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6270
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0531 before and 0.0354 after correction.
The Ratio of minimum to maximum transmission is 0.8408.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.001
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             638
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_unetI/netI     0.0857
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.935
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            6941
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.935
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.282
_diffrn_reflns_theta_min         1.521
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           25.0
_diffrn_source_power             1.125
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3767
_reflns_number_total             5024
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.808
_refine_diff_density_min         -0.906
_refine_diff_density_rms         0.165
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     331
_refine_ls_number_reflns         5024
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0741
_refine_ls_R_factor_gt           0.0465
_refine_ls_restrained_S_all      0.989
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0370P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0830
_refine_ls_wR_factor_ref         0.0930
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2.a Free rotating group:
 O1W(H1WA,H1WB)
2.b Rotating group:
 O3(H3A,H3B), O4(H4C,H4D)
2.c Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C19(H19A,H19B)
2.d Aromatic/amide H refined with riding coordinates:
 C9(H9), C11(H11), C12(H12), C14(H14)
2.e Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_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
C1 C 0.4548(11) -0.3539(12) 0.8565(8) 0.097(4) Uani 1 1 d . . . . .
H1A H 0.566398 -0.371463 0.840723 0.145 Uiso 1 1 calc R U . . .
H1B H 0.408514 -0.327247 0.795912 0.145 Uiso 1 1 calc R U . . .
H1C H 0.441469 -0.447220 0.897257 0.145 Uiso 1 1 calc R U . . .
C2 C 0.3740(9) -0.2233(9) 0.9118(6) 0.0433(18) Uani 1 1 d . . . . .
C3 C 0.5404(7) 0.0963(7) 0.8243(4) 0.0272(13) Uani 1 1 d . . . . .
C4 C 0.4695(7) 0.1468(8) 0.7265(4) 0.0339(15) Uani 1 1 d . . . . .
H4A H 0.469744 0.055933 0.707770 0.041 Uiso 1 1 calc R U . . .
H4B H 0.359705 0.218355 0.735701 0.041 Uiso 1 1 calc R U . . .
C5 C 0.5405(8) 0.3725(8) 0.6519(4) 0.0318(16) Uani 1 1 d . . . . .
C6 C 0.6641(8) 0.1397(8) 0.5752(5) 0.0349(16) Uani 1 1 d . . . . .
C7 C 0.6415(7) 0.4507(7) 0.5769(4) 0.0279(14) Uani 1 1 d . . . . .
C8 C 0.7637(7) 0.2175(7) 0.4997(4) 0.0304(14) Uani 1 1 d . . . . .
C9 C 0.6306(8) 0.5958(8) 0.5789(5) 0.0347(16) Uani 1 1 d . . . . .
H9 H 0.559105 0.647942 0.627462 0.042 Uiso 1 1 calc R U . . .
C10 C 0.7501(7) 0.3674(7) 0.5047(4) 0.0239(13) Uani 1 1 d . . . . .
C11 C 0.8683(8) 0.1434(8) 0.4276(5) 0.0378(16) Uani 1 1 d . . . . .
H11 H 0.875762 0.044561 0.424359 0.045 Uiso 1 1 calc R U . . .
C12 C 0.7246(7) 0.6682(8) 0.5097(5) 0.0327(15) Uani 1 1 d . . . . .
H12 H 0.714185 0.768462 0.511832 0.039 Uiso 1 1 calc R U . . .
C13 C 0.8471(7) 0.4402(7) 0.4340(4) 0.0239(13) Uani 1 1 d . . . . .
C14 C 0.9646(8) 0.2147(8) 0.3583(5) 0.0368(16) Uani 1 1 d . . . . .
H14 H 1.034980 0.162417 0.309527 0.044 Uiso 1 1 calc R U . . .
C15 C 0.8332(7) 0.5923(7) 0.4378(4) 0.0280(14) Uani 1 1 d . . . . .
C16 C 0.9574(7) 0.3593(7) 0.3610(4) 0.0299(14) Uani 1 1 d . . . . .
C17 C 0.9296(7) 0.6716(8) 0.3628(5) 0.0312(15) Uani 1 1 d . . . . .
C18 C 1.0594(7) 0.4361(8) 0.2872(4) 0.0321(15) Uani 1 1 d . . . . .
C19 C 1.1236(7) 0.6701(7) 0.2150(4) 0.0358(16) Uani 1 1 d . . . . .
H19A H 1.220028 0.594881 0.187145 0.043 Uiso 1 1 calc R U . . .
H19B H 1.155018 0.732210 0.245235 0.043 Uiso 1 1 calc R U . . .
C20 C 1.0264(7) 0.7760(7) 0.1318(4) 0.0271(13) Uani 1 1 d . . . . .
Gd Gd 0.23243(4) 0.03088(4) 1.01198(2) 0.02517(10) Uani 1 1 d . . . . .
N1 N 0.5602(6) 0.2238(6) 0.6458(4) 0.0314(13) Uani 1 1 d . . . . .
N2 N 1.0364(6) 0.5857(6) 0.2925(4) 0.0331(13) Uani 1 1 d . . . . .
O1 O 0.4235(5) -0.2326(5) 0.9923(4) 0.0404(11) Uani 1 1 d . . . . .
O2 O 0.2613(5) -0.1034(6) 0.8781(3) 0.0432(12) Uani 1 1 d . . . . .
O3 O 0.0029(5) 0.1712(5) 1.1166(3) 0.0379(11) Uani 1 1 d . . . . .
H3A H -0.033441 0.268109 1.088753 0.057 Uiso 1 1 d R U . . .
H3B H -0.073365 0.140277 1.119742 0.057 Uiso 1 1 d R U . . .
O4 O 0.2651(5) 0.2553(5) 1.0437(3) 0.0402(11) Uani 1 1 d . . . . .
H4C H 0.363564 0.241748 1.033659 0.060 Uiso 1 1 d R U . . .
H4D H 0.237934 0.258778 1.105310 0.060 Uiso 1 1 d R U . . .
O5 O 0.4512(5) 0.0706(5) 0.9029(3) 0.0401(11) Uani 1 1 d . . . . .
O6 O 0.6824(5) 0.0773(5) 0.8223(3) 0.0380(11) Uani 1 1 d . . . . .
O7 O 0.6720(7) 0.0107(6) 0.5756(4) 0.0557(15) Uani 1 1 d . . . . .
O8 O 0.4444(6) 0.4386(6) 0.7150(3) 0.0518(14) Uani 1 1 d . . . . .
O9 O 1.1583(6) 0.3705(6) 0.2251(3) 0.0488(13) Uani 1 1 d . . . . .
O10 O 0.9202(6) 0.8015(6) 0.3620(4) 0.0553(15) Uani 1 1 d . . . . .
O11 O 0.9038(5) 0.7590(5) 0.1208(3) 0.0365(11) Uani 1 1 d . . . . .
O12 O 1.0757(5) 0.8765(5) 0.0757(3) 0.0349(10) Uani 1 1 d . . . . .
O1W O -0.1594(8) 0.4782(9) 1.1309(7) 0.106(3) Uani 1 1 d G . . . .
H1WA H -0.094350 0.449495 1.173281 0.160 Uiso 1 1 d G U . . .
H1WB H -0.109984 0.487302 1.072250 0.160 Uiso 1 1 d G 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
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C2 1.490(10) . ?
C2 O1 1.275(8) . ?
C2 O2 1.256(8) . ?
C3 C4 1.523(8) . ?
C3 O5 1.256(6) . ?
C3 O6 1.244(7) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 N1 1.472(7) . ?
C5 C7 1.502(8) . ?
C5 N1 1.378(8) . ?
C5 O8 1.212(7) . ?
C6 C8 1.493(9) . ?
C6 N1 1.389(8) . ?
C6 O7 1.202(7) . ?
C7 C9 1.355(8) . ?
C7 C10 1.415(8) . ?
C8 C10 1.404(8) . ?
C8 C11 1.363(8) . ?
C9 H9 0.9300 . ?
C9 C12 1.391(9) . ?
C10 C13 1.421(7) . ?
C11 H11 0.9300 . ?
C11 C14 1.401(8) . ?
C12 H12 0.9300 . ?
C12 C15 1.380(8) . ?
C13 C15 1.418(8) . ?
C13 C16 1.418(8) . ?
C14 H14 0.9300 . ?
C14 C16 1.364(8) . ?
C15 C17 1.479(8) . ?
C16 C18 1.493(8) . ?
C17 N2 1.403(8) . ?
C17 O10 1.204(7) . ?
C18 N2 1.376(8) . ?
C18 O9 1.210(7) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.508(8) . ?
C19 N2 1.469(7) . ?
C20 O11 1.254(7) . ?
C20 O12 1.243(6) . ?
Gd O1 2.465(4) . ?
Gd O2 2.451(4) . ?
Gd O3 2.415(4) . ?
Gd O4 2.442(4) . ?
Gd O5 2.353(4) . ?
Gd O6 2.435(4) 2_657 ?
Gd O11 2.459(4) 2_666 ?
Gd O12 2.353(4) 1_446 ?
O3 H3A 0.8565 . ?
O3 H3B 0.8565 . ?
O4 H4C 0.8508 . ?
O4 H4D 0.8505 . ?
O1W H1WA 0.8500 . ?
O1W H1WB 0.8500 . ?

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
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
O1 C2 C1 119.3(7) . . ?
O2 C2 C1 120.4(7) . . ?
O2 C2 O1 120.3(6) . . ?
O5 C3 C4 116.8(5) . . ?
O6 C3 C4 119.3(5) . . ?
O6 C3 O5 123.9(6) . . ?
C3 C4 H4A 109.3 . . ?
C3 C4 H4B 109.3 . . ?
H4A C4 H4B 108.0 . . ?
N1 C4 C3 111.5(5) . . ?
N1 C4 H4A 109.3 . . ?
N1 C4 H4B 109.3 . . ?
N1 C5 C7 117.6(6) . . ?
O8 C5 C7 120.9(7) . . ?
O8 C5 N1 121.5(6) . . ?
N1 C6 C8 116.7(6) . . ?
O7 C6 C8 122.3(6) . . ?
O7 C6 N1 121.0(6) . . ?
C9 C7 C5 121.1(6) . . ?
C9 C7 C10 120.9(6) . . ?
C10 C7 C5 118.0(6) . . ?
C10 C8 C6 119.2(6) . . ?
C11 C8 C6 120.5(6) . . ?
C11 C8 C10 120.2(6) . . ?
C7 C9 H9 119.4 . . ?
C7 C9 C12 121.2(6) . . ?
C12 C9 H9 119.4 . . ?
C7 C10 C13 118.2(5) . . ?
C8 C10 C7 122.5(6) . . ?
C8 C10 C13 119.2(5) . . ?
C8 C11 H11 119.7 . . ?
C8 C11 C14 120.6(6) . . ?
C14 C11 H11 119.7 . . ?
C9 C12 H12 119.8 . . ?
C15 C12 C9 120.4(6) . . ?
C15 C12 H12 119.8 . . ?
C15 C13 C10 119.7(5) . . ?
C16 C13 C10 119.4(5) . . ?
C16 C13 C15 120.9(6) . . ?
C11 C14 H14 119.3 . . ?
C16 C14 C11 121.4(6) . . ?
C16 C14 H14 119.3 . . ?
C12 C15 C13 119.6(6) . . ?
C12 C15 C17 120.1(6) . . ?
C13 C15 C17 120.3(6) . . ?
C13 C16 C18 119.2(6) . . ?
C14 C16 C13 119.1(6) . . ?
C14 C16 C18 121.6(6) . . ?
N2 C17 C15 116.1(6) . . ?
O10 C17 C15 122.8(6) . . ?
O10 C17 N2 121.1(7) . . ?
N2 C18 C16 117.1(5) . . ?
O9 C18 C16 121.8(6) . . ?
O9 C18 N2 121.0(6) . . ?
H19A C19 H19B 107.8 . . ?
C20 C19 H19A 109.0 . . ?
C20 C19 H19B 109.0 . . ?
N2 C19 H19A 109.0 . . ?
N2 C19 H19B 109.0 . . ?
N2 C19 C20 112.8(5) . . ?
O11 C20 C19 120.3(5) . . ?
O12 C20 C19 116.7(5) . . ?
O12 C20 O11 122.9(6) . . ?
O2 Gd O1 53.03(16) . . ?
O2 Gd O11 75.74(16) . 2_666 ?
O3 Gd O1 143.53(15) . . ?
O3 Gd O2 132.52(15) . . ?
O3 Gd O4 69.29(14) . . ?
O3 Gd O6 77.54(14) . 2_657 ?
O3 Gd O11 82.24(15) . 2_666 ?
O4 Gd O1 132.31(15) . . ?
O4 Gd O2 142.32(15) . . ?
O4 Gd O11 78.67(14) . 2_666 ?
O5 Gd O1 74.64(15) . . ?
O5 Gd O2 76.69(15) . . ?
O5 Gd O3 139.13(15) . . ?
O5 Gd O4 71.59(15) . . ?
O5 Gd O6 106.83(14) . 2_657 ?
O5 Gd O11 79.00(15) . 2_666 ?
O6 Gd O1 78.74(15) 2_657 . ?
O6 Gd O2 129.52(16) 2_657 . ?
O6 Gd O4 79.91(15) 2_657 . ?
O6 Gd O11 154.62(15) 2_657 2_666 ?
O11 Gd O1 126.18(15) 2_666 . ?
O12 Gd O1 77.43(14) 1_446 . ?
O12 Gd O2 74.98(15) 1_446 . ?
O12 Gd O3 71.97(15) 1_446 . ?
O12 Gd O4 139.70(14) 1_446 . ?
O12 Gd O5 148.48(15) 1_446 . ?
O12 Gd O6 81.43(14) 1_446 2_657 ?
O12 Gd O11 106.77(14) 1_446 2_666 ?
C5 N1 C4 115.4(5) . . ?
C5 N1 C6 125.9(6) . . ?
C6 N1 C4 118.6(6) . . ?
C17 N2 C19 115.3(5) . . ?
C18 N2 C17 126.2(6) . . ?
C18 N2 C19 118.4(5) . . ?
C2 O1 Gd 92.8(4) . . ?
C2 O2 Gd 93.9(4) . . ?
Gd O3 H3A 109.7 . . ?
Gd O3 H3B 109.5 . . ?
H3A O3 H3B 104.2 . . ?
Gd O4 H4C 109.5 . . ?
Gd O4 H4D 109.5 . . ?
H4C O4 H4D 104.5 . . ?
C3 O5 Gd 161.5(4) . . ?
C3 O6 Gd 111.3(4) . 2_657 ?
C20 O11 Gd 109.9(4) . 2_666 ?
C20 O12 Gd 159.5(4) . 1_664 ?
H1WA O1W H1WB 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 O1 Gd 176.7(6) . . . . ?
C1 C2 O2 Gd -176.7(6) . . . . ?
C3 C4 N1 C5 -72.9(7) . . . . ?
C3 C4 N1 C6 103.1(6) . . . . ?
C4 C3 O5 Gd 9.6(16) . . . . ?
C4 C3 O6 Gd -173.6(4) . . . 2_657 ?
C5 C7 C9 C12 179.8(6) . . . . ?
C5 C7 C10 C8 1.4(8) . . . . ?
C5 C7 C10 C13 -179.5(5) . . . . ?
C6 C8 C10 C7 -2.0(9) . . . . ?
C6 C8 C10 C13 178.8(5) . . . . ?
C6 C8 C11 C14 -178.4(6) . . . . ?
C7 C5 N1 C4 174.5(5) . . . . ?
C7 C5 N1 C6 -1.1(8) . . . . ?
C7 C9 C12 C15 -0.9(9) . . . . ?
C7 C10 C13 C15 0.2(8) . . . . ?
C7 C10 C13 C16 179.8(5) . . . . ?
C8 C6 N1 C4 -175.0(5) . . . . ?
C8 C6 N1 C5 0.5(9) . . . . ?
C8 C10 C13 C15 179.4(5) . . . . ?
C8 C10 C13 C16 -1.0(8) . . . . ?
C8 C11 C14 C16 0.2(10) . . . . ?
C9 C7 C10 C8 -179.4(6) . . . . ?
C9 C7 C10 C13 -0.3(8) . . . . ?
C9 C12 C15 C13 0.8(9) . . . . ?
C9 C12 C15 C17 178.4(6) . . . . ?
C10 C7 C9 C12 0.6(9) . . . . ?
C10 C8 C11 C14 0.7(10) . . . . ?
C10 C13 C15 C12 -0.5(8) . . . . ?
C10 C13 C15 C17 -178.1(5) . . . . ?
C10 C13 C16 C14 1.9(8) . . . . ?
C10 C13 C16 C18 -179.8(5) . . . . ?
C11 C8 C10 C7 178.9(6) . . . . ?
C11 C8 C10 C13 -0.3(9) . . . . ?
C11 C14 C16 C13 -1.5(9) . . . . ?
C11 C14 C16 C18 -179.8(6) . . . . ?
C12 C15 C17 N2 -179.8(5) . . . . ?
C12 C15 C17 O10 1.2(9) . . . . ?
C13 C15 C17 N2 -2.2(8) . . . . ?
C13 C15 C17 O10 178.8(6) . . . . ?
C13 C16 C18 N2 -2.0(8) . . . . ?
C13 C16 C18 O9 178.0(6) . . . . ?
C14 C16 C18 N2 176.3(6) . . . . ?
C14 C16 C18 O9 -3.8(10) . . . . ?
C15 C13 C16 C14 -178.5(6) . . . . ?
C15 C13 C16 C18 -0.2(8) . . . . ?
C15 C17 N2 C18 -0.1(9) . . . . ?
C15 C17 N2 C19 176.3(5) . . . . ?
C16 C13 C15 C12 179.9(5) . . . . ?
C16 C13 C15 C17 2.3(8) . . . . ?
C16 C18 N2 C17 2.1(9) . . . . ?
C16 C18 N2 C19 -174.1(5) . . . . ?
C19 C20 O11 Gd 174.6(4) . . . 2_666 ?
C19 C20 O12 Gd -6.4(15) . . . 1_664 ?
C20 C19 N2 C17 -80.7(7) . . . . ?
C20 C19 N2 C18 95.9(6) . . . . ?
N1 C5 C7 C9 -179.0(5) . . . . ?
N1 C5 C7 C10 0.2(8) . . . . ?
N1 C6 C8 C10 1.1(8) . . . . ?
N1 C6 C8 C11 -179.8(6) . . . . ?
N2 C19 C20 O11 -16.8(8) . . . . ?
N2 C19 C20 O12 164.4(5) . . . . ?
O1 C2 O2 Gd 1.3(7) . . . . ?
O2 C2 O1 Gd -1.3(7) . . . . ?
O5 C3 C4 N1 160.5(5) . . . . ?
O5 C3 O6 Gd 3.5(7) . . . 2_657 ?
O6 C3 C4 N1 -22.1(8) . . . . ?
O6 C3 O5 Gd -167.7(9) . . . . ?
O7 C6 C8 C10 -179.0(6) . . . . ?
O7 C6 C8 C11 0.1(10) . . . . ?
O7 C6 N1 C4 5.1(9) . . . . ?
O7 C6 N1 C5 -179.4(6) . . . . ?
O8 C5 C7 C9 1.4(9) . . . . ?
O8 C5 C7 C10 -179.4(6) . . . . ?
O8 C5 N1 C4 -5.9(8) . . . . ?
O8 C5 N1 C6 178.4(6) . . . . ?
O9 C18 N2 C17 -177.8(6) . . . . ?
O9 C18 N2 C19 5.9(9) . . . . ?
O10 C17 N2 C18 178.9(6) . . . . ?
O10 C17 N2 C19 -4.7(8) . . . . ?
O11 C20 O12 Gd 174.7(8) . . . 1_664 ?
O12 C20 O11 Gd -6.5(7) . . . 2_666 ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 2164205'
loop_
_audit_author_name
_audit_author_address
'Zixin You'
;Liaoning Normal University
China
;
_audit_update_record             
;
2022-04-04 deposited with the CCDC.	2023-10-11 downloaded from the CCDC.
;
_audit_creation_date             2021-07-17
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H16 Dy N3 O11'
_chemical_formula_sum            'C22 H16 Dy N3 O11'
_chemical_formula_weight         660.88
_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'
Dy Dy -0.1892 4.4098 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   9.0936(7)
_cell_length_b                   28.333(2)
_cell_length_c                   8.3529(6)
_cell_angle_alpha                90
_cell_angle_beta                 94.8850(10)
_cell_angle_gamma                90
_cell_volume                     2144.3(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4319
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      29.512
_cell_measurement_theta_min      2.876
_shelx_estimated_absorpt_T_max   0.617
_shelx_estimated_absorpt_T_min   0.250
_exptl_absorpt_coefficient_mu    3.559
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.5827
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0732 before and 0.0446 after correction.
The Ratio of minimum to maximum transmission is 0.7809.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.047
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1292
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_av_unetI/netI     0.0543
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.844
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            14704
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.844
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.199
_diffrn_reflns_theta_min         2.248
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.844
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           25.0
_diffrn_source_power             1.125
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4213
_reflns_number_total             5866
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.463
_refine_diff_density_min         -1.258
_refine_diff_density_rms         0.136
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         5866
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0624
_refine_ls_R_factor_gt           0.0354
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0205P)²+1.8615P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0625
_refine_ls_wR_factor_ref         0.0705
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C21(H21A,H21B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C11(H11), C13(H13), C14(H14), C16(H16)
2.c Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C4(H4A,H4B,H4C)
;
_atom_sites_solution_hydrogens   geom
_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
C1 C -0.0295(5) 0.79764(18) 0.9997(6) 0.0417(13) Uani 1 1 d . . . . .
H1 H -0.113282 0.816616 0.991876 0.050 Uiso 1 1 calc R U . . .
C2 C 0.5287(5) 0.70893(16) 0.9738(6) 0.0321(10) Uani 1 1 d . . . . .
H2 H 0.475695 0.707977 1.064188 0.038 Uiso 1 1 calc R U . . .
C3 C 0.7558(5) 0.6937(2) 0.8581(7) 0.0576(16) Uani 1 1 d . . . . .
H3A H 0.781891 0.661573 0.837137 0.086 Uiso 1 1 calc R U . . .
H3B H 0.843856 0.711775 0.884223 0.086 Uiso 1 1 calc R U . . .
H3C H 0.702401 0.706778 0.764371 0.086 Uiso 1 1 calc R U . . .
C4 C 0.7300(6) 0.6767(2) 1.1433(7) 0.0595(16) Uani 1 1 d . . . . .
H4A H 0.661741 0.680701 1.223811 0.089 Uiso 1 1 calc R U . . .
H4B H 0.819404 0.693583 1.174657 0.089 Uiso 1 1 calc R U . . .
H4C H 0.751755 0.643797 1.132055 0.089 Uiso 1 1 calc R U . . .
C5 C 0.3532(4) 0.67780(14) 0.4708(5) 0.0226(9) Uani 1 1 d . . . . .
C6 C 0.3933(5) 0.63394(15) 0.5697(5) 0.0318(10) Uani 1 1 d . . . . .
H6A H 0.462039 0.642695 0.660074 0.038 Uiso 1 1 calc R U . . .
H6B H 0.304976 0.621739 0.612419 0.038 Uiso 1 1 calc R U . . .
C7 C 0.6115(5) 0.59893(15) 0.4684(5) 0.0302(10) Uani 1 1 d . . . . .
C8 C 0.3670(5) 0.56228(14) 0.4042(5) 0.0267(9) Uani 1 1 d . . . . .
C9 C 0.6815(4) 0.56063(14) 0.3798(5) 0.0261(9) Uani 1 1 d . . . . .
C10 C 0.4376(4) 0.52482(14) 0.3125(5) 0.0227(9) Uani 1 1 d . . . . .
C11 C 0.8311(5) 0.55937(16) 0.3731(6) 0.0371(12) Uani 1 1 d . . . . .
H11 H 0.889417 0.582365 0.426621 0.044 Uiso 1 1 calc R U . . .
C12 C 0.5930(4) 0.52547(13) 0.3030(5) 0.0218(8) Uani 1 1 d . . . . .
C13 C 0.3529(5) 0.48996(15) 0.2365(6) 0.0287(10) Uani 1 1 d . . . . .
H13 H 0.251611 0.489244 0.245007 0.034 Uiso 1 1 calc R U . . .
C14 C 0.8985(5) 0.52405(16) 0.2870(6) 0.0370(12) Uani 1 1 d . . . . .
H14 H 1.000528 0.523634 0.284501 0.044 Uiso 1 1 calc R U . . .
C15 C 0.6582(4) 0.49011(13) 0.2133(5) 0.0209(8) Uani 1 1 d . . . . .
C16 C 0.4192(5) 0.45550(15) 0.1461(5) 0.0289(10) Uani 1 1 d . . . . .
H16 H 0.361092 0.432174 0.094122 0.035 Uiso 1 1 calc R U . . .
C17 C 0.8133(4) 0.48998(14) 0.2060(5) 0.0262(9) Uani 1 1 d . . . . .
C18 C 0.5690(4) 0.45572(13) 0.1332(5) 0.0222(9) Uani 1 1 d . . . . .
C19 C 0.8839(5) 0.45249(15) 0.1148(6) 0.0298(10) Uani 1 1 d . . . . .
C20 C 0.6351(5) 0.41992(14) 0.0328(5) 0.0282(10) Uani 1 1 d . . . . .
C21 C 0.8504(5) 0.38138(14) -0.0561(5) 0.0298(10) Uani 1 1 d . . . . .
H21A H 0.955250 0.386301 -0.063035 0.036 Uiso 1 1 calc R U . . .
H21B H 0.803205 0.379419 -0.164438 0.036 Uiso 1 1 calc R U . . .
C22 C 0.8263(4) 0.33577(14) 0.0324(5) 0.0239(9) Uani 1 1 d . . . . .
Dy1 Dy 0.21655(2) 0.74759(2) 0.77717(2) 0.01767(6) Uani 1 1 d . . . . .
N1 N 0.4600(4) 0.59627(12) 0.4780(4) 0.0253(8) Uani 1 1 d . . . . .
N2 N 0.7887(4) 0.42131(12) 0.0285(4) 0.0267(8) Uani 1 1 d . . . . .
N3 N 0.6649(4) 0.69506(14) 0.9906(5) 0.0336(9) Uani 1 1 d . . . . .
O1 O 0.0059(3) 0.78179(11) 1.1345(4) 0.0341(7) Uani 1 1 d . . . . .
O2 O 0.0298(3) 0.79211(11) 0.8725(4) 0.0362(8) Uani 1 1 d . . . . .
O3 O 0.4635(3) 0.72329(11) 0.8476(4) 0.0342(7) Uani 1 1 d . . . . .
O4 O 0.3095(3) 0.71357(9) 0.5462(3) 0.0231(6) Uani 1 1 d . . . . .
O5 O 0.3566(3) 0.67792(10) 0.3235(3) 0.0300(7) Uani 1 1 d . . . . .
O6 O 0.6814(4) 0.63071(12) 0.5325(5) 0.0538(11) Uani 1 1 d . . . . .
O7 O 0.2354(3) 0.56326(11) 0.4153(4) 0.0414(8) Uani 1 1 d . . . . .
O8 O 1.0166(3) 0.44905(12) 0.1127(5) 0.0512(10) Uani 1 1 d . . . . .
O9 O 0.5628(3) 0.39101(11) -0.0440(4) 0.0397(8) Uani 1 1 d . . . . .
O10 O 0.8030(4) 0.33758(10) 0.1751(4) 0.0377(8) Uani 1 1 d . . . . .
O11 O 0.8326(3) 0.29677(9) -0.0387(4) 0.0291(7) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1 0.9300 . ?
C1 O1 1.229(5) . ?
C1 O2 1.242(6) . ?
C2 H2 0.9300 . ?
C2 N3 1.296(5) . ?
C2 O3 1.233(5) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C3 N3 1.437(6) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C4 N3 1.455(6) . ?
C5 C6 1.520(5) . ?
C5 Dy1 2.878(4) 4_575 ?
C5 O4 1.275(4) . ?
C5 O5 1.233(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 N1 1.474(5) . ?
C7 C9 1.487(6) . ?
C7 N1 1.389(5) . ?
C7 O6 1.201(5) . ?
C8 C10 1.486(6) . ?
C8 N1 1.391(5) . ?
C8 O7 1.208(5) . ?
C9 C11 1.367(6) . ?
C9 C12 1.401(5) . ?
C10 C12 1.422(5) . ?
C10 C13 1.374(6) . ?
C11 H11 0.9300 . ?
C11 C14 1.403(6) . ?
C12 C15 1.412(5) . ?
C13 H13 0.9300 . ?
C13 C16 1.401(6) . ?
C14 H14 0.9300 . ?
C14 C17 1.378(6) . ?
C15 C17 1.417(5) . ?
C15 C18 1.401(5) . ?
C16 H16 0.9300 . ?
C16 C18 1.376(6) . ?
C17 C19 1.485(6) . ?
C18 C20 1.476(6) . ?
C19 N2 1.394(5) . ?
C19 O8 1.212(5) . ?
C20 N2 1.401(5) . ?
C20 O9 1.201(5) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.514(6) . ?
C21 N2 1.470(5) . ?
C22 Dy1 2.892(4) 3_666 ?
C22 O10 1.229(5) . ?
C22 O11 1.258(5) . ?
Dy1 O1 2.322(3) 4_575 ?
Dy1 O2 2.310(3) . ?
Dy1 O3 2.375(3) . ?
Dy1 O4 2.375(3) . ?
Dy1 O4 2.579(3) 4_576 ?
Dy1 O5 2.478(3) 4_576 ?
Dy1 O10 2.455(3) 3_666 ?
Dy1 O11 2.592(3) 3_666 ?
Dy1 O11 2.441(3) 2_655 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 H1 115.2 . . ?
O1 C1 O2 129.6(4) . . ?
O2 C1 H1 115.2 . . ?
N3 C2 H2 117.4 . . ?
O3 C2 H2 117.4 . . ?
O3 C2 N3 125.3(5) . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N3 C3 H3A 109.5 . . ?
N3 C3 H3B 109.5 . . ?
N3 C3 H3C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N3 C4 H4A 109.5 . . ?
N3 C4 H4B 109.5 . . ?
N3 C4 H4C 109.5 . . ?
C6 C5 Dy1 168.1(3) . 4_575 ?
O4 C5 C6 116.9(4) . . ?
O4 C5 Dy1 63.6(2) . 4_575 ?
O5 C5 C6 121.3(4) . . ?
O5 C5 Dy1 58.9(2) . 4_575 ?
O5 C5 O4 121.8(4) . . ?
C5 C6 H6A 108.9 . . ?
C5 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
N1 C6 C5 113.6(4) . . ?
N1 C6 H6A 108.9 . . ?
N1 C6 H6B 108.9 . . ?
N1 C7 C9 117.2(4) . . ?
O6 C7 C9 122.4(4) . . ?
O6 C7 N1 120.3(4) . . ?
N1 C8 C10 116.7(4) . . ?
O7 C8 C10 122.0(4) . . ?
O7 C8 N1 121.3(4) . . ?
C11 C9 C7 120.6(4) . . ?
C11 C9 C12 119.9(4) . . ?
C12 C9 C7 119.5(4) . . ?
C12 C10 C8 119.6(4) . . ?
C13 C10 C8 120.1(4) . . ?
C13 C10 C12 120.3(4) . . ?
C9 C11 H11 119.4 . . ?
C9 C11 C14 121.3(4) . . ?
C14 C11 H11 119.4 . . ?
C9 C12 C10 121.3(4) . . ?
C9 C12 C15 119.7(4) . . ?
C15 C12 C10 119.0(4) . . ?
C10 C13 H13 120.0 . . ?
C10 C13 C16 120.0(4) . . ?
C16 C13 H13 120.0 . . ?
C11 C14 H14 120.0 . . ?
C17 C14 C11 120.0(4) . . ?
C17 C14 H14 120.0 . . ?
C12 C15 C17 119.3(4) . . ?
C18 C15 C12 119.6(4) . . ?
C18 C15 C17 121.1(4) . . ?
C13 C16 H16 119.6 . . ?
C18 C16 C13 120.9(4) . . ?
C18 C16 H16 119.6 . . ?
C14 C17 C15 119.8(4) . . ?
C14 C17 C19 120.2(4) . . ?
C15 C17 C19 119.9(4) . . ?
C15 C18 C20 120.1(4) . . ?
C16 C18 C15 120.2(4) . . ?
C16 C18 C20 119.6(4) . . ?
N2 C19 C17 116.2(4) . . ?
O8 C19 C17 122.6(4) . . ?
O8 C19 N2 121.1(4) . . ?
N2 C20 C18 116.7(4) . . ?
O9 C20 C18 122.8(4) . . ?
O9 C20 N2 120.5(4) . . ?
H21A C21 H21B 108.1 . . ?
C22 C21 H21A 109.6 . . ?
C22 C21 H21B 109.6 . . ?
N2 C21 H21A 109.6 . . ?
N2 C21 H21B 109.6 . . ?
N2 C21 C22 110.2(4) . . ?
C21 C22 Dy1 175.9(3) . 3_666 ?
O10 C22 C21 118.8(4) . . ?
O10 C22 Dy1 57.2(2) . 3_666 ?
O10 C22 O11 120.8(4) . . ?
O11 C22 C21 120.3(4) . . ?
O11 C22 Dy1 63.6(2) . 3_666 ?
C5 Dy1 C22 111.27(12) 4_576 3_666 ?
O1 Dy1 C5 148.13(11) 4_575 4_576 ?
O1 Dy1 C22 81.11(11) 4_575 3_666 ?
O1 Dy1 O3 138.11(11) 4_575 . ?
O1 Dy1 O4 142.64(10) 4_575 4_576 ?
O1 Dy1 O4 76.86(10) 4_575 . ?
O1 Dy1 O5 140.87(10) 4_575 4_576 ?
O1 Dy1 O10 70.30(11) 4_575 3_666 ?
O1 Dy1 O11 93.72(10) 4_575 3_666 ?
O1 Dy1 O11 72.56(10) 4_575 2_655 ?
O2 Dy1 C5 72.55(11) . 4_576 ?
O2 Dy1 C22 96.82(11) . 3_666 ?
O2 Dy1 O1 76.96(11) . 4_575 ?
O2 Dy1 O3 141.28(11) . . ?
O2 Dy1 O4 70.29(9) . 4_576 ?
O2 Dy1 O4 145.50(10) . . ?
O2 Dy1 O5 82.19(11) . 4_576 ?
O2 Dy1 O10 114.52(11) . 3_666 ?
O2 Dy1 O11 77.86(10) . 3_666 ?
O2 Dy1 O11 83.16(10) . 2_655 ?
O3 Dy1 C5 73.74(11) . 4_576 ?
O3 Dy1 C22 78.23(11) . 3_666 ?
O3 Dy1 O4 71.88(10) . . ?
O3 Dy1 O4 71.04(10) . 4_576 ?
O3 Dy1 O5 75.27(10) . 4_576 ?
O3 Dy1 O10 75.81(11) . 3_666 ?
O3 Dy1 O11 118.11(11) . 2_655 ?
O3 Dy1 O11 82.99(10) . 3_666 ?
O4 Dy1 C5 126.01(10) . 4_576 ?
O4 Dy1 C5 26.28(10) 4_576 4_576 ?
O4 Dy1 C22 85.34(10) 4_576 3_666 ?
O4 Dy1 C22 100.90(11) . 3_666 ?
O4 Dy1 O4 140.17(12) . 4_576 ?
O4 Dy1 O5 105.00(10) . 4_576 ?
O4 Dy1 O10 76.64(10) . 3_666 ?
O4 Dy1 O11 67.78(9) . 2_655 ?
O4 Dy1 O11 62.59(8) 4_576 3_666 ?
O4 Dy1 O11 125.91(9) . 3_666 ?
O5 Dy1 C5 25.23(10) 4_576 4_576 ?
O5 Dy1 C22 134.52(11) 4_576 3_666 ?
O5 Dy1 O4 51.30(9) 4_576 4_576 ?
O5 Dy1 O11 113.86(9) 4_576 3_666 ?
O10 Dy1 C5 131.64(11) 3_666 4_576 ?
O10 Dy1 C22 24.88(10) 3_666 3_666 ?
O10 Dy1 O4 107.50(9) 3_666 4_576 ?
O10 Dy1 O5 148.78(10) 3_666 4_576 ?
O10 Dy1 O11 50.67(10) 3_666 3_666 ?
O11 Dy1 C5 88.83(10) 3_666 4_576 ?
O11 Dy1 C5 94.56(11) 2_655 4_576 ?
O11 Dy1 C22 25.79(10) 3_666 3_666 ?
O11 Dy1 C22 153.00(10) 2_655 3_666 ?
O11 Dy1 O4 119.42(9) 2_655 4_576 ?
O11 Dy1 O5 72.37(9) 2_655 4_576 ?
O11 Dy1 O10 133.08(10) 2_655 3_666 ?
O11 Dy1 O11 158.75(13) 2_655 3_666 ?
C7 N1 C6 116.4(3) . . ?
C7 N1 C8 125.5(4) . . ?
C8 N1 C6 118.0(3) . . ?
C19 N2 C20 125.6(4) . . ?
C19 N2 C21 119.4(4) . . ?
C20 N2 C21 114.4(3) . . ?
C2 N3 C3 122.1(4) . . ?
C2 N3 C4 121.1(4) . . ?
C3 N3 C4 116.6(4) . . ?
C1 O1 Dy1 137.9(3) . 4_576 ?
C1 O2 Dy1 138.5(3) . . ?
C2 O3 Dy1 133.0(3) . . ?
C5 O4 Dy1 150.6(3) . . ?
C5 O4 Dy1 90.1(2) . 4_575 ?
Dy1 O4 Dy1 114.94(10) . 4_575 ?
C5 O5 Dy1 95.8(2) . 4_575 ?
C22 O10 Dy1 97.9(2) . 3_666 ?
C22 O11 Dy1 151.0(3) . 2_645 ?
C22 O11 Dy1 90.6(3) . 3_666 ?
Dy1 O11 Dy1 112.23(10) 2_645 3_666 ?

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
C5 C6 N1 C7 85.8(5) . . . . ?
C5 C6 N1 C8 -92.0(5) . . . . ?
C6 C5 O4 Dy1 -17.1(7) . . . . ?
C6 C5 O4 Dy1 -166.7(3) . . . 4_575 ?
C6 C5 O5 Dy1 166.0(3) . . . 4_575 ?
C7 C9 C11 C14 -178.6(5) . . . . ?
C7 C9 C12 C10 -2.0(6) . . . . ?
C7 C9 C12 C15 177.5(4) . . . . ?
C8 C10 C12 C9 0.5(6) . . . . ?
C8 C10 C12 C15 -179.0(4) . . . . ?
C8 C10 C13 C16 178.1(4) . . . . ?
C9 C7 N1 C6 178.5(4) . . . . ?
C9 C7 N1 C8 -3.8(6) . . . . ?
C9 C11 C14 C17 0.5(8) . . . . ?
C9 C12 C15 C17 1.8(6) . . . . ?
C9 C12 C15 C18 -178.3(4) . . . . ?
C10 C8 N1 C6 180.0(4) . . . . ?
C10 C8 N1 C7 2.4(6) . . . . ?
C10 C12 C15 C17 -178.7(4) . . . . ?
C10 C12 C15 C18 1.2(6) . . . . ?
C10 C13 C16 C18 0.6(7) . . . . ?
C11 C9 C12 C10 177.7(4) . . . . ?
C11 C9 C12 C15 -2.8(6) . . . . ?
C11 C14 C17 C15 -1.5(7) . . . . ?
C11 C14 C17 C19 -179.9(5) . . . . ?
C12 C9 C11 C14 1.7(7) . . . . ?
C12 C10 C13 C16 -1.5(6) . . . . ?
C12 C15 C17 C14 0.4(6) . . . . ?
C12 C15 C17 C19 178.8(4) . . . . ?
C12 C15 C18 C16 -2.1(6) . . . . ?
C12 C15 C18 C20 177.1(4) . . . . ?
C13 C10 C12 C9 -179.9(4) . . . . ?
C13 C10 C12 C15 0.6(6) . . . . ?
C13 C16 C18 C15 1.2(6) . . . . ?
C13 C16 C18 C20 -178.0(4) . . . . ?
C14 C17 C19 N2 -176.1(4) . . . . ?
C14 C17 C19 O8 3.0(7) . . . . ?
C15 C17 C19 N2 5.5(6) . . . . ?
C15 C17 C19 O8 -175.4(5) . . . . ?
C15 C18 C20 N2 2.6(6) . . . . ?
C15 C18 C20 O9 -176.6(4) . . . . ?
C16 C18 C20 N2 -178.2(4) . . . . ?
C16 C18 C20 O9 2.6(7) . . . . ?
C17 C15 C18 C16 177.8(4) . . . . ?
C17 C15 C18 C20 -3.0(6) . . . . ?
C17 C19 N2 C20 -6.1(6) . . . . ?
C17 C19 N2 C21 -176.0(4) . . . . ?
C18 C15 C17 C14 -179.5(4) . . . . ?
C18 C15 C17 C19 -1.1(6) . . . . ?
C18 C20 N2 C19 2.2(6) . . . . ?
C18 C20 N2 C21 172.5(4) . . . . ?
C21 C22 O10 Dy1 -178.8(3) . . . 3_666 ?
C21 C22 O11 Dy1 178.8(3) . . . 3_666 ?
C21 C22 O11 Dy1 -38.3(7) . . . 2_645 ?
C22 C21 N2 C19 106.2(4) . . . . ?
C22 C21 N2 C20 -64.7(5) . . . . ?
Dy1 C5 C6 N1 97.8(14) 4_575 . . . ?
Dy1 C5 O4 Dy1 149.6(5) 4_575 . . . ?
Dy1 C22 O11 Dy1 142.9(6) 3_666 . . 2_645 ?
N1 C7 C9 C11 -176.2(4) . . . . ?
N1 C7 C9 C12 3.6(6) . . . . ?
N1 C8 C10 C12 -0.6(6) . . . . ?
N1 C8 C10 C13 179.9(4) . . . . ?
N2 C21 C22 O10 -20.8(5) . . . . ?
N2 C21 C22 O11 160.3(4) . . . . ?
N3 C2 O3 Dy1 177.0(3) . . . . ?
O1 C1 O2 Dy1 7.7(10) . . . . ?
O2 C1 O1 Dy1 22.1(9) . . . 4_576 ?
O3 C2 N3 C3 -1.9(8) . . . . ?
O3 C2 N3 C4 -177.3(5) . . . . ?
O4 C5 C6 N1 -172.8(3) . . . . ?
O4 C5 O5 Dy1 -10.7(4) . . . 4_575 ?
O5 C5 C6 N1 10.3(6) . . . . ?
O5 C5 O4 Dy1 10.2(4) . . . 4_575 ?
O5 C5 O4 Dy1 159.8(3) . . . . ?
O6 C7 C9 C11 2.4(7) . . . . ?
O6 C7 C9 C12 -177.8(5) . . . . ?
O6 C7 N1 C6 -0.1(6) . . . . ?
O6 C7 N1 C8 177.5(4) . . . . ?
O7 C8 C10 C12 179.8(4) . . . . ?
O7 C8 C10 C13 0.3(7) . . . . ?
O7 C8 N1 C6 -0.4(6) . . . . ?
O7 C8 N1 C7 -178.0(4) . . . . ?
O8 C19 N2 C20 174.7(4) . . . . ?
O8 C19 N2 C21 4.9(7) . . . . ?
O9 C20 N2 C19 -178.6(4) . . . . ?
O9 C20 N2 C21 -8.3(6) . . . . ?
O10 C22 O11 Dy1 -0.1(4) . . . 3_666 ?
O10 C22 O11 Dy1 142.8(4) . . . 2_645 ?
O11 C22 O10 Dy1 0.1(4) . . . 3_666 ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 2164202'
loop_
_audit_author_name
_audit_author_address
'Zixin You'
;Liaoning Normal University
China
;
_audit_update_record             
;
2022-04-04 deposited with the CCDC.	2023-10-11 downloaded from the CCDC.
;
_audit_creation_date             2021-04-26
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H15 Ho N2 O12, H2 O'
_chemical_formula_sum            'C20 H17 Ho N2 O13'
_chemical_formula_weight         658.28
_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'
Ho Ho -0.2175 4.6783 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.2901(15)
_cell_length_b                   9.4885(15)
_cell_length_c                   13.896(2)
_cell_angle_alpha                74.085(2)
_cell_angle_beta                 77.350(3)
_cell_angle_gamma                65.475(3)
_cell_volume                     1063.9(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2562
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      25.438
_cell_measurement_theta_min      2.412
_shelx_estimated_absorpt_T_max   0.833
_shelx_estimated_absorpt_T_min   0.234
_exptl_absorpt_coefficient_mu    3.798
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6022
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0611 before and 0.0285 after correction.
The Ratio of minimum to maximum transmission is 0.8071.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    2.055
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             644
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_av_unetI/netI     0.0582
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.843
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7445
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.843
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.570
_diffrn_reflns_theta_min         1.535
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.843
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           25.0
_diffrn_source_power             1.125
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4500
_reflns_number_total             5516
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.971
_refine_diff_density_min         -1.110
_refine_diff_density_rms         0.149
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     331
_refine_ls_number_reflns         5516
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0511
_refine_ls_R_factor_gt           0.0358
_refine_ls_restrained_S_all      1.011
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0314P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0682
_refine_ls_wR_factor_ref         0.0733
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2.a Free rotating group:
 O1W(H1WA,H1WB)
2.b Rotating group:
 O1(H1A,H1B), O2(H2A,H2B)
2.c Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C19(H19A,H19B)
2.d Aromatic/amide H refined with riding coordinates:
 C9(H9), C11(H11), C12(H12), C14(H14)
2.e Idealised Me refined as rotating group:
 C2(H2C,H2D,H2E)
;
_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
C1 C 0.3751(6) -0.2207(7) 0.9128(5) 0.0432(14) Uani 1 1 d . . . . .
C2 C 0.4553(9) -0.3514(10) 0.8570(7) 0.091(3) Uani 1 1 d . . . . .
H2C H 0.554902 -0.346851 0.821704 0.137 Uiso 1 1 calc R U . . .
H2D H 0.388456 -0.340730 0.809533 0.137 Uiso 1 1 calc R U . . .
H2E H 0.474407 -0.451058 0.903685 0.137 Uiso 1 1 calc R U . . .
C3 C 0.5315(5) 0.0986(5) 0.8267(3) 0.0228(9) Uani 1 1 d . . . . .
C4 C 0.4666(5) 0.1506(6) 0.7268(3) 0.0313(11) Uani 1 1 d . . . . .
H4A H 0.466763 0.059399 0.707981 0.038 Uiso 1 1 calc R U . . .
H4B H 0.357151 0.225054 0.733917 0.038 Uiso 1 1 calc R U . . .
C5 C 0.5400(5) 0.3758(6) 0.6520(3) 0.0282(10) Uani 1 1 d . . . . .
C6 C 0.6639(6) 0.1386(6) 0.5747(3) 0.0326(11) Uani 1 1 d . . . . .
C7 C 0.6419(5) 0.4499(5) 0.5772(3) 0.0242(9) Uani 1 1 d . . . . .
C8 C 0.7633(6) 0.2161(6) 0.5002(3) 0.0285(10) Uani 1 1 d . . . . .
C9 C 0.6309(6) 0.5984(6) 0.5790(3) 0.0301(10) Uani 1 1 d . . . . .
H9 H 0.558952 0.651918 0.627425 0.036 Uiso 1 1 calc R U . . .
C10 C 0.7514(5) 0.3680(5) 0.5046(3) 0.0227(9) Uani 1 1 d . . . . .
C11 C 0.8669(6) 0.1412(6) 0.4267(3) 0.0350(11) Uani 1 1 d . . . . .
H11 H 0.871822 0.043287 0.422248 0.042 Uiso 1 1 calc R U . . .
C12 C 0.7255(6) 0.6688(6) 0.5098(3) 0.0314(11) Uani 1 1 d . . . . .
H12 H 0.716642 0.769329 0.511771 0.038 Uiso 1 1 calc R U . . .
C13 C 0.8485(5) 0.4374(5) 0.4341(3) 0.0215(9) Uani 1 1 d . . . . .
C14 C 0.9654(6) 0.2106(6) 0.3584(4) 0.0364(11) Uani 1 1 d . . . . .
H14 H 1.037528 0.156976 0.310096 0.044 Uiso 1 1 calc R U . . .
C15 C 0.8334(5) 0.5904(5) 0.4375(3) 0.0256(10) Uani 1 1 d . . . . .
C16 C 0.9569(5) 0.3566(5) 0.3616(3) 0.0267(10) Uani 1 1 d . . . . .
C17 C 0.9313(6) 0.6684(6) 0.3627(4) 0.0307(11) Uani 1 1 d . . . . .
C18 C 1.0600(5) 0.4314(6) 0.2874(3) 0.0299(10) Uani 1 1 d . . . . .
C19 C 1.1278(5) 0.6652(6) 0.2154(3) 0.0332(11) Uani 1 1 d . . . . .
H19A H 1.223840 0.587317 0.188384 0.040 Uiso 1 1 calc R U . . .
H19B H 1.159853 0.725790 0.246531 0.040 Uiso 1 1 calc R U . . .
C20 C 1.0342(5) 0.7748(5) 0.1302(3) 0.0233(9) Uani 1 1 d . . . . .
Ho1 Ho 0.23141(2) 0.03174(3) 1.01215(2) 0.02108(6) Uani 1 1 d . . . . .
N1 N 0.5596(4) 0.2251(5) 0.6465(3) 0.0262(8) Uani 1 1 d . . . . .
N2 N 1.0383(5) 0.5830(5) 0.2924(3) 0.0298(9) Uani 1 1 d . . . . .
O1 O 0.0043(4) 0.1688(4) 1.1157(2) 0.0333(7) Uani 1 1 d . . . . .
H1A H -0.026190 0.268272 1.091479 0.050 Uiso 1 1 d R U . . .
H1B H -0.074005 0.145739 1.112554 0.050 Uiso 1 1 d R U . . .
O2 O 0.2626(4) 0.2529(4) 1.0430(2) 0.0338(8) Uani 1 1 d . . . . .
H2A H 0.361154 0.238019 1.033488 0.051 Uiso 1 1 d R U . . .
H2B H 0.234962 0.256332 1.105256 0.051 Uiso 1 1 d R U . . .
O3 O 0.4265(4) -0.2274(4) 0.9922(3) 0.0373(8) Uani 1 1 d . . . . .
O4 O 0.2578(4) -0.1011(4) 0.8802(2) 0.0372(8) Uani 1 1 d . . . . .
O5 O 0.4384(4) 0.0772(4) 0.9030(2) 0.0356(8) Uani 1 1 d . . . . .
O6 O 0.6730(4) 0.0760(4) 0.8282(2) 0.0327(8) Uani 1 1 d . . . . .
O7 O 0.4444(5) 0.4411(5) 0.7159(3) 0.0460(10) Uani 1 1 d . . . . .
O8 O 0.6696(5) 0.0098(5) 0.5756(3) 0.0543(11) Uani 1 1 d . . . . .
O9 O 0.9226(5) 0.7996(4) 0.3611(3) 0.0500(10) Uani 1 1 d . . . . .
O10 O 1.1601(4) 0.3643(5) 0.2265(3) 0.0490(10) Uani 1 1 d . . . . .
O11 O 0.9124(4) 0.7624(4) 0.1162(2) 0.0339(8) Uani 1 1 d . . . . .
O12 O 1.0867(4) 0.8763(4) 0.0764(2) 0.0352(8) Uani 1 1 d . . . . .
O1W O 0.1562(6) 0.5224(6) 0.8648(4) 0.0818(15) Uani 1 1 d G . . . .
H1WA H 0.093113 0.514695 0.918669 0.123 Uiso 1 1 d G U . . .
H1WB H 0.249104 0.497077 0.879591 0.123 Uiso 1 1 d G 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
C1 C2 1.483(8) . ?
C1 O3 1.272(6) . ?
C1 O4 1.260(6) . ?
C2 H2C 0.9600 . ?
C2 H2D 0.9600 . ?
C2 H2E 0.9600 . ?
C3 C4 1.510(6) . ?
C3 O5 1.240(5) . ?
C3 O6 1.245(5) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 N1 1.464(5) . ?
C5 C7 1.481(6) . ?
C5 N1 1.386(6) . ?
C5 O7 1.208(5) . ?
C6 C8 1.481(6) . ?
C6 N1 1.405(6) . ?
C6 O8 1.198(6) . ?
C7 C9 1.377(6) . ?
C7 C10 1.407(6) . ?
C8 C10 1.416(6) . ?
C8 C11 1.369(6) . ?
C9 H9 0.9300 . ?
C9 C12 1.382(6) . ?
C10 C13 1.400(5) . ?
C11 H11 0.9300 . ?
C11 C14 1.396(7) . ?
C12 H12 0.9300 . ?
C12 C15 1.385(6) . ?
C13 C15 1.412(6) . ?
C13 C16 1.398(6) . ?
C14 H14 0.9300 . ?
C14 C16 1.368(7) . ?
C15 C17 1.475(6) . ?
C16 C18 1.489(6) . ?
C17 N2 1.392(6) . ?
C17 O9 1.208(6) . ?
C18 N2 1.387(6) . ?
C18 O10 1.202(6) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.505(6) . ?
C19 N2 1.461(5) . ?
C20 O11 1.246(5) . ?
C20 O12 1.248(5) . ?
Ho1 O1 2.373(3) . ?
Ho1 O2 2.392(3) . ?
Ho1 O3 2.421(3) . ?
Ho1 O4 2.413(3) . ?
Ho1 O5 2.288(3) . ?
Ho1 O6 2.371(3) 2_657 ?
Ho1 O11 2.397(3) 2_666 ?
Ho1 O12 2.276(3) 1_446 ?
O1 H1A 0.8544 . ?
O1 H1B 0.8544 . ?
O2 H2A 0.8521 . ?
O2 H2B 0.8520 . ?
O1W H1WA 0.8499 . ?
O1W H1WB 0.8502 . ?

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
O3 C1 C2 120.2(5) . . ?
O4 C1 C2 120.0(5) . . ?
O4 C1 O3 119.8(5) . . ?
C1 C2 H2C 109.5 . . ?
C1 C2 H2D 109.5 . . ?
C1 C2 H2E 109.5 . . ?
H2C C2 H2D 109.5 . . ?
H2C C2 H2E 109.5 . . ?
H2D C2 H2E 109.5 . . ?
O5 C3 C4 116.5(4) . . ?
O5 C3 O6 124.2(4) . . ?
O6 C3 C4 119.3(4) . . ?
C3 C4 H4A 109.1 . . ?
C3 C4 H4B 109.1 . . ?
H4A C4 H4B 107.8 . . ?
N1 C4 C3 112.4(3) . . ?
N1 C4 H4A 109.1 . . ?
N1 C4 H4B 109.1 . . ?
N1 C5 C7 116.8(4) . . ?
O7 C5 C7 122.6(5) . . ?
O7 C5 N1 120.6(5) . . ?
N1 C6 C8 116.1(4) . . ?
O8 C6 C8 123.3(5) . . ?
O8 C6 N1 120.6(5) . . ?
C9 C7 C5 120.1(4) . . ?
C9 C7 C10 119.8(4) . . ?
C10 C7 C5 120.1(4) . . ?
C10 C8 C6 120.1(4) . . ?
C11 C8 C6 120.1(4) . . ?
C11 C8 C10 119.7(4) . . ?
C7 C9 H9 119.6 . . ?
C7 C9 C12 120.7(5) . . ?
C12 C9 H9 119.6 . . ?
C7 C10 C8 120.9(4) . . ?
C13 C10 C7 120.2(4) . . ?
C13 C10 C8 118.9(4) . . ?
C8 C11 H11 119.7 . . ?
C8 C11 C14 120.6(5) . . ?
C14 C11 H11 119.7 . . ?
C9 C12 H12 119.9 . . ?
C9 C12 C15 120.3(5) . . ?
C15 C12 H12 119.9 . . ?
C10 C13 C15 118.6(4) . . ?
C16 C13 C10 120.3(4) . . ?
C16 C13 C15 121.1(4) . . ?
C11 C14 H14 119.7 . . ?
C16 C14 C11 120.7(5) . . ?
C16 C14 H14 119.7 . . ?
C12 C15 C13 120.4(4) . . ?
C12 C15 C17 119.7(4) . . ?
C13 C15 C17 119.9(4) . . ?
C13 C16 C18 119.8(4) . . ?
C14 C16 C13 119.7(4) . . ?
C14 C16 C18 120.5(4) . . ?
N2 C17 C15 117.0(4) . . ?
O9 C17 C15 123.0(5) . . ?
O9 C17 N2 120.0(5) . . ?
N2 C18 C16 116.9(4) . . ?
O10 C18 C16 122.5(5) . . ?
O10 C18 N2 120.6(5) . . ?
H19A C19 H19B 107.8 . . ?
C20 C19 H19A 109.0 . . ?
C20 C19 H19B 109.0 . . ?
N2 C19 H19A 109.0 . . ?
N2 C19 H19B 109.0 . . ?
N2 C19 C20 113.1(3) . . ?
O11 C20 C19 120.8(4) . . ?
O11 C20 O12 123.5(4) . . ?
O12 C20 C19 115.8(4) . . ?
O1 Ho1 O2 70.15(11) . . ?
O1 Ho1 O3 144.19(12) . . ?
O1 Ho1 O4 131.36(11) . . ?
O1 Ho1 O11 80.90(12) . 2_666 ?
O2 Ho1 O3 130.56(11) . . ?
O2 Ho1 O4 142.74(12) . . ?
O2 Ho1 O11 80.13(11) . 2_666 ?
O4 Ho1 O3 53.89(11) . . ?
O5 Ho1 O1 138.73(12) . . ?
O5 Ho1 O2 70.79(12) . . ?
O5 Ho1 O3 74.53(12) . . ?
O5 Ho1 O4 77.47(11) . . ?
O5 Ho1 O6 105.25(11) . 2_657 ?
O5 Ho1 O11 79.85(11) . 2_666 ?
O6 Ho1 O1 79.70(11) 2_657 . ?
O6 Ho1 O2 78.87(11) 2_657 . ?
O6 Ho1 O3 77.52(12) 2_657 . ?
O6 Ho1 O4 129.25(12) 2_657 . ?
O6 Ho1 O11 155.21(12) 2_657 2_666 ?
O11 Ho1 O3 126.71(12) 2_666 . ?
O11 Ho1 O4 75.46(12) 2_666 . ?
O12 Ho1 O1 72.00(12) 1_446 . ?
O12 Ho1 O2 140.15(12) 1_446 . ?
O12 Ho1 O3 77.94(12) 1_446 . ?
O12 Ho1 O4 74.50(12) 1_446 . ?
O12 Ho1 O5 148.76(13) 1_446 . ?
O12 Ho1 O6 82.62(11) 1_446 2_657 ?
O12 Ho1 O11 105.80(11) 1_446 2_666 ?
C5 N1 C4 115.2(4) . . ?
C5 N1 C6 125.9(4) . . ?
C6 N1 C4 118.8(4) . . ?
C17 N2 C19 116.3(4) . . ?
C18 N2 C17 125.3(4) . . ?
C18 N2 C19 118.4(4) . . ?
Ho1 O1 H1A 109.6 . . ?
Ho1 O1 H1B 109.5 . . ?
H1A O1 H1B 104.3 . . ?
Ho1 O2 H2A 109.4 . . ?
Ho1 O2 H2B 109.4 . . ?
H2A O2 H2B 104.4 . . ?
C1 O3 Ho1 92.8(3) . . ?
C1 O4 Ho1 93.5(3) . . ?
C3 O5 Ho1 164.2(3) . . ?
C3 O6 Ho1 116.1(3) . 2_657 ?
C20 O11 Ho1 114.3(3) . 2_666 ?
C20 O12 Ho1 163.6(3) . 1_664 ?
H1WA O1W H1WB 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C1 O3 Ho1 177.3(5) . . . . ?
C2 C1 O4 Ho1 -177.3(5) . . . . ?
C3 C4 N1 C5 -72.9(5) . . . . ?
C3 C4 N1 C6 104.3(5) . . . . ?
C4 C3 O5 Ho1 20.8(14) . . . . ?
C4 C3 O6 Ho1 -173.7(3) . . . 2_657 ?
C5 C7 C9 C12 179.8(4) . . . . ?
C5 C7 C10 C8 1.6(6) . . . . ?
C5 C7 C10 C13 -179.6(4) . . . . ?
C6 C8 C10 C7 -2.2(6) . . . . ?
C6 C8 C10 C13 179.1(4) . . . . ?
C6 C8 C11 C14 -177.6(4) . . . . ?
C7 C5 N1 C4 175.1(3) . . . . ?
C7 C5 N1 C6 -1.9(6) . . . . ?
C7 C9 C12 C15 -0.2(7) . . . . ?
C7 C10 C13 C15 -0.2(6) . . . . ?
C7 C10 C13 C16 -179.7(4) . . . . ?
C8 C6 N1 C4 -175.5(4) . . . . ?
C8 C6 N1 C5 1.4(6) . . . . ?
C8 C10 C13 C15 178.5(4) . . . . ?
C8 C10 C13 C16 -0.9(6) . . . . ?
C8 C11 C14 C16 -1.9(7) . . . . ?
C9 C7 C10 C8 -179.0(4) . . . . ?
C9 C7 C10 C13 -0.3(6) . . . . ?
C9 C12 C15 C13 -0.3(6) . . . . ?
C9 C12 C15 C17 178.7(4) . . . . ?
C10 C7 C9 C12 0.5(6) . . . . ?
C10 C8 C11 C14 2.4(7) . . . . ?
C10 C13 C15 C12 0.5(6) . . . . ?
C10 C13 C15 C17 -178.5(4) . . . . ?
C10 C13 C16 C14 1.4(6) . . . . ?
C10 C13 C16 C18 -179.7(4) . . . . ?
C11 C8 C10 C7 177.8(4) . . . . ?
C11 C8 C10 C13 -1.0(6) . . . . ?
C11 C14 C16 C13 0.0(7) . . . . ?
C11 C14 C16 C18 -178.9(4) . . . . ?
C12 C15 C17 N2 179.6(4) . . . . ?
C12 C15 C17 O9 0.2(7) . . . . ?
C13 C15 C17 N2 -1.3(6) . . . . ?
C13 C15 C17 O9 179.3(4) . . . . ?
C13 C16 C18 N2 -2.2(6) . . . . ?
C13 C16 C18 O10 176.6(4) . . . . ?
C14 C16 C18 N2 176.7(4) . . . . ?
C14 C16 C18 O10 -4.6(7) . . . . ?
C15 C13 C16 C14 -178.0(4) . . . . ?
C15 C13 C16 C18 0.8(6) . . . . ?
C15 C17 N2 C18 -0.1(6) . . . . ?
C15 C17 N2 C19 176.7(4) . . . . ?
C16 C13 C15 C12 -180.0(4) . . . . ?
C16 C13 C15 C17 0.9(6) . . . . ?
C16 C18 N2 C17 1.8(6) . . . . ?
C16 C18 N2 C19 -174.9(3) . . . . ?
C19 C20 O11 Ho1 173.4(3) . . . 2_666 ?
C19 C20 O12 Ho1 -5.7(14) . . . 1_664 ?
C20 C19 N2 C17 -80.7(5) . . . . ?
C20 C19 N2 C18 96.3(5) . . . . ?
N1 C5 C7 C9 -179.0(4) . . . . ?
N1 C5 C7 C10 0.4(6) . . . . ?
N1 C6 C8 C10 0.7(6) . . . . ?
N1 C6 C8 C11 -179.2(4) . . . . ?
N2 C19 C20 O11 -17.3(7) . . . . ?
N2 C19 C20 O12 162.6(4) . . . . ?
O3 C1 O4 Ho1 1.1(5) . . . . ?
O4 C1 O3 Ho1 -1.1(5) . . . . ?
O5 C3 C4 N1 159.9(4) . . . . ?
O5 C3 O6 Ho1 4.5(6) . . . 2_657 ?
O6 C3 C4 N1 -21.8(6) . . . . ?
O6 C3 O5 Ho1 -157.4(9) . . . . ?
O7 C5 C7 C9 0.6(7) . . . . ?
O7 C5 C7 C10 179.9(4) . . . . ?
O7 C5 N1 C4 -4.5(6) . . . . ?
O7 C5 N1 C6 178.5(4) . . . . ?
O8 C6 C8 C10 -179.2(5) . . . . ?
O8 C6 C8 C11 0.8(7) . . . . ?
O8 C6 N1 C4 4.4(6) . . . . ?
O8 C6 N1 C5 -178.7(4) . . . . ?
O9 C17 N2 C18 179.3(4) . . . . ?
O9 C17 N2 C19 -3.9(6) . . . . ?
O10 C18 N2 C17 -176.9(4) . . . . ?
O10 C18 N2 C19 6.3(6) . . . . ?
O11 C20 O12 Ho1 174.2(8) . . . 1_664 ?
O12 C20 O11 Ho1 -6.5(6) . . . 2_666 ?

_olex2_submission_special_instructions 'No special instructions were received'
