# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2021

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

data_LaR
_database_code_depnum_ccdc_archive 'CCDC 2056750'
loop_
_audit_author_name
_audit_author_address
'Kang Min Ok'
;Sogang University
South Korea
;
_audit_update_record             
;
2021-03-29 deposited with the CCDC.	2021-04-06 downloaded from the CCDC.
;

_audit_creation_date             2021-03-27T12:39:46-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         '2(C18 H25 N10 O11 La), 7(H2 O)'
_chemical_formula_sum            'C36 H64 N20 O29 La2'
_chemical_formula_weight         1518.89
_chemical_absolute_configuration ad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2'
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_Int_Tables_number      5
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   19.0480(11)
_cell_length_b                   9.6054(4)
_cell_length_c                   17.9497(9)
_cell_angle_alpha                90
_cell_angle_beta                 116.283(3)
_cell_angle_gamma                90
_cell_volume                     2944.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9051
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      28.31
_cell_measurement_wavelength     0.71076

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.512
_exptl_crystal_size_mid          0.034
_exptl_crystal_size_min          0.016
_exptl_crystal_density_diffrn    1.713
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1532

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.534
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        SADABS-2016/2 - Bruker AXS area detector scaling and absorption correcti
;
_exptl_absorpt_correction_T_min  0.637
_exptl_absorpt_correction_T_max  0.746

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'sealed x-ray tube'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector                 'PHOTON II CPAD detector'
_diffrn_orient_matrix_type       'x-axis to radiation source'
_diffrn_orient_matrix_ub_11      0.075405
_diffrn_orient_matrix_ub_12      -0.100178
_diffrn_orient_matrix_ub_13      0.011398
_diffrn_orient_matrix_ub_21      0.084043
_diffrn_orient_matrix_ub_22      0.03186
_diffrn_orient_matrix_ub_23      -0.001323
_diffrn_orient_matrix_ub_31      -0.038718
_diffrn_orient_matrix_ub_32      0.008927
_diffrn_orient_matrix_ub_33      0.061066
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'ω oscillation scans'
_diffrn_reflns_av_R_equivalents  0.0494
_diffrn_reflns_number            46565
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.976
_diffrn_reflns_theta_max         28.346
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_reflns_number_total             7345
_reflns_number_gt                6894
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX3 software'
_computing_cell_refinement       'SAINT V8.38A integration software'
_computing_data_reduction        'Bruker APEX3 software'
_computing_structure_solution    'SHELXS-2013/2 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0199P)²+5.8298P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         7345
_refine_ls_number_parameters     413
_refine_ls_number_restraints     8
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0327
_refine_ls_R_factor_gt           0.0285
_refine_ls_wR_factor_ref         0.0576
_refine_ls_wR_factor_gt          0.0564
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Flack x determined using 3032 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.015(5)
_refine_diff_density_max         1.181
_refine_diff_density_min         -1.389
_refine_diff_density_rms         0.09

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
La La -0.2871 2.4523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
La1 La 0.5 0.11162(3) 0.5 0.00992(9) Uani 1 d . .
La2 La 0 1.05272(3) 0 0.01449(11) Uani 1 d . .
O1 O 0.11780(19) 0.9955(4) 0.1528(2) 0.0218(7) Uani 1 d . .
O2 O 0.0744(2) 0.8281(4) 0.0593(2) 0.0297(9) Uani 1 d . .
O3 O 0.2634(2) 0.1265(4) 0.3269(2) 0.0294(9) Uani 1 d . .
O4 O 0.36480(18) 0.1823(3) 0.44664(19) 0.0176(7) Uani 1 d . .
O5 O 0.43311(18) 0.8875(3) 0.51626(19) 0.0142(6) Uani 1 d . .
O6 O 0.55182(18) 0.0438(3) 0.64255(17) 0.0180(7) Uani 1 d . .
O7 O 0.5914(2) 0.1222(5) 0.7716(2) 0.0254(8) Uani 1 d . .
O8 O 0.55620(19) -0.5307(4) 0.8999(2) 0.0226(8) Uani 1 d . .
O9 O 0.63454(18) -0.3940(4) 1.00143(19) 0.0226(7) Uani 1 d . .
O10 O 0.49170(19) -0.6583(3) 0.57457(19) 0.0156(7) Uani 1 d . .
O11 O -0.0579(2) 1.2727(4) -0.0874(2) 0.0214(7) Uani 1 d . .
H11A H -0.049(3) 1.354(4) -0.069(4) 0.032 Uiso 1 d . .
H11B H -0.1061(17) 1.266(6) -0.118(3) 0.032 Uiso 1 d . .
O12 O 0 0.5119(6) 0 0.0298(12) Uani 1 d . .
H12 H -0.025(3) 0.555(5) 0.018(4) 0.045 Uiso 1 d . .
O13 O 0.4145(3) 0.1576(5) 0.0699(3) 0.0508(13) Uani 1 d . .
O14 O 0.5774(5) 0.5291(12) 0.2854(5) 0.116(3) Uani 1 d . .
O15 O 0.2240(2) 0.2232(4) 0.1589(2) 0.0252(8) Uani 1 d . .
H15A H 0.214(4) 0.154(5) 0.126(3) 0.038 Uiso 1 d . .
H15B H 0.228(4) 0.183(7) 0.203(3) 0.038 Uiso 1 d . .
N1 N 0.2708(2) 0.6379(4) 0.3486(2) 0.0156(8) Uani 1 d . .
N2 N 0.3878(2) 0.6670(4) 0.4780(2) 0.0124(7) Uani 1 d . .
N3 N 0.3234(2) 0.8592(4) 0.3962(2) 0.0137(8) Uani 1 d . .
H3N H 0.318925 0.950047 0.389312 0.016 Uiso 1 calc . .
N4 N 0.3322(2) 0.4524(4) 0.4312(2) 0.0149(8) Uani 1 d . .
H4N H 0.372325 0.416575 0.474028 0.018 Uiso 1 calc . .
N5 N 0.2187(2) 0.8344(4) 0.2683(2) 0.0196(9) Uani 1 d . .
H5N H 0.220278 0.925656 0.265076 0.023 Uiso 1 calc . .
N6 N 0.6015(2) -0.3968(4) 0.7670(2) 0.0127(7) Uani 1 d . .
N7 N 0.5840(2) -0.6221(4) 0.7079(2) 0.0147(8) Uani 1 d . .
H7N H 0.599006 -0.709753 0.714534 0.018 Uiso 1 calc . .
N8 N 0.5168(2) -0.4376(4) 0.6246(2) 0.0129(7) Uani 1 d . .
H8N H 0.486464 -0.402279 0.575505 0.015 Uiso 1 calc . .
N9 N 0.6655(2) -0.5855(4) 0.8460(2) 0.0148(8) Uani 1 d . .
H9N H 0.682945 -0.670819 0.84753 0.018 Uiso 1 calc . .
N10 N 0.5364(2) -0.2165(4) 0.6798(2) 0.0137(7) Uani 1 d . .
H10N H 0.50724 -0.184964 0.629426 0.016 Uiso 1 calc . .
C1 C 0.3842(2) 0.8049(5) 0.4662(3) 0.0120(8) Uani 1 d . .
C2 C 0.3298(2) 0.5900(4) 0.4193(2) 0.0127(9) Uani 1 d . .
C3 C 0.2701(3) 0.7741(5) 0.3374(3) 0.0143(9) Uani 1 d . .
C4 C 0.1597(3) 0.7600(5) 0.1971(3) 0.0213(10) Uani 1 d . .
H41 H 0.123234 0.709934 0.214361 0.026 Uiso 1 calc . .
C5 C 0.1144(3) 0.8700(5) 0.1321(3) 0.0182(10) Uani 1 d . .
C6 C 0.1964(4) 0.6552(7) 0.1594(4) 0.0406(16) Uani 1 d . .
H61 H 0.155557 0.617418 0.107616 0.061 Uiso 1 calc . .
H62 H 0.22094 0.579109 0.198825 0.061 Uiso 1 calc . .
H63 H 0.236101 0.702451 0.147775 0.061 Uiso 1 calc . .
C7 C 0.2702(3) 0.3589(5) 0.3754(3) 0.0190(10) Uani 1 d . .
H71 H 0.251935 0.391797 0.316884 0.023 Uiso 1 calc . .
C8 C 0.3022(3) 0.2116(5) 0.3826(3) 0.0151(9) Uani 1 d . .
C9 C 0.2008(3) 0.3575(6) 0.3962(5) 0.0403(16) Uani 1 d . .
H91 H 0.159738 0.296479 0.357169 0.06 Uiso 1 calc . .
H92 H 0.18013 0.452174 0.391866 0.06 Uiso 1 calc . .
H93 H 0.217827 0.322981 0.452971 0.06 Uiso 1 calc . .
C10 C 0.5285(3) -0.5779(5) 0.6325(3) 0.0132(9) Uani 1 d . .
C11 C 0.6167(3) -0.5317(5) 0.7736(3) 0.0125(9) Uani 1 d . .
C12 C 0.5514(2) -0.3508(4) 0.6915(2) 0.0118(8) Uani 1 d . .
C13 C 0.5678(3) -0.1188(5) 0.7501(3) 0.0179(10) Uani 1 d . .
H131 H 0.622904 -0.147202 0.786972 0.021 Uiso 1 calc . .
C14 C 0.5701(2) 0.0269(5) 0.7192(2) 0.0144(9) Uani 1 d . .
C15 C 0.5222(4) -0.1265(6) 0.8012(4) 0.0330(14) Uani 1 d . .
H151 H 0.549308 -0.071928 0.852176 0.05 Uiso 1 calc . .
H152 H 0.518459 -0.223703 0.815525 0.05 Uiso 1 calc . .
H153 H 0.469534 -0.088716 0.768789 0.05 Uiso 1 calc . .
C16 C 0.6914(3) -0.5074(5) 0.9235(3) 0.0160(9) Uani 1 d . .
H161 H 0.715178 -0.417617 0.917857 0.019 Uiso 1 calc . .
C17 C 0.6221(3) -0.4754(5) 0.9424(3) 0.0165(9) Uani 1 d . .
C18 C 0.7535(3) -0.5917(6) 0.9944(3) 0.0290(12) Uani 1 d . .
H181 H 0.769755 -0.540753 1.046716 0.044 Uiso 1 calc . .
H182 H 0.79887 -0.606228 0.983236 0.044 Uiso 1 calc . .
H183 H 0.731538 -0.681984 0.998512 0.044 Uiso 1 calc . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
La1 O6 2.389(3) . ?
La1 O6 2.389(3) 2_656 ?
La1 O4 2.414(3) 2_656 ?
La1 O4 2.414(3) . ?
La1 O5 2.583(3) 1_545 ?
La1 O5 2.583(3) 2_646 ?
La1 O10 2.625(3) 1_565 ?
La1 O10 2.625(3) 2_666 ?
La2 O2 2.542(4) 2 ?
La2 O2 2.542(4) . ?
La2 O11 2.571(3) 2 ?
La2 O11 2.571(3) . ?
La2 O8 2.592(3) 3_464 ?
La2 O8 2.592(3) 4_566 ?
La2 O9 2.602(3) 3_464 ?
La2 O9 2.602(3) 4_566 ?
La2 O1 2.722(3) . ?
La2 O1 2.722(3) 2 ?
La2 C17 2.945(5) 4_566 ?
La2 C17 2.945(5) 3_464 ?
O1 C5 1.255(6) . ?
O2 C5 1.253(6) . ?
O3 C8 1.249(5) . ?
O4 C8 1.268(5) . ?
O5 C1 1.250(5) . ?
O6 C14 1.272(5) . ?
O7 C14 1.244(6) . ?
O8 C17 1.261(5) . ?
O9 C17 1.251(5) . ?
O10 C10 1.235(5) . ?
O11 H11A 0.84(3) . ?
O11 H11B 0.84(3) . ?
O12 H12 0.81(2) . ?
O12 H12 0.81(2) 2 ?
O15 H15A 0.85(3) . ?
O15 H15B 0.84(3) . ?
N1 C3 1.323(6) . ?
N1 C2 1.350(5) . ?
N2 C1 1.339(6) . ?
N2 C2 1.359(5) . ?
N3 C3 1.365(6) . ?
N3 C1 1.379(5) . ?
N3 H3N 0.88 . ?
N4 C2 1.336(6) . ?
N4 C7 1.469(6) . ?
N4 H4N 0.88 . ?
N5 C3 1.325(5) . ?
N5 C4 1.462(6) . ?
N5 H5N 0.88 . ?
N6 C11 1.322(6) . ?
N6 C12 1.341(5) . ?
N7 C10 1.365(5) . ?
N7 C11 1.371(6) . ?
N7 H7N 0.88 . ?
N8 C10 1.363(6) . ?
N8 C12 1.368(5) . ?
N8 H8N 0.88 . ?
N9 C11 1.324(5) . ?
N9 C16 1.461(5) . ?
N9 H9N 0.88 . ?
N10 C12 1.318(5) . ?
N10 C13 1.471(5) . ?
N10 H10N 0.88 . ?
C4 C5 1.526(6) . ?
C4 C6 1.543(8) . ?
C4 H41 1 . ?
C6 H61 0.98 . ?
C6 H62 0.98 . ?
C6 H63 0.98 . ?
C7 C8 1.523(6) . ?
C7 C9 1.526(8) . ?
C7 H71 1 . ?
C9 H91 0.98 . ?
C9 H92 0.98 . ?
C9 H93 0.98 . ?
C13 C14 1.514(6) . ?
C13 C15 1.516(7) . ?
C13 H131 1 . ?
C15 H151 0.98 . ?
C15 H152 0.98 . ?
C15 H153 0.98 . ?
C16 C18 1.529(6) . ?
C16 C17 1.533(6) . ?
C16 H161 1 . ?
C18 H181 0.98 . ?
C18 H182 0.98 . ?
C18 H183 0.98 . ?

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
O6 La1 O6 148.36(16) . 2_656 ?
O6 La1 O4 77.85(11) . 2_656 ?
O6 La1 O4 111.34(11) 2_656 2_656 ?
O6 La1 O4 111.34(11) . . ?
O6 La1 O4 77.85(11) 2_656 . ?
O4 La1 O4 147.34(16) 2_656 . ?
O6 La1 O5 69.04(10) . 1_545 ?
O6 La1 O5 84.45(11) 2_656 1_545 ?
O4 La1 O5 133.04(10) 2_656 1_545 ?
O4 La1 O5 77.65(11) . 1_545 ?
O6 La1 O5 84.45(11) . 2_646 ?
O6 La1 O5 69.04(10) 2_656 2_646 ?
O4 La1 O5 77.65(10) 2_656 2_646 ?
O4 La1 O5 133.04(10) . 2_646 ?
O5 La1 O5 67.09(14) 1_545 2_646 ?
O6 La1 O10 76.88(10) . 1_565 ?
O6 La1 O10 133.32(10) 2_656 1_565 ?
O4 La1 O10 81.69(11) 2_656 1_565 ?
O4 La1 O10 70.79(10) . 1_565 ?
O5 La1 O10 120.01(10) 1_545 1_565 ?
O5 La1 O10 154.62(10) 2_646 1_565 ?
O6 La1 O10 133.32(11) . 2_666 ?
O6 La1 O10 76.88(10) 2_656 2_666 ?
O4 La1 O10 70.79(10) 2_656 2_666 ?
O4 La1 O10 81.69(11) . 2_666 ?
O5 La1 O10 154.62(9) 1_545 2_666 ?
O5 La1 O10 120.00(10) 2_646 2_666 ?
O10 La1 O10 65.29(14) 1_565 2_666 ?
O2 La2 O2 63.80(17) 2 . ?
O2 La2 O11 164.22(12) 2 2 ?
O2 La2 O11 115.67(11) . 2 ?
O2 La2 O11 115.67(11) 2 . ?
O2 La2 O11 164.22(12) . . ?
O11 La2 O11 69.44(16) 2 . ?
O2 La2 O8 76.83(12) 2 3_464 ?
O2 La2 O8 72.75(12) . 3_464 ?
O11 La2 O8 118.63(11) 2 3_464 ?
O11 La2 O8 91.63(11) . 3_464 ?
O2 La2 O8 72.75(12) 2 4_566 ?
O2 La2 O8 76.83(12) . 4_566 ?
O11 La2 O8 91.64(11) 2 4_566 ?
O11 La2 O8 118.63(11) . 4_566 ?
O8 La2 O8 144.02(16) 3_464 4_566 ?
O2 La2 O9 122.33(13) 2 3_464 ?
O2 La2 O9 78.40(13) . 3_464 ?
O11 La2 O9 71.19(11) 2 3_464 ?
O11 La2 O9 89.96(12) . 3_464 ?
O8 La2 O9 50.24(10) 3_464 3_464 ?
O8 La2 O9 139.56(10) 4_566 3_464 ?
O2 La2 O9 78.40(13) 2 4_566 ?
O2 La2 O9 122.33(13) . 4_566 ?
O11 La2 O9 89.97(12) 2 4_566 ?
O11 La2 O9 71.19(11) . 4_566 ?
O8 La2 O9 139.56(10) 3_464 4_566 ?
O8 La2 O9 50.24(10) 4_566 4_566 ?
O9 La2 O9 157.33(17) 3_464 4_566 ?
O2 La2 O1 107.97(11) 2 . ?
O2 La2 O1 49.37(10) . . ?
O11 La2 O1 67.15(11) 2 . ?
O11 La2 O1 136.07(11) . . ?
O8 La2 O1 103.12(11) 3_464 . ?
O8 La2 O1 69.41(10) 4_566 . ?
O9 La2 O1 70.18(10) 3_464 . ?
O9 La2 O1 114.74(10) 4_566 . ?
O2 La2 O1 49.37(10) 2 2 ?
O2 La2 O1 107.97(11) . 2 ?
O11 La2 O1 136.07(11) 2 2 ?
O11 La2 O1 67.15(11) . 2 ?
O8 La2 O1 69.41(10) 3_464 2 ?
O8 La2 O1 103.12(11) 4_566 2 ?
O9 La2 O1 114.74(10) 3_464 2 ?
O9 La2 O1 70.18(10) 4_566 2 ?
O1 La2 O1 156.71(14) . 2 ?
O2 La2 C17 71.87(13) 2 4_566 ?
O2 La2 C17 98.93(13) . 4_566 ?
O11 La2 C17 93.08(12) 2 4_566 ?
O11 La2 C17 95.57(12) . 4_566 ?
O8 La2 C17 147.92(11) 3_464 4_566 ?
O8 La2 C17 25.30(11) 4_566 4_566 ?
O9 La2 C17 160.32(10) 3_464 4_566 ?
O9 La2 C17 25.11(11) 4_566 4_566 ?
O1 La2 C17 93.13(11) . 4_566 ?
O1 La2 C17 84.74(11) 2 4_566 ?
O2 La2 C17 98.93(13) 2 3_464 ?
O2 La2 C17 71.87(13) . 3_464 ?
O11 La2 C17 95.57(12) 2 3_464 ?
O11 La2 C17 93.08(12) . 3_464 ?
O8 La2 C17 25.30(11) 3_464 3_464 ?
O8 La2 C17 147.92(11) 4_566 3_464 ?
O9 La2 C17 25.11(11) 3_464 3_464 ?
O9 La2 C17 160.32(10) 4_566 3_464 ?
O1 La2 C17 84.74(11) . 3_464 ?
O1 La2 C17 93.13(11) 2 3_464 ?
C17 La2 C17 169.46(17) 4_566 3_464 ?
C5 O1 La2 89.1(3) . . ?
C5 O2 La2 97.6(3) . . ?
C8 O4 La1 146.3(3) . . ?
C1 O5 La1 134.0(3) . 1_565 ?
C14 O6 La1 168.2(3) . . ?
C17 O8 La2 93.2(3) . 3_536 ?
C17 O9 La2 93.0(3) . 3_536 ?
C10 O10 La1 144.7(3) . 1_545 ?
La2 O11 H11A 125(4) . . ?
La2 O11 H11B 113(4) . . ?
H11A O11 H11B 108(5) . . ?
H12 O12 H12 119(7) . 2 ?
H15A O15 H15B 101(6) . . ?
C3 N1 C2 115.4(4) . . ?
C1 N2 C2 116.6(4) . . ?
C3 N3 C1 121.0(4) . . ?
C3 N3 H3N 119.5 . . ?
C1 N3 H3N 119.5 . . ?
C2 N4 C7 122.4(4) . . ?
C2 N4 H4N 118.8 . . ?
C7 N4 H4N 118.8 . . ?
C3 N5 C4 124.6(4) . . ?
C3 N5 H5N 117.7 . . ?
C4 N5 H5N 117.7 . . ?
C11 N6 C12 116.2(4) . . ?
C10 N7 C11 120.8(4) . . ?
C10 N7 H7N 119.6 . . ?
C11 N7 H7N 119.6 . . ?
C10 N8 C12 121.2(3) . . ?
C10 N8 H8N 119.4 . . ?
C12 N8 H8N 119.4 . . ?
C11 N9 C16 121.9(4) . . ?
C11 N9 H9N 119 . . ?
C16 N9 H9N 119 . . ?
C12 N10 C13 120.8(4) . . ?
C12 N10 H10N 119.6 . . ?
C13 N10 H10N 119.6 . . ?
O5 C1 N2 122.9(4) . . ?
O5 C1 N3 118.2(4) . . ?
N2 C1 N3 118.8(4) . . ?
N4 C2 N1 116.3(4) . . ?
N4 C2 N2 117.1(4) . . ?
N1 C2 N2 126.6(4) . . ?
N1 C3 N5 121.9(4) . . ?
N1 C3 N3 121.4(4) . . ?
N5 C3 N3 116.7(4) . . ?
N5 C4 C5 106.6(4) . . ?
N5 C4 C6 112.3(4) . . ?
C5 C4 C6 109.2(4) . . ?
N5 C4 H41 109.5 . . ?
C5 C4 H41 109.5 . . ?
C6 C4 H41 109.5 . . ?
O2 C5 O1 123.0(4) . . ?
O2 C5 C4 116.8(4) . . ?
O1 C5 C4 120.1(4) . . ?
O2 C5 La2 57.7(2) . . ?
O1 C5 La2 66.0(2) . . ?
C4 C5 La2 169.3(3) . . ?
C4 C6 H61 109.5 . . ?
C4 C6 H62 109.5 . . ?
H61 C6 H62 109.5 . . ?
C4 C6 H63 109.5 . . ?
H61 C6 H63 109.5 . . ?
H62 C6 H63 109.5 . . ?
N4 C7 C8 109.9(4) . . ?
N4 C7 C9 111.1(4) . . ?
C8 C7 C9 109.2(4) . . ?
N4 C7 H71 108.9 . . ?
C8 C7 H71 108.9 . . ?
C9 C7 H71 108.9 . . ?
O3 C8 O4 124.5(4) . . ?
O3 C8 C7 117.8(4) . . ?
O4 C8 C7 117.6(4) . . ?
C7 C9 H91 109.5 . . ?
C7 C9 H92 109.5 . . ?
H91 C9 H92 109.5 . . ?
C7 C9 H93 109.5 . . ?
H91 C9 H93 109.5 . . ?
H92 C9 H93 109.5 . . ?
O10 C10 N8 121.6(4) . . ?
O10 C10 N7 122.8(4) . . ?
N8 C10 N7 115.5(4) . . ?
N6 C11 N9 120.1(4) . . ?
N6 C11 N7 123.1(4) . . ?
N9 C11 N7 116.8(4) . . ?
N10 C12 N6 119.3(4) . . ?
N10 C12 N8 118.1(4) . . ?
N6 C12 N8 122.5(4) . . ?
N10 C13 C14 110.0(4) . . ?
N10 C13 C15 111.3(4) . . ?
C14 C13 C15 112.6(4) . . ?
N10 C13 H131 107.6 . . ?
C14 C13 H131 107.6 . . ?
C15 C13 H131 107.6 . . ?
O7 C14 O6 124.4(4) . . ?
O7 C14 C13 117.1(4) . . ?
O6 C14 C13 118.4(4) . . ?
C13 C15 H151 109.5 . . ?
C13 C15 H152 109.5 . . ?
H151 C15 H152 109.5 . . ?
C13 C15 H153 109.5 . . ?
H151 C15 H153 109.5 . . ?
H152 C15 H153 109.5 . . ?
N9 C16 C18 109.3(4) . . ?
N9 C16 C17 110.7(4) . . ?
C18 C16 C17 110.3(4) . . ?
N9 C16 H161 108.8 . . ?
C18 C16 H161 108.8 . . ?
C17 C16 H161 108.8 . . ?
O9 C17 O8 122.7(4) . . ?
O9 C17 C16 116.9(4) . . ?
O8 C17 C16 120.3(4) . . ?
O9 C17 La2 61.9(2) . 3_536 ?
O8 C17 La2 61.5(2) . 3_536 ?
C16 C17 La2 170.8(3) . 3_536 ?
C16 C18 H181 109.5 . . ?
C16 C18 H182 109.5 . . ?
H181 C18 H182 109.5 . . ?
C16 C18 H183 109.5 . . ?
H181 C18 H183 109.5 . . ?
H182 C18 H183 109.5 . . ?

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
O11 H11A O12 0.84(3) 1.92(3) 2.724(6) 161(6) 1_565 yes
O11 H11B O15 0.84(3) 2.07(3) 2.878(5) 161(6) 2_565 yes
O15 H15A O1 0.85(3) 2.58(6) 2.948(5) 107(5) 1_545 yes
O15 H15A O9 0.85(3) 2.13(5) 2.810(5) 137(6) 3_454 yes
O15 H15B O3 0.84(3) 2.10(3) 2.918(5) 164(6) . yes
N3 H3N O3 0.88 2.05 2.861(5) 153 1_565 yes
N3 H3N O4 0.88 2.45 3.231(5) 148.2 1_565 yes
N4 H4N O10 0.88 2.3 3.172(5) 168.8 1_565 yes
N5 H5N O3 0.88 2.2 2.985(5) 149.1 1_565 yes
N7 H7N O6 0.88 2.66 3.379(5) 140.1 1_545 yes
N7 H7N O7 0.88 1.95 2.686(6) 140.1 1_545 yes
N8 H8N N2 0.88 2.03 2.871(5) 159.4 1_545 yes
N9 H9N O7 0.88 2.6 3.161(6) 122.7 1_545 yes
N9 H9N O15 0.88 2.09 2.824(5) 140.2 2_646 yes
N10 H10N O5 0.88 2.02 2.894(5) 175.4 1_545 yes

####################################################################### 
# 
# 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_PrR
_database_code_depnum_ccdc_archive 'CCDC 2056754'
loop_
_audit_author_name
_audit_author_address
'Kang Min Ok'
;Sogang University
South Korea
;
_audit_update_record             
;
2021-03-29 deposited with the CCDC.	2021-04-06 downloaded from the CCDC.
;

_audit_creation_date             2021-03-27T11:40:23-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         '2(C18 H25 N10 O11 Pr), 7(H2 O)'
_chemical_formula_sum            'C36 H64 N20 O29 Pr2'
_chemical_formula_weight         1522.89
_chemical_absolute_configuration ad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2'
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_Int_Tables_number      5
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   18.9531(15)
_cell_length_b                   9.5680(6)
_cell_length_c                   17.8641(13)
_cell_angle_alpha                90
_cell_angle_beta                 116.077(4)
_cell_angle_gamma                90
_cell_volume                     2909.8(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9886
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      28.44
_cell_measurement_wavelength     0.71076

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.381
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.031
_exptl_crystal_density_diffrn    1.738
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1540

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.759
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        SADABS-2016/2 - Bruker AXS area detector scaling and absorption correcti
;
_exptl_absorpt_correction_T_min  0.606
_exptl_absorpt_correction_T_max  0.746
_shelx_estimated_absorpt_T_min   0.554
_shelx_estimated_absorpt_T_max   0.947

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'sealed x-ray tube'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector                 'PHOTON II CPAD detector'
_diffrn_orient_matrix_type       'x-axis to radiation source'
_diffrn_orient_matrix_ub_11      -0.055168
_diffrn_orient_matrix_ub_12      0.105657
_diffrn_orient_matrix_ub_13      -0.001147
_diffrn_orient_matrix_ub_21      -0.102706
_diffrn_orient_matrix_ub_22      -0.002983
_diffrn_orient_matrix_ub_23      -0.000545
_diffrn_orient_matrix_ub_31      -0.027823
_diffrn_orient_matrix_ub_32      -0.008762
_diffrn_orient_matrix_ub_33      0.06231
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'φ or ω oscillation scans'
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_number            46975
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.985
_diffrn_reflns_theta_max         28.472
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.99
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.99
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.985
_reflns_number_total             7260
_reflns_number_gt                6988
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX3 software'
_computing_cell_refinement       'SAINT V8.38A integration software'
_computing_data_reduction        'Bruker APEX3 software'
_computing_structure_solution    'SHELXS-2013/2 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0170P)²+3.8735P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         7260
_refine_ls_number_parameters     413
_refine_ls_number_restraints     8
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0235
_refine_ls_R_factor_gt           0.0217
_refine_ls_wR_factor_ref         0.0482
_refine_ls_wR_factor_gt          0.0477
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_restrained_S_all      1.095
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Flack x determined using 3145 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.010(3)
_refine_diff_density_max         0.652
_refine_diff_density_min         -0.906
_refine_diff_density_rms         0.082

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pr Pr -0.218 2.8214 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
Pr1 Pr 0.5 0.11281(2) 0.5 0.01043(7) Uani 1 d . .
Pr2 Pr 0 1.05007(3) 0 0.01548(8) Uani 1 d . .
O1 O 0.11786(16) 0.9964(3) 0.15213(17) 0.0235(6) Uani 1 d . .
O2 O 0.07376(18) 0.8297(3) 0.05844(18) 0.0288(7) Uani 1 d . .
O3 O 0.26658(18) 0.1280(3) 0.32710(17) 0.0286(7) Uani 1 d . .
O4 O 0.36722(15) 0.1842(3) 0.44710(16) 0.0176(5) Uani 1 d . .
O5 O 0.43304(15) 0.8912(2) 0.51489(16) 0.0144(5) Uani 1 d . .
O6 O 0.54973(15) 0.0462(3) 0.64034(14) 0.0174(5) Uani 1 d . .
O7 O 0.59183(19) 0.1232(4) 0.77003(18) 0.0274(7) Uani 1 d . .
O8 O 0.55477(16) -0.5314(3) 0.90001(17) 0.0231(6) Uani 1 d . .
O9 O 0.63177(15) -0.3928(3) 1.00083(17) 0.0240(6) Uani 1 d . .
O10 O 0.49155(16) -0.6582(2) 0.57391(16) 0.0160(5) Uani 1 d . .
O11 O -0.05489(17) 1.2666(3) -0.08713(18) 0.0217(6) Uani 1 d . .
H11A H -0.047(3) 1.350(3) -0.071(3) 0.033 Uiso 1 d . .
H11B H -0.1033(16) 1.262(5) -0.118(3) 0.033 Uiso 1 d . .
O12 O 0 0.5078(4) 0 0.0317(10) Uani 1 d . .
H12 H -0.026(3) 0.553(5) 0.019(3) 0.048 Uiso 1 d . .
O13 O 0.4154(3) 0.1568(4) 0.0704(2) 0.0497(10) Uani 1 d . .
O14 O 0.5773(4) 0.5276(10) 0.2848(4) 0.118(3) Uani 1 d . .
O15 O 0.22311(18) 0.2260(3) 0.15768(19) 0.0271(7) Uani 1 d . .
H15A H 0.213(3) 0.160(4) 0.122(3) 0.041 Uiso 1 d . .
H15B H 0.231(3) 0.187(6) 0.203(2) 0.041 Uiso 1 d . .
N1 N 0.27075(18) 0.6391(3) 0.34865(19) 0.0161(6) Uani 1 d . .
N2 N 0.38797(16) 0.6696(3) 0.47767(18) 0.0124(5) Uani 1 d . .
N3 N 0.32373(18) 0.8614(3) 0.39478(19) 0.0148(6) Uani 1 d . .
H3N H 0.319591 0.952441 0.387163 0.018 Uiso 1 calc . .
N4 N 0.33301(17) 0.4543(3) 0.43198(19) 0.0144(6) Uani 1 d . .
H4N H 0.373406 0.41905 0.475064 0.017 Uiso 1 calc . .
N5 N 0.21877(19) 0.8352(3) 0.2676(2) 0.0203(7) Uani 1 d . .
H5N H 0.220451 0.92676 0.264089 0.024 Uiso 1 calc . .
N6 N 0.60036(17) -0.3946(3) 0.76591(17) 0.0136(5) Uani 1 d . .
N7 N 0.58407(19) -0.6206(3) 0.70722(19) 0.0150(6) Uani 1 d . .
H7N H 0.599561 -0.708384 0.713939 0.018 Uiso 1 calc . .
N8 N 0.51599(17) -0.4371(3) 0.62341(18) 0.0128(6) Uani 1 d . .
H8N H 0.485047 -0.402102 0.574252 0.015 Uiso 1 calc . .
N9 N 0.66484(18) -0.5831(3) 0.84557(19) 0.0154(6) Uani 1 d . .
H9N H 0.682646 -0.668607 0.847363 0.018 Uiso 1 calc . .
N10 N 0.53523(18) -0.2150(3) 0.67802(18) 0.0141(6) Uani 1 d . .
H10N H 0.506057 -0.183795 0.627333 0.017 Uiso 1 calc . .
C1 C 0.3840(2) 0.8078(4) 0.4650(2) 0.0116(6) Uani 1 d . .
C2 C 0.33015(19) 0.5920(4) 0.4193(2) 0.0125(7) Uani 1 d . .
C3 C 0.2700(2) 0.7753(4) 0.3366(2) 0.0148(7) Uani 1 d . .
C4 C 0.1594(2) 0.7605(4) 0.1965(2) 0.0222(8) Uani 1 d . .
H41 H 0.12275 0.711235 0.214265 0.027 Uiso 1 calc . .
C5 C 0.1139(2) 0.8705(4) 0.1310(2) 0.0193(8) Uani 1 d . .
C6 C 0.1950(3) 0.6545(6) 0.1585(3) 0.0411(12) Uani 1 d . .
H61 H 0.154185 0.62136 0.105085 0.062 Uiso 1 calc . .
H62 H 0.216326 0.575219 0.196578 0.062 Uiso 1 calc . .
H63 H 0.237168 0.699209 0.149548 0.062 Uiso 1 calc . .
C7 C 0.2712(2) 0.3596(4) 0.3767(3) 0.0199(8) Uani 1 d . .
H71 H 0.2519 0.392944 0.317917 0.024 Uiso 1 calc . .
C8 C 0.3046(2) 0.2132(4) 0.3835(2) 0.0163(7) Uani 1 d . .
C9 C 0.2028(3) 0.3550(5) 0.3991(4) 0.0460(15) Uani 1 d . .
H91 H 0.161957 0.292711 0.360403 0.069 Uiso 1 calc . .
H92 H 0.18116 0.449191 0.395169 0.069 Uiso 1 calc . .
H93 H 0.220961 0.319968 0.456115 0.069 Uiso 1 calc . .
C10 C 0.5286(2) -0.5776(4) 0.6318(2) 0.0133(7) Uani 1 d . .
C11 C 0.6163(2) -0.5301(4) 0.7729(2) 0.0127(7) Uani 1 d . .
C12 C 0.5507(2) -0.3496(3) 0.6903(2) 0.0126(7) Uani 1 d . .
C13 C 0.5662(3) -0.1166(4) 0.7481(2) 0.0187(8) Uani 1 d . .
H131 H 0.621349 -0.145282 0.785345 0.022 Uiso 1 calc . .
C14 C 0.5691(2) 0.0294(4) 0.7173(2) 0.0147(7) Uani 1 d . .
C15 C 0.5200(4) -0.1239(5) 0.7988(3) 0.0413(13) Uani 1 d . .
H151 H 0.54761 -0.071029 0.850587 0.062 Uiso 1 calc . .
H152 H 0.514857 -0.221622 0.811958 0.062 Uiso 1 calc . .
H153 H 0.467725 -0.083646 0.766594 0.062 Uiso 1 calc . .
C16 C 0.6900(2) -0.5047(4) 0.9230(2) 0.0164(7) Uani 1 d . .
H161 H 0.713266 -0.414006 0.917148 0.02 Uiso 1 calc . .
C17 C 0.6201(2) -0.4743(4) 0.9421(2) 0.0170(7) Uani 1 d . .
C18 C 0.7524(3) -0.5877(5) 0.9941(3) 0.0292(9) Uani 1 d . .
H181 H 0.768502 -0.535827 1.046349 0.044 Uiso 1 calc . .
H182 H 0.797955 -0.602103 0.982771 0.044 Uiso 1 calc . .
H183 H 0.730739 -0.678471 0.99885 0.044 Uiso 1 calc . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pr1 O6 2.346(2) 2_656 ?
Pr1 O6 2.346(2) . ?
Pr1 O4 2.367(3) . ?
Pr1 O4 2.367(3) 2_656 ?
Pr1 O5 2.544(2) 2_646 ?
Pr1 O5 2.544(2) 1_545 ?
Pr1 O10 2.599(2) 1_565 ?
Pr1 O10 2.599(2) 2_666 ?
Pr2 O2 2.492(3) 2 ?
Pr2 O2 2.492(3) . ?
Pr2 O11 2.525(3) 2 ?
Pr2 O11 2.525(3) . ?
Pr2 O9 2.550(3) 3_464 ?
Pr2 O9 2.550(3) 4_566 ?
Pr2 O8 2.551(3) 3_464 ?
Pr2 O8 2.551(3) 4_566 ?
Pr2 O1 2.702(3) 2 ?
Pr2 O1 2.702(3) . ?
Pr2 C17 2.893(4) 4_566 ?
Pr2 C17 2.893(4) 3_464 ?
O1 C5 1.255(5) . ?
O2 C5 1.242(5) . ?
O3 C8 1.249(5) . ?
O4 C8 1.262(4) . ?
O5 C1 1.252(4) . ?
O6 C14 1.267(4) . ?
O7 C14 1.234(5) . ?
O8 C17 1.256(5) . ?
O9 C17 1.246(5) . ?
O10 C10 1.232(4) . ?
O11 H11A 0.84(3) . ?
O11 H11B 0.84(2) . ?
O12 H12 0.82(2) . ?
O12 H12 0.82(2) 2 ?
O15 H15A 0.85(3) . ?
O15 H15B 0.85(3) . ?
N1 C3 1.320(4) . ?
N1 C2 1.347(4) . ?
N2 C1 1.338(4) . ?
N2 C2 1.355(4) . ?
N3 C3 1.365(5) . ?
N3 C1 1.372(4) . ?
N3 H3N 0.88 . ?
N4 C2 1.334(4) . ?
N4 C7 1.467(5) . ?
N4 H4N 0.88 . ?
N5 C3 1.319(5) . ?
N5 C4 1.461(5) . ?
N5 H5N 0.88 . ?
N6 C11 1.324(5) . ?
N6 C12 1.333(4) . ?
N7 C10 1.358(5) . ?
N7 C11 1.368(4) . ?
N7 H7N 0.88 . ?
N8 C10 1.362(4) . ?
N8 C12 1.368(4) . ?
N8 H8N 0.88 . ?
N9 C11 1.318(4) . ?
N9 C16 1.457(4) . ?
N9 H9N 0.88 . ?
N10 C12 1.318(4) . ?
N10 C13 1.467(4) . ?
N10 H10N 0.88 . ?
C4 C5 1.528(5) . ?
C4 C6 1.531(6) . ?
C4 H41 1 . ?
C6 H61 0.98 . ?
C6 H62 0.98 . ?
C6 H63 0.98 . ?
C7 C9 1.517(6) . ?
C7 C8 1.519(5) . ?
C7 H71 1 . ?
C9 H91 0.98 . ?
C9 H92 0.98 . ?
C9 H93 0.98 . ?
C13 C15 1.511(6) . ?
C13 C14 1.512(5) . ?
C13 H131 1 . ?
C15 H151 0.98 . ?
C15 H152 0.98 . ?
C15 H153 0.98 . ?
C16 C18 1.523(5) . ?
C16 C17 1.534(5) . ?
C16 H161 1 . ?
C18 H181 0.98 . ?
C18 H182 0.98 . ?
C18 H183 0.98 . ?

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
O6 Pr1 O6 148.45(13) 2_656 . ?
O6 Pr1 O4 78.14(9) 2_656 . ?
O6 Pr1 O4 111.24(9) . . ?
O6 Pr1 O4 111.24(9) 2_656 2_656 ?
O6 Pr1 O4 78.14(9) . 2_656 ?
O4 Pr1 O4 146.47(13) . 2_656 ?
O6 Pr1 O5 69.28(8) 2_656 2_646 ?
O6 Pr1 O5 84.30(9) . 2_646 ?
O4 Pr1 O5 133.65(9) . 2_646 ?
O4 Pr1 O5 77.91(9) 2_656 2_646 ?
O6 Pr1 O5 84.30(9) 2_656 1_545 ?
O6 Pr1 O5 69.28(8) . 1_545 ?
O4 Pr1 O5 77.91(9) . 1_545 ?
O4 Pr1 O5 133.65(8) 2_656 1_545 ?
O5 Pr1 O5 67.11(11) 2_646 1_545 ?
O6 Pr1 O10 133.36(9) 2_656 1_565 ?
O6 Pr1 O10 76.80(8) . 1_565 ?
O4 Pr1 O10 70.58(9) . 1_565 ?
O4 Pr1 O10 81.15(9) 2_656 1_565 ?
O5 Pr1 O10 154.23(8) 2_646 1_565 ?
O5 Pr1 O10 120.29(8) 1_545 1_565 ?
O6 Pr1 O10 76.80(8) 2_656 2_666 ?
O6 Pr1 O10 133.36(9) . 2_666 ?
O4 Pr1 O10 81.15(9) . 2_666 ?
O4 Pr1 O10 70.58(9) 2_656 2_666 ?
O5 Pr1 O10 120.29(8) 2_646 2_666 ?
O5 Pr1 O10 154.23(8) 1_545 2_666 ?
O10 Pr1 O10 65.10(11) 1_565 2_666 ?
O2 Pr2 O2 64.37(14) 2 . ?
O2 Pr2 O11 162.96(10) 2 2 ?
O2 Pr2 O11 115.66(9) . 2 ?
O2 Pr2 O11 115.66(9) 2 . ?
O2 Pr2 O11 162.96(10) . . ?
O11 Pr2 O11 69.70(13) 2 . ?
O2 Pr2 O9 123.46(10) 2 3_464 ?
O2 Pr2 O9 79.11(11) . 3_464 ?
O11 Pr2 O9 71.56(9) 2 3_464 ?
O11 Pr2 O9 87.99(10) . 3_464 ?
O2 Pr2 O9 79.11(11) 2 4_566 ?
O2 Pr2 O9 123.46(10) . 4_566 ?
O11 Pr2 O9 87.99(10) 2 4_566 ?
O11 Pr2 O9 71.56(9) . 4_566 ?
O9 Pr2 O9 155.27(14) 3_464 4_566 ?
O2 Pr2 O8 76.94(10) 2 3_464 ?
O2 Pr2 O8 73.06(10) . 3_464 ?
O11 Pr2 O8 119.89(9) 2 3_464 ?
O11 Pr2 O8 90.19(10) . 3_464 ?
O9 Pr2 O8 50.99(8) 3_464 3_464 ?
O9 Pr2 O8 139.50(9) 4_566 3_464 ?
O2 Pr2 O8 73.05(10) 2 4_566 ?
O2 Pr2 O8 76.94(10) . 4_566 ?
O11 Pr2 O8 90.19(10) 2 4_566 ?
O11 Pr2 O8 119.89(9) . 4_566 ?
O9 Pr2 O8 139.50(9) 3_464 4_566 ?
O9 Pr2 O8 50.99(8) 4_566 4_566 ?
O8 Pr2 O8 144.40(13) 3_464 4_566 ?
O2 Pr2 O1 49.79(9) 2 2 ?
O2 Pr2 O1 108.92(9) . 2 ?
O11 Pr2 O1 135.26(9) 2 2 ?
O11 Pr2 O1 66.51(9) . 2 ?
O9 Pr2 O1 114.90(9) 3_464 2 ?
O9 Pr2 O1 70.14(9) 4_566 2 ?
O8 Pr2 O1 69.43(9) 3_464 2 ?
O8 Pr2 O1 103.61(9) 4_566 2 ?
O2 Pr2 O1 108.92(9) 2 . ?
O2 Pr2 O1 49.79(9) . . ?
O11 Pr2 O1 66.51(9) 2 . ?
O11 Pr2 O1 135.26(9) . . ?
O9 Pr2 O1 70.14(9) 3_464 . ?
O9 Pr2 O1 114.90(9) 4_566 . ?
O8 Pr2 O1 103.61(9) 3_464 . ?
O8 Pr2 O1 69.43(9) 4_566 . ?
O1 Pr2 O1 158.11(12) 2 . ?
O2 Pr2 C17 72.36(11) 2 4_566 ?
O2 Pr2 C17 99.60(11) . 4_566 ?
O11 Pr2 C17 91.22(10) 2 4_566 ?
O11 Pr2 C17 96.36(10) . 4_566 ?
O9 Pr2 C17 159.60(9) 3_464 4_566 ?
O9 Pr2 C17 25.47(9) 4_566 4_566 ?
O8 Pr2 C17 148.41(9) 3_464 4_566 ?
O8 Pr2 C17 25.70(9) 4_566 4_566 ?
O1 Pr2 C17 84.94(10) 2 4_566 ?
O1 Pr2 C17 93.30(10) . 4_566 ?
O2 Pr2 C17 99.60(11) 2 3_464 ?
O2 Pr2 C17 72.36(11) . 3_464 ?
O11 Pr2 C17 96.36(10) 2 3_464 ?
O11 Pr2 C17 91.22(10) . 3_464 ?
O9 Pr2 C17 25.47(9) 3_464 3_464 ?
O9 Pr2 C17 159.60(9) 4_566 3_464 ?
O8 Pr2 C17 25.70(9) 3_464 3_464 ?
O8 Pr2 C17 148.41(9) 4_566 3_464 ?
O1 Pr2 C17 93.30(10) 2 3_464 ?
O1 Pr2 C17 84.94(10) . 3_464 ?
C17 Pr2 C17 170.77(14) 4_566 3_464 ?
C5 O1 Pr2 88.0(2) . . ?
C5 O2 Pr2 98.3(2) . . ?
C8 O4 Pr1 146.9(2) . . ?
C1 O5 Pr1 134.8(2) . 1_565 ?
C14 O6 Pr1 169.2(2) . . ?
C17 O8 Pr2 92.6(2) . 3_536 ?
C17 O9 Pr2 92.9(2) . 3_536 ?
C10 O10 Pr1 144.5(2) . 1_545 ?
Pr2 O11 H11A 127(4) . . ?
Pr2 O11 H11B 113(4) . . ?
H11A O11 H11B 105(4) . . ?
H12 O12 H12 117(6) . 2 ?
H15A O15 H15B 106(5) . . ?
C3 N1 C2 115.3(3) . . ?
C1 N2 C2 116.4(3) . . ?
C3 N3 C1 120.9(3) . . ?
C3 N3 H3N 119.6 . . ?
C1 N3 H3N 119.6 . . ?
C2 N4 C7 122.3(3) . . ?
C2 N4 H4N 118.8 . . ?
C7 N4 H4N 118.8 . . ?
C3 N5 C4 124.8(3) . . ?
C3 N5 H5N 117.6 . . ?
C4 N5 H5N 117.6 . . ?
C11 N6 C12 116.3(3) . . ?
C10 N7 C11 121.2(3) . . ?
C10 N7 H7N 119.4 . . ?
C11 N7 H7N 119.4 . . ?
C10 N8 C12 120.9(3) . . ?
C10 N8 H8N 119.5 . . ?
C12 N8 H8N 119.5 . . ?
C11 N9 C16 122.1(3) . . ?
C11 N9 H9N 118.9 . . ?
C16 N9 H9N 118.9 . . ?
C12 N10 C13 120.6(3) . . ?
C12 N10 H10N 119.7 . . ?
C13 N10 H10N 119.7 . . ?
O5 C1 N2 122.7(3) . . ?
O5 C1 N3 118.2(3) . . ?
N2 C1 N3 119.1(3) . . ?
N4 C2 N1 116.4(3) . . ?
N4 C2 N2 116.8(3) . . ?
N1 C2 N2 126.7(3) . . ?
N5 C3 N1 122.1(3) . . ?
N5 C3 N3 116.5(3) . . ?
N1 C3 N3 121.3(3) . . ?
N5 C4 C5 106.8(3) . . ?
N5 C4 C6 112.8(4) . . ?
C5 C4 C6 109.1(4) . . ?
N5 C4 H41 109.3 . . ?
C5 C4 H41 109.3 . . ?
C6 C4 H41 109.3 . . ?
O2 C5 O1 123.0(4) . . ?
O2 C5 C4 117.5(4) . . ?
O1 C5 C4 119.5(3) . . ?
O2 C5 Pr2 57.0(2) . . ?
O1 C5 Pr2 66.7(2) . . ?
C4 C5 Pr2 169.1(3) . . ?
C4 C6 H61 109.5 . . ?
C4 C6 H62 109.5 . . ?
H61 C6 H62 109.5 . . ?
C4 C6 H63 109.5 . . ?
H61 C6 H63 109.5 . . ?
H62 C6 H63 109.5 . . ?
N4 C7 C9 111.3(4) . . ?
N4 C7 C8 109.5(3) . . ?
C9 C7 C8 109.1(3) . . ?
N4 C7 H71 109 . . ?
C9 C7 H71 109 . . ?
C8 C7 H71 109 . . ?
O3 C8 O4 124.3(3) . . ?
O3 C8 C7 117.7(3) . . ?
O4 C8 C7 118.0(3) . . ?
C7 C9 H91 109.5 . . ?
C7 C9 H92 109.5 . . ?
H91 C9 H92 109.5 . . ?
C7 C9 H93 109.5 . . ?
H91 C9 H93 109.5 . . ?
H92 C9 H93 109.5 . . ?
O10 C10 N7 123.4(3) . . ?
O10 C10 N8 121.2(3) . . ?
N7 C10 N8 115.5(3) . . ?
N9 C11 N6 120.1(3) . . ?
N9 C11 N7 117.2(3) . . ?
N6 C11 N7 122.8(3) . . ?
N10 C12 N6 119.4(3) . . ?
N10 C12 N8 117.8(3) . . ?
N6 C12 N8 122.8(3) . . ?
N10 C13 C15 111.2(3) . . ?
N10 C13 C14 110.3(3) . . ?
C15 C13 C14 112.6(3) . . ?
N10 C13 H131 107.5 . . ?
C15 C13 H131 107.5 . . ?
C14 C13 H131 107.5 . . ?
O7 C14 O6 125.0(3) . . ?
O7 C14 C13 116.7(3) . . ?
O6 C14 C13 118.2(3) . . ?
C13 C15 H151 109.5 . . ?
C13 C15 H152 109.5 . . ?
H151 C15 H152 109.5 . . ?
C13 C15 H153 109.5 . . ?
H151 C15 H153 109.5 . . ?
H152 C15 H153 109.5 . . ?
N9 C16 C18 109.5(3) . . ?
N9 C16 C17 110.8(3) . . ?
C18 C16 C17 110.1(3) . . ?
N9 C16 H161 108.8 . . ?
C18 C16 H161 108.8 . . ?
C17 C16 H161 108.8 . . ?
O9 C17 O8 122.7(3) . . ?
O9 C17 C16 117.0(3) . . ?
O8 C17 C16 120.3(3) . . ?
O9 C17 Pr2 61.7(2) . 3_536 ?
O8 C17 Pr2 61.73(19) . 3_536 ?
C16 C17 Pr2 170.6(2) . 3_536 ?
C16 C18 H181 109.5 . . ?
C16 C18 H182 109.5 . . ?
H181 C18 H182 109.5 . . ?
C16 C18 H183 109.5 . . ?
H181 C18 H183 109.5 . . ?
H182 C18 H183 109.5 . . ?

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
O11 H11A O12 0.84(3) 1.92(3) 2.721(5) 160(5) 1_565 yes
O11 H11B O15 0.84(2) 2.09(3) 2.894(4) 161(5) 2_565 yes
O12 H12 O13 0.82(2) 2.00(2) 2.821(4) 177(6) 3_455 yes
O15 H15A O9 0.85(3) 2.10(4) 2.806(4) 140(5) 3_454 yes
O15 H15B O3 0.85(3) 2.09(3) 2.920(4) 167(6) . yes
N3 H3N O3 0.88 2.01 2.827(4) 154.2 1_565 yes
N3 H3N O4 0.88 2.46 3.227(4) 146.7 1_565 yes
N4 H4N O10 0.88 2.28 3.149(4) 169.1 1_565 yes
N5 H5N O3 0.88 2.21 2.992(4) 148.3 1_565 yes
N7 H7N O6 0.88 2.65 3.366(4) 138.7 1_545 yes
N7 H7N O7 0.88 1.94 2.673(4) 140.1 1_545 yes
N8 H8N N2 0.88 2.01 2.856(4) 160.6 1_545 yes
N9 H9N O7 0.88 2.6 3.161(5) 122.7 1_545 yes
N9 H9N O15 0.88 2.09 2.821(4) 140.3 2_646 yes
N10 H10N O5 0.88 2.01 2.883(4) 175.4 1_545 yes

####################################################################### 
# 
# 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_CeR
_database_code_depnum_ccdc_archive 'CCDC 2056752'
loop_
_audit_author_name
_audit_author_address
'Kang Min Ok'
;Sogang University
South Korea
;
_audit_update_record             
;
2021-03-29 deposited with the CCDC.	2021-04-06 downloaded from the CCDC.
;

_audit_creation_date             2021-03-27T11:38:48-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         '2(C18 H25 N10 O11 Ce), 7(H2 O)'
_chemical_formula_sum            'C36 H64 N20 O29 Ce2'
_chemical_formula_weight         1521.31
_chemical_absolute_configuration ad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2'
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_Int_Tables_number      5
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   19.001(11)
_cell_length_b                   9.557(4)
_cell_length_c                   17.951(9)
_cell_angle_alpha                90
_cell_angle_beta                 116.38(3)
_cell_angle_gamma                90
_cell_volume                     2920(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7666
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      28.46
_cell_measurement_wavelength     0.71076

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       needle
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.832
_exptl_crystal_size_mid          0.043
_exptl_crystal_size_min          0.026
_exptl_crystal_density_diffrn    1.73
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1536

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.643
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        SADABS-2016/2 - Bruker AXS area detector scaling and absorption correcti
;
_exptl_absorpt_correction_T_min  0.643
_exptl_absorpt_correction_T_max  0.746
_shelx_estimated_absorpt_T_min   0.342
_shelx_estimated_absorpt_T_max   0.959

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'sealed x-ray tube'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector                 'PHOTON II CPAD detector'
_diffrn_orient_matrix_type       'x-axis to radiation source'
_diffrn_orient_matrix_ub_11      0.08917
_diffrn_orient_matrix_ub_12      0.005718
_diffrn_orient_matrix_ub_13      0.016952
_diffrn_orient_matrix_ub_21      -0.048062
_diffrn_orient_matrix_ub_22      0.104865
_diffrn_orient_matrix_ub_23      -0.013637
_diffrn_orient_matrix_ub_31      -0.06424
_diffrn_orient_matrix_ub_32      0.012236
_diffrn_orient_matrix_ub_33      0.058254
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'ω oscillation scans'
_diffrn_reflns_av_R_equivalents  0.0763
_diffrn_reflns_number            20818
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.114
_diffrn_reflns_theta_max         28.491
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.981
_reflns_number_total             7267
_reflns_number_gt                6060
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX3 software'
_computing_cell_refinement       'SAINT V8.38A integration software'
_computing_data_reduction        'Bruker APEX3 software'
_computing_structure_solution    'SHELXS-2013/2 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0299P)²+12.0222P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         7267
_refine_ls_number_parameters     414
_refine_ls_number_restraints     8
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0751
_refine_ls_R_factor_gt           0.0564
_refine_ls_wR_factor_ref         0.1093
_refine_ls_wR_factor_gt          0.1025
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.06(3)
_refine_diff_density_max         2.127
_refine_diff_density_min         -2.154
_refine_diff_density_rms         0.169

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ce Ce -0.2486 2.6331 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
Ce1 Ce 0.5 0.06791(6) 0.5 0.0121(2) Uani 1 d . .
Ce2 Ce 0 1.00558(7) 0 0.0185(2) Uani 1 d . .
O1 O 0.1181(4) 0.9514(7) 0.1522(4) 0.0260(17) Uani 1 d . .
O2 O 0.0736(5) 0.7838(9) 0.0588(5) 0.038(2) Uani 1 d . .
O3 O 0.2663(4) 0.0823(7) 0.3271(4) 0.0325(18) Uani 1 d . .
O4 O 0.3672(4) 0.1397(7) 0.4466(4) 0.0188(14) Uani 1 d . .
O5 O 0.4332(4) 0.8448(6) 0.5152(4) 0.0163(14) Uani 1 d . .
O6 O 0.5503(4) 0.0009(7) 0.6406(3) 0.0206(14) Uani 1 d . .
O7 O 0.5924(5) 0.0789(10) 0.7708(4) 0.034(2) Uani 1 d . .
O8 O 0.5563(4) -0.5767(8) 0.9007(4) 0.0262(16) Uani 1 d . .
O9 O 0.6326(4) -0.4374(9) 1.0010(4) 0.0280(15) Uani 1 d . .
O10 O 0.4922(4) -0.7020(6) 0.5741(4) 0.0171(14) Uani 1 d . .
O11 O -0.0558(4) 1.2235(7) -0.0871(5) 0.0243(16) Uani 1 d . .
H11A H -0.046(6) 1.305(5) -0.068(7) 0.037 Uiso 1 d . .
H11B H -0.1050(19) 1.225(11) -0.116(6) 0.037 Uiso 1 d . .
O12 O 0 0.4651(11) 0 0.038(3) Uani 1 d . .
H12 H -0.027(6) 0.515(6) 0.014(8) 0.058 Uiso 1 d . .
O13 O 0.4153(7) 0.1136(9) 0.0707(6) 0.059(3) Uani 1 d . .
O14 O 0.5764(10) 0.479(2) 0.2834(10) 0.147(8) Uani 1 d . .
O15 O 0.2232(5) 0.1802(9) 0.1579(5) 0.0324(19) Uani 1 d . .
H15A H 0.216(8) 0.113(9) 0.125(6) 0.049 Uiso 1 d . .
H15B H 0.221(8) 0.156(14) 0.202(5) 0.049 Uiso 1 d . .
N1 N 0.2713(5) 0.5947(7) 0.3480(4) 0.0169(17) Uani 1 d . .
N2 N 0.3878(4) 0.6245(8) 0.4777(4) 0.0150(15) Uani 1 d . .
N3 N 0.3243(5) 0.8162(8) 0.3954(5) 0.0158(17) Uani 1 d . .
H3N H 0.32016 0.907456 0.388211 0.019 Uiso 1 calc . .
N4 N 0.3327(4) 0.4096(7) 0.4316(5) 0.0161(17) Uani 1 d . .
H4N H 0.372749 0.374688 0.475296 0.019 Uiso 1 calc . .
N5 N 0.2194(5) 0.7906(8) 0.2673(5) 0.023(2) Uani 1 d . .
H5N H 0.221071 0.882179 0.263572 0.028 Uiso 1 calc . .
N6 N 0.6002(4) -0.4393(9) 0.7663(4) 0.0131(14) Uani 1 d . .
N7 N 0.5843(5) -0.6647(8) 0.7077(4) 0.0166(17) Uani 1 d . .
H7N H 0.599906 -0.75245 0.714424 0.02 Uiso 1 calc . .
N8 N 0.5162(4) -0.4818(8) 0.6239(4) 0.0146(15) Uani 1 d . .
H8N H 0.485224 -0.447199 0.574672 0.018 Uiso 1 calc . .
N9 N 0.6649(5) -0.6275(8) 0.8461(4) 0.0170(17) Uani 1 d . .
H9N H 0.6826 -0.713182 0.848071 0.02 Uiso 1 calc . .
N10 N 0.5357(5) -0.2597(8) 0.6795(4) 0.0156(16) Uani 1 d . .
H10N H 0.506517 -0.228115 0.629018 0.019 Uiso 1 calc . .
C1 C 0.3840(6) 0.7618(10) 0.4649(5) 0.0156(19) Uani 1 d . .
C2 C 0.3303(5) 0.5458(9) 0.4185(5) 0.0144(19) Uani 1 d . .
C3 C 0.2711(5) 0.7307(10) 0.3370(5) 0.0155(19) Uani 1 d . .
C4 C 0.1601(6) 0.7156(10) 0.1968(6) 0.025(2) Uani 1 d . .
H41 H 0.124022 0.66525 0.214696 0.03 Uiso 1 calc . .
C5 C 0.1135(6) 0.8253(11) 0.1309(6) 0.022(2) Uani 1 d . .
C6 C 0.1963(8) 0.6108(14) 0.1592(8) 0.050(4) Uani 1 d . .
H61 H 0.156779 0.583117 0.103763 0.075 Uiso 1 calc . .
H62 H 0.2142 0.527974 0.194965 0.075 Uiso 1 calc . .
H63 H 0.241017 0.65428 0.154864 0.075 Uiso 1 calc . .
C7 C 0.2716(6) 0.3147(9) 0.3766(6) 0.019(2) Uani 1 d . .
H71 H 0.252559 0.348058 0.318052 0.023 Uiso 1 calc . .
C8 C 0.3043(6) 0.1682(9) 0.3831(6) 0.019(2) Uani 1 d . .
C9 C 0.2017(8) 0.3098(13) 0.3976(10) 0.050(4) Uani 1 d . .
H91 H 0.162088 0.244513 0.359917 0.075 Uiso 1 calc . .
H92 H 0.178616 0.403398 0.391056 0.075 Uiso 1 calc . .
H93 H 0.219688 0.278404 0.455117 0.075 Uiso 1 calc . .
C10 C 0.5292(5) -0.6221(9) 0.6327(5) 0.0155(19) Uani 1 d . .
C11 C 0.6163(5) -0.5749(9) 0.7732(5) 0.0149(18) Uani 1 d . .
C12 C 0.5507(5) -0.3932(9) 0.6907(5) 0.0139(18) Uani 1 d . .
C13 C 0.5664(6) -0.1616(9) 0.7490(6) 0.021(2) Uani 1 d . .
H131 H 0.621599 -0.19035 0.786245 0.026 Uiso 1 calc . .
C14 C 0.5697(5) -0.0157(9) 0.7183(5) 0.0153(19) Uani 1 d . .
C15 C 0.5214(9) -0.1679(13) 0.7994(8) 0.048(4) Uani 1 d . .
H151 H 0.548084 -0.110942 0.849633 0.072 Uiso 1 calc . .
H152 H 0.518464 -0.265081 0.815113 0.072 Uiso 1 calc . .
H153 H 0.468195 -0.131666 0.766372 0.072 Uiso 1 calc . .
C16 C 0.6902(5) -0.5498(10) 0.9232(5) 0.019(2) Uani 1 d . .
H161 H 0.713698 -0.459147 0.917515 0.023 Uiso 1 calc . .
C17 C 0.6208(5) -0.5184(10) 0.9424(6) 0.020(2) Uani 1 d . .
C18 C 0.7527(7) -0.6332(13) 0.9946(7) 0.034(3) Uani 1 d . .
H181 H 0.766747 -0.583723 1.047161 0.051 Uiso 1 calc . .
H182 H 0.799489 -0.643382 0.985266 0.051 Uiso 1 calc . .
H183 H 0.731982 -0.725985 0.997285 0.051 Uiso 1 calc . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
Ce1 O6 2.356(6) 2_656 ?
Ce1 O6 2.356(6) . ?
Ce1 O4 2.367(6) . ?
Ce1 O4 2.367(6) 2_656 ?
Ce1 O5 2.558(6) 2_646 ?
Ce1 O5 2.558(6) 1_545 ?
Ce1 O10 2.608(6) 2_666 ?
Ce1 O10 2.608(6) 1_565 ?
Ce2 O2 2.500(8) . ?
Ce2 O2 2.500(8) 2 ?
Ce2 O11 2.536(7) 2 ?
Ce2 O11 2.536(7) . ?
Ce2 O9 2.571(7) 3_464 ?
Ce2 O9 2.571(7) 4_566 ?
Ce2 O8 2.575(7) 3_464 ?
Ce2 O8 2.575(7) 4_566 ?
Ce2 O1 2.705(6) . ?
Ce2 O1 2.705(6) 2 ?
Ce2 C17 2.915(10) 4_566 ?
Ce2 C17 2.915(10) 3_464 ?
O1 C5 1.256(12) . ?
O2 C5 1.239(12) . ?
O3 C8 1.251(11) . ?
O4 C8 1.261(10) . ?
O5 C1 1.252(11) . ?
O6 C14 1.285(10) . ?
O7 C14 1.236(12) . ?
O8 C17 1.248(11) . ?
O9 C17 1.243(11) . ?
O10 C10 1.235(11) . ?
O11 H11A 0.84(3) . ?
O11 H11B 0.84(3) . ?
O12 H12 0.83(3) . ?
O12 H12 0.83(3) 2 ?
O15 H15A 0.85(3) . ?
O15 H15B 0.85(3) . ?
N1 C3 1.314(11) . ?
N1 C2 1.348(10) . ?
N2 C1 1.328(11) . ?
N2 C2 1.362(11) . ?
N3 C3 1.359(11) . ?
N3 C1 1.363(11) . ?
N3 H3N 0.88 . ?
N4 C2 1.320(11) . ?
N4 C7 1.459(11) . ?
N4 H4N 0.88 . ?
N5 C3 1.328(11) . ?
N5 C4 1.455(11) . ?
N5 H5N 0.88 . ?
N6 C11 1.325(11) . ?
N6 C12 1.337(10) . ?
N7 C10 1.350(11) . ?
N7 C11 1.362(11) . ?
N7 H7N 0.88 . ?
N8 C10 1.360(11) . ?
N8 C12 1.373(11) . ?
N8 H8N 0.88 . ?
N9 C11 1.320(11) . ?
N9 C16 1.451(11) . ?
N9 H9N 0.88 . ?
N10 C12 1.303(11) . ?
N10 C13 1.459(11) . ?
N10 H10N 0.88 . ?
C4 C6 1.530(16) . ?
C4 C5 1.534(13) . ?
C4 H41 1 . ?
C6 H61 0.98 . ?
C6 H62 0.98 . ?
C6 H63 0.98 . ?
C7 C8 1.515(12) . ?
C7 C9 1.533(17) . ?
C7 H71 1 . ?
C9 H91 0.98 . ?
C9 H92 0.98 . ?
C9 H93 0.98 . ?
C13 C15 1.496(16) . ?
C13 C14 1.511(12) . ?
C13 H131 1 . ?
C15 H151 0.98 . ?
C15 H152 0.98 . ?
C15 H153 0.98 . ?
C16 C18 1.530(13) . ?
C16 C17 1.534(14) . ?
C16 H161 1 . ?
C18 H181 0.98 . ?
C18 H182 0.98 . ?
C18 H183 0.98 . ?

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
O6 Ce1 O6 148.4(3) 2_656 . ?
O6 Ce1 O4 78.0(2) 2_656 . ?
O6 Ce1 O4 111.4(2) . . ?
O6 Ce1 O4 111.4(2) 2_656 2_656 ?
O6 Ce1 O4 78.0(2) . 2_656 ?
O4 Ce1 O4 146.3(3) . 2_656 ?
O6 Ce1 O5 69.1(2) 2_656 2_646 ?
O6 Ce1 O5 84.4(2) . 2_646 ?
O4 Ce1 O5 133.5(2) . 2_646 ?
O4 Ce1 O5 78.1(2) 2_656 2_646 ?
O6 Ce1 O5 84.4(2) 2_656 1_545 ?
O6 Ce1 O5 69.1(2) . 1_545 ?
O4 Ce1 O5 78.1(2) . 1_545 ?
O4 Ce1 O5 133.5(2) 2_656 1_545 ?
O5 Ce1 O5 67.0(3) 2_646 1_545 ?
O6 Ce1 O10 76.8(2) 2_656 2_666 ?
O6 Ce1 O10 133.4(2) . 2_666 ?
O4 Ce1 O10 80.8(2) . 2_666 ?
O4 Ce1 O10 70.8(2) 2_656 2_666 ?
O5 Ce1 O10 120.3(2) 2_646 2_666 ?
O5 Ce1 O10 154.25(19) 1_545 2_666 ?
O6 Ce1 O10 133.4(2) 2_656 1_565 ?
O6 Ce1 O10 76.8(2) . 1_565 ?
O4 Ce1 O10 70.8(2) . 1_565 ?
O4 Ce1 O10 80.8(2) 2_656 1_565 ?
O5 Ce1 O10 154.2(2) 2_646 1_565 ?
O5 Ce1 O10 120.3(2) 1_545 1_565 ?
O10 Ce1 O10 65.1(3) 2_666 1_565 ?
O2 Ce2 O2 64.1(4) . 2 ?
O2 Ce2 O11 115.7(2) . 2 ?
O2 Ce2 O11 163.5(3) 2 2 ?
O2 Ce2 O11 163.5(3) . . ?
O2 Ce2 O11 115.7(2) 2 . ?
O11 Ce2 O11 69.6(3) 2 . ?
O2 Ce2 O9 79.3(3) . 3_464 ?
O2 Ce2 O9 123.1(3) 2 3_464 ?
O11 Ce2 O9 71.4(2) 2 3_464 ?
O11 Ce2 O9 88.3(3) . 3_464 ?
O2 Ce2 O9 123.1(3) . 4_566 ?
O2 Ce2 O9 79.3(3) 2 4_566 ?
O11 Ce2 O9 88.3(3) 2 4_566 ?
O11 Ce2 O9 71.4(2) . 4_566 ?
O9 Ce2 O9 155.5(4) 3_464 4_566 ?
O2 Ce2 O8 72.9(3) . 3_464 ?
O2 Ce2 O8 77.0(3) 2 3_464 ?
O11 Ce2 O8 119.2(2) 2 3_464 ?
O11 Ce2 O8 90.7(2) . 3_464 ?
O9 Ce2 O8 50.4(2) 3_464 3_464 ?
O9 Ce2 O8 140.1(2) 4_566 3_464 ?
O2 Ce2 O8 77.0(3) . 4_566 ?
O2 Ce2 O8 72.9(3) 2 4_566 ?
O11 Ce2 O8 90.7(2) 2 4_566 ?
O11 Ce2 O8 119.2(2) . 4_566 ?
O9 Ce2 O8 140.1(2) 3_464 4_566 ?
O9 Ce2 O8 50.4(2) 4_566 4_566 ?
O8 Ce2 O8 144.4(3) 3_464 4_566 ?
O2 Ce2 O1 49.8(2) . . ?
O2 Ce2 O1 108.7(2) 2 . ?
O11 Ce2 O1 66.6(2) 2 . ?
O11 Ce2 O1 135.4(2) . . ?
O9 Ce2 O1 70.3(2) 3_464 . ?
O9 Ce2 O1 114.7(2) 4_566 . ?
O8 Ce2 O1 103.1(2) 3_464 . ?
O8 Ce2 O1 69.9(2) 4_566 . ?
O2 Ce2 O1 108.7(2) . 2 ?
O2 Ce2 O1 49.8(2) 2 2 ?
O11 Ce2 O1 135.4(2) 2 2 ?
O11 Ce2 O1 66.6(2) . 2 ?
O9 Ce2 O1 114.7(2) 3_464 2 ?
O9 Ce2 O1 70.3(2) 4_566 2 ?
O8 Ce2 O1 69.9(2) 3_464 2 ?
O8 Ce2 O1 103.1(2) 4_566 2 ?
O1 Ce2 O1 157.9(3) . 2 ?
O2 Ce2 C17 99.5(3) . 4_566 ?
O2 Ce2 C17 72.7(3) 2 4_566 ?
O11 Ce2 C17 91.5(3) 2 4_566 ?
O11 Ce2 C17 95.9(3) . 4_566 ?
O9 Ce2 C17 159.7(2) 3_464 4_566 ?
O9 Ce2 C17 25.2(2) 4_566 4_566 ?
O8 Ce2 C17 148.9(2) 3_464 4_566 ?
O8 Ce2 C17 25.3(2) 4_566 4_566 ?
O1 Ce2 C17 93.3(2) . 4_566 ?
O1 Ce2 C17 85.0(2) 2 4_566 ?
O2 Ce2 C17 72.7(3) . 3_464 ?
O2 Ce2 C17 99.5(3) 2 3_464 ?
O11 Ce2 C17 95.9(3) 2 3_464 ?
O11 Ce2 C17 91.5(3) . 3_464 ?
O9 Ce2 C17 25.2(2) 3_464 3_464 ?
O9 Ce2 C17 159.7(2) 4_566 3_464 ?
O8 Ce2 C17 25.3(2) 3_464 3_464 ?
O8 Ce2 C17 148.9(2) 4_566 3_464 ?
O1 Ce2 C17 85.0(2) . 3_464 ?
O1 Ce2 C17 93.3(2) 2 3_464 ?
C17 Ce2 C17 171.0(4) 4_566 3_464 ?
C5 O1 Ce2 87.8(5) . . ?
C5 O2 Ce2 97.9(7) . . ?
C8 O4 Ce1 147.2(7) . . ?
C1 O5 Ce1 134.2(6) . 1_565 ?
C14 O6 Ce1 168.8(6) . . ?
C17 O8 Ce2 92.8(6) . 3_536 ?
C17 O9 Ce2 93.1(6) . 3_536 ?
C10 O10 Ce1 144.6(6) . 1_545 ?
Ce2 O11 H11A 124(8) . . ?
Ce2 O11 H11B 116(8) . . ?
H11A O11 H11B 103(6) . . ?
H12 O12 H12 109(8) . 2 ?
H15A O15 H15B 113(10) . . ?
C3 N1 C2 115.5(7) . . ?
C1 N2 C2 116.6(7) . . ?
C3 N3 C1 120.5(8) . . ?
C3 N3 H3N 119.7 . . ?
C1 N3 H3N 119.7 . . ?
C2 N4 C7 122.6(7) . . ?
C2 N4 H4N 118.7 . . ?
C7 N4 H4N 118.7 . . ?
C3 N5 C4 124.7(8) . . ?
C3 N5 H5N 117.6 . . ?
C4 N5 H5N 117.6 . . ?
C11 N6 C12 116.5(8) . . ?
C10 N7 C11 121.5(8) . . ?
C10 N7 H7N 119.2 . . ?
C11 N7 H7N 119.2 . . ?
C10 N8 C12 121.0(7) . . ?
C10 N8 H8N 119.5 . . ?
C12 N8 H8N 119.5 . . ?
C11 N9 C16 122.6(8) . . ?
C11 N9 H9N 118.7 . . ?
C16 N9 H9N 118.7 . . ?
C12 N10 C13 121.4(7) . . ?
C12 N10 H10N 119.3 . . ?
C13 N10 H10N 119.3 . . ?
O5 C1 N2 122.4(8) . . ?
O5 C1 N3 118.0(8) . . ?
N2 C1 N3 119.6(8) . . ?
N4 C2 N1 117.2(8) . . ?
N4 C2 N2 117.0(8) . . ?
N1 C2 N2 125.8(8) . . ?
N1 C3 N5 121.3(8) . . ?
N1 C3 N3 121.8(8) . . ?
N5 C3 N3 116.9(8) . . ?
N5 C4 C6 112.4(9) . . ?
N5 C4 C5 107.0(8) . . ?
C6 C4 C5 109.0(9) . . ?
N5 C4 H41 109.5 . . ?
C6 C4 H41 109.5 . . ?
C5 C4 H41 109.5 . . ?
O2 C5 O1 123.6(9) . . ?
O2 C5 C4 117.5(9) . . ?
O1 C5 C4 118.9(8) . . ?
O2 C5 Ce2 57.4(5) . . ?
O1 C5 Ce2 66.9(5) . . ?
C4 C5 Ce2 169.9(7) . . ?
C4 C6 H61 109.5 . . ?
C4 C6 H62 109.5 . . ?
H61 C6 H62 109.5 . . ?
C4 C6 H63 109.5 . . ?
H61 C6 H63 109.5 . . ?
H62 C6 H63 109.5 . . ?
N4 C7 C8 110.3(8) . . ?
N4 C7 C9 111.6(9) . . ?
C8 C7 C9 108.9(9) . . ?
N4 C7 H71 108.7 . . ?
C8 C7 H71 108.7 . . ?
C9 C7 H71 108.7 . . ?
O3 C8 O4 124.1(8) . . ?
O3 C8 C7 118.3(8) . . ?
O4 C8 C7 117.5(8) . . ?
C7 C9 H91 109.5 . . ?
C7 C9 H92 109.5 . . ?
H91 C9 H92 109.5 . . ?
C7 C9 H93 109.5 . . ?
H91 C9 H93 109.5 . . ?
H92 C9 H93 109.5 . . ?
O10 C10 N7 124.0(8) . . ?
O10 C10 N8 120.4(8) . . ?
N7 C10 N8 115.6(8) . . ?
N9 C11 N6 119.7(8) . . ?
N9 C11 N7 117.6(8) . . ?
N6 C11 N7 122.7(8) . . ?
N10 C12 N6 119.1(8) . . ?
N10 C12 N8 118.8(7) . . ?
N6 C12 N8 122.1(8) . . ?
N10 C13 C15 111.9(9) . . ?
N10 C13 C14 110.3(7) . . ?
C15 C13 C14 112.6(9) . . ?
N10 C13 H131 107.2 . . ?
C15 C13 H131 107.2 . . ?
C14 C13 H131 107.2 . . ?
O7 C14 O6 124.8(9) . . ?
O7 C14 C13 117.0(8) . . ?
O6 C14 C13 118.1(8) . . ?
C13 C15 H151 109.5 . . ?
C13 C15 H152 109.5 . . ?
H151 C15 H152 109.5 . . ?
C13 C15 H153 109.5 . . ?
H151 C15 H153 109.5 . . ?
H152 C15 H153 109.5 . . ?
N9 C16 C18 109.7(8) . . ?
N9 C16 C17 111.2(7) . . ?
C18 C16 C17 109.7(8) . . ?
N9 C16 H161 108.7 . . ?
C18 C16 H161 108.7 . . ?
C17 C16 H161 108.7 . . ?
O9 C17 O8 123.1(9) . . ?
O9 C17 C16 117.5(8) . . ?
O8 C17 C16 119.4(8) . . ?
O9 C17 Ce2 61.7(5) . 3_536 ?
O8 C17 Ce2 61.9(5) . 3_536 ?
C16 C17 Ce2 170.5(6) . 3_536 ?
C16 C18 H181 109.5 . . ?
C16 C18 H182 109.5 . . ?
H181 C18 H182 109.5 . . ?
C16 C18 H183 109.5 . . ?
H181 C18 H183 109.5 . . ?
H182 C18 H183 109.5 . . ?

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
N3 H3N O3 0.88 2.01 2.825(10) 153.3 1_565 yes
N3 H3N O4 0.88 2.45 3.225(10) 147.6 1_565 yes
N4 H4N O10 0.88 2.29 3.158(10) 167.7 1_565 yes
N5 H5N O3 0.88 2.2 2.978(10) 147.8 1_565 yes
N7 H7N O7 0.88 1.94 2.675(11) 139.9 1_545 yes
N8 H8N N2 0.88 2.02 2.860(10) 160.6 1_545 yes
N9 H9N O7 0.88 2.59 3.154(12) 122.9 1_545 yes
N9 H9N O15 0.88 2.1 2.835(11) 140.2 2_646 yes
N10 H10N O5 0.88 2.02 2.897(9) 176 1_545 yes
O11 H11A O12 0.84(3) 1.91(4) 2.725(12) 164(11) 1_565 yes
O11 H11B O15 0.84(3) 2.07(5) 2.882(11) 161(11) 2_565 yes
O12 H12 O13 0.83(3) 2.01(3) 2.833(11) 168(12) 3_455 yes
O15 H15A O9 0.85(3) 2.13(9) 2.802(10) 136(11) 3_454 yes
O15 H15B O3 0.85(3) 2.13(6) 2.926(11) 156(12) . yes

####################################################################### 
# 
# 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_PrS
_database_code_depnum_ccdc_archive 'CCDC 2056755'
loop_
_audit_author_name
_audit_author_address
'Kang Min Ok'
;Sogang University
South Korea
;
_audit_update_record             
;
2021-03-29 deposited with the CCDC.	2021-04-06 downloaded from the CCDC.
;

_audit_creation_date             2021-03-27T11:42:06-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         '2(C18 H25 N10 O11 Pr), 7(H2 O)'
_chemical_formula_sum            'C36 H64 N20 O29 Pr2'
_chemical_formula_weight         1522.89
_chemical_absolute_configuration ad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2'
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_Int_Tables_number      5
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   19.022(2)
_cell_length_b                   9.5893(8)
_cell_length_c                   17.9373(17)
_cell_angle_alpha                90
_cell_angle_beta                 116.148(5)
_cell_angle_gamma                90
_cell_volume                     2937.1(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    102(2)
_cell_measurement_reflns_used    9958
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      28.36
_cell_measurement_wavelength     0.71076

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.365
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.012
_exptl_crystal_density_diffrn    1.722
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1540

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.742
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        SADABS-2016/2 - Bruker AXS area detector scaling and absorption correcti
;
_exptl_absorpt_correction_T_min  0.649
_exptl_absorpt_correction_T_max  0.746
_shelx_estimated_absorpt_T_min   0.569
_shelx_estimated_absorpt_T_max   0.979

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'sealed x-ray tube'
_diffrn_ambient_temperature      102(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector                 'PHOTON II CPAD detector'
_diffrn_orient_matrix_type       'x-axis to radiation source'
_diffrn_orient_matrix_ub_11      -0.037606
_diffrn_orient_matrix_ub_12      0.001952
_diffrn_orient_matrix_ub_13      0.061569
_diffrn_orient_matrix_ub_21      -0.109593
_diffrn_orient_matrix_ub_22      0.019171
_diffrn_orient_matrix_ub_23      -0.004786
_diffrn_orient_matrix_ub_31      0.029856
_diffrn_orient_matrix_ub_32      -0.103867
_diffrn_orient_matrix_ub_33      0.00655
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'ω oscillation scans'
_diffrn_reflns_av_R_equivalents  0.0553
_diffrn_reflns_number            41831
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.978
_diffrn_reflns_theta_max         28.431
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_reflns_number_total             7369
_reflns_number_gt                6853
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX3 software'
_computing_cell_refinement       'SAINT V8.38A integration software'
_computing_data_reduction        'Bruker APEX3 software'
_computing_structure_solution    'SHELXS-2013/2 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0215P)²+7.6536P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         7369
_refine_ls_number_parameters     413
_refine_ls_number_restraints     12
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0388
_refine_ls_R_factor_gt           0.0338
_refine_ls_wR_factor_ref         0.068
_refine_ls_wR_factor_gt          0.0665
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Flack x determined using 2984 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.012(6)
_refine_diff_density_max         0.824
_refine_diff_density_min         -1.947
_refine_diff_density_rms         0.107

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pr Pr -0.218 2.8214 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
Pr1 Pr 0.5 0.88744(3) 0.5 0.01100(11) Uani 1 d . .
Pr2 Pr 0 -0.04900(4) 0 0.01849(14) Uani 1 d . .
O1 O 0.1181(2) 0.0036(4) 0.1509(3) 0.0265(10) Uani 1 d . .
O2 O 0.0745(3) 0.1719(5) 0.0586(3) 0.0335(11) Uani 1 d . .
O3 O 0.2668(3) 0.8722(5) 0.3262(3) 0.0329(11) Uani 1 d . .
O4 O 0.3670(2) 0.8163(4) 0.4461(2) 0.0202(8) Uani 1 d . .
O5 O 0.4326(2) 0.1098(4) 0.5143(2) 0.0171(8) Uani 1 d . .
O6 O 0.5489(2) 0.9538(4) 0.6401(2) 0.0198(8) Uani 1 d . .
O7 O 0.5929(3) 0.8776(6) 0.7695(3) 0.0341(12) Uani 1 d . .
O8 O 0.5540(2) 1.5321(5) 0.8996(3) 0.0263(10) Uani 1 d . .
O9 O 0.6312(2) 1.3929(5) 1.0002(2) 0.0268(9) Uani 1 d . .
O10 O 0.4917(2) 1.6584(4) 0.5738(2) 0.0188(8) Uani 1 d . .
O11 O 0.0540(3) -0.2653(5) 0.0868(3) 0.0250(9) Uani 1 d . .
H11A H 0.042(4) -0.348(4) 0.067(4) 0.038 Uiso 1 d . .
H11B H 0.100(2) -0.256(7) 0.128(3) 0.038 Uiso 1 d . .
O12 O 0 0.4929(7) 0 0.0369(16) Uani 1 d . .
H12 H -0.031(4) 0.457(5) 0.017(5) 0.055 Uiso 1 d . .
O13 O 0.4148(4) 0.8440(6) 0.0698(4) 0.0617(18) Uani 1 d . .
O14 O 0.5778(6) 0.4703(16) 0.2832(7) 0.136(5) Uani 1 d . .
O15 O 0.2228(3) 0.7738(5) 0.1569(3) 0.0324(11) Uani 1 d . .
H15A H 0.230(5) 0.821(7) 0.205(3) 0.049 Uiso 1 d . .
H15B H 0.219(3) 0.845(6) 0.119(2) 0.049 Uiso 1 d . .
N1 N 0.2713(3) 0.3607(4) 0.3480(3) 0.0177(10) Uani 1 d . .
N2 N 0.3878(3) 0.3309(5) 0.4771(3) 0.0147(9) Uani 1 d . .
N3 N 0.3236(3) 0.1390(5) 0.3942(3) 0.0166(10) Uani 1 d . .
H3N H 0.31938 0.048201 0.386467 0.02 Uiso 1 calc . .
N4 N 0.3330(3) 0.5460(5) 0.4312(3) 0.0158(10) Uani 1 d . .
H4N H 0.373432 0.581265 0.473962 0.019 Uiso 1 calc . .
N5 N 0.2192(3) 0.1648(5) 0.2672(3) 0.0243(12) Uani 1 d . .
H5N H 0.220902 0.073477 0.263466 0.029 Uiso 1 calc . .
N6 N 0.6001(2) 1.3946(5) 0.7658(2) 0.0146(8) Uani 1 d . .
N7 N 0.5833(3) 1.6204(5) 0.7070(3) 0.0176(10) Uani 1 d . .
H7N H 0.59842 1.70813 0.713868 0.021 Uiso 1 calc . .
N8 N 0.5154(3) 1.4373(5) 0.6235(3) 0.0142(9) Uani 1 d . .
H8N H 0.484278 1.402419 0.574526 0.017 Uiso 1 calc . .
N9 N 0.6640(3) 1.5831(5) 0.8451(3) 0.0184(10) Uani 1 d . .
H9N H 0.681692 1.668526 0.846954 0.022 Uiso 1 calc . .
N10 N 0.5347(3) 1.2149(5) 0.6780(3) 0.0160(9) Uani 1 d . .
H10N H 0.505126 1.183879 0.627569 0.019 Uiso 1 calc . .
C1 C 0.3838(3) 0.1927(6) 0.4646(3) 0.0123(10) Uani 1 d . .
C2 C 0.3301(3) 0.4083(5) 0.4187(3) 0.0137(11) Uani 1 d . .
C3 C 0.2706(3) 0.2253(6) 0.3363(3) 0.0166(11) Uani 1 d . .
C4 C 0.1596(4) 0.2405(7) 0.1966(4) 0.0270(14) Uani 1 d . .
H41 H 0.123113 0.289631 0.214374 0.032 Uiso 1 calc . .
C5 C 0.1145(3) 0.1299(6) 0.1306(4) 0.0228(13) Uani 1 d . .
C6 C 0.1959(5) 0.3467(9) 0.1583(5) 0.051(2) Uani 1 d . .
H61 H 0.154193 0.389143 0.108862 0.076 Uiso 1 calc . .
H62 H 0.232817 0.29849 0.142587 0.076 Uiso 1 calc . .
H63 H 0.223528 0.419473 0.199062 0.076 Uiso 1 calc . .
C7 C 0.2712(3) 0.6407(6) 0.3760(4) 0.0219(13) Uani 1 d . .
H71 H 0.25208 0.607442 0.31741 0.026 Uiso 1 calc . .
C8 C 0.3050(3) 0.7871(6) 0.3828(4) 0.0186(12) Uani 1 d . .
C9 C 0.2026(4) 0.6457(8) 0.3977(6) 0.051(2) Uani 1 d . .
H91 H 0.220989 0.676048 0.455444 0.077 Uiso 1 calc . .
H92 H 0.179178 0.552708 0.390871 0.077 Uiso 1 calc . .
H93 H 0.163265 0.71163 0.360802 0.077 Uiso 1 calc . .
C10 C 0.5279(3) 1.5771(6) 0.6314(3) 0.0148(11) Uani 1 d . .
C11 C 0.6157(3) 1.5301(6) 0.7722(3) 0.0144(11) Uani 1 d . .
C12 C 0.5500(3) 1.3495(5) 0.6899(3) 0.0150(11) Uani 1 d . .
C13 C 0.5664(4) 1.1159(6) 0.7479(4) 0.0219(13) Uani 1 d . .
H131 H 0.621554 1.144579 0.784516 0.026 Uiso 1 calc . .
C14 C 0.5691(3) 0.9707(6) 0.7168(3) 0.0174(11) Uani 1 d . .
C15 C 0.5217(6) 1.1231(8) 0.7990(5) 0.047(2) Uani 1 d . .
H151 H 0.549074 1.06866 0.849978 0.07 Uiso 1 calc . .
H152 H 0.469006 1.084836 0.767002 0.07 Uiso 1 calc . .
H153 H 0.517694 1.220445 0.813333 0.07 Uiso 1 calc . .
C16 C 0.6889(3) 1.5051(6) 0.9222(3) 0.0182(11) Uani 1 d . .
H161 H 0.712291 1.414736 0.916384 0.022 Uiso 1 calc . .
C17 C 0.6196(3) 1.4737(6) 0.9412(3) 0.0197(12) Uani 1 d . .
C18 C 0.7514(4) 1.5877(8) 0.9935(4) 0.0331(16) Uani 1 d . .
H181 H 0.766624 1.536564 1.045642 0.05 Uiso 1 calc . .
H182 H 0.730255 1.679021 0.997643 0.05 Uiso 1 calc . .
H183 H 0.797299 1.60046 0.982905 0.05 Uiso 1 calc . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pr1 O6 2.351(3) . ?
Pr1 O6 2.351(3) 2_656 ?
Pr1 O4 2.375(4) . ?
Pr1 O4 2.375(4) 2_656 ?
Pr1 O5 2.559(4) 2_666 ?
Pr1 O5 2.559(4) 1_565 ?
Pr1 O10 2.604(4) 2_646 ?
Pr1 O10 2.604(4) 1_545 ?
Pr2 O2 2.507(5) . ?
Pr2 O2 2.507(5) 2 ?
Pr2 O11 2.524(4) 2 ?
Pr2 O11 2.524(4) . ?
Pr2 O9 2.555(4) 4_536 ?
Pr2 O9 2.555(4) 3_434 ?
Pr2 O8 2.557(4) 4_536 ?
Pr2 O8 2.557(4) 3_434 ?
Pr2 O1 2.695(4) . ?
Pr2 O1 2.696(4) 2 ?
Pr2 C17 2.907(6) 4_536 ?
Pr2 C17 2.907(6) 3_434 ?
O1 C5 1.258(7) . ?
O2 C5 1.242(8) . ?
O3 C8 1.255(7) . ?
O4 C8 1.257(7) . ?
O5 C1 1.248(6) . ?
O6 C14 1.266(6) . ?
O7 C14 1.232(7) . ?
O8 C17 1.267(7) . ?
O9 C17 1.250(7) . ?
O10 C10 1.234(7) . ?
O11 H11A 0.86(3) . ?
O11 H11B 0.86(3) . ?
O12 H12 0.849(17) . ?
O12 H12 0.849(17) 2 ?
O15 H15A 0.93(3) . ?
O15 H15B 0.94(3) . ?
N1 C3 1.314(7) . ?
N1 C2 1.348(6) . ?
N2 C1 1.342(7) . ?
N2 C2 1.356(7) . ?
N3 C3 1.362(7) . ?
N3 C1 1.377(7) . ?
N3 H3N 0.88 . ?
N4 C2 1.336(7) . ?
N4 C7 1.470(7) . ?
N4 H4N 0.88 . ?
N5 C3 1.328(7) . ?
N5 C4 1.465(7) . ?
N5 H5N 0.88 . ?
N6 C11 1.327(7) . ?
N6 C12 1.343(7) . ?
N7 C11 1.364(7) . ?
N7 C10 1.365(7) . ?
N7 H7N 0.88 . ?
N8 C10 1.358(7) . ?
N8 C12 1.368(7) . ?
N8 H8N 0.88 . ?
N9 C11 1.324(7) . ?
N9 C16 1.457(7) . ?
N9 H9N 0.88 . ?
N10 C12 1.320(7) . ?
N10 C13 1.474(7) . ?
N10 H10N 0.88 . ?
C4 C5 1.540(8) . ?
C4 C6 1.550(10) . ?
C4 H41 1 . ?
C6 H61 0.98 . ?
C6 H62 0.98 . ?
C6 H63 0.98 . ?
C7 C9 1.519(10) . ?
C7 C8 1.526(8) . ?
C7 H71 1 . ?
C9 H91 0.98 . ?
C9 H92 0.98 . ?
C9 H93 0.98 . ?
C13 C15 1.502(10) . ?
C13 C14 1.509(8) . ?
C13 H131 1 . ?
C15 H151 0.98 . ?
C15 H152 0.98 . ?
C15 H153 0.98 . ?
C16 C18 1.528(8) . ?
C16 C17 1.531(8) . ?
C16 H161 1 . ?
C18 H181 0.98 . ?
C18 H182 0.98 . ?
C18 H183 0.98 . ?

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
O6 Pr1 O6 148.6(2) . 2_656 ?
O6 Pr1 O4 111.17(14) . . ?
O6 Pr1 O4 78.14(13) 2_656 . ?
O6 Pr1 O4 78.14(13) . 2_656 ?
O6 Pr1 O4 111.17(14) 2_656 2_656 ?
O4 Pr1 O4 146.6(2) . 2_656 ?
O6 Pr1 O5 84.37(14) . 2_666 ?
O6 Pr1 O5 69.31(13) 2_656 2_666 ?
O4 Pr1 O5 133.59(13) . 2_666 ?
O4 Pr1 O5 77.85(13) 2_656 2_666 ?
O6 Pr1 O5 69.31(13) . 1_565 ?
O6 Pr1 O5 84.37(13) 2_656 1_565 ?
O4 Pr1 O5 77.85(13) . 1_565 ?
O4 Pr1 O5 133.59(13) 2_656 1_565 ?
O5 Pr1 O5 67.09(18) 2_666 1_565 ?
O6 Pr1 O10 133.44(13) . 2_646 ?
O6 Pr1 O10 76.65(13) 2_656 2_646 ?
O4 Pr1 O10 80.96(14) . 2_646 ?
O4 Pr1 O10 70.88(13) 2_656 2_646 ?
O5 Pr1 O10 120.45(13) 2_666 2_646 ?
O5 Pr1 O10 154.01(12) 1_565 2_646 ?
O6 Pr1 O10 76.65(13) . 1_545 ?
O6 Pr1 O10 133.44(13) 2_656 1_545 ?
O4 Pr1 O10 70.88(13) . 1_545 ?
O4 Pr1 O10 80.96(14) 2_656 1_545 ?
O5 Pr1 O10 154.01(12) 2_666 1_545 ?
O5 Pr1 O10 120.45(13) 1_565 1_545 ?
O10 Pr1 O10 65.02(18) 2_646 1_545 ?
O2 Pr2 O2 64.7(2) . 2 ?
O2 Pr2 O11 162.52(16) . 2 ?
O2 Pr2 O11 115.75(14) 2 2 ?
O2 Pr2 O11 115.75(14) . . ?
O2 Pr2 O11 162.52(16) 2 . ?
O11 Pr2 O11 69.5(2) 2 . ?
O2 Pr2 O9 123.77(16) . 4_536 ?
O2 Pr2 O9 79.20(17) 2 4_536 ?
O11 Pr2 O9 71.86(14) 2 4_536 ?
O11 Pr2 O9 87.30(15) . 4_536 ?
O2 Pr2 O9 79.20(17) . 3_434 ?
O2 Pr2 O9 123.78(16) 2 3_434 ?
O11 Pr2 O9 87.30(15) 2 3_434 ?
O11 Pr2 O9 71.86(14) . 3_434 ?
O9 Pr2 O9 154.8(2) 4_536 3_434 ?
O2 Pr2 O8 77.05(16) . 4_536 ?
O2 Pr2 O8 73.13(16) 2 4_536 ?
O11 Pr2 O8 120.28(14) 2 4_536 ?
O11 Pr2 O8 89.76(15) . 4_536 ?
O9 Pr2 O8 51.08(13) 4_536 4_536 ?
O9 Pr2 O8 139.55(13) 3_434 4_536 ?
O2 Pr2 O8 73.13(16) . 3_434 ?
O2 Pr2 O8 77.06(16) 2 3_434 ?
O11 Pr2 O8 89.76(15) 2 3_434 ?
O11 Pr2 O8 120.28(14) . 3_434 ?
O9 Pr2 O8 139.55(13) 4_536 3_434 ?
O9 Pr2 O8 51.08(13) 3_434 3_434 ?
O8 Pr2 O8 144.6(2) 4_536 3_434 ?
O2 Pr2 O1 49.77(14) . . ?
O2 Pr2 O1 109.26(14) 2 . ?
O11 Pr2 O1 134.87(14) 2 . ?
O11 Pr2 O1 66.53(14) . . ?
O9 Pr2 O1 115.04(13) 4_536 . ?
O9 Pr2 O1 70.02(13) 3_434 . ?
O8 Pr2 O1 69.62(14) 4_536 . ?
O8 Pr2 O1 103.56(14) 3_434 . ?
O2 Pr2 O1 109.26(14) . 2 ?
O2 Pr2 O1 49.77(14) 2 2 ?
O11 Pr2 O1 66.54(14) 2 2 ?
O11 Pr2 O1 134.88(14) . 2 ?
O9 Pr2 O1 70.02(13) 4_536 2 ?
O9 Pr2 O1 115.04(13) 3_434 2 ?
O8 Pr2 O1 103.56(14) 4_536 2 ?
O8 Pr2 O1 69.62(14) 3_434 2 ?
O1 Pr2 O1 158.44(18) . 2 ?
O2 Pr2 C17 99.94(17) . 4_536 ?
O2 Pr2 C17 72.59(17) 2 4_536 ?
O11 Pr2 C17 96.60(16) 2 4_536 ?
O11 Pr2 C17 90.47(15) . 4_536 ?
O9 Pr2 C17 25.43(14) 4_536 4_536 ?
O9 Pr2 C17 159.36(14) 3_434 4_536 ?
O8 Pr2 C17 25.81(14) 4_536 4_536 ?
O8 Pr2 C17 148.72(14) 3_434 4_536 ?
O1 Pr2 C17 93.49(15) . 4_536 ?
O1 Pr2 C17 84.90(15) 2 4_536 ?
O2 Pr2 C17 72.59(17) . 3_434 ?
O2 Pr2 C17 99.94(17) 2 3_434 ?
O11 Pr2 C17 90.47(15) 2 3_434 ?
O11 Pr2 C17 96.60(16) . 3_434 ?
O9 Pr2 C17 159.36(14) 4_536 3_434 ?
O9 Pr2 C17 25.43(14) 3_434 3_434 ?
O8 Pr2 C17 148.72(14) 4_536 3_434 ?
O8 Pr2 C17 25.81(14) 3_434 3_434 ?
O1 Pr2 C17 84.90(15) . 3_434 ?
O1 Pr2 C17 93.49(15) 2 3_434 ?
C17 Pr2 C17 171.4(2) 4_536 3_434 ?
C5 O1 Pr2 88.5(3) . . ?
C5 O2 Pr2 97.8(4) . . ?
C8 O4 Pr1 147.0(4) . . ?
C1 O5 Pr1 134.9(3) . 1_545 ?
C14 O6 Pr1 170.0(4) . . ?
C17 O8 Pr2 92.7(3) . 3_566 ?
C17 O9 Pr2 93.2(3) . 3_566 ?
C10 O10 Pr1 145.3(4) . 1_565 ?
Pr2 O11 H11A 123(5) . . ?
Pr2 O11 H11B 115(5) . . ?
H11A O11 H11B 116(6) . . ?
H12 O12 H12 132(7) . 2 ?
H15A O15 H15B 104(5) . . ?
C3 N1 C2 115.5(5) . . ?
C1 N2 C2 116.4(4) . . ?
C3 N3 C1 120.6(5) . . ?
C3 N3 H3N 119.7 . . ?
C1 N3 H3N 119.7 . . ?
C2 N4 C7 122.4(4) . . ?
C2 N4 H4N 118.8 . . ?
C7 N4 H4N 118.8 . . ?
C3 N5 C4 124.1(5) . . ?
C3 N5 H5N 117.9 . . ?
C4 N5 H5N 117.9 . . ?
C11 N6 C12 115.8(5) . . ?
C11 N7 C10 121.2(5) . . ?
C11 N7 H7N 119.4 . . ?
C10 N7 H7N 119.4 . . ?
C10 N8 C12 121.4(4) . . ?
C10 N8 H8N 119.3 . . ?
C12 N8 H8N 119.3 . . ?
C11 N9 C16 122.3(5) . . ?
C11 N9 H9N 118.8 . . ?
C16 N9 H9N 118.8 . . ?
C12 N10 C13 120.9(5) . . ?
C12 N10 H10N 119.5 . . ?
C13 N10 H10N 119.5 . . ?
O5 C1 N2 122.7(5) . . ?
O5 C1 N3 118.3(5) . . ?
N2 C1 N3 119.1(5) . . ?
N4 C2 N1 116.6(5) . . ?
N4 C2 N2 116.8(5) . . ?
N1 C2 N2 126.5(5) . . ?
N1 C3 N5 122.1(5) . . ?
N1 C3 N3 121.8(5) . . ?
N5 C3 N3 116.1(5) . . ?
N5 C4 C5 106.2(5) . . ?
N5 C4 C6 112.5(6) . . ?
C5 C4 C6 108.5(6) . . ?
N5 C4 H41 109.8 . . ?
C5 C4 H41 109.8 . . ?
C6 C4 H41 109.8 . . ?
O2 C5 O1 122.9(6) . . ?
O2 C5 C4 117.1(6) . . ?
O1 C5 C4 120.0(5) . . ?
O2 C5 Pr2 57.5(3) . . ?
O1 C5 Pr2 66.2(3) . . ?
C4 C5 Pr2 168.4(4) . . ?
C4 C6 H61 109.5 . . ?
C4 C6 H62 109.5 . . ?
H61 C6 H62 109.5 . . ?
C4 C6 H63 109.5 . . ?
H61 C6 H63 109.5 . . ?
H62 C6 H63 109.5 . . ?
N4 C7 C9 111.7(6) . . ?
N4 C7 C8 109.3(5) . . ?
C9 C7 C8 109.2(5) . . ?
N4 C7 H71 108.9 . . ?
C9 C7 H71 108.9 . . ?
C8 C7 H71 108.9 . . ?
O3 C8 O4 124.4(5) . . ?
O3 C8 C7 117.4(5) . . ?
O4 C8 C7 118.2(5) . . ?
C7 C9 H91 109.5 . . ?
C7 C9 H92 109.5 . . ?
H91 C9 H92 109.5 . . ?
C7 C9 H93 109.5 . . ?
H91 C9 H93 109.5 . . ?
H92 C9 H93 109.5 . . ?
O10 C10 N8 121.9(5) . . ?
O10 C10 N7 122.8(5) . . ?
N8 C10 N7 115.3(5) . . ?
N9 C11 N6 119.5(5) . . ?
N9 C11 N7 117.2(5) . . ?
N6 C11 N7 123.2(5) . . ?
N10 C12 N6 119.1(5) . . ?
N10 C12 N8 118.3(5) . . ?
N6 C12 N8 122.6(5) . . ?
N10 C13 C15 111.1(5) . . ?
N10 C13 C14 110.4(5) . . ?
C15 C13 C14 112.8(5) . . ?
N10 C13 H131 107.4 . . ?
C15 C13 H131 107.4 . . ?
C14 C13 H131 107.4 . . ?
O7 C14 O6 125.0(5) . . ?
O7 C14 C13 116.5(5) . . ?
O6 C14 C13 118.4(5) . . ?
C13 C15 H151 109.5 . . ?
C13 C15 H152 109.5 . . ?
H151 C15 H152 109.5 . . ?
C13 C15 H153 109.5 . . ?
H151 C15 H153 109.5 . . ?
H152 C15 H153 109.5 . . ?
N9 C16 C18 109.6(5) . . ?
N9 C16 C17 111.2(5) . . ?
C18 C16 C17 110.1(5) . . ?
N9 C16 H161 108.6 . . ?
C18 C16 H161 108.6 . . ?
C17 C16 H161 108.6 . . ?
O9 C17 O8 122.2(5) . . ?
O9 C17 C16 117.5(5) . . ?
O8 C17 C16 120.2(5) . . ?
O9 C17 Pr2 61.4(3) . 3_566 ?
O8 C17 Pr2 61.5(3) . 3_566 ?
C16 C17 Pr2 169.9(4) . 3_566 ?
C16 C18 H181 109.5 . . ?
C16 C18 H182 109.5 . . ?
H181 C18 H182 109.5 . . ?
C16 C18 H183 109.5 . . ?
H181 C18 H183 109.5 . . ?
H182 C18 H183 109.5 . . ?

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
O11 H11A O12 0.86(3) 1.89(3) 2.729(7) 166(7) 1_545 yes
N3 H3N O3 0.88 2.02 2.835(6) 154.5 1_545 yes
N3 H3N O4 0.88 2.46 3.233(6) 146.6 1_545 yes
N4 H4N O10 0.88 2.29 3.164(6) 169.6 1_545 yes
N5 H5N O3 0.88 2.21 2.994(6) 148.2 1_545 yes
N7 H7N O6 0.88 2.66 3.376(6) 139 1_565 yes
N7 H7N O7 0.88 1.93 2.682(7) 141.9 1_565 yes
N8 H8N N2 0.88 2.02 2.864(6) 161.5 1_565 yes
N9 H9N O7 0.88 2.59 3.166(7) 123.4 1_565 yes
N9 H9N O15 0.88 2.11 2.837(7) 139.9 2_666 yes
N10 H10N O5 0.88 2.02 2.895(6) 176.6 1_565 yes
O11 H11B O15 0.86(3) 2.18(5) 2.911(7) 143(7) 1_545 yes
O12 H12 O13 0.849(17) 1.997(18) 2.832(7) 168(6) 3_445 yes
O15 H15A O3 0.93(3) 2.03(3) 2.928(7) 162(7) . yes
O15 H15B O9 0.94(3) 2.10(3) 2.815(6) 132(4) 3_444 yes

####################################################################### 
# 
# 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_CeS
_database_code_depnum_ccdc_archive 'CCDC 2056753'
loop_
_audit_author_name
_audit_author_address
'Kang Min Ok'
;Sogang University
South Korea
;
_audit_update_record             
;
2021-03-29 deposited with the CCDC.	2021-04-06 downloaded from the CCDC.
;

_audit_creation_date             2021-03-27T11:35:27-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         '2(C18 H25 N10 O11 Ce), 7(H2 O)'
_chemical_formula_sum            'C36 H64 N20 O29 Ce2'
_chemical_formula_weight         1521.31
_chemical_absolute_configuration ad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2'
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_Int_Tables_number      5
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   19.0950(13)
_cell_length_b                   9.5920(6)
_cell_length_c                   17.9594(12)
_cell_angle_alpha                90
_cell_angle_beta                 116.394(4)
_cell_angle_gamma                90
_cell_volume                     2946.5(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9301
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      28.41
_cell_measurement_wavelength     0.71076

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.235
_exptl_crystal_size_mid          0.052
_exptl_crystal_size_min          0.048
_exptl_crystal_density_diffrn    1.715
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1536

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.628
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        SADABS-2016/2 - Bruker AXS area detector scaling and absorption correcti
;
_exptl_absorpt_correction_T_min  0.599
_exptl_absorpt_correction_T_max  0.746
_shelx_estimated_absorpt_T_min   0.701
_shelx_estimated_absorpt_T_max   0.926

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'sealed x-ray tube'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector                 'PHOTON II CPAD detector'
_diffrn_orient_matrix_type       'x-axis to radiation source'
_diffrn_orient_matrix_ub_11      -0.071745
_diffrn_orient_matrix_ub_12      -0.040396
_diffrn_orient_matrix_ub_13      -0.006292
_diffrn_orient_matrix_ub_21      0.081565
_diffrn_orient_matrix_ub_22      -0.096092
_diffrn_orient_matrix_ub_23      0.011901
_diffrn_orient_matrix_ub_31      -0.050016
_diffrn_orient_matrix_ub_32      0.004453
_diffrn_orient_matrix_ub_33      0.060537
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.1029
_diffrn_reflns_number            56399
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.488
_diffrn_reflns_theta_max         28.32
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_reflns_number_total             7327
_reflns_number_gt                6937
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX3 software'
_computing_cell_refinement       'SAINT V8.38A integration software'
_computing_data_reduction        'Bruker APEX3 software'
_computing_structure_solution    'SHELXS-2013/2 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0294P)²+12.4405P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         7327
_refine_ls_number_parameters     413
_refine_ls_number_restraints     12
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0413
_refine_ls_R_factor_gt           0.0382
_refine_ls_wR_factor_ref         0.083
_refine_ls_wR_factor_gt          0.0816
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_restrained_S_all      1.113
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Flack x determined using 3032 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.005(9)
_refine_diff_density_max         1.253
_refine_diff_density_min         -1.593
_refine_diff_density_rms         0.115

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ce Ce -0.2486 2.6331 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
Ce1 Ce 0.5 0.88866(3) 0.5 0.01142(12) Uani 1 d . .
Ce2 Ce 0 -0.04879(5) 0 0.01804(14) Uani 1 d . .
O1 O 0.1184(3) 0.0060(5) 0.1513(3) 0.0267(11) Uani 1 d . .
O2 O 0.0747(3) 0.1732(6) 0.0587(3) 0.0357(13) Uani 1 d . .
O3 O 0.2646(3) 0.8738(5) 0.3265(3) 0.0346(12) Uani 1 d . .
O4 O 0.3665(3) 0.8180(5) 0.4462(3) 0.0226(9) Uani 1 d . .
O5 O 0.4332(3) 0.1120(4) 0.5150(3) 0.0167(9) Uani 1 d . .
O6 O 0.5512(3) 0.9561(5) 0.6414(2) 0.0222(9) Uani 1 d . .
O7 O 0.5927(3) 0.8783(6) 0.7703(3) 0.0321(13) Uani 1 d . .
O8 O 0.5549(3) 1.5325(6) 0.8994(3) 0.0269(10) Uani 1 d . .
O9 O 0.6318(3) 1.3938(6) 1.0002(3) 0.0283(10) Uani 1 d . .
O10 O 0.4925(3) 1.6591(4) 0.5740(3) 0.0189(9) Uani 1 d . .
O11 O -0.0557(3) -0.2668(5) -0.0871(3) 0.0263(10) Uani 1 d . .
H11A H -0.045(5) -0.350(5) -0.068(5) 0.039 Uiso 1 d . .
H11B H -0.103(2) -0.254(9) -0.125(4) 0.039 Uiso 1 d . .
O12 O 0 0.4918(8) 0 0.0391(19) Uani 1 d . .
H12 H -0.029(5) 0.457(6) 0.020(6) 0.059 Uiso 1 d . .
O13 O 0.4144(5) 0.8453(7) 0.0702(5) 0.064(2) Uani 1 d . .
O14 O 0.5778(6) 0.4736(17) 0.2843(6) 0.112(5) Uani 1 d . .
O15 O 0.2232(3) 0.7765(6) 0.1580(3) 0.0333(12) Uani 1 d . .
H15A H 0.237(5) 0.813(8) 0.210(3) 0.05 Uiso 1 d . .
H15B H 0.216(4) 0.852(6) 0.122(2) 0.05 Uiso 1 d . .
N1 N 0.2723(3) 0.3632(5) 0.3475(3) 0.0190(11) Uani 1 d . .
N2 N 0.3885(3) 0.3328(5) 0.4773(3) 0.0144(9) Uani 1 d . .
N3 N 0.3242(3) 0.1410(5) 0.3948(3) 0.0170(10) Uani 1 d . .
H3N H 0.31964 0.05014 0.387435 0.02 Uiso 1 calc . .
N4 N 0.3332(3) 0.5476(5) 0.4314(3) 0.0168(10) Uani 1 d . .
H4N H 0.373729 0.58314 0.473981 0.02 Uiso 1 calc . .
N5 N 0.2203(3) 0.1671(6) 0.2666(3) 0.0247(13) Uani 1 d . .
H5N H 0.222265 0.075904 0.262537 0.03 Uiso 1 calc . .
N6 N 0.6008(3) 1.3964(6) 0.7664(3) 0.0162(9) Uani 1 d . .
N7 N 0.5839(3) 1.6223(5) 0.7075(3) 0.0189(11) Uani 1 d . .
H7N H 0.598821 1.710109 0.714246 0.023 Uiso 1 calc . .
N8 N 0.5166(3) 1.4383(5) 0.6235(3) 0.0144(9) Uani 1 d . .
H8N H 0.486081 1.40339 0.574351 0.017 Uiso 1 calc . .
N9 N 0.6645(3) 1.5850(5) 0.8459(3) 0.0181(10) Uani 1 d . .
H9N H 0.682121 1.670307 0.847729 0.022 Uiso 1 calc . .
N10 N 0.5355(3) 1.2160(5) 0.6783(3) 0.0170(10) Uani 1 d . .
H10N H 0.506612 1.184779 0.627676 0.02 Uiso 1 calc . .
C1 C 0.3845(3) 0.1946(6) 0.4651(3) 0.0140(11) Uani 1 d . .
C2 C 0.3307(3) 0.4106(6) 0.4191(3) 0.0150(12) Uani 1 d . .
C3 C 0.2714(4) 0.2272(7) 0.3361(4) 0.0185(12) Uani 1 d . .
C4 C 0.1608(4) 0.2430(7) 0.1965(4) 0.0264(15) Uani 1 d . .
H4 H 0.125022 0.292565 0.214717 0.032 Uiso 1 calc . .
C5 C 0.1149(4) 0.1323(7) 0.1313(4) 0.0227(13) Uani 1 d . .
C6 C 0.1958(6) 0.3480(10) 0.1575(5) 0.048(2) Uani 1 d . .
H61 H 0.154684 0.381156 0.10448 0.072 Uiso 1 calc . .
H62 H 0.237045 0.302467 0.148006 0.072 Uiso 1 calc . .
H63 H 0.217895 0.427144 0.195289 0.072 Uiso 1 calc . .
C7 C 0.2712(4) 0.6418(6) 0.3769(4) 0.0236(14) Uani 1 d . .
H7 H 0.251783 0.608665 0.318326 0.028 Uiso 1 calc . .
C8 C 0.3033(4) 0.7889(6) 0.3830(4) 0.0212(13) Uani 1 d . .
C9 C 0.2028(5) 0.6441(10) 0.3988(8) 0.053(3) Uani 1 d . .
H91 H 0.161706 0.705251 0.359962 0.08 Uiso 1 calc . .
H92 H 0.220638 0.679043 0.455597 0.08 Uiso 1 calc . .
H93 H 0.182141 0.549468 0.394896 0.08 Uiso 1 calc . .
C10 C 0.5289(4) 1.5782(6) 0.6319(3) 0.0147(11) Uani 1 d . .
C11 C 0.6161(3) 1.5317(6) 0.7730(3) 0.0148(11) Uani 1 d . .
C12 C 0.5508(3) 1.3508(6) 0.6904(3) 0.0140(11) Uani 1 d . .
C13 C 0.5663(4) 1.1178(6) 0.7484(4) 0.0216(13) Uani 1 d . .
H13 H 0.621164 1.14681 0.785909 0.026 Uiso 1 calc . .
C14 C 0.5699(4) 0.9722(6) 0.7174(4) 0.0184(12) Uani 1 d . .
C15 C 0.5198(7) 1.1263(9) 0.7983(6) 0.046(2) Uani 1 d . .
H151 H 0.547098 1.074475 0.850371 0.069 Uiso 1 calc . .
H152 H 0.467825 1.085951 0.765972 0.069 Uiso 1 calc . .
H153 H 0.514507 1.224147 0.810747 0.069 Uiso 1 calc . .
C16 C 0.6896(4) 1.5072(7) 0.9232(3) 0.0202(12) Uani 1 d . .
H16 H 0.712766 1.416746 0.917431 0.024 Uiso 1 calc . .
C17 C 0.6202(4) 1.4761(7) 0.9418(4) 0.0197(12) Uani 1 d . .
C18 C 0.7521(5) 1.5900(10) 0.9943(5) 0.0373(18) Uani 1 d . .
H181 H 0.767347 1.539507 1.046638 0.056 Uiso 1 calc . .
H182 H 0.731278 1.681664 0.998037 0.056 Uiso 1 calc . .
H183 H 0.79795 1.601934 0.983778 0.056 Uiso 1 calc . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
Ce1 O6 2.370(4) 2_656 ?
Ce1 O6 2.370(4) . ?
Ce1 O4 2.387(4) 2_656 ?
Ce1 O4 2.387(4) . ?
Ce1 O5 2.568(4) 2_666 ?
Ce1 O5 2.568(4) 1_565 ?
Ce1 O10 2.608(4) 2_646 ?
Ce1 O10 2.608(4) 1_545 ?
Ce2 O2 2.519(5) 2 ?
Ce2 O2 2.519(5) . ?
Ce2 O11 2.544(5) 2 ?
Ce2 O11 2.544(5) . ?
Ce2 O9 2.575(5) 4_536 ?
Ce2 O9 2.575(5) 3_434 ?
Ce2 O8 2.579(5) 4_536 ?
Ce2 O8 2.579(5) 3_434 ?
Ce2 O1 2.704(4) 2 ?
Ce2 O1 2.704(4) . ?
Ce2 C17 2.924(7) 3_434 ?
Ce2 C17 2.924(7) 4_536 ?
O1 C5 1.257(8) . ?
O2 C5 1.247(8) . ?
O3 C8 1.253(8) . ?
O4 C8 1.267(7) . ?
O5 C1 1.247(7) . ?
O6 C14 1.257(7) . ?
O7 C14 1.240(8) . ?
O8 C17 1.259(8) . ?
O9 C17 1.252(8) . ?
O10 C10 1.235(7) . ?
O11 H11A 0.86(3) . ?
O11 H11B 0.86(3) . ?
O12 H12 0.848(16) . ?
O12 H12 0.848(16) 2 ?
O15 H15A 0.93(3) . ?
O15 H15B 0.94(3) . ?
N1 C3 1.319(8) . ?
N1 C2 1.352(7) . ?
N2 C1 1.340(7) . ?
N2 C2 1.357(7) . ?
N3 C3 1.366(7) . ?
N3 C1 1.375(7) . ?
N3 H3N 0.88 . ?
N4 C2 1.330(7) . ?
N4 C7 1.464(8) . ?
N4 H4N 0.88 . ?
N5 C3 1.326(8) . ?
N5 C4 1.461(8) . ?
N5 H5N 0.88 . ?
N6 C11 1.325(8) . ?
N6 C12 1.344(7) . ?
N7 C10 1.362(7) . ?
N7 C11 1.370(7) . ?
N7 H7N 0.88 . ?
N8 C10 1.359(7) . ?
N8 C12 1.370(7) . ?
N8 H8N 0.88 . ?
N9 C11 1.324(7) . ?
N9 C16 1.456(7) . ?
N9 H9N 0.88 . ?
N10 C12 1.321(7) . ?
N10 C13 1.470(7) . ?
N10 H10N 0.88 . ?
C4 C5 1.535(9) . ?
C4 C6 1.537(11) . ?
C4 H4 1 . ?
C6 H61 0.98 . ?
C6 H62 0.98 . ?
C6 H63 0.98 . ?
C7 C9 1.520(12) . ?
C7 C8 1.523(9) . ?
C7 H7 1 . ?
C9 H91 0.98 . ?
C9 H92 0.98 . ?
C9 H93 0.98 . ?
C13 C14 1.516(8) . ?
C13 C15 1.519(11) . ?
C13 H13 1 . ?
C15 H151 0.98 . ?
C15 H152 0.98 . ?
C15 H153 0.98 . ?
C16 C18 1.527(9) . ?
C16 C17 1.533(9) . ?
C16 H16 1 . ?
C18 H181 0.98 . ?
C18 H182 0.98 . ?
C18 H183 0.98 . ?

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
O6 Ce1 O6 148.3(2) 2_656 . ?
O6 Ce1 O4 111.65(16) 2_656 2_656 ?
O6 Ce1 O4 77.65(16) . 2_656 ?
O6 Ce1 O4 77.65(16) 2_656 . ?
O6 Ce1 O4 111.65(16) . . ?
O4 Ce1 O4 147.0(2) 2_656 . ?
O6 Ce1 O5 69.34(14) 2_656 2_666 ?
O6 Ce1 O5 84.10(15) . 2_666 ?
O4 Ce1 O5 77.80(15) 2_656 2_666 ?
O4 Ce1 O5 133.24(15) . 2_666 ?
O6 Ce1 O5 84.10(14) 2_656 1_565 ?
O6 Ce1 O5 69.34(14) . 1_565 ?
O4 Ce1 O5 133.24(15) 2_656 1_565 ?
O4 Ce1 O5 77.80(15) . 1_565 ?
O5 Ce1 O5 66.9(2) 2_666 1_565 ?
O6 Ce1 O10 76.97(14) 2_656 2_646 ?
O6 Ce1 O10 133.36(14) . 2_646 ?
O4 Ce1 O10 71.11(15) 2_656 2_646 ?
O4 Ce1 O10 81.05(16) . 2_646 ?
O5 Ce1 O10 120.56(14) 2_666 2_646 ?
O5 Ce1 O10 154.15(13) 1_565 2_646 ?
O6 Ce1 O10 133.36(15) 2_656 1_545 ?
O6 Ce1 O10 76.97(14) . 1_545 ?
O4 Ce1 O10 81.05(16) 2_656 1_545 ?
O4 Ce1 O10 71.11(15) . 1_545 ?
O5 Ce1 O10 154.15(13) 2_666 1_545 ?
O5 Ce1 O10 120.56(14) 1_565 1_545 ?
O10 Ce1 O10 64.83(19) 2_646 1_545 ?
O2 Ce2 O2 64.5(2) 2 . ?
O2 Ce2 O11 163.08(18) 2 2 ?
O2 Ce2 O11 115.70(16) . 2 ?
O2 Ce2 O11 115.70(16) 2 . ?
O2 Ce2 O11 163.07(18) . . ?
O11 Ce2 O11 69.4(2) 2 . ?
O2 Ce2 O9 79.0(2) 2 4_536 ?
O2 Ce2 O9 123.56(19) . 4_536 ?
O11 Ce2 O9 88.08(17) 2 4_536 ?
O11 Ce2 O9 71.43(16) . 4_536 ?
O2 Ce2 O9 123.56(19) 2 3_434 ?
O2 Ce2 O9 79.0(2) . 3_434 ?
O11 Ce2 O9 71.43(16) 2 3_434 ?
O11 Ce2 O9 88.08(17) . 3_434 ?
O9 Ce2 O9 155.3(3) 4_536 3_434 ?
O2 Ce2 O8 72.94(18) 2 4_536 ?
O2 Ce2 O8 77.39(18) . 4_536 ?
O11 Ce2 O8 90.42(17) 2 4_536 ?
O11 Ce2 O8 119.34(16) . 4_536 ?
O9 Ce2 O8 50.56(14) 4_536 4_536 ?
O9 Ce2 O8 139.88(15) 3_434 4_536 ?
O2 Ce2 O8 77.39(18) 2 3_434 ?
O2 Ce2 O8 72.94(18) . 3_434 ?
O11 Ce2 O8 119.34(16) 2 3_434 ?
O11 Ce2 O8 90.42(17) . 3_434 ?
O9 Ce2 O8 139.88(15) 4_536 3_434 ?
O9 Ce2 O8 50.56(14) 3_434 3_434 ?
O8 Ce2 O8 144.8(2) 4_536 3_434 ?
O2 Ce2 O1 49.48(15) 2 2 ?
O2 Ce2 O1 108.74(15) . 2 ?
O11 Ce2 O1 135.38(15) 2 2 ?
O11 Ce2 O1 66.89(15) . 2 ?
O9 Ce2 O1 70.12(16) 4_536 2 ?
O9 Ce2 O1 115.04(15) 3_434 2 ?
O8 Ce2 O1 103.11(15) 4_536 2 ?
O8 Ce2 O1 69.86(15) 3_434 2 ?
O2 Ce2 O1 108.74(15) 2 . ?
O2 Ce2 O1 49.48(15) . . ?
O11 Ce2 O1 66.89(15) 2 . ?
O11 Ce2 O1 135.38(15) . . ?
O9 Ce2 O1 115.04(15) 4_536 . ?
O9 Ce2 O1 70.12(16) 3_434 . ?
O8 Ce2 O1 69.86(15) 4_536 . ?
O8 Ce2 O1 103.11(15) 3_434 . ?
O1 Ce2 O1 157.6(2) 2 . ?
O2 Ce2 C17 99.77(19) 2 3_434 ?
O2 Ce2 C17 72.06(19) . 3_434 ?
O11 Ce2 C17 96.11(17) 2 3_434 ?
O11 Ce2 C17 91.61(17) . 3_434 ?
O9 Ce2 C17 159.89(15) 4_536 3_434 ?
O9 Ce2 C17 25.31(15) 3_434 3_434 ?
O8 Ce2 C17 148.57(16) 4_536 3_434 ?
O8 Ce2 C17 25.47(15) 3_434 3_434 ?
O1 Ce2 C17 93.64(16) 2 3_434 ?
O1 Ce2 C17 84.53(16) . 3_434 ?
O2 Ce2 C17 72.06(19) 2 4_536 ?
O2 Ce2 C17 99.77(19) . 4_536 ?
O11 Ce2 C17 91.61(17) 2 4_536 ?
O11 Ce2 C17 96.12(17) . 4_536 ?
O9 Ce2 C17 25.31(15) 4_536 4_536 ?
O9 Ce2 C17 159.89(15) 3_434 4_536 ?
O8 Ce2 C17 25.47(15) 4_536 4_536 ?
O8 Ce2 C17 148.57(16) 3_434 4_536 ?
O1 Ce2 C17 84.53(16) 2 4_536 ?
O1 Ce2 C17 93.64(16) . 4_536 ?
C17 Ce2 C17 170.6(2) 3_434 4_536 ?
C5 O1 Ce2 89.2(4) . . ?
C5 O2 Ce2 98.2(4) . . ?
C8 O4 Ce1 147.7(5) . . ?
C1 O5 Ce1 134.5(4) . 1_545 ?
C14 O6 Ce1 168.4(4) . . ?
C17 O8 Ce2 92.8(4) . 3_566 ?
C17 O9 Ce2 93.1(4) . 3_566 ?
C10 O10 Ce1 145.3(4) . 1_565 ?
Ce2 O11 H11A 124(6) . . ?
Ce2 O11 H11B 112(6) . . ?
H11A O11 H11B 115(6) . . ?
H12 O12 H12 134(8) . 2 ?
H15A O15 H15B 107(5) . . ?
C3 N1 C2 115.4(5) . . ?
C1 N2 C2 116.8(5) . . ?
C3 N3 C1 120.8(5) . . ?
C3 N3 H3N 119.6 . . ?
C1 N3 H3N 119.6 . . ?
C2 N4 C7 122.7(5) . . ?
C2 N4 H4N 118.7 . . ?
C7 N4 H4N 118.7 . . ?
C3 N5 C4 124.0(6) . . ?
C3 N5 H5N 118 . . ?
C4 N5 H5N 118 . . ?
C11 N6 C12 116.0(5) . . ?
C10 N7 C11 120.8(5) . . ?
C10 N7 H7N 119.6 . . ?
C11 N7 H7N 119.6 . . ?
C10 N8 C12 121.1(5) . . ?
C10 N8 H8N 119.5 . . ?
C12 N8 H8N 119.5 . . ?
C11 N9 C16 122.3(5) . . ?
C11 N9 H9N 118.9 . . ?
C16 N9 H9N 118.9 . . ?
C12 N10 C13 120.7(5) . . ?
C12 N10 H10N 119.7 . . ?
C13 N10 H10N 119.7 . . ?
O5 C1 N2 122.8(5) . . ?
O5 C1 N3 118.4(5) . . ?
N2 C1 N3 118.9(5) . . ?
N4 C2 N1 116.4(5) . . ?
N4 C2 N2 117.3(5) . . ?
N1 C2 N2 126.3(5) . . ?
N1 C3 N5 122.0(5) . . ?
N1 C3 N3 121.6(5) . . ?
N5 C3 N3 116.4(6) . . ?
N5 C4 C5 105.9(5) . . ?
N5 C4 C6 113.0(6) . . ?
C5 C4 C6 108.8(6) . . ?
N5 C4 H4 109.7 . . ?
C5 C4 H4 109.7 . . ?
C6 C4 H4 109.7 . . ?
O2 C5 O1 122.2(6) . . ?
O2 C5 C4 117.2(6) . . ?
O1 C5 C4 120.6(6) . . ?
O2 C5 Ce2 57.2(3) . . ?
O1 C5 Ce2 65.8(3) . . ?
C4 C5 Ce2 169.1(5) . . ?
C4 C6 H61 109.5 . . ?
C4 C6 H62 109.5 . . ?
H61 C6 H62 109.5 . . ?
C4 C6 H63 109.5 . . ?
H61 C6 H63 109.5 . . ?
H62 C6 H63 109.5 . . ?
N4 C7 C9 111.6(6) . . ?
N4 C7 C8 110.1(5) . . ?
C9 C7 C8 109.5(6) . . ?
N4 C7 H7 108.5 . . ?
C9 C7 H7 108.5 . . ?
C8 C7 H7 108.5 . . ?
O3 C8 O4 124.5(6) . . ?
O3 C8 C7 118.0(6) . . ?
O4 C8 C7 117.5(6) . . ?
C7 C9 H91 109.5 . . ?
C7 C9 H92 109.5 . . ?
H91 C9 H92 109.5 . . ?
C7 C9 H93 109.5 . . ?
H91 C9 H93 109.5 . . ?
H92 C9 H93 109.5 . . ?
O10 C10 N8 121.5(5) . . ?
O10 C10 N7 122.7(5) . . ?
N8 C10 N7 115.8(5) . . ?
N9 C11 N6 119.7(5) . . ?
N9 C11 N7 117.0(5) . . ?
N6 C11 N7 123.2(5) . . ?
N10 C12 N6 119.4(5) . . ?
N10 C12 N8 118.1(5) . . ?
N6 C12 N8 122.5(5) . . ?
N10 C13 C14 110.0(5) . . ?
N10 C13 C15 110.8(6) . . ?
C14 C13 C15 113.6(6) . . ?
N10 C13 H13 107.4 . . ?
C14 C13 H13 107.4 . . ?
C15 C13 H13 107.4 . . ?
O7 C14 O6 125.2(6) . . ?
O7 C14 C13 116.4(5) . . ?
O6 C14 C13 118.3(5) . . ?
C13 C15 H151 109.5 . . ?
C13 C15 H152 109.5 . . ?
H151 C15 H152 109.5 . . ?
C13 C15 H153 109.5 . . ?
H151 C15 H153 109.5 . . ?
H152 C15 H153 109.5 . . ?
N9 C16 C18 109.5(6) . . ?
N9 C16 C17 111.0(5) . . ?
C18 C16 C17 110.4(6) . . ?
N9 C16 H16 108.6 . . ?
C18 C16 H16 108.6 . . ?
C17 C16 H16 108.6 . . ?
O9 C17 O8 122.5(6) . . ?
O9 C17 C16 117.2(5) . . ?
O8 C17 C16 120.3(5) . . ?
O9 C17 Ce2 61.5(3) . 3_566 ?
O8 C17 Ce2 61.8(3) . 3_566 ?
C16 C17 Ce2 170.4(4) . 3_566 ?
C16 C18 H181 109.5 . . ?
C16 C18 H182 109.5 . . ?
H181 C18 H182 109.5 . . ?
C16 C18 H183 109.5 . . ?
H181 C18 H183 109.5 . . ?
H182 C18 H183 109.5 . . ?

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
O11 H11A O12 0.86(3) 1.90(3) 2.731(9) 165(8) 1_545 yes
O11 H11B O15 0.86(3) 2.12(5) 2.899(7) 150(8) 2_545 yes
O12 H12 O13 0.848(16) 2.002(18) 2.840(8) 170(6) 3_445 yes
O15 H15A O3 0.93(3) 1.99(3) 2.920(8) 174(8) . yes
O15 H15B O9 0.94(3) 2.10(3) 2.819(7) 132(4) 3_444 yes
N3 H3N O3 0.88 2.04 2.851(7) 153.8 1_545 yes
N3 H3N O4 0.88 2.46 3.231(7) 147.2 1_545 yes
N4 H4N O10 0.88 2.3 3.168(7) 169.7 1_545 yes
N5 H5N O3 0.88 2.22 2.997(7) 147.8 1_545 yes
N7 H7N O6 0.88 2.66 3.375(7) 139.8 1_565 yes
N7 H7N O7 0.88 1.93 2.676(8) 141.2 1_565 yes
N8 H8N N2 0.88 2.02 2.863(6) 159.8 1_565 yes
N9 H9N O7 0.88 2.59 3.160(8) 123.1 1_565 yes
N9 H9N O15 0.88 2.12 2.848(8) 140 2_666 yes
N10 H10N O5 0.88 2.01 2.884(6) 175.1 1_565 yes

####################################################################### 
# 
# 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_LaS
_database_code_depnum_ccdc_archive 'CCDC 2056751'
loop_
_audit_author_name
_audit_author_address
'Kang Min Ok'
;Sogang University
South Korea
;
_audit_update_record             
;
2021-03-29 deposited with the CCDC.	2021-04-06 downloaded from the CCDC.
;

_audit_creation_date             2021-03-27T11:25:32-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         '2(C18 H25 N10 O11 La), 7(H2 O)'
_chemical_formula_sum            'C36 H64 N20 O29 La2'
_chemical_formula_weight         1518.89
_chemical_absolute_configuration ad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2'
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_Int_Tables_number      5
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   19.0674(13)
_cell_length_b                   9.5986(6)
_cell_length_c                   17.9747(13)
_cell_angle_alpha                90
_cell_angle_beta                 116.405(3)
_cell_angle_gamma                90
_cell_volume                     2946.5(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9110
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      28.35
_cell_measurement_wavelength     0.71076

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.026
_exptl_crystal_size_min          0.024
_exptl_crystal_density_diffrn    1.712
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1532

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.533
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        SADABS-2016/2 - Bruker AXS area detector scaling and absorption correcti
;
_exptl_absorpt_correction_T_min  0.638
_exptl_absorpt_correction_T_max  0.746

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'sealed x-ray tube'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector                 'PHOTON II CPAD detector'
_diffrn_orient_matrix_type       'x-axis to radiation source'
_diffrn_orient_matrix_ub_11      0.118763
_diffrn_orient_matrix_ub_12      -0.043647
_diffrn_orient_matrix_ub_13      -0.004067
_diffrn_orient_matrix_ub_21      -0.00994
_diffrn_orient_matrix_ub_22      0.0955
_diffrn_orient_matrix_ub_23      0.010304
_diffrn_orient_matrix_ub_31      -0.027189
_diffrn_orient_matrix_ub_32      -0.008807
_diffrn_orient_matrix_ub_33      0.061118
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'ω oscillation scans'
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_number            54340
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.434
_diffrn_reflns_theta_max         28.43
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_reflns_number_total             7388
_reflns_number_gt                7267
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX3 software'
_computing_cell_refinement       'SAINT V8.38A integration software'
_computing_data_reduction        'Bruker APEX3 software'
_computing_structure_solution    'SHELXS-2013/2 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0185P)²+5.4442P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         7388
_refine_ls_number_parameters     413
_refine_ls_number_restraints     9
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0226
_refine_ls_R_factor_gt           0.022
_refine_ls_wR_factor_ref         0.051
_refine_ls_wR_factor_gt          0.0508
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_restrained_S_all      1.118
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Flack x determined using 3305 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.011(3)
_refine_diff_density_max         0.938
_refine_diff_density_min         -1.216
_refine_diff_density_rms         0.084

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
La La -0.2871 2.4523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
La1 La 0.5 0.88910(2) 0.5 0.01042(7) Uani 1 d . .
La2 La 0 -0.05159(3) 0 0.01549(8) Uani 1 d . .
O1 O 0.11810(16) 0.0061(3) 0.15178(16) 0.0234(6) Uani 1 d . .
O2 O 0.07479(19) 0.1729(3) 0.05867(18) 0.0323(7) Uani 1 d . .
O3 O 0.26247(19) 0.8742(3) 0.32663(17) 0.0309(7) Uani 1 d . .
O4 O 0.36443(15) 0.8192(3) 0.44601(16) 0.0189(5) Uani 1 d . .
O5 O 0.43317(15) 0.1134(3) 0.51585(15) 0.0150(5) Uani 1 d . .
O6 O 0.55165(16) 0.9571(3) 0.64257(14) 0.0213(6) Uani 1 d . .
O7 O 0.5916(2) 0.8790(4) 0.77117(17) 0.0284(7) Uani 1 d . .
O8 O 0.55565(16) 1.5309(3) 0.89959(16) 0.0236(6) Uani 1 d . .
O9 O 0.63396(15) 1.3943(3) 1.00082(16) 0.0246(6) Uani 1 d . .
O10 O 0.49139(16) 1.6591(3) 0.57426(15) 0.0168(5) Uani 1 d . .
O11 O -0.05785(17) -0.2716(3) -0.08739(18) 0.0237(6) Uani 1 d . .
H11A H -0.051(3) -0.352(3) -0.068(3) 0.036 Uiso 1 d . .
H11B H -0.1057(16) -0.269(6) -0.120(3) 0.036 Uiso 1 d . .
O12 O 0 0.4892(5) 0 0.0342(10) Uani 1 d . .
H12 H -0.022(3) 0.445(5) 0.023(3) 0.051 Uiso 1 d . .
O13 O 0.4149(3) 0.8440(4) 0.0703(3) 0.0584(12) Uani 1 d . .
O14 O 0.5779(4) 0.4697(10) 0.2849(4) 0.100(3) Uani 1 d . .
O15 O 0.22371(18) 0.7774(3) 0.15849(19) 0.0276(7) Uani 1 d . .
H15A H 0.230(3) 0.812(6) 0.205(2) 0.041 Uiso 1 d . .
H15B H 0.216(3) 0.848(4) 0.127(3) 0.041 Uiso 1 d . .
N1 N 0.27099(18) 0.3633(3) 0.34806(19) 0.0175(6) Uani 1 d . .
N2 N 0.38790(16) 0.3342(3) 0.47765(17) 0.0130(5) Uani 1 d . .
N3 N 0.32363(18) 0.1418(3) 0.39565(18) 0.0155(6) Uani 1 d . .
H3N H 0.319229 0.050909 0.388559 0.019 Uiso 1 calc . .
N4 N 0.33192(17) 0.5488(3) 0.43070(18) 0.0148(6) Uani 1 d . .
H4N H 0.372289 0.584785 0.473349 0.018 Uiso 1 calc . .
N5 N 0.21946(19) 0.1669(3) 0.26761(19) 0.0208(7) Uani 1 d . .
H5N H 0.22112 0.075555 0.264294 0.025 Uiso 1 calc . .
N6 N 0.60098(17) 1.3977(3) 0.76678(16) 0.0144(5) Uani 1 d . .
N7 N 0.58377(19) 1.6231(3) 0.70777(18) 0.0161(6) Uani 1 d . .
H7N H 0.59877 1.710771 0.714318 0.019 Uiso 1 calc . .
N8 N 0.51663(17) 1.4385(3) 0.62425(16) 0.0132(5) Uani 1 d . .
H8N H 0.486121 1.403187 0.575199 0.016 Uiso 1 calc . .
N9 N 0.66497(18) 1.5864(3) 0.84579(18) 0.0162(6) Uani 1 d . .
H9N H 0.682481 1.67171 0.847395 0.019 Uiso 1 calc . .
N10 N 0.53613(18) 1.2174(3) 0.67962(17) 0.0146(6) Uani 1 d . .
H10N H 0.506812 1.185861 0.629209 0.017 Uiso 1 calc . .
C1 C 0.38384(19) 0.1959(4) 0.4658(2) 0.0122(6) Uani 1 d . .
C2 C 0.32976(19) 0.4113(3) 0.4188(2) 0.0130(7) Uani 1 d . .
C3 C 0.2706(2) 0.2275(4) 0.3369(2) 0.0161(7) Uani 1 d . .
C4 C 0.1605(2) 0.2418(4) 0.1963(2) 0.0225(8) Uani 1 d . .
H4 H 0.12416 0.291735 0.213673 0.027 Uiso 1 calc . .
C5 C 0.1149(2) 0.1317(4) 0.1314(2) 0.0198(7) Uani 1 d . .
C6 C 0.1963(3) 0.3463(6) 0.1585(3) 0.0427(13) Uani 1 d . .
H61 H 0.155877 0.378747 0.104865 0.064 Uiso 1 calc . .
H62 H 0.238529 0.30116 0.15043 0.064 Uiso 1 calc . .
H63 H 0.217511 0.425927 0.196093 0.064 Uiso 1 calc . .
C7 C 0.2699(2) 0.6421(4) 0.3757(3) 0.0211(8) Uani 1 d . .
H7 H 0.251006 0.609036 0.317165 0.025 Uiso 1 calc . .
C8 C 0.3020(2) 0.7899(4) 0.3823(2) 0.0177(7) Uani 1 d . .
C9 C 0.2014(3) 0.6436(5) 0.3971(4) 0.0473(15) Uani 1 d . .
H91 H 0.160666 0.706238 0.359074 0.071 Uiso 1 calc . .
H92 H 0.21926 0.67634 0.454336 0.071 Uiso 1 calc . .
H93 H 0.180117 0.549248 0.391853 0.071 Uiso 1 calc . .
C10 C 0.5286(2) 1.5788(4) 0.6324(2) 0.0135(6) Uani 1 d . .
C11 C 0.6163(2) 1.5330(4) 0.7735(2) 0.0135(6) Uani 1 d . .
C12 C 0.5514(2) 1.3516(4) 0.6913(2) 0.0130(6) Uani 1 d . .
C13 C 0.5674(2) 1.1196(4) 0.7498(2) 0.0186(7) Uani 1 d . .
H13 H 0.622583 1.148117 0.786671 0.022 Uiso 1 calc . .
C14 C 0.5701(2) 0.9734(4) 0.7190(2) 0.0163(7) Uani 1 d . .
C15 C 0.5219(3) 1.1278(5) 0.8010(3) 0.0371(12) Uani 1 d . .
H151 H 0.549642 1.075117 0.852665 0.056 Uiso 1 calc . .
H152 H 0.469563 1.088061 0.76917 0.056 Uiso 1 calc . .
H153 H 0.517162 1.225348 0.814138 0.056 Uiso 1 calc . .
C16 C 0.6908(2) 1.5082(4) 0.9233(2) 0.0170(7) Uani 1 d . .
H16 H 0.714588 1.418411 0.917718 0.02 Uiso 1 calc . .
C17 C 0.6213(2) 1.4760(4) 0.9419(2) 0.0177(7) Uani 1 d . .
C18 C 0.7526(3) 1.5924(5) 0.9942(3) 0.0318(10) Uani 1 d . .
H181 H 0.768705 1.541456 1.046478 0.048 Uiso 1 calc . .
H182 H 0.73064 1.682801 0.998163 0.048 Uiso 1 calc . .
H183 H 0.798119 1.60689 0.983381 0.048 Uiso 1 calc . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
La1 O6 2.391(2) 2_656 ?
La1 O6 2.391(2) . ?
La1 O4 2.417(3) . ?
La1 O4 2.417(3) 2_656 ?
La1 O5 2.581(2) 2_666 ?
La1 O5 2.581(2) 1_565 ?
La1 O10 2.623(2) 1_545 ?
La1 O10 2.623(2) 2_646 ?
La2 O2 2.540(3) . ?
La2 O2 2.540(3) 2 ?
La2 O11 2.569(3) 2 ?
La2 O11 2.569(3) . ?
La2 O8 2.591(3) 4_536 ?
La2 O8 2.591(3) 3_434 ?
La2 O9 2.600(3) 4_536 ?
La2 O9 2.600(3) 3_434 ?
La2 O1 2.712(3) 2 ?
La2 O1 2.712(3) . ?
La2 C17 2.942(4) 3_434 ?
La2 C17 2.942(4) 4_536 ?
O1 C5 1.254(5) . ?
O2 C5 1.249(5) . ?
O3 C8 1.247(5) . ?
O4 C8 1.263(4) . ?
O5 C1 1.252(4) . ?
O6 C14 1.267(4) . ?
O7 C14 1.235(5) . ?
O8 C17 1.256(4) . ?
O9 C17 1.252(4) . ?
O10 C10 1.237(4) . ?
O11 H11A 0.83(3) . ?
O11 H11B 0.84(3) . ?
O12 H12 0.82(2) . ?
O12 H12 0.82(2) 2 ?
O15 H15A 0.85(3) . ?
O15 H15B 0.86(3) . ?
N1 C3 1.319(5) . ?
N1 C2 1.349(4) . ?
N2 C1 1.341(4) . ?
N2 C2 1.361(4) . ?
N3 C3 1.366(5) . ?
N3 C1 1.374(4) . ?
N3 H3N 0.88 . ?
N4 C2 1.335(4) . ?
N4 C7 1.462(5) . ?
N4 H4N 0.88 . ?
N5 C3 1.326(4) . ?
N5 C4 1.463(5) . ?
N5 H5N 0.88 . ?
N6 C11 1.325(5) . ?
N6 C12 1.338(4) . ?
N7 C10 1.362(4) . ?
N7 C11 1.370(4) . ?
N7 H7N 0.88 . ?
N8 C10 1.363(4) . ?
N8 C12 1.370(4) . ?
N8 H8N 0.88 . ?
N9 C11 1.319(4) . ?
N9 C16 1.461(4) . ?
N9 H9N 0.88 . ?
N10 C12 1.318(4) . ?
N10 C13 1.470(4) . ?
N10 H10N 0.88 . ?
C4 C5 1.528(5) . ?
C4 C6 1.532(6) . ?
C4 H4 1 . ?
C6 H61 0.98 . ?
C6 H62 0.98 . ?
C6 H63 0.98 . ?
C7 C9 1.517(7) . ?
C7 C8 1.528(5) . ?
C7 H7 1 . ?
C9 H91 0.98 . ?
C9 H92 0.98 . ?
C9 H93 0.98 . ?
C13 C14 1.518(5) . ?
C13 C15 1.522(6) . ?
C13 H13 1 . ?
C15 H151 0.98 . ?
C15 H152 0.98 . ?
C15 H153 0.98 . ?
C16 C18 1.527(5) . ?
C16 C17 1.535(5) . ?
C16 H16 1 . ?
C18 H181 0.98 . ?
C18 H182 0.98 . ?
C18 H183 0.98 . ?

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
O6 La1 O6 148.32(13) 2_656 . ?
O6 La1 O4 77.77(9) 2_656 . ?
O6 La1 O4 111.30(9) . . ?
O6 La1 O4 111.30(9) 2_656 2_656 ?
O6 La1 O4 77.78(9) . 2_656 ?
O4 La1 O4 147.77(13) . 2_656 ?
O6 La1 O5 69.04(8) 2_656 2_666 ?
O6 La1 O5 84.40(9) . 2_666 ?
O4 La1 O5 132.80(8) . 2_666 ?
O4 La1 O5 77.51(9) 2_656 2_666 ?
O6 La1 O5 84.40(9) 2_656 1_565 ?
O6 La1 O5 69.04(8) . 1_565 ?
O4 La1 O5 77.50(9) . 1_565 ?
O4 La1 O5 132.80(8) 2_656 1_565 ?
O5 La1 O5 66.96(12) 2_666 1_565 ?
O6 La1 O10 133.31(9) 2_656 1_545 ?
O6 La1 O10 76.91(8) . 1_545 ?
O4 La1 O10 70.90(9) . 1_545 ?
O4 La1 O10 81.94(9) 2_656 1_545 ?
O5 La1 O10 154.70(8) 2_666 1_545 ?
O5 La1 O10 120.02(8) 1_565 1_545 ?
O6 La1 O10 76.91(8) 2_656 2_646 ?
O6 La1 O10 133.31(9) . 2_646 ?
O4 La1 O10 81.94(9) . 2_646 ?
O4 La1 O10 70.91(9) 2_656 2_646 ?
O5 La1 O10 120.02(8) 2_666 2_646 ?
O5 La1 O10 154.70(8) 1_565 2_646 ?
O10 La1 O10 65.32(11) 1_545 2_646 ?
O2 La2 O2 63.93(14) . 2 ?
O2 La2 O11 115.74(9) . 2 ?
O2 La2 O11 163.77(10) 2 2 ?
O2 La2 O11 163.77(10) . . ?
O2 La2 O11 115.74(9) 2 . ?
O11 La2 O11 69.46(13) 2 . ?
O2 La2 O8 77.27(11) . 4_536 ?
O2 La2 O8 72.64(10) 2 4_536 ?
O11 La2 O8 91.31(10) 2 4_536 ?
O11 La2 O8 118.66(9) . 4_536 ?
O2 La2 O8 72.64(10) . 3_434 ?
O2 La2 O8 77.27(11) 2 3_434 ?
O11 La2 O8 118.66(9) 2 3_434 ?
O11 La2 O8 91.31(10) . 3_434 ?
O8 La2 O8 144.40(14) 4_536 3_434 ?
O2 La2 O9 122.72(11) . 4_536 ?
O2 La2 O9 78.37(11) 2 4_536 ?
O11 La2 O9 89.59(10) 2 4_536 ?
O11 La2 O9 71.27(9) . 4_536 ?
O8 La2 O9 50.17(8) 4_536 4_536 ?
O8 La2 O9 139.70(8) 3_434 4_536 ?
O2 La2 O9 78.36(11) . 3_434 ?
O2 La2 O9 122.72(11) 2 3_434 ?
O11 La2 O9 71.27(9) 2 3_434 ?
O11 La2 O9 89.59(10) . 3_434 ?
O8 La2 O9 139.70(8) 4_536 3_434 ?
O8 La2 O9 50.17(8) 3_434 3_434 ?
O9 La2 O9 156.96(15) 4_536 3_434 ?
O2 La2 O1 107.84(9) . 2 ?
O2 La2 O1 49.28(9) 2 2 ?
O11 La2 O1 136.16(9) 2 2 ?
O11 La2 O1 67.30(9) . 2 ?
O8 La2 O1 102.96(9) 4_536 2 ?
O8 La2 O1 69.58(9) 3_434 2 ?
O9 La2 O1 70.18(9) 4_536 2 ?
O9 La2 O1 114.87(9) 3_434 2 ?
O2 La2 O1 49.27(9) . . ?
O2 La2 O1 107.83(9) 2 . ?
O11 La2 O1 67.30(9) 2 . ?
O11 La2 O1 136.16(9) . . ?
O8 La2 O1 69.57(9) 4_536 . ?
O8 La2 O1 102.96(9) 3_434 . ?
O9 La2 O1 114.87(9) 4_536 . ?
O9 La2 O1 70.18(9) 3_434 . ?
O1 La2 O1 156.46(12) 2 . ?
O2 La2 C17 71.70(11) . 3_434 ?
O2 La2 C17 99.27(11) 2 3_434 ?
O11 La2 C17 95.71(10) 2 3_434 ?
O11 La2 C17 92.79(10) . 3_434 ?
O8 La2 C17 148.16(9) 4_536 3_434 ?
O8 La2 C17 25.22(9) 3_434 3_434 ?
O9 La2 C17 160.26(9) 4_536 3_434 ?
O9 La2 C17 25.14(9) 3_434 3_434 ?
O1 La2 C17 93.26(9) 2 3_434 ?
O1 La2 C17 84.63(9) . 3_434 ?
O2 La2 C17 99.27(11) . 4_536 ?
O2 La2 C17 71.70(11) 2 4_536 ?
O11 La2 C17 92.79(10) 2 4_536 ?
O11 La2 C17 95.71(10) . 4_536 ?
O8 La2 C17 25.22(9) 4_536 4_536 ?
O8 La2 C17 148.16(9) 3_434 4_536 ?
O9 La2 C17 25.14(9) 4_536 4_536 ?
O9 La2 C17 160.26(9) 3_434 4_536 ?
O1 La2 C17 84.63(9) 2 4_536 ?
O1 La2 C17 93.26(9) . 4_536 ?
C17 La2 C17 169.66(14) 3_434 4_536 ?
C5 O1 La2 89.5(2) . . ?
C5 O2 La2 97.7(2) . . ?
C8 O4 La1 146.6(3) . . ?
C1 O5 La1 134.2(2) . 1_545 ?
C14 O6 La1 168.2(3) . . ?
C17 O8 La2 93.2(2) . 3_566 ?
C17 O9 La2 92.9(2) . 3_566 ?
C10 O10 La1 144.3(2) . 1_565 ?
La2 O11 H11A 124(4) . . ?
La2 O11 H11B 116(4) . . ?
H11A O11 H11B 104(4) . . ?
H12 O12 H12 118(7) . 2 ?
H15A O15 H15B 104(4) . . ?
C3 N1 C2 115.3(3) . . ?
C1 N2 C2 116.4(3) . . ?
C3 N3 C1 120.7(3) . . ?
C3 N3 H3N 119.6 . . ?
C1 N3 H3N 119.6 . . ?
C2 N4 C7 122.7(3) . . ?
C2 N4 H4N 118.7 . . ?
C7 N4 H4N 118.7 . . ?
C3 N5 C4 124.3(3) . . ?
C3 N5 H5N 117.8 . . ?
C4 N5 H5N 117.8 . . ?
C11 N6 C12 116.4(3) . . ?
C10 N7 C11 120.9(3) . . ?
C10 N7 H7N 119.5 . . ?
C11 N7 H7N 119.5 . . ?
C10 N8 C12 121.0(3) . . ?
C10 N8 H8N 119.5 . . ?
C12 N8 H8N 119.5 . . ?
C11 N9 C16 122.0(3) . . ?
C11 N9 H9N 119 . . ?
C16 N9 H9N 119 . . ?
C12 N10 C13 120.8(3) . . ?
C12 N10 H10N 119.6 . . ?
C13 N10 H10N 119.6 . . ?
O5 C1 N2 122.6(3) . . ?
O5 C1 N3 118.3(3) . . ?
N2 C1 N3 119.1(3) . . ?
N4 C2 N1 116.2(3) . . ?
N4 C2 N2 117.2(3) . . ?
N1 C2 N2 126.5(3) . . ?
N1 C3 N5 121.9(3) . . ?
N1 C3 N3 121.7(3) . . ?
N5 C3 N3 116.4(3) . . ?
N5 C4 C5 106.5(3) . . ?
N5 C4 C6 112.9(4) . . ?
C5 C4 C6 109.2(4) . . ?
N5 C4 H4 109.4 . . ?
C5 C4 H4 109.4 . . ?
C6 C4 H4 109.4 . . ?
O2 C5 O1 122.6(4) . . ?
O2 C5 C4 117.1(4) . . ?
O1 C5 C4 120.3(3) . . ?
O2 C5 La2 57.7(2) . . ?
O1 C5 La2 65.6(2) . . ?
C4 C5 La2 169.4(3) . . ?
C4 C6 H61 109.5 . . ?
C4 C6 H62 109.5 . . ?
H61 C6 H62 109.5 . . ?
C4 C6 H63 109.5 . . ?
H61 C6 H63 109.5 . . ?
H62 C6 H63 109.5 . . ?
N4 C7 C9 111.2(4) . . ?
N4 C7 C8 109.9(3) . . ?
C9 C7 C8 109.3(3) . . ?
N4 C7 H7 108.8 . . ?
C9 C7 H7 108.8 . . ?
C8 C7 H7 108.8 . . ?
O3 C8 O4 124.9(3) . . ?
O3 C8 C7 117.5(3) . . ?
O4 C8 C7 117.4(3) . . ?
C7 C9 H91 109.5 . . ?
C7 C9 H92 109.5 . . ?
H91 C9 H92 109.5 . . ?
C7 C9 H93 109.5 . . ?
H91 C9 H93 109.5 . . ?
H92 C9 H93 109.5 . . ?
O10 C10 N7 123.0(3) . . ?
O10 C10 N8 121.3(3) . . ?
N7 C10 N8 115.7(3) . . ?
N9 C11 N6 120.1(3) . . ?
N9 C11 N7 117.1(3) . . ?
N6 C11 N7 122.9(3) . . ?
N10 C12 N6 119.4(3) . . ?
N10 C12 N8 118.0(3) . . ?
N6 C12 N8 122.6(3) . . ?
N10 C13 C14 110.1(3) . . ?
N10 C13 C15 111.3(3) . . ?
C14 C13 C15 112.9(3) . . ?
N10 C13 H13 107.4 . . ?
C14 C13 H13 107.4 . . ?
C15 C13 H13 107.4 . . ?
O7 C14 O6 124.8(3) . . ?
O7 C14 C13 117.1(3) . . ?
O6 C14 C13 118.1(3) . . ?
C13 C15 H151 109.5 . . ?
C13 C15 H152 109.5 . . ?
H151 C15 H152 109.5 . . ?
C13 C15 H153 109.5 . . ?
H151 C15 H153 109.5 . . ?
H152 C15 H153 109.5 . . ?
N9 C16 C18 109.4(3) . . ?
N9 C16 C17 110.8(3) . . ?
C18 C16 C17 110.2(3) . . ?
N9 C16 H16 108.8 . . ?
C18 C16 H16 108.8 . . ?
C17 C16 H16 108.8 . . ?
O9 C17 O8 122.7(4) . . ?
O9 C17 C16 116.8(3) . . ?
O8 C17 C16 120.5(3) . . ?
O9 C17 La2 62.0(2) . 3_566 ?
O8 C17 La2 61.6(2) . 3_566 ?
C16 C17 La2 170.5(2) . 3_566 ?
C16 C18 H181 109.5 . . ?
C16 C18 H182 109.5 . . ?
H181 C18 H182 109.5 . . ?
C16 C18 H183 109.5 . . ?
H181 C18 H183 109.5 . . ?
H182 C18 H183 109.5 . . ?

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
O11 H11A O12 0.83(3) 1.92(3) 2.723(5) 161(5) 1_545 yes
O11 H11B O15 0.84(3) 2.09(3) 2.874(4) 157(5) 2_545 yes
O12 H12 O13 0.82(2) 2.01(2) 2.827(5) 175(6) 3_445 yes
O15 H15A O3 0.85(3) 2.09(3) 2.925(4) 171(5) . yes
O15 H15B O9 0.86(3) 2.15(4) 2.812(4) 133(5) 3_444 yes
N3 H3N O3 0.88 2.05 2.865(4) 152.9 1_545 yes
N3 H3N O4 0.88 2.44 3.223(4) 148 1_545 yes
N4 H4N O10 0.88 2.3 3.169(4) 169.3 1_545 yes
N5 H5N O3 0.88 2.2 2.986(4) 149 1_545 yes
N7 H7N O6 0.88 2.65 3.375(4) 140.2 1_565 yes
N7 H7N O7 0.88 1.95 2.684(5) 140.2 1_565 yes
N8 H8N N2 0.88 2.02 2.867(4) 159.8 1_565 yes
N9 H9N O7 0.88 2.59 3.158(5) 122.8 1_565 yes
N9 H9N O15 0.88 2.1 2.832(4) 140.1 2_666 yes
N10 H10N O5 0.88 2.02 2.894(4) 175.9 1_565 yes

