# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_aaa
_database_code_depnum_ccdc_archive 'CCDC 2385148'
loop_
_audit_author_name
_audit_author_address
'jing zahng' 'Tianjin University Of Technology'
_audit_update_record             
;
2025-04-14 deposited with the CCDC.	2025-05-06 downloaded from the CCDC.
;
_audit_creation_date             2025-04-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H15 N14 O12 Y, 4(H2 O)'
_chemical_formula_sum            'C12 H23 N14 O16 Y'
_chemical_formula_weight         708.35
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Y Y -2.7962 3.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'

_cell_length_a                   67.056(8)
_cell_length_b                   6.1193(7)
_cell_length_c                   11.4807(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4710.9(9)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2243
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      21.34
_cell_measurement_theta_min      3.65
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.589
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.5819
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0688 before and 0.0494 after correction.
The Ratio of minimum to maximum transmission is 0.7799.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.997
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2880
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1338
_diffrn_reflns_av_unetI/netI     0.0732
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       85
_diffrn_reflns_limit_h_min       -85
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            27752
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.081
_diffrn_reflns_theta_min         2.430
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.909
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                2348
_reflns_number_total             2608
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.108
_refine_diff_density_min         -1.007
_refine_diff_density_rms         0.235
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.01(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     216
_refine_ls_number_reflns         2608
_refine_ls_number_restraints     47
_refine_ls_R_factor_all          0.0801
_refine_ls_R_factor_gt           0.0728
_refine_ls_restrained_S_all      1.088
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1624P)²+17.8866P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2150
_refine_ls_wR_factor_ref         0.2251
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.99(2)
 0.01(2)
2. Fixed Uiso
 At 1.2 times of:
  All N(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
3. Restrained distances
 H6A-H6B = H4C-H4D
 1.4 with sigma of 0.02
 O4-H4C = O4-H4D
 0.86 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(C1) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C6) \\sim
Ueq, Uanis(C3) \\sim Ueq, Uanis(N2) \\sim Ueq, Uanis(N3) \\sim Ueq: with sigma
of 0.002 and sigma for terminal atoms of 0.001
5. Others
 Fixed Sof: H6(0.5) H4A(0.5) H4B(0.5) H4C(0.5) H4D(0.5)
 Fixed Uiso: H4C(0.005)
6.a Free rotating group:
 O7(H7A,H7B), O8(H8A,H8B)
6.b Rotating group:
 O6(H6A), O5(H5A,H5B), O4(H4A,H4B)
6.c Aromatic/amide H refined with riding coordinates:
 N6(H6), N1(H1)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Y1 Y 0.750000 0.250000 0.64384(15) 0.0238(5) Uani 1 2 d S T P . .
O7 O 0.65152(10) 1.1596(11) 0.0403(6) 0.0105(13) Uani 1 1 d . . . . .
H7A H 0.638794 1.182463 0.029701 0.016 Uiso 1 1 d G . . . .
H7B H 0.652301 1.020438 0.055187 0.016 Uiso 1 1 d G . . . .
O1 O 0.67383(10) 0.9142(11) 0.2042(6) 0.0132(13) Uani 1 1 d . . . . .
O2 O 0.62480(9) -0.0040(11) 0.3746(6) 0.0080(14) Uani 1 1 d . . . . .
O3 O 0.71844(12) 0.1929(15) 0.5728(8) 0.0222(16) Uani 1 1 d . . . . .
N7 N 0.68807(12) 0.1126(14) 0.5057(8) 0.0103(15) Uani 1 1 d . . . . .
N4 N 0.67300(11) 0.3662(12) 0.3799(7) 0.0064(14) Uani 1 1 d . . . . .
N6 N 0.65596(11) 0.0581(13) 0.4416(7) 0.0062(14) Uani 1 1 d . . . . .
H6 H 0.655340 -0.062285 0.483413 0.007 Uiso 0.5 1 calc R . . . .
O6 O 0.76251(13) 0.5783(14) 0.7292(8) 0.0254(18) Uani 1 1 d . . . . .
H6A H 0.764218 0.565060 0.808398 0.038 Uiso 1 1 d DGR . . . .
N3 N 0.63995(11) 0.3093(13) 0.3146(7) 0.0069(14) Uani 1 1 d . U . . .
O8 O 0.79927(14) 0.7228(14) 0.6753(7) 0.0256(19) Uani 1 1 d . . . . .
H8A H 0.804987 0.712199 0.743068 0.038 Uiso 1 1 d G . . . .
H8B H 0.801316 0.857411 0.654105 0.038 Uiso 1 1 d G . . . .
N2 N 0.69032(12) 0.6874(14) 0.3251(8) 0.0119(15) Uani 1 1 d . U . . .
N1 N 0.65748(11) 0.6114(12) 0.2582(7) 0.0073(14) Uani 1 1 d . . . . .
H1 H 0.647215 0.651294 0.215449 0.009 Uiso 1 1 calc R . . . .
N5 N 0.70526(12) 0.4402(15) 0.4486(8) 0.0126(16) Uani 1 1 d . . . . .
O5 O 0.77197(12) 0.1141(14) 0.7960(10) 0.030(2) Uani 1 1 d . . . . .
H5A H 0.764987 0.049066 0.856579 0.045 Uiso 1 1 d GR . . . .
H5B H 0.778659 0.226201 0.834103 0.045 Uiso 1 1 d GR . . . .
C5 C 0.67297(13) 0.1755(14) 0.4452(8) 0.0061(15) Uani 1 1 d . U . . .
C1 C 0.67448(13) 0.7484(14) 0.2589(8) 0.0075(16) Uani 1 1 d . U . . .
O4 O 0.75399(16) -0.0184(17) 0.4943(9) 0.034(2) Uani 1 1 d D . . . .
H4A H 0.742156 -0.075239 0.474038 0.050 Uiso 0.5 1 d GR . . . .
H4B H 0.760747 -0.134366 0.521042 0.050 Uiso 0.5 1 d GR . . . .
C3 C 0.68996(12) 0.5028(14) 0.3850(10) 0.0066(16) Uani 1 1 d . U . . .
C4 C 0.63946(13) 0.1149(14) 0.3765(7) 0.0067(16) Uani 1 1 d . . . . .
C2 C 0.65606(13) 0.4243(15) 0.3186(8) 0.0067(16) Uani 1 1 d . U . . .
C6 C 0.70426(14) 0.2502(15) 0.5086(8) 0.0109(18) Uani 1 1 d . U . . .
H6B H 0.773(2) 0.56(3) 0.698(9) 0.02(4) Uiso 1 1 d D . . . .
H4C H 0.758(3) -0.11(3) 0.440(12) 0.005 Uiso 0.5 1 d D . . . .
H4D H 0.743(2) 0.04(4) 0.471(17) 0.01(6) Uiso 0.5 1 d D . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Y1 O3 2.295(8) . ?
Y1 O3 2.295(8) 14_655 ?
Y1 O6 2.387(9) . ?
Y1 O6 2.387(9) 14_655 ?
Y1 O5 2.432(10) 14_655 ?
Y1 O5 2.432(10) . ?
Y1 O4 2.391(10) . ?
Y1 O4 2.391(10) 14_655 ?
O1 C1 1.194(12) . ?
O2 C4 1.223(11) . ?
O3 C6 1.253(13) . ?
N7 C5 1.287(12) . ?
N7 C6 1.375(12) . ?
N4 C5 1.387(12) . ?
N4 C3 1.413(11) . ?
N4 C2 1.383(11) . ?
N6 C5 1.349(11) . ?
N6 C4 1.380(11) . ?
N3 C4 1.386(12) . ?
N3 C2 1.290(12) . ?
N2 C1 1.358(13) . ?
N2 C3 1.323(13) . ?
N1 C1 1.415(11) . ?
N1 C2 1.342(12) . ?
N5 C3 1.316(13) . ?
N5 C6 1.353(13) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Y1 O3 138.4(5) . 14_655 ?
O3 Y1 O6 72.2(3) 14_655 . ?
O3 Y1 O6 126.7(3) 14_655 14_655 ?
O3 Y1 O6 126.7(3) . . ?
O3 Y1 O6 72.2(3) . 14_655 ?
O3 Y1 O5 75.4(3) . 14_655 ?
O3 Y1 O5 75.4(3) 14_655 . ?
O3 Y1 O5 139.6(3) . . ?
O3 Y1 O5 139.6(3) 14_655 14_655 ?
O3 Y1 O4 75.1(3) 14_655 14_655 ?
O3 Y1 O4 75.3(3) 14_655 . ?
O3 Y1 O4 75.1(3) . . ?
O3 Y1 O4 75.3(3) . 14_655 ?
O6 Y1 O6 131.6(4) . 14_655 ?
O6 Y1 O5 77.3(3) . . ?
O6 Y1 O5 68.3(3) . 14_655 ?
O6 Y1 O5 77.3(3) 14_655 14_655 ?
O6 Y1 O5 68.3(3) 14_655 . ?
O6 Y1 O4 146.4(3) . . ?
O6 Y1 O4 75.9(3) 14_655 . ?
O6 Y1 O4 146.4(3) 14_655 14_655 ?
O6 Y1 O4 75.9(3) . 14_655 ?
O5 Y1 O5 88.1(5) . 14_655 ?
O4 Y1 O5 102.3(3) 14_655 14_655 ?
O4 Y1 O5 144.9(3) 14_655 . ?
O4 Y1 O5 144.9(3) . 14_655 ?
O4 Y1 O5 102.3(3) . . ?
O4 Y1 O4 88.2(5) . 14_655 ?
C6 O3 Y1 150.0(8) . . ?
C5 N7 C6 116.8(9) . . ?
C5 N4 C3 118.5(7) . . ?
C2 N4 C5 119.4(7) . . ?
C2 N4 C3 122.0(8) . . ?
C5 N6 C4 124.1(8) . . ?
C2 N3 C4 118.0(8) . . ?
C3 N2 C1 120.8(8) . . ?
C2 N1 C1 124.0(7) . . ?
C3 N5 C6 119.6(8) . . ?
N7 C5 N4 122.9(8) . . ?
N7 C5 N6 121.5(9) . . ?
N6 C5 N4 115.6(8) . . ?
O1 C1 N2 123.8(8) . . ?
O1 C1 N1 118.1(8) . . ?
N2 C1 N1 118.1(8) . . ?
N2 C3 N4 119.9(8) . . ?
N5 C3 N4 118.6(9) . . ?
N5 C3 N2 121.5(8) . . ?
O2 C4 N6 120.3(8) . . ?
O2 C4 N3 121.4(8) . . ?
N6 C4 N3 118.4(8) . . ?
N3 C2 N4 124.4(8) . . ?
N3 C2 N1 120.5(8) . . ?
N1 C2 N4 115.1(7) . . ?
O3 C6 N7 116.2(9) . . ?
O3 C6 N5 120.2(9) . . ?
N5 C6 N7 123.6(9) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.99(2)
2 0.01(2)

####################################################################### 
# 
# 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_333
_database_code_depnum_ccdc_archive 'CCDC 2385150'
loop_
_audit_author_name
_audit_author_address
jingzhang
;Tianjin University of Technology
China
;
_audit_update_record             
;
2024-09-19 deposited with the CCDC.	2025-05-06 downloaded from the CCDC.
;
_audit_creation_date             2024-09-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H15 Lu N14 O12, 4(H2 O)'
_chemical_formula_sum            'C12 H23 Lu N14 O16'
_chemical_formula_weight         794.41
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Lu Lu -0.4720 5.8584 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'

_cell_length_a                   66.982(3)
_cell_length_b                   6.1537(2)
_cell_length_c                   11.6511(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4802.4(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9912
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      26.99
_cell_measurement_theta_min      2.43
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.222
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.5688
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1215 before and 0.0774 after correction. The Ratio of minimum to maximum transmission is 0.7630. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    2.197
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             3136
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0416
_diffrn_reflns_av_unetI/netI     0.0340
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       84
_diffrn_reflns_limit_h_min       -85
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            17458
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.112
_diffrn_reflns_theta_min         2.433
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.894
_reflns_Friedel_fraction_full    0.979
_reflns_Friedel_fraction_max     0.983
_reflns_number_gt                2450
_reflns_number_total             2632
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.381
_refine_diff_density_min         -1.235
_refine_diff_density_rms         0.302
_refine_ls_abs_structure_details 
;
 Flack x determined using 1121 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.014(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.146
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     206
_refine_ls_number_reflns         2632
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0492
_refine_ls_restrained_S_all      1.145
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1078P)²+70.1726P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1496
_refine_ls_wR_factor_ref         0.1538
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 O4-H4A = O4-H4B
 0.86 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O2) \\sim Ueq, Uanis(C5) \\sim Ueq: with sigma of 0.002 and sigma for
terminal atoms of 0.001
4. Others
 Fixed Sof: H2(0.5)
 Fixed Uiso: H4B(0.02)
5.a Riding coordinates:
 O8(H8A,H8B)
5.b Free rotating group:
 O7(H7A,H7B)
5.c Rotating group:
 O5(H5A,H5B)
5.d Aromatic/amide H refined with riding coordinates:
 N7(H7), N2(H2)
5.e X=CH2 refined with riding coordinates:
 O6(H6A,H6B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Lu1 Lu 0.500000 0.500000 0.35685(12) 0.0245(3) Uani 1 2 d S T P . .
N4 N 0.57675(13) 0.3877(14) 0.6177(8) 0.0054(16) Uani 1 1 d . . . . .
O1 O 0.53115(14) 0.5625(19) 0.4277(10) 0.026(2) Uani 1 1 d . . . . .
O2 O 0.57610(13) -0.1606(15) 0.7913(8) 0.0171(17) Uani 1 1 d . U . . .
N1 N 0.56155(14) 0.6411(17) 0.4917(9) 0.0129(19) Uani 1 1 d . . . . .
N6 N 0.55936(15) 0.0721(17) 0.6721(10) 0.0148(19) Uani 1 1 d . . . . .
O3 O 0.62522(13) 0.7553(16) 0.6171(19) 0.019(2) Uani 1 1 d . . . . .
N3 N 0.54441(15) 0.3173(18) 0.5494(10) 0.015(2) Uani 1 1 d . . . . .
N7 N 0.59230(14) 0.1428(15) 0.7363(9) 0.0095(18) Uani 1 1 d . . . . .
H7 H 0.602301 0.103806 0.777726 0.011 Uiso 1 1 calc R . . . .
C5 C 0.55989(14) 0.2530(18) 0.6151(17) 0.008(2) Uani 1 1 d . U . . .
O5 O 0.48739(18) 0.1723(19) 0.2703(11) 0.031(2) Uani 1 1 d . . . . .
H5A H 0.486169 0.183483 0.192187 0.046 Uiso 1 1 d GR . . . .
H5B H 0.474459 0.143325 0.291376 0.046 Uiso 1 1 d GR . . . .
C1 C 0.54548(19) 0.5029(17) 0.4879(11) 0.013(2) Uani 1 1 d . . . . .
O6 O 0.47837(16) 0.6303(18) 0.2099(14) 0.040(3) Uani 1 1 d . . . . .
H6A H 0.482555 0.741603 0.161499 0.060 Uiso 1 1 calc R . . . .
H6B H 0.465737 0.569980 0.200849 0.060 Uiso 1 1 calc R . . . .
C2 C 0.57678(16) 0.5770(18) 0.5500(9) 0.0070(19) Uani 1 1 d . . . . .
N2 N 0.59392(15) 0.6920(18) 0.5546(9) 0.0112(18) Uani 1 1 d . . . . .
H2 H 0.594521 0.809664 0.514990 0.013 Uiso 0.5 1 calc R . . . .
N5 N 0.61008(14) 0.4442(17) 0.6795(9) 0.0109(18) Uani 1 1 d . . . . .
C6 C 0.57525(19) 0.0102(16) 0.7347(11) 0.011(2) Uani 1 1 d . . . . .
O4 O 0.4959(2) 0.767(3) 0.5007(14) 0.046(4) Uani 1 1 d D . . . .
C3 C 0.61046(16) 0.6362(17) 0.6175(10) 0.0093(19) Uani 1 1 d . . . . .
C4 C 0.59367(17) 0.332(2) 0.6745(10) 0.009(2) Uani 1 1 d . . . . .
O7 O 0.59815(13) 1.0908(15) 0.4534(8) 0.0181(18) Uani 1 1 d . . . . .
H7A H 0.594877 1.151816 0.516010 0.027 Uiso 1 1 d G . . . .
H7B H 0.593447 1.172170 0.401551 0.027 Uiso 1 1 d G . . . .
O8 O 0.5495(2) 0.9785(17) 0.3250(11) 0.034(3) Uani 1 1 d . . . . .
H8A H 0.558676 0.975939 0.274648 0.052 Uiso 1 1 d R . . . .
H8B H 0.554506 0.912119 0.382388 0.052 Uiso 1 1 d R . . . .
H4A H 0.488(2) 0.86(2) 0.532(15) 0.03(5) Uiso 1 1 d D . . . .
H4B H 0.487(3) 0.78(3) 0.447(14) 0.020 Uiso 1 1 d D . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Lu1 O1 2.276(10) . ?
Lu1 O1 2.277(9) 2_665 ?
Lu1 O5 2.408(13) 2_665 ?
Lu1 O5 2.408(13) . ?
Lu1 O6 2.382(14) 2_665 ?
Lu1 O6 2.382(14) . ?
Lu1 O4 2.364(16) 2_665 ?
Lu1 O4 2.364(16) . ?
Lu1 H4B 2.2(2) . ?
N4 C5 1.401(13) . ?
N4 C2 1.407(14) . ?
N4 C4 1.356(14) . ?
O1 C1 1.245(16) . ?
O2 C6 1.242(15) . ?
N1 C1 1.372(15) . ?
N1 C2 1.287(14) . ?
N6 C5 1.297(18) . ?
N6 C6 1.345(17) . ?
O3 C3 1.231(14) . ?
N3 C5 1.348(17) . ?
N3 C1 1.350(16) . ?
N7 H7 0.8600 . ?
N7 C6 1.404(14) . ?
N7 C4 1.373(16) . ?
O5 H5A 0.9161 . ?
O5 H5B 0.9177 . ?
O6 H6A 0.9300 . ?
O6 H6B 0.9300 . ?
C2 N2 1.350(15) . ?
N2 H2 0.8600 . ?
N2 C3 1.372(15) . ?
N5 C3 1.385(14) . ?
N5 C4 1.298(16) . ?
O4 H4A 0.86(3) . ?
O4 H4B 0.85(3) . ?
O7 H7A 0.8495 . ?
O7 H7B 0.8451 . ?
O8 H8A 0.8485 . ?
O8 H8B 0.8518 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Lu1 O1 137.5(6) . 2_665 ?
O1 Lu1 O5 71.9(4) . 2_665 ?
O1 Lu1 O5 127.9(4) 2_665 2_665 ?
O1 Lu1 O5 127.9(4) . . ?
O1 Lu1 O5 71.9(4) 2_665 . ?
O1 Lu1 O6 76.1(4) . 2_665 ?
O1 Lu1 O6 139.6(4) . . ?
O1 Lu1 O6 139.6(4) 2_665 2_665 ?
O1 Lu1 O6 76.1(4) 2_665 . ?
O1 Lu1 O4 74.4(5) . . ?
O1 Lu1 O4 75.8(5) . 2_665 ?
O1 Lu1 O4 74.4(5) 2_665 2_665 ?
O1 Lu1 O4 75.8(5) 2_665 . ?
O1 Lu1 H4B 93(3) . . ?
O1 Lu1 H4B 67(5) 2_665 . ?
O5 Lu1 O5 130.5(6) . 2_665 ?
O5 Lu1 H4B 71(5) 2_665 . ?
O5 Lu1 H4B 137(4) . . ?
O6 Lu1 O5 68.3(4) . 2_665 ?
O6 Lu1 O5 76.6(4) . . ?
O6 Lu1 O5 76.6(4) 2_665 2_665 ?
O6 Lu1 O5 68.3(4) 2_665 . ?
O6 Lu1 O6 88.1(7) 2_665 . ?
O6 Lu1 H4B 81.0(13) . . ?
O6 Lu1 H4B 147(6) 2_665 . ?
O4 Lu1 O5 75.8(5) 2_665 . ?
O4 Lu1 O5 147.1(5) 2_665 2_665 ?
O4 Lu1 O5 75.8(5) . 2_665 ?
O4 Lu1 O5 147.1(5) . . ?
O4 Lu1 O6 144.5(4) 2_665 . ?
O4 Lu1 O6 101.8(5) 2_665 2_665 ?
O4 Lu1 O6 101.8(5) . . ?
O4 Lu1 O6 144.5(4) . 2_665 ?
O4 Lu1 O4 89.7(8) . 2_665 ?
O4 Lu1 H4B 105(4) 2_665 . ?
O4 Lu1 H4B 21.2(8) . . ?
C5 N4 C2 118.6(10) . . ?
C4 N4 C5 122.4(10) . . ?
C4 N4 C2 118.7(9) . . ?
C1 O1 Lu1 149.5(9) . . ?
C2 N1 C1 116.7(10) . . ?
C5 N6 C6 119.9(10) . . ?
C5 N3 C1 120.6(11) . . ?
C6 N7 H7 118.6 . . ?
C4 N7 H7 118.6 . . ?
C4 N7 C6 122.8(9) . . ?
N6 C5 N4 121.3(12) . . ?
N6 C5 N3 121.4(10) . . ?
N3 C5 N4 117.3(12) . . ?
Lu1 O5 H5A 112.6 . . ?
Lu1 O5 H5B 112.4 . . ?
H5A O5 H5B 101.3 . . ?
O1 C1 N1 116.2(11) . . ?
O1 C1 N3 120.5(11) . . ?
N3 C1 N1 123.3(11) . . ?
Lu1 O6 H6A 120.0 . . ?
Lu1 O6 H6B 120.0 . . ?
H6A O6 H6B 120.0 . . ?
N1 C2 N4 123.2(10) . . ?
N1 C2 N2 122.3(10) . . ?
N2 C2 N4 114.4(9) . . ?
C2 N2 H2 117.4 . . ?
C2 N2 C3 125.3(10) . . ?
C3 N2 H2 117.4 . . ?
C4 N5 C3 116.4(10) . . ?
O2 C6 N6 124.3(11) . . ?
O2 C6 N7 116.6(11) . . ?
N6 C6 N7 119.1(10) . . ?
Lu1 O4 H4A 148(10) . . ?
Lu1 O4 H4B 70(10) . . ?
H4A O4 H4B 80(10) . . ?
O3 C3 N2 119.9(12) . . ?
O3 C3 N5 121.6(12) . . ?
N2 C3 N5 118.5(9) . . ?
N4 C4 N7 114.4(10) . . ?
N5 C4 N4 126.6(11) . . ?
N5 C4 N7 118.9(10) . . ?
H7A O7 H7B 104.8 . . ?
H8A O8 H8B 104.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Lu1 O1 C1 N1 -179.8(14) . . . . ?
Lu1 O1 C1 N3 -3(3) . . . . ?
N4 C2 N2 C3 0.6(16) . . . . ?
N1 C2 N2 C3 178.1(11) . . . . ?
C5 N4 C2 N1 5.0(17) . . . . ?
C5 N4 C2 N2 -177.6(11) . . . . ?
C5 N4 C4 N7 -5.0(17) . . . . ?
C5 N4 C4 N5 178.4(13) . . . . ?
C5 N6 C6 O2 -179.5(13) . . . . ?
C5 N6 C6 N7 -0.6(18) . . . . ?
C5 N3 C1 O1 -179.7(14) . . . . ?
C5 N3 C1 N1 -3(2) . . . . ?
C1 N1 C2 N4 -6.8(16) . . . . ?
C1 N1 C2 N2 175.9(11) . . . . ?
C1 N3 C5 N4 1(2) . . . . ?
C1 N3 C5 N6 -178.0(13) . . . . ?
C2 N4 C5 N6 177.2(12) . . . . ?
C2 N4 C5 N3 -1.7(19) . . . . ?
C2 N4 C4 N7 -178.7(10) . . . . ?
C2 N4 C4 N5 4.6(17) . . . . ?
C2 N1 C1 O1 -177.3(12) . . . . ?
C2 N1 C1 N3 5.9(18) . . . . ?
C2 N2 C3 O3 -178.7(14) . . . . ?
C2 N2 C3 N5 1.8(18) . . . . ?
C6 N6 C5 N4 0(2) . . . . ?
C6 N6 C5 N3 178.5(13) . . . . ?
C6 N7 C4 N4 4.0(16) . . . . ?
C6 N7 C4 N5 -179.1(11) . . . . ?
C3 N5 C4 N4 -2.1(18) . . . . ?
C3 N5 C4 N7 -178.6(10) . . . . ?
C4 N4 C5 N6 3(2) . . . . ?
C4 N4 C5 N3 -175.5(12) . . . . ?
C4 N4 C2 N1 179.0(11) . . . . ?
C4 N4 C2 N2 -3.6(14) . . . . ?
C4 N7 C6 O2 177.6(11) . . . . ?
C4 N7 C6 N6 -1.3(17) . . . . ?
C4 N5 C3 O3 179.4(14) . . . . ?
C4 N5 C3 N2 -1.2(17) . . . . ?

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

data_333_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2385149'
loop_
_audit_author_name
_audit_author_address
jingzhang
;Tianjin University of Technology
China
;
_audit_update_record             
;
2024-09-19 deposited with the CCDC.	2025-05-06 downloaded from the CCDC.
;
_audit_creation_date             2024-06-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H15 Gd N14 O12, 4(H2 O)'
_chemical_formula_sum            'C12 H23 Gd N14 O16'
_chemical_formula_weight         776.69
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Gd Gd -0.1653 3.9035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'

_cell_length_a                   67.4247(14)
_cell_length_b                   6.14740(10)
_cell_length_c                   11.6319(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4821.27(18)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9888
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      24.94
_cell_measurement_theta_min      2.42
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.862
_exptl_absorpt_correction_T_max  0.3651
_exptl_absorpt_correction_T_min  0.1821
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1310 before and 0.0821 after correction.
The Ratio of minimum to maximum transmission is 0.4988.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    2.140
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       bulk
_exptl_crystal_F_000             3080
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0681
_diffrn_reflns_av_unetI/netI     0.0341
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       86
_diffrn_reflns_limit_h_min       -86
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            33858
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.139
_diffrn_reflns_theta_min         2.417
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.906
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                2400
_reflns_number_total             2666
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.235
_refine_diff_density_min         -1.322
_refine_diff_density_rms         0.281
_refine_ls_abs_structure_details 
;
 Flack x determined using 1076 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.018(13)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2666
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0645
_refine_ls_R_factor_gt           0.0566
_refine_ls_restrained_S_all      1.162
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1280P)²+55.9856P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1732
_refine_ls_wR_factor_ref         0.1808
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 O6-H6A = O6-H6B
 0.85 with sigma of 0.01
 O6-H6B = O6-H6A
 0.85 with sigma of 0.01
3. Others
 Fixed Sof: H5(0.5)
4.a Riding coordinates:
 O6(H6A,H6B), O4(H4A,H4B), O8(H8A,H8B)
4.b Free rotating group:
 O7(H7A,H7B)
4.c Rotating group:
 O5(H5A,H5B)
4.d Aromatic/amide H refined with riding coordinates:
 N6(H6), N5(H5)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Gd1 Gd 0.500000 0.500000 0.35840(12) 0.0307(3) Uani 1 2 d S T P . .
N4 N 0.57702(13) 0.3907(15) 0.6201(9) 0.0109(18) Uani 1 1 d . . . . .
N3 N 0.55968(15) 0.0752(18) 0.6743(10) 0.018(2) Uani 1 1 d . . . . .
O2 O 0.57644(14) -0.1605(15) 0.7935(9) 0.0228(19) Uani 1 1 d . . . . .
O3 O 0.62536(13) 0.7538(17) 0.618(2) 0.023(2) Uani 1 1 d . . . . .
N6 N 0.59247(14) 0.1437(16) 0.7383(9) 0.0143(19) Uani 1 1 d . . . . .
H6 H 0.602385 0.102791 0.779514 0.017 Uiso 1 1 calc R . . . .
N2 N 0.56205(15) 0.6445(18) 0.4941(10) 0.018(2) Uani 1 1 d . . . . .
O1 O 0.53173(16) 0.567(2) 0.4318(11) 0.035(2) Uani 1 1 d . . . . .
N5 N 0.59425(16) 0.6931(18) 0.5569(10) 0.016(2) Uani 1 1 d . . . . .
H5 H 0.594914 0.810219 0.516635 0.019 Uiso 0.5 1 calc R . . . .
N1 N 0.54493(16) 0.3210(19) 0.5511(10) 0.020(2) Uani 1 1 d . . . . .
O6 O 0.48734(19) 0.169(2) 0.2697(12) 0.042(3) Uani 1 1 d D . . . .
H6A H 0.475694 0.170822 0.265862 0.063 Uiso 1 1 d DR . . . .
H6B H 0.485904 0.092472 0.323242 0.063 Uiso 1 1 d DR . . . .
O5 O 0.47733(16) 0.6368(19) 0.2068(13) 0.044(3) Uani 1 1 d . . . . .
H5A H 0.466472 0.557639 0.203164 0.065 Uiso 1 1 d GR . . . .
H5B H 0.472944 0.767924 0.224000 0.065 Uiso 1 1 d GR . . . .
C2 C 0.56028(16) 0.256(2) 0.618(2) 0.012(2) Uani 1 1 d . . . . .
C1 C 0.5461(2) 0.509(2) 0.4919(12) 0.020(3) Uani 1 1 d . . . . .
N7 N 0.61028(15) 0.4443(18) 0.6817(9) 0.0162(19) Uani 1 1 d . . . . .
C3 C 0.57706(16) 0.5792(18) 0.5533(10) 0.011(2) Uani 1 1 d . . . . .
O4 O 0.4952(3) 0.778(3) 0.5046(14) 0.052(4) Uani 1 1 d . . . . .
H4A H 0.498501 0.737475 0.581531 0.078 Uiso 1 1 d R . . . .
H4B H 0.480971 0.826045 0.519691 0.078 Uiso 1 1 d R . . . .
C6 C 0.61056(16) 0.6367(18) 0.6192(11) 0.014(2) Uani 1 1 d . . . . .
C4 C 0.5754(2) 0.0131(19) 0.7358(12) 0.018(2) Uani 1 1 d . . . . .
C5 C 0.59389(17) 0.332(2) 0.6782(10) 0.013(2) Uani 1 1 d . . . . .
O7 O 0.4512(3) 0.017(2) 0.3257(13) 0.048(4) Uani 1 1 d . . . . .
H7A H 0.440191 0.008368 0.290431 0.071 Uiso 1 1 d G . . . .
H7B H 0.449040 -0.041775 0.390542 0.071 Uiso 1 1 d G . . . .
O8 O 0.59810(13) 1.0938(16) 0.4566(9) 0.024(2) Uani 1 1 d . . . . .
H8A H 0.609576 1.095664 0.427367 0.036 Uiso 1 1 d R . . . .
H8B H 0.591536 1.187214 0.418737 0.036 Uiso 1 1 d R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Gd1 O1 2.340(11) . ?
Gd1 O1 2.340(10) 2_665 ?
Gd1 O6 2.434(13) 2_665 ?
Gd1 O6 2.434(13) . ?
Gd1 O5 2.480(13) . ?
Gd1 O5 2.480(13) 2_665 ?
Gd1 O4 2.435(15) . ?
Gd1 O4 2.434(15) 2_665 ?
N4 C2 1.401(14) . ?
N4 C3 1.395(15) . ?
N4 C5 1.371(15) . ?
N3 C2 1.29(2) . ?
N3 C4 1.334(18) . ?
O2 C4 1.262(16) . ?
O3 C6 1.230(14) . ?
N6 H6 0.8600 . ?
N6 C4 1.404(15) . ?
N6 C5 1.357(16) . ?
N2 C1 1.362(16) . ?
N2 C3 1.288(15) . ?
O1 C1 1.245(17) . ?
N5 H5 0.8600 . ?
N5 C3 1.354(16) . ?
N5 C6 1.362(15) . ?
N1 C2 1.354(19) . ?
N1 C1 1.347(17) . ?
O6 H6A 0.7868 . ?
O6 H6B 0.7873 . ?
O5 H5A 0.8799 . ?
O5 H5B 0.8817 . ?
N7 C6 1.388(15) . ?
N7 C5 1.303(16) . ?
O4 H4A 0.9561 . ?
O4 H4B 1.0165 . ?
O7 H7A 0.8508 . ?
O7 H7B 0.8493 . ?
O8 H8A 0.8454 . ?
O8 H8B 0.8481 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Gd1 O1 137.2(6) . 2_665 ?
O1 Gd1 O6 128.4(4) 2_665 2_665 ?
O1 Gd1 O6 71.8(4) 2_665 . ?
O1 Gd1 O6 71.8(4) . 2_665 ?
O1 Gd1 O6 128.4(4) . . ?
O1 Gd1 O5 139.8(4) . . ?
O1 Gd1 O5 139.8(4) 2_665 2_665 ?
O1 Gd1 O5 75.8(4) . 2_665 ?
O1 Gd1 O5 75.8(4) 2_665 . ?
O1 Gd1 O4 75.3(5) 2_665 . ?
O1 Gd1 O4 75.2(5) 2_665 2_665 ?
O1 Gd1 O4 75.3(5) . 2_665 ?
O1 Gd1 O4 75.2(5) . . ?
O6 Gd1 O6 129.9(7) 2_665 . ?
O6 Gd1 O5 68.4(4) . 2_665 ?
O6 Gd1 O5 76.5(4) . . ?
O6 Gd1 O5 68.4(4) 2_665 . ?
O6 Gd1 O5 76.5(4) 2_665 2_665 ?
O6 Gd1 O4 75.9(5) 2_665 . ?
O6 Gd1 O4 75.9(5) . 2_665 ?
O6 Gd1 O4 146.7(5) 2_665 2_665 ?
O6 Gd1 O4 146.7(5) . . ?
O5 Gd1 O5 89.4(7) 2_665 . ?
O4 Gd1 O5 144.8(4) 2_665 . ?
O4 Gd1 O5 100.1(6) 2_665 2_665 ?
O4 Gd1 O5 144.8(4) . 2_665 ?
O4 Gd1 O5 100.1(6) . . ?
O4 Gd1 O4 91.4(8) 2_665 . ?
C3 N4 C2 118.8(11) . . ?
C5 N4 C2 121.5(11) . . ?
C5 N4 C3 119.4(9) . . ?
C2 N3 C4 119.6(11) . . ?
C4 N6 H6 118.8 . . ?
C5 N6 H6 118.8 . . ?
C5 N6 C4 122.4(10) . . ?
C3 N2 C1 116.2(11) . . ?
C1 O1 Gd1 149.9(10) . . ?
C3 N5 H5 117.4 . . ?
C3 N5 C6 125.2(11) . . ?
C6 N5 H5 117.4 . . ?
C1 N1 C2 120.2(12) . . ?
Gd1 O6 H6A 111.4 . . ?
Gd1 O6 H6B 102.1 . . ?
H6A O6 H6B 85.9 . . ?
Gd1 O5 H5A 111.1 . . ?
Gd1 O5 H5B 110.8 . . ?
H5A O5 H5B 103.7 . . ?
N3 C2 N4 121.6(13) . . ?
N3 C2 N1 121.5(11) . . ?
N1 C2 N4 116.9(14) . . ?
O1 C1 N2 116.8(12) . . ?
O1 C1 N1 119.1(12) . . ?
N1 C1 N2 124.1(12) . . ?
C5 N7 C6 116.5(10) . . ?
N2 C3 N4 123.7(10) . . ?
N2 C3 N5 121.9(11) . . ?
N5 C3 N4 114.4(10) . . ?
Gd1 O4 H4A 115.9 . . ?
Gd1 O4 H4B 116.7 . . ?
H4A O4 H4B 97.8 . . ?
O3 C6 N5 120.1(12) . . ?
O3 C6 N7 121.0(13) . . ?
N5 C6 N7 119.0(10) . . ?
N3 C4 N6 119.9(11) . . ?
O2 C4 N3 124.8(11) . . ?
O2 C4 N6 115.3(12) . . ?
N6 C5 N4 114.8(10) . . ?
N7 C5 N4 125.4(11) . . ?
N7 C5 N6 119.7(11) . . ?
H7A O7 H7B 104.5 . . ?
H8A O8 H8B 105.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Gd1 O1 C1 N2 178.5(16) . . . . ?
Gd1 O1 C1 N1 -2(3) . . . . ?
C2 N4 C3 N2 4.4(18) . . . . ?
C2 N4 C3 N5 -176.8(13) . . . . ?
C2 N4 C5 N6 -4.4(18) . . . . ?
C2 N4 C5 N7 177.6(14) . . . . ?
C2 N3 C4 O2 -179.4(15) . . . . ?
C2 N3 C4 N6 0(2) . . . . ?
C2 N1 C1 N2 0(2) . . . . ?
C2 N1 C1 O1 -179.5(15) . . . . ?
C1 N2 C3 N4 -5.2(17) . . . . ?
C1 N2 C3 N5 176.1(11) . . . . ?
C1 N1 C2 N4 -1(2) . . . . ?
C1 N1 C2 N3 -179.2(14) . . . . ?
C3 N4 C2 N3 177.4(14) . . . . ?
C3 N4 C2 N1 -1(2) . . . . ?
C3 N4 C5 N6 -178.5(10) . . . . ?
C3 N4 C5 N7 3.5(18) . . . . ?
C3 N2 C1 O1 -177.6(13) . . . . ?
C3 N2 C1 N1 3.3(19) . . . . ?
C3 N5 C6 O3 -178.7(15) . . . . ?
C3 N5 C6 N7 2.5(19) . . . . ?
C6 N5 C3 N4 -0.3(17) . . . . ?
C6 N5 C3 N2 178.6(12) . . . . ?
C6 N7 C5 N4 -1.2(19) . . . . ?
C6 N7 C5 N6 -179.2(11) . . . . ?
C4 N3 C2 N4 -1(2) . . . . ?
C4 N3 C2 N1 177.7(14) . . . . ?
C4 N6 C5 N4 3.4(17) . . . . ?
C4 N6 C5 N7 -178.4(11) . . . . ?
C5 N4 C2 N3 3(2) . . . . ?
C5 N4 C2 N1 -175.3(12) . . . . ?
C5 N4 C3 N2 178.6(11) . . . . ?
C5 N4 C3 N5 -2.6(15) . . . . ?
C5 N6 C4 N3 -1.2(18) . . . . ?
C5 N6 C4 O2 178.0(11) . . . . ?
C5 N7 C6 O3 179.5(15) . . . . ?
C5 N7 C6 N5 -1.7(17) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
