# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_20200605znl1l2dma_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2205084'
loop_
_audit_author_name
_audit_author_address
'Yue Zhao'
;Nanjing University
China
;
_audit_update_record             
;
2022-09-03 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;
_audit_creation_date             2021-01-09
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H18 N6 O10 Zn2, 4(H2 O)'
_chemical_formula_sum            'C26 H26 N6 O14 Zn2'
_chemical_formula_weight         777.27
_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 0.0137 0.0067 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -2.7473 0.5279 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   7.8726(3)
_cell_length_b                   9.1910(3)
_cell_length_c                   11.7294(4)
_cell_angle_alpha                96.2350(10)
_cell_angle_beta                 104.8540(10)
_cell_angle_gamma                112.3330(10)
_cell_volume                     738.39(5)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    6755
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      53.880
_cell_measurement_theta_min      4.650
_shelx_estimated_absorpt_T_max   0.841
_shelx_estimated_absorpt_T_min   0.814
_exptl_absorpt_coefficient_mu    1.794
_exptl_absorpt_correction_T_max  0.7506
_exptl_absorpt_correction_T_min  0.6428
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0922 before and 0.0484 after correction.
The Ratio of minimum to maximum transmission is 0.8564.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.748
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             396
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_unetI/netI     0.0350
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7625
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         53.880
_diffrn_reflns_theta_min         4.650
_diffrn_ambient_temperature      193.02
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       ?
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_source_current           2.86
_diffrn_source_power             0.1993706
_diffrn_source_voltage           69.71
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2479
_reflns_number_total             2661
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.487
_refine_diff_density_min         -0.429
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         2661
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0377
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0518P)²+1.2598P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1033
_refine_ls_wR_factor_ref         0.1053
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups, All O(H,H,H) groups
2.a Riding coordinates:
 O6(H6A,H6B), O7(H5B,H7A,H7B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C7(H7), C9(H9), C10(H10), C12(H12), C13(H13)
2.c Idealised tetrahedral OH refined as rotating group:
 O5(H5A)
;
_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
Zn1 Zn 0.09852(5) -0.14593(4) 0.53850(3) 0.02007(16) Uani 1 1 d . . . . .
C1 C 0.3531(3) 0.1739(3) 0.5834(2) 0.0163(5) Uani 1 1 d . . . . .
C2 C 0.4701(3) 0.3374(3) 0.6695(2) 0.0149(5) Uani 1 1 d . . . . .
C3 C 0.4448(3) 0.3654(3) 0.7814(2) 0.0158(5) Uani 1 1 d . . . . .
H3 H 0.349503 0.282950 0.802591 0.019 Uiso 1 1 calc R U . . .
C4 C 0.5600(3) 0.5153(3) 0.8629(2) 0.0158(5) Uani 1 1 d . . . . .
C5 C 0.6943(3) 0.6372(3) 0.8296(2) 0.0168(5) Uani 1 1 d . . . . .
H5 H 0.770046 0.740191 0.883895 0.020 Uiso 1 1 calc R U . . .
C6 C 0.7185(3) 0.6091(3) 0.7169(2) 0.0154(5) Uani 1 1 d . . . . .
C7 C 0.6077(3) 0.4586(3) 0.6378(2) 0.0148(5) Uani 1 1 d . . . . .
H7 H 0.625959 0.438350 0.561680 0.018 Uiso 1 1 calc R U . . .
C8 C 0.8708(4) 0.7397(3) 0.6847(2) 0.0195(5) Uani 1 1 d . . . . .
C9 C 0.1268(4) -0.1900(3) 0.2912(3) 0.0266(6) Uani 1 1 d . . . . .
H9 H 0.204673 -0.076633 0.315499 0.032 Uiso 1 1 calc R U . . .
C10 C 0.0982(4) -0.2702(4) 0.1778(3) 0.0280(6) Uani 1 1 d . . . . .
H10 H 0.155469 -0.214051 0.124250 0.034 Uiso 1 1 calc R U . . .
C11 C -0.0165(4) -0.4355(3) 0.1427(2) 0.0222(6) Uani 1 1 d . . . . .
C12 C -0.1016(4) -0.5145(3) 0.2213(3) 0.0230(6) Uani 1 1 d . . . . .
H12 H -0.183766 -0.627071 0.198055 0.028 Uiso 1 1 calc R U . . .
C13 C -0.0631(4) -0.4244(3) 0.3348(2) 0.0210(5) Uani 1 1 d . . . . .
H13 H -0.118427 -0.477341 0.390213 0.025 Uiso 1 1 calc R U . . .
N1 N -0.0553(4) -0.5341(3) 0.0279(2) 0.0273(5) Uani 1 1 d . . . . .
N2 N 0.0493(3) -0.2649(3) 0.36932(19) 0.0185(4) Uani 1 1 d . . . . .
N3 N 0.5525(3) 0.5571(3) 0.98207(19) 0.0170(4) Uani 1 1 d . . . . .
O1 O 0.1975(3) 0.0836(2) 0.60239(17) 0.0222(4) Uani 1 1 d . . . . .
O2 O 0.4094(3) 0.1326(2) 0.50199(17) 0.0240(4) Uani 1 1 d . . . . .
O3 O 0.8903(3) 0.7015(2) 0.58263(16) 0.0206(4) Uani 1 1 d . . . . .
O4 O 0.9691(3) 0.8726(2) 0.7569(2) 0.0376(6) Uani 1 1 d . . . . .
O5 O 0.3255(3) -0.2000(2) 0.61544(18) 0.0263(4) Uani 1 1 d . . . . .
H5A H 0.407144 -0.171566 0.578754 0.039 Uiso 1 1 calc R U . . .
O6 O 0.5083(4) -0.0329(4) 0.8435(2) 0.0564(7) Uani 1 1 d . . . . .
H6A H 0.495844 0.055243 0.864788 0.085 Uiso 1 1 d R U . . .
H6B H 0.542784 -0.068047 0.907518 0.085 Uiso 1 1 d R U . . .
O7 O 0.7204(4) 0.9217(3) 1.0531(2) 0.0438(6) Uani 1 1 d . . . . .
H5B H 0.372819 -0.157543 0.675935 0.066 Uiso 1 1 d R U . . .
H7A H 0.824729 0.971517 1.115825 0.066 Uiso 1 1 d R U . . .
H7B H 0.690869 0.819607 1.049295 0.066 Uiso 1 1 d R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N2 2.024(2) . ?
Zn1 O1 1.9309(18) . ?
Zn1 O3 1.9410(17) 1_445 ?
Zn1 O5 2.049(2) . ?
C1 C2 1.506(3) . ?
C1 O1 1.283(3) . ?
C1 O2 1.232(3) . ?
C2 C3 1.389(3) . ?
C2 C7 1.391(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.398(4) . ?
C4 C5 1.390(3) . ?
C4 N3 1.431(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.393(3) . ?
C6 C7 1.387(3) . ?
C6 C8 1.503(3) . ?
C7 H7 0.9500 . ?
C8 O3 1.274(3) . ?
C8 O4 1.237(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.369(4) . ?
C9 N2 1.338(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.387(4) . ?
C11 C12 1.385(4) . ?
C11 N1 1.429(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.383(4) . ?
C13 H13 0.9500 . ?
C13 N2 1.341(3) . ?
N1 N1 1.245(5) 2_545 ?
N3 N3 1.256(4) 2_667 ?
O5 H5A 0.8400 . ?
O5 H5B 0.6989 . ?
O6 H6A 0.8703 . ?
O6 H6B 0.8702 . ?
O7 H7A 0.8699 . ?
O7 H7B 0.8697 . ?

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
N2 Zn1 O5 93.75(8) . . ?
O1 Zn1 N2 128.77(9) . . ?
O1 Zn1 O3 120.66(8) . 1_445 ?
O1 Zn1 O5 103.98(8) . . ?
O3 Zn1 N2 101.31(8) 1_445 . ?
O3 Zn1 O5 101.82(8) 1_445 . ?
O1 C1 C2 115.8(2) . . ?
O2 C1 C2 120.4(2) . . ?
O2 C1 O1 123.8(2) . . ?
C3 C2 C1 120.2(2) . . ?
C3 C2 C7 120.2(2) . . ?
C7 C2 C1 119.6(2) . . ?
C2 C3 H3 120.1 . . ?
C2 C3 C4 119.8(2) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 N3 125.1(2) . . ?
C5 C4 C3 119.8(2) . . ?
C5 C4 N3 115.2(2) . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.3(2) . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C8 119.6(2) . . ?
C7 C6 C5 119.7(2) . . ?
C7 C6 C8 120.6(2) . . ?
C2 C7 H7 119.9 . . ?
C6 C7 C2 120.2(2) . . ?
C6 C7 H7 119.9 . . ?
O3 C8 C6 115.7(2) . . ?
O4 C8 C6 119.6(2) . . ?
O4 C8 O3 124.7(2) . . ?
C10 C9 H9 118.7 . . ?
N2 C9 H9 118.7 . . ?
N2 C9 C10 122.5(3) . . ?
C9 C10 H10 120.8 . . ?
C9 C10 C11 118.4(3) . . ?
C11 C10 H10 120.8 . . ?
C10 C11 N1 124.1(3) . . ?
C12 C11 C10 119.8(2) . . ?
C12 C11 N1 116.0(2) . . ?
C11 C12 H12 121.1 . . ?
C13 C12 C11 117.9(3) . . ?
C13 C12 H12 121.1 . . ?
C12 C13 H13 118.8 . . ?
N2 C13 C12 122.4(2) . . ?
N2 C13 H13 118.8 . . ?
N1 N1 C11 113.1(3) 2_545 . ?
C9 N2 Zn1 122.18(18) . . ?
C9 N2 C13 118.9(2) . . ?
C13 N2 Zn1 118.91(17) . . ?
N3 N3 C4 115.6(3) 2_667 . ?
C1 O1 Zn1 116.44(15) . . ?
C8 O3 Zn1 119.07(16) . 1_665 ?
Zn1 O5 H5A 109.5 . . ?
Zn1 O5 H5B 110.7 . . ?
H5A O5 H5B 107.2 . . ?
H6A O6 H6B 109.4 . . ?
H7A O7 H7B 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
C1 C2 C3 C4 177.2(2) . . . . ?
C1 C2 C7 C6 -179.1(2) . . . . ?
C2 C1 O1 Zn1 -157.48(17) . . . . ?
C2 C3 C4 C5 2.3(4) . . . . ?
C2 C3 C4 N3 -177.8(2) . . . . ?
C3 C2 C7 C6 -1.0(4) . . . . ?
C3 C4 C5 C6 -1.8(4) . . . . ?
C3 C4 N3 N3 7.6(4) . . . 2_667 ?
C4 C5 C6 C7 0.0(4) . . . . ?
C4 C5 C6 C8 -177.2(2) . . . . ?
C5 C4 N3 N3 -172.5(3) . . . 2_667 ?
C5 C6 C7 C2 1.4(4) . . . . ?
C5 C6 C8 O3 176.6(2) . . . . ?
C5 C6 C8 O4 -2.3(4) . . . . ?
C6 C8 O3 Zn1 -174.40(16) . . . 1_665 ?
C7 C2 C3 C4 -0.8(4) . . . . ?
C7 C6 C8 O3 -0.6(4) . . . . ?
C7 C6 C8 O4 -179.4(3) . . . . ?
C8 C6 C7 C2 178.6(2) . . . . ?
C9 C10 C11 C12 1.2(4) . . . . ?
C9 C10 C11 N1 -178.9(3) . . . . ?
C10 C9 N2 Zn1 178.3(2) . . . . ?
C10 C9 N2 C13 -1.0(4) . . . . ?
C10 C11 C12 C13 -1.9(4) . . . . ?
C10 C11 N1 N1 14.6(5) . . . 2_545 ?
C11 C12 C13 N2 1.2(4) . . . . ?
C12 C11 N1 N1 -165.5(3) . . . 2_545 ?
C12 C13 N2 Zn1 -179.2(2) . . . . ?
C12 C13 N2 C9 0.2(4) . . . . ?
N1 C11 C12 C13 178.2(2) . . . . ?
N2 C9 C10 C11 0.3(5) . . . . ?
N3 C4 C5 C6 178.2(2) . . . . ?
O1 C1 C2 C3 19.7(3) . . . . ?
O1 C1 C2 C7 -162.3(2) . . . . ?
O2 C1 C2 C3 -159.3(2) . . . . ?
O2 C1 C2 C7 18.8(4) . . . . ?
O2 C1 O1 Zn1 21.4(3) . . . . ?
O4 C8 O3 Zn1 4.4(4) . . . 1_665 ?

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

data_platon_sq
_database_code_depnum_ccdc_archive 'CCDC 2205086'
loop_
_audit_author_name
_audit_author_address
'Yue Zhao'
;Nanjing University
China
;
_audit_update_record             
;
2022-09-03 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;
_audit_creation_date             2021-11-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.10.07 svn.r9718050b for OlexSys, GUI svn.r6410)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H9 Cd N3 O5'
_chemical_formula_sum            'C13 H9 Cd N3 O5'
_chemical_formula_weight         399.63
_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'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   7.5893(8)
_cell_length_b                   9.8529(11)
_cell_length_c                   12.2846(13)
_cell_angle_alpha                100.780(4)
_cell_angle_beta                 99.296(3)
_cell_angle_gamma                109.467(4)
_cell_volume                     825.58(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4945
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.93
_shelx_estimated_absorpt_T_max   0.877
_shelx_estimated_absorpt_T_min   0.844
_exptl_absorpt_coefficient_mu    1.346
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6461
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0985 before and 0.0421 after correction.
The Ratio of minimum to maximum transmission is 0.8666.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.608
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0310
_diffrn_reflns_av_unetI/netI     0.0434
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7402
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.478
_diffrn_reflns_theta_min         2.270
_diffrn_ambient_temperature      296(2)
_diffrn_detector                 CPAD
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON 100'
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON 100'
_diffrn_measurement_method       'ω and φ shutterless scans'
_diffrn_measurement_specimen_support 'nylon loop'
_diffrn_radiation_monochromator  'Helios Multi-layer Optic'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   TXS
_diffrn_source_current           40.0
_diffrn_source_power             2.0
_diffrn_source_type              'Rotaing Anode'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3428
_reflns_number_total             3745
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2019)'
_computing_data_collection       'Bruker BIS V6.2.1'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.640
_refine_diff_density_min         -0.608
_refine_diff_density_rms         0.084
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3745
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0316
_refine_ls_R_factor_gt           0.0280
_refine_ls_restrained_S_all      1.047
_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)+(0.0284P)²+0.5324P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0697
_refine_ls_wR_factor_ref         0.0716
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All O(H,H) groups
2.a Riding coordinates:
 O1(H1A,H1B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C7(H7), C9(H9), C10(H10), C12(H12), C13(H13)
;
_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
Cd1 Cd 0.51235(3) 0.81263(2) 0.54539(2) 0.02414(7) Uani 1 1 d . . . . .
C1 C 0.2633(4) 0.6005(3) 0.6268(2) 0.0259(6) Uani 1 1 d . . . . .
C2 C 0.1421(4) 0.5028(3) 0.6885(2) 0.0216(5) Uani 1 1 d . . . . .
C3 C 0.1515(4) 0.5586(3) 0.8031(2) 0.0233(5) Uani 1 1 d . . . . .
H3 H 0.233421 0.658414 0.841836 0.028 Uiso 1 1 calc R U . . .
C4 C 0.0198(4) 0.3577(3) 0.6328(2) 0.0208(5) Uani 1 1 d . . . . .
H4 H 0.010294 0.320060 0.554111 0.025 Uiso 1 1 calc R U . . .
C5 C -0.0898(4) 0.2660(3) 0.6912(2) 0.0215(5) Uani 1 1 d . . . . .
C6 C 0.0406(4) 0.4675(3) 0.8608(2) 0.0212(5) Uani 1 1 d . . . . .
C7 C -0.0766(4) 0.3206(3) 0.8060(2) 0.0233(5) Uani 1 1 d . . . . .
H7 H -0.147227 0.257919 0.846811 0.028 Uiso 1 1 calc R U . . .
C8 C -0.2287(4) 0.1124(3) 0.6281(2) 0.0256(5) Uani 1 1 d . . . . .
C9 C 0.4237(5) 0.5807(3) 0.3051(2) 0.0316(6) Uani 1 1 d . . . . .
H9 H 0.351463 0.516899 0.344662 0.038 Uiso 1 1 calc R U . . .
C10 C 0.4234(5) 0.5196(3) 0.1946(2) 0.0317(6) Uani 1 1 d . . . . .
H10 H 0.354073 0.416546 0.158957 0.038 Uiso 1 1 calc R U . . .
C11 C 0.5279(5) 0.6138(3) 0.1371(2) 0.0312(6) Uani 1 1 d . . . . .
C12 C 0.6302(6) 0.7607(4) 0.1926(3) 0.0434(8) Uani 1 1 d . . . . .
H12 H 0.705115 0.826310 0.155211 0.052 Uiso 1 1 calc R U . . .
C13 C 0.6231(5) 0.8123(4) 0.3043(3) 0.0402(8) Uani 1 1 d . . . . .
H13 H 0.694729 0.914143 0.342920 0.048 Uiso 1 1 calc R U . . .
N1 N 0.5184(4) 0.7230(3) 0.3595(2) 0.0286(5) Uani 1 1 d . . . . .
N2 N 0.5401(4) 0.5670(3) 0.0215(2) 0.0379(6) Uani 1 1 d . . . . .
N3 N 0.0590(3) 0.5379(3) 0.97710(19) 0.0263(5) Uani 1 1 d . . . . .
O1 O 0.7548(4) 0.7294(3) 0.5925(2) 0.0538(7) Uani 1 1 d . . . . .
H1A H 0.725883 0.624393 0.541216 0.065 Uiso 1 1 d R U . . .
H1B H 0.768553 0.726143 0.661906 0.065 Uiso 1 1 d R U . . .
O2 O 0.2802(3) 0.5445(2) 0.53120(17) 0.0307(4) Uani 1 1 d . . . . .
O3 O 0.3461(3) 0.7372(2) 0.67508(19) 0.0402(5) Uani 1 1 d . . . . .
O4 O -0.2867(3) 0.0830(2) 0.52133(17) 0.0302(4) Uani 1 1 d . . . . .
O5 O -0.2881(3) 0.0198(2) 0.68383(19) 0.0371(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cd1 N1 2.303(2) . ?
Cd1 O1 2.288(2) . ?
Cd1 O2 2.596(2) . ?
Cd1 O3 2.2692(19) . ?
Cd1 O4 2.387(2) 2_566 ?
Cd1 O5 2.272(2) 1_665 ?
C1 C2 1.502(3) . ?
C1 O2 1.246(3) . ?
C1 O3 1.256(4) . ?
C2 C3 1.393(3) . ?
C2 C4 1.385(4) . ?
C3 H3 0.9500 . ?
C3 C6 1.394(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.399(3) . ?
C5 C7 1.387(4) . ?
C5 C8 1.496(4) . ?
C6 C7 1.387(4) . ?
C6 N3 1.429(3) . ?
C7 H7 0.9500 . ?
C8 O4 1.259(3) . ?
C8 O5 1.250(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.378(4) . ?
C9 N1 1.323(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.387(4) . ?
C11 C12 1.368(5) . ?
C11 N2 1.436(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.388(4) . ?
C13 H13 0.9500 . ?
C13 N1 1.340(4) . ?
N2 N2 1.222(6) 2_665 ?
N3 N3 1.245(4) 2_567 ?
O1 H1A 1.0368 . ?
O1 H1B 0.8499 . ?

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
N1 Cd1 O2 86.49(8) . . ?
N1 Cd1 O4 89.55(7) . 2_566 ?
O1 Cd1 N1 84.98(9) . . ?
O1 Cd1 O2 85.78(9) . . ?
O1 Cd1 O4 171.54(8) . 2_566 ?
O3 Cd1 N1 138.80(9) . . ?
O3 Cd1 O1 97.86(9) . . ?
O3 Cd1 O2 53.04(7) . . ?
O3 Cd1 O4 90.50(8) . 2_566 ?
O3 Cd1 O5 88.88(8) . 1_665 ?
O4 Cd1 O2 100.34(7) 2_566 . ?
O5 Cd1 N1 132.04(8) 1_665 . ?
O5 Cd1 O1 82.80(9) 1_665 . ?
O5 Cd1 O2 138.13(7) 1_665 . ?
O5 Cd1 O4 96.20(8) 1_665 2_566 ?
O2 C1 C2 119.8(2) . . ?
O2 C1 O3 122.3(2) . . ?
O3 C1 C2 117.9(2) . . ?
C3 C2 C1 119.8(2) . . ?
C4 C2 C1 120.8(2) . . ?
C4 C2 C3 119.4(2) . . ?
C2 C3 H3 120.1 . . ?
C2 C3 C6 119.9(2) . . ?
C6 C3 H3 120.1 . . ?
C2 C4 H4 119.7 . . ?
C2 C4 C5 120.7(2) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 C8 119.8(2) . . ?
C7 C5 C4 119.9(2) . . ?
C7 C5 C8 120.2(2) . . ?
C3 C6 N3 114.8(2) . . ?
C7 C6 C3 120.7(2) . . ?
C7 C6 N3 124.5(2) . . ?
C5 C7 C6 119.5(2) . . ?
C5 C7 H7 120.3 . . ?
C6 C7 H7 120.3 . . ?
O4 C8 C5 118.7(2) . . ?
O5 C8 C5 118.7(3) . . ?
O5 C8 O4 122.5(3) . . ?
C10 C9 H9 118.0 . . ?
N1 C9 H9 118.0 . . ?
N1 C9 C10 123.9(3) . . ?
C9 C10 H10 121.2 . . ?
C9 C10 C11 117.7(3) . . ?
C11 C10 H10 121.2 . . ?
C10 C11 N2 124.2(3) . . ?
C12 C11 C10 119.3(3) . . ?
C12 C11 N2 116.5(3) . . ?
C11 C12 H12 120.5 . . ?
C11 C12 C13 119.0(3) . . ?
C13 C12 H12 120.5 . . ?
C12 C13 H13 119.0 . . ?
N1 C13 C12 122.1(3) . . ?
N1 C13 H13 119.0 . . ?
C9 N1 Cd1 121.02(18) . . ?
C9 N1 C13 118.0(2) . . ?
C13 N1 Cd1 121.0(2) . . ?
N2 N2 C11 114.3(3) 2_665 . ?
N3 N3 C6 114.0(3) 2_567 . ?
Cd1 O1 H1A 111.7 . . ?
Cd1 O1 H1B 108.9 . . ?
H1A O1 H1B 109.3 . . ?
C1 O2 Cd1 84.76(16) . . ?
C1 O3 Cd1 99.83(17) . . ?
C8 O4 Cd1 115.73(16) . 2_566 ?
C8 O5 Cd1 102.78(18) . 1_445 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C6 -179.3(2) . . . . ?
C1 C2 C4 C5 178.6(2) . . . . ?
C2 C1 O2 Cd1 -177.1(2) . . . . ?
C2 C1 O3 Cd1 176.71(19) . . . . ?
C2 C3 C6 C7 1.3(4) . . . . ?
C2 C3 C6 N3 -178.7(2) . . . . ?
C2 C4 C5 C7 0.1(4) . . . . ?
C2 C4 C5 C8 176.8(2) . . . . ?
C3 C2 C4 C5 -1.7(4) . . . . ?
C3 C6 C7 C5 -2.9(4) . . . . ?
C3 C6 N3 N3 171.0(3) . . . 2_567 ?
C4 C2 C3 C6 1.0(4) . . . . ?
C4 C5 C7 C6 2.2(4) . . . . ?
C4 C5 C8 O4 -20.6(4) . . . . ?
C4 C5 C8 O5 162.0(2) . . . . ?
C5 C8 O4 Cd1 -73.5(3) . . . 2_566 ?
C5 C8 O5 Cd1 -179.73(18) . . . 1_445 ?
C7 C5 C8 O4 156.1(2) . . . . ?
C7 C5 C8 O5 -21.3(4) . . . . ?
C7 C6 N3 N3 -9.0(4) . . . 2_567 ?
C8 C5 C7 C6 -174.5(2) . . . . ?
C9 C10 C11 C12 1.9(4) . . . . ?
C9 C10 C11 N2 -179.4(3) . . . . ?
C10 C9 N1 Cd1 -179.1(2) . . . . ?
C10 C9 N1 C13 -1.3(5) . . . . ?
C10 C11 C12 C13 -1.5(5) . . . . ?
C10 C11 N2 N2 -4.5(5) . . . 2_665 ?
C11 C12 C13 N1 -0.3(5) . . . . ?
C12 C11 N2 N2 174.2(4) . . . 2_665 ?
C12 C13 N1 Cd1 179.5(3) . . . . ?
C12 C13 N1 C9 1.7(5) . . . . ?
N1 C9 C10 C11 -0.5(4) . . . . ?
N2 C11 C12 C13 179.7(3) . . . . ?
N3 C6 C7 C5 177.1(2) . . . . ?
O2 C1 C2 C3 167.9(2) . . . . ?
O2 C1 C2 C4 -12.4(4) . . . . ?
O2 C1 O3 Cd1 -2.7(3) . . . . ?
O3 C1 C2 C3 -11.5(4) . . . . ?
O3 C1 C2 C4 168.2(3) . . . . ?
O3 C1 O2 Cd1 2.3(3) . . . . ?
O4 C8 O5 Cd1 3.0(3) . . . 1_445 ?
O5 C8 O4 Cd1 103.7(3) . . . 2_566 ?

_olex2_submission_special_instructions 'No special instructions were received'
