# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2023

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 2280241'
loop_
_audit_author_name
_audit_author_address
'qiu lv' LNNU
_audit_update_record             
;
2023-10-12 deposited with the CCDC.	2023-10-31 downloaded from the CCDC.
;
_audit_creation_date             2023-10-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H20 Co N6 O10'
_chemical_formula_sum            'C22 H20 Co N6 O10'
_chemical_formula_weight         587.37
_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'
Co Co 0.3494 0.9721 '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                   6.9869(7)
_cell_length_b                   7.2719(8)
_cell_length_c                   12.7840(13)
_cell_angle_alpha                103.327(2)
_cell_angle_beta                 98.837(2)
_cell_angle_gamma                103.314(2)
_cell_volume                     600.22(11)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    2553
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      30.968
_cell_measurement_theta_min      2.995
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.786
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.7005
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            pink
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.625
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             301
_exptl_crystal_size_max          0.1278
_exptl_crystal_size_mid          0.0727
_exptl_crystal_size_min          0.0698
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0113
_diffrn_reflns_av_unetI/netI     0.0228
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.801
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            4175
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.801
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.200
_diffrn_reflns_theta_min         2.995
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.801
_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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2807
_reflns_number_total             3125
_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       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.413
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     188
_refine_ls_number_reflns         3125
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0346
_refine_ls_R_factor_gt           0.0298
_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)+(0.0386P)²+0.2469P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0767
_refine_ls_wR_factor_ref         0.0798
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O5-H5B = O5-H5A
 0.85 with sigma of 0.01
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7)
3.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C)
3.c Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_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
Co01 Co 1.000000 1.000000 1.000000 0.02417(9) Uani 1 2 d S T P . .
O1 O -0.0737(2) 0.1294(2) 0.30781(10) 0.0446(3) Uani 1 1 d . . . . .
O2 O 0.13430(19) -0.06404(17) 0.30024(9) 0.0357(3) Uani 1 1 d . . . . .
H2 H 0.072076 -0.110227 0.235990 0.054 Uiso 1 1 calc GR . . . .
O3 O 0.97546(16) 0.79838(14) 1.09251(8) 0.0253(2) Uani 1 1 d . . . . .
O4 O 0.82084(18) 0.49566(15) 1.09506(9) 0.0318(2) Uani 1 1 d . . . . .
O5 O 0.79754(19) 1.11511(16) 1.08416(9) 0.0323(2) Uani 1 1 d D . . . .
N1 N 0.56413(19) 0.51344(17) 0.77024(9) 0.0260(3) Uani 1 1 d . . . . .
N2 N 0.6577(2) 0.70836(18) 0.79334(10) 0.0322(3) Uani 1 1 d . . . . .
N3 N 0.76427(19) 0.75738(17) 0.89380(9) 0.0268(3) Uani 1 1 d . . . . .
C1 C 0.0732(2) 0.0859(2) 0.34726(11) 0.0293(3) Uani 1 1 d . . . . .
C2 C 0.2038(2) 0.2005(2) 0.45797(11) 0.0275(3) Uani 1 1 d . . . . .
C3 C 0.1262(3) 0.3126(3) 0.53376(13) 0.0401(4) Uani 1 1 d . . . . .
H3 H -0.006110 0.317772 0.515210 0.048 Uiso 1 1 calc R . . . .
C4 C 0.2439(3) 0.4182(3) 0.63778(13) 0.0410(4) Uani 1 1 d . . . . .
H4 H 0.191233 0.492465 0.689434 0.049 Uiso 1 1 calc R . . . .
C5 C 0.4395(2) 0.4100(2) 0.66235(11) 0.0265(3) Uani 1 1 d . . . . .
C6 C 0.5218(3) 0.3035(3) 0.58716(14) 0.0425(4) Uani 1 1 d . . . . .
H6 H 0.655577 0.302386 0.605155 0.051 Uiso 1 1 calc R . . . .
C7 C 0.4025(3) 0.1974(3) 0.48384(14) 0.0427(4) Uani 1 1 d . . . . .
H7 H 0.456124 0.124366 0.432158 0.051 Uiso 1 1 calc R . . . .
C8 C 0.5288(2) 0.2292(2) 0.85184(13) 0.0300(3) Uani 1 1 d . . . . .
H8A H 0.396137 0.178267 0.805302 0.045 Uiso 1 1 calc GR . . . .
H8B H 0.522323 0.219272 0.924875 0.045 Uiso 1 1 calc GR . . . .
H8C H 0.615275 0.154640 0.822985 0.045 Uiso 1 1 calc GR . . . .
C9 C 0.6104(2) 0.43829(19) 0.85548(11) 0.0216(3) Uani 1 1 d . . . . .
C10 C 0.7399(2) 0.59903(19) 0.93493(10) 0.0209(3) Uani 1 1 d . . . . .
C11 C 0.8507(2) 0.62615(19) 1.04876(10) 0.0205(3) Uani 1 1 d . . . . .
H5A H 0.795(4) 1.2302(19) 1.084(2) 0.057(7) Uiso 1 1 d D . . . .
H5B H 0.820(4) 1.114(4) 1.1506(10) 0.060(7) 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
Co01 O3 2.0793(10) . ?
Co01 O3 2.0794(10) 2_777 ?
Co01 O5 2.1112(13) . ?
Co01 O5 2.1112(13) 2_777 ?
Co01 N3 2.1305(11) . ?
Co01 N3 2.1305(11) 2_777 ?
O1 C1 1.213(2) . ?
O2 H2 0.8200 . ?
O2 C1 1.313(2) . ?
O3 C11 1.2907(16) . ?
O4 C11 1.2247(18) . ?
O5 H5A 0.840(10) . ?
O5 H5B 0.842(10) . ?
N1 N2 1.3582(17) . ?
N1 C5 1.4413(16) . ?
N1 C9 1.3558(18) . ?
N2 N3 1.3054(16) . ?
N3 C10 1.3593(18) . ?
C1 C2 1.4965(18) . ?
C2 C3 1.378(2) . ?
C2 C7 1.383(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.392(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.373(2) . ?
C5 C6 1.373(2) . ?
C6 H6 0.9300 . ?
C6 C7 1.389(2) . ?
C7 H7 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C8 C9 1.4830(19) . ?
C9 C10 1.3783(17) . ?
C10 C11 1.4855(17) . ?

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 Co01 O3 180.00(8) . 2_777 ?
O3 Co01 O5 93.45(4) 2_777 . ?
O3 Co01 O5 86.55(4) 2_777 2_777 ?
O3 Co01 O5 86.55(4) . . ?
O3 Co01 O5 93.45(4) . 2_777 ?
O3 Co01 N3 102.03(4) 2_777 . ?
O3 Co01 N3 77.97(4) 2_777 2_777 ?
O3 Co01 N3 102.03(4) . 2_777 ?
O3 Co01 N3 77.97(4) . . ?
O5 Co01 O5 180.0 . 2_777 ?
O5 Co01 N3 92.40(5) 2_777 2_777 ?
O5 Co01 N3 87.60(5) . 2_777 ?
O5 Co01 N3 87.60(5) 2_777 . ?
O5 Co01 N3 92.40(5) . . ?
N3 Co01 N3 180.0 . 2_777 ?
C1 O2 H2 109.5 . . ?
C11 O3 Co01 118.40(8) . . ?
Co01 O5 H5A 116.6(17) . . ?
Co01 O5 H5B 111.4(17) . . ?
H5A O5 H5B 106(2) . . ?
N2 N1 C5 119.55(12) . . ?
C9 N1 N2 112.60(11) . . ?
C9 N1 C5 127.78(12) . . ?
N3 N2 N1 105.30(12) . . ?
N2 N3 Co01 137.40(10) . . ?
N2 N3 C10 110.47(11) . . ?
C10 N3 Co01 111.12(8) . . ?
O1 C1 O2 124.99(13) . . ?
O1 C1 C2 122.28(14) . . ?
O2 C1 C2 112.73(13) . . ?
C3 C2 C1 119.58(14) . . ?
C3 C2 C7 119.91(13) . . ?
C7 C2 C1 120.50(14) . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.63(16) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 120.8 . . ?
C5 C4 C3 118.42(15) . . ?
C5 C4 H4 120.8 . . ?
C4 C5 N1 119.89(14) . . ?
C6 C5 N1 118.12(14) . . ?
C6 C5 C4 121.98(13) . . ?
C5 C6 H6 120.4 . . ?
C5 C6 C7 119.12(16) . . ?
C7 C6 H6 120.4 . . ?
C2 C7 C6 119.91(15) . . ?
C2 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C9 C8 H8A 109.5 . . ?
C9 C8 H8B 109.5 . . ?
C9 C8 H8C 109.5 . . ?
N1 C9 C8 123.55(12) . . ?
N1 C9 C10 102.98(12) . . ?
C10 C9 C8 133.47(13) . . ?
N3 C10 C9 108.64(11) . . ?
N3 C10 C11 118.29(11) . . ?
C9 C10 C11 133.06(13) . . ?
O3 C11 C10 113.54(12) . . ?
O4 C11 O3 124.63(12) . . ?
O4 C11 C10 121.81(12) . . ?

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
Co01 O3 C11 O4 -179.12(12) . . . . ?
Co01 O3 C11 C10 -0.17(16) . . . . ?
Co01 N3 C10 C9 -170.21(10) . . . . ?
Co01 N3 C10 C11 9.21(16) . . . . ?
O1 C1 C2 C3 22.7(2) . . . . ?
O1 C1 C2 C7 -156.07(19) . . . . ?
O2 C1 C2 C3 -156.56(16) . . . . ?
O2 C1 C2 C7 24.6(2) . . . . ?
N1 N2 N3 Co01 166.67(12) . . . . ?
N1 N2 N3 C10 -0.27(18) . . . . ?
N1 C5 C6 C7 177.92(17) . . . . ?
N1 C9 C10 N3 -0.28(16) . . . . ?
N1 C9 C10 C11 -179.58(15) . . . . ?
N2 N1 C5 C4 -82.4(2) . . . . ?
N2 N1 C5 C6 98.28(19) . . . . ?
N2 N1 C9 C8 -179.91(14) . . . . ?
N2 N1 C9 C10 0.12(17) . . . . ?
N2 N3 C10 C9 0.36(18) . . . . ?
N2 N3 C10 C11 179.78(13) . . . . ?
N3 C10 C11 O3 -6.37(19) . . . . ?
N3 C10 C11 O4 172.62(14) . . . . ?
C1 C2 C3 C4 179.08(17) . . . . ?
C1 C2 C7 C6 -179.62(18) . . . . ?
C2 C3 C4 C5 0.9(3) . . . . ?
C3 C2 C7 C6 1.6(3) . . . . ?
C3 C4 C5 N1 -178.43(17) . . . . ?
C3 C4 C5 C6 0.9(3) . . . . ?
C4 C5 C6 C7 -1.4(3) . . . . ?
C5 N1 N2 N3 -177.34(14) . . . . ?
C5 N1 C9 C8 -2.7(2) . . . . ?
C5 N1 C9 C10 177.29(14) . . . . ?
C5 C6 C7 C2 0.1(3) . . . . ?
C7 C2 C3 C4 -2.1(3) . . . . ?
C8 C9 C10 N3 179.76(16) . . . . ?
C8 C9 C10 C11 0.5(3) . . . . ?
C9 N1 N2 N3 0.09(18) . . . . ?
C9 N1 C5 C4 100.6(2) . . . . ?
C9 N1 C5 C6 -78.7(2) . . . . ?
C9 C10 C11 O3 172.88(15) . . . . ?
C9 C10 C11 O4 -8.1(3) . . . . ?

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

data_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2280242'
loop_
_audit_author_name
_audit_author_address
'qiu lv' LNNU
_audit_update_record             
;
2023-10-12 deposited with the CCDC.	2023-10-31 downloaded from the CCDC.
;
_audit_creation_date             2023-10-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H20 Cu N6 O10'
_chemical_formula_sum            'C22 H20 Cu N6 O10'
_chemical_formula_weight         591.98
_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'
Cu Cu 0.3201 1.2651 '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                   6.8933(5)
_cell_length_b                   7.3208(5)
_cell_length_c                   13.1213(8)
_cell_angle_alpha                104.6340(10)
_cell_angle_beta                 98.6370(10)
_cell_angle_gamma                104.3820(10)
_cell_volume                     604.37(7)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    2381
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      30.753
_cell_measurement_theta_min      3.014
_shelx_estimated_absorpt_T_max   0.936
_shelx_estimated_absorpt_T_min   0.883
_exptl_absorpt_coefficient_mu    0.974
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.6924
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.626
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             303
_exptl_crystal_size_max          0.1312
_exptl_crystal_size_mid          0.0732
_exptl_crystal_size_min          0.0689
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0094
_diffrn_reflns_av_unetI/netI     0.0215
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.816
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            4190
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.816
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.003
_diffrn_reflns_theta_min         2.965
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.816
_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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2789
_reflns_number_total             3131
_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       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.441
_refine_diff_density_min         -0.462
_refine_diff_density_rms         0.082
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     188
_refine_ls_number_reflns         3131
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0330
_refine_ls_restrained_S_all      1.044
_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)+(0.0445P)²+0.2991P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0850
_refine_ls_wR_factor_ref         0.0886
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7)
2.b Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C)
2.c Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_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
Cu01 Cu 0.000000 0.000000 0.000000 0.02888(11) Uani 1 2 d S T P . .
O1 O 1.0731(3) 0.8606(3) 0.68454(13) 0.0553(4) Uani 1 1 d . . . . .
O2 O 0.8640(2) 1.0514(2) 0.69806(10) 0.0391(3) Uani 1 1 d . . . . .
H2 H 0.926811 1.095047 0.761575 0.059 Uiso 1 1 calc GR . . . .
O3 O 0.1695(2) 0.48253(18) -0.09536(11) 0.0355(3) Uani 1 1 d . . . . .
O4 O 0.01494(19) 0.17878(16) -0.09209(9) 0.0282(3) Uani 1 1 d . . . . .
O5 O -0.2359(3) 0.1250(2) 0.09082(14) 0.0458(4) Uani 1 1 d . . . . .
N1 N 0.4255(2) 0.4799(2) 0.22642(11) 0.0287(3) Uani 1 1 d . . . . .
N2 N 0.3267(3) 0.2840(2) 0.20154(12) 0.0353(4) Uani 1 1 d . . . . .
N3 N 0.2220(2) 0.2345(2) 0.10228(11) 0.0293(3) Uani 1 1 d . . . . .
C1 C 0.9258(3) 0.9044(3) 0.64768(14) 0.0334(4) Uani 1 1 d . . . . .
C2 C 0.7924(3) 0.7933(3) 0.53691(14) 0.0306(4) Uani 1 1 d . . . . .
C3 C 0.5921(4) 0.7968(4) 0.51095(17) 0.0483(6) Uani 1 1 d . . . . .
H3 H 0.538190 0.869075 0.562315 0.058 Uiso 1 1 calc R . . . .
C4 C 0.4706(3) 0.6917(4) 0.40770(17) 0.0490(6) Uani 1 1 d . . . . .
H4 H 0.335660 0.693766 0.389399 0.059 Uiso 1 1 calc R . . . .
C5 C 0.5528(3) 0.5855(2) 0.33356(13) 0.0290(4) Uani 1 1 d . . . . .
C6 C 0.7498(3) 0.5772(4) 0.35797(17) 0.0494(6) Uani 1 1 d . . . . .
H6 H 0.802442 0.503341 0.306617 0.059 Uiso 1 1 calc R . . . .
C7 C 0.8699(3) 0.6821(4) 0.46159(17) 0.0488(6) Uani 1 1 d . . . . .
H7 H 1.003593 0.676943 0.479997 0.059 Uiso 1 1 calc R . . . .
C8 C 0.3839(2) 0.5541(2) 0.14360(13) 0.0237(3) Uani 1 1 d . . . . .
C9 C 0.4704(3) 0.7649(2) 0.15013(15) 0.0328(4) Uani 1 1 d . . . . .
H9A H 0.384959 0.839359 0.180280 0.049 Uiso 1 1 calc GR . . . .
H9B H 0.475447 0.774866 0.078961 0.049 Uiso 1 1 calc GR . . . .
H9C H 0.606806 0.816635 0.195372 0.049 Uiso 1 1 calc GR . . . .
C10 C 0.2515(2) 0.3913(2) 0.06339(12) 0.0233(3) Uani 1 1 d . . . . .
C11 C 0.1407(2) 0.3565(2) -0.04888(12) 0.0232(3) Uani 1 1 d . . . . .
H5A H -0.233(5) 0.229(5) 0.087(3) 0.064(9) Uiso 1 1 d . . . . .
H5B H -0.206(6) 0.135(6) 0.160(4) 0.099(13) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu01 O4 1.9882(12) 2 ?
Cu01 O4 1.9883(12) . ?
Cu01 O5 2.3817(18) . ?
Cu01 O5 2.3817(18) 2 ?
Cu01 N3 2.0012(13) . ?
Cu01 N3 2.0012(13) 2 ?
O1 C1 1.209(3) . ?
O2 H2 0.8200 . ?
O2 C1 1.314(2) . ?
O3 C11 1.222(2) . ?
O4 C11 1.2982(18) . ?
O5 H5A 0.77(3) . ?
O5 H5B 0.88(4) . ?
N1 N2 1.3558(19) . ?
N1 C5 1.4449(19) . ?
N1 C8 1.357(2) . ?
N2 N3 1.303(2) . ?
N3 C10 1.353(2) . ?
C1 C2 1.500(2) . ?
C2 C3 1.380(3) . ?
C2 C7 1.375(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.393(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.369(3) . ?
C5 C6 1.368(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.394(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.485(2) . ?
C8 C10 1.378(2) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.481(2) . ?

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
O4 Cu01 O4 180.0 2 . ?
O4 Cu01 O5 85.97(6) 2 . ?
O4 Cu01 O5 94.03(6) . . ?
O4 Cu01 O5 94.03(6) 2 2 ?
O4 Cu01 O5 85.97(6) . 2 ?
O4 Cu01 N3 98.36(5) 2 . ?
O4 Cu01 N3 81.64(5) 2 2 ?
O4 Cu01 N3 81.64(5) . . ?
O4 Cu01 N3 98.36(5) . 2 ?
O5 Cu01 O5 180.0 2 . ?
N3 Cu01 O5 86.95(6) . . ?
N3 Cu01 O5 93.05(6) 2 . ?
N3 Cu01 O5 93.05(6) . 2 ?
N3 Cu01 O5 86.95(6) 2 2 ?
N3 Cu01 N3 180.0 . 2 ?
C1 O2 H2 109.5 . . ?
C11 O4 Cu01 116.46(10) . . ?
Cu01 O5 H5A 111(2) . . ?
Cu01 O5 H5B 111(3) . . ?
H5A O5 H5B 107(3) . . ?
N2 N1 C5 119.43(14) . . ?
N2 N1 C8 112.82(13) . . ?
C8 N1 C5 127.73(14) . . ?
N3 N2 N1 104.68(14) . . ?
N2 N3 Cu01 136.66(11) . . ?
N2 N3 C10 111.34(13) . . ?
C10 N3 Cu01 111.27(10) . . ?
O1 C1 O2 124.98(17) . . ?
O1 C1 C2 122.49(18) . . ?
O2 C1 C2 112.54(16) . . ?
C3 C2 C1 120.86(17) . . ?
C7 C2 C1 119.25(18) . . ?
C7 C2 C3 119.86(17) . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 119.90(19) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 120.5 . . ?
C5 C4 C3 119.04(19) . . ?
C5 C4 H4 120.5 . . ?
C4 C5 N1 118.25(17) . . ?
C6 C5 N1 119.65(17) . . ?
C6 C5 C4 122.11(17) . . ?
C5 C6 H6 120.8 . . ?
C5 C6 C7 118.43(19) . . ?
C7 C6 H6 120.8 . . ?
C2 C7 C6 120.6(2) . . ?
C2 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
N1 C8 C9 123.66(14) . . ?
N1 C8 C10 102.96(13) . . ?
C10 C8 C9 133.38(16) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C8 108.20(14) . . ?
N3 C10 C11 117.18(13) . . ?
C8 C10 C11 134.62(14) . . ?
O3 C11 O4 124.35(15) . . ?
O3 C11 C10 122.69(14) . . ?
O4 C11 C10 112.95(13) . . ?

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
Cu01 O4 C11 O3 178.90(14) . . . . ?
Cu01 O4 C11 C10 0.17(18) . . . . ?
Cu01 N3 C10 C8 171.55(11) . . . . ?
Cu01 N3 C10 C11 -7.87(19) . . . . ?
O1 C1 C2 C3 156.9(2) . . . . ?
O1 C1 C2 C7 -21.2(3) . . . . ?
O2 C1 C2 C3 -23.2(3) . . . . ?
O2 C1 C2 C7 158.7(2) . . . . ?
N1 N2 N3 Cu01 -168.75(14) . . . . ?
N1 N2 N3 C10 0.2(2) . . . . ?
N1 C5 C6 C7 179.4(2) . . . . ?
N1 C8 C10 N3 0.31(19) . . . . ?
N1 C8 C10 C11 179.59(19) . . . . ?
N2 N1 C5 C4 -97.9(2) . . . . ?
N2 N1 C5 C6 82.1(2) . . . . ?
N2 N1 C8 C9 179.26(16) . . . . ?
N2 N1 C8 C10 -0.2(2) . . . . ?
N2 N3 C10 C8 -0.3(2) . . . . ?
N2 N3 C10 C11 -179.76(15) . . . . ?
N3 C10 C11 O3 -173.45(17) . . . . ?
N3 C10 C11 O4 5.3(2) . . . . ?
C1 C2 C3 C4 -179.7(2) . . . . ?
C1 C2 C7 C6 -180.0(2) . . . . ?
C2 C3 C4 C5 0.3(4) . . . . ?
C3 C2 C7 C6 1.9(4) . . . . ?
C3 C4 C5 N1 -179.1(2) . . . . ?
C3 C4 C5 C6 0.8(4) . . . . ?
C4 C5 C6 C7 -0.5(4) . . . . ?
C5 N1 N2 N3 178.15(16) . . . . ?
C5 N1 C8 C9 1.3(3) . . . . ?
C5 N1 C8 C10 -178.16(17) . . . . ?
C5 C6 C7 C2 -0.8(4) . . . . ?
C7 C2 C3 C4 -1.6(4) . . . . ?
C8 N1 N2 N3 0.0(2) . . . . ?
C8 N1 C5 C4 79.9(3) . . . . ?
C8 N1 C5 C6 -100.0(2) . . . . ?
C8 C10 C11 O3 7.3(3) . . . . ?
C8 C10 C11 O4 -173.92(18) . . . . ?
C9 C8 C10 N3 -179.07(18) . . . . ?
C9 C8 C10 C11 0.2(3) . . . . ?

_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_123
_database_code_depnum_ccdc_archive 'CCDC 2280257'
loop_
_audit_author_name
_audit_author_address
'qiu lv' LNNU
_audit_update_record             
;
2023-10-12 deposited with the CCDC.	2023-10-31 downloaded from the CCDC.
;
_audit_creation_date             2023-09-05
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C22 H18 N6 O10 Pb2)'
_chemical_formula_sum            'C11 H9 N3 O5 Pb'
_chemical_formula_weight         470.40
_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'
Pb Pb -3.3944 10.1111 '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           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   7.151(2)
_cell_length_b                   6.596(2)
_cell_length_c                   25.646(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1209.7(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3773
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      30.52
_cell_measurement_theta_min      2.96
_shelx_estimated_absorpt_T_max   0.336
_shelx_estimated_absorpt_T_min   0.264
_exptl_absorpt_coefficient_mu    13.972
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.5148
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1445 before and 0.0868 after correction.
The Ratio of minimum to maximum transmission is 0.6899.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.583
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             872
_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  0.0675
_diffrn_reflns_av_unetI/netI     0.0593
_diffrn_reflns_Laue_measured_fraction_full 0.966
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            5562
_diffrn_reflns_point_group_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         2.957
_diffrn_ambient_temperature      296.15
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           25.0
_diffrn_source_power             1.125
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1190
_reflns_number_total             1306
_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     >2sigma(I)
_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_diff_density_max         1.686
_refine_diff_density_min         -2.371
_refine_diff_density_rms         0.453
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     159
_refine_ls_number_reflns         1306
_refine_ls_number_restraints     196
_refine_ls_R_factor_all          0.0728
_refine_ls_R_factor_gt           0.0686
_refine_ls_restrained_S_all      1.016
_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)+(0.0795P)²+103.6095P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1916
_refine_ls_wR_factor_ref         0.1940
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 O4-C2 = C2-O16
 1.25 with sigma of 0.02
 C5-C2
 1.48 with sigma of 0.02
 O4-O16
 2.165 with sigma of 0.04
3. Restrained planarity
 O4, C12, C15, C13, C5, C18, C10, O16, C2
 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(N19) \\sim Ueq, Uanis(N3) \\sim Ueq, Uanis(N14) \\sim Ueq, Uanis(C7)
\\sim Ueq, Uanis(C17) \\sim Ueq, Uanis(C9) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(O8) \\sim Ueq, Uanis(O11) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C9) = Uanis(C17)
5. Rigid body (RIGU) restrains
 O11, C1, C7, N3, N19, N14
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C12, C5, C13, C18, C15, C10
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C5, O4, C12, C15, C13, C18, C10, O16, C2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C9, C17, C7, C2, N14, O11, O16, C1, O20, N3, C15, O4, C13, O8, C5, N19, C18,
 C10, C12
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
6. Others
 Fixed Sof: C1(0.5) O4(0.5) N19(0.5) C12(0.5) C15(0.5) H15(0.5) C13(0.5)
 H13(0.5) C5(0.5) C18(0.5) H18(0.5) C10(0.5) H10(0.5) N3(0.5) N14(0.5) O11(0.5)
 C7(0.5) O8(0.5) O16(0.5) C2(0.5) C17(0.5) H17A(0.5) H17B(0.5) H17C(0.5)
 C9(0.5) O20(0.5) H20A(0.5) H20B(0.5)
 Fixed X: O8(0.3174)
 Fixed Y: O8(0.905449)
 Fixed Z: O8(0.45088)
7.a Rotating group:
 O20(H20A,H20B)
7.b Aromatic/amide H refined with riding coordinates:
 C15(H15), C13(H13), C18(H18), C10(H10)
7.c Fitted hexagon refined as free rotating group:
 C12(C15,C13,C5,C18,C10)
7.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C)
;
_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
Pb6 Pb 0.14713(13) 0.250000 0.47069(3) 0.0208(4) Uani 1 2 d S T P . .
C1 C 0.230(4) 0.761(14) 0.4417(9) 0.020(5) Uani 0.5 1 d . . P A -1
O4 O 0.347(3) 0.519(4) 0.0579(10) 0.052(9) Uani 0.5 1 d D . P A -1
N19 N 0.145(4) 0.470(5) 0.3230(11) 0.024(4) Uani 0.5 1 d . U P A -1
C12 C 0.224(2) 0.648(3) 0.2477(5) 0.020(4) Uani 0.5 1 d G . P A -1
C15 C 0.292(2) 0.483(3) 0.2199(7) 0.022(5) Uani 0.5 1 d G . P A -1
H15 H 0.324590 0.364793 0.237316 0.026 Uiso 0.5 1 calc R U P A -1
C13 C 0.310(2) 0.495(3) 0.1660(7) 0.023(5) Uani 0.5 1 d G . P A -1
H13 H 0.355753 0.384225 0.147411 0.027 Uiso 0.5 1 calc R U P A -1
C5 C 0.2613(16) 0.672(3) 0.1400(5) 0.019(5) Uani 0.5 1 d DG . P A -1
C18 C 0.194(2) 0.837(3) 0.1678(7) 0.020(5) Uani 0.5 1 d G . P A -1
H18 H 0.160648 0.955445 0.150318 0.025 Uiso 0.5 1 calc R U P A -1
C10 C 0.175(2) 0.825(3) 0.2216(7) 0.024(6) Uani 0.5 1 d G . P A -1
H10 H 0.129484 0.936016 0.240223 0.029 Uiso 0.5 1 calc R U P A -1
N3 N 0.138(4) 0.476(5) 0.3753(10) 0.021(4) Uani 0.5 1 d . U P A -1
N14 N 0.203(4) 0.645(5) 0.3014(10) 0.020(3) Uani 0.5 1 d . U P A -1
O11 O 0.161(3) 0.627(4) 0.4752(9) 0.024(4) Uani 0.5 1 d . U P A -1
C7 C 0.215(4) 0.673(5) 0.3847(12) 0.020(4) Uani 0.5 1 d . U P A -1
O8 O 0.317400 0.905449 0.450880 0.027(5) Uani 0.5 1 d . U P A -1
O16 O 0.240(3) 0.832(4) 0.0607(9) 0.032(5) Uani 0.5 1 d D . P A -1
C2 C 0.286(2) 0.669(4) 0.0826(8) 0.019(5) Uani 0.5 1 d D . P A -1
C17 C 0.309(5) 0.989(6) 0.3311(13) 0.022(3) Uani 0.5 1 d . U P A -1
H17A H 0.408437 0.985629 0.305958 0.033 Uiso 0.5 1 calc R U P A -1
H17B H 0.352455 1.053504 0.362422 0.033 Uiso 0.5 1 calc R U P A -1
H17C H 0.205600 1.064610 0.317129 0.033 Uiso 0.5 1 calc R U P A -1
C9 C 0.247(4) 0.776(6) 0.3433(10) 0.022(3) Uani 0.5 1 d . U P A -1
O20 O 0.503(3) 0.199(4) 0.4479(11) 0.031(7) Uani 0.5 1 d . . P A -1
H20A H 0.608128 0.295122 0.454136 0.046 Uiso 0.5 1 d R U P A -1
H20B H 0.561780 0.078476 0.431117 0.046 Uiso 0.5 1 d R U P A -1


_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
Pb6 O11 2.49(3) . ?
Pb6 O20 2.64(2) . ?
C1 O11 1.33(7) . ?
C1 C7 1.58(5) . ?
C1 O8 1.16(8) . ?
O4 C2 1.253(18) . ?
N19 N3 1.34(4) . ?
N19 N14 1.34(4) . ?
C12 C15 1.3900 . ?
C12 C10 1.3900 . ?
C12 N14 1.39(3) . ?
C15 H15 0.9300 . ?
C15 C13 1.3900 . ?
C13 H13 0.9300 . ?
C13 C5 1.3900 . ?
C5 C18 1.3900 . ?
C5 C2 1.482(18) . ?
C18 H18 0.9300 . ?
C18 C10 1.3900 . ?
C10 H10 0.9300 . ?
N3 C7 1.43(5) . ?
N14 C9 1.41(4) . ?
C7 C9 1.28(5) . ?
O16 C2 1.255(18) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C17 C9 1.51(5) . ?
O20 H20A 0.9951 . ?
O20 H20B 0.9940 . ?

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
O11 Pb6 O20 95.8(7) . . ?
O11 C1 C7 109(6) . . ?
O8 C1 O11 128(2) . . ?
O8 C1 C7 121(4) . . ?
N3 N19 N14 113(3) . . ?
C15 C12 C10 120.0 . . ?
N14 C12 C15 122.3(18) . . ?
N14 C12 C10 117.7(18) . . ?
C12 C15 H15 120.0 . . ?
C12 C15 C13 120.0 . . ?
C13 C15 H15 120.0 . . ?
C15 C13 H13 120.0 . . ?
C5 C13 C15 120.0 . . ?
C5 C13 H13 120.0 . . ?
C13 C5 C18 120.0 . . ?
C13 C5 C2 115.9(15) . . ?
C18 C5 C2 124.1(15) . . ?
C5 C18 H18 120.0 . . ?
C10 C18 C5 120.0 . . ?
C10 C18 H18 120.0 . . ?
C12 C10 H10 120.0 . . ?
C18 C10 C12 120.0 . . ?
C18 C10 H10 120.0 . . ?
N19 N3 C7 100(3) . . ?
N19 N14 C12 117(2) . . ?
N19 N14 C9 106(3) . . ?
C12 N14 C9 136(3) . . ?
C1 O11 Pb6 130(3) . . ?
N3 C7 C1 121(4) . . ?
C9 C7 C1 124(4) . . ?
C9 C7 N3 114(3) . . ?
O4 C2 C5 124(2) . . ?
O4 C2 O16 123(2) . . ?
O16 C2 C5 113.8(19) . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C9 C17 H17A 109.5 . . ?
C9 C17 H17B 109.5 . . ?
C9 C17 H17C 109.5 . . ?
N14 C9 C17 119(3) . . ?
C7 C9 N14 105(3) . . ?
C7 C9 C17 136(3) . . ?
Pb6 O20 H20A 127.5 . . ?
Pb6 O20 H20B 127.2 . . ?
H20A O20 H20B 105.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C7 C9 N14 -175(3) . . . . ?
C1 C7 C9 C17 2(6) . . . . ?
N19 N3 C7 C1 177(3) . . . . ?
N19 N3 C7 C9 5(4) . . . . ?
N19 N14 C9 C7 1(3) . . . . ?
N19 N14 C9 C17 -178(3) . . . . ?
C12 C15 C13 C5 0.0 . . . . ?
C12 N14 C9 C7 -171(3) . . . . ?
C12 N14 C9 C17 11(5) . . . . ?
C15 C12 C10 C18 0.0 . . . . ?
C15 C12 N14 N19 -37(3) . . . . ?
C15 C12 N14 C9 134(3) . . . . ?
C15 C13 C5 C18 0.0 . . . . ?
C15 C13 C5 C2 -179.98(13) . . . . ?
C13 C5 C18 C10 0.0 . . . . ?
C13 C5 C2 O4 0.0(2) . . . . ?
C13 C5 C2 O16 179.98(15) . . . . ?
C5 C18 C10 C12 0.0 . . . . ?
C18 C5 C2 O4 179.99(12) . . . . ?
C18 C5 C2 O16 0.0(2) . . . . ?
C10 C12 C15 C13 0.0 . . . . ?
C10 C12 N14 N19 143(2) . . . . ?
C10 C12 N14 C9 -46(4) . . . . ?
N3 N19 N14 C12 177(2) . . . . ?
N3 N19 N14 C9 3(4) . . . . ?
N3 C7 C9 N14 -4(4) . . . . ?
N3 C7 C9 C17 174(3) . . . . ?
N14 N19 N3 C7 -5(3) . . . . ?
N14 C12 C15 C13 -179.9(18) . . . . ?
N14 C12 C10 C18 179.9(17) . . . . ?
O11 C1 C7 N3 -1(5) . . . . ?
O11 C1 C7 C9 170(3) . . . . ?
C7 C1 O11 Pb6 29(4) . . . . ?
O8 C1 O11 Pb6 -138(5) . . . . ?
O8 C1 C7 N3 168(4) . . . . ?
O8 C1 C7 C9 -21(6) . . . . ?
C2 C5 C18 C10 179.98(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
