# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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 2010625'
loop_
_audit_author_name
_audit_author_address
'M Fatima C Guedes da Silva'
;CQE, IST, Lisboa
Portugal
;
_audit_update_record             
;
2020-06-18 deposited with the CCDC.	2020-08-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H20 N3 O7 Zn'
_chemical_formula_sum            'C20 H20 N3 O7 Zn'
_chemical_formula_weight         479.76

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.554(3)
_cell_length_b                   11.089(4)
_cell_length_c                   11.895(4)
_cell_angle_alpha                90.098(9)
_cell_angle_beta                 110.130(12)
_cell_angle_gamma                90.113(9)
_cell_volume                     1059.4(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    8909
_cell_measurement_theta_min      2.59
_cell_measurement_theta_max      26.44

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.504
_exptl_crystal_F_000             494
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.430
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    1.206
_shelx_estimated_absorpt_T_min   0.625
_shelx_estimated_absorpt_T_max   0.794
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.691
_exptl_absorpt_correction_T_max  0.796
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II PHOTON 100'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30647
_diffrn_reflns_av_unetI/netI     0.0156
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.536
_diffrn_reflns_theta_max         26.507
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             4332
_reflns_number_gt                3775
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR97 (Giacovazzo et al, 1997)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0483P)²+2.5528P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4332
_refine_ls_number_parameters     290
_refine_ls_number_restraints     26
_refine_ls_R_factor_all          0.0599
_refine_ls_R_factor_gt           0.0485
_refine_ls_wR_factor_ref         0.1298
_refine_ls_wR_factor_gt          0.1173
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_restrained_S_all      1.130
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3270(4) -0.0135(3) 0.1175(3) 0.0340(7) Uani 1 1 d . . . . .
C2 C 0.4347(4) -0.1195(3) 0.1136(3) 0.0289(6) Uani 1 1 d . . . . .
C3 C 0.4218(4) -0.1710(3) 0.0050(3) 0.0324(7) Uani 1 1 d . . . . .
H3 H 0.3513 -0.1367 -0.0655 0.039 Uiso 1 1 calc R U . . .
C4 C 0.5124(4) -0.2730(3) -0.0005(3) 0.0337(7) Uani 1 1 d . . . . .
H4 H 0.5020 -0.3067 -0.0744 0.040 Uiso 1 1 calc R U . . .
C5 C 0.6190(4) -0.3252(3) 0.1043(3) 0.0271(6) Uani 1 1 d . . . . .
C6 C 0.6343(5) -0.2722(3) 0.2127(3) 0.0418(8) Uani 1 1 d . . . . .
H6 H 0.7069 -0.3053 0.2831 0.050 Uiso 1 1 calc R U . . .
C7 C 0.5428(5) -0.1701(3) 0.2186(3) 0.0443(9) Uani 1 1 d . . . . .
H7 H 0.5540 -0.1358 0.2924 0.053 Uiso 1 1 calc R U . . .
C8 C 0.7154(4) -0.4402(3) 0.1072(3) 0.0312(7) Uani 1 1 d . . . . .
C9 C 0.8157(4) -0.5745(3) -0.0207(3) 0.0263(6) Uani 1 1 d . . . . .
C10 C 0.7941(4) -0.6008(3) -0.1391(3) 0.0349(7) Uani 1 1 d . . . . .
H10 H 0.7208 -0.5557 -0.2006 0.042 Uiso 1 1 calc R U . . .
C11 C 0.8824(5) -0.6943(3) -0.1649(3) 0.0394(8) Uani 1 1 d . . . . .
H11 H 0.8694 -0.7126 -0.2439 0.047 Uiso 1 1 calc R U . . .
C12 C 0.9895(4) -0.7600(3) -0.0731(3) 0.0338(7) Uani 1 1 d . . . . .
H12 H 1.0499 -0.8220 -0.0913 0.041 Uiso 1 1 calc R U . . .
C13 C 0.9251(4) -0.6461(3) 0.0690(3) 0.0293(6) Uani 1 1 d . . . . .
H13 H 0.9395 -0.6302 0.1488 0.035 Uiso 1 1 calc R U . . .
C14 C 0.3299(4) 0.3279(3) 0.3153(3) 0.0312(7) Uani 1 1 d . . . . .
C15 C 0.4182(4) 0.4172(3) 0.4116(3) 0.0317(7) Uani 1 1 d . . . . .
C16 C 0.3657(5) 0.4351(3) 0.5083(3) 0.0402(8) Uani 1 1 d . . . . .
H16 H 0.2758 0.3915 0.5141 0.048 Uiso 1 1 calc R U . . .
C17 C 0.5526(5) 0.4817(3) 0.4033(3) 0.0403(8) Uani 1 1 d . . . . .
H17 H 0.5882 0.4693 0.3386 0.048 Uiso 1 1 calc R U . . .
C21 C 0.9577(13) 0.1470(9) 0.5394(8) 0.131(3) Uani 1 1 d . U . . .
H21 H 1.0425 0.1711 0.5122 0.157 Uiso 1 1 calc R U . . .
C22 C 0.7479(12) 0.1842(10) 0.3466(7) 0.151(4) Uani 1 1 d . U . . .
H22A H 0.6357 0.2114 0.3299 0.227 Uiso 1 1 calc R U . . .
H22B H 0.7475 0.1139 0.2992 0.227 Uiso 1 1 calc R U . . .
H22C H 0.8119 0.2469 0.3272 0.227 Uiso 1 1 calc R U . . .
C23 C 0.6934(18) 0.0914(13) 0.5091(12) 0.204(6) Uani 1 1 d . U . . .
H23A H 0.5844 0.1002 0.4501 0.306 Uiso 1 1 calc R U . . .
H23B H 0.7213 0.0074 0.5200 0.306 Uiso 1 1 calc R U . . .
H23C H 0.6947 0.1256 0.5836 0.306 Uiso 1 1 calc R U . . .
N1 N 0.7296(3) -0.4740(2) 0.0013(2) 0.0298(6) Uani 1 1 d D . . . .
N2 N 1.0102(3) -0.7378(2) 0.0419(2) 0.0274(5) Uani 1 1 d . . . . .
N3 N 0.8185(6) 0.1558(5) 0.4677(4) 0.0809(15) Uani 1 1 d . . . . .
O1 O 0.2178(3) 0.0233(2) 0.0252(3) 0.0444(6) Uani 1 1 d . . . . .
O2 O 0.3482(3) 0.0357(2) 0.2174(3) 0.0524(7) Uani 1 1 d . . . . .
O3 O 0.2246(3) 0.2569(2) 0.3327(2) 0.0403(6) Uani 1 1 d . . . . .
O4 O 0.3625(3) 0.3259(2) 0.2205(2) 0.0379(5) Uani 1 1 d . . . . .
O5 O -0.0255(4) 0.0593(2) 0.1932(3) 0.0451(6) Uani 1 1 d D . . . .
O6 O 0.7751(4) -0.4976(3) 0.1992(2) 0.0528(8) Uani 1 1 d . . . . .
O7 O 1.0047(7) 0.1100(5) 0.6458(4) 0.1075(16) Uani 1 1 d . U . . .
Zn1 Zn 0.16603(5) 0.15892(3) 0.17897(3) 0.03204(14) Uani 1 1 d . . . . .
H1N H 0.696(5) -0.426(3) -0.061(3) 0.038 Uiso 1 1 d D U . . .
H5A H -0.078(6) 0.030(4) 0.129(4) 0.048 Uiso 1 1 d . U . . .
H5B H -0.008(5) 0.002(3) 0.248(3) 0.048 Uiso 1 1 d D U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.242(4) . ?
C1 O2 1.262(4) . ?
C1 C2 1.505(4) . ?
C2 C3 1.380(5) . ?
C2 C7 1.393(5) . ?
C3 C4 1.387(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.394(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.381(5) . ?
C5 C8 1.515(4) . ?
C6 C7 1.393(5) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 O6 1.218(4) . ?
C8 N1 1.358(4) . ?
C9 C10 1.386(5) . ?
C9 C13 1.401(4) . ?
C9 N1 1.411(4) . ?
C10 C11 1.379(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.370(5) . ?
C11 H11 0.9300 . ?
C12 N2 1.341(4) . ?
C12 H12 0.9300 . ?
C13 N2 1.354(4) . ?
C13 H13 0.9300 . ?
C14 O4 1.252(4) . ?
C14 O3 1.265(4) . ?
C14 C15 1.503(4) . ?
C14 Zn1 2.554(3) . ?
C15 C17 1.385(5) . ?
C15 C16 1.386(5) . ?
C16 C17 1.390(5) 2_666 ?
C16 H16 0.9300 . ?
C17 C16 1.390(5) 2_666 ?
C17 H17 0.9300 . ?
C21 N3 1.207(10) . ?
C21 O7 1.258(9) . ?
C21 H21 0.9300 . ?
C22 N3 1.394(8) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 N3 1.503(12) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
N1 H1N 0.882(18) . ?
N2 Zn1 2.064(3) 1_645 ?
O2 Zn1 2.006(3) . ?
O3 Zn1 2.034(2) . ?
O4 Zn1 2.431(3) . ?
O5 Zn1 2.029(3) . ?
O5 H5A 0.81(5) . ?
O5 H5B 0.890(19) . ?
Zn1 N2 2.064(3) 1_465 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 O2 120.7(3) . . ?
O1 C1 C2 120.9(3) . . ?
O2 C1 C2 118.4(3) . . ?
C3 C2 C7 119.1(3) . . ?
C3 C2 C1 119.9(3) . . ?
C7 C2 C1 120.9(3) . . ?
C2 C3 C4 121.0(3) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C3 C4 C5 120.2(3) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 118.8(3) . . ?
C6 C5 C8 117.4(3) . . ?
C4 C5 C8 123.8(3) . . ?
C5 C6 C7 121.2(3) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 H6 119.4 . . ?
C6 C7 C2 119.8(3) . . ?
C6 C7 H7 120.1 . . ?
C2 C7 H7 120.1 . . ?
O6 C8 N1 123.1(3) . . ?
O6 C8 C5 121.2(3) . . ?
N1 C8 C5 115.6(3) . . ?
C10 C9 C13 118.5(3) . . ?
C10 C9 N1 117.2(3) . . ?
C13 C9 N1 124.3(3) . . ?
C11 C10 C9 119.4(3) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
C12 C11 C10 119.5(3) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
N2 C12 C11 122.2(3) . . ?
N2 C12 H12 118.9 . . ?
C11 C12 H12 118.9 . . ?
N2 C13 C9 121.3(3) . . ?
N2 C13 H13 119.4 . . ?
C9 C13 H13 119.4 . . ?
O4 C14 O3 121.9(3) . . ?
O4 C14 C15 119.3(3) . . ?
O3 C14 C15 118.9(3) . . ?
O4 C14 Zn1 70.05(18) . . ?
O3 C14 Zn1 51.89(15) . . ?
C15 C14 Zn1 170.4(2) . . ?
C17 C15 C16 120.0(3) . . ?
C17 C15 C14 119.6(3) . . ?
C16 C15 C14 120.3(3) . . ?
C15 C16 C17 120.0(3) . 2_666 ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 2_666 . ?
C15 C17 C16 120.0(3) . 2_666 ?
C15 C17 H17 120.0 . . ?
C16 C17 H17 120.0 2_666 . ?
N3 C21 O7 129.4(10) . . ?
N3 C21 H21 115.3 . . ?
O7 C21 H21 115.3 . . ?
N3 C22 H22A 109.5 . . ?
N3 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N3 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N3 C23 H23A 109.5 . . ?
N3 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
N3 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C8 N1 C9 127.5(3) . . ?
C8 N1 H1N 120(3) . . ?
C9 N1 H1N 111(3) . . ?
C12 N2 C13 119.1(3) . . ?
C12 N2 Zn1 121.9(2) . 1_645 ?
C13 N2 Zn1 119.0(2) . 1_645 ?
C21 N3 C22 136.2(8) . . ?
C21 N3 C23 111.6(8) . . ?
C22 N3 C23 110.1(8) . . ?
C1 O2 Zn1 103.4(2) . . ?
C14 O3 Zn1 98.79(19) . . ?
C14 O4 Zn1 81.0(2) . . ?
Zn1 O5 H5A 110(3) . . ?
Zn1 O5 H5B 121(3) . . ?
H5A O5 H5B 108(4) . . ?
O2 Zn1 O5 101.31(13) . . ?
O2 Zn1 O3 103.12(11) . . ?
O5 Zn1 O3 99.79(11) . . ?
O2 Zn1 N2 143.16(12) . 1_465 ?
O5 Zn1 N2 92.75(11) . 1_465 ?
O3 Zn1 N2 107.81(11) . 1_465 ?
O2 Zn1 O4 92.55(11) . . ?
O5 Zn1 O4 156.53(10) . . ?
O3 Zn1 O4 58.25(9) . . ?
N2 Zn1 O4 87.15(9) 1_465 . ?
O2 Zn1 C14 98.15(11) . . ?
O5 Zn1 C14 128.82(11) . . ?
O3 Zn1 C14 29.32(10) . . ?
N2 Zn1 C14 99.08(10) 1_465 . ?
O4 Zn1 C14 28.95(9) . . ?

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
O1 C1 C2 C3 5.2(5) . . . . ?
O2 C1 C2 C3 -176.2(3) . . . . ?
O1 C1 C2 C7 -172.1(3) . . . . ?
O2 C1 C2 C7 6.6(5) . . . . ?
C7 C2 C3 C4 1.1(5) . . . . ?
C1 C2 C3 C4 -176.1(3) . . . . ?
C2 C3 C4 C5 -0.2(5) . . . . ?
C3 C4 C5 C6 -1.1(5) . . . . ?
C3 C4 C5 C8 176.6(3) . . . . ?
C4 C5 C6 C7 1.4(6) . . . . ?
C8 C5 C6 C7 -176.4(3) . . . . ?
C5 C6 C7 C2 -0.4(6) . . . . ?
C3 C2 C7 C6 -0.8(6) . . . . ?
C1 C2 C7 C6 176.4(3) . . . . ?
C6 C5 C8 O6 15.1(5) . . . . ?
C4 C5 C8 O6 -162.6(4) . . . . ?
C6 C5 C8 N1 -165.0(3) . . . . ?
C4 C5 C8 N1 17.3(5) . . . . ?
C13 C9 C10 C11 -1.2(5) . . . . ?
N1 C9 C10 C11 176.6(3) . . . . ?
C9 C10 C11 C12 0.2(6) . . . . ?
C10 C11 C12 N2 1.0(6) . . . . ?
C10 C9 C13 N2 0.9(5) . . . . ?
N1 C9 C13 N2 -176.7(3) . . . . ?
O4 C14 C15 C17 -10.6(5) . . . . ?
O3 C14 C15 C17 169.4(3) . . . . ?
O4 C14 C15 C16 169.4(3) . . . . ?
O3 C14 C15 C16 -10.6(5) . . . . ?
C17 C15 C16 C17 0.4(6) . . . 2_666 ?
C14 C15 C16 C17 -179.7(3) . . . 2_666 ?
C16 C15 C17 C16 -0.4(6) . . . 2_666 ?
C14 C15 C17 C16 179.7(3) . . . 2_666 ?
O6 C8 N1 C9 -2.0(6) . . . . ?
C5 C8 N1 C9 178.2(3) . . . . ?
C10 C9 N1 C8 171.2(3) . . . . ?
C13 C9 N1 C8 -11.1(5) . . . . ?
C11 C12 N2 C13 -1.3(5) . . . . ?
C11 C12 N2 Zn1 177.9(3) . . . 1_645 ?
C9 C13 N2 C12 0.3(5) . . . . ?
C9 C13 N2 Zn1 -178.9(2) . . . 1_645 ?
O7 C21 N3 C22 -173.2(9) . . . . ?
O7 C21 N3 C23 -12.1(14) . . . . ?
O1 C1 O2 Zn1 3.6(4) . . . . ?
C2 C1 O2 Zn1 -175.0(2) . . . . ?
O4 C14 O3 Zn1 3.1(3) . . . . ?
C15 C14 O3 Zn1 -176.9(2) . . . . ?
O3 C14 O4 Zn1 -2.6(3) . . . . ?
C15 C14 O4 Zn1 177.4(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C10 H10 O4 0.93 2.64 3.341(4) 132.9 2_655
C12 H12 O1 0.93 2.36 3.068(4) 132.6 1_645
C13 H13 O6 0.93 2.26 2.850(4) 121.2 .
C22 H22B O5 0.96 2.72 3.382(9) 126.4 1_655
O5 H5A O1 0.81(5) 1.91(5) 2.709(4) 173(5) 2
O5 H5B O7 0.890(19) 1.76(2) 2.646(5) 172(4) 2_656
N1 H1N O4 0.882(18) 2.10(2) 2.978(4) 172(4) 2_655

_refine_diff_density_max         1.368
_refine_diff_density_min         -0.743
_refine_diff_density_rms         0.084

####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 2010627'
loop_
_audit_author_name
_audit_author_address
'M Fatima C Guedes da Silva'
;CQE, IST, Lisboa
Portugal
;
_audit_update_record             
;
2020-06-18 deposited with the CCDC.	2020-08-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H18 N4 O6 Pb'
_chemical_formula_sum            'C26 H18 N4 O6 Pb'
_chemical_formula_weight         689.63

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   17.1194(13)
_cell_length_b                   5.1144(3)
_cell_length_c                   25.2616(15)
_cell_angle_alpha                90
_cell_angle_beta                 92.795(4)
_cell_angle_gamma                90
_cell_volume                     2209.2(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9919
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      26.38

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.073
_exptl_crystal_F_000             1328
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    7.692
_shelx_estimated_absorpt_T_min   0.206
_shelx_estimated_absorpt_T_max   0.513
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.321
_exptl_absorpt_correction_T_max  0.472
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II PHOTON 100'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            49021
_diffrn_reflns_av_unetI/netI     0.0138
_diffrn_reflns_av_R_equivalents  0.0323
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.646
_diffrn_reflns_theta_max         26.428
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4546
_reflns_number_gt                4098
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR97 (Altomare, 1999)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0305P)²+0.0674P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4546
_refine_ls_number_parameters     340
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0199
_refine_ls_R_factor_gt           0.0152
_refine_ls_wR_factor_ref         0.0438
_refine_ls_wR_factor_gt          0.0413
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.59176(14) 0.1863(5) 0.28841(9) 0.0271(5) Uani 1 1 d . . . . .
C2 C 0.51281(14) 0.1025(5) 0.26548(9) 0.0222(5) Uani 1 1 d . . . . .
C3 C 0.44785(14) 0.2610(5) 0.27143(9) 0.0242(5) Uani 1 1 d . . . . .
H3 H 0.4518 0.4056 0.2937 0.029 Uiso 1 1 calc R U . . .
C4 C 0.37759(13) 0.2060(5) 0.24459(9) 0.0247(5) Uani 1 1 d . . . . .
H4 H 0.3348 0.3155 0.2482 0.030 Uiso 1 1 calc R U . . .
C5 C 0.37074(14) -0.0142(5) 0.21198(10) 0.0220(5) Uani 1 1 d . . . . .
C6 C 0.43495(13) -0.1787(5) 0.20795(9) 0.0253(5) Uani 1 1 d . . . . .
H6 H 0.4303 -0.3288 0.1873 0.030 Uiso 1 1 calc R U . . .
C7 C 0.50538(14) -0.1215(5) 0.23430(10) 0.0254(5) Uani 1 1 d . . . . .
H7 H 0.5479 -0.2326 0.2312 0.030 Uiso 1 1 calc R U . . .
C8 C 0.29810(14) -0.0838(4) 0.17978(10) 0.0245(5) Uani 1 1 d . . . . .
C9 C 0.18286(14) 0.0996(5) 0.13077(10) 0.0241(5) Uani 1 1 d . . . . .
C10 C 0.16842(17) -0.0958(5) 0.09386(12) 0.0350(6) Uani 1 1 d . . . . .
H10 H 0.2054 -0.2248 0.0883 0.042 Uiso 1 1 calc R U . . .
C11 C 0.09740(19) -0.0936(6) 0.06549(13) 0.0418(7) Uani 1 1 d . . . . .
H11 H 0.0852 -0.2249 0.0410 0.050 Uiso 1 1 calc R U . . .
C12 C 0.04534(17) 0.1022(6) 0.07361(13) 0.0418(7) Uani 1 1 d . . . . .
H12 H -0.0018 0.1016 0.0537 0.050 Uiso 1 1 calc R U . . .
N13 N 0.05820(13) 0.2948(5) 0.10859(11) 0.0456(6) Uani 1 1 d . . . . .
C14 C 0.12634(15) 0.2888(5) 0.13650(11) 0.0352(6) Uani 1 1 d . . . . .
H14 H 0.1364 0.4202 0.1614 0.042 Uiso 1 1 calc R U . . .
C15 C 0.84714(14) 0.1192(5) 0.34822(9) 0.0228(5) Uani 1 1 d . . . . .
C16 C 0.92152(14) 0.0605(4) 0.38052(9) 0.0211(5) Uani 1 1 d . . . . .
C17 C 0.96617(14) -0.1581(5) 0.36854(9) 0.0241(5) Uani 1 1 d . . . . .
H17 H 0.9484 -0.2727 0.3420 0.029 Uiso 1 1 calc R U . . .
C18 C 1.03650(13) -0.2051(5) 0.39587(9) 0.0233(5) Uani 1 1 d . . . . .
H18 H 1.0654 -0.3527 0.3880 0.028 Uiso 1 1 calc R U . . .
C19 C 1.06459(14) -0.0343(4) 0.43509(9) 0.0201(5) Uani 1 1 d . . . . .
C20 C 1.01932(13) 0.1817(5) 0.44733(9) 0.0247(5) Uani 1 1 d . . . . .
H20 H 1.0370 0.2965 0.4738 0.030 Uiso 1 1 calc R U . . .
C21 C 0.94854(13) 0.2269(5) 0.42048(9) 0.0234(5) Uani 1 1 d . . . . .
H21 H 0.9187 0.3708 0.4294 0.028 Uiso 1 1 calc R U . . .
C22 C 1.13975(14) -0.0989(4) 0.46485(9) 0.0211(5) Uani 1 1 d . . . . .
C23 C 1.24380(14) 0.0897(4) 0.52378(10) 0.0216(5) Uani 1 1 d . . . . .
C24 C 1.30584(16) -0.0794(5) 0.51796(11) 0.0324(6) Uani 1 1 d . . . . .
H24 H 1.3066 -0.1950 0.4896 0.039 Uiso 1 1 calc R U . . .
C25 C 1.36706(17) -0.0702(6) 0.55612(12) 0.0372(7) Uani 1 1 d . . . . .
H25 H 1.4104 -0.1780 0.5531 0.045 Uiso 1 1 calc R U . . .
C26 C 1.36352(15) 0.0984(5) 0.59836(10) 0.0288(5) Uani 1 1 d . . . . .
H26 H 1.4052 0.1037 0.6233 0.035 Uiso 1 1 calc R U . . .
N4 N 1.30231(11) 0.2546(4) 0.60472(8) 0.0255(4) Uani 1 1 d . . . . .
C28 C 1.24374(13) 0.2506(5) 0.56755(9) 0.0236(5) Uani 1 1 d . . . . .
H28 H 1.2013 0.3612 0.5714 0.028 Uiso 1 1 calc R U . . .
N1 N 0.25334(12) 0.1197(4) 0.16235(9) 0.0271(5) Uani 1 1 d D . . . .
N2 N 1.17919(12) 0.1076(4) 0.48662(8) 0.0232(4) Uani 1 1 d D . . . .
O1 O 0.59446(11) 0.3955(4) 0.31516(8) 0.0376(5) Uani 1 1 d . . . . .
O2 O 0.65108(11) 0.0538(4) 0.27887(8) 0.0358(4) Uani 1 1 d . . . . .
O3 O 0.28203(11) -0.3120(4) 0.16924(9) 0.0416(5) Uani 1 1 d . . . . .
O4 O 0.80875(11) 0.3144(4) 0.36292(7) 0.0369(4) Uani 1 1 d . . . . .
O5 O 0.82900(11) -0.0220(4) 0.30943(8) 0.0343(4) Uani 1 1 d . . . . .
O6 O 1.16292(11) -0.3253(3) 0.46970(8) 0.0338(4) Uani 1 1 d . . . . .
Pb1 Pb 0.72305(2) 0.55945(2) 0.30474(2) 0.02414(4) Uani 1 1 d . . . . .
H1N H 0.2689(16) 0.276(4) 0.1699(12) 0.036 Uiso 1 1 d D U . . .
H2N H 1.1635(16) 0.271(4) 0.4818(11) 0.036 Uiso 1 1 d D U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O2 1.254(3) . ?
C1 O1 1.265(3) . ?
C1 C2 1.507(3) . ?
C2 C3 1.390(3) . ?
C2 C7 1.393(3) . ?
C3 C4 1.381(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.397(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.392(3) . ?
C5 C8 1.495(3) . ?
C6 C7 1.380(3) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 O3 1.226(3) . ?
C8 N1 1.353(3) . ?
C9 C10 1.381(4) . ?
C9 C14 1.381(4) . ?
C9 N1 1.417(3) . ?
C10 C11 1.381(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.363(4) . ?
C11 H11 0.9300 . ?
C12 N13 1.334(4) . ?
C12 H12 0.9300 . ?
N13 C14 1.334(3) . ?
C14 H14 0.9300 . ?
C15 O5 1.244(3) . ?
C15 O4 1.261(3) . ?
C15 C16 1.509(3) . ?
C16 C21 1.382(3) . ?
C16 C17 1.396(3) . ?
C17 C18 1.380(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.389(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.393(3) . ?
C19 C22 1.495(3) . ?
C20 C21 1.379(3) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 O6 1.228(3) . ?
C22 N2 1.355(3) . ?
C23 C28 1.379(3) . ?
C23 C24 1.383(3) . ?
C23 N2 1.418(3) . ?
C24 C25 1.390(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.376(4) . ?
C25 H25 0.9300 . ?
C26 N4 1.333(3) . ?
C26 H26 0.9300 . ?
N4 C28 1.340(3) . ?
N4 Pb1 2.534(2) 3_766 ?
C28 H28 0.9300 . ?
N1 H1N 0.863(18) . ?
N2 H2N 0.883(18) . ?
O1 Pb1 2.3821(19) . ?
O4 Pb1 2.3817(17) . ?
Pb1 N4 2.534(2) 3_766 ?

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
O2 C1 O1 123.4(2) . . ?
O2 C1 C2 119.5(2) . . ?
O1 C1 C2 117.0(2) . . ?
C3 C2 C7 119.3(2) . . ?
C3 C2 C1 120.0(2) . . ?
C7 C2 C1 120.5(2) . . ?
C4 C3 C2 120.7(2) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 120.0(2) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 119.1(2) . . ?
C6 C5 C8 117.1(2) . . ?
C4 C5 C8 123.8(2) . . ?
C7 C6 C5 120.7(2) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C6 C7 C2 120.1(2) . . ?
C6 C7 H7 120.0 . . ?
C2 C7 H7 120.0 . . ?
O3 C8 N1 123.0(2) . . ?
O3 C8 C5 121.1(2) . . ?
N1 C8 C5 115.9(2) . . ?
C10 C9 C14 118.3(2) . . ?
C10 C9 N1 123.5(2) . . ?
C14 C9 N1 118.1(2) . . ?
C9 C10 C11 118.0(3) . . ?
C9 C10 H10 121.0 . . ?
C11 C10 H10 121.0 . . ?
C12 C11 C10 119.6(3) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
N13 C12 C11 123.6(3) . . ?
N13 C12 H12 118.2 . . ?
C11 C12 H12 118.2 . . ?
C14 N13 C12 116.4(3) . . ?
N13 C14 C9 124.0(3) . . ?
N13 C14 H14 118.0 . . ?
C9 C14 H14 118.0 . . ?
O5 C15 O4 125.3(2) . . ?
O5 C15 C16 118.8(2) . . ?
O4 C15 C16 115.9(2) . . ?
C21 C16 C17 119.0(2) . . ?
C21 C16 C15 121.1(2) . . ?
C17 C16 C15 119.9(2) . . ?
C18 C17 C16 120.3(2) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C17 C18 C19 120.7(2) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 H18 119.6 . . ?
C18 C19 C20 118.7(2) . . ?
C18 C19 C22 118.6(2) . . ?
C20 C19 C22 122.6(2) . . ?
C21 C20 C19 120.6(2) . . ?
C21 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C20 C21 C16 120.7(2) . . ?
C20 C21 H21 119.6 . . ?
C16 C21 H21 119.6 . . ?
O6 C22 N2 122.8(2) . . ?
O6 C22 C19 121.6(2) . . ?
N2 C22 C19 115.55(19) . . ?
C28 C23 C24 119.3(2) . . ?
C28 C23 N2 117.5(2) . . ?
C24 C23 N2 123.2(2) . . ?
C23 C24 C25 117.5(2) . . ?
C23 C24 H24 121.2 . . ?
C25 C24 H24 121.2 . . ?
C26 C25 C24 119.9(3) . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
N4 C26 C25 122.2(2) . . ?
N4 C26 H26 118.9 . . ?
C25 C26 H26 118.9 . . ?
C26 N4 C28 118.2(2) . . ?
C26 N4 Pb1 120.25(16) . 3_766 ?
C28 N4 Pb1 118.87(16) . 3_766 ?
N4 C28 C23 122.8(2) . . ?
N4 C28 H28 118.6 . . ?
C23 C28 H28 118.6 . . ?
C8 N1 C9 125.5(2) . . ?
C8 N1 H1N 119(2) . . ?
C9 N1 H1N 116(2) . . ?
C22 N2 C23 125.1(2) . . ?
C22 N2 H2N 122.5(19) . . ?
C23 N2 H2N 112.0(19) . . ?
C1 O1 Pb1 104.39(16) . . ?
C15 O4 Pb1 123.31(16) . . ?
O4 Pb1 O1 106.94(7) . . ?
O4 Pb1 N4 76.58(6) . 3_766 ?
O1 Pb1 N4 80.35(6) . 3_766 ?

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
O2 C1 C2 C3 -173.7(2) . . . . ?
O1 C1 C2 C3 3.8(3) . . . . ?
O2 C1 C2 C7 0.6(3) . . . . ?
O1 C1 C2 C7 178.2(2) . . . . ?
C7 C2 C3 C4 -3.5(4) . . . . ?
C1 C2 C3 C4 170.9(2) . . . . ?
C2 C3 C4 C5 1.5(4) . . . . ?
C3 C4 C5 C6 1.3(4) . . . . ?
C3 C4 C5 C8 -177.5(2) . . . . ?
C4 C5 C6 C7 -2.2(4) . . . . ?
C8 C5 C6 C7 176.8(2) . . . . ?
C5 C6 C7 C2 0.2(4) . . . . ?
C3 C2 C7 C6 2.6(4) . . . . ?
C1 C2 C7 C6 -171.7(2) . . . . ?
C6 C5 C8 O3 30.5(4) . . . . ?
C4 C5 C8 O3 -150.6(3) . . . . ?
C6 C5 C8 N1 -148.0(2) . . . . ?
C4 C5 C8 N1 30.9(4) . . . . ?
C14 C9 C10 C11 -1.3(4) . . . . ?
N1 C9 C10 C11 -179.9(3) . . . . ?
C9 C10 C11 C12 1.8(5) . . . . ?
C10 C11 C12 N13 -1.1(5) . . . . ?
C11 C12 N13 C14 -0.1(5) . . . . ?
C12 N13 C14 C9 0.6(5) . . . . ?
C10 C9 C14 N13 0.2(4) . . . . ?
N1 C9 C14 N13 178.8(3) . . . . ?
O5 C15 C16 C21 173.1(2) . . . . ?
O4 C15 C16 C21 -5.7(3) . . . . ?
O5 C15 C16 C17 -3.8(3) . . . . ?
O4 C15 C16 C17 177.4(2) . . . . ?
C21 C16 C17 C18 -0.7(4) . . . . ?
C15 C16 C17 C18 176.3(2) . . . . ?
C16 C17 C18 C19 -1.0(4) . . . . ?
C17 C18 C19 C20 1.7(4) . . . . ?
C17 C18 C19 C22 177.9(2) . . . . ?
C18 C19 C20 C21 -0.9(4) . . . . ?
C22 C19 C20 C21 -176.9(2) . . . . ?
C19 C20 C21 C16 -0.8(4) . . . . ?
C17 C16 C21 C20 1.5(4) . . . . ?
C15 C16 C21 C20 -175.4(2) . . . . ?
C18 C19 C22 O6 -25.6(4) . . . . ?
C20 C19 C22 O6 150.4(3) . . . . ?
C18 C19 C22 N2 155.6(2) . . . . ?
C20 C19 C22 N2 -28.4(3) . . . . ?
C28 C23 C24 C25 -2.5(4) . . . . ?
N2 C23 C24 C25 177.4(3) . . . . ?
C23 C24 C25 C26 1.5(4) . . . . ?
C24 C25 C26 N4 0.8(4) . . . . ?
C25 C26 N4 C28 -2.0(4) . . . . ?
C25 C26 N4 Pb1 159.1(2) . . . 3_766 ?
C26 N4 C28 C23 1.0(4) . . . . ?
Pb1 N4 C28 C23 -160.38(18) 3_766 . . . ?
C24 C23 C28 N4 1.2(4) . . . . ?
N2 C23 C28 N4 -178.6(2) . . . . ?
O3 C8 N1 C9 0.7(5) . . . . ?
C5 C8 N1 C9 179.1(2) . . . . ?
C10 C9 N1 C8 -31.8(4) . . . . ?
C14 C9 N1 C8 149.6(3) . . . . ?
O6 C22 N2 C23 -10.4(4) . . . . ?
C19 C22 N2 C23 168.5(2) . . . . ?
C28 C23 N2 C22 -134.2(3) . . . . ?
C24 C23 N2 C22 46.0(4) . . . . ?
O2 C1 O1 Pb1 25.5(3) . . . . ?
C2 C1 O1 Pb1 -151.92(17) . . . . ?
O5 C15 O4 Pb1 -24.6(4) . . . . ?
C16 C15 O4 Pb1 154.20(16) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C10 H10 O3 0.93 2.42 2.876(3) 110.4 .
C28 H28 O4 0.93 2.36 2.999(3) 125.9 3_766
N1 H1N O3 0.863(18) 2.117(19) 2.951(3) 162(3) 1_565
N2 H2N O6 0.883(18) 2.089(19) 2.943(3) 163(3) 1_565

_refine_diff_density_max         0.381
_refine_diff_density_min         -1.014
_refine_diff_density_rms         0.073

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

data_2
_database_code_depnum_ccdc_archive 'CCDC 2010626'
loop_
_audit_author_name
_audit_author_address
'M Fatima C Guedes da Silva'
;CQE, IST, Lisboa
Portugal
;
_audit_update_record             
;
2020-06-18 deposited with the CCDC.	2020-08-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H22 Cd N4 O8'
_chemical_formula_weight         630.87

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'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.7745(5)
_cell_length_b                   8.7385(6)
_cell_length_c                   10.6928(7)
_cell_angle_alpha                105.022(2)
_cell_angle_beta                 95.322(3)
_cell_angle_gamma                116.297(2)
_cell_volume                     610.66(7)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5840
_cell_measurement_theta_min      2.76
_cell_measurement_theta_max      25.39

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.716
_exptl_crystal_F_000             318
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.190
_exptl_absorpt_coefficient_mu    0.955
_shelx_estimated_absorpt_T_min   0.776
_shelx_estimated_absorpt_T_max   0.839
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7
_exptl_absorpt_correction_T_max  0.8
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6142
_diffrn_reflns_av_unetI/netI     0.0121
_diffrn_reflns_av_R_equivalents  0.0106
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.761
_diffrn_reflns_theta_max         25.384
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measured_fraction_theta_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_point_group_measured_fraction_full 0.978
_reflns_number_total             2200
_reflns_number_gt                2187
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR97 (Giacovazzo et al, 1999)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Mercury CSD 3.5.1, 2008'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0226P)²+0.3131P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2200
_refine_ls_number_parameters     187
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0167
_refine_ls_R_factor_gt           0.0166
_refine_ls_wR_factor_ref         0.0444
_refine_ls_wR_factor_gt          0.0443
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_restrained_S_all      1.109
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 1.0000 0.0000 0.0000 0.02179(7) Uani 1 2 d S . P . .
O1 O 0.9783(2) 0.19734(18) 0.17809(12) 0.0318(3) Uani 1 1 d . . . . .
O2 O 1.24477(19) 0.28603(19) 0.33622(13) 0.0372(3) Uani 1 1 d . . . . .
O4 O 1.29256(19) 0.05995(19) 0.13554(14) 0.0342(3) Uani 1 1 d . . . . .
O3 O 0.6132(2) 0.1687(2) 0.77540(14) 0.0393(3) Uani 1 1 d . . . . .
N2 N 0.17792(19) 0.23546(19) 0.92421(13) 0.0225(3) Uani 1 1 d . . . . .
N1 N 0.5174(2) 0.3457(2) 0.70314(15) 0.0265(3) Uani 1 1 d . . . . .
C10 C 0.3840(2) 0.5162(2) 0.83262(18) 0.0271(3) Uani 1 1 d . . . . .
H10 H 0.4530 0.6110 0.8017 0.032 Uiso 1 1 calc R U . . .
C11 C 0.2660(3) 0.5307(2) 0.91857(18) 0.0300(4) Uani 1 1 d . . . . .
H11 H 0.2539 0.6347 0.9459 0.036 Uiso 1 1 calc R U . . .
C9 C 0.3989(2) 0.3599(2) 0.79283(15) 0.0208(3) Uani 1 1 d . . . . .
C13 C 0.2917(2) 0.2206(2) 0.84044(16) 0.0219(3) Uani 1 1 d . . . . .
H13 H 0.2994 0.1142 0.8133 0.026 Uiso 1 1 calc R U . . .
C12 C 0.1664(2) 0.3884(2) 0.96333(17) 0.0267(3) Uani 1 1 d . . . . .
H12 H 0.0887 0.3990 1.0226 0.032 Uiso 1 1 calc R U . . .
C1 C 1.0681(2) 0.2450(2) 0.29756(16) 0.0247(3) Uani 1 1 d . . . . .
C8 C 0.6154(2) 0.2494(2) 0.69747(16) 0.0228(3) Uani 1 1 d . . . . .
C2 C 0.9492(2) 0.2490(2) 0.40097(15) 0.0222(3) Uani 1 1 d . . . . .
C5 C 0.7289(2) 0.2508(2) 0.59173(15) 0.0222(3) Uani 1 1 d . . . . .
C3 C 1.0005(3) 0.2237(3) 0.51899(17) 0.0317(4) Uani 1 1 d . . . . .
H3 H 1.1106 0.2086 0.5353 0.038 Uiso 1 1 calc R U . . .
C4 C 0.8885(3) 0.2211(3) 0.61216(17) 0.0322(4) Uani 1 1 d . . . . .
H4 H 0.9205 0.1992 0.6893 0.039 Uiso 1 1 calc R U . . .
C6 C 0.6767(3) 0.2755(3) 0.47373(17) 0.0295(4) Uani 1 1 d . . . . .
H6 H 0.5695 0.2952 0.4588 0.035 Uiso 1 1 calc R U . . .
C7 C 0.7852(3) 0.2708(3) 0.37829(17) 0.0308(4) Uani 1 1 d . . . . .
H7 H 0.7468 0.2825 0.2978 0.037 Uiso 1 1 calc R U . . .
H4A H 1.289(4) 0.132(3) 0.215(3) 0.046 Uiso 1 1 d . U . . .
H4B H 1.320(4) -0.012(3) 0.154(2) 0.046 Uiso 1 1 d . U . . .
H1N H 0.554(4) 0.422(3) 0.665(2) 0.046 Uiso 1 1 d . 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
Cd1 O1 2.2899(12) 2_755 ?
Cd1 O1 2.2900(12) . ?
Cd1 N2 2.3139(13) 2_656 ?
Cd1 N2 2.3139(13) 1_654 ?
Cd1 O4 2.3425(13) 2_755 ?
Cd1 O4 2.3425(13) . ?
O1 C1 1.262(2) . ?
O2 C1 1.252(2) . ?
O4 H4A 0.93(3) . ?
O4 H4B 0.81(3) . ?
O3 C8 1.220(2) . ?
N2 C13 1.338(2) . ?
N2 C12 1.339(2) . ?
N2 Cd1 2.3139(13) 1_456 ?
N1 C8 1.358(2) . ?
N1 C9 1.410(2) . ?
N1 H1N 0.82(3) . ?
C10 C11 1.379(2) . ?
C10 C9 1.382(2) . ?
C10 H10 0.9300 . ?
C11 C12 1.378(2) . ?
C11 H11 0.9300 . ?
C9 C13 1.391(2) . ?
C13 H13 0.9300 . ?
C12 H12 0.9300 . ?
C1 C2 1.509(2) . ?
C8 C5 1.497(2) . ?
C2 C7 1.379(2) . ?
C2 C3 1.389(2) . ?
C5 C4 1.385(2) . ?
C5 C6 1.389(2) . ?
C3 C4 1.381(2) . ?
C3 H3 0.9300 . ?
C4 H4 0.9300 . ?
C6 C7 1.387(2) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?

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 Cd1 O1 180.0 2_755 . ?
O1 Cd1 N2 90.45(5) 2_755 2_656 ?
O1 Cd1 N2 89.55(5) . 2_656 ?
O1 Cd1 N2 89.55(5) 2_755 1_654 ?
O1 Cd1 N2 90.45(5) . 1_654 ?
N2 Cd1 N2 180.00(8) 2_656 1_654 ?
O1 Cd1 O4 86.84(5) 2_755 2_755 ?
O1 Cd1 O4 93.16(5) . 2_755 ?
N2 Cd1 O4 90.24(5) 2_656 2_755 ?
N2 Cd1 O4 89.76(5) 1_654 2_755 ?
O1 Cd1 O4 93.16(5) 2_755 . ?
O1 Cd1 O4 86.84(5) . . ?
N2 Cd1 O4 89.76(5) 2_656 . ?
N2 Cd1 O4 90.24(5) 1_654 . ?
O4 Cd1 O4 180.00(7) 2_755 . ?
C1 O1 Cd1 124.82(11) . . ?
Cd1 O4 H4A 99.0(15) . . ?
Cd1 O4 H4B 127.8(17) . . ?
H4A O4 H4B 107(2) . . ?
C13 N2 C12 119.21(14) . . ?
C13 N2 Cd1 120.83(11) . 1_456 ?
C12 N2 Cd1 119.95(10) . 1_456 ?
C8 N1 C9 125.50(14) . . ?
C8 N1 H1N 115.6(17) . . ?
C9 N1 H1N 116.8(17) . . ?
C11 C10 C9 119.49(15) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
C12 C11 C10 118.95(16) . . ?
C12 C11 H11 120.5 . . ?
C10 C11 H11 120.5 . . ?
C10 C9 C13 118.45(14) . . ?
C10 C9 N1 118.89(14) . . ?
C13 C9 N1 122.64(14) . . ?
N2 C13 C9 121.83(15) . . ?
N2 C13 H13 119.1 . . ?
C9 C13 H13 119.1 . . ?
N2 C12 C11 122.06(15) . . ?
N2 C12 H12 119.0 . . ?
C11 C12 H12 119.0 . . ?
O2 C1 O1 125.58(15) . . ?
O2 C1 C2 117.99(15) . . ?
O1 C1 C2 116.43(15) . . ?
O3 C8 N1 121.83(14) . . ?
O3 C8 C5 122.05(15) . . ?
N1 C8 C5 116.11(14) . . ?
C7 C2 C3 119.16(15) . . ?
C7 C2 C1 121.02(14) . . ?
C3 C2 C1 119.78(15) . . ?
C4 C5 C6 119.44(15) . . ?
C4 C5 C8 118.06(14) . . ?
C6 C5 C8 122.48(15) . . ?
C4 C3 C2 120.12(16) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C5 120.60(15) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C7 C6 C5 119.60(15) . . ?
C7 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
C2 C7 C6 120.98(15) . . ?
C2 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O4 H4A O2 0.93(3) 1.79(3) 2.6919(19) 164(2) .
O4 H4B O3 0.81(3) 1.95(3) 2.7546(19) 171(2) 2_756
N1 H1N O2 0.82(3) 2.34(3) 3.086(2) 152(2) 2_766

_refine_diff_density_max         0.276
_refine_diff_density_min         -0.273
_refine_diff_density_rms         0.046

_shelxl_version_number           2014/6

