# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 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 2025046'
loop_
_audit_author_name
_audit_author_address
'Guozan Yuan'
;Anhui University of Technology
China
;
_audit_update_record             
;
2020-08-24 deposited with the CCDC.	2020-09-22 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H14 N O8 Zn'
_chemical_formula_weight         533.75

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           78
_space_group_name_H-M_alt        'P 43'
_space_group_name_Hall           'P 4cw'

_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'
'-y, x, z+3/4'
'-x, -y, z+1/2'
'y, -x, z+1/4'

_cell_length_a                   16.32840(10)
_cell_length_b                   16.32840(10)
_cell_length_c                   10.98880(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2929.80(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    31206
_cell_measurement_theta_min      2.706
_cell_measurement_theta_max      76.785

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.210
_exptl_crystal_F_000             1084
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    1.535
_shelx_estimated_absorpt_T_min   0.739
_shelx_estimated_absorpt_T_max   0.770
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            40497
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_av_R_equivalents  0.0540
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.706
_diffrn_reflns_theta_max         76.785
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.900
_diffrn_reflns_point_group_measured_fraction_full 0.919
_reflns_number_total             5570
_reflns_number_gt                5446
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.723
_reflns_Friedel_fraction_max     0.798
_reflns_Friedel_fraction_full    0.828

_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 FRAMBO'
_computing_cell_refinement       'Bruker FRAMBO'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.1600P)²+2.5741P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2219 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -1.48(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5570
_refine_ls_number_parameters     300
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0754
_refine_ls_R_factor_gt           0.0736
_refine_ls_wR_factor_ref         0.2024
_refine_ls_wR_factor_gt          0.1989
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.001
_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
Zn1 Zn 0.28560(4) 0.91950(3) 0.81194(10) 0.0167(2) Uani 1 1 d . . . . .
O1 O 0.2735(4) 0.9206(4) 0.6098(9) 0.0554(17) Uani 1 1 d . . . . .
N1 N 0.4169(5) 0.9124(4) 0.7377(7) 0.0505(16) Uani 1 1 d . . . . .
C1 C 0.4793(7) 0.9183(7) 0.9382(11) 0.067(3) Uani 1 1 d . . . . .
H1A H 0.534238 0.918229 0.974002 0.101 Uiso 1 1 calc R U . . .
H1B H 0.450915 0.969041 0.960612 0.101 Uiso 1 1 calc R U . . .
H1C H 0.448310 0.871221 0.968769 0.101 Uiso 1 1 calc R U . . .
O2 O 0.0235(5) 0.8243(6) 0.0721(9) 0.079(2) Uani 1 1 d . . . . .
C2 C 0.4860(6) 0.9130(5) 0.8004(10) 0.0559(19) Uani 1 1 d . . . . .
O3 O 0.0118(5) 0.7270(5) 0.2138(9) 0.072(2) Uani 1 1 d . . . . .
C3 C 0.5610(7) 0.9067(7) 0.7403(11) 0.064(2) Uani 1 1 d . . . . .
H3A H 0.610600 0.912860 0.784493 0.076 Uiso 1 1 calc R U . . .
O4 O 0.8118(4) 0.8053(5) 0.0888(9) 0.074(2) Uani 1 1 d . . . . .
C4 C 0.5631(6) 0.8919(7) 0.6202(10) 0.060(2) Uani 1 1 d . . . . .
H4A H 0.614521 0.885841 0.580723 0.073 Uiso 1 1 calc R U . . .
O5 O 0.8074(4) 0.6917(5) 0.1916(8) 0.0688(19) Uani 1 1 d . . . . .
C5 C 0.4918(5) 0.8854(5) 0.5529(11) 0.0546(19) Uani 1 1 d . . . . .
O6 O 0.334(3) 0.609(3) 0.491(5) 0.36(2) Uiso 1 1 d D . . . .
C6 C 0.4176(6) 0.9007(5) 0.6129(8) 0.0485(18) Uani 1 1 d . . . . .
O7 O 0.1532(13) 1.0300(13) 0.549(2) 0.179(7) Uiso 1 1 d D . . . .
C7 C 0.3398(5) 0.9041(5) 0.5513(9) 0.0510(18) Uani 1 1 d . . . . .
C8 C 0.3407(5) 0.8842(5) 0.4287(9) 0.0504(18) Uani 1 1 d . . . . .
C9 C 0.4146(6) 0.8674(6) 0.3673(9) 0.0533(19) Uani 1 1 d . . . . .
H9A H 0.412210 0.855163 0.282829 0.064 Uiso 1 1 calc R U . . .
C10 C 0.4886(6) 0.8678(6) 0.4217(9) 0.053(2) Uani 1 1 d . . . . .
C11 C 0.2606(5) 0.8691(6) 0.3625(9) 0.051(2) Uani 1 1 d . . . . .
C12 C 0.2017(6) 0.8213(7) 0.4187(10) 0.060(2) Uani 1 1 d . . . . .
H12A H 0.209694 0.803966 0.500369 0.072 Uiso 1 1 calc R U . . .
C13 C 0.1303(6) 0.7982(7) 0.3565(10) 0.062(2) Uani 1 1 d . . . . .
H13A H 0.089938 0.765522 0.395449 0.075 Uiso 1 1 calc R U . . .
C14 C 0.1194(6) 0.8243(7) 0.2355(10) 0.061(2) Uani 1 1 d . . . . .
C15 C 0.1752(6) 0.8745(6) 0.1838(10) 0.055(2) Uani 1 1 d . . . . .
H15A H 0.164838 0.896069 0.104982 0.066 Uiso 1 1 calc R U . . .
C16 C 0.2495(6) 0.8960(6) 0.2446(10) 0.056(2) Uani 1 1 d . . . . .
H16A H 0.290099 0.927977 0.204940 0.067 Uiso 1 1 calc R U . . .
C17 C 0.0463(6) 0.7897(6) 0.1705(9) 0.056(2) Uani 1 1 d . . . . .
C18 C 0.5636(6) 0.8439(6) 0.3589(10) 0.054(2) Uani 1 1 d . . . . .
C19 C 0.6124(7) 0.7793(7) 0.4032(12) 0.068(3) Uani 1 1 d . . . . .
H19A H 0.597978 0.753958 0.477931 0.082 Uiso 1 1 calc R U . . .
C20 C 0.6810(6) 0.7516(7) 0.3408(10) 0.062(2) Uani 1 1 d . . . . .
H20A H 0.712809 0.707726 0.372216 0.075 Uiso 1 1 calc R U . . .
C21 C 0.7025(6) 0.7890(7) 0.2321(11) 0.064(2) Uani 1 1 d . . . . .
C22 C 0.6538(6) 0.8529(6) 0.1858(10) 0.056(2) Uani 1 1 d . . . . .
H22A H 0.669413 0.878667 0.111828 0.067 Uiso 1 1 calc R U . . .
C23 C 0.5856(6) 0.8785(6) 0.2436(11) 0.056(2) Uani 1 1 d . . . . .
H23A H 0.552072 0.919548 0.207875 0.068 Uiso 1 1 calc R U . . .
C24 C 0.7787(6) 0.7607(6) 0.1668(11) 0.060(2) Uani 1 1 d . . . . .
C25 C 0.284(3) 0.602(3) 0.602(5) 0.26(2) Uiso 1 1 d D . . . .
C26 C 0.080(3) 1.079(4) 0.571(9) 0.38(4) Uiso 1 1 d D . . . .
O8 O 0.666(3) 0.563(2) 0.194(5) 0.315(17) 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
Zn1 O1 2.231(9) . ?
Zn1 O3 2.259(8) 2_665 ?
Zn1 N1 2.297(7) . ?
Zn1 O4 2.321(7) 2_655 ?
Zn1 O5 2.349(8) 2_655 ?
Zn1 O2 2.473(8) 2_665 ?
O1 C7 1.287(12) . ?
N1 C2 1.322(13) . ?
N1 C6 1.384(12) . ?
C1 C2 1.521(17) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
O2 C17 1.276(14) . ?
C2 C3 1.394(15) . ?
O3 C17 1.262(13) . ?
C3 C4 1.342(16) . ?
C3 H3A 0.9500 . ?
O4 C24 1.248(14) . ?
C4 C5 1.384(14) . ?
C4 H4A 0.9500 . ?
O5 C24 1.250(13) . ?
C5 C6 1.402(13) . ?
C5 C10 1.470(15) . ?
O6 C25 1.47(3) . ?
C6 C7 1.440(13) . ?
O7 C26 1.47(3) . ?
C7 C8 1.387(14) . ?
C8 C9 1.410(13) . ?
C8 C11 1.516(12) . ?
C9 C10 1.348(14) . ?
C9 H9A 0.9500 . ?
C10 C18 1.459(13) . ?
C11 C16 1.380(14) . ?
C11 C12 1.384(14) . ?
C12 C13 1.403(14) . ?
C12 H12A 0.9500 . ?
C13 C14 1.407(16) . ?
C13 H13A 0.9500 . ?
C14 C15 1.352(15) . ?
C14 C17 1.501(14) . ?
C15 C16 1.428(14) . ?
C15 H15A 0.9500 . ?
C16 H16A 0.9500 . ?
C18 C19 1.408(15) . ?
C18 C23 1.433(15) . ?
C19 C20 1.389(16) . ?
C19 H19A 0.9500 . ?
C20 C21 1.385(16) . ?
C20 H20A 0.9500 . ?
C21 C22 1.408(15) . ?
C21 C24 1.509(16) . ?
C22 C23 1.349(14) . ?
C22 H22A 0.9500 . ?
C23 H23A 0.9500 . ?

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 Zn1 O3 136.3(3) . 2_665 ?
O1 Zn1 N1 74.3(3) . . ?
O3 Zn1 N1 112.4(3) 2_665 . ?
O1 Zn1 O4 94.4(3) . 2_655 ?
O3 Zn1 O4 110.7(3) 2_665 2_655 ?
N1 Zn1 O4 127.2(3) . 2_655 ?
O1 Zn1 O5 128.6(3) . 2_655 ?
O3 Zn1 O5 94.9(3) 2_665 2_655 ?
N1 Zn1 O5 91.7(3) . 2_655 ?
O4 Zn1 O5 55.5(3) 2_655 2_655 ?
O1 Zn1 O2 88.6(3) . 2_665 ?
O3 Zn1 O2 56.1(3) 2_665 2_665 ?
N1 Zn1 O2 136.7(3) . 2_665 ?
O4 Zn1 O2 92.9(3) 2_655 2_665 ?
O5 Zn1 O2 128.5(3) 2_655 2_665 ?
C7 O1 Zn1 114.9(6) . . ?
C2 N1 C6 120.7(8) . . ?
C2 N1 Zn1 127.7(7) . . ?
C6 N1 Zn1 111.5(6) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C17 O2 Zn1 85.3(6) . 4_464 ?
N1 C2 C3 120.2(10) . . ?
N1 C2 C1 117.2(9) . . ?
C3 C2 C1 122.6(10) . . ?
C17 O3 Zn1 95.3(7) . 4_464 ?
C4 C3 C2 120.1(10) . . ?
C4 C3 H3A 119.9 . . ?
C2 C3 H3A 119.9 . . ?
C24 O4 Zn1 92.4(7) . 4_564 ?
C3 C4 C5 121.2(11) . . ?
C3 C4 H4A 119.4 . . ?
C5 C4 H4A 119.4 . . ?
C24 O5 Zn1 91.0(7) . 4_564 ?
C4 C5 C6 117.5(10) . . ?
C4 C5 C10 124.7(9) . . ?
C6 C5 C10 117.8(9) . . ?
N1 C6 C5 119.9(9) . . ?
N1 C6 C7 116.9(8) . . ?
C5 C6 C7 123.2(9) . . ?
O1 C7 C8 122.9(9) . . ?
O1 C7 C6 121.0(9) . . ?
C8 C7 C6 116.0(8) . . ?
C7 C8 C9 121.3(9) . . ?
C7 C8 C11 119.7(8) . . ?
C9 C8 C11 118.5(9) . . ?
C10 C9 C8 123.6(10) . . ?
C10 C9 H9A 118.2 . . ?
C8 C9 H9A 118.2 . . ?
C9 C10 C18 122.7(9) . . ?
C9 C10 C5 117.9(9) . . ?
C18 C10 C5 119.1(8) . . ?
C16 C11 C12 120.5(9) . . ?
C16 C11 C8 120.8(9) . . ?
C12 C11 C8 118.5(9) . . ?
C11 C12 C13 120.8(10) . . ?
C11 C12 H12A 119.6 . . ?
C13 C12 H12A 119.6 . . ?
C12 C13 C14 119.0(10) . . ?
C12 C13 H13A 120.5 . . ?
C14 C13 H13A 120.5 . . ?
C15 C14 C13 119.7(10) . . ?
C15 C14 C17 124.4(10) . . ?
C13 C14 C17 115.9(10) . . ?
C14 C15 C16 121.7(10) . . ?
C14 C15 H15A 119.2 . . ?
C16 C15 H15A 119.2 . . ?
C11 C16 C15 118.2(9) . . ?
C11 C16 H16A 120.9 . . ?
C15 C16 H16A 120.9 . . ?
O3 C17 O2 123.3(9) . . ?
O3 C17 C14 118.7(10) . . ?
O2 C17 C14 118.0(10) . . ?
C19 C18 C23 117.3(9) . . ?
C19 C18 C10 120.8(10) . . ?
C23 C18 C10 121.5(9) . . ?
C20 C19 C18 122.0(10) . . ?
C20 C19 H19A 119.0 . . ?
C18 C19 H19A 119.0 . . ?
C21 C20 C19 119.1(10) . . ?
C21 C20 H20A 120.5 . . ?
C19 C20 H20A 120.5 . . ?
C20 C21 C22 119.7(10) . . ?
C20 C21 C24 119.0(10) . . ?
C22 C21 C24 121.3(11) . . ?
C23 C22 C21 121.7(11) . . ?
C23 C22 H22A 119.1 . . ?
C21 C22 H22A 119.1 . . ?
C22 C23 C18 120.1(9) . . ?
C22 C23 H23A 120.0 . . ?
C18 C23 H23A 120.0 . . ?
O4 C24 O5 121.0(10) . . ?
O4 C24 C21 120.3(9) . . ?
O5 C24 C21 118.7(10) . . ?

_refine_diff_density_max         1.022
_refine_diff_density_min         -0.769
_refine_diff_density_rms         0.161



# SQUEEZE RESULTS (Version = 180518)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.500 0.016 454 139 ' '
2 0.905 0.250 0.117 8 3 ' '
3 0.250 0.095 0.367 8 3 ' '
4 0.095 0.750 0.617 8 3 ' '
5 0.750 0.905 0.867 8 3 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?
