# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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. 
# 
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data_1
_database_code_depnum_ccdc_archive 'CCDC 2303990'
loop_
_audit_author_name
_audit_author_address
'Yuxin Deng'
;Northwest University
China
;
_audit_update_record             
;
2023-10-27 deposited with the CCDC.	2024-04-08 downloaded from the CCDC.
;
_audit_creation_date             2023-08-30
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H16 N12 O8 S Zn3'
_chemical_formula_sum            'C18 H16 N12 O8 S Zn3'
_chemical_formula_weight         756.60
_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'
S S 0.1246 0.1234 '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'

_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.143(2)
_cell_length_b                   9.9829(15)
_cell_length_c                   25.111(5)
_cell_angle_alpha                90
_cell_angle_beta                 96.777(5)
_cell_angle_gamma                90
_cell_volume                     3520.6(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7577
_cell_measurement_temperature    200.00
_cell_measurement_theta_max      24.96
_cell_measurement_theta_min      2.31
_shelx_estimated_absorpt_T_max   0.979
_shelx_estimated_absorpt_T_min   0.939
_exptl_absorpt_coefficient_mu    2.139
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.5709
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0958 before and 0.0679 after correction.
The Ratio of minimum to maximum transmission is 0.7661.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1512
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0508
_diffrn_reflns_av_unetI/netI     0.0650
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            19080
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.052
_diffrn_ambient_temperature      200.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4049
_reflns_number_total             6114
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         2.514
_refine_diff_density_min         -0.986
_refine_diff_density_rms         0.163
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         6114
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.1191
_refine_ls_R_factor_gt           0.0896
_refine_ls_restrained_S_all      1.032
_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)+(0.1469P)²+27.9477P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2568
_refine_ls_wR_factor_ref         0.2797
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Uiso/Uaniso restraints and constraints
O9 \\sim Zn3 \\sim O6: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
Uanis(N5A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(N11A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3. Others
 Sof(H8)=Sof(N5A)=Sof(H5AA)=Sof(H5AB)=1-FVAR(1)
 Sof(N5)=Sof(H5A)=Sof(H5B)=Sof(H10)=FVAR(1)
 Sof(H12)=Sof(N11A)=Sof(H11C)=Sof(H11D)=1-FVAR(2)
 Sof(N11)=Sof(H11A)=Sof(H11B)=Sof(H1)=FVAR(2)
4.a Riding coordinates:
 N11(H11A,H11B)
4.b Rotating group:
 O9(H9A,H9B), N5(H5A,H5B), N9(H9C,H9D), N11A(H11C,H11D)
4.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C4(H4), C8(H8), C10(H10), C12(H12), C20(H20), C13(H13), C5(H5),
 C15(H15), C11(H11)
4.d X=CH2 refined with riding coordinates:
 N5A(H5AA,H5AB)
4.e Naphthalene refined as free rotating group:
 C20(C13,C14,C5,C7,C17,C2,C15,C11,C16)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.04259(7) 0.49754(11) 0.31397(5) 0.0410(4) Uani 1 1 d . . . . .
Zn2 Zn 0.08729(8) 0.12817(11) 0.52160(5) 0.0447(4) Uani 1 1 d . . . . .
Zn3 Zn 0.81309(7) 0.38099(11) 0.34413(5) 0.0433(4) Uani 1 1 d . U . . .
S1 S 0.2670(3) 0.0628(4) 0.47254(16) 0.0761(10) Uani 1 1 d . . . . .
O1 O 0.1724(5) 0.4342(8) 0.3337(4) 0.065(2) Uani 1 1 d . . . . .
O2 O 0.3269(8) -0.0131(16) 0.5105(6) 0.155(7) Uani 1 1 d . . . . .
O3 O 0.2062(9) -0.0209(12) 0.4355(5) 0.117(4) Uani 1 1 d . . . . .
O4 O 0.2092(5) 0.1629(8) 0.4948(4) 0.070(2) Uani 1 1 d . . . . .
O5 O 0.6437(7) 0.2313(12) 0.3218(5) 0.106(4) Uani 1 1 d . . . . .
O6 O 0.6850(6) 0.4112(10) 0.3621(4) 0.079(2) Uani 1 1 d . U . . .
O8 O 0.2188(7) 0.6354(10) 0.3543(6) 0.103(4) Uani 1 1 d . . . . .
O9 O 0.7602(8) 0.5084(10) 0.2668(5) 0.105(4) Uani 1 1 d . . . . .
H9A H 0.802932 0.568926 0.261947 0.158 Uiso 1 1 d R U . . .
H9B H 0.710002 0.554532 0.272546 0.158 Uiso 1 1 d R U . . .
N1 N -0.1127(5) 0.2913(8) 0.2913(3) 0.0388(18) Uani 1 1 d . . . . .
N2 N 0.1336(6) -0.2455(8) 0.5946(3) 0.048(2) Uani 1 1 d . . . . .
N4 N -0.0197(5) 0.3284(8) 0.2870(4) 0.045(2) Uani 1 1 d . . . . .
N5 N 0.0689(8) 0.7736(13) 0.3953(6) 0.072(5) Uani 0.81(2) 1 d . . P A 1
H5A H 0.118820 0.721912 0.392727 0.086 Uiso 0.81(2) 1 d R U P A 1
H5B H 0.060617 0.827555 0.367329 0.086 Uiso 0.81(2) 1 d R U P A 1
N6 N -0.1197(5) 0.5451(8) 0.3761(3) 0.0418(19) Uani 1 1 d . . . . .
N7 N -0.0283(5) 0.5825(8) 0.3685(3) 0.0426(19) Uani 1 1 d . . . . .
N8 N -0.0845(6) 0.7303(8) 0.4226(4) 0.047(2) Uani 1 1 d . . . . .
N9 N 0.2273(8) -0.0500(11) 0.6194(5) 0.090(4) Uani 1 1 d . . . . .
H9C H 0.277046 -0.044272 0.601391 0.108 Uiso 1 1 d R U . . .
H9D H 0.208576 0.031292 0.627017 0.108 Uiso 1 1 d R U . . .
N10 N 0.0897(6) -0.0540(8) 0.5517(4) 0.047(2) Uani 1 1 d . . . . .
N11 N 0.1088(9) 0.2350(14) 0.2483(7) 0.069(5) Uani 0.69(2) 1 d . . P B 1
H11A H 0.113884 0.268341 0.217819 0.083 Uiso 0.69(2) 1 d R U P B 1
H11B H 0.149444 0.278891 0.270969 0.083 Uiso 0.69(2) 1 d R U P B 1
N12 N -0.0476(6) 0.1393(8) 0.2425(4) 0.051(2) Uani 1 1 d . . . . .
N13 N 0.0248(6) -0.1525(8) 0.5330(3) 0.047(2) Uani 1 1 d . . . . .
C1 C -0.1261(7) 0.1781(11) 0.2637(4) 0.052(3) Uani 1 1 d . . . . .
H1 H -0.184483 0.129925 0.259508 0.063 Uiso 0.69(2) 1 calc R U P B 1
C3 C 0.2359(10) 0.5138(14) 0.3460(6) 0.074(4) Uani 1 1 d . . . . .
C4 C 0.0554(8) -0.2627(11) 0.5595(4) 0.054(3) Uani 1 1 d . . . . .
H4 H 0.024331 -0.346843 0.553949 0.064 Uiso 1 1 calc R U . . .
C6 C 0.1527(8) -0.1157(10) 0.5872(4) 0.048(3) Uani 1 1 d . . . . .
C8 C -0.0113(7) 0.6945(11) 0.3963(4) 0.050(3) Uani 1 1 d . . . . .
H8 H 0.046366 0.743867 0.397361 0.060 Uiso 0.19(2) 1 calc R U P A 2
C10 C -0.1481(7) 0.6360(10) 0.4084(5) 0.053(3) Uani 1 1 d . . . . .
H10 H -0.209132 0.634206 0.420635 0.064 Uiso 0.81(2) 1 calc R U P A 1
C12 C 0.0158(7) 0.2332(11) 0.2586(5) 0.055(3) Uani 1 1 d . . . . .
H12 H 0.079768 0.232036 0.250659 0.066 Uiso 0.31(2) 1 calc R U P B 2
C18 C 0.6254(8) 0.3319(14) 0.3439(6) 0.072(4) Uani 1 1 d . . . . .
C20 C 0.4943(4) 0.1867(6) 0.4033(3) 0.075(4) Uani 1 1 d G . . . .
H20 H 0.557706 0.156995 0.401817 0.090 Uiso 1 1 calc R U . . .
C13 C 0.4337(5) 0.1139(6) 0.4321(3) 0.081(4) Uani 1 1 d G . . . .
H13 H 0.455743 0.034425 0.450332 0.097 Uiso 1 1 calc R U . . .
C14 C 0.3408(5) 0.1574(6) 0.4342(3) 0.064(3) Uani 1 1 d G . . . .
C5 C 0.3086(3) 0.2736(6) 0.4076(3) 0.065(3) Uani 1 1 d G . . . .
H5 H 0.245108 0.303325 0.409043 0.078 Uiso 1 1 calc R U . . .
C7 C 0.3691(3) 0.3464(5) 0.3788(2) 0.070(4) Uani 1 1 d G . . . .
C17 C 0.4620(3) 0.3030(5) 0.3766(2) 0.074(4) Uani 1 1 d G . . . .
C2 C 0.5225(4) 0.3758(7) 0.3478(3) 0.073(4) Uani 1 1 d G . . . .
C15 C 0.4903(5) 0.4920(7) 0.3211(4) 0.126(8) Uani 1 1 d G . . . .
H15 H 0.531664 0.541806 0.301423 0.151 Uiso 1 1 calc R U . . .
C11 C 0.3974(5) 0.5355(6) 0.3233(4) 0.097(6) Uani 1 1 d G . . . .
H11 H 0.375367 0.614975 0.305035 0.117 Uiso 1 1 calc R U . . .
C16 C 0.3369(4) 0.4627(6) 0.3521(3) 0.076(4) Uani 1 1 d G . . . .
N5A N -0.246(3) 0.656(5) 0.410(2) 0.058(16) Uani 0.19(2) 1 d . U P A 2
H5AA H -0.287112 0.607417 0.389238 0.070 Uiso 0.19(2) 1 calc R U P A 2
H5AB H -0.265412 0.716455 0.431398 0.070 Uiso 0.19(2) 1 calc R U P A 2
N11A N -0.207(3) 0.093(4) 0.2660(18) 0.084(13) Uani 0.31(2) 1 d . U P B 2
H11C H -0.212205 0.065500 0.299398 0.101 Uiso 0.31(2) 1 d R U P B 2
H11D H -0.260510 0.136549 0.254404 0.101 Uiso 0.31(2) 1 d R U P B 2


_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 1.950(7) . ?
Zn1 N4 1.986(8) . ?
Zn1 N7 1.982(8) . ?
Zn1 N12 2.010(8) 2 ?
Zn2 O4 1.954(7) . ?
Zn2 N8 1.994(8) 3_566 ?
Zn2 N10 1.968(8) . ?
Zn2 N13 1.985(8) 3_556 ?
Zn3 O6 1.941(8) . ?
Zn3 O9 2.368(10) . ?
Zn3 N1 1.999(7) 1_655 ?
Zn3 N2 2.120(9) 3_656 ?
Zn3 N6 2.013(8) 1_655 ?
S1 O2 1.418(11) . ?
S1 O3 1.454(11) . ?
S1 O4 1.445(8) . ?
S1 C14 1.773(6) . ?
O1 C3 1.212(16) . ?
O5 C18 1.191(16) . ?
O6 C18 1.206(15) . ?
O8 C3 1.260(15) . ?
O9 H9A 0.8730 . ?
O9 H9B 0.8725 . ?
N1 N4 1.383(10) . ?
N1 C1 1.327(13) . ?
N2 C4 1.342(13) . ?
N2 C6 1.341(12) . ?
N4 C12 1.323(13) . ?
N5 H5A 0.8833 . ?
N5 H5B 0.8826 . ?
N5 C8 1.383(14) . ?
N6 N7 1.379(10) . ?
N6 C10 1.312(12) . ?
N7 C8 1.324(13) . ?
N8 C8 1.342(13) . ?
N8 C10 1.321(12) . ?
N9 H9C 0.8818 . ?
N9 H9D 0.8814 . ?
N9 C6 1.413(14) . ?
N10 N13 1.388(10) . ?
N10 C6 1.334(13) . ?
N11 H11A 0.8453 . ?
N11 H11B 0.8773 . ?
N11 C12 1.371(15) . ?
N12 C1 1.344(13) . ?
N12 C12 1.327(13) . ?
N13 C4 1.331(13) . ?
C1 H1 0.9500 . ?
C1 N11A 1.43(3) . ?
C3 C16 1.507(14) . ?
C4 H4 0.9500 . ?
C8 H8 0.9500 . ?
C10 H10 0.9500 . ?
C10 N5A 1.40(5) . ?
C12 H12 0.9500 . ?
C18 C2 1.533(12) . ?
C20 H20 0.9500 . ?
C20 C13 1.3900 . ?
C20 C17 1.3900 . ?
C13 H13 0.9500 . ?
C13 C14 1.3900 . ?
C14 C5 1.3900 . ?
C5 H5 0.9500 . ?
C5 C7 1.3900 . ?
C7 C17 1.3900 . ?
C7 C16 1.3900 . ?
C17 C2 1.3900 . ?
C2 C15 1.3900 . ?
C15 H15 0.9500 . ?
C15 C11 1.3900 . ?
C11 H11 0.9500 . ?
C11 C16 1.3900 . ?
N5A H5AA 0.8800 . ?
N5A H5AB 0.8800 . ?
N11A H11C 0.8943 . ?
N11A H11D 0.8902 . ?

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 N4 100.2(3) . . ?
O1 Zn1 N7 120.1(4) . . ?
O1 Zn1 N12 107.3(3) . 2 ?
N4 Zn1 N12 114.2(4) . 2 ?
N7 Zn1 N4 111.0(3) . . ?
N7 Zn1 N12 104.4(3) . 2 ?
O4 Zn2 N8 102.0(3) . 3_566 ?
O4 Zn2 N10 108.7(4) . . ?
O4 Zn2 N13 114.0(4) . 3_556 ?
N10 Zn2 N8 112.7(4) . 3_566 ?
N10 Zn2 N13 110.8(3) . 3_556 ?
N13 Zn2 N8 108.6(4) 3_556 3_566 ?
O6 Zn3 O9 83.9(4) . . ?
O6 Zn3 N1 143.3(4) . 1_655 ?
O6 Zn3 N2 101.1(4) . 3_656 ?
O6 Zn3 N6 101.0(4) . 1_655 ?
N1 Zn3 O9 80.5(4) 1_655 . ?
N1 Zn3 N2 91.5(3) 1_655 3_656 ?
N1 Zn3 N6 111.7(3) 1_655 1_655 ?
N2 Zn3 O9 171.6(4) 3_656 . ?
N6 Zn3 O9 88.8(4) 1_655 . ?
N6 Zn3 N2 96.8(3) 1_655 3_656 ?
O2 S1 O3 112.6(10) . . ?
O2 S1 O4 115.5(8) . . ?
O2 S1 C14 107.8(6) . . ?
O3 S1 C14 107.6(6) . . ?
O4 S1 O3 109.0(6) . . ?
O4 S1 C14 103.8(4) . . ?
C3 O1 Zn1 120.0(8) . . ?
S1 O4 Zn2 124.9(5) . . ?
C18 O6 Zn3 116.1(9) . . ?
Zn3 O9 H9A 109.2 . . ?
Zn3 O9 H9B 109.4 . . ?
H9A O9 H9B 104.4 . . ?
N4 N1 Zn3 120.6(6) . 1_455 ?
C1 N1 Zn3 132.4(6) . 1_455 ?
C1 N1 N4 105.5(7) . . ?
C4 N2 Zn3 126.1(7) . 3_656 ?
C6 N2 Zn3 131.1(8) . 3_656 ?
C6 N2 C4 101.4(9) . . ?
N1 N4 Zn1 126.1(6) . . ?
C12 N4 Zn1 127.9(7) . . ?
C12 N4 N1 105.8(8) . . ?
H5A N5 H5B 109.2 . . ?
C8 N5 H5A 109.4 . . ?
C8 N5 H5B 109.3 . . ?
N7 N6 Zn3 124.8(6) . 1_455 ?
C10 N6 Zn3 130.2(6) . 1_455 ?
C10 N6 N7 105.0(8) . . ?
N6 N7 Zn1 122.6(6) . . ?
C8 N7 Zn1 130.5(7) . . ?
C8 N7 N6 105.8(8) . . ?
C8 N8 Zn2 128.0(7) . 3_566 ?
C10 N8 Zn2 128.6(7) . 3_566 ?
C10 N8 C8 102.6(8) . . ?
H9C N9 H9D 109.3 . . ?
C6 N9 H9C 108.9 . . ?
C6 N9 H9D 109.1 . . ?
N13 N10 Zn2 122.9(6) . . ?
C6 N10 Zn2 131.5(6) . . ?
C6 N10 N13 105.2(7) . . ?
H11A N11 H11B 105.8 . . ?
C12 N11 H11A 111.3 . . ?
C12 N11 H11B 117.0 . . ?
C1 N12 Zn1 125.6(7) . 2_545 ?
C12 N12 Zn1 129.4(7) . 2_545 ?
C12 N12 C1 103.6(8) . . ?
N10 N13 Zn2 126.1(6) . 3_556 ?
C4 N13 Zn2 129.2(7) . 3_556 ?
C4 N13 N10 104.7(8) . . ?
N1 C1 N12 112.2(9) . . ?
N1 C1 H1 123.9 . . ?
N1 C1 N11A 123.3(18) . . ?
N12 C1 H1 123.9 . . ?
N12 C1 N11A 123.2(18) . . ?
O1 C3 O8 121.6(13) . . ?
O1 C3 C16 117.9(11) . . ?
O8 C3 C16 120.5(12) . . ?
N2 C4 H4 122.7 . . ?
N13 C4 N2 114.6(9) . . ?
N13 C4 H4 122.7 . . ?
N2 C6 N9 121.2(10) . . ?
N10 C6 N2 114.1(9) . . ?
N10 C6 N9 124.3(9) . . ?
N7 C8 N5 124.9(10) . . ?
N7 C8 N8 112.4(9) . . ?
N7 C8 H8 123.8 . . ?
N8 C8 N5 122.5(10) . . ?
N8 C8 H8 123.8 . . ?
N6 C10 N8 114.3(9) . . ?
N6 C10 H10 122.9 . . ?
N6 C10 N5A 119(2) . . ?
N8 C10 H10 122.9 . . ?
N8 C10 N5A 122(2) . . ?
N4 C12 N11 121.7(11) . . ?
N4 C12 N12 112.8(8) . . ?
N4 C12 H12 123.6 . . ?
N12 C12 N11 125.5(10) . . ?
N12 C12 H12 123.6 . . ?
O5 C18 O6 123.3(12) . . ?
O5 C18 C2 122.0(12) . . ?
O6 C18 C2 114.6(12) . . ?
C13 C20 H20 120.0 . . ?
C13 C20 C17 120.0 . . ?
C17 C20 H20 120.0 . . ?
C20 C13 H13 120.0 . . ?
C14 C13 C20 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 S1 118.3(3) . . ?
C13 C14 C5 120.0 . . ?
C5 C14 S1 121.7(3) . . ?
C14 C5 H5 120.0 . . ?
C14 C5 C7 120.0 . . ?
C7 C5 H5 120.0 . . ?
C5 C7 C16 120.0 . . ?
C17 C7 C5 120.0 . . ?
C17 C7 C16 120.0 . . ?
C7 C17 C20 120.0 . . ?
C2 C17 C20 120.0 . . ?
C2 C17 C7 120.0 . . ?
C17 C2 C18 122.1(6) . . ?
C17 C2 C15 120.0 . . ?
C15 C2 C18 117.9(6) . . ?
C2 C15 H15 120.0 . . ?
C11 C15 C2 120.0 . . ?
C11 C15 H15 120.0 . . ?
C15 C11 H11 120.0 . . ?
C15 C11 C16 120.0 . . ?
C16 C11 H11 120.0 . . ?
C7 C16 C3 125.8(6) . . ?
C11 C16 C3 113.9(6) . . ?
C11 C16 C7 120.0 . . ?
C10 N5A H5AA 120.0 . . ?
C10 N5A H5AB 120.0 . . ?
H5AA N5A H5AB 120.0 . . ?
C1 N11A H11C 112.1 . . ?
C1 N11A H11D 110.7 . . ?
H11C N11A H11D 107.2 . . ?

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
Zn1 O1 C3 O8 11(2) . . . . ?
Zn1 O1 C3 C16 -170.1(7) . . . . ?
Zn1 N4 C12 N11 6.7(19) . . . . ?
Zn1 N4 C12 N12 -173.7(7) . . . . ?
Zn1 N7 C8 N5 -5.6(18) . . . . ?
Zn1 N7 C8 N8 169.2(7) . . . . ?
Zn1 N12 C1 N1 -166.6(7) 2_545 . . . ?
Zn1 N12 C1 N11A 26(3) 2_545 . . . ?
Zn1 N12 C12 N4 164.9(8) 2_545 . . . ?
Zn1 N12 C12 N11 -16(2) 2_545 . . . ?
Zn2 N8 C8 N5 -15.7(17) 3_566 . . . ?
Zn2 N8 C8 N7 169.3(7) 3_566 . . . ?
Zn2 N8 C10 N6 -170.1(7) 3_566 . . . ?
Zn2 N8 C10 N5A 33(3) 3_566 . . . ?
Zn2 N10 N13 Zn2 -5.6(12) . . . 3_556 ?
Zn2 N10 N13 C4 174.1(7) . . . . ?
Zn2 N10 C6 N2 -174.6(7) . . . . ?
Zn2 N10 C6 N9 12.3(18) . . . . ?
Zn2 N13 C4 N2 -179.2(7) 3_556 . . . ?
Zn3 O6 C18 O5 9(2) . . . . ?
Zn3 O6 C18 C2 -166.6(7) . . . . ?
Zn3 N1 N4 Zn1 -17.9(11) 1_455 . . . ?
Zn3 N1 N4 C12 166.1(7) 1_455 . . . ?
Zn3 N1 C1 N12 -165.1(7) 1_455 . . . ?
Zn3 N1 C1 N11A 2(3) 1_455 . . . ?
Zn3 N2 C4 N13 165.7(7) 3_656 . . . ?
Zn3 N2 C6 N9 8.7(16) 3_656 . . . ?
Zn3 N2 C6 N10 -164.6(7) 3_656 . . . ?
Zn3 N6 N7 Zn1 11.5(11) 1_455 . . . ?
Zn3 N6 N7 C8 -179.8(7) 1_455 . . . ?
Zn3 N6 C10 N8 178.8(7) 1_455 . . . ?
Zn3 N6 C10 N5A -24(3) 1_455 . . . ?
S1 C14 C5 C7 178.8(5) . . . . ?
O1 C3 C16 C7 -45.0(16) . . . . ?
O1 C3 C16 C11 128.5(11) . . . . ?
O2 S1 O4 Zn2 -82.9(10) . . . . ?
O2 S1 C14 C13 21.8(9) . . . . ?
O2 S1 C14 C5 -157.0(9) . . . . ?
O3 S1 O4 Zn2 44.9(10) . . . . ?
O3 S1 C14 C13 -99.8(7) . . . . ?
O3 S1 C14 C5 81.4(7) . . . . ?
O4 S1 C14 C13 144.7(5) . . . . ?
O4 S1 C14 C5 -34.1(6) . . . . ?
O5 C18 C2 C17 65.4(17) . . . . ?
O5 C18 C2 C15 -114.3(13) . . . . ?
O6 C18 C2 C17 -118.9(11) . . . . ?
O6 C18 C2 C15 61.4(14) . . . . ?
O8 C3 C16 C7 134.2(12) . . . . ?
O8 C3 C16 C11 -52.3(15) . . . . ?
N1 N4 C12 N11 -177.5(13) . . . . ?
N1 N4 C12 N12 2.2(13) . . . . ?
N4 N1 C1 N12 0.6(12) . . . . ?
N4 N1 C1 N11A 168(3) . . . . ?
N6 N7 C8 N5 -173.1(12) . . . . ?
N6 N7 C8 N8 1.8(12) . . . . ?
N7 N6 C10 N8 0.5(13) . . . . ?
N7 N6 C10 N5A 158(3) . . . . ?
N10 N13 C4 N2 1.1(12) . . . . ?
N13 N10 C6 N2 -1.6(12) . . . . ?
N13 N10 C6 N9 -174.7(11) . . . . ?
C1 N1 N4 Zn1 174.4(7) . . . . ?
C1 N1 N4 C12 -1.6(11) . . . . ?
C1 N12 C12 N4 -1.8(14) . . . . ?
C1 N12 C12 N11 177.8(14) . . . . ?
C4 N2 C6 N9 175.4(11) . . . . ?
C4 N2 C6 N10 2.2(12) . . . . ?
C6 N2 C4 N13 -2.0(12) . . . . ?
C6 N10 N13 Zn2 -179.4(7) . . . 3_556 ?
C6 N10 N13 C4 0.3(11) . . . . ?
C8 N8 C10 N6 0.5(14) . . . . ?
C8 N8 C10 N5A -156(3) . . . . ?
C10 N6 N7 Zn1 -170.0(7) . . . . ?
C10 N6 N7 C8 -1.3(11) . . . . ?
C10 N8 C8 N5 173.5(12) . . . . ?
C10 N8 C8 N7 -1.4(13) . . . . ?
C12 N12 C1 N1 0.7(13) . . . . ?
C12 N12 C1 N11A -167(3) . . . . ?
C18 C2 C15 C11 179.7(9) . . . . ?
C20 C13 C14 S1 -178.8(5) . . . . ?
C20 C13 C14 C5 0.0 . . . . ?
C20 C17 C2 C18 0.3(10) . . . . ?
C20 C17 C2 C15 180.0 . . . . ?
C13 C20 C17 C7 0.0 . . . . ?
C13 C20 C17 C2 180.0 . . . . ?
C13 C14 C5 C7 0.0 . . . . ?
C14 S1 O4 Zn2 159.3(6) . . . . ?
C14 C5 C7 C17 0.0 . . . . ?
C14 C5 C7 C16 180.0 . . . . ?
C5 C7 C17 C20 0.0 . . . . ?
C5 C7 C17 C2 180.0 . . . . ?
C5 C7 C16 C3 -6.8(10) . . . . ?
C5 C7 C16 C11 180.0 . . . . ?
C7 C17 C2 C18 -179.7(10) . . . . ?
C7 C17 C2 C15 0.0 . . . . ?
C17 C20 C13 C14 0.0 . . . . ?
C17 C7 C16 C3 173.2(10) . . . . ?
C17 C7 C16 C11 0.0 . . . . ?
C17 C2 C15 C11 0.0 . . . . ?
C2 C15 C11 C16 0.0 . . . . ?
C15 C11 C16 C3 -174.0(9) . . . . ?
C15 C11 C16 C7 0.0 . . . . ?
C16 C7 C17 C20 180.0 . . . . ?
C16 C7 C17 C2 0.0 . . . . ?

_platon_squeeze_details          ?
_platon_squeeze_special_details  ?
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 0.303 0.676 1271 226 ' '

_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_PLAT420_1                   
;
PROBLEM: D-H Bond Without Acceptor  O9       --H9B      .     Please Check 
RESPONSE: There is no other potential acceptor for the H9B present.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_1a
_database_code_depnum_ccdc_archive 'CCDC 2303991'
loop_
_audit_author_name
_audit_author_address
'Yuxin Deng'
;Northwest University
China
;
_audit_update_record             
;
2023-10-27 deposited with the CCDC.	2024-04-08 downloaded from the CCDC.
;
_audit_creation_date             2023-09-07
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H14 N12 O7 S Zn3'
_chemical_formula_sum            'C18 H14 N12 O7 S Zn3'
_chemical_formula_weight         738.58
_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'
S S 0.1246 0.1234 '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'

_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.0795(7)
_cell_length_b                   9.8510(5)
_cell_length_c                   25.9541(12)
_cell_angle_alpha                90
_cell_angle_beta                 95.909(2)
_cell_angle_gamma                90
_cell_volume                     3580.6(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9878
_cell_measurement_temperature    210.0
_cell_measurement_theta_max      25.35
_cell_measurement_theta_min      2.25
_shelx_estimated_absorpt_T_max   0.802
_shelx_estimated_absorpt_T_min   0.787
_exptl_absorpt_coefficient_mu    2.099
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6154
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0861 before and 0.0500 after correction.
The Ratio of minimum to maximum transmission is 0.8258.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1472
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0425
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            46137
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.362
_diffrn_reflns_theta_min         2.213
_diffrn_ambient_temperature      210.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_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                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5236
_reflns_number_total             6528
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.918
_refine_diff_density_min         -0.723
_refine_diff_density_rms         0.102
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     382
_refine_ls_number_reflns         6528
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0510
_refine_ls_R_factor_gt           0.0412
_refine_ls_restrained_S_all      1.044
_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)+(0.0826P)²+4.4923P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1296
_refine_ls_wR_factor_ref         0.1367
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2. Rigid bond restraints
 C13
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
3. Others
 Sof(H13)=Sof(N13A)=Sof(H13C)=Sof(H13D)=1-FVAR(1)
 Sof(H11)=Sof(N13)=Sof(H13A)=Sof(H13B)=FVAR(1)
4.a Rotating group:
 N13(H13A,H13B), N13A(H13C,H13D)
4.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C4(H4), C7(H7), C9(H9), C11(H11), C12(H12), C13(H13), C15(H15),
 C18(H18)
4.c X=CH2 refined with riding coordinates:
 N2(H2A,H2B), N10(H10A,H10B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.95356(3) -0.00714(4) 0.68651(2) 0.02754(14) Uani 1 1 d . . . . .
Zn2 Zn 0.91377(3) 0.36801(4) 0.47880(2) 0.03134(14) Uani 1 1 d . . . . .
Zn3 Zn 0.17957(3) 0.12258(4) 0.65000(2) 0.03244(15) Uani 1 1 d . . . . .
S1 S 0.73689(9) 0.43727(12) 0.52964(5) 0.0517(3) Uani 1 1 d . . . . .
O1 O 0.3089(2) 0.0801(4) 0.63895(15) 0.0591(9) Uani 1 1 d . . . . .
O2 O 0.7873(2) 0.3331(3) 0.50160(14) 0.0537(9) Uani 1 1 d . . . . .
O3 O 0.3528(2) 0.2778(4) 0.67138(15) 0.0655(10) Uani 1 1 d . . . . .
O4 O 0.8052(3) 0.5067(4) 0.56657(18) 0.0854(14) Uani 1 1 d . . . . .
O5 O 0.7782(2) -0.1374(3) 0.64444(16) 0.0632(10) Uani 1 1 d . . . . .
O6 O 0.82625(18) 0.0685(3) 0.66765(12) 0.0455(7) Uani 1 1 d . . . . .
O7 O 0.6785(3) 0.5231(4) 0.49628(19) 0.0897(15) Uani 1 1 d . . . . .
N1 N 1.1142(2) 0.2005(3) 0.70733(11) 0.0278(6) Uani 1 1 d . . . . .
N2 N 0.9322(3) -0.2825(4) 0.60685(18) 0.0659(12) Uani 1 1 d . . . . .
H2A H 0.889838 -0.262848 0.627833 0.079 Uiso 1 1 calc R U . . .
H2B H 0.924816 -0.353860 0.587108 0.079 Uiso 1 1 calc R U . . .
N3 N 0.8734(2) 0.7433(3) 0.40668(12) 0.0323(7) Uani 1 1 d . . . . .
N4 N 1.0546(2) 0.3484(3) 0.75973(13) 0.0348(7) Uani 1 1 d . . . . .
N5 N 1.0224(2) 0.1593(3) 0.71470(13) 0.0331(7) Uani 1 1 d . . . . .
N7 N 0.9782(2) 0.6567(3) 0.46747(13) 0.0331(7) Uani 1 1 d . . . . .
N8 N 1.1165(2) -0.0491(3) 0.62382(12) 0.0291(7) Uani 1 1 d . . . . .
N9 N 1.0816(2) -0.2332(3) 0.57774(12) 0.0300(7) Uani 1 1 d . . . . .
N10 N 0.7789(3) 0.5433(4) 0.38882(19) 0.0716(14) Uani 1 1 d . . . . .
H10A H 0.770014 0.457724 0.395033 0.086 Uiso 1 1 calc R U . . .
H10B H 0.740923 0.585326 0.365501 0.086 Uiso 1 1 calc R U . . .
N11 N 0.9128(2) 0.5561(3) 0.45136(13) 0.0357(8) Uani 1 1 d . . . . .
N12 N 1.0257(2) -0.0922(3) 0.63366(12) 0.0283(7) Uani 1 1 d . . . . .
C1 C 1.1457(3) -0.1351(4) 0.59141(16) 0.0332(9) Uani 1 1 d . . . . .
H1 H 1.205689 -0.129717 0.578647 0.040 Uiso 1 1 calc R U . . .
C2 C 0.7620(3) -0.0170(5) 0.65284(19) 0.0462(11) Uani 1 1 d . . . . .
C3 C 0.4719(3) 0.1220(5) 0.64998(19) 0.0487(11) Uani 1 1 d . . . . .
C4 C 0.6927(3) 0.2322(4) 0.59271(16) 0.0382(9) Uani 1 1 d . . . . .
H4 H 0.756615 0.205268 0.592248 0.046 Uiso 1 1 calc R U . . .
C5 C 0.6606(3) 0.3413(4) 0.56566(17) 0.0419(10) Uani 1 1 d . . . . .
C6 C 0.6313(3) 0.1559(4) 0.62229(17) 0.0389(9) Uani 1 1 d . . . . .
C7 C 0.5015(3) 0.0035(5) 0.6723(2) 0.0647(15) Uani 1 1 d . . . . .
H7 H 0.457874 -0.050215 0.688348 0.078 Uiso 1 1 calc R U . . .
C8 C 0.3706(3) 0.1663(5) 0.65418(18) 0.0456(11) Uani 1 1 d . . . . .
C9 C 0.5966(3) -0.0414(5) 0.6719(3) 0.0675(16) Uani 1 1 d . . . . .
H9 H 0.615382 -0.123940 0.688065 0.081 Uiso 1 1 calc R U . . .
C10 C 0.8519(3) 0.6112(4) 0.41547(16) 0.0368(9) Uani 1 1 d . . . . .
C11 C 0.9893(3) 0.2509(4) 0.74555(18) 0.0426(10) Uani 1 1 d . . . . .
H11 H 0.927627 0.248672 0.756357 0.051 Uiso 0.516(9) 1 calc R U P A 1
C12 C 0.9508(3) 0.7641(4) 0.44006(16) 0.0395(10) Uani 1 1 d . . . . .
H12 H 0.982693 0.848011 0.443551 0.047 Uiso 1 1 calc R U . . .
C13 C 1.1300(3) 0.3132(4) 0.73450(15) 0.0339(8) Uani 1 1 d . . . . .
H13 H 1.187189 0.363073 0.736066 0.041 Uiso 0.484(9) 1 calc R U P A 2
C14 C 0.5354(3) 0.2010(4) 0.62271(16) 0.0397(9) Uani 1 1 d . . . . .
C15 C 0.5649(3) 0.3836(5) 0.5655(2) 0.0552(13) Uani 1 1 d . . . . .
H15 H 0.543223 0.459926 0.545935 0.066 Uiso 1 1 calc R U . . .
C16 C 0.6618(3) 0.0328(5) 0.64850(19) 0.0458(11) Uani 1 1 d . . . . .
C17 C 1.0077(3) -0.2040(4) 0.60497(15) 0.0318(8) Uani 1 1 d . . . . .
C18 C 0.5045(3) 0.3162(5) 0.59285(19) 0.0488(11) Uani 1 1 d . . . . .
H18 H 0.440889 0.345677 0.592265 0.059 Uiso 1 1 calc R U . . .
N13 N 1.2126(5) 0.3891(8) 0.7358(3) 0.054(3) Uani 0.516(9) 1 d . . P A 1
H13A H 1.240374 0.375015 0.707637 0.065 Uiso 0.516(9) 1 d R U P A 1
H13B H 1.199136 0.475511 0.737840 0.065 Uiso 0.516(9) 1 d R U P A 1
N13A N 0.8930(5) 0.2542(8) 0.7535(4) 0.054(3) Uani 0.484(9) 1 d . . P A 2
H13C H 0.861665 0.191652 0.734569 0.064 Uiso 0.484(9) 1 d R U P A 2
H13D H 0.885755 0.239061 0.786139 0.064 Uiso 0.484(9) 1 d R U P A 2


_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 O6 1.956(3) . ?
Zn1 N4 2.005(3) 2_746 ?
Zn1 N5 2.004(3) . ?
Zn1 N12 1.975(3) . ?
Zn2 O2 1.964(3) . ?
Zn2 N7 1.970(3) 3_766 ?
Zn2 N9 1.985(3) 3_756 ?
Zn2 N11 1.985(3) . ?
Zn3 O1 1.918(3) . ?
Zn3 N1 1.983(3) 1_455 ?
Zn3 N3 2.059(3) 3_666 ?
Zn3 N8 1.996(3) 1_455 ?
S1 O2 1.481(3) . ?
S1 O4 1.456(4) . ?
S1 O7 1.412(4) . ?
S1 C5 1.769(4) . ?
O1 C8 1.249(6) . ?
O3 C8 1.222(6) . ?
O5 C2 1.231(5) . ?
O6 C2 1.267(5) . ?
N1 N5 1.386(4) . ?
N1 C13 1.322(5) . ?
N2 H2A 0.8700 . ?
N2 H2B 0.8700 . ?
N2 C17 1.319(5) . ?
N3 C10 1.360(5) . ?
N3 C12 1.337(5) . ?
N4 C11 1.353(5) . ?
N4 C13 1.349(5) . ?
N5 C11 1.323(5) . ?
N7 N11 1.388(4) . ?
N7 C12 1.311(5) . ?
N8 N12 1.396(4) . ?
N8 C1 1.291(5) . ?
N9 C1 1.345(5) . ?
N9 C17 1.348(5) . ?
N10 H10A 0.8700 . ?
N10 H10B 0.8700 . ?
N10 C10 1.355(5) . ?
N11 C10 1.317(5) . ?
N12 C17 1.339(5) . ?
C1 H1 0.9400 . ?
C2 C16 1.486(6) . ?
C3 C7 1.350(6) . ?
C3 C8 1.507(6) . ?
C3 C14 1.427(6) . ?
C4 H4 0.9400 . ?
C4 C5 1.336(6) . ?
C4 C6 1.427(6) . ?
C5 C15 1.411(6) . ?
C6 C14 1.422(5) . ?
C6 C16 1.434(6) . ?
C7 H7 0.9400 . ?
C7 C9 1.412(6) . ?
C9 H9 0.9400 . ?
C9 C16 1.365(6) . ?
C11 H11 0.9400 . ?
C11 N13A 1.393(8) . ?
C12 H12 0.9400 . ?
C13 H13 0.9400 . ?
C13 N13 1.380(8) . ?
C14 C18 1.418(6) . ?
C15 H15 0.9400 . ?
C15 C18 1.339(6) . ?
C18 H18 0.9400 . ?
N13 H13A 0.8744 . ?
N13 H13B 0.8746 . ?
N13A H13C 0.8774 . ?
N13A H13D 0.8770 . ?

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
O6 Zn1 N4 109.15(13) . 2_746 ?
O6 Zn1 N5 100.14(13) . . ?
O6 Zn1 N12 120.73(13) . . ?
N5 Zn1 N4 112.77(14) . 2_746 ?
N12 Zn1 N4 104.63(13) . 2_746 ?
N12 Zn1 N5 109.66(12) . . ?
O2 Zn2 N7 115.03(14) . 3_766 ?
O2 Zn2 N9 101.85(13) . 3_756 ?
O2 Zn2 N11 107.38(14) . . ?
N7 Zn2 N9 111.04(13) 3_766 3_756 ?
N7 Zn2 N11 110.22(13) 3_766 . ?
N11 Zn2 N9 111.02(13) . 3_756 ?
O1 Zn3 N1 135.86(14) . 1_455 ?
O1 Zn3 N3 108.20(14) . 3_666 ?
O1 Zn3 N8 99.22(14) . 1_455 ?
N1 Zn3 N3 97.23(12) 1_455 3_666 ?
N1 Zn3 N8 111.03(12) 1_455 1_455 ?
N8 Zn3 N3 100.64(12) 1_455 3_666 ?
O2 S1 C5 103.71(19) . . ?
O4 S1 O2 109.4(2) . . ?
O4 S1 C5 107.4(2) . . ?
O7 S1 O2 113.0(3) . . ?
O7 S1 O4 115.2(3) . . ?
O7 S1 C5 107.3(2) . . ?
C8 O1 Zn3 116.4(3) . . ?
S1 O2 Zn2 121.46(18) . . ?
C2 O6 Zn1 115.5(3) . . ?
N5 N1 Zn3 120.1(2) . 1_655 ?
C13 N1 Zn3 131.3(2) . 1_655 ?
C13 N1 N5 106.3(3) . . ?
H2A N2 H2B 120.0 . . ?
C17 N2 H2A 120.0 . . ?
C17 N2 H2B 120.0 . . ?
C10 N3 Zn3 131.5(3) . 3_666 ?
C12 N3 Zn3 125.2(3) . 3_666 ?
C12 N3 C10 102.6(3) . . ?
C11 N4 Zn1 127.4(3) . 2_756 ?
C13 N4 Zn1 128.6(3) . 2_756 ?
C13 N4 C11 103.5(3) . . ?
N1 N5 Zn1 127.7(2) . . ?
C11 N5 Zn1 126.3(3) . . ?
C11 N5 N1 106.0(3) . . ?
N11 N7 Zn2 124.4(2) . 3_766 ?
C12 N7 Zn2 130.3(3) . 3_766 ?
C12 N7 N11 105.3(3) . . ?
N12 N8 Zn3 125.4(2) . 1_655 ?
C1 N8 Zn3 128.2(2) . 1_655 ?
C1 N8 N12 106.2(3) . . ?
C1 N9 Zn2 127.1(3) . 3_756 ?
C1 N9 C17 104.0(3) . . ?
C17 N9 Zn2 128.0(3) . 3_756 ?
H10A N10 H10B 120.0 . . ?
C10 N10 H10A 120.0 . . ?
C10 N10 H10B 120.0 . . ?
N7 N11 Zn2 125.4(3) . . ?
C10 N11 Zn2 128.2(3) . . ?
C10 N11 N7 106.4(3) . . ?
N8 N12 Zn1 123.0(2) . . ?
C17 N12 Zn1 130.8(2) . . ?
C17 N12 N8 105.8(3) . . ?
N8 C1 N9 113.2(3) . . ?
N8 C1 H1 123.4 . . ?
N9 C1 H1 123.4 . . ?
O5 C2 O6 123.7(4) . . ?
O5 C2 C16 119.8(4) . . ?
O6 C2 C16 116.5(4) . . ?
C7 C3 C8 118.2(4) . . ?
C7 C3 C14 120.2(4) . . ?
C14 C3 C8 121.6(4) . . ?
C5 C4 H4 119.5 . . ?
C5 C4 C6 121.0(4) . . ?
C6 C4 H4 119.5 . . ?
C4 C5 S1 121.1(3) . . ?
C4 C5 C15 120.7(4) . . ?
C15 C5 S1 118.2(3) . . ?
C4 C6 C16 122.1(4) . . ?
C14 C6 C4 117.9(4) . . ?
C14 C6 C16 119.9(4) . . ?
C3 C7 H7 119.4 . . ?
C3 C7 C9 121.3(5) . . ?
C9 C7 H7 119.4 . . ?
O1 C8 C3 114.4(4) . . ?
O3 C8 O1 124.4(4) . . ?
O3 C8 C3 121.2(4) . . ?
C7 C9 H9 119.4 . . ?
C16 C9 C7 121.2(5) . . ?
C16 C9 H9 119.4 . . ?
N10 C10 N3 123.8(4) . . ?
N11 C10 N3 111.9(3) . . ?
N11 C10 N10 124.2(4) . . ?
N4 C11 H11 123.9 . . ?
N4 C11 N13A 126.0(4) . . ?
N5 C11 N4 112.1(3) . . ?
N5 C11 H11 123.9 . . ?
N5 C11 N13A 120.9(5) . . ?
N3 C12 H12 123.1 . . ?
N7 C12 N3 113.7(3) . . ?
N7 C12 H12 123.1 . . ?
N1 C13 N4 112.1(3) . . ?
N1 C13 H13 123.9 . . ?
N1 C13 N13 124.3(4) . . ?
N4 C13 H13 123.9 . . ?
N4 C13 N13 123.6(4) . . ?
C6 C14 C3 118.5(4) . . ?
C18 C14 C3 122.4(4) . . ?
C18 C14 C6 119.0(4) . . ?
C5 C15 H15 119.7 . . ?
C18 C15 C5 120.7(4) . . ?
C18 C15 H15 119.7 . . ?
C6 C16 C2 123.4(4) . . ?
C9 C16 C2 117.8(4) . . ?
C9 C16 C6 118.8(4) . . ?
N2 C17 N9 124.2(4) . . ?
N2 C17 N12 124.6(4) . . ?
N12 C17 N9 110.8(3) . . ?
C14 C18 H18 119.6 . . ?
C15 C18 C14 120.8(4) . . ?
C15 C18 H18 119.6 . . ?
C13 N13 H13A 110.0 . . ?
C13 N13 H13B 109.9 . . ?
H13A N13 H13B 108.9 . . ?
C11 N13A H13C 110.0 . . ?
C11 N13A H13D 110.5 . . ?
H13C N13A H13D 108.7 . . ?

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
Zn1 O6 C2 O5 -8.6(6) . . . . ?
Zn1 O6 C2 C16 168.1(3) . . . . ?
Zn1 N4 C11 N5 -170.5(3) 2_756 . . . ?
Zn1 N4 C11 N13A 20.5(8) 2_756 . . . ?
Zn1 N4 C13 N1 170.6(3) 2_756 . . . ?
Zn1 N4 C13 N13 -11.4(7) 2_756 . . . ?
Zn1 N5 C11 N4 177.2(3) . . . . ?
Zn1 N5 C11 N13A -13.1(8) . . . . ?
Zn1 N12 C17 N2 0.7(6) . . . . ?
Zn1 N12 C17 N9 -173.2(3) . . . . ?
Zn2 N7 N11 Zn2 0.2(4) 3_766 . . . ?
Zn2 N7 N11 C10 179.8(3) 3_766 . . . ?
Zn2 N7 C12 N3 179.9(3) 3_766 . . . ?
Zn2 N9 C1 N8 169.3(3) 3_756 . . . ?
Zn2 N9 C17 N2 16.7(6) 3_756 . . . ?
Zn2 N9 C17 N12 -169.4(3) 3_756 . . . ?
Zn2 N11 C10 N3 179.7(3) . . . . ?
Zn2 N11 C10 N10 -2.9(6) . . . . ?
Zn3 O1 C8 O3 -6.1(6) . . . . ?
Zn3 O1 C8 C3 173.7(3) . . . . ?
Zn3 N1 N5 Zn1 17.4(4) 1_655 . . . ?
Zn3 N1 N5 C11 -164.1(3) 1_655 . . . ?
Zn3 N1 C13 N4 162.7(3) 1_655 . . . ?
Zn3 N1 C13 N13 -15.4(7) 1_655 . . . ?
Zn3 N3 C10 N10 -7.3(6) 3_666 . . . ?
Zn3 N3 C10 N11 170.1(3) 3_666 . . . ?
Zn3 N3 C12 N7 -170.7(3) 3_666 . . . ?
Zn3 N8 N12 Zn1 -12.2(4) 1_655 . . . ?
Zn3 N8 N12 C17 174.1(3) 1_655 . . . ?
Zn3 N8 C1 N9 -173.5(3) 1_655 . . . ?
S1 C5 C15 C18 -178.7(4) . . . . ?
O2 S1 C5 C4 46.3(4) . . . . ?
O2 S1 C5 C15 -134.2(4) . . . . ?
O4 S1 O2 Zn2 -40.2(3) . . . . ?
O4 S1 C5 C4 -69.4(4) . . . . ?
O4 S1 C5 C15 110.0(4) . . . . ?
O5 C2 C16 C6 -134.6(5) . . . . ?
O5 C2 C16 C9 47.1(7) . . . . ?
O6 C2 C16 C6 48.6(7) . . . . ?
O6 C2 C16 C9 -129.7(5) . . . . ?
O7 S1 O2 Zn2 89.6(3) . . . . ?
O7 S1 C5 C4 166.2(4) . . . . ?
O7 S1 C5 C15 -14.4(5) . . . . ?
N1 N5 C11 N4 -1.3(5) . . . . ?
N1 N5 C11 N13A 168.4(6) . . . . ?
N5 N1 C13 N4 0.5(4) . . . . ?
N5 N1 C13 N13 -177.5(6) . . . . ?
N7 N11 C10 N3 0.1(4) . . . . ?
N7 N11 C10 N10 177.5(4) . . . . ?
N8 N12 C17 N2 173.7(4) . . . . ?
N8 N12 C17 N9 -0.1(4) . . . . ?
N11 N7 C12 N3 -0.7(4) . . . . ?
N12 N8 C1 N9 0.7(4) . . . . ?
C1 N8 N12 Zn1 173.4(3) . . . . ?
C1 N8 N12 C17 -0.3(4) . . . . ?
C1 N9 C17 N2 -173.4(4) . . . . ?
C1 N9 C17 N12 0.5(4) . . . . ?
C3 C7 C9 C16 -0.7(10) . . . . ?
C3 C14 C18 C15 -176.3(5) . . . . ?
C4 C5 C15 C18 0.7(8) . . . . ?
C4 C6 C14 C3 176.9(4) . . . . ?
C4 C6 C14 C18 1.8(6) . . . . ?
C4 C6 C16 C2 7.9(7) . . . . ?
C4 C6 C16 C9 -173.8(5) . . . . ?
C5 S1 O2 Zn2 -154.5(2) . . . . ?
C5 C4 C6 C14 -1.0(6) . . . . ?
C5 C4 C6 C16 175.2(4) . . . . ?
C5 C15 C18 C14 0.1(8) . . . . ?
C6 C4 C5 S1 179.2(3) . . . . ?
C6 C4 C5 C15 -0.3(7) . . . . ?
C6 C14 C18 C15 -1.4(7) . . . . ?
C7 C3 C8 O1 -53.9(7) . . . . ?
C7 C3 C8 O3 126.0(6) . . . . ?
C7 C3 C14 C6 -3.6(7) . . . . ?
C7 C3 C14 C18 171.3(5) . . . . ?
C7 C9 C16 C2 176.1(6) . . . . ?
C7 C9 C16 C6 -2.4(9) . . . . ?
C8 C3 C7 C9 -177.1(6) . . . . ?
C8 C3 C14 C6 177.3(4) . . . . ?
C8 C3 C14 C18 -7.8(7) . . . . ?
C10 N3 C12 N7 0.7(5) . . . . ?
C11 N4 C13 N1 -1.2(5) . . . . ?
C11 N4 C13 N13 176.8(6) . . . . ?
C12 N3 C10 N10 -177.9(4) . . . . ?
C12 N3 C10 N11 -0.5(4) . . . . ?
C12 N7 N11 Zn2 -179.3(3) . . . . ?
C12 N7 N11 C10 0.3(4) . . . . ?
C13 N1 N5 Zn1 -178.0(3) . . . . ?
C13 N1 N5 C11 0.5(4) . . . . ?
C13 N4 C11 N5 1.5(5) . . . . ?
C13 N4 C11 N13A -167.5(6) . . . . ?
C14 C3 C7 C9 3.7(9) . . . . ?
C14 C3 C8 O1 125.3(5) . . . . ?
C14 C3 C8 O3 -54.9(7) . . . . ?
C14 C6 C16 C2 -176.0(4) . . . . ?
C14 C6 C16 C9 2.3(7) . . . . ?
C16 C6 C14 C3 0.6(6) . . . . ?
C16 C6 C14 C18 -174.5(4) . . . . ?
C17 N9 C1 N8 -0.7(5) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.331 -0.617 -0.226 1457.8 332.7 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
