# 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_22_sq
_database_code_depnum_ccdc_archive 'CCDC 1939329'
loop_
_audit_author_name
_audit_author_address
'Jianwen Lan'
;Harbin Institute of Technology
China
;
_audit_update_record             
;
2019-07-09 deposited with the CCDC.	2020-03-23 downloaded from the CCDC.
;
_audit_creation_date             2019-02-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.25(C128 H80 N16 O64 Zn12)'
_chemical_formula_sum            'C32 H20 N4 O16 Zn3'
_chemical_formula_weight         912.63
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   33.5352(13)
_cell_length_b                   9.8226(4)
_cell_length_c                   18.0794(7)
_cell_angle_alpha                90
_cell_angle_beta                 92.633(2)
_cell_angle_gamma                90
_cell_volume                     5949.1(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9924
_cell_measurement_temperature    303(2)
_cell_measurement_theta_max      27.10
_cell_measurement_theta_min      2.43
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.248
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6453
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0993 before and 0.0560 after correction. The Ratio of minimum to maximum transmission is 0.8654. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.019
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1832
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0611
_diffrn_reflns_av_unetI/netI     0.0341
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            43220
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.345
_diffrn_reflns_theta_min         2.161
_diffrn_ambient_temperature      302.93
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4198
_reflns_number_total             5401
_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 (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.768
_refine_diff_density_min         -0.370
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         5401
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0404
_refine_ls_restrained_S_all      1.118
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0755P)²+7.6211P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1340
_refine_ls_wR_factor_ref         0.1414
_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) groups
2. Others
 Fixed Sof: N1A(0.5) H1AA(0.5) H1AB(0.5) N1B(0.5) H1BA(0.5) H1BB(0.5) N2(0.5)
 H2A(0.5) H2B(0.5) N3(0.5) H3A(0.5) H3B(0.5) H4(0.5) H8(0.5)
3.a Rotating group:
 N1A(H1AA,H1AB), N1B(H1BA,H1BB), N2(H2A,H2B), N3(H3A,H3B)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C7(H7), C8(H8), C12(H12), C16(H16)
3.c Tetrahedral OH refined with riding coordinates:
 O6(H6)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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 0.34712(2) 0.30742(4) 0.51418(2) 0.03982(16) Uani 1 1 d . . . . .
Zn2 Zn 0.250000 -0.250000 1.000000 0.03687(17) Uani 1 2 d S T P . .
O1 O 0.34089(8) 0.1883(3) 0.59959(16) 0.0575(7) Uani 1 1 d . . . . .
O2 O 0.27451(8) 0.1976(3) 0.60190(14) 0.0519(7) Uani 1 1 d . . . . .
O3 O 0.34591(8) -0.1943(3) 0.92362(16) 0.0589(8) Uani 1 1 d . . . . .
O4 O 0.28496(8) -0.1193(3) 0.94463(14) 0.0502(6) Uani 1 1 d . . . . .
O5 O 0.40322(10) 0.3517(5) 0.5309(2) 0.0885(11) Uani 1 1 d . . . . .
O6 O 0.39487(13) 0.4808(7) 0.4351(3) 0.149(2) Uani 1 1 d . . . . .
H6 H 0.386725 0.420990 0.406642 0.223 Uiso 1 1 calc R . . . .
O7 O 0.32630(11) 0.5210(4) 0.5830(2) 0.0911(12) Uani 1 1 d . . . . .
O8 O 0.29686(7) 0.4138(3) 0.48940(15) 0.0489(6) Uani 1 1 d . . . . .
N1A N 0.3837(3) -0.113(2) 0.8108(8) 0.180(8) Uani 0.5 1 d . . . A 1
H1AA H 0.386077 -0.133477 0.858000 0.216 Uiso 0.5 1 d GR . . A 1
H1AB H 0.385654 -0.188932 0.785713 0.216 Uiso 0.5 1 d GR . . A 1
N1B N 0.2411(3) 0.1603(12) 0.7304(6) 0.114(4) Uani 0.5 1 d . . . B 2
H1BA H 0.233818 0.169660 0.681057 0.137 Uiso 0.5 1 d GR . . B 2
H1BB H 0.219849 0.117507 0.749869 0.137 Uiso 0.5 1 d GR . . B 2
N2 N 0.4734(5) 0.306(2) 0.5998(11) 0.231(12) Uani 0.5 1 d . . . C -1
H2A H 0.473211 0.340117 0.645120 0.277 Uiso 0.5 1 d GR . . C -1
H2B H 0.448974 0.276157 0.588868 0.277 Uiso 0.5 1 d GR . . C -1
N3 N 0.3004(3) 0.7552(8) 0.6267(5) 0.072(2) Uani 0.5 1 d . . . D -2
H3A H 0.322632 0.707495 0.623137 0.086 Uiso 0.5 1 d GR . . D -2
H3B H 0.307608 0.839597 0.637702 0.086 Uiso 0.5 1 d GR . . D -2
C1 C 0.30797(11) 0.1645(4) 0.6288(2) 0.0451(9) Uani 1 1 d . . . . .
C2 C 0.31014(11) 0.0905(4) 0.7007(2) 0.0458(9) Uani 1 1 d . . . . .
C3 C 0.34471(13) 0.0276(5) 0.7254(2) 0.0649(12) Uani 1 1 d . . . . .
H3 H 0.367052 0.033680 0.696913 0.078 Uiso 1 1 calc R . . . .
C4 C 0.34756(13) -0.0452(5) 0.7917(2) 0.0670(13) Uani 1 1 d . . . . .
H4 H 0.370976 -0.090331 0.806474 0.080 Uiso 0.5 1 calc R . . A 2
C5 C 0.31411(11) -0.0484(4) 0.8354(2) 0.0458(9) Uani 1 1 d . . . . .
C6 C 0.31501(11) -0.1260(4) 0.9066(2) 0.0435(8) Uani 1 1 d . . . . .
C7 C 0.27949(12) 0.0165(5) 0.8111(2) 0.0595(11) Uani 1 1 d . . . . .
H7 H 0.257367 0.013568 0.840230 0.071 Uiso 1 1 calc R . . . .
C8 C 0.27682(12) 0.0859(5) 0.7445(2) 0.0612(12) Uani 1 1 d . . . . .
H8 H 0.253193 0.129041 0.729031 0.073 Uiso 0.5 1 calc R . . B 1
C9 C 0.41589(16) 0.4302(7) 0.4846(4) 0.0925(18) Uani 1 1 d . . . . .
C10 C 0.45995(16) 0.4666(7) 0.4935(4) 0.097(2) Uani 1 1 d . . . . .
C11 C 0.48473(19) 0.4027(10) 0.5473(4) 0.130(3) Uani 1 1 d . . . . .
C12 C 0.47544(18) 0.5580(9) 0.4457(5) 0.139(3) Uani 1 1 d . . . . .
H12 H 0.459082 0.594527 0.407818 0.167 Uiso 1 1 calc R . . . .
C13 C 0.30102(12) 0.5197(4) 0.5319(3) 0.0541(10) Uani 1 1 d . . . . .
C14 C 0.27436(12) 0.6390(4) 0.5168(2) 0.0493(9) Uani 1 1 d . . . . .
C15 C 0.27612(13) 0.7530(4) 0.5632(2) 0.0544(10) Uani 1 1 d . . . . .
C16 C 0.25177(12) 0.8618(4) 0.5450(2) 0.0523(10) Uani 1 1 d . . . . .
H16 H 0.252845 0.938532 0.575213 0.063 Uiso 1 1 calc R . . . .


_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 1.956(3) . ?
Zn1 O3 1.978(3) 6 ?
Zn1 O5 1.941(3) . ?
Zn1 O8 2.016(3) . ?
Zn2 O2 2.048(3) 6_556 ?
Zn2 O2 2.048(3) 4_546 ?
Zn2 O4 2.033(2) . ?
Zn2 O4 2.033(2) 7_547 ?
Zn2 O8 2.263(2) 4_546 ?
Zn2 O8 2.263(2) 6_556 ?
O1 C1 1.267(4) . ?
O2 C1 1.245(5) . ?
O3 C6 1.261(4) . ?
O4 C6 1.248(4) . ?
O5 C9 1.229(7) . ?
O6 C9 1.219(7) . ?
O7 C13 1.224(5) . ?
O8 C13 1.297(5) . ?
N1A C4 1.414(11) . ?
N1B C8 1.416(10) . ?
N2 C11 1.407(15) . ?
N3 C15 1.378(8) . ?
C1 C2 1.489(5) . ?
C2 C3 1.370(6) . ?
C2 C8 1.399(5) . ?
C3 C4 1.396(6) . ?
C4 C5 1.401(5) . ?
C5 C6 1.495(5) . ?
C5 C7 1.379(5) . ?
C7 C8 1.383(6) . ?
C9 C10 1.522(7) . ?
C10 C11 1.398(9) . ?
C10 C12 1.365(9) . ?
C11 C12 1.391(8) 5_666 ?
C13 C14 1.491(6) . ?
C14 C15 1.398(6) . ?
C14 C16 1.388(5) 7_566 ?
C15 C16 1.376(6) . ?

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 108.58(14) . 6 ?
O1 Zn1 O8 111.53(11) . . ?
O3 Zn1 O8 97.01(12) 6 . ?
O5 Zn1 O1 98.55(16) . . ?
O5 Zn1 O3 103.75(14) . 6 ?
O5 Zn1 O8 135.48(16) . . ?
O2 Zn2 O2 180.0 4_546 6_556 ?
O2 Zn2 O8 90.17(10) 6_556 6_556 ?
O2 Zn2 O8 89.83(10) 6_556 4_546 ?
O2 Zn2 O8 90.17(10) 4_546 4_546 ?
O2 Zn2 O8 89.83(10) 4_546 6_556 ?
O4 Zn2 O2 93.88(11) . 6_556 ?
O4 Zn2 O2 86.12(11) . 4_546 ?
O4 Zn2 O2 93.88(11) 7_547 4_546 ?
O4 Zn2 O2 86.12(11) 7_547 6_556 ?
O4 Zn2 O4 180.0 7_547 . ?
O4 Zn2 O8 90.64(10) 7_547 6_556 ?
O4 Zn2 O8 89.36(10) . 6_556 ?
O4 Zn2 O8 89.36(10) 7_547 4_546 ?
O4 Zn2 O8 90.64(10) . 4_546 ?
O8 Zn2 O8 180.0 6_556 4_546 ?
C1 O1 Zn1 124.5(3) . . ?
C1 O2 Zn2 137.2(2) . 4_556 ?
C6 O3 Zn1 119.1(2) . 6_556 ?
C6 O4 Zn2 137.5(3) . . ?
C9 O5 Zn1 113.4(4) . . ?
Zn1 O8 Zn2 100.92(11) . 4_556 ?
C13 O8 Zn1 102.6(2) . . ?
C13 O8 Zn2 125.2(2) . 4_556 ?
O1 C1 C2 116.5(3) . . ?
O2 C1 O1 125.1(3) . . ?
O2 C1 C2 118.4(3) . . ?
C3 C2 C1 120.7(3) . . ?
C3 C2 C8 119.2(3) . . ?
C8 C2 C1 120.1(3) . . ?
C2 C3 C4 122.3(4) . . ?
C3 C4 N1A 118.4(6) . . ?
C3 C4 C5 118.1(4) . . ?
C5 C4 N1A 123.5(6) . . ?
C4 C5 C6 120.7(3) . . ?
C7 C5 C4 119.6(3) . . ?
C7 C5 C6 119.6(3) . . ?
O3 C6 C5 117.8(3) . . ?
O4 C6 O3 124.7(3) . . ?
O4 C6 C5 117.6(3) . . ?
C5 C7 C8 121.7(4) . . ?
C2 C8 N1B 124.9(5) . . ?
C7 C8 N1B 115.6(5) . . ?
C7 C8 C2 119.1(4) . . ?
O5 C9 C10 116.1(5) . . ?
O6 C9 O5 123.3(5) . . ?
O6 C9 C10 120.5(6) . . ?
C11 C10 C9 120.7(6) . . ?
C12 C10 C9 118.9(6) . . ?
C12 C10 C11 120.3(5) . . ?
C10 C11 N2 127.0(8) . . ?
C12 C11 N2 114.4(9) 5_666 . ?
C12 C11 C10 118.4(6) 5_666 . ?
C10 C12 C11 121.1(6) . 5_666 ?
O7 C13 O8 120.5(4) . . ?
O7 C13 C14 121.2(4) . . ?
O8 C13 C14 118.3(4) . . ?
C15 C14 C13 120.7(4) . . ?
C16 C14 C13 119.6(4) 7_566 . ?
C16 C14 C15 119.7(4) 7_566 . ?
N3 C15 C14 121.3(5) . . ?
C16 C15 N3 120.5(5) . . ?
C16 C15 C14 118.1(4) . . ?
C15 C16 C14 122.2(4) . 7_566 ?

_platon_squeeze_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 0.000 -0.167 0.241 1427 180 ' '
2 0.500 0.009 0.006 1427 180 ' '

_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'
