# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_sq
_database_code_depnum_ccdc_archive 'CCDC 2106066'
loop_
_audit_author_name
_audit_author_address
'Lei Hou'
;Northwest University
China
;
_audit_update_record             
;
2021-08-28 deposited with the CCDC.	2021-10-29 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         ?
_chemical_formula_sum            'C20 H24 F6 N2 O8 Zn4'
_chemical_formula_weight         795.89

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'
F F 0.0171 0.0103 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           139
_space_group_name_H-M_alt        'I 4/m m m'
_space_group_name_Hall           '-I 4 2'

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

_cell_length_a                   18.7279(4)
_cell_length_b                   18.7279(4)
_cell_length_c                   11.8716(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4163.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    16293
_cell_measurement_theta_min      2.97
_cell_measurement_theta_max      25.39

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.270
_exptl_crystal_F_000             1584
_exptl_transmission_factor_min   0.6680
_exptl_transmission_factor_max   0.7452
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    2.334
_shelx_estimated_absorpt_T_min   0.751
_shelx_estimated_absorpt_T_max   0.800
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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 CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34450
_diffrn_reflns_av_unetI/netI     0.0104
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.976
_diffrn_reflns_theta_max         25.413
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             1131
_reflns_number_gt                1052
_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.
 
 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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_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)+(0.0155P)²+5.8943P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1131
_refine_ls_number_parameters     55
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0177
_refine_ls_R_factor_gt           0.0161
_refine_ls_wR_factor_ref         0.0416
_refine_ls_wR_factor_gt          0.0407
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_restrained_S_all      1.106
_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 0.0000 0.59005(2) 0.83841(2) 0.00974(8) Uani 1 2 d S T P . .
O1 O 0.08575(5) 0.65266(5) 0.80876(9) 0.0181(2) Uani 1 1 d . . . . .
C1 C 0.14062(7) 0.64062(7) 0.7500 0.0156(4) Uani 1 2 d S T P . .
C2 C 0.19740(7) 0.69740(7) 0.7500 0.0171(4) Uani 1 2 d S T P . .
C3 C 0.19338(9) 0.75451(9) 0.82269(16) 0.0357(4) Uani 1 1 d . . . . .
H3 H 0.1551 0.7582 0.8722 0.043 Uiso 1 1 d R U . . .
F1 F 0.0000 0.56813(6) 0.66329(9) 0.0122(2) Uani 1 2 d S T P . .
F2 F 0.0000 0.59936(9) 1.0000 0.0230(4) Uani 1 4 d S T P . .
N1 N 0.0000 0.66568(15) 0.5000 0.0367(7) Uani 1 4 d S T P . .
H11 H 0.0000 0.6373 0.5612 0.044 Uiso 1 2 d R U P . .
C4 C -0.06732(17) 0.70806(15) 0.5000 0.0454(7) Uani 1 2 d S T P . .
H4A H -0.1078 0.6766 0.5000 0.068 Uiso 1 2 d R U P . .
H4B H -0.0687 0.7376 0.5660 0.068 Uiso 1 1 d R 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
Zn1 F2 1.9262(3) . ?
Zn1 O1 2.0194(10) . ?
Zn1 O1 2.0195(10) 21 ?
Zn1 F1 2.1148(7) 28_556 ?
Zn1 F1 2.1148(7) 26_456 ?
Zn1 F1 2.1191(11) . ?
O1 C1 1.2623(13) . ?
C1 O1 1.2623(12) 14_456 ?
C1 C2 1.504(3) . ?
C2 C3 1.3764(19) . ?
C2 C3 1.3764(19) 14_456 ?
C3 C3 1.380(3) 22_665 ?
C3 H3 0.9299 . ?
F1 Zn1 2.1148(7) 28_556 ?
F1 Zn1 2.1148(7) 26_456 ?
F2 Zn1 1.9262(3) 19_557 ?
N1 C4 1.490(3) . ?
N1 C4 1.490(3) 21 ?
N1 H11 0.8999 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9601 . ?

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
F2 Zn1 O1 96.95(4) . . ?
F2 Zn1 O1 96.95(4) . 21 ?
O1 Zn1 O1 105.36(6) . 21 ?
F2 Zn1 F1 94.68(5) . 28_556 ?
O1 Zn1 F1 160.25(4) . 28_556 ?
O1 Zn1 F1 88.94(4) 21 28_556 ?
F2 Zn1 F1 94.68(5) . 26_456 ?
O1 Zn1 F1 88.95(4) . 26_456 ?
O1 Zn1 F1 160.25(4) 21 26_456 ?
F1 Zn1 F1 74.22(5) 28_556 26_456 ?
F2 Zn1 F1 174.02(6) . . ?
O1 Zn1 F1 86.65(3) . . ?
O1 Zn1 F1 86.65(3) 21 . ?
F1 Zn1 F1 80.57(4) 28_556 . ?
F1 Zn1 F1 80.57(4) 26_456 . ?
C1 O1 Zn1 129.79(10) . . ?
O1 C1 O1 126.60(17) 14_456 . ?
O1 C1 C2 116.70(9) 14_456 . ?
O1 C1 C2 116.70(9) . . ?
C3 C2 C3 118.6(2) . 14_456 ?
C3 C2 C1 120.72(10) . . ?
C3 C2 C1 120.72(10) 14_456 . ?
C2 C3 C3 120.72(10) . 22_665 ?
C2 C3 H3 119.7 . . ?
C3 C3 H3 119.5 22_665 . ?
Zn1 F1 Zn1 105.77(5) 28_556 26_456 ?
Zn1 F1 Zn1 97.25(3) 28_556 . ?
Zn1 F1 Zn1 97.25(3) 26_456 . ?
Zn1 F2 Zn1 169.61(10) . 19_557 ?
C4 N1 C4 115.6(3) . 21 ?
C4 N1 H11 108.3 . . ?
C4 N1 H11 108.3 21 . ?
N1 C4 H4A 109.9 . . ?
N1 C4 H4B 109.2 . . ?
H4A C4 H4B 109.5 . . ?

_refine_diff_density_max         0.285
_refine_diff_density_min         -0.304
_refine_diff_density_rms         0.044




