# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_Compound_1
_database_code_depnum_ccdc_archive 'CCDC 1892957'
loop_
_audit_author_name
_audit_author_address
'Yanfeng Bi'
; Liaoning Shihua University
China
;
_audit_update_record             
;
2019-01-23 deposited with the CCDC.	2019-04-22 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            'C12 H20 N6 O11 S2 Zn2'
_chemical_formula_weight         619.20

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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+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                   14.6764(7)
_cell_length_b                   8.3407(4)
_cell_length_c                   16.8021(8)
_cell_angle_alpha                90
_cell_angle_beta                 101.397(2)
_cell_angle_gamma                90
_cell_volume                     2016.21(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4092
_cell_measurement_theta_min      2.4731
_cell_measurement_theta_max      25.0378

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.040
_exptl_crystal_F_000             1256
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    2.660
_shelx_estimated_absorpt_T_min   0.592
_shelx_estimated_absorpt_T_max   0.618
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.6326
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   
;
SADABS-2014/5 - Bruker AXS area detector scaling and absorption correction
;
_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 D8 QUEST'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8485
_diffrn_reflns_av_unetI/netI     0.0269
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.473
_diffrn_reflns_theta_max         25.086
_diffrn_reflns_theta_full        25.086
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1782
_reflns_number_gt                1537
_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 Instrument Service vV6.2.3'
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/5'
_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)+(0.0264P)²+3.5637P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1782
_refine_ls_number_parameters     151
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0350
_refine_ls_R_factor_gt           0.0258
_refine_ls_wR_factor_ref         0.0608
_refine_ls_wR_factor_gt          0.0574
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_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
Zn1 Zn 0.61821(2) 0.48838(4) 0.56788(2) 0.02089(11) Uani 1 1 d . . . . .
S1 S 0.56827(5) 0.62485(8) 0.38828(4) 0.02163(17) Uani 1 1 d . . . . .
O1 O 0.58763(15) 0.6418(2) 0.48114(11) 0.0341(5) Uani 1 1 d . . . . .
O2 O 0.48028(15) 0.5231(2) 0.36758(12) 0.0316(5) Uani 1 1 d . . . . .
O3 O 0.54083(13) 0.7936(2) 0.35948(11) 0.0239(4) Uani 1 1 d . . . . .
O4 O 0.72872(13) 0.5522(2) 0.65023(11) 0.0260(5) Uani 1 1 d . . . . .
O5 O 0.65775(14) 0.7746(2) 0.67833(12) 0.0295(5) Uani 1 1 d . . . . .
N1 N 0.86113(16) 0.7651(3) 0.96613(13) 0.0215(5) Uani 1 1 d . . . . .
N2 N 0.87467(15) 0.5912(3) 0.77023(13) 0.0237(5) Uani 1 1 d . . . . .
H2A H 0.8589 0.4908 0.7794 0.036 Uiso 1 1 calc R U . . .
H2B H 0.9218 0.6218 0.8092 0.036 Uiso 1 1 calc R U . . .
H2C H 0.8917 0.5967 0.7223 0.036 Uiso 1 1 calc R U . . .
N3 N 0.89271(18) 0.5418(3) 1.03332(14) 0.0294(6) Uani 1 1 d . . . . .
H3 H 0.9168 0.4757 1.0709 0.035 Uiso 1 1 calc R U . . .
C1 C 0.72120(18) 0.6757(3) 0.69269(15) 0.0196(6) Uani 1 1 d . . . . .
C2 C 0.79423(18) 0.6981(3) 0.76999(15) 0.0194(6) Uani 1 1 d . . . . .
H2 H 0.8157 0.8096 0.7728 0.023 Uiso 1 1 calc R U . . .
C3 C 0.74743(19) 0.6651(3) 0.84211(15) 0.0222(6) Uani 1 1 d . . . . .
H3A H 0.7062 0.7539 0.8470 0.027 Uiso 1 1 calc R U . . .
H3B H 0.7093 0.5698 0.8301 0.027 Uiso 1 1 calc R U . . .
C4 C 0.81093(18) 0.6418(3) 0.92194(15) 0.0205(6) Uani 1 1 d . . . . .
C5 C 0.8307(2) 0.5045(3) 0.96428(17) 0.0290(7) Uani 1 1 d . . . . .
H5 H 0.8065 0.4034 0.9492 0.035 Uiso 1 1 calc R U . . .
C6 C 0.9095(2) 0.6976(3) 1.03237(17) 0.0275(7) Uani 1 1 d . . . . .
H6 H 0.9499 0.7523 1.0729 0.033 Uiso 1 1 calc R U . . .
O1W O 0.0000 0.3094(5) 0.7500 0.0727(12) Uani 1 2 d S T P . .
H1W H 0.0355 0.2503 0.7282 0.087 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 O1 1.9246(19) . ?
Zn1 O2 1.973(2) 5_666 ?
Zn1 O4 1.9853(18) . ?
Zn1 N1 1.989(2) 4_646 ?
S1 O3 1.5169(19) . ?
S1 O2 1.527(2) . ?
S1 O1 1.536(2) . ?
O2 Zn1 1.973(2) 5_666 ?
O4 C1 1.270(3) . ?
O5 C1 1.231(3) . ?
N1 C6 1.322(3) . ?
N1 C4 1.391(3) . ?
N1 Zn1 1.989(2) 4_656 ?
N2 C2 1.479(3) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 H2C 0.8900 . ?
N3 C6 1.324(4) . ?
N3 C5 1.362(4) . ?
N3 H3 0.8600 . ?
C1 C2 1.523(3) . ?
C2 C3 1.531(4) . ?
C2 H2 0.9800 . ?
C3 C4 1.487(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.349(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
O1W H1W 0.8500 . ?

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 O2 111.22(9) . 5_666 ?
O1 Zn1 O4 112.68(9) . . ?
O2 Zn1 O4 102.49(8) 5_666 . ?
O1 Zn1 N1 115.53(9) . 4_646 ?
O2 Zn1 N1 106.39(9) 5_666 4_646 ?
O4 Zn1 N1 107.54(8) . 4_646 ?
O3 S1 O2 106.49(11) . . ?
O3 S1 O1 102.88(11) . . ?
O2 S1 O1 105.12(12) . . ?
S1 O1 Zn1 132.59(13) . . ?
S1 O2 Zn1 125.46(12) . 5_666 ?
C1 O4 Zn1 117.33(17) . . ?
C6 N1 C4 105.9(2) . . ?
C6 N1 Zn1 123.62(19) . 4_656 ?
C4 N1 Zn1 129.32(17) . 4_656 ?
C2 N2 H2A 109.5 . . ?
C2 N2 H2B 109.5 . . ?
H2A N2 H2B 109.5 . . ?
C2 N2 H2C 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C6 N3 C5 108.0(2) . . ?
C6 N3 H3 126.0 . . ?
C5 N3 H3 126.0 . . ?
O5 C1 O4 125.4(2) . . ?
O5 C1 C2 117.5(2) . . ?
O4 C1 C2 117.0(2) . . ?
N2 C2 C1 110.8(2) . . ?
N2 C2 C3 111.8(2) . . ?
C1 C2 C3 107.6(2) . . ?
N2 C2 H2 108.8 . . ?
C1 C2 H2 108.8 . . ?
C3 C2 H2 108.8 . . ?
C4 C3 C2 116.0(2) . . ?
C4 C3 H3A 108.3 . . ?
C2 C3 H3A 108.3 . . ?
C4 C3 H3B 108.3 . . ?
C2 C3 H3B 108.3 . . ?
H3A C3 H3B 107.4 . . ?
C5 C4 N1 108.1(2) . . ?
C5 C4 C3 128.1(3) . . ?
N1 C4 C3 123.8(2) . . ?
C4 C5 N3 107.0(2) . . ?
C4 C5 H5 126.5 . . ?
N3 C5 H5 126.5 . . ?
N1 C6 N3 111.0(3) . . ?
N1 C6 H6 124.5 . . ?
N3 C6 H6 124.5 . . ?

_refine_diff_density_max         0.321
_refine_diff_density_min         -0.284
_refine_diff_density_rms         0.066

