# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_zz_sq
_database_code_depnum_ccdc_archive 'CCDC 1437473'
_audit_update_record             
;
2015-11-17 deposited with the CCDC.
2017-01-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ZJU-21
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H0 N2 O5 S Zn'
_chemical_formula_weight         337.56

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      trigonal
_space_group_IT_number           166
_space_group_name_H-M_alt        'R -3 m :H'
_space_group_name_Hall           '-R 3 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-y, z'
'-x+y, -x, z'
'y, x, -z'
'-x, -x+y, -z'
'x-y, -y, -z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'y+2/3, x+1/3, -z+1/3'
'-x+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, -y+1/3, -z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'y+1/3, x+2/3, -z+2/3'
'-x+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, -y+2/3, -z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z'
'x, x-y, z'
'-x+y, y, z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-y+2/3, -x+1/3, z+1/3'
'x+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, y+1/3, z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-y+1/3, -x+2/3, z+2/3'
'x+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, y+2/3, z+2/3'

_cell_length_a                   19.1998(12)
_cell_length_b                   19.1998(12)
_cell_length_c                   37.747(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     12050.5(16)
_cell_formula_units_Z            18
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    0.837
_exptl_crystal_F_000             2988
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.004
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            41575
_diffrn_reflns_av_unetI/netI     0.0966
_diffrn_reflns_av_R_equivalents  0.2200
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -46
_diffrn_reflns_limit_l_max       46
_diffrn_reflns_theta_min         1.338
_diffrn_reflns_theta_max         26.262
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2910
_reflns_number_gt                1352
_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-2014/6 (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)+(0.1802P)²] 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_number_reflns         2910
_refine_ls_number_parameters     121
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1735
_refine_ls_R_factor_gt           0.0811
_refine_ls_wR_factor_ref         0.3060
_refine_ls_wR_factor_gt          0.2273
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.012
_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 0.28519(6) 0.14260(3) 0.13328(3) 0.0560(5) Uani 1 2 d S T P . .
S1 S -0.0383(9) 0.1953(15) 0.3562(4) 0.252(15) Uani 0.25 1 d . . P . .
O1 O 0.2199(3) 0.1825(4) 0.15965(16) 0.0852(18) Uani 1 1 d . . . . .
O1B O 0.2955(3) 0.2213(4) 0.20854(16) 0.092(2) Uani 1 1 d . . . . .
O1C O 0.2374(6) 0.1187(3) 0.0851(2) 0.106(3) Uani 1 2 d S T P . .
C4 C 0.1081(4) 0.2162(7) 0.1906(3) 0.071(3) Uani 1 2 d S T P . .
H4 H 0.0995 0.1991 0.1671 0.085 Uiso 1 2 calc R U P . .
N3 N 0.119(4) 0.428(4) 0.2783(18) 0.30(5) Uani 0.25 1 d . . P . .
N2 N -0.009(3) 0.192(4) 0.3189(11) 0.177(19) Uani 0.25 1 d . . P . .
C5 C 0.1516(6) 0.3032(11) 0.2971(4) 0.104(5) Uani 1 2 d S T P . .
C6 C 0.2362(5) 0.2087(5) 0.1915(2) 0.073(2) Uani 1 1 d . . . . .
C7 C 0.1771(4) 0.2288(5) 0.2078(2) 0.072(2) Uani 1 1 d . . . . .
C7B C 0.1327(18) 0.359(2) 0.3083(8) 0.136(11) Uani 0.5 1 d . . P . .
C10 C 0.1375(5) 0.2750(9) 0.2601(3) 0.092(4) Uani 1 2 d S T P . .
C11B C 0.1904(5) 0.2592(6) 0.2421(2) 0.092(3) Uani 1 1 d . . . . .
H11B H 0.2376 0.2694 0.2535 0.110 Uiso 1 1 calc R U . . .
C20 C 0.0905(16) 0.275(3) 0.3222(7) 0.151(13) Uani 0.5 1 d . . P . .


_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 O1C 1.983(8) . ?
Zn1 O1 2.027(5) 23 ?
Zn1 O1 2.027(5) . ?
Zn1 O1B 2.035(6) 25 ?
Zn1 O1B 2.035(6) 11 ?
Zn1 Zn1 2.986(2) 25 ?
S1 N2 1.53(4) . ?
S1 N3 1.62(5) 18 ?
O1 C6 1.279(9) . ?
O1B C6 1.222(9) . ?
O1B Zn1 2.035(6) 25 ?
C4 C7 1.385(9) 24 ?
C4 C7 1.385(9) . ?
C4 H4 0.9300 . ?
N3 S1 1.62(5) 18 ?
N3 C7B 1.86(8) . ?
N2 C20 1.79(6) . ?
C5 C7B 1.36(3) 24 ?
C5 C7B 1.36(3) . ?
C5 C20 1.39(3) 24 ?
C5 C20 1.39(3) . ?
C5 C10 1.473(18) . ?
C6 C7 1.499(10) . ?
C7 C11B 1.391(11) . ?
C7B C20 1.47(3) 18 ?
C7B C20 1.48(4) . ?
C7B C7B 1.79(5) 24 ?
C10 C11B 1.377(10) . ?
C10 C11B 1.377(10) 24 ?
C11B H11B 0.9300 . ?
C20 C7B 1.47(3) 18 ?
C20 C20 1.81(4) 24 ?

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
O1C Zn1 O1 103.6(3) . 23 ?
O1C Zn1 O1 103.6(3) . . ?
O1 Zn1 O1 86.8(4) 23 . ?
O1C Zn1 O1B 97.9(3) . 25 ?
O1 Zn1 O1B 88.6(3) 23 25 ?
O1 Zn1 O1B 158.5(2) . 25 ?
O1C Zn1 O1B 97.9(3) . 11 ?
O1 Zn1 O1B 158.5(2) 23 11 ?
O1 Zn1 O1B 88.6(3) . 11 ?
O1B Zn1 O1B 87.9(4) 25 11 ?
O1C Zn1 Zn1 171.2(3) . 25 ?
O1 Zn1 Zn1 82.69(17) 23 25 ?
O1 Zn1 Zn1 82.69(17) . 25 ?
O1B Zn1 Zn1 75.88(17) 25 25 ?
O1B Zn1 Zn1 75.88(17) 11 25 ?
N2 S1 N3 121(3) . 18 ?
C6 O1 Zn1 122.3(5) . . ?
C6 O1B Zn1 132.1(6) . 25 ?
C7 C4 C7 121.0(11) 24 . ?
C7 C4 H4 119.5 24 . ?
C7 C4 H4 119.5 . . ?
S1 N3 C7B 93(4) 18 . ?
S1 N2 C20 98(3) . . ?
C7B C5 C7B 83(3) 24 . ?
C7B C5 C20 65.3(18) 24 24 ?
C7B C5 C20 116.4(17) . 24 ?
C7B C5 C20 116.4(17) 24 . ?
C7B C5 C20 65.3(18) . . ?
C20 C5 C20 81(3) 24 . ?
C7B C5 C10 120.9(16) 24 . ?
C7B C5 C10 120.9(16) . . ?
C20 C5 C10 122.7(16) 24 . ?
C20 C5 C10 122.7(16) . . ?
O1B C6 O1 126.3(7) . . ?
O1B C6 C7 118.8(7) . . ?
O1 C6 C7 114.8(8) . . ?
C4 C7 C11B 117.9(8) . . ?
C4 C7 C6 122.9(8) . . ?
C11B C7 C6 119.1(7) . . ?
C5 C7B C20 123(3) . 18 ?
C5 C7B C20 58.4(19) . . ?
C20 C7B C20 91(4) 18 . ?
C5 C7B C7B 48.6(13) . 24 ?
C20 C7B C7B 90.3(15) 18 24 ?
C20 C7B C7B 90.3(15) . 24 ?
C5 C7B N3 124(3) . . ?
C20 C7B N3 110(3) 18 . ?
C20 C7B N3 142(3) . . ?
C7B C7B N3 120(3) 24 . ?
C11B C10 C11B 116.1(11) . 24 ?
C11B C10 C5 121.9(6) . . ?
C11B C10 C5 121.9(6) 24 . ?
C10 C11B C7 123.5(8) . . ?
C10 C11B H11B 118.3 . . ?
C7 C11B H11B 118.3 . . ?
C5 C20 C7B 120(3) . 18 ?
C5 C20 C7B 56(2) . . ?
C7B C20 C7B 89(4) 18 . ?
C5 C20 N2 128(2) . . ?
C7B C20 N2 111(3) 18 . ?
C7B C20 N2 135(3) . . ?
C5 C20 C20 49.3(14) . 24 ?
C7B C20 C20 89.7(15) 18 24 ?
C7B C20 C20 89.7(15) . 24 ?
N2 C20 C20 128(2) . 24 ?

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
N3 S1 N2 C20 -23(6) 18 . . . ?
Zn1 O1B C6 O1 -12.3(15) 25 . . . ?
Zn1 O1B C6 C7 170.8(6) 25 . . . ?
Zn1 O1 C6 O1B 8.2(13) . . . . ?
Zn1 O1 C6 C7 -174.8(5) . . . . ?
C7 C4 C7 C11B -4.0(18) 24 . . . ?
C7 C4 C7 C6 174.1(7) 24 . . . ?
O1B C6 C7 C4 -179.6(9) . . . . ?
O1 C6 C7 C4 3.1(13) . . . . ?
O1B C6 C7 C11B -1.5(13) . . . . ?
O1 C6 C7 C11B -178.7(8) . . . . ?
C7B C5 C7B C20 -56(6) 24 . . 18 ?
C20 C5 C7B C20 2(7) 24 . . 18 ?
C20 C5 C7B C20 68(4) . . . 18 ?
C10 C5 C7B C20 -177(3) . . . 18 ?
C7B C5 C7B C20 -123.4(19) 24 . . . ?
C20 C5 C7B C20 -66(3) 24 . . . ?
C10 C5 C7B C20 115(2) . . . . ?
C20 C5 C7B C7B 58(2) 24 . . 24 ?
C20 C5 C7B C7B 123.4(19) . . . 24 ?
C10 C5 C7B C7B -122(3) . . . 24 ?
C7B C5 C7B N3 102(3) 24 . . . ?
C20 C5 C7B N3 160(3) 24 . . . ?
C20 C5 C7B N3 -135(4) . . . . ?
C10 C5 C7B N3 -20(4) . . . . ?
S1 N3 C7B C5 -180(3) 18 . . . ?
S1 N3 C7B C20 -19(4) 18 . . 18 ?
S1 N3 C7B C20 100(4) 18 . . . ?
S1 N3 C7B C7B -122(3) 18 . . 24 ?
C7B C5 C10 C11B 41(3) 24 . . . ?
C7B C5 C10 C11B 142(2) . . . . ?
C20 C5 C10 C11B -38(3) 24 . . . ?
C20 C5 C10 C11B -139(2) . . . . ?
C7B C5 C10 C11B -142(2) 24 . . 24 ?
C7B C5 C10 C11B -41(3) . . . 24 ?
C20 C5 C10 C11B 139(2) 24 . . 24 ?
C20 C5 C10 C11B 38(3) . . . 24 ?
C11B C10 C11B C7 0(2) 24 . . . ?
C5 C10 C11B C7 176.7(13) . . . . ?
C4 C7 C11B C10 2.1(18) . . . . ?
C6 C7 C11B C10 -176.1(11) . . . . ?
C7B C5 C20 C7B 2(7) 24 . . 18 ?
C7B C5 C20 C7B -65(4) . . . 18 ?
C20 C5 C20 C7B 59(5) 24 . . 18 ?
C10 C5 C20 C7B -177(3) . . . 18 ?
C7B C5 C20 C7B 68(3) 24 . . . ?
C20 C5 C20 C7B 124(2) 24 . . . ?
C10 C5 C20 C7B -112(2) . . . . ?
C7B C5 C20 N2 -168(3) 24 . . . ?
C7B C5 C20 N2 124(4) . . . . ?
C20 C5 C20 N2 -111(3) 24 . . . ?
C10 C5 C20 N2 12(5) . . . . ?
C7B C5 C20 C20 -56.8(19) 24 . . 24 ?
C7B C5 C20 C20 -124(2) . . . 24 ?
C10 C5 C20 C20 123(3) . . . 24 ?
C20 C7B C20 C5 -129.1(18) 18 . . . ?
C7B C7B C20 C5 -38.8(9) 24 . . . ?
N3 C7B C20 C5 106(4) . . . . ?
C5 C7B C20 C7B 128.4(16) . . . 18 ?
C20 C7B C20 C7B -1(3) 18 . . 18 ?
C7B C7B C20 C7B 89.7(14) 24 . . 18 ?
N3 C7B C20 C7B -125(4) . . . 18 ?
C5 C7B C20 N2 -113(3) . . . . ?
C20 C7B C20 N2 118(3) 18 . . . ?
C7B C7B C20 N2 -151(3) 24 . . . ?
N3 C7B C20 N2 -6(6) . . . . ?
C5 C7B C20 C20 38.8(9) . . . 24 ?
C20 C7B C20 C20 -90.3(15) 18 . . 24 ?
C7B C7B C20 C20 0.003(4) 24 . . 24 ?
N3 C7B C20 C20 145(4) . . . 24 ?
S1 N2 C20 C5 177(3) . . . . ?
S1 N2 C20 C7B 6(5) . . . 18 ?
S1 N2 C20 C7B -105(4) . . . . ?
S1 N2 C20 C20 113(3) . . . 24 ?

_refine_diff_density_max         0.690
_refine_diff_density_min         -0.541
_refine_diff_density_rms         0.157

_shelxl_version_number           2014/6



