# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2018

####################################################################### 
# 
# 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_L-1
_database_code_depnum_ccdc_archive 'CCDC 1441952'
_audit_update_record             
;
2015-12-11 deposited with the CCDC.
2018-01-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H17 Cl2 N3 O4 S Zn'
_chemical_formula_sum            'C20 H17 Cl2 N3 O4 S Zn'
_chemical_formula_weight         531.70

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'
Cl Cl 0.1484 0.1585 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   17.3215(10)
_cell_length_b                   10.3684(6)
_cell_length_c                   14.0444(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 124.8310(10)
_cell_angle_gamma                90.00
_cell_volume                     2070.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2907
_cell_measurement_theta_min      2.3615
_cell_measurement_theta_max      27.472

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.706
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1080
_exptl_absorpt_coefficient_mu    1.580
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7975
_exptl_absorpt_correction_T_max  0.7975
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5520
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_av_sigmaI/netI    0.0545
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.36
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3562
_reflns_number_gt                3334
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SMART'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.031(9)
_refine_ls_number_reflns         3562
_refine_ls_number_parameters     280
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0267
_refine_ls_R_factor_gt           0.0238
_refine_ls_wR_factor_ref         0.0489
_refine_ls_wR_factor_gt          0.0478
_refine_ls_goodness_of_fit_ref   0.884
_refine_ls_restrained_S_all      0.884
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.37251(2) 0.65254(3) 0.16883(3) 0.01359(8) Uani 1 1 d . . .
S1 S 0.54469(5) 0.53660(7) 0.18071(6) 0.01421(16) Uani 1 1 d . . .
Cl1 Cl 0.47094(6) -0.06379(7) 0.09871(7) 0.02269(18) Uani 1 1 d . . .
Cl2 Cl 0.71474(5) 0.32262(7) 0.28274(7) 0.02189(17) Uani 1 1 d . . .
O1 O 0.28510(13) 0.0472(2) 0.02583(18) 0.0238(5) Uani 1 1 d . . .
O2 O 0.25209(13) 0.23300(18) -0.06823(18) 0.0208(5) Uani 1 1 d . . .
O3 O 0.60345(13) 0.57237(18) 0.14218(17) 0.0186(5) Uani 1 1 d . . .
O4 O 0.58499(13) 0.55077(19) 0.30274(17) 0.0194(5) Uani 1 1 d . . .
N1 N 0.44723(16) 0.6049(2) 0.1103(2) 0.0154(5) Uani 1 1 d . . .
H1A H 0.4242 0.6233 0.0391 0.018 Uiso 1 1 calc R . .
N2 N 0.34953(15) 0.5163(2) 0.2566(2) 0.0155(5) Uani 1 1 d . . .
N3 N 0.56628(16) -0.1970(2) 0.7126(2) 0.0141(5) Uani 1 1 d . . .
C1 C 0.41195(19) 0.1880(2) 0.0732(2) 0.0151(6) Uani 1 1 d . . .
C2 C 0.4862(2) 0.1025(3) 0.1188(3) 0.0159(6) Uani 1 1 d . . .
C3 C 0.57874(18) 0.1455(3) 0.1813(2) 0.0168(6) Uani 1 1 d . . .
H3A H 0.6278 0.0866 0.2104 0.020 Uiso 1 1 calc R . .
C4 C 0.59769(19) 0.2763(3) 0.2001(2) 0.0156(6) Uani 1 1 d . . .
C5 C 0.5246(2) 0.3654(3) 0.1546(2) 0.0142(6) Uani 1 1 d . . .
C6 C 0.4324(2) 0.3198(3) 0.0902(2) 0.0152(6) Uani 1 1 d . . .
H6A H 0.3831 0.3787 0.0575 0.018 Uiso 1 1 calc R . .
C7 C 0.30924(17) 0.1495(3) 0.0062(2) 0.0160(6) Uani 1 1 d . . .
C8 C 0.37647(19) 0.5411(3) 0.3650(3) 0.0189(6) Uani 1 1 d . . .
H8A H 0.4148 0.6124 0.4027 0.023 Uiso 1 1 calc R . .
C9 C 0.3504(2) 0.4663(3) 0.4242(3) 0.0199(7) Uani 1 1 d . . .
H9A H 0.3710 0.4875 0.4996 0.024 Uiso 1 1 calc R . .
C10 C 0.29319(19) 0.3595(3) 0.3695(3) 0.0165(6) Uani 1 1 d . . .
C11 C 0.2657(2) 0.3327(3) 0.2575(3) 0.0183(7) Uani 1 1 d . . .
H11A H 0.2276 0.2618 0.2181 0.022 Uiso 1 1 calc R . .
C12 C 0.2950(2) 0.4110(3) 0.2046(3) 0.0184(7) Uani 1 1 d . . .
H12A H 0.2764 0.3905 0.1299 0.022 Uiso 1 1 calc R . .
C13 C 0.2619(2) 0.2763(3) 0.4303(3) 0.0201(7) Uani 1 1 d . . .
H13A H 0.1946 0.2627 0.3787 0.024 Uiso 1 1 calc R . .
H13B H 0.2747 0.3215 0.4984 0.024 Uiso 1 1 calc R . .
C14 C 0.31123(17) 0.1457(3) 0.4673(2) 0.0186(6) Uani 1 1 d . . .
H14A H 0.2954 0.0983 0.3988 0.022 Uiso 1 1 calc R . .
H14B H 0.2883 0.0967 0.5052 0.022 Uiso 1 1 calc R . .
C15 C 0.41793(17) 0.1575(3) 0.5495(2) 0.0173(6) Uani 1 1 d . . .
H15A H 0.4409 0.1981 0.5080 0.021 Uiso 1 1 calc R . .
H15B H 0.4328 0.2145 0.6127 0.021 Uiso 1 1 calc R . .
C16 C 0.47037(19) 0.0323(3) 0.6005(2) 0.0148(6) Uani 1 1 d . . .
C17 C 0.56596(19) 0.0311(3) 0.6871(2) 0.0150(6) Uani 1 1 d . . .
H17A H 0.5998 0.1078 0.7086 0.018 Uiso 1 1 calc R . .
C18 C 0.61159(19) -0.0822(3) 0.7417(2) 0.0135(6) Uani 1 1 d . . .
H18A H 0.6756 -0.0797 0.8003 0.016 Uiso 1 1 calc R . .
C19 C 0.47431(19) -0.1970(3) 0.6243(2) 0.0159(6) Uani 1 1 d . . .
H19A H 0.4424 -0.2753 0.6015 0.019 Uiso 1 1 calc R . .
C20 C 0.4254(2) -0.0876(3) 0.5663(2) 0.0163(6) Uani 1 1 d . . .
H20A H 0.3624 -0.0931 0.5044 0.020 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 N1 1.952(2) . ?
Zn1 O2 1.9664(19) 4 ?
Zn1 N2 2.058(2) . ?
Zn1 N3 2.077(2) 2_666 ?
S1 O4 1.442(2) . ?
S1 O3 1.448(2) . ?
S1 N1 1.556(2) . ?
S1 C5 1.806(3) . ?
Cl1 C2 1.743(3) . ?
Cl2 C4 1.732(3) . ?
O1 C7 1.228(4) . ?
O2 C7 1.281(4) . ?
O2 Zn1 1.9664(19) 4_545 ?
N1 H1A 0.8600 . ?
N2 C8 1.337(4) . ?
N2 C12 1.353(4) . ?
N3 C19 1.349(3) . ?
N3 C18 1.354(3) . ?
N3 Zn1 2.077(2) 2_646 ?
C1 C2 1.382(4) . ?
C1 C6 1.397(4) . ?
C1 C7 1.516(4) . ?
C2 C3 1.389(4) . ?
C3 C4 1.385(4) . ?
C3 H3A 0.9300 . ?
C4 C5 1.393(4) . ?
C5 C6 1.393(4) . ?
C6 H6A 0.9300 . ?
C8 C9 1.388(4) . ?
C8 H8A 0.9300 . ?
C9 C10 1.389(4) . ?
C9 H9A 0.9300 . ?
C10 C11 1.387(4) . ?
C10 C13 1.515(4) . ?
C11 C12 1.377(4) . ?
C11 H11A 0.9300 . ?
C12 H12A 0.9300 . ?
C13 C14 1.525(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.525(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.510(4) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.386(4) . ?
C16 C20 1.399(4) . ?
C17 C18 1.378(4) . ?
C17 H17A 0.9300 . ?
C18 H18A 0.9300 . ?
C19 C20 1.371(4) . ?
C19 H19A 0.9300 . ?
C20 H20A 0.9300 . ?

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
N1 Zn1 O2 121.62(10) . 4 ?
N1 Zn1 N2 118.71(9) . . ?
O2 Zn1 N2 102.31(9) 4 . ?
N1 Zn1 N3 111.71(9) . 2_666 ?
O2 Zn1 N3 96.06(9) 4 2_666 ?
N2 Zn1 N3 102.73(9) . 2_666 ?
O4 S1 O3 116.86(12) . . ?
O4 S1 N1 108.79(13) . . ?
O3 S1 N1 112.63(12) . . ?
O4 S1 C5 104.34(13) . . ?
O3 S1 C5 105.74(12) . . ?
N1 S1 C5 107.75(12) . . ?
C7 O2 Zn1 108.61(18) . 4_545 ?
S1 N1 Zn1 125.93(14) . . ?
S1 N1 H1A 117.0 . . ?
Zn1 N1 H1A 117.0 . . ?
C8 N2 C12 116.8(3) . . ?
C8 N2 Zn1 119.25(19) . . ?
C12 N2 Zn1 123.1(2) . . ?
C19 N3 C18 117.0(2) . . ?
C19 N3 Zn1 122.09(18) . 2_646 ?
C18 N3 Zn1 118.44(18) . 2_646 ?
C2 C1 C6 118.0(2) . . ?
C2 C1 C7 124.8(3) . . ?
C6 C1 C7 117.2(2) . . ?
C1 C2 C3 121.3(3) . . ?
C1 C2 Cl1 123.0(2) . . ?
C3 C2 Cl1 115.7(2) . . ?
C4 C3 C2 119.8(3) . . ?
C4 C3 H3A 120.1 . . ?
C2 C3 H3A 120.1 . . ?
C3 C4 C5 120.5(2) . . ?
C3 C4 Cl2 117.3(2) . . ?
C5 C4 Cl2 122.2(2) . . ?
C6 C5 C4 118.5(3) . . ?
C6 C5 S1 118.8(2) . . ?
C4 C5 S1 122.6(2) . . ?
C5 C6 C1 121.9(3) . . ?
C5 C6 H6A 119.1 . . ?
C1 C6 H6A 119.1 . . ?
O1 C7 O2 124.3(2) . . ?
O1 C7 C1 121.2(3) . . ?
O2 C7 C1 114.5(3) . . ?
N2 C8 C9 123.6(3) . . ?
N2 C8 H8A 118.2 . . ?
C9 C8 H8A 118.2 . . ?
C8 C9 C10 119.2(3) . . ?
C8 C9 H9A 120.4 . . ?
C10 C9 H9A 120.4 . . ?
C11 C10 C9 117.5(3) . . ?
C11 C10 C13 121.6(3) . . ?
C9 C10 C13 120.9(3) . . ?
C12 C11 C10 120.0(3) . . ?
C12 C11 H11A 120.0 . . ?
C10 C11 H11A 120.0 . . ?
N2 C12 C11 122.9(3) . . ?
N2 C12 H12A 118.5 . . ?
C11 C12 H12A 118.5 . . ?
C10 C13 C14 112.7(2) . . ?
C10 C13 H13A 109.0 . . ?
C14 C13 H13A 109.0 . . ?
C10 C13 H13B 109.0 . . ?
C14 C13 H13B 109.0 . . ?
H13A C13 H13B 107.8 . . ?
C13 C14 C15 112.8(3) . . ?
C13 C14 H14A 109.0 . . ?
C15 C14 H14A 109.0 . . ?
C13 C14 H14B 109.0 . . ?
C15 C14 H14B 109.0 . . ?
H14A C14 H14B 107.8 . . ?
C16 C15 C14 115.5(3) . . ?
C16 C15 H15A 108.4 . . ?
C14 C15 H15A 108.4 . . ?
C16 C15 H15B 108.4 . . ?
C14 C15 H15B 108.4 . . ?
H15A C15 H15B 107.5 . . ?
C17 C16 C20 116.4(3) . . ?
C17 C16 C15 121.2(3) . . ?
C20 C16 C15 122.3(2) . . ?
C18 C17 C16 120.9(3) . . ?
C18 C17 H17A 119.5 . . ?
C16 C17 H17A 119.5 . . ?
N3 C18 C17 122.1(3) . . ?
N3 C18 H18A 118.9 . . ?
C17 C18 H18A 118.9 . . ?
N3 C19 C20 123.4(3) . . ?
N3 C19 H19A 118.3 . . ?
C20 C19 H19A 118.3 . . ?
C19 C20 C16 119.8(3) . . ?
C19 C20 H20A 120.1 . . ?
C16 C20 H20A 120.1 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.236
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.049
####################################################################### 
# 
# 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_D-1
_database_code_depnum_ccdc_archive 'CCDC 1441953'
_audit_update_record             
;
2015-12-11 deposited with the CCDC.
2018-01-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H17 Cl2 N3 O4 S Zn'
_chemical_formula_sum            'C20 H17 Cl2 N3 O4 S Zn'
_chemical_formula_weight         531.70

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'
Cl Cl 0.1484 0.1585 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   17.3808(10)
_cell_length_b                   10.3874(6)
_cell_length_c                   14.2015(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 125.0040(10)
_cell_angle_gamma                90.00
_cell_volume                     2100.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4218
_cell_measurement_theta_min      2.418
_cell_measurement_theta_max      27.396

_exptl_crystal_description       Block
_exptl_crystal_colour            Pink
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.682
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1080
_exptl_absorpt_coefficient_mu    1.557
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7669
_exptl_absorpt_correction_T_max  0.8351
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5503
_diffrn_reflns_av_R_equivalents  0.0153
_diffrn_reflns_av_sigmaI/netI    0.0411
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.35
_diffrn_reflns_theta_max         25.01
_reflns_number_total             3084
_reflns_number_gt                2970
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SMART'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0153P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.008(7)
_refine_ls_number_reflns         3084
_refine_ls_number_parameters     280
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0199
_refine_ls_R_factor_gt           0.0189
_refine_ls_wR_factor_ref         0.0461
_refine_ls_wR_factor_gt          0.0457
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_restrained_S_all      0.989
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.372649(16) -0.14958(2) 0.170057(19) 0.03014(7) Uani 1 1 d . . .
S1 S 0.54350(4) -0.03373(5) 0.18095(5) 0.03152(13) Uani 1 1 d . . .
Cl1 Cl 0.47027(6) 0.56425(6) 0.09708(7) 0.05277(18) Uani 1 1 d . . .
Cl2 Cl 0.71327(4) 0.17956(7) 0.28294(6) 0.05105(17) Uani 1 1 d . . .
O1 O 0.28498(14) 0.4531(2) 0.02558(18) 0.0610(6) Uani 1 1 d . . .
O2 O 0.25215(12) 0.27232(17) -0.07084(15) 0.0460(4) Uani 1 1 d . . .
O3 O 0.60193(12) -0.07020(17) 0.14341(16) 0.0454(4) Uani 1 1 d . . .
O4 O 0.58305(12) -0.04648(18) 0.30215(15) 0.0442(4) Uani 1 1 d . . .
N1 N 0.44612(14) -0.10175(19) 0.11158(17) 0.0343(4) Uani 1 1 d . . .
H1A H 0.4226 -0.1199 0.0409 0.041 Uiso 1 1 calc R . .
N2 N 0.35089(13) -0.01333(19) 0.25851(17) 0.0345(4) Uani 1 1 d . . .
N3 N 0.56581(13) 0.69928(17) 0.71357(16) 0.0307(4) Uani 1 1 d . . .
C1 C 0.41105(15) 0.3137(2) 0.07179(18) 0.0312(5) Uani 1 1 d . . .
C2 C 0.48550(17) 0.3996(2) 0.1173(2) 0.0335(5) Uani 1 1 d . . .
C3 C 0.57772(15) 0.3558(3) 0.17980(19) 0.0384(5) Uani 1 1 d . . .
H3A H 0.6269 0.4142 0.2085 0.046 Uiso 1 1 calc R . .
C4 C 0.59631(15) 0.2256(2) 0.19927(19) 0.0329(5) Uani 1 1 d . . .
C5 C 0.52317(15) 0.1362(2) 0.15403(19) 0.0303(5) Uani 1 1 d . . .
C6 C 0.43183(16) 0.1823(2) 0.08917(19) 0.0306(5) Uani 1 1 d . . .
H6A H 0.3825 0.1236 0.0560 0.037 Uiso 1 1 calc R . .
C7 C 0.30903(14) 0.3523(3) 0.00509(17) 0.0350(5) Uani 1 1 d . . .
C8 C 0.37781(18) -0.0379(3) 0.3656(2) 0.0422(6) Uani 1 1 d . . .
H8A H 0.4158 -0.1092 0.4031 0.051 Uiso 1 1 calc R . .
C9 C 0.35228(19) 0.0366(2) 0.4236(2) 0.0427(6) Uani 1 1 d . . .
H9A H 0.3734 0.0158 0.4985 0.051 Uiso 1 1 calc R . .
C10 C 0.29517(16) 0.1423(2) 0.3701(2) 0.0349(5) Uani 1 1 d . . .
C11 C 0.26784(18) 0.1694(2) 0.2594(2) 0.0416(6) Uani 1 1 d . . .
H11A H 0.2302 0.2406 0.2206 0.050 Uiso 1 1 calc R . .
C12 C 0.29659(18) 0.0907(2) 0.2069(2) 0.0404(6) Uani 1 1 d . . .
H12A H 0.2776 0.1105 0.1326 0.048 Uiso 1 1 calc R . .
C13 C 0.26378(18) 0.2253(3) 0.4297(3) 0.0447(6) Uani 1 1 d . . .
H13A H 0.2762 0.1799 0.4968 0.054 Uiso 1 1 calc R . .
H13B H 0.1965 0.2387 0.3781 0.054 Uiso 1 1 calc R . .
C14 C 0.31257(16) 0.3557(3) 0.4671(2) 0.0444(6) Uani 1 1 d . . .
H14A H 0.2977 0.4028 0.3995 0.053 Uiso 1 1 calc R . .
H14B H 0.2883 0.4046 0.5029 0.053 Uiso 1 1 calc R . .
C15 C 0.41861(15) 0.3452(3) 0.55066(19) 0.0384(5) Uani 1 1 d . . .
H15A H 0.4327 0.2893 0.6134 0.046 Uiso 1 1 calc R . .
H15B H 0.4429 0.3041 0.5114 0.046 Uiso 1 1 calc R . .
C16 C 0.47030(16) 0.4707(2) 0.60092(19) 0.0315(5) Uani 1 1 d . . .
C17 C 0.56563(16) 0.4716(2) 0.6882(2) 0.0326(5) Uani 1 1 d . . .
H17A H 0.5994 0.3950 0.7106 0.039 Uiso 1 1 calc R . .
C18 C 0.61044(16) 0.5847(2) 0.74159(19) 0.0310(5) Uani 1 1 d . . .
H18A H 0.6744 0.5823 0.7997 0.037 Uiso 1 1 calc R . .
C19 C 0.47429(16) 0.6991(2) 0.6255(2) 0.0350(5) Uani 1 1 d . . .
H19A H 0.4423 0.7771 0.6024 0.042 Uiso 1 1 calc R . .
C20 C 0.42580(17) 0.5894(2) 0.5681(2) 0.0373(5) Uani 1 1 d . . .
H20A H 0.3628 0.5947 0.5070 0.045 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 N1 1.9452(19) . ?
Zn1 O2 1.9601(16) 4_545 ?
Zn1 N2 2.0662(19) . ?
Zn1 N3 2.0766(18) 2_646 ?
S1 O3 1.4423(17) . ?
S1 O4 1.4476(18) . ?
S1 N1 1.556(2) . ?
S1 C5 1.798(2) . ?
Cl1 C2 1.729(3) . ?
Cl2 C4 1.733(2) . ?
O1 C7 1.223(3) . ?
O2 C7 1.268(3) . ?
O2 Zn1 1.9601(16) 4 ?
N1 H1A 0.8600 . ?
N2 C8 1.335(3) . ?
N2 C12 1.342(3) . ?
N3 C19 1.346(3) . ?
N3 C18 1.350(3) . ?
N3 Zn1 2.0766(18) 2_666 ?
C1 C2 1.389(3) . ?
C1 C6 1.397(3) . ?
C1 C7 1.509(3) . ?
C2 C3 1.390(3) . ?
C3 C4 1.381(4) . ?
C3 H3A 0.9300 . ?
C4 C5 1.398(3) . ?
C5 C6 1.386(3) . ?
C6 H6A 0.9300 . ?
C8 C9 1.376(4) . ?
C8 H8A 0.9300 . ?
C9 C10 1.379(3) . ?
C9 H9A 0.9300 . ?
C10 C11 1.385(4) . ?
C10 C13 1.513(3) . ?
C11 C12 1.380(4) . ?
C11 H11A 0.9300 . ?
C12 H12A 0.9300 . ?
C13 C14 1.523(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.519(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.510(4) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C20 1.386(3) . ?
C16 C17 1.388(3) . ?
C17 C18 1.373(3) . ?
C17 H17A 0.9300 . ?
C18 H18A 0.9300 . ?
C19 C20 1.373(3) . ?
C19 H19A 0.9300 . ?
C20 H20A 0.9300 . ?

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
N1 Zn1 O2 121.71(8) . 4_545 ?
N1 Zn1 N2 118.59(8) . . ?
O2 Zn1 N2 101.98(8) 4_545 . ?
N1 Zn1 N3 111.61(8) . 2_646 ?
O2 Zn1 N3 96.41(7) 4_545 2_646 ?
N2 Zn1 N3 102.97(8) . 2_646 ?
O3 S1 O4 117.44(11) . . ?
O3 S1 N1 112.80(11) . . ?
O4 S1 N1 108.26(10) . . ?
O3 S1 C5 105.87(11) . . ?
O4 S1 C5 104.12(11) . . ?
N1 S1 C5 107.55(10) . . ?
C7 O2 Zn1 109.97(15) . 4 ?
S1 N1 Zn1 126.00(12) . . ?
S1 N1 H1A 117.0 . . ?
Zn1 N1 H1A 117.0 . . ?
C8 N2 C12 117.0(2) . . ?
C8 N2 Zn1 119.67(16) . . ?
C12 N2 Zn1 122.39(16) . . ?
C19 N3 C18 116.45(19) . . ?
C19 N3 Zn1 122.37(15) . 2_666 ?
C18 N3 Zn1 119.04(15) . 2_666 ?
C2 C1 C6 117.9(2) . . ?
C2 C1 C7 124.5(2) . . ?
C6 C1 C7 117.6(2) . . ?
C1 C2 C3 120.8(2) . . ?
C1 C2 Cl1 123.05(18) . . ?
C3 C2 Cl1 116.1(2) . . ?
C4 C3 C2 120.0(2) . . ?
C4 C3 H3A 120.0 . . ?
C2 C3 H3A 120.0 . . ?
C3 C4 C5 120.8(2) . . ?
C3 C4 Cl2 117.10(17) . . ?
C5 C4 Cl2 122.10(19) . . ?
C6 C5 C4 118.0(2) . . ?
C6 C5 S1 119.41(17) . . ?
C4 C5 S1 122.60(17) . . ?
C5 C6 C1 122.4(2) . . ?
C5 C6 H6A 118.8 . . ?
C1 C6 H6A 118.8 . . ?
O1 C7 O2 123.9(2) . . ?
O1 C7 C1 121.2(2) . . ?
O2 C7 C1 114.9(2) . . ?
N2 C8 C9 123.5(2) . . ?
N2 C8 H8A 118.3 . . ?
C9 C8 H8A 118.3 . . ?
C8 C9 C10 119.7(2) . . ?
C8 C9 H9A 120.1 . . ?
C10 C9 H9A 120.1 . . ?
C9 C10 C11 117.2(2) . . ?
C9 C10 C13 121.5(2) . . ?
C11 C10 C13 121.3(2) . . ?
C12 C11 C10 119.9(2) . . ?
C12 C11 H11A 120.0 . . ?
C10 C11 H11A 120.0 . . ?
N2 C12 C11 122.7(2) . . ?
N2 C12 H12A 118.6 . . ?
C11 C12 H12A 118.6 . . ?
C10 C13 C14 113.2(2) . . ?
C10 C13 H13A 108.9 . . ?
C14 C13 H13A 108.9 . . ?
C10 C13 H13B 108.9 . . ?
C14 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
C15 C14 C13 113.1(2) . . ?
C15 C14 H14A 109.0 . . ?
C13 C14 H14A 109.0 . . ?
C15 C14 H14B 109.0 . . ?
C13 C14 H14B 109.0 . . ?
H14A C14 H14B 107.8 . . ?
C16 C15 C14 115.7(2) . . ?
C16 C15 H15A 108.4 . . ?
C14 C15 H15A 108.4 . . ?
C16 C15 H15B 108.4 . . ?
C14 C15 H15B 108.4 . . ?
H15A C15 H15B 107.4 . . ?
C20 C16 C17 116.4(2) . . ?
C20 C16 C15 122.9(2) . . ?
C17 C16 C15 120.7(2) . . ?
C18 C17 C16 120.5(2) . . ?
C18 C17 H17A 119.8 . . ?
C16 C17 H17A 119.8 . . ?
N3 C18 C17 122.9(2) . . ?
N3 C18 H18A 118.5 . . ?
C17 C18 H18A 118.5 . . ?
N3 C19 C20 123.3(2) . . ?
N3 C19 H19A 118.4 . . ?
C20 C19 H19A 118.4 . . ?
C19 C20 C16 120.3(2) . . ?
C19 C20 H20A 119.9 . . ?
C16 C20 H20A 119.9 . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.184
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.038


#==========================================END







