# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_bzms10
_database_code_depnum_ccdc_archive 'CCDC 2127030'
loop_
_audit_author_name
_audit_author_address
'Gerard Parkin'
;Columbia University
United States of America
;
_audit_update_record             
;
2021-12-07 deposited with the CCDC.	2022-02-04 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 H12 N2 S2 Zn'
_chemical_formula_weight         313.73

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'
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           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   9.8784(15)
_cell_length_b                   7.7634(12)
_cell_length_c                   17.249(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.619(2)
_cell_angle_gamma                90
_cell_volume                     1322.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    210(2)
_cell_measurement_reflns_used    6812
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      29.87

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.576
_exptl_crystal_F_000             640
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.430
_exptl_crystal_size_mid          0.390
_exptl_crystal_size_min          0.310
_exptl_absorpt_coefficient_mu    2.150
_shelx_estimated_absorpt_T_min   0.458
_shelx_estimated_absorpt_T_max   0.555
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.4684
_exptl_absorpt_correction_T_max  0.7112
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      210(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13560
_diffrn_reflns_av_unetI/netI     0.0752
_diffrn_reflns_av_R_equivalents  0.0871
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.062
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2707
_reflns_number_gt                2389
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.1301P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2707
_refine_ls_number_parameters     159
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0671
_refine_ls_R_factor_gt           0.0627
_refine_ls_wR_factor_ref         0.1755
_refine_ls_wR_factor_gt          0.1698
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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
Zn Zn 0.71455(4) 0.13888(5) 0.64503(2) 0.0361(2) Uani 1 1 d . . . . .
S1 S 0.97281(10) 0.27425(17) 0.56033(6) 0.0583(4) Uani 1 1 d . . . . .
S2 S 0.75473(12) 0.11050(13) 0.46472(6) 0.0484(3) Uani 1 1 d . . . . .
N1 N 0.8108(3) 0.3751(4) 0.67430(17) 0.0354(7) Uani 1 1 d . . . . .
N2 N 0.5694(3) 0.2293(3) 0.56189(15) 0.0331(6) Uani 1 1 d . . . . .
C1 C 0.8458(4) 0.1081(5) 0.5556(2) 0.0442(9) Uani 1 1 d . . . . .
C2 C 0.6361(4) 0.0334(5) 0.7384(2) 0.0456(8) Uani 1 1 d . . . . .
H2A H 0.5492 0.0861 0.7481 0.068 Uiso 1 1 calc R U . . .
H2B H 0.6969 0.0517 0.7828 0.068 Uiso 1 1 calc R U . . .
H2C H 0.6239 -0.0892 0.7300 0.068 Uiso 1 1 calc R U . . .
C11 C 0.9170(3) 0.4171(5) 0.6316(2) 0.0419(8) Uani 1 1 d . . . . .
C12 C 0.9873(4) 0.5714(7) 0.6443(2) 0.0614(12) Uani 1 1 d . . . . .
H12A H 1.0606 0.6010 0.6134 0.074 Uiso 1 1 calc R U . . .
C13 C 0.9474(5) 0.6791(7) 0.7026(3) 0.0634(12) Uani 1 1 d . . . . .
H13A H 0.9920 0.7846 0.7112 0.076 Uiso 1 1 calc R U . . .
C14 C 0.8418(5) 0.6313(6) 0.7483(3) 0.0588(12) Uani 1 1 d . . . . .
H14A H 0.8158 0.7011 0.7899 0.071 Uiso 1 1 calc R U . . .
C15 C 0.7755(4) 0.4808(5) 0.7322(2) 0.0446(8) Uani 1 1 d . . . . .
H15A H 0.7021 0.4496 0.7627 0.054 Uiso 1 1 calc R U . . .
C21 C 0.5974(4) 0.1981(4) 0.48806(19) 0.0374(7) Uani 1 1 d . . . . .
C22 C 0.5034(5) 0.2312(5) 0.4280(2) 0.0550(11) Uani 1 1 d . . . . .
H22A H 0.5237 0.2045 0.3765 0.066 Uiso 1 1 calc R U . . .
C23 C 0.3818(5) 0.3028(6) 0.4450(3) 0.0631(13) Uani 1 1 d . . . . .
H23A H 0.3176 0.3262 0.4052 0.076 Uiso 1 1 calc R U . . .
C24 C 0.3536(4) 0.3404(5) 0.5206(3) 0.0600(13) Uani 1 1 d . . . . .
H24A H 0.2711 0.3925 0.5330 0.072 Uiso 1 1 calc R U . . .
C25 C 0.4491(4) 0.3002(5) 0.5783(2) 0.0447(8) Uani 1 1 d . . . . .
H25A H 0.4293 0.3231 0.6303 0.054 Uiso 1 1 calc R U . . .
H1 H 0.886(4) 0.013(6) 0.562(2) 0.045(11) Uiso 1 1 d . . . . .


_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
Zn C2 1.984(3) . ?
Zn C1 2.057(4) . ?
Zn N2 2.119(3) . ?
Zn N1 2.120(3) . ?
S1 C11 1.757(4) . ?
S1 C1 1.800(4) . ?
S2 C21 1.754(4) . ?
S2 C1 1.785(4) . ?
N1 C11 1.338(5) . ?
N1 C15 1.346(5) . ?
N2 C21 1.333(4) . ?
N2 C25 1.347(5) . ?
C1 H1 0.84(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 H2C 0.9700 . ?
C11 C12 1.399(6) . ?
C12 C13 1.374(7) . ?
C12 H12A 0.9400 . ?
C13 C14 1.377(7) . ?
C13 H13A 0.9400 . ?
C14 C15 1.365(6) . ?
C14 H14A 0.9400 . ?
C15 H15A 0.9400 . ?
C21 C22 1.395(5) . ?
C22 C23 1.363(8) . ?
C22 H22A 0.9400 . ?
C23 C24 1.372(7) . ?
C23 H23A 0.9400 . ?
C24 C25 1.388(6) . ?
C24 H24A 0.9400 . ?
C25 H25A 0.9400 . ?

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
C2 Zn C1 146.09(16) . . ?
C2 Zn N2 114.45(14) . . ?
C1 Zn N2 87.69(14) . . ?
C2 Zn N1 110.27(14) . . ?
C1 Zn N1 89.50(15) . . ?
N2 Zn N1 99.51(10) . . ?
C11 S1 C1 104.60(18) . . ?
C21 S2 C1 103.33(17) . . ?
C11 N1 C15 118.9(3) . . ?
C11 N1 Zn 115.7(3) . . ?
C15 N1 Zn 125.4(3) . . ?
C21 N2 C25 118.9(3) . . ?
C21 N2 Zn 115.6(2) . . ?
C25 N2 Zn 125.3(2) . . ?
S2 C1 S1 111.5(2) . . ?
S2 C1 Zn 110.2(2) . . ?
S1 C1 Zn 109.6(2) . . ?
S2 C1 H1 110(3) . . ?
S1 C1 H1 107(3) . . ?
Zn C1 H1 108(3) . . ?
Zn C2 H2A 109.5 . . ?
Zn C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
Zn C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N1 C11 C12 121.1(4) . . ?
N1 C11 S1 119.8(3) . . ?
C12 C11 S1 119.1(3) . . ?
C13 C12 C11 118.9(4) . . ?
C13 C12 H12A 120.5 . . ?
C11 C12 H12A 120.5 . . ?
C12 C13 C14 119.5(4) . . ?
C12 C13 H13A 120.2 . . ?
C14 C13 H13A 120.2 . . ?
C15 C14 C13 118.7(4) . . ?
C15 C14 H14A 120.6 . . ?
C13 C14 H14A 120.6 . . ?
N1 C15 C14 122.7(4) . . ?
N1 C15 H15A 118.6 . . ?
C14 C15 H15A 118.6 . . ?
N2 C21 C22 121.6(4) . . ?
N2 C21 S2 119.9(3) . . ?
C22 C21 S2 118.5(3) . . ?
C23 C22 C21 119.2(4) . . ?
C23 C22 H22A 120.4 . . ?
C21 C22 H22A 120.4 . . ?
C22 C23 C24 119.7(4) . . ?
C22 C23 H23A 120.2 . . ?
C24 C23 H23A 120.2 . . ?
C23 C24 C25 118.8(4) . . ?
C23 C24 H24A 120.6 . . ?
C25 C24 H24A 120.6 . . ?
N2 C25 C24 121.8(4) . . ?
N2 C25 H25A 119.1 . . ?
C24 C25 H25A 119.1 . . ?

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
C21 S2 C1 S1 -105.9(2) . . . . ?
C21 S2 C1 Zn 16.0(2) . . . . ?
C11 S1 C1 S2 113.3(2) . . . . ?
C11 S1 C1 Zn -9.0(2) . . . . ?
C15 N1 C11 C12 -2.7(5) . . . . ?
Zn N1 C11 C12 178.7(3) . . . . ?
C15 N1 C11 S1 175.5(2) . . . . ?
Zn N1 C11 S1 -3.2(3) . . . . ?
C1 S1 C11 N1 8.0(3) . . . . ?
C1 S1 C11 C12 -173.8(3) . . . . ?
N1 C11 C12 C13 1.3(6) . . . . ?
S1 C11 C12 C13 -176.9(3) . . . . ?
C11 C12 C13 C14 1.5(7) . . . . ?
C12 C13 C14 C15 -2.8(7) . . . . ?
C11 N1 C15 C14 1.3(5) . . . . ?
Zn N1 C15 C14 179.8(3) . . . . ?
C13 C14 C15 N1 1.4(6) . . . . ?
C25 N2 C21 C22 -2.4(5) . . . . ?
Zn N2 C21 C22 172.0(3) . . . . ?
C25 N2 C21 S2 178.5(2) . . . . ?
Zn N2 C21 S2 -7.1(3) . . . . ?
C1 S2 C21 N2 -5.8(3) . . . . ?
C1 S2 C21 C22 175.0(3) . . . . ?
N2 C21 C22 C23 2.3(5) . . . . ?
S2 C21 C22 C23 -178.6(3) . . . . ?
C21 C22 C23 C24 -0.2(6) . . . . ?
C22 C23 C24 C25 -1.6(6) . . . . ?
C21 N2 C25 C24 0.4(5) . . . . ?
Zn N2 C25 C24 -173.4(3) . . . . ?
C23 C24 C25 N2 1.6(6) . . . . ?

_refine_diff_density_max         0.642
_refine_diff_density_min         -0.566
_refine_diff_density_rms         0.147

####################################################################### 
# 
# 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_bpzis10
_database_code_depnum_ccdc_archive 'CCDC 2127034'
loop_
_audit_author_name
_audit_author_address
'Gerard Parkin'
;Columbia University
United States of America
;
_audit_update_record             
;
2021-12-07 deposited with the CCDC.	2022-02-04 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            'C11 H9 I N2 S2 Zn'
_chemical_formula_weight         425.59

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'
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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

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

_cell_length_a                   14.3876(7)
_cell_length_b                   12.6862(6)
_cell_length_c                   7.5630(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1380.43(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    230(2)
_cell_measurement_reflns_used    8933
_cell_measurement_theta_min      2.83
_cell_measurement_theta_max      32.57

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.048
_exptl_crystal_F_000             816
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.410
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.250
_exptl_absorpt_coefficient_mu    4.296
_shelx_estimated_absorpt_T_min   0.272
_shelx_estimated_absorpt_T_max   0.413
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.5771
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      230(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16856
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_av_R_equivalents  0.0568
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.831
_diffrn_reflns_theta_max         33.039
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2645
_reflns_number_gt                2193
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0267P)²+0.3399P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2645
_refine_ls_number_parameters     85
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0367
_refine_ls_R_factor_gt           0.0273
_refine_ls_wR_factor_ref         0.0656
_refine_ls_wR_factor_gt          0.0618
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_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
I I 0.17666(2) 0.2500 0.20286(3) 0.03806(7) Uani 1 2 d S T P . .
Zn Zn 0.02515(2) 0.2500 0.37440(4) 0.02710(8) Uani 1 2 d S T P . .
S S -0.08484(4) 0.13191(5) 0.66555(7) 0.03612(12) Uani 1 1 d . . . . .
N N -0.05672(11) 0.12277(13) 0.3141(2) 0.0276(3) Uani 1 1 d . . . . .
C1 C -0.0178(2) 0.2500 0.6310(4) 0.0312(5) Uani 1 2 d S T P . .
H1 H 0.027(3) 0.2500 0.716(4) 0.033(9) Uiso 1 2 d S . P . .
C11 C -0.09823(13) 0.07767(15) 0.4532(3) 0.0288(4) Uani 1 1 d . . . . .
C12 C -0.15273(13) -0.01335(17) 0.4339(3) 0.0378(5) Uani 1 1 d . . . . .
H12A H -0.1802 -0.0457 0.5328 0.045 Uiso 1 1 calc R U . . .
C13 C -0.16505(16) -0.05415(19) 0.2670(4) 0.0442(5) Uani 1 1 d . . . . .
H13A H -0.2012 -0.1151 0.2511 0.053 Uiso 1 1 calc R U . . .
C14 C -0.12435(16) -0.00565(18) 0.1225(3) 0.0420(5) Uani 1 1 d . . . . .
H14A H -0.1336 -0.0318 0.0076 0.050 Uiso 1 1 calc R U . . .
C15 C -0.07032(15) 0.08148(17) 0.1517(3) 0.0352(4) Uani 1 1 d . . . . .
H15A H -0.0414 0.1139 0.0544 0.042 Uiso 1 1 calc 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
I Zn 2.5368(4) . ?
Zn C1 2.037(3) . ?
Zn N 2.0495(17) 7_565 ?
Zn N 2.0495(17) . ?
S C11 1.758(2) . ?
S C1 1.8011(17) . ?
N C11 1.338(2) . ?
N C15 1.349(3) . ?
C1 S 1.8011(17) 7_565 ?
C11 C12 1.403(3) . ?
C12 C13 1.376(4) . ?
C13 C14 1.384(4) . ?
C14 C15 1.369(3) . ?

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
C1 Zn N 92.17(7) . 7_565 ?
C1 Zn N 92.17(7) . . ?
N Zn N 103.91(9) 7_565 . ?
C1 Zn I 138.41(8) . . ?
N Zn I 112.33(5) 7_565 . ?
N Zn I 112.33(5) . . ?
C11 S C1 104.58(11) . . ?
C11 N C15 118.99(18) . . ?
C11 N Zn 114.72(13) . . ?
C15 N Zn 126.28(14) . . ?
S C1 S 112.56(16) 7_565 . ?
S C1 Zn 107.50(10) 7_565 . ?
S C1 Zn 107.50(10) . . ?
N C11 C12 121.30(19) . . ?
N C11 S 120.13(15) . . ?
C12 C11 S 118.57(16) . . ?
C13 C12 C11 118.5(2) . . ?
C12 C13 C14 120.2(2) . . ?
C15 C14 C13 118.2(2) . . ?
N C15 C14 122.8(2) . . ?

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
C11 S C1 S 109.81(14) . . . 7_565 ?
C11 S C1 Zn -8.38(14) . . . . ?
C15 N C11 C12 2.2(3) . . . . ?
Zn N C11 C12 -176.80(14) . . . . ?
C15 N C11 S -178.04(15) . . . . ?
Zn N C11 S 2.98(19) . . . . ?
C1 S C11 N 3.78(19) . . . . ?
C1 S C11 C12 -176.44(16) . . . . ?
N C11 C12 C13 -1.8(3) . . . . ?
S C11 C12 C13 178.39(16) . . . . ?
C11 C12 C13 C14 -0.1(3) . . . . ?
C12 C13 C14 C15 1.6(3) . . . . ?
C11 N C15 C14 -0.6(3) . . . . ?
Zn N C15 C14 178.25(16) . . . . ?
C13 C14 C15 N -1.3(3) . . . . ?

_refine_diff_density_max         0.587
_refine_diff_density_min         -1.017
_refine_diff_density_rms         0.113

####################################################################### 
# 
# 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_bzhs10_1
_database_code_depnum_ccdc_archive 'CCDC 2127039'
loop_
_audit_author_name
_audit_author_address
'Gerard Parkin'
;Columbia University
United States of America
;
_audit_update_record             
;
2021-12-07 deposited with the CCDC.	2022-02-04 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            'C11 H10 N2 S2 Zn'
_chemical_formula_weight         299.70

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'
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'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

_cell_length_a                   4.4685(3)
_cell_length_b                   13.4465(8)
_cell_length_c                   19.5517(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1174.78(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    9946
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      30.44

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.694
_exptl_crystal_F_000             608
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    2.416
_shelx_estimated_absorpt_T_min   0.728
_shelx_estimated_absorpt_T_max   0.889
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6175
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19419
_diffrn_reflns_av_unetI/netI     0.0371
_diffrn_reflns_av_R_equivalents  0.0433
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.838
_diffrn_reflns_theta_max         30.563
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3600
_reflns_number_gt                3212
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.701
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
 Refined as a 2-component inversion twin. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0210P)²+0.0103P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Refined as an inversion twin. 
;
_refine_ls_abs_structure_Flack   0.025(13)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3600
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0328
_refine_ls_R_factor_gt           0.0268
_refine_ls_wR_factor_ref         0.0551
_refine_ls_wR_factor_gt          0.0530
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.002
_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
Zn Zn 0.38564(7) 0.61278(2) 0.57882(2) 0.02308(8) Uani 1 1 d . . . . .
H1 H 0.243(8) 0.690(2) 0.5362(15) 0.043(10) Uiso 1 1 d . . . . .
S1 S 0.48901(17) 0.38208(5) 0.60326(3) 0.02580(14) Uani 1 1 d . . . . .
S2 S 0.50648(18) 0.51563(5) 0.72419(4) 0.02836(16) Uani 1 1 d . . . . .
N1 N 0.6622(5) 0.52512(15) 0.51567(10) 0.0214(5) Uani 1 1 d . . . . .
N2 N 0.6641(5) 0.67810(16) 0.65259(11) 0.0226(5) Uani 1 1 d . . . . .
C1 C 0.3336(7) 0.4910(2) 0.64289(15) 0.0247(6) Uani 1 1 d . . . . .
H01 H 0.148(9) 0.474(2) 0.6518(15) 0.044(10) Uiso 1 1 d . . . . .
C11 C 0.6774(6) 0.42805(19) 0.53082(13) 0.0215(6) Uani 1 1 d . . . . .
C12 C 0.8369(7) 0.36177(19) 0.48987(14) 0.0278(6) Uani 1 1 d . . . . .
H12A H 0.8476 0.2933 0.5017 0.033 Uiso 1 1 calc R U . . .
C13 C 0.9785(7) 0.3966(2) 0.43220(14) 0.0314(6) Uani 1 1 d . . . . .
H13A H 1.0872 0.3525 0.4035 0.038 Uiso 1 1 calc R U . . .
C14 C 0.9601(7) 0.4977(2) 0.41644(15) 0.0311(7) Uani 1 1 d . . . . .
H14A H 1.0553 0.5237 0.3768 0.037 Uiso 1 1 calc R U . . .
C15 C 0.8017(7) 0.5586(2) 0.45943(13) 0.0268(6) Uani 1 1 d . . . . .
H15A H 0.7901 0.6274 0.4490 0.032 Uiso 1 1 calc R U . . .
C21 C 0.6871(6) 0.63093(19) 0.71262(13) 0.0237(6) Uani 1 1 d . . . . .
C22 C 0.8512(7) 0.6714(2) 0.76636(15) 0.0329(7) Uani 1 1 d . . . . .
H22A H 0.8717 0.6361 0.8082 0.039 Uiso 1 1 calc R U . . .
C23 C 0.9835(8) 0.7631(2) 0.75821(16) 0.0368(7) Uani 1 1 d . . . . .
H23A H 1.0915 0.7926 0.7948 0.044 Uiso 1 1 calc R U . . .
C24 C 0.9575(7) 0.8119(2) 0.69626(16) 0.0343(7) Uani 1 1 d . . . . .
H24A H 1.0488 0.8749 0.6894 0.041 Uiso 1 1 calc R U . . .
C25 C 0.7983(7) 0.7675(2) 0.64528(15) 0.0277(6) Uani 1 1 d . . . . .
H25A H 0.7807 0.8010 0.6027 0.033 Uiso 1 1 calc 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
Zn C1 2.075(3) . ?
Zn N2 2.098(2) . ?
Zn N1 2.107(2) . ?
Zn H1 1.48(3) . ?
S1 C11 1.760(3) . ?
S1 C1 1.796(3) . ?
S2 C21 1.763(3) . ?
S2 C1 1.798(3) . ?
N1 C11 1.340(3) . ?
N1 C15 1.342(3) . ?
N2 C21 1.338(3) . ?
N2 C25 1.351(3) . ?
C1 H01 0.88(4) . ?
C11 C12 1.394(4) . ?
C12 C13 1.375(4) . ?
C12 H12A 0.9500 . ?
C13 C14 1.397(4) . ?
C13 H13A 0.9500 . ?
C14 C15 1.370(4) . ?
C14 H14A 0.9500 . ?
C15 H15A 0.9500 . ?
C21 C22 1.392(4) . ?
C22 C23 1.378(4) . ?
C22 H22A 0.9500 . ?
C23 C24 1.382(4) . ?
C23 H23A 0.9500 . ?
C24 C25 1.362(4) . ?
C24 H24A 0.9500 . ?
C25 H25A 0.9500 . ?

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
C1 Zn N2 88.95(10) . . ?
C1 Zn N1 88.73(10) . . ?
N2 Zn N1 106.81(9) . . ?
C1 Zn H1 147.9(13) . . ?
N2 Zn H1 110.5(12) . . ?
N1 Zn H1 108.5(12) . . ?
C11 S1 C1 104.23(13) . . ?
C21 S2 C1 104.20(13) . . ?
C11 N1 C15 118.9(2) . . ?
C11 N1 Zn 116.43(18) . . ?
C15 N1 Zn 124.41(18) . . ?
C21 N2 C25 118.7(2) . . ?
C21 N2 Zn 116.76(18) . . ?
C25 N2 Zn 124.26(19) . . ?
S1 C1 S2 111.44(16) . . ?
S1 C1 Zn 109.86(15) . . ?
S2 C1 Zn 109.89(14) . . ?
S1 C1 H01 104(2) . . ?
S2 C1 H01 106(2) . . ?
Zn C1 H01 116(2) . . ?
N1 C11 C12 121.4(2) . . ?
N1 C11 S1 119.7(2) . . ?
C12 C11 S1 118.8(2) . . ?
C13 C12 C11 119.3(2) . . ?
C13 C12 H12A 120.4 . . ?
C11 C12 H12A 120.4 . . ?
C12 C13 C14 119.0(3) . . ?
C12 C13 H13A 120.5 . . ?
C14 C13 H13A 120.5 . . ?
C15 C14 C13 118.4(3) . . ?
C15 C14 H14A 120.8 . . ?
C13 C14 H14A 120.8 . . ?
N1 C15 C14 122.9(3) . . ?
N1 C15 H15A 118.6 . . ?
C14 C15 H15A 118.6 . . ?
N2 C21 C22 121.2(3) . . ?
N2 C21 S2 119.6(2) . . ?
C22 C21 S2 119.2(2) . . ?
C23 C22 C21 119.3(3) . . ?
C23 C22 H22A 120.4 . . ?
C21 C22 H22A 120.4 . . ?
C22 C23 C24 119.3(3) . . ?
C22 C23 H23A 120.3 . . ?
C24 C23 H23A 120.3 . . ?
C25 C24 C23 118.5(3) . . ?
C25 C24 H24A 120.7 . . ?
C23 C24 H24A 120.7 . . ?
N2 C25 C24 122.9(3) . . ?
N2 C25 H25A 118.5 . . ?
C24 C25 H25A 118.5 . . ?

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
C11 S1 C1 S2 -112.92(16) . . . . ?
C11 S1 C1 Zn 9.11(18) . . . . ?
C21 S2 C1 S1 115.96(16) . . . . ?
C21 S2 C1 Zn -6.05(18) . . . . ?
C15 N1 C11 C12 0.6(4) . . . . ?
Zn N1 C11 C12 175.6(2) . . . . ?
C15 N1 C11 S1 -178.5(2) . . . . ?
Zn N1 C11 S1 -3.6(3) . . . . ?
C1 S1 C11 N1 -3.8(3) . . . . ?
C1 S1 C11 C12 177.0(2) . . . . ?
N1 C11 C12 C13 -0.8(4) . . . . ?
S1 C11 C12 C13 178.4(2) . . . . ?
C11 C12 C13 C14 0.4(4) . . . . ?
C12 C13 C14 C15 0.2(4) . . . . ?
C11 N1 C15 C14 0.0(4) . . . . ?
Zn N1 C15 C14 -174.5(2) . . . . ?
C13 C14 C15 N1 -0.4(5) . . . . ?
C25 N2 C21 C22 -1.5(4) . . . . ?
Zn N2 C21 C22 -175.9(2) . . . . ?
C25 N2 C21 S2 178.4(2) . . . . ?
Zn N2 C21 S2 4.0(3) . . . . ?
C1 S2 C21 N2 1.5(2) . . . . ?
C1 S2 C21 C22 -178.6(2) . . . . ?
N2 C21 C22 C23 2.2(4) . . . . ?
S2 C21 C22 C23 -177.7(2) . . . . ?
C21 C22 C23 C24 -1.8(5) . . . . ?
C22 C23 C24 C25 0.7(5) . . . . ?
C21 N2 C25 C24 0.3(4) . . . . ?
Zn N2 C25 C24 174.3(2) . . . . ?
C23 C24 C25 N2 0.1(5) . . . . ?

_refine_diff_density_max         0.306
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.064

####################################################################### 
# 
# 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_bpzcls10
_database_code_depnum_ccdc_archive 'CCDC 2127037'
loop_
_audit_author_name
_audit_author_address
'Gerard Parkin'
;Columbia University
United States of America
;
_audit_update_record             
;
2021-12-07 deposited with the CCDC.	2022-02-04 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            'C11 H9 Cl N2 S2 Zn'
_chemical_formula_weight         334.14

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'
S S 0.1246 0.1234 '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'
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           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   13.5944(9)
_cell_length_b                   12.8018(9)
_cell_length_c                   7.6066(5)
_cell_angle_alpha                90
_cell_angle_beta                 105.6056(9)
_cell_angle_gamma                90
_cell_volume                     1275.00(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    190(2)
_cell_measurement_reflns_used    9969
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      32.92

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.741
_exptl_crystal_F_000             672
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    2.439
_shelx_estimated_absorpt_T_min   0.628
_shelx_estimated_absorpt_T_max   0.867
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6170
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      190(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22444
_diffrn_reflns_av_unetI/netI     0.0486
_diffrn_reflns_av_R_equivalents  0.0671
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.555
_diffrn_reflns_theta_max         33.149
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4652
_reflns_number_gt                3666
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0552P)²+0.1625P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4652
_refine_ls_number_parameters     158
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0565
_refine_ls_R_factor_gt           0.0425
_refine_ls_wR_factor_ref         0.1104
_refine_ls_wR_factor_gt          0.1022
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.084
_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
Zn Zn 0.28469(2) 0.50090(2) 0.79039(3) 0.02388(8) Uani 1 1 d . . . . .
Cl Cl 0.42688(3) 0.44418(4) 0.73756(7) 0.03094(12) Uani 1 1 d . . . . .
S1 S 0.09755(4) 0.64607(4) 0.63479(7) 0.03299(13) Uani 1 1 d . . . . .
S2 S 0.06610(4) 0.44673(5) 0.81307(9) 0.03961(15) Uani 1 1 d . . . . .
N1 N 0.29279(11) 0.65881(12) 0.8387(2) 0.0236(3) Uani 1 1 d . . . . .
N2 N 0.26137(12) 0.42164(12) 1.0106(2) 0.0247(3) Uani 1 1 d . . . . .
C1 C 0.13160(16) 0.51064(17) 0.6663(3) 0.0316(4) Uani 1 1 d . . . . .
H1 H 0.113(2) 0.480(2) 0.545(4) 0.035(7) Uiso 1 1 d . . . . .
C11 C 0.20899(13) 0.71236(15) 0.7555(2) 0.0243(3) Uani 1 1 d . . . . .
C12 C 0.20604(17) 0.82155(17) 0.7604(3) 0.0334(4) Uani 1 1 d . . . . .
H12A H 0.1459 0.8584 0.6993 0.040 Uiso 1 1 calc R U . . .
C13 C 0.29187(18) 0.87445(17) 0.8553(3) 0.0359(5) Uani 1 1 d . . . . .
H13A H 0.2915 0.9486 0.8612 0.043 Uiso 1 1 calc R U . . .
C14 C 0.37921(17) 0.81891(17) 0.9424(3) 0.0330(4) Uani 1 1 d . . . . .
H14A H 0.4392 0.8543 1.0088 0.040 Uiso 1 1 calc R U . . .
C15 C 0.37703(14) 0.71203(15) 0.9307(3) 0.0276(4) Uani 1 1 d . . . . .
H15A H 0.4368 0.6739 0.9892 0.033 Uiso 1 1 calc R U . . .
C21 C 0.16313(15) 0.40777(14) 1.0064(3) 0.0280(4) Uani 1 1 d . . . . .
C22 C 0.13499(18) 0.35923(16) 1.1500(4) 0.0374(5) Uani 1 1 d . . . . .
H22A H 0.0650 0.3516 1.1466 0.045 Uiso 1 1 calc R U . . .
C23 C 0.2101(2) 0.32278(17) 1.2962(4) 0.0410(5) Uani 1 1 d . . . . .
H23A H 0.1924 0.2903 1.3958 0.049 Uiso 1 1 calc R U . . .
C24 C 0.3122(2) 0.33358(17) 1.2977(3) 0.0376(5) Uani 1 1 d . . . . .
H24A H 0.3651 0.3065 1.3954 0.045 Uiso 1 1 calc R U . . .
C25 C 0.33453(16) 0.38451(15) 1.1541(3) 0.0304(4) Uani 1 1 d . . . . .
H25A H 0.4041 0.3939 1.1558 0.036 Uiso 1 1 calc 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
Zn C1 2.045(2) . ?
Zn N1 2.0524(16) . ?
Zn N2 2.0547(17) . ?
Zn Cl 2.2007(5) . ?
S1 C11 1.763(2) . ?
S1 C1 1.794(2) . ?
S2 C21 1.763(2) . ?
S2 C1 1.801(2) . ?
N1 C11 1.334(2) . ?
N1 C15 1.354(2) . ?
N2 C21 1.339(2) . ?
N2 C25 1.350(3) . ?
C11 C12 1.399(3) . ?
C12 C13 1.374(3) . ?
C13 C14 1.390(3) . ?
C14 C15 1.371(3) . ?
C21 C22 1.397(3) . ?
C22 C23 1.373(4) . ?
C23 C24 1.392(3) . ?
C24 C25 1.374(3) . ?

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
C1 Zn N1 91.23(7) . . ?
C1 Zn N2 92.60(8) . . ?
N1 Zn N2 110.68(6) . . ?
C1 Zn Cl 140.43(7) . . ?
N1 Zn Cl 110.50(4) . . ?
N2 Zn Cl 108.76(5) . . ?
C11 S1 C1 103.94(9) . . ?
C21 S2 C1 105.17(10) . . ?
C11 N1 C15 118.82(16) . . ?
C11 N1 Zn 115.04(12) . . ?
C15 N1 Zn 125.81(12) . . ?
C21 N2 C25 119.08(18) . . ?
C21 N2 Zn 114.67(13) . . ?
C25 N2 Zn 126.24(14) . . ?
S1 C1 S2 111.67(12) . . ?
S1 C1 Zn 108.34(10) . . ?
S2 C1 Zn 107.33(11) . . ?
N1 C11 C12 121.84(18) . . ?
N1 C11 S1 120.26(14) . . ?
C12 C11 S1 117.90(15) . . ?
C13 C12 C11 118.69(19) . . ?
C12 C13 C14 119.62(19) . . ?
C15 C14 C13 118.6(2) . . ?
N1 C15 C14 122.43(18) . . ?
N2 C21 C22 121.4(2) . . ?
N2 C21 S2 120.02(16) . . ?
C22 C21 S2 118.51(16) . . ?
C23 C22 C21 119.0(2) . . ?
C22 C23 C24 119.7(2) . . ?
C25 C24 C23 118.3(2) . . ?
N2 C25 C24 122.5(2) . . ?

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
C11 S1 C1 S2 109.82(12) . . . . ?
C11 S1 C1 Zn -8.17(13) . . . . ?
C21 S2 C1 S1 -116.25(12) . . . . ?
C21 S2 C1 Zn 2.35(13) . . . . ?
C15 N1 C11 C12 0.2(3) . . . . ?
Zn N1 C11 C12 -173.68(15) . . . . ?
C15 N1 C11 S1 -179.81(14) . . . . ?
Zn N1 C11 S1 6.33(19) . . . . ?
C1 S1 C11 N1 1.43(18) . . . . ?
C1 S1 C11 C12 -178.56(17) . . . . ?
N1 C11 C12 C13 -0.6(3) . . . . ?
S1 C11 C12 C13 179.39(16) . . . . ?
C11 C12 C13 C14 0.4(3) . . . . ?
C12 C13 C14 C15 0.1(3) . . . . ?
C11 N1 C15 C14 0.4(3) . . . . ?
Zn N1 C15 C14 173.55(15) . . . . ?
C13 C14 C15 N1 -0.6(3) . . . . ?
C25 N2 C21 C22 2.4(3) . . . . ?
Zn N2 C21 C22 -177.24(15) . . . . ?
C25 N2 C21 S2 -175.27(14) . . . . ?
Zn N2 C21 S2 5.12(19) . . . . ?
C1 S2 C21 N2 -4.98(18) . . . . ?
C1 S2 C21 C22 177.31(16) . . . . ?
N2 C21 C22 C23 -1.7(3) . . . . ?
S2 C21 C22 C23 176.01(17) . . . . ?
C21 C22 C23 C24 -0.8(3) . . . . ?
C22 C23 C24 C25 2.4(3) . . . . ?
C21 N2 C25 C24 -0.6(3) . . . . ?
Zn N2 C25 C24 178.94(15) . . . . ?
C23 C24 C25 N2 -1.8(3) . . . . ?

_refine_diff_density_max         0.874
_refine_diff_density_min         -1.325
_refine_diff_density_rms         0.139

####################################################################### 
# 
# 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_bzncos10
_database_code_depnum_ccdc_archive 'CCDC 2127031'
loop_
_audit_author_name
_audit_author_address
'Gerard Parkin'
;Columbia University
United States of America
;
_audit_update_record             
;
2021-12-07 deposited with the CCDC.	2022-02-04 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 H9 N3 O S2 Zn'
_chemical_formula_weight         340.71

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           11
_space_group_name_H-M_alt        'P 21/m'
_space_group_name_Hall           '-P 2yb'

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

_cell_length_a                   7.4884(12)
_cell_length_b                   11.9978(19)
_cell_length_c                   7.5106(12)
_cell_angle_alpha                90
_cell_angle_beta                 101.799(2)
_cell_angle_gamma                90
_cell_volume                     660.53(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    179(2)
_cell_measurement_reflns_used    5227
_cell_measurement_theta_min      2.77
_cell_measurement_theta_max      30.42

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.713
_exptl_crystal_F_000             344
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    2.168
_shelx_estimated_absorpt_T_min   0.709
_shelx_estimated_absorpt_T_max   0.938
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6015
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      179(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10775
_diffrn_reflns_av_unetI/netI     0.0476
_diffrn_reflns_av_R_equivalents  0.0610
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.771
_diffrn_reflns_theta_max         30.629
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2116
_reflns_number_gt                1733
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0336P)²+0.1174P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2116
_refine_ls_number_parameters     97
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0424
_refine_ls_R_factor_gt           0.0317
_refine_ls_wR_factor_ref         0.0824
_refine_ls_wR_factor_gt          0.0758
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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
Zn Zn 0.52788(4) 0.7500 0.38914(4) 0.02256(11) Uani 1 2 d S T P . .
S S 0.30865(7) 0.62509(4) 0.63494(6) 0.02705(13) Uani 1 1 d . . . . .
O O 0.9992(3) 0.7500 0.1555(4) 0.0455(6) Uani 1 2 d S T P . .
N1 N 0.3719(2) 0.61371(13) 0.2954(2) 0.0215(3) Uani 1 1 d . . . . .
N2 N 0.7443(4) 0.7500 0.2935(4) 0.0383(6) Uani 1 2 d S T P . .
C1 C 0.4402(4) 0.7500 0.6276(3) 0.0228(5) Uani 1 2 d S T P . .
H1 H 0.543(4) 0.7500 0.742(4) 0.028(8) Uiso 1 2 d S . P . .
C2 C 0.8699(4) 0.7500 0.2267(4) 0.0257(5) Uani 1 2 d S T P . .
C11 C 0.2879(3) 0.56622(15) 0.4166(2) 0.0218(4) Uani 1 1 d . . . . .
C12 C 0.1811(3) 0.47043(17) 0.3748(3) 0.0273(4) Uani 1 1 d . . . . .
H12A H 0.1258 0.4360 0.4639 0.033 Uiso 1 1 calc R U . . .
C13 C 0.1577(3) 0.42698(17) 0.2011(3) 0.0308(4) Uani 1 1 d . . . . .
H13A H 0.0841 0.3627 0.1690 0.037 Uiso 1 1 calc R U . . .
C14 C 0.2421(3) 0.47754(18) 0.0735(3) 0.0316(5) Uani 1 1 d . . . . .
H14B H 0.2264 0.4494 -0.0470 0.038 Uiso 1 1 calc R U . . .
C15 C 0.3491(3) 0.56967(17) 0.1272(3) 0.0267(4) Uani 1 1 d . . . . .
H15A H 0.4096 0.6038 0.0418 0.032 Uiso 1 1 calc 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
Zn N2 1.902(3) . ?
Zn C1 2.029(3) . ?
Zn N1 2.0487(16) . ?
Zn N1 2.0488(16) 4_575 ?
S C11 1.7628(19) . ?
S C1 1.8006(16) . ?
O C2 1.198(3) . ?
N1 C11 1.335(2) . ?
N1 C15 1.348(2) . ?
N2 C2 1.153(4) . ?
C1 S 1.8006(16) 4_575 ?
C11 C12 1.399(3) . ?
C12 C13 1.383(3) . ?
C13 C14 1.391(3) . ?
C14 C15 1.376(3) . ?

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
N2 Zn C1 141.95(12) . . ?
N2 Zn N1 109.89(7) . . ?
C1 Zn N1 92.21(6) . . ?
N2 Zn N1 109.89(7) . 4_575 ?
C1 Zn N1 92.21(6) . 4_575 ?
N1 Zn N1 105.91(9) . 4_575 ?
C11 S C1 104.45(10) . . ?
C11 N1 C15 119.01(17) . . ?
C11 N1 Zn 114.91(12) . . ?
C15 N1 Zn 126.08(13) . . ?
C2 N2 Zn 176.5(3) . . ?
S C1 S 112.67(15) 4_575 . ?
S C1 Zn 107.76(9) 4_575 . ?
S C1 Zn 107.76(9) . . ?
N2 C2 O 179.3(3) . . ?
N1 C11 C12 121.67(17) . . ?
N1 C11 S 119.93(14) . . ?
C12 C11 S 118.39(15) . . ?
C13 C12 C11 118.54(19) . . ?
C12 C13 C14 119.9(2) . . ?
C15 C14 C13 117.89(19) . . ?
N1 C15 C14 122.95(19) . . ?

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
C11 S C1 S 111.08(13) . . . 4_575 ?
C11 S C1 Zn -7.66(13) . . . . ?
C15 N1 C11 C12 1.7(3) . . . . ?
Zn N1 C11 C12 -178.01(14) . . . . ?
C15 N1 C11 S -177.69(14) . . . . ?
Zn N1 C11 S 2.60(19) . . . . ?
C1 S C11 N1 3.51(18) . . . . ?
C1 S C11 C12 -175.90(16) . . . . ?
N1 C11 C12 C13 -2.3(3) . . . . ?
S C11 C12 C13 177.08(15) . . . . ?
C11 C12 C13 C14 1.0(3) . . . . ?
C12 C13 C14 C15 0.8(3) . . . . ?
C11 N1 C15 C14 0.2(3) . . . . ?
Zn N1 C15 C14 179.90(15) . . . . ?
C13 C14 C15 N1 -1.4(3) . . . . ?

_refine_diff_density_max         0.608
_refine_diff_density_min         -0.353
_refine_diff_density_rms         0.083

####################################################################### 
# 
# 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_bznts10_tri
_database_code_depnum_ccdc_archive 'CCDC 2127033'
loop_
_audit_author_name
_audit_author_address
'Gerard Parkin'
;Columbia University
United States of America
;
_audit_update_record             
;
2021-12-07 deposited with the CCDC.	2022-02-04 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            'C17 H27 N3 S2 Si2 Zn'
_chemical_formula_weight         459.08

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'
Si Si 0.0817 0.0704 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   6.9043(3)
_cell_length_b                   11.3468(6)
_cell_length_c                   15.0670(7)
_cell_angle_alpha                80.8856(7)
_cell_angle_beta                 79.8519(7)
_cell_angle_gamma                77.5709(7)
_cell_volume                     1125.73(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    6674
_cell_measurement_theta_min      2.17
_cell_measurement_theta_max      30.14

_exptl_crystal_description       rod
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.354
_exptl_crystal_F_000             480
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.388
_shelx_estimated_absorpt_T_min   0.788
_shelx_estimated_absorpt_T_max   0.934
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6458
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18776
_diffrn_reflns_av_unetI/netI     0.0613
_diffrn_reflns_av_R_equivalents  0.0461
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.384
_diffrn_reflns_theta_max         30.631
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6898
_reflns_number_gt                4817
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0345P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6898
_refine_ls_number_parameters     236
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0695
_refine_ls_R_factor_gt           0.0401
_refine_ls_wR_factor_ref         0.0872
_refine_ls_wR_factor_gt          0.0768
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.001
_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
Zn Zn 0.59099(4) 0.71397(2) 0.20986(2) 0.02397(8) Uani 1 1 d . . . . .
S1 S 0.61275(10) 0.61208(6) 0.02579(4) 0.03572(15) Uani 1 1 d . . . . .
S2 S 0.52466(9) 0.45324(5) 0.19962(4) 0.03071(13) Uani 1 1 d . . . . .
Si1 Si 0.39536(10) 0.97920(5) 0.24519(4) 0.02647(14) Uani 1 1 d . . . . .
Si2 Si 0.44966(9) 0.78503(5) 0.40495(4) 0.02572(14) Uani 1 1 d . . . . .
N1 N 0.8062(3) 0.74796(16) 0.09738(12) 0.0265(4) Uani 1 1 d . . . . .
N2 N 0.7827(3) 0.55419(15) 0.26283(12) 0.0242(4) Uani 1 1 d . . . . .
N3 N 0.4867(3) 0.83480(15) 0.29111(11) 0.0239(4) Uani 1 1 d . . . . .
C1 C 0.4862(3) 0.6057(2) 0.14119(15) 0.0272(5) Uani 1 1 d . . . . .
H1 H 0.344(4) 0.623(2) 0.1371(16) 0.043(7) Uiso 1 1 d . . . . .
C11 C 0.8043(3) 0.69186(19) 0.02595(14) 0.0283(5) Uani 1 1 d . . . . .
C12 C 0.9529(4) 0.6956(2) -0.05030(16) 0.0422(6) Uani 1 1 d . . . . .
H12A H 0.9517 0.6540 -0.1001 0.051 Uiso 1 1 calc R U . . .
C13 C 1.0994(4) 0.7599(3) -0.05180(19) 0.0496(7) Uani 1 1 d . . . . .
H13A H 1.2006 0.7640 -0.1032 0.060 Uiso 1 1 calc R U . . .
C14 C 1.1006(4) 0.8186(2) 0.02095(19) 0.0457(7) Uani 1 1 d . . . . .
H14A H 1.2017 0.8639 0.0206 0.055 Uiso 1 1 calc R U . . .
C15 C 0.9534(4) 0.8105(2) 0.09389(17) 0.0378(6) Uani 1 1 d . . . . .
H15A H 0.9547 0.8507 0.1444 0.045 Uiso 1 1 calc R U . . .
C21 C 0.7244(3) 0.45038(19) 0.25887(14) 0.0238(4) Uani 1 1 d . . . . .
C22 C 0.8193(3) 0.3388(2) 0.29961(15) 0.0305(5) Uani 1 1 d . . . . .
H22A H 0.7742 0.2662 0.2970 0.037 Uiso 1 1 calc R U . . .
C23 C 0.9783(4) 0.3355(2) 0.34344(16) 0.0352(5) Uani 1 1 d . . . . .
H23A H 1.0437 0.2606 0.3722 0.042 Uiso 1 1 calc R U . . .
C24 C 1.0432(3) 0.4423(2) 0.34560(16) 0.0336(5) Uani 1 1 d . . . . .
H24A H 1.1549 0.4417 0.3747 0.040 Uiso 1 1 calc R U . . .
C25 C 0.9423(3) 0.5485(2) 0.30469(15) 0.0303(5) Uani 1 1 d . . . . .
H25A H 0.9869 0.6218 0.3058 0.036 Uiso 1 1 calc R U . . .
C31 C 0.4679(5) 1.0017(2) 0.11926(16) 0.0548(8) Uani 1 1 d . . . . .
H31A H 0.6135 0.9951 0.1046 0.082 Uiso 1 1 calc R U . . .
H31B H 0.4011 1.0825 0.0947 0.082 Uiso 1 1 calc R U . . .
H31C H 0.4271 0.9394 0.0924 0.082 Uiso 1 1 calc R U . . .
C32 C 0.1128(4) 1.0195(2) 0.26407(18) 0.0438(6) Uani 1 1 d . . . . .
H32A H 0.0581 0.9524 0.2509 0.066 Uiso 1 1 calc R U . . .
H32B H 0.0682 1.0934 0.2237 0.066 Uiso 1 1 calc R U . . .
H32C H 0.0654 1.0337 0.3274 0.066 Uiso 1 1 calc R U . . .
C33 C 0.4931(4) 1.0978(2) 0.28849(19) 0.0444(7) Uani 1 1 d . . . . .
H33A H 0.6400 1.0807 0.2768 0.067 Uiso 1 1 calc R U . . .
H33B H 0.4481 1.0965 0.3540 0.067 Uiso 1 1 calc R U . . .
H33C H 0.4424 1.1782 0.2573 0.067 Uiso 1 1 calc R U . . .
C41 C 0.2581(4) 0.8925(2) 0.47384(16) 0.0415(6) Uani 1 1 d . . . . .
H41A H 0.2913 0.9738 0.4607 0.062 Uiso 1 1 calc R U . . .
H41B H 0.2581 0.8636 0.5387 0.062 Uiso 1 1 calc R U . . .
H41C H 0.1249 0.8961 0.4581 0.062 Uiso 1 1 calc R U . . .
C42 C 0.6824(4) 0.7606(3) 0.45822(18) 0.0566(8) Uani 1 1 d . . . . .
H42A H 0.7767 0.6894 0.4371 0.085 Uiso 1 1 calc R U . . .
H42B H 0.6481 0.7470 0.5245 0.085 Uiso 1 1 calc R U . . .
H42C H 0.7442 0.8326 0.4410 0.085 Uiso 1 1 calc R U . . .
C43 C 0.3550(4) 0.6385(2) 0.42607(17) 0.0471(7) Uani 1 1 d . . . . .
H43A H 0.4476 0.5786 0.3909 0.071 Uiso 1 1 calc R U . . .
H43B H 0.2220 0.6527 0.4075 0.071 Uiso 1 1 calc R U . . .
H43C H 0.3459 0.6078 0.4909 0.071 Uiso 1 1 calc 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
Zn N3 1.9217(16) . ?
Zn C1 2.038(2) . ?
Zn N1 2.0931(17) . ?
Zn N2 2.1345(17) . ?
S1 C11 1.757(2) . ?
S1 C1 1.801(2) . ?
S2 C21 1.762(2) . ?
S2 C1 1.800(2) . ?
Si1 N3 1.7061(18) . ?
Si1 C31 1.866(2) . ?
Si1 C33 1.875(2) . ?
Si1 C32 1.886(3) . ?
Si2 N3 1.7109(17) . ?
Si2 C42 1.869(3) . ?
Si2 C43 1.876(2) . ?
Si2 C41 1.881(2) . ?
N1 C11 1.338(3) . ?
N1 C15 1.349(3) . ?
N2 C21 1.337(3) . ?
N2 C25 1.348(3) . ?
C11 C12 1.401(3) . ?
C12 C13 1.364(4) . ?
C13 C14 1.372(4) . ?
C14 C15 1.365(3) . ?
C21 C22 1.396(3) . ?
C22 C23 1.369(3) . ?
C23 C24 1.386(3) . ?
C24 C25 1.368(3) . ?

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
N3 Zn C1 138.68(8) . . ?
N3 Zn N1 119.73(7) . . ?
C1 Zn N1 90.50(8) . . ?
N3 Zn N2 115.78(7) . . ?
C1 Zn N2 87.69(8) . . ?
N1 Zn N2 92.64(7) . . ?
C11 S1 C1 103.79(10) . . ?
C21 S2 C1 102.75(10) . . ?
N3 Si1 C31 111.89(10) . . ?
N3 Si1 C33 112.99(11) . . ?
C31 Si1 C33 105.24(13) . . ?
N3 Si1 C32 113.11(11) . . ?
C31 Si1 C32 104.92(13) . . ?
C33 Si1 C32 108.07(12) . . ?
N3 Si2 C42 112.90(11) . . ?
N3 Si2 C43 110.63(10) . . ?
C42 Si2 C43 108.24(14) . . ?
N3 Si2 C41 114.13(10) . . ?
C42 Si2 C41 105.07(12) . . ?
C43 Si2 C41 105.39(12) . . ?
C11 N1 C15 118.40(19) . . ?
C11 N1 Zn 114.96(15) . . ?
C15 N1 Zn 126.35(15) . . ?
C21 N2 C25 118.22(19) . . ?
C21 N2 Zn 114.30(14) . . ?
C25 N2 Zn 127.27(15) . . ?
Si1 N3 Si2 123.63(10) . . ?
Si1 N3 Zn 117.87(9) . . ?
Si2 N3 Zn 117.38(9) . . ?
S2 C1 S1 111.81(12) . . ?
S2 C1 Zn 108.64(11) . . ?
S1 C1 Zn 109.47(11) . . ?
N1 C11 C12 121.3(2) . . ?
N1 C11 S1 120.30(17) . . ?
C12 C11 S1 118.44(18) . . ?
C13 C12 C11 118.9(2) . . ?
C12 C13 C14 120.0(2) . . ?
C15 C14 C13 118.5(2) . . ?
N1 C15 C14 122.9(2) . . ?
N2 C21 C22 121.8(2) . . ?
N2 C21 S2 119.52(16) . . ?
C22 C21 S2 118.72(16) . . ?
C23 C22 C21 119.0(2) . . ?
C22 C23 C24 119.6(2) . . ?
C25 C24 C23 118.2(2) . . ?
N2 C25 C24 123.2(2) . . ?

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
C31 Si1 N3 Si2 179.19(14) . . . . ?
C33 Si1 N3 Si2 60.63(16) . . . . ?
C32 Si1 N3 Si2 -62.56(16) . . . . ?
C31 Si1 N3 Zn -13.26(17) . . . . ?
C33 Si1 N3 Zn -131.83(12) . . . . ?
C32 Si1 N3 Zn 104.98(12) . . . . ?
C42 Si2 N3 Si1 -108.55(15) . . . . ?
C43 Si2 N3 Si1 129.99(14) . . . . ?
C41 Si2 N3 Si1 11.35(17) . . . . ?
C42 Si2 N3 Zn 83.85(14) . . . . ?
C43 Si2 N3 Zn -37.61(15) . . . . ?
C41 Si2 N3 Zn -156.25(12) . . . . ?
C21 S2 C1 S1 96.79(13) . . . . ?
C21 S2 C1 Zn -24.14(13) . . . . ?
C11 S1 C1 S2 -111.43(13) . . . . ?
C11 S1 C1 Zn 9.01(14) . . . . ?
C15 N1 C11 C12 1.1(3) . . . . ?
Zn N1 C11 C12 -173.09(17) . . . . ?
C15 N1 C11 S1 -178.51(17) . . . . ?
Zn N1 C11 S1 7.3(2) . . . . ?
C1 S1 C11 N1 -10.8(2) . . . . ?
C1 S1 C11 C12 169.56(18) . . . . ?
N1 C11 C12 C13 -1.3(4) . . . . ?
S1 C11 C12 C13 178.34(19) . . . . ?
C11 C12 C13 C14 0.6(4) . . . . ?
C12 C13 C14 C15 0.2(4) . . . . ?
C11 N1 C15 C14 -0.3(4) . . . . ?
Zn N1 C15 C14 173.22(19) . . . . ?
C13 C14 C15 N1 -0.4(4) . . . . ?
C25 N2 C21 C22 2.5(3) . . . . ?
Zn N2 C21 C22 -172.70(16) . . . . ?
C25 N2 C21 S2 -176.71(15) . . . . ?
Zn N2 C21 S2 8.1(2) . . . . ?
C1 S2 C21 N2 10.41(19) . . . . ?
C1 S2 C21 C22 -168.80(17) . . . . ?
N2 C21 C22 C23 -1.1(3) . . . . ?
S2 C21 C22 C23 178.10(17) . . . . ?
C21 C22 C23 C24 -0.8(3) . . . . ?
C22 C23 C24 C25 1.2(3) . . . . ?
C21 N2 C25 C24 -2.1(3) . . . . ?
Zn N2 C25 C24 172.40(16) . . . . ?
C23 C24 C25 N2 0.3(3) . . . . ?

_refine_diff_density_max         0.448
_refine_diff_density_min         -0.295
_refine_diff_density_rms         0.079

####################################################################### 
# 
# 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_bzforms10
_database_code_depnum_ccdc_archive 'CCDC 2127032'
loop_
_audit_author_name
_audit_author_address
'Gerard Parkin'
;Columbia University
United States of America
;
_audit_update_record             
;
2021-12-07 deposited with the CCDC.	2022-02-04 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 H10 N2 O2 S2 Zn'
_chemical_formula_weight         343.71

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           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   7.4777(10)
_cell_length_b                   13.5112(17)
_cell_length_c                   13.5202(17)
_cell_angle_alpha                90
_cell_angle_beta                 99.751(2)
_cell_angle_gamma                90
_cell_volume                     1346.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    190(2)
_cell_measurement_reflns_used    6657
_cell_measurement_theta_min      2.92
_cell_measurement_theta_max      28.71

_exptl_crystal_description       rod
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.696
_exptl_crystal_F_000             696
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    2.131
_shelx_estimated_absorpt_T_min   0.740
_shelx_estimated_absorpt_T_max   0.901
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6236
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      190(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19185
_diffrn_reflns_av_unetI/netI     0.0547
_diffrn_reflns_av_R_equivalents  0.0763
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.147
_diffrn_reflns_theta_max         28.829
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3510
_reflns_number_gt                2601
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0360P)²+3.9379P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3510
_refine_ls_number_parameters     180
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0781
_refine_ls_R_factor_gt           0.0537
_refine_ls_wR_factor_ref         0.1302
_refine_ls_wR_factor_gt          0.1210
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_restrained_S_all      1.099
_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
Zn Zn 0.17940(7) 0.38339(4) 0.75715(4) 0.02809(15) Uani 1 1 d . . . . .
S1 S 0.45618(16) 0.46432(10) 0.63036(10) 0.0412(3) Uani 1 1 d . . . . .
S2 S 0.40403(15) 0.24638(10) 0.64264(9) 0.0377(3) Uani 1 1 d . . . . .
O1 O 0.1516(4) 0.3963(2) 0.8968(2) 0.0374(7) Uani 1 1 d . . . . .
O2 O -0.1444(5) 0.4026(3) 0.8399(3) 0.0577(10) Uani 1 1 d . . . . .
N1 N 0.1175(5) 0.5029(3) 0.6639(3) 0.0299(8) Uani 1 1 d . . . . .
N2 N 0.0703(4) 0.2545(3) 0.6942(2) 0.0258(7) Uani 1 1 d . . . . .
C1 C 0.4204(6) 0.3619(3) 0.7098(3) 0.0318(9) Uani 1 1 d . . . . .
H1 H 0.540(5) 0.367(3) 0.759(3) 0.017(10) Uiso 1 1 d . . . . .
C2 C -0.0150(7) 0.4000(3) 0.9069(4) 0.0384(11) Uani 1 1 d . . . . .
H2 H -0.024(7) 0.398(4) 0.975(4) 0.052(16) Uiso 1 1 d . . . . .
C11 C 0.2554(7) 0.5339(4) 0.6206(3) 0.0354(10) Uani 1 1 d . . . . .
C12 C 0.2456(8) 0.6232(4) 0.5662(4) 0.0462(12) Uani 1 1 d . . . . .
H12A H 0.3453 0.6453 0.5369 0.055 Uiso 1 1 calc R U . . .
C13 C 0.0881(8) 0.6779(4) 0.5566(4) 0.0499(14) Uani 1 1 d . . . . .
H13A H 0.0797 0.7392 0.5217 0.060 Uiso 1 1 calc R U . . .
C14 C -0.0582(8) 0.6437(4) 0.5976(4) 0.0504(14) Uani 1 1 d . . . . .
H14A H -0.1691 0.6795 0.5889 0.061 Uiso 1 1 calc R U . . .
C15 C -0.0386(7) 0.5562(4) 0.6514(4) 0.0409(11) Uani 1 1 d . . . . .
H15A H -0.1376 0.5327 0.6805 0.049 Uiso 1 1 calc R U . . .
C21 C 0.1860(6) 0.2011(3) 0.6503(3) 0.0277(9) Uani 1 1 d . . . . .
C22 C 0.1378(6) 0.1072(3) 0.6098(3) 0.0336(10) Uani 1 1 d . . . . .
H22A H 0.2214 0.0695 0.5797 0.040 Uiso 1 1 calc R U . . .
C23 C -0.0318(6) 0.0708(3) 0.6144(3) 0.0346(10) Uani 1 1 d . . . . .
H23A H -0.0663 0.0071 0.5881 0.042 Uiso 1 1 calc R U . . .
C24 C -0.1529(6) 0.1273(3) 0.6577(3) 0.0347(10) Uani 1 1 d . . . . .
H24A H -0.2718 0.1038 0.6602 0.042 Uiso 1 1 calc R U . . .
C25 C -0.0970(6) 0.2181(3) 0.6969(3) 0.0313(9) Uani 1 1 d . . . . .
H25A H -0.1792 0.2568 0.7271 0.038 Uiso 1 1 calc 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
Zn O1 1.941(3) . ?
Zn C1 2.033(4) . ?
Zn N2 2.046(4) . ?
Zn N1 2.052(4) . ?
S1 C11 1.757(5) . ?
S1 C1 1.799(5) . ?
S2 C21 1.761(4) . ?
S2 C1 1.799(5) . ?
O1 C2 1.277(6) . ?
O2 C2 1.209(6) . ?
N1 C11 1.337(6) . ?
N1 C15 1.358(6) . ?
N2 C21 1.340(5) . ?
N2 C25 1.350(5) . ?
C11 C12 1.408(7) . ?
C12 C13 1.377(8) . ?
C13 C14 1.387(8) . ?
C14 C15 1.383(7) . ?
C21 C22 1.405(6) . ?
C22 C23 1.372(6) . ?
C23 C24 1.388(6) . ?
C24 C25 1.372(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 Zn C1 124.45(16) . . ?
O1 Zn N2 112.32(13) . . ?
C1 Zn N2 93.43(16) . . ?
O1 Zn N1 118.45(14) . . ?
C1 Zn N1 92.20(16) . . ?
N2 Zn N1 112.43(14) . . ?
C11 S1 C1 104.2(2) . . ?
C21 S2 C1 104.9(2) . . ?
C2 O1 Zn 112.0(3) . . ?
C11 N1 C15 119.3(4) . . ?
C11 N1 Zn 113.9(3) . . ?
C15 N1 Zn 126.4(3) . . ?
C21 N2 C25 119.1(4) . . ?
C21 N2 Zn 113.6(3) . . ?
C25 N2 Zn 127.2(3) . . ?
S1 C1 S2 111.8(2) . . ?
S1 C1 Zn 107.9(2) . . ?
S2 C1 Zn 107.1(2) . . ?
O2 C2 O1 126.3(5) . . ?
N1 C11 C12 121.4(5) . . ?
N1 C11 S1 120.8(4) . . ?
C12 C11 S1 117.8(4) . . ?
C13 C12 C11 118.5(5) . . ?
C12 C13 C14 120.2(5) . . ?
C15 C14 C13 118.3(5) . . ?
N1 C15 C14 122.1(5) . . ?
N2 C21 C22 121.1(4) . . ?
N2 C21 S2 120.8(3) . . ?
C22 C21 S2 118.0(3) . . ?
C23 C22 C21 119.0(4) . . ?
C22 C23 C24 119.7(4) . . ?
C25 C24 C23 118.5(4) . . ?
N2 C25 C24 122.6(4) . . ?

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
C11 S1 C1 S2 112.9(2) . . . . ?
C11 S1 C1 Zn -4.6(3) . . . . ?
C21 S2 C1 S1 -119.3(2) . . . . ?
C21 S2 C1 Zn -1.3(3) . . . . ?
Zn O1 C2 O2 -5.1(6) . . . . ?
C15 N1 C11 C12 3.1(6) . . . . ?
Zn N1 C11 C12 -170.6(3) . . . . ?
C15 N1 C11 S1 -177.2(3) . . . . ?
Zn N1 C11 S1 9.0(4) . . . . ?
C1 S1 C11 N1 -2.8(4) . . . . ?
C1 S1 C11 C12 176.8(4) . . . . ?
N1 C11 C12 C13 -1.3(7) . . . . ?
S1 C11 C12 C13 179.0(4) . . . . ?
C11 C12 C13 C14 -1.6(8) . . . . ?
C12 C13 C14 C15 2.6(8) . . . . ?
C11 N1 C15 C14 -2.1(7) . . . . ?
Zn N1 C15 C14 170.8(4) . . . . ?
C13 C14 C15 N1 -0.8(8) . . . . ?
C25 N2 C21 C22 -1.8(6) . . . . ?
Zn N2 C21 C22 175.3(3) . . . . ?
C25 N2 C21 S2 178.7(3) . . . . ?
Zn N2 C21 S2 -4.2(4) . . . . ?
C1 S2 C21 N2 3.7(4) . . . . ?
C1 S2 C21 C22 -175.8(3) . . . . ?
N2 C21 C22 C23 0.9(6) . . . . ?
S2 C21 C22 C23 -179.6(3) . . . . ?
C21 C22 C23 C24 0.7(7) . . . . ?
C22 C23 C24 C25 -1.4(7) . . . . ?
C21 N2 C25 C24 1.1(6) . . . . ?
Zn N2 C25 C24 -175.6(3) . . . . ?
C23 C24 C25 N2 0.5(7) . . . . ?

_refine_diff_density_max         1.186
_refine_diff_density_min         -0.466
_refine_diff_density_rms         0.114

####################################################################### 
# 
# 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_bpzbrs10
_database_code_depnum_ccdc_archive 'CCDC 2127038'
loop_
_audit_author_name
_audit_author_address
'Gerard Parkin'
;Columbia University
United States of America
;
_audit_update_record             
;
2021-12-07 deposited with the CCDC.	2022-02-04 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            'C11 H9 Br N2 S2 Zn'
_chemical_formula_weight         378.60

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'
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

_cell_length_a                   7.7673(14)
_cell_length_b                   17.231(3)
_cell_length_c                   19.818(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2652.5(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    230(2)
_cell_measurement_reflns_used    9975
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      28.23

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.896
_exptl_crystal_F_000             1488
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    5.156
_shelx_estimated_absorpt_T_min   0.397
_shelx_estimated_absorpt_T_max   0.577
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.5195
_exptl_absorpt_correction_T_max  0.6883
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      230(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34944
_diffrn_reflns_av_unetI/netI     0.0452
_diffrn_reflns_av_R_equivalents  0.0880
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.055
_diffrn_reflns_theta_max         28.381
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3324
_reflns_number_gt                2637
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0234P)²+1.5472P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3324
_refine_ls_number_parameters     158
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0453
_refine_ls_R_factor_gt           0.0309
_refine_ls_wR_factor_ref         0.0757
_refine_ls_wR_factor_gt          0.0697
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_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
Zn Zn 0.66977(4) 0.14897(2) 0.63637(2) 0.03166(9) Uani 1 1 d . . . . .
Br Br 0.56808(4) 0.26506(2) 0.68265(2) 0.04604(11) Uani 1 1 d . . . . .
S1 S 0.77899(12) 0.06615(5) 0.50420(3) 0.04558(19) Uani 1 1 d . . . . .
S2 S 0.60997(10) -0.02722(4) 0.61169(4) 0.04066(18) Uani 1 1 d . . . . .
N1 N 0.9031(3) 0.17136(12) 0.59182(11) 0.0322(5) Uani 1 1 d . . . . .
N2 N 0.6871(3) 0.07051(12) 0.71326(10) 0.0301(5) Uani 1 1 d . . . . .
C1 C 0.6141(4) 0.06423(16) 0.56788(14) 0.0362(6) Uani 1 1 d . . . . .
C11 C 0.9330(4) 0.13229(15) 0.53474(13) 0.0351(6) Uani 1 1 d . . . . .
C12 C 1.0834(4) 0.14350(19) 0.49731(16) 0.0499(8) Uani 1 1 d . . . . .
H12A H 1.1029 0.1155 0.4573 0.060 Uiso 1 1 calc R U . . .
C13 C 1.2011(4) 0.1960(2) 0.52004(19) 0.0579(9) Uani 1 1 d . . . . .
H13A H 1.3036 0.2041 0.4958 0.069 Uiso 1 1 calc R U . . .
C14 C 1.1704(5) 0.2371(2) 0.5783(2) 0.0567(9) Uani 1 1 d . . . . .
H14A H 1.2507 0.2737 0.5941 0.068 Uiso 1 1 calc R U . . .
C15 C 1.0201(4) 0.22373(17) 0.61302(16) 0.0432(7) Uani 1 1 d . . . . .
H15A H 0.9982 0.2519 0.6527 0.052 Uiso 1 1 calc R U . . .
C21 C 0.6507(3) -0.00299(15) 0.69651(13) 0.0312(5) Uani 1 1 d . . . . .
C22 C 0.6393(4) -0.06147(17) 0.74489(15) 0.0428(7) Uani 1 1 d . . . . .
H22A H 0.6164 -0.1130 0.7322 0.051 Uiso 1 1 calc R U . . .
C23 C 0.6623(4) -0.04191(18) 0.81183(16) 0.0485(8) Uani 1 1 d . . . . .
H23A H 0.6528 -0.0801 0.8455 0.058 Uiso 1 1 calc R U . . .
C24 C 0.6995(4) 0.03425(18) 0.82944(15) 0.0433(7) Uani 1 1 d . . . . .
H24A H 0.7156 0.0484 0.8748 0.052 Uiso 1 1 calc R U . . .
C25 C 0.7121(4) 0.08844(16) 0.77880(13) 0.0357(6) Uani 1 1 d . . . . .
H25A H 0.7391 0.1399 0.7903 0.043 Uiso 1 1 calc R U . . .
H1 H 0.497(5) 0.0683(18) 0.5433(17) 0.052(9) Uiso 1 1 d . . . . .


_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
Zn C1 2.040(3) . ?
Zn N2 2.042(2) . ?
Zn N1 2.053(2) . ?
Zn Br 2.3381(5) . ?
S1 C11 1.760(3) . ?
S1 C1 1.798(3) . ?
S2 C21 1.761(3) . ?
S2 C1 1.800(3) . ?
N1 C11 1.337(3) . ?
N1 C15 1.347(4) . ?
N2 C21 1.339(3) . ?
N2 C25 1.349(3) . ?
C11 C12 1.397(4) . ?
C12 C13 1.363(5) . ?
C13 C14 1.375(5) . ?
C14 C15 1.375(5) . ?
C21 C22 1.394(4) . ?
C22 C23 1.380(4) . ?
C23 C24 1.388(4) . ?
C24 C25 1.374(4) . ?

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
C1 Zn N2 92.10(10) . . ?
C1 Zn N1 92.03(10) . . ?
N2 Zn N1 112.77(8) . . ?
C1 Zn Br 143.31(9) . . ?
N2 Zn Br 107.22(6) . . ?
N1 Zn Br 107.83(6) . . ?
C11 S1 C1 104.75(13) . . ?
C21 S2 C1 104.47(12) . . ?
C11 N1 C15 119.0(3) . . ?
C11 N1 Zn 114.98(18) . . ?
C15 N1 Zn 125.9(2) . . ?
C21 N2 C25 119.0(2) . . ?
C21 N2 Zn 115.30(17) . . ?
C25 N2 Zn 125.20(18) . . ?
S1 C1 S2 111.56(15) . . ?
S1 C1 Zn 107.64(14) . . ?
S2 C1 Zn 108.03(14) . . ?
N1 C11 C12 121.6(3) . . ?
N1 C11 S1 120.0(2) . . ?
C12 C11 S1 118.4(2) . . ?
C13 C12 C11 118.5(3) . . ?
C12 C13 C14 120.2(3) . . ?
C15 C14 C13 118.8(3) . . ?
N1 C15 C14 121.9(3) . . ?
N2 C21 C22 121.8(2) . . ?
N2 C21 S2 119.9(2) . . ?
C22 C21 S2 118.3(2) . . ?
C23 C22 C21 118.4(3) . . ?
C22 C23 C24 120.0(3) . . ?
C25 C24 C23 118.3(3) . . ?
N2 C25 C24 122.5(3) . . ?

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
C11 S1 C1 S2 -110.83(16) . . . . ?
C11 S1 C1 Zn 7.52(17) . . . . ?
C21 S2 C1 S1 119.68(15) . . . . ?
C21 S2 C1 Zn 1.56(17) . . . . ?
C15 N1 C11 C12 1.1(4) . . . . ?
Zn N1 C11 C12 177.6(2) . . . . ?
C15 N1 C11 S1 -177.7(2) . . . . ?
Zn N1 C11 S1 -1.2(3) . . . . ?
C1 S1 C11 N1 -4.4(2) . . . . ?
C1 S1 C11 C12 176.8(2) . . . . ?
N1 C11 C12 C13 -0.3(4) . . . . ?
S1 C11 C12 C13 178.5(2) . . . . ?
C11 C12 C13 C14 -0.5(5) . . . . ?
C12 C13 C14 C15 0.5(5) . . . . ?
C11 N1 C15 C14 -1.2(4) . . . . ?
Zn N1 C15 C14 -177.2(2) . . . . ?
C13 C14 C15 N1 0.4(5) . . . . ?
C25 N2 C21 C22 -0.5(4) . . . . ?
Zn N2 C21 C22 -173.1(2) . . . . ?
C25 N2 C21 S2 177.7(2) . . . . ?
Zn N2 C21 S2 5.1(3) . . . . ?
C1 S2 C21 N2 -4.4(2) . . . . ?
C1 S2 C21 C22 173.9(2) . . . . ?
N2 C21 C22 C23 1.6(4) . . . . ?
S2 C21 C22 C23 -176.7(2) . . . . ?
C21 C22 C23 C24 -1.3(5) . . . . ?
C22 C23 C24 C25 0.1(5) . . . . ?
C21 N2 C25 C24 -0.8(4) . . . . ?
Zn N2 C25 C24 170.9(2) . . . . ?
C23 C24 C25 N2 1.1(5) . . . . ?

_refine_diff_density_max         0.425
_refine_diff_density_min         -0.439
_refine_diff_density_rms         0.086

####################################################################### 
# 
# 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_bzhs10_2
_database_code_depnum_ccdc_archive 'CCDC 2127035'
loop_
_audit_author_name
_audit_author_address
'Gerard Parkin'
;Columbia University
United States of America
;
_audit_update_record             
;
2021-12-07 deposited with the CCDC.	2022-02-04 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            'C11 H10 N2 S2 Zn'
_chemical_formula_weight         299.70

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'
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'
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           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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+1/2, -z'

_cell_length_a                   9.9138(5)
_cell_length_b                   7.6149(4)
_cell_length_c                   16.1593(8)
_cell_angle_alpha                90
_cell_angle_beta                 90.3892(7)
_cell_angle_gamma                90
_cell_volume                     1219.88(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    8707
_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      29.04

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.632
_exptl_crystal_F_000             608
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    2.327
_shelx_estimated_absorpt_T_min   0.722
_shelx_estimated_absorpt_T_max   0.818
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6223
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20146
_diffrn_reflns_av_unetI/netI     0.0533
_diffrn_reflns_av_R_equivalents  0.0377
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.260
_diffrn_reflns_theta_max         30.563
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7437
_reflns_number_gt                5755
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.872
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    1.000

_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
 Refined as a 2-component inversion twin. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0220P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Refined as an inversion twin. 
;
_refine_ls_abs_structure_Flack   0.159(11)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         7437
_refine_ls_number_parameters     306
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0552
_refine_ls_R_factor_gt           0.0364
_refine_ls_wR_factor_ref         0.0667
_refine_ls_wR_factor_gt          0.0609
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.002
_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 0.28815(4) 0.88896(5) 0.40547(3) 0.03380(12) Uani 1 1 d . . . . .
H1 H 0.340(4) 0.988(7) 0.489(3) 0.077(16) Uiso 1 1 d . . . . .
S1 S 0.28072(10) 0.88701(17) 0.21013(6) 0.0397(2) Uani 1 1 d . . . . .
S2 S 0.03841(10) 0.76325(17) 0.30017(7) 0.0441(3) Uani 1 1 d . . . . .
N1 N 0.4446(3) 0.7845(4) 0.33401(19) 0.0302(7) Uani 1 1 d . . . . .
N2 N 0.1872(3) 0.6489(5) 0.42875(17) 0.0291(7) Uani 1 1 d . . . . .
C1 C 0.1760(4) 0.9175(6) 0.2992(3) 0.0378(10) Uani 1 1 d . . . . .
H01 H 0.140(4) 1.024(6) 0.296(2) 0.045(13) Uiso 1 1 d . . . . .
C11 C 0.4290(4) 0.7974(5) 0.2515(2) 0.0318(9) Uani 1 1 d . . . . .
C12 C 0.5307(4) 0.7396(6) 0.1979(3) 0.0437(11) Uani 1 1 d . . . . .
H12A H 0.5207 0.7517 0.1396 0.052 Uiso 1 1 calc R U . . .
C13 C 0.6451(4) 0.6651(6) 0.2314(3) 0.0503(12) Uani 1 1 d . . . . .
H13A H 0.7150 0.6250 0.1963 0.060 Uiso 1 1 calc R U . . .
C14 C 0.6582(4) 0.6487(6) 0.3159(3) 0.0478(11) Uani 1 1 d . . . . .
H14A H 0.7360 0.5955 0.3398 0.057 Uiso 1 1 calc R U . . .
C15 C 0.5570(4) 0.7105(5) 0.3644(3) 0.0396(10) Uani 1 1 d . . . . .
H15A H 0.5666 0.7006 0.4228 0.048 Uiso 1 1 calc R U . . .
C21 C 0.0860(3) 0.6089(5) 0.3759(2) 0.0309(9) Uani 1 1 d . . . . .
C22 C 0.0182(4) 0.4501(6) 0.3810(3) 0.0422(11) Uani 1 1 d . . . . .
H22A H -0.0518 0.4229 0.3426 0.051 Uiso 1 1 calc R U . . .
C23 C 0.0527(4) 0.3329(7) 0.4415(3) 0.0486(12) Uani 1 1 d . . . . .
H23A H 0.0071 0.2235 0.4454 0.058 Uiso 1 1 calc R U . . .
C24 C 0.1541(4) 0.3742(7) 0.4971(3) 0.0489(11) Uani 1 1 d . . . . .
H24A H 0.1784 0.2952 0.5402 0.059 Uiso 1 1 calc R U . . .
C25 C 0.2190(4) 0.5328(6) 0.4885(2) 0.0405(10) Uani 1 1 d . . . . .
H25A H 0.2893 0.5615 0.5264 0.049 Uiso 1 1 calc R U . . .
Zn2 Zn 0.68110(5) 0.14804(6) 0.08765(3) 0.03646(13) Uani 1 1 d . . . . .
H2 H 0.615(4) 0.067(5) 0.011(2) 0.041(11) Uiso 1 1 d . . . . .
S3 S 0.96334(10) 0.22103(16) 0.17009(7) 0.0437(3) Uani 1 1 d . . . . .
S4 S 0.73818(10) 0.11533(14) 0.27946(6) 0.0349(2) Uani 1 1 d . . . . .
N3 N 0.7887(3) 0.3828(5) 0.06800(16) 0.0299(7) Uani 1 1 d . . . . .
N4 N 0.5465(3) 0.2395(4) 0.1768(2) 0.0305(7) Uani 1 1 d . . . . .
C2 C 0.8162(4) 0.0864(6) 0.1805(3) 0.0352(9) Uani 1 1 d . . . . .
H02 H 0.847(4) -0.032(5) 0.178(2) 0.028(10) Uiso 1 1 d . . . . .
C31 C 0.9065(3) 0.3978(6) 0.1083(2) 0.0312(8) Uani 1 1 d . . . . .
C32 C 0.9859(4) 0.5476(6) 0.1028(2) 0.0398(10) Uani 1 1 d . . . . .
H32A H 1.0697 0.5538 0.1315 0.048 Uiso 1 1 calc R U . . .
C33 C 0.9424(4) 0.6857(7) 0.0559(2) 0.0439(11) Uani 1 1 d . . . . .
H33A H 0.9956 0.7891 0.0519 0.053 Uiso 1 1 calc R U . . .
C34 C 0.8202(4) 0.6739(7) 0.0143(3) 0.0452(11) Uani 1 1 d . . . . .
H34A H 0.7874 0.7688 -0.0182 0.054 Uiso 1 1 calc R U . . .
C35 C 0.7477(4) 0.5201(6) 0.0215(2) 0.0388(10) Uani 1 1 d . . . . .
H35A H 0.6647 0.5104 -0.0079 0.047 Uiso 1 1 calc R U . . .
C41 C 0.5806(4) 0.2084(5) 0.2555(2) 0.0283(8) Uani 1 1 d . . . . .
C42 C 0.4941(4) 0.2501(6) 0.3206(3) 0.0389(10) Uani 1 1 d . . . . .
H42A H 0.5196 0.2255 0.3762 0.047 Uiso 1 1 calc R U . . .
C43 C 0.3733(4) 0.3263(6) 0.3034(3) 0.0464(12) Uani 1 1 d . . . . .
H43A H 0.3132 0.3549 0.3469 0.056 Uiso 1 1 calc R U . . .
C44 C 0.3380(4) 0.3620(6) 0.2223(3) 0.0488(12) Uani 1 1 d . . . . .
H44A H 0.2544 0.4169 0.2095 0.059 Uiso 1 1 calc R U . . .
C45 C 0.4265(4) 0.3166(6) 0.1603(3) 0.0406(10) Uani 1 1 d . . . . .
H45A H 0.4023 0.3402 0.1044 0.049 Uiso 1 1 calc 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 C1 2.051(4) . ?
Zn1 N1 2.097(3) . ?
Zn1 N2 2.119(4) . ?
S1 C11 1.749(4) . ?
S1 C1 1.796(4) . ?
S2 C21 1.759(4) . ?
S2 C1 1.800(5) . ?
N1 C15 1.339(5) . ?
N1 C11 1.345(5) . ?
N2 C25 1.346(5) . ?
N2 C21 1.347(4) . ?
C11 C12 1.404(5) . ?
C12 C13 1.376(6) . ?
C13 C14 1.376(6) . ?
C14 C15 1.361(6) . ?
C21 C22 1.387(6) . ?
C22 C23 1.366(6) . ?
C23 C24 1.380(6) . ?
C24 C25 1.376(7) . ?
Zn2 C2 2.059(4) . ?
Zn2 N4 2.090(3) . ?
Zn2 N3 2.107(4) . ?
S3 C31 1.766(4) . ?
S3 C2 1.792(4) . ?
S4 C41 1.756(4) . ?
S4 C2 1.795(4) . ?
N3 C31 1.338(4) . ?
N3 C35 1.349(5) . ?
N4 C41 1.335(5) . ?
N4 C45 1.352(5) . ?
C31 C32 1.389(6) . ?
C32 C33 1.364(6) . ?
C33 C34 1.385(6) . ?
C34 C35 1.380(6) . ?
C41 C42 1.398(5) . ?
C42 C43 1.359(6) . ?
C43 C44 1.380(6) . ?
C44 C45 1.381(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
C1 Zn1 N1 88.74(14) . . ?
C1 Zn1 N2 89.20(15) . . ?
N1 Zn1 N2 97.04(12) . . ?
C11 S1 C1 103.50(19) . . ?
C21 S2 C1 104.02(19) . . ?
C15 N1 C11 119.0(4) . . ?
C15 N1 Zn1 125.0(3) . . ?
C11 N1 Zn1 116.0(3) . . ?
C25 N2 C21 118.5(4) . . ?
C25 N2 Zn1 125.8(3) . . ?
C21 N2 Zn1 115.6(3) . . ?
S1 C1 S2 111.4(2) . . ?
S1 C1 Zn1 110.1(2) . . ?
S2 C1 Zn1 109.3(2) . . ?
N1 C11 C12 120.7(4) . . ?
N1 C11 S1 119.9(3) . . ?
C12 C11 S1 119.5(3) . . ?
C13 C12 C11 118.6(4) . . ?
C12 C13 C14 120.1(4) . . ?
C15 C14 C13 118.3(4) . . ?
N1 C15 C14 123.3(4) . . ?
N2 C21 C22 121.3(4) . . ?
N2 C21 S2 119.0(3) . . ?
C22 C21 S2 119.7(3) . . ?
C23 C22 C21 119.5(4) . . ?
C22 C23 C24 119.7(4) . . ?
C25 C24 C23 118.3(4) . . ?
N2 C25 C24 122.8(4) . . ?
C2 Zn2 N4 89.37(14) . . ?
C2 Zn2 N3 88.62(15) . . ?
N4 Zn2 N3 98.48(12) . . ?
C31 S3 C2 103.44(18) . . ?
C41 S4 C2 103.98(19) . . ?
C31 N3 C35 117.6(4) . . ?
C31 N3 Zn2 116.1(3) . . ?
C35 N3 Zn2 126.2(3) . . ?
C41 N4 C45 118.8(4) . . ?
C41 N4 Zn2 116.0(3) . . ?
C45 N4 Zn2 125.0(3) . . ?
S3 C2 S4 111.7(2) . . ?
S3 C2 Zn2 109.1(2) . . ?
S4 C2 Zn2 109.8(2) . . ?
N3 C31 C32 122.2(4) . . ?
N3 C31 S3 119.0(3) . . ?
C32 C31 S3 118.9(3) . . ?
C33 C32 C31 119.4(4) . . ?
C32 C33 C34 119.5(4) . . ?
C35 C34 C33 117.9(4) . . ?
N3 C35 C34 123.4(4) . . ?
N4 C41 C42 121.6(4) . . ?
N4 C41 S4 120.0(3) . . ?
C42 C41 S4 118.4(3) . . ?
C43 C42 C41 119.2(4) . . ?
C42 C43 C44 119.7(4) . . ?
C45 C44 C43 118.8(4) . . ?
N4 C45 C44 121.8(4) . . ?

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
C11 S1 C1 S2 -108.8(2) . . . . ?
C11 S1 C1 Zn1 12.6(3) . . . . ?
C21 S2 C1 S1 104.7(2) . . . . ?
C21 S2 C1 Zn1 -17.2(2) . . . . ?
C15 N1 C11 C12 -2.1(5) . . . . ?
Zn1 N1 C11 C12 176.8(3) . . . . ?
C15 N1 C11 S1 177.9(3) . . . . ?
Zn1 N1 C11 S1 -3.2(4) . . . . ?
C1 S1 C11 N1 -6.3(4) . . . . ?
C1 S1 C11 C12 173.7(3) . . . . ?
N1 C11 C12 C13 1.7(6) . . . . ?
S1 C11 C12 C13 -178.3(3) . . . . ?
C11 C12 C13 C14 -0.1(6) . . . . ?
C12 C13 C14 C15 -1.2(7) . . . . ?
C11 N1 C15 C14 0.8(6) . . . . ?
Zn1 N1 C15 C14 -178.0(3) . . . . ?
C13 C14 C15 N1 0.8(7) . . . . ?
C25 N2 C21 C22 -1.9(5) . . . . ?
Zn1 N2 C21 C22 175.5(3) . . . . ?
C25 N2 C21 S2 177.3(3) . . . . ?
Zn1 N2 C21 S2 -5.3(4) . . . . ?
C1 S2 C21 N2 14.8(3) . . . . ?
C1 S2 C21 C22 -165.9(3) . . . . ?
N2 C21 C22 C23 1.2(6) . . . . ?
S2 C21 C22 C23 -178.0(3) . . . . ?
C21 C22 C23 C24 0.3(6) . . . . ?
C22 C23 C24 C25 -1.1(6) . . . . ?
C21 N2 C25 C24 1.0(6) . . . . ?
Zn1 N2 C25 C24 -176.0(3) . . . . ?
C23 C24 C25 N2 0.4(6) . . . . ?
C31 S3 C2 S4 -101.9(2) . . . . ?
C31 S3 C2 Zn2 19.7(2) . . . . ?
C41 S4 C2 S3 115.1(2) . . . . ?
C41 S4 C2 Zn2 -6.0(3) . . . . ?
C35 N3 C31 C32 -0.4(5) . . . . ?
Zn2 N3 C31 C32 -178.1(3) . . . . ?
C35 N3 C31 S3 179.8(3) . . . . ?
Zn2 N3 C31 S3 2.1(4) . . . . ?
C2 S3 C31 N3 -14.5(3) . . . . ?
C2 S3 C31 C32 165.8(3) . . . . ?
N3 C31 C32 C33 0.9(6) . . . . ?
S3 C31 C32 C33 -179.4(3) . . . . ?
C31 C32 C33 C34 -0.3(6) . . . . ?
C32 C33 C34 C35 -0.7(6) . . . . ?
C31 N3 C35 C34 -0.7(6) . . . . ?
Zn2 N3 C35 C34 176.8(3) . . . . ?
C33 C34 C35 N3 1.2(6) . . . . ?
C45 N4 C41 C42 1.4(5) . . . . ?
Zn2 N4 C41 C42 -174.8(3) . . . . ?
C45 N4 C41 S4 -177.8(3) . . . . ?
Zn2 N4 C41 S4 6.0(4) . . . . ?
C2 S4 C41 N4 0.1(4) . . . . ?
C2 S4 C41 C42 -179.1(3) . . . . ?
N4 C41 C42 C43 -0.9(6) . . . . ?
S4 C41 C42 C43 178.3(3) . . . . ?
C41 C42 C43 C44 -0.3(6) . . . . ?
C42 C43 C44 C45 1.0(7) . . . . ?
C41 N4 C45 C44 -0.7(6) . . . . ?
Zn2 N4 C45 C44 175.1(3) . . . . ?
C43 C44 C45 N4 -0.4(7) . . . . ?

_refine_diff_density_max         0.473
_refine_diff_density_min         -0.450
_refine_diff_density_rms         0.068

####################################################################### 
# 
# 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_bzosps10
_database_code_depnum_ccdc_archive 'CCDC 2127036'
loop_
_audit_author_name
_audit_author_address
'Gerard Parkin'
;Columbia University
United States of America
;
_audit_update_record             
;
2021-12-07 deposited with the CCDC.	2022-02-04 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            'C29 H24 N2 O S2 Si Zn'
_chemical_formula_weight         574.08

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'
Si Si 0.0817 0.0704 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   11.0445(8)
_cell_length_b                   11.7845(9)
_cell_length_c                   12.3961(9)
_cell_angle_alpha                105.3163(10)
_cell_angle_beta                 107.7391(10)
_cell_angle_gamma                106.2558(10)
_cell_volume                     1363.28(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    190(2)
_cell_measurement_reflns_used    9673
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      29.16

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_F_000             592
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    1.123
_shelx_estimated_absorpt_T_min   0.774
_shelx_estimated_absorpt_T_max   0.956
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6255
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      190(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19286
_diffrn_reflns_av_unetI/netI     0.0456
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.866
_diffrn_reflns_theta_max         29.179
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7327
_reflns_number_gt                5703
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0434P)²+0.5495P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7327
_refine_ls_number_parameters     329
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0547
_refine_ls_R_factor_gt           0.0368
_refine_ls_wR_factor_ref         0.0961
_refine_ls_wR_factor_gt          0.0869
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_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
Zn Zn 0.08245(2) 0.88705(2) 0.29002(2) 0.02481(7) Uani 1 1 d . . . . .
Si Si 0.24370(5) 0.71268(5) 0.35868(5) 0.02309(12) Uani 1 1 d . . . . .
S1 S -0.13848(5) 0.98719(6) 0.33083(5) 0.03427(13) Uani 1 1 d . . . . .
S2 S -0.20318(5) 0.80989(6) 0.08036(5) 0.03466(13) Uani 1 1 d . . . . .
O O 0.22660(15) 0.84345(14) 0.36280(14) 0.0319(3) Uani 1 1 d . . . . .
N1 N 0.13660(17) 1.07628(16) 0.39416(15) 0.0259(3) Uani 1 1 d . . . . .
N2 N 0.06296(18) 0.87200(16) 0.11408(16) 0.0276(4) Uani 1 1 d . . . . .
C1 C -0.1221(2) 0.8488(2) 0.24223(19) 0.0278(4) Uani 1 1 d . . . . .
H1 H -0.169(3) 0.781(2) 0.262(2) 0.036(6) Uiso 1 1 d . . . . .
C11 C 0.0317(2) 1.1050(2) 0.40902(18) 0.0268(4) Uani 1 1 d . . . . .
C12 C 0.0537(3) 1.2260(2) 0.4860(2) 0.0372(5) Uani 1 1 d . . . . .
H12A H -0.0217 1.2451 0.4948 0.045 Uiso 1 1 calc R U . . .
C13 C 0.1863(3) 1.3167(2) 0.5489(2) 0.0435(6) Uani 1 1 d . . . . .
H13A H 0.2037 1.3996 0.6020 0.052 Uiso 1 1 calc R U . . .
C14 C 0.2948(3) 1.2867(2) 0.5345(2) 0.0444(6) Uani 1 1 d . . . . .
H14A H 0.3872 1.3486 0.5776 0.053 Uiso 1 1 calc R U . . .
C15 C 0.2665(2) 1.1663(2) 0.4571(2) 0.0367(5) Uani 1 1 d . . . . .
H15A H 0.3407 1.1456 0.4476 0.044 Uiso 1 1 calc R U . . .
C21 C -0.0663(2) 0.83612(19) 0.03283(19) 0.0282(4) Uani 1 1 d . . . . .
C22 C -0.0966(3) 0.8173(2) -0.0902(2) 0.0399(5) Uani 1 1 d . . . . .
H22A H -0.1889 0.7919 -0.1468 0.048 Uiso 1 1 calc R U . . .
C23 C 0.0096(3) 0.8365(3) -0.1273(2) 0.0488(7) Uani 1 1 d . . . . .
H23A H -0.0088 0.8232 -0.2107 0.059 Uiso 1 1 calc R U . . .
C24 C 0.1436(3) 0.8753(3) -0.0437(3) 0.0501(7) Uani 1 1 d . . . . .
H24A H 0.2183 0.8905 -0.0682 0.060 Uiso 1 1 calc R U . . .
C25 C 0.1660(3) 0.8913(2) 0.0756(2) 0.0398(5) Uani 1 1 d . . . . .
H25A H 0.2578 0.9170 0.1333 0.048 Uiso 1 1 calc R U . . .
C31 C 0.34442(19) 0.67612(19) 0.26586(18) 0.0240(4) Uani 1 1 d . . . . .
C32 C 0.3401(2) 0.55335(19) 0.21379(18) 0.0277(4) Uani 1 1 d . . . . .
H32A H 0.2807 0.4835 0.2221 0.033 Uiso 1 1 calc R U . . .
C33 C 0.4210(2) 0.5314(2) 0.1502(2) 0.0334(5) Uani 1 1 d . . . . .
H33A H 0.4178 0.4476 0.1171 0.040 Uiso 1 1 calc R U . . .
C34 C 0.5060(2) 0.6314(2) 0.1350(2) 0.0369(5) Uani 1 1 d . . . . .
H34A H 0.5612 0.6165 0.0916 0.044 Uiso 1 1 calc R U . . .
C35 C 0.5102(2) 0.7532(2) 0.1833(2) 0.0378(5) Uani 1 1 d . . . . .
H35A H 0.5673 0.8218 0.1717 0.045 Uiso 1 1 calc R U . . .
C36 C 0.4316(2) 0.7758(2) 0.2486(2) 0.0311(4) Uani 1 1 d . . . . .
H36A H 0.4368 0.8602 0.2824 0.037 Uiso 1 1 calc R U . . .
C41 C 0.0714(2) 0.57416(19) 0.28729(19) 0.0261(4) Uani 1 1 d . . . . .
C42 C 0.0196(2) 0.5004(2) 0.3472(2) 0.0314(4) Uani 1 1 d . . . . .
H42A H 0.0774 0.5137 0.4278 0.038 Uiso 1 1 calc R U . . .
C43 C -0.1149(2) 0.4078(2) 0.2914(2) 0.0378(5) Uani 1 1 d . . . . .
H43A H -0.1478 0.3592 0.3342 0.045 Uiso 1 1 calc R U . . .
C44 C -0.2004(2) 0.3863(2) 0.1743(2) 0.0414(6) Uani 1 1 d . . . . .
H44A H -0.2925 0.3243 0.1369 0.050 Uiso 1 1 calc R U . . .
C45 C -0.1510(3) 0.4559(3) 0.1114(2) 0.0490(6) Uani 1 1 d . . . . .
H45A H -0.2086 0.4401 0.0299 0.059 Uiso 1 1 calc R U . . .
C46 C -0.0173(2) 0.5487(2) 0.1675(2) 0.0393(5) Uani 1 1 d . . . . .
H46A H 0.0150 0.5962 0.1237 0.047 Uiso 1 1 calc R U . . .
C51 C 0.34369(19) 0.73089(19) 0.51989(18) 0.0251(4) Uani 1 1 d . . . . .
C52 C 0.3939(2) 0.6407(2) 0.5478(2) 0.0340(5) Uani 1 1 d . . . . .
H52A H 0.3744 0.5643 0.4833 0.041 Uiso 1 1 calc R U . . .
C53 C 0.4714(3) 0.6606(3) 0.6676(2) 0.0436(6) Uani 1 1 d . . . . .
H53A H 0.5053 0.5985 0.6842 0.052 Uiso 1 1 calc R U . . .
C54 C 0.4998(2) 0.7702(3) 0.7630(2) 0.0425(6) Uani 1 1 d . . . . .
H54A H 0.5524 0.7835 0.8451 0.051 Uiso 1 1 calc R U . . .
C55 C 0.4509(2) 0.8607(2) 0.7381(2) 0.0413(5) Uani 1 1 d . . . . .
H55A H 0.4699 0.9363 0.8033 0.050 Uiso 1 1 calc R U . . .
C56 C 0.3741(2) 0.8411(2) 0.6180(2) 0.0323(5) Uani 1 1 d . . . . .
H56A H 0.3415 0.9041 0.6022 0.039 Uiso 1 1 calc 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
Zn O 1.8548(14) . ?
Zn C1 2.033(2) . ?
Zn N1 2.0638(17) . ?
Zn N2 2.0791(17) . ?
Si O 1.5939(15) . ?
Si C31 1.880(2) . ?
Si C41 1.882(2) . ?
Si C51 1.885(2) . ?
S1 C11 1.766(2) . ?
S1 C1 1.799(2) . ?
S2 C21 1.763(2) . ?
S2 C1 1.797(2) . ?
N1 C11 1.344(2) . ?
N1 C15 1.349(3) . ?
N2 C21 1.338(3) . ?
N2 C25 1.348(3) . ?
C11 C12 1.396(3) . ?
C12 C13 1.372(4) . ?
C13 C14 1.389(4) . ?
C14 C15 1.371(3) . ?
C21 C22 1.399(3) . ?
C22 C23 1.369(4) . ?
C23 C24 1.381(4) . ?
C24 C25 1.374(4) . ?
C31 C32 1.401(3) . ?
C31 C36 1.406(3) . ?
C32 C33 1.392(3) . ?
C33 C34 1.382(3) . ?
C34 C35 1.383(3) . ?
C35 C36 1.387(3) . ?
C41 C42 1.398(3) . ?
C41 C46 1.403(3) . ?
C42 C43 1.395(3) . ?
C43 C44 1.378(3) . ?
C44 C45 1.387(4) . ?
C45 C46 1.389(3) . ?
C51 C56 1.397(3) . ?
C51 C52 1.402(3) . ?
C52 C53 1.387(3) . ?
C53 C54 1.381(4) . ?
C54 C55 1.385(4) . ?
C55 C56 1.389(3) . ?

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
O Zn C1 145.00(8) . . ?
O Zn N1 106.44(6) . . ?
C1 Zn N1 91.86(8) . . ?
O Zn N2 109.82(7) . . ?
C1 Zn N2 91.48(8) . . ?
N1 Zn N2 108.31(7) . . ?
O Si C31 110.41(9) . . ?
O Si C41 111.64(8) . . ?
C31 Si C41 107.79(9) . . ?
O Si C51 108.62(9) . . ?
C31 Si C51 107.99(8) . . ?
C41 Si C51 110.34(9) . . ?
C11 S1 C1 104.68(9) . . ?
C21 S2 C1 104.91(10) . . ?
Si O Zn 135.09(9) . . ?
C11 N1 C15 118.91(18) . . ?
C11 N1 Zn 114.82(14) . . ?
C15 N1 Zn 125.84(14) . . ?
C21 N2 C25 118.66(19) . . ?
C21 N2 Zn 115.03(14) . . ?
C25 N2 Zn 126.29(16) . . ?
S2 C1 S1 112.13(11) . . ?
S2 C1 Zn 108.54(10) . . ?
S1 C1 Zn 108.16(10) . . ?
N1 C11 C12 121.7(2) . . ?
N1 C11 S1 119.66(15) . . ?
C12 C11 S1 118.64(16) . . ?
C13 C12 C11 118.7(2) . . ?
C12 C13 C14 119.7(2) . . ?
C15 C14 C13 118.9(2) . . ?
N1 C15 C14 122.2(2) . . ?
N2 C21 C22 121.7(2) . . ?
N2 C21 S2 119.70(16) . . ?
C22 C21 S2 118.56(17) . . ?
C23 C22 C21 118.5(2) . . ?
C22 C23 C24 120.2(2) . . ?
C25 C24 C23 118.3(2) . . ?
N2 C25 C24 122.6(2) . . ?
C32 C31 C36 117.07(18) . . ?
C32 C31 Si 123.34(15) . . ?
C36 C31 Si 119.58(15) . . ?
C33 C32 C31 121.48(19) . . ?
C34 C33 C32 120.1(2) . . ?
C33 C34 C35 119.7(2) . . ?
C34 C35 C36 120.4(2) . . ?
C35 C36 C31 121.3(2) . . ?
C42 C41 C46 116.89(19) . . ?
C42 C41 Si 125.26(16) . . ?
C46 C41 Si 117.65(16) . . ?
C43 C42 C41 121.5(2) . . ?
C44 C43 C42 120.2(2) . . ?
C43 C44 C45 119.6(2) . . ?
C44 C45 C46 120.0(2) . . ?
C45 C46 C41 121.7(2) . . ?
C56 C51 C52 117.16(19) . . ?
C56 C51 Si 119.31(15) . . ?
C52 C51 Si 123.50(16) . . ?
C53 C52 C51 121.4(2) . . ?
C54 C53 C52 120.3(2) . . ?
C53 C54 C55 119.5(2) . . ?
C54 C55 C56 120.2(2) . . ?
C55 C56 C51 121.5(2) . . ?

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
C31 Si O Zn 106.21(14) . . . . ?
C41 Si O Zn -13.67(17) . . . . ?
C51 Si O Zn -135.56(13) . . . . ?
C1 Zn O Si 41.8(2) . . . . ?
N1 Zn O Si 160.49(13) . . . . ?
N2 Zn O Si -82.47(15) . . . . ?
C21 S2 C1 S1 114.06(12) . . . . ?
C21 S2 C1 Zn -5.37(13) . . . . ?
C11 S1 C1 S2 -112.88(12) . . . . ?
C11 S1 C1 Zn 6.77(12) . . . . ?
C15 N1 C11 C12 1.2(3) . . . . ?
Zn N1 C11 C12 174.10(16) . . . . ?
C15 N1 C11 S1 -178.20(16) . . . . ?
Zn N1 C11 S1 -5.3(2) . . . . ?
C1 S1 C11 N1 -1.11(19) . . . . ?
C1 S1 C11 C12 179.48(17) . . . . ?
N1 C11 C12 C13 -0.8(3) . . . . ?
S1 C11 C12 C13 178.58(18) . . . . ?
C11 C12 C13 C14 0.2(4) . . . . ?
C12 C13 C14 C15 0.1(4) . . . . ?
C11 N1 C15 C14 -0.9(3) . . . . ?
Zn N1 C15 C14 -172.99(19) . . . . ?
C13 C14 C15 N1 0.3(4) . . . . ?
C25 N2 C21 C22 0.5(3) . . . . ?
Zn N2 C21 C22 -177.68(16) . . . . ?
C25 N2 C21 S2 179.89(16) . . . . ?
Zn N2 C21 S2 1.7(2) . . . . ?
C1 S2 C21 N2 2.51(19) . . . . ?
C1 S2 C21 C22 -178.12(17) . . . . ?
N2 C21 C22 C23 0.0(3) . . . . ?
S2 C21 C22 C23 -179.37(18) . . . . ?
C21 C22 C23 C24 -0.9(4) . . . . ?
C22 C23 C24 C25 1.2(4) . . . . ?
C21 N2 C25 C24 -0.2(3) . . . . ?
Zn N2 C25 C24 177.83(18) . . . . ?
C23 C24 C25 N2 -0.7(4) . . . . ?
O Si C31 C32 -159.38(16) . . . . ?
C41 Si C31 C32 -37.20(19) . . . . ?
C51 Si C31 C32 82.00(18) . . . . ?
O Si C31 C36 22.06(18) . . . . ?
C41 Si C31 C36 144.23(16) . . . . ?
C51 Si C31 C36 -96.56(17) . . . . ?
C36 C31 C32 C33 1.4(3) . . . . ?
Si C31 C32 C33 -177.16(16) . . . . ?
C31 C32 C33 C34 -1.3(3) . . . . ?
C32 C33 C34 C35 0.0(3) . . . . ?
C33 C34 C35 C36 1.1(4) . . . . ?
C34 C35 C36 C31 -1.0(3) . . . . ?
C32 C31 C36 C35 -0.3(3) . . . . ?
Si C31 C36 C35 178.38(17) . . . . ?
O Si C41 C42 -116.60(18) . . . . ?
C31 Si C41 C42 121.99(18) . . . . ?
C51 Si C41 C42 4.3(2) . . . . ?
O Si C41 C46 58.03(19) . . . . ?
C31 Si C41 C46 -63.38(19) . . . . ?
C51 Si C41 C46 178.92(17) . . . . ?
C46 C41 C42 C43 -1.3(3) . . . . ?
Si C41 C42 C43 173.35(17) . . . . ?
C41 C42 C43 C44 0.3(3) . . . . ?
C42 C43 C44 C45 1.1(4) . . . . ?
C43 C44 C45 C46 -1.6(4) . . . . ?
C44 C45 C46 C41 0.6(4) . . . . ?
C42 C41 C46 C45 0.9(4) . . . . ?
Si C41 C46 C45 -174.2(2) . . . . ?
O Si C51 C56 7.34(19) . . . . ?
C31 Si C51 C56 127.09(16) . . . . ?
C41 Si C51 C56 -115.34(17) . . . . ?
O Si C51 C52 -170.68(17) . . . . ?
C31 Si C51 C52 -50.9(2) . . . . ?
C41 Si C51 C52 66.65(19) . . . . ?
C56 C51 C52 C53 -0.5(3) . . . . ?
Si C51 C52 C53 177.54(18) . . . . ?
C51 C52 C53 C54 0.7(4) . . . . ?
C52 C53 C54 C55 -0.4(4) . . . . ?
C53 C54 C55 C56 0.0(4) . . . . ?
C54 C55 C56 C51 0.2(4) . . . . ?
C52 C51 C56 C55 0.0(3) . . . . ?
Si C51 C56 C55 -178.11(18) . . . . ?

_refine_diff_density_max         0.507
_refine_diff_density_min         -0.643
_refine_diff_density_rms         0.069

