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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_55_DK01_0m
_database_code_depnum_ccdc_archive 'CCDC 2051988'
loop_
_audit_author_name
_audit_author_address
'Mao Minoura'
;Rikkyo University
Japan
;
_audit_update_record             
;
2020-12-22 deposited with the CCDC.	2021-03-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H18 Cl N9 S3 Zn2'
_chemical_formula_weight         766.90

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0001 0.0005 '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 0.0004 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.0441 0.0406 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2594 0.5335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.0550 0.0526 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           146
_space_group_name_H-M_alt        'R 3 :H'
_space_group_name_Hall           'R 3'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'

_cell_length_a                   10.3859(8)
_cell_length_b                   10.3859(8)
_cell_length_c                   24.7964(19)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2316.4(4)
_cell_formula_units_Z            3
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9966
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      15.55

_exptl_crystal_description       plate
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.649
_exptl_crystal_F_000             1158
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.010
_exptl_crystal_size_mid          0.010
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.425
_shelx_estimated_absorpt_T_min   0.996
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.5645
_exptl_absorpt_correction_T_max  0.7439
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.4118
_diffrn_radiation_type           synchrotron
_diffrn_source                   'BL02B1 SPring-8'
_diffrn_measurement_device_type  'Dectris Pilatus CdTe1M'
_diffrn_measurement_method       'Phi scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18080
_diffrn_reflns_av_unetI/netI     0.0219
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         1.395
_diffrn_reflns_theta_max         15.551
_diffrn_reflns_theta_full        14.305
_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 0.999
_reflns_number_total             2399
_reflns_number_gt                2399
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.999
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    0.999

_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       'APEX3 with Henkan-kun-R'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT-2014 (Sheldrick 2014)'
_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)+(0.0169P)²+1.0048P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0155(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 1193 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.006(7)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2399
_refine_ls_number_parameters     137
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0143
_refine_ls_R_factor_gt           0.0143
_refine_ls_wR_factor_ref         0.0369
_refine_ls_wR_factor_gt          0.0369
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.087
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.3333 0.6667 0.52342(2) 0.01312(10) Uani 1 3 d S T P . .
N1 N 0.30168(18) 0.47743(18) 0.57695(7) 0.0173(3) Uani 1 1 d . . . . .
C1 C 0.2036(2) 0.3961(2) 0.61309(8) 0.0206(4) Uani 1 1 d . . . . .
H1A H 0.1451 0.4283 0.6320 0.025 Uiso 1 1 calc R U . . .
S1 S 0.18875(6) 0.22693(6) 0.62376(2) 0.02566(13) Uani 1 1 d . . . . .
C2 C 0.3240(2) 0.2673(2) 0.57668(9) 0.0221(4) Uani 1 1 d . . . . .
H2A H 0.3602 0.2030 0.5664 0.027 Uiso 1 1 calc R U . . .
C3 C 0.3721(2) 0.4055(2) 0.55619(8) 0.0151(3) Uani 1 1 d . . . . .
C4 C 0.4792(2) 0.4865(2) 0.51330(7) 0.0129(3) Uani 1 1 d . . . . .
N2 N 0.46871(18) 0.59544(18) 0.48903(6) 0.0149(3) Uani 1 1 d . . . . .
C5 C 0.5761(2) 0.6462(2) 0.44964(7) 0.0148(3) Uani 1 1 d . . . . .
C6 C 0.6158(2) 0.7583(2) 0.41113(9) 0.0213(4) Uani 1 1 d . . . . .
H6A H 0.5678 0.8156 0.4095 0.026 Uiso 1 1 calc R U . . .
C7 C 0.7276(2) 0.7821(2) 0.37559(8) 0.0217(4) Uani 1 1 d . . . . .
H7A H 0.7572 0.8575 0.3490 0.026 Uiso 1 1 calc R U . . .
C8 C 0.7986(2) 0.6977(2) 0.37775(8) 0.0191(4) Uani 1 1 d . . . . .
H8A H 0.8750 0.7171 0.3525 0.023 Uiso 1 1 calc R U . . .
C9 C 0.7606(2) 0.5870(2) 0.41559(8) 0.0172(4) Uani 1 1 d . . . . .
H9A H 0.8086 0.5296 0.4166 0.021 Uiso 1 1 calc R U . . .
C10 C 0.6491(2) 0.5629(2) 0.45222(7) 0.0144(3) Uani 1 1 d . . . . .
N3 N 0.58595(17) 0.46120(17) 0.49409(6) 0.0135(3) Uani 1 1 d . . . . .
Zn2 Zn 0.6667 0.3333 0.52127(2) 0.01051(9) Uani 1 3 d S T P . .
Cl1 Cl 0.6667 0.3333 0.61116(3) 0.01816(16) Uani 1 3 d S T P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N2 2.0715(16) . ?
Zn1 N2 2.0715(16) 3_565 ?
Zn1 N2 2.0715(16) 2_665 ?
Zn1 N1 2.2554(17) . ?
Zn1 N1 2.2554(17) 3_565 ?
Zn1 N1 2.2554(17) 2_665 ?
N1 C1 1.302(3) . ?
N1 C3 1.380(3) . ?
C1 S1 1.706(2) . ?
C1 H1A 0.9500 . ?
S1 C2 1.710(2) . ?
C2 C3 1.360(3) . ?
C2 H2A 0.9500 . ?
C3 C4 1.463(3) . ?
C4 N2 1.333(2) . ?
C4 N3 1.348(2) . ?
N2 C5 1.374(2) . ?
C5 C6 1.399(3) . ?
C5 C10 1.408(3) . ?
C6 C7 1.378(3) . ?
C6 H6A 0.9500 . ?
C7 C8 1.401(3) . ?
C7 H7A 0.9500 . ?
C8 C9 1.379(3) . ?
C8 H8A 0.9500 . ?
C9 C10 1.393(3) . ?
C9 H9A 0.9500 . ?
C10 N3 1.390(2) . ?
N3 Zn2 2.0085(15) . ?
Zn2 N3 2.0085(16) 2_655 ?
Zn2 N3 2.0085(15) 3_665 ?
Zn2 Cl1 2.2288(8) . ?

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 Zn1 N2 104.24(5) . 3_565 ?
N2 Zn1 N2 104.24(5) . 2_665 ?
N2 Zn1 N2 104.24(5) 3_565 2_665 ?
N2 Zn1 N1 76.13(6) . . ?
N2 Zn1 N1 90.03(6) 3_565 . ?
N2 Zn1 N1 164.99(6) 2_665 . ?
N2 Zn1 N1 164.98(6) . 3_565 ?
N2 Zn1 N1 76.13(6) 3_565 3_565 ?
N2 Zn1 N1 90.03(6) 2_665 3_565 ?
N1 Zn1 N1 88.88(6) . 3_565 ?
N2 Zn1 N1 90.03(6) . 2_665 ?
N2 Zn1 N1 164.99(6) 3_565 2_665 ?
N2 Zn1 N1 76.13(6) 2_665 2_665 ?
N1 Zn1 N1 88.88(6) . 2_665 ?
N1 Zn1 N1 88.87(6) 3_565 2_665 ?
C1 N1 C3 111.10(17) . . ?
C1 N1 Zn1 134.15(15) . . ?
C3 N1 Zn1 111.51(12) . . ?
N1 C1 S1 114.43(16) . . ?
N1 C1 H1A 122.8 . . ?
S1 C1 H1A 122.8 . . ?
C1 S1 C2 90.07(10) . . ?
C3 C2 S1 109.70(15) . . ?
C3 C2 H2A 125.2 . . ?
S1 C2 H2A 125.2 . . ?
C2 C3 N1 114.70(17) . . ?
C2 C3 C4 130.61(18) . . ?
N1 C3 C4 114.56(16) . . ?
N2 C4 N3 115.48(16) . . ?
N2 C4 C3 117.07(17) . . ?
N3 C4 C3 127.41(17) . . ?
C4 N2 C5 104.57(15) . . ?
C4 N2 Zn1 118.38(13) . . ?
C5 N2 Zn1 136.15(12) . . ?
N2 C5 C6 130.52(17) . . ?
N2 C5 C10 108.35(15) . . ?
C6 C5 C10 121.13(17) . . ?
C7 C6 C5 117.20(19) . . ?
C7 C6 H6A 121.4 . . ?
C5 C6 H6A 121.4 . . ?
C6 C7 C8 121.57(19) . . ?
C6 C7 H7A 119.2 . . ?
C8 C7 H7A 119.2 . . ?
C9 C8 C7 121.77(18) . . ?
C9 C8 H8A 119.1 . . ?
C7 C8 H8A 119.1 . . ?
C8 C9 C10 117.32(18) . . ?
C8 C9 H9A 121.3 . . ?
C10 C9 H9A 121.3 . . ?
N3 C10 C9 131.11(17) . . ?
N3 C10 C5 107.88(16) . . ?
C9 C10 C5 120.99(17) . . ?
C4 N3 C10 103.70(15) . . ?
C4 N3 Zn2 131.79(13) . . ?
C10 N3 Zn2 124.01(12) . . ?
N3 Zn2 N3 109.33(4) 2_655 3_665 ?
N3 Zn2 N3 109.33(4) 2_655 . ?
N3 Zn2 N3 109.33(4) 3_665 . ?
N3 Zn2 Cl1 109.61(4) 2_655 . ?
N3 Zn2 Cl1 109.61(4) 3_665 . ?
N3 Zn2 Cl1 109.61(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
C3 N1 C1 S1 -0.7(2) . . . . ?
Zn1 N1 C1 S1 156.59(12) . . . . ?
N1 C1 S1 C2 0.22(18) . . . . ?
C1 S1 C2 C3 0.30(18) . . . . ?
S1 C2 C3 N1 -0.7(2) . . . . ?
S1 C2 C3 C4 -176.25(17) . . . . ?
C1 N1 C3 C2 0.9(3) . . . . ?
Zn1 N1 C3 C2 -161.74(15) . . . . ?
C1 N1 C3 C4 177.17(17) . . . . ?
Zn1 N1 C3 C4 14.5(2) . . . . ?
C2 C3 C4 N2 157.6(2) . . . . ?
N1 C3 C4 N2 -17.9(2) . . . . ?
C2 C3 C4 N3 -20.3(3) . . . . ?
N1 C3 C4 N3 164.20(18) . . . . ?
N3 C4 N2 C5 0.9(2) . . . . ?
C3 C4 N2 C5 -177.25(16) . . . . ?
N3 C4 N2 Zn1 -169.94(12) . . . . ?
C3 C4 N2 Zn1 11.9(2) . . . . ?
C4 N2 C5 C6 179.2(2) . . . . ?
Zn1 N2 C5 C6 -12.4(3) . . . . ?
C4 N2 C5 C10 -0.2(2) . . . . ?
Zn1 N2 C5 C10 168.18(14) . . . . ?
N2 C5 C6 C7 -178.5(2) . . . . ?
C10 C5 C6 C7 0.8(3) . . . . ?
C5 C6 C7 C8 0.1(3) . . . . ?
C6 C7 C8 C9 -0.2(3) . . . . ?
C7 C8 C9 C10 -0.6(3) . . . . ?
C8 C9 C10 N3 179.42(19) . . . . ?
C8 C9 C10 C5 1.5(3) . . . . ?
N2 C5 C10 N3 -0.6(2) . . . . ?
C6 C5 C10 N3 179.98(18) . . . . ?
N2 C5 C10 C9 177.81(18) . . . . ?
C6 C5 C10 C9 -1.7(3) . . . . ?
N2 C4 N3 C10 -1.2(2) . . . . ?
C3 C4 N3 C10 176.69(17) . . . . ?
N2 C4 N3 Zn2 170.65(13) . . . . ?
C3 C4 N3 Zn2 -11.4(3) . . . . ?
C9 C10 N3 C4 -177.1(2) . . . . ?
C5 C10 N3 C4 1.03(19) . . . . ?
C9 C10 N3 Zn2 10.2(3) . . . . ?
C5 C10 N3 Zn2 -171.68(12) . . . . ?

_refine_diff_density_max         0.187
_refine_diff_density_min         -0.194
_refine_diff_density_rms         0.047


####################################################################### 
# 
# 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_NSO2135_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2051989'
loop_
_audit_author_name
_audit_author_address
'Mao Minoura'
;Rikkyo University
Japan
;
_audit_update_record             
;
2020-12-22 deposited with the CCDC.	2021-03-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H10 N3 O4 S Zn'
_chemical_formula_weight         429.72

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'
Zn Zn 0.2839 1.4301 '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'

_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                   7.2558(2)
_cell_length_b                   20.6091(6)
_cell_length_c                   11.1997(4)
_cell_angle_alpha                90
_cell_angle_beta                 96.7390(10)
_cell_angle_gamma                90
_cell_volume                     1663.18(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9918
_cell_measurement_theta_min      2.69
_cell_measurement_theta_max      27.42

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.716
_exptl_crystal_F_000             868
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.634
_shelx_estimated_absorpt_T_min   0.854
_shelx_estimated_absorpt_T_max   0.923
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6645
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker QUEST Photon'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            42193
_diffrn_reflns_av_unetI/netI     0.0264
_diffrn_reflns_av_R_equivalents  0.0579
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.827
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3825
_reflns_number_gt                3249
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0229P)²+2.8495P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3825
_refine_ls_number_parameters     244
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0338
_refine_ls_wR_factor_ref         0.0790
_refine_ls_wR_factor_gt          0.0723
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.091
_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 0.25561(4) 0.60477(2) 0.67692(3) 0.01696(9) Uani 1 1 d . . . . .
N1 N 0.2120(3) 0.50506(10) 0.72050(18) 0.0185(4) Uani 1 1 d . . . . .
C1 C 0.1902(4) 0.47199(13) 0.8173(2) 0.0237(6) Uani 1 1 d . . . . .
H1 H 0.1797 0.4920 0.8926 0.028 Uiso 1 1 calc R U . . .
S1 S 0.18207(10) 0.38993(3) 0.79764(6) 0.02566(15) Uani 1 1 d . . . . .
C2 C 0.2103(4) 0.40001(13) 0.6495(2) 0.0227(5) Uani 1 1 d . . . . .
H2 H 0.2161 0.3658 0.5933 0.027 Uiso 1 1 calc R U . . .
C3 C 0.2233(3) 0.46410(12) 0.6239(2) 0.0171(5) Uani 1 1 d . . . . .
N2 N 0.2683(3) 0.56116(10) 0.51151(18) 0.0165(4) Uani 1 1 d . . . . .
C4 C 0.2485(3) 0.49716(12) 0.5117(2) 0.0156(5) Uani 1 1 d . . . . .
N3 N 0.2527(3) 0.47027(10) 0.40188(18) 0.0183(4) Uani 1 1 d . . . . .
C5 C 0.2759(3) 0.52129(12) 0.3234(2) 0.0182(5) Uani 1 1 d . . . . .
C6 C 0.2834(3) 0.57806(12) 0.3933(2) 0.0181(5) Uani 1 1 d . . . . .
C7 C 0.3013(4) 0.63891(13) 0.3407(2) 0.0225(5) Uani 1 1 d . . . . .
H3 H 0.3067 0.6776 0.3872 0.027 Uiso 1 1 calc R U . . .
C8 C 0.3108(4) 0.64040(14) 0.2186(3) 0.0276(6) Uani 1 1 d . . . . .
H4 H 0.3206 0.6811 0.1800 0.033 Uiso 1 1 calc R U . . .
C9 C 0.3065(4) 0.58349(15) 0.1496(3) 0.0284(6) Uani 1 1 d . . . . .
H5 H 0.3164 0.5866 0.0660 0.034 Uiso 1 1 calc R U . . .
C10 C 0.2881(4) 0.52291(14) 0.2000(2) 0.0254(6) Uani 1 1 d . . . . .
H6 H 0.2840 0.4844 0.1531 0.030 Uiso 1 1 calc R U . . .
O1 O 0.5340(2) 0.62061(8) 0.74019(15) 0.0187(4) Uani 1 1 d . . . . .
C11 C 0.4882(3) 0.64565(11) 0.8356(2) 0.0165(5) Uani 1 1 d . . . . .
O2 O 0.3240(2) 0.64247(9) 0.86108(16) 0.0222(4) Uani 1 1 d . . . . .
C12 C 0.6328(3) 0.68206(12) 0.9159(2) 0.0165(5) Uani 1 1 d . . . . .
C13 C 0.5792(3) 0.72608(11) 1.0000(2) 0.0160(5) Uani 1 1 d . . . . .
H7 H 0.4527 0.7290 1.0138 0.019 Uiso 1 1 calc R U . . .
C14 C 0.7112(3) 0.76567(11) 1.0637(2) 0.0164(5) Uani 1 1 d . . . . .
H8 H 0.6746 0.7963 1.1198 0.020 Uiso 1 1 calc R U . . .
C15 C 0.8972(3) 0.76048(12) 1.0453(2) 0.0162(5) Uani 1 1 d . . . . .
C16 C 0.9521(3) 0.71443(12) 0.9656(2) 0.0193(5) Uani 1 1 d . . . . .
H9 H 1.0798 0.7094 0.9562 0.023 Uiso 1 1 calc R U . . .
C17 C 0.8200(3) 0.67579(12) 0.8998(2) 0.0195(5) Uani 1 1 d . . . . .
H10 H 0.8569 0.6451 0.8438 0.023 Uiso 1 1 calc R U . . .
C18 C 1.0368(3) 0.80751(11) 1.1029(2) 0.0161(5) Uani 1 1 d . . . . .
O3 O 0.9800(2) 0.86030(8) 1.14561(15) 0.0180(4) Uani 1 1 d . . . . .
O4 O 1.2072(2) 0.79664(8) 1.10406(16) 0.0196(4) Uani 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
Zn1 N2 2.071(2) . ?
Zn1 O1 2.0865(17) . ?
Zn1 O3 2.1156(17) 4_475 ?
Zn1 N1 2.144(2) . ?
Zn1 O4 2.2022(17) 4_475 ?
Zn1 O2 2.2054(18) . ?
Zn1 C11 2.452(2) . ?
Zn1 C18 2.484(2) 4_475 ?
N1 C1 1.306(3) . ?
N1 C3 1.382(3) . ?
C1 S1 1.705(3) . ?
C1 H1 0.9500 . ?
S1 C2 1.708(3) . ?
C2 C3 1.357(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.460(3) . ?
N2 C4 1.327(3) . ?
N2 C6 1.385(3) . ?
C4 N3 1.353(3) . ?
N3 C5 1.393(3) . ?
C5 C10 1.396(4) . ?
C5 C6 1.405(3) . ?
C6 C7 1.398(4) . ?
C7 C8 1.378(4) . ?
C7 H3 0.9500 . ?
C8 C9 1.403(4) . ?
C8 H4 0.9500 . ?
C9 C10 1.383(4) . ?
C9 H5 0.9500 . ?
C10 H6 0.9500 . ?
O1 C11 1.266(3) . ?
C11 O2 1.259(3) . ?
C11 C12 1.500(3) . ?
C12 C13 1.396(3) . ?
C12 C17 1.397(3) . ?
C13 C14 1.390(3) . ?
C13 H7 0.9500 . ?
C14 C15 1.393(3) . ?
C14 H8 0.9500 . ?
C15 C16 1.393(3) . ?
C15 C18 1.493(3) . ?
C16 C17 1.390(3) . ?
C16 H9 0.9500 . ?
C17 H10 0.9500 . ?
C18 O4 1.255(3) . ?
C18 O3 1.276(3) . ?
C18 Zn1 2.484(2) 4_676 ?
O3 Zn1 2.1156(17) 4_676 ?
O4 Zn1 2.2022(17) 4_676 ?

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 Zn1 O1 103.23(7) . . ?
N2 Zn1 O3 98.03(7) . 4_475 ?
O1 Zn1 O3 149.52(7) . 4_475 ?
N2 Zn1 N1 79.10(8) . . ?
O1 Zn1 N1 103.61(7) . . ?
O3 Zn1 N1 101.65(7) 4_475 . ?
N2 Zn1 O4 95.21(7) . 4_475 ?
O1 Zn1 O4 95.03(7) . 4_475 ?
O3 Zn1 O4 61.19(6) 4_475 4_475 ?
N1 Zn1 O4 161.29(7) . 4_475 ?
N2 Zn1 O2 163.91(7) . . ?
O1 Zn1 O2 61.62(7) . . ?
O3 Zn1 O2 98.03(7) 4_475 . ?
N1 Zn1 O2 98.49(7) . . ?
O4 Zn1 O2 91.73(7) 4_475 . ?
N2 Zn1 C11 134.31(8) . . ?
O1 Zn1 C11 31.08(7) . . ?
O3 Zn1 C11 124.06(7) 4_475 . ?
N1 Zn1 C11 105.76(8) . . ?
O4 Zn1 C11 91.03(7) 4_475 . ?
O2 Zn1 C11 30.79(7) . . ?
N2 Zn1 C18 96.38(8) . 4_475 ?
O1 Zn1 C18 123.72(7) . 4_475 ?
O3 Zn1 C18 30.92(7) 4_475 4_475 ?
N1 Zn1 C18 131.92(8) . 4_475 ?
O4 Zn1 C18 30.32(7) 4_475 4_475 ?
O2 Zn1 C18 96.93(7) . 4_475 ?
C11 Zn1 C18 110.52(8) . 4_475 ?
C1 N1 C3 110.8(2) . . ?
C1 N1 Zn1 136.45(18) . . ?
C3 N1 Zn1 112.54(16) . . ?
N1 C1 S1 114.6(2) . . ?
N1 C1 H1 122.7 . . ?
S1 C1 H1 122.7 . . ?
C1 S1 C2 89.90(13) . . ?
C3 C2 S1 110.0(2) . . ?
C3 C2 H2 125.0 . . ?
S1 C2 H2 125.0 . . ?
C2 C3 N1 114.7(2) . . ?
C2 C3 C4 130.9(2) . . ?
N1 C3 C4 114.4(2) . . ?
C4 N2 C6 105.8(2) . . ?
C4 N2 Zn1 114.44(16) . . ?
C6 N2 Zn1 139.67(17) . . ?
N2 C4 N3 113.0(2) . . ?
N2 C4 C3 119.3(2) . . ?
N3 C4 C3 127.6(2) . . ?
C4 N3 C5 106.4(2) . . ?
N3 C5 C10 132.0(2) . . ?
N3 C5 C6 106.1(2) . . ?
C10 C5 C6 121.9(2) . . ?
N2 C6 C7 130.5(2) . . ?
N2 C6 C5 108.7(2) . . ?
C7 C6 C5 120.7(2) . . ?
C8 C7 C6 117.2(3) . . ?
C8 C7 H3 121.4 . . ?
C6 C7 H3 121.4 . . ?
C7 C8 C9 121.8(3) . . ?
C7 C8 H4 119.1 . . ?
C9 C8 H4 119.1 . . ?
C10 C9 C8 121.8(3) . . ?
C10 C9 H5 119.1 . . ?
C8 C9 H5 119.1 . . ?
C9 C10 C5 116.5(3) . . ?
C9 C10 H6 121.8 . . ?
C5 C10 H6 121.8 . . ?
C11 O1 Zn1 90.62(14) . . ?
O2 C11 O1 121.3(2) . . ?
O2 C11 C12 120.3(2) . . ?
O1 C11 C12 118.4(2) . . ?
O2 C11 Zn1 63.72(13) . . ?
O1 C11 Zn1 58.30(12) . . ?
C12 C11 Zn1 168.42(17) . . ?
C11 O2 Zn1 85.50(14) . . ?
C13 C12 C17 120.0(2) . . ?
C13 C12 C11 119.9(2) . . ?
C17 C12 C11 119.9(2) . . ?
C14 C13 C12 119.9(2) . . ?
C14 C13 H7 120.1 . . ?
C12 C13 H7 120.1 . . ?
C13 C14 C15 120.0(2) . . ?
C13 C14 H8 120.0 . . ?
C15 C14 H8 120.0 . . ?
C16 C15 C14 120.2(2) . . ?
C16 C15 C18 119.3(2) . . ?
C14 C15 C18 120.4(2) . . ?
C17 C16 C15 119.9(2) . . ?
C17 C16 H9 120.0 . . ?
C15 C16 H9 120.0 . . ?
C16 C17 C12 119.9(2) . . ?
C16 C17 H10 120.0 . . ?
C12 C17 H10 120.0 . . ?
O4 C18 O3 120.6(2) . . ?
O4 C18 C15 120.4(2) . . ?
O3 C18 C15 118.9(2) . . ?
O4 C18 Zn1 62.35(13) . 4_676 ?
O3 C18 Zn1 58.41(12) . 4_676 ?
C15 C18 Zn1 172.62(17) . 4_676 ?
C18 O3 Zn1 90.67(14) . 4_676 ?
C18 O4 Zn1 87.33(14) . 4_676 ?

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
C3 N1 C1 S1 0.0(3) . . . . ?
Zn1 N1 C1 S1 -174.04(14) . . . . ?
N1 C1 S1 C2 0.1(2) . . . . ?
C1 S1 C2 C3 -0.2(2) . . . . ?
S1 C2 C3 N1 0.3(3) . . . . ?
S1 C2 C3 C4 179.8(2) . . . . ?
C1 N1 C3 C2 -0.2(3) . . . . ?
Zn1 N1 C3 C2 175.36(18) . . . . ?
C1 N1 C3 C4 -179.8(2) . . . . ?
Zn1 N1 C3 C4 -4.2(3) . . . . ?
C6 N2 C4 N3 1.1(3) . . . . ?
Zn1 N2 C4 N3 178.44(15) . . . . ?
C6 N2 C4 C3 -178.2(2) . . . . ?
Zn1 N2 C4 C3 -0.9(3) . . . . ?
C2 C3 C4 N2 -176.0(3) . . . . ?
N1 C3 C4 N2 3.6(3) . . . . ?
C2 C3 C4 N3 4.8(4) . . . . ?
N1 C3 C4 N3 -175.6(2) . . . . ?
N2 C4 N3 C5 -0.5(3) . . . . ?
C3 C4 N3 C5 178.8(2) . . . . ?
C4 N3 C5 C10 -179.3(3) . . . . ?
C4 N3 C5 C6 -0.4(3) . . . . ?
C4 N2 C6 C7 178.0(3) . . . . ?
Zn1 N2 C6 C7 1.7(4) . . . . ?
C4 N2 C6 C5 -1.3(3) . . . . ?
Zn1 N2 C6 C5 -177.56(19) . . . . ?
N3 C5 C6 N2 1.1(3) . . . . ?
C10 C5 C6 N2 -179.9(2) . . . . ?
N3 C5 C6 C7 -178.3(2) . . . . ?
C10 C5 C6 C7 0.7(4) . . . . ?
N2 C6 C7 C8 -179.1(3) . . . . ?
C5 C6 C7 C8 0.1(4) . . . . ?
C6 C7 C8 C9 -1.2(4) . . . . ?
C7 C8 C9 C10 1.5(4) . . . . ?
C8 C9 C10 C5 -0.6(4) . . . . ?
N3 C5 C10 C9 178.3(3) . . . . ?
C6 C5 C10 C9 -0.5(4) . . . . ?
Zn1 O1 C11 O2 10.2(2) . . . . ?
Zn1 O1 C11 C12 -167.17(19) . . . . ?
O1 C11 O2 Zn1 -9.7(2) . . . . ?
C12 C11 O2 Zn1 167.6(2) . . . . ?
O2 C11 C12 C13 -16.7(3) . . . . ?
O1 C11 C12 C13 160.7(2) . . . . ?
Zn1 C11 C12 C13 90.4(9) . . . . ?
O2 C11 C12 C17 168.4(2) . . . . ?
O1 C11 C12 C17 -14.2(3) . . . . ?
Zn1 C11 C12 C17 -84.4(9) . . . . ?
C17 C12 C13 C14 2.9(4) . . . . ?
C11 C12 C13 C14 -171.9(2) . . . . ?
C12 C13 C14 C15 -1.3(4) . . . . ?
C13 C14 C15 C16 -1.8(4) . . . . ?
C13 C14 C15 C18 173.3(2) . . . . ?
C14 C15 C16 C17 3.3(4) . . . . ?
C18 C15 C16 C17 -171.9(2) . . . . ?
C15 C16 C17 C12 -1.6(4) . . . . ?
C13 C12 C17 C16 -1.4(4) . . . . ?
C11 C12 C17 C16 173.4(2) . . . . ?
C16 C15 C18 O4 -17.3(3) . . . . ?
C14 C15 C18 O4 167.5(2) . . . . ?
C16 C15 C18 O3 159.3(2) . . . . ?
C14 C15 C18 O3 -15.9(3) . . . . ?
O4 C18 O3 Zn1 4.5(2) . . . 4_676 ?
C15 C18 O3 Zn1 -172.05(19) . . . 4_676 ?
O3 C18 O4 Zn1 -4.4(2) . . . 4_676 ?
C15 C18 O4 Zn1 172.2(2) . . . 4_676 ?

_refine_diff_density_max         0.933
_refine_diff_density_min         -0.484
_refine_diff_density_rms         0.076


