# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_jat2ch
_audit_block_doi                 10.5517/ccdc.csd.cc1zqmjv
_database_code_depnum_ccdc_archive 'CCDC 1838998'
loop_
_audit_author_name
_audit_author_address
'Aleksandar Visnjevac'
;Institut Rudjer Boskovic
Croatia
;
_audit_update_record             
;
2021-12-26 deposited with the CCDC.	2022-06-22 downloaded from the CCDC.
;
_audit_creation_date             2017-02-16T20:59:38-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#
_chemical_formula_moiety         'C16  H14  N4  S1  Cl2  Zn1'
_chemical_formula_sum            'C16 H14 Cl2 N4 S Zn'
_chemical_formula_weight         430.64
#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#
#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./
# END of CIF
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_space_group_name_Hall  '-C 2yc'
_cell_length_a                   14.3265(8)
_cell_length_b                   18.2579(6)
_cell_length_c                   14.6130(8)
_cell_angle_alpha                90
_cell_angle_beta                 117.022(7)
_cell_angle_gamma                90
_cell_volume                     3405.1(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3003
_cell_measurement_temperature    109(2)
_cell_measurement_theta_max      73.2881
_cell_measurement_theta_min      3.3923
_cell_measurement_wavelength     1.54184
_shelx_estimated_absorpt_T_max   0.751
_shelx_estimated_absorpt_T_min   0.225
#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#
_exptl_absorpt_coefficient_mu    6.08
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.59772
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.68
_exptl_crystal_density_method    'not measured'
#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#
_exptl_crystal_description       stick
_exptl_crystal_F_000             1744
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_av_unetI/netI     0.05
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6360
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.447
_diffrn_reflns_theta_min         4.227
#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#
_diffrn_ambient_temperature      110
_diffrn_detector_area_resol_mean 10.4323
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_ub_11      0.0893777
_diffrn_orient_matrix_ub_12      -0.0396902
_diffrn_orient_matrix_ub_13      0.0902537
_diffrn_orient_matrix_ub_21      0.0763036
_diffrn_orient_matrix_ub_22      0.0612762
_diffrn_orient_matrix_ub_23      0.0056832
_diffrn_orient_matrix_ub_31      -0.026744
_diffrn_orient_matrix_ub_32      0.0425622
_diffrn_orient_matrix_ub_33      0.0762316
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_number         0
_reflns_Friedel_coverage         0
_reflns_number_gt                2925
_reflns_number_total             3324
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#
_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_molecular_graphics    'MERCURY (Macrae et al., 2006)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_structure_solution    'SIR-2014 (Burla et al., 2014)'
_refine_diff_density_max         0.558
_refine_diff_density_min         -0.608
_refine_diff_density_rms         0.104
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     219
_refine_ls_number_reflns         3324
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0531
_refine_ls_R_factor_gt           0.0465
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0603P)²+24.3674P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1295
_refine_ls_wR_factor_ref         0.1338
_atom_sites_solution_hydrogens   geom
#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   direct
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 0.5 0.09011(4) 0.25 0.01926(19) Uani 1 2 d S T P . .
S1 S 0.23453(8) -0.06568(6) 0.05639(8) 0.0252(2) Uani 1 1 d . . . . .
N1 N 0.4934(3) 0.17571(19) 0.1393(3) 0.0230(7) Uani 1 1 d . . . . .
N2 N 0.3418(3) 0.10989(18) 0.2225(2) 0.0207(7) Uani 1 1 d . . . . .
N3 N 0.2659(3) 0.06698(19) 0.1508(3) 0.0242(7) Uani 1 1 d . . . . .
H3A H 0.198326 0.075284 0.126337 0.029 Uiso 1 1 calc R U . . .
N4 N 0.4069(3) 0.00705(18) 0.1430(2) 0.0199(7) Uani 1 1 d . . . . .
C1 C 0.5882(3) 0.1974(2) 0.1486(3) 0.0230(8) Uani 1 1 d . . . . .
C2 C 0.5991(3) 0.2545(2) 0.0911(3) 0.0270(9) Uani 1 1 d . . . . .
H2 H 0.665994 0.266736 0.09679 0.032 Uiso 1 1 calc R U . . .
C3 C 0.5109(4) 0.2930(2) 0.0255(3) 0.0299(9) Uani 1 1 d . . . . .
H3 H 0.516616 0.33376 -0.012095 0.036 Uiso 1 1 calc R U . . .
C4 C 0.4146(4) 0.2714(3) 0.0156(3) 0.0301(9) Uani 1 1 d . . . . .
H4 H 0.352833 0.296622 -0.029854 0.036 Uiso 1 1 calc R U . . .
C5 C 0.4089(3) 0.2124(2) 0.0728(3) 0.0272(9) Uani 1 1 d . . . . .
H5 H 0.34191 0.197431 0.06427 0.033 Uiso 1 1 calc R U . . .
C6 C 0.3211(3) 0.1564(2) 0.2762(3) 0.0241(8) Uani 1 1 d . . . . .
H6 H 0.252073 0.163804 0.268065 0.029 Uiso 1 1 calc R U . . .
C7 C 0.3077(3) 0.0089(2) 0.1209(3) 0.0224(8) Uani 1 1 d . . . . .
C8 C 0.3472(3) -0.1041(2) 0.0624(3) 0.0243(8) Uani 1 1 d . . . . .
H8 H 0.350251 -0.150905 0.035438 0.029 Uiso 1 1 calc R U . . .
C9 C 0.4308(3) -0.0591(2) 0.1104(3) 0.0223(8) Uani 1 1 d . . . . .
C10 C 0.5396(3) -0.0743(2) 0.1310(3) 0.0231(8) Uani 1 1 d . . . . .
C11 C 0.6002(3) -0.0191(2) 0.1171(3) 0.0225(8) Uani 1 1 d . . . . .
H11 H 0.570754 0.028062 0.094046 0.027 Uiso 1 1 calc R U . . .
C12 C 0.7028(3) -0.0329(2) 0.1369(3) 0.0256(8) Uani 1 1 d . . . . .
H12 H 0.743115 0.004942 0.127435 0.031 Uiso 1 1 calc R U . . .
C13 C 0.7477(3) -0.1021(3) 0.1706(3) 0.0286(9) Uani 1 1 d . . . . .
C14 C 0.6866(4) -0.1561(2) 0.1837(3) 0.0315(10) Uani 1 1 d . . . . .
H14 H 0.71587 -0.203264 0.206443 0.038 Uiso 1 1 calc R U . . .
C15 C 0.5842(4) -0.1430(2) 0.1645(3) 0.0269(9) Uani 1 1 d . . . . .
H15 H 0.544255 -0.181015 0.17421 0.032 Uiso 1 1 calc R U . . .
C16 C 0.8603(4) -0.1157(3) 0.1942(4) 0.0408(12) Uani 1 1 d . . . . .
H16A H 0.906604 -0.097405 0.263257 0.061 Uiso 1 1 calc R U . . .
H16B H 0.875792 -0.090063 0.143774 0.061 Uiso 1 1 calc R U . . .
H16C H 0.871669 -0.168345 0.191071 0.061 Uiso 1 1 calc R U . . .
Zn2 Zn 0 0.12820(4) 0.25 0.0232(2) Uani 1 2 d S T P . .
Cl1 Cl -0.13340(8) 0.19930(5) 0.13967(7) 0.0265(2) Uani 1 1 d . . . . .
Cl2 Cl -0.05056(8) 0.05393(6) 0.34533(8) 0.0310(2) Uani 1 1 d . . . . .


#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#
_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N1 2.220(3) 2_655 ?
Zn1 N2 2.145(3) 2_655 ?
Zn1 N4 2.151(3) 2_655 ?
N1 Zn1 2.220(3) . ?
N2 Zn1 2.145(3) . ?
N3 N2 1.364(5) . ?
N3 H3A 0.88 . ?
N4 Zn1 2.151(3) . ?
C1 N1 1.362(5) . ?
C1 C6 1.470(6) 2_655 ?
C2 C1 1.390(6) . ?
C2 H2 0.95 . ?
C3 C2 1.382(6) . ?
C3 H3 0.95 . ?
C4 C3 1.378(7) . ?
C4 H4 0.95 . ?
C5 N1 1.338(5) . ?
C5 C4 1.388(6) . ?
C5 H5 0.95 . ?
C6 N2 1.279(5) . ?
C6 C1 1.470(6) 2_655 ?
C6 H6 0.95 . ?
C7 S1 1.716(4) . ?
C7 N3 1.382(5) . ?
C7 N4 1.306(5) . ?
C8 S1 1.725(4) . ?
C8 H8 0.95 . ?
C9 N4 1.397(5) . ?
C9 C8 1.356(6) . ?
C10 C9 1.473(6) . ?
C10 C11 1.405(6) . ?
C11 H11 0.95 . ?
C11 C12 1.386(6) . ?
C12 H12 0.95 . ?
C13 C12 1.402(6) . ?
C13 C14 1.387(7) . ?
C14 H14 0.95 . ?
C14 C15 1.383(7) . ?
C15 C10 1.392(6) . ?
C15 H15 0.95 . ?
C16 C13 1.509(6) . ?
C16 H16A 0.98 . ?
C16 H16B 0.98 . ?
C16 H16C 0.98 . ?
Zn2 Cl1 2.2665(11) 2 ?
Zn2 Cl2 2.2849(11) 2 ?
Cl1 Zn2 2.2665(11) . ?
Cl2 Zn2 2.2849(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Zn1 N1 90.49(18) 2_655 . ?
N2 Zn1 N1 93.05(13) . . ?
N2 Zn1 N1 73.12(13) 2_655 . ?
N2 Zn1 N1 93.06(13) 2_655 2_655 ?
N2 Zn1 N1 73.12(13) . 2_655 ?
N2 Zn1 N2 160.61(18) . 2_655 ?
N2 Zn1 N4 74.28(13) 2_655 2_655 ?
N2 Zn1 N4 74.28(13) . . ?
N2 Zn1 N4 120.55(13) . 2_655 ?
N2 Zn1 N4 120.55(13) 2_655 . ?
N4 Zn1 N1 146.39(13) . 2_655 ?
N4 Zn1 N1 146.39(13) 2_655 . ?
N4 Zn1 N1 99.19(12) . . ?
N4 Zn1 N1 99.19(12) 2_655 2_655 ?
N4 Zn1 N4 90.36(18) 2_655 . ?
C7 S1 C8 88.3(2) . . ?
C1 N1 Zn1 115.0(3) . . ?
C5 N1 Zn1 127.4(3) . . ?
C5 N1 C1 117.3(4) . . ?
N3 N2 Zn1 116.9(2) . . ?
C6 N2 Zn1 121.1(3) . . ?
C6 N2 N3 121.8(3) . . ?
N2 N3 H3A 124 . . ?
N2 N3 C7 112.0(3) . . ?
C7 N3 H3A 124 . . ?
C7 N4 Zn1 114.0(3) . . ?
C7 N4 C9 110.2(3) . . ?
C9 N4 Zn1 133.6(3) . . ?
N1 C1 C2 122.6(4) . . ?
N1 C1 C6 115.4(4) . 2_655 ?
C2 C1 C6 122.0(4) . 2_655 ?
C1 C2 H2 120.6 . . ?
C3 C2 C1 118.8(4) . . ?
C3 C2 H2 120.6 . . ?
C2 C3 H3 120.5 . . ?
C4 C3 C2 118.9(4) . . ?
C4 C3 H3 120.5 . . ?
C3 C4 H4 120.4 . . ?
C3 C4 C5 119.3(4) . . ?
C5 C4 H4 120.4 . . ?
N1 C5 C4 123.0(4) . . ?
N1 C5 H5 118.5 . . ?
C4 C5 H5 118.5 . . ?
N2 C6 C1 115.1(4) . 2_655 ?
N2 C6 H6 122.4 . . ?
C1 C6 H6 122.4 2_655 . ?
N3 C7 S1 122.5(3) . . ?
N4 C7 S1 116.1(3) . . ?
N4 C7 N3 121.4(4) . . ?
S1 C8 H8 124.3 . . ?
C9 C8 S1 111.4(3) . . ?
C9 C8 H8 124.3 . . ?
N4 C9 C10 119.6(3) . . ?
C8 C9 N4 113.9(4) . . ?
C8 C9 C10 126.5(4) . . ?
C11 C10 C9 120.1(4) . . ?
C15 C10 C9 121.0(4) . . ?
C15 C10 C11 118.8(4) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 C10 120.4(4) . . ?
C12 C11 H11 119.8 . . ?
C11 C12 H12 119.6 . . ?
C11 C12 C13 120.7(4) . . ?
C13 C12 H12 119.6 . . ?
C12 C13 C16 120.0(4) . . ?
C14 C13 C12 118.1(4) . . ?
C14 C13 C16 121.9(4) . . ?
C13 C14 H14 119.1 . . ?
C15 C14 C13 121.8(4) . . ?
C15 C14 H14 119.1 . . ?
C10 C15 H15 119.9 . . ?
C14 C15 C10 120.1(4) . . ?
C14 C15 H15 119.9 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
Cl1 Zn2 Cl1 110.12(6) 2 . ?
Cl1 Zn2 Cl2 107.74(4) 2 . ?
Cl1 Zn2 Cl2 112.03(4) 2 2 ?
Cl1 Zn2 Cl2 112.03(4) . . ?
Cl1 Zn2 Cl2 107.74(4) . 2 ?
Cl2 Zn2 Cl2 107.19(6) 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
S1 C7 N3 N2 164.0(3) . . . . ?
S1 C7 N4 Zn1 -167.86(18) . . . . ?
S1 C7 N4 C9 -2.1(4) . . . . ?
N1 C5 C4 C3 1.2(7) . . . . ?
N3 C7 S1 C8 -176.5(4) . . . . ?
N3 C7 N4 Zn1 10.4(5) . . . . ?
N3 C7 N4 C9 176.1(3) . . . . ?
N4 C7 S1 C8 1.6(3) . . . . ?
N4 C7 N3 N2 -14.1(5) . . . . ?
N4 C9 C8 S1 -0.3(4) . . . . ?
C1 C6 N2 Zn1 3.9(5) 2_655 . . . ?
C1 C6 N2 N3 179.0(3) 2_655 . . . ?
C2 C1 N1 Zn1 -174.8(3) . . . . ?
C2 C1 N1 C5 -1.0(6) . . . . ?
C3 C2 C1 N1 3.2(6) . . . . ?
C3 C2 C1 C6 -176.8(4) . . . 2_655 ?
C4 C3 C2 C1 -3.1(6) . . . . ?
C4 C5 N1 Zn1 171.7(3) . . . . ?
C4 C5 N1 C1 -1.2(6) . . . . ?
C5 C4 C3 C2 1.0(7) . . . . ?
C6 C1 N1 Zn1 5.2(4) 2_655 . . . ?
C6 C1 N1 C5 179.0(4) 2_655 . . . ?
C7 N3 N2 Zn1 10.7(4) . . . . ?
C7 N3 N2 C6 -164.6(4) . . . . ?
C8 C9 N4 Zn1 163.4(3) . . . . ?
C8 C9 N4 C7 1.5(5) . . . . ?
C9 C8 S1 C7 -0.7(3) . . . . ?
C9 C10 C11 C12 179.6(4) . . . . ?
C10 C9 N4 Zn1 -15.8(6) . . . . ?
C10 C9 N4 C7 -177.8(3) . . . . ?
C10 C9 C8 S1 178.9(3) . . . . ?
C10 C11 C12 C13 0.2(6) . . . . ?
C11 C10 C9 N4 -42.4(5) . . . . ?
C11 C10 C9 C8 138.5(4) . . . . ?
C12 C13 C14 C15 0.0(6) . . . . ?
C13 C14 C15 C10 0.1(7) . . . . ?
C14 C13 C12 C11 -0.1(6) . . . . ?
C14 C15 C10 C9 -179.8(4) . . . . ?
C14 C15 C10 C11 0.1(6) . . . . ?
C15 C10 C9 N4 137.5(4) . . . . ?
C15 C10 C9 C8 -41.7(6) . . . . ?
C15 C10 C11 C12 -0.2(6) . . . . ?
C16 C13 C12 C11 -178.5(4) . . . . ?
C16 C13 C14 C15 178.3(4) . . . . ?

####################################################################### 
# 
# 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_zncl_tia
_audit_block_doi                 10.5517/ccdc.csd.cc1zqmdq
_database_code_depnum_ccdc_archive 'CCDC 1838994'
loop_
_audit_author_name
_audit_author_address
'Aleksandar Visnjevac'
;Institut Rudjer Boskovic
Croatia
;
_audit_update_record             
;
2021-12-26 deposited with the CCDC.	2022-06-22 downloaded from the CCDC.
;
_audit_creation_date             2016-10-31T13:41:12-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#
_chemical_formula_sum            'C15 H12 Cl2 N4 S Zn'
_chemical_formula_weight         416.62
#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#
#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#
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 0 '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'

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./
# END of CIF
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_cell_length_a                   7.4123(6)
_cell_length_b                   16.1476(12)
_cell_length_c                   14.1477(11)
_cell_angle_alpha                90
_cell_angle_beta                 103.092(8)
_cell_angle_gamma                90
_cell_volume                     1649.3(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2858
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      31.353
_cell_measurement_theta_min      4.835
#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#
_exptl_absorpt_coefficient_mu    1.942
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.40448
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
        (compiled Aug 13 2014,18:06:01)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.678
#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#
_exptl_crystal_description       prism
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.15
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_av_unetI/netI     0.049
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.89
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10767
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.89
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.77
_diffrn_reflns_theta_min         4.292
_diffrn_ambient_temperature      298(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.89
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_ub_11      -0.0386202
_diffrn_orient_matrix_ub_12      -0.02471
_diffrn_orient_matrix_ub_13      -0.0409431
_diffrn_orient_matrix_ub_21      -0.0352581
_diffrn_orient_matrix_ub_22      -0.0277179
_diffrn_orient_matrix_ub_23      0.0301799
_diffrn_orient_matrix_ub_31      -0.0833654
_diffrn_orient_matrix_ub_32      0.0234247
_diffrn_orient_matrix_ub_33      -0.0076871
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0
_reflns_number_gt                3895
_reflns_number_total             5434
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
        (compiled Aug 13 2014,18:06:01)
;
#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#
_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
        (compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
        (compiled Aug 13 2014,18:06:01)
;
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_refine_diff_density_max         0.635
_refine_diff_density_min         -0.48
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     212
_refine_ls_number_reflns         5434
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0737
_refine_ls_R_factor_gt           0.05
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0613P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1189
_refine_ls_wR_factor_ref         0.1356
#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#
_atom_sites_solution_hydrogens   mixed
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 0.79722(4) 0.08478(2) 0.13535(2) 0.04435(12) Uani 1 1 d . . . . .
Cl1 Cl 0.56083(9) 0.17695(4) 0.12543(5) 0.04831(17) Uani 1 1 d . . . . .
Cl2 Cl 1.06783(9) 0.11000(5) 0.23540(5) 0.05450(19) Uani 1 1 d . . . . .
S1 S 0.63235(11) -0.18473(5) 0.19711(7) 0.0588(2) Uani 1 1 d . . . . .
N1 N 0.8721(3) 0.13488(16) 0.00019(16) 0.0498(5) Uani 1 1 d . . . . .
N2 N 0.7418(3) -0.00949(15) 0.02794(15) 0.0425(5) Uani 1 1 d . . . . .
N3 N 0.6875(4) -0.08468(16) 0.05422(19) 0.0503(6) Uani 1 1 d . . . . .
H3A H 0.638(5) -0.114(3) 0.010(3) 0.069(11) Uiso 1 1 d . . . . .
N4 N 0.6945(3) -0.02785(14) 0.20724(16) 0.0427(5) Uani 1 1 d . . . . .
C1 C 0.8221(4) 0.08580(19) -0.07841(19) 0.0468(6) Uani 1 1 d . . . . .
C2 C 0.8353(4) 0.1112(2) -0.1704(2) 0.0566(8) Uani 1 1 d . . . . .
H2 H 0.79956 0.076386 -0.223692 0.068 Uiso 1 1 calc R U . . .
C3 C 0.9029(5) 0.1895(3) -0.1806(2) 0.0665(9) Uani 1 1 d . . . . .
H3 H 0.910771 0.208709 -0.241469 0.08 Uiso 1 1 calc R U . . .
C4 C 0.9580(5) 0.2388(2) -0.1008(3) 0.0693(9) Uani 1 1 d . . . . .
H4 H 1.006783 0.291155 -0.106193 0.083 Uiso 1 1 calc R U . . .
C5 C 0.9395(5) 0.2086(2) -0.0113(2) 0.0648(8) Uani 1 1 d . . . . .
H5 H 0.976554 0.242266 0.043027 0.078 Uiso 1 1 calc R U . . .
C6 C 0.7542(3) 0.0048(2) -0.05940(19) 0.0474(6) Uani 1 1 d . . . . .
H6 H 0.72123 -0.03477 -0.108051 0.057 Uiso 1 1 calc R U . . .
C7 C 0.6708(4) -0.09091(17) 0.1484(2) 0.0447(6) Uani 1 1 d . . . . .
C8 C 0.6465(4) -0.1357(2) 0.3054(2) 0.0567(7) Uani 1 1 d . . . . .
H8 H 0.632747 -0.162327 0.361655 0.068 Uiso 1 1 calc R U . . .
C9 C 0.6800(4) -0.05371(19) 0.2999(2) 0.0478(6) Uani 1 1 d . . . . .
C10 C 0.6911(3) 0.00464(19) 0.38055(19) 0.0472(6) Uani 1 1 d . . . . .
C11 C 0.6164(5) 0.08272(19) 0.3669(2) 0.0575(8) Uani 1 1 d . . . . .
H11 H 0.564504 0.101175 0.304363 0.069 Uiso 1 1 calc R U . . .
C12 C 0.6176(5) 0.1343(2) 0.4453(2) 0.0682(9) Uani 1 1 d . . . . .
H12 H 0.566214 0.187032 0.435227 0.082 Uiso 1 1 calc R U . . .
C13 C 0.6948(5) 0.1077(3) 0.5385(2) 0.0651(9) Uani 1 1 d . . . . .
H13 H 0.694255 0.142004 0.591185 0.078 Uiso 1 1 calc R U . . .
C14 C 0.7714(5) 0.0312(3) 0.5525(2) 0.0739(10) Uani 1 1 d . . . . .
H14 H 0.826434 0.013594 0.614925 0.089 Uiso 1 1 calc R U . . .
C15 C 0.7681(5) -0.0206(2) 0.4748(2) 0.0651(8) Uani 1 1 d . . . . .
H15 H 0.818512 -0.073389 0.485765 0.078 Uiso 1 1 calc R U . . .


#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#
_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
Cl1 Zn1 2.2789(7) . ?
Cl2 Zn1 2.2150(8) . ?
N1 Zn1 2.258(2) . ?
N2 Zn1 2.124(2) . ?
N3 N2 1.357(3) . ?
N3 H3A 0.80(4) . ?
N4 Zn1 2.296(2) . ?
C1 N1 1.347(4) . ?
C1 C2 1.389(4) . ?
C2 H2 0.93 . ?
C3 C2 1.380(5) . ?
C3 H3 0.93 . ?
C4 C3 1.364(5) . ?
C4 H4 0.93 . ?
C5 N1 1.316(4) . ?
C5 C4 1.393(5) . ?
C5 H5 0.93 . ?
C6 N2 1.280(3) . ?
C6 C1 1.449(4) . ?
C6 H6 0.93 . ?
C7 S1 1.715(3) . ?
C7 N3 1.369(4) . ?
C7 N4 1.302(4) . ?
C8 S1 1.706(4) . ?
C8 H8 0.93 . ?
C9 N4 1.403(3) . ?
C9 C8 1.353(4) . ?
C10 C9 1.468(4) . ?
C11 C10 1.373(4) . ?
C11 H11 0.93 . ?
C12 C11 1.387(5) . ?
C12 H12 0.93 . ?
C13 C12 1.381(5) . ?
C13 H13 0.93 . ?
C14 C13 1.355(5) . ?
C14 H14 0.93 . ?
C15 C10 1.388(4) . ?
C15 C14 1.376(5) . ?
C15 H15 0.93 . ?

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
Cl1 Zn1 N4 102.55(6) . . ?
Cl2 Zn1 Cl1 119.45(3) . . ?
Cl2 Zn1 N1 96.58(7) . . ?
Cl2 Zn1 N4 101.87(6) . . ?
N1 Zn1 Cl1 92.68(6) . . ?
N1 Zn1 N4 145.94(9) . . ?
N2 Zn1 Cl1 113.74(6) . . ?
N2 Zn1 Cl2 126.10(6) . . ?
N2 Zn1 N1 72.28(9) . . ?
N2 Zn1 N4 73.71(8) . . ?
C8 S1 C7 88.25(14) . . ?
C1 N1 Zn1 114.46(19) . . ?
C5 N1 Zn1 127.0(2) . . ?
C5 N1 C1 118.1(3) . . ?
N3 N2 Zn1 117.79(17) . . ?
C6 N2 Zn1 121.1(2) . . ?
C6 N2 N3 121.1(2) . . ?
N2 N3 H3A 115(3) . . ?
N2 N3 C7 115.5(2) . . ?
C7 N3 H3A 126(3) . . ?
C7 N4 Zn1 110.27(18) . . ?
C7 N4 C9 109.7(2) . . ?
C9 N4 Zn1 138.85(18) . . ?
N1 C1 C2 122.3(3) . . ?
N1 C1 C6 114.8(2) . . ?
C2 C1 C6 122.8(3) . . ?
C1 C2 H2 120.9 . . ?
C3 C2 C1 118.2(3) . . ?
C3 C2 H2 120.9 . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.7(3) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 120.8 . . ?
C3 C4 C5 118.4(4) . . ?
C5 C4 H4 120.8 . . ?
N1 C5 C4 123.1(3) . . ?
N1 C5 H5 118.4 . . ?
C4 C5 H5 118.4 . . ?
N2 C6 C1 116.5(3) . . ?
N2 C6 H6 121.8 . . ?
C1 C6 H6 121.8 . . ?
N3 C7 S1 121.1(2) . . ?
N4 C7 S1 116.4(2) . . ?
N4 C7 N3 122.4(3) . . ?
S1 C8 H8 123.9 . . ?
C9 C8 S1 112.1(2) . . ?
C9 C8 H8 123.9 . . ?
N4 C9 C10 122.2(3) . . ?
C8 C9 N4 113.5(3) . . ?
C8 C9 C10 124.2(3) . . ?
C11 C10 C9 122.0(3) . . ?
C11 C10 C15 118.0(3) . . ?
C15 C10 C9 119.8(3) . . ?
C10 C11 H11 119.7 . . ?
C10 C11 C12 120.7(3) . . ?
C12 C11 H11 119.7 . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.2(3) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 H13 120.2 . . ?
C14 C13 C12 119.5(3) . . ?
C14 C13 H13 120.2 . . ?
C13 C14 H14 119.8 . . ?
C13 C14 C15 120.4(3) . . ?
C15 C14 H14 119.8 . . ?
C10 C15 H15 119.4 . . ?
C14 C15 C10 121.2(3) . . ?
C14 C15 H15 119.4 . . ?

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
S1 C7 N3 N2 -171.63(18) . . . . ?
S1 C7 N4 Zn1 169.34(12) . . . . ?
S1 C7 N4 C9 -0.7(3) . . . . ?
N1 C1 C2 C3 0.3(4) . . . . ?
N1 C5 C4 C3 0.3(5) . . . . ?
N2 C6 C1 N1 2.9(3) . . . . ?
N2 C6 C1 C2 -177.2(2) . . . . ?
N3 C7 S1 C8 176.5(2) . . . . ?
N3 C7 N4 Zn1 -6.4(3) . . . . ?
N3 C7 N4 C9 -176.4(2) . . . . ?
N4 C7 S1 C8 0.7(2) . . . . ?
N4 C7 N3 N2 4.0(4) . . . . ?
N4 C9 C8 S1 0.2(3) . . . . ?
C1 C6 N2 Zn1 4.9(3) . . . . ?
C1 C6 N2 N3 -177.1(2) . . . . ?
C2 C1 N1 Zn1 171.5(2) . . . . ?
C2 C1 N1 C5 -1.6(4) . . . . ?
C4 C3 C2 C1 1.4(5) . . . . ?
C4 C5 N1 Zn1 -170.9(2) . . . . ?
C4 C5 N1 C1 1.3(5) . . . . ?
C5 C4 C3 C2 -1.6(5) . . . . ?
C6 C1 N1 Zn1 -8.5(3) . . . . ?
C6 C1 N1 C5 178.3(2) . . . . ?
C6 C1 C2 C3 -179.7(3) . . . . ?
C7 N3 N2 Zn1 1.2(3) . . . . ?
C7 N3 N2 C6 -176.9(2) . . . . ?
C8 C9 N4 Zn1 -165.4(2) . . . . ?
C8 C9 N4 C7 0.3(3) . . . . ?
C9 C8 S1 C7 -0.5(2) . . . . ?
C10 C9 N4 Zn1 17.5(4) . . . . ?
C10 C9 N4 C7 -176.8(2) . . . . ?
C10 C9 C8 S1 177.3(2) . . . . ?
C10 C15 C14 C13 1.6(6) . . . . ?
C11 C10 C9 N4 37.0(4) . . . . ?
C11 C10 C9 C8 -139.8(3) . . . . ?
C12 C11 C10 C9 175.4(3) . . . . ?
C12 C11 C10 C15 -0.3(5) . . . . ?
C13 C12 C11 C10 0.2(5) . . . . ?
C14 C13 C12 C11 0.8(6) . . . . ?
C14 C15 C10 C9 -176.4(3) . . . . ?
C14 C15 C10 C11 -0.6(5) . . . . ?
C15 C10 C9 N4 -147.4(3) . . . . ?
C15 C10 C9 C8 35.9(4) . . . . ?
C15 C14 C13 C12 -1.7(6) . . . . ?

####################################################################### 
# 
# 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_jat1cn
_audit_block_doi                 10.5517/ccdc.csd.cc1zqmfr
_database_code_depnum_ccdc_archive 'CCDC 1838995'
loop_
_audit_author_name
_audit_author_address
'Aleksandar Visnjevac'
;Institut Rudjer Boskovic
Croatia
;
_audit_update_record             
;
2021-12-26 deposited with the CCDC.	2022-06-22 downloaded from the CCDC.
;
_audit_creation_date             2017-02-22T14:56:17-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#
_chemical_formula_moiety         'C30  H24  N8  S2  Zn1, 2(N1 O3), O1'
_chemical_formula_sum            'C30 H24 N10 O7 S2 Zn1'
_chemical_formula_weight         766.08
#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#
#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./
# END of CIF
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_cell_length_a                   10.9908(5)
_cell_length_b                   12.5765(5)
_cell_length_c                   14.2015(6)
_cell_angle_alpha                108.799(4)
_cell_angle_beta                 94.313(3)
_cell_angle_gamma                115.023(4)
_cell_volume                     1631.88(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6561
_cell_measurement_temperature    110
_cell_measurement_theta_max      72.9972
_cell_measurement_theta_min      3.3894
_cell_measurement_wavelength     1.54184
#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#
_exptl_absorpt_coefficient_mu    2.794
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.63256
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.559
_exptl_crystal_density_method    'not measured'
#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#
_exptl_crystal_description       stick
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_diffrn_reflns_av_R_equivalents  0.0306
_diffrn_reflns_av_unetI/netI     0.0508
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.936
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10699
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.936
_diffrn_reflns_theta_full        67.68
_diffrn_reflns_theta_max         73.147
_diffrn_reflns_theta_min         3.392
#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#
_diffrn_ambient_temperature      110
_diffrn_detector_area_resol_mean 10.4323
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.936
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_ub_11      -0.1169816
_diffrn_orient_matrix_ub_12      -0.1387565
_diffrn_orient_matrix_ub_13      -0.0403492
_diffrn_orient_matrix_ub_21      0.1077127
_diffrn_orient_matrix_ub_22      -0.0481229
_diffrn_orient_matrix_ub_23      -0.014731
_diffrn_orient_matrix_ub_31      0.0138003
_diffrn_orient_matrix_ub_32      0.0045418
_diffrn_orient_matrix_ub_33      0.1101646
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54179
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_number         0
_reflns_Friedel_coverage         0
_reflns_number_gt                5610
_reflns_number_total             6127
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#
_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_structure_solution    'SIR-2014 (Burla et al., 2014)'
_refine_diff_density_max         1.98
_refine_diff_density_min         -0.622
_refine_diff_density_rms         0.102
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     451
_refine_ls_number_reflns         6127
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0585
_refine_ls_R_factor_gt           0.0548
_refine_ls_restrained_S_all      1.094
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0869P)²+2.8074P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.154
_refine_ls_wR_factor_ref         0.1585
_atom_sites_solution_hydrogens   geom
#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   direct
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 0.02568(4) 0.38372(4) 0.72675(3) 0.01797(15) Uani 1 1 d . . . . .
S1 S 0.31065(9) 0.77508(8) 0.73993(7) 0.0296(2) Uani 1 1 d . . . . .
S2 S -0.30767(8) 0.47037(7) 0.84275(6) 0.02331(19) Uani 1 1 d . . . . .
N1 N 0.0628(3) 0.2684(2) 0.8033(2) 0.0190(5) Uani 1 1 d . . . . .
N2 N 0.2443(3) 0.4627(3) 0.7743(2) 0.0239(6) Uani 1 1 d . . . . .
N3 N 0.3208(3) 0.5695(3) 0.7578(3) 0.0297(7) Uani 1 1 d . . . . .
H3A H 0.408981 0.602336 0.765072 0.036 Uiso 1 1 calc R U . . .
N4 N 0.1073(3) 0.5507(3) 0.6926(2) 0.0236(6) Uani 1 1 d . . . . .
N5 N 0.0096(3) 0.2437(3) 0.5762(2) 0.0276(6) Uani 1 1 d . . . . .
N6 N -0.1871(3) 0.2485(2) 0.6655(2) 0.0212(5) Uani 1 1 d . . . . .
N7 N -0.2746(3) 0.2738(3) 0.7191(2) 0.0242(6) Uani 1 1 d . . . . .
H7A H -0.360148 0.219295 0.707558 0.029 Uiso 1 1 calc R U . . .
N8 N -0.0784(3) 0.4641(2) 0.8272(2) 0.0176(5) Uani 1 1 d . . . . .
C1 C 0.1966(3) 0.2939(3) 0.8249(3) 0.0223(6) Uani 1 1 d . . . . .
C2 C 0.2378(4) 0.2199(3) 0.8593(3) 0.0284(7) Uani 1 1 d . . . . .
H2 H 0.330655 0.239929 0.873818 0.034 Uiso 1 1 calc R U . . .
C3 C 0.1370(4) 0.1150(3) 0.8714(3) 0.0274(7) Uani 1 1 d . . . . .
H3 H 0.161493 0.063049 0.893393 0.033 Uiso 1 1 calc R U . . .
C4 C 0.0007(4) 0.0890(3) 0.8507(2) 0.0248(7) Uani 1 1 d . . . . .
H4 H -0.067987 0.019844 0.859088 0.03 Uiso 1 1 calc R U . . .
C5 C -0.0327(3) 0.1683(3) 0.8167(2) 0.0222(6) Uani 1 1 d . . . . .
H5 H -0.124778 0.150876 0.803027 0.027 Uiso 1 1 calc R U . . .
C6 C 0.2969(3) 0.4061(3) 0.8101(3) 0.0270(7) Uani 1 1 d . . . . .
H6 H 0.391775 0.433991 0.825662 0.032 Uiso 1 1 calc R U . . .
C7 C 0.2420(4) 0.6197(3) 0.7281(3) 0.0271(7) Uani 1 1 d . . . . .
C8 C 0.1455(4) 0.7461(3) 0.6934(3) 0.0298(8) Uani 1 1 d . . . . .
H8 H 0.124194 0.806412 0.683305 0.036 Uiso 1 1 calc R U . . .
C9 C 0.0502(4) 0.6239(3) 0.6731(3) 0.0263(7) Uani 1 1 d . . . . .
C10 C -0.1012(4) 0.5648(3) 0.6326(3) 0.0273(7) Uani 1 1 d . . . . .
C11 C -0.1745(4) 0.4392(4) 0.5595(3) 0.0318(8) Uani 1 1 d . . . . .
H11 H -0.127375 0.393558 0.535885 0.038 Uiso 1 1 calc R U . . .
C12 C -0.3160(5) 0.3827(4) 0.5224(3) 0.0390(9) Uani 1 1 d . . . . .
H12 H -0.364245 0.298959 0.474411 0.047 Uiso 1 1 calc R U . . .
C13 C -0.3865(5) 0.4518(5) 0.5572(3) 0.0431(10) Uani 1 1 d . . . . .
H13 H -0.481948 0.41389 0.532246 0.052 Uiso 1 1 calc R U . . .
C14 C -0.3156(5) 0.5754(4) 0.6281(3) 0.0396(9) Uani 1 1 d . . . . .
H14 H -0.36317 0.621028 0.650487 0.048 Uiso 1 1 calc R U . . .
C15 C -0.1733(4) 0.6327(4) 0.6666(3) 0.0332(8) Uani 1 1 d . . . . .
H15 H -0.126013 0.716291 0.714923 0.04 Uiso 1 1 calc R U . . .
C16 C -0.1179(4) 0.1398(3) 0.5347(3) 0.0294(8) Uani 1 1 d . . . . .
C17 C -0.1428(5) 0.0347(4) 0.4478(3) 0.0415(10) Uani 1 1 d . . . . .
H17 H -0.230409 -0.035958 0.421295 0.05 Uiso 1 1 calc R U . . .
C18 C -0.0378(6) 0.0360(5) 0.4018(3) 0.0510(13) Uani 1 1 d . . . . .
H18 H -0.052881 -0.034295 0.344466 0.061 Uiso 1 1 calc R U . . .
C19 C 0.0904(7) 0.1422(5) 0.4411(4) 0.0542(15) Uani 1 1 d . . . . .
H19 H 0.162302 0.145716 0.409409 0.065 Uiso 1 1 calc R U . . .
C20 C 0.1111(5) 0.2452(4) 0.5295(3) 0.0382(9) Uani 1 1 d . . . . .
H20 H 0.198108 0.316686 0.55655 0.046 Uiso 1 1 calc R U . . .
C21 C -0.2261(4) 0.1465(3) 0.5861(3) 0.0275(7) Uani 1 1 d . . . . .
H21 H -0.317033 0.081077 0.562681 0.033 Uiso 1 1 calc R U . . .
C22 C -0.2137(3) 0.3952(3) 0.7941(2) 0.0192(6) Uani 1 1 d . . . . .
C23 C -0.1538(3) 0.6055(3) 0.9135(3) 0.0222(6) Uani 1 1 d . . . . .
H23 H -0.147019 0.681572 0.958132 0.027 Uiso 1 1 calc R U . . .
C24 C -0.0438(3) 0.5863(3) 0.8955(2) 0.0188(6) Uani 1 1 d . . . . .
C25 C 0.1028(3) 0.6832(3) 0.9429(2) 0.0197(6) Uani 1 1 d . . . . .
C26 C 0.2008(3) 0.6506(3) 0.9738(3) 0.0239(7) Uani 1 1 d . . . . .
H26 H 0.174666 0.566099 0.963009 0.029 Uiso 1 1 calc R U . . .
C27 C 0.3376(4) 0.7440(4) 1.0207(3) 0.0312(8) Uani 1 1 d . . . . .
H27 H 0.403011 0.721601 1.040268 0.037 Uiso 1 1 calc R U . . .
C28 C 0.3768(4) 0.8705(3) 1.0385(3) 0.0321(8) Uani 1 1 d . . . . .
H28 H 0.468053 0.932896 1.07053 0.038 Uiso 1 1 calc R U . . .
C29 C 0.2799(4) 0.9038(3) 1.0084(3) 0.0307(8) Uani 1 1 d . . . . .
H29 H 0.306158 0.988557 1.020334 0.037 Uiso 1 1 calc R U . . .
C30 C 0.1432(4) 0.8105(3) 0.9603(3) 0.0249(7) Uani 1 1 d . . . . .
H30 H 0.078528 0.833107 0.939703 0.03 Uiso 1 1 calc R U . . .
O1 O 0.5897(3) 0.7780(3) 0.8014(2) 0.0397(6) Uani 1 1 d . . . . .
O2 O 0.5995(3) 0.6756(2) 0.8956(2) 0.0329(6) Uani 1 1 d . . . . .
O3 O 0.7881(3) 0.8302(2) 0.8939(2) 0.0327(6) Uani 1 1 d . . . . .
N9 N 0.6611(3) 0.7623(3) 0.8643(2) 0.0263(6) Uani 1 1 d . . . . .
O4 O 0.3514(3) 0.0280(3) 0.7691(3) 0.0450(7) Uani 1 1 d . . . . .
O5 O 0.4647(3) 0.0125(3) 0.6516(3) 0.0491(8) Uani 1 1 d . . . . .
O6 O 0.4518(3) 0.1866(3) 0.7242(3) 0.0482(8) Uani 1 1 d . . . . .
N10 N 0.4214(3) 0.0721(3) 0.7178(3) 0.0372(8) Uani 1 1 d . . . . .
O7 O 0.3392(3) 0.0807(4) 0.3237(3) 0.0562(9) Uani 1 1 d . U . . .


#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#
_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
N1 Zn1 2.214(3) . ?
N2 Zn1 2.126(3) . ?
N2 N3 1.357(4) . ?
N4 Zn1 2.140(3) . ?
N5 Zn1 2.226(3) . ?
N6 Zn1 2.120(3) . ?
N6 N7 1.349(4) . ?
N8 Zn1 2.159(2) . ?
C1 N1 1.353(4) . ?
C1 C2 1.387(5) . ?
C1 C6 1.470(4) . ?
C2 C3 1.392(5) . ?
C3 C4 1.377(5) . ?
C4 C5 1.399(5) . ?
C5 N1 1.338(4) . ?
C6 N2 1.279(4) . ?
C7 S1 1.714(3) . ?
C7 N3 1.381(5) . ?
C7 N4 1.311(5) . ?
C8 S1 1.723(4) . ?
C9 N4 1.394(4) . ?
C9 C8 1.360(5) . ?
C9 C10 1.479(5) . ?
C10 C11 1.401(5) . ?
C10 C15 1.398(5) . ?
C11 C12 1.379(6) . ?
C12 C13 1.396(6) . ?
C13 C14 1.374(7) . ?
C14 C15 1.388(6) . ?
C16 N5 1.360(5) . ?
C16 C17 1.391(5) . ?
C16 C21 1.459(5) . ?
C18 C17 1.365(7) . ?
C19 C18 1.375(8) . ?
C20 N5 1.336(5) . ?
C20 C19 1.402(6) . ?
C21 N6 1.277(4) . ?
C22 S2 1.717(3) . ?
C22 N7 1.376(4) . ?
C22 N8 1.314(4) . ?
C23 S2 1.724(3) . ?
C23 C24 1.356(4) . ?
C24 N8 1.391(4) . ?
C24 C25 1.477(4) . ?
C25 C26 1.392(5) . ?
C25 C30 1.396(4) . ?
C26 C27 1.391(5) . ?
C27 C28 1.388(5) . ?
C28 C29 1.383(6) . ?
C29 C30 1.392(5) . ?
N9 O1 1.262(4) . ?
N9 O2 1.257(4) . ?
N9 O3 1.236(4) . ?
N10 O4 1.189(5) . ?
N10 O5 1.260(5) . ?
N10 O6 1.303(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
N1 Zn1 N5 89.39(10) . . ?
N2 Zn1 N1 73.63(10) . . ?
N2 Zn1 N4 75.45(11) . . ?
N2 Zn1 N5 93.52(11) . . ?
N2 Zn1 N8 118.69(11) . . ?
N4 Zn1 N1 148.53(11) . . ?
N4 Zn1 N5 98.27(11) . . ?
N4 Zn1 N8 88.84(10) . . ?
N6 Zn1 N1 92.06(10) . . ?
N6 Zn1 N2 160.97(10) . . ?
N6 Zn1 N4 119.40(11) . . ?
N6 Zn1 N5 73.44(11) . . ?
N6 Zn1 N8 75.66(10) . . ?
N8 Zn1 N1 100.82(9) . . ?
N8 Zn1 N5 147.74(11) . . ?
C7 S1 C8 88.46(17) . . ?
C22 S2 C23 88.55(15) . . ?
C1 N1 Zn1 114.0(2) . . ?
C5 N1 Zn1 127.1(2) . . ?
C5 N1 C1 118.2(3) . . ?
N3 N2 Zn1 115.9(2) . . ?
C6 N2 Zn1 120.4(2) . . ?
C6 N2 N3 123.5(3) . . ?
N2 N3 C7 112.9(3) . . ?
C7 N4 Zn1 112.6(2) . . ?
C7 N4 C9 110.2(3) . . ?
C9 N4 Zn1 133.2(2) . . ?
C16 N5 Zn1 113.3(2) . . ?
C20 N5 Zn1 127.9(3) . . ?
C20 N5 C16 118.5(3) . . ?
N7 N6 Zn1 115.9(2) . . ?
C21 N6 Zn1 120.7(2) . . ?
C21 N6 N7 123.3(3) . . ?
N6 N7 C22 113.4(2) . . ?
C22 N8 Zn1 111.5(2) . . ?
C22 N8 C24 109.9(3) . . ?
C24 N8 Zn1 134.4(2) . . ?
N1 C1 C2 122.7(3) . . ?
N1 C1 C6 115.7(3) . . ?
C2 C1 C6 121.7(3) . . ?
C1 C2 C3 118.5(3) . . ?
C4 C3 C2 119.4(3) . . ?
C3 C4 C5 118.8(3) . . ?
N1 C5 C4 122.5(3) . . ?
N2 C6 C1 115.2(3) . . ?
N3 C7 S1 123.1(3) . . ?
N4 C7 S1 116.0(3) . . ?
N4 C7 N3 120.9(3) . . ?
C9 C8 S1 111.4(3) . . ?
N4 C9 C10 119.4(3) . . ?
C8 C9 N4 113.8(3) . . ?
C8 C9 C10 126.8(3) . . ?
C11 C10 C9 120.1(3) . . ?
C15 C10 C9 120.8(3) . . ?
C15 C10 C11 119.0(4) . . ?
C12 C11 C10 120.6(4) . . ?
C11 C12 C13 119.7(4) . . ?
C14 C13 C12 120.3(4) . . ?
C13 C14 C15 120.4(4) . . ?
C14 C15 C10 120.0(4) . . ?
N5 C16 C17 121.5(4) . . ?
N5 C16 C21 115.9(3) . . ?
C17 C16 C21 122.6(4) . . ?
C18 C17 C16 119.6(5) . . ?
C17 C18 C19 119.4(4) . . ?
C18 C19 C20 119.0(4) . . ?
N5 C20 C19 122.0(5) . . ?
N6 C21 C16 115.3(3) . . ?
N7 C22 S2 122.5(2) . . ?
N8 C22 S2 115.9(2) . . ?
N8 C22 N7 121.4(3) . . ?
C24 C23 S2 111.1(2) . . ?
N8 C24 C25 120.6(3) . . ?
C23 C24 N8 114.6(3) . . ?
C23 C24 C25 124.8(3) . . ?
C26 C25 C24 121.1(3) . . ?
C26 C25 C30 119.3(3) . . ?
C30 C25 C24 119.5(3) . . ?
C27 C26 C25 120.1(3) . . ?
C26 C27 C28 120.2(3) . . ?
C29 C28 C27 120.0(3) . . ?
C28 C29 C30 120.1(3) . . ?
C29 C30 C25 120.2(3) . . ?
O2 N9 O1 118.2(3) . . ?
O3 N9 O1 120.8(3) . . ?
O3 N9 O2 121.0(3) . . ?
O4 N10 O5 124.2(4) . . ?
O4 N10 O6 120.1(3) . . ?
O5 N10 O6 115.6(4) . . ?

####################################################################### 
# 
# 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_jat3cna
_audit_block_doi                 10.5517/ccdc.csd.cc1zqmht
_database_code_depnum_ccdc_archive 'CCDC 1838997'
loop_
_audit_author_name
_audit_author_address
'Aleksandar Visnjevac'
;Institut Rudjer Boskovic
Croatia
;
_audit_update_record             
;
2021-12-26 deposited with the CCDC.	2022-06-22 downloaded from the CCDC.
;
_audit_creation_date             2017-02-24T15:32:16-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#
_chemical_formula_moiety         'C32 H28 N8 O2 S2 Zn1, 2(N O3),C H O, O'
_chemical_formula_sum            'C33 H29 N10 O10 S2 Zn'
_chemical_formula_weight         855.15
#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#
#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./
# END of CIF
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_cell_length_a                   14.4925(7)
_cell_length_b                   11.9187(4)
_cell_length_c                   22.3187(10)
_cell_angle_alpha                90
_cell_angle_beta                 106.830(5)
_cell_angle_gamma                90
_cell_volume                     3690.0(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3962
_cell_measurement_temperature    110
_cell_measurement_theta_max      72.7187
_cell_measurement_theta_min      3.2551
_cell_measurement_wavelength     1.54184
#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#
_exptl_absorpt_coefficient_mu    2.6
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.63763
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.539
_exptl_crystal_density_method    'not measured'
#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#
_exptl_crystal_description       prisms
_exptl_crystal_F_000             1756
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_diffrn_reflns_av_R_equivalents  0.0392
_diffrn_reflns_av_unetI/netI     0.0648
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.97
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13882
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.97
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.872
_diffrn_reflns_theta_min         4.139
#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#
_diffrn_ambient_temperature      110
_diffrn_detector_area_resol_mean 10.4323
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.97
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_ub_11      0.0703649
_diffrn_orient_matrix_ub_12      -0.088659
_diffrn_orient_matrix_ub_13      0.0379328
_diffrn_orient_matrix_ub_21      0.0856926
_diffrn_orient_matrix_ub_22      0.0760783
_diffrn_orient_matrix_ub_23      -0.0005656
_diffrn_orient_matrix_ub_31      -0.0050253
_diffrn_orient_matrix_ub_32      0.055318
_diffrn_orient_matrix_ub_33      0.0613552
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_number         0
_reflns_Friedel_coverage         0
_reflns_number_gt                5935
_reflns_number_total             7132
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#
_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_structure_solution    'SIR-2014 (Burla et al., 2014)'
_refine_diff_density_max         1.052
_refine_diff_density_min         -0.741
_refine_diff_density_rms         0.108
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     519
_refine_ls_number_reflns         7132
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0785
_refine_ls_R_factor_gt           0.0666
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1016P)²+4.1360P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1773
_refine_ls_wR_factor_ref         0.1872
_atom_sites_solution_hydrogens   geom
#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#
_atom_sites_solution_primary     'direct - structure invariant direct methods'
_atom_sites_solution_secondary   'direct - structure invariant direct methods'
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 0.78382(4) 0.07772(4) 0.04799(2) 0.02985(17) Uani 1 1 d . . . . .
S1 S 0.85331(7) -0.27038(8) -0.01029(5) 0.0360(2) Uani 1 1 d . . . . .
S2 S 0.58927(7) 0.19343(8) -0.14044(5) 0.0345(2) Uani 1 1 d . . . . .
O1 O 0.8714(2) 0.2851(3) -0.21503(15) 0.0418(7) Uani 1 1 d . . . . .
O2 O 0.5962(2) -0.4117(2) 0.03153(15) 0.0401(7) Uani 1 1 d . . . . .
N1 N 0.7096(3) 0.1254(3) 0.11776(16) 0.0329(7) Uani 1 1 d . . . . .
N2 N 0.7916(2) -0.0663(3) 0.10817(16) 0.0314(7) Uani 1 1 d . . . . .
N3 N 0.8285(3) -0.1615(3) 0.09131(17) 0.0344(7) Uani 1 1 d . . . . .
H3A H 0.841959 -0.220168 0.114669 0.041 Uiso 1 1 calc R U . . .
N4 N 0.8420(2) -0.0571(3) 0.00520(16) 0.0316(7) Uani 1 1 d . . . . .
N5 N 0.9166(2) 0.1545(3) 0.11074(16) 0.0337(7) Uani 1 1 d . . . . .
N6 N 0.7894(2) 0.2471(3) 0.01603(16) 0.0326(7) Uani 1 1 d . . . . .
N7 N 0.7212(3) 0.2766(3) -0.03722(17) 0.0345(7) Uani 1 1 d . . . . .
H7A H 0.714724 0.343671 -0.052021 0.041 Uiso 1 1 calc R U . . .
N8 N 0.6646(2) 0.0935(3) -0.03529(15) 0.0292(6) Uani 1 1 d . . . . .
C1 C 0.7139(3) 0.0480(3) 0.16317(18) 0.0335(8) Uani 1 1 d . . . . .
C2 C 0.6784(3) 0.0683(4) 0.2131(2) 0.0385(9) Uani 1 1 d . . . . .
H2 H 0.6833 0.013903 0.243759 0.046 Uiso 1 1 calc R U . . .
C3 C 0.6354(3) 0.1704(4) 0.2171(2) 0.0431(10) Uani 1 1 d . . . . .
H3 H 0.610552 0.185364 0.250308 0.052 Uiso 1 1 calc R U . . .
C4 C 0.6298(3) 0.2501(4) 0.1711(2) 0.0431(10) Uani 1 1 d . . . . .
H4 H 0.601111 0.319347 0.172709 0.052 Uiso 1 1 calc R U . . .
C5 C 0.6683(3) 0.2242(4) 0.1223(2) 0.0391(9) Uani 1 1 d . . . . .
H5 H 0.665059 0.277924 0.09154 0.047 Uiso 1 1 calc R U . . .
C6 C 0.7573(3) -0.0597(3) 0.15478(19) 0.0342(8) Uani 1 1 d . . . . .
H6 H 0.759698 -0.119776 0.181781 0.041 Uiso 1 1 calc R U . . .
C7 C 0.8424(3) -0.1548(3) 0.0333(2) 0.0343(8) Uani 1 1 d . . . . .
C8 C 0.8569(3) -0.1820(4) -0.0704(2) 0.0385(9) Uani 1 1 d . . . . .
H8 H 0.862895 -0.205901 -0.108797 0.046 Uiso 1 1 calc R U . . .
C9 C 0.8497(3) -0.0720(3) -0.05473(19) 0.0342(8) Uani 1 1 d . . . . .
C10 C 0.8523(3) 0.0249(3) -0.09457(19) 0.0323(8) Uani 1 1 d . . . . .
C11 C 0.8074(3) 0.0196(3) -0.1596(2) 0.0351(8) Uani 1 1 d . . . . .
H11 H 0.772242 -0.043858 -0.17674 0.042 Uiso 1 1 calc R U . . .
C12 C 0.8152(3) 0.1078(4) -0.1981(2) 0.0374(9) Uani 1 1 d . . . . .
H12 H 0.785559 0.103244 -0.240926 0.045 Uiso 1 1 calc R U . . .
C13 C 0.8674(3) 0.2038(4) -0.1729(2) 0.0362(9) Uani 1 1 d . . . . .
C14 C 0.9111(3) 0.2111(3) -0.1088(2) 0.0355(8) Uani 1 1 d . . . . .
H14 H 0.94442 0.275683 -0.091609 0.043 Uiso 1 1 calc R U . . .
C15 C 0.9046(3) 0.1209(3) -0.07023(19) 0.0335(8) Uani 1 1 d . . . . .
H15 H 0.935695 0.125024 -0.027538 0.04 Uiso 1 1 calc R U . . .
C16 C 0.9237(4) 0.3855(4) -0.1903(2) 0.0421(10) Uani 1 1 d . . . . .
H16A H 0.895531 0.419521 -0.160802 0.063 Uiso 1 1 calc R U . . .
H16B H 0.920701 0.437011 -0.223906 0.063 Uiso 1 1 calc R U . . .
H16C H 0.989766 0.366922 -0.16981 0.063 Uiso 1 1 calc R U . . .
C17 C 0.9204(3) 0.2678(4) 0.1043(2) 0.0365(9) Uani 1 1 d . . . . .
C18 C 0.9861(4) 0.3346(4) 0.1468(2) 0.0460(10) Uani 1 1 d . . . . .
H18 H 0.986923 0.411892 0.141221 0.055 Uiso 1 1 calc R U . . .
C19 C 1.0508(3) 0.2836(4) 0.1977(2) 0.0472(11) Uani 1 1 d . . . . .
H19 H 1.094996 0.326578 0.22736 0.057 Uiso 1 1 calc R U . . .
C20 C 1.0490(3) 0.1687(4) 0.2040(2) 0.0428(10) Uani 1 1 d . . . . .
H20 H 1.092448 0.132787 0.23744 0.051 Uiso 1 1 calc R U . . .
C21 C 0.9809(3) 0.1077(4) 0.1594(2) 0.0379(9) Uani 1 1 d . . . . .
H21 H 0.980164 0.030173 0.163723 0.046 Uiso 1 1 calc R U . . .
C22 C 0.8507(3) 0.3159(3) 0.0490(2) 0.0368(9) Uani 1 1 d . . . . .
H22 H 0.851187 0.39146 0.038739 0.044 Uiso 1 1 calc R U . . .
C23 C 0.6637(3) 0.1891(3) -0.06513(18) 0.0308(8) Uani 1 1 d . . . . .
C24 C 0.5572(3) 0.0556(3) -0.13200(19) 0.0351(8) Uani 1 1 d . . . . .
H24 H 0.513804 0.014166 -0.162981 0.042 Uiso 1 1 calc R U . . .
C25 C 0.6039(3) 0.0161(3) -0.07402(19) 0.0309(8) Uani 1 1 d . . . . .
C26 C 0.5955(3) -0.0972(3) -0.04932(19) 0.0312(8) Uani 1 1 d . . . . .
C27 C 0.5862(3) -0.1100(3) 0.01113(19) 0.0334(8) Uani 1 1 d . . . . .
H27 H 0.580902 -0.046783 0.034345 0.04 Uiso 1 1 calc R U . . .
C28 C 0.5848(3) -0.2162(3) 0.03676(19) 0.0331(8) Uani 1 1 d . . . . .
H28 H 0.578417 -0.224137 0.07682 0.04 Uiso 1 1 calc R U . . .
C29 C 0.5930(3) -0.3108(3) 0.0016(2) 0.0337(8) Uani 1 1 d . . . . .
C30 C 0.5987(3) -0.3000(3) -0.0591(2) 0.0341(8) Uani 1 1 d . . . . .
H30 H 0.601591 -0.363278 -0.082837 0.041 Uiso 1 1 calc R U . . .
C31 C 0.6000(3) -0.1928(3) -0.08407(19) 0.0330(8) Uani 1 1 d . . . . .
H31 H 0.60394 -0.185262 -0.124732 0.04 Uiso 1 1 calc R U . . .
C32 C 0.6217(4) -0.5071(4) 0.0018(2) 0.0482(11) Uani 1 1 d . . . . .
H32A H 0.573178 -0.520243 -0.037203 0.072 Uiso 1 1 calc R U . . .
H32B H 0.626578 -0.57144 0.028376 0.072 Uiso 1 1 calc R U . . .
H32C H 0.682612 -0.494133 -0.005995 0.072 Uiso 1 1 calc R U . . .
O3 O 0.7687(3) -0.4089(3) -0.14988(17) 0.0492(8) Uani 1 1 d . . . . .
O4 O 0.6690(3) -0.5361(4) -0.13921(19) 0.0631(10) Uani 1 1 d . . . . .
O5 O 0.8129(3) -0.5314(3) -0.07576(17) 0.0595(10) Uani 1 1 d . . . . .
N9 N 0.7508(3) -0.4910(3) -0.12198(18) 0.0408(8) Uani 1 1 d . . . . .
O6 O 0.7786(3) -0.3377(3) 0.15999(15) 0.0459(7) Uani 1 1 d . . . . .
O7 O 0.8402(3) -0.4203(3) 0.09373(17) 0.0488(8) Uani 1 1 d . . . . .
O8 O 0.7672(3) -0.5182(3) 0.14865(18) 0.0549(9) Uani 1 1 d . . . . .
N10 N 0.7954(3) -0.4277(3) 0.13371(17) 0.0408(8) Uani 1 1 d . . . . .
O9 O 0.6472(3) -0.1513(4) -0.2717(2) 0.0549(13) Uani 0.827(10) 1 d . . P A 1
H9a H 0.623654 -0.200227 -0.25488 0.082 Uiso 0.827(10) 1 calc R U P A 1
O9A O 0.500(2) 0.014(3) -0.2932(14) 0.079(9) Uani 0.173(10) 1 d . . P A 2
H9Aa H 0.459045 0.008659 -0.327376 0.119 Uiso 0.173(10) 1 calc R U P A 2
C33 C 0.5815(5) -0.0634(6) -0.2905(4) 0.0728(17) Uani 1 1 d . . . . .
O10 O 0.4383(3) 0.1611(4) -0.26686(19) 0.0678(11) Uani 1 1 d . . . . .


#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#
_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
O52Ab H9Aa 0.82 . ?
N1 Zn1 2.207(3) . ?
N2 Zn1 2.162(3) . ?
N2 Zn1 2.223(3) . ?
N3 N2 1.354(5) . ?
N3 H3A 0.86 . ?
N4 Zn1 2.161(3) . ?
N6 Zn1 2.151(3) . ?
N7 N6 1.354(5) . ?
N7 H7A 0.86 . ?
N8 Zn1 2.148(3) . ?
C1 N1 1.359(5) . ?
C1 C2 1.377(6) . ?
C2 H2 0.93 . ?
C3 C2 1.382(7) . ?
C3 H3 0.93 . ?
C4 C3 1.384(7) . ?
C4 H4 0.93 . ?
C5 N1 1.338(5) . ?
C5 C4 1.394(7) . ?
C5 H5 0.93 . ?
C6 N2 1.279(6) . ?
C6 C1 1.465(6) . ?
C6 H6 0.93 . ?
C7 S1 1.719(4) . ?
C7 N3 1.370(6) . ?
C7 N4 1.322(5) . ?
C8 S1 1.719(5) . ?
C8 H8 0.93 . ?
C9 N4 1.385(5) . ?
C9 C8 1.369(6) . ?
C10 C9 1.465(6) . ?
C10 C11 1.409(6) . ?
C11 H11 0.93 . ?
C11 C12 1.384(6) . ?
C12 H12 0.93 . ?
C13 O1 1.364(5) . ?
C13 C12 1.396(6) . ?
C13 C14 1.390(6) . ?
C14 H14 0.93 . ?
C14 C15 1.397(6) . ?
C15 C10 1.392(6) . ?
C15 H15 0.93 . ?
C16 O1 1.437(5) . ?
C16 H16A 0.96 . ?
C16 H16B 0.96 . ?
C16 H16C 0.96 . ?
C17 N2 1.361(5) . ?
C17 C18 1.384(6) . ?
C18 H18 0.93 . ?
C19 C18 1.387(7) . ?
C19 H19 0.93 . ?
C20 C19 1.378(7) . ?
C20 H20 0.93 . ?
C21 N2 1.331(5) . ?
C21 C20 1.387(6) . ?
C21 H21 0.93 . ?
C22 N6 1.274(5) . ?
C22 C17 1.466(6) . ?
C22 H22 0.93 . ?
C23 S2 1.715(4) . ?
C23 N7 1.367(5) . ?
C23 N8 1.318(5) . ?
C24 S2 1.733(4) . ?
C24 H24 0.93 . ?
C25 N8 1.390(5) . ?
C25 C24 1.359(6) . ?
C26 C25 1.477(5) . ?
C26 C27 1.403(6) . ?
C27 H27 0.93 . ?
C27 C28 1.391(6) . ?
C28 H28 0.93 . ?
C29 O2 1.370(5) . ?
C29 C28 1.399(6) . ?
C29 C30 1.386(6) . ?
C30 H30 0.93 . ?
C30 C31 1.396(6) . ?
C31 C26 1.391(6) . ?
C31 H31 0.93 . ?
C32 O2 1.419(6) . ?
C32 H32A 0.96 . ?
C32 H32B 0.96 . ?
C32 H32C 0.96 . ?
N9 O3 1.227(5) . ?
N9 O4 1.256(6) . ?
N9 O5 1.253(5) . ?
N10 O6 1.279(5) . ?
N10 O7 1.249(5) . ?
N10 O8 1.233(5) . ?
O9A H9a 0.82 . ?
C33 O9 1.396(8) . ?
C33 O9A 1.49(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
N1 Zn1 N2 87.66(13) . . ?
N2 Zn1 N1 73.41(12) . . ?
N2 Zn1 N2 93.18(12) . . ?
N4 Zn1 N1 146.62(13) . . ?
N4 Zn1 N2 74.19(13) . . ?
N4 Zn1 N2 101.96(13) . . ?
N6 Zn1 N1 93.74(13) . . ?
N6 Zn1 N2 162.00(13) . . ?
N6 Zn1 N2 73.36(13) . . ?
N6 Zn1 N4 119.63(13) . . ?
N8 Zn1 N1 98.85(12) . . ?
N8 Zn1 N2 119.40(12) . . ?
N8 Zn1 N2 147.33(12) . . ?
N8 Zn1 N4 90.09(12) . . ?
N8 Zn1 N6 74.29(13) . . ?
C8 S1 C7 88.8(2) . . ?
C23 S2 C24 88.72(19) . . ?
C13 O1 C16 116.8(3) . . ?
C29 O2 C32 116.8(4) . . ?
C1 N1 Zn1 115.2(3) . . ?
C5 N1 Zn1 126.9(3) . . ?
C5 N1 C1 117.7(4) . . ?
N3 N2 Zn1 116.5(3) . . ?
C6 N2 Zn1 119.6(3) . . ?
C6 N2 N3 123.8(3) . . ?
C17 N2 Zn1 113.3(3) . . ?
C21 N2 Zn1 128.0(3) . . ?
C21 N2 C17 117.5(4) . . ?
N2 N3 H3A 123.5 . . ?
N2 N3 C7 113.1(3) . . ?
C7 N3 H3A 123.5 . . ?
C7 N4 Zn1 113.2(3) . . ?
C7 N4 C9 110.7(3) . . ?
C9 N4 Zn1 132.3(3) . . ?
N7 N6 Zn1 116.5(2) . . ?
C22 N6 Zn1 119.9(3) . . ?
C22 N6 N7 123.4(3) . . ?
N6 N7 H7A 123.3 . . ?
N6 N7 C23 113.3(3) . . ?
C23 N7 H7A 123.3 . . ?
C23 N8 Zn1 113.6(3) . . ?
C23 N8 C25 110.3(3) . . ?
C25 N8 Zn1 133.3(3) . . ?
N1 C1 C2 122.5(4) . . ?
N1 C1 C6 115.3(4) . . ?
C2 C1 C6 122.1(4) . . ?
C1 C2 H2 120.4 . . ?
C1 C2 C3 119.2(4) . . ?
C3 C2 H2 120.4 . . ?
C2 C3 H3 120.4 . . ?
C2 C3 C4 119.1(4) . . ?
C4 C3 H3 120.4 . . ?
C3 C4 H4 120.7 . . ?
C3 C4 C5 118.5(4) . . ?
C5 C4 H4 120.7 . . ?
N1 C5 C4 122.9(4) . . ?
N1 C5 H5 118.6 . . ?
C4 C5 H5 118.6 . . ?
N2 C6 C1 116.1(4) . . ?
N2 C6 H6 121.9 . . ?
C1 C6 H6 121.9 . . ?
N3 C7 S1 123.4(3) . . ?
N4 C7 S1 115.3(3) . . ?
N4 C7 N3 121.2(4) . . ?
S1 C8 H8 124.3 . . ?
C9 C8 S1 111.4(3) . . ?
C9 C8 H8 124.3 . . ?
N4 C9 C10 120.6(4) . . ?
C8 C9 N4 113.8(4) . . ?
C8 C9 C10 125.6(4) . . ?
C11 C10 C9 120.2(4) . . ?
C15 C10 C9 121.2(4) . . ?
C15 C10 C11 118.4(4) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 C10 120.5(4) . . ?
C12 C11 H11 119.7 . . ?
C11 C12 H12 119.8 . . ?
C11 C12 C13 120.4(4) . . ?
C13 C12 H12 119.8 . . ?
O1 C13 C12 115.6(4) . . ?
O1 C13 C14 124.6(4) . . ?
C14 C13 C12 119.9(4) . . ?
C13 C14 H14 120.2 . . ?
C13 C14 C15 119.6(4) . . ?
C15 C14 H14 120.2 . . ?
C10 C15 C14 121.2(4) . . ?
C10 C15 H15 119.4 . . ?
C14 C15 H15 119.4 . . ?
O1 C16 H16A 109.5 . . ?
O1 C16 H16B 109.5 . . ?
O1 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N2 C17 C18 122.7(4) . . ?
N2 C17 C22 116.0(4) . . ?
C18 C17 C22 121.4(4) . . ?
C17 C18 H18 120.8 . . ?
C17 C18 C19 118.5(4) . . ?
C19 C18 H18 120.8 . . ?
C18 C19 H19 120.3 . . ?
C20 C19 C18 119.4(4) . . ?
C20 C19 H19 120.3 . . ?
C19 C20 H20 120.7 . . ?
C19 C20 C21 118.6(4) . . ?
C21 C20 H20 120.7 . . ?
N2 C21 C20 123.4(4) . . ?
N2 C21 H21 118.3 . . ?
C20 C21 H21 118.3 . . ?
N6 C22 C17 115.4(4) . . ?
N6 C22 H22 122.3 . . ?
C17 C22 H22 122.3 . . ?
N7 C23 S2 123.5(3) . . ?
N8 C23 S2 115.6(3) . . ?
N8 C23 N7 120.9(3) . . ?
S2 C24 H24 124.6 . . ?
C25 C24 S2 110.9(3) . . ?
C25 C24 H24 124.6 . . ?
N8 C25 C26 118.7(3) . . ?
C24 C25 N8 114.5(3) . . ?
C24 C25 C26 126.8(4) . . ?
C27 C26 C25 120.0(4) . . ?
C31 C26 C25 121.3(4) . . ?
C31 C26 C27 118.7(4) . . ?
C26 C27 H27 119.6 . . ?
C28 C27 C26 120.8(4) . . ?
C28 C27 H27 119.6 . . ?
C27 C28 H28 120.4 . . ?
C27 C28 C29 119.3(4) . . ?
C29 C28 H28 120.4 . . ?
O2 C29 C28 115.5(4) . . ?
O2 C29 C30 123.7(4) . . ?
C30 C29 C28 120.8(4) . . ?
C29 C30 H30 120.4 . . ?
C29 C30 C31 119.1(4) . . ?
C31 C30 H30 120.4 . . ?
C26 C31 C30 121.3(4) . . ?
C26 C31 H31 119.4 . . ?
C30 C31 H31 119.4 . . ?
O2 C32 H32A 109.5 . . ?
O2 C32 H32B 109.5 . . ?
O2 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
O3 N9 O4 120.3(4) . . ?
O3 N9 O5 121.2(4) . . ?
O5 N9 O4 118.5(4) . . ?
O7 N10 O6 118.4(4) . . ?
O8 N10 O6 119.2(4) . . ?
O8 N10 O7 122.4(4) . . ?
C33 O9A H9a 109.5 . . ?
C33 O52Ab H9Aa 109.5 . . ?

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
S1 C7 N3 N2 -159.9(3) . . . . ?
S1 C7 N4 Zn1 161.63(19) . . . . ?
S1 C7 N4 C9 0.7(4) . . . . ?
S2 C23 N7 N6 -165.6(3) . . . . ?
S2 C23 N8 Zn1 164.83(18) . . . . ?
S2 C23 N8 C25 1.0(4) . . . . ?
O1 C13 C12 C11 179.3(4) . . . . ?
O1 C13 C14 C15 -178.0(4) . . . . ?
O2 C29 C28 C27 176.6(4) . . . . ?
O2 C29 C30 C31 -176.6(4) . . . . ?
N1 C1 C2 C3 1.0(6) . . . . ?
N1 C5 C4 C3 0.5(7) . . . . ?
N2 C6 C1 N1 4.3(5) . . . . ?
N2 C6 C1 C2 -176.8(4) . . . . ?
N2 C17 C18 C19 0.1(7) . . . . ?
N2 C21 C20 C19 -0.3(7) . . . . ?
N3 C7 S1 C8 175.4(4) . . . . ?
N3 C7 N4 Zn1 -14.3(5) . . . . ?
N3 C7 N4 C9 -175.3(4) . . . . ?
N4 C7 S1 C8 -0.4(3) . . . . ?
N4 C7 N3 N2 15.6(6) . . . . ?
N4 C9 C8 S1 0.4(5) . . . . ?
N6 C22 C17 N2 5.5(6) . . . . ?
N6 C22 C17 C18 -175.1(4) . . . . ?
N7 C23 S2 C24 177.6(4) . . . . ?
N7 C23 N8 Zn1 -13.4(5) . . . . ?
N7 C23 N8 C25 -177.2(4) . . . . ?
N8 C23 S2 C24 -0.6(3) . . . . ?
N8 C23 N7 N6 12.5(5) . . . . ?
N8 C25 C24 S2 0.6(5) . . . . ?
C1 C6 N2 Zn1 0.4(5) . . . . ?
C1 C6 N2 N3 -175.6(3) . . . . ?
C2 C1 N1 Zn1 174.5(3) . . . . ?
C2 C1 N1 C5 -0.7(6) . . . . ?
C4 C3 C2 C1 -0.5(7) . . . . ?
C4 C5 N1 Zn1 -174.6(3) . . . . ?
C4 C5 N1 C1 -0.1(6) . . . . ?
C5 C4 C3 C2 -0.2(7) . . . . ?
C6 C1 N1 Zn1 -6.6(4) . . . . ?
C6 C1 N1 C5 178.2(4) . . . . ?
C6 C1 C2 C3 -177.8(4) . . . . ?
C7 N3 N2 Zn1 -8.9(4) . . . . ?
C7 N3 N2 C6 167.3(4) . . . . ?
C8 C9 N4 Zn1 -156.8(3) . . . . ?
C8 C9 N4 C7 -0.7(5) . . . . ?
C9 C8 S1 C7 0.0(3) . . . . ?
C9 C10 C11 C12 -175.6(4) . . . . ?
C10 C9 N4 Zn1 24.9(6) . . . . ?
C10 C9 N4 C7 -179.0(4) . . . . ?
C10 C9 C8 S1 178.6(3) . . . . ?
C10 C11 C12 C13 -0.3(6) . . . . ?
C11 C10 C9 N4 -143.9(4) . . . . ?
C11 C10 C9 C8 38.0(6) . . . . ?
C12 C13 O1 C16 179.3(4) . . . . ?
C12 C13 C14 C15 1.8(6) . . . . ?
C13 C14 C15 C10 -2.2(6) . . . . ?
C14 C13 O1 C16 -0.9(6) . . . . ?
C14 C13 C12 C11 -0.6(6) . . . . ?
C14 C15 C10 C9 176.8(4) . . . . ?
C14 C15 C10 C11 1.3(6) . . . . ?
C15 C10 C9 N4 40.7(6) . . . . ?
C15 C10 C9 C8 -137.4(4) . . . . ?
C15 C10 C11 C12 0.0(6) . . . . ?
C17 C22 N6 Zn1 6.3(5) . . . . ?
C17 C22 N6 N7 -178.6(4) . . . . ?
C18 C17 N2 Zn1 166.9(4) . . . . ?
C18 C17 N2 C21 -1.5(6) . . . . ?
C20 C19 C18 C17 1.2(7) . . . . ?
C20 C21 N2 Zn1 -164.9(3) . . . . ?
C20 C21 N2 C17 1.6(6) . . . . ?
C21 C20 C19 C18 -1.1(7) . . . . ?
C22 C17 N2 Zn1 -13.7(5) . . . . ?
C22 C17 N2 C21 177.9(4) . . . . ?
C22 C17 C18 C19 -179.3(4) . . . . ?
C23 N7 N6 Zn1 -5.1(4) . . . . ?
C23 N7 N6 C22 179.6(4) . . . . ?
C24 C25 N8 Zn1 -160.5(3) . . . . ?
C24 C25 N8 C23 -1.0(5) . . . . ?
C25 C24 S2 C23 0.0(3) . . . . ?
C25 C26 C27 C28 -175.6(4) . . . . ?
C26 C25 N8 Zn1 20.0(5) . . . . ?
C26 C25 N8 C23 179.4(3) . . . . ?
C26 C25 C24 S2 -179.9(3) . . . . ?
C26 C27 C28 C29 0.2(6) . . . . ?
C27 C26 C25 N8 44.1(5) . . . . ?
C27 C26 C25 C24 -135.4(4) . . . . ?
C28 C29 O2 C32 -169.1(4) . . . . ?
C28 C29 C30 C31 2.6(6) . . . . ?
C29 C30 C31 C26 -0.1(6) . . . . ?
C30 C29 O2 C32 10.1(6) . . . . ?
C30 C29 C28 C27 -2.6(6) . . . . ?
C30 C31 C26 C25 175.6(4) . . . . ?
C30 C31 C26 C27 -2.2(6) . . . . ?
C31 C26 C25 N8 -133.7(4) . . . . ?
C31 C26 C25 C24 46.8(6) . . . . ?
C31 C26 C27 C28 2.2(6) . . . . ?

####################################################################### 
# 
# 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_shelx
_audit_block_doi                 10.5517/ccdc.csd.cc29jpg0
_database_code_depnum_ccdc_archive 'CCDC 2131202'
loop_
_audit_author_name
_audit_author_address
'Aleksandar Visnjevac'
;Institut Rudjer Boskovic
Croatia
;
_audit_update_record             
;
2021-12-26 deposited with the CCDC.	2022-06-22 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33.50 H31.50 N10.50 O6.50 S2 Zn'
_chemical_formula_weight         814.68
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_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'
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                   11.74810(10)
_cell_length_b                   19.0893(3)
_cell_length_c                   17.5578(2)
_cell_angle_alpha                90
_cell_angle_beta                 97.5660(10)
_cell_angle_gamma                90
_cell_volume                     3903.28(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.363
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             1680
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0624
_diffrn_reflns_av_unetI/netI     0.0631
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            22027
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.780
_diffrn_reflns_theta_min         3.436
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6878
_reflns_number_total             7951
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    ?
_computing_publication_material  ?
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_structure_solution    ?
_refine_diff_density_max         0.827
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.940
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     515
_refine_ls_number_reflns         7951
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0732
_refine_ls_R_factor_gt           0.0671
_refine_ls_restrained_S_all      0.940
_refine_ls_shift/su_max          0.027
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1599P)²+0.2906P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1816
_refine_ls_wR_factor_ref         0.1970
_refine_special_details          ?
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.60093(2) 0.17070(2) 0.67215(2) 0.05611(15) Uani 1 1 d . . . . .
S1 S 0.50332(7) 0.17945(5) 0.91415(4) 0.0805(2) Uani 1 1 d . . . . .
S2 S 0.96330(6) 0.08155(5) 0.71802(6) 0.0897(3) Uani 1 1 d . . . . .
N1 N 0.51514(16) 0.11801(11) 0.56715(11) 0.0611(4) Uani 1 1 d . . . . .
N2 N 0.43274(15) 0.14327(11) 0.69475(11) 0.0586(4) Uani 1 1 d . . . . .
N3 N 0.4072(2) 0.15659(13) 0.76720(13) 0.0651(5) Uani 1 1 d . . . . .
H3A H 0.365(3) 0.1368(18) 0.779(2) 0.065(9) Uiso 1 1 d . . . . .
N4 N 0.59672(17) 0.19675(11) 0.79090(11) 0.0595(4) Uani 1 1 d . . . . .
N5 N 0.54415(16) 0.27377(11) 0.62263(11) 0.0594(4) Uani 1 1 d . . . . .
N6 N 0.73923(15) 0.21058(11) 0.61579(12) 0.0610(4) Uani 1 1 d . . . . .
N7 N 0.8359(2) 0.17178(13) 0.62254(17) 0.0728(6) Uani 1 1 d . . . . .
H7A H 0.891(3) 0.191(2) 0.615(2) 0.080(10) Uiso 1 1 d . . . . .
N8 N 0.74405(16) 0.09919(11) 0.70273(13) 0.0632(4) Uani 1 1 d . . . . .
C1 C 0.4021(2) 0.10633(13) 0.56848(14) 0.0624(5) Uani 1 1 d . . . . .
C2 C 0.3306(3) 0.08443(19) 0.50374(18) 0.0814(7) Uani 1 1 d . . . . .
H2 H 0.252796 0.076918 0.505694 0.098 Uiso 1 1 calc R U . . .
C3 C 0.3769(3) 0.0739(2) 0.43605(19) 0.0911(9) Uani 1 1 d . . . . .
H3 H 0.330279 0.059587 0.391876 0.109 Uiso 1 1 calc R U . . .
C4 C 0.4919(3) 0.08479(18) 0.43455(17) 0.0818(7) Uani 1 1 d . . . . .
H4 H 0.524792 0.077622 0.389806 0.098 Uiso 1 1 calc R U . . .
C5 C 0.5582(2) 0.10685(15) 0.50188(16) 0.0710(6) Uani 1 1 d . . . . .
H5 H 0.636341 0.114121 0.501161 0.085 Uiso 1 1 calc R U . . .
C6 C 0.35964(18) 0.11779(14) 0.64192(15) 0.0627(5) Uani 1 1 d . . . . .
H6 H 0.284715 0.107274 0.649629 0.075 Uiso 1 1 calc R U . . .
C7 C 0.5005(2) 0.17741(13) 0.81636(14) 0.0614(5) Uani 1 1 d . . . . .
C8 C 0.6444(3) 0.2083(2) 0.92160(17) 0.0793(7) Uani 1 1 d . . . . .
H8 H 0.689809 0.218675 0.967697 0.095 Uiso 1 1 calc R U . . .
C9 C 0.6795(2) 0.21382(14) 0.85191(15) 0.0665(5) Uani 1 1 d . . . . .
C10 C 0.7950(2) 0.23592(14) 0.83617(14) 0.0655(5) Uani 1 1 d . . . . .
C11 C 0.8094(2) 0.28380(15) 0.77878(16) 0.0716(6) Uani 1 1 d . . . . .
H11 H 0.745312 0.304262 0.750702 0.086 Uiso 1 1 calc R U . . .
C12 C 0.9173(3) 0.30132(17) 0.76297(18) 0.0789(7) Uani 1 1 d . . . . .
H12 H 0.924963 0.332995 0.723725 0.095 Uiso 1 1 calc R U . . .
C13 C 1.0146(3) 0.27275(18) 0.80428(19) 0.0802(7) Uani 1 1 d . . . . .
C14 C 1.0006(3) 0.2261(2) 0.8629(2) 0.0850(8) Uani 1 1 d . . . . .
H14 H 1.064954 0.206807 0.891823 0.102 Uiso 1 1 calc R U . . .
C15 C 0.8929(3) 0.20803(19) 0.87893(19) 0.0812(7) Uani 1 1 d . . . . .
H15 H 0.885383 0.176872 0.918681 0.097 Uiso 1 1 calc R U . . .
C16 C 1.1345(3) 0.2895(3) 0.7862(3) 0.1107(13) Uani 1 1 d . . . . .
H16A H 1.163653 0.250296 0.760446 0.166 Uiso 1 1 calc R U . . .
H16B H 1.184018 0.298691 0.833101 0.166 Uiso 1 1 calc R U . . .
H16C H 1.131631 0.329976 0.753600 0.166 Uiso 1 1 calc R U . . .
C17 C 0.6176(2) 0.30449(13) 0.58007(13) 0.0599(5) Uani 1 1 d . . . . .
C18 C 0.5947(3) 0.36763(15) 0.54275(16) 0.0722(6) Uani 1 1 d . . . . .
H18 H 0.646081 0.387340 0.512890 0.087 Uiso 1 1 calc R U . . .
C19 C 0.4906(3) 0.40086(16) 0.5517(2) 0.0838(8) Uani 1 1 d . . . . .
H19 H 0.472954 0.444113 0.528744 0.101 Uiso 1 1 calc R U . . .
C20 C 0.4157(3) 0.36959(16) 0.5939(2) 0.0825(8) Uani 1 1 d . . . . .
H20 H 0.345977 0.390759 0.599512 0.099 Uiso 1 1 calc R U . . .
C21 C 0.4452(2) 0.30550(15) 0.62865(17) 0.0698(6) Uani 1 1 d . . . . .
H21 H 0.393676 0.284044 0.657172 0.084 Uiso 1 1 calc R U . . .
C22 C 0.7264(2) 0.26717(14) 0.57685(15) 0.0666(5) Uani 1 1 d . . . . .
H22 H 0.782128 0.283699 0.548348 0.080 Uiso 1 1 calc R U . . .
C23 C 0.83788(19) 0.11994(15) 0.67625(17) 0.0679(6) Uani 1 1 d . . . . .
C24 C 0.8836(3) 0.03317(19) 0.7743(2) 0.0884(9) Uani 1 1 d . . . . .
H24 H 0.914641 0.000420 0.810420 0.106 Uiso 1 1 calc R U . . .
C25 C 0.7693(2) 0.04850(14) 0.75978(17) 0.0702(6) Uani 1 1 d . . . . .
C26 C 0.6776(2) 0.01735(14) 0.79673(16) 0.0689(6) Uani 1 1 d . . . . .
C27 C 0.6936(3) -0.00444(19) 0.87370(19) 0.0844(8) Uani 1 1 d . . . . .
H27 H 0.765055 0.001394 0.902808 0.101 Uiso 1 1 calc R U . . .
C28 C 0.6059(3) -0.03417(19) 0.90678(19) 0.0882(8) Uani 1 1 d . . . . .
H28 H 0.620006 -0.049818 0.957301 0.106 Uiso 1 1 calc R U . . .
C29 C 0.4973(3) -0.04144(15) 0.86704(19) 0.0782(7) Uani 1 1 d . . . . .
C30 C 0.4803(2) -0.01990(14) 0.79054(18) 0.0728(6) Uani 1 1 d . . . . .
H30 H 0.407966 -0.024371 0.762296 0.087 Uiso 1 1 calc R U . . .
C31 C 0.5690(2) 0.00791(14) 0.75604(16) 0.0679(5) Uani 1 1 d . . . . .
H31 H 0.555856 0.020618 0.704490 0.081 Uiso 1 1 calc R U . . .
C32 C 0.4001(4) -0.0719(2) 0.9047(3) 0.1040(12) Uani 1 1 d . . . . .
H32A H 0.328323 -0.053805 0.879930 0.156 Uiso 1 1 calc R U . . .
H32B H 0.409524 -0.059252 0.958050 0.156 Uiso 1 1 calc R U . . .
H32C H 0.400454 -0.121994 0.899957 0.156 Uiso 1 1 calc R U . . .
O1 O 0.2454(4) 0.4643(3) 0.8797(4) 0.1097(17) Uani 0.5 1 d . . P . .
N11 N 0.4160(4) 0.4098(3) 0.8748(3) 0.0765(12) Uani 0.5 1 d . . P . .
C33 C 0.5083(11) 0.3836(6) 0.8398(9) 0.150(5) Uani 0.5 1 d . . P . .
H33A H 0.547615 0.421679 0.818923 0.225 Uiso 0.5 1 calc R U P . .
H33B H 0.560566 0.359159 0.877317 0.225 Uiso 0.5 1 calc R U P . .
H33C H 0.479682 0.351906 0.799257 0.225 Uiso 0.5 1 calc R U P . .
C34 C 0.3242(6) 0.4465(4) 0.8466(5) 0.0932(19) Uani 0.5 1 d . . P . .
H34 H 0.320132 0.459942 0.795432 0.112 Uiso 0.5 1 calc R U P . .
C35 C 0.4189(15) 0.3773(11) 0.9466(8) 0.194(8) Uani 0.5 1 d . . P . .
H35A H 0.490517 0.353035 0.958971 0.291 Uiso 0.5 1 calc R U P . .
H35B H 0.411530 0.412146 0.985132 0.291 Uiso 0.5 1 calc R U P . .
O2 O 0.1369(2) 0.03810(14) 0.89012(18) 0.1000(7) Uani 1 1 d . . . . .
O3 O 0.2649(2) 0.11901(18) 0.90250(18) 0.1044(8) Uani 1 1 d . . . . .
O4 O 0.2239(2) 0.06789(18) 0.79445(15) 0.1024(8) Uani 1 1 d . . . . .
N9 N 0.20780(19) 0.07403(13) 0.86248(15) 0.0736(5) Uani 1 1 d . . . . .
O5 O 1.01551(17) 0.25365(15) 0.58121(16) 0.0928(6) Uani 1 1 d . . . . .
O6 O 1.0889(2) 0.15271(18) 0.6041(3) 0.1303(13) Uani 1 1 d . . . . .
O7 O 1.19982(17) 0.24166(16) 0.59705(16) 0.0959(7) Uani 1 1 d . . . . .
N10 N 1.10344(19) 0.21622(16) 0.59496(15) 0.0778(6) 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
N1 Zn1 2.222(2) . ?
N2 Zn1 2.1312(18) . ?
N3 N2 1.369(3) . ?
N3 H3A 0.68(4) . ?
N4 Zn1 2.150(2) . ?
N5 Zn1 2.218(2) . ?
N6 Zn1 2.1500(18) . ?
N7 N6 1.347(3) . ?
N7 H7A 0.77(4) . ?
N8 Zn1 2.1774(19) . ?
C1 N1 1.350(3) . ?
C1 C2 1.386(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.386(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.370(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.392(4) . ?
C5 N1 1.329(3) . ?
C5 H5 0.9300 . ?
C6 N2 1.275(3) . ?
C6 C1 1.459(3) . ?
C6 H6 0.9300 . ?
C7 S1 1.713(2) . ?
C7 N3 1.362(4) . ?
C7 N4 1.322(3) . ?
C8 S1 1.735(3) . ?
C8 H8 0.9300 . ?
C9 N4 1.387(3) . ?
C9 C8 1.346(4) . ?
C10 C9 1.482(4) . ?
C10 C15 1.394(4) . ?
C11 C10 1.387(4) . ?
C11 H22 0.9300 . ?
C12 C11 1.374(4) . ?
C12 H12 0.9300 . ?
C13 C12 1.383(5) . ?
C13 C14 1.387(5) . ?
C14 H14 0.9300 . ?
C15 C14 1.375(5) . ?
C15 H15 0.9300 . ?
C16 C13 1.518(4) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 N5 1.348(3) . ?
C17 C18 1.381(4) . ?
C18 H7A 0.9300 . ?
C18 C19 1.404(5) . ?
C19 H19 0.9300 . ?
C19 C20 1.362(5) . ?
C20 H20 0.9300 . ?
C20 C21 1.390(4) . ?
C21 N5 1.327(3) . ?
C21 H21 0.9300 . ?
C22 N6 1.277(4) . ?
C22 C17 1.471(4) . ?
C22 H22 0.9300 . ?
C23 S2 1.721(3) . ?
C23 N7 1.365(4) . ?
C23 N8 1.313(3) . ?
C24 S2 1.718(4) . ?
C24 H24 0.9300 . ?
C25 N8 1.396(4) . ?
C25 C24 1.365(4) . ?
C26 C25 1.456(4) . ?
C26 C31 1.389(4) . ?
C27 C26 1.403(4) . ?
C27 H27 0.9300 . ?
C28 C27 1.371(5) . ?
C28 H28 0.9300 . ?
C29 C28 1.378(5) . ?
C29 C30 1.394(4) . ?
C30 H30 0.9300 . ?
C31 C30 1.378(4) . ?
C31 H31 0.9300 . ?
C32 C29 1.509(5) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 N11 1.407(9) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 O1 1.205(10) . ?
C34 N11 1.325(9) . ?
C34 H34 0.9300 . ?
C35 N11 1.403(13) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
N9 O2 1.227(3) . ?
N9 O3 1.248(4) . ?
N9 O4 1.239(4) . ?
N10 O5 1.253(3) . ?
N10 O6 1.238(4) . ?
N10 O7 1.228(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 Zn1 N1 73.32(8) . . ?
N2 Zn1 N4 74.70(8) . . ?
N2 Zn1 N5 93.02(7) . . ?
N2 Zn1 N6 161.45(8) . . ?
N2 Zn1 N8 120.32(8) . . ?
N4 Zn1 N1 147.50(8) . . ?
N4 Zn1 N5 97.51(8) . . ?
N4 Zn1 N8 91.23(8) . . ?
N5 Zn1 N1 89.78(8) . . ?
N6 Zn1 N1 93.79(7) . . ?
N6 Zn1 N4 118.66(8) . . ?
N6 Zn1 N5 73.26(8) . . ?
N6 Zn1 N8 74.31(8) . . ?
N8 Zn1 N1 99.90(8) . . ?
N8 Zn1 N5 146.66(8) . . ?
C7 S1 C8 88.58(13) . . ?
C24 S2 C23 88.46(14) . . ?
C1 N1 Zn1 113.58(16) . . ?
C5 N1 Zn1 127.24(17) . . ?
C5 N1 C1 118.4(2) . . ?
N3 N2 Zn1 116.72(16) . . ?
C6 N2 Zn1 120.70(16) . . ?
C6 N2 N3 122.5(2) . . ?
N2 N3 H3A 116(3) . . ?
C7 N3 N2 112.7(2) . . ?
C7 N3 H3A 122(3) . . ?
C7 N4 Zn1 113.15(16) . . ?
C7 N4 C9 110.4(2) . . ?
C9 N4 Zn1 134.40(16) . . ?
C17 N5 Zn1 114.95(16) . . ?
C21 N5 Zn1 126.51(17) . . ?
C21 N5 C17 118.5(2) . . ?
N7 N6 Zn1 116.34(17) . . ?
C22 N6 Zn1 120.20(16) . . ?
C22 N6 N7 123.4(2) . . ?
N6 N7 H7A 117(3) . . ?
N6 N7 C23 113.4(2) . . ?
C23 N7 H7A 121(3) . . ?
C23 N8 Zn1 112.38(17) . . ?
C23 N8 C25 110.7(2) . . ?
C25 N8 Zn1 134.09(17) . . ?
N1 C1 C2 121.8(2) . . ?
N1 C1 C6 116.2(2) . . ?
C2 C1 C6 122.0(2) . . ?
C1 C2 H2 120.6 . . ?
C1 C2 C3 118.9(3) . . ?
C3 C2 H2 120.6 . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.6(3) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 120.9 . . ?
C3 C4 C5 118.2(3) . . ?
C5 C4 H4 120.9 . . ?
N1 C5 C4 123.1(3) . . ?
N1 C5 H5 118.4 . . ?
C4 C5 H5 118.4 . . ?
N2 C6 C1 115.1(2) . . ?
N2 C6 H6 122.4 . . ?
C1 C6 H6 122.4 . . ?
N3 C7 S1 123.34(19) . . ?
N4 C7 S1 115.3(2) . . ?
N4 C7 N3 121.3(2) . . ?
S1 C8 H8 124.4 . . ?
C9 C8 S1 111.1(2) . . ?
C9 C8 H8 124.4 . . ?
N4 C9 C10 119.3(2) . . ?
C8 C9 N4 114.6(2) . . ?
C8 C9 C10 126.1(2) . . ?
C11 C10 C9 121.7(2) . . ?
C11 C10 C15 118.2(3) . . ?
C15 C10 C9 120.1(2) . . ?
C10 C11 H22 119.6 . . ?
C12 C11 C10 120.7(3) . . ?
C12 C11 H22 119.6 . . ?
C11 C12 H12 119.4 . . ?
C11 C12 C13 121.3(3) . . ?
C13 C12 H12 119.4 . . ?
C12 C13 C14 118.1(3) . . ?
C12 C13 C16 122.2(3) . . ?
C14 C13 C16 119.6(3) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 C13 121.0(3) . . ?
C15 C14 H14 119.5 . . ?
C10 C15 H15 119.7 . . ?
C14 C15 C10 120.6(3) . . ?
C14 C15 H15 119.7 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N5 C17 C18 122.9(2) . . ?
N5 C17 C22 115.7(2) . . ?
C18 C17 C22 121.4(2) . . ?
C17 C18 H7A 121.3 . . ?
C17 C18 C19 117.4(3) . . ?
C19 C18 H7A 121.3 . . ?
C18 C19 H19 120.1 . . ?
C20 C19 C18 119.8(3) . . ?
C20 C19 H19 120.1 . . ?
C19 C20 H20 120.6 . . ?
C19 C20 C21 118.9(3) . . ?
C21 C20 H20 120.6 . . ?
N5 C21 C20 122.5(3) . . ?
N5 C21 H21 118.8 . . ?
C20 C21 H21 118.8 . . ?
N6 C22 C17 115.5(2) . . ?
N6 C22 H22 122.2 . . ?
C17 C22 H22 122.2 . . ?
N7 C23 S2 122.63(18) . . ?
N8 C23 S2 115.6(2) . . ?
N8 C23 N7 121.6(2) . . ?
S2 C24 H24 124.0 . . ?
C25 C24 S2 112.0(3) . . ?
C25 C24 H24 124.0 . . ?
N8 C25 C26 120.2(2) . . ?
C24 C25 N8 113.2(3) . . ?
C24 C25 C26 126.6(3) . . ?
C27 C26 C25 122.5(3) . . ?
C31 C26 C25 120.5(3) . . ?
C31 C26 C27 117.1(3) . . ?
C26 C27 H27 119.4 . . ?
C28 C27 C26 121.2(3) . . ?
C28 C27 H27 119.4 . . ?
C27 C28 H28 119.2 . . ?
C27 C28 C29 121.7(3) . . ?
C29 C28 H28 119.2 . . ?
C28 C29 C30 117.6(3) . . ?
C28 C29 C32 121.4(3) . . ?
C30 C29 C32 121.0(3) . . ?
C29 C30 H30 119.4 . . ?
C31 C30 C29 121.1(3) . . ?
C31 C30 H30 119.4 . . ?
C26 C31 H31 119.3 . . ?
C30 C31 C26 121.3(3) . . ?
C30 C31 H31 119.3 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C34 N11 C33 131.4(9) . . ?
C34 N11 C35 119.4(8) . . ?
C35 N11 C33 107.8(9) . . ?
N11 C33 H33A 109.5 . . ?
N11 C33 H33B 109.5 . . ?
N11 C33 H33C 109.5 . . ?
H33B C33 H33A 109.5 . . ?
H33B C33 H33C 109.5 . . ?
H33C C33 H33A 109.5 . . ?
O1 C34 N11 127.5(8) . . ?
O1 C34 H34 116.2 . . ?
N11 C34 H34 116.2 . . ?
N11 C35 H35A 109.5 . . ?
N11 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
O2 N9 O3 120.3(3) . . ?
O2 N9 O4 121.7(3) . . ?
O4 N9 O3 118.0(3) . . ?
O6 N10 O5 117.3(2) . . ?
O7 N10 O5 120.9(3) . . ?
O7 N10 O6 121.7(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
S1 C7 N3 N2 -165.34(18) . . . . ?
S1 C7 N4 Zn1 166.71(12) . . . . ?
S1 C7 N4 C9 0.6(3) . . . . ?
S2 C23 N7 N6 -159.0(2) . . . . ?
S2 C23 N8 Zn1 163.03(13) . . . . ?
S2 C23 N8 C25 -0.8(3) . . . . ?
N1 C1 C2 C3 0.4(5) . . . . ?
N2 C6 C1 N1 5.7(3) . . . . ?
N2 C6 C1 C2 -174.6(3) . . . . ?
N3 C7 S1 C8 179.0(2) . . . . ?
N3 C7 N4 Zn1 -12.4(3) . . . . ?
N3 C7 N4 C9 -178.5(2) . . . . ?
N4 C7 S1 C8 -0.1(2) . . . . ?
N4 C7 N3 N2 13.7(3) . . . . ?
N4 C9 C8 S1 1.0(4) . . . . ?
N5 C17 C18 C19 1.3(4) . . . . ?
N6 C22 C17 N5 -1.1(3) . . . . ?
N6 C22 C17 C18 177.7(2) . . . . ?
N7 C23 S2 C24 176.8(3) . . . . ?
N7 C23 N8 Zn1 -13.0(3) . . . . ?
N7 C23 N8 C25 -176.8(3) . . . . ?
N8 C23 S2 C24 0.8(2) . . . . ?
N8 C23 N7 N6 16.8(4) . . . . ?
N8 C25 C24 S2 0.3(4) . . . . ?
C1 C2 C3 C4 0.5(6) . . . . ?
C1 C6 N2 Zn1 2.8(3) . . . . ?
C1 C6 N2 N3 -179.4(2) . . . . ?
C2 C1 N1 Zn1 169.5(2) . . . . ?
C2 C1 N1 C5 -1.1(4) . . . . ?
C2 C3 C4 C5 -0.6(6) . . . . ?
C3 C4 C5 N1 -0.2(5) . . . . ?
C4 C5 N1 Zn1 -168.1(2) . . . . ?
C4 C5 N1 C1 1.1(4) . . . . ?
C6 C1 N1 Zn1 -10.7(3) . . . . ?
C6 C1 N1 C5 178.6(2) . . . . ?
C6 C1 C2 C3 -179.4(3) . . . . ?
C7 N3 N2 Zn1 -8.0(3) . . . . ?
C7 N3 N2 C6 174.2(2) . . . . ?
C8 C9 N4 Zn1 -163.0(2) . . . . ?
C8 C9 N4 C7 -1.1(3) . . . . ?
C9 C8 S1 C7 -0.5(3) . . . . ?
C9 C10 C15 C14 177.5(3) . . . . ?
C10 C9 N4 Zn1 17.1(4) . . . . ?
C10 C9 N4 C7 179.0(2) . . . . ?
C10 C9 C8 S1 -179.1(2) . . . . ?
C10 C15 C14 C13 0.4(6) . . . . ?
C11 C10 C9 N4 45.2(4) . . . . ?
C11 C10 C9 C8 -134.7(3) . . . . ?
C11 C10 C15 C14 -1.9(5) . . . . ?
C12 C11 C10 C9 -177.2(3) . . . . ?
C12 C11 C10 C15 2.2(4) . . . . ?
C12 C13 C14 C15 0.8(5) . . . . ?
C13 C12 C11 C10 -1.0(5) . . . . ?
C14 C13 C12 C11 -0.5(5) . . . . ?
C15 C10 C9 N4 -134.1(3) . . . . ?
C15 C10 C9 C8 46.0(4) . . . . ?
C16 C13 C12 C11 178.0(3) . . . . ?
C16 C13 C14 C15 -177.7(4) . . . . ?
C17 C18 C19 C20 -1.9(5) . . . . ?
C17 C22 N6 Zn1 5.5(3) . . . . ?
C17 C22 N6 N7 -176.4(2) . . . . ?
C18 C17 N5 Zn1 177.8(2) . . . . ?
C18 C17 N5 C21 0.3(4) . . . . ?
C18 C19 C20 C21 1.1(5) . . . . ?
C19 C20 C21 N5 0.5(5) . . . . ?
C20 C21 N5 Zn1 -178.4(2) . . . . ?
C20 C21 N5 C17 -1.2(4) . . . . ?
C22 C17 N5 Zn1 -3.5(3) . . . . ?
C22 C17 N5 C21 179.0(2) . . . . ?
C22 C17 C18 C19 -177.4(3) . . . . ?
C23 N7 N6 Zn1 -11.7(3) . . . . ?
C23 N7 N6 C22 170.2(3) . . . . ?
C24 C25 N8 Zn1 -158.7(2) . . . . ?
C24 C25 N8 C23 0.3(4) . . . . ?
C25 C24 S2 C23 -0.6(3) . . . . ?
C25 C26 C31 C30 -178.4(2) . . . . ?
C26 C25 N8 Zn1 21.8(4) . . . . ?
C26 C25 N8 C23 -179.3(3) . . . . ?
C26 C25 C24 S2 179.8(2) . . . . ?
C26 C31 C30 C29 -1.8(4) . . . . ?
C27 C26 C25 N8 -147.6(3) . . . . ?
C27 C26 C25 C24 33.0(5) . . . . ?
C27 C26 C31 C30 1.7(4) . . . . ?
C28 C27 C26 C25 -179.4(3) . . . . ?
C28 C27 C26 C31 0.5(5) . . . . ?
C28 C29 C30 C31 -0.2(4) . . . . ?
C29 C28 C27 C26 -2.6(6) . . . . ?
C30 C29 C28 C27 2.4(5) . . . . ?
C31 C26 C25 N8 32.5(4) . . . . ?
C31 C26 C25 C24 -146.9(3) . . . . ?
C32 C29 C28 C27 -177.8(3) . . . . ?
C32 C29 C30 C31 -180.0(3) . . . . ?
O1 C34 N11 C33 176.0(10) . . . . ?
O1 C34 N11 C35 11.1(16) . . . . ?

####################################################################### 
# 
# 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_jat3ch
_audit_block_doi                 10.5517/ccdc.csd.cc1zqmgs
_database_code_depnum_ccdc_archive 'CCDC 1838996'
loop_
_audit_author_name
_audit_author_address
'Aleksandar Visnjevac'
;Institut Rudjer Boskovic
Croatia
;
_audit_update_record             
;
2021-12-26 deposited with the CCDC.	2022-06-22 downloaded from the CCDC.
;
_audit_creation_date             2017-02-22T16:31:34-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#
_chemical_formula_moiety         'C16  H14  N4  O1  S1,  Cl2  Zn1'
_chemical_formula_sum            'C16 H14 Cl2 N4 O S Zn'
_chemical_formula_weight         446.64
#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#
#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./
# END of CIF
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_space_group_name_Hall  '-C 2yc'
_cell_length_a                   14.4107(3)
_cell_length_b                   18.5113(3)
_cell_length_c                   14.5162(3)
_cell_angle_alpha                90
_cell_angle_beta                 115.481(3)
_cell_angle_gamma                90
_cell_volume                     3495.68(14)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3978
_cell_measurement_temperature    110
_cell_measurement_theta_max      73.0081
_cell_measurement_theta_min      3.3699
_cell_measurement_wavelength     1.54184
_shelx_estimated_absorpt_T_max   0.715
_shelx_estimated_absorpt_T_min   0.267
#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#
_exptl_absorpt_coefficient_mu    5.992
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.58586
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.697
_exptl_crystal_density_method    'not measured'
#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#
_exptl_crystal_description       stick
_exptl_crystal_F_000             1808
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_diffrn_reflns_av_R_equivalents  0.037
_diffrn_reflns_av_unetI/netI     0.0563
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6549
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.164
_diffrn_reflns_theta_min         4.154
#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#
_diffrn_ambient_temperature      110
_diffrn_detector_area_resol_mean 10.4323
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_ub_11      -0.0271724
_diffrn_orient_matrix_ub_12      0.0783611
_diffrn_orient_matrix_ub_13      0.0146327
_diffrn_orient_matrix_ub_21      -0.0435654
_diffrn_orient_matrix_ub_22      -0.0266531
_diffrn_orient_matrix_ub_23      0.0740212
_diffrn_orient_matrix_ub_31      0.1066929
_diffrn_orient_matrix_ub_32      0.009049
_diffrn_orient_matrix_ub_33      0.0901463
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_number         0
_reflns_Friedel_coverage         0
_reflns_number_gt                3078
_reflns_number_total             3407
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#
_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_structure_solution    'SIR-2014 (Burla et al., 2014)'
_refine_diff_density_max         0.636
_refine_diff_density_min         -0.629
_refine_diff_density_rms         0.102
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.823
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     228
_refine_ls_number_reflns         3407
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.041
_refine_ls_restrained_S_all      0.823
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1030P)²+7.5297P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1151
_refine_ls_wR_factor_ref         0.1223
_atom_sites_solution_hydrogens   geom
#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   direct
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 0.5 0.41576(3) 0.25 0.01836(16) Uani 1 2 d S T P . .
S1 S 0.24001(5) 0.57118(4) 0.06517(5) 0.02378(18) Uani 1 1 d . . . . .
O1 O 0.83330(16) 0.63391(11) 0.16712(17) 0.0297(5) Uani 1 1 d . . . . .
N1 N 0.50635(17) 0.32962(12) 0.35925(16) 0.0210(5) Uani 1 1 d . . . . .
N2 N 0.34492(16) 0.39717(13) 0.22779(17) 0.0211(4) Uani 1 1 d . . . . .
N3 N 0.27132(16) 0.44016(13) 0.15881(17) 0.0216(5) Uani 1 1 d . . . . .
H3A H 0.204947 0.432226 0.136368 0.026 Uiso 1 1 calc R U . . .
N4 N 0.40926(16) 0.49892(12) 0.14620(16) 0.0186(4) Uani 1 1 d . . . . .
C1 C 0.4134(2) 0.30787(14) 0.35128(19) 0.0209(5) Uani 1 1 d . . . . .
C2 C 0.4016(2) 0.24957(15) 0.4059(2) 0.0247(5) Uani 1 1 d . . . . .
H2 H 0.335538 0.236332 0.399883 0.03 Uiso 1 1 calc R U . . .
C3 C 0.4883(2) 0.21127(16) 0.4691(2) 0.0272(6) Uani 1 1 d . . . . .
H3 H 0.482641 0.170773 0.506611 0.033 Uiso 1 1 calc R U . . .
C4 C 0.5833(2) 0.23299(16) 0.4768(2) 0.0275(6) Uani 1 1 d . . . . .
H4 H 0.643788 0.207533 0.519656 0.033 Uiso 1 1 calc R U . . .
C5 C 0.5890(2) 0.29247(16) 0.4212(2) 0.0248(5) Uani 1 1 d . . . . .
H5 H 0.654619 0.307319 0.42749 0.03 Uiso 1 1 calc R U . . .
C6 C 0.3243(2) 0.34898(15) 0.2796(2) 0.0223(5) Uani 1 1 d . . . . .
H6 H 0.256482 0.340445 0.272201 0.027 Uiso 1 1 calc R U . . .
C7 C 0.3117(2) 0.49717(14) 0.12803(19) 0.0205(5) Uani 1 1 d . . . . .
C8 C 0.3504(2) 0.60868(15) 0.0668(2) 0.0234(5) Uani 1 1 d . . . . .
H8 H 0.353416 0.654696 0.039261 0.028 Uiso 1 1 calc R U . . .
C9 C 0.4322(2) 0.56419(14) 0.11239(19) 0.0203(5) Uani 1 1 d . . . . .
C10 C 0.5387(2) 0.58022(14) 0.12969(19) 0.0202(5) Uani 1 1 d . . . . .
C11 C 0.5813(2) 0.64810(15) 0.1641(2) 0.0235(6) Uani 1 1 d . . . . .
H11 H 0.542108 0.684038 0.178227 0.028 Uiso 1 1 calc R U . . .
C12 C 0.6807(2) 0.66338(16) 0.1779(2) 0.0255(5) Uani 1 1 d . . . . .
H12 H 0.709458 0.709584 0.202252 0.031 Uiso 1 1 calc R U . . .
C13 C 0.7387(2) 0.61156(15) 0.1562(2) 0.0233(5) Uani 1 1 d . . . . .
C14 C 0.6981(2) 0.54316(15) 0.12393(19) 0.0224(5) Uani 1 1 d . . . . .
H14 H 0.73779 0.507179 0.110681 0.027 Uiso 1 1 calc R U . . .
C15 C 0.5988(2) 0.52778(14) 0.11114(19) 0.0212(5) Uani 1 1 d . . . . .
H15 H 0.571151 0.480908 0.089462 0.025 Uiso 1 1 calc R U . . .
C16 C 0.8919(2) 0.58206(17) 0.1396(2) 0.0296(6) Uani 1 1 d . . . . .
H16A H 0.898403 0.537178 0.177727 0.044 Uiso 1 1 calc R U . . .
H16B H 0.960378 0.601663 0.156164 0.044 Uiso 1 1 calc R U . . .
H16C H 0.856541 0.572128 0.066253 0.044 Uiso 1 1 calc R U . . .
Zn2 Zn 1 0.36691(3) 0.25 0.02060(16) Uani 1 2 d S T P . .
Cl1 Cl 0.86737(5) 0.29953(4) 0.14063(5) 0.02449(18) Uani 1 1 d . . . . .
Cl2 Cl 0.94697(5) 0.43931(4) 0.34666(5) 0.02516(18) Uani 1 1 d . . . . .


#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#
_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N1 2.223(2) 2_655 ?
Zn1 N2 2.144(2) 2_655 ?
Zn1 N4 2.158(2) 2_655 ?
N1 Zn1 2.223(2) . ?
N2 Zn1 2.144(2) . ?
N2 N3 1.359(3) . ?
N3 H3A 0.88 . ?
N4 Zn1 2.158(2) . ?
C1 N1 1.355(3) . ?
C1 C2 1.392(4) . ?
C1 C6 1.470(4) . ?
C2 H2 0.95 . ?
C2 C3 1.386(4) . ?
C3 H3 0.95 . ?
C3 C4 1.384(4) . ?
C4 H4 0.95 . ?
C4 C5 1.389(4) . ?
C5 N1 1.334(4) . ?
C5 H5 0.95 . ?
C6 N2 1.281(4) . ?
C6 H6 0.95 . ?
C7 S1 1.722(3) . ?
C7 N3 1.369(3) . ?
C7 N4 1.315(4) . ?
C8 S1 1.726(3) . ?
C8 H8 0.95 . ?
C8 C9 1.354(4) . ?
C9 N4 1.396(3) . ?
C9 C10 1.475(4) . ?
C10 C11 1.393(4) . ?
C10 C15 1.401(4) . ?
C11 H11 0.95 . ?
C11 C12 1.388(4) . ?
C12 H12 0.95 . ?
C12 C13 1.394(4) . ?
C13 O1 1.367(3) . ?
C13 C14 1.389(4) . ?
C14 H14 0.95 . ?
C14 C15 1.391(4) . ?
C15 H15 0.95 . ?
C16 O1 1.443(4) . ?
C16 H16A 0.98 . ?
C16 H16B 0.98 . ?
C16 H16C 0.98 . ?
Zn2 Cl1 2.2624(7) 2_755 ?
Zn2 Cl2 2.2960(7) 2_755 ?
Cl1 Zn2 2.2623(7) . ?
Cl2 Zn2 2.2961(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Zn1 N1 88.33(12) 2_655 . ?
N2 Zn1 N1 93.29(8) 2_655 . ?
N2 Zn1 N1 73.29(8) 2_655 2_655 ?
N2 Zn1 N1 73.29(8) . . ?
N2 Zn1 N1 93.28(8) . 2_655 ?
N2 Zn1 N2 161.53(13) . 2_655 ?
N2 Zn1 N4 119.92(8) 2_655 . ?
N2 Zn1 N4 119.93(8) . 2_655 ?
N2 Zn1 N4 74.34(8) 2_655 2_655 ?
N2 Zn1 N4 74.35(8) . . ?
N4 Zn1 N1 146.79(8) . . ?
N4 Zn1 N1 100.78(8) 2_655 . ?
N4 Zn1 N1 100.78(8) . 2_655 ?
N4 Zn1 N1 146.79(8) 2_655 2_655 ?
N4 Zn1 N4 88.95(11) 2_655 . ?
C7 S1 C8 88.48(13) . . ?
C13 O1 C16 116.1(2) . . ?
C1 N1 Zn1 114.61(17) . . ?
C5 N1 Zn1 126.96(18) . . ?
C5 N1 C1 117.9(2) . . ?
N3 N2 Zn1 116.71(17) . . ?
C6 N2 Zn1 120.87(19) . . ?
C6 N2 N3 122.4(2) . . ?
N2 N3 H3A 123.7 . . ?
N2 N3 C7 112.7(2) . . ?
C7 N3 H3A 123.7 . . ?
C7 N4 Zn1 113.39(17) . . ?
C7 N4 C9 110.2(2) . . ?
C9 N4 Zn1 134.36(17) . . ?
N1 C1 C2 122.7(2) . . ?
N1 C1 C6 115.9(2) . . ?
C2 C1 C6 121.4(2) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 C1 118.5(3) . . ?
C3 C2 H2 120.7 . . ?
C2 C3 H3 120.6 . . ?
C2 C3 C4 118.9(3) . . ?
C4 C3 H3 120.6 . . ?
C3 C4 H4 120.4 . . ?
C5 C4 C3 119.2(3) . . ?
C5 C4 H4 120.4 . . ?
N1 C5 C4 122.7(3) . . ?
N1 C5 H5 118.6 . . ?
C4 C5 H5 118.6 . . ?
N2 C6 C1 115.1(2) . . ?
N2 C6 H6 122.5 . . ?
C1 C6 H6 122.5 . . ?
N3 C7 S1 122.9(2) . . ?
N4 C7 S1 115.6(2) . . ?
N4 C7 N3 121.4(2) . . ?
S1 C8 H8 124.3 . . ?
C9 C8 S1 111.4(2) . . ?
C9 C8 H8 124.3 . . ?
N4 C9 C10 120.0(2) . . ?
C8 C9 N4 114.2(2) . . ?
C8 C9 C10 125.7(2) . . ?
C11 C10 C9 120.5(2) . . ?
C11 C10 C15 118.7(2) . . ?
C15 C10 C9 120.8(2) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 C10 120.2(3) . . ?
C12 C11 H11 119.9 . . ?
C11 C12 H12 119.7 . . ?
C13 C12 C11 120.6(3) . . ?
C13 C12 H12 119.7 . . ?
O1 C13 C12 115.5(3) . . ?
O1 C13 C14 124.7(3) . . ?
C12 C13 C14 119.8(3) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 C13 119.4(3) . . ?
C15 C14 H14 120.3 . . ?
C10 C15 H15 119.4 . . ?
C14 C15 C10 121.2(3) . . ?
C14 C15 H15 119.4 . . ?
O1 C16 H16A 109.5 . . ?
O1 C16 H16B 109.5 . . ?
O1 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
Cl1 Zn2 Cl1 113.09(4) . 2_755 ?
Cl1 Zn2 Cl2 110.36(2) . . ?
Cl1 Zn2 Cl2 107.20(2) . 2_755 ?
Cl1 Zn2 Cl2 107.20(2) 2_755 . ?
Cl1 Zn2 Cl2 110.36(2) 2_755 2_755 ?
Cl2 Zn2 Cl2 108.57(4) 2_755 . ?

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
Zn1 N2 N3 C7 -11.0(3) . . . . ?
S1 C7 N3 N2 -164.66(19) . . . . ?
S1 C7 N4 Zn1 168.59(12) . . . . ?
S1 C7 N4 C9 2.5(3) . . . . ?
S1 C8 C9 N4 0.6(3) . . . . ?
S1 C8 C9 C10 -178.0(2) . . . . ?
O1 C13 C14 C15 -177.0(2) . . . . ?
N1 C1 C2 C3 -1.5(4) . . . . ?
N1 C1 C6 N2 4.8(4) . . . . ?
N3 C7 S1 C8 177.3(2) . . . . ?
N3 C7 N4 Zn1 -10.6(3) . . . . ?
N3 C7 N4 C9 -176.7(2) . . . . ?
N4 C7 S1 C8 -1.9(2) . . . . ?
N4 C7 N3 N2 14.5(4) . . . . ?
N4 C9 C10 C11 -135.8(3) . . . . ?
N4 C9 C10 C15 44.7(3) . . . . ?
C1 C2 C3 C4 0.9(4) . . . . ?
C1 C6 N2 Zn1 -1.4(3) . . . . ?
C1 C6 N2 N3 -179.5(2) . . . . ?
C2 C1 N1 Zn1 173.2(2) . . . . ?
C2 C1 N1 C5 1.0(4) . . . . ?
C2 C1 C6 N2 -174.2(2) . . . . ?
C2 C3 C4 C5 0.1(4) . . . . ?
C3 C4 C5 N1 -0.7(4) . . . . ?
C4 C5 N1 Zn1 -171.0(2) . . . . ?
C4 C5 N1 C1 0.2(4) . . . . ?
C6 N2 N3 C7 167.2(2) . . . . ?
C6 C1 N1 Zn1 -5.8(3) . . . . ?
C6 C1 N1 C5 -178.1(2) . . . . ?
C6 C1 C2 C3 177.4(3) . . . . ?
C8 C9 N4 Zn1 -164.00(19) . . . . ?
C8 C9 N4 C7 -2.0(3) . . . . ?
C8 C9 C10 C11 42.7(4) . . . . ?
C8 C9 C10 C15 -136.8(3) . . . . ?
C9 C8 S1 C7 0.6(2) . . . . ?
C9 C10 C11 C12 -178.4(2) . . . . ?
C9 C10 C15 C14 177.8(2) . . . . ?
C10 C9 N4 Zn1 14.7(4) . . . . ?
C10 C9 N4 C7 176.7(2) . . . . ?
C10 C11 C12 C13 0.9(4) . . . . ?
C11 C10 C15 C14 -1.7(4) . . . . ?
C11 C12 C13 O1 176.5(2) . . . . ?
C11 C12 C13 C14 -2.2(4) . . . . ?
C12 C13 O1 C16 -176.7(2) . . . . ?
C12 C13 C14 C15 1.6(4) . . . . ?
C13 C14 C15 C10 0.4(4) . . . . ?
C14 C13 O1 C16 1.9(4) . . . . ?
C15 C10 C11 C12 1.1(4) . . . . ?

