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

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 1511660'
_audit_update_record             
;
2017-01-11 deposited with the CCDC.
2017-01-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H26 N6 O S2 Zn, 2(N O3)'
_chemical_formula_sum            'C12 H26 N8 O7 S2 Zn'
_chemical_formula_weight         523.90

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   9.8803(2)
_cell_length_b                   24.2747(5)
_cell_length_c                   10.4047(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 114.0420(10)
_cell_angle_gamma                90.00
_cell_volume                     2278.99(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9074
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      28.27

_exptl_crystal_description       prismatic
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.527
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1088
_exptl_absorpt_coefficient_mu    1.310
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.599
_exptl_absorpt_correction_T_max  0.763
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            35905
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_av_sigmaI/netI    0.0189
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.68
_diffrn_reflns_theta_max         28.29
_reflns_number_total             5652
_reflns_number_gt                4737
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0556P)²+0.5697P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5652
_refine_ls_number_parameters     309
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0413
_refine_ls_R_factor_gt           0.0306
_refine_ls_wR_factor_ref         0.0966
_refine_ls_wR_factor_gt          0.0841
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_restrained_S_all      1.098
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.00371(2) 0.075073(9) 0.16533(2) 0.03233(8) Uani 1 1 d . . .
C1 C -0.2029(2) 0.15738(8) -0.05050(19) 0.0343(4) Uani 1 1 d . . .
C2 C 0.1447(2) 0.11163(7) -0.02571(18) 0.0316(3) Uani 1 1 d . . .
C3 C 0.2389(2) 0.06420(7) 0.05435(18) 0.0316(4) Uani 1 1 d . . .
C4 C 0.1875(2) -0.02784(7) 0.29405(19) 0.0356(4) Uani 1 1 d . . .
C5 C 0.1826(2) 0.14310(9) -0.1300(2) 0.0455(5) Uani 1 1 d . . .
H5A H 0.0951 0.1607 -0.1966 0.068 Uiso 1 1 calc R . .
H5B H 0.2212 0.1183 -0.1786 0.068 Uiso 1 1 calc R . .
H5C H 0.2557 0.1705 -0.0818 0.068 Uiso 1 1 calc R . .
C6 C 0.3721(2) 0.04732(9) 0.0307(2) 0.0443(5) Uani 1 1 d . . .
H6A H 0.4474 0.0750 0.0677 0.067 Uiso 1 1 calc R . .
H6B H 0.3456 0.0431 -0.0684 0.067 Uiso 1 1 calc R . .
H6C H 0.4090 0.0130 0.0775 0.067 Uiso 1 1 calc R . .
C7 C -0.4516(2) 0.20059(9) -0.1279(3) 0.0474(5) Uani 1 1 d . . .
C8 C -0.5518(3) 0.21987(15) -0.2751(3) 0.0801(9) Uani 1 1 d . . .
H8A H -0.5225 0.2562 -0.2904 0.120 Uiso 1 1 calc R . .
H8B H -0.6526 0.2207 -0.2848 0.120 Uiso 1 1 calc R . .
H8C H -0.5434 0.1950 -0.3432 0.120 Uiso 1 1 calc R . .
C9 C -0.4528(3) 0.23918(13) -0.0150(3) 0.0719(8) Uani 1 1 d . . .
H9A H -0.3922 0.2243 0.0758 0.108 Uiso 1 1 calc R . .
H9B H -0.5526 0.2435 -0.0231 0.108 Uiso 1 1 calc R . .
H9C H -0.4145 0.2744 -0.0259 0.108 Uiso 1 1 calc R . .
C10 C 0.2146(3) -0.10001(10) 0.4717(3) 0.0545(6) Uani 1 1 d . . .
C11 C 0.2730(6) -0.07202(14) 0.6139(3) 0.0999(14) Uani 1 1 d . . .
H11A H 0.3789 -0.0692 0.6498 0.150 Uiso 1 1 calc R . .
H11B H 0.2463 -0.0933 0.6779 0.150 Uiso 1 1 calc R . .
H11C H 0.2308 -0.0358 0.6044 0.150 Uiso 1 1 calc R . .
C12 C 0.2745(4) -0.15837(11) 0.4820(3) 0.0793(9) Uani 1 1 d . . .
H12A H 0.2322 -0.1755 0.3910 0.119 Uiso 1 1 calc R . .
H12B H 0.2488 -0.1792 0.5472 0.119 Uiso 1 1 calc R . .
H12C H 0.3804 -0.1572 0.5143 0.119 Uiso 1 1 calc R . .
H1 H -0.274(3) 0.2175(11) -0.161(3) 0.051(7) Uiso 1 1 d . . .
H2 H -0.056(2) 0.1872(9) -0.109(2) 0.038(5) Uiso 1 1 d . . .
H5 H 0.336(3) -0.0148(10) 0.223(2) 0.040(6) Uiso 1 1 d . . .
H6 H 0.360(3) -0.0730(10) 0.389(3) 0.055(8) Uiso 1 1 d . . .
H7 H -0.481(3) 0.1620(10) -0.112(2) 0.045(6) Uiso 1 1 d . . .
H10 H 0.114(4) -0.0990(14) 0.432(3) 0.083(10) Uiso 1 1 d . . .
H1A H 0.152(3) 0.1121(13) 0.403(3) 0.067(9) Uiso 1 1 d . . .
H1B H 0.169(3) 0.1475(12) 0.312(3) 0.053(8) Uiso 1 1 d . . .
N1 N -0.30035(19) 0.19532(8) -0.1208(2) 0.0436(4) Uani 1 1 d . . .
N2 N -0.07111(17) 0.15994(7) -0.06354(17) 0.0362(3) Uani 1 1 d . . .
N3 N 0.03205(16) 0.12029(6) 0.00255(15) 0.0317(3) Uani 1 1 d . . .
N4 N 0.19007(17) 0.04083(6) 0.13758(15) 0.0336(3) Uani 1 1 d . . .
N5 N 0.2571(2) -0.00312(7) 0.21958(17) 0.0385(4) Uani 1 1 d . . .
N6 N 0.2622(2) -0.06836(8) 0.3770(2) 0.0471(4) Uani 1 1 d . . .
N7 N 0.3866(2) 0.20774(7) 0.25029(19) 0.0482(4) Uani 1 1 d . . .
N8 N 0.3790(2) 0.07314(8) 0.6200(2) 0.0514(5) Uani 1 1 d . . .
O1 O 0.11495(19) 0.12745(7) 0.32392(17) 0.0455(3) Uani 1 1 d . . .
O2 O 0.2674(3) 0.21028(8) 0.2635(3) 0.0906(8) Uani 1 1 d . . .
O3 O 0.4163(2) 0.16669(7) 0.1993(2) 0.0730(5) Uani 1 1 d . . .
O4 O 0.4714(2) 0.24810(7) 0.2861(2) 0.0650(5) Uani 1 1 d . . .
O5 O 0.4200(3) 0.07504(12) 0.5253(2) 0.0934(8) Uani 1 1 d . . .
O6 O 0.2508(2) 0.08678(10) 0.5971(2) 0.0728(5) Uani 1 1 d . . .
O7 O 0.4649(2) 0.05712(10) 0.74012(18) 0.0725(5) Uani 1 1 d . . .
S1 S -0.24036(5) 0.10800(2) 0.04739(6) 0.04357(13) Uani 1 1 d . . .
S2 S 0.01536(6) -0.00904(2) 0.28005(6) 0.04199(13) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 2.0173(15) . ?
Zn1 N3 2.1303(14) . ?
Zn1 N4 2.1443(15) . ?
Zn1 S2 2.3441(5) . ?
Zn1 S1 2.3556(5) . ?
C1 N1 1.318(2) . ?
C1 N2 1.365(2) . ?
C1 S1 1.7083(18) . ?
C2 N3 1.280(2) . ?
C2 C5 1.494(2) . ?
C2 C3 1.501(2) . ?
C3 N4 1.282(2) . ?
C3 C6 1.492(2) . ?
C4 N6 1.319(3) . ?
C4 N5 1.367(2) . ?
C4 S2 1.709(2) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 N1 1.471(3) . ?
C7 C9 1.506(4) . ?
C7 C8 1.520(3) . ?
C7 H7 1.01(2) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 N6 1.470(3) . ?
C10 C11 1.513(4) . ?
C10 C12 1.522(4) . ?
C10 H10 0.91(3) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
N1 H1 0.79(3) . ?
N2 N3 1.366(2) . ?
N2 H2 0.86(2) . ?
N4 N5 1.358(2) . ?
N5 H5 0.81(2) . ?
N6 H6 0.93(3) . ?
N7 O3 1.220(2) . ?
N7 O2 1.241(3) . ?
N7 O4 1.244(2) . ?
N8 O5 1.210(3) . ?
N8 O6 1.234(3) . ?
N8 O7 1.253(3) . ?
O1 H1A 0.84(3) . ?
O1 H1B 0.77(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
O1 Zn1 N3 96.97(7) . . ?
O1 Zn1 N4 98.21(6) . . ?
N3 Zn1 N4 72.21(6) . . ?
O1 Zn1 S2 103.60(5) . . ?
N3 Zn1 S2 149.15(4) . . ?
N4 Zn1 S2 82.20(4) . . ?
O1 Zn1 S1 108.25(5) . . ?
N3 Zn1 S1 81.33(4) . . ?
N4 Zn1 S1 144.53(4) . . ?
S2 Zn1 S1 112.849(19) . . ?
N1 C1 N2 115.10(16) . . ?
N1 C1 S1 122.31(14) . . ?
N2 C1 S1 122.58(14) . . ?
N3 C2 C5 125.56(17) . . ?
N3 C2 C3 113.51(15) . . ?
C5 C2 C3 120.90(16) . . ?
N4 C3 C6 126.15(17) . . ?
N4 C3 C2 113.31(15) . . ?
C6 C3 C2 120.53(16) . . ?
N6 C4 N5 114.95(18) . . ?
N6 C4 S2 121.81(15) . . ?
N5 C4 S2 123.23(14) . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C3 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N1 C7 C9 110.2(2) . . ?
N1 C7 C8 108.0(2) . . ?
C9 C7 C8 112.7(2) . . ?
N1 C7 H7 105.1(13) . . ?
C9 C7 H7 110.6(13) . . ?
C8 C7 H7 110.0(14) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N6 C10 C11 108.8(2) . . ?
N6 C10 C12 108.2(2) . . ?
C11 C10 C12 111.5(2) . . ?
N6 C10 H10 106(2) . . ?
C11 C10 H10 110(2) . . ?
C12 C10 H10 112(2) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C1 N1 C7 125.90(18) . . ?
C1 N1 H1 116.5(19) . . ?
C7 N1 H1 117.6(19) . . ?
C1 N2 N3 117.66(15) . . ?
C1 N2 H2 118.2(15) . . ?
N3 N2 H2 124.0(15) . . ?
C2 N3 N2 122.73(15) . . ?
C2 N3 Zn1 120.43(12) . . ?
N2 N3 Zn1 116.77(11) . . ?
C3 N4 N5 123.39(16) . . ?
C3 N4 Zn1 119.95(12) . . ?
N5 N4 Zn1 116.48(11) . . ?
N4 N5 C4 118.13(16) . . ?
N4 N5 H5 121.1(16) . . ?
C4 N5 H5 120.8(16) . . ?
C4 N6 C10 125.6(2) . . ?
C4 N6 H6 116.8(16) . . ?
C10 N6 H6 116.6(16) . . ?
O3 N7 O2 119.8(2) . . ?
O3 N7 O4 121.4(2) . . ?
O2 N7 O4 118.81(18) . . ?
O5 N8 O6 119.3(2) . . ?
O5 N8 O7 120.6(2) . . ?
O6 N8 O7 120.1(2) . . ?
Zn1 O1 H1A 113(2) . . ?
Zn1 O1 H1B 116(2) . . ?
H1A O1 H1B 112(3) . . ?
C1 S1 Zn1 97.14(6) . . ?
C4 S2 Zn1 96.70(6) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O2 0.79(3) 2.03(3) 2.794(3) 163(3) 4_565
N2 H2 O4 0.86(2) 2.00(2) 2.854(2) 178(2) 4_565
N6 H6 O5 0.93(3) 1.99(3) 2.884(3) 162(2) 3_656
N5 H5 O7 0.81(2) 2.11(2) 2.915(3) 169(2) 3_656
O1 H1B O2 0.77(3) 1.98(3) 2.735(3) 166(3) .
O1 H1A O6 0.84(3) 1.95(3) 2.783(3) 172(3) .

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        28.29
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.673
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.104
####################################################################### 
# 
# 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_6DMSO
_database_code_depnum_ccdc_archive 'CCDC 1511665'
_audit_update_record             
;
2017-01-11 deposited with the CCDC.
2017-01-16 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H28 N6 Ni O S3'
_chemical_formula_iupac          ?
_chemical_formula_weight         451.31

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   14.7144(6)
_cell_length_b                   7.0324(3)
_cell_length_c                   21.4403(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2218.59(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3797
_cell_measurement_theta_min      2.3506
_cell_measurement_theta_max      19.3697
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       needle
_exptl_crystal_colour            'brown orange'
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             916

_exptl_absorpt_coefficient_mu    1.170
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   twinabs
_exptl_absorpt_correction_T_min  0.6701
_exptl_absorpt_correction_T_max  0.7454

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            34107
_diffrn_reflns_av_R_equivalents  0.0880
_diffrn_reflns_av_unetI/netI     0.0391
_diffrn_reflns_theta_min         1.68
_diffrn_reflns_theta_max         26.38
_diffrn_reflns_theta_full        26.38
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26

_refine_special_details          
;

Refined as a 2-component perfect inversion twin.
Some restraints were used:
DFIX 1.54 0.02 C10 C12
DFIX 0.90 0.02 C7 H7  C14 H14a C14 H14b
Hydrogen atoms in methyl carbon atoms C11, C12 and C13
could not be located in the electron density map nor geometrically
modelled in a satisfactory way
;

_reflns_number_total             2467
_reflns_number_gt                1631
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0943
_refine_ls_R_factor_gt           0.0484
_refine_ls_wR_factor_gt          0.1373
_refine_ls_wR_factor_ref         0.1795
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_restrained_S_all      1.107
_refine_ls_number_reflns         2467
_refine_ls_number_parameters     181
_refine_ls_number_restraints     4
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+0.8603P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.630
_refine_diff_density_min         -0.729
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.9531(5) 0.75 0.6657(3) 0.0562(16) Uani d T P S 1 A 1
C C2 1.0378(4) 0.75 0.5174(3) 0.0476(14) Uani d T P S 1 A 1
C C3 0.9884(4) 0.75 0.4581(3) 0.0446(14) Uani d T P S 1 A 1
C C4 0.7587(5) 0.75 0.4321(3) 0.0517(15) Uani d T P S 1 A 1
C C5 1.1386(4) 0.75 0.5235(4) 0.0584(17) Uani d T P S 1 A 1
H H5A 1.161 0.6225 0.5191 0.088 Uiso calc U P R 0.5 A 1
H H5B 1.1553 0.7987 0.5637 0.088 Uiso calc U P R 0.5 A 1
H H5C 1.1645 0.8288 0.4915 0.088 Uiso calc U P R 0.5 A 1
C C6 1.0352(5) 0.75 0.3962(3) 0.0593(17) Uani d T P S 1 A 1
H H6A 1.0516 0.6222 0.3852 0.089 Uiso calc U P R 0.5 A 1
H H6B 1.089 0.8269 0.3985 0.089 Uiso calc U P R 0.5 A 1
H H6C 0.995 0.8009 0.3651 0.089 Uiso calc U P R 0.5 A 1
C C7 1.0672(6) 0.75 0.7513(4) 0.081(2) Uani d T P DS 1 A 1
H H7 1.117(4) 0.75 0.727(4) 0.122 Uiso d U P DS 1 B 1
C C8 1.0636(8) 0.75 0.8216(5) 0.177(7) Uani d T P S 1 A 1
H H8A 1.1181 0.6939 0.8378 0.265 Uiso calc U P R 0.5 A 1
H H8B 1.012 0.6777 0.8352 0.265 Uiso calc U P R 0.5 A 1
H H8C 1.0584 0.8784 0.8364 0.265 Uiso calc U P R 0.5 A 1
C C9 1.1057(9) 0.955(2) 0.7509(6) 0.118(5) Uani d . P . 0.5 A 1
H H9A 1.1016 1.0065 0.7095 0.177 Uiso calc U P R 0.5 A 1
H H9B 1.1681 0.9531 0.7638 0.177 Uiso calc U P R 0.5 A 1
H H9C 1.0712 1.033 0.779 0.177 Uiso calc U P R 0.5 A 1
C C10 0.7115(7) 0.75 0.3227(4) 0.130(5) Uani d T P DS 1 A 1
H H10 0.754(10) 0.75 0.303(7) 0.194 Uiso d U P S 1 C 1
C C11 0.6420(10) 0.693(6) 0.2840(7) 0.20(2) Uani d . P . 0.5 A 1
C C12 0.7073(13) 0.990(2) 0.3123(7) 0.145(7) Uani d . P D 0.5 A 1
C C13 0.4116(7) 0.75 0.5162(4) 0.098(3) Uani d T P S 1 D 1
C C14 0.3327(6) 0.75 0.4023(5) 0.085(3) Uani d T P DS 1 D 1
H H14A 0.335(5) 0.75 0.3597(11) 0.08(2) Uiso d . P DS 1 E 1
H H14B 0.312(5) 0.865(5) 0.413(3) 0.13(3) Uiso d . . D 1 F 1
N N1 0.9738(4) 0.75 0.7269(3) 0.0688(16) Uani d T P S 1 A 1
H H1 0.9298 0.75 0.7533 0.083 Uiso calc U P R 1 A 1
N N2 1.0191(4) 0.75 0.6251(2) 0.0522(12) Uani d T P S 1 A 1
N N3 0.9841(3) 0.75 0.5663(2) 0.0454(12) Uani d T P S 1 A 1
N N4 0.9012(3) 0.75 0.4660(2) 0.0441(11) Uani d T P S 1 A 1
N N5 0.8446(3) 0.75 0.4146(2) 0.0526(13) Uani d T P S 1 A 1
N N6 0.6936(4) 0.75 0.3894(3) 0.0675(16) Uani d T P S 1 A 1
H H6 0.6379 0.75 0.4017 0.081 Uiso calc U P R 1 A 1
Ni Ni1 0.86033(5) 0.75 0.54750(4) 0.0445(3) Uani d T P S 1 A 1
S S1 0.83648(12) 0.75 0.64652(8) 0.0629(5) Uani d T P S 1 A 1
S S2 0.72393(11) 0.75 0.51118(8) 0.0544(4) Uani d T P S 1 A 1
S S3 0.4380(2) 0.6752(4) 0.43840(14) 0.0756(8) Uani d . P . 0.5 D 1
O O1 0.5066(5) 0.6811(12) 0.4145(4) 0.101(4) Uani d . P . 0.5 D 1


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 N2 . 1.304(8) ?
C1 N1 . 1.347(8) ?
C1 S1 . 1.764(7) ?
C2 N3 . 1.313(7) ?
C2 C3 . 1.465(8) ?
C2 C5 . 1.489(8) ?
C3 N4 . 1.294(8) ?
C3 C6 . 1.495(8) ?
C4 N5 . 1.319(8) ?
C4 N6 . 1.326(8) ?
C4 S2 . 1.770(7) ?
C5 H5A . 0.96 ?
C5 H5B . 0.96 ?
C5 H5C . 0.96 ?
C6 H6A . 0.96 ?
C6 H6B . 0.96 ?
C6 H6C . 0.96 ?
C7 N1 . 1.471(10) ?
C7 C8 . 1.507(13) ?
C7 C9 . 1.550(15) ?
C7 C9 7_575 1.550(15) ?
C7 H7 . 0.90(2) ?
C8 H8A . 0.96 ?
C8 H8B . 0.96 ?
C8 H8C . 0.96 ?
C9 H9A . 0.96 ?
C9 H9B . 0.96 ?
C9 H9C . 0.96 ?
C10 C11 7_575 1.376(18) ?
C10 C11 . 1.376(18) ?
C10 N6 . 1.454(11) ?
C10 C12 7_575 1.700(15) ?
C10 C12 . 1.700(15) ?
C10 H10 . 0.75(14) ?
C11 C11 7_575 0.81(9) ?
C11 C12 7_575 1.71(4) ?
C12 C11 7_575 1.71(4) ?
C13 S3 . 1.792(8) ?
C13 S3 7_575 1.792(8) ?
C14 S3 7_575 1.811(10) ?
C14 S3 . 1.811(10) ?
C14 H14A . 0.91(2) ?
C14 H14B . 0.89(2) ?
N1 H1 . 0.86 ?
N2 N3 . 1.362(7) ?
N3 Ni1 . 1.865(5) ?
N4 N5 . 1.381(7) ?
N4 Ni1 . 1.849(5) ?
N6 H6 . 0.86 ?
Ni1 S1 . 2.1518(19) ?
Ni1 S2 . 2.1528(18) ?
S3 S3 7_575 1.052(6) ?
S3 O1 . 1.132(7) ?
S3 O1 7_575 1.517(8) ?
O1 O1 7_575 0.968(16) ?
O1 S3 7_575 1.517(8) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N2 C1 N1 . . 118.8(6) ?
N2 C1 S1 . . 124.6(5) ?
N1 C1 S1 . . 116.6(5) ?
N3 C2 C3 . . 113.3(5) ?
N3 C2 C5 . . 122.0(6) ?
C3 C2 C5 . . 124.7(6) ?
N4 C3 C2 . . 112.3(5) ?
N4 C3 C6 . . 124.9(6) ?
C2 C3 C6 . . 122.9(5) ?
N5 C4 N6 . . 119.7(6) ?
N5 C4 S2 . . 123.4(5) ?
N6 C4 S2 . . 116.9(5) ?
C2 C5 H5A . . 109.5 ?
C2 C5 H5B . . 109.5 ?
H5A C5 H5B . . 109.5 ?
C2 C5 H5C . . 109.5 ?
H5A C5 H5C . . 109.5 ?
H5B C5 H5C . . 109.5 ?
C3 C6 H6A . . 109.5 ?
C3 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C3 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
N1 C7 C8 . . 108.8(8) ?
N1 C7 C9 . . 109.8(6) ?
C8 C7 C9 . . 91.1(7) ?
N1 C7 C9 . 7_575 109.8(6) ?
C8 C7 C9 . 7_575 91.1(7) ?
C9 C7 C9 . 7_575 137.2(12) ?
N1 C7 H7 . . 124.(7) ?
C8 C7 H7 . . 127.(7) ?
C9 C7 H7 . . 72.4(15) ?
C9 C7 H7 7_575 . 72.4(15) ?
C7 C8 H8A . . 109.5 ?
C7 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
C7 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
C7 C9 H7 . . 33.8(8) ?
C7 C9 H9A . . 109.5 ?
H7 C9 H9A . . 93.1 ?
C7 C9 H9B . . 109.5 ?
H7 C9 H9B . . 88.8 ?
H9A C9 H9B . . 109.5 ?
C7 C9 H9C . . 109.5 ?
H7 C9 H9C . . 143.1 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
C11 C10 C11 7_575 . 34.(4) ?
C11 C10 N6 7_575 . 117.2(10) ?
C11 C10 N6 . . 117.2(10) ?
C11 C10 C12 7_575 7_575 101.(2) ?
C11 C10 C12 . 7_575 66.6(19) ?
N6 C10 C12 . 7_575 97.0(6) ?
C11 C10 C12 7_575 . 66.6(19) ?
C11 C10 C12 . . 101.(2) ?
N6 C10 C12 . . 97.0(6) ?
C12 C10 C12 7_575 . 164.4(13) ?
C11 C10 H10 7_575 . 106.(10) ?
C11 C10 H10 . . 106.(10) ?
N6 C10 H10 . . 134.(10) ?
C12 C10 H10 7_575 . 87.6(17) ?
C12 C10 H10 . . 87.6(17) ?
C11 C11 C10 7_575 . 72.9(18) ?
C11 C11 C12 7_575 7_575 138.4(10) ?
C10 C11 C12 . 7_575 65.8(12) ?
C10 C12 C11 . 7_575 47.6(11) ?
S3 C13 S3 . 7_575 34.1(2) ?
S3 C14 S3 7_575 . 33.8(3) ?
S3 C14 H14A 7_575 . 113.(5) ?
S3 C14 H14A . . 113.(5) ?
S3 C14 H14B 7_575 . 86.(5) ?
S3 C14 H14B . . 117.(5) ?
H14A C14 H14B . . 105.(5) ?
C1 N1 C7 . . 123.9(6) ?
C1 N1 H1 . . 118.0 ?
C7 N1 H1 . . 118.0 ?
C1 N2 N3 . . 109.6(5) ?
C2 N3 N2 . . 120.8(5) ?
C2 N3 Ni1 . . 114.5(4) ?
N2 N3 Ni1 . . 124.7(4) ?
C3 N4 N5 . . 119.6(5) ?
C3 N4 Ni1 . . 116.4(4) ?
N5 N4 Ni1 . . 123.9(4) ?
C4 N5 N4 . . 110.5(5) ?
C4 N6 C10 . . 123.3(7) ?
C4 N6 H6 . . 118.4 ?
C10 N6 H6 . . 118.4 ?
N4 Ni1 N3 . . 83.5(2) ?
N4 Ni1 S1 . . 170.40(17) ?
N3 Ni1 S1 . . 86.88(16) ?
N4 Ni1 S2 . . 87.77(17) ?
N3 Ni1 S2 . . 171.30(16) ?
S1 Ni1 S2 . . 101.82(7) ?
C1 S1 Ni1 . . 94.1(2) ?
C4 S2 Ni1 . . 94.4(2) ?
S3 S3 O1 7_575 . 87.9(4) ?
S3 S3 O1 7_575 7_575 48.2(3) ?
O1 S3 O1 . 7_575 39.6(7) ?
S3 S3 C13 7_575 . 72.93(12) ?
O1 S3 C13 . . 127.2(6) ?
O1 S3 C13 7_575 . 105.3(4) ?
S3 S3 C14 7_575 . 73.11(13) ?
O1 S3 C14 . . 123.9(6) ?
O1 S3 C14 7_575 . 103.4(4) ?
C13 S3 C14 . . 97.3(5) ?
O1 O1 S3 7_575 . 92.1(4) ?
O1 O1 S3 7_575 7_575 48.2(3) ?
S3 O1 S3 . 7_575 43.9(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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N3 C2 C3 N4 . . . . 0.0000(10) ?
C5 C2 C3 N4 . . . . 180.0000(10) ?
N3 C2 C3 C6 . . . . 180.0000(10) ?
C5 C2 C3 C6 . . . . 0.0000(10) ?
N6 C10 C11 C11 . . . 7_575 99.1(10) ?
C12 C10 C11 C11 7_575 . . 7_575 -175.1(7) ?
C12 C10 C11 C11 . . . 7_575 -4.6(7) ?
C11 C10 C11 C12 7_575 . . 7_575 175.1(7) ?
N6 C10 C11 C12 . . . 7_575 -85.8(12) ?
C12 C10 C11 C12 . . . 7_575 170.5(14) ?
C11 C10 C12 C11 . . . 7_575 2.8(5) ?
N6 C10 C12 C11 . . . 7_575 -116.7(10) ?
C12 C10 C12 C11 7_575 . . 7_575 37.(6) ?
N2 C1 N1 C7 . . . . 0.000(3) ?
S1 C1 N1 C7 . . . . 180.000(2) ?
C8 C7 N1 C1 . . . . 180.000(2) ?
C9 C7 N1 C1 . . . . 81.7(8) ?
C9 C7 N1 C1 7_575 . . . -81.7(8) ?
N1 C1 N2 N3 . . . . 180.000(2) ?
S1 C1 N2 N3 . . . . 0.000(2) ?
C3 C2 N3 N2 . . . . 180.0000(10) ?
C5 C2 N3 N2 . . . . 0.000(2) ?
C3 C2 N3 Ni1 . . . . 0.0000(10) ?
C5 C2 N3 Ni1 . . . . 180.0000(10) ?
C1 N2 N3 C2 . . . . 180.0000(10) ?
C1 N2 N3 Ni1 . . . . 0.0000(10) ?
C2 C3 N4 N5 . . . . 180.0000(10) ?
C6 C3 N4 N5 . . . . 0.0000(10) ?
C2 C3 N4 Ni1 . . . . 0.0000(10) ?
C6 C3 N4 Ni1 . . . . 180.0000(10) ?
N6 C4 N5 N4 . . . . 180.0000(10) ?
S2 C4 N5 N4 . . . . 0.0000(10) ?
C3 N4 N5 C4 . . . . 180.0000(10) ?
Ni1 N4 N5 C4 . . . . 0.0000(10) ?
N5 C4 N6 C10 . . . . 0.000(2) ?
S2 C4 N6 C10 . . . . 180.0000(10) ?
C11 C10 N6 C4 7_575 . . . -161.(2) ?
C11 C10 N6 C4 . . . . 161.(2) ?
C12 C10 N6 C4 7_575 . . . 93.4(8) ?
C12 C10 N6 C4 . . . . -93.4(8) ?
C3 N4 Ni1 N3 . . . . 0.0000(10) ?
N5 N4 Ni1 N3 . . . . 180.0000(10) ?
C3 N4 Ni1 S2 . . . . 180.0000(10) ?
N5 N4 Ni1 S2 . . . . 0.0000(10) ?
C2 N3 Ni1 N4 . . . . 0.0000(10) ?
N2 N3 Ni1 N4 . . . . 180.0000(10) ?
C2 N3 Ni1 S1 . . . . 180.0000(10) ?
N2 N3 Ni1 S1 . . . . 0.0000(10) ?
N2 C1 S1 Ni1 . . . . 0.0000(10) ?
N1 C1 S1 Ni1 . . . . 180.0000(10) ?
N5 C4 S2 Ni1 . . . . 0.0000(10) ?
N6 C4 S2 Ni1 . . . . 180.0000(10) ?
S3 C13 S3 O1 7_575 . . . 73.7(6) ?
S3 C13 S3 O1 7_575 . . 7_575 36.3(4) ?
S3 C13 S3 C14 7_575 . . . -69.8(2) ?
S3 C14 S3 O1 7_575 . . . -75.5(6) ?
S3 C14 S3 O1 7_575 . . 7_575 -38.0(4) ?
S3 C14 S3 C13 7_575 . . . 69.6(2) ?
S3 S3 O1 O1 7_575 . . 7_575 0.004(2) ?
C13 S3 O1 O1 . . . 7_575 -66.6(4) ?
C14 S3 O1 O1 . . . 7_575 68.0(4) ?
O1 S3 O1 S3 7_575 . . 7_575 -0.004(4) ?
C13 S3 O1 S3 . . . 7_575 -66.6(4) ?
C14 S3 O1 S3 . . . 7_575 68.0(4) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C8 H8C S3 8_766 0.96 3.02 3.901(7) 152.5 ?
N6 H6 O1 . 0.86 2.01 2.845(9) 163.0 ?
N6 H6 O1 7_575 0.86 2.01 2.845(9) 163.0 ?

####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1511662'
_audit_update_record             
;
2017-01-11 deposited with the CCDC.
2017-01-16 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H44 N12 S4 Zn2'
_chemical_formula_iupac          ?
_chemical_formula_weight         759.69

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.6284(4)
_cell_length_b                   10.0416(4)
_cell_length_c                   11.2867(5)
_cell_angle_alpha                74.662(2)
_cell_angle_beta                 69.520(2)
_cell_angle_gamma                89.890(2)
_cell_volume                     879.02(7)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9863
_cell_measurement_theta_min      2.5326
_cell_measurement_theta_max      28.5069
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       prismatic
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.170
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             396

_exptl_absorpt_coefficient_mu    1.637
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_correction_T_min  0.64
_exptl_absorpt_correction_T_max  0.77

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            31075
_diffrn_reflns_av_R_equivalents  0.0244
_diffrn_reflns_av_unetI/netI     0.0109
_diffrn_reflns_theta_min         2.47
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13

_refine_special_details          
;
;

_reflns_number_total             3217
_reflns_number_gt                2984
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0372
_refine_ls_R_factor_gt           0.0342
_refine_ls_wR_factor_gt          0.0954
_refine_ls_wR_factor_ref         0.0989
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.180
_refine_ls_number_reflns         3217
_refine_ls_number_parameters     204
_refine_ls_number_restraints     4
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0542P)²+0.8000P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.955
_refine_diff_density_min         -0.602
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.6356(3) 0.6857(3) 0.7734(3) 0.0448(6) Uani d . . . 1 . .
C C2 0.6928(3) 0.8968(3) 0.4678(3) 0.0442(6) Uani d . . . 1 . .
C C3 0.6076(4) 0.8893(3) 0.3754(3) 0.0438(6) Uani d . . . 1 . .
C C4 0.3062(4) 0.6617(3) 0.3856(3) 0.0444(6) Uani d . . . 1 . .
C C5 0.8017(4) 1.0220(4) 0.4480(3) 0.0619(8) Uani d . . . 1 . .
H H5A 0.7929 1.0325 0.5322 0.093 Uiso calc U . R 1 . .
H H5B 0.7673 1.1027 0.3996 0.093 Uiso calc U . R 1 . .
H H5C 0.9149 1.0114 0.3996 0.093 Uiso calc U . R 1 . .
C C6 0.6341(5) 1.0061(3) 0.2539(3) 0.0592(8) Uani d . . . 1 . .
H H6A 0.5786 0.9798 0.202 0.089 Uiso calc U . R 1 . .
H H6B 0.751 1.0268 0.2033 0.089 Uiso calc U . R 1 . .
H H6C 0.5898 1.0867 0.2785 0.089 Uiso calc U . R 1 . .
C C7 0.8293(5) 0.7492(4) 0.8735(4) 0.0743(11) Uani d . . . 1 . .
H H7 0.8582 0.8325 0.7981 0.089 Uiso calc U . R 1 . .
C C8 0.9736(7) 0.6670(7) 0.8544(8) 0.145(3) Uani d . . . 1 . .
H H8A 0.9505 0.5874 0.9295 0.217 Uiso calc U . R 1 . .
H H8B 1.0697 0.7231 0.8445 0.217 Uiso calc U . R 1 . .
H H8C 0.9943 0.637 0.7767 0.217 Uiso calc U . R 1 . .
C C9 0.7821(10) 0.7948(10) 0.9964(7) 0.187(4) Uani d . . . 1 . .
H H9A 0.6832 0.8417 1.0067 0.281 Uiso calc U . R 1 . .
H H9B 0.8709 0.8568 0.9902 0.281 Uiso calc U . R 1 . .
H H9C 0.762 0.7152 1.0711 0.281 Uiso calc U . R 1 . .
C C10 0.1924(5) 0.7589(4) 0.2121(4) 0.0734(10) Uani d . . D 1 . .
H H10 0.2534 0.8432 0.208 0.088 Uiso calc U . R 1 . .
C C11 0.2728(14) 0.7275(10) 0.0917(6) 0.247(6) Uani d . . D 1 . .
H H11A 0.3007 0.8113 0.0203 0.371 Uiso calc U . R 1 . .
H H11B 0.2 0.6643 0.0798 0.371 Uiso calc U . R 1 . .
H H11C 0.3724 0.6855 0.0931 0.371 Uiso calc U . R 1 . .
C C12 0.0236(10) 0.7895(11) 0.2313(7) 0.246(7) Uani d . . D 1 . .
H H12A -0.0257 0.7316 0.196 0.369 Uiso calc U . R 1 . .
H H12B 0.023 0.8852 0.1869 0.369 Uiso calc U . R 1 . .
H H12C -0.0389 0.7722 0.3238 0.369 Uiso calc U . R 1 . .
H H1 0.628(3) 0.613(3) 0.945(2) 0.050(9) Uiso d . . D 1 . .
H H6 0.140(3) 0.576(2) 0.355(3) 0.046(9) Uiso d . . D 1 . .
N N1 0.6852(4) 0.6707(3) 0.8763(3) 0.0592(7) Uani d . . D 1 . .
N N2 0.7185(3) 0.7848(3) 0.6651(2) 0.0478(5) Uani d . . . 1 . .
N N3 0.6559(3) 0.7892(2) 0.5682(2) 0.0437(5) Uani d . . . 1 . .
N N4 0.5077(3) 0.7795(2) 0.4104(2) 0.0447(5) Uani d . . . 1 . .
N N5 0.4133(3) 0.7714(2) 0.3359(2) 0.0482(5) Uani d . . . 1 . .
N N6 0.1985(4) 0.6508(3) 0.3260(3) 0.0567(6) Uani d . . D 1 . .
S S1 0.46273(9) 0.57439(8) 0.79966(7) 0.04929(19) Uani d . . . 1 . .
S S2 0.28131(9) 0.52295(7) 0.52898(7) 0.04488(18) Uani d . . . 1 . .
Zn Zn1 0.50768(4) 0.61939(3) 0.57535(3) 0.04293(13) Uani d . . . 1 . .


_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.
Some restraints were used:
DFIX 0.85 N1 H1 N6 H6
DFIX 1.84 C10 C11 C10 C12
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 N2 . 1.320(4) ?
C1 N1 . 1.344(4) ?
C1 S1 . 1.756(3) ?
C2 N3 . 1.285(3) ?
C2 C3 . 1.487(4) ?
C2 C5 . 1.491(4) ?
C3 N4 . 1.285(4) ?
C3 C6 . 1.496(4) ?
C4 N5 . 1.302(4) ?
C4 N6 . 1.344(4) ?
C4 S2 . 1.781(3) ?
C5 H5A . 0.96 ?
C5 H5B . 0.96 ?
C5 H5C . 0.96 ?
C6 H6A . 0.96 ?
C6 H6B . 0.96 ?
C6 H6C . 0.96 ?
C7 N1 . 1.460(4) ?
C7 C8 . 1.477(8) ?
C7 C9 . 1.497(7) ?
C7 H7 . 0.98 ?
C8 H8A . 0.96 ?
C8 H8B . 0.96 ?
C8 H8C . 0.96 ?
C9 H9A . 0.96 ?
C9 H9B . 0.96 ?
C9 H9C . 0.96 ?
C10 C11 . 1.411(7) ?
C10 C12 . 1.441(7) ?
C10 N6 . 1.464(4) ?
C10 H10 . 0.98 ?
C11 H11A . 0.96 ?
C11 H11B . 0.96 ?
C11 H11C . 0.96 ?
C12 H12A . 0.96 ?
C12 H12B . 0.96 ?
C12 H12C . 0.96 ?
N1 H1 . 0.822(18) ?
N2 N3 . 1.370(3) ?
N3 Zn1 . 2.101(2) ?
N4 N5 . 1.377(3) ?
N4 Zn1 . 2.113(2) ?
N6 H6 . 0.827(18) ?
S1 Zn1 . 2.3394(7) ?
S2 Zn1 . 2.4531(8) ?
S2 Zn1 2_666 2.4748(8) ?
Zn1 S2 2_666 2.4748(8) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N2 C1 N1 . . 116.8(3) ?
N2 C1 S1 . . 126.9(2) ?
N1 C1 S1 . . 116.2(2) ?
N3 C2 C3 . . 113.6(2) ?
N3 C2 C5 . . 124.1(3) ?
C3 C2 C5 . . 122.2(2) ?
N4 C3 C2 . . 115.2(2) ?
N4 C3 C6 . . 123.8(3) ?
C2 C3 C6 . . 121.0(3) ?
N5 C4 N6 . . 117.9(2) ?
N5 C4 S2 . . 127.2(2) ?
N6 C4 S2 . . 114.9(2) ?
C2 C5 H5A . . 109.5 ?
C2 C5 H5B . . 109.5 ?
H5A C5 H5B . . 109.5 ?
C2 C5 H5C . . 109.5 ?
H5A C5 H5C . . 109.5 ?
H5B C5 H5C . . 109.5 ?
C3 C6 H6A . . 109.5 ?
C3 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C3 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
N1 C7 C8 . . 110.6(4) ?
N1 C7 C9 . . 108.8(4) ?
C8 C7 C9 . . 113.4(6) ?
N1 C7 H7 . . 108.0 ?
C8 C7 H7 . . 108.0 ?
C9 C7 H7 . . 108.0 ?
C7 C8 H8A . . 109.5 ?
C7 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
C7 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
C7 C9 H9A . . 109.5 ?
C7 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C7 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
C11 C10 C12 . . 112.7(6) ?
C11 C10 N6 . . 112.8(4) ?
C12 C10 N6 . . 110.5(4) ?
C11 C10 H10 . . 106.8 ?
C12 C10 H10 . . 106.8 ?
N6 C10 H10 . . 106.8 ?
C10 C11 H11A . . 109.5 ?
C10 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C10 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C10 C12 H12A . . 109.5 ?
C10 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C10 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C1 N1 C7 . . 124.8(3) ?
C1 N1 H1 . . 116.(2) ?
C7 N1 H1 . . 120.(2) ?
C1 N2 N3 . . 111.1(2) ?
C2 N3 N2 . . 120.0(2) ?
C2 N3 Zn1 . . 118.60(19) ?
N2 N3 Zn1 . . 121.31(17) ?
C3 N4 N5 . . 118.3(2) ?
C3 N4 Zn1 . . 117.19(18) ?
N5 N4 Zn1 . . 124.46(17) ?
C4 N5 N4 . . 113.6(2) ?
C4 N6 C10 . . 122.9(3) ?
C4 N6 H6 . . 115.(2) ?
C10 N6 H6 . . 122.(2) ?
C1 S1 Zn1 . . 94.33(9) ?
C4 S2 Zn1 . . 94.72(10) ?
C4 S2 Zn1 . 2_666 98.25(9) ?
Zn1 S2 Zn1 . 2_666 84.49(2) ?
N3 Zn1 N4 . . 74.46(9) ?
N3 Zn1 S1 . . 80.38(6) ?
N4 Zn1 S1 . . 141.87(7) ?
N3 Zn1 S2 . . 151.07(7) ?
N4 Zn1 S2 . . 79.59(7) ?
S1 Zn1 S2 . . 114.42(3) ?
N3 Zn1 S2 . 2_666 102.10(7) ?
N4 Zn1 S2 . 2_666 101.94(7) ?
S1 Zn1 S2 . 2_666 111.12(3) ?
S2 Zn1 S2 . 2_666 95.51(2) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1 S1 2_667 0.822(18) 2.83(2) 3.612(3) 159.(3) ?

####################################################################### 
# 
# 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_5DMF
_database_code_depnum_ccdc_archive 'CCDC 1511664'
_audit_update_record             
;
2017-01-11 deposited with the CCDC.
2017-01-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H22 Cu N6 S2, C3 H7 N O'
_chemical_formula_sum            'C15 H29 Cu N7 O S2'
_chemical_formula_weight         451.11

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.0012(4)
_cell_length_b                   11.2753(4)
_cell_length_c                   12.1281(5)
_cell_angle_alpha                94.572(2)
_cell_angle_beta                 105.603(2)
_cell_angle_gamma                112.913(2)
_cell_volume                     1068.13(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    5072
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      25.25

_exptl_crystal_description       prismatic
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             474
_exptl_absorpt_coefficient_mu    1.237
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.688
_exptl_absorpt_correction_T_max  0.880
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      153(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17221
_diffrn_reflns_av_R_equivalents  0.0430
_diffrn_reflns_av_sigmaI/netI    0.0385
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.78
_diffrn_reflns_theta_max         25.41
_reflns_number_total             3923
_reflns_number_gt                3353
_reflns_threshold_expression     >2sigma(I)

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

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0508P)²+0.1479P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3923
_refine_ls_number_parameters     259
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0415
_refine_ls_R_factor_gt           0.0308
_refine_ls_wR_factor_ref         0.0966
_refine_ls_wR_factor_gt          0.0806
_refine_ls_goodness_of_fit_ref   1.146
_refine_ls_restrained_S_all      1.146
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.30776(3) 0.29889(3) 0.44281(2) 0.01942(12) Uani 1 1 d . . .
C1 C 0.2790(3) 0.4863(2) 0.6115(2) 0.0235(6) Uani 1 1 d . . .
C2 C 0.5916(3) 0.3761(2) 0.6410(2) 0.0205(5) Uani 1 1 d . . .
C3 C 0.6023(3) 0.2761(2) 0.5611(2) 0.0211(5) Uani 1 1 d . . .
C4 C 0.3256(3) 0.0941(2) 0.2879(2) 0.0210(6) Uani 1 1 d . . .
C5 C 0.7240(3) 0.4453(3) 0.7578(2) 0.0293(6) Uani 1 1 d . . .
H5A H 0.7055 0.5172 0.7895 0.044 Uiso 1 1 calc R . .
H5B H 0.8352 0.4784 0.7494 0.044 Uiso 1 1 calc R . .
H5C H 0.7164 0.3848 0.8097 0.044 Uiso 1 1 calc R . .
C6 C 0.7430(3) 0.2340(3) 0.5912(2) 0.0327(7) Uani 1 1 d . . .
H6A H 0.6958 0.1397 0.5792 0.049 Uiso 1 1 calc R . .
H6B H 0.8119 0.2717 0.6717 0.049 Uiso 1 1 calc R . .
H6C H 0.8122 0.2634 0.5422 0.049 Uiso 1 1 calc R . .
C7 C 0.3247(4) 0.6470(3) 0.7828(2) 0.0309(6) Uani 1 1 d . . .
C8 C 0.3020(5) 0.5665(3) 0.8771(3) 0.0530(9) Uani 1 1 d . . .
H8A H 0.1830 0.5233 0.8686 0.080 Uiso 1 1 calc R . .
H8B H 0.3636 0.6237 0.9529 0.080 Uiso 1 1 calc R . .
H8C H 0.3451 0.5018 0.8691 0.080 Uiso 1 1 calc R . .
C9 C 0.2705(4) 0.7569(3) 0.7952(3) 0.0452(8) Uani 1 1 d . . .
H9A H 0.2944 0.8087 0.7377 0.068 Uiso 1 1 calc R . .
H9B H 0.3322 0.8116 0.8721 0.068 Uiso 1 1 calc R . .
H9C H 0.1503 0.7203 0.7837 0.068 Uiso 1 1 calc R . .
C10 C 0.1724(3) -0.0483(3) 0.0877(2) 0.0273(6) Uani 1 1 d . . .
C11 C 0.2542(4) 0.0209(3) 0.0031(2) 0.0368(7) Uani 1 1 d . . .
H11A H 0.2919 0.1141 0.0262 0.055 Uiso 1 1 calc R . .
H11B H 0.1724 -0.0103 -0.0744 0.055 Uiso 1 1 calc R . .
H11C H 0.3501 0.0028 0.0038 0.055 Uiso 1 1 calc R . .
C12 C 0.0972(4) -0.1970(3) 0.0505(3) 0.0390(7) Uani 1 1 d . . .
H12A H 0.1863 -0.2230 0.0487 0.058 Uiso 1 1 calc R . .
H12B H 0.0133 -0.2249 -0.0260 0.058 Uiso 1 1 calc R . .
H12C H 0.0445 -0.2370 0.1053 0.058 Uiso 1 1 calc R . .
C13 C 0.3839(4) 0.1795(3) 0.7961(3) 0.0358(7) Uani 1 1 d . . .
H13 H 0.3928 0.2464 0.8510 0.043 Uiso 1 1 calc R . .
C14 C 0.1070(4) 0.1678(3) 0.6924(3) 0.0419(8) Uani 1 1 d . . .
H14A H 0.1395 0.2373 0.7575 0.063 Uiso 1 1 calc R . .
H14B H 0.0043 0.0950 0.6902 0.063 Uiso 1 1 calc R . .
H14C H 0.0875 0.1993 0.6210 0.063 Uiso 1 1 calc R . .
C15 C 0.2165(4) 0.0210(3) 0.6147(3) 0.0405(8) Uani 1 1 d . . .
H15A H 0.3178 0.0066 0.6302 0.061 Uiso 1 1 calc R . .
H15B H 0.1922 0.0453 0.5400 0.061 Uiso 1 1 calc R . .
H15C H 0.1223 -0.0584 0.6137 0.061 Uiso 1 1 calc R . .
H1 H 0.146(4) 0.567(3) 0.632(3) 0.039(10) Uiso 1 1 d . . .
H6 H 0.366(4) -0.034(3) 0.215(2) 0.025(8) Uiso 1 1 d . . .
H7 H 0.441(4) 0.684(3) 0.790(2) 0.033(8) Uiso 1 1 d . . .
H10 H 0.087(3) -0.025(2) 0.092(2) 0.020(7) Uiso 1 1 d . . .
N1 N 0.2298(3) 0.5642(2) 0.6667(2) 0.0293(6) Uani 1 1 d . . .
N2 N 0.4251(3) 0.4828(2) 0.66700(18) 0.0244(5) Uani 1 1 d . . .
N3 N 0.4568(2) 0.39673(19) 0.60085(18) 0.0204(5) Uani 1 1 d . . .
N4 N 0.4755(2) 0.22597(19) 0.46317(17) 0.0197(5) Uani 1 1 d . . .
N5 N 0.4633(3) 0.1289(2) 0.38214(18) 0.0233(5) Uani 1 1 d . . .
N6 N 0.2966(3) -0.0054(2) 0.20534(19) 0.0280(5) Uani 1 1 d . . .
N7 N 0.2420(3) 0.1256(2) 0.7051(2) 0.0306(5) Uani 1 1 d . . .
O1 O 0.5046(3) 0.1507(2) 0.8155(2) 0.0477(6) Uani 1 1 d . . .
S1 S 0.14129(8) 0.39546(6) 0.47033(6) 0.02401(17) Uani 1 1 d . . .
S2 S 0.18165(8) 0.16639(6) 0.26651(6) 0.02546(17) 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
Cu1 N4 1.953(2) . ?
Cu1 N3 1.954(2) . ?
Cu1 S2 2.2264(7) . ?
Cu1 S1 2.2413(7) . ?
C1 N2 1.323(3) . ?
C1 N1 1.336(4) . ?
C1 S1 1.763(3) . ?
C2 N3 1.297(3) . ?
C2 C3 1.477(4) . ?
C2 C5 1.493(3) . ?
C3 N4 1.301(3) . ?
C3 C6 1.487(4) . ?
C4 N6 1.335(3) . ?
C4 N5 1.336(3) . ?
C4 S2 1.756(3) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 N1 1.452(4) . ?
C7 C9 1.509(4) . ?
C7 C8 1.522(4) . ?
C7 H7 0.94(3) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 N6 1.459(3) . ?
C10 C11 1.514(4) . ?
C10 C12 1.518(4) . ?
C10 H10 0.91(3) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 O1 1.221(3) . ?
C13 N7 1.322(4) . ?
C13 H13 0.9300 . ?
C14 N7 1.446(4) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 N7 1.447(4) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
N1 H1 0.78(3) . ?
N2 N3 1.372(3) . ?
N4 N5 1.361(3) . ?
N6 H6 0.79(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
N4 Cu1 N3 80.81(9) . . ?
N4 Cu1 S2 85.59(6) . . ?
N3 Cu1 S2 166.40(6) . . ?
N4 Cu1 S1 165.09(6) . . ?
N3 Cu1 S1 85.26(6) . . ?
S2 Cu1 S1 108.27(3) . . ?
N2 C1 N1 117.8(2) . . ?
N2 C1 S1 125.6(2) . . ?
N1 C1 S1 116.6(2) . . ?
N3 C2 C3 113.9(2) . . ?
N3 C2 C5 123.6(2) . . ?
C3 C2 C5 122.4(2) . . ?
N4 C3 C2 114.0(2) . . ?
N4 C3 C6 123.0(2) . . ?
C2 C3 C6 123.0(2) . . ?
N6 C4 N5 115.9(2) . . ?
N6 C4 S2 118.7(2) . . ?
N5 C4 S2 125.4(2) . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C3 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N1 C7 C9 109.1(2) . . ?
N1 C7 C8 111.1(2) . . ?
C9 C7 C8 112.3(3) . . ?
N1 C7 H7 107.8(17) . . ?
C9 C7 H7 108.2(17) . . ?
C8 C7 H7 108.2(17) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N6 C10 C11 110.3(2) . . ?
N6 C10 C12 109.8(2) . . ?
C11 C10 C12 112.0(2) . . ?
N6 C10 H10 106.7(16) . . ?
C11 C10 H10 109.2(15) . . ?
C12 C10 H10 108.7(16) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O1 C13 N7 126.8(3) . . ?
O1 C13 H13 116.6 . . ?
N7 C13 H13 116.6 . . ?
N7 C14 H14A 109.5 . . ?
N7 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N7 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N7 C15 H15A 109.5 . . ?
N7 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N7 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C1 N1 C7 125.3(2) . . ?
C1 N1 H1 116(2) . . ?
C7 N1 H1 118(2) . . ?
C1 N2 N3 111.2(2) . . ?
C2 N3 N2 120.8(2) . . ?
C2 N3 Cu1 115.65(18) . . ?
N2 N3 Cu1 123.51(16) . . ?
C3 N4 N5 121.1(2) . . ?
C3 N4 Cu1 115.46(18) . . ?
N5 N4 Cu1 123.39(15) . . ?
C4 N5 N4 111.0(2) . . ?
C4 N6 C10 126.5(2) . . ?
C4 N6 H6 117(2) . . ?
C10 N6 H6 115(2) . . ?
C13 N7 C14 121.6(3) . . ?
C13 N7 C15 120.7(3) . . ?
C14 N7 C15 117.6(2) . . ?
C1 S1 Cu1 94.40(9) . . ?
C4 S2 Cu1 94.43(9) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N6 H6 O1 0.79(3) 2.14(3) 2.900(3) 161(3) 2_656
N1 H1 S1 0.78(3) 2.76(3) 3.528(3) 173(3) 2_566

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.41
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.488
_refine_diff_density_min         -0.642
_refine_diff_density_rms         0.181
####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1511663'
_audit_update_record             
;
2017-01-11 deposited with the CCDC.
2017-01-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H22 Cu N6 S2'
_chemical_formula_sum            'C12 H22 Cu N6 S2'
_chemical_formula_weight         378.02

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.8527(3)
_cell_length_b                   14.1937(4)
_cell_length_c                   15.1185(4)
_cell_angle_alpha                113.7480(10)
_cell_angle_beta                 103.8200(10)
_cell_angle_gamma                97.8950(10)
_cell_volume                     1813.18(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6368
_cell_measurement_theta_min      2.70
_cell_measurement_theta_max      24.64

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             788
_exptl_absorpt_coefficient_mu    1.437
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.870
_exptl_absorpt_correction_T_max  0.968
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            26942
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_av_sigmaI/netI    0.0418
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.56
_diffrn_reflns_theta_max         25.37
_reflns_number_total             6575
_reflns_number_gt                4822
_reflns_threshold_expression     >2sigma(I)

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

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
 Some restraints were used:
 DFIX 0.87 N1 H1 N12 H12 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0798P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6575
_refine_ls_number_parameters     419
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0625
_refine_ls_R_factor_gt           0.0356
_refine_ls_wR_factor_ref         0.1255
_refine_ls_wR_factor_gt          0.1001
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.000
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.87768(4) 0.46319(3) 0.80182(3) 0.03803(14) Uani 1 1 d . . .
Cu2 Cu 0.88118(4) -0.00201(3) 0.34738(3) 0.03815(14) Uani 1 1 d . . .
C1 C 1.0655(4) 0.5898(3) 0.7408(3) 0.0430(9) Uani 1 1 d . . .
C2 C 1.1600(3) 0.4562(3) 0.8817(2) 0.0384(8) Uani 1 1 d . . .
C3 C 1.0687(4) 0.3881(3) 0.9088(2) 0.0381(8) Uani 1 1 d . . .
C4 C 0.7009(4) 0.3229(3) 0.8565(3) 0.0457(9) Uani 1 1 d . . .
C5 C 1.3194(4) 0.4738(3) 0.9091(3) 0.0537(10) Uani 1 1 d . . .
H5A H 1.3510 0.4847 0.8578 0.081 Uiso 1 1 calc R . .
H5B H 1.3450 0.4125 0.9134 0.081 Uiso 1 1 calc R . .
H5C H 1.3653 0.5356 0.9739 0.081 Uiso 1 1 calc R . .
C6 C 1.1281(4) 0.3245(3) 0.9587(3) 0.0582(11) Uani 1 1 d . . .
H6A H 1.0618 0.3042 0.9892 0.087 Uiso 1 1 calc R . .
H6B H 1.2196 0.3665 1.0105 0.087 Uiso 1 1 calc R . .
H6C H 1.1412 0.2616 0.9085 0.087 Uiso 1 1 calc R . .
C7 C 1.2803(5) 0.6858(4) 0.7250(4) 0.0684(13) Uani 1 1 d . . .
H7A H 1.332(5) 0.704(3) 0.803(4) 0.082 Uiso 1 1 d . . .
C8 C 1.3201(6) 0.7895(5) 0.7244(6) 0.113(2) Uani 1 1 d . . .
H8A H 1.2702 0.7833 0.6586 0.170 Uiso 1 1 calc R . .
H8B H 1.4228 0.8104 0.7381 0.170 Uiso 1 1 calc R . .
H8C H 1.2934 0.8424 0.7760 0.170 Uiso 1 1 calc R . .
C9 C 1.3295(7) 0.5991(5) 0.6531(6) 0.136(3) Uani 1 1 d . . .
H9A H 1.2841 0.5864 0.5842 0.204 Uiso 1 1 calc R . .
H9B H 1.3030 0.5348 0.6590 0.204 Uiso 1 1 calc R . .
H9C H 1.4328 0.6208 0.6702 0.204 Uiso 1 1 calc R . .
C10 C 0.6136(5) 0.1908(4) 0.9116(4) 0.0679(13) Uani 1 1 d . . .
H10 H 0.705(5) 0.227(4) 0.968(3) 0.081 Uiso 1 1 d . . .
C11 C 0.4912(5) 0.1789(5) 0.9552(4) 0.100(2) Uani 1 1 d . . .
H11A H 0.4903 0.2480 1.0034 0.149 Uiso 1 1 calc R . .
H11B H 0.5061 0.1348 0.9889 0.149 Uiso 1 1 calc R . .
H11C H 0.4002 0.1466 0.9008 0.149 Uiso 1 1 calc R . .
C12 C 0.6241(7) 0.0874(5) 0.8361(5) 0.1034(19) Uani 1 1 d . . .
H12A H 0.5369 0.0549 0.7783 0.155 Uiso 1 1 calc R . .
H12B H 0.6366 0.0408 0.8673 0.155 Uiso 1 1 calc R . .
H12C H 0.7054 0.0997 0.8140 0.155 Uiso 1 1 calc R . .
C13 C 1.0325(4) 0.1355(3) 0.2795(3) 0.0418(8) Uani 1 1 d . . .
C14 C 0.9652(4) 0.2024(3) 0.5074(3) 0.0447(9) Uani 1 1 d . . .
C15 C 0.8892(4) 0.1346(3) 0.5433(3) 0.0433(9) Uani 1 1 d . . .
C16 C 0.7239(4) -0.1337(3) 0.4200(3) 0.0464(9) Uani 1 1 d . . .
C17 C 1.0283(5) 0.3199(3) 0.5722(3) 0.0695(13) Uani 1 1 d . . .
H17A H 1.0853 0.3476 0.5404 0.104 Uiso 1 1 calc R . .
H17B H 1.0887 0.3332 0.6384 0.104 Uiso 1 1 calc R . .
H17C H 0.9516 0.3544 0.5796 0.104 Uiso 1 1 calc R . .
C18 C 0.8675(5) 0.1775(3) 0.6451(3) 0.0598(11) Uani 1 1 d . . .
H18A H 0.8150 0.1204 0.6524 0.090 Uiso 1 1 calc R . .
H18B H 0.8136 0.2298 0.6505 0.090 Uiso 1 1 calc R . .
H18C H 0.9601 0.2099 0.6979 0.090 Uiso 1 1 calc R . .
C19 C 1.0874(5) 0.1312(3) 0.1244(3) 0.0571(11) Uani 1 1 d . . .
H19 H 1.072(4) 0.060(4) 0.109(3) 0.069 Uiso 1 1 d . . .
C20 C 0.9589(5) 0.1508(4) 0.0643(3) 0.0704(13) Uani 1 1 d . . .
H20A H 0.8726 0.1203 0.0728 0.106 Uiso 1 1 calc R . .
H20B H 0.9508 0.1183 -0.0067 0.106 Uiso 1 1 calc R . .
H20C H 0.9712 0.2261 0.0885 0.106 Uiso 1 1 calc R . .
C21 C 1.2272(6) 0.1760(4) 0.1122(4) 0.0841(15) Uani 1 1 d . . .
H21A H 1.2473 0.2524 0.1417 0.126 Uiso 1 1 calc R . .
H21B H 1.2171 0.1476 0.0409 0.126 Uiso 1 1 calc R . .
H21C H 1.3053 0.1564 0.1463 0.126 Uiso 1 1 calc R . .
C22 C 0.6133(4) -0.2023(4) 0.5203(4) 0.0605(12) Uani 1 1 d . . .
H22 H 0.694(5) -0.152(3) 0.582(3) 0.073 Uiso 1 1 d . . .
C23 C 0.5859(6) -0.3097(5) 0.5196(4) 0.0965(18) Uani 1 1 d . . .
H23A H 0.5011 -0.3574 0.4633 0.145 Uiso 1 1 calc R . .
H23B H 0.5714 -0.3020 0.5825 0.145 Uiso 1 1 calc R . .
H23C H 0.6678 -0.3382 0.5127 0.145 Uiso 1 1 calc R . .
C24 C 0.4879(6) -0.1527(6) 0.5279(5) 0.109(2) Uani 1 1 d . . .
H24A H 0.5122 -0.0841 0.5294 0.163 Uiso 1 1 calc R . .
H24B H 0.4678 -0.1445 0.5893 0.163 Uiso 1 1 calc R . .
H24C H 0.4039 -0.1980 0.4698 0.163 Uiso 1 1 calc R . .
H1 H 1.061(4) 0.664(3) 0.664(3) 0.065(14) Uiso 1 1 d D . .
H6 H 0.514(4) 0.260(3) 0.836(3) 0.057(14) Uiso 1 1 d . . .
H7 H 1.136(3) 0.246(3) 0.262(2) 0.035(10) Uiso 1 1 d . . .
H12 H 0.606(4) -0.272(2) 0.378(2) 0.074(15) Uiso 1 1 d D . .
N1 N 1.1225(4) 0.6519(3) 0.7048(3) 0.0578(9) Uani 1 1 d D . .
N2 N 1.1582(3) 0.5613(2) 0.7979(2) 0.0427(7) Uani 1 1 d . . .
N3 N 1.0878(3) 0.4981(2) 0.8304(2) 0.0394(7) Uani 1 1 d . . .
N4 N 0.9331(3) 0.3854(2) 0.8809(2) 0.0390(7) Uani 1 1 d . . .
N5 N 0.8344(3) 0.3213(2) 0.8971(2) 0.0444(7) Uani 1 1 d . . .
N6 N 0.5934(4) 0.2636(3) 0.8665(3) 0.0568(10) Uani 1 1 d . . .
N7 N 1.1014(4) 0.1797(3) 0.2329(2) 0.0489(8) Uani 1 1 d . . .
N8 N 1.0345(3) 0.2032(2) 0.3713(2) 0.0420(7) Uani 1 1 d . . .
N9 N 0.9709(3) 0.1516(2) 0.4162(2) 0.0400(7) Uani 1 1 d . . .
N10 N 0.8438(3) 0.0346(2) 0.4772(2) 0.0399(7) Uani 1 1 d . . .
N11 N 0.7697(3) -0.0380(3) 0.4987(2) 0.0464(7) Uani 1 1 d . . .
N12 N 0.6503(4) -0.2137(3) 0.4296(3) 0.0590(9) Uani 1 1 d D . .
S1 S 0.87570(10) 0.55405(8) 0.70944(8) 0.0485(3) Uani 1 1 d . . .
S2 S 0.65084(10) 0.39808(8) 0.79144(8) 0.0521(3) Uani 1 1 d . . .
S3 S 0.95256(12) -0.00172(7) 0.21760(7) 0.0533(3) Uani 1 1 d . . .
S4 S 0.75518(10) -0.16754(8) 0.30192(7) 0.0489(3) 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
Cu1 N3 1.959(3) . ?
Cu1 N4 1.966(3) . ?
Cu1 S2 2.2410(10) . ?
Cu1 S1 2.2493(10) . ?
Cu2 N9 1.955(3) . ?
Cu2 N10 1.958(3) . ?
Cu2 S3 2.2381(10) . ?
Cu2 S4 2.2414(10) . ?
C1 N2 1.322(5) . ?
C1 N1 1.336(5) . ?
C1 S1 1.761(4) . ?
C2 N3 1.298(4) . ?
C2 C3 1.472(5) . ?
C2 C5 1.482(5) . ?
C3 N4 1.292(4) . ?
C3 C6 1.487(5) . ?
C4 N5 1.319(5) . ?
C4 N6 1.336(5) . ?
C4 S2 1.764(4) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C8 1.475(7) . ?
C7 N1 1.480(5) . ?
C7 C9 1.507(8) . ?
C7 H7A 1.08(4) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 N6 1.460(6) . ?
C10 C12 1.488(8) . ?
C10 C11 1.527(7) . ?
C10 H10 0.98(4) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 N8 1.326(4) . ?
C13 N7 1.349(5) . ?
C13 S3 1.746(4) . ?
C14 N9 1.293(4) . ?
C14 C15 1.484(5) . ?
C14 C17 1.496(5) . ?
C15 N10 1.297(4) . ?
C15 C18 1.490(5) . ?
C16 N11 1.318(5) . ?
C16 N12 1.338(5) . ?
C16 S4 1.768(4) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 N7 1.463(5) . ?
C19 C20 1.501(6) . ?
C19 C21 1.519(6) . ?
C19 H19 0.93(4) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 N12 1.454(5) . ?
C22 C23 1.507(7) . ?
C22 C24 1.509(7) . ?
C22 H22 0.98(4) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
N1 H1 0.847(19) . ?
N2 N3 1.370(4) . ?
N4 N5 1.372(4) . ?
N6 H6 0.79(4) . ?
N7 H7 0.84(3) . ?
N8 N9 1.366(4) . ?
N10 N11 1.370(4) . ?
N12 H12 0.836(19) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 Cu1 N4 79.80(12) . . ?
N3 Cu1 S2 164.87(9) . . ?
N4 Cu1 S2 85.08(9) . . ?
N3 Cu1 S1 85.10(9) . . ?
N4 Cu1 S1 164.42(9) . . ?
S2 Cu1 S1 109.95(4) . . ?
N9 Cu2 N10 80.51(12) . . ?
N9 Cu2 S3 85.54(9) . . ?
N10 Cu2 S3 166.02(9) . . ?
N9 Cu2 S4 165.22(9) . . ?
N10 Cu2 S4 85.03(9) . . ?
S3 Cu2 S4 108.94(4) . . ?
N2 C1 N1 116.3(3) . . ?
N2 C1 S1 125.9(3) . . ?
N1 C1 S1 117.8(3) . . ?
N3 C2 C3 113.8(3) . . ?
N3 C2 C5 123.2(3) . . ?
C3 C2 C5 123.0(3) . . ?
N4 C3 C2 113.8(3) . . ?
N4 C3 C6 123.8(3) . . ?
C2 C3 C6 122.3(3) . . ?
N5 C4 N6 117.6(4) . . ?
N5 C4 S2 125.8(3) . . ?
N6 C4 S2 116.6(3) . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C3 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C8 C7 N1 110.7(4) . . ?
C8 C7 C9 113.9(5) . . ?
N1 C7 C9 110.7(4) . . ?
C8 C7 H7A 103(2) . . ?
N1 C7 H7A 106(2) . . ?
C9 C7 H7A 111(2) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N6 C10 C12 111.0(4) . . ?
N6 C10 C11 108.4(4) . . ?
C12 C10 C11 113.4(4) . . ?
N6 C10 H10 105(3) . . ?
C12 C10 H10 110(3) . . ?
C11 C10 H10 109(3) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N8 C13 N7 114.9(3) . . ?
N8 C13 S3 126.0(3) . . ?
N7 C13 S3 119.1(3) . . ?
N9 C14 C15 114.5(3) . . ?
N9 C14 C17 123.6(4) . . ?
C15 C14 C17 122.0(3) . . ?
N10 C15 C14 113.1(3) . . ?
N10 C15 C18 123.7(4) . . ?
C14 C15 C18 123.2(3) . . ?
N11 C16 N12 118.3(3) . . ?
N11 C16 S4 125.5(3) . . ?
N12 C16 S4 116.2(3) . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N7 C19 C20 110.4(4) . . ?
N7 C19 C21 108.9(4) . . ?
C20 C19 C21 111.8(4) . . ?
N7 C19 H19 101(3) . . ?
C20 C19 H19 111(3) . . ?
C21 C19 H19 113(3) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N12 C22 C23 108.6(4) . . ?
N12 C22 C24 111.5(4) . . ?
C23 C22 C24 113.2(4) . . ?
N12 C22 H22 110(3) . . ?
C23 C22 H22 109(3) . . ?
C24 C22 H22 104(3) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C1 N1 C7 122.6(4) . . ?
C1 N1 H1 115(3) . . ?
C7 N1 H1 122(3) . . ?
C1 N2 N3 111.2(3) . . ?
C2 N3 N2 120.2(3) . . ?
C2 N3 Cu1 116.3(2) . . ?
N2 N3 Cu1 123.5(2) . . ?
C3 N4 N5 120.1(3) . . ?
C3 N4 Cu1 116.2(2) . . ?
N5 N4 Cu1 123.3(2) . . ?
C4 N5 N4 111.2(3) . . ?
C4 N6 C10 124.1(4) . . ?
C4 N6 H6 116(3) . . ?
C10 N6 H6 119(3) . . ?
C13 N7 C19 126.3(3) . . ?
C13 N7 H7 119(2) . . ?
C19 N7 H7 112(2) . . ?
C13 N8 N9 111.4(3) . . ?
C14 N9 N8 121.5(3) . . ?
C14 N9 Cu2 115.7(3) . . ?
N8 N9 Cu2 122.8(2) . . ?
C15 N10 N11 120.0(3) . . ?
C15 N10 Cu2 116.2(2) . . ?
N11 N10 Cu2 123.7(2) . . ?
C16 N11 N10 111.2(3) . . ?
C16 N12 C22 124.6(4) . . ?
C16 N12 H12 120(3) . . ?
C22 N12 H12 114(3) . . ?
C1 S1 Cu1 94.21(13) . . ?
C4 S2 Cu1 94.47(13) . . ?
C13 S3 Cu2 94.20(13) . . ?
C16 S4 Cu2 94.49(13) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N12 H12 S2 0.836(19) 2.85(3) 3.593(4) 149(4) 2_656
N7 H7 S1 0.84(3) 2.71(4) 3.480(3) 153(3) 2_766
N6 H6 S4 0.79(4) 2.70(4) 3.446(4) 157(4) 2_656
N1 H1 N8 0.847(19) 2.40(3) 3.143(5) 147(4) 2_766

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        25.37
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.534
_refine_diff_density_min         -0.575
_refine_diff_density_rms         0.207
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1511661'
_audit_update_record             
;
2017-01-11 deposited with the CCDC.
2017-01-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H29 N6 O S2 Zn, N O3'
_chemical_formula_sum            'C14 H29 N7 O4 S2 Zn'
_chemical_formula_weight         488.93

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.8078(17)
_cell_length_b                   15.696(3)
_cell_length_c                   16.873(4)
_cell_angle_alpha                82.420(11)
_cell_angle_beta                 88.292(10)
_cell_angle_gamma                79.428(10)
_cell_volume                     2273.0(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9627
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      28.27

_exptl_crystal_description       prismatic
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.429
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_absorpt_coefficient_mu    1.297
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.529
_exptl_absorpt_correction_T_max  0.780
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            75712
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_sigmaI/netI    0.0198
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.68
_diffrn_reflns_theta_max         28.61
_reflns_number_total             11444
_reflns_number_gt                8539
_reflns_threshold_expression     >2sigma(I)

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

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
 Some restraints were applied:
 DANG 2.400 C14 O1  
 DFIX 0.87 N11 H11 N2 H2 N6 H6 N12 H12 N7 H7  
 DFIX 0.82 O2 H2A  
 DFIX 2.500 C13 C14  
 DFIX 1.54 C27 C28  
 EADP C14  C28 C13 C27 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0936P)²+2.4842P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         11444
_refine_ls_number_parameters     545
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0747
_refine_ls_R_factor_gt           0.0518
_refine_ls_wR_factor_ref         0.1769
_refine_ls_wR_factor_gt          0.1488
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.168
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn2 Zn 0.13999(4) 0.06683(2) 0.10679(3) 0.04013(13) Uani 1 1 d . . .
Zn1 Zn 0.36693(5) 0.48727(3) 0.37784(3) 0.04544(14) Uani 1 1 d . . .
C1 C 0.2574(4) 0.6883(2) 0.3782(2) 0.0405(7) Uani 1 1 d . . .
C2 C 0.6403(4) 0.5744(2) 0.3663(2) 0.0411(7) Uani 1 1 d . . .
C3 C 0.7041(4) 0.4788(2) 0.3778(2) 0.0440(8) Uani 1 1 d . . .
C4 C 0.5265(5) 0.3028(3) 0.4249(2) 0.0511(9) Uani 1 1 d . . .
C5 C 0.7463(4) 0.6388(3) 0.3508(3) 0.0506(9) Uani 1 1 d . . .
H5A H 0.6875 0.6970 0.3483 0.076 Uiso 1 1 calc R . .
H5B H 0.7994 0.6318 0.3010 0.076 Uiso 1 1 calc R . .
H5C H 0.8201 0.6292 0.3932 0.076 Uiso 1 1 calc R . .
C6 C 0.8754(4) 0.4458(3) 0.3796(3) 0.0613(11) Uani 1 1 d . . .
H6A H 0.9178 0.4597 0.4270 0.092 Uiso 1 1 calc R . .
H6B H 0.9225 0.4730 0.3333 0.092 Uiso 1 1 calc R . .
H6C H 0.8953 0.3836 0.3795 0.092 Uiso 1 1 calc R . .
C7 C 0.0169(4) 0.7989(3) 0.3755(2) 0.0463(8) Uani 1 1 d . . .
H7A H -0.021(5) 0.756(3) 0.345(3) 0.056 Uiso 1 1 d . . .
C8 C -0.0451(5) 0.7941(4) 0.4595(3) 0.0684(12) Uani 1 1 d . . .
H8A H -0.0085 0.7371 0.4876 0.103 Uiso 1 1 calc R . .
H8B H -0.1559 0.8050 0.4584 0.103 Uiso 1 1 calc R . .
H8C H -0.0105 0.8373 0.4863 0.103 Uiso 1 1 calc R . .
C9 C -0.0210(5) 0.8910(3) 0.3330(3) 0.0701(13) Uani 1 1 d . . .
H9A H 0.0120 0.9304 0.3650 0.105 Uiso 1 1 calc R . .
H9B H -0.1304 0.9069 0.3248 0.105 Uiso 1 1 calc R . .
H9C H 0.0314 0.8943 0.2823 0.105 Uiso 1 1 calc R . .
C10 C 0.7002(6) 0.1591(3) 0.4219(3) 0.0661(12) Uani 1 1 d . . .
H10 H 0.781(6) 0.189(4) 0.435(3) 0.079 Uiso 1 1 d . . .
C11 C 0.7142(8) 0.1501(4) 0.3346(4) 0.0911(18) Uani 1 1 d . . .
H11A H 0.6357 0.1201 0.3199 0.137 Uiso 1 1 calc R . .
H11B H 0.8141 0.1173 0.3238 0.137 Uiso 1 1 calc R . .
H11C H 0.7017 0.2070 0.3041 0.137 Uiso 1 1 calc R . .
C12 C 0.7120(9) 0.0717(4) 0.4714(4) 0.095(2) Uani 1 1 d . . .
H12A H 0.6982 0.0794 0.5268 0.143 Uiso 1 1 calc R . .
H12B H 0.8118 0.0371 0.4636 0.143 Uiso 1 1 calc R . .
H12C H 0.6334 0.0424 0.4555 0.143 Uiso 1 1 calc R . .
C13 C 0.3039(16) 0.4046(7) 0.2353(6) 0.178(3) Uani 1 1 d D . .
H13A H 0.3448 0.3564 0.2754 0.213 Uiso 1 1 calc R . .
H13B H 0.1922 0.4113 0.2367 0.213 Uiso 1 1 calc R . .
C14 C 0.3595(15) 0.3829(7) 0.1564(6) 0.178(3) Uani 1 1 d D . .
H14A H 0.2729 0.3847 0.1226 0.267 Uiso 1 1 calc R . .
H14B H 0.4212 0.3254 0.1619 0.267 Uiso 1 1 calc R . .
H14C H 0.4208 0.4245 0.1330 0.267 Uiso 1 1 calc R . .
C15 C -0.0245(5) 0.2518(2) 0.0743(2) 0.0484(8) Uani 1 1 d . . .
C16 C -0.1975(4) 0.0739(2) 0.1251(2) 0.0393(7) Uani 1 1 d . . .
C17 C -0.1347(4) -0.0208(2) 0.1283(2) 0.0370(6) Uani 1 1 d . . .
C18 C 0.2452(4) -0.1326(2) 0.0984(2) 0.0368(6) Uani 1 1 d . . .
C19 C -0.3663(4) 0.1066(3) 0.1363(3) 0.0499(9) Uani 1 1 d . . .
H19A H -0.3829 0.1674 0.1429 0.075 Uiso 1 1 calc R . .
H19B H -0.4028 0.0741 0.1830 0.075 Uiso 1 1 calc R . .
H19C H -0.4216 0.0991 0.0903 0.075 Uiso 1 1 calc R . .
C20 C -0.2376(4) -0.0868(2) 0.1419(3) 0.0500(9) Uani 1 1 d . . .
H20A H -0.1944 -0.1368 0.1161 0.075 Uiso 1 1 calc R . .
H20B H -0.3378 -0.0617 0.1202 0.075 Uiso 1 1 calc R . .
H20C H -0.2469 -0.1044 0.1983 0.075 Uiso 1 1 calc R . .
C21 C -0.1953(6) 0.3927(3) 0.0929(4) 0.0747(15) Uani 1 1 d . . .
H21 H -0.282(7) 0.360(4) 0.090(3) 0.090 Uiso 1 1 d . . .
C22 C -0.1839(9) 0.4010(5) 0.1794(5) 0.117(3) Uani 1 1 d . . .
H22A H -0.1716 0.3441 0.2100 0.175 Uiso 1 1 calc R . .
H22B H -0.2764 0.4369 0.1963 0.175 Uiso 1 1 calc R . .
H22C H -0.0965 0.4274 0.1877 0.175 Uiso 1 1 calc R . .
C23 C -0.2172(10) 0.4792(4) 0.0402(6) 0.144(4) Uani 1 1 d . . .
H23A H -0.1317 0.5077 0.0468 0.215 Uiso 1 1 calc R . .
H23B H -0.3113 0.5153 0.0549 0.215 Uiso 1 1 calc R . .
H23C H -0.2226 0.4698 -0.0146 0.215 Uiso 1 1 calc R . .
C24 C 0.4802(4) -0.2438(2) 0.0861(3) 0.0464(8) Uani 1 1 d . . .
H24 H 0.528(5) -0.196(3) 0.060(3) 0.056 Uiso 1 1 d . . .
C25 C 0.5634(6) -0.2771(4) 0.1634(3) 0.0815(16) Uani 1 1 d . . .
H25A H 0.5542 -0.2307 0.1961 0.122 Uiso 1 1 calc R . .
H25B H 0.6705 -0.2979 0.1527 0.122 Uiso 1 1 calc R . .
H25C H 0.5186 -0.3241 0.1910 0.122 Uiso 1 1 calc R . .
C26 C 0.4930(6) -0.3118(3) 0.0299(3) 0.0699(13) Uani 1 1 d . . .
H26A H 0.4520 -0.3612 0.0554 0.105 Uiso 1 1 calc R . .
H26B H 0.5995 -0.3301 0.0162 0.105 Uiso 1 1 calc R . .
H26C H 0.4355 -0.2875 -0.0178 0.105 Uiso 1 1 calc R . .
C27 C 0.2102(16) 0.1396(7) 0.2586(6) 0.178(3) Uani 1 1 d D . .
H27A H 0.1367 0.1885 0.2331 0.213 Uiso 1 1 calc R . .
H27B H 0.3128 0.1513 0.2450 0.213 Uiso 1 1 calc R . .
C28 C 0.1900(16) 0.1367(7) 0.3444(6) 0.178(3) Uani 1 1 d D . .
H28A H 0.1248 0.0954 0.3631 0.267 Uiso 1 1 calc R . .
H28B H 0.1431 0.1936 0.3569 0.267 Uiso 1 1 calc R . .
H28C H 0.2888 0.1192 0.3699 0.267 Uiso 1 1 calc R . .
H1 H 0.240(5) 0.807(3) 0.366(2) 0.045(11) Uiso 1 1 d . . .
H2 H 0.456(5) 0.721(2) 0.359(3) 0.058(13) Uiso 1 1 d D . .
H6 H 0.475(4) 0.194(3) 0.456(3) 0.061(14) Uiso 1 1 d D . .
H11 H 0.056(6) -0.166(2) 0.131(3) 0.068(15) Uiso 1 1 d D . .
H12 H 0.265(5) -0.255(2) 0.116(3) 0.060(13) Uiso 1 1 d D . .
H1A H 0.311(9) 0.527(5) 0.219(4) 0.12(3) Uiso 1 1 d . . .
H2A H 0.238(6) 0.020(2) 0.249(3) 0.069(16) Uiso 1 1 d D . .
N1 N 0.1851(3) 0.7701(2) 0.3728(2) 0.0452(7) Uani 1 1 d . . .
N2 N 0.4133(3) 0.6763(2) 0.3676(2) 0.0435(7) Uani 1 1 d D . .
N3 N 0.4929(3) 0.59261(19) 0.37270(19) 0.0423(6) Uani 1 1 d . . .
N4 N 0.6015(3) 0.4299(2) 0.3881(2) 0.0459(7) Uani 1 1 d . . .
N5 N 0.6447(4) 0.3411(2) 0.4027(2) 0.0523(8) Uani 1 1 d . . .
N6 N 0.5549(5) 0.2152(2) 0.4400(3) 0.0630(9) Uani 1 1 d D . .
N7 N -0.0537(5) 0.3397(2) 0.0661(3) 0.0622(9) Uani 1 1 d D . .
N8 N -0.1387(4) 0.21187(19) 0.1028(2) 0.0484(7) Uani 1 1 d . . .
N9 N -0.0953(3) 0.12334(18) 0.11038(19) 0.0419(6) Uani 1 1 d . . .
N10 N 0.0124(3) -0.03835(18) 0.11665(18) 0.0388(6) Uani 1 1 d . . .
N11 N 0.0920(3) -0.12115(18) 0.1168(2) 0.0424(6) Uani 1 1 d D . .
N12 N 0.3153(3) -0.2140(2) 0.1018(2) 0.0484(7) Uani 1 1 d D . .
N13 N 0.0560(4) 0.6459(2) 0.1763(2) 0.0588(9) Uani 1 1 d . . .
N14 N 0.4783(4) 0.9043(2) 0.3248(2) 0.0537(8) Uani 1 1 d . . .
O1 O 0.3479(4) 0.4851(2) 0.2560(2) 0.0693(9) Uani 1 1 d D . .
O2 O 0.1922(4) 0.0639(2) 0.22570(19) 0.0606(7) Uani 1 1 d D . .
O3 O -0.0062(5) 0.5826(2) 0.1923(3) 0.0927(13) Uani 1 1 d . . .
O4 O 0.1998(4) 0.6348(2) 0.1691(3) 0.0792(11) Uani 1 1 d . . .
O5 O -0.0184(4) 0.7205(2) 0.1734(3) 0.0959(14) Uani 1 1 d . . .
O6 O 0.3423(4) 0.9085(2) 0.3039(2) 0.0740(9) Uani 1 1 d . . .
O7 O 0.5400(4) 0.9678(2) 0.3107(3) 0.0861(11) Uani 1 1 d . . .
O8 O 0.5471(4) 0.8345(2) 0.3613(3) 0.0842(12) Uani 1 1 d . . .
S1 S 0.16044(10) 0.60295(6) 0.39556(7) 0.0538(3) Uani 1 1 d . . .
S2 S 0.33442(14) 0.35173(7) 0.43989(8) 0.0640(3) Uani 1 1 d . . .
S3 S 0.16043(13) 0.20469(7) 0.04536(8) 0.0601(3) Uani 1 1 d . . .
S4 S 0.33747(10) -0.04622(6) 0.07135(6) 0.0441(2) Uani 1 1 d . . .
H7 H 0.020(4) 0.364(3) 0.042(3) 0.063(14) Uiso 1 1 d 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
Zn2 O2 2.064(3) . ?
Zn2 N9 2.102(3) . ?
Zn2 N10 2.148(3) . ?
Zn2 S3 2.3085(11) . ?
Zn2 S4 2.3699(10) . ?
Zn1 O1 2.073(3) . ?
Zn1 N4 2.099(3) . ?
Zn1 N3 2.145(3) . ?
Zn1 S2 2.3071(12) . ?
Zn1 S1 2.3649(11) . ?
C1 N1 1.317(5) . ?
C1 N2 1.361(4) . ?
C1 S1 1.707(3) . ?
C2 N3 1.281(4) . ?
C2 C5 1.492(5) . ?
C2 C3 1.492(5) . ?
C3 N4 1.283(5) . ?
C3 C6 1.503(5) . ?
C4 N5 1.316(5) . ?
C4 N6 1.344(5) . ?
C4 S2 1.750(4) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 N1 1.469(4) . ?
C7 C8 1.502(6) . ?
C7 C9 1.510(6) . ?
C7 H7A 1.01(5) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 N6 1.462(7) . ?
C10 C11 1.498(8) . ?
C10 C12 1.498(7) . ?
C10 H10 0.96(6) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.465(11) . ?
C13 O1 1.474(10) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 N8 1.326(5) . ?
C15 N7 1.345(5) . ?
C15 S3 1.745(4) . ?
C16 N9 1.291(5) . ?
C16 C17 1.483(5) . ?
C16 C19 1.496(5) . ?
C17 N10 1.289(4) . ?
C17 C20 1.488(5) . ?
C18 N12 1.308(4) . ?
C18 N11 1.359(4) . ?
C18 S4 1.711(3) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 N7 1.462(6) . ?
C21 C22 1.491(10) . ?
C21 C23 1.505(9) . ?
C21 H21 1.00(6) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 N12 1.469(4) . ?
C24 C25 1.500(7) . ?
C24 C26 1.507(6) . ?
C24 H24 0.97(5) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 O2 1.413(9) . ?
C27 C28 1.448(12) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
N1 H1 0.82(4) . ?
N2 N3 1.364(4) . ?
N2 H2 0.85(2) . ?
N4 N5 1.367(4) . ?
N6 H6 0.85(2) . ?
N7 H7 0.88(2) . ?
N8 N9 1.362(4) . ?
N10 N11 1.359(4) . ?
N11 H11 0.83(2) . ?
N12 H12 0.85(2) . ?
N13 O3 1.217(5) . ?
N13 O5 1.227(5) . ?
N13 O4 1.250(5) . ?
N14 O7 1.214(5) . ?
N14 O8 1.244(5) . ?
N14 O6 1.246(5) . ?
O1 H1A 0.86(8) . ?
O2 H2A 0.79(2) . ?

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
O2 Zn2 N9 98.86(13) . . ?
O2 Zn2 N10 99.58(12) . . ?
N9 Zn2 N10 73.08(11) . . ?
O2 Zn2 S3 106.35(10) . . ?
N9 Zn2 S3 82.29(9) . . ?
N10 Zn2 S3 146.59(9) . . ?
O2 Zn2 S4 100.03(10) . . ?
N9 Zn2 S4 149.71(8) . . ?
N10 Zn2 S4 80.58(8) . . ?
S3 Zn2 S4 114.39(4) . . ?
O1 Zn1 N4 97.14(14) . . ?
O1 Zn1 N3 98.24(14) . . ?
N4 Zn1 N3 73.46(11) . . ?
O1 Zn1 S2 106.78(11) . . ?
N4 Zn1 S2 82.46(9) . . ?
N3 Zn1 S2 147.15(9) . . ?
O1 Zn1 S1 99.40(10) . . ?
N4 Zn1 S1 150.87(9) . . ?
N3 Zn1 S1 80.53(8) . . ?
S2 Zn1 S1 115.01(4) . . ?
N1 C1 N2 115.9(3) . . ?
N1 C1 S1 121.9(3) . . ?
N2 C1 S1 122.2(3) . . ?
N3 C2 C5 126.1(3) . . ?
N3 C2 C3 113.8(3) . . ?
C5 C2 C3 120.1(3) . . ?
N4 C3 C2 114.4(3) . . ?
N4 C3 C6 124.6(3) . . ?
C2 C3 C6 121.0(3) . . ?
N5 C4 N6 117.0(4) . . ?
N5 C4 S2 128.2(3) . . ?
N6 C4 S2 114.7(3) . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C3 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N1 C7 C8 112.2(3) . . ?
N1 C7 C9 108.1(3) . . ?
C8 C7 C9 110.8(4) . . ?
N1 C7 H7A 102(3) . . ?
C8 C7 H7A 111(3) . . ?
C9 C7 H7A 112(3) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N6 C10 C11 111.4(4) . . ?
N6 C10 C12 109.6(5) . . ?
C11 C10 C12 111.1(5) . . ?
N6 C10 H10 106(3) . . ?
C11 C10 H10 108(3) . . ?
C12 C10 H10 112(3) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 O1 113.6(10) . . ?
C14 C13 H13A 108.9 . . ?
O1 C13 H13A 108.9 . . ?
C14 C13 H13B 108.9 . . ?
O1 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N8 C15 N7 116.6(4) . . ?
N8 C15 S3 128.1(3) . . ?
N7 C15 S3 115.3(3) . . ?
N9 C16 C17 114.2(3) . . ?
N9 C16 C19 124.6(3) . . ?
C17 C16 C19 121.2(3) . . ?
N10 C17 C16 113.7(3) . . ?
N10 C17 C20 125.1(3) . . ?
C16 C17 C20 121.2(3) . . ?
N12 C18 N11 115.2(3) . . ?
N12 C18 S4 122.8(2) . . ?
N11 C18 S4 122.0(2) . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N7 C21 C22 110.0(5) . . ?
N7 C21 C23 106.9(5) . . ?
C22 C21 C23 113.2(6) . . ?
N7 C21 H21 108(3) . . ?
C22 C21 H21 105(3) . . ?
C23 C21 H21 114(3) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N12 C24 C25 109.8(4) . . ?
N12 C24 C26 107.7(3) . . ?
C25 C24 C26 113.1(4) . . ?
N12 C24 H24 111(3) . . ?
C25 C24 H24 107(3) . . ?
C26 C24 H24 107(3) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
O2 C27 C28 116.3(9) . . ?
O2 C27 H27A 108.2 . . ?
C28 C27 H27A 108.2 . . ?
O2 C27 H27B 108.2 . . ?
C28 C27 H27B 108.2 . . ?
H27A C27 H27B 107.4 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C1 N1 C7 125.5(3) . . ?
C1 N1 H1 116(3) . . ?
C7 N1 H1 119(3) . . ?
C1 N2 N3 117.9(3) . . ?
C1 N2 H2 119(3) . . ?
N3 N2 H2 123(3) . . ?
C2 N3 N2 122.7(3) . . ?
C2 N3 Zn1 117.9(2) . . ?
N2 N3 Zn1 119.0(2) . . ?
C3 N4 N5 120.3(3) . . ?
C3 N4 Zn1 119.3(2) . . ?
N5 N4 Zn1 120.3(2) . . ?
C4 N5 N4 111.7(3) . . ?
C4 N6 C10 124.8(4) . . ?
C4 N6 H6 113(3) . . ?
C10 N6 H6 121(3) . . ?
C15 N7 C21 124.7(4) . . ?
C15 N7 H7 114(3) . . ?
C21 N7 H7 121(3) . . ?
C15 N8 N9 111.6(3) . . ?
C16 N9 N8 120.1(3) . . ?
C16 N9 Zn2 119.8(2) . . ?
N8 N9 Zn2 120.0(2) . . ?
C17 N10 N11 122.9(3) . . ?
C17 N10 Zn2 118.5(2) . . ?
N11 N10 Zn2 118.4(2) . . ?
N10 N11 C18 118.5(3) . . ?
N10 N11 H11 125(4) . . ?
C18 N11 H11 117(4) . . ?
C18 N12 C24 125.8(3) . . ?
C18 N12 H12 120(3) . . ?
C24 N12 H12 114(3) . . ?
O3 N13 O5 121.1(4) . . ?
O3 N13 O4 119.3(4) . . ?
O5 N13 O4 119.4(4) . . ?
O7 N14 O8 121.4(4) . . ?
O7 N14 O6 120.1(4) . . ?
O8 N14 O6 118.5(3) . . ?
C13 O1 Zn1 113.9(5) . . ?
C13 O1 H1A 107(5) . . ?
Zn1 O1 H1A 130(5) . . ?
C27 O2 Zn2 122.3(5) . . ?
C27 O2 H2A 113(4) . . ?
Zn2 O2 H2A 119(4) . . ?
C1 S1 Zn1 99.07(12) . . ?
C4 S2 Zn1 94.02(14) . . ?
C15 S3 Zn2 93.84(13) . . ?
C18 S4 Zn2 98.34(11) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N11 H11 O5 0.83(2) 2.04(2) 2.871(5) 175(5) 1_545
O2 H2A O6 0.79(2) 1.95(2) 2.740(5) 177(6) 1_545
N12 H12 O4 0.85(2) 2.02(2) 2.840(5) 164(5) 1_545
O1 H1A O4 0.86(8) 1.90(8) 2.729(5) 161(7) .
N2 H2 O8 0.85(2) 2.09(2) 2.926(4) 168(4) .
N1 H1 O6 0.82(4) 2.11(4) 2.886(5) 158(4) .

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        28.61
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         2.043
_refine_diff_density_min         -1.112
_refine_diff_density_rms         0.142
