# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2018

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

data_3
_database_code_depnum_ccdc_archive 'CCDC 1550039'
_audit_update_record             
;
2018-08-21 deposited with the CCDC.
2018-08-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H22 Cu2 I2 N8 S2'
_chemical_formula_sum            'C26 H22 Cu2 I2 N8 S2'
_chemical_formula_weight         891.51

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

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.371(2)
_cell_length_b                   12.013(2)
_cell_length_c                   13.163(2)
_cell_angle_alpha                110.740(6)
_cell_angle_beta                 104.322(6)
_cell_angle_gamma                105.686(7)
_cell_volume                     1496.7(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5873
_cell_measurement_theta_min      2.89
_cell_measurement_theta_max      26.79

_exptl_crystal_description       Needles
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.978
_exptl_crystal_F_000             860
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.012
_exptl_absorpt_coefficient_mu    3.655
_shelx_estimated_absorpt_T_min   0.629
_shelx_estimated_absorpt_T_max   0.957
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.621
_exptl_absorpt_correction_T_max  0.962
_exptl_absorpt_process_details   
'SADABS-2014/2 - Bruker AXS area detector scaling and absorption correction'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14802
_diffrn_reflns_av_unetI/netI     0.0563
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.789
_diffrn_reflns_theta_max         27.107
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.808
_diffrn_measured_fraction_theta_full 0.889
_diffrn_reflns_Laue_measured_fraction_max 0.808
_diffrn_reflns_Laue_measured_fraction_full 0.889
_diffrn_reflns_point_group_measured_fraction_max 0.808
_diffrn_reflns_point_group_measured_fraction_full 0.889
_reflns_number_total             5345
_reflns_number_gt                3639
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Sir-92 (Altomare et al., 1993)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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     
'w=1/[σ²(Fo²)+(0.0413P)²+1.3506P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5345
_refine_ls_number_parameters     367
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0695
_refine_ls_R_factor_gt           0.0423
_refine_ls_wR_factor_ref         0.1072
_refine_ls_wR_factor_gt          0.0957
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.8100(8) 0.6390(6) 1.1022(6) 0.063(2) Uani 1 1 d . . . . .
H1 H 0.755191 0.657450 1.050926 0.075 Uiso 1 1 calc R U . . .
C2 C 0.8643(8) 0.7238(6) 1.2210(7) 0.067(2) Uani 1 1 d . . . . .
H2 H 0.844242 0.796111 1.249573 0.081 Uiso 1 1 calc R U . . .
C3 C 0.9483(9) 0.6981(7) 1.2952(6) 0.072(2) Uani 1 1 d . . . . .
H3 H 0.986618 0.753770 1.375312 0.086 Uiso 1 1 calc R U . . .
C4 C 0.9767(7) 0.5889(7) 1.2512(5) 0.061(2) Uani 1 1 d . . . . .
H4 H 1.035258 0.571823 1.300843 0.073 Uiso 1 1 calc R U . . .
C5 C 0.9160(6) 0.5071(6) 1.1327(5) 0.0459(16) Uani 1 1 d . . . . .
C6 C 0.9328(6) 0.3887(6) 1.0767(5) 0.0490(17) Uani 1 1 d . . . . .
H6 H 0.987668 0.362294 1.119371 0.059 Uiso 1 1 calc R U . . .
C7 C 0.8147(6) 0.1565(5) 0.7934(5) 0.0356(13) Uani 1 1 d . . . . .
C8 C 0.9095(7) -0.0106(6) 0.7468(6) 0.0486(17) Uani 1 1 d . . . . .
C9 C 0.9256(12) -0.0358(10) 0.8400(8) 0.116(4) Uani 1 1 d . . . . .
H9 H 0.882735 -0.010875 0.890321 0.139 Uiso 1 1 calc R U . . .
C10 C 1.0094(16) -0.1014(12) 0.8602(10) 0.142(6) Uani 1 1 d . . . . .
H10 H 1.021665 -0.118313 0.924874 0.171 Uiso 1 1 calc R U . . .
C11 C 1.0706(12) -0.1389(9) 0.7884(9) 0.110(4) Uani 1 1 d . . . . .
H11 H 1.131973 -0.173787 0.806125 0.132 Uiso 1 1 calc R U . . .
C12 C 1.0416(9) -0.1252(7) 0.6918(7) 0.081(3) Uani 1 1 d . . . . .
H12 H 1.077041 -0.157809 0.636974 0.098 Uiso 1 1 calc R U . . .
C13 C 0.9602(9) -0.0638(7) 0.6705(6) 0.072(2) Uani 1 1 d . . . . .
H13 H 0.939179 -0.058966 0.599731 0.086 Uiso 1 1 calc R U . . .
C14 C 0.5658(6) -0.0898(5) 0.7918(5) 0.0391(15) Uani 1 1 d . . . . .
C15 C 0.5914(7) -0.2002(5) 0.7608(5) 0.0468(16) Uani 1 1 d . . . . .
H15 H 0.632092 -0.219904 0.818789 0.056 Uiso 1 1 calc R U . . .
C16 C 0.5569(8) -0.2820(6) 0.6436(5) 0.057(2) Uani 1 1 d . . . . .
H16 H 0.574861 -0.356176 0.621816 0.068 Uiso 1 1 calc R U . . .
C17 C 0.4962(7) -0.2510(6) 0.5614(6) 0.0549(19) Uani 1 1 d . . . . .
H17 H 0.472684 -0.303501 0.482043 0.066 Uiso 1 1 calc R U . . .
C18 C 0.4696(7) -0.1408(5) 0.5966(5) 0.0490(17) Uani 1 1 d . . . . .
H18 H 0.426385 -0.121786 0.539175 0.059 Uiso 1 1 calc R U . . .
C19 C 0.6000(7) 0.0024(5) 0.9111(5) 0.0428(15) Uani 1 1 d . . . . .
H19 H 0.637232 -0.011536 0.974510 0.051 Uiso 1 1 calc R U . . .
C20 C 0.5733(6) 0.2919(5) 1.0362(5) 0.0422(15) Uani 1 1 d . . . . .
C21 C 0.6701(7) 0.4284(5) 1.2562(5) 0.0449(16) Uani 1 1 d . . . . .
C22 C 0.6777(6) 0.5424(6) 1.3389(5) 0.0488(16) Uani 1 1 d . . . . .
H22 H 0.634869 0.589897 1.314785 0.059 Uiso 1 1 calc R U . . .
C23 C 0.7478(8) 0.5869(7) 1.4569(6) 0.064(2) Uani 1 1 d . . . . .
H23 H 0.751974 0.663602 1.512143 0.077 Uiso 1 1 calc R U . . .
C24 C 0.8112(9) 0.5168(8) 1.4917(6) 0.074(2) Uani 1 1 d . . . . .
H24 H 0.857934 0.545665 1.571132 0.088 Uiso 1 1 calc R U . . .
C25 C 0.8063(8) 0.4043(7) 1.4102(6) 0.072(2) Uani 1 1 d . . . . .
H25 H 0.851362 0.358466 1.434596 0.087 Uiso 1 1 calc R U . . .
C26 C 0.7344(7) 0.3586(7) 1.2918(6) 0.0575(19) Uani 1 1 d . . . . .
H26 H 0.729597 0.281408 1.236809 0.069 Uiso 1 1 calc R U . . .
N1 N 0.8326(5) 0.5328(4) 1.0583(4) 0.0467(13) Uani 1 1 d . . . . .
N2 N 0.8679(5) 0.3205(4) 0.9641(4) 0.0393(12) Uani 1 1 d . . . . .
N3 N 0.8824(5) 0.2103(4) 0.9068(4) 0.0412(12) Uani 1 1 d . . . . .
N4 N 0.8247(5) 0.0512(5) 0.7213(4) 0.0457(13) Uani 1 1 d D . . . .
H4A H 0.777(6) 0.024(6) 0.652(3) 0.055 Uiso 1 1 d D U . . .
N5 N 0.5030(5) -0.0607(4) 0.7088(4) 0.0375(12) Uani 1 1 d . . . . .
N6 N 0.5767(5) 0.1042(4) 0.9258(4) 0.0386(12) Uani 1 1 d . . . . .
N7 N 0.6078(5) 0.1961(4) 1.0378(4) 0.0413(13) Uani 1 1 d . . . . .
N8 N 0.5967(6) 0.3923(5) 1.1378(4) 0.0460(13) Uani 1 1 d D . . . .
H8A H 0.567(6) 0.445(5) 1.128(5) 0.055 Uiso 1 1 d D U . . .
S1 S 0.70553(15) 0.21228(13) 0.72587(12) 0.0381(4) Uani 1 1 d . . . . .
S2 S 0.50116(18) 0.30380(15) 0.90830(13) 0.0506(4) Uani 1 1 d . . . . .
Cu1 Cu 0.75872(7) 0.39473(6) 0.88954(6) 0.0399(2) Uani 1 1 d . . . . .
Cu2 Cu 0.49002(8) 0.11242(6) 0.78011(6) 0.0406(2) Uani 1 1 d . . . . .
I1 I 0.69799(5) 0.52672(4) 0.78530(4) 0.06006(17) Uani 1 1 d . . . . .
I2 I 0.30961(5) 0.08809(4) 0.60176(3) 0.05996(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
C1 N1 1.325(9) . ?
C1 C2 1.385(9) . ?
C1 H1 0.9300 . ?
C2 C3 1.368(11) . ?
C2 H2 0.9300 . ?
C3 C4 1.395(12) . ?
C3 H3 0.9300 . ?
C4 C5 1.375(8) . ?
C4 H4 0.9300 . ?
C5 N1 1.367(8) . ?
C5 C6 1.441(9) . ?
C6 N2 1.298(7) . ?
C6 H6 0.9300 . ?
C7 N3 1.311(7) . ?
C7 N4 1.339(8) . ?
C7 S1 1.763(6) . ?
C8 C13 1.335(10) . ?
C8 C9 1.346(10) . ?
C8 N4 1.413(8) . ?
C9 C10 1.424(14) . ?
C9 H9 0.9300 . ?
C10 C11 1.332(16) . ?
C10 H10 0.9300 . ?
C11 C12 1.312(11) . ?
C11 H11 0.9300 . ?
C12 C13 1.366(10) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 N5 1.359(7) . ?
C14 C15 1.376(8) . ?
C14 C19 1.441(8) . ?
C15 C16 1.385(8) . ?
C15 H15 0.9300 . ?
C16 C17 1.356(9) . ?
C16 H16 0.9300 . ?
C17 C18 1.382(9) . ?
C17 H17 0.9300 . ?
C18 N5 1.330(7) . ?
C18 H18 0.9300 . ?
C19 N6 1.280(7) . ?
C19 H19 0.9300 . ?
C20 N7 1.318(8) . ?
C20 N8 1.349(8) . ?
C20 S2 1.755(6) . ?
C21 C26 1.377(9) . ?
C21 C22 1.379(9) . ?
C21 N8 1.413(7) . ?
C22 C23 1.379(8) . ?
C22 H22 0.9300 . ?
C23 C24 1.371(11) . ?
C23 H23 0.9300 . ?
C24 C25 1.372(11) . ?
C24 H24 0.9300 . ?
C25 C26 1.385(9) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
N1 Cu1 2.026(5) . ?
N2 N3 1.350(7) . ?
N2 Cu1 1.979(5) . ?
N4 H4A 0.83(2) . ?
N5 Cu2 2.019(5) . ?
N6 N7 1.377(6) . ?
N6 Cu2 1.977(4) . ?
N8 H8A 0.83(2) . ?
S1 Cu1 2.2596(16) . ?
S1 Cu2 2.7993(19) . ?
S2 Cu2 2.2666(17) . ?
Cu1 I1 2.5569(8) . ?
Cu2 I2 2.5714(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 122.9(7) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C3 C2 C1 118.0(8) . . ?
C3 C2 H2 121.0 . . ?
C1 C2 H2 121.0 . . ?
C2 C3 C4 120.4(7) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C5 C4 C3 118.3(8) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 H4 120.8 . . ?
N1 C5 C4 121.5(7) . . ?
N1 C5 C6 114.5(5) . . ?
C4 C5 C6 124.0(6) . . ?
N2 C6 C5 117.1(6) . . ?
N2 C6 H6 121.5 . . ?
C5 C6 H6 121.5 . . ?
N3 C7 N4 120.1(5) . . ?
N3 C7 S1 124.1(4) . . ?
N4 C7 S1 115.8(4) . . ?
C13 C8 C9 116.8(7) . . ?
C13 C8 N4 121.3(6) . . ?
C9 C8 N4 121.0(7) . . ?
C8 C9 C10 118.9(10) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
C11 C10 C9 121.3(10) . . ?
C11 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
C12 C11 C10 118.1(9) . . ?
C12 C11 H11 121.0 . . ?
C10 C11 H11 121.0 . . ?
C11 C12 C13 121.0(9) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 H12 119.5 . . ?
C8 C13 C12 122.9(8) . . ?
C8 C13 H13 118.5 . . ?
C12 C13 H13 118.5 . . ?
N5 C14 C15 121.1(5) . . ?
N5 C14 C19 114.5(5) . . ?
C15 C14 C19 124.4(6) . . ?
C14 C15 C16 120.2(6) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C17 C16 C15 118.3(6) . . ?
C17 C16 H16 120.9 . . ?
C15 C16 H16 120.9 . . ?
C16 C17 C18 119.5(6) . . ?
C16 C17 H17 120.3 . . ?
C18 C17 H17 120.3 . . ?
N5 C18 C17 123.1(6) . . ?
N5 C18 H18 118.5 . . ?
C17 C18 H18 118.5 . . ?
N6 C19 C14 116.8(5) . . ?
N6 C19 H19 121.6 . . ?
C14 C19 H19 121.6 . . ?
N7 C20 N8 120.3(5) . . ?
N7 C20 S2 124.5(4) . . ?
N8 C20 S2 115.2(5) . . ?
C26 C21 C22 119.6(6) . . ?
C26 C21 N8 124.2(6) . . ?
C22 C21 N8 116.3(6) . . ?
C23 C22 C21 120.9(7) . . ?
C23 C22 H22 119.6 . . ?
C21 C22 H22 119.6 . . ?
C24 C23 C22 119.2(7) . . ?
C24 C23 H23 120.4 . . ?
C22 C23 H23 120.4 . . ?
C23 C24 C25 120.5(7) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 H24 119.7 . . ?
C24 C25 C26 120.3(8) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C21 C26 C25 119.5(6) . . ?
C21 C26 H26 120.3 . . ?
C25 C26 H26 120.3 . . ?
C1 N1 C5 118.8(6) . . ?
C1 N1 Cu1 128.9(5) . . ?
C5 N1 Cu1 112.2(4) . . ?
C6 N2 N3 119.5(5) . . ?
C6 N2 Cu1 115.2(4) . . ?
N3 N2 Cu1 125.3(3) . . ?
C7 N3 N2 111.7(4) . . ?
C7 N4 C8 129.3(5) . . ?
C7 N4 H4A 112(5) . . ?
C8 N4 H4A 118(5) . . ?
C18 N5 C14 117.9(5) . . ?
C18 N5 Cu2 129.7(4) . . ?
C14 N5 Cu2 112.2(3) . . ?
C19 N6 N7 119.5(5) . . ?
C19 N6 Cu2 115.5(4) . . ?
N7 N6 Cu2 124.9(4) . . ?
C20 N7 N6 111.3(4) . . ?
C20 N8 C21 132.0(6) . . ?
C20 N8 H8A 113(4) . . ?
C21 N8 H8A 115(4) . . ?
C7 S1 Cu1 95.8(2) . . ?
C7 S1 Cu2 99.1(2) . . ?
Cu1 S1 Cu2 84.23(6) . . ?
C20 S2 Cu2 96.2(2) . . ?
N2 Cu1 N1 81.0(2) . . ?
N2 Cu1 S1 82.69(14) . . ?
N1 Cu1 S1 163.55(16) . . ?
N2 Cu1 I1 158.64(15) . . ?
N1 Cu1 I1 99.17(15) . . ?
S1 Cu1 I1 96.76(4) . . ?
N6 Cu2 N5 80.69(18) . . ?
N6 Cu2 S2 82.94(14) . . ?
N5 Cu2 S2 163.61(13) . . ?
N6 Cu2 I2 161.08(15) . . ?
N5 Cu2 I2 99.40(13) . . ?
S2 Cu2 I2 95.83(5) . . ?
N6 Cu2 S1 102.03(15) . . ?
N5 Cu2 S1 86.60(15) . . ?
S2 Cu2 S1 97.58(6) . . ?
I2 Cu2 S1 96.85(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 2.2(12) . . . . ?
C1 C2 C3 C4 -0.4(12) . . . . ?
C2 C3 C4 C5 -1.5(11) . . . . ?
C3 C4 C5 N1 1.8(10) . . . . ?
C3 C4 C5 C6 -177.6(7) . . . . ?
N1 C5 C6 N2 -0.2(9) . . . . ?
C4 C5 C6 N2 179.3(6) . . . . ?
C13 C8 C9 C10 8.4(15) . . . . ?
N4 C8 C9 C10 178.3(10) . . . . ?
C8 C9 C10 C11 -1(2) . . . . ?
C9 C10 C11 C12 -7(2) . . . . ?
C10 C11 C12 C13 5.7(17) . . . . ?
C9 C8 C13 C12 -9.6(13) . . . . ?
N4 C8 C13 C12 -179.5(7) . . . . ?
C11 C12 C13 C8 2.5(14) . . . . ?
N5 C14 C15 C16 2.0(10) . . . . ?
C19 C14 C15 C16 -178.9(6) . . . . ?
C14 C15 C16 C17 -0.9(11) . . . . ?
C15 C16 C17 C18 -0.7(11) . . . . ?
C16 C17 C18 N5 1.3(12) . . . . ?
N5 C14 C19 N6 -4.9(9) . . . . ?
C15 C14 C19 N6 175.9(6) . . . . ?
C26 C21 C22 C23 -0.5(10) . . . . ?
N8 C21 C22 C23 -179.5(6) . . . . ?
C21 C22 C23 C24 0.4(11) . . . . ?
C22 C23 C24 C25 0.7(13) . . . . ?
C23 C24 C25 C26 -1.5(14) . . . . ?
C22 C21 C26 C25 -0.3(11) . . . . ?
N8 C21 C26 C25 178.5(7) . . . . ?
C24 C25 C26 C21 1.3(12) . . . . ?
C2 C1 N1 C5 -1.8(11) . . . . ?
C2 C1 N1 Cu1 177.9(5) . . . . ?
C4 C5 N1 C1 -0.2(10) . . . . ?
C6 C5 N1 C1 179.3(6) . . . . ?
C4 C5 N1 Cu1 -180.0(5) . . . . ?
C6 C5 N1 Cu1 -0.5(7) . . . . ?
C5 C6 N2 N3 178.5(6) . . . . ?
C5 C6 N2 Cu1 0.8(7) . . . . ?
N4 C7 N3 N2 175.2(6) . . . . ?
S1 C7 N3 N2 -5.9(7) . . . . ?
C6 N2 N3 C7 -177.2(5) . . . . ?
Cu1 N2 N3 C7 0.1(7) . . . . ?
N3 C7 N4 C8 -6.1(10) . . . . ?
S1 C7 N4 C8 174.9(6) . . . . ?
C13 C8 N4 C7 -143.9(8) . . . . ?
C9 C8 N4 C7 46.7(11) . . . . ?
C17 C18 N5 C14 -0.1(10) . . . . ?
C17 C18 N5 Cu2 173.5(5) . . . . ?
C15 C14 N5 C18 -1.5(9) . . . . ?
C19 C14 N5 C18 179.3(6) . . . . ?
C15 C14 N5 Cu2 -176.2(5) . . . . ?
C19 C14 N5 Cu2 4.6(7) . . . . ?
C14 C19 N6 N7 -179.7(5) . . . . ?
C14 C19 N6 Cu2 2.6(8) . . . . ?
N8 C20 N7 N6 -179.4(5) . . . . ?
S2 C20 N7 N6 -1.7(8) . . . . ?
C19 N6 N7 C20 -177.9(6) . . . . ?
Cu2 N6 N7 C20 -0.5(7) . . . . ?
N7 C20 N8 C21 9.3(11) . . . . ?
S2 C20 N8 C21 -168.6(6) . . . . ?
C26 C21 N8 C20 -1.6(12) . . . . ?
C22 C21 N8 C20 177.3(7) . . . . ?
N3 C7 S1 Cu1 7.5(5) . . . . ?
N4 C7 S1 Cu1 -173.5(5) . . . . ?
N3 C7 S1 Cu2 -77.6(5) . . . . ?
N4 C7 S1 Cu2 101.4(5) . . . . ?
N7 C20 S2 Cu2 2.6(6) . . . . ?
N8 C20 S2 Cu2 -179.7(5) . . . . ?

_refine_diff_density_max         0.868
_refine_diff_density_min         -0.911
_refine_diff_density_rms         0.115

# start Validation Reply Form
_vrf_PLAT029_shelx               
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low . 0.889 Why?
RESPONSE:.Crystal quality was poor in this case.Several attempts were made
to improve the quality,but all results same.
;
# end Validation Reply Form
####################################################################### 
# 
# 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 1550040'
_audit_update_record             
;
2018-07-16 deposited with the CCDC.
2018-08-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H22 Cu2 I2 N8 S2'
_chemical_formula_sum            'C18 H22 Cu2 I2 N8 S2'
_chemical_formula_weight         795.43

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

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

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

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

_cell_length_a                   14.484(2)
_cell_length_b                   17.112(4)
_cell_length_c                   10.824(5)
_cell_angle_alpha                90
_cell_angle_beta                 110.919(4)
_cell_angle_gamma                90
_cell_volume                     2505.9(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9562
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      27.56

_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.108
_exptl_crystal_F_000             1528
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    4.352
_shelx_estimated_absorpt_T_min   0.477
_shelx_estimated_absorpt_T_max   0.543
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.470
_exptl_absorpt_correction_T_max  0.551
_exptl_absorpt_process_details   
'SADABS-2014/5 - Bruker AXS area detector scaling and absorption correction'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            43695
_diffrn_reflns_av_unetI/netI     0.0335
_diffrn_reflns_av_R_equivalents  0.0613
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.505
_diffrn_reflns_theta_max         27.611
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5775
_reflns_number_gt                5369
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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     
'w=1/[σ²(Fo²)+(0.0229P)²+2.2913P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5775
_refine_ls_number_parameters     295
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0239
_refine_ls_R_factor_gt           0.0216
_refine_ls_wR_factor_ref         0.0560
_refine_ls_wR_factor_gt          0.0546
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.46748(18) 0.13305(14) 0.4997(2) 0.0168(5) Uani 1 1 d . . . . .
H1 H 0.482654 0.089755 0.455402 0.020 Uiso 1 1 calc R U . . .
C2 C 0.37239(18) 0.16342(15) 0.4523(2) 0.0195(5) Uani 1 1 d . . . . .
H2 H 0.323466 0.141436 0.376398 0.023 Uiso 1 1 calc R U . . .
C3 C 0.34986(18) 0.22613(14) 0.5170(2) 0.0194(5) Uani 1 1 d . . . . .
H3 H 0.285117 0.247620 0.486205 0.023 Uiso 1 1 calc R U . . .
C4 C 0.42253(18) 0.25727(14) 0.6269(2) 0.0179(5) Uani 1 1 d . . . . .
H4 H 0.408699 0.300898 0.671739 0.021 Uiso 1 1 calc R U . . .
C5 C 0.51593(17) 0.22380(13) 0.6707(2) 0.0139(4) Uani 1 1 d . . . . .
C6 C 0.59601(18) 0.24979(13) 0.7871(2) 0.0158(4) Uani 1 1 d . . . . .
H6 H 0.588916 0.292921 0.838204 0.019 Uiso 1 1 calc R U . . .
C7 C 0.83399(17) 0.18821(13) 0.9415(2) 0.0136(4) Uani 1 1 d . . . . .
C8 C 0.92342(18) 0.26514(14) 1.1404(2) 0.0176(5) Uani 1 1 d . . . . .
H8A H 0.885608 0.248278 1.195982 0.021 Uiso 1 1 calc R U . . .
H8B H 0.893659 0.314174 1.095014 0.021 Uiso 1 1 calc R U . . .
C9 C 1.0301(2) 0.27959(18) 1.2269(3) 0.0339(7) Uani 1 1 d . . . . .
H9A H 1.032981 0.320066 1.292220 0.051 Uiso 1 1 calc R U . . .
H9B H 1.059106 0.231146 1.272585 0.051 Uiso 1 1 calc R U . . .
H9C H 1.067142 0.296921 1.171803 0.051 Uiso 1 1 calc R U . . .
C10 C 0.95757(18) 0.00892(15) 1.1845(2) 0.0195(5) Uani 1 1 d . . . . .
H10 H 0.980421 -0.024007 1.130798 0.023 Uiso 1 1 calc R U . . .
C11 C 1.0241(2) 0.03267(17) 1.3061(3) 0.0248(5) Uani 1 1 d . . . . .
H11 H 1.091070 0.016133 1.335394 0.030 Uiso 1 1 calc R U . . .
C12 C 0.9908(2) 0.08096(17) 1.3839(3) 0.0257(6) Uani 1 1 d . . . . .
H12 H 1.034920 0.097681 1.467961 0.031 Uiso 1 1 calc R U . . .
C13 C 0.8932(2) 0.10480(15) 1.3388(2) 0.0206(5) Uani 1 1 d . . . . .
H13 H 0.869411 0.138411 1.390657 0.025 Uiso 1 1 calc R U . . .
C14 C 0.83057(18) 0.07851(14) 1.2160(2) 0.0152(4) Uani 1 1 d . . . . .
C15 C 0.72662(18) 0.09966(14) 1.1598(2) 0.0169(5) Uani 1 1 d . . . . .
H15 H 0.696557 0.132328 1.205675 0.020 Uiso 1 1 calc R U . . .
C16 C 0.54070(17) 0.05358(12) 0.8709(2) 0.0132(4) Uani 1 1 d . . . . .
C17 C 0.38240(18) 0.11215(14) 0.8538(2) 0.0181(5) Uani 1 1 d . . . . .
H17A H 0.409179 0.165954 0.869917 0.022 Uiso 1 1 calc R U . . .
H17B H 0.383380 0.090488 0.939066 0.022 Uiso 1 1 calc R U . . .
C18 C 0.27667(19) 0.11444(15) 0.7563(3) 0.0218(5) Uani 1 1 d . . . . .
H18A H 0.236456 0.146868 0.792231 0.033 Uiso 1 1 calc R U . . .
H18B H 0.275544 0.136658 0.672299 0.033 Uiso 1 1 calc R U . . .
H18C H 0.249775 0.061283 0.741366 0.033 Uiso 1 1 calc R U . . .
N1 N 0.67754(14) 0.21133(11) 0.81768(19) 0.0139(4) Uani 1 1 d . . . . .
N2 N 0.75658(15) 0.23300(11) 0.92548(19) 0.0156(4) Uani 1 1 d . . . . .
N3 N 0.91767(15) 0.20468(12) 1.04198(19) 0.0162(4) Uani 1 1 d D . . . .
H31 H 0.9688(17) 0.1769(15) 1.049(3) 0.019 Uiso 1 1 d D U . . .
N4 N 0.53836(15) 0.16261(11) 0.60557(18) 0.0141(4) Uani 1 1 d . . . . .
N5 N 0.86269(15) 0.03040(11) 1.13971(18) 0.0142(4) Uani 1 1 d . . . . .
N6 N 0.67767(14) 0.07176(11) 1.04487(18) 0.0130(4) Uani 1 1 d . . . . .
N7 N 0.57952(14) 0.08816(12) 0.98718(19) 0.0153(4) Uani 1 1 d . . . . .
N8 N 0.44461(15) 0.06421(12) 0.8033(2) 0.0152(4) Uani 1 1 d D . . . .
H81 H 0.417(2) 0.0416(16) 0.729(2) 0.018 Uiso 1 1 d D U . . .
S1 S 0.83564(4) 0.10757(3) 0.84091(5) 0.01238(11) Uani 1 1 d . . . . .
S2 S 0.60660(4) -0.00394(3) 0.79539(5) 0.01353(11) Uani 1 1 d . . . . .
Cu1 Cu 0.67796(2) 0.12334(2) 0.69747(3) 0.01210(6) Uani 1 1 d . . . . .
Cu2 Cu 0.75449(2) 0.00559(2) 0.96442(3) 0.01230(6) Uani 1 1 d . . . . .
I1 I 0.70095(2) 0.04886(2) 0.50202(2) 0.01536(5) Uani 1 1 d . . . . .
I2 I 0.82854(2) -0.12155(2) 0.90693(2) 0.01607(5) 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
C1 N4 1.335(3) . ?
C1 C2 1.388(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.383(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.383(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.387(3) . ?
C4 H4 0.9500 . ?
C5 N4 1.365(3) . ?
C5 C6 1.444(3) . ?
C6 N1 1.288(3) . ?
C6 H6 0.9500 . ?
C7 N2 1.318(3) . ?
C7 N3 1.338(3) . ?
C7 S1 1.763(2) . ?
C8 N3 1.466(3) . ?
C8 C9 1.513(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 N5 1.335(3) . ?
C10 C11 1.385(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.383(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.383(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.390(3) . ?
C13 H13 0.9500 . ?
C14 N5 1.360(3) . ?
C14 C15 1.454(3) . ?
C15 N6 1.284(3) . ?
C15 H15 0.9500 . ?
C16 N7 1.321(3) . ?
C16 N8 1.333(3) . ?
C16 S2 1.762(2) . ?
C17 N8 1.461(3) . ?
C17 C18 1.519(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
N1 N2 1.362(3) . ?
N1 Cu1 1.9915(19) . ?
N3 H31 0.861(17) . ?
N4 Cu1 2.023(2) . ?
N5 Cu2 2.028(2) . ?
N6 N7 1.362(3) . ?
N6 Cu2 1.9926(19) . ?
N8 H81 0.850(17) . ?
S1 Cu1 2.2731(7) . ?
S1 Cu2 2.7085(8) . ?
S2 Cu2 2.2724(8) . ?
S2 Cu1 2.7781(8) . ?
Cu1 I1 2.5912(9) . ?
Cu2 I2 2.5976(5) . ?

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 C1 C2 122.2(2) . . ?
N4 C1 H1 118.9 . . ?
C2 C1 H1 118.9 . . ?
C3 C2 C1 119.1(2) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C2 C3 C4 119.3(2) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C3 C4 C5 119.0(2) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
N4 C5 C4 121.5(2) . . ?
N4 C5 C6 114.9(2) . . ?
C4 C5 C6 123.5(2) . . ?
N1 C6 C5 116.4(2) . . ?
N1 C6 H6 121.8 . . ?
C5 C6 H6 121.8 . . ?
N2 C7 N3 117.7(2) . . ?
N2 C7 S1 124.94(18) . . ?
N3 C7 S1 117.31(17) . . ?
N3 C8 C9 110.2(2) . . ?
N3 C8 H8A 109.6 . . ?
C9 C8 H8A 109.6 . . ?
N3 C8 H8B 109.6 . . ?
C9 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N5 C10 C11 122.7(2) . . ?
N5 C10 H10 118.6 . . ?
C11 C10 H10 118.6 . . ?
C12 C11 C10 118.6(2) . . ?
C12 C11 H11 120.7 . . ?
C10 C11 H11 120.7 . . ?
C11 C12 C13 119.7(2) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C12 C13 C14 118.6(2) . . ?
C12 C13 H13 120.7 . . ?
C14 C13 H13 120.7 . . ?
N5 C14 C13 121.9(2) . . ?
N5 C14 C15 115.1(2) . . ?
C13 C14 C15 123.0(2) . . ?
N6 C15 C14 116.3(2) . . ?
N6 C15 H15 121.8 . . ?
C14 C15 H15 121.8 . . ?
N7 C16 N8 117.9(2) . . ?
N7 C16 S2 125.13(18) . . ?
N8 C16 S2 117.00(17) . . ?
N8 C17 C18 111.0(2) . . ?
N8 C17 H17A 109.4 . . ?
C18 C17 H17A 109.4 . . ?
N8 C17 H17B 109.4 . . ?
C18 C17 H17B 109.4 . . ?
H17A C17 H17B 108.0 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C6 N1 N2 119.63(19) . . ?
C6 N1 Cu1 115.76(16) . . ?
N2 N1 Cu1 124.59(15) . . ?
C7 N2 N1 111.70(18) . . ?
C7 N3 C8 122.6(2) . . ?
C7 N3 H31 117(2) . . ?
C8 N3 H31 120(2) . . ?
C1 N4 C5 118.8(2) . . ?
C1 N4 Cu1 128.56(16) . . ?
C5 N4 Cu1 112.42(15) . . ?
C10 N5 C14 118.5(2) . . ?
C10 N5 Cu2 129.31(16) . . ?
C14 N5 Cu2 112.15(16) . . ?
C15 N6 N7 119.49(19) . . ?
C15 N6 Cu2 115.69(16) . . ?
N7 N6 Cu2 124.82(14) . . ?
C16 N7 N6 111.34(18) . . ?
C16 N8 C17 122.3(2) . . ?
C16 N8 H81 120(2) . . ?
C17 N8 H81 118(2) . . ?
C7 S1 Cu1 95.56(8) . . ?
C7 S1 Cu2 95.49(8) . . ?
Cu1 S1 Cu2 84.62(3) . . ?
C16 S2 Cu2 95.59(8) . . ?
C16 S2 Cu1 94.35(7) . . ?
Cu2 S2 Cu1 83.03(3) . . ?
N1 Cu1 N4 80.47(8) . . ?
N1 Cu1 S1 83.12(6) . . ?
N4 Cu1 S1 163.59(6) . . ?
N1 Cu1 I1 159.49(6) . . ?
N4 Cu1 I1 99.16(6) . . ?
S1 Cu1 I1 96.23(3) . . ?
N1 Cu1 S2 104.79(6) . . ?
N4 Cu1 S2 90.31(6) . . ?
S1 Cu1 S2 93.80(3) . . ?
I1 Cu1 S2 95.72(3) . . ?
N6 Cu2 N5 80.66(8) . . ?
N6 Cu2 S2 83.09(6) . . ?
N5 Cu2 S2 163.67(6) . . ?
N6 Cu2 I2 157.42(6) . . ?
N5 Cu2 I2 98.76(6) . . ?
S2 Cu2 I2 95.63(2) . . ?
N6 Cu2 S1 104.96(6) . . ?
N5 Cu2 S1 90.02(6) . . ?
S2 Cu2 S1 95.70(3) . . ?
I2 Cu2 S1 97.60(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N4 C1 C2 C3 -0.4(4) . . . . ?
C1 C2 C3 C4 0.2(4) . . . . ?
C2 C3 C4 C5 -1.0(3) . . . . ?
C3 C4 C5 N4 2.0(3) . . . . ?
C3 C4 C5 C6 -177.6(2) . . . . ?
N4 C5 C6 N1 -1.8(3) . . . . ?
C4 C5 C6 N1 177.8(2) . . . . ?
N5 C10 C11 C12 -0.3(4) . . . . ?
C10 C11 C12 C13 -0.5(4) . . . . ?
C11 C12 C13 C14 0.7(4) . . . . ?
C12 C13 C14 N5 0.0(4) . . . . ?
C12 C13 C14 C15 179.6(2) . . . . ?
N5 C14 C15 N6 -1.0(3) . . . . ?
C13 C14 C15 N6 179.4(2) . . . . ?
C5 C6 N1 N2 179.38(19) . . . . ?
C5 C6 N1 Cu1 0.4(3) . . . . ?
N3 C7 N2 N1 178.16(19) . . . . ?
S1 C7 N2 N1 -2.3(3) . . . . ?
C6 N1 N2 C7 -179.2(2) . . . . ?
Cu1 N1 N2 C7 -0.3(3) . . . . ?
N2 C7 N3 C8 5.8(3) . . . . ?
S1 C7 N3 C8 -173.82(17) . . . . ?
C9 C8 N3 C7 -170.4(2) . . . . ?
C2 C1 N4 C5 1.3(3) . . . . ?
C2 C1 N4 Cu1 175.67(17) . . . . ?
C4 C5 N4 C1 -2.1(3) . . . . ?
C6 C5 N4 C1 177.6(2) . . . . ?
C4 C5 N4 Cu1 -177.37(17) . . . . ?
C6 C5 N4 Cu1 2.3(2) . . . . ?
C11 C10 N5 C14 1.0(4) . . . . ?
C11 C10 N5 Cu2 177.92(19) . . . . ?
C13 C14 N5 C10 -0.8(3) . . . . ?
C15 C14 N5 C10 179.5(2) . . . . ?
C13 C14 N5 Cu2 -178.22(18) . . . . ?
C15 C14 N5 Cu2 2.1(2) . . . . ?
C14 C15 N6 N7 178.95(19) . . . . ?
C14 C15 N6 Cu2 -0.7(3) . . . . ?
N8 C16 N7 N6 179.63(19) . . . . ?
S2 C16 N7 N6 -2.0(3) . . . . ?
C15 N6 N7 C16 -178.7(2) . . . . ?
Cu2 N6 N7 C16 0.9(3) . . . . ?
N7 C16 N8 C17 -0.1(3) . . . . ?
S2 C16 N8 C17 -178.56(17) . . . . ?
C18 C17 N8 C16 179.6(2) . . . . ?
N2 C7 S1 Cu1 3.2(2) . . . . ?
N3 C7 S1 Cu1 -177.27(17) . . . . ?
N2 C7 S1 Cu2 -82.0(2) . . . . ?
N3 C7 S1 Cu2 97.62(17) . . . . ?
N7 C16 S2 Cu2 1.9(2) . . . . ?
N8 C16 S2 Cu2 -179.68(16) . . . . ?
N7 C16 S2 Cu1 -81.46(19) . . . . ?
N8 C16 S2 Cu1 96.92(17) . . . . ?

_refine_diff_density_max         0.455
_refine_diff_density_min         -0.580
_refine_diff_density_rms         0.115

####################################################################### 
# 
# 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_jpl-231
_database_code_depnum_ccdc_archive 'CCDC 1588328'
_audit_update_record             
;
2017-11-29 deposited with the CCDC.
2018-08-23 downloaded from the CCDC.
;
_audit_creation_date             2017-05-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H11 Cl Cu N4 S, C2 H3 N'
_chemical_formula_sum            'C11 H14 Cl Cu N5 S'
_chemical_formula_weight         347.32
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C9 H11 N4 S Cl Cu'
_chemical_oxdiff_usercomment     "Lobana's JPL-231"
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_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                   8.5331(7)
_cell_length_b                   9.4698(7)
_cell_length_c                   9.5110(7)
_cell_angle_alpha                96.619(6)
_cell_angle_beta                 98.510(6)
_cell_angle_gamma                102.123(7)
_cell_volume                     734.58(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1957
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.2950
_cell_measurement_theta_min      5.3530
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.049
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.03189
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.570
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             354
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0350
_diffrn_reflns_av_unetI/netI     0.0492
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4611
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.373
_diffrn_reflns_theta_min         4.756
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0416
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     23.00  83.00   1.00    1.00    --   35.17  57.00 -30.00   60
  2  ω     40.00 112.00   1.00    1.02    --  108.00 -45.00  30.00   72
  3  ω    101.00 127.00   1.00    1.02    --  108.00 -30.00  30.00   26
  4  ω     93.00 176.00   1.00    1.02    --  108.00  45.00 120.00   83
  5  ω    115.00 177.00   1.00    1.02    --  108.00 111.00 150.00   62
  6  ω    101.00 176.00   1.00    1.02    --  108.00 111.00  60.00   75
  7  ω     92.00 162.00   1.00    1.02    --  108.00  45.00  60.00   70
  8  ω     88.00 116.00   1.00    1.02    --  108.00 -30.00-120.00   28
  9  ω     72.00  97.00   1.00    1.02    --  108.00 -94.00-120.00   25
 10  ω     76.00 109.00   1.00    1.02    --  108.00 -94.00-180.00   33
 11  ω     60.00  85.00   1.00    1.02    --  108.00 -30.00-120.00   25
 12  ω     87.00 158.00   1.00    1.02    --  108.00  30.00-150.00   71
 13  ω    118.00 143.00   1.00    1.02    --  108.00 111.00-150.00   25
 14  ω     74.00 105.00   1.00    1.00    --   35.17 178.00-180.00   31
 15  ω    -41.00  32.00   1.00    1.00    --  -33.50  77.00 150.00   73
 16  ω    -96.00 -22.00   1.00    1.00    --  -33.50 -57.00   0.00   74
 17  ω     30.00  74.00   1.00    1.00    --   35.17 -99.00  30.00   44
 18  ω     65.00 116.00   1.00    1.02    --  108.00-111.00  90.00   51
 19  ω     61.00  91.00   1.00    1.02    --  108.00 -94.00 120.00   30
 20  ω     45.00 123.00   1.00    1.02    --  108.00 -45.00 150.00   78
 21  ω     41.00  70.00   1.00    1.02    --  108.00 -94.00   0.00   29
 22  ω     80.00 112.00   1.00    1.02    --  108.00-111.00 -30.00   32
 23  ω     37.00  62.00   1.00    1.00    --   35.17 -99.00-180.00   25
 24  ω      0.00  25.00   1.00    1.00    --   35.17 -57.00-180.00   25
 25  ω    -98.00  -9.00   1.00    1.00    --  -33.50 -77.00-120.00   89
 26  ω     44.00  80.00   1.00    1.02    --  108.00 -77.00 150.00   36
 27  ω   -100.00 -49.00   1.00    1.00    --  -33.50 -57.00  90.00   51
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku, Oxford diffraction'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1544120000
_diffrn_orient_matrix_UB_12      0.0561890000
_diffrn_orient_matrix_UB_13      -0.0433210000
_diffrn_orient_matrix_UB_21      0.0985667000
_diffrn_orient_matrix_UB_22      0.1584281000
_diffrn_orient_matrix_UB_23      0.0505292000
_diffrn_orient_matrix_UB_31      0.0405820000
_diffrn_orient_matrix_UB_32      0.0088958000
_diffrn_orient_matrix_UB_33      -0.1517335000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2373
_reflns_number_total             2792
_reflns_odcompleteness_completeness 99.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.622
_refine_diff_density_min         -0.678
_refine_diff_density_rms         0.100
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         2792
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0468
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0719P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1164
_refine_ls_wR_factor_ref         0.1248
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B)
2.b Aromatic/amide H refined with riding coordinates:
 N4(H4), C1(H1), C3(H3), C4(H4A), C5(H5), C6(H6)
2.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C2S(H2SA,H2SB,H2SC)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.22042(5) 0.50470(4) 0.49636(4) 0.03035(17) Uani 1 1 d . . . . .
Cl1 Cl 0.03405(10) 0.33105(8) 0.56229(9) 0.0394(2) Uani 1 1 d . . . . .
S1 S 0.34082(9) 0.61915(9) 0.72029(8) 0.0345(2) Uani 1 1 d . . . . .
N1 N 0.4060(3) 0.6334(3) 0.4392(3) 0.0293(5) Uani 1 1 d . . . . .
N2 N 0.5276(3) 0.7322(3) 0.5315(3) 0.0343(6) Uani 1 1 d . . . . .
N3 N 0.1693(3) 0.4352(3) 0.2800(3) 0.0309(5) Uani 1 1 d . . . . .
N4 N 0.6134(3) 0.8227(3) 0.7695(3) 0.0393(6) Uani 1 1 d . . . . .
H4 H 0.6021 0.8177 0.8573 0.047 Uiso 1 1 calc R . . . .
C1 C 0.4136(4) 0.6151(3) 0.3045(3) 0.0338(7) Uani 1 1 d . . . . .
H1 H 0.5000 0.6676 0.2688 0.041 Uiso 1 1 calc R . . . .
C2 C 0.2803(4) 0.5081(3) 0.2104(3) 0.0329(7) Uani 1 1 d . . . . .
C3 C 0.2670(5) 0.4827(4) 0.0626(4) 0.0440(8) Uani 1 1 d . . . . .
H3 H 0.3450 0.5343 0.0172 0.053 Uiso 1 1 calc R . . . .
C4 C 0.1346(5) 0.3784(4) -0.0164(4) 0.0511(10) Uani 1 1 d . . . . .
H4A H 0.1222 0.3589 -0.1161 0.061 Uiso 1 1 calc R . . . .
C5 C 0.0218(5) 0.3041(4) 0.0548(4) 0.0488(9) Uani 1 1 d . . . . .
H5 H -0.0671 0.2331 0.0036 0.059 Uiso 1 1 calc R . . . .
C6 C 0.0418(4) 0.3359(4) 0.2034(4) 0.0404(8) Uani 1 1 d . . . . .
H6 H -0.0357 0.2866 0.2507 0.048 Uiso 1 1 calc R . . . .
C7 C 0.5030(4) 0.7322(3) 0.6664(3) 0.0325(6) Uani 1 1 d . . . . .
C8 C 0.7525(4) 0.9303(4) 0.7434(4) 0.0414(8) Uani 1 1 d . . . . .
H8A H 0.7904 0.8916 0.6590 0.050 Uiso 1 1 calc R . . . .
H8B H 0.8408 0.9472 0.8248 0.050 Uiso 1 1 calc R . . . .
C9 C 0.7092(5) 1.0729(4) 0.7208(5) 0.0550(10) Uani 1 1 d . . . . .
H9A H 0.6232 1.0569 0.6391 0.082 Uiso 1 1 calc GR . . . .
H9B H 0.8030 1.1404 0.7040 0.082 Uiso 1 1 calc GR . . . .
H9C H 0.6736 1.1124 0.8048 0.082 Uiso 1 1 calc GR . . . .
N1S N 0.3202(8) 0.0837(8) 0.9117(5) 0.135(3) Uani 1 1 d . . . . .
C1S C 0.2760(6) 0.0510(5) 0.7959(5) 0.0654(12) Uani 1 1 d . . . . .
C2S C 0.2228(6) 0.0119(5) 0.6435(4) 0.0680(13) Uani 1 1 d . . . . .
H2SA H 0.1141 0.0250 0.6182 0.102 Uiso 1 1 calc GR . . . .
H2SB H 0.2240 -0.0885 0.6153 0.102 Uiso 1 1 calc GR . . . .
H2SC H 0.2946 0.0731 0.5948 0.102 Uiso 1 1 calc GR . . . .


_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 Cl1 2.2497(8) . ?
Cu1 S1 2.2625(9) . ?
Cu1 N1 1.971(2) . ?
Cu1 N3 2.039(2) . ?
S1 C7 1.743(3) . ?
N1 N2 1.362(3) . ?
N1 C1 1.286(4) . ?
N2 C7 1.330(4) . ?
N3 C2 1.352(4) . ?
N3 C6 1.333(4) . ?
N4 H4 0.8600 . ?
N4 C7 1.334(4) . ?
N4 C8 1.466(4) . ?
C1 H1 0.9300 . ?
C1 C2 1.458(4) . ?
C2 C3 1.383(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.388(5) . ?
C4 H4A 0.9300 . ?
C4 C5 1.378(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.388(5) . ?
C6 H6 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.503(5) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
N1S C1S 1.096(6) . ?
C1S C2S 1.434(6) . ?
C2S H2SA 0.9600 . ?
C2S H2SB 0.9600 . ?
C2S H2SC 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 Cu1 S1 97.14(3) . . ?
N1 Cu1 Cl1 170.64(8) . . ?
N1 Cu1 S1 83.32(8) . . ?
N1 Cu1 N3 80.68(10) . . ?
N3 Cu1 Cl1 98.40(8) . . ?
N3 Cu1 S1 163.93(8) . . ?
C7 S1 Cu1 95.63(11) . . ?
N2 N1 Cu1 125.1(2) . . ?
C1 N1 Cu1 115.8(2) . . ?
C1 N1 N2 119.0(3) . . ?
C7 N2 N1 110.7(3) . . ?
C2 N3 Cu1 112.3(2) . . ?
C6 N3 Cu1 128.7(2) . . ?
C6 N3 C2 118.9(3) . . ?
C7 N4 H4 117.8 . . ?
C7 N4 C8 124.4(3) . . ?
C8 N4 H4 117.8 . . ?
N1 C1 H1 121.6 . . ?
N1 C1 C2 116.8(3) . . ?
C2 C1 H1 121.6 . . ?
N3 C2 C1 114.3(3) . . ?
N3 C2 C3 122.4(3) . . ?
C3 C2 C1 123.3(3) . . ?
C2 C3 H3 120.8 . . ?
C2 C3 C4 118.4(3) . . ?
C4 C3 H3 120.8 . . ?
C3 C4 H4A 120.5 . . ?
C5 C4 C3 119.1(3) . . ?
C5 C4 H4A 120.5 . . ?
C4 C5 H5 120.2 . . ?
C4 C5 C6 119.5(3) . . ?
C6 C5 H5 120.2 . . ?
N3 C6 C5 121.7(3) . . ?
N3 C6 H6 119.1 . . ?
C5 C6 H6 119.1 . . ?
N2 C7 S1 125.2(2) . . ?
N2 C7 N4 117.7(3) . . ?
N4 C7 S1 117.1(2) . . ?
N4 C8 H8A 109.2 . . ?
N4 C8 H8B 109.2 . . ?
N4 C8 C9 111.8(3) . . ?
H8A C8 H8B 107.9 . . ?
C9 C8 H8A 109.2 . . ?
C9 C8 H8B 109.2 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N1S C1S C2S 178.0(7) . . ?
C1S C2S H2SA 109.5 . . ?
C1S C2S H2SB 109.5 . . ?
C1S C2S H2SC 109.5 . . ?
H2SA C2S H2SB 109.5 . . ?
H2SA C2S H2SC 109.5 . . ?
H2SB C2S H2SC 109.5 . . ?

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
N4 H4 N1S 0.86 2.23 2.993(5) 147.8 2_667

_olex2_exptl_crystal_mounting_method 'polymer loop'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 18.556
_oxdiff_exptl_absorpt_empirical_full_min 0.485
####################################################################### 
# 
# 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_jpl-122-e
_database_code_depnum_ccdc_archive 'CCDC 1551222'
_audit_update_record             
;
2017-05-19 deposited with the CCDC.
2018-08-23 downloaded from the CCDC.
;
_audit_creation_date             2017-05-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H22 Br2 Cu2 N8 S2'
_chemical_formula_sum            'C18 H22 Br2 Cu2 N8 S2'
_chemical_formula_weight         701.45
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Br Br -0.2901 2.4595 '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'
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.1753(7)
_cell_length_b                   17.1735(6)
_cell_length_c                   10.5732(4)
_cell_angle_alpha                90
_cell_angle_beta                 111.788(5)
_cell_angle_gamma                90
_cell_volume                     2390.04(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6628
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      32.2930
_cell_measurement_theta_min      3.8180
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.322
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.25697
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic blackish violet'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   blackish
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.949
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1384
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.17
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0965
_diffrn_reflns_av_unetI/netI     0.1179
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.928
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            30586
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.928
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         32.796
_diffrn_reflns_theta_min         3.239
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 16.0416
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.928
_diffrn_measurement_device_type  Rigaku-OxfordDiffracti0on
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4771
_reflns_number_total             8213
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro (Agilent, 2012)'
_computing_data_collection       'CrysAlisPro (Agilent, 2012)'
_computing_data_reduction        'CrysAlisRed (Agilent, 2012)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.241
_refine_diff_density_min         -1.230
_refine_diff_density_rms         0.191
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         8213
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1312
_refine_ls_R_factor_gt           0.0613
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0347P)²+0.3480P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0987
_refine_ls_wR_factor_ref         0.1231
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C17(H17A,H17B)
2.b Aromatic/amide H refined with riding coordinates:
 N4(H4), N8(H8), C2(H2), C4(H4A), C5(H5), C6(H6), C7(H7), C11(H11), C13(H13),
 C14(H14), C15(H15), C16(H16)
2.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.81062(4) 0.44380(3) 0.50022(5) 0.02759(13) Uani 1 1 d . . . . .
Br2 Br 0.66788(4) 0.61133(3) 0.08327(5) 0.02765(12) Uani 1 1 d . . . . .
Cu1 Cu 0.82436(4) 0.37460(3) 0.31101(5) 0.02015(13) Uani 1 1 d . . . . .
Cu2 Cu 0.74177(4) 0.49485(3) 0.03443(5) 0.01963(13) Uani 1 1 d . . . . .
S1 S 0.66155(9) 0.39258(6) 0.16531(11) 0.0204(2) Uani 1 1 d . . . . .
S2 S 0.89288(9) 0.50524(7) 0.21056(11) 0.0218(2) Uani 1 1 d . . . . .
N1 N 0.7372(3) 0.2677(2) 0.0733(4) 0.0241(8) Uani 1 1 d . . . . .
N2 N 0.8202(3) 0.2879(2) 0.1839(4) 0.0194(8) Uani 1 1 d . . . . .
N3 N 0.9685(3) 0.3344(2) 0.4005(4) 0.0221(8) Uani 1 1 d . . . . .
N4 N 0.5720(3) 0.2992(2) -0.0448(4) 0.0250(9) Uani 1 1 d . . . . .
H4 H 0.518061 0.326465 -0.050414 0.030 Uiso 1 1 calc R . . . .
N5 N 0.9226(3) 0.4140(2) 0.0170(4) 0.0218(8) Uani 1 1 d . . . . .
N6 N 0.8220(3) 0.4291(2) -0.0442(4) 0.0197(8) Uani 1 1 d . . . . .
N7 N 0.6313(3) 0.4689(2) -0.1467(4) 0.0206(8) Uani 1 1 d . . . . .
N8 N 1.0607(3) 0.4400(2) 0.2084(4) 0.0237(8) Uani 1 1 d . . . . .
H8 H 1.087192 0.463011 0.288277 0.028 Uiso 1 1 calc R . . . .
C1 C 0.6588(3) 0.3132(2) 0.0590(4) 0.0193(9) Uani 1 1 d . . . . .
C2 C 0.9024(3) 0.2484(3) 0.2142(5) 0.0222(10) Uani 1 1 d . . . . .
H2 H 0.906851 0.204904 0.161161 0.027 Uiso 1 1 calc R . . . .
C3 C 0.9882(4) 0.2730(3) 0.3331(4) 0.0219(10) Uani 1 1 d . . . . .
C4 C 1.0833(4) 0.2385(3) 0.3765(5) 0.0253(10) Uani 1 1 d . . . . .
H4A H 1.095778 0.195146 0.329178 0.030 Uiso 1 1 calc R . . . .
C5 C 1.1598(4) 0.2685(3) 0.4901(5) 0.0291(11) Uani 1 1 d . . . . .
H5 H 1.225272 0.245344 0.522516 0.035 Uiso 1 1 calc R . . . .
C6 C 1.1405(4) 0.3318(3) 0.5554(5) 0.0299(11) Uani 1 1 d . . . . .
H6 H 1.192868 0.353897 0.631748 0.036 Uiso 1 1 calc R . . . .
C7 C 1.0427(4) 0.3634(3) 0.5084(5) 0.0246(10) Uani 1 1 d . . . . .
H7 H 1.028916 0.406689 0.554797 0.030 Uiso 1 1 calc R . . . .
C8 C 0.5617(4) 0.2412(3) -0.1497(5) 0.0312(12) Uani 1 1 d . . . . .
H8A H 0.585973 0.190118 -0.106536 0.037 Uiso 1 1 calc R . . . .
H8B H 0.603932 0.256338 -0.202120 0.037 Uiso 1 1 calc R . . . .
C9 C 0.4527(4) 0.2346(4) -0.2439(6) 0.0488(16) Uani 1 1 d . . . . .
H9A H 0.446556 0.195051 -0.313350 0.073 Uiso 1 1 calc GR . . . .
H9B H 0.429314 0.284931 -0.288231 0.073 Uiso 1 1 calc GR . . . .
H9C H 0.411042 0.219577 -0.191856 0.073 Uiso 1 1 calc GR . . . .
C10 C 0.9615(3) 0.4492(3) 0.1361(4) 0.0203(9) Uani 1 1 d . . . . .
C11 C 0.7712(4) 0.4021(3) -0.1637(4) 0.0228(10) Uani 1 1 d . . . . .
H11 H 0.802496 0.370091 -0.210205 0.027 Uiso 1 1 calc R . . . .
C12 C 0.6653(4) 0.4223(3) -0.2246(4) 0.0223(10) Uani 1 1 d . . . . .
C13 C 0.6021(4) 0.3970(3) -0.3524(5) 0.0282(11) Uani 1 1 d . . . . .
H13 H 0.627314 0.364392 -0.405362 0.034 Uiso 1 1 calc R . . . .
C14 C 0.5011(4) 0.4203(3) -0.4013(5) 0.0349(12) Uani 1 1 d . . . . .
H14 H 0.456387 0.404664 -0.489417 0.042 Uiso 1 1 calc R . . . .
C15 C 0.4664(4) 0.4659(3) -0.3219(5) 0.0342(12) Uani 1 1 d . . . . .
H15 H 0.396930 0.480698 -0.352891 0.041 Uiso 1 1 calc R . . . .
C16 C 0.5339(4) 0.4905(3) -0.1951(5) 0.0261(10) Uani 1 1 d . . . . .
H16 H 0.509935 0.523541 -0.141494 0.031 Uiso 1 1 calc R . . . .
C17 C 1.1270(4) 0.3932(3) 0.1603(5) 0.0290(11) Uani 1 1 d . . . . .
H17A H 1.126877 0.415026 0.073594 0.035 Uiso 1 1 calc R . . . .
H17B H 1.100841 0.339252 0.142929 0.035 Uiso 1 1 calc R . . . .
C18 C 1.2342(4) 0.3924(3) 0.2643(5) 0.0361(13) Uani 1 1 d . . . . .
H18A H 1.280059 0.371034 0.222785 0.054 Uiso 1 1 calc GR . . . .
H18B H 1.237158 0.359992 0.341918 0.054 Uiso 1 1 calc GR . . . .
H18C H 1.255103 0.445642 0.295564 0.054 Uiso 1 1 calc GR . . . .


_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
Br1 Cu1 2.3961(7) . ?
Br2 Cu2 2.4013(7) . ?
Cu1 S1 2.2705(13) . ?
Cu1 S2 2.8055(13) . ?
Cu1 N2 1.992(3) . ?
Cu1 N3 2.028(4) . ?
Cu2 S1 2.7315(12) . ?
Cu2 S2 2.2642(13) . ?
Cu2 N6 1.990(3) . ?
Cu2 N7 2.023(4) . ?
S1 C1 1.757(4) . ?
S2 C10 1.749(4) . ?
N1 N2 1.360(5) . ?
N1 C1 1.322(6) . ?
N2 C2 1.282(5) . ?
N3 C3 1.359(5) . ?
N3 C7 1.328(6) . ?
N4 H4 0.8800 . ?
N4 C1 1.332(6) . ?
N4 C8 1.457(5) . ?
N5 N6 1.355(5) . ?
N5 C10 1.319(5) . ?
N6 C11 1.286(5) . ?
N7 C12 1.358(5) . ?
N7 C16 1.334(6) . ?
N8 H8 0.8800 . ?
N8 C10 1.337(5) . ?
N8 C17 1.464(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.450(6) . ?
C3 C4 1.385(6) . ?
C4 H4A 0.9500 . ?
C4 C5 1.385(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.368(7) . ?
C6 H6 0.9500 . ?
C6 C7 1.397(6) . ?
C7 H7 0.9500 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.500(7) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C11 H11 0.9500 . ?
C11 C12 1.439(6) . ?
C12 C13 1.386(6) . ?
C13 H13 0.9500 . ?
C13 C14 1.389(7) . ?
C14 H14 0.9500 . ?
C14 C15 1.366(7) . ?
C15 H15 0.9500 . ?
C15 C16 1.392(7) . ?
C16 H16 0.9500 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.509(7) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?

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
Br1 Cu1 S2 93.80(3) . . ?
S1 Cu1 Br1 97.00(4) . . ?
S1 Cu1 S2 92.40(4) . . ?
N2 Cu1 Br1 160.54(10) . . ?
N2 Cu1 S1 82.86(11) . . ?
N2 Cu1 S2 105.65(10) . . ?
N2 Cu1 N3 80.38(15) . . ?
N3 Cu1 Br1 99.16(10) . . ?
N3 Cu1 S1 163.21(11) . . ?
N3 Cu1 S2 91.05(11) . . ?
Br2 Cu2 S1 97.46(3) . . ?
S2 Cu2 Br2 96.46(4) . . ?
S2 Cu2 S1 94.51(4) . . ?
N6 Cu2 Br2 157.67(11) . . ?
N6 Cu2 S1 104.85(11) . . ?
N6 Cu2 S2 82.85(11) . . ?
N6 Cu2 N7 80.86(15) . . ?
N7 Cu2 Br2 98.09(11) . . ?
N7 Cu2 S1 90.93(10) . . ?
N7 Cu2 S2 163.66(11) . . ?
Cu1 S1 Cu2 85.51(4) . . ?
C1 S1 Cu1 95.98(16) . . ?
C1 S1 Cu2 95.13(14) . . ?
Cu2 S2 Cu1 83.89(4) . . ?
C10 S2 Cu1 93.39(15) . . ?
C10 S2 Cu2 95.80(16) . . ?
C1 N1 N2 111.7(4) . . ?
N1 N2 Cu1 124.8(3) . . ?
C2 N2 Cu1 115.5(3) . . ?
C2 N2 N1 119.7(4) . . ?
C3 N3 Cu1 112.7(3) . . ?
C7 N3 Cu1 127.8(3) . . ?
C7 N3 C3 119.4(4) . . ?
C1 N4 H4 118.2 . . ?
C1 N4 C8 123.5(4) . . ?
C8 N4 H4 118.2 . . ?
C10 N5 N6 111.2(4) . . ?
N5 N6 Cu2 124.9(3) . . ?
C11 N6 Cu2 114.6(3) . . ?
C11 N6 N5 120.4(4) . . ?
C12 N7 Cu2 112.3(3) . . ?
C16 N7 Cu2 129.0(3) . . ?
C16 N7 C12 118.7(4) . . ?
C10 N8 H8 118.6 . . ?
C10 N8 C17 122.7(4) . . ?
C17 N8 H8 118.6 . . ?
N1 C1 S1 124.6(3) . . ?
N1 C1 N4 117.9(4) . . ?
N4 C1 S1 117.5(3) . . ?
N2 C2 H2 121.5 . . ?
N2 C2 C3 117.0(4) . . ?
C3 C2 H2 121.5 . . ?
N3 C3 C2 114.3(4) . . ?
N3 C3 C4 121.5(4) . . ?
C4 C3 C2 124.2(4) . . ?
C3 C4 H4A 120.6 . . ?
C5 C4 C3 118.7(4) . . ?
C5 C4 H4A 120.6 . . ?
C4 C5 H5 120.2 . . ?
C6 C5 C4 119.6(5) . . ?
C6 C5 H5 120.2 . . ?
C5 C6 H6 120.4 . . ?
C5 C6 C7 119.1(5) . . ?
C7 C6 H6 120.4 . . ?
N3 C7 C6 121.6(4) . . ?
N3 C7 H7 119.2 . . ?
C6 C7 H7 119.2 . . ?
N4 C8 H8A 109.6 . . ?
N4 C8 H8B 109.6 . . ?
N4 C8 C9 110.2(4) . . ?
H8A C8 H8B 108.1 . . ?
C9 C8 H8A 109.6 . . ?
C9 C8 H8B 109.6 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N5 C10 S2 125.2(3) . . ?
N5 C10 N8 118.0(4) . . ?
N8 C10 S2 116.8(3) . . ?
N6 C11 H11 121.2 . . ?
N6 C11 C12 117.6(4) . . ?
C12 C11 H11 121.2 . . ?
N7 C12 C11 114.7(4) . . ?
N7 C12 C13 122.0(4) . . ?
C13 C12 C11 123.3(4) . . ?
C12 C13 H13 120.8 . . ?
C12 C13 C14 118.4(4) . . ?
C14 C13 H13 120.8 . . ?
C13 C14 H14 120.2 . . ?
C15 C14 C13 119.5(5) . . ?
C15 C14 H14 120.2 . . ?
C14 C15 H15 120.3 . . ?
C14 C15 C16 119.4(5) . . ?
C16 C15 H15 120.3 . . ?
N7 C16 C15 121.9(4) . . ?
N7 C16 H16 119.0 . . ?
C15 C16 H16 119.0 . . ?
N8 C17 H17A 109.5 . . ?
N8 C17 H17B 109.5 . . ?
N8 C17 C18 110.8(4) . . ?
H17A C17 H17B 108.1 . . ?
C18 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

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
C17 H17A N6 0.99 2.82 3.465(6) 123.3 3_765

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 S1 C1 N1 -3.3(4) . . . . ?
Cu1 S1 C1 N4 178.3(3) . . . . ?
Cu1 S2 C10 N5 81.5(4) . . . . ?
Cu1 S2 C10 N8 -96.5(3) . . . . ?
Cu1 N2 C2 C3 -2.1(5) . . . . ?
Cu1 N3 C3 C2 -1.1(5) . . . . ?
Cu1 N3 C3 C4 178.4(3) . . . . ?
Cu1 N3 C7 C6 -176.8(3) . . . . ?
Cu2 S1 C1 N1 82.7(4) . . . . ?
Cu2 S1 C1 N4 -95.7(3) . . . . ?
Cu2 S2 C10 N5 -2.7(4) . . . . ?
Cu2 S2 C10 N8 179.3(3) . . . . ?
Cu2 N6 C11 C12 0.0(5) . . . . ?
Cu2 N7 C12 C11 -0.6(5) . . . . ?
Cu2 N7 C12 C13 179.6(4) . . . . ?
Cu2 N7 C16 C15 -178.5(3) . . . . ?
N1 N2 C2 C3 179.9(4) . . . . ?
N2 N1 C1 S1 2.2(5) . . . . ?
N2 N1 C1 N4 -179.3(4) . . . . ?
N2 C2 C3 N3 2.1(6) . . . . ?
N2 C2 C3 C4 -177.4(4) . . . . ?
N3 C3 C4 C5 -0.9(7) . . . . ?
N5 N6 C11 C12 -178.1(4) . . . . ?
N6 N5 C10 S2 2.3(5) . . . . ?
N6 N5 C10 N8 -179.7(4) . . . . ?
N6 C11 C12 N7 0.5(6) . . . . ?
N6 C11 C12 C13 -179.8(4) . . . . ?
N7 C12 C13 C14 0.0(7) . . . . ?
C1 N1 N2 Cu1 0.5(5) . . . . ?
C1 N1 N2 C2 178.4(4) . . . . ?
C1 N4 C8 C9 174.7(4) . . . . ?
C2 C3 C4 C5 178.6(4) . . . . ?
C3 N3 C7 C6 -0.7(7) . . . . ?
C3 C4 C5 C6 -1.0(7) . . . . ?
C4 C5 C6 C7 2.0(7) . . . . ?
C5 C6 C7 N3 -1.2(7) . . . . ?
C7 N3 C3 C2 -177.8(4) . . . . ?
C7 N3 C3 C4 1.7(6) . . . . ?
C8 N4 C1 S1 172.9(3) . . . . ?
C8 N4 C1 N1 -5.6(6) . . . . ?
C10 N5 N6 Cu2 -0.5(5) . . . . ?
C10 N5 N6 C11 177.4(4) . . . . ?
C10 N8 C17 C18 -179.0(4) . . . . ?
C11 C12 C13 C14 -179.7(4) . . . . ?
C12 N7 C16 C15 0.7(7) . . . . ?
C12 C13 C14 C15 -1.3(7) . . . . ?
C13 C14 C15 C16 2.3(8) . . . . ?
C14 C15 C16 N7 -2.0(7) . . . . ?
C16 N7 C12 C11 -180.0(4) . . . . ?
C16 N7 C12 C13 0.3(6) . . . . ?
C17 N8 C10 S2 178.6(3) . . . . ?
C17 N8 C10 N5 0.4(6) . . . . ?

_olex2_exptl_crystal_mounting_method 'Nylon Loop'
_olex2_submission_original_sample_id JPL-122-E
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_jpj-123
_database_code_depnum_ccdc_archive 'CCDC 1551223'
_audit_update_record             
;
2017-05-19 deposited with the CCDC.
2018-08-23 downloaded from the CCDC.
;
_audit_creation_date             2017-05-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H22 Br2 Cu2 N8 S2'
_chemical_formula_sum            'C26 H22 Br2 Cu2 N8 S2'
_chemical_formula_weight         797.53
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Br Br -0.2901 2.4595 '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'
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_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                   11.1903(5)
_cell_length_b                   11.6509(6)
_cell_length_c                   12.8056(7)
_cell_angle_alpha                109.996(5)
_cell_angle_beta                 105.367(4)
_cell_angle_gamma                104.566(4)
_cell_volume                     1400.84(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5216
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      32.4290
_cell_measurement_theta_min      3.3520
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.553
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51084
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.891
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             788
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_av_unetI/netI     0.0580
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.886
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            18500
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.886
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         32.881
_diffrn_reflns_theta_min         3.227
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 16.0416
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.886
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -38.00   12.00   1.0000    5.7550
omega____ theta____ kappa____ phi______ frames
    -      -23.8050   57.0000   30.0000 50

#__ type_ start__ end____ width___ exp.time_
  2 omega   -1.00   90.00   1.0000    5.7550
omega____ theta____ kappa____ phi______ frames
    -       25.9925   77.0000  -30.0000 91

#__ type_ start__ end____ width___ exp.time_
  3 omega   68.00   93.00   1.0000    5.7550
omega____ theta____ kappa____ phi______ frames
    -       25.9925   57.0000 -120.0000 25

#__ type_ start__ end____ width___ exp.time_
  4 omega  -22.00   62.00   1.0000    5.7550
omega____ theta____ kappa____ phi______ frames
    -       25.9925  -99.0000   90.0000 84

#__ type_ start__ end____ width___ exp.time_
  5 omega  -35.00   -7.00   1.0000    5.7550
omega____ theta____ kappa____ phi______ frames
    -      -23.8050  -57.0000   90.0000 28

#__ type_ start__ end____ width___ exp.time_
  6 omega  -57.00  -30.00   1.0000    5.7550
omega____ theta____ kappa____ phi______ frames
    -      -23.8050  -57.0000    0.0000 27

#__ type_ start__ end____ width___ exp.time_
  7 omega  -92.00  -25.00   1.0000    5.7550
omega____ theta____ kappa____ phi______ frames
    -      -23.8050  -19.0000   60.0000 67

#__ type_ start__ end____ width___ exp.time_
  8 omega  -35.00    3.00   1.0000    5.7550
omega____ theta____ kappa____ phi______ frames
    -      -23.8050  -88.0000  171.0000 38

#__ type_ start__ end____ width___ exp.time_
  9 omega  -42.00   53.00   1.0000    5.7550
omega____ theta____ kappa____ phi______ frames
    -       25.9925  -77.0000 -150.0000 95
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  Rigaku-OxfordDiffracti0on
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6788
_reflns_number_total             9286
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.759
_refine_diff_density_min         -0.934
_refine_diff_density_rms         0.108
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         9286
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0640
_refine_ls_R_factor_gt           0.0378
_refine_ls_restrained_S_all      1.004
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0299P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0713
_refine_ls_wR_factor_ref         0.0810
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C15(H15), C18(H18), N5(H5), N1(H1), C4(H4), C2(H2), C16(H16),
 C19(H19), C10(H10), C24(H24), C5(H5A), C6(H6), C12(H12), C23(H23), C25(H25),
 C11(H11), C17(H17), C13(H13), C26(H26), C8(H8), C21(H21)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br2 Br 0.19920(3) 1.02741(3) 0.28768(3) 0.03199(7) Uani 1 1 d . . . . .
Br1 Br -0.18593(3) 0.58708(3) 0.10240(2) 0.03074(7) Uani 1 1 d . . . . .
Cu1 Cu -0.01470(3) 0.61286(3) 0.27577(2) 0.01928(7) Uani 1 1 d . . . . .
Cu2 Cu 0.25741(3) 0.89691(3) 0.38311(3) 0.01848(7) Uani 1 1 d . . . . .
S2 S 0.19683(6) 0.71051(6) 0.21535(5) 0.01936(12) Uani 1 1 d . . . . .
S1 S -0.00326(7) 0.81027(6) 0.40247(5) 0.02503(14) Uani 1 1 d . . . . .
C3 C 0.3094(3) 0.9194(3) 0.9230(2) 0.0357(7) Uani 1 1 d . . . . .
H3 H 0.356536 0.871377 0.950650 0.043 Uiso 1 1 calc R . . . .
C15 C 0.4755(3) 0.4446(2) 0.1606(2) 0.0291(6) Uani 1 1 d . . . . .
H15 H 0.462504 0.461519 0.091723 0.035 Uiso 1 1 calc R . . . .
C18 C 0.5067(3) 0.3870(3) 0.3566(3) 0.0437(8) Uani 1 1 d . . . . .
H18 H 0.515653 0.365634 0.422780 0.052 Uiso 1 1 calc R . . . .
N5 N 0.3196(2) 0.54398(19) 0.20531(18) 0.0218(4) Uani 1 1 d . . . . .
H5 H 0.265690 0.509529 0.129180 0.026 Uiso 1 1 calc R . . . .
N4 N -0.0007(2) 0.43562(19) 0.20839(17) 0.0201(4) Uani 1 1 d . . . . .
N1 N 0.0933(2) 0.90483(19) 0.63833(18) 0.0218(4) Uani 1 1 d . . . . .
H1 H 0.053923 0.958319 0.626302 0.026 Uiso 1 1 calc R . . . .
C4 C 0.3145(3) 1.0373(3) 1.0048(2) 0.0369(7) Uani 1 1 d . . . . .
H4 H 0.365447 1.070228 1.088330 0.044 Uiso 1 1 calc R . . . .
N2 N 0.1093(2) 0.70377(18) 0.54165(17) 0.0207(4) Uani 1 1 d . . . . .
N6 N 0.3848(2) 0.70445(19) 0.39777(17) 0.0197(4) Uani 1 1 d . . . . .
C2 C 0.2353(3) 0.8717(3) 0.8007(2) 0.0267(6) Uani 1 1 d . . . . .
H2 H 0.231310 0.790760 0.744999 0.032 Uiso 1 1 calc R . . . .
C16 C 0.5626(3) 0.3836(3) 0.1882(3) 0.0388(8) Uani 1 1 d . . . . .
H16 H 0.612096 0.361639 0.139715 0.047 Uiso 1 1 calc R . . . .
C19 C 0.4217(3) 0.4507(3) 0.3312(3) 0.0318(6) Uani 1 1 d . . . . .
H19 H 0.373148 0.473692 0.380442 0.038 Uiso 1 1 calc R . . . .
N7 N 0.36937(19) 0.81771(18) 0.45879(17) 0.0175(4) Uani 1 1 d . . . . .
N8 N 0.3350(2) 1.03455(19) 0.55543(18) 0.0214(4) Uani 1 1 d . . . . .
C10 C 0.0954(3) 0.2946(2) 0.2668(2) 0.0231(5) Uani 1 1 d . . . . .
H10 H 0.141159 0.275705 0.328764 0.028 Uiso 1 1 calc R . . . .
N3 N 0.0770(2) 0.60808(18) 0.42854(17) 0.0178(4) Uani 1 1 d . . . . .
C14 C 0.4075(2) 0.4806(2) 0.2346(2) 0.0210(5) Uani 1 1 d . . . . .
C24 C 0.4505(3) 1.1974(3) 0.7993(2) 0.0330(7) Uani 1 1 d . . . . .
H24 H 0.490511 1.254372 0.883160 0.040 Uiso 1 1 calc R . . . .
C5 C 0.2462(3) 1.1053(3) 0.9645(2) 0.0300(6) Uani 1 1 d . . . . .
H5A H 0.249221 1.185443 1.020691 0.036 Uiso 1 1 calc R . . . .
C6 C 0.1722(2) 1.0598(2) 0.8429(2) 0.0230(5) Uani 1 1 d . . . . .
H6 H 0.125162 1.108288 0.815956 0.028 Uiso 1 1 calc R . . . .
C12 C -0.0082(3) 0.2405(2) 0.0591(2) 0.0285(6) Uani 1 1 d . . . . .
H12 H -0.034188 0.184293 -0.023629 0.034 Uiso 1 1 calc R . . . .
C23 C 0.4815(3) 1.0866(3) 0.7537(2) 0.0282(6) Uani 1 1 d . . . . .
H23 H 0.543141 1.067131 0.805201 0.034 Uiso 1 1 calc R . . . .
C1 C 0.1676(2) 0.9416(2) 0.7604(2) 0.0192(5) Uani 1 1 d . . . . .
C9 C 0.0655(2) 0.4070(2) 0.2946(2) 0.0181(5) Uani 1 1 d . . . . .
C7 C 0.0723(2) 0.8002(2) 0.5359(2) 0.0192(5) Uani 1 1 d . . . . .
C25 C 0.3628(3) 1.2239(3) 0.7235(3) 0.0339(7) Uani 1 1 d . . . . .
H25 H 0.339325 1.297762 0.754400 0.041 Uiso 1 1 calc R . . . .
C11 C 0.0573(3) 0.2104(2) 0.1467(2) 0.0266(6) Uani 1 1 d . . . . .
H11 H 0.076323 0.132470 0.125241 0.032 Uiso 1 1 calc R . . . .
C17 C 0.5783(3) 0.3544(3) 0.2863(3) 0.0451(9) Uani 1 1 d . . . . .
H17 H 0.637870 0.312207 0.304696 0.054 Uiso 1 1 calc R . . . .
C13 C -0.0360(3) 0.3541(2) 0.0930(2) 0.0261(6) Uani 1 1 d . . . . .
H13 H -0.081689 0.374610 0.032199 0.031 Uiso 1 1 calc R . . . .
C26 C 0.3080(3) 1.1422(2) 0.6009(2) 0.0276(6) Uani 1 1 d . . . . .
H26 H 0.249879 1.163244 0.547983 0.033 Uiso 1 1 calc R . . . .
C22 C 0.4197(2) 1.0058(2) 0.6308(2) 0.0203(5) Uani 1 1 d . . . . .
C8 C 0.1047(2) 0.5049(2) 0.4180(2) 0.0193(5) Uani 1 1 d . . . . .
H8 H 0.147828 0.493084 0.486013 0.023 Uiso 1 1 calc R . . . .
C20 C 0.3097(2) 0.6518(2) 0.2818(2) 0.0173(5) Uani 1 1 d . . . . .
C21 C 0.4395(2) 0.8856(2) 0.5730(2) 0.0209(5) Uani 1 1 d . . . . .
H21 H 0.500260 0.858243 0.616400 0.025 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br2 Cu2 2.3614(4) . ?
Br1 Cu1 2.3854(4) . ?
Cu1 S2 2.7775(7) . ?
Cu1 S1 2.2646(6) . ?
Cu1 N4 2.0120(19) . ?
Cu1 N3 1.981(2) . ?
Cu2 S2 2.2556(6) . ?
Cu2 N7 1.977(2) . ?
Cu2 N8 2.0147(19) . ?
S2 C20 1.746(3) . ?
S1 C7 1.752(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.389(4) . ?
C3 C2 1.390(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.384(4) . ?
C15 C14 1.388(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.384(4) . ?
C18 C17 1.378(4) . ?
N5 H5 0.8800 . ?
N5 C14 1.419(3) . ?
N5 C20 1.355(3) . ?
N4 C9 1.350(3) . ?
N4 C13 1.335(3) . ?
N1 H1 0.8800 . ?
N1 C1 1.411(3) . ?
N1 C7 1.364(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.362(4) . ?
N2 N3 1.374(2) . ?
N2 C7 1.309(3) . ?
N6 N7 1.365(3) . ?
N6 C20 1.321(3) . ?
C2 H2 0.9500 . ?
C2 C1 1.376(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.389(5) . ?
C19 H19 0.9500 . ?
C19 C14 1.377(4) . ?
N7 C21 1.292(3) . ?
N8 C26 1.338(3) . ?
N8 C22 1.356(3) . ?
C10 H10 0.9500 . ?
C10 C9 1.384(3) . ?
C10 C11 1.385(3) . ?
N3 C8 1.288(3) . ?
C24 H24 0.9500 . ?
C24 C23 1.395(4) . ?
C24 C25 1.361(5) . ?
C5 H5A 0.9500 . ?
C5 C6 1.386(4) . ?
C6 H6 0.9500 . ?
C6 C1 1.399(3) . ?
C12 H12 0.9500 . ?
C12 C11 1.372(4) . ?
C12 C13 1.387(4) . ?
C23 H23 0.9500 . ?
C23 C22 1.387(3) . ?
C9 C8 1.462(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.385(4) . ?
C11 H11 0.9500 . ?
C17 H17 0.9500 . ?
C13 H13 0.9500 . ?
C26 H26 0.9500 . ?
C22 C21 1.446(3) . ?
C8 H8 0.9500 . ?
C21 H21 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Br1 Cu1 S2 95.618(18) . . ?
S1 Cu1 Br1 96.46(2) . . ?
S1 Cu1 S2 96.90(2) . . ?
N4 Cu1 Br1 98.98(6) . . ?
N4 Cu1 S2 87.58(6) . . ?
N4 Cu1 S1 163.42(6) . . ?
N3 Cu1 Br1 161.74(6) . . ?
N3 Cu1 S2 102.60(6) . . ?
N3 Cu1 S1 82.70(6) . . ?
N3 Cu1 N4 80.74(8) . . ?
S2 Cu2 Br2 97.69(2) . . ?
N7 Cu2 Br2 158.69(6) . . ?
N7 Cu2 S2 83.19(5) . . ?
N7 Cu2 N8 80.58(8) . . ?
N8 Cu2 Br2 98.57(7) . . ?
N8 Cu2 S2 163.47(7) . . ?
Cu2 S2 Cu1 85.03(2) . . ?
C20 S2 Cu1 99.64(8) . . ?
C20 S2 Cu2 95.48(8) . . ?
C7 S1 Cu1 96.16(8) . . ?
C4 C3 H3 120.0 . . ?
C4 C3 C2 120.1(3) . . ?
C2 C3 H3 120.0 . . ?
C16 C15 H15 120.4 . . ?
C16 C15 C14 119.2(3) . . ?
C14 C15 H15 120.4 . . ?
C19 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C17 C18 C19 120.4(3) . . ?
C14 N5 H5 116.5 . . ?
C20 N5 H5 116.5 . . ?
C20 N5 C14 127.1(2) . . ?
C9 N4 Cu1 112.86(15) . . ?
C13 N4 Cu1 127.99(19) . . ?
C13 N4 C9 118.8(2) . . ?
C1 N1 H1 114.6 . . ?
C7 N1 H1 114.6 . . ?
C7 N1 C1 130.8(2) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.6(3) . . ?
C5 C4 H4 120.2 . . ?
C7 N2 N3 111.1(2) . . ?
C20 N6 N7 110.6(2) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 C3 120.1(2) . . ?
C1 C2 H2 120.0 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.6(3) . . ?
C17 C16 H16 119.7 . . ?
C18 C19 H19 120.0 . . ?
C14 C19 C18 119.9(3) . . ?
C14 C19 H19 120.0 . . ?
N6 N7 Cu2 124.75(15) . . ?
C21 N7 Cu2 115.90(16) . . ?
C21 N7 N6 119.1(2) . . ?
C26 N8 Cu2 128.0(2) . . ?
C26 N8 C22 119.2(2) . . ?
C22 N8 Cu2 112.68(16) . . ?
C9 C10 H10 120.6 . . ?
C9 C10 C11 118.7(3) . . ?
C11 C10 H10 120.6 . . ?
N2 N3 Cu1 124.99(16) . . ?
C8 N3 Cu1 115.89(16) . . ?
C8 N3 N2 119.1(2) . . ?
C15 C14 N5 118.3(2) . . ?
C19 C14 C15 120.5(3) . . ?
C19 C14 N5 121.2(2) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C25 C24 C23 119.9(3) . . ?
C4 C5 H5A 119.4 . . ?
C4 C5 C6 121.2(2) . . ?
C6 C5 H5A 119.4 . . ?
C5 C6 H6 120.4 . . ?
C5 C6 C1 119.3(3) . . ?
C1 C6 H6 120.4 . . ?
C11 C12 H12 120.5 . . ?
C11 C12 C13 119.1(2) . . ?
C13 C12 H12 120.5 . . ?
C24 C23 H23 121.0 . . ?
C22 C23 C24 118.0(3) . . ?
C22 C23 H23 121.0 . . ?
C2 C1 N1 124.8(2) . . ?
C2 C1 C6 119.8(2) . . ?
C6 C1 N1 115.4(2) . . ?
N4 C9 C10 121.9(2) . . ?
N4 C9 C8 114.7(2) . . ?
C10 C9 C8 123.4(2) . . ?
N1 C7 S1 114.34(19) . . ?
N2 C7 S1 124.95(17) . . ?
N2 C7 N1 120.7(2) . . ?
C24 C25 H25 120.2 . . ?
C24 C25 C26 119.5(3) . . ?
C26 C25 H25 120.2 . . ?
C10 C11 H11 120.3 . . ?
C12 C11 C10 119.4(2) . . ?
C12 C11 H11 120.3 . . ?
C18 C17 C16 119.5(3) . . ?
C18 C17 H17 120.3 . . ?
C16 C17 H17 120.3 . . ?
N4 C13 C12 122.1(3) . . ?
N4 C13 H13 118.9 . . ?
C12 C13 H13 118.9 . . ?
N8 C26 C25 121.5(3) . . ?
N8 C26 H26 119.2 . . ?
C25 C26 H26 119.2 . . ?
N8 C22 C23 121.8(2) . . ?
N8 C22 C21 114.9(2) . . ?
C23 C22 C21 123.4(3) . . ?
N3 C8 C9 115.7(2) . . ?
N3 C8 H8 122.1 . . ?
C9 C8 H8 122.1 . . ?
N5 C20 S2 115.62(18) . . ?
N6 C20 S2 125.43(17) . . ?
N6 C20 N5 118.9(2) . . ?
N7 C21 C22 115.9(2) . . ?
N7 C21 H21 122.1 . . ?
C22 C21 H21 122.1 . . ?

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
N5 H5 Br1 0.88 2.58 3.422(2) 159.9 2_565
C2 H2 N2 0.95 2.30 2.918(3) 122.2 .

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 S2 C20 N5 102.45(17) . . . . ?
Cu1 S2 C20 N6 -78.3(2) . . . . ?
Cu1 S1 C7 N1 -178.05(16) . . . . ?
Cu1 S1 C7 N2 3.0(2) . . . . ?
Cu1 N4 C9 C10 -174.70(18) . . . . ?
Cu1 N4 C9 C8 4.1(3) . . . . ?
Cu1 N4 C13 C12 173.10(19) . . . . ?
Cu1 N3 C8 C9 0.6(3) . . . . ?
Cu2 S2 C20 N5 -171.68(17) . . . . ?
Cu2 S2 C20 N6 7.6(2) . . . . ?
Cu2 N7 C21 C22 3.8(3) . . . . ?
Cu2 N8 C26 C25 175.58(19) . . . . ?
Cu2 N8 C22 C23 -178.58(19) . . . . ?
Cu2 N8 C22 C21 1.3(3) . . . . ?
C3 C4 C5 C6 -0.6(4) . . . . ?
C3 C2 C1 N1 177.8(2) . . . . ?
C3 C2 C1 C6 -0.9(4) . . . . ?
C15 C16 C17 C18 -0.3(5) . . . . ?
C18 C19 C14 C15 1.5(4) . . . . ?
C18 C19 C14 N5 179.0(2) . . . . ?
N4 C9 C8 N3 -3.2(3) . . . . ?
C4 C3 C2 C1 0.5(4) . . . . ?
C4 C5 C6 C1 0.2(4) . . . . ?
N2 N3 C8 C9 179.21(19) . . . . ?
N6 N7 C21 C22 178.7(2) . . . . ?
C2 C3 C4 C5 0.3(5) . . . . ?
C16 C15 C14 N5 179.5(2) . . . . ?
C16 C15 C14 C19 -3.0(4) . . . . ?
C19 C18 C17 C16 -1.2(5) . . . . ?
N7 N6 C20 S2 -4.3(3) . . . . ?
N7 N6 C20 N5 175.0(2) . . . . ?
N8 C22 C21 N7 -3.3(3) . . . . ?
C10 C9 C8 N3 175.6(2) . . . . ?
N3 N2 C7 S1 -2.1(3) . . . . ?
N3 N2 C7 N1 179.1(2) . . . . ?
C14 C15 C16 C17 2.4(4) . . . . ?
C14 N5 C20 S2 176.81(19) . . . . ?
C14 N5 C20 N6 -2.5(4) . . . . ?
C24 C23 C22 N8 2.2(4) . . . . ?
C24 C23 C22 C21 -177.6(2) . . . . ?
C24 C25 C26 N8 2.7(4) . . . . ?
C5 C6 C1 N1 -178.2(2) . . . . ?
C5 C6 C1 C2 0.6(4) . . . . ?
C23 C24 C25 C26 -1.8(4) . . . . ?
C23 C22 C21 N7 176.5(2) . . . . ?
C1 N1 C7 S1 -169.4(2) . . . . ?
C1 N1 C7 N2 9.6(4) . . . . ?
C9 N4 C13 C12 0.8(4) . . . . ?
C9 C10 C11 C12 0.2(4) . . . . ?
C7 N1 C1 C2 -1.3(4) . . . . ?
C7 N1 C1 C6 177.4(2) . . . . ?
C7 N2 N3 Cu1 -0.5(3) . . . . ?
C7 N2 N3 C8 -178.9(2) . . . . ?
C25 C24 C23 C22 -0.6(4) . . . . ?
C11 C10 C9 N4 0.7(4) . . . . ?
C11 C10 C9 C8 -177.9(2) . . . . ?
C11 C12 C13 N4 0.2(4) . . . . ?
C17 C18 C19 C14 0.6(4) . . . . ?
C13 N4 C9 C10 -1.2(4) . . . . ?
C13 N4 C9 C8 177.5(2) . . . . ?
C13 C12 C11 C10 -0.7(4) . . . . ?
C26 N8 C22 C23 -1.4(4) . . . . ?
C26 N8 C22 C21 178.5(2) . . . . ?
C22 N8 C26 C25 -1.1(4) . . . . ?
C20 N5 C14 C15 -134.9(3) . . . . ?
C20 N5 C14 C19 47.5(4) . . . . ?
C20 N6 N7 Cu2 -2.9(3) . . . . ?
C20 N6 N7 C21 -177.3(2) . . . . ?

_olex2_exptl_crystal_mounting_method 'Nylon Loop'
_olex2_submission_original_sample_id 'Jpj 123'
_olex2_submission_special_instructions 'No special instructions were received'
