# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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. 
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#######################################################################

data_jpl-201
_database_code_depnum_ccdc_archive 'CCDC 1507432'
_audit_update_record             
;
2016-09-29 deposited with the CCDC.
2016-12-26 downloaded from the CCDC.
;
_audit_creation_date             2016-05-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H24 Cl Cu N4 S2'
_chemical_formula_sum            'C12 H24 Cl Cu N4 S2'
_chemical_formula_weight         387.46
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C44 H44 N4 S2 Cu'
_chemical_oxdiff_usercomment     "Lobana's JPL-201"
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'
Cl Cl 0.1484 0.1585 '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                   14.0097(4)
_cell_length_b                   14.0814(3)
_cell_length_c                   18.9263(6)
_cell_angle_alpha                90
_cell_angle_beta                 108.984(3)
_cell_angle_gamma                90
_cell_volume                     3530.66(18)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6891
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      31.4910
_cell_measurement_theta_min      3.4430
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.621
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65127
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.458
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1616
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.21
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_av_unetI/netI     0.0448
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.907
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            29554
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.907
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         32.761
_diffrn_reflns_theta_min         3.109
_diffrn_ambient_temperature      173(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 0.907
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -33.00  -6.00   1.00   10.00    --  -23.80 -77.00 -60.00   27
  2  ω     23.00  65.00   1.00   10.00    --   25.99 -99.00 -60.00   42
  3  ω    -22.00   4.00   1.00   10.00    --   25.99 -99.00 -60.00   26
  4  ω    -49.00   3.00   1.00   10.00    --  -23.80 -19.00-180.00   52
  5  ω     29.00  89.00   1.00   10.00    --   25.99  57.00 150.00   60
  6  ω     -1.00  74.00   1.00   10.00    --   25.99  77.00  60.00   75
  7  ω     35.00  79.00   1.00   10.00    --   25.99 178.00 -90.00   44
;
_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      -0.0007980000
_diffrn_orient_matrix_UB_12      -0.0470870000
_diffrn_orient_matrix_UB_13      0.0131146000
_diffrn_orient_matrix_UB_21      0.0049900000
_diffrn_orient_matrix_UB_22      0.0177724000
_diffrn_orient_matrix_UB_23      0.0361327000
_diffrn_orient_matrix_UB_31      -0.0532504000
_diffrn_orient_matrix_UB_32      0.0023276000
_diffrn_orient_matrix_UB_33      -0.0097720000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8285
_reflns_number_total             11848
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.44
_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 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (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         1.185
_refine_diff_density_min         -0.524
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     365
_refine_ls_number_reflns         11848
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0747
_refine_ls_R_factor_gt           0.0425
_refine_ls_restrained_S_all      1.032
_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)+(0.0420P)²+1.8716P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0927
_refine_ls_wR_factor_ref         0.1090
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  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:
 C2A(H2AA,H2AB), C3A(H3AA,H3AB), C4A(H4AA,H4AB), C5A(H5AA,H5AB), C8A(H8AA,
 H8AB), C9A(H9AA,H9AB), C10A(H10A,H10B), C11A(H11A,H11B), C2B(H2BA,H2BB),
 C3B(H3BA,H3BB), C4B(H4BA,H4BB), C5B(H5BA,H5BB), C8B(H8BA,H8BB), C9B(H9BA,H9BB),
  C10B(H10C,H10D), C11B(H11C,H11D)
2.b Aromatic/amide H refined with riding coordinates:
 N1A(H1A), N3A(H3A), N1B(H1B), N3B(H3B)
2.c Idealised Me refined as rotating group:
 C6A(H6AA,H6AB,H6AC), C12A(H12A,H12B,H12C), C6B(H6BA,H6BB,H6BC), C12B(H12D,
 H12E,H12F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
Cu1A Cu 0.16420(2) 0.57417(2) 0.68222(2) 0.03072(7) Uani 1 1 d . . . . .
Cl1A Cl 0.17162(5) 0.67745(4) 0.59234(4) 0.04021(14) Uani 1 1 d . . . . .
S1A S 0.05667(4) 0.59915(4) 0.74484(3) 0.03277(12) Uani 1 1 d . . . . .
S2A S 0.26308(5) 0.44738(4) 0.70751(3) 0.03358(13) Uani 1 1 d . . . . .
N1A N 0.01180(16) 0.76070(15) 0.66315(13) 0.0399(5) Uani 1 1 d . . . . .
H1A H 0.0581 0.7503 0.6419 0.048 Uiso 1 1 calc R . . . .
N2A N -0.07706(15) 0.73917(16) 0.73697(12) 0.0367(5) Uani 1 1 d . . . . .
N3A N 0.33645(14) 0.51333(14) 0.60102(11) 0.0331(4) Uani 1 1 d . . . . .
H3A H 0.2848 0.5516 0.5819 0.040 Uiso 1 1 calc R . . . .
N4A N 0.42850(15) 0.40255(14) 0.67206(11) 0.0346(4) Uani 1 1 d . . . . .
C1A C -0.00511(16) 0.70329(17) 0.71335(12) 0.0286(4) Uani 1 1 d . . . . .
C2A C -0.0547(2) 0.84279(19) 0.64719(15) 0.0409(6) Uani 1 1 d . . . . .
H2AA H -0.0993 0.8429 0.5945 0.049 Uiso 1 1 calc R . . . .
H2AB H -0.0158 0.9028 0.6578 0.049 Uiso 1 1 calc R . . . .
C3A C -0.1151(2) 0.82901(19) 0.70034(15) 0.0406(6) Uani 1 1 d . . . . .
H3AA H -0.1026 0.8815 0.7371 0.049 Uiso 1 1 calc R . . . .
H3AB H -0.1883 0.8252 0.6727 0.049 Uiso 1 1 calc R . . . .
C4A C -0.10869(19) 0.7005(2) 0.79675(14) 0.0379(5) Uani 1 1 d . . . . .
H4AA H -0.1021 0.6305 0.7971 0.046 Uiso 1 1 calc R . . . .
H4AB H -0.1807 0.7160 0.7872 0.046 Uiso 1 1 calc R . . . .
C5A C -0.0468(2) 0.7393(2) 0.87287(15) 0.0449(6) Uani 1 1 d . . . . .
H5AA H 0.0259 0.7318 0.8796 0.054 Uiso 1 1 calc R . . . .
H5AB H -0.0607 0.8080 0.8750 0.054 Uiso 1 1 calc R . . . .
C6A C -0.0704(3) 0.6894(3) 0.93525(18) 0.0682(10) Uani 1 1 d . . . . .
H6AA H -0.1426 0.6952 0.9280 0.102 Uiso 1 1 calc GR . . . .
H6AB H -0.0315 0.7182 0.9831 0.102 Uiso 1 1 calc GR . . . .
H6AC H -0.0524 0.6221 0.9354 0.102 Uiso 1 1 calc GR . . . .
C7A C 0.34523(16) 0.45553(15) 0.65782(12) 0.0271(4) Uani 1 1 d . . . . .
C8A C 0.42245(18) 0.50621(17) 0.57385(14) 0.0336(5) Uani 1 1 d . . . . .
H8AA H 0.4633 0.5651 0.5843 0.040 Uiso 1 1 calc R . . . .
H8AB H 0.4003 0.4932 0.5195 0.040 Uiso 1 1 calc R . . . .
C9A C 0.4812(2) 0.42275(19) 0.61840(15) 0.0393(6) Uani 1 1 d . . . . .
H9AA H 0.4789 0.3674 0.5857 0.047 Uiso 1 1 calc R . . . .
H9AB H 0.5525 0.4401 0.6443 0.047 Uiso 1 1 calc R . . . .
C10A C 0.4643(2) 0.33120(19) 0.73041(14) 0.0411(6) Uani 1 1 d . . . . .
H10A H 0.4295 0.3400 0.7679 0.049 Uiso 1 1 calc R . . . .
H10B H 0.5375 0.3402 0.7560 0.049 Uiso 1 1 calc R . . . .
C11A C 0.4458(3) 0.2312(2) 0.69983(16) 0.0514(7) Uani 1 1 d . . . . .
H11A H 0.4768 0.2236 0.6601 0.062 Uiso 1 1 calc R . . . .
H11B H 0.3722 0.2207 0.6772 0.062 Uiso 1 1 calc R . . . .
C12A C 0.4891(3) 0.1572(2) 0.75996(18) 0.0623(9) Uani 1 1 d . . . . .
H12A H 0.4771 0.0937 0.7377 0.093 Uiso 1 1 calc GR . . . .
H12B H 0.4562 0.1626 0.7983 0.093 Uiso 1 1 calc GR . . . .
H12C H 0.5618 0.1676 0.7828 0.093 Uiso 1 1 calc GR . . . .
Cu1B Cu 0.38713(2) 0.26788(2) 0.43985(2) 0.03206(7) Uani 1 1 d . . . . .
Cl1B Cl 0.30496(5) 0.18747(5) 0.50679(4) 0.04172(15) Uani 1 1 d . . . . .
S1B S 0.54121(5) 0.22470(5) 0.44492(4) 0.03810(14) Uani 1 1 d . . . . .
S2B S 0.30733(5) 0.39152(4) 0.37327(4) 0.03529(13) Uani 1 1 d . . . . .
N1B N 0.53060(15) 0.10493(15) 0.55391(11) 0.0366(5) Uani 1 1 d . . . . .
H1B H 0.4680 0.1212 0.5485 0.044 Uiso 1 1 calc R . . . .
N2B N 0.67503(15) 0.10181(14) 0.53351(12) 0.0357(4) Uani 1 1 d . . . . .
N3B N 0.18182(17) 0.37804(16) 0.45556(13) 0.0427(5) Uani 1 1 d . . . . .
H3B H 0.2040 0.3213 0.4725 0.051 Uiso 1 1 calc R . . . .
N4B N 0.16293(16) 0.50692(16) 0.38955(14) 0.0436(5) Uani 1 1 d . . . . .
C1B C 0.58314(17) 0.14080(16) 0.51343(13) 0.0297(4) Uani 1 1 d . . . . .
C2B C 0.58786(19) 0.03557(19) 0.60839(14) 0.0381(5) Uani 1 1 d . . . . .
H2BA H 0.5550 -0.0276 0.5994 0.046 Uiso 1 1 calc R . . . .
H2BB H 0.5959 0.0561 0.6600 0.046 Uiso 1 1 calc R . . . .
C3B C 0.6887(2) 0.03388(19) 0.59443(14) 0.0391(6) Uani 1 1 d . . . . .
H3BA H 0.7441 0.0539 0.6395 0.047 Uiso 1 1 calc R . . . .
H3BB H 0.7036 -0.0304 0.5795 0.047 Uiso 1 1 calc R . . . .
C4B C 0.7577(2) 0.1277(2) 0.5066(2) 0.0558(8) Uani 1 1 d . . . . .
H4BA H 0.8170 0.1439 0.5503 0.067 Uiso 1 1 calc R . . . .
H4BB H 0.7380 0.1858 0.4758 0.067 Uiso 1 1 calc R . . . .
C5B C 0.7885(3) 0.0558(3) 0.4624(2) 0.0696(10) Uani 1 1 d . . . . .
H5BA H 0.8513 0.0765 0.4538 0.083 Uiso 1 1 calc R . . . .
H5BB H 0.8025 -0.0048 0.4905 0.083 Uiso 1 1 calc R . . . .
C6B C 0.7113(3) 0.0413(3) 0.3923(3) 0.0811(12) Uani 1 1 d . . . . .
H6BA H 0.7372 0.0005 0.3607 0.122 Uiso 1 1 calc GR . . . .
H6BB H 0.6909 0.1026 0.3675 0.122 Uiso 1 1 calc GR . . . .
H6BC H 0.6529 0.0108 0.4005 0.122 Uiso 1 1 calc GR . . . .
C7B C 0.21441(17) 0.42610(17) 0.40822(14) 0.0341(5) Uani 1 1 d . . . . .
C8B C 0.10441(19) 0.4297(2) 0.47682(16) 0.0436(6) Uani 1 1 d . . . . .
H8BA H 0.1279 0.4449 0.5308 0.052 Uiso 1 1 calc R . . . .
H8BB H 0.0409 0.3928 0.4645 0.052 Uiso 1 1 calc R . . . .
C9B C 0.09055(19) 0.5190(2) 0.42969(16) 0.0460(7) Uani 1 1 d . . . . .
H9BA H 0.0207 0.5238 0.3946 0.055 Uiso 1 1 calc R . . . .
H9BB H 0.1060 0.5765 0.4615 0.055 Uiso 1 1 calc R . . . .
C10B C 0.1768(2) 0.5765(2) 0.33655(17) 0.0474(7) Uani 1 1 d . . . . .
H10C H 0.1112 0.6070 0.3101 0.057 Uiso 1 1 calc R . . . .
H10D H 0.2001 0.5435 0.2989 0.057 Uiso 1 1 calc R . . . .
C11B C 0.2527(2) 0.6520(2) 0.37464(19) 0.0527(7) Uani 1 1 d . . . . .
H11C H 0.3159 0.6216 0.4060 0.063 Uiso 1 1 calc R . . . .
H11D H 0.2257 0.6906 0.4076 0.063 Uiso 1 1 calc R . . . .
C12B C 0.2748(3) 0.7159(2) 0.3172(2) 0.0637(9) Uani 1 1 d . . . . .
H12D H 0.3004 0.6774 0.2840 0.096 Uiso 1 1 calc GR . . . .
H12E H 0.3256 0.7632 0.3427 0.096 Uiso 1 1 calc GR . . . .
H12F H 0.2127 0.7482 0.2876 0.096 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
Cu1A Cl1A 2.2660(7) . ?
Cu1A S1A 2.2270(6) . ?
Cu1A S2A 2.2146(7) . ?
S1A C1A 1.709(2) . ?
S2A C7A 1.711(2) . ?
N1A H1A 0.8800 . ?
N1A C1A 1.326(3) . ?
N1A C2A 1.454(3) . ?
N2A C1A 1.328(3) . ?
N2A C3A 1.457(3) . ?
N2A C4A 1.449(3) . ?
N3A H3A 0.8800 . ?
N3A C7A 1.322(3) . ?
N3A C8A 1.459(3) . ?
N4A C7A 1.336(3) . ?
N4A C9A 1.464(3) . ?
N4A C10A 1.456(3) . ?
C2A H2AA 0.9900 . ?
C2A H2AB 0.9900 . ?
C2A C3A 1.522(4) . ?
C3A H3AA 0.9900 . ?
C3A H3AB 0.9900 . ?
C4A H4AA 0.9900 . ?
C4A H4AB 0.9900 . ?
C4A C5A 1.521(4) . ?
C5A H5AA 0.9900 . ?
C5A H5AB 0.9900 . ?
C5A C6A 1.501(4) . ?
C6A H6AA 0.9800 . ?
C6A H6AB 0.9800 . ?
C6A H6AC 0.9800 . ?
C8A H8AA 0.9900 . ?
C8A H8AB 0.9900 . ?
C8A C9A 1.522(3) . ?
C9A H9AA 0.9900 . ?
C9A H9AB 0.9900 . ?
C10A H10A 0.9900 . ?
C10A H10B 0.9900 . ?
C10A C11A 1.513(4) . ?
C11A H11A 0.9900 . ?
C11A H11B 0.9900 . ?
C11A C12A 1.516(4) . ?
C12A H12A 0.9800 . ?
C12A H12B 0.9800 . ?
C12A H12C 0.9800 . ?
Cu1B Cl1B 2.2718(7) . ?
Cu1B S1B 2.2145(7) . ?
Cu1B S2B 2.2254(7) . ?
S1B C1B 1.711(2) . ?
S2B C7B 1.712(3) . ?
N1B H1B 0.8800 . ?
N1B C1B 1.323(3) . ?
N1B C2B 1.457(3) . ?
N2B C1B 1.336(3) . ?
N2B C3B 1.462(3) . ?
N2B C4B 1.456(3) . ?
N3B H3B 0.8800 . ?
N3B C7B 1.317(3) . ?
N3B C8B 1.467(3) . ?
N4B C7B 1.332(3) . ?
N4B C9B 1.462(4) . ?
N4B C10B 1.460(4) . ?
C2B H2BA 0.9900 . ?
C2B H2BB 0.9900 . ?
C2B C3B 1.519(4) . ?
C3B H3BA 0.9900 . ?
C3B H3BB 0.9900 . ?
C4B H4BA 0.9900 . ?
C4B H4BB 0.9900 . ?
C4B C5B 1.464(5) . ?
C5B H5BA 0.9900 . ?
C5B H5BB 0.9900 . ?
C5B C6B 1.427(6) . ?
C6B H6BA 0.9800 . ?
C6B H6BB 0.9800 . ?
C6B H6BC 0.9800 . ?
C8B H8BA 0.9900 . ?
C8B H8BB 0.9900 . ?
C8B C9B 1.518(4) . ?
C9B H9BA 0.9900 . ?
C9B H9BB 0.9900 . ?
C10B H10C 0.9900 . ?
C10B H10D 0.9900 . ?
C10B C11B 1.510(4) . ?
C11B H11C 0.9900 . ?
C11B H11D 0.9900 . ?
C11B C12B 1.519(5) . ?
C12B H12D 0.9800 . ?
C12B H12E 0.9800 . ?
C12B H12F 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
S1A Cu1A Cl1A 120.15(2) . . ?
S2A Cu1A Cl1A 120.09(2) . . ?
S2A Cu1A S1A 119.75(3) . . ?
C1A S1A Cu1A 107.66(8) . . ?
C7A S2A Cu1A 108.21(8) . . ?
C1A N1A H1A 123.8 . . ?
C1A N1A C2A 112.5(2) . . ?
C2A N1A H1A 123.8 . . ?
C1A N2A C3A 111.7(2) . . ?
C1A N2A C4A 125.3(2) . . ?
C4A N2A C3A 122.7(2) . . ?
C7A N3A H3A 124.0 . . ?
C7A N3A C8A 112.04(19) . . ?
C8A N3A H3A 124.0 . . ?
C7A N4A C9A 110.82(19) . . ?
C7A N4A C10A 126.9(2) . . ?
C10A N4A C9A 122.2(2) . . ?
N1A C1A S1A 125.80(17) . . ?
N1A C1A N2A 110.0(2) . . ?
N2A C1A S1A 124.24(19) . . ?
N1A C2A H2AA 111.3 . . ?
N1A C2A H2AB 111.3 . . ?
N1A C2A C3A 102.6(2) . . ?
H2AA C2A H2AB 109.2 . . ?
C3A C2A H2AA 111.3 . . ?
C3A C2A H2AB 111.3 . . ?
N2A C3A C2A 103.27(19) . . ?
N2A C3A H3AA 111.1 . . ?
N2A C3A H3AB 111.1 . . ?
C2A C3A H3AA 111.1 . . ?
C2A C3A H3AB 111.1 . . ?
H3AA C3A H3AB 109.1 . . ?
N2A C4A H4AA 109.1 . . ?
N2A C4A H4AB 109.1 . . ?
N2A C4A C5A 112.3(2) . . ?
H4AA C4A H4AB 107.9 . . ?
C5A C4A H4AA 109.1 . . ?
C5A C4A H4AB 109.1 . . ?
C4A C5A H5AA 109.2 . . ?
C4A C5A H5AB 109.2 . . ?
H5AA C5A H5AB 107.9 . . ?
C6A C5A C4A 111.9(2) . . ?
C6A C5A H5AA 109.2 . . ?
C6A C5A H5AB 109.2 . . ?
C5A C6A H6AA 109.5 . . ?
C5A C6A H6AB 109.5 . . ?
C5A C6A H6AC 109.5 . . ?
H6AA C6A H6AB 109.5 . . ?
H6AA C6A H6AC 109.5 . . ?
H6AB C6A H6AC 109.5 . . ?
N3A C7A S2A 125.96(17) . . ?
N3A C7A N4A 110.61(19) . . ?
N4A C7A S2A 123.44(17) . . ?
N3A C8A H8AA 111.3 . . ?
N3A C8A H8AB 111.3 . . ?
N3A C8A C9A 102.54(19) . . ?
H8AA C8A H8AB 109.2 . . ?
C9A C8A H8AA 111.3 . . ?
C9A C8A H8AB 111.3 . . ?
N4A C9A C8A 103.34(19) . . ?
N4A C9A H9AA 111.1 . . ?
N4A C9A H9AB 111.1 . . ?
C8A C9A H9AA 111.1 . . ?
C8A C9A H9AB 111.1 . . ?
H9AA C9A H9AB 109.1 . . ?
N4A C10A H10A 109.2 . . ?
N4A C10A H10B 109.2 . . ?
N4A C10A C11A 112.2(2) . . ?
H10A C10A H10B 107.9 . . ?
C11A C10A H10A 109.2 . . ?
C11A C10A H10B 109.2 . . ?
C10A C11A H11A 109.2 . . ?
C10A C11A H11B 109.2 . . ?
C10A C11A C12A 112.1(2) . . ?
H11A C11A H11B 107.9 . . ?
C12A C11A H11A 109.2 . . ?
C12A C11A H11B 109.2 . . ?
C11A C12A H12A 109.5 . . ?
C11A C12A H12B 109.5 . . ?
C11A C12A H12C 109.5 . . ?
H12A C12A H12B 109.5 . . ?
H12A C12A H12C 109.5 . . ?
H12B C12A H12C 109.5 . . ?
S1B Cu1B Cl1B 120.17(3) . . ?
S1B Cu1B S2B 122.85(3) . . ?
S2B Cu1B Cl1B 116.96(3) . . ?
C1B S1B Cu1B 108.18(8) . . ?
C7B S2B Cu1B 107.99(9) . . ?
C1B N1B H1B 123.7 . . ?
C1B N1B C2B 112.6(2) . . ?
C2B N1B H1B 123.7 . . ?
C1B N2B C3B 111.1(2) . . ?
C1B N2B C4B 126.9(2) . . ?
C4B N2B C3B 121.7(2) . . ?
C7B N3B H3B 123.8 . . ?
C7B N3B C8B 112.5(2) . . ?
C8B N3B H3B 123.8 . . ?
C7B N4B C9B 111.7(2) . . ?
C7B N4B C10B 125.0(2) . . ?
C10B N4B C9B 123.3(2) . . ?
N1B C1B S1B 125.73(18) . . ?
N1B C1B N2B 110.2(2) . . ?
N2B C1B S1B 124.12(18) . . ?
N1B C2B H2BA 111.3 . . ?
N1B C2B H2BB 111.3 . . ?
N1B C2B C3B 102.5(2) . . ?
H2BA C2B H2BB 109.2 . . ?
C3B C2B H2BA 111.3 . . ?
C3B C2B H2BB 111.3 . . ?
N2B C3B C2B 103.68(19) . . ?
N2B C3B H3BA 111.0 . . ?
N2B C3B H3BB 111.0 . . ?
C2B C3B H3BA 111.0 . . ?
C2B C3B H3BB 111.0 . . ?
H3BA C3B H3BB 109.0 . . ?
N2B C4B H4BA 108.2 . . ?
N2B C4B H4BB 108.2 . . ?
N2B C4B C5B 116.2(3) . . ?
H4BA C4B H4BB 107.4 . . ?
C5B C4B H4BA 108.2 . . ?
C5B C4B H4BB 108.2 . . ?
C4B C5B H5BA 109.5 . . ?
C4B C5B H5BB 109.5 . . ?
H5BA C5B H5BB 108.1 . . ?
C6B C5B C4B 110.8(3) . . ?
C6B C5B H5BA 109.5 . . ?
C6B C5B H5BB 109.5 . . ?
C5B C6B H6BA 109.5 . . ?
C5B C6B H6BB 109.5 . . ?
C5B C6B H6BC 109.5 . . ?
H6BA C6B H6BB 109.5 . . ?
H6BA C6B H6BC 109.5 . . ?
H6BB C6B H6BC 109.5 . . ?
N3B C7B S2B 126.31(19) . . ?
N3B C7B N4B 110.0(2) . . ?
N4B C7B S2B 123.7(2) . . ?
N3B C8B H8BA 111.3 . . ?
N3B C8B H8BB 111.3 . . ?
N3B C8B C9B 102.4(2) . . ?
H8BA C8B H8BB 109.2 . . ?
C9B C8B H8BA 111.3 . . ?
C9B C8B H8BB 111.3 . . ?
N4B C9B C8B 103.3(2) . . ?
N4B C9B H9BA 111.1 . . ?
N4B C9B H9BB 111.1 . . ?
C8B C9B H9BA 111.1 . . ?
C8B C9B H9BB 111.1 . . ?
H9BA C9B H9BB 109.1 . . ?
N4B C10B H10C 109.2 . . ?
N4B C10B H10D 109.2 . . ?
N4B C10B C11B 112.0(2) . . ?
H10C C10B H10D 107.9 . . ?
C11B C10B H10C 109.2 . . ?
C11B C10B H10D 109.2 . . ?
C10B C11B H11C 109.5 . . ?
C10B C11B H11D 109.5 . . ?
C10B C11B C12B 110.5(3) . . ?
H11C C11B H11D 108.1 . . ?
C12B C11B H11C 109.5 . . ?
C12B C11B H11D 109.5 . . ?
C11B C12B H12D 109.5 . . ?
C11B C12B H12E 109.5 . . ?
C11B C12B H12F 109.5 . . ?
H12D C12B H12E 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 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
N1A H1A Cl1A 0.88 2.33 3.184(2) 163.5 .
N3A H3A Cl1A 0.88 2.43 3.233(2) 152.1 .
N1B H1B Cl1B 0.88 2.35 3.210(2) 164.6 .
N3B H3B Cl1B 0.88 2.32 3.167(2) 162.1 .

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1A S1A C1A N1A -2.9(2) . . . . ?
Cu1A S1A C1A N2A 178.10(18) . . . . ?
Cu1A S2A C7A N3A -15.3(2) . . . . ?
Cu1A S2A C7A N4A 164.86(17) . . . . ?
N1A C2A C3A N2A -2.1(3) . . . . ?
N2A C4A C5A C6A -172.3(3) . . . . ?
N3A C8A C9A N4A -7.7(3) . . . . ?
N4A C10A C11A C12A 176.4(3) . . . . ?
C1A N1A C2A C3A 2.6(3) . . . . ?
C1A N2A C3A C2A 1.1(3) . . . . ?
C1A N2A C4A C5A 88.0(3) . . . . ?
C2A N1A C1A S1A 178.86(18) . . . . ?
C2A N1A C1A N2A -2.0(3) . . . . ?
C3A N2A C1A S1A 179.61(17) . . . . ?
C3A N2A C1A N1A 0.4(3) . . . . ?
C3A N2A C4A C5A -85.7(3) . . . . ?
C4A N2A C1A S1A 5.3(3) . . . . ?
C4A N2A C1A N1A -173.9(2) . . . . ?
C4A N2A C3A C2A 175.6(2) . . . . ?
C7A N3A C8A C9A 7.1(3) . . . . ?
C7A N4A C9A C8A 6.5(3) . . . . ?
C7A N4A C10A C11A 104.5(3) . . . . ?
C8A N3A C7A S2A 176.74(17) . . . . ?
C8A N3A C7A N4A -3.4(3) . . . . ?
C9A N4A C7A S2A 177.65(17) . . . . ?
C9A N4A C7A N3A -2.3(3) . . . . ?
C9A N4A C10A C11A -73.4(3) . . . . ?
C10A N4A C7A S2A -0.5(3) . . . . ?
C10A N4A C7A N3A 179.6(2) . . . . ?
C10A N4A C9A C8A -175.3(2) . . . . ?
Cu1B S1B C1B N1B 2.8(2) . . . . ?
Cu1B S1B C1B N2B -177.32(18) . . . . ?
Cu1B S2B C7B N3B -12.4(2) . . . . ?
Cu1B S2B C7B N4B 168.77(19) . . . . ?
N1B C2B C3B N2B -0.5(3) . . . . ?
N2B C4B C5B C6B 67.9(4) . . . . ?
N3B C8B C9B N4B -1.1(3) . . . . ?
N4B C10B C11B C12B 173.1(2) . . . . ?
C1B N1B C2B C3B -0.2(3) . . . . ?
C1B N2B C3B C2B 1.0(3) . . . . ?
C1B N2B C4B C5B -114.0(3) . . . . ?
C2B N1B C1B S1B -179.31(18) . . . . ?
C2B N1B C1B N2B 0.8(3) . . . . ?
C3B N2B C1B S1B 178.97(18) . . . . ?
C3B N2B C1B N1B -1.2(3) . . . . ?
C3B N2B C4B C5B 73.1(4) . . . . ?
C4B N2B C1B S1B 5.4(4) . . . . ?
C4B N2B C1B N1B -174.7(3) . . . . ?
C4B N2B C3B C2B 174.9(2) . . . . ?
C7B N3B C8B C9B 2.8(3) . . . . ?
C7B N4B C9B C8B -0.8(3) . . . . ?
C7B N4B C10B C11B -91.8(3) . . . . ?
C8B N3B C7B S2B 177.49(18) . . . . ?
C8B N3B C7B N4B -3.5(3) . . . . ?
C9B N4B C7B S2B -178.29(18) . . . . ?
C9B N4B C7B N3B 2.7(3) . . . . ?
C9B N4B C10B C11B 87.2(3) . . . . ?
C10B N4B C7B S2B 0.8(4) . . . . ?
C10B N4B C7B N3B -178.1(2) . . . . ?
C10B N4B C9B C8B 180.0(2) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_exptl_crystal_mounting_method 'nylon loop'
_olex2_submission_original_sample_id JPL-201
_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 1.253
_oxdiff_exptl_absorpt_empirical_full_min 0.761
####################################################################### 
# 
# 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-213
_database_code_depnum_ccdc_archive 'CCDC 1507434'
_audit_update_record             
;
2016-11-12 deposited with the CCDC.
2016-12-26 downloaded from the CCDC.
;
_audit_creation_date             2016-05-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
# start Validation Reply Form
_vrf_PLAT220_jpl-213             
;
PROBLEM: Non-Solvent Resd 1 C Ueq(max)/Ueq(min) Range 10.0 Ratio
RESPONSE: The C7 atom could not be modeled as disordered, so
it remains as located and refined by the Olex2 Program
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H79.76 Cl6 Cu6 N12 S6'
_chemical_formula_sum            'C42 H79.76 Cl6 Cu6 N12 S6'
_chemical_formula_weight         1539.24
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C14 H28 N4 S2 Cl Cu'
_chemical_oxdiff_usercomment     "Lobana's JPL-213"
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      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3'
_space_group_name_Hall           '-R 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   17.5632(7)
_cell_length_b                   17.5632(7)
_cell_length_c                   17.7092(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     4730.8(5)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    1927
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      71.1800
_cell_measurement_theta_min      5.0440
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.721
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.30459
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.621
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             2363
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_av_unetI/netI     0.0484
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            3661
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.233
_diffrn_reflns_theta_min         5.782
_diffrn_ambient_temperature      173(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0416
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   19.00   46.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.1697   57.0000  -90.0000 27

#__ type_ start__ end____ width___ exp.time_
  2 omega   66.00   99.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.1697   57.0000  -90.0000 33

#__ type_ start__ end____ width___ exp.time_
  3 omega   38.00   91.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000    0.0000 53

#__ type_ start__ end____ width___ exp.time_
  4 omega   69.00   95.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   30.0000 26

#__ type_ start__ end____ width___ exp.time_
  5 omega   59.00   91.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  120.0000 32

#__ type_ start__ end____ width___ exp.time_
  6 omega   41.00   78.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -30.0000 37

#__ type_ start__ end____ width___ exp.time_
  7 omega   52.00   94.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -90.0000 42

#__ type_ start__ end____ width___ exp.time_
  8 omega   54.00  171.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000    0.0000  -90.0000 117

#__ type_ start__ end____ width___ exp.time_
  9 omega   33.00   61.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.1697  -99.0000 -180.0000 28

#__ type_ start__ end____ width___ exp.time_
 10 omega  -70.00  -35.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000 -178.0000   30.0000 35

#__ type_ start__ end____ width___ exp.time_
 11 omega -105.00  -35.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000 -178.0000  -30.0000 70

#__ type_ start__ end____ width___ exp.time_
 12 omega -102.00  -77.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000 -178.0000   30.0000 25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  Rigaku-OxfordDiffracti0on
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0723120000
_diffrn_orient_matrix_UB_12      0.0335429000
_diffrn_orient_matrix_UB_13      -0.0608942000
_diffrn_orient_matrix_UB_21      -0.0414090000
_diffrn_orient_matrix_UB_22      0.0490205000
_diffrn_orient_matrix_UB_23      -0.0390454000
_diffrn_orient_matrix_UB_31      0.0576736000
_diffrn_orient_matrix_UB_32      0.0820070000
_diffrn_orient_matrix_UB_33      0.0482224000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1818
_reflns_number_total             1995
_reflns_odcompleteness_completeness 99.90
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_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         1.093
_refine_diff_density_min         -0.868
_refine_diff_density_rms         0.137
_refine_ls_extinction_coef       0.00030(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         1995
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0548
_refine_ls_R_factor_gt           0.0513
_refine_ls_restrained_S_all      1.084
_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)+(0.0865P)²+8.1033P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1342
_refine_ls_wR_factor_ref         0.1382
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C4) = Uanis(C4A)
Uanis(C5) = Uanis(C5A)
3. Others
 Sof(C4A)=Sof(H4AA)=Sof(H4AB)=Sof(C5A)=Sof(H5AA)=Sof(H5AB)=1-FVAR(1)
 Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(H6A)=Sof(H6B)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C4A(H4AA,H4AB), C5(H5A,H5B), C5A(H5AA,
 H5AB), C6(H6A,H6B)
4.b Aromatic/amide H refined with riding coordinates:
 N1(H1)
4.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.40764(3) 0.56012(3) 0.68590(3) 0.0189(2) Uani 1 1 d . . . . .
Cl1 Cl 0.49301(6) 0.50842(6) 0.73127(5) 0.0283(3) Uani 1 1 d . . . . .
S1 S 0.42899(5) 0.62176(5) 0.57227(4) 0.0165(3) Uani 1 1 d . . . . .
N1 N 0.5629(2) 0.5859(2) 0.56581(18) 0.0263(7) Uani 1 1 d . . . . .
H1 H 0.5474 0.5565 0.6086 0.032 Uiso 1 1 calc R . . . .
N2 N 0.5521(2) 0.6535(3) 0.46618(19) 0.0365(8) Uani 1 1 d . . . . .
C1 C 0.5194(2) 0.6201(2) 0.53298(19) 0.0179(6) Uani 1 1 d . . . . .
C2 C 0.6403(2) 0.6034(2) 0.5216(2) 0.0277(8) Uani 1 1 d . . . . .
H2A H 0.6407 0.5483 0.5105 0.033 Uiso 1 1 calc R . . . .
H2B H 0.6952 0.6444 0.5485 0.033 Uiso 1 1 calc R . . . .
C3 C 0.6297(3) 0.6445(3) 0.4500(2) 0.0383(10) Uani 1 1 d . . . . .
H3A H 0.6824 0.7026 0.4405 0.046 Uiso 1 1 calc R . . . .
H3B H 0.6193 0.6060 0.4058 0.046 Uiso 1 1 calc R . . . .
C4 C 0.5396(4) 0.7250(4) 0.4281(3) 0.0319(12) Uani 0.647(6) 1 d . . P A 1
H4A H 0.4853 0.7218 0.4476 0.038 Uiso 0.647(6) 1 calc R . P A 1
H4B H 0.5897 0.7835 0.4412 0.038 Uiso 0.647(6) 1 calc R . P A 1
C4A C 0.5038(8) 0.6645(7) 0.4042(6) 0.0319(12) Uani 0.353(6) 1 d . . P A 2
H4AA H 0.4432 0.6479 0.4195 0.038 Uiso 0.353(6) 1 calc R . P A 2
H4AB H 0.5014 0.6296 0.3595 0.038 Uiso 0.353(6) 1 calc R . P A 2
C5 C 0.5335(7) 0.7151(6) 0.3447(4) 0.0571(19) Uani 0.647(6) 1 d . . P A 1
H5A H 0.4855 0.6560 0.3304 0.068 Uiso 0.647(6) 1 calc R . P A 1
H5B H 0.5894 0.7236 0.3235 0.068 Uiso 0.647(6) 1 calc R . P A 1
C5A C 0.5592(12) 0.7631(11) 0.3888(9) 0.0571(19) Uani 0.353(6) 1 d . . P A 2
H5AA H 0.6204 0.7788 0.3766 0.068 Uiso 0.353(6) 1 calc R . P A 2
H5AB H 0.5604 0.7967 0.4341 0.068 Uiso 0.353(6) 1 calc R . P A 2
C6 C 0.5142(6) 0.7882(6) 0.3150(6) 0.105(3) Uani 1 1 d . . . . .
H6A H 0.4614 0.7836 0.3395 0.126 Uiso 0.647(6) 1 calc R . P A 1
H6B H 0.5649 0.8478 0.3239 0.126 Uiso 0.647(6) 1 calc R . P A 1
C7 C 0.5009(10) 0.7706(9) 0.2416(8) 0.202(8) Uani 1 1 d . . . . .
H7A H 0.5504 0.7670 0.2203 0.303 Uiso 1 1 calc GR . . . .
H7B H 0.4958 0.8175 0.2162 0.303 Uiso 1 1 calc GR . . . .
H7C H 0.4465 0.7144 0.2343 0.303 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 Cu1 2.8480(5) 15_556 ?
Cu1 Cu1 2.8480(5) 14_456 ?
Cu1 Cl1 2.2538(9) . ?
Cu1 S1 2.2262(9) . ?
Cu1 S1 2.2939(8) 14_456 ?
S1 Cu1 2.2939(8) 15_556 ?
S1 C1 1.748(3) . ?
N1 H1 0.8800 . ?
N1 C1 1.319(4) . ?
N1 C2 1.462(4) . ?
N2 C1 1.318(5) . ?
N2 C3 1.476(5) . ?
N2 C4 1.536(7) . ?
N2 C4A 1.460(12) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.516(6) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.484(9) . ?
C4A H4AA 0.9900 . ?
C4A H4AB 0.9900 . ?
C4A C5A 1.528(19) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.574(12) . ?
C5A H5AA 0.9900 . ?
C5A H5AB 0.9900 . ?
C5A C6 1.696(18) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.329(15) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 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
Cu1 Cu1 Cu1 114.465(14) 15_556 14_456 ?
Cl1 Cu1 Cu1 109.64(3) . 15_556 ?
Cl1 Cu1 Cu1 135.63(3) . 14_456 ?
Cl1 Cu1 S1 113.12(3) . 14_456 ?
S1 Cu1 Cu1 52.01(2) . 15_556 ?
S1 Cu1 Cu1 115.75(2) 14_456 15_556 ?
S1 Cu1 Cu1 49.89(2) 14_456 14_456 ?
S1 Cu1 Cu1 83.38(3) . 14_456 ?
S1 Cu1 Cl1 122.27(4) . . ?
S1 Cu1 S1 124.13(4) . 14_456 ?
Cu1 S1 Cu1 78.10(3) . 15_556 ?
C1 S1 Cu1 93.61(11) . 15_556 ?
C1 S1 Cu1 106.57(12) . . ?
C1 N1 H1 124.5 . . ?
C1 N1 C2 111.0(3) . . ?
C2 N1 H1 124.5 . . ?
C1 N2 C3 110.3(3) . . ?
C1 N2 C4 123.3(3) . . ?
C1 N2 C4A 125.6(5) . . ?
C3 N2 C4 121.3(4) . . ?
C4A N2 C3 119.9(5) . . ?
N1 C1 S1 124.8(3) . . ?
N2 C1 S1 123.2(3) . . ?
N2 C1 N1 112.1(3) . . ?
N1 C2 H2A 111.2 . . ?
N1 C2 H2B 111.2 . . ?
N1 C2 C3 103.0(3) . . ?
H2A C2 H2B 109.1 . . ?
C3 C2 H2A 111.2 . . ?
C3 C2 H2B 111.2 . . ?
N2 C3 C2 103.2(3) . . ?
N2 C3 H3A 111.1 . . ?
N2 C3 H3B 111.1 . . ?
C2 C3 H3A 111.1 . . ?
C2 C3 H3B 111.1 . . ?
H3A C3 H3B 109.1 . . ?
N2 C4 H4A 109.2 . . ?
N2 C4 H4B 109.2 . . ?
H4A C4 H4B 107.9 . . ?
C5 C4 N2 111.9(5) . . ?
C5 C4 H4A 109.2 . . ?
C5 C4 H4B 109.2 . . ?
N2 C4A H4AA 111.4 . . ?
N2 C4A H4AB 111.4 . . ?
N2 C4A C5A 101.6(10) . . ?
H4AA C4A H4AB 109.3 . . ?
C5A C4A H4AA 111.4 . . ?
C5A C4A H4AB 111.4 . . ?
C4 C5 H5A 110.6 . . ?
C4 C5 H5B 110.6 . . ?
C4 C5 C6 105.7(7) . . ?
H5A C5 H5B 108.7 . . ?
C6 C5 H5A 110.6 . . ?
C6 C5 H5B 110.6 . . ?
C4A C5A H5AA 110.0 . . ?
C4A C5A H5AB 110.0 . . ?
C4A C5A C6 108.4(11) . . ?
H5AA C5A H5AB 108.4 . . ?
C6 C5A H5AA 110.0 . . ?
C6 C5A H5AB 110.0 . . ?
C5 C6 H6A 111.2 . . ?
C5 C6 H6B 111.2 . . ?
H6A C6 H6B 109.1 . . ?
C7 C6 C5 102.9(10) . . ?
C7 C6 C5A 138.0(12) . . ?
C7 C6 H6A 111.2 . . ?
C7 C6 H6B 111.2 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 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
N1 H1 Cl1 0.88 2.35 3.205(3) 163.0 .

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 1.7(3) . . . . ?
Cu1 S1 C1 N1 80.3(3) 15_556 . . . ?
Cu1 S1 C1 N2 -99.7(3) 15_556 . . . ?
Cu1 S1 C1 N2 -178.3(3) . . . . ?
N1 C2 C3 N2 5.6(4) . . . . ?
N2 C4 C5 C6 176.1(6) . . . . ?
N2 C4A C5A C6 178.1(9) . . . . ?
C1 N1 C2 C3 -7.2(4) . . . . ?
C1 N2 C3 C2 -2.7(5) . . . . ?
C1 N2 C4 C5 -146.5(6) . . . . ?
C1 N2 C4A C5A 123.2(9) . . . . ?
C2 N1 C1 S1 -174.1(2) . . . . ?
C2 N1 C1 N2 5.9(4) . . . . ?
C3 N2 C1 S1 178.1(3) . . . . ?
C3 N2 C1 N1 -1.9(5) . . . . ?
C3 N2 C4 C5 61.1(7) . . . . ?
C3 N2 C4A C5A -82.3(10) . . . . ?
C4 N2 C1 S1 23.1(6) . . . . ?
C4 N2 C1 N1 -156.9(4) . . . . ?
C4 N2 C3 C2 152.9(4) . . . . ?
C4 C5 C6 C7 -174.1(10) . . . . ?
C4A N2 C1 S1 -25.3(8) . . . . ?
C4A N2 C1 N1 154.7(6) . . . . ?
C4A N2 C3 C2 -160.8(6) . . . . ?
C4A C5A C6 C7 -66(2) . . . . ?

_shelx_SHELXL_version_number     2014/7

####################################################################### 
# 
# 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-113
_database_code_depnum_ccdc_archive 'CCDC 1507428'
_audit_update_record             
;
2016-09-29 deposited with the CCDC.
2016-12-26 downloaded from the CCDC.
;
_audit_creation_date             2014-10-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H28 Cu I N4 S2'
_chemical_formula_sum            'C14 H28 Cu I N4 S2'
_chemical_formula_weight         506.96
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C14 H24 N4 S2 I Cu'
_chemical_oxdiff_usercomment     "Lobana's JPL-113"
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'
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'
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                   7.4901(4)
_cell_length_b                   10.3906(4)
_cell_length_c                   14.1896(8)
_cell_angle_alpha                102.429(4)
_cell_angle_beta                 100.467(5)
_cell_angle_gamma                100.840(4)
_cell_volume                     1030.40(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3390
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      31.4260
_cell_measurement_theta_min      3.3920
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.762
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.43213
_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            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.634
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plank
_exptl_crystal_F_000             508
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_unetI/netI     0.0610
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.888
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            12340
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.888
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         32.734
_diffrn_reflns_theta_min         3.190
_diffrn_ambient_temperature      173(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0416
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.888
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -40.00   40.00   1.0000    9.9550
omega____ theta____ kappa____ phi______ frames
    -      -23.8050   57.0000   30.0000 80

#__ type_ start__ end____ width___ exp.time_
  2 omega   11.00   43.00   1.0000    9.9550
omega____ theta____ kappa____ phi______ frames
    -      -23.8050   77.0000  -30.0000 32

#__ type_ start__ end____ width___ exp.time_
  3 omega   -1.00   94.00   1.0000    9.9550
omega____ theta____ kappa____ phi______ frames
    -       25.9925   77.0000 -120.0000 95

#__ type_ start__ end____ width___ exp.time_
  4 omega   41.00   68.00   1.0000    9.9550
omega____ theta____ kappa____ phi______ frames
    -       25.9925  178.0000  -60.0000 27

#__ type_ start__ end____ width___ exp.time_
  5 omega  -39.00    3.00   1.0000    9.9550
omega____ theta____ kappa____ phi______ frames
    -      -23.8050  -77.0000   30.0000 42

#__ type_ start__ end____ width___ exp.time_
  6 omega  -14.00   65.00   1.0000    9.9550
omega____ theta____ kappa____ phi______ frames
    -       25.9925  -99.0000  -30.0000 79

#__ type_ start__ end____ width___ exp.time_
  7 omega  -41.00   53.00   1.0000    9.9550
omega____ theta____ kappa____ phi______ frames
    -       25.9925  -77.0000  120.0000 94

#__ type_ start__ end____ width___ exp.time_
  8 omega  -72.00  -47.00   1.0000    9.9550
omega____ theta____ kappa____ phi______ frames
    -      -23.8050  -77.0000   30.0000 25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Aglient, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0337988000
_diffrn_orient_matrix_UB_12      0.0694850000
_diffrn_orient_matrix_UB_13      0.0257840000
_diffrn_orient_matrix_UB_21      0.0851271000
_diffrn_orient_matrix_UB_22      0.0005214000
_diffrn_orient_matrix_UB_23      -0.0152891000
_diffrn_orient_matrix_UB_31      -0.0378775000
_diffrn_orient_matrix_UB_32      0.0186407000
_diffrn_orient_matrix_UB_33      -0.0432440000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4756
_reflns_number_total             6759
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.44
_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, 2008)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         1.012
_refine_diff_density_min         -0.782
_refine_diff_density_rms         0.115
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         6759
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0698
_refine_ls_R_factor_gt           0.0421
_refine_ls_restrained_S_all      1.006
_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)+(0.0362P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0845
_refine_ls_wR_factor_ref         0.0983
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  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:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C9(H9A,H9B),
 C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B), C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), N3(H3)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
I1 I 0.21597(3) 0.31613(2) 0.18900(2) 0.03864(8) Uani 1 1 d . . . . .
Cu1 Cu 0.30565(6) 0.57078(4) 0.26452(3) 0.03213(10) Uani 1 1 d . . . . .
S1 S 0.16584(11) 0.68140(8) 0.37175(7) 0.03436(19) Uani 1 1 d . . . . .
S2 S 0.53723(13) 0.71334(8) 0.23344(7) 0.0395(2) Uani 1 1 d . . . . .
N1 N -0.1478(4) 0.6142(2) 0.4348(2) 0.0329(6) Uani 1 1 d . . . . .
N2 N -0.0884(4) 0.4432(3) 0.3369(3) 0.0427(7) Uani 1 1 d . . . . .
H2 H -0.0312 0.3996 0.2983 0.051 Uiso 1 1 calc R . . . .
N3 N 0.6153(4) 0.4944(3) 0.1207(2) 0.0406(7) Uani 1 1 d . . . . .
H3 H 0.5171 0.4400 0.1251 0.049 Uiso 1 1 calc R . . . .
N4 N 0.8162(4) 0.6848(3) 0.1403(2) 0.0318(6) Uani 1 1 d . . . . .
C1 C -0.4129(6) 0.9575(4) 0.6351(4) 0.0621(13) Uani 1 1 d . . . . .
H1A H -0.5260 0.9328 0.5842 0.093 Uiso 1 1 calc GR . . . .
H1B H -0.3864 1.0526 0.6670 0.093 Uiso 1 1 calc GR . . . .
H1C H -0.4276 0.9064 0.6832 0.093 Uiso 1 1 calc GR . . . .
C2 C -0.2540(6) 0.9275(3) 0.5896(3) 0.0504(10) Uani 1 1 d . . . . .
H2A H -0.1413 0.9498 0.6418 0.061 Uiso 1 1 calc R . . . .
H2B H -0.2332 0.9853 0.5454 0.061 Uiso 1 1 calc R . . . .
C3 C -0.2875(5) 0.7815(3) 0.5322(3) 0.0406(8) Uani 1 1 d . . . . .
H3A H -0.3092 0.7232 0.5760 0.049 Uiso 1 1 calc R . . . .
H3B H -0.3990 0.7592 0.4792 0.049 Uiso 1 1 calc R . . . .
C4 C -0.1278(5) 0.7547(3) 0.4893(4) 0.0537(11) Uani 1 1 d . . . . .
H4A H -0.1089 0.8124 0.4448 0.064 Uiso 1 1 calc R . . . .
H4B H -0.0163 0.7808 0.5426 0.064 Uiso 1 1 calc R . . . .
C5 C -0.3052(5) 0.5020(3) 0.4271(3) 0.0361(8) Uani 1 1 d . . . . .
H5A H -0.4225 0.5184 0.3964 0.043 Uiso 1 1 calc R . . . .
H5B H -0.3122 0.4877 0.4918 0.043 Uiso 1 1 calc R . . . .
C6 C -0.2590(5) 0.3805(3) 0.3613(3) 0.0363(8) Uani 1 1 d . . . . .
H6A H -0.2380 0.3130 0.3971 0.044 Uiso 1 1 calc R . . . .
H6B H -0.3582 0.3386 0.3021 0.044 Uiso 1 1 calc R . . . .
C7 C -0.0304(4) 0.5759(3) 0.3811(2) 0.0276(6) Uani 1 1 d . . . . .
C8 C 0.6608(5) 0.6276(3) 0.1638(2) 0.0297(6) Uani 1 1 d . . . . .
C9 C 0.7483(5) 0.4508(3) 0.0658(3) 0.0373(8) Uani 1 1 d . . . . .
H9A H 0.6895 0.4107 -0.0039 0.045 Uiso 1 1 calc R . . . .
H9B H 0.8055 0.3861 0.0927 0.045 Uiso 1 1 calc R . . . .
C10 C 0.8921(5) 0.5846(3) 0.0810(3) 0.0364(7) Uani 1 1 d . . . . .
H10A H 1.0144 0.5816 0.1162 0.044 Uiso 1 1 calc R . . . .
H10B H 0.9015 0.6042 0.0181 0.044 Uiso 1 1 calc R . . . .
C11 C 0.9221(5) 0.8252(3) 0.1810(3) 0.0404(8) Uani 1 1 d . . . . .
H11A H 1.0504 0.8263 0.2096 0.048 Uiso 1 1 calc R . . . .
H11B H 0.8702 0.8683 0.2338 0.048 Uiso 1 1 calc R . . . .
C12 C 0.9202(6) 0.9068(3) 0.1034(3) 0.0476(9) Uani 1 1 d . . . . .
H12A H 1.0157 0.9907 0.1304 0.057 Uiso 1 1 calc R . . . .
H12B H 0.9521 0.8557 0.0457 0.057 Uiso 1 1 calc R . . . .
C13 C 0.7335(7) 0.9404(4) 0.0707(4) 0.0595(12) Uani 1 1 d . . . . .
H13A H 0.6358 0.8576 0.0519 0.071 Uiso 1 1 calc R . . . .
H13B H 0.7350 0.9747 0.0125 0.071 Uiso 1 1 calc R . . . .
C14 C 0.6862(7) 1.0441(5) 0.1498(4) 0.0692(14) Uani 1 1 d . . . . .
H14A H 0.5696 1.0633 0.1233 0.104 Uiso 1 1 calc GR . . . .
H14B H 0.7832 1.1260 0.1698 0.104 Uiso 1 1 calc GR . . . .
H14C H 0.6758 1.0084 0.2061 0.104 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
I1 Cu1 2.5397(4) . ?
Cu1 S1 2.2386(9) . ?
Cu1 S2 2.2338(9) . ?
S1 C7 1.705(3) . ?
S2 C8 1.700(3) . ?
N1 C4 1.463(4) . ?
N1 C5 1.464(4) . ?
N1 C7 1.326(4) . ?
N2 H2 0.8600 . ?
N2 C6 1.457(4) . ?
N2 C7 1.336(4) . ?
N3 H3 0.8600 . ?
N3 C8 1.338(4) . ?
N3 C9 1.451(4) . ?
N4 C8 1.336(4) . ?
N4 C10 1.461(4) . ?
N4 C11 1.458(4) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C2 1.504(5) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.509(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.483(5) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.535(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.537(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.527(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.519(6) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.521(7) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 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
S1 Cu1 I1 124.63(3) . . ?
S2 Cu1 I1 124.18(3) . . ?
S2 Cu1 S1 111.19(3) . . ?
C7 S1 Cu1 110.55(11) . . ?
C8 S2 Cu1 111.16(11) . . ?
C4 N1 C5 124.4(3) . . ?
C7 N1 C4 123.3(3) . . ?
C7 N1 C5 112.1(3) . . ?
C6 N2 H2 123.7 . . ?
C7 N2 H2 123.7 . . ?
C7 N2 C6 112.6(3) . . ?
C8 N3 H3 123.4 . . ?
C8 N3 C9 113.2(3) . . ?
C9 N3 H3 123.4 . . ?
C8 N4 C10 112.1(3) . . ?
C8 N4 C11 126.0(3) . . ?
C11 N4 C10 121.1(3) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C1 C2 H2A 108.9 . . ?
C1 C2 H2B 108.9 . . ?
C1 C2 C3 113.5(3) . . ?
H2A C2 H2B 107.7 . . ?
C3 C2 H2A 108.9 . . ?
C3 C2 H2B 108.9 . . ?
C2 C3 H3A 109.2 . . ?
C2 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?
C4 C3 C2 112.3(3) . . ?
C4 C3 H3A 109.2 . . ?
C4 C3 H3B 109.2 . . ?
N1 C4 C3 115.5(3) . . ?
N1 C4 H4A 108.4 . . ?
N1 C4 H4B 108.4 . . ?
C3 C4 H4A 108.4 . . ?
C3 C4 H4B 108.4 . . ?
H4A C4 H4B 107.5 . . ?
N1 C5 H5A 111.2 . . ?
N1 C5 H5B 111.2 . . ?
N1 C5 C6 103.0(3) . . ?
H5A C5 H5B 109.1 . . ?
C6 C5 H5A 111.2 . . ?
C6 C5 H5B 111.2 . . ?
N2 C6 C5 102.4(2) . . ?
N2 C6 H6A 111.3 . . ?
N2 C6 H6B 111.3 . . ?
C5 C6 H6A 111.3 . . ?
C5 C6 H6B 111.3 . . ?
H6A C6 H6B 109.2 . . ?
N1 C7 S1 124.4(2) . . ?
N1 C7 N2 109.8(3) . . ?
N2 C7 S1 125.7(3) . . ?
N3 C8 S2 126.0(3) . . ?
N4 C8 S2 124.8(2) . . ?
N4 C8 N3 109.2(3) . . ?
N3 C9 H9A 111.3 . . ?
N3 C9 H9B 111.3 . . ?
N3 C9 C10 102.3(2) . . ?
H9A C9 H9B 109.2 . . ?
C10 C9 H9A 111.3 . . ?
C10 C9 H9B 111.3 . . ?
N4 C10 C9 103.2(3) . . ?
N4 C10 H10A 111.1 . . ?
N4 C10 H10B 111.1 . . ?
C9 C10 H10A 111.1 . . ?
C9 C10 H10B 111.1 . . ?
H10A C10 H10B 109.1 . . ?
N4 C11 H11A 109.0 . . ?
N4 C11 H11B 109.0 . . ?
N4 C11 C12 112.9(3) . . ?
H11A C11 H11B 107.8 . . ?
C12 C11 H11A 109.0 . . ?
C12 C11 H11B 109.0 . . ?
C11 C12 H12A 108.8 . . ?
C11 C12 H12B 108.8 . . ?
H12A C12 H12B 107.7 . . ?
C13 C12 C11 113.8(3) . . ?
C13 C12 H12A 108.8 . . ?
C13 C12 H12B 108.8 . . ?
C12 C13 H13A 108.8 . . ?
C12 C13 H13B 108.8 . . ?
C12 C13 C14 113.9(4) . . ?
H13A C13 H13B 107.7 . . ?
C14 C13 H13A 108.8 . . ?
C14 C13 H13B 108.8 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 S1 C7 N1 -176.3(2) . . . . ?
Cu1 S1 C7 N2 4.5(3) . . . . ?
Cu1 S2 C8 N3 8.5(4) . . . . ?
Cu1 S2 C8 N4 -174.3(3) . . . . ?
N1 C5 C6 N2 -3.1(4) . . . . ?
N3 C9 C10 N4 -1.4(4) . . . . ?
N4 C11 C12 C13 72.3(4) . . . . ?
C1 C2 C3 C4 -179.4(4) . . . . ?
C2 C3 C4 N1 178.4(4) . . . . ?
C4 N1 C5 C6 178.8(3) . . . . ?
C4 N1 C7 S1 3.2(5) . . . . ?
C4 N1 C7 N2 -177.5(3) . . . . ?
C5 N1 C4 C3 -4.4(6) . . . . ?
C5 N1 C7 S1 179.1(2) . . . . ?
C5 N1 C7 N2 -1.6(4) . . . . ?
C6 N2 C7 S1 178.6(3) . . . . ?
C6 N2 C7 N1 -0.7(4) . . . . ?
C7 N1 C4 C3 171.0(3) . . . . ?
C7 N1 C5 C6 3.0(4) . . . . ?
C7 N2 C6 C5 2.5(4) . . . . ?
C8 N3 C9 C10 -0.4(4) . . . . ?
C8 N4 C10 C9 2.9(4) . . . . ?
C8 N4 C11 C12 -114.8(4) . . . . ?
C9 N3 C8 S2 179.9(3) . . . . ?
C9 N3 C8 N4 2.3(4) . . . . ?
C10 N4 C8 S2 179.0(3) . . . . ?
C10 N4 C8 N3 -3.3(4) . . . . ?
C10 N4 C11 C12 76.6(4) . . . . ?
C11 N4 C8 S2 9.5(5) . . . . ?
C11 N4 C8 N3 -172.9(3) . . . . ?
C11 N4 C10 C9 173.1(3) . . . . ?
C11 C12 C13 C14 70.3(5) . . . . ?

_olex2_exptl_crystal_mounting_method 'Nylon Loop'
_olex2_submission_original_sample_id JPL-113
_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_3
_database_code_depnum_ccdc_archive 'CCDC 1506830'
_audit_update_record             
;
2016-11-18 deposited with the CCDC.
2016-12-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C54 H60 Cu4 I4 N12 S6'
_chemical_formula_sum            'C54 H60 Cu4 I4 N12 S6'
_chemical_formula_weight         1831.36

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

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


_cell_length_a                   9.573(4)
_cell_length_b                   10.198(5)
_cell_length_c                   16.821(8)
_cell_angle_alpha                100.18(2)
_cell_angle_beta                 99.48(3)
_cell_angle_gamma                98.79(3)
_cell_volume                     1566.0(12)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6337
_cell_measurement_theta_min      2.18
_cell_measurement_theta_max      25.99

_exptl_crystal_description       Prism
_exptl_crystal_colour            White
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.942
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             892
_exptl_absorpt_coefficient_mu    3.558
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.5121
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_process_details   
'SADABS-2014/2 - Bruker AXS area detector scaling and absorption correction'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14049
_diffrn_reflns_av_R_equivalents  0.0646
_diffrn_reflns_av_sigmaI/netI    0.0732
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.07
_diffrn_reflns_theta_max         26.13
_reflns_number_total             5471
_reflns_number_gt                4597
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR-92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-97(Sheldrick 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 The refinement shows high ADP max/min ratio for certain atoms of the phenyl
imidazole ring systems which could not be helped as for the poor data 
owing to the poorly diffracting crystals. Though the data were measured at
lowtemperature and the structure did not show any positional disorder in any
of the atoms but high thermal disorder is obvious. Because of this the cif
showssome A, b and c level error which have been verified below. Apart from that
 residualpeaks of electro density lying between 3.00 to 1.6 eA3 lie very close 
to the two iodine atoms (~ 1 A) which may be due to series termination error
or due to thermal disorder or  bad data. It is to be noted however that there
 are no voids in the crystal structure signifying that there is no unaccounted
foratom/molecule in the structure.  
 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5471
_refine_ls_number_parameters     370
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1072
_refine_ls_R_factor_gt           0.0744
_refine_ls_wR_factor_ref         0.2751
_refine_ls_wR_factor_gt          0.2153
_refine_ls_goodness_of_fit_ref   1.198
_refine_ls_restrained_S_all      1.198
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3932(9) 0.5744(9) -0.4130(5) 0.0148(17) Uani 1 1 d . . .
C2 C 0.2353(10) 0.4950(10) -0.5407(6) 0.029(2) Uani 1 1 d . . .
H2A H 0.1307 0.4961 -0.5512 0.035 Uiso 1 1 calc R . .
H2B H 0.2554 0.4228 -0.5826 0.035 Uiso 1 1 calc R . .
C3 C 0.3238(9) 0.6330(8) -0.5402(5) 0.0165(17) Uani 1 1 d . . .
H3A H 0.3774 0.6274 -0.5859 0.020 Uiso 1 1 calc R . .
H3B H 0.2614 0.7013 -0.5450 0.020 Uiso 1 1 calc R . .
C4 C 0.5141(9) 0.7976(8) -0.4340(5) 0.0149(16) Uani 1 1 d . . .
C5 C 0.5045(9) 0.8855(9) -0.3627(5) 0.0185(17) Uani 1 1 d . . .
H5 H 0.4393 0.8586 -0.3291 0.022 Uiso 1 1 calc R . .
C6 C 0.5925(10) 1.0143(9) -0.3411(5) 0.0222(19) Uani 1 1 d . . .
H6 H 0.5862 1.0758 -0.2929 0.027 Uiso 1 1 calc R . .
C7 C 0.6894(10) 1.0530(9) -0.3901(6) 0.0235(19) Uani 1 1 d . . .
H7 H 0.7515 1.1392 -0.3740 0.028 Uiso 1 1 calc R . .
C8 C 0.6949(11) 0.9659(10) -0.4622(6) 0.026(2) Uani 1 1 d . . .
H8 H 0.7584 0.9936 -0.4965 0.031 Uiso 1 1 calc R . .
C9 C 0.6067(9) 0.8367(9) -0.4846(5) 0.0166(16) Uani 1 1 d . . .
H9 H 0.6104 0.7765 -0.5339 0.020 Uiso 1 1 calc R . .
C10 C 0.0993(9) 0.5031(8) -0.1716(4) 0.0125(15) Uani 1 1 d . . .
C11 C -0.1132(11) 0.3619(13) -0.1599(8) 0.040(3) Uani 1 1 d . . .
H11A H -0.1570 0.3779 -0.1105 0.048 Uiso 1 1 calc R . .
H11B H -0.1448 0.2659 -0.1888 0.048 Uiso 1 1 calc R . .
C12 C -0.1493(9) 0.4580(10) -0.2168(6) 0.0180(18) Uani 1 1 d . . .
H12A H -0.1950 0.4066 -0.2731 0.022 Uiso 1 1 calc R . .
H12B H -0.2158 0.5148 -0.1958 0.022 Uiso 1 1 calc R . .
C13 C -0.0005(8) 0.6455(8) -0.2642(4) 0.0093(14) Uani 1 1 d . . .
C14 C -0.1039(8) 0.7281(8) -0.2633(5) 0.0128(15) Uani 1 1 d . . .
H14 H -0.1737 0.7182 -0.2295 0.015 Uiso 1 1 calc R . .
C15 C -0.1043(9) 0.8265(8) -0.3128(5) 0.0164(17) Uani 1 1 d . . .
H15 H -0.1728 0.8847 -0.3115 0.020 Uiso 1 1 calc R . .
C16 C -0.0041(10) 0.8377(9) -0.3633(5) 0.0224(19) Uani 1 1 d . . .
H16 H -0.0042 0.9031 -0.3971 0.027 Uiso 1 1 calc R . .
C17 C 0.0973(9) 0.7520(9) -0.3643(5) 0.0169(18) Uani 1 1 d . . .
H17 H 0.1668 0.7614 -0.3982 0.020 Uiso 1 1 calc R . .
C18 C 0.0981(8) 0.6537(8) -0.3168(5) 0.0123(15) Uani 1 1 d . . .
H18 H 0.1642 0.5932 -0.3199 0.015 Uiso 1 1 calc R . .
C19 C 0.4238(9) 0.1546(8) -0.1670(5) 0.0150(16) Uani 1 1 d . . .
C20 C 0.2453(9) -0.0210(9) -0.1593(5) 0.0187(17) Uani 1 1 d . . .
H20A H 0.1790 -0.0924 -0.2025 0.022 Uiso 1 1 calc R . .
H20B H 0.2009 -0.0036 -0.1102 0.022 Uiso 1 1 calc R . .
C21 C 0.3987(9) -0.0601(8) -0.1370(5) 0.0165(17) Uani 1 1 d . . .
H21A H 0.4115 -0.0910 -0.0841 0.020 Uiso 1 1 calc R . .
H21B H 0.4150 -0.1311 -0.1810 0.020 Uiso 1 1 calc R . .
C22 C 0.6444(8) 0.0887(8) -0.1004(4) 0.0085(14) Uani 1 1 d . . .
C23 C 0.7111(9) 0.1958(8) -0.0339(5) 0.0134(16) Uani 1 1 d . . .
H23 H 0.6568 0.2560 -0.0089 0.016 Uiso 1 1 calc R . .
C24 C 0.8596(9) 0.2115(8) -0.0054(5) 0.0139(16) Uani 1 1 d . . .
H24 H 0.9066 0.2849 0.0386 0.017 Uiso 1 1 calc R . .
C25 C 0.9389(10) 0.1237(9) -0.0392(5) 0.0191(18) Uani 1 1 d . . .
H25 H 1.0395 0.1361 -0.0183 0.023 Uiso 1 1 calc R . .
C26 C 0.8727(10) 0.0167(9) -0.1039(6) 0.0226(19) Uani 1 1 d . . .
H26 H 0.9277 -0.0443 -0.1274 0.027 Uiso 1 1 calc R . .
C27 C 0.7237(9) -0.0014(8) -0.1349(5) 0.0161(17) Uani 1 1 d . . .
H27 H 0.6776 -0.0749 -0.1791 0.019 Uiso 1 1 calc R . .
N1 N 0.2863(9) 0.4770(8) -0.4571(4) 0.0218(16) Uani 1 1 d D . .
H1A H 0.274(11) 0.429(9) -0.422(5) 0.026 Uiso 1 1 d D . .
N2 N 0.4237(8) 0.6669(8) -0.4593(4) 0.0195(16) Uani 1 1 d . . .
N3 N -0.0093(8) 0.5433(8) -0.2172(4) 0.0157(15) Uani 1 1 d . . .
N4 N 0.0492(7) 0.4012(8) -0.1379(4) 0.0167(15) Uani 1 1 d D . .
H4A H 0.098(9) 0.365(9) -0.105(5) 0.020 Uiso 1 1 d D . .
N5 N 0.2841(7) 0.1046(8) -0.1898(5) 0.0175(15) Uani 1 1 d D . .
H5A H 0.231(9) 0.137(10) -0.223(5) 0.021 Uiso 1 1 d D . .
N6 N 0.4936(7) 0.0710(7) -0.1308(4) 0.0106(13) Uani 1 1 d . . .
S1 S 0.4818(2) 0.5751(2) -0.31704(12) 0.0167(5) Uani 1 1 d . . .
S2 S 0.2772(2) 0.57865(19) -0.15607(11) 0.0116(4) Uani 1 1 d . . .
S3 S 0.5087(2) 0.30810(18) -0.18313(11) 0.0116(4) Uani 1 1 d . . .
Cu1 Cu 0.35462(11) 0.40654(10) -0.26618(6) 0.0156(3) Uani 1 1 d . . .
Cu2 Cu 0.42743(11) 0.46554(10) -0.08111(6) 0.0152(3) Uani 1 1 d . . .
I1 I 0.11268(6) 0.25089(5) -0.35102(3) 0.0173(3) Uani 1 1 d . . .
I2 I 0.33550(5) 0.33914(5) 0.02858(3) 0.0151(3) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.328(11) . ?
C1 N2 1.355(11) . ?
C1 S1 1.693(8) . ?
C2 N1 1.465(11) . ?
C2 C3 1.526(12) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 N2 1.480(9) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.390(11) . ?
C4 C9 1.390(12) . ?
C4 N2 1.425(11) . ?
C5 C6 1.400(12) . ?
C5 H5 0.9500 . ?
C6 C7 1.397(14) . ?
C6 H6 0.9500 . ?
C7 C8 1.384(14) . ?
C7 H7 0.9500 . ?
C8 C9 1.404(13) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 N4 1.333(11) . ?
C10 N3 1.347(11) . ?
C10 S2 1.716(8) . ?
C11 N4 1.511(12) . ?
C11 C12 1.524(14) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 N3 1.483(10) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.394(11) . ?
C13 C18 1.399(11) . ?
C13 N3 1.416(11) . ?
C14 C15 1.414(11) . ?
C14 H14 0.9500 . ?
C15 C16 1.387(14) . ?
C15 H15 0.9500 . ?
C16 C17 1.402(12) . ?
C16 H16 0.9500 . ?
C17 C18 1.389(11) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 N5 1.323(11) . ?
C19 N6 1.329(11) . ?
C19 S3 1.738(9) . ?
C20 N5 1.481(11) . ?
C20 C21 1.584(12) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 N6 1.474(10) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C27 1.387(11) . ?
C22 C23 1.405(10) . ?
C22 N6 1.421(10) . ?
C23 C24 1.398(11) . ?
C23 H23 0.9500 . ?
C24 C25 1.368(12) . ?
C24 H24 0.9500 . ?
C25 C26 1.385(12) . ?
C25 H25 0.9500 . ?
C26 C27 1.408(12) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
N1 H1A 0.84(9) . ?
N4 H4A 0.83(9) . ?
N5 H5A 0.84(9) . ?
S1 Cu1 2.322(2) . ?
S2 Cu2 2.326(2) . ?
S2 Cu1 2.600(2) . ?
S3 Cu1 2.325(2) . ?
S3 Cu2 2.445(2) . ?
Cu1 I1 2.6282(16) . ?
Cu1 Cu2 3.006(2) . ?
Cu2 I2 2.6209(15) . ?
Cu2 I2 2.6898(16) 2_665 ?
Cu2 Cu2 2.765(2) 2_665 ?
I2 Cu2 2.6898(16) 2_665 ?

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 N2 108.6(7) . . ?
N1 C1 S1 124.8(7) . . ?
N2 C1 S1 126.5(6) . . ?
N1 C2 C3 101.9(6) . . ?
N1 C2 H2A 111.4 . . ?
C3 C2 H2A 111.4 . . ?
N1 C2 H2B 111.4 . . ?
C3 C2 H2B 111.4 . . ?
H2A C2 H2B 109.3 . . ?
N2 C3 C2 103.5(7) . . ?
N2 C3 H3A 111.1 . . ?
C2 C3 H3A 111.1 . . ?
N2 C3 H3B 111.1 . . ?
C2 C3 H3B 111.1 . . ?
H3A C3 H3B 109.0 . . ?
C5 C4 C9 121.1(8) . . ?
C5 C4 N2 120.8(8) . . ?
C9 C4 N2 118.1(7) . . ?
C4 C5 C6 119.0(8) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
C7 C6 C5 120.3(8) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C8 C7 C6 120.1(9) . . ?
C8 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
C7 C8 C9 120.0(9) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C4 C9 C8 119.4(8) . . ?
C4 C9 H9 120.3 . . ?
C8 C9 H9 120.3 . . ?
N4 C10 N3 111.0(7) . . ?
N4 C10 S2 124.9(6) . . ?
N3 C10 S2 124.0(7) . . ?
N4 C11 C12 101.0(8) . . ?
N4 C11 H11A 111.6 . . ?
C12 C11 H11A 111.6 . . ?
N4 C11 H11B 111.6 . . ?
C12 C11 H11B 111.6 . . ?
H11A C11 H11B 109.4 . . ?
N3 C12 C11 105.4(7) . . ?
N3 C12 H12A 110.7 . . ?
C11 C12 H12A 110.7 . . ?
N3 C12 H12B 110.7 . . ?
C11 C12 H12B 110.7 . . ?
H12A C12 H12B 108.8 . . ?
C14 C13 C18 120.9(8) . . ?
C14 C13 N3 117.6(7) . . ?
C18 C13 N3 121.1(7) . . ?
C13 C14 C15 119.6(8) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
C16 C15 C14 119.7(8) . . ?
C16 C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
C15 C16 C17 119.7(8) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 H16 120.1 . . ?
C18 C17 C16 121.3(8) . . ?
C18 C17 H17 119.3 . . ?
C16 C17 H17 119.3 . . ?
C17 C18 C13 118.7(7) . . ?
C17 C18 H18 120.7 . . ?
C13 C18 H18 120.7 . . ?
N5 C19 N6 111.5(8) . . ?
N5 C19 S3 125.1(7) . . ?
N6 C19 S3 123.4(6) . . ?
N5 C20 C21 100.9(6) . . ?
N5 C20 H20A 111.6 . . ?
C21 C20 H20A 111.6 . . ?
N5 C20 H20B 111.6 . . ?
C21 C20 H20B 111.6 . . ?
H20A C20 H20B 109.4 . . ?
N6 C21 C20 100.7(6) . . ?
N6 C21 H21A 111.6 . . ?
C20 C21 H21A 111.6 . . ?
N6 C21 H21B 111.6 . . ?
C20 C21 H21B 111.6 . . ?
H21A C21 H21B 109.4 . . ?
C27 C22 C23 120.5(7) . . ?
C27 C22 N6 120.2(6) . . ?
C23 C22 N6 119.3(7) . . ?
C24 C23 C22 118.3(7) . . ?
C24 C23 H23 120.9 . . ?
C22 C23 H23 120.9 . . ?
C25 C24 C23 121.7(7) . . ?
C25 C24 H24 119.2 . . ?
C23 C24 H24 119.2 . . ?
C24 C25 C26 120.1(8) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C25 C26 C27 119.8(8) . . ?
C25 C26 H26 120.1 . . ?
C27 C26 H26 120.1 . . ?
C22 C27 C26 119.6(7) . . ?
C22 C27 H27 120.2 . . ?
C26 C27 H27 120.2 . . ?
C1 N1 C2 114.1(8) . . ?
C1 N1 H1A 100(7) . . ?
C2 N1 H1A 146(7) . . ?
C1 N2 C4 128.3(6) . . ?
C1 N2 C3 111.4(7) . . ?
C4 N2 C3 118.9(7) . . ?
C10 N3 C13 128.2(7) . . ?
C10 N3 C12 110.2(7) . . ?
C13 N3 C12 121.5(6) . . ?
C10 N4 C11 112.3(7) . . ?
C10 N4 H4A 126(7) . . ?
C11 N4 H4A 122(7) . . ?
C19 N5 C20 111.3(7) . . ?
C19 N5 H5A 121(7) . . ?
C20 N5 H5A 127(7) . . ?
C19 N6 C22 127.4(7) . . ?
C19 N6 C21 111.5(6) . . ?
C22 N6 C21 120.4(7) . . ?
C1 S1 Cu1 108.6(3) . . ?
C10 S2 Cu2 111.9(3) . . ?
C10 S2 Cu1 97.9(2) . . ?
Cu2 S2 Cu1 74.97(7) . . ?
C19 S3 Cu1 112.3(3) . . ?
C19 S3 Cu2 100.0(3) . . ?
Cu1 S3 Cu2 78.08(7) . . ?
S1 Cu1 S3 111.45(8) . . ?
S1 Cu1 S2 93.56(8) . . ?
S3 Cu1 S2 101.07(8) . . ?
S1 Cu1 I1 122.39(7) . . ?
S3 Cu1 I1 117.23(7) . . ?
S2 Cu1 I1 105.08(6) . . ?
S1 Cu1 Cu2 110.61(7) . . ?
S3 Cu1 Cu2 52.73(6) . . ?
S2 Cu1 Cu2 48.38(5) . . ?
I1 Cu1 Cu2 122.58(5) . . ?
S2 Cu2 S3 105.81(8) . . ?
S2 Cu2 I2 120.40(7) . . ?
S3 Cu2 I2 110.05(7) . . ?
S2 Cu2 I2 100.10(7) . 2_665 ?
S3 Cu2 I2 100.92(7) . 2_665 ?
I2 Cu2 I2 117.27(5) . 2_665 ?
S2 Cu2 Cu2 130.57(8) . 2_665 ?
S3 Cu2 Cu2 120.61(8) . 2_665 ?
I2 Cu2 Cu2 59.85(5) . 2_665 ?
I2 Cu2 Cu2 57.41(4) 2_665 2_665 ?
S2 Cu2 Cu1 56.66(6) . . ?
S3 Cu2 Cu1 49.19(5) . . ?
I2 Cu2 Cu1 132.53(5) . . ?
I2 Cu2 Cu1 109.18(5) 2_665 . ?
Cu2 Cu2 Cu1 163.81(7) 2_665 . ?
Cu2 I2 Cu2 62.73(5) . 2_665 ?

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 C2 C3 N2 5.9(9) . . . . ?
C9 C4 C5 C6 -1.4(13) . . . . ?
N2 C4 C5 C6 -178.3(8) . . . . ?
C4 C5 C6 C7 -0.7(13) . . . . ?
C5 C6 C7 C8 2.5(14) . . . . ?
C6 C7 C8 C9 -2.2(14) . . . . ?
C5 C4 C9 C8 1.7(13) . . . . ?
N2 C4 C9 C8 178.7(8) . . . . ?
C7 C8 C9 C4 0.2(14) . . . . ?
N4 C11 C12 N3 -2.9(11) . . . . ?
C18 C13 C14 C15 -3.5(11) . . . . ?
N3 C13 C14 C15 -176.5(6) . . . . ?
C13 C14 C15 C16 1.6(11) . . . . ?
C14 C15 C16 C17 -0.5(12) . . . . ?
C15 C16 C17 C18 1.3(13) . . . . ?
C16 C17 C18 C13 -3.1(12) . . . . ?
C14 C13 C18 C17 4.2(11) . . . . ?
N3 C13 C18 C17 177.0(7) . . . . ?
N5 C20 C21 N6 19.3(7) . . . . ?
C27 C22 C23 C24 2.1(12) . . . . ?
N6 C22 C23 C24 -179.7(7) . . . . ?
C22 C23 C24 C25 -1.7(13) . . . . ?
C23 C24 C25 C26 0.7(14) . . . . ?
C24 C25 C26 C27 0.1(14) . . . . ?
C23 C22 C27 C26 -1.4(13) . . . . ?
N6 C22 C27 C26 -179.6(8) . . . . ?
C25 C26 C27 C22 0.3(14) . . . . ?
N2 C1 N1 C2 1.0(11) . . . . ?
S1 C1 N1 C2 -175.4(7) . . . . ?
C3 C2 N1 C1 -4.6(11) . . . . ?
N1 C1 N2 C4 169.5(8) . . . . ?
S1 C1 N2 C4 -14.2(13) . . . . ?
N1 C1 N2 C3 3.3(10) . . . . ?
S1 C1 N2 C3 179.7(6) . . . . ?
C5 C4 N2 C1 -45.7(13) . . . . ?
C9 C4 N2 C1 137.2(9) . . . . ?
C5 C4 N2 C3 119.5(9) . . . . ?
C9 C4 N2 C3 -57.5(11) . . . . ?
C2 C3 N2 C1 -6.0(10) . . . . ?
C2 C3 N2 C4 -173.6(8) . . . . ?
N4 C10 N3 C13 -178.2(7) . . . . ?
S2 C10 N3 C13 4.2(11) . . . . ?
N4 C10 N3 C12 -1.6(9) . . . . ?
S2 C10 N3 C12 -179.1(6) . . . . ?
C14 C13 N3 C10 -140.6(8) . . . . ?
C18 C13 N3 C10 46.4(11) . . . . ?
C14 C13 N3 C12 43.1(10) . . . . ?
C18 C13 N3 C12 -129.9(8) . . . . ?
C11 C12 N3 C10 2.9(10) . . . . ?
C11 C12 N3 C13 179.9(8) . . . . ?
N3 C10 N4 C11 -0.6(10) . . . . ?
S2 C10 N4 C11 177.0(7) . . . . ?
C12 C11 N4 C10 2.3(11) . . . . ?
N6 C19 N5 C20 6.9(9) . . . . ?
S3 C19 N5 C20 -174.3(6) . . . . ?
C21 C20 N5 C19 -16.9(8) . . . . ?
N5 C19 N6 C22 178.1(7) . . . . ?
S3 C19 N6 C22 -0.8(11) . . . . ?
N5 C19 N6 C21 7.8(9) . . . . ?
S3 C19 N6 C21 -171.1(5) . . . . ?
C27 C22 N6 C19 -116.5(9) . . . . ?
C23 C22 N6 C19 65.2(11) . . . . ?
C27 C22 N6 C21 52.9(10) . . . . ?
C23 C22 N6 C21 -125.3(8) . . . . ?
C20 C21 N6 C19 -17.5(8) . . . . ?
C20 C21 N6 C22 171.5(6) . . . . ?
N1 C1 S1 Cu1 -12.2(8) . . . . ?
N2 C1 S1 Cu1 172.0(7) . . . . ?
N4 C10 S2 Cu2 6.9(8) . . . . ?
N3 C10 S2 Cu2 -176.0(6) . . . . ?
N4 C10 S2 Cu1 83.8(7) . . . . ?
N3 C10 S2 Cu1 -99.0(6) . . . . ?
N5 C19 S3 Cu1 -7.8(8) . . . . ?
N6 C19 S3 Cu1 170.9(6) . . . . ?
N5 C19 S3 Cu2 73.3(7) . . . . ?
N6 C19 S3 Cu2 -107.9(6) . . . . ?
C1 S1 Cu1 S3 145.6(3) . . . . ?
C1 S1 Cu1 S2 -111.0(3) . . . . ?
C1 S1 Cu1 I1 -0.7(3) . . . . ?
C1 S1 Cu1 Cu2 -157.6(3) . . . . ?
C19 S3 Cu1 S1 -163.8(3) . . . . ?
Cu2 S3 Cu1 S1 100.15(9) . . . . ?
C19 S3 Cu1 S2 97.9(3) . . . . ?
Cu2 S3 Cu1 S2 1.83(7) . . . . ?
C19 S3 Cu1 I1 -15.6(3) . . . . ?
Cu2 S3 Cu1 I1 -111.68(7) . . . . ?
C19 S3 Cu1 Cu2 96.1(3) . . . . ?
C10 S2 Cu1 S1 134.8(3) . . . . ?
Cu2 S2 Cu1 S1 -114.62(8) . . . . ?
C10 S2 Cu1 S3 -112.6(3) . . . . ?
Cu2 S2 Cu1 S3 -1.94(7) . . . . ?
C10 S2 Cu1 I1 9.8(3) . . . . ?
Cu2 S2 Cu1 I1 120.44(6) . . . . ?
C10 S2 Cu1 Cu2 -110.6(3) . . . . ?
C10 S2 Cu2 S3 94.6(3) . . . . ?
Cu1 S2 Cu2 S3 1.89(7) . . . . ?
C10 S2 Cu2 I2 -30.8(3) . . . . ?
Cu1 S2 Cu2 I2 -123.51(6) . . . . ?
C10 S2 Cu2 I2 -160.9(3) . . . 2_665 ?
Cu1 S2 Cu2 I2 106.39(6) . . . 2_665 ?
C10 S2 Cu2 Cu2 -105.5(3) . . . 2_665 ?
Cu1 S2 Cu2 Cu2 161.80(9) . . . 2_665 ?
C10 S2 Cu2 Cu1 92.7(3) . . . . ?
C19 S3 Cu2 S2 -113.0(3) . . . . ?
Cu1 S3 Cu2 S2 -2.08(8) . . . . ?
C19 S3 Cu2 I2 18.5(3) . . . . ?
Cu1 S3 Cu2 I2 129.47(6) . . . . ?
C19 S3 Cu2 I2 143.1(3) . . . 2_665 ?
Cu1 S3 Cu2 I2 -105.99(6) . . . 2_665 ?
C19 S3 Cu2 Cu2 84.6(3) . . . 2_665 ?
Cu1 S3 Cu2 Cu2 -164.44(8) . . . 2_665 ?
C19 S3 Cu2 Cu1 -110.9(3) . . . . ?
S1 Cu1 Cu2 S2 75.79(9) . . . . ?
S3 Cu1 Cu2 S2 177.60(9) . . . . ?
I1 Cu1 Cu2 S2 -81.09(8) . . . . ?
S1 Cu1 Cu2 S3 -101.81(10) . . . . ?
S2 Cu1 Cu2 S3 -177.60(9) . . . . ?
I1 Cu1 Cu2 S3 101.31(9) . . . . ?
S1 Cu1 Cu2 I2 178.41(7) . . . . ?
S3 Cu1 Cu2 I2 -79.78(9) . . . . ?
S2 Cu1 Cu2 I2 102.62(9) . . . . ?
I1 Cu1 Cu2 I2 21.53(8) . . . . ?
S1 Cu1 Cu2 I2 -13.84(8) . . . 2_665 ?
S3 Cu1 Cu2 I2 87.97(8) . . . 2_665 ?
S2 Cu1 Cu2 I2 -89.63(8) . . . 2_665 ?
I1 Cu1 Cu2 I2 -170.71(4) . . . 2_665 ?
S1 Cu1 Cu2 Cu2 -45.9(2) . . . 2_665 ?
S3 Cu1 Cu2 Cu2 55.9(2) . . . 2_665 ?
S2 Cu1 Cu2 Cu2 -121.7(2) . . . 2_665 ?
I1 Cu1 Cu2 Cu2 157.2(2) . . . 2_665 ?
S2 Cu2 I2 Cu2 -122.09(9) . . . 2_665 ?
S3 Cu2 I2 Cu2 114.51(8) . . . 2_665 ?
I2 Cu2 I2 Cu2 -0.001(2) 2_665 . . 2_665 ?
Cu1 Cu2 I2 Cu2 166.97(9) . . . 2_665 ?

_diffrn_measured_fraction_theta_max 0.876
_diffrn_reflns_theta_full        26.13
_diffrn_measured_fraction_theta_full 0.876
_refine_diff_density_max         3.025
_refine_diff_density_min         -2.671
_refine_diff_density_rms         0.505
# start Validation Reply Form
_vrf_PLAT213_shelxl              
;
RESPONSE: These Alerts are due to thermal disorder in these atoms which could
not be resolved even by measuring the data at 100 K.  
;
_vrf_PLAT029_shelxl              
;
RESPONSE: This Alert is due to poor diffraction of the crystal  
;
_vrf_PLAT022_shelxl              
;
RESPONSE: This Alert is due to poor diffraction of the crystal  
;
_vrf_PLAT971_shelxl              
;
RESPONSE: This Alert is due to residual electron density peaks of 
1 to 3 eA3 which are lying very close to two iodine atoms and /or copper  
;
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1506829'
_audit_update_record             
;
2016-11-18 deposited with the CCDC.
2016-12-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H20 Cu I N4 S2'
_chemical_formula_sum            'C10 H20 Cu I N4 S2'
_chemical_formula_weight         450.89

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   8.6359(7)
_cell_length_b                   7.3154(5)
_cell_length_c                   26.7530(18)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.591(3)
_cell_angle_gamma                90.00
_cell_volume                     1682.1(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4784
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      24.93

_exptl_crystal_description       Needles
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.781
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             888
_exptl_absorpt_coefficient_mu    3.372
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.4931
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   
'SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13362
_diffrn_reflns_av_R_equivalents  0.0379
_diffrn_reflns_av_sigmaI/netI    0.0336
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.53
_diffrn_reflns_theta_max         26.53
_reflns_number_total             3493
_reflns_number_gt                2475
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR-92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'


_refine_special_details          
; 
 The refinement showed short C7-C8 bond which was due to the positional
disorder in this ethyl group. This disorder could not be resolved therefore
 the bond distancebetween them was restraints using DFIX.
Hydrogens of the imdazole nitrogens were located from the difference
Fourier and were refined for their positional parameters with Uiso values
1.2 times of their respective nitrogens. 
Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 

;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0260P)²+1.8584P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3493
_refine_ls_number_parameters     170
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0606
_refine_ls_R_factor_gt           0.0377
_refine_ls_wR_factor_ref         0.0927
_refine_ls_wR_factor_gt          0.0830
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_restrained_S_all      1.125
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1028(5) 0.2288(6) 0.82869(15) 0.0535(10) Uani 1 1 d . . .
C2 C 0.0935(6) 0.5005(7) 0.7854(2) 0.0743(14) Uani 1 1 d . . .
H2A H 0.1104 0.6196 0.8010 0.089 Uiso 1 1 calc R . .
H2B H 0.0321 0.5153 0.7533 0.089 Uiso 1 1 calc R . .
C3 C 0.2456(6) 0.4071(7) 0.7791(2) 0.0774(15) Uani 1 1 d . . .
H3A H 0.2563 0.3808 0.7441 0.093 Uiso 1 1 calc R . .
H3B H 0.3333 0.4804 0.7928 0.093 Uiso 1 1 calc R . .
C4 C -0.1333(7) 0.4307(10) 0.8389(2) 0.0997(19) Uani 1 1 d . . .
H4A H -0.1408 0.3711 0.8710 0.120 Uiso 1 1 calc R . .
H4B H -0.1352 0.5619 0.8441 0.120 Uiso 1 1 calc R . .
C5 C -0.2642(9) 0.3764(10) 0.8033(3) 0.124(3) Uani 1 1 d . . .
H5A H -0.2500 0.4246 0.7707 0.186 Uiso 1 1 calc R . .
H5B H -0.3590 0.4235 0.8143 0.186 Uiso 1 1 calc R . .
H5C H -0.2696 0.2454 0.8016 0.186 Uiso 1 1 calc R . .
C6 C 0.3195(5) -0.5235(6) 0.94130(16) 0.0552(11) Uani 1 1 d . . .
C7 C 0.1821(8) -0.7111(9) 0.9965(3) 0.125(3) Uani 1 1 d D . .
H7A H 0.1545 -0.6016 1.0141 0.150 Uiso 1 1 calc R . .
H7B H 0.0959 -0.7381 0.9716 0.150 Uiso 1 1 calc R . .
C8 C 0.1937(10) -0.8597(11) 1.0325(3) 0.173(4) Uani 1 1 d D . .
H8A H 0.0976 -0.8707 1.0475 0.259 Uiso 1 1 calc R . .
H8B H 0.2767 -0.8352 1.0582 0.259 Uiso 1 1 calc R . .
H8C H 0.2146 -0.9718 1.0157 0.259 Uiso 1 1 calc R . .
C9 C 0.4476(6) -0.7880(6) 0.9661(2) 0.0721(14) Uani 1 1 d . . .
H9A H 0.4152 -0.9051 0.9516 0.086 Uiso 1 1 calc R . .
H9B H 0.5048 -0.8083 0.9987 0.086 Uiso 1 1 calc R . .
C10 C 0.5449(6) -0.6846(6) 0.9319(2) 0.0725(14) Uani 1 1 d . . .
H10A H 0.6440 -0.6483 0.9493 0.087 Uiso 1 1 calc R . .
H10B H 0.5633 -0.7564 0.9026 0.087 Uiso 1 1 calc R . .
N1 N 0.4477(5) -0.5268(5) 0.91829(16) 0.0711(11) Uani 1 1 d D . .
N2 N 0.3128(5) -0.6684(5) 0.97047(16) 0.0680(11) Uani 1 1 d . . .
N3 N 0.0171(5) 0.3762(6) 0.81810(17) 0.0752(12) Uani 1 1 d . . .
N4 N 0.2319(5) 0.2413(5) 0.80769(17) 0.0691(11) Uani 1 1 d D . .
S1 S 0.18230(15) -0.35553(18) 0.93574(5) 0.0722(4) Uani 1 1 d . . .
S2 S 0.04709(15) 0.0530(2) 0.86447(5) 0.0790(4) Uani 1 1 d . . .
Cu1 Cu 0.24225(7) -0.14595(7) 0.87989(2) 0.06174(18) Uani 1 1 d . . .
I1 I 0.49731(4) -0.13442(5) 0.840084(15) 0.07884(15) Uani 1 1 d . . .
H1 H 0.470(6) -0.438(5) 0.9009(18) 0.095 Uiso 1 1 d D . .
H4 H 0.299(5) 0.161(6) 0.811(2) 0.095 Uiso 1 1 d D . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N4 1.300(6) . ?
C1 N3 1.323(5) . ?
C1 S2 1.700(5) . ?
C2 N3 1.463(6) . ?
C2 C3 1.505(7) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 N4 1.445(6) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.459(9) . ?
C4 N3 1.515(7) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 N1 1.319(6) . ?
C6 N2 1.321(5) . ?
C6 S1 1.703(4) . ?
C7 C8 1.449(11) . ?
C7 N2 1.418(7) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 N2 1.470(6) . ?
C9 C10 1.505(7) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 N1 1.452(6) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
N1 H1 0.83(2) . ?
N4 H4 0.82(4) . ?
S1 Cu1 2.2365(13) . ?
S2 Cu1 2.2345(14) . ?
Cu1 I1 2.5397(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4 C1 N3 109.6(4) . . ?
N4 C1 S2 126.8(4) . . ?
N3 C1 S2 123.6(4) . . ?
N3 C2 C3 103.5(4) . . ?
N3 C2 H2A 111.1 . . ?
C3 C2 H2A 111.1 . . ?
N3 C2 H2B 111.1 . . ?
C3 C2 H2B 111.1 . . ?
H2A C2 H2B 109.0 . . ?
N4 C3 C2 101.8(4) . . ?
N4 C3 H3A 111.4 . . ?
C2 C3 H3A 111.4 . . ?
N4 C3 H3B 111.4 . . ?
C2 C3 H3B 111.4 . . ?
H3A C3 H3B 109.3 . . ?
C5 C4 N3 109.0(6) . . ?
C5 C4 H4A 109.9 . . ?
N3 C4 H4A 109.9 . . ?
C5 C4 H4B 109.9 . . ?
N3 C4 H4B 109.9 . . ?
H4A C4 H4B 108.3 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N1 C6 N2 110.4(4) . . ?
N1 C6 S1 125.5(3) . . ?
N2 C6 S1 124.1(4) . . ?
C8 C7 N2 119.0(6) . . ?
C8 C7 H7A 107.6 . . ?
N2 C7 H7A 107.6 . . ?
C8 C7 H7B 107.6 . . ?
N2 C7 H7B 107.6 . . ?
H7A C7 H7B 107.0 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 C10 104.0(4) . . ?
N2 C9 H9A 111.0 . . ?
C10 C9 H9A 111.0 . . ?
N2 C9 H9B 111.0 . . ?
C10 C9 H9B 111.0 . . ?
H9A C9 H9B 109.0 . . ?
N1 C10 C9 102.1(4) . . ?
N1 C10 H10A 111.4 . . ?
C9 C10 H10A 111.4 . . ?
N1 C10 H10B 111.4 . . ?
C9 C10 H10B 111.4 . . ?
H10A C10 H10B 109.2 . . ?
C6 N1 C10 112.9(4) . . ?
C6 N1 H1 120(4) . . ?
C10 N1 H1 127(4) . . ?
C6 N2 C7 123.4(4) . . ?
C6 N2 C9 110.5(4) . . ?
C7 N2 C9 125.6(4) . . ?
C1 N3 C2 111.1(4) . . ?
C1 N3 C4 128.1(5) . . ?
C2 N3 C4 120.6(4) . . ?
C1 N4 C3 114.0(4) . . ?
C1 N4 H4 122(4) . . ?
C3 N4 H4 124(4) . . ?
C6 S1 Cu1 110.40(16) . . ?
C1 S2 Cu1 110.30(16) . . ?
S2 Cu1 S1 110.50(5) . . ?
S2 Cu1 I1 124.77(4) . . ?
S1 Cu1 I1 124.72(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
N3 C2 C3 N4 1.7(6) . . . . ?
N2 C9 C10 N1 -4.1(5) . . . . ?
N2 C6 N1 C10 -0.9(6) . . . . ?
S1 C6 N1 C10 177.9(4) . . . . ?
C9 C10 N1 C6 3.3(6) . . . . ?
N1 C6 N2 C7 -174.2(6) . . . . ?
S1 C6 N2 C7 7.0(8) . . . . ?
N1 C6 N2 C9 -2.1(6) . . . . ?
S1 C6 N2 C9 179.2(4) . . . . ?
C8 C7 N2 C6 -172.2(7) . . . . ?
C8 C7 N2 C9 16.9(11) . . . . ?
C10 C9 N2 C6 4.0(6) . . . . ?
C10 C9 N2 C7 175.9(6) . . . . ?
N4 C1 N3 C2 1.6(6) . . . . ?
S2 C1 N3 C2 -178.3(4) . . . . ?
N4 C1 N3 C4 -172.7(5) . . . . ?
S2 C1 N3 C4 7.4(8) . . . . ?
C3 C2 N3 C1 -2.1(6) . . . . ?
C3 C2 N3 C4 172.7(5) . . . . ?
C5 C4 N3 C1 -97.6(7) . . . . ?
C5 C4 N3 C2 88.6(7) . . . . ?
N3 C1 N4 C3 -0.4(6) . . . . ?
S2 C1 N4 C3 179.5(4) . . . . ?
C2 C3 N4 C1 -0.9(6) . . . . ?
N1 C6 S1 Cu1 3.4(5) . . . . ?
N2 C6 S1 Cu1 -178.0(3) . . . . ?
N4 C1 S2 Cu1 7.5(5) . . . . ?
N3 C1 S2 Cu1 -172.7(4) . . . . ?
C1 S2 Cu1 S1 171.87(17) . . . . ?
C1 S2 Cu1 I1 -7.70(19) . . . . ?
C6 S1 Cu1 S2 172.09(17) . . . . ?
C6 S1 Cu1 I1 -8.35(19) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.53
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.635
_refine_diff_density_min         -0.432
_refine_diff_density_rms         0.072
####################################################################### 
# 
# 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_tsl-442
_database_code_depnum_ccdc_archive 'CCDC 1507433'
_audit_update_record             
;
2016-09-29 deposited with the CCDC.
2016-12-26 downloaded from the CCDC.
;
_audit_creation_date             2015-07-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H20 Cl Cu N4 S2'
_chemical_formula_sum            'C18 H20 Cl Cu N4 S2'
_chemical_formula_weight         455.49
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H36 N4 S2 Cl Cu'
_chemical_oxdiff_usercomment     "Lobana's TSL-442"
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'
Cl Cl 0.1484 0.1585 '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           15
_space_group_name_H-M_alt        'I 1 2/c 1'
_space_group_name_Hall           '-I 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   13.5161(5)
_cell_length_b                   10.4367(5)
_cell_length_c                   28.1083(14)
_cell_angle_alpha                90
_cell_angle_beta                 92.378(5)
_cell_angle_gamma                90
_cell_volume                     3961.6(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3750
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      30.6670
_cell_measurement_theta_min      3.8550
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.458
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71300
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.527
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1872
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_av_unetI/netI     0.0443
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.888
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            15929
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.888
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         32.910
_diffrn_reflns_theta_min         3.293
_diffrn_ambient_temperature      173(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0416
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.888
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   19.00   45.00   1.0000    3.6800
omega____ theta____ kappa____ phi______ frames
    -      -23.6487    0.0000  -30.0000 26

#__ type_ start__ end____ width___ exp.time_
  2 omega  -27.00   29.00   1.0000    3.6800
omega____ theta____ kappa____ phi______ frames
    -       25.9925  -57.0000   90.0000 56

#__ type_ start__ end____ width___ exp.time_
  3 omega   15.00   62.00   1.0000    3.6800
omega____ theta____ kappa____ phi______ frames
    -       25.9925  -99.0000   60.0000 47

#__ type_ start__ end____ width___ exp.time_
  4 omega  -43.00  -11.00   1.0000    3.6800
omega____ theta____ kappa____ phi______ frames
    -      -23.6487   37.0000 -120.0000 32

#__ type_ start__ end____ width___ exp.time_
  5 omega  -73.00   -7.00   1.0000    3.6800
omega____ theta____ kappa____ phi______ frames
    -      -23.6487  -57.0000 -150.0000 66

#__ type_ start__ end____ width___ exp.time_
  6 omega   42.00   75.00   1.0000    3.6800
omega____ theta____ kappa____ phi______ frames
    -       25.9925  178.0000    0.0000 33

#__ type_ start__ end____ width___ exp.time_
  7 omega   35.00   97.00   1.0000    3.6800
omega____ theta____ kappa____ phi______ frames
    -       25.9925  178.0000   60.0000 62
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Agilent, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0353537000
_diffrn_orient_matrix_UB_12      -0.0502060000
_diffrn_orient_matrix_UB_13      -0.0004085000
_diffrn_orient_matrix_UB_21      -0.0371314000
_diffrn_orient_matrix_UB_22      -0.0423634000
_diffrn_orient_matrix_UB_23      -0.0091368000
_diffrn_orient_matrix_UB_31      0.0114777000
_diffrn_orient_matrix_UB_32      0.0173556000
_diffrn_orient_matrix_UB_33      -0.0235400000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4400
_reflns_number_total             6586
_reflns_odcompleteness_completeness 99.75
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.44
_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 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.359
_refine_diff_density_min         -0.404
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         6586
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0759
_refine_ls_R_factor_gt           0.0429
_refine_ls_restrained_S_all      1.046
_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)+(0.0487P)²+0.8870P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0977
_refine_ls_wR_factor_ref         0.1181
_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
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C11(H11A,H11B), C12(H12A,H12B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), N3(H3), C5(H5), C6(H6), C7(H7), C8(H8), C9(H9), C14(H14), C15(H15),
 C16(H16), C17(H17), C18(H18)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.36333(2) 0.80811(3) 0.37583(2) 0.04236(10) Uani 1 1 d . . . . .
Cl1 Cl 0.40340(4) 0.61240(6) 0.34365(2) 0.05306(17) Uani 1 1 d . . . . .
S1 S 0.46059(4) 0.97364(5) 0.36010(2) 0.04182(14) Uani 1 1 d . . . . .
S2 S 0.23115(5) 0.81914(6) 0.42049(2) 0.04740(15) Uani 1 1 d . . . . .
N1 N 0.55891(14) 0.80665(19) 0.30677(8) 0.0501(5) Uani 1 1 d . . . . .
H1 H 0.5166 0.7448 0.3121 0.060 Uiso 1 1 calc R . . . .
N2 N 0.61772(12) 1.00073(18) 0.30370(6) 0.0388(4) Uani 1 1 d . . . . .
N3 N 0.23450(15) 0.5608(2) 0.41608(7) 0.0516(5) Uani 1 1 d . . . . .
H3 H 0.2718 0.5606 0.3911 0.062 Uiso 1 1 calc R . . . .
N4 N 0.14185(14) 0.63500(19) 0.47102(7) 0.0428(4) Uani 1 1 d . . . . .
C1 C 0.54850(14) 0.9253(2) 0.32210(7) 0.0346(4) Uani 1 1 d . . . . .
C2 C 0.64804(16) 0.7892(2) 0.28006(9) 0.0481(6) Uani 1 1 d . . . . .
H2A H 0.6339 0.7414 0.2501 0.058 Uiso 1 1 calc R . . . .
H2B H 0.7004 0.7440 0.2992 0.058 Uiso 1 1 calc R . . . .
C3 C 0.67677(16) 0.9273(2) 0.27036(9) 0.0464(5) Uani 1 1 d . . . . .
H3A H 0.7485 0.9410 0.2769 0.056 Uiso 1 1 calc R . . . .
H3B H 0.6597 0.9514 0.2370 0.056 Uiso 1 1 calc R . . . .
C4 C 0.63228(16) 1.1341(2) 0.30971(7) 0.0386(5) Uani 1 1 d . . . . .
C5 C 0.7275(2) 1.1791(3) 0.31966(10) 0.0567(7) Uani 1 1 d . . . . .
H5 H 0.7815 1.1209 0.3223 0.068 Uiso 1 1 calc R . . . .
C6 C 0.7434(3) 1.3082(3) 0.32575(12) 0.0740(9) Uani 1 1 d . . . . .
H6 H 0.8085 1.3390 0.3329 0.089 Uiso 1 1 calc R . . . .
C7 C 0.6666(3) 1.3922(3) 0.32157(11) 0.0803(10) Uani 1 1 d . . . . .
H7 H 0.6785 1.4813 0.3258 0.096 Uiso 1 1 calc R . . . .
C8 C 0.5724(3) 1.3494(3) 0.31137(12) 0.0746(9) Uani 1 1 d . . . . .
H8 H 0.5191 1.4087 0.3087 0.090 Uiso 1 1 calc R . . . .
C9 C 0.55479(19) 1.2196(3) 0.30491(9) 0.0521(6) Uani 1 1 d . . . . .
H9 H 0.4897 1.1898 0.2972 0.063 Uiso 1 1 calc R . . . .
C10 C 0.20149(15) 0.6666(2) 0.43593(8) 0.0385(5) Uani 1 1 d . . . . .
C11 C 0.2028(2) 0.4449(3) 0.43981(10) 0.0599(7) Uani 1 1 d . . . . .
H11A H 0.2588 0.4028 0.4574 0.072 Uiso 1 1 calc R . . . .
H11B H 0.1721 0.3833 0.4168 0.072 Uiso 1 1 calc R . . . .
C12 C 0.1278(2) 0.4962(2) 0.47332(9) 0.0532(6) Uani 1 1 d . . . . .
H12A H 0.0597 0.4720 0.4626 0.064 Uiso 1 1 calc R . . . .
H12B H 0.1411 0.4639 0.5061 0.064 Uiso 1 1 calc R . . . .
C13 C 0.08206(16) 0.7188(2) 0.49778(8) 0.0396(5) Uani 1 1 d . . . . .
C14 C 0.00828(19) 0.7897(3) 0.47589(10) 0.0544(6) Uani 1 1 d . . . . .
H14 H -0.0007 0.7896 0.4422 0.065 Uiso 1 1 calc R . . . .
C15 C -0.0536(2) 0.8622(3) 0.50391(13) 0.0713(8) Uani 1 1 d . . . . .
H15 H -0.1054 0.9118 0.4893 0.086 Uiso 1 1 calc R . . . .
C16 C -0.0398(3) 0.8619(3) 0.55280(13) 0.0782(10) Uani 1 1 d . . . . .
H16 H -0.0819 0.9114 0.5718 0.094 Uiso 1 1 calc R . . . .
C17 C 0.0343(3) 0.7905(3) 0.57379(11) 0.0741(9) Uani 1 1 d . . . . .
H17 H 0.0438 0.7907 0.6075 0.089 Uiso 1 1 calc R . . . .
C18 C 0.0953(2) 0.7185(3) 0.54666(9) 0.0578(7) Uani 1 1 d . . . . .
H18 H 0.1466 0.6686 0.5615 0.069 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
Cu1 Cl1 2.3074(7) . ?
Cu1 S1 2.2263(6) . ?
Cu1 S2 2.2287(6) . ?
S1 C1 1.707(2) . ?
S2 C10 1.702(2) . ?
N1 H1 0.8800 . ?
N1 C1 1.320(3) . ?
N1 C2 1.457(3) . ?
N2 C1 1.343(3) . ?
N2 C3 1.471(3) . ?
N2 C4 1.415(3) . ?
N3 H3 0.8800 . ?
N3 C10 1.323(3) . ?
N3 C11 1.455(3) . ?
N4 C10 1.341(3) . ?
N4 C12 1.463(3) . ?
N4 C13 1.426(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.520(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.388(3) . ?
C4 C9 1.379(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.374(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.360(5) . ?
C7 H7 0.9500 . ?
C7 C8 1.368(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.386(4) . ?
C9 H9 0.9500 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.510(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.367(3) . ?
C13 C18 1.378(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.395(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.379(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.363(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.370(4) . ?
C18 H18 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
S1 Cu1 Cl1 117.32(2) . . ?
S1 Cu1 S2 124.44(2) . . ?
S2 Cu1 Cl1 118.24(2) . . ?
C1 S1 Cu1 109.09(8) . . ?
C10 S2 Cu1 107.34(8) . . ?
C1 N1 H1 123.6 . . ?
C1 N1 C2 112.78(19) . . ?
C2 N1 H1 123.6 . . ?
C1 N2 C3 110.16(18) . . ?
C1 N2 C4 128.80(17) . . ?
C4 N2 C3 120.81(17) . . ?
C10 N3 H3 123.5 . . ?
C10 N3 C11 112.96(18) . . ?
C11 N3 H3 123.5 . . ?
C10 N4 C12 111.06(19) . . ?
C10 N4 C13 127.4(2) . . ?
C13 N4 C12 120.45(18) . . ?
N1 C1 S1 124.60(16) . . ?
N1 C1 N2 109.80(17) . . ?
N2 C1 S1 125.59(16) . . ?
N1 C2 H2A 111.5 . . ?
N1 C2 H2B 111.5 . . ?
N1 C2 C3 101.32(18) . . ?
H2A C2 H2B 109.3 . . ?
C3 C2 H2A 111.5 . . ?
C3 C2 H2B 111.5 . . ?
N2 C3 C2 103.33(17) . . ?
N2 C3 H3A 111.1 . . ?
N2 C3 H3B 111.1 . . ?
C2 C3 H3A 111.1 . . ?
C2 C3 H3B 111.1 . . ?
H3A C3 H3B 109.1 . . ?
C5 C4 N2 118.7(2) . . ?
C9 C4 N2 121.6(2) . . ?
C9 C4 C5 119.7(2) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 C4 119.7(3) . . ?
C6 C5 H5 120.1 . . ?
C5 C6 H6 119.8 . . ?
C7 C6 C5 120.4(3) . . ?
C7 C6 H6 119.8 . . ?
C6 C7 H7 119.7 . . ?
C6 C7 C8 120.5(3) . . ?
C8 C7 H7 119.7 . . ?
C7 C8 H8 120.0 . . ?
C7 C8 C9 120.0(3) . . ?
C9 C8 H8 120.0 . . ?
C4 C9 C8 119.6(3) . . ?
C4 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
N3 C10 S2 125.88(16) . . ?
N3 C10 N4 109.2(2) . . ?
N4 C10 S2 124.96(18) . . ?
N3 C11 H11A 111.4 . . ?
N3 C11 H11B 111.4 . . ?
N3 C11 C12 102.1(2) . . ?
H11A C11 H11B 109.2 . . ?
C12 C11 H11A 111.4 . . ?
C12 C11 H11B 111.4 . . ?
N4 C12 C11 103.45(19) . . ?
N4 C12 H12A 111.1 . . ?
N4 C12 H12B 111.1 . . ?
C11 C12 H12A 111.1 . . ?
C11 C12 H12B 111.1 . . ?
H12A C12 H12B 109.0 . . ?
C14 C13 N4 120.9(2) . . ?
C14 C13 C18 120.8(2) . . ?
C18 C13 N4 118.1(2) . . ?
C13 C14 H14 120.6 . . ?
C13 C14 C15 118.9(3) . . ?
C15 C14 H14 120.6 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 120.1(3) . . ?
C16 C15 H15 120.0 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 120.0(3) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 119.8 . . ?
C16 C17 C18 120.5(3) . . ?
C18 C17 H17 119.8 . . ?
C13 C18 H18 120.1 . . ?
C17 C18 C13 119.8(3) . . ?
C17 C18 H18 120.1 . . ?

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
N1 H1 Cl1 0.88 2.27 3.128(2) 165.4 .
N3 H3 Cl1 0.88 2.33 3.1673(19) 158.6 .

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 -3.1(2) . . . . ?
Cu1 S1 C1 N2 177.64(17) . . . . ?
Cu1 S2 C10 N3 -14.9(2) . . . . ?
Cu1 S2 C10 N4 163.82(18) . . . . ?
N1 C2 C3 N2 15.2(2) . . . . ?
N2 C4 C5 C6 -179.9(3) . . . . ?
N2 C4 C9 C8 179.7(2) . . . . ?
N3 C11 C12 N4 -11.0(3) . . . . ?
N4 C13 C14 C15 174.7(2) . . . . ?
N4 C13 C18 C17 -175.2(2) . . . . ?
C1 N1 C2 C3 -14.5(3) . . . . ?
C1 N2 C3 C2 -12.5(3) . . . . ?
C1 N2 C4 C5 134.0(2) . . . . ?
C1 N2 C4 C9 -47.4(3) . . . . ?
C2 N1 C1 S1 -172.03(18) . . . . ?
C2 N1 C1 N2 7.4(3) . . . . ?
C3 N2 C1 S1 -176.78(16) . . . . ?
C3 N2 C1 N1 3.8(3) . . . . ?
C3 N2 C4 C5 -51.9(3) . . . . ?
C3 N2 C4 C9 126.7(2) . . . . ?
C4 N2 C1 S1 -2.2(3) . . . . ?
C4 N2 C1 N1 178.4(2) . . . . ?
C4 N2 C3 C2 172.5(2) . . . . ?
C4 C5 C6 C7 -0.7(5) . . . . ?
C5 C4 C9 C8 -1.8(4) . . . . ?
C5 C6 C7 C8 0.2(5) . . . . ?
C6 C7 C8 C9 -0.4(5) . . . . ?
C7 C8 C9 C4 1.2(4) . . . . ?
C9 C4 C5 C6 1.5(4) . . . . ?
C10 N3 C11 C12 9.7(3) . . . . ?
C10 N4 C12 C11 9.8(3) . . . . ?
C10 N4 C13 C14 61.3(3) . . . . ?
C10 N4 C13 C18 -123.9(3) . . . . ?
C11 N3 C10 S2 174.9(2) . . . . ?
C11 N3 C10 N4 -4.0(3) . . . . ?
C12 N4 C10 S2 177.09(18) . . . . ?
C12 N4 C10 N3 -4.0(3) . . . . ?
C12 N4 C13 C14 -105.9(3) . . . . ?
C12 N4 C13 C18 68.9(3) . . . . ?
C13 N4 C10 S2 8.9(3) . . . . ?
C13 N4 C10 N3 -172.2(2) . . . . ?
C13 N4 C12 C11 178.9(2) . . . . ?
C13 C14 C15 C16 0.2(5) . . . . ?
C14 C13 C18 C17 -0.3(4) . . . . ?
C14 C15 C16 C17 -0.1(5) . . . . ?
C15 C16 C17 C18 -0.2(5) . . . . ?
C16 C17 C18 C13 0.4(5) . . . . ?
C18 C13 C14 C15 0.0(4) . . . . ?

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

data_jpl-131
_database_code_depnum_ccdc_archive 'CCDC 1507431'
_audit_update_record             
;
2016-09-29 deposited with the CCDC.
2016-12-26 downloaded from the CCDC.
;
_audit_creation_date             2015-02-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C8 H16 Cl Cu N4 S2'
_chemical_formula_sum            'C8 H16 Cl Cu N4 S2'
_chemical_formula_weight         331.36
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C40 H38 N2 S P Cl Cu'
_chemical_oxdiff_usercomment     "Lobana's JPL-131"
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   12.9744(16)
_cell_length_b                   7.6298(10)
_cell_length_c                   14.1661(16)
_cell_angle_alpha                90
_cell_angle_beta                 105.936(13)
_cell_angle_gamma                90
_cell_volume                     1348.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1311
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      31.8580
_cell_measurement_theta_min      4.6010
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.107
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61967
_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            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.632
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0525
_diffrn_reflns_av_unetI/netI     0.0688
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.906
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            4253
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.906
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         32.501
_diffrn_reflns_theta_min         3.130
_diffrn_ambient_temperature      173(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0416
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.906
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   10.00   94.00   1.0000    1.1350
omega____ theta____ kappa____ phi______ frames
    -       25.9925   37.0000  -30.0000 84

#__ type_ start__ end____ width___ exp.time_
  2 omega    1.00   53.00   1.0000    1.1350
omega____ theta____ kappa____ phi______ frames
    -       25.9925   19.0000   90.0000 52

#__ type_ start__ end____ width___ exp.time_
  3 omega  -24.00   18.00   1.0000    1.1350
omega____ theta____ kappa____ phi______ frames
    -       25.9925  -99.0000 -120.0000 42

#__ type_ start__ end____ width___ exp.time_
  4 omega   41.00   67.00   1.0000    1.1350
omega____ theta____ kappa____ phi______ frames
    -       25.9925 -178.0000 -150.0000 26

#__ type_ start__ end____ width___ exp.time_
  5 omega  -43.00    9.00   1.0000    1.1350
omega____ theta____ kappa____ phi______ frames
    -       25.9925  -37.0000  150.0000 52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Agilent'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0440118000
_diffrn_orient_matrix_UB_12      -0.0587657000
_diffrn_orient_matrix_UB_13      -0.0109301000
_diffrn_orient_matrix_UB_21      -0.0061994000
_diffrn_orient_matrix_UB_22      0.0123414000
_diffrn_orient_matrix_UB_23      -0.0508886000
_diffrn_orient_matrix_UB_31      0.0354826000
_diffrn_orient_matrix_UB_32      -0.0709622000
_diffrn_orient_matrix_UB_33      0.0004248000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1824
_reflns_number_total             2223
_reflns_odcompleteness_completeness 99.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.44
_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, 2008)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.561
_refine_diff_density_min         -0.900
_refine_diff_density_rms         0.132
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     75
_refine_ls_number_reflns         2223
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0608
_refine_ls_R_factor_gt           0.0489
_refine_ls_restrained_S_all      1.060
_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)+(0.0574P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1182
_refine_ls_wR_factor_ref         0.1303
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  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:
 C1(H1A,H1B), C2(H2A,H2B)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2)
2.c Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.5000 0.60969(6) 0.2500 0.02651(15) Uani 1 2 d S T P . .
Cl1 Cl 0.5000 0.91073(12) 0.2500 0.0338(2) Uani 1 2 d S T P . .
S1 S 0.58935(5) 0.46241(8) 0.38333(4) 0.02682(17) Uani 1 1 d . . . . .
N1 N 0.66718(17) 0.5655(3) 0.57148(15) 0.0278(5) Uani 1 1 d . . . . .
N2 N 0.5918(2) 0.7767(3) 0.47347(17) 0.0314(5) Uani 1 1 d . . . . .
H2 H 0.5609 0.8309 0.4181 0.038 Uiso 1 1 calc R . . . .
C1 C 0.6787(2) 0.7177(4) 0.63688(19) 0.0292(5) Uani 1 1 d . . . . .
H1A H 0.7552 0.7473 0.6660 0.035 Uiso 1 1 calc R . . . .
H1B H 0.6446 0.6959 0.6903 0.035 Uiso 1 1 calc R . . . .
C2 C 0.6211(2) 0.8622(4) 0.5689(2) 0.0341(6) Uani 1 1 d . . . . .
H2A H 0.5569 0.9026 0.5875 0.041 Uiso 1 1 calc R . . . .
H2B H 0.6691 0.9634 0.5696 0.041 Uiso 1 1 calc R . . . .
C3 C 0.61702(18) 0.6068(3) 0.47941(17) 0.0219(5) Uani 1 1 d . . . . .
C4 C 0.7055(3) 0.3944(4) 0.6085(2) 0.0388(7) Uani 1 1 d . . . . .
H4A H 0.7825 0.4005 0.6411 0.058 Uiso 1 1 calc GR . . . .
H4B H 0.6927 0.3111 0.5538 0.058 Uiso 1 1 calc GR . . . .
H4C H 0.6673 0.3554 0.6556 0.058 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 2.2969(11) . ?
Cu1 S1 2.2297(7) . ?
Cu1 S1 2.2297(7) 2_655 ?
S1 C3 1.711(2) . ?
N1 C1 1.467(3) . ?
N1 C3 1.326(3) . ?
N1 C4 1.443(3) . ?
N2 H2 0.8800 . ?
N2 C2 1.455(3) . ?
N2 C3 1.334(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.519(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 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
S1 Cu1 Cl1 120.26(2) . . ?
S1 Cu1 Cl1 120.26(2) 2_655 . ?
S1 Cu1 S1 119.47(4) . 2_655 ?
C3 S1 Cu1 107.22(9) . . ?
C3 N1 C1 111.7(2) . . ?
C3 N1 C4 126.8(2) . . ?
C4 N1 C1 121.4(2) . . ?
C2 N2 H2 123.8 . . ?
C3 N2 H2 123.8 . . ?
C3 N2 C2 112.3(2) . . ?
N1 C1 H1A 111.1 . . ?
N1 C1 H1B 111.1 . . ?
N1 C1 C2 103.1(2) . . ?
H1A C1 H1B 109.1 . . ?
C2 C1 H1A 111.1 . . ?
C2 C1 H1B 111.1 . . ?
N2 C2 C1 102.8(2) . . ?
N2 C2 H2A 111.2 . . ?
N2 C2 H2B 111.2 . . ?
C1 C2 H2A 111.2 . . ?
C1 C2 H2B 111.2 . . ?
H2A C2 H2B 109.1 . . ?
N1 C3 S1 124.6(2) . . ?
N1 C3 N2 109.8(2) . . ?
N2 C3 S1 125.54(19) . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 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
N2 H2 Cl1 0.88 2.37 3.227(2) 163.7 .

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 C3 N1 178.25(19) . . . . ?
Cu1 S1 C3 N2 -1.7(2) . . . . ?
N1 C1 C2 N2 -4.0(3) . . . . ?
C1 N1 C3 S1 -179.90(18) . . . . ?
C1 N1 C3 N2 0.1(3) . . . . ?
C2 N2 C3 S1 176.9(2) . . . . ?
C2 N2 C3 N1 -3.0(3) . . . . ?
C3 N1 C1 C2 2.6(3) . . . . ?
C3 N2 C2 C1 4.5(3) . . . . ?
C4 N1 C1 C2 -176.0(3) . . . . ?
C4 N1 C3 S1 -1.3(4) . . . . ?
C4 N1 C3 N2 178.6(3) . . . . ?

_olex2_exptl_crystal_mounting_method 'Nylon Loop'
_olex2_submission_original_sample_id 'JPL 131'
_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_tsl-432
_database_code_depnum_ccdc_archive 'CCDC 1507426'
_audit_update_record             
;
2016-09-29 deposited with the CCDC.
2016-12-26 downloaded from the CCDC.
;
_audit_creation_date             2016-07-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H36 Cu5 I6 N8 S2'
_chemical_formula_sum            'C20 H36 Cu5 I6 N8 S2'
_chemical_formula_weight         1531.79
_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'
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'
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                   8.0690(4)
_cell_length_b                   9.9078(6)
_cell_length_c                   13.1167(8)
_cell_angle_alpha                99.126(5)
_cell_angle_beta                 102.165(5)
_cell_angle_gamma                111.425(5)
_cell_volume                     921.71(10)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    3786
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      32.2280
_cell_measurement_theta_min      3.1450
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    8.002
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36790
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
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    2.760
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             707
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_av_unetI/netI     0.0566
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.897
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            6080
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.897
_diffrn_reflns_theta_full        25.500
_diffrn_reflns_theta_max         32.706
_diffrn_reflns_theta_min         3.290
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 16.0416
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.897
_diffrn_measurement_device_type  Rigaku-OxfordDiffracti0on
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4853
_reflns_number_total             6080
_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       'CrysAlis PRO (Rigaku OxfordDiffraction, 2015)'
_computing_data_collection       'CrysAlis PRO (Rigaku OxfordDiffraction, 2015)'
_computing_data_reduction        'CrysAlis RED (Rigaku OxfordDiffraction, 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         3.114
_refine_diff_density_min         -2.036
_refine_diff_density_rms         0.248
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     189
_refine_ls_number_reflns         6080
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0463
_refine_ls_restrained_S_all      1.073
_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)+(0.0482P)²+2.1039P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1075
_refine_ls_wR_factor_ref         0.1201
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C6(H6A,H6B), C7(H7A,H7B), C9(H9A,H9B)
2.b Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
I1 I 0.24158(5) 0.35074(4) 0.37989(3) 0.02170(9) Uani 1 1 d . . . . .
I2 I 0.60537(6) 0.75106(4) 0.30014(3) 0.02594(10) Uani 1 1 d . . . . .
I3 I 0.31469(6) 0.32176(4) 0.04104(3) 0.02734(10) Uani 1 1 d . . . . .
Cu1 Cu 1.0000 0.5000 0.5000 0.01752(18) Uani 1 2 d S T P . .
Cu2 Cu 0.58240(11) 0.55041(9) 0.40805(7) 0.03050(18) Uani 1 1 d . . . . .
Cu3 Cu 0.54781(12) 0.59935(9) 0.11181(7) 0.03146(18) Uani 1 1 d . . . . .
S1 S 0.72528(18) 0.38962(14) 0.35120(11) 0.0170(2) Uani 1 1 d . . . . .
N1 N 1.0820(7) 0.6789(5) 0.4460(4) 0.0178(9) Uani 1 1 d . . . . .
N2 N 1.1316(7) 0.8311(5) 0.3341(4) 0.0200(9) Uani 1 1 d . . . . .
N3 N 0.9610(6) 0.5698(5) 0.2557(4) 0.0169(8) Uani 1 1 d . . . . .
N4 N 0.7968(6) 0.3341(5) 0.1626(4) 0.0187(9) Uani 1 1 d . . . . .
C1 C 1.1884(11) 0.8342(6) 0.5163(5) 0.0336(15) Uani 1 1 d . . . . .
H1A H 1.3101 0.8457 0.5614 0.040 Uiso 1 1 calc R . . . .
H1B H 1.1180 0.8587 0.5643 0.040 Uiso 1 1 calc R . . . .
C2 C 1.2155(11) 0.9353(7) 0.4410(5) 0.0332(15) Uani 1 1 d . . . . .
H2A H 1.1519 1.0029 0.4510 0.040 Uiso 1 1 calc R . . . .
H2B H 1.3494 0.9966 0.4529 0.040 Uiso 1 1 calc R . . . .
C3 C 1.0737(8) 0.8847(6) 0.2411(5) 0.0234(11) Uani 1 1 d . . . . .
H3A H 1.0211 0.9571 0.2623 0.028 Uiso 1 1 calc R . . . .
H3B H 0.9749 0.7990 0.1831 0.028 Uiso 1 1 calc R . . . .
C4 C 1.2364(10) 0.9603(8) 0.1984(6) 0.0332(14) Uani 1 1 d . . . . .
H4A H 1.1934 0.9960 0.1368 0.050 Uiso 1 1 calc GR . . . .
H4B H 1.2863 0.8880 0.1753 0.050 Uiso 1 1 calc GR . . . .
H4C H 1.3341 1.0456 0.2555 0.050 Uiso 1 1 calc GR . . . .
C5 C 1.0527(7) 0.6893(5) 0.3466(4) 0.0149(9) Uani 1 1 d . . . . .
C6 C 1.0429(8) 0.5516(7) 0.1659(5) 0.0242(11) Uani 1 1 d . . . . .
H6A H 1.1660 0.5492 0.1920 0.029 Uiso 1 1 calc R . . . .
H6B H 1.0566 0.6336 0.1295 0.029 Uiso 1 1 calc R . . . .
C7 C 0.9005(9) 0.4009(7) 0.0906(5) 0.0243(11) Uani 1 1 d . . . . .
H7A H 0.8185 0.4143 0.0291 0.029 Uiso 1 1 calc R . . . .
H7B H 0.9619 0.3391 0.0628 0.029 Uiso 1 1 calc R . . . .
C8 C 0.8315(7) 0.4314(6) 0.2536(4) 0.0151(9) Uani 1 1 d . . . . .
C9 C 0.6684(8) 0.1748(6) 0.1299(5) 0.0240(11) Uani 1 1 d . . . . .
H9A H 0.5920 0.1486 0.0540 0.029 Uiso 1 1 calc R . . . .
H9B H 0.5834 0.1566 0.1756 0.029 Uiso 1 1 calc R . . . .
C10 C 0.7722(11) 0.0762(8) 0.1404(7) 0.0439(19) Uani 1 1 d . . . . .
H10A H 0.6852 -0.0290 0.1077 0.066 Uiso 1 1 calc GR . . . .
H10B H 0.8306 0.0897 0.2169 0.066 Uiso 1 1 calc GR . . . .
H10C H 0.8685 0.1039 0.1033 0.066 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
I1 Cu2 2.6417(9) . ?
I1 Cu2 2.6773(10) 2_666 ?
I2 Cu2 2.5931(9) . ?
I2 Cu3 2.5309(10) . ?
I3 Cu3 2.5811(10) 2_665 ?
I3 Cu3 2.5766(10) . ?
Cu1 S1 2.3765(14) . ?
Cu1 S1 2.3765(14) 2_766 ?
Cu1 N1 1.955(4) 2_766 ?
Cu1 N1 1.955(4) . ?
Cu2 I1 2.6773(9) 2_666 ?
Cu2 S1 2.3980(16) . ?
Cu3 I3 2.5811(10) 2_665 ?
Cu3 Cu3 3.0297(17) 2_665 ?
S1 C8 1.708(5) . ?
N1 C1 1.485(7) . ?
N1 C5 1.302(7) . ?
N2 C2 1.456(8) . ?
N2 C3 1.461(7) . ?
N2 C5 1.368(6) . ?
N3 C5 1.382(7) . ?
N3 C6 1.485(7) . ?
N3 C8 1.379(6) . ?
N4 C7 1.468(7) . ?
N4 C8 1.316(7) . ?
N4 C9 1.467(7) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.506(8) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.525(8) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.525(8) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.506(9) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 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
Cu2 I1 Cu2 71.81(3) . 2_666 ?
Cu3 I2 Cu2 101.08(3) . . ?
Cu3 I3 Cu3 71.95(3) . 2_665 ?
S1 Cu1 S1 180.0 . 2_766 ?
N1 Cu1 S1 90.55(14) . 2_766 ?
N1 Cu1 S1 89.45(14) 2_766 2_766 ?
N1 Cu1 S1 90.55(14) 2_766 . ?
N1 Cu1 S1 89.45(14) . . ?
N1 Cu1 N1 180.0 2_766 . ?
I1 Cu2 I1 108.19(3) . 2_666 ?
I2 Cu2 I1 117.14(3) . 2_666 ?
I2 Cu2 I1 115.25(3) . . ?
S1 Cu2 I1 100.93(4) . 2_666 ?
S1 Cu2 I1 100.74(4) . . ?
S1 Cu2 I2 112.47(5) . . ?
I2 Cu3 I3 130.17(4) . 2_665 ?
I2 Cu3 I3 121.76(4) . . ?
I2 Cu3 Cu3 175.66(5) . 2_665 ?
I3 Cu3 I3 108.05(3) . 2_665 ?
I3 Cu3 Cu3 54.10(3) . 2_665 ?
I3 Cu3 Cu3 53.96(3) 2_665 2_665 ?
Cu1 S1 Cu2 96.89(5) . . ?
C8 S1 Cu1 96.85(17) . . ?
C8 S1 Cu2 115.74(18) . . ?
C1 N1 Cu1 124.1(4) . . ?
C5 N1 Cu1 129.0(4) . . ?
C5 N1 C1 106.9(4) . . ?
C2 N2 C3 119.3(5) . . ?
C5 N2 C2 107.9(4) . . ?
C5 N2 C3 126.8(5) . . ?
C5 N3 C6 122.2(4) . . ?
C8 N3 C5 124.3(4) . . ?
C8 N3 C6 108.8(4) . . ?
C8 N4 C7 112.9(4) . . ?
C8 N4 C9 126.5(5) . . ?
C9 N4 C7 120.6(5) . . ?
N1 C1 H1A 110.6 . . ?
N1 C1 H1B 110.6 . . ?
N1 C1 C2 105.9(5) . . ?
H1A C1 H1B 108.7 . . ?
C2 C1 H1A 110.6 . . ?
C2 C1 H1B 110.6 . . ?
N2 C2 C1 103.6(5) . . ?
N2 C2 H2A 111.0 . . ?
N2 C2 H2B 111.0 . . ?
C1 C2 H2A 111.0 . . ?
C1 C2 H2B 111.0 . . ?
H2A C2 H2B 109.0 . . ?
N2 C3 H3A 109.3 . . ?
N2 C3 H3B 109.3 . . ?
N2 C3 C4 111.5(5) . . ?
H3A C3 H3B 108.0 . . ?
C4 C3 H3A 109.3 . . ?
C4 C3 H3B 109.3 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 N2 115.4(5) . . ?
N1 C5 N3 125.5(4) . . ?
N2 C5 N3 118.9(5) . . ?
N3 C6 H6A 111.2 . . ?
N3 C6 H6B 111.2 . . ?
N3 C6 C7 102.8(4) . . ?
H6A C6 H6B 109.1 . . ?
C7 C6 H6A 111.2 . . ?
C7 C6 H6B 111.2 . . ?
N4 C7 C6 101.8(4) . . ?
N4 C7 H7A 111.4 . . ?
N4 C7 H7B 111.4 . . ?
C6 C7 H7A 111.4 . . ?
C6 C7 H7B 111.4 . . ?
H7A C7 H7B 109.3 . . ?
N3 C8 S1 126.3(4) . . ?
N4 C8 S1 124.0(4) . . ?
N4 C8 N3 109.7(5) . . ?
N4 C9 H9A 109.4 . . ?
N4 C9 H9B 109.4 . . ?
N4 C9 C10 111.3(5) . . ?
H9A C9 H9B 108.0 . . ?
C10 C9 H9A 109.4 . . ?
C10 C9 H9B 109.4 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 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
C1 H1A S1 0.99 2.71 3.204(7) 111.4 2_766
C1 H1B I1 0.99 3.20 3.923(7) 131.1 2_666
C3 H3B I3 0.99 3.08 3.966(6) 149.7 2_665
C6 H6A I2 0.99 3.22 4.072(6) 144.9 1_655
C7 H7B I3 0.99 2.98 3.857(6) 147.8 1_655
C10 H10A I3 0.98 3.23 4.000(7) 136.8 2_655

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 C8 N3 -49.5(5) . . . . ?
Cu1 S1 C8 N4 132.1(4) . . . . ?
Cu1 N1 C1 C2 -178.2(5) . . . . ?
Cu1 N1 C5 N2 -178.8(4) . . . . ?
Cu1 N1 C5 N3 -3.3(8) . . . . ?
Cu2 S1 C8 N3 51.6(5) . . . . ?
Cu2 S1 C8 N4 -126.8(4) . . . . ?
N1 C1 C2 N2 -2.7(8) . . . . ?
N3 C6 C7 N4 -18.3(6) . . . . ?
C1 N1 C5 N2 3.2(7) . . . . ?
C1 N1 C5 N3 178.7(6) . . . . ?
C2 N2 C3 C4 83.3(7) . . . . ?
C2 N2 C5 N1 -5.1(7) . . . . ?
C2 N2 C5 N3 179.0(5) . . . . ?
C3 N2 C2 C1 159.2(6) . . . . ?
C3 N2 C5 N1 -157.3(5) . . . . ?
C3 N2 C5 N3 26.8(8) . . . . ?
C5 N1 C1 C2 -0.1(7) . . . . ?
C5 N2 C2 C1 4.5(7) . . . . ?
C5 N2 C3 C4 -127.3(6) . . . . ?
C5 N3 C6 C7 175.7(5) . . . . ?
C5 N3 C8 S1 13.6(8) . . . . ?
C5 N3 C8 N4 -167.8(5) . . . . ?
C6 N3 C5 N1 -128.4(6) . . . . ?
C6 N3 C5 N2 47.0(7) . . . . ?
C6 N3 C8 S1 169.8(4) . . . . ?
C6 N3 C8 N4 -11.7(6) . . . . ?
C7 N4 C8 S1 177.2(4) . . . . ?
C7 N4 C8 N3 -1.4(6) . . . . ?
C7 N4 C9 C10 76.6(7) . . . . ?
C8 N3 C5 N1 24.8(8) . . . . ?
C8 N3 C5 N2 -159.8(5) . . . . ?
C8 N3 C6 C7 19.0(6) . . . . ?
C8 N4 C7 C6 13.0(6) . . . . ?
C8 N4 C9 C10 -104.3(7) . . . . ?
C9 N4 C7 C6 -167.7(5) . . . . ?
C9 N4 C8 S1 -1.9(8) . . . . ?
C9 N4 C8 N3 179.5(5) . . . . ?

_olex2_exptl_crystal_mounting_method 'Nylon Loop'
_olex2_submission_original_sample_id TSL-432
_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_12
_database_code_depnum_ccdc_archive 'CCDC 1506832'
_audit_update_record             
;
2016-11-18 deposited with the CCDC.
2016-12-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H40 Br2 Cu2 N8 S4'
_chemical_formula_sum            'C36 H40 Br2 Cu2 N8 S4'
_chemical_formula_weight         999.90

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_space_group_name_hall  '-C 2yc'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   15.6581(17)
_cell_length_b                   12.6438(15)
_cell_length_c                   19.708(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.694(4)
_cell_angle_gamma                90.00
_cell_volume                     3888.6(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9590
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      27.37

_exptl_crystal_description       plates
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.708
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2016
_exptl_absorpt_coefficient_mu    3.403
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5708
_exptl_absorpt_correction_T_max  0.7216
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            35380
_diffrn_reflns_av_R_equivalents  0.0936
_diffrn_reflns_av_sigmaI/netI    0.0570
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.07
_diffrn_reflns_theta_max         27.60
_reflns_number_total             4495
_reflns_number_gt                3750
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR-92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'


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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0405P)²+0.3414P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    none
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4495
_refine_ls_number_parameters     241
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0447
_refine_ls_R_factor_gt           0.0340
_refine_ls_wR_factor_ref         0.0907
_refine_ls_wR_factor_gt          0.0853
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.060396(15) 0.673898(19) 0.385236(12) 0.01598(9) Uani 1 1 d . . .
Cu1 Cu 0.018224(19) 0.83332(2) 0.318720(14) 0.01527(10) Uani 1 1 d . . .
S1 S 0.05995(4) 0.99999(5) 0.35480(3) 0.01480(14) Uani 1 1 d . . .
S2 S 0.12310(4) 0.83435(5) 0.22416(3) 0.01291(14) Uani 1 1 d . . .
N1 N 0.09376(14) 0.90271(18) 0.47478(10) 0.0192(5) Uani 1 1 d D . .
N2 N 0.13205(12) 1.06961(17) 0.47744(9) 0.0138(4) Uani 1 1 d . . .
N3 N 0.12072(14) 0.62139(17) 0.21411(10) 0.0179(5) Uani 1 1 d D . .
N4 N 0.23482(13) 0.68232(16) 0.27219(10) 0.0159(5) Uani 1 1 d . . .
C1 C 0.09731(14) 0.99040(19) 0.43754(11) 0.0133(5) Uani 1 1 d . . .
C2 C 0.13732(17) 0.9156(2) 0.54278(12) 0.0225(6) Uani 1 1 d . . .
H2 H 0.1965 0.8876 0.5452 0.027 Uiso 1 1 calc R . .
H1 H 0.1054 0.8810 0.5780 0.027 Uiso 1 1 calc R . .
C3 C 0.13622(16) 1.0357(2) 0.54958(11) 0.0182(5) Uani 1 1 d . . .
H8 H 0.0855 1.0601 0.5721 0.022 Uiso 1 1 calc R . .
H9 H 0.1889 1.0620 0.5754 0.022 Uiso 1 1 calc R . .
C4 C 0.13782(15) 1.17809(19) 0.45979(12) 0.0138(5) Uani 1 1 d . . .
C5 C 0.11284(15) 1.2549(2) 0.50418(13) 0.0186(5) Uani 1 1 d . . .
H7 H 0.0921 1.2348 0.5463 0.022 Uiso 1 1 calc R . .
C6 C 0.11802(16) 1.3609(2) 0.48744(14) 0.0229(6) Uani 1 1 d . . .
H6 H 0.1014 1.4133 0.5183 0.028 Uiso 1 1 calc R . .
C7 C 0.14726(15) 1.3910(2) 0.42597(13) 0.0212(6) Uani 1 1 d . . .
H5 H 0.1484 1.4636 0.4136 0.025 Uiso 1 1 calc R . .
C8 C 0.17497(16) 1.3139(2) 0.38240(13) 0.0192(6) Uani 1 1 d . . .
H4 H 0.1965 1.3343 0.3406 0.023 Uiso 1 1 calc R . .
C9 C 0.17153(15) 1.2082(2) 0.39926(12) 0.0163(5) Uani 1 1 d . . .
H3 H 0.1920 1.1561 0.3698 0.020 Uiso 1 1 calc R . .
C10 C 0.15971(15) 0.7084(2) 0.23731(11) 0.0123(5) Uani 1 1 d . . .
C11 C 0.16033(18) 0.5258(2) 0.24428(14) 0.0257(6) Uani 1 1 d . . .
H17 H 0.1648 0.4695 0.2098 0.031 Uiso 1 1 calc R . .
H18 H 0.1281 0.4985 0.2818 0.031 Uiso 1 1 calc R . .
C12 C 0.24769(16) 0.5664(2) 0.27044(13) 0.0214(6) Uani 1 1 d . . .
H16 H 0.2649 0.5384 0.3164 0.026 Uiso 1 1 calc R . .
H15 H 0.2917 0.5472 0.2393 0.026 Uiso 1 1 calc R . .
C13 C 0.29280(15) 0.7491(2) 0.31218(11) 0.0157(5) Uani 1 1 d . . .
C14 C 0.37974(15) 0.7416(2) 0.30394(13) 0.0212(6) Uani 1 1 d . . .
H14 H 0.3994 0.6983 0.2690 0.025 Uiso 1 1 calc R . .
C15 C 0.43755(17) 0.7975(2) 0.34695(15) 0.0284(7) Uani 1 1 d . . .
H13 H 0.4972 0.7923 0.3417 0.034 Uiso 1 1 calc R . .
C16 C 0.40900(18) 0.8612(2) 0.39770(14) 0.0297(7) Uani 1 1 d . . .
H12 H 0.4489 0.8992 0.4274 0.036 Uiso 1 1 calc R . .
C17 C 0.32233(18) 0.8690(2) 0.40489(13) 0.0259(6) Uani 1 1 d . . .
H11 H 0.3027 0.9132 0.4394 0.031 Uiso 1 1 calc R . .
C18 C 0.26339(17) 0.8131(2) 0.36242(13) 0.0199(6) Uani 1 1 d . . .
H10 H 0.2038 0.8186 0.3677 0.024 Uiso 1 1 calc R . .
H1A H 0.083(2) 0.8423(16) 0.4577(15) 0.024 Uiso 1 1 d D . .
H3A H 0.0746(13) 0.622(2) 0.1893(12) 0.024 Uiso 1 1 d D . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Cu1 2.4649(4) . ?
Cu1 S1 2.3016(7) . ?
Cu1 S2 2.3032(7) 2 ?
Cu1 S2 2.5827(7) . ?
Cu1 Cu1 2.7220(6) 2 ?
S1 C1 1.691(2) . ?
S2 C10 1.706(3) . ?
S2 Cu1 2.3032(7) 2 ?
N1 C1 1.333(3) . ?
N1 C2 1.462(3) . ?
N1 H1A 0.845(17) . ?
N2 C1 1.359(3) . ?
N2 C4 1.420(3) . ?
N2 C3 1.481(3) . ?
N3 C10 1.321(3) . ?
N3 C11 1.463(3) . ?
N3 H3A 0.838(17) . ?
N4 C10 1.354(3) . ?
N4 C13 1.428(3) . ?
N4 C12 1.480(3) . ?
C2 C3 1.524(4) . ?
C2 H2 0.9900 . ?
C2 H1 0.9900 . ?
C3 H8 0.9900 . ?
C3 H9 0.9900 . ?
C4 C5 1.385(3) . ?
C4 C9 1.396(3) . ?
C5 C6 1.384(4) . ?
C5 H7 0.9500 . ?
C6 C7 1.383(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.391(4) . ?
C7 H5 0.9500 . ?
C8 C9 1.380(4) . ?
C8 H4 0.9500 . ?
C9 H3 0.9500 . ?
C11 C12 1.512(4) . ?
C11 H17 0.9900 . ?
C11 H18 0.9900 . ?
C12 H16 0.9900 . ?
C12 H15 0.9900 . ?
C13 C18 1.387(4) . ?
C13 C14 1.387(3) . ?
C14 C15 1.383(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.386(4) . ?
C15 H13 0.9500 . ?
C16 C17 1.379(4) . ?
C16 H12 0.9500 . ?
C17 C18 1.388(4) . ?
C17 H11 0.9500 . ?
C18 H10 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
S1 Cu1 S2 110.37(2) . 2 ?
S1 Cu1 Br1 121.84(2) . . ?
S2 Cu1 Br1 114.03(2) 2 . ?
S1 Cu1 S2 92.13(2) . . ?
S2 Cu1 S2 112.56(2) 2 . ?
Br1 Cu1 S2 103.261(18) . . ?
S1 Cu1 Cu1 109.788(16) . 2 ?
S2 Cu1 Cu1 61.181(18) 2 2 ?
Br1 Cu1 Cu1 123.671(10) . 2 ?
S2 Cu1 Cu1 51.385(18) . 2 ?
C1 S1 Cu1 107.41(9) . . ?
C10 S2 Cu1 110.57(9) . 2 ?
C10 S2 Cu1 96.39(8) . . ?
Cu1 S2 Cu1 67.43(2) 2 . ?
C1 N1 C2 112.0(2) . . ?
C1 N1 H1A 123(2) . . ?
C2 N1 H1A 122(2) . . ?
C1 N2 C4 126.92(19) . . ?
C1 N2 C3 109.01(19) . . ?
C4 N2 C3 121.09(19) . . ?
C10 N3 C11 112.3(2) . . ?
C10 N3 H3A 123(2) . . ?
C11 N3 H3A 125(2) . . ?
C10 N4 C13 128.6(2) . . ?
C10 N4 C12 110.1(2) . . ?
C13 N4 C12 121.08(19) . . ?
N1 C1 N2 109.1(2) . . ?
N1 C1 S1 124.32(18) . . ?
N2 C1 S1 126.55(18) . . ?
N1 C2 C3 100.59(19) . . ?
N1 C2 H2 111.7 . . ?
C3 C2 H2 111.7 . . ?
N1 C2 H1 111.7 . . ?
C3 C2 H1 111.7 . . ?
H2 C2 H1 109.4 . . ?
N2 C3 C2 101.78(19) . . ?
N2 C3 H8 111.4 . . ?
C2 C3 H8 111.4 . . ?
N2 C3 H9 111.4 . . ?
C2 C3 H9 111.4 . . ?
H8 C3 H9 109.3 . . ?
C5 C4 C9 119.6(2) . . ?
C5 C4 N2 119.7(2) . . ?
C9 C4 N2 120.6(2) . . ?
C6 C5 C4 120.2(2) . . ?
C6 C5 H7 119.9 . . ?
C4 C5 H7 119.9 . . ?
C7 C6 C5 120.3(2) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C6 C7 C8 119.4(3) . . ?
C6 C7 H5 120.3 . . ?
C8 C7 H5 120.3 . . ?
C9 C8 C7 120.6(2) . . ?
C9 C8 H4 119.7 . . ?
C7 C8 H4 119.7 . . ?
C8 C9 C4 119.7(2) . . ?
C8 C9 H3 120.2 . . ?
C4 C9 H3 120.2 . . ?
N3 C10 N4 109.3(2) . . ?
N3 C10 S2 125.79(18) . . ?
N4 C10 S2 124.86(19) . . ?
N3 C11 C12 101.5(2) . . ?
N3 C11 H17 111.5 . . ?
C12 C11 H17 111.5 . . ?
N3 C11 H18 111.5 . . ?
C12 C11 H18 111.5 . . ?
H17 C11 H18 109.3 . . ?
N4 C12 C11 102.93(19) . . ?
N4 C12 H16 111.2 . . ?
C11 C12 H16 111.2 . . ?
N4 C12 H15 111.2 . . ?
C11 C12 H15 111.2 . . ?
H16 C12 H15 109.1 . . ?
C18 C13 C14 120.7(2) . . ?
C18 C13 N4 120.4(2) . . ?
C14 C13 N4 118.7(2) . . ?
C15 C14 C13 119.5(3) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C14 C15 C16 120.4(2) . . ?
C14 C15 H13 119.8 . . ?
C16 C15 H13 119.8 . . ?
C17 C16 C15 119.6(3) . . ?
C17 C16 H12 120.2 . . ?
C15 C16 H12 120.2 . . ?
C16 C17 C18 120.9(3) . . ?
C16 C17 H11 119.6 . . ?
C18 C17 H11 119.6 . . ?
C13 C18 C17 119.0(2) . . ?
C13 C18 H10 120.5 . . ?
C17 C18 H10 120.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S2 Cu1 S1 C1 123.69(8) 2 . . . ?
Br1 Cu1 S1 C1 -14.21(9) . . . . ?
S2 Cu1 S1 C1 -121.26(8) . . . . ?
Cu1 Cu1 S1 C1 -170.69(8) 2 . . . ?
S1 Cu1 S2 C10 136.53(8) . . . . ?
S2 Cu1 S2 C10 -110.35(8) 2 . . . ?
Br1 Cu1 S2 C10 13.09(8) . . . . ?
Cu1 Cu1 S2 C10 -109.65(8) 2 . . . ?
S1 Cu1 S2 Cu1 -113.822(19) . . . 2 ?
S2 Cu1 S2 Cu1 -0.70(3) 2 . . 2 ?
Br1 Cu1 S2 Cu1 122.737(13) . . . 2 ?
C2 N1 C1 N2 -7.2(3) . . . . ?
C2 N1 C1 S1 175.26(18) . . . . ?
C4 N2 C1 N1 -172.0(2) . . . . ?
C3 N2 C1 N1 -11.6(3) . . . . ?
C4 N2 C1 S1 5.5(3) . . . . ?
C3 N2 C1 S1 165.94(17) . . . . ?
Cu1 S1 C1 N1 -6.1(2) . . . . ?
Cu1 S1 C1 N2 176.70(18) . . . . ?
C1 N1 C2 C3 21.6(3) . . . . ?
C1 N2 C3 C2 24.2(2) . . . . ?
C4 N2 C3 C2 -174.1(2) . . . . ?
N1 C2 C3 N2 -25.9(2) . . . . ?
C1 N2 C4 C5 132.0(2) . . . . ?
C3 N2 C4 C5 -26.3(3) . . . . ?
C1 N2 C4 C9 -50.5(3) . . . . ?
C3 N2 C4 C9 151.2(2) . . . . ?
C9 C4 C5 C6 2.6(4) . . . . ?
N2 C4 C5 C6 -179.9(2) . . . . ?
C4 C5 C6 C7 0.7(4) . . . . ?
C5 C6 C7 C8 -2.8(4) . . . . ?
C6 C7 C8 C9 1.6(4) . . . . ?
C7 C8 C9 C4 1.7(4) . . . . ?
C5 C4 C9 C8 -3.8(4) . . . . ?
N2 C4 C9 C8 178.7(2) . . . . ?
C11 N3 C10 N4 11.8(3) . . . . ?
C11 N3 C10 S2 -169.55(19) . . . . ?
C13 N4 C10 N3 -172.3(2) . . . . ?
C12 N4 C10 N3 1.5(3) . . . . ?
C13 N4 C10 S2 9.1(4) . . . . ?
C12 N4 C10 S2 -177.16(18) . . . . ?
Cu1 S2 C10 N3 13.0(2) 2 . . . ?
Cu1 S2 C10 N3 81.3(2) . . . . ?
Cu1 S2 C10 N4 -168.58(18) 2 . . . ?
Cu1 S2 C10 N4 -100.3(2) . . . . ?
C10 N3 C11 C12 -19.3(3) . . . . ?
C10 N4 C12 C11 -13.1(3) . . . . ?
C13 N4 C12 C11 161.2(2) . . . . ?
N3 C11 C12 N4 18.2(3) . . . . ?
C10 N4 C13 C18 51.5(4) . . . . ?
C12 N4 C13 C18 -121.6(3) . . . . ?
C10 N4 C13 C14 -134.2(3) . . . . ?
C12 N4 C13 C14 52.7(3) . . . . ?
C18 C13 C14 C15 0.9(4) . . . . ?
N4 C13 C14 C15 -173.4(2) . . . . ?
C13 C14 C15 C16 -0.4(4) . . . . ?
C14 C15 C16 C17 -0.4(4) . . . . ?
C15 C16 C17 C18 0.7(4) . . . . ?
C14 C13 C18 C17 -0.6(4) . . . . ?
N4 C13 C18 C17 173.6(2) . . . . ?
C16 C17 C18 C13 -0.2(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        27.60
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.440
_refine_diff_density_min         -0.605
_refine_diff_density_rms         0.108
####################################################################### 
# 
# 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-114
_database_code_depnum_ccdc_archive 'CCDC 1507427'
_audit_update_record             
;
2016-09-29 deposited with the CCDC.
2016-12-26 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT971_jpl-114             
;
PROBLEM: Check Calcd Residual Density  0.71A From      I1       3.94 eA-3
RESPONSE: The structure shows no twinning;  Iodine refines correctly.
;
_vrf_PLAT971_jpl-114_2           
;
PROBLEM: Check Calcd Residual Density  0.75A From      I1       3.49 eA-3
RESPONSE: The structure shows no twinning.  Iodine refines correctly.
;
_vrf_PLAT972_jpl-114             
;
PROBLEM: Check Calcd Residual Density  0.87A From      I1      -3.16 eA-3
RESPONSE: The stucture  shows  no twinning.  Ioding refines correctly.
;
# Added during the CSD deposition process: Thursday 29 September 2016 09:06 PM
# end Validation Reply Form

_audit_creation_date             2014-10-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H10 Cu I N2 S'
_chemical_formula_sum            'C9 H10 Cu I N2 S'
_chemical_formula_weight         368.69
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H16 N4 S2 I Cu'
_chemical_oxdiff_usercomment     "Lobana's JPL-114"
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'

_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   15.6938(9)
_cell_length_b                   12.7042(6)
_cell_length_c                   11.1498(6)
_cell_angle_alpha                90
_cell_angle_beta                 95.604(5)
_cell_angle_gamma                90
_cell_volume                     2212.4(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2330
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      32.6900
_cell_measurement_theta_min      3.3730
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.915
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.25138
_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            'whiteish colourless'
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.214
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1408
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.39
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0516
_diffrn_reflns_av_unetI/netI     0.0744
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.903
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6561
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.903
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         32.553
_diffrn_reflns_theta_min         3.207
_diffrn_ambient_temperature      173(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0416
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.903
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -28.00   55.00   1.0000    1.3000
omega____ theta____ kappa____ phi______ frames
    -       25.9925  -19.0000   30.0000 83

#__ type_ start__ end____ width___ exp.time_
  2 omega   27.00   59.00   1.0000    1.3000
omega____ theta____ kappa____ phi______ frames
    -       25.9925  -99.0000  120.0000 32

#__ type_ start__ end____ width___ exp.time_
  3 omega   70.00   99.00   1.0000    1.3000
omega____ theta____ kappa____ phi______ frames
    -       25.9925 -178.0000  150.0000 29

#__ type_ start__ end____ width___ exp.time_
  4 omega  -41.00   18.00   1.0000    1.3000
omega____ theta____ kappa____ phi______ frames
    -       25.9925  -57.0000  -30.0000 59

#__ type_ start__ end____ width___ exp.time_
  5 omega  -27.00    7.00   1.0000    1.3000
omega____ theta____ kappa____ phi______ frames
    -      -23.8050   57.0000 -180.0000 34
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Agilent, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0232185000
_diffrn_orient_matrix_UB_12      -0.0089760000
_diffrn_orient_matrix_UB_13      -0.0506181000
_diffrn_orient_matrix_UB_21      -0.0145354000
_diffrn_orient_matrix_UB_22      -0.0528605000
_diffrn_orient_matrix_UB_23      -0.0028945000
_diffrn_orient_matrix_UB_31      -0.0362420000
_diffrn_orient_matrix_UB_32      0.0154405000
_diffrn_orient_matrix_UB_33      -0.0389374000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2864
_reflns_number_total             3626
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.44
_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, 2008)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         4.010
_refine_diff_density_min         -3.129
_refine_diff_density_rms         0.286
_refine_ls_extinction_coef       0.0032(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     128
_refine_ls_number_reflns         3626
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0706
_refine_ls_R_factor_gt           0.0572
_refine_ls_restrained_S_all      1.058
_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)+(0.0759P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1394
_refine_ls_wR_factor_ref         0.1555
_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
2.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C2(H2A,H2B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C8(H8), C9(H9), C7(H7), C5(H5), C6(H6)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
I1 I 0.00512(2) 0.32876(2) 0.46534(3) 0.02540(15) Uani 1 1 d . . . . .
Cu1 Cu 0.00809(4) 0.52371(5) 0.37656(5) 0.02523(19) Uani 1 1 d . . . . .
S1 S 0.12347(7) 0.51879(9) 0.26046(10) 0.0209(2) Uani 1 1 d . . . . .
N1 N 0.1318(3) 0.7315(3) 0.2675(4) 0.0248(8) Uani 1 1 d . . . . .
H1 H 0.0928 0.7376 0.3161 0.030 Uiso 1 1 calc R . . . .
N2 N 0.2322(2) 0.6590(3) 0.1732(4) 0.0221(8) Uani 1 1 d . . . . .
C8 C 0.3012(4) 0.4340(5) -0.0028(5) 0.0371(13) Uani 1 1 d . . . . .
H8 H 0.2774 0.3828 -0.0555 0.044 Uiso 1 1 calc R . . . .
C9 C 0.2491(4) 0.5088(5) 0.0458(4) 0.0304(11) Uani 1 1 d . . . . .
H9 H 0.1903 0.5080 0.0245 0.036 Uiso 1 1 calc R . . . .
C7 C 0.3888(4) 0.4370(5) 0.0282(5) 0.0412(15) Uani 1 1 d . . . . .
H7 H 0.4240 0.3879 -0.0041 0.049 Uiso 1 1 calc R . . . .
C3 C 0.2563(3) 0.7709(4) 0.1834(5) 0.0298(11) Uani 1 1 d . . . . .
H3A H 0.2741 0.7977 0.1083 0.036 Uiso 1 1 calc R . . . .
H3B H 0.3016 0.7824 0.2476 0.036 Uiso 1 1 calc R . . . .
C4 C 0.2842(3) 0.5833(4) 0.1249(4) 0.0241(9) Uani 1 1 d . . . . .
C5 C 0.3722(3) 0.5860(5) 0.1554(5) 0.0337(12) Uani 1 1 d . . . . .
H5 H 0.3962 0.6370 0.2082 0.040 Uiso 1 1 calc R . . . .
C6 C 0.4240(3) 0.5125(5) 0.1067(6) 0.0387(14) Uani 1 1 d . . . . .
H6 H 0.4828 0.5141 0.1271 0.046 Uiso 1 1 calc R . . . .
C2 C 0.1728(4) 0.8208(4) 0.2125(5) 0.0287(11) Uani 1 1 d . . . . .
H2A H 0.1827 0.8789 0.2685 0.034 Uiso 1 1 calc R . . . .
H2B H 0.1391 0.8451 0.1403 0.034 Uiso 1 1 calc R . . . .
C1 C 0.1626(3) 0.6398(4) 0.2327(4) 0.0211(9) 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
I1 Cu1 2.5951(7) 5_566 ?
I1 Cu1 2.6692(8) . ?
Cu1 I1 2.5951(7) 5_566 ?
Cu1 Cu1 2.8533(12) 5_566 ?
Cu1 Cu1 2.8087(12) 2 ?
Cu1 S1 2.3273(12) . ?
Cu1 S1 2.4463(13) 2 ?
S1 Cu1 2.4463(13) 2 ?
S1 C1 1.695(5) . ?
N1 H1 0.8600 . ?
N1 C2 1.467(7) . ?
N1 C1 1.333(7) . ?
N2 C3 1.473(7) . ?
N2 C4 1.401(6) . ?
N2 C1 1.355(6) . ?
C8 H8 0.9300 . ?
C8 C9 1.397(8) . ?
C8 C7 1.384(9) . ?
C9 H9 0.9300 . ?
C9 C4 1.372(8) . ?
C7 H7 0.9300 . ?
C7 C6 1.377(10) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C2 1.519(7) . ?
C4 C5 1.391(7) . ?
C5 H5 0.9300 . ?
C5 C6 1.383(8) . ?
C6 H6 0.9300 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?

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
Cu1 I1 Cu1 65.62(2) 5_566 . ?
I1 Cu1 I1 114.38(2) 5_566 . ?
I1 Cu1 Cu1 132.622(17) 5_566 2 ?
I1 Cu1 Cu1 111.684(15) . 2 ?
I1 Cu1 Cu1 55.94(2) . 5_566 ?
I1 Cu1 Cu1 58.44(2) 5_566 5_566 ?
Cu1 Cu1 Cu1 164.06(4) 2 5_566 ?
S1 Cu1 I1 102.95(4) . . ?
S1 Cu1 I1 99.42(4) 2 . ?
S1 Cu1 I1 121.02(4) . 5_566 ?
S1 Cu1 I1 108.91(4) 2 5_566 ?
S1 Cu1 Cu1 55.95(3) . 2 ?
S1 Cu1 Cu1 132.71(4) . 5_566 ?
S1 Cu1 Cu1 116.61(4) 2 5_566 ?
S1 Cu1 Cu1 52.02(3) 2 2 ?
S1 Cu1 S1 107.88(4) . 2 ?
Cu1 S1 Cu1 72.04(4) . 2 ?
C1 S1 Cu1 99.28(16) . 2 ?
C1 S1 Cu1 113.10(17) . . ?
C2 N1 H1 124.2 . . ?
C1 N1 H1 124.2 . . ?
C1 N1 C2 111.6(4) . . ?
C4 N2 C3 122.5(4) . . ?
C1 N2 C3 110.4(4) . . ?
C1 N2 C4 126.3(4) . . ?
C9 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
C7 C8 C9 119.2(6) . . ?
C8 C9 H9 119.8 . . ?
C4 C9 C8 120.4(5) . . ?
C4 C9 H9 119.8 . . ?
C8 C7 H7 119.8 . . ?
C6 C7 C8 120.3(5) . . ?
C6 C7 H7 119.8 . . ?
N2 C3 H3A 111.5 . . ?
N2 C3 H3B 111.5 . . ?
N2 C3 C2 101.5(4) . . ?
H3A C3 H3B 109.3 . . ?
C2 C3 H3A 111.5 . . ?
C2 C3 H3B 111.5 . . ?
C9 C4 N2 120.6(4) . . ?
C9 C4 C5 120.0(5) . . ?
C5 C4 N2 119.4(5) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 C4 119.7(6) . . ?
C6 C5 H5 120.1 . . ?
C7 C6 C5 120.3(5) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
N1 C2 C3 100.9(4) . . ?
N1 C2 H2A 111.6 . . ?
N1 C2 H2B 111.6 . . ?
C3 C2 H2A 111.6 . . ?
C3 C2 H2B 111.6 . . ?
H2A C2 H2B 109.4 . . ?
N1 C1 S1 126.3(4) . . ?
N1 C1 N2 108.5(4) . . ?
N2 C1 S1 125.2(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
Cu1 S1 C1 N1 -2.2(5) . . . . ?
Cu1 S1 C1 N1 72.2(4) 2 . . . ?
Cu1 S1 C1 N2 176.2(3) . . . . ?
Cu1 S1 C1 N2 -109.5(4) 2 . . . ?
N2 C3 C2 N1 25.1(5) . . . . ?
N2 C4 C5 C6 -179.1(5) . . . . ?
C8 C9 C4 N2 179.5(5) . . . . ?
C8 C9 C4 C5 1.2(8) . . . . ?
C8 C7 C6 C5 0.0(9) . . . . ?
C9 C8 C7 C6 0.4(9) . . . . ?
C9 C4 C5 C6 -0.8(8) . . . . ?
C7 C8 C9 C4 -1.0(8) . . . . ?
C3 N2 C4 C9 -136.5(5) . . . . ?
C3 N2 C4 C5 41.9(7) . . . . ?
C3 N2 C1 S1 -170.5(4) . . . . ?
C3 N2 C1 N1 8.1(5) . . . . ?
C4 N2 C3 C2 167.7(4) . . . . ?
C4 N2 C1 S1 -0.3(7) . . . . ?
C4 N2 C1 N1 178.3(4) . . . . ?
C4 C5 C6 C7 0.2(9) . . . . ?
C2 N1 C1 S1 -171.3(4) . . . . ?
C2 N1 C1 N2 10.1(5) . . . . ?
C1 N1 C2 C3 -22.9(5) . . . . ?
C1 N2 C3 C2 -21.7(5) . . . . ?
C1 N2 C4 C9 54.5(7) . . . . ?
C1 N2 C4 C5 -127.2(5) . . . . ?

####################################################################### 
# 
# 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-149
_database_code_depnum_ccdc_archive 'CCDC 1507429'
_audit_update_record             
;
2016-09-29 deposited with the CCDC.
2016-12-26 downloaded from the CCDC.
;
_audit_creation_date             2015-05-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C8 H16 Br Cu N4 S2'
_chemical_formula_sum            'C8 H16 Br Cu N4 S2'
_chemical_formula_weight         375.82
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C22 H23 N2 S P Br Cu'
_chemical_oxdiff_usercomment     "Lobana's JPL-149"
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'
Br Br -0.6763 1.2805 '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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   13.2573(9)
_cell_length_b                   7.4836(5)
_cell_length_c                   14.3879(10)
_cell_angle_alpha                90
_cell_angle_beta                 107.330(7)
_cell_angle_gamma                90
_cell_volume                     1362.66(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1165
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      71.0150
_cell_measurement_theta_min      5.9600
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    8.405
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.10721
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.832
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             752
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.28
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_unetI/netI     0.0392
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            2188
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.173
_diffrn_reflns_theta_min         6.445
_diffrn_ambient_temperature      173(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0416
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   -1.00   27.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   57.0000    0.0000 28

#__ type_ start__ end____ width___ exp.time_
  2 omega  -61.00  -14.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -37.0000 -180.0000 47

#__ type_ start__ end____ width___ exp.time_
  3 omega   60.00  106.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.2322  178.0000  -90.0000 46

#__ type_ start__ end____ width___ exp.time_
  4 omega   58.00  102.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.2322  178.0000  -30.0000 44

#__ type_ start__ end____ width___ exp.time_
  5 omega   72.00   98.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.2322  178.0000  120.0000 26

#__ type_ start__ end____ width___ exp.time_
  6 omega  102.00  154.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000  150.0000 52

#__ type_ start__ end____ width___ exp.time_
  7 omega  120.00  175.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000   30.0000 55

#__ type_ start__ end____ width___ exp.time_
  8 omega  134.00  170.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   15.0000  150.0000 36

#__ type_ start__ end____ width___ exp.time_
  9 omega   77.00  131.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   15.0000  150.0000 54

#__ type_ start__ end____ width___ exp.time_
 10 omega   56.00   97.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   60.0000 41

#__ type_ start__ end____ width___ exp.time_
 11 omega   43.00   74.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  120.0000 31

#__ type_ start__ end____ width___ exp.time_
 12 omega   40.00  103.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000   60.0000 63

#__ type_ start__ end____ width___ exp.time_
 13 omega   38.00   84.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000    0.0000 46

#__ type_ start__ end____ width___ exp.time_
 14 omega   58.00   90.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -120.0000 32

#__ type_ start__ end____ width___ exp.time_
 15 omega   40.00   85.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -150.0000 45

#__ type_ start__ end____ width___ exp.time_
 16 omega  -76.00  -17.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -37.0000   30.0000 59

#__ type_ start__ end____ width___ exp.time_
 17 omega -101.00  -66.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -37.0000 -180.0000 35
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Agilent, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0867787000
_diffrn_orient_matrix_UB_12      0.0046985000
_diffrn_orient_matrix_UB_13      0.0988079000
_diffrn_orient_matrix_UB_21      -0.0514249000
_diffrn_orient_matrix_UB_22      0.1670596000
_diffrn_orient_matrix_UB_23      0.0290855000
_diffrn_orient_matrix_UB_31      -0.0680077000
_diffrn_orient_matrix_UB_32      -0.1203857000
_diffrn_orient_matrix_UB_33      0.0443937000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1211
_reflns_number_total             1292
_reflns_odcompleteness_completeness 99.85
_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, 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, 2008)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         1.921
_refine_diff_density_min         -1.024
_refine_diff_density_rms         0.188
_refine_ls_extinction_coef       0.0012(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     76
_refine_ls_number_reflns         1292
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0585
_refine_ls_R_factor_gt           0.0562
_refine_ls_restrained_S_all      1.069
_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)+(0.1083P)²+5.4176P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1554
_refine_ls_wR_factor_ref         0.1583
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  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:
 C2(H2A,H2B), C3(H3A,H3B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1)
2.c Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.5000 0.43957(10) 0.2500 0.0293(4) Uani 1 2 d S T P . .
Cu1 Cu 0.5000 0.11721(14) 0.2500 0.0196(4) Uani 1 2 d S T P . .
S1 S 0.58345(9) -0.03881(15) 0.38249(8) 0.0204(4) Uani 1 1 d . . . . .
N1 N 0.5977(4) 0.2792(6) 0.4754(4) 0.0268(10) Uani 1 1 d . . . . .
H1 H 0.5679 0.3378 0.4211 0.032 Uiso 1 1 calc R . . . .
N2 N 0.6657(3) 0.0542(6) 0.5703(3) 0.0209(9) Uani 1 1 d . . . . .
C1 C 0.6165(3) 0.1041(6) 0.4793(3) 0.0165(9) Uani 1 1 d . . . . .
C2 C 0.6821(4) 0.2063(7) 0.6366(4) 0.0249(11) Uani 1 1 d . . . . .
H2A H 0.7583 0.2274 0.6683 0.030 Uiso 1 1 calc R . . . .
H2B H 0.6468 0.1868 0.6875 0.030 Uiso 1 1 calc R . . . .
C3 C 0.6322(4) 0.3627(7) 0.5710(4) 0.0275(11) Uani 1 1 d . . . . .
H3A H 0.5717 0.4130 0.5893 0.033 Uiso 1 1 calc R . . . .
H3B H 0.6845 0.4584 0.5735 0.033 Uiso 1 1 calc R . . . .
C4 C 0.6967(5) -0.1232(8) 0.6047(4) 0.0331(13) Uani 1 1 d . . . . .
H4A H 0.6578 -0.1596 0.6498 0.050 Uiso 1 1 calc GR . . . .
H4B H 0.7727 -0.1254 0.6385 0.050 Uiso 1 1 calc GR . . . .
H4C H 0.6808 -0.2058 0.5494 0.050 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 2.4124(13) . ?
Cu1 S1 2.2282(13) . ?
Cu1 S1 2.2282(13) 2_655 ?
S1 C1 1.707(5) . ?
N1 H1 0.8800 . ?
N1 C1 1.331(6) . ?
N1 C3 1.455(7) . ?
N2 C1 1.331(6) . ?
N2 C2 1.460(6) . ?
N2 C4 1.433(7) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.524(8) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 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
S1 Cu1 Br1 121.60(4) 2_655 . ?
S1 Cu1 Br1 121.60(4) . . ?
S1 Cu1 S1 116.80(7) . 2_655 ?
C1 S1 Cu1 108.12(17) . . ?
C1 N1 H1 123.8 . . ?
C1 N1 C3 112.4(4) . . ?
C3 N1 H1 123.8 . . ?
C1 N2 C2 111.0(4) . . ?
C1 N2 C4 127.3(4) . . ?
C4 N2 C2 121.7(4) . . ?
N1 C1 S1 125.7(4) . . ?
N2 C1 S1 123.9(4) . . ?
N2 C1 N1 110.4(4) . . ?
N2 C2 H2A 111.0 . . ?
N2 C2 H2B 111.0 . . ?
N2 C2 C3 104.0(4) . . ?
H2A C2 H2B 109.0 . . ?
C3 C2 H2A 111.0 . . ?
C3 C2 H2B 111.0 . . ?
N1 C3 C2 102.2(4) . . ?
N1 C3 H3A 111.3 . . ?
N1 C3 H3B 111.3 . . ?
C2 C3 H3A 111.3 . . ?
C2 C3 H3B 111.3 . . ?
H3A C3 H3B 109.2 . . ?
N2 C4 H4A 109.5 . . ?
N2 C4 H4B 109.5 . . ?
N2 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 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
N1 H1 Br1 0.88 2.48 3.337(5) 165.8 .

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 -1.5(5) . . . . ?
Cu1 S1 C1 N2 178.8(4) . . . . ?
N2 C2 C3 N1 -2.1(5) . . . . ?
C1 N1 C3 C2 2.7(6) . . . . ?
C1 N2 C2 C3 0.9(5) . . . . ?
C2 N2 C1 S1 -179.5(3) . . . . ?
C2 N2 C1 N1 0.8(6) . . . . ?
C3 N1 C1 S1 178.0(4) . . . . ?
C3 N1 C1 N2 -2.3(6) . . . . ?
C4 N2 C1 S1 -2.2(7) . . . . ?
C4 N2 C1 N1 178.1(5) . . . . ?
C4 N2 C2 C3 -176.6(5) . . . . ?

_olex2_exptl_crystal_mounting_method 'Nylon Loop'
_olex2_submission_original_sample_id JPL-149
_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_5
_database_code_depnum_ccdc_archive 'CCDC 1506831'
_audit_update_record             
;
2016-11-18 deposited with the CCDC.
2016-12-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H16 Cu I N4 S2'
_chemical_formula_sum            'C8 H16 Cu I N4 S2'
_chemical_formula_weight         422.81

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/c
_symmetry_space_group_name_hall  '-c 2yc'

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

_cell_length_a                   13.710(3)
_cell_length_b                   7.422(4)
_cell_length_c                   14.723(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.448(5)
_cell_angle_gamma                90.00
_cell_volume                     1412.7(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5860
_cell_measurement_theta_min      2.93
_cell_measurement_theta_max      27.44

_exptl_crystal_description       needles
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.988
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             824
_exptl_absorpt_coefficient_mu    4.008
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5763
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12376
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_av_sigmaI/netI    0.0237
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.93
_diffrn_reflns_theta_max         27.50
_reflns_number_total             1621
_reflns_number_gt                1469
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR-92 (Altomare et al.,1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0391P)²+4.7630P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    none
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1621
_refine_ls_number_parameters     78
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0283
_refine_ls_R_factor_gt           0.0242
_refine_ls_wR_factor_ref         0.0647
_refine_ls_wR_factor_gt          0.0613
_refine_ls_goodness_of_fit_ref   0.971
_refine_ls_restrained_S_all      0.971
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3827(2) 0.0952(4) 0.0194(2) 0.0185(5) Uani 1 1 d . . .
C2 C 0.3126(2) 0.1800(5) -0.1401(2) 0.0250(6) Uani 1 1 d . . .
H2A H 0.2375 0.1876 -0.1758 0.030 Uiso 1 1 calc R . .
H2B H 0.3500 0.1626 -0.1865 0.030 Uiso 1 1 calc R . .
C3 C 0.3510(3) 0.3489(5) -0.0787(2) 0.0254(7) Uani 1 1 d . . .
H3A H 0.4055 0.4113 -0.0969 0.030 Uiso 1 1 calc R . .
H3B H 0.2936 0.4339 -0.0844 0.030 Uiso 1 1 calc R . .
C4 C 0.3158(3) -0.1510(5) -0.0984(2) 0.0312(8) Uani 1 1 d . . .
H4A H 0.3383 -0.2286 -0.0414 0.047 Uiso 1 1 calc R . .
H4B H 0.3541 -0.1824 -0.1417 0.047 Uiso 1 1 calc R . .
H4C H 0.2416 -0.1681 -0.1319 0.047 Uiso 1 1 calc R . .
N1 N 0.3922(2) 0.2731(4) 0.01859(19) 0.0297(6) Uani 1 1 d D . .
H1A H 0.420(3) 0.330(5) 0.0724(19) 0.036 Uiso 1 1 d D . .
N2 N 0.3354(2) 0.0347(4) -0.06936(18) 0.0241(6) Uani 1 1 d . . .
S1 S 0.42395(6) -0.03944(10) 0.11928(5) 0.02224(17) Uani 1 1 d . . .
Cu1 Cu 0.5000 0.12895(7) 0.2500 0.01992(13) Uani 1 2 d S . .
I1 I 0.5000 0.47399(4) 0.2500 0.02138(10) Uani 1 2 d S . .


_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 1.327(4) . ?
C1 N2 1.329(4) . ?
C1 S1 1.711(3) . ?
C2 N2 1.459(4) . ?
C2 C3 1.532(5) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 N1 1.466(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 N2 1.441(4) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
N1 H1A 0.865(19) . ?
S1 Cu1 2.2399(9) . ?
Cu1 S1 2.2399(9) 2_655 ?
Cu1 I1 2.5609(15) . ?

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 N2 110.2(3) . . ?
N1 C1 S1 125.7(2) . . ?
N2 C1 S1 124.1(2) . . ?
N2 C2 C3 103.5(2) . . ?
N2 C2 H2A 111.1 . . ?
C3 C2 H2A 111.1 . . ?
N2 C2 H2B 111.1 . . ?
C3 C2 H2B 111.1 . . ?
H2A C2 H2B 109.0 . . ?
N1 C3 C2 102.0(3) . . ?
N1 C3 H3A 111.4 . . ?
C2 C3 H3A 111.4 . . ?
N1 C3 H3B 111.4 . . ?
C2 C3 H3B 111.4 . . ?
H3A C3 H3B 109.2 . . ?
N2 C4 H4A 109.5 . . ?
N2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C1 N1 C3 112.6(3) . . ?
C1 N1 H1A 119(3) . . ?
C3 N1 H1A 128(3) . . ?
C1 N2 C4 126.6(3) . . ?
C1 N2 C2 111.7(3) . . ?
C4 N2 C2 121.4(3) . . ?
C1 S1 Cu1 109.80(11) . . ?
S1 Cu1 S1 112.17(5) 2_655 . ?
S1 Cu1 I1 123.92(3) 2_655 . ?
S1 Cu1 I1 123.92(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 C2 C3 N1 1.1(3) . . . . ?
N2 C1 N1 C3 -1.6(4) . . . . ?
S1 C1 N1 C3 178.9(2) . . . . ?
C2 C3 N1 C1 0.2(4) . . . . ?
N1 C1 N2 C4 176.6(3) . . . . ?
S1 C1 N2 C4 -3.9(5) . . . . ?
N1 C1 N2 C2 2.4(4) . . . . ?
S1 C1 N2 C2 -178.1(2) . . . . ?
C3 C2 N2 C1 -2.2(4) . . . . ?
C3 C2 N2 C4 -176.7(3) . . . . ?
N1 C1 S1 Cu1 -1.1(3) . . . . ?
N2 C1 S1 Cu1 179.4(2) . . . . ?
C1 S1 Cu1 S1 -171.92(11) . . . 2_655 ?
C1 S1 Cu1 I1 8.08(11) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.669
_refine_diff_density_min         -0.448
_refine_diff_density_rms         0.111
####################################################################### 
# 
# 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-212
_database_code_depnum_ccdc_archive 'CCDC 1507430'
_audit_update_record             
;
2016-11-12 deposited with the CCDC.
2016-12-26 downloaded from the CCDC.
;
_audit_creation_date             2016-11-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        JPL-212
_chemical_formula_moiety         'C14 H28 Br Cu N4 S2'
_chemical_formula_sum            'C14 H28 Br Cu N4 S2'
_chemical_formula_weight         459.97
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 '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                   7.3515(4)
_cell_length_b                   10.0895(5)
_cell_length_c                   14.3386(6)
_cell_angle_alpha                102.109(4)
_cell_angle_beta                 101.930(4)
_cell_angle_gamma                100.673(4)
_cell_volume                     987.95(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3127
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      71.3220
_cell_measurement_theta_min      4.6040
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.907
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.18142
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.546
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             472
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.14
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0299
_diffrn_reflns_av_unetI/netI     0.0400
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6681
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.445
_diffrn_reflns_theta_min         4.616
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 16.0416
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   31.00   75.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.1697   37.0000   30.0000 44

#__ type_ start__ end____ width___ exp.time_
  2 omega  129.00  171.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000  120.0000 42

#__ type_ start__ end____ width___ exp.time_
  3 omega   94.00  121.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000  120.0000 27

#__ type_ start__ end____ width___ exp.time_
  4 omega   87.00  118.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000   30.0000 31

#__ type_ start__ end____ width___ exp.time_
  5 omega   62.00   89.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   60.0000 27

#__ type_ start__ end____ width___ exp.time_
  6 omega   75.00  109.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000   90.0000 34

#__ type_ start__ end____ width___ exp.time_
  7 omega   56.00  108.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  -30.0000 52

#__ type_ start__ end____ width___ exp.time_
  8 omega   94.00  125.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000  -30.0000 31

#__ type_ start__ end____ width___ exp.time_
  9 omega   80.00  116.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  -90.0000 36

#__ type_ start__ end____ width___ exp.time_
 10 omega   50.00   88.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   30.0000 38

#__ type_ start__ end____ width___ exp.time_
 11 omega   47.00   77.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   90.0000 30

#__ type_ start__ end____ width___ exp.time_
 12 omega   40.00   99.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  150.0000 59

#__ type_ start__ end____ width___ exp.time_
 13 omega   41.00  109.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000   30.0000 68

#__ type_ start__ end____ width___ exp.time_
 14 omega   48.00   81.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  -90.0000 33

#__ type_ start__ end____ width___ exp.time_
 15 omega   40.00   98.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -90.0000 58

#__ type_ start__ end____ width___ exp.time_
 16 omega   70.00  177.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   15.0000 -120.0000 107

#__ type_ start__ end____ width___ exp.time_
 17 omega  137.00  167.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000  -90.0000 30

#__ type_ start__ end____ width___ exp.time_
 18 omega   92.00  117.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000  -90.0000 25

#__ type_ start__ end____ width___ exp.time_
 19 omega   45.00   90.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -150.0000 45

#__ type_ start__ end____ width___ exp.time_
 20 omega   46.00   99.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -180.0000 53

#__ type_ start__ end____ width___ exp.time_
 21 omega   33.00   74.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.1697  -99.0000 -180.0000 41

#__ type_ start__ end____ width___ exp.time_
 22 omega   42.00   68.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.1697  -99.0000  -60.0000 26

#__ type_ start__ end____ width___ exp.time_
 23 omega   -3.00   25.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.1697  -99.0000 -180.0000 28

#__ type_ start__ end____ width___ exp.time_
 24 omega   39.00   89.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -30.0000 50

#__ type_ start__ end____ width___ exp.time_
 25 omega  -45.00  -10.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   77.0000 -180.0000 35

#__ type_ start__ end____ width___ exp.time_
 26 omega   -2.00   33.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   57.0000  120.0000 35

#__ type_ start__ end____ width___ exp.time_
 27 omega  -49.00  -15.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   57.0000  120.0000 34

#__ type_ start__ end____ width___ exp.time_
 28 omega   57.00   82.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.1697  178.0000   90.0000 25

#__ type_ start__ end____ width___ exp.time_
 29 omega   76.00  102.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.1697  178.0000  -30.0000 26

#__ type_ start__ end____ width___ exp.time_
 30 omega   75.00  100.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.1697  178.0000 -120.0000 25

#__ type_ start__ end____ width___ exp.time_
 31 omega   -3.00   33.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   77.0000 -180.0000 36

#__ type_ start__ end____ width___ exp.time_
 32 omega  -82.00   -9.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -19.0000 -180.0000 73

#__ type_ start__ end____ width___ exp.time_
 33 omega -101.00   -8.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -77.0000  -30.0000 93

#__ type_ start__ end____ width___ exp.time_
 34 omega  -98.00  -14.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -77.0000   60.0000 84

#__ type_ start__ end____ width___ exp.time_
 35 omega -102.00  -74.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000 -178.0000  150.0000 28
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku Oxford Diffraction'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3269
_reflns_number_total             3752
_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 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_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         0.681
_refine_diff_density_min         -0.375
_refine_diff_density_rms         0.083
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         3752
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0417
_refine_ls_R_factor_gt           0.0355
_refine_ls_restrained_S_all      1.044
_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)+(0.0550P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0926
_refine_ls_wR_factor_ref         0.0979
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  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:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C9(H9A,H9B),
 C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B), C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), N3(H3)
2.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C14(H14A,H14B,H14C)
;
_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 0.21839(4) 0.33100(3) 0.18768(2) 0.03664(12) Uani 1 1 d . . . . .
Cu1 Cu 0.30832(6) 0.57574(4) 0.26143(3) 0.03111(13) Uani 1 1 d . . . . .
S1 S 0.53717(11) 0.72035(7) 0.22690(6) 0.03591(18) Uani 1 1 d . . . . .
S2 S 0.17600(10) 0.68443(7) 0.37172(5) 0.03235(17) Uani 1 1 d . . . . .
N1 N 0.6048(4) 0.4888(3) 0.11848(19) 0.0354(6) Uani 1 1 d . . . . .
H1 H 0.5007 0.4342 0.1231 0.042 Uiso 1 1 calc R . . . .
N2 N 0.8153(3) 0.6818(3) 0.13544(17) 0.0304(5) Uani 1 1 d . . . . .
N3 N -0.0823(3) 0.4378(3) 0.32910(19) 0.0343(5) Uani 1 1 d . . . . .
H3 H -0.0261 0.3955 0.2872 0.041 Uiso 1 1 calc R . . . .
N4 N -0.1395(3) 0.6075(2) 0.43223(17) 0.0281(5) Uani 1 1 d . . . . .
C1 C 0.6569(4) 0.6264(3) 0.15796(19) 0.0270(6) Uani 1 1 d . . . . .
C2 C 0.7401(4) 0.4394(3) 0.0669(2) 0.0348(7) Uani 1 1 d . . . . .
H2A H 0.6762 0.3898 -0.0028 0.042 Uiso 1 1 calc R . . . .
H2B H 0.8037 0.3767 0.0994 0.042 Uiso 1 1 calc R . . . .
C3 C 0.8829(4) 0.5751(3) 0.0749(2) 0.0339(6) Uani 1 1 d . . . . .
H3A H 1.0147 0.5732 0.1072 0.041 Uiso 1 1 calc R . . . .
H3B H 0.8802 0.5916 0.0090 0.041 Uiso 1 1 calc R . . . .
C4 C 0.9299(4) 0.8238(3) 0.1727(2) 0.0361(7) Uani 1 1 d . . . . .
H4A H 1.0648 0.8218 0.1987 0.043 Uiso 1 1 calc R . . . .
H4B H 0.8857 0.8720 0.2283 0.043 Uiso 1 1 calc R . . . .
C5 C 0.9211(5) 0.9071(3) 0.0956(2) 0.0426(7) Uani 1 1 d . . . . .
H5A H 1.0257 0.9930 0.1212 0.051 Uiso 1 1 calc R . . . .
H5B H 0.9445 0.8512 0.0356 0.051 Uiso 1 1 calc R . . . .
C6 C 0.7329(5) 0.9479(4) 0.0670(3) 0.0519(9) Uani 1 1 d . . . . .
H6A H 0.6266 0.8636 0.0492 0.062 Uiso 1 1 calc R . . . .
H6B H 0.7298 0.9845 0.0080 0.062 Uiso 1 1 calc R . . . .
C7 C 0.7007(6) 1.0582(4) 0.1492(3) 0.0606(10) Uani 1 1 d . . . . .
H7A H 0.5773 1.0800 0.1266 0.091 Uiso 1 1 calc GR . . . .
H7B H 0.8036 1.1430 0.1662 0.091 Uiso 1 1 calc GR . . . .
H7C H 0.7008 1.0220 0.2076 0.091 Uiso 1 1 calc GR . . . .
C8 C -0.0225(4) 0.5718(3) 0.37747(19) 0.0270(6) Uani 1 1 d . . . . .
C9 C -0.2517(4) 0.3692(3) 0.3536(2) 0.0345(6) Uani 1 1 d . . . . .
H9A H -0.2218 0.3023 0.3927 0.041 Uiso 1 1 calc R . . . .
H9B H -0.3551 0.3195 0.2935 0.041 Uiso 1 1 calc R . . . .
C10 C -0.3067(4) 0.4921(3) 0.4147(2) 0.0320(6) Uani 1 1 d . . . . .
H10A H -0.4240 0.5113 0.3775 0.038 Uiso 1 1 calc R . . . .
H10B H -0.3271 0.4743 0.4775 0.038 Uiso 1 1 calc R . . . .
C11 C -0.1362(4) 0.7537(3) 0.4756(2) 0.0377(7) Uani 1 1 d . . . . .
H11A H -0.1694 0.7991 0.4216 0.045 Uiso 1 1 calc R . . . .
H11B H -0.0044 0.8026 0.5148 0.045 Uiso 1 1 calc R . . . .
C12 C -0.2711(5) 0.7709(3) 0.5405(2) 0.0369(7) Uani 1 1 d . . . . .
H12A H -0.2400 0.7250 0.5943 0.044 Uiso 1 1 calc R . . . .
H12B H -0.4039 0.7250 0.5013 0.044 Uiso 1 1 calc R . . . .
C13 C -0.2568(5) 0.9239(3) 0.5841(3) 0.0480(9) Uani 1 1 d . . . . .
H13A H -0.2790 0.9705 0.5299 0.058 Uiso 1 1 calc R . . . .
H13B H -0.1255 0.9678 0.6261 0.058 Uiso 1 1 calc R . . . .
C14 C -0.3990(5) 0.9474(4) 0.6453(3) 0.0562(10) Uani 1 1 d . . . . .
H14A H -0.5296 0.9121 0.6028 0.084 Uiso 1 1 calc GR . . . .
H14B H -0.3770 1.0475 0.6755 0.084 Uiso 1 1 calc GR . . . .
H14C H -0.3821 0.8977 0.6972 0.084 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 2.3798(5) . ?
Cu1 S1 2.2231(8) . ?
Cu1 S2 2.2256(8) . ?
S1 C1 1.710(3) . ?
S2 C8 1.704(3) . ?
N1 H1 0.8800 . ?
N1 C1 1.334(4) . ?
N1 C2 1.455(4) . ?
N2 C1 1.328(4) . ?
N2 C3 1.465(3) . ?
N2 C4 1.447(4) . ?
N3 H3 0.8800 . ?
N3 C8 1.328(4) . ?
N3 C9 1.455(4) . ?
N4 C8 1.327(4) . ?
N4 C10 1.466(3) . ?
N4 C11 1.469(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.530(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.521(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.517(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.531(5) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.532(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.502(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.514(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.517(4) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 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
S1 Cu1 Br1 122.93(3) . . ?
S1 Cu1 S2 112.81(3) . . ?
S2 Cu1 Br1 124.26(3) . . ?
C1 S1 Cu1 109.71(10) . . ?
C8 S2 Cu1 109.21(10) . . ?
C1 N1 H1 123.9 . . ?
C1 N1 C2 112.2(2) . . ?
C2 N1 H1 123.9 . . ?
C1 N2 C3 111.4(2) . . ?
C1 N2 C4 127.7(2) . . ?
C4 N2 C3 120.4(2) . . ?
C8 N3 H3 124.0 . . ?
C8 N3 C9 112.0(2) . . ?
C9 N3 H3 124.0 . . ?
C8 N4 C10 111.2(2) . . ?
C8 N4 C11 122.5(2) . . ?
C10 N4 C11 123.0(2) . . ?
N1 C1 S1 125.4(2) . . ?
N2 C1 S1 124.2(2) . . ?
N2 C1 N1 110.4(2) . . ?
N1 C2 H2A 111.3 . . ?
N1 C2 H2B 111.3 . . ?
N1 C2 C3 102.6(2) . . ?
H2A C2 H2B 109.2 . . ?
C3 C2 H2A 111.3 . . ?
C3 C2 H2B 111.3 . . ?
N2 C3 C2 103.3(2) . . ?
N2 C3 H3A 111.1 . . ?
N2 C3 H3B 111.1 . . ?
C2 C3 H3A 111.1 . . ?
C2 C3 H3B 111.1 . . ?
H3A C3 H3B 109.1 . . ?
N2 C4 H4A 108.8 . . ?
N2 C4 H4B 108.8 . . ?
N2 C4 C5 113.7(3) . . ?
H4A C4 H4B 107.7 . . ?
C5 C4 H4A 108.8 . . ?
C5 C4 H4B 108.8 . . ?
C4 C5 H5A 108.6 . . ?
C4 C5 H5B 108.6 . . ?
H5A C5 H5B 107.6 . . ?
C6 C5 C4 114.4(3) . . ?
C6 C5 H5A 108.6 . . ?
C6 C5 H5B 108.6 . . ?
C5 C6 H6A 108.9 . . ?
C5 C6 H6B 108.9 . . ?
C5 C6 C7 113.2(3) . . ?
H6A C6 H6B 107.7 . . ?
C7 C6 H6A 108.9 . . ?
C7 C6 H6B 108.9 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N3 C8 S2 125.7(2) . . ?
N4 C8 S2 123.8(2) . . ?
N4 C8 N3 110.5(2) . . ?
N3 C9 H9A 111.3 . . ?
N3 C9 H9B 111.3 . . ?
N3 C9 C10 102.4(2) . . ?
H9A C9 H9B 109.2 . . ?
C10 C9 H9A 111.3 . . ?
C10 C9 H9B 111.3 . . ?
N4 C10 C9 102.6(2) . . ?
N4 C10 H10A 111.2 . . ?
N4 C10 H10B 111.2 . . ?
C9 C10 H10A 111.2 . . ?
C9 C10 H10B 111.2 . . ?
H10A C10 H10B 109.2 . . ?
N4 C11 H11A 108.8 . . ?
N4 C11 H11B 108.8 . . ?
N4 C11 C12 113.8(2) . . ?
H11A C11 H11B 107.7 . . ?
C12 C11 H11A 108.8 . . ?
C12 C11 H11B 108.8 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 C13 110.9(3) . . ?
H12A C12 H12B 108.1 . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
C12 C13 H13A 109.0 . . ?
C12 C13 H13B 109.0 . . ?
C12 C13 C14 113.1(3) . . ?
H13A C13 H13B 107.8 . . ?
C14 C13 H13A 109.0 . . ?
C14 C13 H13B 109.0 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 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
N1 H1 Br1 0.88 2.58 3.427(3) 162.3 .
N3 H3 Br1 0.88 2.61 3.461(3) 164.0 .

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 9.0(3) . . . . ?
Cu1 S1 C1 N2 -171.7(2) . . . . ?
Cu1 S2 C8 N3 4.2(3) . . . . ?
Cu1 S2 C8 N4 -175.9(2) . . . . ?
N1 C2 C3 N2 3.5(3) . . . . ?
N2 C4 C5 C6 72.3(4) . . . . ?
N3 C9 C10 N4 -10.9(3) . . . . ?
N4 C11 C12 C13 178.8(3) . . . . ?
C1 N1 C2 C3 -3.9(3) . . . . ?
C1 N2 C3 C2 -2.3(3) . . . . ?
C1 N2 C4 C5 -111.2(3) . . . . ?
C2 N1 C1 S1 -177.9(2) . . . . ?
C2 N1 C1 N2 2.7(3) . . . . ?
C3 N2 C1 S1 -179.5(2) . . . . ?
C3 N2 C1 N1 -0.1(3) . . . . ?
C3 N2 C4 C5 77.1(4) . . . . ?
C4 N2 C1 S1 8.3(4) . . . . ?
C4 N2 C1 N1 -172.3(3) . . . . ?
C4 N2 C3 C2 170.6(2) . . . . ?
C4 C5 C6 C7 69.8(4) . . . . ?
C8 N3 C9 C10 8.8(3) . . . . ?
C8 N4 C10 C9 10.5(3) . . . . ?
C8 N4 C11 C12 -176.1(3) . . . . ?
C9 N3 C8 S2 177.3(2) . . . . ?
C9 N3 C8 N4 -2.5(3) . . . . ?
C10 N4 C8 S2 174.6(2) . . . . ?
C10 N4 C8 N3 -5.5(3) . . . . ?
C10 N4 C11 C12 26.2(4) . . . . ?
C11 N4 C8 S2 14.6(4) . . . . ?
C11 N4 C8 N3 -165.6(3) . . . . ?
C11 N4 C10 C9 170.5(2) . . . . ?
C11 C12 C13 C14 176.4(3) . . . . ?

_shelx_SHELXL_version_number     2014/7

_olex2_exptl_crystal_mounting_method 'Nylon Loop'
_olex2_submission_original_sample_id JPL-212
_olex2_submission_special_instructions 'No special instructions were received'
