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

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

data_1a
_database_code_depnum_ccdc_archive 'CCDC 1511571'
_audit_update_record             
;
2016-12-31 deposited with the CCDC.
2017-01-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H30 Cu4 I4 N6 S4'
_chemical_formula_weight         1412.64

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   14.0030(3)
_cell_length_b                   8.7535(2)
_cell_length_c                   16.9635(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.9690(10)
_cell_angle_gamma                90
_cell_volume                     2074.32(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9895
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      28.28

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.262
_exptl_crystal_F_000             1336
_exptl_transmission_factor_min   0.4700
_exptl_transmission_factor_max   0.7800
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    5.235
_shelx_estimated_absorpt_T_min   0.470
_shelx_estimated_absorpt_T_max   0.780
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17702
_diffrn_reflns_av_unetI/netI     0.0205
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.825
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4079
_reflns_number_gt                3826
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXS-97 (Sheldrick, 2008)'
_computing_publication_material  'SHELXS-97 (Sheldrick, 2008)'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0205P)²+1.2533P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4079
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0186
_refine_ls_R_factor_gt           0.0168
_refine_ls_wR_factor_ref         0.0422
_refine_ls_wR_factor_gt          0.0415
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu -0.05090(2) 0.51483(4) 0.07742(2) 0.02562(8) Uani 1 1 d . . . . .
Cu2 Cu 0.14681(2) 0.30682(3) 0.03505(2) 0.02209(7) Uani 1 1 d . . . . .
I1 I 0.13172(2) 0.59552(2) 0.05990(2) 0.01987(5) Uani 1 1 d . . . . .
I2 I 0.14695(2) 0.23298(2) -0.11254(2) 0.02387(5) Uani 1 1 d . . . . .
S1 S 0.01575(4) 0.16031(6) 0.07811(3) 0.01674(12) Uani 1 1 d . . . . .
S2 S 0.42075(5) 0.30899(9) 0.01706(4) 0.03630(17) Uani 1 1 d . . . . .
N1 N -0.05532(13) 0.3648(2) 0.17086(11) 0.0179(4) Uani 1 1 d . . . . .
N2 N 0.23197(13) 0.1764(2) 0.11342(11) 0.0174(4) Uani 1 1 d . . . . .
N3 N 0.57148(15) 0.3070(3) 0.12366(13) 0.0292(5) Uani 1 1 d . . . . .
C1 C -0.09192(17) 0.4149(3) 0.23765(14) 0.0224(5) Uani 1 1 d . . . . .
H1A H -0.1163 0.5161 0.2385 0.027 Uiso 1 1 calc R U . . .
C2 C -0.09577(18) 0.3272(3) 0.30450(15) 0.0282(6) Uani 1 1 d . . . . .
H2A H -0.1215 0.3675 0.3505 0.034 Uiso 1 1 calc R U . . .
C3 C -0.0613(2) 0.1787(3) 0.30344(15) 0.0333(6) Uani 1 1 d . . . . .
H3A H -0.0632 0.1154 0.3488 0.040 Uiso 1 1 calc R U . . .
C4 C -0.02447(18) 0.1241(3) 0.23586(14) 0.0263(5) Uani 1 1 d . . . . .
H4A H -0.0010 0.0225 0.2337 0.032 Uiso 1 1 calc R U . . .
C5 C -0.02207(15) 0.2205(3) 0.17074(13) 0.0163(5) Uani 1 1 d . . . . .
C6 C 0.09560(16) 0.0026(3) 0.10250(14) 0.0200(5) Uani 1 1 d . . . . .
H6A H 0.0645 -0.0663 0.1393 0.024 Uiso 1 1 calc R U . . .
H6B H 0.1047 -0.0560 0.0536 0.024 Uiso 1 1 calc R U . . .
C7 C 0.19262(16) 0.0471(3) 0.13951(13) 0.0181(5) Uani 1 1 d . . . . .
C8 C 0.24077(18) -0.0484(3) 0.19390(14) 0.0257(5) Uani 1 1 d . . . . .
H8A H 0.2113 -0.1390 0.2112 0.031 Uiso 1 1 calc R U . . .
C9 C 0.33208(19) -0.0100(3) 0.22261(15) 0.0316(6) Uani 1 1 d . . . . .
H9A H 0.3663 -0.0738 0.2601 0.038 Uiso 1 1 calc R U . . .
C10 C 0.37341(18) 0.1224(3) 0.19629(15) 0.0277(6) Uani 1 1 d . . . . .
H10A H 0.4361 0.1510 0.2158 0.033 Uiso 1 1 calc R U . . .
C11 C 0.32230(17) 0.2132(3) 0.14093(14) 0.0214(5) Uani 1 1 d . . . . .
C12 C 0.36542(17) 0.3534(3) 0.10799(16) 0.0280(6) Uani 1 1 d . . . . .
H12A H 0.4141 0.3958 0.1471 0.034 Uiso 1 1 calc R U . . .
H12B H 0.3151 0.4316 0.0974 0.034 Uiso 1 1 calc R U . . .
C13 C 0.53729(17) 0.2539(3) 0.05392(15) 0.0259(5) Uani 1 1 d . . . . .
C14 C 0.5894(2) 0.1587(4) 0.00724(17) 0.0396(7) Uani 1 1 d . . . . .
H14A H 0.5623 0.1219 -0.0420 0.048 Uiso 1 1 calc R U . . .
C15 C 0.66125(19) 0.2659(3) 0.14800(17) 0.0356(7) Uani 1 1 d . . . . .
H15A H 0.6871 0.3030 0.1976 0.043 Uiso 1 1 calc R U . . .
C16 C 0.7178(2) 0.1733(3) 0.10531(19) 0.0396(7) Uani 1 1 d . . . . .
H16A H 0.7810 0.1477 0.1248 0.048 Uiso 1 1 calc R U . . .
C17 C 0.6809(2) 0.1191(4) 0.0340(2) 0.0459(8) Uani 1 1 d . . . . .
H17A H 0.7182 0.0545 0.0032 0.055 Uiso 1 1 calc R U . . .


_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 N1 2.0628(19) . ?
Cu1 I2 2.6735(3) 3_565 ?
Cu1 I1 2.6892(3) . ?
Cu1 I1 2.6971(3) 3_565 ?
Cu1 Cu2 2.7433(4) 3_565 ?
Cu2 N2 2.0672(18) . ?
Cu2 S1 2.3942(6) . ?
Cu2 I1 2.5731(3) . ?
Cu2 I2 2.5858(3) . ?
Cu2 Cu1 2.7433(4) 3_565 ?
I1 Cu1 2.6972(3) 3_565 ?
I2 Cu1 2.6735(3) 3_565 ?
S1 C5 1.772(2) . ?
S1 C6 1.807(2) . ?
S2 C13 1.774(3) . ?
S2 C12 1.816(3) . ?
N1 C5 1.347(3) . ?
N1 C1 1.349(3) . ?
N2 C7 1.347(3) . ?
N2 C11 1.356(3) . ?
N3 C13 1.329(3) . ?
N3 C15 1.345(3) . ?
C1 C2 1.374(3) . ?
C2 C3 1.387(4) . ?
C3 C4 1.375(4) . ?
C4 C5 1.392(3) . ?
C6 C7 1.508(3) . ?
C7 C8 1.385(3) . ?
C8 C9 1.378(4) . ?
C9 C10 1.383(4) . ?
C10 C11 1.390(3) . ?
C11 C12 1.494(4) . ?
C13 C14 1.390(4) . ?
C14 C17 1.374(4) . ?
C15 C16 1.374(4) . ?
C16 C17 1.367(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu1 I2 108.19(5) . 3_565 ?
N1 Cu1 I1 109.36(5) . . ?
I2 Cu1 I1 107.737(12) 3_565 . ?
N1 Cu1 I1 113.74(5) . 3_565 ?
I2 Cu1 I1 107.499(11) 3_565 3_565 ?
I1 Cu1 I1 110.119(11) . 3_565 ?
N1 Cu1 Cu2 149.03(5) . 3_565 ?
I2 Cu1 Cu2 57.008(9) 3_565 3_565 ?
I1 Cu1 Cu2 101.373(12) . 3_565 ?
I1 Cu1 Cu2 56.445(9) 3_565 3_565 ?
N2 Cu2 S1 85.88(5) . . ?
N2 Cu2 I1 119.16(5) . . ?
S1 Cu2 I1 113.747(18) . . ?
N2 Cu2 I2 116.46(5) . . ?
S1 Cu2 I2 102.326(17) . . ?
I1 Cu2 I2 114.186(12) . . ?
N2 Cu2 Cu1 173.91(5) . 3_565 ?
S1 Cu2 Cu1 99.690(17) . 3_565 ?
I1 Cu2 Cu1 60.872(10) . 3_565 ?
I2 Cu2 Cu1 60.137(10) . 3_565 ?
Cu2 I1 Cu1 81.355(10) . . ?
Cu2 I1 Cu1 62.682(10) . 3_565 ?
Cu1 I1 Cu1 69.881(11) . 3_565 ?
Cu2 I2 Cu1 62.855(10) . 3_565 ?
C5 S1 C6 104.02(11) . . ?
C5 S1 Cu2 113.19(7) . . ?
C6 S1 Cu2 90.23(8) . . ?
C13 S2 C12 101.25(12) . . ?
C5 N1 C1 117.26(19) . . ?
C5 N1 Cu1 124.57(15) . . ?
C1 N1 Cu1 118.15(16) . . ?
C7 N2 C11 118.64(19) . . ?
C7 N2 Cu2 116.39(15) . . ?
C11 N2 Cu2 124.95(16) . . ?
C13 N3 C15 116.8(2) . . ?
N1 C1 C2 123.4(2) . . ?
C1 C2 C3 118.6(2) . . ?
C4 C3 C2 119.2(2) . . ?
C3 C4 C5 118.9(2) . . ?
N1 C5 C4 122.7(2) . . ?
N1 C5 S1 113.87(16) . . ?
C4 C5 S1 123.28(18) . . ?
C7 C6 S1 115.04(16) . . ?
N2 C7 C8 122.3(2) . . ?
N2 C7 C6 117.23(19) . . ?
C8 C7 C6 120.3(2) . . ?
C9 C8 C7 119.1(2) . . ?
C8 C9 C10 119.3(2) . . ?
C9 C10 C11 119.3(2) . . ?
N2 C11 C10 121.4(2) . . ?
N2 C11 C12 117.3(2) . . ?
C10 C11 C12 121.3(2) . . ?
C11 C12 S2 110.43(18) . . ?
N3 C13 C14 123.1(2) . . ?
N3 C13 S2 118.98(19) . . ?
C14 C13 S2 117.9(2) . . ?
C17 C14 C13 118.5(3) . . ?
N3 C15 C16 123.8(3) . . ?
C17 C16 C15 118.3(3) . . ?
C16 C17 C14 119.5(3) . . ?

_refine_diff_density_max         0.654
_refine_diff_density_min         -0.587
_refine_diff_density_rms         0.087

_shelxl_version_number           2013-3





# start Validation Reply Form
_vrf_PLAT232_1a                  
;
PROBLEM: Hirshfeld Test Diff (M-X)  Cu2    --  S1      ..       20.0 s.u.  
RESPONSE: Because Cu2 has larger thermal vibration.
;
####################################################################### 
# 
# 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_1b
_database_code_depnum_ccdc_archive 'CCDC 1511572'
_audit_update_record             
;
2016-12-31 deposited with the CCDC.
2017-01-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H30 Cu4 I4 N6 S4'
_chemical_formula_weight         1412.64

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.81100(10)
_cell_length_b                   10.09970(10)
_cell_length_c                   12.5440(2)
_cell_angle_alpha                101.5230(10)
_cell_angle_beta                 102.9950(10)
_cell_angle_gamma                104.2830(10)
_cell_volume                     1014.82(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9996
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      28.28

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.311
_exptl_crystal_F_000             668
_exptl_transmission_factor_min   0.2710
_exptl_transmission_factor_max   0.5910
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    5.350
_shelx_estimated_absorpt_T_min   0.271
_shelx_estimated_absorpt_T_max   0.591
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16176
_diffrn_reflns_av_unetI/netI     0.0179
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.730
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3994
_reflns_number_gt                3791
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 2008)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0214P)²+0.5021P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3994
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0184
_refine_ls_R_factor_gt           0.0171
_refine_ls_wR_factor_ref         0.0445
_refine_ls_wR_factor_gt          0.0438
_refine_ls_goodness_of_fit_ref   1.140
_refine_ls_restrained_S_all      1.140
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu -0.42863(4) 0.65971(3) 0.57566(3) 0.02696(8) Uani 1 1 d . . . . .
Cu2 Cu -0.74022(4) 0.48281(3) 0.31094(3) 0.02692(8) Uani 1 1 d . . . . .
I1 I -0.42583(2) 0.56496(2) 0.36053(2) 0.02036(5) Uani 1 1 d . . . . .
I2 I -0.11337(2) 0.77569(2) 0.69845(2) 0.03091(6) Uani 1 1 d . . . . .
S1 S -0.82146(7) 0.60537(6) 0.46914(5) 0.02272(12) Uani 1 1 d . . . . .
S2 S -0.68327(9) 0.56462(7) -0.05996(5) 0.03318(15) Uani 1 1 d . . . . .
N2 N -0.8519(2) 0.5942(2) 0.21619(17) 0.0232(4) Uani 1 1 d . . . . .
N1 N -0.5482(2) 0.81001(19) 0.58374(16) 0.0210(4) Uani 1 1 d . . . . .
N3 N -0.4674(3) 0.7993(2) 0.09246(18) 0.0344(5) Uani 1 1 d . . . . .
C1 C -0.4575(3) 0.9455(2) 0.63794(19) 0.0245(5) Uani 1 1 d . . . . .
H1A H -0.3458 0.9635 0.6773 0.029 Uiso 1 1 calc R U . . .
C2 C -0.5179(3) 1.0597(2) 0.6394(2) 0.0282(5) Uani 1 1 d . . . . .
H2A H -0.4496 1.1536 0.6786 0.034 Uiso 1 1 calc R U . . .
C3 C -0.6793(3) 1.0336(3) 0.5828(2) 0.0314(6) Uani 1 1 d . . . . .
H3A H -0.7238 1.1100 0.5810 0.038 Uiso 1 1 calc R U . . .
C4 C -0.7764(3) 0.8961(3) 0.5284(2) 0.0286(5) Uani 1 1 d . . . . .
H4A H -0.8888 0.8763 0.4902 0.034 Uiso 1 1 calc R U . . .
C5 C -0.7071(3) 0.7868(2) 0.53058(19) 0.0218(5) Uani 1 1 d . . . . .
C6 C -0.9932(3) 0.6122(3) 0.3614(2) 0.0283(5) Uani 1 1 d . . . . .
H6A H -1.0754 0.5169 0.3323 0.034 Uiso 1 1 calc R U . . .
H6B H -1.0449 0.6786 0.3971 0.034 Uiso 1 1 calc R U . . .
C7 C -0.9485(3) 0.6582(3) 0.2627(2) 0.0265(5) Uani 1 1 d . . . . .
C8 C -1.0103(3) 0.7558(3) 0.2188(3) 0.0353(6) Uani 1 1 d . . . . .
H8A H -1.0760 0.8010 0.2540 0.042 Uiso 1 1 calc R U . . .
C9 C -0.9747(4) 0.7862(3) 0.1234(3) 0.0416(7) Uani 1 1 d . . . . .
H9A H -1.0150 0.8534 0.0922 0.050 Uiso 1 1 calc R U . . .
C10 C -0.8798(3) 0.7180(3) 0.0733(2) 0.0364(6) Uani 1 1 d . . . . .
H10A H -0.8561 0.7366 0.0065 0.044 Uiso 1 1 calc R U . . .
C11 C -0.8195(3) 0.6223(3) 0.1217(2) 0.0267(5) Uani 1 1 d . . . . .
C12 C -0.7118(3) 0.5458(3) 0.0754(2) 0.0296(5) Uani 1 1 d . . . . .
H12A H -0.7581 0.4435 0.0680 0.036 Uiso 1 1 calc R U . . .
H12B H -0.6028 0.5795 0.1322 0.036 Uiso 1 1 calc R U . . .
C13 C -0.5248(3) 0.7284(3) -0.0167(2) 0.0272(5) Uani 1 1 d . . . . .
C14 C -0.4663(4) 0.7759(3) -0.1005(2) 0.0388(7) Uani 1 1 d . . . . .
H14A H -0.5115 0.7226 -0.1779 0.047 Uiso 1 1 calc R U . . .
C15 C -0.3424(4) 0.9005(3) -0.0696(2) 0.0411(7) Uani 1 1 d . . . . .
H15A H -0.2994 0.9350 -0.1253 0.049 Uiso 1 1 calc R U . . .
C16 C -0.2803(3) 0.9758(3) 0.0434(2) 0.0343(6) Uani 1 1 d . . . . .
H16A H -0.1942 1.0630 0.0673 0.041 Uiso 1 1 calc R U . . .
C17 C -0.3462(3) 0.9214(3) 0.1199(2) 0.0367(6) Uani 1 1 d . . . . .
H17A H -0.3033 0.9736 0.1976 0.044 Uiso 1 1 calc R U . . .


_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 N1 2.0493(19) . ?
Cu1 I1 2.6806(3) 2_466 ?
Cu1 I1 2.6848(3) . ?
Cu1 I2 2.6851(3) . ?
Cu1 Cu2 2.6892(4) 2_466 ?
Cu2 N2 2.050(2) . ?
Cu2 S1 2.4652(6) . ?
Cu2 I1 2.5755(3) . ?
Cu2 I2 2.5771(3) 2_466 ?
Cu2 Cu1 2.6892(4) 2_466 ?
I1 Cu1 2.6806(3) 2_466 ?
I2 Cu2 2.5770(3) 2_466 ?
S1 C5 1.773(2) . ?
S1 C6 1.814(3) . ?
S2 C13 1.772(3) . ?
S2 C12 1.811(3) . ?
N2 C11 1.346(3) . ?
N2 C7 1.352(3) . ?
N1 C5 1.348(3) . ?
N1 C1 1.348(3) . ?
N3 C13 1.327(3) . ?
N3 C17 1.340(3) . ?
C1 C2 1.383(3) . ?
C2 C3 1.372(4) . ?
C3 C4 1.378(4) . ?
C4 C5 1.388(3) . ?
C6 C7 1.504(4) . ?
C7 C8 1.385(3) . ?
C8 C9 1.375(4) . ?
C9 C10 1.384(4) . ?
C10 C11 1.389(4) . ?
C11 C12 1.505(3) . ?
C13 C14 1.387(4) . ?
C14 C15 1.365(4) . ?
C15 C16 1.379(4) . ?
C16 C17 1.365(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu1 I1 112.48(5) . 2_466 ?
N1 Cu1 I1 109.23(5) . . ?
I1 Cu1 I1 107.481(11) 2_466 . ?
N1 Cu1 I2 110.39(6) . . ?
I1 Cu1 I2 111.229(12) 2_466 . ?
I1 Cu1 I2 105.756(12) . . ?
N1 Cu1 Cu2 147.32(5) . 2_466 ?
I1 Cu1 Cu2 57.323(9) 2_466 2_466 ?
I1 Cu1 Cu2 103.403(12) . 2_466 ?
I2 Cu1 Cu2 57.307(10) . 2_466 ?
N2 Cu2 S1 86.22(6) . . ?
N2 Cu2 I1 114.19(6) . . ?
S1 Cu2 I1 108.736(18) . . ?
N2 Cu2 I2 121.61(5) . 2_466 ?
S1 Cu2 I2 98.953(17) . 2_466 ?
I1 Cu2 I2 118.498(12) . 2_466 ?
N2 Cu2 Cu1 174.38(6) . 2_466 ?
S1 Cu2 Cu1 98.224(18) . 2_466 ?
I1 Cu2 Cu1 61.171(10) . 2_466 ?
I2 Cu2 Cu1 61.268(10) 2_466 2_466 ?
Cu2 I1 Cu1 61.507(10) . 2_466 ?
Cu2 I1 Cu1 85.951(10) . . ?
Cu1 I1 Cu1 72.518(11) 2_466 . ?
Cu2 I2 Cu1 61.426(10) 2_466 . ?
C5 S1 C6 102.94(12) . . ?
C5 S1 Cu2 115.04(7) . . ?
C6 S1 Cu2 86.48(8) . . ?
C13 S2 C12 101.12(12) . . ?
C11 N2 C7 119.0(2) . . ?
C11 N2 Cu2 125.04(17) . . ?
C7 N2 Cu2 115.40(16) . . ?
C5 N1 C1 117.0(2) . . ?
C5 N1 Cu1 125.32(15) . . ?
C1 N1 Cu1 117.36(16) . . ?
C13 N3 C17 116.6(2) . . ?
N1 C1 C2 123.7(2) . . ?
C3 C2 C1 118.1(2) . . ?
C2 C3 C4 119.7(2) . . ?
C3 C4 C5 118.9(2) . . ?
N1 C5 C4 122.5(2) . . ?
N1 C5 S1 114.44(17) . . ?
C4 C5 S1 122.99(19) . . ?
C7 C6 S1 114.17(17) . . ?
N2 C7 C8 122.1(2) . . ?
N2 C7 C6 116.4(2) . . ?
C8 C7 C6 121.4(2) . . ?
C9 C8 C7 118.8(3) . . ?
C8 C9 C10 119.5(3) . . ?
C9 C10 C11 119.3(3) . . ?
N2 C11 C10 121.3(2) . . ?
N2 C11 C12 115.4(2) . . ?
C10 C11 C12 123.3(2) . . ?
C11 C12 S2 117.00(18) . . ?
N3 C13 C14 123.1(2) . . ?
N3 C13 S2 119.5(2) . . ?
C14 C13 S2 117.37(19) . . ?
C15 C14 C13 118.7(2) . . ?
C14 C15 C16 119.2(3) . . ?
C17 C16 C15 118.0(3) . . ?
N3 C17 C16 124.3(2) . . ?

_refine_diff_density_max         0.655
_refine_diff_density_min         -1.002
_refine_diff_density_rms         0.116



# start Validation Reply Form
_vrf_PLAT232_1b                  
;
PROBLEM: Hirshfeld Test Diff (M-X)  Cu2    --  S1      ..       27.7 s.u.  
RESPONSE: Because Cu2 has larger thermal vibration.
;

_vrf_PLAT919_1b                  
;
PROBLEM: Reflection # Likely Affected by the Beamstop ... 1 Check.  
RESPONSE: We believe that this reflection is probably (0 1 0). Being only
one, no action was taken.
;
####################################################################### 
# 
# 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_1c
_database_code_depnum_ccdc_archive 'CCDC 1511573'
_audit_update_record             
;
2016-12-31 deposited with the CCDC.
2017-01-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C35 H32 Cl2 Cu4 I4 N6 S4'
_chemical_formula_weight         1497.56

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+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                   28.2650(8)
_cell_length_b                   16.1159(5)
_cell_length_c                   10.1658(3)
_cell_angle_alpha                90
_cell_angle_beta                 109.4630(10)
_cell_angle_gamma                90
_cell_volume                     4366.1(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9934
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      28.37

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.278
_exptl_crystal_F_000             2840
_exptl_crystal_size_max          0.430
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    5.100
_shelx_estimated_absorpt_T_min   0.218
_shelx_estimated_absorpt_T_max   0.686
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2178
_exptl_absorpt_correction_T_max  0.6858
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18913
_diffrn_reflns_av_unetI/netI     0.0362
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.369
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4306
_reflns_number_gt                3968
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 2008)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0441P)²+12.2274P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4306
_refine_ls_number_parameters     249
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0336
_refine_ls_R_factor_gt           0.0306
_refine_ls_wR_factor_ref         0.0801
_refine_ls_wR_factor_gt          0.0774
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.21792(2) 0.24622(3) 0.35186(5) 0.02363(13) Uani 1 1 d . . . . .
Cu2 Cu 0.15648(2) 0.28076(3) 0.51500(5) 0.02337(13) Uani 1 1 d . . . . .
I1 I 0.20759(2) 0.14433(2) 0.55015(2) 0.02014(9) Uani 1 1 d . . . . .
I2 I 0.13292(2) 0.33355(2) 0.26083(3) 0.02370(9) Uani 1 1 d . . . . .
S1 S 0.20377(4) 0.40222(6) 0.62942(9) 0.0212(2) Uani 1 1 d . . . . .
S2 S 0.02239(5) 0.17704(8) 0.43351(12) 0.0406(3) Uani 1 1 d . . . . .
N1 N 0.27385(12) 0.3163(2) 0.8156(3) 0.0211(7) Uani 1 1 d . . . . .
N2 N 0.11185(12) 0.3022(2) 0.6363(3) 0.0225(7) Uani 1 1 d . . . . .
N3 N -0.01715(14) 0.0801(2) 0.5819(4) 0.0318(8) Uani 1 1 d . . . . .
C1 C 0.30270(16) 0.2944(3) 0.9452(4) 0.0254(9) Uani 1 1 d . . . . .
H1A H 0.3270 0.2520 0.9554 0.031 Uiso 1 1 calc R U . . .
C2 C 0.29862(16) 0.3305(3) 1.0642(4) 0.0283(9) Uani 1 1 d . . . . .
H2A H 0.3193 0.3126 1.1539 0.034 Uiso 1 1 calc R U . . .
C3 C 0.26382(17) 0.3933(3) 1.0504(4) 0.0317(10) Uani 1 1 d . . . . .
H3A H 0.2603 0.4193 1.1305 0.038 Uiso 1 1 calc R U . . .
C4 C 0.23440(16) 0.4171(3) 0.9187(4) 0.0251(9) Uani 1 1 d . . . . .
H4A H 0.2107 0.4607 0.9065 0.030 Uiso 1 1 calc R U . . .
C5 C 0.23961(14) 0.3768(2) 0.8043(4) 0.0196(8) Uani 1 1 d . . . . .
C6 C 0.14587(15) 0.4418(3) 0.6459(4) 0.0259(9) Uani 1 1 d . . . . .
H6A H 0.1538 0.4893 0.7113 0.031 Uiso 1 1 calc R U . . .
H6B H 0.1242 0.4625 0.5538 0.031 Uiso 1 1 calc R U . . .
C7 C 0.11737(15) 0.3780(3) 0.6972(4) 0.0252(9) Uani 1 1 d . . . . .
C8 C 0.09622(16) 0.3974(3) 0.7979(4) 0.0354(11) Uani 1 1 d . . . . .
H8A H 0.0999 0.4515 0.8369 0.043 Uiso 1 1 calc R U . . .
C9 C 0.06975(18) 0.3377(3) 0.8415(5) 0.0401(12) Uani 1 1 d . . . . .
H9A H 0.0561 0.3493 0.9132 0.048 Uiso 1 1 calc R U . . .
C10 C 0.06355(16) 0.2607(3) 0.7783(5) 0.0356(11) Uani 1 1 d . . . . .
H10A H 0.0455 0.2185 0.8064 0.043 Uiso 1 1 calc R U . . .
C11 C 0.08385(15) 0.2452(3) 0.6731(4) 0.0277(9) Uani 1 1 d . . . . .
C12 C 0.07456(17) 0.1649(3) 0.5959(5) 0.0329(10) Uani 1 1 d . . . . .
H12A H 0.0666 0.1213 0.6538 0.039 Uiso 1 1 calc R U . . .
H12B H 0.1051 0.1478 0.5756 0.039 Uiso 1 1 calc R U . . .
C13 C -0.02639(16) 0.1201(3) 0.4617(4) 0.0264(9) Uani 1 1 d . . . . .
C14 C -0.0563(2) 0.0381(3) 0.5978(6) 0.0470(14) Uani 1 1 d . . . . .
H14A H -0.0509 0.0095 0.6832 0.056 Uiso 1 1 calc R U . . .
C15 C -0.1022(2) 0.0340(4) 0.5014(7) 0.0553(16) Uani 1 1 d . . . . .
H15A H -0.1283 0.0039 0.5194 0.066 Uiso 1 1 calc R U . . .
C16 C -0.11080(19) 0.0739(4) 0.3770(7) 0.0521(15) Uani 1 1 d . . . . .
H16A H -0.1427 0.0705 0.3062 0.063 Uiso 1 1 calc R U . . .
C17 C -0.07288(18) 0.1188(3) 0.3555(5) 0.0391(11) Uani 1 1 d . . . . .
H17A H -0.0781 0.1481 0.2708 0.047 Uiso 1 1 calc R U . . .
C18 C 0.0000 0.3702(4) 0.2500 0.0336(14) Uani 1 2 d S T P . .
H18A H -0.0293 0.3341 0.2404 0.040 Uiso 0.5 1 calc R U P . .
H18B H 0.0293 0.3341 0.2596 0.040 Uiso 0.5 1 calc R U P . .
Cl1 Cl 0.01217(5) 0.43207(9) 0.40058(13) 0.0482(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N1 2.057(3) 7_556 ?
Cu1 I2 2.6700(6) . ?
Cu1 I1 2.6718(5) 7_556 ?
Cu1 I1 2.6902(5) . ?
Cu1 Cu2 2.8276(7) . ?
Cu1 Cu1 2.9556(9) 7_556 ?
Cu2 N2 2.066(3) . ?
Cu2 S1 2.4362(11) . ?
Cu2 I2 2.5877(5) . ?
Cu2 I1 2.5893(6) . ?
I1 Cu1 2.6718(5) 7_556 ?
S1 C5 1.776(4) . ?
S1 C6 1.815(4) . ?
S2 C13 1.757(4) . ?
S2 C12 1.821(5) . ?
N1 C1 1.346(5) . ?
N1 C5 1.351(5) . ?
N1 Cu1 2.057(3) 7_556 ?
N2 C11 1.345(5) . ?
N2 C7 1.354(5) . ?
N3 C13 1.328(6) . ?
N3 C14 1.352(6) . ?
C1 C2 1.381(6) . ?
C2 C3 1.385(6) . ?
C3 C4 1.375(6) . ?
C4 C5 1.382(5) . ?
C6 C7 1.503(6) . ?
C7 C8 1.382(6) . ?
C8 C9 1.378(7) . ?
C9 C10 1.382(7) . ?
C10 C11 1.395(6) . ?
C11 C12 1.490(6) . ?
C13 C17 1.396(6) . ?
C14 C15 1.341(8) . ?
C15 C16 1.366(9) . ?
C16 C17 1.370(8) . ?
C18 Cl1 1.762(4) . ?
C18 Cl1 1.762(4) 2 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu1 I2 107.96(9) 7_556 . ?
N1 Cu1 I1 109.86(9) 7_556 7_556 ?
I2 Cu1 I1 106.712(19) . 7_556 ?
N1 Cu1 I1 113.04(9) 7_556 . ?
I2 Cu1 I1 105.756(18) . . ?
I1 Cu1 I1 113.102(17) 7_556 . ?
N1 Cu1 Cu2 147.42(9) 7_556 . ?
I2 Cu1 Cu2 56.071(15) . . ?
I1 Cu1 Cu2 102.299(19) 7_556 . ?
I1 Cu1 Cu2 55.904(14) . . ?
N1 Cu1 Cu1 131.56(10) 7_556 7_556 ?
I2 Cu1 Cu1 120.47(3) . 7_556 ?
I1 Cu1 Cu1 56.850(17) 7_556 7_556 ?
I1 Cu1 Cu1 56.252(16) . 7_556 ?
Cu2 Cu1 Cu1 71.47(2) . 7_556 ?
N2 Cu2 S1 85.84(10) . . ?
N2 Cu2 I2 122.39(9) . . ?
S1 Cu2 I2 97.49(3) . . ?
N2 Cu2 I1 118.90(9) . . ?
S1 Cu2 I1 115.11(3) . . ?
I2 Cu2 I1 111.294(18) . . ?
N2 Cu2 Cu1 178.22(10) . . ?
S1 Cu2 Cu1 95.27(3) . . ?
I2 Cu2 Cu1 58.882(15) . . ?
I1 Cu2 Cu1 59.361(15) . . ?
Cu2 I1 Cu1 79.917(17) . 7_556 ?
Cu2 I1 Cu1 64.734(16) . . ?
Cu1 I1 Cu1 66.899(17) 7_556 . ?
Cu2 I2 Cu1 65.047(15) . . ?
C5 S1 C6 102.71(18) . . ?
C5 S1 Cu2 109.37(13) . . ?
C6 S1 Cu2 87.61(14) . . ?
C13 S2 C12 103.8(2) . . ?
C1 N1 C5 117.1(3) . . ?
C1 N1 Cu1 118.9(3) . 7_556 ?
C5 N1 Cu1 123.9(3) . 7_556 ?
C11 N2 C7 118.6(3) . . ?
C11 N2 Cu2 125.8(3) . . ?
C7 N2 Cu2 115.1(3) . . ?
C13 N3 C14 115.8(4) . . ?
N1 C1 C2 123.1(4) . . ?
C1 C2 C3 118.9(4) . . ?
C4 C3 C2 118.7(4) . . ?
C3 C4 C5 119.3(4) . . ?
N1 C5 C4 122.8(4) . . ?
N1 C5 S1 113.9(3) . . ?
C4 C5 S1 123.3(3) . . ?
C7 C6 S1 113.3(3) . . ?
N2 C7 C8 122.0(4) . . ?
N2 C7 C6 116.9(3) . . ?
C8 C7 C6 121.1(4) . . ?
C9 C8 C7 119.7(5) . . ?
C8 C9 C10 118.3(4) . . ?
C9 C10 C11 119.8(4) . . ?
N2 C11 C10 121.4(4) . . ?
N2 C11 C12 117.6(4) . . ?
C10 C11 C12 121.0(4) . . ?
C11 C12 S2 109.4(3) . . ?
N3 C13 C17 123.4(4) . . ?
N3 C13 S2 118.6(3) . . ?
C17 C13 S2 118.0(4) . . ?
C15 C14 N3 124.6(5) . . ?
C14 C15 C16 118.9(5) . . ?
C15 C16 C17 119.3(5) . . ?
C16 C17 C13 118.0(5) . . ?
Cl1 C18 Cl1 111.1(4) . 2 ?

_refine_diff_density_max         1.352
_refine_diff_density_min         -1.413
_refine_diff_density_rms         0.146


####################################################################### 
# 
# 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_1d
_database_code_depnum_ccdc_archive 'CCDC 1511574'
_audit_update_record             
;
2016-12-31 deposited with the CCDC.
2017-01-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H34 Cl4 Cu4 I4 N6 S4'
_chemical_formula_weight         1582.49

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'
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'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+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                   25.9718(6)
_cell_length_b                   10.2757(2)
_cell_length_c                   17.5936(4)
_cell_angle_alpha                90
_cell_angle_beta                 90.9400(10)
_cell_angle_gamma                90
_cell_volume                     4694.72(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9971
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      28.31

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.239
_exptl_crystal_F_000             3008
_exptl_transmission_factor_min   0.4590
_exptl_transmission_factor_max   0.8260
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.078
_exptl_crystal_size_min          0.041
_exptl_absorpt_coefficient_mu    4.859
_shelx_estimated_absorpt_T_min   0.459
_shelx_estimated_absorpt_T_max   0.826
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19780
_diffrn_reflns_av_unetI/netI     0.0275
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.568
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4613
_reflns_number_gt                4174
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 2008)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0443P)²+133.2275P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4613
_refine_ls_number_parameters     251
_refine_ls_number_restraints     26
_refine_ls_R_factor_all          0.0508
_refine_ls_R_factor_gt           0.0464
_refine_ls_wR_factor_ref         0.1194
_refine_ls_wR_factor_gt          0.1163
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_restrained_S_all      1.130
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.78423(3) 1.36141(8) 0.97695(5) 0.0226(2) Uani 1 1 d . . . . .
Cu2 Cu 0.66276(5) 1.34420(9) 1.08878(5) 0.0400(3) Uani 1 1 d . . . . .
I2 I 0.68256(2) 1.34470(4) 0.94398(2) 0.01860(13) Uani 1 1 d . . . . .
I1 I 0.83317(2) 1.37772(4) 0.84399(2) 0.02010(13) Uani 1 1 d . . . . .
S1 S 0.75177(6) 1.42458(16) 1.15124(9) 0.0186(3) Uani 1 1 d . . . . .
S2 S 0.55522(7) 1.3494(2) 1.04914(11) 0.0321(5) Uani 1 1 d . . . . .
N1 N 0.7932(2) 1.5365(6) 1.0334(3) 0.0201(12) Uani 1 1 d . . . . .
N2 N 0.6385(2) 1.5169(6) 1.1338(3) 0.0192(11) Uani 1 1 d . . . . .
C1 C 0.8137(3) 1.6373(7) 0.9942(4) 0.0243(15) Uani 1 1 d . . . . .
H1A H 0.8265 1.6208 0.9449 0.029 Uiso 1 1 calc R U . . .
C2 C 0.8168(3) 1.7618(7) 1.0221(4) 0.0251(15) Uani 1 1 d . . . . .
H2A H 0.8306 1.8298 0.9920 0.030 Uiso 1 1 calc R U . . .
C3 C 0.7997(3) 1.7864(7) 1.0941(4) 0.0268(15) Uani 1 1 d . . . . .
H3A H 0.8016 1.8718 1.1146 0.032 Uiso 1 1 calc R U . . .
C4 C 0.7797(3) 1.6853(7) 1.1367(4) 0.0229(14) Uani 1 1 d . . . . .
H4A H 0.7684 1.6997 1.1871 0.027 Uiso 1 1 calc R U . . .
C5 C 0.7766(2) 1.5620(7) 1.1037(3) 0.0178(13) Uani 1 1 d . . . . .
C6 C 0.7107(3) 1.4974(7) 1.2227(4) 0.0207(14) Uani 1 1 d . . . . .
H6A H 0.6969 1.4275 1.2552 0.025 Uiso 1 1 calc R U . . .
H6B H 0.7319 1.5555 1.2554 0.025 Uiso 1 1 calc R U . . .
C7 C 0.6665(3) 1.5743(7) 1.1896(4) 0.0200(14) Uani 1 1 d . . . . .
C8 C 0.6545(3) 1.6955(8) 1.2180(4) 0.0275(16) Uani 1 1 d . . . . .
H8A H 0.6750 1.7336 1.2573 0.033 Uiso 1 1 calc R U . . .
C9 C 0.6120(3) 1.7605(8) 1.1884(4) 0.0331(18) Uani 1 1 d . . . . .
H9A H 0.6030 1.8442 1.2069 0.040 Uiso 1 1 calc R U . . .
C10 C 0.5830(3) 1.7026(8) 1.1319(4) 0.0332(18) Uani 1 1 d . . . . .
H10A H 0.5534 1.7453 1.1115 0.040 Uiso 1 1 calc R U . . .
C11 C 0.5973(3) 1.5814(8) 1.1050(4) 0.0255(15) Uani 1 1 d . . . . .
C12 C 0.5685(3) 1.5211(8) 1.0395(4) 0.0302(17) Uani 1 1 d . . . . .
H12A H 0.5886 1.5345 0.9928 0.036 Uiso 1 1 calc R U . . .
H12B H 0.5353 1.5677 1.0326 0.036 Uiso 1 1 calc R U . . .
C13 C 0.50608(19) 1.3499(5) 1.1132(3) 0.0349(19) Uani 1 1 d G . . . .
C14 C 0.48637(19) 1.4682(4) 1.1376(3) 0.0239(15) Uani 1 1 d G . . . .
H14A H 0.5007 1.5475 1.1200 0.029 Uiso 1 1 calc R U . . .
C15 C 0.4456(2) 1.4706(5) 1.1879(3) 0.041(2) Uani 1 1 d G . . . .
H15A H 0.4322 1.5515 1.2046 0.049 Uiso 1 1 calc R U . . .
C16 C 0.4246(2) 1.3547(6) 1.2137(3) 0.049(2) Uani 1 1 d G . . . .
H16A H 0.3968 1.3563 1.2480 0.058 Uiso 1 1 calc R U . . .
C17 C 0.4443(3) 1.2363(5) 1.1893(4) 0.084(4) Uani 1 1 d G U . . .
H17A H 0.4300 1.1571 1.2069 0.100 Uiso 1 1 calc R U . . .
N3 N 0.4851(3) 1.2340(4) 1.1390(4) 0.105(4) Uani 1 1 d G U . . .
Cl1 Cl 0.5439(4) 0.9894(11) 1.0029(6) 0.247(5) Uani 1 1 d D U . A 1
Cl2 Cl 0.5462(3) 1.1219(7) 0.8569(4) 0.177(3) Uani 1 1 d D U . A 1
C1S C 0.5838(3) 1.0508(10) 0.9324(6) 0.060(3) Uani 1 1 d D . . A 1
H1SA H 0.6052 0.9796 0.9119 0.072 Uiso 1 1 calc R U . A 1
H1SB H 0.6071 1.1173 0.9547 0.072 Uiso 1 1 calc R U . A 1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N1 2.066(6) . ?
Cu1 I2 2.6692(10) 7_677 ?
Cu1 I1 2.6857(9) . ?
Cu1 I2 2.6997(10) . ?
Cu1 Cu2 2.7836(14) 7_677 ?
Cu1 Cu1 3.0183(17) 7_677 ?
Cu2 N2 2.047(6) . ?
Cu2 I1 2.5703(11) 7_677 ?
Cu2 I2 2.6072(10) . ?
Cu2 S1 2.674(2) . ?
Cu2 Cu1 2.7837(14) 7_677 ?
I2 Cu1 2.6693(9) 7_677 ?
I1 Cu2 2.5703(11) 7_677 ?
S1 C5 1.768(7) . ?
S1 C6 1.822(7) . ?
S2 C13 1.716(4) . ?
S2 C12 1.806(9) . ?
N1 C5 1.344(8) . ?
N1 C1 1.357(9) . ?
N2 C7 1.349(9) . ?
N2 C11 1.350(9) . ?
C1 C2 1.371(10) . ?
C2 C3 1.374(10) . ?
C3 C4 1.386(10) . ?
C4 C5 1.396(10) . ?
C6 C7 1.503(10) . ?
C7 C8 1.379(10) . ?
C8 C9 1.385(11) . ?
C9 C10 1.372(12) . ?
C10 C11 1.385(11) . ?
C11 C12 1.498(10) . ?
C13 C14 1.3900 . ?
C13 N3 1.3900 . ?
C14 C15 1.3900 . ?
C15 C16 1.3900 . ?
C16 C17 1.3900 . ?
C17 N3 1.3900 . ?
Cl1 C1S 1.748(9) . ?
Cl1 Cl1 2.29(2) 5_677 ?
Cl2 C1S 1.790(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu1 I2 114.05(16) . 7_677 ?
N1 Cu1 I1 108.23(16) . . ?
I2 Cu1 I1 110.49(3) 7_677 . ?
N1 Cu1 I2 105.13(16) . . ?
I2 Cu1 I2 111.59(3) 7_677 . ?
I1 Cu1 I2 106.98(3) . . ?
N1 Cu1 Cu2 143.87(17) . 7_677 ?
I2 Cu1 Cu2 57.08(3) 7_677 7_677 ?
I1 Cu1 Cu2 56.03(3) . 7_677 ?
I2 Cu1 Cu2 110.56(4) . 7_677 ?
N1 Cu1 Cu1 126.43(16) . 7_677 ?
I2 Cu1 Cu1 56.27(3) 7_677 7_677 ?
I1 Cu1 Cu1 124.80(5) . 7_677 ?
I2 Cu1 Cu1 55.32(3) . 7_677 ?
Cu2 Cu1 Cu1 80.41(4) 7_677 7_677 ?
N2 Cu2 I1 127.01(16) . 7_677 ?
N2 Cu2 I2 116.30(16) . . ?
I1 Cu2 I2 116.37(4) 7_677 . ?
N2 Cu2 S1 80.97(16) . . ?
I1 Cu2 S1 93.22(5) 7_677 . ?
I2 Cu2 S1 102.58(6) . . ?
N2 Cu2 Cu1 167.49(17) . 7_677 ?
I1 Cu2 Cu1 60.06(3) 7_677 7_677 ?
I2 Cu2 Cu1 59.25(3) . 7_677 ?
S1 Cu2 Cu1 88.57(6) . 7_677 ?
Cu2 I2 Cu1 63.67(3) . 7_677 ?
Cu2 I2 Cu1 89.90(4) . . ?
Cu1 I2 Cu1 68.41(3) 7_677 . ?
Cu2 I1 Cu1 63.92(3) 7_677 . ?
C5 S1 C6 102.7(3) . . ?
C5 S1 Cu2 111.8(2) . . ?
C6 S1 Cu2 84.2(2) . . ?
C13 S2 C12 101.7(3) . . ?
C5 N1 C1 116.9(6) . . ?
C5 N1 Cu1 125.2(5) . . ?
C1 N1 Cu1 117.6(5) . . ?
C7 N2 C11 118.2(6) . . ?
C7 N2 Cu2 119.7(5) . . ?
C11 N2 Cu2 121.9(5) . . ?
N1 C1 C2 123.5(6) . . ?
C1 C2 C3 118.9(7) . . ?
C2 C3 C4 119.4(7) . . ?
C3 C4 C5 118.4(6) . . ?
N1 C5 C4 122.9(6) . . ?
N1 C5 S1 113.9(5) . . ?
C4 C5 S1 123.2(5) . . ?
C7 C6 S1 113.7(4) . . ?
N2 C7 C8 122.5(7) . . ?
N2 C7 C6 116.8(6) . . ?
C8 C7 C6 120.6(6) . . ?
C7 C8 C9 118.9(7) . . ?
C10 C9 C8 119.2(7) . . ?
C9 C10 C11 119.4(7) . . ?
N2 C11 C10 121.9(7) . . ?
N2 C11 C12 117.9(7) . . ?
C10 C11 C12 120.1(7) . . ?
C11 C12 S2 115.2(6) . . ?
C14 C13 N3 120.0 . . ?
C14 C13 S2 119.2(3) . . ?
N3 C13 S2 120.8(3) . . ?
C15 C14 C13 120.0 . . ?
C14 C15 C16 120.0 . . ?
C15 C16 C17 120.0 . . ?
N3 C17 C16 120.0 . . ?
C17 N3 C13 120.0 . . ?
C1S Cl1 Cl1 122.3(9) . 5_677 ?
Cl1 C1S Cl2 110.6(6) . . ?

_refine_diff_density_max         5.485
_refine_diff_density_min         -2.690
_refine_diff_density_rms         0.206






_shelxl_version_number           2013-3




# start Validation Reply Form

_vrf_PLAT971_1d                  
;
PROBLEM: Check Calcd Residual Density 1.17A From Cl2  4.68 eA-3     
          
RESPONSE: The alert was mainly due to there is q peak that not assigned
to any element. However, when observed closely the electron density
appears to be around the chloride atoms of dichloromethane.
Thus, such residual density is likely not from unaccounted atom types.
;

_vrf_PLAT097_1d                  
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       5.49 eA-3  
RESPONSE: The most significant residual electron density (5.49 eA-3) in the structure
is located at (0.5197  1.1011  0.8025), near Cl2 coordinate
(0.546221 1.121873 0.856947). Because Cl2 of CH2Cl2 has larger thermal vibration.
;
_vrf_PLAT232_1d                  
;
PROBLEM: Hirshfeld Test Diff (M-X)  Cu2    --  S1      ..       49.6 s.u.  
RESPONSE: Because Cu2 has larger thermal vibration.
;
_vrf_PLAT410_1d                  
;
PROBLEM: Short Intra H...H Contact  H12B   ..  H14A    ..       1.81 Ang.  
RESPONSE: Because C12 has larger thermal vibration.
;
_vrf_PLAT972_1d                  
;
PROBLEM: Check Calcd Residual Density  0.60A From     Cl2      -2.63 eA-3  
RESPONSE: Because Cl2 of CH2Cl2 has larger thermal vibration.
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 1511575'
_audit_update_record             
;
2016-12-31 deposited with the CCDC.
2017-01-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H15 Cu N5 O6 S2'
_chemical_formula_weight         513.00

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+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                   17.88900(10)
_cell_length_b                   12.23390(10)
_cell_length_c                   20.7705(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.7030(10)
_cell_angle_gamma                90
_cell_volume                     4451.18(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9175
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      28.27

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.531
_exptl_crystal_F_000             2088
_exptl_transmission_factor_min   0.7600
_exptl_transmission_factor_max   0.8780
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    1.212
_shelx_estimated_absorpt_T_min   0.760
_shelx_estimated_absorpt_T_max   0.878
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22774
_diffrn_reflns_av_unetI/netI     0.0218
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.003
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4370
_reflns_number_gt                3945
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0315P)²+4.1802P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4370
_refine_ls_number_parameters     299
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0280
_refine_ls_R_factor_gt           0.0251
_refine_ls_wR_factor_ref         0.0655
_refine_ls_wR_factor_gt          0.0645
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.13175(2) 0.22774(2) 0.59906(2) 0.01617(7) Uani 1 1 d . . . . .
S1 S -0.01063(3) 0.15913(4) 0.60193(2) 0.02162(11) Uani 1 1 d . . . . .
S2 S 0.27133(3) 0.44265(4) 0.64574(2) 0.02705(12) Uani 1 1 d . . . . .
O1 O 0.18199(7) 0.08001(10) 0.61244(6) 0.0217(3) Uani 1 1 d . . . . .
O2 O 0.25575(8) 0.17567(12) 0.56333(7) 0.0325(3) Uani 1 1 d . . . . .
O3 O 0.28070(9) 0.00418(13) 0.58525(8) 0.0414(4) Uani 1 1 d . . . . .
N1 N 0.07187(8) 0.17597(12) 0.51142(7) 0.0176(3) Uani 1 1 d . . . . .
N2 N 0.07672(8) 0.37272(12) 0.58762(7) 0.0178(3) Uani 1 1 d . . . . .
N3 N 0.18991(8) 0.27492(12) 0.68731(7) 0.0183(3) Uani 1 1 d . . . . .
N4 N 0.24180(9) 0.08567(13) 0.58662(7) 0.0236(3) Uani 1 1 d . . . . .
C1 C 0.09010(10) 0.16342(14) 0.45239(8) 0.0203(4) Uani 1 1 d . . . . .
H1A H 0.1405 0.1801 0.4474 0.024 Uiso 1 1 calc R U . . .
C2 C 0.03720(11) 0.12661(15) 0.39835(9) 0.0234(4) Uani 1 1 d . . . . .
H2A H 0.0513 0.1166 0.3570 0.028 Uiso 1 1 calc R U . . .
C3 C -0.03649(11) 0.10468(15) 0.40575(9) 0.0243(4) Uani 1 1 d . . . . .
H3A H -0.0738 0.0812 0.3691 0.029 Uiso 1 1 calc R U . . .
C4 C -0.05589(10) 0.11699(15) 0.46688(9) 0.0224(4) Uani 1 1 d . . . . .
H4A H -0.1061 0.1021 0.4729 0.027 Uiso 1 1 calc R U . . .
C5 C 0.00034(10) 0.15162(14) 0.51855(8) 0.0179(4) Uani 1 1 d . . . . .
C6 C -0.04724(11) 0.29604(16) 0.60407(10) 0.0264(4) Uani 1 1 d . . . . .
H6A H -0.0951 0.3010 0.5706 0.032 Uiso 1 1 calc R U . . .
H6B H -0.0608 0.3071 0.6475 0.032 Uiso 1 1 calc R U . . .
C7 C 0.00351(10) 0.38926(15) 0.59270(8) 0.0210(4) Uani 1 1 d . . . . .
C8 C -0.02710(12) 0.49410(17) 0.58871(9) 0.0275(4) Uani 1 1 d . . . . .
H8A H -0.0792 0.5049 0.5906 0.033 Uiso 1 1 calc R U . . .
C9 C 0.01860(13) 0.58206(17) 0.58197(9) 0.0328(5) Uani 1 1 d . . . . .
H9A H -0.0013 0.6542 0.5809 0.039 Uiso 1 1 calc R U . . .
C10 C 0.09310(12) 0.56524(16) 0.57678(9) 0.0296(4) Uani 1 1 d . . . . .
H10A H 0.1251 0.6254 0.5720 0.036 Uiso 1 1 calc R U . . .
C11 C 0.12071(11) 0.45944(15) 0.57863(8) 0.0215(4) Uani 1 1 d . . . . .
C12 C 0.19987(11) 0.43437(16) 0.57032(9) 0.0241(4) Uani 1 1 d . . . . .
H12A H 0.2137 0.4860 0.5380 0.029 Uiso 1 1 calc R U . . .
H12B H 0.2006 0.3598 0.5520 0.029 Uiso 1 1 calc R U . . .
C13 C 0.24029(10) 0.35698(15) 0.70319(8) 0.0213(4) Uani 1 1 d . . . . .
C14 C 0.17203(10) 0.21388(15) 0.73660(9) 0.0227(4) Uani 1 1 d . . . . .
H14A H 0.1359 0.1565 0.7257 0.027 Uiso 1 1 calc R U . . .
C15 C 0.20405(12) 0.23172(17) 0.80187(9) 0.0282(4) Uani 1 1 d . . . . .
H15A H 0.1904 0.1873 0.8352 0.034 Uiso 1 1 calc R U . . .
C16 C 0.25633(12) 0.31541(19) 0.81788(9) 0.0341(5) Uani 1 1 d . . . . .
H16A H 0.2797 0.3289 0.8625 0.041 Uiso 1 1 calc R U . . .
C17 C 0.27420(12) 0.37886(18) 0.76870(9) 0.0314(5) Uani 1 1 d . . . . .
H17A H 0.3095 0.4374 0.7791 0.038 Uiso 1 1 calc R U . . .
O4 O 0.5000 -0.65079(16) 0.2500 0.0322(5) Uani 1 2 d S T P . .
O5 O 0.44139(8) -0.49680(12) 0.25609(7) 0.0348(3) Uani 1 1 d . . . . .
N5 N 0.5000 -0.54782(19) 0.2500 0.0226(5) Uani 1 2 d S T P . .
O6 O 0.20693(18) -0.1565(3) 0.46011(16) 0.0470(8) Uani 0.5 1 d D . P . .
O7 O 0.3089(3) -0.2506(6) 0.4870(4) 0.0604(18) Uani 0.5 1 d D . P . .
O8 O 0.2118(4) -0.2858(5) 0.5299(3) 0.0599(17) Uani 0.5 1 d D . P . .
N6 N 0.2435(4) -0.2301(5) 0.4936(4) 0.0272(16) Uani 0.5 1 d D . P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N3 2.0006(14) . ?
Cu1 O1 2.0124(12) . ?
Cu1 N1 2.0176(14) . ?
Cu1 N2 2.0190(14) . ?
Cu1 S1 2.6938(5) . ?
S1 C5 1.7844(17) . ?
S1 C6 1.802(2) . ?
S2 C13 1.7607(18) . ?
S2 C12 1.8127(18) . ?
O1 N4 1.2921(19) . ?
O2 N4 1.248(2) . ?
O3 N4 1.220(2) . ?
N1 C1 1.340(2) . ?
N1 C5 1.351(2) . ?
N2 C7 1.350(2) . ?
N2 C11 1.356(2) . ?
N3 C13 1.345(2) . ?
N3 C14 1.357(2) . ?
C1 C2 1.388(2) . ?
C2 C3 1.384(3) . ?
C3 C4 1.391(3) . ?
C4 C5 1.380(2) . ?
C6 C7 1.506(3) . ?
C7 C8 1.391(3) . ?
C8 C9 1.376(3) . ?
C9 C10 1.374(3) . ?
C10 C11 1.383(3) . ?
C11 C12 1.493(3) . ?
C13 C17 1.398(2) . ?
C14 C15 1.378(3) . ?
C15 C16 1.381(3) . ?
C16 C17 1.371(3) . ?
O4 N5 1.260(3) . ?
O5 N5 1.2485(17) . ?
N5 O5 1.2485(17) 2_655 ?
O6 N6 1.241(5) . ?
O6 O8 1.592(7) 7_546 ?
O6 O7 1.645(8) 7_546 ?
O6 N6 1.813(5) 7_546 ?
O7 O8 0.636(6) 7_546 ?
O7 N6 1.118(10) 7_546 ?
O7 N6 1.230(7) . ?
O7 O6 1.645(8) 7_546 ?
O8 O7 0.636(6) 7_546 ?
O8 N6 1.036(10) 7_546 ?
O8 N6 1.235(7) . ?
O8 O6 1.592(7) 7_546 ?
N6 N6 0.580(8) 7_546 ?
N6 O8 1.036(10) 7_546 ?
N6 O7 1.118(10) 7_546 ?
N6 O6 1.813(5) 7_546 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 Cu1 O1 89.88(5) . . ?
N3 Cu1 N1 178.17(6) . . ?
O1 Cu1 N1 89.04(5) . . ?
N3 Cu1 N2 90.28(6) . . ?
O1 Cu1 N2 176.96(5) . . ?
N1 Cu1 N2 90.72(6) . . ?
N3 Cu1 S1 112.83(4) . . ?
O1 Cu1 S1 96.60(4) . . ?
N1 Cu1 S1 65.85(4) . . ?
N2 Cu1 S1 80.55(4) . . ?
C5 S1 C6 100.59(9) . . ?
C5 S1 Cu1 72.78(6) . . ?
C6 S1 Cu1 93.49(6) . . ?
C13 S2 C12 106.76(8) . . ?
N4 O1 Cu1 106.19(10) . . ?
C1 N1 C5 119.13(14) . . ?
C1 N1 Cu1 132.71(12) . . ?
C5 N1 Cu1 108.16(11) . . ?
C7 N2 C11 119.51(16) . . ?
C7 N2 Cu1 125.45(12) . . ?
C11 N2 Cu1 114.88(12) . . ?
C13 N3 C14 118.34(15) . . ?
C13 N3 Cu1 129.67(12) . . ?
C14 N3 Cu1 111.97(12) . . ?
O3 N4 O2 123.52(16) . . ?
O3 N4 O1 119.36(16) . . ?
O2 N4 O1 117.11(15) . . ?
N1 C1 C2 121.64(17) . . ?
C3 C2 C1 118.78(17) . . ?
C2 C3 C4 120.01(16) . . ?
C5 C4 C3 117.76(17) . . ?
N1 C5 C4 122.65(16) . . ?
N1 C5 S1 112.84(12) . . ?
C4 C5 S1 124.35(14) . . ?
C7 C6 S1 117.80(13) . . ?
N2 C7 C8 120.67(18) . . ?
N2 C7 C6 121.60(16) . . ?
C8 C7 C6 117.72(17) . . ?
C9 C8 C7 119.51(19) . . ?
C10 C9 C8 119.78(19) . . ?
C9 C10 C11 118.98(19) . . ?
N2 C11 C10 121.46(18) . . ?
N2 C11 C12 116.47(16) . . ?
C10 C11 C12 122.06(17) . . ?
C11 C12 S2 114.07(12) . . ?
N3 C13 C17 121.23(17) . . ?
N3 C13 S2 124.47(13) . . ?
C17 C13 S2 114.29(14) . . ?
N3 C14 C15 122.73(18) . . ?
C14 C15 C16 118.71(18) . . ?
C17 C16 C15 119.28(17) . . ?
C16 C17 C13 119.72(18) . . ?
O5 N5 O5 120.0(2) . 2_655 ?
O5 N5 O4 120.00(12) . . ?
O5 N5 O4 120.00(12) 2_655 . ?
N6 O6 O8 40.6(4) . 7_546 ?
N6 O6 O7 42.8(4) . 7_546 ?
O8 O6 O7 83.2(2) 7_546 7_546 ?
N6 O6 N6 3.3(8) . 7_546 ?
O8 O6 N6 41.9(3) 7_546 7_546 ?
O7 O6 N6 41.3(3) 7_546 7_546 ?
O8 O7 N6 84.9(9) 7_546 7_546 ?
O8 O7 N6 57.3(8) 7_546 . ?
N6 O7 N6 28.1(4) 7_546 . ?
O8 O7 O6 133.8(11) 7_546 7_546 ?
N6 O7 O6 48.9(4) 7_546 7_546 ?
N6 O7 O6 76.7(4) . 7_546 ?
O7 O8 N6 91.6(10) 7_546 7_546 ?
O7 O8 N6 64.3(9) 7_546 . ?
N6 O8 N6 27.8(4) 7_546 . ?
O7 O8 O6 142.7(11) 7_546 7_546 ?
N6 O8 O6 51.1(4) 7_546 7_546 ?
N6 O8 O6 78.7(4) . 7_546 ?
N6 N6 O8 95.6(14) 7_546 7_546 ?
N6 N6 O7 86.8(14) 7_546 7_546 ?
O8 N6 O7 173.2(13) 7_546 7_546 ?
N6 N6 O7 65.1(13) 7_546 . ?
O8 N6 O7 31.1(4) 7_546 . ?
O7 N6 O7 151.9(4) 7_546 . ?
N6 N6 O8 56.6(12) 7_546 . ?
O8 N6 O8 152.2(4) 7_546 . ?
O7 N6 O8 30.8(3) 7_546 . ?
O7 N6 O8 121.4(4) . . ?
N6 N6 O6 169(2) 7_546 . ?
O8 N6 O6 88.3(5) 7_546 . ?
O7 N6 O6 88.3(5) 7_546 . ?
O7 N6 O6 119.4(6) . . ?
O8 N6 O6 119.1(6) . . ?
N6 N6 O6 7.2(16) 7_546 7_546 ?
O8 N6 O6 93.0(5) 7_546 7_546 ?
O7 N6 O6 90.2(4) 7_546 7_546 ?
O7 N6 O6 62.0(4) . 7_546 ?
O8 N6 O6 59.4(3) . 7_546 ?
O6 N6 O6 176.7(8) . 7_546 ?

_refine_diff_density_max         0.306
_refine_diff_density_min         -0.376
_refine_diff_density_rms         0.059







_shelxl_version_number           2013-3





# start Validation Reply Form

_vrf_PLAT430_2                   
;
PROBLEM: Short Inter D...A Contact  O6     ..  O8      ..       1.59 Ang.     
          
RESPONSE: The alert A was caused by oxygens of disordered nitrate.
;

_vrf_PLAT232_2                   
;
PROBLEM: Hirshfeld Test Diff (M-X) Cu1 -- S1 .. 23.5 s.u.   
          
RESPONSE: Because Cu1 has larger thermal vibration.
;

_vrf_PLAT601_2                   
;
PROBLEM: Structure Contains Solvent Accessible VOIDS of. 171 Ang3   
          
RESPONSE: The "SQUEEZE" was used to converge the model
;
####################################################################### 
# 
# 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 1511576'
_audit_update_record             
;
2016-12-31 deposited with the CCDC.
2017-01-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H30 Cu2 I2 N6 S4'
_chemical_formula_weight         1031.76

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'
I I -0.4742 1.8119 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   10.1355(2)
_cell_length_b                   8.3969(2)
_cell_length_c                   21.0712(4)
_cell_angle_alpha                90
_cell_angle_beta                 95.5800(10)
_cell_angle_gamma                90
_cell_volume                     1784.80(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    7094
_cell_measurement_theta_min      2.61
_cell_measurement_theta_max      26.94

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.920
_exptl_crystal_F_000             1008
_exptl_transmission_factor_min   0.8470
_exptl_transmission_factor_max   0.8800
_exptl_crystal_size_max          0.054
_exptl_crystal_size_mid          0.049
_exptl_crystal_size_min          0.041
_exptl_absorpt_coefficient_mu    3.191
_shelx_estimated_absorpt_T_min   0.847
_shelx_estimated_absorpt_T_max   0.880
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27775
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_av_R_equivalents  0.0531
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.942
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3508
_reflns_number_gt                2862
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 2008)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0256P)²+56.4822P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3508
_refine_ls_number_parameters     150
_refine_ls_number_restraints     150
_refine_ls_R_factor_all          0.1080
_refine_ls_R_factor_gt           0.0904
_refine_ls_wR_factor_ref         0.1920
_refine_ls_wR_factor_gt          0.1791
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.89525(15) 0.5901(2) 0.49853(8) 0.0593(6) Uani 1 1 d . . . . .
I1 I 1.08064(8) 0.64000(12) 0.41943(4) 0.0560(3) Uani 1 1 d . . . . .
S1 S 0.9060(3) 0.8498(4) 0.54753(13) 0.0451(6) Uani 1 1 d . . . . .
N2 N 0.7071(8) 0.6551(10) 0.4616(4) 0.0261(17) Uani 1 1 d . . . . .
N1 N 0.9231(13) 0.895(2) 0.6757(7) 0.079(3) Uani 0.606(5) 1 d G U P A 1
C1 C 0.8696(17) 0.889(2) 0.7339(6) 0.079(3) Uani 0.606(5) 1 d G U P A 1
H1A H 0.9255 0.9011 0.7725 0.095 Uiso 0.606(5) 1 calc R U P A 1
C2 C 0.7342(18) 0.866(3) 0.7357(7) 0.079(3) Uani 0.606(5) 1 d G U P A 1
H2A H 0.6976 0.8624 0.7755 0.095 Uiso 0.606(5) 1 calc R U P A 1
C3 C 0.6523(14) 0.849(3) 0.6793(9) 0.079(3) Uani 0.606(5) 1 d G U P A 1
H3A H 0.5598 0.8328 0.6805 0.095 Uiso 0.606(5) 1 calc R U P A 1
C4 C 0.7059(17) 0.854(3) 0.6211(7) 0.079(3) Uani 0.606(5) 1 d G U P A 1
H4A H 0.6500 0.8420 0.5825 0.095 Uiso 0.606(5) 1 calc R U P A 1
C5 C 0.8413(18) 0.877(3) 0.6193(6) 0.079(3) Uani 0.606(5) 1 d G U P A 1
N1' N 0.8976(15) 0.735(2) 0.6662(7) 0.044(3) Uani 0.394(5) 1 d G U P A 2
C1' C 0.8459(17) 0.736(2) 0.7250(6) 0.044(3) Uani 0.394(5) 1 d G U P A 2
H1'A H 0.8890 0.6786 0.7598 0.052 Uiso 0.394(5) 1 calc R U P A 2
C2' C 0.7314(18) 0.822(3) 0.7328(7) 0.044(3) Uani 0.394(5) 1 d G U P A 2
H2'A H 0.6961 0.8233 0.7729 0.052 Uiso 0.394(5) 1 calc R U P A 2
C3' C 0.6685(16) 0.907(2) 0.6818(9) 0.044(3) Uani 0.394(5) 1 d G U P A 2
H3'A H 0.5902 0.9657 0.6871 0.052 Uiso 0.394(5) 1 calc R U P A 2
C4' C 0.7201(18) 0.906(2) 0.6230(8) 0.044(3) Uani 0.394(5) 1 d G U P A 2
H4'A H 0.6771 0.9635 0.5882 0.052 Uiso 0.394(5) 1 calc R U P A 2
C5' C 0.8346(18) 0.820(3) 0.6153(6) 0.044(3) Uani 0.394(5) 1 d G U P A 2
C6 C 0.7769(14) 0.9275(15) 0.4916(5) 0.050(2) Uani 1 1 d . . . . .
H6A H 0.7312 1.0139 0.5127 0.060 Uiso 1 1 calc R U . . .
H6B H 0.8185 0.9756 0.4556 0.060 Uiso 1 1 calc R U . . .
C7 C 0.6741(9) 0.8094(11) 0.4649(4) 0.0239(19) Uani 1 1 d . . . . .
C8 C 0.5497(10) 0.8652(14) 0.4414(5) 0.034(2) Uani 1 1 d . . . . .
H8A H 0.5291 0.9751 0.4444 0.041 Uiso 1 1 calc R U . . .
C9 C 0.4573(11) 0.7618(16) 0.4140(5) 0.041(3) Uani 1 1 d . . . . .
H9A H 0.3725 0.7987 0.3970 0.049 Uiso 1 1 calc R U . . .
C10 C 0.4893(11) 0.6032(16) 0.4114(5) 0.043(3) Uani 1 1 d . . . . .
H10A H 0.4256 0.5284 0.3938 0.051 Uiso 1 1 calc R U . . .
C11 C 0.6143(12) 0.5530(13) 0.4346(5) 0.035(2) Uani 1 1 d . . . . .
S2 S 0.7741(5) 0.3231(7) 0.3934(2) 0.0451(6) Uani 0.606(5) 1 d . U P A 1
N3 N 0.8184(9) 0.3710(18) 0.2699(5) 0.053(2) Uani 0.606(5) 1 d G U P A 1
C13 C 0.7266(12) 0.367(2) 0.3148(4) 0.053(2) Uani 0.606(5) 1 d G U P A 1
C14 C 0.5929(11) 0.391(2) 0.2959(5) 0.053(2) Uani 0.606(5) 1 d G U P A 1
H14A H 0.5302 0.3887 0.3265 0.064 Uiso 0.606(5) 1 calc R U P A 1
C15 C 0.5510(9) 0.4198(19) 0.2321(6) 0.053(2) Uani 0.606(5) 1 d G U P A 1
H15A H 0.4597 0.4365 0.2192 0.064 Uiso 0.606(5) 1 calc R U P A 1
C16 C 0.6428(12) 0.424(2) 0.1872(4) 0.053(2) Uani 0.606(5) 1 d G U P A 1
H16A H 0.6142 0.4432 0.1436 0.064 Uiso 0.606(5) 1 calc R U P A 1
C17 C 0.7765(11) 0.3994(19) 0.2061(5) 0.053(2) Uani 0.606(5) 1 d G U P A 1
H17A H 0.8393 0.4022 0.1754 0.064 Uiso 0.606(5) 1 calc R U P A 1
S2' S 0.6178(7) 0.2596(11) 0.3752(3) 0.0451(6) Uani 0.394(5) 1 d . U P A 2
N3' N 0.7794(16) 0.4576(18) 0.3174(5) 0.032(2) Uani 0.394(5) 1 d G U P A 2
C13' C 0.6858(17) 0.3365(19) 0.3092(6) 0.032(2) Uani 0.394(5) 1 d G U P A 2
C14' C 0.6511(16) 0.2738(18) 0.2488(7) 0.032(2) Uani 0.394(5) 1 d G U P A 2
H14B H 0.5871 0.1910 0.2432 0.039 Uiso 0.394(5) 1 calc R U P A 2
C15' C 0.7098(18) 0.3323(19) 0.1967(5) 0.032(2) Uani 0.394(5) 1 d G U P A 2
H15B H 0.6861 0.2895 0.1554 0.039 Uiso 0.394(5) 1 calc R U P A 2
C16' C 0.8034(17) 0.454(2) 0.2049(6) 0.032(2) Uani 0.394(5) 1 d G U P A 2
H16B H 0.8436 0.4935 0.1692 0.039 Uiso 0.394(5) 1 calc R U P A 2
C17' C 0.8381(15) 0.5162(17) 0.2652(7) 0.032(2) Uani 0.394(5) 1 d G U P A 2
H17B H 0.9021 0.5990 0.2708 0.039 Uiso 0.394(5) 1 calc R U P A 2
C12 C 0.6504(15) 0.3813(14) 0.4344(5) 0.050(2) Uani 1 1 d . . . . .
H12A H 0.5703 0.3211 0.4180 0.060 Uiso 0.606(5) 1 calc R U P A 1
H12B H 0.6726 0.3484 0.4793 0.060 Uiso 0.606(5) 1 calc R U P A 1
H12C H 0.6107 0.3333 0.4710 0.060 Uiso 0.394(5) 1 calc R U P A 2
H12D H 0.7477 0.3770 0.4451 0.060 Uiso 0.394(5) 1 calc R U P A 2


_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 N2 2.062(8) . ?
Cu1 S1 2.410(4) . ?
Cu1 I1 2.5884(16) 3_766 ?
Cu1 Cu1 2.603(3) 3_766 ?
Cu1 I1 2.6632(16) . ?
I1 Cu1 2.5884(16) 3_766 ?
S1 C5' 1.681(12) . ?
S1 C5 1.721(13) . ?
S1 C6 1.797(13) . ?
N2 C7 1.342(13) . ?
N2 C11 1.356(13) . ?
N1 C1 1.3900 . ?
N1 C5 1.3900 . ?
C1 C2 1.3900 . ?
C2 C3 1.3900 . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?
N1' C1' 1.3900 . ?
N1' C5' 1.3900 . ?
C1' C2' 1.3900 . ?
C2' C3' 1.3900 . ?
C3' C4' 1.3900 . ?
C4' C5' 1.3900 . ?
C6 C7 1.506(16) . ?
C7 C8 1.390(14) . ?
C8 C9 1.363(16) . ?
C9 C10 1.373(18) . ?
C10 C11 1.379(17) . ?
C11 C12 1.487(16) . ?
S2 C12 1.664(14) . ?
S2 C13 1.720(9) . ?
N3 C13 1.3900 . ?
N3 C17 1.3900 . ?
C13 C14 1.3900 . ?
C14 C15 1.3900 . ?
C15 C16 1.3900 . ?
C16 C17 1.3900 . ?
S2' C12 1.623(14) . ?
S2' C13' 1.735(13) . ?
N3' C13' 1.3900 . ?
N3' C17' 1.3900 . ?
C13' C14' 1.3900 . ?
C14' C15' 1.3900 . ?
C15' C16' 1.3900 . ?
C16' C17' 1.3900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Cu1 S1 85.6(2) . . ?
N2 Cu1 I1 118.3(2) . 3_766 ?
S1 Cu1 I1 113.06(10) . 3_766 ?
N2 Cu1 Cu1 152.3(3) . 3_766 ?
S1 Cu1 Cu1 120.86(14) . 3_766 ?
I1 Cu1 Cu1 61.72(6) 3_766 3_766 ?
N2 Cu1 I1 113.9(2) . . ?
S1 Cu1 I1 96.93(10) . . ?
I1 Cu1 I1 120.58(6) 3_766 . ?
Cu1 Cu1 I1 58.86(6) 3_766 . ?
Cu1 I1 Cu1 59.42(6) 3_766 . ?
C5' S1 C6 105.4(7) . . ?
C5 S1 C6 102.3(8) . . ?
C5' S1 Cu1 102.9(8) . . ?
C5 S1 Cu1 119.4(7) . . ?
C6 S1 Cu1 92.7(4) . . ?
C7 N2 C11 117.8(9) . . ?
C7 N2 Cu1 117.5(7) . . ?
C11 N2 Cu1 124.7(7) . . ?
C1 N1 C5 120.0 . . ?
N1 C1 C2 120.0 . . ?
C3 C2 C1 120.0 . . ?
C2 C3 C4 120.0 . . ?
C5 C4 C3 120.0 . . ?
C4 C5 N1 120.0 . . ?
C4 C5 S1 117.8(10) . . ?
N1 C5 S1 121.3(11) . . ?
C1' N1' C5' 120.0 . . ?
N1' C1' C2' 120.0 . . ?
C1' C2' C3' 120.0 . . ?
C4' C3' C2' 120.0 . . ?
C3' C4' C5' 120.0 . . ?
C4' C5' N1' 120.0 . . ?
C4' C5' S1 117.1(10) . . ?
N1' C5' S1 122.0(10) . . ?
C7 C6 S1 116.0(8) . . ?
N2 C7 C8 121.9(9) . . ?
N2 C7 C6 119.2(9) . . ?
C8 C7 C6 118.8(10) . . ?
C9 C8 C7 119.9(11) . . ?
C8 C9 C10 118.6(10) . . ?
C9 C10 C11 119.7(10) . . ?
N2 C11 C10 122.0(10) . . ?
N2 C11 C12 116.9(11) . . ?
C10 C11 C12 120.9(11) . . ?
C12 S2 C13 106.5(7) . . ?
C13 N3 C17 120.0 . . ?
C14 C13 N3 120.0 . . ?
C14 C13 S2 118.8(7) . . ?
N3 C13 S2 121.2(7) . . ?
C13 C14 C15 120.0 . . ?
C14 C15 C16 120.0 . . ?
C17 C16 C15 120.0 . . ?
C16 C17 N3 120.0 . . ?
C12 S2' C13' 108.4(8) . . ?
C13' N3' C17' 120.0 . . ?
C14' C13' N3' 120.0 . . ?
C14' C13' S2' 120.5(9) . . ?
N3' C13' S2' 119.5(9) . . ?
C13' C14' C15' 120.0 . . ?
C16' C15' C14' 120.0 . . ?
C15' C16' C17' 120.0 . . ?
C16' C17' N3' 120.0 . . ?
C11 C12 S2' 125.5(9) . . ?
C11 C12 S2 118.9(9) . . ?

_refine_diff_density_max         2.868
_refine_diff_density_min         -4.580
_refine_diff_density_rms         0.225







# start Validation Reply Form
_vrf_PLAT410_3                   
;
PROBLEM: Short Intra H...H Contact  H6A    ..  H4'A    ..       1.78 Ang.  
RESPONSE: This Alert is due to close contacts between protons of
highly disorderd pyridyl groups.
;
_vrf_PLAT972_3                   
;
PROBLEM: Check Calcd Residual Density  0.61A From      I1      -3.99 eA-3  
RESPONSE: The alert was mainly due to there is q peak that not assigned
to any element. However, when observed closely the electron density
appears to be around the iodide atoms of CuI cluster.
Thus, such residual density is likely not from unaccounted atom types.
;
_vrf_PLAT232_3                   
;
PROBLEM: Hirshfeld Test Diff (M-X)  Cu1    --  S1      ..       28.7 s.u.  
RESPONSE: Because Cu1 has larger thermal vibration.
;
_vrf_PLAT971_3                   
;
PROBLEM: Check Calcd Residual Density  0.73A From      I1       2.67 eA-3  
RESPONSE: The alert was mainly due to there is q peak that not assigned
to any element. However, when observed closely the electron density
appears to be around the iodide atoms of CuI cluster.
;
####################################################################### 
# 
# 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_L
_database_code_depnum_ccdc_archive 'CCDC 1511577'
_audit_update_record             
;
2016-12-31 deposited with the CCDC.
2017-01-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H15 N3 S2'
_chemical_formula_sum            'C17 H15 N3 S2'
_chemical_formula_weight         325.44

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n
_symmetry_space_group_name_Hall  '-P 2yn'

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

_cell_length_a                   10.5537(5)
_cell_length_b                   9.2526(4)
_cell_length_c                   16.3350(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.345(3)
_cell_angle_gamma                90.00
_cell_volume                     1522.56(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    8816
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      28.31

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.420
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             680
_exptl_absorpt_coefficient_mu    0.349
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9626
_exptl_absorpt_correction_T_max  0.9726
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(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_reflns_number            20767
_diffrn_reflns_av_R_equivalents  0.0558
_diffrn_reflns_av_sigmaI/netI    0.0547
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.05
_diffrn_reflns_theta_max         26.00
_reflns_number_total             2981
_reflns_number_gt                2160
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 2008)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0299P)²+1.0675P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2981
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0864
_refine_ls_R_factor_gt           0.0506
_refine_ls_wR_factor_ref         0.0919
_refine_ls_wR_factor_gt          0.0822
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_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
S1 S 0.12925(7) -0.22969(7) 0.45182(4) 0.03069(19) Uani 1 1 d . . .
S2 S 0.12625(7) 0.07542(7) 0.14752(4) 0.02811(18) Uani 1 1 d . . .
N1 N -0.0730(2) -0.3343(2) 0.50173(12) 0.0241(5) Uani 1 1 d . . .
N2 N 0.00095(19) -0.18449(19) 0.23021(11) 0.0202(4) Uani 1 1 d . . .
N3 N -0.0743(2) 0.2589(2) 0.07792(13) 0.0281(5) Uani 1 1 d . . .
C1 C 0.1303(3) 0.3669(3) 0.15996(15) 0.0273(6) Uani 1 1 d . . .
H1A H 0.2203 0.3547 0.1932 0.033 Uiso 1 1 calc R . .
C2 C 0.0749(3) 0.5016(3) 0.14479(16) 0.0319(6) Uani 1 1 d . . .
H2A H 0.1260 0.5847 0.1678 0.038 Uiso 1 1 calc R . .
C3 C -0.0558(3) 0.5157(3) 0.09569(16) 0.0324(6) Uani 1 1 d . . .
H3A H -0.0966 0.6081 0.0845 0.039 Uiso 1 1 calc R . .
C4 C -0.1250(3) 0.3928(3) 0.06351(16) 0.0322(6) Uani 1 1 d . . .
H4A H -0.2144 0.4029 0.0288 0.039 Uiso 1 1 calc R . .
C5 C 0.0513(2) 0.2481(2) 0.12546(14) 0.0234(6) Uani 1 1 d . . .
C6 C -0.0097(2) -0.0482(2) 0.10301(14) 0.0250(6) Uani 1 1 d . . .
H6A H -0.0769 0.0002 0.0554 0.030 Uiso 1 1 calc R . .
H6B H 0.0240 -0.1332 0.0790 0.030 Uiso 1 1 calc R . .
C7 C -0.0745(2) -0.0988(2) 0.16799(13) 0.0194(5) Uani 1 1 d . . .
C8 C -0.2020(2) -0.0589(2) 0.16380(14) 0.0251(6) Uani 1 1 d . . .
H8A H -0.2525 0.0015 0.1189 0.030 Uiso 1 1 calc R . .
C9 C -0.2547(3) -0.1086(3) 0.22634(15) 0.0283(6) Uani 1 1 d . . .
H9A H -0.3420 -0.0819 0.2253 0.034 Uiso 1 1 calc R . .
C10 C -0.1795(2) -0.1973(2) 0.29031(15) 0.0257(6) Uani 1 1 d . . .
H10A H -0.2142 -0.2330 0.3337 0.031 Uiso 1 1 calc R . .
C11 C -0.0521(2) -0.2335(2) 0.29001(14) 0.0200(5) Uani 1 1 d . . .
C12 C 0.0349(2) -0.3290(3) 0.35772(14) 0.0245(6) Uani 1 1 d . . .
H12A H 0.0971 -0.3813 0.3334 0.029 Uiso 1 1 calc R . .
H12B H -0.0210 -0.4017 0.3750 0.029 Uiso 1 1 calc R . .
C13 C 0.0233(2) -0.2370(2) 0.51758(14) 0.0231(6) Uani 1 1 d . . .
C14 C -0.1442(3) -0.3418(3) 0.55711(15) 0.0276(6) Uani 1 1 d . . .
H14A H -0.2130 -0.4118 0.5470 0.033 Uiso 1 1 calc R . .
C15 C -0.1231(3) -0.2538(3) 0.62794(15) 0.0333(7) Uani 1 1 d . . .
H15A H -0.1752 -0.2636 0.6661 0.040 Uiso 1 1 calc R . .
C16 C -0.0248(3) -0.1515(3) 0.64181(16) 0.0403(7) Uani 1 1 d . . .
H16A H -0.0089 -0.0877 0.6894 0.048 Uiso 1 1 calc R . .
C17 C 0.0502(3) -0.1421(3) 0.58645(16) 0.0355(7) Uani 1 1 d . . .
H17A H 0.1190 -0.0724 0.5950 0.043 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
S1 C13 1.768(3) . ?
S1 C12 1.813(2) . ?
S2 C5 1.772(2) . ?
S2 C6 1.809(2) . ?
N1 C13 1.324(3) . ?
N1 C14 1.339(3) . ?
N2 C11 1.341(3) . ?
N2 C7 1.347(3) . ?
N3 C5 1.325(3) . ?
N3 C4 1.342(3) . ?
C1 C2 1.367(3) . ?
C1 C5 1.393(3) . ?
C2 C3 1.380(4) . ?
C3 C4 1.369(3) . ?
C6 C7 1.499(3) . ?
C7 C8 1.377(3) . ?
C8 C9 1.379(3) . ?
C9 C10 1.379(3) . ?
C10 C11 1.387(3) . ?
C11 C12 1.497(3) . ?
C13 C17 1.388(3) . ?
C14 C15 1.378(3) . ?
C15 C16 1.372(4) . ?
C16 C17 1.371(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 S1 C12 102.05(11) . . ?
C5 S2 C6 103.66(12) . . ?
C13 N1 C14 117.1(2) . . ?
C11 N2 C7 117.9(2) . . ?
C5 N3 C4 116.7(2) . . ?
C2 C1 C5 118.3(2) . . ?
C1 C2 C3 119.4(2) . . ?
C4 C3 C2 118.1(2) . . ?
N3 C4 C3 124.1(2) . . ?
N3 C5 C1 123.4(2) . . ?
N3 C5 S2 119.67(17) . . ?
C1 C5 S2 116.89(19) . . ?
C7 C6 S2 112.80(15) . . ?
N2 C7 C8 123.0(2) . . ?
N2 C7 C6 115.2(2) . . ?
C8 C7 C6 121.8(2) . . ?
C7 C8 C9 118.5(2) . . ?
C10 C9 C8 119.5(2) . . ?
C9 C10 C11 118.7(2) . . ?
N2 C11 C10 122.4(2) . . ?
N2 C11 C12 116.1(2) . . ?
C10 C11 C12 121.4(2) . . ?
C11 C12 S1 112.83(16) . . ?
N1 C13 C17 123.3(2) . . ?
N1 C13 S1 119.64(17) . . ?
C17 C13 S1 117.0(2) . . ?
N1 C14 C15 123.6(2) . . ?
C16 C15 C14 118.1(2) . . ?
C17 C16 C15 119.4(2) . . ?
C16 C17 C13 118.4(3) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.342
_refine_diff_density_min         -0.413
_refine_diff_density_rms         0.061




