# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2018

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

data_5201
_database_code_depnum_ccdc_archive 'CCDC 1552686'
_audit_update_record             
;
2017-05-27 deposited with the CCDC.
2018-04-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H8 Cd N6 S2'
_chemical_formula_weight         340.70

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'
Cd Cd -0.8075 1.2024 '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           Orthorhombic
_symmetry_space_group_name_H-M   Pbcn

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

_cell_length_a                   13.3099(4)
_cell_length_b                   10.2168(3)
_cell_length_c                   8.0515(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1094.88(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3715
_cell_measurement_theta_min      3.57
_cell_measurement_theta_max      29.08

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.28
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.067
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             664
_exptl_absorpt_coefficient_mu    2.351
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.444
_exptl_absorpt_correction_T_max  0.518
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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 CCD area-detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3715
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_av_sigmaI/netI    0.0347
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.57
_diffrn_reflns_theta_max         29.08
_reflns_number_total             1274
_reflns_number_gt                1106
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 1997)'
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (Sheldrick, 1990)'
_computing_publication_material  SHELXL-97

_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)+(0.0306P)²+0.5795P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1274
_refine_ls_number_parameters     69
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0352
_refine_ls_R_factor_gt           0.0294
_refine_ls_wR_factor_ref         0.0743
_refine_ls_wR_factor_gt          0.0685
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.045
_refine_ls_shift/su_mean         0.005

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
Cd1 Cd 0.5000 0.58531(3) 0.2500 0.02534(14) Uani 1 2 d S . .
S1 S 0.35257(6) 0.52199(7) 0.61453(10) 0.0298(2) Uani 1 1 d . . .
N3 N 0.37216(19) 0.7851(2) 0.6762(3) 0.0264(6) Uani 1 1 d . . .
N1 N 0.4410(2) 0.7213(2) 0.4453(3) 0.0270(6) Uani 1 1 d . . .
N2 N 0.4542(2) 0.8563(2) 0.4576(4) 0.0362(7) Uani 1 1 d . . .
C1 C 0.3920(2) 0.6802(3) 0.5783(4) 0.0212(6) Uani 1 1 d . . .
C2 C 0.4120(3) 0.8900(3) 0.5971(5) 0.0354(8) Uani 1 1 d . . .
H2A H 0.4096 0.9752 0.6375 0.042 Uiso 1 1 calc R . .
C3 C 0.3172(3) 0.7856(4) 0.8333(4) 0.0422(9) Uani 1 1 d . . .
H3A H 0.3143 0.8732 0.8761 0.063 Uiso 1 1 calc R . .
H3B H 0.3508 0.7300 0.9117 0.063 Uiso 1 1 calc R . .
H3C H 0.2502 0.7538 0.8152 0.063 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cd1 0.0333(2) 0.01972(19) 0.0230(2) 0.000 0.00141(13) 0.000
S1 0.0313(4) 0.0232(4) 0.0348(5) 0.0049(3) -0.0049(4) -0.0049(3)
N3 0.0297(13) 0.0241(12) 0.0255(14) 0.0010(11) 0.0052(12) 0.0060(12)
N1 0.0321(14) 0.0197(11) 0.0293(14) -0.0017(11) 0.0069(12) -0.0018(12)
N2 0.0474(17) 0.0219(13) 0.0393(17) -0.0004(12) 0.0136(15) -0.0066(14)
C1 0.0178(14) 0.0210(13) 0.0248(15) -0.0026(12) -0.0006(12) 0.0012(11)
C2 0.046(2) 0.0209(14) 0.039(2) -0.0031(15) 0.0107(18) 0.0020(16)
C3 0.048(2) 0.044(2) 0.034(2) 0.0004(18) 0.0166(18) 0.0131(19)

_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
Cd1 N1 2.240(2) . ?
Cd1 N1 2.240(2) 3_655 ?
Cd1 S1 2.4985(8) 7_565 ?
Cd1 S1 2.4985(8) 5_666 ?
S1 C1 1.725(3) . ?
S1 Cd1 2.4985(8) 5_666 ?
N3 C2 1.355(4) . ?
N3 C1 1.356(4) . ?
N3 C3 1.461(4) . ?
N1 C1 1.322(4) . ?
N1 N2 1.394(3) . ?
N2 C2 1.302(4) . ?
C2 H2A 0.9300 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cd1 N1 103.35(12) . 3_655 ?
N1 Cd1 S1 107.66(7) . 7_565 ?
N1 Cd1 S1 103.93(7) 3_655 7_565 ?
N1 Cd1 S1 103.93(7) . 5_666 ?
N1 Cd1 S1 107.66(7) 3_655 5_666 ?
S1 Cd1 S1 127.95(4) 7_565 5_666 ?
C1 S1 Cd1 104.23(10) . 5_666 ?
C2 N3 C1 106.0(3) . . ?
C2 N3 C3 126.9(3) . . ?
C1 N3 C3 127.1(3) . . ?
C1 N1 N2 108.6(2) . . ?
C1 N1 Cd1 122.99(19) . . ?
N2 N1 Cd1 128.29(19) . . ?
C2 N2 N1 105.6(3) . . ?
N1 C1 N3 108.4(2) . . ?
N1 C1 S1 125.8(2) . . ?
N3 C1 S1 125.6(2) . . ?
N2 C2 N3 111.4(3) . . ?
N2 C2 H2A 124.3 . . ?
N3 C2 H2A 124.3 . . ?
N3 C3 H3A 109.5 . . ?
N3 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
N3 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 Cd1 N1 C1 174.5(3) 3_655 . . . ?
S1 Cd1 N1 C1 65.0(2) 7_565 . . . ?
S1 Cd1 N1 C1 -73.1(2) 5_666 . . . ?
N1 Cd1 N1 N2 -10.6(2) 3_655 . . . ?
S1 Cd1 N1 N2 -120.1(3) 7_565 . . . ?
S1 Cd1 N1 N2 101.8(3) 5_666 . . . ?
C1 N1 N2 C2 -0.2(4) . . . . ?
Cd1 N1 N2 C2 -175.7(2) . . . . ?
N2 N1 C1 N3 0.5(3) . . . . ?
Cd1 N1 C1 N3 176.29(19) . . . . ?
N2 N1 C1 S1 176.5(2) . . . . ?
Cd1 N1 C1 S1 -7.7(4) . . . . ?
C2 N3 C1 N1 -0.6(3) . . . . ?
C3 N3 C1 N1 178.3(3) . . . . ?
C2 N3 C1 S1 -176.5(2) . . . . ?
C3 N3 C1 S1 2.3(5) . . . . ?
Cd1 S1 C1 N1 87.2(3) 5_666 . . . ?
Cd1 S1 C1 N3 -97.5(3) 5_666 . . . ?
N1 N2 C2 N3 -0.1(4) . . . . ?
C1 N3 C2 N2 0.4(4) . . . . ?
C3 N3 C2 N2 -178.4(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.868
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.409
_refine_diff_density_min         -0.737
_refine_diff_density_rms         0.109
