# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# 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_20062
_database_code_depnum_ccdc_archive 'CCDC 2178148'
loop_
_audit_author_name
_audit_author_address
'Douglas R. Powell'
;The University of Oklahoma
United States of America
;
_audit_update_record             
;
2022-06-09 deposited with the CCDC.	2022-10-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C13 H12 N), Cd Cl4'
_chemical_formula_sum            'C26 H24 Cd Cl4 N2'
_chemical_formula_weight         618.67

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'
Cl Cl 0.1484 0.1585 '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'

_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                   14.909(3)
_cell_length_b                   12.1382(17)
_cell_length_c                   15.403(3)
_cell_angle_alpha                90
_cell_angle_beta                 104.058(4)
_cell_angle_gamma                90
_cell_volume                     2704.0(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    6227
_cell_measurement_theta_min      2.73
_cell_measurement_theta_max      23.15

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.520
_exptl_crystal_F_000             1240
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.176
_exptl_crystal_size_mid          0.108
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.220
_shelx_estimated_absorpt_T_min   0.814
_shelx_estimated_absorpt_T_max   0.888
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6564
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_process_details   
; 
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D., 
 J. Appl. Cryst. 48 (2015) 3-10 
;
#_exptl_absorpt_special_details    ? 
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'Incoatec I\mS 3.0'
_diffrn_measurement_device       'κ--geometry diffractometer'
_diffrn_measurement_device_type  'Bruker Photon CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24977
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_av_R_equivalents  0.0495
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.190
_diffrn_reflns_theta_max         24.711
_diffrn_reflns_theta_full        24.711
_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             2302
_reflns_number_gt                1728
_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       'APEX3 (Bruker, 2018)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT (Bruker, 2016)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015b)'
_computing_molecular_graphics    'Mercury (CCDC, 2018)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2015b)'
_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)+(0.0030P)²+5.8000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     intrinsic
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2302
_refine_ls_number_parameters     153
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0577
_refine_ls_R_factor_gt           0.0413
_refine_ls_wR_factor_ref         0.0791
_refine_ls_wR_factor_gt          0.0732
_refine_ls_goodness_of_fit_ref   1.224
_refine_ls_restrained_S_all      1.223
_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
Cd1 Cd 0.000000 0.29030(5) 0.250000 0.0934(2) Uani 1 2 d S T P . .
Cl1 Cl 0.09694(8) 0.39169(13) 0.17127(9) 0.1058(5) Uani 1 1 d . . . . .
Cl2 Cl 0.11555(8) 0.16940(13) 0.34604(11) 0.1256(6) Uani 1 1 d . . . . .
N1 N 0.2897(3) 0.3416(6) 0.3283(4) 0.136(2) Uani 1 1 d D . . . .
H1N H 0.2349(14) 0.3312(19) 0.3036(15) 0.163 Uiso 1 1 d D U . . .
C1 C 0.3335(4) 0.2750(6) 0.3920(5) 0.161(3) Uani 1 1 d D . . . .
H1 H 0.301987 0.216735 0.410266 0.193 Uiso 1 1 calc R U . . .
C2 C 0.4240(4) 0.2909(6) 0.4311(4) 0.131(2) Uani 1 1 d . . . . .
H2 H 0.454690 0.243168 0.475791 0.157 Uiso 1 1 calc R U . . .
C3 C 0.4705(3) 0.3769(5) 0.4052(3) 0.0922(15) Uani 1 1 d . . . . .
C4 C 0.4220(4) 0.4415(5) 0.3388(4) 0.1076(17) Uani 1 1 d . . . . .
H4 H 0.452162 0.500052 0.319163 0.129 Uiso 1 1 calc R U . . .
C5 C 0.3319(4) 0.4247(6) 0.2998(4) 0.123(2) Uani 1 1 d D . . . .
H5 H 0.300350 0.470403 0.254008 0.148 Uiso 1 1 calc R U . . .
C6 C 0.5683(4) 0.4017(5) 0.4445(4) 0.1087(18) Uani 1 1 d . . . . .
H6 H 0.592743 0.459727 0.418129 0.130 Uiso 1 1 calc R U . . .
C7 C 0.6233(4) 0.3556(5) 0.5085(4) 0.1125(18) Uani 1 1 d . . . . .
H7 H 0.598779 0.297536 0.534727 0.135 Uiso 1 1 calc R U . . .
C8 C 0.7215(3) 0.3805(5) 0.5484(4) 0.0939(15) Uani 1 1 d . . . . .
C9 C 0.7653(4) 0.3261(5) 0.6239(4) 0.1171(19) Uani 1 1 d . . . . .
H9 H 0.732649 0.274754 0.648874 0.141 Uiso 1 1 calc R U . . .
C10 C 0.8554(4) 0.3452(5) 0.6636(4) 0.130(2) Uani 1 1 d . . . . .
H10 H 0.883597 0.306627 0.715198 0.156 Uiso 1 1 calc R U . . .
C11 C 0.9051(4) 0.4194(5) 0.6293(4) 0.1062(17) Uani 1 1 d . . . . .
H11 H 0.966926 0.432033 0.657169 0.127 Uiso 1 1 calc R U . . .
C12 C 0.8643(4) 0.4745(5) 0.5549(4) 0.118(2) Uani 1 1 d . . . . .
H12 H 0.897971 0.525680 0.530928 0.142 Uiso 1 1 calc R U . . .
C13 C 0.7720(4) 0.4557(5) 0.5133(4) 0.1116(18) Uani 1 1 d . . . . .
H13 H 0.744302 0.494071 0.461517 0.134 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
Cd1 Cl1 2.4343(14) . ?
Cd1 Cl1 2.4343(14) 2 ?
Cd1 Cl2 2.4641(14) . ?
Cd1 Cl2 2.4642(14) 2 ?
N1 C1 1.315(8) . ?
N1 C5 1.320(8) . ?
N1 H1N 0.82(2) . ?
C1 C2 1.351(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.366(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.350(7) . ?
C3 C6 1.468(6) . ?
C4 C5 1.348(7) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 C7 1.252(7) . ?
C6 H6 0.9300 . ?
C7 C8 1.476(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.359(7) . ?
C8 C13 1.374(7) . ?
C9 C10 1.354(7) . ?
C9 H9 0.9300 . ?
C10 C11 1.352(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.339(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.388(6) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 Cd1 Cl1 119.26(7) . 2 ?
Cl1 Cd1 Cl2 100.78(5) . . ?
Cl1 Cd1 Cl2 114.53(6) 2 . ?
Cl1 Cd1 Cl2 114.53(6) . 2 ?
Cl1 Cd1 Cl2 100.78(5) 2 2 ?
Cl2 Cd1 Cl2 106.90(7) . 2 ?
C1 N1 C5 121.8(6) . . ?
C1 N1 H1N 120.5(19) . . ?
C5 N1 H1N 117.6(19) . . ?
N1 C1 C2 120.4(7) . . ?
N1 C1 H1 119.8 . . ?
C2 C1 H1 119.8 . . ?
C1 C2 C3 120.1(6) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C4 C3 C2 116.7(5) . . ?
C4 C3 C6 119.2(5) . . ?
C2 C3 C6 124.1(6) . . ?
C5 C4 C3 122.8(6) . . ?
C5 C4 H4 118.6 . . ?
C3 C4 H4 118.6 . . ?
N1 C5 C4 118.1(7) . . ?
N1 C5 H5 120.9 . . ?
C4 C5 H5 120.9 . . ?
C7 C6 C3 128.9(6) . . ?
C7 C6 H6 115.5 . . ?
C3 C6 H6 115.5 . . ?
C6 C7 C8 129.1(6) . . ?
C6 C7 H7 115.5 . . ?
C8 C7 H7 115.5 . . ?
C9 C8 C13 117.6(5) . . ?
C9 C8 C7 118.6(5) . . ?
C13 C8 C7 123.8(6) . . ?
C10 C9 C8 121.4(6) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C11 C10 C9 121.0(6) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C12 C11 C10 119.3(5) . . ?
C12 C11 H11 120.4 . . ?
C10 C11 H11 120.4 . . ?
C11 C12 C13 120.4(5) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C8 C13 C12 120.3(5) . . ?
C8 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?

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
C5 N1 C1 C2 0.6(6) . . . . ?
N1 C1 C2 C3 0.6(5) . . . . ?
C1 C2 C3 C4 -1.3(7) . . . . ?
C1 C2 C3 C6 179.1(5) . . . . ?
C2 C3 C4 C5 0.9(8) . . . . ?
C6 C3 C4 C5 -179.5(5) . . . . ?
C1 N1 C5 C4 -1.0(8) . . . . ?
C3 C4 C5 N1 0.2(9) . . . . ?
C4 C3 C6 C7 176.3(6) . . . . ?
C2 C3 C6 C7 -4.1(10) . . . . ?
C3 C6 C7 C8 -179.8(5) . . . . ?
C6 C7 C8 C9 173.4(6) . . . . ?
C6 C7 C8 C13 -6.8(10) . . . . ?
C13 C8 C9 C10 0.1(9) . . . . ?
C7 C8 C9 C10 179.9(6) . . . . ?
C8 C9 C10 C11 0.1(10) . . . . ?
C9 C10 C11 C12 -0.2(10) . . . . ?
C10 C11 C12 C13 0.0(10) . . . . ?
C9 C8 C13 C12 -0.3(9) . . . . ?
C7 C8 C13 C12 179.9(5) . . . . ?
C11 C12 C13 C8 0.3(10) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1N Cl1 0.82(2) 2.62(2) 3.333(6) 145(2) . yes
N1 H1N Cl2 0.82(2) 2.83(2) 3.396(6) 127(2) . yes
C1 H1 Cl2 0.93 2.77 3.404(6) 125.9 . yes

_refine_diff_density_max         0.440
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.053

