# 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_tv190
_database_code_depnum_ccdc_archive 'CCDC 1581383'

_audit_update_record             
;
2017-10-23 deposited with the CCDC.
2018-01-16 downloaded from the CCDC.
;

_chemical_name_common            ?
_chemical_compound_source        ?
_chemical_absolute_configuration ?

_exptl_crystal_description       block #?# e.g.: 
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.090 #?# in millimeters
_exptl_crystal_size_mid          0.060 #?# in millimeters
_exptl_crystal_size_min          0.040 #?# in millimeters
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_meas      ?
_exptl_special_details           
;
 ?
;
_audit_creation_date             ? #?# style: 18-Aug-1998

_diffrn_ambient_temperature      100(2) #?# in K
_diffrn_source_type              'Bruker TXS'
_diffrn_source_power             2.5 #?# in kW
_diffrn_source_voltage           50 #?# in kV
_diffrn_source_current           50 #?# in mA
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating anode (TXS)'
_diffrn_radiation_monochromator  'focusing mirrors'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_measurement_device       'fixed-chi three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8Venture'
_diffrn_measurement_method       'mix of phi and omega scans'
_diffrn_measurement_details      ?
_diffrn_detector_area_resol_mean 10.4167

_diffrn_special_details          ?
_diffrn_orient_matrix_type       ?
_diffrn_orient_matrix_UB_11      ?
_diffrn_orient_matrix_UB_12      ?
_diffrn_orient_matrix_UB_13      ?
_diffrn_orient_matrix_UB_21      ?
_diffrn_orient_matrix_UB_22      ?
_diffrn_orient_matrix_UB_23      ?
_diffrn_orient_matrix_UB_31      ?
_diffrn_orient_matrix_UB_32      ?
_diffrn_orient_matrix_UB_33      ?

_cell_length_a                   19.7179(6)
_cell_length_b                   9.1613(3)
_cell_length_c                   17.4139(6)
_cell_angle_alpha                90
_cell_angle_beta                 110.0352(10)
_cell_angle_gamma                90
_cell_volume                     2955.31(17)
_cell_measurement_temperature    100(2) #?# in K
_cell_measurement_reflns_used    8773
_cell_measurement_theta_min      2.9396
_cell_measurement_theta_max      26.3983
_cell_special_details            ?

_exptl_absorpt_coefficient_mu    1.829
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6606
_exptl_absorpt_correction_T_max  0.7454
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'

_diffrn_reflns_number            18299 #xl
_diffrn_reflns_av_R_equivalents  0.0282 #xl
_diffrn_reflns_av_unetI/netI     0.0191 #xl
_diffrn_reflns_limit_h_min       -24 #xl
_diffrn_reflns_limit_h_max       23 #xl
_diffrn_reflns_limit_k_min       -11 #xl
_diffrn_reflns_limit_k_max       11 #xl
_diffrn_reflns_limit_l_min       -21 #xl
_diffrn_reflns_limit_l_max       21 #xl
_diffrn_reflns_theta_min         3.237 #xl
_diffrn_reflns_theta_max         26.38 #xl
_diffrn_measured_fraction_theta_max 0.996 #xl
_diffrn_reflns_theta_full        25.240 #xl
_diffrn_measured_fraction_theta_full 0.998 #xl
_diffrn_reflns_Laue_measured_fraction_max 0.996 #xl
_diffrn_reflns_Laue_measured_fraction_full 0.998 #xl
_diffrn_reflns_point_group_measured_fraction_max 0.996 #xl
_diffrn_reflns_point_group_measured_fraction_full 0.998 #xl

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 2/c' #?# style: 'P 21/c' 'R -3 m'
_space_group_name_Hall           '-C 2yc'
_space_group_IT_number           15

_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'

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'

_reflns_number_total             3036 #xl
_reflns_number_gt                2695 #xl
_reflns_threshold_expression     'I > 2σ(I)' #xl
_reflns_Friedel_coverage         0.000 #xl
_reflns_Friedel_fraction_max     . #xl
_reflns_Friedel_fraction_full    . #xl
_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.
;

_refine_ls_structure_factor_coef Fsqd #xl
_refine_ls_matrix_type           full #xl
_refine_ls_weighting_scheme      calc #xl
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0228P)²+5.3072P] where P=(Fo²+2Fc²)/3' #xl
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr #?# mixed --> _refine_special_details
_refine_ls_extinction_method     none #xl
_refine_ls_extinction_coef       . #xl
_refine_ls_abs_structure_details ? #xl
_refine_ls_abs_structure_Flack   ? #xl
_refine_ls_number_reflns         3036 #xl
_refine_ls_number_parameters     172 #xl
_refine_ls_number_restraints     0 #xl
_refine_ls_R_factor_all          0.0247 #xl
_refine_ls_R_factor_gt           0.0192 #xl
_refine_ls_wR_factor_ref         0.0473 #xl
_refine_ls_wR_factor_gt          0.0453 #xl
_refine_ls_goodness_of_fit_ref   1.052 #xl
_refine_ls_restrained_S_all      1.052 #xl
_refine_ls_shift/su_max          0.001 #xl
_refine_ls_shift/su_mean         0.000 #xl
_refine_diff_density_max         0.531 #xl
_refine_diff_density_min         -0.328 #xl
_refine_diff_density_rms         0.079 #xl

_refine_special_details          
;
 ?
;

_computing_data_collection       'Bruker Instrument Service v3.0.21'
_computing_cell_refinement       'APEX2 v2012.4-3 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.18C (Bruker AXS Inc., 2011)'
_computing_structure_solution    
;
A. Altomare, M. C. Burla, M. Camalli, G. L. Cascarano, C. Giacovazzo, A.
Guagliardi, A. G. G. Moliterni, G. Polidori, R. Spagna: SIR97: a new tool for
crystal structure determination and refinement; J. Appl. Crystallogr. 1999,
32, 115-119.
;

_computing_structure_refinement  
;
Sheldrick, G. M. (2008).
Acta Cryst. A64, 112--122.
;

_computing_molecular_graphics    ?

_computing_publication_material  ?

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.25925(11) 0.5251(2) 0.23193(14) 0.0193(5) Uani 1 1 d . . . . .
H1A H 0.2623 0.5427 0.1777 0.029 Uiso 1 1 calc R U . . .
H1B H 0.2629 0.6182 0.2608 0.029 Uiso 1 1 calc R U . . .
H1C H 0.2129 0.4787 0.2260 0.029 Uiso 1 1 calc R U . . .
C2 C 0.31962(11) 0.4270(2) 0.27963(13) 0.0146(4) Uani 1 1 d . . . . .
C3 C 0.35274(12) 0.4175(3) 0.36474(13) 0.0189(5) Uani 1 1 d . . . . .
H3 H 0.3412 0.4729 0.4047 0.023 Uiso 1 1 calc R U . . .
C4 C 0.40517(11) 0.3119(2) 0.37872(13) 0.0163(4) Uani 1 1 d . . . . .
C5 C 0.45963(13) 0.2581(3) 0.45633(14) 0.0241(5) Uani 1 1 d . . . . .
H5A H 0.4551 0.1520 0.4600 0.036 Uiso 1 1 calc R U . . .
H5B H 0.4513 0.3048 0.5030 0.036 Uiso 1 1 calc R U . . .
H5C H 0.5082 0.2822 0.4570 0.036 Uiso 1 1 calc R U . . .
C6 C 0.44813(12) -0.1497(3) 0.34139(14) 0.0210(5) Uani 1 1 d . . . . .
H6A H 0.4455 -0.2565 0.3423 0.031 Uiso 1 1 calc R U . . .
H6B H 0.4224 -0.1085 0.3755 0.031 Uiso 1 1 calc R U . . .
H6C H 0.4988 -0.1190 0.3626 0.031 Uiso 1 1 calc R U . . .
C7 C 0.41422(11) -0.0966(2) 0.25564(13) 0.0152(4) Uani 1 1 d . . . . .
C8 C 0.37614(11) -0.1716(2) 0.18590(14) 0.0176(4) Uani 1 1 d . . . . .
H8 H 0.3657 -0.2731 0.1816 0.021 Uiso 1 1 calc R U . . .
C9 C 0.35567(11) -0.0696(2) 0.12235(14) 0.0154(4) Uani 1 1 d . . . . .
C10 C 0.31381(12) -0.0980(3) 0.03449(14) 0.0226(5) Uani 1 1 d . . . . .
H10A H 0.3340 -0.0401 0.0002 0.034 Uiso 1 1 calc R U . . .
H10B H 0.2632 -0.0705 0.0229 0.034 Uiso 1 1 calc R U . . .
H10C H 0.3166 -0.2019 0.0227 0.034 Uiso 1 1 calc R U . . .
C11 C 0.45229(10) 0.1663(2) 0.28489(12) 0.0112(4) Uani 1 1 d . . . . .
H11 H 0.4844 0.1235 0.3376 0.013 Uiso 1 1 calc R U . . .
C12 C 0.5000 0.2556(3) 0.2500 0.0100(6) Uani 1 2 d S T P . .
H12A H 0.5312 0.3195 0.2937 0.012 Uiso 0.5 1 calc R U P . .
H12B H 0.4688 0.3194 0.2063 0.012 Uiso 0.5 1 calc R U P . .
N1 N 0.34930(9) 0.33251(19) 0.24233(10) 0.0118(3) Uani 1 1 d . . . . .
N2 N 0.40099(9) 0.26051(19) 0.30395(10) 0.0122(4) Uani 1 1 d . . . . .
N3 N 0.41574(9) 0.04539(18) 0.23298(10) 0.0110(3) Uani 1 1 d . . . . .
N4 N 0.37987(9) 0.06417(19) 0.15043(10) 0.0124(4) Uani 1 1 d . . . . .
Cl1 Cl 0.19359(3) 0.26321(6) 0.06055(3) 0.01674(11) Uani 1 1 d . . . . .
Cl2 Cl 0.39540(3) 0.50203(6) 0.08947(3) 0.01886(12) Uani 1 1 d . . . . .
Cd1 Cd 0.32657(2) 0.28708(2) 0.10080(2) 0.01261(6) Uani 1 1 d . . . . .


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.495(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 N1 1.332(3) . ?
C2 C3 1.403(3) . ?
C3 C4 1.375(3) . ?
C3 H3 0.9500 . ?
C4 N2 1.360(3) . ?
C4 C5 1.493(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.493(3) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 N3 1.363(3) . ?
C7 C8 1.373(3) . ?
C8 C9 1.398(3) . ?
C8 H8 0.9500 . ?
C9 N4 1.345(3) . ?
C9 C10 1.492(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 N2 1.452(3) . ?
C11 N3 1.455(3) . ?
C11 C12 1.521(2) . ?
C11 H11 1.0000 . ?
C12 C11 1.521(2) 2_655 ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
N1 N2 1.370(2) . ?
N1 Cd1 2.3856(17) . ?
N3 N4 1.378(2) . ?
N4 Cd1 2.3236(17) . ?
Cl1 Cd1 2.4810(5) . ?
Cl1 Cd1 2.7386(5) 7 ?
Cl2 Cd1 2.4376(5) . ?
Cd1 Cl1 2.7386(5) 7 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C2 C3 110.57(19) . . ?
N1 C2 C1 121.25(19) . . ?
C3 C2 C1 128.2(2) . . ?
C4 C3 C2 106.29(19) . . ?
C4 C3 H3 126.9 . . ?
C2 C3 H3 126.9 . . ?
N2 C4 C3 106.18(18) . . ?
N2 C4 C5 122.77(19) . . ?
C3 C4 C5 131.0(2) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 H6A 109.5 . . ?
C7 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C7 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N3 C7 C8 106.31(19) . . ?
N3 C7 C6 123.6(2) . . ?
C8 C7 C6 130.1(2) . . ?
C7 C8 C9 106.73(19) . . ?
C7 C8 H8 126.6 . . ?
C9 C8 H8 126.6 . . ?
N4 C9 C8 110.55(19) . . ?
N4 C9 C10 122.33(19) . . ?
C8 C9 C10 127.1(2) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 N3 111.04(16) . . ?
N2 C11 C12 110.28(17) . . ?
N3 C11 C12 113.79(16) . . ?
N2 C11 H11 107.1 . . ?
N3 C11 H11 107.1 . . ?
C12 C11 H11 107.1 . . ?
C11 C12 C11 115.0(2) . 2_655 ?
C11 C12 H12A 108.5 . . ?
C11 C12 H12A 108.5 2_655 . ?
C11 C12 H12B 108.5 . . ?
C11 C12 H12B 108.5 2_655 . ?
H12A C12 H12B 107.5 . . ?
C2 N1 N2 105.33(16) . . ?
C2 N1 Cd1 131.20(14) . . ?
N2 N1 Cd1 123.46(12) . . ?
C4 N2 N1 111.60(17) . . ?
C4 N2 C11 127.30(17) . . ?
N1 N2 C11 119.79(16) . . ?
C7 N3 N4 111.52(17) . . ?
C7 N3 C11 127.04(17) . . ?
N4 N3 C11 121.39(16) . . ?
C9 N4 N3 104.89(17) . . ?
C9 N4 Cd1 127.35(13) . . ?
N3 N4 Cd1 120.18(12) . . ?
Cd1 Cl1 Cd1 94.165(17) . 7 ?
N4 Cd1 N1 82.42(6) . . ?
N4 Cd1 Cl2 123.14(4) . . ?
N1 Cd1 Cl2 91.72(4) . . ?
N4 Cd1 Cl1 109.09(4) . . ?
N1 Cd1 Cl1 96.52(4) . . ?
Cl2 Cd1 Cl1 127.745(19) . . ?
N4 Cd1 Cl1 97.01(4) . 7 ?
N1 Cd1 Cl1 177.64(4) . 7 ?
Cl2 Cd1 Cl1 86.677(17) . 7 ?
Cl1 Cd1 Cl1 85.835(17) . 7 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 C3 C4 0.3(3) . . . . ?
C1 C2 C3 C4 -180.0(2) . . . . ?
C2 C3 C4 N2 -1.3(2) . . . . ?
C2 C3 C4 C5 177.2(2) . . . . ?
N3 C7 C8 C9 0.0(2) . . . . ?
C6 C7 C8 C9 179.3(2) . . . . ?
C7 C8 C9 N4 0.2(2) . . . . ?
C7 C8 C9 C10 179.5(2) . . . . ?
N2 C11 C12 C11 -170.65(18) . . . 2_655 ?
N3 C11 C12 C11 -45.11(12) . . . 2_655 ?
C3 C2 N1 N2 0.9(2) . . . . ?
C1 C2 N1 N2 -178.92(18) . . . . ?
C3 C2 N1 Cd1 -177.79(14) . . . . ?
C1 C2 N1 Cd1 2.4(3) . . . . ?
C3 C4 N2 N1 1.9(2) . . . . ?
C5 C4 N2 N1 -176.7(2) . . . . ?
C3 C4 N2 C11 168.7(2) . . . . ?
C5 C4 N2 C11 -10.0(3) . . . . ?
C2 N1 N2 C4 -1.8(2) . . . . ?
Cd1 N1 N2 C4 177.03(13) . . . . ?
C2 N1 N2 C11 -169.62(18) . . . . ?
Cd1 N1 N2 C11 9.2(2) . . . . ?
N3 C11 N2 C4 131.8(2) . . . . ?
C12 C11 N2 C4 -101.1(2) . . . . ?
N3 C11 N2 N1 -62.4(2) . . . . ?
C12 C11 N2 N1 64.7(2) . . . . ?
C8 C7 N3 N4 -0.2(2) . . . . ?
C6 C7 N3 N4 -179.50(18) . . . . ?
C8 C7 N3 C11 -177.40(18) . . . . ?
C6 C7 N3 C11 3.3(3) . . . . ?
N2 C11 N3 C7 -105.5(2) . . . . ?
C12 C11 N3 C7 129.4(2) . . . . ?
N2 C11 N3 N4 77.6(2) . . . . ?
C12 C11 N3 N4 -47.6(2) . . . . ?
C8 C9 N4 N3 -0.3(2) . . . . ?
C10 C9 N4 N3 -179.60(19) . . . . ?
C8 C9 N4 Cd1 -149.30(14) . . . . ?
C10 C9 N4 Cd1 31.4(3) . . . . ?
C7 N3 N4 C9 0.3(2) . . . . ?
C11 N3 N4 C9 177.69(17) . . . . ?
C7 N3 N4 Cd1 152.03(13) . . . . ?
C11 N3 N4 Cd1 -30.6(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.
;

_audit_block_code                Cd2_Cl4_C23H32N8_tv190_behesti
_audit_creation_method           SHELXL-2014
_shelxl_version_number           2014-3
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C23 H32 Cd2 Cl4 N8'
_chemical_formula_sum            'C23 H32 Cd2 Cl4 N8'
_chemical_formula_weight         787.16 #?# (Cohen, 1996)
_chemical_melting_point          ? #?# in K!

_cell_formula_units_Z            4 #?# adjust to _chemical_formula_[]

_exptl_crystal_density_diffrn    1.769
_exptl_crystal_F_000             1560 #?# check!




