# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_120_hklf5
_database_code_depnum_ccdc_archive 'CCDC 2058803'
loop_
_audit_author_name
_audit_author_address
'Anna Gagor'
;ILT SR PAS Wroclaw Poland
Poland
;
_audit_update_record             
;
2021-01-26 deposited with the CCDC.	2021-06-25 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT987_120_hklf5           
;
PROBLEM: The Flack x is >> 0 -  Do a BASF/TWIN Refinement     Please Check
RESPONSE: Refinement was based on two twin components using hklf 5
;
# Added during the CSD deposition process: Tuesday 26 January 2021 09:59 AM
# end Validation Reply Form

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H16 Cd N10'
_chemical_formula_weight         460.79
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.1130(6)
_cell_length_b                   14.0621(6)
_cell_length_c                   8.9405(3)
_cell_angle_alpha                90
_cell_angle_beta                 110.376(4)
_cell_angle_gamma                90
_cell_volume                     956.16(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    119.7(4)
_cell_measurement_reflns_used    10428
_cell_measurement_theta_min      2.8590
_cell_measurement_theta_max      29.1900
_exptl_absorpt_coefficient_mu    1.165
_exptl_absorpt_correction_T_min  0.99264
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.963
_oxdiff_exptl_absorpt_empirical_full_max 1.064
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.600
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             460
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10

_diffrn_reflns_av_R_equivalents  0.0347
_diffrn_reflns_av_unetI/netI     0.0233
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.572
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            8299
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.544
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         35.793
_diffrn_reflns_theta_min         2.430
_diffrn_ambient_temperature      119.7(4)
_diffrn_detector_area_resol_mean 10.6249
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.572
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_reflns_Friedel_coverage         0.843
_reflns_Friedel_fraction_full    0.975
_reflns_Friedel_fraction_max     0.515
_reflns_number_gt                7517
_reflns_number_total             8299
_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    ?
_refine_diff_density_max         1.384
_refine_diff_density_min         -2.267
_refine_diff_density_rms         0.155
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.50(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         8299
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0591
_refine_ls_R_factor_gt           0.0531
_refine_ls_restrained_S_all      1.123
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1208P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1480
_refine_ls_wR_factor_ref         0.1534
_refine_special_details          
;
 Refined as a 2-component twin.
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd -0.00325(6) 0.4833(3) 0.43242(7) 0.0299(2) Uani 1 1 d . . . . .
N1 N 0.2189(9) 0.5796(6) 0.5817(11) 0.0337(19) Uani 1 1 d . . . . .
N2 N 0.3227(15) 0.7241(7) 0.7761(13) 0.052(3) Uani 1 1 d . . . . .
N3 N 0.2224(10) 0.8872(6) 0.6925(12) 0.039(2) Uani 1 1 d . . . . .
N4 N 0.1148(11) 0.3859(6) 0.7045(13) 0.041(2) Uani 1 1 d . . . . .
N5 N 0.2139(12) 0.2475(7) 0.9127(13) 0.048(2) Uani 1 1 d . . . . .
N6 N 0.1068(11) 0.0866(6) 0.8264(12) 0.0383(19) Uani 1 1 d . . . . .
N7 N -0.1158(10) 0.5799(6) 0.5684(12) 0.0352(18) Uani 1 1 d . . . . .
N8 N -0.0811(13) 0.7116(6) 0.7834(12) 0.040(2) Uani 1 1 d . . . . .
N9 N -0.1007(11) 0.8811(6) 0.7017(13) 0.039(2) Uani 1 1 d . . . . .
C11 C 0.1555(12) 0.3186(7) 0.7960(12) 0.0300(19) Uani 1 1 d . . . . .
C12 C 0.1532(11) 0.1633(7) 0.8614(12) 0.0301(19) Uani 1 1 d . . . . .
C13 C 0.2602(11) 0.6513(7) 0.6652(12) 0.0287(19) Uani 1 1 d . . . . .
C14 C 0.2640(11) 0.8092(7) 0.7244(12) 0.0297(19) Uani 1 1 d . . . . .
C15 C -0.1034(10) 0.6451(7) 0.6628(13) 0.032(2) Uani 1 1 d . . . . .
C16 C -0.0916(11) 0.8010(7) 0.7334(12) 0.031(2) Uani 1 1 d . . . . .
N1A N 0.4018(9) 0.5486(6) 0.2225(10) 0.0345(18) Uani 1 1 d D . . . .
C1 C 0.4121(8) 0.7209(4) 0.3154(11) 0.0304(19) Uani 1 1 d D . . . .
C2 C 0.2505(10) 0.7629(5) 0.2568(14) 0.045(3) Uani 1 1 d D . . . .
H2 H 0.155651 0.726280 0.258159 0.054 Uiso 1 1 calc R U . . .
C3 C 0.2126(11) 0.8528(5) 0.1962(15) 0.050(3) Uani 1 1 d D . . . .
H3 H 0.096818 0.874031 0.156268 0.059 Uiso 1 1 calc R U . . .
C4 C 0.3468(9) 0.9111(5) 0.1950(12) 0.038(2) Uani 1 1 d D . . . .
H4 H 0.326759 0.972837 0.155478 0.046 Uiso 1 1 calc R U . . .
C5 C 0.5121(11) 0.8735(5) 0.2551(14) 0.047(3) Uani 1 1 d D . . . .
H5 H 0.607736 0.911154 0.259097 0.056 Uiso 1 1 calc R U . . .
C6 C 0.5406(11) 0.7819(4) 0.3097(13) 0.039(2) Uani 1 1 d D . . . .
H6 H 0.655747 0.759646 0.345385 0.046 Uiso 1 1 calc R U . . .
C7 C 0.4475(11) 0.6208(8) 0.3793(13) 0.035(2) Uani 1 1 d . . . . .
H7A H 0.373868 0.605730 0.441388 0.041 Uiso 1 1 calc R U . . .
H7B H 0.569639 0.614043 0.447292 0.041 Uiso 1 1 calc R U . . .
C8 C 0.4353(12) 0.4523(8) 0.2995(15) 0.038(2) Uani 1 1 d . . . . .
H8A H 0.544784 0.453112 0.387570 0.057 Uiso 1 1 calc R U . . .
H8B H 0.441060 0.405777 0.222822 0.057 Uiso 1 1 calc R U . . .
H8C H 0.341677 0.436292 0.337350 0.057 Uiso 1 1 calc R U . . .
C9 C 0.5020(12) 0.5672(8) 0.1131(12) 0.038(2) Uani 1 1 d D . . . .
H9A H 0.624997 0.572869 0.174583 0.057 Uiso 1 1 calc R U . . .
H9B H 0.461060 0.625216 0.055561 0.057 Uiso 1 1 calc R U . . .
H9C H 0.484377 0.515491 0.039092 0.057 Uiso 1 1 calc R U . . .
C10 C 0.2296(11) 0.5575(8) 0.0678(13) 0.036(2) Uani 1 1 d . . . . .
H10A H 0.128270 0.541318 0.094528 0.054 Uiso 1 1 calc R U . . .
H10B H 0.238251 0.515028 -0.013142 0.054 Uiso 1 1 calc R U . . .
H10C H 0.218437 0.621685 0.028761 0.054 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 N1 2.279(8) . ?
Cd1 N3 2.202(8) 2_546 ?
Cd1 N4 2.662(10) . ?
Cd1 N6 2.611(9) 2_556 ?
Cd1 N7 2.221(8) . ?
Cd1 N9 2.218(8) 2_546 ?
N1 C13 1.229(13) . ?
N2 C13 1.393(14) . ?
N2 C14 1.312(13) . ?
N3 C14 1.154(12) . ?
N4 C11 1.220(13) . ?
N5 C11 1.403(14) . ?
N5 C12 1.303(13) . ?
N6 C12 1.150(12) . ?
N7 C15 1.227(13) . ?
N8 C15 1.391(13) . ?
N9 C16 1.157(13) . ?
C16 N8 1.327(13) . ?
N1A C7 1.665(14) . ?
N1A C8 1.501(13) . ?
N1A C9 1.4969(19) . ?
N1A C10 1.592(13) . ?
C1 C2 1.3653(19) . ?
C1 C6 1.3645(19) . ?
C1 C7 1.508(12) . ?
C2 H2 0.9300 . ?
C2 C3 1.3680(19) . ?
C3 H3 0.9300 . ?
C3 C4 1.3655(19) . ?
C4 H4 0.9300 . ?
C4 C5 1.3654(19) . ?
C5 H5 0.9300 . ?
C5 C6 1.3682(19) . ?
C6 H6 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 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 N4 79.1(3) . . ?
N1 Cd1 N6 97.6(3) . 2_556 ?
N3 Cd1 N1 175.0(3) 2_546 . ?
N3 Cd1 N4 96.8(3) 2_546 . ?
N3 Cd1 N6 86.4(3) 2_546 2_556 ?
N3 Cd1 N7 103.9(3) 2_546 . ?
N3 Cd1 N9 73.8(3) 2_546 2_546 ?
N6 Cd1 N4 176.7(3) 2_556 . ?
N7 Cd1 N1 73.0(3) . . ?
N7 Cd1 N4 84.2(3) . . ?
N7 Cd1 N6 94.5(3) . 2_556 ?
N9 Cd1 N1 109.3(3) 2_546 . ?
N9 Cd1 N4 94.5(3) 2_546 . ?
N9 Cd1 N6 86.9(3) 2_546 2_556 ?
N9 Cd1 N7 177.2(3) 2_546 . ?
C13 N1 Cd1 146.8(6) . . ?
C14 N2 C13 115.0(10) . . ?
C14 N3 Cd1 145.5(7) . 2_556 ?
C11 N4 Cd1 160.0(8) . . ?
C12 N5 C11 113.4(9) . . ?
C12 N6 Cd1 137.5(8) . 2_546 ?
C15 N7 Cd1 152.0(6) . . ?
C16 N8 C15 113.6(9) . . ?
C16 N9 Cd1 139.3(7) . 2_556 ?
N4 C11 N5 174.1(10) . . ?
N6 C12 N5 175.2(11) . . ?
N1 C13 N2 171.9(9) . . ?
N3 C14 N2 173.7(12) . . ?
N7 C15 N8 173.5(10) . . ?
N9 C16 N8 174.5(11) . . ?
C8 N1A C7 102.3(7) . . ?
C8 N1A C10 115.7(8) . . ?
C9 N1A C7 115.5(7) . . ?
C9 N1A C8 113.9(8) . . ?
C9 N1A C10 86.0(7) . . ?
C10 N1A C7 123.6(7) . . ?
C2 C1 C7 125.4(6) . . ?
C6 C1 C2 110.9(8) . . ?
C6 C1 C7 123.6(6) . . ?
C1 C2 H2 116.4 . . ?
C1 C2 C3 127.3(9) . . ?
C3 C2 H2 116.4 . . ?
C2 C3 H3 120.4 . . ?
C4 C3 C2 119.2(9) . . ?
C4 C3 H3 120.4 . . ?
C3 C4 H4 121.9 . . ?
C5 C4 C3 116.2(8) . . ?
C5 C4 H4 121.9 . . ?
C4 C5 H5 119.1 . . ?
C4 C5 C6 121.7(9) . . ?
C6 C5 H5 119.1 . . ?
C1 C6 C5 124.7(9) . . ?
C1 C6 H6 117.7 . . ?
C5 C6 H6 117.7 . . ?
N1A C7 H7A 110.3 . . ?
N1A C7 H7B 110.3 . . ?
C1 C7 N1A 107.0(8) . . ?
C1 C7 H7A 110.3 . . ?
C1 C7 H7B 110.3 . . ?
H7A C7 H7B 108.6 . . ?
N1A C8 H8A 109.5 . . ?
N1A C8 H8B 109.5 . . ?
N1A C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1A C9 H9A 109.5 . . ?
N1A C9 H9B 109.5 . . ?
N1A C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N1A C10 H10A 109.5 . . ?
N1A C10 H10B 109.5 . . ?
N1A C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C7 H7A N1 0.97 2.09 3.063(12) 177.1 . yes
C7 H7B N7 0.97 2.45 3.402(12) 167.6 1_655 yes
C8 H8A N3 0.96 2.43 2.901(12) 110.3 2_646 yes
C8 H8C N9 0.96 2.02 2.890(12) 150.1 2_546 yes
C9 H9A N6 0.96 2.19 3.040(12) 147.3 2_656 yes
C10 H10A N6 0.96 2.34 3.210(12) 150.3 2_556 yes

####################################################################### 
# 
# 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_BenzylTMe_Cd_rt
_database_code_depnum_ccdc_archive 'CCDC 2058804'
loop_
_audit_author_name
_audit_author_address
'Anna Gagor'
;ILT SR PAS Wroclaw Poland
Poland
;
_audit_update_record             
;
2021-01-26 deposited with the CCDC.	2021-06-25 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H16 Cd N10'
_chemical_formula_weight         460.79
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           36
_space_group_name_H-M_alt        'C m c 21'
_space_group_name_Hall           'C 2c -2'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y, z+1/2'
'-x, y, z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z'

_cell_length_a                   9.9628(5)
_cell_length_b                   14.1773(6)
_cell_length_c                   14.0487(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1984.32(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    5894
_cell_measurement_theta_min      3.7970
_cell_measurement_theta_max      27.5690

_exptl_absorpt_coefficient_mu    1.123
_exptl_absorpt_correction_T_min  0.87076
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.926
_oxdiff_exptl_absorpt_empirical_full_max 1.109
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;

_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.542
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0217
_diffrn_reflns_av_unetI/netI     0.0159
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            14992
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.930
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         29.467
_diffrn_reflns_theta_min         2.499
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean 10.6249
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_reflns_Friedel_coverage         0.853
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.890
_reflns_number_gt                2034
_reflns_number_total             2688
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'

_refine_ls_abs_structure_details 
;
 Flack x determined using 806 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.033(11)

_refine_ls_number_reflns         2688
_refine_ls_number_parameters     155
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0268
_refine_ls_wR_factor_ref         0.0584
_refine_ls_wR_factor_gt          0.0528
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.015
_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 0.500000 0.46881(2) 0.55900(4) 0.08383(15) Uani 1 2 d S T P . .
C4 C 0.3182(4) 0.4222(3) 0.2241(2) 0.0729(10) Uani 1 1 d . . . . .
N51 N 0.3302(13) 0.3654(16) 0.2945(13) 0.081(3) Uani 0.4 1 d . U P . .
N52 N 0.2645(7) 0.3720(10) 0.2947(8) 0.081(2) Uani 0.6 1 d . U P . .
C1 C 0.500000 0.3246(4) 0.7407(4) 0.0750(14) Uani 1 2 d S T P . .
C3 C 0.3194(5) 0.3916(3) 0.3809(3) 0.0778(11) Uani 1 1 d . . . . .
N4 N 0.3400(4) 0.4058(3) 0.4590(2) 0.0945(11) Uani 1 1 d . . . . .
N21 N 0.5319(12) 0.2979(4) 0.8263(4) 0.084(5) Uani 0.5 1 d . . P . .
C2 C 0.500000 0.3538(4) 0.8969(4) 0.0707(13) Uani 1 2 d S T P . .
C7 C 0.500000 0.0632(4) 0.1970(5) 0.0745(15) Uani 1 2 d S T P . .
H7A H 0.578502 0.023946 0.187211 0.089 Uiso 0.5 1 calc R U P . .
H7B H 0.421498 0.023946 0.187211 0.089 Uiso 0.5 1 calc R U P . .
N1A N 0.500000 0.1399(3) 0.1228(4) 0.0789(14) Uani 1 2 d S T P . .
N11 N 0.5311(13) 0.3424(4) 0.6630(4) 0.079(5) Uani 0.5 1 d . . P . .
C9 C 0.6192(5) 0.1115(3) 0.3461(3) 0.0861(11) Uani 1 1 d . . . . .
H9 H 0.700117 0.100595 0.314960 0.103 Uiso 1 1 calc R U . . .
N6 N 0.3356(5) 0.4625(3) 0.1558(3) 0.0953(12) Uani 1 1 d . . . . .
C10 C 0.6195(6) 0.1423(3) 0.4388(4) 0.1037(15) Uani 1 1 d . . . . .
H10 H 0.700278 0.150972 0.470826 0.124 Uiso 1 1 calc R U . . .
C11 C 0.500000 0.1600(5) 0.4838(5) 0.109(3) Uani 1 2 d S T P . .
H11 H 0.500000 0.184263 0.545336 0.131 Uiso 1 2 calc R U P . .
C5 C 0.500000 0.0943(6) 0.0253(4) 0.099(2) Uani 1 2 d S T P . .
H5A H 0.415488 0.063490 0.014759 0.149 Uiso 0.5 1 calc R U P A -1
H5B H 0.571122 0.048750 0.021776 0.149 Uiso 0.5 1 calc R U P A -1
H5C H 0.513390 0.141784 -0.022511 0.149 Uiso 0.5 1 calc R U P A -1
C6 C 0.3765(6) 0.1988(4) 0.1309(4) 0.1152(18) Uani 1 1 d . . . . .
H6A H 0.298874 0.158612 0.131475 0.173 Uiso 1 1 calc R U . . .
H6B H 0.371319 0.240926 0.077509 0.173 Uiso 1 1 calc R U . . .
H6C H 0.379644 0.234658 0.188762 0.173 Uiso 1 1 calc R U . . .
N3 N 0.500000 0.3961(4) 0.9647(3) 0.0965(16) Uani 1 2 d S T P . .
C8 C 0.500000 0.0968(3) 0.2988(4) 0.0691(13) Uani 1 2 d S T 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
Cd1 N4 2.305(4) . ?
Cd1 N4 2.305(4) 4_655 ?
Cd1 N3 2.328(5) 2_664 ?
Cd1 N11 2.332(6) . ?
Cd1 N11 2.332(6) 4_655 ?
Cd1 N6 2.341(4) 2_665 ?
Cd1 N6 2.341(4) 3_565 ?
C4 N6 1.130(5) . ?
C4 N51 1.28(2) . ?
C4 N52 1.333(12) . ?
N51 C3 1.274(19) . ?
N52 C3 1.358(11) . ?
C1 N11 1.163(8) 4_655 ?
C1 N11 1.163(8) . ?
C1 N21 1.300(8) . ?
C1 N21 1.300(8) 4_655 ?
C3 N4 1.134(5) . ?
N21 C2 1.309(8) . ?
C2 N3 1.127(6) . ?
C7 N1A 1.506(8) . ?
C7 C8 1.507(8) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
N1A C6 1.491(6) . ?
N1A C6 1.491(6) 4_655 ?
N1A C5 1.515(7) . ?
C9 C10 1.374(6) . ?
C9 C8 1.376(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.372(7) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 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
N4 Cd1 N4 87.5(2) . 4_655 ?
N4 Cd1 N3 88.40(13) . 2_664 ?
N4 Cd1 N3 88.40(13) 4_655 2_664 ?
N4 Cd1 N11 100.1(2) . . ?
N4 Cd1 N11 89.5(3) 4_655 . ?
N3 Cd1 N11 171.1(3) 2_664 . ?
N4 Cd1 N11 89.5(3) . 4_655 ?
N4 Cd1 N11 100.1(2) 4_655 4_655 ?
N3 Cd1 N11 171.1(3) 2_664 4_655 ?
N11 Cd1 N11 15.3(6) . 4_655 ?
N4 Cd1 N6 177.67(13) . 2_665 ?
N4 Cd1 N6 91.81(15) 4_655 2_665 ?
N3 Cd1 N6 89.35(13) 2_664 2_665 ?
N11 Cd1 N6 82.1(3) . 2_665 ?
N11 Cd1 N6 92.8(3) 4_655 2_665 ?
N4 Cd1 N6 91.81(14) . 3_565 ?
N4 Cd1 N6 177.67(13) 4_655 3_565 ?
N3 Cd1 N6 89.35(12) 2_664 3_565 ?
N11 Cd1 N6 92.8(3) . 3_565 ?
N11 Cd1 N6 82.1(3) 4_655 3_565 ?
N6 Cd1 N6 88.8(2) 2_665 3_565 ?
N6 C4 N51 163.5(8) . . ?
N6 C4 N52 164.5(6) . . ?
C3 N51 C4 123.0(18) . . ?
C4 N52 C3 113.1(7) . . ?
N11 C1 N21 175.5(7) 4_655 . ?
N11 C1 N21 150.1(8) . . ?
N11 C1 N21 150.1(8) 4_655 4_655 ?
N11 C1 N21 175.5(7) . 4_655 ?
N4 C3 N51 163.4(9) . . ?
N4 C3 N52 166.4(6) . . ?
C3 N4 Cd1 141.5(4) . . ?
C1 N21 C2 117.7(7) . . ?
N3 C2 N21 164.6(5) . 4_655 ?
N3 C2 N21 164.6(5) . . ?
N1A C7 C8 115.4(4) . . ?
N1A C7 H7A 108.4 . . ?
C8 C7 H7A 108.4 . . ?
N1A C7 H7B 108.4 . . ?
C8 C7 H7B 108.4 . . ?
H7A C7 H7B 107.5 . . ?
C6 N1A C6 111.2(5) . 4_655 ?
C6 N1A C7 110.6(3) . . ?
C6 N1A C7 110.6(3) 4_655 . ?
C6 N1A C5 107.9(4) . . ?
C6 N1A C5 107.9(4) 4_655 . ?
C7 N1A C5 108.5(4) . . ?
N11 N11 C1 74.6(6) 4_655 . ?
N11 N11 Cd1 82.4(3) 4_655 . ?
C1 N11 Cd1 136.0(6) . . ?
C10 C9 C8 120.5(5) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
C4 N6 Cd1 144.2(4) . 2_664 ?
C11 C10 C9 119.6(6) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C10 C11 C10 120.5(7) 4_655 . ?
C10 C11 H11 119.8 4_655 . ?
C10 C11 H11 119.8 . . ?
N1A C5 H5A 109.5 . . ?
N1A C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N1A C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N1A C6 H6A 109.5 . . ?
N1A C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N1A C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C2 N3 Cd1 156.9(5) . 2_665 ?
C9 C8 C9 119.3(6) . 4_655 ?
C9 C8 C7 120.4(3) . . ?
C9 C8 C7 120.4(3) 4_655 . ?

_refine_diff_density_max         0.144
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.033

