# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 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_1
_database_code_depnum_ccdc_archive 'CCDC 2205395'
loop_
_audit_author_name
_audit_author_address
'Dong Liu'
;Huaiyin Normal University
China
;
_audit_update_record             
;
2022-09-05 deposited with the CCDC.	2022-10-26 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         'C20 H14 Cd N2 O4'
_chemical_formula_sum            'C20 H14 Cd N2 O4'
_chemical_formula_weight         458.74

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'
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           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.3212(15)
_cell_length_b                   18.751(4)
_cell_length_c                   12.439(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.11(3)
_cell_angle_gamma                90
_cell_volume                     1705.1(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    31599
_cell_measurement_theta_min      2.991
_cell_measurement_theta_max      27.559

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.787
_exptl_crystal_F_000             912
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.311
_shelx_estimated_absorpt_T_min   0.838
_shelx_estimated_absorpt_T_max   0.880
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.821
_exptl_absorpt_correction_T_max  0.905
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2001)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31599
_diffrn_reflns_av_unetI/netI     0.0153
_diffrn_reflns_av_R_equivalents  0.0264
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.991
_diffrn_reflns_theta_max         27.559
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3923
_reflns_number_gt                3601
_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 SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    CRYSTALMAKER
_computing_publication_material  ?
_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)+(0.0099P)²+5.8692P] 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         3923
_refine_ls_number_parameters     244
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0366
_refine_ls_R_factor_gt           0.0322
_refine_ls_wR_factor_ref         0.0767
_refine_ls_wR_factor_gt          0.0753
_refine_ls_goodness_of_fit_ref   1.194
_refine_ls_restrained_S_all      1.194
_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
Cd1 Cd 0.25991(3) 0.52609(2) 0.50881(2) 0.02202(8) Uani 1 1 d . . . . .
N1 N 0.2624(4) 0.46748(17) 0.6767(2) 0.0275(6) Uani 1 1 d . . . . .
N2 N 0.2426(4) 0.58117(16) 1.3433(2) 0.0256(6) Uani 1 1 d . . . . .
O1 O 0.4504(3) 0.43849(13) 0.4344(2) 0.0262(5) Uani 1 1 d . . . . .
O2 O 0.4383(4) 0.32528(16) 0.4891(2) 0.0430(7) Uani 1 1 d . . . . .
O3 O 0.0487(3) 0.43331(14) 0.4491(2) 0.0306(6) Uani 1 1 d . . . . .
O4 O -0.1752(4) 0.36431(15) 0.3858(2) 0.0347(6) Uani 1 1 d . . . . .
C1 C 0.2400(6) 0.3975(2) 0.6891(3) 0.0330(8) Uani 1 1 d . . . . .
H1 H 0.2283 0.3685 0.6275 0.040 Uiso 1 1 calc R U . . .
C2 C 0.2335(6) 0.3661(2) 0.7892(3) 0.0400(10) Uani 1 1 d . . . . .
H2 H 0.2213 0.3164 0.7954 0.048 Uiso 1 1 calc R U . . .
C3 C 0.2450(6) 0.4082(2) 0.8800(3) 0.0370(9) Uani 1 1 d . . . . .
H3 H 0.2385 0.3876 0.9485 0.044 Uiso 1 1 calc R U . . .
C4 C 0.2663(5) 0.4817(2) 0.8694(3) 0.0277(7) Uani 1 1 d . . . . .
C5 C 0.2776(5) 0.5078(2) 0.7659(3) 0.0285(8) Uani 1 1 d . . . . .
H5 H 0.2971 0.5570 0.7575 0.034 Uiso 1 1 calc R U . . .
C6 C 0.2733(6) 0.5320(2) 0.9599(3) 0.0341(8) Uani 1 1 d . . . . .
H6 H 0.3002 0.5798 0.9444 0.041 Uiso 1 1 calc R U . . .
C7 C 0.2451(6) 0.5162(2) 1.0614(3) 0.0328(8) Uani 1 1 d . . . . .
H7 H 0.2216 0.4682 1.0773 0.039 Uiso 1 1 calc R U . . .
C8 C 0.2474(5) 0.56669(19) 1.1509(3) 0.0265(7) Uani 1 1 d . . . . .
C9 C 0.2522(6) 0.6407(2) 1.1399(3) 0.0343(8) Uani 1 1 d . . . . .
H9 H 0.2559 0.6615 1.0712 0.041 Uiso 1 1 calc R U . . .
C10 C 0.2515(6) 0.6831(2) 1.2300(3) 0.0383(9) Uani 1 1 d . . . . .
H10 H 0.2541 0.7331 1.2233 0.046 Uiso 1 1 calc R U . . .
C11 C 0.2469(5) 0.6520(2) 1.3302(3) 0.0325(8) Uani 1 1 d . . . . .
H11 H 0.2469 0.6815 1.3913 0.039 Uiso 1 1 calc R U . . .
C12 C 0.2418(5) 0.54052(19) 1.2552(3) 0.0270(7) Uani 1 1 d . . . . .
H12 H 0.2372 0.4908 1.2643 0.032 Uiso 1 1 calc R U . . .
C13 C 0.3006(5) 0.35234(17) 0.3199(3) 0.0206(6) Uani 1 1 d . . . . .
C14 C 0.4047(5) 0.32605(19) 0.2378(3) 0.0309(8) Uani 1 1 d . . . . .
H14 H 0.5328 0.3250 0.2477 0.037 Uiso 1 1 calc R U . . .
C15 C 0.3223(6) 0.3016(2) 0.1422(3) 0.0351(9) Uani 1 1 d . . . . .
H15 H 0.3942 0.2840 0.0877 0.042 Uiso 1 1 calc R U . . .
C16 C 0.1350(6) 0.3030(2) 0.1271(3) 0.0354(9) Uani 1 1 d . . . . .
H16 H 0.0786 0.2861 0.0624 0.042 Uiso 1 1 calc R U . . .
C17 C 0.0290(5) 0.3293(2) 0.2072(3) 0.0300(8) Uani 1 1 d . . . . .
H17 H -0.0990 0.3304 0.1961 0.036 Uiso 1 1 calc R U . . .
C18 C 0.1104(5) 0.35433(17) 0.3045(3) 0.0216(6) Uani 1 1 d . . . . .
C19 C 0.4018(5) 0.37273(19) 0.4245(3) 0.0238(7) Uani 1 1 d . . . . .
C20 C -0.0129(5) 0.38478(18) 0.3862(3) 0.0232(7) 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
Cd1 O1 2.297(2) 3_666 ?
Cd1 N2 2.301(3) 1_554 ?
Cd1 N1 2.359(3) . ?
Cd1 O1 2.375(2) . ?
Cd1 O3 2.417(3) . ?
Cd1 O3 2.467(3) 3_566 ?
Cd1 O4 2.533(3) 3_566 ?
N1 C1 1.332(5) . ?
N1 C5 1.342(4) . ?
N2 C12 1.335(4) . ?
N2 C11 1.339(5) . ?
N2 Cd1 2.301(3) 1_556 ?
O1 C19 1.287(4) . ?
O1 Cd1 2.297(2) 3_666 ?
O2 C19 1.218(4) . ?
O3 C20 1.268(4) . ?
O3 Cd1 2.467(2) 3_566 ?
O4 C20 1.249(4) . ?
O4 Cd1 2.533(3) 3_566 ?
C1 C2 1.381(5) . ?
C1 H1 0.9400 . ?
C2 C3 1.376(5) . ?
C2 H2 0.9400 . ?
C3 C4 1.393(5) . ?
C3 H3 0.9400 . ?
C4 C5 1.384(5) . ?
C4 C6 1.468(5) . ?
C5 H5 0.9400 . ?
C6 C7 1.324(5) . ?
C6 H6 0.9400 . ?
C7 C8 1.461(5) . ?
C7 H7 0.9400 . ?
C8 C12 1.389(5) . ?
C8 C9 1.395(5) . ?
C9 C10 1.374(6) . ?
C9 H9 0.9400 . ?
C10 C11 1.379(5) . ?
C10 H10 0.9400 . ?
C11 H11 0.9400 . ?
C12 H12 0.9400 . ?
C13 C18 1.396(5) . ?
C13 C14 1.397(5) . ?
C13 C19 1.511(5) . ?
C14 C15 1.382(5) . ?
C14 H14 0.9400 . ?
C15 C16 1.375(6) . ?
C15 H15 0.9400 . ?
C16 C17 1.386(5) . ?
C16 H16 0.9400 . ?
C17 C18 1.400(5) . ?
C17 H17 0.9400 . ?
C18 C20 1.508(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
O1 Cd1 N2 98.67(10) 3_666 1_554 ?
O1 Cd1 N1 84.24(10) 3_666 . ?
N2 Cd1 N1 177.09(10) 1_554 . ?
O1 Cd1 O1 76.59(9) 3_666 . ?
N2 Cd1 O1 88.09(10) 1_554 . ?
N1 Cd1 O1 92.67(10) . . ?
O1 Cd1 O3 150.12(9) 3_666 . ?
N2 Cd1 O3 92.58(10) 1_554 . ?
N1 Cd1 O3 84.87(10) . . ?
O1 Cd1 O3 76.23(8) . . ?
O1 Cd1 O3 133.36(8) 3_666 3_566 ?
N2 Cd1 O3 92.55(10) 1_554 3_566 ?
N1 Cd1 O3 85.37(10) . 3_566 ?
O1 Cd1 O3 149.31(8) . 3_566 ?
O3 Cd1 O3 73.09(9) . 3_566 ?
O1 Cd1 O4 81.61(8) 3_666 3_566 ?
N2 Cd1 O4 95.49(10) 1_554 3_566 ?
N1 Cd1 O4 84.84(10) . 3_566 ?
O1 Cd1 O4 158.20(8) . 3_566 ?
O3 Cd1 O4 124.91(8) . 3_566 ?
O3 Cd1 O4 52.20(8) 3_566 3_566 ?
C1 N1 C5 117.7(3) . . ?
C1 N1 Cd1 124.5(2) . . ?
C5 N1 Cd1 117.7(2) . . ?
C12 N2 C11 117.8(3) . . ?
C12 N2 Cd1 118.4(2) . 1_556 ?
C11 N2 Cd1 123.6(2) . 1_556 ?
C19 O1 Cd1 123.5(2) . 3_666 ?
C19 O1 Cd1 122.3(2) . . ?
Cd1 O1 Cd1 103.42(9) 3_666 . ?
C20 O3 Cd1 155.0(2) . . ?
C20 O3 Cd1 93.1(2) . 3_566 ?
Cd1 O3 Cd1 106.90(9) . 3_566 ?
C20 O4 Cd1 90.5(2) . 3_566 ?
N1 C1 C2 122.3(3) . . ?
N1 C1 H1 118.8 . . ?
C2 C1 H1 118.8 . . ?
C3 C2 C1 119.4(4) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 119.5(3) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C5 C4 C3 116.8(3) . . ?
C5 C4 C6 119.0(3) . . ?
C3 C4 C6 124.2(3) . . ?
N1 C5 C4 124.3(3) . . ?
N1 C5 H5 117.9 . . ?
C4 C5 H5 117.9 . . ?
C7 C6 C4 125.9(4) . . ?
C7 C6 H6 117.1 . . ?
C4 C6 H6 117.1 . . ?
C6 C7 C8 125.8(4) . . ?
C6 C7 H7 117.1 . . ?
C8 C7 H7 117.1 . . ?
C12 C8 C9 116.4(3) . . ?
C12 C8 C7 118.9(3) . . ?
C9 C8 C7 124.7(3) . . ?
C10 C9 C8 119.6(4) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C9 C10 C11 119.6(4) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
N2 C11 C10 122.1(3) . . ?
N2 C11 H11 119.0 . . ?
C10 C11 H11 119.0 . . ?
N2 C12 C8 124.5(3) . . ?
N2 C12 H12 117.8 . . ?
C8 C12 H12 117.8 . . ?
C18 C13 C14 119.2(3) . . ?
C18 C13 C19 123.4(3) . . ?
C14 C13 C19 117.2(3) . . ?
C15 C14 C13 121.1(4) . . ?
C15 C14 H14 119.4 . . ?
C13 C14 H14 119.4 . . ?
C16 C15 C14 119.8(3) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C15 C16 C17 120.1(3) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C16 C17 C18 120.8(4) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 H17 119.6 . . ?
C13 C18 C17 119.0(3) . . ?
C13 C18 C20 123.1(3) . . ?
C17 C18 C20 117.9(3) . . ?
O2 C19 O1 125.9(3) . . ?
O2 C19 C13 117.6(3) . . ?
O1 C19 C13 116.4(3) . . ?
O4 C20 O3 122.0(3) . . ?
O4 C20 C18 119.1(3) . . ?
O3 C20 C18 118.9(3) . . ?

_refine_diff_density_max         0.715
_refine_diff_density_min         -1.020
_refine_diff_density_rms         0.090

####################################################################### 
# 
# 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 2205396'
loop_
_audit_author_name
_audit_author_address
'Dong Liu'
;Huaiyin Normal University
China
;
_audit_update_record             
;
2022-09-05 deposited with the CCDC.	2022-10-26 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         'C20 H14 Cd N2 O4'
_chemical_formula_sum            'C20 H14 Cd N2 O4'
_chemical_formula_weight         458.74

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'
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           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.4000(15)
_cell_length_b                   18.756(4)
_cell_length_c                   12.414(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.36(3)
_cell_angle_gamma                90
_cell_volume                     1720.0(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    24367
_cell_measurement_theta_min      2.964
_cell_measurement_theta_max      25.045

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.772
_exptl_crystal_F_000             912
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    1.300
_shelx_estimated_absorpt_T_min   0.829
_shelx_estimated_absorpt_T_max   0.892
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.813
_exptl_absorpt_correction_T_max  0.908
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2001)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24367
_diffrn_reflns_av_unetI/netI     0.0143
_diffrn_reflns_av_R_equivalents  0.0260
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.964
_diffrn_reflns_theta_max         25.045
_diffrn_reflns_theta_full        25.045
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             3029
_reflns_number_gt                2769
_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 SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    CRYSTALMAKER
_computing_publication_material  ?
_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)+17.2775P] 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         3029
_refine_ls_number_parameters     244
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0455
_refine_ls_R_factor_gt           0.0411
_refine_ls_wR_factor_ref         0.1073
_refine_ls_wR_factor_gt          0.1054
_refine_ls_goodness_of_fit_ref   1.187
_refine_ls_restrained_S_all      1.187
_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 0.75936(6) 0.47194(2) 0.49532(3) 0.02133(14) Uani 1 1 d . . . . .
N1 N 0.7650(6) 0.4228(3) 0.6671(4) 0.0215(10) Uani 1 1 d . . . . .
N2 N 0.7271(7) 0.5295(3) 1.3257(4) 0.0245(11) Uani 1 1 d . . . . .
O1 O 0.9608(5) 0.5611(2) 0.5637(3) 0.0227(9) Uani 1 1 d . . . . .
O2 O 0.9419(8) 0.6721(3) 0.5016(4) 0.0510(15) Uani 1 1 d . . . . .
O3 O 0.5580(5) 0.5677(2) 0.5439(3) 0.0270(10) Uani 1 1 d . . . . .
O4 O 0.3437(6) 0.6326(3) 0.6104(4) 0.0328(11) Uani 1 1 d . . . . .
C1 C 0.7459(9) 0.3534(4) 0.6883(5) 0.0319(15) Uani 1 1 d . . . . .
H1 H 0.7259 0.3216 0.6303 0.038 Uiso 1 1 calc R U . . .
C2 C 0.7543(10) 0.3269(4) 0.7917(5) 0.0354(16) Uani 1 1 d . . . . .
H2 H 0.7350 0.2781 0.8042 0.043 Uiso 1 1 calc R U . . .
C3 C 0.7920(10) 0.3733(4) 0.8776(5) 0.0334(15) Uani 1 1 d . . . . .
H3 H 0.8012 0.3558 0.9486 0.040 Uiso 1 1 calc R U . . .
C4 C 0.8157(9) 0.4450(3) 0.8581(5) 0.0253(13) Uani 1 1 d . . . . .
C5 C 0.7977(8) 0.4669(3) 0.7506(5) 0.0254(13) Uani 1 1 d . . . . .
H5 H 0.8093 0.5158 0.7360 0.030 Uiso 1 1 calc R U . . .
C6 C 0.8823(8) 0.5006(3) 0.9397(4) 0.0229(13) Uani 1 1 d . . . . .
H6 H 0.8096 0.5447 0.9303 0.027 Uiso 1 1 calc R U . . .
C7 C 0.9066(8) 0.4810(3) 1.0609(4) 0.0245(13) Uani 1 1 d . . . . .
H7 H 0.8887 0.4292 1.0713 0.029 Uiso 1 1 calc R U . . .
C8 C 0.8050(8) 0.5228(3) 1.1407(4) 0.0244(13) Uani 1 1 d . . . . .
C9 C 0.7619(9) 0.5941(4) 1.1274(5) 0.0314(15) Uani 1 1 d . . . . .
H9 H 0.7728 0.6164 1.0603 0.038 Uiso 1 1 calc R U . . .
C10 C 0.7026(10) 0.6323(4) 1.2136(5) 0.0357(16) Uani 1 1 d . . . . .
H10 H 0.6726 0.6808 1.2059 0.043 Uiso 1 1 calc R U . . .
C11 C 0.6881(9) 0.5982(4) 1.3115(5) 0.0311(15) Uani 1 1 d . . . . .
H11 H 0.6493 0.6246 1.3702 0.037 Uiso 1 1 calc R U . . .
C12 C 0.7819(8) 0.4928(3) 1.2410(5) 0.0243(13) Uani 1 1 d . . . . .
H12 H 0.8062 0.4440 1.2501 0.029 Uiso 1 1 calc R U . . .
C13 C 0.8289(8) 0.6502(3) 0.6713(5) 0.0204(12) Uani 1 1 d . . . . .
C14 C 0.9462(9) 0.6788(3) 0.7520(6) 0.0317(15) Uani 1 1 d . . . . .
H14 H 1.0707 0.6809 0.7412 0.038 Uiso 1 1 calc R U . . .
C15 C 0.8843(10) 0.7039(4) 0.8469(6) 0.0383(17) Uani 1 1 d . . . . .
H15 H 0.9657 0.7229 0.9004 0.046 Uiso 1 1 calc R U . . .
C16 C 0.7009(11) 0.7010(4) 0.8633(5) 0.0368(17) Uani 1 1 d . . . . .
H16 H 0.6577 0.7179 0.9282 0.044 Uiso 1 1 calc R U . . .
C17 C 0.5814(9) 0.6734(3) 0.7846(5) 0.0288(14) Uani 1 1 d . . . . .
H17 H 0.4570 0.6722 0.7960 0.035 Uiso 1 1 calc R U . . .
C18 C 0.6436(8) 0.6470(3) 0.6875(5) 0.0202(12) Uani 1 1 d . . . . .
C19 C 0.9127(8) 0.6269(3) 0.5689(5) 0.0251(13) Uani 1 1 d . . . . .
C20 C 0.5071(8) 0.6147(3) 0.6080(4) 0.0204(12) 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
Cd1 O1 2.321(4) 3_766 ?
Cd1 N1 2.321(5) . ?
Cd1 O1 2.364(4) . ?
Cd1 N2 2.365(5) 1_554 ?
Cd1 O3 2.432(4) . ?
Cd1 O4 2.455(5) 3_666 ?
Cd1 O3 2.484(4) 3_666 ?
N1 C5 1.336(8) . ?
N1 C1 1.337(8) . ?
N2 C11 1.331(8) . ?
N2 C12 1.339(7) . ?
N2 Cd1 2.365(5) 1_556 ?
O1 C19 1.287(7) . ?
O1 Cd1 2.321(4) 3_766 ?
O2 C19 1.219(8) . ?
O3 C20 1.260(7) . ?
O3 Cd1 2.484(4) 3_666 ?
O4 C20 1.257(7) . ?
O4 Cd1 2.455(5) 3_666 ?
C1 C2 1.376(9) . ?
C1 H1 0.9400 . ?
C2 C3 1.392(9) . ?
C2 H2 0.9400 . ?
C3 C4 1.380(9) . ?
C3 H3 0.9400 . ?
C4 C5 1.394(8) . ?
C4 C6 1.515(8) . ?
C5 H5 0.9400 . ?
C6 C7 1.549(8) . ?
C6 C7 1.600(8) 3_767 ?
C6 H6 0.9900 . ?
C7 C8 1.500(8) . ?
C7 C6 1.600(8) 3_767 ?
C7 H7 0.9900 . ?
C8 C9 1.382(9) . ?
C8 C12 1.386(8) . ?
C9 C10 1.380(9) . ?
C9 H9 0.9400 . ?
C10 C11 1.382(9) . ?
C10 H10 0.9400 . ?
C11 H11 0.9400 . ?
C12 H12 0.9400 . ?
C13 C14 1.394(8) . ?
C13 C18 1.398(8) . ?
C13 C19 1.512(8) . ?
C14 C15 1.372(10) . ?
C14 H14 0.9400 . ?
C15 C16 1.385(11) . ?
C15 H15 0.9400 . ?
C16 C17 1.379(9) . ?
C16 H16 0.9400 . ?
C17 C18 1.406(8) . ?
C17 H17 0.9400 . ?
C18 C20 1.498(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
O1 Cd1 N1 102.47(16) 3_766 . ?
O1 Cd1 O1 75.32(15) 3_766 . ?
N1 Cd1 O1 88.48(16) . . ?
O1 Cd1 N2 83.45(16) 3_766 1_554 ?
N1 Cd1 N2 173.85(17) . 1_554 ?
O1 Cd1 N2 91.48(16) . 1_554 ?
O1 Cd1 O3 147.80(14) 3_766 . ?
N1 Cd1 O3 92.49(16) . . ?
O1 Cd1 O3 76.78(14) . . ?
N2 Cd1 O3 81.51(16) 1_554 . ?
O1 Cd1 O4 82.71(14) 3_766 3_666 ?
N1 Cd1 O4 99.35(17) . 3_666 ?
O1 Cd1 O4 157.82(14) . 3_666 ?
N2 Cd1 O4 82.92(17) 1_554 3_666 ?
O3 Cd1 O4 123.13(14) . 3_666 ?
O1 Cd1 O3 135.15(14) 3_766 3_666 ?
N1 Cd1 O3 91.56(16) . 3_666 ?
O1 Cd1 O3 148.32(14) . 3_666 ?
N2 Cd1 O3 85.25(16) 1_554 3_666 ?
O3 Cd1 O3 71.56(16) . 3_666 ?
O4 Cd1 O3 52.84(14) 3_666 3_666 ?
C5 N1 C1 117.7(5) . . ?
C5 N1 Cd1 117.4(4) . . ?
C1 N1 Cd1 124.8(4) . . ?
C11 N2 C12 117.8(5) . . ?
C11 N2 Cd1 124.8(4) . 1_556 ?
C12 N2 Cd1 116.5(4) . 1_556 ?
C19 O1 Cd1 121.7(4) . 3_766 ?
C19 O1 Cd1 121.7(4) . . ?
Cd1 O1 Cd1 104.68(15) 3_766 . ?
C20 O3 Cd1 152.1(4) . . ?
C20 O3 Cd1 91.1(3) . 3_666 ?
Cd1 O3 Cd1 108.43(16) . 3_666 ?
C20 O4 Cd1 92.5(4) . 3_666 ?
N1 C1 C2 122.5(6) . . ?
N1 C1 H1 118.8 . . ?
C2 C1 H1 118.8 . . ?
C1 C2 C3 119.0(6) . . ?
C1 C2 H2 120.5 . . ?
C3 C2 H2 120.5 . . ?
C4 C3 C2 119.8(6) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 116.6(6) . . ?
C3 C4 C6 126.4(6) . . ?
C5 C4 C6 116.5(5) . . ?
N1 C5 C4 124.3(6) . . ?
N1 C5 H5 117.8 . . ?
C4 C5 H5 117.8 . . ?
C4 C6 C7 120.1(5) . . ?
C4 C6 C7 115.2(5) . 3_767 ?
C7 C6 C7 89.9(4) . 3_767 ?
C4 C6 H6 110.1 . . ?
C7 C6 H6 110.1 . . ?
C7 C6 H6 110.1 3_767 . ?
C8 C7 C6 119.0(5) . . ?
C8 C7 C6 114.7(5) . 3_767 ?
C6 C7 C6 90.1(4) . 3_767 ?
C8 C7 H7 110.5 . . ?
C6 C7 H7 110.5 . . ?
C6 C7 H7 110.5 3_767 . ?
C9 C8 C12 117.4(6) . . ?
C9 C8 C7 123.2(5) . . ?
C12 C8 C7 118.3(5) . . ?
C10 C9 C8 119.4(6) . . ?
C10 C9 H9 120.3 . . ?
C8 C9 H9 120.3 . . ?
C9 C10 C11 119.1(6) . . ?
C9 C10 H10 120.5 . . ?
C11 C10 H10 120.5 . . ?
N2 C11 C10 122.5(6) . . ?
N2 C11 H11 118.8 . . ?
C10 C11 H11 118.8 . . ?
N2 C12 C8 123.8(6) . . ?
N2 C12 H12 118.1 . . ?
C8 C12 H12 118.1 . . ?
C14 C13 C18 119.2(6) . . ?
C14 C13 C19 116.6(5) . . ?
C18 C13 C19 124.2(5) . . ?
C15 C14 C13 121.6(6) . . ?
C15 C14 H14 119.2 . . ?
C13 C14 H14 119.2 . . ?
C14 C15 C16 119.5(6) . . ?
C14 C15 H15 120.3 . . ?
C16 C15 H15 120.3 . . ?
C17 C16 C15 120.2(6) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C16 C17 C18 120.8(6) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 H17 119.6 . . ?
C13 C18 C17 118.7(5) . . ?
C13 C18 C20 123.5(5) . . ?
C17 C18 C20 117.7(5) . . ?
O2 C19 O1 125.0(6) . . ?
O2 C19 C13 118.2(6) . . ?
O1 C19 C13 116.6(5) . . ?
O4 C20 O3 121.7(5) . . ?
O4 C20 C18 119.3(5) . . ?
O3 C20 C18 118.9(5) . . ?

_refine_diff_density_max         1.099
_refine_diff_density_min         -1.010
_refine_diff_density_rms         0.112

