# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2024384'
loop_
_audit_author_name
_audit_author_address
'Jonathan White'
;The University of Melbourne
Australia
;
_audit_update_record             
;
2020-08-20 deposited with the CCDC.	2021-10-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H28 Cd N2 O5'
_chemical_formula_weight         512.86
_chemical_oxdiff_usercomment     'Kamran sample p2'

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'
O O 0.0106 0.0060 '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'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

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

_cell_length_a                   14.727(3)
_cell_length_b                   23.437(5)
_cell_length_c                   5.9870(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2066.5(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(2)
_cell_measurement_reflns_used    3102
_cell_measurement_theta_min      2.7
_cell_measurement_theta_max      32.4

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.648
_exptl_crystal_F_000             1048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    1.094
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.52
_exptl_absorpt_correction_T_max  0.74
_exptl_absorpt_process_details   'XDS (Kabsch, 1993)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.0(2)
_diffrn_radiation_wavelength     0.710918
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_source         'MX2 Beamline Australian Synchrotron'
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_measurement_device_type  'Dectris Eiger 16M'
_diffrn_measurement_method       'Omega Scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34660
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_av_R_equivalents  0.0630
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.766
_diffrn_reflns_theta_max         32.416
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.866
_diffrn_measured_fraction_theta_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.866
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.866
_diffrn_reflns_point_group_measured_fraction_full 0.981
_reflns_number_total             3279
_reflns_number_gt                3136
_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       'AS QEGUI'
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_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)+(0.0648P)²+3.4256P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3279
_refine_ls_number_parameters     148
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0471
_refine_ls_R_factor_gt           0.0461
_refine_ls_wR_factor_ref         0.1255
_refine_ls_wR_factor_gt          0.1247
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_restrained_S_all      1.113
_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
C1 C 0.25121(19) 0.42869(10) 0.4969(5) 0.0296(5) Uani 1 1 d . . . . .
C2 C 0.2138(2) 0.41179(12) 0.6989(5) 0.0345(6) Uani 1 1 d . . . . .
H2 H 0.251377 0.399033 0.813266 0.041 Uiso 1 1 calc R U . . .
C3 C 0.1205(2) 0.41382(18) 0.7312(5) 0.0374(9) Uani 1 1 d . . . . .
H3 H 0.095915 0.402590 0.867387 0.045 Uiso 1 1 calc R U . . .
C4 C 0.0637(2) 0.43253(12) 0.5613(6) 0.0375(6) Uani 1 1 d . . . . .
H4 H 0.001046 0.432994 0.581097 0.045 Uiso 1 1 calc R U . . .
C5 C 0.1016(2) 0.45039(12) 0.3630(5) 0.0349(6) Uani 1 1 d . . . . .
H5 H 0.064203 0.463852 0.249423 0.042 Uiso 1 1 calc R U . . .
C6 C 0.1939(2) 0.44859(11) 0.3308(5) 0.0319(5) Uani 1 1 d . . . . .
H6 H 0.218165 0.460877 0.195738 0.038 Uiso 1 1 calc R U . . .
C7 C 0.3517(2) 0.42240(12) 0.4509(6) 0.0345(6) Uani 1 1 d . . . . .
H7A H 0.386050 0.428350 0.587139 0.041 Uiso 1 1 calc R U . . .
H7B H 0.370997 0.450447 0.341686 0.041 Uiso 1 1 calc R U . . .
C8 C 0.36802(16) 0.36241(13) 0.3621(5) 0.0257(5) Uani 1 1 d . . . . .
C9 C 0.5749(3) 0.250000 0.0174(6) 0.0306(7) Uani 1 2 d S T P . .
H9A H 0.554074 0.283486 -0.062847 0.037 Uiso 0.5 1 calc R U P . .
H9B H 0.554074 0.216514 -0.062847 0.037 Uiso 0.5 1 calc R U P . .
C10 C 0.6791(3) 0.250000 0.0258(6) 0.0369(9) Uani 1 2 d S T P . .
H10A H 0.702096 0.216507 -0.050853 0.044 Uiso 0.5 1 calc R U P . .
H10B H 0.702096 0.283493 -0.050853 0.044 Uiso 0.5 1 calc R U P . .
C11 C 0.67433(19) 0.30057(11) 0.3726(5) 0.0308(5) Uani 1 1 d . . . . .
H11A H 0.697527 0.334934 0.302611 0.037 Uiso 1 1 calc R U . . .
H11B H 0.693886 0.300450 0.527261 0.037 Uiso 1 1 calc R U . . .
C12 C 0.57012(18) 0.30073(10) 0.3627(5) 0.0270(5) Uani 1 1 d . . . . .
H12A H 0.545819 0.301059 0.513290 0.032 Uiso 1 1 calc R U . . .
H12B H 0.549478 0.334996 0.287386 0.032 Uiso 1 1 calc R U . . .
O1 O 0.36835(13) 0.32162(9) 0.4990(4) 0.0294(4) Uani 1 1 d . . . . .
O2 O 0.37493(12) 0.35459(10) 0.1571(4) 0.0298(4) Uani 1 1 d . . . . .
O3 O 0.3638(2) 0.250000 -0.1475(5) 0.0334(6) Uani 1 2 d DS T P . .
N1 N 0.5360(2) 0.250000 0.2426(4) 0.0173(5) Uani 1 2 d S T P . .
N2 N 0.7117(2) 0.250000 0.2573(4) 0.0188(6) Uani 1 2 d S T P . .
Cd1 Cd 0.37457(2) 0.250000 0.22767(4) 0.01852(11) Uani 1 2 d S T P . .
H3A H 0.374(2) 0.2776(11) -0.230(5) 0.028 Uiso 1 1 d D 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
C1 C6 1.386(4) . ?
C1 C2 1.387(4) . ?
C1 C7 1.512(4) . ?
C2 C3 1.389(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.388(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.377(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.373(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.522(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 O2 1.245(4) . ?
C8 O1 1.259(4) . ?
C8 Cd1 2.756(3) . ?
C9 N1 1.465(4) . ?
C9 C10 1.536(6) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 N2 1.466(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 N2 1.478(3) . ?
C11 C12 1.536(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 N1 1.478(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
O1 Cd1 2.338(2) . ?
O2 Cd1 2.487(2) . ?
O3 Cd1 2.252(3) . ?
O3 H3A 0.827(10) . ?
O3 H3A 0.827(10) 7_565 ?
N1 Cd1 2.378(3) . ?
N2 Cd1 2.401(3) 6_656 ?

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
C6 C1 C2 118.7(3) . . ?
C6 C1 C7 119.9(3) . . ?
C2 C1 C7 121.3(3) . . ?
C1 C2 C3 120.3(3) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 H2 119.8 . . ?
C4 C3 C2 120.3(3) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C5 C4 C3 118.9(3) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
C6 C5 C4 120.9(3) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C5 C6 C1 120.9(3) . . ?
C5 C6 H6 119.6 . . ?
C1 C6 H6 119.6 . . ?
C1 C7 C8 108.0(2) . . ?
C1 C7 H7A 110.1 . . ?
C8 C7 H7A 110.1 . . ?
C1 C7 H7B 110.1 . . ?
C8 C7 H7B 110.1 . . ?
H7A C7 H7B 108.4 . . ?
O2 C8 O1 122.0(3) . . ?
O2 C8 C7 119.6(3) . . ?
O1 C8 C7 118.3(3) . . ?
O2 C8 Cd1 64.44(15) . . ?
O1 C8 Cd1 57.62(15) . . ?
C7 C8 Cd1 171.99(18) . . ?
N1 C9 C10 111.2(3) . . ?
N1 C9 H9A 109.4 . . ?
C10 C9 H9A 109.4 . . ?
N1 C9 H9B 109.4 . . ?
C10 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
N2 C10 C9 110.9(3) . . ?
N2 C10 H10A 109.5 . . ?
C9 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 108.0 . . ?
N2 C11 C12 110.8(2) . . ?
N2 C11 H11A 109.5 . . ?
C12 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
C12 C11 H11B 109.5 . . ?
H11A C11 H11B 108.1 . . ?
N1 C12 C11 110.9(2) . . ?
N1 C12 H12A 109.5 . . ?
C11 C12 H12A 109.5 . . ?
N1 C12 H12B 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 108.0 . . ?
C8 O1 Cd1 95.33(18) . . ?
C8 O2 Cd1 88.72(17) . . ?
Cd1 O3 H3A 125(3) . . ?
Cd1 O3 H3A 125(3) . 7_565 ?
H3A O3 H3A 103(5) . 7_565 ?
C9 N1 C12 108.3(2) . 7_565 ?
C9 N1 C12 108.3(2) . . ?
C12 N1 C12 107.1(3) 7_565 . ?
C9 N1 Cd1 110.9(2) . . ?
C12 N1 Cd1 111.01(17) 7_565 . ?
C12 N1 Cd1 111.01(17) . . ?
C10 N2 C11 108.7(2) . 7_565 ?
C10 N2 C11 108.7(2) . . ?
C11 N2 C11 106.7(3) 7_565 . ?
C10 N2 Cd1 111.2(2) . 6_656 ?
C11 N2 Cd1 110.75(17) 7_565 6_656 ?
C11 N2 Cd1 110.75(17) . 6_656 ?
O3 Cd1 O1 133.66(6) . 7_565 ?
O3 Cd1 O1 133.66(5) . . ?
O1 Cd1 O1 91.78(11) 7_565 . ?
O3 Cd1 N1 96.20(10) . . ?
O1 Cd1 N1 90.75(6) 7_565 . ?
O1 Cd1 N1 90.75(6) . . ?
O3 Cd1 N2 88.11(10) . 6_556 ?
O1 Cd1 N2 86.26(6) 7_565 6_556 ?
O1 Cd1 N2 86.26(6) . 6_556 ?
N1 Cd1 N2 175.70(9) . 6_556 ?
O3 Cd1 O2 80.26(6) . 7_565 ?
O1 Cd1 O2 53.88(8) 7_565 7_565 ?
O1 Cd1 O2 145.66(8) . 7_565 ?
N1 Cd1 O2 90.25(4) . 7_565 ?
N2 Cd1 O2 90.49(4) 6_556 7_565 ?
O3 Cd1 O2 80.26(6) . . ?
O1 Cd1 O2 145.66(8) 7_565 . ?
O1 Cd1 O2 53.88(8) . . ?
N1 Cd1 O2 90.25(4) . . ?
N2 Cd1 O2 90.48(4) 6_556 . ?
O2 Cd1 O2 160.45(12) 7_565 . ?
O3 Cd1 C8 106.79(6) . 7_565 ?
O1 Cd1 C8 27.06(8) 7_565 7_565 ?
O1 Cd1 C8 118.82(9) . 7_565 ?
N1 Cd1 C8 91.38(5) . 7_565 ?
N2 Cd1 C8 87.37(5) 6_556 7_565 ?
O2 Cd1 C8 26.84(10) 7_565 7_565 ?
O2 Cd1 C8 172.55(8) . 7_565 ?
O3 Cd1 C8 106.79(6) . . ?
O1 Cd1 C8 118.82(9) 7_565 . ?
O1 Cd1 C8 27.06(8) . . ?
N1 Cd1 C8 91.38(5) . . ?
N2 Cd1 C8 87.37(5) 6_556 . ?
O2 Cd1 C8 172.55(8) 7_565 . ?
O2 Cd1 C8 26.84(9) . . ?
C8 Cd1 C8 145.79(13) 7_565 . ?

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
C6 C1 C2 C3 1.3(4) . . . . ?
C7 C1 C2 C3 -175.0(3) . . . . ?
C1 C2 C3 C4 0.3(5) . . . . ?
C2 C3 C4 C5 -1.7(5) . . . . ?
C3 C4 C5 C6 1.5(4) . . . . ?
C4 C5 C6 C1 0.1(4) . . . . ?
C2 C1 C6 C5 -1.5(4) . . . . ?
C7 C1 C6 C5 174.8(2) . . . . ?
C6 C1 C7 C8 -90.2(3) . . . . ?
C2 C1 C7 C8 86.0(3) . . . . ?
C1 C7 C8 O2 98.4(3) . . . . ?
C1 C7 C8 O1 -77.1(3) . . . . ?
N1 C9 C10 N2 0.000(0) . . . . ?
N2 C11 C12 N1 0.5(3) . . . . ?
O2 C8 O1 Cd1 -3.4(2) . . . . ?
C7 C8 O1 Cd1 172.0(2) . . . . ?
O1 C8 O2 Cd1 3.2(2) . . . . ?
C7 C8 O2 Cd1 -172.2(2) . . . . ?
C10 C9 N1 C12 -57.94(19) . . . 7_565 ?
C10 C9 N1 C12 57.94(19) . . . . ?
C10 C9 N1 Cd1 180.0 . . . . ?
C11 C12 N1 C9 -58.1(3) . . . . ?
C11 C12 N1 C12 58.5(3) . . . 7_565 ?
C11 C12 N1 Cd1 179.88(16) . . . . ?
C9 C10 N2 C11 57.8(2) . . . 7_565 ?
C9 C10 N2 C11 -57.8(2) . . . . ?
C9 C10 N2 Cd1 180.0 . . . 6_656 ?
C12 C11 N2 C10 57.4(3) . . . . ?
C12 C11 N2 C11 -59.5(3) . . . 7_565 ?
C12 C11 N2 Cd1 179.88(16) . . . 6_656 ?

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
C10 H10A O1 0.97 2.62 3.256(4) 123.0 4
C10 H10B O1 0.97 2.62 3.256(4) 123.0 6_656
O3 H3A O1 0.827(10) 1.926(17) 2.702(3) 156(3) 1_554
O3 H3A O2 0.827(10) 2.94(4) 3.060(3) 91(3) .
C10 H10A O1 0.97 2.62 3.256(4) 123.0 4
C10 H10B O1 0.97 2.62 3.256(4) 123.0 6_656
O3 H3A O1 0.827(10) 1.926(17) 2.702(3) 156(3) 1_554
O3 H3A O2 0.827(10) 2.94(4) 3.060(3) 91(3) .

_refine_diff_density_max         1.525
_refine_diff_density_min         -1.518
_refine_diff_density_rms         0.145



####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2024385'
loop_
_audit_author_name
_audit_author_address
'Jonathan White'
;The University of Melbourne
Australia
;
_audit_update_record             
;
2020-08-20 deposited with the CCDC.	2021-10-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H18 Cd N2 O4'
_chemical_formula_weight         462.76

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   9.3060(19)
_cell_length_b                   10.760(2)
_cell_length_c                   10.904(2)
_cell_angle_alpha                114.49(3)
_cell_angle_beta                 104.24(3)
_cell_angle_gamma                103.92(3)
_cell_volume                     887.5(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100.0(2)
_cell_measurement_reflns_used    4594
_cell_measurement_theta_min      2.2
_cell_measurement_theta_max      32.2

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.732
_exptl_crystal_F_000             464
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    1.260
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.76
_exptl_absorpt_correction_T_max  0.86
_exptl_absorpt_process_details   'XDS (Kabsch, 1993'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.0(2)
_diffrn_radiation_wavelength     0.710913
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_source         'MX2 Beamline Australian Synchrotron'
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_measurement_device_type  'Dectris Eiger 16M'
_diffrn_measurement_method       'Omega Scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16141
_diffrn_reflns_av_unetI/netI     0.0390
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.230
_diffrn_reflns_theta_max         32.205
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.732
_diffrn_measured_fraction_theta_full 0.932
_diffrn_reflns_Laue_measured_fraction_max 0.732
_diffrn_reflns_Laue_measured_fraction_full 0.932
_diffrn_reflns_point_group_measured_fraction_max 0.732
_diffrn_reflns_point_group_measured_fraction_full 0.932
_reflns_number_total             4593
_reflns_number_gt                4394
_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       'AS QEGUI'
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_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)+(0.0690P)²+0.3114P] 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     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.024(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4593
_refine_ls_number_parameters     246
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0370
_refine_ls_R_factor_gt           0.0361
_refine_ls_wR_factor_ref         0.1005
_refine_ls_wR_factor_gt          0.0997
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_restrained_S_all      1.114
_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
Cd Cd 0.84447(2) 0.84907(2) 1.01043(2) 0.01610(9) Uani 1 1 d . . . . .
O4 O 0.5612(2) 0.7823(2) 0.8976(2) 0.0264(4) Uani 1 1 d . . . . .
O2 O 0.9256(2) 1.16529(18) 0.83181(19) 0.0212(3) Uani 1 1 d . . . . .
O3 O 0.6435(2) 0.6807(2) 1.0258(2) 0.0254(4) Uani 1 1 d . . . . .
O1 O 0.8781(2) 1.00661(19) 0.9095(2) 0.0214(3) Uani 1 1 d . . . . .
N1 N 0.8637(3) 0.6511(2) 0.8268(2) 0.0180(4) Uani 1 1 d . . . . .
N2 N 0.8533(3) 0.0373(2) 0.2251(2) 0.0176(4) Uani 1 1 d . . . . .
C12 C 0.8449(3) 0.5227(2) 0.5807(2) 0.0177(4) Uani 1 1 d . . . . .
H12 H 0.831385 0.520972 0.492484 0.021 Uiso 1 1 calc R U . . .
C13 C 0.8483(3) 0.6434(2) 0.6985(2) 0.0178(4) Uani 1 1 d . . . . .
H13 H 0.839343 0.722924 0.687888 0.021 Uiso 1 1 calc R U . . .
C11 C 0.8622(3) 0.4034(2) 0.5956(2) 0.0171(4) Uani 1 1 d . . . . .
C16 C 0.9509(3) 0.0809(2) 0.3622(2) 0.0181(4) Uani 1 1 d . . . . .
H16 H 1.017584 0.031280 0.374133 0.022 Uiso 1 1 calc R U . . .
C10 C 0.8818(3) 0.4122(2) 0.7304(2) 0.0192(4) Uani 1 1 d . . . . .
H10 H 0.895969 0.336328 0.745609 0.023 Uiso 1 1 calc R U . . .
C18 C 0.7553(3) 0.2267(2) 0.3273(2) 0.0177(4) Uani 1 1 d . . . . .
H18 H 0.686592 0.273678 0.311963 0.021 Uiso 1 1 calc R U . . .
C15 C 0.9556(3) 0.1971(2) 0.4862(2) 0.0180(4) Uani 1 1 d . . . . .
H15 H 1.023196 0.223249 0.579080 0.022 Uiso 1 1 calc R U . . .
C9 C 0.8799(3) 0.5365(2) 0.8417(2) 0.0201(4) Uani 1 1 d . . . . .
H9 H 0.890151 0.540582 0.930474 0.024 Uiso 1 1 calc R U . . .
C14 C 0.8577(3) 0.2740(2) 0.4697(2) 0.0169(4) Uani 1 1 d . . . . .
C2 C 0.6460(3) 0.9326(3) 0.4946(3) 0.0234(5) Uani 1 1 d . . . . .
H2 H 0.683036 1.032375 0.522352 0.028 Uiso 1 1 calc R U . . .
C17 C 0.7571(3) 0.1094(2) 0.2097(2) 0.0189(4) Uani 1 1 d . . . . .
H17 H 0.688660 0.079349 0.115695 0.023 Uiso 1 1 calc R U . . .
C19 C 0.5330(3) 0.7010(3) 0.9527(3) 0.0228(5) Uani 1 1 d . . . . .
C4 C 0.5668(3) 0.6775(3) 0.3119(3) 0.0261(5) Uani 1 1 d . . . . .
H4 H 0.550147 0.607255 0.218166 0.031 Uiso 1 1 calc R U . . .
C3 C 0.6218(3) 0.8271(3) 0.3555(3) 0.0241(5) Uani 1 1 d . . . . .
H3 H 0.642502 0.856838 0.290627 0.029 Uiso 1 1 calc R U . . .
C1 C 0.6152(3) 0.8899(3) 0.5931(3) 0.0203(4) Uani 1 1 d . . . . .
C20 C 0.3607(4) 0.6297(3) 0.9340(3) 0.0295(5) Uani 1 1 d . . . . .
H20A H 0.335796 0.700481 1.005288 0.044 Uiso 1 1 calc R U . . .
H20B H 0.349392 0.545687 0.947410 0.044 Uiso 1 1 calc R U . . .
H20C H 0.288381 0.597999 0.837364 0.044 Uiso 1 1 calc R U . . .
C5 C 0.5370(3) 0.6337(3) 0.4097(3) 0.0262(5) Uani 1 1 d . . . . .
H5 H 0.500599 0.533712 0.381441 0.031 Uiso 1 1 calc R U . . .
C7 C 0.6504(3) 1.0065(3) 0.7478(3) 0.0225(5) Uani 1 1 d . . . . .
H7A H 0.620120 1.086352 0.746598 0.027 Uiso 1 1 calc R U . . .
H7B H 0.589219 0.963249 0.790478 0.027 Uiso 1 1 calc R U . . .
C6 C 0.5615(3) 0.7392(3) 0.5498(3) 0.0239(5) Uani 1 1 d . . . . .
H6 H 0.542146 0.709353 0.614996 0.029 Uiso 1 1 calc R U . . .
C8 C 0.8291(3) 1.0659(3) 0.8373(3) 0.0190(4) 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
Cd N1 2.324(2) . ?
Cd N2 2.341(2) 1_566 ?
Cd O3 2.363(2) . ?
Cd O1 2.3759(18) . ?
Cd O1 2.382(2) 2_777 ?
Cd O4 2.396(2) . ?
Cd O2 2.476(2) 2_777 ?
Cd C19 2.717(3) . ?
O4 C19 1.264(3) . ?
O2 C8 1.253(3) . ?
O3 C19 1.261(3) . ?
O1 C8 1.270(3) . ?
N1 C13 1.335(3) . ?
N1 C9 1.346(3) . ?
N2 C17 1.342(3) . ?
N2 C16 1.350(3) . ?
C12 C13 1.384(3) . ?
C12 C11 1.400(3) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C11 C10 1.395(3) . ?
C11 C14 1.478(3) . ?
C16 C15 1.391(3) . ?
C16 H16 0.9300 . ?
C10 C9 1.393(3) . ?
C10 H10 0.9300 . ?
C18 C17 1.385(3) . ?
C18 C14 1.400(3) . ?
C18 H18 0.9300 . ?
C15 C14 1.398(3) . ?
C15 H15 0.9300 . ?
C9 H9 0.9300 . ?
C2 C3 1.386(4) . ?
C2 C1 1.394(3) . ?
C2 H2 0.9300 . ?
C17 H17 0.9300 . ?
C19 C20 1.523(4) . ?
C4 C3 1.389(4) . ?
C4 C5 1.392(4) . ?
C4 H4 0.9300 . ?
C3 H3 0.9300 . ?
C1 C6 1.401(3) . ?
C1 C7 1.517(3) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C5 C6 1.393(4) . ?
C5 H5 0.9300 . ?
C7 C8 1.517(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C6 H6 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
N1 Cd N2 169.19(8) . 1_566 ?
N1 Cd O3 89.75(8) . . ?
N2 Cd O3 87.85(8) 1_566 . ?
N1 Cd O1 96.49(7) . . ?
N2 Cd O1 91.90(7) 1_566 . ?
O3 Cd O1 141.72(7) . . ?
N1 Cd O1 90.46(8) . 2_777 ?
N2 Cd O1 86.20(8) 1_566 2_777 ?
O3 Cd O1 149.03(7) . 2_777 ?
O1 Cd O1 68.91(8) . 2_777 ?
N1 Cd O4 97.50(9) . . ?
N2 Cd O4 89.80(9) 1_566 . ?
O3 Cd O4 55.33(7) . . ?
O1 Cd O4 86.39(7) . . ?
O1 Cd O4 154.79(7) 2_777 . ?
N1 Cd O2 82.60(8) . 2_777 ?
N2 Cd O2 87.14(8) 1_566 2_777 ?
O3 Cd O2 95.53(7) . 2_777 ?
O1 Cd O2 122.70(7) . 2_777 ?
O1 Cd O2 53.86(6) 2_777 2_777 ?
O4 Cd O2 150.81(6) . 2_777 ?
N1 Cd C19 95.08(9) . . ?
N2 Cd C19 87.66(9) 1_566 . ?
O3 Cd C19 27.64(8) . . ?
O1 Cd C19 114.09(8) . . ?
O1 Cd C19 173.27(7) 2_777 . ?
O4 Cd C19 27.73(7) . . ?
O2 Cd C19 123.09(8) 2_777 . ?
C19 O4 Cd 90.42(17) . . ?
C8 O2 Cd 90.37(15) . 2_777 ?
C19 O3 Cd 91.99(15) . . ?
C8 O1 Cd 154.48(18) . . ?
C8 O1 Cd 94.29(16) . 2_777 ?
Cd O1 Cd 111.09(8) . 2_777 ?
C13 N1 C9 117.8(2) . . ?
C13 N1 Cd 120.36(15) . . ?
C9 N1 Cd 121.70(15) . . ?
C17 N2 C16 118.0(2) . . ?
C17 N2 Cd 117.09(15) . 1_544 ?
C16 N2 Cd 124.91(16) . 1_544 ?
C13 C12 C11 119.3(2) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
N1 C13 C12 123.2(2) . . ?
N1 C13 H13 118.4 . . ?
C12 C13 H13 118.4 . . ?
C10 C11 C12 117.8(2) . . ?
C10 C11 C14 122.76(19) . . ?
C12 C11 C14 119.47(19) . . ?
N2 C16 C15 122.7(2) . . ?
N2 C16 H16 118.7 . . ?
C15 C16 H16 118.7 . . ?
C9 C10 C11 118.9(2) . . ?
C9 C10 H10 120.6 . . ?
C11 C10 H10 120.6 . . ?
C17 C18 C14 119.4(2) . . ?
C17 C18 H18 120.3 . . ?
C14 C18 H18 120.3 . . ?
C16 C15 C14 119.2(2) . . ?
C16 C15 H15 120.4 . . ?
C14 C15 H15 120.4 . . ?
N1 C9 C10 123.0(2) . . ?
N1 C9 H9 118.5 . . ?
C10 C9 H9 118.5 . . ?
C15 C14 C18 117.7(2) . . ?
C15 C14 C11 122.4(2) . . ?
C18 C14 C11 119.9(2) . . ?
C3 C2 C1 120.4(2) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
N2 C17 C18 122.9(2) . . ?
N2 C17 H17 118.5 . . ?
C18 C17 H17 118.5 . . ?
O3 C19 O4 122.1(2) . . ?
O3 C19 C20 119.2(2) . . ?
O4 C19 C20 118.7(3) . . ?
O3 C19 Cd 60.38(14) . . ?
O4 C19 Cd 61.85(15) . . ?
C20 C19 Cd 174.65(18) . . ?
C3 C4 C5 119.4(2) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C2 C3 C4 120.7(2) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C2 C1 C6 118.9(2) . . ?
C2 C1 C7 120.1(2) . . ?
C6 C1 C7 120.9(2) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C4 C5 C6 120.1(2) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C8 C7 C1 108.2(2) . . ?
C8 C7 H7A 110.1 . . ?
C1 C7 H7A 110.1 . . ?
C8 C7 H7B 110.1 . . ?
C1 C7 H7B 110.1 . . ?
H7A C7 H7B 108.4 . . ?
C5 C6 C1 120.4(2) . . ?
C5 C6 H6 119.8 . . ?
C1 C6 H6 119.8 . . ?
O2 C8 O1 121.5(2) . . ?
O2 C8 C7 119.8(2) . . ?
O1 C8 C7 118.6(2) . . ?

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
C9 N1 C13 C12 1.3(4) . . . . ?
Cd N1 C13 C12 -174.38(18) . . . . ?
C11 C12 C13 N1 -1.6(4) . . . . ?
C13 C12 C11 C10 0.1(4) . . . . ?
C13 C12 C11 C14 179.6(2) . . . . ?
C17 N2 C16 C15 -0.3(3) . . . . ?
Cd N2 C16 C15 177.64(17) 1_544 . . . ?
C12 C11 C10 C9 1.4(4) . . . . ?
C14 C11 C10 C9 -178.1(2) . . . . ?
N2 C16 C15 C14 -0.9(4) . . . . ?
C13 N1 C9 C10 0.3(4) . . . . ?
Cd N1 C9 C10 175.96(19) . . . . ?
C11 C10 C9 N1 -1.7(4) . . . . ?
C16 C15 C14 C18 1.8(3) . . . . ?
C16 C15 C14 C11 -176.8(2) . . . . ?
C17 C18 C14 C15 -1.4(3) . . . . ?
C17 C18 C14 C11 177.2(2) . . . . ?
C10 C11 C14 C15 -37.8(4) . . . . ?
C12 C11 C14 C15 142.7(2) . . . . ?
C10 C11 C14 C18 143.7(2) . . . . ?
C12 C11 C14 C18 -35.8(3) . . . . ?
C16 N2 C17 C18 0.7(3) . . . . ?
Cd N2 C17 C18 -177.40(17) 1_544 . . . ?
C14 C18 C17 N2 0.2(4) . . . . ?
Cd O3 C19 O4 4.0(3) . . . . ?
Cd O3 C19 C20 -173.9(2) . . . . ?
Cd O4 C19 O3 -4.0(3) . . . . ?
Cd O4 C19 C20 173.9(2) . . . . ?
C1 C2 C3 C4 -0.1(4) . . . . ?
C5 C4 C3 C2 -0.4(4) . . . . ?
C3 C2 C1 C6 0.9(4) . . . . ?
C3 C2 C1 C7 176.7(2) . . . . ?
C3 C4 C5 C6 0.3(4) . . . . ?
C2 C1 C7 C8 -80.3(3) . . . . ?
C6 C1 C7 C8 95.5(3) . . . . ?
C4 C5 C6 C1 0.5(4) . . . . ?
C2 C1 C6 C5 -1.0(4) . . . . ?
C7 C1 C6 C5 -176.9(2) . . . . ?
Cd O2 C8 O1 0.2(2) 2_777 . . . ?
Cd O2 C8 C7 -175.55(19) 2_777 . . . ?
Cd O1 C8 O2 174.1(2) . . . . ?
Cd O1 C8 O2 -0.2(2) 2_777 . . . ?
Cd O1 C8 C7 -10.1(5) . . . . ?
Cd O1 C8 C7 175.59(18) 2_777 . . . ?
C1 C7 C8 O2 82.8(3) . . . . ?
C1 C7 C8 O1 -93.1(3) . . . . ?

_refine_diff_density_max         1.480
_refine_diff_density_min         -1.647
_refine_diff_density_rms         0.131



