# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 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_1
_database_code_depnum_ccdc_archive 'CCDC 1816177'
_audit_update_record             
;
2018-01-11 deposited with the CCDC.
2018-05-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H25 Cd Cl2 N3 O4'
_chemical_formula_weight         590.76

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd 0.1185 4.6533 '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                   8.4809(3)
_cell_length_b                   12.3920(6)
_cell_length_c                   12.8512(6)
_cell_angle_alpha                92.174(4)
_cell_angle_beta                 99.176(4)
_cell_angle_gamma                103.153(4)
_cell_volume                     1294.46(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4329
_cell_measurement_theta_min      3.6550
_cell_measurement_theta_max      74.3920

_exptl_crystal_description       cuboid
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.516
_exptl_crystal_F_000             596
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.82
_exptl_crystal_size_mid          0.73
_exptl_crystal_size_min          0.29
_exptl_absorpt_coefficient_mu    8.930
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.39661
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8815
_diffrn_reflns_av_unetI/netI     0.0635
_diffrn_reflns_av_R_equivalents  0.0547
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.494
_diffrn_reflns_theta_max         74.359
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5089
_reflns_number_gt                4385
_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       
'CrysAlisPro, Agilent Technologies,Version 1.171.36.28'
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies,Version 1.171.36.28'
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies,Version 1.171.36.28'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0929P)²] 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-2017/1 (Sheldrick 2017)'
_refine_ls_extinction_coef       0.0008(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5089
_refine_ls_number_parameters     299
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0626
_refine_ls_R_factor_gt           0.0549
_refine_ls_wR_factor_ref         0.1607
_refine_ls_wR_factor_gt          0.1485
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_restrained_S_all      1.110
_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 0.98429(4) 0.13584(3) 0.94253(3) 0.03918(16) Uani 1 1 d . . . . .
Cl1 Cl 1.18000(17) 0.28031(12) 1.07135(11) 0.0526(3) Uani 1 1 d . . . . .
Cl2 Cl 0.81448(18) -0.00125(11) 1.05178(13) 0.0518(3) Uani 1 1 d . . . . .
O1 O -0.0638(6) 0.7731(4) 0.2052(3) 0.0616(11) Uani 1 1 d . . . . .
O2 O 0.1205(7) 0.9295(4) 0.2440(4) 0.0720(13) Uani 1 1 d . . . . .
O3 O 0.6934(18) 0.4821(14) 0.6194(12) 0.237(7) Uani 1 1 d . U . . .
N1 N 0.7734(6) 0.2336(4) 0.9263(4) 0.0478(10) Uani 1 1 d . . . . .
N2 N 0.0971(7) 0.7205(5) 0.7589(4) 0.0550(12) Uani 1 1 d . . . . .
N3 N 0.5845(14) 0.3100(15) 0.5384(9) 0.147(5) Uani 1 1 d . . . . .
C1 C 0.6122(8) 0.1850(6) 0.9055(6) 0.0576(15) Uani 1 1 d . . . . .
H1A H 0.579677 0.107997 0.904106 0.069 Uiso 1 1 calc R U . . .
C2 C 0.8179(8) 0.3430(5) 0.9271(5) 0.0533(14) Uani 1 1 d . . . . .
H2A H 0.929201 0.377765 0.942041 0.064 Uiso 1 1 calc R U . . .
C3 C 0.4935(8) 0.2436(6) 0.8863(6) 0.0611(16) Uani 1 1 d . . . . .
H3A H 0.383038 0.206559 0.873278 0.073 Uiso 1 1 calc R U . . .
C4 C 0.7049(8) 0.4080(5) 0.9066(5) 0.0550(14) Uani 1 1 d . . . . .
H4A H 0.740517 0.484724 0.906432 0.066 Uiso 1 1 calc R U . . .
C5 C 0.5379(8) 0.3573(6) 0.8863(5) 0.0573(15) Uani 1 1 d . . . . .
C6 C 0.4026(8) 0.4156(6) 0.8578(5) 0.0596(15) Uani 1 1 d . . . . .
H6A H 0.294452 0.374052 0.842625 0.072 Uiso 1 1 calc R U . . .
C7 C 0.4320(9) 0.5220(6) 0.8537(6) 0.0673(18) Uani 1 1 d . . . . .
H7A H 0.540797 0.562176 0.870566 0.081 Uiso 1 1 calc R U . . .
C8 C 0.3047(9) 0.5842(6) 0.8241(5) 0.0605(16) Uani 1 1 d . . . . .
C9 C 0.1402(10) 0.5414(6) 0.7870(6) 0.0678(18) Uani 1 1 d . . . . .
H9A H 0.097310 0.465029 0.783439 0.081 Uiso 1 1 calc R U . . .
C10 C 0.3610(9) 0.6991(6) 0.8311(6) 0.0635(17) Uani 1 1 d . . . . .
H10A H 0.471056 0.731722 0.857193 0.076 Uiso 1 1 calc R U . . .
C11 C 0.0353(9) 0.6119(6) 0.7541(5) 0.0616(16) Uani 1 1 d . . . . .
H11A H -0.075990 0.582300 0.729264 0.074 Uiso 1 1 calc R U . . .
C12 C 0.2547(8) 0.7641(6) 0.7998(5) 0.0588(15) Uani 1 1 d . . . . .
H12A H 0.293158 0.841011 0.807075 0.071 Uiso 1 1 calc R U . . .
C13 C -0.0087(10) 0.7939(7) 0.7141(5) 0.069(2) Uani 1 1 d . . . . .
H13A H 0.024608 0.865831 0.753859 0.083 Uiso 1 1 calc R U . . .
H13B H -0.122300 0.761421 0.719374 0.083 Uiso 1 1 calc R U . . .
C14 C 0.0063(9) 0.8081(6) 0.5998(5) 0.0603(17) Uani 1 1 d . . . . .
C15 C -0.0916(10) 0.7312(8) 0.5233(6) 0.080(2) Uani 1 1 d . . . . .
H15A H -0.165025 0.670446 0.542561 0.096 Uiso 1 1 calc R U . . .
C16 C 0.1125(11) 0.8979(6) 0.5704(6) 0.0696(19) Uani 1 1 d . . . . .
H16A H 0.178852 0.951014 0.621646 0.084 Uiso 1 1 calc R U . . .
C17 C -0.0825(10) 0.7428(7) 0.4175(5) 0.074(2) Uani 1 1 d . . . . .
H17A H -0.148204 0.688908 0.366666 0.089 Uiso 1 1 calc R U . . .
C18 C 0.1216(10) 0.9098(6) 0.4652(5) 0.0638(17) Uani 1 1 d . . . . .
H18A H 0.195638 0.970585 0.446588 0.077 Uiso 1 1 calc R U . . .
C19 C 0.0230(7) 0.8335(5) 0.3866(4) 0.0495(13) Uani 1 1 d . . . . .
C20 C 0.0283(7) 0.8464(5) 0.2694(5) 0.0466(12) Uani 1 1 d . . . . .
C21 C 0.632(3) 0.380(2) 0.618(2) 0.215(9) Uani 1 1 d . U . . .
H21A H 0.619871 0.352684 0.683404 0.258 Uiso 1 1 calc R U . . .
C22 C 0.600(3) 0.337(2) 0.4433(19) 0.266(12) Uani 1 1 d . U . . .
H22A H 0.557227 0.272906 0.394361 0.400 Uiso 1 1 calc R U . . .
H22B H 0.540767 0.393051 0.424872 0.400 Uiso 1 1 calc R U . . .
H22C H 0.714474 0.366054 0.440484 0.400 Uiso 1 1 calc R U . . .
C23 C 0.504(3) 0.199(2) 0.548(2) 0.241(11) Uani 1 1 d . U . . .
H23A H 0.499380 0.188515 0.621430 0.362 Uiso 1 1 calc R U . . .
H23B H 0.394439 0.183835 0.508567 0.362 Uiso 1 1 calc R U . . .
H23C H 0.563368 0.150046 0.521700 0.362 Uiso 1 1 calc R U . . .
O1W O 0.3738(12) 0.1060(8) 0.2323(10) 0.180(5) 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 2.358(4) 2_666 ?
Cd1 N1 2.365(5) . ?
Cd1 O2 2.457(5) 2_666 ?
Cd1 Cl1 2.4994(14) . ?
Cd1 Cl2 2.5774(13) . ?
Cd1 Cl2 2.6391(13) 2_757 ?
Cd1 C20 2.728(6) 2_666 ?
O1 C20 1.237(7) . ?
O2 C20 1.232(8) . ?
O3 C21 1.25(2) . ?
N1 C2 1.321(8) . ?
N1 C1 1.342(8) . ?
N2 C11 1.324(9) . ?
N2 C12 1.334(9) . ?
N2 C13 1.487(7) . ?
N3 C22 1.30(3) . ?
N3 C21 1.27(3) . ?
N3 C23 1.41(2) . ?
C1 C3 1.366(8) . ?
C1 H1A 0.9300 . ?
C2 C4 1.386(8) . ?
C2 H2A 0.9300 . ?
C3 C5 1.373(10) . ?
C3 H3A 0.9300 . ?
C4 C5 1.391(9) . ?
C4 H4A 0.9300 . ?
C5 C6 1.496(8) . ?
C6 C7 1.290(10) . ?
C6 H6A 0.9300 . ?
C7 C8 1.475(9) . ?
C7 H7A 0.9300 . ?
C8 C9 1.374(11) . ?
C8 C10 1.390(10) . ?
C9 C11 1.412(10) . ?
C9 H9A 0.9300 . ?
C10 C12 1.365(8) . ?
C10 H10A 0.9300 . ?
C11 H11A 0.9300 . ?
C12 H12A 0.9300 . ?
C13 C14 1.508(8) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.368(11) . ?
C14 C16 1.370(11) . ?
C15 C17 1.385(9) . ?
C15 H15A 0.9300 . ?
C16 C18 1.378(10) . ?
C16 H16A 0.9300 . ?
C17 C19 1.383(9) . ?
C17 H17A 0.9300 . ?
C18 C19 1.383(9) . ?
C18 H18A 0.9300 . ?
C19 C20 1.527(8) . ?
C21 H21A 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 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
O1 Cd1 N1 85.83(17) 2_666 . ?
O1 Cd1 O2 53.76(16) 2_666 2_666 ?
N1 Cd1 O2 85.92(18) . 2_666 ?
O1 Cd1 Cl1 93.14(12) 2_666 . ?
N1 Cd1 Cl1 93.96(13) . . ?
O2 Cd1 Cl1 146.86(12) 2_666 . ?
O1 Cd1 Cl2 159.53(12) 2_666 . ?
N1 Cd1 Cl2 88.07(12) . . ?
O2 Cd1 Cl2 106.34(12) 2_666 . ?
Cl1 Cd1 Cl2 106.77(5) . . ?
O1 Cd1 Cl2 96.14(13) 2_666 2_757 ?
N1 Cd1 Cl2 171.62(13) . 2_757 ?
O2 Cd1 Cl2 88.69(14) 2_666 2_757 ?
Cl1 Cd1 Cl2 94.06(5) . 2_757 ?
Cl2 Cd1 Cl2 87.30(4) . 2_757 ?
O1 Cd1 C20 26.92(17) 2_666 2_666 ?
N1 Cd1 C20 85.65(16) . 2_666 ?
O2 Cd1 C20 26.85(17) 2_666 2_666 ?
Cl1 Cd1 C20 120.03(13) . 2_666 ?
Cl2 Cd1 C20 133.07(14) . 2_666 ?
Cl2 Cd1 C20 92.42(11) 2_757 2_666 ?
Cd1 Cl2 Cd1 92.70(4) . 2_757 ?
C20 O1 Cd1 93.5(4) . 2_666 ?
C20 O2 Cd1 88.9(4) . 2_666 ?
C2 N1 C1 117.9(5) . . ?
C2 N1 Cd1 117.4(4) . . ?
C1 N1 Cd1 124.3(4) . . ?
C11 N2 C12 120.7(6) . . ?
C11 N2 C13 119.5(6) . . ?
C12 N2 C13 119.8(6) . . ?
C22 N3 C21 122(2) . . ?
C22 N3 C23 116.6(19) . . ?
C21 N3 C23 121(2) . . ?
N1 C1 C3 123.0(6) . . ?
N1 C1 H1A 118.5 . . ?
C3 C1 H1A 118.5 . . ?
N1 C2 C4 122.5(6) . . ?
N1 C2 H2A 118.7 . . ?
C4 C2 H2A 118.7 . . ?
C1 C3 C5 119.8(6) . . ?
C1 C3 H3A 120.1 . . ?
C5 C3 H3A 120.1 . . ?
C2 C4 C5 119.3(6) . . ?
C2 C4 H4A 120.3 . . ?
C5 C4 H4A 120.3 . . ?
C3 C5 C4 117.5(6) . . ?
C3 C5 C6 117.0(6) . . ?
C4 C5 C6 125.4(6) . . ?
C7 C6 C5 121.7(7) . . ?
C7 C6 H6A 119.1 . . ?
C5 C6 H6A 119.1 . . ?
C6 C7 C8 124.4(7) . . ?
C6 C7 H7A 117.8 . . ?
C8 C7 H7A 117.8 . . ?
C9 C8 C10 117.1(6) . . ?
C9 C8 C7 127.5(7) . . ?
C10 C8 C7 115.3(6) . . ?
C8 C9 C11 120.9(7) . . ?
C8 C9 H9A 119.6 . . ?
C11 C9 H9A 119.6 . . ?
C12 C10 C8 120.0(7) . . ?
C12 C10 H10A 120.0 . . ?
C8 C10 H10A 120.0 . . ?
N2 C11 C9 119.3(7) . . ?
N2 C11 H11A 120.3 . . ?
C9 C11 H11A 120.3 . . ?
N2 C12 C10 121.9(7) . . ?
N2 C12 H12A 119.1 . . ?
C10 C12 H12A 119.1 . . ?
N2 C13 C14 109.8(5) . . ?
N2 C13 H13A 109.7 . . ?
C14 C13 H13A 109.7 . . ?
N2 C13 H13B 109.7 . . ?
C14 C13 H13B 109.7 . . ?
H13A C13 H13B 108.2 . . ?
C15 C14 C16 119.1(6) . . ?
C15 C14 C13 119.3(7) . . ?
C16 C14 C13 121.5(7) . . ?
C14 C15 C17 120.7(7) . . ?
C14 C15 H15A 119.7 . . ?
C17 C15 H15A 119.7 . . ?
C14 C16 C18 120.3(7) . . ?
C14 C16 H16A 119.8 . . ?
C18 C16 H16A 119.8 . . ?
C19 C17 C15 120.8(7) . . ?
C19 C17 H17A 119.6 . . ?
C15 C17 H17A 119.6 . . ?
C16 C18 C19 121.5(7) . . ?
C16 C18 H18A 119.3 . . ?
C19 C18 H18A 119.3 . . ?
C17 C19 C18 117.5(6) . . ?
C17 C19 C20 120.1(6) . . ?
C18 C19 C20 122.3(6) . . ?
O2 C20 O1 123.8(6) . . ?
O2 C20 C19 118.7(6) . . ?
O1 C20 C19 117.4(5) . . ?
O2 C20 Cd1 64.2(3) . 2_666 ?
O1 C20 Cd1 59.6(3) . 2_666 ?
C19 C20 Cd1 176.2(4) . 2_666 ?
O3 C21 N3 128(3) . . ?
O3 C21 H21A 116.1 . . ?
N3 C21 H21A 116.1 . . ?
N3 C22 H22A 109.5 . . ?
N3 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N3 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N3 C23 H23A 109.5 . . ?
N3 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
N3 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

_refine_diff_density_max         1.047
_refine_diff_density_min         -1.044
_refine_diff_density_rms         0.127

####################################################################### 
# 
# 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_1a
_database_code_depnum_ccdc_archive 'CCDC 1825689'
_audit_update_record             
;
2018-02-26 deposited with the CCDC.
2018-05-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C80 H84 Cd Cl2 N8 O18'
_chemical_formula_weight         1628.85

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd 0.1185 4.6533 '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/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   9.4764(2)
_cell_length_b                   18.9403(2)
_cell_length_c                   22.1540(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.056(2)
_cell_angle_gamma                90
_cell_volume                     3975.65(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    12306
_cell_measurement_theta_min      3.0673
_cell_measurement_theta_max      66.8903

_exptl_crystal_description       cuboid
_exptl_crystal_colour            yellowlish
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_F_000             1692
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    3.425
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31722
_diffrn_reflns_av_unetI/netI     0.0229
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.070
_diffrn_reflns_theta_max         66.997
_diffrn_reflns_theta_full        66.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7087
_reflns_number_gt                5988
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.1371P)²+2.6274P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7087
_refine_ls_number_parameters     483
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0741
_refine_ls_R_factor_gt           0.0664
_refine_ls_wR_factor_ref         0.2026
_refine_ls_wR_factor_gt          0.1929
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_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 0.000000 0.000000 0.500000 0.05696(5) Uani 1 2 d S . P . .
Cl1 Cl 0.19499(7) 0.01855(3) 0.42086(2) 0.09010(16) Uani 1 1 d . . . . .
O1W O -0.17996(15) 0.03964(7) 0.43473(6) 0.0817(4) Uani 1 1 d . . . . .
O1 O 0.17381(12) 0.85025(6) 0.64311(5) 0.0676(3) Uani 1 1 d . . . . .
O2 O 0.37430(16) 0.80987(10) 0.60782(7) 0.1129(5) Uani 1 1 d . . . . .
N1 N 0.04696(14) 0.11387(7) 0.53873(6) 0.0564(3) Uani 1 1 d . . . . .
N2 N 0.22173(17) 0.50678(6) 0.78276(7) 0.0565(4) Uani 1 1 d . . . . .
C1 C 0.18006(17) 0.13828(8) 0.54108(7) 0.0562(4) Uani 1 1 d . . . . .
H1A H 0.249203 0.113819 0.520403 0.067 Uiso 1 1 calc R U . . .
C2 C -0.05027(18) 0.15121(8) 0.56775(8) 0.0597(4) Uani 1 1 d . . . . .
H2A H -0.143424 0.135802 0.565771 0.072 Uiso 1 1 calc R U . . .
C3 C -0.01990(17) 0.21121(8) 0.60040(7) 0.0577(4) Uani 1 1 d . . . . .
H3A H -0.091521 0.235518 0.619635 0.069 Uiso 1 1 calc R U . . .
C4 C 0.21846(16) 0.19801(8) 0.57283(7) 0.0547(4) Uani 1 1 d . . . . .
H4A H 0.311725 0.213308 0.573013 0.066 Uiso 1 1 calc R U . . .
C5 C 0.11811(17) 0.23530(8) 0.60448(6) 0.0527(4) Uani 1 1 d . . . . .
C6 C 0.16325(18) 0.29665(8) 0.64054(7) 0.0572(4) Uani 1 1 d . . . . .
H6A H 0.254415 0.313254 0.634880 0.069 Uiso 1 1 calc R U . . .
C7 C 0.08492(18) 0.33066(8) 0.68072(7) 0.0577(4) Uani 1 1 d . . . . .
H7A H -0.007042 0.315164 0.686297 0.069 Uiso 1 1 calc R U . . .
C8 C 0.13501(17) 0.39066(8) 0.71637(7) 0.0546(4) Uani 1 1 d . . . . .
C9 C 0.27410(19) 0.41541(9) 0.71492(8) 0.0672(5) Uani 1 1 d . . . . .
H9A H 0.339490 0.392886 0.690749 0.081 Uiso 1 1 calc R U . . .
C10 C 0.0452(2) 0.42640(9) 0.75467(8) 0.0682(5) Uani 1 1 d . . . . .
H10A H -0.047353 0.410932 0.758423 0.082 Uiso 1 1 calc R U . . .
C11 C 0.0902(2) 0.48370(10) 0.78684(9) 0.0671(5) Uani 1 1 d . . . . .
H11A H 0.027819 0.506905 0.811982 0.080 Uiso 1 1 calc R U . . .
C12 C 0.31416(19) 0.47226(10) 0.74871(9) 0.0690(5) Uani 1 1 d . . . . .
H12A H 0.407504 0.487367 0.748095 0.083 Uiso 1 1 calc R U . . .
C13 C 0.2678(2) 0.57341(8) 0.81451(7) 0.0648(5) Uani 1 1 d . . . . .
H13A H 0.361685 0.567064 0.831800 0.078 Uiso 1 1 calc R U . . .
H13B H 0.203891 0.583684 0.847084 0.078 Uiso 1 1 calc R U . . .
C14 C 0.26817(17) 0.63422(8) 0.77055(7) 0.0556(4) Uani 1 1 d . . . . .
C15 C 0.3839(2) 0.64639(11) 0.73414(10) 0.0796(6) Uani 1 1 d . . . . .
H15A H 0.463005 0.617545 0.737650 0.096 Uiso 1 1 calc R U . . .
C16 C 0.15560(17) 0.67995(9) 0.76560(7) 0.0573(4) Uani 1 1 d . . . . .
H16A H 0.078345 0.673618 0.790308 0.069 Uiso 1 1 calc R U . . .
C17 C 0.15491(16) 0.73532(9) 0.72452(7) 0.0555(4) Uani 1 1 d . . . . .
H17A H 0.077366 0.765338 0.722010 0.067 Uiso 1 1 calc R U . . .
C18 C 0.3819(2) 0.70066(11) 0.69312(9) 0.0788(6) Uani 1 1 d . . . . .
H18A H 0.459270 0.706970 0.668474 0.095 Uiso 1 1 calc R U . . .
C19 C 0.26862(16) 0.74627(9) 0.68724(7) 0.0550(4) Uani 1 1 d . . . . .
C20 C 0.26995(17) 0.80785(10) 0.64247(7) 0.0625(5) Uani 1 1 d . . . . .
O3 O 0.3929(2) 0.75630(16) 0.40355(8) 0.1389(9) Uani 1 1 d . . . . .
O4 O 0.4794(2) 0.64755(12) 0.39098(10) 0.1342(7) Uani 1 1 d . . . . .
N3 N 0.7143(3) 1.06967(12) -0.17099(10) 0.1243(8) Uani 1 1 d . . . . .
N4 N 0.29420(16) 0.74671(9) 0.08786(7) 0.0781(4) Uani 1 1 d . . . . .
C21 C 0.7782(4) 1.02057(17) -0.13856(13) 0.1245(10) Uani 1 1 d . . . . .
H21A H 0.875086 1.015668 -0.143139 0.149 Uiso 1 1 d R U . . .
C22 C 0.5792(4) 1.07561(14) -0.16399(11) 0.1241(9) Uani 1 1 d . . . . .
H22A H 0.492235 1.102277 -0.180783 0.149 Uiso 1 1 d R U . . .
C23 C 0.4990(3) 1.03467(13) -0.12556(10) 0.1065(8) Uani 1 1 d . . . . .
H23A H 0.402412 1.041778 -0.121885 0.128 Uiso 1 1 d R U . . .
C24 C 0.7120(3) 0.97701(14) -0.09873(11) 0.1034(7) Uani 1 1 d . . . . .
H24A H 0.763577 0.944157 -0.076262 0.124 Uiso 1 1 calc R U . . .
C25 C 0.5689(3) 0.98237(12) -0.09235(9) 0.0911(7) Uani 1 1 d . . . . .
C26 C 0.4848(3) 0.93704(12) -0.05293(9) 0.0978(7) Uani 1 1 d . . . . .
H26A H 0.388567 0.946232 -0.050987 0.117 Uiso 1 1 calc R U . . .
C27 C 0.5349(3) 0.88460(13) -0.02026(9) 0.0931(7) Uani 1 1 d . . . . .
H27A H 0.631474 0.876121 -0.021073 0.112 Uiso 1 1 calc R U . . .
C28 C 0.4483(2) 0.83823(12) 0.01763(8) 0.0840(6) Uani 1 1 d . . . . .
C29 C 0.5114(2) 0.78190(13) 0.04835(8) 0.0841(6) Uani 1 1 d . . . . .
H29A H 0.608059 0.774644 0.045418 0.101 Uiso 1 1 calc R U . . .
C30 C 0.3045(2) 0.84625(12) 0.02435(9) 0.0917(6) Uani 1 1 d . . . . .
H30A H 0.258328 0.883397 0.004917 0.110 Uiso 1 1 calc R U . . .
C31 C 0.2293(2) 0.80107(12) 0.05869(9) 0.0934(6) Uani 1 1 d . . . . .
H31A H 0.132528 0.807392 0.062283 0.112 Uiso 1 1 calc R U . . .
C32 C 0.4339(2) 0.73765(12) 0.08237(8) 0.0793(6) Uani 1 1 d . . . . .
H32A H 0.478211 0.700299 0.102309 0.095 Uiso 1 1 calc R U . . .
C33 C 0.2146(2) 0.69615(12) 0.12539(10) 0.0867(6) Uani 1 1 d . . . . .
H33A H 0.226889 0.648789 0.109661 0.104 Uiso 1 1 calc R U . . .
H33B H 0.114900 0.707517 0.122953 0.104 Uiso 1 1 calc R U . . .
C34 C 0.26344(17) 0.69817(10) 0.19017(9) 0.0699(5) Uani 1 1 d . . . . .
C35 C 0.31720(19) 0.63811(11) 0.21728(11) 0.0779(6) Uani 1 1 d . . . . .
H35A H 0.323295 0.596423 0.195303 0.093 Uiso 1 1 calc R U . . .
C36 C 0.25301(19) 0.76021(10) 0.22414(9) 0.0688(5) Uani 1 1 d . . . . .
H36A H 0.215461 0.800763 0.206457 0.083 Uiso 1 1 calc R U . . .
C37 C 0.29803(18) 0.76153(11) 0.28357(8) 0.0690(5) Uani 1 1 d . . . . .
H37A H 0.291118 0.802983 0.305816 0.083 Uiso 1 1 calc R U . . .
C38 C 0.3616(2) 0.63965(11) 0.27639(11) 0.0808(6) Uani 1 1 d . . . . .
H38A H 0.397621 0.598758 0.294071 0.097 Uiso 1 1 calc R U . . .
C39 C 0.35396(18) 0.70088(12) 0.31049(9) 0.0761(6) Uani 1 1 d . . . . .
C40 C 0.4118(2) 0.70092(15) 0.37291(10) 0.0936(7) Uani 1 1 d . . . . .
O2W O 0.3842(3) 0.70287(18) 0.52627(15) 0.1704(10) Uiso 1 1 d . . . . .
O3W O 0.4612(4) 0.9231(2) 0.53225(17) 0.1939(12) Uiso 1 1 d . . . . .
O4W O 0.4389(2) 0.89936(15) 0.37912(11) 0.1749(9) Uani 1 1 d . . . . .
O5W O 0.1356(2) 0.95678(12) 0.28628(10) 0.1271(8) 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 O1W 2.3391(14) . ?
Cd1 O1W 2.3391(14) 3_556 ?
Cd1 N1 2.3603(13) 3_556 ?
Cd1 N1 2.3603(13) . ?
Cd1 Cl1 2.5944(6) . ?
Cd1 Cl1 2.5945(6) 3_556 ?
O1 C20 1.215(2) . ?
O2 C20 1.263(2) . ?
N1 C2 1.336(2) . ?
N1 C1 1.344(2) . ?
N2 C11 1.326(3) . ?
N2 C12 1.337(2) . ?
N2 C13 1.506(2) . ?
C1 C4 1.378(2) . ?
C1 H1A 0.9300 . ?
C2 C3 1.375(2) . ?
C2 H2A 0.9300 . ?
C3 C5 1.386(2) . ?
C3 H3A 0.9300 . ?
C4 C5 1.385(2) . ?
C4 H4A 0.9300 . ?
C5 C6 1.469(2) . ?
C6 C7 1.335(2) . ?
C6 H6A 0.9300 . ?
C7 C8 1.458(2) . ?
C7 H7A 0.9300 . ?
C8 C10 1.389(2) . ?
C8 C9 1.400(2) . ?
C9 C12 1.361(3) . ?
C9 H9A 0.9300 . ?
C10 C11 1.362(3) . ?
C10 H10A 0.9300 . ?
C11 H11A 0.9300 . ?
C12 H12A 0.9300 . ?
C13 C14 1.508(2) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C16 1.377(2) . ?
C14 C15 1.392(3) . ?
C15 C18 1.372(3) . ?
C15 H15A 0.9300 . ?
C16 C17 1.388(2) . ?
C16 H16A 0.9300 . ?
C17 C19 1.385(2) . ?
C17 H17A 0.9300 . ?
C18 C19 1.382(3) . ?
C18 H18A 0.9300 . ?
C19 C20 1.531(2) . ?
O3 C40 1.264(4) . ?
O4 C40 1.258(3) . ?
N3 C22 1.297(4) . ?
N3 C21 1.316(4) . ?
N4 C32 1.343(2) . ?
N4 C31 1.357(3) . ?
N4 C33 1.483(3) . ?
C21 C24 1.369(4) . ?
C21 H21A 0.9300 . ?
C22 C23 1.389(4) . ?
C22 H22A 1.0305 . ?
C23 C25 1.394(3) . ?
C23 H23A 0.9300 . ?
C24 C25 1.370(4) . ?
C24 H24A 0.9300 . ?
C25 C26 1.470(3) . ?
C26 C27 1.313(3) . ?
C26 H26A 0.9300 . ?
C27 C28 1.475(3) . ?
C27 H27A 0.9300 . ?
C28 C30 1.382(3) . ?
C28 C29 1.394(3) . ?
C29 C32 1.352(3) . ?
C29 H29A 0.9300 . ?
C30 C31 1.356(3) . ?
C30 H30A 0.9300 . ?
C31 H31A 0.9300 . ?
C32 H32A 0.9300 . ?
C33 C34 1.500(3) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 C35 1.379(3) . ?
C34 C36 1.400(3) . ?
C35 C38 1.368(3) . ?
C35 H35A 0.9300 . ?
C36 C37 1.377(3) . ?
C36 H36A 0.9300 . ?
C37 C39 1.394(3) . ?
C37 H37A 0.9300 . ?
C38 C39 1.387(3) . ?
C38 H38A 0.9300 . ?
C39 C40 1.478(3) . ?

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
O1W Cd1 O1W 180.0 . 3_556 ?
O1W Cd1 N1 86.45(5) . 3_556 ?
O1W Cd1 N1 93.55(5) 3_556 3_556 ?
O1W Cd1 N1 93.55(5) . . ?
O1W Cd1 N1 86.45(5) 3_556 . ?
N1 Cd1 N1 180.0 3_556 . ?
O1W Cd1 Cl1 93.38(4) . . ?
O1W Cd1 Cl1 86.62(4) 3_556 . ?
N1 Cd1 Cl1 90.57(3) 3_556 . ?
N1 Cd1 Cl1 89.43(3) . . ?
O1W Cd1 Cl1 86.62(4) . 3_556 ?
O1W Cd1 Cl1 93.38(4) 3_556 3_556 ?
N1 Cd1 Cl1 89.43(3) 3_556 3_556 ?
N1 Cd1 Cl1 90.57(3) . 3_556 ?
Cl1 Cd1 Cl1 180.0 . 3_556 ?
C2 N1 C1 117.03(13) . . ?
C2 N1 Cd1 122.12(11) . . ?
C1 N1 Cd1 119.95(10) . . ?
C11 N2 C12 120.25(15) . . ?
C11 N2 C13 120.62(15) . . ?
C12 N2 C13 119.10(15) . . ?
N1 C1 C4 122.79(15) . . ?
N1 C1 H1A 118.6 . . ?
C4 C1 H1A 118.6 . . ?
N1 C2 C3 123.46(15) . . ?
N1 C2 H2A 118.3 . . ?
C3 C2 H2A 118.3 . . ?
C2 C3 C5 119.63(15) . . ?
C2 C3 H3A 120.2 . . ?
C5 C3 H3A 120.2 . . ?
C1 C4 C5 119.98(15) . . ?
C1 C4 H4A 120.0 . . ?
C5 C4 H4A 120.0 . . ?
C4 C5 C3 117.05(14) . . ?
C4 C5 C6 118.86(14) . . ?
C3 C5 C6 124.09(14) . . ?
C7 C6 C5 125.74(15) . . ?
C7 C6 H6A 117.1 . . ?
C5 C6 H6A 117.1 . . ?
C6 C7 C8 123.90(15) . . ?
C6 C7 H7A 118.1 . . ?
C8 C7 H7A 118.1 . . ?
C10 C8 C9 116.02(15) . . ?
C10 C8 C7 120.92(15) . . ?
C9 C8 C7 123.07(15) . . ?
C12 C9 C8 120.35(16) . . ?
C12 C9 H9A 119.8 . . ?
C8 C9 H9A 119.8 . . ?
C11 C10 C8 121.24(17) . . ?
C11 C10 H10A 119.4 . . ?
C8 C10 H10A 119.4 . . ?
N2 C11 C10 120.83(17) . . ?
N2 C11 H11A 119.6 . . ?
C10 C11 H11A 119.6 . . ?
N2 C12 C9 121.20(17) . . ?
N2 C12 H12A 119.4 . . ?
C9 C12 H12A 119.4 . . ?
N2 C13 C14 110.03(13) . . ?
N2 C13 H13A 109.7 . . ?
C14 C13 H13A 109.7 . . ?
N2 C13 H13B 109.7 . . ?
C14 C13 H13B 109.7 . . ?
H13A C13 H13B 108.2 . . ?
C16 C14 C15 117.83(15) . . ?
C16 C14 C13 121.37(15) . . ?
C15 C14 C13 120.80(16) . . ?
C18 C15 C14 120.44(18) . . ?
C18 C15 H15A 119.8 . . ?
C14 C15 H15A 119.8 . . ?
C14 C16 C17 121.45(15) . . ?
C14 C16 H16A 119.3 . . ?
C17 C16 H16A 119.3 . . ?
C19 C17 C16 120.63(15) . . ?
C19 C17 H17A 119.7 . . ?
C16 C17 H17A 119.7 . . ?
C15 C18 C19 122.13(18) . . ?
C15 C18 H18A 118.9 . . ?
C19 C18 H18A 118.9 . . ?
C18 C19 C17 117.49(15) . . ?
C18 C19 C20 121.43(15) . . ?
C17 C19 C20 121.07(14) . . ?
O1 C20 O2 125.63(17) . . ?
O1 C20 C19 118.74(14) . . ?
O2 C20 C19 115.62(16) . . ?
C22 N3 C21 116.2(3) . . ?
C32 N4 C31 119.52(18) . . ?
C32 N4 C33 118.71(17) . . ?
C31 N4 C33 121.77(16) . . ?
N3 C21 C24 124.5(3) . . ?
N3 C21 H21A 117.2 . . ?
C24 C21 H21A 118.4 . . ?
N3 C22 C23 125.3(3) . . ?
N3 C22 H22A 141.6 . . ?
C23 C22 H22A 92.9 . . ?
C22 C23 C25 117.4(3) . . ?
C22 C23 H23A 121.6 . . ?
C25 C23 H23A 121.0 . . ?
C21 C24 C25 119.2(3) . . ?
C21 C24 H24A 120.4 . . ?
C25 C24 H24A 120.4 . . ?
C24 C25 C23 117.4(2) . . ?
C24 C25 C26 124.5(2) . . ?
C23 C25 C26 118.1(2) . . ?
C27 C26 C25 125.1(2) . . ?
C27 C26 H26A 117.5 . . ?
C25 C26 H26A 117.5 . . ?
C26 C27 C28 124.4(2) . . ?
C26 C27 H27A 117.8 . . ?
C28 C27 H27A 117.8 . . ?
C30 C28 C29 116.5(2) . . ?
C30 C28 C27 123.8(2) . . ?
C29 C28 C27 119.7(2) . . ?
C32 C29 C28 120.94(19) . . ?
C32 C29 H29A 119.5 . . ?
C28 C29 H29A 119.5 . . ?
C31 C30 C28 121.4(2) . . ?
C31 C30 H30A 119.3 . . ?
C28 C30 H30A 119.3 . . ?
C30 C31 N4 120.54(19) . . ?
C30 C31 H31A 119.7 . . ?
N4 C31 H31A 119.7 . . ?
N4 C32 C29 121.15(19) . . ?
N4 C32 H32A 119.4 . . ?
C29 C32 H32A 119.4 . . ?
N4 C33 C34 111.65(16) . . ?
N4 C33 H33A 109.3 . . ?
C34 C33 H33A 109.3 . . ?
N4 C33 H33B 109.3 . . ?
C34 C33 H33B 109.3 . . ?
H33A C33 H33B 108.0 . . ?
C35 C34 C36 119.16(18) . . ?
C35 C34 C33 120.02(18) . . ?
C36 C34 C33 120.80(18) . . ?
C38 C35 C34 120.25(19) . . ?
C38 C35 H35A 119.9 . . ?
C34 C35 H35A 119.9 . . ?
C37 C36 C34 120.37(18) . . ?
C37 C36 H36A 119.8 . . ?
C34 C36 H36A 119.8 . . ?
C36 C37 C39 120.18(18) . . ?
C36 C37 H37A 119.9 . . ?
C39 C37 H37A 119.9 . . ?
C35 C38 C39 121.40(19) . . ?
C35 C38 H38A 119.3 . . ?
C39 C38 H38A 119.3 . . ?
C38 C39 C37 118.62(18) . . ?
C38 C39 C40 119.2(2) . . ?
C37 C39 C40 122.1(2) . . ?
O4 C40 O3 124.9(2) . . ?
O4 C40 C39 118.4(2) . . ?
O3 C40 C39 116.7(2) . . ?

_refine_diff_density_max         1.354
_refine_diff_density_min         -0.753
_refine_diff_density_rms         0.093

####################################################################### 
# 
# 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 1816178'
_audit_update_record             
;
2018-01-11 deposited with the CCDC.
2018-05-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H26 Cd Cl2 N2 O7'
_chemical_formula_weight         589.73

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   29.9946(12)
_cell_length_b                   12.7727(9)
_cell_length_c                   13.3844(6)
_cell_angle_alpha                90
_cell_angle_beta                 98.122(4)
_cell_angle_gamma                90
_cell_volume                     5076.3(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4161
_cell_measurement_theta_min      2.9438
_cell_measurement_theta_max      29.5021

_exptl_crystal_description       needle
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.543
_exptl_crystal_F_000             2384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          1.50
_exptl_crystal_size_mid          1.31
_exptl_crystal_size_min          0.51
_exptl_absorpt_coefficient_mu    1.111
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.82336
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14724
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.185
_diffrn_reflns_theta_max         29.567
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.848
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.848
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.848
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6042
_reflns_number_gt                4449
_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       
'CrysAlisPro, Agilent Technologies,Version 1.171.35.19'
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies,Version 1.171.35.19'
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies,Version 1.171.35.19'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0813P)²+11.6731P] 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         6042
_refine_ls_number_parameters     284
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0712
_refine_ls_R_factor_gt           0.0485
_refine_ls_wR_factor_ref         0.1609
_refine_ls_wR_factor_gt          0.1387
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.002
_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 0.69034(2) -0.25758(3) 0.93373(2) 0.04567(14) Uani 1 1 d . . . . .
Cl1 Cl 0.65280(8) -0.40111(19) 1.01515(19) 0.1225(8) Uani 1 1 d . . . . .
Cl2 Cl 0.76654(4) -0.36181(10) 0.93357(8) 0.0547(3) Uani 1 1 d . . . . .
O1 O 0.29495(12) 0.1688(3) 0.2160(2) 0.0657(10) Uani 1 1 d . . . . .
O2 O 0.33609(15) 0.3084(4) 0.2382(3) 0.0821(12) Uani 1 1 d . . . . .
N1 N 0.62431(11) -0.1549(3) 0.9297(3) 0.0482(8) Uani 1 1 d . . . . .
N2 N 0.34574(11) 0.1652(3) 0.7560(2) 0.0464(9) Uani 1 1 d . . . . .
C1 C 0.58456(16) -0.1978(5) 0.8997(4) 0.0654(13) Uani 1 1 d . . . . .
H1 H 0.583191 -0.269675 0.888522 0.078 Uiso 1 1 calc R U . . .
C2 C 0.62531(14) -0.0530(4) 0.9449(3) 0.0502(11) Uani 1 1 d . . . . .
H2 H 0.653024 -0.022070 0.966926 0.060 Uiso 1 1 calc R U . . .
C3 C 0.54471(15) -0.1408(5) 0.8840(4) 0.0643(14) Uani 1 1 d . . . . .
H3 H 0.517447 -0.174571 0.863901 0.077 Uiso 1 1 calc R U . . .
C4 C 0.58766(14) 0.0110(4) 0.9300(3) 0.0502(10) Uani 1 1 d . . . . .
H4 H 0.590321 0.082739 0.940880 0.060 Uiso 1 1 calc R U . . .
C5 C 0.54589(13) -0.0339(4) 0.8986(3) 0.0463(10) Uani 1 1 d . . . . .
C6 C 0.50537(15) 0.0326(4) 0.8789(3) 0.0546(12) Uani 1 1 d . . . . .
H6 H 0.509167 0.104906 0.879860 0.066 Uiso 1 1 calc R U . . .
C7 C 0.46428(14) -0.0046(4) 0.8600(3) 0.0524(11) Uani 1 1 d . . . . .
H7 H 0.460565 -0.076632 0.865216 0.063 Uiso 1 1 calc R U . . .
C8 C 0.42325(13) 0.0598(4) 0.8308(3) 0.0452(10) Uani 1 1 d . . . . .
C9 C 0.38231(14) 0.0078(4) 0.8070(3) 0.0481(10) Uani 1 1 d . . . . .
H9 H 0.380683 -0.064188 0.816567 0.058 Uiso 1 1 calc R U . . .
C10 C 0.42288(15) 0.1673(4) 0.8215(3) 0.0564(12) Uani 1 1 d . . . . .
H10 H 0.449202 0.205107 0.840690 0.068 Uiso 1 1 calc R U . . .
C11 C 0.34474(14) 0.0625(4) 0.7698(3) 0.0507(11) Uani 1 1 d . . . . .
H11 H 0.317613 0.026987 0.753637 0.061 Uiso 1 1 calc R U . . .
C12 C 0.38391(18) 0.2191(4) 0.7840(4) 0.0589(12) Uani 1 1 d . . . . .
H12 H 0.383971 0.291610 0.778008 0.071 Uiso 1 1 calc R U . . .
C13 C 0.30550(17) 0.2209(5) 0.7026(3) 0.0603(14) Uani 1 1 d . . . . .
H13A H 0.304376 0.291585 0.728756 0.072 Uiso 1 1 calc R U . . .
H13B H 0.278269 0.184746 0.714197 0.072 Uiso 1 1 calc R U . . .
C14 C 0.30824(14) 0.2246(4) 0.5909(3) 0.0494(11) Uani 1 1 d . . . . .
C15 C 0.28828(14) 0.1464(4) 0.5277(3) 0.0498(10) Uani 1 1 d . . . . .
H15 H 0.273078 0.091871 0.554309 0.060 Uiso 1 1 calc R U . . .
C16 C 0.33017(16) 0.3057(5) 0.5505(3) 0.0591(12) Uani 1 1 d . . . . .
H16 H 0.343297 0.358741 0.592311 0.071 Uiso 1 1 calc R U . . .
C17 C 0.29094(14) 0.1491(4) 0.4244(3) 0.0488(10) Uani 1 1 d . . . . .
H17 H 0.277732 0.096366 0.382397 0.059 Uiso 1 1 calc R U . . .
C18 C 0.33279(17) 0.3086(5) 0.4478(3) 0.0596(12) Uani 1 1 d . . . . .
H18 H 0.347785 0.363461 0.421245 0.072 Uiso 1 1 calc R U . . .
C19 C 0.31334(15) 0.2308(4) 0.3848(3) 0.0472(10) Uani 1 1 d . . . . .
C20 C 0.31494(17) 0.2366(4) 0.2718(3) 0.0526(12) Uani 1 1 d . . . . .
O1W O 0.6328(5) 0.4850(12) 0.7546(10) 0.294(6) Uiso 1 1 d . . . . .
O2W O 0.7722(2) 0.9836(5) 0.8156(5) 0.141(2) Uani 1 1 d . . . . .
O3W O 0.5661(3) 0.7289(7) 0.6482(8) 0.170(3) Uani 1 1 d . . . . .
O4W O 0.5329(4) 0.2972(9) 0.9332(9) 0.230(5) Uani 1 1 d . . . . .
O5W O 0.500000 0.6169(13) 0.750000 0.281(9) Uani 1 2 d S T P . .
O6W O 0.5566(8) 0.5678(19) 0.0459(17) 0.256(10) Uiso 0.5 1 d . . 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 N1 2.369(3) . ?
Cd1 O1 2.397(3) 5_656 ?
Cd1 O2 2.414(4) 5_656 ?
Cd1 Cl1 2.483(2) . ?
Cd1 Cl2 2.5502(12) 7_647 ?
Cd1 Cl2 2.6455(10) . ?
Cd1 C20 2.746(5) 5_656 ?
O1 C20 1.242(6) . ?
O2 C20 1.235(7) . ?
N1 C2 1.317(6) . ?
N1 C1 1.322(6) . ?
N2 C11 1.325(6) . ?
N2 C12 1.343(7) . ?
N2 C13 1.494(5) . ?
C1 C3 1.390(7) . ?
C2 C4 1.385(6) . ?
C3 C5 1.379(7) . ?
C4 C5 1.388(6) . ?
C5 C6 1.476(6) . ?
C6 C7 1.312(6) . ?
C7 C8 1.486(6) . ?
C8 C10 1.379(7) . ?
C8 C9 1.393(6) . ?
C9 C11 1.360(6) . ?
C10 C12 1.375(7) . ?
C13 C14 1.510(6) . ?
C14 C16 1.377(7) . ?
C14 C15 1.389(7) . ?
C15 C17 1.396(6) . ?
C16 C18 1.390(6) . ?
C17 C19 1.386(7) . ?
C18 C19 1.378(7) . ?
C19 C20 1.522(6) . ?

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 O1 88.34(12) . 5_656 ?
N1 Cd1 O2 88.06(15) . 5_656 ?
O1 Cd1 O2 53.49(14) 5_656 5_656 ?
N1 Cd1 Cl1 89.38(11) . . ?
O1 Cd1 Cl1 149.87(12) 5_656 . ?
O2 Cd1 Cl1 96.41(13) 5_656 . ?
N1 Cd1 Cl2 91.43(10) . 7_647 ?
O1 Cd1 Cl2 99.44(10) 5_656 7_647 ?
O2 Cd1 Cl2 152.93(11) 5_656 7_647 ?
Cl1 Cd1 Cl2 110.65(7) . 7_647 ?
N1 Cd1 Cl2 176.35(10) . . ?
O1 Cd1 Cl2 88.64(9) 5_656 . ?
O2 Cd1 Cl2 91.80(12) 5_656 . ?
Cl1 Cd1 Cl2 94.26(6) . . ?
Cl2 Cd1 Cl2 87.03(4) 7_647 . ?
N1 Cd1 C20 89.63(13) . 5_656 ?
O1 Cd1 C20 26.87(14) 5_656 5_656 ?
O2 Cd1 C20 26.71(15) 5_656 5_656 ?
Cl1 Cd1 C20 123.10(14) . 5_656 ?
Cl2 Cd1 C20 126.25(12) 7_647 5_656 ?
Cl2 Cd1 C20 88.61(10) . 5_656 ?
Cd1 Cl2 Cd1 92.97(4) 7_647 . ?
C20 O1 Cd1 92.4(3) . 5_656 ?
C20 O2 Cd1 91.8(3) . 5_656 ?
C2 N1 C1 117.1(4) . . ?
C2 N1 Cd1 122.9(3) . . ?
C1 N1 Cd1 119.5(3) . . ?
C11 N2 C12 120.2(4) . . ?
C11 N2 C13 120.4(4) . . ?
C12 N2 C13 119.2(4) . . ?
N1 C1 C3 123.3(5) . . ?
N1 C2 C4 124.1(4) . . ?
C5 C3 C1 119.5(5) . . ?
C2 C4 C5 118.9(5) . . ?
C3 C5 C4 117.1(4) . . ?
C3 C5 C6 122.8(4) . . ?
C4 C5 C6 120.1(5) . . ?
C7 C6 C5 123.5(5) . . ?
C6 C7 C8 124.8(5) . . ?
C10 C8 C9 117.3(4) . . ?
C10 C8 C7 124.8(4) . . ?
C9 C8 C7 117.8(4) . . ?
C11 C9 C8 119.8(5) . . ?
C12 C10 C8 120.5(5) . . ?
N2 C11 C9 121.7(4) . . ?
N2 C12 C10 120.2(5) . . ?
N2 C13 C14 109.6(3) . . ?
C16 C14 C15 119.4(4) . . ?
C16 C14 C13 120.5(5) . . ?
C15 C14 C13 120.1(5) . . ?
C14 C15 C17 120.3(5) . . ?
C14 C16 C18 120.4(5) . . ?
C19 C17 C15 119.8(4) . . ?
C19 C18 C16 120.5(5) . . ?
C18 C19 C17 119.6(4) . . ?
C18 C19 C20 120.2(5) . . ?
C17 C19 C20 120.2(4) . . ?
O2 C20 O1 121.9(4) . . ?
O2 C20 C19 119.2(5) . . ?
O1 C20 C19 118.9(5) . . ?
O2 C20 Cd1 61.5(3) . 5_656 ?
O1 C20 Cd1 60.7(2) . 5_656 ?
C19 C20 Cd1 174.2(3) . 5_656 ?

_refine_diff_density_max         0.766
_refine_diff_density_min         -0.749
_refine_diff_density_rms         0.104

