# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_mo_zwq_20160526_cu_0m_sq
_audit_block_doi                 10.5517/ccdc.csd.cc205mmg
_database_code_depnum_ccdc_archive 'CCDC 1852455'
_audit_update_record             
;
2018-12-25 deposited with the CCDC.
2019-01-09 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         ?
_chemical_formula_sum            'C17 H18 Cl2 Cu N2 O4'
_chemical_formula_weight         448.77

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_H-M_alt        'C 2/m'
_space_group_name_Hall           '-C 2y'

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

_cell_length_a                   11.261(5)
_cell_length_b                   15.782(6)
_cell_length_c                   13.591(6)
_cell_angle_alpha                90
_cell_angle_beta                 113.407(7)
_cell_angle_gamma                90
_cell_volume                     2216.7(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2045
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      26.65

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.345
_exptl_crystal_F_000             916
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    1.247
_shelx_estimated_absorpt_T_min   0.835
_shelx_estimated_absorpt_T_max   0.855
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5281
_diffrn_reflns_av_unetI/netI     0.0476
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.633
_diffrn_reflns_theta_max         25.100
_diffrn_reflns_theta_full        25.100
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measured_fraction_theta_full 0.961
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_Laue_measured_fraction_full 0.961
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_point_group_measured_fraction_full 0.961
_reflns_number_total             1976
_reflns_number_gt                1773
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0746P)²+158.8796P] 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         1976
_refine_ls_number_parameters     123
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1489
_refine_ls_R_factor_gt           0.1406
_refine_ls_wR_factor_ref         0.3431
_refine_ls_wR_factor_gt          0.3366
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.063
_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 0.6729(17) 0.6739(12) 0.0973(12) 0.065(3) Uani 1 1 d . U . . .
H1 H 0.7086 0.6488 0.0534 0.078 Uiso 1 1 calc R U . . .
C2 C 0.6817(18) 0.7638(12) 0.1134(12) 0.065(3) Uani 1 1 d . U . . .
H2 H 0.7228 0.7974 0.0801 0.078 Uiso 1 1 calc R U . . .
C3 C 0.628(2) 0.8001(11) 0.1790(14) 0.070(5) Uani 1 1 d . . . . .
H3 H 0.6328 0.8584 0.1899 0.084 Uiso 1 1 calc R U . . .
C4 C 0.5691(14) 0.7495(9) 0.2282(11) 0.047(4) Uani 1 1 d . . . . .
C5 C 0.5627(11) 0.6628(8) 0.2104(10) 0.035(3) Uani 1 1 d . . . . .
H5 H 0.5228 0.6285 0.2439 0.042 Uiso 1 1 calc R U . . .
C6 C 0.5156(14) 0.7887(10) 0.2970(14) 0.057(4) Uani 1 1 d . . . . .
H6 H 0.4485 0.8293 0.2554 0.068 Uiso 1 1 calc R U . . .
C7 C 0.5690(16) 0.8801(9) 0.4496(12) 0.052(4) Uani 1 1 d . . . . .
H7A H 0.5087 0.9225 0.4058 0.062 Uiso 1 1 calc R U . . .
H7B H 0.6392 0.9093 0.5059 0.062 Uiso 1 1 calc R U . . .
C8 C 0.5000 0.8219(11) 0.5000 0.037(4) Uani 1 2 d S T P . .
C9 C 0.4025(13) 0.7677(10) 0.4120(14) 0.052(4) Uani 1 1 d . . . . .
H9A H 0.3688 0.7241 0.4442 0.062 Uiso 1 1 calc R U . . .
H9B H 0.3307 0.8027 0.3671 0.062 Uiso 1 1 calc R U . . .
Cl1 Cl 0.8316(6) 0.5000 0.2212(6) 0.085(3) Uani 1 2 d S T P . .
Cl2 Cl 0.3897(4) 0.5000 0.0740(4) 0.0513(14) Uani 1 2 d S T P . .
Cu1 Cu 0.6118(2) 0.5000 0.13164(16) 0.0316(7) Uani 1 2 d S T P . .
N1 N 0.6140(9) 0.6266(7) 0.1446(7) 0.035(2) Uani 1 1 d . . . . .
O1 O 0.6190(10) 0.8340(6) 0.3858(9) 0.052(3) Uani 1 1 d . . . . .
O2 O 0.4617(9) 0.7287(6) 0.3474(8) 0.045(2) 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
C1 N1 1.322(17) . ?
C1 C2 1.43(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.38(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.37(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.39(2) . ?
C4 C6 1.44(2) . ?
C5 N1 1.368(16) . ?
C5 H5 0.9300 . ?
C6 O2 1.436(18) . ?
C6 O1 1.49(2) . ?
C6 H6 0.9800 . ?
C7 O1 1.410(19) . ?
C7 C8 1.530(19) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.525(17) . ?
C8 C9 1.525(17) 2_656 ?
C8 C7 1.530(19) 2_656 ?
C9 O2 1.435(16) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
Cl1 Cu1 2.283(6) . ?
Cl2 Cu1 2.305(5) . ?
Cu1 N1 2.005(11) . ?
Cu1 N1 2.005(11) 6_565 ?

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 C1 C2 120.1(16) . . ?
N1 C1 H1 119.9 . . ?
C2 C1 H1 119.9 . . ?
C3 C2 C1 119.1(14) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C4 C3 C2 119.6(17) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C3 C4 C5 119.4(15) . . ?
C3 C4 C6 118.5(15) . . ?
C5 C4 C6 122.1(14) . . ?
N1 C5 C4 121.3(13) . . ?
N1 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
O2 C6 C4 113.0(13) . . ?
O2 C6 O1 105.9(13) . . ?
C4 C6 O1 109.8(12) . . ?
O2 C6 H6 109.3 . . ?
C4 C6 H6 109.3 . . ?
O1 C6 H6 109.3 . . ?
O1 C7 C8 111.3(11) . . ?
O1 C7 H7A 109.4 . . ?
C8 C7 H7A 109.4 . . ?
O1 C7 H7B 109.4 . . ?
C8 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
C9 C8 C9 111.7(17) . 2_656 ?
C9 C8 C7 110.6(8) . 2_656 ?
C9 C8 C7 108.8(9) 2_656 2_656 ?
C9 C8 C7 108.8(9) . . ?
C9 C8 C7 110.6(8) 2_656 . ?
C7 C8 C7 106.2(16) 2_656 . ?
O2 C9 C8 110.8(10) . . ?
O2 C9 H9A 109.5 . . ?
C8 C9 H9A 109.5 . . ?
O2 C9 H9B 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 108.1 . . ?
N1 Cu1 N1 170.4(5) . 6_565 ?
N1 Cu1 Cl1 88.9(3) . . ?
N1 Cu1 Cl1 88.9(3) 6_565 . ?
N1 Cu1 Cl2 90.2(3) . . ?
N1 Cu1 Cl2 90.2(3) 6_565 . ?
Cl1 Cu1 Cl2 168.9(3) . . ?
C1 N1 C5 120.4(14) . . ?
C1 N1 Cu1 120.7(11) . . ?
C5 N1 Cu1 118.6(8) . . ?
C7 O1 C6 111.8(12) . . ?
C9 O2 C6 113.3(12) . . ?

_refine_diff_density_max         1.306
_refine_diff_density_min         -1.891
_refine_diff_density_rms         0.216



####################################################################### 
# 
# 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
_audit_block_doi                 10.5517/ccdc.csd.cc205mrl
_database_code_depnum_ccdc_archive 'CCDC 1852459'
_audit_update_record             
;
2018-12-25 deposited with the CCDC.
2019-01-09 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         ?
_chemical_formula_sum            'C40 H50 Cd3 Cl6 N6 O10'
_chemical_formula_weight         1324.76

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'
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      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                   9.5000(16)
_cell_length_b                   10.7183(17)
_cell_length_c                   13.594(2)
_cell_angle_alpha                112.424(2)
_cell_angle_beta                 105.362(2)
_cell_angle_gamma                96.032(3)
_cell_volume                     1200.3(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2417
_cell_measurement_theta_min      3.03
_cell_measurement_theta_max      27.47

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.833
_exptl_crystal_F_000             658
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    1.711
_shelx_estimated_absorpt_T_min   0.771
_shelx_estimated_absorpt_T_max   0.834
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7199
_diffrn_reflns_av_unetI/netI     0.0476
_diffrn_reflns_av_R_equivalents  0.0193
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.078
_diffrn_reflns_theta_max         27.609
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measured_fraction_theta_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.946
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.946
_diffrn_reflns_point_group_measured_fraction_full 0.976
_reflns_number_total             5276
_reflns_number_gt                3990
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.1892P)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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5276
_refine_ls_number_parameters     297
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0862
_refine_ls_R_factor_gt           0.0535
_refine_ls_wR_factor_ref         0.2545
_refine_ls_wR_factor_gt          0.1557
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_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 0.9293(9) 0.9208(8) 0.6290(7) 0.0332(18) Uani 1 1 d . . . . .
H1 H 0.8570 0.9502 0.5875 0.040 Uiso 1 1 calc R U . . .
C2 C 1.0806(10) 0.9875(9) 0.6656(9) 0.043(2) Uani 1 1 d . . . . .
H2 H 1.1091 1.0591 0.6471 0.052 Uiso 1 1 calc R U . . .
C3 C 1.1876(9) 0.9454(9) 0.7298(7) 0.0331(17) Uani 1 1 d . . . . .
H3 H 1.2886 0.9883 0.7538 0.040 Uiso 1 1 calc R U . . .
C4 C 1.1453(8) 0.8415(8) 0.7577(6) 0.0281(16) Uani 1 1 d . . . . .
C5 C 0.9945(9) 0.7762(8) 0.7144(6) 0.0275(16) Uani 1 1 d . . . . .
H5 H 0.9665 0.7009 0.7289 0.033 Uiso 1 1 calc R U . . .
C6 C 1.2573(8) 0.7997(7) 0.8294(6) 0.0242(14) Uani 1 1 d . . . . .
H6 H 1.3496 0.8049 0.8104 0.029 Uiso 1 1 calc R U . . .
C7 C 1.3988(9) 0.8749(8) 1.0198(6) 0.0281(16) Uani 1 1 d . . . . .
H7A H 1.4141 0.9433 1.0955 0.034 Uiso 1 1 calc R U . . .
H7B H 1.4926 0.8851 1.0048 0.034 Uiso 1 1 calc R U . . .
C8 C 1.3543(8) 0.7290(7) 1.0125(6) 0.0245(15) Uani 1 1 d . . . . .
C9 C 1.3159(8) 0.6288(7) 0.8900(6) 0.0261(15) Uani 1 1 d . . . . .
H9A H 1.4062 0.6281 0.8695 0.031 Uiso 1 1 calc R U . . .
H9B H 1.2760 0.5359 0.8797 0.031 Uiso 1 1 calc R U . . .
C10 C 1.4835(8) 0.7011(7) 1.0902(6) 0.0260(15) Uani 1 1 d . . . . .
H10A H 1.5680 0.6978 1.0626 0.031 Uiso 1 1 calc R U . . .
H10B H 1.5157 0.7758 1.1655 0.031 Uiso 1 1 calc R U . . .
C11 C 1.2246(9) 0.7213(9) 1.0542(7) 0.0332(18) Uani 1 1 d . . . . .
H11A H 1.2496 0.7949 1.1294 0.040 Uiso 1 1 calc R U . . .
H11B H 1.1383 0.7341 1.0050 0.040 Uiso 1 1 calc R U . . .
C12 C 1.3066(9) 0.5724(9) 1.1312(7) 0.0315(17) Uani 1 1 d . . . . .
H12 H 1.3308 0.6476 1.2067 0.038 Uiso 1 1 calc R U . . .
C13 C 1.2757(8) 0.4380(8) 1.1353(6) 0.0270(16) Uani 1 1 d . . . . .
C14 C 1.1967(10) 0.3193(9) 1.0406(7) 0.0361(19) Uani 1 1 d . . . . .
H14 H 1.1548 0.3241 0.9724 0.043 Uiso 1 1 calc R U . . .
C15 C 1.1788(10) 0.1920(9) 1.0454(7) 0.0365(19) Uani 1 1 d . . . . .
H15 H 1.1243 0.1114 0.9814 0.044 Uiso 1 1 calc R U . . .
C16 C 1.2442(9) 0.1873(8) 1.1484(7) 0.0301(17) Uani 1 1 d . . . . .
H16 H 1.2371 0.1018 1.1516 0.036 Uiso 1 1 calc R U . . .
C17 C 1.3315(9) 0.4232(8) 1.2348(7) 0.0311(17) Uani 1 1 d . . . . .
H17 H 1.3827 0.5033 1.3003 0.037 Uiso 1 1 calc R U . . .
C18 C 0.1932(9) 0.7858(8) 0.4389(7) 0.0307(17) Uani 1 1 d . . . . .
H18 H 0.2318 0.7968 0.5129 0.037 Uiso 1 1 calc R U . . .
C19 C -0.0219(14) 0.6218(10) 0.4155(8) 0.058(3) Uani 1 1 d . . . . .
H19A H 0.0428 0.6215 0.4829 0.087 Uiso 1 1 calc R U . . .
H19B H -0.0651 0.5280 0.3595 0.087 Uiso 1 1 calc R U . . .
H19C H -0.1004 0.6667 0.4322 0.087 Uiso 1 1 calc R U . . .
C20 C -0.0007(14) 0.6714(12) 0.2548(9) 0.063(3) Uani 1 1 d . . . . .
H20A H 0.0277 0.7542 0.2462 0.094 Uiso 1 1 calc R U . . .
H20B H -0.1080 0.6451 0.2326 0.094 Uiso 1 1 calc R U . . .
H20C H 0.0347 0.5980 0.2082 0.094 Uiso 1 1 calc R U . . .
Cd1 Cd 0.61623(6) 0.69889(5) 0.57678(4) 0.0244(2) Uani 1 1 d . . . . .
Cd2 Cd 0.5000 1.0000 0.5000 0.0244(2) Uani 1 2 d S . P . .
Cl1 Cl 0.5368(2) 0.9340(2) 0.66978(16) 0.0293(4) Uani 1 1 d . . . . .
Cl2 Cl 0.6003(2) 0.7744(2) 0.41250(16) 0.0296(4) Uani 1 1 d . . . . .
Cl3 Cl 0.6600(2) 0.4527(2) 0.4768(2) 0.0352(5) Uani 1 1 d . . . . .
N1 N 0.8856(7) 0.8131(7) 0.6531(6) 0.0278(14) Uani 1 1 d . . . . .
N2 N 1.3174(8) 0.3039(7) 1.2434(5) 0.0282(14) Uani 1 1 d . . . . .
N3 N 0.0652(7) 0.6969(7) 0.3724(6) 0.0326(15) Uani 1 1 d . . . . .
O1 O 1.2095(6) 0.6670(5) 0.8194(5) 0.0316(12) Uani 1 1 d . . . . .
O2 O 1.2860(6) 0.8995(5) 0.9407(4) 0.0287(12) Uani 1 1 d . . . . .
O3 O 1.1883(6) 0.5883(6) 1.0566(5) 0.0318(12) Uani 1 1 d . . . . .
O4 O 1.4372(5) 0.5731(6) 1.0942(5) 0.0271(11) Uani 1 1 d . . . . .
O5 O 0.2652(6) 0.8569(6) 0.4043(5) 0.0370(14) 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
C1 N1 1.368(10) . ?
C1 C2 1.400(11) . ?
C2 C3 1.388(11) . ?
C3 C4 1.362(11) . ?
C4 C5 1.384(11) . ?
C4 C6 1.472(10) . ?
C5 N1 1.342(10) . ?
C6 O1 1.391(8) . ?
C6 O2 1.411(9) . ?
C7 O2 1.428(9) . ?
C7 C8 1.535(10) . ?
C8 C11 1.493(11) . ?
C8 C9 1.513(10) . ?
C8 C10 1.531(10) . ?
C9 O1 1.408(8) . ?
C10 O4 1.422(9) . ?
C11 O3 1.446(9) . ?
C12 O3 1.374(9) . ?
C12 O4 1.457(9) . ?
C12 C13 1.465(11) . ?
C13 C14 1.371(11) . ?
C13 C17 1.392(11) . ?
C14 C15 1.386(12) . ?
C15 C16 1.395(11) . ?
C16 N2 1.351(10) . ?
C17 N2 1.324(10) . ?
C18 O5 1.266(10) . ?
C18 N3 1.311(10) . ?
C19 N3 1.467(11) . ?
C20 N3 1.456(12) . ?
Cd1 N2 2.370(6) 2_767 ?
Cd1 N1 2.468(6) . ?
Cd1 Cl3 2.603(2) . ?
Cd1 Cl2 2.625(2) . ?
Cd1 Cl1 2.645(2) . ?
Cd1 Cl3 2.692(2) 2_666 ?
Cd2 O5 2.289(5) 2_676 ?
Cd2 O5 2.289(5) . ?
Cd2 Cl1 2.6113(19) 2_676 ?
Cd2 Cl1 2.6113(19) . ?
Cd2 Cl2 2.657(2) 2_676 ?
Cd2 Cl2 2.657(2) . ?
Cl3 Cd1 2.692(2) 2_666 ?
N2 Cd1 2.370(6) 2_767 ?

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 C1 C2 121.3(7) . . ?
C3 C2 C1 119.1(8) . . ?
C4 C3 C2 120.3(8) . . ?
C3 C4 C5 117.4(7) . . ?
C3 C4 C6 120.6(7) . . ?
C5 C4 C6 122.0(7) . . ?
N1 C5 C4 125.1(7) . . ?
O1 C6 O2 110.6(6) . . ?
O1 C6 C4 113.6(6) . . ?
O2 C6 C4 105.1(6) . . ?
O2 C7 C8 111.4(6) . . ?
C11 C8 C9 112.3(6) . . ?
C11 C8 C10 106.8(6) . . ?
C9 C8 C10 112.1(6) . . ?
C11 C8 C7 109.2(6) . . ?
C9 C8 C7 106.5(6) . . ?
C10 C8 C7 110.0(6) . . ?
O1 C9 C8 110.8(6) . . ?
O4 C10 C8 110.3(6) . . ?
O3 C11 C8 110.2(6) . . ?
O3 C12 O4 110.0(6) . . ?
O3 C12 C13 112.2(7) . . ?
O4 C12 C13 104.9(6) . . ?
C14 C13 C17 116.5(7) . . ?
C14 C13 C12 121.8(7) . . ?
C17 C13 C12 121.6(7) . . ?
C13 C14 C15 120.6(7) . . ?
C14 C15 C16 118.6(7) . . ?
N2 C16 C15 121.6(7) . . ?
N2 C17 C13 125.0(7) . . ?
O5 C18 N3 121.3(8) . . ?
N2 Cd1 N1 79.4(2) 2_767 . ?
N2 Cd1 Cl3 93.72(17) 2_767 . ?
N1 Cd1 Cl3 93.87(16) . . ?
N2 Cd1 Cl2 162.78(17) 2_767 . ?
N1 Cd1 Cl2 86.78(16) . . ?
Cl3 Cd1 Cl2 97.39(7) . . ?
N2 Cd1 Cl1 87.16(17) 2_767 . ?
N1 Cd1 Cl1 93.11(16) . . ?
Cl3 Cd1 Cl1 173.01(7) . . ?
Cl2 Cd1 Cl1 83.42(6) . . ?
N2 Cd1 Cl3 89.63(17) 2_767 2_666 ?
N1 Cd1 Cl3 167.59(16) . 2_666 ?
Cl3 Cd1 Cl3 81.05(7) . 2_666 ?
Cl2 Cd1 Cl3 105.04(7) . 2_666 ?
Cl1 Cd1 Cl3 92.03(6) . 2_666 ?
O5 Cd2 O5 180.0 2_676 . ?
O5 Cd2 Cl1 93.08(16) 2_676 2_676 ?
O5 Cd2 Cl1 86.92(16) . 2_676 ?
O5 Cd2 Cl1 86.92(16) 2_676 . ?
O5 Cd2 Cl1 93.08(16) . . ?
Cl1 Cd2 Cl1 180.00(7) 2_676 . ?
O5 Cd2 Cl2 85.78(17) 2_676 2_676 ?
O5 Cd2 Cl2 94.22(17) . 2_676 ?
Cl1 Cd2 Cl2 83.44(6) 2_676 2_676 ?
Cl1 Cd2 Cl2 96.56(6) . 2_676 ?
O5 Cd2 Cl2 94.22(17) 2_676 . ?
O5 Cd2 Cl2 85.78(17) . . ?
Cl1 Cd2 Cl2 96.56(6) 2_676 . ?
Cl1 Cd2 Cl2 83.44(6) . . ?
Cl2 Cd2 Cl2 180.00(11) 2_676 . ?
Cd2 Cl1 Cd1 96.73(6) . . ?
Cd1 Cl2 Cd2 96.11(6) . . ?
Cd1 Cl3 Cd1 98.95(7) . 2_666 ?
C5 N1 C1 116.8(7) . . ?
C5 N1 Cd1 125.4(5) . . ?
C1 N1 Cd1 117.8(5) . . ?
C17 N2 C16 117.7(6) . . ?
C17 N2 Cd1 120.3(5) . 2_767 ?
C16 N2 Cd1 121.2(5) . 2_767 ?
C18 N3 C20 122.6(8) . . ?
C18 N3 C19 120.7(8) . . ?
C20 N3 C19 116.6(8) . . ?
C6 O1 C9 113.3(5) . . ?
C6 O2 C7 111.2(6) . . ?
C12 O3 C11 110.2(6) . . ?
C10 O4 C12 111.0(6) . . ?
C18 O5 Cd2 126.7(5) . . ?

_refine_diff_density_max         1.501
_refine_diff_density_min         -2.745
_refine_diff_density_rms         0.523

####################################################################### 
# 
# 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_CCDC1
_audit_block_doi                 10.5517/ccdc.csd.cc205mnh
_database_code_depnum_ccdc_archive 'CCDC 1852456'
_audit_update_record             
;
2018-12-25 deposited with the CCDC.
2019-01-09 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         ?
_chemical_formula_sum            'C19 H21 Cl2 N3 O4 Zn'
_chemical_formula_weight         491.66

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'
Zn Zn 0.2839 1.4301 '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                   14.717(3)
_cell_length_b                   10.463(2)
_cell_length_c                   14.910(3)
_cell_angle_alpha                90
_cell_angle_beta                 112.699(4)
_cell_angle_gamma                90
_cell_volume                     2118.1(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1636
_cell_measurement_theta_min      2.96
_cell_measurement_theta_max      20.91

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.542
_exptl_crystal_F_000             1008
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    1.442
_shelx_estimated_absorpt_T_min   0.813
_shelx_estimated_absorpt_T_max   0.835
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12579
_diffrn_reflns_av_unetI/netI     0.0916
_diffrn_reflns_av_R_equivalents  0.0595
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.652
_diffrn_reflns_theta_max         28.232
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             5027
_reflns_number_gt                2477
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0900P)²+0.5051P] 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         5027
_refine_ls_number_parameters     263
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1352
_refine_ls_R_factor_gt           0.0562
_refine_ls_wR_factor_ref         0.1942
_refine_ls_wR_factor_gt          0.1482
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      1.007
_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
Zn1 Zn 0.50633(5) 0.12570(6) 0.36816(4) 0.0443(2) Uani 1 1 d . . . . .
Cl2 Cl 0.37588(11) 0.01783(14) 0.36658(10) 0.0580(4) Uani 1 1 d . . . . .
Cl3 Cl 0.64083(12) 0.02802(17) 0.37065(12) 0.0722(5) Uani 1 1 d . . . . .
N1 N 0.5403(3) 0.2569(4) 0.4776(3) 0.0411(10) Uani 1 1 d . . . . .
N2 N 0.4571(3) 0.2312(4) 0.2395(3) 0.0421(10) Uani 1 1 d . . . . .
O4 O 0.7149(3) 0.6265(4) 0.6018(3) 0.0545(10) Uani 1 1 d . . . . .
O2 O 0.4868(3) 0.2485(4) -0.0531(3) 0.0567(10) Uani 1 1 d . . . . .
C5 C 0.8605(4) 0.6865(5) 0.5706(3) 0.0378(11) Uani 1 1 d . . . . .
C6 C 0.5098(4) 0.2357(5) 0.1832(4) 0.0419(12) Uani 1 1 d . . . . .
H6 H 0.5716 0.1974 0.2059 0.050 Uiso 1 1 calc R U . . .
O1 O 0.6296(3) 0.2340(4) 0.0846(3) 0.0541(10) Uani 1 1 d . . . . .
O3 O 0.7868(3) 0.4749(3) 0.5369(3) 0.0600(11) Uani 1 1 d . . . . .
C9 C 0.4768(4) 0.2939(5) 0.0943(4) 0.0458(12) Uani 1 1 d . U . . .
C10 C 0.4892(4) 0.2607(5) 0.5341(4) 0.0486(13) Uani 1 1 d . . . . .
H10 H 0.4359 0.2058 0.5209 0.058 Uiso 1 1 calc R U . . .
C11 C 0.3847(4) 0.3502(5) 0.0592(4) 0.0483(14) Uani 1 1 d . . . . .
H11 H 0.3594 0.3880 -0.0020 0.058 Uiso 1 1 calc R U . . .
C12 C 0.6479(4) 0.4192(5) 0.5745(4) 0.0463(13) Uani 1 1 d . . . . .
C13 C 0.7428(4) 0.5013(5) 0.6046(4) 0.0516(14) Uani 1 1 d . . . . .
H13 H 0.7881 0.4785 0.6704 0.062 Uiso 1 1 calc R U . . .
C14 C 0.5422(4) 0.3017(5) 0.0353(4) 0.0473(13) Uani 1 1 d . U . . .
H14 H 0.5571 0.3911 0.0270 0.057 Uiso 1 1 calc R U . . .
C15 C 0.5921(4) 0.4243(5) 0.6315(4) 0.0535(15) Uani 1 1 d . . . . .
H15 H 0.6085 0.4820 0.6828 0.064 Uiso 1 1 calc R U . . .
C16 C 0.3686(4) 0.2883(5) 0.2063(4) 0.0465(13) Uani 1 1 d . . . . .
H16 H 0.3316 0.2866 0.2447 0.056 Uiso 1 1 calc R U . . .
C17 C 0.6191(4) 0.3349(5) 0.4989(4) 0.0459(13) Uani 1 1 d . . . . .
H17 H 0.6555 0.3308 0.4600 0.055 Uiso 1 1 calc R U . . .
C18 C 0.8804(4) 0.5448(5) 0.5662(4) 0.0537(15) Uani 1 1 d . . . . .
H18A H 0.9105 0.5295 0.5197 0.064 Uiso 1 1 calc R U . . .
H18B H 0.9253 0.5152 0.6295 0.064 Uiso 1 1 calc R U . . .
C19 C 0.5415(5) 0.2569(7) -0.1165(4) 0.0641(18) Uani 1 1 d . . . . .
H19A H 0.5534 0.3458 -0.1267 0.077 Uiso 1 1 calc R U . . .
H19B H 0.5029 0.2193 -0.1792 0.077 Uiso 1 1 calc R U . . .
C20 C 0.3308(4) 0.3485(5) 0.1184(4) 0.0522(14) Uani 1 1 d . . . . .
H20 H 0.2696 0.3882 0.0981 0.063 Uiso 1 1 calc R U . . .
C22 C 0.8027(4) 0.7040(6) 0.6350(4) 0.0542(15) Uani 1 1 d . . . . .
H22A H 0.8438 0.6807 0.7012 0.065 Uiso 1 1 calc R U . . .
H22B H 0.7846 0.7932 0.6346 0.065 Uiso 1 1 calc R U . . .
C23 C 0.5127(5) 0.3439(6) 0.6120(4) 0.0580(16) Uani 1 1 d . . . . .
H23 H 0.4757 0.3454 0.6504 0.070 Uiso 1 1 calc R U . . .
C24 C 0.6926(4) 0.2402(6) 0.0310(4) 0.0541(15) Uani 1 1 d . . . . .
H24A H 0.7522 0.1915 0.0647 0.065 Uiso 1 1 calc R U . . .
H24B H 0.7112 0.3283 0.0268 0.065 Uiso 1 1 calc R U . . .
C25 C 0.2763(6) 0.1214(8) 0.8084(6) 0.094(3) Uani 1 1 d . . . . .
H25A H 0.2745 0.1735 0.7547 0.141 Uiso 1 1 calc R U . . .
H25B H 0.3371 0.0747 0.8333 0.141 Uiso 1 1 calc R U . . .
H25C H 0.2715 0.1749 0.8587 0.141 Uiso 1 1 calc R U . . .
C26 C 0.1953(6) 0.0334(8) 0.7762(6) 0.084(2) Uani 1 1 d . . . . .
N3 N 0.1310(6) -0.0304(8) 0.7525(6) 0.137(3) 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
Zn1 N1 2.041(4) . ?
Zn1 N2 2.086(4) . ?
Zn1 Cl3 2.2154(17) . ?
Zn1 Cl2 2.2194(15) . ?
N1 C10 1.330(6) . ?
N1 C17 1.352(6) . ?
N2 C16 1.343(6) . ?
N2 C6 1.344(6) . ?
O4 C13 1.368(6) . ?
O4 C22 1.442(6) . ?
O2 C14 1.373(6) . ?
O2 C19 1.461(6) . ?
C5 C18 1.517(7) . ?
C5 C24 1.519(7) 2_655 ?
C5 C22 1.520(7) . ?
C5 C19 1.526(7) 2_655 ?
C6 C9 1.367(7) . ?
O1 C14 1.402(6) . ?
O1 C24 1.440(6) . ?
O3 C13 1.421(6) . ?
O3 C18 1.469(6) . ?
C9 C11 1.382(7) . ?
C9 C14 1.536(7) . ?
C10 C23 1.384(7) . ?
C11 C20 1.397(7) . ?
C12 C17 1.364(7) . ?
C12 C15 1.392(7) . ?
C12 C13 1.551(8) . ?
C15 C23 1.376(8) . ?
C16 C20 1.365(8) . ?
C19 C5 1.526(7) 2_645 ?
C24 C5 1.519(7) 2_645 ?
C25 C26 1.434(10) . ?
C26 N3 1.099(9) . ?

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 Zn1 N2 105.68(16) . . ?
N1 Zn1 Cl3 110.81(13) . . ?
N2 Zn1 Cl3 104.49(12) . . ?
N1 Zn1 Cl2 107.13(12) . . ?
N2 Zn1 Cl2 105.53(12) . . ?
Cl3 Zn1 Cl2 121.96(7) . . ?
C10 N1 C17 118.5(4) . . ?
C10 N1 Zn1 120.2(4) . . ?
C17 N1 Zn1 121.1(3) . . ?
C16 N2 C6 117.8(4) . . ?
C16 N2 Zn1 121.1(3) . . ?
C6 N2 Zn1 120.9(4) . . ?
C13 O4 C22 108.0(4) . . ?
C14 O2 C19 109.0(5) . . ?
C18 C5 C24 110.7(4) . 2_655 ?
C18 C5 C22 108.0(4) . . ?
C24 C5 C22 112.7(5) 2_655 . ?
C18 C5 C19 109.1(5) . 2_655 ?
C24 C5 C19 107.6(4) 2_655 2_655 ?
C22 C5 C19 108.7(4) . 2_655 ?
N2 C6 C9 123.1(5) . . ?
C14 O1 C24 110.1(4) . . ?
C13 O3 C18 108.9(4) . . ?
C6 C9 C11 119.1(5) . . ?
C6 C9 C14 120.8(5) . . ?
C11 C9 C14 120.1(5) . . ?
N1 C10 C23 122.1(5) . . ?
C9 C11 C20 118.0(5) . . ?
C17 C12 C15 117.5(5) . . ?
C17 C12 C13 123.7(5) . . ?
C15 C12 C13 118.6(5) . . ?
O4 C13 O3 112.3(4) . . ?
O4 C13 C12 107.2(4) . . ?
O3 C13 C12 107.0(5) . . ?
O2 C14 O1 112.5(4) . . ?
O2 C14 C9 104.9(4) . . ?
O1 C14 C9 109.0(4) . . ?
C23 C15 C12 120.0(5) . . ?
N2 C16 C20 122.5(5) . . ?
N1 C17 C12 123.3(5) . . ?
O3 C18 C5 109.0(4) . . ?
O2 C19 C5 110.0(4) . 2_645 ?
C16 C20 C11 119.5(5) . . ?
O4 C22 C5 111.3(4) . . ?
C15 C23 C10 118.6(5) . . ?
O1 C24 C5 110.0(4) . 2_645 ?
N3 C26 C25 177.1(11) . . ?

_refine_diff_density_max         0.879
_refine_diff_density_min         -0.429
_refine_diff_density_rms         0.098

####################################################################### 
# 
# 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_CCDC2
_audit_block_doi                 10.5517/ccdc.csd.cc205mqk
_database_code_depnum_ccdc_archive 'CCDC 1852458'
_audit_update_record             
;
2018-12-25 deposited with the CCDC.
2019-01-09 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         ?
_chemical_formula_sum            'C38 H42 Cd Cl2 N6 O8'
_chemical_formula_weight         894.07

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           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                   10.1060(19)
_cell_length_b                   10.938(2)
_cell_length_c                   16.982(4)
_cell_angle_alpha                90
_cell_angle_beta                 93.225(3)
_cell_angle_gamma                90
_cell_volume                     1874.2(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1828
_cell_measurement_theta_min      3.04
_cell_measurement_theta_max      24.75

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.584
_exptl_crystal_F_000             916
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.787
_shelx_estimated_absorpt_T_min   0.858
_shelx_estimated_absorpt_T_max   0.898
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11229
_diffrn_reflns_av_unetI/netI     0.0840
_diffrn_reflns_av_R_equivalents  0.0585
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.018
_diffrn_reflns_theta_max         28.224
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             4499
_reflns_number_gt                2743
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0717P)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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4499
_refine_ls_number_parameters     251
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.1028
_refine_ls_R_factor_gt           0.0525
_refine_ls_wR_factor_ref         0.1528
_refine_ls_wR_factor_gt          0.1303
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.033
_refine_ls_shift/su_mean         0.002

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 0.8058(5) 0.0498(5) 0.0678(3) 0.0396(11) Uani 1 1 d . . . . .
H1 H 0.7827 -0.0137 0.1007 0.048 Uiso 1 1 calc R U . . .
C2 C 0.9346(4) 0.0943(4) 0.0749(3) 0.0338(10) Uani 1 1 d . . . . .
C3 C 0.9656(5) 0.1900(4) 0.0250(3) 0.0424(11) Uani 1 1 d . . . . .
H3 H 1.0508 0.2226 0.0276 0.051 Uiso 1 1 calc R U . . .
C4 C 0.8718(5) 0.2358(4) -0.0275(3) 0.0437(12) Uani 1 1 d . . . . .
H4 H 0.8920 0.2998 -0.0608 0.052 Uiso 1 1 calc R U . . .
C5 C 0.7471(5) 0.1866(4) -0.0306(3) 0.0419(11) Uani 1 1 d . . . . .
H5 H 0.6833 0.2189 -0.0663 0.050 Uiso 1 1 calc R U . . .
C6 C 1.0365(5) 0.0419(4) 0.1328(3) 0.0364(10) Uani 1 1 d . . . . .
H6 H 1.1091 0.0073 0.1041 0.044 Uiso 1 1 calc R U . . .
C7 C 1.0780(5) -0.1079(4) 0.2288(3) 0.0467(12) Uani 1 1 d . . . . .
H7A H 1.1437 -0.1468 0.1977 0.056 Uiso 1 1 calc R U . . .
H7B H 1.0366 -0.1708 0.2592 0.056 Uiso 1 1 calc R U . . .
C8 C 1.1459(4) -0.0160(4) 0.2846(3) 0.0355(10) Uani 1 1 d . . . . .
C9 C 1.1922(5) 0.0920(4) 0.2347(3) 0.0430(11) Uani 1 1 d . . . . .
H9A H 1.2239 0.1574 0.2695 0.052 Uiso 1 1 calc R U . . .
H9B H 1.2652 0.0658 0.2041 0.052 Uiso 1 1 calc R U . . .
C10 C 0.0527(5) 0.4720(4) -0.1547(3) 0.0456(12) Uani 1 1 d . . . . .
H10A H 0.0136 0.5420 -0.1298 0.055 Uiso 1 1 calc R U . . .
H10B H -0.0183 0.4249 -0.1807 0.055 Uiso 1 1 calc R U . . .
C11 C 0.2642(5) 0.5760(4) -0.1718(3) 0.0488(13) Uani 1 1 d . . . . .
H11A H 0.3302 0.5963 -0.2090 0.059 Uiso 1 1 calc R U . . .
H11B H 0.2362 0.6512 -0.1475 0.059 Uiso 1 1 calc R U . . .
C12 C 0.2277(5) 0.4634(4) -0.0582(3) 0.0402(11) Uani 1 1 d . . . . .
H12 H 0.1938 0.5371 -0.0335 0.048 Uiso 1 1 calc R U . . .
C13 C 0.3431(5) 0.2688(4) -0.0147(3) 0.0434(12) Uani 1 1 d . . . . .
H13 H 0.3300 0.2425 -0.0666 0.052 Uiso 1 1 calc R U . . .
C14 C 0.2960(4) 0.3828(4) 0.0044(3) 0.0382(10) Uani 1 1 d . . . . .
C15 C 0.3153(5) 0.4210(4) 0.0814(3) 0.0467(12) Uani 1 1 d . . . . .
H15 H 0.2848 0.4971 0.0967 0.056 Uiso 1 1 calc R U . . .
C16 C 0.3813(6) 0.3438(5) 0.1362(3) 0.0532(14) Uani 1 1 d . . . . .
H16 H 0.3947 0.3671 0.1887 0.064 Uiso 1 1 calc R U . . .
C17 C 0.4253(5) 0.2343(5) 0.1109(3) 0.0442(12) Uani 1 1 d . . . . .
H17 H 0.4713 0.1845 0.1474 0.053 Uiso 1 1 calc R U . . .
C18 C 0.5173(7) 0.3372(6) 0.8184(5) 0.094(2) Uani 1 1 d . . . . .
H18A H 0.5053 0.2654 0.8497 0.141 Uiso 1 1 calc R U . . .
H18B H 0.4537 0.3373 0.7743 0.141 Uiso 1 1 calc R U . . .
H18C H 0.5050 0.4087 0.8500 0.141 Uiso 1 1 calc R U . . .
C19 C 0.6431(12) 0.3377(12) 0.7917(8) 0.160(3) Uani 1 1 d . U . . .
Cd1 Cd 0.5000 0.0000 0.0000 0.03724(17) Uani 1 2 d S . P . .
Cl1 Cl 0.52149(13) -0.06620(12) 0.14808(7) 0.0497(3) Uani 1 1 d . . . . .
N1 N 0.7131(4) 0.0940(4) 0.0156(2) 0.0409(9) Uani 1 1 d . . . . .
N2 N 0.4068(4) 0.1933(3) 0.0373(2) 0.0417(9) Uani 1 1 d . . . . .
N3 N 0.7538(8) 0.3766(8) 0.7649(6) 0.151(3) Uani 1 1 d . U . . .
O1 O 0.9798(3) -0.0510(3) 0.1772(2) 0.0442(8) Uani 1 1 d . . . . .
O2 O 1.0870(3) 0.1369(3) 0.18265(18) 0.0389(7) Uani 1 1 d . . . . .
O3 O 0.3215(3) 0.4963(3) -0.1124(2) 0.0445(8) Uani 1 1 d . . . . .
O4 O 0.1213(3) 0.3974(3) -0.09511(19) 0.0458(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
C1 N1 1.343(6) . ?
C1 C2 1.388(6) . ?
C2 C3 1.394(6) . ?
C2 C6 1.498(6) . ?
C3 C4 1.361(6) . ?
C4 C5 1.368(6) . ?
C5 N1 1.338(6) . ?
C6 O1 1.406(6) . ?
C6 O2 1.417(5) . ?
C7 O1 1.429(5) . ?
C7 C8 1.519(6) . ?
C8 C10 1.513(7) 4_666 ?
C8 C11 1.519(6) 4_666 ?
C8 C9 1.541(6) . ?
C9 O2 1.431(5) . ?
C10 O4 1.446(5) . ?
C10 C8 1.513(7) 4_465 ?
C11 O3 1.431(5) . ?
C11 C8 1.519(6) 4_465 ?
C12 O3 1.405(6) . ?
C12 O4 1.412(6) . ?
C12 C14 1.517(6) . ?
C13 N2 1.346(6) . ?
C13 C14 1.379(6) . ?
C14 C15 1.376(6) . ?
C15 C16 1.398(7) . ?
C16 C17 1.356(7) . ?
C17 N2 1.332(6) . ?
C18 C19 1.374(13) . ?
C19 N3 1.303(12) . ?
Cd1 N1 2.388(4) . ?
Cd1 N1 2.388(4) 3_655 ?
Cd1 N2 2.413(4) . ?
Cd1 N2 2.413(4) 3_655 ?
Cd1 Cl1 2.6141(13) . ?
Cd1 Cl1 2.6142(13) 3_655 ?

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 C1 C2 123.2(4) . . ?
C1 C2 C3 116.9(4) . . ?
C1 C2 C6 122.0(4) . . ?
C3 C2 C6 121.1(4) . . ?
C4 C3 C2 120.2(4) . . ?
C3 C4 C5 119.1(4) . . ?
N1 C5 C4 122.8(4) . . ?
O1 C6 O2 110.7(4) . . ?
O1 C6 C2 110.0(4) . . ?
O2 C6 C2 108.8(4) . . ?
O1 C7 C8 111.6(4) . . ?
C10 C8 C7 111.0(4) 4_666 . ?
C10 C8 C11 108.0(4) 4_666 4_666 ?
C7 C8 C11 109.5(4) . 4_666 ?
C10 C8 C9 110.5(4) 4_666 . ?
C7 C8 C9 107.7(4) . . ?
C11 C8 C9 110.1(4) 4_666 . ?
O2 C9 C8 111.4(3) . . ?
O4 C10 C8 111.3(4) . 4_465 ?
O3 C11 C8 110.9(4) . 4_465 ?
O3 C12 O4 111.4(4) . . ?
O3 C12 C14 108.1(4) . . ?
O4 C12 C14 108.6(4) . . ?
N2 C13 C14 124.0(4) . . ?
C15 C14 C13 117.7(4) . . ?
C15 C14 C12 121.6(4) . . ?
C13 C14 C12 120.7(4) . . ?
C14 C15 C16 119.1(5) . . ?
C17 C16 C15 118.4(5) . . ?
N2 C17 C16 124.3(4) . . ?
N3 C19 C18 161.0(12) . . ?
N1 Cd1 N1 180.0 . 3_655 ?
N1 Cd1 N2 87.50(13) . . ?
N1 Cd1 N2 92.50(13) 3_655 . ?
N1 Cd1 N2 92.50(13) . 3_655 ?
N1 Cd1 N2 87.50(13) 3_655 3_655 ?
N2 Cd1 N2 180.0 . 3_655 ?
N1 Cd1 Cl1 89.25(9) . . ?
N1 Cd1 Cl1 90.75(9) 3_655 . ?
N2 Cd1 Cl1 90.16(9) . . ?
N2 Cd1 Cl1 89.84(9) 3_655 . ?
N1 Cd1 Cl1 90.75(9) . 3_655 ?
N1 Cd1 Cl1 89.25(9) 3_655 3_655 ?
N2 Cd1 Cl1 89.84(9) . 3_655 ?
N2 Cd1 Cl1 90.16(9) 3_655 3_655 ?
Cl1 Cd1 Cl1 180.0 . 3_655 ?
C5 N1 C1 117.9(4) . . ?
C5 N1 Cd1 121.4(3) . . ?
C1 N1 Cd1 120.6(3) . . ?
C17 N2 C13 116.4(4) . . ?
C17 N2 Cd1 120.3(3) . . ?
C13 N2 Cd1 123.0(3) . . ?
C6 O1 C7 110.7(4) . . ?
C6 O2 C9 110.3(3) . . ?
C12 O3 C11 110.9(4) . . ?
C12 O4 C10 110.2(4) . . ?

_refine_diff_density_max         0.721
_refine_diff_density_min         -0.691
_refine_diff_density_rms         0.097

####################################################################### 
# 
# 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_CCDC3
_audit_block_doi                 10.5517/ccdc.csd.cc205msm
_database_code_depnum_ccdc_archive 'CCDC 1852460'
_audit_update_record             
;
2018-12-25 deposited with the CCDC.
2019-01-09 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         ?
_chemical_formula_sum            'C17 H18 N2 O4'
_chemical_formula_weight         314.33

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           41
_space_group_name_H-M_alt        'A b a 2'
_space_group_name_Hall           'A 2 -2ac'

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

_cell_length_a                   24.479(7)
_cell_length_b                   10.978(3)
_cell_length_c                   5.6901(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1529.1(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1230
_cell_measurement_theta_min      3.33
_cell_measurement_theta_max      23.28

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_F_000             664
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    0.098
_shelx_estimated_absorpt_T_min   0.981
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4516
_diffrn_reflns_av_unetI/netI     0.0425
_diffrn_reflns_av_R_equivalents  0.0301
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         1.664
_diffrn_reflns_theta_max         28.227
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             1810
_reflns_number_gt                1411
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.750
_reflns_Friedel_fraction_max     0.908
_reflns_Friedel_fraction_full    0.979

_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0458P)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-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.011(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 499 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   1.3(8)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         1810
_refine_ls_number_parameters     106
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0593
_refine_ls_R_factor_gt           0.0421
_refine_ls_wR_factor_ref         0.0938
_refine_ls_wR_factor_gt          0.0865
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_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 0.70023(10) 0.6359(2) 0.0478(5) 0.0524(7) Uani 1 1 d . . . . .
H1 H 0.7223 0.5804 -0.0314 0.063 Uiso 1 1 calc R U . . .
C2 C 0.69512(11) 0.7512(2) -0.0435(5) 0.0553(7) Uani 1 1 d . . . . .
H2 H 0.7138 0.7729 -0.1797 0.066 Uiso 1 1 calc R U . . .
C3 C 0.66206(10) 0.8341(2) 0.0691(5) 0.0485(7) Uani 1 1 d . . . . .
H3 H 0.6578 0.9124 0.0095 0.058 Uiso 1 1 calc R U . . .
C4 C 0.63521(8) 0.79903(19) 0.2729(4) 0.0364(5) Uani 1 1 d . . . . .
C5 C 0.64367(10) 0.6809(2) 0.3522(5) 0.0422(6) Uani 1 1 d . . . . .
H5 H 0.6262 0.6569 0.4897 0.051 Uiso 1 1 calc R U . . .
C6 C 0.59959(9) 0.88688(19) 0.4072(4) 0.0378(5) Uani 1 1 d . . . . .
H6 H 0.6221 0.9325 0.5193 0.045 Uiso 1 1 calc R U . . .
C7 C 0.54395(10) 1.0589(2) 0.3651(4) 0.0423(6) Uani 1 1 d . . . . .
H7A H 0.5268 1.1121 0.2508 0.051 Uiso 1 1 calc R U . . .
H7B H 0.5677 1.1081 0.4629 0.051 Uiso 1 1 calc R U . . .
C8 C 0.5000 1.0000 0.5180(5) 0.0365(7) Uani 1 2 d S T P . .
C9 C 0.52720(10) 0.9034(2) 0.6711(4) 0.0450(6) Uani 1 1 d . . . . .
H9A H 0.5506 0.9427 0.7861 0.054 Uiso 1 1 calc R U . . .
H9B H 0.4994 0.8579 0.7551 0.054 Uiso 1 1 calc R U . . .
N1 N 0.67544(8) 0.59956(18) 0.2429(4) 0.0500(6) Uani 1 1 d . . . . .
O1 O 0.57594(6) 0.96843(13) 0.2445(3) 0.0421(4) Uani 1 1 d . . . . .
O2 O 0.55915(6) 0.82152(13) 0.5299(3) 0.0423(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
C1 N1 1.327(3) . ?
C1 C2 1.373(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.376(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.387(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.389(3) . ?
C4 C6 1.508(3) . ?
C5 N1 1.338(3) . ?
C5 H5 0.9300 . ?
C6 O2 1.408(3) . ?
C6 O1 1.412(2) . ?
C6 H6 0.9800 . ?
C7 O1 1.439(3) . ?
C7 C8 1.527(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.525(3) 2_675 ?
C8 C9 1.525(3) . ?
C8 C7 1.527(3) 2_675 ?
C9 O2 1.438(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?

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 C1 C2 123.5(3) . . ?
N1 C1 H1 118.2 . . ?
C2 C1 H1 118.2 . . ?
C1 C2 C3 119.1(3) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 H2 120.4 . . ?
C2 C3 C4 119.0(2) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C3 C4 C5 117.4(2) . . ?
C3 C4 C6 121.4(2) . . ?
C5 C4 C6 121.2(2) . . ?
N1 C5 C4 124.0(2) . . ?
N1 C5 H5 118.0 . . ?
C4 C5 H5 118.0 . . ?
O2 C6 O1 111.10(17) . . ?
O2 C6 C4 109.39(17) . . ?
O1 C6 C4 108.05(19) . . ?
O2 C6 H6 109.4 . . ?
O1 C6 H6 109.4 . . ?
C4 C6 H6 109.4 . . ?
O1 C7 C8 111.29(15) . . ?
O1 C7 H7A 109.4 . . ?
C8 C7 H7A 109.4 . . ?
O1 C7 H7B 109.4 . . ?
C8 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
C9 C8 C9 110.3(2) 2_675 . ?
C9 C8 C7 108.20(13) 2_675 2_675 ?
C9 C8 C7 109.81(14) . 2_675 ?
C9 C8 C7 109.81(14) 2_675 . ?
C9 C8 C7 108.19(13) . . ?
C7 C8 C7 110.5(2) 2_675 . ?
O2 C9 C8 110.67(17) . . ?
O2 C9 H9A 109.5 . . ?
C8 C9 H9A 109.5 . . ?
O2 C9 H9B 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 108.1 . . ?
C1 N1 C5 117.0(2) . . ?
C6 O1 C7 110.36(17) . . ?
C6 O2 C9 109.94(16) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 -1.0(4) . . . . ?
C1 C2 C3 C4 0.5(4) . . . . ?
C2 C3 C4 C5 0.3(3) . . . . ?
C2 C3 C4 C6 178.4(2) . . . . ?
C3 C4 C5 N1 -0.8(3) . . . . ?
C6 C4 C5 N1 -178.9(2) . . . . ?
C3 C4 C6 O2 152.8(2) . . . . ?
C5 C4 C6 O2 -29.2(3) . . . . ?
C3 C4 C6 O1 31.7(3) . . . . ?
C5 C4 C6 O1 -150.23(19) . . . . ?
O1 C7 C8 C9 171.36(18) . . . 2_675 ?
O1 C7 C8 C9 50.9(2) . . . . ?
O1 C7 C8 C7 -69.35(15) . . . 2_675 ?
C9 C8 C9 O2 -172.1(2) 2_675 . . . ?
C7 C8 C9 O2 68.7(2) 2_675 . . . ?
C7 C8 C9 O2 -52.0(2) . . . . ?
C2 C1 N1 C5 0.5(4) . . . . ?
C4 C5 N1 C1 0.4(3) . . . . ?
O2 C6 O1 C7 63.3(2) . . . . ?
C4 C6 O1 C7 -176.68(17) . . . . ?
C8 C7 O1 C6 -56.7(2) . . . . ?
O1 C6 O2 C9 -64.6(2) . . . . ?
C4 C6 O2 C9 176.17(18) . . . . ?
C8 C9 O2 C6 59.2(2) . . . . ?

_refine_diff_density_max         0.240
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.066

####################################################################### 
# 
# 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_CCDC4
_audit_block_doi                 10.5517/ccdc.csd.cc205mpj
_database_code_depnum_ccdc_archive 'CCDC 1852457'
_audit_update_record             
;
2018-12-25 deposited with the CCDC.
2019-01-09 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         ?
_chemical_formula_sum            'C44 H54 Cd2 Cl4 N6 O10'
_chemical_formula_weight         1193.53

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           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   11.150(3)
_cell_length_b                   18.158(5)
_cell_length_c                   11.986(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.932(5)
_cell_angle_gamma                90
_cell_volume                     2408.9(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6074
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      27.08

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.646
_exptl_crystal_F_000             1208
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    1.167
_shelx_estimated_absorpt_T_min   0.800
_shelx_estimated_absorpt_T_max   0.854
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14930
_diffrn_reflns_av_unetI/netI     0.0493
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.712
_diffrn_reflns_theta_max         28.352
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measured_fraction_theta_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_point_group_measured_fraction_full 0.981
_reflns_number_total             8794
_reflns_number_gt                8028
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.943
_reflns_Friedel_fraction_max     0.962
_reflns_Friedel_fraction_full    0.982

_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0764P)²+4.4905P] 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_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.08(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         8794
_refine_ls_number_parameters     598
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0531
_refine_ls_R_factor_gt           0.0466
_refine_ls_wR_factor_ref         0.1442
_refine_ls_wR_factor_gt          0.1341
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.088
_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 0.4715(8) 0.2759(6) 0.8597(8) 0.034(2) Uani 1 1 d . . . . .
H1 H 0.5297 0.2390 0.8643 0.041 Uiso 1 1 calc R U . . .
C2 C 0.3852(10) 0.2729(7) 0.9329(8) 0.042(2) Uani 1 1 d . . . . .
H2 H 0.3852 0.2350 0.9851 0.051 Uiso 1 1 calc R U . . .
C3 C 0.2991(9) 0.3276(8) 0.9266(7) 0.041(2) Uani 1 1 d . . . . .
H3 H 0.2396 0.3269 0.9747 0.049 Uiso 1 1 calc R U . . .
C4 C 0.3014(8) 0.3826(5) 0.8496(7) 0.0273(18) Uani 1 1 d . . . . .
C5 C 0.3910(8) 0.3825(5) 0.7792(7) 0.0262(17) Uani 1 1 d . . . . .
H5 H 0.3929 0.4207 0.7277 0.031 Uiso 1 1 calc R U . . .
C6 C 0.2067(8) 0.4428(6) 0.8400(7) 0.0309(18) Uani 1 1 d . . . . .
H6 H 0.2154 0.4722 0.9091 0.037 Uiso 1 1 calc R U . . .
C7 C -0.0015(8) 0.4591(6) 0.8211(7) 0.033(2) Uani 1 1 d . . . . .
H7A H 0.0029 0.4869 0.8906 0.040 Uiso 1 1 calc R U . . .
H7B H -0.0782 0.4333 0.8110 0.040 Uiso 1 1 calc R U . . .
C8 C 0.0056(8) 0.5111(5) 0.7245(7) 0.0279(18) Uani 1 1 d . . . . .
C9 C 0.1312(8) 0.5446(6) 0.7377(9) 0.037(2) Uani 1 1 d . . . . .
H9A H 0.1408 0.5751 0.6729 0.044 Uiso 1 1 calc R U . . .
H9B H 0.1413 0.5758 0.8040 0.044 Uiso 1 1 calc R U . . .
C10 C -0.0885(8) 0.5732(6) 0.7236(7) 0.0333(19) Uani 1 1 d . . . . .
H10A H -0.1679 0.5521 0.7268 0.040 Uiso 1 1 calc R U . . .
H10B H -0.0692 0.6042 0.7893 0.040 Uiso 1 1 calc R U . . .
C11 C -0.0218(9) 0.4697(5) 0.6138(7) 0.0328(19) Uani 1 1 d . . . . .
H11A H 0.0398 0.4326 0.6083 0.039 Uiso 1 1 calc R U . . .
H11B H -0.0990 0.4447 0.6122 0.039 Uiso 1 1 calc R U . . .
C12 C -0.1152(7) 0.5733(6) 0.5255(7) 0.0296(18) Uani 1 1 d . . . . .
H12 H -0.1947 0.5501 0.5242 0.035 Uiso 1 1 calc R U . . .
C13 C 1.0332(8) 0.1210(5) 0.6489(7) 0.0296(18) Uani 1 1 d . . . . .
H13 H 0.9776 0.0826 0.6426 0.036 Uiso 1 1 calc R U . . .
C14 C 1.1149(8) 0.1246(6) 0.5711(7) 0.0312(19) Uani 1 1 d . . . . .
C15 C 1.1985(11) 0.1826(8) 0.5808(9) 0.051(3) Uani 1 1 d . . . . .
H15 H 1.2567 0.1868 0.5317 0.061 Uiso 1 1 calc R U . . .
C16 C 1.1914(12) 0.2332(9) 0.6657(10) 0.062(4) Uani 1 1 d . . . . .
H16 H 1.2462 0.2720 0.6750 0.075 Uiso 1 1 calc R U . . .
C17 C 1.1054(11) 0.2268(8) 0.7356(9) 0.052(3) Uani 1 1 d . . . . .
H17 H 1.0991 0.2641 0.7878 0.062 Uiso 1 1 calc R U . . .
C18 C 0.7496(10) 0.2130(6) 1.0761(9) 0.040(2) Uani 1 1 d . . . . .
H18 H 0.8076 0.2499 1.0778 0.048 Uiso 1 1 calc R U . . .
C19 C 0.6626(10) 0.2193(6) 1.1464(9) 0.043(2) Uani 1 1 d . . . . .
H19 H 0.6613 0.2597 1.1940 0.052 Uiso 1 1 calc R U . . .
C20 C 0.5778(8) 0.1653(7) 1.1453(8) 0.040(2) Uani 1 1 d . . . . .
H20 H 0.5194 0.1675 1.1944 0.048 Uiso 1 1 calc R U . . .
C21 C 0.5789(8) 0.1069(6) 1.0702(7) 0.0327(19) Uani 1 1 d . . . . .
C22 C 0.6692(8) 0.1059(5) 1.0033(7) 0.0291(18) Uani 1 1 d . . . . .
H22 H 0.6708 0.0671 0.9528 0.035 Uiso 1 1 calc R U . . .
C23 C 0.4795(8) 0.0505(6) 1.0640(7) 0.0324(19) Uani 1 1 d . . . . .
H23 H 0.4842 0.0233 1.1350 0.039 Uiso 1 1 calc R U . . .
C24 C 0.2703(8) 0.0385(6) 1.0374(8) 0.037(2) Uani 1 1 d . . . . .
H24A H 0.1953 0.0658 1.0228 0.044 Uiso 1 1 calc R U . . .
H24B H 0.2698 0.0127 1.1082 0.044 Uiso 1 1 calc R U . . .
C25 C 0.2783(8) -0.0175(5) 0.9431(7) 0.0293(18) Uani 1 1 d . . . . .
C26 C 0.4039(9) -0.0522(6) 0.9630(9) 0.037(2) Uani 1 1 d . . . . .
H26A H 0.4097 -0.0824 1.0303 0.045 Uiso 1 1 calc R U . . .
H26B H 0.4157 -0.0839 0.9002 0.045 Uiso 1 1 calc R U . . .
C27 C 0.1816(9) -0.0750(6) 0.9425(8) 0.036(2) Uani 1 1 d . . . . .
H27A H 0.1947 -0.1038 1.0111 0.044 Uiso 1 1 calc R U . . .
H27B H 0.1032 -0.0515 0.9393 0.044 Uiso 1 1 calc R U . . .
C28 C 0.1676(8) -0.0824(6) 0.7454(8) 0.035(2) Uani 1 1 d . . . . .
H28 H 0.0885 -0.0582 0.7365 0.042 Uiso 1 1 calc R U . . .
C29 C 0.2591(10) 0.0218(6) 0.8305(7) 0.037(2) Uani 1 1 d . . . . .
H29A H 0.1825 0.0477 0.8233 0.045 Uiso 1 1 calc R U . . .
H29B H 0.3228 0.0578 0.8265 0.045 Uiso 1 1 calc R U . . .
C30 C 0.8099(9) 0.2595(6) 0.5077(8) 0.040(2) Uani 1 1 d . . . . .
H30 H 0.8047 0.2239 0.5627 0.047 Uiso 1 1 calc R U . . .
C31 C 0.8873(9) 0.2468(7) 0.4290(8) 0.042(2) Uani 1 1 d . . . . .
H31 H 0.9344 0.2044 0.4312 0.050 Uiso 1 1 calc R U . . .
C32 C 0.8927(8) 0.2987(7) 0.3473(8) 0.038(2) Uani 1 1 d . . . . .
H32 H 0.9427 0.2916 0.2915 0.046 Uiso 1 1 calc R U . . .
C33 C 0.8249(8) 0.3608(6) 0.3478(7) 0.0312(19) Uani 1 1 d . . . . .
C34 C 0.7510(8) 0.3709(6) 0.4289(7) 0.0324(19) Uani 1 1 d . . . . .
H34 H 0.7059 0.4140 0.4284 0.039 Uiso 1 1 calc R U . . .
C35 C 0.5597(9) 0.1455(5) 0.6035(8) 0.038(2) Uani 1 1 d . . . . .
C36 C 0.5425(15) 0.1123(7) 0.7149(10) 0.063(4) Uani 1 1 d . . . . .
H36A H 0.4674 0.1287 0.7400 0.076 Uiso 1 1 calc R U . . .
H36B H 0.6090 0.1248 0.7715 0.076 Uiso 1 1 calc R U . . .
C37 C 0.539(2) 0.0310(9) 0.6909(13) 0.093(6) Uani 1 1 d . . . . .
H37A H 0.5835 0.0042 0.7529 0.112 Uiso 1 1 calc R U . . .
H37B H 0.4567 0.0134 0.6806 0.112 Uiso 1 1 calc R U . . .
C38 C 0.5955(15) 0.0201(8) 0.5888(13) 0.071(4) Uani 1 1 d . . . . .
H38A H 0.6790 0.0047 0.6058 0.086 Uiso 1 1 calc R U . . .
H38B H 0.5520 -0.0164 0.5404 0.086 Uiso 1 1 calc R U . . .
C39 C 0.617(3) 0.1027(11) 0.4253(16) 0.152(13) Uani 1 1 d . . . . .
H39A H 0.5479 0.1221 0.3788 0.228 Uiso 1 1 calc R U . . .
H39B H 0.6395 0.0564 0.3954 0.228 Uiso 1 1 calc R U . . .
H39C H 0.6830 0.1367 0.4267 0.228 Uiso 1 1 calc R U . . .
C40 C 0.3784(8) 0.3324(7) 0.4276(7) 0.0378(19) Uani 1 1 d . . . . .
C41 C 0.4368(13) 0.2945(12) 0.3359(11) 0.088(6) Uani 1 1 d . . . . .
H41A H 0.5028 0.3240 0.3145 0.105 Uiso 1 1 calc R U . . .
H41B H 0.4685 0.2468 0.3615 0.105 Uiso 1 1 calc R U . . .
C42 C 0.3422(15) 0.2856(17) 0.2399(13) 0.138(12) Uani 1 1 d . . . . .
H42A H 0.3281 0.2338 0.2235 0.166 Uiso 1 1 calc R U . . .
H42B H 0.3664 0.3093 0.1736 0.166 Uiso 1 1 calc R U . . .
C43 C 0.2288(12) 0.3213(13) 0.2729(11) 0.091(6) Uani 1 1 d . . . . .
H43A H 0.2046 0.3628 0.2244 0.109 Uiso 1 1 calc R U . . .
H43B H 0.1628 0.2862 0.2686 0.109 Uiso 1 1 calc R U . . .
C44 C 0.1794(11) 0.3799(9) 0.4537(12) 0.069(4) Uani 1 1 d . . . . .
H44A H 0.2212 0.3951 0.5247 0.103 Uiso 1 1 calc R U . . .
H44B H 0.1168 0.3456 0.4661 0.103 Uiso 1 1 calc R U . . .
H44C H 0.1442 0.4222 0.4142 0.103 Uiso 1 1 calc R U . . .
Cd1 Cd 0.60687(5) 0.32917(3) 0.64539(5) 0.03001(15) Uani 1 1 d . . . . .
Cd2 Cd 0.90420(5) 0.16079(4) 0.87911(5) 0.03468(17) Uani 1 1 d . . . . .
Cl1 Cl 0.7794(2) 0.27407(18) 0.7942(2) 0.0487(6) Uani 1 1 d . . . . .
Cl2 Cl 0.6323(3) 0.46557(16) 0.6578(2) 0.0468(6) Uani 1 1 d . . . . .
Cl3 Cl 1.0591(2) 0.2064(2) 1.0259(2) 0.0521(7) Uani 1 1 d . . . . .
Cl4 Cl 0.8710(3) 0.02831(19) 0.8353(3) 0.0623(8) Uani 1 1 d . . . . .
N1 N 0.4767(5) 0.3287(6) 0.7822(5) 0.0231(13) Uani 1 1 d . . . . .
N2 N 1.0289(7) 0.1700(6) 0.7339(7) 0.0347(19) Uani 1 1 d . . . . .
N3 N 0.7563(6) 0.1572(6) 1.0054(5) 0.0287(15) Uani 1 1 d . . . . .
N4 N 0.7408(6) 0.3206(5) 0.5101(6) 0.0284(16) Uani 1 1 d . . . . .
N5 N 0.5871(11) 0.0921(5) 0.5374(8) 0.056(3) Uani 1 1 d . . . . .
N6 N 0.2629(8) 0.3454(7) 0.3881(7) 0.055(3) Uani 1 1 d . . . . .
O1 O 0.2216(5) 0.4883(4) 0.7482(6) 0.0364(15) Uani 1 1 d . . . . .
O2 O 0.0943(5) 0.4073(4) 0.8281(5) 0.0326(14) Uani 1 1 d . . . . .
O3 O -0.0258(6) 0.5191(4) 0.5188(5) 0.0374(15) Uani 1 1 d . . . . .
O4 O -0.0898(6) 0.6172(4) 0.6235(5) 0.0321(13) Uani 1 1 d . . . . .
O5 O 0.3697(6) 0.0884(4) 1.0457(6) 0.0369(15) Uani 1 1 d . . . . .
O6 O 0.4955(6) 0.0017(4) 0.9755(5) 0.0358(14) Uani 1 1 d . . . . .
O7 O 0.2598(6) -0.0305(4) 0.7402(5) 0.0368(15) Uani 1 1 d . . . . .
O8 O 0.1844(6) -0.1224(4) 0.8469(5) 0.0356(15) Uani 1 1 d . . . . .
O9 O 0.5542(9) 0.2099(5) 0.5788(7) 0.059(2) Uani 1 1 d . . . . .
O10 O 0.4253(7) 0.3493(4) 0.5213(6) 0.0483(18) 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
C1 N1 1.341(14) . ?
C1 C2 1.379(13) . ?
C2 C3 1.377(17) . ?
C3 C4 1.363(15) . ?
C4 C5 1.383(12) . ?
C4 C6 1.514(13) . ?
C5 N1 1.363(13) . ?
C6 O2 1.400(10) . ?
C6 O1 1.402(11) . ?
C7 O2 1.418(11) . ?
C7 C8 1.502(12) . ?
C8 C9 1.519(13) . ?
C8 C11 1.523(12) . ?
C8 C10 1.540(13) . ?
C9 O1 1.430(12) . ?
C10 O4 1.439(11) . ?
C11 O3 1.445(11) . ?
C12 O3 1.410(11) . ?
C12 O4 1.420(10) . ?
C12 C14 1.487(13) 2_656 ?
C13 N2 1.358(13) . ?
C13 C14 1.381(13) . ?
C14 C15 1.401(15) . ?
C14 C12 1.487(13) 2_646 ?
C15 C16 1.382(17) . ?
C16 C17 1.352(16) . ?
C17 N2 1.337(15) . ?
C18 N3 1.329(14) . ?
C18 C19 1.364(15) . ?
C19 C20 1.361(16) . ?
C20 C21 1.392(15) . ?
C21 C22 1.361(12) . ?
C21 C23 1.505(14) . ?
C22 N3 1.343(13) . ?
C23 O5 1.399(11) . ?
C23 O6 1.410(11) . ?
C24 O5 1.426(12) . ?
C24 C25 1.531(13) . ?
C25 C27 1.500(13) . ?
C25 C29 1.518(12) . ?
C25 C26 1.528(13) . ?
C26 O6 1.409(12) . ?
C27 O8 1.436(11) . ?
C28 O7 1.401(12) . ?
C28 O8 1.409(11) . ?
C28 C33 1.530(14) 2_646 ?
C29 O7 1.442(11) . ?
C30 N4 1.354(14) . ?
C30 C31 1.373(14) . ?
C31 C32 1.365(16) . ?
C32 C33 1.358(15) . ?
C33 C34 1.360(12) . ?
C33 C28 1.530(14) 2_656 ?
C34 N4 1.350(12) . ?
C35 O9 1.206(13) . ?
C35 N5 1.311(14) . ?
C35 C36 1.499(15) . ?
C36 C37 1.50(2) . ?
C37 C38 1.45(2) . ?
C38 N5 1.444(17) . ?
C39 N5 1.435(17) . ?
C40 O10 1.219(11) . ?
C40 N6 1.339(12) . ?
C40 C41 1.509(16) . ?
C41 C42 1.47(2) . ?
C42 C43 1.52(2) . ?
C43 N6 1.454(14) . ?
C44 N6 1.434(15) . ?
Cd1 N1 2.317(6) . ?
Cd1 N4 2.338(7) . ?
Cd1 O9 2.358(8) . ?
Cd1 O10 2.392(7) . ?
Cd1 Cl2 2.495(3) . ?
Cd1 Cl1 2.656(3) . ?
Cd2 N2 2.362(8) . ?
Cd2 N3 2.370(7) . ?
Cd2 Cl3 2.456(3) . ?
Cd2 Cl4 2.481(4) . ?
Cd2 Cl1 2.619(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
N1 C1 C2 124.1(9) . . ?
C3 C2 C1 118.1(10) . . ?
C4 C3 C2 119.7(9) . . ?
C3 C4 C5 119.1(9) . . ?
C3 C4 C6 120.7(8) . . ?
C5 C4 C6 120.2(8) . . ?
N1 C5 C4 122.7(8) . . ?
O2 C6 O1 112.3(7) . . ?
O2 C6 C4 106.5(8) . . ?
O1 C6 C4 109.7(7) . . ?
O2 C7 C8 110.6(7) . . ?
C7 C8 C9 107.8(7) . . ?
C7 C8 C11 109.8(8) . . ?
C9 C8 C11 112.0(8) . . ?
C7 C8 C10 111.5(7) . . ?
C9 C8 C10 109.0(8) . . ?
C11 C8 C10 106.9(7) . . ?
O1 C9 C8 110.7(8) . . ?
O4 C10 C8 110.6(6) . . ?
O3 C11 C8 111.3(8) . . ?
O3 C12 O4 111.6(7) . . ?
O3 C12 C14 109.0(7) . 2_656 ?
O4 C12 C14 105.9(8) . 2_656 ?
N2 C13 C14 124.1(9) . . ?
C13 C14 C15 117.8(9) . . ?
C13 C14 C12 124.0(8) . 2_646 ?
C15 C14 C12 118.1(9) . 2_646 ?
C16 C15 C14 117.6(10) . . ?
C17 C16 C15 120.5(11) . . ?
N2 C17 C16 123.7(11) . . ?
N3 C18 C19 123.9(10) . . ?
C20 C19 C18 118.5(10) . . ?
C19 C20 C21 119.7(9) . . ?
C22 C21 C20 117.2(9) . . ?
C22 C21 C23 123.6(9) . . ?
C20 C21 C23 119.1(8) . . ?
N3 C22 C21 124.3(9) . . ?
O5 C23 O6 112.3(7) . . ?
O5 C23 C21 107.4(8) . . ?
O6 C23 C21 107.8(7) . . ?
O5 C24 C25 111.1(7) . . ?
C27 C25 C29 107.4(8) . . ?
C27 C25 C26 111.0(8) . . ?
C29 C25 C26 111.2(8) . . ?
C27 C25 C24 111.1(7) . . ?
C29 C25 C24 109.2(8) . . ?
C26 C25 C24 107.0(8) . . ?
O6 C26 C25 111.7(8) . . ?
O8 C27 C25 109.6(7) . . ?
O7 C28 O8 111.3(7) . . ?
O7 C28 C33 108.3(7) . 2_646 ?
O8 C28 C33 105.7(8) . 2_646 ?
O7 C29 C25 110.2(8) . . ?
N4 C30 C31 124.0(9) . . ?
C32 C31 C30 117.6(10) . . ?
C33 C32 C31 119.8(9) . . ?
C32 C33 C34 120.0(9) . . ?
C32 C33 C28 118.4(8) . 2_656 ?
C34 C33 C28 121.5(9) . 2_656 ?
N4 C34 C33 122.4(9) . . ?
O9 C35 N5 125.2(10) . . ?
O9 C35 C36 126.9(10) . . ?
N5 C35 C36 107.8(9) . . ?
C35 C36 C37 103.1(9) . . ?
C38 C37 C36 107.0(11) . . ?
N5 C38 C37 102.9(11) . . ?
O10 C40 N6 124.6(9) . . ?
O10 C40 C41 127.7(9) . . ?
N6 C40 C41 107.7(9) . . ?
C42 C41 C40 106.7(10) . . ?
C41 C42 C43 106.9(11) . . ?
N6 C43 C42 104.2(10) . . ?
N1 Cd1 N4 175.9(4) . . ?
N1 Cd1 O9 94.9(3) . . ?
N4 Cd1 O9 81.8(3) . . ?
N1 Cd1 O10 83.4(2) . . ?
N4 Cd1 O10 98.2(3) . . ?
O9 Cd1 O10 76.8(3) . . ?
N1 Cd1 Cl2 92.1(3) . . ?
N4 Cd1 Cl2 91.7(2) . . ?
O9 Cd1 Cl2 162.5(2) . . ?
O10 Cd1 Cl2 88.1(2) . . ?
N1 Cd1 Cl1 89.34(18) . . ?
N4 Cd1 Cl1 88.24(18) . . ?
O9 Cd1 Cl1 90.7(2) . . ?
O10 Cd1 Cl1 164.9(2) . . ?
Cl2 Cd1 Cl1 105.41(11) . . ?
N2 Cd2 N3 171.8(3) . . ?
N2 Cd2 Cl3 94.5(2) . . ?
N3 Cd2 Cl3 92.03(19) . . ?
N2 Cd2 Cl4 89.9(3) . . ?
N3 Cd2 Cl4 90.6(3) . . ?
Cl3 Cd2 Cl4 123.55(13) . . ?
N2 Cd2 Cl1 89.5(3) . . ?
N3 Cd2 Cl1 83.8(2) . . ?
Cl3 Cd2 Cl1 107.96(12) . . ?
Cl4 Cd2 Cl1 128.36(12) . . ?
Cd2 Cl1 Cd1 149.81(14) . . ?
C1 N1 C5 116.2(7) . . ?
C1 N1 Cd1 125.1(7) . . ?
C5 N1 Cd1 118.4(6) . . ?
C17 N2 C13 115.9(8) . . ?
C17 N2 Cd2 118.3(7) . . ?
C13 N2 Cd2 125.7(7) . . ?
C18 N3 C22 116.4(8) . . ?
C18 N3 Cd2 118.9(7) . . ?
C22 N3 Cd2 124.4(6) . . ?
C34 N4 C30 116.2(8) . . ?
C34 N4 Cd1 124.9(7) . . ?
C30 N4 Cd1 118.9(6) . . ?
C35 N5 C39 124.3(12) . . ?
C35 N5 C38 114.8(10) . . ?
C39 N5 C38 120.7(12) . . ?
C40 N6 C44 122.9(9) . . ?
C40 N6 C43 114.4(9) . . ?
C44 N6 C43 122.7(10) . . ?
C6 O1 C9 110.0(7) . . ?
C6 O2 C7 111.1(7) . . ?
C12 O3 C11 110.0(6) . . ?
C12 O4 C10 111.1(7) . . ?
C23 O5 C24 110.9(8) . . ?
C26 O6 C23 111.1(7) . . ?
C28 O7 C29 109.8(7) . . ?
C28 O8 C27 111.5(8) . . ?
C35 O9 Cd1 143.5(8) . . ?
C40 O10 Cd1 140.4(7) . . ?

_refine_diff_density_max         2.039
_refine_diff_density_min         -0.669
_refine_diff_density_rms         0.138

