# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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 1412803'
_audit_update_record             
;
2015-09-01 deposited with the CCDC.
2015-09-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H36 N6 O4 Zn'
_chemical_formula_weight         706.10

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'
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/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                   10.1080(11)
_cell_length_b                   11.9955(13)
_cell_length_c                   14.6670(16)
_cell_angle_alpha                90
_cell_angle_beta                 106.2680(10)
_cell_angle_gamma                90
_cell_volume                     1707.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1253
_cell_measurement_theta_min      2.70
_cell_measurement_theta_max      19.87

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.374
_exptl_crystal_F_000             736
_exptl_transmission_factor_min   0.857
_exptl_transmission_factor_max   0.871
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.769
_shelx_estimated_absorpt_T_min   0.861
_shelx_estimated_absorpt_T_max   0.874
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10067
_diffrn_reflns_av_unetI/netI     0.0709
_diffrn_reflns_av_R_equivalents  0.0513
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.700
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             3684
_reflns_number_gt                2250
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.0794P)²] 
 where P=(Fo²+2Fc²)/3 
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3684
_refine_ls_number_parameters     269
_refine_ls_number_restraints     27
_refine_ls_R_factor_all          0.0958
_refine_ls_R_factor_gt           0.0537
_refine_ls_wR_factor_ref         0.1517
_refine_ls_wR_factor_gt          0.1300
_refine_ls_goodness_of_fit_ref   0.971
_refine_ls_restrained_S_all      0.991
_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
Zn1 Zn 0.5000 0.5000 0.0000 0.0396(2) Uani 1 2 d S . P . .
O1 O 0.4593(2) 0.37490(19) -0.09309(16) 0.0499(6) Uani 1 1 d . . . . .
N1 N 0.2991(3) 0.4385(2) 0.02085(16) 0.0355(6) Uani 1 1 d . . . . .
C1 C 0.3482(4) 0.3170(3) -0.0951(2) 0.0433(8) Uani 1 1 d . . . . .
O2 O 0.1598(4) -0.1034(3) 0.0196(3) 0.1060(13) Uani 1 1 d . . . . .
N2 N 0.3842(3) 0.8774(2) 0.3869(2) 0.0464(7) Uani 1 1 d . . . . .
C2 C 0.3102(5) 0.2227(3) -0.1519(3) 0.0611(11) Uani 1 1 d . . . . .
N3 N 0.2771(6) 0.0379(4) 0.1091(4) 0.1070(17) Uani 1 1 d D U . . .
C3 C 0.1902(5) 0.1641(4) -0.1564(3) 0.0756(14) Uani 1 1 d . . . . .
C4 C 0.1051(5) 0.1930(3) -0.1020(3) 0.0637(11) Uani 1 1 d . . . . .
C5 C 0.1399(4) 0.2864(3) -0.0406(2) 0.0447(8) Uani 1 1 d . . . . .
C6 C 0.2608(3) 0.3482(3) -0.0368(2) 0.0388(8) Uani 1 1 d . . . . .
C7 C 0.0604(4) 0.3214(3) 0.0188(3) 0.0496(9) Uani 1 1 d . . . . .
C8 C 0.0996(4) 0.4104(3) 0.0754(3) 0.0462(9) Uani 1 1 d . . . . .
C9 C 0.2216(3) 0.4694(3) 0.0765(2) 0.0381(8) Uani 1 1 d . . . . .
C10 C 0.2688(4) 0.5671(3) 0.1369(2) 0.0405(8) Uani 1 1 d . . . . .
C11 C 0.2067(4) 0.6136(3) 0.1966(2) 0.0448(8) Uani 1 1 d . . . . .
C12 C 0.2630(3) 0.7080(3) 0.2580(2) 0.0420(8) Uani 1 1 d . . . . .
C13 C 0.3594(4) 0.7816(3) 0.2408(3) 0.0471(9) Uani 1 1 d . . . . .
C14 C 0.4139(4) 0.8640(3) 0.3054(3) 0.0509(9) Uani 1 1 d . . . . .
C15 C 0.2893(5) 0.8086(4) 0.4026(3) 0.0638(12) Uani 1 1 d . . . . .
C16 C 0.2269(5) 0.7262(4) 0.3418(3) 0.0620(11) Uani 1 1 d . . . . .
C17 C 0.3795(8) 0.1126(6) 0.1413(5) 0.186(4) Uani 1 1 d D U . . .
H17A H 0.4564 0.0932 0.1181 0.279 Uiso 1 1 calc R U . . .
H17B H 0.4077 0.1119 0.2095 0.279 Uiso 1 1 calc R U . . .
H17C H 0.3472 0.1857 0.1192 0.279 Uiso 1 1 calc R U . . .
C18 C 0.1629(9) 0.0532(6) 0.1583(5) 0.153(3) Uani 1 1 d D U . . .
H18A H 0.0864 0.0058 0.1287 0.230 Uiso 1 1 calc R U . . .
H18B H 0.1332 0.1296 0.1528 0.230 Uiso 1 1 calc R U . . .
H18C H 0.1977 0.0339 0.2242 0.230 Uiso 1 1 calc R U . . .
C19 C 0.2443(8) -0.0381(6) 0.0475(5) 0.128(2) Uani 1 1 d D U . . .
H19A H 0.3096 -0.0426 0.0138 0.154 Uiso 1 1 calc R U . . .
H5 H 0.046(4) 0.437(4) 0.115(3) 0.077(12) Uiso 1 1 d . . . . .
H6 H 0.478(4) 0.914(3) 0.292(2) 0.063(11) Uiso 1 1 d . . . . .
H9 H -0.019(3) 0.278(3) 0.017(2) 0.051(10) Uiso 1 1 d . . . . .
H10 H 0.352(3) 0.594(3) 0.129(2) 0.050(10) Uiso 1 1 d . . . . .
H12 H 0.287(5) 0.811(4) 0.469(3) 0.092(15) Uiso 1 1 d . . . . .
H13 H 0.134(4) 0.574(3) 0.212(2) 0.062(11) Uiso 1 1 d . . . . .
H14 H 0.019(4) 0.154(3) -0.105(3) 0.074(12) Uiso 1 1 d . . . . .
H16 H 0.374(4) 0.208(3) -0.193(3) 0.078(13) Uiso 1 1 d . . . . .
H17 H 0.386(4) 0.774(3) 0.184(3) 0.084(13) Uiso 1 1 d . . . . .
H18 H 0.149(4) 0.682(3) 0.346(3) 0.073(13) Uiso 1 1 d . . . . .
H19 H 0.166(5) 0.106(4) -0.198(3) 0.105(17) Uiso 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 O1 1.993(2) 3_665 ?
Zn1 O1 1.993(2) . ?
Zn1 N1 2.260(2) 3_665 ?
Zn1 N1 2.260(2) . ?
Zn1 N2 2.279(3) 4_575 ?
Zn1 N2 2.279(3) 2_645 ?
O1 C1 1.314(4) . ?
N1 C9 1.333(4) . ?
N1 C6 1.362(4) . ?
C1 C2 1.393(5) . ?
C1 C6 1.441(5) . ?
O2 C19 1.147(7) . ?
N2 C14 1.321(4) . ?
N2 C15 1.334(5) . ?
N2 Zn1 2.279(3) 2_655 ?
C2 C3 1.388(6) . ?
N3 C19 1.262(7) . ?
N3 C17 1.350(6) . ?
N3 C18 1.534(8) . ?
C3 C4 1.370(6) . ?
C4 C5 1.419(5) . ?
C5 C7 1.405(5) . ?
C5 C6 1.417(4) . ?
C7 C8 1.342(5) . ?
C8 C9 1.418(5) . ?
C9 C10 1.466(5) . ?
C10 C11 1.334(5) . ?
C11 C12 1.459(5) . ?
C12 C13 1.390(5) . ?
C12 C16 1.394(5) . ?
C13 C14 1.374(5) . ?
C15 C16 1.362(5) . ?

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 Zn1 O1 180.0 3_665 . ?
O1 Zn1 N1 79.98(9) 3_665 3_665 ?
O1 Zn1 N1 100.02(9) . 3_665 ?
O1 Zn1 N1 100.02(9) 3_665 . ?
O1 Zn1 N1 79.98(9) . . ?
N1 Zn1 N1 180.0 3_665 . ?
O1 Zn1 N2 88.75(11) 3_665 4_575 ?
O1 Zn1 N2 91.25(11) . 4_575 ?
N1 Zn1 N2 89.34(10) 3_665 4_575 ?
N1 Zn1 N2 90.66(10) . 4_575 ?
O1 Zn1 N2 91.25(11) 3_665 2_645 ?
O1 Zn1 N2 88.75(11) . 2_645 ?
N1 Zn1 N2 90.66(10) 3_665 2_645 ?
N1 Zn1 N2 89.34(10) . 2_645 ?
N2 Zn1 N2 180.00(11) 4_575 2_645 ?
C1 O1 Zn1 115.2(2) . . ?
C9 N1 C6 119.2(3) . . ?
C9 N1 Zn1 134.2(2) . . ?
C6 N1 Zn1 106.59(19) . . ?
O1 C1 C2 122.3(3) . . ?
O1 C1 C6 120.7(3) . . ?
C2 C1 C6 117.0(3) . . ?
C14 N2 C15 116.0(3) . . ?
C14 N2 Zn1 122.5(3) . 2_655 ?
C15 N2 Zn1 121.4(2) . 2_655 ?
C3 C2 C1 122.0(4) . . ?
C19 N3 C17 138.7(8) . . ?
C19 N3 C18 110.1(6) . . ?
C17 N3 C18 111.1(7) . . ?
C4 C3 C2 121.8(4) . . ?
C3 C4 C5 119.0(4) . . ?
C7 C5 C6 117.1(3) . . ?
C7 C5 C4 123.1(3) . . ?
C6 C5 C4 119.8(3) . . ?
N1 C6 C5 122.2(3) . . ?
N1 C6 C1 117.4(3) . . ?
C5 C6 C1 120.4(3) . . ?
C8 C7 C5 120.0(3) . . ?
C7 C8 C9 120.6(3) . . ?
N1 C9 C8 120.9(3) . . ?
N1 C9 C10 116.4(3) . . ?
C8 C9 C10 122.8(3) . . ?
C11 C10 C9 126.7(3) . . ?
C10 C11 C12 123.8(3) . . ?
C13 C12 C16 115.5(3) . . ?
C13 C12 C11 123.5(3) . . ?
C16 C12 C11 120.9(3) . . ?
C14 C13 C12 119.8(3) . . ?
N2 C14 C13 124.3(4) . . ?
N2 C15 C16 124.0(4) . . ?
C15 C16 C12 120.3(4) . . ?
O2 C19 N3 140.3(8) . . ?

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
Zn1 O1 C1 C2 -176.0(3) . . . . ?
Zn1 O1 C1 C6 3.3(4) . . . . ?
O1 C1 C2 C3 -177.7(4) . . . . ?
C6 C1 C2 C3 3.1(6) . . . . ?
C1 C2 C3 C4 -2.7(8) . . . . ?
C2 C3 C4 C5 0.9(8) . . . . ?
C3 C4 C5 C7 -178.9(4) . . . . ?
C3 C4 C5 C6 0.3(6) . . . . ?
C9 N1 C6 C5 0.8(5) . . . . ?
Zn1 N1 C6 C5 178.7(3) . . . . ?
C9 N1 C6 C1 -179.4(3) . . . . ?
Zn1 N1 C6 C1 -1.5(3) . . . . ?
C7 C5 C6 N1 -0.7(5) . . . . ?
C4 C5 C6 N1 -180.0(3) . . . . ?
C7 C5 C6 C1 179.5(3) . . . . ?
C4 C5 C6 C1 0.2(5) . . . . ?
O1 C1 C6 N1 -0.9(5) . . . . ?
C2 C1 C6 N1 178.3(3) . . . . ?
O1 C1 C6 C5 178.9(3) . . . . ?
C2 C1 C6 C5 -1.9(5) . . . . ?
C6 C5 C7 C8 0.5(5) . . . . ?
C4 C5 C7 C8 179.8(4) . . . . ?
C5 C7 C8 C9 -0.5(6) . . . . ?
C6 N1 C9 C8 -0.8(5) . . . . ?
Zn1 N1 C9 C8 -177.9(2) . . . . ?
C6 N1 C9 C10 179.9(3) . . . . ?
Zn1 N1 C9 C10 2.8(5) . . . . ?
C7 C8 C9 N1 0.6(5) . . . . ?
C7 C8 C9 C10 179.9(3) . . . . ?
N1 C9 C10 C11 178.8(3) . . . . ?
C8 C9 C10 C11 -0.5(6) . . . . ?
C9 C10 C11 C12 177.0(3) . . . . ?
C10 C11 C12 C13 21.7(6) . . . . ?
C10 C11 C12 C16 -155.0(4) . . . . ?
C16 C12 C13 C14 1.1(5) . . . . ?
C11 C12 C13 C14 -175.7(3) . . . . ?
C15 N2 C14 C13 -3.7(6) . . . . ?
Zn1 N2 C14 C13 171.3(3) 2_655 . . . ?
C12 C13 C14 N2 2.2(6) . . . . ?
C14 N2 C15 C16 1.9(6) . . . . ?
Zn1 N2 C15 C16 -173.1(4) 2_655 . . . ?
N2 C15 C16 C12 1.3(7) . . . . ?
C13 C12 C16 C15 -2.7(6) . . . . ?
C11 C12 C16 C15 174.2(4) . . . . ?
C17 N3 C19 O2 178.5(8) . . . . ?
C18 N3 C19 O2 -5.4(13) . . . . ?

_refine_diff_density_max         0.728
_refine_diff_density_min         -0.344
_refine_diff_density_rms         0.067

_shelxl_version_number           2013-2

####################################################################### 
# 
# 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 1412804'
_audit_update_record             
;
2015-09-01 deposited with the CCDC.
2015-09-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H14 Cd N2 O3'
_chemical_formula_weight         418.71

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C2/c  '

loop_
_symmetry_equiv_pos_as_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                   21.3227(17)
_cell_length_b                   8.9380(7)
_cell_length_c                   17.7026(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.786(2)
_cell_angle_gamma                90.00
_cell_volume                     3194.1(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    179(2)
_cell_measurement_reflns_used    6288
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      27.46

_exptl_crystal_description       Block
_exptl_crystal_colour            Red
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.17
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.741
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1664
_exptl_absorpt_coefficient_mu    1.386
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.7787
_exptl_absorpt_correction_T_max  0.7985
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      179(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13991
_diffrn_reflns_av_R_equivalents  0.0252
_diffrn_reflns_av_sigmaI/netI    0.0238
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.02
_diffrn_reflns_theta_max         27.47
_reflns_number_total             3619
_reflns_number_gt                3093
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'


_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0360P)²+3.9715P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3619
_refine_ls_number_parameters     217
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0327
_refine_ls_R_factor_gt           0.0251
_refine_ls_wR_factor_ref         0.0709
_refine_ls_wR_factor_gt          0.0654
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.078602(8) 0.59196(2) 0.051261(10) 0.03324(8) Uani 1 1 d . . .
O1 O 0.02917(9) 0.4320(2) -0.04740(12) 0.0449(5) Uani 1 1 d . . .
N1 N 0.16093(10) 0.5031(2) -0.00241(12) 0.0325(4) Uani 1 1 d . . .
C1 C 0.06658(12) 0.3633(3) -0.08304(15) 0.0360(5) Uani 1 1 d . . .
O2 O 0.07278(12) 0.8365(3) 0.00115(15) 0.0636(6) Uani 1 1 d . . .
N2 N 0.38268(11) 0.9526(3) 0.33083(14) 0.0412(5) Uani 1 1 d . . .
C2 C 0.04262(14) 0.2538(3) -0.14062(17) 0.0493(7) Uani 1 1 d . . .
H2B H -0.0023 0.2232 -0.1539 0.059 Uiso 1 1 calc R . .
O3 O 0.11625(12) 0.8099(2) 0.12950(14) 0.0590(6) Uani 1 1 d . . .
C3 C 0.08324(15) 0.1871(4) -0.17987(18) 0.0535(8) Uani 1 1 d . . .
H3A H 0.0650 0.1129 -0.2192 0.064 Uiso 1 1 calc R . .
C4 C 0.14753(15) 0.2258(4) -0.16310(17) 0.0497(7) Uani 1 1 d . . .
H4A H 0.1736 0.1810 -0.1915 0.060 Uiso 1 1 calc R . .
C5 C 0.17572(13) 0.3328(3) -0.10339(15) 0.0381(6) Uani 1 1 d . . .
C6 C 0.13588(12) 0.4009(3) -0.06222(14) 0.0317(5) Uani 1 1 d . . .
C7 C 0.24269(15) 0.3764(4) -0.07996(18) 0.0474(7) Uani 1 1 d . . .
H7A H 0.2711 0.3348 -0.1062 0.057 Uiso 1 1 calc R . .
C8 C 0.26721(14) 0.4768(3) -0.02055(17) 0.0447(6) Uani 1 1 d . . .
H8A H 0.3125 0.5052 -0.0052 0.054 Uiso 1 1 calc R . .
C9 C 0.22509(12) 0.5392(3) 0.01853(15) 0.0337(5) Uani 1 1 d . . .
C10 C 0.24907(13) 0.6448(3) 0.08464(15) 0.0360(5) Uani 1 1 d . . .
H10A H 0.2168 0.6918 0.1030 0.043 Uiso 1 1 calc R . .
C11 C 0.31233(13) 0.6810(3) 0.12150(16) 0.0407(6) Uani 1 1 d . . .
H11A H 0.3448 0.6412 0.1008 0.049 Uiso 1 1 calc R . .
C12 C 0.33505(13) 0.7780(3) 0.19172(15) 0.0379(5) Uani 1 1 d . . .
C13 C 0.29295(13) 0.8352(4) 0.23008(18) 0.0479(7) Uani 1 1 d . . .
H13A H 0.2467 0.8160 0.2096 0.057 Uiso 1 1 calc R . .
C14 C 0.31860(15) 0.9202(3) 0.29815(19) 0.0491(7) Uani 1 1 d . . .
H14A H 0.2887 0.9579 0.3233 0.059 Uiso 1 1 calc R . .
C15 C 0.42266(16) 0.9007(4) 0.2926(2) 0.0590(9) Uani 1 1 d . . .
H15A H 0.4684 0.9249 0.3131 0.071 Uiso 1 1 calc R . .
C16 C 0.40118(15) 0.8139(4) 0.2249(2) 0.0580(9) Uani 1 1 d . . .
H16A H 0.4322 0.7783 0.2008 0.070 Uiso 1 1 calc R . .
C17 C 0.09329(15) 0.8908(3) 0.0697(2) 0.0481(7) Uani 1 1 d . . .
C18 C 0.08819(19) 1.0570(4) 0.0807(3) 0.0704(10) Uani 1 1 d . . .
H18A H 0.1278 1.1064 0.0760 0.106 Uiso 1 1 calc R . .
H18B H 0.0846 1.0769 0.1336 0.106 Uiso 1 1 calc R . .
H18C H 0.0488 1.0958 0.0396 0.106 Uiso 1 1 calc R . .


_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 2.2403(18) . ?
Cd1 O1 2.2871(18) 5_565 ?
Cd1 N2 2.341(2) 4_545 ?
Cd1 O2 2.347(2) . ?
Cd1 O3 2.375(2) . ?
Cd1 N1 2.385(2) . ?
Cd1 C17 2.697(3) . ?
O1 C1 1.318(3) . ?
O1 Cd1 2.2870(18) 5_565 ?
N1 C9 1.337(3) . ?
N1 C6 1.370(3) . ?
C1 C2 1.386(4) . ?
C1 C6 1.443(3) . ?
O2 C17 1.248(4) . ?
N2 C15 1.331(4) . ?
N2 C14 1.333(4) . ?
N2 Cd1 2.341(2) 4 ?
C2 C3 1.406(4) . ?
C2 H2B 0.9500 . ?
O3 C17 1.244(4) . ?
C3 C4 1.351(4) . ?
C3 H3A 0.9500 . ?
C4 C5 1.408(4) . ?
C4 H4A 0.9500 . ?
C5 C7 1.408(4) . ?
C5 C6 1.422(3) . ?
C7 C8 1.353(4) . ?
C7 H7A 0.9500 . ?
C8 C9 1.413(4) . ?
C8 H8A 0.9500 . ?
C9 C10 1.461(4) . ?
C10 C11 1.335(4) . ?
C10 H10A 0.9500 . ?
C11 C12 1.464(4) . ?
C11 H11A 0.9500 . ?
C12 C16 1.380(4) . ?
C12 C13 1.386(4) . ?
C13 C14 1.380(4) . ?
C13 H13A 0.9500 . ?
C14 H14A 0.9500 . ?
C15 C16 1.376(4) . ?
C15 H15A 0.9500 . ?
C16 H16A 0.9500 . ?
C17 C18 1.507(4) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?

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 O1 72.60(8) . 5_565 ?
O1 Cd1 N2 107.33(9) . 4_545 ?
O1 Cd1 N2 92.25(8) 5_565 4_545 ?
O1 Cd1 O2 110.19(8) . . ?
O1 Cd1 O2 98.38(8) 5_565 . ?
N2 Cd1 O2 142.47(9) 4_545 . ?
O1 Cd1 O3 164.51(8) . . ?
O1 Cd1 O3 104.00(7) 5_565 . ?
N2 Cd1 O3 87.74(8) 4_545 . ?
O2 Cd1 O3 54.79(8) . . ?
O1 Cd1 N1 72.47(7) . . ?
O1 Cd1 N1 144.90(7) 5_565 . ?
N2 Cd1 N1 94.84(7) 4_545 . ?
O2 Cd1 N1 96.65(8) . . ?
O3 Cd1 N1 110.58(8) . . ?
O1 Cd1 C17 137.18(10) . . ?
O1 Cd1 C17 99.95(8) 5_565 . ?
N2 Cd1 C17 115.16(10) 4_545 . ?
O2 Cd1 C17 27.56(9) . . ?
O3 Cd1 C17 27.47(9) . . ?
N1 Cd1 C17 107.84(8) . . ?
C1 O1 Cd1 117.74(16) . . ?
C1 O1 Cd1 134.37(16) . 5_565 ?
Cd1 O1 Cd1 107.40(8) . 5_565 ?
C9 N1 C6 119.0(2) . . ?
C9 N1 Cd1 128.89(17) . . ?
C6 N1 Cd1 112.09(15) . . ?
O1 C1 C2 123.0(2) . . ?
O1 C1 C6 119.8(2) . . ?
C2 C1 C6 117.2(2) . . ?
C17 O2 Cd1 92.02(19) . . ?
C15 N2 C14 116.0(2) . . ?
C15 N2 Cd1 122.60(19) . 4 ?
C14 N2 Cd1 121.38(19) . 4 ?
C1 C2 C3 121.5(3) . . ?
C1 C2 H2B 119.2 . . ?
C3 C2 H2B 119.2 . . ?
C17 O3 Cd1 90.79(19) . . ?
C4 C3 C2 121.7(3) . . ?
C4 C3 H3A 119.1 . . ?
C2 C3 H3A 119.1 . . ?
C3 C4 C5 119.8(3) . . ?
C3 C4 H4A 120.1 . . ?
C5 C4 H4A 120.1 . . ?
C7 C5 C4 123.8(2) . . ?
C7 C5 C6 116.5(2) . . ?
C4 C5 C6 119.6(2) . . ?
N1 C6 C5 122.2(2) . . ?
N1 C6 C1 117.7(2) . . ?
C5 C6 C1 120.1(2) . . ?
C8 C7 C5 121.0(3) . . ?
C8 C7 H7A 119.5 . . ?
C5 C7 H7A 119.5 . . ?
C7 C8 C9 119.7(3) . . ?
C7 C8 H8A 120.2 . . ?
C9 C8 H8A 120.2 . . ?
N1 C9 C8 121.6(2) . . ?
N1 C9 C10 116.2(2) . . ?
C8 C9 C10 122.2(2) . . ?
C11 C10 C9 125.9(2) . . ?
C11 C10 H10A 117.1 . . ?
C9 C10 H10A 117.1 . . ?
C10 C11 C12 124.4(2) . . ?
C10 C11 H11A 117.8 . . ?
C12 C11 H11A 117.8 . . ?
C16 C12 C13 116.1(3) . . ?
C16 C12 C11 120.9(2) . . ?
C13 C12 C11 123.0(2) . . ?
C14 C13 C12 119.6(3) . . ?
C14 C13 H13A 120.2 . . ?
C12 C13 H13A 120.2 . . ?
N2 C14 C13 124.2(3) . . ?
N2 C14 H14A 117.9 . . ?
C13 C14 H14A 117.9 . . ?
N2 C15 C16 123.4(3) . . ?
N2 C15 H15A 118.3 . . ?
C16 C15 H15A 118.3 . . ?
C15 C16 C12 120.7(3) . . ?
C15 C16 H16A 119.7 . . ?
C12 C16 H16A 119.7 . . ?
O3 C17 O2 121.3(3) . . ?
O3 C17 C18 119.2(3) . . ?
O2 C17 C18 119.5(3) . . ?
O3 C17 Cd1 61.73(16) . . ?
O2 C17 Cd1 60.42(16) . . ?
C18 C17 Cd1 169.0(2) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        27.47
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.803
_refine_diff_density_min         -0.409
_refine_diff_density_rms         0.074
####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1412805'
_audit_update_record             
;
2015-09-01 deposited with the CCDC.
2015-09-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H13 N2 O3 Zn'
_chemical_formula_weight         394.69

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'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

loop_
_symmetry_equiv_pos_as_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                   19.2045(15)
_cell_length_b                   12.1226(9)
_cell_length_c                   16.3390(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 113.650(4)
_cell_angle_gamma                90.00
_cell_volume                     3484.4(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    6091
_cell_measurement_theta_min      4.43
_cell_measurement_theta_max      67.57

_exptl_crystal_description       Block
_exptl_crystal_colour            Red
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.505
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1608
_exptl_absorpt_coefficient_mu    2.148
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.6733
_exptl_absorpt_correction_T_max  0.6985
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11633
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_sigmaI/netI    0.0278
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         4.43
_diffrn_reflns_theta_max         67.84
_reflns_number_total             3128
_reflns_number_gt                2897
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0500P)²+4.2805P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3128
_refine_ls_number_parameters     243
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0372
_refine_ls_R_factor_gt           0.0348
_refine_ls_wR_factor_ref         0.0987
_refine_ls_wR_factor_gt          0.0969
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_restrained_S_all      1.081
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.078969(16) 0.93162(2) 0.049678(19) 0.03631(13) Uani 1 1 d . . .
O1 O 0.03455(9) 1.05373(13) -0.04056(11) 0.0401(4) Uani 1 1 d . . .
N1 N 0.17420(10) 0.97026(16) 0.01326(12) 0.0381(4) Uani 1 1 d . . .
C1 C 0.08145(13) 1.10376(19) -0.06927(15) 0.0388(5) Uani 1 1 d . . .
O2 O 0.08701(12) 0.76789(17) 0.0807(2) 0.0756(7) Uani 1 1 d . . .
N2 N 0.37328(11) 0.51662(17) 0.32681(13) 0.0434(4) Uani 1 1 d . . .
C2 C 0.06244(15) 1.1933(2) -0.12580(18) 0.0529(6) Uani 1 1 d . . .
H2B H 0.0127 1.2236 -0.1457 0.063 Uiso 1 1 calc R . .
O3 O 0.03059(18) 0.7813(2) -0.0637(2) 0.0980(9) Uani 1 1 d . . .
C3 C 0.11516(18) 1.2404(3) -0.1544(2) 0.0670(8) Uani 1 1 d . . .
H3A H 0.1004 1.3023 -0.1932 0.080 Uiso 1 1 calc R . .
C4 C 0.18714(18) 1.2004(3) -0.1284(2) 0.0682(8) Uani 1 1 d . . .
H4A H 0.2219 1.2345 -0.1486 0.082 Uiso 1 1 calc R . .
C5 C 0.20968(15) 1.1081(2) -0.07139(19) 0.0521(6) Uani 1 1 d . . .
C6 C 0.15694(14) 1.06008(18) -0.04145(16) 0.0394(5) Uani 1 1 d . . .
C7 C 0.28204(18) 1.0588(3) -0.0410(2) 0.0674(9) Uani 1 1 d . . .
H7A H 0.3198 1.0888 -0.0583 0.081 Uiso 1 1 calc R . .
C8 C 0.29820(17) 0.9693(3) 0.0125(2) 0.0643(8) Uani 1 1 d . . .
H8A H 0.3469 0.9357 0.0317 0.077 Uiso 1 1 calc R . .
C9 C 0.24265(15) 0.9252(2) 0.04028(18) 0.0475(6) Uani 1 1 d . . .
C10 C 0.25772(15) 0.8317(2) 0.10116(18) 0.0511(6) Uani 1 1 d . . .
H10A H 0.2204 0.8154 0.1238 0.061 Uiso 1 1 calc R . .
C11 C 0.31846(16) 0.7673(2) 0.12789(18) 0.0556(7) Uani 1 1 d . . .
H11A H 0.3551 0.7806 0.1035 0.067 Uiso 1 1 calc R . .
C12 C 0.33326(15) 0.6772(2) 0.19225(17) 0.0504(6) Uani 1 1 d . . .
C13 C 0.39855(15) 0.6155(2) 0.21529(18) 0.0529(6) Uani 1 1 d . . .
H13A H 0.4316 0.6270 0.1856 0.063 Uiso 1 1 calc R . .
C14 C 0.41587(15) 0.5369(2) 0.28151(18) 0.0517(6) Uani 1 1 d . . .
H14A H 0.4609 0.4947 0.2956 0.062 Uiso 1 1 calc R . .
C15 C 0.30689(17) 0.5700(3) 0.2989(2) 0.0647(8) Uani 1 1 d . . .
H15A H 0.2730 0.5524 0.3264 0.078 Uiso 1 1 calc R . .
C16 C 0.28468(18) 0.6488(3) 0.2330(2) 0.0695(9) Uani 1 1 d . . .
H16A H 0.2365 0.6836 0.2153 0.083 Uiso 1 1 calc R . .
C17 C 0.0443(2) 0.5467(3) 0.0798(3) 0.0759(10) Uani 1 1 d . . .
C18 C 0.02316(18) 0.6094(2) 0.0029(3) 0.0655(8) Uani 1 1 d . . .
C19 C -0.0215(2) 0.5624(3) -0.0774(3) 0.0748(9) Uani 1 1 d . . .
C20 C 0.0498(2) 0.7295(2) 0.0075(3) 0.0713(9) Uani 1 1 d . . .
H2 H -0.037(2) 0.604(3) -0.142(2) 0.079(11) Uiso 1 1 d . . .
H3 H 0.075(3) 0.569(3) 0.146(3) 0.108(15) Uiso 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 O1 2.0208(15) . ?
Zn1 O2 2.039(2) . ?
Zn1 N2 2.1191(19) 4 ?
Zn1 O1 2.1321(16) 5_575 ?
Zn1 N1 2.1888(19) . ?
Zn1 C20 2.546(3) . ?
O1 C1 1.318(3) . ?
O1 Zn1 2.1321(16) 5_575 ?
N1 C9 1.325(3) . ?
N1 C6 1.363(3) . ?
C1 C2 1.377(3) . ?
C1 C6 1.435(3) . ?
O2 C20 1.212(5) . ?
N2 C14 1.328(3) . ?
N2 C15 1.337(3) . ?
N2 Zn1 2.1191(19) 4_545 ?
C2 C3 1.395(4) . ?
C2 H2B 0.9500 . ?
O3 C20 1.241(5) . ?
C3 C4 1.362(4) . ?
C3 H3A 0.9500 . ?
C4 C5 1.408(4) . ?
C4 H4A 0.9500 . ?
C5 C7 1.407(4) . ?
C5 C6 1.415(3) . ?
C7 C8 1.349(4) . ?
C7 H7A 0.9500 . ?
C8 C9 1.420(4) . ?
C8 H8A 0.9500 . ?
C9 C10 1.459(4) . ?
C10 C11 1.323(4) . ?
C10 H10A 0.9500 . ?
C11 C12 1.463(4) . ?
C11 H11A 0.9500 . ?
C12 C13 1.377(4) . ?
C12 C16 1.389(4) . ?
C13 C14 1.379(4) . ?
C13 H13A 0.9500 . ?
C14 H14A 0.9500 . ?
C15 C16 1.374(4) . ?
C15 H15A 0.9500 . ?
C16 H16A 0.9500 . ?
C17 C18 1.383(6) . ?
C17 C19 1.388(4) 5_565 ?
C17 H3 1.03(5) . ?
C18 C19 1.371(5) . ?
C18 C20 1.535(4) . ?
C19 C17 1.388(4) 5_565 ?
C19 H2 1.09(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O2 149.55(10) . . ?
O1 Zn1 N2 103.49(7) . 4 ?
O2 Zn1 N2 106.03(11) . 4 ?
O1 Zn1 O1 76.56(7) . 5_575 ?
O2 Zn1 O1 94.12(7) . 5_575 ?
N2 Zn1 O1 93.77(7) 4 5_575 ?
O1 Zn1 N1 78.41(7) . . ?
O2 Zn1 N1 106.71(8) . . ?
N2 Zn1 N1 93.74(7) 4 . ?
O1 Zn1 N1 154.90(7) 5_575 . ?
O1 Zn1 C20 121.67(11) . . ?
O2 Zn1 C20 27.97(12) . . ?
N2 Zn1 C20 133.61(12) 4 . ?
O1 Zn1 C20 87.33(8) 5_575 . ?
N1 Zn1 C20 104.45(9) . . ?
C1 O1 Zn1 116.61(14) . . ?
C1 O1 Zn1 139.65(14) . 5_575 ?
Zn1 O1 Zn1 103.45(7) . 5_575 ?
C9 N1 C6 119.7(2) . . ?
C9 N1 Zn1 130.30(16) . . ?
C6 N1 Zn1 109.85(15) . . ?
O1 C1 C2 124.5(2) . . ?
O1 C1 C6 117.7(2) . . ?
C2 C1 C6 117.7(2) . . ?
C20 O2 Zn1 100.0(2) . . ?
C14 N2 C15 115.9(2) . . ?
C14 N2 Zn1 119.52(16) . 4_545 ?
C15 N2 Zn1 123.32(18) . 4_545 ?
C1 C2 C3 120.9(2) . . ?
C1 C2 H2B 119.5 . . ?
C3 C2 H2B 119.5 . . ?
C4 C3 C2 122.1(3) . . ?
C4 C3 H3A 118.9 . . ?
C2 C3 H3A 118.9 . . ?
C3 C4 C5 119.6(3) . . ?
C3 C4 H4A 120.2 . . ?
C5 C4 H4A 120.2 . . ?
C7 C5 C4 124.7(3) . . ?
C7 C5 C6 116.5(2) . . ?
C4 C5 C6 118.9(3) . . ?
N1 C6 C5 122.4(2) . . ?
N1 C6 C1 116.8(2) . . ?
C5 C6 C1 120.7(2) . . ?
C8 C7 C5 120.5(3) . . ?
C8 C7 H7A 119.7 . . ?
C5 C7 H7A 119.7 . . ?
C7 C8 C9 120.2(3) . . ?
C7 C8 H8A 119.9 . . ?
C9 C8 H8A 119.9 . . ?
N1 C9 C8 120.7(2) . . ?
N1 C9 C10 116.5(2) . . ?
C8 C9 C10 122.8(2) . . ?
C11 C10 C9 126.2(3) . . ?
C11 C10 H10A 116.9 . . ?
C9 C10 H10A 116.9 . . ?
C10 C11 C12 124.7(3) . . ?
C10 C11 H11A 117.7 . . ?
C12 C11 H11A 117.7 . . ?
C13 C12 C16 116.6(2) . . ?
C13 C12 C11 119.7(2) . . ?
C16 C12 C11 123.7(2) . . ?
C12 C13 C14 119.8(2) . . ?
C12 C13 H13A 120.1 . . ?
C14 C13 H13A 120.1 . . ?
N2 C14 C13 123.8(2) . . ?
N2 C14 H14A 118.1 . . ?
C13 C14 H14A 118.1 . . ?
N2 C15 C16 123.9(3) . . ?
N2 C15 H15A 118.1 . . ?
C16 C15 H15A 118.1 . . ?
C15 C16 C12 119.4(3) . . ?
C15 C16 H16A 120.3 . . ?
C12 C16 H16A 120.3 . . ?
C18 C17 C19 121.6(4) . 5_565 ?
C18 C17 H3 129(2) . . ?
C19 C17 H3 109(2) 5_565 . ?
C19 C18 C17 118.9(3) . . ?
C19 C18 C20 120.7(3) . . ?
C17 C18 C20 120.4(3) . . ?
C18 C19 C17 119.5(4) . 5_565 ?
C18 C19 H2 123(2) . . ?
C17 C19 H2 117(2) 5_565 . ?
O2 C20 O3 124.5(3) . . ?
O2 C20 C18 117.8(4) . . ?
O3 C20 C18 117.8(4) . . ?
O2 C20 Zn1 52.07(16) . . ?
O3 C20 Zn1 73.56(19) . . ?
C18 C20 Zn1 163.5(2) . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        67.84
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.538
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.060
####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1412806'
_audit_update_record             
;
2015-09-01 deposited with the CCDC.
2015-09-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H54 I2 N4 O16 Zn3'
_chemical_formula_weight         1392.86

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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                   18.243(4)
_cell_length_b                   17.053(4)
_cell_length_c                   23.570(5)
_cell_angle_alpha                90
_cell_angle_beta                 101.411(3)
_cell_angle_gamma                90
_cell_volume                     7188(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4348
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      22.18

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_F_000             2776
_exptl_transmission_factor_min   0.690
_exptl_transmission_factor_max   0.696
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.190
_exptl_absorpt_coefficient_mu    1.905
_shelx_estimated_absorpt_T_min   0.702
_shelx_estimated_absorpt_T_max   0.714
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22312
_diffrn_reflns_av_unetI/netI     0.0469
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.278
_diffrn_reflns_theta_max         27.558
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             8278
_reflns_number_gt                4495
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.0792P)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         8278
_refine_ls_number_parameters     285
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0811
_refine_ls_R_factor_gt           0.0437
_refine_ls_wR_factor_ref         0.1387
_refine_ls_wR_factor_gt          0.1256
_refine_ls_goodness_of_fit_ref   0.880
_refine_ls_restrained_S_all      0.880
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.192 -0.218 0.261 3454.0 52.3
_platon_squeeze_details          
; 
 In asymmetric unit of this data, there were disordered 
 solvent molecules (one methanol and three water molecules) 
 which could not be restrained properly. Therefore, SQUEEZE 
 algorithm was used to omit them. 
;

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
I1 I 1.12372(2) 1.29306(2) 0.28681(2) 0.09823(16) Uani 1 1 d . . . . .
Zn1 Zn 0.81594(2) 0.80926(2) 0.02782(2) 0.06940(17) Uani 1 1 d . . . . .
O1 O 0.79356(16) 0.72141(15) -0.02915(15) 0.0881(10) Uani 1 1 d . . . . .
N1 N 0.92213(16) 0.79873(15) -0.00075(14) 0.0597(7) Uani 1 1 d . . . . .
C1 C 0.8480(2) 0.69940(19) -0.05543(19) 0.0677(11) Uani 1 1 d . . . . .
Zn2 Zn 1.0000 1.22431(4) 0.2500 0.06710(19) Uani 1 2 d S T P . .
O2 O 0.80771(15) 0.92255(14) 0.04597(15) 0.0754(8) Uani 1 1 d . . . . .
N2 N 1.01535(17) 1.14309(18) 0.18825(13) 0.0675(8) Uani 1 1 d . . . . .
C2 C 0.8409(2) 0.6402(2) -0.0962(2) 0.0801(12) Uani 1 1 d . . . . .
H2A H 0.7964 0.6123 -0.1060 0.096 Uiso 1 1 calc R U . . .
O3 O 0.77432(18) 0.92010(16) -0.04864(16) 0.0963(10) Uani 1 1 d . . . . .
C3 C 0.9022(2) 0.6221(2) -0.12301(19) 0.0823(12) Uani 1 1 d . . . . .
H3A H 0.8966 0.5829 -0.1510 0.099 Uiso 1 1 calc R U . . .
O4 O 0.8598(2) 0.7681(2) 0.11012(18) 0.1305(13) Uani 1 1 d . . . . .
C4 C 0.9684(2) 0.6601(3) -0.10917(19) 0.0769(11) Uani 1 1 d . . . . .
H4B H 1.0076 0.6461 -0.1270 0.092 Uiso 1 1 calc R U . . .
C5 C 0.9779(2) 0.7203(2) -0.06823(18) 0.0629(9) Uani 1 1 d . . . . .
C6 C 0.91717(19) 0.74046(19) -0.04116(17) 0.0571(9) Uani 1 1 d . . . . .
C7 C 1.0432(2) 0.7637(3) -0.0509(2) 0.0776(12) Uani 1 1 d . . . . .
H7A H 1.0848 0.7520 -0.0667 0.093 Uiso 1 1 calc R U . . .
C8 C 1.0476(2) 0.8218(2) -0.01203(19) 0.0749(11) Uani 1 1 d . . . . .
H8A H 1.0915 0.8505 -0.0017 0.090 Uiso 1 1 calc R U . . .
C9 C 0.9853(2) 0.8395(2) 0.01328(17) 0.0637(9) Uani 1 1 d . . . . .
C10 C 0.9843(2) 0.9027(2) 0.05503(17) 0.0699(10) Uani 1 1 d . . . . .
H10A H 0.9434 0.9038 0.0731 0.084 Uiso 1 1 calc R U . . .
C11 C 1.0345(2) 0.9582(2) 0.07002(17) 0.0683(10) Uani 1 1 d . . . . .
H11A H 1.0773 0.9568 0.0542 0.082 Uiso 1 1 calc R U . . .
C12 C 1.0271(2) 1.0225(2) 0.11042(17) 0.0662(10) Uani 1 1 d . . . . .
C13 C 0.9641(2) 1.0306(3) 0.1346(2) 0.0813(12) Uani 1 1 d . . . . .
H13A H 0.9247 0.9953 0.1253 0.098 Uiso 1 1 calc R U . . .
C14 C 0.9603(2) 1.0909(3) 0.1724(2) 0.0851(13) Uani 1 1 d . . . . .
H14A H 0.9173 1.0959 0.1877 0.102 Uiso 1 1 calc R U . . .
C15 C 1.0743(2) 1.1362(2) 0.16443(17) 0.0698(10) Uani 1 1 d . . . . .
H15A H 1.1125 1.1727 0.1743 0.084 Uiso 1 1 calc R U . . .
C16 C 1.0827(2) 1.0784(2) 0.12589(17) 0.0696(10) Uani 1 1 d . . . . .
H16A H 1.1256 1.0765 0.1102 0.084 Uiso 1 1 calc R U . . .
C17 C 0.77109(19) 1.04218(19) -0.00129(18) 0.0617(9) Uani 1 1 d . . . . .
C18 C 0.7776(2) 1.0825(2) 0.05024(18) 0.0676(10) Uani 1 1 d . . . . .
H18A H 0.7882 1.0554 0.0851 0.081 Uiso 1 1 calc R U . . .
C19 C 0.7685(2) 1.1634(2) 0.05019(18) 0.0679(10) Uani 1 1 d . . . . .
H19A H 0.7725 1.1893 0.0854 0.081 Uiso 1 1 calc R U . . .
C20 C 0.75357(19) 1.20648(18) -0.00012(17) 0.0580(9) Uani 1 1 d . . . . .
C21 C 0.7449(3) 1.1643(2) -0.05109(18) 0.0841(13) Uani 1 1 d . . . . .
H21A H 0.7329 1.1910 -0.0861 0.101 Uiso 1 1 calc R U . . .
C22 C 0.7535(2) 1.0843(2) -0.05183(19) 0.0810(12) Uani 1 1 d . . . . .
H22A H 0.7473 1.0583 -0.0871 0.097 Uiso 1 1 calc R U . . .
C23 C 0.7842(2) 0.9555(2) -0.0021(2) 0.0686(11) 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
I1 Zn2 2.5391(6) . ?
Zn1 O2 1.991(2) . ?
Zn1 O1 1.999(3) . ?
Zn1 O4 2.069(4) . ?
Zn1 O1 2.071(3) 7_665 ?
Zn1 N1 2.181(3) . ?
O1 C1 1.324(4) . ?
O1 Zn1 2.071(3) 7_665 ?
N1 C9 1.331(4) . ?
N1 C6 1.367(4) . ?
C1 C2 1.382(5) . ?
C1 C6 1.424(5) . ?
Zn2 N2 2.068(3) . ?
Zn2 N2 2.068(3) 2_755 ?
Zn2 I1 2.5391(6) 2_755 ?
O2 C23 1.261(5) . ?
N2 C15 1.313(4) . ?
N2 C14 1.339(5) . ?
C2 C3 1.423(5) . ?
C2 H2A 0.9300 . ?
O3 C23 1.234(5) . ?
C3 C4 1.351(6) . ?
C3 H3A 0.9300 . ?
C4 C5 1.396(6) . ?
C4 H4B 0.9300 . ?
C5 C7 1.394(6) . ?
C5 C6 1.426(5) . ?
C7 C8 1.342(6) . ?
C7 H7A 0.9300 . ?
C8 C9 1.416(5) . ?
C8 H8A 0.9300 . ?
C9 C10 1.462(5) . ?
C10 C11 1.314(5) . ?
C10 H10A 0.9300 . ?
C11 C12 1.477(5) . ?
C11 H11A 0.9300 . ?
C12 C16 1.387(5) . ?
C12 C13 1.388(5) . ?
C13 C14 1.370(5) . ?
C13 H13A 0.9300 . ?
C14 H14A 0.9300 . ?
C15 C16 1.370(5) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C22 1.374(5) . ?
C17 C18 1.380(5) . ?
C17 C23 1.498(5) . ?
C18 C19 1.389(5) . ?
C18 H18A 0.9300 . ?
C19 C20 1.376(5) . ?
C19 H19A 0.9300 . ?
C20 C21 1.383(5) . ?
C20 C20 1.490(6) 7_675 ?
C21 C22 1.373(5) . ?
C21 H21A 0.9300 . ?
C22 H22A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Zn1 O1 149.03(15) . . ?
O2 Zn1 O4 99.17(16) . . ?
O1 Zn1 O4 111.42(15) . . ?
O2 Zn1 O1 97.34(10) . 7_665 ?
O1 Zn1 O1 75.61(11) . 7_665 ?
O4 Zn1 O1 95.48(15) . 7_665 ?
O2 Zn1 N1 104.81(10) . . ?
O1 Zn1 N1 78.86(10) . . ?
O4 Zn1 N1 93.38(14) . . ?
O1 Zn1 N1 154.47(11) 7_665 . ?
C1 O1 Zn1 117.0(2) . . ?
C1 O1 Zn1 138.6(2) . 7_665 ?
Zn1 O1 Zn1 104.39(11) . 7_665 ?
C9 N1 C6 119.2(3) . . ?
C9 N1 Zn1 131.2(2) . . ?
C6 N1 Zn1 109.5(2) . . ?
O1 C1 C2 123.9(4) . . ?
O1 C1 C6 117.5(3) . . ?
C2 C1 C6 118.6(3) . . ?
N2 Zn2 N2 95.90(18) . 2_755 ?
N2 Zn2 I1 107.69(9) . 2_755 ?
N2 Zn2 I1 108.35(8) 2_755 2_755 ?
N2 Zn2 I1 108.35(8) . . ?
N2 Zn2 I1 107.69(9) 2_755 . ?
I1 Zn2 I1 124.99(4) 2_755 . ?
C23 O2 Zn1 105.5(3) . . ?
C15 N2 C14 117.0(3) . . ?
C15 N2 Zn2 126.7(3) . . ?
C14 N2 Zn2 116.3(3) . . ?
C1 C2 C3 119.6(4) . . ?
C1 C2 H2A 120.2 . . ?
C3 C2 H2A 120.2 . . ?
C4 C3 C2 122.1(4) . . ?
C4 C3 H3A 119.0 . . ?
C2 C3 H3A 119.0 . . ?
C3 C4 C5 120.2(3) . . ?
C3 C4 H4B 119.9 . . ?
C5 C4 H4B 119.9 . . ?
C7 C5 C4 125.1(3) . . ?
C7 C5 C6 115.9(3) . . ?
C4 C5 C6 119.1(4) . . ?
N1 C6 C1 117.1(3) . . ?
N1 C6 C5 122.5(3) . . ?
C1 C6 C5 120.4(3) . . ?
C8 C7 C5 121.6(3) . . ?
C8 C7 H7A 119.2 . . ?
C5 C7 H7A 119.2 . . ?
C7 C8 C9 120.1(4) . . ?
C7 C8 H8A 120.0 . . ?
C9 C8 H8A 120.0 . . ?
N1 C9 C8 120.7(3) . . ?
N1 C9 C10 115.3(3) . . ?
C8 C9 C10 123.9(4) . . ?
C11 C10 C9 127.7(4) . . ?
C11 C10 H10A 116.2 . . ?
C9 C10 H10A 116.2 . . ?
C10 C11 C12 124.1(3) . . ?
C10 C11 H11A 117.9 . . ?
C12 C11 H11A 117.9 . . ?
C16 C12 C13 116.5(4) . . ?
C16 C12 C11 121.6(3) . . ?
C13 C12 C11 121.8(4) . . ?
C14 C13 C12 119.6(4) . . ?
C14 C13 H13A 120.2 . . ?
C12 C13 H13A 120.2 . . ?
N2 C14 C13 123.3(4) . . ?
N2 C14 H14A 118.4 . . ?
C13 C14 H14A 118.4 . . ?
N2 C15 C16 123.9(4) . . ?
N2 C15 H15A 118.0 . . ?
C16 C15 H15A 118.0 . . ?
C15 C16 C12 119.7(4) . . ?
C15 C16 H16A 120.2 . . ?
C12 C16 H16A 120.2 . . ?
C22 C17 C18 117.9(3) . . ?
C22 C17 C23 121.1(4) . . ?
C18 C17 C23 121.1(4) . . ?
C17 C18 C19 120.3(4) . . ?
C17 C18 H18A 119.9 . . ?
C19 C18 H18A 119.9 . . ?
C20 C19 C18 122.3(4) . . ?
C20 C19 H19A 118.8 . . ?
C18 C19 H19A 118.8 . . ?
C19 C20 C21 116.1(3) . . ?
C19 C20 C20 122.1(4) . 7_675 ?
C21 C20 C20 121.8(4) . 7_675 ?
C22 C21 C20 122.3(4) . . ?
C22 C21 H21A 118.8 . . ?
C20 C21 H21A 118.8 . . ?
C21 C22 C17 121.1(4) . . ?
C21 C22 H22A 119.5 . . ?
C17 C22 H22A 119.5 . . ?
O3 C23 O2 122.9(4) . . ?
O3 C23 C17 119.9(4) . . ?
O2 C23 C17 117.1(4) . . ?

_refine_diff_density_max         0.656
_refine_diff_density_min         -0.404
_refine_diff_density_rms         0.077

_shelxl_version_number           2013-2

####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1412807'
_audit_update_record             
;
2015-09-01 deposited with the CCDC.
2015-09-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H13 Cd N2 O3'
_chemical_formula_weight         441.72

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C2/c  '

loop_
_symmetry_equiv_pos_as_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                   19.290(2)
_cell_length_b                   12.8306(15)
_cell_length_c                   15.7556(18)
_cell_angle_alpha                90.00
_cell_angle_beta                 113.3370(10)
_cell_angle_gamma                90.00
_cell_volume                     3580.5(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2607
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      24.23

_exptl_crystal_description       Block
_exptl_crystal_colour            Red
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.17
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.639
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1752
_exptl_absorpt_coefficient_mu    1.241
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7894
_exptl_absorpt_correction_T_max  0.8167
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10856
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_av_sigmaI/netI    0.0406
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.30
_diffrn_reflns_theta_max         27.43
_reflns_number_total             4022
_reflns_number_gt                2915
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0449P)²+0.1804P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4022
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0563
_refine_ls_R_factor_gt           0.0362
_refine_ls_wR_factor_ref         0.0946
_refine_ls_wR_factor_gt          0.0846
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.079801(14) 0.08234(2) 0.053222(18) 0.04136(11) Uani 1 1 d . . .
O1 O -0.03796(13) 0.0495(2) 0.04825(18) 0.0469(6) Uani 1 1 d . . .
N1 N -0.17900(16) -0.0313(2) -0.0125(2) 0.0436(7) Uani 1 1 d . . .
C1 C -0.0879(2) 0.0971(3) 0.0715(3) 0.0440(9) Uani 1 1 d . . .
O2 O 0.03508(19) 0.2309(2) -0.0448(2) 0.0790(9) Uani 1 1 d . . .
N2 N -0.36736(17) -0.4847(3) -0.3113(2) 0.0499(8) Uani 1 1 d . . .
C2 C -0.0715(2) 0.1848(3) 0.1278(3) 0.0575(11) Uani 1 1 d . . .
H2B H -0.0233 0.2135 0.1490 0.069 Uiso 1 1 calc R . .
O3 O 0.08967(16) 0.2548(2) 0.1029(2) 0.0679(8) Uani 1 1 d . . .
C3 C -0.1262(3) 0.2307(4) 0.1529(4) 0.0770(14) Uani 1 1 d . . .
H3A H -0.1134 0.2890 0.1911 0.092 Uiso 1 1 calc R . .
C4 C -0.1973(3) 0.1928(4) 0.1235(4) 0.0784(15) Uani 1 1 d . . .
H4A H -0.2328 0.2257 0.1406 0.094 Uiso 1 1 calc R . .
C5 C -0.2174(2) 0.1044(3) 0.0674(3) 0.0589(11) Uani 1 1 d . . .
C6 C -0.1626(2) 0.0560(3) 0.0410(3) 0.0440(9) Uani 1 1 d . . .
C7 C -0.2899(3) 0.0581(4) 0.0340(4) 0.0773(15) Uani 1 1 d . . .
H7A H -0.3276 0.0876 0.0490 0.093 Uiso 1 1 calc R . .
C8 C -0.3050(2) -0.0272(4) -0.0188(3) 0.0698(13) Uani 1 1 d . . .
H8A H -0.3530 -0.0567 -0.0403 0.084 Uiso 1 1 calc R . .
C9 C -0.2474(2) -0.0730(3) -0.0420(3) 0.0517(10) Uani 1 1 d . . .
C10 C -0.2603(2) -0.1653(3) -0.1004(3) 0.0567(11) Uani 1 1 d . . .
H10A H -0.2226 -0.1825 -0.1208 0.068 Uiso 1 1 calc R . .
C11 C -0.3198(2) -0.2267(3) -0.1272(3) 0.0590(11) Uani 1 1 d . . .
H11A H -0.3572 -0.2106 -0.1060 0.071 Uiso 1 1 calc R . .
C12 C -0.3324(2) -0.3177(3) -0.1870(3) 0.0527(10) Uani 1 1 d . . .
C13 C -0.2821(2) -0.3529(4) -0.2235(3) 0.0644(12) Uani 1 1 d . . .
H13A H -0.2352 -0.3211 -0.2067 0.077 Uiso 1 1 calc R . .
C14 C -0.3015(2) -0.4346(4) -0.2846(3) 0.0648(12) Uani 1 1 d . . .
H14A H -0.2670 -0.4563 -0.3087 0.078 Uiso 1 1 calc R . .
C15 C -0.4131(2) -0.4554(4) -0.2723(3) 0.0616(12) Uani 1 1 d . . .
H15A H -0.4581 -0.4918 -0.2873 0.074 Uiso 1 1 calc R . .
C16 C -0.3985(2) -0.3738(4) -0.2106(3) 0.0600(11) Uani 1 1 d . . .
H16A H -0.4330 -0.3567 -0.1850 0.072 Uiso 1 1 calc R . .
C17 C -0.0188(3) 0.4337(3) -0.0760(4) 0.0693(13) Uani 1 1 d . . .
H17 H -0.0314 0.3900 -0.1271 0.083 Uiso 1 1 calc R . .
C18 C 0.0252(3) 0.3967(3) 0.0116(3) 0.0604(12) Uani 1 1 d . . .
C19 C 0.0443(3) 0.4624(4) 0.0874(4) 0.0694(13) Uani 1 1 d . . .
H19 H 0.0742 0.4377 0.1461 0.083 Uiso 1 1 calc R . .
C20 C 0.0523(2) 0.2889(2) 0.0255(3) 0.0381(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 O1 2.247(2) 5 ?
Cd1 O1 2.281(2) . ?
Cd1 O3 2.329(3) . ?
Cd1 N2 2.332(3) 8_546 ?
Cd1 N1 2.340(3) 5 ?
Cd1 O2 2.389(3) . ?
Cd1 C20 2.705(3) . ?
O1 C1 1.309(4) . ?
O1 Cd1 2.247(2) 5 ?
N1 C9 1.325(5) . ?
N1 C6 1.361(4) . ?
N1 Cd1 2.340(3) 5 ?
C1 C2 1.390(5) . ?
C1 C6 1.427(5) . ?
O2 C20 1.265(5) . ?
N2 C15 1.314(5) . ?
N2 C14 1.334(5) . ?
N2 Cd1 2.332(3) 8_445 ?
C2 C3 1.397(6) . ?
O3 C20 1.226(5) . ?
C3 C4 1.353(6) . ?
C4 C5 1.395(6) . ?
C5 C7 1.415(6) . ?
C5 C6 1.424(5) . ?
C7 C8 1.335(6) . ?
C8 C9 1.427(6) . ?
C9 C10 1.460(5) . ?
C10 C11 1.316(5) . ?
C11 C12 1.460(5) . ?
C12 C16 1.381(5) . ?
C12 C13 1.385(5) . ?
C13 C14 1.372(6) . ?
C15 C16 1.380(6) . ?
C17 C18 1.387(6) . ?
C17 C19 1.408(6) 5_565 ?
C18 C19 1.387(6) . ?
C18 C20 1.463(5) . ?
C19 C17 1.408(6) 5_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
O1 Cd1 O1 76.37(10) 5 . ?
O1 Cd1 O3 155.90(11) 5 . ?
O1 Cd1 O3 97.74(9) . . ?
O1 Cd1 N2 98.65(11) 5 8_546 ?
O1 Cd1 N2 90.02(10) . 8_546 ?
O3 Cd1 N2 104.76(12) . 8_546 ?
O1 Cd1 N1 72.32(10) 5 5 ?
O1 Cd1 N1 148.25(10) . 5 ?
O3 Cd1 N1 113.02(10) . 5 ?
N2 Cd1 N1 89.56(10) 8_546 5 ?
O1 Cd1 O2 101.80(12) 5 . ?
O1 Cd1 O2 91.46(10) . . ?
O3 Cd1 O2 54.55(12) . . ?
N2 Cd1 O2 159.26(13) 8_546 . ?
N1 Cd1 O2 99.84(11) 5 . ?
O1 Cd1 C20 129.10(11) 5 . ?
O1 Cd1 C20 92.66(10) . . ?
O3 Cd1 C20 26.89(11) . . ?
N2 Cd1 C20 131.37(12) 8_546 . ?
N1 Cd1 C20 111.06(10) 5 . ?
O2 Cd1 C20 27.89(11) . . ?
C1 O1 Cd1 117.0(2) . 5 ?
C1 O1 Cd1 137.5(2) . . ?
Cd1 O1 Cd1 103.63(10) 5 . ?
C9 N1 C6 120.3(3) . . ?
C9 N1 Cd1 126.8(2) . 5 ?
C6 N1 Cd1 112.7(2) . 5 ?
O1 C1 C2 123.3(4) . . ?
O1 C1 C6 119.4(3) . . ?
C2 C1 C6 117.3(3) . . ?
C20 O2 Cd1 90.1(2) . . ?
C15 N2 C14 116.5(3) . . ?
C15 N2 Cd1 116.8(3) . 8_445 ?
C14 N2 Cd1 124.3(3) . 8_445 ?
C1 C2 C3 121.0(4) . . ?
C20 O3 Cd1 93.9(2) . . ?
C4 C3 C2 122.0(4) . . ?
C3 C4 C5 119.9(4) . . ?
C4 C5 C7 124.2(4) . . ?
C4 C5 C6 119.2(4) . . ?
C7 C5 C6 116.6(4) . . ?
N1 C6 C5 121.5(4) . . ?
N1 C6 C1 117.9(3) . . ?
C5 C6 C1 120.5(3) . . ?
C8 C7 C5 121.0(4) . . ?
C7 C8 C9 119.8(4) . . ?
N1 C9 C8 120.8(4) . . ?
N1 C9 C10 116.5(3) . . ?
C8 C9 C10 122.7(4) . . ?
C11 C10 C9 126.6(4) . . ?
C10 C11 C12 125.9(4) . . ?
C16 C12 C13 116.3(4) . . ?
C16 C12 C11 119.3(4) . . ?
C13 C12 C11 124.4(4) . . ?
C14 C13 C12 119.9(4) . . ?
N2 C14 C13 123.4(4) . . ?
N2 C15 C16 124.0(4) . . ?
C15 C16 C12 119.6(4) . . ?
C18 C17 C19 119.7(5) . 5_565 ?
C17 C18 C19 119.9(4) . . ?
C17 C18 C20 120.9(4) . . ?
C19 C18 C20 119.2(4) . . ?
C18 C19 C17 120.4(5) . 5_565 ?
O3 C20 O2 120.5(3) . . ?
O3 C20 C18 121.4(4) . . ?
O2 C20 C18 118.1(4) . . ?
O3 C20 Cd1 59.23(19) . . ?
O2 C20 Cd1 62.05(19) . . ?
C18 C20 Cd1 170.3(3) . . ?

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        27.43
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         0.633
_refine_diff_density_min         -0.454
_refine_diff_density_rms         0.081
####################################################################### 
# 
# 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_6
_database_code_depnum_ccdc_archive 'CCDC 1412808'
_audit_update_record             
;
2015-09-01 deposited with the CCDC.
2015-09-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H42 Cd2 N4 O10'
_chemical_formula_weight         1059.65

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           122
_space_group_name_H-M_alt        'I -4 2 d'
_space_group_name_Hall           'I -4 2bw'

_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'
'y, -x, -z'
'-x, -y, z'
'-y, x, -z'
'x, -y+1/2, -z+1/4'
'-x, y+1/2, -z+1/4'
'-y, -x+1/2, z+1/4'
'y, x+1/2, z+1/4'
'x+1/2, y+1/2, z+1/2'
'y+1/2, -x+1/2, -z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'-y+1/2, x+1/2, -z+1/2'
'x+1/2, -y+1, -z+3/4'
'-x+1/2, y+1, -z+3/4'
'-y+1/2, -x+1, z+3/4'
'y+1/2, x+1, z+3/4'

_cell_length_a                   22.0223(12)
_cell_length_b                   22.0223(12)
_cell_length_c                   21.628(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     10489.2(16)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9953
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      26.78

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_F_000             4272
_exptl_transmission_factor_min   0.841
_exptl_transmission_factor_max   0.848
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.190
_exptl_absorpt_coefficient_mu    0.865
_shelx_estimated_absorpt_T_min   0.846
_shelx_estimated_absorpt_T_max   0.853
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            47528
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_av_R_equivalents  0.0446
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.320
_diffrn_reflns_theta_max         27.496
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6037
_reflns_number_gt                5662
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.854
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.0755P)²+0.7542P] 
 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 
; 
 Flack x determined using 2503 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   -0.009(10)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6037
_refine_ls_number_parameters     274
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0374
_refine_ls_R_factor_gt           0.0349
_refine_ls_wR_factor_ref         0.1071
_refine_ls_wR_factor_gt          0.1055
_refine_ls_goodness_of_fit_ref   1.127
_refine_ls_restrained_S_all      1.131
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.000 0.000 0.000 177.2 16.0
2 0.500 0.500 0.000 214.5 37.7
3 0.000 0.500 0.250 177.2 18.1
4 0.426 0.750 0.125 36.4 3.7
5 0.573 0.250 0.125 36.5 3.7
6 0.500 0.000 0.250 214.5 20.1
7 0.500 0.500 0.500 177.2 16.0
8 0.250 0.073 0.375 36.5 3.7
9 0.750 0.927 0.375 36.4 3.6
10 0.000 1.000 0.500 214.6 37.7
11 0.500 0.000 0.750 177.2 18.1
12 0.073 0.750 0.625 36.5 3.7
13 0.926 0.250 0.625 36.4 3.7
14 0.000 0.500 0.750 214.5 20.1
15 0.250 0.427 0.875 36.4 3.6
16 0.750 0.573 0.875 36.5 3.7
_platon_squeeze_details          
; 
;

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 0.20639(2) 0.81047(2) 1.07110(2) 0.03279(12) Uani 1 1 d . . . . .
O1 O 0.2119(2) 0.70818(17) 1.07630(19) 0.0437(8) Uani 1 1 d . . . . .
N1 N 0.1888(2) 0.77114(19) 0.9715(2) 0.0338(8) Uani 1 1 d . . . . .
C1 C 0.2042(2) 0.6775(2) 1.0252(3) 0.0359(10) Uani 1 1 d . . . . .
O2 O 0.25437(19) 0.9090(2) 1.0676(2) 0.0545(10) Uani 1 1 d . . . . .
C2 C 0.2087(3) 0.6146(2) 1.0210(3) 0.0479(14) Uani 1 1 d . . . . .
H2A H 0.2187 0.5920 1.0564 0.057 Uiso 1 1 calc R U . . .
O3 O 0.3060(2) 0.8277(2) 1.0400(3) 0.0616(12) Uani 1 1 d . . . . .
C3 C 0.1985(3) 0.5840(3) 0.9649(4) 0.0551(16) Uani 1 1 d . . . . .
H3A H 0.2015 0.5414 0.9639 0.066 Uiso 1 1 calc R U . . .
C4 C 0.1848(3) 0.6132(3) 0.9138(3) 0.0541(16) Uani 1 1 d . . . . .
H4A H 0.1777 0.5912 0.8773 0.065 Uiso 1 1 calc R U . . .
C5 C 0.1806(3) 0.6775(3) 0.9130(3) 0.0439(13) Uani 1 1 d . . . . .
C6 C 0.1911(2) 0.7093(2) 0.9689(3) 0.0355(10) Uani 1 1 d . . . . .
C7 C 0.1698(3) 0.7121(3) 0.8598(3) 0.0546(15) Uani 1 1 d . . . . .
H7A H 0.1625 0.6924 0.8220 0.065 Uiso 1 1 calc R U . . .
C8 C 0.1695(3) 0.7748(3) 0.8622(3) 0.0490(14) Uani 1 1 d . . . . .
H8A H 0.1634 0.7978 0.8261 0.059 Uiso 1 1 calc R U . . .
C9 C 0.1784(2) 0.8035(2) 0.9191(3) 0.0375(11) Uani 1 1 d . . . . .
C10 C 0.1789(3) 0.8689(2) 0.9276(3) 0.0428(12) Uani 1 1 d . . . . .
H10A H 0.1919 0.8828 0.9665 0.051 Uiso 1 1 calc R U . . .
C11 C 0.1632(4) 0.9114(3) 0.8871(3) 0.0531(15) Uani 1 1 d . . . . .
H11A H 0.1493 0.8984 0.8482 0.064 Uiso 1 1 calc R U . . .
C12 C 0.1657(3) 0.9764(3) 0.8980(3) 0.0465(13) Uani 1 1 d . . . . .
C13 C 0.1396(5) 1.0167(3) 0.8579(3) 0.075(3) Uani 1 1 d . . . . .
H13A H 0.1208 1.0023 0.8217 0.090 Uiso 1 1 calc R U . . .
C14 C 0.1406(4) 1.0790(3) 0.8700(4) 0.070(2) Uani 1 1 d . . . . .
H14A H 0.1202 1.1052 0.8427 0.084 Uiso 1 1 calc R U . . .
C15 C 0.1952(4) 1.0636(3) 0.9560(3) 0.066(2) Uani 1 1 d . . . . .
H15A H 0.2173 1.0792 0.9897 0.079 Uiso 1 1 calc R U . . .
C16 C 0.1928(5) 1.0019(3) 0.9498(3) 0.071(2) Uani 1 1 d . . . . .
H16A H 0.2095 0.9767 0.9805 0.085 Uiso 1 1 calc R U . . .
C17 C 0.3033(3) 0.8832(3) 1.0509(3) 0.0451(13) Uani 1 1 d . . . . .
C18 C 0.3608(3) 0.9204(3) 1.0446(3) 0.0459(13) Uani 1 1 d . . . . .
C19 C 0.4125(3) 0.8916(3) 1.0225(3) 0.0498(14) Uani 1 1 d . . . . .
H19A H 0.4105 0.8510 1.0095 0.060 Uiso 1 1 calc R U . . .
C20 C 0.4672(3) 0.9233(3) 1.0195(4) 0.0548(16) Uani 1 1 d . . . . .
H20A H 0.5022 0.9038 1.0045 0.066 Uiso 1 1 calc R U . . .
C21 C 0.4704(3) 0.9842(3) 1.0388(3) 0.0441(13) Uani 1 1 d . . . . .
C22 C 0.4178(3) 1.0128(3) 1.0570(3) 0.0545(16) Uani 1 1 d . . . . .
H22A H 0.4188 1.0542 1.0672 0.065 Uiso 1 1 calc R U . . .
C23 C 0.3626(3) 0.9810(3) 1.0605(3) 0.0496(14) Uani 1 1 d . . . . .
H23A H 0.3271 1.0010 1.0736 0.060 Uiso 1 1 calc R U . . .
N2 N 0.1694(2) 1.1029(2) 0.9190(2) 0.0447(11) Uani 1 1 d . . . . .
O4 O 0.1905(8) 0.0155(8) 0.1165(8) 0.221(7) Uiso 1 1 d . . . . .
O5 O 0.0501(16) 0.6991(14) 0.7444(13) 0.392(17) Uiso 1 1 d D . . . .
C24 C 0.090(2) 0.651(2) 0.7108(19) 0.36(2) Uiso 1 1 d 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 2.259(4) . ?
Cd1 O1 2.260(4) 5_567 ?
Cd1 O3 2.325(5) . ?
Cd1 N2 2.332(5) 2_467 ?
Cd1 N1 2.353(4) . ?
Cd1 O2 2.414(4) . ?
Cd1 C17 2.703(5) . ?
O1 C1 1.307(7) . ?
O1 Cd1 2.260(4) 5_567 ?
N1 C9 1.358(7) . ?
N1 C6 1.365(6) . ?
C1 C2 1.392(7) . ?
C1 C6 1.434(8) . ?
O2 C17 1.269(8) . ?
C2 C3 1.405(10) . ?
C2 H2A 0.9400 . ?
O3 C17 1.247(8) . ?
C3 C4 1.313(10) . ?
C3 H3A 0.9400 . ?
C4 C5 1.419(8) . ?
C4 H4A 0.9400 . ?
C5 C7 1.400(10) . ?
C5 C6 1.416(8) . ?
C7 C8 1.381(9) . ?
C7 H7A 0.9400 . ?
C8 C9 1.398(8) . ?
C8 H8A 0.9400 . ?
C9 C10 1.452(7) . ?
C10 C11 1.329(8) . ?
C10 H10A 0.9400 . ?
C11 C12 1.452(8) . ?
C11 H11A 0.9400 . ?
C12 C13 1.368(9) . ?
C12 C16 1.388(9) . ?
C13 C14 1.396(11) . ?
C13 H13A 0.9400 . ?
C14 N2 1.343(9) . ?
C14 H14A 0.9400 . ?
C15 N2 1.308(8) . ?
C15 C16 1.368(9) . ?
C15 H15A 0.9400 . ?
C16 H16A 0.9400 . ?
C17 C18 1.516(7) . ?
C18 C23 1.379(9) . ?
C18 C19 1.387(9) . ?
C19 C20 1.394(8) . ?
C19 H19A 0.9400 . ?
C20 C21 1.407(9) . ?
C20 H20A 0.9400 . ?
C21 C22 1.375(9) . ?
C21 C21 1.478(10) 3_675 ?
C22 C23 1.404(8) . ?
C22 H22A 0.9400 . ?
C23 H23A 0.9400 . ?
N2 Cd1 2.332(5) 4_667 ?
O5 C24 1.55(2) . ?

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 O1 76.52(17) . 5_567 ?
O1 Cd1 O3 97.27(17) . . ?
O1 Cd1 O3 105.24(18) 5_567 . ?
O1 Cd1 N2 103.73(17) . 2_467 ?
O1 Cd1 N2 89.80(17) 5_567 2_467 ?
O3 Cd1 N2 156.59(19) . 2_467 ?
O1 Cd1 N1 71.78(15) . . ?
O1 Cd1 N1 147.19(15) 5_567 . ?
O3 Cd1 N1 87.19(17) . . ?
N2 Cd1 N1 89.61(17) 2_467 . ?
O1 Cd1 O2 150.96(16) . . ?
O1 Cd1 O2 99.84(16) 5_567 . ?
O3 Cd1 O2 55.34(17) . . ?
N2 Cd1 O2 105.07(17) 2_467 . ?
N1 Cd1 O2 111.96(16) . . ?
O1 Cd1 C17 123.84(18) . . ?
O1 Cd1 C17 102.95(16) 5_567 . ?
O3 Cd1 C17 27.41(19) . . ?
N2 Cd1 C17 132.33(19) 2_467 . ?
N1 Cd1 C17 101.55(17) . . ?
O2 Cd1 C17 27.98(18) . . ?
C1 O1 Cd1 117.8(3) . . ?
C1 O1 Cd1 136.9(3) . 5_567 ?
Cd1 O1 Cd1 103.14(16) . 5_567 ?
C9 N1 C6 119.6(5) . . ?
C9 N1 Cd1 126.8(3) . . ?
C6 N1 Cd1 113.6(4) . . ?
O1 C1 C2 124.2(5) . . ?
O1 C1 C6 119.5(4) . . ?
C2 C1 C6 116.4(5) . . ?
C17 O2 Cd1 88.8(3) . . ?
C1 C2 C3 121.5(6) . . ?
C1 C2 H2A 119.2 . . ?
C3 C2 H2A 119.2 . . ?
C17 O3 Cd1 93.4(4) . . ?
C4 C3 C2 121.8(6) . . ?
C4 C3 H3A 119.1 . . ?
C2 C3 H3A 119.1 . . ?
C3 C4 C5 121.0(6) . . ?
C3 C4 H4A 119.5 . . ?
C5 C4 H4A 119.5 . . ?
C7 C5 C6 117.4(5) . . ?
C7 C5 C4 124.4(6) . . ?
C6 C5 C4 118.1(6) . . ?
N1 C6 C5 121.5(5) . . ?
N1 C6 C1 117.3(5) . . ?
C5 C6 C1 121.1(5) . . ?
C8 C7 C5 121.0(6) . . ?
C8 C7 H7A 119.5 . . ?
C5 C7 H7A 119.5 . . ?
C7 C8 C9 118.9(6) . . ?
C7 C8 H8A 120.6 . . ?
C9 C8 H8A 120.6 . . ?
N1 C9 C8 121.5(5) . . ?
N1 C9 C10 114.4(5) . . ?
C8 C9 C10 124.1(5) . . ?
C11 C10 C9 127.9(5) . . ?
C11 C10 H10A 116.1 . . ?
C9 C10 H10A 116.1 . . ?
C10 C11 C12 125.3(6) . . ?
C10 C11 H11A 117.3 . . ?
C12 C11 H11A 117.3 . . ?
C13 C12 C16 115.5(6) . . ?
C13 C12 C11 121.4(6) . . ?
C16 C12 C11 123.1(6) . . ?
C12 C13 C14 120.8(6) . . ?
C12 C13 H13A 119.6 . . ?
C14 C13 H13A 119.6 . . ?
N2 C14 C13 122.7(6) . . ?
N2 C14 H14A 118.7 . . ?
C13 C14 H14A 118.7 . . ?
N2 C15 C16 125.5(6) . . ?
N2 C15 H15A 117.3 . . ?
C16 C15 H15A 117.3 . . ?
C15 C16 C12 119.8(6) . . ?
C15 C16 H16A 120.1 . . ?
C12 C16 H16A 120.1 . . ?
O3 C17 O2 122.2(5) . . ?
O3 C17 C18 118.2(6) . . ?
O2 C17 C18 119.6(5) . . ?
O3 C17 Cd1 59.2(3) . . ?
O2 C17 Cd1 63.2(3) . . ?
C18 C17 Cd1 174.2(4) . . ?
C23 C18 C19 120.3(5) . . ?
C23 C18 C17 121.7(6) . . ?
C19 C18 C17 118.0(6) . . ?
C18 C19 C20 119.7(6) . . ?
C18 C19 H19A 120.1 . . ?
C20 C19 H19A 120.1 . . ?
C19 C20 C21 120.5(6) . . ?
C19 C20 H20A 119.8 . . ?
C21 C20 H20A 119.8 . . ?
C22 C21 C20 118.6(5) . . ?
C22 C21 C21 121.9(7) . 3_675 ?
C20 C21 C21 119.5(7) . 3_675 ?
C21 C22 C23 121.2(6) . . ?
C21 C22 H22A 119.4 . . ?
C23 C22 H22A 119.4 . . ?
C18 C23 C22 119.5(6) . . ?
C18 C23 H23A 120.2 . . ?
C22 C23 H23A 120.2 . . ?
C15 N2 C14 115.4(5) . . ?
C15 N2 Cd1 120.4(4) . 4_667 ?
C14 N2 Cd1 123.1(4) . 4_667 ?

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
Cd1 O1 C1 C2 177.4(4) . . . . ?
Cd1 O1 C1 C2 -22.6(9) 5_567 . . . ?
Cd1 O1 C1 C6 -1.8(6) . . . . ?
Cd1 O1 C1 C6 158.2(4) 5_567 . . . ?
O1 C1 C2 C3 178.4(6) . . . . ?
C6 C1 C2 C3 -2.3(8) . . . . ?
C1 C2 C3 C4 0.6(10) . . . . ?
C2 C3 C4 C5 0.9(10) . . . . ?
C3 C4 C5 C7 176.2(7) . . . . ?
C3 C4 C5 C6 -0.5(9) . . . . ?
C9 N1 C6 C5 -2.4(7) . . . . ?
Cd1 N1 C6 C5 178.9(4) . . . . ?
C9 N1 C6 C1 177.9(5) . . . . ?
Cd1 N1 C6 C1 -0.7(6) . . . . ?
C7 C5 C6 N1 2.1(8) . . . . ?
C4 C5 C6 N1 178.9(5) . . . . ?
C7 C5 C6 C1 -178.3(5) . . . . ?
C4 C5 C6 C1 -1.4(8) . . . . ?
O1 C1 C6 N1 1.7(7) . . . . ?
C2 C1 C6 N1 -177.6(5) . . . . ?
O1 C1 C6 C5 -178.0(5) . . . . ?
C2 C1 C6 C5 2.7(8) . . . . ?
C6 C5 C7 C8 0.2(10) . . . . ?
C4 C5 C7 C8 -176.5(7) . . . . ?
C5 C7 C8 C9 -2.0(11) . . . . ?
C6 N1 C9 C8 0.5(8) . . . . ?
Cd1 N1 C9 C8 179.0(4) . . . . ?
C6 N1 C9 C10 -178.2(5) . . . . ?
Cd1 N1 C9 C10 0.3(7) . . . . ?
C7 C8 C9 N1 1.7(10) . . . . ?
C7 C8 C9 C10 -179.8(6) . . . . ?
N1 C9 C10 C11 -171.2(7) . . . . ?
C8 C9 C10 C11 10.2(11) . . . . ?
C9 C10 C11 C12 -178.8(7) . . . . ?
C10 C11 C12 C13 -169.2(9) . . . . ?
C10 C11 C12 C16 9.0(13) . . . . ?
C16 C12 C13 C14 -0.5(14) . . . . ?
C11 C12 C13 C14 177.8(9) . . . . ?
C12 C13 C14 N2 3.6(16) . . . . ?
N2 C15 C16 C12 5.9(16) . . . . ?
C13 C12 C16 C15 -3.8(14) . . . . ?
C11 C12 C16 C15 177.9(9) . . . . ?
Cd1 O3 C17 O2 -5.0(6) . . . . ?
Cd1 O3 C17 C18 174.1(4) . . . . ?
Cd1 O2 C17 O3 4.8(6) . . . . ?
Cd1 O2 C17 C18 -174.2(5) . . . . ?
O3 C17 C18 C23 -174.8(6) . . . . ?
O2 C17 C18 C23 4.3(9) . . . . ?
O3 C17 C18 C19 5.0(9) . . . . ?
O2 C17 C18 C19 -175.9(6) . . . . ?
C23 C18 C19 C20 3.6(10) . . . . ?
C17 C18 C19 C20 -176.2(6) . . . . ?
C18 C19 C20 C21 -0.1(11) . . . . ?
C19 C20 C21 C22 -3.9(11) . . . . ?
C19 C20 C21 C21 176.3(6) . . . 3_675 ?
C20 C21 C22 C23 4.4(11) . . . . ?
C21 C21 C22 C23 -175.8(5) 3_675 . . . ?
C19 C18 C23 C22 -3.1(10) . . . . ?
C17 C18 C23 C22 176.7(6) . . . . ?
C21 C22 C23 C18 -0.9(11) . . . . ?
C16 C15 N2 C14 -2.8(14) . . . . ?
C16 C15 N2 Cd1 -171.4(8) . . . 4_667 ?
C13 C14 N2 C15 -2.0(13) . . . . ?
C13 C14 N2 Cd1 166.4(8) . . . 4_667 ?

_refine_diff_density_max         1.162
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.112

_shelxl_version_number           2013-2

