# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1485135'
_audit_update_record             
;
2016-06-13 deposited with the CCDC.
2016-08-02 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            'C15 H9 Cd2 N13 O12'
_chemical_formula_weight         788.15

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      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 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+1/2, -y+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, z-1/2'

_cell_length_a                   9.1873(8)
_cell_length_b                   12.5692(11)
_cell_length_c                   20.0824(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2319.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9367
_cell_measurement_theta_min      2.60
_cell_measurement_theta_max      27.87

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.257
_exptl_crystal_F_000             1528
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.478
_exptl_crystal_size_mid          0.262
_exptl_crystal_size_min          0.076
_exptl_absorpt_coefficient_mu    1.929
_shelx_estimated_absorpt_T_min   0.459
_shelx_estimated_absorpt_T_max   0.867
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5983
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(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            26009
_diffrn_reflns_av_unetI/netI     0.0171
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.028
_diffrn_reflns_theta_max         27.881
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2775
_reflns_number_gt                2431
_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       'APEX II, Bruker (2009)'
_computing_cell_refinement       'APEX II, Bruker (2009)'
_computing_data_reduction        'XPREP, Bruker (2009)'
_computing_structure_solution    'SHELXS-03 (Sheldrick, 2003)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL, Bruker (2004)'
_computing_publication_material  'SHELXTL, Bruker (2004)'

_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)+(0.0339P)²+2.7624P] 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         2775
_refine_ls_number_parameters     192
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0361
_refine_ls_R_factor_gt           0.0297
_refine_ls_wR_factor_ref         0.0721
_refine_ls_wR_factor_gt          0.0692
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_restrained_S_all      1.111
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.42597(2) 0.34587(2) 0.21488(2) 0.02738(8) Uani 1 1 d . . . . .
N1 N 0.3943(2) 0.35377(17) 0.33395(12) 0.0227(5) Uani 1 1 d . . . . .
C2 C 0.2763(3) 0.3944(2) 0.36419(15) 0.0317(6) Uani 1 1 d . . . . .
H2 H 0.1964 0.4178 0.3380 0.038 Uiso 1 1 calc R U . . .
C3 C 0.2690(4) 0.4028(3) 0.43251(16) 0.0408(8) Uani 1 1 d . . . . .
H3 H 0.1858 0.4317 0.4541 0.049 Uiso 1 1 calc R U . . .
C4 C 0.3870(4) 0.3677(3) 0.46801(17) 0.0486(9) Uani 1 1 d . . . . .
H4 H 0.3844 0.3724 0.5152 0.058 Uiso 1 1 calc R U . . .
N5 N 0.5061(3) 0.3270(3) 0.43904(13) 0.0427(7) Uani 1 1 d . . . . .
C6 C 0.5023(3) 0.3226(2) 0.37306(13) 0.0253(6) Uani 1 1 d . . . . .
C7 C 0.6354(3) 0.2812(2) 0.33890(12) 0.0215(5) Uani 1 1 d . . . . .
N8 N 0.7500 0.2500 0.37435(15) 0.0242(7) Uani 1 2 d S T P . .
N9 N 0.6301(2) 0.27988(17) 0.27225(10) 0.0195(4) Uani 1 1 d . . . . .
C10 C 0.7500 0.2500 0.24156(17) 0.0186(7) Uani 1 2 d S T P . .
C11 C 0.7500 0.2500 0.16748(17) 0.0198(7) Uani 1 2 d S T P . .
N12 N 0.6362(3) 0.2957(2) 0.13850(11) 0.0257(5) Uani 1 1 d . . . . .
C13 C 0.6378(3) 0.2951(3) 0.07145(14) 0.0359(7) Uani 1 1 d . . . . .
H13 H 0.5594 0.3266 0.0478 0.043 Uiso 1 1 calc R U . . .
C14 C 0.7500 0.2500 0.0366(2) 0.0416(12) Uani 1 2 d S T P . .
H14 H 0.7500 0.2500 -0.0107 0.050 Uiso 1 2 calc R U P . .
O15 O 0.3367(2) 0.17066(16) 0.21791(11) 0.0335(5) Uani 1 1 d . . . . .
O16 O 0.3472(3) -0.00074(19) 0.21986(13) 0.0476(6) Uani 1 1 d . . . . .
O17 O 0.5266(3) 0.0892(2) 0.1803(2) 0.0780(11) Uani 1 1 d . . . . .
N18 N 0.4065(3) 0.0841(2) 0.20517(15) 0.0369(6) Uani 1 1 d . . . . .
O19 O 0.3352(2) 0.39617(19) 0.10347(11) 0.0392(5) Uani 1 1 d . . . . .
O20 O 0.4542(2) 0.50948(18) 0.16331(11) 0.0386(5) Uani 1 1 d . . . . .
O21 O 0.3915(3) 0.5514(2) 0.06252(13) 0.0598(7) Uani 1 1 d . . . . .
N22 N 0.3923(3) 0.4871(2) 0.10819(12) 0.0330(6) 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 O20 2.317(2) . ?
Cd1 O15 2.351(2) . ?
Cd1 N9 2.352(2) . ?
Cd1 N1 2.411(2) . ?
Cd1 O15 2.423(2) 2 ?
Cd1 O19 2.470(2) . ?
Cd1 N12 2.546(2) . ?
N1 C6 1.324(4) . ?
N1 C2 1.344(4) . ?
C2 C3 1.378(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.371(5) . ?
C3 H3 0.9500 . ?
C4 N5 1.340(4) . ?
C4 H4 0.9500 . ?
N5 C6 1.327(4) . ?
C6 C7 1.496(4) . ?
C7 N8 1.330(3) . ?
C7 N9 1.339(3) . ?
N8 C7 1.330(3) 2_655 ?
N9 C10 1.317(3) . ?
C10 N9 1.317(3) 2_655 ?
C10 C11 1.488(5) . ?
C11 N12 1.327(3) . ?
C11 N12 1.327(3) 2_655 ?
N12 C13 1.347(3) . ?
C13 C14 1.369(4) . ?
C13 H13 0.9500 . ?
C14 C13 1.369(4) 2_655 ?
C14 H14 0.9500 . ?
O15 N18 1.288(3) . ?
O15 Cd1 2.423(2) 2 ?
O16 N18 1.233(4) . ?
O17 N18 1.213(4) . ?
O19 N22 1.261(3) . ?
O20 N22 1.276(3) . ?
O21 N22 1.222(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
O20 Cd1 O15 151.90(8) . . ?
O20 Cd1 N9 116.27(8) . . ?
O15 Cd1 N9 86.27(8) . . ?
O20 Cd1 N1 114.85(8) . . ?
O15 Cd1 N1 88.33(7) . . ?
N9 Cd1 N1 67.96(7) . . ?
O20 Cd1 O15 101.48(7) . 2 ?
O15 Cd1 O15 64.64(8) . 2 ?
N9 Cd1 O15 138.72(7) . 2 ?
N1 Cd1 O15 81.87(8) . 2 ?
O20 Cd1 O19 53.55(8) . . ?
O15 Cd1 O19 98.37(8) . . ?
N9 Cd1 O19 143.44(8) . . ?
N1 Cd1 O19 147.90(8) . . ?
O15 Cd1 O19 73.04(7) 2 . ?
O20 Cd1 N12 82.27(8) . . ?
O15 Cd1 N12 92.76(8) . . ?
N9 Cd1 N12 66.60(7) . . ?
N1 Cd1 N12 134.36(7) . . ?
O15 Cd1 N12 138.55(7) 2 . ?
O19 Cd1 N12 76.94(7) . . ?
C6 N1 C2 116.7(2) . . ?
C6 N1 Cd1 119.06(17) . . ?
C2 N1 Cd1 124.14(19) . . ?
N1 C2 C3 121.2(3) . . ?
N1 C2 H2 119.4 . . ?
C3 C2 H2 119.4 . . ?
C4 C3 C2 117.0(3) . . ?
C4 C3 H3 121.5 . . ?
C2 C3 H3 121.5 . . ?
N5 C4 C3 122.9(3) . . ?
N5 C4 H4 118.6 . . ?
C3 C4 H4 118.6 . . ?
C6 N5 C4 115.3(3) . . ?
N1 C6 N5 126.9(3) . . ?
N1 C6 C7 116.3(2) . . ?
N5 C6 C7 116.8(3) . . ?
N8 C7 N9 124.1(2) . . ?
N8 C7 C6 120.3(2) . . ?
N9 C7 C6 115.6(2) . . ?
C7 N8 C7 115.3(3) . 2_655 ?
C10 N9 C7 116.1(2) . . ?
C10 N9 Cd1 122.56(18) . . ?
C7 N9 Cd1 120.96(17) . . ?
N9 C10 N9 124.2(3) 2_655 . ?
N9 C10 C11 117.90(16) 2_655 . ?
N9 C10 C11 117.90(16) . . ?
N12 C11 N12 128.0(3) . 2_655 ?
N12 C11 C10 116.01(16) . . ?
N12 C11 C10 116.02(16) 2_655 . ?
C11 N12 C13 115.3(3) . . ?
C11 N12 Cd1 116.14(18) . . ?
C13 N12 Cd1 127.7(2) . . ?
N12 C13 C14 121.5(3) . . ?
N12 C13 H13 119.3 . . ?
C14 C13 H13 119.3 . . ?
C13 C14 C13 118.4(4) 2_655 . ?
C13 C14 H14 120.8 2_655 . ?
C13 C14 H14 120.8 . . ?
N18 O15 Cd1 127.78(19) . . ?
N18 O15 Cd1 114.70(18) . 2 ?
Cd1 O15 Cd1 115.28(8) . 2 ?
O17 N18 O16 123.1(3) . . ?
O17 N18 O15 119.3(3) . . ?
O16 N18 O15 117.6(3) . . ?
N22 O19 Cd1 91.34(16) . . ?
N22 O20 Cd1 98.17(17) . . ?
O21 N22 O19 122.7(3) . . ?
O21 N22 O20 120.5(3) . . ?
O19 N22 O20 116.8(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N1 C2 C3 0.0(4) . . . . ?
Cd1 N1 C2 C3 -175.8(2) . . . . ?
N1 C2 C3 C4 -0.1(5) . . . . ?
C2 C3 C4 N5 0.2(6) . . . . ?
C3 C4 N5 C6 -0.2(6) . . . . ?
C2 N1 C6 N5 0.1(4) . . . . ?
Cd1 N1 C6 N5 176.1(3) . . . . ?
C2 N1 C6 C7 -177.8(2) . . . . ?
Cd1 N1 C6 C7 -1.8(3) . . . . ?
C4 N5 C6 N1 0.0(5) . . . . ?
C4 N5 C6 C7 177.9(3) . . . . ?
N1 C6 C7 N8 178.7(2) . . . . ?
N5 C6 C7 N8 0.6(4) . . . . ?
N1 C6 C7 N9 -0.3(4) . . . . ?
N5 C6 C7 N9 -178.5(3) . . . . ?
N9 C7 N8 C7 1.68(18) . . . 2_655 ?
C6 C7 N8 C7 -177.3(3) . . . 2_655 ?
N8 C7 N9 C10 -3.2(3) . . . . ?
C6 C7 N9 C10 175.84(19) . . . . ?
N8 C7 N9 Cd1 -176.61(15) . . . . ?
C6 C7 N9 Cd1 2.4(3) . . . . ?
C7 N9 C10 N9 1.49(16) . . . 2_655 ?
Cd1 N9 C10 N9 174.79(17) . . . 2_655 ?
C7 N9 C10 C11 -178.51(16) . . . . ?
Cd1 N9 C10 C11 -5.21(17) . . . . ?
N9 C10 C11 N12 -170.04(16) 2_655 . . . ?
N9 C10 C11 N12 9.96(16) . . . . ?
N9 C10 C11 N12 9.96(16) 2_655 . . 2_655 ?
N9 C10 C11 N12 -170.04(16) . . . 2_655 ?
N12 C11 N12 C13 0.0(2) 2_655 . . . ?
C10 C11 N12 C13 180.0(2) . . . . ?
N12 C11 N12 Cd1 170.50(17) 2_655 . . . ?
C10 C11 N12 Cd1 -9.50(16) . . . . ?
C11 N12 C13 C14 0.0(4) . . . . ?
Cd1 N12 C13 C14 -169.18(17) . . . . ?
N12 C13 C14 C13 0.0(2) . . . 2_655 ?
Cd1 O15 N18 O17 -10.6(5) . . . . ?
Cd1 O15 N18 O17 151.4(3) 2 . . . ?
Cd1 O15 N18 O16 168.5(2) . . . . ?
Cd1 O15 N18 O16 -29.4(4) 2 . . . ?
Cd1 O19 N22 O21 175.1(3) . . . . ?
Cd1 O19 N22 O20 -3.9(3) . . . . ?
Cd1 O20 N22 O21 -174.8(3) . . . . ?
Cd1 O20 N22 O19 4.2(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C2 H2 O16 0.95 2.62 3.388(4) 138.0 2
C2 H2 O20 0.95 2.41 3.243(4) 146.9 4_465
C13 H13 O19 0.95 2.50 3.124(4) 123.2 .
C14 H14 N5 0.95 2.64 3.129(4) 112.5 7_565
C14 H14 N5 0.95 2.64 3.129(4) 112.5 8_755
C14 H14 N8 0.95 2.31 3.258(5) 180.0 7_565

_refine_diff_density_max         0.791
_refine_diff_density_min         -0.502
_refine_diff_density_rms         0.087



# start Validation Reply Form

_vrf_PLAT430_shelx               
;
PROBLEM: Short Inter D...A Contact  O16    ..  N9      ..       2.77 Ang.  
RESPONSE: There's no H-bond between O16 and N9. Hydrogen on O16 would 
violate a charge balance.
;

_vrf_PLAT906_shelx               
;
PROBLEM: Large K value in the Analysis of Variance ......      3.219 Check 
RESPONSE: This is for weakests reflections in the dataset.
;

_vrf_PLAT975_shelx               
;
PROBLEM: Check Calcd Residual Density  0.97A From     O16       0.41 eA-3  
RESPONSE: Hydrogen on O16 would violate a charge balance.
;
# end Validation Reply Form
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1485136'
_audit_update_record             
;
2016-07-19 deposited with the CCDC.
2016-08-02 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            'C10 H6 Cd N4 O4'
_chemical_formula_weight         358.59

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      cubic
_space_group_IT_number           229
_space_group_name_H-M_alt        'I m -3 m'
_space_group_name_Hall           '-I 4 2 3'

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

_cell_length_a                   30.1172(7)
_cell_length_b                   30.1172(7)
_cell_length_c                   30.1172(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     27317.7(19)
_cell_formula_units_Z            48
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9352
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      27.78

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.046
_exptl_crystal_F_000             8352
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.242
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.192
_exptl_absorpt_coefficient_mu    0.968
_shelx_estimated_absorpt_T_min   0.800
_shelx_estimated_absorpt_T_max   0.836
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6655
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(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            107139
_diffrn_reflns_av_unetI/netI     0.0131
_diffrn_reflns_av_R_equivalents  0.0515
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         1.656
_diffrn_reflns_theta_max         27.913
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3118
_reflns_number_gt                2447
_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       'APEX II, Bruker (2009)'
_computing_cell_refinement       'APEX II, Bruker (2009)'
_computing_data_reduction        'XPREP, Bruker (2009)'
_computing_structure_solution    'SHELXS-03 (Sheldrick, 2003)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  'CIFTAB (Sheldrick, 1997)'

_refine_special_details          
;
While a large solvent volume accounting for about 57% of the structure was located, 
the main part of the structure was stable during the refinement and in the absence 
of Squeeze the solvent could't be easily modelled in a conventional way. See the 
details of Squeeze below.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0252P)²+91.6700P] 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         3118
_refine_ls_number_parameters     96
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0493
_refine_ls_R_factor_gt           0.0342
_refine_ls_wR_factor_ref         0.0977
_refine_ls_wR_factor_gt          0.0770
_refine_ls_goodness_of_fit_ref   1.191
_refine_ls_restrained_S_all      1.191
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd Cd 0.7500 0.39525(2) 0.10475(2) 0.04420(11) Uani 1 2 d S T P . .
O1 O 0.82280(7) 0.36997(8) 0.12534(7) 0.0509(5) Uani 1 1 d . . . . .
C2 C 0.83627(10) 0.37625(14) 0.16373(10) 0.0441(9) Uani 1 2 d S T P . .
C3 C 0.80244(10) 0.39324(15) 0.19756(10) 0.0453(10) Uani 1 2 d S T P . .
N4 N 0.76177(9) 0.39991(10) 0.18301(10) 0.0567(7) Uani 1 1 d . . . . .
C5 C 0.73164(13) 0.41391(16) 0.21304(13) 0.0710(11) Uani 1 1 d . . . . .
H5 H 0.7018 0.4189 0.2041 0.085 Uiso 1 1 calc R U . . .
C6 C 0.74376(13) 0.4210(3) 0.25624(13) 0.0828(19) Uani 1 2 d S T P . .
H6 H 0.7225 0.4308 0.2775 0.099 Uiso 1 2 calc R U P . .
O11 O 0.78791(7) 0.37499(8) 0.03670(7) 0.0528(6) Uani 1 1 d . . . . .
C12 C 0.77067(13) 0.38222(14) 0.0000 0.0426(9) Uani 1 2 d S T P . .
C13 C 0.72449(13) 0.40235(14) 0.0000 0.0423(9) Uani 1 2 d S T P . .
N14 N 0.70593(8) 0.41087(10) 0.03907(9) 0.0515(6) Uani 1 1 d . . . . .
C15 C 0.66498(11) 0.42883(12) 0.03880(13) 0.0586(9) Uani 1 1 d . . . . .
H15 H 0.6506 0.4348 0.0663 0.070 Uiso 1 1 calc R U . . .
C16 C 0.64349(16) 0.43877(19) 0.0000 0.0624(13) Uani 1 2 d S T P . .
H16 H 0.6149 0.4520 0.0000 0.075 Uiso 1 2 calc R U P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cd N4 2.388(3) . ?
Cd N4 2.388(3) 43_655 ?
Cd O1 2.402(2) 43_655 ?
Cd O1 2.402(2) . ?
Cd O11 2.424(2) . ?
Cd O11 2.424(2) 43_655 ?
Cd N14 2.428(3) 43_655 ?
Cd N14 2.428(3) . ?
O1 C2 1.240(3) . ?
C2 O1 1.240(3) 70_656 ?
C2 C3 1.529(6) . ?
C3 N4 1.316(3) . ?
C3 N4 1.316(3) 70_656 ?
N4 C5 1.349(4) . ?
C5 C6 1.368(5) . ?
C5 H5 0.9500 . ?
C6 C5 1.368(5) 70_656 ?
C6 H6 0.9500 . ?
O11 C12 1.241(3) . ?
C12 O11 1.241(3) 50 ?
C12 C13 1.517(6) . ?
C13 N14 1.328(3) . ?
C13 N14 1.328(3) 50 ?
N14 C15 1.347(4) . ?
C15 C16 1.369(4) . ?
C15 H15 0.9500 . ?
C16 C15 1.369(4) 50 ?
C16 H16 0.9500 . ?

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
N4 Cd N4 97.94(15) . 43_655 ?
N4 Cd O1 80.67(9) . 43_655 ?
N4 Cd O1 68.18(8) 43_655 43_655 ?
N4 Cd O1 68.18(8) . . ?
N4 Cd O1 80.67(9) 43_655 . ?
O1 Cd O1 132.02(11) 43_655 . ?
N4 Cd O11 141.21(8) . . ?
N4 Cd O11 76.81(9) 43_655 . ?
O1 Cd O11 129.26(8) 43_655 . ?
O1 Cd O11 73.06(7) . . ?
N4 Cd O11 76.81(9) . 43_655 ?
N4 Cd O11 141.21(8) 43_655 43_655 ?
O1 Cd O11 73.05(7) 43_655 43_655 ?
O1 Cd O11 129.26(8) . 43_655 ?
O11 Cd O11 130.35(11) . 43_655 ?
N4 Cd N14 93.57(10) . 43_655 ?
N4 Cd N14 150.92(9) 43_655 43_655 ?
O1 Cd N14 140.41(8) 43_655 43_655 ?
O1 Cd N14 79.00(9) . 43_655 ?
O11 Cd N14 77.51(9) . 43_655 ?
O11 Cd N14 67.52(8) 43_655 43_655 ?
N4 Cd N14 150.92(9) . . ?
N4 Cd N14 93.57(10) 43_655 . ?
O1 Cd N14 79.00(9) 43_655 . ?
O1 Cd N14 140.41(8) . . ?
O11 Cd N14 67.51(8) . . ?
O11 Cd N14 77.51(9) 43_655 . ?
N14 Cd N14 89.04(14) 43_655 . ?
C2 O1 Cd 119.4(2) . . ?
O1 C2 O1 125.9(4) . 70_656 ?
O1 C2 C3 117.0(2) . . ?
O1 C2 C3 117.0(2) 70_656 . ?
N4 C3 N4 126.6(4) . 70_656 ?
N4 C3 C2 116.7(2) . . ?
N4 C3 C2 116.7(2) 70_656 . ?
C3 N4 C5 116.8(3) . . ?
C3 N4 Cd 117.2(2) . . ?
C5 N4 Cd 125.5(2) . . ?
N4 C5 C6 120.5(4) . . ?
N4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C5 118.9(5) . 70_656 ?
C5 C6 H6 120.6 . . ?
C5 C6 H6 120.6 70_656 . ?
C12 O11 Cd 120.8(2) . . ?
O11 C12 O11 126.0(4) . 50 ?
O11 C12 C13 117.0(2) . . ?
O11 C12 C13 117.0(2) 50 . ?
N14 C13 N14 124.8(4) . 50 ?
N14 C13 C12 117.60(19) . . ?
N14 C13 C12 117.60(19) 50 . ?
C13 N14 C15 117.3(3) . . ?
C13 N14 Cd 117.0(2) . . ?
C15 N14 Cd 125.7(2) . . ?
N14 C15 C16 121.7(4) . . ?
N14 C15 H15 119.1 . . ?
C16 C15 H15 119.1 . . ?
C15 C16 C15 117.2(5) 50 . ?
C15 C16 H16 121.4 50 . ?
C15 C16 H16 121.4 . . ?

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
Cd O1 C2 O1 -170.5(3) . . . 70_656 ?
Cd O1 C2 C3 9.5(5) . . . . ?
O1 C2 C3 N4 -0.2(6) . . . . ?
O1 C2 C3 N4 179.9(4) 70_656 . . . ?
O1 C2 C3 N4 -179.9(4) . . . 70_656 ?
O1 C2 C3 N4 0.2(6) 70_656 . . 70_656 ?
N4 C3 N4 C5 -1.8(7) 70_656 . . . ?
C2 C3 N4 C5 178.5(4) . . . . ?
N4 C3 N4 Cd 170.5(3) 70_656 . . . ?
C2 C3 N4 Cd -9.1(5) . . . . ?
C3 N4 C5 C6 0.7(7) . . . . ?
Cd N4 C5 C6 -171.0(4) . . . . ?
N4 C5 C6 C5 0.3(10) . . . 70_656 ?
Cd O11 C12 O11 176.7(3) . . . 50 ?
Cd O11 C12 C13 -2.4(5) . . . . ?
O11 C12 C13 N14 0.2(6) . . . . ?
O11 C12 C13 N14 -179.0(4) 50 . . . ?
O11 C12 C13 N14 179.0(4) . . . 50 ?
O11 C12 C13 N14 -0.2(6) 50 . . 50 ?
N14 C13 N14 C15 1.1(7) 50 . . . ?
C12 C13 N14 C15 179.9(3) . . . . ?
N14 C13 N14 Cd -176.7(3) 50 . . . ?
C12 C13 N14 Cd 2.1(5) . . . . ?
C13 N14 C15 C16 -1.2(6) . . . . ?
Cd N14 C15 C16 176.3(3) . . . . ?
N14 C15 C16 C15 1.3(8) . . . 50 ?

_refine_diff_density_max         0.525
_refine_diff_density_min         -0.339
_refine_diff_density_rms         0.055





# start Validation Reply Form

_vrf_PLAT369_shelx               
;
PROBLEM: Long    C(sp2)-C(sp2) Bond  C2     -   C3     ..       1.53 Ang.  
RESPONSE: False alarm by a conjugated system.
;

_vrf_PLAT905_shelx               
;
PROBLEM: Negative K value in the Analysis of Variance ...     -9.862 Report
RESPONSE: These K values are for the weakest reflections of the dataset.
;

# end Validation Reply Form
