# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1034430'
_audit_update_record             
;
2014-11-16 deposited with the CCDC.
2016-07-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H8 N9 O0 Zn'
_chemical_formula_weight         271.58

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/n  '

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

_cell_length_a                   8.1989(16)
_cell_length_b                   12.206(2)
_cell_length_c                   10.024(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.81(3)
_cell_angle_gamma                90.00
_cell_volume                     978.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6642
_cell_measurement_theta_min      3.04
_cell_measurement_theta_max      27.46

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.844
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             548
_exptl_absorpt_coefficient_mu    2.499
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         2
_diffrn_standards_interval_count 150
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        none
_diffrn_reflns_number            8952
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_av_sigmaI/netI    0.0288
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.05
_diffrn_reflns_theta_max         27.48
_reflns_number_total             2240
_reflns_number_gt                1984
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.1214P)²+2.8769P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.009(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2240
_refine_ls_number_parameters     66
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0695
_refine_ls_R_factor_gt           0.0629
_refine_ls_wR_factor_ref         0.1964
_refine_ls_wR_factor_gt          0.1848
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_restrained_S_all      1.109
_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 0.07016(6) 0.83750(4) -0.00014(5) 0.0253(3) Uiso 1 1 d . . .
N1 N 0.1999(5) 0.8063(4) 0.1939(4) 0.0294(8) Uiso 1 1 d . . .
N8 N 0.1676(5) 0.9675(3) -0.0817(4) 0.0279(8) Uiso 1 1 d . . .
N9 N 0.2472(5) 0.7287(4) -0.0691(5) 0.0344(9) Uiso 1 1 d . . .
C1 C 0.3153(6) 0.7308(4) 0.2396(5) 0.0314(10) Uiso 1 1 d . . .
C6 C 0.2944(6) 0.9693(4) -0.1465(5) 0.0333(10) Uiso 1 1 d . . .
C4 C 0.4076(8) 0.7795(6) -0.0753(7) 0.0481(14) Uiso 1 1 d . . .
H4A H 0.4818 0.7241 -0.0981 0.058 Uiso 1 1 calc R . .
H4B H 0.4593 0.8090 0.0140 0.058 Uiso 1 1 calc R . .
C2 C 0.3704(8) 0.6413(5) 0.1575(7) 0.0458(14) Uiso 1 1 d . . .
H2A H 0.3690 0.5728 0.2062 0.055 Uiso 1 1 calc R . .
H2B H 0.4854 0.6554 0.1526 0.055 Uiso 1 1 calc R . .
C5 C 0.3863(9) 0.8707(6) -0.1806(7) 0.0504(15) Uiso 1 1 d . . .
H5A H 0.4961 0.8936 -0.1910 0.060 Uiso 1 1 calc R . .
H5B H 0.3266 0.8418 -0.2679 0.060 Uiso 1 1 calc R . .
N2 N 0.2011(5) 0.8740(4) 0.3010(5) 0.0334(9) Uiso 1 1 d . . .
N4 N 0.3840(5) 0.7483(3) 0.3706(4) 0.0306(9) Uiso 1 1 d . . .
N3 N 0.3099(6) 0.8393(4) 0.4063(5) 0.0359(10) Uiso 1 1 d . . .
C3 C 0.2671(8) 0.6271(5) 0.0131(6) 0.0436(13) Uiso 1 1 d . . .
H3B H 0.3198 0.5720 -0.0331 0.052 Uiso 1 1 calc R . .
H3C H 0.1572 0.6001 0.0176 0.052 Uiso 1 1 calc R . .
N5 N 0.3251(6) 1.0710(4) -0.1799(5) 0.0403(10) Uiso 1 1 d . . .
N6 N 0.2162(6) 1.1340(4) -0.1335(5) 0.0393(10) Uiso 1 1 d . . .
N7 N 0.1230(5) 1.0725(3) -0.0741(4) 0.0290(8) 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 N8 2.029(4) . ?
Zn1 N1 2.035(4) . ?
Zn1 N4 2.056(4) 4_575 ?
Zn1 N9 2.189(4) . ?
Zn1 N7 2.189(4) 3_575 ?
N1 C1 1.327(6) . ?
N1 N2 1.353(6) . ?
N8 N7 1.338(6) . ?
N8 C6 1.342(6) . ?
N9 C4 1.468(7) . ?
N9 C3 1.478(8) . ?
C1 N4 1.327(6) . ?
C1 C2 1.496(8) . ?
C6 N5 1.325(7) . ?
C6 C5 1.499(8) . ?
C4 C5 1.517(9) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C2 C3 1.517(9) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
N2 N3 1.293(7) . ?
N4 N3 1.352(6) . ?
N4 Zn1 2.056(4) 4_676 ?
C3 H3B 0.9700 . ?
C3 H3C 0.9700 . ?
N5 N6 1.338(7) . ?
N6 N7 1.305(6) . ?
N7 Zn1 2.189(4) 3_575 ?

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
N8 Zn1 N1 111.24(17) . . ?
N8 Zn1 N4 116.63(16) . 4_575 ?
N1 Zn1 N4 131.65(17) . 4_575 ?
N8 Zn1 N9 89.97(16) . . ?
N1 Zn1 N9 86.87(17) . . ?
N4 Zn1 N9 86.78(16) 4_575 . ?
N8 Zn1 N7 97.09(15) . 3_575 ?
N1 Zn1 N7 91.90(16) . 3_575 ?
N4 Zn1 N7 88.74(16) 4_575 3_575 ?
N9 Zn1 N7 172.79(16) . 3_575 ?
C1 N1 N2 105.7(4) . . ?
C1 N1 Zn1 129.9(4) . . ?
N2 N1 Zn1 123.7(3) . . ?
N7 N8 C6 105.2(4) . . ?
N7 N8 Zn1 126.1(3) . . ?
C6 N8 Zn1 128.6(3) . . ?
C4 N9 C3 112.9(4) . . ?
C4 N9 Zn1 114.8(4) . . ?
C3 N9 Zn1 109.4(3) . . ?
N4 C1 N1 110.1(4) . . ?
N4 C1 C2 123.2(5) . . ?
N1 C1 C2 126.6(5) . . ?
N5 C6 N8 110.4(4) . . ?
N5 C6 C5 124.2(5) . . ?
N8 C6 C5 125.4(5) . . ?
N9 C4 C5 111.9(5) . . ?
N9 C4 H4A 109.2 . . ?
C5 C4 H4A 109.2 . . ?
N9 C4 H4B 109.2 . . ?
C5 C4 H4B 109.2 . . ?
H4A C4 H4B 107.9 . . ?
C1 C2 C3 115.8(5) . . ?
C1 C2 H2A 108.3 . . ?
C3 C2 H2A 108.3 . . ?
C1 C2 H2B 108.3 . . ?
C3 C2 H2B 108.3 . . ?
H2A C2 H2B 107.4 . . ?
C6 C5 C4 114.6(5) . . ?
C6 C5 H5A 108.6 . . ?
C4 C5 H5A 108.6 . . ?
C6 C5 H5B 108.6 . . ?
C4 C5 H5B 108.6 . . ?
H5A C5 H5B 107.6 . . ?
N3 N2 N1 109.3(4) . . ?
C1 N4 N3 106.1(4) . . ?
C1 N4 Zn1 129.4(3) . 4_676 ?
N3 N4 Zn1 124.5(3) . 4_676 ?
N2 N3 N4 108.8(4) . . ?
N9 C3 C2 113.9(5) . . ?
N9 C3 H3B 108.8 . . ?
C2 C3 H3B 108.8 . . ?
N9 C3 H3C 108.8 . . ?
C2 C3 H3C 108.8 . . ?
H3B C3 H3C 107.7 . . ?
C6 N5 N6 105.7(4) . . ?
N7 N6 N5 109.4(5) . . ?
N6 N7 N8 109.3(4) . . ?
N6 N7 Zn1 114.0(3) . 3_575 ?
N8 N7 Zn1 136.6(3) . 3_575 ?

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
N8 Zn1 N1 C1 -100.9(4) . . . . ?
N4 Zn1 N1 C1 70.7(5) 4_575 . . . ?
N9 Zn1 N1 C1 -12.2(4) . . . . ?
N7 Zn1 N1 C1 160.7(4) 3_575 . . . ?
N8 Zn1 N1 N2 67.8(4) . . . . ?
N4 Zn1 N1 N2 -120.6(4) 4_575 . . . ?
N9 Zn1 N1 N2 156.5(4) . . . . ?
N7 Zn1 N1 N2 -30.6(4) 3_575 . . . ?
N1 Zn1 N8 N7 -90.3(4) . . . . ?
N4 Zn1 N8 N7 96.7(4) 4_575 . . . ?
N9 Zn1 N8 N7 -176.9(4) . . . . ?
N7 Zn1 N8 N7 4.6(5) 3_575 . . . ?
N1 Zn1 N8 C6 85.5(4) . . . . ?
N4 Zn1 N8 C6 -87.5(4) 4_575 . . . ?
N9 Zn1 N8 C6 -1.1(4) . . . . ?
N7 Zn1 N8 C6 -179.6(4) 3_575 . . . ?
N8 Zn1 N9 C4 30.2(4) . . . . ?
N1 Zn1 N9 C4 -81.1(4) . . . . ?
N4 Zn1 N9 C4 146.9(4) 4_575 . . . ?
N7 Zn1 N9 C4 -161.4(11) 3_575 . . . ?
N8 Zn1 N9 C3 158.4(4) . . . . ?
N1 Zn1 N9 C3 47.1(4) . . . . ?
N4 Zn1 N9 C3 -85.0(4) 4_575 . . . ?
N7 Zn1 N9 C3 -33.3(14) 3_575 . . . ?
N2 N1 C1 N4 1.3(5) . . . . ?
Zn1 N1 C1 N4 171.6(3) . . . . ?
N2 N1 C1 C2 -175.5(5) . . . . ?
Zn1 N1 C1 C2 -5.3(8) . . . . ?
N7 N8 C6 N5 -1.0(6) . . . . ?
Zn1 N8 C6 N5 -177.5(3) . . . . ?
N7 N8 C6 C5 -179.5(5) . . . . ?
Zn1 N8 C6 C5 4.1(8) . . . . ?
C3 N9 C4 C5 169.3(5) . . . . ?
Zn1 N9 C4 C5 -64.3(6) . . . . ?
N4 C1 C2 C3 174.6(5) . . . . ?
N1 C1 C2 C3 -8.9(8) . . . . ?
N5 C6 C5 C4 146.9(6) . . . . ?
N8 C6 C5 C4 -34.8(8) . . . . ?
N9 C4 C5 C6 67.2(7) . . . . ?
C1 N1 N2 N3 -1.1(5) . . . . ?
Zn1 N1 N2 N3 -172.2(3) . . . . ?
N1 C1 N4 N3 -1.1(5) . . . . ?
C2 C1 N4 N3 176.0(5) . . . . ?
N1 C1 N4 Zn1 -179.3(3) . . . 4_676 ?
C2 C1 N4 Zn1 -2.3(7) . . . 4_676 ?
N1 N2 N3 N4 0.5(6) . . . . ?
C1 N4 N3 N2 0.3(5) . . . . ?
Zn1 N4 N3 N2 178.7(3) 4_676 . . . ?
C4 N9 C3 C2 55.2(7) . . . . ?
Zn1 N9 C3 C2 -74.1(5) . . . . ?
C1 C2 C3 N9 53.2(7) . . . . ?
N8 C6 N5 N6 0.6(6) . . . . ?
C5 C6 N5 N6 179.1(5) . . . . ?
C6 N5 N6 N7 0.0(6) . . . . ?
N5 N6 N7 N8 -0.7(6) . . . . ?
N5 N6 N7 Zn1 -177.5(3) . . . 3_575 ?
C6 N8 N7 N6 1.0(5) . . . . ?
Zn1 N8 N7 N6 177.6(3) . . . . ?
C6 N8 N7 Zn1 176.8(4) . . . 3_575 ?
Zn1 N8 N7 Zn1 -6.6(7) . . . 3_575 ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         2.275
_refine_diff_density_min         -2.599
_refine_diff_density_rms         0.158
####################################################################### 
# 
# 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 1034433'
_audit_update_record             
;
2014-11-16 deposited with the CCDC.
2016-07-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H10 Cd3 Cl2 N18'
_chemical_formula_weight         766.44

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

_symmetry_cell_setting           Hexagonal
_symmetry_space_group_name_H-M   R-3

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   27.148(4)
_cell_length_b                   27.148(4)
_cell_length_c                   9.957(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     6355(2)
_cell_formula_units_Z            9
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    146
_cell_measurement_theta_min      1.5
_cell_measurement_theta_max      25.18

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.802
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3258
_exptl_absorpt_coefficient_mu    2.457
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6393
_exptl_absorpt_correction_T_max  0.6393
_exptl_absorpt_process_details   ?

_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  'Bruker APEX II Smart CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12392
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_av_sigmaI/netI    0.0284
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.50
_diffrn_reflns_theta_max         25.18
_reflns_number_total             2547
_reflns_number_gt                2303
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0281P)²+7.1489P] 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         2547
_refine_ls_number_parameters     146
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0238
_refine_ls_R_factor_gt           0.0211
_refine_ls_wR_factor_ref         0.0569
_refine_ls_wR_factor_gt          0.0553
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.94928(13) 0.55590(12) -0.2727(3) 0.0289(6) Uani 1 1 d . . .
C2 C 0.92454(16) 0.50656(14) -0.1807(3) 0.0423(8) Uani 1 1 d . . .
H2A H 0.9045 0.4716 -0.2318 0.051 Uiso 1 1 calc R . .
H2B H 0.9545 0.5056 -0.1299 0.051 Uiso 1 1 calc R . .
C3 C 0.87010(13) 0.47292(12) 0.0258(3) 0.0334(6) Uani 1 1 d . . .
H3A H 0.8672 0.4374 -0.0031 0.040 Uiso 1 1 calc R . .
H3B H 0.8336 0.4646 0.0624 0.040 Uiso 1 1 calc R . .
C4 C 0.91483(11) 0.50008(11) 0.1297(3) 0.0256(6) Uani 1 1 d . . .
Cd1 Cd 0.929896(8) 0.611881(8) -0.007369(18) 0.02345(8) Uani 1 1 d . . .
Cd2 Cd 0.8333 0.6667 0.1667 0.02667(9) Uani 1 2 d S . .
Cl1 Cl 0.83016(3) 0.57144(3) 0.10575(8) 0.03529(17) Uani 1 1 d . . .
H1 H 0.8461(14) 0.4990(13) -0.131(3) 0.032(8) Uiso 1 1 d . . .
N1 N 0.95216(10) 0.60445(10) -0.2420(2) 0.0298(5) Uani 1 1 d . . .
N2 N 0.88491(11) 0.51177(11) -0.0887(2) 0.0321(5) Uani 1 1 d . . .
N3 N 0.94913(10) 0.55582(9) 0.1396(2) 0.0269(5) Uani 1 1 d . . .
N4 N 0.91611(10) 0.68565(10) -0.0862(2) 0.0276(5) Uani 1 1 d . . .
N5 N 1.02760(10) 0.67445(10) -0.0121(2) 0.0289(5) Uani 1 1 d . . .
N6 N 1.05446(9) 0.71462(10) -0.0999(2) 0.0283(5) Uani 1 1 d . . .
N7 N 0.74854(10) 0.64104(11) 0.0564(2) 0.0307(5) Uani 1 1 d . . .
N8 N 0.78557(10) 0.63301(10) 0.3677(2) 0.0295(5) Uani 1 1 d . . .
N9 N 0.78510(11) 0.59157(11) 0.4392(2) 0.0349(6) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0421(16) 0.0306(15) 0.0191(13) 0.0009(11) 0.0024(11) 0.0221(13)
C2 0.069(2) 0.0369(17) 0.0283(15) 0.0057(13) 0.0157(15) 0.0315(17)
C3 0.0380(16) 0.0286(14) 0.0218(14) 0.0018(11) -0.0010(12) 0.0079(13)
C4 0.0299(14) 0.0249(13) 0.0185(13) 0.0047(10) 0.0048(10) 0.0110(11)
Cd1 0.02591(12) 0.02548(12) 0.02071(12) 0.00440(7) 0.00355(7) 0.01415(9)
Cd2 0.02519(15) 0.04429(18) 0.01565(15) -0.00212(11) 0.00021(10) 0.02122(13)
Cl1 0.0322(4) 0.0374(4) 0.0366(4) -0.0006(3) 0.0043(3) 0.0176(3)
N1 0.0409(13) 0.0297(12) 0.0205(11) -0.0016(9) 0.0038(10) 0.0189(11)
N2 0.0402(14) 0.0368(14) 0.0192(12) 0.0012(10) 0.0003(10) 0.0193(12)
N3 0.0339(12) 0.0246(12) 0.0208(11) 0.0024(9) -0.0015(9) 0.0136(10)
N4 0.0325(12) 0.0344(13) 0.0223(11) 0.0021(9) 0.0025(9) 0.0215(11)
N5 0.0292(12) 0.0289(12) 0.0222(11) 0.0034(9) 0.0020(9) 0.0098(10)
N6 0.0271(12) 0.0280(12) 0.0223(11) 0.0033(9) 0.0009(9) 0.0082(10)
N7 0.0323(13) 0.0488(15) 0.0195(11) -0.0069(10) -0.0037(9) 0.0266(12)
N8 0.0351(13) 0.0403(13) 0.0204(11) 0.0031(10) 0.0066(10) 0.0244(11)
N9 0.0436(14) 0.0491(15) 0.0256(12) 0.0054(11) 0.0077(11) 0.0333(13)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.317(4) . ?
C1 N7 1.330(3) 17_554 ?
C1 C2 1.478(4) . ?
C2 N2 1.473(4) . ?
C3 N2 1.466(4) . ?
C3 C4 1.481(4) . ?
C4 N9 1.326(3) 17 ?
C4 N3 1.326(3) . ?
Cd1 N5 2.328(2) . ?
Cd1 N4 2.349(2) . ?
Cd1 N3 2.351(2) . ?
Cd1 N1 2.447(2) . ?
Cd1 N2 2.493(2) . ?
Cd1 Cl1 2.6140(8) . ?
Cd2 N8 2.311(2) 13_665 ?
Cd2 N8 2.311(2) . ?
Cd2 N7 2.321(2) 13_665 ?
Cd2 N7 2.321(2) . ?
Cd2 Cl1 2.6145(8) . ?
Cd2 Cl1 2.6146(8) 13_665 ?
N1 N5 1.344(3) 9_664 ?
N3 N4 1.325(3) 5_655 ?
N4 N8 1.307(3) 13_665 ?
N4 N3 1.325(3) 9_664 ?
N5 N6 1.300(3) . ?
N5 N1 1.344(3) 5_655 ?
N6 N7 1.335(3) 12_655 ?
N7 C1 1.330(3) 18_544 ?
N7 N6 1.335(3) 11_565 ?
N8 N4 1.307(3) 13_665 ?
N8 N9 1.326(3) . ?
N9 C4 1.326(3) 18_545 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 N7 111.4(2) . 17_554 ?
N1 C1 C2 122.4(2) . . ?
N7 C1 C2 126.1(2) 17_554 . ?
N2 C2 C1 108.7(2) . . ?
N2 C3 C4 108.9(2) . . ?
N9 C4 N3 110.7(2) 17 . ?
N9 C4 C3 125.6(2) 17 . ?
N3 C4 C3 123.6(2) . . ?
N5 Cd1 N4 88.87(8) . . ?
N5 Cd1 N3 86.79(8) . . ?
N4 Cd1 N3 160.36(8) . . ?
N5 Cd1 N1 78.62(8) . . ?
N4 Cd1 N1 84.40(8) . . ?
N3 Cd1 N1 113.40(8) . . ?
N5 Cd1 N2 123.19(8) . . ?
N4 Cd1 N2 128.38(8) . . ?
N3 Cd1 N2 69.07(8) . . ?
N1 Cd1 N2 66.83(7) . . ?
N5 Cd1 Cl1 151.44(6) . . ?
N4 Cd1 Cl1 85.92(6) . . ?
N3 Cd1 Cl1 88.77(6) . . ?
N1 Cd1 Cl1 128.58(6) . . ?
N2 Cd1 Cl1 80.92(6) . . ?
N8 Cd2 N8 180.00(5) 13_665 . ?
N8 Cd2 N7 90.86(8) 13_665 13_665 ?
N8 Cd2 N7 89.14(8) . 13_665 ?
N8 Cd2 N7 89.14(8) 13_665 . ?
N8 Cd2 N7 90.86(8) . . ?
N7 Cd2 N7 180.0 13_665 . ?
N8 Cd2 Cl1 85.67(6) 13_665 . ?
N8 Cd2 Cl1 94.33(6) . . ?
N7 Cd2 Cl1 86.77(6) 13_665 . ?
N7 Cd2 Cl1 93.24(6) . . ?
N8 Cd2 Cl1 94.33(6) 13_665 13_665 ?
N8 Cd2 Cl1 85.67(6) . 13_665 ?
N7 Cd2 Cl1 93.24(6) 13_665 13_665 ?
N7 Cd2 Cl1 86.76(6) . 13_665 ?
Cl1 Cd2 Cl1 180.00(3) . 13_665 ?
Cd1 Cl1 Cd2 99.76(2) . . ?
C1 N1 N5 104.6(2) . 9_664 ?
C1 N1 Cd1 114.23(17) . . ?
N5 N1 Cd1 138.63(17) 9_664 . ?
C3 N2 C2 111.4(2) . . ?
C3 N2 Cd1 109.90(16) . . ?
C2 N2 Cd1 108.88(19) . . ?
N4 N3 C4 106.0(2) 5_655 . ?
N4 N3 Cd1 137.39(17) 5_655 . ?
C4 N3 Cd1 115.84(17) . . ?
N8 N4 N3 108.3(2) 13_665 9_664 ?
N8 N4 Cd1 125.33(17) 13_665 . ?
N3 N4 Cd1 126.32(16) 9_664 . ?
N6 N5 N1 110.0(2) . 5_655 ?
N6 N5 Cd1 125.60(17) . . ?
N1 N5 Cd1 123.20(16) 5_655 . ?
N5 N6 N7 108.6(2) . 12_655 ?
C1 N7 N6 105.4(2) 18_544 11_565 ?
C1 N7 Cd2 133.55(18) 18_544 . ?
N6 N7 Cd2 120.22(16) 11_565 . ?
N4 N8 N9 110.3(2) 13_665 . ?
N4 N8 Cd2 124.87(17) 13_665 . ?
N9 N8 Cd2 124.47(17) . . ?
C4 N9 N8 104.7(2) 18_545 . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.18
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.554
_refine_diff_density_min         -0.629
_refine_diff_density_rms         0.084

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
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
_platon_squeeze_void_content
1 0.000 0.000 -0.005 775 220 ' '
2 0.047 0.580 -0.021 9 0 ' '
3 0.334 0.667 0.743 772 220 ' '
4 0.093 0.800 0.323 8 0 ' '
5 0.133 0.374 0.343 7 0 ' '
6 0.200 0.292 0.323 9 0 ' '
7 0.240 0.866 0.343 7 0 ' '
8 0.292 0.093 0.677 8 0 ' '
9 0.380 0.247 0.645 9 0 ' '
10 0.667 0.333 0.410 772 220 ' '
11 0.426 0.467 0.990 8 0 ' '
12 0.467 0.041 0.010 7 0 ' '
13 0.533 0.959 0.990 8 0 ' '
14 0.574 0.533 0.010 7 0 ' '
15 0.626 0.759 0.343 7 0 ' '
16 0.707 0.907 0.323 8 0 ' '
17 0.759 0.133 0.657 8 0 ' '
18 0.800 0.707 0.677 8 0 ' '
19 0.866 0.626 0.657 8 0 ' '
20 0.907 0.200 0.677 7 0 ' '
21 0.959 0.426 0.010 8 0 ' '
_platon_squeeze_details          
;
;
####################################################################### 
# 
# 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 1423982'
_audit_update_record             
;
2015-09-12 deposited with the CCDC.
2016-07-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H22 Mn2 N18 O6'
_chemical_formula_weight         576.32

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'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   7.7738(5)
_cell_length_b                   14.0313(9)
_cell_length_c                   10.2395(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.987(2)
_cell_angle_gamma                90.00
_cell_volume                     1096.42(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2505
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      25.47

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.746
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             588
_exptl_absorpt_coefficient_mu    1.221
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7750
_exptl_absorpt_correction_T_max  0.8102
_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
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7134
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_av_sigmaI/netI    0.0247
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.49
_diffrn_reflns_theta_max         25.51
_reflns_number_total             2038
_reflns_number_gt                1733
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0359P)²+1.0165P] 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         2038
_refine_ls_number_parameters     183
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.0402
_refine_ls_R_factor_gt           0.0326
_refine_ls_wR_factor_ref         0.0821
_refine_ls_wR_factor_gt          0.0777
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_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
H4B H 0.123(6) 0.742(3) 0.771(4) 0.095(15) Uiso 1 1 d . . .
H4A H 0.004(5) 0.706(2) 0.877(4) 0.061(10) Uiso 1 1 d . . .
C1 C 0.5139(3) 0.59415(19) 0.8863(2) 0.0312(6) Uani 1 1 d . . .
C2 C 0.3705(4) 0.6613(2) 0.9020(3) 0.0413(7) Uani 1 1 d . . .
H2C H 0.3696 0.6708 0.9957 0.050 Uiso 1 1 calc R . .
H2D H 0.3897 0.7226 0.8633 0.050 Uiso 1 1 calc R . .
C3 C 0.0749(3) 0.35059(18) 0.3062(3) 0.0295(6) Uani 1 1 d . . .
C4 C 0.0585(4) 0.6867(2) 0.8071(3) 0.0466(8) Uani 1 1 d . . .
Mn1 Mn 0.23430(5) 0.52175(3) 0.65774(3) 0.02556(14) Uani 1 1 d . . .
N1 N 0.4969(3) 0.53035(15) 0.7884(2) 0.0304(5) Uani 1 1 d . . .
N2 N 0.6508(3) 0.48338(18) 0.8076(2) 0.0418(6) Uani 1 1 d . . .
N3 N 0.7549(3) 0.5191(2) 0.9132(3) 0.0493(7) Uani 1 1 d . . .
N4 N 0.6708(3) 0.58926(19) 0.9648(2) 0.0423(6) Uani 1 1 d . . .
N5 N 0.2023(3) 0.6216(2) 0.8351(3) 0.0502(7) Uani 1 1 d D . .
H1N H 0.155(4) 0.592(2) 0.905(3) 0.060 Uiso 1 1 d D . .
N6 N 0.2385(3) 0.31892(15) 0.3408(2) 0.0322(5) Uani 1 1 d . . .
N7 N 0.3099(3) 0.37023(16) 0.4481(2) 0.0306(5) Uani 1 1 d . . .
N8 N 0.1922(3) 0.42984(15) 0.4764(2) 0.0282(5) Uani 1 1 d . . .
N9 N -0.0410(3) 0.58117(15) 0.6122(2) 0.0287(5) Uani 1 1 d . . .
O1 O 0.1819(3) 0.39615(16) 0.76720(19) 0.0421(5) Uani 1 1 d D . .
H1A H 0.075(3) 0.381(3) 0.756(3) 0.063 Uiso 1 1 d D . .
H1B H 0.219(5) 0.396(3) 0.8490(19) 0.063 Uiso 1 1 d D . .
O2 O 0.3212(3) 0.64150(16) 0.5499(2) 0.0446(5) Uani 1 1 d D . .
H2A H 0.426(3) 0.640(3) 0.542(4) 0.067 Uiso 1 1 d D . .
H2B H 0.270(5) 0.651(3) 0.473(2) 0.067 Uiso 1 1 d D . .
O1W O 0.8426(3) 0.33947(15) 0.7105(2) 0.0412(5) Uani 1 1 d D . .
H1WA H 0.787(4) 0.384(2) 0.741(3) 0.062 Uiso 1 1 d D . .
H1WB H 0.826(5) 0.2887(18) 0.750(3) 0.062 Uiso 1 1 d D . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0271(14) 0.0393(15) 0.0246(13) 0.0026(11) -0.0017(11) -0.0060(11)
C2 0.0351(16) 0.0440(17) 0.0406(16) -0.0092(13) -0.0038(13) -0.0045(13)
C3 0.0248(14) 0.0325(14) 0.0308(13) -0.0051(11) 0.0042(11) 0.0014(10)
C4 0.0310(17) 0.054(2) 0.0500(19) -0.0243(16) -0.0043(14) 0.0086(14)
Mn1 0.0203(2) 0.0326(2) 0.0219(2) -0.00418(15) -0.00096(14) 0.00134(15)
N1 0.0219(11) 0.0394(13) 0.0279(11) 0.0029(9) -0.0007(9) 0.0015(9)
N2 0.0317(14) 0.0502(15) 0.0405(13) 0.0024(11) -0.0009(11) 0.0062(11)
N3 0.0343(15) 0.0640(18) 0.0433(15) 0.0010(13) -0.0082(12) 0.0055(12)
N4 0.0327(14) 0.0570(16) 0.0323(12) -0.0005(11) -0.0061(10) -0.0008(11)
N5 0.0333(14) 0.0667(19) 0.0444(15) -0.0250(13) -0.0081(11) 0.0083(13)
N6 0.0253(12) 0.0330(12) 0.0373(12) -0.0070(10) 0.0031(10) 0.0018(9)
N7 0.0240(11) 0.0362(12) 0.0303(11) -0.0024(9) 0.0017(9) 0.0030(9)
N8 0.0225(11) 0.0370(12) 0.0235(10) -0.0020(9) 0.0001(8) 0.0011(9)
N9 0.0212(11) 0.0365(12) 0.0267(11) -0.0077(9) 0.0006(9) 0.0023(9)
O1 0.0383(12) 0.0546(13) 0.0304(10) 0.0039(9) -0.0015(9) -0.0113(10)
O2 0.0285(11) 0.0554(13) 0.0465(12) 0.0137(10) -0.0016(10) -0.0037(10)
O1W 0.0393(12) 0.0383(12) 0.0454(12) 0.0077(9) 0.0067(9) -0.0048(9)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N4 1.328(3) . ?
C1 N1 1.332(3) . ?
C1 C2 1.492(4) . ?
C2 N5 1.466(4) . ?
C3 N9 1.330(3) 3_566 ?
C3 N6 1.330(3) . ?
C3 C4 1.496(4) 3_566 ?
C4 N5 1.429(4) . ?
C4 C3 1.496(4) 3_566 ?
Mn1 O1 2.168(2) . ?
Mn1 O2 2.187(2) . ?
Mn1 N1 2.221(2) . ?
Mn1 N8 2.233(2) . ?
Mn1 N9 2.261(2) . ?
Mn1 N5 2.344(2) . ?
N1 N2 1.347(3) . ?
N2 N3 1.319(3) . ?
N3 N4 1.345(4) . ?
N6 N7 1.342(3) . ?
N7 N8 1.312(3) . ?
N8 N9 1.350(3) 3_566 ?
N9 C3 1.330(3) 3_566 ?
N9 N8 1.350(3) 3_566 ?

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 C1 N1 111.6(2) . . ?
N4 C1 C2 125.9(2) . . ?
N1 C1 C2 122.5(2) . . ?
N5 C2 C1 109.1(2) . . ?
N9 C3 N6 111.5(2) 3_566 . ?
N9 C3 C4 123.2(2) 3_566 3_566 ?
N6 C3 C4 125.2(2) . 3_566 ?
N5 C4 C3 109.4(2) . 3_566 ?
O1 Mn1 O2 172.71(8) . . ?
O1 Mn1 N1 88.54(8) . . ?
O2 Mn1 N1 85.72(8) . . ?
O1 Mn1 N8 87.04(8) . . ?
O2 Mn1 N8 91.97(8) . . ?
N1 Mn1 N8 120.29(8) . . ?
O1 Mn1 N9 98.19(8) . . ?
O2 Mn1 N9 89.07(8) . . ?
N1 Mn1 N9 146.06(8) . . ?
N8 Mn1 N9 93.35(7) . . ?
O1 Mn1 N5 91.55(10) . . ?
O2 Mn1 N5 91.17(10) . . ?
N1 Mn1 N5 73.86(9) . . ?
N8 Mn1 N5 165.70(9) . . ?
N9 Mn1 N5 72.75(8) . . ?
C1 N1 N2 105.1(2) . . ?
C1 N1 Mn1 115.97(17) . . ?
N2 N1 Mn1 138.63(18) . . ?
N3 N2 N1 108.9(2) . . ?
N2 N3 N4 109.3(2) . . ?
C1 N4 N3 105.0(2) . . ?
C4 N5 C2 116.4(3) . . ?
C4 N5 Mn1 114.87(19) . . ?
C2 N5 Mn1 111.86(19) . . ?
C3 N6 N7 105.3(2) . . ?
N8 N7 N6 109.0(2) . . ?
N7 N8 N9 109.48(19) . 3_566 ?
N7 N8 Mn1 123.63(16) . . ?
N9 N8 Mn1 126.56(16) 3_566 . ?
C3 N9 N8 104.7(2) 3_566 3_566 ?
C3 N9 Mn1 115.40(16) 3_566 . ?
N8 N9 Mn1 139.94(16) 3_566 . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.51
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.914
_refine_diff_density_min         -0.452
_refine_diff_density_rms         0.059
####################################################################### 
# 
# 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 1473508'
_audit_update_record             
;
2016-04-12 deposited with the CCDC.
2016-07-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C4 H5 N9 Zn'
_chemical_formula_weight         244.54

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   7.776(4)
_cell_length_b                   13.987(6)
_cell_length_c                   8.352(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.601(11)
_cell_angle_gamma                90.00
_cell_volume                     889.8(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1252
_cell_measurement_theta_min      2.88
_cell_measurement_theta_max      24.41

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.826
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             488
_exptl_absorpt_coefficient_mu    2.736
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5844
_exptl_absorpt_correction_T_max  0.6387
_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
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7149
_diffrn_reflns_av_R_equivalents  0.0707
_diffrn_reflns_av_sigmaI/netI    0.0791
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.88
_diffrn_reflns_theta_max         28.48
_reflns_number_total             2230
_reflns_number_gt                1595
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0536P)²+0.0000P] 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         2230
_refine_ls_number_parameters     131
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0721
_refine_ls_R_factor_gt           0.0488
_refine_ls_wR_factor_ref         0.1190
_refine_ls_wR_factor_gt          0.1113
_refine_ls_goodness_of_fit_ref   0.986
_refine_ls_restrained_S_all      0.986
_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
H5 H -0.114(6) 0.762(3) 0.757(5) 0.020(11) Uiso 1 1 d . . .
C1 C -0.1238(6) 0.5654(3) 0.7966(5) 0.0286(9) Uani 1 1 d . . .
C2 C -0.0550(6) 0.6514(3) 0.8925(5) 0.0316(9) Uani 1 1 d . . .
H2A H -0.1369 0.6715 0.9595 0.038 Uiso 1 1 calc R . .
H2B H 0.0562 0.6365 0.9642 0.038 Uiso 1 1 calc R . .
C3 C 0.1157(6) 0.7943(3) 0.8451(6) 0.0356(10) Uani 1 1 d . . .
H3A H 0.1282 0.8007 0.9626 0.043 Uiso 1 1 calc R . .
H3B H 0.0930 0.8571 0.7961 0.043 Uiso 1 1 calc R . .
C4 C 0.2804(5) 0.7534(3) 0.8054(4) 0.0246(8) Uani 1 1 d . . .
N1 N -0.0802(4) 0.5453(2) 0.6548(4) 0.0254(7) Uani 1 1 d . . .
N2 N -0.1556(5) 0.4583(2) 0.6111(4) 0.0300(8) Uani 1 1 d . . .
N3 N -0.2393(5) 0.4298(3) 0.7216(5) 0.0375(9) Uani 1 1 d . . .
N4 N -0.2232(5) 0.4962(3) 0.8415(4) 0.0374(9) Uani 1 1 d . . .
N5 N -0.0304(5) 0.7292(3) 0.7801(4) 0.0276(8) Uani 1 1 d . . .
N6 N 0.4454(5) 0.7750(2) 0.8758(4) 0.0290(8) Uani 1 1 d . . .
N7 N 0.5495(5) 0.7214(3) 0.7952(5) 0.0365(9) Uani 1 1 d . . .
N8 N 0.4516(5) 0.6703(3) 0.6844(4) 0.0326(8) Uani 1 1 d . . .
N9 N 0.2824(4) 0.6882(2) 0.6887(4) 0.0261(7) Uani 1 1 d . . .
Zn1 Zn 0.06376(6) 0.63552(3) 0.55084(5) 0.02573(17) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.025(2) 0.033(2) 0.026(2) 0.0034(17) 0.0023(16) 0.0026(17)
C2 0.036(3) 0.035(2) 0.0230(19) -0.0029(17) 0.0036(17) 0.0003(18)
C3 0.027(2) 0.039(2) 0.041(2) -0.012(2) 0.0086(19) -0.0045(19)
C4 0.024(2) 0.0267(19) 0.0225(18) -0.0043(15) 0.0032(16) -0.0031(16)
N1 0.0235(18) 0.0275(16) 0.0241(16) -0.0024(13) 0.0015(13) -0.0037(13)
N2 0.032(2) 0.0293(17) 0.0283(18) -0.0011(14) 0.0044(15) -0.0028(15)
N3 0.042(2) 0.034(2) 0.040(2) -0.0036(16) 0.0179(18) -0.0037(17)
N4 0.043(2) 0.038(2) 0.0337(19) -0.0025(16) 0.0160(17) -0.0039(18)
N5 0.0186(19) 0.0301(18) 0.0330(19) -0.0015(15) 0.0028(15) 0.0007(15)
N6 0.0216(19) 0.0345(19) 0.0291(17) -0.0047(15) 0.0009(14) 0.0014(14)
N7 0.023(2) 0.045(2) 0.039(2) -0.0114(17) 0.0001(16) 0.0014(16)
N8 0.024(2) 0.0406(19) 0.0324(19) -0.0108(16) 0.0032(15) 0.0009(15)
N9 0.0233(18) 0.0323(18) 0.0222(16) -0.0070(14) 0.0032(13) -0.0027(14)
Zn1 0.0247(3) 0.0271(3) 0.0224(2) 0.00209(19) -0.00228(17) -0.0027(2)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.326(5) . ?
C1 N4 1.339(6) . ?
C1 C2 1.484(6) . ?
C2 N5 1.474(5) . ?
C3 N5 1.472(5) . ?
C3 C4 1.500(6) . ?
C4 N6 1.334(5) . ?
C4 N9 1.337(5) . ?
N1 N2 1.368(4) . ?
N1 Zn1 1.997(3) . ?
N2 N3 1.295(5) . ?
N2 Zn1 2.109(3) 3_566 ?
N3 N4 1.352(5) . ?
N6 N7 1.375(5) . ?
N6 Zn1 2.003(3) 4_676 ?
N7 N8 1.290(5) . ?
N8 N9 1.347(5) . ?
N9 Zn1 1.993(3) . ?
Zn1 N6 2.003(3) 4_575 ?
Zn1 N2 2.109(3) 3_566 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 N4 111.3(4) . . ?
N1 C1 C2 121.7(4) . . ?
N4 C1 C2 126.9(4) . . ?
N5 C2 C1 109.5(3) . . ?
N5 C3 C4 108.2(3) . . ?
N6 C4 N9 108.9(4) . . ?
N6 C4 C3 127.2(3) . . ?
N9 C4 C3 123.9(4) . . ?
C1 N1 N2 104.7(3) . . ?
C1 N1 Zn1 121.4(3) . . ?
N2 N1 Zn1 133.9(3) . . ?
N3 N2 N1 109.5(3) . . ?
N3 N2 Zn1 123.3(3) . 3_566 ?
N1 N2 Zn1 122.8(3) . 3_566 ?
N2 N3 N4 109.4(3) . . ?
C1 N4 N3 105.2(4) . . ?
C3 N5 C2 114.3(3) . . ?
C4 N6 N7 105.6(3) . . ?
C4 N6 Zn1 136.3(3) . 4_676 ?
N7 N6 Zn1 117.9(3) . 4_676 ?
N8 N7 N6 109.4(4) . . ?
N7 N8 N9 108.5(3) . . ?
C4 N9 N8 107.5(3) . . ?
C4 N9 Zn1 122.6(3) . . ?
N8 N9 Zn1 129.8(3) . . ?
N9 Zn1 N1 118.02(14) . . ?
N9 Zn1 N6 113.86(14) . 4_575 ?
N1 Zn1 N6 119.78(14) . 4_575 ?
N9 Zn1 N2 103.94(14) . 3_566 ?
N1 Zn1 N2 100.21(14) . 3_566 ?
N6 Zn1 N2 94.92(14) 4_575 3_566 ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        28.48
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.780
_refine_diff_density_min         -0.597
_refine_diff_density_rms         0.111

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
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
_platon_squeeze_void_content
1 0.000 0.000 0.500 41 12 ' '
2 0.500 0.500 1.000 41 12 ' '
_platon_squeeze_details          
;
;

####################################################################### 
# 
# 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 1473509'
_audit_update_record             
;
2016-04-12 deposited with the CCDC.
2016-07-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H22 Cd2 N18 O6'
_chemical_formula_weight         691.24

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   P2(1)/n

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

_cell_length_a                   7.7937(6)
_cell_length_b                   14.2172(12)
_cell_length_c                   10.3075(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.571(2)
_cell_angle_gamma                90.00
_cell_volume                     1122.73(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5231
_cell_measurement_theta_min      2.47
_cell_measurement_theta_max      28.58

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.045
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             680
_exptl_absorpt_coefficient_mu    1.962
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6721
_exptl_absorpt_correction_T_max  0.7190
_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
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9025
_diffrn_reflns_av_R_equivalents  0.0197
_diffrn_reflns_av_sigmaI/netI    0.0197
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.47
_diffrn_reflns_theta_max         28.63
_reflns_number_total             2869
_reflns_number_gt                2554
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0343P)²+0.6963P] 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         2869
_refine_ls_number_parameters     176
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0283
_refine_ls_R_factor_gt           0.0243
_refine_ls_wR_factor_ref         0.0629
_refine_ls_wR_factor_gt          0.0605
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.0732(3) 0.64862(17) 0.1985(2) 0.0278(5) Uani 1 1 d . . .
C2 C 0.0606(3) 0.6844(2) 0.3107(3) 0.0398(6) Uani 1 1 d . . .
H2A H 0.1074 0.7438 0.2864 0.048 Uiso 1 1 calc R . .
H2B H 0.0068 0.6951 0.3872 0.048 Uiso 1 1 calc R . .
C3 C 0.3709(3) 0.6577(2) 0.4045(3) 0.0389(6) Uani 1 1 d . . .
H3A H 0.3725 0.6688 0.4976 0.047 Uiso 1 1 calc R . .
H3B H 0.3862 0.7176 0.3631 0.047 Uiso 1 1 calc R . .
C4 C 0.5161(3) 0.59265(19) 0.3885(2) 0.0314(5) Uani 1 1 d . . .
Cd1 Cd 0.23879(2) 0.517388(13) 0.156892(15) 0.02649(7) Uani 1 1 d . . .
H1N H 0.159(5) 0.574(3) 0.408(4) 0.075(13) Uiso 1 1 d . . .
N1 N -0.0450(2) 0.58057(15) 0.11665(19) 0.0278(4) Uani 1 1 d . . .
N2 N -0.1960(2) 0.57343(15) 0.02953(19) 0.0292(4) Uani 1 1 d . . .
N3 N -0.3083(3) 0.63514(16) 0.0581(2) 0.0310(4) Uani 1 1 d . . .
N4 N -0.2339(3) 0.68387(16) 0.1651(2) 0.0314(4) Uani 1 1 d . . .
N5 N 0.2015(3) 0.61571(17) 0.3431(2) 0.0366(5) Uani 1 1 d . . .
N6 N 0.6714(3) 0.59046(18) 0.4678(2) 0.0389(5) Uani 1 1 d . . .
N7 N 0.7614(3) 0.5233(2) 0.4161(3) 0.0474(6) Uani 1 1 d . . .
N8 N 0.6620(3) 0.48670(18) 0.3120(3) 0.0414(5) Uani 1 1 d . . .
N9 N 0.5055(3) 0.52991(15) 0.2920(2) 0.0307(4) Uani 1 1 d . . .
O1 O 0.1890(3) 0.38229(15) 0.26764(19) 0.0394(4) Uani 1 1 d D . .
H1W H 0.084(3) 0.373(3) 0.252(4) 0.059 Uiso 1 1 d D . .
H2W H 0.220(5) 0.387(3) 0.3490(19) 0.059 Uiso 1 1 d D . .
O2 O 0.3219(3) 0.64849(17) 0.0482(2) 0.0450(5) Uani 1 1 d D . .
H3W H 0.274(5) 0.650(3) -0.030(2) 0.067 Uiso 1 1 d D . .
H4W H 0.427(3) 0.643(3) 0.041(4) 0.067 Uiso 1 1 d D . .
O3 O 0.1574(3) 0.65900(16) 0.7892(2) 0.0426(5) Uani 1 1 d D . .
H5W H 0.179(5) 0.706(2) 0.746(3) 0.064 Uiso 1 1 d D . .
H6W H 0.212(5) 0.617(2) 0.754(4) 0.064 Uiso 1 1 d D . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0253(11) 0.0290(12) 0.0291(11) -0.0029(9) 0.0047(9) 0.0000(8)
C2 0.0311(12) 0.0416(16) 0.0426(14) -0.0164(12) -0.0038(11) 0.0032(11)
C3 0.0319(13) 0.0407(15) 0.0399(14) -0.0106(11) -0.0043(10) -0.0043(11)
C4 0.0280(11) 0.0381(14) 0.0251(11) 0.0034(9) -0.0027(9) -0.0057(9)
Cd1 0.02151(9) 0.03164(11) 0.02443(10) -0.00470(6) -0.00074(6) 0.00149(6)
N1 0.0208(9) 0.0354(11) 0.0259(9) -0.0060(8) 0.0010(7) 0.0009(7)
N2 0.0221(9) 0.0379(12) 0.0262(9) -0.0045(8) 0.0009(7) 0.0006(8)
N3 0.0242(9) 0.0372(12) 0.0309(10) -0.0041(8) 0.0031(8) 0.0039(8)
N4 0.0259(10) 0.0327(12) 0.0348(11) -0.0045(8) 0.0035(8) 0.0037(8)
N5 0.0303(11) 0.0409(13) 0.0353(11) -0.0087(9) -0.0022(9) 0.0005(9)
N6 0.0286(11) 0.0536(15) 0.0298(10) 0.0001(10) -0.0071(8) -0.0023(9)
N7 0.0342(12) 0.0601(18) 0.0424(14) 0.0042(11) -0.0072(10) 0.0006(11)
N8 0.0326(12) 0.0475(14) 0.0409(13) 0.0021(10) -0.0013(10) 0.0048(10)
N9 0.0222(9) 0.0377(12) 0.0296(10) 0.0021(8) -0.0022(8) -0.0007(8)
O1 0.0388(10) 0.0451(12) 0.0319(9) 0.0013(8) 0.0005(8) -0.0076(8)
O2 0.0289(9) 0.0557(13) 0.0478(11) 0.0140(10) 0.0005(8) -0.0036(9)
O3 0.0366(10) 0.0426(12) 0.0482(12) 0.0086(9) 0.0067(9) -0.0056(8)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.328(3) . ?
C1 N4 1.335(3) . ?
C1 C2 1.497(3) . ?
C2 N5 1.462(3) . ?
C3 N5 1.481(3) . ?
C3 C4 1.494(4) . ?
C4 N9 1.327(3) . ?
C4 N6 1.330(3) . ?
Cd1 N9 2.2871(19) . ?
Cd1 N2 2.288(2) 3_565 ?
Cd1 O1 2.303(2) . ?
Cd1 O2 2.327(2) . ?
Cd1 N1 2.3523(19) . ?
Cd1 N5 2.434(2) . ?
N1 N2 1.347(3) . ?
N2 N3 1.311(3) . ?
N2 Cd1 2.288(2) 3_565 ?
N3 N4 1.341(3) . ?
N6 N7 1.351(4) . ?
N7 N8 1.310(4) . ?
N8 N9 1.348(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 N4 111.5(2) . . ?
N1 C1 C2 124.4(2) . . ?
N4 C1 C2 124.0(2) . . ?
N5 C2 C1 109.7(2) . . ?
N5 C3 C4 109.7(2) . . ?
N9 C4 N6 111.7(2) . . ?
N9 C4 C3 123.7(2) . . ?
N6 C4 C3 124.7(2) . . ?
N9 Cd1 N2 122.11(7) . 3_565 ?
N9 Cd1 O1 88.85(7) . . ?
N2 Cd1 O1 86.20(7) 3_565 . ?
N9 Cd1 O2 85.91(7) . . ?
N2 Cd1 O2 93.34(8) 3_565 . ?
O1 Cd1 O2 173.50(7) . . ?
N9 Cd1 N1 142.92(7) . . ?
N2 Cd1 N1 94.58(7) 3_565 . ?
O1 Cd1 N1 99.65(7) . . ?
O2 Cd1 N1 86.85(7) . . ?
N9 Cd1 N5 72.65(8) . . ?
N2 Cd1 N5 165.00(7) 3_565 . ?
O1 Cd1 N5 91.88(8) . . ?
O2 Cd1 N5 90.21(9) . . ?
N1 Cd1 N5 71.06(7) . . ?
C1 N1 N2 104.61(19) . . ?
C1 N1 Cd1 115.21(14) . . ?
N2 N1 Cd1 140.09(15) . . ?
N3 N2 N1 109.73(19) . . ?
N3 N2 Cd1 124.48(15) . 3_565 ?
N1 N2 Cd1 125.27(15) . 3_565 ?
N2 N3 N4 108.98(18) . . ?
C1 N4 N3 105.17(19) . . ?
C2 N5 C3 113.7(2) . . ?
C2 N5 Cd1 113.40(15) . . ?
C3 N5 Cd1 110.03(17) . . ?
C4 N6 N7 104.7(2) . . ?
N8 N7 N6 109.4(2) . . ?
N7 N8 N9 109.1(2) . . ?
C4 N9 N8 105.2(2) . . ?
C4 N9 Cd1 115.68(16) . . ?
N8 N9 Cd1 138.93(18) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        28.63
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.037
_refine_diff_density_min         -0.478
_refine_diff_density_rms         0.096
####################################################################### 
# 
# 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 1473510'
_audit_update_record             
;
2016-04-12 deposited with the CCDC.
2016-07-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H12 Cd2 N18 O'
_chemical_formula_weight         601.16

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                   21.6492(7)
_cell_length_b                   9.9528(3)
_cell_length_c                   8.4146(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.5970(10)
_cell_angle_gamma                90.00
_cell_volume                     1746.33(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5668
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      28.36

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.286
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1160
_exptl_absorpt_coefficient_mu    2.484
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6110
_exptl_absorpt_correction_T_max  0.6634
_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
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7060
_diffrn_reflns_av_R_equivalents  0.0144
_diffrn_reflns_av_sigmaI/netI    0.0136
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.58
_diffrn_reflns_theta_max         28.36
_reflns_number_total             2172
_reflns_number_gt                2115
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0390P)²+6.4556P] 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         2172
_refine_ls_number_parameters     148
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0227
_refine_ls_R_factor_gt           0.0222
_refine_ls_wR_factor_ref         0.0644
_refine_ls_wR_factor_gt          0.0639
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.079
_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
H1N H 0.5705(19) 1.163(4) -0.169(5) 0.034(10) Uiso 1 1 d . . .
C1 C 0.61871(11) 0.6718(2) 0.1250(3) 0.0157(5) Uani 1 1 d . . .
C2 C 0.64279(13) 0.7227(3) 0.2972(3) 0.0224(5) Uani 1 1 d . . .
H2A H 0.6700 0.6554 0.3650 0.027 Uiso 1 1 calc R . .
H2B H 0.6683 0.8030 0.2979 0.027 Uiso 1 1 calc R . .
C3 C 0.66168(12) 1.1303(3) 0.1065(3) 0.0154(4) Uani 1 1 d . . .
C4 C 0.61081(14) 1.2367(3) 0.0490(3) 0.0185(5) Uani 1 1 d . . .
H4A H 0.5746 1.2164 0.0924 0.022 Uiso 1 1 calc R . .
H4B H 0.6280 1.3230 0.0931 0.022 Uiso 1 1 calc R . .
Cd1 Cd 0.5000 0.59675(2) 0.2500 0.01202(8) Uani 1 2 d S . .
Cd2 Cd 0.7500 0.7500 0.0000 0.01181(8) Uani 1 2 d S . .
N1 N 0.56326(11) 0.6079(2) 0.0708(3) 0.0170(4) Uani 1 1 d . . .
N2 N 0.56148(10) 0.5673(2) -0.0832(3) 0.0175(4) Uani 1 1 d . . .
N3 N 0.61359(11) 0.6060(2) -0.1197(3) 0.0181(4) Uani 1 1 d . . .
N4 N 0.65041(10) 0.6735(2) 0.0089(3) 0.0162(4) Uani 1 1 d . . .
N5 N 0.66227(11) 1.0165(2) 0.0239(3) 0.0212(5) Uani 1 1 d . . .
N6 N 0.71588(11) 0.9525(2) 0.1096(3) 0.0177(4) Uani 1 1 d . . .
N7 N 0.74545(11) 1.0229(2) 0.2382(3) 0.0182(4) Uani 1 1 d . . .
N8 N 0.71189(11) 1.1378(2) 0.2388(3) 0.0172(4) Uani 1 1 d . . .
N9 N 0.58815(11) 1.2459(2) -0.1332(3) 0.0159(4) Uani 1 1 d . . .
O1 O 0.5315(4) 0.9307(8) 0.9100(10) 0.0611(17) Uani 0.50 1 d PDU . .
H2W H 0.529(7) 0.933(13) 1.003(7) 0.092 Uiso 0.50 1 d PD . .
H1W H 0.542(6) 0.958(13) 0.828(11) 0.092 Uiso 0.50 1 d PD . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0139(11) 0.0208(12) 0.0138(11) -0.0024(9) 0.0059(9) -0.0040(9)
C2 0.0153(12) 0.0368(14) 0.0166(12) -0.0092(11) 0.0071(10) -0.0094(11)
C3 0.0179(11) 0.0165(11) 0.0130(10) 0.0013(9) 0.0060(9) 0.0017(9)
C4 0.0215(13) 0.0226(12) 0.0127(11) 0.0015(9) 0.0067(10) 0.0081(9)
Cd1 0.00912(12) 0.01576(13) 0.01209(13) 0.000 0.00440(9) 0.000
Cd2 0.00975(13) 0.01281(13) 0.01362(13) 0.00071(7) 0.00442(9) -0.00160(7)
N1 0.0155(10) 0.0234(11) 0.0142(10) -0.0043(8) 0.0077(8) -0.0069(8)
N2 0.0158(10) 0.0238(11) 0.0133(9) -0.0034(8) 0.0047(8) -0.0064(8)
N3 0.0178(10) 0.0232(11) 0.0145(10) -0.0033(8) 0.0066(8) -0.0068(8)
N4 0.0141(10) 0.0211(10) 0.0146(9) -0.0022(8) 0.0058(8) -0.0053(8)
N5 0.0213(11) 0.0193(11) 0.0198(10) -0.0026(8) -0.0001(9) 0.0043(8)
N6 0.0181(10) 0.0157(10) 0.0184(10) -0.0017(8) 0.0034(8) 0.0018(8)
N7 0.0175(10) 0.0173(10) 0.0189(10) -0.0022(8) 0.0033(8) 0.0020(8)
N8 0.0186(10) 0.0161(10) 0.0167(10) -0.0014(8) 0.0042(8) 0.0029(8)
N9 0.0164(11) 0.0197(11) 0.0125(10) 0.0024(7) 0.0055(8) 0.0037(8)
O1 0.0570(19) 0.0608(19) 0.0641(19) -0.0014(10) 0.0138(10) -0.0017(10)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.327(3) . ?
C1 N4 1.336(3) . ?
C1 C2 1.491(3) . ?
C2 N9 1.488(3) 6_576 ?
C3 N5 1.330(3) . ?
C3 N8 1.333(3) . ?
C3 C4 1.510(3) . ?
C4 N9 1.482(3) . ?
Cd1 N1 2.296(2) 2_655 ?
Cd1 N1 2.296(2) . ?
Cd1 N2 2.324(2) 5_665 ?
Cd1 N2 2.324(2) 6_566 ?
Cd1 N9 2.460(2) 6_576 ?
Cd1 N9 2.460(2) 5_675 ?
Cd2 N4 2.307(2) . ?
Cd2 N4 2.307(2) 7_665 ?
Cd2 N8 2.404(2) 4_645 ?
Cd2 N8 2.404(2) 6_575 ?
Cd2 N6 2.413(2) 7_665 ?
Cd2 N6 2.413(2) . ?
N1 N2 1.348(3) . ?
N2 N3 1.305(3) . ?
N2 Cd1 2.324(2) 5_665 ?
N3 N4 1.340(3) . ?
N5 N6 1.350(3) . ?
N6 N7 1.304(3) . ?
N7 N8 1.356(3) . ?
N8 Cd2 2.404(2) 4_655 ?
N9 C2 1.488(3) 6_575 ?
N9 Cd1 2.460(2) 5_675 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 N4 110.5(2) . . ?
N1 C1 C2 123.0(2) . . ?
N4 C1 C2 126.3(2) . . ?
N9 C2 C1 110.3(2) 6_576 . ?
N5 C3 N8 111.3(2) . . ?
N5 C3 C4 122.5(2) . . ?
N8 C3 C4 126.1(2) . . ?
N9 C4 C3 112.6(2) . . ?
N1 Cd1 N1 174.48(11) 2_655 . ?
N1 Cd1 N2 94.85(8) 2_655 5_665 ?
N1 Cd1 N2 89.03(7) . 5_665 ?
N1 Cd1 N2 89.03(7) 2_655 6_566 ?
N1 Cd1 N2 94.85(8) . 6_566 ?
N2 Cd1 N2 90.75(12) 5_665 6_566 ?
N1 Cd1 N9 104.04(8) 2_655 6_576 ?
N1 Cd1 N9 72.31(7) . 6_576 ?
N2 Cd1 N9 160.94(7) 5_665 6_576 ?
N2 Cd1 N9 87.08(8) 6_566 6_576 ?
N1 Cd1 N9 72.31(7) 2_655 5_675 ?
N1 Cd1 N9 104.04(8) . 5_675 ?
N2 Cd1 N9 87.08(8) 5_665 5_675 ?
N2 Cd1 N9 160.94(7) 6_566 5_675 ?
N9 Cd1 N9 100.93(11) 6_576 5_675 ?
N4 Cd2 N4 180.00(10) . 7_665 ?
N4 Cd2 N8 84.90(7) . 4_645 ?
N4 Cd2 N8 95.10(7) 7_665 4_645 ?
N4 Cd2 N8 95.10(7) . 6_575 ?
N4 Cd2 N8 84.90(7) 7_665 6_575 ?
N8 Cd2 N8 180.000(1) 4_645 6_575 ?
N4 Cd2 N6 96.99(8) . 7_665 ?
N4 Cd2 N6 83.01(8) 7_665 7_665 ?
N8 Cd2 N6 84.05(8) 4_645 7_665 ?
N8 Cd2 N6 95.95(8) 6_575 7_665 ?
N4 Cd2 N6 83.01(8) . . ?
N4 Cd2 N6 96.99(8) 7_665 . ?
N8 Cd2 N6 95.95(8) 4_645 . ?
N8 Cd2 N6 84.05(8) 6_575 . ?
N6 Cd2 N6 180.00(12) 7_665 . ?
C1 N1 N2 105.2(2) . . ?
C1 N1 Cd1 116.25(16) . . ?
N2 N1 Cd1 138.51(16) . . ?
N3 N2 N1 109.6(2) . . ?
N3 N2 Cd1 117.13(16) . 5_665 ?
N1 N2 Cd1 130.88(16) . 5_665 ?
N2 N3 N4 108.8(2) . . ?
C1 N4 N3 105.9(2) . . ?
C1 N4 Cd2 134.13(17) . . ?
N3 N4 Cd2 119.83(16) . . ?
C3 N5 N6 104.5(2) . . ?
N7 N6 N5 110.5(2) . . ?
N7 N6 Cd2 129.31(17) . . ?
N5 N6 Cd2 119.86(16) . . ?
N6 N7 N8 108.2(2) . . ?
C3 N8 N7 105.5(2) . . ?
C3 N8 Cd2 142.38(17) . 4_655 ?
N7 N8 Cd2 110.04(15) . 4_655 ?
C4 N9 C2 110.1(2) . 6_575 ?
C4 N9 Cd1 117.29(15) . 5_675 ?
C2 N9 Cd1 108.82(15) 6_575 5_675 ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        28.36
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         2.064
_refine_diff_density_min         -0.532
_refine_diff_density_rms         0.124
####################################################################### 
# 
# 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 1473511'
_audit_update_record             
;
2016-04-12 deposited with the CCDC.
2016-07-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H8 Cl N12 Zn2'
_chemical_formula_weight         414.43

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pnma

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

_cell_length_a                   6.8924(3)
_cell_length_b                   10.0600(4)
_cell_length_c                   19.7902(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1372.20(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3382
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      28.13

_exptl_crystal_description       Block
_exptl_crystal_colour            pink
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.006
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             820
_exptl_absorpt_coefficient_mu    3.704
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4962
_exptl_absorpt_correction_T_max  0.5553
_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
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10913
_diffrn_reflns_av_R_equivalents  0.0326
_diffrn_reflns_av_sigmaI/netI    0.0216
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.06
_diffrn_reflns_theta_max         28.37
_reflns_number_total             1811
_reflns_number_gt                1600
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0396P)²+1.6767P] 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         1811
_refine_ls_number_parameters     125
_refine_ls_number_restraints     67
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0294
_refine_ls_wR_factor_ref         0.0792
_refine_ls_wR_factor_gt          0.0757
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.063
_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
N5 N 0.8903(3) 1.0994(2) 0.81296(11) 0.0241(4) Uani 1 1 d U . .
C1 C 0.8442(4) 0.9932(3) 0.84903(15) 0.0309(6) Uani 1 1 d DU . .
C2A C 0.6507(15) 0.9789(10) 0.8860(5) 0.0336(17) Uani 0.461(6) 1 d PDU . 1
H2A1 H 0.5518 1.0334 0.8648 0.040 Uiso 0.461(6) 1 calc PR . 1
H2A2 H 0.6635 1.0055 0.9329 0.040 Uiso 0.461(6) 1 calc PR . 1
C3A C 0.5939(9) 0.8178(7) 0.8803(4) 0.0462(17) Uani 0.461(6) 1 d PDU . 1
H3A1 H 0.4561 0.8049 0.8878 0.055 Uiso 0.461(6) 1 calc PR . 1
H3A2 H 0.6265 0.7839 0.8358 0.055 Uiso 0.461(6) 1 calc PR . 1
C2B C 0.6371(15) 0.9525(11) 0.8644(5) 0.051(2) Uani 0.539(6) 1 d PDU . 2
H2B1 H 0.5935 0.8869 0.8318 0.061 Uiso 0.539(6) 1 calc PR . 2
H2B2 H 0.5522 1.0292 0.8616 0.061 Uiso 0.539(6) 1 calc PR . 2
C3B C 0.6310(8) 0.8918(6) 0.9383(4) 0.0470(16) Uani 0.539(6) 1 d PDU . 2
H3B1 H 0.7135 0.9423 0.9685 0.056 Uiso 0.539(6) 1 calc PR . 2
H3B2 H 0.4996 0.8926 0.9558 0.056 Uiso 0.539(6) 1 calc PR . 2
N1 N 0.5825(3) 1.0898(2) 0.69774(11) 0.0259(4) Uani 1 1 d . . .
N2 N 0.6506(3) 0.9821(2) 0.67028(12) 0.0310(5) Uani 1 1 d . . .
N3 N 0.5012(3) 0.9191(2) 0.64005(12) 0.0292(5) Uani 1 1 d . . .
Cl1 Cl 0.67539(19) 0.7500 0.49345(6) 0.0586(4) Uani 1 2 d S . .
N4 N 0.2046(5) 0.7500 0.56861(16) 0.0264(6) Uani 1 2 d S . .
N6 N 0.4649(4) 1.2500 0.80970(14) 0.0216(6) Uani 1 2 d S . .
N7 N 0.4173(6) 1.2500 0.86744(19) 0.0508(11) Uani 1 2 d S . .
N8 N 0.3616(9) 1.2500 0.9228(2) 0.118(3) Uani 1 2 d S . .
Zn1 Zn 0.73383(5) 1.2500 0.76134(2) 0.02055(12) Uani 1 2 d S . .
Zn2 Zn 0.50097(6) 0.7500 0.58546(2) 0.02346(13) Uani 1 2 d S . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N5 0.0147(9) 0.0243(11) 0.0333(11) 0.0075(9) 0.0015(8) -0.0004(8)
C1 0.0173(11) 0.0283(13) 0.0470(15) 0.0144(12) 0.0026(10) 0.0011(10)
C2A 0.017(3) 0.033(3) 0.051(4) 0.014(3) 0.004(3) 0.004(2)
C3A 0.022(3) 0.050(3) 0.067(4) 0.029(3) 0.003(3) -0.003(3)
C2B 0.027(3) 0.047(4) 0.079(5) 0.032(4) 0.010(4) 0.001(3)
C3B 0.031(3) 0.030(3) 0.081(4) 0.012(3) 0.029(3) 0.003(2)
N1 0.0143(9) 0.0263(11) 0.0372(11) -0.0081(9) 0.0007(8) -0.0008(8)
N2 0.0171(10) 0.0304(12) 0.0455(13) -0.0112(10) -0.0007(9) 0.0005(9)
N3 0.0178(10) 0.0259(11) 0.0440(13) -0.0098(10) -0.0007(9) -0.0008(8)
Cl1 0.0476(7) 0.0900(10) 0.0383(6) 0.000 0.0161(5) 0.000
N4 0.0269(15) 0.0224(15) 0.0297(15) 0.000 -0.0077(12) 0.000
N6 0.0123(12) 0.0299(16) 0.0227(13) 0.000 0.0020(10) 0.000
N7 0.030(2) 0.086(3) 0.037(2) 0.000 -0.0038(16) 0.000
N8 0.076(4) 0.251(10) 0.026(2) 0.000 0.004(2) 0.000
Zn1 0.01224(19) 0.0225(2) 0.0269(2) 0.000 0.00100(15) 0.000
Zn2 0.0227(2) 0.0196(2) 0.0281(2) 0.000 0.00229(15) 0.000

_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
N5 C1 1.324(3) . ?
N5 N1 1.345(3) 6_657 ?
N5 Zn1 2.122(2) . ?
C1 N3 1.332(3) 6_657 ?
C1 C2B 1.515(10) . ?
C1 C2A 1.528(10) . ?
C2A C3A 1.672(11) . ?
C3A N4 1.439(7) 6_657 ?
C2B C3B 1.585(10) . ?
C3B N4 1.520(6) 6_657 ?
N1 N2 1.300(3) . ?
N1 N5 1.345(3) 6_557 ?
N1 Zn1 2.295(2) . ?
N2 N3 1.349(3) . ?
N3 C1 1.332(3) 6_557 ?
N3 Zn2 2.015(2) . ?
Cl1 Zn2 2.1819(12) . ?
N4 C3A 1.439(7) 6_557 ?
N4 C3A 1.439(7) 4_466 ?
N4 C3B 1.520(6) 4_466 ?
N4 C3B 1.520(6) 6_557 ?
N4 Zn2 2.070(3) . ?
N6 N7 1.189(5) . ?
N6 Zn1 2.086(3) . ?
N6 Zn1 2.124(3) 6_557 ?
N7 N8 1.160(6) . ?
Zn1 N5 2.122(2) 7_585 ?
Zn1 N6 2.124(3) 6_657 ?
Zn1 N1 2.295(2) 7_585 ?
Zn2 N3 2.015(2) 7_575 ?

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
C1 N5 N1 105.28(19) . 6_657 ?
C1 N5 Zn1 135.55(17) . . ?
N1 N5 Zn1 118.42(15) 6_657 . ?
N5 C1 N3 110.1(2) . 6_657 ?
N5 C1 C2B 123.5(4) . . ?
N3 C1 C2B 125.6(5) 6_657 . ?
N5 C1 C2A 122.9(4) . . ?
N3 C1 C2A 125.4(5) 6_657 . ?
C2B C1 C2A 19.4(5) . . ?
C1 C2A C3A 105.2(6) . . ?
N4 C3A C2A 106.7(6) 6_657 . ?
C1 C2B C3B 108.3(7) . . ?
N4 C3B C2B 105.7(6) 6_657 . ?
N2 N1 N5 110.46(19) . 6_557 ?
N2 N1 Zn1 130.56(16) . . ?
N5 N1 Zn1 118.93(15) 6_557 . ?
N1 N2 N3 107.6(2) . . ?
C1 N3 N2 106.6(2) 6_557 . ?
C1 N3 Zn2 123.96(17) 6_557 . ?
N2 N3 Zn2 129.43(16) . . ?
C3A N4 C3A 56.6(6) 6_557 4_466 ?
C3A N4 C3B 109.3(5) 6_557 4_466 ?
C3A N4 C3B 56.0(4) 4_466 4_466 ?
C3A N4 C3B 56.0(4) 6_557 6_557 ?
C3A N4 C3B 109.3(5) 4_466 6_557 ?
C3B N4 C3B 139.6(5) 4_466 6_557 ?
C3A N4 Zn2 114.2(3) 6_557 . ?
C3A N4 Zn2 114.2(3) 4_466 . ?
C3B N4 Zn2 110.1(2) 4_466 . ?
C3B N4 Zn2 110.1(2) 6_557 . ?
N7 N6 Zn1 133.3(3) . . ?
N7 N6 Zn1 115.4(3) . 6_557 ?
Zn1 N6 Zn1 111.26(13) . 6_557 ?
N8 N7 N6 176.7(5) . . ?
N6 Zn1 N5 103.34(8) . 7_585 ?
N6 Zn1 N5 103.34(8) . . ?
N5 Zn1 N5 91.12(12) 7_585 . ?
N6 Zn1 N6 165.87(9) . 6_657 ?
N5 Zn1 N6 86.42(8) 7_585 6_657 ?
N5 Zn1 N6 86.42(8) . 6_657 ?
N6 Zn1 N1 81.24(8) . . ?
N5 Zn1 N1 175.03(8) 7_585 . ?
N5 Zn1 N1 89.65(8) . . ?
N6 Zn1 N1 88.73(7) 6_657 . ?
N6 Zn1 N1 81.24(8) . 7_585 ?
N5 Zn1 N1 89.65(8) 7_585 7_585 ?
N5 Zn1 N1 175.03(8) . 7_585 ?
N6 Zn1 N1 88.73(7) 6_657 7_585 ?
N1 Zn1 N1 89.17(11) . 7_585 ?
N3 Zn2 N3 115.17(14) . 7_575 ?
N3 Zn2 N4 95.00(7) . . ?
N3 Zn2 N4 95.00(8) 7_575 . ?
N3 Zn2 Cl1 116.55(7) . . ?
N3 Zn2 Cl1 116.55(7) 7_575 . ?
N4 Zn2 Cl1 114.16(10) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        28.37
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.589
_refine_diff_density_min         -0.432
_refine_diff_density_rms         0.085
####################################################################### 
# 
# 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 1473512'
_audit_update_record             
;
2016-04-12 deposited with the CCDC.
2016-07-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H15 Cd N9 O3'
_chemical_formula_weight         373.67

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   Cc

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'

_cell_length_a                   13.4767(15)
_cell_length_b                   7.5845(9)
_cell_length_c                   12.9148(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.542(2)
_cell_angle_gamma                90.00
_cell_volume                     1301.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4691
_cell_measurement_theta_min      3.07
_cell_measurement_theta_max      28.29

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.907
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             744
_exptl_absorpt_coefficient_mu    1.700
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7061
_exptl_absorpt_correction_T_max  0.7495
_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
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5209
_diffrn_reflns_av_R_equivalents  0.0148
_diffrn_reflns_av_sigmaI/netI    0.0204
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.07
_diffrn_reflns_theta_max         28.29
_reflns_number_total             2335
_reflns_number_gt                2325
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0308P)²+0.1140P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00
_refine_ls_number_reflns         2335
_refine_ls_number_parameters     194
_refine_ls_number_restraints     11
_refine_ls_R_factor_all          0.0182
_refine_ls_R_factor_gt           0.0181
_refine_ls_wR_factor_ref         0.0480
_refine_ls_wR_factor_gt          0.0479
_refine_ls_goodness_of_fit_ref   1.184
_refine_ls_restrained_S_all      1.185
_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
C1 C 0.7752(2) -0.1521(3) 0.5330(2) 0.0245(5) Uani 1 1 d . . .
C2 C 0.7963(3) -0.0673(4) 0.6395(2) 0.0333(6) Uani 1 1 d . . .
H2A H 0.8611 -0.1090 0.6751 0.040 Uiso 1 1 calc R . .
H2B H 0.7460 -0.1075 0.6798 0.040 Uiso 1 1 calc R . .
C3 C 0.7975(3) 0.1325(4) 0.6413(3) 0.0299(6) Uani 1 1 d . . .
H3A H 0.8310 0.1716 0.7097 0.036 Uiso 1 1 calc R . .
H3B H 0.8366 0.1743 0.5896 0.036 Uiso 1 1 calc R . .
C4 C 0.7055(2) 0.4055(4) 0.6371(2) 0.0299(5) Uani 1 1 d . . .
H4A H 0.7388 0.4572 0.5834 0.036 Uiso 1 1 calc R . .
H4B H 0.7474 0.4271 0.7046 0.036 Uiso 1 1 calc R . .
C5 C 0.6046(3) 0.4968(4) 0.6352(2) 0.0357(6) Uani 1 1 d . . .
H5A H 0.5651 0.4275 0.6767 0.043 Uiso 1 1 calc R . .
H5B H 0.6167 0.6107 0.6692 0.043 Uiso 1 1 calc R . .
C6 C 0.5433(2) 0.5249(3) 0.5286(2) 0.0251(5) Uani 1 1 d . . .
Cd1 Cd 0.606038(15) 0.140274(19) 0.451504(15) 0.02483(6) Uani 1 1 d . . .
H1N H 0.665(3) 0.172(5) 0.670(3) 0.022(8) Uiso 1 1 d . . .
N1 N 0.7044(2) -0.0987(3) 0.45450(19) 0.0273(5) Uani 1 1 d . . .
N2 N 0.7061(2) -0.2141(3) 0.37525(19) 0.0315(5) Uani 1 1 d . . .
N3 N 0.7758(3) -0.3308(4) 0.4067(3) 0.0348(6) Uani 1 1 d . . .
N4 N 0.8211(2) -0.2947(3) 0.5059(2) 0.0310(5) Uani 1 1 d . . .
N5 N 0.69701(17) 0.2132(3) 0.61958(17) 0.0224(4) Uani 1 1 d . . .
N6 N 0.4884(3) 0.6664(4) 0.5003(3) 0.0321(6) Uani 1 1 d . . .
N7 N 0.4430(3) 0.6358(3) 0.4003(3) 0.0355(6) Uani 1 1 d . . .
N8 N 0.4710(2) 0.4815(3) 0.3695(2) 0.0345(5) Uani 1 1 d . . .
N9 N 0.5344(2) 0.4096(3) 0.44980(19) 0.0288(5) Uani 1 1 d . . .
O1 O 0.4873(2) 0.0356(4) 0.3150(2) 0.0504(6) Uani 1 1 d D . .
H1W H 0.488(5) 0.045(9) 0.2463(18) 0.076 Uiso 1 1 d D . .
H2W H 0.464(5) -0.074(4) 0.321(5) 0.076 Uiso 1 1 d D . .
O2 O 0.49843(17) 0.0133(3) 0.57005(17) 0.0296(4) Uani 1 1 d D . .
H3W H 0.487(4) -0.095(3) 0.558(4) 0.044 Uiso 1 1 d D . .
H4W H 0.448(2) 0.078(5) 0.558(4) 0.044 Uiso 1 1 d D . .
O3 O 0.73519(19) 0.2845(3) 0.36703(19) 0.0351(5) Uani 1 1 d D . .
H5W H 0.752(4) 0.391(3) 0.373(4) 0.053 Uiso 1 1 d D . .
H6W H 0.7959(19) 0.249(6) 0.372(4) 0.053 Uiso 1 1 d D . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0249(14) 0.0228(12) 0.0258(13) 0.0037(9) 0.0046(11) 0.0033(9)
C2 0.0394(16) 0.0352(15) 0.0225(12) 0.0027(11) -0.0035(11) 0.0107(13)
C3 0.0226(14) 0.0360(15) 0.0290(14) -0.0038(10) -0.0022(11) 0.0025(10)
C4 0.0324(15) 0.0279(12) 0.0262(12) -0.0034(11) -0.0048(11) -0.0013(12)
C5 0.0458(18) 0.0342(15) 0.0256(12) -0.0075(11) 0.0014(12) 0.0110(13)
C6 0.0259(13) 0.0221(11) 0.0276(12) -0.0013(9) 0.0052(10) 0.0034(10)
Cd1 0.02480(9) 0.02130(8) 0.02558(8) -0.00460(9) -0.00407(6) 0.00687(9)
N1 0.0307(12) 0.0243(10) 0.0254(11) -0.0030(9) 0.0007(10) 0.0090(10)
N2 0.0361(14) 0.0284(12) 0.0290(11) -0.0057(10) 0.0021(10) 0.0078(10)
N3 0.0418(18) 0.0262(11) 0.0366(15) -0.0024(10) 0.0073(14) 0.0107(13)
N4 0.0299(12) 0.0273(12) 0.0358(12) 0.0047(10) 0.0058(10) 0.0105(11)
N5 0.0204(10) 0.0236(10) 0.0224(9) 0.0008(8) 0.0010(8) -0.0010(8)
N6 0.0321(16) 0.0245(12) 0.0391(15) -0.0032(10) 0.0036(13) 0.0064(11)
N7 0.0345(16) 0.0285(14) 0.0411(16) 0.0004(9) -0.0007(13) 0.0097(10)
N8 0.0358(14) 0.0309(12) 0.0333(12) -0.0011(10) -0.0043(11) 0.0116(11)
N9 0.0310(12) 0.0248(10) 0.0284(11) -0.0009(9) -0.0013(10) 0.0074(10)
O1 0.0497(16) 0.0595(16) 0.0379(12) -0.0047(12) -0.0049(12) 0.0016(13)
O2 0.0273(10) 0.0248(9) 0.0361(10) -0.0024(8) 0.0035(8) 0.0034(8)
O3 0.0346(12) 0.0294(10) 0.0428(11) 0.0034(9) 0.0108(9) 0.0048(9)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N4 1.321(4) . ?
C1 N1 1.334(4) . ?
C1 C2 1.503(4) . ?
C2 C3 1.516(4) . ?
C3 N5 1.470(4) . ?
C4 N5 1.477(3) . ?
C4 C5 1.522(5) . ?
C5 C6 1.499(4) . ?
C6 N6 1.320(4) . ?
C6 N9 1.332(4) . ?
Cd1 N1 2.242(2) . ?
Cd1 N9 2.258(2) . ?
Cd1 O1 2.316(3) . ?
Cd1 N5 2.374(2) . ?
Cd1 O3 2.459(2) . ?
Cd1 O2 2.472(2) . ?
N1 N2 1.350(3) . ?
N2 N3 1.306(4) . ?
N3 N4 1.353(5) . ?
N6 N7 1.354(5) . ?
N7 N8 1.311(4) . ?
N8 N9 1.346(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
N4 C1 N1 110.7(3) . . ?
N4 C1 C2 124.5(3) . . ?
N1 C1 C2 124.6(2) . . ?
C1 C2 C3 116.2(2) . . ?
N5 C3 C2 114.0(3) . . ?
N5 C4 C5 113.6(3) . . ?
C6 C5 C4 115.7(2) . . ?
N6 C6 N9 110.3(3) . . ?
N6 C6 C5 124.6(3) . . ?
N9 C6 C5 125.1(2) . . ?
N1 Cd1 N9 169.15(11) . . ?
N1 Cd1 O1 93.91(10) . . ?
N9 Cd1 O1 93.56(10) . . ?
N1 Cd1 N5 87.60(8) . . ?
N9 Cd1 N5 87.33(8) . . ?
O1 Cd1 N5 164.28(10) . . ?
N1 Cd1 O3 84.67(9) . . ?
N9 Cd1 O3 85.77(9) . . ?
O1 Cd1 O3 105.39(10) . . ?
N5 Cd1 O3 90.33(8) . . ?
N1 Cd1 O2 94.61(8) . . ?
N9 Cd1 O2 93.71(8) . . ?
O1 Cd1 O2 86.31(9) . . ?
N5 Cd1 O2 77.97(7) . . ?
O3 Cd1 O2 168.30(8) . . ?
C1 N1 N2 106.2(2) . . ?
C1 N1 Cd1 127.22(19) . . ?
N2 N1 Cd1 126.51(19) . . ?
N3 N2 N1 107.8(2) . . ?
N2 N3 N4 110.2(2) . . ?
C1 N4 N3 105.0(3) . . ?
C3 N5 C4 109.7(2) . . ?
C3 N5 Cd1 113.40(17) . . ?
C4 N5 Cd1 112.65(16) . . ?
C6 N6 N7 105.6(2) . . ?
N8 N7 N6 109.6(3) . . ?
N7 N8 N9 107.8(3) . . ?
C6 N9 N8 106.7(2) . . ?
C6 N9 Cd1 127.05(19) . . ?
N8 N9 Cd1 126.18(19) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        28.29
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.258
_refine_diff_density_min         -0.667
_refine_diff_density_rms         0.113
####################################################################### 
# 
# 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 1473513'
_audit_update_record             
;
2016-04-12 deposited with the CCDC.
2016-07-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H12 Cd2 N10 O5'
_chemical_formula_weight         529.06

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   P2(1)/c

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

_cell_length_a                   10.6856(6)
_cell_length_b                   7.3274(4)
_cell_length_c                   18.8986(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.7760(10)
_cell_angle_gamma                90.00
_cell_volume                     1423.98(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7628
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      28.35

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.468
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1016
_exptl_absorpt_coefficient_mu    3.032
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5551
_exptl_absorpt_correction_T_max  0.6113
_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
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11418
_diffrn_reflns_av_R_equivalents  0.0188
_diffrn_reflns_av_sigmaI/netI    0.0189
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.24
_diffrn_reflns_theta_max         28.35
_reflns_number_total             3544
_reflns_number_gt                3337
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0150P)²+0.5193P] 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         3544
_refine_ls_number_parameters     248
_refine_ls_number_restraints     66
_refine_ls_R_factor_all          0.0181
_refine_ls_R_factor_gt           0.0164
_refine_ls_wR_factor_ref         0.0374
_refine_ls_wR_factor_gt          0.0369
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_restrained_S_all      1.100
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.81472(18) -0.1532(3) 0.27698(11) 0.0243(4) Uani 1 1 d . A .
C2 C 0.6999(2) -0.0503(3) 0.28547(13) 0.0368(6) Uani 1 1 d . . .
H2A H 0.6945 -0.0645 0.3356 0.044 Uiso 1 1 calc R . .
H2B H 0.6220 -0.1035 0.2532 0.044 Uiso 1 1 calc R . .
C3 C 0.7025(2) 0.1520(3) 0.26845(12) 0.0340(5) Uani 1 1 d . . .
H3A H 0.6404 0.2148 0.2889 0.041 Uiso 1 1 calc R . .
H3B H 0.7882 0.2000 0.2924 0.041 Uiso 1 1 calc R . .
C4 C 0.6515(2) 0.3899(3) 0.17730(14) 0.0349(5) Uani 1 1 d . . .
H4A H 0.7330 0.4527 0.1983 0.042 Uiso 1 1 calc R . .
H4B H 0.5894 0.4316 0.2028 0.042 Uiso 1 1 calc R . .
C5 C 0.6020(2) 0.4390(3) 0.09635(15) 0.0388(6) Uani 1 1 d . . .
H5A H 0.5394 0.3479 0.0717 0.047 Uiso 1 1 calc R . .
H5B H 0.5574 0.5555 0.0918 0.047 Uiso 1 1 calc R . .
C6 C 0.70794(19) 0.4508(3) 0.05880(12) 0.0265(4) Uani 1 1 d . . .
Cd1 Cd 1.076218(13) 0.192817(18) 0.046369(7) 0.01946(4) Uani 1 1 d . . .
Cd2 Cd 0.813576(12) 0.053384(18) 0.125447(7) 0.01743(4) Uani 1 1 d . . .
N1 N 0.84884(16) -0.1670(2) 0.21429(9) 0.0253(4) Uani 1 1 d . A .
N2 N 0.95945(16) -0.2652(3) 0.22992(9) 0.0274(4) Uani 1 1 d . . .
N3 N 0.98881(16) -0.3100(3) 0.29875(9) 0.0277(4) Uani 1 1 d . . .
N4 N 0.89950(16) -0.2423(3) 0.33050(9) 0.0255(4) Uani 1 1 d . . .
N5 N 0.67166(16) 0.1917(2) 0.18896(9) 0.0225(3) Uani 1 1 d . A .
H5 H 0.599(2) 0.145(3) 0.1685(13) 0.027 Uiso 1 1 d . . .
N6 N 0.72879(17) 0.5940(2) 0.02076(11) 0.0301(4) Uani 1 1 d . A .
N7 N 0.83621(16) 0.5525(2) 0.00023(10) 0.0248(3) Uani 1 1 d . . .
N8 N 0.87829(15) 0.3906(2) 0.02509(9) 0.0237(3) Uani 1 1 d . A .
N9 N 0.79749(16) 0.3237(2) 0.06177(10) 0.0259(4) Uani 1 1 d . A .
O1 O 0.95103(12) -0.05526(18) 0.06301(7) 0.0183(3) Uani 1 1 d . . .
H1O H 0.996(2) -0.111(3) 0.0887(13) 0.022 Uiso 1 1 d . . .
N10 N 1.34180(18) -0.0195(3) 0.10442(10) 0.0330(4) Uani 1 1 d U . .
O2A O 1.4290(10) -0.1434(14) 0.1102(6) 0.052(2) Uani 0.616(18) 1 d PU A 1
O3A O 1.3812(9) 0.1398(9) 0.1229(5) 0.0612(17) Uani 0.616(18) 1 d PU A 1
O4A O 1.2295(7) -0.0536(10) 0.0794(5) 0.0417(13) Uani 0.616(18) 1 d PU A 1
O2B O 1.4442(14) -0.087(2) 0.1266(8) 0.042(2) Uani 0.384(18) 1 d PU A 2
O3B O 1.3178(15) 0.1451(11) 0.0991(5) 0.048(2) Uani 0.384(18) 1 d PU A 2
O4B O 1.2372(13) -0.118(2) 0.0872(8) 0.061(3) Uani 0.384(18) 1 d PU A 2
O5 O 0.63115(14) -0.0680(2) 0.04456(9) 0.0282(3) Uani 1 1 d . A .
H1W H 0.650(3) -0.171(4) 0.0302(15) 0.042 Uiso 1 1 d . . .
H2W H 0.568(3) -0.078(4) 0.0579(15) 0.042 Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0214(9) 0.0309(11) 0.0217(9) 0.0091(8) 0.0076(7) 0.0033(8)
C2 0.0297(11) 0.0554(16) 0.0309(11) 0.0217(10) 0.0177(9) 0.0173(10)
C3 0.0363(11) 0.0451(14) 0.0230(10) -0.0002(9) 0.0122(9) 0.0126(10)
C4 0.0422(12) 0.0235(11) 0.0505(14) 0.0016(9) 0.0321(11) 0.0056(9)
C5 0.0281(10) 0.0356(13) 0.0618(16) 0.0242(11) 0.0275(11) 0.0154(9)
C6 0.0215(9) 0.0237(10) 0.0371(11) 0.0093(8) 0.0125(8) 0.0033(7)
Cd1 0.02453(7) 0.01868(7) 0.01811(7) -0.00390(5) 0.01082(5) -0.00528(5)
Cd2 0.01826(7) 0.01846(7) 0.01719(7) 0.00186(5) 0.00760(5) 0.00047(5)
N1 0.0246(8) 0.0319(9) 0.0204(8) 0.0089(7) 0.0079(7) 0.0068(7)
N2 0.0296(9) 0.0306(9) 0.0235(8) 0.0063(7) 0.0099(7) 0.0094(7)
N3 0.0276(8) 0.0350(10) 0.0217(8) 0.0065(7) 0.0089(7) 0.0114(7)
N4 0.0244(8) 0.0333(9) 0.0195(8) 0.0076(7) 0.0075(7) 0.0084(7)
N5 0.0210(8) 0.0239(8) 0.0247(8) 0.0017(7) 0.0099(7) 0.0013(6)
N6 0.0274(8) 0.0239(9) 0.0448(11) 0.0105(8) 0.0197(8) 0.0049(7)
N7 0.0235(8) 0.0201(8) 0.0339(9) 0.0057(7) 0.0128(7) 0.0008(6)
N8 0.0240(8) 0.0201(8) 0.0307(9) 0.0037(7) 0.0136(7) 0.0002(6)
N9 0.0251(8) 0.0209(8) 0.0360(9) 0.0089(7) 0.0156(7) 0.0034(6)
O1 0.0202(6) 0.0189(7) 0.0170(6) -0.0001(5) 0.0074(5) 0.0004(5)
N10 0.0292(9) 0.0453(12) 0.0252(9) 0.0099(8) 0.0088(8) 0.0034(8)
O2A 0.039(4) 0.062(5) 0.066(5) 0.032(3) 0.031(3) 0.028(3)
O3A 0.049(4) 0.058(2) 0.078(4) -0.017(2) 0.018(3) -0.019(2)
O4A 0.0223(16) 0.049(3) 0.052(3) -0.002(2) 0.0064(17) 0.005(2)
O2B 0.023(3) 0.052(6) 0.046(5) 0.019(4) 0.004(3) 0.008(4)
O3B 0.056(5) 0.046(3) 0.046(4) 0.002(3) 0.022(3) 0.013(3)
O4B 0.032(4) 0.076(7) 0.065(4) 0.012(6) -0.005(3) -0.012(5)
O5 0.0212(7) 0.0311(8) 0.0320(8) -0.0054(6) 0.0066(6) 0.0003(6)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N4 1.331(2) . ?
C1 N1 1.335(2) . ?
C1 C2 1.486(3) . ?
C2 C3 1.519(3) . ?
C3 N5 1.477(3) . ?
C4 N5 1.476(3) . ?
C4 C5 1.520(3) . ?
C5 C6 1.493(3) . ?
C6 N6 1.325(3) . ?
C6 N9 1.325(2) . ?
Cd1 O1 2.2465(13) 3_755 ?
Cd1 N4 2.3196(16) 2_755 ?
Cd1 O1 2.3284(13) . ?
Cd1 N7 2.3627(16) 3_765 ?
Cd1 O4A 2.403(7) . ?
Cd1 N8 2.5047(16) . ?
Cd1 O3B 2.526(15) . ?
Cd2 O1 2.2640(12) . ?
Cd2 N1 2.2859(16) . ?
Cd2 N9 2.2995(16) . ?
Cd2 O5 2.3038(15) . ?
Cd2 N5 2.3994(16) . ?
Cd2 N3 2.4226(16) 2_755 ?
N1 N2 1.346(2) . ?
N2 N3 1.295(2) . ?
N3 N4 1.352(2) . ?
N3 Cd2 2.4226(16) 2_745 ?
N4 Cd1 2.3195(16) 2_745 ?
N6 N7 1.343(2) . ?
N7 N8 1.309(2) . ?
N7 Cd1 2.3627(16) 3_765 ?
N8 N9 1.339(2) . ?
O1 Cd1 2.2465(13) 3_755 ?
N10 O4A 1.191(8) . ?
N10 O2B 1.171(15) . ?
N10 O3B 1.231(7) . ?
N10 O3A 1.258(5) . ?
N10 O2A 1.284(9) . ?
N10 O4B 1.297(14) . ?

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 C1 N1 110.11(17) . . ?
N4 C1 C2 125.33(18) . . ?
N1 C1 C2 124.56(17) . . ?
C1 C2 C3 114.15(18) . . ?
N5 C3 C2 113.29(19) . . ?
N5 C4 C5 112.35(19) . . ?
C6 C5 C4 113.00(18) . . ?
N6 C6 N9 110.70(17) . . ?
N6 C6 C5 124.38(18) . . ?
N9 C6 C5 124.84(18) . . ?
O1 Cd1 N4 165.09(6) 3_755 2_755 ?
O1 Cd1 O1 80.71(5) 3_755 . ?
N4 Cd1 O1 86.34(5) 2_755 . ?
O1 Cd1 N7 88.67(5) 3_755 3_765 ?
N4 Cd1 N7 105.33(6) 2_755 3_765 ?
O1 Cd1 N7 165.32(5) . 3_765 ?
O1 Cd1 O4A 79.1(2) 3_755 . ?
N4 Cd1 O4A 90.6(2) 2_755 . ?
O1 Cd1 O4A 75.78(19) . . ?
N7 Cd1 O4A 112.3(2) 3_765 . ?
O1 Cd1 N8 102.67(5) 3_755 . ?
N4 Cd1 N8 84.36(6) 2_755 . ?
O1 Cd1 N8 88.99(5) . . ?
N7 Cd1 N8 83.44(5) 3_765 . ?
O4A Cd1 N8 164.3(2) . . ?
O1 Cd1 O3B 99.44(18) 3_755 . ?
N4 Cd1 O3B 78.98(17) 2_755 . ?
O1 Cd1 O3B 113.68(19) . . ?
N7 Cd1 O3B 77.92(18) 3_765 . ?
O4A Cd1 O3B 40.7(2) . . ?
N8 Cd1 O3B 150.6(2) . . ?
O1 Cd2 N1 97.68(5) . . ?
O1 Cd2 N9 89.82(5) . . ?
N1 Cd2 N9 165.20(7) . . ?
O1 Cd2 O5 94.03(5) . . ?
N1 Cd2 O5 98.94(6) . . ?
N9 Cd2 O5 93.21(6) . . ?
O1 Cd2 N5 175.60(5) . . ?
N1 Cd2 N5 86.06(6) . . ?
N9 Cd2 N5 86.02(6) . . ?
O5 Cd2 N5 87.66(6) . . ?
O1 Cd2 N3 82.46(5) . 2_755 ?
N1 Cd2 N3 85.10(6) . 2_755 ?
N9 Cd2 N3 83.26(6) . 2_755 ?
O5 Cd2 N3 175.00(6) . 2_755 ?
N5 Cd2 N3 95.59(6) . 2_755 ?
C1 N1 N2 106.33(15) . . ?
C1 N1 Cd2 124.63(13) . . ?
N2 N1 Cd2 119.89(12) . . ?
N3 N2 N1 108.31(15) . . ?
N2 N3 N4 110.22(15) . . ?
N2 N3 Cd2 129.27(13) . 2_745 ?
N4 N3 Cd2 119.74(12) . 2_745 ?
C1 N4 N3 105.02(16) . . ?
C1 N4 Cd1 136.92(13) . 2_745 ?
N3 N4 Cd1 118.04(12) . 2_745 ?
C3 N5 C4 109.18(17) . . ?
C3 N5 Cd2 115.42(12) . . ?
C4 N5 Cd2 115.29(12) . . ?
C6 N6 N7 105.11(16) . . ?
N8 N7 N6 109.79(15) . . ?
N8 N7 Cd1 135.80(12) . 3_765 ?
N6 N7 Cd1 112.66(12) . 3_765 ?
N7 N8 N9 108.11(15) . . ?
N7 N8 Cd1 140.75(12) . . ?
N9 N8 Cd1 109.88(11) . . ?
C6 N9 N8 106.29(16) . . ?
C6 N9 Cd2 125.28(13) . . ?
N8 N9 Cd2 128.29(12) . . ?
Cd1 O1 Cd2 134.20(6) 3_755 . ?
Cd1 O1 Cd1 99.29(5) 3_755 . ?
Cd2 O1 Cd1 105.89(5) . . ?
O4A N10 O2B 142.8(7) . . ?
O4A N10 O3B 90.5(6) . . ?
O2B N10 O3B 126.8(7) . . ?
O4A N10 O3A 122.0(4) . . ?
O2B N10 O3A 94.9(6) . . ?
O3B N10 O3A 32.9(4) . . ?
O4A N10 O2A 121.0(5) . . ?
O2B N10 O2A 23.6(7) . . ?
O3B N10 O2A 146.1(6) . . ?
O3A N10 O2A 116.9(4) . . ?
O4A N10 O4B 22.6(6) . . ?
O2B N10 O4B 120.7(8) . . ?
O3B N10 O4B 112.4(6) . . ?
O3A N10 O4B 142.1(6) . . ?
O2A N10 O4B 100.4(7) . . ?
N10 O4A Cd1 119.2(5) . . ?
N10 O3B Cd1 109.6(9) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        28.35
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.521
_refine_diff_density_min         -0.498
_refine_diff_density_rms         0.078
