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

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 1030199'
_audit_update_record             
;
2015-01-09 deposited with the CCDC.
2015-02-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H14 Cl Cu N3 O'
_chemical_formula_weight         411.33

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.0639(6)
_cell_length_b                   10.1882(8)
_cell_length_c                   10.8585(9)
_cell_angle_alpha                90.5230(10)
_cell_angle_beta                 105.1370(10)
_cell_angle_gamma                94.4150(10)
_cell_volume                     858.19(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2219
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      21.6

_exptl_crystal_description       rod-like
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.592
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             418
_exptl_absorpt_coefficient_mu    1.442
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8021
_exptl_absorpt_correction_T_max  0.9446
_exptl_absorpt_process_details   SADABS

_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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5244
_diffrn_reflns_av_R_equivalents  0.0154
_diffrn_reflns_av_sigmaI/netI    0.0374
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.94
_diffrn_reflns_theta_max         27.63
_reflns_number_total             3812
_reflns_number_gt                3145
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0594P)²+0.3857P] 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         3812
_refine_ls_number_parameters     239
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0508
_refine_ls_R_factor_gt           0.0375
_refine_ls_wR_factor_ref         0.1182
_refine_ls_wR_factor_gt          0.0961
_refine_ls_goodness_of_fit_ref   1.123
_refine_ls_restrained_S_all      1.123
_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 1.1316(4) 0.4294(3) 0.8435(3) 0.0330(7) Uani 1 1 d . . .
C2 C 1.2337(4) 0.3474(3) 0.9264(3) 0.0416(8) Uani 1 1 d . . .
H2 H 1.3519 0.3501 0.9360 0.050 Uiso 1 1 calc R . .
C3 C 1.1537(5) 0.2624(4) 0.9935(4) 0.0484(9) Uani 1 1 d . . .
H3 H 1.2184 0.2048 1.0486 0.058 Uiso 1 1 calc R . .
C4 C 0.9752(5) 0.2605(4) 0.9806(3) 0.0460(8) Uani 1 1 d . . .
H4 H 0.9245 0.2007 1.0269 0.055 Uiso 1 1 calc R . .
C5 C 0.8734(4) 0.3446(3) 0.9015(3) 0.0390(7) Uani 1 1 d . . .
H5 H 0.7562 0.3445 0.8953 0.047 Uiso 1 1 calc R . .
C6 C 0.9535(4) 0.4294(3) 0.8315(3) 0.0298(6) Uani 1 1 d . . .
C7 C 1.0204(3) 0.5721(3) 0.7003(3) 0.0291(6) Uani 1 1 d . . .
C8 C 1.0099(4) 0.6654(3) 0.5984(3) 0.0299(6) Uani 1 1 d . . .
C9 C 0.8764(4) 0.7514(3) 0.5657(3) 0.0305(6) Uani 1 1 d . . .
C10 C 0.8667(4) 0.8317(3) 0.4619(3) 0.0392(7) Uani 1 1 d . . .
H10 H 0.7759 0.8850 0.4369 0.047 Uiso 1 1 calc R . .
C11 C 0.9929(5) 0.8327(4) 0.3950(3) 0.0470(9) Uani 1 1 d . . .
H11 H 0.9874 0.8889 0.3273 0.056 Uiso 1 1 calc R . .
C12 C 1.1241(5) 0.7523(4) 0.4279(3) 0.0443(8) Uani 1 1 d . . .
H12 H 1.2077 0.7540 0.3828 0.053 Uiso 1 1 calc R . .
C13 C 1.1327(4) 0.6682(3) 0.5281(3) 0.0367(7) Uani 1 1 d . . .
H13 H 1.2215 0.6126 0.5490 0.044 Uiso 1 1 calc R . .
C14 C 0.6995(4) 0.8670(3) 0.6576(3) 0.0358(7) Uani 1 1 d . . .
H14 H 0.7503 0.9393 0.6256 0.043 Uiso 1 1 calc R . .
C15 C 0.5733(4) 0.8937(3) 0.7230(3) 0.0324(6) Uani 1 1 d . . .
C16 C 0.4730(4) 0.7948(3) 0.7688(3) 0.0308(6) Uani 1 1 d . . .
C17 C 0.3584(5) 0.8361(3) 0.8366(4) 0.0431(8) Uani 1 1 d . . .
H17 H 0.2936 0.7732 0.8698 0.052 Uiso 1 1 calc R . .
C18 C 0.3406(5) 0.9667(4) 0.8547(4) 0.0491(9) Uani 1 1 d . . .
H18 H 0.2637 0.9908 0.8998 0.059 Uiso 1 1 calc R . .
C19 C 0.4345(5) 1.0638(4) 0.8072(4) 0.0493(9) Uani 1 1 d . . .
H19 H 0.4193 1.1522 0.8186 0.059 Uiso 1 1 calc R . .
C20 C 0.5501(5) 1.0278(3) 0.7434(4) 0.0441(8) Uani 1 1 d . . .
H20 H 0.6149 1.0928 0.7127 0.053 Uiso 1 1 calc R . .
Cl1 Cl 0.49904(10) 0.39434(8) 0.65891(10) 0.0475(2) Uani 1 1 d . . .
Cu1 Cu 0.65824(4) 0.58731(3) 0.69585(4) 0.03183(14) Uani 1 1 d . . .
N1 N 1.1679(3) 0.5196(3) 0.7601(3) 0.0356(6) Uani 1 1 d . . .
N2 N 0.8874(3) 0.5221(2) 0.7414(2) 0.0290(5) Uani 1 1 d . . .
N3 N 0.7518(3) 0.7534(2) 0.6375(2) 0.0305(5) Uani 1 1 d . . .
O1 O 0.4855(3) 0.6680(2) 0.7531(2) 0.0366(5) Uani 1 1 d . . .
H1 H 1.249(5) 0.546(3) 0.752(3) 0.029(9) 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
C1 N1 1.365(4) . ?
C1 C2 1.385(4) . ?
C1 C6 1.408(4) . ?
C2 C3 1.366(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.408(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.378(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.387(4) . ?
C5 H5 0.9300 . ?
C6 N2 1.398(4) . ?
C7 N2 1.334(3) . ?
C7 N1 1.350(4) . ?
C7 C8 1.456(4) . ?
C8 C13 1.398(4) . ?
C8 C9 1.416(4) . ?
C9 C10 1.388(4) . ?
C9 N3 1.425(4) . ?
C10 C11 1.395(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.364(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.382(5) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 N3 1.297(4) . ?
C14 C15 1.425(4) . ?
C14 H14 0.9300 . ?
C15 C20 1.416(4) . ?
C15 C16 1.418(4) . ?
C16 O1 1.316(3) . ?
C16 C17 1.408(4) . ?
C17 C18 1.368(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.384(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.367(5) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
Cl1 Cu1 2.2366(8) . ?
Cu1 O1 1.904(2) . ?
Cu1 N2 1.954(2) . ?
Cu1 N3 1.976(2) . ?
N1 H1 0.71(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
N1 C1 C2 132.2(3) . . ?
N1 C1 C6 106.0(3) . . ?
C2 C1 C6 121.8(3) . . ?
C3 C2 C1 117.3(3) . . ?
C3 C2 H2 121.3 . . ?
C1 C2 H2 121.3 . . ?
C2 C3 C4 121.2(3) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C5 C4 C3 121.9(3) . . ?
C5 C4 H4 119.0 . . ?
C3 C4 H4 119.0 . . ?
C4 C5 C6 117.1(3) . . ?
C4 C5 H5 121.4 . . ?
C6 C5 H5 121.4 . . ?
C5 C6 N2 131.2(3) . . ?
C5 C6 C1 120.6(3) . . ?
N2 C6 C1 108.1(3) . . ?
N2 C7 N1 111.6(3) . . ?
N2 C7 C8 125.3(3) . . ?
N1 C7 C8 123.0(3) . . ?
C13 C8 C9 118.8(3) . . ?
C13 C8 C7 119.2(3) . . ?
C9 C8 C7 122.0(3) . . ?
C10 C9 C8 119.2(3) . . ?
C10 C9 N3 120.6(3) . . ?
C8 C9 N3 120.2(3) . . ?
C9 C10 C11 120.2(3) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
C12 C11 C10 120.7(3) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C13 120.0(3) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 C8 121.0(3) . . ?
C12 C13 H13 119.5 . . ?
C8 C13 H13 119.5 . . ?
N3 C14 C15 127.6(3) . . ?
N3 C14 H14 116.2 . . ?
C15 C14 H14 116.2 . . ?
C20 C15 C16 119.1(3) . . ?
C20 C15 C14 117.0(3) . . ?
C16 C15 C14 123.9(3) . . ?
O1 C16 C17 119.3(3) . . ?
O1 C16 C15 123.0(3) . . ?
C17 C16 C15 117.6(3) . . ?
C18 C17 C16 121.3(3) . . ?
C18 C17 H17 119.3 . . ?
C16 C17 H17 119.3 . . ?
C17 C18 C19 121.4(3) . . ?
C17 C18 H18 119.3 . . ?
C19 C18 H18 119.3 . . ?
C20 C19 C18 119.0(3) . . ?
C20 C19 H19 120.5 . . ?
C18 C19 H19 120.5 . . ?
C19 C20 C15 121.5(3) . . ?
C19 C20 H20 119.3 . . ?
C15 C20 H20 119.3 . . ?
O1 Cu1 N2 147.06(11) . . ?
O1 Cu1 N3 94.21(9) . . ?
N2 Cu1 N3 90.72(10) . . ?
O1 Cu1 Cl1 91.76(7) . . ?
N2 Cu1 Cl1 99.02(8) . . ?
N3 Cu1 Cl1 151.88(8) . . ?
C7 N1 C1 108.4(3) . . ?
C7 N1 H1 121(3) . . ?
C1 N1 H1 130(3) . . ?
C7 N2 C6 105.9(2) . . ?
C7 N2 Cu1 124.5(2) . . ?
C6 N2 Cu1 129.18(19) . . ?
C14 N3 C9 117.1(3) . . ?
C14 N3 Cu1 122.6(2) . . ?
C9 N3 Cu1 120.26(19) . . ?
C16 O1 Cu1 127.45(19) . . ?

_diffrn_measured_fraction_theta_max 0.951
_diffrn_reflns_theta_full        27.63
_diffrn_measured_fraction_theta_full 0.951
_refine_diff_density_max         0.400
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.103
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4
_database_code_depnum_ccdc_archive 'CCDC 1030200'
_audit_update_record             
;
2015-01-09 deposited with the CCDC.
2015-02-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H34 Cd2 N6 O6'
_chemical_formula_weight         967.59

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

_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                   10.4450(7)
_cell_length_b                   21.7593(14)
_cell_length_c                   8.6952(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.7390(10)
_cell_angle_gamma                90.00
_cell_volume                     1934.9(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1190
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      21.60

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.661
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             968
_exptl_absorpt_coefficient_mu    1.158
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8015
_exptl_absorpt_correction_T_max  0.9338
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11656
_diffrn_reflns_av_R_equivalents  0.0230
_diffrn_reflns_av_sigmaI/netI    0.0296
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         1.87
_diffrn_reflns_theta_max         27.67
_reflns_number_total             4449
_reflns_number_gt                3515
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0419P)²+0.0398P] 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         4449
_refine_ls_number_parameters     263
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0304
_refine_ls_wR_factor_ref         0.0778
_refine_ls_wR_factor_gt          0.0721
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_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 0.5720(3) 0.27656(12) 0.3143(3) 0.0536(7) Uani 1 1 d . . .
C2 C 0.6576(3) 0.25165(16) 0.2256(4) 0.0738(9) Uani 1 1 d . . .
H2 H 0.6535 0.2105 0.1960 0.089 Uiso 1 1 calc R . .
C3 C 0.7470(3) 0.29066(19) 0.1851(5) 0.0860(11) Uani 1 1 d . . .
H3 H 0.8036 0.2762 0.1236 0.103 Uiso 1 1 calc R . .
C4 C 0.7557(3) 0.35200(17) 0.2336(4) 0.0778(10) Uani 1 1 d . . .
H4 H 0.8190 0.3770 0.2046 0.093 Uiso 1 1 calc R . .
C5 C 0.6748(3) 0.37628(14) 0.3218(4) 0.0597(7) Uani 1 1 d . . .
H5 H 0.6821 0.4171 0.3542 0.072 Uiso 1 1 calc R . .
C6 C 0.5806(2) 0.33763(11) 0.3617(3) 0.0486(6) Uani 1 1 d . . .
C7 C 0.4101(3) 0.29902(11) 0.4339(3) 0.0481(6) Uani 1 1 d . . .
C8 C 0.2899(3) 0.29061(12) 0.4919(3) 0.0545(7) Uani 1 1 d . . .
C9 C 0.2021(3) 0.33856(13) 0.5033(3) 0.0571(7) Uani 1 1 d . . .
C10 C 0.0926(3) 0.32651(17) 0.5650(5) 0.0827(10) Uani 1 1 d . . .
H10 H 0.0348 0.3581 0.5745 0.099 Uiso 1 1 calc R . .
C11 C 0.0686(4) 0.2675(2) 0.6130(6) 0.1019(14) Uani 1 1 d . . .
H11 H -0.0032 0.2602 0.6586 0.122 Uiso 1 1 calc R . .
C12 C 0.1489(4) 0.22053(19) 0.5939(5) 0.0926(13) Uani 1 1 d . . .
H12 H 0.1296 0.1806 0.6201 0.111 Uiso 1 1 calc R . .
C13 C 0.2582(3) 0.23215(14) 0.5360(4) 0.0701(9) Uani 1 1 d . . .
H13 H 0.3137 0.1997 0.5257 0.084 Uiso 1 1 calc R . .
C14 C 0.1368(3) 0.43146(12) 0.3770(4) 0.0613(8) Uani 1 1 d . . .
H14 H 0.0549 0.4129 0.3555 0.074 Uiso 1 1 calc R . .
C15 C 0.1427(3) 0.49259(13) 0.3159(4) 0.0576(7) Uani 1 1 d . . .
C16 C 0.2571(3) 0.52830(12) 0.3243(3) 0.0498(6) Uani 1 1 d . . .
C17 C 0.2441(3) 0.58421(14) 0.2419(4) 0.0633(8) Uani 1 1 d . . .
H17 H 0.3187 0.6076 0.2424 0.076 Uiso 1 1 calc R . .
C18 C 0.1267(4) 0.60583(16) 0.1610(4) 0.0786(10) Uani 1 1 d . . .
H18 H 0.1226 0.6432 0.1085 0.094 Uiso 1 1 calc R . .
C19 C 0.0140(4) 0.57194(16) 0.1574(6) 0.0932(13) Uani 1 1 d . . .
H19 H -0.0666 0.5867 0.1047 0.112 Uiso 1 1 calc R . .
C20 C 0.0230(3) 0.51667(16) 0.2322(5) 0.0849(12) Uani 1 1 d . . .
H20 H -0.0529 0.4938 0.2281 0.102 Uiso 1 1 calc R . .
C21 C 0.3727(4) 0.43150(13) 1.0358(4) 0.0737(9) Uani 1 1 d . . .
H21A H 0.3327 0.3947 1.0650 0.111 Uiso 1 1 calc R . .
H21B H 0.3166 0.4660 1.0418 0.111 Uiso 1 1 calc R . .
H21C H 0.4553 0.4378 1.1061 0.111 Uiso 1 1 calc R . .
C22 C 0.3939(3) 0.42520(12) 0.8701(3) 0.0523(7) Uani 1 1 d . . .
Cd1 Cd 0.436846(17) 0.434126(7) 0.57082(2) 0.04536(8) Uani 1 1 d . . .
N1 N 0.4652(2) 0.25283(9) 0.3639(3) 0.0560(6) Uani 1 1 d . . .
H1 H 0.4380 0.2155 0.3527 0.067 Uiso 1 1 calc R . .
N2 N 0.4786(2) 0.35047(9) 0.4369(3) 0.0471(5) Uani 1 1 d . . .
N3 N 0.2297(2) 0.39907(10) 0.4575(3) 0.0507(5) Uani 1 1 d . . .
O1 O 0.37328(16) 0.51179(7) 0.4035(2) 0.0516(5) Uani 1 1 d . . .
O2 O 0.4274(2) 0.37510(8) 0.8196(2) 0.0618(5) Uani 1 1 d . . .
O3 O 0.3781(2) 0.47203(8) 0.7859(2) 0.0673(6) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.376(4) . ?
C1 C6 1.389(3) . ?
C1 C2 1.403(4) . ?
C2 C3 1.360(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.397(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.358(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.391(4) . ?
C5 H5 0.9300 . ?
C6 N2 1.387(3) . ?
C7 N2 1.326(3) . ?
C7 N1 1.362(3) . ?
C7 C8 1.456(4) . ?
C8 C13 1.388(4) . ?
C8 C9 1.406(4) . ?
C9 C10 1.383(4) . ?
C9 N3 1.422(3) . ?
C10 C11 1.390(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.353(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.362(5) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 N3 1.285(4) . ?
C14 C15 1.439(4) . ?
C14 H14 0.9300 . ?
C15 C20 1.414(4) . ?
C15 C16 1.415(4) . ?
C16 O1 1.317(3) . ?
C16 C17 1.404(4) . ?
C17 C18 1.367(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.384(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.362(5) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.507(4) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 O3 1.246(3) . ?
C22 O2 1.251(3) . ?
Cd1 O3 2.241(2) . ?
Cd1 O1 2.2408(17) . ?
Cd1 N2 2.251(2) . ?
Cd1 O1 2.2776(16) 3_666 ?
Cd1 N3 2.317(2) . ?
Cd1 O2 2.535(2) . ?
N1 H1 0.8600 . ?
O1 Cd1 2.2776(16) 3_666 ?

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 C6 105.9(2) . . ?
N1 C1 C2 132.5(3) . . ?
C6 C1 C2 121.5(3) . . ?
C3 C2 C1 116.7(3) . . ?
C3 C2 H2 121.7 . . ?
C1 C2 H2 121.7 . . ?
C2 C3 C4 121.6(3) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C3 122.1(3) . . ?
C5 C4 H4 118.9 . . ?
C3 C4 H4 118.9 . . ?
C4 C5 C6 117.3(3) . . ?
C4 C5 H5 121.4 . . ?
C6 C5 H5 121.4 . . ?
N2 C6 C1 108.9(2) . . ?
N2 C6 C5 130.2(2) . . ?
C1 C6 C5 120.7(3) . . ?
N2 C7 N1 110.9(2) . . ?
N2 C7 C8 126.8(2) . . ?
N1 C7 C8 122.3(2) . . ?
C13 C8 C9 117.7(3) . . ?
C13 C8 C7 118.8(3) . . ?
C9 C8 C7 123.5(2) . . ?
C10 C9 C8 119.3(3) . . ?
C10 C9 N3 121.0(3) . . ?
C8 C9 N3 119.7(2) . . ?
C9 C10 C11 120.4(4) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C12 C11 C10 120.4(4) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C11 C12 C13 119.5(3) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
C12 C13 C8 122.5(4) . . ?
C12 C13 H13 118.7 . . ?
C8 C13 H13 118.7 . . ?
N3 C14 C15 128.6(3) . . ?
N3 C14 H14 115.7 . . ?
C15 C14 H14 115.7 . . ?
C20 C15 C16 118.2(3) . . ?
C20 C15 C14 115.7(3) . . ?
C16 C15 C14 126.0(3) . . ?
O1 C16 C17 119.1(2) . . ?
O1 C16 C15 123.8(3) . . ?
C17 C16 C15 117.1(3) . . ?
C18 C17 C16 123.0(3) . . ?
C18 C17 H17 118.5 . . ?
C16 C17 H17 118.5 . . ?
C17 C18 C19 119.9(3) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
C20 C19 C18 119.0(3) . . ?
C20 C19 H19 120.5 . . ?
C18 C19 H19 120.5 . . ?
C19 C20 C15 122.8(3) . . ?
C19 C20 H20 118.6 . . ?
C15 C20 H20 118.6 . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C22 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O3 C22 O2 121.3(3) . . ?
O3 C22 C21 117.4(3) . . ?
O2 C22 C21 121.4(3) . . ?
O3 Cd1 O1 99.74(7) . . ?
O3 Cd1 N2 147.59(7) . . ?
O1 Cd1 N2 109.70(8) . . ?
O3 Cd1 O1 96.24(8) . 3_666 ?
O1 Cd1 O1 79.11(6) . 3_666 ?
N2 Cd1 O1 102.25(7) . 3_666 ?
O3 Cd1 N3 94.91(8) . . ?
O1 Cd1 N3 81.05(7) . . ?
N2 Cd1 N3 77.07(8) . . ?
O1 Cd1 N3 158.61(8) 3_666 . ?
O3 Cd1 O2 53.80(7) . . ?
O1 Cd1 O2 151.45(7) . . ?
N2 Cd1 O2 94.42(7) . . ?
O1 Cd1 O2 111.25(7) 3_666 . ?
N3 Cd1 O2 90.05(7) . . ?
C7 N1 C1 107.8(2) . . ?
C7 N1 H1 126.1 . . ?
C1 N1 H1 126.1 . . ?
C7 N2 C6 106.5(2) . . ?
C7 N2 Cd1 122.19(18) . . ?
C6 N2 Cd1 130.92(15) . . ?
C14 N3 C9 119.2(2) . . ?
C14 N3 Cd1 125.95(18) . . ?
C9 N3 Cd1 114.24(17) . . ?
C16 O1 Cd1 131.66(16) . . ?
C16 O1 Cd1 126.97(16) . 3_666 ?
Cd1 O1 Cd1 100.89(6) . 3_666 ?
C22 O2 Cd1 85.43(17) . . ?
C22 O3 Cd1 99.42(17) . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        27.67
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.353
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.115
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5
_database_code_depnum_ccdc_archive 'CCDC 1030201'
_audit_update_record             
;
2015-01-09 deposited with the CCDC.
2015-02-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46 H42 Cd2 N6 O8'
_chemical_formula_weight         1031.68

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                   11.6328(6)
_cell_length_b                   12.3461(6)
_cell_length_c                   14.6072(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.2620(10)
_cell_angle_gamma                90.00
_cell_volume                     2097.86(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6216
_cell_measurement_theta_min      2.16
_cell_measurement_theta_max      27.50

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.633
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1040
_exptl_absorpt_coefficient_mu    1.077
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.7454
_exptl_absorpt_correction_T_max  0.9284
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14307
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_av_sigmaI/netI    0.0314
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.16
_diffrn_reflns_theta_max         27.51
_reflns_number_total             4798
_reflns_number_gt                4001
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0217P)²+0.7469P] 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         4798
_refine_ls_number_parameters     290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0352
_refine_ls_R_factor_gt           0.0252
_refine_ls_wR_factor_ref         0.0558
_refine_ls_wR_factor_gt          0.0520
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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 0.42593(18) 0.42123(17) 0.18580(15) 0.0276(5) Uani 1 1 d . . .
C2 C 0.3473(2) 0.46891(19) 0.24501(16) 0.0354(5) Uani 1 1 d . . .
H2 H 0.3519 0.5419 0.2604 0.042 Uiso 1 1 calc R . .
C3 C 0.2629(2) 0.4034(2) 0.27965(17) 0.0406(6) Uani 1 1 d . . .
H3 H 0.2086 0.4324 0.3192 0.049 Uiso 1 1 calc R . .
C4 C 0.2569(2) 0.2934(2) 0.25651(17) 0.0415(6) Uani 1 1 d . . .
H4 H 0.1992 0.2510 0.2818 0.050 Uiso 1 1 calc R . .
C5 C 0.3342(2) 0.24620(19) 0.19733(16) 0.0368(6) Uani 1 1 d . . .
H5 H 0.3292 0.1732 0.1821 0.044 Uiso 1 1 calc R . .
C6 C 0.41972(18) 0.31177(17) 0.16136(14) 0.0265(5) Uani 1 1 d . . .
C7 C 0.56730(18) 0.38024(15) 0.09066(14) 0.0247(4) Uani 1 1 d . . .
C8 C 0.67030(18) 0.39819(16) 0.03434(14) 0.0248(4) Uani 1 1 d . . .
C9 C 0.74213(18) 0.31462(17) 0.00146(14) 0.0252(4) Uani 1 1 d . . .
C10 C 0.8379(2) 0.34278(19) -0.05064(17) 0.0366(6) Uani 1 1 d . . .
H10 H 0.8846 0.2882 -0.0738 0.044 Uiso 1 1 calc R . .
C11 C 0.8651(2) 0.4494(2) -0.06863(18) 0.0428(6) Uani 1 1 d . . .
H11 H 0.9300 0.4660 -0.1028 0.051 Uiso 1 1 calc R . .
C12 C 0.7965(2) 0.53073(19) -0.03621(17) 0.0391(6) Uani 1 1 d . . .
H12 H 0.8143 0.6027 -0.0484 0.047 Uiso 1 1 calc R . .
C13 C 0.7008(2) 0.50508(17) 0.01465(16) 0.0333(5) Uani 1 1 d . . .
H13 H 0.6549 0.5609 0.0366 0.040 Uiso 1 1 calc R . .
C14 C 0.80424(18) 0.14156(17) 0.03593(15) 0.0264(5) Uani 1 1 d . . .
H14 H 0.8738 0.1774 0.0443 0.032 Uiso 1 1 calc R . .
C15 C 0.80855(17) 0.02487(17) 0.04724(14) 0.0250(4) Uani 1 1 d . . .
C16 C 0.72304(17) -0.05047(16) 0.01912(13) 0.0227(4) Uani 1 1 d . . .
C17 C 0.7491(2) -0.16098(17) 0.03159(16) 0.0307(5) Uani 1 1 d . . .
H17 H 0.6971 -0.2125 0.0104 0.037 Uiso 1 1 calc R . .
C18 C 0.8479(2) -0.19554(19) 0.07372(16) 0.0373(6) Uani 1 1 d . . .
H18 H 0.8603 -0.2693 0.0822 0.045 Uiso 1 1 calc R . .
C19 C 0.9293(2) -0.12201(19) 0.10376(17) 0.0392(6) Uani 1 1 d . . .
H19 H 0.9956 -0.1454 0.1335 0.047 Uiso 1 1 calc R . .
C20 C 0.91019(19) -0.01388(19) 0.08884(16) 0.0345(5) Uani 1 1 d . . .
H20 H 0.9662 0.0356 0.1068 0.041 Uiso 1 1 calc R . .
C21 C 0.6252(3) 0.0871(3) 0.2420(2) 0.0648(9) Uani 1 1 d . . .
H21A H 0.6962 0.0498 0.2309 0.097 Uiso 1 1 calc R . .
H21B H 0.5951 0.0655 0.3003 0.097 Uiso 1 1 calc R . .
H21C H 0.6385 0.1638 0.2420 0.097 Uiso 1 1 calc R . .
C22 C 0.4629(2) 0.23403(19) -0.16926(17) 0.0347(5) Uani 1 1 d . . .
O4 O 0.46684(19) 0.31975(14) -0.12720(15) 0.0596(6) Uani 1 1 d . . .
Cd1 Cd 0.531724(13) 0.136091(11) 0.018428(11) 0.02388(5) Uani 1 1 d . . .
N1 N 0.50881(15) 0.28841(14) 0.10091(12) 0.0268(4) Uani 1 1 d . . .
N2 N 0.52000(16) 0.46151(15) 0.14056(13) 0.0290(4) Uani 1 1 d . . .
N3 N 0.71795(15) 0.20274(13) 0.01593(12) 0.0240(4) Uani 1 1 d . . .
O1 O 0.62447(11) -0.02146(11) -0.01847(10) 0.0244(3) Uani 1 1 d . . .
O2 O 0.54639(18) 0.06114(15) 0.17345(13) 0.0483(5) Uani 1 1 d . . .
O3 O 0.49261(14) 0.14469(11) -0.13449(11) 0.0324(4) Uani 1 1 d . . .
C23 C 0.4222(4) 0.2317(3) -0.2660(2) 0.0887(12) Uani 1 1 d . . .
H23A H 0.4066 0.3042 -0.2863 0.133 Uiso 1 1 calc R . .
H23B H 0.3532 0.1892 -0.2702 0.133 Uiso 1 1 calc R . .
H23C H 0.4804 0.2001 -0.3039 0.133 Uiso 1 1 calc R . .
H2A H 0.537(2) -0.005(2) 0.1690(19) 0.049(8) Uiso 1 1 d . . .
H22 H 0.541(2) 0.524(2) 0.1427(18) 0.047(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
C1 N2 1.374(3) . ?
C1 C2 1.392(3) . ?
C1 C6 1.400(3) . ?
C2 C3 1.371(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.401(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.379(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.388(3) . ?
C5 H5 0.9300 . ?
C6 N1 1.395(3) . ?
C7 N1 1.331(3) . ?
C7 N2 1.358(3) . ?
C7 C8 1.473(3) . ?
C8 C13 1.397(3) . ?
C8 C9 1.413(3) . ?
C9 C10 1.396(3) . ?
C9 N3 1.426(3) . ?
C10 C11 1.380(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.368(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.378(3) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 N3 1.289(3) . ?
C14 C15 1.451(3) . ?
C14 H14 0.9300 . ?
C15 C20 1.411(3) . ?
C15 C16 1.421(3) . ?
C16 O1 1.319(2) . ?
C16 C17 1.409(3) . ?
C17 C18 1.369(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.382(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.371(3) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 O2 1.391(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 O4 1.225(3) . ?
C22 O3 1.262(3) . ?
C22 C23 1.489(4) . ?
Cd1 N1 2.2500(17) . ?
Cd1 O3 2.2801(15) . ?
Cd1 O1 2.2899(13) . ?
Cd1 O1 2.3031(13) 3_655 ?
Cd1 N3 2.3178(17) . ?
Cd1 O2 2.4515(19) . ?
N2 H22 0.81(3) . ?
O1 Cd1 2.3031(13) 3_655 ?
O2 H2A 0.83(3) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C1 C2 132.3(2) . . ?
N2 C1 C6 105.49(18) . . ?
C2 C1 C6 122.2(2) . . ?
C3 C2 C1 117.0(2) . . ?
C3 C2 H2 121.5 . . ?
C1 C2 H2 121.5 . . ?
C2 C3 C4 121.2(2) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C5 C4 C3 122.0(2) . . ?
C5 C4 H4 119.0 . . ?
C3 C4 H4 119.0 . . ?
C4 C5 C6 117.5(2) . . ?
C4 C5 H5 121.3 . . ?
C6 C5 H5 121.3 . . ?
C5 C6 N1 130.9(2) . . ?
C5 C6 C1 120.2(2) . . ?
N1 C6 C1 108.87(18) . . ?
N1 C7 N2 111.12(18) . . ?
N1 C7 C8 127.47(18) . . ?
N2 C7 C8 121.41(18) . . ?
C13 C8 C9 117.95(19) . . ?
C13 C8 C7 117.71(19) . . ?
C9 C8 C7 124.30(19) . . ?
C10 C9 C8 118.55(19) . . ?
C10 C9 N3 118.73(19) . . ?
C8 C9 N3 122.66(19) . . ?
C11 C10 C9 121.7(2) . . ?
C11 C10 H10 119.1 . . ?
C9 C10 H10 119.1 . . ?
C12 C11 C10 120.0(2) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C12 C13 119.5(2) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 H12 120.3 . . ?
C12 C13 C8 122.3(2) . . ?
C12 C13 H13 118.8 . . ?
C8 C13 H13 118.8 . . ?
N3 C14 C15 129.4(2) . . ?
N3 C14 H14 115.3 . . ?
C15 C14 H14 115.3 . . ?
C20 C15 C16 119.1(2) . . ?
C20 C15 C14 114.48(19) . . ?
C16 C15 C14 126.39(19) . . ?
O1 C16 C17 120.19(19) . . ?
O1 C16 C15 123.28(18) . . ?
C17 C16 C15 116.52(19) . . ?
C18 C17 C16 122.6(2) . . ?
C18 C17 H17 118.7 . . ?
C16 C17 H17 118.7 . . ?
C17 C18 C19 120.7(2) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 H18 119.7 . . ?
C20 C19 C18 118.6(2) . . ?
C20 C19 H19 120.7 . . ?
C18 C19 H19 120.7 . . ?
C19 C20 C15 122.3(2) . . ?
C19 C20 H20 118.9 . . ?
C15 C20 H20 118.9 . . ?
O2 C21 H21A 109.5 . . ?
O2 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O2 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O4 C22 O3 123.0(2) . . ?
O4 C22 C23 120.3(2) . . ?
O3 C22 C23 116.8(2) . . ?
N1 Cd1 O3 117.52(6) . . ?
N1 Cd1 O1 153.27(6) . . ?
O3 Cd1 O1 84.32(5) . . ?
N1 Cd1 O1 114.71(6) . 3_655 ?
O3 Cd1 O1 82.81(5) . 3_655 ?
O1 Cd1 O1 81.41(5) . 3_655 ?
N1 Cd1 N3 79.90(6) . . ?
O3 Cd1 N3 98.65(6) . . ?
O1 Cd1 N3 81.75(5) . . ?
O1 Cd1 N3 162.86(5) 3_655 . ?
N1 Cd1 O2 80.14(6) . . ?
O3 Cd1 O2 159.27(6) . . ?
O1 Cd1 O2 82.29(6) . . ?
O1 Cd1 O2 79.60(6) 3_655 . ?
N3 Cd1 O2 95.02(6) . . ?
C7 N1 C6 106.07(17) . . ?
C7 N1 Cd1 126.14(14) . . ?
C6 N1 Cd1 127.01(14) . . ?
C7 N2 C1 108.44(18) . . ?
C7 N2 H22 126.8(19) . . ?
C1 N2 H22 124.8(19) . . ?
C14 N3 C9 116.59(18) . . ?
C14 N3 Cd1 121.02(14) . . ?
C9 N3 Cd1 122.10(13) . . ?
C16 O1 Cd1 122.85(12) . . ?
C16 O1 Cd1 121.17(12) . 3_655 ?
Cd1 O1 Cd1 98.59(5) . 3_655 ?
C21 O2 Cd1 128.35(18) . . ?
C21 O2 H2A 111.5(19) . . ?
Cd1 O2 H2A 107.0(19) . . ?
C22 O3 Cd1 119.21(15) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

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
N2 C1 C2 C3 -179.1(2) . . . . ?
C6 C1 C2 C3 0.6(3) . . . . ?
C1 C2 C3 C4 0.3(4) . . . . ?
C2 C3 C4 C5 -0.8(4) . . . . ?
C3 C4 C5 C6 0.4(4) . . . . ?
C4 C5 C6 N1 180.0(2) . . . . ?
C4 C5 C6 C1 0.4(4) . . . . ?
N2 C1 C6 C5 178.8(2) . . . . ?
C2 C1 C6 C5 -1.0(3) . . . . ?
N2 C1 C6 N1 -0.9(2) . . . . ?
C2 C1 C6 N1 179.4(2) . . . . ?
N1 C7 C8 C13 164.0(2) . . . . ?
N2 C7 C8 C13 -16.1(3) . . . . ?
N1 C7 C8 C9 -18.1(3) . . . . ?
N2 C7 C8 C9 161.8(2) . . . . ?
C13 C8 C9 C10 -1.5(3) . . . . ?
C7 C8 C9 C10 -179.4(2) . . . . ?
C13 C8 C9 N3 -178.7(2) . . . . ?
C7 C8 C9 N3 3.4(3) . . . . ?
C8 C9 C10 C11 1.6(4) . . . . ?
N3 C9 C10 C11 178.9(2) . . . . ?
C9 C10 C11 C12 -1.0(4) . . . . ?
C10 C11 C12 C13 0.3(4) . . . . ?
C11 C12 C13 C8 -0.3(4) . . . . ?
C9 C8 C13 C12 0.9(3) . . . . ?
C7 C8 C13 C12 179.0(2) . . . . ?
N3 C14 C15 C20 -166.5(2) . . . . ?
N3 C14 C15 C16 14.9(4) . . . . ?
C20 C15 C16 O1 178.49(19) . . . . ?
C14 C15 C16 O1 -2.9(3) . . . . ?
C20 C15 C16 C17 -2.7(3) . . . . ?
C14 C15 C16 C17 175.8(2) . . . . ?
O1 C16 C17 C18 -177.2(2) . . . . ?
C15 C16 C17 C18 4.0(3) . . . . ?
C16 C17 C18 C19 -2.1(4) . . . . ?
C17 C18 C19 C20 -1.3(4) . . . . ?
C18 C19 C20 C15 2.5(4) . . . . ?
C16 C15 C20 C19 -0.4(3) . . . . ?
C14 C15 C20 C19 -179.2(2) . . . . ?
N2 C7 N1 C6 -0.6(2) . . . . ?
C8 C7 N1 C6 179.3(2) . . . . ?
N2 C7 N1 Cd1 169.92(14) . . . . ?
C8 C7 N1 Cd1 -10.2(3) . . . . ?
C5 C6 N1 C7 -178.7(2) . . . . ?
C1 C6 N1 C7 0.9(2) . . . . ?
C5 C6 N1 Cd1 10.9(3) . . . . ?
C1 C6 N1 Cd1 -169.48(14) . . . . ?
O3 Cd1 N1 C7 -63.23(19) . . . . ?
O1 Cd1 N1 C7 78.7(2) . . . . ?
O1 Cd1 N1 C7 -158.08(16) 3_655 . . . ?
N3 Cd1 N1 C7 31.33(17) . . . . ?
O2 Cd1 N1 C7 128.29(19) . . . . ?
O3 Cd1 N1 C6 105.30(17) . . . . ?
O1 Cd1 N1 C6 -112.81(19) . . . . ?
O1 Cd1 N1 C6 10.45(19) 3_655 . . . ?
N3 Cd1 N1 C6 -160.14(18) . . . . ?
O2 Cd1 N1 C6 -63.19(18) . . . . ?
N1 C7 N2 C1 0.0(3) . . . . ?
C8 C7 N2 C1 -179.89(19) . . . . ?
C2 C1 N2 C7 -179.8(2) . . . . ?
C6 C1 N2 C7 0.5(2) . . . . ?
C15 C14 N3 C9 -174.6(2) . . . . ?
C15 C14 N3 Cd1 11.4(3) . . . . ?
C10 C9 N3 C14 43.6(3) . . . . ?
C8 C9 N3 C14 -139.3(2) . . . . ?
C10 C9 N3 Cd1 -142.55(18) . . . . ?
C8 C9 N3 Cd1 34.6(3) . . . . ?
N1 Cd1 N3 C14 130.95(17) . . . . ?
O3 Cd1 N3 C14 -112.45(16) . . . . ?
O1 Cd1 N3 C14 -29.52(16) . . . . ?
O1 Cd1 N3 C14 -18.8(3) 3_655 . . . ?
O2 Cd1 N3 C14 51.92(17) . . . . ?
N1 Cd1 N3 C9 -42.66(15) . . . . ?
O3 Cd1 N3 C9 73.94(15) . . . . ?
O1 Cd1 N3 C9 156.86(15) . . . . ?
O1 Cd1 N3 C9 167.61(16) 3_655 . . . ?
O2 Cd1 N3 C9 -121.69(15) . . . . ?
C17 C16 O1 Cd1 148.70(15) . . . . ?
C15 C16 O1 Cd1 -32.6(3) . . . . ?
C17 C16 O1 Cd1 21.9(2) . . . 3_655 ?
C15 C16 O1 Cd1 -159.33(15) . . . 3_655 ?
N1 Cd1 O1 C16 -6.3(2) . . . . ?
O3 Cd1 O1 C16 140.34(15) . . . . ?
O1 Cd1 O1 C16 -136.10(17) 3_655 . . . ?
N3 Cd1 O1 C16 40.71(15) . . . . ?
O2 Cd1 O1 C16 -55.53(15) . . . . ?
N1 Cd1 O1 Cd1 129.80(11) . . . 3_655 ?
O3 Cd1 O1 Cd1 -83.56(6) . . . 3_655 ?
O1 Cd1 O1 Cd1 0.0 3_655 . . 3_655 ?
N3 Cd1 O1 Cd1 176.82(6) . . . 3_655 ?
O2 Cd1 O1 Cd1 80.57(6) . . . 3_655 ?
N1 Cd1 O2 C21 -59.5(2) . . . . ?
O3 Cd1 O2 C21 150.5(2) . . . . ?
O1 Cd1 O2 C21 100.3(2) . . . . ?
O1 Cd1 O2 C21 -177.1(2) 3_655 . . . ?
N3 Cd1 O2 C21 19.3(2) . . . . ?
O4 C22 O3 Cd1 8.9(3) . . . . ?
C23 C22 O3 Cd1 -171.4(2) . . . . ?
N1 Cd1 O3 C22 2.10(19) . . . . ?
O1 Cd1 O3 C22 -161.70(17) . . . . ?
O1 Cd1 O3 C22 116.27(17) 3_655 . . . ?
N3 Cd1 O3 C22 -80.97(17) . . . . ?
O2 Cd1 O3 C22 148.3(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.51
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.344
_refine_diff_density_rms         0.065

#===end
