# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2014

####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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_cd85
_database_code_depnum_ccdc_archive 'CCDC 1028323'
_audit_update_record             
;
2014-10-09 deposited with the CCDC.
2014-11-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H11 Cd N7 O3'
_chemical_formula_sum            'C17 H11 Cd N7 O3'
_chemical_formula_weight         473.73

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   P21/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                   8.5178(3)
_cell_length_b                   14.4262(6)
_cell_length_c                   14.9256(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.234(3)
_cell_angle_gamma                90.00
_cell_volume                     1804.86(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    295.0
_cell_measurement_reflns_used    5005
_cell_measurement_theta_min      3.8180
_cell_measurement_theta_max      27.7630

_exptl_crystal_description       prism
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.158
_exptl_crystal_size_mid          0.141
_exptl_crystal_size_min          0.118
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.743
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             936
_exptl_absorpt_coefficient_mu    1.245
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;CrysAlis RED, (2005)
;
_exptl_absorpt_correction_T_min  0.76844
_exptl_absorpt_correction_T_max  1.00000

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295.0
_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  ?
_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            10263
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_av_sigmaI/netI    0.0377
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.32
_diffrn_reflns_theta_max         25.05
_reflns_number_total             3180
_reflns_number_gt                2510
_reflns_threshold_expression     >2sigma(I)

#========================================================================== 
#
# REFINEMENT DATA

_computing_data_collection       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;XP in SHELXTL/PC (Sheldrick, 1990b)
 ORTEP-3 W v. 1.062 (Farrugia 1997)
;
_computing_publication_material  
;SHELXL-97 (Sheldrick, 1997) and
 PLATON (Spek, 1990)
;

_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)+(0.0401P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3180
_refine_ls_number_parameters     264
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0340
_refine_ls_wR_factor_ref         0.0759
_refine_ls_wR_factor_gt          0.0716
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.18985(3) 0.343504(18) 0.187459(14) 0.03892(11) Uani 1 1 d . . .
O2 O 0.2778(3) 0.4658(2) 0.31000(16) 0.0617(7) Uani 1 1 d . . .
N2 N 0.2185(3) 0.25420(19) 0.06061(17) 0.0378(7) Uani 1 1 d . . .
N3 N -0.0288(3) 0.2404(2) 0.14825(18) 0.0465(7) Uani 1 1 d . . .
C11 C -0.0300(4) 0.1838(2) 0.0766(2) 0.0436(9) Uani 1 1 d . . .
C5 C 0.4601(4) 0.3389(3) 0.0613(2) 0.0470(9) Uani 1 1 d . . .
C8 C 0.2573(5) 0.1471(3) -0.0842(3) 0.0653(12) Uani 1 1 d . . .
H8 H 0.2710 0.1103 -0.1335 0.078 Uiso 1 1 calc R . .
N1 N 0.4329(3) 0.3805(2) 0.13764(19) 0.0497(7) Uani 1 1 d . . .
C10 C 0.1083(4) 0.1920(3) 0.0281(2) 0.0409(8) Uani 1 1 d . . .
N99 N 0.0860(4) 0.4707(3) 0.1056(2) 0.0540(8) Uani 1 1 d . . .
C6 C 0.3484(4) 0.2659(3) 0.0222(2) 0.0445(9) Uani 1 1 d . . .
C7 C 0.3715(5) 0.2108(3) -0.0500(2) 0.0587(11) Uani 1 1 d . . .
H7 H 0.4634 0.2168 -0.0751 0.070 Uiso 1 1 calc R . .
O1 O 0.0423(3) 0.4093(2) 0.29656(17) 0.0704(8) Uani 1 1 d . . .
N4 N 0.1454(4) 0.4649(3) 0.33468(19) 0.0550(8) Uani 1 1 d . . .
C12 C -0.1524(4) 0.1219(3) 0.0501(3) 0.0608(10) Uani 1 1 d . . .
H12 H -0.1520 0.0839 -0.0001 0.073 Uiso 1 1 calc R . .
C99 C 0.0642(4) 0.5474(3) 0.1138(2) 0.0514(9) Uani 1 1 d . . .
N98 N 0.0215(6) 0.6324(3) 0.1187(4) 0.1155(19) Uani 1 1 d . . .
C15 C -0.1494(5) 0.2344(3) 0.1944(3) 0.0628(11) Uani 1 1 d . . .
H15 H -0.1496 0.2735 0.2439 0.075 Uiso 1 1 calc R . .
C9 C 0.1246(5) 0.1373(3) -0.0469(2) 0.0531(10) Uani 1 1 d . . .
H9 H 0.0458 0.0949 -0.0706 0.064 Uiso 1 1 calc R . .
C14 C -0.2737(5) 0.1725(3) 0.1712(3) 0.0686(13) Uani 1 1 d . . .
H14 H -0.3552 0.1692 0.2050 0.082 Uiso 1 1 calc R . .
C1 C 0.5309(4) 0.4472(3) 0.1751(3) 0.0665(12) Uani 1 1 d . . .
H1 H 0.5103 0.4761 0.2275 0.080 Uiso 1 1 calc R . .
C4 C 0.5887(5) 0.3665(4) 0.0224(3) 0.0711(13) Uani 1 1 d . . .
H4 H 0.6066 0.3386 -0.0310 0.085 Uiso 1 1 calc R . .
O3 O 0.1166(4) 0.5152(3) 0.3949(2) 0.1016(12) Uani 1 1 d . . .
C2 C 0.6609(5) 0.4752(4) 0.1397(3) 0.0808(14) Uani 1 1 d . . .
H2 H 0.7283 0.5212 0.1683 0.097 Uiso 1 1 calc R . .
C13 C -0.2745(5) 0.1166(3) 0.0982(3) 0.0704(12) Uani 1 1 d . . .
H13 H -0.3576 0.0749 0.0809 0.084 Uiso 1 1 calc R . .
C98 C 0.1171(5) 0.6922(3) 0.1627(3) 0.0626(11) Uani 1 1 d . . .
N97 N 0.3131(6) 0.2492(3) 0.2997(3) 0.0964(15) Uani 1 1 d . . .
C3 C 0.6894(5) 0.4345(4) 0.0621(3) 0.0883(16) Uani 1 1 d . . .
H3 H 0.7762 0.4527 0.0363 0.106 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cd1 N97 2.266(4) . ?
Cd1 N99 2.293(3) . ?
Cd1 N2 2.338(3) . ?
Cd1 N3 2.374(3) . ?
Cd1 N1 2.381(3) . ?
Cd1 O1 2.420(3) . ?
Cd1 O2 2.556(3) . ?
O2 N4 1.247(4) . ?
N2 C10 1.326(4) . ?
N2 C6 1.344(4) . ?
N3 C15 1.337(4) . ?
N3 C11 1.343(4) . ?
C11 C12 1.376(5) . ?
C11 C10 1.493(5) . ?
C5 N1 1.345(4) . ?
C5 C4 1.385(5) . ?
C5 C6 1.469(5) . ?
C8 C9 1.354(5) . ?
C8 C7 1.369(6) . ?
N1 C1 1.331(5) . ?
C10 C9 1.397(5) . ?
N99 C99 1.132(5) . ?
C6 C7 1.382(5) . ?
O1 N4 1.250(4) . ?
N4 O3 1.214(4) . ?
C12 C13 1.366(6) . ?
C99 N98 1.284(6) . ?
N98 C98 1.284(6) . ?
C15 C14 1.382(5) . ?
C14 C13 1.354(6) . ?
C1 C2 1.369(5) . ?
C4 C3 1.367(6) . ?
C2 C3 1.359(6) . ?
C98 N97 1.107(5) 2 ?
N97 C98 1.107(5) 2_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
N97 Cd1 N99 163.44(14) . . ?
N97 Cd1 N2 99.58(13) . . ?
N99 Cd1 N2 95.49(10) . . ?
N97 Cd1 N3 92.64(14) . . ?
N99 Cd1 N3 99.13(10) . . ?
N2 Cd1 N3 69.23(9) . . ?
N97 Cd1 N1 92.93(14) . . ?
N99 Cd1 N1 85.92(11) . . ?
N2 Cd1 N1 69.45(10) . . ?
N3 Cd1 N1 138.66(10) . . ?
N97 Cd1 O1 88.04(14) . . ?
N99 Cd1 O1 81.21(11) . . ?
N2 Cd1 O1 154.44(9) . . ?
N3 Cd1 O1 86.17(9) . . ?
N1 Cd1 O1 134.94(10) . . ?
N97 Cd1 O2 81.22(13) . . ?
N99 Cd1 O2 82.23(11) . . ?
N2 Cd1 O2 154.19(9) . . ?
N3 Cd1 O2 136.58(9) . . ?
N1 Cd1 O2 84.74(9) . . ?
O1 Cd1 O2 50.88(9) . . ?
N4 O2 Cd1 92.2(2) . . ?
C10 N2 C6 120.8(3) . . ?
C10 N2 Cd1 120.0(2) . . ?
C6 N2 Cd1 119.3(2) . . ?
C15 N3 C11 118.2(3) . . ?
C15 N3 Cd1 123.6(3) . . ?
C11 N3 Cd1 118.1(2) . . ?
N3 C11 C12 121.4(3) . . ?
N3 C11 C10 116.2(3) . . ?
C12 C11 C10 122.4(3) . . ?
N1 C5 C4 119.6(4) . . ?
N1 C5 C6 117.3(3) . . ?
C4 C5 C6 123.0(3) . . ?
C9 C8 C7 120.4(4) . . ?
C1 N1 C5 119.3(3) . . ?
C1 N1 Cd1 123.1(2) . . ?
C5 N1 Cd1 117.1(2) . . ?
N2 C10 C9 120.7(3) . . ?
N2 C10 C11 116.4(3) . . ?
C9 C10 C11 122.8(3) . . ?
C99 N99 Cd1 141.2(3) . . ?
N2 C6 C7 120.2(3) . . ?
N2 C6 C5 116.4(3) . . ?
C7 C6 C5 123.4(3) . . ?
C8 C7 C6 119.1(4) . . ?
N4 O1 Cd1 98.71(19) . . ?
O3 N4 O2 121.6(4) . . ?
O3 N4 O1 120.2(3) . . ?
O2 N4 O1 118.1(3) . . ?
C13 C12 C11 119.6(4) . . ?
N99 C99 N98 172.9(4) . . ?
C99 N98 C98 120.6(4) . . ?
N3 C15 C14 122.4(4) . . ?
C8 C9 C10 118.7(4) . . ?
C13 C14 C15 118.8(4) . . ?
N1 C1 C2 122.8(4) . . ?
C3 C4 C5 120.5(4) . . ?
C3 C2 C1 118.7(4) . . ?
C14 C13 C12 119.6(4) . . ?
N97 C98 N98 173.1(5) 2 . ?
C98 N97 Cd1 163.2(4) 2_545 . ?
C2 C3 C4 119.1(4) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.569
_refine_diff_density_min         -0.483
_refine_diff_density_rms         0.074
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/. 
# 
# Audit and citation data items have may 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_cd60a
_database_code_depnum_ccdc_archive 'CCDC 1028324'
_audit_update_record             
;
2014-10-09 deposited with the CCDC.
2014-11-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H13 Cd N9 O'
_chemical_formula_sum            'C19 H13 Cd N9 O'
_chemical_formula_weight         495.78

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           triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   7.6683(15)
_cell_length_b                   8.8264(18)
_cell_length_c                   14.996(3)
_cell_angle_alpha                78.42(3)
_cell_angle_beta                 79.89(3)
_cell_angle_gamma                81.62(3)
_cell_volume                     972.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    295.0
_cell_measurement_reflns_used    4310
_cell_measurement_theta_min      3.3324
_cell_measurement_theta_max      29.2424

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.112
_exptl_crystal_size_mid          0.105
_exptl_crystal_size_min          0.048
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.693
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             492
_exptl_absorpt_coefficient_mu    1.155
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;CrysAlis RED, (2005)
;
_exptl_absorpt_correction_T_min  0.93470
_exptl_absorpt_correction_T_max  1.00000

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295.0
_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  ?
_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            8682
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_av_sigmaI/netI    0.0426
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_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         3.34
_diffrn_reflns_theta_max         25.04
_reflns_number_total             3428
_reflns_number_gt                3084
_reflns_threshold_expression     >2sigma(I)

#========================================================================== 
#
# REFINEMENT DATA

_computing_data_collection       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;XP in SHELXTL/PC (Sheldrick, 1990b)
 ORTEP-3 W v. 1.062 (Farrugia 1997)
;
_computing_publication_material  
;SHELXL-97 (Sheldrick, 1997) and
 PLATON (Spek, 1990)
;

_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)+(0.0450P)²+0.1854P] 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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3428
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0338
_refine_ls_R_factor_gt           0.0278
_refine_ls_wR_factor_ref         0.0683
_refine_ls_wR_factor_gt          0.0651
_refine_ls_goodness_of_fit_ref   0.883
_refine_ls_restrained_S_all      0.883
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.82548(2) 0.39113(2) 0.319800(13) 0.03161(9) Uani 1 1 d . . .
O99 O 1.1158(3) 0.2624(3) 0.27800(17) 0.0518(6) Uani 1 1 d . . .
N99 N 0.5584(3) 0.5108(3) 0.37937(18) 0.0442(6) Uani 1 1 d . . .
N2 N 0.7294(3) 0.2762(3) 0.21347(16) 0.0339(5) Uani 1 1 d . . .
C99 C 0.4101(4) 0.5541(3) 0.39389(19) 0.0349(7) Uani 1 1 d . . .
C98 C 0.1144(4) 0.5619(4) 0.39355(19) 0.0365(7) Uani 1 1 d . . .
N1 N 0.8341(3) 0.5611(3) 0.17527(16) 0.0361(5) Uani 1 1 d . . .
C5 C 0.7820(4) 0.5114(3) 0.1063(2) 0.0369(7) Uani 1 1 d . . .
C1 C 0.8929(4) 0.7000(4) 0.1590(2) 0.0445(7) Uani 1 1 d . . .
H1 H 0.9273 0.7346 0.2073 0.053 Uiso 1 1 calc R . .
C15 C 0.7765(5) 0.0723(4) 0.4747(2) 0.0486(8) Uani 1 1 d . . .
H15 H 0.8132 0.1308 0.5116 0.058 Uiso 1 1 calc R . .
N3 N 0.7541(3) 0.1396(3) 0.38902(17) 0.0382(6) Uani 1 1 d . . .
N98 N 0.2477(3) 0.6141(4) 0.4158(2) 0.0571(8) Uani 1 1 d . . .
C10 C 0.6771(4) 0.1333(3) 0.2403(2) 0.0380(7) Uani 1 1 d . . .
N97 N 0.9878(3) 0.5261(4) 0.37825(19) 0.0507(7) Uani 1 1 d . . .
C11 C 0.6990(4) 0.0564(3) 0.3357(2) 0.0399(7) Uani 1 1 d . . .
C6 C 0.7192(4) 0.3546(4) 0.1282(2) 0.0368(7) Uani 1 1 d . . .
C4 C 0.7890(5) 0.6030(4) 0.0187(2) 0.0516(8) Uani 1 1 d . . .
H4 H 0.7513 0.5685 -0.0287 0.062 Uiso 1 1 calc R . .
C3 C 0.8527(5) 0.7450(4) 0.0035(3) 0.0593(10) Uani 1 1 d . . .
H3 H 0.8599 0.8072 -0.0546 0.071 Uiso 1 1 calc R . .
C9 C 0.6097(4) 0.0649(4) 0.1805(3) 0.0535(9) Uani 1 1 d . . .
H9 H 0.5723 -0.0337 0.1993 0.064 Uiso 1 1 calc R . .
C7 C 0.6547(5) 0.2900(4) 0.0653(2) 0.0515(9) Uani 1 1 d . . .
H7 H 0.6495 0.3441 0.0057 0.062 Uiso 1 1 calc R . .
C2 C 0.9050(5) 0.7942(4) 0.0740(3) 0.0542(9) Uani 1 1 d . . .
H2 H 0.9482 0.8902 0.0646 0.065 Uiso 1 1 calc R . .
C13 C 0.6932(5) -0.1653(4) 0.4573(3) 0.0648(10) Uani 1 1 d . . .
H13 H 0.6738 -0.2686 0.4798 0.078 Uiso 1 1 calc R . .
C8 C 0.5990(5) 0.1454(5) 0.0925(3) 0.0600(10) Uani 1 1 d . . .
H8 H 0.5536 0.1011 0.0514 0.072 Uiso 1 1 calc R . .
C14 C 0.7479(5) -0.0804(4) 0.5113(3) 0.0587(10) Uani 1 1 d . . .
H14 H 0.7656 -0.1239 0.5713 0.070 Uiso 1 1 calc R . .
C96 C 0.3394(4) 0.6308(4) 0.1786(2) 0.0428(7) Uani 1 1 d . . .
N95 N 0.3700(4) 0.7750(4) 0.1681(3) 0.0735(10) Uani 1 1 d . . .
C97 C 0.2457(5) 0.8819(4) 0.1908(3) 0.0552(9) Uani 1 1 d . . .
N94 N 0.3247(4) 0.5021(4) 0.1825(2) 0.0547(7) Uani 1 1 d . . .
N96 N 0.1465(5) 0.9867(4) 0.2057(3) 0.0823(11) Uani 1 1 d . . .
C12 C 0.6668(5) -0.0974(4) 0.3691(3) 0.0551(9) Uani 1 1 d . . .
H12 H 0.6275 -0.1540 0.3319 0.066 Uiso 1 1 calc R . .
H1A H 1.1263 0.1852 0.2573 0.083 Uiso 1 1 d R . .
H1B H 1.2059 0.3332 0.2406 0.083 Uiso 1 1 d R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cd1 N97 2.229(3) . ?
Cd1 N99 2.284(3) . ?
Cd1 N2 2.323(2) . ?
Cd1 N3 2.353(2) . ?
Cd1 N1 2.372(2) . ?
Cd1 O99 2.387(2) . ?
N99 C99 1.143(4) . ?
N2 C6 1.336(4) . ?
N2 C10 1.341(4) . ?
C99 N98 1.294(4) . ?
C98 N97 1.137(4) 1_455 ?
C98 N98 1.298(4) . ?
N1 C1 1.330(4) . ?
N1 C5 1.342(4) . ?
C5 C4 1.394(4) . ?
C5 C6 1.488(4) . ?
C1 C2 1.372(5) . ?
C15 N3 1.332(4) . ?
C15 C14 1.383(5) . ?
N3 C11 1.342(4) . ?
C10 C9 1.381(4) . ?
C10 C11 1.482(4) . ?
N97 C98 1.137(4) 1_655 ?
C11 C12 1.392(4) . ?
C6 C7 1.386(4) . ?
C4 C3 1.373(5) . ?
C3 C2 1.360(5) . ?
C9 C8 1.378(5) . ?
C7 C8 1.367(5) . ?
C13 C14 1.359(6) . ?
C13 C12 1.374(5) . ?
C96 N94 1.146(4) . ?
C96 N95 1.302(5) . ?
N95 C97 1.291(5) . ?
C97 N96 1.141(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N97 Cd1 N99 94.40(10) . . ?
N97 Cd1 N2 159.71(10) . . ?
N99 Cd1 N2 99.34(9) . . ?
N97 Cd1 N3 123.75(10) . . ?
N99 Cd1 N3 93.80(10) . . ?
N2 Cd1 N3 70.34(9) . . ?
N97 Cd1 N1 95.04(10) . . ?
N99 Cd1 N1 93.43(9) . . ?
N2 Cd1 N1 69.42(8) . . ?
N3 Cd1 N1 139.74(9) . . ?
N97 Cd1 O99 80.24(9) . . ?
N99 Cd1 O99 172.15(8) . . ?
N2 Cd1 O99 87.36(8) . . ?
N3 Cd1 O99 84.56(9) . . ?
N1 Cd1 O99 92.76(9) . . ?
C99 N99 Cd1 163.0(2) . . ?
C6 N2 C10 120.8(2) . . ?
C6 N2 Cd1 120.14(18) . . ?
C10 N2 Cd1 118.96(19) . . ?
N99 C99 N98 173.2(3) . . ?
N97 C98 N98 173.6(3) 1_455 . ?
C1 N1 C5 119.0(3) . . ?
C1 N1 Cd1 123.2(2) . . ?
C5 N1 Cd1 117.83(19) . . ?
N1 C5 C4 121.0(3) . . ?
N1 C5 C6 116.6(2) . . ?
C4 C5 C6 122.4(3) . . ?
N1 C1 C2 122.6(3) . . ?
N3 C15 C14 123.2(3) . . ?
C15 N3 C11 118.7(3) . . ?
C15 N3 Cd1 124.2(2) . . ?
C11 N3 Cd1 116.95(19) . . ?
C99 N98 C98 121.3(3) . . ?
N2 C10 C9 120.6(3) . . ?
N2 C10 C11 115.9(2) . . ?
C9 C10 C11 123.5(3) . . ?
C98 N97 Cd1 156.4(2) 1_655 . ?
N3 C11 C12 120.7(3) . . ?
N3 C11 C10 117.6(3) . . ?
C12 C11 C10 121.7(3) . . ?
N2 C6 C7 120.8(3) . . ?
N2 C6 C5 115.9(2) . . ?
C7 C6 C5 123.3(3) . . ?
C3 C4 C5 118.8(3) . . ?
C2 C3 C4 119.7(3) . . ?
C8 C9 C10 118.8(3) . . ?
C8 C7 C6 118.8(3) . . ?
C3 C2 C1 118.9(3) . . ?
C14 C13 C12 119.5(3) . . ?
C7 C8 C9 120.3(3) . . ?
C13 C14 C15 118.3(3) . . ?
N94 C96 N95 174.3(4) . . ?
C97 N95 C96 121.4(3) . . ?
N96 C97 N95 173.2(4) . . ?
C13 C12 C11 119.7(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O99 H1A N96 0.79 2.03 2.821(4) 178.4 1_645
O99 H1B N94 1.02 1.85 2.839(4) 165.0 1_655
C3 H3 N96 0.93 2.61 3.531(5) 171.7 2_675
C9 H9 N95 0.93 2.61 3.412(5) 144.8 1_545
C14 H14 O99 0.93 2.59 3.506(5) 167.6 2_756

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.04
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.357
_refine_diff_density_min         -0.525
_refine_diff_density_rms         0.102
####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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_cd102
_database_code_depnum_ccdc_archive 'CCDC 1028325'
_audit_update_record             
;
2014-10-09 deposited with the CCDC.
2014-11-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H11 Cd N7 O3'
_chemical_formula_sum            'C15 H11 Cd N7 O3'
_chemical_formula_weight         449.71

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/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                   8.15961(0)
_cell_length_b                   11.21043(0)
_cell_length_c                   17.04066(1)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.4222(3)
_cell_angle_gamma                90.00
_cell_volume                     1554.116(1)
_cell_formula_units_Z            4
_cell_measurement_temperature    295.0
_cell_measurement_reflns_used    6237
_cell_measurement_theta_min      3.7860
_cell_measurement_theta_max      29.0290

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.094
_exptl_crystal_size_min          0.060
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.922
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             888
_exptl_absorpt_coefficient_mu    1.440
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;CrysAlis RED, (2005)
;
_exptl_absorpt_correction_T_min  0.84477
_exptl_absorpt_correction_T_max  1.00000

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295.0
_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  ?
_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            10245
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_av_sigmaI/netI    0.0321
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.39
_diffrn_reflns_theta_max         25.04
_reflns_number_total             2753
_reflns_number_gt                2404
_reflns_threshold_expression     >2sigma(I)

#========================================================================== 
#
# REFINEMENT DATA

_computing_data_collection       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;XP in SHELXTL/PC (Sheldrick, 1990b)
 ORTEP-3 W v. 1.062 (Farrugia 1997)
;
_computing_publication_material  
;SHELXL-97 (Sheldrick, 1997) and
 PLATON (Spek, 1990)
;

_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)+(0.0202P)²+1.2503P] 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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2753
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0330
_refine_ls_R_factor_gt           0.0262
_refine_ls_wR_factor_ref         0.0568
_refine_ls_wR_factor_gt          0.0547
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_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
C12 C 0.3887(4) 0.8643(3) 0.02874(18) 0.0347(8) Uani 1 1 d . . .
H12 H 0.3889 0.8920 -0.0227 0.042 Uiso 1 1 calc R . .
C14 C 0.2591(4) 0.8451(3) 0.14794(19) 0.0358(8) Uani 1 1 d . . .
H14 H 0.1708 0.8577 0.1783 0.043 Uiso 1 1 calc R . .
C13 C 0.2552(4) 0.8867(3) 0.07231(18) 0.0353(8) Uani 1 1 d . . .
H13 H 0.1649 0.9291 0.0505 0.042 Uiso 1 1 calc R . .
C11 C 0.5216(4) 0.8007(3) 0.06220(16) 0.0267(7) Uani 1 1 d . . .
C5 C 1.0538(4) 0.6187(3) 0.07090(16) 0.0266(7) Uani 1 1 d . . .
C7 C 0.9523(4) 0.7311(3) -0.05195(17) 0.0360(8) Uani 1 1 d . . .
H7 H 1.0508 0.7169 -0.0745 0.043 Uiso 1 1 calc R . .
C6 C 0.9276(4) 0.6894(3) 0.02273(16) 0.0268(7) Uani 1 1 d . . .
C10 C 0.6676(4) 0.7746(3) 0.01807(16) 0.0258(7) Uani 1 1 d . . .
C4 C 1.1960(4) 0.5776(3) 0.04078(17) 0.0322(7) Uani 1 1 d . . .
H4 H 1.2144 0.5913 -0.0116 0.039 Uiso 1 1 calc R . .
C9 C 0.6823(4) 0.8150(3) -0.05837(17) 0.0353(8) Uani 1 1 d . . .
H9 H 0.5962 0.8551 -0.0859 0.042 Uiso 1 1 calc R . .
C8 C 0.8273(4) 0.7942(3) -0.09212(18) 0.0395(8) Uani 1 1 d . . .
H8 H 0.8411 0.8228 -0.1424 0.047 Uiso 1 1 calc R . .
C2 C 1.2795(4) 0.4971(3) 0.1660(2) 0.0410(8) Uani 1 1 d . . .
H2 H 1.3555 0.4571 0.1999 0.049 Uiso 1 1 calc R . .
C1 C 1.1346(4) 0.5383(3) 0.19199(18) 0.0371(8) Uani 1 1 d . . .
H1 H 1.1134 0.5238 0.2440 0.045 Uiso 1 1 calc R . .
C15 C 0.3967(4) 0.7840(3) 0.17816(17) 0.0332(7) Uani 1 1 d . . .
H15 H 0.3998 0.7578 0.2300 0.040 Uiso 1 1 calc R . .
C3 C 1.3098(4) 0.5163(3) 0.08884(19) 0.0383(8) Uani 1 1 d . . .
H3 H 1.4059 0.4882 0.0694 0.046 Uiso 1 1 calc R . .
N4 N 0.6939(4) 0.5461(2) 0.33709(14) 0.0356(6) Uani 1 1 d . . .
N98 N 0.8368(3) 0.8739(2) 0.30582(15) 0.0310(6) Uani 1 1 d . . .
N99 N 0.7980(3) 0.9456(2) 0.35115(15) 0.0388(7) Uani 1 1 d . . .
N2 N 0.7881(3) 0.7123(2) 0.05681(13) 0.0241(5) Uani 1 1 d . . .
N3 N 0.5259(3) 0.7606(2) 0.13681(13) 0.0287(6) Uani 1 1 d . . .
N1 N 1.0228(3) 0.5979(2) 0.14608(13) 0.0280(6) Uani 1 1 d . . .
N97 N 0.8860(4) 0.8049(3) 0.26147(16) 0.0430(7) Uani 1 1 d . . .
O2 O 0.5941(3) 0.5998(2) 0.28856(12) 0.0422(6) Uani 1 1 d . . .
O3 O 0.6454(3) 0.5013(2) 0.39697(12) 0.0530(7) Uani 1 1 d . . .
O1 O 0.8412(3) 0.5409(2) 0.32210(13) 0.0473(6) Uani 1 1 d . . .
Cd1 Cd 0.76295(3) 0.651393(19) 0.187190(11) 0.02658(9) 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
C12 C11 1.383(4) . ?
C12 C13 1.388(4) . ?
C14 C13 1.369(4) . ?
C14 C15 1.380(5) . ?
C11 N3 1.347(3) . ?
C11 C10 1.486(4) . ?
C5 N1 1.345(3) . ?
C5 C4 1.384(4) . ?
C5 C6 1.494(4) . ?
C7 C8 1.379(5) . ?
C7 C6 1.385(4) . ?
C6 N2 1.342(4) . ?
C10 N2 1.338(4) . ?
C10 C9 1.393(4) . ?
C4 C3 1.374(4) . ?
C9 C8 1.374(5) . ?
C2 C3 1.373(4) . ?
C2 C1 1.374(5) . ?
C1 N1 1.335(4) . ?
C15 N3 1.338(4) . ?
N4 O3 1.230(3) . ?
N4 O1 1.250(3) . ?
N4 O2 1.267(3) . ?
N98 N97 1.173(4) . ?
N98 N99 1.175(3) . ?
N99 Cd1 2.439(3) 2_655 ?
N2 Cd1 2.348(2) . ?
N3 Cd1 2.392(2) . ?
N1 Cd1 2.361(2) . ?
N97 Cd1 2.319(3) . ?
O2 Cd1 2.363(2) . ?
O1 Cd1 2.646(2) . ?
Cd1 N99 2.439(3) 2_645 ?

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
C11 C12 C13 119.7(3) . . ?
C13 C14 C15 118.6(3) . . ?
C14 C13 C12 118.7(3) . . ?
N3 C11 C12 121.6(3) . . ?
N3 C11 C10 116.6(3) . . ?
C12 C11 C10 121.7(3) . . ?
N1 C5 C4 121.3(3) . . ?
N1 C5 C6 116.3(3) . . ?
C4 C5 C6 122.4(3) . . ?
C8 C7 C6 118.3(3) . . ?
N2 C6 C7 121.4(3) . . ?
N2 C6 C5 115.8(2) . . ?
C7 C6 C5 122.7(3) . . ?
N2 C10 C9 121.2(3) . . ?
N2 C10 C11 116.1(2) . . ?
C9 C10 C11 122.7(3) . . ?
C3 C4 C5 119.5(3) . . ?
C8 C9 C10 118.4(3) . . ?
C9 C8 C7 120.5(3) . . ?
C3 C2 C1 118.6(3) . . ?
N1 C1 C2 123.1(3) . . ?
N3 C15 C14 123.5(3) . . ?
C2 C3 C4 119.1(3) . . ?
O3 N4 O1 121.8(3) . . ?
O3 N4 O2 120.3(3) . . ?
O1 N4 O2 118.0(2) . . ?
N97 N98 N99 175.6(3) . . ?
N98 N99 Cd1 122.0(2) . 2_655 ?
C10 N2 C6 120.1(2) . . ?
C10 N2 Cd1 120.29(18) . . ?
C6 N2 Cd1 119.52(19) . . ?
C15 N3 C11 117.8(3) . . ?
C15 N3 Cd1 124.03(19) . . ?
C11 N3 Cd1 118.13(18) . . ?
C1 N1 C5 118.3(3) . . ?
C1 N1 Cd1 122.83(19) . . ?
C5 N1 Cd1 118.54(19) . . ?
N98 N97 Cd1 133.3(2) . . ?
N4 O2 Cd1 102.21(18) . . ?
N4 O1 Cd1 89.09(17) . . ?
N97 Cd1 N2 103.59(9) . . ?
N97 Cd1 N1 89.40(9) . . ?
N2 Cd1 N1 69.34(8) . . ?
N97 Cd1 O2 92.00(9) . . ?
N2 Cd1 O2 149.44(8) . . ?
N1 Cd1 O2 137.93(8) . . ?
N97 Cd1 N3 96.91(9) . . ?
N2 Cd1 N3 68.83(8) . . ?
N1 Cd1 N3 138.02(8) . . ?
O2 Cd1 N3 83.48(8) . . ?
N97 Cd1 N99 156.82(10) . 2_645 ?
N2 Cd1 N99 93.01(8) . 2_645 ?
N1 Cd1 N99 81.35(9) . 2_645 ?
O2 Cd1 N99 81.14(9) . 2_645 ?
N3 Cd1 N99 104.20(9) . 2_645 ?
N97 Cd1 O1 78.92(9) . . ?
N2 Cd1 O1 157.71(8) . . ?
N1 Cd1 O1 88.67(8) . . ?
O2 Cd1 O1 50.63(7) . . ?
N3 Cd1 O1 133.30(8) . . ?
N99 Cd1 O1 79.65(8) 2_645 . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C4 H4 N99 0.93 2.52 3.408(4) 160.0 4_675
C15 H15 O2 0.93 2.53 3.151(4) 124.5 .

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.04
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.359
_refine_diff_density_min         -0.499
_refine_diff_density_rms         0.081
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/. 
# 
# Audit and citation data items have may 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_cd63
_database_code_depnum_ccdc_archive 'CCDC 1028326'
_audit_update_record             
;
2014-10-09 deposited with the CCDC.
2014-11-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H13 Cd N7 O4'
_chemical_formula_sum            'C15 H13 Cd N7 O4'
_chemical_formula_weight         467.72

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/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                   9.3280(5)
_cell_length_b                   13.9183(5)
_cell_length_c                   13.8508(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.222(5)
_cell_angle_gamma                90.00
_cell_volume                     1698.00(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    295.0
_cell_measurement_reflns_used    8822
_cell_measurement_theta_min      3.4353
_cell_measurement_theta_max      29.2402

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.054
_exptl_crystal_size_mid          0.035
_exptl_crystal_size_min          0.034
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.830
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             928
_exptl_absorpt_coefficient_mu    1.326
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;CrysAlis RED, (2005)
;
_exptl_absorpt_correction_T_min  0.78958
_exptl_absorpt_correction_T_max  1.00000

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295.0
_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  ?
_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            19921
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_av_sigmaI/netI    0.0209
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.44
_diffrn_reflns_theta_max         25.05
_reflns_number_total             2999
_reflns_number_gt                2510
_reflns_threshold_expression     >2sigma(I)

#========================================================================== 
#
# REFINEMENT DATA

_computing_data_collection       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;XP in SHELXTL/PC (Sheldrick, 1990b)
 ORTEP-3 W v. 1.062 (Farrugia 1997)
;
_computing_publication_material  
;SHELXL-97 (Sheldrick, 1997) and
 PLATON (Spek, 1990)
;

_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)+(0.0288P)²+0.8733P] 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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2999
_refine_ls_number_parameters     245
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0339
_refine_ls_R_factor_gt           0.0247
_refine_ls_wR_factor_ref         0.0619
_refine_ls_wR_factor_gt          0.0592
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_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
Cd1 Cd -0.04226(2) 0.593296(14) 0.266951(15) 0.04008(9) Uani 1 1 d . . .
N2 N 0.0926(3) 0.60177(15) 0.15223(17) 0.0372(5) Uani 1 1 d . . .
N3 N 0.0196(3) 0.43732(17) 0.22479(17) 0.0416(6) Uani 1 1 d . . .
N1 N -0.0013(3) 0.75505(16) 0.23226(17) 0.0419(6) Uani 1 1 d . . .
C6 C 0.1280(3) 0.6877(2) 0.12336(19) 0.0400(6) Uani 1 1 d . . .
O1 O -0.1264(3) 0.50750(16) 0.38936(16) 0.0583(6) Uani 1 1 d . . .
C5 C 0.0659(3) 0.7721(2) 0.1617(2) 0.0412(7) Uani 1 1 d . . .
C10 C 0.1434(3) 0.5212(2) 0.12226(19) 0.0388(6) Uani 1 1 d . . .
N98 N -0.3176(3) 0.6607(2) 0.0929(2) 0.0506(6) Uani 1 1 d . . .
C15 C -0.0281(3) 0.3570(2) 0.2578(2) 0.0491(7) Uani 1 1 d . . .
H15 H -0.0801 0.3625 0.3045 0.059 Uiso 1 1 calc R . .
C11 C 0.0950(3) 0.4297(2) 0.1577(2) 0.0386(6) Uani 1 1 d . . .
N99 N -0.2849(3) 0.5993(2) 0.1535(2) 0.0582(7) Uani 1 1 d . . .
C8 C 0.2736(4) 0.6131(3) 0.0328(2) 0.0542(8) Uani 1 1 d . . .
H8 H 0.3353 0.6170 -0.0079 0.065 Uiso 1 1 calc R . .
O99 O 0.1768(3) 0.61482(15) 0.41233(16) 0.0554(6) Uani 1 1 d . . .
H99B H 0.2564 0.6175 0.3938 0.083 Uiso 1 1 d R . .
H99A H 0.1868 0.5678 0.4547 0.083 Uiso 1 1 d R . .
C9 C 0.2362(4) 0.5247(2) 0.0619(2) 0.0507(8) Uani 1 1 d . . .
H9 H 0.2723 0.4686 0.0416 0.061 Uiso 1 1 calc R . .
C7 C 0.2207(3) 0.6954(2) 0.0634(2) 0.0495(8) Uani 1 1 d . . .
H7 H 0.2464 0.7554 0.0443 0.059 Uiso 1 1 calc R . .
C2 C -0.0452(4) 0.9229(2) 0.2421(3) 0.0590(9) Uani 1 1 d . . .
H2 H -0.0832 0.9731 0.2710 0.071 Uiso 1 1 calc R . .
C14 C -0.0039(4) 0.2669(2) 0.2260(2) 0.0537(8) Uani 1 1 d . . .
H14 H -0.0400 0.2126 0.2497 0.064 Uiso 1 1 calc R . .
C1 C -0.0545(4) 0.8296(2) 0.2710(2) 0.0510(8) Uani 1 1 d . . .
H1 H -0.1003 0.8175 0.3201 0.061 Uiso 1 1 calc R . .
C3 C 0.0215(4) 0.9399(2) 0.1699(3) 0.0647(10) Uani 1 1 d . . .
H3 H 0.0297 1.0025 0.1487 0.078 Uiso 1 1 calc R . .
C12 C 0.1256(3) 0.3400(2) 0.1242(2) 0.0481(7) Uani 1 1 d . . .
H12 H 0.1799 0.3352 0.0789 0.058 Uiso 1 1 calc R . .
C4 C 0.0768(4) 0.8649(2) 0.1282(3) 0.0586(9) Uani 1 1 d . . .
H4 H 0.1210 0.8761 0.0781 0.070 Uiso 1 1 calc R . .
C13 C 0.0748(4) 0.2590(2) 0.1587(2) 0.0552(8) Uani 1 1 d . . .
H13 H 0.0937 0.1987 0.1365 0.066 Uiso 1 1 calc R . .
N97 N -0.3532(5) 0.7196(3) 0.0313(3) 0.0965(12) Uani 1 1 d . . .
O3 O -0.2295(3) 0.56516(19) 0.4943(2) 0.0770(8) Uani 1 1 d . . .
O2 O -0.1619(3) 0.65879(18) 0.39292(19) 0.0714(7) Uani 1 1 d . . .
N4 N -0.1741(3) 0.57874(18) 0.42686(19) 0.0466(6) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cd1 N99 2.293(3) . ?
Cd1 N2 2.332(2) . ?
Cd1 N1 2.359(2) . ?
Cd1 N3 2.368(2) . ?
Cd1 O99 2.369(2) . ?
Cd1 O1 2.407(2) . ?
Cd1 O2 2.530(2) . ?
N2 C10 1.336(3) . ?
N2 C6 1.336(3) . ?
N3 C15 1.338(4) . ?
N3 C11 1.342(3) . ?
N1 C1 1.337(4) . ?
N1 C5 1.344(4) . ?
C6 C7 1.386(4) . ?
C6 C5 1.483(4) . ?
O1 N4 1.266(3) . ?
C5 C4 1.387(4) . ?
C10 C9 1.388(4) . ?
C10 C11 1.487(4) . ?
N98 N97 1.151(4) . ?
N98 N99 1.166(4) . ?
C15 C14 1.372(4) . ?
C11 C12 1.394(4) . ?
C8 C7 1.369(5) . ?
C8 C9 1.375(5) . ?
C2 C3 1.362(5) . ?
C2 C1 1.370(5) . ?
C14 C13 1.368(5) . ?
C3 C4 1.373(5) . ?
C12 C13 1.368(4) . ?
O3 N4 1.221(3) . ?
O2 N4 1.229(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
N99 Cd1 N2 99.42(9) . . ?
N99 Cd1 N1 90.89(9) . . ?
N2 Cd1 N1 69.69(8) . . ?
N99 Cd1 N3 97.47(9) . . ?
N2 Cd1 N3 69.42(8) . . ?
N1 Cd1 N3 139.07(8) . . ?
N99 Cd1 O99 163.47(10) . . ?
N2 Cd1 O99 93.72(8) . . ?
N1 Cd1 O99 84.27(8) . . ?
N3 Cd1 O99 96.52(8) . . ?
N99 Cd1 O1 91.34(9) . . ?
N2 Cd1 O1 151.56(7) . . ?
N1 Cd1 O1 136.82(8) . . ?
N3 Cd1 O1 83.18(7) . . ?
O99 Cd1 O1 81.61(8) . . ?
N99 Cd1 O2 84.23(10) . . ?
N2 Cd1 O2 155.64(8) . . ?
N1 Cd1 O2 86.25(8) . . ?
N3 Cd1 O2 134.33(8) . . ?
O99 Cd1 O2 79.70(8) . . ?
O1 Cd1 O2 51.16(8) . . ?
C10 N2 C6 120.7(2) . . ?
C10 N2 Cd1 119.69(17) . . ?
C6 N2 Cd1 119.40(18) . . ?
C15 N3 C11 118.7(3) . . ?
C15 N3 Cd1 123.10(19) . . ?
C11 N3 Cd1 117.97(18) . . ?
C1 N1 C5 118.6(3) . . ?
C1 N1 Cd1 123.5(2) . . ?
C5 N1 Cd1 117.52(18) . . ?
N2 C6 C7 120.9(3) . . ?
N2 C6 C5 115.9(2) . . ?
C7 C6 C5 123.2(3) . . ?
N4 O1 Cd1 98.09(17) . . ?
N1 C5 C4 120.7(3) . . ?
N1 C5 C6 116.8(2) . . ?
C4 C5 C6 122.5(3) . . ?
N2 C10 C9 120.8(3) . . ?
N2 C10 C11 116.1(2) . . ?
C9 C10 C11 123.1(3) . . ?
N97 N98 N99 177.9(4) . . ?
N3 C15 C14 123.1(3) . . ?
N3 C11 C12 120.8(3) . . ?
N3 C11 C10 116.5(2) . . ?
C12 C11 C10 122.7(3) . . ?
N98 N99 Cd1 119.0(2) . . ?
C7 C8 C9 120.4(3) . . ?
C8 C9 C10 118.5(3) . . ?
C8 C7 C6 118.7(3) . . ?
C3 C2 C1 117.9(3) . . ?
C13 C14 C15 118.3(3) . . ?
N1 C1 C2 123.5(3) . . ?
C2 C3 C4 120.1(3) . . ?
C13 C12 C11 119.3(3) . . ?
C3 C4 C5 119.3(3) . . ?
C14 C13 C12 119.8(3) . . ?
N4 O2 Cd1 93.13(17) . . ?
O3 N4 O2 123.3(3) . . ?
O3 N4 O1 119.1(3) . . ?
O2 N4 O1 117.6(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O99 H99A O3 0.86 1.97 2.788(3) 156.6 3_566
C1 H1 O2 0.93 2.57 3.259(4) 131.2 .
C2 H2 N99 0.93 2.56 3.483(4) 173.5 2_455
C4 H4 O3 0.93 2.24 3.141(4) 162.2 4_675
C15 H15 O1 0.93 2.44 3.106(4) 128.1 .

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.492
_refine_diff_density_min         -0.463
_refine_diff_density_rms         0.060
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/. 
# 
# Audit and citation data items have may 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_cd101
_database_code_depnum_ccdc_archive 'CCDC 1028327'
_audit_update_record             
;
2014-10-09 deposited with the CCDC.
2014-11-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H22 Cd2 N18'
_chemical_formula_sum            'C30 H22 Cd2 N18'
_chemical_formula_weight         859.46

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'
Cd Cd -0.8075 1.2024 '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'
H H 0.0000 0.0000 '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                   7.7803(4)
_cell_length_b                   10.2661(4)
_cell_length_c                   10.7220(5)
_cell_angle_alpha                81.920(4)
_cell_angle_beta                 79.820(4)
_cell_angle_gamma                75.630(4)
_cell_volume                     812.34(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    295.0
_cell_measurement_reflns_used    3969
_cell_measurement_theta_min      3.5860
_cell_measurement_theta_max      27.8840

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.204
_exptl_crystal_size_mid          0.111
_exptl_crystal_size_min          0.079
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.757
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             424
_exptl_absorpt_coefficient_mu    1.363
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;CrysAlis RED, (2005)
;
_exptl_absorpt_correction_T_min  0.73376
_exptl_absorpt_correction_T_max  1.00000

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295.0
_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  ?
_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            7622
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_av_sigmaI/netI    0.0464
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.58
_diffrn_reflns_theta_max         25.05
_reflns_number_total             2876
_reflns_number_gt                2540
_reflns_threshold_expression     >2sigma(I)

#========================================================================== 
#
# REFINEMENT DATA

_computing_data_collection       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;XP in SHELXTL/PC (Sheldrick, 1990b)
 ORTEP-3 W v. 1.062 (Farrugia 1997)
;
_computing_publication_material  
;SHELXL-97 (Sheldrick, 1997) and
 PLATON (Spek, 1990)
;

_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)+(0.0285P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2876
_refine_ls_number_parameters     226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0318
_refine_ls_wR_factor_ref         0.0663
_refine_ls_wR_factor_gt          0.0632
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.19729(3) 0.36827(2) 0.93703(2) 0.04122(11) Uani 1 1 d . . .
N1 N 0.3289(4) 0.2817(3) 1.1232(2) 0.0414(7) Uani 1 1 d . . .
N2 N 0.2251(3) 0.1354(2) 0.9733(2) 0.0344(6) Uani 1 1 d . . .
N3 N 0.0788(4) 0.2876(3) 0.7786(2) 0.0450(7) Uani 1 1 d . . .
N94 N 0.4481(5) 0.3829(3) 0.7987(3) 0.0591(8) Uani 1 1 d . . .
N95 N 0.4812(4) 0.3247(3) 0.7059(3) 0.0570(8) Uani 1 1 d . . .
N96 N 0.5204(6) 0.2621(5) 0.6193(4) 0.0977(14) Uani 1 1 d . . .
N97 N 0.0819(4) 0.5951(3) 0.9145(3) 0.0499(8) Uani 1 1 d . . .
N98 N 0.0946(4) 0.6594(3) 0.8117(3) 0.0444(7) Uani 1 1 d . . .
N99 N 0.1039(5) 0.7246(3) 0.7149(3) 0.0634(9) Uani 1 1 d . . .
C1 C 0.3793(5) 0.3582(4) 1.1957(4) 0.0539(10) Uani 1 1 d . . .
H1 H 0.3806 0.4473 1.1649 0.065 Uiso 1 1 calc R . .
C2 C 0.4286(6) 0.3106(4) 1.3128(4) 0.0625(11) Uani 1 1 d . . .
H2 H 0.4641 0.3661 1.3599 0.075 Uiso 1 1 calc R . .
C3 C 0.4251(6) 0.1813(4) 1.3593(4) 0.0626(11) Uani 1 1 d . . .
H3 H 0.4550 0.1480 1.4399 0.075 Uiso 1 1 calc R . .
C4 C 0.3766(5) 0.0992(4) 1.2860(3) 0.0508(9) Uani 1 1 d . . .
H4 H 0.3755 0.0098 1.3156 0.061 Uiso 1 1 calc R . .
C5 C 0.3296(4) 0.1537(3) 1.1673(3) 0.0394(8) Uani 1 1 d . . .
C6 C 0.2836(4) 0.0700(3) 1.0802(3) 0.0358(7) Uani 1 1 d . . .
C7 C 0.3027(4) -0.0693(3) 1.1060(3) 0.0458(9) Uani 1 1 d . . .
H7 H 0.3399 -0.1144 1.1815 0.055 Uiso 1 1 calc R . .
C8 C 0.2652(5) -0.1382(3) 1.0169(3) 0.0463(9) Uani 1 1 d . . .
H8 H 0.2792 -0.2314 1.0313 0.056 Uiso 1 1 calc R . .
C9 C 0.2074(5) -0.0704(3) 0.9067(3) 0.0438(8) Uani 1 1 d . . .
H9 H 0.1831 -0.1169 0.8459 0.053 Uiso 1 1 calc R . .
C10 C 0.1860(4) 0.0689(3) 0.8877(3) 0.0352(7) Uani 1 1 d . . .
C11 C 0.1136(4) 0.1532(3) 0.7754(3) 0.0392(8) Uani 1 1 d . . .
C12 C 0.0769(5) 0.0970(4) 0.6758(3) 0.0558(10) Uani 1 1 d . . .
H12 H 0.1047 0.0038 0.6739 0.067 Uiso 1 1 calc R . .
C13 C -0.0014(6) 0.1813(4) 0.5799(4) 0.0703(12) Uani 1 1 d . . .
H13 H -0.0276 0.1455 0.5124 0.084 Uiso 1 1 calc R . .
C14 C -0.0403(6) 0.3175(4) 0.5843(4) 0.0687(12) Uani 1 1 d . . .
H14 H -0.0957 0.3756 0.5209 0.082 Uiso 1 1 calc R . .
C15 C 0.0030(6) 0.3674(4) 0.6827(3) 0.0592(10) Uani 1 1 d . . .
H15 H -0.0207 0.4606 0.6838 0.071 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cd1 N94 2.256(3) . ?
Cd1 N97 2.273(3) . ?
Cd1 N2 2.329(2) . ?
Cd1 N1 2.366(3) . ?
Cd1 N3 2.398(3) . ?
Cd1 N97 2.436(3) 2_567 ?
N1 C5 1.332(4) . ?
N1 C1 1.344(4) . ?
N2 C10 1.334(4) . ?
N2 C6 1.338(4) . ?
N3 C11 1.342(4) . ?
N3 C15 1.346(4) . ?
N94 N95 1.188(4) . ?
N95 N96 1.157(5) . ?
N97 N98 1.204(4) . ?
N97 Cd1 2.436(3) 2_567 ?
N98 N99 1.155(4) . ?
C1 C2 1.366(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.357(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.385(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.389(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.495(4) . ?
C6 C7 1.392(4) . ?
C7 C8 1.375(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.373(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.388(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.490(4) . ?
C11 C12 1.385(5) . ?
C12 C13 1.373(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.361(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.362(5) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N94 Cd1 N97 93.24(11) . . ?
N94 Cd1 N2 101.85(10) . . ?
N97 Cd1 N2 162.86(10) . . ?
N94 Cd1 N1 99.06(11) . . ?
N97 Cd1 N1 116.02(10) . . ?
N2 Cd1 N1 69.88(9) . . ?
N94 Cd1 N3 90.48(11) . . ?
N97 Cd1 N3 103.34(10) . . ?
N2 Cd1 N3 68.80(8) . . ?
N1 Cd1 N3 138.66(9) . . ?
N94 Cd1 N97 167.64(10) . 2_567 ?
N97 Cd1 N97 74.80(11) . 2_567 ?
N2 Cd1 N97 90.45(9) . 2_567 ?
N1 Cd1 N97 83.80(10) . 2_567 ?
N3 Cd1 N97 95.27(10) . 2_567 ?
C5 N1 C1 118.2(3) . . ?
C5 N1 Cd1 117.3(2) . . ?
C1 N1 Cd1 123.8(2) . . ?
C10 N2 C6 120.9(3) . . ?
C10 N2 Cd1 120.31(19) . . ?
C6 N2 Cd1 118.7(2) . . ?
C11 N3 C15 118.0(3) . . ?
C11 N3 Cd1 117.1(2) . . ?
C15 N3 Cd1 124.2(2) . . ?
N95 N94 Cd1 119.1(3) . . ?
N96 N95 N94 175.9(4) . . ?
N98 N97 Cd1 121.0(2) . . ?
N98 N97 Cd1 121.4(2) . 2_567 ?
Cd1 N97 Cd1 105.20(11) . 2_567 ?
N99 N98 N97 177.8(3) . . ?
N1 C1 C2 122.8(3) . . ?
N1 C1 H1 118.6 . . ?
C2 C1 H1 118.6 . . ?
C3 C2 C1 119.1(4) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C2 C3 C4 119.5(3) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C3 C4 C5 118.4(3) . . ?
C3 C4 H4 120.8 . . ?
C5 C4 H4 120.8 . . ?
N1 C5 C4 121.9(3) . . ?
N1 C5 C6 116.4(3) . . ?
C4 C5 C6 121.6(3) . . ?
N2 C6 C7 120.8(3) . . ?
N2 C6 C5 116.5(3) . . ?
C7 C6 C5 122.7(3) . . ?
C8 C7 C6 118.3(3) . . ?
C8 C7 H7 120.9 . . ?
C6 C7 H7 120.9 . . ?
C9 C8 C7 120.5(3) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C8 C9 C10 118.7(3) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
N2 C10 C9 120.7(3) . . ?
N2 C10 C11 116.1(3) . . ?
C9 C10 C11 123.1(3) . . ?
N3 C11 C12 121.6(3) . . ?
N3 C11 C10 116.1(3) . . ?
C12 C11 C10 122.3(3) . . ?
C13 C12 C11 118.9(4) . . ?
C13 C12 H12 120.6 . . ?
C11 C12 H12 120.6 . . ?
C14 C13 C12 119.6(4) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C13 C14 C15 119.0(4) . . ?
C13 C14 H14 120.5 . . ?
C15 C14 H14 120.5 . . ?
N3 C15 C14 122.8(4) . . ?
N3 C15 H15 118.6 . . ?
C14 C15 H15 118.6 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C1 H1 N94 0.93 2.55 3.274(5) 135.1 2_667
C3 H3 N96 0.93 2.57 3.270(5) 132.3 1_556
C9 H9 N99 0.93 2.54 3.457(5) 169.3 1_545
C7 H7 N95 0.93 2.53 3.361(4) 148.1 2_657

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.405
_refine_diff_density_min         -0.527
_refine_diff_density_rms         0.084
####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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_cd64
_database_code_depnum_ccdc_archive 'CCDC 1028328'
_audit_update_record             
;
2014-10-09 deposited with the CCDC.
2014-11-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H16 Cd N10 O3'
_chemical_formula_sum            'C26 H16 Cd N10 O3'
_chemical_formula_weight         628.89

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'
Cd Cd -0.8075 1.2024 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/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                   9.2897(4)
_cell_length_b                   8.9304(3)
_cell_length_c                   31.2856(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.826(3)
_cell_angle_gamma                90.00
_cell_volume                     2571.30(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    295.0
_cell_measurement_reflns_used    6514
_cell_measurement_theta_min      3.3159
_cell_measurement_theta_max      29.2280

_exptl_crystal_description       prism
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.15739
_exptl_crystal_size_mid          0.07055
_exptl_crystal_size_min          0.04470
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.625
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1256
_exptl_absorpt_coefficient_mu    0.900
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;CrysAlis RED, (2005)
;
_exptl_absorpt_correction_T_min  0.55013
_exptl_absorpt_correction_T_max  1.00000

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295.0
_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  ?
_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            12531
_diffrn_reflns_av_R_equivalents  0.0464
_diffrn_reflns_av_sigmaI/netI    0.0597
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         3.32
_diffrn_reflns_theta_max         25.05
_reflns_number_total             4541
_reflns_number_gt                3460
_reflns_threshold_expression     >2sigma(I)

#========================================================================== 
#
# REFINEMENT DATA

_computing_data_collection       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;XP in SHELXTL/PC (Sheldrick, 1990b)
 ORTEP-3 W v. 1.062 (Farrugia 1997)
;
_computing_publication_material  
;SHELXL-97 (Sheldrick, 1997) and
 PLATON (Spek, 1990)
;

_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)+(0.0000P)²+8.4746P] 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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4541
_refine_ls_number_parameters     361
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0746
_refine_ls_R_factor_gt           0.0468
_refine_ls_wR_factor_ref         0.0980
_refine_ls_wR_factor_gt          0.0948
_refine_ls_goodness_of_fit_ref   1.211
_refine_ls_restrained_S_all      1.211
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.66520(4) 0.29464(5) 0.617790(13) 0.03496(13) Uani 1 1 d . . .
N97 N 0.7026(6) 0.5538(6) 0.62664(16) 0.0495(13) Uani 1 1 d . . .
O2 O 0.8549(6) 0.2910(7) 0.57013(16) 0.0801(15) Uani 1 1 d . . .
N1 N 0.6552(5) 0.2487(5) 0.69215(13) 0.0369(11) Uani 1 1 d . . .
N2 N 0.4342(4) 0.3577(5) 0.63843(13) 0.0317(10) Uani 1 1 d . . .
N7 N 0.9524(6) 0.2754(6) 0.60095(19) 0.0509(13) Uani 1 1 d . . .
O1 O 0.9186(5) 0.2692(6) 0.63778(15) 0.0726(15) Uani 1 1 d . . .
N3 N 0.4950(5) 0.3439(5) 0.55784(13) 0.0380(12) Uani 1 1 d . . .
C4 C 0.5118(6) 0.2206(7) 0.74883(16) 0.0401(14) Uani 1 1 d . . .
H4 H 0.4255 0.2393 0.7599 0.048 Uiso 1 1 calc R . .
C98 C 0.6714(7) 0.6736(7) 0.63242(18) 0.0433(15) Uani 1 1 d . . .
C5 C 0.5315(5) 0.2751(6) 0.70895(15) 0.0311(12) Uani 1 1 d . . .
C6 C 0.4210(5) 0.3644(6) 0.68067(15) 0.0287(12) Uani 1 1 d . . .
C24 C 0.5145(7) 0.3026(8) 0.51814(17) 0.0516(16) Uani 1 1 d . . .
H24 H 0.6032 0.2611 0.5139 0.062 Uiso 1 1 calc R . .
N5 N 0.2345(4) 0.5463(5) 0.66539(13) 0.0346(11) Uani 1 1 d . . .
C19 C 0.3523(5) 0.4433(6) 0.60987(15) 0.0304(12) Uani 1 1 d . . .
C13 C 0.2593(5) 0.5489(6) 0.62442(16) 0.0319(12) Uani 1 1 d . . .
C14 C 0.1929(6) 0.6776(7) 0.59867(17) 0.0407(15) Uani 1 1 d . . .
C7 C 0.3104(5) 0.4526(6) 0.69340(16) 0.0313(12) Uani 1 1 d . . .
C20 C 0.3679(6) 0.4082(6) 0.56396(15) 0.0337(13) Uani 1 1 d . . .
O3 O 1.0812(5) 0.2637(7) 0.59546(19) 0.0931(19) Uani 1 1 d . . .
C3 C 0.6206(6) 0.1381(7) 0.77240(18) 0.0487(16) Uani 1 1 d . . .
H3 H 0.6074 0.0985 0.7991 0.058 Uiso 1 1 calc R . .
C8 C 0.2712(6) 0.4542(6) 0.73818(16) 0.0331(12) Uani 1 1 d . . .
N99 N 0.6358(7) 0.0402(7) 0.6072(2) 0.0700(18) Uani 1 1 d . . .
C2 C 0.7471(7) 0.1154(8) 0.75617(19) 0.0519(17) Uani 1 1 d . . .
H2 H 0.8234 0.0639 0.7721 0.062 Uiso 1 1 calc R . .
C1 C 0.7604(6) 0.1699(7) 0.71579(18) 0.0474(16) Uani 1 1 d . . .
H1 H 0.8460 0.1514 0.7044 0.057 Uiso 1 1 calc R . .
C21 C 0.2572(6) 0.4270(7) 0.53032(17) 0.0457(15) Uani 1 1 d . . .
H21 H 0.1693 0.4691 0.5351 0.055 Uiso 1 1 calc R . .
N4 N 0.3623(5) 0.5249(6) 0.76818(14) 0.0486(13) Uani 1 1 d . . .
C12 C 0.1461(6) 0.3851(7) 0.74640(18) 0.0435(15) Uani 1 1 d . . .
H12 H 0.0845 0.3393 0.7243 0.052 Uiso 1 1 calc R . .
N6 N 0.2792(6) 0.7454(6) 0.57396(17) 0.0587(15) Uani 1 1 d . . .
C99 C 0.6371(7) -0.0730(8) 0.6226(2) 0.0536(18) Uani 1 1 d . . .
C11 C 0.1137(7) 0.3850(8) 0.7878(2) 0.0557(17) Uani 1 1 d . . .
H11 H 0.0307 0.3371 0.7945 0.067 Uiso 1 1 calc R . .
C9 C 0.3256(8) 0.5263(8) 0.80814(19) 0.0601(19) Uani 1 1 d . . .
H9 H 0.3852 0.5776 0.8296 0.072 Uiso 1 1 calc R . .
C15 C 0.0560(7) 0.7285(9) 0.6033(2) 0.0594(19) Uani 1 1 d . . .
H15 H -0.0015 0.6776 0.6206 0.071 Uiso 1 1 calc R . .
C22 C 0.2786(8) 0.3823(9) 0.48926(18) 0.0585(19) Uani 1 1 d . . .
H22 H 0.2054 0.3951 0.4661 0.070 Uiso 1 1 calc R . .
N98 N 0.6302(9) 0.8022(9) 0.6437(2) 0.104(3) Uani 1 1 d . . .
C23 C 0.4081(8) 0.3191(8) 0.48306(18) 0.0597(19) Uani 1 1 d . . .
H23 H 0.4243 0.2879 0.4558 0.072 Uiso 1 1 calc R . .
C10 C 0.2047(8) 0.4559(8) 0.8190(2) 0.0588(19) Uani 1 1 d . . .
H10 H 0.1852 0.4567 0.8474 0.071 Uiso 1 1 calc R . .
C17 C 0.0916(11) 0.9265(10) 0.5565(2) 0.085(3) Uani 1 1 d . . .
H17 H 0.0592 1.0120 0.5411 0.102 Uiso 1 1 calc R . .
C16 C 0.0063(9) 0.8567(10) 0.5817(3) 0.082(3) Uani 1 1 d . . .
H16 H -0.0852 0.8945 0.5845 0.098 Uiso 1 1 calc R . .
C18 C 0.2266(10) 0.8697(9) 0.5538(2) 0.083(3) Uani 1 1 d . . .
H18 H 0.2855 0.9206 0.5368 0.099 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cd1 N99 2.307(6) . ?
Cd1 N3 2.325(4) . ?
Cd1 N97 2.351(6) . ?
Cd1 O1 2.363(4) . ?
Cd1 N1 2.377(4) . ?
Cd1 N2 2.391(4) . ?
Cd1 O2 2.459(5) . ?
N97 C98 1.130(7) . ?
O2 N7 1.238(6) . ?
N1 C1 1.342(7) . ?
N1 C5 1.348(6) . ?
N2 C19 1.332(6) . ?
N2 C6 1.345(6) . ?
N7 O1 1.236(6) . ?
N7 O3 1.236(6) . ?
N3 C24 1.331(7) . ?
N3 C20 1.350(7) . ?
C4 C5 1.375(7) . ?
C4 C3 1.381(8) . ?
C98 N98 1.275(9) . ?
C5 C6 1.491(7) . ?
C6 C7 1.395(7) . ?
C24 C23 1.381(8) . ?
N5 C13 1.333(6) . ?
N5 C7 1.340(6) . ?
C19 C13 1.396(7) . ?
C19 C20 1.496(7) . ?
C13 C14 1.489(7) . ?
C14 N6 1.333(8) . ?
C14 C15 1.376(8) . ?
C7 C8 1.495(7) . ?
C20 C21 1.378(7) . ?
C3 C2 1.357(8) . ?
C8 N4 1.334(7) . ?
C8 C12 1.370(8) . ?
N99 C99 1.119(9) . ?
C2 C1 1.375(8) . ?
C21 C22 1.385(8) . ?
N4 C9 1.340(7) . ?
C12 C11 1.370(8) . ?
N6 C18 1.336(9) . ?
C99 N98 1.303(10) 1_545 ?
C11 C10 1.357(9) . ?
C9 C10 1.369(9) . ?
C15 C16 1.376(10) . ?
C22 C23 1.366(9) . ?
N98 C99 1.303(10) 1_565 ?
C17 C16 1.345(11) . ?
C17 C18 1.366(11) . ?

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
N99 Cd1 N3 90.9(2) . . ?
N99 Cd1 N97 177.6(2) . . ?
N3 Cd1 N97 88.97(17) . . ?
N99 Cd1 O1 92.1(2) . . ?
N3 Cd1 O1 140.83(16) . . ?
N97 Cd1 O1 86.42(19) . . ?
N99 Cd1 N1 87.20(19) . . ?
N3 Cd1 N1 135.20(15) . . ?
N97 Cd1 N1 94.56(16) . . ?
O1 Cd1 N1 83.96(16) . . ?
N99 Cd1 N2 100.3(2) . . ?
N3 Cd1 N2 68.69(14) . . ?
N97 Cd1 N2 81.95(17) . . ?
O1 Cd1 N2 148.17(16) . . ?
N1 Cd1 N2 67.67(14) . . ?
N99 Cd1 O2 88.9(2) . . ?
N3 Cd1 O2 88.73(16) . . ?
N97 Cd1 O2 88.7(2) . . ?
O1 Cd1 O2 52.32(16) . . ?
N1 Cd1 O2 135.91(16) . . ?
N2 Cd1 O2 155.59(16) . . ?
C98 N97 Cd1 156.1(5) . . ?
N7 O2 Cd1 92.2(3) . . ?
C1 N1 C5 118.2(5) . . ?
C1 N1 Cd1 120.5(4) . . ?
C5 N1 Cd1 120.0(3) . . ?
C19 N2 C6 120.9(4) . . ?
C19 N2 Cd1 113.9(3) . . ?
C6 N2 Cd1 118.7(3) . . ?
O1 N7 O3 120.0(6) . . ?
O1 N7 O2 118.6(5) . . ?
O3 N7 O2 121.4(6) . . ?
N7 O1 Cd1 96.9(3) . . ?
C24 N3 C20 118.9(5) . . ?
C24 N3 Cd1 122.4(4) . . ?
C20 N3 Cd1 118.5(3) . . ?
C5 C4 C3 119.7(5) . . ?
N97 C98 N98 172.1(7) . . ?
N1 C5 C4 121.2(5) . . ?
N1 C5 C6 114.6(4) . . ?
C4 C5 C6 124.2(5) . . ?
N2 C6 C7 118.3(4) . . ?
N2 C6 C5 114.3(4) . . ?
C7 C6 C5 127.4(4) . . ?
N3 C24 C23 122.6(6) . . ?
C13 N5 C7 119.7(4) . . ?
N2 C19 C13 119.4(4) . . ?
N2 C19 C20 113.7(5) . . ?
C13 C19 C20 126.8(5) . . ?
N5 C13 C19 119.8(5) . . ?
N5 C13 C14 114.9(5) . . ?
C19 C13 C14 125.1(5) . . ?
N6 C14 C15 123.3(6) . . ?
N6 C14 C13 115.3(5) . . ?
C15 C14 C13 121.3(6) . . ?
N5 C7 C6 120.6(5) . . ?
N5 C7 C8 115.7(5) . . ?
C6 C7 C8 123.8(5) . . ?
N3 C20 C21 121.3(5) . . ?
N3 C20 C19 115.2(4) . . ?
C21 C20 C19 123.2(5) . . ?
C2 C3 C4 119.2(5) . . ?
N4 C8 C12 123.6(5) . . ?
N4 C8 C7 116.8(5) . . ?
C12 C8 C7 119.5(5) . . ?
C99 N99 Cd1 146.5(6) . . ?
C3 C2 C1 118.8(5) . . ?
N1 C1 C2 122.8(6) . . ?
C20 C21 C22 119.1(6) . . ?
C8 N4 C9 116.3(5) . . ?
C8 C12 C11 118.6(6) . . ?
C14 N6 C18 116.2(6) . . ?
N99 C99 N98 173.4(8) . 1_545 ?
C10 C11 C12 118.9(6) . . ?
N4 C9 C10 123.3(6) . . ?
C14 C15 C16 118.4(7) . . ?
C23 C22 C21 119.4(6) . . ?
C98 N98 C99 126.3(6) . 1_565 ?
C22 C23 C24 118.7(6) . . ?
C11 C10 C9 119.2(6) . . ?
C16 C17 C18 118.9(8) . . ?
C17 C16 C15 119.2(7) . . ?
N6 C18 C17 124.0(8) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C1 H1 O1 0.93 2.51 3.143(8) 125.8 .
C11 H11 N98 0.93 2.62 3.404(9) 142.6 2_546

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.649
_refine_diff_density_min         -0.705
_refine_diff_density_rms         0.084
####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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_cd106
_database_code_depnum_ccdc_archive 'CCDC 1028329'
_audit_update_record             
;
2014-11-17 deposited with the CCDC.
2014-11-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H18 Cd N10 O4'
_chemical_formula_sum            'C26 H18 Cd N10 O4'
_chemical_formula_weight         646.90

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'
Cd Cd -0.8075 1.2024 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/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                   14.204(5)
_cell_length_b                   9.8521(4)
_cell_length_c                   18.7354(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.64(3)
_cell_angle_gamma                90.00
_cell_volume                     2613.2(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    293.5
_cell_measurement_reflns_used    5795
_cell_measurement_theta_min      4.2840
_cell_measurement_theta_max      28.8060

_exptl_crystal_description       pprism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.182
_exptl_crystal_size_mid          0.047
_exptl_crystal_size_min          0.038
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.644
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1296
_exptl_absorpt_coefficient_mu    0.890
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;CrysAlis RED, (2005)
;
_exptl_absorpt_correction_T_min  0.71384
_exptl_absorpt_correction_T_max  1.00000

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293.5
_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  ?
_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            13616
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_av_sigmaI/netI    0.0451
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.41
_diffrn_reflns_theta_max         25.05
_reflns_number_total             4617
_reflns_number_gt                3681
_reflns_threshold_expression     >2sigma(I)

#========================================================================== 
#
# REFINEMENT DATA

_computing_data_collection       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;XP in SHELXTL/PC (Sheldrick, 1990b)
 ORTEP-3 W v. 1.062 (Farrugia 1997)
;
_computing_publication_material  
;SHELXL-97 (Sheldrick, 1997) and
 PLATON (Spek, 1990)
;

_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)+(0.0448P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4617
_refine_ls_number_parameters     370
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0334
_refine_ls_wR_factor_ref         0.0840
_refine_ls_wR_factor_gt          0.0784
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.834335(16) 0.45859(2) 0.793152(12) 0.02885(10) Uani 1 1 d . . .
O1 O 0.99551(18) 0.5186(3) 0.80588(14) 0.0514(7) Uani 1 1 d . . .
O2 O 0.91802(17) 0.6130(3) 0.71608(13) 0.0477(6) Uani 1 1 d . . .
O3 O 1.06112(18) 0.6773(3) 0.74765(14) 0.0533(7) Uani 1 1 d . . .
O99 O 0.87308(17) 0.2764(2) 0.72722(14) 0.0454(6) Uani 1 1 d . . .
N1 N 0.86214(18) 0.3494(3) 0.90660(14) 0.0328(6) Uani 1 1 d . . .
N2 N 0.69155(17) 0.3900(3) 0.83871(12) 0.0258(6) Uani 1 1 d . . .
N3 N 0.70675(18) 0.4844(3) 0.70579(13) 0.0281(6) Uani 1 1 d . . .
N4 N 0.6549(2) 0.1160(3) 0.99810(15) 0.0415(7) Uani 1 1 d . . .
N5 N 0.52673(18) 0.3692(3) 0.90067(13) 0.0307(6) Uani 1 1 d . . .
N6 N 0.45915(19) 0.6310(3) 0.78027(14) 0.0362(7) Uani 1 1 d . . .
N7 N 0.99244(19) 0.6036(3) 0.75636(15) 0.0333(6) Uani 1 1 d . . .
N97 N 0.7967(2) 0.6569(3) 0.85606(17) 0.0469(8) Uani 1 1 d . . .
N98 N 0.7331(3) 0.6834(4) 0.9712(2) 0.0729(11) Uani 1 1 d . . .
N99 N 0.8159(4) 0.7243(7) 1.0859(3) 0.132(2) Uani 1 1 d . . .
C1 C 0.9484(2) 0.3436(4) 0.9403(2) 0.0434(9) Uani 1 1 d . . .
H1 H 1.0003 0.3487 0.9132 0.052 Uiso 1 1 calc R . .
C2 C 0.9641(3) 0.3306(4) 1.0133(2) 0.0499(10) Uani 1 1 d . . .
H2 H 1.0252 0.3229 1.0349 0.060 Uiso 1 1 calc R . .
C3 C 0.8880(3) 0.3290(4) 1.0538(2) 0.0500(10) Uani 1 1 d . . .
H3 H 0.8969 0.3252 1.1035 0.060 Uiso 1 1 calc R . .
C4 C 0.7983(3) 0.3330(4) 1.02009(18) 0.0405(9) Uani 1 1 d . . .
H4 H 0.7457 0.3320 1.0466 0.049 Uiso 1 1 calc R . .
C5 C 0.7875(2) 0.3387(3) 0.94585(16) 0.0284(7) Uani 1 1 d . . .
C6 C 0.6929(2) 0.3444(3) 0.90556(16) 0.0274(7) Uani 1 1 d . . .
C7 C 0.6049(2) 0.3137(3) 0.93220(16) 0.0302(7) Uani 1 1 d . . .
C8 C 0.5918(2) 0.2176(3) 0.99101(17) 0.0342(8) Uani 1 1 d . . .
C9 C 0.6429(3) 0.0234(4) 1.0483(2) 0.0560(11) Uani 1 1 d . . .
H9 H 0.6861 -0.0475 1.0541 0.067 Uiso 1 1 calc R . .
C10 C 0.5693(3) 0.0275(4) 1.0920(2) 0.0582(12) Uani 1 1 d . . .
H10 H 0.5636 -0.0392 1.1265 0.070 Uiso 1 1 calc R . .
C11 C 0.5057(3) 0.1295(5) 1.0841(2) 0.0569(11) Uani 1 1 d . . .
H11 H 0.4554 0.1334 1.1129 0.068 Uiso 1 1 calc R . .
C12 C 0.5165(3) 0.2283(4) 1.03275(19) 0.0427(9) Uani 1 1 d . . .
H12 H 0.4740 0.3000 1.0266 0.051 Uiso 1 1 calc R . .
C13 C 0.5293(2) 0.4341(3) 0.83831(16) 0.0286(7) Uani 1 1 d . . .
C14 C 0.4445(2) 0.5142(3) 0.81397(17) 0.0297(7) Uani 1 1 d . . .
C15 C 0.3550(2) 0.4690(3) 0.82706(19) 0.0382(8) Uani 1 1 d . . .
H15 H 0.3471 0.3881 0.8514 0.046 Uiso 1 1 calc R . .
C16 C 0.2779(3) 0.5469(4) 0.8031(2) 0.0515(10) Uani 1 1 d . . .
H16 H 0.2170 0.5195 0.8110 0.062 Uiso 1 1 calc R . .
C17 C 0.2931(3) 0.6647(4) 0.7677(2) 0.0562(11) Uani 1 1 d . . .
H17 H 0.2422 0.7180 0.7505 0.067 Uiso 1 1 calc R . .
C18 C 0.3838(3) 0.7047(4) 0.7575(2) 0.0495(10) Uani 1 1 d . . .
H18 H 0.3929 0.7860 0.7338 0.059 Uiso 1 1 calc R . .
C19 C 0.6122(2) 0.4266(3) 0.80104(16) 0.0259(7) Uani 1 1 d . . .
C20 C 0.6199(2) 0.4530(3) 0.72415(16) 0.0275(7) Uani 1 1 d . . .
C21 C 0.5436(2) 0.4431(3) 0.67280(17) 0.0339(8) Uani 1 1 d . . .
H21 H 0.4841 0.4191 0.6860 0.041 Uiso 1 1 calc R . .
C22 C 0.5574(3) 0.4693(4) 0.60277(18) 0.0419(9) Uani 1 1 d . . .
H22 H 0.5071 0.4635 0.5679 0.050 Uiso 1 1 calc R . .
C23 C 0.6459(3) 0.5044(4) 0.58407(18) 0.0384(8) Uani 1 1 d . . .
H23 H 0.6562 0.5243 0.5368 0.046 Uiso 1 1 calc R . .
C24 C 0.7186(2) 0.5092(3) 0.63701(17) 0.0331(8) Uani 1 1 d . . .
H24 H 0.7788 0.5308 0.6244 0.040 Uiso 1 1 calc R . .
C98 C 0.7720(3) 0.6713(4) 0.9121(2) 0.0416(9) Uani 1 1 d . . .
C99 C 0.7814(3) 0.7054(5) 1.0312(3) 0.0662(13) Uani 1 1 d . . .
H99A H 0.9196 0.2414 0.7251 0.099 Uiso 1 1 d R . .
H99B H 0.8364 0.2394 0.7151 0.099 Uiso 1 1 d R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cd1 O99 2.272(2) . ?
Cd1 N3 2.355(3) . ?
Cd1 O1 2.358(3) . ?
Cd1 N2 2.362(2) . ?
Cd1 N97 2.365(3) . ?
Cd1 N1 2.386(3) . ?
Cd1 O2 2.468(3) . ?
O1 N7 1.248(4) . ?
O2 N7 1.252(3) . ?
O3 N7 1.237(3) . ?
N1 C1 1.334(4) . ?
N1 C5 1.343(4) . ?
N2 C6 1.329(4) . ?
N2 C19 1.331(4) . ?
N3 C24 1.336(4) . ?
N3 C20 1.343(4) . ?
N4 C9 1.331(4) . ?
N4 C8 1.344(4) . ?
N5 C7 1.332(4) . ?
N5 C13 1.335(4) . ?
N6 C18 1.335(4) . ?
N6 C14 1.337(4) . ?
N97 C98 1.142(5) . ?
N98 C98 1.283(5) . ?
N98 C99 1.287(6) . ?
N99 C99 1.116(6) . ?
C1 C2 1.374(5) . ?
C2 C3 1.369(5) . ?
C3 C4 1.377(5) . ?
C4 C5 1.388(4) . ?
C5 C6 1.487(4) . ?
C6 C7 1.415(4) . ?
C7 C8 1.476(4) . ?
C8 C12 1.379(5) . ?
C9 C10 1.379(6) . ?
C10 C11 1.352(6) . ?
C11 C12 1.386(5) . ?
C13 C19 1.419(4) . ?
C13 C14 1.480(4) . ?
C14 C15 1.388(5) . ?
C15 C16 1.382(5) . ?
C16 C17 1.363(5) . ?
C17 C18 1.375(5) . ?
C19 C20 1.477(4) . ?
C20 C21 1.393(4) . ?
C21 C22 1.367(5) . ?
C22 C23 1.376(5) . ?
C23 C24 1.373(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O99 Cd1 N3 85.07(9) . . ?
O99 Cd1 O1 88.70(9) . . ?
N3 Cd1 O1 136.83(9) . . ?
O99 Cd1 N2 102.90(9) . . ?
N3 Cd1 N2 69.34(9) . . ?
O1 Cd1 N2 152.91(9) . . ?
O99 Cd1 N97 176.50(10) . . ?
N3 Cd1 N97 93.73(10) . . ?
O1 Cd1 N97 89.93(11) . . ?
N2 Cd1 N97 79.70(10) . . ?
O99 Cd1 N1 95.63(9) . . ?
N3 Cd1 N1 136.90(9) . . ?
O1 Cd1 N1 86.20(9) . . ?
N2 Cd1 N1 68.54(9) . . ?
N97 Cd1 N1 87.49(10) . . ?
O99 Cd1 O2 91.12(9) . . ?
N3 Cd1 O2 84.65(8) . . ?
O1 Cd1 O2 52.76(9) . . ?
N2 Cd1 O2 148.90(8) . . ?
N97 Cd1 O2 85.49(10) . . ?
N1 Cd1 O2 138.26(9) . . ?
N7 O1 Cd1 96.77(19) . . ?
N7 O2 Cd1 91.43(19) . . ?
C1 N1 C5 118.3(3) . . ?
C1 N1 Cd1 121.4(2) . . ?
C5 N1 Cd1 116.2(2) . . ?
C6 N2 C19 122.6(3) . . ?
C6 N2 Cd1 119.32(19) . . ?
C19 N2 Cd1 116.50(19) . . ?
C24 N3 C20 118.6(3) . . ?
C24 N3 Cd1 122.7(2) . . ?
C20 N3 Cd1 117.9(2) . . ?
C9 N4 C8 117.2(3) . . ?
C7 N5 C13 120.3(3) . . ?
C18 N6 C14 117.9(3) . . ?
O3 N7 O1 120.7(3) . . ?
O3 N7 O2 120.9(3) . . ?
O1 N7 O2 118.4(3) . . ?
C98 N97 Cd1 131.3(3) . . ?
C98 N98 C99 122.2(4) . . ?
N1 C1 C2 122.9(4) . . ?
C3 C2 C1 118.8(3) . . ?
C2 C3 C4 119.2(4) . . ?
C3 C4 C5 119.0(3) . . ?
N1 C5 C4 121.6(3) . . ?
N1 C5 C6 116.1(3) . . ?
C4 C5 C6 122.2(3) . . ?
N2 C6 C7 117.3(3) . . ?
N2 C6 C5 115.8(3) . . ?
C7 C6 C5 126.8(3) . . ?
N5 C7 C6 119.0(3) . . ?
N5 C7 C8 116.3(3) . . ?
C6 C7 C8 124.7(3) . . ?
N4 C8 C12 122.9(3) . . ?
N4 C8 C7 115.3(3) . . ?
C12 C8 C7 121.7(3) . . ?
N4 C9 C10 123.1(4) . . ?
C11 C10 C9 119.3(4) . . ?
C10 C11 C12 119.2(4) . . ?
C8 C12 C11 118.3(4) . . ?
N5 C13 C19 119.2(3) . . ?
N5 C13 C14 116.5(3) . . ?
C19 C13 C14 124.2(3) . . ?
N6 C14 C15 122.6(3) . . ?
N6 C14 C13 116.8(3) . . ?
C15 C14 C13 120.5(3) . . ?
C16 C15 C14 118.5(3) . . ?
C17 C16 C15 118.6(4) . . ?
C16 C17 C18 119.9(4) . . ?
N6 C18 C17 122.4(4) . . ?
N2 C19 C13 117.0(3) . . ?
N2 C19 C20 116.0(3) . . ?
C13 C19 C20 126.9(3) . . ?
N3 C20 C21 121.2(3) . . ?
N3 C20 C19 115.6(3) . . ?
C21 C20 C19 123.1(3) . . ?
C22 C21 C20 119.1(3) . . ?
C21 C22 C23 119.8(3) . . ?
C24 C23 C22 118.3(3) . . ?
N3 C24 C23 123.0(3) . . ?
N97 C98 N98 172.3(4) . . ?
N99 C99 N98 173.7(6) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O99 H99A N6 0.75 2.05 2.793(4) 175.3 2_646
O99 H99B N97 0.66 2.37 3.005(4) 162.7 2_646
C4 H4 N4 0.93 2.61 2.959(5) 102.6 .
C17 H17 O3 0.93 2.60 3.288(5) 131.3 1_455

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.576
_refine_diff_density_min         -0.452
_refine_diff_density_rms         0.076
####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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_cd68a
_database_code_depnum_ccdc_archive 'CCDC 1028330'
_audit_update_record             
;
2014-10-09 deposited with the CCDC.
2014-11-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H12 Cd N7 O4'
_chemical_formula_sum            'C13 H12 Cd N7 O4'
_chemical_formula_weight         442.70

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   P21/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                   9.4767(3)
_cell_length_b                   12.5129(4)
_cell_length_c                   14.3126(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.191(4)
_cell_angle_gamma                90.00
_cell_volume                     1629.89(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    295.0
_cell_measurement_reflns_used    7337
_cell_measurement_theta_min      3.9460
_cell_measurement_theta_max      29.1120

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.1924
_exptl_crystal_size_mid          0.0869
_exptl_crystal_size_min          0.05331
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.804
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             876
_exptl_absorpt_coefficient_mu    1.375
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;CrysAlis RED, (2005)
;
_exptl_absorpt_correction_T_min  0.76648
_exptl_absorpt_correction_T_max  1.00000

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295.0
_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  ?
_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            14956
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_sigmaI/netI    0.0242
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.38
_diffrn_reflns_theta_max         25.05
_reflns_number_total             2881
_reflns_number_gt                2516
_reflns_threshold_expression     >2sigma(I)

#========================================================================== 
#
# REFINEMENT DATA

_computing_data_collection       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;XP in SHELXTL/PC (Sheldrick, 1990b)
 ORTEP-3 W v. 1.062 (Farrugia 1997)
;
_computing_publication_material  
;SHELXL-97 (Sheldrick, 1997) and
 PLATON (Spek, 1990)
;

_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)+(0.0333P)²+2.1168P] 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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2881
_refine_ls_number_parameters     228
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0341
_refine_ls_R_factor_gt           0.0280
_refine_ls_wR_factor_ref         0.0707
_refine_ls_wR_factor_gt          0.0681
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_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 0.2189(4) 0.7036(3) 0.1787(3) 0.0372(8) Uani 1 1 d . . .
H1 H 0.1305 0.6867 0.1914 0.045 Uiso 1 1 calc R . .
C2 C 0.2882(4) 0.7969(3) 0.2163(3) 0.0392(9) Uani 1 1 d . . .
H2 H 0.2458 0.8433 0.2515 0.047 Uiso 1 1 calc R . .
C3 C 0.4216(4) 0.8201(3) 0.2008(2) 0.0350(8) Uani 1 1 d . . .
H3 H 0.4731 0.8812 0.2276 0.042 Uiso 1 1 calc R . .
C4 C 0.4778(4) 0.7512(3) 0.1450(2) 0.0305(7) Uani 1 1 d . . .
H4 H 0.5682 0.7650 0.1338 0.037 Uiso 1 1 calc R . .
C5 C 0.3986(3) 0.6618(2) 0.1058(2) 0.0246(7) Uani 1 1 d . . .
C6 C 0.4522(3) 0.5815(2) 0.0462(2) 0.0228(6) Uani 1 1 d . . .
C7 C 0.4656(3) 0.3984(2) 0.0198(2) 0.0234(7) Uani 1 1 d . . .
C8 C 0.4282(3) 0.2924(2) 0.0544(2) 0.0244(7) Uani 1 1 d . . .
C9 C 0.5217(4) 0.2062(3) 0.0670(2) 0.0313(7) Uani 1 1 d . . .
H9 H 0.6079 0.2104 0.0482 0.038 Uiso 1 1 calc R . .
C10 C 0.4867(4) 0.1133(3) 0.1079(3) 0.0389(9) Uani 1 1 d . . .
H10 H 0.5482 0.0541 0.1163 0.047 Uiso 1 1 calc R . .
C11 C 0.3599(4) 0.1104(3) 0.1359(3) 0.0414(9) Uani 1 1 d . . .
H11 H 0.3335 0.0490 0.1635 0.050 Uiso 1 1 calc R . .
C12 C 0.2719(4) 0.2001(3) 0.1222(3) 0.0345(8) Uani 1 1 d . . .
H12 H 0.1857 0.1974 0.1412 0.041 Uiso 1 1 calc R . .
N1 N 0.2721(3) 0.6359(2) 0.12472(19) 0.0280(6) Uani 1 1 d . . .
N2 N 0.4184(3) 0.4812(2) 0.06239(19) 0.0244(6) Uani 1 1 d . . .
N3 N 0.3039(3) 0.2907(2) 0.08322(19) 0.0267(6) Uani 1 1 d . . .
N97 N -0.0682(3) 0.5430(2) 0.0696(2) 0.0345(7) Uani 1 1 d . . .
N98 N -0.1392(3) 0.5439(2) 0.1266(2) 0.0355(7) Uani 1 1 d . . .
N99 N -0.2066(5) 0.5462(4) 0.1820(3) 0.0693(12) Uani 1 1 d . . .
N4 N 0.1439(4) 0.3809(3) 0.2681(3) 0.0547(9) Uani 1 1 d . . .
O1 O 0.2441(3) 0.4443(2) 0.2634(2) 0.0489(7) Uani 1 1 d . . .
O2 O 0.0544(3) 0.3452(2) 0.1931(2) 0.0518(7) Uani 1 1 d . . .
O3 O 0.1316(6) 0.3452(4) 0.3677(3) 0.1149(16) Uani 1 1 d . . .
Cd1 Cd 0.17204(2) 0.458875(18) 0.094806(16) 0.02553(10) Uani 1 1 d . . .
C99 C 0.1118(7) 0.8834(6) -0.0718(6) 0.109(2) Uani 1 1 d . . .
H99A H 0.0248 0.8988 -0.0524 0.164 Uiso 1 1 calc R . .
H99B H 0.0965 0.9032 -0.1387 0.164 Uiso 1 1 calc R . .
H99C H 0.1929 0.9234 -0.0319 0.164 Uiso 1 1 calc R . .
O99 O 0.1413(5) 0.7796(4) -0.0613(5) 0.129(2) Uani 1 1 d . . .
H99 H 0.1017 0.7486 -0.1123 0.193 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.336(4) . ?
C1 C2 1.373(5) . ?
C2 C3 1.374(5) . ?
C3 C4 1.380(5) . ?
C4 C5 1.376(5) . ?
C5 N1 1.340(4) . ?
C5 C6 1.496(4) . ?
C6 N2 1.332(4) . ?
C6 C7 1.405(4) 3_665 ?
C7 N2 1.340(4) . ?
C7 C6 1.405(4) 3_665 ?
C7 C8 1.492(4) . ?
C8 N3 1.352(4) . ?
C8 C9 1.376(4) . ?
C9 C10 1.383(5) . ?
C10 C11 1.369(5) . ?
C11 C12 1.380(5) . ?
C12 N3 1.336(4) . ?
N1 Cd1 2.401(3) . ?
N2 Cd1 2.519(3) . ?
N3 Cd1 2.476(3) . ?
N97 N98 1.194(4) . ?
N97 Cd1 2.283(3) 3_565 ?
N97 Cd1 2.442(3) . ?
N98 N99 1.148(4) . ?
N4 O2 1.250(5) . ?
N4 O1 1.253(4) . ?
N4 O3 1.528(5) . ?
O1 Cd1 2.324(3) . ?
O2 Cd1 2.474(3) . ?
Cd1 N97 2.283(3) 3_565 ?
C99 O99 1.329(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 123.3(3) . . ?
C1 C2 C3 118.5(3) . . ?
C2 C3 C4 118.9(3) . . ?
C5 C4 C3 119.2(3) . . ?
N1 C5 C4 122.1(3) . . ?
N1 C5 C6 114.7(3) . . ?
C4 C5 C6 123.0(3) . . ?
N2 C6 C7 119.4(3) . 3_665 ?
N2 C6 C5 113.4(3) . . ?
C7 C6 C5 127.2(3) 3_665 . ?
N2 C7 C6 119.0(3) . 3_665 ?
N2 C7 C8 113.3(3) . . ?
C6 C7 C8 127.6(3) 3_665 . ?
N3 C8 C9 122.1(3) . . ?
N3 C8 C7 115.0(3) . . ?
C9 C8 C7 122.4(3) . . ?
C8 C9 C10 119.5(3) . . ?
C11 C10 C9 118.7(3) . . ?
C10 C11 C12 118.8(3) . . ?
N3 C12 C11 123.4(3) . . ?
C1 N1 C5 117.8(3) . . ?
C1 N1 Cd1 119.6(2) . . ?
C5 N1 Cd1 121.2(2) . . ?
C6 N2 C7 121.5(3) . . ?
C6 N2 Cd1 114.62(19) . . ?
C7 N2 Cd1 116.20(19) . . ?
C12 N3 C8 117.4(3) . . ?
C12 N3 Cd1 121.0(2) . . ?
C8 N3 Cd1 120.39(19) . . ?
N98 N97 Cd1 122.8(2) . 3_565 ?
N98 N97 Cd1 125.6(2) . . ?
Cd1 N97 Cd1 105.31(11) 3_565 . ?
N99 N98 N97 178.9(4) . . ?
O2 N4 O1 121.5(3) . . ?
O2 N4 O3 119.1(4) . . ?
O1 N4 O3 119.4(4) . . ?
N4 O1 Cd1 95.6(2) . . ?
N4 O2 Cd1 88.7(2) . . ?
N97 Cd1 O1 170.51(10) 3_565 . ?
N97 Cd1 N1 103.21(10) 3_565 . ?
O1 Cd1 N1 84.27(9) . . ?
N97 Cd1 N97 74.69(11) 3_565 . ?
O1 Cd1 N97 100.31(10) . . ?
N1 Cd1 N97 86.23(9) . . ?
N97 Cd1 O2 116.56(10) 3_565 . ?
O1 Cd1 O2 54.05(9) . . ?
N1 Cd1 O2 130.33(9) . . ?
N97 Cd1 O2 77.43(9) . . ?
N97 Cd1 N3 90.16(9) 3_565 . ?
O1 Cd1 N3 89.73(9) . . ?
N1 Cd1 N3 127.90(9) . . ?
N97 Cd1 N3 145.44(10) . . ?
O2 Cd1 N3 82.28(9) . . ?
N97 Cd1 N2 88.08(9) 3_565 . ?
O1 Cd1 N2 100.42(9) . . ?
N1 Cd1 N2 65.81(8) . . ?
N97 Cd1 N2 142.99(9) . . ?
O2 Cd1 N2 139.13(9) . . ?
N3 Cd1 N2 64.59(8) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O99 H99 O2 0.82 1.99 2.736(5) 151.6 3_565
C9 H9 O99 0.93 2.33 3.222(7) 159.4 3_665
C12 H12 O2 0.93 2.46 3.121(4) 128.3 .

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.649
_refine_diff_density_min         -0.583
_refine_diff_density_rms         0.077
####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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_cd99
_database_code_depnum_ccdc_archive 'CCDC 1028331'
_audit_update_record             
;
2014-10-09 deposited with the CCDC.
2014-11-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H8 Cd N9'
_chemical_formula_sum            'C12 H8 Cd N9'
_chemical_formula_weight         390.67

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'
Cd Cd -0.8075 1.2024 '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'
H H 0.0000 0.0000 '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                   7.9227(7)
_cell_length_b                   8.9657(9)
_cell_length_c                   10.1460(10)
_cell_angle_alpha                74.850(8)
_cell_angle_beta                 74.240(8)
_cell_angle_gamma                83.61(3)
_cell_volume                     668.87(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    295.0
_cell_measurement_reflns_used    3271
_cell_measurement_theta_min      3.8090
_cell_measurement_theta_max      29.3850

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.492
_exptl_crystal_size_mid          0.147
_exptl_crystal_size_min          0.087
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.940
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             382
_exptl_absorpt_coefficient_mu    1.644
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;CrysAlis RED, (2005)
;
_exptl_absorpt_correction_T_min  0.66761
_exptl_absorpt_correction_T_max  1.00000

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295.0
_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  ?
_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            6136
_diffrn_reflns_av_R_equivalents  0.0392
_diffrn_reflns_av_sigmaI/netI    0.0387
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.49
_diffrn_reflns_theta_max         25.05
_reflns_number_total             2363
_reflns_number_gt                2212
_reflns_threshold_expression     >2sigma(I)

#========================================================================== 
#
# REFINEMENT DATA

_computing_data_collection       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;XP in SHELXTL/PC (Sheldrick, 1990b)
 ORTEP-3 W v. 1.062 (Farrugia 1997)
;
_computing_publication_material  
;SHELXL-97 (Sheldrick, 1997) and
 PLATON (Spek, 1990)
;

_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)+(0.0320P)²+0.2585P] 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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2363
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0304
_refine_ls_R_factor_gt           0.0282
_refine_ls_wR_factor_ref         0.0652
_refine_ls_wR_factor_gt          0.0640
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.20178(2) 0.87457(2) 0.46181(2) 0.02862(10) Uani 1 1 d . . .
N1 N 0.3079(3) 0.6518(3) 0.6300(3) 0.0326(6) Uani 1 1 d . . .
N2 N 0.1262(3) 0.6041(3) 0.4611(3) 0.0261(5) Uani 1 1 d . . .
N3 N -0.1577(3) 0.1548(3) 0.7572(3) 0.0284(6) Uani 1 1 d . . .
N96 N 0.4725(4) 0.9354(4) 0.3270(3) 0.0474(8) Uani 1 1 d . . .
N95 N 0.6000(4) 0.9514(3) 0.3580(3) 0.0344(6) Uani 1 1 d . . .
N97 N -0.1363(5) 0.6837(4) 0.8292(4) 0.0593(9) Uani 1 1 d . . .
N99 N -0.0714(3) 0.8657(3) 0.6119(3) 0.0349(6) Uani 1 1 d . . .
N98 N -0.1035(3) 0.7735(3) 0.7220(3) 0.0330(6) Uani 1 1 d . . .
N94 N 0.2693(4) 1.0298(4) 0.6209(4) 0.0585(9) Uani 1 1 d . . .
C12 C -0.2267(4) 0.0536(3) 0.8774(3) 0.0370(8) Uani 1 1 d . . .
H12 H -0.2762 -0.0336 0.8727 0.044 Uiso 1 1 calc R . .
C7 C -0.0274(4) 0.3951(3) 0.6265(3) 0.0240(6) Uani 1 1 d . . .
C10 C -0.1545(5) 0.2002(4) 1.0157(4) 0.0427(8) Uani 1 1 d . . .
H10 H -0.1532 0.2145 1.1029 0.051 Uiso 1 1 calc R . .
C9 C -0.0831(4) 0.3064(3) 0.8934(3) 0.0340(7) Uani 1 1 d . . .
H9 H -0.0343 0.3947 0.8966 0.041 Uiso 1 1 calc R . .
C5 C 0.2420(4) 0.5109(3) 0.6591(3) 0.0275(6) Uani 1 1 d . . .
C6 C 0.1062(4) 0.5015(3) 0.5849(3) 0.0254(6) Uani 1 1 d . . .
C1 C 0.4379(4) 0.6630(4) 0.6871(4) 0.0437(9) Uani 1 1 d . . .
H1 H 0.4843 0.7594 0.6682 0.052 Uiso 1 1 calc R . .
C4 C 0.3068(4) 0.3823(3) 0.7425(4) 0.0368(8) Uani 1 1 d . . .
H4 H 0.2611 0.2861 0.7589 0.044 Uiso 1 1 calc R . .
C8 C -0.0850(4) 0.2800(3) 0.7655(3) 0.0263(6) Uani 1 1 d . . .
C2 C 0.5064(5) 0.5408(4) 0.7718(5) 0.0496(10) Uani 1 1 d . . .
H2 H 0.5971 0.5544 0.8090 0.060 Uiso 1 1 calc R . .
C11 C -0.2279(5) 0.0723(4) 1.0070(4) 0.0443(9) Uani 1 1 d . . .
H11 H -0.2778 -0.0006 1.0885 0.053 Uiso 1 1 calc R . .
C3 C 0.4397(5) 0.3974(4) 0.8013(4) 0.0492(10) Uani 1 1 d . . .
H3 H 0.4831 0.3125 0.8596 0.059 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cd1 N96 2.246(3) . ?
Cd1 N99 2.279(3) . ?
Cd1 N3 2.424(3) 2_566 ?
Cd1 N99 2.454(3) 2_576 ?
Cd1 N1 2.497(3) . ?
Cd1 N2 2.564(2) . ?
Cd1 N94 2.576(3) . ?
N1 C1 1.335(4) . ?
N1 C5 1.351(4) . ?
N2 C6 1.331(4) . ?
N2 C7 1.332(4) 2_566 ?
N3 C12 1.334(4) . ?
N3 C8 1.349(4) . ?
N3 Cd1 2.424(3) 2_566 ?
N96 N95 1.170(4) . ?
N95 N94 1.151(4) 2_676 ?
N97 N98 1.155(4) . ?
N99 N98 1.186(4) . ?
N99 Cd1 2.454(3) 2_576 ?
N94 N95 1.151(4) 2_676 ?
C12 C11 1.366(5) . ?
C12 H12 0.9300 . ?
C7 N2 1.332(4) 2_566 ?
C7 C6 1.407(4) . ?
C7 C8 1.502(4) . ?
C10 C9 1.374(5) . ?
C10 C11 1.374(5) . ?
C10 H10 0.9300 . ?
C9 C8 1.383(4) . ?
C9 H9 0.9300 . ?
C5 C4 1.380(4) . ?
C5 C6 1.491(4) . ?
C1 C2 1.364(5) . ?
C1 H1 0.9300 . ?
C4 C3 1.378(5) . ?
C4 H4 0.9300 . ?
C2 C3 1.374(5) . ?
C2 H2 0.9300 . ?
C11 H11 0.9300 . ?
C3 H3 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N96 Cd1 N99 166.71(10) . . ?
N96 Cd1 N3 82.88(10) . 2_566 ?
N99 Cd1 N3 105.07(9) . 2_566 ?
N96 Cd1 N99 94.38(11) . 2_576 ?
N99 Cd1 N99 76.39(11) . 2_576 ?
N3 Cd1 N99 82.83(9) 2_566 2_576 ?
N96 Cd1 N1 94.15(11) . . ?
N99 Cd1 N1 90.76(9) . . ?
N3 Cd1 N1 121.19(8) 2_566 . ?
N99 Cd1 N1 155.35(9) 2_576 . ?
N96 Cd1 N2 111.68(10) . . ?
N99 Cd1 N2 81.55(9) . . ?
N3 Cd1 N2 63.77(8) 2_566 . ?
N99 Cd1 N2 133.17(9) 2_576 . ?
N1 Cd1 N2 63.31(8) . . ?
N96 Cd1 N94 84.68(11) . . ?
N99 Cd1 N94 83.72(11) . . ?
N3 Cd1 N94 153.83(11) 2_566 . ?
N99 Cd1 N94 75.26(11) 2_576 . ?
N1 Cd1 N94 82.57(10) . . ?
N2 Cd1 N94 142.40(10) . . ?
C1 N1 C5 117.3(3) . . ?
C1 N1 Cd1 122.4(2) . . ?
C5 N1 Cd1 120.11(19) . . ?
C6 N2 C7 121.7(2) . 2_566 ?
C6 N2 Cd1 114.64(18) . . ?
C7 N2 Cd1 113.80(17) 2_566 . ?
C12 N3 C8 117.9(3) . . ?
C12 N3 Cd1 119.1(2) . 2_566 ?
C8 N3 Cd1 122.55(19) . 2_566 ?
N95 N96 Cd1 130.6(3) . . ?
N94 N95 N96 175.4(4) 2_676 . ?
N98 N99 Cd1 121.3(2) . . ?
N98 N99 Cd1 130.5(2) . 2_576 ?
Cd1 N99 Cd1 103.61(11) . 2_576 ?
N97 N98 N99 179.3(4) . . ?
N95 N94 Cd1 130.8(3) 2_676 . ?
N3 C12 C11 122.9(3) . . ?
N3 C12 H12 118.5 . . ?
C11 C12 H12 118.5 . . ?
N2 C7 C6 119.3(3) 2_566 . ?
N2 C7 C8 112.4(2) 2_566 . ?
C6 C7 C8 128.2(3) . . ?
C9 C10 C11 118.9(3) . . ?
C9 C10 H10 120.5 . . ?
C11 C10 H10 120.5 . . ?
C10 C9 C8 118.9(3) . . ?
C10 C9 H9 120.5 . . ?
C8 C9 H9 120.5 . . ?
N1 C5 C4 121.9(3) . . ?
N1 C5 C6 115.5(3) . . ?
C4 C5 C6 122.4(3) . . ?
N2 C6 C7 119.0(3) . . ?
N2 C6 C5 112.7(2) . . ?
C7 C6 C5 128.2(3) . . ?
N1 C1 C2 123.7(3) . . ?
N1 C1 H1 118.2 . . ?
C2 C1 H1 118.2 . . ?
C3 C4 C5 119.6(3) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
N3 C8 C9 122.1(3) . . ?
N3 C8 C7 114.0(3) . . ?
C9 C8 C7 123.6(3) . . ?
C1 C2 C3 119.1(3) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 H2 120.4 . . ?
C12 C11 C10 119.3(3) . . ?
C12 C11 H11 120.4 . . ?
C10 C11 H11 120.4 . . ?
C2 C3 C4 118.4(3) . . ?
C2 C3 H3 120.8 . . ?
C4 C3 H3 120.8 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C1 H1 N95 0.93 2.57 3.357(4) 143.0 2_676
C2 H2 N97 0.93 2.60 3.476(5) 157.7 1_655
C9 H9 N97 0.93 2.60 3.274(4) 130.2 .
C11 H11 N95 0.93 2.58 3.375(4) 144.1 1_446

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.530
_refine_diff_density_min         -0.587
_refine_diff_density_rms         0.091
