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

data_global
_publ_requested_journal          ?
_journal_coden_Cambridge         ?
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ? 

_publ_contact_author_name        
'Ming-Hua Zeng'
_publ_contact_author_address    
'No.15, Yucai Road, GuangXi Normal University, Guilin, China'
_publ_contact_author_email       ZMH@MAILBOX.GXNU.EDU.CN

_publ_section_title              
;
Effects of Substituent Groups on the 
Structures and Lminescent Properties
 of 2D/3D CdII Complexes Based on the
 Benzimidazole Carboxylate Ligands
;

_publ_section_abstract   
;
Three new Cd(II) complexes of formulae 
[Cd(bic)(adp)0.5]  (1), [Cd(mbic) (adp)0.5]?H2O 
 (2) and [Cd(hbic) (adp)0.5]?H2O (3) 
(Hbic = 1H-benzoimidazole-5-carboxylic acid,
 Hmbic = 2-methyl-1H-benzoimidazole-5-carboxylic 
acid, Hhbic = 2-hydroxyethyl-1H-benzoimidazole-5-carboxylic
 acid, H2adp = adipic acid), have been prepared 
by the hydrothermal reaction of co-ligand adp2- 
with Cd(II) ions in the presence of different 
benzimidazole carboxylic ligands. 1 exhibits a 
3D framework constructed from 1D infinite [Cd(COO)]n 
units which are connected by the adp ligand with 
trans-(��2-��1)-(��2-��1)-��4 mode and bic ligand 
with a new conformation of trans-(��1-��1)-(��1)-��3. 2
 features an unusual [Cd2(COO)4] paddle-wheel 
dinuclear SBU (secondary building unit), which 
is bridged into a 2D sheet by adp ligand with 
bis(bidentate) mode and mbic ligand with cis-(��1-��1)-(��1)-��3 
fashion. For 3, the metal center is connected into 
a 1D double chain by the hbic ligand in (��1)-(��1-��1)-��2 
fashion, which is further linked by the trans-(��2-��1)-(��2-��1)-��4  
adp ligands to form a 2D layer architecture. The luminescence
 properties of these complexes have been investigated in the
 solid state at room temperature.
; 

loop_
_publ_author_name
'Yi-Xia Ren.'
'Guo-Yun Wu.'
'Mohamedally Kurmoo.'
'Ming-Hua Zeng.'

_publ_author_address   
'No.15, Yucai Road, GuangXi Normal University, Guilin, China' 
 
   
data_1 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C11 H9 Cd N2 O4' 
_chemical_formula_weight          345.60 
 
loop_ 
 _atom_type_symbol 
 _atom_type_description 
 _atom_type_scat_dispersion_real 
 _atom_type_scat_dispersion_imag 
 _atom_type_scat_source 
 'C'  'C'   0.0033   0.0016 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'H'  'H'   0.0000   0.0000 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'N'  'N'   0.0061   0.0033 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'O'  'O'   0.0106   0.0060 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'Cd'  'Cd'  -0.8075   1.2024 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting            monoclinic 
_symmetry_space_group_name_H-M    P2(1)/c 
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, y+1/2, -z+1/2' 
 '-x, -y, -z' 
 'x, -y-1/2, z-1/2' 
 
_cell_length_a                    8.1168(12) 
_cell_length_b                    16.788(3) 
_cell_length_c                    7.9183(12) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  98.491(2) 
_cell_angle_gamma                 90.00 
_cell_volume                      1067.2(3) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     173(2) 
_cell_measurement_reflns_used     ? 
_cell_measurement_theta_min       ? 
_cell_measurement_theta_max       ? 
 
_exptl_crystal_description        ? 
_exptl_crystal_colour             ? 
_exptl_crystal_size_max           0.20 
_exptl_crystal_size_mid           0.18 
_exptl_crystal_size_min           0.15 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     2.151 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              676 
_exptl_absorpt_coefficient_mu     2.055 
_exptl_absorpt_correction_type    multi-scans 
_exptl_absorpt_correction_T_min   0.670
_exptl_absorpt_correction_T_max   0.735
_exptl_absorpt_process_details    ? 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       173(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   ? 
_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             4767 
_diffrn_reflns_av_R_equivalents   0.0223 
_diffrn_reflns_av_sigmaI/netI     0.0309 
_diffrn_reflns_limit_h_min        -9 
_diffrn_reflns_limit_h_max        8 
_diffrn_reflns_limit_k_min        -16 
_diffrn_reflns_limit_k_max        20 
_diffrn_reflns_limit_l_min        -9 
_diffrn_reflns_limit_l_max        9 
_diffrn_reflns_theta_min          2.43 
_diffrn_reflns_theta_max          25.99 
_reflns_number_total              2064 
_reflns_number_gt                 1706 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        ? 
_computing_cell_refinement        ? 
_computing_data_reduction         ? 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     ? 
_computing_publication_material   ? 
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
; 
 
_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc  
_refine_ls_weighting_details 
 'calc w=1/[σ²(Fo²)+(0.0285P)²+1.2031P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     mixed 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          2064 
_refine_ls_number_parameters      163 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0355 
_refine_ls_R_factor_gt            0.0247 
_refine_ls_wR_factor_ref          0.0615 
_refine_ls_wR_factor_gt           0.0568 
_refine_ls_goodness_of_fit_ref    1.079 
_refine_ls_restrained_S_all       1.079 
_refine_ls_shift/su_max           0.000 
_refine_ls_shift/su_mean          0.000 
 
loop_ 
 _atom_site_label 
 _atom_site_type_symbol 
 _atom_site_fract_x 
 _atom_site_fract_y 
 _atom_site_fract_z 
 _atom_site_U_iso_or_equiv 
 _atom_site_adp_type 
 _atom_site_occupancy 
 _atom_site_symmetry_multiplicity 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
Cd1 Cd 0.28978(3) 0.263001(14) 0.12648(3) 0.01300(9) Uani 1 1 d . . . 
O3 O 0.3537(3) 0.31581(14) 0.3912(3) 0.0154(5) Uani 1 1 d . . . 
O4 O 0.5402(3) 0.31019(15) 0.6201(3) 0.0206(6) Uani 1 1 d . . . 
O1 O -0.2016(3) 0.64804(15) 0.2753(3) 0.0218(6) Uani 1 1 d . . . 
O2 O -0.3605(3) 0.62984(14) 0.0205(3) 0.0193(5) Uani 1 1 d . . . 
N1 N 0.0181(3) 0.30365(17) 0.0714(4) 0.0161(6) Uani 1 1 d . . . 
N2 N -0.2125(4) 0.33460(17) -0.1042(4) 0.0182(7) Uani 1 1 d . . . 
H2A H -0.2959 0.3299 -0.1883 0.022 Uiso 1 1 calc R . . 
C1 C -0.0894(4) 0.2821(2) -0.0627(4) 0.0170(7) Uani 1 1 d . . . 
H1A H -0.0802 0.2340 -0.1236 0.020 Uiso 1 1 calc R . . 
C2 C -0.0398(4) 0.3771(2) 0.1198(4) 0.0131(7) Uani 1 1 d . . . 
C3 C -0.1849(4) 0.3974(2) 0.0086(4) 0.0144(7) Uani 1 1 d . . . 
C4 C -0.2627(4) 0.4706(2) 0.0163(4) 0.0157(7) Uani 1 1 d . . . 
H4A H -0.3592 0.4845 -0.0611 0.019 Uiso 1 1 calc R . . 
C5 C -0.1918(4) 0.5227(2) 0.1436(4) 0.0140(7) Uani 1 1 d . . . 
C6 C -0.0524(4) 0.5004(2) 0.2619(4) 0.0167(7) Uani 1 1 d . . . 
H6A H -0.0109 0.5364 0.3506 0.020 Uiso 1 1 calc R . . 
C7 C 0.0253(4) 0.4281(2) 0.2526(4) 0.0171(8) Uani 1 1 d . . . 
H7A H 0.1191 0.4135 0.3330 0.021 Uiso 1 1 calc R . . 
C8 C -0.2589(4) 0.6064(2) 0.1473(4) 0.0164(7) Uani 1 1 d . . . 
C9 C 0.4913(4) 0.3388(2) 0.4759(4) 0.0157(7) Uani 1 1 d . . . 
C10 C 0.5893(5) 0.4038(2) 0.4043(5) 0.0222(8) Uani 1 1 d . . . 
H10A H 0.5430 0.4126 0.2829 0.027 Uiso 1 1 calc R . . 
H10B H 0.7064 0.3863 0.4091 0.027 Uiso 1 1 calc R . . 
C11 C 0.5855(5) 0.4822(2) 0.5016(6) 0.0318(10) Uani 1 1 d . . . 
H11A H 0.6350 0.4732 0.6220 0.038 Uiso 1 1 calc R . . 
H11B H 0.6565 0.5213 0.4526 0.038 Uiso 1 1 calc R . . 
 
 
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
; 
 
loop_ 
 _geom_bond_atom_site_label_1 
 _geom_bond_atom_site_label_2 
 _geom_bond_distance 
 _geom_bond_site_symmetry_2 
 _geom_bond_publ_flag 
Cd1 O1 2.238(2) 2_545 ? 
Cd1 O2 2.262(2) 3_565 ? 
Cd1 O3 2.264(2) . ? 
Cd1 N1 2.288(3) . ? 
Cd1 O4 2.382(2) 4_565 ? 
Cd1 O3 2.404(2) 4_565 ? 
Cd1 C9 2.755(3) 4_565 ? 
O3 C9 1.275(4) . ? 
O3 Cd1 2.404(2) 4_566 ? 
O4 C9 1.248(4) . ? 
O4 Cd1 2.382(2) 4_566 ? 
O1 C8 1.263(4) . ? 
O1 Cd1 2.238(2) 2 ? 
O2 C8 1.264(4) . ? 
O2 Cd1 2.262(2) 3_565 ? 
N1 C1 1.322(4) . ? 
N1 C2 1.394(4) . ? 
N2 C1 1.336(4) . ? 
N2 C3 1.379(4) . ? 
N2 H2A 0.8800 . ? 
C1 H1A 0.9500 . ? 
C2 C7 1.398(5) . ? 
C2 C3 1.405(5) . ? 
C3 C4 1.387(5) . ? 
C4 C5 1.393(5) . ? 
C4 H4A 0.9500 . ? 
C5 C6 1.409(5) . ? 
C5 C8 1.509(5) . ? 
C6 C7 1.374(5) . ? 
C6 H6A 0.9500 . ? 
C7 H7A 0.9500 . ? 
C9 C10 1.509(5) . ? 
C9 Cd1 2.755(3) 4_566 ? 
C10 C11 1.528(5) . ? 
C10 H10A 0.9900 . ? 
C10 H10B 0.9900 . ? 
C11 C11 1.508(8) 3_666 ? 
C11 H11A 0.9900 . ? 
C11 H11B 0.9900 . ? 
 
loop_ 
 _geom_angle_atom_site_label_1 
 _geom_angle_atom_site_label_2 
 _geom_angle_atom_site_label_3 
 _geom_angle 
 _geom_angle_site_symmetry_1 
 _geom_angle_site_symmetry_3 
 _geom_angle_publ_flag 
O1 Cd1 O2 169.51(9) 2_545 3_565 ? 
O1 Cd1 O3 93.28(9) 2_545 . ? 
O2 Cd1 O3 97.12(8) 3_565 . ? 
O1 Cd1 N1 88.56(10) 2_545 . ? 
O2 Cd1 N1 88.60(9) 3_565 . ? 
O3 Cd1 N1 98.18(9) . . ? 
O1 Cd1 O4 83.12(9) 2_545 4_565 ? 
O2 Cd1 O4 96.72(9) 3_565 4_565 ? 
O3 Cd1 O4 98.16(8) . 4_565 ? 
N1 Cd1 O4 162.04(9) . 4_565 ? 
O1 Cd1 O3 84.92(8) 2_545 4_565 ? 
O2 Cd1 O3 86.48(8) 3_565 4_565 ? 
O3 Cd1 O3 152.48(11) . 4_565 ? 
N1 Cd1 O3 109.20(9) . 4_565 ? 
O4 Cd1 O3 54.34(8) 4_565 4_565 ? 
O1 Cd1 C9 81.74(9) 2_545 4_565 ? 
O2 Cd1 C9 93.35(9) 3_565 4_565 ? 
O3 Cd1 C9 125.01(10) . 4_565 ? 
N1 Cd1 C9 136.02(10) . 4_565 ? 
O4 Cd1 C9 26.88(9) 4_565 4_565 ? 
O3 Cd1 C9 27.54(9) 4_565 4_565 ? 
C9 O3 Cd1 132.0(2) . . ? 
C9 O3 Cd1 91.8(2) . 4_566 ? 
Cd1 O3 Cd1 117.11(10) . 4_566 ? 
C9 O4 Cd1 93.5(2) . 4_566 ? 
C8 O1 Cd1 131.2(2) . 2 ? 
C8 O2 Cd1 118.1(2) . 3_565 ? 
C1 N1 C2 104.7(3) . . ? 
C1 N1 Cd1 125.1(2) . . ? 
C2 N1 Cd1 124.5(2) . . ? 
C1 N2 C3 107.5(3) . . ? 
C1 N2 H2A 126.2 . . ? 
C3 N2 H2A 126.2 . . ? 
N1 C1 N2 113.5(3) . . ? 
N1 C1 H1A 123.3 . . ? 
N2 C1 H1A 123.3 . . ? 
N1 C2 C7 130.1(3) . . ? 
N1 C2 C3 109.1(3) . . ? 
C7 C2 C3 120.8(3) . . ? 
N2 C3 C4 132.4(3) . . ? 
N2 C3 C2 105.2(3) . . ? 
C4 C3 C2 122.1(3) . . ? 
C3 C4 C5 116.5(3) . . ? 
C3 C4 H4A 121.8 . . ? 
C5 C4 H4A 121.8 . . ? 
C4 C5 C6 121.3(3) . . ? 
C4 C5 C8 119.1(3) . . ? 
C6 C5 C8 119.4(3) . . ? 
C7 C6 C5 121.9(3) . . ? 
C7 C6 H6A 119.1 . . ? 
C5 C6 H6A 119.1 . . ? 
C6 C7 C2 117.1(3) . . ? 
C6 C7 H7A 121.4 . . ? 
C2 C7 H7A 121.4 . . ? 
O2 C8 O1 125.7(3) . . ? 
O2 C8 C5 118.0(3) . . ? 
O1 C8 C5 116.1(3) . . ? 
O4 C9 O3 120.1(3) . . ? 
O4 C9 C10 120.5(3) . . ? 
O3 C9 C10 119.3(3) . . ? 
O4 C9 Cd1 59.65(18) . 4_566 ? 
O3 C9 Cd1 60.69(17) . 4_566 ? 
C10 C9 Cd1 172.0(2) . 4_566 ? 
C9 C10 C11 112.5(3) . . ? 
C9 C10 H10A 109.1 . . ? 
C11 C10 H10A 109.1 . . ? 
C9 C10 H10B 109.1 . . ? 
C11 C10 H10B 109.1 . . ? 
H10A C10 H10B 107.8 . . ? 
C11 C11 C10 114.8(4) 3_666 . ? 
C11 C11 H11A 108.6 3_666 . ? 
C10 C11 H11A 108.6 . . ? 
C11 C11 H11B 108.6 3_666 . ? 
C10 C11 H11B 108.6 . . ? 
H11A C11 H11B 107.5 . . ? 
 
loop_ 
 _geom_torsion_atom_site_label_1 
 _geom_torsion_atom_site_label_2 
 _geom_torsion_atom_site_label_3 
 _geom_torsion_atom_site_label_4 
 _geom_torsion 
 _geom_torsion_site_symmetry_1 
 _geom_torsion_site_symmetry_2 
 _geom_torsion_site_symmetry_3 
 _geom_torsion_site_symmetry_4 
 _geom_torsion_publ_flag 
O1 Cd1 O3 C9 117.3(3) 2_545 . . . ? 
O2 Cd1 O3 C9 -64.1(3) 3_565 . . . ? 
N1 Cd1 O3 C9 -153.7(3) . . . . ? 
O4 Cd1 O3 C9 33.7(3) 4_565 . . . ? 
O3 Cd1 O3 C9 31.9(3) 4_565 . . . ? 
C9 Cd1 O3 C9 35.0(4) 4_565 . . . ? 
O1 Cd1 O3 Cd1 -3.27(12) 2_545 . . 4_566 ? 
O2 Cd1 O3 Cd1 175.34(10) 3_565 . . 4_566 ? 
N1 Cd1 O3 Cd1 85.74(12) . . . 4_566 ? 
O4 Cd1 O3 Cd1 -86.78(11) 4_565 . . 4_566 ? 
O3 Cd1 O3 Cd1 -88.6(2) 4_565 . . 4_566 ? 
C9 Cd1 O3 Cd1 -85.48(13) 4_565 . . 4_566 ? 
O1 Cd1 N1 C1 -79.5(3) 2_545 . . . ? 
O2 Cd1 N1 C1 90.4(3) 3_565 . . . ? 
O3 Cd1 N1 C1 -172.6(3) . . . . ? 
O4 Cd1 N1 C1 -17.3(5) 4_565 . . . ? 
O3 Cd1 N1 C1 4.6(3) 4_565 . . . ? 
C9 Cd1 N1 C1 -3.0(3) 4_565 . . . ? 
O1 Cd1 N1 C2 131.3(3) 2_545 . . . ? 
O2 Cd1 N1 C2 -58.8(3) 3_565 . . . ? 
O3 Cd1 N1 C2 38.2(3) . . . . ? 
O4 Cd1 N1 C2 -166.5(3) 4_565 . . . ? 
O3 Cd1 N1 C2 -144.6(2) 4_565 . . . ? 
C9 Cd1 N1 C2 -152.2(2) 4_565 . . . ? 
C2 N1 C1 N2 -0.6(4) . . . . ? 
Cd1 N1 C1 N2 -154.8(2) . . . . ? 
C3 N2 C1 N1 1.1(4) . . . . ? 
C1 N1 C2 C7 -179.4(4) . . . . ? 
Cd1 N1 C2 C7 -25.0(5) . . . . ? 
C1 N1 C2 C3 0.0(4) . . . . ? 
Cd1 N1 C2 C3 154.3(2) . . . . ? 
C1 N2 C3 C4 173.2(4) . . . . ? 
C1 N2 C3 C2 -1.0(4) . . . . ? 
N1 C2 C3 N2 0.7(4) . . . . ? 
C7 C2 C3 N2 -179.9(3) . . . . ? 
N1 C2 C3 C4 -174.3(3) . . . . ? 
C7 C2 C3 C4 5.1(5) . . . . ? 
N2 C3 C4 C5 -175.1(3) . . . . ? 
C2 C3 C4 C5 -1.6(5) . . . . ? 
C3 C4 C5 C6 -2.4(5) . . . . ? 
C3 C4 C5 C8 173.5(3) . . . . ? 
C4 C5 C6 C7 3.2(5) . . . . ? 
C8 C5 C6 C7 -172.6(3) . . . . ? 
C5 C6 C7 C2 0.1(5) . . . . ? 
N1 C2 C7 C6 175.1(3) . . . . ? 
C3 C2 C7 C6 -4.2(5) . . . . ? 
Cd1 O2 C8 O1 56.6(4) 3_565 . . . ? 
Cd1 O2 C8 C5 -120.0(3) 3_565 . . . ? 
Cd1 O1 C8 O2 17.6(5) 2 . . . ? 
Cd1 O1 C8 C5 -165.7(2) 2 . . . ? 
C4 C5 C8 O2 -10.2(5) . . . . ? 
C6 C5 C8 O2 165.8(3) . . . . ? 
C4 C5 C8 O1 172.9(3) . . . . ? 
C6 C5 C8 O1 -11.1(5) . . . . ? 
Cd1 O4 C9 O3 -6.0(3) 4_566 . . . ? 
Cd1 O4 C9 C10 170.8(3) 4_566 . . . ? 
Cd1 O3 C9 O4 -124.0(3) . . . . ? 
Cd1 O3 C9 O4 5.9(3) 4_566 . . . ? 
Cd1 O3 C9 C10 59.2(4) . . . . ? 
Cd1 O3 C9 C10 -170.9(3) 4_566 . . . ? 
Cd1 O3 C9 Cd1 -129.9(3) . . . 4_566 ? 
O4 C9 C10 C11 -68.1(4) . . . . ? 
O3 C9 C10 C11 108.6(4) . . . . ? 
Cd1 C9 C10 C11 21(2) 4_566 . . . ? 
C9 C10 C11 C11 -61.3(6) . . . 3_666 ? 
 
_diffrn_measured_fraction_theta_max    0.991 
_diffrn_reflns_theta_full              25.99 
_diffrn_measured_fraction_theta_full   0.991 
_refine_diff_density_max    1.168 
_refine_diff_density_min   -0.522 
_refine_diff_density_rms    0.114 

 
data_2 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C12 H13 Cd N2 O5' 
_chemical_formula_weight          377.64 
 
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            triclinic
_symmetry_space_group_name_H-M    P-1
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, -y, -z' 
 
_cell_length_a                    8.3562(14) 
_cell_length_b                    9.3356(16) 
_cell_length_c                    9.3443(16) 
_cell_angle_alpha                 62.605(2) 
_cell_angle_beta                  89.857(3) 
_cell_angle_gamma                 85.559(3) 
_cell_volume                      644.81(19) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     173(2) 
_cell_measurement_reflns_used     ? 
_cell_measurement_theta_min       ? 
_cell_measurement_theta_max       ? 
 
_exptl_crystal_description        ? 
_exptl_crystal_colour             ? 
_exptl_crystal_size_max           0.30 
_exptl_crystal_size_mid           0.25 
_exptl_crystal_size_min           0.20 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.945 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              374 
_exptl_absorpt_coefficient_mu     1.715 
_exptl_absorpt_correction_type    multi-scans 
_exptl_absorpt_correction_T_min   0.604 
_exptl_absorpt_correction_T_max   0.710
_exptl_absorpt_process_details    ? 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       173(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   ? 
_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             5044 
_diffrn_reflns_av_R_equivalents   0.0163 
_diffrn_reflns_av_sigmaI/netI     0.0230 
_diffrn_reflns_limit_h_min        -10 
_diffrn_reflns_limit_h_max        10 
_diffrn_reflns_limit_k_min        -11 
_diffrn_reflns_limit_k_max        11 
_diffrn_reflns_limit_l_min        -11 
_diffrn_reflns_limit_l_max        11 
_diffrn_reflns_theta_min          2.45 
_diffrn_reflns_theta_max          26.00 
_reflns_number_total              2502 
_reflns_number_gt                 2330 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        ? 
_computing_cell_refinement        ? 
_computing_data_reduction         ? 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     ? 
_computing_publication_material   ? 
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
; 
 
_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc  
_refine_ls_weighting_details 
 'calc w=1/[σ²(Fo²)+(0.0600P)²+2.0370P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     mixed 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          2502 
_refine_ls_number_parameters      181 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0297 
_refine_ls_R_factor_gt            0.0267 
_refine_ls_wR_factor_ref          0.0905 
_refine_ls_wR_factor_gt           0.0786 
_refine_ls_goodness_of_fit_ref    1.010 
_refine_ls_restrained_S_all       1.010 
_refine_ls_shift/su_max           0.000 
_refine_ls_shift/su_mean          0.000 
 
loop_ 
 _atom_site_label 
 _atom_site_type_symbol 
 _atom_site_fract_x 
 _atom_site_fract_y 
 _atom_site_fract_z 
 _atom_site_U_iso_or_equiv 
 _atom_site_adp_type 
 _atom_site_occupancy 
 _atom_site_symmetry_multiplicity 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
O4 O 0.0002(4) 0.9034(4) 0.8088(4) 0.0284(7) Uani 1 1 d . . . 
O2 O 0.2243(4) 0.1301(4) 0.4342(4) 0.0285(7) Uani 1 1 d . . . 
O1 O 0.0605(4) 0.2554(4) 0.5362(4) 0.0302(7) Uani 1 1 d . . . 
C9 C 0.1830(5) 0.2471(5) 0.4621(5) 0.0197(8) Uani 1 1 d . . . 
Cd1 Cd 0.12641(3) 0.91453(3) 0.42676(3) 0.01662(12) Uani 1 1 d . . . 
N1 N 0.3175(4) 0.8115(4) 0.3289(4) 0.0165(6) Uani 1 1 d . . . 
O1W O 0.8297(4) 0.8903(6) 0.0750(5) 0.0505(11) Uani 1 1 d . . . 
O3 O 0.1635(4) 0.7873(4) 0.6959(3) 0.0276(7) Uani 1 1 d . . . 
C6 C 0.4359(5) 0.3693(5) 0.3350(5) 0.0226(8) Uani 1 1 d . . . 
H6A H 0.4686 0.2696 0.3348 0.027 Uiso 1 1 calc R . . 
C7 C 0.5343(5) 0.4937(5) 0.2707(5) 0.0210(8) Uani 1 1 d . . . 
H7A H 0.6339 0.4821 0.2262 0.025 Uiso 1 1 calc R . . 
C2 C 0.4817(4) 0.6371(5) 0.2736(5) 0.0173(7) Uani 1 1 d . . . 
C3 C 0.3364(5) 0.6545(4) 0.3414(5) 0.0166(7) Uani 1 1 d . . . 
C4 C 0.2379(5) 0.5281(4) 0.4070(5) 0.0172(7) Uani 1 1 d . . . 
H4A H 0.1398 0.5387 0.4542 0.021 Uiso 1 1 calc R . . 
C5 C 0.2883(5) 0.3852(4) 0.4012(4) 0.0171(7) Uani 1 1 d . . . 
C1 C 0.4474(5) 0.8815(5) 0.2535(5) 0.0180(7) Uani 1 1 d . . . 
C8 C 0.4872(5) 1.0493(5) 0.2153(5) 0.0236(8) Uani 1 1 d . . . 
H8A H 0.4000 1.1023 0.2491 0.035 Uiso 1 1 calc R . . 
H8B H 0.5001 1.1122 0.0990 0.035 Uiso 1 1 calc R . . 
H8C H 0.5874 1.0430 0.2731 0.035 Uiso 1 1 calc R . . 
C10 C 0.1035(5) 0.7928(5) 0.8151(5) 0.0203(8) Uani 1 1 d . . . 
C11 C 0.1537(6) 0.6561(5) 0.9803(5) 0.0291(10) Uani 1 1 d . . . 
H11A H 0.1098 0.6824 1.0647 0.035 Uiso 1 1 calc R . . 
H11B H 0.2723 0.6427 0.9933 0.035 Uiso 1 1 calc R . . 
C12 C 0.0900(7) 0.4951(6) 1.0001(7) 0.0429(12) Uani 1 1 d . . . 
H12A H 0.1275 0.4736 0.9106 0.051 Uiso 1 1 calc R . . 
H12B H 0.1341 0.4040 1.1026 0.051 Uiso 1 1 calc R . . 
N2 N 0.5473(4) 0.7829(4) 0.2193(4) 0.0187(7) Uani 1 1 d . . . 
H2A H 0.6389 0.8072 0.1706 0.022 Uiso 1 1 calc R . . 
H1A H 0.8784 0.8869 -0.0037 0.028 Uiso 1 1 d R . . 
H1B H 0.8811 0.9188 0.1347 0.028 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 
O4 C10 1.273(5) . ? 
O4 Cd1 2.268(3) 2_576 ? 
O2 C9 1.258(5) . ? 
O2 Cd1 2.260(3) 1_545 ? 
O1 C9 1.252(5) . ? 
O1 Cd1 2.225(3) 2_566 ? 
C9 C5 1.503(5) . ? 
Cd1 N1 2.208(3) . ? 
Cd1 O1 2.225(3) 2_566 ? 
Cd1 O3 2.242(3) . ? 
Cd1 O2 2.260(3) 1_565 ? 
Cd1 O4 2.268(3) 2_576 ? 
Cd1 Cd1 3.2182(6) 2_576 ? 
N1 C1 1.336(5) . ? 
N1 C3 1.413(5) . ? 
O1W H1A 0.8510 . ? 
O1W H1B 0.8497 . ? 
O3 C10 1.242(5) . ? 
C6 C7 1.375(6) . ? 
C6 C5 1.407(6) . ? 
C6 H6A 0.9500 . ? 
C7 C2 1.388(6) . ? 
C7 H7A 0.9500 . ? 
C2 N2 1.374(5) . ? 
C2 C3 1.401(5) . ? 
C3 C4 1.388(5) . ? 
C4 C5 1.393(5) . ? 
C4 H4A 0.9500 . ? 
C1 N2 1.341(5) . ? 
C1 C8 1.502(5) . ? 
C8 H8A 0.9800 . ? 
C8 H8B 0.9800 . ? 
C8 H8C 0.9800 . ? 
C10 C11 1.515(5) . ? 
C11 C12 1.564(7) . ? 
C11 H11A 0.9900 . ? 
C11 H11B 0.9900 . ? 
C12 C12 1.500(11) 2_567 ? 
C12 H12A 0.9900 . ? 
C12 H12B 0.9900 . ? 
N2 H2A 0.8800 . ? 
 
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 
C10 O4 Cd1 121.6(3) . 2_576 ? 
C9 O2 Cd1 141.5(3) . 1_545 ? 
C9 O1 Cd1 118.6(3) . 2_566 ? 
O1 C9 O2 124.3(4) . . ? 
O1 C9 C5 118.5(3) . . ? 
O2 C9 C5 117.2(4) . . ? 
N1 Cd1 O1 99.91(12) . 2_566 ? 
N1 Cd1 O3 106.87(11) . . ? 
O1 Cd1 O3 86.07(12) 2_566 . ? 
N1 Cd1 O2 106.09(12) . 1_565 ? 
O1 Cd1 O2 154.01(12) 2_566 1_565 ? 
O3 Cd1 O2 86.54(12) . 1_565 ? 
N1 Cd1 O4 98.85(11) . 2_576 ? 
O1 Cd1 O4 89.98(12) 2_566 2_576 ? 
O3 Cd1 O4 154.28(11) . 2_576 ? 
O2 Cd1 O4 86.00(12) 1_565 2_576 ? 
N1 Cd1 Cd1 174.42(8) . 2_576 ? 
O1 Cd1 Cd1 85.55(8) 2_566 2_576 ? 
O3 Cd1 Cd1 72.15(8) . 2_576 ? 
O2 Cd1 Cd1 68.46(8) 1_565 2_576 ? 
O4 Cd1 Cd1 82.22(8) 2_576 2_576 ? 
C1 N1 C3 104.6(3) . . ? 
C1 N1 Cd1 127.1(3) . . ? 
C3 N1 Cd1 128.2(2) . . ? 
H1A O1W H1B 117.6 . . ? 
C10 O3 Cd1 138.4(3) . . ? 
C7 C6 C5 121.9(4) . . ? 
C7 C6 H6A 119.1 . . ? 
C5 C6 H6A 119.1 . . ? 
C6 C7 C2 117.1(4) . . ? 
C6 C7 H7A 121.5 . . ? 
C2 C7 H7A 121.5 . . ? 
N2 C2 C7 132.2(4) . . ? 
N2 C2 C3 105.9(3) . . ? 
C7 C2 C3 121.9(4) . . ? 
C4 C3 C2 120.8(3) . . ? 
C4 C3 N1 130.5(4) . . ? 
C2 C3 N1 108.7(3) . . ? 
C3 C4 C5 117.6(4) . . ? 
C3 C4 H4A 121.2 . . ? 
C5 C4 H4A 121.2 . . ? 
C4 C5 C6 120.7(3) . . ? 
C4 C5 C9 120.2(3) . . ? 
C6 C5 C9 119.1(3) . . ? 
N1 C1 N2 112.8(3) . . ? 
N1 C1 C8 125.6(4) . . ? 
N2 C1 C8 121.6(3) . . ? 
C1 C8 H8A 109.5 . . ? 
C1 C8 H8B 109.5 . . ? 
H8A C8 H8B 109.5 . . ? 
C1 C8 H8C 109.5 . . ? 
H8A C8 H8C 109.5 . . ? 
H8B C8 H8C 109.5 . . ? 
O3 C10 O4 124.8(4) . . ? 
O3 C10 C11 117.8(4) . . ? 
O4 C10 C11 117.4(4) . . ? 
C10 C11 C12 109.9(4) . . ? 
C10 C11 H11A 109.7 . . ? 
C12 C11 H11A 109.7 . . ? 
C10 C11 H11B 109.7 . . ? 
C12 C11 H11B 109.7 . . ? 
H11A C11 H11B 108.2 . . ? 
C12 C12 C11 111.0(6) 2_567 . ? 
C12 C12 H12A 109.4 2_567 . ? 
C11 C12 H12A 109.4 . . ? 
C12 C12 H12B 109.4 2_567 . ? 
C11 C12 H12B 109.4 . . ? 
H12A C12 H12B 108.0 . . ? 
C1 N2 C2 108.1(3) . . ? 
C1 N2 H2A 126.0 . . ? 
C2 N2 H2A 126.0 . . ? 
 
_diffrn_measured_fraction_theta_max    0.983 
_diffrn_reflns_theta_full              26.00 
_diffrn_measured_fraction_theta_full   0.983 
_refine_diff_density_max    2.144 
_refine_diff_density_min   -0.683 
_refine_diff_density_rms    0.138 

 
data_3 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C13 H14 Cd N2 O6' 
_chemical_formula_weight          406.66 
 
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            triclinic 
_symmetry_space_group_name_H-M    P-1 
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, -y, -z' 
 
_cell_length_a                    8.6033(15) 
_cell_length_b                    9.0659(16) 
_cell_length_c                    10.1203(18) 
_cell_angle_alpha                 74.826(3) 
_cell_angle_beta                  73.131(3) 
_cell_angle_gamma                 85.128(3) 
_cell_volume                      729.0(2) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     173(2) 
_cell_measurement_reflns_used     ? 
_cell_measurement_theta_min       ? 
_cell_measurement_theta_max       ? 
 
_exptl_crystal_description        ? 
_exptl_crystal_colour             ? 
_exptl_crystal_size_max           0.25 
_exptl_crystal_size_mid           0.22 
_exptl_crystal_size_min           0.20 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.853 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              404 
_exptl_absorpt_coefficient_mu     1.529 
_exptl_absorpt_correction_type    multi-scans 
_exptl_absorpt_correction_T_min   0.689
_exptl_absorpt_correction_T_max   0.737 
_exptl_absorpt_process_details    ? 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       173(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   ? 
_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             4824 
_diffrn_reflns_av_R_equivalents   0.0156 
_diffrn_reflns_av_sigmaI/netI     0.0228 
_diffrn_reflns_limit_h_min        -10 
_diffrn_reflns_limit_h_max        10 
_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          2.17 
_diffrn_reflns_theta_max          25.00 
_reflns_number_total              2491 
_reflns_number_gt                 2343 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        ? 
_computing_cell_refinement        ? 
_computing_data_reduction         ? 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     ? 
_computing_publication_material   ? 
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
; 
 
_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc  
_refine_ls_weighting_details 
 'calc w=1/[σ²(Fo²)+(0.0298P)²+2.4719P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     mixed 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          2491 
_refine_ls_number_parameters      199 
_refine_ls_number_restraints      12 
_refine_ls_R_factor_all           0.0300 
_refine_ls_R_factor_gt            0.0279 
_refine_ls_wR_factor_ref          0.0781 
_refine_ls_wR_factor_gt           0.0767 
_refine_ls_goodness_of_fit_ref    1.113 
_refine_ls_restrained_S_all       1.146 
_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 0.12235(3) 0.56940(3) 0.31023(3) 0.02237(12) Uani 1 1 d . . . 
O1 O 0.3260(4) 0.4305(4) 0.2216(4) 0.0452(9) Uani 1 1 d . . . 
O1W O 0.1479(7) 0.3431(5) 1.0142(5) 0.0713(14) Uani 1 1 d . . . 
O2 O 0.2263(5) 0.2233(5) 0.3802(4) 0.0668(14) Uani 1 1 d . . . 
O3 O 1.0395(6) 0.2144(4) -0.3657(5) 0.0834(17) Uani 1 1 d U . . 
H3 H 1.1420 0.2295 -0.4354 0.100 Uiso 1 1 calc R . . 
O4 O -0.1351(4) 0.4565(4) 0.4627(3) 0.0371(8) Uani 1 1 d . . . 
O5 O -0.0832(4) 0.4912(4) 0.2341(3) 0.0348(7) Uani 1 1 d . . . 
N1 N 0.7870(5) 0.2155(4) -0.1441(4) 0.0330(9) Uani 1 1 d . . . 
N2 N 0.8001(5) -0.0343(4) -0.0544(4) 0.0405(10) Uani 1 1 d . . . 
H2A H 0.8335 -0.1298 -0.0472 0.049 Uiso 1 1 calc R . . 
C1 C 0.3262(5) 0.2885(5) 0.2723(4) 0.0277(9) Uani 1 1 d . . . 
C2 C 0.4549(5) 0.1969(5) 0.1915(4) 0.0247(9) Uani 1 1 d . . . 
C3 C 0.4653(6) 0.0377(5) 0.2480(5) 0.0326(10) Uani 1 1 d . . . 
H3A H 0.3936 -0.0079 0.3381 0.039 Uiso 1 1 calc R . . 
C4 C 0.5766(6) -0.0534(5) 0.1764(5) 0.0343(10) Uani 1 1 d . . . 
H4A H 0.5835 -0.1605 0.2146 0.041 Uiso 1 1 calc R . . 
C5 C 0.6782(5) 0.0201(5) 0.0448(5) 0.0299(10) Uani 1 1 d . . . 
C6 C 0.6708(5) 0.1776(5) -0.0116(4) 0.0263(9) Uani 1 1 d . . . 
C7 C 0.5596(5) 0.2685(5) 0.0610(4) 0.0266(9) Uani 1 1 d . . . 
H7A H 0.5548 0.3759 0.0232 0.032 Uiso 1 1 calc R . . 
C8 C 0.8581(6) 0.0862(5) -0.1639(5) 0.0409(12) Uani 1 1 d . . . 
C9 C 0.9871(8) 0.0767(7) -0.3004(7) 0.073(2) Uani 1 1 d U . . 
C10 C 1.0799(8) -0.0585(7) -0.3009(7) 0.0627(18) Uani 1 1 d . . . 
H10A H 1.1588 -0.0489 -0.3946 0.094 Uiso 1 1 calc R . . 
H10B H 1.0081 -0.1447 -0.2810 0.094 Uiso 1 1 calc R . . 
H10C H 1.1375 -0.0762 -0.2275 0.094 Uiso 1 1 calc R . . 
C11 C -0.1803(5) 0.4515(5) 0.3575(5) 0.0275(9) Uani 1 1 d . . . 
C12 C -0.3454(5) 0.3925(6) 0.3740(6) 0.0392(12) Uani 1 1 d . . . 
H12A H -0.3357 0.2818 0.3786 0.047 Uiso 1 1 calc R . . 
H12B H -0.3806 0.4440 0.2881 0.047 Uiso 1 1 calc R . . 
C13 C -0.4766(5) 0.4167(5) 0.5058(5) 0.0310(10) Uani 1 1 d . . . 
H13A H -0.5741 0.3578 0.5190 0.047 Uiso 1 1 calc R . . 
H13B H -0.4365 0.3768 0.5909 0.047 Uiso 1 1 calc R . . 
H1B H 0.0603 0.3241 0.9982 0.047 Uiso 1 1 d R . . 
H1A H 0.2358 0.3404 0.9502 0.047 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 O1 2.183(3) . ? 
Cd1 N1 2.240(4) 2_665 ? 
Cd1 O4 2.283(3) 2_566 ? 
Cd1 O5 2.348(3) . ? 
Cd1 O3 2.399(4) 2_665 ? 
Cd1 O4 2.431(3) . ? 
O1 C1 1.255(6) . ? 
O1W H1B 0.8559 . ? 
O1W H1A 0.8439 . ? 
O2 C1 1.218(6) . ? 
O3 C9 1.300(7) . ? 
O3 Cd1 2.399(4) 2_665 ? 
O3 H3 0.9500 . ? 
O4 C11 1.247(5) . ? 
O4 Cd1 2.283(3) 2_566 ? 
O5 C11 1.264(5) . ? 
N1 C8 1.311(6) . ? 
N1 C6 1.398(5) . ? 
N1 Cd1 2.240(4) 2_665 ? 
N2 C8 1.345(6) . ? 
N2 C5 1.383(6) . ? 
N2 H2A 0.8800 . ? 
C1 C2 1.502(6) . ? 
C2 C7 1.392(6) . ? 
C2 C3 1.412(6) . ? 
C3 C4 1.379(6) . ? 
C3 H3A 0.9500 . ? 
C4 C5 1.393(6) . ? 
C4 H4A 0.9500 . ? 
C5 C6 1.395(6) . ? 
C6 C7 1.382(6) . ? 
C7 H7A 0.9500 . ? 
C8 C9 1.518(7) . ? 
C9 C10 1.405(8) . ? 
C10 H10A 0.9800 . ? 
C10 H10B 0.9800 . ? 
C10 H10C 0.9800 . ? 
C11 C12 1.509(6) . ? 
C12 C13 1.530(6) . ? 
C12 H12A 0.9900 . ? 
C12 H12B 0.9900 . ? 
C13 C13 1.513(9) 2_466 ? 
C13 H13A 0.9900 . ? 
C13 H13B 0.9900 . ? 
 
loop_ 
 _geom_angle_atom_site_label_1 
 _geom_angle_atom_site_label_2 
 _geom_angle_atom_site_label_3 
 _geom_angle 
 _geom_angle_site_symmetry_1 
 _geom_angle_site_symmetry_3 
 _geom_angle_publ_flag 
O1 Cd1 N1 93.93(13) . 2_665 ? 
O1 Cd1 O4 103.73(13) . 2_566 ? 
N1 Cd1 O4 119.14(14) 2_665 2_566 ? 
O1 Cd1 O5 100.60(14) . . ? 
N1 Cd1 O5 103.19(14) 2_665 . ? 
O4 Cd1 O5 128.73(11) 2_566 . ? 
O1 Cd1 O3 161.59(15) . 2_665 ? 
N1 Cd1 O3 69.05(13) 2_665 2_665 ? 
O4 Cd1 O3 79.94(16) 2_566 2_665 ? 
O5 Cd1 O3 90.46(18) . 2_665 ? 
O1 Cd1 O4 121.84(13) . . ? 
N1 Cd1 O4 138.59(13) 2_665 . ? 
O4 Cd1 O4 74.98(12) 2_566 . ? 
O5 Cd1 O4 53.87(10) . . ? 
O3 Cd1 O4 76.57(14) 2_665 . ? 
C1 O1 Cd1 119.9(3) . . ? 
H1B O1W H1A 117.5 . . ? 
C9 O3 Cd1 120.0(3) . 2_665 ? 
C9 O3 H3 120.0 . . ? 
Cd1 O3 H3 120.0 2_665 . ? 
C11 O4 Cd1 163.3(3) . 2_566 ? 
C11 O4 Cd1 91.6(3) . . ? 
Cd1 O4 Cd1 105.02(12) 2_566 . ? 
C11 O5 Cd1 95.1(3) . . ? 
C8 N1 C6 105.6(4) . . ? 
C8 N1 Cd1 118.0(3) . 2_665 ? 
C6 N1 Cd1 136.4(3) . 2_665 ? 
C8 N2 C5 107.1(4) . . ? 
C8 N2 H2A 126.5 . . ? 
C5 N2 H2A 126.5 . . ? 
O2 C1 O1 123.3(4) . . ? 
O2 C1 C2 119.7(4) . . ? 
O1 C1 C2 117.1(4) . . ? 
C7 C2 C3 120.8(4) . . ? 
C7 C2 C1 120.0(4) . . ? 
C3 C2 C1 119.2(4) . . ? 
C4 C3 C2 122.0(4) . . ? 
C4 C3 H3A 119.0 . . ? 
C2 C3 H3A 119.0 . . ? 
C3 C4 C5 116.3(4) . . ? 
C3 C4 H4A 121.8 . . ? 
C5 C4 H4A 121.8 . . ? 
N2 C5 C4 131.8(4) . . ? 
N2 C5 C6 105.8(4) . . ? 
C4 C5 C6 122.4(4) . . ? 
C7 C6 C5 121.0(4) . . ? 
C7 C6 N1 130.5(4) . . ? 
C5 C6 N1 108.5(4) . . ? 
C6 C7 C2 117.5(4) . . ? 
C6 C7 H7A 121.2 . . ? 
C2 C7 H7A 121.2 . . ? 
N1 C8 N2 113.0(4) . . ? 
N1 C8 C9 122.2(4) . . ? 
N2 C8 C9 124.7(4) . . ? 
O3 C9 C10 126.0(6) . . ? 
O3 C9 C8 107.4(5) . . ? 
C10 C9 C8 117.9(5) . . ? 
C9 C10 H10A 109.5 . . ? 
C9 C10 H10B 109.5 . . ? 
H10A C10 H10B 109.5 . . ? 
C9 C10 H10C 109.5 . . ? 
H10A C10 H10C 109.5 . . ? 
H10B C10 H10C 109.5 . . ? 
O4 C11 O5 119.3(4) . . ? 
O4 C11 C12 121.7(4) . . ? 
O5 C11 C12 118.9(4) . . ? 
C11 C12 C13 114.3(4) . . ? 
C11 C12 H12A 108.7 . . ? 
C13 C12 H12A 108.7 . . ? 
C11 C12 H12B 108.7 . . ? 
C13 C12 H12B 108.7 . . ? 
H12A C12 H12B 107.6 . . ? 
C13 C13 C12 112.3(5) 2_466 . ? 
C13 C13 H13A 109.1 2_466 . ? 
C12 C13 H13A 109.1 . . ? 
C13 C13 H13B 109.1 2_466 . ? 
C12 C13 H13B 109.1 . . ? 
H13A C13 H13B 107.9 . . ? 
 
loop_ 
 _geom_torsion_atom_site_label_1 
 _geom_torsion_atom_site_label_2 
 _geom_torsion_atom_site_label_3 
 _geom_torsion_atom_site_label_4 
 _geom_torsion 
 _geom_torsion_site_symmetry_1 
 _geom_torsion_site_symmetry_2 
 _geom_torsion_site_symmetry_3 
 _geom_torsion_site_symmetry_4 
 _geom_torsion_publ_flag 
N1 Cd1 O1 C1 -173.7(4) 2_665 . . . ? 
O4 Cd1 O1 C1 65.0(4) 2_566 . . . ? 
O5 Cd1 O1 C1 -69.5(4) . . . . ? 
O3 Cd1 O1 C1 164.5(5) 2_665 . . . ? 
O4 Cd1 O1 C1 -15.6(4) . . . . ? 
O1 Cd1 O4 C11 -81.9(3) . . . . ? 
N1 Cd1 O4 C11 63.8(3) 2_665 . . . ? 
O4 Cd1 O4 C11 -178.9(3) 2_566 . . . ? 
O5 Cd1 O4 C11 -2.5(2) . . . . ? 
O3 Cd1 O4 C11 98.1(3) 2_665 . . . ? 
O1 Cd1 O4 Cd1 97.04(17) . . . 2_566 ? 
N1 Cd1 O4 Cd1 -117.26(19) 2_665 . . 2_566 ? 
O4 Cd1 O4 Cd1 0.0 2_566 . . 2_566 ? 
O5 Cd1 O4 Cd1 176.4(2) . . . 2_566 ? 
O3 Cd1 O4 Cd1 -83.00(19) 2_665 . . 2_566 ? 
O1 Cd1 O5 C11 124.4(3) . . . . ? 
N1 Cd1 O5 C11 -139.0(3) 2_665 . . . ? 
O4 Cd1 O5 C11 7.0(3) 2_566 . . . ? 
O3 Cd1 O5 C11 -70.4(3) 2_665 . . . ? 
O4 Cd1 O5 C11 2.5(2) . . . . ? 
Cd1 O1 C1 O2 -8.4(7) . . . . ? 
Cd1 O1 C1 C2 170.0(3) . . . . ? 
O2 C1 C2 C7 173.8(5) . . . . ? 
O1 C1 C2 C7 -4.7(6) . . . . ? 
O2 C1 C2 C3 -4.7(7) . . . . ? 
O1 C1 C2 C3 176.8(4) . . . . ? 
C7 C2 C3 C4 -1.0(7) . . . . ? 
C1 C2 C3 C4 177.4(4) . . . . ? 
C2 C3 C4 C5 -0.1(7) . . . . ? 
C8 N2 C5 C4 179.3(6) . . . . ? 
C8 N2 C5 C6 -1.0(6) . . . . ? 
C3 C4 C5 N2 -179.4(5) . . . . ? 
C3 C4 C5 C6 1.0(7) . . . . ? 
N2 C5 C6 C7 179.6(4) . . . . ? 
C4 C5 C6 C7 -0.7(7) . . . . ? 
N2 C5 C6 N1 0.5(5) . . . . ? 
C4 C5 C6 N1 -179.7(5) . . . . ? 
C8 N1 C6 C7 -178.7(5) . . . . ? 
Cd1 N1 C6 C7 4.5(8) 2_665 . . . ? 
C8 N1 C6 C5 0.2(6) . . . . ? 
Cd1 N1 C6 C5 -176.6(4) 2_665 . . . ? 
C5 C6 C7 C2 -0.5(7) . . . . ? 
N1 C6 C7 C2 178.3(5) . . . . ? 
C3 C2 C7 C6 1.3(7) . . . . ? 
C1 C2 C7 C6 -177.2(4) . . . . ? 
C6 N1 C8 N2 -0.9(6) . . . . ? 
Cd1 N1 C8 N2 176.6(4) 2_665 . . . ? 
C6 N1 C8 C9 176.7(6) . . . . ? 
Cd1 N1 C8 C9 -5.8(8) 2_665 . . . ? 
C5 N2 C8 N1 1.2(7) . . . . ? 
C5 N2 C8 C9 -176.3(6) . . . . ? 
Cd1 O3 C9 C10 -166.7(6) 2_665 . . . ? 
Cd1 O3 C9 C8 -20.3(9) 2_665 . . . ? 
N1 C8 C9 O3 17.4(10) . . . . ? 
N2 C8 C9 O3 -165.3(6) . . . . ? 
N1 C8 C9 C10 167.0(7) . . . . ? 
N2 C8 C9 C10 -15.7(11) . . . . ? 
Cd1 O4 C11 O5 -171.9(8) 2_566 . . . ? 
Cd1 O4 C11 O5 4.4(4) . . . . ? 
Cd1 O4 C11 C12 5.2(14) 2_566 . . . ? 
Cd1 O4 C11 C12 -178.5(4) . . . . ? 
Cd1 O5 C11 O4 -4.5(4) . . . . ? 
Cd1 O5 C11 C12 178.2(4) . . . . ? 
O4 C11 C12 C13 29.5(7) . . . . ? 
O5 C11 C12 C13 -153.3(4) . . . . ? 
C11 C12 C13 C13 69.7(6) . . . 2_466 ? 
 
_diffrn_measured_fraction_theta_max    0.972 
_diffrn_reflns_theta_full              25.00 
_diffrn_measured_fraction_theta_full   0.972 
_refine_diff_density_max    0.981 
_refine_diff_density_min   -0.744 
_refine_diff_density_rms    0.109 
