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

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

data_a
_database_code_depnum_ccdc_archive 'CCDC 1038718'
_audit_update_record             
;
2014-12-11 deposited with the CCDC.
2015-02-04 downloaded from the CCDC.
;



_audit_creation_method           SHELXL-97

_chemical_name_systematic        
;

 ?

;

_chemical_name_common            ?

_chemical_melting_point          ?

_chemical_formula_moiety         ?

_chemical_formula_sum            'C13 H11 Cd N O6'

_chemical_formula_weight         389.63



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           Trigonal

_symmetry_space_group_name_H-M   R-3



loop_

_symmetry_equiv_pos_as_xyz


















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



_cell_length_a                   30.515(5)

_cell_length_b                   30.515(5)

_cell_length_c                   7.574(2)

_cell_angle_alpha                90.00

_cell_angle_beta                 90.00

_cell_angle_gamma                120.00

_cell_volume                     6108(2)

_cell_formula_units_Z            18

_cell_measurement_temperature    296(2)

_cell_measurement_reflns_used    3041

_cell_measurement_theta_min      2.67

_cell_measurement_theta_max      23.46



_exptl_crystal_description       block

_exptl_crystal_colour            colorless

_exptl_crystal_size_max          0.40

_exptl_crystal_size_mid          0.20

_exptl_crystal_size_min          0.19

_exptl_crystal_density_meas      none

_exptl_crystal_density_diffrn    1.907

_exptl_crystal_density_method    none

_exptl_crystal_F_000             3456

_exptl_absorpt_coefficient_mu    1.636

_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_correction_T_min  0.5607

_exptl_absorpt_correction_T_max  0.7463

_exptl_absorpt_process_details   ?



_exptl_special_details           
;

 ?

;



_diffrn_ambient_temperature      296(2)

_diffrn_radiation_wavelength     0.71073

_diffrn_radiation_type           MoK\a

_diffrn_radiation_source         'fine-focus sealed tube'

_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'CCD area detector'

_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean none

_diffrn_standards_number         none

_diffrn_standards_interval_count none

_diffrn_standards_interval_time  none

_diffrn_standards_decay_%        none

_diffrn_reflns_number            14670

_diffrn_reflns_av_R_equivalents  0.0799

_diffrn_reflns_av_sigmaI/netI    0.0577

_diffrn_reflns_limit_h_min       -35

_diffrn_reflns_limit_h_max       36

_diffrn_reflns_limit_k_min       -36

_diffrn_reflns_limit_k_max       36

_diffrn_reflns_limit_l_min       -9

_diffrn_reflns_limit_l_max       9

_diffrn_reflns_theta_min         3.38

_diffrn_reflns_theta_max         25.50

_reflns_number_total             2475

_reflns_number_gt                1585

_reflns_threshold_expression     >2sigma(I)



_computing_data_collection       'Bruker SMART'

_computing_cell_refinement       'Bruker SMART'

_computing_data_reduction        'Bruker SAINT'

_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'

_computing_molecular_graphics    'Bruker SHELXTL'

_computing_publication_material  'Bruker SHELXTL'



_refine_special_details          
;

 Refinement of F² against ALL reflections.  The weighted R-factor wR and

 goodness of fit S are based on F², conventional R-factors R are based

 on F, with F set to zero for negative F². The threshold expression of

 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is

 not relevant to the choice of reflections for refinement.  R-factors based

 on F² are statistically about twice as large as those based on F, and R-

 factors based on ALL data will be even larger.

;



_refine_ls_structure_factor_coef Fsqd

_refine_ls_matrix_type           full

_refine_ls_weighting_scheme      calc

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0544P)²+272.8322P] 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         2475

_refine_ls_number_parameters     190

_refine_ls_number_restraints     37

_refine_ls_R_factor_all          0.1265

_refine_ls_R_factor_gt           0.0739

_refine_ls_wR_factor_ref         0.2041

_refine_ls_wR_factor_gt          0.1607

_refine_ls_goodness_of_fit_ref   1.081

_refine_ls_restrained_S_all      1.081

_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 0.94640(3) 0.13316(4) 1.05939(11) 0.0575(4) Uani 1 1 d . . .
N1 N 0.7501(5) 0.1556(5) 1.0732(16) 0.079(4) Uani 1 1 d . . .
O1 O 0.9651(10) 0.0732(11) 0.505(3) 0.235(11) Uani 1 1 d U . .
H1W H 0.9442 0.0416 0.5006 0.353 Uiso 1 1 d R . .
H2W H 0.9700 0.0964 0.5782 0.353 Uiso 1 1 d R . .
O2 O 0.9318(10) 0.0761(10) 1.208(4) 0.240(11) Uani 1 1 d U . .
H3W H 0.9605 0.0890 1.2580 0.360 Uiso 1 1 d R . .
H4W H 0.9194 0.0443 1.2036 0.360 Uiso 1 1 d R . .
O3 O 0.8683(4) 0.0396(5) 0.8851(15) 0.090(3) Uani 1 1 d U . .
O4 O 0.8729(4) 0.1138(4) 0.9067(14) 0.080(3) Uani 1 1 d . . .
O5 O 0.8338(4) -0.0189(4) 0.2474(14) 0.081(3) Uani 1 1 d . . .
O6 O 0.7705(4) -0.0168(4) 0.1183(14) 0.080(3) Uani 1 1 d . . .
C1 C 0.7649(6) 0.1727(6) 0.909(2) 0.078(4) Uani 1 1 d . . .
H1 H 0.7674 0.2034 0.8781 0.094 Uiso 1 1 calc R . .
C2 C 0.7765(6) 0.1484(5) 0.785(2) 0.070(4) Uani 1 1 d . . .
H2 H 0.7861 0.1622 0.6730 0.084 Uiso 1 1 calc R . .
C3 C 0.7742(5) 0.1030(5) 0.8238(18) 0.062(3) Uani 1 1 d . . .
C4 C 0.7597(8) 0.0860(8) 0.986(3) 0.106(5) Uani 1 1 d U . .
H4 H 0.7577 0.0557 1.0196 0.127 Uiso 1 1 calc R . .
C5 C 0.7474(8) 0.1119(8) 1.109(3) 0.104(5) Uani 1 1 d U . .
H5 H 0.7367 0.0980 1.2205 0.125 Uiso 1 1 calc R . .
C6 C 0.7827(5) 0.0725(5) 0.6864(18) 0.061(3) Uani 1 1 d . . .
C7 C 0.7513(6) 0.0600(6) 0.539(2) 0.077(4) Uani 1 1 d . . .
H7 H 0.7263 0.0689 0.5337 0.092 Uiso 1 1 calc R . .
C8 C 0.7580(6) 0.0339(5) 0.3970(19) 0.073(4) Uani 1 1 d . . .
H8 H 0.7381 0.0273 0.2964 0.088 Uiso 1 1 calc R . .
C9 C 0.7925(5) 0.0181(5) 0.4031(19) 0.064(4) Uani 1 1 d . . .
C10 C 0.8215(6) 0.0303(5) 0.5514(18) 0.066(4) Uani 1 1 d . . .
H10 H 0.8455 0.0201 0.5575 0.079 Uiso 1 1 calc R . .
C11 C 0.8180(5) 0.0568(5) 0.6934(18) 0.059(3) Uani 1 1 d . . .
C12 C 0.8546(6) 0.0702(6) 0.8367(19) 0.071(4) Uani 1 1 d . . .
C13 C 0.7993(6) -0.0075(6) 0.249(2) 0.069(4) 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 O2 1.93(3) . ?
Cd1 O4 2.323(10) . ?
Cd1 O6 2.498(11) 11_666 ?
Cd1 N1 2.497(12) 13_657 ?
Cd1 O5 2.500(10) 11_666 ?
Cd1 O3 2.512(13) 11_667 ?
Cd1 H3W 2.2012 . ?
N1 C5 1.32(2) . ?
N1 C1 1.338(19) . ?
N1 Cd1 2.497(12) 13_657 ?
O1 H2W 0.8500 . ?
O1 H1W 0.8499 . ?
O1 H2W 0.8500 . ?
O2 H3W 0.8501 . ?
O2 H4W 0.8501 . ?
O3 C12 1.251(18) . ?
O3 Cd1 2.512(12) 12_547 ?
O4 C12 1.274(16) . ?
O5 C13 1.264(17) . ?
O5 Cd1 2.500(10) 12_546 ?
O6 C13 1.258(16) . ?
O6 Cd1 2.498(11) 12_546 ?
C1 C2 1.35(2) . ?
C1 H1 0.9300 . ?
C2 C3 1.382(19) . ?
C2 H2 0.9300 . ?
C3 C4 1.32(2) . ?
C3 C6 1.502(19) . ?
C4 C5 1.39(3) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 C11 1.381(19) . ?
C6 C7 1.396(19) . ?
C7 C8 1.41(2) . ?
C7 H7 0.9300 . ?
C8 C9 1.36(2) . ?
C8 H8 0.9300 . ?
C9 C10 1.361(19) . ?
C9 C13 1.48(2) . ?
C10 C11 1.381(19) . ?
C10 H10 0.9300 . ?
C11 C12 1.46(2) . ?



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









































































O2 Cd1 O4 107.6(9) . . ?
O2 Cd1 O6 168.7(8) . 11_666 ?
O4 Cd1 O6 83.5(4) . 11_666 ?
O2 Cd1 N1 98.8(9) . 13_657 ?
O4 Cd1 N1 82.7(4) . 13_657 ?
O6 Cd1 N1 84.7(4) 11_666 13_657 ?
O2 Cd1 O5 125.8(9) . 11_666 ?
O4 Cd1 O5 81.5(4) . 11_666 ?
O6 Cd1 O5 52.1(3) 11_666 11_666 ?
N1 Cd1 O5 135.3(4) 13_657 11_666 ?
O2 Cd1 O3 91.1(8) . 11_667 ?
O4 Cd1 O3 157.9(4) . 11_667 ?
O6 Cd1 O3 77.6(4) 11_666 11_667 ?
N1 Cd1 O3 106.4(4) 13_657 11_667 ?
O5 Cd1 O3 78.0(4) 11_666 11_667 ?
O2 Cd1 H3W 22.5 . . ?
O4 Cd1 H3W 130.1 . . ?
O6 Cd1 H3W 146.4 11_666 . ?
N1 Cd1 H3W 98.9 13_657 . ?
O5 Cd1 H3W 123.0 11_666 . ?
O3 Cd1 H3W 69.4 11_667 . ?
C5 N1 C1 115.0(14) . . ?
C5 N1 Cd1 124.7(12) . 13_657 ?
C1 N1 Cd1 119.8(10) . 13_657 ?
H2W O1 H1W 133.7 . . ?
H2W O1 H2W 0.0 . . ?
H1W O1 H2W 133.7 . . ?
Cd1 O2 H3W 97.1 . . ?
Cd1 O2 H4W 141.3 . . ?
H3W O2 H4W 108.1 . . ?
C12 O3 Cd1 127.6(10) . 12_547 ?
C12 O4 Cd1 109.6(10) . . ?
C13 O5 Cd1 93.2(9) . 12_546 ?
C13 O6 Cd1 93.5(9) . 12_546 ?
N1 C1 C2 124.0(15) . . ?
N1 C1 H1 118.0 . . ?
C2 C1 H1 118.0 . . ?
C1 C2 C3 120.7(14) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 H2 119.6 . . ?
C4 C3 C2 115.4(15) . . ?
C4 C3 C6 121.9(14) . . ?
C2 C3 C6 122.5(12) . . ?
C3 C4 C5 122.0(19) . . ?
C3 C4 H4 119.0 . . ?
C5 C4 H4 119.0 . . ?
N1 C5 C4 122.8(19) . . ?
N1 C5 H5 118.6 . . ?
C4 C5 H5 118.6 . . ?
C11 C6 C7 118.9(13) . . ?
C11 C6 C3 126.4(12) . . ?
C7 C6 C3 114.6(13) . . ?
C6 C7 C8 119.4(14) . . ?
C6 C7 H7 120.3 . . ?
C8 C7 H7 120.3 . . ?
C9 C8 C7 122.0(14) . . ?
C9 C8 H8 119.0 . . ?
C7 C8 H8 119.0 . . ?
C8 C9 C10 116.3(14) . . ?
C8 C9 C13 119.9(13) . . ?
C10 C9 C13 123.6(14) . . ?
C9 C10 C11 124.9(14) . . ?
C9 C10 H10 117.5 . . ?
C11 C10 H10 117.5 . . ?
C6 C11 C10 118.4(13) . . ?
C6 C11 C12 123.4(13) . . ?
C10 C11 C12 118.0(13) . . ?
O3 C12 O4 121.5(15) . . ?
O3 C12 C11 120.2(13) . . ?
O4 C12 C11 118.3(14) . . ?
O6 C13 O5 121.1(14) . . ?
O6 C13 C9 118.3(14) . . ?
O5 C13 C9 120.6(13) . . ?



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
















































O2 Cd1 O4 C12 -49.3(13) . . . . ?
O6 Cd1 O4 C12 128.2(10) 11_666 . . . ?
N1 Cd1 O4 C12 -146.3(10) 13_657 . . . ?
O5 Cd1 O4 C12 75.6(9) 11_666 . . . ?
O3 Cd1 O4 C12 97.6(13) 11_667 . . . ?
C5 N1 C1 C2 0(3) . . . . ?
Cd1 N1 C1 C2 -172.7(13) 13_657 . . . ?
N1 C1 C2 C3 -1(3) . . . . ?
C1 C2 C3 C4 1(2) . . . . ?
C1 C2 C3 C6 174.9(14) . . . . ?
C2 C3 C4 C5 0(3) . . . . ?
C6 C3 C4 C5 -173.9(17) . . . . ?
C1 N1 C5 C4 1(3) . . . . ?
Cd1 N1 C5 C4 173.3(15) 13_657 . . . ?
C3 C4 C5 N1 -1(3) . . . . ?
C4 C3 C6 C11 -62(2) . . . . ?
C2 C3 C6 C11 123.9(16) . . . . ?
C4 C3 C6 C7 118.6(18) . . . . ?
C2 C3 C6 C7 -55.3(19) . . . . ?
C11 C6 C7 C8 -3(2) . . . . ?
C3 C6 C7 C8 176.4(13) . . . . ?
C6 C7 C8 C9 3(2) . . . . ?
C7 C8 C9 C10 -2(2) . . . . ?
C7 C8 C9 C13 -177.8(14) . . . . ?
C8 C9 C10 C11 1(2) . . . . ?
C13 C9 C10 C11 176.1(14) . . . . ?
C7 C6 C11 C10 1(2) . . . . ?
C3 C6 C11 C10 -177.8(13) . . . . ?
C7 C6 C11 C12 176.3(14) . . . . ?
C3 C6 C11 C12 -3(2) . . . . ?
C9 C10 C11 C6 0(2) . . . . ?
C9 C10 C11 C12 -175.5(14) . . . . ?
Cd1 O3 C12 O4 136.6(12) 12_547 . . . ?
Cd1 O3 C12 C11 -45.2(18) 12_547 . . . ?
Cd1 O4 C12 O3 16.4(17) . . . . ?
Cd1 O4 C12 C11 -161.8(10) . . . . ?
C6 C11 C12 O3 146.3(15) . . . . ?
C10 C11 C12 O3 -39(2) . . . . ?
C6 C11 C12 O4 -35(2) . . . . ?
C10 C11 C12 O4 139.5(14) . . . . ?
Cd1 O6 C13 O5 -1.2(16) 12_546 . . . ?
Cd1 O6 C13 C9 177.7(12) 12_546 . . . ?
Cd1 O5 C13 O6 1.2(16) 12_546 . . . ?
Cd1 O5 C13 C9 -177.6(12) 12_546 . . . ?
C8 C9 C13 O6 -4(2) . . . . ?
C10 C9 C13 O6 -179.7(14) . . . . ?
C8 C9 C13 O5 174.6(14) . . . . ?
C10 C9 C13 O5 -1(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





O2 H4W O5 0.85 2.37 2.96(3) 127.2 1_556
O2 H3W O3 0.85 2.69 3.20(3) 119.2 11_667
O2 H3W O1 0.85 1.96 2.49(3) 119.9 1_556
O1 H2W O5 0.85 1.93 2.78(3) 177.4 11_666
O1 H1W O1 0.85 2.07 2.92(3) 178.3 12_546



_diffrn_measured_fraction_theta_max 0.980

_diffrn_reflns_theta_full        25.50

_diffrn_measured_fraction_theta_full 0.980

_refine_diff_density_max         1.642

_refine_diff_density_min         -2.833

_refine_diff_density_rms         0.168

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

data_bbb
_database_code_depnum_ccdc_archive 'CCDC 1038719'
_audit_update_record             
;
2014-12-11 deposited with the CCDC.
2015-02-04 downloaded from the CCDC.
;



_audit_creation_method           SHELXL-97

_chemical_name_systematic        
;

 ?

;

_chemical_name_common            ?

_chemical_melting_point          ?

_chemical_formula_moiety         ?

_chemical_formula_sum            'C13 H7 Cd N O4'

_chemical_formula_weight         353.60



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           Trigonal

_symmetry_space_group_name_H-M   R-3



loop_

_symmetry_equiv_pos_as_xyz


















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



_cell_length_a                   30.00(3)

_cell_length_b                   30.00(3)

_cell_length_c                   7.554(13)

_cell_angle_alpha                90.00

_cell_angle_beta                 90.00

_cell_angle_gamma                120.00

_cell_volume                     5889(13)

_cell_formula_units_Z            18

_cell_measurement_temperature    296(2)

_cell_measurement_reflns_used    896

_cell_measurement_theta_min      2.35

_cell_measurement_theta_max      17.15



_exptl_crystal_description       block

_exptl_crystal_colour            colorless

_exptl_crystal_size_max          0.21

_exptl_crystal_size_mid          0.15

_exptl_crystal_size_min          0.11

_exptl_crystal_density_meas      none

_exptl_crystal_density_diffrn    1.795

_exptl_crystal_density_method    none

_exptl_crystal_F_000             3096

_exptl_absorpt_coefficient_mu    1.676

_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_correction_T_min  0.7198

_exptl_absorpt_correction_T_max  0.8371

_exptl_absorpt_process_details   ?



_exptl_special_details           
;

 ?

;



_diffrn_ambient_temperature      296(2)

_diffrn_radiation_wavelength     0.71073

_diffrn_radiation_type           MoK\a

_diffrn_radiation_source         'fine-focus sealed tube'

_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'CCD area detector'

_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean none

_diffrn_standards_number         none

_diffrn_standards_interval_count none

_diffrn_standards_interval_time  none

_diffrn_standards_decay_%        none

_diffrn_reflns_number            11031

_diffrn_reflns_av_R_equivalents  0.2114

_diffrn_reflns_av_sigmaI/netI    0.2364

_diffrn_reflns_limit_h_min       -36

_diffrn_reflns_limit_h_max       36

_diffrn_reflns_limit_k_min       -30

_diffrn_reflns_limit_k_max       36

_diffrn_reflns_limit_l_min       -9

_diffrn_reflns_limit_l_max       9

_diffrn_reflns_theta_min         2.35

_diffrn_reflns_theta_max         25.47

_reflns_number_total             2358

_reflns_number_gt                688

_reflns_threshold_expression     >2sigma(I)



_computing_data_collection       'Bruker SMART'

_computing_cell_refinement       'Bruker SMART'

_computing_data_reduction        'Bruker SAINT'

_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'

_computing_molecular_graphics    'Bruker SHELXTL'

_computing_publication_material  'Bruker SHELXTL'



_refine_special_details          
;

 Refinement of F² against ALL reflections.  The weighted R-factor wR and

 goodness of fit S are based on F², conventional R-factors R are based

 on F, with F set to zero for negative F². The threshold expression of

 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is

 not relevant to the choice of reflections for refinement.  R-factors based

 on F² are statistically about twice as large as those based on F, and R-

 factors based on ALL data will be even larger.

;



_refine_ls_structure_factor_coef Fsqd

_refine_ls_matrix_type           full

_refine_ls_weighting_scheme      calc

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1826P)²+0.0000P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_primary     direct

_atom_sites_solution_secondary   difmap

_atom_sites_solution_hydrogens   geom

_refine_ls_hydrogen_treatment    mixed

_refine_ls_extinction_method     none

_refine_ls_extinction_coef       ?

_refine_ls_number_reflns         2358

_refine_ls_number_parameters     148

_refine_ls_number_restraints     299

_refine_ls_R_factor_all          0.2849

_refine_ls_R_factor_gt           0.0982

_refine_ls_wR_factor_ref         0.3685

_refine_ls_wR_factor_gt          0.2360

_refine_ls_goodness_of_fit_ref   0.963

_refine_ls_restrained_S_all      0.917

_refine_ls_shift/su_max          0.004

_refine_ls_shift/su_mean         0.001



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 0.38641(5) 0.84948(6) 0.10986(16) 0.1000(7) Uani 1 1 d U . .
O1 O 0.2164(4) 0.7925(6) 1.0717(17) 0.173(6) Uani 1 1 d DU . .
O2 O 0.2886(4) 0.7928(5) 1.049(2) 0.170(6) Uani 1 1 d DU . .
O3 O 0.3492(4) 0.8289(4) 0.4101(15) 0.174(5) Uani 1 1 d DU . .
O4 O 0.3494(5) 0.8934(5) 0.2804(15) 0.166(5) Uani 1 1 d DU . .
C1 C 0.2622(3) 0.8836(4) 0.8505(9) 0.150(4) Uani 1 1 d GDU . .
C2 C 0.2738(4) 0.8441(4) 0.8507(9) 0.144(5) Uani 1 1 d GDU . .
C3 C 0.3000(5) 0.8385(5) 0.7086(11) 0.156(6) Uani 1 1 d GDU . .
H3 H 0.3077 0.8121 0.7088 0.187 Uiso 1 1 calc R . .
C4 C 0.3147(5) 0.8723(4) 0.5664(11) 0.152(5) Uani 1 1 d GDU . .
C5 C 0.3031(5) 0.9118(4) 0.5662(10) 0.173(6) Uani 1 1 d GDU . .
H5 H 0.3130 0.9344 0.4710 0.207 Uiso 1 1 calc R . .
C6 C 0.2769(5) 0.9174(4) 0.7082(11) 0.159(6) Uani 1 1 d GU . .
H6 H 0.2692 0.9438 0.7081 0.191 Uiso 1 1 calc R . .
C7 C 0.2600(4) 0.8101(6) 0.999(2) 0.143(6) Uani 1 1 d DU . .
C8 C 0.3385(4) 0.8645(3) 0.4143(18) 0.167(6) Uani 1 1 d DU . .
N1 N 0.1808(6) 0.9200(6) 1.2416(17) 0.148(6) Uani 1 1 d GU . .
C9 C 0.2261(6) 0.9208(7) 1.2854(17) 0.166(7) Uani 1 1 d GU . .
H9 H 0.2401 0.9309 1.3982 0.199 Uiso 1 1 calc R . .
C10 C 0.2507(6) 0.9064(8) 1.161(2) 0.171(7) Uani 1 1 d GU . .
H10 H 0.2810 0.9069 1.1902 0.206 Uiso 1 1 calc R . .
C11 C 0.2299(8) 0.8913(7) 0.992(2) 0.151(5) Uani 1 1 d GU . .
C12 C 0.1845(7) 0.8905(7) 0.9485(16) 0.163(7) Uani 1 1 d GU . .
H12 H 0.1706 0.8804 0.8358 0.195 Uiso 1 1 calc R . .
C13 C 0.1600(6) 0.9049(7) 1.073(2) 0.165(7) Uani 1 1 d GU . .
H13 H 0.1296 0.9045 1.0438 0.198 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 2.320(16) 14_456 ?
Cd1 O3 2.466(11) . ?
Cd1 O4 2.469(14) . ?
Cd1 N1 2.559(12) 8_663 ?
Cd1 O2 2.592(12) 1_554 ?
O1 C7 1.264(11) . ?
O1 Cd1 2.320(16) 15_556 ?
O2 C7 1.264(11) . ?
O2 Cd1 2.592(12) 1_556 ?
O3 C8 1.261(11) . ?
O4 C8 1.265(11) . ?
C1 C2 1.3900 . ?
C1 C6 1.3900 . ?
C1 C11 1.539(14) . ?
C2 C3 1.3900 . ?
C2 C7 1.432(16) . ?
C3 C4 1.3900 . ?
C3 H3 0.9300 . ?
C4 C5 1.3900 . ?
C4 C8 1.433(16) . ?
C5 C6 1.3900 . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
N1 C9 1.3900 . ?
N1 C13 1.3900 . ?
N1 Cd1 2.559(12) 6_466 ?
C9 C10 1.3900 . ?
C9 H9 0.9300 . ?
C10 C11 1.3900 . ?
C10 H10 0.9300 . ?
C11 C12 1.3900 . ?
C12 C13 1.3900 . ?
C12 H12 0.9300 . ?
C13 H13 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
























































O1 Cd1 O3 82.7(5) 14_456 . ?
O1 Cd1 O4 80.1(5) 14_456 . ?
O3 Cd1 O4 52.1(4) . . ?
O1 Cd1 N1 80.9(5) 14_456 8_663 ?
O3 Cd1 N1 132.3(4) . 8_663 ?
O4 Cd1 N1 81.0(5) . 8_663 ?
O1 Cd1 O2 155.9(5) 14_456 1_554 ?
O3 Cd1 O2 77.1(4) . 1_554 ?
O4 Cd1 O2 77.2(5) . 1_554 ?
N1 Cd1 O2 103.3(4) 8_663 1_554 ?
C7 O1 Cd1 104.9(12) . 15_556 ?
C7 O2 Cd1 124.2(10) . 1_556 ?
C8 O3 Cd1 94.9(9) . . ?
C8 O4 Cd1 94.7(10) . . ?
C2 C1 C6 120.0 . . ?
C2 C1 C11 124.9(9) . . ?
C6 C1 C11 115.0(9) . . ?
C1 C2 C3 120.0 . . ?
C1 C2 C7 120.1(4) . . ?
C3 C2 C7 119.9(4) . . ?
C4 C3 C2 120.0 . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 120.0 . . ?
C3 C4 C8 120.1(4) . . ?
C5 C4 C8 119.7(3) . . ?
C6 C5 C4 120.0 . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C1 120.0 . . ?
C5 C6 H6 120.0 . . ?
C1 C6 H6 120.0 . . ?
O1 C7 O2 118.2(16) . . ?
O1 C7 C2 120.5(10) . . ?
O2 C7 C2 120.8(9) . . ?
O3 C8 O4 118.3(15) . . ?
O3 C8 C4 121.3(9) . . ?
O4 C8 C4 120.4(9) . . ?
C9 N1 C13 120.0 . . ?
C9 N1 Cd1 126.1(7) . 6_466 ?
C13 N1 Cd1 113.9(7) . 6_466 ?
N1 C9 C10 120.0 . . ?
N1 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C9 C10 C11 120.0 . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C12 C11 C10 120.0 . . ?
C12 C11 C1 121.2(12) . . ?
C10 C11 C1 118.2(12) . . ?
C11 C12 C13 120.0 . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 N1 120.0 . . ?
C12 C13 H13 120.0 . . ?
N1 C13 H13 120.0 . . ?



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 C8 83.1(6) 14_456 . . . ?
O4 Cd1 O3 C8 -0.1(3) . . . . ?
N1 Cd1 O3 C8 12.6(8) 8_663 . . . ?
O2 Cd1 O3 C8 -83.8(6) 1_554 . . . ?
O1 Cd1 O4 C8 -88.2(6) 14_456 . . . ?
O3 Cd1 O4 C8 0.1(3) . . . . ?
N1 Cd1 O4 C8 -170.5(7) 8_663 . . . ?
O2 Cd1 O4 C8 83.6(6) 1_554 . . . ?
C6 C1 C2 C3 0.0 . . . . ?
C11 C1 C2 C3 175.0(12) . . . . ?
C6 C1 C2 C7 178.2(10) . . . . ?
C11 C1 C2 C7 -6.8(15) . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C7 C2 C3 C4 -178.2(10) . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C2 C3 C4 C8 -175.6(9) . . . . ?
C3 C4 C5 C6 0.0 . . . . ?
C8 C4 C5 C6 175.7(9) . . . . ?
C4 C5 C6 C1 0.0 . . . . ?
C2 C1 C6 C5 0.0 . . . . ?
C11 C1 C6 C5 -175.5(11) . . . . ?
Cd1 O1 C7 O2 -13(2) 15_556 . . . ?
Cd1 O1 C7 C2 159.4(10) 15_556 . . . ?
Cd1 O2 C7 O1 -136.3(13) 1_556 . . . ?
Cd1 O2 C7 C2 51(2) 1_556 . . . ?
C1 C2 C7 O1 43(2) . . . . ?
C3 C2 C7 O1 -138.6(13) . . . . ?
C1 C2 C7 O2 -144.4(14) . . . . ?
C3 C2 C7 O2 33.8(19) . . . . ?
Cd1 O3 C8 O4 0.2(6) . . . . ?
Cd1 O3 C8 C4 -179.8(6) . . . . ?
Cd1 O4 C8 O3 -0.2(6) . . . . ?
Cd1 O4 C8 C4 179.8(6) . . . . ?
C3 C4 C8 O3 -4.0(8) . . . . ?
C5 C4 C8 O3 -179.6(8) . . . . ?
C3 C4 C8 O4 176.0(8) . . . . ?
C5 C4 C8 O4 0.4(8) . . . . ?
C13 N1 C9 C10 0.0 . . . . ?
Cd1 N1 C9 C10 -178.2(10) 6_466 . . . ?
N1 C9 C10 C11 0.0 . . . . ?
C9 C10 C11 C12 0.0 . . . . ?
C9 C10 C11 C1 170.9(15) . . . . ?
C2 C1 C11 C12 -119.9(11) . . . . ?
C6 C1 C11 C12 55.3(14) . . . . ?
C2 C1 C11 C10 69.3(13) . . . . ?
C6 C1 C11 C10 -115.5(10) . . . . ?
C10 C11 C12 C13 0.0 . . . . ?
C1 C11 C12 C13 -170.6(15) . . . . ?
C11 C12 C13 N1 0.0 . . . . ?
C9 N1 C13 C12 0.0 . . . . ?
Cd1 N1 C13 C12 178.4(9) 6_466 . . . ?



_diffrn_measured_fraction_theta_max 0.968

_diffrn_reflns_theta_full        25.47

_diffrn_measured_fraction_theta_full 0.968

_refine_diff_density_max         1.094

_refine_diff_density_min         -0.479

_refine_diff_density_rms         0.158

