# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1033338'
_audit_update_record             
;
2014-11-08 deposited with the CCDC.
2015-03-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H14 N2 O10 Zn2'
_chemical_formula_weight         525.03

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   9.0342(18)
_cell_length_b                   8.2698(17)
_cell_length_c                   11.623(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.90(3)
_cell_angle_gamma                90.00
_cell_volume                     852.7(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2817
_cell_measurement_theta_min      2.4629
_cell_measurement_theta_max      27.8904

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.045
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             528
_exptl_absorpt_coefficient_mu    2.880
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.5966
_exptl_absorpt_correction_T_max  0.7238
_exptl_absorpt_process_details   crystalclear

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  'rigaku saturn'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            8135
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_av_sigmaI/netI    0.0272
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.63
_diffrn_reflns_theta_max         27.89
_reflns_number_total             2027
_reflns_number_gt                1705
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       crystalclear
_computing_cell_refinement       crystalclear
_computing_data_reduction        crystalclear
_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)+(0.0480P)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         2027
_refine_ls_number_parameters     148
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0321
_refine_ls_R_factor_gt           0.0270
_refine_ls_wR_factor_ref         0.0747
_refine_ls_wR_factor_gt          0.0730
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.27961(3) 0.02846(3) 0.40870(2) 0.01956(10) Uani 1 1 d . . .
O1 O -0.03819(17) 0.22251(18) 0.79099(13) 0.0255(3) Uani 1 1 d . . .
O2 O -0.07250(19) 0.48715(18) 0.80599(15) 0.0246(4) Uani 1 1 d . . .
O3 O 0.13698(17) 0.88425(18) 0.56518(14) 0.0277(4) Uani 1 1 d . . .
O4 O 0.30174(16) 0.80090(18) 0.46085(14) 0.0253(3) Uani 1 1 d . . .
O5 O 0.07828(18) 0.06440(19) 0.31376(15) 0.0254(3) Uani 1 1 d D . .
N1 N 0.36438(18) 0.1989(2) 0.52979(15) 0.0189(4) Uani 1 1 d D . .
H1A H 0.406(2) 0.144(3) 0.5946(13) 0.023 Uiso 1 1 d D . .
H1B H 0.4334(19) 0.250(2) 0.4979(16) 0.023 Uiso 1 1 d D . .
C1 C 0.2706(2) 0.3226(2) 0.56524(17) 0.0155(4) Uani 1 1 d . . .
C2 C 0.1721(2) 0.2829(2) 0.64016(16) 0.0153(4) Uani 1 1 d . . .
H2 H 0.1640 0.1764 0.6639 0.018 Uiso 1 1 calc R . .
C3 C 0.0861(2) 0.4039(2) 0.67906(16) 0.0148(4) Uani 1 1 d . . .
C4 C 0.0975(2) 0.5623(2) 0.64232(17) 0.0155(4) Uani 1 1 d . . .
H4 H 0.0400 0.6427 0.6686 0.019 Uiso 1 1 calc R . .
C5 C 0.1940(2) 0.6020(2) 0.56669(16) 0.0148(4) Uani 1 1 d . . .
C6 C 0.2801(2) 0.4801(2) 0.52787(18) 0.0160(4) Uani 1 1 d . . .
H6 H 0.3442 0.5053 0.4766 0.019 Uiso 1 1 calc R . .
C7 C -0.0160(2) 0.3638(2) 0.76354(17) 0.0163(4) Uani 1 1 d . . .
C8 C 0.2095(2) 0.7733(2) 0.53018(17) 0.0169(4) Uani 1 1 d . . .
H5A H 0.066(3) -0.019(2) 0.2714(18) 0.020 Uiso 1 1 d D . .
H5B H 0.013(2) 0.085(3) 0.3546(17) 0.020 Uiso 1 1 d D . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O2 1.9570(16) 4_665 ?
Zn1 O5 1.9636(18) . ?
Zn1 O4 1.9756(15) 1_545 ?
Zn1 N1 2.0363(18) . ?
O1 C7 1.237(2) . ?
O2 C7 1.281(2) . ?
O2 Zn1 1.9570(16) 4_566 ?
O3 C8 1.240(2) . ?
O4 C8 1.284(2) . ?
O4 Zn1 1.9756(15) 1_565 ?
O5 H5A 0.844(9) . ?
O5 H5B 0.840(9) . ?
N1 C1 1.438(2) . ?
N1 H1A 0.895(9) . ?
N1 H1B 0.892(9) . ?
C1 C6 1.380(3) . ?
C1 C2 1.397(3) . ?
C2 C3 1.394(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.388(3) . ?
C3 C7 1.506(2) . ?
C4 C5 1.389(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.399(3) . ?
C5 C8 1.493(3) . ?
C6 H6 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
O2 Zn1 O5 109.50(7) 4_665 . ?
O2 Zn1 O4 94.77(6) 4_665 1_545 ?
O5 Zn1 O4 110.23(7) . 1_545 ?
O2 Zn1 N1 104.85(7) 4_665 . ?
O5 Zn1 N1 118.10(7) . . ?
O4 Zn1 N1 116.38(7) 1_545 . ?
C7 O2 Zn1 123.40(13) . 4_566 ?
C8 O4 Zn1 108.76(12) . 1_565 ?
Zn1 O5 H5A 101.9(17) . . ?
Zn1 O5 H5B 112.7(16) . . ?
H5A O5 H5B 118.2(16) . . ?
C1 N1 Zn1 121.72(12) . . ?
C1 N1 H1A 106.9(15) . . ?
Zn1 N1 H1A 106.0(16) . . ?
C1 N1 H1B 106.0(15) . . ?
Zn1 N1 H1B 104.1(14) . . ?
H1A N1 H1B 112.2(13) . . ?
C6 C1 C2 120.21(17) . . ?
C6 C1 N1 120.40(17) . . ?
C2 C1 N1 119.37(17) . . ?
C3 C2 C1 119.55(17) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C4 C3 C2 119.97(17) . . ?
C4 C3 C7 119.92(17) . . ?
C2 C3 C7 120.09(18) . . ?
C3 C4 C5 120.62(18) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C4 C5 C6 119.21(18) . . ?
C4 C5 C8 120.50(17) . . ?
C6 C5 C8 120.27(16) . . ?
C1 C6 C5 120.43(18) . . ?
C1 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
O1 C7 O2 123.83(17) . . ?
O1 C7 C3 121.69(17) . . ?
O2 C7 C3 114.45(17) . . ?
O3 C8 O4 121.34(18) . . ?
O3 C8 C5 121.67(16) . . ?
O4 C8 C5 116.98(17) . . ?

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 Zn1 N1 C1 136.29(14) 4_665 . . . ?
O5 Zn1 N1 C1 14.07(17) . . . . ?
O4 Zn1 N1 C1 -120.56(14) 1_545 . . . ?
Zn1 N1 C1 C6 -106.39(19) . . . . ?
Zn1 N1 C1 C2 75.1(2) . . . . ?
C6 C1 C2 C3 -1.5(3) . . . . ?
N1 C1 C2 C3 177.05(17) . . . . ?
C1 C2 C3 C4 0.7(3) . . . . ?
C1 C2 C3 C7 -177.63(18) . . . . ?
C2 C3 C4 C5 0.1(3) . . . . ?
C7 C3 C4 C5 178.41(18) . . . . ?
C3 C4 C5 C6 -0.1(3) . . . . ?
C3 C4 C5 C8 -178.14(18) . . . . ?
C2 C1 C6 C5 1.5(3) . . . . ?
N1 C1 C6 C5 -177.02(18) . . . . ?
C4 C5 C6 C1 -0.7(3) . . . . ?
C8 C5 C6 C1 177.35(19) . . . . ?
Zn1 O2 C7 O1 -6.7(3) 4_566 . . . ?
Zn1 O2 C7 C3 175.33(13) 4_566 . . . ?
C4 C3 C7 O1 174.18(19) . . . . ?
C2 C3 C7 O1 -7.5(3) . . . . ?
C4 C3 C7 O2 -7.8(3) . . . . ?
C2 C3 C7 O2 170.46(19) . . . . ?
Zn1 O4 C8 O3 -8.1(2) 1_565 . . . ?
Zn1 O4 C8 C5 172.01(14) 1_565 . . . ?
C4 C5 C8 O3 -0.5(3) . . . . ?
C6 C5 C8 O3 -178.5(2) . . . . ?
C4 C5 C8 O4 179.44(18) . . . . ?
C6 C5 C8 O4 1.4(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
N1 H1A O2 0.895(9) 2.155(14) 2.981(3) 153.1(19) 2_546
N1 H1B O4 0.892(9) 2.387(18) 2.998(2) 125.8(15) 3_666
N1 H1B O1 0.892(9) 2.476(16) 3.134(2) 131.0(17) 4_665
O5 H5A O1 0.844(9) 1.829(11) 2.660(2) 168(2) 3_556
O5 H5B O3 0.840(9) 1.804(10) 2.641(2) 175(2) 3_566

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        27.89
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.399
_refine_diff_density_min         -0.627
_refine_diff_density_rms         0.082
####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1046705'
_audit_update_record             
;
2015-01-31 deposited with the CCDC.
2015-03-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H11 Cd N O7'
_chemical_formula_weight         345.58

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

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.7683(16)
_cell_length_b                   8.6089(17)
_cell_length_c                   8.6695(17)
_cell_angle_alpha                84.04(3)
_cell_angle_beta                 76.23(3)
_cell_angle_gamma                66.04(3)
_cell_volume                     514.6(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    1880
_cell_measurement_theta_min      2.4190
_cell_measurement_theta_max      27.8704

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.230
_exptl_crystal_F_000             340
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    2.148
_shelx_estimated_absorpt_T_min   0.673
_shelx_estimated_absorpt_T_max   0.783
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.6733
_exptl_absorpt_correction_T_max  0.7826
_exptl_absorpt_process_details   crystalclear
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating anode'
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_measurement_device_type  'rigaku saturn'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5113
_diffrn_reflns_av_unetI/netI     0.0393
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_limit_h_min       -8
_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       10
_diffrn_reflns_theta_min         2.419
_diffrn_reflns_theta_max         27.869
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             2395
_reflns_number_gt                2212
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       crystalclear
_computing_cell_refinement       crystalclear
_computing_data_reduction        crystalclear
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0291P)²+0.3247P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2395
_refine_ls_number_parameters     166
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0244
_refine_ls_R_factor_gt           0.0228
_refine_ls_wR_factor_ref         0.0601
_refine_ls_wR_factor_gt          0.0598
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.004
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.96575(2) 0.10793(2) -0.20958(2) 0.00505(7) Uani 1 1 d . . . . .
O1 O 0.7760(3) 0.2954(2) -0.0174(2) 0.0120(4) Uani 1 1 d . . . . .
O2 O 0.7809(3) 0.0500(2) 0.0931(2) 0.0086(4) Uani 1 1 d . . . . .
O3 O 0.1881(3) 0.1024(2) 0.5352(2) 0.0106(4) Uani 1 1 d . . . . .
O4 O 0.1124(3) 0.3004(3) 0.7101(2) 0.0117(4) Uani 1 1 d . . . . .
N1 N 0.2874(3) 0.7569(3) 0.3556(3) 0.0090(4) Uani 1 1 d D . . . .
H1A H 0.376(3) 0.792(4) 0.296(3) 0.011 Uiso 1 1 d D U . . .
H1B H 0.255(4) 0.802(4) 0.4518(19) 0.011 Uiso 1 1 d D U . . .
C1 C 0.7148(4) 0.2112(3) 0.0925(3) 0.0067(5) Uani 1 1 d . . . . .
C2 C 0.5546(4) 0.3079(3) 0.2263(3) 0.0071(5) Uani 1 1 d . . . . .
C3 C 0.4996(4) 0.4830(3) 0.2343(3) 0.0073(5) Uani 1 1 d . . . . .
H3 H 0.5646 0.5383 0.1566 0.009 Uiso 1 1 calc R U . . .
C4 C 0.3504(4) 0.5774(3) 0.3554(3) 0.0071(5) Uani 1 1 d . . . . .
C5 C 0.2577(4) 0.4943(3) 0.4697(3) 0.0074(5) Uani 1 1 d . . . . .
H5 H 0.1597 0.5565 0.5556 0.009 Uiso 1 1 calc R U . . .
C6 C 0.3085(4) 0.3199(3) 0.4585(3) 0.0065(5) Uani 1 1 d . . . . .
C7 C 0.4568(4) 0.2258(3) 0.3360(3) 0.0064(5) Uani 1 1 d . . . . .
H7 H 0.4905 0.1074 0.3277 0.008 Uiso 1 1 calc R U . . .
C8 C 0.1976(4) 0.2352(3) 0.5751(3) 0.0069(5) Uani 1 1 d . . . . .
O5 O 0.9688(3) -0.1391(2) -0.2801(2) 0.0132(4) Uani 1 1 d D . . . .
H5A H 0.918(5) -0.130(4) -0.355(3) 0.016 Uiso 1 1 d D U . . .
H5B H 0.953(5) -0.214(3) -0.213(3) 0.016 Uiso 1 1 d D U . . .
O6 O 0.5655(4) 0.8480(4) 0.0981(3) 0.0347(7) Uani 1 1 d . . . . .
H6A H 0.5115 0.8412 0.0259 0.052 Uiso 1 1 d R U . . .
H6B H 0.6673 0.8747 0.0529 0.052 Uiso 1 1 d R U . . .
O7 O 0.8879(4) 0.6082(3) -0.1024(3) 0.0302(6) Uani 1 1 d . . . . .
H7A H 0.8040 0.5667 -0.0806 0.045 Uiso 1 1 d R U . . .
H7B H 0.9693 0.5150 -0.1450 0.045 Uiso 1 1 d R U . . .


_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) . ?
Cd1 O5 2.2623(19) . ?
Cd1 O2 2.287(2) 2_755 ?
Cd1 O4 2.3331(19) 1_654 ?
Cd1 N1 2.417(3) 2_665 ?
Cd1 O3 2.453(2) 1_654 ?
Cd1 C8 2.740(3) 1_654 ?
O1 C1 1.257(3) . ?
O2 C1 1.269(3) . ?
O2 Cd1 2.287(2) 2_755 ?
O3 C8 1.264(3) . ?
O3 Cd1 2.453(2) 1_456 ?
O4 C8 1.260(3) . ?
O4 Cd1 2.3331(19) 1_456 ?
N1 C4 1.419(3) . ?
N1 Cd1 2.417(3) 2_665 ?
N1 H1A 0.898(10) . ?
N1 H1B 0.893(10) . ?
C1 C2 1.503(3) . ?
C2 C7 1.390(3) . ?
C2 C3 1.394(4) . ?
C3 C4 1.392(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.394(3) . ?
C5 C6 1.396(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.396(3) . ?
C6 C8 1.496(3) . ?
C7 H7 0.9500 . ?
C8 Cd1 2.740(3) 1_456 ?
O5 H5A 0.82(2) . ?
O5 H5B 0.851(7) . ?
O6 H6A 0.8501 . ?
O6 H6B 0.9021 . ?
O7 H7A 0.8394 . ?
O7 H7B 0.8473 . ?

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 O5 132.85(8) . . ?
O1 Cd1 O2 100.68(7) . 2_755 ?
O5 Cd1 O2 87.90(7) . 2_755 ?
O1 Cd1 O4 85.01(7) . 1_654 ?
O5 Cd1 O4 141.98(7) . 1_654 ?
O2 Cd1 O4 87.83(7) 2_755 1_654 ?
O1 Cd1 N1 86.44(8) . 2_665 ?
O5 Cd1 N1 85.31(8) . 2_665 ?
O2 Cd1 N1 172.42(7) 2_755 2_665 ?
O4 Cd1 N1 95.44(8) 1_654 2_665 ?
O1 Cd1 O3 137.79(7) . 1_654 ?
O5 Cd1 O3 87.60(8) . 1_654 ?
O2 Cd1 O3 90.79(7) 2_755 1_654 ?
O4 Cd1 O3 54.72(7) 1_654 1_654 ?
N1 Cd1 O3 85.57(7) 2_665 1_654 ?
O1 Cd1 C8 111.28(8) . 1_654 ?
O5 Cd1 C8 115.01(8) . 1_654 ?
O2 Cd1 C8 90.09(7) 2_755 1_654 ?
O4 Cd1 C8 27.28(7) 1_654 1_654 ?
N1 Cd1 C8 89.72(8) 2_665 1_654 ?
O3 Cd1 C8 27.47(7) 1_654 1_654 ?
C1 O1 Cd1 105.52(16) . . ?
C1 O2 Cd1 120.83(16) . 2_755 ?
C8 O3 Cd1 89.00(15) . 1_456 ?
C8 O4 Cd1 94.64(15) . 1_456 ?
C4 N1 Cd1 111.12(16) . 2_665 ?
C4 N1 H1A 112(2) . . ?
Cd1 N1 H1A 99(2) 2_665 . ?
C4 N1 H1B 114(2) . . ?
Cd1 N1 H1B 112(2) 2_665 . ?
H1A N1 H1B 107(3) . . ?
O1 C1 O2 122.7(2) . . ?
O1 C1 C2 117.8(2) . . ?
O2 C1 C2 119.5(2) . . ?
C7 C2 C3 120.5(2) . . ?
C7 C2 C1 120.7(2) . . ?
C3 C2 C1 118.8(2) . . ?
C4 C3 C2 120.5(2) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C5 119.1(2) . . ?
C3 C4 N1 119.8(2) . . ?
C5 C4 N1 121.0(2) . . ?
C4 C5 C6 120.2(2) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C5 C6 C7 120.5(2) . . ?
C5 C6 C8 119.5(2) . . ?
C7 C6 C8 119.9(2) . . ?
C2 C7 C6 119.0(2) . . ?
C2 C7 H7 120.5 . . ?
C6 C7 H7 120.5 . . ?
O4 C8 O3 121.5(2) . . ?
O4 C8 C6 119.0(2) . . ?
O3 C8 C6 119.4(2) . . ?
O4 C8 Cd1 58.08(13) . 1_456 ?
O3 C8 Cd1 63.53(13) . 1_456 ?
C6 C8 Cd1 174.72(18) . 1_456 ?
Cd1 O5 H5A 114(2) . . ?
Cd1 O5 H5B 123(2) . . ?
H5A O5 H5B 112(2) . . ?
H6A O6 H6B 108.9 . . ?
H7A O7 H7B 89.3 . . ?

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
Cd1 O1 C1 O2 10.0(3) . . . . ?
Cd1 O1 C1 C2 -168.96(17) . . . . ?
Cd1 O2 C1 O1 90.6(3) 2_755 . . . ?
Cd1 O2 C1 C2 -90.5(2) 2_755 . . . ?
O1 C1 C2 C7 168.3(2) . . . . ?
O2 C1 C2 C7 -10.7(4) . . . . ?
O1 C1 C2 C3 -8.8(4) . . . . ?
O2 C1 C2 C3 172.3(2) . . . . ?
C7 C2 C3 C4 2.2(4) . . . . ?
C1 C2 C3 C4 179.3(2) . . . . ?
C2 C3 C4 C5 0.7(4) . . . . ?
C2 C3 C4 N1 -175.7(2) . . . . ?
Cd1 N1 C4 C3 89.5(2) 2_665 . . . ?
Cd1 N1 C4 C5 -86.8(2) 2_665 . . . ?
C3 C4 C5 C6 -2.9(4) . . . . ?
N1 C4 C5 C6 173.4(2) . . . . ?
C4 C5 C6 C7 2.2(4) . . . . ?
C4 C5 C6 C8 -175.4(2) . . . . ?
C3 C2 C7 C6 -2.8(4) . . . . ?
C1 C2 C7 C6 -179.8(2) . . . . ?
C5 C6 C7 C2 0.6(4) . . . . ?
C8 C6 C7 C2 178.3(2) . . . . ?
Cd1 O4 C8 O3 -3.6(3) 1_456 . . . ?
Cd1 O4 C8 C6 174.9(2) 1_456 . . . ?
Cd1 O3 C8 O4 3.4(3) 1_456 . . . ?
Cd1 O3 C8 C6 -175.0(2) 1_456 . . . ?
C5 C6 C8 O4 -25.6(4) . . . . ?
C7 C6 C8 O4 156.8(2) . . . . ?
C5 C6 C8 O3 152.9(2) . . . . ?
C7 C6 C8 O3 -24.7(4) . . . . ?

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
N1 H1A O6 0.898(10) 2.128(14) 2.997(3) 163(3) .
N1 H1B O3 0.893(10) 2.57(2) 3.223(3) 131(3) 1_565
O5 H5A O3 0.82(2) 1.88(2) 2.702(3) 176(3) 2_655
O5 H5B O7 0.851(7) 1.898(11) 2.731(3) 166(3) 1_545
O6 H6A O2 0.85 2.51 3.265(3) 148.8 2_665
O6 H6B O2 0.90 2.12 2.853(3) 137.2 1_565
O7 H7A O1 0.84 2.43 3.120(3) 140.3 .
O7 H7B O4 0.85 2.09 2.915(3) 163.6 1_654

_refine_diff_density_max         0.496
_refine_diff_density_min         -0.976
_refine_diff_density_rms         0.120

