# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_s
_database_code_depnum_ccdc_archive 'CCDC 1509278'
_audit_update_record             
;
2016-10-11 deposited with the CCDC.
2017-01-16 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 H19 Co N O10'
_chemical_formula_weight         408.22

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'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   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                   15.569(3)
_cell_length_b                   7.7545(16)
_cell_length_c                   13.712(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.11(3)
_cell_angle_gamma                90.00
_cell_volume                     1634.5(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2913
_cell_measurement_theta_min      2.93
_cell_measurement_theta_max      25.1

_exptl_crystal_description       Block
_exptl_crystal_colour            Pink
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.659
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             844
_exptl_absorpt_coefficient_mu    1.105
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.7472
_exptl_absorpt_correction_T_max  0.8259
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7600
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_av_sigmaI/netI    0.0414
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.94
_diffrn_reflns_theta_max         25.10
_reflns_number_total             2913
_reflns_number_gt                2482
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_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)+(0.0350P)²+2.1238P] 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         2913
_refine_ls_number_parameters     226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0394
_refine_ls_wR_factor_ref         0.0969
_refine_ls_wR_factor_gt          0.0910
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_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
Co1 Co 0.38390(2) 0.05754(5) 0.81580(3) 0.02105(14) Uani 1 1 d . . .
O1 O -0.21194(15) -0.0953(3) 0.5963(2) 0.0408(6) Uani 1 1 d . . .
O2 O -0.27509(13) 0.1579(3) 0.57021(18) 0.0366(6) Uani 1 1 d . . .
O3 O 0.41103(13) -0.1934(3) 0.77820(16) 0.0274(5) Uani 1 1 d . . .
O4 O 0.35388(14) -0.4290(3) 0.70160(17) 0.0310(5) Uani 1 1 d . . .
N1 N 0.26431(15) -0.0204(3) 0.73496(18) 0.0218(5) Uani 1 1 d . . .
C1 C -0.20933(19) 0.0653(4) 0.5902(2) 0.0268(7) Uani 1 1 d . . .
C2 C -0.12073(19) 0.1490(4) 0.6087(2) 0.0231(6) Uani 1 1 d . . .
C3 C -0.04713(19) 0.0479(4) 0.6290(2) 0.0242(7) Uani 1 1 d . . .
H3 H -0.0534 -0.0708 0.6347 0.029 Uiso 1 1 calc R . .
C4 C 0.03598(19) 0.1180(4) 0.6412(2) 0.0243(7) Uani 1 1 d . . .
C5 C 0.0437(2) 0.2952(4) 0.6326(2) 0.0321(8) Uani 1 1 d . . .
H5 H 0.0985 0.3454 0.6390 0.038 Uiso 1 1 calc R . .
C6 C -0.0299(2) 0.3977(4) 0.6144(3) 0.0346(8) Uani 1 1 d . . .
H6 H -0.0240 0.5167 0.6104 0.042 Uiso 1 1 calc R . .
C7 C -0.1116(2) 0.3255(4) 0.6021(2) 0.0278(7) Uani 1 1 d . . .
H7 H -0.1606 0.3956 0.5894 0.033 Uiso 1 1 calc R . .
C8 C 0.11425(19) 0.0074(4) 0.6615(2) 0.0239(7) Uani 1 1 d . . .
C9 C 0.11603(19) -0.1602(4) 0.6292(2) 0.0266(7) Uani 1 1 d . . .
H9 H 0.0664 -0.2083 0.5927 0.032 Uiso 1 1 calc R . .
C10 C 0.1909(2) -0.2577(4) 0.6503(2) 0.0276(7) Uani 1 1 d . . .
H10 H 0.1918 -0.3716 0.6292 0.033 Uiso 1 1 calc R . .
C11 C 0.26427(18) -0.1833(4) 0.7032(2) 0.0218(6) Uani 1 1 d . . .
C12 C 0.19112(18) 0.0707(4) 0.7155(2) 0.0234(7) Uani 1 1 d . . .
H12 H 0.1913 0.1830 0.7394 0.028 Uiso 1 1 calc R . .
C13 C 0.34910(19) -0.2776(4) 0.7295(2) 0.0240(7) Uani 1 1 d . . .
O1W O 0.50702(13) 0.0841(3) 0.90087(16) 0.0310(5) Uani 1 1 d . . .
H1WA H 0.5306 -0.0144 0.9113 0.047 Uiso 1 1 d R . .
H1WB H 0.5019 0.1309 0.9557 0.047 Uiso 1 1 d R . .
O2W O 0.42958(14) 0.1490(3) 0.68819(15) 0.0304(5) Uani 1 1 d . . .
H2WA H 0.4390 0.0584 0.6517 0.046 Uiso 1 1 d R . .
H2WB H 0.4821 0.2086 0.6999 0.046 Uiso 1 1 d R . .
O3W O 0.35832(15) 0.3113(3) 0.84398(17) 0.0342(5) Uani 1 1 d . . .
H3WA H 0.3056 0.3353 0.8569 0.051 Uiso 1 1 d R . .
H3WB H 0.3605 0.3840 0.7980 0.051 Uiso 1 1 d R . .
O4W O 0.33864(14) -0.0231(3) 0.94293(16) 0.0306(5) Uani 1 1 d . . .
H4WA H 0.3119 -0.1250 0.9415 0.046 Uiso 1 1 d R . .
H4WB H 0.3104 0.0485 0.9708 0.046 Uiso 1 1 d R . .
O5W O 0.43407(15) -0.0840(3) 0.54004(16) 0.0347(6) Uani 1 1 d . . .
H5WA H 0.4865 -0.1153 0.5410 0.052 Uiso 1 1 d R . .
H5WB H 0.4149 -0.0379 0.4846 0.052 Uiso 1 1 d R . .
O6W O 0.2601(2) 0.3173(4) 0.5587(2) 0.0641(9) Uani 1 1 d . . .
H6WA H 0.2456 0.2436 0.5214 0.096 Uiso 1 1 d R . .
H6WB H 0.2977 0.2894 0.6070 0.096 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
Co1 O3W 2.056(2) . ?
Co1 O3 2.074(2) . ?
Co1 O4W 2.077(2) . ?
Co1 O1W 2.090(2) . ?
Co1 N1 2.099(2) . ?
Co1 O2W 2.113(2) . ?
O1 C1 1.249(4) . ?
O2 C1 1.245(4) . ?
O3 C13 1.264(4) . ?
O4 C13 1.241(4) . ?
N1 C12 1.331(4) . ?
N1 C11 1.336(4) . ?
C1 C2 1.509(4) . ?
C2 C3 1.380(4) . ?
C2 C7 1.381(4) . ?
C3 C4 1.389(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.386(4) . ?
C4 C8 1.480(4) . ?
C5 C6 1.383(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.375(4) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.375(4) . ?
C8 C12 1.393(4) . ?
C9 C10 1.381(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.379(4) . ?
C10 H10 0.9300 . ?
C11 C13 1.502(4) . ?
C12 H12 0.9300 . ?
O1W H1WA 0.8499 . ?
O1W H1WB 0.8498 . ?
O2W H2WA 0.8880 . ?
O2W H2WB 0.9307 . ?
O3W H3WA 0.8865 . ?
O3W H3WB 0.8505 . ?
O4W H4WA 0.8922 . ?
O4W H4WB 0.8369 . ?
O5W H5WA 0.8500 . ?
O5W H5WB 0.8500 . ?
O6W H6WA 0.7761 . ?
O6W H6WB 0.8395 . ?

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
O3W Co1 O3 176.23(9) . . ?
O3W Co1 O4W 91.65(9) . . ?
O3 Co1 O4W 92.05(9) . . ?
O3W Co1 O1W 89.35(9) . . ?
O3 Co1 O1W 91.51(8) . . ?
O4W Co1 O1W 87.96(9) . . ?
O3W Co1 N1 101.11(9) . . ?
O3 Co1 N1 78.29(9) . . ?
O4W Co1 N1 88.05(9) . . ?
O1W Co1 N1 168.90(9) . . ?
O3W Co1 O2W 86.28(9) . . ?
O3 Co1 O2W 90.03(9) . . ?
O4W Co1 O2W 177.91(9) . . ?
O1W Co1 O2W 91.71(9) . . ?
N1 Co1 O2W 92.64(9) . . ?
C13 O3 Co1 116.58(18) . . ?
C12 N1 C11 118.7(3) . . ?
C12 N1 Co1 127.8(2) . . ?
C11 N1 Co1 113.51(19) . . ?
O2 C1 O1 123.7(3) . . ?
O2 C1 C2 119.2(3) . . ?
O1 C1 C2 117.1(3) . . ?
C3 C2 C7 119.0(3) . . ?
C3 C2 C1 119.8(3) . . ?
C7 C2 C1 121.1(3) . . ?
C2 C3 C4 122.0(3) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
C5 C4 C3 118.0(3) . . ?
C5 C4 C8 120.7(3) . . ?
C3 C4 C8 121.3(3) . . ?
C6 C5 C4 120.3(3) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C7 C6 C5 120.8(3) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C6 C7 C2 119.9(3) . . ?
C6 C7 H7 120.1 . . ?
C2 C7 H7 120.1 . . ?
C9 C8 C12 116.4(3) . . ?
C9 C8 C4 123.0(3) . . ?
C12 C8 C4 120.5(3) . . ?
C8 C9 C10 120.6(3) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C11 C10 C9 118.8(3) . . ?
C11 C10 H10 120.6 . . ?
C9 C10 H10 120.6 . . ?
N1 C11 C10 121.6(3) . . ?
N1 C11 C13 115.2(3) . . ?
C10 C11 C13 123.1(3) . . ?
N1 C12 C8 123.7(3) . . ?
N1 C12 H12 118.1 . . ?
C8 C12 H12 118.1 . . ?
O4 C13 O3 125.0(3) . . ?
O4 C13 C11 118.7(3) . . ?
O3 C13 C11 116.3(3) . . ?
Co1 O1W H1WA 109.8 . . ?
Co1 O1W H1WB 109.2 . . ?
H1WA O1W H1WB 109.5 . . ?
Co1 O2W H2WA 108.0 . . ?
Co1 O2W H2WB 115.2 . . ?
H2WA O2W H2WB 105.8 . . ?
Co1 O3W H3WA 116.9 . . ?
Co1 O3W H3WB 117.6 . . ?
H3WA O3W H3WB 99.0 . . ?
Co1 O4W H4WA 117.8 . . ?
Co1 O4W H4WB 117.1 . . ?
H4WA O4W H4WB 108.7 . . ?
H5WA O5W H5WB 109.5 . . ?
H6WA O6W H6WB 115.0 . . ?

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
O3W Co1 O3 C13 -82.6(13) . . . . ?
O4W Co1 O3 C13 86.2(2) . . . . ?
O1W Co1 O3 C13 174.2(2) . . . . ?
N1 Co1 O3 C13 -1.4(2) . . . . ?
O2W Co1 O3 C13 -94.1(2) . . . . ?
O3W Co1 N1 C12 -4.6(3) . . . . ?
O3 Co1 N1 C12 179.2(3) . . . . ?
O4W Co1 N1 C12 86.7(3) . . . . ?
O1W Co1 N1 C12 155.7(4) . . . . ?
O2W Co1 N1 C12 -91.3(3) . . . . ?
O3W Co1 N1 C11 177.45(19) . . . . ?
O3 Co1 N1 C11 1.24(19) . . . . ?
O4W Co1 N1 C11 -91.2(2) . . . . ?
O1W Co1 N1 C11 -22.3(6) . . . . ?
O2W Co1 N1 C11 90.7(2) . . . . ?
O2 C1 C2 C3 -178.7(3) . . . . ?
O1 C1 C2 C3 1.5(4) . . . . ?
O2 C1 C2 C7 -1.2(5) . . . . ?
O1 C1 C2 C7 179.1(3) . . . . ?
C7 C2 C3 C4 -1.2(4) . . . . ?
C1 C2 C3 C4 176.4(3) . . . . ?
C2 C3 C4 C5 0.1(5) . . . . ?
C2 C3 C4 C8 -179.1(3) . . . . ?
C3 C4 C5 C6 1.3(5) . . . . ?
C8 C4 C5 C6 -179.4(3) . . . . ?
C4 C5 C6 C7 -1.7(5) . . . . ?
C5 C6 C7 C2 0.5(5) . . . . ?
C3 C2 C7 C6 0.9(5) . . . . ?
C1 C2 C7 C6 -176.7(3) . . . . ?
C5 C4 C8 C9 -150.0(3) . . . . ?
C3 C4 C8 C9 29.2(5) . . . . ?
C5 C4 C8 C12 29.8(4) . . . . ?
C3 C4 C8 C12 -150.9(3) . . . . ?
C12 C8 C9 C10 0.1(4) . . . . ?
C4 C8 C9 C10 -180.0(3) . . . . ?
C8 C9 C10 C11 -1.0(5) . . . . ?
C12 N1 C11 C10 0.7(4) . . . . ?
Co1 N1 C11 C10 178.9(2) . . . . ?
C12 N1 C11 C13 -179.2(2) . . . . ?
Co1 N1 C11 C13 -1.0(3) . . . . ?
C9 C10 C11 N1 0.6(4) . . . . ?
C9 C10 C11 C13 -179.6(3) . . . . ?
C11 N1 C12 C8 -1.6(4) . . . . ?
Co1 N1 C12 C8 -179.5(2) . . . . ?
C9 C8 C12 N1 1.2(4) . . . . ?
C4 C8 C12 N1 -178.7(3) . . . . ?
Co1 O3 C13 O4 -179.5(2) . . . . ?
Co1 O3 C13 C11 1.3(3) . . . . ?
N1 C11 C13 O4 -179.4(3) . . . . ?
C10 C11 C13 O4 0.7(4) . . . . ?
N1 C11 C13 O3 -0.2(4) . . . . ?
C10 C11 C13 O3 180.0(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
O2W H2WB O3 0.93 1.81 2.739(3) 174.9 2_656
O2W H2WA O5W 0.89 1.88 2.728(3) 159.2 .
O3W H3WA O1 0.89 1.77 2.642(3) 168.5 2_556
O3W H3WB O4 0.85 1.95 2.798(3) 171.7 1_565
O4W H4WA O2 0.89 1.78 2.660(3) 169.7 2_546
O4W H4WB O6W 0.84 1.86 2.680(3) 166.9 4_566
O6W H6WA O1 0.78 1.98 2.746(4) 167.1 3_556

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.10
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.500
_refine_diff_density_min         -0.628
_refine_diff_density_rms         0.070
####################################################################### 
# 
# 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_c2c
_database_code_depnum_ccdc_archive 'CCDC 1509280'
_audit_update_record             
;
2016-10-11 deposited with the CCDC.
2017-01-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H32 Cd3 N2 O23 P2'
_chemical_formula_weight         1139.68

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   35.360(7)
_cell_length_b                   11.899(2)
_cell_length_c                   7.9016(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.88(3)
_cell_angle_gamma                90.00
_cell_volume                     3324.2(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2917
_cell_measurement_theta_min      3.14
_cell_measurement_theta_max      27.48

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.277
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2240
_exptl_absorpt_coefficient_mu    2.102
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.5907
_exptl_absorpt_correction_T_max  0.6786
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12487
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_av_sigmaI/netI    0.0317
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.14
_diffrn_reflns_theta_max         25.10
_reflns_number_total             2917
_reflns_number_gt                2508
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_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)+(0.1018P)²+32.6660P] 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         2917
_refine_ls_number_parameters     254
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0612
_refine_ls_R_factor_gt           0.0539
_refine_ls_wR_factor_ref         0.1569
_refine_ls_wR_factor_gt          0.1510
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_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 0.5000 0.66517(6) 0.7500 0.0307(3) Uani 1 2 d S . .
Cd2 Cd 0.617975(14) 0.81952(4) 0.90131(6) 0.0227(2) Uani 1 1 d . . .
P1 P 0.53524(10) 0.9267(3) 0.7247(4) 0.0684(8) Uani 1 1 d . . .
O1 O 0.45404(16) 0.5238(5) 0.6940(7) 0.0377(13) Uani 1 1 d . . .
O2 O 0.43361(16) 0.6972(5) 0.6693(8) 0.0398(14) Uani 1 1 d . . .
O3 O 0.18559(15) 0.6489(5) 0.4187(7) 0.0336(13) Uani 1 1 d . . .
O4 O 0.14929(14) 0.4992(4) 0.3980(7) 0.0323(12) Uani 1 1 d . . .
O5 O 0.5000 0.8560(7) 0.7500 0.047(2) Uani 1 2 d S . .
O6 O 0.5515(3) 0.8809(10) 0.5705(13) 0.097(3) Uani 1 1 d . A .
O7 O 0.5233(3) 1.0388(8) 0.6976(14) 0.099(3) Uani 1 1 d . A -1
O8 O 0.56491(16) 0.9345(5) 0.8535(7) 0.0386(13) Uani 1 1 d . A .
N00B N 0.36459(16) 0.6287(5) 0.5593(7) 0.0236(12) Uani 1 1 d . . .
C1 C 0.4285(2) 0.5917(6) 0.6582(9) 0.0279(16) Uani 1 1 d . . .
C2 C 0.3912(2) 0.5503(6) 0.6060(9) 0.0273(15) Uani 1 1 d . . .
C3 C 0.3826(2) 0.4374(7) 0.6013(10) 0.0338(18) Uani 1 1 d . . .
H3 H 0.4006 0.3845 0.6343 0.041 Uiso 1 1 calc R . .
C4 C 0.3472(2) 0.4028(6) 0.5477(10) 0.0323(17) Uani 1 1 d . . .
H4 H 0.3412 0.3266 0.5490 0.039 Uiso 1 1 calc R . .
C5 C 0.3203(2) 0.4794(6) 0.4920(8) 0.0242(14) Uani 1 1 d . . .
C6 C 0.33086(19) 0.5945(6) 0.5042(9) 0.0245(14) Uani 1 1 d . . .
H6 H 0.3132 0.6487 0.4720 0.029 Uiso 1 1 calc R . .
C7 C 0.2832(2) 0.4446(6) 0.4269(8) 0.0228(14) Uani 1 1 d . . .
C8 C 0.2793(2) 0.3382(6) 0.3498(9) 0.0271(15) Uani 1 1 d . . .
H8 H 0.3005 0.2934 0.3352 0.033 Uiso 1 1 calc R . .
C9 C 0.2445(2) 0.3001(6) 0.2960(9) 0.0303(16) Uani 1 1 d . . .
H9 H 0.2424 0.2299 0.2449 0.036 Uiso 1 1 calc R . .
C10 C 0.2123(2) 0.3652(6) 0.3172(9) 0.0256(15) Uani 1 1 d . . .
H10 H 0.1886 0.3380 0.2841 0.031 Uiso 1 1 calc R . .
C11 C 0.2507(2) 0.5105(6) 0.4426(8) 0.0234(14) Uani 1 1 d . . .
H11 H 0.2526 0.5818 0.4903 0.028 Uiso 1 1 calc R . .
C12 C 0.1814(2) 0.5446(6) 0.4032(8) 0.0238(15) Uani 1 1 d . . .
C13 C 0.2159(2) 0.4714(6) 0.3883(8) 0.0216(13) Uani 1 1 d . . .
O1W O 0.5155(2) 0.6635(5) 0.4691(9) 0.0520(18) Uani 1 1 d . . .
H1WA H 0.5229 0.5949 0.4334 0.078 Uiso 1 1 d R . .
H1WB H 0.5346 0.7110 0.4469 0.078 Uiso 1 1 d R . .
O2W O 0.6092(2) 0.8406(5) 1.1868(8) 0.0527(18) Uani 1 1 d . . .
H2WA H 0.5853 0.8529 1.2092 0.079 Uiso 1 1 d R . .
H2WB H 0.6224 0.8978 1.2261 0.079 Uiso 1 1 d R . .
O3W O 0.6243(2) 0.8261(4) 0.6107(7) 0.0399(14) Uani 1 1 d . . .
H3WA H 0.6389 0.8836 0.5782 0.060 Uiso 1 1 d R . .
H3WB H 0.6019 0.8345 0.5582 0.060 Uiso 1 1 d R . .
O4W O 0.4688(4) 0.8304(10) 0.3315(16) 0.116(4) Uani 1 1 d . B 1
H4WA H 0.4688 0.8672 0.4236 0.174 Uiso 1 1 d R B 1
H4WB H 0.4485 0.8432 0.2765 0.174 Uiso 1 1 d R B 1


_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 O5 2.271(8) . ?
Cd1 O1W 2.295(7) . ?
Cd1 O1W 2.295(7) 2_656 ?
Cd1 O1 2.375(6) . ?
Cd1 O1 2.375(6) 2_656 ?
Cd1 O2 2.453(6) . ?
Cd1 O2 2.453(6) 2_656 ?
Cd2 O2W 2.295(6) . ?
Cd2 O3W 2.312(6) . ?
Cd2 O8 2.348(6) . ?
Cd2 N00B 2.372(6) 2_656 ?
Cd2 O2 2.393(5) 2_656 ?
Cd2 O3 2.422(5) 8_566 ?
Cd2 O4 2.424(5) 8_566 ?
P1 O7 1.414(10) . ?
P1 O8 1.453(6) . ?
P1 O6 1.461(10) . ?
P1 O5 1.520(6) . ?
P1 P1 2.530(7) 2_656 ?
O1 C1 1.241(9) . ?
O2 C1 1.272(9) . ?
O2 Cd2 2.393(5) 2_656 ?
O3 C12 1.255(9) . ?
O3 Cd2 2.422(5) 8_465 ?
O4 C12 1.259(9) . ?
O4 Cd2 2.424(5) 8_465 ?
O5 P1 1.520(6) 2_656 ?
N00B C6 1.327(9) . ?
N00B C2 1.371(9) . ?
N00B Cd2 2.372(6) 2_656 ?
C1 C2 1.461(11) . ?
C2 C3 1.378(11) . ?
C3 C4 1.378(11) . ?
C3 H3 0.9300 . ?
C4 C5 1.383(10) . ?
C4 H4 0.9300 . ?
C5 C6 1.422(10) . ?
C5 C7 1.462(10) . ?
C6 H6 0.9300 . ?
C7 C11 1.399(10) . ?
C7 C8 1.410(10) . ?
C8 C9 1.374(11) . ?
C8 H8 0.9300 . ?
C9 C10 1.390(11) . ?
C9 H9 0.9300 . ?
C10 C13 1.388(10) . ?
C10 H10 0.9300 . ?
C11 C13 1.380(10) . ?
C11 H11 0.9300 . ?
C12 C13 1.503(9) . ?
O1W H1WA 0.9032 . ?
O1W H1WB 0.8991 . ?
O2W H2WA 0.8805 . ?
O2W H2WB 0.8790 . ?
O3W H3WA 0.8963 . ?
O3W H3WB 0.8951 . ?
O4W H4WA 0.8495 . ?
O4W H4WB 0.8500 . ?

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
O5 Cd1 O1W 90.50(16) . . ?
O5 Cd1 O1W 90.50(16) . 2_656 ?
O1W Cd1 O1W 179.0(3) . 2_656 ?
O5 Cd1 O1 135.07(13) . . ?
O1W Cd1 O1 89.2(2) . . ?
O1W Cd1 O1 90.1(2) 2_656 . ?
O5 Cd1 O1 135.07(13) . 2_656 ?
O1W Cd1 O1 90.1(2) . 2_656 ?
O1W Cd1 O1 89.2(2) 2_656 2_656 ?
O1 Cd1 O1 89.9(3) . 2_656 ?
O5 Cd1 O2 81.06(13) . . ?
O1W Cd1 O2 89.5(2) . . ?
O1W Cd1 O2 90.6(3) 2_656 . ?
O1 Cd1 O2 54.01(18) . . ?
O1 Cd1 O2 143.87(19) 2_656 . ?
O5 Cd1 O2 81.06(14) . 2_656 ?
O1W Cd1 O2 90.6(3) . 2_656 ?
O1W Cd1 O2 89.5(2) 2_656 2_656 ?
O1 Cd1 O2 143.87(19) . 2_656 ?
O1 Cd1 O2 54.01(18) 2_656 2_656 ?
O2 Cd1 O2 162.1(3) . 2_656 ?
O2W Cd2 O3W 171.5(2) . . ?
O2W Cd2 O8 88.6(2) . . ?
O3W Cd2 O8 84.8(2) . . ?
O2W Cd2 N00B 90.8(2) . 2_656 ?
O3W Cd2 N00B 97.69(19) . 2_656 ?
O8 Cd2 N00B 141.6(2) . 2_656 ?
O2W Cd2 O2 100.5(2) . 2_656 ?
O3W Cd2 O2 82.8(2) . 2_656 ?
O8 Cd2 O2 73.3(2) . 2_656 ?
N00B Cd2 O2 69.1(2) 2_656 2_656 ?
O2W Cd2 O3 94.3(2) . 8_566 ?
O3W Cd2 O3 86.6(2) . 8_566 ?
O8 Cd2 O3 134.8(2) . 8_566 ?
N00B Cd2 O3 83.50(19) 2_656 8_566 ?
O2 Cd2 O3 148.9(2) 2_656 8_566 ?
O2W Cd2 O4 89.0(2) . 8_566 ?
O3W Cd2 O4 84.72(19) . 8_566 ?
O8 Cd2 O4 81.03(19) . 8_566 ?
N00B Cd2 O4 137.31(18) 2_656 8_566 ?
O2 Cd2 O4 152.27(19) 2_656 8_566 ?
O3 Cd2 O4 53.98(18) 8_566 8_566 ?
O7 P1 O8 104.9(6) . . ?
O7 P1 O6 110.2(7) . . ?
O8 P1 O6 108.6(5) . . ?
O7 P1 O5 107.4(6) . . ?
O8 P1 O5 121.9(3) . . ?
O6 P1 O5 103.7(5) . . ?
O7 P1 P1 74.4(5) . 2_656 ?
O8 P1 P1 126.3(3) . 2_656 ?
O6 P1 P1 122.2(5) . 2_656 ?
O5 P1 P1 33.6(3) . 2_656 ?
C1 O1 Cd1 94.3(5) . . ?
C1 O2 Cd2 118.5(5) . 2_656 ?
C1 O2 Cd1 90.0(4) . . ?
Cd2 O2 Cd1 151.4(3) 2_656 . ?
C12 O3 Cd2 92.0(4) . 8_465 ?
C12 O4 Cd2 91.8(4) . 8_465 ?
P1 O5 P1 112.7(6) . 2_656 ?
P1 O5 Cd1 123.6(3) . . ?
P1 O5 Cd1 123.6(3) 2_656 . ?
P1 O8 Cd2 130.0(3) . . ?
C6 N00B C2 119.3(6) . . ?
C6 N00B Cd2 124.5(5) . 2_656 ?
C2 N00B Cd2 116.1(5) . 2_656 ?
O1 C1 O2 121.6(7) . . ?
O1 C1 C2 119.8(7) . . ?
O2 C1 C2 118.6(6) . . ?
N00B C2 C3 120.4(7) . . ?
N00B C2 C1 117.3(7) . . ?
C3 C2 C1 122.3(7) . . ?
C4 C3 C2 119.9(7) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 121.1(7) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C4 C5 C6 115.8(7) . . ?
C4 C5 C7 122.2(6) . . ?
C6 C5 C7 122.0(6) . . ?
N00B C6 C5 123.4(6) . . ?
N00B C6 H6 118.3 . . ?
C5 C6 H6 118.3 . . ?
C11 C7 C8 117.8(7) . . ?
C11 C7 C5 122.9(6) . . ?
C8 C7 C5 119.2(6) . . ?
C9 C8 C7 120.8(7) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
C8 C9 C10 120.7(7) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 H9 119.6 . . ?
C13 C10 C9 119.1(7) . . ?
C13 C10 H10 120.5 . . ?
C9 C10 H10 120.5 . . ?
C13 C11 C7 120.9(6) . . ?
C13 C11 H11 119.5 . . ?
C7 C11 H11 119.5 . . ?
O3 C12 O4 122.1(7) . . ?
O3 C12 C13 119.2(6) . . ?
O4 C12 C13 118.7(6) . . ?
C11 C13 C10 120.6(6) . . ?
C11 C13 C12 120.0(6) . . ?
C10 C13 C12 119.4(6) . . ?
Cd1 O1W H1WA 112.6 . . ?
Cd1 O1W H1WB 112.0 . . ?
H1WA O1W H1WB 106.6 . . ?
Cd2 O2W H2WA 111.1 . . ?
Cd2 O2W H2WB 110.7 . . ?
H2WA O2W H2WB 107.8 . . ?
Cd2 O3W H3WA 112.0 . . ?
Cd2 O3W H3WB 111.4 . . ?
H3WA O3W H3WB 107.0 . . ?
H4WA O4W H4WB 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O5 Cd1 O1 C1 1.6(6) . . . . ?
O1W Cd1 O1 C1 -88.3(5) . . . . ?
O1W Cd1 O1 C1 92.4(5) 2_656 . . . ?
O1 Cd1 O1 C1 -178.4(6) 2_656 . . . ?
O2 Cd1 O1 C1 1.7(4) . . . . ?
O2 Cd1 O1 C1 -178.3(4) 2_656 . . . ?
O5 Cd1 O2 C1 178.3(4) . . . . ?
O1W Cd1 O2 C1 87.7(5) . . . . ?
O1W Cd1 O2 C1 -91.3(5) 2_656 . . . ?
O1 Cd1 O2 C1 -1.6(4) . . . . ?
O1 Cd1 O2 C1 -1.7(6) 2_656 . . . ?
O2 Cd1 O2 C1 178.3(4) 2_656 . . . ?
O5 Cd1 O2 Cd2 3.0(6) . . . 2_656 ?
O1W Cd1 O2 Cd2 -87.5(6) . . . 2_656 ?
O1W Cd1 O2 Cd2 93.4(6) 2_656 . . 2_656 ?
O1 Cd1 O2 Cd2 -176.9(7) . . . 2_656 ?
O1 Cd1 O2 Cd2 -177.0(5) 2_656 . . 2_656 ?
O2 Cd1 O2 Cd2 3.0(6) 2_656 . . 2_656 ?
O7 P1 O5 P1 -11.9(5) . . . 2_656 ?
O8 P1 O5 P1 108.9(4) . . . 2_656 ?
O6 P1 O5 P1 -128.5(5) . . . 2_656 ?
O7 P1 O5 Cd1 168.1(5) . . . . ?
O8 P1 O5 Cd1 -71.1(4) . . . . ?
O6 P1 O5 Cd1 51.5(5) . . . . ?
P1 P1 O5 Cd1 180.0 2_656 . . . ?
O1W Cd1 O5 P1 -66.2(3) . . . . ?
O1W Cd1 O5 P1 113.8(3) 2_656 . . . ?
O1 Cd1 O5 P1 -155.6(3) . . . . ?
O1 Cd1 O5 P1 24.4(3) 2_656 . . . ?
O2 Cd1 O5 P1 -155.7(2) . . . . ?
O2 Cd1 O5 P1 24.3(2) 2_656 . . . ?
O1W Cd1 O5 P1 113.8(3) . . . 2_656 ?
O1W Cd1 O5 P1 -66.2(3) 2_656 . . 2_656 ?
O1 Cd1 O5 P1 24.4(3) . . . 2_656 ?
O1 Cd1 O5 P1 -155.6(3) 2_656 . . 2_656 ?
O2 Cd1 O5 P1 24.3(2) . . . 2_656 ?
O2 Cd1 O5 P1 -155.7(2) 2_656 . . 2_656 ?
O7 P1 O8 Cd2 -150.5(6) . . . . ?
O6 P1 O8 Cd2 -32.7(7) . . . . ?
O5 P1 O8 Cd2 87.5(6) . . . . ?
P1 P1 O8 Cd2 128.1(3) 2_656 . . . ?
O2W Cd2 O8 P1 -142.1(5) . . . . ?
O3W Cd2 O8 P1 43.3(5) . . . . ?
N00B Cd2 O8 P1 -52.5(7) 2_656 . . . ?
O2 Cd2 O8 P1 -40.7(5) 2_656 . . . ?
O3 Cd2 O8 P1 123.3(5) 8_566 . . . ?
O4 Cd2 O8 P1 128.8(5) 8_566 . . . ?
Cd1 O1 C1 O2 -3.1(8) . . . . ?
Cd1 O1 C1 C2 178.5(6) . . . . ?
Cd2 O2 C1 O1 -179.6(6) 2_656 . . . ?
Cd1 O2 C1 O1 3.0(7) . . . . ?
Cd2 O2 C1 C2 -1.2(9) 2_656 . . . ?
Cd1 O2 C1 C2 -178.6(6) . . . . ?
C6 N00B C2 C3 -2.2(10) . . . . ?
Cd2 N00B C2 C3 174.5(5) 2_656 . . . ?
C6 N00B C2 C1 177.2(6) . . . . ?
Cd2 N00B C2 C1 -6.1(8) 2_656 . . . ?
O1 C1 C2 N00B -176.6(7) . . . . ?
O2 C1 C2 N00B 4.9(10) . . . . ?
O1 C1 C2 C3 2.8(11) . . . . ?
O2 C1 C2 C3 -175.7(7) . . . . ?
N00B C2 C3 C4 0.7(11) . . . . ?
C1 C2 C3 C4 -178.6(7) . . . . ?
C2 C3 C4 C5 2.5(12) . . . . ?
C3 C4 C5 C6 -3.9(11) . . . . ?
C3 C4 C5 C7 177.0(7) . . . . ?
C2 N00B C6 C5 0.6(10) . . . . ?
Cd2 N00B C6 C5 -175.8(5) 2_656 . . . ?
C4 C5 C6 N00B 2.4(10) . . . . ?
C7 C5 C6 N00B -178.5(6) . . . . ?
C4 C5 C7 C11 149.6(7) . . . . ?
C6 C5 C7 C11 -29.5(10) . . . . ?
C4 C5 C7 C8 -28.1(10) . . . . ?
C6 C5 C7 C8 152.9(7) . . . . ?
C11 C7 C8 C9 -1.6(10) . . . . ?
C5 C7 C8 C9 176.2(7) . . . . ?
C7 C8 C9 C10 -0.3(11) . . . . ?
C8 C9 C10 C13 2.2(11) . . . . ?
C8 C7 C11 C13 1.6(10) . . . . ?
C5 C7 C11 C13 -176.1(6) . . . . ?
Cd2 O3 C12 O4 -4.8(7) 8_465 . . . ?
Cd2 O3 C12 C13 174.5(5) 8_465 . . . ?
Cd2 O4 C12 O3 4.8(7) 8_465 . . . ?
Cd2 O4 C12 C13 -174.5(5) 8_465 . . . ?
C7 C11 C13 C10 0.2(10) . . . . ?
C7 C11 C13 C12 -178.7(6) . . . . ?
C9 C10 C13 C11 -2.2(10) . . . . ?
C9 C10 C13 C12 176.8(6) . . . . ?
O3 C12 C13 C11 20.0(9) . . . . ?
O4 C12 C13 C11 -160.7(6) . . . . ?
O3 C12 C13 C10 -159.0(6) . . . . ?
O4 C12 C13 C10 20.3(9) . . . . ?

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
O1W H1WA O1 0.90 1.92 2.798(8) 162.6 5_666
O2W H2WB O4 0.88 2.04 2.878(8) 158.8 3_556
O2W H2WA O4W 0.88 1.95 2.766(16) 152.5 2_656
O3W H3WA O4 0.90 2.02 2.809(8) 146.5 3
O3W H3WB O6 0.90 1.87 2.671(12) 148.0 .
O4W H4WB O2W 0.85 2.07 2.766(16) 139.2 2_656

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        25.10
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         2.255
_refine_diff_density_min         -1.663
_refine_diff_density_rms         0.193
####################################################################### 
# 
# 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_s
_database_code_depnum_ccdc_archive 'CCDC 1509281'
_audit_update_record             
;
2016-10-11 deposited with the CCDC.
2017-01-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H16 Cu N2 O8'
_chemical_formula_weight         547.95

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

_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                   8.3091(6)
_cell_length_b                   7.1846(6)
_cell_length_c                   19.0036(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.168(7)
_cell_angle_gamma                90.00
_cell_volume                     1122.96(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1995
_cell_measurement_theta_min      3.04
_cell_measurement_theta_max      25.09

_exptl_crystal_description       Block
_exptl_crystal_colour            Blue
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.621
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             558
_exptl_absorpt_coefficient_mu    1.031
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.7142
_exptl_absorpt_correction_T_max  0.8607
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3876
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_av_sigmaI/netI    0.0362
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.04
_diffrn_reflns_theta_max         25.09
_reflns_number_total             1995
_reflns_number_gt                1614
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_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)+(0.0337P)²+0.4195P] 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         1995
_refine_ls_number_parameters     201
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0484
_refine_ls_R_factor_gt           0.0370
_refine_ls_wR_factor_ref         0.0902
_refine_ls_wR_factor_gt          0.0821
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_restrained_S_all      1.095
_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
H8 H 1.171(7) 0.982(7) 0.123(3) 0.14(2) Uiso 1 1 d . . .
H1 H 1.042(3) 0.434(4) 0.1907(15) 0.045(8) Uiso 1 1 d . . .
H2 H 0.922(4) 0.338(5) 0.2828(16) 0.058(10) Uiso 1 1 d . . .
H3 H 0.850(3) 0.541(4) 0.3694(16) 0.049(8) Uiso 1 1 d . . .
H4 H 1.022(3) 0.963(4) 0.2626(14) 0.029(7) Uiso 1 1 d . . .
H7 H 0.682(3) 0.779(4) 0.4004(13) 0.032(7) Uiso 1 1 d . . .
H5 H 0.985(3) 1.293(4) 0.4580(12) 0.025(7) Uiso 1 1 d . . .
H6 H 1.073(3) 1.085(4) 0.3792(13) 0.037(7) Uiso 1 1 d . . .
O3 O 0.7873(2) 1.4316(3) 0.54341(11) 0.0541(6) Uani 1 1 d . . .
O4 O 0.5824(2) 1.2322(3) 0.54164(10) 0.0489(5) Uani 1 1 d . . .
C13 C 0.7153(3) 1.2879(4) 0.52297(13) 0.0389(7) Uani 1 1 d . . .
C8 C 0.7461(3) 0.8816(4) 0.40970(14) 0.0373(7) Uani 1 1 d . . .
C11 C 0.9288(3) 1.1930(4) 0.44445(14) 0.0373(7) Uani 1 1 d . . .
C12 C 0.7861(3) 1.1603(4) 0.47172(12) 0.0337(6) Uani 1 1 d . . .
Cu1 Cu 0.5000 1.0000 0.5000 0.0432(2) Uani 1 2 d S . .
N1 N 0.6987(3) 1.0059(3) 0.45495(11) 0.0341(5) Uani 1 1 d . . .
O1 O 1.1520(2) 0.6688(3) 0.10851(10) 0.0559(6) Uani 1 1 d . . .
C9 C 0.8862(3) 0.9082(4) 0.37776(13) 0.0348(6) Uani 1 1 d . . .
C7 C 1.0022(3) 0.8346(4) 0.26684(15) 0.0388(7) Uani 1 1 d . . .
C6 C 0.9304(3) 0.7730(4) 0.32464(13) 0.0373(7) Uani 1 1 d . . .
C2 C 1.0436(3) 0.7097(4) 0.21651(13) 0.0380(7) Uani 1 1 d . . .
C1 C 1.1158(3) 0.7745(5) 0.15315(14) 0.0423(7) Uani 1 1 d . . .
O2 O 1.1385(4) 0.9541(4) 0.15115(15) 0.0724(9) Uani 1 1 d . . .
C10 C 0.9775(3) 1.0656(4) 0.39734(14) 0.0377(7) Uani 1 1 d . . .
C3 C 1.0136(4) 0.5217(5) 0.22364(16) 0.0461(8) Uani 1 1 d . . .
C5 C 0.8968(4) 0.5845(5) 0.32938(16) 0.0466(8) Uani 1 1 d . . .
C4 C 0.9389(4) 0.4607(5) 0.27965(18) 0.0539(8) 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
O3 C13 1.228(3) . ?
O4 C13 1.272(3) . ?
O4 Cu1 1.930(2) . ?
C13 C12 1.516(4) . ?
C8 N1 1.337(3) . ?
C8 C9 1.400(3) . ?
C11 C10 1.380(4) . ?
C11 C12 1.380(3) . ?
C12 N1 1.340(3) . ?
Cu1 O4 1.930(2) 3_676 ?
Cu1 N1 1.965(2) 3_676 ?
Cu1 N1 1.965(2) . ?
O1 C1 1.208(3) . ?
C9 C10 1.383(4) . ?
C9 C6 1.484(4) . ?
C7 C2 1.390(4) . ?
C7 C6 1.395(4) . ?
C6 C5 1.388(4) . ?
C2 C3 1.384(4) . ?
C2 C1 1.494(4) . ?
C1 O2 1.305(4) . ?
C3 C4 1.378(4) . ?
C5 C4 1.379(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 O4 Cu1 115.42(17) . . ?
O3 C13 O4 125.4(3) . . ?
O3 C13 C12 119.7(2) . . ?
O4 C13 C12 114.9(2) . . ?
N1 C8 C9 121.8(3) . . ?
C10 C11 C12 118.5(3) . . ?
N1 C12 C11 121.2(2) . . ?
N1 C12 C13 114.0(2) . . ?
C11 C12 C13 124.8(3) . . ?
O4 Cu1 O4 180.000(1) . 3_676 ?
O4 Cu1 N1 96.38(8) . 3_676 ?
O4 Cu1 N1 83.62(8) 3_676 3_676 ?
O4 Cu1 N1 83.62(8) . . ?
O4 Cu1 N1 96.38(8) 3_676 . ?
N1 Cu1 N1 180.000(1) 3_676 . ?
C8 N1 C12 120.4(2) . . ?
C8 N1 Cu1 127.46(18) . . ?
C12 N1 Cu1 112.03(16) . . ?
C10 C9 C8 116.9(3) . . ?
C10 C9 C6 122.6(2) . . ?
C8 C9 C6 120.5(3) . . ?
C2 C7 C6 120.8(3) . . ?
C5 C6 C7 118.3(3) . . ?
C5 C6 C9 121.5(2) . . ?
C7 C6 C9 120.2(3) . . ?
C3 C2 C7 119.8(3) . . ?
C3 C2 C1 118.8(3) . . ?
C7 C2 C1 121.3(3) . . ?
O1 C1 O2 123.3(3) . . ?
O1 C1 C2 122.6(3) . . ?
O2 C1 C2 114.1(3) . . ?
C11 C10 C9 121.1(2) . . ?
C4 C3 C2 119.6(3) . . ?
C4 C5 C6 120.8(3) . . ?
C3 C4 C5 120.7(3) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.09
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.260
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.051
####################################################################### 
# 
# 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_s
_database_code_depnum_ccdc_archive 'CCDC 1509279'
_audit_update_record             
;
2016-10-11 deposited with the CCDC.
2017-01-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H24 Cd2 N2 O13'
_chemical_formula_weight         797.27

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

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   7.7894(16)
_cell_length_b                   12.085(2)
_cell_length_c                   14.169(3)
_cell_angle_alpha                82.94(3)
_cell_angle_beta                 81.63(3)
_cell_angle_gamma                89.49(3)
_cell_volume                     1309.5(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    5922
_cell_measurement_theta_min      3.13
_cell_measurement_theta_max      27.48

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    2.022
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             788
_exptl_absorpt_coefficient_mu    1.701
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.6567
_exptl_absorpt_correction_T_max  0.7725
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12699
_diffrn_reflns_av_R_equivalents  0.0208
_diffrn_reflns_av_sigmaI/netI    0.0269
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.13
_diffrn_reflns_theta_max         27.48
_reflns_number_total             5922
_reflns_number_gt                5087
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_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)+(0.0369P)²+1.8490P] 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         5922
_refine_ls_number_parameters     428
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0322
_refine_ls_R_factor_gt           0.0250
_refine_ls_wR_factor_ref         0.0819
_refine_ls_wR_factor_gt          0.0675
_refine_ls_goodness_of_fit_ref   1.179
_refine_ls_restrained_S_all      1.179
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2360(5) 0.5986(3) -0.0560(2) 0.0269(7) Uani 1 1 d . . .
C2 C 0.3125(4) 0.6554(3) -0.1548(2) 0.0218(6) Uani 1 1 d . . .
C3 C 0.3150(5) 0.7687(3) -0.1767(3) 0.0323(8) Uani 1 1 d . . .
H3 H 0.2619 0.8139 -0.1325 0.039 Uiso 1 1 calc R . .
C4 C 0.3973(5) 0.8152(3) -0.2652(2) 0.0289(8) Uani 1 1 d . . .
H4 H 0.4005 0.8923 -0.2808 0.035 Uiso 1 1 calc R . .
C5 C 0.4754(4) 0.7476(3) -0.3311(2) 0.0217(6) Uani 1 1 d . . .
C6 C 0.4621(4) 0.6322(3) -0.3033(2) 0.0225(6) Uani 1 1 d . . .
H6 H 0.5105 0.5848 -0.3468 0.027 Uiso 1 1 calc R . .
C7 C 0.5627(4) 0.7964(3) -0.4265(2) 0.0215(6) Uani 1 1 d . . .
C8 C 0.6395(4) 0.9018(3) -0.4387(2) 0.0240(7) Uani 1 1 d . . .
H8 H 0.6417 0.9400 -0.3858 0.029 Uiso 1 1 calc R . .
C9 C 0.7129(4) 0.9503(3) -0.5295(3) 0.0276(7) Uani 1 1 d . . .
H9 H 0.7646 1.0205 -0.5369 0.033 Uiso 1 1 calc R . .
C10 C 0.7096(4) 0.8948(3) -0.6090(2) 0.0249(7) Uani 1 1 d . . .
H10 H 0.7552 0.9288 -0.6698 0.030 Uiso 1 1 calc R . .
C11 C 0.6384(4) 0.7886(3) -0.5979(2) 0.0209(6) Uani 1 1 d . . .
C12 C 0.5664(4) 0.7391(3) -0.5066(2) 0.0223(6) Uani 1 1 d . . .
H12 H 0.5204 0.6672 -0.4991 0.027 Uiso 1 1 calc R . .
C13 C 0.6369(4) 0.7256(3) -0.6821(2) 0.0222(6) Uani 1 1 d . . .
C14 C 0.2750(5) 0.1871(3) 0.0395(2) 0.0243(7) Uani 1 1 d . . .
C15 C 0.1989(4) 0.2226(3) 0.1363(2) 0.0217(6) Uani 1 1 d . . .
C16 C 0.1941(5) 0.3327(3) 0.1506(2) 0.0311(8) Uani 1 1 d . . .
H16 H 0.2413 0.3876 0.1022 0.037 Uiso 1 1 calc R . .
C17 C 0.1174(5) 0.3604(3) 0.2390(2) 0.0305(8) Uani 1 1 d . . .
H17 H 0.1145 0.4345 0.2507 0.037 Uiso 1 1 calc R . .
C18 C 0.0446(4) 0.2776(3) 0.3105(2) 0.0205(6) Uani 1 1 d . . .
C19 C 0.0609(4) 0.1683(3) 0.2905(2) 0.0212(6) Uani 1 1 d . . .
H19 H 0.0178 0.1117 0.3384 0.025 Uiso 1 1 calc R . .
C20 C -0.0444(4) 0.3084(3) 0.4044(2) 0.0207(6) Uani 1 1 d . . .
C21 C -0.1183(4) 0.4135(3) 0.4087(2) 0.0267(7) Uani 1 1 d . . .
H21 H -0.1175 0.4618 0.3522 0.032 Uiso 1 1 calc R . .
C22 C -0.1929(5) 0.4475(3) 0.4949(3) 0.0270(7) Uani 1 1 d . . .
H22 H -0.2406 0.5182 0.4960 0.032 Uiso 1 1 calc R . .
C23 C -0.1963(4) 0.3764(3) 0.5793(2) 0.0256(7) Uani 1 1 d . . .
H23 H -0.2426 0.4000 0.6377 0.031 Uiso 1 1 calc R . .
C24 C -0.1301(4) 0.2697(3) 0.5764(2) 0.0201(6) Uani 1 1 d . . .
C25 C -0.0562(4) 0.2351(3) 0.4896(2) 0.0213(6) Uani 1 1 d . . .
H25 H -0.0144 0.1629 0.4883 0.026 Uiso 1 1 calc R . .
C26 C -0.1435(4) 0.1882(3) 0.6674(2) 0.0223(6) Uani 1 1 d . . .
Cd1 Cd 0.34385(3) 0.392964(19) -0.161549(16) 0.02111(7) Uani 1 1 d . . .
Cd2 Cd 0.19047(3) -0.041463(18) 0.164695(16) 0.02079(7) Uani 1 1 d . . .
H1WA H 0.665(7) 0.383(4) -0.120(4) 0.046(16) Uiso 1 1 d . . .
H2WA H -0.002(6) 0.377(4) -0.112(4) 0.034(12) Uiso 1 1 d . . .
H3WA H -0.123(6) -0.067(4) 0.084(4) 0.033(12) Uiso 1 1 d . . .
H4WA H 0.414(8) -0.173(5) 0.038(4) 0.068(18) Uiso 1 1 d . . .
H5WA H 0.538(10) -0.017(7) 0.116(6) 0.10(3) Uiso 1 1 d . . .
H1WB H 0.682(8) 0.357(5) -0.197(4) 0.06(2) Uiso 1 1 d . . .
H2WB H 0.011(6) 0.344(4) -0.198(4) 0.036(14) Uiso 1 1 d . . .
H3WB H -0.142(7) -0.134(5) 0.166(4) 0.051(14) Uiso 1 1 d . . .
H4WB H 0.236(7) -0.190(4) 0.020(4) 0.053(16) Uiso 1 1 d . . .
H5WB H 0.526(6) -0.078(4) 0.184(4) 0.028(14) Uiso 1 1 d . . .
N1 N 0.3831(4) 0.5871(2) -0.2174(2) 0.0222(5) Uani 1 1 d . . .
N2 N 0.1361(4) 0.1400(2) 0.20525(19) 0.0219(5) Uani 1 1 d . . .
O1 O 0.1758(4) 0.6593(2) 0.00566(19) 0.0377(7) Uani 1 1 d . . .
O2 O 0.2413(4) 0.4955(2) -0.04140(19) 0.0434(8) Uani 1 1 d . . .
O3 O 0.6620(3) 0.7793(2) -0.76612(17) 0.0314(6) Uani 1 1 d . . .
O4 O 0.6134(4) 0.6223(2) -0.66872(18) 0.0326(6) Uani 1 1 d . . .
O5 O 0.3545(4) 0.2590(2) -0.02138(18) 0.0356(6) Uani 1 1 d . . .
O6 O 0.2554(4) 0.0864(2) 0.02702(18) 0.0374(6) Uani 1 1 d . . .
O7 O -0.1638(4) 0.2262(2) 0.74776(17) 0.0345(6) Uani 1 1 d . . .
O8 O -0.1355(4) 0.0866(2) 0.66246(19) 0.0363(6) Uani 1 1 d . . .
O1W O 0.6393(4) 0.3894(3) -0.1692(3) 0.0311(6) Uani 1 1 d . . .
O2W O 0.0513(4) 0.3816(3) -0.1705(2) 0.0369(7) Uani 1 1 d . . .
O3W O -0.0854(4) -0.0722(3) 0.1326(2) 0.0466(8) Uani 1 1 d . . .
O4W O 0.3062(5) -0.1459(3) 0.0396(2) 0.0392(7) Uani 1 1 d . . .
O5W O 0.4930(4) -0.0311(3) 0.1652(3) 0.0406(7) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O2 1.240(4) . ?
C1 O1 1.246(4) . ?
C1 C2 1.521(4) . ?
C2 N1 1.342(4) . ?
C2 C3 1.366(5) . ?
C3 C4 1.378(5) . ?
C4 C5 1.387(5) . ?
C5 C6 1.402(4) . ?
C5 C7 1.477(4) . ?
C6 N1 1.335(4) . ?
C7 C8 1.393(5) . ?
C7 C12 1.398(5) . ?
C8 C9 1.391(5) . ?
C9 C10 1.382(5) . ?
C10 C11 1.385(5) . ?
C11 C12 1.396(4) . ?
C11 C13 1.494(4) . ?
C13 O4 1.250(4) . ?
C13 O3 1.273(4) . ?
C14 O5 1.246(4) . ?
C14 O6 1.265(4) . ?
C14 C15 1.522(5) . ?
C15 N2 1.349(4) . ?
C15 C16 1.371(5) . ?
C16 C17 1.385(5) . ?
C17 C18 1.393(4) . ?
C18 C19 1.385(5) . ?
C18 C20 1.496(4) . ?
C19 N2 1.346(4) . ?
C20 C21 1.395(5) . ?
C20 C25 1.399(4) . ?
C21 C22 1.382(5) . ?
C22 C23 1.381(5) . ?
C23 C24 1.388(4) . ?
C24 C25 1.390(4) . ?
C24 C26 1.514(4) . ?
C26 O8 1.239(4) . ?
C26 O7 1.268(4) . ?
Cd1 O2 2.275(3) . ?
Cd1 O1W 2.289(3) . ?
Cd1 O2W 2.307(3) . ?
Cd1 N1 2.389(3) . ?
Cd1 O4 2.409(3) 2_664 ?
Cd1 O5 2.414(3) . ?
Cd1 O3 2.434(3) 2_664 ?
Cd2 O3W 2.303(3) . ?
Cd2 O6 2.331(3) . ?
Cd2 N2 2.354(3) . ?
Cd2 O5W 2.362(3) . ?
Cd2 O4W 2.369(3) . ?
Cd2 O7 2.412(3) 2_556 ?
Cd2 O8 2.419(3) 2_556 ?
O3 Cd1 2.434(3) 2_664 ?
O4 Cd1 2.409(3) 2_664 ?
O7 Cd2 2.412(3) 2_556 ?
O8 Cd2 2.419(3) 2_556 ?

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 C1 O1 124.3(3) . . ?
O2 C1 C2 118.0(3) . . ?
O1 C1 C2 117.7(3) . . ?
N1 C2 C3 122.4(3) . . ?
N1 C2 C1 115.5(3) . . ?
C3 C2 C1 122.0(3) . . ?
C2 C3 C4 119.0(3) . . ?
C3 C4 C5 120.3(3) . . ?
C4 C5 C6 116.6(3) . . ?
C4 C5 C7 120.8(3) . . ?
C6 C5 C7 122.6(3) . . ?
N1 C6 C5 123.1(3) . . ?
C8 C7 C12 118.7(3) . . ?
C8 C7 C5 120.5(3) . . ?
C12 C7 C5 120.8(3) . . ?
C9 C8 C7 120.4(3) . . ?
C10 C9 C8 120.4(3) . . ?
C9 C10 C11 120.0(3) . . ?
C10 C11 C12 119.7(3) . . ?
C10 C11 C13 121.1(3) . . ?
C12 C11 C13 119.1(3) . . ?
C11 C12 C7 120.6(3) . . ?
O4 C13 O3 121.9(3) . . ?
O4 C13 C11 119.6(3) . . ?
O3 C13 C11 118.5(3) . . ?
O5 C14 O6 124.5(3) . . ?
O5 C14 C15 117.7(3) . . ?
O6 C14 C15 117.8(3) . . ?
N2 C15 C16 122.8(3) . . ?
N2 C15 C14 116.2(3) . . ?
C16 C15 C14 121.0(3) . . ?
C15 C16 C17 118.4(3) . . ?
C16 C17 C18 120.3(3) . . ?
C19 C18 C17 117.1(3) . . ?
C19 C18 C20 122.8(3) . . ?
C17 C18 C20 120.1(3) . . ?
N2 C19 C18 123.3(3) . . ?
C21 C20 C25 117.9(3) . . ?
C21 C20 C18 119.7(3) . . ?
C25 C20 C18 122.3(3) . . ?
C22 C21 C20 121.6(3) . . ?
C23 C22 C21 119.9(3) . . ?
C22 C23 C24 119.6(3) . . ?
C23 C24 C25 120.4(3) . . ?
C23 C24 C26 120.3(3) . . ?
C25 C24 C26 119.3(3) . . ?
C24 C25 C20 120.4(3) . . ?
O8 C26 O7 121.3(3) . . ?
O8 C26 C24 120.1(3) . . ?
O7 C26 C24 118.7(3) . . ?
O2 Cd1 O1W 106.65(13) . . ?
O2 Cd1 O2W 81.10(13) . . ?
O1W Cd1 O2W 172.25(13) . . ?
O2 Cd1 N1 70.21(10) . . ?
O1W Cd1 N1 85.38(11) . . ?
O2W Cd1 N1 97.66(11) . . ?
O2 Cd1 O4 147.57(10) . 2_664 ?
O1W Cd1 O4 87.57(12) . 2_664 ?
O2W Cd1 O4 85.78(11) . 2_664 ?
N1 Cd1 O4 82.44(9) . 2_664 ?
O2 Cd1 O5 78.72(10) . . ?
O1W Cd1 O5 82.85(11) . . ?
O2W Cd1 O5 98.81(11) . . ?
N1 Cd1 O5 141.87(10) . . ?
O4 Cd1 O5 132.84(9) 2_664 . ?
O2 Cd1 O3 149.20(10) . 2_664 ?
O1W Cd1 O3 92.65(11) . 2_664 ?
O2W Cd1 O3 80.23(11) . 2_664 ?
N1 Cd1 O3 136.61(9) . 2_664 ?
O4 Cd1 O3 54.18(9) 2_664 2_664 ?
O5 Cd1 O3 80.20(9) . 2_664 ?
O3W Cd2 O6 92.43(12) . . ?
O3W Cd2 N2 95.38(12) . . ?
O6 Cd2 N2 70.81(9) . . ?
O3W Cd2 O5W 166.52(14) . . ?
O6 Cd2 O5W 82.61(13) . . ?
N2 Cd2 O5W 94.81(12) . . ?
O3W Cd2 O4W 89.95(14) . . ?
O6 Cd2 O4W 73.70(10) . . ?
N2 Cd2 O4W 144.28(10) . . ?
O5W Cd2 O4W 76.64(13) . . ?
O3W Cd2 O7 85.36(12) . 2_556 ?
O6 Cd2 O7 154.28(9) . 2_556 ?
N2 Cd2 O7 134.90(9) . 2_556 ?
O5W Cd2 O7 93.67(13) . 2_556 ?
O4W Cd2 O7 80.67(10) . 2_556 ?
O3W Cd2 O8 98.23(11) . 2_556 ?
O6 Cd2 O8 151.35(10) . 2_556 ?
N2 Cd2 O8 81.72(10) . 2_556 ?
O5W Cd2 O8 91.96(13) . 2_556 ?
O4W Cd2 O8 132.45(10) . 2_556 ?
O7 Cd2 O8 53.77(9) 2_556 2_556 ?
C6 N1 C2 118.5(3) . . ?
C6 N1 Cd1 126.9(2) . . ?
C2 N1 Cd1 114.6(2) . . ?
C19 N2 C15 118.1(3) . . ?
C19 N2 Cd2 127.0(2) . . ?
C15 N2 Cd2 114.8(2) . . ?
C1 O2 Cd1 121.1(2) . . ?
C13 O3 Cd1 91.1(2) . 2_664 ?
C13 O4 Cd1 92.8(2) . 2_664 ?
C14 O5 Cd1 147.1(3) . . ?
C14 O6 Cd2 116.8(2) . . ?
C26 O7 Cd2 92.2(2) . 2_556 ?
C26 O8 Cd2 92.6(2) . 2_556 ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.555
_refine_diff_density_min         -0.541
_refine_diff_density_rms         0.128
####################################################################### 
# 
# 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_s
_database_code_depnum_ccdc_archive 'CCDC 1509277'
_audit_update_record             
;
2016-10-11 deposited with the CCDC.
2017-01-16 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 H19 N Ni O10'
_chemical_formula_weight         408.00

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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   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                   15.569(3)
_cell_length_b                   7.7545(16)
_cell_length_c                   13.712(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.11(3)
_cell_angle_gamma                90.00
_cell_volume                     1634.5(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2915
_cell_measurement_theta_min      3.01
_cell_measurement_theta_max      27.48

_exptl_crystal_description       Green
_exptl_crystal_colour            Stick
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.658
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             848
_exptl_absorpt_coefficient_mu    1.242
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.7224
_exptl_absorpt_correction_T_max  0.8073
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12460
_diffrn_reflns_av_R_equivalents  0.0257
_diffrn_reflns_av_sigmaI/netI    0.0234
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.01
_diffrn_reflns_theta_max         25.10
_reflns_number_total             2915
_reflns_number_gt                2721
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_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)+(0.0277P)²+2.7408P] 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         2915
_refine_ls_number_parameters     226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0343
_refine_ls_wR_factor_ref         0.0828
_refine_ls_wR_factor_gt          0.0817
_refine_ls_goodness_of_fit_ref   1.136
_refine_ls_restrained_S_all      1.136
_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
Ni1 Ni 0.383720(19) 0.05743(4) 0.81548(2) 0.01666(11) Uani 1 1 d . . .
O1 O -0.21019(13) -0.0973(3) 0.59743(18) 0.0355(5) Uani 1 1 d . . .
O2 O -0.27508(12) 0.1561(3) 0.57136(17) 0.0324(5) Uani 1 1 d . . .
O3 O 0.41266(11) -0.1905(2) 0.78063(14) 0.0226(4) Uani 1 1 d . . .
O4 O 0.35533(12) -0.4271(2) 0.70351(15) 0.0273(4) Uani 1 1 d . . .
N1 N 0.26567(13) -0.0152(3) 0.73507(16) 0.0170(4) Uani 1 1 d . . .
C1 C -0.20871(17) 0.0651(3) 0.5914(2) 0.0222(6) Uani 1 1 d . . .
C2 C -0.12034(16) 0.1507(3) 0.60915(19) 0.0195(5) Uani 1 1 d . . .
C3 C -0.04620(17) 0.0501(3) 0.62959(19) 0.0213(6) Uani 1 1 d . . .
H3 H -0.0518 -0.0687 0.6358 0.026 Uiso 1 1 calc R . .
C4 C 0.03671(16) 0.1228(4) 0.64112(19) 0.0206(6) Uani 1 1 d . . .
C5 C 0.04348(18) 0.3010(4) 0.6323(2) 0.0287(6) Uani 1 1 d . . .
H5 H 0.0981 0.3521 0.6389 0.034 Uiso 1 1 calc R . .
C6 C -0.03047(18) 0.4030(4) 0.6139(2) 0.0302(7) Uani 1 1 d . . .
H6 H -0.0251 0.5221 0.6094 0.036 Uiso 1 1 calc R . .
C7 C -0.11230(17) 0.3286(4) 0.6022(2) 0.0240(6) Uani 1 1 d . . .
H7 H -0.1617 0.3974 0.5896 0.029 Uiso 1 1 calc R . .
C8 C 0.11564(16) 0.0123(4) 0.66178(19) 0.0199(6) Uani 1 1 d . . .
C9 C 0.11702(17) -0.1567(4) 0.6291(2) 0.0238(6) Uani 1 1 d . . .
H9 H 0.0673 -0.2047 0.5927 0.029 Uiso 1 1 calc R . .
C10 C 0.19217(17) -0.2548(4) 0.6505(2) 0.0233(6) Uani 1 1 d . . .
H10 H 0.1932 -0.3686 0.6294 0.028 Uiso 1 1 calc R . .
C11 C 0.26551(16) -0.1798(3) 0.70385(18) 0.0186(5) Uani 1 1 d . . .
C12 C 0.19257(16) 0.0769(3) 0.71560(19) 0.0204(5) Uani 1 1 d . . .
H12 H 0.1929 0.1895 0.7390 0.025 Uiso 1 1 calc R . .
C13 C 0.35070(17) -0.2753(3) 0.73118(19) 0.0198(5) Uani 1 1 d . . .
O1W O 0.50540(12) 0.0860(2) 0.89907(14) 0.0254(4) Uani 1 1 d . . .
H1WA H 0.5290 -0.0126 0.9096 0.038 Uiso 1 1 d R . .
H1WB H 0.5002 0.1328 0.9539 0.038 Uiso 1 1 d R . .
O2W O 0.42684(12) 0.1517(2) 0.68851(14) 0.0247(4) Uani 1 1 d . . .
H2WA H 0.4362 0.0611 0.6520 0.037 Uiso 1 1 d R . .
H2WB H 0.4793 0.2113 0.7002 0.037 Uiso 1 1 d R . .
O3W O 0.35843(13) 0.3082(2) 0.84521(15) 0.0273(4) Uani 1 1 d . . .
H3WA H 0.3057 0.3322 0.8581 0.041 Uiso 1 1 d R . .
H3WB H 0.3606 0.3809 0.7992 0.041 Uiso 1 1 d R . .
O4W O 0.34210(12) -0.0253(2) 0.94238(14) 0.0251(4) Uani 1 1 d . . .
H4WA H 0.3153 -0.1273 0.9409 0.038 Uiso 1 1 d R . .
H4WB H 0.3138 0.0462 0.9702 0.038 Uiso 1 1 d R . .
O5W O 0.43413(13) -0.0831(3) 0.54083(15) 0.0307(5) Uani 1 1 d . . .
H5WA H 0.4866 -0.1144 0.5418 0.046 Uiso 1 1 d R . .
H5WB H 0.4150 -0.0370 0.4854 0.046 Uiso 1 1 d R . .
O6W O 0.25948(18) 0.3223(3) 0.55754(18) 0.0554(7) Uani 1 1 d . . .
H6WA H 0.2450 0.2486 0.5202 0.083 Uiso 1 1 d R . .
H6WB H 0.2971 0.2943 0.6058 0.083 Uiso 1 1 d R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O3W 2.0377(19) . ?
Ni1 O3 2.0487(19) . ?
Ni1 O4W 2.0534(19) . ?
Ni1 O1W 2.0648(19) . ?
Ni1 N1 2.066(2) . ?
Ni1 O2W 2.0943(19) . ?
O1 C1 1.262(3) . ?
O2 C1 1.246(3) . ?
O3 C13 1.271(3) . ?
O4 C13 1.243(3) . ?
N1 C12 1.334(3) . ?
N1 C11 1.346(3) . ?
C1 C2 1.512(3) . ?
C2 C3 1.384(4) . ?
C2 C7 1.390(4) . ?
C3 C4 1.394(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.393(4) . ?
C4 C8 1.488(4) . ?
C5 C6 1.387(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.385(4) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.387(4) . ?
C8 C12 1.396(4) . ?
C9 C10 1.387(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.383(4) . ?
C10 H10 0.9300 . ?
C11 C13 1.513(4) . ?
C12 H12 0.9300 . ?
O1W H1WA 0.8499 . ?
O1W H1WB 0.8499 . ?
O2W H2WA 0.8880 . ?
O2W H2WB 0.9306 . ?
O3W H3WA 0.8863 . ?
O3W H3WB 0.8507 . ?
O4W H4WA 0.8923 . ?
O4W H4WB 0.8370 . ?
O5W H5WA 0.8500 . ?
O5W H5WB 0.8500 . ?
O6W H6WA 0.7762 . ?
O6W H6WB 0.8395 . ?

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
O3W Ni1 O3 177.22(8) . . ?
O3W Ni1 O4W 91.83(8) . . ?
O3 Ni1 O4W 90.85(8) . . ?
O3W Ni1 O1W 88.63(8) . . ?
O3 Ni1 O1W 90.79(7) . . ?
O4W Ni1 O1W 87.02(8) . . ?
O3W Ni1 N1 100.54(8) . . ?
O3 Ni1 N1 80.19(8) . . ?
O4W Ni1 N1 89.64(8) . . ?
O1W Ni1 N1 170.34(8) . . ?
O3W Ni1 O2W 86.04(8) . . ?
O3 Ni1 O2W 91.27(8) . . ?
O4W Ni1 O2W 177.73(8) . . ?
O1W Ni1 O2W 92.14(8) . . ?
N1 Ni1 O2W 91.52(8) . . ?
C13 O3 Ni1 115.68(16) . . ?
C12 N1 C11 119.0(2) . . ?
C12 N1 Ni1 128.28(18) . . ?
C11 N1 Ni1 112.63(16) . . ?
O2 C1 O1 123.8(2) . . ?
O2 C1 C2 119.3(2) . . ?
O1 C1 C2 116.9(2) . . ?
C3 C2 C7 119.5(2) . . ?
C3 C2 C1 119.6(2) . . ?
C7 C2 C1 120.9(2) . . ?
C2 C3 C4 121.5(3) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C5 C4 C3 118.2(2) . . ?
C5 C4 C8 121.1(2) . . ?
C3 C4 C8 120.7(2) . . ?
C6 C5 C4 120.7(3) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C7 C6 C5 120.3(3) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C6 C7 C2 119.8(3) . . ?
C6 C7 H7 120.1 . . ?
C2 C7 H7 120.1 . . ?
C9 C8 C12 117.0(2) . . ?
C9 C8 C4 122.5(2) . . ?
C12 C8 C4 120.5(2) . . ?
C8 C9 C10 120.4(2) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C11 C10 C9 118.6(3) . . ?
C11 C10 H10 120.7 . . ?
C9 C10 H10 120.7 . . ?
N1 C11 C10 121.8(2) . . ?
N1 C11 C13 115.3(2) . . ?
C10 C11 C13 122.9(2) . . ?
N1 C12 C8 123.1(2) . . ?
N1 C12 H12 118.4 . . ?
C8 C12 H12 118.4 . . ?
O4 C13 O3 125.2(2) . . ?
O4 C13 C11 118.6(2) . . ?
O3 C13 C11 116.1(2) . . ?
Ni1 O1W H1WA 109.3 . . ?
Ni1 O1W H1WB 109.2 . . ?
H1WA O1W H1WB 109.5 . . ?
Ni1 O2W H2WA 107.2 . . ?
Ni1 O2W H2WB 114.7 . . ?
H2WA O2W H2WB 105.8 . . ?
Ni1 O3W H3WA 117.1 . . ?
Ni1 O3W H3WB 116.9 . . ?
H3WA O3W H3WB 99.0 . . ?
Ni1 O4W H4WA 117.8 . . ?
Ni1 O4W H4WB 116.0 . . ?
H4WA O4W H4WB 108.7 . . ?
H5WA O5W H5WB 109.5 . . ?
H6WA O6W H6WB 115.0 . . ?

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
O3W Ni1 O3 C13 -107.0(16) . . . . ?
O4W Ni1 O3 C13 88.04(19) . . . . ?
O1W Ni1 O3 C13 175.08(18) . . . . ?
N1 Ni1 O3 C13 -1.44(18) . . . . ?
O2W Ni1 O3 C13 -92.76(18) . . . . ?
O3W Ni1 N1 C12 -4.2(2) . . . . ?
O3 Ni1 N1 C12 178.5(2) . . . . ?
O4W Ni1 N1 C12 87.6(2) . . . . ?
O1W Ni1 N1 C12 157.3(4) . . . . ?
O2W Ni1 N1 C12 -90.4(2) . . . . ?
O3W Ni1 N1 C11 178.79(17) . . . . ?
O3 Ni1 N1 C11 1.51(17) . . . . ?
O4W Ni1 N1 C11 -89.42(18) . . . . ?
O1W Ni1 N1 C11 -19.7(6) . . . . ?
O2W Ni1 N1 C11 92.54(18) . . . . ?
O2 C1 C2 C3 -178.8(3) . . . . ?
O1 C1 C2 C3 0.8(4) . . . . ?
O2 C1 C2 C7 -0.8(4) . . . . ?
O1 C1 C2 C7 178.7(3) . . . . ?
C7 C2 C3 C4 -1.5(4) . . . . ?
C1 C2 C3 C4 176.5(2) . . . . ?
C2 C3 C4 C5 0.5(4) . . . . ?
C2 C3 C4 C8 -179.2(2) . . . . ?
C3 C4 C5 C6 0.9(4) . . . . ?
C8 C4 C5 C6 -179.4(3) . . . . ?
C4 C5 C6 C7 -1.2(5) . . . . ?
C5 C6 C7 C2 0.2(5) . . . . ?
C3 C2 C7 C6 1.2(4) . . . . ?
C1 C2 C7 C6 -176.8(3) . . . . ?
C5 C4 C8 C9 -150.3(3) . . . . ?
C3 C4 C8 C9 29.4(4) . . . . ?
C5 C4 C8 C12 29.5(4) . . . . ?
C3 C4 C8 C12 -150.8(3) . . . . ?
C12 C8 C9 C10 0.4(4) . . . . ?
C4 C8 C9 C10 -179.8(3) . . . . ?
C8 C9 C10 C11 -0.7(4) . . . . ?
C12 N1 C11 C10 1.3(4) . . . . ?
Ni1 N1 C11 C10 178.6(2) . . . . ?
C12 N1 C11 C13 -178.7(2) . . . . ?
Ni1 N1 C11 C13 -1.4(3) . . . . ?
C9 C10 C11 N1 -0.1(4) . . . . ?
C9 C10 C11 C13 179.9(2) . . . . ?
C11 N1 C12 C8 -1.7(4) . . . . ?
Ni1 N1 C12 C8 -178.56(19) . . . . ?
C9 C8 C12 N1 0.9(4) . . . . ?
C4 C8 C12 N1 -178.9(2) . . . . ?
Ni1 O3 C13 O4 -179.6(2) . . . . ?
Ni1 O3 C13 C11 1.1(3) . . . . ?
N1 C11 C13 O4 -179.1(2) . . . . ?
C10 C11 C13 O4 0.9(4) . . . . ?
N1 C11 C13 O3 0.2(3) . . . . ?
C10 C11 C13 O3 -179.8(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
O2W H2WB O3 0.93 1.83 2.754(3) 174.4 2_656
O2W H2WA O5W 0.89 1.89 2.738(3) 160.2 .
O3W H3WA O1 0.89 1.78 2.657(3) 169.4 2_556
O3W H3WB O4 0.85 1.98 2.822(3) 171.3 1_565
O4W H4WA O2 0.89 1.79 2.676(3) 171.1 2_546
O4W H4WB O6W 0.84 1.87 2.696(3) 167.3 4_566
O6W H6WA O1 0.78 2.00 2.763(3) 167.8 3_556

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.10
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.606
_refine_diff_density_min         -0.588
_refine_diff_density_rms         0.065
####################################################################### 
# 
# 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_s
_database_code_depnum_ccdc_archive 'CCDC 1509282'
_audit_update_record             
;
2016-10-11 deposited with the CCDC.
2017-01-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C104 H82 Mn7 N8 O44'
_chemical_formula_weight         2532.36

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'
Mn Mn 0.3368 0.7283 '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                   13.136(3)
_cell_length_b                   14.882(3)
_cell_length_c                   15.283(3)
_cell_angle_alpha                116.26(3)
_cell_angle_beta                 93.42(3)
_cell_angle_gamma                108.77(3)
_cell_volume                     2464.2(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    8673
_cell_measurement_theta_min      3.06
_cell_measurement_theta_max      25.10

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.706
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1289
_exptl_absorpt_coefficient_mu    0.973
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.7460
_exptl_absorpt_correction_T_max  0.8292
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            19497
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_av_sigmaI/netI    0.0413
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.06
_diffrn_reflns_theta_max         25.10
_reflns_number_total             8673
_reflns_number_gt                6703
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_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)+(0.0560P)²+0.6231P] 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         8673
_refine_ls_number_parameters     888
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0550
_refine_ls_R_factor_gt           0.0402
_refine_ls_wR_factor_ref         0.1026
_refine_ls_wR_factor_gt          0.0976
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.005
_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
O16 O 1.37422(17) 0.92439(16) 1.86598(14) 0.0262(5) Uani 1 1 d . . .
O2 O 0.3900(2) -0.05640(18) 0.19876(16) 0.0372(6) Uani 1 1 d . . .
C1 C 0.4013(2) 0.0191(3) 0.1798(2) 0.0247(7) Uani 1 1 d . . .
C2 C 0.4451(3) 0.1342(3) 0.2645(2) 0.0259(7) Uani 1 1 d . . .
C3 C 0.4236(3) 0.2146(3) 0.2527(3) 0.0373(8) Uani 1 1 d . . .
C4 C 0.4619(3) 0.3192(3) 0.3313(3) 0.0402(9) Uani 1 1 d . . .
C5 C 0.5254(3) 0.3468(3) 0.4222(3) 0.0349(8) Uani 1 1 d . . .
C6 C 0.5507(3) 0.2691(3) 0.4359(2) 0.0266(7) Uani 1 1 d . . .
O15 O 1.28191(18) 0.74689(16) 1.80950(15) 0.0292(5) Uani 1 1 d . . .
N4 N 1.1832(2) 0.72032(19) 1.63816(17) 0.0235(5) Uani 1 1 d . . .
C41 C 1.3082(2) 0.8322(2) 1.8015(2) 0.0213(6) Uani 1 1 d . . .
C42 C 1.2516(2) 0.8213(2) 1.7067(2) 0.0204(6) Uani 1 1 d . . .
C43 C 1.2675(3) 0.9100(2) 1.6921(2) 0.0267(7) Uani 1 1 d . . .
O12 O 0.34797(18) 0.65064(18) 0.99765(16) 0.0321(5) Uani 1 1 d . . .
C40 C 0.4275(3) 0.6702(3) 1.0637(2) 0.0285(7) Uani 1 1 d . . .
C36 C 0.4243(3) 0.5790(3) 1.0838(2) 0.0267(7) Uani 1 1 d . . .
C37 C 0.3469(3) 0.4737(3) 1.0208(2) 0.0324(8) Uani 1 1 d . . .
C38 C 0.3476(3) 0.3888(3) 1.0359(3) 0.0380(8) Uani 1 1 d . . .
O5W O 1.0123(2) 0.4303(2) 1.3377(2) 0.0312(5) Uani 1 1 d . . .
O6W O 0.7406(8) 0.8350(7) 0.2377(7) 0.245(4) Uani 1 1 d . . .
C44 C 1.2072(3) 0.8935(3) 1.6056(2) 0.0286(7) Uani 1 1 d . . .
C46 C 1.1263(3) 0.7060(2) 1.5548(2) 0.0250(7) Uani 1 1 d . . .
O1W O 0.5113(2) 0.1580(2) 0.0195(2) 0.0360(6) Uani 1 1 d . . .
Mn1 Mn 0.5000 0.0000 0.0000 0.02002(15) Uani 1 2 d S . .
Mn4 Mn 0.83897(4) 0.40758(3) 1.31321(3) 0.02051(12) Uani 1 1 d . . .
Mn3 Mn 0.81321(4) 0.35450(4) 0.98899(3) 0.02404(12) Uani 1 1 d . . .
Mn2 Mn 0.64783(4) 0.11650(4) 0.69971(3) 0.02780(13) Uani 1 1 d . . .
O14 O 0.88519(18) 0.52379(17) 1.09899(14) 0.0285(5) Uani 1 1 d . . .
O2W O 0.4776(2) 0.1068(3) 0.6901(2) 0.0447(7) Uani 1 1 d . . .
O13 O 0.88067(18) 0.44692(16) 1.19382(15) 0.0273(5) Uani 1 1 d . . .
O4W O 0.9793(2) 0.3539(2) 0.9773(2) 0.0344(6) Uani 1 1 d . . .
O3 O 0.8509(2) 0.4499(2) 0.87731(17) 0.0438(6) Uani 1 1 d . . .
O9 O 0.87309(18) 0.52411(17) 1.47458(15) 0.0288(5) Uani 1 1 d . . .
O5 O 0.6217(2) -0.00247(19) 0.54816(16) 0.0361(6) Uani 1 1 d . . .
N3 N 0.7223(2) 0.4910(2) 1.32734(17) 0.0244(5) Uani 1 1 d . . .
O1 O 0.37634(18) 0.00300(18) 0.09130(15) 0.0313(5) Uani 1 1 d . . .
O3W O 0.7842(2) 0.2126(2) 1.0053(2) 0.0315(5) Uani 1 1 d . . .
O4 O 0.75590(19) 0.27652(18) 0.82498(15) 0.0331(5) Uani 1 1 d . . .
O11 O 0.5085(2) 0.75906(18) 1.11011(18) 0.0375(6) Uani 1 1 d . . .
O6 O 0.6807(2) -0.1191(2) 0.43646(17) 0.0473(7) Uani 1 1 d . . .
C52 C 1.0172(3) 0.6644(2) 1.3586(2) 0.0228(6) Uani 1 1 d . . .
O10 O 0.8270(2) 0.6502(2) 1.58987(16) 0.0514(7) Uani 1 1 d . . .
N1 N 0.6715(2) 0.2394(2) 0.64490(18) 0.0275(6) Uani 1 1 d . . .
C14 C 0.6857(3) -0.0520(3) 0.5231(2) 0.0305(8) Uani 1 1 d . . .
C53 C 0.9019(2) 0.5306(2) 1.1843(2) 0.0226(6) Uani 1 1 d . . .
C27 C 0.8186(3) 0.5839(2) 1.5024(2) 0.0276(7) Uani 1 1 d . . .
C11 C 0.7338(3) 0.3426(3) 0.7126(2) 0.0266(7) Uani 1 1 d . . .
C47 C 1.0586(2) 0.7675(2) 1.4439(2) 0.0222(6) Uani 1 1 d . . .
N2 N 0.7898(2) 0.0590(2) 0.69730(18) 0.0303(6) Uani 1 1 d . . .
C13 C 0.7862(3) 0.3600(3) 0.8117(2) 0.0269(7) Uani 1 1 d . . .
C29 C 0.7346(3) 0.5705(2) 1.4206(2) 0.0236(6) Uani 1 1 d . . .
C34 C 0.5021(3) 0.5136(3) 1.1794(2) 0.0285(7) Uani 1 1 d . . .
C30 C 0.6754(3) 0.6353(3) 1.4400(2) 0.0320(7) Uani 1 1 d . . .
C15 C 0.7761(3) -0.0268(3) 0.6079(2) 0.0303(7) Uani 1 1 d . . .
C35 C 0.5005(3) 0.5981(3) 1.1633(2) 0.0267(7) Uani 1 1 d . . .
C51 C 0.9451(2) 0.6415(2) 1.2743(2) 0.0217(6) Uani 1 1 d . . .
C32 C 0.5846(3) 0.5363(3) 1.2648(2) 0.0274(7) Uani 1 1 d . . .
C18 C 0.9318(3) 0.0259(3) 0.7708(2) 0.0302(7) Uani 1 1 d . . .
C7 C 0.5081(3) 0.1624(3) 0.3560(2) 0.0253(7) Uani 1 1 d . . .
C12 C 0.6157(3) 0.2178(3) 0.5574(2) 0.0283(7) Uani 1 1 d . . .
C50 C 0.9138(3) 0.7218(3) 1.2734(2) 0.0314(7) Uani 1 1 d . . .
C8 C 0.6192(3) 0.2982(2) 0.5324(2) 0.0257(7) Uani 1 1 d . . .
C9 C 0.6866(3) 0.4045(3) 0.6035(2) 0.0353(8) Uani 1 1 d . . .
C20 C 1.0145(3) 0.0565(3) 0.8606(2) 0.0346(8) Uani 1 1 d . . .
C33 C 0.6479(3) 0.4743(3) 1.2516(2) 0.0262(7) Uani 1 1 d . . .
C45 C 1.1323(2) 0.7900(2) 1.5349(2) 0.0227(6) Uani 1 1 d . . .
C48 C 1.0253(3) 0.8464(3) 1.4419(2) 0.0309(7) Uani 1 1 d . . .
C28 C 0.8667(3) 0.0846(3) 0.7754(2) 0.0335(8) Uani 1 1 d . . .
C10 C 0.7440(3) 0.4274(3) 0.6943(2) 0.0357(8) Uani 1 1 d . . .
C31 C 0.6011(3) 0.6199(3) 1.3615(2) 0.0328(8) Uani 1 1 d . . .
C39 C 0.4256(3) 0.4083(3) 1.1142(3) 0.0334(8) Uani 1 1 d . . .
C49 C 0.9524(3) 0.8233(3) 1.3579(2) 0.0372(8) Uani 1 1 d . . .
O8 O 1.1560(3) 0.2319(3) 1.2138(2) 0.0654(10) Uani 1 1 d . . .
C17 C 0.9154(3) -0.0630(3) 0.6771(3) 0.0390(8) Uani 1 1 d . . .
C16 C 0.8392(3) -0.0877(3) 0.5952(2) 0.0355(8) Uani 1 1 d . . .
C25 C 1.0127(3) 0.1250(3) 0.9576(2) 0.0345(8) Uani 1 1 d . . .
C24 C 1.0900(3) 0.1495(3) 1.0401(2) 0.0372(8) Uani 1 1 d . . .
C26 C 1.0879(3) 0.2260(3) 1.1435(3) 0.0452(10) Uani 1 1 d . . .
O7 O 1.0325(3) 0.2786(3) 1.1610(2) 0.0940(14) Uani 1 1 d . . .
C21 C 1.0968(4) 0.0160(4) 0.8487(3) 0.0628(14) Uani 1 1 d . . .
C22 C 1.1743(4) 0.0384(5) 0.9296(3) 0.0724(15) Uani 1 1 d . . .
C23 C 1.1676(4) 0.1040(4) 1.0251(3) 0.0541(12) Uani 1 1 d . . .
H5 H 0.519(3) 0.103(3) 0.359(2) 0.023(8) Uiso 1 1 d . . .
H24 H 1.077(3) 0.634(3) 1.511(2) 0.029(9) Uiso 1 1 d . . .
H18 H 0.550(3) 0.663(3) 1.203(3) 0.031(9) Uiso 1 1 d . . .
H23 H 1.218(3) 0.952(3) 1.597(2) 0.031(9) Uiso 1 1 d . . .
H25 H 1.052(3) 0.917(3) 1.499(2) 0.029(8) Uiso 1 1 d . . .
H22 H 1.317(3) 0.982(3) 1.745(3) 0.039(10) Uiso 1 1 d . . .
H14 H 0.961(3) 0.155(3) 0.969(2) 0.029(9) Uiso 1 1 d . . .
H28 H 1.037(3) 0.607(3) 1.354(2) 0.022(8) Uiso 1 1 d . . .
H8 H 0.570(3) 0.146(3) 0.517(3) 0.034(9) Uiso 1 1 d . . .
H21 H 0.689(3) 0.690(3) 1.508(3) 0.043(10) Uiso 1 1 d . . .
H11 H 0.874(3) 0.151(3) 0.836(3) 0.034(9) Uiso 1 1 d . . .
H19 H 0.645(3) 0.424(3) 1.190(3) 0.028(9) Uiso 1 1 d . . .
H15 H 0.292(3) 0.463(3) 0.969(2) 0.026(8) Uiso 1 1 d . . .
H12 H 1.106(4) -0.020(4) 0.788(3) 0.068(14) Uiso 1 1 d . . .
H6 H 0.693(3) 0.468(3) 0.595(3) 0.037(9) Uiso 1 1 d . . .
H10 H 0.958(3) -0.104(3) 0.668(3) 0.053(12) Uiso 1 1 d . . .
H27 H 0.859(3) 0.708(3) 1.214(2) 0.029(8) Uiso 1 1 d . . .
H9 H 0.831(3) -0.142(3) 0.533(3) 0.043(10) Uiso 1 1 d . . .
H16 H 0.301(3) 0.315(3) 0.986(3) 0.050(11) Uiso 1 1 d . . .
H26 H 0.934(3) 0.881(3) 1.358(3) 0.051(11) Uiso 1 1 d . . .
H20 H 0.560(3) 0.661(3) 1.371(3) 0.046(11) Uiso 1 1 d . . .
H17 H 0.426(3) 0.344(3) 1.119(3) 0.041(10) Uiso 1 1 d . . .
H5WB H 1.045(4) 0.438(3) 1.387(3) 0.050(13) Uiso 1 1 d . . .
H2 H 0.382(3) 0.193(3) 0.194(3) 0.044(10) Uiso 1 1 d . . .
H4 H 0.553(3) 0.418(3) 0.476(3) 0.040(10) Uiso 1 1 d . . .
H7 H 0.786(3) 0.497(3) 0.745(3) 0.048(11) Uiso 1 1 d . . .
H3WA H 0.728(4) 0.147(4) 0.970(4) 0.081(16) Uiso 1 1 d . . .
H3 H 0.440(3) 0.375(3) 0.323(3) 0.047(10) Uiso 1 1 d . . .
H2WA H 0.445(4) 0.108(4) 0.658(4) 0.067(19) Uiso 1 1 d . . .
H5WA H 1.015(4) 0.383(4) 1.293(4) 0.053(15) Uiso 1 1 d . . .
H13 H 1.216(4) 0.120(4) 1.078(3) 0.068(14) Uiso 1 1 d . . .
H1 H 1.157(4) 0.271(4) 1.267(4) 0.083(18) Uiso 1 1 d . . .
H4WA H 1.015(5) 0.384(5) 0.945(5) 0.12(2) Uiso 1 1 d . . .
H4WB H 1.012(4) 0.373(4) 1.026(4) 0.058(16) Uiso 1 1 d . . .
H3WB H 0.779(3) 0.228(3) 1.057(3) 0.041(13) Uiso 1 1 d . . .
H1WA H 0.506(4) 0.171(4) -0.028(4) 0.066(15) Uiso 1 1 d . . .
H2WB H 0.468(5) 0.149(5) 0.757(5) 0.10(2) Uiso 1 1 d . . .
H1WB H 0.563(8) 0.192(8) 0.047(7) 0.20(5) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O16 C41 1.242(4) . ?
O16 Mn1 2.134(2) 1_667 ?
O2 C1 1.247(4) . ?
O2 Mn2 2.119(2) 2_656 ?
C1 O1 1.267(3) . ?
C1 C2 1.501(4) . ?
C2 C7 1.391(4) . ?
C2 C3 1.395(4) . ?
C3 C4 1.374(5) . ?
C4 C5 1.389(5) . ?
C5 C6 1.395(4) . ?
C6 C7 1.399(4) . ?
C6 C8 1.482(4) . ?
O15 C41 1.268(3) . ?
O15 Mn4 2.192(2) 2_768 ?
N4 C46 1.331(4) . ?
N4 C42 1.338(4) . ?
N4 Mn4 2.276(2) 2_768 ?
C41 C42 1.504(4) . ?
C42 C43 1.387(4) . ?
C43 C44 1.378(4) . ?
O12 C40 1.270(4) . ?
O12 Mn3 2.119(2) 2_667 ?
C40 O11 1.248(4) . ?
C40 C36 1.507(4) . ?
C36 C35 1.388(4) . ?
C36 C37 1.393(5) . ?
C37 C38 1.384(4) . ?
C38 C39 1.386(5) . ?
O5W Mn4 2.175(3) . ?
C44 C45 1.390(4) . ?
C46 C45 1.392(4) . ?
O1W Mn1 2.189(2) . ?
Mn1 O16 2.134(2) 1_443 ?
Mn1 O16 2.134(2) 2_767 ?
Mn1 O1W 2.189(2) 2_655 ?
Mn1 O1 2.202(2) 2_655 ?
Mn1 O1 2.202(2) . ?
Mn4 O15 2.192(3) 2_768 ?
Mn4 O13 2.198(2) . ?
Mn4 O9 2.208(2) . ?
Mn4 N3 2.228(3) . ?
Mn4 N4 2.276(2) 2_768 ?
Mn3 O12 2.119(2) 2_667 ?
Mn3 O14 2.144(2) . ?
Mn3 O3W 2.150(2) . ?
Mn3 O4 2.199(2) . ?
Mn3 O4W 2.203(3) . ?
Mn2 O2 2.119(2) 2_656 ?
Mn2 O5 2.122(3) . ?
Mn2 O2W 2.186(3) . ?
Mn2 O4 2.195(3) . ?
Mn2 N1 2.273(2) . ?
Mn2 N2 2.284(3) . ?
O14 C53 1.263(3) . ?
O13 C53 1.261(3) . ?
O3 C13 1.224(4) . ?
O9 C27 1.263(4) . ?
O5 C14 1.259(4) . ?
N3 C33 1.346(4) . ?
N3 C29 1.347(4) . ?
O4 C13 1.287(4) . ?
O6 C14 1.238(4) . ?
C52 C51 1.390(4) . ?
C52 C47 1.400(4) . ?
O10 C27 1.232(4) . ?
N1 C12 1.334(4) . ?
N1 C11 1.335(4) . ?
C14 C15 1.526(4) . ?
C53 C51 1.495(4) . ?
C27 C29 1.516(4) . ?
C11 C10 1.377(4) . ?
C11 C13 1.500(4) . ?
C47 C48 1.389(4) . ?
C47 C45 1.484(4) . ?
N2 C28 1.340(4) . ?
N2 C15 1.344(4) . ?
C29 C30 1.370(4) . ?
C34 C35 1.390(4) . ?
C34 C39 1.394(5) . ?
C34 C32 1.482(4) . ?
C30 C31 1.384(5) . ?
C15 C16 1.376(5) . ?
C51 C50 1.388(4) . ?
C32 C33 1.390(4) . ?
C32 C31 1.393(5) . ?
C18 C28 1.392(5) . ?
C18 C17 1.396(5) . ?
C18 C20 1.490(4) . ?
C12 C8 1.396(4) . ?
C50 C49 1.382(5) . ?
C8 C9 1.390(5) . ?
C9 C10 1.379(4) . ?
C20 C21 1.382(5) . ?
C20 C25 1.386(5) . ?
C48 C49 1.392(4) . ?
O8 C26 1.309(4) . ?
C17 C16 1.383(5) . ?
C25 C24 1.398(4) . ?
C24 C23 1.373(5) . ?
C24 C26 1.493(5) . ?
C26 O7 1.190(5) . ?
C21 C22 1.394(5) . ?
C22 C23 1.379(6) . ?

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
C41 O16 Mn1 139.55(18) . 1_667 ?
C1 O2 Mn2 146.9(2) . 2_656 ?
O2 C1 O1 122.6(3) . . ?
O2 C1 C2 119.4(2) . . ?
O1 C1 C2 118.0(3) . . ?
C7 C2 C3 118.9(3) . . ?
C7 C2 C1 120.5(3) . . ?
C3 C2 C1 120.6(3) . . ?
C4 C3 C2 120.3(3) . . ?
C3 C4 C5 120.4(3) . . ?
C4 C5 C6 120.8(3) . . ?
C5 C6 C7 117.8(3) . . ?
C5 C6 C8 121.1(3) . . ?
C7 C6 C8 121.1(3) . . ?
C41 O15 Mn4 119.71(17) . 2_768 ?
C46 N4 C42 118.3(2) . . ?
C46 N4 Mn4 126.3(2) . 2_768 ?
C42 N4 Mn4 114.97(17) . 2_768 ?
O16 C41 O15 125.8(2) . . ?
O16 C41 C42 117.2(2) . . ?
O15 C41 C42 117.0(3) . . ?
N4 C42 C43 122.2(2) . . ?
N4 C42 C41 115.3(2) . . ?
C43 C42 C41 122.5(3) . . ?
C44 C43 C42 118.5(3) . . ?
C40 O12 Mn3 128.7(2) . 2_667 ?
O11 C40 O12 123.7(3) . . ?
O11 C40 C36 118.9(3) . . ?
O12 C40 C36 117.4(3) . . ?
C35 C36 C37 119.1(3) . . ?
C35 C36 C40 120.5(3) . . ?
C37 C36 C40 120.3(3) . . ?
C38 C37 C36 120.5(3) . . ?
C37 C38 C39 120.0(3) . . ?
C43 C44 C45 120.4(3) . . ?
N4 C46 C45 124.1(3) . . ?
O16 Mn1 O16 180.00(13) 1_443 2_767 ?
O16 Mn1 O1W 88.44(10) 1_443 . ?
O16 Mn1 O1W 91.56(10) 2_767 . ?
O16 Mn1 O1W 91.56(10) 1_443 2_655 ?
O16 Mn1 O1W 88.44(10) 2_767 2_655 ?
O1W Mn1 O1W 180.0(3) . 2_655 ?
O16 Mn1 O1 88.60(8) 1_443 2_655 ?
O16 Mn1 O1 91.40(8) 2_767 2_655 ?
O1W Mn1 O1 90.79(10) . 2_655 ?
O1W Mn1 O1 89.21(10) 2_655 2_655 ?
O16 Mn1 O1 91.40(8) 1_443 . ?
O16 Mn1 O1 88.60(8) 2_767 . ?
O1W Mn1 O1 89.21(10) . . ?
O1W Mn1 O1 90.79(10) 2_655 . ?
O1 Mn1 O1 180.00(11) 2_655 . ?
O5W Mn4 O15 118.67(11) . 2_768 ?
O5W Mn4 O13 81.75(9) . . ?
O15 Mn4 O13 84.89(8) 2_768 . ?
O5W Mn4 O9 87.50(11) . . ?
O15 Mn4 O9 143.21(9) 2_768 . ?
O13 Mn4 O9 126.70(8) . . ?
O5W Mn4 N3 144.91(10) . . ?
O15 Mn4 N3 92.65(9) 2_768 . ?
O13 Mn4 N3 86.07(9) . . ?
O9 Mn4 N3 73.77(9) . . ?
O5W Mn4 N4 84.12(9) . 2_768 ?
O15 Mn4 N4 72.86(8) 2_768 2_768 ?
O13 Mn4 N4 143.56(9) . 2_768 ?
O9 Mn4 N4 85.80(8) . 2_768 ?
N3 Mn4 N4 122.62(10) . 2_768 ?
O12 Mn3 O14 91.04(10) 2_667 . ?
O12 Mn3 O3W 92.42(9) 2_667 . ?
O14 Mn3 O3W 130.48(9) . . ?
O12 Mn3 O4 89.08(9) 2_667 . ?
O14 Mn3 O4 129.71(8) . . ?
O3W Mn3 O4 99.73(10) . . ?
O12 Mn3 O4W 177.25(9) 2_667 . ?
O14 Mn3 O4W 90.35(10) . . ?
O3W Mn3 O4W 84.87(10) . . ?
O4 Mn3 O4W 91.85(10) . . ?
O2 Mn2 O5 115.84(9) 2_656 . ?
O2 Mn2 O2W 82.69(11) 2_656 . ?
O5 Mn2 O2W 96.20(12) . . ?
O2 Mn2 O4 90.34(9) 2_656 . ?
O5 Mn2 O4 146.67(10) . . ?
O2W Mn2 O4 107.91(11) . . ?
O2 Mn2 N1 154.57(10) 2_656 . ?
O5 Mn2 N1 87.42(9) . . ?
O2W Mn2 N1 84.77(11) . . ?
O4 Mn2 N1 72.64(8) . . ?
O2 Mn2 N2 83.12(10) 2_656 . ?
O5 Mn2 N2 74.71(10) . . ?
O2W Mn2 N2 157.62(11) . . ?
O4 Mn2 N2 89.38(10) . . ?
N1 Mn2 N2 114.61(10) . . ?
C53 O14 Mn3 107.67(18) . . ?
C53 O13 Mn4 134.78(19) . . ?
C27 O9 Mn4 118.72(18) . . ?
C14 O5 Mn2 120.43(19) . . ?
C33 N3 C29 118.3(3) . . ?
C33 N3 Mn4 126.3(2) . . ?
C29 N3 Mn4 115.28(19) . . ?
C1 O1 Mn1 120.48(19) . . ?
C13 O4 Mn2 119.61(18) . . ?
C13 O4 Mn3 101.01(18) . . ?
Mn2 O4 Mn3 138.28(10) . . ?
C51 C52 C47 121.0(3) . . ?
C12 N1 C11 119.1(3) . . ?
C12 N1 Mn2 124.5(2) . . ?
C11 N1 Mn2 115.66(18) . . ?
O6 C14 O5 125.5(3) . . ?
O6 C14 C15 118.1(3) . . ?
O5 C14 C15 116.4(3) . . ?
O13 C53 O14 121.4(3) . . ?
O13 C53 C51 121.0(2) . . ?
O14 C53 C51 117.6(2) . . ?
O10 C27 O9 125.6(3) . . ?
O10 C27 C29 117.8(3) . . ?
O9 C27 C29 116.5(3) . . ?
N1 C11 C10 122.1(3) . . ?
N1 C11 C13 115.3(3) . . ?
C10 C11 C13 122.5(3) . . ?
C48 C47 C52 118.1(3) . . ?
C48 C47 C45 121.3(3) . . ?
C52 C47 C45 120.6(3) . . ?
C28 N2 C15 118.6(3) . . ?
C28 N2 Mn2 128.1(2) . . ?
C15 N2 Mn2 111.8(2) . . ?
O3 C13 O4 122.3(3) . . ?
O3 C13 C11 121.3(3) . . ?
O4 C13 C11 116.3(3) . . ?
N3 C29 C30 122.2(3) . . ?
N3 C29 C27 115.5(3) . . ?
C30 C29 C27 122.3(3) . . ?
C35 C34 C39 119.0(3) . . ?
C35 C34 C32 119.9(3) . . ?
C39 C34 C32 121.1(3) . . ?
C29 C30 C31 119.3(3) . . ?
N2 C15 C16 121.6(3) . . ?
N2 C15 C14 115.5(3) . . ?
C16 C15 C14 122.8(3) . . ?
C36 C35 C34 121.1(3) . . ?
C50 C51 C52 120.1(3) . . ?
C50 C51 C53 120.0(3) . . ?
C52 C51 C53 119.9(3) . . ?
C33 C32 C31 117.3(3) . . ?
C33 C32 C34 121.2(3) . . ?
C31 C32 C34 121.4(3) . . ?
C28 C18 C17 116.0(3) . . ?
C28 C18 C20 121.8(3) . . ?
C17 C18 C20 122.1(3) . . ?
C2 C7 C6 121.7(3) . . ?
N1 C12 C8 123.2(3) . . ?
C49 C50 C51 119.4(3) . . ?
C9 C8 C12 116.4(3) . . ?
C9 C8 C6 123.2(3) . . ?
C12 C8 C6 120.4(3) . . ?
C10 C9 C8 120.6(3) . . ?
C21 C20 C25 117.6(3) . . ?
C21 C20 C18 119.9(3) . . ?
C25 C20 C18 122.5(3) . . ?
N3 C33 C32 123.2(3) . . ?
C44 C45 C46 116.4(3) . . ?
C44 C45 C47 123.3(3) . . ?
C46 C45 C47 120.2(3) . . ?
C47 C48 C49 121.0(3) . . ?
N2 C28 C18 124.0(3) . . ?
C11 C10 C9 118.6(3) . . ?
C30 C31 C32 119.6(3) . . ?
C38 C39 C34 120.4(3) . . ?
C50 C49 C48 120.4(3) . . ?
C16 C17 C18 120.4(3) . . ?
C15 C16 C17 119.2(3) . . ?
C20 C25 C24 120.7(3) . . ?
C23 C24 C25 119.8(3) . . ?
C23 C24 C26 120.8(3) . . ?
C25 C24 C26 119.4(3) . . ?
O7 C26 O8 123.1(4) . . ?
O7 C26 C24 124.0(3) . . ?
O8 C26 C24 112.9(3) . . ?
C20 C21 C22 122.9(4) . . ?
C23 C22 C21 117.8(4) . . ?
C24 C23 C22 121.1(3) . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        25.10
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.773
_refine_diff_density_min         -0.560
_refine_diff_density_rms         0.072
