# 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_exp_7508
_database_code_depnum_ccdc_archive 'CCDC 1530040'
_audit_update_record             
;
2017-03-15 deposited with the CCDC.
2017-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H27 Cd2 N5 O9'
_chemical_formula_weight         922.45

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                   11.8521(11)
_cell_length_b                   12.2200(12)
_cell_length_c                   14.6694(15)
_cell_angle_alpha                68.971(9)
_cell_angle_beta                 68.595(9)
_cell_angle_gamma                61.417(10)
_cell_volume                     1692.3(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2514
_cell_measurement_theta_min      3.2140
_cell_measurement_theta_max      26.5180

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.810
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             916
_exptl_absorpt_coefficient_mu    1.324
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.9015
_exptl_absorpt_correction_T_max  0.9130
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10630
_diffrn_reflns_av_R_equivalents  0.0674
_diffrn_reflns_av_sigmaI/netI    0.1200
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.74
_diffrn_reflns_theta_max         25.20
_reflns_number_total             6091
_reflns_number_gt                4106
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0181P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6091
_refine_ls_number_parameters     491
_refine_ls_number_restraints     1464
_refine_ls_R_factor_all          0.0891
_refine_ls_R_factor_gt           0.0546
_refine_ls_wR_factor_ref         0.1248
_refine_ls_wR_factor_gt          0.0973
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      0.962
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 1.06423(5) 0.35734(5) 0.46605(3) 0.02357(15) Uani 1 1 d U . .
Cd2 Cd 0.90140(5) 0.59282(5) 0.27422(3) 0.02363(15) Uani 1 1 d U . .
N1 N 1.1632(6) 0.1435(6) 0.5435(4) 0.0361(14) Uani 1 1 d U . .
N2 N 0.9048(6) 0.2627(5) 0.5363(4) 0.0307(13) Uani 1 1 d U . .
N3 N 1.0404(5) 0.7111(6) 0.2230(4) 0.0307(13) Uani 1 1 d U . .
N4 N 0.7753(6) 0.8170(6) 0.2388(4) 0.0396(14) Uani 1 1 d U . .
N5 N 0.9684(5) 0.4665(5) -0.1207(4) 0.0248(12) Uani 1 1 d U . .
O1 O 0.3666(4) 0.3642(5) 0.4781(3) 0.0386(13) Uani 1 1 d U . .
O2 O 0.2672(5) 0.3655(5) 0.3746(3) 0.0408(13) Uani 1 1 d U . .
O3 O 0.7416(4) 0.7620(4) -0.2246(3) 0.0317(11) Uani 1 1 d U . .
O4 O 0.9290(4) 0.6215(4) -0.2992(3) 0.0285(11) Uani 1 1 d U . .
O5 O 0.7608(5) 0.4957(5) 0.3132(3) 0.0454(13) Uani 1 1 d U . .
O7 O 0.5252(5) 0.8201(6) 0.0724(4) 0.0691(17) Uani 1 1 d U . .
H7C H 0.4729 0.8904 0.0901 0.083 Uiso 1 1 d R . .
H7D H 0.5794 0.7767 0.1101 0.083 Uiso 1 1 d R . .
O8 O 0.3170(6) 0.0747(6) 0.0996(4) 0.0736(19) Uani 1 1 d . . .
H8C H 0.3137 0.1100 0.1415 0.088 Uiso 1 1 d R . .
H8A H 0.3245 0.1217 0.0406 0.088 Uiso 1 1 d R . .
O9 O 0.9101(5) 0.5570(4) 0.4318(3) 0.0271(11) Uani 1 1 d U . .
C1 C 0.3554(6) 0.3770(6) 0.3934(5) 0.0245(14) Uani 1 1 d U . .
C2 C 0.4555(6) 0.4100(6) 0.3034(4) 0.0216(14) Uani 1 1 d U . .
C3 C 0.4685(6) 0.3956(6) 0.2104(4) 0.0248(14) Uani 1 1 d U . .
H3 H 0.4125 0.3673 0.2035 0.030 Uiso 1 1 calc R . .
C4 C 0.5638(6) 0.4225(6) 0.1268(4) 0.0277(15) Uani 1 1 d U . .
H4 H 0.5733 0.4094 0.0653 0.033 Uiso 1 1 calc R . .
C5 C 0.6453(6) 0.4694(6) 0.1365(4) 0.0244(14) Uani 1 1 d U . .
C6 C 0.5372(6) 0.4571(6) 0.3110(4) 0.0232(14) Uani 1 1 d U . .
H6 H 0.5293 0.4676 0.3731 0.028 Uiso 1 1 calc R . .
C7 C 0.6299(6) 0.4887(6) 0.2287(4) 0.0249(14) Uani 1 1 d U . .
C8 C 0.7584(6) 0.4798(6) 0.0485(4) 0.0221(13) Uani 1 1 d U . .
C9 C 0.7417(6) 0.5701(7) -0.0418(4) 0.0269(14) Uani 1 1 d U . .
H9 H 0.6595 0.6364 -0.0469 0.032 Uiso 1 1 calc R . .
C10 C 0.9864(7) 0.3869(7) -0.0308(5) 0.0304(15) Uani 1 1 d U . .
H10 H 1.0711 0.3263 -0.0259 0.036 Uiso 1 1 calc R . .
C11 C 0.8850(6) 0.3913(6) 0.0538(5) 0.0267(15) Uani 1 1 d U . .
H11 H 0.9016 0.3349 0.1145 0.032 Uiso 1 1 calc R . .
O10 O 0.7257(5) 0.6387(5) 0.1722(4) 0.0446(13) Uani 1 1 d U . .
C13 C 0.6451(8) 0.8713(8) 0.2482(7) 0.056(2) Uani 1 1 d U . .
H13 H 0.5978 0.8200 0.2825 0.068 Uiso 1 1 calc R . .
C14 C 0.5751(9) 1.0009(9) 0.2096(7) 0.069(2) Uani 1 1 d U . .
H14 H 0.4836 1.0357 0.2195 0.083 Uiso 1 1 calc R . .
C15 C 0.6464(9) 1.0744(9) 0.1566(7) 0.072(2) Uani 1 1 d U . .
H15 H 0.6043 1.1588 0.1246 0.087 Uiso 1 1 calc R . .
C16 C 0.7814(8) 1.0239(8) 0.1502(6) 0.0476(18) Uani 1 1 d U . .
C17 C 0.8420(7) 0.8951(7) 0.1923(5) 0.0337(15) Uani 1 1 d U . .
C18 C 0.9834(7) 0.8363(7) 0.1863(5) 0.0324(15) Uani 1 1 d U . .
C19 C 1.1676(7) 0.6582(8) 0.2217(5) 0.0404(18) Uani 1 1 d U . .
H19 H 1.2072 0.5708 0.2474 0.048 Uiso 1 1 calc R . .
C20 C 1.2458(8) 0.7315(8) 0.1821(6) 0.0477(19) Uani 1 1 d U . .
H20 H 1.3353 0.6924 0.1816 0.057 Uiso 1 1 calc R . .
C21 C 1.1879(8) 0.8590(8) 0.1452(6) 0.0478(19) Uani 1 1 d U . .
H21 H 1.2374 0.9084 0.1194 0.057 Uiso 1 1 calc R . .
C22 C 1.0534(8) 0.9159(7) 0.1462(5) 0.0377(16) Uani 1 1 d U . .
C23 C 0.9871(8) 1.0484(8) 0.1041(6) 0.0508(19) Uani 1 1 d U . .
H23 H 1.0346 1.0999 0.0745 0.061 Uiso 1 1 calc R . .
C24 C 0.8579(9) 1.1002(8) 0.1063(6) 0.057(2) Uani 1 1 d U . .
H24 H 0.8172 1.1870 0.0790 0.069 Uiso 1 1 calc R . .
C25 C 0.7775(7) 0.3198(7) 0.5324(5) 0.0404(17) Uani 1 1 d U . .
H25 H 0.7426 0.4071 0.5044 0.048 Uiso 1 1 calc R . .
C26 C 0.6935(8) 0.2532(8) 0.5689(5) 0.0464(19) Uani 1 1 d U . .
H26 H 0.6061 0.2953 0.5635 0.056 Uiso 1 1 calc R . .
C27 C 0.7438(8) 0.1275(8) 0.6116(6) 0.0482(19) Uani 1 1 d U . .
H27 H 0.6897 0.0826 0.6376 0.058 Uiso 1 1 calc R . .
C28 C 0.8761(8) 0.0634(7) 0.6173(5) 0.0403(17) Uani 1 1 d U . .
C29 C 0.9347(8) -0.0711(8) 0.6563(5) 0.0473(19) Uani 1 1 d U . .
H29 H 0.8835 -0.1186 0.6796 0.057 Uiso 1 1 calc R . .
C30 C 1.0626(9) -0.1304(8) 0.6599(5) 0.050(2) Uani 1 1 d U . .
H30 H 1.0996 -0.2182 0.6855 0.060 Uiso 1 1 calc R . .
C31 C 1.1417(8) -0.0567(7) 0.6237(5) 0.0408(17) Uani 1 1 d U . .
C32 C 0.8488(6) 0.5601(6) -0.1239(4) 0.0251(14) Uani 1 1 d U . .
C40 C 1.2741(9) -0.1124(8) 0.6259(6) 0.059(2) Uani 1 1 d U . .
H38 H 1.3128 -0.1997 0.6526 0.071 Uiso 1 1 calc R . .
C33 C 1.3497(9) -0.0411(9) 0.5894(7) 0.068(3) Uani 1 1 d U . .
H33 H 1.4378 -0.0784 0.5926 0.082 Uiso 1 1 calc R . .
C34 C 1.2893(8) 0.0880(8) 0.5478(6) 0.049(2) Uani 1 1 d U . .
H34 H 1.3387 0.1375 0.5220 0.059 Uiso 1 1 calc R . .
C35 C 1.0896(7) 0.0740(7) 0.5816(5) 0.0315(15) Uani 1 1 d U . .
C36 C 0.9520(7) 0.1370(7) 0.5783(5) 0.0316(15) Uani 1 1 d U . .
C37 C 0.8357(7) 0.6575(7) -0.2240(5) 0.0256(15) Uani 1 1 d U . .
C12 C 0.7102(6) 0.5452(7) 0.2389(5) 0.0322(15) Uani 1 1 d U . .
HW H 0.844(5) 0.560(6) 0.458(4) 0.007(17) 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
Cd1 O9 2.251(5) . ?
Cd1 O9 2.280(5) 2_766 ?
Cd1 O2 2.318(4) 1_655 ?
Cd1 N1 2.325(6) . ?
Cd1 O4 2.342(4) 2_765 ?
Cd1 N2 2.405(5) . ?
Cd1 Cd1 3.4313(10) 2_766 ?
Cd2 O9 2.225(4) . ?
Cd2 O5 2.285(5) . ?
Cd2 N5 2.354(5) 2_765 ?
Cd2 N4 2.374(6) . ?
Cd2 O4 2.418(4) 2_765 ?
Cd2 N3 2.441(5) . ?
N1 C34 1.329(9) . ?
N1 C35 1.344(8) . ?
N2 C25 1.339(8) . ?
N2 C36 1.342(8) . ?
N3 C19 1.322(8) . ?
N3 C18 1.332(8) . ?
N4 C13 1.330(9) . ?
N4 C17 1.365(8) . ?
N5 C32 1.333(8) . ?
N5 C10 1.349(7) . ?
N5 Cd2 2.354(5) 2_765 ?
O1 C1 1.243(7) . ?
O2 C1 1.252(7) . ?
O2 Cd1 2.318(4) 1_455 ?
O3 C37 1.229(8) . ?
O4 C37 1.275(7) . ?
O4 Cd1 2.342(4) 2_765 ?
O4 Cd2 2.418(4) 2_765 ?
O5 C12 1.252(8) . ?
O9 Cd1 2.280(5) 2_766 ?
C1 C2 1.499(8) . ?
C2 C3 1.381(8) . ?
C2 C6 1.393(8) . ?
C3 C4 1.394(8) . ?
C4 C5 1.404(8) . ?
C5 C7 1.388(8) . ?
C5 C8 1.504(8) . ?
C6 C7 1.384(8) . ?
C7 C12 1.489(9) . ?
C8 C11 1.378(9) . ?
C8 C9 1.395(8) . ?
C9 C32 1.385(8) . ?
C10 C11 1.373(8) . ?
O10 C12 1.250(8) . ?
C13 C14 1.400(11) . ?
C14 C15 1.367(12) . ?
C15 C16 1.392(11) . ?
C16 C17 1.386(10) . ?
C16 C24 1.433(11) . ?
C17 C18 1.455(9) . ?
C18 C22 1.410(9) . ?
C19 C20 1.423(9) . ?
C20 C21 1.354(10) . ?
C21 C22 1.398(10) . ?
C22 C23 1.428(10) . ?
C23 C24 1.342(11) . ?
C25 C26 1.419(10) . ?
C26 C27 1.347(10) . ?
C27 C28 1.397(10) . ?
C28 C36 1.406(9) . ?
C28 C29 1.427(10) . ?
C29 C30 1.344(10) . ?
C30 C31 1.440(10) . ?
C31 C40 1.387(11) . ?
C31 C35 1.393(10) . ?
C32 C37 1.527(8) . ?
C40 C33 1.382(11) . ?
C33 C34 1.386(11) . ?
C35 C36 1.444(10) . ?

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
O9 Cd1 O9 81.56(18) . 2_766 ?
O9 Cd1 O2 106.65(18) . 1_655 ?
O9 Cd1 O2 81.69(17) 2_766 1_655 ?
O9 Cd1 N1 160.81(18) . . ?
O9 Cd1 N1 97.36(19) 2_766 . ?
O2 Cd1 N1 92.06(19) 1_655 . ?
O9 Cd1 O4 78.97(16) . 2_765 ?
O9 Cd1 O4 143.68(16) 2_766 2_765 ?
O2 Cd1 O4 75.03(15) 1_655 2_765 ?
N1 Cd1 O4 110.79(18) . 2_765 ?
O9 Cd1 N2 93.30(19) . . ?
O9 Cd1 N2 117.23(18) 2_766 . ?
O2 Cd1 N2 154.73(19) 1_655 . ?
N1 Cd1 N2 70.0(2) . . ?
O4 Cd1 N2 94.32(17) 2_765 . ?
O9 Cd1 Cd1 41.09(12) . 2_766 ?
O9 Cd1 Cd1 40.46(12) 2_766 2_766 ?
O2 Cd1 Cd1 95.28(13) 1_655 2_766 ?
N1 Cd1 Cd1 134.81(14) . 2_766 ?
O4 Cd1 Cd1 114.19(11) 2_765 2_766 ?
N2 Cd1 Cd1 109.99(14) . 2_766 ?
O9 Cd2 O5 95.62(17) . . ?
O9 Cd2 N5 141.83(18) . 2_765 ?
O5 Cd2 N5 98.49(17) . 2_765 ?
O9 Cd2 N4 101.28(19) . . ?
O5 Cd2 N4 107.2(2) . . ?
N5 Cd2 N4 107.98(19) 2_765 . ?
O9 Cd2 O4 77.86(16) . 2_765 ?
O5 Cd2 O4 85.66(17) . 2_765 ?
N5 Cd2 O4 68.13(16) 2_765 2_765 ?
N4 Cd2 O4 167.09(17) . 2_765 ?
O9 Cd2 N3 87.85(18) . . ?
O5 Cd2 N3 175.19(18) . . ?
N5 Cd2 N3 80.65(18) 2_765 . ?
N4 Cd2 N3 68.75(19) . . ?
O4 Cd2 N3 98.35(17) 2_765 . ?
C34 N1 C35 119.8(7) . . ?
C34 N1 Cd1 122.5(5) . . ?
C35 N1 Cd1 117.7(5) . . ?
C25 N2 C36 117.1(6) . . ?
C25 N2 Cd1 127.1(5) . . ?
C36 N2 Cd1 115.6(5) . . ?
C19 N3 C18 119.3(6) . . ?
C19 N3 Cd2 124.7(5) . . ?
C18 N3 Cd2 115.7(4) . . ?
C13 N4 C17 117.0(7) . . ?
C13 N4 Cd2 124.4(5) . . ?
C17 N4 Cd2 117.9(5) . . ?
C32 N5 C10 117.5(5) . . ?
C32 N5 Cd2 115.4(4) . 2_765 ?
C10 N5 Cd2 122.7(4) . 2_765 ?
C1 O2 Cd1 134.8(4) . 1_455 ?
C37 O4 Cd1 133.6(4) . 2_765 ?
C37 O4 Cd2 118.7(4) . 2_765 ?
Cd1 O4 Cd2 97.26(16) 2_765 2_765 ?
C12 O5 Cd2 102.9(4) . . ?
Cd2 O9 Cd1 105.90(19) . . ?
Cd2 O9 Cd1 141.5(2) . 2_766 ?
Cd1 O9 Cd1 98.44(18) . 2_766 ?
O1 C1 O2 126.4(6) . . ?
O1 C1 C2 118.2(6) . . ?
O2 C1 C2 115.4(5) . . ?
C3 C2 C6 118.2(5) . . ?
C3 C2 C1 120.9(5) . . ?
C6 C2 C1 120.9(5) . . ?
C2 C3 C4 121.4(6) . . ?
C3 C4 C5 119.3(6) . . ?
C7 C5 C4 119.7(5) . . ?
C7 C5 C8 122.5(6) . . ?
C4 C5 C8 117.3(5) . . ?
C7 C6 C2 121.7(6) . . ?
C6 C7 C5 119.5(6) . . ?
C6 C7 C12 120.0(5) . . ?
C5 C7 C12 120.5(5) . . ?
C11 C8 C9 117.5(6) . . ?
C11 C8 C5 119.0(5) . . ?
C9 C8 C5 123.4(6) . . ?
C32 C9 C8 119.3(6) . . ?
N5 C10 C11 122.8(6) . . ?
C10 C11 C8 119.7(6) . . ?
N4 C13 C14 124.0(8) . . ?
C15 C14 C13 117.4(9) . . ?
C14 C15 C16 120.6(9) . . ?
C17 C16 C15 117.7(8) . . ?
C17 C16 C24 119.2(7) . . ?
C15 C16 C24 123.0(9) . . ?
N4 C17 C16 122.9(7) . . ?
N4 C17 C18 116.8(7) . . ?
C16 C17 C18 120.3(7) . . ?
N3 C18 C22 122.5(7) . . ?
N3 C18 C17 119.1(6) . . ?
C22 C18 C17 118.3(7) . . ?
N3 C19 C20 121.8(7) . . ?
C21 C20 C19 119.0(8) . . ?
C20 C21 C22 119.7(7) . . ?
C21 C22 C18 117.7(7) . . ?
C21 C22 C23 122.9(7) . . ?
C18 C22 C23 119.4(7) . . ?
C24 C23 C22 121.4(8) . . ?
C23 C24 C16 121.1(8) . . ?
N2 C25 C26 123.0(7) . . ?
C27 C26 C25 118.2(8) . . ?
C26 C27 C28 121.0(7) . . ?
C27 C28 C36 116.8(7) . . ?
C27 C28 C29 122.4(7) . . ?
C36 C28 C29 120.7(8) . . ?
C30 C29 C28 121.1(8) . . ?
C29 C30 C31 119.4(8) . . ?
C40 C31 C35 116.6(7) . . ?
C40 C31 C30 122.0(8) . . ?
C35 C31 C30 121.3(8) . . ?
N5 C32 C9 122.7(6) . . ?
N5 C32 C37 116.2(5) . . ?
C9 C32 C37 121.2(6) . . ?
C33 C40 C31 121.5(8) . . ?
C34 C33 C40 117.5(9) . . ?
N1 C34 C33 122.3(8) . . ?
N1 C35 C31 122.3(7) . . ?
N1 C35 C36 118.8(7) . . ?
C31 C35 C36 118.9(7) . . ?
N2 C36 C28 123.9(7) . . ?
N2 C36 C35 117.7(6) . . ?
C28 C36 C35 118.4(7) . . ?
O3 C37 O4 126.5(6) . . ?
O3 C37 C32 118.6(6) . . ?
O4 C37 C32 114.8(6) . . ?
O10 C12 O5 123.1(7) . . ?
O10 C12 C7 118.5(6) . . ?
O5 C12 C7 118.4(6) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.20
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.189
_refine_diff_density_min         -0.677
_refine_diff_density_rms         0.157
####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1530043'
_audit_update_record             
;
2017-03-15 deposited with the CCDC.
2017-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H11 Co N O8'
_chemical_formula_weight         380.17

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'
Co Co 0.3494 0.9721 '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                   18.480(2)
_cell_length_b                   9.4446(9)
_cell_length_c                   8.0006(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.263(3)
_cell_angle_gamma                90.00
_cell_volume                     1378.2(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    9836
_cell_measurement_theta_min      3.11
_cell_measurement_theta_max      28.32
_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.832
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             772
_exptl_absorpt_coefficient_mu    1.294
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      273(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            33903
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_av_sigmaI/netI    0.0104
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.11
_diffrn_reflns_theta_max         25.19
_reflns_number_total             2481
_reflns_number_gt                2327
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_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)+(0.0303P)²+1.1647P] 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         2481
_refine_ls_number_parameters     228
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0261
_refine_ls_R_factor_gt           0.0240
_refine_ls_wR_factor_ref         0.0630
_refine_ls_wR_factor_gt          0.0620
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_restrained_S_all      1.100
_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
Co1 Co 0.359251(13) 0.57591(2) -0.09157(3) 0.01497(9) Uani 1 1 d . . .
N1 N 0.30337(8) 0.11566(16) 0.32634(18) 0.0154(3) Uani 1 1 d . . .
O1 O 0.44375(8) 0.31125(15) 0.5748(2) 0.0332(4) Uani 1 1 d . . .
O2 O 0.42218(7) 0.07997(13) 0.55507(17) 0.0228(3) Uani 1 1 d . . .
O3 O 0.30050(7) 0.80465(14) 0.20874(18) 0.0240(3) Uani 1 1 d . . .
O4 O 0.28915(7) 0.59158(13) 0.08495(17) 0.0215(3) Uani 1 1 d . . .
O5 O 0.41695(10) 0.75441(19) -0.0106(3) 0.0444(5) Uani 1 1 d . . .
H5 H 0.4553 0.7560 -0.0496 0.067 Uiso 1 1 calc R . .
O6 O 0.44163(8) 0.55243(14) -0.25044(17) 0.0192(3) Uani 1 1 d . . .
H6 H 0.4390 0.4729 -0.2920 0.029 Uiso 1 1 calc R . .
O7 O 0.07679(9) 0.97636(15) 0.3947(2) 0.0375(4) Uani 1 1 d . . .
H7 H 0.0505 1.0348 0.4313 0.056 Uiso 1 1 calc R . .
C1 C 0.27264(9) 0.68351(18) 0.1852(2) 0.0152(4) Uani 1 1 d . . .
C2 C 0.20810(9) 0.64668(18) 0.2729(2) 0.0145(4) Uani 1 1 d . . .
C3 C 0.16423(10) 0.75712(19) 0.3134(2) 0.0173(4) Uani 1 1 d . . .
H3 H 0.1790 0.8500 0.3003 0.021 Uiso 1 1 calc R . .
C4 C 0.09904(10) 0.73212(19) 0.3728(2) 0.0185(4) Uani 1 1 d . . .
O8 O -0.00282(8) 0.82543(16) 0.4812(2) 0.0345(4) Uani 1 1 d . . .
C5 C 0.07601(10) 0.5942(2) 0.3909(3) 0.0232(4) Uani 1 1 d . . .
H5A H 0.0315 0.5767 0.4270 0.028 Uiso 1 1 calc R . .
C6 C 0.11944(10) 0.4830(2) 0.3552(2) 0.0215(4) Uani 1 1 d . . .
H6A H 0.1039 0.3906 0.3687 0.026 Uiso 1 1 calc R . .
C7 C 0.18637(9) 0.50610(19) 0.2991(2) 0.0155(4) Uani 1 1 d . . .
C8 C 0.05354(10) 0.8501(2) 0.4202(2) 0.0228(4) Uani 1 1 d . . .
C9 C 0.23178(10) 0.37751(19) 0.2872(2) 0.0166(4) Uani 1 1 d . . .
C10 C 0.30222(10) 0.36547(19) 0.3801(2) 0.0179(4) Uani 1 1 d . . .
H10 H 0.3271 0.4453 0.4271 0.021 Uiso 1 1 calc R . .
C11 C 0.20053(10) 0.25638(19) 0.2078(2) 0.0201(4) Uani 1 1 d . . .
H11 H 0.1543 0.2605 0.1417 0.024 Uiso 1 1 calc R . .
C12 C 0.23844(10) 0.12924(19) 0.2275(2) 0.0188(4) Uani 1 1 d . . .
H12 H 0.2177 0.0501 0.1692 0.023 Uiso 1 1 calc R . .
C13 C 0.33461(10) 0.23321(19) 0.4012(2) 0.0162(4) Uani 1 1 d . . .
C14 C 0.40584(10) 0.2075(2) 0.5199(2) 0.0197(4) Uani 1 1 d . . .
H19 H 0.4839(15) 0.561(3) -0.197(3) 0.037(7) Uiso 1 1 d . . .
H20 H 0.4169(17) 0.794(3) 0.074(4) 0.058(10) 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
Co1 O5 2.0437(16) . ?
Co1 O4 2.0697(13) . ?
Co1 O3 2.1084(13) 4_575 ?
Co1 O2 2.1111(13) 4_565 ?
Co1 N1 2.1338(15) 4_565 ?
Co1 O6 2.1459(13) . ?
N1 C12 1.333(2) . ?
N1 C13 1.347(2) . ?
N1 Co1 2.1338(15) 4_566 ?
O1 C14 1.243(2) . ?
O2 C14 1.263(2) . ?
O2 Co1 2.1111(13) 4_566 ?
O3 C1 1.256(2) . ?
O3 Co1 2.1084(13) 4_576 ?
O4 C1 1.253(2) . ?
O7 C8 1.295(3) . ?
C1 C2 1.518(2) . ?
C2 C3 1.391(2) . ?
C2 C7 1.413(3) . ?
C3 C4 1.385(3) . ?
C4 C5 1.385(3) . ?
C4 C8 1.482(3) . ?
O8 C8 1.241(2) . ?
C5 C6 1.380(3) . ?
C6 C7 1.399(3) . ?
C7 C9 1.488(2) . ?
C9 C11 1.389(3) . ?
C9 C10 1.396(3) . ?
C10 C13 1.384(3) . ?
C11 C12 1.386(3) . ?
C13 C14 1.513(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O5 Co1 O4 94.40(6) . . ?
O5 Co1 O3 88.72(7) . 4_575 ?
O4 Co1 O3 100.15(5) . 4_575 ?
O5 Co1 O2 100.75(7) . 4_565 ?
O4 Co1 O2 91.15(5) . 4_565 ?
O3 Co1 O2 164.71(5) 4_575 4_565 ?
O5 Co1 N1 177.48(7) . 4_565 ?
O4 Co1 N1 86.88(5) . 4_565 ?
O3 Co1 N1 93.20(6) 4_575 4_565 ?
O2 Co1 N1 77.04(5) 4_565 4_565 ?
O5 Co1 O6 83.65(6) . . ?
O4 Co1 O6 173.30(5) . . ?
O3 Co1 O6 86.23(5) 4_575 . ?
O2 Co1 O6 82.95(5) 4_565 . ?
N1 Co1 O6 94.84(5) 4_565 . ?
C12 N1 C13 117.73(15) . . ?
C12 N1 Co1 127.53(12) . 4_566 ?
C13 N1 Co1 114.24(12) . 4_566 ?
C14 O2 Co1 116.80(12) . 4_566 ?
C1 O3 Co1 138.54(12) . 4_576 ?
C1 O4 Co1 136.91(12) . . ?
O4 C1 O3 126.22(16) . . ?
O4 C1 C2 115.31(15) . . ?
O3 C1 C2 118.23(15) . . ?
C3 C2 C7 118.68(16) . . ?
C3 C2 C1 117.81(15) . . ?
C7 C2 C1 123.18(15) . . ?
C4 C3 C2 121.60(17) . . ?
C3 C4 C5 119.69(17) . . ?
C3 C4 C8 121.37(17) . . ?
C5 C4 C8 118.94(17) . . ?
C6 C5 C4 119.72(17) . . ?
C5 C6 C7 121.42(17) . . ?
C6 C7 C2 118.77(16) . . ?
C6 C7 C9 115.46(16) . . ?
C2 C7 C9 125.53(16) . . ?
O8 C8 O7 123.78(18) . . ?
O8 C8 C4 120.39(18) . . ?
O7 C8 C4 115.83(17) . . ?
C11 C9 C10 117.39(16) . . ?
C11 C9 C7 120.29(16) . . ?
C10 C9 C7 121.33(16) . . ?
C13 C10 C9 119.13(17) . . ?
C12 C11 C9 119.76(17) . . ?
N1 C12 C11 122.74(17) . . ?
N1 C13 C10 122.94(17) . . ?
N1 C13 C14 114.46(15) . . ?
C10 C13 C14 122.48(16) . . ?
O1 C14 O2 124.91(18) . . ?
O1 C14 C13 118.64(17) . . ?
O2 C14 C13 116.46(16) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.19
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.283
_refine_diff_density_min         -0.356
_refine_diff_density_rms         0.062
####################################################################### 
# 
# 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_mo_161025a_0m
_database_code_depnum_ccdc_archive 'CCDC 1530044'
_audit_update_record             
;
2017-03-15 deposited with the CCDC.
2017-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H36 Co3 N2 O24'
_chemical_formula_weight         961.38

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'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   ?

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

_cell_length_a                   7.1966(5)
_cell_length_b                   10.3116(6)
_cell_length_c                   12.2101(8)
_cell_angle_alpha                102.745(2)
_cell_angle_beta                 101.788(2)
_cell_angle_gamma                92.055(2)
_cell_volume                     862.02(10)
_cell_formula_units_Z            1
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.852
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             491
_exptl_absorpt_coefficient_mu    1.531
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            37266
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_av_sigmaI/netI    0.0138
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.90
_diffrn_reflns_theta_max         28.41
_reflns_number_total             4319
_reflns_number_gt                3967
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0299P)²+0.5504P] 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         4319
_refine_ls_number_parameters     293
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0291
_refine_ls_R_factor_gt           0.0254
_refine_ls_wR_factor_ref         0.0629
_refine_ls_wR_factor_gt          0.0614
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_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
Co1 Co 0.0000 0.0000 1.0000 0.01592(7) Uani 1 2 d S . .
Co2 Co -0.5000 0.5000 0.5000 0.01580(7) Uani 1 2 d S . .
Co3 Co 0.0000 0.5000 1.0000 0.01680(7) Uani 1 2 d S . .
N1 N -0.31935(17) 0.35846(13) 0.55254(11) 0.0173(2) Uani 1 1 d . . .
O1 O 0.72699(18) -0.00686(15) 0.89859(10) 0.0346(3) Uani 1 1 d . . .
O2 O 0.75367(18) -0.08824(13) 0.71799(11) 0.0305(3) Uani 1 1 d . . .
O3 O 0.07809(19) -0.12723(13) 0.86330(10) 0.0270(3) Uani 1 1 d . . .
H3 H 0.0080 -0.1215 0.8028 0.040 Uiso 1 1 calc R . .
O4 O 0.0840(2) 0.18013(12) 0.95783(11) 0.0322(3) Uani 1 1 d . . .
O5 O 0.0625(2) 0.40472(13) 1.13506(11) 0.0295(3) Uani 1 1 d . . .
H5 H 0.0622 0.3242 1.1091 0.044 Uiso 1 1 calc R . .
O6 O 0.25969(18) 0.61915(14) 1.06422(12) 0.0293(3) Uani 1 1 d . . .
H6 H 0.3413 0.5753 1.0923 0.044 Uiso 1 1 calc R . .
O7 O 0.13389(16) 0.36059(11) 0.89470(9) 0.0204(2) Uani 1 1 d . . .
O8 O -0.68882(18) 0.35169(14) 0.38537(13) 0.0346(3) Uani 1 1 d . . .
H8 H -0.7964 0.3771 0.3767 0.052 Uiso 1 1 calc R . .
O9 O -0.31987(16) 0.48107(12) 0.38533(10) 0.0240(2) Uani 1 1 d . . .
O10 O -0.06297(16) 0.38833(13) 0.33995(10) 0.0267(3) Uani 1 1 d . . .
O11 O 0.4267(3) 0.7620(2) 0.89327(16) 0.0508(4) Uani 1 1 d . . .
O12 O 0.4262(2) 0.48375(15) 0.83128(12) 0.0330(3) Uani 1 1 d . . .
C1 C 0.6676(2) -0.02976(15) 0.79153(13) 0.0190(3) Uani 1 1 d . . .
C2 C 0.4787(2) 0.02247(14) 0.74948(13) 0.0165(3) Uani 1 1 d . . .
C3 C 0.4039(2) 0.00740(16) 0.63269(13) 0.0201(3) Uani 1 1 d . . .
H3A H 0.4624 -0.0440 0.5789 0.024 Uiso 1 1 calc R . .
C4 C 0.2421(2) 0.06885(15) 0.59607(13) 0.0195(3) Uani 1 1 d . . .
H4 H 0.1940 0.0587 0.5177 0.023 Uiso 1 1 calc R . .
C5 C 0.3830(2) 0.09279(15) 0.82819(12) 0.0179(3) Uani 1 1 d . . .
H5A H 0.4285 0.0983 0.9062 0.021 Uiso 1 1 calc R . .
C6 C 0.2203(2) 0.15542(14) 0.79321(12) 0.0154(3) Uani 1 1 d . . .
C7 C 0.1498(2) 0.14609(14) 0.67510(12) 0.0158(3) Uani 1 1 d . . .
C8 C -0.0170(2) 0.21566(14) 0.63112(12) 0.0156(3) Uiso 1 1 d . . .
C9 C -0.0215(2) 0.26951(15) 0.53518(13) 0.0179(3) Uani 1 1 d . . .
H9 H 0.0767 0.2579 0.4958 0.021 Uiso 1 1 calc R . .
C10 C -0.1730(2) 0.34011(14) 0.49913(12) 0.0161(3) Uani 1 1 d . . .
C11 C -0.1732(2) 0.23058(15) 0.68229(13) 0.0190(3) Uani 1 1 d . . .
H11 H -0.1790 0.1926 0.7440 0.023 Uiso 1 1 calc R . .
C12 C -0.3198(2) 0.30194(16) 0.64111(13) 0.0203(3) Uani 1 1 d . . .
H12 H -0.4230 0.3111 0.6765 0.024 Uiso 1 1 calc R . .
C13 C -0.1839(2) 0.40709(15) 0.39991(12) 0.0179(3) Uani 1 1 d . . .
C14 C 0.1374(2) 0.23678(15) 0.88822(12) 0.0169(3) Uani 1 1 d . . .
H18 H -0.676(4) 0.278(3) 0.359(2) 0.045(7) Uiso 1 1 d . . .
H16 H 0.175(4) -0.156(2) 0.857(2) 0.040(7) Uiso 1 1 d . . .
H23 H 0.389(4) 0.489(2) 0.760(2) 0.046(7) Uiso 1 1 d . . .
H17 H 0.019(4) 0.419(3) 1.189(2) 0.049(7) Uiso 1 1 d . . .
H22 H 0.339(4) 0.446(3) 0.848(2) 0.058(8) Uiso 1 1 d . . .
H19 H 0.444(4) 0.687(3) 0.875(3) 0.061(9) Uiso 1 1 d . . .
H21 H 0.296(4) 0.666(3) 1.031(3) 0.062(9) Uiso 1 1 d . . .
H20 H 0.535(6) 0.808(4) 0.898(3) 0.108(14) 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
Co1 O3 2.0720(12) 2_557 ?
Co1 O3 2.0720(12) . ?
Co1 O1 2.0871(12) 1_455 ?
Co1 O1 2.0871(12) 2_657 ?
Co1 O4 2.1329(12) . ?
Co1 O4 2.1329(12) 2_557 ?
Co2 O8 2.0673(13) . ?
Co2 O8 2.0673(13) 2_466 ?
Co2 O9 2.0780(11) . ?
Co2 O9 2.0780(11) 2_466 ?
Co2 N1 2.1072(12) 2_466 ?
Co2 N1 2.1072(12) . ?
Co3 O5 2.0810(12) 2_567 ?
Co3 O5 2.0810(12) . ?
Co3 O6 2.1045(13) 2_567 ?
Co3 O6 2.1045(13) . ?
Co3 O7 2.1067(10) . ?
Co3 O7 2.1067(10) 2_567 ?
N1 C12 1.3373(19) . ?
N1 C10 1.3458(19) . ?
O1 C1 1.255(2) . ?
O1 Co1 2.0871(12) 1_655 ?
O2 C1 1.2525(19) . ?
O4 C14 1.2440(18) . ?
O7 C14 1.2631(18) . ?
O9 C13 1.2702(18) . ?
O10 C13 1.2413(18) . ?
C1 C2 1.5136(19) . ?
C2 C5 1.387(2) . ?
C2 C3 1.389(2) . ?
C3 C4 1.386(2) . ?
C4 C7 1.403(2) . ?
C5 C6 1.393(2) . ?
C6 C7 1.4081(19) . ?
C6 C14 1.5150(19) . ?
C7 C8 1.4877(19) . ?
C8 C11 1.391(2) . ?
C8 C9 1.398(2) . ?
C9 C10 1.3835(19) . ?
C10 C13 1.512(2) . ?
C11 C12 1.382(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Co1 O3 180.0 2_557 . ?
O3 Co1 O1 90.69(5) 2_557 1_455 ?
O3 Co1 O1 89.31(5) . 1_455 ?
O3 Co1 O1 89.31(5) 2_557 2_657 ?
O3 Co1 O1 90.69(5) . 2_657 ?
O1 Co1 O1 180.0 1_455 2_657 ?
O3 Co1 O4 84.20(5) 2_557 . ?
O3 Co1 O4 95.80(5) . . ?
O1 Co1 O4 91.33(6) 1_455 . ?
O1 Co1 O4 88.67(6) 2_657 . ?
O3 Co1 O4 95.80(5) 2_557 2_557 ?
O3 Co1 O4 84.20(5) . 2_557 ?
O1 Co1 O4 88.67(6) 1_455 2_557 ?
O1 Co1 O4 91.33(6) 2_657 2_557 ?
O4 Co1 O4 180.00(3) . 2_557 ?
O8 Co2 O8 180.00(7) . 2_466 ?
O8 Co2 O9 89.90(5) . . ?
O8 Co2 O9 90.10(5) 2_466 . ?
O8 Co2 O9 90.10(5) . 2_466 ?
O8 Co2 O9 89.90(5) 2_466 2_466 ?
O9 Co2 O9 180.000(1) . 2_466 ?
O8 Co2 N1 88.47(5) . 2_466 ?
O8 Co2 N1 91.53(5) 2_466 2_466 ?
O9 Co2 N1 102.23(5) . 2_466 ?
O9 Co2 N1 77.77(5) 2_466 2_466 ?
O8 Co2 N1 91.53(5) . . ?
O8 Co2 N1 88.47(5) 2_466 . ?
O9 Co2 N1 77.77(5) . . ?
O9 Co2 N1 102.23(5) 2_466 . ?
N1 Co2 N1 180.00(7) 2_466 . ?
O5 Co3 O5 180.000(1) 2_567 . ?
O5 Co3 O6 90.07(6) 2_567 2_567 ?
O5 Co3 O6 89.93(6) . 2_567 ?
O5 Co3 O6 89.93(6) 2_567 . ?
O5 Co3 O6 90.07(6) . . ?
O6 Co3 O6 180.0 2_567 . ?
O5 Co3 O7 87.66(5) 2_567 . ?
O5 Co3 O7 92.34(5) . . ?
O6 Co3 O7 90.18(5) 2_567 . ?
O6 Co3 O7 89.82(5) . . ?
O5 Co3 O7 92.34(5) 2_567 2_567 ?
O5 Co3 O7 87.66(5) . 2_567 ?
O6 Co3 O7 89.82(5) 2_567 2_567 ?
O6 Co3 O7 90.18(5) . 2_567 ?
O7 Co3 O7 180.0 . 2_567 ?
C12 N1 C10 118.11(12) . . ?
C12 N1 Co2 127.39(10) . . ?
C10 N1 Co2 113.77(9) . . ?
C1 O1 Co1 131.61(11) . 1_655 ?
C14 O4 Co1 149.10(11) . . ?
C14 O7 Co3 128.09(10) . . ?
C13 O9 Co2 117.41(9) . . ?
O2 C1 O1 125.55(14) . . ?
O2 C1 C2 118.10(14) . . ?
O1 C1 C2 116.32(13) . . ?
C5 C2 C3 119.05(13) . . ?
C5 C2 C1 119.86(13) . . ?
C3 C2 C1 121.00(13) . . ?
C4 C3 C2 120.17(14) . . ?
C3 C4 C7 121.20(14) . . ?
C2 C5 C6 121.58(13) . . ?
C5 C6 C7 119.39(13) . . ?
C5 C6 C14 116.24(12) . . ?
C7 C6 C14 124.28(12) . . ?
C4 C7 C6 118.44(13) . . ?
C4 C7 C8 118.88(13) . . ?
C6 C7 C8 122.68(13) . . ?
C11 C8 C9 117.22(13) . . ?
C11 C8 C7 122.42(13) . . ?
C9 C8 C7 120.36(13) . . ?
C10 C9 C8 119.62(13) . . ?
N1 C10 C9 122.40(13) . . ?
N1 C10 C13 114.67(12) . . ?
C9 C10 C13 122.89(13) . . ?
C12 C11 C8 119.80(14) . . ?
N1 C12 C11 122.72(14) . . ?
O10 C13 O9 124.74(14) . . ?
O10 C13 C10 119.58(13) . . ?
O9 C13 C10 115.67(13) . . ?
O4 C14 O7 123.64(14) . . ?
O4 C14 C6 118.91(13) . . ?
O7 C14 C6 117.39(13) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        28.41
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.411
_refine_diff_density_min         -0.470
_refine_diff_density_rms         0.059
####################################################################### 
# 
# 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_exp_7279
_database_code_depnum_ccdc_archive 'CCDC 1530042'
_audit_update_record             
;
2017-03-15 deposited with the CCDC.
2017-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H7 N O6 Zn'
_chemical_formula_weight         350.58

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pca2(1)
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   15.7203(10)
_cell_length_b                   13.1516(9)
_cell_length_c                   6.1682(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1275.26(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    844
_cell_measurement_theta_min      8.3580
_cell_measurement_theta_max      70.6860

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.826
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             704
_exptl_absorpt_coefficient_mu    2.996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7956
_exptl_absorpt_correction_T_max  0.8177
_exptl_absorpt_process_details   databas

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Enhance (Cu) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Cu Kα'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            2635
_diffrn_reflns_av_R_equivalents  0.0434
_diffrn_reflns_av_sigmaI/netI    0.0704
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       3
_diffrn_reflns_theta_min         3.36
_diffrn_reflns_theta_max         67.24
_reflns_number_total             1513
_reflns_number_gt                1253
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0629P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.02(8)
_refine_ls_number_reflns         1513
_refine_ls_number_parameters     199
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0625
_refine_ls_R_factor_gt           0.0481
_refine_ls_wR_factor_ref         0.1318
_refine_ls_wR_factor_gt          0.1165
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.082
_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
Zn1 Zn 1.19609(5) 0.56455(6) 0.2594(2) 0.0186(3) Uani 1 1 d . . .
N1 N 1.1055(3) 0.4500(4) 0.2464(17) 0.0189(13) Uani 1 1 d . . .
O1 O 0.8459(4) -0.1698(4) 0.1461(14) 0.0416(18) Uani 1 1 d . . .
O2 O 0.7223(4) -0.0848(5) 0.1526(13) 0.0368(16) Uani 1 1 d . . .
O3 O 0.8620(3) 0.3589(4) 0.0057(10) 0.0270(15) Uani 1 1 d . . .
O4 O 0.7427(3) 0.3011(3) 0.1628(11) 0.0253(13) Uani 1 1 d . . .
O5 O 1.2003(3) 0.3621(4) -0.2385(14) 0.0353(14) Uani 1 1 d . . .
H5 H 1.1731 0.3091 -0.2306 0.053 Uiso 1 1 calc R . .
O6 O 1.2097(3) 0.5086(4) -0.0607(9) 0.0232(13) Uani 1 1 d . . .
C1 C 0.7988(5) -0.0846(7) 0.1530(17) 0.029(2) Uani 1 1 d . . .
C2 C 0.8527(5) 0.0087(6) 0.1616(15) 0.0237(18) Uani 1 1 d . . .
C3 C 0.9399(5) 0.0023(6) 0.1889(16) 0.029(2) Uani 1 1 d . . .
H3 H 0.9663 -0.0608 0.1973 0.035 Uiso 1 1 calc R . .
C4 C 0.9878(5) 0.0908(6) 0.2039(16) 0.031(3) Uani 1 1 d . . .
H4 H 1.0460 0.0865 0.2295 0.037 Uiso 1 1 calc R . .
C5 C 0.9501(5) 0.1853(6) 0.1814(14) 0.0217(17) Uani 1 1 d . . .
C6 C 0.8617(5) 0.1911(6) 0.1456(14) 0.0220(18) Uani 1 1 d . . .
C7 C 0.8140(5) 0.1033(6) 0.1412(15) 0.0262(19) Uani 1 1 d . . .
H7 H 0.7553 0.1073 0.1244 0.031 Uiso 1 1 calc R . .
C8 C 0.8193(5) 0.2921(6) 0.1013(14) 0.0222(18) Uani 1 1 d . . .
C9 C 1.0040(4) 0.2791(6) 0.2065(13) 0.0202(19) Uani 1 1 d . . .
C10 C 1.0671(5) 0.3004(6) 0.0510(14) 0.0245(19) Uani 1 1 d . . .
H10 H 1.0766 0.2568 -0.0653 0.029 Uiso 1 1 calc R . .
C11 C 1.1141(5) 0.3872(6) 0.0763(15) 0.0204(17) Uani 1 1 d . . .
C12 C 1.0478(5) 0.4276(6) 0.3985(15) 0.0250(19) Uani 1 1 d . . .
H12 H 1.0427 0.4704 0.5178 0.030 Uiso 1 1 calc R . .
C13 C 0.9958(5) 0.3436(6) 0.3851(15) 0.0261(19) Uani 1 1 d . . .
H13 H 0.9560 0.3301 0.4929 0.031 Uiso 1 1 calc R . .
C14 C 1.1800(5) 0.4182(6) -0.0900(14) 0.0212(18) 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
Zn1 O6 1.992(5) 4_755 ?
Zn1 O4 2.004(5) 3_565 ?
Zn1 O3 2.038(6) 2_765 ?
Zn1 N1 2.075(5) . ?
Zn1 O6 2.118(6) . ?
N1 C12 1.337(11) . ?
N1 C11 1.343(12) . ?
O1 C1 1.344(10) . ?
O2 C1 1.202(9) . ?
O3 C8 1.253(9) . ?
O3 Zn1 2.038(6) 2_764 ?
O4 C8 1.268(9) . ?
O4 Zn1 2.004(5) 3_465 ?
O5 C14 1.219(11) . ?
O6 C14 1.289(9) . ?
O6 Zn1 1.992(5) 4_754 ?
C1 C2 1.493(11) . ?
C2 C3 1.383(10) . ?
C2 C7 1.391(11) . ?
C3 C4 1.389(10) . ?
C4 C5 1.384(10) . ?
C5 C6 1.409(10) . ?
C5 C9 1.504(10) . ?
C6 C7 1.378(11) . ?
C6 C8 1.510(10) . ?
C9 C13 1.397(11) . ?
C9 C10 1.409(11) . ?
C10 C11 1.368(10) . ?
C11 C14 1.515(12) . ?
C12 C13 1.378(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O6 Zn1 O4 102.7(2) 4_755 3_565 ?
O6 Zn1 O3 95.8(2) 4_755 2_765 ?
O4 Zn1 O3 87.1(2) 3_565 2_765 ?
O6 Zn1 N1 105.3(3) 4_755 . ?
O4 Zn1 N1 151.6(3) 3_565 . ?
O3 Zn1 N1 94.6(3) 2_765 . ?
O6 Zn1 O6 108.41(18) 4_755 . ?
O4 Zn1 O6 89.6(2) 3_565 . ?
O3 Zn1 O6 155.7(2) 2_765 . ?
N1 Zn1 O6 77.3(3) . . ?
C12 N1 C11 118.7(6) . . ?
C12 N1 Zn1 126.7(7) . . ?
C11 N1 Zn1 114.1(6) . . ?
C8 O3 Zn1 117.2(5) . 2_764 ?
C8 O4 Zn1 121.3(5) . 3_465 ?
C14 O6 Zn1 122.1(5) . 4_754 ?
C14 O6 Zn1 114.5(5) . . ?
Zn1 O6 Zn1 117.8(3) 4_754 . ?
O2 C1 O1 123.3(8) . . ?
O2 C1 C2 124.7(8) . . ?
O1 C1 C2 111.9(7) . . ?
C3 C2 C7 119.9(7) . . ?
C3 C2 C1 121.2(7) . . ?
C7 C2 C1 118.9(7) . . ?
C2 C3 C4 119.6(7) . . ?
C5 C4 C3 120.9(7) . . ?
C4 C5 C6 119.2(7) . . ?
C4 C5 C9 119.0(7) . . ?
C6 C5 C9 121.8(7) . . ?
C7 C6 C5 119.6(7) . . ?
C7 C6 C8 119.6(7) . . ?
C5 C6 C8 120.8(7) . . ?
C6 C7 C2 120.7(7) . . ?
O3 C8 O4 125.7(7) . . ?
O3 C8 C6 117.8(7) . . ?
O4 C8 C6 116.5(7) . . ?
C13 C9 C10 118.8(7) . . ?
C13 C9 C5 121.8(7) . . ?
C10 C9 C5 119.3(7) . . ?
C11 C10 C9 117.9(8) . . ?
N1 C11 C10 123.3(8) . . ?
N1 C11 C14 115.6(7) . . ?
C10 C11 C14 121.1(8) . . ?
N1 C12 C13 122.5(8) . . ?
C12 C13 C9 118.7(8) . . ?
O5 C14 O6 124.6(8) . . ?
O5 C14 C11 121.7(7) . . ?
O6 C14 C11 113.7(7) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        67.24
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.483
_refine_diff_density_min         -0.604
_refine_diff_density_rms         0.117
####################################################################### 
# 
# 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_exp_7459
_database_code_depnum_ccdc_archive 'CCDC 1530041'
_audit_update_record             
;
2017-03-15 deposited with the CCDC.
2017-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H32 Mn3 N6 O14'
_chemical_formula_weight         1081.62

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn -0.5299 2.8052 '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                   9.6330(10)
_cell_length_b                   10.6019(9)
_cell_length_c                   11.2826(10)
_cell_angle_alpha                96.503(7)
_cell_angle_beta                 104.988(8)
_cell_angle_gamma                104.111(8)
_cell_volume                     1060.19(17)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1955
_cell_measurement_theta_min      4.1120
_cell_measurement_theta_max      71.0780

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.694
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             549.0
_exptl_absorpt_coefficient_mu    7.869
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6516
_diffrn_reflns_av_R_equivalents  0.0598
_diffrn_reflns_av_sigmaI/netI    0.1094
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.13
_diffrn_reflns_theta_max         67.25
_reflns_number_total             3784
_reflns_number_gt                2677
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0450P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   constr
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3784
_refine_ls_number_parameters     327
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0862
_refine_ls_R_factor_gt           0.0559
_refine_ls_wR_factor_ref         0.1405
_refine_ls_wR_factor_gt          0.1220
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_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
Mn1 Mn 0.0000 0.5000 0.0000 0.0178(3) Uani 1 2 d S . .
Mn2 Mn 0.13209(9) 0.43267(8) 0.30054(7) 0.0193(2) Uani 1 1 d . . .
N1 N 0.2942(5) 0.6340(4) 0.4145(4) 0.0244(10) Uani 1 1 d . . .
N2 N 0.9464(5) 1.1698(5) 0.5036(5) 0.0362(12) Uani 1 1 d . . .
N3 N -0.3696(7) 0.9695(5) -0.1483(5) 0.076(2) Uani 1 1 d . . .
O1 O 0.1610(5) 0.3778(4) 0.4786(3) 0.0281(9) Uani 1 1 d . . .
H1 H 0.1479 0.4345 0.5270 0.042 Uiso 1 1 calc R . .
O2 O -0.0155(3) 0.5339(3) 0.1933(3) 0.0197(7) Uani 1 1 d . . .
O3 O -0.1271(4) 0.4556(4) 0.3270(3) 0.0328(9) Uani 1 1 d . . .
O4 O -0.6817(4) 0.4414(4) 0.2273(3) 0.0306(9) Uani 1 1 d . . .
O5 O -0.7639(4) 0.5595(4) 0.0870(3) 0.0292(9) Uani 1 1 d . . .
O6 O 0.0140(4) 1.2346(3) 0.2069(3) 0.0288(9) Uani 1 1 d . . .
O7 O -0.0213(4) 1.2977(3) 0.0218(3) 0.0293(9) Uani 1 1 d . . .
C1 C -0.0456(5) 1.2152(5) 0.0910(5) 0.0214(11) Uani 1 1 d . . .
C2 C -0.1621(6) 1.0855(5) 0.0286(5) 0.0249(12) Uani 1 1 d . . .
C3 C -0.2567(8) 1.0751(6) -0.0883(6) 0.053(2) Uani 1 1 d . . .
H3 H -0.2404 1.1472 -0.1281 0.063 Uiso 1 1 calc R . .
C4 C -0.1849(6) 0.9769(5) 0.0864(4) 0.0224(11) Uani 1 1 d . . .
H4 H -0.1225 0.9802 0.1656 0.027 Uiso 1 1 calc R . .
C5 C -0.3896(7) 0.8646(6) -0.0910(6) 0.052(2) Uani 1 1 d . . .
H5 H -0.4673 0.7889 -0.1329 0.063 Uiso 1 1 calc R . .
C6 C -0.3011(6) 0.8631(5) 0.0263(5) 0.0218(11) Uani 1 1 d . . .
C7 C -0.3328(5) 0.7440(5) 0.0847(4) 0.0187(10) Uani 1 1 d . . .
C8 C -0.4753(5) 0.6867(5) 0.0906(4) 0.0197(11) Uani 1 1 d . . .
H8 H -0.5530 0.7212 0.0552 0.024 Uiso 1 1 calc R . .
C9 C -0.5049(5) 0.5784(5) 0.1485(4) 0.0192(10) Uani 1 1 d . . .
C10 C -0.6627(5) 0.5210(5) 0.1546(4) 0.0217(11) Uani 1 1 d . . .
C11 C -0.3893(5) 0.5268(4) 0.2004(4) 0.0170(10) Uani 1 1 d . . .
H11 H -0.4073 0.4563 0.2418 0.020 Uiso 1 1 calc R . .
C12 C -0.2466(5) 0.5796(4) 0.1911(4) 0.0151(10) Uani 1 1 d . . .
C13 C -0.2181(5) 0.6881(4) 0.1338(4) 0.0171(10) Uani 1 1 d . . .
H13 H -0.1224 0.7239 0.1279 0.021 Uiso 1 1 calc R . .
C14 C -0.1241(5) 0.5184(5) 0.2410(4) 0.0183(10) Uani 1 1 d . . .
C15 C 0.2973(6) 0.7352(5) 0.3535(5) 0.0287(12) Uani 1 1 d . . .
H15 H 0.2091 0.7349 0.2952 0.034 Uiso 1 1 calc R . .
C16 C 0.4231(6) 0.8404(5) 0.3713(5) 0.0303(13) Uani 1 1 d . . .
H16 H 0.4183 0.9075 0.3253 0.036 Uiso 1 1 calc R . .
C17 C 0.5573(6) 0.8447(5) 0.4590(4) 0.0242(11) Uani 1 1 d . . .
C18 C 0.5547(6) 0.7443(5) 0.5276(5) 0.0294(13) Uani 1 1 d . . .
H18 H 0.6398 0.7451 0.5900 0.035 Uiso 1 1 calc R . .
C19 C 0.4234(6) 0.6427(5) 0.5019(5) 0.0313(13) Uani 1 1 d . . .
H19 H 0.4245 0.5756 0.5483 0.038 Uiso 1 1 calc R . .
C20 C 0.6941(6) 0.9550(5) 0.4745(5) 0.0277(12) Uani 1 1 d . . .
C21 C 0.8204(6) 0.9842(5) 0.5783(5) 0.0327(13) Uani 1 1 d . . .
H21 H 0.8234 0.9331 0.6402 0.039 Uiso 1 1 calc R . .
C22 C 0.6986(6) 1.0355(6) 0.3848(5) 0.0361(14) Uani 1 1 d . . .
H22 H 0.6177 1.0190 0.3133 0.043 Uiso 1 1 calc R . .
C23 C 0.8264(7) 1.1411(6) 0.4045(5) 0.0386(15) Uani 1 1 d . . .
H23 H 0.8275 1.1945 0.3445 0.046 Uiso 1 1 calc R . .
C24 C 0.9407(6) 1.0906(6) 0.5872(5) 0.0363(14) Uani 1 1 d . . .
H24 H 1.0242 1.1086 0.6568 0.044 Uiso 1 1 calc R . .
H25 H 0.099(6) 0.312(5) 0.482(5) 0.035(18) 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
Mn1 O5 2.130(3) 2_465 ?
Mn1 O5 2.130(3) 1_655 ?
Mn1 O7 2.152(3) 2_575 ?
Mn1 O7 2.152(3) 1_545 ?
Mn1 O2 2.219(3) . ?
Mn1 O2 2.219(3) 2_565 ?
Mn2 O1 2.122(3) . ?
Mn2 O6 2.128(3) 1_545 ?
Mn2 O4 2.147(3) 1_655 ?
Mn2 O2 2.188(3) . ?
Mn2 N1 2.316(4) . ?
N1 C15 1.337(6) . ?
N1 C19 1.349(6) . ?
N2 C23 1.328(7) . ?
N2 C24 1.335(7) . ?
N3 C3 1.323(7) . ?
N3 C5 1.346(6) . ?
O2 C14 1.280(5) . ?
O3 C14 1.241(5) . ?
O4 C10 1.256(5) . ?
O4 Mn2 2.147(3) 1_455 ?
O5 C10 1.257(6) . ?
O5 Mn1 2.130(3) 1_455 ?
O6 C1 1.254(6) . ?
O6 Mn2 2.128(3) 1_565 ?
O7 C1 1.257(5) . ?
O7 Mn1 2.152(3) 1_565 ?
C1 C2 1.505(7) . ?
C2 C3 1.371(7) . ?
C2 C4 1.385(6) . ?
C4 C6 1.390(7) . ?
C5 C6 1.381(7) . ?
C6 C7 1.492(6) . ?
C7 C8 1.381(6) . ?
C7 C13 1.398(6) . ?
C8 C9 1.390(6) . ?
C9 C11 1.384(6) . ?
C9 C10 1.516(6) . ?
C11 C12 1.388(6) . ?
C12 C13 1.387(6) . ?
C12 C14 1.497(6) . ?
C15 C16 1.384(7) . ?
C16 C17 1.397(7) . ?
C17 C18 1.384(7) . ?
C17 C20 1.489(7) . ?
C18 C19 1.386(7) . ?
C20 C21 1.395(7) . ?
C20 C22 1.398(7) . ?
C21 C24 1.379(7) . ?
C22 C23 1.396(7) . ?

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 Mn1 O5 180.0 2_465 1_655 ?
O5 Mn1 O7 92.89(14) 2_465 2_575 ?
O5 Mn1 O7 87.11(14) 1_655 2_575 ?
O5 Mn1 O7 87.11(14) 2_465 1_545 ?
O5 Mn1 O7 92.89(14) 1_655 1_545 ?
O7 Mn1 O7 180.0 2_575 1_545 ?
O5 Mn1 O2 94.99(13) 2_465 . ?
O5 Mn1 O2 85.01(13) 1_655 . ?
O7 Mn1 O2 94.57(13) 2_575 . ?
O7 Mn1 O2 85.43(13) 1_545 . ?
O5 Mn1 O2 85.01(13) 2_465 2_565 ?
O5 Mn1 O2 94.99(13) 1_655 2_565 ?
O7 Mn1 O2 85.43(13) 2_575 2_565 ?
O7 Mn1 O2 94.57(13) 1_545 2_565 ?
O2 Mn1 O2 180.00(3) . 2_565 ?
O1 Mn2 O6 92.06(14) . 1_545 ?
O1 Mn2 O4 114.84(15) . 1_655 ?
O6 Mn2 O4 94.47(14) 1_545 1_655 ?
O1 Mn2 O2 133.95(14) . . ?
O6 Mn2 O2 98.54(13) 1_545 . ?
O4 Mn2 O2 108.84(13) 1_655 . ?
O1 Mn2 N1 83.59(15) . . ?
O6 Mn2 N1 170.36(15) 1_545 . ?
O4 Mn2 N1 79.68(15) 1_655 . ?
O2 Mn2 N1 90.64(13) . . ?
C15 N1 C19 115.2(4) . . ?
C15 N1 Mn2 114.9(3) . . ?
C19 N1 Mn2 122.1(3) . . ?
C23 N2 C24 116.3(5) . . ?
C3 N3 C5 117.2(5) . . ?
C14 O2 Mn2 103.6(3) . . ?
C14 O2 Mn1 134.3(3) . . ?
Mn2 O2 Mn1 106.00(13) . . ?
C10 O4 Mn2 116.9(3) . 1_455 ?
C10 O5 Mn1 140.9(3) . 1_455 ?
C1 O6 Mn2 117.7(3) . 1_565 ?
C1 O7 Mn1 145.1(3) . 1_565 ?
O6 C1 O7 125.5(5) . . ?
O6 C1 C2 118.3(4) . . ?
O7 C1 C2 116.1(4) . . ?
C3 C2 C4 117.6(5) . . ?
C3 C2 C1 119.1(5) . . ?
C4 C2 C1 123.1(5) . . ?
N3 C3 C2 124.3(5) . . ?
C2 C4 C6 120.0(5) . . ?
N3 C5 C6 123.6(5) . . ?
C5 C6 C4 117.1(4) . . ?
C5 C6 C7 120.4(5) . . ?
C4 C6 C7 122.5(4) . . ?
C8 C7 C13 118.9(4) . . ?
C8 C7 C6 120.9(4) . . ?
C13 C7 C6 120.2(4) . . ?
C7 C8 C9 121.3(4) . . ?
C11 C9 C8 119.2(4) . . ?
C11 C9 C10 121.7(4) . . ?
C8 C9 C10 119.1(4) . . ?
O4 C10 O5 125.4(5) . . ?
O4 C10 C9 118.1(4) . . ?
O5 C10 C9 116.5(4) . . ?
C9 C11 C12 120.4(4) . . ?
C13 C12 C11 119.8(4) . . ?
C13 C12 C14 120.0(4) . . ?
C11 C12 C14 120.2(4) . . ?
C12 C13 C7 120.3(4) . . ?
O3 C14 O2 120.9(4) . . ?
O3 C14 C12 120.9(4) . . ?
O2 C14 C12 118.2(4) . . ?
N1 C15 C16 124.4(5) . . ?
C15 C16 C17 119.3(5) . . ?
C18 C17 C16 117.2(5) . . ?
C18 C17 C20 123.5(5) . . ?
C16 C17 C20 119.3(5) . . ?
C17 C18 C19 119.0(5) . . ?
N1 C19 C18 124.7(5) . . ?
C21 C20 C22 117.4(5) . . ?
C21 C20 C17 122.2(5) . . ?
C22 C20 C17 120.3(5) . . ?
C24 C21 C20 118.5(5) . . ?
C23 C22 C20 118.9(5) . . ?
N2 C23 C22 123.9(5) . . ?
N2 C24 C21 125.0(5) . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        67.25
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.596
_refine_diff_density_min         -0.572
_refine_diff_density_rms         0.097
