# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1415282'
_audit_update_record             
;
2015-07-25 deposited with the CCDC.
2016-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H21 N Ni2 O10, C4 H9 N O'
_chemical_formula_sum            'C30 H30 N2 Ni2 O11'
_chemical_formula_weight         711.98

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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   12.457(3)
_cell_length_b                   14.238(3)
_cell_length_c                   15.625(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.050(4)
_cell_angle_gamma                90
_cell_volume                     2744.0(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4179
_cell_measurement_theta_min      2.13
_cell_measurement_theta_max      25.77

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.723
_exptl_crystal_F_000             1472
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    1.443
_shelx_estimated_absorpt_T_min   0.688
_shelx_estimated_absorpt_T_max   0.742
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.69
_exptl_absorpt_correction_T_max  0.74
_exptl_absorpt_process_details   'SADABS; Bruker, 2008'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Smart Apex CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20674
_diffrn_reflns_av_unetI/netI     0.0362
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.185
_diffrn_reflns_theta_max         26.996
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5973
_reflns_number_gt                4199
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'SMART (Bruker, 2008)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2008)'
_computing_structure_solution    'SHELXTL (Bruker, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.05P)²+1.88P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5973
_refine_ls_number_parameters     415
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0818
_refine_ls_R_factor_gt           0.0572
_refine_ls_wR_factor_ref         0.1141
_refine_ls_wR_factor_gt          0.1102
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2945(2) 0.1423(2) 0.1084(2) 0.0387(7) Uani 1 1 d . . . . .
C2 C 0.3300(2) 0.0835(2) 0.17554(18) 0.0356(7) Uani 1 1 d . . . . .
H2 H 0.2798 0.0423 0.1967 0.043 Uiso 1 1 calc R U . . .
C3 C 0.4396(2) 0.0825(2) 0.21416(19) 0.0376(7) Uani 1 1 d . . . . .
H3 H 0.4631 0.0423 0.2617 0.045 Uiso 1 1 calc R U . . .
C4 C 0.5114(2) 0.1413(2) 0.18102(19) 0.0367(7) Uani 1 1 d . . . . .
C5 C 0.4771(2) 0.2015(2) 0.11587(18) 0.0374(7) Uani 1 1 d . . . . .
H5 H 0.5283 0.2403 0.0930 0.045 Uiso 1 1 calc R U . . .
C6 C 0.3681(2) 0.2073(2) 0.08210(19) 0.0398(7) Uani 1 1 d . . . . .
H6 H 0.3435 0.2549 0.0415 0.048 Uiso 1 1 calc R U . . .
C7 C 0.6284(2) 0.1322(2) 0.21707(19) 0.0372(7) Uani 1 1 d . . . . .
C8 C 0.6665(2) 0.1261(2) 0.30468(18) 0.0315(6) Uani 1 1 d . . . . .
C9 C 0.7769(2) 0.1171(2) 0.3306(2) 0.0335(7) Uani 1 1 d . . . . .
H9 H 0.8019 0.1101 0.3905 0.040 Uiso 1 1 calc R U . . .
C10 C 0.8539(2) 0.1179(2) 0.27276(19) 0.0356(7) Uani 1 1 d . . . . .
C11 C 0.8166(2) 0.1256(2) 0.18604(18) 0.0326(6) Uani 1 1 d . . . . .
C12 C 0.7032(2) 0.1317(2) 0.15771(19) 0.0353(7) Uani 1 1 d . . . . .
H12 H 0.6776 0.1353 0.0976 0.042 Uiso 1 1 calc R U . . .
C13 C 0.9711(2) 0.1109(2) 0.30879(18) 0.0330(7) Uani 1 1 d . . . . .
C14 C 1.0067(2) 0.0507(2) 0.37657(18) 0.0355(7) Uani 1 1 d . . . . .
H14 H 0.9567 0.0107 0.3995 0.043 Uiso 1 1 calc R U . . .
C15 C 1.1157(2) 0.0490(2) 0.41083(19) 0.0365(7) Uani 1 1 d . . . . .
H15 H 1.1401 0.0074 0.4570 0.044 Uiso 1 1 calc R U . . .
C16 C 1.1890(2) 0.1073(2) 0.3783(2) 0.0351(7) Uani 1 1 d . . . . .
C17 C 1.1536(2) 0.1677(2) 0.30999(17) 0.0336(6) Uani 1 1 d . . . . .
H17 H 1.2036 0.2078 0.2873 0.040 Uiso 1 1 calc R U . . .
C18 C 1.0447(2) 0.1689(2) 0.27516(19) 0.0370(7) Uani 1 1 d . . . . .
H18 H 1.0204 0.2094 0.2282 0.044 Uiso 1 1 calc R U . . .
C19 C 0.1782(2) 0.1394(2) 0.06573(18) 0.0322(7) Uani 1 1 d . . . . .
C20 C 0.5944(2) 0.1278(2) 0.3740(2) 0.0356(7) Uani 1 1 d . . . . .
C21 C 1.3045(2) 0.1164(2) 0.42027(19) 0.0354(7) Uani 1 1 d . . . . .
C22 C 0.8869(2) 0.1248(2) 0.11523(18) 0.0343(7) Uani 1 1 d . . . . .
C23 C -0.0376(3) 0.1295(2) -0.2184(2) 0.0475(8) Uani 1 1 d . . . . .
H23C H -0.0831 0.1273 -0.2749 0.071 Uiso 1 1 calc R U . . .
H23A H 0.0112 0.0752 -0.2125 0.071 Uiso 1 1 calc R U . . .
H23B H 0.0052 0.1875 -0.2139 0.071 Uiso 1 1 calc R U . . .
C24 C -0.1082(3) 0.1273(3) -0.1482(2) 0.0501(9) Uani 1 1 d . . . . .
C25 C -0.2881(3) 0.1227(2) -0.1037(2) 0.0470(8) Uani 1 1 d . . . . .
H25A H -0.2405 0.1197 -0.0482 0.070 Uiso 1 1 calc R U . . .
H25B H -0.3362 0.0679 -0.1094 0.070 Uiso 1 1 calc R U . . .
H25C H -0.3317 0.1801 -0.1062 0.070 Uiso 1 1 calc R U . . .
C26 C -0.2638(2) 0.1202(2) -0.2755(2) 0.0451(8) Uani 1 1 d . . . . .
H26B H -0.2342 0.1731 -0.3048 0.068 Uiso 1 1 calc R U . . .
H26C H -0.3431 0.1247 -0.2829 0.068 Uiso 1 1 calc R U . . .
H26A H -0.2426 0.0611 -0.3004 0.068 Uiso 1 1 calc R U . . .
C27 C 0.7571(3) 0.3780(2) 0.1577(2) 0.0453(8) Uani 1 1 d . . . . .
H27A H 0.7484 0.3139 0.1350 0.068 Uiso 1 1 calc R U . . .
H27B H 0.7703 0.4209 0.1113 0.068 Uiso 1 1 calc R U . . .
H27C H 0.6911 0.3971 0.1805 0.068 Uiso 1 1 calc R U . . .
C28 C 0.8537(3) 0.3815(2) 0.2304(2) 0.0449(8) Uani 1 1 d . . . . .
C29 C 0.7337(3) 0.3823(2) 0.3593(2) 0.0496(9) Uani 1 1 d . . . . .
H29A H 0.7556 0.3848 0.4220 0.074 Uiso 1 1 calc R U . . .
H29B H 0.6919 0.3248 0.3443 0.074 Uiso 1 1 calc R U . . .
H29C H 0.6889 0.4372 0.3407 0.074 Uiso 1 1 calc R U . . .
C30 C 0.9389(3) 0.3826(2) 0.3749(2) 0.0452(8) Uani 1 1 d . . . . .
H30A H 0.9507 0.4446 0.4018 0.068 Uiso 1 1 calc R U . . .
H30B H 0.9983 0.3684 0.3419 0.068 Uiso 1 1 calc R U . . .
H30C H 0.9368 0.3350 0.4199 0.068 Uiso 1 1 calc R U . . .
N1 N -0.2190(2) 0.12301(19) -0.17784(18) 0.0484(7) Uani 1 1 d . . . . .
N2 N 0.8325(2) 0.38230(18) 0.31479(17) 0.0435(7) Uani 1 1 d . . . . .
Ni1 Ni 0.0000 0.0000 0.0000 0.03363(15) Uani 1 2 d S . P . .
Ni2 Ni -0.01582(3) 0.25094(3) -0.01061(2) 0.03298(12) Uani 1 1 d . . . . .
Ni3 Ni 0.0000 0.5000 0.0000 0.03339(15) Uani 1 2 d S . P . .
O1 O 0.13458(14) 0.21519(15) 0.04424(12) 0.0339(4) Uani 1 1 d . . . . .
O2 O 0.13794(14) 0.06192(15) 0.05772(12) 0.0340(5) Uani 1 1 d . . . . .
O3 O 0.55140(14) 0.20206(15) 0.38595(12) 0.0347(5) Uani 1 1 d . . . . .
O4 O 0.58864(15) 0.05328(15) 0.41323(12) 0.0380(5) Uani 1 1 d . . . . .
O5 O 1.35269(14) 0.03779(15) 0.43276(12) 0.0382(5) Uani 1 1 d . . . . .
O6 O 1.34096(14) 0.19514(15) 0.43466(12) 0.0358(5) Uani 1 1 d . . . . .
O7 O 0.92033(15) 0.04509(15) 0.09577(12) 0.0358(5) Uani 1 1 d . . . . .
O8 O 0.90614(14) 0.20020(15) 0.08439(12) 0.0352(5) Uani 1 1 d . . . . .
O9 O -0.05197(16) 0.12069(15) -0.07378(14) 0.0406(5) Uani 1 1 d . . . . .
O10 O 0.01679(16) 0.37338(14) 0.06814(13) 0.0378(5) Uani 1 1 d . . . . .
H10X H -0.0325 0.3740 0.1118 0.045 Uiso 1 1 d R U . . .
H10Y H 0.0912 0.3561 0.0918 0.045 Uiso 1 1 d R U . . .
O11 O 0.94845(16) 0.37832(14) 0.21376(13) 0.0388(5) 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 C2 1.367(4) . ?
C1 C6 1.403(4) . ?
C1 C19 1.508(4) . ?
C2 C3 1.414(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.378(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.353(4) . ?
C4 C7 1.493(4) . ?
C5 C6 1.389(4) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.388(4) . ?
C7 C12 1.404(4) . ?
C8 C9 1.383(4) . ?
C8 C20 1.502(4) . ?
C9 C10 1.407(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.374(4) . ?
C10 C13 1.493(4) . ?
C11 C12 1.422(4) . ?
C11 C22 1.504(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.387(4) . ?
C13 C18 1.389(4) . ?
C14 C15 1.388(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.384(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.393(4) . ?
C16 C21 1.500(4) . ?
C17 C18 1.389(4) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 O2 1.211(3) . ?
C19 O1 1.234(3) . ?
C20 O3 1.211(4) . ?
C20 O4 1.233(3) . ?
C21 O6 1.219(3) . ?
C21 O5 1.272(4) . ?
C22 O8 1.215(4) . ?
C22 O7 1.261(3) . ?
C23 C24 1.499(5) . ?
C23 H23C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C24 O9 1.274(4) . ?
C24 N1 1.395(4) . ?
C25 N1 1.537(4) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 N1 1.550(4) . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C26 H26A 0.9800 . ?
C27 C28 1.534(4) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 O11 1.245(4) . ?
C28 N2 1.381(4) . ?
C29 N2 1.496(4) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 N2 1.514(4) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
Ni1 O7 2.0130(19) 3_655 ?
Ni1 O7 2.0130(19) 1_455 ?
Ni1 O2 2.0272(19) . ?
Ni1 O2 2.0272(19) 3 ?
Ni1 O9 2.119(2) . ?
Ni1 O9 2.119(2) 3 ?
Ni2 O1 2.0135(19) . ?
Ni2 O8 2.0185(19) 1_455 ?
Ni2 O6 2.0190(18) 4_465 ?
Ni2 O3 2.0348(19) 4_565 ?
Ni2 O9 2.119(2) . ?
Ni2 O10 2.140(2) . ?
Ni3 O4 2.0130(19) 4_565 ?
Ni3 O4 2.0130(19) 2 ?
Ni3 O5 2.0545(17) 4_465 ?
Ni3 O5 2.0545(17) 2_655 ?
Ni3 O10 2.089(2) 3_565 ?
Ni3 O10 2.089(2) . ?
O3 Ni2 2.0347(19) 4_666 ?
O4 Ni3 2.0131(19) 2_545 ?
O5 Ni3 2.0545(17) 2_645 ?
O6 Ni2 2.0190(18) 4_766 ?
O7 Ni1 2.0131(19) 1_655 ?
O8 Ni2 2.0185(19) 1_655 ?
O10 H10X 0.9800 . ?
O10 H10Y 0.9801 . ?

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
C2 C1 C6 118.3(3) . . ?
C2 C1 C19 120.6(3) . . ?
C6 C1 C19 121.0(3) . . ?
C1 C2 C3 121.5(3) . . ?
C1 C2 H2 119.3 . . ?
C3 C2 H2 119.3 . . ?
C4 C3 C2 118.2(3) . . ?
C4 C3 H3 120.9 . . ?
C2 C3 H3 120.9 . . ?
C5 C4 C3 121.0(3) . . ?
C5 C4 C7 121.8(3) . . ?
C3 C4 C7 117.1(3) . . ?
C4 C5 C6 120.8(3) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C5 C6 C1 119.6(3) . . ?
C5 C6 H6 120.2 . . ?
C1 C6 H6 120.2 . . ?
C8 C7 C12 118.9(3) . . ?
C8 C7 C4 124.0(3) . . ?
C12 C7 C4 117.0(3) . . ?
C9 C8 C7 118.9(3) . . ?
C9 C8 C20 117.5(3) . . ?
C7 C8 C20 123.6(3) . . ?
C8 C9 C10 123.4(3) . . ?
C8 C9 H9 118.3 . . ?
C10 C9 H9 118.3 . . ?
C11 C10 C9 117.8(3) . . ?
C11 C10 C13 123.7(3) . . ?
C9 C10 C13 118.5(2) . . ?
C10 C11 C12 119.7(3) . . ?
C10 C11 C22 125.0(3) . . ?
C12 C11 C22 115.2(2) . . ?
C7 C12 C11 121.1(3) . . ?
C7 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
C14 C13 C18 119.9(2) . . ?
C14 C13 C10 121.4(3) . . ?
C18 C13 C10 118.7(3) . . ?
C13 C14 C15 119.8(3) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C16 C15 C14 120.5(3) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
C15 C16 C17 119.8(2) . . ?
C15 C16 C21 122.2(3) . . ?
C17 C16 C21 117.6(3) . . ?
C18 C17 C16 119.7(3) . . ?
C18 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
C17 C18 C13 120.3(3) . . ?
C17 C18 H18 119.9 . . ?
C13 C18 H18 119.9 . . ?
O2 C19 O1 127.5(3) . . ?
O2 C19 C1 115.4(3) . . ?
O1 C19 C1 117.1(3) . . ?
O3 C20 O4 128.1(3) . . ?
O3 C20 C8 116.6(3) . . ?
O4 C20 C8 115.2(3) . . ?
O6 C21 O5 128.7(3) . . ?
O6 C21 C16 118.0(3) . . ?
O5 C21 C16 113.2(2) . . ?
O8 C22 O7 127.6(3) . . ?
O8 C22 C11 116.9(3) . . ?
O7 C22 C11 115.5(3) . . ?
C24 C23 H23C 109.5 . . ?
C24 C23 H23A 109.5 . . ?
H23C C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
H23C C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O9 C24 N1 133.8(3) . . ?
O9 C24 C23 111.5(3) . . ?
N1 C24 C23 114.4(3) . . ?
N1 C25 H25A 109.5 . . ?
N1 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N1 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N1 C26 H26B 109.5 . . ?
N1 C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N1 C26 H26A 109.5 . . ?
H26B C26 H26A 109.5 . . ?
H26C C26 H26A 109.5 . . ?
C28 C27 H27A 109.5 . . ?
C28 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C28 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O11 C28 N2 120.9(3) . . ?
O11 C28 C27 120.8(3) . . ?
N2 C28 C27 118.2(3) . . ?
N2 C29 H29A 109.5 . . ?
N2 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
N2 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N2 C30 H30A 109.5 . . ?
N2 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
N2 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C24 N1 C25 112.5(3) . . ?
C24 N1 C26 122.1(3) . . ?
C25 N1 C26 125.4(3) . . ?
C28 N2 C29 136.4(3) . . ?
C28 N2 C30 108.9(2) . . ?
C29 N2 C30 114.7(3) . . ?
O7 Ni1 O7 180.00(15) 3_655 1_455 ?
O7 Ni1 O2 89.65(8) 3_655 . ?
O7 Ni1 O2 90.35(8) 1_455 . ?
O7 Ni1 O2 90.35(8) 3_655 3 ?
O7 Ni1 O2 89.65(8) 1_455 3 ?
O2 Ni1 O2 180.0 . 3 ?
O7 Ni1 O9 89.95(8) 3_655 . ?
O7 Ni1 O9 90.05(8) 1_455 . ?
O2 Ni1 O9 93.71(8) . . ?
O2 Ni1 O9 86.29(8) 3 . ?
O7 Ni1 O9 90.05(8) 3_655 3 ?
O7 Ni1 O9 89.95(8) 1_455 3 ?
O2 Ni1 O9 86.29(8) . 3 ?
O2 Ni1 O9 93.70(8) 3 3 ?
O9 Ni1 O9 180.0 . 3 ?
O1 Ni2 O8 96.42(8) . 1_455 ?
O1 Ni2 O6 172.22(8) . 4_465 ?
O8 Ni2 O6 87.68(8) 1_455 4_465 ?
O1 Ni2 O3 87.67(8) . 4_565 ?
O8 Ni2 O3 174.85(7) 1_455 4_565 ?
O6 Ni2 O3 88.63(8) 4_465 4_565 ?
O1 Ni2 O9 95.82(8) . . ?
O8 Ni2 O9 86.36(8) 1_455 . ?
O6 Ni2 O9 91.03(8) 4_465 . ?
O3 Ni2 O9 90.12(8) 4_565 . ?
O1 Ni2 O10 82.57(8) . . ?
O8 Ni2 O10 86.61(8) 1_455 . ?
O6 Ni2 O10 91.09(8) 4_465 . ?
O3 Ni2 O10 97.05(8) 4_565 . ?
O9 Ni2 O10 172.57(8) . . ?
O4 Ni3 O4 180.0 4_565 2 ?
O4 Ni3 O5 95.27(8) 4_565 4_465 ?
O4 Ni3 O5 84.73(8) 2 4_465 ?
O4 Ni3 O5 84.73(8) 4_565 2_655 ?
O4 Ni3 O5 95.27(8) 2 2_655 ?
O5 Ni3 O5 180.00(15) 4_465 2_655 ?
O4 Ni3 O10 90.41(8) 4_565 3_565 ?
O4 Ni3 O10 89.59(8) 2 3_565 ?
O5 Ni3 O10 86.95(8) 4_465 3_565 ?
O5 Ni3 O10 93.05(8) 2_655 3_565 ?
O4 Ni3 O10 89.59(8) 4_565 . ?
O4 Ni3 O10 90.41(8) 2 . ?
O5 Ni3 O10 93.05(8) 4_465 . ?
O5 Ni3 O10 86.95(8) 2_655 . ?
O10 Ni3 O10 180.0 3_565 . ?
C19 O1 Ni2 133.25(18) . . ?
C19 O2 Ni1 139.05(18) . . ?
C20 O3 Ni2 130.50(19) . 4_666 ?
C20 O4 Ni3 137.28(19) . 2_545 ?
C21 O5 Ni3 132.63(18) . 2_645 ?
C21 O6 Ni2 135.4(2) . 4_766 ?
C22 O7 Ni1 132.88(19) . 1_655 ?
C22 O8 Ni2 138.6(2) . 1_655 ?
C24 O9 Ni2 114.5(2) . . ?
C24 O9 Ni1 130.0(2) . . ?
Ni2 O9 Ni1 115.30(9) . . ?
Ni3 O10 Ni2 114.37(9) . . ?
Ni3 O10 H10X 108.6 . . ?
Ni2 O10 H10X 108.7 . . ?
Ni3 O10 H10Y 115.5 . . ?
Ni2 O10 H10Y 96.1 . . ?
H10X O10 H10Y 113.1 . . ?

_refine_diff_density_max         0.386
_refine_diff_density_min         -0.371
_refine_diff_density_rms         0.084

_shelxl_version_number           2013-2

####################################################################### 
# 
# 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_7
_database_code_depnum_ccdc_archive 'CCDC 1415283'
_audit_update_record             
;
2016-04-19 deposited with the CCDC.
2016-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H30 Co2 N2 O11'
_chemical_formula_weight         712.42

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)/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                   12.5448(11)
_cell_length_b                   14.5678(11)
_cell_length_c                   15.7871(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.1080(10)
_cell_angle_gamma                90.00
_cell_volume                     2856.3(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2101
_cell_measurement_theta_min      2.1
_cell_measurement_theta_max      20.6

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.657
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1464
_exptl_absorpt_coefficient_mu    1.230
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8665
_exptl_absorpt_correction_T_max  0.8869
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_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  'Bruker Smart Aepex CCD'
_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            17987
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_sigmaI/netI    0.0324
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.15
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5014
_reflns_number_gt                3593
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    SHELXTL
_computing_publication_material  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)+(0.0570P)²+9.7827P] 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_number_reflns         5014
_refine_ls_number_parameters     428
_refine_ls_number_restraints     186
_refine_ls_R_factor_all          0.0714
_refine_ls_R_factor_gt           0.0508
_refine_ls_wR_factor_ref         0.1445
_refine_ls_wR_factor_gt          0.1276
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.086
_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
C1 C 0.2945(3) 0.1498(3) 0.1082(3) 0.0219(9) Uani 1 1 d U . .
C2 C 0.3290(3) 0.0912(3) 0.1743(3) 0.0250(10) Uani 1 1 d U . .
H2 H 0.2798 0.0523 0.1948 0.030 Uiso 1 1 calc R . .
C3 C 0.4365(3) 0.0891(3) 0.2113(3) 0.0251(10) Uani 1 1 d U . .
H3 H 0.4577 0.0499 0.2571 0.030 Uiso 1 1 calc R . .
C4 C 0.5122(3) 0.1447(3) 0.1805(3) 0.0200(9) Uani 1 1 d U . .
C5 C 0.4756(3) 0.2058(3) 0.1144(3) 0.0255(10) Uani 1 1 d U . .
H5 H 0.5246 0.2448 0.0935 0.031 Uiso 1 1 calc R . .
C6 C 0.3683(3) 0.2096(3) 0.0793(3) 0.0248(10) Uani 1 1 d U . .
H6 H 0.3454 0.2519 0.0364 0.030 Uiso 1 1 calc R . .
C7 C 0.6281(3) 0.1367(3) 0.2150(3) 0.0177(9) Uani 1 1 d U . .
C8 C 0.6652(3) 0.1269(3) 0.3024(3) 0.0155(8) Uani 1 1 d U . .
C9 C 0.7745(3) 0.1184(3) 0.3303(3) 0.0172(8) Uani 1 1 d U . .
H9 H 0.7975 0.1125 0.3887 0.021 Uiso 1 1 calc R . .
C10 C 0.8516(3) 0.1182(3) 0.2746(3) 0.0157(8) Uani 1 1 d U . .
C11 C 0.8147(3) 0.1267(3) 0.1862(3) 0.0155(8) Uani 1 1 d U . .
C12 C 0.7055(3) 0.1359(3) 0.1593(3) 0.0186(9) Uani 1 1 d U . .
H12 H 0.6822 0.1419 0.1009 0.022 Uiso 1 1 calc R . .
C13 C 0.9683(3) 0.1123(3) 0.3098(3) 0.0182(9) Uani 1 1 d U . .
C14 C 1.0037(3) 0.0535(3) 0.3778(3) 0.0282(10) Uani 1 1 d U . .
H14 H 0.9541 0.0163 0.4000 0.034 Uiso 1 1 calc R . .
C15 C 1.1117(4) 0.0493(3) 0.4131(3) 0.0288(11) Uani 1 1 d U . .
H15 H 1.1343 0.0083 0.4572 0.035 Uiso 1 1 calc R . .
C16 C 1.1855(3) 0.1072(3) 0.3819(3) 0.0221(9) Uani 1 1 d U . .
C17 C 1.1511(3) 0.1637(3) 0.3144(3) 0.0251(10) Uani 1 1 d U . .
H17 H 1.2007 0.2011 0.2925 0.030 Uiso 1 1 calc R . .
C18 C 1.0444(3) 0.1665(3) 0.2780(3) 0.0237(10) Uani 1 1 d U . .
H18 H 1.0234 0.2051 0.2317 0.028 Uiso 1 1 calc R . .
C19 C 0.1795(3) 0.1451(3) 0.0657(3) 0.0194(9) Uani 1 1 d U . .
C20 C 0.5921(3) 0.1297(3) 0.3712(2) 0.0154(8) Uani 1 1 d U . .
C21 C 1.3020(3) 0.1100(3) 0.4222(3) 0.0198(9) Uani 1 1 d U . .
C22 C 0.8882(3) 0.1235(3) 0.1179(2) 0.0152(8) Uani 1 1 d U . .
C23 C -0.0520(5) 0.1169(4) -0.2318(4) 0.0546(16) Uani 1 1 d U . .
H23A H -0.0014 0.1157 -0.1801 0.082 Uiso 1 1 d R A .
H23B H -0.0428 0.0630 -0.2650 0.082 Uiso 1 1 d R . .
H23C H -0.0398 0.1706 -0.2643 0.082 Uiso 1 1 d R . .
C25 C -0.2703(5) 0.1209(4) -0.0887(4) 0.0469(14) Uani 1 1 d U . .
H25A H -0.2167 0.1193 -0.0389 0.070 Uiso 1 1 d R A .
H25B H -0.3166 0.0684 -0.0886 0.070 Uiso 1 1 d R . .
H25C H -0.3123 0.1760 -0.0879 0.070 Uiso 1 1 d R . .
C26 C -0.2690(5) 0.1215(4) -0.2618(4) 0.0565(18) Uani 1 1 d U . .
H26A H -0.2147 0.1200 -0.2990 0.085 Uiso 1 1 d R A .
H26B H -0.3107 0.1767 -0.2720 0.085 Uiso 1 1 d R . .
H26C H -0.3152 0.0691 -0.2729 0.085 Uiso 1 1 d R . .
C27 C 0.7727(5) 0.3779(4) 0.1570(5) 0.0532(16) Uani 1 1 d U . .
H27A H 0.8032 0.3766 0.1046 0.080 Uiso 1 1 d R . .
H27B H 0.7287 0.3244 0.1604 0.080 Uiso 1 1 d R . .
H27C H 0.7293 0.4320 0.1584 0.080 Uiso 1 1 d R . .
C28 C 0.8613(5) 0.3789(4) 0.2313(4) 0.0425(13) Uani 1 1 d U . .
C29 C 0.7309(6) 0.3749(5) 0.3349(6) 0.079(2) Uani 1 1 d U . .
H29A H 0.6789 0.3726 0.2841 0.119 Uiso 1 1 d R . .
H29B H 0.7252 0.3204 0.3681 0.119 Uiso 1 1 d R . .
H29C H 0.7176 0.4278 0.3681 0.119 Uiso 1 1 d R . .
C30 C 0.9269(7) 0.3847(6) 0.3812(5) 0.084(2) Uani 1 1 d U . .
H30A H 0.9086 0.4263 0.4241 0.125 Uiso 1 1 calc R . .
H30B H 0.9910 0.4057 0.3605 0.125 Uiso 1 1 calc R . .
H30C H 0.9391 0.3246 0.4056 0.125 Uiso 1 1 calc R . .
N2 N 0.8394(5) 0.3808(3) 0.3110(4) 0.0573(14) Uani 1 1 d . . .
Co1 Co 0.0000 0.0000 0.0000 0.0149(2) Uani 1 2 d S . .
Co2 Co -0.01894(4) 0.25057(3) -0.01201(3) 0.01375(17) Uani 1 1 d . . .
Co3 Co 0.0000 0.5000 0.0000 0.0144(2) Uani 1 2 d S . .
O1 O 0.1341(2) 0.2191(2) 0.0421(2) 0.0346(8) Uani 1 1 d . . .
O2 O 0.1384(2) 0.0671(2) 0.0566(2) 0.0311(8) Uani 1 1 d . . .
O3 O 0.5509(3) 0.2050(2) 0.3848(2) 0.0297(7) Uani 1 1 d . . .
O4 O 0.5823(3) 0.0560(2) 0.4095(2) 0.0329(8) Uani 1 1 d . . .
O5 O 1.3487(2) 0.0356(2) 0.4395(2) 0.0304(8) Uani 1 1 d . . .
O6 O 1.3411(2) 0.1893(2) 0.4337(2) 0.0302(8) Uani 1 1 d . . .
O7 O 0.9209(2) 0.0462(2) 0.09815(19) 0.0255(7) Uani 1 1 d . . .
O8 O 0.9077(2) 0.2000(2) 0.08653(18) 0.0232(7) Uani 1 1 d . . .
O9 O -0.0618(2) 0.12033(19) -0.07646(18) 0.0232(7) Uani 1 1 d . . .
O10 O 0.0213(2) 0.37398(18) 0.07027(18) 0.0204(6) Uani 1 1 d . . .
H10X H -0.0280 0.3746 0.1139 0.024 Uiso 1 1 d R A .
H10Y H 0.0957 0.3567 0.0939 0.024 Uiso 1 1 d R . .
O11 O 0.9581(3) 0.3798(2) 0.2183(2) 0.0421(9) Uani 1 1 d . . .
C24 C -0.1093(8) 0.1186(6) -0.1524(7) 0.034(2) Uani 0.60 1 d PU A 1
N1 N -0.2153(8) 0.1195(5) -0.1692(6) 0.042(2) Uani 0.60 1 d P A 1
C24' C -0.1598(13) 0.1187(8) -0.1236(9) 0.024(3) Uani 0.40 1 d PU A 2
N1' N -0.1595(11) 0.1193(8) -0.2102(7) 0.036(3) Uani 0.40 1 d P A 2


_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 C2 1.370(6) . ?
C1 C6 1.394(6) . ?
C1 C19 1.504(6) . ?
C2 C3 1.392(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.388(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.400(6) . ?
C4 C7 1.483(6) . ?
C5 C6 1.383(6) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C12 1.400(6) . ?
C7 C8 1.400(6) . ?
C8 C9 1.385(6) . ?
C8 C20 1.518(5) . ?
C9 C10 1.397(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.413(6) . ?
C10 C13 1.494(6) . ?
C11 C12 1.383(6) . ?
C11 C22 1.514(5) . ?
C12 H12 0.9300 . ?
C13 C18 1.387(6) . ?
C13 C14 1.397(6) . ?
C14 C15 1.391(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.393(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.368(6) . ?
C16 C21 1.509(6) . ?
C17 C18 1.380(6) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 O2 1.248(5) . ?
C19 O1 1.252(5) . ?
C20 O3 1.244(5) . ?
C20 O4 1.246(5) . ?
C21 O5 1.245(5) . ?
C21 O6 1.258(5) . ?
C22 O7 1.253(5) . ?
C22 O8 1.257(5) . ?
C23 N1' 1.438(15) . ?
C23 C24 1.530(13) . ?
C23 H23A 0.9601 . ?
C23 H23B 0.9599 . ?
C23 H23C 0.9600 . ?
C25 N1 1.530(12) . ?
C25 C24' 1.564(17) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 N1' 1.495(14) . ?
C26 N1 1.521(11) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 C28 1.497(9) . ?
C27 H27A 0.9601 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9599 . ?
C28 O11 1.259(7) . ?
C28 N2 1.327(8) . ?
C29 N2 1.464(8) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9601 . ?
C30 N2 1.447(10) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
Co1 O7 2.067(3) 1_455 ?
Co1 O7 2.067(3) 3_655 ?
Co1 O2 2.081(3) 3 ?
Co1 O2 2.081(3) . ?
Co1 O9 2.206(3) 3 ?
Co1 O9 2.206(3) . ?
Co2 O6 2.039(3) 4_465 ?
Co2 O1 2.040(3) . ?
Co2 O8 2.053(3) 1_455 ?
Co2 O3 2.060(3) 4_565 ?
Co2 O9 2.184(3) . ?
Co2 O10 2.234(3) . ?
Co3 O4 2.048(3) 2 ?
Co3 O4 2.048(3) 4_565 ?
Co3 O5 2.067(3) 4_465 ?
Co3 O5 2.067(3) 2_655 ?
Co3 O10 2.142(3) . ?
Co3 O10 2.142(3) 3_565 ?
O3 Co2 2.060(3) 4_666 ?
O4 Co3 2.048(3) 2_545 ?
O5 Co3 2.067(3) 2_645 ?
O6 Co2 2.039(3) 4_766 ?
O7 Co1 2.067(3) 1_655 ?
O8 Co2 2.053(3) 1_655 ?
O9 C24 1.261(11) . ?
O9 C24' 1.345(16) . ?
O10 H10X 0.9891 . ?
O10 H10Y 0.9880 . ?
C24 N1 1.319(14) . ?
C24' N1' 1.367(18) . ?

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
C2 C1 C6 119.1(4) . . ?
C2 C1 C19 119.4(4) . . ?
C6 C1 C19 121.4(4) . . ?
C1 C2 C3 121.1(4) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 H2 119.4 . . ?
C4 C3 C2 120.7(4) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C5 117.7(4) . . ?
C3 C4 C7 120.6(4) . . ?
C5 C4 C7 121.7(4) . . ?
C6 C5 C4 121.5(4) . . ?
C6 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C5 C6 C1 119.9(4) . . ?
C5 C6 H6 120.1 . . ?
C1 C6 H6 120.1 . . ?
C12 C7 C8 117.1(4) . . ?
C12 C7 C4 120.0(4) . . ?
C8 C7 C4 122.9(4) . . ?
C9 C8 C7 120.0(4) . . ?
C9 C8 C20 116.5(3) . . ?
C7 C8 C20 123.5(3) . . ?
C8 C9 C10 122.8(4) . . ?
C8 C9 H9 118.6 . . ?
C10 C9 H9 118.6 . . ?
C9 C10 C11 117.6(4) . . ?
C9 C10 C13 119.7(4) . . ?
C11 C10 C13 122.7(4) . . ?
C12 C11 C10 118.9(4) . . ?
C12 C11 C22 117.4(3) . . ?
C10 C11 C22 123.6(3) . . ?
C11 C12 C7 123.6(4) . . ?
C11 C12 H12 118.2 . . ?
C7 C12 H12 118.2 . . ?
C18 C13 C14 117.9(4) . . ?
C18 C13 C10 121.4(4) . . ?
C14 C13 C10 120.7(4) . . ?
C15 C14 C13 121.3(4) . . ?
C15 C14 H14 119.3 . . ?
C13 C14 H14 119.3 . . ?
C14 C15 C16 119.4(4) . . ?
C14 C15 H15 120.3 . . ?
C16 C15 H15 120.3 . . ?
C17 C16 C15 119.2(4) . . ?
C17 C16 C21 119.5(4) . . ?
C15 C16 C21 121.3(4) . . ?
C16 C17 C18 121.6(4) . . ?
C16 C17 H17 119.2 . . ?
C18 C17 H17 119.2 . . ?
C17 C18 C13 120.5(4) . . ?
C17 C18 H18 119.7 . . ?
C13 C18 H18 119.7 . . ?
O2 C19 O1 125.9(4) . . ?
O2 C19 C1 116.6(4) . . ?
O1 C19 C1 117.4(4) . . ?
O3 C20 O4 127.2(4) . . ?
O3 C20 C8 117.0(3) . . ?
O4 C20 C8 115.7(3) . . ?
O5 C21 O6 127.3(4) . . ?
O5 C21 C16 117.8(4) . . ?
O6 C21 C16 114.9(4) . . ?
O7 C22 O8 127.6(4) . . ?
O7 C22 C11 117.2(3) . . ?
O8 C22 C11 115.2(3) . . ?
N1' C23 H23A 109.2 . . ?
C24 C23 H23A 68.6 . . ?
N1' C23 H23B 109.8 . . ?
C24 C23 H23B 124.5 . . ?
H23A C23 H23B 109.5 . . ?
N1' C23 H23C 109.4 . . ?
C24 C23 H23C 123.6 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N1 C25 H25A 109.4 . . ?
C24' C25 H25A 74.5 . . ?
N1 C25 H25B 109.5 . . ?
C24' C25 H25B 123.3 . . ?
H25A C25 H25B 109.5 . . ?
N1 C25 H25C 109.5 . . ?
C24' C25 H25C 122.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N1' C26 H26A 69.9 . . ?
N1 C26 H26A 109.4 . . ?
N1' C26 H26B 123.1 . . ?
N1 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
N1' C26 H26C 124.6 . . ?
N1 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C27 H27A 109.4 . . ?
C28 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C28 C27 H27C 109.6 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O11 C28 N2 119.2(6) . . ?
O11 C28 C27 120.0(5) . . ?
N2 C28 C27 120.8(6) . . ?
N2 C29 H29A 109.6 . . ?
N2 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
N2 C29 H29C 109.4 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N2 C30 H30A 109.5 . . ?
N2 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
N2 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C28 N2 C30 119.4(6) . . ?
C28 N2 C29 124.6(7) . . ?
C30 N2 C29 116.0(6) . . ?
O7 Co1 O7 180.00(15) 1_455 3_655 ?
O7 Co1 O2 90.88(13) 1_455 3 ?
O7 Co1 O2 89.12(13) 3_655 3 ?
O7 Co1 O2 89.12(13) 1_455 . ?
O7 Co1 O2 90.88(13) 3_655 . ?
O2 Co1 O2 180.0(3) 3 . ?
O7 Co1 O9 91.00(11) 1_455 3 ?
O7 Co1 O9 89.00(11) 3_655 3 ?
O2 Co1 O9 93.97(12) 3 3 ?
O2 Co1 O9 86.03(12) . 3 ?
O7 Co1 O9 89.00(11) 1_455 . ?
O7 Co1 O9 91.00(11) 3_655 . ?
O2 Co1 O9 86.03(12) 3 . ?
O2 Co1 O9 93.97(12) . . ?
O9 Co1 O9 180.00(15) 3 . ?
O6 Co2 O1 167.37(13) 4_465 . ?
O6 Co2 O8 91.22(13) 4_465 1_455 ?
O1 Co2 O8 95.65(13) . 1_455 ?
O6 Co2 O3 88.27(13) 4_465 4_565 ?
O1 Co2 O3 85.48(14) . 4_565 ?
O8 Co2 O3 176.65(12) 1_455 4_565 ?
O6 Co2 O9 92.09(12) 4_465 . ?
O1 Co2 O9 98.92(12) . . ?
O8 Co2 O9 86.23(11) 1_455 . ?
O3 Co2 O9 90.48(12) 4_565 . ?
O6 Co2 O10 90.54(11) 4_465 . ?
O1 Co2 O10 79.35(12) . . ?
O8 Co2 O10 86.37(11) 1_455 . ?
O3 Co2 O10 96.94(12) 4_565 . ?
O9 Co2 O10 172.20(10) . . ?
O4 Co3 O4 180.00(12) 2 4_565 ?
O4 Co3 O5 84.39(13) 2 4_465 ?
O4 Co3 O5 95.61(13) 4_565 4_465 ?
O4 Co3 O5 95.61(13) 2 2_655 ?
O4 Co3 O5 84.39(13) 4_565 2_655 ?
O5 Co3 O5 180.0 4_465 2_655 ?
O4 Co3 O10 91.05(12) 2 . ?
O4 Co3 O10 88.95(12) 4_565 . ?
O5 Co3 O10 93.66(11) 4_465 . ?
O5 Co3 O10 86.34(11) 2_655 . ?
O4 Co3 O10 88.95(12) 2 3_565 ?
O4 Co3 O10 91.05(12) 4_565 3_565 ?
O5 Co3 O10 86.34(11) 4_465 3_565 ?
O5 Co3 O10 93.66(11) 2_655 3_565 ?
O10 Co3 O10 180.00(7) . 3_565 ?
C19 O1 Co2 132.8(3) . . ?
C19 O2 Co1 141.6(3) . . ?
C20 O3 Co2 130.3(3) . 4_666 ?
C20 O4 Co3 140.8(3) . 2_545 ?
C21 O5 Co3 133.9(3) . 2_645 ?
C21 O6 Co2 138.6(3) . 4_766 ?
C22 O7 Co1 133.5(3) . 1_655 ?
C22 O8 Co2 138.5(3) . 1_655 ?
C24 O9 Co2 120.8(4) . . ?
C24' O9 Co2 114.8(6) . . ?
C24 O9 Co1 125.9(4) . . ?
C24' O9 Co1 120.8(6) . . ?
Co2 O9 Co1 113.02(12) . . ?
Co3 O10 Co2 112.78(12) . . ?
Co3 O10 H10X 108.0 . . ?
Co2 O10 H10X 107.5 . . ?
Co3 O10 H10Y 117.2 . . ?
Co2 O10 H10Y 98.0 . . ?
H10X O10 H10Y 112.9 . . ?
O9 C24 N1 121.2(12) . . ?
O9 C24 C23 124.4(8) . . ?
N1 C24 C23 114.4(10) . . ?
C24 N1 C26 119.3(11) . . ?
C24 N1 C25 113.2(10) . . ?
C26 N1 C25 127.5(7) . . ?
O9 C24' N1' 115.0(14) . . ?
O9 C24' C25 126.3(10) . . ?
N1' C24' C25 118.7(14) . . ?
C24' N1' C23 111.8(13) . . ?
C24' N1' C26 114.4(14) . . ?
C23 N1' C26 133.8(9) . . ?
C24' N1' H26A 152.1 . . ?
C23 N1' H26A 96.1 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.706
_refine_diff_density_min         -0.905
_refine_diff_density_rms         0.107
####################################################################### 
# 
# 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 1415284'
_audit_update_record             
;
2015-07-25 deposited with the CCDC.
2016-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H41 N3 Ni2 O16'
_chemical_formula_weight         829.09

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'
Ni Ni 0.3393 1.1124 '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                   10.070(3)
_cell_length_b                   13.107(5)
_cell_length_c                   15.216(5)
_cell_angle_alpha                78.420(8)
_cell_angle_beta                 76.527(9)
_cell_angle_gamma                68.204(8)
_cell_volume                     1798.8(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1930
_cell_measurement_theta_min      1.9
_cell_measurement_theta_max      20.8

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.531
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             864
_exptl_absorpt_coefficient_mu    1.123
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8770
_exptl_absorpt_correction_T_max  0.8960
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_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  'Bruker Smart Aepex CCD'
_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            15678
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_av_sigmaI/netI    0.0659
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.28
_diffrn_reflns_theta_max         28.57
_reflns_number_total             8889
_reflns_number_gt                6240
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    SHELXTL
_computing_publication_material  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)+(0.0710P)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_number_reflns         8889
_refine_ls_number_parameters     469
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0856
_refine_ls_R_factor_gt           0.0467
_refine_ls_wR_factor_ref         0.1333
_refine_ls_wR_factor_gt          0.1179
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_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
Ni1 Ni 1.01571(3) 0.57777(3) 0.34037(2) 0.01849(10) Uani 1 1 d . . .
Ni2 Ni 0.73771(4) 0.80245(3) 0.26034(2) 0.01952(10) Uani 1 1 d . . .
C1 C 0.2480(3) 0.6292(3) 0.2036(2) 0.0259(7) Uani 1 1 d . . .
C2 C 0.4048(3) 0.5999(3) 0.1612(2) 0.0258(6) Uani 1 1 d . . .
C3 C 0.4453(3) 0.6271(3) 0.0692(2) 0.0348(8) Uani 1 1 d . . .
H3 H 0.3745 0.6627 0.0329 0.042 Uiso 1 1 calc R . .
C4 C 0.5902(3) 0.6021(3) 0.0305(2) 0.0334(8) Uani 1 1 d . . .
H4 H 0.6158 0.6197 -0.0320 0.040 Uiso 1 1 calc R . .
C5 C 0.5109(3) 0.5465(3) 0.2134(2) 0.0327(8) Uani 1 1 d . . .
H5 H 0.4849 0.5251 0.2751 0.039 Uiso 1 1 calc R . .
C6 C 0.6551(3) 0.5243(3) 0.1755(2) 0.0300(7) Uani 1 1 d . . .
H6 H 0.7255 0.4905 0.2124 0.036 Uiso 1 1 calc R . .
C7 C 0.6970(3) 0.5518(2) 0.08236(19) 0.0223(6) Uani 1 1 d . . .
C8 C 0.8524(3) 0.5277(2) 0.04055(19) 0.0214(6) Uani 1 1 d . . .
C9 C 0.9049(3) 0.4807(2) -0.04014(19) 0.0232(6) Uani 1 1 d . . .
H9 H 0.8409 0.4673 -0.0679 0.028 Uiso 1 1 calc R . .
C10 C 0.9503(3) 0.5467(2) 0.08057(19) 0.0215(6) Uani 1 1 d . . .
C11 C 0.9065(3) 0.6001(2) 0.16613(18) 0.0201(6) Uani 1 1 d . . .
C12 C 0.6971(3) 0.6173(2) 0.40770(18) 0.0176(5) Uani 1 1 d . . .
C13 C 0.5937(3) 0.5594(2) 0.45945(18) 0.0181(5) Uani 1 1 d . . .
C14 C 0.6300(3) 0.4497(2) 0.44842(18) 0.0189(6) Uani 1 1 d . . .
H14 H 0.7192 0.4153 0.4135 0.023 Uiso 1 1 calc R . .
C15 C 0.5394(3) 0.3884(2) 0.48709(18) 0.0185(6) Uani 1 1 d . . .
C16 C 0.5856(3) 0.2724(2) 0.46698(19) 0.0216(6) Uani 1 1 d . . .
C17 C 0.7297(3) 0.2041(3) 0.4665(2) 0.0296(7) Uani 1 1 d . . .
H17 H 0.7943 0.2297 0.4827 0.035 Uiso 1 1 calc R . .
C18 C 0.7770(3) 0.0992(2) 0.4424(2) 0.0314(7) Uani 1 1 d . . .
H18 H 0.8733 0.0543 0.4429 0.038 Uiso 1 1 calc R . .
C19 C 0.4923(3) 0.2312(3) 0.4444(2) 0.0295(7) Uani 1 1 d . . .
H19 H 0.3951 0.2748 0.4460 0.035 Uiso 1 1 calc R . .
C20 C 0.5410(3) 0.1259(3) 0.4195(2) 0.0308(7) Uani 1 1 d . . .
H20 H 0.4767 0.0995 0.4039 0.037 Uiso 1 1 calc R . .
C21 C 0.6848(3) 0.0597(2) 0.4175(2) 0.0246(6) Uani 1 1 d . . .
C22 C 0.7418(3) -0.0516(2) 0.3834(2) 0.0273(7) Uani 1 1 d . . .
C23 C 1.1839(4) 0.3509(3) 0.3117(2) 0.0355(8) Uani 1 1 d . . .
H23 H 1.2258 0.3894 0.2618 0.043 Uiso 1 1 calc R . .
C24 C 1.3145(6) 0.1903(4) 0.2347(3) 0.0671(14) Uani 1 1 d . . .
H24A H 1.3500 0.2428 0.1917 0.080 Uiso 1 1 d R . .
H24B H 1.2641 0.1609 0.2055 0.080 Uiso 1 1 d R . .
H24C H 1.3947 0.1311 0.2566 0.080 Uiso 1 1 d R . .
C25 C 1.1521(6) 0.1801(4) 0.3837(3) 0.0726(15) Uani 1 1 d . . .
H25A H 1.1431 0.2053 0.4406 0.087 Uiso 1 1 d R . .
H25B H 1.2127 0.1036 0.3853 0.087 Uiso 1 1 d R . .
H25C H 1.0577 0.1881 0.3740 0.087 Uiso 1 1 d R . .
C26 C 0.4288(3) 0.8691(3) 0.2662(2) 0.0356(8) Uani 1 1 d . . .
H26 H 0.4302 0.8524 0.3284 0.043 Uiso 1 1 calc R . .
C27 C 0.2962(5) 0.9166(4) 0.1436(3) 0.0579(11) Uani 1 1 d . . .
H27A H 0.3755 0.9398 0.1097 0.070 Uiso 1 1 d R . .
H27B H 0.2059 0.9739 0.1340 0.070 Uiso 1 1 d R . .
H27C H 0.3016 0.8501 0.1233 0.070 Uiso 1 1 d R . .
C28 C 0.1738(4) 0.8960(4) 0.3039(3) 0.0680(14) Uani 1 1 d . . .
H28A H 0.1639 0.8244 0.3123 0.082 Uiso 1 1 d R . .
H28B H 0.0912 0.9510 0.2810 0.082 Uiso 1 1 d R . .
H28C H 0.1794 0.9129 0.3612 0.082 Uiso 1 1 d R . .
C29 C 0.9149(6) 0.1592(5) 0.0438(4) 0.0874(18) Uani 1 1 d . . .
H29 H 0.8555 0.1458 0.0122 0.105 Uiso 1 1 calc R . .
C30 C 0.9442(9) 0.2288(7) 0.1711(5) 0.140(3) Uani 1 1 d . . .
H30A H 0.9854 0.1660 0.2134 0.168 Uiso 1 1 d R . .
H30B H 0.8838 0.2902 0.2037 0.168 Uiso 1 1 d R . .
H30C H 1.0208 0.2483 0.1289 0.168 Uiso 1 1 d R . .
C31 C 0.7042(7) 0.2209(6) 0.1598(5) 0.116(3) Uani 1 1 d . . .
H31A H 0.6546 0.2981 0.1657 0.140 Uiso 1 1 d R . .
H31B H 0.6952 0.1780 0.2185 0.140 Uiso 1 1 d R . .
H31C H 0.6620 0.1990 0.1195 0.140 Uiso 1 1 d R . .
N1 N 1.2158(3) 0.2448(2) 0.3109(2) 0.0411(7) Uani 1 1 d . . .
N2 N 0.3049(3) 0.8949(3) 0.2396(2) 0.0412(7) Uani 1 1 d . . .
N3 N 0.8557(5) 0.2028(4) 0.1222(3) 0.0833(14) Uani 1 1 d . . .
O1 O 0.1584(2) 0.71055(19) 0.16631(16) 0.0368(6) Uani 1 1 d . . .
O2 O 0.2180(2) 0.56941(18) 0.27525(14) 0.0298(5) Uani 1 1 d . . .
O3 O 0.8125(2) 0.69541(17) 0.16506(13) 0.0261(5) Uani 1 1 d . . .
O4 O 0.9707(2) 0.54418(17) 0.22986(13) 0.0263(5) Uani 1 1 d . . .
O5 O 0.8265(2) 0.56983(16) 0.41990(13) 0.0237(4) Uani 1 1 d . . .
O6 O 0.6499(2) 0.70293(16) 0.35602(14) 0.0249(5) Uani 1 1 d . . .
O7 O 0.8669(3) -0.11208(18) 0.39769(17) 0.0408(6) Uani 1 1 d . . .
O8 O 0.6642(2) -0.07376(17) 0.34258(15) 0.0312(5) Uani 1 1 d . . .
O9 O 1.1022(2) 0.40384(17) 0.37404(14) 0.0313(5) Uani 1 1 d . . .
O10 O 0.5443(2) 0.86522(18) 0.21441(15) 0.0318(5) Uani 1 1 d . . .
O11 O 1.0455(5) 0.1361(4) 0.0120(3) 0.1141(17) Uani 1 1 d . . .
O12 O 1.0683(2) 0.60826(18) 0.45249(14) 0.0281(5) Uani 1 1 d . . .
H12A H 1.1419 0.5716 0.4777 0.034 Uiso 1 1 d R . .
H12B H 0.9951 0.6277 0.4945 0.034 Uiso 1 1 d R . .
O13 O 0.93637(19) 0.74297(15) 0.29644(13) 0.0207(4) Uani 1 1 d . . .
H13A H 1.0136 0.7445 0.2597 0.025 Uiso 1 1 d R . .
H13B H 0.9290 0.7755 0.3413 0.025 Uiso 1 1 d R . .
O14 O 0.8112(3) 0.9161(2) 0.15849(17) 0.0442(6) Uani 1 1 d . . .
H14A H 0.7307 0.9053 0.1673 0.053 Uiso 1 1 d R . .
H14B H 0.8282 0.9182 0.2101 0.053 Uiso 1 1 d R . .
O15 O 0.5633(4) 0.0650(3) 0.0750(3) 0.0925(12) Uani 1 1 d . . .
H15A H 0.5398 0.0200 0.1189 0.111 Uiso 1 1 d R . .
H15B H 0.5018 0.1293 0.0818 0.111 Uiso 1 1 d R . .
O16 O 0.6876(4) 0.8294(3) 1.0046(2) 0.0945(13) Uani 1 1 d . . .
H16A H 0.7529 0.8572 0.9783 0.113 Uiso 1 1 d R . .
H16B H 0.7169 0.7856 1.0509 0.113 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 O4 2.007(2) . ?
Ni1 O2 2.020(2) 1_655 ?
Ni1 O5 2.0321(19) . ?
Ni1 O13 2.039(2) . ?
Ni1 O12 2.050(2) . ?
Ni1 O9 2.117(2) . ?
Ni2 O13 2.023(2) . ?
Ni2 O6 2.024(2) . ?
Ni2 O3 2.040(2) . ?
Ni2 O10 2.042(2) . ?
Ni2 O8 2.059(2) 1_565 ?
Ni2 O14 2.128(2) . ?
Ni2 H14A 1.7426 . ?
Ni2 H14B 1.9883 . ?
C1 O1 1.247(4) . ?
C1 O2 1.254(4) . ?
C1 C2 1.494(4) . ?
C2 C5 1.370(4) . ?
C2 C3 1.375(4) . ?
C3 C4 1.380(4) . ?
C3 H3 0.9300 . ?
C4 C7 1.369(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.375(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.395(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.484(4) . ?
C8 C9 1.387(4) . ?
C8 C10 1.388(4) . ?
C9 C10 1.385(4) 2_765 ?
C9 H9 0.9300 . ?
C10 C9 1.385(4) 2_765 ?
C10 C11 1.499(4) . ?
C11 O4 1.245(3) . ?
C11 O3 1.256(3) . ?
C12 O6 1.236(3) . ?
C12 O5 1.258(3) . ?
C12 C13 1.498(4) . ?
C13 C14 1.381(4) . ?
C13 C15 1.400(3) 2_666 ?
C14 C15 1.389(4) . ?
C14 H14 0.9300 . ?
C15 C13 1.400(3) 2_666 ?
C15 C16 1.489(4) . ?
C16 C19 1.377(4) . ?
C16 C17 1.393(4) . ?
C17 C18 1.373(4) . ?
C17 H17 0.9300 . ?
C18 C21 1.368(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.381(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.381(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.507(4) . ?
C22 O8 1.244(4) . ?
C22 O7 1.257(4) . ?
C23 O9 1.239(4) . ?
C23 N1 1.308(4) . ?
C23 H23 0.9300 . ?
C24 N1 1.453(4) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 N1 1.433(5) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 O10 1.234(4) . ?
C26 N2 1.304(4) . ?
C26 H26 0.9300 . ?
C27 N2 1.449(5) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 N2 1.446(5) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 O11 1.234(6) . ?
C29 N3 1.340(7) . ?
C29 H29 0.9300 . ?
C30 N3 1.449(8) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 N3 1.446(7) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
O2 Ni1 2.020(2) 1_455 ?
O8 Ni2 2.059(2) 1_545 ?
O12 H12A 0.8499 . ?
O12 H12B 0.8500 . ?
O13 H13A 0.8500 . ?
O13 H13B 0.8500 . ?
O14 H14A 0.8500 . ?
O14 H14B 0.8499 . ?
O15 H15A 0.8499 . ?
O15 H15B 0.8500 . ?
O16 H16A 0.8500 . ?
O16 H16B 0.8499 . ?

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
O4 Ni1 O2 91.31(9) . 1_655 ?
O4 Ni1 O5 93.49(9) . . ?
O2 Ni1 O5 171.77(8) 1_655 . ?
O4 Ni1 O13 89.84(8) . . ?
O2 Ni1 O13 91.13(8) 1_655 . ?
O5 Ni1 O13 95.56(8) . . ?
O4 Ni1 O12 178.14(8) . . ?
O2 Ni1 O12 87.29(9) 1_655 . ?
O5 Ni1 O12 87.75(9) . . ?
O13 Ni1 O12 91.42(8) . . ?
O4 Ni1 O9 85.71(9) . . ?
O2 Ni1 O9 86.77(9) 1_655 . ?
O5 Ni1 O9 86.93(8) . . ?
O13 Ni1 O9 175.04(8) . . ?
O12 Ni1 O9 92.97(9) . . ?
O13 Ni2 O6 96.60(8) . . ?
O13 Ni2 O3 89.48(8) . . ?
O6 Ni2 O3 94.55(9) . . ?
O13 Ni2 O10 175.81(8) . . ?
O6 Ni2 O10 87.07(9) . . ?
O3 Ni2 O10 88.22(9) . . ?
O13 Ni2 O8 92.30(8) . 1_565 ?
O6 Ni2 O8 92.43(9) . 1_565 ?
O3 Ni2 O8 172.56(9) . 1_565 ?
O10 Ni2 O8 89.54(9) . 1_565 ?
O13 Ni2 O14 88.13(9) . . ?
O6 Ni2 O14 175.02(9) . . ?
O3 Ni2 O14 87.01(10) . . ?
O10 Ni2 O14 88.24(10) . . ?
O8 Ni2 O14 85.83(10) 1_565 . ?
O13 Ni2 H14A 110.7 . . ?
O6 Ni2 H14A 152.7 . . ?
O3 Ni2 H14A 85.1 . . ?
O10 Ni2 H14A 65.6 . . ?
O8 Ni2 H14A 87.5 1_565 . ?
O14 Ni2 H14A 22.7 . . ?
O13 Ni2 H14B 73.7 . . ?
O6 Ni2 H14B 157.8 . . ?
O3 Ni2 H14B 105.1 . . ?
O10 Ni2 H14B 103.6 . . ?
O8 Ni2 H14B 68.6 1_565 . ?
O14 Ni2 H14B 23.5 . . ?
H14A Ni2 H14B 42.5 . . ?
O1 C1 O2 125.3(2) . . ?
O1 C1 C2 118.3(3) . . ?
O2 C1 C2 116.4(3) . . ?
C5 C2 C3 118.8(3) . . ?
C5 C2 C1 120.6(3) . . ?
C3 C2 C1 120.6(3) . . ?
C2 C3 C4 120.5(3) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C7 C4 C3 121.2(3) . . ?
C7 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?
C2 C5 C6 120.8(3) . . ?
C2 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C5 C6 C7 120.7(3) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C4 C7 C6 117.9(3) . . ?
C4 C7 C8 120.9(3) . . ?
C6 C7 C8 121.2(3) . . ?
C9 C8 C10 117.9(2) . . ?
C9 C8 C7 119.5(3) . . ?
C10 C8 C7 122.6(2) . . ?
C10 C9 C8 121.9(3) 2_765 . ?
C10 C9 H9 119.1 2_765 . ?
C8 C9 H9 119.1 . . ?
C9 C10 C8 120.2(3) 2_765 . ?
C9 C10 C11 116.7(3) 2_765 . ?
C8 C10 C11 123.0(2) . . ?
O4 C11 O3 127.7(3) . . ?
O4 C11 C10 115.2(2) . . ?
O3 C11 C10 117.1(3) . . ?
O6 C12 O5 126.7(3) . . ?
O6 C12 C13 118.2(2) . . ?
O5 C12 C13 115.0(2) . . ?
C14 C13 C15 119.0(2) . 2_666 ?
C14 C13 C12 117.0(2) . . ?
C15 C13 C12 123.9(2) 2_666 . ?
C13 C14 C15 123.0(2) . . ?
C13 C14 H14 118.5 . . ?
C15 C14 H14 118.5 . . ?
C14 C15 C13 118.0(2) . 2_666 ?
C14 C15 C16 118.7(2) . . ?
C13 C15 C16 123.3(2) 2_666 . ?
C19 C16 C17 118.2(3) . . ?
C19 C16 C15 122.3(2) . . ?
C17 C16 C15 119.4(3) . . ?
C18 C17 C16 120.4(3) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C21 C18 C17 121.1(3) . . ?
C21 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C16 C19 C20 121.0(3) . . ?
C16 C19 H19 119.5 . . ?
C20 C19 H19 119.5 . . ?
C21 C20 C19 120.3(3) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C18 C21 C20 119.0(3) . . ?
C18 C21 C22 120.2(3) . . ?
C20 C21 C22 120.7(3) . . ?
O8 C22 O7 126.5(3) . . ?
O8 C22 C21 118.1(3) . . ?
O7 C22 C21 115.4(3) . . ?
O9 C23 N1 124.9(3) . . ?
O9 C23 H23 117.5 . . ?
N1 C23 H23 117.5 . . ?
N1 C24 H24A 109.6 . . ?
N1 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N1 C24 H24C 109.4 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N1 C25 H25A 109.6 . . ?
N1 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N1 C25 H25C 109.3 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O10 C26 N2 124.4(3) . . ?
O10 C26 H26 117.8 . . ?
N2 C26 H26 117.8 . . ?
N2 C27 H27A 109.5 . . ?
N2 C27 H27B 109.7 . . ?
H27A C27 H27B 109.5 . . ?
N2 C27 H27C 109.2 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N2 C28 H28A 109.2 . . ?
N2 C28 H28B 109.7 . . ?
H28A C28 H28B 109.5 . . ?
N2 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O11 C29 N3 122.3(6) . . ?
O11 C29 H29 118.9 . . ?
N3 C29 H29 118.9 . . ?
N3 C30 H30A 109.9 . . ?
N3 C30 H30B 108.6 . . ?
H30A C30 H30B 109.5 . . ?
N3 C30 H30C 109.9 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N3 C31 H31A 109.3 . . ?
N3 C31 H31B 110.0 . . ?
H31A C31 H31B 109.5 . . ?
N3 C31 H31C 109.1 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C23 N1 C25 121.0(3) . . ?
C23 N1 C24 120.5(3) . . ?
C25 N1 C24 118.4(3) . . ?
C26 N2 C28 121.6(3) . . ?
C26 N2 C27 120.7(3) . . ?
C28 N2 C27 117.5(3) . . ?
C29 N3 C31 120.0(6) . . ?
C29 N3 C30 120.2(6) . . ?
C31 N3 C30 119.7(6) . . ?
C1 O2 Ni1 125.51(18) . 1_455 ?
C11 O3 Ni2 129.86(19) . . ?
C11 O4 Ni1 135.36(19) . . ?
C12 O5 Ni1 130.88(18) . . ?
C12 O6 Ni2 135.75(18) . . ?
C22 O8 Ni2 124.69(18) . 1_545 ?
C23 O9 Ni1 116.3(2) . . ?
C26 O10 Ni2 121.6(2) . . ?
Ni1 O12 H12A 128.3 . . ?
Ni1 O12 H12B 112.5 . . ?
H12A O12 H12B 107.7 . . ?
Ni2 O13 Ni1 117.19(10) . . ?
Ni2 O13 H13A 123.6 . . ?
Ni1 O13 H13A 95.0 . . ?
Ni2 O13 H13B 106.2 . . ?
Ni1 O13 H13B 105.5 . . ?
H13A O13 H13B 107.7 . . ?
Ni2 O14 H14A 52.3 . . ?
Ni2 O14 H14B 69.0 . . ?
H14A O14 H14B 107.7 . . ?
H15A O15 H15B 107.7 . . ?
H16A O16 H16B 107.7 . . ?

_diffrn_measured_fraction_theta_max 0.967
_diffrn_reflns_theta_full        28.57
_diffrn_measured_fraction_theta_full 0.967
_refine_diff_density_max         0.579
_refine_diff_density_min         -0.846
_refine_diff_density_rms         0.122
####################################################################### 
# 
# 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_9
_database_code_depnum_ccdc_archive 'CCDC 1415285'
_audit_update_record             
;
2016-04-19 deposited with the CCDC.
2016-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C49 H45 N Ni4 O25'
_chemical_formula_weight         1282.70

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'
Ni Ni 0.3393 1.1124 '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                   10.282(5)
_cell_length_b                   11.261(5)
_cell_length_c                   12.171(4)
_cell_angle_alpha                92.575(11)
_cell_angle_beta                 109.114(11)
_cell_angle_gamma                109.752(12)
_cell_volume                     1233.8(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1904
_cell_measurement_theta_min      2.1
_cell_measurement_theta_max      20.3

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.726
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             658
_exptl_absorpt_coefficient_mu    1.597
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8315
_exptl_absorpt_correction_T_max  0.8566
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_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  'Bruker Smart Aepex CCD'
_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            7261
_diffrn_reflns_av_R_equivalents  0.0522
_diffrn_reflns_av_sigmaI/netI    0.1142
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.26
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4292
_reflns_number_gt                2766
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    SHELXTL
_computing_publication_material  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)+(0.0462P)²+2.0845P] 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_number_reflns         4292
_refine_ls_number_parameters     382
_refine_ls_number_restraints     44
_refine_ls_R_factor_all          0.1066
_refine_ls_R_factor_gt           0.0557
_refine_ls_wR_factor_ref         0.1302
_refine_ls_wR_factor_gt          0.1097
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.024
_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 0.5000 0.5000 0.5000 0.0141(3) Uani 1 2 d S . .
Ni2 Ni 0.79181(8) 0.52637(7) 0.70290(7) 0.0123(2) Uani 1 1 d . . .
Ni3 Ni 1.0000 0.5000 1.0000 0.0172(3) Uani 1 2 d S . .
C1 C 1.5222(7) 1.4488(6) 0.7688(6) 0.0211(16) Uani 1 1 d . . .
C2 C 1.3689(7) 1.3614(6) 0.7518(6) 0.0192(15) Uani 1 1 d . . .
C3 C 1.3146(7) 1.3742(7) 0.8418(6) 0.0244(16) Uani 1 1 d . . .
H3 H 1.3735 1.4372 0.9084 0.029 Uiso 1 1 calc R . .
C4 C 1.1767(7) 1.2952(6) 0.8323(6) 0.0236(16) Uani 1 1 d . . .
H4 H 1.1426 1.3055 0.8927 0.028 Uiso 1 1 calc R . .
C5 C 1.2813(7) 1.2648(6) 0.6560(6) 0.0213(15) Uani 1 1 d . . .
H5 H 1.3163 1.2543 0.5962 0.026 Uiso 1 1 calc R . .
C6 C 1.1421(7) 1.1833(6) 0.6472(6) 0.0231(16) Uani 1 1 d . . .
H6 H 1.0860 1.1173 0.5825 0.028 Uiso 1 1 calc R . .
C7 C 1.0840(6) 1.1980(6) 0.7330(5) 0.0157(14) Uani 1 1 d . . .
C8 C 0.9318(6) 1.1120(6) 0.7213(5) 0.0160(14) Uani 1 1 d . . .
C9 C 0.8879(7) 0.9797(6) 0.6896(5) 0.0171(14) Uani 1 1 d . . .
H9 H 0.9565 0.9478 0.6794 0.021 Uiso 1 1 calc R . .
C10 C 0.7462(6) 0.8934(6) 0.6724(5) 0.0144(14) Uani 1 1 d . . .
C11 C 0.7117(6) 0.7524(6) 0.6425(5) 0.0159(14) Uani 1 1 d . . .
C12 C 0.8239(6) 1.1566(6) 0.7359(5) 0.0140(14) Uani 1 1 d . . .
C13 C 0.8502(6) 1.2946(6) 0.7752(6) 0.0144(14) Uani 1 1 d . . .
C14 C 0.6825(7) 1.0709(6) 0.7152(5) 0.0175(14) Uani 1 1 d . . .
H14 H 0.6122 1.1027 0.7216 0.021 Uiso 1 1 calc R . .
C15 C 0.6400(6) 0.9396(6) 0.6853(5) 0.0156(14) Uani 1 1 d . . .
C16 C 0.4873(7) 0.8560(6) 0.6703(6) 0.0171(14) Uani 1 1 d . . .
C17 C 0.4573(7) 0.7627(6) 0.7376(6) 0.0226(16) Uani 1 1 d . . .
H17 H 0.5355 0.7495 0.7936 0.027 Uiso 1 1 calc R . .
C18 C 0.3118(7) 0.6876(6) 0.7234(6) 0.0232(16) Uani 1 1 d . . .
H18 H 0.2932 0.6249 0.7694 0.028 Uiso 1 1 calc R . .
C19 C 0.3688(7) 0.8746(7) 0.5868(6) 0.0299(18) Uani 1 1 d . . .
H19 H 0.3873 0.9386 0.5419 0.036 Uiso 1 1 calc R . .
C20 C 0.2244(7) 0.7991(7) 0.5702(6) 0.0331(19) Uani 1 1 d . . .
H20 H 0.1465 0.8101 0.5117 0.040 Uiso 1 1 calc R . .
C21 C 0.1942(7) 0.7076(6) 0.6392(6) 0.0208(15) Uani 1 1 d . . .
C22 C 0.0371(7) 0.6303(6) 0.6220(6) 0.0204(15) Uani 1 1 d . . .
O1 O 1.6062(5) 1.5019(6) 0.8720(4) 0.0462(16) Uani 1 1 d . . .
O2 O 1.5655(4) 1.4623(4) 0.6821(4) 0.0171(10) Uani 1 1 d . . .
O3 O 0.5896(4) 0.6876(4) 0.5622(4) 0.0169(10) Uani 1 1 d . . .
O4 O 0.8084(4) 0.7112(4) 0.6981(4) 0.0198(10) Uani 1 1 d . . .
O5 O 0.9265(5) 1.3399(4) 0.8816(4) 0.0291(12) Uani 1 1 d . . .
O6 O 0.7848(5) 1.3468(4) 0.7003(4) 0.0257(11) Uani 1 1 d . . .
O7 O -0.0592(5) 0.6175(5) 0.5199(4) 0.0336(13) Uani 1 1 d . . .
O8 O 0.0068(4) 0.5855(4) 0.7067(4) 0.0201(11) Uani 1 1 d . . .
O9 O 0.6970(4) 0.4832(4) 0.5193(3) 0.0176(10) Uani 1 1 d . . .
H9A H 0.7236 0.4193 0.5265 0.021 Uiso 1 1 d R . .
H9B H 0.7379 0.5278 0.4767 0.021 Uiso 1 1 d R . .
O10 O 0.8678(4) 0.5813(4) 0.8855(3) 0.0178(10) Uani 1 1 d . . .
H10A H 0.9236 0.6488 0.9365 0.021 Uiso 1 1 d R . .
H10B H 0.7804 0.5619 0.8855 0.021 Uiso 1 1 d R . .
O11 O 1.1641(5) 0.5909(5) 0.9382(4) 0.0306(12) Uani 1 1 d . . .
H11A H 1.2445 0.5890 0.9345 0.037 Uiso 1 1 d R . .
H11B H 1.1098 0.5936 0.8694 0.037 Uiso 1 1 d R . .
O12 O 0.9899(9) 0.8481(7) 0.9443(7) 0.118(3) Uani 1 1 d . . .
H12A H 1.0515 0.8968 0.9176 0.141 Uiso 1 1 d R . .
H12B H 0.9172 0.8725 0.9296 0.141 Uiso 1 1 d R . .
O13 O 0.7302(13) 1.1549(11) 0.0106(12) 0.085(5) Uani 0.50 1 d PDU A -1
N1 N 0.4676(11) 1.0208(14) -0.0265(16) 0.076(6) Uani 0.50 1 d PDU A -1
C23 C 0.6454(14) 0.9436(14) 0.0930(15) 0.129(7) Uani 0.75 1 d PDU A -1
H23A H 0.7114 0.9099 0.0727 0.155 Uiso 0.50 1 d PR A -1
H23B H 0.6914 0.9809 0.1763 0.155 Uiso 0.50 1 d PR A -1
H23C H 0.7385 1.0121 0.1072 0.155 Uiso 0.25 1 d PR A -1
H23D H 0.6358 0.9263 0.1671 0.155 Uiso 0.25 1 d PR A -1
H23E H 0.6417 0.8680 0.0502 0.155 Uiso 0.25 1 d PR A -1
C24 C 0.5287(15) 0.8558(12) 0.0742(15) 0.103(6) Uani 0.75 1 d PDU A -1
H24A H 0.5195 0.8344 0.1483 0.123 Uiso 0.50 1 d PR A -1
H24B H 0.5209 0.7801 0.0272 0.123 Uiso 0.50 1 d PR A -1
H24C H 0.4280 0.7972 0.0527 0.123 Uiso 0.25 1 d PR A -1
H24D H 0.5815 0.8173 0.0418 0.123 Uiso 0.25 1 d PR A -1
H24E H 0.5756 0.8756 0.1587 0.123 Uiso 0.25 1 d PR A -1
C25 C 0.6245(11) 1.0489(15) 0.018(2) 0.072(8) Uani 0.50 1 d PDU A -1
C26 C 0.406(3) 0.908(2) 0.006(2) 0.064(6) Uani 0.50 1 d PU A -1
H26A H 0.3349 0.8456 -0.0632 0.077 Uiso 0.50 1 calc PR A -1
H26B H 0.3543 0.9201 0.0569 0.077 Uiso 0.50 1 calc PR A -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
Ni1 O3 1.992(4) 2_666 ?
Ni1 O3 1.992(4) . ?
Ni1 O9 2.036(4) . ?
Ni1 O9 2.036(4) 2_666 ?
Ni1 O2 2.201(4) 1_445 ?
Ni1 O2 2.201(4) 2_776 ?
Ni2 O6 1.998(5) 1_545 ?
Ni2 O4 2.035(4) . ?
Ni2 O8 2.066(4) 1_655 ?
Ni2 O9 2.082(4) . ?
Ni2 O10 2.084(4) . ?
Ni2 O2 2.113(4) 1_445 ?
Ni3 O5 2.007(4) 1_545 ?
Ni3 O5 2.007(4) 2_777 ?
Ni3 O11 2.048(4) 2_767 ?
Ni3 O11 2.048(4) . ?
Ni3 O10 2.084(4) 2_767 ?
Ni3 O10 2.084(4) . ?
C1 O1 1.247(7) . ?
C1 O2 1.269(7) . ?
C1 C2 1.488(8) . ?
C2 C5 1.375(8) . ?
C2 C3 1.405(9) . ?
C3 C4 1.359(8) . ?
C3 H3 0.9300 . ?
C4 C7 1.410(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.380(8) . ?
C5 H5 0.9300 . ?
C6 C7 1.392(8) . ?
C6 H6 0.9300 . ?
C7 C8 1.491(8) . ?
C8 C9 1.398(8) . ?
C8 C12 1.418(8) . ?
C9 C10 1.391(8) . ?
C9 H9 0.9300 . ?
C10 C15 1.406(8) . ?
C10 C11 1.504(8) . ?
C11 O4 1.249(7) . ?
C11 O3 1.257(7) . ?
C12 C14 1.378(8) . ?
C12 C13 1.511(8) . ?
C13 O6 1.241(7) . ?
C13 O5 1.248(7) . ?
C14 C15 1.386(8) . ?
C14 H14 0.9300 . ?
C15 C16 1.477(8) . ?
C16 C17 1.376(9) . ?
C16 C19 1.394(9) . ?
C17 C18 1.395(8) . ?
C17 H17 0.9300 . ?
C18 C21 1.398(9) . ?
C18 H18 0.9300 . ?
C19 C20 1.380(9) . ?
C19 H19 0.9300 . ?
C20 C21 1.377(9) . ?
C20 H20 0.9300 . ?
C21 C22 1.491(8) . ?
C22 O8 1.251(7) . ?
C22 O7 1.276(8) . ?
O2 Ni2 2.113(4) 1_665 ?
O2 Ni1 2.201(4) 1_665 ?
O5 Ni3 2.007(4) 1_565 ?
O6 Ni2 1.998(4) 1_565 ?
O8 Ni2 2.066(4) 1_455 ?
O9 H9A 0.8499 . ?
O9 H9B 0.8500 . ?
O10 H10A 0.8501 . ?
O10 H10B 0.8500 . ?
O11 H11A 0.8500 . ?
O11 H11B 0.8500 . ?
O12 H12A 0.8500 . ?
O12 H12B 0.8501 . ?
O13 C25 1.345(4) . ?
N1 C26 1.36(2) . ?
N1 C25 1.436(5) . ?
C23 C24 1.212(5) . ?
C23 C25 1.559(5) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 H23C 0.9600 . ?
C23 H23D 0.9600 . ?
C23 H23E 0.9600 . ?
C24 C26 1.57(2) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 H24C 0.9600 . ?
C24 H24D 0.9600 . ?
C24 H24E 0.9600 . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?

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 Ni1 O3 180.000(1) 2_666 . ?
O3 Ni1 O9 85.29(16) 2_666 . ?
O3 Ni1 O9 94.71(16) . . ?
O3 Ni1 O9 94.71(16) 2_666 2_666 ?
O3 Ni1 O9 85.29(16) . 2_666 ?
O9 Ni1 O9 180.0(2) . 2_666 ?
O3 Ni1 O2 90.27(16) 2_666 1_445 ?
O3 Ni1 O2 89.73(16) . 1_445 ?
O9 Ni1 O2 79.71(15) . 1_445 ?
O9 Ni1 O2 100.29(15) 2_666 1_445 ?
O3 Ni1 O2 89.73(16) 2_666 2_776 ?
O3 Ni1 O2 90.27(16) . 2_776 ?
O9 Ni1 O2 100.29(15) . 2_776 ?
O9 Ni1 O2 79.71(15) 2_666 2_776 ?
O2 Ni1 O2 180.000(1) 1_445 2_776 ?
O6 Ni2 O4 175.76(19) 1_545 . ?
O6 Ni2 O8 89.31(19) 1_545 1_655 ?
O4 Ni2 O8 87.23(17) . 1_655 ?
O6 Ni2 O9 87.52(18) 1_545 . ?
O4 Ni2 O9 90.28(17) . . ?
O8 Ni2 O9 94.01(16) 1_655 . ?
O6 Ni2 O10 97.80(18) 1_545 . ?
O4 Ni2 O10 84.72(17) . . ?
O8 Ni2 O10 91.10(16) 1_655 . ?
O9 Ni2 O10 172.67(17) . . ?
O6 Ni2 O2 90.38(18) 1_545 1_445 ?
O4 Ni2 O2 92.84(17) . 1_445 ?
O8 Ni2 O2 174.79(16) 1_655 1_445 ?
O9 Ni2 O2 80.78(15) . 1_445 ?
O10 Ni2 O2 94.10(16) . 1_445 ?
O5 Ni3 O5 180.000(2) 1_545 2_777 ?
O5 Ni3 O11 88.1(2) 1_545 2_767 ?
O5 Ni3 O11 91.9(2) 2_777 2_767 ?
O5 Ni3 O11 91.9(2) 1_545 . ?
O5 Ni3 O11 88.1(2) 2_777 . ?
O11 Ni3 O11 180.000(1) 2_767 . ?
O5 Ni3 O10 86.60(17) 1_545 2_767 ?
O5 Ni3 O10 93.40(17) 2_777 2_767 ?
O11 Ni3 O10 87.71(17) 2_767 2_767 ?
O11 Ni3 O10 92.29(17) . 2_767 ?
O5 Ni3 O10 93.40(17) 1_545 . ?
O5 Ni3 O10 86.60(17) 2_777 . ?
O11 Ni3 O10 92.29(17) 2_767 . ?
O11 Ni3 O10 87.71(17) . . ?
O10 Ni3 O10 180.000(1) 2_767 . ?
O1 C1 O2 122.4(6) . . ?
O1 C1 C2 116.8(6) . . ?
O2 C1 C2 120.7(6) . . ?
C5 C2 C3 118.5(6) . . ?
C5 C2 C1 123.5(6) . . ?
C3 C2 C1 118.0(6) . . ?
C4 C3 C2 120.6(6) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C7 121.5(6) . . ?
C3 C4 H4 119.2 . . ?
C7 C4 H4 119.2 . . ?
C2 C5 C6 121.0(6) . . ?
C2 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C5 C6 C7 121.3(6) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C6 C7 C4 117.0(6) . . ?
C6 C7 C8 121.1(5) . . ?
C4 C7 C8 121.8(5) . . ?
C9 C8 C12 116.7(5) . . ?
C9 C8 C7 119.4(6) . . ?
C12 C8 C7 123.9(6) . . ?
C10 C9 C8 122.9(6) . . ?
C10 C9 H9 118.5 . . ?
C8 C9 H9 118.5 . . ?
C9 C10 C15 119.5(6) . . ?
C9 C10 C11 118.8(5) . . ?
C15 C10 C11 121.7(5) . . ?
O4 C11 O3 126.1(6) . . ?
O4 C11 C10 117.0(5) . . ?
O3 C11 C10 116.9(6) . . ?
C14 C12 C8 119.9(6) . . ?
C14 C12 C13 114.8(5) . . ?
C8 C12 C13 125.2(5) . . ?
O6 C13 O5 127.5(6) . . ?
O6 C13 C12 116.3(5) . . ?
O5 C13 C12 116.0(6) . . ?
C12 C14 C15 123.1(6) . . ?
C12 C14 H14 118.5 . . ?
C15 C14 H14 118.5 . . ?
C14 C15 C10 117.7(5) . . ?
C14 C15 C16 118.6(5) . . ?
C10 C15 C16 123.6(6) . . ?
C17 C16 C19 118.6(6) . . ?
C17 C16 C15 122.7(6) . . ?
C19 C16 C15 118.7(6) . . ?
C16 C17 C18 121.3(6) . . ?
C16 C17 H17 119.4 . . ?
C18 C17 H17 119.4 . . ?
C17 C18 C21 119.4(6) . . ?
C17 C18 H18 120.3 . . ?
C21 C18 H18 120.3 . . ?
C20 C19 C16 120.7(6) . . ?
C20 C19 H19 119.7 . . ?
C16 C19 H19 119.7 . . ?
C21 C20 C19 120.7(7) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C20 C21 C18 119.3(6) . . ?
C20 C21 C22 119.6(6) . . ?
C18 C21 C22 121.1(6) . . ?
O8 C22 O7 124.3(6) . . ?
O8 C22 C21 119.5(6) . . ?
O7 C22 C21 116.1(6) . . ?
C1 O2 Ni2 122.7(4) . 1_665 ?
C1 O2 Ni1 141.9(4) . 1_665 ?
Ni2 O2 Ni1 92.22(15) 1_665 1_665 ?
C11 O3 Ni1 129.5(4) . . ?
C11 O4 Ni2 128.8(4) . . ?
C13 O5 Ni3 140.8(4) . 1_565 ?
C13 O6 Ni2 132.2(4) . 1_565 ?
C22 O8 Ni2 120.2(4) . 1_455 ?
Ni1 O9 Ni2 98.07(16) . . ?
Ni1 O9 H9A 131.7 . . ?
Ni2 O9 H9A 85.3 . . ?
Ni1 O9 H9B 111.0 . . ?
Ni2 O9 H9B 121.3 . . ?
H9A O9 H9B 107.7 . . ?
Ni2 O10 Ni3 121.3(2) . . ?
Ni2 O10 H10A 137.7 . . ?
Ni3 O10 H10A 82.9 . . ?
Ni2 O10 H10B 92.7 . . ?
Ni3 O10 H10B 115.9 . . ?
H10A O10 H10B 107.7 . . ?
Ni3 O11 H11A 141.5 . . ?
Ni3 O11 H11B 98.5 . . ?
H11A O11 H11B 107.7 . . ?
H12A O12 H12B 107.7 . . ?
C26 N1 C25 105.3(11) . . ?
C24 C23 C25 111.7(6) . . ?
C24 C23 H23A 108.4 . . ?
C25 C23 H23A 108.8 . . ?
C24 C23 H23B 110.1 . . ?
C25 C23 H23B 109.8 . . ?
H23A C23 H23B 107.9 . . ?
C24 C23 H23C 178.9 . . ?
C25 C23 H23C 68.7 . . ?
H23A C23 H23C 70.5 . . ?
H23B C23 H23C 70.6 . . ?
C24 C23 H23D 71.1 . . ?
C25 C23 H23D 133.5 . . ?
H23A C23 H23D 114.0 . . ?
H23C C23 H23D 109.5 . . ?
C24 C23 H23E 69.4 . . ?
C25 C23 H23E 114.7 . . ?
H23B C23 H23E 131.8 . . ?
H23C C23 H23E 109.5 . . ?
H23D C23 H23E 109.5 . . ?
C23 C24 C26 104.8(10) . . ?
C23 C24 H24A 110.0 . . ?
C26 C24 H24A 110.7 . . ?
C23 C24 H24B 111.6 . . ?
C26 C24 H24B 111.0 . . ?
C23 C24 H24C 169.2 . . ?
C26 C24 H24C 64.5 . . ?
H24A C24 H24C 75.2 . . ?
H24B C24 H24C 74.3 . . ?
C23 C24 H24D 76.9 . . ?
C26 C24 H24D 127.8 . . ?
H24A C24 H24D 117.6 . . ?
H24C C24 H24D 109.5 . . ?
C23 C24 H24E 75.3 . . ?
C26 C24 H24E 121.6 . . ?
H24B C24 H24E 123.2 . . ?
H24C C24 H24E 109.5 . . ?
H24D C24 H24E 109.5 . . ?
O13 C25 N1 126.3(5) . . ?
O13 C25 C23 127.8(5) . . ?
N1 C25 C23 105.2(5) . . ?
N1 C26 C24 111.0(16) . . ?
N1 C26 H26A 109.4 . . ?
C24 C26 H26A 109.4 . . ?
H24C C26 H26A 84.0 . . ?
N1 C26 H26B 109.4 . . ?
C24 C26 H26B 109.4 . . ?
H26A C26 H26B 108.0 . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.815
_refine_diff_density_min         -0.675
_refine_diff_density_rms         0.123
####################################################################### 
# 
# 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 1415286'
_audit_update_record             
;
2015-07-25 deposited with the CCDC.
2016-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H28 Co2 N2 O11'
_chemical_formula_weight         698.39

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   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                   21.2258(19)
_cell_length_b                   7.1522(5)
_cell_length_c                   18.6176(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.347(3)
_cell_angle_gamma                90.00
_cell_volume                     2761.0(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1879
_cell_measurement_theta_min      2.0
_cell_measurement_theta_max      20.9

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.680
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1432
_exptl_absorpt_coefficient_mu    1.270
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8625
_exptl_absorpt_correction_T_max  0.8835
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(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 Smart Aepex CCD'
_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            7368
_diffrn_reflns_av_R_equivalents  0.0393
_diffrn_reflns_av_sigmaI/netI    0.0410
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.01
_diffrn_reflns_theta_max         24.98
_reflns_number_total             2407
_reflns_number_gt                1972
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    SHELXTL
_computing_publication_material  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)+(0.0243P)²+7.3439P] 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     SHELXL
_refine_ls_extinction_coef       0.0035(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2407
_refine_ls_number_parameters     248
_refine_ls_number_restraints     21
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0347
_refine_ls_wR_factor_ref         0.0863
_refine_ls_wR_factor_gt          0.0806
_refine_ls_goodness_of_fit_ref   1.145
_refine_ls_restrained_S_all      1.147
_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 1.0000 0.5000 0.00744(17) Uani 1 2 d S . .
Co2 Co 0.0000 0.5000 0.5000 0.00790(17) Uani 1 2 d S . .
C1 C 0.06534(13) 0.7380(4) 0.62578(14) 0.0122(6) Uani 1 1 d U . .
C2 C 0.10513(13) 0.7395(4) 0.70343(14) 0.0131(6) Uani 1 1 d . A .
C3 C 0.08814(13) 0.8587(4) 0.75479(14) 0.0136(6) Uani 1 1 d . . .
H3 H 0.0539 0.9412 0.7402 0.016 Uiso 1 1 calc R A .
C4 C 0.12130(13) 0.8571(4) 0.82759(14) 0.0132(6) Uani 1 1 d . A .
H4 H 0.1083 0.9354 0.8616 0.016 Uiso 1 1 calc R . .
C5 C 0.15779(14) 0.6214(4) 0.72553(14) 0.0164(6) Uani 1 1 d . . .
H5 H 0.1700 0.5413 0.6916 0.020 Uiso 1 1 calc R A .
C6 C 0.19216(13) 0.6221(4) 0.79764(14) 0.0148(6) Uani 1 1 d . A .
H6 H 0.2277 0.5440 0.8114 0.018 Uiso 1 1 calc R . .
C7 C 0.17406(13) 0.7386(4) 0.85009(14) 0.0101(6) Uani 1 1 d . . .
C8 C 0.21156(13) 0.7396(3) 0.92750(14) 0.0094(5) Uani 1 1 d . A .
C9 C 0.27862(13) 0.7316(3) 0.94133(14) 0.0102(6) Uani 1 1 d . . .
H9 H 0.2985 0.7186 0.9017 0.012 Uiso 1 1 calc R A .
C10 C 0.18279(13) 0.7578(3) 0.98850(14) 0.0081(5) Uani 1 1 d . . .
C11 C 0.11114(13) 0.7623(4) 0.98422(13) 0.0095(6) Uani 1 1 d . A .
O1 O 0.06599(9) 0.5883(3) 0.59014(9) 0.0153(4) Uani 1 1 d . A .
O2 O 0.03489(9) 0.8840(3) 0.60353(9) 0.0144(4) Uani 1 1 d . A .
O3 O 0.09105(9) 0.9165(3) 1.00353(9) 0.0133(4) Uani 1 1 d . . .
O4 O 0.07898(9) 0.6175(2) 0.96602(9) 0.0124(4) Uani 1 1 d . . .
O5 O 0.01443(10) 0.7492(3) 0.43816(10) 0.0181(5) Uani 0.50 1 d PU A .
O5W O 0.01443(10) 0.7492(3) 0.43816(10) 0.0181(5) Uani 0.50 1 d P A 1
H5WA H 0.0524 0.7491 0.4303 0.022 Uiso 0.50 1 d PR A 1
H5WB H -0.0121 0.7491 0.3969 0.022 Uiso 0.50 1 d PR A 1
C12 C 0.0600(3) 0.6300(9) 0.3165(3) 0.0212(13) Uani 0.50 1 d P A -1
H12A H 0.0842 0.6522 0.3655 0.025 Uiso 0.50 1 d PR A -1
H12B H 0.0793 0.6970 0.2821 0.025 Uiso 0.50 1 d PR A -1
H12C H 0.0599 0.4986 0.3059 0.025 Uiso 0.50 1 d PR A -1
C13 C -0.0486(3) 0.6870(9) 0.2373(3) 0.0212(13) Uani 0.50 1 d P A -1
H13A H -0.0499 0.5618 0.2184 0.025 Uiso 0.50 1 d PR A -1
H13B H -0.0322 0.7699 0.2051 0.025 Uiso 0.50 1 d PR A -1
H13C H -0.0913 0.7252 0.2403 0.025 Uiso 0.50 1 d PR A -1
C14 C -0.0270(3) 0.7490(7) 0.3681(3) 0.0174(12) Uani 0.50 1 d PU A -1
C15 C -0.0897(4) 0.7635(11) 0.3398(5) 0.0463(19) Uani 0.50 1 d PU A -1
H15A H -0.1065 0.8739 0.3583 0.056 Uiso 0.50 1 d PR A -1
H15B H -0.1117 0.6556 0.3528 0.056 Uiso 0.50 1 d PR A -1
H15C H -0.0961 0.7715 0.2873 0.056 Uiso 0.50 1 d PR A -1
N1 N -0.0064(2) 0.6938(6) 0.3100(2) 0.0153(10) Uani 0.50 1 d P A -1
N2 N 0.2399(3) 0.2539(10) 0.9829(3) 0.0191(19) Uani 0.50 1 d PU B -2
O6 O 0.1361(2) 0.2520(5) 0.9171(2) 0.0180(9) Uani 0.50 1 d P B -2
C16 C 0.1763(3) 0.2661(8) 0.9763(3) 0.0206(13) Uani 0.50 1 d P B -2
H16 H 0.1604 0.2848 1.0186 0.025 Uiso 0.50 1 d PR B -2
C17 C 0.2687(3) 0.2222(8) 0.9194(4) 0.0273(15) Uani 0.50 1 d P B -2
H17A H 0.2351 0.2023 0.8765 0.033 Uiso 0.50 1 d PR B -2
H17B H 0.2962 0.1144 0.9278 0.033 Uiso 0.50 1 d PR B -2
H17C H 0.2935 0.3300 0.9121 0.033 Uiso 0.50 1 d PR B -2
C18 C 0.2844(4) 0.2657(10) 1.0531(5) 0.031(2) Uani 0.50 1 d P B -2
H18A H 0.2619 0.3055 1.0901 0.037 Uiso 0.50 1 d PR B -2
H18B H 0.3173 0.3551 1.0494 0.037 Uiso 0.50 1 d PR B -2
H18C H 0.3038 0.1459 1.0663 0.037 Uiso 0.50 1 d PR B -2


_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 2.0104(18) 2_556 ?
Co1 O3 2.0104(18) 6_575 ?
Co1 O2 2.0837(17) . ?
Co1 O2 2.0837(17) 5_576 ?
Co1 O5W 2.1880(18) 5_576 ?
Co1 O5 2.1880(18) 5_576 ?
Co1 O5 2.1880(18) . ?
Co2 O1 2.0424(17) . ?
Co2 O1 2.0424(17) 5_566 ?
Co2 O4 2.0906(18) 2_556 ?
Co2 O4 2.0906(18) 6_565 ?
Co2 O5W 2.1789(18) 5_566 ?
Co2 O5 2.1789(18) 5_566 ?
Co2 O5 2.1789(18) . ?
C1 O2 1.251(3) . ?
C1 O1 1.261(3) . ?
C1 C2 1.510(3) . ?
C2 C3 1.385(4) . ?
C2 C5 1.391(4) . ?
C3 C4 1.387(4) . ?
C3 H3 0.9300 . ?
C4 C7 1.396(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.384(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.399(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.490(3) . ?
C8 C9 1.393(4) . ?
C8 C10 1.406(4) . ?
C9 C10 1.388(4) 7_567 ?
C9 H9 0.9300 . ?
C10 C9 1.388(4) 7_567 ?
C10 C11 1.506(4) . ?
C11 O4 1.247(3) . ?
C11 O3 1.262(3) . ?
O3 Co1 2.0104(18) 2_556 ?
O4 Co2 2.0906(18) 2_556 ?
O5 C14 1.409(6) . ?
O5 H5WA 0.8500 . ?
O5 H5WB 0.8499 . ?
C12 N1 1.461(8) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 N1 1.456(7) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 N1 1.311(7) . ?
C14 C15 1.325(10) . ?
C14 H5WB 0.5617 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
N2 C16 1.333(10) . ?
N2 C18 1.442(12) . ?
N2 C17 1.459(9) . ?
O6 C16 1.245(7) . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?

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 180.00(10) 2_556 6_575 ?
O3 Co1 O2 93.50(7) 2_556 . ?
O3 Co1 O2 86.50(7) 6_575 . ?
O3 Co1 O2 86.50(7) 2_556 5_576 ?
O3 Co1 O2 93.50(7) 6_575 5_576 ?
O2 Co1 O2 180.0 . 5_576 ?
O3 Co1 O5W 91.09(8) 2_556 5_576 ?
O3 Co1 O5W 88.91(8) 6_575 5_576 ?
O2 Co1 O5W 84.36(7) . 5_576 ?
O2 Co1 O5W 95.64(7) 5_576 5_576 ?
O3 Co1 O5 91.09(8) 2_556 5_576 ?
O3 Co1 O5 88.91(8) 6_575 5_576 ?
O2 Co1 O5 84.36(7) . 5_576 ?
O2 Co1 O5 95.64(7) 5_576 5_576 ?
O5W Co1 O5 0.00(12) 5_576 5_576 ?
O3 Co1 O5 88.91(8) 2_556 . ?
O3 Co1 O5 91.09(8) 6_575 . ?
O2 Co1 O5 95.64(7) . . ?
O2 Co1 O5 84.36(7) 5_576 . ?
O5W Co1 O5 180.0 5_576 . ?
O5 Co1 O5 180.0 5_576 . ?
O1 Co2 O1 180.0 . 5_566 ?
O1 Co2 O4 94.62(7) . 2_556 ?
O1 Co2 O4 85.38(7) 5_566 2_556 ?
O1 Co2 O4 85.38(7) . 6_565 ?
O1 Co2 O4 94.62(7) 5_566 6_565 ?
O4 Co2 O4 180.00(8) 2_556 6_565 ?
O1 Co2 O5W 88.15(8) . 5_566 ?
O1 Co2 O5W 91.85(8) 5_566 5_566 ?
O4 Co2 O5W 87.51(7) 2_556 5_566 ?
O4 Co2 O5W 92.49(7) 6_565 5_566 ?
O1 Co2 O5 88.15(8) . 5_566 ?
O1 Co2 O5 91.85(8) 5_566 5_566 ?
O4 Co2 O5 87.51(7) 2_556 5_566 ?
O4 Co2 O5 92.49(7) 6_565 5_566 ?
O5W Co2 O5 0.00(12) 5_566 5_566 ?
O1 Co2 O5 91.85(8) . . ?
O1 Co2 O5 88.15(8) 5_566 . ?
O4 Co2 O5 92.49(7) 2_556 . ?
O4 Co2 O5 87.51(7) 6_565 . ?
O5W Co2 O5 180.000(1) 5_566 . ?
O5 Co2 O5 180.000(1) 5_566 . ?
O2 C1 O1 126.7(2) . . ?
O2 C1 C2 117.0(2) . . ?
O1 C1 C2 116.3(2) . . ?
C3 C2 C5 118.7(2) . . ?
C3 C2 C1 119.4(2) . . ?
C5 C2 C1 121.9(2) . . ?
C2 C3 C4 121.1(3) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C3 C4 C7 120.3(2) . . ?
C3 C4 H4 119.8 . . ?
C7 C4 H4 119.8 . . ?
C6 C5 C2 120.5(3) . . ?
C6 C5 H5 119.7 . . ?
C2 C5 H5 119.7 . . ?
C5 C6 C7 120.9(3) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 H6 119.6 . . ?
C4 C7 C6 118.3(2) . . ?
C4 C7 C8 121.0(2) . . ?
C6 C7 C8 120.6(2) . . ?
C9 C8 C10 117.3(2) . . ?
C9 C8 C7 119.5(2) . . ?
C10 C8 C7 123.2(2) . . ?
C10 C9 C8 123.1(2) 7_567 . ?
C10 C9 H9 118.5 7_567 . ?
C8 C9 H9 118.5 . . ?
C9 C10 C8 119.6(3) 7_567 . ?
C9 C10 C11 115.8(2) 7_567 . ?
C8 C10 C11 124.6(2) . . ?
O4 C11 O3 127.2(3) . . ?
O4 C11 C10 119.0(2) . . ?
O3 C11 C10 113.7(2) . . ?
C1 O1 Co2 127.72(17) . . ?
C1 O2 Co1 134.03(17) . . ?
C11 O3 Co1 129.14(17) . 2_556 ?
C11 O4 Co2 132.81(17) . 2_556 ?
C14 O5 Co2 111.0(2) . . ?
C14 O5 Co1 111.0(3) . . ?
Co2 O5 Co1 109.95(8) . . ?
C14 O5 H5WA 105.5 . . ?
Co2 O5 H5WA 109.7 . . ?
Co1 O5 H5WA 109.7 . . ?
Co2 O5 H5WB 109.7 . . ?
Co1 O5 H5WB 109.7 . . ?
H5WA O5 H5WB 108.2 . . ?
N1 C12 H12A 109.7 . . ?
N1 C12 H12B 109.4 . . ?
H12A C12 H12B 109.5 . . ?
N1 C12 H12C 109.3 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C13 H13A 109.6 . . ?
N1 C13 H13B 109.1 . . ?
H13A C13 H13B 109.5 . . ?
N1 C13 H13C 109.7 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N1 C14 C15 100.4(6) . . ?
N1 C14 O5 120.7(5) . . ?
C15 C14 O5 138.0(6) . . ?
N1 C14 H5WB 124.5 . . ?
C15 C14 H5WB 133.9 . . ?
C14 C15 H15A 109.9 . . ?
C14 C15 H15B 109.8 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 108.8 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 N1 C13 122.0(5) . . ?
C14 N1 C12 120.8(5) . . ?
C13 N1 C12 117.2(5) . . ?
C16 N2 C18 122.2(6) . . ?
C16 N2 C17 121.8(6) . . ?
C18 N2 C17 116.0(7) . . ?
O6 C16 N2 124.4(6) . . ?
O6 C16 H16 117.2 . . ?
N2 C16 H16 118.4 . . ?
N2 C17 H17A 109.5 . . ?
N2 C17 H17B 109.9 . . ?
H17A C17 H17B 109.5 . . ?
N2 C17 H17C 109.1 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 H18A 109.8 . . ?
N2 C18 H18B 108.6 . . ?
H18A C18 H18B 109.5 . . ?
N2 C18 H18C 110.0 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        24.98
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.353
_refine_diff_density_min         -0.497
_refine_diff_density_rms         0.069
####################################################################### 
# 
# 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 1445127'
_audit_update_record             
;
2016-01-04 deposited with the CCDC.
2016-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C45 H27 Mn N2 O12'
_chemical_formula_weight         842.63

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   10.3531(6)
_cell_length_b                   12.6481(7)
_cell_length_c                   15.1208(8)
_cell_angle_alpha                88.7490(10)
_cell_angle_beta                 88.4340(10)
_cell_angle_gamma                65.8620(10)
_cell_volume                     1806.10(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1990
_cell_measurement_theta_min      2.0
_cell_measurement_theta_max      20.3

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.549
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             864
_exptl_absorpt_coefficient_mu    0.441
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9490
_exptl_absorpt_correction_T_max  0.9572
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(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 Smart Aepex CCD'
_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            14635
_diffrn_reflns_av_R_equivalents  0.0163
_diffrn_reflns_av_sigmaI/netI    0.0267
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.21
_diffrn_reflns_theta_max         28.35
_reflns_number_total             8678
_reflns_number_gt                7827
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  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)+(0.0312P)²+1.4774P] 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         8678
_refine_ls_number_parameters     544
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0394
_refine_ls_R_factor_gt           0.0343
_refine_ls_wR_factor_ref         0.0860
_refine_ls_wR_factor_gt          0.0820
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.084
_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
Mn1 Mn 0.61195(2) 0.065783(16) 0.078883(13) 0.00907(6) Uani 1 1 d . . .
C1 C 0.88166(15) -0.05990(12) 0.20849(11) 0.0161(3) Uani 1 1 d . . .
H1 H 0.9207 -0.1106 0.1601 0.019 Uiso 1 1 calc R . .
C2 C 0.96585(17) -0.07304(13) 0.28294(12) 0.0214(3) Uani 1 1 d . . .
H2 H 1.0599 -0.1310 0.2843 0.026 Uiso 1 1 calc R . .
C3 C 0.91022(18) -0.00108(14) 0.35332(12) 0.0239(3) Uani 1 1 d . . .
H3 H 0.9654 -0.0091 0.4042 0.029 Uiso 1 1 calc R . .
C4 C 0.77050(18) 0.08515(14) 0.34998(10) 0.0199(3) Uani 1 1 d . . .
C5 C 0.7041(2) 0.16457(16) 0.42081(11) 0.0278(4) Uani 1 1 d . . .
H5 H 0.7560 0.1614 0.4724 0.033 Uiso 1 1 calc R . .
C6 C 0.5683(2) 0.24393(15) 0.41492(11) 0.0271(4) Uani 1 1 d . . .
H6 H 0.5268 0.2959 0.4623 0.033 Uiso 1 1 calc R . .
C7 C 0.48621(17) 0.25063(13) 0.33822(10) 0.0185(3) Uani 1 1 d . . .
C8 C 0.34125(18) 0.32432(13) 0.33191(11) 0.0216(3) Uani 1 1 d . . .
H8 H 0.2939 0.3757 0.3786 0.026 Uiso 1 1 calc R . .
C9 C 0.26914(17) 0.32144(13) 0.25822(11) 0.0206(3) Uani 1 1 d . . .
H9 H 0.1708 0.3689 0.2540 0.025 Uiso 1 1 calc R . .
C10 C 0.34277(15) 0.24717(12) 0.18879(10) 0.0161(3) Uani 1 1 d . . .
H10 H 0.2927 0.2474 0.1370 0.019 Uiso 1 1 calc R . .
C11 C 0.54996(15) 0.17614(12) 0.26661(9) 0.0129(3) Uani 1 1 d . . .
C12 C 0.69483(15) 0.09203(12) 0.27253(9) 0.0134(3) Uani 1 1 d . . .
C13 C 0.86994(14) -0.07663(11) -0.05675(9) 0.0108(2) Uani 1 1 d . . .
C14 C 0.96224(14) -0.19633(11) -0.08960(9) 0.0102(2) Uani 1 1 d . . .
C15 C 1.06164(14) -0.21153(11) -0.15762(9) 0.0117(3) Uani 1 1 d . . .
H15 H 1.0719 -0.1459 -0.1828 0.014 Uiso 1 1 calc R . .
C16 C 1.14589(14) -0.32129(11) -0.18909(9) 0.0117(3) Uani 1 1 d . . .
H16 H 1.2139 -0.3301 -0.2350 0.014 Uiso 1 1 calc R . .
C17 C 1.13105(14) -0.41903(11) -0.15351(9) 0.0101(2) Uani 1 1 d . . .
C18 C 1.03108(15) -0.40362(11) -0.08596(9) 0.0127(3) Uani 1 1 d . . .
H18 H 1.0194 -0.4691 -0.0616 0.015 Uiso 1 1 calc R . .
C19 C 0.94780(14) -0.29368(12) -0.05337(9) 0.0123(3) Uani 1 1 d . . .
H19 H 0.8813 -0.2850 -0.0065 0.015 Uiso 1 1 calc R . .
C20 C 0.82646(15) -0.52267(11) 0.34827(9) 0.0127(3) Uani 1 1 d . . .
C21 C 0.75268(14) -0.43774(11) 0.27657(9) 0.0107(2) Uani 1 1 d . . .
C22 C 0.77816(14) -0.46216(11) 0.18597(9) 0.0098(2) Uani 1 1 d . . .
C23 C 0.71060(14) -0.37160(11) 0.12559(9) 0.0100(2) Uani 1 1 d . . .
H23 H 0.7251 -0.3869 0.0640 0.012 Uiso 1 1 calc R . .
C24 C 0.62249(14) -0.25940(11) 0.15292(9) 0.0097(2) Uani 1 1 d . . .
C25 C 0.56275(13) -0.16257(11) 0.08447(9) 0.0093(2) Uani 1 1 d . . .
C26 C 0.65993(14) -0.32770(11) 0.30398(9) 0.0111(2) Uani 1 1 d . . .
H26 H 0.6409 -0.3137 0.3654 0.013 Uiso 1 1 calc R . .
C27 C 0.59445(13) -0.23776(11) 0.24392(9) 0.0099(2) Uani 1 1 d . . .
C28 C 0.49083(14) -0.12707(11) 0.28214(9) 0.0103(2) Uani 1 1 d . . .
C29 C 0.34888(15) -0.08226(12) 0.25798(9) 0.0125(3) Uani 1 1 d . . .
H29 H 0.3205 -0.1163 0.2111 0.015 Uiso 1 1 calc R . .
C30 C 0.24927(15) 0.01191(12) 0.30244(10) 0.0137(3) Uani 1 1 d . . .
H30 H 0.1528 0.0423 0.2861 0.016 Uiso 1 1 calc R . .
C31 C 0.53275(14) -0.07482(11) 0.34943(9) 0.0122(3) Uani 1 1 d . . .
H31 H 0.6294 -0.1044 0.3654 0.015 Uiso 1 1 calc R . .
C32 C 0.43337(15) 0.02033(12) 0.39311(9) 0.0123(3) Uani 1 1 d . . .
H32 H 0.4624 0.0570 0.4379 0.015 Uiso 1 1 calc R . .
C33 C 0.29125(14) 0.06192(11) 0.37123(9) 0.0119(3) Uani 1 1 d . . .
C34 C 0.18711(15) 0.15487(11) 0.42582(9) 0.0130(3) Uani 1 1 d . . .
C35 C 0.68843(14) 0.25493(11) -0.00622(9) 0.0105(2) Uani 1 1 d . . .
C36 C 0.59767(14) 0.38358(11) -0.00471(9) 0.0099(2) Uani 1 1 d . . .
C37 C 0.51059(14) 0.42542(11) 0.06993(9) 0.0108(2) Uani 1 1 d . . .
H37 H 0.5185 0.3740 0.1183 0.013 Uiso 1 1 calc R . .
C38 C 0.41209(14) 0.54058(11) 0.07588(9) 0.0098(2) Uani 1 1 d . . .
C39 C 0.32153(14) 0.57401(11) 0.15791(9) 0.0098(2) Uani 1 1 d . . .
C40 C 0.38209(15) 0.57680(12) 0.23842(9) 0.0130(3) Uani 1 1 d . . .
H40 H 0.4806 0.5581 0.2408 0.016 Uiso 1 1 calc R . .
C41 C 0.29914(15) 0.60675(12) 0.31530(9) 0.0129(3) Uani 1 1 d . . .
H41 H 0.3401 0.6109 0.3699 0.016 Uiso 1 1 calc R . .
C42 C 0.17762(14) 0.59684(12) 0.15518(9) 0.0122(3) Uani 1 1 d . . .
H42 H 0.1366 0.5933 0.1005 0.015 Uiso 1 1 calc R . .
C43 C 0.09425(14) 0.62459(12) 0.23195(9) 0.0129(3) Uani 1 1 d . . .
H43 H -0.0032 0.6392 0.2301 0.016 Uiso 1 1 calc R . .
C44 C 0.15510(14) 0.63076(11) 0.31187(9) 0.0116(3) Uani 1 1 d . . .
C45 C 0.06683(15) 0.66884(11) 0.39369(9) 0.0119(3) Uani 1 1 d . . .
N1 N 0.75041(12) 0.02002(10) 0.20290(8) 0.0122(2) Uani 1 1 d . . .
N2 N 0.47937(12) 0.17666(10) 0.19238(8) 0.0122(2) Uani 1 1 d . . .
O1 O 0.78176(11) -0.06585(9) 0.00420(7) 0.0153(2) Uani 1 1 d . . .
O2 O 0.89019(11) 0.00556(8) -0.09611(7) 0.0154(2) Uani 1 1 d . . .
O3 O 0.95204(11) -0.58061(9) 0.35052(7) 0.0186(2) Uani 1 1 d . . .
O4 O 0.73500(12) -0.52344(10) 0.41273(8) 0.0243(3) Uani 1 1 d . . .
H4 H 0.7792 -0.5696 0.4531 0.036 Uiso 1 1 calc R . .
O5 O 0.54433(10) -0.18948(8) 0.00794(7) 0.01275(19) Uani 1 1 d . . .
O6 O 0.53520(11) -0.06152(8) 0.11008(7) 0.0130(2) Uani 1 1 d . . .
O7 O 0.05422(11) 0.17184(9) 0.41323(8) 0.0197(2) Uani 1 1 d . . .
H7 H 0.0004 0.2261 0.4454 0.029 Uiso 1 1 calc R . .
O8 O 0.22192(11) 0.20823(9) 0.48060(7) 0.0162(2) Uani 1 1 d . . .
O9 O 0.74627(11) 0.21227(8) -0.08058(7) 0.0157(2) Uani 1 1 d . . .
H9A H 0.8163 0.1007 -0.0802 0.023 Uiso 1 1 d R . .
O10 O 0.69947(10) 0.19677(8) 0.06275(7) 0.01156(19) Uani 1 1 d . . .
O11 O 0.11613(11) 0.68356(9) 0.46376(7) 0.0161(2) Uani 1 1 d . . .
O12 O -0.06643(11) 0.68894(10) 0.38512(7) 0.0191(2) Uani 1 1 d . . .
H12 H -0.1111 0.7168 0.4323 0.029 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 O6 2.1070(10) . ?
Mn1 O1 2.1720(10) . ?
Mn1 O5 2.1783(10) 2_655 ?
Mn1 O10 2.1962(10) . ?
Mn1 N2 2.2799(12) . ?
Mn1 N1 2.3081(13) . ?
C1 N1 1.3246(18) . ?
C1 C2 1.408(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.368(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.413(2) . ?
C3 H3 0.9500 . ?
C4 C12 1.408(2) . ?
C4 C5 1.439(2) . ?
C5 C6 1.357(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.437(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.411(2) . ?
C7 C11 1.412(2) . ?
C8 C9 1.367(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.407(2) . ?
C9 H9 0.9500 . ?
C10 N2 1.3301(18) . ?
C10 H10 0.9500 . ?
C11 N2 1.3545(19) . ?
C11 C12 1.445(2) . ?
C12 N1 1.3599(19) . ?
C13 O1 1.2487(17) . ?
C13 O2 1.2741(17) . ?
C13 C14 1.5085(17) . ?
C14 C15 1.3938(18) . ?
C14 C19 1.3984(18) . ?
C15 C16 1.3894(18) . ?
C15 H15 0.9500 . ?
C16 C17 1.4011(18) . ?
C16 H16 0.9500 . ?
C17 C18 1.3923(19) . ?
C17 C22 1.4947(17) 2_745 ?
C18 C19 1.3950(18) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 O3 1.2044(18) . ?
C20 O4 1.3430(17) . ?
C20 C21 1.4953(19) . ?
C21 C26 1.3933(18) . ?
C21 C22 1.4049(19) . ?
C22 C23 1.4032(18) . ?
C22 C17 1.4947(17) 2_745 ?
C23 C24 1.4011(17) . ?
C23 H23 0.9500 . ?
C24 C27 1.4080(19) . ?
C24 C25 1.5211(18) . ?
C25 O5 1.2545(17) . ?
C25 O6 1.2579(16) . ?
C26 C27 1.3915(18) . ?
C26 H26 0.9500 . ?
C27 C28 1.4892(17) . ?
C28 C31 1.3960(19) . ?
C28 C29 1.3977(19) . ?
C29 C30 1.3880(19) . ?
C29 H29 0.9500 . ?
C30 C33 1.396(2) . ?
C30 H30 0.9500 . ?
C31 C32 1.3885(18) . ?
C31 H31 0.9500 . ?
C32 C33 1.392(2) . ?
C32 H32 0.9500 . ?
C33 C34 1.4775(18) . ?
C34 O8 1.2293(18) . ?
C34 O7 1.3214(18) . ?
C35 O10 1.2433(17) . ?
C35 O9 1.2804(17) . ?
C35 C36 1.5104(17) . ?
C36 C37 1.3954(18) . ?
C36 C38 1.4036(18) 2_665 ?
C37 C38 1.3984(18) . ?
C37 H37 0.9500 . ?
C38 C36 1.4036(18) 2_665 ?
C38 C39 1.4938(17) . ?
C39 C40 1.392(2) . ?
C39 C42 1.3985(18) . ?
C40 C41 1.3896(19) . ?
C40 H40 0.9500 . ?
C41 C44 1.3971(19) . ?
C41 H41 0.9500 . ?
C42 C43 1.3895(19) . ?
C42 H42 0.9500 . ?
C43 C44 1.396(2) . ?
C43 H43 0.9500 . ?
C44 C45 1.4839(18) . ?
C45 O11 1.2384(18) . ?
C45 O12 1.3063(17) . ?
O2 H9A 1.1577 . ?
O4 H4 0.8400 . ?
O5 Mn1 2.1783(10) 2_655 ?
O7 H7 0.8400 . ?
O9 H9A 1.2965 . ?
O12 H12 0.8400 . ?

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 Mn1 O1 87.44(4) . . ?
O6 Mn1 O5 105.49(4) . 2_655 ?
O1 Mn1 O5 111.64(4) . 2_655 ?
O6 Mn1 O10 173.23(4) . . ?
O1 Mn1 O10 94.66(4) . . ?
O5 Mn1 O10 79.74(4) 2_655 . ?
O6 Mn1 N2 90.13(4) . . ?
O1 Mn1 N2 162.22(4) . . ?
O5 Mn1 N2 85.98(4) 2_655 . ?
O10 Mn1 N2 85.91(4) . . ?
O6 Mn1 N1 92.03(4) . . ?
O1 Mn1 N1 90.39(4) . . ?
O5 Mn1 N1 152.03(4) 2_655 . ?
O10 Mn1 N1 81.53(4) . . ?
N2 Mn1 N1 72.09(4) . . ?
N1 C1 C2 122.93(15) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C3 C2 C1 119.02(15) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C2 C3 C4 119.77(15) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C12 C4 C3 117.09(15) . . ?
C12 C4 C5 119.53(15) . . ?
C3 C4 C5 123.38(15) . . ?
C6 C5 C4 120.89(16) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C5 C6 C7 121.07(15) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 H6 119.5 . . ?
C8 C7 C11 117.29(15) . . ?
C8 C7 C6 123.37(14) . . ?
C11 C7 C6 119.26(15) . . ?
C9 C8 C7 119.70(14) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C8 C9 C10 118.99(14) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
N2 C10 C9 122.93(15) . . ?
N2 C10 H10 118.5 . . ?
C9 C10 H10 118.5 . . ?
N2 C11 C7 122.76(13) . . ?
N2 C11 C12 117.49(12) . . ?
C7 C11 C12 119.71(14) . . ?
N1 C12 C4 122.92(14) . . ?
N1 C12 C11 117.58(13) . . ?
C4 C12 C11 119.47(14) . . ?
O1 C13 O2 126.01(12) . . ?
O1 C13 C14 119.01(12) . . ?
O2 C13 C14 114.97(12) . . ?
C15 C14 C19 118.91(12) . . ?
C15 C14 C13 120.54(12) . . ?
C19 C14 C13 120.55(12) . . ?
C16 C15 C14 120.96(12) . . ?
C16 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
C15 C16 C17 120.36(12) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
C18 C17 C16 118.60(12) . . ?
C18 C17 C22 120.36(12) . 2_745 ?
C16 C17 C22 121.04(12) . 2_745 ?
C17 C18 C19 121.15(12) . . ?
C17 C18 H18 119.4 . . ?
C19 C18 H18 119.4 . . ?
C18 C19 C14 120.01(12) . . ?
C18 C19 H19 120.0 . . ?
C14 C19 H19 120.0 . . ?
O3 C20 O4 123.56(13) . . ?
O3 C20 C21 125.21(13) . . ?
O4 C20 C21 111.19(12) . . ?
C26 C21 C22 120.22(12) . . ?
C26 C21 C20 116.18(12) . . ?
C22 C21 C20 123.52(12) . . ?
C23 C22 C21 117.68(12) . . ?
C23 C22 C17 120.25(12) . 2_745 ?
C21 C22 C17 122.02(12) . 2_745 ?
C24 C23 C22 122.28(12) . . ?
C24 C23 H23 118.9 . . ?
C22 C23 H23 118.9 . . ?
C23 C24 C27 119.08(12) . . ?
C23 C24 C25 119.72(12) . . ?
C27 C24 C25 121.17(11) . . ?
O5 C25 O6 125.52(12) . . ?
O5 C25 C24 117.84(11) . . ?
O6 C25 C24 116.64(12) . . ?
C27 C26 C21 121.89(12) . . ?
C27 C26 H26 119.1 . . ?
C21 C26 H26 119.1 . . ?
C26 C27 C24 118.74(12) . . ?
C26 C27 C28 116.06(12) . . ?
C24 C27 C28 125.05(12) . . ?
C31 C28 C29 119.80(12) . . ?
C31 C28 C27 119.47(12) . . ?
C29 C28 C27 120.37(12) . . ?
C30 C29 C28 120.08(13) . . ?
C30 C29 H29 120.0 . . ?
C28 C29 H29 120.0 . . ?
C29 C30 C33 119.84(13) . . ?
C29 C30 H30 120.1 . . ?
C33 C30 H30 120.1 . . ?
C32 C31 C28 120.09(13) . . ?
C32 C31 H31 120.0 . . ?
C28 C31 H31 120.0 . . ?
C31 C32 C33 119.94(13) . . ?
C31 C32 H32 120.0 . . ?
C33 C32 H32 120.0 . . ?
C32 C33 C30 120.17(12) . . ?
C32 C33 C34 118.14(13) . . ?
C30 C33 C34 121.60(13) . . ?
O8 C34 O7 123.17(12) . . ?
O8 C34 C33 122.71(13) . . ?
O7 C34 C33 114.06(12) . . ?
O10 C35 O9 124.13(12) . . ?
O10 C35 C36 119.05(12) . . ?
O9 C35 C36 116.78(12) . . ?
C37 C36 C38 119.25(12) . 2_665 ?
C37 C36 C35 116.53(11) . . ?
C38 C36 C35 123.99(12) 2_665 . ?
C36 C37 C38 122.11(12) . . ?
C36 C37 H37 118.9 . . ?
C38 C37 H37 118.9 . . ?
C37 C38 C36 118.63(12) . 2_665 ?
C37 C38 C39 117.12(12) . . ?
C36 C38 C39 124.24(11) 2_665 . ?
C40 C39 C42 119.68(12) . . ?
C40 C39 C38 119.83(12) . . ?
C42 C39 C38 120.41(12) . . ?
C41 C40 C39 120.34(13) . . ?
C41 C40 H40 119.8 . . ?
C39 C40 H40 119.8 . . ?
C40 C41 C44 119.59(13) . . ?
C40 C41 H41 120.2 . . ?
C44 C41 H41 120.2 . . ?
C43 C42 C39 120.44(13) . . ?
C43 C42 H42 119.8 . . ?
C39 C42 H42 119.8 . . ?
C42 C43 C44 119.39(13) . . ?
C42 C43 H43 120.3 . . ?
C44 C43 H43 120.3 . . ?
C43 C44 C41 120.50(12) . . ?
C43 C44 C45 120.71(12) . . ?
C41 C44 C45 118.72(13) . . ?
O11 C45 O12 123.06(12) . . ?
O11 C45 C44 121.93(13) . . ?
O12 C45 C44 114.97(13) . . ?
C1 N1 C12 118.28(13) . . ?
C1 N1 Mn1 126.25(10) . . ?
C12 N1 Mn1 115.03(9) . . ?
C10 N2 C11 118.25(13) . . ?
C10 N2 Mn1 125.35(10) . . ?
C11 N2 Mn1 116.19(9) . . ?
C13 O1 Mn1 141.33(9) . . ?
C13 O2 H9A 119.6 . . ?
C20 O4 H4 109.5 . . ?
C25 O5 Mn1 121.47(8) . 2_655 ?
C25 O6 Mn1 135.45(9) . . ?
C34 O7 H7 109.5 . . ?
C35 O9 H9A 114.8 . . ?
C35 O10 Mn1 123.27(9) . . ?
C45 O12 H12 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.962
_diffrn_reflns_theta_full        28.35
_diffrn_measured_fraction_theta_full 0.962
_refine_diff_density_max         0.480
_refine_diff_density_min         -0.462
_refine_diff_density_rms         0.057
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1445128'
_audit_update_record             
;
2016-04-19 deposited with the CCDC.
2016-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46 H28 N4 Ni2 O9'
_chemical_formula_weight         898.14

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'
Ni Ni 0.3393 1.1124 '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                   13.8839(15)
_cell_length_b                   15.7369(18)
_cell_length_c                   19.059(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.257(3)
_cell_angle_gamma                90.00
_cell_volume                     4053.2(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1936
_cell_measurement_theta_min      2.0
_cell_measurement_theta_max      20.3

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1840
_exptl_absorpt_coefficient_mu    0.993
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8902
_exptl_absorpt_correction_T_max  0.9073
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_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  'Bruker Smart Aepex CCD'
_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            11989
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_av_sigmaI/netI    0.0417
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.20
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3457
_reflns_number_gt                2822
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  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)+(0.0744P)²+26.9418P] 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         3457
_refine_ls_number_parameters     276
_refine_ls_number_restraints     138
_refine_ls_R_factor_all          0.0884
_refine_ls_R_factor_gt           0.0708
_refine_ls_wR_factor_ref         0.1887
_refine_ls_wR_factor_gt          0.1712
_refine_ls_goodness_of_fit_ref   1.218
_refine_ls_restrained_S_all      1.243
_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
Ni1 Ni 0.12927(5) 0.85221(5) 0.77361(3) 0.0276(3) Uani 1 1 d . . .
C1 C 0.1743(8) 0.7040(7) 0.8864(6) 0.096(3) Uani 1 1 d U . .
H1 H 0.1084 0.6878 0.8707 0.115 Uiso 1 1 calc R . .
C2 C 0.2371(11) 0.6527(8) 0.9393(7) 0.125(4) Uani 1 1 d U . .
H2 H 0.2125 0.6052 0.9584 0.150 Uiso 1 1 calc R . .
C3 C 0.3342(10) 0.6750(9) 0.9613(7) 0.124(4) Uani 1 1 d U . .
H3 H 0.3773 0.6428 0.9957 0.149 Uiso 1 1 calc R . .
C4 C 0.3681(8) 0.7475(8) 0.9313(6) 0.097(3) Uani 1 1 d U . .
C5 C 0.4699(9) 0.7745(10) 0.9497(7) 0.120(4) Uani 1 1 d U . .
H5 H 0.5158 0.7439 0.9835 0.144 Uiso 1 1 calc R . .
C6 C 0.5001(9) 0.8451(10) 0.9177(7) 0.123(4) Uani 1 1 d U . .
H6 H 0.5663 0.8612 0.9297 0.147 Uiso 1 1 calc R . .
C7 C 0.4322(7) 0.8929(8) 0.8674(6) 0.094(3) Uani 1 1 d U . .
C8 C 0.4576(9) 0.9680(9) 0.8349(7) 0.115(4) Uani 1 1 d U . .
H8 H 0.5221 0.9884 0.8473 0.138 Uiso 1 1 calc R . .
C9 C 0.3877(8) 1.0105(8) 0.7855(7) 0.104(3) Uani 1 1 d U . .
H9 H 0.4042 1.0592 0.7633 0.125 Uiso 1 1 calc R . .
C10 C 0.2895(6) 0.9791(6) 0.7685(5) 0.077(2) Uani 1 1 d U . .
H10 H 0.2424 1.0071 0.7335 0.092 Uiso 1 1 calc R . .
C11 C 0.3320(6) 0.8684(6) 0.8471(4) 0.066(2) Uani 1 1 d U . .
C12 C 0.3002(6) 0.7933(6) 0.8791(5) 0.072(2) Uani 1 1 d U . .
C13 C 0.0015(4) 0.9420(3) 0.6448(3) 0.0245(11) Uani 1 1 d U . .
C14 C 0.0022(4) 0.9784(3) 0.5715(3) 0.0225(11) Uani 1 1 d U . .
C15 C -0.0694(4) 1.0352(3) 0.5356(3) 0.0254(11) Uani 1 1 d U . .
C16 C -0.0710(4) 1.0551(3) 0.4638(3) 0.0253(11) Uani 1 1 d U . .
H16 H -0.1195 1.0917 0.4389 0.030 Uiso 1 1 calc R . .
C17 C -0.1410(4) 1.0791(4) 0.5709(3) 0.0293(12) Uani 1 1 d U . .
C18 C -0.1078(5) 1.1244(5) 0.6341(4) 0.0499(17) Uani 1 1 d U . .
H18 H -0.0409 1.1236 0.6566 0.060 Uiso 1 1 calc R . .
C19 C -0.1725(5) 1.1709(5) 0.6644(4) 0.0545(18) Uani 1 1 d U . .
H19 H -0.1484 1.2031 0.7056 0.065 Uiso 1 1 calc R . .
C20 C -0.2406(5) 1.0773(5) 0.5419(4) 0.0531(18) Uani 1 1 d U . .
H20 H -0.2650 1.0468 0.4998 0.064 Uiso 1 1 calc R . .
C21 C -0.3058(5) 1.1206(5) 0.5746(4) 0.059(2) Uani 1 1 d U . .
H21 H -0.3735 1.1160 0.5554 0.071 Uiso 1 1 calc R . .
C22 C -0.2729(5) 1.1695(4) 0.6339(3) 0.0423(15) Uani 1 1 d U . .
C23 C -0.3435(5) 1.2188(4) 0.6680(4) 0.0452(16) Uani 1 1 d U . .
N1 N 0.2036(4) 0.7727(4) 0.8583(3) 0.0568(16) Uani 1 1 d . . .
N2 N 0.2630(4) 0.9142(4) 0.7990(3) 0.0510(15) Uani 1 1 d . . .
O1 O 0.0826(3) 0.9313(3) 0.6883(2) 0.0375(10) Uani 1 1 d . . .
O2 O -0.0824(3) 0.9212(3) 0.6523(2) 0.0407(10) Uani 1 1 d . . .
O3 O -0.3064(4) 1.2761(3) 0.7099(3) 0.0621(14) Uani 1 1 d . . .
O4 O -0.4324(4) 1.1994(4) 0.6537(3) 0.0800(19) Uani 1 1 d . . .
O5 O 0.0000 0.7795(3) 0.7500 0.0331(12) Uani 1 2 d S . .
H5A H -0.0558 0.7940 0.7239 0.040 Uiso 0.50 1 d PR . .
H5B H 0.0091 0.7274 0.7417 0.040 Uiso 0.50 1 d PR . .


_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 O2 2.004(4) 2_556 ?
Ni1 O1 2.031(4) . ?
Ni1 O3 2.050(4) 3_545 ?
Ni1 N2 2.054(6) . ?
Ni1 O5 2.088(3) . ?
Ni1 N1 2.115(5) . ?
C1 N1 1.311(12) . ?
C1 C2 1.423(14) . ?
C1 H1 0.9300 . ?
C2 C3 1.363(17) . ?
C2 H2 0.9300 . ?
C3 C4 1.405(17) . ?
C3 H3 0.9300 . ?
C4 C12 1.402(13) . ?
C4 C5 1.441(16) . ?
C5 C6 1.378(18) . ?
C5 H5 0.9300 . ?
C6 C7 1.400(16) . ?
C6 H6 0.9300 . ?
C7 C11 1.409(12) . ?
C7 C8 1.416(17) . ?
C8 C9 1.362(16) . ?
C8 H8 0.9300 . ?
C9 C10 1.417(13) . ?
C9 H9 0.9300 . ?
C10 N2 1.270(11) . ?
C10 H10 0.9300 . ?
C11 N2 1.370(10) . ?
C11 C12 1.444(13) . ?
C12 N1 1.348(10) . ?
C13 O1 1.247(6) . ?
C13 O2 1.250(6) . ?
C13 C14 1.512(6) . ?
C14 C16 1.393(7) 5_576 ?
C14 C15 1.394(7) . ?
C15 C16 1.399(7) . ?
C15 C17 1.492(7) . ?
C16 C14 1.393(7) 5_576 ?
C16 H16 0.9300 . ?
C17 C20 1.367(8) . ?
C17 C18 1.386(9) . ?
C18 C19 1.383(9) . ?
C18 H18 0.9300 . ?
C19 C22 1.381(9) . ?
C19 H19 0.9300 . ?
C20 C21 1.389(9) . ?
C20 H20 0.9300 . ?
C21 C22 1.357(10) . ?
C21 H21 0.9300 . ?
C22 C23 1.509(8) . ?
C23 O3 1.236(8) . ?
C23 O4 1.239(8) . ?
O2 Ni1 2.004(4) 2_556 ?
O3 Ni1 2.050(4) 3_455 ?
O5 Ni1 2.088(3) 2_556 ?
O5 H5A 0.8501 . ?
O5 H5B 0.8499 . ?

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 Ni1 O1 97.81(18) 2_556 . ?
O2 Ni1 O3 171.7(2) 2_556 3_545 ?
O1 Ni1 O3 89.2(2) . 3_545 ?
O2 Ni1 N2 89.9(2) 2_556 . ?
O1 Ni1 N2 90.1(2) . . ?
O3 Ni1 N2 85.7(2) 3_545 . ?
O2 Ni1 O5 92.69(14) 2_556 . ?
O1 Ni1 O5 93.59(14) . . ?
O3 Ni1 O5 91.25(18) 3_545 . ?
N2 Ni1 O5 175.1(2) . . ?
O2 Ni1 N1 87.9(2) 2_556 . ?
O1 Ni1 N1 169.6(2) . . ?
O3 Ni1 N1 84.5(2) 3_545 . ?
N2 Ni1 N1 81.1(2) . . ?
O5 Ni1 N1 94.9(2) . . ?
N1 C1 C2 124.1(11) . . ?
N1 C1 H1 118.0 . . ?
C2 C1 H1 118.0 . . ?
C3 C2 C1 118.3(13) . . ?
C3 C2 H2 120.9 . . ?
C1 C2 H2 120.9 . . ?
C2 C3 C4 118.9(12) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C12 C4 C3 118.2(11) . . ?
C12 C4 C5 118.9(12) . . ?
C3 C4 C5 122.8(11) . . ?
C6 C5 C4 120.8(11) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C5 C6 C7 120.7(12) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C6 C7 C11 120.5(12) . . ?
C6 C7 C8 123.5(11) . . ?
C11 C7 C8 116.0(10) . . ?
C9 C8 C7 120.2(11) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C8 C9 C10 118.9(12) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
N2 C10 C9 122.7(10) . . ?
N2 C10 H10 118.7 . . ?
C9 C10 H10 118.7 . . ?
N2 C11 C7 122.2(9) . . ?
N2 C11 C12 118.6(7) . . ?
C7 C11 C12 119.1(8) . . ?
N1 C12 C4 123.1(10) . . ?
N1 C12 C11 116.9(7) . . ?
C4 C12 C11 119.9(9) . . ?
O1 C13 O2 127.7(5) . . ?
O1 C13 C14 118.0(4) . . ?
O2 C13 C14 114.1(4) . . ?
C16 C14 C15 119.7(4) 5_576 . ?
C16 C14 C13 116.9(4) 5_576 . ?
C15 C14 C13 122.9(4) . . ?
C14 C15 C16 118.3(4) . . ?
C14 C15 C17 123.3(4) . . ?
C16 C15 C17 118.3(5) . . ?
C14 C16 C15 121.9(5) 5_576 . ?
C14 C16 H16 119.0 5_576 . ?
C15 C16 H16 119.0 . . ?
C20 C17 C18 117.8(5) . . ?
C20 C17 C15 121.7(5) . . ?
C18 C17 C15 120.5(5) . . ?
C19 C18 C17 121.1(6) . . ?
C19 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C22 C19 C18 120.3(6) . . ?
C22 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C17 C20 C21 120.7(6) . . ?
C17 C20 H20 119.6 . . ?
C21 C20 H20 119.6 . . ?
C22 C21 C20 121.5(6) . . ?
C22 C21 H21 119.3 . . ?
C20 C21 H21 119.3 . . ?
C21 C22 C19 118.3(5) . . ?
C21 C22 C23 121.5(6) . . ?
C19 C22 C23 120.2(6) . . ?
O3 C23 O4 124.6(6) . . ?
O3 C23 C22 115.9(6) . . ?
O4 C23 C22 119.5(6) . . ?
C1 N1 C12 117.3(7) . . ?
C1 N1 Ni1 131.0(6) . . ?
C12 N1 Ni1 111.1(5) . . ?
C10 N2 C11 119.9(7) . . ?
C10 N2 Ni1 127.9(6) . . ?
C11 N2 Ni1 111.3(5) . . ?
C13 O1 Ni1 133.5(3) . . ?
C13 O2 Ni1 133.2(4) . 2_556 ?
C23 O3 Ni1 129.5(4) . 3_455 ?
Ni1 O5 Ni1 113.6(2) . 2_556 ?
Ni1 O5 H5A 127.0 . . ?
Ni1 O5 H5B 114.3 . . ?
Ni1 O5 H5B 130.2 2_556 . ?
H5A O5 H5B 107.7 . . ?

_diffrn_measured_fraction_theta_max 0.965
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.965
_refine_diff_density_max         0.655
_refine_diff_density_min         -0.683
_refine_diff_density_rms         0.136
####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1445129'
_audit_update_record             
;
2016-01-04 deposited with the CCDC.
2016-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C50 H37 Mn2 N5 O10'
_chemical_formula_weight         977.73

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                   9.5209(10)
_cell_length_b                   12.3845(12)
_cell_length_c                   19.0352(18)
_cell_angle_alpha                93.894(2)
_cell_angle_beta                 101.364(2)
_cell_angle_gamma                97.993(2)
_cell_volume                     2168.6(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1975
_cell_measurement_theta_min      2.0
_cell_measurement_theta_max      20.3

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.497
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1004
_exptl_absorpt_coefficient_mu    0.651
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9259
_exptl_absorpt_correction_T_max  0.9377
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_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  'Bruker Smart Aepex CCD'
_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            12809
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_av_sigmaI/netI    0.0716
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.19
_diffrn_reflns_theta_max         25.00
_reflns_number_total             7482
_reflns_number_gt                4999
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  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)+(0.0957P)²+3.8624P] 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         7482
_refine_ls_number_parameters     604
_refine_ls_number_restraints     282
_refine_ls_R_factor_all          0.1097
_refine_ls_R_factor_gt           0.0718
_refine_ls_wR_factor_ref         0.1991
_refine_ls_wR_factor_gt          0.1763
_refine_ls_goodness_of_fit_ref   1.052
_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
Mn1 Mn 0.02069(8) 0.35675(6) 0.20870(4) 0.0212(2) Uani 1 1 d . . .
Mn2 Mn -0.01837(8) 0.12720(6) 0.29987(4) 0.0215(2) Uani 1 1 d . . .
C1 C 0.2958(9) 0.4115(7) 0.1289(4) 0.069(2) Uani 1 1 d U . .
H1 H 0.3251 0.3519 0.1517 0.083 Uiso 1 1 calc R . .
C2 C 0.3797(12) 0.4582(9) 0.0852(5) 0.103(3) Uani 1 1 d U . .
H2 H 0.4636 0.4321 0.0785 0.124 Uiso 1 1 calc R . .
C3 C 0.3331(13) 0.5480(10) 0.0505(6) 0.108(3) Uani 1 1 d U . .
H3 H 0.3883 0.5838 0.0213 0.130 Uiso 1 1 calc R . .
C4 C 0.2026(13) 0.5837(8) 0.0601(5) 0.094(3) Uani 1 1 d U . .
C5 C 0.1576(15) 0.6690(10) 0.0253(6) 0.121(4) Uani 1 1 d U . .
H5 H 0.2104 0.7042 -0.0051 0.145 Uiso 1 1 calc R . .
C6 C 0.0302(15) 0.7014(10) 0.0369(6) 0.118(4) Uani 1 1 d U . .
H6 H -0.0036 0.7595 0.0138 0.142 Uiso 1 1 calc R . .
C7 C -0.0478(11) 0.6492(7) 0.0822(4) 0.079(3) Uani 1 1 d U . .
C8 C -0.1781(14) 0.6817(9) 0.0956(6) 0.111(4) Uani 1 1 d U . .
H8 H -0.2117 0.7416 0.0749 0.134 Uiso 1 1 calc R . .
C9 C -0.2568(13) 0.6231(9) 0.1405(6) 0.109(3) Uani 1 1 d U . .
H9 H -0.3419 0.6435 0.1504 0.131 Uiso 1 1 calc R . .
C10 C -0.2022(9) 0.5346(7) 0.1691(4) 0.073(2) Uani 1 1 d U . .
H10 H -0.2551 0.4933 0.1968 0.088 Uiso 1 1 calc R . .
C11 C -0.0038(9) 0.5611(6) 0.1177(4) 0.060(2) Uani 1 1 d U . .
C12 C 0.1317(8) 0.5292(6) 0.1067(3) 0.0517(17) Uani 1 1 d U . .
C13 C 0.0661(8) -0.1171(6) 0.2595(4) 0.0574(19) Uani 1 1 d U . .
H13 H 0.0989 -0.0830 0.2224 0.069 Uiso 1 1 calc R . .
C14 C 0.0834(9) -0.2263(6) 0.2664(4) 0.067(2) Uani 1 1 d U . .
H14 H 0.1308 -0.2624 0.2359 0.080 Uiso 1 1 calc R . .
C15 C 0.0306(9) -0.2790(6) 0.3178(4) 0.063(2) Uani 1 1 d U . .
H15 H 0.0396 -0.3521 0.3224 0.076 Uiso 1 1 calc R . .
C16 C -0.0375(8) -0.2223(5) 0.3639(4) 0.0501(17) Uani 1 1 d U . .
C17 C -0.0921(9) -0.2700(6) 0.4212(4) 0.061(2) Uani 1 1 d U . .
H17 H -0.0846 -0.3428 0.4280 0.074 Uiso 1 1 calc R . .
C18 C -0.1537(9) -0.2124(6) 0.4655(4) 0.062(2) Uani 1 1 d U . .
H18 H -0.1891 -0.2462 0.5020 0.074 Uiso 1 1 calc R . .
C19 C -0.1661(7) -0.1003(5) 0.4576(3) 0.0463(16) Uani 1 1 d U . .
C20 C -0.2290(8) -0.0365(6) 0.5026(4) 0.0542(18) Uani 1 1 d U . .
H20 H -0.2637 -0.0660 0.5407 0.065 Uiso 1 1 calc R . .
C21 C -0.2388(8) 0.0686(6) 0.4899(4) 0.0527(17) Uani 1 1 d U . .
H21 H -0.2837 0.1111 0.5183 0.063 Uiso 1 1 calc R . .
C22 C -0.1816(7) 0.1130(5) 0.4346(4) 0.0488(16) Uani 1 1 d U . .
H22 H -0.1890 0.1856 0.4271 0.059 Uiso 1 1 calc R . .
C23 C -0.1126(6) -0.0499(4) 0.4020(3) 0.0346(13) Uani 1 1 d U . .
C24 C -0.0451(6) -0.1116(5) 0.3546(3) 0.0359(13) Uani 1 1 d U . .
C25 C 0.2748(6) 0.2598(4) 0.3163(3) 0.0278(12) Uani 1 1 d U . .
C26 C 0.4304(5) 0.3025(4) 0.3528(3) 0.0245(11) Uani 1 1 d U . .
C27 C 0.5208(6) 0.3661(5) 0.3180(3) 0.0365(14) Uani 1 1 d U . .
H27 H 0.4859 0.3808 0.2711 0.044 Uiso 1 1 calc R . .
C28 C 0.4858(6) 0.2825(5) 0.4220(3) 0.0326(13) Uani 1 1 d U . .
H28 H 0.4290 0.2371 0.4460 0.039 Uiso 1 1 calc R . .
C29 C -0.0134(5) 0.3860(4) 0.3598(3) 0.0215(11) Uani 1 1 d U . .
C30 C -0.0131(5) 0.4476(4) 0.4313(2) 0.0203(10) Uani 1 1 d U . .
C31 C 0.1197(5) 0.5026(4) 0.4698(2) 0.0218(11) Uani 1 1 d U . .
H31 H 0.2004 0.5039 0.4490 0.026 Uiso 1 1 calc R . .
C32 C -0.1369(5) 0.4441(4) 0.4614(2) 0.0191(10) Uani 1 1 d U . .
C33 C -0.2854(5) 0.3919(4) 0.4223(2) 0.0217(11) Uani 1 1 d U . .
C34 C -0.3387(6) 0.4081(5) 0.3513(3) 0.0301(12) Uani 1 1 d U . .
H34 H -0.2788 0.4478 0.3259 0.036 Uiso 1 1 calc R . .
C35 C -0.3749(6) 0.3288(5) 0.4565(3) 0.0312(12) Uani 1 1 d U . .
H35 H -0.3414 0.3166 0.5042 0.037 Uiso 1 1 calc R . .
C36 C -0.2777(6) 0.2022(5) 0.2022(3) 0.0344(14) Uani 1 1 d U . .
C37 C -0.4313(5) 0.1691(4) 0.1603(3) 0.0282(12) Uani 1 1 d U . .
C38 C -0.5369(6) 0.1237(5) 0.1947(3) 0.0396(14) Uani 1 1 d U . .
H38 H -0.5140 0.1175 0.2439 0.048 Uiso 1 1 calc R . .
C39 C -0.4678(7) 0.1805(6) 0.0891(3) 0.0470(16) Uani 1 1 d U . .
H39 H -0.3993 0.2154 0.0660 0.056 Uiso 1 1 calc R . .
C40 C 0.0173(6) 0.1318(5) 0.1347(3) 0.0313(13) Uani 1 1 d U . .
C41 C 0.0130(5) 0.0598(4) 0.0664(3) 0.0262(11) Uani 1 1 d U . .
C42 C 0.1391(5) 0.0476(4) 0.0406(3) 0.0265(12) Uani 1 1 d U . .
C43 C 0.1199(6) -0.0129(5) -0.0262(3) 0.0308(12) Uani 1 1 d U . .
H43 H 0.2018 -0.0219 -0.0444 0.037 Uiso 1 1 calc R . .
C44 C 0.2870(5) 0.0929(4) 0.0828(3) 0.0258(11) Uani 1 1 d U . .
C45 C 0.3921(7) 0.1402(6) 0.0501(3) 0.0497(17) Uani 1 1 d U . .
H45 H 0.3699 0.1456 0.0007 0.060 Uiso 1 1 calc R . .
C46 C 0.3235(6) 0.0872(5) 0.1562(3) 0.0383(14) Uani 1 1 d U . .
H46 H 0.2529 0.0583 0.1802 0.046 Uiso 1 1 calc R . .
C47 C 0.419(3) 0.638(2) 0.3304(17) 0.309(19) Uani 1 1 d . . .
H47A H 0.4993 0.6048 0.3525 0.463 Uiso 1 1 d R . .
H47B H 0.3583 0.5885 0.2919 0.463 Uiso 1 1 d R . .
H47C H 0.3636 0.6557 0.3655 0.463 Uiso 1 1 d R . .
C48 C 0.499(3) 0.730(3) 0.2374(15) 0.325(16) Uani 1 1 d U . .
H48A H 0.4727 0.7870 0.2076 0.487 Uiso 1 1 d R . .
H48B H 0.4387 0.6622 0.2178 0.487 Uiso 1 1 d R . .
H48C H 0.5988 0.7236 0.2390 0.487 Uiso 1 1 d R . .
C49 C 0.463(2) 0.806(5) 0.3472(12) 0.39(5) Uani 1 1 d . . .
C50 C 0.470(3) 0.935(3) 0.3276(19) 0.34(2) Uani 1 1 d . . .
H50A H 0.4806 0.9382 0.2786 0.507 Uiso 1 1 d R . .
H50B H 0.5523 0.9791 0.3591 0.507 Uiso 1 1 d R . .
H50C H 0.3832 0.9620 0.3336 0.507 Uiso 1 1 d R . .
N1 N 0.1755(7) 0.4446(5) 0.1411(3) 0.0615(16) Uani 1 1 d . . .
N2 N -0.0731(8) 0.5037(5) 0.1588(3) 0.0659(18) Uani 1 1 d . . .
N3 N 0.0056(5) -0.0595(4) 0.3031(3) 0.0406(12) Uani 1 1 d . . .
N4 N -0.1166(5) 0.0567(4) 0.3916(3) 0.0369(12) Uani 1 1 d . . .
N5 N 0.475(3) 0.758(4) 0.3017(13) 0.36(3) Uani 1 1 d . . .
O1 O 0.2190(4) 0.3123(3) 0.26726(19) 0.0395(10) Uani 1 1 d . . .
O2 O 0.2120(4) 0.1762(3) 0.3376(2) 0.0368(9) Uani 1 1 d . . .
O3 O 0.0067(4) 0.4419(3) 0.30897(18) 0.0349(9) Uani 1 1 d . . .
O4 O -0.0284(4) 0.2852(3) 0.35720(19) 0.0342(9) Uani 1 1 d . . .
O5 O -0.2060(4) 0.2862(3) 0.1878(2) 0.0475(11) Uani 1 1 d . . .
O6 O -0.2348(4) 0.1401(4) 0.2483(2) 0.0470(11) Uani 1 1 d . . .
O7 O -0.0005(5) 0.0866(4) 0.1889(2) 0.0480(11) Uani 1 1 d . . .
O8 O 0.0298(5) 0.2313(4) 0.1279(2) 0.0465(11) Uani 1 1 d . . .
O9 O 0.4256(13) 0.8066(10) 0.4072(7) 0.192(5) Uani 1 1 d . . .
O10 O 0.348(4) 0.113(2) 0.817(2) 0.88(5) Uani 1 1 d . . .
H10A H 0.3298 0.0529 0.7901 1.060 Uiso 1 1 d R . .
H10B H 0.3484 0.0985 0.8597 1.060 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
Mn1 O8 2.134(4) . ?
Mn1 O3 2.154(3) . ?
Mn1 O1 2.157(4) . ?
Mn1 O5 2.161(4) . ?
Mn1 N2 2.316(6) . ?
Mn1 N1 2.346(6) . ?
Mn2 O6 2.133(4) . ?
Mn2 O2 2.155(4) . ?
Mn2 O7 2.184(4) . ?
Mn2 O4 2.198(3) . ?
Mn2 N4 2.305(5) . ?
Mn2 N3 2.358(5) . ?
C1 N1 1.326(9) . ?
C1 C2 1.366(12) . ?
C1 H1 0.9300 . ?
C2 C3 1.411(14) . ?
C2 H2 0.9300 . ?
C3 C4 1.416(14) . ?
C3 H3 0.9300 . ?
C4 C5 1.360(14) . ?
C4 C12 1.374(11) . ?
C5 C6 1.382(15) . ?
C5 H5 0.9300 . ?
C6 C7 1.381(14) . ?
C6 H6 0.9300 . ?
C7 C11 1.391(10) . ?
C7 C8 1.420(14) . ?
C8 C9 1.417(15) . ?
C8 H8 0.9300 . ?
C9 C10 1.376(12) . ?
C9 H9 0.9300 . ?
C10 N2 1.382(10) . ?
C10 H10 0.9300 . ?
C11 N2 1.305(9) . ?
C11 C12 1.449(10) . ?
C12 N1 1.344(9) . ?
C13 N3 1.324(8) . ?
C13 C14 1.397(9) . ?
C13 H13 0.9300 . ?
C14 C15 1.351(10) . ?
C14 H14 0.9300 . ?
C15 C16 1.397(9) . ?
C15 H15 0.9300 . ?
C16 C24 1.405(8) . ?
C16 C17 1.426(10) . ?
C17 C18 1.340(10) . ?
C17 H17 0.9300 . ?
C18 C19 1.424(9) . ?
C18 H18 0.9300 . ?
C19 C20 1.399(10) . ?
C19 C23 1.409(8) . ?
C20 C21 1.352(9) . ?
C20 H20 0.9300 . ?
C21 C22 1.389(9) . ?
C21 H21 0.9300 . ?
C22 N4 1.335(8) . ?
C22 H22 0.9300 . ?
C23 N4 1.352(7) . ?
C23 C24 1.443(8) . ?
C24 N3 1.341(7) . ?
C25 O1 1.249(6) . ?
C25 O2 1.255(7) . ?
C25 C26 1.511(7) . ?
C26 C28 1.371(7) . ?
C26 C27 1.381(8) . ?
C27 C34 1.374(7) 1_655 ?
C27 H27 0.9300 . ?
C28 C35 1.384(7) 1_655 ?
C28 H28 0.9300 . ?
C29 O4 1.233(6) . ?
C29 O3 1.257(6) . ?
C29 C30 1.514(6) . ?
C30 C31 1.388(7) . ?
C30 C32 1.405(7) . ?
C31 C32 1.395(6) 2_566 ?
C31 H31 0.9300 . ?
C32 C31 1.395(6) 2_566 ?
C32 C33 1.496(7) . ?
C33 C35 1.365(7) . ?
C33 C34 1.385(7) . ?
C34 C27 1.374(7) 1_455 ?
C34 H34 0.9300 . ?
C35 C28 1.384(7) 1_455 ?
C35 H35 0.9300 . ?
C36 O5 1.240(7) . ?
C36 O6 1.253(7) . ?
C36 C37 1.507(7) . ?
C37 C39 1.354(8) . ?
C37 C38 1.382(8) . ?
C38 C46 1.383(8) 1_455 ?
C38 H38 0.9300 . ?
C39 C45 1.399(8) 1_455 ?
C39 H39 0.9300 . ?
C40 O7 1.235(7) . ?
C40 O8 1.240(7) . ?
C40 C41 1.517(7) . ?
C41 C43 1.370(7) 2 ?
C41 C42 1.407(7) . ?
C42 C43 1.397(7) . ?
C42 C44 1.490(7) . ?
C43 C41 1.370(7) 2 ?
C43 H43 0.9300 . ?
C44 C45 1.365(8) . ?
C44 C46 1.381(7) . ?
C45 C39 1.399(8) 1_655 ?
C45 H45 0.9300 . ?
C46 C38 1.383(8) 1_655 ?
C46 H46 0.9300 . ?
C47 N5 1.67(4) . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C48 N5 1.32(3) . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
C49 N5 1.05(6) . ?
C49 O9 1.26(2) . ?
C49 C50 1.66(7) . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?
O10 H10A 0.8500 . ?
O10 H10B 0.8501 . ?

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
O8 Mn1 O3 162.76(16) . . ?
O8 Mn1 O1 85.87(16) . . ?
O3 Mn1 O1 86.05(15) . . ?
O8 Mn1 O5 83.21(17) . . ?
O3 Mn1 O5 91.85(16) . . ?
O1 Mn1 O5 135.06(17) . . ?
O8 Mn1 N2 111.64(19) . . ?
O3 Mn1 N2 83.88(18) . . ?
O1 Mn1 N2 141.6(2) . . ?
O5 Mn1 N2 82.3(2) . . ?
O8 Mn1 N1 76.51(19) . . ?
O3 Mn1 N1 117.54(18) . . ?
O1 Mn1 N1 83.18(19) . . ?
O5 Mn1 N1 135.14(19) . . ?
N2 Mn1 N1 69.2(2) . . ?
O6 Mn2 O2 157.74(16) . . ?
O6 Mn2 O7 81.89(17) . . ?
O2 Mn2 O7 93.75(16) . . ?
O6 Mn2 O4 83.35(16) . . ?
O2 Mn2 O4 83.05(15) . . ?
O7 Mn2 O4 130.51(15) . . ?
O6 Mn2 N4 86.54(17) . . ?
O2 Mn2 N4 109.21(16) . . ?
O7 Mn2 N4 142.05(17) . . ?
O4 Mn2 N4 83.25(15) . . ?
O6 Mn2 N3 109.16(17) . . ?
O2 Mn2 N3 91.36(16) . . ?
O7 Mn2 N3 79.86(17) . . ?
O4 Mn2 N3 149.28(16) . . ?
N4 Mn2 N3 70.09(17) . . ?
N1 C1 C2 124.9(9) . . ?
N1 C1 H1 117.6 . . ?
C2 C1 H1 117.6 . . ?
C1 C2 C3 116.8(10) . . ?
C1 C2 H2 121.6 . . ?
C3 C2 H2 121.6 . . ?
C2 C3 C4 120.1(9) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C12 124.5(11) . . ?
C5 C4 C3 119.5(10) . . ?
C12 C4 C3 116.0(9) . . ?
C4 C5 C6 117.3(11) . . ?
C4 C5 H5 121.4 . . ?
C6 C5 H5 121.4 . . ?
C7 C6 C5 121.2(10) . . ?
C7 C6 H6 119.4 . . ?
C5 C6 H6 119.4 . . ?
C6 C7 C11 122.2(10) . . ?
C6 C7 C8 122.2(9) . . ?
C11 C7 C8 115.6(9) . . ?
C9 C8 C7 120.1(10) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C10 C9 C8 117.2(10) . . ?
C10 C9 H9 121.4 . . ?
C8 C9 H9 121.4 . . ?
C9 C10 N2 123.7(9) . . ?
C9 C10 H10 118.1 . . ?
N2 C10 H10 118.1 . . ?
N2 C11 C7 126.6(8) . . ?
N2 C11 C12 117.0(7) . . ?
C7 C11 C12 116.4(7) . . ?
N1 C12 C4 124.8(8) . . ?
N1 C12 C11 116.8(6) . . ?
C4 C12 C11 118.3(8) . . ?
N3 C13 C14 123.4(7) . . ?
N3 C13 H13 118.3 . . ?
C14 C13 H13 118.3 . . ?
C15 C14 C13 119.4(7) . . ?
C15 C14 H14 120.3 . . ?
C13 C14 H14 120.3 . . ?
C14 C15 C16 119.2(7) . . ?
C14 C15 H15 120.4 . . ?
C16 C15 H15 120.4 . . ?
C15 C16 C24 117.4(6) . . ?
C15 C16 C17 123.2(6) . . ?
C24 C16 C17 119.4(6) . . ?
C18 C17 C16 121.6(6) . . ?
C18 C17 H17 119.2 . . ?
C16 C17 H17 119.2 . . ?
C17 C18 C19 121.2(7) . . ?
C17 C18 H18 119.4 . . ?
C19 C18 H18 119.4 . . ?
C20 C19 C23 117.5(6) . . ?
C20 C19 C18 123.4(6) . . ?
C23 C19 C18 119.0(6) . . ?
C21 C20 C19 119.2(6) . . ?
C21 C20 H20 120.4 . . ?
C19 C20 H20 120.4 . . ?
C20 C21 C22 119.9(6) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 H21 120.1 . . ?
N4 C22 C21 123.3(6) . . ?
N4 C22 H22 118.3 . . ?
C21 C22 H22 118.3 . . ?
N4 C23 C19 123.1(5) . . ?
N4 C23 C24 117.0(5) . . ?
C19 C23 C24 119.8(5) . . ?
N3 C24 C16 123.5(6) . . ?
N3 C24 C23 117.5(5) . . ?
C16 C24 C23 119.0(6) . . ?
O1 C25 O2 125.4(5) . . ?
O1 C25 C26 116.4(5) . . ?
O2 C25 C26 118.2(4) . . ?
C28 C26 C27 117.6(5) . . ?
C28 C26 C25 121.6(5) . . ?
C27 C26 C25 120.8(4) . . ?
C34 C27 C26 121.4(5) 1_655 . ?
C34 C27 H27 119.3 1_655 . ?
C26 C27 H27 119.3 . . ?
C26 C28 C35 120.9(5) . 1_655 ?
C26 C28 H28 119.5 . . ?
C35 C28 H28 119.5 1_655 . ?
O4 C29 O3 125.5(4) . . ?
O4 C29 C30 117.0(4) . . ?
O3 C29 C30 117.4(4) . . ?
C31 C30 C32 120.1(4) . . ?
C31 C30 C29 116.7(4) . . ?
C32 C30 C29 123.0(4) . . ?
C30 C31 C32 122.5(5) . 2_566 ?
C30 C31 H31 118.7 . . ?
C32 C31 H31 118.7 2_566 . ?
C31 C32 C30 117.4(4) 2_566 . ?
C31 C32 C33 118.9(4) 2_566 . ?
C30 C32 C33 123.6(4) . . ?
C35 C33 C34 117.7(5) . . ?
C35 C33 C32 120.6(4) . . ?
C34 C33 C32 121.7(4) . . ?
C27 C34 C33 120.8(5) 1_455 . ?
C27 C34 H34 119.6 1_455 . ?
C33 C34 H34 119.6 . . ?
C33 C35 C28 121.5(5) . 1_455 ?
C33 C35 H35 119.2 . . ?
C28 C35 H35 119.2 1_455 . ?
O5 C36 O6 126.3(5) . . ?
O5 C36 C37 118.1(5) . . ?
O6 C36 C37 115.6(5) . . ?
C39 C37 C38 119.0(5) . . ?
C39 C37 C36 121.5(5) . . ?
C38 C37 C36 119.5(5) . . ?
C37 C38 C46 120.3(5) . 1_455 ?
C37 C38 H38 119.9 . . ?
C46 C38 H38 119.9 1_455 . ?
C37 C39 C45 120.3(6) . 1_455 ?
C37 C39 H39 119.8 . . ?
C45 C39 H39 119.8 1_455 . ?
O7 C40 O8 127.2(5) . . ?
O7 C40 C41 118.0(5) . . ?
O8 C40 C41 114.6(5) . . ?
C43 C41 C42 119.7(4) 2 . ?
C43 C41 C40 118.0(4) 2 . ?
C42 C41 C40 122.1(4) . . ?
C43 C42 C41 116.8(5) . . ?
C43 C42 C44 120.9(5) . . ?
C41 C42 C44 122.3(4) . . ?
C41 C43 C42 123.5(5) 2 . ?
C41 C43 H43 118.2 2 . ?
C42 C43 H43 118.2 . . ?
C45 C44 C46 117.7(5) . . ?
C45 C44 C42 121.0(5) . . ?
C46 C44 C42 121.3(5) . . ?
C44 C45 C39 121.4(5) . 1_655 ?
C44 C45 H45 119.3 . . ?
C39 C45 H45 119.3 1_655 . ?
C44 C46 C38 121.2(5) . 1_655 ?
C44 C46 H46 119.4 . . ?
C38 C46 H46 119.4 1_655 . ?
N5 C47 H47A 111.5 . . ?
N5 C47 H47B 111.7 . . ?
H47A C47 H47B 109.5 . . ?
N5 C47 H47C 105.2 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
N5 C48 H48A 107.2 . . ?
N5 C48 H48B 108.9 . . ?
H48A C48 H48B 109.5 . . ?
N5 C48 H48C 112.3 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
N5 C49 O9 147(7) . . ?
N5 C49 C50 108(4) . . ?
O9 C49 C50 104(5) . . ?
C49 C50 H50A 109.0 . . ?
C49 C50 H50B 109.3 . . ?
H50A C50 H50B 109.5 . . ?
C49 C50 H50C 110.1 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C1 N1 C12 117.4(7) . . ?
C1 N1 Mn1 125.2(5) . . ?
C12 N1 Mn1 117.2(5) . . ?
C11 N2 C10 116.7(7) . . ?
C11 N2 Mn1 119.7(6) . . ?
C10 N2 Mn1 123.6(5) . . ?
C13 N3 C24 117.0(5) . . ?
C13 N3 Mn2 126.1(5) . . ?
C24 N3 Mn2 116.8(4) . . ?
C22 N4 C23 116.9(5) . . ?
C22 N4 Mn2 124.5(4) . . ?
C23 N4 Mn2 118.5(4) . . ?
C49 N5 C48 161(6) . . ?
C49 N5 C47 95(4) . . ?
C48 N5 C47 104(4) . . ?
C25 O1 Mn1 146.0(4) . . ?
C25 O2 Mn2 119.7(3) . . ?
C29 O3 Mn1 118.1(3) . . ?
C29 O4 Mn2 149.4(3) . . ?
C36 O5 Mn1 136.1(4) . . ?
C36 O6 Mn2 129.0(4) . . ?
C40 O7 Mn2 140.2(4) . . ?
C40 O8 Mn1 125.6(4) . . ?
H10A O10 H10B 107.7 . . ?

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         1.412
_refine_diff_density_min         -0.604
_refine_diff_density_rms         0.097
####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1445131'
_audit_update_record             
;
2016-01-04 deposited with the CCDC.
2016-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H15 Co N2 O5'
_chemical_formula_weight         458.30

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'
Co Co 0.3494 0.9721 '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'
N N 0.0061 0.0033 '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'

_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                   9.6561(6)
_cell_length_b                   10.4415(7)
_cell_length_c                   10.8602(7)
_cell_angle_alpha                104.638(2)
_cell_angle_beta                 112.523(2)
_cell_angle_gamma                107.263(2)
_cell_volume                     878.63(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1910
_cell_measurement_theta_min      2.0
_cell_measurement_theta_max      20.3

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.732
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             468
_exptl_absorpt_coefficient_mu    1.021
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8873
_exptl_absorpt_correction_T_max  0.9048
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(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 Smart Aepex CCD'
_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            7511
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_sigmaI/netI    0.0574
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.41
_diffrn_reflns_theta_max         28.25
_reflns_number_total             4234
_reflns_number_gt                3380
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  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)+(0.0276P)²+1.4504P] 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         4234
_refine_ls_number_parameters     280
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0609
_refine_ls_R_factor_gt           0.0441
_refine_ls_wR_factor_ref         0.0988
_refine_ls_wR_factor_gt          0.0923
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_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 0.14447(4) 0.02970(4) 0.16476(4) 0.00951(10) Uani 1 1 d . . .
C1 C -0.1413(3) 0.1164(3) 0.1305(3) 0.0096(5) Uani 1 1 d . . .
C2 C -0.3279(3) 0.0610(3) 0.0561(3) 0.0093(5) Uani 1 1 d . . .
C3 C -0.4179(3) -0.0851(3) 0.0254(3) 0.0098(5) Uani 1 1 d . . .
H3 H -0.3606 -0.1418 0.0436 0.012 Uiso 1 1 calc R . .
C4 C -0.4094(3) 0.1509(3) 0.0317(3) 0.0097(5) Uani 1 1 d . . .
C5 C -0.3220(3) 0.3092(3) 0.0648(3) 0.0098(5) Uani 1 1 d . . .
C6 C -0.1737(3) 0.3696(3) 0.0624(3) 0.0124(5) Uani 1 1 d . . .
H6 H -0.1282 0.3085 0.0342 0.015 Uiso 1 1 calc R . .
C7 C -0.0937(3) 0.5188(3) 0.1014(3) 0.0136(5) Uani 1 1 d . . .
H7 H 0.0049 0.5565 0.0991 0.016 Uiso 1 1 calc R . .
C8 C -0.3881(3) 0.4051(3) 0.1025(3) 0.0137(5) Uani 1 1 d . . .
H8 H -0.4898 0.3673 0.1000 0.016 Uiso 1 1 calc R . .
C9 C -0.3066(3) 0.5543(3) 0.1433(3) 0.0150(6) Uani 1 1 d . . .
H9 H -0.3523 0.6157 0.1705 0.018 Uiso 1 1 calc R . .
C10 C -0.1574(3) 0.6136(3) 0.1441(3) 0.0118(5) Uani 1 1 d . . .
C11 C -0.0693(3) 0.7765(3) 0.1910(3) 0.0118(5) Uani 1 1 d . . .
C12 C 0.4156(4) -0.0792(3) 0.2894(3) 0.0177(6) Uani 1 1 d . . .
H12 H 0.3277 -0.1723 0.2479 0.021 Uiso 1 1 calc R . .
C13 C 0.5788(4) -0.0612(3) 0.3681(3) 0.0203(6) Uani 1 1 d . . .
H13 H 0.5980 -0.1419 0.3754 0.024 Uiso 1 1 calc R . .
C14 C 0.7090(4) 0.0748(3) 0.4338(3) 0.0215(6) Uani 1 1 d . . .
H14 H 0.8180 0.0876 0.4853 0.026 Uiso 1 1 calc R . .
C15 C 0.6779(3) 0.1958(3) 0.4233(3) 0.0161(6) Uani 1 1 d . . .
C16 C 0.8063(4) 0.3441(3) 0.4946(3) 0.0210(6) Uani 1 1 d . . .
H16 H 0.9169 0.3628 0.5498 0.025 Uiso 1 1 calc R . .
C17 C 0.7696(4) 0.4571(3) 0.4830(3) 0.0201(6) Uani 1 1 d . . .
H17 H 0.8545 0.5528 0.5329 0.024 Uiso 1 1 calc R . .
C18 C 0.6004(4) 0.4307(3) 0.3942(3) 0.0180(6) Uani 1 1 d . . .
C19 C 0.5552(4) 0.5430(3) 0.3745(3) 0.0191(6) Uani 1 1 d . . .
H19 H 0.6349 0.6409 0.4239 0.023 Uiso 1 1 calc R . .
C20 C 0.3915(4) 0.5064(3) 0.2811(3) 0.0188(6) Uani 1 1 d . . .
H20 H 0.3600 0.5791 0.2646 0.023 Uiso 1 1 calc R . .
C21 C 0.2723(4) 0.3588(3) 0.2111(3) 0.0165(6) Uani 1 1 d . . .
H21 H 0.1622 0.3356 0.1480 0.020 Uiso 1 1 calc R . .
C22 C 0.4730(3) 0.2861(3) 0.3213(3) 0.0139(5) Uani 1 1 d . . .
C23 C 0.5114(3) 0.1672(3) 0.3390(3) 0.0134(5) Uani 1 1 d . . .
N1 N 0.3811(3) 0.0307(2) 0.2714(3) 0.0125(5) Uani 1 1 d . . .
N2 N 0.3097(3) 0.2511(2) 0.2306(3) 0.0129(5) Uani 1 1 d . . .
O1 O -0.0824(2) 0.05083(18) 0.0605(2) 0.0091(4) Uani 1 1 d . . .
O2 O -0.0560(2) 0.21537(19) 0.2556(2) 0.0145(4) Uani 1 1 d . . .
O3 O 0.0253(2) 0.81855(19) 0.1393(2) 0.0134(4) Uani 1 1 d . . .
O4 O -0.0932(3) 0.8590(2) 0.2773(2) 0.0187(4) Uani 1 1 d . . .
O5 O 0.1578(2) 0.1150(2) 0.3731(2) 0.0138(4) Uani 1 1 d . . .
H5A H 0.1069 0.1675 0.3820 0.017 Uiso 1 1 d R . .
H5B H 0.1293 0.0495 0.4034 0.017 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 O3 2.0503(18) 1_545 ?
Co1 N2 2.122(2) . ?
Co1 N1 2.125(2) . ?
Co1 O1 2.1424(18) 2 ?
Co1 O5 2.1496(19) . ?
Co1 O1 2.1544(18) . ?
C1 O2 1.233(3) . ?
C1 O1 1.292(3) . ?
C1 C2 1.504(3) . ?
C2 C3 1.388(3) . ?
C2 C4 1.406(3) . ?
C3 C4 1.397(3) 2_455 ?
C3 H3 0.9300 . ?
C4 C3 1.397(3) 2_455 ?
C4 C5 1.488(3) . ?
C5 C8 1.396(3) . ?
C5 C6 1.396(3) . ?
C6 C7 1.380(4) . ?
C6 H6 0.9300 . ?
C7 C10 1.386(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.378(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.385(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.499(3) . ?
C11 O4 1.245(3) . ?
C11 O3 1.274(3) . ?
C12 N1 1.325(3) . ?
C12 C13 1.400(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.359(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.404(4) . ?
C14 H14 0.9300 . ?
C15 C23 1.401(4) . ?
C15 C16 1.433(4) . ?
C16 C17 1.350(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.437(4) . ?
C17 H17 0.9300 . ?
C18 C22 1.402(4) . ?
C18 C19 1.404(4) . ?
C19 C20 1.375(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.401(4) . ?
C20 H20 0.9300 . ?
C21 N2 1.320(3) . ?
C21 H21 0.9300 . ?
C22 N2 1.370(4) . ?
C22 C23 1.433(4) . ?
C23 N1 1.361(3) . ?
O1 Co1 2.1424(18) 2 ?
O3 Co1 2.0503(18) 1_565 ?
O5 H5A 0.8499 . ?
O5 H5B 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
O3 Co1 N2 167.83(9) 1_545 . ?
O3 Co1 N1 90.99(8) 1_545 . ?
N2 Co1 N1 78.31(9) . . ?
O3 Co1 O1 90.30(7) 1_545 2 ?
N2 Co1 O1 97.60(8) . 2 ?
N1 Co1 O1 102.44(8) . 2 ?
O3 Co1 O5 90.19(7) 1_545 . ?
N2 Co1 O5 84.06(8) . . ?
N1 Co1 O5 89.80(8) . . ?
O1 Co1 O5 167.74(7) 2 . ?
O3 Co1 O1 94.64(7) 1_545 . ?
N2 Co1 O1 96.06(8) . . ?
N1 Co1 O1 174.36(8) . . ?
O1 Co1 O1 77.83(7) 2 . ?
O5 Co1 O1 89.92(7) . . ?
O2 C1 O1 124.5(2) . . ?
O2 C1 C2 118.4(2) . . ?
O1 C1 C2 117.0(2) . . ?
C3 C2 C4 120.3(2) . . ?
C3 C2 C1 115.4(2) . . ?
C4 C2 C1 124.0(2) . . ?
C2 C3 C4 123.0(2) . 2_455 ?
C2 C3 H3 118.5 . . ?
C4 C3 H3 118.5 2_455 . ?
C3 C4 C2 116.7(2) 2_455 . ?
C3 C4 C5 119.5(2) 2_455 . ?
C2 C4 C5 123.8(2) . . ?
C8 C5 C6 117.1(2) . . ?
C8 C5 C4 119.4(2) . . ?
C6 C5 C4 123.5(2) . . ?
C7 C6 C5 120.8(2) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C6 C7 C10 121.4(2) . . ?
C6 C7 H7 119.3 . . ?
C10 C7 H7 119.3 . . ?
C9 C8 C5 121.8(2) . . ?
C9 C8 H8 119.1 . . ?
C5 C8 H8 119.1 . . ?
C8 C9 C10 120.6(2) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C9 C10 C7 118.2(2) . . ?
C9 C10 C11 119.8(2) . . ?
C7 C10 C11 121.9(2) . . ?
O4 C11 O3 125.5(2) . . ?
O4 C11 C10 117.8(2) . . ?
O3 C11 C10 116.6(2) . . ?
N1 C12 C13 122.9(3) . . ?
N1 C12 H12 118.6 . . ?
C13 C12 H12 118.6 . . ?
C14 C13 C12 119.6(3) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C13 C14 C15 119.5(3) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
C23 C15 C14 117.1(3) . . ?
C23 C15 C16 119.5(3) . . ?
C14 C15 C16 123.4(3) . . ?
C17 C16 C15 121.2(3) . . ?
C17 C16 H16 119.4 . . ?
C15 C16 H16 119.4 . . ?
C16 C17 C18 120.6(3) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C22 C18 C19 117.6(3) . . ?
C22 C18 C17 119.2(3) . . ?
C19 C18 C17 123.2(3) . . ?
C20 C19 C18 119.1(3) . . ?
C20 C19 H19 120.4 . . ?
C18 C19 H19 120.4 . . ?
C19 C20 C21 119.6(3) . . ?
C19 C20 H20 120.2 . . ?
C21 C20 H20 120.2 . . ?
N2 C21 C20 122.8(3) . . ?
N2 C21 H21 118.6 . . ?
C20 C21 H21 118.6 . . ?
N2 C22 C18 122.8(3) . . ?
N2 C22 C23 117.1(2) . . ?
C18 C22 C23 120.1(3) . . ?
N1 C23 C15 123.4(2) . . ?
N1 C23 C22 117.2(2) . . ?
C15 C23 C22 119.4(2) . . ?
C12 N1 C23 117.4(2) . . ?
C12 N1 Co1 128.93(19) . . ?
C23 N1 Co1 113.42(17) . . ?
C21 N2 C22 118.0(2) . . ?
C21 N2 Co1 128.32(19) . . ?
C22 N2 Co1 112.99(17) . . ?
C1 O1 Co1 132.99(16) . 2 ?
C1 O1 Co1 124.19(16) . . ?
Co1 O1 Co1 102.17(7) 2 . ?
C11 O3 Co1 126.41(16) . 1_565 ?
Co1 O5 H5A 117.4 . . ?
Co1 O5 H5B 113.8 . . ?
H5A O5 H5B 107.7 . . ?

_diffrn_measured_fraction_theta_max 0.973
_diffrn_reflns_theta_full        28.25
_diffrn_measured_fraction_theta_full 0.973
_refine_diff_density_max         0.554
_refine_diff_density_min         -0.661
_refine_diff_density_rms         0.099
####################################################################### 
# 
# 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_H4L
_database_code_depnum_ccdc_archive 'CCDC 1471325'
_audit_update_record             
;
2016-03-30 deposited with the CCDC.
2016-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C60 H66 N4 O21'
_chemical_formula_weight         1179.17

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'

_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                   25.461(12)
_cell_length_b                   6.279(2)
_cell_length_c                   19.834(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 112.59(2)
_cell_angle_gamma                90.00
_cell_volume                     2927.6(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1829
_cell_measurement_theta_min      2.0
_cell_measurement_theta_max      19.9

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1244
_exptl_absorpt_coefficient_mu    0.102
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9879
_exptl_absorpt_correction_T_max  0.9899
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_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  'Bruker Smart Aepex CCD'
_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            5638
_diffrn_reflns_av_R_equivalents  0.0586
_diffrn_reflns_av_sigmaI/netI    0.1125
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.22
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2401
_reflns_number_gt                1107
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  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)+(0.0871P)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_number_reflns         2401
_refine_ls_number_parameters     198
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1627
_refine_ls_R_factor_gt           0.0595
_refine_ls_wR_factor_ref         0.1923
_refine_ls_wR_factor_gt          0.1302
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_restrained_S_all      1.011
_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
C1 C 0.06788(19) 0.3626(7) 0.5735(2) 0.0363(11) Uani 1 1 d . . .
C2 C 0.03310(17) 0.1782(7) 0.5331(2) 0.0317(11) Uani 1 1 d . . .
C3 C 0.04909(17) 0.0504(7) 0.4861(2) 0.0330(11) Uani 1 1 d . . .
C4 C -0.01546(17) 0.1259(6) 0.5454(2) 0.0340(11) Uani 1 1 d . . .
H4 H -0.0260 0.2126 0.5761 0.041 Uiso 1 1 calc R . .
C5 C 0.09884(16) 0.0911(7) 0.4649(2) 0.0301(11) Uani 1 1 d . . .
C6 C 0.14049(17) -0.0630(7) 0.4784(2) 0.0398(12) Uani 1 1 d . . .
H6 H 0.1383 -0.1881 0.5023 0.048 Uiso 1 1 calc R . .
C7 C 0.18532(18) -0.0321(7) 0.4564(3) 0.0419(13) Uani 1 1 d . . .
H7 H 0.2137 -0.1350 0.4672 0.050 Uiso 1 1 calc R . .
C8 C 0.10150(19) 0.2723(7) 0.4257(3) 0.0419(13) Uani 1 1 d . . .
H8 H 0.0733 0.3757 0.4150 0.050 Uiso 1 1 calc R . .
C9 C 0.14572(19) 0.2988(7) 0.4028(3) 0.0434(13) Uani 1 1 d . . .
H9 H 0.1467 0.4194 0.3761 0.052 Uiso 1 1 calc R . .
C10 C 0.18881(17) 0.1487(7) 0.4187(2) 0.0347(11) Uani 1 1 d . . .
C11 C 0.23726(19) 0.1894(8) 0.3967(3) 0.0434(13) Uani 1 1 d . . .
C12 C 0.1690(2) 1.1379(8) 0.1815(3) 0.0591(16) Uani 1 1 d . . .
H12A H 0.1611 1.2697 0.1549 0.089 Uiso 1 1 calc R . .
H12B H 0.1736 1.0265 0.1510 0.089 Uiso 1 1 calc R . .
H12C H 0.2034 1.1520 0.2242 0.089 Uiso 1 1 calc R . .
C13 C 0.1209(2) 1.0844(8) 0.2036(3) 0.0451(13) Uani 1 1 d . . .
C14 C 0.1696(2) 0.7551(8) 0.2619(3) 0.0681(18) Uani 1 1 d . . .
H14A H 0.1562 0.6187 0.2403 0.102 Uiso 1 1 calc R . .
H14B H 0.1852 0.7419 0.3141 0.102 Uiso 1 1 calc R . .
H14C H 0.1985 0.8054 0.2459 0.102 Uiso 1 1 calc R . .
C15 C 0.0751(2) 0.8550(8) 0.2616(3) 0.0664(17) Uani 1 1 d . . .
H15A H 0.0846 0.8985 0.3113 0.100 Uiso 1 1 calc R . .
H15B H 0.0684 0.7042 0.2575 0.100 Uiso 1 1 calc R . .
H15C H 0.0415 0.9285 0.2304 0.100 Uiso 1 1 calc R . .
N1 N 0.12225(17) 0.9065(6) 0.2396(2) 0.0482(11) Uani 1 1 d . . .
O1 O 0.03864(13) 0.4895(5) 0.59920(18) 0.0519(10) Uani 1 1 d . . .
H1 H 0.0606 0.5708 0.6292 0.078 Uiso 1 1 d R . .
O2 O 0.11703(13) 0.3930(5) 0.58338(19) 0.0553(10) Uani 1 1 d . . .
O3 O 0.27834(14) 0.0440(5) 0.4228(2) 0.0601(11) Uani 1 1 d . . .
H3 H 0.3063 0.0821 0.4150 0.090 Uiso 1 1 d R . .
O4 O 0.23993(15) 0.3343(6) 0.3591(2) 0.0725(12) Uani 1 1 d . . .
O5 O 0.07968(15) 1.2091(5) 0.1887(2) 0.0598(11) Uani 1 1 d . . .
O6 O 0.0000 0.4026(12) 0.2500 0.052(3) Uani 0.50 2 d SP . .
H6A H 0.0106 0.3303 0.2213 0.077 Uiso 0.50 1 d PR . .


_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 1.205(5) . ?
C1 O1 1.319(5) . ?
C1 C2 1.491(6) . ?
C2 C4 1.388(5) . ?
C2 C3 1.404(5) . ?
C3 C4 1.392(6) 5_556 ?
C3 C5 1.502(5) . ?
C4 C3 1.392(6) 5_556 ?
C4 H4 0.9300 . ?
C5 C6 1.384(5) . ?
C5 C8 1.394(6) . ?
C6 C7 1.383(5) . ?
C6 H6 0.9300 . ?
C7 C10 1.380(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.377(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.387(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.481(6) . ?
C11 O4 1.194(5) . ?
C11 O3 1.334(5) . ?
C12 C13 1.489(6) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 O5 1.251(5) . ?
C13 N1 1.319(6) . ?
C14 N1 1.464(6) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 N1 1.461(6) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
O1 H1 0.8196 . ?
O3 H3 0.8196 . ?
O6 H6A 0.8490 . ?

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 123.1(4) . . ?
O2 C1 C2 125.1(4) . . ?
O1 C1 C2 111.7(4) . . ?
C4 C2 C3 119.1(4) . . ?
C4 C2 C1 118.3(4) . . ?
C3 C2 C1 122.5(4) . . ?
C4 C3 C2 117.9(4) 5_556 . ?
C4 C3 C5 116.7(4) 5_556 . ?
C2 C3 C5 125.4(4) . . ?
C2 C4 C3 123.0(4) . 5_556 ?
C2 C4 H4 118.5 . . ?
C3 C4 H4 118.5 5_556 . ?
C6 C5 C8 118.7(4) . . ?
C6 C5 C3 119.5(4) . . ?
C8 C5 C3 121.5(4) . . ?
C7 C6 C5 120.3(4) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C10 C7 C6 121.2(4) . . ?
C10 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C9 C8 C5 120.2(4) . . ?
C9 C8 H8 119.9 . . ?
C5 C8 H8 119.9 . . ?
C8 C9 C10 121.2(4) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 H9 119.4 . . ?
C7 C10 C9 118.2(4) . . ?
C7 C10 C11 122.4(4) . . ?
C9 C10 C11 119.4(4) . . ?
O4 C11 O3 122.7(4) . . ?
O4 C11 C10 124.7(5) . . ?
O3 C11 C10 112.6(4) . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C13 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O5 C13 N1 120.2(4) . . ?
O5 C13 C12 120.0(5) . . ?
N1 C13 C12 119.8(4) . . ?
N1 C14 H14A 109.5 . . ?
N1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N1 C15 H15A 109.5 . . ?
N1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N1 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 N1 C15 119.7(4) . . ?
C13 N1 C14 124.1(4) . . ?
C15 N1 C14 116.2(4) . . ?
C1 O1 H1 109.2 . . ?
C11 O3 H3 109.6 . . ?

_diffrn_measured_fraction_theta_max 0.928
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.928
_refine_diff_density_max         0.452
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.132
