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

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

data_compound1
_database_code_depnum_ccdc_archive 'CCDC 994432'
_audit_update_record             
;
2014-10-24 deposited with the CCDC.
2015-01-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C75 H84 Mn3 N30 O18'
_chemical_formula_weight         1858.50

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           trigonal
_symmetry_space_group_name_H-M   'P 31 2 1'

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

_cell_length_a                   9.61970(10)
_cell_length_b                   9.61970(10)
_cell_length_c                   28.4217(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     2277.74(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.83
_cell_measurement_theta_max      29.19

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             951
_exptl_absorpt_coefficient_mu    0.489
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.943
_exptl_absorpt_correction_T_max  0.952
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.4 (release 27-04-2006 CrysAlis171 .NET)
(compiled Apr 27 2007,17:53:11)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_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  'Oxford Gemini S Ultra'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18245
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_av_sigmaI/netI    0.0294
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         2.83
_diffrn_reflns_theta_max         26.00
_reflns_number_total             2854
_reflns_number_gt                2550
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd.'
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd.'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd.'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.2400P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.78(6)
_refine_ls_number_reflns         2854
_refine_ls_number_parameters     221
_refine_ls_number_restraints     96
_refine_ls_R_factor_all          0.1228
_refine_ls_R_factor_gt           0.1162
_refine_ls_wR_factor_ref         0.3272
_refine_ls_wR_factor_gt          0.3151
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_restrained_S_all      1.117
_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 -0.63905(16) 0.0000 0.3333 0.0431(6) Uani 1 2 d S . .
O1 O -0.9722(5) -0.6565(5) 0.21646(15) 0.0238(9) Uani 1 1 d . . .
O2 O -0.7982(6) -0.9415(6) 0.15791(13) 0.0247(10) Uani 1 1 d . . .
N1 N -0.7446(7) -0.2313(7) 0.2920(2) 0.0285(12) Uani 1 1 d . A .
C12 C -0.9104(8) -0.9147(8) 0.13209(19) 0.0224(13) Uani 1 1 d . . .
H12A H -0.9853 -1.0111 0.1153 0.027 Uiso 1 1 d R . .
H12B H -0.8535 -0.8293 0.1094 0.027 Uiso 1 1 d R . .
C2 C -0.9777(8) -0.4481(10) 0.2551(3) 0.0361(18) Uani 1 1 d . A .
H2A H -1.0866 -0.4960 0.2483 0.043 Uiso 1 1 d R . .
C13 C -1.0000 -0.8654(8) 0.1667 0.0165(16) Uani 1 2 d S . .
C8 C -0.7197(7) -1.0217(7) 0.08668(18) 0.0212(12) Uani 1 1 d . . .
H8A H -0.7707 -0.9839 0.0670 0.025 Uiso 1 1 d R . .
N2 N -0.5606(9) -1.1511(9) 0.0943(3) 0.0426(16) Uani 1 1 d . . .
C11 C -0.5649(11) -1.1318(10) 0.1418(3) 0.0397(18) Uani 1 1 d . . .
H11A H -0.5143 -1.1719 0.1608 0.048 Uiso 1 1 d R . .
C10 C -0.6382(9) -1.0600(8) 0.1637(2) 0.0281(15) Uani 1 1 d . . .
H10A H -0.6315 -1.0445 0.1961 0.034 Uiso 1 1 d R . .
C3 C -0.8917(7) -0.5165(7) 0.24005(19) 0.0195(11) Uani 1 1 d . . .
C9 C -0.7230(7) -1.0077(8) 0.1351(2) 0.0233(12) Uani 1 1 d . . .
C6 C -0.8804(7) -0.7168(7) 0.19342(18) 0.0190(11) Uani 1 1 d . . .
H6A H -0.8228 -0.7436 0.2164 0.023 Uiso 1 1 d R . .
H6B H -0.8033 -0.6372 0.1719 0.023 Uiso 1 1 d R . .
C4 C -0.7291(9) -0.4397(10) 0.2493(3) 0.043(2) Uani 1 1 d . A .
H4A H -0.6654 -0.4806 0.2386 0.052 Uiso 1 1 d R . .
C7 C -0.6364(8) -1.0953(8) 0.0689(2) 0.0293(14) Uani 1 1 d . . .
H7A H -0.6347 -1.1052 0.0364 0.035 Uiso 1 1 d R . .
C5 C -0.6639(10) -0.2953(11) 0.2761(3) 0.046(2) Uani 1 1 d . . .
H5A H -0.5542 -0.2421 0.2821 0.055 Uiso 1 1 d R A .
C1 C -0.9028(11) -0.3061(11) 0.2804(3) 0.039(2) Uani 1 1 d . . .
H1A H -0.9635 -0.2604 0.2899 0.047 Uiso 1 1 d R A .
O1W O -0.5825(11) -0.1259(10) 0.3975(3) 0.070(2) Uani 1 1 d . A .
N3A N -0.6888(17) 0.1133(15) 0.2829(4) 0.018(4) Uani 0.43(3) 1 d PDU A 1
N3B N -0.7910(16) 0.0685(15) 0.2909(4) 0.035(3) Uani 0.57(3) 1 d PDU A 2
N5A N -0.909(3) 0.148(4) 0.3058(10) 0.014(6) Uani 0.21(3) 1 d PDU A 1
N5B N -0.9401(13) 0.1906(10) 0.3094(3) 0.042(3) Uani 0.79(3) 1 d PDU A 2
N4A N -0.806(4) 0.113(6) 0.2976(16) 0.035(8) Uani 0.16(3) 1 d PDU A 1
N4B N -0.8757(14) 0.1159(16) 0.3036(4) 0.060(3) Uani 0.84(3) 1 d PDU 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
Mn1 N3A 1.998(12) . ?
Mn1 N3A 1.998(12) 4 ?
Mn1 N3B 2.232(11) . ?
Mn1 N3B 2.232(11) 4 ?
Mn1 N1 2.259(5) . ?
Mn1 N1 2.259(5) 4 ?
Mn1 O1W 2.398(7) 4 ?
Mn1 O1W 2.398(7) . ?
Mn1 N4A 2.56(4) . ?
Mn1 N4A 2.56(4) 4 ?
O1 C3 1.349(7) . ?
O1 C6 1.435(7) . ?
O2 C9 1.346(7) . ?
O2 C12 1.431(7) . ?
N1 C5 1.289(10) . ?
N1 C1 1.359(10) . ?
C12 C13 1.530(7) . ?
C2 C3 1.359(9) . ?
C2 C1 1.384(10) . ?
C13 C6 1.517(7) . ?
C13 C6 1.517(7) 5_345 ?
C13 C12 1.530(7) 5_345 ?
C8 C9 1.385(8) . ?
C8 C7 1.401(9) . ?
N2 C7 1.317(11) . ?
N2 C11 1.364(11) . ?
C11 C10 1.360(10) . ?
C10 C9 1.410(8) . ?
C3 C4 1.380(9) . ?
C4 C5 1.426(11) . ?
N3A N4A 1.204(10) . ?
N3B N4B 1.172(9) . ?
N5A N4A 1.209(10) . ?
N5B N4B 1.172(9) . ?

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
N3A Mn1 N3A 118.4(8) . 4 ?
N3A Mn1 N3B 23.3(5) . . ?
N3A Mn1 N3B 95.6(6) 4 . ?
N3A Mn1 N3B 95.6(6) . 4 ?
N3A Mn1 N3B 23.3(5) 4 4 ?
N3B Mn1 N3B 73.3(7) . 4 ?
N3A Mn1 N1 93.0(4) . . ?
N3A Mn1 N1 89.6(4) 4 . ?
N3B Mn1 N1 88.4(3) . . ?
N3B Mn1 N1 95.6(3) 4 . ?
N3A Mn1 N1 89.6(4) . 4 ?
N3A Mn1 N1 93.0(4) 4 4 ?
N3B Mn1 N1 95.6(3) . 4 ?
N3B Mn1 N1 88.4(3) 4 4 ?
N1 Mn1 N1 175.1(3) . 4 ?
N3A Mn1 O1W 59.6(5) . 4 ?
N3A Mn1 O1W 176.3(4) 4 4 ?
N3B Mn1 O1W 82.1(4) . 4 ?
N3B Mn1 O1W 155.1(4) 4 4 ?
N1 Mn1 O1W 87.5(3) . 4 ?
N1 Mn1 O1W 90.1(3) 4 4 ?
N3A Mn1 O1W 176.3(4) . . ?
N3A Mn1 O1W 59.6(5) 4 . ?
N3B Mn1 O1W 155.1(4) . . ?
N3B Mn1 O1W 82.1(4) 4 . ?
N1 Mn1 O1W 90.1(3) . . ?
N1 Mn1 O1W 87.5(3) 4 . ?
O1W Mn1 O1W 122.7(5) 4 . ?
N3A Mn1 N4A 27.2(7) . . ?
N3A Mn1 N4A 91.6(10) 4 . ?
N3B Mn1 N4A 10.7(11) . . ?
N3B Mn1 N4A 68.5(8) 4 . ?
N1 Mn1 N4A 98.3(12) . . ?
N1 Mn1 N4A 85.9(12) 4 . ?
O1W Mn1 N4A 86.6(8) 4 . ?
O1W Mn1 N4A 150.0(8) . . ?
N3A Mn1 N4A 91.6(10) . 4 ?
N3A Mn1 N4A 27.2(7) 4 4 ?
N3B Mn1 N4A 68.5(8) . 4 ?
N3B Mn1 N4A 10.7(11) 4 4 ?
N1 Mn1 N4A 85.9(12) . 4 ?
N1 Mn1 N4A 98.3(12) 4 4 ?
O1W Mn1 N4A 150.0(8) 4 4 ?
O1W Mn1 N4A 86.6(8) . 4 ?
N4A Mn1 N4A 65.5(16) . 4 ?
C3 O1 C6 117.9(4) . . ?
C9 O2 C12 118.1(4) . . ?
C5 N1 C1 116.3(5) . . ?
C5 N1 Mn1 124.8(5) . . ?
C1 N1 Mn1 118.8(5) . . ?
O2 C12 C13 108.6(4) . . ?
C3 C2 C1 119.9(6) . . ?
C6 C13 C6 111.4(7) . 5_345 ?
C6 C13 C12 109.4(3) . 5_345 ?
C6 C13 C12 109.5(3) 5_345 5_345 ?
C6 C13 C12 109.5(3) . . ?
C6 C13 C12 109.4(3) 5_345 . ?
C12 C13 C12 107.5(7) 5_345 . ?
C9 C8 C7 117.0(6) . . ?
C7 N2 C11 115.2(6) . . ?
C10 C11 N2 125.5(6) . . ?
C11 C10 C9 117.2(6) . . ?
O1 C3 C2 117.1(5) . . ?
O1 C3 C4 124.1(6) . . ?
C2 C3 C4 118.8(6) . . ?
O2 C9 C8 124.6(5) . . ?
O2 C9 C10 115.8(5) . . ?
C8 C9 C10 119.5(6) . . ?
O1 C6 C13 106.3(4) . . ?
C3 C4 C5 116.8(7) . . ?
N2 C7 C8 125.6(7) . . ?
N1 C5 C4 125.2(7) . . ?
N1 C1 C2 122.8(7) . . ?
N4A N3A Mn1 103(2) . . ?
N4B N3B Mn1 129.3(11) . . ?
N3A N4A N5A 164(5) . . ?
N3A N4A Mn1 49.4(16) . . ?
N5A N4A Mn1 144(3) . . ?
N5B N4B N3B 164.9(14) . . ?

_diffrn_measured_fraction_theta_max 0.951
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.951
_refine_diff_density_max         2.500
_refine_diff_density_min         -1.043
_refine_diff_density_rms         0.172
####################################################################### 
# 
# 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_compound2
_database_code_depnum_ccdc_archive 'CCDC 994433'
_audit_update_record             
;
2014-10-24 deposited with the CCDC.
2015-01-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H24 N16 Ni2 O4'
_chemical_formula_weight         729.15


loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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'
Ni Ni 0.3200 1.2650 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 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   'C 2 / 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                   11.9644(11)
_cell_length_b                   11.7512(9)
_cell_length_c                   20.5623(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.341(8)
_cell_angle_gamma                90.00
_cell_volume                     2873.3(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.685
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             954
_exptl_absorpt_coefficient_mu    1.376
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8025
_exptl_absorpt_correction_T_max  0.8936
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.4 (release 27-04-2006 CrysAlis171 .NET)
(compiled Apr 27 2007,17:53:11)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;


_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  'Oxford Gemini S Ultra'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6854
_diffrn_reflns_av_R_equivalents  0.0540
_diffrn_reflns_av_sigmaI/netI    0.0943
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.70
_diffrn_reflns_theta_max         25.99
_reflns_number_total             2835
_reflns_number_gt                1899
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd.'
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd.'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd.'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0313P)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         2835
_refine_ls_number_parameters     213
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0719
_refine_ls_R_factor_gt           0.0407
_refine_ls_wR_factor_ref         0.0819
_refine_ls_wR_factor_gt          0.0764
_refine_ls_goodness_of_fit_ref   0.898
_refine_ls_restrained_S_all      0.898
_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 0.90057(4) 0.08892(4) 0.51268(2) 0.01715(13) Uani 1 1 d . . .
N6 N 0.9035(3) -0.0530(2) 0.45869(13) 0.0179(7) Uani 1 1 d . . .
O2 O 0.7949(2) 0.6390(2) 0.25594(10) 0.0205(6) Uani 1 1 d . . .
N4 N 0.8600(3) 0.3103(3) 0.55144(13) 0.0191(7) Uani 1 1 d . . .
O1 O 0.9451(2) 0.4549(2) 0.30699(11) 0.0198(6) Uani 1 1 d . . .
N2 N 0.6543(2) 0.5035(2) 0.41419(13) 0.0166(7) Uani 1 1 d . . .
N1 N 0.9350(3) 0.1925(2) 0.43918(13) 0.0182(7) Uani 1 1 d . . .
N8 N 0.8134(3) -0.0871(3) 0.35258(15) 0.0323(8) Uani 1 1 d . . .
N3 N 0.9046(3) 0.2262(3) 0.57300(14) 0.0238(8) Uani 1 1 d . . .
N7 N 0.8569(3) -0.0683(2) 0.40447(15) 0.0179(7) Uani 1 1 d . . .
C9 C 0.7530(3) 0.6015(3) 0.31039(16) 0.0178(8) Uani 1 1 d . . .
N5 N 0.8166(3) 0.3948(3) 0.53198(15) 0.0273(8) Uani 1 1 d . . .
C13 C 1.0000 0.6159(4) 0.2500 0.0135(11) Uani 1 2 d S . .
C8 C 0.7945(3) 0.6249(3) 0.37504(16) 0.0201(9) Uani 1 1 d . . .
H8A H 0.8552 0.6736 0.3849 0.024 Uiso 1 1 calc R . .
C3 C 0.9512(3) 0.3694(3) 0.35114(16) 0.0155(8) Uani 1 1 d . . .
C11 C 0.6131(3) 0.4861(3) 0.35128(17) 0.0228(9) Uani 1 1 d . . .
H11A H 0.5501 0.4398 0.3429 0.027 Uiso 1 1 calc R . .
C12 C 0.9013(3) 0.6962(3) 0.25832(17) 0.0187(8) Uani 1 1 d . . .
H12A H 0.9158 0.7352 0.3000 0.022 Uiso 1 1 calc R . .
H12B H 0.8970 0.7532 0.2240 0.022 Uiso 1 1 calc R . .
C5 C 1.0163(3) 0.2716(3) 0.44838(16) 0.0185(8) Uani 1 1 d . . .
H5A H 1.0678 0.2658 0.4856 0.022 Uiso 1 1 calc R . .
C10 C 0.6584(3) 0.5325(3) 0.29900(16) 0.0221(9) Uani 1 1 d . . .
H10A H 0.6264 0.5181 0.2565 0.026 Uiso 1 1 calc R . .
C1 C 0.8640(3) 0.2007(3) 0.38317(16) 0.0192(8) Uani 1 1 d . . .
H1A H 0.8086 0.1455 0.3745 0.023 Uiso 1 1 calc R . .
C7 C 0.7422(3) 0.5731(3) 0.42403(16) 0.0204(9) Uani 1 1 d . . .
H7A H 0.7707 0.5881 0.4671 0.024 Uiso 1 1 calc R . .
C6 C 1.0309(3) 0.5408(3) 0.31016(16) 0.0165(8) Uani 1 1 d . . .
H6A H 1.1044 0.5066 0.3088 0.020 Uiso 1 1 calc R . .
H6B H 1.0316 0.5849 0.3501 0.020 Uiso 1 1 calc R . .
C4 C 1.0281(3) 0.3605(3) 0.40630(16) 0.0199(8) Uani 1 1 d . . .
H4A H 1.0860 0.4131 0.4146 0.024 Uiso 1 1 calc R . .
C2 C 0.8705(3) 0.2863(3) 0.33909(16) 0.0198(8) Uani 1 1 d . . .
H2A H 0.8207 0.2885 0.3010 0.024 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
Ni1 N6 2.006(3) . ?
Ni1 N1 2.018(3) . ?
Ni1 N2 2.022(3) 7_656 ?
Ni1 N3 2.032(3) . ?
Ni1 N6 2.390(3) 5_756 ?
N6 N7 1.204(4) . ?
N6 Ni1 2.390(3) 5_756 ?
O2 C9 1.350(4) . ?
O2 C12 1.436(4) . ?
N4 N5 1.170(4) . ?
N4 N3 1.186(4) . ?
O1 C3 1.351(4) . ?
O1 C6 1.436(4) . ?
N2 C7 1.330(4) . ?
N2 C11 1.348(4) . ?
N2 Ni1 2.022(3) 7_656 ?
N1 C5 1.344(4) . ?
N1 C1 1.357(4) . ?
N8 N7 1.156(4) . ?
C9 C10 1.391(5) . ?
C9 C8 1.394(5) . ?
C13 C6 1.531(4) 2_755 ?
C13 C6 1.531(4) . ?
C13 C12 1.536(4) 2_755 ?
C13 C12 1.536(4) . ?
C8 C7 1.384(5) . ?
C8 H8A 0.9300 . ?
C3 C2 1.377(5) . ?
C3 C4 1.383(5) . ?
C11 C10 1.369(5) . ?
C11 H11A 0.9300 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C5 C4 1.373(5) . ?
C5 H5A 0.9300 . ?
C10 H10A 0.9300 . ?
C1 C2 1.362(4) . ?
C1 H1A 0.9300 . ?
C7 H7A 0.9300 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C4 H4A 0.9300 . ?
C2 H2A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N6 Ni1 N1 94.00(11) . . ?
N6 Ni1 N2 89.54(11) . 7_656 ?
N1 Ni1 N2 172.14(12) . 7_656 ?
N6 Ni1 N3 175.62(12) . . ?
N1 Ni1 N3 89.14(12) . . ?
N2 Ni1 N3 87.73(12) 7_656 . ?
N6 Ni1 N6 85.01(12) . 5_756 ?
N1 Ni1 N6 90.87(11) . 5_756 ?
N2 Ni1 N6 96.43(11) 7_656 5_756 ?
N3 Ni1 N6 91.90(11) . 5_756 ?
N7 N6 Ni1 127.0(2) . . ?
N7 N6 Ni1 122.9(2) . 5_756 ?
Ni1 N6 Ni1 94.99(12) . 5_756 ?
C9 O2 C12 122.2(3) . . ?
N5 N4 N3 178.0(4) . . ?
C3 O1 C6 120.4(3) . . ?
C7 N2 C11 116.0(3) . . ?
C7 N2 Ni1 122.2(2) . 7_656 ?
C11 N2 Ni1 121.2(2) . 7_656 ?
C5 N1 C1 116.5(3) . . ?
C5 N1 Ni1 121.1(2) . . ?
C1 N1 Ni1 121.2(2) . . ?
N4 N3 Ni1 117.0(2) . . ?
N8 N7 N6 177.6(4) . . ?
O2 C9 C10 114.8(3) . . ?
O2 C9 C8 127.0(3) . . ?
C10 C9 C8 118.2(3) . . ?
C6 C13 C6 109.6(4) 2_755 . ?
C6 C13 C12 112.59(18) 2_755 2_755 ?
C6 C13 C12 108.90(19) . 2_755 ?
C6 C13 C12 108.90(19) 2_755 . ?
C6 C13 C12 112.59(18) . . ?
C12 C13 C12 104.2(4) 2_755 . ?
C7 C8 C9 117.7(4) . . ?
C7 C8 H8A 121.1 . . ?
C9 C8 H8A 121.1 . . ?
O1 C3 C2 115.0(3) . . ?
O1 C3 C4 126.1(3) . . ?
C2 C3 C4 118.9(3) . . ?
N2 C11 C10 124.0(4) . . ?
N2 C11 H11A 118.0 . . ?
C10 C11 H11A 118.0 . . ?
O2 C12 C13 113.5(3) . . ?
O2 C12 H12A 108.9 . . ?
C13 C12 H12A 108.9 . . ?
O2 C12 H12B 108.9 . . ?
C13 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
N1 C5 C4 124.1(3) . . ?
N1 C5 H5A 117.9 . . ?
C4 C5 H5A 117.9 . . ?
C11 C10 C9 119.0(3) . . ?
C11 C10 H10A 120.5 . . ?
C9 C10 H10A 120.5 . . ?
N1 C1 C2 122.7(3) . . ?
N1 C1 H1A 118.6 . . ?
C2 C1 H1A 118.6 . . ?
N2 C7 C8 125.0(3) . . ?
N2 C7 H7A 117.5 . . ?
C8 C7 H7A 117.5 . . ?
O1 C6 C13 105.1(3) . . ?
O1 C6 H6A 110.7 . . ?
C13 C6 H6A 110.7 . . ?
O1 C6 H6B 110.7 . . ?
C13 C6 H6B 110.7 . . ?
H6A C6 H6B 108.8 . . ?
C5 C4 C3 118.0(3) . . ?
C5 C4 H4A 121.0 . . ?
C3 C4 H4A 121.0 . . ?
C1 C2 C3 119.7(3) . . ?
C1 C2 H2A 120.2 . . ?
C3 C2 H2A 120.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 Ni1 N6 N7 -48.0(3) . . . . ?
N2 Ni1 N6 N7 125.0(3) 7_656 . . . ?
N3 Ni1 N6 N7 176.4(15) . . . . ?
N6 Ni1 N6 N7 -138.5(3) 5_756 . . . ?
N1 Ni1 N6 Ni1 90.52(11) . . . 5_756 ?
N2 Ni1 N6 Ni1 -96.50(11) 7_656 . . 5_756 ?
N3 Ni1 N6 Ni1 -45.1(17) . . . 5_756 ?
N6 Ni1 N6 Ni1 0.0 5_756 . . 5_756 ?
N6 Ni1 N1 C5 -131.0(3) . . . . ?
N2 Ni1 N1 C5 112.5(9) 7_656 . . . ?
N3 Ni1 N1 C5 45.9(3) . . . . ?
N6 Ni1 N1 C5 -45.9(3) 5_756 . . . ?
N6 Ni1 N1 C1 62.1(3) . . . . ?
N2 Ni1 N1 C1 -54.5(10) 7_656 . . . ?
N3 Ni1 N1 C1 -121.0(3) . . . . ?
N6 Ni1 N1 C1 147.1(3) 5_756 . . . ?
N5 N4 N3 Ni1 177(100) . . . . ?
N6 Ni1 N3 N4 178(58) . . . . ?
N1 Ni1 N3 N4 42.7(3) . . . . ?
N2 Ni1 N3 N4 -130.1(3) 7_656 . . . ?
N6 Ni1 N3 N4 133.5(3) 5_756 . . . ?
Ni1 N6 N7 N8 -174(8) . . . . ?
Ni1 N6 N7 N8 58(9) 5_756 . . . ?
C12 O2 C9 C10 -170.3(3) . . . . ?
C12 O2 C9 C8 9.7(5) . . . . ?
O2 C9 C8 C7 -176.8(3) . . . . ?
C10 C9 C8 C7 3.2(5) . . . . ?
C6 O1 C3 C2 -173.6(3) . . . . ?
C6 O1 C3 C4 7.8(5) . . . . ?
C7 N2 C11 C10 2.0(5) . . . . ?
Ni1 N2 C11 C10 -169.4(3) 7_656 . . . ?
C9 O2 C12 C13 92.9(3) . . . . ?
C6 C13 C12 O2 49.8(3) 2_755 . . . ?
C6 C13 C12 O2 -72.0(3) . . . . ?
C12 C13 C12 O2 170.1(3) 2_755 . . . ?
C1 N1 C5 C4 2.6(5) . . . . ?
Ni1 N1 C5 C4 -164.9(3) . . . . ?
N2 C11 C10 C9 0.4(6) . . . . ?
O2 C9 C10 C11 177.0(3) . . . . ?
C8 C9 C10 C11 -3.0(5) . . . . ?
C5 N1 C1 C2 -2.5(5) . . . . ?
Ni1 N1 C1 C2 165.0(3) . . . . ?
C11 N2 C7 C8 -1.8(5) . . . . ?
Ni1 N2 C7 C8 169.5(3) 7_656 . . . ?
C9 C8 C7 N2 -0.8(5) . . . . ?
C3 O1 C6 C13 175.7(3) . . . . ?
C6 C13 C6 O1 -45.56(17) 2_755 . . . ?
C12 C13 C6 O1 -169.2(3) 2_755 . . . ?
C12 C13 C6 O1 75.8(3) . . . . ?
N1 C5 C4 C3 0.3(5) . . . . ?
O1 C3 C4 C5 175.1(3) . . . . ?
C2 C3 C4 C5 -3.4(5) . . . . ?
N1 C1 C2 C3 -0.6(5) . . . . ?
O1 C3 C2 C1 -175.1(3) . . . . ?
C4 C3 C2 C1 3.5(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.99
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.695
_refine_diff_density_min         -0.508
_refine_diff_density_rms         0.087
####################################################################### 
# 
# 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_compound3
_database_code_depnum_ccdc_archive 'CCDC 994434'
_audit_update_record             
;
2014-10-24 deposited with the CCDC.
2015-01-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C51 H58 Mn N14 O12'
_chemical_formula_weight         1114.97

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'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   16.2734(18)
_cell_length_b                   18.977(3)
_cell_length_c                   19.136(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 111.964(14)
_cell_angle_gamma                90.00
_cell_volume                     5480.7(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2324
_exptl_absorpt_coefficient_mu    0.316
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9111
_exptl_absorpt_correction_T_max  0.9394
_exptl_absorpt_process_details   SADABS

_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  'Brucker SMART APEX'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10710
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0868
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.81
_diffrn_reflns_theta_max         26.00
_reflns_number_total             10710
_reflns_number_gt                5486
_reflns_threshold_expression     >2sigma(I)

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

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0618P)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         10710
_refine_ls_number_parameters     719
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1009
_refine_ls_R_factor_gt           0.0469
_refine_ls_wR_factor_ref         0.1197
_refine_ls_wR_factor_gt          0.1081
_refine_ls_goodness_of_fit_ref   0.836
_refine_ls_restrained_S_all      0.836
_refine_ls_shift/su_max          0.067
_refine_ls_shift/su_mean         0.003

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.0000 0.0000 0.0000 0.02522(15) Uani 1 2 d S . .
Mn2 Mn 1.0000 0.0000 0.5000 0.02992(16) Uani 1 2 d S . .
O1 O 0.34230(11) -0.06026(8) 0.17602(10) 0.0309(5) Uani 1 1 d . . .
O2 O 0.65366(10) -0.05770(8) 0.32250(11) 0.0327(5) Uani 1 1 d . . .
C25 C 0.49859(17) -0.05251(12) 0.24711(15) 0.0264(6) Uani 1 1 d . . .
O7 O 1.31104(10) -0.25106(9) 0.36090(9) 0.0313(4) Uani 1 1 d . . .
N1 N 0.11036(13) -0.07895(11) 0.07017(13) 0.0282(5) Uani 1 1 d . . .
C6 C 0.42145(15) -0.10183(12) 0.20632(15) 0.0272(6) Uani 1 1 d . . .
H6A H 0.4321 -0.1263 0.1660 0.033 Uiso 1 1 calc R . .
H6B H 0.4152 -0.1366 0.2412 0.033 Uiso 1 1 calc R . .
O6 O 0.99586(10) -0.25452(10) 0.23586(9) 0.0363(5) Uani 1 1 d . . .
C37 C 1.07823(14) -0.25309(14) 0.22634(14) 0.0257(5) Uani 1 1 d . . .
H37A H 1.0818 -0.2115 0.1981 0.031 Uiso 1 1 calc R . .
H37B H 1.0839 -0.2944 0.1987 0.031 Uiso 1 1 calc R . .
C12 C 0.57691(15) -0.10102(13) 0.28810(16) 0.0309(7) Uani 1 1 d . . .
H12A H 0.5651 -0.1282 0.3262 0.037 Uiso 1 1 calc R . .
H12B H 0.5865 -0.1334 0.2527 0.037 Uiso 1 1 calc R . .
N9 N 0.08031(14) 0.08860(11) 0.05570(14) 0.0348(6) Uani 1 1 d . . .
O3 O 0.44478(12) -0.04721(9) 0.34741(11) 0.0373(5) Uani 1 1 d . . .
C2 C 0.26606(16) -0.09528(13) 0.13652(15) 0.0249(6) Uani 1 1 d . . .
N8 N 1.06991(14) -0.50397(11) 0.41441(14) 0.0322(6) Uani 1 1 d . . .
O5 O 1.14890(12) -0.12615(9) 0.30940(11) 0.0344(5) Uani 1 1 d . . .
C43 C 1.23820(14) -0.25369(13) 0.29016(13) 0.0238(5) Uani 1 1 d . . .
H43A H 1.2412 -0.2965 0.2636 0.029 Uiso 1 1 calc R . .
H43B H 1.2407 -0.2138 0.2594 0.029 Uiso 1 1 calc R . .
C3 C 0.25883(16) -0.16611(13) 0.12042(15) 0.0282(6) Uani 1 1 d . . .
H3A H 0.3083 -0.1953 0.1360 0.034 Uiso 1 1 calc R . .
N5 N 1.06496(14) -0.00020(11) 0.41072(14) 0.0339(6) Uani 1 1 d . . .
C33 C 0.92067(15) -0.25295(13) 0.17338(15) 0.0280(6) Uani 1 1 d . . .
C20 C 0.58542(18) -0.01809(15) 0.10022(16) 0.0339(7) Uani 1 1 d . . .
N13 N 1.13306(17) -0.11404(11) 0.59369(15) 0.0354(6) Uani 1 1 d . . .
C10 C 0.83610(18) -0.18259(15) 0.36715(17) 0.0413(8) Uani 1 1 d . . .
H10A H 0.8494 -0.2288 0.3590 0.050 Uiso 1 1 calc R . .
C49 C 1.14409(16) -0.31529(12) 0.35035(15) 0.0257(6) Uani 1 1 d . . .
H49A H 1.1904 -0.3137 0.4002 0.031 Uiso 1 1 calc R . .
H49B H 1.0872 -0.3144 0.3558 0.031 Uiso 1 1 calc R . .
O8 O 1.15204(12) -0.37797(8) 0.31233(11) 0.0341(5) Uani 1 1 d . . .
C39 C 1.39317(16) -0.26218(12) 0.35845(15) 0.0277(6) Uani 1 1 d . . .
O4 O 0.55123(12) -0.04929(9) 0.14717(11) 0.0379(5) Uani 1 1 d . . .
C1 C 0.19054(16) -0.05347(13) 0.11027(15) 0.0275(6) Uani 1 1 d . . .
H1A H 0.1962 -0.0055 0.1212 0.033 Uiso 1 1 calc R . .
C11 C 0.90221(18) -0.13801(14) 0.41068(17) 0.0365(7) Uani 1 1 d . . .
H11A H 0.9599 -0.1551 0.4310 0.044 Uiso 1 1 calc R . .
C34 C 0.91588(17) -0.25301(12) 0.10024(15) 0.0321(6) Uani 1 1 d . . .
H34A H 0.9669 -0.2556 0.0894 0.038 Uiso 1 1 calc R . .
C24 C 0.51966(17) -0.00512(13) 0.19223(16) 0.0288(7) Uani 1 1 d . . .
H24A H 0.4669 0.0200 0.1607 0.035 Uiso 1 1 calc R . .
H24B H 0.5646 0.0291 0.2194 0.035 Uiso 1 1 calc R . .
C8 C 0.73373(16) -0.09002(13) 0.34905(15) 0.0274(6) Uani 1 1 d . . .
C5 C 0.10355(17) -0.14823(14) 0.05694(15) 0.0314(7) Uani 1 1 d . . .
H5A H 0.0478 -0.1674 0.0308 0.038 Uiso 1 1 calc R . .
C50 C 1.15217(14) -0.25194(12) 0.30410(13) 0.0221(5) Uani 1 1 d . . .
C26 C 1.09556(16) -0.05979(13) 0.39289(16) 0.0299(7) Uani 1 1 d . . .
H26A H 1.1000 -0.0993 0.4228 0.036 Uiso 1 1 calc R . .
C14 C 0.41381(18) -0.01317(16) 0.39522(16) 0.0349(7) Uani 1 1 d . . .
N2 N 0.88733(13) -0.07212(11) 0.42481(13) 0.0314(6) Uani 1 1 d . . .
C7 C 0.80384(16) -0.04902(14) 0.39425(16) 0.0317(7) Uani 1 1 d . . .
H7A H 0.7922 -0.0028 0.4039 0.038 Uiso 1 1 calc R . .
C31 C 1.14477(16) -0.18844(12) 0.34898(15) 0.0254(6) Uani 1 1 d . . .
H31A H 1.0891 -0.1900 0.3566 0.030 Uiso 1 1 calc R . .
H31B H 1.1927 -0.1887 0.3980 0.030 Uiso 1 1 calc R . .
N14 N 1.20218(19) -0.13341(14) 0.64329(17) 0.0622(9) Uani 1 1 d . . .
C9 C 0.75014(17) -0.15851(14) 0.33574(16) 0.0363(7) Uani 1 1 d . . .
H9A H 0.7046 -0.1879 0.3064 0.044 Uiso 1 1 calc R . .
C40 C 1.40978(17) -0.28263(14) 0.29617(17) 0.0336(7) Uani 1 1 d . . .
H40A H 1.3636 -0.2898 0.2501 0.040 Uiso 1 1 calc R . .
C45 C 1.12905(17) -0.43878(13) 0.33662(16) 0.0297(7) Uani 1 1 d . . .
C35 C 0.83342(18) -0.24912(15) 0.04333(17) 0.0443(7) Uani 1 1 d . . .
H35A H 0.8280 -0.2490 -0.0068 0.053 Uiso 1 1 calc R . .
C21 C 0.58505(19) 0.05340(16) 0.08709(17) 0.0388(7) Uani 1 1 d . . .
H21A H 0.5606 0.0850 0.1111 0.047 Uiso 1 1 calc R . .
N7 N 1.54770(15) -0.26119(14) 0.43344(17) 0.0565(8) Uani 1 1 d . . .
N6 N 0.76252(14) -0.24703(13) 0.13172(15) 0.0456(6) Uani 1 1 d . . .
C4 C 0.17554(17) -0.19204(13) 0.08036(16) 0.0330(7) Uani 1 1 d . . .
H4A H 0.1680 -0.2398 0.0691 0.040 Uiso 1 1 calc R . .
C36 C 0.75976(19) -0.24542(16) 0.06112(19) 0.0500(8) Uani 1 1 d . . .
H36A H 0.7048 -0.2416 0.0220 0.060 Uiso 1 1 calc R . .
C15 C 0.4201(2) 0.05843(17) 0.40874(18) 0.0470(8) Uani 1 1 d . . .
H15A H 0.4467 0.0881 0.3846 0.056 Uiso 1 1 calc R . .
C38 C 1.46353(17) -0.25212(15) 0.42641(18) 0.0451(7) Uani 1 1 d . . .
H38A H 1.4517 -0.2386 0.4684 0.054 Uiso 1 1 calc R . .
C18 C 0.47758(18) -0.00485(13) 0.30222(16) 0.0293(7) Uani 1 1 d . . .
H18A H 0.5306 0.0198 0.3339 0.035 Uiso 1 1 calc R . .
H18B H 0.4335 0.0298 0.2749 0.035 Uiso 1 1 calc R . .
N4 N 0.65981(16) -0.04088(16) 0.01587(15) 0.0516(7) Uani 1 1 d . . .
C27 C 1.12128(18) -0.06546(13) 0.33143(17) 0.0331(7) Uani 1 1 d . . .
C19 C 0.62336(19) -0.06281(17) 0.06373(18) 0.0450(8) Uani 1 1 d . . .
H19A H 0.6234 -0.1109 0.0732 0.054 Uiso 1 1 calc R . .
C42 C 1.56257(19) -0.28121(16) 0.3723(2) 0.0518(9) Uani 1 1 d . . .
H42A H 1.6209 -0.2879 0.3767 0.062 Uiso 1 1 calc R . .
C44 C 1.09692(16) -0.44333(13) 0.39387(15) 0.0280(6) Uani 1 1 d . . .
H44A H 1.0939 -0.4023 0.4194 0.034 Uiso 1 1 calc R . .
C41 C 1.49694(18) -0.29230(15) 0.30387(19) 0.0435(8) Uani 1 1 d . . .
H41A H 1.5106 -0.3062 0.2629 0.052 Uiso 1 1 calc R . .
C22 C 0.6222(2) 0.07650(18) 0.03715(19) 0.0516(9) Uani 1 1 d . . .
H22A H 0.6221 0.1242 0.0261 0.062 Uiso 1 1 calc R . .
C32 C 0.84189(16) -0.25071(14) 0.18598(17) 0.0385(7) Uani 1 1 d . . .
H32A H 0.8452 -0.2519 0.2356 0.046 Uiso 1 1 calc R . .
C13 C 0.3749(2) -0.05500(18) 0.43296(18) 0.0481(8) Uani 1 1 d . . .
H13A H 0.3712 -0.1032 0.4234 0.058 Uiso 1 1 calc R . .
N12 N 1.07273(14) -0.09751(11) 0.54984(14) 0.02992(16) Uani 1 1 d . . .
C30 C 1.0622(2) 0.05634(15) 0.3694(2) 0.0530(9) Uani 1 1 d . . .
H30A H 1.0412 0.0983 0.3816 0.064 Uiso 1 1 calc R . .
C48 C 1.0768(2) -0.56195(15) 0.37820(19) 0.0463(8) Uani 1 1 d . . .
H48A H 1.0579 -0.6045 0.3911 0.056 Uiso 1 1 calc R . .
N3 N 0.34223(18) -0.03020(17) 0.48262(16) 0.0584(8) Uani 1 1 d . . .
C23 C 0.6595(2) 0.0281(2) 0.00364(18) 0.0532(9) Uani 1 1 d . . .
H23A H 0.6856 0.0446 -0.0289 0.064 Uiso 1 1 calc R . .
C47 C 1.1111(2) -0.56158(16) 0.3219(2) 0.0583(10) Uani 1 1 d . . .
H47A H 1.1168 -0.6036 0.2990 0.070 Uiso 1 1 calc R . .
C46 C 1.1363(2) -0.49979(14) 0.30021(19) 0.0490(9) Uani 1 1 d . . .
H46A H 1.1579 -0.4986 0.2616 0.059 Uiso 1 1 calc R . .
C28 C 1.1185(2) -0.00612(14) 0.2888(2) 0.0587(11) Uani 1 1 d . . .
H28A H 1.1359 -0.0079 0.2478 0.070 Uiso 1 1 calc R . .
C16 C 0.3856(2) 0.08456(19) 0.4596(2) 0.0588(10) Uani 1 1 d . . .
H16A H 0.3880 0.1326 0.4697 0.071 Uiso 1 1 calc R . .
C29 C 1.0893(3) 0.05557(16) 0.3090(2) 0.0685(12) Uani 1 1 d . . .
H29A H 1.0878 0.0967 0.2821 0.082 Uiso 1 1 calc R . .
C17 C 0.3477(2) 0.0395(2) 0.4950(2) 0.0627(10) Uani 1 1 d . . .
H17A H 0.3249 0.0580 0.5290 0.075 Uiso 1 1 calc R . .
O1W O 0.61597(12) -0.25541(10) 0.18093(13) 0.0536(6) Uani 1 1 d . . .
O2W O 0.73624(12) -0.11186(10) -0.07187(12) 0.0434(5) Uani 1 1 d . . .
O3W O 0.43197(14) -0.24156(11) 0.09778(15) 0.0675(7) Uani 1 1 d . . .
O9 O 1.68191(17) -0.36758(13) 0.27747(15) 0.0697(7) Uani 1 1 d . . .
N11A N 0.1042(9) 0.1449(6) 0.1687(6) 0.063(4) Uani 0.466(16) 1 d P A 1
N10A N 0.0903(7) 0.1177(4) 0.1133(6) 0.0244(19) Uani 0.466(16) 1 d P A 1
N11B N 0.0533(6) 0.1784(4) 0.1271(7) 0.058(3) Uani 0.534(16) 1 d P A 2
N10B N 0.0676(5) 0.1331(4) 0.0907(5) 0.033(2) Uani 0.534(16) 1 d PU A 2
C51 C 1.7357(4) -0.3999(3) 0.2541(4) 0.143(2) 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
Mn1 N9 2.151(2) 3 ?
Mn1 N9 2.151(2) . ?
Mn1 N8 2.319(2) 4_455 ?
Mn1 N8 2.319(2) 2_655 ?
Mn1 N1 2.339(2) 3 ?
Mn1 N1 2.339(2) . ?
Mn2 N12 2.211(2) 3_756 ?
Mn2 N12 2.211(2) . ?
Mn2 N2 2.309(2) . ?
Mn2 N2 2.309(2) 3_756 ?
Mn2 N5 2.321(2) . ?
Mn2 N5 2.321(2) 3_756 ?
O1 C2 1.360(3) . ?
O1 C6 1.435(3) . ?
O2 C8 1.355(3) . ?
O2 C12 1.433(3) . ?
C25 C24 1.516(4) . ?
C25 C18 1.522(4) . ?
C25 C6 1.526(3) . ?
C25 C12 1.529(3) . ?
O7 C39 1.371(3) . ?
O7 C43 1.428(3) . ?
N1 C1 1.333(3) . ?
N1 C5 1.336(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
O6 C33 1.354(3) . ?
O6 C37 1.419(3) . ?
C37 C50 1.524(3) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
N9 N10A 1.188(7) . ?
N9 N10B 1.144(8) . ?
O3 C14 1.361(3) . ?
O3 C18 1.423(3) . ?
C2 C1 1.389(3) . ?
C2 C3 1.374(3) . ?
N8 C48 1.327(3) . ?
N8 C44 1.342(3) . ?
N8 Mn1 2.319(2) 2_645 ?
O5 C27 1.359(3) . ?
O5 C31 1.419(3) . ?
C43 C50 1.520(3) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C3 C4 1.375(3) . ?
C3 H3A 0.9300 . ?
N5 C30 1.323(4) . ?
N5 C26 1.331(3) . ?
C33 C34 1.372(4) . ?
C33 C32 1.391(4) . ?
C20 O4 1.357(3) . ?
C20 C19 1.382(4) . ?
C20 C21 1.379(4) . ?
N13 N12 1.072(3) . ?
N13 N14 1.226(3) . ?
C10 C11 1.377(4) . ?
C10 C9 1.378(4) . ?
C10 H10A 0.9300 . ?
C49 O8 1.425(3) . ?
C49 C50 1.528(3) . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
O8 C45 1.348(3) . ?
C39 C40 1.373(4) . ?
C39 C38 1.387(4) . ?
O4 C24 1.429(3) . ?
C1 H1A 0.9300 . ?
C11 N2 1.321(3) . ?
C11 H11A 0.9300 . ?
C34 C35 1.378(4) . ?
C34 H34A 0.9300 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C8 C9 1.370(3) . ?
C8 C7 1.384(3) . ?
C5 C4 1.368(3) . ?
C5 H5A 0.9300 . ?
C50 C31 1.510(3) . ?
C26 C27 1.392(4) . ?
C26 H26A 0.9300 . ?
C14 C13 1.376(4) . ?
C14 C15 1.380(4) . ?
N2 C7 1.336(3) . ?
C7 H7A 0.9300 . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C9 H9A 0.9300 . ?
C40 C41 1.382(4) . ?
C40 H40A 0.9300 . ?
C45 C44 1.382(4) . ?
C45 C46 1.379(4) . ?
C35 C36 1.365(4) . ?
C35 H35A 0.9300 . ?
C21 C22 1.379(4) . ?
C21 H21A 0.9300 . ?
N7 C38 1.336(4) . ?
N7 C42 1.336(4) . ?
N6 C32 1.322(3) . ?
N6 C36 1.335(4) . ?
C4 H4A 0.9300 . ?
C36 H36A 0.9300 . ?
C15 C16 1.385(4) . ?
C15 H15A 0.9300 . ?
C38 H38A 0.9300 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
N4 C23 1.329(4) . ?
N4 C19 1.331(4) . ?
C27 C28 1.381(4) . ?
C19 H19A 0.9300 . ?
C42 C41 1.362(4) . ?
C42 H42A 0.9300 . ?
C44 H44A 0.9300 . ?
C41 H41A 0.9300 . ?
C22 C23 1.384(4) . ?
C22 H22A 0.9300 . ?
C32 H32A 0.9300 . ?
C13 N3 1.336(4) . ?
C13 H13A 0.9300 . ?
C30 C29 1.385(5) . ?
C30 H30A 0.9300 . ?
C48 C47 1.386(4) . ?
C48 H48A 0.9300 . ?
N3 C17 1.340(4) . ?
C23 H23A 0.9300 . ?
C47 C46 1.357(4) . ?
C47 H47A 0.9300 . ?
C46 H46A 0.9300 . ?
C28 C29 1.372(4) . ?
C28 H28A 0.9300 . ?
C16 C17 1.373(5) . ?
C16 H16A 0.9300 . ?
C29 H29A 0.9300 . ?
C17 H17A 0.9300 . ?
O9 C51 1.280(7) . ?
N11A N10A 1.124(9) . ?
N11B N10B 1.183(9) . ?

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
N9 Mn1 N9 180.0(2) 3 . ?
N9 Mn1 N8 92.47(8) 3 4_455 ?
N9 Mn1 N8 87.53(8) . 4_455 ?
N9 Mn1 N8 87.53(8) 3 2_655 ?
N9 Mn1 N8 92.47(8) . 2_655 ?
N8 Mn1 N8 180.00(13) 4_455 2_655 ?
N9 Mn1 N1 91.29(8) 3 3 ?
N9 Mn1 N1 88.71(8) . 3 ?
N8 Mn1 N1 92.75(8) 4_455 3 ?
N8 Mn1 N1 87.25(8) 2_655 3 ?
N9 Mn1 N1 88.71(8) 3 . ?
N9 Mn1 N1 91.29(8) . . ?
N8 Mn1 N1 87.26(8) 4_455 . ?
N8 Mn1 N1 92.74(8) 2_655 . ?
N1 Mn1 N1 180.00(18) 3 . ?
N12 Mn2 N12 180.00(13) 3_756 . ?
N12 Mn2 N2 93.16(8) 3_756 . ?
N12 Mn2 N2 86.84(8) . . ?
N12 Mn2 N2 86.84(8) 3_756 3_756 ?
N12 Mn2 N2 93.16(8) . 3_756 ?
N2 Mn2 N2 180.0 . 3_756 ?
N12 Mn2 N5 90.08(8) 3_756 . ?
N12 Mn2 N5 89.92(8) . . ?
N2 Mn2 N5 90.83(8) . . ?
N2 Mn2 N5 89.17(8) 3_756 . ?
N12 Mn2 N5 89.92(8) 3_756 3_756 ?
N12 Mn2 N5 90.08(8) . 3_756 ?
N2 Mn2 N5 89.17(8) . 3_756 ?
N2 Mn2 N5 90.83(8) 3_756 3_756 ?
N5 Mn2 N5 180.0 . 3_756 ?
C2 O1 C6 116.76(18) . . ?
C8 O2 C12 117.59(18) . . ?
C24 C25 C18 107.15(19) . . ?
C24 C25 C6 111.4(2) . . ?
C18 C25 C6 111.3(2) . . ?
C24 C25 C12 110.6(2) . . ?
C18 C25 C12 111.2(2) . . ?
C6 C25 C12 105.17(19) . . ?
C39 O7 C43 115.87(19) . . ?
C1 N1 C5 117.4(2) . . ?
C1 N1 Mn1 118.31(16) . . ?
C5 N1 Mn1 122.03(16) . . ?
O1 C6 C25 108.18(19) . . ?
O1 C6 H6A 110.1 . . ?
C25 C6 H6A 110.1 . . ?
O1 C6 H6B 110.1 . . ?
C25 C6 H6B 110.1 . . ?
H6A C6 H6B 108.4 . . ?
C33 O6 C37 118.13(19) . . ?
O6 C37 C50 108.29(19) . . ?
O6 C37 H37A 110.0 . . ?
C50 C37 H37A 110.0 . . ?
O6 C37 H37B 110.0 . . ?
C50 C37 H37B 110.0 . . ?
H37A C37 H37B 108.4 . . ?
O2 C12 C25 107.8(2) . . ?
O2 C12 H12A 110.1 . . ?
C25 C12 H12A 110.1 . . ?
O2 C12 H12B 110.1 . . ?
C25 C12 H12B 110.1 . . ?
H12A C12 H12B 108.5 . . ?
N10A N9 N10B 26.6(4) . . ?
N10A N9 Mn1 132.1(3) . . ?
N10B N9 Mn1 131.2(4) . . ?
C14 O3 C18 117.2(2) . . ?
O1 C2 C1 114.9(2) . . ?
O1 C2 C3 125.9(2) . . ?
C1 C2 C3 119.2(2) . . ?
C48 N8 C44 117.2(3) . . ?
C48 N8 Mn1 123.74(19) . 2_645 ?
C44 N8 Mn1 118.68(17) . 2_645 ?
C27 O5 C31 116.9(2) . . ?
O7 C43 C50 108.98(19) . . ?
O7 C43 H43A 109.9 . . ?
C50 C43 H43A 109.9 . . ?
O7 C43 H43B 109.9 . . ?
C50 C43 H43B 109.9 . . ?
H43A C43 H43B 108.3 . . ?
C4 C3 C2 117.3(2) . . ?
C4 C3 H3A 121.3 . . ?
C2 C3 H3A 121.3 . . ?
C30 N5 C26 117.9(3) . . ?
C30 N5 Mn2 120.99(19) . . ?
C26 N5 Mn2 120.48(18) . . ?
O6 C33 C34 126.0(2) . . ?
O6 C33 C32 115.8(2) . . ?
C34 C33 C32 118.2(2) . . ?
O4 C20 C19 116.0(3) . . ?
O4 C20 C21 125.1(3) . . ?
C19 C20 C21 119.0(3) . . ?
N12 N13 N14 179.3(3) . . ?
C11 C10 C9 119.7(3) . . ?
C11 C10 H10A 120.1 . . ?
C9 C10 H10A 120.1 . . ?
O8 C49 C50 108.5(2) . . ?
O8 C49 H49A 110.0 . . ?
C50 C49 H49A 110.0 . . ?
O8 C49 H49B 110.0 . . ?
C50 C49 H49B 110.0 . . ?
H49A C49 H49B 108.4 . . ?
C45 O8 C49 116.6(2) . . ?
O7 C39 C40 125.7(2) . . ?
O7 C39 C38 114.8(2) . . ?
C40 C39 C38 119.4(2) . . ?
C20 O4 C24 118.2(2) . . ?
N1 C1 C2 123.0(2) . . ?
N1 C1 H1A 118.5 . . ?
C2 C1 H1A 118.5 . . ?
N2 C11 C10 122.9(3) . . ?
N2 C11 H11A 118.5 . . ?
C10 C11 H11A 118.5 . . ?
C35 C34 C33 118.2(2) . . ?
C35 C34 H34A 120.9 . . ?
C33 C34 H34A 120.9 . . ?
O4 C24 C25 107.18(19) . . ?
O4 C24 H24A 110.3 . . ?
C25 C24 H24A 110.3 . . ?
O4 C24 H24B 110.3 . . ?
C25 C24 H24B 110.3 . . ?
H24A C24 H24B 108.5 . . ?
O2 C8 C9 125.9(2) . . ?
O2 C8 C7 115.6(2) . . ?
C9 C8 C7 118.5(2) . . ?
N1 C5 C4 122.4(2) . . ?
N1 C5 H5A 118.8 . . ?
C4 C5 H5A 118.8 . . ?
C31 C50 C49 104.83(19) . . ?
C31 C50 C37 111.40(19) . . ?
C49 C50 C37 110.29(19) . . ?
C31 C50 C43 113.06(19) . . ?
C49 C50 C43 111.65(19) . . ?
C37 C50 C43 105.72(19) . . ?
N5 C26 C27 122.8(3) . . ?
N5 C26 H26A 118.6 . . ?
C27 C26 H26A 118.6 . . ?
O3 C14 C13 115.9(3) . . ?
O3 C14 C15 124.9(3) . . ?
C13 C14 C15 119.1(3) . . ?
C11 N2 C7 117.1(2) . . ?
C11 N2 Mn2 121.67(17) . . ?
C7 N2 Mn2 121.24(17) . . ?
N2 C7 C8 123.7(2) . . ?
N2 C7 H7A 118.2 . . ?
C8 C7 H7A 118.2 . . ?
O5 C31 C50 109.3(2) . . ?
O5 C31 H31A 109.8 . . ?
C50 C31 H31A 109.8 . . ?
O5 C31 H31B 109.8 . . ?
C50 C31 H31B 109.8 . . ?
H31A C31 H31B 108.3 . . ?
C8 C9 C10 118.1(2) . . ?
C8 C9 H9A 121.0 . . ?
C10 C9 H9A 121.0 . . ?
C39 C40 C41 118.2(3) . . ?
C39 C40 H40A 120.9 . . ?
C41 C40 H40A 120.9 . . ?
O8 C45 C44 124.3(2) . . ?
O8 C45 C46 117.2(3) . . ?
C44 C45 C46 118.5(2) . . ?
C36 C35 C34 119.5(3) . . ?
C36 C35 H35A 120.3 . . ?
C34 C35 H35A 120.3 . . ?
C22 C21 C20 117.7(3) . . ?
C22 C21 H21A 121.1 . . ?
C20 C21 H21A 121.1 . . ?
C38 N7 C42 117.6(3) . . ?
C32 N6 C36 116.7(2) . . ?
C3 C4 C5 120.7(2) . . ?
C3 C4 H4A 119.7 . . ?
C5 C4 H4A 119.7 . . ?
N6 C36 C35 123.4(3) . . ?
N6 C36 H36A 118.3 . . ?
C35 C36 H36A 118.3 . . ?
C16 C15 C14 117.6(3) . . ?
C16 C15 H15A 121.2 . . ?
C14 C15 H15A 121.2 . . ?
N7 C38 C39 122.1(3) . . ?
N7 C38 H38A 118.9 . . ?
C39 C38 H38A 118.9 . . ?
O3 C18 C25 108.5(2) . . ?
O3 C18 H18A 110.0 . . ?
C25 C18 H18A 110.0 . . ?
O3 C18 H18B 110.0 . . ?
C25 C18 H18B 110.0 . . ?
H18A C18 H18B 108.4 . . ?
C23 N4 C19 117.1(3) . . ?
O5 C27 C28 116.7(3) . . ?
O5 C27 C26 124.5(2) . . ?
C28 C27 C26 118.8(3) . . ?
N4 C19 C20 123.6(3) . . ?
N4 C19 H19A 118.2 . . ?
C20 C19 H19A 118.2 . . ?
N7 C42 C41 123.5(3) . . ?
N7 C42 H42A 118.2 . . ?
C41 C42 H42A 118.2 . . ?
N8 C44 C45 123.2(2) . . ?
N8 C44 H44A 118.4 . . ?
C45 C44 H44A 118.4 . . ?
C42 C41 C40 119.1(3) . . ?
C42 C41 H41A 120.4 . . ?
C40 C41 H41A 120.4 . . ?
C21 C22 C23 119.5(3) . . ?
C21 C22 H22A 120.3 . . ?
C23 C22 H22A 120.3 . . ?
N6 C32 C33 123.9(3) . . ?
N6 C32 H32A 118.0 . . ?
C33 C32 H32A 118.0 . . ?
N3 C13 C14 123.6(3) . . ?
N3 C13 H13A 118.2 . . ?
C14 C13 H13A 118.2 . . ?
N13 N12 Mn2 140.2(2) . . ?
N5 C30 C29 122.7(3) . . ?
N5 C30 H30A 118.7 . . ?
C29 C30 H30A 118.7 . . ?
N8 C48 C47 122.6(3) . . ?
N8 C48 H48A 118.7 . . ?
C47 C48 H48A 118.7 . . ?
C13 N3 C17 117.1(3) . . ?
N4 C23 C22 123.0(3) . . ?
N4 C23 H23A 118.5 . . ?
C22 C23 H23A 118.5 . . ?
C46 C47 C48 119.8(3) . . ?
C46 C47 H47A 120.1 . . ?
C48 C47 H47A 120.1 . . ?
C47 C46 C45 118.6(3) . . ?
C47 C46 H46A 120.7 . . ?
C45 C46 H46A 120.7 . . ?
C29 C28 C27 117.9(3) . . ?
C29 C28 H28A 121.1 . . ?
C27 C28 H28A 121.1 . . ?
C15 C16 C17 119.9(3) . . ?
C15 C16 H16A 120.0 . . ?
C17 C16 H16A 120.0 . . ?
C28 C29 C30 119.8(3) . . ?
C28 C29 H29A 120.1 . . ?
C30 C29 H29A 120.1 . . ?
N3 C17 C16 122.7(3) . . ?
N3 C17 H17A 118.7 . . ?
C16 C17 H17A 118.7 . . ?
N9 N10A N11A 176.6(9) . . ?
N11B N10B N9 178.7(8) . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.481
_refine_diff_density_min         -0.550
_refine_diff_density_rms         0.051
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_compound4
_database_code_depnum_ccdc_archive 'CCDC 994435'
_audit_update_record             
;
2014-10-24 deposited with the CCDC.
2015-01-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H24 Co2 N16 O4'
_chemical_formula_weight         730.46

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   I4(1)/a

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'

_cell_length_a                   10.29180(10)
_cell_length_b                   10.29180(10)
_cell_length_c                   33.1588(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3512.22(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1648
_exptl_absorpt_coefficient_mu    8.003
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.136
_exptl_absorpt_correction_T_max  0.202
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Brucker SMART APEX'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            1391
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0201
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         4.50
_diffrn_reflns_theta_max         62.21
_reflns_number_total             1391
_reflns_number_gt                1190
_reflns_threshold_expression     >2sigma(I)

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

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1298P)²+1.8554P] 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         1391
_refine_ls_number_parameters     108
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0607
_refine_ls_R_factor_gt           0.0469
_refine_ls_wR_factor_ref         0.1758
_refine_ls_wR_factor_gt          0.1651
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_restrained_S_all      1.104
_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 0.0000 0.0304(4) Uani 1 2 d S . .
N1 N 0.0304(3) 0.9503(3) 0.06131(10) 0.0352(8) Uani 1 1 d . . .
N2 N -0.1349(3) 1.1488(3) 0.01986(11) 0.0381(9) Uani 1 1 d . . .
N3 N -0.1456(3) 1.2584(3) 0.01105(10) 0.0313(8) Uani 1 1 d . . .
N4 N -0.1615(4) 1.3677(4) 0.00227(11) 0.0404(9) Uani 1 1 d . . .
C1 C 0.1471(4) 0.9069(4) 0.07322(12) 0.0328(9) Uani 1 1 d . . .
H1A H 0.2121 0.8949 0.0541 0.039 Uiso 1 1 calc R . .
C2 C 0.1735(4) 0.8796(4) 0.11336(13) 0.0360(10) Uani 1 1 d . . .
C3 C 0.0782(4) 0.9005(4) 0.14220(14) 0.0439(11) Uani 1 1 d . . .
H3A H 0.0947 0.8854 0.1694 0.053 Uiso 1 1 calc R . .
C4 C -0.0417(5) 0.9442(5) 0.12949(15) 0.0499(12) Uani 1 1 d . . .
H4A H -0.1079 0.9583 0.1481 0.060 Uiso 1 1 calc R . .
C5 C -0.0626(4) 0.9668(4) 0.08900(15) 0.0472(11) Uani 1 1 d . . .
H5A H -0.1443 0.9946 0.0807 0.057 Uiso 1 1 calc R . .
C6 C 0.3877(4) 0.7970(4) 0.09848(11) 0.0354(9) Uani 1 1 d . . .
H6A H 0.4144 0.8697 0.0818 0.042 Uiso 1 1 calc R . .
H6B H 0.3564 0.7276 0.0812 0.042 Uiso 1 1 calc R . .
C7 C 0.5000 0.7500 0.1250 0.0328(17) Uani 1 4 d S . .
O1 O 0.2887(3) 0.8362(3) 0.12706(8) 0.0479(9) 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
Co1 N1 2.120(3) 9_575 ?
Co1 N1 2.120(3) . ?
Co1 N4 2.150(4) 14_545 ?
Co1 N4 2.150(4) 6_474 ?
Co1 N2 2.169(3) . ?
Co1 N2 2.169(3) 9_575 ?
N1 C1 1.341(5) . ?
N1 C5 1.338(6) . ?
N2 N3 1.170(5) . ?
N3 N4 1.174(5) . ?
N4 Co1 2.150(4) 6_474 ?
C1 C2 1.387(6) . ?
C1 H1A 0.9300 . ?
C2 O1 1.347(5) . ?
C2 C3 1.386(6) . ?
C3 C4 1.380(6) . ?
C3 H3A 0.9300 . ?
C4 C5 1.379(7) . ?
C4 H4A 0.9300 . ?
C5 H5A 0.9300 . ?
C6 O1 1.449(5) . ?
C6 C7 1.530(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C6 1.530(4) 15_565 ?
C7 C6 1.530(4) 12_766 ?
C7 C6 1.530(4) 6_564 ?

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
N1 Co1 N1 180.00(18) 9_575 . ?
N1 Co1 N4 90.30(13) 9_575 14_545 ?
N1 Co1 N4 89.70(13) . 14_545 ?
N1 Co1 N4 89.70(13) 9_575 6_474 ?
N1 Co1 N4 90.30(13) . 6_474 ?
N4 Co1 N4 180.00(19) 14_545 6_474 ?
N1 Co1 N2 91.50(13) 9_575 . ?
N1 Co1 N2 88.50(13) . . ?
N4 Co1 N2 87.89(13) 14_545 . ?
N4 Co1 N2 92.11(13) 6_474 . ?
N1 Co1 N2 88.50(13) 9_575 9_575 ?
N1 Co1 N2 91.50(13) . 9_575 ?
N4 Co1 N2 92.11(13) 14_545 9_575 ?
N4 Co1 N2 87.89(13) 6_474 9_575 ?
N2 Co1 N2 180.00(18) . 9_575 ?
C1 N1 C5 118.8(4) . . ?
C1 N1 Co1 119.7(3) . . ?
C5 N1 Co1 121.4(3) . . ?
N3 N2 Co1 131.7(3) . . ?
N2 N3 N4 177.4(4) . . ?
N3 N4 Co1 120.6(3) . 6_474 ?
N1 C1 C2 121.7(4) . . ?
N1 C1 H1A 119.2 . . ?
C2 C1 H1A 119.2 . . ?
O1 C2 C1 124.3(4) . . ?
O1 C2 C3 116.2(4) . . ?
C1 C2 C3 119.5(4) . . ?
C4 C3 C2 118.2(4) . . ?
C4 C3 H3A 120.9 . . ?
C2 C3 H3A 120.9 . . ?
C3 C4 C5 119.5(4) . . ?
C3 C4 H4A 120.3 . . ?
C5 C4 H4A 120.3 . . ?
N1 C5 C4 122.3(4) . . ?
N1 C5 H5A 118.8 . . ?
C4 C5 H5A 118.8 . . ?
O1 C6 C7 104.1(3) . . ?
O1 C6 H6A 110.9 . . ?
C7 C6 H6A 110.9 . . ?
O1 C6 H6B 110.9 . . ?
C7 C6 H6B 110.9 . . ?
H6A C6 H6B 109.0 . . ?
C6 C7 C6 109.27(14) 15_565 . ?
C6 C7 C6 109.9(3) 15_565 12_766 ?
C6 C7 C6 109.27(14) . 12_766 ?
C6 C7 C6 109.27(14) 15_565 6_564 ?
C6 C7 C6 109.9(3) . 6_564 ?
C6 C7 C6 109.27(14) 12_766 6_564 ?
C2 O1 C6 119.4(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 Co1 N1 C1 -17(100) 9_575 . . . ?
N4 Co1 N1 C1 124.7(3) 14_545 . . . ?
N4 Co1 N1 C1 -55.3(3) 6_474 . . . ?
N2 Co1 N1 C1 -147.4(3) . . . . ?
N2 Co1 N1 C1 32.6(3) 9_575 . . . ?
N1 Co1 N1 C5 160(100) 9_575 . . . ?
N4 Co1 N1 C5 -58.5(3) 14_545 . . . ?
N4 Co1 N1 C5 121.5(3) 6_474 . . . ?
N2 Co1 N1 C5 29.4(3) . . . . ?
N2 Co1 N1 C5 -150.6(3) 9_575 . . . ?
N1 Co1 N2 N3 -47.6(4) 9_575 . . . ?
N1 Co1 N2 N3 132.4(4) . . . . ?
N4 Co1 N2 N3 -137.8(4) 14_545 . . . ?
N4 Co1 N2 N3 42.2(4) 6_474 . . . ?
N2 Co1 N2 N3 54.8(5) 9_575 . . . ?
Co1 N2 N3 N4 142(9) . . . . ?
N2 N3 N4 Co1 171(100) . . . 6_474 ?
C5 N1 C1 C2 -0.3(6) . . . . ?
Co1 N1 C1 C2 176.6(3) . . . . ?
N1 C1 C2 O1 -179.9(4) . . . . ?
N1 C1 C2 C3 -1.7(6) . . . . ?
O1 C2 C3 C4 -179.6(4) . . . . ?
C1 C2 C3 C4 2.1(6) . . . . ?
C2 C3 C4 C5 -0.6(7) . . . . ?
C1 N1 C5 C4 1.8(7) . . . . ?
Co1 N1 C5 C4 -175.1(4) . . . . ?
C3 C4 C5 N1 -1.3(8) . . . . ?
O1 C6 C7 C6 -61.0(4) . . . 15_565 ?
O1 C6 C7 C6 59.2(4) . . . 12_766 ?
O1 C6 C7 C6 179.1(4) . . . 6_564 ?
C1 C2 O1 C6 -9.2(6) . . . . ?
C3 C2 O1 C6 172.5(4) . . . . ?
C7 C6 O1 C2 -178.0(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        62.21
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.429
_refine_diff_density_min         -0.763
_refine_diff_density_rms         0.209


loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.000 0.250 0.125 26.4 0.0
2 -0.017 0.750 0.250 163.8 38.3
3 0.000 0.044 0.500 163.7 39.2
4 -0.015 0.250 0.750 163.8 38.3
5 0.000 0.750 0.875 26.4 -0.1
6 0.500 0.433 0.000 163.7 39.2
7 0.500 0.250 0.375 26.4 -0.1
8 0.500 0.750 0.625 26.4 0.0
_platon_squeeze_details          
;
;




#_eof
#End of Crystallographic Information File 
