# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_wash
_audit_block_doi                 10.5517/cc12z7y7
_database_code_depnum_ccdc_archive 'CCDC 1012179'
_audit_update_record             
;
2014-07-03 deposited with the CCDC.
2015-01-07 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 H21 Br6 Cl2 Co N2 O4'
_chemical_formula_weight         1070.77

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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                   28.251(3)
_cell_length_b                   13.5819(10)
_cell_length_c                   22.091(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 125.407(7)
_cell_angle_gamma                90.00
_cell_volume                     6908.9(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8114
_cell_measurement_theta_min      2.3
_cell_measurement_theta_max      26.2

_exptl_crystal_description       rod
_exptl_crystal_colour            dark
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.059
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4096
_exptl_absorpt_coefficient_mu    7.629
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.1172
_exptl_absorpt_correction_T_max  0.4213
_exptl_absorpt_process_details   'SADABS, Sheldrick, 1997'

_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  ?
_diffrn_measurement_method       'Bruker APEX2'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         .
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_decay_%        .
_diffrn_reflns_number            58214
_diffrn_reflns_av_R_equivalents  0.0896
_diffrn_reflns_av_sigmaI/netI    0.0619
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.74
_diffrn_reflns_theta_max         28.26
_reflns_number_total             7895
_reflns_number_gt                5311
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker APEX2'
_computing_data_reduction        'Bruker APEX2'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL-Plus
_computing_publication_material  SHELXL-97

_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)+(0.0807P)²+185.3855P] 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         7895
_refine_ls_number_parameters     371
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1129
_refine_ls_R_factor_gt           0.0822
_refine_ls_wR_factor_ref         0.2218
_refine_ls_wR_factor_gt          0.2112
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.076
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.11216(6) 0.67524(9) 0.33296(7) 0.0321(3) Uani 1 1 d . . .
O1 O 0.1000(3) 0.8027(5) 0.3553(4) 0.0367(15) Uani 1 1 d . . .
C1 C 0.1196(5) 0.8339(7) 0.4217(6) 0.035(2) Uani 1 1 d . . .
C2 C 0.1008(5) 0.9271(8) 0.4282(6) 0.044(3) Uani 1 1 d . . .
C3 C 0.1184(6) 0.9659(8) 0.4959(6) 0.054(3) Uani 1 1 d . . .
H3 H 0.1053 1.0291 0.4986 0.064 Uiso 1 1 calc R . .
C4 C 0.1556(6) 0.9113(8) 0.5606(6) 0.052(3) Uani 1 1 d . . .
C5 C 0.1778(5) 0.8218(7) 0.5581(6) 0.039(2) Uani 1 1 d . . .
H5 H 0.2050 0.7865 0.6022 0.047 Uiso 1 1 calc R . .
C6 C 0.1588(5) 0.7845(7) 0.4876(5) 0.032(2) Uani 1 1 d . . .
Br1 Br 0.05668(8) 1.00759(9) 0.34396(7) 0.0765(5) Uani 1 1 d . . .
Br2 Br 0.18099(6) 0.96954(9) 0.65239(6) 0.0552(3) Uani 1 1 d . . .
C7 C 0.1855(4) 0.6936(7) 0.4894(5) 0.031(2) Uani 1 1 d . . .
H7 H 0.2156 0.6688 0.5368 0.037 Uiso 1 1 calc R . .
N1 N 0.1718(4) 0.6421(6) 0.4315(4) 0.0329(18) Uani 1 1 d . . .
C8 C 0.2036(4) 0.5582(6) 0.4379(5) 0.029(2) Uani 1 1 d . . .
C9 C 0.2533(5) 0.5245(8) 0.5028(6) 0.036(2) Uani 1 1 d . . .
H9 H 0.2706 0.5610 0.5475 0.044 Uiso 1 1 calc R . .
C10 C 0.2779(5) 0.4358(8) 0.5016(6) 0.043(3) Uani 1 1 d . . .
H10 H 0.3115 0.4110 0.5463 0.052 Uiso 1 1 calc R . .
C11 C 0.2544(6) 0.3840(8) 0.4368(7) 0.050(3) Uani 1 1 d . . .
H11 H 0.2718 0.3241 0.4368 0.060 Uiso 1 1 calc R . .
C12 C 0.2056(5) 0.4191(7) 0.3717(6) 0.040(2) Uani 1 1 d . . .
H12 H 0.1899 0.3846 0.3264 0.048 Uiso 1 1 calc R . .
C13 C 0.1793(4) 0.5048(7) 0.3725(5) 0.031(2) Uani 1 1 d . . .
N2 N 0.1236(4) 0.5416(6) 0.3075(4) 0.0341(18) Uani 1 1 d . . .
C14 C 0.0767(5) 0.4701(8) 0.2930(6) 0.037(2) Uani 1 1 d . . .
H14A H 0.0386 0.4930 0.2494 0.044 Uiso 1 1 calc R . .
H14B H 0.0845 0.4046 0.2809 0.044 Uiso 1 1 calc R . .
C15 C 0.0736(5) 0.4607(8) 0.3566(6) 0.039(2) Uani 1 1 d . . .
C16 C 0.0801(5) 0.3704(7) 0.3903(7) 0.044(3) Uani 1 1 d . . .
H16 H 0.0889 0.3129 0.3741 0.053 Uiso 1 1 calc R . .
C17 C 0.0735(6) 0.3652(7) 0.4490(7) 0.047(3) Uani 1 1 d . . .
C18 C 0.0580(5) 0.4486(8) 0.4696(6) 0.042(3) Uani 1 1 d . . .
H18 H 0.0501 0.4437 0.5059 0.051 Uiso 1 1 calc R . .
C19 C 0.0537(5) 0.5401(7) 0.4375(6) 0.037(2) Uani 1 1 d . . .
C20 C 0.0612(4) 0.5466(7) 0.3802(5) 0.034(2) Uani 1 1 d . . .
O2 O 0.0526(3) 0.6327(5) 0.3440(4) 0.0372(16) Uani 1 1 d . . .
Br3 Br 0.07949(7) 0.24367(9) 0.49342(8) 0.0649(4) Uani 1 1 d . . .
Br4 Br 0.03540(6) 0.65204(8) 0.47025(7) 0.0488(3) Uani 1 1 d . . .
C21 C 0.1209(5) 0.5426(7) 0.2376(6) 0.038(2) Uani 1 1 d . . .
H21A H 0.1303 0.4758 0.2297 0.046 Uiso 1 1 calc R . .
H21B H 0.0804 0.5572 0.1954 0.046 Uiso 1 1 calc R . .
C22 C 0.1600(5) 0.6141(7) 0.2357(5) 0.039(2) Uani 1 1 d . . .
C23 C 0.1745(5) 0.5889(7) 0.1853(5) 0.039(2) Uani 1 1 d . . .
H23 H 0.1636 0.5270 0.1608 0.047 Uiso 1 1 calc R . .
C24 C 0.2046(6) 0.6563(7) 0.1729(6) 0.043(3) Uani 1 1 d . . .
C25 C 0.2227(5) 0.7460(7) 0.2108(5) 0.040(3) Uani 1 1 d . . .
H25 H 0.2440 0.7916 0.2026 0.048 Uiso 1 1 calc R . .
C26 C 0.2096(6) 0.7670(7) 0.2593(6) 0.043(3) Uani 1 1 d . . .
C27 C 0.1779(5) 0.7015(7) 0.2735(6) 0.038(2) Uani 1 1 d . . .
O3 O 0.1692(3) 0.7282(5) 0.3246(4) 0.0361(16) Uani 1 1 d . . .
Br5 Br 0.22745(7) 0.62161(8) 0.11008(7) 0.0543(4) Uani 1 1 d . . .
Br6 Br 0.23089(5) 0.89122(7) 0.30819(6) 0.0418(3) Uani 1 1 d . . .
O4 O 0.0522(3) 0.7072(5) 0.2291(4) 0.0370(15) Uani 1 1 d . . .
H04 H 0.0196 0.6882 0.2234 0.050 Uiso 1 1 d . . .
C28 C 0.0493(6) 0.8008(8) 0.1987(7) 0.054(3) Uani 1 1 d . . .
H28A H 0.0593 0.8520 0.2356 0.064 Uiso 1 1 calc R . .
H28B H 0.0099 0.8121 0.1544 0.064 Uiso 1 1 calc R . .
H28C H 0.0768 0.8030 0.1852 0.064 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
Co1 O3 1.870(7) . ?
Co1 N1 1.879(8) . ?
Co1 O1 1.886(7) . ?
Co1 O2 1.925(7) . ?
Co1 O4 1.955(7) . ?
Co1 N2 1.981(8) . ?
O1 C1 1.302(12) . ?
C1 C6 1.388(14) . ?
C1 C2 1.411(14) . ?
C2 C3 1.379(15) . ?
C2 Br1 1.878(10) . ?
C3 C4 1.399(17) . ?
C4 C5 1.385(15) . ?
C4 Br2 1.888(10) . ?
C5 C6 1.414(13) . ?
C6 C7 1.435(13) . ?
C7 N1 1.305(12) . ?
N1 C8 1.406(12) . ?
C8 C9 1.380(14) . ?
C8 C13 1.392(13) . ?
C9 C10 1.399(14) . ?
C10 C11 1.373(15) . ?
C11 C12 1.379(16) . ?
C12 C13 1.387(14) . ?
C13 N2 1.473(14) . ?
N2 C21 1.501(11) . ?
N2 C14 1.520(13) . ?
C14 C15 1.462(13) . ?
C15 C16 1.390(14) . ?
C15 C20 1.403(14) . ?
C16 C17 1.416(14) . ?
C17 C18 1.382(15) . ?
C17 Br3 1.878(10) . ?
C18 C19 1.401(14) . ?
C19 C20 1.402(12) . ?
C19 Br4 1.880(10) . ?
C20 O2 1.357(11) . ?
C21 C22 1.488(15) . ?
C22 C27 1.369(14) . ?
C22 C23 1.434(13) . ?
C23 C24 1.380(15) . ?
C24 C25 1.397(14) . ?
C24 Br5 1.898(9) . ?
C25 C26 1.352(13) . ?
C26 C27 1.420(14) . ?
C26 Br6 1.904(10) . ?
C27 O3 1.336(10) . ?
O4 C28 1.417(13) . ?

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 N1 87.8(3) . . ?
O3 Co1 O1 88.4(3) . . ?
N1 Co1 O1 95.4(3) . . ?
O3 Co1 O2 174.7(3) . . ?
N1 Co1 O2 92.6(3) . . ?
O1 Co1 O2 86.3(3) . . ?
O3 Co1 O4 90.5(3) . . ?
N1 Co1 O4 177.4(3) . . ?
O1 Co1 O4 86.5(3) . . ?
O2 Co1 O4 89.4(3) . . ?
O3 Co1 N2 91.9(3) . . ?
N1 Co1 N2 85.7(3) . . ?
O1 Co1 N2 178.9(4) . . ?
O2 Co1 N2 93.4(3) . . ?
O4 Co1 N2 92.5(3) . . ?
C1 O1 Co1 124.8(6) . . ?
O1 C1 C6 125.8(9) . . ?
O1 C1 C2 117.8(9) . . ?
C6 C1 C2 116.4(9) . . ?
C3 C2 C1 122.2(10) . . ?
C3 C2 Br1 117.8(8) . . ?
C1 C2 Br1 119.6(7) . . ?
C2 C3 C4 119.4(10) . . ?
C5 C4 C3 121.0(10) . . ?
C5 C4 Br2 120.8(9) . . ?
C3 C4 Br2 117.9(8) . . ?
C4 C5 C6 117.8(10) . . ?
C1 C6 C5 123.1(9) . . ?
C1 C6 C7 122.1(8) . . ?
C5 C6 C7 114.8(9) . . ?
N1 C7 C6 125.6(9) . . ?
C7 N1 C8 121.8(9) . . ?
C7 N1 Co1 124.4(7) . . ?
C8 N1 Co1 113.7(6) . . ?
C9 C8 C13 119.9(9) . . ?
C9 C8 N1 125.5(8) . . ?
C13 C8 N1 114.6(9) . . ?
C8 C9 C10 119.0(10) . . ?
C11 C10 C9 121.1(11) . . ?
C10 C11 C12 119.8(10) . . ?
C11 C12 C13 119.8(9) . . ?
C12 C13 C8 120.3(10) . . ?
C12 C13 N2 123.4(9) . . ?
C8 C13 N2 116.2(8) . . ?
C13 N2 C21 113.2(8) . . ?
C13 N2 C14 107.3(7) . . ?
C21 N2 C14 105.8(7) . . ?
C13 N2 Co1 107.0(6) . . ?
C21 N2 Co1 111.3(6) . . ?
C14 N2 Co1 112.3(6) . . ?
C15 C14 N2 112.6(8) . . ?
C16 C15 C20 121.3(9) . . ?
C16 C15 C14 121.9(9) . . ?
C20 C15 C14 116.8(9) . . ?
C15 C16 C17 119.1(9) . . ?
C18 C17 C16 119.8(9) . . ?
C18 C17 Br3 119.9(8) . . ?
C16 C17 Br3 120.2(8) . . ?
C17 C18 C19 120.7(9) . . ?
C20 C19 C18 119.9(9) . . ?
C20 C19 Br4 121.0(7) . . ?
C18 C19 Br4 119.0(7) . . ?
O2 C20 C19 121.1(9) . . ?
O2 C20 C15 119.8(8) . . ?
C19 C20 C15 119.0(9) . . ?
C20 O2 Co1 117.5(6) . . ?
C22 C21 N2 116.0(8) . . ?
C27 C22 C23 120.6(9) . . ?
C27 C22 C21 124.5(9) . . ?
C23 C22 C21 114.7(9) . . ?
C24 C23 C22 118.9(9) . . ?
C23 C24 C25 120.9(8) . . ?
C23 C24 Br5 119.4(7) . . ?
C25 C24 Br5 119.5(8) . . ?
C26 C25 C24 119.0(9) . . ?
C25 C26 C27 122.8(9) . . ?
C25 C26 Br6 119.7(8) . . ?
C27 C26 Br6 117.5(7) . . ?
O3 C27 C22 124.5(9) . . ?
O3 C27 C26 117.7(9) . . ?
C22 C27 C26 117.8(9) . . ?
C27 O3 Co1 124.7(6) . . ?
C28 O4 Co1 121.8(6) . . ?

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
O3 Co1 O1 C1 -102.2(8) . . . . ?
N1 Co1 O1 C1 -14.6(8) . . . . ?
O2 Co1 O1 C1 77.6(8) . . . . ?
O4 Co1 O1 C1 167.2(8) . . . . ?
N2 Co1 O1 C1 155(15) . . . . ?
Co1 O1 C1 C6 9.2(14) . . . . ?
Co1 O1 C1 C2 -172.4(7) . . . . ?
O1 C1 C2 C3 178.9(12) . . . . ?
C6 C1 C2 C3 -2.6(17) . . . . ?
O1 C1 C2 Br1 -7.5(14) . . . . ?
C6 C1 C2 Br1 171.1(8) . . . . ?
C1 C2 C3 C4 -1(2) . . . . ?
Br1 C2 C3 C4 -174.3(10) . . . . ?
C2 C3 C4 C5 4(2) . . . . ?
C2 C3 C4 Br2 177.5(10) . . . . ?
C3 C4 C5 C6 -3.9(18) . . . . ?
Br2 C4 C5 C6 -177.3(8) . . . . ?
O1 C1 C6 C5 -179.0(10) . . . . ?
C2 C1 C6 C5 2.6(15) . . . . ?
O1 C1 C6 C7 4.3(16) . . . . ?
C2 C1 C6 C7 -174.1(9) . . . . ?
C4 C5 C6 C1 0.6(16) . . . . ?
C4 C5 C6 C7 177.5(10) . . . . ?
C1 C6 C7 N1 -8.3(15) . . . . ?
C5 C6 C7 N1 174.8(9) . . . . ?
C6 C7 N1 C8 174.3(8) . . . . ?
C6 C7 N1 Co1 -2.0(14) . . . . ?
O3 Co1 N1 C7 99.2(8) . . . . ?
O1 Co1 N1 C7 11.0(8) . . . . ?
O2 Co1 N1 C7 -75.6(8) . . . . ?
O4 Co1 N1 C7 146(7) . . . . ?
N2 Co1 N1 C7 -168.8(8) . . . . ?
O3 Co1 N1 C8 -77.4(6) . . . . ?
O1 Co1 N1 C8 -165.6(6) . . . . ?
O2 Co1 N1 C8 107.9(6) . . . . ?
O4 Co1 N1 C8 -30(8) . . . . ?
N2 Co1 N1 C8 14.6(6) . . . . ?
C7 N1 C8 C9 -4.2(14) . . . . ?
Co1 N1 C8 C9 172.5(7) . . . . ?
C7 N1 C8 C13 172.4(8) . . . . ?
Co1 N1 C8 C13 -10.9(10) . . . . ?
C13 C8 C9 C10 -0.9(14) . . . . ?
N1 C8 C9 C10 175.4(9) . . . . ?
C8 C9 C10 C11 2.0(16) . . . . ?
C9 C10 C11 C12 -0.4(18) . . . . ?
C10 C11 C12 C13 -2.2(17) . . . . ?
C11 C12 C13 C8 3.3(14) . . . . ?
C11 C12 C13 N2 -173.1(9) . . . . ?
C9 C8 C13 C12 -1.7(13) . . . . ?
N1 C8 C13 C12 -178.4(8) . . . . ?
C9 C8 C13 N2 174.9(8) . . . . ?
N1 C8 C13 N2 -1.9(11) . . . . ?
C12 C13 N2 C21 -47.9(11) . . . . ?
C8 C13 N2 C21 135.6(8) . . . . ?
C12 C13 N2 C14 68.4(10) . . . . ?
C8 C13 N2 C14 -108.1(9) . . . . ?
C12 C13 N2 Co1 -171.0(7) . . . . ?
C8 C13 N2 Co1 12.6(9) . . . . ?
O3 Co1 N2 C13 73.1(5) . . . . ?
N1 Co1 N2 C13 -14.5(5) . . . . ?
O1 Co1 N2 C13 176(100) . . . . ?
O2 Co1 N2 C13 -106.8(5) . . . . ?
O4 Co1 N2 C13 163.7(5) . . . . ?
O3 Co1 N2 C21 -51.1(7) . . . . ?
N1 Co1 N2 C21 -138.7(7) . . . . ?
O1 Co1 N2 C21 52(16) . . . . ?
O2 Co1 N2 C21 129.0(7) . . . . ?
O4 Co1 N2 C21 39.5(7) . . . . ?
O3 Co1 N2 C14 -169.5(6) . . . . ?
N1 Co1 N2 C14 102.9(7) . . . . ?
O1 Co1 N2 C14 -66(16) . . . . ?
O2 Co1 N2 C14 10.6(7) . . . . ?
O4 Co1 N2 C14 -78.9(6) . . . . ?
C13 N2 C14 C15 58.9(10) . . . . ?
C21 N2 C14 C15 -180.0(9) . . . . ?
Co1 N2 C14 C15 -58.4(10) . . . . ?
N2 C14 C15 C16 -122.3(12) . . . . ?
N2 C14 C15 C20 60.4(13) . . . . ?
C20 C15 C16 C17 0.6(18) . . . . ?
C14 C15 C16 C17 -176.6(11) . . . . ?
C15 C16 C17 C18 3.1(19) . . . . ?
C15 C16 C17 Br3 177.9(9) . . . . ?
C16 C17 C18 C19 -5.7(18) . . . . ?
Br3 C17 C18 C19 179.5(9) . . . . ?
C17 C18 C19 C20 4.6(17) . . . . ?
C17 C18 C19 Br4 -177.6(9) . . . . ?
C18 C19 C20 O2 174.5(10) . . . . ?
Br4 C19 C20 O2 -3.3(14) . . . . ?
C18 C19 C20 C15 -0.9(16) . . . . ?
Br4 C19 C20 C15 -178.6(8) . . . . ?
C16 C15 C20 O2 -177.1(10) . . . . ?
C14 C15 C20 O2 0.2(15) . . . . ?
C16 C15 C20 C19 -1.7(16) . . . . ?
C14 C15 C20 C19 175.6(10) . . . . ?
C19 C20 O2 Co1 130.6(9) . . . . ?
C15 C20 O2 Co1 -54.0(12) . . . . ?
O3 Co1 O2 C20 -137(3) . . . . ?
N1 Co1 O2 C20 -43.4(7) . . . . ?
O1 Co1 O2 C20 -138.6(7) . . . . ?
O4 Co1 O2 C20 134.9(7) . . . . ?
N2 Co1 O2 C20 42.5(7) . . . . ?
C13 N2 C21 C22 -67.6(11) . . . . ?
C14 N2 C21 C22 175.2(9) . . . . ?
Co1 N2 C21 C22 53.0(11) . . . . ?
N2 C21 C22 C27 -28.9(16) . . . . ?
N2 C21 C22 C23 156.2(9) . . . . ?
C27 C22 C23 C24 -3.0(16) . . . . ?
C21 C22 C23 C24 172.2(10) . . . . ?
C22 C23 C24 C25 2.5(17) . . . . ?
C22 C23 C24 Br5 176.9(8) . . . . ?
C23 C24 C25 C26 -1.1(18) . . . . ?
Br5 C24 C25 C26 -175.5(9) . . . . ?
C24 C25 C26 C27 -0.1(18) . . . . ?
C24 C25 C26 Br6 -177.2(9) . . . . ?
C23 C22 C27 O3 -175.9(10) . . . . ?
C21 C22 C27 O3 9.4(18) . . . . ?
C23 C22 C27 C26 1.9(16) . . . . ?
C21 C22 C27 C26 -172.8(11) . . . . ?
C25 C26 C27 O3 177.6(10) . . . . ?
Br6 C26 C27 O3 -5.2(14) . . . . ?
C25 C26 C27 C22 -0.4(18) . . . . ?
Br6 C26 C27 C22 176.8(9) . . . . ?
C22 C27 O3 Co1 -21.1(15) . . . . ?
C26 C27 O3 Co1 161.1(8) . . . . ?
N1 Co1 O3 C27 123.7(8) . . . . ?
O1 Co1 O3 C27 -140.9(8) . . . . ?
O2 Co1 O3 C27 -143(3) . . . . ?
O4 Co1 O3 C27 -54.4(8) . . . . ?
N2 Co1 O3 C27 38.0(8) . . . . ?
O3 Co1 O4 C28 -46.9(9) . . . . ?
N1 Co1 O4 C28 -94(7) . . . . ?
O1 Co1 O4 C28 41.4(9) . . . . ?
O2 Co1 O4 C28 127.8(9) . . . . ?
N2 Co1 O4 C28 -138.8(9) . . . . ?

_diffrn_measured_fraction_theta_max 0.923
_diffrn_reflns_theta_full        28.26
_diffrn_measured_fraction_theta_full 0.923
_refine_diff_density_max         1.838
_refine_diff_density_min         -0.820
_refine_diff_density_rms         0.196

# SQUEEZE RESULTS (APPEND TO CIF)
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 0.000 -0.008 688.5 172.5
2 0.500 0.500 0.870 688.5 172.5
_platon_squeeze_details          
;
;


####################################################################### 
# 
# 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_nasu
_audit_block_doi                 10.5517/cc12z7z8
_database_code_depnum_ccdc_archive 'CCDC 1012180'
_audit_update_record             
;
2014-07-03 deposited with the CCDC.
2015-01-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H19 Cl6 Co N2 O4'
_chemical_formula_weight         719.08

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'
Cl Cl 0.1484 0.1585 '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   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                   22.0260(10)
_cell_length_b                   12.9174(6)
_cell_length_c                   22.6310(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 116.109(3)
_cell_angle_gamma                90.00
_cell_volume                     5781.9(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8104
_cell_measurement_theta_min      2.4
_cell_measurement_theta_max      27.6

_exptl_crystal_description       needles
_exptl_crystal_colour            dark
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.652
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2896
_exptl_absorpt_coefficient_mu    1.187
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.5444
_exptl_absorpt_correction_T_max  0.9257
_exptl_absorpt_process_details   'SADABS, Sheldrick, 1997'

_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  ?
_diffrn_measurement_method       'Bruker APEX2'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         .
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_decay_%        .
_diffrn_reflns_number            106022
_diffrn_reflns_av_R_equivalents  0.0734
_diffrn_reflns_av_sigmaI/netI    0.0495
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.88
_diffrn_reflns_theta_max         28.27
_reflns_number_total             7148
_reflns_number_gt                5359
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker APEX2'
_computing_data_reduction        'Bruker APEX2'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL-Plus
_computing_publication_material  SHELXL-97

_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)+(0.0623P)²+14.8040P] 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         7148
_refine_ls_number_parameters     371
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0670
_refine_ls_R_factor_gt           0.0439
_refine_ls_wR_factor_ref         0.1221
_refine_ls_wR_factor_gt          0.1092
_refine_ls_goodness_of_fit_ref   0.974
_refine_ls_restrained_S_all      0.974
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.374548(17) 0.70366(3) 0.159134(17) 0.01893(10) Uani 1 1 d . . .
O1 O 0.40090(10) 0.83458(16) 0.14361(9) 0.0217(4) Uani 1 1 d . . .
C1 C 0.40110(13) 0.8635(2) 0.08882(13) 0.0211(6) Uani 1 1 d . . .
C2 C 0.43057(14) 0.9598(2) 0.08629(13) 0.0235(6) Uani 1 1 d . . .
C3 C 0.43090(15) 0.9970(2) 0.02973(15) 0.0274(6) Uani 1 1 d . . .
H3 H 0.4518 1.0614 0.0300 0.033 Uiso 1 1 calc R . .
C4 C 0.40019(15) 0.9394(2) -0.02853(14) 0.0259(6) Uani 1 1 d . . .
C5 C 0.37139(14) 0.8473(2) -0.02927(14) 0.0247(6) Uani 1 1 d . . .
H5 H 0.3513 0.8088 -0.0690 0.030 Uiso 1 1 calc R . .
C6 C 0.37074(14) 0.8072(2) 0.02864(14) 0.0227(6) Uani 1 1 d . . .
C7 C 0.33548(14) 0.7130(2) 0.02269(13) 0.0226(6) Uani 1 1 d . . .
H7 H 0.3126 0.6841 -0.0201 0.027 Uiso 1 1 calc R . .
N1 N 0.33165(11) 0.66281(19) 0.07051(11) 0.0210(5) Uani 1 1 d . . .
C8 C 0.29284(13) 0.5703(2) 0.05926(14) 0.0232(6) Uani 1 1 d . . .
C9 C 0.25333(14) 0.5266(2) -0.00213(15) 0.0272(6) Uani 1 1 d . . .
H9 H 0.2486 0.5604 -0.0412 0.033 Uiso 1 1 calc R . .
C10 C 0.22113(15) 0.4333(3) -0.00540(15) 0.0315(7) Uani 1 1 d . . .
H10 H 0.1950 0.4023 -0.0470 0.038 Uiso 1 1 calc R . .
C11 C 0.22642(15) 0.3843(3) 0.05145(16) 0.0318(7) Uani 1 1 d . . .
H11 H 0.2038 0.3205 0.0485 0.038 Uiso 1 1 calc R . .
C12 C 0.26477(14) 0.4286(3) 0.11234(15) 0.0285(7) Uani 1 1 d . . .
H12 H 0.2683 0.3959 0.1513 0.034 Uiso 1 1 calc R . .
C13 C 0.29802(13) 0.5212(2) 0.11592(14) 0.0237(6) Uani 1 1 d . . .
N2 N 0.34740(11) 0.56589(19) 0.17840(11) 0.0215(5) Uani 1 1 d . . .
C14 C 0.40731(14) 0.4926(2) 0.20517(14) 0.0233(6) Uani 1 1 d . . .
H14A H 0.4417 0.5197 0.2477 0.028 Uiso 1 1 calc R . .
H14B H 0.3922 0.4243 0.2136 0.028 Uiso 1 1 calc R . .
C15 C 0.43900(13) 0.4789(2) 0.15924(13) 0.0216(6) Uani 1 1 d . . .
C16 C 0.44709(15) 0.3818(2) 0.13700(14) 0.0276(6) Uani 1 1 d . . .
H16 H 0.4281 0.3220 0.1467 0.033 Uiso 1 1 calc R . .
C17 C 0.48344(17) 0.3740(2) 0.10036(15) 0.0304(7) Uani 1 1 d . . .
C18 C 0.51024(16) 0.4595(3) 0.08414(15) 0.0296(7) Uani 1 1 d . . .
H18 H 0.5345 0.4524 0.0585 0.035 Uiso 1 1 calc R . .
C19 C 0.50135(14) 0.5560(2) 0.10580(14) 0.0235(6) Uani 1 1 d . . .
C20 C 0.46602(13) 0.5678(2) 0.14433(13) 0.0213(6) Uani 1 1 d . . .
O2 O 0.46116(9) 0.65894(15) 0.16932(9) 0.0209(4) Uani 1 1 d . . .
C21 C 0.32193(14) 0.5724(2) 0.22971(14) 0.0243(6) Uani 1 1 d . . .
H21A H 0.3603 0.5910 0.2721 0.029 Uiso 1 1 calc R . .
H21B H 0.3062 0.5028 0.2350 0.029 Uiso 1 1 calc R . .
C22 C 0.26572(14) 0.6481(2) 0.21643(14) 0.0241(6) Uani 1 1 d . . .
C23 C 0.22433(15) 0.6280(3) 0.24713(15) 0.0284(6) Uani 1 1 d . . .
H23 H 0.2307 0.5663 0.2720 0.034 Uiso 1 1 calc R . .
C24 C 0.17414(16) 0.6964(3) 0.24190(16) 0.0296(7) Uani 1 1 d . . .
C25 C 0.16380(15) 0.7860(3) 0.20601(15) 0.0294(7) Uani 1 1 d . . .
H25 H 0.1289 0.8329 0.2018 0.035 Uiso 1 1 calc R . .
C26 C 0.20550(14) 0.8063(2) 0.17609(14) 0.0250(6) Uani 1 1 d . . .
C27 C 0.25745(13) 0.7385(2) 0.17956(13) 0.0226(6) Uani 1 1 d . . .
O3 O 0.29196(9) 0.76394(16) 0.14682(10) 0.0240(4) Uani 1 1 d . . .
O4 O 0.41714(9) 0.73912(15) 0.25305(9) 0.0211(4) Uani 1 1 d . . .
H04 H 0.4597 0.7202 0.2743 0.050 Uiso 1 1 d . . .
C28 C 0.41045(16) 0.8407(3) 0.27539(15) 0.0301(7) Uani 1 1 d . . .
H28A H 0.4236 0.8928 0.2517 0.036 Uiso 1 1 calc R . .
H28B H 0.4398 0.8465 0.3227 0.036 Uiso 1 1 calc R . .
H28C H 0.3634 0.8522 0.2670 0.036 Uiso 1 1 calc R . .
Cl1 Cl 0.46572(4) 1.03324(6) 0.15738(3) 0.02833(17) Uani 1 1 d . . .
Cl2 Cl 0.39809(4) 0.99077(7) -0.10063(4) 0.03285(18) Uani 1 1 d . . .
Cl3 Cl 0.49842(5) 0.25290(7) 0.07587(5) 0.0445(2) Uani 1 1 d . . .
Cl4 Cl 0.53565(4) 0.66366(6) 0.08637(4) 0.02921(17) Uani 1 1 d . . .
Cl5 Cl 0.12288(5) 0.66813(7) 0.28033(5) 0.0428(2) Uani 1 1 d . . .
Cl6 Cl 0.19159(4) 0.91981(6) 0.13041(4) 0.02974(17) 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 O1 1.871(2) . ?
Co1 N1 1.878(2) . ?
Co1 O3 1.8834(19) . ?
Co1 O2 1.9077(19) . ?
Co1 O4 1.9627(19) . ?
Co1 N2 1.986(2) . ?
O1 C1 1.297(3) . ?
C1 C2 1.416(4) . ?
C1 C6 1.425(4) . ?
C2 C3 1.370(4) . ?
C2 Cl1 1.730(3) . ?
C3 C4 1.401(4) . ?
C4 C5 1.345(4) . ?
C4 Cl2 1.743(3) . ?
C5 C6 1.415(4) . ?
C6 C7 1.417(4) . ?
C7 N1 1.296(4) . ?
N1 C8 1.426(4) . ?
C8 C13 1.389(4) . ?
C8 C9 1.394(4) . ?
C9 C10 1.383(4) . ?
C10 C11 1.392(5) . ?
C11 C12 1.384(4) . ?
C12 C13 1.386(4) . ?
C13 N2 1.470(3) . ?
N2 C21 1.498(4) . ?
N2 C14 1.517(4) . ?
C14 C15 1.496(4) . ?
C15 C16 1.391(4) . ?
C15 C20 1.402(4) . ?
C16 C17 1.387(4) . ?
C17 C18 1.376(5) . ?
C17 Cl3 1.739(3) . ?
C18 C19 1.384(4) . ?
C19 C20 1.409(4) . ?
C19 Cl4 1.729(3) . ?
C20 O2 1.331(3) . ?
C21 C22 1.501(4) . ?
C22 C23 1.392(4) . ?
C22 C27 1.400(4) . ?
C23 C24 1.380(4) . ?
C24 C25 1.374(5) . ?
C24 Cl5 1.740(3) . ?
C25 C26 1.385(4) . ?
C26 C27 1.416(4) . ?
C26 Cl6 1.741(3) . ?
C27 O3 1.316(3) . ?
O4 C28 1.437(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Co1 N1 96.04(10) . . ?
O1 Co1 O3 87.58(9) . . ?
N1 Co1 O3 87.65(9) . . ?
O1 Co1 O2 85.41(9) . . ?
N1 Co1 O2 92.88(9) . . ?
O3 Co1 O2 172.99(9) . . ?
O1 Co1 O4 87.27(8) . . ?
N1 Co1 O4 176.64(10) . . ?
O3 Co1 O4 91.95(8) . . ?
O2 Co1 O4 87.93(8) . . ?
O1 Co1 N2 178.28(9) . . ?
N1 Co1 N2 85.65(10) . . ?
O3 Co1 N2 92.21(9) . . ?
O2 Co1 N2 94.81(9) . . ?
O4 Co1 N2 91.03(9) . . ?
C1 O1 Co1 124.87(19) . . ?
O1 C1 C2 119.1(3) . . ?
O1 C1 C6 124.7(3) . . ?
C2 C1 C6 116.1(2) . . ?
C3 C2 C1 122.5(3) . . ?
C3 C2 Cl1 119.5(2) . . ?
C1 C2 Cl1 118.0(2) . . ?
C2 C3 C4 119.6(3) . . ?
C5 C4 C3 120.7(3) . . ?
C5 C4 Cl2 120.4(2) . . ?
C3 C4 Cl2 118.8(2) . . ?
C4 C5 C6 120.6(3) . . ?
C5 C6 C7 117.1(3) . . ?
C5 C6 C1 120.4(3) . . ?
C7 C6 C1 122.4(3) . . ?
N1 C7 C6 125.8(3) . . ?
C7 N1 C8 121.6(2) . . ?
C7 N1 Co1 124.4(2) . . ?
C8 N1 Co1 113.99(18) . . ?
C13 C8 C9 119.8(3) . . ?
C13 C8 N1 114.7(2) . . ?
C9 C8 N1 125.4(3) . . ?
C10 C9 C8 119.1(3) . . ?
C9 C10 C11 121.0(3) . . ?
C12 C11 C10 119.8(3) . . ?
C13 C12 C11 119.4(3) . . ?
C12 C13 C8 120.9(3) . . ?
C12 C13 N2 122.9(3) . . ?
C8 C13 N2 115.7(3) . . ?
C13 N2 C21 113.4(2) . . ?
C13 N2 C14 106.5(2) . . ?
C21 N2 C14 106.4(2) . . ?
C13 N2 Co1 107.91(18) . . ?
C21 N2 Co1 111.82(18) . . ?
C14 N2 Co1 110.73(17) . . ?
C15 C14 N2 112.7(2) . . ?
C16 C15 C20 121.0(3) . . ?
C16 C15 C14 122.1(3) . . ?
C20 C15 C14 116.6(3) . . ?
C15 C16 C17 118.8(3) . . ?
C18 C17 C16 122.0(3) . . ?
C18 C17 Cl3 118.2(2) . . ?
C16 C17 Cl3 119.8(3) . . ?
C17 C18 C19 118.9(3) . . ?
C18 C19 C20 121.3(3) . . ?
C18 C19 Cl4 119.2(2) . . ?
C20 C19 Cl4 119.5(2) . . ?
O2 C20 C15 120.0(2) . . ?
O2 C20 C19 121.9(3) . . ?
C15 C20 C19 118.0(3) . . ?
C20 O2 Co1 118.67(16) . . ?
N2 C21 C22 116.0(2) . . ?
C23 C22 C27 120.7(3) . . ?
C23 C22 C21 116.2(3) . . ?
C27 C22 C21 122.8(3) . . ?
C24 C23 C22 120.9(3) . . ?
C25 C24 C23 120.6(3) . . ?
C25 C24 Cl5 119.8(2) . . ?
C23 C24 Cl5 119.6(3) . . ?
C24 C25 C26 118.4(3) . . ?
C25 C26 C27 123.3(3) . . ?
C25 C26 Cl6 117.9(2) . . ?
C27 C26 Cl6 118.7(2) . . ?
O3 C27 C22 126.1(3) . . ?
O3 C27 C26 117.8(3) . . ?
C22 C27 C26 116.1(3) . . ?
C27 O3 Co1 124.96(18) . . ?
C28 O4 Co1 121.32(17) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 Co1 O1 C1 -14.8(2) . . . . ?
O3 Co1 O1 C1 -102.2(2) . . . . ?
O2 Co1 O1 C1 77.6(2) . . . . ?
O4 Co1 O1 C1 165.7(2) . . . . ?
N2 Co1 O1 C1 175(25) . . . . ?
Co1 O1 C1 C2 -171.73(19) . . . . ?
Co1 O1 C1 C6 11.3(4) . . . . ?
O1 C1 C2 C3 -178.0(3) . . . . ?
C6 C1 C2 C3 -0.8(4) . . . . ?
O1 C1 C2 Cl1 0.7(4) . . . . ?
C6 C1 C2 Cl1 178.0(2) . . . . ?
C1 C2 C3 C4 1.1(5) . . . . ?
Cl1 C2 C3 C4 -177.6(2) . . . . ?
C2 C3 C4 C5 -1.1(5) . . . . ?
C2 C3 C4 Cl2 177.3(2) . . . . ?
C3 C4 C5 C6 0.8(4) . . . . ?
Cl2 C4 C5 C6 -177.6(2) . . . . ?
C4 C5 C6 C7 175.9(3) . . . . ?
C4 C5 C6 C1 -0.5(4) . . . . ?
O1 C1 C6 C5 177.5(3) . . . . ?
C2 C1 C6 C5 0.4(4) . . . . ?
O1 C1 C6 C7 1.3(4) . . . . ?
C2 C1 C6 C7 -175.8(3) . . . . ?
C5 C6 C7 N1 177.2(3) . . . . ?
C1 C6 C7 N1 -6.5(5) . . . . ?
C6 C7 N1 C8 177.7(3) . . . . ?
C6 C7 N1 Co1 -1.6(4) . . . . ?
O1 Co1 N1 C7 10.1(2) . . . . ?
O3 Co1 N1 C7 97.4(2) . . . . ?
O2 Co1 N1 C7 -75.6(2) . . . . ?
O4 Co1 N1 C7 -179(100) . . . . ?
N2 Co1 N1 C7 -170.2(2) . . . . ?
O1 Co1 N1 C8 -169.29(18) . . . . ?
O3 Co1 N1 C8 -81.98(19) . . . . ?
O2 Co1 N1 C8 105.02(19) . . . . ?
O4 Co1 N1 C8 1.2(17) . . . . ?
N2 Co1 N1 C8 10.41(19) . . . . ?
C7 N1 C8 C13 175.2(3) . . . . ?
Co1 N1 C8 C13 -5.4(3) . . . . ?
C7 N1 C8 C9 -3.0(4) . . . . ?
Co1 N1 C8 C9 176.4(2) . . . . ?
C13 C8 C9 C10 -1.5(4) . . . . ?
N1 C8 C9 C10 176.6(3) . . . . ?
C8 C9 C10 C11 1.5(5) . . . . ?
C9 C10 C11 C12 -0.5(5) . . . . ?
C10 C11 C12 C13 -0.6(5) . . . . ?
C11 C12 C13 C8 0.6(4) . . . . ?
C11 C12 C13 N2 -170.9(3) . . . . ?
C9 C8 C13 C12 0.5(4) . . . . ?
N1 C8 C13 C12 -177.8(3) . . . . ?
C9 C8 C13 N2 172.5(3) . . . . ?
N1 C8 C13 N2 -5.8(4) . . . . ?
C12 C13 N2 C21 -50.5(4) . . . . ?
C8 C13 N2 C21 137.6(3) . . . . ?
C12 C13 N2 C14 66.2(3) . . . . ?
C8 C13 N2 C14 -105.7(3) . . . . ?
C12 C13 N2 Co1 -174.9(2) . . . . ?
C8 C13 N2 Co1 13.2(3) . . . . ?
O1 Co1 N2 C13 158(3) . . . . ?
N1 Co1 N2 C13 -12.67(18) . . . . ?
O3 Co1 N2 C13 74.80(18) . . . . ?
O2 Co1 N2 C13 -105.21(18) . . . . ?
O4 Co1 N2 C13 166.79(17) . . . . ?
O1 Co1 N2 C21 32(3) . . . . ?
N1 Co1 N2 C21 -138.00(18) . . . . ?
O3 Co1 N2 C21 -50.53(18) . . . . ?
O2 Co1 N2 C21 129.46(18) . . . . ?
O4 Co1 N2 C21 41.46(18) . . . . ?
O1 Co1 N2 C14 -86(3) . . . . ?
N1 Co1 N2 C14 103.54(18) . . . . ?
O3 Co1 N2 C14 -168.98(17) . . . . ?
O2 Co1 N2 C14 11.01(18) . . . . ?
O4 Co1 N2 C14 -77.00(17) . . . . ?
C13 N2 C14 C15 59.4(3) . . . . ?
C21 N2 C14 C15 -179.4(2) . . . . ?
Co1 N2 C14 C15 -57.7(3) . . . . ?
N2 C14 C15 C16 -124.3(3) . . . . ?
N2 C14 C15 C20 61.5(3) . . . . ?
C20 C15 C16 C17 0.9(4) . . . . ?
C14 C15 C16 C17 -173.0(3) . . . . ?
C15 C16 C17 C18 -1.6(5) . . . . ?
C15 C16 C17 Cl3 176.4(2) . . . . ?
C16 C17 C18 C19 0.8(5) . . . . ?
Cl3 C17 C18 C19 -177.1(2) . . . . ?
C17 C18 C19 C20 0.5(4) . . . . ?
C17 C18 C19 Cl4 179.3(2) . . . . ?
C16 C15 C20 O2 -176.0(2) . . . . ?
C14 C15 C20 O2 -1.7(4) . . . . ?
C16 C15 C20 C19 0.3(4) . . . . ?
C14 C15 C20 C19 174.6(2) . . . . ?
C18 C19 C20 O2 175.2(3) . . . . ?
Cl4 C19 C20 O2 -3.6(4) . . . . ?
C18 C19 C20 C15 -1.1(4) . . . . ?
Cl4 C19 C20 C15 -179.9(2) . . . . ?
C15 C20 O2 Co1 -51.7(3) . . . . ?
C19 C20 O2 Co1 132.1(2) . . . . ?
O1 Co1 O2 C20 -139.9(2) . . . . ?
N1 Co1 O2 C20 -44.0(2) . . . . ?
O3 Co1 O2 C20 -138.2(7) . . . . ?
O4 Co1 O2 C20 132.70(19) . . . . ?
N2 Co1 O2 C20 41.8(2) . . . . ?
C13 N2 C21 C22 -68.2(3) . . . . ?
C14 N2 C21 C22 175.1(2) . . . . ?
Co1 N2 C21 C22 54.1(3) . . . . ?
N2 C21 C22 C23 155.5(3) . . . . ?
N2 C21 C22 C27 -29.3(4) . . . . ?
C27 C22 C23 C24 0.1(4) . . . . ?
C21 C22 C23 C24 175.5(3) . . . . ?
C22 C23 C24 C25 0.2(5) . . . . ?
C22 C23 C24 Cl5 179.4(2) . . . . ?
C23 C24 C25 C26 -0.8(5) . . . . ?
Cl5 C24 C25 C26 179.9(2) . . . . ?
C24 C25 C26 C27 1.3(4) . . . . ?
C24 C25 C26 Cl6 179.7(2) . . . . ?
C23 C22 C27 O3 -177.7(3) . . . . ?
C21 C22 C27 O3 7.2(4) . . . . ?
C23 C22 C27 C26 0.3(4) . . . . ?
C21 C22 C27 C26 -174.8(3) . . . . ?
C25 C26 C27 O3 177.2(3) . . . . ?
Cl6 C26 C27 O3 -1.2(4) . . . . ?
C25 C26 C27 C22 -1.0(4) . . . . ?
Cl6 C26 C27 C22 -179.4(2) . . . . ?
C22 C27 O3 Co1 -16.8(4) . . . . ?
C26 C27 O3 Co1 165.30(19) . . . . ?
O1 Co1 O3 C27 -143.7(2) . . . . ?
N1 Co1 O3 C27 120.1(2) . . . . ?
O2 Co1 O3 C27 -145.4(6) . . . . ?
O4 Co1 O3 C27 -56.5(2) . . . . ?
N2 Co1 O3 C27 34.6(2) . . . . ?
O1 Co1 O4 C28 40.7(2) . . . . ?
N1 Co1 O4 C28 -129.8(15) . . . . ?
O3 Co1 O4 C28 -46.7(2) . . . . ?
O2 Co1 O4 C28 126.2(2) . . . . ?
N2 Co1 O4 C28 -139.0(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        28.27
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         1.285
_refine_diff_density_min         -1.037
_refine_diff_density_rms         0.092
