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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
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# 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 
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data_d16121
_database_code_depnum_ccdc_archive 'CCDC 1571906'
_audit_update_record             
;
2017-10-26 deposited with the CCDC.
2017-11-02 downloaded from the CCDC.
;
_audit_creation_date             2016-09-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.08.31 svn.r3340 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H38 Co N4, B F4'
_chemical_formula_sum            'C32 H38 B Co F4 N4'
_chemical_formula_weight         624.40
_chemical_melting_point          ?
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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 '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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_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                   27.9885(16)
_cell_length_b                   11.9621(8)
_cell_length_c                   19.1699(13)
_cell_angle_alpha                90
_cell_angle_beta                 105.597(2)
_cell_angle_gamma                90
_cell_volume                     6181.8(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8087
_cell_measurement_temperature    147(2)
_cell_measurement_theta_max      24.32
_cell_measurement_theta_min      2.21
_shelx_estimated_absorpt_T_max   0.970
_shelx_estimated_absorpt_T_min   0.914
_exptl_absorpt_coefficient_mu    0.607
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6865
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014) was used for absorption correction.
wR2(int) was 0.0650 before and 0.0557 after correction.
The Ratio of minimum to maximum transmission is 0.9212.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Blue
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Needle
_exptl_crystal_F_000             2608
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0634
_diffrn_reflns_av_unetI/netI     0.0449
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            41569
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.400
_diffrn_reflns_theta_min         1.511
_diffrn_ambient_temperature      147.14
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker Kappa APEX-DUO CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3853
_reflns_number_total             5689
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       APEX2
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.598
_refine_diff_density_min         -0.483
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     432
_refine_ls_number_reflns         5689
_refine_ls_number_restraints     29
_refine_ls_R_factor_all          0.0887
_refine_ls_R_factor_gt           0.0492
_refine_ls_restrained_S_all      1.090
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0472P)²+16.9082P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1094
_refine_ls_wR_factor_ref         0.1297
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 B1-F1 = B1-F2 = B1-F3 = B1-F4
 1.34 with sigma of 0.06
 B2-F5 = B2-F6 = B2-F7 = B2-F8
 1.34 with sigma of 0.06
 F5-F6 = F6-F7 = F7-F8 = F8-F5 = F7-F5 = F8-F6
 2.21 with sigma of 0.01
 F1-F2 \\sim F2-F3 \\sim F3-F4 \\sim F4-F1 \\sim F3-F1 \\sim F4-F2
 with sigma of 0.01
3. Others
 Fixed Sof: F1(0.5) F2(0.5) F3(0.5) F4(0.5) B1(0.5) F5(0.5) F6(0.5) F7(0.5)
 F8(0.5) B2(0.5)
4.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C14(H14), C15(H15), C16(H16), C22(H22), C23(H23),
 C24(H24), C28(H28), C29(H29), C30(H30), C31(H31), C32(H32)
4.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C),
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C26(H26A,H26B,H26C), C27(H27A,H27B,
 H27C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.87587(2) 0.17526(4) 0.78228(2) 0.03672(15) Uani 1 1 d . . . . .
N1 N 0.82809(10) 0.1960(3) 0.70013(15) 0.0471(8) Uani 1 1 d . . . . .
N2 N 0.88087(9) 0.0354(2) 0.74639(14) 0.0387(7) Uani 1 1 d . . . . .
N3 N 0.92528(9) 0.1298(2) 0.85772(13) 0.0299(6) Uani 1 1 d . . . . .
N4 N 0.86996(10) 0.3215(3) 0.82263(16) 0.0440(7) Uani 1 1 d . . . . .
C1 C 0.84981(12) 0.0069(3) 0.68234(18) 0.0455(9) Uani 1 1 d . . . . .
C2 C 0.85130(14) -0.1003(4) 0.6554(2) 0.0553(11) Uani 1 1 d . . . . .
H2 H 0.829458 -0.121503 0.610309 0.066 Uiso 1 1 calc R . . . .
C3 C 0.88501(14) -0.1753(4) 0.6953(2) 0.0567(10) Uani 1 1 d . . . . .
H3 H 0.886321 -0.249134 0.677678 0.068 Uiso 1 1 calc R . . . .
C4 C 0.91709(14) -0.1443(3) 0.7611(2) 0.0502(10) Uani 1 1 d . . . . .
H4 H 0.940714 -0.195780 0.788306 0.060 Uiso 1 1 calc R . . . .
C5 C 0.91397(12) -0.0372(3) 0.78615(17) 0.0383(8) Uani 1 1 d . . . . .
C6 C 0.81656(13) 0.1007(4) 0.64664(19) 0.0530(10) Uani 1 1 d . . . . .
C7 C 0.82739(17) 0.1298(4) 0.5741(2) 0.0756(14) Uani 1 1 d . . . . .
H7A H 0.807162 0.194129 0.552155 0.113 Uiso 1 1 calc GR . . . .
H7B H 0.819295 0.065588 0.541287 0.113 Uiso 1 1 calc GR . . . .
H7C H 0.862603 0.148373 0.582610 0.113 Uiso 1 1 calc GR . . . .
C8 C 0.76228(14) 0.0628(4) 0.6317(3) 0.0761(15) Uani 1 1 d . . . . .
H8A H 0.755728 0.038436 0.677020 0.114 Uiso 1 1 calc GR . . . .
H8B H 0.756222 0.000511 0.597160 0.114 Uiso 1 1 calc GR . . . .
H8C H 0.740282 0.125193 0.611237 0.114 Uiso 1 1 calc GR . . . .
C9 C 0.94458(11) 0.0127(3) 0.85626(17) 0.0350(8) Uani 1 1 d . . . . .
C10 C 0.93764(13) -0.0586(3) 0.91963(18) 0.0443(9) Uani 1 1 d . . . . .
H10A H 0.954929 -0.023189 0.965573 0.066 Uiso 1 1 calc GR . . . .
H10B H 0.951356 -0.133427 0.917138 0.066 Uiso 1 1 calc GR . . . .
H10C H 0.902207 -0.064627 0.916528 0.066 Uiso 1 1 calc GR . . . .
C11 C 0.99959(12) 0.0106(3) 0.85745(19) 0.0481(10) Uani 1 1 d . . . . .
H11A H 1.004089 0.050103 0.814868 0.072 Uiso 1 1 calc GR . . . .
H11B H 1.010610 -0.067013 0.856725 0.072 Uiso 1 1 calc GR . . . .
H11C H 1.019208 0.047519 0.901516 0.072 Uiso 1 1 calc GR . . . .
C12 C 0.79756(13) 0.2936(4) 0.6793(2) 0.0581(12) Uani 1 1 d . . . . .
C13 C 0.81175(17) 0.3777(4) 0.6379(2) 0.0758(14) Uani 1 1 d . . . . .
C14 C 0.7801(2) 0.4680(5) 0.6154(3) 0.100(2) Uani 1 1 d . . . . .
H14 H 0.789033 0.525128 0.586905 0.120 Uiso 1 1 calc R . . . .
C15 C 0.7363(3) 0.4758(6) 0.6336(3) 0.122(3) Uani 1 1 d . . . . .
H15 H 0.714252 0.535919 0.615576 0.147 Uiso 1 1 calc R . . . .
C16 C 0.72408(18) 0.3977(6) 0.6775(3) 0.104(2) Uani 1 1 d . . . . .
H16 H 0.694313 0.406534 0.691711 0.125 Uiso 1 1 calc R . . . .
C17 C 0.75427(15) 0.3046(4) 0.7022(2) 0.0712(14) Uani 1 1 d . . . . .
C18 C 0.86063(18) 0.3788(4) 0.6190(3) 0.0850(15) Uani 1 1 d . . . . .
H18A H 0.882255 0.320452 0.646614 0.127 Uiso 1 1 calc GR . . . .
H18B H 0.876487 0.451898 0.631097 0.127 Uiso 1 1 calc GR . . . .
H18C H 0.854960 0.364631 0.567081 0.127 Uiso 1 1 calc GR . . . .
C19 C 0.73979(16) 0.2244(5) 0.7534(3) 0.0837(17) Uani 1 1 d . . . . .
H19A H 0.710121 0.182860 0.727575 0.126 Uiso 1 1 calc GR . . . .
H19B H 0.732775 0.266093 0.793536 0.126 Uiso 1 1 calc GR . . . .
H19C H 0.767061 0.171876 0.772527 0.126 Uiso 1 1 calc GR . . . .
C20 C 0.95052(10) 0.1977(3) 0.91821(15) 0.0297(7) Uani 1 1 d . . . . .
C21 C 0.93368(12) 0.2009(3) 0.98129(17) 0.0377(8) Uani 1 1 d . . . . .
C22 C 0.95760(17) 0.2741(3) 1.0366(2) 0.0613(12) Uani 1 1 d . . . . .
H22 H 0.947237 0.276478 1.079893 0.074 Uiso 1 1 calc R . . . .
C23 C 0.9955(2) 0.3423(4) 1.0303(3) 0.0767(16) Uani 1 1 d . . . . .
H23 H 1.011483 0.390400 1.069004 0.092 Uiso 1 1 calc R . . . .
C24 C 1.00999(15) 0.3405(3) 0.9683(3) 0.0688(14) Uani 1 1 d . . . . .
H24 H 1.035743 0.389408 0.963766 0.083 Uiso 1 1 calc R . . . .
C25 C 0.98853(12) 0.2699(3) 0.9112(2) 0.0453(9) Uani 1 1 d . . . . .
C26 C 0.89050(14) 0.1348(3) 0.9905(2) 0.0552(11) Uani 1 1 d . . . . .
H26A H 0.871734 0.105182 0.943433 0.083 Uiso 1 1 calc GR . . . .
H26B H 0.868957 0.183205 1.010045 0.083 Uiso 1 1 calc GR . . . .
H26C H 0.902467 0.072781 1.024000 0.083 Uiso 1 1 calc GR . . . .
C27 C 1.00453(14) 0.2778(4) 0.8425(2) 0.0708(14) Uani 1 1 d . . . . .
H27A H 1.034071 0.231461 0.846822 0.106 Uiso 1 1 calc GR . . . .
H27B H 1.012256 0.355710 0.834151 0.106 Uiso 1 1 calc GR . . . .
H27C H 0.977677 0.251251 0.801718 0.106 Uiso 1 1 calc GR . . . .
C28 C 0.84552(13) 0.3334(3) 0.8741(2) 0.0507(10) Uani 1 1 d . . . . .
H28 H 0.827909 0.271347 0.885727 0.061 Uiso 1 1 calc R . . . .
C29 C 0.84545(16) 0.4331(4) 0.9102(2) 0.0701(14) Uani 1 1 d . . . . .
H29 H 0.828846 0.438989 0.947252 0.084 Uiso 1 1 calc R . . . .
C30 C 0.86973(19) 0.5241(4) 0.8919(3) 0.090(2) Uani 1 1 d . . . . .
H30 H 0.870356 0.593245 0.916496 0.108 Uiso 1 1 calc R . . . .
C31 C 0.89293(18) 0.5135(4) 0.8379(3) 0.0843(17) Uani 1 1 d . . . . .
H31 H 0.908726 0.575920 0.823049 0.101 Uiso 1 1 calc R . . . .
C32 C 0.89303(14) 0.4116(4) 0.8057(3) 0.0648(12) Uani 1 1 d . . . . .
H32 H 0.910293 0.404302 0.769479 0.078 Uiso 1 1 calc R . . . .
F1 F 0.9706(4) 0.4863(6) 1.2155(7) 0.197(7) Uani 0.5 1 d D . P A -1
F2 F 0.9738(3) 0.3670(7) 1.3027(4) 0.148(4) Uani 0.5 1 d D . P A -1
F3 F 1.0429(3) 0.4345(7) 1.2853(5) 0.114(3) Uani 0.5 1 d D . P A -1
F4 F 0.9962(2) 0.3167(5) 1.2068(3) 0.097(2) Uani 0.5 1 d D . P A -1
B1 B 0.9946(12) 0.4013(6) 1.256(2) 0.036(5) Uani 0.5 1 d D . P A -1
F5 F 0.77767(15) 0.1669(4) 0.9844(2) 0.0546(11) Uani 0.5 1 d D . P B -1
F6 F 0.74097(15) 0.2306(4) 1.0675(2) 0.0565(11) Uani 0.5 1 d D . P B -1
F7 F 0.7444(2) 0.3421(4) 0.9752(3) 0.0683(16) Uani 0.5 1 d D . P B -1
F8 F 0.80630(12) 0.3070(3) 1.0480(2) 0.0498(10) Uani 0.5 1 d D . P B -1
B2 B 0.7599(4) 0.2672(11) 1.0051(7) 0.032(2) Uani 0.5 1 d D . P B -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 N1 1.788(3) . ?
Co1 N2 1.829(3) . ?
Co1 N3 1.796(2) . ?
Co1 N4 1.938(3) . ?
N1 C6 1.510(5) . ?
N1 C12 1.439(5) . ?
N2 C1 1.344(4) . ?
N2 C5 1.346(4) . ?
N3 C9 1.505(4) . ?
N3 C20 1.437(4) . ?
N4 C28 1.351(5) . ?
N4 C32 1.340(5) . ?
C1 C2 1.387(5) . ?
C1 C6 1.500(5) . ?
C2 C3 1.376(6) . ?
C3 C4 1.387(5) . ?
C4 C5 1.380(5) . ?
C5 C9 1.509(4) . ?
C6 C7 1.541(6) . ?
C6 C8 1.537(5) . ?
C9 C10 1.539(5) . ?
C9 C11 1.534(4) . ?
C12 C13 1.403(7) . ?
C12 C17 1.401(6) . ?
C13 C14 1.390(6) . ?
C13 C18 1.507(7) . ?
C14 C15 1.364(9) . ?
C15 C16 1.360(9) . ?
C16 C17 1.401(7) . ?
C17 C19 1.505(7) . ?
C20 C21 1.412(4) . ?
C20 C25 1.404(4) . ?
C21 C22 1.399(5) . ?
C21 C26 1.493(5) . ?
C22 C23 1.369(7) . ?
C23 C24 1.356(7) . ?
C24 C25 1.384(6) . ?
C25 C27 1.505(6) . ?
C28 C29 1.380(5) . ?
C29 C30 1.377(7) . ?
C30 C31 1.368(8) . ?
C31 C32 1.366(6) . ?
F1 B1 1.34(3) . ?
F2 B1 1.26(2) . ?
F3 B1 1.38(3) . ?
F4 B1 1.39(2) . ?
F5 B2 1.397(14) . ?
F6 B2 1.498(14) . ?
F7 B2 1.090(14) . ?
F8 B2 1.420(8) . ?

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 N2 84.86(13) . . ?
N1 Co1 N3 169.42(13) . . ?
N1 Co1 N4 95.87(12) . . ?
N2 Co1 N4 178.33(13) . . ?
N3 Co1 N2 84.58(12) . . ?
N3 Co1 N4 94.70(11) . . ?
C6 N1 Co1 117.8(2) . . ?
C12 N1 Co1 127.2(2) . . ?
C12 N1 C6 115.0(3) . . ?
C1 N2 Co1 118.7(2) . . ?
C1 N2 C5 122.1(3) . . ?
C5 N2 Co1 119.2(2) . . ?
C9 N3 Co1 118.01(19) . . ?
C20 N3 Co1 125.7(2) . . ?
C20 N3 C9 116.2(2) . . ?
C28 N4 Co1 120.0(3) . . ?
C32 N4 Co1 122.1(3) . . ?
C32 N4 C28 117.7(4) . . ?
N2 C1 C2 119.8(3) . . ?
N2 C1 C6 113.4(3) . . ?
C2 C1 C6 126.8(3) . . ?
C3 C2 C1 118.8(3) . . ?
C2 C3 C4 120.7(4) . . ?
C5 C4 C3 118.6(4) . . ?
N2 C5 C4 120.0(3) . . ?
N2 C5 C9 112.9(3) . . ?
C4 C5 C9 127.1(3) . . ?
N1 C6 C7 112.6(4) . . ?
N1 C6 C8 111.7(3) . . ?
C1 C6 N1 105.2(3) . . ?
C1 C6 C7 109.4(3) . . ?
C1 C6 C8 109.0(4) . . ?
C8 C6 C7 108.8(3) . . ?
N3 C9 C5 105.3(2) . . ?
N3 C9 C10 112.3(2) . . ?
N3 C9 C11 112.2(3) . . ?
C5 C9 C10 108.8(3) . . ?
C5 C9 C11 109.5(3) . . ?
C11 C9 C10 108.6(3) . . ?
C13 C12 N1 120.1(4) . . ?
C17 C12 N1 119.2(4) . . ?
C17 C12 C13 120.7(4) . . ?
C12 C13 C18 123.7(4) . . ?
C14 C13 C12 118.6(5) . . ?
C14 C13 C18 117.6(5) . . ?
C15 C14 C13 121.0(6) . . ?
C16 C15 C14 120.2(5) . . ?
C15 C16 C17 121.7(6) . . ?
C12 C17 C16 117.5(5) . . ?
C12 C17 C19 123.5(4) . . ?
C16 C17 C19 118.9(5) . . ?
C21 C20 N3 120.1(3) . . ?
C25 C20 N3 119.5(3) . . ?
C25 C20 C21 120.1(3) . . ?
C20 C21 C26 123.7(3) . . ?
C22 C21 C20 117.7(3) . . ?
C22 C21 C26 118.6(3) . . ?
C23 C22 C21 122.0(4) . . ?
C24 C23 C22 119.3(4) . . ?
C23 C24 C25 122.3(4) . . ?
C20 C25 C27 122.2(3) . . ?
C24 C25 C20 118.6(4) . . ?
C24 C25 C27 119.0(4) . . ?
N4 C28 C29 121.8(4) . . ?
C30 C29 C28 119.2(5) . . ?
C31 C30 C29 119.1(5) . . ?
C32 C31 C30 119.0(5) . . ?
N4 C32 C31 123.2(5) . . ?
F1 B1 F3 107.5(10) . . ?
F1 B1 F4 105(3) . . ?
F2 B1 F1 113.7(18) . . ?
F2 B1 F3 113(3) . . ?
F2 B1 F4 110.5(10) . . ?
F3 B1 F4 106.2(15) . . ?
F5 B2 F6 101.9(9) . . ?
F5 B2 F8 96.4(8) . . ?
F7 B2 F5 132.7(12) . . ?
F7 B2 F6 119.0(11) . . ?
F7 B2 F8 101.6(7) . . ?
F8 B2 F6 95.8(8) . . ?

_shelx_SHELXL_version_number     2016/4
_olex2_submission_special_instructions 'No special instructions were received'

#
####################################################################### 
# 
# 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_d1785
_database_code_depnum_ccdc_archive 'CCDC 1571908'
_audit_update_record             
;
2017-08-31 deposited with the CCDC.
2017-11-02 downloaded from the CCDC.
;
_audit_creation_date             2017-06-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H34 Co N3 O, C H2 Cl2'
_chemical_formula_sum            'C28 H36 Cl2 Co N3 O'
_chemical_formula_weight         560.43
_chemical_melting_point          ?
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'
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'
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.6720(5)
_cell_length_b                   14.1009(8)
_cell_length_c                   22.5819(15)
_cell_angle_alpha                90
_cell_angle_beta                 96.143(2)
_cell_angle_gamma                90
_cell_volume                     2745.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9890
_cell_measurement_temperature    99.6
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      2.32
_shelx_estimated_absorpt_T_max   0.935
_shelx_estimated_absorpt_T_min   0.849
_exptl_absorpt_coefficient_mu    0.845
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6680
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014) was used for absorption correction.
wR2(int) was 0.0608 before and 0.0510 after correction.
The Ratio of minimum to maximum transmission is 0.8959.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.356
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1176
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0463
_diffrn_reflns_av_unetI/netI     0.0343
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            40793
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.529
_diffrn_reflns_theta_min         1.705
_diffrn_ambient_temperature      99.6
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker Kappa APEX-DUO CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube with Bruker Triumph monochromator'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5024
_reflns_number_total             6331
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       APEX2
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.880
_refine_diff_density_min         -0.744
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     328
_refine_ls_number_reflns         6331
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0544
_refine_ls_R_factor_gt           0.0363
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0291P)²+3.6325P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0789
_refine_ls_wR_factor_ref         0.0872
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1S(H1SA,H1SB)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C14(H14), C15(H15), C16(H16), C22(H22), C23(H23),
 C24(H24)
2.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C),
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C26(H26A,H26B,H26C), C27(H27A,H27B,
 H27C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.54458(3) 0.77950(2) 0.06476(2) 0.00996(7) Uani 1 1 d . . . . .
O1 O 0.34751(17) 0.74333(12) 0.06859(7) 0.0197(3) Uani 1 1 d . . . . .
H1 H 0.308(3) 0.739(2) 0.0385(13) 0.030(8) Uiso 1 1 d . . . . .
N1 N 0.53791(18) 0.78830(11) -0.01660(7) 0.0111(3) Uani 1 1 d . . . . .
N2 N 0.75154(18) 0.81273(11) 0.06380(7) 0.0113(3) Uani 1 1 d . . . . .
N3 N 0.59344(18) 0.78090(12) 0.14605(7) 0.0119(3) Uani 1 1 d . . . . .
C1 C 0.6878(2) 0.80534(14) -0.04201(9) 0.0129(4) Uani 1 1 d . . . . .
C2 C 0.8059(2) 0.82583(13) 0.01068(9) 0.0125(4) Uani 1 1 d . . . . .
C3 C 0.9581(2) 0.85386(15) 0.00872(9) 0.0168(4) Uani 1 1 d . . . . .
H3 H 0.998320 0.863466 -0.028338 0.020 Uiso 1 1 calc R . . . .
C4 C 1.0511(2) 0.86767(15) 0.06206(10) 0.0184(4) Uani 1 1 d . . . . .
H4 H 1.155629 0.887505 0.061514 0.022 Uiso 1 1 calc R . . . .
C5 C 0.9925(2) 0.85274(15) 0.11612(9) 0.0175(4) Uani 1 1 d . . . . .
H5 H 1.056313 0.861604 0.152589 0.021 Uiso 1 1 calc R . . . .
C6 C 0.8396(2) 0.82473(14) 0.11603(9) 0.0132(4) Uani 1 1 d . . . . .
C7 C 0.7552(2) 0.80514(14) 0.16997(9) 0.0138(4) Uani 1 1 d . . . . .
C8 C 0.6795(2) 0.89022(15) -0.08481(9) 0.0160(4) Uani 1 1 d . . . . .
H8A H 0.595538 0.880238 -0.116828 0.024 Uiso 1 1 calc GR . . . .
H8B H 0.778241 0.896358 -0.101932 0.024 Uiso 1 1 calc GR . . . .
H8C H 0.659566 0.948249 -0.063000 0.024 Uiso 1 1 calc GR . . . .
C9 C 0.7420(2) 0.71752(15) -0.07457(9) 0.0178(4) Uani 1 1 d . . . . .
H9A H 0.755813 0.664171 -0.046696 0.027 Uiso 1 1 calc GR . . . .
H9B H 0.840719 0.731472 -0.090167 0.027 Uiso 1 1 calc GR . . . .
H9C H 0.663919 0.700998 -0.107589 0.027 Uiso 1 1 calc GR . . . .
C10 C 0.8382(2) 0.72357(17) 0.20585(10) 0.0221(5) Uani 1 1 d . . . . .
H10A H 0.781165 0.707839 0.239738 0.033 Uiso 1 1 calc GR . . . .
H10B H 0.943867 0.743211 0.220440 0.033 Uiso 1 1 calc GR . . . .
H10C H 0.842354 0.667772 0.180200 0.033 Uiso 1 1 calc GR . . . .
C11 C 0.7636(2) 0.89407(16) 0.20989(9) 0.0209(5) Uani 1 1 d . . . . .
H11A H 0.720995 0.948560 0.186659 0.031 Uiso 1 1 calc GR . . . .
H11B H 0.871905 0.906773 0.224818 0.031 Uiso 1 1 calc GR . . . .
H11C H 0.703176 0.883422 0.243560 0.031 Uiso 1 1 calc GR . . . .
C12 C 0.4051(2) 0.77073(14) -0.05828(8) 0.0117(4) Uani 1 1 d . . . . .
C13 C 0.3097(2) 0.84633(14) -0.08055(9) 0.0128(4) Uani 1 1 d . . . . .
C14 C 0.1849(2) 0.82852(15) -0.12359(9) 0.0158(4) Uani 1 1 d . . . . .
H14 H 0.123607 0.879972 -0.139914 0.019 Uiso 1 1 calc R . . . .
C15 C 0.1490(2) 0.73709(16) -0.14284(9) 0.0186(4) Uani 1 1 d . . . . .
H15 H 0.066463 0.726001 -0.173227 0.022 Uiso 1 1 calc R . . . .
C16 C 0.2347(2) 0.66233(15) -0.11732(9) 0.0192(4) Uani 1 1 d . . . . .
H16 H 0.206493 0.599397 -0.128949 0.023 Uiso 1 1 calc R . . . .
C17 C 0.3616(2) 0.67682(14) -0.07485(9) 0.0154(4) Uani 1 1 d . . . . .
C18 C 0.3325(2) 0.94617(14) -0.05699(10) 0.0166(4) Uani 1 1 d . . . . .
H18A H 0.394087 0.944593 -0.018005 0.025 Uiso 1 1 calc GR . . . .
H18B H 0.231208 0.974878 -0.052930 0.025 Uiso 1 1 calc GR . . . .
H18C H 0.386839 0.983826 -0.084744 0.025 Uiso 1 1 calc GR . . . .
C19 C 0.4425(3) 0.59118(15) -0.04603(10) 0.0228(5) Uani 1 1 d . . . . .
H19A H 0.521863 0.569023 -0.070582 0.034 Uiso 1 1 calc GR . . . .
H19B H 0.366617 0.540579 -0.042420 0.034 Uiso 1 1 calc GR . . . .
H19C H 0.491570 0.608325 -0.006357 0.034 Uiso 1 1 calc GR . . . .
C20 C 0.4872(2) 0.75636(14) 0.18744(8) 0.0125(4) Uani 1 1 d . . . . .
C21 C 0.4688(2) 0.66063(15) 0.20401(9) 0.0163(4) Uani 1 1 d . . . . .
C22 C 0.3638(3) 0.63880(16) 0.24456(9) 0.0207(5) Uani 1 1 d . . . . .
H22 H 0.354413 0.574922 0.257066 0.025 Uiso 1 1 calc R . . . .
C23 C 0.2730(2) 0.70755(17) 0.26700(9) 0.0208(5) Uani 1 1 d . . . . .
H23 H 0.203273 0.691350 0.295094 0.025 Uiso 1 1 calc R . . . .
C24 C 0.2846(2) 0.80047(16) 0.24813(9) 0.0180(4) Uani 1 1 d . . . . .
H24 H 0.219969 0.847612 0.262642 0.022 Uiso 1 1 calc R . . . .
C25 C 0.3896(2) 0.82611(15) 0.20812(8) 0.0140(4) Uani 1 1 d . . . . .
C26 C 0.5521(3) 0.58030(16) 0.17705(11) 0.0243(5) Uani 1 1 d . . . . .
H26A H 0.583165 0.600196 0.138472 0.036 Uiso 1 1 calc GR . . . .
H26B H 0.482853 0.525376 0.171398 0.036 Uiso 1 1 calc GR . . . .
H26C H 0.644463 0.563076 0.203738 0.036 Uiso 1 1 calc GR . . . .
C27 C 0.3897(2) 0.92711(15) 0.18634(10) 0.0191(4) Uani 1 1 d . . . . .
H27A H 0.283896 0.952352 0.183194 0.029 Uiso 1 1 calc GR . . . .
H27B H 0.428491 0.929043 0.147155 0.029 Uiso 1 1 calc GR . . . .
H27C H 0.456973 0.965637 0.214521 0.029 Uiso 1 1 calc GR . . . .
Cl1S Cl 0.12132(8) 0.48639(4) 0.15007(3) 0.03804(17) Uani 1 1 d . . . . .
Cl2S Cl -0.02310(13) 0.60426(6) 0.05512(4) 0.0750(3) Uani 1 1 d . . . . .
C1S C 0.1318(4) 0.5929(2) 0.11125(17) 0.0559(9) Uani 1 1 d . . . . .
H1SA H 0.230852 0.595390 0.093234 0.067 Uiso 1 1 calc R . . . .
H1SB H 0.130110 0.646619 0.139370 0.067 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 O1 1.7945(15) . ?
Co1 N1 1.8363(16) . ?
Co1 N2 1.8573(16) . ?
Co1 N3 1.8392(16) . ?
N1 C1 1.495(2) . ?
N1 C12 1.429(2) . ?
N2 C2 1.348(2) . ?
N2 C6 1.345(2) . ?
N3 C7 1.488(2) . ?
N3 C20 1.424(2) . ?
C1 C2 1.513(3) . ?
C1 C8 1.535(3) . ?
C1 C9 1.539(3) . ?
C2 C3 1.383(3) . ?
C3 C4 1.390(3) . ?
C4 C5 1.388(3) . ?
C5 C6 1.384(3) . ?
C6 C7 1.512(3) . ?
C7 C10 1.540(3) . ?
C7 C11 1.542(3) . ?
C12 C13 1.409(3) . ?
C12 C17 1.416(3) . ?
C13 C14 1.398(3) . ?
C13 C18 1.511(3) . ?
C14 C15 1.385(3) . ?
C15 C16 1.380(3) . ?
C16 C17 1.396(3) . ?
C17 C19 1.509(3) . ?
C20 C21 1.414(3) . ?
C20 C25 1.409(3) . ?
C21 C22 1.394(3) . ?
C21 C26 1.506(3) . ?
C22 C23 1.379(3) . ?
C23 C24 1.385(3) . ?
C24 C25 1.397(3) . ?
C25 C27 1.507(3) . ?
Cl1S C1S 1.746(3) . ?
Cl2S C1S 1.753(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Co1 N1 98.01(7) . . ?
O1 Co1 N2 177.17(7) . . ?
O1 Co1 N3 94.23(7) . . ?
N1 Co1 N2 84.16(7) . . ?
N1 Co1 N3 167.71(7) . . ?
N3 Co1 N2 83.64(7) . . ?
C1 N1 Co1 117.34(12) . . ?
C12 N1 Co1 125.75(12) . . ?
C12 N1 C1 116.59(15) . . ?
C2 N2 Co1 118.41(13) . . ?
C6 N2 Co1 118.67(13) . . ?
C6 N2 C2 122.91(17) . . ?
C7 N3 Co1 118.19(12) . . ?
C20 N3 Co1 123.81(12) . . ?
C20 N3 C7 117.95(15) . . ?
N1 C1 C2 105.80(15) . . ?
N1 C1 C8 112.51(16) . . ?
N1 C1 C9 112.11(16) . . ?
C2 C1 C8 109.16(16) . . ?
C2 C1 C9 108.29(16) . . ?
C8 C1 C9 108.82(16) . . ?
N2 C2 C1 113.68(17) . . ?
N2 C2 C3 119.59(18) . . ?
C3 C2 C1 126.72(18) . . ?
C2 C3 C4 118.65(19) . . ?
C5 C4 C3 120.54(19) . . ?
C6 C5 C4 118.90(19) . . ?
N2 C6 C5 119.41(18) . . ?
N2 C6 C7 113.91(17) . . ?
C5 C6 C7 126.68(18) . . ?
N3 C7 C6 105.55(15) . . ?
N3 C7 C10 112.88(16) . . ?
N3 C7 C11 112.51(16) . . ?
C6 C7 C10 108.73(17) . . ?
C6 C7 C11 109.01(16) . . ?
C10 C7 C11 108.04(17) . . ?
C13 C12 N1 120.33(17) . . ?
C13 C12 C17 118.93(17) . . ?
C17 C12 N1 120.62(17) . . ?
C12 C13 C18 122.01(17) . . ?
C14 C13 C12 119.58(18) . . ?
C14 C13 C18 118.33(18) . . ?
C15 C14 C13 121.10(19) . . ?
C16 C15 C14 119.16(19) . . ?
C15 C16 C17 121.68(19) . . ?
C12 C17 C19 122.42(18) . . ?
C16 C17 C12 119.12(18) . . ?
C16 C17 C19 118.39(18) . . ?
C21 C20 N3 120.31(18) . . ?
C25 C20 N3 120.12(17) . . ?
C25 C20 C21 119.33(18) . . ?
C20 C21 C26 122.57(18) . . ?
C22 C21 C20 119.0(2) . . ?
C22 C21 C26 118.36(19) . . ?
C23 C22 C21 121.7(2) . . ?
C22 C23 C24 119.29(19) . . ?
C23 C24 C25 121.2(2) . . ?
C20 C25 C27 122.00(18) . . ?
C24 C25 C20 119.32(19) . . ?
C24 C25 C27 118.63(19) . . ?
Cl1S C1S Cl2S 111.42(18) . . ?

_olex2_submission_special_instructions 'No special instructions were received'


####################################################################### 
# 
# 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_d1741_sq
_database_code_depnum_ccdc_archive 'CCDC 1571907'
_audit_update_record             
;
2017-08-31 deposited with the CCDC.
2017-11-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H38 Co N3 O, C H2 Cl2'
_chemical_formula_sum            'C34 H40 Cl2 Co N3 O'
_chemical_formula_weight         636.52

# start Validation Reply Form
_vrf_PLAT605_d1741_sq            
;
PROBLEM: Largest Solvent Accessible VOID in the Structure 235 A**3
RESPONSE: During the 
refinement of the structure, electron density peaks were located 
that were believed to be highly disordered 
solvent molecules (possibly CH2Cl2). Attempts 
made to model the solvent molecule were not successful. 
The SQUEEZE option in PLATON (Spek, 2009) indicated there was a 
large solvent cavity of 235A**3. In the final cycles of refinement, 
this contribution of 46 electrons to the 
electron density was removed from the observed data. The 
density, the F(000) value, the molecular weight and the formula are 
given without taking into account the results obtained with the 
SQUEEZE option PLATON (Spek, 2009). Similar treatments of disordered 
solvent molecules were carried out by St\"ahler et al. (2001), 
Cox et al. (2003), Mohamed et al. (2003) and Athimoolam et al. (2005). 
References: 
  
Spek, A. L. (2009). <i>Acta Cryst.</i> <b>D65</b>, 148--155.
  
Athimoolam, S., Kumar, J., Ramakrishnan, V. & Rajaram, R.K. (2005). 
Acta Cryst. E61, m2014-m2017. 
  
Cox, J.P., Kumarasammy, Y., Nahar, L., Sarkar D.S. & Shoeb, M. 
(2003). Acta Cryst. E59, o975-o977. 
  
Mohamed, A.A., Krause Bauer, A.J., Bruce, E.A. & Bruce M.R.M. 
(2003). Acta Cryst. C59, m84-m86. 
  
St\"ahler, R., N\"ather, C. & Bensch, W. (2001). Acta Cryst. 
C57, 26-27. 
;
# end Validation Reply Form

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'
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'
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'

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

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

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

_cell_length_a                   12.7562(8)
_cell_length_b                   18.4663(14)
_cell_length_c                   14.9532(10)
_cell_angle_alpha                90
_cell_angle_beta                 98.221(2)
_cell_angle_gamma                90
_cell_volume                     3486.2(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9878
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      27.48

_exptl_crystal_description       Block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.213
_exptl_crystal_F_000             1336
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.250
_exptl_absorpt_coefficient_mu    0.674
_shelx_estimated_absorpt_T_min   0.839
_shelx_estimated_absorpt_T_max   0.850
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6635
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube with Bruker Triumph monochromator'
_diffrn_measurement_device_type  'Bruker Kappa APEX-DUO CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            44730
_diffrn_reflns_av_unetI/netI     0.0560
_diffrn_reflns_av_R_equivalents  0.0615
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.763
_diffrn_reflns_theta_max         27.529
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8029
_reflns_number_gt                5436
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       APEX2
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015b)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0698P)²+2.7117P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8029
_refine_ls_number_parameters     379
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0883
_refine_ls_R_factor_gt           0.0497
_refine_ls_wR_factor_ref         0.1446
_refine_ls_wR_factor_gt          0.1254
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.25609(3) 0.30685(2) 0.29945(2) 0.01911(11) Uani 1 1 d . . . . .
O1 O 0.16282(14) 0.34474(10) 0.20017(12) 0.0222(4) Uani 1 1 d . . . . .
N1 N 0.34768(17) 0.26657(12) 0.39128(14) 0.0216(5) Uani 1 1 d . . . . .
N2 N 0.37164(17) 0.32017(11) 0.24621(14) 0.0211(5) Uani 1 1 d . . . . .
N3 N 0.15509(17) 0.27889(12) 0.36431(14) 0.0228(5) Uani 1 1 d . . . . .
C1 C 0.4517(2) 0.26751(14) 0.38541(18) 0.0233(6) Uani 1 1 d . . . . .
C2 C 0.5231(2) 0.24090(16) 0.45672(19) 0.0294(6) Uani 1 1 d . . . . .
H2 H 0.5970 0.2423 0.4542 0.035 Uiso 1 1 calc R U . . .
C3 C 0.4853(2) 0.21218(16) 0.53174(19) 0.0301(7) Uani 1 1 d . . . . .
H3 H 0.5333 0.1948 0.5816 0.036 Uiso 1 1 calc R U . . .
C4 C 0.3769(2) 0.20892(15) 0.53363(18) 0.0289(6) Uani 1 1 d . . . . .
H4 H 0.3499 0.1878 0.5836 0.035 Uiso 1 1 calc R U . . .
C5 C 0.3091(2) 0.23689(15) 0.46155(17) 0.0251(6) Uani 1 1 d . . . . .
C6 C 0.4768(2) 0.29614(15) 0.29627(18) 0.0242(6) Uani 1 1 d . . . . .
C7 C 0.5252(2) 0.23415(16) 0.2475(2) 0.0305(6) Uani 1 1 d . . . . .
H7A H 0.4769 0.1926 0.2421 0.046 Uiso 1 1 calc R U . . .
H7B H 0.5932 0.2200 0.2822 0.046 Uiso 1 1 calc R U . . .
H7C H 0.5364 0.2502 0.1872 0.046 Uiso 1 1 calc R U . . .
C8 C 0.5564(2) 0.35829(17) 0.3128(2) 0.0361(7) Uani 1 1 d . . . . .
H8A H 0.5735 0.3760 0.2548 0.054 Uiso 1 1 calc R U . . .
H8B H 0.6212 0.3410 0.3499 0.054 Uiso 1 1 calc R U . . .
H8C H 0.5257 0.3978 0.3444 0.054 Uiso 1 1 calc R U . . .
C9 C 0.1893(2) 0.23616(17) 0.44948(18) 0.0299(6) Uani 1 1 d . . . . .
C10 C 0.1531(3) 0.15676(19) 0.4391(3) 0.0484(10) Uani 1 1 d . . . . .
H10A H 0.0757 0.1549 0.4259 0.073 Uiso 1 1 calc R U . . .
H10B H 0.1768 0.1305 0.4953 0.073 Uiso 1 1 calc R U . . .
H10C H 0.1838 0.1343 0.3894 0.073 Uiso 1 1 calc R U . . .
C11 C 0.1498(3) 0.2689(3) 0.5328(2) 0.0581(12) Uani 1 1 d . . . . .
H11A H 0.1772 0.3183 0.5423 0.087 Uiso 1 1 calc R U . . .
H11B H 0.1748 0.2393 0.5860 0.087 Uiso 1 1 calc R U . . .
H11C H 0.0722 0.2699 0.5233 0.087 Uiso 1 1 calc R U . . .
C12 C 0.3729(2) 0.34304(15) 0.15404(18) 0.0243(6) Uani 1 1 d . . . . .
C13 C 0.3454(2) 0.29351(16) 0.08361(19) 0.0295(6) Uani 1 1 d . . . . .
C14 C 0.3475(3) 0.31603(19) -0.0055(2) 0.0410(8) Uani 1 1 d . . . . .
H14 H 0.3305 0.2825 -0.0536 0.049 Uiso 1 1 calc R U . . .
C15 C 0.3738(3) 0.3861(2) -0.0245(2) 0.0504(10) Uani 1 1 d . . . . .
H15 H 0.3771 0.4003 -0.0851 0.060 Uiso 1 1 calc R U . . .
C16 C 0.3952(3) 0.43503(19) 0.0441(2) 0.0449(9) Uani 1 1 d . . . . .
H16 H 0.4115 0.4836 0.0303 0.054 Uiso 1 1 calc R U . . .
C17 C 0.3937(2) 0.41513(16) 0.1342(2) 0.0325(7) Uani 1 1 d . . . . .
C18 C 0.3092(3) 0.21724(17) 0.0991(2) 0.0393(8) Uani 1 1 d . . . . .
H18A H 0.3668 0.1833 0.0930 0.059 Uiso 1 1 calc R U . . .
H18B H 0.2477 0.2055 0.0543 0.059 Uiso 1 1 calc R U . . .
H18C H 0.2897 0.2134 0.1599 0.059 Uiso 1 1 calc R U . . .
C19 C 0.4076(3) 0.47463(17) 0.2046(3) 0.0445(8) Uani 1 1 d . . . . .
H19A H 0.3910 0.4557 0.2622 0.067 Uiso 1 1 calc R U . . .
H19B H 0.3599 0.5149 0.1848 0.067 Uiso 1 1 calc R U . . .
H19C H 0.4811 0.4918 0.2125 0.067 Uiso 1 1 calc R U . . .
C20 C 0.0431(2) 0.28186(15) 0.33520(18) 0.0244(6) Uani 1 1 d . . . . .
C21 C -0.0038(2) 0.23103(15) 0.27177(19) 0.0290(6) Uani 1 1 d . . . . .
C22 C -0.1135(2) 0.23365(19) 0.2457(2) 0.0379(8) Uani 1 1 d . . . . .
H22 H -0.1468 0.1978 0.2057 0.046 Uiso 1 1 calc R U . . .
C23 C -0.1739(2) 0.2869(2) 0.2767(2) 0.0427(9) Uani 1 1 d . . . . .
H23 H -0.2482 0.2879 0.2576 0.051 Uiso 1 1 calc R U . . .
C24 C -0.1273(2) 0.3386(2) 0.3352(2) 0.0400(8) Uani 1 1 d . . . . .
H24 H -0.1698 0.3759 0.3551 0.048 Uiso 1 1 calc R U . . .
C25 C -0.0190(2) 0.33754(16) 0.3660(2) 0.0301(6) Uani 1 1 d . . . . .
C26 C 0.0589(3) 0.17615(16) 0.2273(2) 0.0388(8) Uani 1 1 d . . . . .
H26A H 0.0483 0.1280 0.2520 0.058 Uiso 1 1 calc R U . . .
H26B H 0.1343 0.1887 0.2389 0.058 Uiso 1 1 calc R U . . .
H26C H 0.0351 0.1760 0.1620 0.058 Uiso 1 1 calc R U . . .
C27 C 0.0250(3) 0.39689(19) 0.4290(2) 0.0446(8) Uani 1 1 d . . . . .
H27A H 0.0004 0.3904 0.4876 0.067 Uiso 1 1 calc R U . . .
H27B H 0.0007 0.4439 0.4035 0.067 Uiso 1 1 calc R U . . .
H27C H 0.1025 0.3952 0.4370 0.067 Uiso 1 1 calc R U . . .
C28 C 0.1503(2) 0.41575(15) 0.18894(18) 0.0240(6) Uani 1 1 d . . . . .
C29 C 0.1577(3) 0.46435(16) 0.2609(2) 0.0351(7) Uani 1 1 d . . . . .
H29 H 0.1730 0.4467 0.3210 0.042 Uiso 1 1 calc R U . . .
C30 C 0.1430(3) 0.53876(18) 0.2459(2) 0.0460(9) Uani 1 1 d . . . . .
H30 H 0.1486 0.5709 0.2960 0.055 Uiso 1 1 calc R U . . .
C31 C 0.1206(3) 0.56576(18) 0.1602(2) 0.0452(9) Uani 1 1 d . . . . .
H31 H 0.1102 0.6162 0.1505 0.054 Uiso 1 1 calc R U . . .
C32 C 0.1134(3) 0.51854(18) 0.0879(2) 0.0412(8) Uani 1 1 d . . . . .
H32 H 0.0979 0.5369 0.0281 0.049 Uiso 1 1 calc R U . . .
C33 C 0.1282(2) 0.44494(17) 0.1014(2) 0.0337(7) Uani 1 1 d . . . . .
H33 H 0.1234 0.4136 0.0506 0.040 Uiso 1 1 calc R U . . .
Cl1S Cl 0.24408(11) 0.04203(6) 0.65754(9) 0.0798(4) Uani 1 1 d . . . . .
Cl2S Cl 0.34822(13) -0.05928(7) 0.78830(11) 0.0981(5) Uani 1 1 d . . . . .
C1S C 0.3601(4) -0.0060(3) 0.6930(4) 0.0874(16) Uani 1 1 d . . . . .
H1SA H 0.4196 0.0285 0.7077 0.105 Uiso 1 1 calc R U . . .
H1SB H 0.3764 -0.0375 0.6432 0.105 Uiso 1 1 calc R U . . .


_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 N2 1.790(2) . ?
Co1 N3 1.796(2) . ?
Co1 N1 1.829(2) . ?
Co1 O1 1.8984(17) . ?
O1 C28 1.329(3) . ?
N1 C5 1.339(3) . ?
N1 C1 1.342(3) . ?
N2 C12 1.444(3) . ?
N2 C6 1.506(3) . ?
N3 C20 1.434(3) . ?
N3 C9 1.509(3) . ?
C1 C2 1.389(4) . ?
C1 C6 1.510(4) . ?
C2 C3 1.388(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.387(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.382(4) . ?
C4 H4 0.9500 . ?
C5 C9 1.513(4) . ?
C6 C8 1.529(4) . ?
C6 C7 1.533(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C11 1.533(4) . ?
C9 C10 1.538(5) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C17 1.398(4) . ?
C12 C13 1.401(4) . ?
C13 C14 1.400(4) . ?
C13 C18 1.510(4) . ?
C14 C15 1.376(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.365(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.400(4) . ?
C16 H16 0.9500 . ?
C17 C19 1.515(5) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.406(4) . ?
C20 C25 1.414(4) . ?
C21 C22 1.398(4) . ?
C21 C26 1.504(4) . ?
C22 C23 1.370(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.373(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.393(4) . ?
C24 H24 0.9500 . ?
C25 C27 1.500(5) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C29 1.394(4) . ?
C28 C33 1.406(4) . ?
C29 C30 1.401(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.366(5) . ?
C30 H30 0.9500 . ?
C31 C32 1.382(5) . ?
C31 H31 0.9500 . ?
C32 C33 1.383(4) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
Cl1S C1S 1.741(5) . ?
Cl2S C1S 1.757(5) . ?
C1S H1SA 0.9900 . ?
C1S H1SB 0.9900 . ?

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
N2 Co1 N3 168.52(10) . . ?
N2 Co1 N1 84.93(10) . . ?
N3 Co1 N1 84.73(10) . . ?
N2 Co1 O1 93.75(9) . . ?
N3 Co1 O1 96.35(9) . . ?
N1 Co1 O1 177.03(9) . . ?
C28 O1 Co1 120.86(16) . . ?
C5 N1 C1 122.3(2) . . ?
C5 N1 Co1 119.26(18) . . ?
C1 N1 Co1 118.48(18) . . ?
C12 N2 C6 115.5(2) . . ?
C12 N2 Co1 125.95(17) . . ?
C6 N2 Co1 118.03(16) . . ?
C20 N3 C9 115.6(2) . . ?
C20 N3 Co1 125.86(17) . . ?
C9 N3 Co1 117.59(17) . . ?
N1 C1 C2 119.4(3) . . ?
N1 C1 C6 113.5(2) . . ?
C2 C1 C6 127.1(2) . . ?
C3 C2 C1 119.3(3) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C4 C3 C2 119.7(3) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C5 C4 C3 118.8(3) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
N1 C5 C4 120.4(3) . . ?
N1 C5 C9 112.8(2) . . ?
C4 C5 C9 126.8(3) . . ?
N2 C6 C1 104.8(2) . . ?
N2 C6 C8 112.5(2) . . ?
C1 C6 C8 109.9(2) . . ?
N2 C6 C7 112.0(2) . . ?
C1 C6 C7 108.0(2) . . ?
C8 C6 C7 109.5(2) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N3 C9 C5 105.1(2) . . ?
N3 C9 C11 113.0(2) . . ?
C5 C9 C11 110.1(3) . . ?
N3 C9 C10 111.5(2) . . ?
C5 C9 C10 107.7(2) . . ?
C11 C9 C10 109.2(3) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C17 C12 C13 119.8(3) . . ?
C17 C12 N2 120.6(2) . . ?
C13 C12 N2 119.4(2) . . ?
C12 C13 C14 119.0(3) . . ?
C12 C13 C18 122.9(3) . . ?
C14 C13 C18 118.1(3) . . ?
C15 C14 C13 120.9(3) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C16 C15 C14 119.8(3) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C15 C16 C17 121.4(3) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 H16 119.3 . . ?
C12 C17 C16 118.9(3) . . ?
C12 C17 C19 123.4(3) . . ?
C16 C17 C19 117.6(3) . . ?
C13 C18 H18A 109.5 . . ?
C13 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C13 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C25 120.1(3) . . ?
C21 C20 N3 119.3(2) . . ?
C25 C20 N3 120.6(3) . . ?
C22 C21 C20 118.5(3) . . ?
C22 C21 C26 118.3(3) . . ?
C20 C21 C26 123.1(3) . . ?
C23 C22 C21 121.3(3) . . ?
C23 C22 H22 119.4 . . ?
C21 C22 H22 119.4 . . ?
C22 C23 C24 120.2(3) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 H23 119.9 . . ?
C23 C24 C25 121.3(3) . . ?
C23 C24 H24 119.4 . . ?
C25 C24 H24 119.4 . . ?
C24 C25 C20 118.5(3) . . ?
C24 C25 C27 117.4(3) . . ?
C20 C25 C27 124.0(3) . . ?
C21 C26 H26A 109.5 . . ?
C21 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C21 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O1 C28 C29 123.0(2) . . ?
O1 C28 C33 120.0(2) . . ?
C29 C28 C33 117.0(3) . . ?
C28 C29 C30 121.0(3) . . ?
C28 C29 H29 119.5 . . ?
C30 C29 H29 119.5 . . ?
C31 C30 C29 120.9(3) . . ?
C31 C30 H30 119.6 . . ?
C29 C30 H30 119.6 . . ?
C30 C31 C32 119.0(3) . . ?
C30 C31 H31 120.5 . . ?
C32 C31 H31 120.5 . . ?
C31 C32 C33 120.9(3) . . ?
C31 C32 H32 119.6 . . ?
C33 C32 H32 119.6 . . ?
C32 C33 C28 121.2(3) . . ?
C32 C33 H33 119.4 . . ?
C28 C33 H33 119.4 . . ?
Cl1S C1S Cl2S 111.3(3) . . ?
Cl1S C1S H1SA 109.4 . . ?
Cl2S C1S H1SA 109.4 . . ?
Cl1S C1S H1SB 109.4 . . ?
Cl2S C1S H1SB 109.4 . . ?
H1SA C1S H1SB 108.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 Co1 O1 C28 -81.01(19) . . . . ?
N3 Co1 O1 C28 104.46(19) . . . . ?
N2 Co1 N1 C5 -175.7(2) . . . . ?
N3 Co1 N1 C5 -0.7(2) . . . . ?
N2 Co1 N1 C1 3.96(19) . . . . ?
N3 Co1 N1 C1 179.0(2) . . . . ?
N3 Co1 N2 C12 144.4(4) . . . . ?
N1 Co1 N2 C12 170.2(2) . . . . ?
O1 Co1 N2 C12 -7.1(2) . . . . ?
N3 Co1 N2 C6 -26.6(6) . . . . ?
N1 Co1 N2 C6 -0.87(18) . . . . ?
O1 Co1 N2 C6 -178.20(18) . . . . ?
N2 Co1 N3 C20 -146.2(4) . . . . ?
N1 Co1 N3 C20 -171.9(2) . . . . ?
O1 Co1 N3 C20 5.3(2) . . . . ?
N2 Co1 N3 C9 21.9(6) . . . . ?
N1 Co1 N3 C9 -3.8(2) . . . . ?
O1 Co1 N3 C9 173.38(19) . . . . ?
C5 N1 C1 C2 -4.0(4) . . . . ?
Co1 N1 C1 C2 176.4(2) . . . . ?
C5 N1 C1 C6 173.7(2) . . . . ?
Co1 N1 C1 C6 -5.9(3) . . . . ?
N1 C1 C2 C3 1.6(4) . . . . ?
C6 C1 C2 C3 -175.7(3) . . . . ?
C1 C2 C3 C4 1.5(4) . . . . ?
C2 C3 C4 C5 -2.3(4) . . . . ?
C1 N1 C5 C4 3.2(4) . . . . ?
Co1 N1 C5 C4 -177.2(2) . . . . ?
C1 N1 C5 C9 -174.8(2) . . . . ?
Co1 N1 C5 C9 4.8(3) . . . . ?
C3 C4 C5 N1 0.0(4) . . . . ?
C3 C4 C5 C9 177.7(3) . . . . ?
C12 N2 C6 C1 -173.8(2) . . . . ?
Co1 N2 C6 C1 -1.8(3) . . . . ?
C12 N2 C6 C8 66.9(3) . . . . ?
Co1 N2 C6 C8 -121.1(2) . . . . ?
C12 N2 C6 C7 -57.0(3) . . . . ?
Co1 N2 C6 C7 115.0(2) . . . . ?
N1 C1 C6 N2 4.6(3) . . . . ?
C2 C1 C6 N2 -177.9(3) . . . . ?
N1 C1 C6 C8 125.7(2) . . . . ?
C2 C1 C6 C8 -56.8(4) . . . . ?
N1 C1 C6 C7 -114.9(2) . . . . ?
C2 C1 C6 C7 62.6(3) . . . . ?
C20 N3 C9 C5 176.1(2) . . . . ?
Co1 N3 C9 C5 6.8(3) . . . . ?
C20 N3 C9 C11 -63.8(3) . . . . ?
Co1 N3 C9 C11 126.8(3) . . . . ?
C20 N3 C9 C10 59.6(3) . . . . ?
Co1 N3 C9 C10 -109.7(2) . . . . ?
N1 C5 C9 N3 -6.9(3) . . . . ?
C4 C5 C9 N3 175.3(3) . . . . ?
N1 C5 C9 C11 -128.9(3) . . . . ?
C4 C5 C9 C11 53.2(4) . . . . ?
N1 C5 C9 C10 112.2(3) . . . . ?
C4 C5 C9 C10 -65.7(4) . . . . ?
C6 N2 C12 C17 -88.9(3) . . . . ?
Co1 N2 C12 C17 99.9(3) . . . . ?
C6 N2 C12 C13 95.8(3) . . . . ?
Co1 N2 C12 C13 -75.5(3) . . . . ?
C17 C12 C13 C14 5.0(4) . . . . ?
N2 C12 C13 C14 -179.6(3) . . . . ?
C17 C12 C13 C18 -172.5(3) . . . . ?
N2 C12 C13 C18 2.9(4) . . . . ?
C12 C13 C14 C15 -1.4(5) . . . . ?
C18 C13 C14 C15 176.3(3) . . . . ?
C13 C14 C15 C16 -1.9(5) . . . . ?
C14 C15 C16 C17 1.7(5) . . . . ?
C13 C12 C17 C16 -5.3(4) . . . . ?
N2 C12 C17 C16 179.4(3) . . . . ?
C13 C12 C17 C19 170.5(3) . . . . ?
N2 C12 C17 C19 -4.9(4) . . . . ?
C15 C16 C17 C12 2.0(5) . . . . ?
C15 C16 C17 C19 -174.1(3) . . . . ?
C9 N3 C20 C21 -93.9(3) . . . . ?
Co1 N3 C20 C21 74.4(3) . . . . ?
C9 N3 C20 C25 89.5(3) . . . . ?
Co1 N3 C20 C25 -102.2(3) . . . . ?
C25 C20 C21 C22 -4.8(4) . . . . ?
N3 C20 C21 C22 178.5(2) . . . . ?
C25 C20 C21 C26 172.2(3) . . . . ?
N3 C20 C21 C26 -4.4(4) . . . . ?
C20 C21 C22 C23 3.8(4) . . . . ?
C26 C21 C22 C23 -173.4(3) . . . . ?
C21 C22 C23 C24 -0.7(5) . . . . ?
C22 C23 C24 C25 -1.5(5) . . . . ?
C23 C24 C25 C20 0.4(4) . . . . ?
C23 C24 C25 C27 179.3(3) . . . . ?
C21 C20 C25 C24 2.8(4) . . . . ?
N3 C20 C25 C24 179.4(2) . . . . ?
C21 C20 C25 C27 -176.0(3) . . . . ?
N3 C20 C25 C27 0.6(4) . . . . ?
Co1 O1 C28 C29 -31.9(3) . . . . ?
Co1 O1 C28 C33 148.3(2) . . . . ?
O1 C28 C29 C30 -179.4(3) . . . . ?
C33 C28 C29 C30 0.4(4) . . . . ?
C28 C29 C30 C31 0.2(5) . . . . ?
C29 C30 C31 C32 -0.4(5) . . . . ?
C30 C31 C32 C33 0.1(5) . . . . ?
C31 C32 C33 C28 0.5(5) . . . . ?
O1 C28 C33 C32 179.0(3) . . . . ?
C29 C28 C33 C32 -0.8(4) . . . . ?

_refine_diff_density_max         0.599
_refine_diff_density_min         -0.947
_refine_diff_density_rms         0.076


