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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_aql4p33
_database_code_depnum_ccdc_archive 'CCDC 1578284'
_audit_update_record             
;
2017-10-05 deposited with the CCDC.
2018-02-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H23 Cl Co F6 N4 O6 S2'
_chemical_formula_sum            'C16 H23 Cl Co F6 N4 O6 S2'
_chemical_formula_weight         639.88

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'

_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                   8.8511(7)
_cell_length_b                   24.5258(19)
_cell_length_c                   11.1501(9)
_cell_angle_alpha                90
_cell_angle_beta                 97.0660(10)
_cell_angle_gamma                90
_cell_volume                     2402.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5397
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      28.29

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.769
_exptl_crystal_F_000             1300
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_min          0.08
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_max          0.25
_exptl_absorpt_coefficient_mu    1.088
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.783278
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_process_details   'SADABS v2.10 BRUKER 2001'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14849
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.661
_diffrn_reflns_theta_max         28.302
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.934
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.934
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.934
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5575
_reflns_number_gt                4593
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

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

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0605P)²+2.2814P] 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         5575
_refine_ls_number_parameters     327
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0538
_refine_ls_R_factor_gt           0.0426
_refine_ls_wR_factor_ref         0.1133
_refine_ls_wR_factor_gt          0.1065
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.14018(4) 0.36110(2) 0.33483(3) 0.01770(10) Uani 1 1 d . . . . .
S1 S -0.04796(7) 0.33246(3) 0.57634(6) 0.02278(15) Uani 1 1 d . . . . .
Cl1 Cl -0.05234(9) 0.10128(3) 0.34287(7) 0.03429(18) Uani 1 1 d . . . . .
O1 O 0.0282(3) 0.36762(8) 0.49721(19) 0.0319(5) Uani 1 1 d . . . . .
N1 N 0.0627(2) 0.27941(9) 0.32871(19) 0.0203(4) Uani 1 1 d . . . . .
C1 C -0.0745(3) 0.26096(11) 0.2803(2) 0.0226(5) Uani 1 1 d . . . . .
H1A H -0.1452 0.2862 0.2407 0.027 Uiso 1 1 calc R U . . .
F1 F -0.1610(4) 0.41444(11) 0.6856(2) 0.0846(10) Uani 1 1 d . . . . .
S2 S -0.20257(7) 0.41429(3) 0.21608(6) 0.02138(15) Uani 1 1 d . . . . .
N2 N 0.3464(2) 0.31997(9) 0.4073(2) 0.0218(5) Uani 1 1 d . . . . .
F2 F 0.0742(3) 0.40081(12) 0.7393(2) 0.0788(9) Uani 1 1 d . . . . .
C2 C -0.1169(3) 0.20691(12) 0.2858(2) 0.0248(6) Uani 1 1 d . . . . .
H2A H -0.2155 0.1951 0.2526 0.030 Uiso 1 1 calc R U . . .
O2 O -0.2016(2) 0.31848(10) 0.5345(2) 0.0445(6) Uani 1 1 d . . . . .
O3 O 0.0462(2) 0.28845(9) 0.62788(19) 0.0326(5) Uani 1 1 d . . . . .
C3 C -0.0110(3) 0.17051(11) 0.3414(2) 0.0242(6) Uani 1 1 d . . . . .
N3 N 0.2707(3) 0.43304(9) 0.3848(2) 0.0223(5) Uani 1 1 d . . . . .
F3 F -0.0872(3) 0.34831(10) 0.8024(2) 0.0617(7) Uani 1 1 d . . . . .
F4 F -0.3546(2) 0.48043(7) 0.06095(17) 0.0379(4) Uani 1 1 d . . . . .
O4 O -0.0389(2) 0.40551(8) 0.24271(17) 0.0257(4) Uani 1 1 d . . . . .
N4 N 0.2556(2) 0.36444(9) 0.1757(2) 0.0215(5) Uani 1 1 d . . . . .
C4 C 0.1285(3) 0.18874(11) 0.3962(2) 0.0250(6) Uani 1 1 d . . . . .
H4A H 0.2000 0.1643 0.4378 0.030 Uiso 1 1 calc R U . . .
F5 F -0.1699(2) 0.43914(8) -0.00951(16) 0.0377(4) Uani 1 1 d . . . . .
O5 O -0.2699(2) 0.44357(10) 0.30700(19) 0.0353(5) Uani 1 1 d . . . . .
C5 C 0.1605(3) 0.24390(11) 0.3886(2) 0.0222(5) Uani 1 1 d . . . . .
O6 O -0.2847(2) 0.36745(8) 0.16501(19) 0.0276(4) Uani 1 1 d . . . . .
F6 F -0.1229(2) 0.50524(8) 0.11593(19) 0.0448(5) Uani 1 1 d . . . . .
C6 C 0.3033(3) 0.26753(11) 0.4581(2) 0.0243(6) Uani 1 1 d . . . . .
H6A H 0.2866 0.2729 0.5434 0.029 Uiso 1 1 calc R U . . .
H6B H 0.3881 0.2413 0.4565 0.029 Uiso 1 1 calc R U . . .
C7 C 0.4130(3) 0.35860(12) 0.5029(2) 0.0261(6) Uani 1 1 d . . . . .
H7A H 0.5168 0.3464 0.5349 0.031 Uiso 1 1 calc R U . . .
H7B H 0.3501 0.3586 0.5705 0.031 Uiso 1 1 calc R U . . .
C8 C 0.4201(3) 0.41625(12) 0.4524(3) 0.0264(6) Uani 1 1 d . . . . .
H8A H 0.4484 0.4421 0.5197 0.032 Uiso 1 1 calc R U . . .
H8B H 0.4999 0.4179 0.3976 0.032 Uiso 1 1 calc R U . . .
C9 C 0.1918(4) 0.47195(12) 0.4580(3) 0.0305(6) Uani 1 1 d . . . . .
H9A H 0.2495 0.5061 0.4672 0.046 Uiso 1 1 calc R U . . .
H9B H 0.1847 0.4562 0.5379 0.046 Uiso 1 1 calc R U . . .
H9C H 0.0893 0.4792 0.4173 0.046 Uiso 1 1 calc R U . . .
C10 C 0.2889(3) 0.45782(11) 0.2655(2) 0.0244(5) Uani 1 1 d . . . . .
H10A H 0.3624 0.4883 0.2774 0.029 Uiso 1 1 calc R U . . .
H10B H 0.1900 0.4728 0.2291 0.029 Uiso 1 1 calc R U . . .
C11 C 0.3450(3) 0.41628(11) 0.1796(2) 0.0240(6) Uani 1 1 d . . . . .
H11A H 0.3371 0.4321 0.0974 0.029 Uiso 1 1 calc R U . . .
H11B H 0.4537 0.4082 0.2058 0.029 Uiso 1 1 calc R U . . .
C13 C 0.1527(3) 0.36032(12) 0.0605(2) 0.0278(6) Uani 1 1 d . . . . .
H13A H 0.2134 0.3553 -0.0066 0.042 Uiso 1 1 calc R U . . .
H13B H 0.0925 0.3938 0.0477 0.042 Uiso 1 1 calc R U . . .
H13C H 0.0844 0.3291 0.0641 0.042 Uiso 1 1 calc R U . . .
C14 C 0.3575(3) 0.31593(11) 0.1858(2) 0.0241(5) Uani 1 1 d . . . . .
H14A H 0.4290 0.3184 0.1244 0.029 Uiso 1 1 calc R U . . .
H14B H 0.2958 0.2825 0.1696 0.029 Uiso 1 1 calc R U . . .
C15 C 0.4471(3) 0.31227(12) 0.3107(2) 0.0263(6) Uani 1 1 d . . . . .
H15A H 0.4971 0.2762 0.3207 0.032 Uiso 1 1 calc R U . . .
H15B H 0.5275 0.3405 0.3189 0.032 Uiso 1 1 calc R U . . .
C16 C -0.0579(4) 0.37705(14) 0.7064(3) 0.0388(8) Uani 1 1 d . . . . .
C17 C -0.2129(3) 0.46243(11) 0.0899(3) 0.0275(6) 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 O4 2.0861(19) . ?
Co1 N1 2.116(2) . ?
Co1 N3 2.145(2) . ?
Co1 N2 2.154(2) . ?
Co1 N4 2.155(2) . ?
Co1 O1 2.175(2) . ?
S1 O2 1.424(2) . ?
S1 O3 1.440(2) . ?
S1 O1 1.457(2) . ?
S1 C16 1.827(3) . ?
Cl1 C3 1.737(3) . ?
N1 C1 1.345(3) . ?
N1 C5 1.346(3) . ?
C1 C2 1.381(4) . ?
C1 H1A 0.9500 . ?
F1 C16 1.294(4) . ?
S2 O5 1.431(2) . ?
S2 O6 1.439(2) . ?
S2 O4 1.4590(19) . ?
S2 C17 1.830(3) . ?
N2 C6 1.474(3) . ?
N2 C15 1.492(3) . ?
N2 C7 1.492(3) . ?
F2 C16 1.318(4) . ?
C2 C3 1.384(4) . ?
C2 H2A 0.9500 . ?
C3 C4 1.383(4) . ?
N3 C9 1.484(3) . ?
N3 C10 1.489(3) . ?
N3 C8 1.498(4) . ?
F3 C16 1.334(4) . ?
F4 C17 1.332(3) . ?
N4 C13 1.485(3) . ?
N4 C14 1.489(3) . ?
N4 C11 1.496(3) . ?
C4 C5 1.387(4) . ?
C4 H4A 0.9500 . ?
F5 C17 1.343(3) . ?
C5 C6 1.515(4) . ?
F6 C17 1.328(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.526(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.523(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.518(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 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
O4 Co1 N1 104.77(8) . . ?
O4 Co1 N3 92.90(8) . . ?
N1 Co1 N3 161.69(9) . . ?
O4 Co1 N2 170.61(8) . . ?
N1 Co1 N2 79.92(9) . . ?
N3 Co1 N2 83.30(9) . . ?
O4 Co1 N4 89.04(8) . . ?
N1 Co1 N4 101.19(8) . . ?
N3 Co1 N4 83.57(8) . . ?
N2 Co1 N4 82.01(8) . . ?
O4 Co1 O1 88.57(8) . . ?
N1 Co1 O1 85.26(8) . . ?
N3 Co1 O1 90.53(8) . . ?
N2 Co1 O1 100.02(9) . . ?
N4 Co1 O1 173.52(8) . . ?
O2 S1 O3 115.64(14) . . ?
O2 S1 O1 116.00(15) . . ?
O3 S1 O1 113.41(13) . . ?
O2 S1 C16 105.48(16) . . ?
O3 S1 C16 102.36(15) . . ?
O1 S1 C16 101.38(14) . . ?
S1 O1 Co1 138.85(13) . . ?
C1 N1 C5 118.4(2) . . ?
C1 N1 Co1 127.20(18) . . ?
C5 N1 Co1 114.25(17) . . ?
N1 C1 C2 122.8(2) . . ?
N1 C1 H1A 118.6 . . ?
C2 C1 H1A 118.6 . . ?
O5 S2 O6 116.55(13) . . ?
O5 S2 O4 114.82(12) . . ?
O6 S2 O4 113.78(12) . . ?
O5 S2 C17 103.60(14) . . ?
O6 S2 C17 103.65(13) . . ?
O4 S2 C17 101.89(12) . . ?
C6 N2 C15 111.8(2) . . ?
C6 N2 C7 112.2(2) . . ?
C15 N2 C7 112.2(2) . . ?
C6 N2 Co1 107.79(15) . . ?
C15 N2 Co1 110.01(16) . . ?
C7 N2 Co1 102.28(16) . . ?
C1 C2 C3 117.8(3) . . ?
C1 C2 H2A 121.1 . . ?
C3 C2 H2A 121.1 . . ?
C4 C3 C2 120.5(2) . . ?
C4 C3 Cl1 119.3(2) . . ?
C2 C3 Cl1 120.2(2) . . ?
C9 N3 C10 109.8(2) . . ?
C9 N3 C8 110.2(2) . . ?
C10 N3 C8 112.1(2) . . ?
C9 N3 Co1 113.41(17) . . ?
C10 N3 Co1 102.58(15) . . ?
C8 N3 Co1 108.58(17) . . ?
S2 O4 Co1 148.50(13) . . ?
C13 N4 C14 108.2(2) . . ?
C13 N4 C11 110.4(2) . . ?
C14 N4 C11 111.3(2) . . ?
C13 N4 Co1 114.04(17) . . ?
C14 N4 Co1 104.58(16) . . ?
C11 N4 Co1 108.13(16) . . ?
C3 C4 C5 117.8(2) . . ?
C3 C4 H4A 121.1 . . ?
C5 C4 H4A 121.1 . . ?
N1 C5 C4 122.6(2) . . ?
N1 C5 C6 116.8(2) . . ?
C4 C5 C6 120.4(2) . . ?
N2 C6 C5 112.1(2) . . ?
N2 C6 H6A 109.2 . . ?
C5 C6 H6A 109.2 . . ?
N2 C6 H6B 109.2 . . ?
C5 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
N2 C7 C8 110.8(2) . . ?
N2 C7 H7A 109.5 . . ?
C8 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
C8 C7 H7B 109.5 . . ?
H7A C7 H7B 108.1 . . ?
N3 C8 C7 111.5(2) . . ?
N3 C8 H8A 109.3 . . ?
C7 C8 H8A 109.3 . . ?
N3 C8 H8B 109.3 . . ?
C7 C8 H8B 109.3 . . ?
H8A C8 H8B 108.0 . . ?
N3 C9 H9A 109.5 . . ?
N3 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N3 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C11 111.6(2) . . ?
N3 C10 H10A 109.3 . . ?
C11 C10 H10A 109.3 . . ?
N3 C10 H10B 109.3 . . ?
C11 C10 H10B 109.3 . . ?
H10A C10 H10B 108.0 . . ?
N4 C11 C10 112.0(2) . . ?
N4 C11 H11A 109.2 . . ?
C10 C11 H11A 109.2 . . ?
N4 C11 H11B 109.2 . . ?
C10 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
N4 C13 H13A 109.5 . . ?
N4 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N4 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N4 C14 C15 111.1(2) . . ?
N4 C14 H14A 109.4 . . ?
C15 C14 H14A 109.4 . . ?
N4 C14 H14B 109.4 . . ?
C15 C14 H14B 109.4 . . ?
H14A C14 H14B 108.0 . . ?
N2 C15 C14 111.4(2) . . ?
N2 C15 H15A 109.4 . . ?
C14 C15 H15A 109.4 . . ?
N2 C15 H15B 109.4 . . ?
C14 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
F1 C16 F2 108.6(3) . . ?
F1 C16 F3 108.4(3) . . ?
F2 C16 F3 105.3(3) . . ?
F1 C16 S1 112.6(3) . . ?
F2 C16 S1 111.0(2) . . ?
F3 C16 S1 110.7(2) . . ?
F6 C17 F4 108.2(2) . . ?
F6 C17 F5 107.1(2) . . ?
F4 C17 F5 107.1(2) . . ?
F6 C17 S2 111.7(2) . . ?
F4 C17 S2 110.9(2) . . ?
F5 C17 S2 111.58(19) . . ?

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
O2 S1 O1 Co1 -79.7(2) . . . . ?
O3 S1 O1 Co1 57.7(3) . . . . ?
C16 S1 O1 Co1 166.6(2) . . . . ?
C5 N1 C1 C2 -2.4(4) . . . . ?
Co1 N1 C1 C2 -176.9(2) . . . . ?
N1 C1 C2 C3 -1.5(4) . . . . ?
C1 C2 C3 C4 4.2(4) . . . . ?
C1 C2 C3 Cl1 -175.8(2) . . . . ?
O5 S2 O4 Co1 79.4(3) . . . . ?
O6 S2 O4 Co1 -58.5(3) . . . . ?
C17 S2 O4 Co1 -169.4(2) . . . . ?
C2 C3 C4 C5 -2.9(4) . . . . ?
Cl1 C3 C4 C5 177.1(2) . . . . ?
C1 N1 C5 C4 3.7(4) . . . . ?
Co1 N1 C5 C4 179.0(2) . . . . ?
C1 N1 C5 C6 -170.8(2) . . . . ?
Co1 N1 C5 C6 4.4(3) . . . . ?
C3 C4 C5 N1 -1.1(4) . . . . ?
C3 C4 C5 C6 173.2(2) . . . . ?
C15 N2 C6 C5 -88.5(3) . . . . ?
C7 N2 C6 C5 144.4(2) . . . . ?
Co1 N2 C6 C5 32.6(3) . . . . ?
N1 C5 C6 N2 -25.8(3) . . . . ?
C4 C5 C6 N2 159.5(2) . . . . ?
C6 N2 C7 C8 -166.1(2) . . . . ?
C15 N2 C7 C8 67.0(3) . . . . ?
Co1 N2 C7 C8 -50.9(2) . . . . ?
C9 N3 C8 C7 104.8(3) . . . . ?
C10 N3 C8 C7 -132.6(2) . . . . ?
Co1 N3 C8 C7 -20.0(3) . . . . ?
N2 C7 C8 N3 49.7(3) . . . . ?
C9 N3 C10 C11 -170.5(2) . . . . ?
C8 N3 C10 C11 66.6(3) . . . . ?
Co1 N3 C10 C11 -49.7(2) . . . . ?
C13 N4 C11 C10 106.5(3) . . . . ?
C14 N4 C11 C10 -133.3(2) . . . . ?
Co1 N4 C11 C10 -18.9(3) . . . . ?
N3 C10 C11 N4 48.2(3) . . . . ?
C13 N4 C14 C15 -170.2(2) . . . . ?
C11 N4 C14 C15 68.3(3) . . . . ?
Co1 N4 C14 C15 -48.3(2) . . . . ?
C6 N2 C15 C14 99.2(3) . . . . ?
C7 N2 C15 C14 -133.7(2) . . . . ?
Co1 N2 C15 C14 -20.6(3) . . . . ?
N4 C14 C15 N2 47.4(3) . . . . ?
O2 S1 C16 F1 -46.4(3) . . . . ?
O3 S1 C16 F1 -167.7(3) . . . . ?
O1 S1 C16 F1 74.9(3) . . . . ?
O2 S1 C16 F2 -168.3(3) . . . . ?
O3 S1 C16 F2 70.3(3) . . . . ?
O1 S1 C16 F2 -47.0(3) . . . . ?
O2 S1 C16 F3 75.1(3) . . . . ?
O3 S1 C16 F3 -46.2(3) . . . . ?
O1 S1 C16 F3 -163.5(3) . . . . ?
O5 S2 C17 F6 67.3(2) . . . . ?
O6 S2 C17 F6 -170.5(2) . . . . ?
O4 S2 C17 F6 -52.1(2) . . . . ?
O5 S2 C17 F4 -53.5(2) . . . . ?
O6 S2 C17 F4 68.7(2) . . . . ?
O4 S2 C17 F4 -172.96(19) . . . . ?
O5 S2 C17 F5 -172.84(19) . . . . ?
O6 S2 C17 F5 -50.7(2) . . . . ?
O4 S2 C17 F5 67.7(2) . . . . ?

_refine_diff_density_max         0.941
_refine_diff_density_min         -0.635
_refine_diff_density_rms         0.090

_shelxl_version_number           2013-3

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

data_mo_Co4CO2Et_Py_0m
_database_code_depnum_ccdc_archive 'CCDC 1578286'
_audit_update_record             
;
2017-10-05 deposited with the CCDC.
2018-02-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H28 Co F6 N4 O8 S2'
_chemical_formula_weight         677.50
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
_space_group_IT_number           9
_symmetry_space_group_name_H-M   Cc
_space_group_name_Hall           'C -2yc'

_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, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   12.8115(16)
_cell_length_b                   24.0973(19)
_cell_length_c                   8.7902(10)
_cell_angle_alpha                90
_cell_angle_beta                 96.927(5)
_cell_angle_gamma                90
_cell_volume                     2693.9(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1640
_cell_measurement_theta_min      2.80
_cell_measurement_theta_max      32.50

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.670
_exptl_crystal_F_000             1388
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    0.885
_shelx_estimated_absorpt_T_min   0.777
_shelx_estimated_absorpt_T_max   0.879
_exptl_absorpt_process_details   'SADABS 2014/4'
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_correction_T_min  0.6233
_exptl_special_details           
;
 The following wavelength and cell were deduced by SADABS from the
 direction cosines etc. They are given here for emergency use only:
 CELL 0.71065   12.810   24.099    8.785   89.987   96.843   90.004
;

_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Microfocus source E025 IuS'
_diffrn_source_type              'Bruker APEX DUO'
_diffrn_source_power             50
_diffrn_source_current           0.6
_diffrn_source_size              '0.2 mm x 0.2 mm fine focus'
_diffrn_radiation_monochromator  'Quazar MX Multilayer Optics'
_diffrn_detector_type            '4K CCD area detector APEX II'
_diffrn_measurement_device_type  'APEX DUO Kappa 4-axis goniometer'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            16431
_diffrn_reflns_av_unetI/netI     0.0398
_diffrn_reflns_av_R_equivalents  0.0251
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_theta_min         1.811
_diffrn_reflns_theta_max         32.527
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.920
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.920
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.632
_diffrn_reflns_point_group_measured_fraction_full 0.754
_reflns_number_total             6178
_reflns_number_gt                5863
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.372
_reflns_Friedel_fraction_max     0.344
_reflns_Friedel_fraction_full    0.508

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2 v2014.9-0'
_computing_cell_refinement       'Bruker APEX2 v2014.9-0'
_computing_data_reduction        'Bruker SAINT V7.60A'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0310P)²] 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_abs_structure_details 
;
 Flack x determined using 1521 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_chemical_absolute_configuration ad
_refine_ls_abs_structure_Flack   0.019(6)
_refine_ls_number_reflns         6178
_refine_ls_number_parameters     364
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0280
_refine_ls_R_factor_gt           0.0259
_refine_ls_wR_factor_ref         0.0605
_refine_ls_wR_factor_gt          0.0595
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.003
_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 0.63949(2) 0.66201(2) 0.89749(3) 0.01041(6) Uani 1 1 d . . . . .
S1 S 0.83444(4) 0.67688(2) 0.65639(5) 0.01406(10) Uani 1 1 d . . . . .
S2 S 0.50738(4) 0.60152(2) 0.58466(5) 0.01327(10) Uani 1 1 d . . . . .
N1 N 0.72423(14) 0.71152(8) 1.07395(19) 0.0138(3) Uani 1 1 d . . . . .
N2 N 0.53015(16) 0.65651(8) 1.0652(2) 0.0160(4) Uani 1 1 d . . . . .
N3 N 0.71258(15) 0.59374(8) 1.0255(2) 0.0144(3) Uani 1 1 d . . . . .
N4 N 0.63283(13) 0.74176(7) 0.79562(19) 0.0129(3) Uani 1 1 d . . . . .
O1 O 0.62543(13) 0.90605(6) 0.45610(17) 0.0180(3) Uani 1 1 d . . . . .
O2 O 0.72754(16) 0.93643(7) 0.66631(19) 0.0286(4) Uani 1 1 d . . . . .
O3 O 0.76174(14) 0.64820(7) 0.74454(18) 0.0167(3) Uani 1 1 d . . . . .
O4 O 0.78559(14) 0.70838(7) 0.52905(18) 0.0223(4) Uani 1 1 d . . . . .
O5 O 0.92100(14) 0.70290(8) 0.7497(2) 0.0269(4) Uani 1 1 d . . . . .
O6 O 0.53528(13) 0.62140(7) 0.74137(17) 0.0188(3) Uani 1 1 d . . . . .
O7 O 0.45909(15) 0.64331(7) 0.48282(19) 0.0247(4) Uani 1 1 d . . . . .
O8 O 0.58459(15) 0.56724(8) 0.5277(2) 0.0282(4) Uani 1 1 d . . . . .
C1 C 0.77654(17) 0.75652(9) 0.9987(2) 0.0144(4) Uani 1 1 d . . . . .
H1A H 0.8428 0.7426 0.9654 0.017 Uiso 1 1 calc R U . . .
H1B H 0.7941 0.7872 1.0723 0.017 Uiso 1 1 calc R U . . .
C2 C 0.70503(17) 0.77786(9) 0.8610(2) 0.0133(4) Uani 1 1 d . . . . .
C3 C 0.71834(17) 0.82977(9) 0.8000(2) 0.0146(4) Uani 1 1 d . . . . .
H3 H 0.7685 0.8549 0.8497 0.018 Uiso 1 1 calc R U . . .
C4 C 0.65707(17) 0.84477(9) 0.6643(2) 0.0143(4) Uani 1 1 d . . . . .
C5 C 0.58421(16) 0.80739(9) 0.5941(2) 0.0144(4) Uani 1 1 d . . . . .
H5 H 0.5427 0.8163 0.5003 0.017 Uiso 1 1 calc R U . . .
C6 C 0.57386(16) 0.75675(9) 0.6649(2) 0.0145(4) Uani 1 1 d . . . . .
H6 H 0.5227 0.7314 0.6191 0.017 Uiso 1 1 calc R U . . .
C7 C 0.67473(18) 0.90105(9) 0.5979(2) 0.0164(4) Uani 1 1 d . . . . .
C8 C 0.64256(18) 0.73543(9) 1.1615(2) 0.0174(4) Uani 1 1 d . . . . .
H8A H 0.6028 0.7643 1.0989 0.021 Uiso 1 1 calc R U . . .
H8B H 0.6769 0.7532 1.2561 0.021 Uiso 1 1 calc R U . . .
C9 C 0.56770(19) 0.69117(10) 1.2032(2) 0.0190(4) Uani 1 1 d . . . . .
H9A H 0.6036 0.6672 1.2847 0.023 Uiso 1 1 calc R U . . .
H9B H 0.5067 0.7088 1.2432 0.023 Uiso 1 1 calc R U . . .
C10 C 0.53282(19) 0.59665(9) 1.1038(3) 0.0182(4) Uani 1 1 d . . . . .
H10A H 0.4995 0.5752 1.0149 0.022 Uiso 1 1 calc R U . . .
H10B H 0.4921 0.5901 1.1909 0.022 Uiso 1 1 calc R U . . .
C11 C 0.64490(19) 0.57682(10) 1.1459(2) 0.0185(4) Uani 1 1 d . . . . .
H11A H 0.6737 0.5929 1.2459 0.022 Uiso 1 1 calc R U . . .
H11B H 0.6456 0.5359 1.1561 0.022 Uiso 1 1 calc R U . . .
C12 C 0.81435(17) 0.61905(9) 1.0916(2) 0.0164(4) Uani 1 1 d . . . . .
H12A H 0.8592 0.6249 1.0088 0.020 Uiso 1 1 calc R U . . .
H12B H 0.8514 0.5931 1.1669 0.020 Uiso 1 1 calc R U . . .
C13 C 0.79863(18) 0.67465(9) 1.1705(2) 0.0163(4) Uani 1 1 d . . . . .
H13A H 0.7712 0.6677 1.2693 0.020 Uiso 1 1 calc R U . . .
H13B H 0.8674 0.6936 1.1926 0.020 Uiso 1 1 calc R U . . .
C14 C 0.42255(19) 0.67351(11) 1.0038(3) 0.0244(5) Uani 1 1 d . . . . .
H14A H 0.3757 0.6688 1.0831 0.037 Uiso 1 1 calc R U . . .
H14B H 0.3977 0.6504 0.9150 0.037 Uiso 1 1 calc R U . . .
H14C H 0.4229 0.7125 0.9726 0.037 Uiso 1 1 calc R U . . .
C15 C 0.6402(2) 0.95901(9) 0.3800(3) 0.0197(4) Uani 1 1 d . . . . .
H15A H 0.6324 0.9534 0.2676 0.024 Uiso 1 1 calc R U . . .
H15B H 0.7120 0.9731 0.4122 0.024 Uiso 1 1 calc R U . . .
C16 C 0.5606(2) 1.00112(10) 0.4200(3) 0.0286(6) Uani 1 1 d . . . . .
H16A H 0.5711 1.0083 0.5305 0.043 Uiso 1 1 calc R U . . .
H16B H 0.4894 0.9867 0.3910 0.043 Uiso 1 1 calc R U . . .
H16C H 0.5695 1.0357 0.3644 0.043 Uiso 1 1 calc R U . . .
C18 C 0.89756(19) 0.61932(10) 0.5681(2) 0.0193(4) Uani 1 1 d . . . . .
C19 C 0.3995(2) 0.55503(11) 0.6131(3) 0.0232(5) Uani 1 1 d . . . . .
C20 C 0.73268(19) 0.54464(9) 0.9316(3) 0.0195(4) Uani 1 1 d . . . . .
H20A H 0.7754 0.5177 0.9953 0.029 Uiso 1 1 calc R U . . .
H20B H 0.7703 0.5562 0.8463 0.029 Uiso 1 1 calc R U . . .
H20C H 0.6656 0.5276 0.8913 0.029 Uiso 1 1 calc R U . . .
F1 F 0.82919(12) 0.59024(6) 0.47379(16) 0.0259(3) Uani 1 1 d . . . . .
F2 F 0.94249(13) 0.58426(7) 0.67365(17) 0.0368(4) Uani 1 1 d . . . . .
F3 F 0.97113(13) 0.63773(8) 0.48528(19) 0.0352(4) Uani 1 1 d . . . . .
F4 F 0.43043(16) 0.51630(7) 0.71674(19) 0.0415(4) Uani 1 1 d . . . . .
F5 F 0.36547(16) 0.52941(8) 0.48319(19) 0.0471(5) Uani 1 1 d . . . . .
F6 F 0.31991(13) 0.58222(8) 0.6610(2) 0.0400(4) 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 O6 2.0450(15) . ?
Co1 N4 2.1175(17) . ?
Co1 N1 2.1451(17) . ?
Co1 N3 2.1436(18) . ?
Co1 N2 2.157(2) . ?
Co1 O3 2.2089(17) . ?
S1 O4 1.4324(16) . ?
S1 O5 1.4408(17) . ?
S1 O3 1.4559(18) . ?
S1 C18 1.825(2) . ?
S2 O8 1.4250(19) . ?
S2 O7 1.4368(17) . ?
S2 O6 1.4615(15) . ?
S2 C19 1.819(2) . ?
N1 C1 1.473(3) . ?
N1 C8 1.488(3) . ?
N1 C13 1.491(3) . ?
N2 C14 1.477(3) . ?
N2 C10 1.481(3) . ?
N2 C9 1.503(3) . ?
N3 C20 1.482(3) . ?
N3 C12 1.492(3) . ?
N3 C11 1.504(3) . ?
N4 C6 1.346(2) . ?
N4 C2 1.347(3) . ?
O1 C7 1.333(2) . ?
O1 C15 1.464(3) . ?
O2 C7 1.203(3) . ?
C1 C2 1.517(3) . ?
C2 C3 1.380(3) . ?
C3 C4 1.394(3) . ?
C4 C5 1.387(3) . ?
C4 C7 1.504(3) . ?
C5 C6 1.383(3) . ?
C8 C9 1.509(3) . ?
C10 C11 1.516(3) . ?
C12 C13 1.533(3) . ?
C15 C16 1.510(4) . ?
C18 F1 1.331(3) . ?
C18 F2 1.333(3) . ?
C18 F3 1.335(3) . ?
C19 F6 1.323(3) . ?
C19 F5 1.325(3) . ?
C19 F4 1.331(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
O6 Co1 N4 99.25(7) . . ?
O6 Co1 N1 169.72(7) . . ?
N4 Co1 N1 78.00(7) . . ?
O6 Co1 N3 101.15(7) . . ?
N4 Co1 N3 155.68(7) . . ?
N1 Co1 N3 84.06(7) . . ?
O6 Co1 N2 90.23(7) . . ?
N4 Co1 N2 110.39(7) . . ?
N1 Co1 N2 81.59(7) . . ?
N3 Co1 N2 82.69(7) . . ?
O6 Co1 O3 88.44(6) . . ?
N4 Co1 O3 82.81(6) . . ?
N1 Co1 O3 100.94(7) . . ?
N3 Co1 O3 84.65(7) . . ?
N2 Co1 O3 166.77(7) . . ?
O4 S1 O5 116.60(11) . . ?
O4 S1 O3 114.85(10) . . ?
O5 S1 O3 113.69(10) . . ?
O4 S1 C18 104.17(10) . . ?
O5 S1 C18 102.86(11) . . ?
O3 S1 C18 102.13(11) . . ?
O8 S2 O7 116.89(11) . . ?
O8 S2 O6 114.83(10) . . ?
O7 S2 O6 113.30(11) . . ?
O8 S2 C19 105.20(12) . . ?
O7 S2 C19 103.90(11) . . ?
O6 S2 C19 100.12(10) . . ?
C1 N1 C8 109.48(17) . . ?
C1 N1 C13 113.58(17) . . ?
C8 N1 C13 112.19(16) . . ?
C1 N1 Co1 107.63(12) . . ?
C8 N1 Co1 105.27(13) . . ?
C13 N1 Co1 108.24(12) . . ?
C14 N2 C10 110.40(19) . . ?
C14 N2 C9 109.55(19) . . ?
C10 N2 C9 111.10(18) . . ?
C14 N2 Co1 112.82(16) . . ?
C10 N2 Co1 102.56(14) . . ?
C9 N2 Co1 110.27(14) . . ?
C20 N3 C12 109.93(18) . . ?
C20 N3 C11 109.20(18) . . ?
C12 N3 C11 112.80(16) . . ?
C20 N3 Co1 114.51(13) . . ?
C12 N3 Co1 101.33(13) . . ?
C11 N3 Co1 108.97(14) . . ?
C6 N4 C2 118.47(18) . . ?
C6 N4 Co1 126.46(14) . . ?
C2 N4 Co1 114.52(13) . . ?
C7 O1 C15 115.70(17) . . ?
S1 O3 Co1 142.98(11) . . ?
S2 O6 Co1 148.76(11) . . ?
N1 C1 C2 110.12(17) . . ?
N4 C2 C3 122.04(18) . . ?
N4 C2 C1 116.05(18) . . ?
C3 C2 C1 121.76(19) . . ?
C2 C3 C4 118.97(19) . . ?
C5 C4 C3 119.43(19) . . ?
C5 C4 C7 122.51(19) . . ?
C3 C4 C7 118.04(19) . . ?
C6 C5 C4 117.94(18) . . ?
N4 C6 C5 123.11(19) . . ?
O2 C7 O1 125.3(2) . . ?
O2 C7 C4 123.14(19) . . ?
O1 C7 C4 111.57(18) . . ?
N1 C8 C9 111.05(18) . . ?
N2 C9 C8 110.34(18) . . ?
N2 C10 C11 110.96(19) . . ?
N3 C11 C10 110.63(18) . . ?
N3 C12 C13 112.16(18) . . ?
N1 C13 C12 111.92(16) . . ?
O1 C15 C16 110.6(2) . . ?
F1 C18 F2 107.2(2) . . ?
F1 C18 F3 106.85(18) . . ?
F2 C18 F3 108.4(2) . . ?
F1 C18 S1 111.91(16) . . ?
F2 C18 S1 111.24(15) . . ?
F3 C18 S1 110.96(18) . . ?
F6 C19 F5 108.6(2) . . ?
F6 C19 F4 107.8(2) . . ?
F5 C19 F4 107.6(2) . . ?
F6 C19 S2 111.49(18) . . ?
F5 C19 S2 110.19(17) . . ?
F4 C19 S2 110.98(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
O4 S1 O3 Co1 -66.86(19) . . . . ?
O5 S1 O3 Co1 71.05(19) . . . . ?
C18 S1 O3 Co1 -178.91(16) . . . . ?
O8 S2 O6 Co1 54.9(2) . . . . ?
O7 S2 O6 Co1 -83.0(2) . . . . ?
C19 S2 O6 Co1 167.0(2) . . . . ?
C8 N1 C1 C2 -75.1(2) . . . . ?
C13 N1 C1 C2 158.65(17) . . . . ?
Co1 N1 C1 C2 38.8(2) . . . . ?
C6 N4 C2 C3 1.5(3) . . . . ?
Co1 N4 C2 C3 173.63(17) . . . . ?
C6 N4 C2 C1 -173.99(18) . . . . ?
Co1 N4 C2 C1 -1.9(2) . . . . ?
N1 C1 C2 N4 -25.5(3) . . . . ?
N1 C1 C2 C3 159.0(2) . . . . ?
N4 C2 C3 C4 -1.7(3) . . . . ?
C1 C2 C3 C4 173.5(2) . . . . ?
C2 C3 C4 C5 0.2(3) . . . . ?
C2 C3 C4 C7 -178.6(2) . . . . ?
C3 C4 C5 C6 1.5(3) . . . . ?
C7 C4 C5 C6 -179.8(2) . . . . ?
C2 N4 C6 C5 0.3(3) . . . . ?
Co1 N4 C6 C5 -170.78(17) . . . . ?
C4 C5 C6 N4 -1.8(3) . . . . ?
C15 O1 C7 O2 1.2(4) . . . . ?
C15 O1 C7 C4 -178.5(2) . . . . ?
C5 C4 C7 O2 170.3(2) . . . . ?
C3 C4 C7 O2 -11.0(4) . . . . ?
C5 C4 C7 O1 -10.0(3) . . . . ?
C3 C4 C7 O1 168.7(2) . . . . ?
C1 N1 C8 C9 164.24(16) . . . . ?
C13 N1 C8 C9 -68.7(2) . . . . ?
Co1 N1 C8 C9 48.79(18) . . . . ?
C14 N2 C9 C8 -102.5(2) . . . . ?
C10 N2 C9 C8 135.2(2) . . . . ?
Co1 N2 C9 C8 22.2(2) . . . . ?
N1 C8 C9 N2 -48.4(2) . . . . ?
C14 N2 C10 C11 172.09(19) . . . . ?
C9 N2 C10 C11 -66.2(2) . . . . ?
Co1 N2 C10 C11 51.64(19) . . . . ?
C20 N3 C11 C10 -104.6(2) . . . . ?
C12 N3 C11 C10 132.86(19) . . . . ?
Co1 N3 C11 C10 21.2(2) . . . . ?
N2 C10 C11 N3 -50.8(2) . . . . ?
C20 N3 C12 C13 171.78(18) . . . . ?
C11 N3 C12 C13 -66.1(2) . . . . ?
Co1 N3 C12 C13 50.27(18) . . . . ?
C1 N1 C13 C12 -103.6(2) . . . . ?
C8 N1 C13 C12 131.6(2) . . . . ?
Co1 N1 C13 C12 15.9(2) . . . . ?
N3 C12 C13 N1 -46.9(2) . . . . ?
C7 O1 C15 C16 -86.5(2) . . . . ?
O4 S1 C18 F1 -56.85(18) . . . . ?
O5 S1 C18 F1 -178.95(16) . . . . ?
O3 S1 C18 F1 62.99(17) . . . . ?
O4 S1 C18 F2 -176.78(17) . . . . ?
O5 S1 C18 F2 61.12(19) . . . . ?
O3 S1 C18 F2 -56.95(18) . . . . ?
O4 S1 C18 F3 62.41(18) . . . . ?
O5 S1 C18 F3 -59.69(17) . . . . ?
O3 S1 C18 F3 -177.76(15) . . . . ?
O8 S2 C19 F6 -177.66(16) . . . . ?
O7 S2 C19 F6 -54.30(19) . . . . ?
O6 S2 C19 F6 62.96(18) . . . . ?
O8 S2 C19 F5 -57.0(2) . . . . ?
O7 S2 C19 F5 66.3(2) . . . . ?
O6 S2 C19 F5 -176.41(19) . . . . ?
O8 S2 C19 F4 62.1(2) . . . . ?
O7 S2 C19 F4 -174.53(18) . . . . ?
O6 S2 C19 F4 -57.27(19) . . . . ?

_refine_diff_density_max         0.377
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.071
_shelxl_version_number           2014-3
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mo_SFL2P44_0m
_database_code_depnum_ccdc_archive 'CCDC 1578285'
_audit_update_record             
;
2017-10-05 deposited with the CCDC.
2018-02-09 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         ?
_chemical_formula_sum            'C21 H29 Co F6 N7 O6 S2'
_chemical_formula_weight         712.56
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
_space_group_IT_number           14
_symmetry_space_group_name_H-M   P2(1)/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                   14.2091(5)
_cell_length_b                   13.4658(4)
_cell_length_c                   15.1840(5)
_cell_angle_alpha                90
_cell_angle_beta                 93.2950(8)
_cell_angle_gamma                90
_cell_volume                     2900.46(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9914
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      30.50

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.632
_exptl_crystal_F_000             1460
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    0.824
_shelx_estimated_absorpt_T_min   0.853
_shelx_estimated_absorpt_T_max   0.853
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.728
_exptl_absorpt_correction_T_max  0.853
_exptl_absorpt_process_details   
; 
 SADABS Version 2008/1 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Microfocus source E025 IuS'
_diffrn_source_type              'Bruker APEX DUO'
_diffrn_source_power             50
_diffrn_source_current           0.6
_diffrn_source_size              '0.2 mm x 0.2 mm fine focus'
_diffrn_radiation_monochromator  'Quazar MX Multilayer Optics'
_diffrn_detector_type            '4K CCD area detector APEX II'
_diffrn_measurement_device_type  'APEX DUO Kappa 4-axis goniometer'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            27923
_diffrn_reflns_av_unetI/netI     0.0215
_diffrn_reflns_av_R_equivalents  0.0223
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.909
_diffrn_reflns_theta_max         30.518
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             8496
_reflns_number_gt                7657
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2 v2014.9-0'
_computing_cell_refinement       'Bruker APEX2 v2014.9-0'
_computing_data_reduction        'Bruker SAINT V7.60A'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0374P)²+1.1153P] 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         8496
_refine_ls_number_parameters     392
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0269
_refine_ls_wR_factor_ref         0.0715
_refine_ls_wR_factor_gt          0.0690
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_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_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 0.53512(2) 0.21301(2) 0.75529(2) 0.01058(4) Uani 1 1 d . . . . .
C1 C 0.54238(8) 0.43137(9) 0.82084(8) 0.0176(2) Uani 1 1 d . . . . .
H1 H 0.5467 0.4044 0.8787 0.021 Uiso 1 1 calc R U . . .
C2 C 0.53575(9) 0.53325(9) 0.81083(9) 0.0202(2) Uani 1 1 d . . . . .
H2 H 0.5337 0.5759 0.8605 0.024 Uiso 1 1 calc R U . . .
C3 C 0.53226(8) 0.57120(8) 0.72550(9) 0.0177(2) Uani 1 1 d . . . . .
C4 C 0.53531(8) 0.50769(8) 0.65318(8) 0.0159(2) Uani 1 1 d . . . . .
H4 H 0.5350 0.5331 0.5948 0.019 Uiso 1 1 calc R U . . .
C5 C 0.53875(7) 0.40610(8) 0.66897(8) 0.0133(2) Uani 1 1 d . . . . .
C6 C 0.52545(8) 0.67735(9) 0.71253(10) 0.0220(3) Uani 1 1 d . . . . .
C7 C 0.53061(8) 0.33185(8) 0.59413(7) 0.0136(2) Uani 1 1 d . . . . .
H7A H 0.4635 0.3248 0.5737 0.016 Uiso 1 1 calc R U . . .
H7B H 0.5655 0.3570 0.5441 0.016 Uiso 1 1 calc R U . . .
C8 C 0.67265(8) 0.22658(8) 0.61397(8) 0.0141(2) Uani 1 1 d . . . . .
H8A H 0.6926 0.2760 0.5705 0.017 Uiso 1 1 calc R U . . .
H8B H 0.6888 0.1597 0.5923 0.017 Uiso 1 1 calc R U . . .
C9 C 0.72571(8) 0.24530(8) 0.70259(8) 0.0154(2) Uani 1 1 d . . . . .
H9A H 0.7929 0.2276 0.6983 0.018 Uiso 1 1 calc R U . . .
H9B H 0.7222 0.3167 0.7174 0.018 Uiso 1 1 calc R U . . .
C10 C 0.72621(9) 0.21902(9) 0.86049(8) 0.0195(2) Uani 1 1 d . . . . .
H10A H 0.7948 0.2108 0.8626 0.029 Uiso 1 1 calc R U . . .
H10B H 0.7000 0.1790 0.9071 0.029 Uiso 1 1 calc R U . . .
H10C H 0.7108 0.2891 0.8694 0.029 Uiso 1 1 calc R U . . .
C11 C 0.70147(8) 0.07717(8) 0.76049(8) 0.0155(2) Uani 1 1 d . . . . .
H11A H 0.7514 0.0539 0.8038 0.019 Uiso 1 1 calc R U . . .
H11B H 0.7235 0.0658 0.7006 0.019 Uiso 1 1 calc R U . . .
C12 C 0.61173(8) 0.01759(8) 0.77174(8) 0.0158(2) Uani 1 1 d . . . . .
H12A H 0.6217 -0.0518 0.7529 0.019 Uiso 1 1 calc R U . . .
H12B H 0.5979 0.0166 0.8349 0.019 Uiso 1 1 calc R U . . .
C13 C 0.44186(8) 0.01004(8) 0.74396(9) 0.0176(2) Uani 1 1 d . . . . .
H13A H 0.4468 -0.0614 0.7328 0.026 Uiso 1 1 calc R U . . .
H13B H 0.3879 0.0372 0.7087 0.026 Uiso 1 1 calc R U . . .
H13C H 0.4329 0.0212 0.8067 0.026 Uiso 1 1 calc R U . . .
C14 C 0.54011(8) 0.05178(8) 0.62203(8) 0.0152(2) Uani 1 1 d . . . . .
H14A H 0.4970 -0.0003 0.5975 0.018 Uiso 1 1 calc R U . . .
H14B H 0.6055 0.0315 0.6114 0.018 Uiso 1 1 calc R U . . .
C15 C 0.51809(8) 0.15016(8) 0.57441(8) 0.0141(2) Uani 1 1 d . . . . .
H15A H 0.5378 0.1461 0.5130 0.017 Uiso 1 1 calc R U . . .
H15B H 0.4493 0.1626 0.5723 0.017 Uiso 1 1 calc R U . . .
C16 C 0.30988(8) 0.25257(8) 0.70954(8) 0.0156(2) Uani 1 1 d . . . . .
C17 C 0.21006(8) 0.27227(10) 0.68965(10) 0.0223(3) Uani 1 1 d . . . . .
H17A H 0.1808 0.2146 0.6598 0.033 Uiso 1 1 calc R U . . .
H17B H 0.2031 0.3306 0.6512 0.033 Uiso 1 1 calc R U . . .
H17C H 0.1792 0.2849 0.7446 0.033 Uiso 1 1 calc R U . . .
C18 C 0.49669(8) 0.18799(9) 0.96131(8) 0.0167(2) Uani 1 1 d . . . . .
C19 C 0.47777(10) 0.17671(11) 1.05382(9) 0.0251(3) Uani 1 1 d . . . . .
H19A H 0.5202 0.1265 1.0809 0.038 Uiso 1 1 calc R U . . .
H19B H 0.4122 0.1557 1.0588 0.038 Uiso 1 1 calc R U . . .
H19C H 0.4881 0.2403 1.0843 0.038 Uiso 1 1 calc R U . . .
N1 N 0.54289(6) 0.36918(7) 0.75162(6) 0.01388(18) Uani 1 1 d . . . . .
N2 N 0.52058(9) 0.76179(9) 0.70351(10) 0.0328(3) Uani 1 1 d . . . . .
N3 N 0.56855(6) 0.23349(7) 0.62123(6) 0.01183(17) Uani 1 1 d . . . . .
N4 N 0.68538(6) 0.18594(7) 0.77345(6) 0.01344(17) Uani 1 1 d . . . . .
N5 N 0.52949(6) 0.06020(7) 0.71931(7) 0.01312(17) Uani 1 1 d . . . . .
N6 N 0.38753(7) 0.23651(7) 0.72582(7) 0.01548(18) Uani 1 1 d . . . . .
N7 N 0.51078(7) 0.19694(7) 0.88865(7) 0.0177(2) Uani 1 1 d . . . . .
C1B C 0.29778(9) 0.42900(9) 0.92179(9) 0.0219(2) Uani 1 1 d . . . . .
F1B F 0.21653(6) 0.37813(6) 0.92099(6) 0.03160(19) Uani 1 1 d . . . . .
F2B F 0.36474(7) 0.37233(7) 0.96146(7) 0.0409(2) Uani 1 1 d . . . . .
F3B F 0.31924(7) 0.44112(7) 0.83830(6) 0.0342(2) Uani 1 1 d . . . . .
O1B O 0.37827(6) 0.59431(7) 0.96852(6) 0.02335(19) Uani 1 1 d . . . . .
O2B O 0.20949(7) 0.59450(7) 0.93055(7) 0.0277(2) Uani 1 1 d . . . . .
O3B O 0.27041(7) 0.51771(7) 1.06762(6) 0.0252(2) Uani 1 1 d . . . . .
S1B S 0.28771(2) 0.54783(2) 0.97875(2) 0.01570(6) Uani 1 1 d . . . . .
C1C C 0.27316(8) 0.59466(9) 0.60611(8) 0.0172(2) Uani 1 1 d . . . . .
F1C F 0.35291(5) 0.64533(6) 0.59610(5) 0.02342(16) Uani 1 1 d . . . . .
F2C F 0.27966(7) 0.55439(7) 0.68625(5) 0.0335(2) Uani 1 1 d . . . . .
F3C F 0.20322(6) 0.66075(6) 0.60387(6) 0.02962(18) Uani 1 1 d . . . . .
O1C O 0.24848(7) 0.55918(7) 0.44022(6) 0.02285(19) Uani 1 1 d . . . . .
O2C O 0.33569(7) 0.43842(7) 0.53154(8) 0.0324(2) Uani 1 1 d . . . . .
O3C O 0.16558(7) 0.45625(8) 0.54141(7) 0.0296(2) Uani 1 1 d . . . . .
S1C S 0.25371(2) 0.50091(2) 0.52004(2) 0.01534(6) 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 N7 2.0849(11) . ?
Co1 N1 2.1068(10) . ?
Co1 N5 2.1293(9) . ?
Co1 N3 2.1347(10) . ?
Co1 N6 2.1425(10) . ?
Co1 N4 2.1679(9) . ?
C1 N1 1.3442(15) . ?
C1 C2 1.3830(16) . ?
C2 C3 1.3910(19) . ?
C3 C4 1.3946(17) . ?
C3 C6 1.4453(16) . ?
C4 C5 1.3892(15) . ?
C5 N1 1.3479(15) . ?
C5 C7 1.5131(15) . ?
C6 N2 1.1469(17) . ?
C7 N3 1.4794(13) . ?
C8 N3 1.4924(14) . ?
C8 C9 1.5251(16) . ?
C9 N4 1.4817(15) . ?
C10 N4 1.4811(15) . ?
C11 N4 1.4971(14) . ?
C11 C12 1.5245(16) . ?
C12 N5 1.4905(14) . ?
C13 N5 1.4833(14) . ?
C14 N5 1.4976(15) . ?
C14 C15 1.5329(15) . ?
C15 N3 1.4899(13) . ?
C16 N6 1.1376(15) . ?
C16 C17 1.4573(16) . ?
C18 N7 1.1389(17) . ?
C18 C19 1.4533(18) . ?
C1B F3B 1.3309(16) . ?
C1B F2B 1.3358(15) . ?
C1B F1B 1.3419(15) . ?
C1B S1B 1.8284(13) . ?
O1B S1B 1.4472(9) . ?
O2B S1B 1.4396(9) . ?
O3B S1B 1.4437(10) . ?
C1C F2C 1.3307(14) . ?
C1C F3C 1.3329(14) . ?
C1C F1C 1.3389(13) . ?
C1C S1C 1.8267(12) . ?
O1C S1C 1.4422(9) . ?
O2C S1C 1.4394(10) . ?
O3C S1C 1.4428(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N7 Co1 N1 98.12(4) . . ?
N7 Co1 N5 98.23(4) . . ?
N1 Co1 N5 163.55(4) . . ?
N7 Co1 N3 176.35(4) . . ?
N1 Co1 N3 80.26(4) . . ?
N5 Co1 N3 83.53(4) . . ?
N7 Co1 N6 90.18(4) . . ?
N1 Co1 N6 84.21(4) . . ?
N5 Co1 N6 93.86(4) . . ?
N3 Co1 N6 92.90(4) . . ?
N7 Co1 N4 94.37(4) . . ?
N1 Co1 N4 96.81(4) . . ?
N5 Co1 N4 83.82(4) . . ?
N3 Co1 N4 82.61(4) . . ?
N6 Co1 N4 175.14(4) . . ?
N1 C1 C2 122.37(12) . . ?
C1 C2 C3 117.74(11) . . ?
C2 C3 C4 120.47(11) . . ?
C2 C3 C6 119.26(11) . . ?
C4 C3 C6 120.28(12) . . ?
C5 C4 C3 118.06(11) . . ?
N1 C5 C4 121.54(11) . . ?
N1 C5 C7 116.93(9) . . ?
C4 C5 C7 121.37(10) . . ?
N2 C6 C3 178.98(16) . . ?
N3 C7 C5 111.83(9) . . ?
N3 C8 C9 111.49(9) . . ?
N4 C9 C8 111.05(9) . . ?
N4 C11 C12 111.41(9) . . ?
N5 C12 C11 111.88(9) . . ?
N5 C14 C15 111.74(9) . . ?
N3 C15 C14 110.25(9) . . ?
N6 C16 C17 179.22(14) . . ?
N7 C18 C19 179.46(13) . . ?
C1 N1 C5 119.76(10) . . ?
C1 N1 Co1 126.76(8) . . ?
C5 N1 Co1 113.16(7) . . ?
C7 N3 C15 112.57(8) . . ?
C7 N3 C8 112.46(8) . . ?
C15 N3 C8 111.70(9) . . ?
C7 N3 Co1 106.46(7) . . ?
C15 N3 Co1 103.31(7) . . ?
C8 N3 Co1 109.76(7) . . ?
C10 N4 C9 109.74(9) . . ?
C10 N4 C11 110.89(9) . . ?
C9 N4 C11 111.34(9) . . ?
C10 N4 Co1 113.28(7) . . ?
C9 N4 Co1 103.66(6) . . ?
C11 N4 Co1 107.73(6) . . ?
C13 N5 C12 109.49(9) . . ?
C13 N5 C14 110.37(9) . . ?
C12 N5 C14 112.17(9) . . ?
C13 N5 Co1 113.26(7) . . ?
C12 N5 Co1 102.60(6) . . ?
C14 N5 Co1 108.77(6) . . ?
C16 N6 Co1 177.47(9) . . ?
C18 N7 Co1 179.41(10) . . ?
F3B C1B F2B 107.65(11) . . ?
F3B C1B F1B 107.34(11) . . ?
F2B C1B F1B 107.62(11) . . ?
F3B C1B S1B 111.82(9) . . ?
F2B C1B S1B 111.09(9) . . ?
F1B C1B S1B 111.12(9) . . ?
O2B S1B O3B 115.46(6) . . ?
O2B S1B O1B 114.95(6) . . ?
O3B S1B O1B 114.96(6) . . ?
O2B S1B C1B 102.75(6) . . ?
O3B S1B C1B 102.61(6) . . ?
O1B S1B C1B 103.51(6) . . ?
F2C C1C F3C 107.93(10) . . ?
F2C C1C F1C 107.26(10) . . ?
F3C C1C F1C 106.96(10) . . ?
F2C C1C S1C 111.85(9) . . ?
F3C C1C S1C 111.18(8) . . ?
F1C C1C S1C 111.42(8) . . ?
O2C S1C O1C 114.97(7) . . ?
O2C S1C O3C 115.84(7) . . ?
O1C S1C O3C 114.35(6) . . ?
O2C S1C C1C 103.24(6) . . ?
O1C S1C C1C 102.91(5) . . ?
O3C S1C C1C 102.99(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
N1 C1 C2 C3 -1.85(18) . . . . ?
C1 C2 C3 C4 0.06(17) . . . . ?
C1 C2 C3 C6 -179.93(11) . . . . ?
C2 C3 C4 C5 2.08(17) . . . . ?
C6 C3 C4 C5 -177.93(10) . . . . ?
C3 C4 C5 N1 -2.64(16) . . . . ?
C3 C4 C5 C7 172.70(10) . . . . ?
N1 C5 C7 N3 -24.48(13) . . . . ?
C4 C5 C7 N3 159.98(10) . . . . ?
N3 C8 C9 N4 48.28(12) . . . . ?
N4 C11 C12 N5 49.29(13) . . . . ?
N5 C14 C15 N3 48.03(12) . . . . ?
C2 C1 N1 C5 1.37(17) . . . . ?
C2 C1 N1 Co1 -171.61(9) . . . . ?
C4 C5 N1 C1 0.95(16) . . . . ?
C7 C5 N1 C1 -174.58(10) . . . . ?
C4 C5 N1 Co1 174.84(8) . . . . ?
C7 C5 N1 Co1 -0.69(12) . . . . ?
C5 C7 N3 C15 148.03(9) . . . . ?
C5 C7 N3 C8 -84.74(11) . . . . ?
C5 C7 N3 Co1 35.51(10) . . . . ?
C14 C15 N3 C7 -164.13(9) . . . . ?
C14 C15 N3 C8 68.22(12) . . . . ?
C14 C15 N3 Co1 -49.69(10) . . . . ?
C9 C8 N3 C7 97.43(10) . . . . ?
C9 C8 N3 C15 -134.87(9) . . . . ?
C9 C8 N3 Co1 -20.89(10) . . . . ?
C8 C9 N4 C10 -169.65(9) . . . . ?
C8 C9 N4 C11 67.20(11) . . . . ?
C8 C9 N4 Co1 -48.36(10) . . . . ?
C12 C11 N4 C10 104.33(11) . . . . ?
C12 C11 N4 C9 -133.17(10) . . . . ?
C12 C11 N4 Co1 -20.15(11) . . . . ?
C11 C12 N5 C13 -170.69(10) . . . . ?
C11 C12 N5 C14 66.42(12) . . . . ?
C11 C12 N5 Co1 -50.14(10) . . . . ?
C15 C14 N5 C13 105.45(10) . . . . ?
C15 C14 N5 C12 -132.16(9) . . . . ?
C15 C14 N5 Co1 -19.38(10) . . . . ?
F3B C1B S1B O2B 63.26(11) . . . . ?
F2B C1B S1B O2B -176.44(10) . . . . ?
F1B C1B S1B O2B -56.66(10) . . . . ?
F3B C1B S1B O3B -176.58(9) . . . . ?
F2B C1B S1B O3B -56.28(11) . . . . ?
F1B C1B S1B O3B 63.50(10) . . . . ?
F3B C1B S1B O1B -56.68(10) . . . . ?
F2B C1B S1B O1B 63.62(11) . . . . ?
F1B C1B S1B O1B -176.60(9) . . . . ?
F2C C1C S1C O2C -60.30(10) . . . . ?
F3C C1C S1C O2C 178.96(9) . . . . ?
F1C C1C S1C O2C 59.75(10) . . . . ?
F2C C1C S1C O1C 179.77(9) . . . . ?
F3C C1C S1C O1C 59.03(10) . . . . ?
F1C C1C S1C O1C -60.18(9) . . . . ?
F2C C1C S1C O3C 60.62(10) . . . . ?
F3C C1C S1C O3C -60.12(10) . . . . ?
F1C C1C S1C O3C -179.33(8) . . . . ?

_refine_diff_density_max         0.417
_refine_diff_density_min         -0.393
_refine_diff_density_rms         0.069
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Co_PytacnMe2
_database_code_depnum_ccdc_archive 'CCDC 1578289'
_audit_update_record             
;
2017-10-05 deposited with the CCDC.
2018-02-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H24 Co F6 N4 O6 S2'
_chemical_formula_weight         605.44
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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           Orthorhombic
_space_group_IT_number           61
_symmetry_space_group_name_H-M   Pbca
_space_group_name_Hall           '-P 2ac 2ab'

_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, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   9.312(2)
_cell_length_b                   16.956(4)
_cell_length_c                   29.498(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4657.5(19)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    20276
_cell_measurement_theta_min      2.402
_cell_measurement_theta_max      27.573

_exptl_crystal_description       Block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.727
_exptl_crystal_F_000             2472
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    1.006
_shelx_estimated_absorpt_T_min   0.824
_shelx_estimated_absorpt_T_max   0.951
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.732
_exptl_absorpt_correction_T_max  0.951
_exptl_absorpt_process_details   
; 
 SADABS Version 2008/1 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Microfocus rotating anode X-ray tube'
_diffrn_source_type              'Rigaku MicroMax-007HF'
_diffrn_source_power             50
_diffrn_source_current           24
_diffrn_source_size              '0.2 mm x 0.2 mm fine focus'
_diffrn_radiation_monochromator  'Confocal Max Flux optic'
_diffrn_detector_type            'PILATUS 200K'
_diffrn_measurement_device_type  '1/4chi goniometer'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            20276
_diffrn_reflns_av_unetI/netI     0.0176
_diffrn_reflns_av_R_equivalents  0.0216
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         2.402
_diffrn_reflns_theta_max         27.573
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measured_fraction_theta_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_point_group_measured_fraction_full 0.974
_reflns_number_total             5153
_reflns_number_gt                4820
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2 v2011.4-0'
_computing_cell_refinement       'Bruker APEX2 v2011.4-0'
_computing_data_reduction        'Bruker SAINT V7.60A'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0212P)²+3.6949P] 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         5153
_refine_ls_number_parameters     318
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0251
_refine_ls_R_factor_gt           0.0227
_refine_ls_wR_factor_ref         0.0568
_refine_ls_wR_factor_gt          0.0556
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.092
_refine_ls_shift/su_max          0.003
_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 0.64306(2) 0.18665(2) 0.62255(2) 0.00759(5) Uani 1 1 d . . . . .
S1 S 0.45393(4) 0.34564(2) 0.67081(2) 0.01189(7) Uani 1 1 d . . . . .
S2 S 0.32303(3) 0.12438(2) 0.58756(2) 0.01000(7) Uani 1 1 d . . . . .
N1 N 0.82673(12) 0.23474(7) 0.65561(4) 0.0104(2) Uani 1 1 d . . . . .
N2 N 0.62668(12) 0.12947(7) 0.68537(4) 0.0106(2) Uani 1 1 d . . . . .
N3 N 0.80001(12) 0.10595(7) 0.59447(4) 0.0105(2) Uani 1 1 d . . . . .
N4 N 0.71272(12) 0.26061(7) 0.56777(4) 0.0116(2) Uani 1 1 d . . . . .
O1 O 0.48958(11) 0.27199(6) 0.64804(3) 0.0152(2) Uani 1 1 d . . . . .
O2 O 0.47487(12) 0.34410(7) 0.71907(4) 0.0205(2) Uani 1 1 d . . . . .
O3 O 0.50369(12) 0.41508(6) 0.64774(4) 0.0225(2) Uani 1 1 d . . . . .
O4 O 0.47847(10) 0.13724(6) 0.58496(3) 0.0133(2) Uani 1 1 d . . . . .
O5 O 0.27194(11) 0.10239(7) 0.63159(3) 0.0189(2) Uani 1 1 d . . . . .
O6 O 0.23901(12) 0.18092(6) 0.56302(4) 0.0194(2) Uani 1 1 d . . . . .
C1 C 0.79034(15) 0.23610(8) 0.70459(5) 0.0130(3) Uani 1 1 d . . . . .
H1A H 0.7303 0.2814 0.7111 0.016 Uiso 1 1 calc R U . . .
H1B H 0.8776 0.2408 0.7224 0.016 Uiso 1 1 calc R U . . .
C2 C 0.71194(14) 0.16136(8) 0.71757(4) 0.0112(3) Uani 1 1 d . . . . .
C3 C 0.72305(15) 0.12831(9) 0.76049(5) 0.0144(3) Uani 1 1 d . . . . .
H3 H 0.7818 0.1513 0.7823 0.017 Uiso 1 1 calc R U . . .
C4 C 0.64541(16) 0.06061(9) 0.77043(5) 0.0162(3) Uani 1 1 d . . . . .
H4 H 0.6514 0.0378 0.7990 0.019 Uiso 1 1 calc R U . . .
C5 C 0.55876(16) 0.02737(9) 0.73726(5) 0.0153(3) Uani 1 1 d . . . . .
H5 H 0.5064 -0.0182 0.7431 0.018 Uiso 1 1 calc R U . . .
C6 C 0.55218(15) 0.06375(8) 0.69523(5) 0.0128(3) Uani 1 1 d . . . . .
H6 H 0.4939 0.0418 0.6730 0.015 Uiso 1 1 calc R U . . .
C7 C 0.84148(15) 0.31436(8) 0.63556(5) 0.0129(3) Uani 1 1 d . . . . .
H7A H 0.9317 0.3377 0.6451 0.016 Uiso 1 1 calc R U . . .
H7B H 0.7640 0.3479 0.6462 0.016 Uiso 1 1 calc R U . . .
C8 C 0.83721(15) 0.30913(9) 0.58363(5) 0.0137(3) Uani 1 1 d . . . . .
H8A H 0.8298 0.3618 0.5710 0.016 Uiso 1 1 calc R U . . .
H8B H 0.9259 0.2858 0.5728 0.016 Uiso 1 1 calc R U . . .
C9 C 0.75543(16) 0.20247(9) 0.53249(4) 0.0143(3) Uani 1 1 d . . . . .
H9A H 0.8016 0.2299 0.5076 0.017 Uiso 1 1 calc R U . . .
H9B H 0.6703 0.1766 0.5207 0.017 Uiso 1 1 calc R U . . .
C10 C 0.85757(15) 0.14074(9) 0.55149(5) 0.0138(3) Uani 1 1 d . . . . .
H10A H 0.8712 0.0992 0.5293 0.017 Uiso 1 1 calc R U . . .
H10B H 0.9502 0.1648 0.5574 0.017 Uiso 1 1 calc R U . . .
C11 C 0.91248(14) 0.10159(8) 0.63026(5) 0.0121(3) Uani 1 1 d . . . . .
H11A H 0.9965 0.0749 0.6183 0.015 Uiso 1 1 calc R U . . .
H11B H 0.8766 0.0711 0.6557 0.015 Uiso 1 1 calc R U . . .
C12 C 0.95466(14) 0.18372(8) 0.64649(5) 0.0124(3) Uani 1 1 d . . . . .
H12A H 1.0111 0.1791 0.6740 0.015 Uiso 1 1 calc R U . . .
H12B H 1.0142 0.2087 0.6237 0.015 Uiso 1 1 calc R U . . .
C13 C 0.59703(16) 0.31195(9) 0.54975(5) 0.0153(3) Uani 1 1 d . . . . .
H13A H 0.6294 0.3372 0.5225 0.023 Uiso 1 1 calc R U . . .
H13B H 0.5731 0.3513 0.5719 0.023 Uiso 1 1 calc R U . . .
H13C H 0.5137 0.2806 0.5433 0.023 Uiso 1 1 calc R U . . .
C14 C 0.74316(16) 0.02603(8) 0.58587(5) 0.0147(3) Uani 1 1 d . . . . .
H14A H 0.8199 -0.0079 0.5763 0.022 Uiso 1 1 calc R U . . .
H14B H 0.6713 0.0285 0.5626 0.022 Uiso 1 1 calc R U . . .
H14C H 0.7013 0.0056 0.6132 0.022 Uiso 1 1 calc R U . . .
C15 C 0.25867(16) 0.34848(9) 0.66391(5) 0.0170(3) Uani 1 1 d . . . . .
C16 C 0.30804(17) 0.03481(10) 0.55359(6) 0.0216(3) Uani 1 1 d . . . . .
F1 F 0.19618(10) 0.29122(6) 0.68782(4) 0.0259(2) Uani 1 1 d . . . . .
F2 F 0.20450(10) 0.41673(6) 0.67816(4) 0.0309(2) Uani 1 1 d . . . . .
F3 F 0.22089(11) 0.33918(7) 0.62081(3) 0.0300(2) Uani 1 1 d . . . . .
F4 F 0.38282(12) -0.02412(6) 0.57136(4) 0.0352(3) Uani 1 1 d . . . . .
F5 F 0.35817(12) 0.04719(7) 0.51178(3) 0.0347(3) Uani 1 1 d . . . . .
F6 F 0.17142(11) 0.01207(7) 0.54986(5) 0.0423(3) Uani 1 1 d . 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 O4 2.0689(10) . ?
Co1 N2 2.0969(12) . ?
Co1 N1 2.1309(12) . ?
Co1 N4 2.1458(12) . ?
Co1 N3 2.1667(12) . ?
Co1 O1 2.1684(10) . ?
S1 O3 1.4368(11) . ?
S1 O2 1.4371(11) . ?
S1 O1 1.4563(10) . ?
S1 C15 1.8301(16) . ?
S2 O5 1.4325(11) . ?
S2 O6 1.4336(11) . ?
S2 O4 1.4657(10) . ?
S2 C16 1.8250(17) . ?
N1 C7 1.4805(18) . ?
N1 C1 1.4842(17) . ?
N1 C12 1.4965(17) . ?
N2 C6 1.3446(18) . ?
N2 C2 1.3509(17) . ?
N3 C14 1.4768(18) . ?
N3 C11 1.4889(17) . ?
N3 C10 1.4974(18) . ?
N4 C13 1.4834(18) . ?
N4 C9 1.4876(18) . ?
N4 C8 1.4965(18) . ?
C1 C2 1.512(2) . ?
C2 C3 1.3884(19) . ?
C3 C4 1.388(2) . ?
C4 C5 1.388(2) . ?
C5 C6 1.3862(19) . ?
C7 C8 1.535(2) . ?
C9 C10 1.521(2) . ?
C11 C12 1.5242(19) . ?
C15 F3 1.3285(18) . ?
C15 F2 1.3305(17) . ?
C15 F1 1.3339(18) . ?
C16 F4 1.326(2) . ?
C16 F6 1.3338(18) . ?
C16 F5 1.3354(19) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Co1 N2 103.44(5) . . ?
O4 Co1 N1 174.14(4) . . ?
N2 Co1 N1 80.26(5) . . ?
O4 Co1 N4 93.27(4) . . ?
N2 Co1 N4 163.27(5) . . ?
N1 Co1 N4 83.02(5) . . ?
O4 Co1 N3 92.24(4) . . ?
N2 Co1 N3 95.45(5) . . ?
N1 Co1 N3 82.84(5) . . ?
N4 Co1 N3 82.95(5) . . ?
O4 Co1 O1 88.16(4) . . ?
N2 Co1 O1 87.37(4) . . ?
N1 Co1 O1 96.60(4) . . ?
N4 Co1 O1 94.03(4) . . ?
N3 Co1 O1 176.98(4) . . ?
O3 S1 O2 116.12(7) . . ?
O3 S1 O1 114.26(7) . . ?
O2 S1 O1 114.23(7) . . ?
O3 S1 C15 104.24(7) . . ?
O2 S1 C15 104.21(7) . . ?
O1 S1 C15 101.41(7) . . ?
O5 S2 O6 116.78(7) . . ?
O5 S2 O4 114.47(6) . . ?
O6 S2 O4 114.39(7) . . ?
O5 S2 C16 104.82(8) . . ?
O6 S2 C16 103.74(7) . . ?
O4 S2 C16 99.82(7) . . ?
C7 N1 C1 113.32(11) . . ?
C7 N1 C12 112.43(11) . . ?
C1 N1 C12 111.45(11) . . ?
C7 N1 Co1 103.92(8) . . ?
C1 N1 Co1 105.56(8) . . ?
C12 N1 Co1 109.60(8) . . ?
C6 N2 C2 118.87(12) . . ?
C6 N2 Co1 127.73(9) . . ?
C2 N2 Co1 113.18(9) . . ?
C14 N3 C11 109.17(11) . . ?
C14 N3 C10 110.15(11) . . ?
C11 N3 C10 111.60(11) . . ?
C14 N3 Co1 113.79(9) . . ?
C11 N3 Co1 103.57(8) . . ?
C10 N3 Co1 108.44(8) . . ?
C13 N4 C9 109.41(11) . . ?
C13 N4 C8 110.60(11) . . ?
C9 N4 C8 112.08(11) . . ?
C13 N4 Co1 113.16(8) . . ?
C9 N4 Co1 102.73(8) . . ?
C8 N4 Co1 108.67(8) . . ?
S1 O1 Co1 151.94(7) . . ?
S2 O4 Co1 139.79(6) . . ?
N1 C1 C2 110.11(11) . . ?
N2 C2 C3 121.57(13) . . ?
N2 C2 C1 116.18(12) . . ?
C3 C2 C1 122.23(12) . . ?
C4 C3 C2 119.19(13) . . ?
C5 C4 C3 119.32(13) . . ?
C6 C5 C4 118.40(14) . . ?
N2 C6 C5 122.65(13) . . ?
N1 C7 C8 110.10(11) . . ?
N4 C8 C7 111.33(11) . . ?
N4 C9 C10 111.43(11) . . ?
N3 C10 C9 111.05(11) . . ?
N3 C11 C12 111.02(11) . . ?
N1 C12 C11 112.30(11) . . ?
F3 C15 F2 107.78(13) . . ?
F3 C15 F1 107.71(12) . . ?
F2 C15 F1 107.49(13) . . ?
F3 C15 S1 111.49(10) . . ?
F2 C15 S1 111.37(10) . . ?
F1 C15 S1 110.82(10) . . ?
F4 C16 F6 108.40(14) . . ?
F4 C16 F5 107.46(14) . . ?
F6 C16 F5 107.61(14) . . ?
F4 C16 S2 111.71(11) . . ?
F6 C16 S2 111.03(11) . . ?
F5 C16 S2 110.46(12) . . ?

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 S1 O1 Co1 63.35(16) . . . . ?
O2 S1 O1 Co1 -73.74(15) . . . . ?
C15 S1 O1 Co1 174.84(14) . . . . ?
O5 S2 O4 Co1 -39.91(13) . . . . ?
O6 S2 O4 Co1 98.67(11) . . . . ?
C16 S2 O4 Co1 -151.25(10) . . . . ?
C7 N1 C1 C2 153.90(11) . . . . ?
C12 N1 C1 C2 -78.10(13) . . . . ?
Co1 N1 C1 C2 40.82(12) . . . . ?
C6 N2 C2 C3 -0.6(2) . . . . ?
Co1 N2 C2 C3 -175.63(10) . . . . ?
C6 N2 C2 C1 -178.81(12) . . . . ?
Co1 N2 C2 C1 6.19(15) . . . . ?
N1 C1 C2 N2 -32.81(16) . . . . ?
N1 C1 C2 C3 149.02(13) . . . . ?
N2 C2 C3 C4 0.4(2) . . . . ?
C1 C2 C3 C4 178.49(13) . . . . ?
C2 C3 C4 C5 0.2(2) . . . . ?
C3 C4 C5 C6 -0.5(2) . . . . ?
C2 N2 C6 C5 0.3(2) . . . . ?
Co1 N2 C6 C5 174.45(10) . . . . ?
C4 C5 C6 N2 0.3(2) . . . . ?
C1 N1 C7 C8 -164.36(11) . . . . ?
C12 N1 C7 C8 68.14(14) . . . . ?
Co1 N1 C7 C8 -50.29(12) . . . . ?
C13 N4 C8 C7 104.24(13) . . . . ?
C9 N4 C8 C7 -133.37(12) . . . . ?
Co1 N4 C8 C7 -20.54(13) . . . . ?
N1 C7 C8 N4 49.04(15) . . . . ?
C13 N4 C9 C10 -171.50(11) . . . . ?
C8 N4 C9 C10 65.44(14) . . . . ?
Co1 N4 C9 C10 -51.03(12) . . . . ?
C14 N3 C10 C9 104.56(13) . . . . ?
C11 N3 C10 C9 -134.01(12) . . . . ?
Co1 N3 C10 C9 -20.55(13) . . . . ?
N4 C9 C10 N3 50.03(15) . . . . ?
C14 N3 C11 C12 -169.52(11) . . . . ?
C10 N3 C11 C12 68.49(14) . . . . ?
Co1 N3 C11 C12 -47.97(12) . . . . ?
C7 N1 C12 C11 -133.34(12) . . . . ?
C1 N1 C12 C11 98.17(13) . . . . ?
Co1 N1 C12 C11 -18.30(13) . . . . ?
N3 C11 C12 N1 46.25(15) . . . . ?
O3 S1 C15 F3 66.43(12) . . . . ?
O2 S1 C15 F3 -171.37(11) . . . . ?
O1 S1 C15 F3 -52.49(12) . . . . ?
O3 S1 C15 F2 -53.99(13) . . . . ?
O2 S1 C15 F2 68.21(12) . . . . ?
O1 S1 C15 F2 -172.92(11) . . . . ?
O3 S1 C15 F1 -173.61(10) . . . . ?
O2 S1 C15 F1 -51.41(12) . . . . ?
O1 S1 C15 F1 67.47(12) . . . . ?
O5 S2 C16 F4 -58.09(13) . . . . ?
O6 S2 C16 F4 178.91(11) . . . . ?
O4 S2 C16 F4 60.63(12) . . . . ?
O5 S2 C16 F6 63.05(14) . . . . ?
O6 S2 C16 F6 -59.94(14) . . . . ?
O4 S2 C16 F6 -178.22(12) . . . . ?
O5 S2 C16 F5 -177.64(11) . . . . ?
O6 S2 C16 F5 59.36(12) . . . . ?
O4 S2 C16 F5 -58.92(12) . . . . ?

_refine_diff_density_max         0.397
_refine_diff_density_min         -0.369
_refine_diff_density_rms         0.053
_shelxl_version_number           2014-3
_chemical_properties_physical    Air-sensitive
####################################################################### 
# 
# 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_aql3p155
_database_code_depnum_ccdc_archive 'CCDC 1578287'
_audit_update_record             
;
2017-10-05 deposited with the CCDC.
2018-02-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H29 Co F6 N5 O6 S2'
_chemical_formula_sum            'C18 H29 Co F6 N5 O6 S2'
_chemical_formula_weight         648.51

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'

_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                   8.802(2)
_cell_length_b                   24.936(6)
_cell_length_c                   12.694(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.038(5)
_cell_angle_gamma                90
_cell_volume                     2779.3(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    7819
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      24.91

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.550
_exptl_crystal_F_000             1332
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_min          0.12
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_max          0.35
_exptl_absorpt_coefficient_mu    0.849
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.842625
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_process_details   'SADABS v2.10 BRUKER 2001'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            41842
_diffrn_reflns_av_unetI/netI     0.0311
_diffrn_reflns_av_R_equivalents  0.0479
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.292
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6388
_reflns_number_gt                4460
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

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

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1318P)²+3.6245P] 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         6388
_refine_ls_number_parameters     330
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1031
_refine_ls_R_factor_gt           0.0767
_refine_ls_wR_factor_ref         0.2483
_refine_ls_wR_factor_gt          0.2182
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.003
_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 0.45678(6) 0.33717(2) 0.78120(5) 0.0510(2) Uani 1 1 d . . . . .
S1 S 0.75762(16) 0.39991(5) 0.91332(13) 0.0728(4) Uani 1 1 d . . . . .
N1 N 0.5702(4) 0.26381(14) 0.7744(3) 0.0538(8) Uani 1 1 d . . . . .
O1 O 0.6054(4) 0.38093(17) 0.8832(3) 0.0797(11) Uani 1 1 d . . . . .
C1 C 0.6973(5) 0.24749(19) 0.8306(4) 0.0606(11) Uani 1 1 d . . . . .
H1A H 0.7488 0.2724 0.8743 0.073 Uiso 1 1 calc R U . . .
C18 C 0.7595(9) 0.4098(4) 0.5196(6) 0.115(3) Uani 1 1 d D . . . .
F4 F 0.8459(9) 0.4026(3) 0.4419(6) 0.208(3) Uani 1 1 d D . . . .
F5 F 0.6482(6) 0.4428(2) 0.4889(5) 0.149(2) Uani 1 1 d D . . . .
F6 F 0.8454(6) 0.4357(3) 0.5932(5) 0.163(2) Uani 1 1 d D . . . .
C17 C 0.7273(10) 0.4459(4) 1.0162(10) 0.160(5) Uani 1 1 d D . . . .
F1 F 0.8529(6) 0.4707(2) 1.0508(6) 0.195(4) Uani 1 1 d D . . . .
F2 F 0.6601(13) 0.4244(5) 1.0914(6) 0.286(7) Uani 1 1 d D . . . .
F3 F 0.6411(8) 0.4859(3) 0.9735(9) 0.272(6) Uani 1 1 d D . . . .
S2 S 0.68831(16) 0.34661(7) 0.56811(13) 0.0757(4) Uani 1 1 d . . . . .
N2 N 0.7248(7) 0.1054(2) 0.7624(5) 0.0980(18) Uani 1 1 d . . . . .
C2 C 0.7560(6) 0.1964(2) 0.8277(4) 0.0653(12) Uani 1 1 d . . . . .
H2A H 0.8459 0.1878 0.8670 0.078 Uiso 1 1 calc R U . . .
O2 O 0.8527(6) 0.3609(2) 0.9650(5) 0.1135(17) Uani 1 1 d . . . . .
N3 N 0.2852(4) 0.28879(17) 0.6964(4) 0.0653(10) Uani 1 1 d . . . . .
C3 C 0.6779(7) 0.1574(2) 0.7643(4) 0.0684(13) Uani 1 1 d . . . . .
O3 O 0.8302(9) 0.4299(3) 0.8356(6) 0.161(3) Uani 1 1 d . . . . .
O4 O 0.5944(5) 0.36372(17) 0.6503(3) 0.0792(11) Uani 1 1 d . . . . .
N4 N 0.3064(5) 0.40154(18) 0.7305(5) 0.0787(14) Uani 1 1 d . . . . .
C4 C 0.5480(6) 0.1753(2) 0.7031(4) 0.0635(12) Uani 1 1 d . . . . .
H4A H 0.4935 0.1514 0.6586 0.076 Uiso 1 1 calc R U . . .
C5 C 0.5014(5) 0.22729(19) 0.7086(4) 0.0556(10) Uani 1 1 d . . . . .
N5 N 0.2986(7) 0.3297(2) 0.9042(4) 0.0910(16) Uani 1 1 d . . . . .
O5 O 0.6004(7) 0.3256(3) 0.4787(4) 0.1192(18) Uani 1 1 d . . . . .
O6 O 0.8203(5) 0.3171(3) 0.6037(5) 0.1248(19) Uani 1 1 d . . . . .
C6 C 0.6271(13) 0.0645(3) 0.7114(7) 0.135(3) Uani 1 1 d . . . . .
H6A H 0.6413 0.0312 0.7488 0.202 Uiso 1 1 calc R U . . .
H6B H 0.6531 0.0598 0.6397 0.202 Uiso 1 1 calc R U . . .
H6C H 0.5226 0.0754 0.7119 0.202 Uiso 1 1 calc R U . . .
C7 C 0.8641(12) 0.0877(3) 0.8219(8) 0.147(4) Uani 1 1 d . . . . .
H7A H 0.9140 0.1180 0.8557 0.221 Uiso 1 1 calc R U . . .
H7B H 0.9308 0.0713 0.7745 0.221 Uiso 1 1 calc R U . . .
H7C H 0.8389 0.0621 0.8743 0.221 Uiso 1 1 calc R U . . .
C8 C 0.3687(5) 0.2489(2) 0.6391(4) 0.0666(13) Uani 1 1 d . . . . .
H8A H 0.4059 0.2652 0.5765 0.080 Uiso 1 1 calc R U . . .
H8B H 0.3009 0.2198 0.6169 0.080 Uiso 1 1 calc R U . . .
C9 C 0.1870(9) 0.3251(3) 0.6288(8) 0.120(2) Uani 1 1 d . . . . .
H9A H 0.1826 0.3118 0.5568 0.143 Uiso 1 1 calc R U . . .
H9B H 0.0846 0.3239 0.6522 0.143 Uiso 1 1 calc R U . . .
C10 C 0.2343(9) 0.3778(3) 0.6288(7) 0.120(2) Uani 1 1 d . . . . .
H10A H 0.1467 0.3997 0.6066 0.143 Uiso 1 1 calc R U . . .
H10B H 0.3069 0.3814 0.5752 0.143 Uiso 1 1 calc R U . . .
C11 C 0.3809(8) 0.4525(2) 0.7058(6) 0.0902(19) Uani 1 1 d . . . . .
H11A H 0.3065 0.4768 0.6738 0.135 Uiso 1 1 calc R U . . .
H11B H 0.4583 0.4459 0.6577 0.135 Uiso 1 1 calc R U . . .
H11C H 0.4264 0.4681 0.7696 0.135 Uiso 1 1 calc R U . . .
C13 C 0.2364(10) 0.3878(4) 0.9060(8) 0.129(2) Uani 1 1 d . . . . .
H13A H 0.1485 0.3884 0.9479 0.155 Uiso 1 1 calc R U . . .
H13B H 0.3137 0.4106 0.9410 0.155 Uiso 1 1 calc R U . . .
C12 C 0.1935(10) 0.4102(4) 0.8047(8) 0.129(2) Uani 1 1 d . . . . .
H12A H 0.1770 0.4484 0.8122 0.155 Uiso 1 1 calc R U . . .
H12B H 0.0981 0.3943 0.7776 0.155 Uiso 1 1 calc R U . . .
C14 C 0.3780(11) 0.3144(4) 1.0075(6) 0.120(3) Uani 1 1 d . . . . .
H14A H 0.3116 0.3207 1.0631 0.180 Uiso 1 1 calc R U . . .
H14B H 0.4685 0.3356 1.0196 0.180 Uiso 1 1 calc R U . . .
H14C H 0.4049 0.2771 1.0062 0.180 Uiso 1 1 calc R U . . .
C15 C 0.1654(9) 0.2949(3) 0.8681(8) 0.124(2) Uani 1 1 d . . . . .
H15A H 0.1390 0.2722 0.9261 0.149 Uiso 1 1 calc R U . . .
H15B H 0.0783 0.3175 0.8484 0.149 Uiso 1 1 calc R U . . .
C16 C 0.1986(9) 0.2614(3) 0.7784(7) 0.124(2) Uani 1 1 d . . . . .
H16A H 0.1031 0.2483 0.7451 0.149 Uiso 1 1 calc R U . . .
H16B H 0.2566 0.2305 0.8045 0.149 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 O1 2.083(4) . ?
Co1 N1 2.088(4) . ?
Co1 N4 2.150(4) . ?
Co1 N3 2.160(4) . ?
Co1 N5 2.172(5) . ?
Co1 O4 2.225(4) . ?
S1 O2 1.413(5) . ?
S1 O3 1.425(6) . ?
S1 O1 1.447(4) . ?
S1 C17 1.772(10) . ?
N1 C1 1.347(6) . ?
N1 C5 1.350(6) . ?
C1 C2 1.375(6) . ?
C1 H1A 0.9300 . ?
C18 F4 1.300(9) . ?
C18 F5 1.317(9) . ?
C18 F6 1.326(9) . ?
C18 S2 1.820(8) . ?
C17 F2 1.275(13) . ?
C17 F1 1.315(9) . ?
C17 F3 1.343(12) . ?
S2 O6 1.422(5) . ?
S2 O5 1.427(5) . ?
S2 O4 1.441(4) . ?
N2 C3 1.362(7) . ?
N2 C6 1.457(9) . ?
N2 C7 1.462(9) . ?
C2 C3 1.411(7) . ?
C2 H2A 0.9300 . ?
N3 C8 1.460(6) . ?
N3 C9 1.483(8) . ?
N3 C16 1.498(8) . ?
C3 C4 1.408(7) . ?
N4 C12 1.433(9) . ?
N4 C11 1.475(7) . ?
N4 C10 1.519(9) . ?
C4 C5 1.363(7) . ?
C4 H4A 0.9300 . ?
C5 C8 1.513(6) . ?
N5 C14 1.491(10) . ?
N5 C15 1.503(9) . ?
N5 C13 1.551(10) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.377(11) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C13 C12 1.427(12) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C16 1.459(11) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Co1 N1 101.75(15) . . ?
O1 Co1 N4 98.12(18) . . ?
N1 Co1 N4 158.05(18) . . ?
O1 Co1 N3 171.35(17) . . ?
N1 Co1 N3 79.03(15) . . ?
N4 Co1 N3 82.75(17) . . ?
O1 Co1 N5 90.26(19) . . ?
N1 Co1 N5 106.7(2) . . ?
N4 Co1 N5 82.4(2) . . ?
N3 Co1 N5 81.31(19) . . ?
O1 Co1 O4 87.55(17) . . ?
N1 Co1 O4 86.73(15) . . ?
N4 Co1 O4 84.86(18) . . ?
N3 Co1 O4 101.10(17) . . ?
N5 Co1 O4 166.6(2) . . ?
O2 S1 O3 113.8(4) . . ?
O2 S1 O1 113.9(3) . . ?
O3 S1 O1 116.1(4) . . ?
O2 S1 C17 102.6(4) . . ?
O3 S1 C17 105.6(6) . . ?
O1 S1 C17 102.8(3) . . ?
C1 N1 C5 116.3(4) . . ?
C1 N1 Co1 128.6(3) . . ?
C5 N1 Co1 114.9(3) . . ?
S1 O1 Co1 149.9(3) . . ?
N1 C1 C2 124.4(5) . . ?
N1 C1 H1A 117.8 . . ?
C2 C1 H1A 117.8 . . ?
F4 C18 F5 109.0(8) . . ?
F4 C18 F6 105.5(7) . . ?
F5 C18 F6 106.3(8) . . ?
F4 C18 S2 111.7(7) . . ?
F5 C18 S2 111.9(5) . . ?
F6 C18 S2 112.0(6) . . ?
F2 C17 F1 111.7(11) . . ?
F2 C17 F3 109.6(10) . . ?
F1 C17 F3 102.9(9) . . ?
F2 C17 S1 112.4(8) . . ?
F1 C17 S1 112.6(7) . . ?
F3 C17 S1 107.0(8) . . ?
O6 S2 O5 116.7(4) . . ?
O6 S2 O4 114.9(3) . . ?
O5 S2 O4 112.2(3) . . ?
O6 S2 C18 105.2(4) . . ?
O5 S2 C18 103.2(4) . . ?
O4 S2 C18 102.6(4) . . ?
C3 N2 C6 120.3(6) . . ?
C3 N2 C7 121.5(6) . . ?
C6 N2 C7 117.7(6) . . ?
C1 C2 C3 119.0(5) . . ?
C1 C2 H2A 120.5 . . ?
C3 C2 H2A 120.5 . . ?
C8 N3 C9 114.9(5) . . ?
C8 N3 C16 109.5(5) . . ?
C9 N3 C16 112.1(6) . . ?
C8 N3 Co1 105.6(3) . . ?
C9 N3 Co1 107.8(4) . . ?
C16 N3 Co1 106.3(4) . . ?
N2 C3 C4 121.8(5) . . ?
N2 C3 C2 122.1(5) . . ?
C4 C3 C2 116.1(4) . . ?
S2 O4 Co1 145.4(3) . . ?
C12 N4 C11 110.5(6) . . ?
C12 N4 C10 110.5(6) . . ?
C11 N4 C10 108.7(6) . . ?
C12 N4 Co1 110.9(5) . . ?
C11 N4 Co1 115.7(3) . . ?
C10 N4 Co1 100.1(4) . . ?
C5 C4 C3 120.6(5) . . ?
C5 C4 H4A 119.7 . . ?
C3 C4 H4A 119.7 . . ?
N1 C5 C4 123.3(4) . . ?
N1 C5 C8 114.5(4) . . ?
C4 C5 C8 122.2(4) . . ?
C14 N5 C15 115.4(6) . . ?
C14 N5 C13 111.7(6) . . ?
C15 N5 C13 106.0(6) . . ?
C14 N5 Co1 111.7(5) . . ?
C15 N5 Co1 110.9(4) . . ?
C13 N5 Co1 100.1(4) . . ?
N2 C6 H6A 109.5 . . ?
N2 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N2 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N3 C8 C5 110.3(4) . . ?
N3 C8 H8A 109.6 . . ?
C5 C8 H8A 109.6 . . ?
N3 C8 H8B 109.6 . . ?
C5 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?
C10 C9 N3 114.8(6) . . ?
C10 C9 H9A 108.6 . . ?
N3 C9 H9A 108.6 . . ?
C10 C9 H9B 108.6 . . ?
N3 C9 H9B 108.6 . . ?
H9A C9 H9B 107.6 . . ?
C9 C10 N4 118.7(8) . . ?
C9 C10 H10A 107.6 . . ?
N4 C10 H10A 107.6 . . ?
C9 C10 H10B 107.6 . . ?
N4 C10 H10B 107.6 . . ?
H10A C10 H10B 107.1 . . ?
N4 C11 H11A 109.5 . . ?
N4 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N4 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C12 C13 N5 115.1(7) . . ?
C12 C13 H13A 108.5 . . ?
N5 C13 H13A 108.5 . . ?
C12 C13 H13B 108.5 . . ?
N5 C13 H13B 108.5 . . ?
H13A C13 H13B 107.5 . . ?
C13 C12 N4 112.4(7) . . ?
C13 C12 H12A 109.1 . . ?
N4 C12 H12A 109.1 . . ?
C13 C12 H12B 109.1 . . ?
N4 C12 H12B 109.1 . . ?
H12A C12 H12B 107.9 . . ?
N5 C14 H14A 109.5 . . ?
N5 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N5 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 N5 111.9(6) . . ?
C16 C15 H15A 109.2 . . ?
N5 C15 H15A 109.2 . . ?
C16 C15 H15B 109.2 . . ?
N5 C15 H15B 109.2 . . ?
H15A C15 H15B 107.9 . . ?
C15 C16 N3 114.9(6) . . ?
C15 C16 H16A 108.6 . . ?
N3 C16 H16A 108.6 . . ?
C15 C16 H16B 108.6 . . ?
N3 C16 H16B 108.6 . . ?
H16A C16 H16B 107.5 . . ?

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
O2 S1 O1 Co1 -77.8(7) . . . . ?
O3 S1 O1 Co1 57.2(7) . . . . ?
C17 S1 O1 Co1 171.9(7) . . . . ?
C5 N1 C1 C2 -2.5(7) . . . . ?
Co1 N1 C1 C2 173.7(4) . . . . ?
O2 S1 C17 F2 -61.6(10) . . . . ?
O3 S1 C17 F2 179.0(9) . . . . ?
O1 S1 C17 F2 56.8(10) . . . . ?
O2 S1 C17 F1 65.6(10) . . . . ?
O3 S1 C17 F1 -53.8(10) . . . . ?
O1 S1 C17 F1 -176.0(8) . . . . ?
O2 S1 C17 F3 178.0(8) . . . . ?
O3 S1 C17 F3 58.6(9) . . . . ?
O1 S1 C17 F3 -63.6(9) . . . . ?
F4 C18 S2 O6 60.9(8) . . . . ?
F5 C18 S2 O6 -176.6(6) . . . . ?
F6 C18 S2 O6 -57.3(8) . . . . ?
F4 C18 S2 O5 -61.9(8) . . . . ?
F5 C18 S2 O5 60.6(7) . . . . ?
F6 C18 S2 O5 179.9(6) . . . . ?
F4 C18 S2 O4 -178.7(7) . . . . ?
F5 C18 S2 O4 -56.1(7) . . . . ?
F6 C18 S2 O4 63.2(7) . . . . ?
N1 C1 C2 C3 -1.7(8) . . . . ?
C6 N2 C3 C4 -10.8(10) . . . . ?
C7 N2 C3 C4 176.8(8) . . . . ?
C6 N2 C3 C2 168.9(7) . . . . ?
C7 N2 C3 C2 -3.5(11) . . . . ?
C1 C2 C3 N2 -176.1(6) . . . . ?
C1 C2 C3 C4 3.6(8) . . . . ?
O6 S2 O4 Co1 -59.4(6) . . . . ?
O5 S2 O4 Co1 76.9(6) . . . . ?
C18 S2 O4 Co1 -173.0(5) . . . . ?
N2 C3 C4 C5 178.3(6) . . . . ?
C2 C3 C4 C5 -1.5(8) . . . . ?
C1 N1 C5 C4 4.9(7) . . . . ?
Co1 N1 C5 C4 -171.8(4) . . . . ?
C1 N1 C5 C8 -174.1(4) . . . . ?
Co1 N1 C5 C8 9.2(5) . . . . ?
C3 C4 C5 N1 -2.9(8) . . . . ?
C3 C4 C5 C8 176.0(5) . . . . ?
C9 N3 C8 C5 160.8(5) . . . . ?
C16 N3 C8 C5 -71.9(6) . . . . ?
Co1 N3 C8 C5 42.2(5) . . . . ?
N1 C5 C8 N3 -35.8(6) . . . . ?
C4 C5 C8 N3 145.2(5) . . . . ?
C8 N3 C9 C10 -112.1(9) . . . . ?
C16 N3 C9 C10 122.0(9) . . . . ?
Co1 N3 C9 C10 5.3(10) . . . . ?
N3 C9 C10 N4 -35.8(13) . . . . ?
C12 N4 C10 C9 -72.5(10) . . . . ?
C11 N4 C10 C9 166.2(8) . . . . ?
Co1 N4 C10 C9 44.5(9) . . . . ?
C14 N5 C13 C12 165.0(8) . . . . ?
C15 N5 C13 C12 -68.6(9) . . . . ?
Co1 N5 C13 C12 46.7(9) . . . . ?
N5 C13 C12 N4 -46.8(12) . . . . ?
C11 N4 C12 C13 -110.4(9) . . . . ?
C10 N4 C12 C13 129.3(8) . . . . ?
Co1 N4 C12 C13 19.3(10) . . . . ?
C14 N5 C15 C16 -109.0(9) . . . . ?
C13 N5 C15 C16 126.9(8) . . . . ?
Co1 N5 C15 C16 19.2(9) . . . . ?
N5 C15 C16 N3 -41.3(12) . . . . ?
C8 N3 C16 C15 154.8(7) . . . . ?
C9 N3 C16 C15 -76.4(10) . . . . ?
Co1 N3 C16 C15 41.1(9) . . . . ?

_refine_diff_density_max         1.005
_refine_diff_density_min         -0.656
_refine_diff_density_rms         0.087

_shelxl_version_number           2013-3

####################################################################### 
# 
# 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 
# 
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# Please retain this information to preserve the provenance of 
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data_mo_Co_DMM_0m
_database_code_depnum_ccdc_archive 'CCDC 1578288'
_audit_update_record             
;
2017-10-05 deposited with the CCDC.
2018-02-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H30 Co F6 N4 O7 S2'
_chemical_formula_weight         663.52
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
_space_group_IT_number           14
_symmetry_space_group_name_H-M   P2(1)/c
_space_group_name_Hall           '-P 2ybc'

_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, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.9921(9)
_cell_length_b                   15.4423(14)
_cell_length_c                   15.8756(13)
_cell_angle_alpha                90
_cell_angle_beta                 108.403(2)
_cell_angle_gamma                90
_cell_volume                     2789.6(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9911
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      30.49

_exptl_crystal_description       plate
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.580
_exptl_crystal_F_000             1364
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.850
_shelx_estimated_absorpt_T_min   0.727
_shelx_estimated_absorpt_T_max   0.920
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.733
_exptl_absorpt_correction_T_max  0.920
_exptl_absorpt_process_details   
; 
 SADABS Version 2008/1 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Microfocus source E025 IuS'
_diffrn_source_type              'Bruker APEX DUO'
_diffrn_source_power             50
_diffrn_source_current           0.6
_diffrn_source_size              '0.2 mm x 0.2 mm fine focus'
_diffrn_radiation_monochromator  'Quazar MX Multilayer Optics'
_diffrn_detector_type            '4K CCD area detector APEX II'
_diffrn_measurement_device_type  'APEX DUO Kappa 4-axis goniometer'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            29373
_diffrn_reflns_av_unetI/netI     0.0365
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.790
_diffrn_reflns_theta_max         30.537
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             8352
_reflns_number_gt                6962
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2 v2014.9-0'
_computing_cell_refinement       'Bruker APEX2 v2014.9-0'
_computing_data_reduction        'Bruker SAINT V7.60A'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0399P)²+2.0329P] 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         8352
_refine_ls_number_parameters     357
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0353
_refine_ls_wR_factor_ref         0.0933
_refine_ls_wR_factor_gt          0.0873
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_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_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 0.19338(2) 0.35093(2) 0.34833(2) 0.01018(6) Uani 1 1 d . . . . .
N1 N 0.08322(12) 0.30622(9) 0.42112(8) 0.0117(2) Uani 1 1 d . . . . .
N2 N 0.23026(12) 0.21414(9) 0.34458(8) 0.0139(3) Uani 1 1 d . . . . .
N3 N 0.32811(12) 0.34352(9) 0.47447(8) 0.0136(3) Uani 1 1 d . . . . .
N4 N 0.02615(12) 0.37404(9) 0.25913(8) 0.0121(2) Uani 1 1 d . . . . .
O1 O -0.30219(10) 0.46560(8) 0.11382(8) 0.0201(2) Uani 1 1 d . . . . .
O2 O 0.19010(11) 0.49113(8) 0.37926(8) 0.0195(2) Uani 1 1 d . . . . .
O3 O 0.07056(13) 0.58978(10) 0.26773(9) 0.0325(3) Uani 1 1 d . . . . .
O4 O 0.03257(14) 0.57158(10) 0.40804(11) 0.0332(3) Uani 1 1 d . . . . .
O5 O 0.29579(13) 0.38673(10) 0.27161(9) 0.0289(3) Uani 1 1 d . . . . .
O6 O 0.45417(14) 0.34828(11) 0.21678(12) 0.0387(4) Uani 1 1 d . . . . .
O7 O 0.26241(14) 0.38657(10) 0.11456(8) 0.0323(3) Uani 1 1 d . . . . .
S1 S 0.11518(4) 0.56734(3) 0.35961(3) 0.01615(9) Uani 1 1 d . . . . .
S2 S 0.34688(4) 0.39496(3) 0.20169(3) 0.01642(9) Uani 1 1 d . . . . .
C1 C 0.04958(14) 0.21711(11) 0.38821(10) 0.0153(3) Uani 1 1 d . . . . .
H1A H -0.0069 0.2199 0.3274 0.018 Uiso 1 1 calc R U . . .
H1B H 0.0101 0.1882 0.4267 0.018 Uiso 1 1 calc R U . . .
C2 C 0.15583(15) 0.16405(10) 0.38715(10) 0.0157(3) Uani 1 1 d . . . . .
H2A H 0.2028 0.1488 0.4487 0.019 Uiso 1 1 calc R U . . .
H2B H 0.1294 0.1096 0.3539 0.019 Uiso 1 1 calc R U . . .
C3 C 0.35640(14) 0.20927(11) 0.39733(11) 0.0172(3) Uani 1 1 d . . . . .
H3A H 0.4040 0.2372 0.3641 0.021 Uiso 1 1 calc R U . . .
H3B H 0.3806 0.1478 0.4071 0.021 Uiso 1 1 calc R U . . .
C4 C 0.37913(15) 0.25428(11) 0.48664(10) 0.0170(3) Uani 1 1 d . . . . .
H4A H 0.3436 0.2200 0.5243 0.020 Uiso 1 1 calc R U . . .
H4B H 0.4649 0.2577 0.5172 0.020 Uiso 1 1 calc R U . . .
C5 C 0.26190(15) 0.36256(11) 0.53746(10) 0.0166(3) Uani 1 1 d . . . . .
H5A H 0.2406 0.4247 0.5334 0.020 Uiso 1 1 calc R U . . .
H5B H 0.3131 0.3509 0.5988 0.020 Uiso 1 1 calc R U . . .
C6 C 0.15005(15) 0.30803(11) 0.51814(10) 0.0155(3) Uani 1 1 d . . . . .
H6A H 0.1713 0.2481 0.5394 0.019 Uiso 1 1 calc R U . . .
H6B H 0.0994 0.3323 0.5510 0.019 Uiso 1 1 calc R U . . .
C7 C -0.02170(14) 0.36233(11) 0.39645(10) 0.0145(3) Uani 1 1 d . . . . .
H7A H -0.0044 0.4164 0.4316 0.017 Uiso 1 1 calc R U . . .
H7B H -0.0872 0.3324 0.4098 0.017 Uiso 1 1 calc R U . . .
C8 C -0.05743(14) 0.38383(10) 0.29797(10) 0.0126(3) Uani 1 1 d . . . . .
C9 C -0.16978(14) 0.41493(11) 0.25244(10) 0.0146(3) Uani 1 1 d . . . . .
C10 C -0.19376(14) 0.43255(10) 0.16213(10) 0.0146(3) Uani 1 1 d . . . . .
C11 C -0.10919(15) 0.42083(10) 0.12004(10) 0.0150(3) Uani 1 1 d . . . . .
C12 C 0.00048(14) 0.39270(11) 0.17220(10) 0.0140(3) Uani 1 1 d . . . . .
H12 H 0.0605 0.3863 0.1454 0.017 Uiso 1 1 calc R U . . .
C13 C -0.25904(15) 0.43040(13) 0.29932(12) 0.0219(4) Uani 1 1 d . . . . .
H13A H -0.2917 0.3749 0.3101 0.033 Uiso 1 1 calc R U . . .
H13B H -0.3224 0.4671 0.2623 0.033 Uiso 1 1 calc R U . . .
H13C H -0.2213 0.4594 0.3561 0.033 Uiso 1 1 calc R U . . .
C14 C -0.13430(16) 0.43757(12) 0.02222(10) 0.0202(3) Uani 1 1 d . . . . .
H14A H -0.1877 0.3929 -0.0120 0.030 Uiso 1 1 calc R U . . .
H14B H -0.0606 0.4360 0.0079 0.030 Uiso 1 1 calc R U . . .
H14C H -0.1709 0.4946 0.0072 0.030 Uiso 1 1 calc R U . . .
C15 C -0.38760(16) 0.39950(13) 0.07612(13) 0.0252(4) Uani 1 1 d . . . . .
H15A H -0.3601 0.3634 0.0359 0.038 Uiso 1 1 calc R U . . .
H15B H -0.4626 0.4266 0.0431 0.038 Uiso 1 1 calc R U . . .
H15C H -0.3984 0.3634 0.1237 0.038 Uiso 1 1 calc R U . . .
C16 C 0.21139(17) 0.18170(12) 0.25353(11) 0.0215(3) Uani 1 1 d . . . . .
H16A H 0.2375 0.1213 0.2561 0.032 Uiso 1 1 calc R U . . .
H16B H 0.2566 0.2171 0.2246 0.032 Uiso 1 1 calc R U . . .
H16C H 0.1276 0.1852 0.2196 0.032 Uiso 1 1 calc R U . . .
C17 C 0.42289(15) 0.40819(12) 0.48571(11) 0.0199(3) Uani 1 1 d . . . . .
H17A H 0.3885 0.4662 0.4735 0.030 Uiso 1 1 calc R U . . .
H17B H 0.4665 0.3953 0.4444 0.030 Uiso 1 1 calc R U . . .
H17C H 0.4765 0.4059 0.5468 0.030 Uiso 1 1 calc R U . . .
C18 C 0.21931(19) 0.65355(13) 0.40903(15) 0.0299(4) Uani 1 1 d . . . . .
C19 C 0.38829(18) 0.50901(13) 0.20932(12) 0.0251(4) Uani 1 1 d . . . . .
F1 F 0.30084(13) 0.66237(10) 0.36986(11) 0.0475(4) Uani 1 1 d . . . . .
F2 F 0.16363(14) 0.72879(9) 0.40392(15) 0.0673(6) Uani 1 1 d . . . . .
F3 F 0.27520(14) 0.63819(10) 0.49476(9) 0.0484(4) Uani 1 1 d . . . . .
F4 F 0.43922(14) 0.52895(10) 0.14858(10) 0.0468(4) Uani 1 1 d . . . . .
F5 F 0.29566(12) 0.56002(8) 0.19653(9) 0.0378(3) Uani 1 1 d . . . . .
F6 F 0.46514(13) 0.52721(10) 0.28842(9) 0.0455(4) 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 O5 2.0596(13) . ?
Co1 N4 2.0883(13) . ?
Co1 N1 2.1263(13) . ?
Co1 N3 2.1427(13) . ?
Co1 N2 2.1628(14) . ?
Co1 O2 2.2230(12) . ?
N1 C7 1.475(2) . ?
N1 C1 1.482(2) . ?
N1 C6 1.4953(19) . ?
N2 C16 1.478(2) . ?
N2 C3 1.482(2) . ?
N2 C2 1.494(2) . ?
N3 C17 1.481(2) . ?
N3 C5 1.489(2) . ?
N3 C4 1.495(2) . ?
N4 C8 1.341(2) . ?
N4 C12 1.3470(19) . ?
O1 C10 1.3820(19) . ?
O1 C15 1.436(2) . ?
O2 S1 1.4536(12) . ?
O3 S1 1.4288(13) . ?
O4 S1 1.4345(14) . ?
O5 S2 1.4328(13) . ?
O6 S2 1.4275(15) . ?
O7 S2 1.4394(14) . ?
S1 C18 1.824(2) . ?
S2 C19 1.823(2) . ?
C1 C2 1.520(2) . ?
C3 C4 1.524(2) . ?
C5 C6 1.531(2) . ?
C7 C8 1.522(2) . ?
C8 C9 1.398(2) . ?
C9 C10 1.397(2) . ?
C9 C13 1.503(2) . ?
C10 C11 1.391(2) . ?
C11 C12 1.384(2) . ?
C11 C14 1.508(2) . ?
C18 F1 1.321(3) . ?
C18 F2 1.330(2) . ?
C18 F3 1.335(3) . ?
C19 F5 1.324(2) . ?
C19 F4 1.330(2) . ?
C19 F6 1.332(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O5 Co1 N4 100.22(6) . . ?
O5 Co1 N1 175.82(6) . . ?
N4 Co1 N1 78.21(5) . . ?
O5 Co1 N3 98.77(6) . . ?
N4 Co1 N3 157.25(5) . . ?
N1 Co1 N3 83.64(5) . . ?
O5 Co1 N2 94.62(6) . . ?
N4 Co1 N2 108.01(5) . . ?
N1 Co1 N2 82.26(5) . . ?
N3 Co1 N2 82.71(5) . . ?
O5 Co1 O2 85.68(6) . . ?
N4 Co1 O2 84.44(5) . . ?
N1 Co1 O2 97.98(5) . . ?
N3 Co1 O2 84.62(5) . . ?
N2 Co1 O2 167.23(5) . . ?
C7 N1 C1 109.72(12) . . ?
C7 N1 C6 113.41(12) . . ?
C1 N1 C6 112.23(12) . . ?
C7 N1 Co1 106.80(9) . . ?
C1 N1 Co1 104.86(9) . . ?
C6 N1 Co1 109.32(10) . . ?
C16 N2 C3 110.45(13) . . ?
C16 N2 C2 109.75(13) . . ?
C3 N2 C2 111.54(12) . . ?
C16 N2 Co1 112.86(11) . . ?
C3 N2 Co1 102.43(10) . . ?
C2 N2 Co1 109.67(10) . . ?
C17 N3 C5 109.73(13) . . ?
C17 N3 C4 109.79(13) . . ?
C5 N3 C4 112.23(13) . . ?
C17 N3 Co1 113.59(10) . . ?
C5 N3 Co1 102.27(9) . . ?
C4 N3 Co1 109.09(9) . . ?
C8 N4 C12 119.00(14) . . ?
C8 N4 Co1 113.87(10) . . ?
C12 N4 Co1 126.24(11) . . ?
C10 O1 C15 113.03(13) . . ?
S1 O2 Co1 142.56(8) . . ?
S2 O5 Co1 164.28(10) . . ?
O3 S1 O4 115.90(10) . . ?
O3 S1 O2 114.98(8) . . ?
O4 S1 O2 114.00(9) . . ?
O3 S1 C18 104.30(10) . . ?
O4 S1 C18 103.35(10) . . ?
O2 S1 C18 101.88(8) . . ?
O6 S2 O5 114.10(10) . . ?
O6 S2 O7 116.07(10) . . ?
O5 S2 O7 113.15(9) . . ?
O6 S2 C19 105.34(10) . . ?
O5 S2 C19 102.02(9) . . ?
O7 S2 C19 104.19(9) . . ?
N1 C1 C2 111.64(13) . . ?
N2 C2 C1 110.40(13) . . ?
N2 C3 C4 110.70(13) . . ?
N3 C4 C3 110.75(13) . . ?
N3 C5 C6 112.09(13) . . ?
N1 C6 C5 111.56(12) . . ?
N1 C7 C8 109.93(12) . . ?
N4 C8 C9 122.65(14) . . ?
N4 C8 C7 116.04(13) . . ?
C9 C8 C7 121.27(14) . . ?
C10 C9 C8 116.74(14) . . ?
C10 C9 C13 121.94(14) . . ?
C8 C9 C13 121.30(14) . . ?
O1 C10 C11 118.83(14) . . ?
O1 C10 C9 119.62(14) . . ?
C11 C10 C9 121.50(14) . . ?
C12 C11 C10 116.90(14) . . ?
C12 C11 C14 120.85(15) . . ?
C10 C11 C14 122.24(15) . . ?
N4 C12 C11 123.13(15) . . ?
F1 C18 F2 108.25(19) . . ?
F1 C18 F3 106.87(18) . . ?
F2 C18 F3 107.36(19) . . ?
F1 C18 S1 112.37(15) . . ?
F2 C18 S1 110.43(15) . . ?
F3 C18 S1 111.34(15) . . ?
F5 C19 F4 107.82(17) . . ?
F5 C19 F6 108.43(16) . . ?
F4 C19 F6 107.17(17) . . ?
F5 C19 S2 111.52(14) . . ?
F4 C19 S2 110.68(14) . . ?
F6 C19 S2 111.06(14) . . ?

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
Co1 O2 S1 O3 -57.31(16) . . . . ?
Co1 O2 S1 O4 79.97(15) . . . . ?
Co1 O2 S1 C18 -169.42(13) . . . . ?
Co1 O5 S2 O6 -100.8(4) . . . . ?
Co1 O5 S2 O7 34.9(4) . . . . ?
Co1 O5 S2 C19 146.2(4) . . . . ?
C7 N1 C1 C2 163.11(12) . . . . ?
C6 N1 C1 C2 -69.84(16) . . . . ?
Co1 N1 C1 C2 48.73(13) . . . . ?
C16 N2 C2 C1 -103.49(15) . . . . ?
C3 N2 C2 C1 133.78(14) . . . . ?
Co1 N2 C2 C1 21.02(14) . . . . ?
N1 C1 C2 N2 -47.84(16) . . . . ?
C16 N2 C3 C4 171.92(14) . . . . ?
C2 N2 C3 C4 -65.75(17) . . . . ?
Co1 N2 C3 C4 51.48(14) . . . . ?
C17 N3 C4 C3 -103.45(15) . . . . ?
C5 N3 C4 C3 134.23(14) . . . . ?
Co1 N3 C4 C3 21.63(16) . . . . ?
N2 C3 C4 N3 -51.20(18) . . . . ?
C17 N3 C5 C6 170.01(13) . . . . ?
C4 N3 C5 C6 -67.64(16) . . . . ?
Co1 N3 C5 C6 49.14(14) . . . . ?
C7 N1 C6 C5 -103.83(15) . . . . ?
C1 N1 C6 C5 131.13(14) . . . . ?
Co1 N1 C6 C5 15.22(15) . . . . ?
N3 C5 C6 N1 -45.17(18) . . . . ?
C1 N1 C7 C8 -74.82(15) . . . . ?
C6 N1 C7 C8 158.80(13) . . . . ?
Co1 N1 C7 C8 38.32(14) . . . . ?
C12 N4 C8 C9 -1.7(2) . . . . ?
Co1 N4 C8 C9 168.17(12) . . . . ?
C12 N4 C8 C7 -179.44(14) . . . . ?
Co1 N4 C8 C7 -9.52(18) . . . . ?
N1 C7 C8 N4 -20.24(19) . . . . ?
N1 C7 C8 C9 162.03(14) . . . . ?
N4 C8 C9 C10 2.5(2) . . . . ?
C7 C8 C9 C10 -179.90(15) . . . . ?
N4 C8 C9 C13 -176.13(16) . . . . ?
C7 C8 C9 C13 1.5(2) . . . . ?
C15 O1 C10 C11 93.62(18) . . . . ?
C15 O1 C10 C9 -88.88(19) . . . . ?
C8 C9 C10 O1 -178.31(14) . . . . ?
C13 C9 C10 O1 0.3(2) . . . . ?
C8 C9 C10 C11 -0.9(2) . . . . ?
C13 C9 C10 C11 177.75(16) . . . . ?
O1 C10 C11 C12 176.09(14) . . . . ?
C9 C10 C11 C12 -1.4(2) . . . . ?
O1 C10 C11 C14 -4.0(2) . . . . ?
C9 C10 C11 C14 178.58(16) . . . . ?
C8 N4 C12 C11 -0.8(2) . . . . ?
Co1 N4 C12 C11 -169.31(12) . . . . ?
C10 C11 C12 N4 2.3(2) . . . . ?
C14 C11 C12 N4 -177.68(15) . . . . ?
O3 S1 C18 F1 -55.67(17) . . . . ?
O4 S1 C18 F1 -177.26(15) . . . . ?
O2 S1 C18 F1 64.25(16) . . . . ?
O3 S1 C18 F2 65.31(19) . . . . ?
O4 S1 C18 F2 -56.28(19) . . . . ?
O2 S1 C18 F2 -174.77(17) . . . . ?
O3 S1 C18 F3 -175.52(15) . . . . ?
O4 S1 C18 F3 62.89(17) . . . . ?
O2 S1 C18 F3 -55.60(16) . . . . ?
O6 S2 C19 F5 -179.94(13) . . . . ?
O5 S2 C19 F5 -60.50(15) . . . . ?
O7 S2 C19 F5 57.43(15) . . . . ?
O6 S2 C19 F4 60.04(17) . . . . ?
O5 S2 C19 F4 179.47(14) . . . . ?
O7 S2 C19 F4 -62.60(17) . . . . ?
O6 S2 C19 F6 -58.87(17) . . . . ?
O5 S2 C19 F6 60.56(16) . . . . ?
O7 S2 C19 F6 178.49(14) . . . . ?

_refine_diff_density_max         1.509
_refine_diff_density_min         -0.603
_refine_diff_density_rms         0.073
_shelxl_version_number           2014-3
