# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_steele3_Compound_3
_database_code_depnum_ccdc_archive 'CCDC 1407676'
# publcif _publ_body_element loop end

_audit_update_record             
;
2017-10-12 deposited with the CCDC.
2018-09-27 downloaded from the CCDC.
;


_diffrn_radiation_monochromator  Montel
_audit_creation_date             2014-07-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.06.27 svn.r2953 for OlexSys, GUI svn.r4855)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 Co F24 O4, C4 H12 N'
_chemical_formula_sum            'C16 H12 Co F24 N O4'
_chemical_formula_weight         797.20
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   17.2160(8)
_cell_length_b                   20.2934(9)
_cell_length_c                   7.1911(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2512.4(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9838
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      66.497
_cell_measurement_theta_min      4.353
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    7.354
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.4680
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.108
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1560
_exptl_crystal_size_max          0.118
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.046
_exptl_special_details           ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0572
_diffrn_reflns_av_unetI/netI     0.0371
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            14534
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        66.629
_diffrn_reflns_theta_max         66.629
_diffrn_reflns_theta_min         4.357
_diffrn_ambient_temperature      100.01
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type  'Bruker Proteum-R'
_diffrn_measurement_method       'ω & φ scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'rotating anode'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2058
_reflns_number_total             2229
_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.

 CheckCIF Alerts and Discussion:

 PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low .. 0.970 Note  
 PLAT088_ALERT_3_C Poor Data / Parameter Ratio .. 9.74 Note  

 Discussion:

 The crystal decomposed during data collection, and although a decay correction
 was applied in SADABS, only the first 15 of 27 runs had acceptable Rint values
 (below 0.10).  The exclusion of the later runs led to a slightly low
 completeness to theta full and a slightly low data to parameter ratio.

;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT (Bruker, 2008)'
_computing_data_collection       'APEX2 (Bruker, 2008)'
_computing_data_reduction        'SAINT (Bruker, 2008)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2008)'
_refine_diff_density_max         0.692
_refine_diff_density_min         -0.454
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         2229
_refine_ls_number_restraints     220
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0408
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0650P)²+2.1450P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1061
_refine_ls_wR_factor_ref         0.1091
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N1-C2N = N1-C1N = N1-C3N = N1-C4N
 1.48 with sigma of 0.02
 C3N-C2N
 2.42 with sigma of 0.04
 C4N-C2N
 2.42 with sigma of 0.04
 C1N-C2N
 2.42 with sigma of 0.04
 C1N-C4N
 2.42 with sigma of 0.04
 C1N-C3N
 2.42 with sigma of 0.04
 C4N-C3N
 2.42 with sigma of 0.04
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Fixed Sof: N1(0.5) C2N(0.5) H2NA(0.5) H2NB(0.5) H2NC(0.5) C1N(0.5) H1NA(0.5)
 H1NB(0.5) H1NC(0.5) C3N(0.5) H3NA(0.5) H3NB(0.5) H3NC(0.5) C4N(0.5) H4NA(0.5)
 H4NB(0.5) H4NC(0.5)
5.a Idealised Me refined as rotating group:
 C2N(H2NA,H2NB,H2NC), C1N(H1NA,H1NB,H1NC), C3N(H3NA,H3NB,H3NC), C4N(H4NA,H4NB,
 H4NC)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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 0.62051(3) 0.2500 0.30552(8) 0.0177(2) Uani 1 2 d S T P . .
F5 F 0.58420(10) 0.34996(8) 0.6196(2) 0.0310(4) Uani 1 1 d . . . . .
F3 F 0.55554(10) 0.48641(8) 0.1785(2) 0.0296(4) Uani 1 1 d . . . . .
F11 F 0.65939(10) 0.33033(8) -0.0284(2) 0.0323(4) Uani 1 1 d . . . . .
F1 F 0.53843(10) 0.40599(8) -0.0112(2) 0.0325(4) Uani 1 1 d . . . . .
F2 F 0.45535(9) 0.42444(8) 0.2016(2) 0.0329(4) Uani 1 1 d . . . . .
F4 F 0.47232(9) 0.37626(9) 0.5172(3) 0.0366(5) Uani 1 1 d . . . . .
F9 F 0.68867(11) 0.48945(8) 0.3455(3) 0.0400(5) Uani 1 1 d . . . . .
F7 F 0.70765(10) 0.42107(9) 0.5696(3) 0.0370(5) Uani 1 1 d . . . . .
F6 F 0.55838(10) 0.45180(8) 0.5536(2) 0.0335(4) Uani 1 1 d . . . . .
F12 F 0.68769(11) 0.43400(9) -0.0073(3) 0.0408(5) Uani 1 1 d . . . . .
F10 F 0.77156(10) 0.35975(9) 0.0641(3) 0.0410(5) Uani 1 1 d . . . . .
F8 F 0.78939(10) 0.42723(9) 0.3482(3) 0.0424(5) Uani 1 1 d . . . . .
O1 O 0.55079(10) 0.31354(8) 0.2528(3) 0.0213(4) Uani 1 1 d . . . . .
O2 O 0.69044(10) 0.31394(9) 0.3505(3) 0.0202(4) Uani 1 1 d . . . . .
C3 C 0.53139(17) 0.42466(13) 0.1654(4) 0.0242(6) Uani 1 1 d . . . . .
C2 C 0.54788(17) 0.38996(14) 0.5001(4) 0.0260(6) Uani 1 1 d . . . . .
C1 C 0.57587(16) 0.37661(13) 0.2969(4) 0.0200(6) Uani 1 1 d . . . . .
C4 C 0.66826(16) 0.37472(13) 0.2798(4) 0.0221(6) Uani 1 1 d . . . . .
C6 C 0.69670(17) 0.37558(14) 0.0728(4) 0.0295(7) Uani 1 1 d . . . . .
C5 C 0.71365(17) 0.42957(14) 0.3879(5) 0.0302(7) Uani 1 1 d . . . . .
N1 N 0.38439(19) 0.2525(13) 0.9196(5) 0.0259(12) Uani 0.5 1 d D . . A -1
C2N C 0.3784(3) 0.2445(19) 1.1261(7) 0.030(3) Uani 0.5 1 d D . . A -1
H2NA H 0.3239 0.2483 1.1640 0.045 Uiso 0.5 1 calc GR . . A -1
H2NB H 0.4089 0.2789 1.1877 0.045 Uiso 0.5 1 calc GR . . A -1
H2NC H 0.3984 0.2011 1.1619 0.045 Uiso 0.5 1 calc GR . . A -1
C1N C 0.4676(2) 0.248(3) 0.8617(7) 0.0276(18) Uani 0.5 1 d D . . A -1
H1NA H 0.4956 0.2872 0.9048 0.041 Uiso 0.5 1 calc GR . . A -1
H1NB H 0.4707 0.2453 0.7258 0.041 Uiso 0.5 1 calc GR . . A -1
H1NC H 0.4911 0.2085 0.9165 0.041 Uiso 0.5 1 calc GR . . A -1
C3N C 0.3405(11) 0.1978(8) 0.830(3) 0.039(3) Uani 0.5 1 d D . . A -1
H3NA H 0.2855 0.2011 0.8637 0.058 Uiso 0.5 1 calc GR . . A -1
H3NB H 0.3612 0.1555 0.8727 0.058 Uiso 0.5 1 calc GR . . A -1
H3NC H 0.3459 0.2009 0.6946 0.058 Uiso 0.5 1 calc GR . . A -1
C4N C 0.3519(11) 0.3166(8) 0.860(3) 0.036(3) Uani 0.5 1 d D . . A -1
H4NA H 0.2964 0.3181 0.8900 0.054 Uiso 0.5 1 calc GR . . A -1
H4NB H 0.3590 0.3218 0.7258 0.054 Uiso 0.5 1 calc GR . . A -1
H4NC H 0.3788 0.3523 0.9254 0.054 Uiso 0.5 1 calc GR . . A -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O1 1.8020(17) . ?
Co1 O1 1.8020(17) 7_565 ?
Co1 O2 1.7995(18) . ?
Co1 O2 1.7995(18) 7_565 ?
F5 C2 1.337(3) . ?
F3 C3 1.324(3) . ?
F11 C6 1.336(4) . ?
F1 C3 1.331(3) . ?
F2 C3 1.335(3) . ?
F4 C2 1.336(3) . ?
F9 C5 1.324(3) . ?
F7 C5 1.322(4) . ?
F6 C2 1.325(3) . ?
F12 C6 1.327(3) . ?
F10 C6 1.330(3) . ?
F8 C5 1.336(4) . ?
O1 C1 1.388(3) . ?
O2 C4 1.388(3) . ?
C3 C1 1.559(4) . ?
C2 C1 1.563(4) . ?
C1 C4 1.596(4) . ?
C4 C6 1.567(4) . ?
C4 C5 1.567(4) . ?
N1 C2N 1.498(8) . ?
N1 C1N 1.495(6) . ?
N1 C3N 1.490(13) . ?
N1 C4N 1.478(16) . ?

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 O1 91.37(11) 7_565 . ?
O2 Co1 O1 178.19(9) 7_565 . ?
O2 Co1 O1 88.14(8) 7_565 7_565 ?
O2 Co1 O1 178.20(9) . 7_565 ?
O2 Co1 O1 88.14(8) . . ?
O2 Co1 O2 92.30(11) 7_565 . ?
C1 O1 Co1 113.86(15) . . ?
C4 O2 Co1 113.01(15) . . ?
F3 C3 F1 108.0(2) . . ?
F3 C3 F2 107.3(2) . . ?
F3 C3 C1 113.2(2) . . ?
F1 C3 F2 105.9(2) . . ?
F1 C3 C1 110.9(2) . . ?
F2 C3 C1 111.2(2) . . ?
F5 C2 C1 110.6(2) . . ?
F4 C2 F5 105.7(2) . . ?
F4 C2 C1 110.5(2) . . ?
F6 C2 F5 109.0(2) . . ?
F6 C2 F4 107.7(2) . . ?
F6 C2 C1 113.2(2) . . ?
O1 C1 C3 106.6(2) . . ?
O1 C1 C2 106.1(2) . . ?
O1 C1 C4 105.68(19) . . ?
C3 C1 C2 107.9(2) . . ?
C3 C1 C4 117.2(2) . . ?
C2 C1 C4 112.6(2) . . ?
O2 C4 C1 105.51(19) . . ?
O2 C4 C6 105.8(2) . . ?
O2 C4 C5 108.2(2) . . ?
C6 C4 C1 112.6(2) . . ?
C5 C4 C1 116.2(2) . . ?
C5 C4 C6 107.9(2) . . ?
F11 C6 C4 111.1(2) . . ?
F12 C6 F11 108.7(3) . . ?
F12 C6 F10 108.0(2) . . ?
F12 C6 C4 112.7(2) . . ?
F10 C6 F11 105.9(2) . . ?
F10 C6 C4 110.2(2) . . ?
F9 C5 F8 107.5(2) . . ?
F9 C5 C4 112.1(2) . . ?
F7 C5 F9 108.8(3) . . ?
F7 C5 F8 106.4(2) . . ?
F7 C5 C4 111.0(2) . . ?
F8 C5 C4 110.8(2) . . ?
C1N N1 C2N 109.6(5) . . ?
C3N N1 C2N 108.2(16) . . ?
C3N N1 C1N 108.7(18) . . ?
C4N N1 C2N 110.8(17) . . ?
C4N N1 C1N 110(2) . . ?
C4N N1 C3N 109.8(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Co1 O1 C1 C3 153.86(17) . . . . ?
Co1 O1 C1 C2 -91.3(2) . . . . ?
Co1 O1 C1 C4 28.4(2) . . . . ?
Co1 O2 C4 C1 33.4(2) . . . . ?
Co1 O2 C4 C6 -86.1(2) . . . . ?
Co1 O2 C4 C5 158.45(18) . . . . ?
F5 C2 C1 O1 66.1(3) . . . . ?
F5 C2 C1 C3 180.0(2) . . . . ?
F5 C2 C1 C4 -49.1(3) . . . . ?
F3 C3 C1 O1 -173.3(2) . . . . ?
F3 C3 C1 C2 73.0(3) . . . . ?
F3 C3 C1 C4 -55.3(3) . . . . ?
F1 C3 C1 O1 -51.8(3) . . . . ?
F1 C3 C1 C2 -165.4(2) . . . . ?
F1 C3 C1 C4 66.3(3) . . . . ?
F2 C3 C1 O1 65.8(3) . . . . ?
F2 C3 C1 C2 -47.9(3) . . . . ?
F2 C3 C1 C4 -176.2(2) . . . . ?
F4 C2 C1 O1 -50.6(3) . . . . ?
F4 C2 C1 C3 63.3(3) . . . . ?
F4 C2 C1 C4 -165.7(2) . . . . ?
F6 C2 C1 O1 -171.4(2) . . . . ?
F6 C2 C1 C3 -57.5(3) . . . . ?
F6 C2 C1 C4 73.4(3) . . . . ?
O1 Co1 O1 C1 172.18(13) 7_565 . . . ?
O1 Co1 O2 C4 -16.12(18) . . . . ?
O1 C1 C4 O2 -38.8(3) . . . . ?
O1 C1 C4 C6 76.1(3) . . . . ?
O1 C1 C4 C5 -158.7(2) . . . . ?
O2 Co1 O1 C1 -9.55(18) . . . . ?
O2 Co1 O2 C4 162.12(14) 7_565 . . . ?
O2 C4 C6 F11 65.2(3) . . . . ?
O2 C4 C6 F12 -172.5(2) . . . . ?
O2 C4 C6 F10 -51.8(3) . . . . ?
O2 C4 C5 F9 -172.0(2) . . . . ?
O2 C4 C5 F7 -50.1(3) . . . . ?
O2 C4 C5 F8 68.0(3) . . . . ?
C3 C1 C4 O2 -157.4(2) . . . . ?
C3 C1 C4 C6 -42.5(3) . . . . ?
C3 C1 C4 C5 82.7(3) . . . . ?
C2 C1 C4 O2 76.6(2) . . . . ?
C2 C1 C4 C6 -168.5(2) . . . . ?
C2 C1 C4 C5 -43.3(3) . . . . ?
C1 C4 C6 F11 -49.6(3) . . . . ?
C1 C4 C6 F12 72.7(3) . . . . ?
C1 C4 C6 F10 -166.6(2) . . . . ?
C1 C4 C5 F9 -53.5(3) . . . . ?
C1 C4 C5 F7 68.3(3) . . . . ?
C1 C4 C5 F8 -173.6(2) . . . . ?
C6 C4 C5 F9 74.0(3) . . . . ?
C6 C4 C5 F7 -164.1(2) . . . . ?
C6 C4 C5 F8 -46.1(3) . . . . ?
C5 C4 C6 F11 -179.2(2) . . . . ?
C5 C4 C6 F12 -56.9(3) . . . . ?
C5 C4 C6 F10 63.8(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'


_chemical_properties_physical    
Air-sensitive,Moisture-sensitive,Light-sensitive
_exptl_crystal_preparation       'Magnetic properties'
####################################################################### 
# 
# 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_lhd301m_Compound_2
_database_code_depnum_ccdc_archive 'CCDC 1407677'
_audit_update_record             
;
2017-10-12 deposited with the CCDC.
2018-09-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H30 Co F24 N2 O9'
_chemical_formula_weight         957.39

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   18.9087(17)
_cell_length_b                   9.8278(8)
_cell_length_c                   18.7047(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.009(2)
_cell_angle_gamma                90.00
_cell_volume                     3475.9(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    90(2)
_cell_measurement_reflns_used    8139
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      25.25

_exptl_crystal_description       block
_exptl_crystal_colour            purple
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.829
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1916
_exptl_absorpt_coefficient_mu    0.670
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8503
_exptl_absorpt_correction_T_max  0.9061
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      90(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20027
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_av_sigmaI/netI    0.0376
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.53
_diffrn_reflns_theta_max         25.37
_reflns_number_total             6349
_reflns_number_gt                5641
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0458P)²+0.2216P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6349
_refine_ls_number_parameters     532
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0329
_refine_ls_wR_factor_ref         0.0789
_refine_ls_wR_factor_gt          0.0752
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.022
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.24998(2) 0.73329(3) 0.636597(19) 0.01528(9) Uani 1 1 d . . .
F1 F 0.41997(9) 0.32793(18) 0.71161(10) 0.0287(4) Uani 1 1 d . . .
F2 F 0.34007(12) 0.31828(19) 0.63013(11) 0.0445(6) Uani 1 1 d . . .
F3 F 0.31067(10) 0.3088(2) 0.74064(13) 0.0440(6) Uani 1 1 d . . .
F4 F 0.35191(13) 0.7204(2) 0.76611(13) 0.0502(7) Uani 1 1 d . . .
F5 F 0.31437(15) 0.5361(3) 0.81786(12) 0.0652(8) Uani 1 1 d . . .
F6 F 0.42391(13) 0.5608(2) 0.79338(14) 0.0637(8) Uani 1 1 d . . .
F7 F 0.44212(9) 1.09389(18) 0.60099(10) 0.0298(4) Uani 1 1 d . . .
F8 F 0.46706(9) 0.89137(18) 0.63710(11) 0.0310(4) Uani 1 1 d . . .
F9 F 0.38281(10) 1.00448(19) 0.68770(9) 0.0305(4) Uani 1 1 d . . .
F10 F 0.44679(9) 0.82848(18) 0.49395(10) 0.0292(4) Uani 1 1 d . . .
F11 F 0.40384(11) 1.02464(18) 0.46636(10) 0.0338(5) Uani 1 1 d . . .
F12 F 0.34093(10) 0.84463(18) 0.45419(10) 0.0310(5) Uani 1 1 d . . .
F13 F 0.18186(10) 1.15056(19) 0.73921(12) 0.0399(5) Uani 1 1 d . . .
F14 F 0.16580(11) 1.15517(18) 0.62594(12) 0.0410(5) Uani 1 1 d . . .
F15 F 0.07636(10) 1.14460(19) 0.69722(13) 0.0402(5) Uani 1 1 d . . .
F16 F 0.16217(13) 0.9118(3) 0.80827(11) 0.0526(6) Uani 1 1 d . . .
F17 F 0.12884(12) 0.74127(19) 0.74636(12) 0.0423(6) Uani 1 1 d . . .
F18 F 0.05601(11) 0.9039(2) 0.76951(12) 0.0503(6) Uani 1 1 d . . .
F19 F 0.19680(10) 0.62014(19) 0.45211(10) 0.0356(5) Uani 1 1 d . . .
F20 F 0.08422(11) 0.64239(18) 0.46469(11) 0.0370(5) Uani 1 1 d . . .
F21 F 0.12978(11) 0.44375(19) 0.44810(11) 0.0404(5) Uani 1 1 d . . .
F22 F 0.09650(11) 0.4716(2) 0.66974(11) 0.0405(5) Uani 1 1 d . . .
F23 F 0.02822(10) 0.5812(2) 0.59832(13) 0.0426(5) Uani 1 1 d . . .
F24 F 0.06059(10) 0.37573(19) 0.57270(12) 0.0389(5) Uani 1 1 d . . .
O1 O 0.27973(10) 0.55708(18) 0.67490(11) 0.0171(4) Uani 1 1 d . . .
O2 O 0.34069(10) 0.7910(2) 0.59595(11) 0.0189(5) Uani 1 1 d . . .
O3 O 0.21682(10) 0.9114(2) 0.66980(11) 0.0180(4) Uani 1 1 d . . .
O4 O 0.16366(10) 0.67579(19) 0.58930(11) 0.0189(4) Uani 1 1 d . . .
O5 O 0.40025(12) 0.5706(2) 0.64786(13) 0.0289(5) Uani 1 1 d D . .
H5 H 0.3901(18) 0.647(2) 0.6279(17) 0.035 Uiso 1 1 d D . .
O6 O 0.30226(11) 1.0094(2) 0.56800(12) 0.0225(5) Uani 1 1 d D . .
H6A H 0.2728(14) 0.991(3) 0.6008(13) 0.027 Uiso 1 1 d D . .
O7 O 0.10067(11) 0.9060(2) 0.62831(12) 0.0226(5) Uani 1 1 d D . .
H7 H 0.1119(17) 0.8280(17) 0.6134(17) 0.027 Uiso 1 1 d D . .
O8 O 0.20312(11) 0.4538(2) 0.57009(12) 0.0224(5) Uani 1 1 d D . .
H8 H 0.2246(15) 0.462(3) 0.6094(10) 0.027 Uiso 1 1 d D . .
O9 O 0.26116(14) 1.2400(2) 0.48411(13) 0.0357(6) Uani 1 1 d D . .
H9WB H 0.2844(18) 1.184(3) 0.5126(16) 0.043 Uiso 1 1 d D . .
H9WA H 0.2407(18) 1.292(3) 0.5166(14) 0.043 Uiso 1 1 d D . .
N1 N -0.11661(14) 0.9649(3) 0.59591(15) 0.0266(6) Uani 1 1 d . . .
N2 N 0.61128(15) 0.5329(3) 0.60571(15) 0.0285(6) Uani 1 1 d . . .
C1 C 0.34613(16) 0.5250(3) 0.69388(16) 0.0182(6) Uani 1 1 d . . .
C2 C 0.35480(17) 0.3690(3) 0.69445(18) 0.0238(7) Uani 1 1 d . . .
C3 C 0.3602(2) 0.5850(4) 0.7690(2) 0.0368(9) Uani 1 1 d . . .
C4 C 0.35826(15) 0.9179(3) 0.57356(16) 0.0168(6) Uani 1 1 d . . .
C5 C 0.41374(16) 0.9782(3) 0.62427(16) 0.0214(7) Uani 1 1 d . . .
C6 C 0.38770(17) 0.9059(3) 0.49644(17) 0.0237(7) Uani 1 1 d . . .
C7 C 0.14833(15) 0.9440(3) 0.68185(16) 0.0192(7) Uani 1 1 d . . .
C8 C 0.14265(17) 1.0992(3) 0.68614(19) 0.0264(8) Uani 1 1 d . . .
C9 C 0.12351(18) 0.8765(4) 0.75264(18) 0.0292(8) Uani 1 1 d . . .
C10 C 0.14907(16) 0.5509(3) 0.56303(17) 0.0208(7) Uani 1 1 d . . .
C11 C 0.13914(18) 0.5632(3) 0.48145(19) 0.0280(8) Uani 1 1 d . . .
C12 C 0.08284(17) 0.4941(3) 0.6011(2) 0.0293(8) Uani 1 1 d . . .
C13 C -0.1767(2) 1.0524(4) 0.5719(3) 0.0506(11) Uani 1 1 d . . .
H13A H -0.1924 1.1098 0.6117 0.076 Uiso 1 1 calc R . .
H13B H -0.2160 0.9946 0.5561 0.076 Uiso 1 1 calc R . .
H13C H -0.1612 1.1101 0.5322 0.076 Uiso 1 1 calc R . .
C14 C -0.0909(2) 0.8863(4) 0.5321(2) 0.0471(10) Uani 1 1 d . . .
H14A H -0.1292 0.8285 0.5140 0.071 Uiso 1 1 calc R . .
H14B H -0.0507 0.8293 0.5460 0.071 Uiso 1 1 calc R . .
H14C H -0.0761 0.9499 0.4946 0.071 Uiso 1 1 calc R . .
C15 C -0.05793(19) 1.0516(4) 0.6231(2) 0.0455(11) Uani 1 1 d . . .
H15A H -0.0169 0.9943 0.6342 0.068 Uiso 1 1 calc R . .
H15B H -0.0733 1.0989 0.6665 0.068 Uiso 1 1 calc R . .
H15C H -0.0449 1.1186 0.5866 0.068 Uiso 1 1 calc R . .
C16 C -0.1387(3) 0.8687(5) 0.6523(2) 0.0699(15) Uani 1 1 d . . .
H16A H -0.1557 0.9197 0.6939 0.105 Uiso 1 1 calc R . .
H16B H -0.0983 0.8122 0.6663 0.105 Uiso 1 1 calc R . .
H16C H -0.1767 0.8105 0.6341 0.105 Uiso 1 1 calc R . .
C17 C 0.61938(18) 0.5046(4) 0.52759(17) 0.0313(8) Uani 1 1 d . . .
H17A H 0.5733 0.5126 0.5040 0.047 Uiso 1 1 calc R . .
H17B H 0.6378 0.4122 0.5209 0.047 Uiso 1 1 calc R . .
H17C H 0.6524 0.5703 0.5066 0.047 Uiso 1 1 calc R . .
C18 C 0.68023(18) 0.5163(4) 0.6416(2) 0.0362(8) Uani 1 1 d . . .
H18A H 0.6752 0.5380 0.6925 0.054 Uiso 1 1 calc R . .
H18B H 0.7149 0.5779 0.6199 0.054 Uiso 1 1 calc R . .
H18C H 0.6964 0.4221 0.6363 0.054 Uiso 1 1 calc R . .
C19 C 0.55911(18) 0.4327(3) 0.63747(19) 0.0335(8) Uani 1 1 d . . .
H19A H 0.5126 0.4458 0.6153 0.050 Uiso 1 1 calc R . .
H19B H 0.5555 0.4479 0.6891 0.050 Uiso 1 1 calc R . .
H19C H 0.5755 0.3397 0.6285 0.050 Uiso 1 1 calc R . .
C20 C 0.5840(2) 0.6730(3) 0.6160(2) 0.0449(10) Uani 1 1 d . . .
H20A H 0.5398 0.6841 0.5892 0.067 Uiso 1 1 calc R . .
H20B H 0.6190 0.7387 0.5988 0.067 Uiso 1 1 calc R . .
H20C H 0.5750 0.6887 0.6670 0.067 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O4 1.941(2) . ?
Co1 O1 1.9567(18) . ?
Co1 O3 1.961(2) . ?
Co1 O2 1.960(2) . ?
F1 C2 1.336(4) . ?
F2 C2 1.332(4) . ?
F3 C2 1.339(4) . ?
F4 C3 1.341(4) . ?
F5 C3 1.348(5) . ?
F6 C3 1.309(4) . ?
F7 C5 1.330(3) . ?
F8 C5 1.343(3) . ?
F9 C5 1.348(3) . ?
F10 C6 1.352(4) . ?
F11 C6 1.331(3) . ?
F12 C6 1.330(4) . ?
F13 C8 1.338(4) . ?
F14 C8 1.327(4) . ?
F15 C8 1.347(4) . ?
F16 C9 1.318(4) . ?
F17 C9 1.338(4) . ?
F18 C9 1.342(4) . ?
F19 C11 1.343(4) . ?
F20 C11 1.335(4) . ?
F21 C11 1.341(4) . ?
F22 C12 1.328(4) . ?
F23 C12 1.342(4) . ?
F24 C12 1.347(4) . ?
O1 C1 1.342(4) . ?
O2 C4 1.357(3) . ?
O3 C7 1.353(4) . ?
O4 C10 1.350(3) . ?
O5 C1 1.410(4) . ?
O5 H5 0.862(10) . ?
O6 C4 1.393(3) . ?
O6 H6A 0.849(10) . ?
O7 C7 1.398(4) . ?
O7 H7 0.843(10) . ?
O8 C10 1.405(3) . ?
O8 H8 0.843(10) . ?
O9 H9WB 0.886(5) . ?
O9 H9WA 0.882(5) . ?
N1 C16 1.476(5) . ?
N1 C15 1.489(4) . ?
N1 C13 1.494(4) . ?
N1 C14 1.503(4) . ?
N2 C18 1.476(4) . ?
N2 C20 1.483(4) . ?
N2 C17 1.495(4) . ?
N2 C19 1.515(4) . ?
C1 C2 1.542(4) . ?
C1 C3 1.547(5) . ?
C4 C5 1.533(4) . ?
C4 C6 1.551(4) . ?
C7 C8 1.531(4) . ?
C7 C9 1.554(4) . ?
C10 C11 1.542(5) . ?
C10 C12 1.545(4) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

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 O1 98.68(8) . . ?
O4 Co1 O3 97.78(8) . . ?
O1 Co1 O3 140.02(8) . . ?
O4 Co1 O2 130.05(8) . . ?
O1 Co1 O2 98.42(8) . . ?
O3 Co1 O2 98.32(8) . . ?
C1 O1 Co1 125.00(17) . . ?
C4 O2 Co1 126.85(18) . . ?
C7 O3 Co1 124.79(19) . . ?
C10 O4 Co1 127.04(18) . . ?
C1 O5 H5 112(2) . . ?
C4 O6 H6A 108(2) . . ?
C7 O7 H7 109(2) . . ?
C10 O8 H8 112(2) . . ?
H9WB O9 H9WA 99(3) . . ?
C16 N1 C15 109.4(3) . . ?
C16 N1 C13 111.6(3) . . ?
C15 N1 C13 109.9(3) . . ?
C16 N1 C14 109.3(3) . . ?
C15 N1 C14 109.0(3) . . ?
C13 N1 C14 107.6(3) . . ?
C18 N2 C20 110.5(3) . . ?
C18 N2 C17 109.5(3) . . ?
C20 N2 C17 109.6(3) . . ?
C18 N2 C19 109.0(3) . . ?
C20 N2 C19 109.0(3) . . ?
C17 N2 C19 109.2(3) . . ?
O1 C1 O5 116.3(2) . . ?
O1 C1 C2 109.6(2) . . ?
O5 C1 C2 104.0(2) . . ?
O1 C1 C3 108.2(3) . . ?
O5 C1 C3 108.0(3) . . ?
C2 C1 C3 110.8(3) . . ?
F2 C2 F1 107.3(3) . . ?
F2 C2 F3 106.7(3) . . ?
F1 C2 F3 106.6(2) . . ?
F2 C2 C1 110.1(2) . . ?
F1 C2 C1 113.6(3) . . ?
F3 C2 C1 112.2(3) . . ?
F6 C3 F4 107.6(3) . . ?
F6 C3 F5 106.9(3) . . ?
F4 C3 F5 107.8(3) . . ?
F6 C3 C1 113.9(3) . . ?
F4 C3 C1 108.7(3) . . ?
F5 C3 C1 111.7(3) . . ?
O2 C4 O6 115.5(2) . . ?
O2 C4 C5 109.4(2) . . ?
O6 C4 C5 108.4(2) . . ?
O2 C4 C6 107.7(2) . . ?
O6 C4 C6 104.6(2) . . ?
C5 C4 C6 111.1(2) . . ?
F7 C5 F8 107.4(2) . . ?
F7 C5 F9 107.4(2) . . ?
F8 C5 F9 106.9(2) . . ?
F7 C5 C4 113.8(3) . . ?
F8 C5 C4 112.2(2) . . ?
F9 C5 C4 108.8(2) . . ?
F12 C6 F11 107.4(2) . . ?
F12 C6 F10 105.9(2) . . ?
F11 C6 F10 106.8(2) . . ?
F12 C6 C4 110.4(2) . . ?
F11 C6 C4 114.1(2) . . ?
F10 C6 C4 111.8(3) . . ?
O3 C7 O7 115.7(2) . . ?
O3 C7 C8 108.2(2) . . ?
O7 C7 C8 105.0(2) . . ?
O3 C7 C9 109.3(2) . . ?
O7 C7 C9 107.6(2) . . ?
C8 C7 C9 111.1(3) . . ?
F14 C8 F13 106.9(3) . . ?
F14 C8 F15 107.5(3) . . ?
F13 C8 F15 106.1(3) . . ?
F14 C8 C7 110.2(3) . . ?
F13 C8 C7 112.1(3) . . ?
F15 C8 C7 113.8(3) . . ?
F16 C9 F17 106.8(3) . . ?
F16 C9 F18 106.8(3) . . ?
F17 C9 F18 106.9(3) . . ?
F16 C9 C7 113.1(3) . . ?
F17 C9 C7 109.1(3) . . ?
F18 C9 C7 113.7(3) . . ?
O4 C10 O8 115.8(2) . . ?
O4 C10 C11 108.3(2) . . ?
O8 C10 C11 103.6(2) . . ?
O4 C10 C12 109.0(3) . . ?
O8 C10 C12 107.5(2) . . ?
C11 C10 C12 112.7(3) . . ?
F20 C11 F21 107.4(3) . . ?
F20 C11 F19 107.0(2) . . ?
F21 C11 F19 106.4(3) . . ?
F20 C11 C10 111.9(3) . . ?
F21 C11 C10 114.1(3) . . ?
F19 C11 C10 109.8(3) . . ?
F22 C12 F23 107.0(3) . . ?
F22 C12 F24 107.3(3) . . ?
F23 C12 F24 107.2(3) . . ?
F22 C12 C10 110.4(3) . . ?
F23 C12 C10 112.1(3) . . ?
F24 C12 C10 112.6(3) . . ?
N1 C13 H13A 109.5 . . ?
N1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N1 C14 H14A 109.5 . . ?
N1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N1 C15 H15A 109.5 . . ?
N1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N1 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N1 C16 H16A 109.5 . . ?
N1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N2 C17 H17A 109.5 . . ?
N2 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N2 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 H18A 109.5 . . ?
N2 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
N2 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N2 C19 H19A 109.5 . . ?
N2 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N2 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N2 C20 H20A 109.5 . . ?
N2 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N2 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

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
O4 Co1 O1 C1 158.3(2) . . . . ?
O3 Co1 O1 C1 -88.4(3) . . . . ?
O2 Co1 O1 C1 25.4(2) . . . . ?
O4 Co1 O2 C4 85.0(2) . . . . ?
O1 Co1 O2 C4 -166.1(2) . . . . ?
O3 Co1 O2 C4 -22.5(2) . . . . ?
O4 Co1 O3 C7 25.0(2) . . . . ?
O1 Co1 O3 C7 -88.5(3) . . . . ?
O2 Co1 O3 C7 157.6(2) . . . . ?
O1 Co1 O4 C10 -27.0(2) . . . . ?
O3 Co1 O4 C10 -170.4(2) . . . . ?
O2 Co1 O4 C10 81.8(3) . . . . ?
Co1 O1 C1 O5 -41.5(3) . . . . ?
Co1 O1 C1 C2 -159.09(19) . . . . ?
Co1 O1 C1 C3 80.1(3) . . . . ?
O1 C1 C2 F2 58.6(3) . . . . ?
O5 C1 C2 F2 -66.4(3) . . . . ?
C3 C1 C2 F2 177.8(3) . . . . ?
O1 C1 C2 F1 178.9(2) . . . . ?
O5 C1 C2 F1 53.9(3) . . . . ?
C3 C1 C2 F1 -61.9(4) . . . . ?
O1 C1 C2 F3 -60.1(3) . . . . ?
O5 C1 C2 F3 174.9(2) . . . . ?
C3 C1 C2 F3 59.1(4) . . . . ?
O1 C1 C3 F6 -179.7(3) . . . . ?
O5 C1 C3 F6 -53.1(4) . . . . ?
C2 C1 C3 F6 60.2(4) . . . . ?
O1 C1 C3 F4 -59.7(4) . . . . ?
O5 C1 C3 F4 66.9(3) . . . . ?
C2 C1 C3 F4 -179.8(3) . . . . ?
O1 C1 C3 F5 59.1(3) . . . . ?
O5 C1 C3 F5 -174.3(3) . . . . ?
C2 C1 C3 F5 -61.0(4) . . . . ?
Co1 O2 C4 O6 -11.6(4) . . . . ?
Co1 O2 C4 C5 111.1(2) . . . . ?
Co1 O2 C4 C6 -128.1(2) . . . . ?
O2 C4 C5 F7 170.5(2) . . . . ?
O6 C4 C5 F7 -62.8(3) . . . . ?
C6 C4 C5 F7 51.7(3) . . . . ?
O2 C4 C5 F8 48.3(3) . . . . ?
O6 C4 C5 F8 175.0(2) . . . . ?
C6 C4 C5 F8 -70.5(3) . . . . ?
O2 C4 C5 F9 -69.8(3) . . . . ?
O6 C4 C5 F9 57.0(3) . . . . ?
C6 C4 C5 F9 171.4(2) . . . . ?
O2 C4 C6 F12 55.8(3) . . . . ?
O6 C4 C6 F12 -67.6(3) . . . . ?
C5 C4 C6 F12 175.6(2) . . . . ?
O2 C4 C6 F11 176.8(2) . . . . ?
O6 C4 C6 F11 53.4(3) . . . . ?
C5 C4 C6 F11 -63.4(3) . . . . ?
O2 C4 C6 F10 -61.8(3) . . . . ?
O6 C4 C6 F10 174.7(2) . . . . ?
C5 C4 C6 F10 57.9(3) . . . . ?
Co1 O3 C7 O7 -46.7(3) . . . . ?
Co1 O3 C7 C8 -164.13(19) . . . . ?
Co1 O3 C7 C9 74.8(3) . . . . ?
O3 C7 C8 F14 58.5(3) . . . . ?
O7 C7 C8 F14 -65.7(3) . . . . ?
C9 C7 C8 F14 178.4(3) . . . . ?
O3 C7 C8 F13 -60.4(3) . . . . ?
O7 C7 C8 F13 175.4(2) . . . . ?
C9 C7 C8 F13 59.5(3) . . . . ?
O3 C7 C8 F15 179.2(3) . . . . ?
O7 C7 C8 F15 55.1(4) . . . . ?
C9 C7 C8 F15 -60.8(4) . . . . ?
O3 C7 C9 F16 57.5(4) . . . . ?
O7 C7 C9 F16 -176.1(3) . . . . ?
C8 C7 C9 F16 -61.8(4) . . . . ?
O3 C7 C9 F17 -61.2(3) . . . . ?
O7 C7 C9 F17 65.2(3) . . . . ?
C8 C7 C9 F17 179.5(3) . . . . ?
O3 C7 C9 F18 179.6(3) . . . . ?
O7 C7 C9 F18 -54.1(3) . . . . ?
C8 C7 C9 F18 60.3(4) . . . . ?
Co1 O4 C10 O8 -1.0(4) . . . . ?
Co1 O4 C10 C11 -116.8(2) . . . . ?
Co1 O4 C10 C12 120.3(2) . . . . ?
O4 C10 C11 F20 -62.8(3) . . . . ?
O8 C10 C11 F20 173.8(2) . . . . ?
C12 C10 C11 F20 57.9(3) . . . . ?
O4 C10 C11 F21 175.1(3) . . . . ?
O8 C10 C11 F21 51.6(3) . . . . ?
C12 C10 C11 F21 -64.2(4) . . . . ?
O4 C10 C11 F19 55.8(3) . . . . ?
O8 C10 C11 F19 -67.6(3) . . . . ?
C12 C10 C11 F19 176.5(2) . . . . ?
O4 C10 C12 F22 -66.5(3) . . . . ?
O8 C10 C12 F22 59.8(3) . . . . ?
C11 C10 C12 F22 173.2(3) . . . . ?
O4 C10 C12 F23 52.7(4) . . . . ?
O8 C10 C12 F23 179.0(3) . . . . ?
C11 C10 C12 F23 -67.6(3) . . . . ?
O4 C10 C12 F24 173.6(2) . . . . ?
O8 C10 C12 F24 -60.1(3) . . . . ?
C11 C10 C12 F24 53.3(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H5 O2 0.862(10) 1.796(15) 2.627(3) 161(3) .
O5 H5 F8 0.862(10) 2.81(3) 3.403(3) 127(3) .
O6 H6A O3 0.849(10) 1.842(13) 2.677(3) 167(3) .
O6 H6A F14 0.849(10) 2.63(3) 3.144(3) 120(3) .
O7 H7 O4 0.843(10) 1.844(14) 2.659(3) 162(3) .
O7 H7 F23 0.843(10) 2.91(3) 3.519(3) 131(3) .
O8 H8 O1 0.843(10) 1.863(18) 2.640(3) 153(3) .
O8 H8 F2 0.843(10) 2.63(3) 3.121(3) 119(3) .
O9 H9WB F2 0.886(5) 2.77(4) 3.206(3) 112(3) 1_565
O9 H9WB F11 0.886(5) 2.88(3) 3.445(3) 123(3) .
O9 H9WB O6 0.886(5) 2.029(16) 2.863(3) 157(3) .
O9 H9WA O8 0.882(5) 2.010(12) 2.865(3) 163(3) 1_565
O9 H9WA F14 0.882(5) 2.83(3) 3.314(3) 116(3) .

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.517
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.062
_exptl_crystal_preparation       'Magnetic properties'
