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

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

data_Complex_3
_database_code_depnum_ccdc_archive 'CCDC 1050084'
_audit_update_record             
;
2015-08-19 deposited with the CCDC.
2015-09-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27.50 H37 Cl Co F5 N3'
_chemical_formula_weight         598.98

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'
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'
Cl Cl 0.1484 0.1585 '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/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                   9.994(3)
_cell_length_b                   14.749(4)
_cell_length_c                   20.746(6)
_cell_angle_alpha                90
_cell_angle_beta                 93.793(6)
_cell_angle_gamma                90
_cell_volume                     3051.4(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    846
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      20.21

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_F_000             1248
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.700
_shelx_estimated_absorpt_T_min   0.767
_shelx_estimated_absorpt_T_max   0.873
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.418166
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'BRUKER SMART CCD DIFFRACTOMETER'
_diffrn_measurement_method       'OMEGA SCAN'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20371
_diffrn_reflns_av_unetI/netI     0.1518
_diffrn_reflns_av_R_equivalents  0.1011
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.695
_diffrn_reflns_theta_max         28.151
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7409
_reflns_number_gt                2573
_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 CCD DIFFRACTOMETER'
_computing_cell_refinement       'BRUKER SMART CCD DIFFRACTOMETER'
_computing_data_reduction        'BRUKER SMART CCD DIFFRACTOMETER'
_computing_structure_solution    ?
_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)+(0.1231P)²+0.9875P] 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         7409
_refine_ls_number_parameters     326
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.2203
_refine_ls_R_factor_gt           0.0760
_refine_ls_wR_factor_ref         0.2751
_refine_ls_wR_factor_gt          0.1887
_refine_ls_goodness_of_fit_ref   0.966
_refine_ls_restrained_S_all      0.966
_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 0.80737(8) 0.81336(5) 0.68757(5) 0.0617(3) Uani 1 1 d . . . . .
Cl1 Cl 0.9039(2) 0.91749(13) 0.75509(11) 0.0967(7) Uani 1 1 d . . . . .
N1 N 0.6125(4) 0.8297(3) 0.6681(2) 0.0485(11) Uani 1 1 d . . . . .
N2 N 0.9332(5) 0.7812(4) 0.6126(4) 0.0840(18) Uani 1 1 d D . . . .
N3 N 0.8720(6) 0.6851(4) 0.7303(3) 0.0883(19) Uani 1 1 d D . . . .
C1 C 0.5231(5) 0.7618(3) 0.6923(3) 0.0486(14) Uani 1 1 d . . . . .
C2 C 0.4739(5) 0.6930(4) 0.6502(3) 0.0506(14) Uani 1 1 d . . . . .
C3 C 0.3960(6) 0.6243(4) 0.6756(3) 0.0618(17) Uani 1 1 d . . . . .
H3 H 0.3635 0.5776 0.6489 0.074 Uiso 1 1 calc R U . . .
C4 C 0.3669(7) 0.6250(4) 0.7391(4) 0.075(2) Uani 1 1 d . . . . .
H4 H 0.3150 0.5789 0.7551 0.089 Uiso 1 1 calc R U . . .
C5 C 0.4137(7) 0.6928(5) 0.7787(3) 0.0740(19) Uani 1 1 d . . . . .
H5 H 0.3943 0.6917 0.8220 0.089 Uiso 1 1 calc R U . . .
C6 C 0.4909(6) 0.7647(4) 0.7560(3) 0.0624(16) Uani 1 1 d . . . . .
C7 C 0.5269(10) 0.8465(5) 0.7998(4) 0.095(3) Uani 1 1 d . . . . .
H7 H 0.5778 0.8895 0.7750 0.114 Uiso 1 1 calc R U . . .
C8 C 0.3985(12) 0.8950(6) 0.8192(5) 0.158(5) Uani 1 1 d . . . . .
H8A H 0.3441 0.9110 0.7810 0.237 Uiso 1 1 calc R U . . .
H8B H 0.4226 0.9488 0.8432 0.237 Uiso 1 1 calc R U . . .
H8C H 0.3489 0.8552 0.8454 0.237 Uiso 1 1 calc R U . . .
C9 C 0.6134(12) 0.8210(8) 0.8602(5) 0.153(4) Uani 1 1 d . . . . .
H9A H 0.6328 0.8743 0.8857 0.230 Uiso 1 1 calc R U . . .
H9B H 0.6957 0.7944 0.8480 0.230 Uiso 1 1 calc R U . . .
H9C H 0.5662 0.7781 0.8851 0.230 Uiso 1 1 calc R U . . .
C10 C 0.4952(6) 0.6930(4) 0.5788(3) 0.0572(15) Uani 1 1 d . . . . .
H10 H 0.5623 0.7396 0.5713 0.069 Uiso 1 1 calc R U . . .
C11 C 0.5493(8) 0.6031(5) 0.5549(4) 0.083(2) Uani 1 1 d . . . . .
H11A H 0.5608 0.6070 0.5094 0.125 Uiso 1 1 calc R U . . .
H11B H 0.4870 0.5554 0.5628 0.125 Uiso 1 1 calc R U . . .
H11C H 0.6341 0.5902 0.5775 0.125 Uiso 1 1 calc R U . . .
C12 C 0.3669(7) 0.7183(5) 0.5380(3) 0.079(2) Uani 1 1 d . . . . .
H12A H 0.3844 0.7175 0.4930 0.119 Uiso 1 1 calc R U . . .
H12B H 0.3384 0.7778 0.5497 0.119 Uiso 1 1 calc R U . . .
H12C H 0.2976 0.6752 0.5457 0.119 Uiso 1 1 calc R U . . .
C13 C 0.5586(5) 0.9046(3) 0.6381(3) 0.0470(13) Uani 1 1 d . . . . .
C14 C 0.6404(6) 0.9675(4) 0.6093(3) 0.0559(15) Uani 1 1 d . . . . .
C15 C 0.5995(7) 1.0428(4) 0.5766(3) 0.0698(18) Uani 1 1 d . . . . .
C16 C 0.4641(8) 1.0636(4) 0.5707(3) 0.0721(19) Uani 1 1 d . . . . .
C17 C 0.3782(6) 1.0067(4) 0.5983(3) 0.0676(18) Uani 1 1 d . . . . .
C18 C 0.4234(6) 0.9306(4) 0.6308(3) 0.0600(16) Uani 1 1 d . . . . .
C19 C 1.0330(7) 0.8545(7) 0.6019(5) 0.136(4) Uani 1 1 d . . . . .
H19A H 1.0815 0.8689 0.6421 0.204 Uiso 1 1 calc R U . . .
H19B H 0.9869 0.9075 0.5853 0.204 Uiso 1 1 calc R U . . .
H19C H 1.0945 0.8340 0.5714 0.204 Uiso 1 1 calc R U . . .
C20 C 0.8629(8) 0.7619(6) 0.5510(4) 0.113(3) Uani 1 1 d . . . . .
H20A H 0.7980 0.7150 0.5563 0.170 Uiso 1 1 calc R U . . .
H20B H 0.9259 0.7422 0.5209 0.170 Uiso 1 1 calc R U . . .
H20C H 0.8182 0.8157 0.5349 0.170 Uiso 1 1 calc R U . . .
C21A C 0.974(3) 0.6821(13) 0.6267(10) 0.106(4) Uiso 0.374(11) 1 d D . P A 1
H21A H 0.9020 0.6422 0.6106 0.127 Uiso 0.374(11) 1 calc R U P A 1
H21B H 1.0531 0.6676 0.6042 0.127 Uiso 0.374(11) 1 calc R U P A 1
C22B C 0.9419(15) 0.6406(8) 0.6721(7) 0.092(4) Uiso 0.626(11) 1 d D . P A 2
H22A H 0.9983 0.5906 0.6877 0.110 Uiso 0.626(11) 1 calc R U P A 2
H22B H 0.8744 0.6170 0.6407 0.110 Uiso 0.626(11) 1 calc R U P A 2
C23A C 0.778(6) 0.609(3) 0.721(3) 0.100(9) Uani 0.374(11) 1 d D . P A 1
H23A H 0.7556 0.6000 0.6762 0.151 Uiso 0.374(11) 1 calc R U P A 1
H23B H 0.6978 0.6225 0.7428 0.151 Uiso 0.374(11) 1 calc R U P A 1
H23C H 0.8185 0.5551 0.7397 0.151 Uiso 0.374(11) 1 calc R U P A 1
C24A C 0.903(3) 0.696(2) 0.7999(8) 0.118(6) Uani 0.374(11) 1 d D . P A 1
H24A H 0.9646 0.7458 0.8072 0.177 Uiso 0.374(11) 1 calc R U P A 1
H24B H 0.9426 0.6417 0.8174 0.177 Uiso 0.374(11) 1 calc R U P A 1
H24C H 0.8218 0.7091 0.8206 0.177 Uiso 0.374(11) 1 calc R U P A 1
C25 C 0.8699(9) 0.5014(7) 0.4802(5) 0.059(3) Uiso 0.5 1 d G . P B -1
H25 H 0.7772 0.4950 0.4775 0.071 Uiso 0.5 1 calc R U P B -1
C26 C 0.9465(12) 0.4633(7) 0.5316(4) 0.086(4) Uiso 0.5 1 d DG . P B -1
C27 C 1.0852(11) 0.4729(9) 0.5355(5) 0.116(6) Uiso 0.5 1 d G . P B -1
H27 H 1.1365 0.4475 0.5699 0.139 Uiso 0.5 1 calc R U P B -1
C29 C 1.1472(9) 0.5206(9) 0.4880(7) 0.106(6) Uiso 0.5 1 d G . P B -1
H29 H 1.2400 0.5270 0.4906 0.127 Uiso 0.5 1 calc R U P B -1
C28 C 1.0706(14) 0.5587(8) 0.4365(5) 0.124(7) Uiso 0.5 1 d G . P B -1
H28 H 1.1121 0.5906 0.4047 0.149 Uiso 0.5 1 calc R U P B -1
C30 C 0.9320(14) 0.5491(7) 0.4326(4) 0.095(5) Uiso 0.5 1 d G . P B -1
H30 H 0.8807 0.5745 0.3982 0.114 Uiso 0.5 1 calc R U P B -1
C31 C 0.874(3) 0.4123(17) 0.5813(11) 0.186(11) Uiso 0.5 1 d D . P B -1
H31A H 0.9383 0.3896 0.6140 0.279 Uiso 0.5 1 calc R U P B -1
H31B H 0.8262 0.3625 0.5611 0.279 Uiso 0.5 1 calc R U P B -1
H31C H 0.8127 0.4522 0.6007 0.279 Uiso 0.5 1 calc R U P B -1
F1 F 0.7752(3) 0.9505(2) 0.6125(2) 0.0818(12) Uani 1 1 d . . . . .
F2 F 0.6887(5) 1.0978(3) 0.5508(2) 0.1081(15) Uani 1 1 d . . . . .
F3 F 0.4207(5) 1.1375(3) 0.5369(2) 0.1106(15) Uani 1 1 d . . . . .
F4 F 0.2470(4) 1.0250(3) 0.5928(2) 0.1087(15) Uani 1 1 d . . . . .
F5 F 0.3282(3) 0.8800(2) 0.6578(2) 0.0868(12) Uani 1 1 d . . . . .
C22A C 1.0017(19) 0.6668(18) 0.6965(9) 0.092(4) Uiso 0.374(11) 1 d D . P A 1
H22C H 1.0723 0.7072 0.7133 0.110 Uiso 0.374(11) 1 calc R U P A 1
H22D H 1.0309 0.6048 0.7043 0.110 Uiso 0.374(11) 1 calc R U P A 1
C24B C 0.9752(15) 0.6958(12) 0.7828(8) 0.118(6) Uani 0.626(11) 1 d D . P A 2
H24D H 1.0422 0.7374 0.7699 0.177 Uiso 0.626(11) 1 calc R U P A 2
H24E H 1.0159 0.6380 0.7927 0.177 Uiso 0.626(11) 1 calc R U P A 2
H24F H 0.9353 0.7188 0.8203 0.177 Uiso 0.626(11) 1 calc R U P A 2
C23B C 0.770(3) 0.6207(19) 0.7509(14) 0.100(9) Uani 0.626(11) 1 d D . P A 2
H23D H 0.7011 0.6132 0.7166 0.151 Uiso 0.626(11) 1 calc R U P A 2
H23E H 0.7304 0.6440 0.7885 0.151 Uiso 0.626(11) 1 calc R U P A 2
H23F H 0.8110 0.5632 0.7608 0.151 Uiso 0.626(11) 1 calc R U P A 2
C21B C 1.0231(14) 0.7088(9) 0.6418(8) 0.106(4) Uiso 0.626(11) 1 d D . P A 2
H21C H 1.0730 0.6808 0.6086 0.127 Uiso 0.626(11) 1 calc R U P A 2
H21D H 1.0867 0.7352 0.6738 0.127 Uiso 0.626(11) 1 calc R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 N1 1.977(4) . ?
Co1 N2 2.118(6) . ?
Co1 N3 2.168(6) . ?
Co1 Cl1 2.252(2) . ?
N1 C13 1.362(7) . ?
N1 C1 1.453(7) . ?
N2 C20 1.445(10) . ?
N2 C19 1.497(9) . ?
N2 C21B 1.497(12) . ?
N2 C21A 1.539(16) . ?
N3 C24B 1.459(11) . ?
N3 C24A 1.467(16) . ?
N3 C23A 1.467(16) . ?
N3 C23B 1.480(12) . ?
N3 C22A 1.537(16) . ?
N3 C22B 1.577(12) . ?
C1 C6 1.382(8) . ?
C1 C2 1.405(8) . ?
C2 C3 1.402(7) . ?
C2 C10 1.512(8) . ?
C3 C4 1.366(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.358(9) . ?
C4 H4 0.9300 . ?
C5 C6 1.411(8) . ?
C5 H5 0.9300 . ?
C6 C7 1.539(9) . ?
C7 C9 1.522(12) . ?
C7 C8 1.546(12) . ?
C7 H7 0.9800 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.527(8) . ?
C10 C12 1.535(8) . ?
C10 H10 0.9800 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.396(7) . ?
C13 C18 1.404(7) . ?
C14 C15 1.351(8) . ?
C14 F1 1.368(6) . ?
C15 F2 1.342(7) . ?
C15 C16 1.385(9) . ?
C16 F3 1.351(7) . ?
C16 C17 1.355(9) . ?
C17 F4 1.337(7) . ?
C17 C18 1.370(8) . ?
C18 F5 1.358(6) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21A C22A 1.475(18) . ?
C21A H21A 0.9700 . ?
C21A H21B 0.9700 . ?
C22B C21B 1.461(14) . ?
C22B H22A 0.9700 . ?
C22B H22B 0.9700 . ?
C23A H23A 0.9600 . ?
C23A H23B 0.9600 . ?
C23A H23C 0.9600 . ?
C24A H24A 0.9600 . ?
C24A H24B 0.9600 . ?
C24A H24C 0.9600 . ?
C25 C26 1.3900 . ?
C25 C30 1.3900 . ?
C25 H25 0.9300 . ?
C26 C27 1.3900 . ?
C26 C31 1.499(17) . ?
C27 C29 1.3900 . ?
C27 H27 0.9300 . ?
C29 C28 1.3900 . ?
C29 H29 0.9300 . ?
C28 C30 1.3900 . ?
C28 H28 0.9300 . ?
C30 H30 0.9300 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C22A H22C 0.9700 . ?
C22A H22D 0.9700 . ?
C24B H24D 0.9600 . ?
C24B H24E 0.9600 . ?
C24B H24F 0.9600 . ?
C23B H23D 0.9600 . ?
C23B H23E 0.9600 . ?
C23B H23F 0.9600 . ?
C21B H21C 0.9700 . ?
C21B H21D 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
N1 Co1 N2 120.2(2) . . ?
N1 Co1 N3 116.9(2) . . ?
N2 Co1 N3 85.9(3) . . ?
N1 Co1 Cl1 114.80(14) . . ?
N2 Co1 Cl1 111.02(18) . . ?
N3 Co1 Cl1 103.72(17) . . ?
C13 N1 C1 118.9(4) . . ?
C13 N1 Co1 123.1(3) . . ?
C1 N1 Co1 117.8(3) . . ?
C20 N2 C19 107.5(7) . . ?
C20 N2 C21B 117.4(9) . . ?
C19 N2 C21B 100.8(7) . . ?
C20 N2 C21A 95.0(10) . . ?
C19 N2 C21A 123.0(13) . . ?
C20 N2 Co1 114.6(4) . . ?
C19 N2 Co1 112.4(5) . . ?
C21B N2 Co1 103.4(7) . . ?
C21A N2 Co1 103.6(10) . . ?
C24A N3 C23A 107(3) . . ?
C24B N3 C23B 108.7(16) . . ?
C24A N3 C22A 109.8(13) . . ?
C23A N3 C22A 111(3) . . ?
C24B N3 C22B 106.8(10) . . ?
C23B N3 C22B 107.7(11) . . ?
C24B N3 Co1 112.8(7) . . ?
C24A N3 Co1 109.9(13) . . ?
C23A N3 Co1 116(3) . . ?
C23B N3 Co1 119.0(17) . . ?
C22A N3 Co1 101.8(9) . . ?
C22B N3 Co1 100.7(6) . . ?
C6 C1 C2 121.5(5) . . ?
C6 C1 N1 119.8(5) . . ?
C2 C1 N1 118.7(5) . . ?
C3 C2 C1 117.9(5) . . ?
C3 C2 C10 119.1(5) . . ?
C1 C2 C10 122.9(5) . . ?
C4 C3 C2 121.0(6) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C5 C4 C3 120.2(6) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 121.7(6) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C1 C6 C5 117.6(6) . . ?
C1 C6 C7 121.9(5) . . ?
C5 C6 C7 120.3(6) . . ?
C9 C7 C6 112.9(7) . . ?
C9 C7 C8 109.6(8) . . ?
C6 C7 C8 110.5(7) . . ?
C9 C7 H7 107.9 . . ?
C6 C7 H7 107.9 . . ?
C8 C7 H7 107.9 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C2 C10 C11 113.2(5) . . ?
C2 C10 C12 112.0(5) . . ?
C11 C10 C12 109.5(5) . . ?
C2 C10 H10 107.3 . . ?
C11 C10 H10 107.3 . . ?
C12 C10 H10 107.3 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C13 C14 120.7(5) . . ?
N1 C13 C18 128.3(5) . . ?
C14 C13 C18 111.1(5) . . ?
C15 C14 F1 116.1(5) . . ?
C15 C14 C13 126.5(6) . . ?
F1 C14 C13 117.4(5) . . ?
F2 C15 C14 120.7(6) . . ?
F2 C15 C16 120.1(6) . . ?
C14 C15 C16 119.2(6) . . ?
F3 C16 C17 121.9(7) . . ?
F3 C16 C15 120.2(7) . . ?
C17 C16 C15 117.9(6) . . ?
F4 C17 C16 119.0(6) . . ?
F4 C17 C18 119.8(6) . . ?
C16 C17 C18 121.3(6) . . ?
F5 C18 C17 115.9(5) . . ?
F5 C18 C13 120.1(5) . . ?
C17 C18 C13 124.1(6) . . ?
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 . . ?
C22A C21A N2 111.3(16) . . ?
C22A C21A H21A 109.4 . . ?
N2 C21A H21A 109.4 . . ?
C22A C21A H21B 109.4 . . ?
N2 C21A H21B 109.4 . . ?
H21A C21A H21B 108.0 . . ?
C21B C22B N3 109.2(11) . . ?
C21B C22B H22A 109.8 . . ?
N3 C22B H22A 109.8 . . ?
C21B C22B H22B 109.8 . . ?
N3 C22B H22B 109.8 . . ?
H22A C22B H22B 108.3 . . ?
N3 C23A H23A 109.5 . . ?
N3 C23A H23B 109.5 . . ?
H23A C23A H23B 109.5 . . ?
N3 C23A H23C 109.5 . . ?
H23A C23A H23C 109.5 . . ?
H23B C23A H23C 109.5 . . ?
N3 C24A H24A 109.5 . . ?
N3 C24A H24B 109.5 . . ?
H24A C24A H24B 109.5 . . ?
N3 C24A H24C 109.5 . . ?
H24A C24A H24C 109.5 . . ?
H24B C24A H24C 109.5 . . ?
C26 C25 C30 120.0 . . ?
C26 C25 H25 120.0 . . ?
C30 C25 H25 120.0 . . ?
C27 C26 C25 120.0 . . ?
C27 C26 C31 122.3(14) . . ?
C25 C26 C31 117.7(14) . . ?
C26 C27 C29 120.0 . . ?
C26 C27 H27 120.0 . . ?
C29 C27 H27 120.0 . . ?
C28 C29 C27 120.0 . . ?
C28 C29 H29 120.0 . . ?
C27 C29 H29 120.0 . . ?
C30 C28 C29 120.0 . . ?
C30 C28 H28 120.0 . . ?
C29 C28 H28 120.0 . . ?
C28 C30 C25 120.0 . . ?
C28 C30 H30 120.0 . . ?
C25 C30 H30 120.0 . . ?
C26 C31 H31A 109.5 . . ?
C26 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C26 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C21A C22A N3 108.0(17) . . ?
C21A C22A H22C 110.1 . . ?
N3 C22A H22C 110.1 . . ?
C21A C22A H22D 110.1 . . ?
N3 C22A H22D 110.1 . . ?
H22C C22A H22D 108.4 . . ?
N3 C24B H24D 109.5 . . ?
N3 C24B H24E 109.5 . . ?
H24D C24B H24E 109.5 . . ?
N3 C24B H24F 109.5 . . ?
H24D C24B H24F 109.5 . . ?
H24E C24B H24F 109.5 . . ?
N3 C23B H23D 109.5 . . ?
N3 C23B H23E 109.5 . . ?
H23D C23B H23E 109.5 . . ?
N3 C23B H23F 109.5 . . ?
H23D C23B H23F 109.5 . . ?
H23E C23B H23F 109.5 . . ?
C22B C21B N2 109.3(11) . . ?
C22B C21B H21C 109.8 . . ?
N2 C21B H21C 109.8 . . ?
C22B C21B H21D 109.8 . . ?
N2 C21B H21D 109.8 . . ?
H21C C21B H21D 108.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C13 N1 C1 C6 -94.8(7) . . . . ?
Co1 N1 C1 C6 79.9(6) . . . . ?
C13 N1 C1 C2 86.9(6) . . . . ?
Co1 N1 C1 C2 -98.4(5) . . . . ?
C6 C1 C2 C3 -3.0(8) . . . . ?
N1 C1 C2 C3 175.3(5) . . . . ?
C6 C1 C2 C10 173.6(5) . . . . ?
N1 C1 C2 C10 -8.1(8) . . . . ?
C1 C2 C3 C4 1.0(9) . . . . ?
C10 C2 C3 C4 -175.7(6) . . . . ?
C2 C3 C4 C5 -0.1(10) . . . . ?
C3 C4 C5 C6 1.0(11) . . . . ?
C2 C1 C6 C5 3.9(9) . . . . ?
N1 C1 C6 C5 -174.4(5) . . . . ?
C2 C1 C6 C7 -171.0(6) . . . . ?
N1 C1 C6 C7 10.7(9) . . . . ?
C4 C5 C6 C1 -2.9(10) . . . . ?
C4 C5 C6 C7 172.1(7) . . . . ?
C1 C6 C7 C9 -122.5(8) . . . . ?
C5 C6 C7 C9 62.7(10) . . . . ?
C1 C6 C7 C8 114.3(8) . . . . ?
C5 C6 C7 C8 -60.5(10) . . . . ?
C3 C2 C10 C11 -53.3(7) . . . . ?
C1 C2 C10 C11 130.2(6) . . . . ?
C3 C2 C10 C12 71.0(7) . . . . ?
C1 C2 C10 C12 -105.6(6) . . . . ?
C1 N1 C13 C14 -174.5(5) . . . . ?
Co1 N1 C13 C14 11.1(7) . . . . ?
C1 N1 C13 C18 5.4(9) . . . . ?
Co1 N1 C13 C18 -169.0(5) . . . . ?
N1 C13 C14 C15 177.9(6) . . . . ?
C18 C13 C14 C15 -2.0(9) . . . . ?
N1 C13 C14 F1 0.2(8) . . . . ?
C18 C13 C14 F1 -179.7(5) . . . . ?
F1 C14 C15 F2 -1.9(9) . . . . ?
C13 C14 C15 F2 -179.6(6) . . . . ?
F1 C14 C15 C16 179.1(6) . . . . ?
C13 C14 C15 C16 1.4(10) . . . . ?
F2 C15 C16 F3 2.4(10) . . . . ?
C14 C15 C16 F3 -178.5(6) . . . . ?
F2 C15 C16 C17 -179.1(6) . . . . ?
C14 C15 C16 C17 0.0(10) . . . . ?
F3 C16 C17 F4 -1.0(10) . . . . ?
C15 C16 C17 F4 -179.5(6) . . . . ?
F3 C16 C17 C18 178.1(6) . . . . ?
C15 C16 C17 C18 -0.4(11) . . . . ?
F4 C17 C18 F5 -2.5(9) . . . . ?
C16 C17 C18 F5 178.5(6) . . . . ?
F4 C17 C18 C13 178.7(6) . . . . ?
C16 C17 C18 C13 -0.4(11) . . . . ?
N1 C13 C18 F5 2.7(10) . . . . ?
C14 C13 C18 F5 -177.4(5) . . . . ?
N1 C13 C18 C17 -178.4(6) . . . . ?
C14 C13 C18 C17 1.5(9) . . . . ?
C20 N2 C21A C22A -157(2) . . . . ?
C19 N2 C21A C22A 88(2) . . . . ?
C21B N2 C21A C22A 52.4(18) . . . . ?
Co1 N2 C21A C22A -40(2) . . . . ?
C24B N3 C22B C21B -75.1(15) . . . . ?
C24A N3 C22B C21B -92(3) . . . . ?
C23A N3 C22B C21B 159(3) . . . . ?
C23B N3 C22B C21B 168(2) . . . . ?
C22A N3 C22B C21B -52.2(16) . . . . ?
Co1 N3 C22B C21B 43.0(13) . . . . ?
C30 C25 C26 C27 0.0 . . . . ?
C30 C25 C26 C31 -179.8(15) . . . . ?
C25 C26 C27 C29 0.0 . . . . ?
C31 C26 C27 C29 179.7(16) . . . . ?
C26 C27 C29 C28 0.0 . . . . ?
C27 C29 C28 C30 0.0 . . . . ?
C29 C28 C30 C25 0.0 . . . . ?
C26 C25 C30 C28 0.0 . . . . ?
N2 C21A C22A N3 62(3) . . . . ?
C24B N3 C22A C21A -158(2) . . . . ?
C24A N3 C22A C21A -164(2) . . . . ?
C23A N3 C22A C21A 77(4) . . . . ?
C23B N3 C22A C21A 97(3) . . . . ?
C22B N3 C22A C21A 43.9(13) . . . . ?
Co1 N3 C22A C21A -47(2) . . . . ?
N3 C22B C21B N2 -64.7(18) . . . . ?
C20 N2 C21B C22B -79.1(14) . . . . ?
C19 N2 C21B C22B 164.6(13) . . . . ?
C21A N2 C21B C22B -45(2) . . . . ?
Co1 N2 C21B C22B 48.2(14) . . . . ?

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
C19 H19A F5 0.96 2.47 3.121(9) 124.9 1_655
C19 H19B F1 0.96 2.31 2.960(9) 124.1 .
C20 H20C F1 0.96 2.61 3.206(9) 120.4 .
C22B H22A Cl1 0.97 2.96 3.896(14) 163.7 2_746
C24A H24A Cl1 0.96 2.80 3.39(3) 120.3 .
C22A H22D Cl1 0.97 2.95 3.91(2) 171.5 2_746

_refine_diff_density_max         0.592
_refine_diff_density_min         -0.767
_refine_diff_density_rms         0.088

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_Complex_5
_database_code_depnum_ccdc_archive 'CCDC 1050085'
_audit_update_record             
;
2015-06-19 deposited with the CCDC.
2015-09-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H36 Co F5 N3'
_chemical_formula_weight         532.50

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'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_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'
'-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                   19.029(5)
_cell_length_b                   19.750(5)
_cell_length_c                   16.221(4)
_cell_angle_alpha                90
_cell_angle_beta                 117.007(6)
_cell_angle_gamma                90
_cell_volume                     5432(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    842
_cell_measurement_theta_min      2.4
_cell_measurement_theta_max      20.51

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_F_000             2232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.683
_shelx_estimated_absorpt_T_min   0.772
_shelx_estimated_absorpt_T_max   0.876
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.063143
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'BRUKER SMART CCD DIFFRACTOMETER'
_diffrn_measurement_method       'OMEGA SCAN'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13078
_diffrn_reflns_av_unetI/netI     0.1424
_diffrn_reflns_av_R_equivalents  0.1430
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.583
_diffrn_reflns_theta_max         25.250
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measured_fraction_theta_full 0.963
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_Laue_measured_fraction_full 0.963
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_point_group_measured_fraction_full 0.963
_reflns_number_total             4752
_reflns_number_gt                1648
_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 CCD DIFFRACTOMETER'
_computing_cell_refinement       'BRUKER SMART CCD DIFFRACTOMETER'
_computing_data_reduction        'BRUKER SMART CCD DIFFRACTOMETER'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (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)+(0.1795P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4752
_refine_ls_number_parameters     307
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.2052
_refine_ls_R_factor_gt           0.0903
_refine_ls_wR_factor_ref         0.3388
_refine_ls_wR_factor_gt          0.2338
_refine_ls_goodness_of_fit_ref   0.935
_refine_ls_restrained_S_all      0.936
_refine_ls_shift/su_max          0.005
_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_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 0.25822(7) 0.51856(6) 0.76210(10) 0.0662(6) Uani 1 1 d . . . . .
F1 F 0.2125(4) 0.2758(2) 0.7910(5) 0.095(2) Uani 1 1 d . . . . .
F2 F 0.1139(5) 0.2391(3) 0.8534(6) 0.124(3) Uani 1 1 d . . . . .
F3 F 0.0252(4) 0.3288(3) 0.8913(5) 0.108(2) Uani 1 1 d . . . . .
F4 F 0.0422(3) 0.4634(3) 0.8647(4) 0.0881(18) Uani 1 1 d . . . . .
F5 F 0.1395(3) 0.5041(2) 0.7995(4) 0.0722(16) Uani 1 1 d . . . . .
N1 N 0.2320(4) 0.4203(3) 0.7588(4) 0.0503(17) Uani 1 1 d . . . . .
N2 N 0.3271(5) 0.5429(4) 0.6888(7) 0.078(2) Uani 1 1 d . . . . .
N3 N 0.1711(4) 0.5843(3) 0.6635(5) 0.067(2) Uani 1 1 d . . . . .
C1 C 0.1703(5) 0.3256(4) 0.8059(7) 0.064(2) Uani 1 1 d . . . . .
C2 C 0.1224(6) 0.3038(4) 0.8425(7) 0.073(3) Uani 1 1 d . . . . .
C3 C 0.0771(5) 0.3503(5) 0.8606(7) 0.071(3) Uani 1 1 d . . . . .
C4 C 0.0857(5) 0.4164(5) 0.8480(7) 0.067(2) Uani 1 1 d . . . . .
C5 C 0.1354(4) 0.4376(4) 0.8123(6) 0.051(2) Uani 1 1 d . . . . .
C6 C 0.1840(4) 0.3929(4) 0.7921(6) 0.0478(19) Uani 1 1 d . . . . .
C7 C 0.2783(5) 0.3719(3) 0.7342(6) 0.051(2) Uani 1 1 d . . . . .
C8 C 0.3563(5) 0.3590(4) 0.7975(7) 0.060(2) Uani 1 1 d . . . . .
C9 C 0.4016(6) 0.3202(5) 0.7691(8) 0.076(3) Uani 1 1 d . . . . .
H9A H 0.4539 0.3117 0.8105 0.092 Uiso 1 1 calc R U . . .
C10 C 0.3719(6) 0.2941(5) 0.6828(10) 0.088(3) Uani 1 1 d . . . . .
H10A H 0.4038 0.2684 0.6652 0.106 Uiso 1 1 calc R U . . .
C11 C 0.2965(6) 0.3056(5) 0.6228(8) 0.080(3) Uani 1 1 d . . . . .
H11A H 0.2772 0.2867 0.5640 0.096 Uiso 1 1 calc R U . . .
C12 C 0.2442(5) 0.3451(4) 0.6437(7) 0.060(2) Uani 1 1 d . . . . .
C13 C 0.1590(6) 0.3532(5) 0.5740(8) 0.080(3) Uani 1 1 d . . . . .
H13A H 0.1345 0.3846 0.6000 0.097 Uiso 1 1 calc R U . . .
C14 C 0.1149(6) 0.2847(5) 0.5566(9) 0.101(4) Uani 1 1 d . . . . .
H14A H 0.0608 0.2909 0.5121 0.151 Uiso 1 1 calc R U . . .
H14B H 0.1393 0.2525 0.5334 0.151 Uiso 1 1 calc R U . . .
H14C H 0.1174 0.2684 0.6136 0.151 Uiso 1 1 calc R U . . .
C15 C 0.1478(7) 0.3821(6) 0.4811(9) 0.104(4) Uani 1 1 d . . . . .
H15A H 0.0925 0.3861 0.4399 0.157 Uiso 1 1 calc R U . . .
H15B H 0.1720 0.4260 0.4908 0.157 Uiso 1 1 calc R U . . .
H15C H 0.1719 0.3524 0.4544 0.157 Uiso 1 1 calc R U . . .
C16 C 0.3888(6) 0.3848(5) 0.8928(9) 0.093(3) Uani 1 1 d . . . . .
H16A H 0.3538 0.4208 0.8938 0.112 Uiso 1 1 calc R U . . .
C17 C 0.3925(8) 0.3295(8) 0.9628(10) 0.148(6) Uani 1 1 d . . . . .
H17A H 0.4140 0.3486 1.0238 0.222 Uiso 1 1 calc R U . . .
H17B H 0.3403 0.3128 0.9458 0.222 Uiso 1 1 calc R U . . .
H17C H 0.4254 0.2929 0.9621 0.222 Uiso 1 1 calc R U . . .
C18 C 0.4733(8) 0.4141(7) 0.9334(10) 0.147(6) Uani 1 1 d . . . . .
H18A H 0.4891 0.4294 0.9955 0.220 Uiso 1 1 calc R U . . .
H18B H 0.5090 0.3795 0.9339 0.220 Uiso 1 1 calc R U . . .
H18C H 0.4743 0.4514 0.8960 0.220 Uiso 1 1 calc R U . . .
C19 C 0.3928(8) 0.5865(7) 0.7483(11) 0.140(6) Uani 1 1 d . . . . .
H19A H 0.4270 0.5622 0.8032 0.211 Uiso 1 1 calc R U . . .
H19B H 0.4219 0.6000 0.7157 0.211 Uiso 1 1 calc R U . . .
H19C H 0.3727 0.6260 0.7650 0.211 Uiso 1 1 calc R U . . .
C20 C 0.3593(8) 0.4883(5) 0.6535(10) 0.111(5) Uani 1 1 d . . . . .
H20A H 0.3976 0.4629 0.7046 0.166 Uiso 1 1 calc R U . . .
H20B H 0.3172 0.4588 0.6142 0.166 Uiso 1 1 calc R U . . .
H20C H 0.3838 0.5077 0.6187 0.166 Uiso 1 1 calc R U . . .
C21 C 0.2724(9) 0.5743(8) 0.6048(13) 0.157(7) Uani 1 1 d D . . . .
H21A H 0.2465 0.5391 0.5592 0.188 Uiso 1 1 calc R U . . .
H21B H 0.3017 0.6023 0.5820 0.188 Uiso 1 1 calc R U . . .
C22 C 0.2099(8) 0.6173(6) 0.6115(10) 0.120(4) Uani 1 1 d D . . . .
H22A H 0.2336 0.6596 0.6419 0.143 Uiso 1 1 calc R U . . .
H22B H 0.1699 0.6280 0.5495 0.143 Uiso 1 1 calc R U . . .
C23 C 0.1447(8) 0.6368(5) 0.7069(10) 0.120(5) Uani 1 1 d . . . . .
H23A H 0.1896 0.6613 0.7510 0.180 Uiso 1 1 calc R U . . .
H23B H 0.1098 0.6673 0.6603 0.180 Uiso 1 1 calc R U . . .
H23C H 0.1175 0.6161 0.7378 0.180 Uiso 1 1 calc R U . . .
C24 C 0.1010(6) 0.5466(5) 0.5952(8) 0.096(3) Uani 1 1 d . . . . .
H24A H 0.1179 0.5121 0.5665 0.144 Uiso 1 1 calc R U . . .
H24B H 0.0739 0.5261 0.6263 0.144 Uiso 1 1 calc R U . . .
H24C H 0.0662 0.5774 0.5489 0.144 Uiso 1 1 calc R U . . .
C25 C 0.3123(6) 0.5631(5) 0.8893(7) 0.082(3) Uani 1 1 d . . . . .
H25A H 0.3220 0.6099 0.8824 0.123 Uiso 1 1 calc R U . . .
H25B H 0.2790 0.5596 0.9191 0.123 Uiso 1 1 calc R U . . .
H25C H 0.3615 0.5406 0.9262 0.123 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 N1 1.999(6) . ?
Co1 C25 2.039(10) . ?
Co1 N3 2.141(7) . ?
Co1 N2 2.186(7) . ?
F1 C1 1.359(8) . ?
F2 C2 1.310(10) . ?
F3 C3 1.361(9) . ?
F4 C4 1.349(9) . ?
F5 C5 1.339(8) . ?
N1 C6 1.365(9) . ?
N1 C7 1.473(9) . ?
N2 C21 1.426(16) . ?
N2 C19 1.464(14) . ?
N2 C20 1.479(13) . ?
N3 C23 1.463(12) . ?
N3 C24 1.489(12) . ?
N3 C22 1.500(12) . ?
C1 C2 1.364(11) . ?
C1 C6 1.392(10) . ?
C2 C3 1.380(12) . ?
C3 C4 1.342(12) . ?
C4 C5 1.380(10) . ?
C5 C6 1.421(9) . ?
C7 C8 1.392(12) . ?
C7 C12 1.411(11) . ?
C8 C9 1.380(11) . ?
C8 C16 1.471(14) . ?
C9 C10 1.351(15) . ?
C10 C11 1.338(15) . ?
C11 C12 1.421(11) . ?
C12 C13 1.506(13) . ?
C13 C15 1.533(14) . ?
C13 C14 1.548(13) . ?
C16 C18 1.547(15) . ?
C16 C17 1.554(17) . ?
C21 C22 1.506(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Co1 C25 116.8(3) . . ?
N1 Co1 N3 118.0(3) . . ?
C25 Co1 N3 111.0(3) . . ?
N1 Co1 N2 113.8(3) . . ?
C25 Co1 N2 107.7(4) . . ?
N3 Co1 N2 85.0(3) . . ?
C6 N1 C7 116.1(6) . . ?
C6 N1 Co1 125.3(5) . . ?
C7 N1 Co1 117.7(4) . . ?
C21 N2 C19 114.1(11) . . ?
C21 N2 C20 101.4(10) . . ?
C19 N2 C20 107.7(9) . . ?
C21 N2 Co1 104.9(6) . . ?
C19 N2 Co1 108.3(8) . . ?
C20 N2 Co1 120.4(6) . . ?
C23 N3 C24 109.0(9) . . ?
C23 N3 C22 109.1(8) . . ?
C24 N3 C22 107.6(9) . . ?
C23 N3 Co1 112.9(7) . . ?
C24 N3 Co1 112.4(6) . . ?
C22 N3 Co1 105.8(6) . . ?
F1 C1 C2 114.4(7) . . ?
F1 C1 C6 119.5(6) . . ?
C2 C1 C6 125.7(7) . . ?
F2 C2 C1 121.0(8) . . ?
F2 C2 C3 119.5(7) . . ?
C1 C2 C3 119.2(8) . . ?
C4 C3 F3 121.2(8) . . ?
C4 C3 C2 119.0(7) . . ?
F3 C3 C2 119.8(8) . . ?
C3 C4 F4 120.7(7) . . ?
C3 C4 C5 120.8(7) . . ?
F4 C4 C5 118.4(8) . . ?
F5 C5 C4 117.5(6) . . ?
F5 C5 C6 119.0(6) . . ?
C4 C5 C6 123.5(7) . . ?
N1 C6 C1 130.6(6) . . ?
N1 C6 C5 117.9(6) . . ?
C1 C6 C5 111.5(6) . . ?
C8 C7 C12 122.1(7) . . ?
C8 C7 N1 119.1(7) . . ?
C12 C7 N1 118.5(7) . . ?
C9 C8 C7 118.2(9) . . ?
C9 C8 C16 121.1(9) . . ?
C7 C8 C16 120.7(7) . . ?
C10 C9 C8 121.9(10) . . ?
C11 C10 C9 119.6(8) . . ?
C10 C11 C12 123.7(10) . . ?
C7 C12 C11 114.4(8) . . ?
C7 C12 C13 124.7(7) . . ?
C11 C12 C13 120.8(9) . . ?
C12 C13 C15 113.6(8) . . ?
C12 C13 C14 110.7(9) . . ?
C15 C13 C14 108.9(9) . . ?
C8 C16 C18 115.9(10) . . ?
C8 C16 C17 112.5(10) . . ?
C18 C16 C17 105.0(11) . . ?
N2 C21 C22 115.7(12) . . ?
N3 C22 C21 113.7(9) . . ?

_refine_diff_density_max         0.712
_refine_diff_density_min         -0.667
_refine_diff_density_rms         0.117

_shelxl_version_number           2014/6


_chemical_properties_physical    
'Air-sensitive, Moisture-sensitive, Oxygen-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_Complex_1
_database_code_depnum_ccdc_archive 'CCDC 1050086'
_audit_update_record             
;
2015-08-19 deposited with the CCDC.
2015-09-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H33 F5 Li N3'
_chemical_formula_weight         465.47

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_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                   16.136(6)
_cell_length_b                   15.686(5)
_cell_length_c                   20.361(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5154(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    886
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      24.47

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_F_000             1968
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    0.095
_shelx_estimated_absorpt_T_min   0.954
_shelx_estimated_absorpt_T_max   0.972
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.490741
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'BRUKER SMART CCD'
_diffrn_measurement_method       'Omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33329
_diffrn_reflns_av_unetI/netI     0.0777
_diffrn_reflns_av_R_equivalents  0.0947
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.000
_diffrn_reflns_theta_max         28.009
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6202
_reflns_number_gt                2166
_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 CCD'
_computing_cell_refinement       'BRUKER SMART CCD'
_computing_data_reduction        'BRUKER SMART CCD'
_computing_structure_solution    ?
_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)+(0.1263P)²+1.8863P] 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     SHELXL
_refine_ls_extinction_coef       0.0101(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6202
_refine_ls_number_parameters     309
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.1918
_refine_ls_R_factor_gt           0.0713
_refine_ls_wR_factor_ref         0.2835
_refine_ls_wR_factor_gt          0.1824
_refine_ls_goodness_of_fit_ref   0.982
_refine_ls_restrained_S_all      0.985
_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
Li1 Li 0.4314(4) 0.6997(5) 0.4853(3) 0.0747(18) Uani 1 1 d . . . . .
F1 F 0.52931(15) 0.67875(15) 0.71367(10) 0.0820(7) Uani 1 1 d . . . . .
F2 F 0.64595(16) 0.56650(17) 0.73971(12) 0.0957(8) Uani 1 1 d . . . . .
F3 F 0.71270(17) 0.46454(18) 0.64483(15) 0.1108(10) Uani 1 1 d . . . . .
F4 F 0.65078(18) 0.47646(19) 0.51954(14) 0.1116(10) Uani 1 1 d . . . . .
F5 F 0.53241(14) 0.59146(15) 0.48969(10) 0.0790(7) Uani 1 1 d . . . . .
N1 N 0.46553(17) 0.69734(18) 0.57807(13) 0.0546(7) Uani 1 1 d . . . . .
N2 N 0.3232(2) 0.7677(3) 0.45377(18) 0.0862(11) Uani 1 1 d D . . . .
N3 N 0.4823(2) 0.7328(2) 0.39281(17) 0.0802(10) Uani 1 1 d . . . . .
C1 C 0.4133(2) 0.7371(2) 0.62615(16) 0.0559(9) Uani 1 1 d . . . . .
C2 C 0.3484(2) 0.6905(2) 0.65552(17) 0.0606(9) Uani 1 1 d . . . . .
C3 C 0.2935(2) 0.7334(3) 0.6968(2) 0.0730(11) Uani 1 1 d . . . . .
H3 H 0.2504 0.7033 0.7163 0.088 Uiso 1 1 calc R U . . .
C4 C 0.3013(3) 0.8194(3) 0.7096(2) 0.0823(13) Uani 1 1 d . . . . .
H4 H 0.2636 0.8467 0.7370 0.099 Uiso 1 1 calc R U . . .
C5 C 0.3652(3) 0.8644(3) 0.6816(2) 0.0786(12) Uani 1 1 d . . . . .
H5 H 0.3704 0.9223 0.6904 0.094 Uiso 1 1 calc R U . . .
C6 C 0.4228(3) 0.8248(2) 0.63978(18) 0.0663(10) Uani 1 1 d . . . . .
C7 C 0.4940(3) 0.8752(3) 0.6109(2) 0.0897(14) Uani 1 1 d . . . . .
H7 H 0.5094 0.8471 0.5696 0.108 Uiso 1 1 calc R U . . .
C8 C 0.5691(3) 0.8736(4) 0.6540(3) 0.138(2) Uani 1 1 d . . . . .
H8A H 0.6126 0.9062 0.6339 0.206 Uiso 1 1 calc R U . . .
H8B H 0.5872 0.8157 0.6597 0.206 Uiso 1 1 calc R U . . .
H8C H 0.5557 0.8977 0.6960 0.206 Uiso 1 1 calc R U . . .
C9 C 0.4713(5) 0.9675(3) 0.5937(3) 0.140(2) Uani 1 1 d . . . . .
H9A H 0.4231 0.9679 0.5660 0.209 Uiso 1 1 calc R U . . .
H9B H 0.5168 0.9938 0.5709 0.209 Uiso 1 1 calc R U . . .
H9C H 0.4599 0.9986 0.6332 0.209 Uiso 1 1 calc R U . . .
C10 C 0.3383(3) 0.5953(3) 0.6439(2) 0.0722(11) Uani 1 1 d . . . . .
H10 H 0.3796 0.5780 0.6113 0.087 Uiso 1 1 calc R U . . .
C11 C 0.3553(3) 0.5448(3) 0.7074(2) 0.0972(15) Uani 1 1 d . . . . .
H11A H 0.3486 0.4850 0.6990 0.146 Uiso 1 1 calc R U . . .
H11B H 0.3170 0.5623 0.7409 0.146 Uiso 1 1 calc R U . . .
H11C H 0.4109 0.5557 0.7219 0.146 Uiso 1 1 calc R U . . .
C12 C 0.2523(3) 0.5727(3) 0.6168(2) 0.0912(14) Uani 1 1 d . . . . .
H12A H 0.2487 0.5122 0.6102 0.137 Uiso 1 1 calc R U . . .
H12B H 0.2440 0.6014 0.5756 0.137 Uiso 1 1 calc R U . . .
H12C H 0.2106 0.5904 0.6474 0.137 Uiso 1 1 calc R U . . .
C13 C 0.5248(2) 0.6425(2) 0.59906(16) 0.0510(8) Uani 1 1 d . . . . .
C14 C 0.5577(2) 0.6305(2) 0.66251(16) 0.0580(9) Uani 1 1 d . . . . .
C15 C 0.6183(2) 0.5724(3) 0.67684(19) 0.0659(10) Uani 1 1 d . . . . .
C16 C 0.6521(3) 0.5213(3) 0.6296(2) 0.0739(11) Uani 1 1 d . . . . .
C17 C 0.6212(3) 0.5287(3) 0.5673(2) 0.0708(11) Uani 1 1 d . . . . .
C18 C 0.5619(2) 0.5878(2) 0.55270(17) 0.0587(9) Uani 1 1 d . . . . .
C19B C 0.2544(14) 0.717(2) 0.4290(12) 0.125(4) Uani 0.33 1 d D . P A 2
H19A H 0.2359 0.6788 0.4627 0.188 Uiso 0.33 1 calc R U P A 2
H19B H 0.2722 0.6852 0.3914 0.188 Uiso 0.33 1 calc R U P A 2
H19C H 0.2097 0.7543 0.4167 0.188 Uiso 0.33 1 calc R U P A 2
C20 C 0.3256(12) 0.8526(8) 0.4842(9) 0.117(5) Uani 0.560(18) 1 d D . P A 1
H20A H 0.3175 0.8473 0.5308 0.175 Uiso 0.560(18) 1 calc R U P A 1
H20B H 0.2824 0.8875 0.4660 0.175 Uiso 0.560(18) 1 calc R U P A 1
H20C H 0.3784 0.8786 0.4758 0.175 Uiso 0.560(18) 1 calc R U P A 1
C21 C 0.3356(4) 0.7755(6) 0.3818(4) 0.099(2) Uani 0.67 1 d D . P A 1
H21A H 0.3179 0.7231 0.3607 0.118 Uiso 0.67 1 calc R U P A 1
H21B H 0.3010 0.8213 0.3652 0.118 Uiso 0.67 1 calc R U P A 1
C20' C 0.2871(14) 0.8211(14) 0.5056(8) 0.117(5) Uani 0.440(18) 1 d D . P A 2
H20D H 0.2606 0.7854 0.5377 0.175 Uiso 0.440(18) 1 calc R U P A 2
H20E H 0.2470 0.8591 0.4867 0.175 Uiso 0.440(18) 1 calc R U P A 2
H20F H 0.3302 0.8537 0.5263 0.175 Uiso 0.440(18) 1 calc R U P A 2
C21' C 0.3600(10) 0.8299(12) 0.4102(6) 0.099(2) Uani 0.33 1 d D . P A 2
H21C H 0.3868 0.8737 0.4363 0.118 Uiso 0.33 1 calc R U P A 2
H21D H 0.3164 0.8570 0.3848 0.118 Uiso 0.33 1 calc R U P A 2
C22 C 0.4218(4) 0.7925(4) 0.3642(3) 0.123(2) Uani 1 1 d D . . . .
H22A H 0.4358 0.8499 0.3782 0.148 Uiso 0.560(18) 1 calc R U P A 1
H22B H 0.4269 0.7906 0.3167 0.148 Uiso 0.560(18) 1 calc R U P A 1
H22C H 0.3920 0.7630 0.3296 0.148 Uiso 0.440(18) 1 calc R U P A 2
H22D H 0.4522 0.8389 0.3438 0.148 Uiso 0.440(18) 1 calc R U P A 2
C23 C 0.4941(4) 0.6615(4) 0.3480(2) 0.124(2) Uani 1 1 d . . . . .
H23A H 0.4424 0.6323 0.3419 0.185 Uiso 1 1 calc R U . . .
H23B H 0.5343 0.6229 0.3660 0.185 Uiso 1 1 calc R U . . .
H23C H 0.5135 0.6824 0.3064 0.185 Uiso 1 1 calc R U . . .
C24 C 0.5606(4) 0.7774(4) 0.4021(4) 0.146(3) Uani 1 1 d . . . . .
H24A H 0.5527 0.8244 0.4316 0.219 Uiso 1 1 calc R U . . .
H24B H 0.5800 0.7984 0.3605 0.219 Uiso 1 1 calc R U . . .
H24C H 0.6008 0.7388 0.4201 0.219 Uiso 1 1 calc R U . . .
C19A C 0.2425(7) 0.7238(9) 0.4635(5) 0.125(4) Uani 0.67 1 d D . P A 1
H19D H 0.2442 0.6689 0.4427 0.188 Uiso 0.67 1 calc R U P A 1
H19E H 0.1990 0.7573 0.4443 0.188 Uiso 0.67 1 calc R U P A 1
H19F H 0.2322 0.7169 0.5096 0.188 Uiso 0.67 1 calc R U P 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
Li1 N1 1.967(7) . ?
Li1 N3 2.119(7) . ?
Li1 N2 2.146(8) . ?
Li1 F5 2.355(7) . ?
F1 C14 1.366(4) . ?
F2 C15 1.359(4) . ?
F3 C16 1.358(4) . ?
F4 C17 1.357(4) . ?
F5 C18 1.369(4) . ?
N1 C13 1.355(4) . ?
N1 C1 1.434(4) . ?
N2 C21' 1.447(17) . ?
N2 C19B 1.454(15) . ?
N2 C20' 1.467(8) . ?
N2 C20 1.469(10) . ?
N2 C21 1.485(8) . ?
N2 C19A 1.486(9) . ?
N3 C23 1.457(6) . ?
N3 C24 1.457(6) . ?
N3 C22 1.473(6) . ?
C1 C6 1.411(5) . ?
C1 C2 1.411(5) . ?
C2 C3 1.394(5) . ?
C2 C10 1.520(5) . ?
C3 C4 1.379(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.373(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.405(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.514(6) . ?
C7 C8 1.497(7) . ?
C7 C9 1.534(7) . ?
C7 H7 0.9800 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C12 1.534(6) . ?
C10 C11 1.542(6) . ?
C10 H10 0.9800 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C18 1.409(5) . ?
C13 C14 1.409(5) . ?
C14 C15 1.369(5) . ?
C15 C16 1.366(6) . ?
C16 C17 1.368(5) . ?
C17 C18 1.366(5) . ?
C19B H19A 0.9600 . ?
C19B H19B 0.9600 . ?
C19B H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.462(7) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C20' H20D 0.9600 . ?
C20' H20E 0.9600 . ?
C20' H20F 0.9600 . ?
C21' C22 1.489(9) . ?
C21' H21C 0.9700 . ?
C21' H21D 0.9700 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 H22C 0.9700 . ?
C22 H22D 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C19A H19D 0.9600 . ?
C19A H19E 0.9600 . ?
C19A H19F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Li1 N3 138.6(4) . . ?
N1 Li1 N2 121.6(4) . . ?
N3 Li1 N2 85.8(3) . . ?
N1 Li1 F5 75.9(2) . . ?
N3 Li1 F5 86.7(3) . . ?
N2 Li1 F5 158.9(4) . . ?
C18 F5 Li1 107.8(2) . . ?
C13 N1 C1 118.4(3) . . ?
C13 N1 Li1 120.8(3) . . ?
C1 N1 Li1 118.9(3) . . ?
C21' N2 C19B 117.9(14) . . ?
C21' N2 C20' 102.7(12) . . ?
C19B N2 C20' 104.9(15) . . ?
C20 N2 C21 109.8(9) . . ?
C20 N2 C19A 112.8(10) . . ?
C21 N2 C19A 106.7(6) . . ?
C21' N2 Li1 100.7(6) . . ?
C19B N2 Li1 117.0(15) . . ?
C20' N2 Li1 113.0(9) . . ?
C20 N2 Li1 107.6(7) . . ?
C21 N2 Li1 103.1(4) . . ?
C19A N2 Li1 116.3(7) . . ?
C23 N3 C24 109.6(5) . . ?
C23 N3 C22 109.1(4) . . ?
C24 N3 C22 108.7(4) . . ?
C23 N3 Li1 114.8(4) . . ?
C24 N3 Li1 109.8(4) . . ?
C22 N3 Li1 104.6(3) . . ?
C6 C1 C2 120.2(3) . . ?
C6 C1 N1 119.6(3) . . ?
C2 C1 N1 120.0(3) . . ?
C3 C2 C1 118.5(4) . . ?
C3 C2 C10 120.0(4) . . ?
C1 C2 C10 121.5(3) . . ?
C4 C3 C2 121.9(4) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 H3 119.1 . . ?
C5 C4 C3 119.5(4) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C4 C5 C6 121.4(4) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C5 C6 C1 118.5(4) . . ?
C5 C6 C7 120.4(4) . . ?
C1 C6 C7 121.0(3) . . ?
C8 C7 C6 112.1(4) . . ?
C8 C7 C9 110.1(5) . . ?
C6 C7 C9 113.7(5) . . ?
C8 C7 H7 106.8 . . ?
C6 C7 H7 106.8 . . ?
C9 C7 H7 106.8 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C2 C10 C12 112.3(4) . . ?
C2 C10 C11 110.8(3) . . ?
C12 C10 C11 110.1(4) . . ?
C2 C10 H10 107.8 . . ?
C12 C10 H10 107.8 . . ?
C11 C10 H10 107.8 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C13 C18 118.4(3) . . ?
N1 C13 C14 129.7(3) . . ?
C18 C13 C14 111.9(3) . . ?
F1 C14 C15 116.5(3) . . ?
F1 C14 C13 119.9(3) . . ?
C15 C14 C13 123.6(3) . . ?
F2 C15 C16 119.5(4) . . ?
F2 C15 C14 118.8(4) . . ?
C16 C15 C14 121.7(3) . . ?
F3 C16 C15 120.7(4) . . ?
F3 C16 C17 122.0(4) . . ?
C15 C16 C17 117.2(4) . . ?
F4 C17 C18 120.1(4) . . ?
F4 C17 C16 119.0(4) . . ?
C18 C17 C16 121.0(4) . . ?
C17 C18 F5 118.4(3) . . ?
C17 C18 C13 124.5(3) . . ?
F5 C18 C13 117.1(3) . . ?
N2 C19B H19A 109.5 . . ?
N2 C19B H19B 109.5 . . ?
H19A C19B H19B 109.5 . . ?
N2 C19B H19C 109.5 . . ?
H19A C19B H19C 109.5 . . ?
H19B C19B 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 . . ?
C22 C21 N2 112.7(5) . . ?
C22 C21 H21A 109.1 . . ?
N2 C21 H21A 109.1 . . ?
C22 C21 H21B 109.1 . . ?
N2 C21 H21B 109.1 . . ?
H21A C21 H21B 107.8 . . ?
N2 C20' H20D 109.5 . . ?
N2 C20' H20E 109.5 . . ?
H20D C20' H20E 109.5 . . ?
N2 C20' H20F 109.5 . . ?
H20D C20' H20F 109.5 . . ?
H20E C20' H20F 109.5 . . ?
N2 C21' C22 113.3(11) . . ?
N2 C21' H21C 108.9 . . ?
C22 C21' H21C 108.9 . . ?
N2 C21' H21D 108.9 . . ?
C22 C21' H21D 108.9 . . ?
H21C C21' H21D 107.7 . . ?
C21 C22 N3 114.7(5) . . ?
N3 C22 C21' 116.4(7) . . ?
C21 C22 H22A 108.6 . . ?
N3 C22 H22A 108.6 . . ?
C21 C22 H22B 108.6 . . ?
N3 C22 H22B 108.6 . . ?
H22A C22 H22B 107.6 . . ?
N3 C22 H22C 108.2 . . ?
C21' C22 H22C 108.2 . . ?
N3 C22 H22D 108.2 . . ?
C21' C22 H22D 108.2 . . ?
H22C C22 H22D 107.3 . . ?
N3 C23 H23A 109.5 . . ?
N3 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
N3 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N3 C24 H24A 109.5 . . ?
N3 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N3 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N2 C19A H19D 109.5 . . ?
N2 C19A H19E 109.5 . . ?
H19D C19A H19E 109.5 . . ?
N2 C19A H19F 109.5 . . ?
H19D C19A H19F 109.5 . . ?
H19E C19A H19F 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
C13 N1 C1 C6 108.7(4) . . . . ?
Li1 N1 C1 C6 -87.1(4) . . . . ?
C13 N1 C1 C2 -76.6(4) . . . . ?
Li1 N1 C1 C2 87.5(4) . . . . ?
C6 C1 C2 C3 1.3(5) . . . . ?
N1 C1 C2 C3 -173.4(3) . . . . ?
C6 C1 C2 C10 -177.7(3) . . . . ?
N1 C1 C2 C10 7.7(5) . . . . ?
C1 C2 C3 C4 -0.2(6) . . . . ?
C10 C2 C3 C4 178.8(4) . . . . ?
C2 C3 C4 C5 -0.6(7) . . . . ?
C3 C4 C5 C6 0.2(7) . . . . ?
C4 C5 C6 C1 0.9(6) . . . . ?
C4 C5 C6 C7 -178.4(4) . . . . ?
C2 C1 C6 C5 -1.6(5) . . . . ?
N1 C1 C6 C5 173.1(3) . . . . ?
C2 C1 C6 C7 177.6(4) . . . . ?
N1 C1 C6 C7 -7.7(5) . . . . ?
C5 C6 C7 C8 89.8(5) . . . . ?
C1 C6 C7 C8 -89.4(5) . . . . ?
C5 C6 C7 C9 -35.9(6) . . . . ?
C1 C6 C7 C9 144.9(4) . . . . ?
C3 C2 C10 C12 57.1(5) . . . . ?
C1 C2 C10 C12 -123.9(4) . . . . ?
C3 C2 C10 C11 -66.6(5) . . . . ?
C1 C2 C10 C11 112.4(4) . . . . ?
C1 N1 C13 C18 164.5(3) . . . . ?
Li1 N1 C13 C18 0.6(5) . . . . ?
C1 N1 C13 C14 -16.0(5) . . . . ?
Li1 N1 C13 C14 -179.9(4) . . . . ?
N1 C13 C14 F1 0.0(6) . . . . ?
C18 C13 C14 F1 179.5(3) . . . . ?
N1 C13 C14 C15 -179.7(4) . . . . ?
C18 C13 C14 C15 -0.2(5) . . . . ?
F1 C14 C15 F2 -0.1(5) . . . . ?
C13 C14 C15 F2 179.6(3) . . . . ?
F1 C14 C15 C16 -179.2(4) . . . . ?
C13 C14 C15 C16 0.5(6) . . . . ?
F2 C15 C16 F3 0.4(6) . . . . ?
C14 C15 C16 F3 179.5(4) . . . . ?
F2 C15 C16 C17 179.0(4) . . . . ?
C14 C15 C16 C17 -2.0(6) . . . . ?
F3 C16 C17 F4 1.4(7) . . . . ?
C15 C16 C17 F4 -177.2(4) . . . . ?
F3 C16 C17 C18 -178.3(4) . . . . ?
C15 C16 C17 C18 3.2(6) . . . . ?
F4 C17 C18 F5 1.3(6) . . . . ?
C16 C17 C18 F5 -179.1(4) . . . . ?
F4 C17 C18 C13 177.2(3) . . . . ?
C16 C17 C18 C13 -3.1(6) . . . . ?
Li1 F5 C18 C17 179.6(3) . . . . ?
Li1 F5 C18 C13 3.3(4) . . . . ?
N1 C13 C18 C17 -178.9(3) . . . . ?
C14 C13 C18 C17 1.5(5) . . . . ?
N1 C13 C18 F5 -2.9(5) . . . . ?
C14 C13 C18 F5 177.5(3) . . . . ?
C21' N2 C21 C22 52.9(8) . . . . ?
C19B N2 C21 C22 -154.4(16) . . . . ?
C20' N2 C21 C22 105.6(16) . . . . ?
C20 N2 C21 C22 75.5(10) . . . . ?
C19A N2 C21 C22 -162.0(8) . . . . ?
Li1 N2 C21 C22 -39.0(8) . . . . ?
C19B N2 C21' C22 -82.5(18) . . . . ?
C20' N2 C21' C22 162.8(13) . . . . ?
C20 N2 C21' C22 151.0(15) . . . . ?
C21 N2 C21' C22 -51.9(8) . . . . ?
C19A N2 C21' C22 -108.3(12) . . . . ?
Li1 N2 C21' C22 46.1(12) . . . . ?
N2 C21 C22 N3 52.1(9) . . . . ?
N2 C21 C22 C21' -51.1(9) . . . . ?
C23 N3 C22 C21 90.1(7) . . . . ?
C24 N3 C22 C21 -150.4(6) . . . . ?
Li1 N3 C22 C21 -33.2(7) . . . . ?
C23 N3 C22 C21' 139.1(10) . . . . ?
C24 N3 C22 C21' -101.5(11) . . . . ?
Li1 N3 C22 C21' 15.8(11) . . . . ?
N2 C21' C22 C21 53.4(11) . . . . ?
N2 C21' C22 N3 -45.5(15) . . . . ?

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
C19B H19B F3 0.96 2.47 3.27(3) 139.8 5_666
C23 H23B F5 0.96 2.57 3.149(6) 119.3 .

_refine_diff_density_max         0.291
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.060

_shelxl_version_number           2013-4


_chemical_properties_physical    
'Air-sensitive, Moisture-sensitive, Oxygen-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_Complex_4
_database_code_depnum_ccdc_archive 'CCDC 1050087'
_audit_update_record             
;
2015-06-19 deposited with the CCDC.
2015-09-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H58 Cl Co F10 Li N2 O3'
_chemical_formula_weight         1002.28

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   12.4195(19)
_cell_length_b                   19.505(3)
_cell_length_c                   23.260(3)
_cell_angle_alpha                65.658(3)
_cell_angle_beta                 87.724(3)
_cell_angle_gamma                86.802(3)
_cell_volume                     5124.9(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    990
_cell_measurement_theta_min      2.61
_cell_measurement_theta_max      27.57

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_F_000             2084
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    0.463
_shelx_estimated_absorpt_T_min   0.836
_shelx_estimated_absorpt_T_max   0.874
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.085008
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'BRUKER SMART CCD DIFFRACTOMETER'
_diffrn_measurement_method       'PHI & OMEGA SCAN'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35118
_diffrn_reflns_av_unetI/netI     0.1661
_diffrn_reflns_av_R_equivalents  0.0598
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         0.961
_diffrn_reflns_theta_max         28.068
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             24220
_reflns_number_gt                7297
_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 CCD DIFFRACTOMETER'
_computing_cell_refinement       'BRUKER SMART CCD DIFFRACTOMETER'
_computing_data_reduction        'BRUKER SMART CCD DIFFRACTOMETER'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/6 (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)+(0.0959P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         24220
_refine_ls_number_parameters     1189
_refine_ls_number_restraints     39
_refine_ls_R_factor_all          0.2427
_refine_ls_R_factor_gt           0.0806
_refine_ls_wR_factor_ref         0.2626
_refine_ls_wR_factor_gt          0.1857
_refine_ls_goodness_of_fit_ref   0.947
_refine_ls_restrained_S_all      0.951
_refine_ls_shift/su_max          0.006
_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 0.32761(6) 0.20239(4) 0.03763(4) 0.0559(2) Uani 1 1 d . . . . .
Co1' Co 1.16173(7) -0.29973(5) 0.52316(4) 0.0703(3) Uani 1 1 d . . . . .
Cl1 Cl 0.43324(13) 0.12442(9) 0.11753(8) 0.0779(5) Uani 1 1 d . . . . .
Cl1' Cl 1.25000(16) -0.34068(11) 0.45639(9) 0.0984(6) Uani 1 1 d . . . . .
F1 F 0.2380(3) 0.10620(17) 0.02534(16) 0.0723(9) Uani 1 1 d . . . . .
F1' F 1.1650(3) -0.1682(2) 0.44423(19) 0.1024(12) Uani 1 1 d . . . . .
F2 F 0.1187(3) 0.0304(2) -0.0197(2) 0.1018(13) Uani 1 1 d . . . . .
F2' F 1.1966(5) -0.0222(3) 0.3772(3) 0.154(2) Uani 1 1 d . . . . .
F3 F 0.1383(4) 0.0520(2) -0.1438(2) 0.1247(16) Uani 1 1 d . . . . .
F3' F 1.3176(5) 0.0563(3) 0.4238(3) 0.170(2) Uani 1 1 d . . . . .
F4 F 0.2774(4) 0.1555(3) -0.2205(2) 0.1244(16) Uani 1 1 d . . . . .
F4' F 1.4002(4) -0.0172(3) 0.5418(3) 0.142(2) Uani 1 1 d . . . . .
F5' F 1.3693(4) -0.1612(2) 0.6095(2) 0.1079(14) Uani 1 1 d . . . . .
F5 F 0.3920(3) 0.2343(2) -0.17809(17) 0.0989(12) Uani 1 1 d . . . . .
F6' F 1.1633(3) -0.4228(2) 0.60817(18) 0.0892(11) Uani 1 1 d . . . . .
F6 F 0.0138(3) 0.3216(2) 0.0960(2) 0.1196(16) Uani 1 1 d . . . . .
F7' F 1.1234(4) -0.5432(3) 0.7151(2) 0.1329(17) Uani 1 1 d . . . . .
F7 F 0.0403(4) 0.4374(3) 0.1232(3) 0.158(2) Uani 1 1 d . . . . .
F8 F 0.2395(5) 0.4952(3) 0.1160(3) 0.168(2) Uani 1 1 d . . . . .
F8' F 0.9158(4) -0.5712(3) 0.7609(2) 0.155(2) Uani 1 1 d . . . . .
F9' F 0.7536(4) -0.4732(3) 0.6956(3) 0.153(2) Uani 1 1 d . . . . .
F9 F 0.4109(4) 0.4297(2) 0.0786(2) 0.1293(17) Uani 1 1 d . . . . .
F10 F 0.3883(3) 0.31104(19) 0.05190(18) 0.0801(10) Uani 1 1 d . . . . .
F10' F 0.7919(3) -0.3553(2) 0.5908(2) 0.1170(15) Uani 1 1 d . . . . .
N1' N 1.2457(4) -0.2488(3) 0.5596(2) 0.0711(14) Uani 1 1 d . . . . .
N1 N 0.3728(3) 0.2140(2) -0.0460(2) 0.0559(12) Uani 1 1 d . . . . .
N2 N 0.1989(3) 0.2493(2) 0.0559(2) 0.0574(12) Uani 1 1 d . . . . .
N2' N 1.0111(4) -0.3212(3) 0.5402(2) 0.0656(13) Uani 1 1 d . . . . .
C1' C 1.3082(7) -0.2963(4) 0.6148(3) 0.082(2) Uani 1 1 d . . . . .
C1 C 0.4718(5) 0.2479(3) -0.0743(3) 0.0602(15) Uani 1 1 d . . . . .
C2 C 0.5645(5) 0.2026(4) -0.0724(3) 0.0677(16) Uani 1 1 d . . . . .
C2' C 1.4142(7) -0.3174(4) 0.6078(4) 0.091(2) Uani 1 1 d . . . . .
C3 C 0.6605(5) 0.2377(5) -0.0981(3) 0.092(2) Uani 1 1 d . . . . .
H3A H 0.7219 0.2082 -0.0985 0.110 Uiso 1 1 calc R U . . .
C3' C 1.4656(9) -0.3682(5) 0.6614(5) 0.134(4) Uani 1 1 d . . . . .
H3'A H 1.5366 -0.3838 0.6574 0.161 Uiso 1 1 calc R U . . .
C4 C 0.6668(7) 0.3141(6) -0.1227(4) 0.114(3) Uani 1 1 d . . . . .
H4A H 0.7318 0.3364 -0.1393 0.136 Uiso 1 1 calc R U . . .
C4' C 1.4185(13) -0.3959(7) 0.7184(6) 0.154(5) Uani 1 1 d . . . . .
H4'A H 1.4571 -0.4294 0.7529 0.185 Uiso 1 1 calc R U . . .
C5 C 0.5761(7) 0.3575(4) -0.1227(3) 0.095(2) Uani 1 1 d . . . . .
H5A H 0.5808 0.4096 -0.1392 0.114 Uiso 1 1 calc R U . . .
C5' C 1.3143(12) -0.3755(6) 0.7265(5) 0.142(5) Uani 1 1 d . . . . .
H5'A H 1.2811 -0.3959 0.7661 0.170 Uiso 1 1 calc R U . . .
C6 C 0.4770(6) 0.3263(4) -0.0987(3) 0.0761(18) Uani 1 1 d . . . . .
C6' C 1.2560(8) -0.3224(5) 0.6733(4) 0.107(3) Uani 1 1 d . . . . .
C7' C 1.1417(9) -0.2972(6) 0.6800(4) 0.135(4) Uani 1 1 d . . . . .
H7'A H 1.1035 -0.2954 0.6433 0.163 Uiso 1 1 calc R U . . .
C7 C 0.3776(6) 0.3765(3) -0.1020(3) 0.086(2) Uani 1 1 d . . . . .
H7A H 0.3271 0.3468 -0.0687 0.103 Uiso 1 1 calc R U . . .
C8' C 1.0772(10) -0.3496(7) 0.7397(4) 0.223(7) Uani 1 1 d . . . . .
H8'A H 1.0055 -0.3283 0.7393 0.335 Uiso 1 1 calc R U . . .
H8'B H 1.0736 -0.3985 0.7394 0.335 Uiso 1 1 calc R U . . .
H8'C H 1.1129 -0.3541 0.7771 0.335 Uiso 1 1 calc R U . . .
C8 C 0.3208(7) 0.4018(4) -0.1654(4) 0.126(3) Uani 1 1 d . . . . .
H8A H 0.2584 0.4334 -0.1660 0.189 Uiso 1 1 calc R U . . .
H8B H 0.3695 0.4294 -0.1991 0.189 Uiso 1 1 calc R U . . .
H8C H 0.2991 0.3583 -0.1708 0.189 Uiso 1 1 calc R U . . .
C9' C 1.1317(8) -0.2154(6) 0.6775(5) 0.167(5) Uani 1 1 d . . . . .
H9'A H 1.0572 -0.2021 0.6820 0.251 Uiso 1 1 calc R U . . .
H9'B H 1.1719 -0.2136 0.7113 0.251 Uiso 1 1 calc R U . . .
H9'C H 1.1598 -0.1805 0.6378 0.251 Uiso 1 1 calc R U . . .
C9 C 0.4015(8) 0.4473(4) -0.0906(4) 0.126(3) Uani 1 1 d . . . . .
H9A H 0.3358 0.4767 -0.0933 0.190 Uiso 1 1 calc R U . . .
H9B H 0.4314 0.4319 -0.0495 0.190 Uiso 1 1 calc R U . . .
H9C H 0.4521 0.4771 -0.1221 0.190 Uiso 1 1 calc R U . . .
C10' C 1.4740(6) -0.2904(4) 0.5444(4) 0.097(2) Uani 1 1 d . . . . .
H10A H 1.4222 -0.2613 0.5116 0.116 Uiso 1 1 calc R U . . .
C10 C 0.5628(5) 0.1170(4) -0.0435(3) 0.0769(18) Uani 1 1 d . . . . .
H10B H 0.4897 0.1033 -0.0268 0.092 Uiso 1 1 calc R U . . .
C11 C 0.5872(7) 0.0845(5) -0.0941(4) 0.125(3) Uani 1 1 d . . . . .
H11A H 0.5379 0.1076 -0.1282 0.187 Uiso 1 1 calc R U . . .
H11B H 0.6598 0.0948 -0.1098 0.187 Uiso 1 1 calc R U . . .
H11C H 0.5788 0.0311 -0.0752 0.187 Uiso 1 1 calc R U . . .
C11' C 1.5635(6) -0.2371(5) 0.5425(4) 0.124(3) Uani 1 1 d . . . . .
H11D H 1.5325 -0.1968 0.5521 0.187 Uiso 1 1 calc R U . . .
H11E H 1.6172 -0.2648 0.5730 0.187 Uiso 1 1 calc R U . . .
H11F H 1.5964 -0.2167 0.5011 0.187 Uiso 1 1 calc R U . . .
C12' C 1.5215(7) -0.3547(5) 0.5294(4) 0.140(4) Uani 1 1 d . . . . .
H12A H 1.5581 -0.3347 0.4891 0.210 Uiso 1 1 calc R U . . .
H12B H 1.5716 -0.3847 0.5614 0.210 Uiso 1 1 calc R U . . .
H12C H 1.4646 -0.3854 0.5281 0.210 Uiso 1 1 calc R U . . .
C12 C 0.6388(6) 0.0819(4) 0.0110(4) 0.107(3) Uani 1 1 d . . . . .
H12D H 0.6357 0.0280 0.0280 0.160 Uiso 1 1 calc R U . . .
H12E H 0.7111 0.0961 -0.0035 0.160 Uiso 1 1 calc R U . . .
H12F H 0.6182 0.0991 0.0432 0.160 Uiso 1 1 calc R U . . .
C13' C 1.2669(5) -0.1748(4) 0.5306(4) 0.0743(18) Uani 1 1 d . . . . .
C13 C 0.3200(5) 0.1747(3) -0.0728(3) 0.0585(15) Uani 1 1 d . . . . .
C14 C 0.2468(5) 0.1217(3) -0.0372(3) 0.0603(15) Uani 1 1 d . . . . .
C14' C 1.2259(6) -0.1309(5) 0.4701(4) 0.090(2) Uani 1 1 d . . . . .
C15 C 0.1850(5) 0.0807(3) -0.0594(4) 0.0725(18) Uani 1 1 d . . . . .
C15' C 1.2392(7) -0.0566(6) 0.4345(5) 0.106(3) Uani 1 1 d . . . . .
C16 C 0.1961(6) 0.0934(4) -0.1215(4) 0.086(2) Uani 1 1 d . . . . .
C16' C 1.2990(9) -0.0175(5) 0.4587(6) 0.119(3) Uani 1 1 d . . . . .
C17' C 1.3432(7) -0.0547(5) 0.5165(5) 0.101(3) Uani 1 1 d . . . . .
C17 C 0.2657(6) 0.1427(4) -0.1592(4) 0.083(2) Uani 1 1 d . . . . .
C18 C 0.3261(5) 0.1843(4) -0.1369(3) 0.0734(18) Uani 1 1 d . . . . .
C18' C 1.3255(6) -0.1292(4) 0.5519(4) 0.084(2) Uani 1 1 d . . . . .
C19 C 0.0979(4) 0.2167(3) 0.0554(3) 0.0675(17) Uani 1 1 d . . . . .
C19' C 0.9327(5) -0.2817(3) 0.4932(3) 0.0713(17) Uani 1 1 d . . . . .
C20 C 0.0641(5) 0.1558(4) 0.1095(4) 0.080(2) Uani 1 1 d . . . . .
C20' C 0.9043(6) -0.2067(4) 0.4817(4) 0.083(2) Uani 1 1 d . . . . .
C21 C -0.0280(6) 0.1190(4) 0.1078(5) 0.103(3) Uani 1 1 d . . . . .
H21A H -0.0512 0.0784 0.1436 0.124 Uiso 1 1 calc R U . . .
C21' C 0.8345(7) -0.1670(4) 0.4333(5) 0.107(3) Uani 1 1 d . . . . .
H21B H 0.8160 -0.1168 0.4242 0.129 Uiso 1 1 calc R U . . .
C22' C 0.7913(7) -0.2009(5) 0.3978(4) 0.121(3) Uani 1 1 d . . . . .
H22A H 0.7428 -0.1735 0.3662 0.145 Uiso 1 1 calc R U . . .
C22 C -0.0837(7) 0.1432(6) 0.0531(6) 0.126(3) Uani 1 1 d . . . . .
H22B H -0.1447 0.1183 0.0519 0.151 Uiso 1 1 calc R U . . .
C23' C 0.8186(6) -0.2728(5) 0.4085(4) 0.103(2) Uani 1 1 d . . . . .
H23A H 0.7894 -0.2946 0.3841 0.123 Uiso 1 1 calc R U . . .
C23 C -0.0529(6) 0.2020(5) 0.0010(5) 0.115(3) Uani 1 1 d . . . . .
H23B H -0.0937 0.2172 -0.0352 0.138 Uiso 1 1 calc R U . . .
C24' C 0.8909(5) -0.3150(3) 0.4562(3) 0.0740(18) Uani 1 1 d . . . . .
C24 C 0.0402(5) 0.2415(4) -0.0004(4) 0.083(2) Uani 1 1 d . . . . .
C25' C 0.9195(6) -0.3948(4) 0.4658(4) 0.090(2) Uani 1 1 d . . . . .
H25A H 0.9692 -0.4161 0.5011 0.108 Uiso 1 1 calc R U . . .
C25 C 0.0757(6) 0.3057(4) -0.0598(4) 0.100(2) Uani 1 1 d . . . . .
H25B H 0.1531 0.3105 -0.0565 0.120 Uiso 1 1 calc R U . . .
C26' C 0.8239(7) -0.4435(5) 0.4828(5) 0.143(4) Uani 1 1 d . . . . .
H26A H 0.8468 -0.4936 0.4883 0.215 Uiso 1 1 calc R U . . .
H26B H 0.7913 -0.4449 0.5213 0.215 Uiso 1 1 calc R U . . .
H26C H 0.7723 -0.4232 0.4496 0.215 Uiso 1 1 calc R U . . .
C26 C 0.0595(7) 0.2933(5) -0.1202(4) 0.129(3) Uani 1 1 d . . . . .
H26D H 0.0837 0.3361 -0.1562 0.193 Uiso 1 1 calc R U . . .
H26E H 0.1004 0.2489 -0.1176 0.193 Uiso 1 1 calc R U . . .
H26F H -0.0156 0.2872 -0.1242 0.193 Uiso 1 1 calc R U . . .
C27' C 0.9790(7) -0.3979(5) 0.4075(4) 0.127(3) Uani 1 1 d . . . . .
H27A H 1.0400 -0.3665 0.3971 0.190 Uiso 1 1 calc R U . . .
H27B H 1.0032 -0.4489 0.4167 0.190 Uiso 1 1 calc R U . . .
H27C H 0.9309 -0.3802 0.3726 0.190 Uiso 1 1 calc R U . . .
C27 C 0.0200(9) 0.3793(5) -0.0676(5) 0.159(4) Uani 1 1 d . . . . .
H27D H 0.0449 0.4186 -0.1060 0.239 Uiso 1 1 calc R U . . .
H27E H -0.0565 0.3758 -0.0693 0.239 Uiso 1 1 calc R U . . .
H27F H 0.0359 0.3906 -0.0324 0.239 Uiso 1 1 calc R U . . .
C28 C 0.1247(6) 0.1264(4) 0.1719(4) 0.096(2) Uani 1 1 d . . . . .
H28A H 0.1906 0.1546 0.1638 0.116 Uiso 1 1 calc R U . . .
C28' C 0.9438(6) -0.1710(4) 0.5230(4) 0.107(3) Uani 1 1 d . . . . .
H28B H 1.0171 -0.1914 0.5358 0.129 Uiso 1 1 calc R U . . .
C29 C 0.1593(8) 0.0436(5) 0.1957(4) 0.150(4) Uani 1 1 d . . . . .
H29A H 0.2000 0.0350 0.1632 0.224 Uiso 1 1 calc R U . . .
H29B H 0.2033 0.0298 0.2322 0.224 Uiso 1 1 calc R U . . .
H29C H 0.0966 0.0138 0.2068 0.224 Uiso 1 1 calc R U . . .
C29' C 0.9490(8) -0.0841(5) 0.4884(6) 0.168(5) Uani 1 1 d . . . . .
H29D H 0.9746 -0.0645 0.5168 0.253 Uiso 1 1 calc R U . . .
H29E H 0.9974 -0.0716 0.4527 0.253 Uiso 1 1 calc R U . . .
H29F H 0.8784 -0.0625 0.4744 0.253 Uiso 1 1 calc R U . . .
C30' C 0.8723(7) -0.1941(5) 0.5834(5) 0.146(4) Uani 1 1 d . . . . .
H30A H 0.8972 -0.1714 0.6097 0.219 Uiso 1 1 calc R U . . .
H30B H 0.7989 -0.1773 0.5720 0.219 Uiso 1 1 calc R U . . .
H30C H 0.8763 -0.2479 0.6059 0.219 Uiso 1 1 calc R U . . .
C30 C 0.0596(7) 0.1420(6) 0.2228(4) 0.155(4) Uani 1 1 d . . . . .
H30D H 0.0385 0.1946 0.2070 0.233 Uiso 1 1 calc R U . . .
H30E H -0.0035 0.1127 0.2341 0.233 Uiso 1 1 calc R U . . .
H30F H 0.1031 0.1286 0.2594 0.233 Uiso 1 1 calc R U . . .
C31 C 0.2008(5) 0.3103(3) 0.0713(3) 0.0643(16) Uani 1 1 d . . . . .
C31' C 1.0591(6) -0.4337(4) 0.6294(3) 0.0715(17) Uani 1 1 d . . . . .
C32 C 0.1139(6) 0.3465(4) 0.0902(4) 0.085(2) Uani 1 1 d . . . . .
C32' C 1.0435(7) -0.4961(4) 0.6840(4) 0.090(2) Uani 1 1 d . . . . .
C33' C 0.9392(9) -0.5100(4) 0.7068(4) 0.106(3) Uani 1 1 d . . . . .
C33 C 0.1270(7) 0.4065(4) 0.1047(4) 0.105(3) Uani 1 1 d . . . . .
C34' C 0.8565(7) -0.4617(5) 0.6742(4) 0.100(2) Uani 1 1 d . . . . .
C34 C 0.2257(9) 0.4358(4) 0.1012(4) 0.112(3) Uani 1 1 d . . . . .
C35 C 0.3134(7) 0.4035(4) 0.0834(4) 0.097(2) Uani 1 1 d . . . . .
C35' C 0.8768(6) -0.4005(4) 0.6197(4) 0.085(2) Uani 1 1 d . . . . .
C36' C 0.9812(5) -0.3825(4) 0.5935(3) 0.0687(17) Uani 1 1 d . . . . .
C36 C 0.2992(5) 0.3419(3) 0.0695(3) 0.0699(17) Uani 1 1 d . . . . .
C37 C 0.3586(11) 0.1747(7) 0.2545(6) 0.201(6) Uani 1 1 d . . . . .
H37A H 0.3810 0.1332 0.2933 0.241 Uiso 1 1 calc R U . . .
H37B H 0.3208 0.1547 0.2294 0.241 Uiso 1 1 calc R U . . .
C37' C 1.1510(13) -0.2480(9) 0.2453(6) 0.225(7) Uani 1 1 d . . . . .
H37C H 1.1306 -0.2994 0.2569 0.270 Uiso 1 1 calc R U . . .
H37D H 1.2121 -0.2377 0.2161 0.270 Uiso 1 1 calc R U . . .
C38 C 0.2892(11) 0.2288(10) 0.2682(7) 0.221(7) Uani 1 1 d . . . . .
H38A H 0.2348 0.2509 0.2362 0.266 Uiso 1 1 calc R U . . .
H38B H 0.2533 0.2043 0.3089 0.266 Uiso 1 1 calc R U . . .
C38' C 1.0631(17) -0.1964(11) 0.2180(8) 0.292(11) Uani 1 1 d . . . . .
H38C H 1.0890 -0.1526 0.1826 0.350 Uiso 1 1 calc R U . . .
H38D H 1.0116 -0.2200 0.2024 0.350 Uiso 1 1 calc R U . . .
C39 C 0.3536(11) 0.2829(9) 0.2686(8) 0.224(8) Uani 1 1 d . . . . .
H39A H 0.3657 0.2762 0.3116 0.269 Uiso 1 1 calc R U . . .
H39B H 0.3201 0.3326 0.2459 0.269 Uiso 1 1 calc R U . . .
C39' C 1.0132(11) -0.1743(8) 0.2620(6) 0.199(6) Uani 1 1 d . . . . .
H39C H 0.9470 -0.2005 0.2778 0.239 Uiso 1 1 calc R U . . .
H39D H 0.9964 -0.1205 0.2436 0.239 Uiso 1 1 calc R U . . .
C40 C 0.4549(9) 0.2749(6) 0.2381(5) 0.149(4) Uani 1 1 d . . . . .
H40A H 0.4677 0.3207 0.2009 0.179 Uiso 1 1 calc R U . . .
H40B H 0.5141 0.2657 0.2668 0.179 Uiso 1 1 calc R U . . .
C40' C 1.0904(10) -0.1941(6) 0.3121(5) 0.145(4) Uani 1 1 d . . . . .
H40C H 1.1169 -0.1490 0.3135 0.174 Uiso 1 1 calc R U . . .
H40D H 1.0566 -0.2235 0.3526 0.174 Uiso 1 1 calc R U . . .
C41 C 0.6548(7) 0.2808(6) 0.0489(4) 0.120(3) Uani 1 1 d . . . . .
H41A H 0.5873 0.2914 0.0266 0.144 Uiso 1 1 calc R U . . .
H41B H 0.6971 0.2431 0.0396 0.144 Uiso 1 1 calc R U . . .
C41' C 1.3849(14) -0.1205(9) 0.2752(6) 0.247(8) Uani 1 1 d . . . . .
H41C H 1.3124 -0.1001 0.2624 0.296 Uiso 1 1 calc R U . . .
H41D H 1.4193 -0.1320 0.2418 0.296 Uiso 1 1 calc R U . . .
C42 C 0.7135(12) 0.3484(8) 0.0312(6) 0.229(7) Uani 1 1 d . . . . .
H42A H 0.7787 0.3450 0.0080 0.275 Uiso 1 1 calc R U . . .
H42B H 0.6697 0.3915 0.0039 0.275 Uiso 1 1 calc R U . . .
C42' C 1.4452(13) -0.0676(7) 0.2868(10) 0.281(11) Uani 1 1 d . . . . .
H42C H 1.5022 -0.0480 0.2553 0.337 Uiso 1 1 calc R U . . .
H42D H 1.3991 -0.0259 0.2870 0.337 Uiso 1 1 calc R U . . .
C43' C 1.4877(13) -0.1101(13) 0.3464(9) 0.242(8) Uani 1 1 d . . . . .
H43A H 1.5658 -0.1131 0.3431 0.290 Uiso 1 1 calc R U . . .
H43B H 1.4684 -0.0853 0.3742 0.290 Uiso 1 1 calc R U . . .
C43 C 0.7408(10) 0.3587(7) 0.0855(8) 0.179(5) Uani 1 1 d . . . . .
H43C H 0.8179 0.3636 0.0867 0.215 Uiso 1 1 calc R U . . .
H43D H 0.7033 0.4030 0.0868 0.215 Uiso 1 1 calc R U . . .
C44' C 1.4503(13) -0.1798(9) 0.3712(8) 0.239(9) Uani 1 1 d . . . . .
H44A H 1.5097 -0.2167 0.3782 0.287 Uiso 1 1 calc R U . . .
H44B H 1.4143 -0.1894 0.4114 0.287 Uiso 1 1 calc R U . . .
C44 C 0.7070(11) 0.2930(9) 0.1353(6) 0.228(8) Uani 1 1 d . . . . .
H44C H 0.7693 0.2598 0.1537 0.274 Uiso 1 1 calc R U . . .
H44D H 0.6717 0.3057 0.1678 0.274 Uiso 1 1 calc R U . . .
O3 O 0.6300(4) 0.0994(3) 0.2252(2) 0.1093(17) Uani 1 1 d D . . . .
C45 C 0.6545(9) 0.0912(6) 0.2869(4) 0.159(4) Uani 1 1 d D . . . .
H45A H 0.5943 0.0704 0.3156 0.191 Uiso 1 1 calc R U . . .
H45B H 0.6689 0.1397 0.2865 0.191 Uiso 1 1 calc R U . . .
C46 C 0.7500(10) 0.0402(6) 0.3069(5) 0.175(5) Uani 1 1 d D . . . .
H46A H 0.7377 0.0003 0.3483 0.210 Uiso 1 1 calc R U . . .
H46B H 0.8119 0.0674 0.3087 0.210 Uiso 1 1 calc R U . . .
C47 C 0.7687(8) 0.0086(6) 0.2589(5) 0.144(4) Uani 1 1 d D . . . .
H47A H 0.8446 0.0090 0.2471 0.172 Uiso 1 1 calc R U . . .
H47B H 0.7456 -0.0428 0.2751 0.172 Uiso 1 1 calc R U . . .
C48 C 0.7049(8) 0.0570(6) 0.2051(4) 0.138(3) Uani 1 1 d D . . . .
H48A H 0.7513 0.0903 0.1720 0.166 Uiso 1 1 calc R U . . .
H48B H 0.6677 0.0269 0.1885 0.166 Uiso 1 1 calc R U . . .
O1 O 0.4482(5) 0.2132(3) 0.2209(3) 0.1155(18) Uani 1 1 d . . . . .
O1' O 1.1763(5) -0.2367(4) 0.2993(3) 0.134(2) Uani 1 1 d . . . . .
O2 O 0.6357(4) 0.2558(3) 0.1141(3) 0.1178(19) Uani 1 1 d . . . . .
O2' O 1.3815(6) -0.1852(4) 0.3312(3) 0.150(3) Uani 1 1 d . . . . .
O3' O 1.3920(7) -0.3437(5) 0.3331(4) 0.195(3) Uani 1 1 d D . . . .
C45' C 1.4870(11) -0.3373(9) 0.2963(7) 0.331(10) Uani 1 1 d D U . . .
H45C H 1.5199 -0.2900 0.2874 0.397 Uiso 1 1 calc R U . . .
H45D H 1.4708 -0.3393 0.2565 0.397 Uiso 1 1 calc R U . . .
C46' C 1.5629(11) -0.4033(10) 0.3344(9) 0.282(8) Uani 1 1 d D U . . .
H46C H 1.5826 -0.4355 0.3128 0.339 Uiso 1 1 calc R U . . .
H46D H 1.6273 -0.3873 0.3469 0.339 Uiso 1 1 calc R U . . .
C47' C 1.4845(17) -0.4394(11) 0.3893(8) 0.367(12) Uani 1 1 d D U . . .
H47C H 1.5002 -0.4929 0.4125 0.440 Uiso 1 1 calc R U . . .
H47D H 1.4808 -0.4146 0.4179 0.440 Uiso 1 1 calc R U . . .
C48' C 1.3845(16) -0.4230(8) 0.3498(12) 0.420(16) Uani 1 1 d D U . . .
H48C H 1.3935 -0.4365 0.3141 0.505 Uiso 1 1 calc R U . . .
H48D H 1.3200 -0.4440 0.3741 0.505 Uiso 1 1 calc R U . . .
Li1' Li 1.3011(12) -0.2741(9) 0.3500(7) 0.120(5) Uani 1 1 d . . . . .
Li1 Li 0.5407(10) 0.1825(7) 0.1660(6) 0.091(3) 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 N2 1.917(4) . ?
Co1 N1 1.926(5) . ?
Co1 Cl1 2.2647(17) . ?
Co1 F1 2.354(3) . ?
Co1' N1' 1.917(5) . ?
Co1' N2' 1.929(5) . ?
Co1' Cl1' 2.2455(19) . ?
Cl1 Li1 2.382(11) . ?
Cl1' Li1' 2.351(15) . ?
F1 C14 1.359(6) . ?
F1' C14' 1.386(8) . ?
F2 C15 1.331(7) . ?
F2' C15' 1.335(10) . ?
F3 C16 1.370(7) . ?
F3' C16' 1.357(10) . ?
F4 C17 1.345(8) . ?
F4' C17' 1.351(9) . ?
F5' C18' 1.345(8) . ?
F5 C18 1.339(7) . ?
F6' C31' 1.363(7) . ?
F6 C32 1.341(7) . ?
F7' C32' 1.327(8) . ?
F7 C33 1.346(8) . ?
F8 C34 1.357(8) . ?
F8' C33' 1.366(8) . ?
F9' C34' 1.348(8) . ?
F9 C35 1.324(8) . ?
F10 C36 1.360(6) . ?
F10' C35' 1.344(7) . ?
N1' C13' 1.354(8) . ?
N1' C1' 1.458(8) . ?
N1 C13 1.375(6) . ?
N1 C1 1.431(7) . ?
N2 C31 1.379(6) . ?
N2 C19 1.440(7) . ?
N2' C36' 1.377(7) . ?
N2' C19' 1.430(7) . ?
C1' C2' 1.381(10) . ?
C1' C6' 1.387(10) . ?
C1 C6 1.399(8) . ?
C1 C2 1.403(8) . ?
C2 C3 1.395(8) . ?
C2 C10 1.521(8) . ?
C2' C3' 1.385(10) . ?
C2' C10' 1.522(10) . ?
C3 C4 1.364(10) . ?
C3' C4' 1.332(14) . ?
C4 C5 1.372(10) . ?
C4' C5' 1.362(15) . ?
C5 C6 1.395(9) . ?
C5' C6' 1.435(13) . ?
C6 C7 1.517(9) . ?
C6' C7' 1.500(12) . ?
C7' C8' 1.565(11) . ?
C7' C9' 1.571(12) . ?
C7 C8 1.537(9) . ?
C7 C9 1.556(8) . ?
C10' C12' 1.519(10) . ?
C10' C11' 1.550(10) . ?
C10 C12 1.509(8) . ?
C10 C11 1.562(9) . ?
C13' C14' 1.411(10) . ?
C13' C18' 1.424(9) . ?
C13 C14 1.386(8) . ?
C13 C18 1.423(8) . ?
C14 C15 1.393(8) . ?
C14' C15' 1.357(11) . ?
C15 C16 1.364(9) . ?
C15' C16' 1.379(12) . ?
C16 C17 1.333(10) . ?
C16' C17' 1.360(12) . ?
C17' C18' 1.369(10) . ?
C17 C18 1.393(8) . ?
C19 C24 1.397(9) . ?
C19 C20 1.397(9) . ?
C19' C20' 1.402(8) . ?
C19' C24' 1.402(8) . ?
C20 C21 1.395(9) . ?
C20 C28 1.535(10) . ?
C20' C21' 1.380(10) . ?
C20' C28' 1.508(10) . ?
C21 C22 1.363(11) . ?
C21' C22' 1.390(11) . ?
C22' C23' 1.345(10) . ?
C22 C23 1.339(11) . ?
C23' C24' 1.400(9) . ?
C23 C24 1.418(9) . ?
C24' C25' 1.503(8) . ?
C24 C25 1.502(10) . ?
C25' C26' 1.499(10) . ?
C25' C27' 1.538(10) . ?
C25 C27 1.503(10) . ?
C25 C26 1.542(10) . ?
C28 C29 1.518(10) . ?
C28 C30 1.530(10) . ?
C28' C30' 1.546(10) . ?
C28' C29' 1.551(10) . ?
C31 C36 1.390(8) . ?
C31 C32 1.411(8) . ?
C31' C32' 1.364(9) . ?
C31' C36' 1.378(8) . ?
C32 C33 1.363(9) . ?
C32' C33' 1.379(11) . ?
C33' C34' 1.373(11) . ?
C33 C34 1.367(11) . ?
C34' C35' 1.363(10) . ?
C34 C35 1.363(11) . ?
C35 C36 1.388(9) . ?
C35' C36' 1.409(9) . ?
C37 O1 1.397(11) . ?
C37 C38 1.453(15) . ?
C37' O1' 1.411(12) . ?
C37' C38' 1.418(16) . ?
C38 C39 1.363(15) . ?
C38' C39' 1.378(15) . ?
C39 C40 1.452(13) . ?
C39' C40' 1.451(13) . ?
C40 O1 1.423(9) . ?
C40' O1' 1.413(10) . ?
C41 O2 1.403(9) . ?
C41 C42 1.442(12) . ?
C41' O2' 1.392(13) . ?
C41' C42' 1.426(17) . ?
C42 C43 1.414(14) . ?
C42' C43' 1.396(18) . ?
C43' C44' 1.342(19) . ?
C43 C44 1.400(15) . ?
C44' O2' 1.327(15) . ?
C44 O2 1.398(10) . ?
O3 C48 1.402(8) . ?
O3 C45 1.419(8) . ?
O3 Li1 1.958(13) . ?
C45 C46 1.463(10) . ?
C46 C47 1.487(10) . ?
C47 C48 1.451(10) . ?
O1 Li1 1.937(14) . ?
O1' Li1' 1.908(16) . ?
O2 Li1 1.883(14) . ?
O2' Li1' 1.930(17) . ?
O3' C45' 1.410(8) . ?
O3' C48' 1.439(9) . ?
O3' Li1' 1.873(17) . ?
C45' C46' 1.524(9) . ?
C46' C47' 1.520(9) . ?
C47' C48' 1.514(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Co1 N1 124.07(19) . . ?
N2 Co1 Cl1 119.79(15) . . ?
N1 Co1 Cl1 116.10(14) . . ?
N2 Co1 F1 94.90(15) . . ?
N1 Co1 F1 77.41(15) . . ?
Cl1 Co1 F1 95.77(10) . . ?
N1' Co1' N2' 126.3(2) . . ?
N1' Co1' Cl1' 116.12(16) . . ?
N2' Co1' Cl1' 117.56(15) . . ?
Co1 Cl1 Li1 116.6(3) . . ?
Co1' Cl1' Li1' 129.9(4) . . ?
C14 F1 Co1 105.4(3) . . ?
C13' N1' C1' 118.3(5) . . ?
C13' N1' Co1' 123.8(5) . . ?
C1' N1' Co1' 116.5(4) . . ?
C13 N1 C1 118.9(5) . . ?
C13 N1 Co1 117.7(4) . . ?
C1 N1 Co1 122.0(3) . . ?
C31 N2 C19 120.0(5) . . ?
C31 N2 Co1 122.5(4) . . ?
C19 N2 Co1 117.5(3) . . ?
C36' N2' C19' 119.4(5) . . ?
C36' N2' Co1' 119.7(4) . . ?
C19' N2' Co1' 120.2(4) . . ?
C2' C1' C6' 121.8(8) . . ?
C2' C1' N1' 120.2(6) . . ?
C6' C1' N1' 117.9(8) . . ?
C6 C1 C2 120.5(6) . . ?
C6 C1 N1 119.1(6) . . ?
C2 C1 N1 120.1(5) . . ?
C3 C2 C1 118.4(6) . . ?
C3 C2 C10 119.6(6) . . ?
C1 C2 C10 122.0(5) . . ?
C1' C2' C3' 117.2(9) . . ?
C1' C2' C10' 123.4(6) . . ?
C3' C2' C10' 119.4(9) . . ?
C4 C3 C2 121.7(8) . . ?
C4' C3' C2' 123.3(12) . . ?
C3 C4 C5 119.1(7) . . ?
C3' C4' C5' 120.5(13) . . ?
C4 C5 C6 122.2(7) . . ?
C4' C5' C6' 119.4(11) . . ?
C5 C6 C1 117.9(7) . . ?
C5 C6 C7 120.5(6) . . ?
C1 C6 C7 121.5(6) . . ?
C1' C6' C5' 117.7(10) . . ?
C1' C6' C7' 120.9(9) . . ?
C5' C6' C7' 121.5(10) . . ?
C6' C7' C8' 116.4(10) . . ?
C6' C7' C9' 112.8(7) . . ?
C8' C7' C9' 107.6(8) . . ?
C6 C7 C8 111.5(6) . . ?
C6 C7 C9 113.4(6) . . ?
C8 C7 C9 109.0(6) . . ?
C12' C10' C2' 112.9(7) . . ?
C12' C10' C11' 110.4(7) . . ?
C2' C10' C11' 110.0(7) . . ?
C12 C10 C2 111.8(6) . . ?
C12 C10 C11 110.9(6) . . ?
C2 C10 C11 111.7(6) . . ?
N1' C13' C14' 119.7(7) . . ?
N1' C13' C18' 130.2(7) . . ?
C14' C13' C18' 110.1(7) . . ?
N1 C13 C14 120.0(5) . . ?
N1 C13 C18 127.4(5) . . ?
C14 C13 C18 112.5(6) . . ?
F1 C14 C13 117.2(5) . . ?
F1 C14 C15 117.2(6) . . ?
C13 C14 C15 125.6(6) . . ?
C15' C14' F1' 116.6(9) . . ?
C15' C14' C13' 127.4(9) . . ?
F1' C14' C13' 116.0(7) . . ?
F2 C15 C16 122.7(7) . . ?
F2 C15 C14 119.4(7) . . ?
C16 C15 C14 117.9(6) . . ?
F2' C15' C14' 121.1(10) . . ?
F2' C15' C16' 120.7(10) . . ?
C14' C15' C16' 118.2(9) . . ?
C17 C16 C15 120.7(7) . . ?
C17 C16 F3 120.4(8) . . ?
C15 C16 F3 118.8(8) . . ?
F3' C16' C17' 120.7(11) . . ?
F3' C16' C15' 120.2(11) . . ?
C17' C16' C15' 119.1(9) . . ?
F4' C17' C16' 120.1(10) . . ?
F4' C17' C18' 118.8(9) . . ?
C16' C17' C18' 121.0(9) . . ?
C16 C17 F4 121.2(7) . . ?
C16 C17 C18 121.0(7) . . ?
F4 C17 C18 117.8(7) . . ?
F5 C18 C17 117.5(6) . . ?
F5 C18 C13 120.3(6) . . ?
C17 C18 C13 122.2(7) . . ?
F5' C18' C17' 117.2(8) . . ?
F5' C18' C13' 118.7(7) . . ?
C17' C18' C13' 124.1(8) . . ?
C24 C19 C20 120.8(6) . . ?
C24 C19 N2 119.8(6) . . ?
C20 C19 N2 119.1(6) . . ?
C20' C19' C24' 120.5(6) . . ?
C20' C19' N2' 118.3(6) . . ?
C24' C19' N2' 121.0(5) . . ?
C21 C20 C19 119.8(7) . . ?
C21 C20 C28 117.5(7) . . ?
C19 C20 C28 122.8(6) . . ?
C21' C20' C19' 118.2(7) . . ?
C21' C20' C28' 120.4(7) . . ?
C19' C20' C28' 121.3(7) . . ?
C22 C21 C20 119.1(8) . . ?
C20' C21' C22' 121.0(7) . . ?
C23' C22' C21' 121.0(8) . . ?
C23 C22 C21 121.8(9) . . ?
C22' C23' C24' 120.1(8) . . ?
C22 C23 C24 121.8(8) . . ?
C23' C24' C19' 119.1(6) . . ?
C23' C24' C25' 118.0(6) . . ?
C19' C24' C25' 122.9(6) . . ?
C19 C24 C23 116.7(8) . . ?
C19 C24 C25 122.2(6) . . ?
C23 C24 C25 121.2(7) . . ?
C26' C25' C24' 113.1(7) . . ?
C26' C25' C27' 110.2(7) . . ?
C24' C25' C27' 111.3(6) . . ?
C24 C25 C27 112.2(8) . . ?
C24 C25 C26 113.6(6) . . ?
C27 C25 C26 108.4(7) . . ?
C29 C28 C30 110.7(7) . . ?
C29 C28 C20 113.1(7) . . ?
C30 C28 C20 111.6(7) . . ?
C20' C28' C30' 109.3(6) . . ?
C20' C28' C29' 113.0(8) . . ?
C30' C28' C29' 111.4(7) . . ?
N2 C31 C36 118.6(5) . . ?
N2 C31 C32 128.3(6) . . ?
C36 C31 C32 113.0(5) . . ?
F6' C31' C32' 115.4(7) . . ?
F6' C31' C36' 117.5(6) . . ?
C32' C31' C36' 127.1(7) . . ?
F6 C32 C33 116.9(7) . . ?
F6 C32 C31 120.6(6) . . ?
C33 C32 C31 122.5(7) . . ?
F7' C32' C31' 123.1(8) . . ?
F7' C32' C33' 119.4(8) . . ?
C31' C32' C33' 117.5(7) . . ?
F8' C33' C34' 119.0(9) . . ?
F8' C33' C32' 121.6(8) . . ?
C34' C33' C32' 119.4(8) . . ?
F7 C33 C32 119.0(8) . . ?
F7 C33 C34 119.2(8) . . ?
C32 C33 C34 121.8(7) . . ?
F9' C34' C35' 118.6(8) . . ?
F9' C34' C33' 120.9(8) . . ?
C35' C34' C33' 120.5(8) . . ?
F8 C34 C35 118.9(9) . . ?
F8 C34 C33 122.2(8) . . ?
C35 C34 C33 118.9(7) . . ?
F9 C35 C34 121.8(7) . . ?
F9 C35 C36 119.5(8) . . ?
C34 C35 C36 118.7(7) . . ?
F10' C35' C34' 117.1(7) . . ?
F10' C35' C36' 119.6(6) . . ?
C34' C35' C36' 123.3(7) . . ?
N2' C36' C31' 119.7(6) . . ?
N2' C36' C35' 128.1(6) . . ?
C31' C36' C35' 112.2(6) . . ?
F10 C36 C35 117.3(6) . . ?
F10 C36 C31 117.7(5) . . ?
C35 C36 C31 125.0(6) . . ?
O1 C37 C38 106.8(10) . . ?
O1' C37' C38' 104.9(11) . . ?
C39 C38 C37 106.9(12) . . ?
C39' C38' C37' 110.5(13) . . ?
C38 C39 C40 106.7(11) . . ?
C38' C39' C40' 105.2(12) . . ?
O1 C40 C39 108.1(9) . . ?
O1' C40' C39' 107.4(9) . . ?
O2 C41 C42 105.0(8) . . ?
O2' C41' C42' 107.2(11) . . ?
C43 C42 C41 110.3(10) . . ?
C43' C42' C41' 103.2(13) . . ?
C44' C43' C42' 111.1(17) . . ?
C44 C43 C42 103.4(9) . . ?
O2' C44' C43' 108.6(15) . . ?
O2 C44 C43 110.7(10) . . ?
C48 O3 C45 110.2(6) . . ?
C48 O3 Li1 122.2(6) . . ?
C45 O3 Li1 124.3(6) . . ?
O3 C45 C46 107.3(8) . . ?
C45 C46 C47 106.2(8) . . ?
C48 C47 C46 105.5(8) . . ?
O3 C48 C47 108.2(7) . . ?
C37 O1 C40 105.0(7) . . ?
C37 O1 Li1 124.7(7) . . ?
C40 O1 Li1 130.3(7) . . ?
C37' O1' C40' 108.5(8) . . ?
C37' O1' Li1' 127.4(9) . . ?
C40' O1' Li1' 124.0(8) . . ?
C44 O2 C41 106.4(7) . . ?
C44 O2 Li1 125.2(7) . . ?
C41 O2 Li1 128.3(6) . . ?
C44' O2' C41' 108.8(10) . . ?
C44' O2' Li1' 122.7(9) . . ?
C41' O2' Li1' 128.3(10) . . ?
C45' O3' C48' 94.2(12) . . ?
C45' O3' Li1' 133.6(11) . . ?
C48' O3' Li1' 132.0(13) . . ?
O3' C45' C46' 106.9(10) . . ?
C47' C46' C45' 95.7(11) . . ?
C48' C47' C46' 96.3(13) . . ?
O3' C48' C47' 90.2(11) . . ?
O3' Li1' O1' 116.6(9) . . ?
O3' Li1' O2' 107.5(8) . . ?
O1' Li1' O2' 103.7(8) . . ?
O3' Li1' Cl1' 103.3(7) . . ?
O1' Li1' Cl1' 110.1(7) . . ?
O2' Li1' Cl1' 116.1(7) . . ?
O2 Li1 O1 114.6(7) . . ?
O2 Li1 O3 106.7(6) . . ?
O1 Li1 O3 103.2(6) . . ?
O2 Li1 Cl1 118.0(6) . . ?
O1 Li1 Cl1 108.3(5) . . ?
O3 Li1 Cl1 104.4(5) . . ?

_refine_diff_density_max         0.464
_refine_diff_density_min         -0.784
_refine_diff_density_rms         0.059

_shelxl_version_number           2014/6


_chemical_properties_physical    
'Air-sensitive, Moisture-sensitive, Oxygen-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_Complex_6
_database_code_depnum_ccdc_archive 'CCDC 1050088'
_audit_update_record             
;
2015-08-19 deposited with the CCDC.
2015-09-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H33 Co F5 N6'
_chemical_formula_weight         559.49

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'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/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                   17.693(3)
_cell_length_b                   10.1552(17)
_cell_length_c                   15.929(3)
_cell_angle_alpha                90
_cell_angle_beta                 108.922(3)
_cell_angle_gamma                90
_cell_volume                     2707.4(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1005
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      21.09

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_F_000             1164
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    0.692
_shelx_estimated_absorpt_T_min   0.769
_shelx_estimated_absorpt_T_max   0.819
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.082156
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'BRUKER SMART CCD DIFFRACTOMETER'
_diffrn_measurement_method       'OMEGA SCAN'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14467
_diffrn_reflns_av_unetI/netI     0.1014
_diffrn_reflns_av_R_equivalents  0.0946
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.346
_diffrn_reflns_theta_max         25.247
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4905
_reflns_number_gt                2361
_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 CCD DIFFRACTOMETER'
_computing_cell_refinement       'BRUKER SMART CCD DIFFRACTOMETER'
_computing_data_reduction        'BRUKER SMART CCD DIFFRACTOMETER'
_computing_structure_solution    ?
_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)+(0.0483P)²+1.8406P] 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         4905
_refine_ls_number_parameters     335
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1288
_refine_ls_R_factor_gt           0.0584
_refine_ls_wR_factor_ref         0.1569
_refine_ls_wR_factor_gt          0.1229
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_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 1.29451(4) -0.18003(7) 0.73462(5) 0.0508(3) Uani 1 1 d . . . . .
N1 N 1.2372(2) -0.0126(4) 0.7260(2) 0.0448(10) Uani 1 1 d . . . . .
N2 N 1.3789(3) -0.1855(5) 0.6826(4) 0.0821(16) Uani 1 1 d . . . . .
N3 N 1.4019(3) -0.1064(6) 0.6433(4) 0.0827(16) Uani 1 1 d . . . . .
N4 N 1.4265(5) -0.0344(8) 0.6013(5) 0.148(3) Uani 1 1 d . . . . .
N5 N 1.3526(3) -0.2554(5) 0.8657(3) 0.0738(14) Uani 1 1 d D . . . .
N6 N 1.2355(2) -0.3643(4) 0.7105(3) 0.0605(12) Uani 1 1 d . . . . .
F1 F 1.16290(18) 0.2521(3) 0.7005(2) 0.0703(9) Uani 1 1 d . . . . .
F2 F 1.05880(19) 0.3188(3) 0.5480(2) 0.0846(10) Uani 1 1 d . . . . .
F3 F 1.0214(2) 0.1559(4) 0.4045(2) 0.1005(12) Uani 1 1 d . . . . .
F4 F 1.1032(2) -0.0770(3) 0.4191(2) 0.1067(13) Uani 1 1 d . . . . .
F5 F 1.20629(19) -0.1508(3) 0.57262(19) 0.0799(10) Uani 1 1 d . . . . .
C1 C 1.2496(3) 0.0631(5) 0.8059(3) 0.0463(12) Uani 1 1 d . . . . .
C2 C 1.1921(3) 0.0620(5) 0.8479(3) 0.0538(13) Uani 1 1 d . . . . .
C3 C 1.2063(4) 0.1354(6) 0.9259(4) 0.0746(17) Uani 1 1 d . . . . .
H3 H 1.1686 0.1358 0.9553 0.089 Uiso 1 1 calc R U . . .
C4 C 1.2750(4) 0.2062(7) 0.9589(4) 0.088(2) Uani 1 1 d . . . . .
H4 H 1.2831 0.2558 1.0101 0.106 Uiso 1 1 calc R U . . .
C5 C 1.3319(4) 0.2058(6) 0.9185(4) 0.0805(19) Uani 1 1 d . . . . .
H5 H 1.3786 0.2541 0.9429 0.097 Uiso 1 1 calc R U . . .
C6 C 1.3214(3) 0.1337(5) 0.8408(3) 0.0559(14) Uani 1 1 d . . . . .
C7 C 1.3848(3) 0.1331(6) 0.7957(4) 0.0696(17) Uani 1 1 d . . . . .
H7 H 1.3773 0.0516 0.7609 0.083 Uiso 1 1 calc R U . . .
C8 C 1.3751(4) 0.2447(8) 0.7311(5) 0.111(3) Uani 1 1 d . . . . .
H8A H 1.3212 0.2458 0.6909 0.167 Uiso 1 1 calc R U . . .
H8B H 1.4114 0.2330 0.6981 0.167 Uiso 1 1 calc R U . . .
H8C H 1.3864 0.3265 0.7629 0.167 Uiso 1 1 calc R U . . .
C9 C 1.4695(3) 0.1300(9) 0.8594(6) 0.136(3) Uani 1 1 d . . . . .
H9A H 1.4751 0.0584 0.9003 0.205 Uiso 1 1 calc R U . . .
H9B H 1.4811 0.2115 0.8915 0.205 Uiso 1 1 calc R U . . .
H9C H 1.5061 0.1180 0.8267 0.205 Uiso 1 1 calc R U . . .
C10 C 1.1145(3) -0.0158(6) 0.8134(4) 0.0641(15) Uani 1 1 d . . . . .
H10 H 1.1173 -0.0683 0.7629 0.077 Uiso 1 1 calc R U . . .
C11 C 1.1010(4) -0.1098(7) 0.8807(5) 0.110(3) Uani 1 1 d . . . . .
H11A H 1.1463 -0.1671 0.9024 0.164 Uiso 1 1 calc R U . . .
H11B H 1.0540 -0.1614 0.8531 0.164 Uiso 1 1 calc R U . . .
H11C H 1.0941 -0.0608 0.9292 0.164 Uiso 1 1 calc R U . . .
C12 C 1.0420(3) 0.0741(7) 0.7798(4) 0.093(2) Uani 1 1 d . . . . .
H12A H 1.0498 0.1344 0.7370 0.140 Uiso 1 1 calc R U . . .
H12B H 1.0353 0.1225 0.8287 0.140 Uiso 1 1 calc R U . . .
H12C H 0.9952 0.0219 0.7526 0.140 Uiso 1 1 calc R U . . .
C13 C 1.1865(3) 0.0395(5) 0.6480(3) 0.0442(12) Uani 1 1 d . . . . .
C14 C 1.1484(3) 0.1620(5) 0.6341(3) 0.0520(13) Uani 1 1 d . . . . .
C15 C 1.0938(3) 0.1992(5) 0.5545(4) 0.0595(14) Uani 1 1 d . . . . .
C16 C 1.0761(3) 0.1201(6) 0.4823(4) 0.0673(16) Uani 1 1 d . . . . .
C17 C 1.1149(3) 0.0037(6) 0.4901(3) 0.0674(16) Uani 1 1 d . . . . .
C18 C 1.1689(3) -0.0341(5) 0.5695(3) 0.0541(13) Uani 1 1 d . . . . .
C19A C 1.330(3) -0.199(6) 0.938(3) 0.095(10) Uani 0.551(10) 1 d D . P A 1
H19A H 1.2738 -0.2115 0.9269 0.142 Uiso 0.551(10) 1 calc R U P A 1
H19B H 1.3419 -0.1066 0.9428 0.142 Uiso 0.551(10) 1 calc R U P A 1
H19C H 1.3593 -0.2418 0.9928 0.142 Uiso 0.551(10) 1 calc R U P A 1
C20B C 1.4385(12) -0.289(6) 0.887(7) 0.125(12) Uani 0.449(10) 1 d D . P A 2
H20A H 1.4453 -0.3453 0.8417 0.188 Uiso 0.449(10) 1 calc R U P A 2
H20B H 1.4567 -0.3337 0.9432 0.188 Uiso 0.449(10) 1 calc R U P A 2
H20C H 1.4689 -0.2098 0.8904 0.188 Uiso 0.449(10) 1 calc R U P A 2
C21A C 1.3450(9) -0.4011(13) 0.8470(9) 0.088(4) Uani 0.551(10) 1 d . . P A 1
H21A H 1.3818 -0.4264 0.8160 0.106 Uiso 0.551(10) 1 calc R U P A 1
H21B H 1.3598 -0.4487 0.9028 0.106 Uiso 0.551(10) 1 calc R U P A 1
C21B C 1.2951(11) -0.3696(16) 0.8740(12) 0.088(4) Uani 0.449(10) 1 d . . P A 2
H21C H 1.3238 -0.4296 0.9209 0.106 Uiso 0.449(10) 1 calc R U P A 2
H21D H 1.2507 -0.3329 0.8895 0.106 Uiso 0.449(10) 1 calc R U P A 2
C22 C 1.2667(5) -0.4367(7) 0.7953(5) 0.100(2) Uani 1 1 d . . . . .
H22A H 1.2314 -0.4215 0.8298 0.120 Uiso 0.551(10) 1 calc R U P A 1
H22B H 1.2658 -0.5302 0.7826 0.120 Uiso 0.551(10) 1 calc R U P A 1
H22C H 1.2244 -0.4942 0.7996 0.120 Uiso 0.449(10) 1 calc R U P A 2
H22D H 1.3096 -0.4929 0.7909 0.120 Uiso 0.449(10) 1 calc R U P A 2
C23 C 1.2552(4) -0.4381(5) 0.6402(4) 0.0836(19) Uani 1 1 d . . . . .
H23A H 1.2349 -0.3913 0.5850 0.125 Uiso 1 1 calc R U . . .
H23B H 1.2312 -0.5239 0.6340 0.125 Uiso 1 1 calc R U . . .
H23C H 1.3121 -0.4469 0.6559 0.125 Uiso 1 1 calc R U . . .
C24 C 1.1475(3) -0.3563(7) 0.6865(5) 0.111(3) Uani 1 1 d . . . . .
H24A H 1.1262 -0.3095 0.6315 0.166 Uiso 1 1 calc R U . . .
H24B H 1.1338 -0.3106 0.7323 0.166 Uiso 1 1 calc R U . . .
H24C H 1.1255 -0.4436 0.6801 0.166 Uiso 1 1 calc R U . . .
C19B C 1.350(4) -0.170(8) 0.939(4) 0.095(10) Uani 0.449(10) 1 d D . P A 2
H19D H 1.2962 -0.1438 0.9301 0.142 Uiso 0.449(10) 1 calc R U P A 2
H19E H 1.3826 -0.0938 0.9409 0.142 Uiso 0.449(10) 1 calc R U P A 2
H19F H 1.3705 -0.2176 0.9939 0.142 Uiso 0.449(10) 1 calc R U P A 2
C20A C 1.4401(9) -0.234(4) 0.886(6) 0.125(12) Uani 0.551(10) 1 d D . P A 1
H20D H 1.4565 -0.2705 0.8386 0.188 Uiso 0.551(10) 1 calc R U P A 1
H20E H 1.4687 -0.2766 0.9405 0.188 Uiso 0.551(10) 1 calc R U P A 1
H20F H 1.4513 -0.1414 0.8904 0.188 Uiso 0.551(10) 1 calc R U P 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 N2 1.930(6) . ?
Co1 N1 1.961(4) . ?
Co1 N6 2.116(4) . ?
Co1 N5 2.147(5) . ?
N1 C13 1.381(5) . ?
N1 C1 1.441(6) . ?
N2 N3 1.169(7) . ?
N3 N4 1.166(8) . ?
N5 C19A 1.457(13) . ?
N5 C19B 1.463(15) . ?
N5 C20B 1.484(15) . ?
N5 C20A 1.491(14) . ?
N5 C21A 1.507(14) . ?
N5 C21B 1.577(18) . ?
N6 C22 1.478(7) . ?
N6 C24 1.480(6) . ?
N6 C23 1.480(7) . ?
F1 C14 1.359(5) . ?
F2 C15 1.351(5) . ?
F3 C16 1.352(6) . ?
F4 C17 1.357(6) . ?
F5 C18 1.351(5) . ?
C1 C2 1.387(6) . ?
C1 C6 1.407(6) . ?
C2 C3 1.399(7) . ?
C2 C10 1.524(7) . ?
C3 C4 1.363(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.360(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.397(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.517(7) . ?
C7 C8 1.503(8) . ?
C7 C9 1.513(7) . ?
C7 H7 0.9800 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.511(8) . ?
C10 C12 1.522(7) . ?
C10 H10 0.9800 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.398(6) . ?
C13 C18 1.401(6) . ?
C14 C15 1.375(7) . ?
C15 C16 1.353(8) . ?
C16 C17 1.352(7) . ?
C17 C18 1.369(6) . ?
C19A H19A 0.9600 . ?
C19A H19B 0.9600 . ?
C19A H19C 0.9600 . ?
C20B H20A 0.9600 . ?
C20B H20B 0.9600 . ?
C20B H20C 0.9600 . ?
C21A C22 1.410(14) . ?
C21A H21A 0.9700 . ?
C21A H21B 0.9700 . ?
C21B C22 1.372(18) . ?
C21B H21C 0.9700 . ?
C21B H21D 0.9700 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 H22C 0.9700 . ?
C22 H22D 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C19B H19D 0.9600 . ?
C19B H19E 0.9600 . ?
C19B H19F 0.9600 . ?
C20A H20D 0.9600 . ?
C20A H20E 0.9600 . ?
C20A H20F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Co1 N1 116.7(2) . . ?
N2 Co1 N6 107.6(2) . . ?
N1 Co1 N6 122.73(15) . . ?
N2 Co1 N5 102.4(2) . . ?
N1 Co1 N5 116.77(18) . . ?
N6 Co1 N5 85.05(18) . . ?
C13 N1 C1 117.3(4) . . ?
C13 N1 Co1 124.4(3) . . ?
C1 N1 Co1 118.3(3) . . ?
N3 N2 Co1 131.4(5) . . ?
N4 N3 N2 175.4(7) . . ?
C19B N5 C20B 104(5) . . ?
C19A N5 C20A 108(4) . . ?
C19A N5 C21A 121(3) . . ?
C20A N5 C21A 102(2) . . ?
C19B N5 C21B 100(3) . . ?
C20B N5 C21B 117(2) . . ?
C19A N5 Co1 118(3) . . ?
C19B N5 Co1 116(4) . . ?
C20B N5 Co1 116(4) . . ?
C20A N5 Co1 107(3) . . ?
C21A N5 Co1 100.0(6) . . ?
C21B N5 Co1 103.0(6) . . ?
C22 N6 C24 108.3(5) . . ?
C22 N6 C23 109.3(5) . . ?
C24 N6 C23 108.5(5) . . ?
C22 N6 Co1 104.9(4) . . ?
C24 N6 Co1 114.5(4) . . ?
C23 N6 Co1 111.2(3) . . ?
C2 C1 C6 121.5(5) . . ?
C2 C1 N1 119.8(4) . . ?
C6 C1 N1 118.6(4) . . ?
C1 C2 C3 118.4(5) . . ?
C1 C2 C10 123.1(5) . . ?
C3 C2 C10 118.5(5) . . ?
C4 C3 C2 120.3(6) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C5 C4 C3 121.4(6) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C4 C5 C6 120.9(6) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C5 C6 C1 117.5(5) . . ?
C5 C6 C7 121.0(5) . . ?
C1 C6 C7 121.5(5) . . ?
C8 C7 C9 110.1(5) . . ?
C8 C7 C6 112.5(5) . . ?
C9 C7 C6 114.0(6) . . ?
C8 C7 H7 106.6 . . ?
C9 C7 H7 106.6 . . ?
C6 C7 H7 106.6 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C12 108.6(5) . . ?
C11 C10 C2 113.8(5) . . ?
C12 C10 C2 111.9(5) . . ?
C11 C10 H10 107.4 . . ?
C12 C10 H10 107.4 . . ?
C2 C10 H10 107.4 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C13 C14 128.5(4) . . ?
N1 C13 C18 119.4(4) . . ?
C14 C13 C18 112.1(4) . . ?
F1 C14 C15 115.6(5) . . ?
F1 C14 C13 121.1(4) . . ?
C15 C14 C13 123.3(5) . . ?
F2 C15 C16 119.7(5) . . ?
F2 C15 C14 119.0(5) . . ?
C16 C15 C14 121.3(5) . . ?
C17 C16 F3 120.7(6) . . ?
C17 C16 C15 118.1(5) . . ?
F3 C16 C15 121.3(5) . . ?
C16 C17 F4 121.0(5) . . ?
C16 C17 C18 120.7(5) . . ?
F4 C17 C18 118.2(5) . . ?
F5 C18 C17 117.8(5) . . ?
F5 C18 C13 118.1(4) . . ?
C17 C18 C13 124.1(5) . . ?
N5 C19A H19A 109.5 . . ?
N5 C19A H19B 109.5 . . ?
H19A C19A H19B 109.5 . . ?
N5 C19A H19C 109.5 . . ?
H19A C19A H19C 109.5 . . ?
H19B C19A H19C 109.5 . . ?
N5 C20B H20A 109.5 . . ?
N5 C20B H20B 109.5 . . ?
H20A C20B H20B 109.5 . . ?
N5 C20B H20C 109.5 . . ?
H20A C20B H20C 109.5 . . ?
H20B C20B H20C 109.5 . . ?
C22 C21A N5 112.0(10) . . ?
C22 C21A H21A 109.2 . . ?
N5 C21A H21A 109.2 . . ?
C22 C21A H21B 109.2 . . ?
N5 C21A H21B 109.2 . . ?
H21A C21A H21B 107.9 . . ?
C22 C21B N5 110.0(13) . . ?
C22 C21B H21C 109.7 . . ?
N5 C21B H21C 109.7 . . ?
C22 C21B H21D 109.7 . . ?
N5 C21B H21D 109.7 . . ?
H21C C21B H21D 108.2 . . ?
C21B C22 N6 120.4(8) . . ?
C21A C22 N6 114.3(8) . . ?
C21A C22 H22A 108.7 . . ?
N6 C22 H22A 108.7 . . ?
C21A C22 H22B 108.7 . . ?
N6 C22 H22B 108.7 . . ?
H22A C22 H22B 107.6 . . ?
C21B C22 H22C 107.2 . . ?
N6 C22 H22C 107.2 . . ?
C21B C22 H22D 107.2 . . ?
N6 C22 H22D 107.2 . . ?
H22C C22 H22D 106.9 . . ?
N6 C23 H23A 109.5 . . ?
N6 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
N6 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N6 C24 H24A 109.5 . . ?
N6 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N6 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N5 C19B H19D 109.5 . . ?
N5 C19B H19E 109.5 . . ?
H19D C19B H19E 109.5 . . ?
N5 C19B H19F 109.5 . . ?
H19D C19B H19F 109.5 . . ?
H19E C19B H19F 109.5 . . ?
N5 C20A H20D 109.5 . . ?
N5 C20A H20E 109.5 . . ?
H20D C20A H20E 109.5 . . ?
N5 C20A H20F 109.5 . . ?
H20D C20A H20F 109.5 . . ?
H20E C20A H20F 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
C13 N1 C1 C2 78.4(6) . . . . ?
Co1 N1 C1 C2 -102.6(4) . . . . ?
C13 N1 C1 C6 -103.4(5) . . . . ?
Co1 N1 C1 C6 75.6(5) . . . . ?
C6 C1 C2 C3 1.1(7) . . . . ?
N1 C1 C2 C3 179.3(5) . . . . ?
C6 C1 C2 C10 -178.5(5) . . . . ?
N1 C1 C2 C10 -0.4(7) . . . . ?
C1 C2 C3 C4 0.3(8) . . . . ?
C10 C2 C3 C4 179.9(5) . . . . ?
C2 C3 C4 C5 -1.2(10) . . . . ?
C3 C4 C5 C6 0.8(10) . . . . ?
C4 C5 C6 C1 0.6(9) . . . . ?
C4 C5 C6 C7 -180.0(6) . . . . ?
C2 C1 C6 C5 -1.6(7) . . . . ?
N1 C1 C6 C5 -179.7(5) . . . . ?
C2 C1 C6 C7 179.0(5) . . . . ?
N1 C1 C6 C7 0.8(7) . . . . ?
C5 C6 C7 C8 -87.6(7) . . . . ?
C1 C6 C7 C8 91.8(7) . . . . ?
C5 C6 C7 C9 38.7(8) . . . . ?
C1 C6 C7 C9 -141.9(6) . . . . ?
C1 C2 C10 C11 124.6(6) . . . . ?
C3 C2 C10 C11 -55.0(7) . . . . ?
C1 C2 C10 C12 -111.7(6) . . . . ?
C3 C2 C10 C12 68.6(7) . . . . ?
C1 N1 C13 C14 4.6(7) . . . . ?
Co1 N1 C13 C14 -174.3(4) . . . . ?
C1 N1 C13 C18 -176.2(4) . . . . ?
Co1 N1 C13 C18 4.9(6) . . . . ?
N1 C13 C14 F1 4.6(8) . . . . ?
C18 C13 C14 F1 -174.7(4) . . . . ?
N1 C13 C14 C15 -174.6(5) . . . . ?
C18 C13 C14 C15 6.2(7) . . . . ?
F1 C14 C15 F2 -0.6(7) . . . . ?
C13 C14 C15 F2 178.6(5) . . . . ?
F1 C14 C15 C16 177.8(5) . . . . ?
C13 C14 C15 C16 -3.1(8) . . . . ?
F2 C15 C16 C17 177.1(5) . . . . ?
C14 C15 C16 C17 -1.2(9) . . . . ?
F2 C15 C16 F3 -2.8(9) . . . . ?
C14 C15 C16 F3 178.8(5) . . . . ?
F3 C16 C17 F4 3.5(9) . . . . ?
C15 C16 C17 F4 -176.4(5) . . . . ?
F3 C16 C17 C18 -178.4(5) . . . . ?
C15 C16 C17 C18 1.7(9) . . . . ?
C16 C17 C18 F5 -179.2(5) . . . . ?
F4 C17 C18 F5 -1.1(8) . . . . ?
C16 C17 C18 C13 2.1(9) . . . . ?
F4 C17 C18 C13 -179.7(5) . . . . ?
N1 C13 C18 F5 -3.8(7) . . . . ?
C14 C13 C18 F5 175.5(4) . . . . ?
N1 C13 C18 C17 174.9(5) . . . . ?
C14 C13 C18 C17 -5.8(8) . . . . ?
C19A N5 C21A C22 83(3) . . . . ?
C19B N5 C21A C22 96(5) . . . . ?
C20B N5 C21A C22 -163(4) . . . . ?
C20A N5 C21A C22 -158(4) . . . . ?
C21B N5 C21A C22 50.5(11) . . . . ?
Co1 N5 C21A C22 -47.9(11) . . . . ?
C19A N5 C21B C22 156(3) . . . . ?
C19B N5 C21B C22 159(4) . . . . ?
C20B N5 C21B C22 -89(5) . . . . ?
C20A N5 C21B C22 -95(5) . . . . ?
C21A N5 C21B C22 -51.5(12) . . . . ?
Co1 N5 C21B C22 39.4(13) . . . . ?
N5 C21B C22 C21A 50.2(11) . . . . ?
N5 C21B C22 N6 -46.7(16) . . . . ?
N5 C21A C22 C21B -54.6(12) . . . . ?
N5 C21A C22 N6 55.4(14) . . . . ?
C24 N6 C22 C21B -96.5(12) . . . . ?
C23 N6 C22 C21B 145.5(12) . . . . ?
Co1 N6 C22 C21B 26.1(13) . . . . ?
C24 N6 C22 C21A -151.4(9) . . . . ?
C23 N6 C22 C21A 90.6(10) . . . . ?
Co1 N6 C22 C21A -28.7(10) . . . . ?

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
C23 H23A F5 0.96 2.49 3.133(6) 124.3 .
C24 H24A F5 0.96 2.52 3.154(8) 123.6 .
C20A H20D N2 0.96 2.57 3.10(9) 115.0 .

_refine_diff_density_max         0.452
_refine_diff_density_min         -0.401
_refine_diff_density_rms         0.066

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_Complex_2
_database_code_depnum_ccdc_archive 'CCDC 1050089'
_audit_update_record             
;
2015-06-19 deposited with the CCDC.
2015-09-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H41 F5 Li N O3'
_chemical_formula_weight         565.58

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'
Li Li -0.0003 0.0001 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   10.5988(4)
_cell_length_b                   11.3054(4)
_cell_length_c                   14.5494(5)
_cell_angle_alpha                78.4720(10)
_cell_angle_beta                 81.1810(10)
_cell_angle_gamma                67.4930(10)
_cell_volume                     1572.39(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4793
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      22.33

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.195
_exptl_crystal_F_000             600
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.095
_shelx_estimated_absorpt_T_min   0.963
_shelx_estimated_absorpt_T_max   0.981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.718980
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22427
_diffrn_reflns_av_unetI/netI     0.0650
_diffrn_reflns_av_R_equivalents  0.0418
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.434
_diffrn_reflns_theta_max         27.994
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             7465
_reflns_number_gt                2734
_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 SMART'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (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)+(0.1112P)²+0.0187P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.025(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7465
_refine_ls_number_parameters     362
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1766
_refine_ls_R_factor_gt           0.0628
_refine_ls_wR_factor_ref         0.2378
_refine_ls_wR_factor_gt          0.1818
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.009
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.004

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
Li1 Li 1.6710(4) -0.7722(4) 0.2583(3) 0.0777(13) Uani 1 1 d . . . . .
N1 N 1.87654(19) -0.87108(18) 0.24839(14) 0.0596(6) Uani 1 1 d . . . . .
F1 F 1.73122(16) -1.02618(16) 0.31110(13) 0.0959(6) Uani 1 1 d . . . . .
F2 F 1.8439(2) -1.28429(19) 0.34012(17) 0.1292(8) Uani 1 1 d . . . . .
F3 F 2.1217(2) -1.40902(15) 0.31654(17) 0.1349(8) Uani 1 1 d . . . . .
F4 F 2.27877(19) -1.26311(18) 0.25905(19) 0.1401(9) Uani 1 1 d . . . . .
F5 F 2.17260(16) -1.00999(17) 0.22386(17) 0.1213(8) Uani 1 1 d . . . . .
C1 C 1.8699(3) -1.0836(3) 0.29484(18) 0.0631(7) Uani 1 1 d . . . . .
C2 C 1.9264(4) -1.2157(3) 0.3104(2) 0.0770(8) Uani 1 1 d . . . . .
C3 C 2.0632(4) -1.2776(3) 0.2980(2) 0.0849(9) Uani 1 1 d . . . . .
C4 C 2.1409(3) -1.2049(3) 0.2697(2) 0.0827(9) Uani 1 1 d . . . . .
C5 C 2.0838(3) -1.0721(2) 0.2521(2) 0.0704(8) Uani 1 1 d . . . . .
C6 C 1.9430(2) -1.0003(2) 0.26352(16) 0.0529(6) Uani 1 1 d . . . . .
C7 C 1.9522(2) -0.7882(2) 0.22294(19) 0.0572(7) Uani 1 1 d . . . . .
C8 C 1.9874(3) -0.7403(3) 0.2929(2) 0.0720(8) Uani 1 1 d . . . . .
C9 C 2.0468(4) -0.6483(3) 0.2671(3) 0.0951(10) Uani 1 1 d . . . . .
H9A H 2.0702 -0.6166 0.3136 0.114 Uiso 1 1 calc R U . . .
C10 C 2.0720(4) -0.6025(3) 0.1749(3) 0.1058(11) Uani 1 1 d . . . . .
H10A H 2.1094 -0.5382 0.1590 0.127 Uiso 1 1 calc R U . . .
C11 C 2.0423(4) -0.6515(3) 0.1061(3) 0.0934(10) Uani 1 1 d . . . . .
H11A H 2.0630 -0.6222 0.0434 0.112 Uiso 1 1 calc R U . . .
C12 C 1.9815(3) -0.7443(2) 0.1276(2) 0.0707(8) Uani 1 1 d . . . . .
C13 C 1.9518(3) -0.7981(3) 0.0500(2) 0.0888(10) Uani 1 1 d . . . . .
H13A H 1.9186 -0.8674 0.0806 0.107 Uiso 1 1 calc R U . . .
C14 C 1.8407(5) -0.7008(5) -0.0080(3) 0.1418(16) Uani 1 1 d . . . . .
H14A H 1.8265 -0.7404 -0.0560 0.213 Uiso 1 1 calc R U . . .
H14B H 1.7573 -0.6710 0.0317 0.213 Uiso 1 1 calc R U . . .
H14C H 1.8672 -0.6286 -0.0368 0.213 Uiso 1 1 calc R U . . .
C15 C 2.0812(5) -0.8602(6) -0.0113(4) 0.170(2) Uani 1 1 d . . . . .
H15A H 2.1501 -0.9218 0.0278 0.254 Uiso 1 1 calc R U . . .
H15B H 2.0612 -0.9036 -0.0543 0.254 Uiso 1 1 calc R U . . .
H15C H 2.1139 -0.7945 -0.0460 0.254 Uiso 1 1 calc R U . . .
C16 C 1.9616(4) -0.7893(4) 0.3962(2) 0.0986(11) Uani 1 1 d . . . . .
H16A H 1.9081 -0.8444 0.3998 0.118 Uiso 1 1 calc R U . . .
C17 C 1.8792(5) -0.6827(5) 0.4538(3) 0.172(2) Uani 1 1 d . . . . .
H17A H 1.8666 -0.7200 0.5182 0.259 Uiso 1 1 calc R U . . .
H17B H 1.9274 -0.6250 0.4503 0.259 Uiso 1 1 calc R U . . .
H17C H 1.7915 -0.6353 0.4294 0.259 Uiso 1 1 calc R U . . .
C18 C 2.0949(5) -0.8734(4) 0.4401(3) 0.1441(17) Uani 1 1 d . . . . .
H18A H 2.1466 -0.9408 0.4032 0.216 Uiso 1 1 calc R U . . .
H18B H 2.1474 -0.8211 0.4416 0.216 Uiso 1 1 calc R U . . .
H18C H 2.0749 -0.9114 0.5030 0.216 Uiso 1 1 calc R U . . .
C19 C 1.5175(5) -0.5028(4) 0.1419(3) 0.1354(16) Uani 1 1 d . . . . .
H19A H 1.4261 -0.4797 0.1739 0.162 Uiso 1 1 calc R U . . .
H19B H 1.5232 -0.5524 0.0931 0.162 Uiso 1 1 calc R U . . .
C20 C 1.5483(8) -0.3845(6) 0.1005(4) 0.183(3) Uani 1 1 d . . . . .
H20A H 1.5909 -0.3904 0.0368 0.219 Uiso 1 1 calc R U . . .
H20B H 1.4652 -0.3079 0.0993 0.219 Uiso 1 1 calc R U . . .
C21 C 1.6390(7) -0.3796(5) 0.1599(6) 0.208(3) Uani 1 1 d . . . . .
H21A H 1.5977 -0.3011 0.1882 0.250 Uiso 1 1 calc R U . . .
H21B H 1.7231 -0.3779 0.1233 0.250 Uiso 1 1 calc R U . . .
C22 C 1.6687(5) -0.4896(4) 0.2314(3) 0.1469(18) Uani 1 1 d . . . . .
H22A H 1.7669 -0.5302 0.2360 0.176 Uiso 1 1 calc R U . . .
H22B H 1.6253 -0.4642 0.2917 0.176 Uiso 1 1 calc R U . . .
C23 C 1.4255(5) -0.7999(11) 0.2019(6) 0.262(5) Uani 1 1 d . . . . .
H23A H 1.4062 -0.8074 0.2698 0.314 Uiso 1 1 calc R U . . .
H23B H 1.3640 -0.7164 0.1736 0.314 Uiso 1 1 calc R U . . .
C24 C 1.4075(10) -0.8963(13) 0.1704(11) 0.333(7) Uani 1 1 d . . . . .
H24A H 1.3395 -0.8594 0.1248 0.400 Uiso 1 1 calc R U . . .
H24B H 1.3735 -0.9474 0.2227 0.400 Uiso 1 1 calc R U . . .
C25 C 1.5316(10) -0.9778(9) 0.1282(8) 0.259(4) Uani 1 1 d . . . . .
H25A H 1.5178 -0.9958 0.0688 0.311 Uiso 1 1 calc R U . . .
H25B H 1.5709 -1.0589 0.1695 0.311 Uiso 1 1 calc R U . . .
C26 C 1.6183(5) -0.9002(4) 0.1139(3) 0.1262(14) Uani 1 1 d . . . . .
H26A H 1.7117 -0.9546 0.1272 0.151 Uiso 1 1 calc R U . . .
H26B H 1.6189 -0.8558 0.0496 0.151 Uiso 1 1 calc R U . . .
C27 C 1.4478(6) -0.6462(5) 0.4060(4) 0.201(3) Uani 1 1 d . . . . .
H27A H 1.4672 -0.5671 0.3882 0.242 Uiso 1 1 calc R U . . .
H27B H 1.3732 -0.6384 0.3711 0.242 Uiso 1 1 calc R U . . .
C28 C 1.4110(9) -0.6645(7) 0.5011(5) 0.260(5) Uani 1 1 d . . . . .
H28A H 1.3169 -0.6604 0.5118 0.312 Uiso 1 1 calc R U . . .
H28B H 1.4174 -0.5965 0.5294 0.312 Uiso 1 1 calc R U . . .
C29 C 1.5000(8) -0.7881(7) 0.5436(4) 0.234(4) Uani 1 1 d . . . . .
H29A H 1.4481 -0.8416 0.5745 0.281 Uiso 1 1 calc R U . . .
H29B H 1.5511 -0.7782 0.5896 0.281 Uiso 1 1 calc R U . . .
C30 C 1.5917(5) -0.8453(5) 0.4661(4) 0.1604(19) Uani 1 1 d . . . . .
H30A H 1.6863 -0.8710 0.4793 0.192 Uiso 1 1 calc R U . . .
H30B H 1.5767 -0.9217 0.4574 0.192 Uiso 1 1 calc R U . . .
O1 O 1.6179(2) -0.5767(2) 0.20714(15) 0.0990(7) Uani 1 1 d . . . . .
O2 O 1.5598(2) -0.8107(2) 0.1773(2) 0.1140(8) Uani 1 1 d . . . . .
O3 O 1.5647(2) -0.7527(2) 0.38463(16) 0.1134(9) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Li1 O2 1.998(6) . ?
Li1 O3 2.008(5) . ?
Li1 N1 2.030(5) . ?
Li1 O1 2.068(5) . ?
N1 C6 1.345(3) . ?
N1 C7 1.415(3) . ?
F1 C1 1.365(3) . ?
F2 C2 1.350(3) . ?
F3 C3 1.361(3) . ?
F4 C4 1.352(3) . ?
F5 C5 1.348(3) . ?
C1 C2 1.364(4) . ?
C1 C6 1.405(3) . ?
C2 C3 1.348(4) . ?
C3 C4 1.342(4) . ?
C4 C5 1.373(4) . ?
C5 C6 1.402(3) . ?
C7 C8 1.401(4) . ?
C7 C12 1.406(4) . ?
C8 C9 1.374(4) . ?
C8 C16 1.516(4) . ?
C9 C10 1.362(5) . ?
C10 C11 1.364(5) . ?
C11 C12 1.392(4) . ?
C12 C13 1.508(4) . ?
C13 C14 1.500(5) . ?
C13 C15 1.518(5) . ?
C16 C17 1.513(5) . ?
C16 C18 1.521(5) . ?
C19 O1 1.429(4) . ?
C19 C20 1.487(7) . ?
C20 C21 1.410(8) . ?
C21 C22 1.419(6) . ?
C22 O1 1.409(5) . ?
C23 C24 1.348(11) . ?
C23 O2 1.378(6) . ?
C24 C25 1.416(12) . ?
C25 C26 1.463(9) . ?
C26 O2 1.406(4) . ?
C27 C28 1.376(7) . ?
C27 O3 1.404(4) . ?
C28 C29 1.432(8) . ?
C29 C30 1.453(7) . ?
C30 O3 1.401(5) . ?

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
O2 Li1 O3 107.2(2) . . ?
O2 Li1 N1 117.3(2) . . ?
O3 Li1 N1 120.7(3) . . ?
O2 Li1 O1 97.6(2) . . ?
O3 Li1 O1 96.9(2) . . ?
N1 Li1 O1 113.0(3) . . ?
C6 N1 C7 119.73(19) . . ?
C6 N1 Li1 127.7(2) . . ?
C7 N1 Li1 112.6(2) . . ?
C2 C1 F1 118.1(3) . . ?
C2 C1 C6 125.4(2) . . ?
F1 C1 C6 116.5(2) . . ?
C3 C2 F2 120.0(3) . . ?
C3 C2 C1 120.7(3) . . ?
F2 C2 C1 119.2(3) . . ?
C4 C3 C2 117.7(3) . . ?
C4 C3 F3 120.7(3) . . ?
C2 C3 F3 121.5(3) . . ?
C3 C4 F4 119.6(3) . . ?
C3 C4 C5 121.6(3) . . ?
F4 C4 C5 118.8(3) . . ?
F5 C5 C4 116.0(2) . . ?
F5 C5 C6 119.7(2) . . ?
C4 C5 C6 124.3(3) . . ?
N1 C6 C5 129.2(2) . . ?
N1 C6 C1 120.5(2) . . ?
C5 C6 C1 110.3(2) . . ?
C8 C7 C12 119.5(3) . . ?
C8 C7 N1 119.8(2) . . ?
C12 C7 N1 120.4(3) . . ?
C9 C8 C7 119.3(3) . . ?
C9 C8 C16 120.0(3) . . ?
C7 C8 C16 120.7(3) . . ?
C10 C9 C8 121.6(3) . . ?
C9 C10 C11 119.7(3) . . ?
C10 C11 C12 121.5(3) . . ?
C11 C12 C7 118.3(3) . . ?
C11 C12 C13 120.3(3) . . ?
C7 C12 C13 121.4(3) . . ?
C14 C13 C12 113.3(3) . . ?
C14 C13 C15 111.5(4) . . ?
C12 C13 C15 111.5(3) . . ?
C17 C16 C8 113.7(3) . . ?
C17 C16 C18 109.9(3) . . ?
C8 C16 C18 111.4(3) . . ?
O1 C19 C20 106.3(4) . . ?
C21 C20 C19 105.1(4) . . ?
C20 C21 C22 109.7(5) . . ?
O1 C22 C21 107.6(4) . . ?
C24 C23 O2 107.5(7) . . ?
C23 C24 C25 111.4(7) . . ?
C24 C25 C26 102.5(7) . . ?
O2 C26 C25 105.3(5) . . ?
C28 C27 O3 108.8(5) . . ?
C27 C28 C29 109.6(5) . . ?
C28 C29 C30 104.9(5) . . ?
O3 C30 C29 108.1(5) . . ?
C22 O1 C19 106.7(3) . . ?
C22 O1 Li1 127.4(2) . . ?
C19 O1 Li1 125.8(3) . . ?
C23 O2 C26 108.5(4) . . ?
C23 O2 Li1 123.4(4) . . ?
C26 O2 Li1 122.8(3) . . ?
C30 O3 C27 108.1(3) . . ?
C30 O3 Li1 125.8(3) . . ?
C27 O3 Li1 126.1(3) . . ?

_refine_diff_density_max         0.199
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.032

_shelxl_version_number           2014/6


_chemical_properties_physical    
'Air-sensitive, Moisture-sensitive, Oxygen-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_Complex_7
_database_code_depnum_ccdc_archive 'CCDC 1050090'
_audit_update_record             
;
2015-06-19 deposited with the CCDC.
2015-09-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C43 H53 Co F10 N4 Na O'
_chemical_formula_weight         913.81

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'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_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'

_cell_length_a                   12.6998(7)
_cell_length_b                   17.6511(9)
_cell_length_c                   20.9304(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4691.9(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3961
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      21.21

_exptl_crystal_description       block
_exptl_crystal_colour            'greenish blue'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_F_000             1900
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.450
_shelx_estimated_absorpt_T_min   0.877
_shelx_estimated_absorpt_T_max   0.915
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.820908
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24638
_diffrn_reflns_av_unetI/netI     0.1400
_diffrn_reflns_av_R_equivalents  0.0832
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.509
_diffrn_reflns_theta_max         27.911
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             11102
_reflns_number_gt                4830
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.818
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    1.000

_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    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_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] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.55(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         11102
_refine_ls_number_parameters     542
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1754
_refine_ls_R_factor_gt           0.0557
_refine_ls_wR_factor_ref         0.1205
_refine_ls_wR_factor_gt          0.0892
_refine_ls_goodness_of_fit_ref   0.910
_refine_ls_restrained_S_all      0.910
_refine_ls_shift/su_max          0.002
_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 0.48276(5) 0.50255(5) 0.17853(3) 0.0462(2) Uani 1 1 d . . . . .
Na1 Na 0.2871(2) 0.62914(15) 0.23489(13) 0.0729(8) Uani 1 1 d . . . . .
O1 O 0.3769(3) 0.5230(2) 0.23761(18) 0.0568(12) Uani 1 1 d . . . . .
F1 F 0.5428(3) 0.38462(19) 0.21791(15) 0.0645(10) Uani 1 1 d . . . . .
F2 F 0.6198(4) 0.2447(2) 0.23344(19) 0.0859(13) Uani 1 1 d . . . . .
F3 F 0.6040(4) 0.1403(2) 0.1393(2) 0.1047(16) Uani 1 1 d . . . . .
F4 F 0.5049(4) 0.1796(2) 0.0275(2) 0.1029(15) Uani 1 1 d . . . . .
F5 F 0.4318(3) 0.3173(2) 0.00917(17) 0.0839(13) Uani 1 1 d . . . . .
F6 F 0.4514(3) 0.6300(2) 0.14054(17) 0.0698(11) Uani 1 1 d . . . . .
F7 F 0.4637(4) 0.7714(2) 0.0966(3) 0.1124(17) Uani 1 1 d . . . . .
F8 F 0.6485(4) 0.8503(2) 0.1009(3) 0.1195(18) Uani 1 1 d . . . . .
F9 F 0.8199(4) 0.7825(3) 0.1537(3) 0.132(2) Uani 1 1 d . . . . .
F10 F 0.8130(3) 0.6430(2) 0.1970(2) 0.1035(16) Uani 1 1 d . . . . .
N1 N 0.4480(4) 0.4327(3) 0.1091(2) 0.0446(12) Uani 1 1 d . . . . .
N2 N 0.6200(4) 0.5521(3) 0.1849(2) 0.0499(13) Uani 1 1 d . . . . .
N3 N 0.1238(6) 0.6567(4) 0.2920(4) 0.091(2) Uani 1 1 d . . . . .
N4 N 0.1717(5) 0.6815(4) 0.1523(3) 0.0783(18) Uani 1 1 d . . . . .
C1 C 0.3669(5) 0.4513(3) 0.0642(3) 0.0445(15) Uani 1 1 d . . . . .
C2 C 0.3893(5) 0.5028(4) 0.0149(2) 0.0514(15) Uani 1 1 d . . . . .
C3 C 0.3098(6) 0.5218(4) -0.0274(3) 0.069(2) Uani 1 1 d . . . . .
H3A H 0.3236 0.5561 -0.0600 0.082 Uiso 1 1 calc R U . . .
C4 C 0.2114(6) 0.4910(5) -0.0224(3) 0.075(2) Uani 1 1 d . . . . .
H4A H 0.1593 0.5035 -0.0518 0.090 Uiso 1 1 calc R U . . .
C5 C 0.1902(6) 0.4416(4) 0.0266(3) 0.068(2) Uani 1 1 d . . . . .
H5A H 0.1233 0.4206 0.0297 0.081 Uiso 1 1 calc R U . . .
C6 C 0.2653(5) 0.4223(3) 0.0711(3) 0.0552(18) Uani 1 1 d . . . . .
C7 C 0.2355(6) 0.3702(5) 0.1263(4) 0.080(2) Uani 1 1 d . . . . .
H7A H 0.2994 0.3595 0.1509 0.096 Uiso 1 1 calc R U . . .
C8 C 0.1900(9) 0.2937(5) 0.1026(5) 0.148(4) Uani 1 1 d . . . . .
H8A H 0.1723 0.2626 0.1387 0.222 Uiso 1 1 calc R U . . .
H8B H 0.1279 0.3030 0.0776 0.222 Uiso 1 1 calc R U . . .
H8C H 0.2415 0.2683 0.0768 0.222 Uiso 1 1 calc R U . . .
C9 C 0.1568(7) 0.4095(6) 0.1706(4) 0.128(4) Uani 1 1 d . . . . .
H9A H 0.1387 0.3761 0.2051 0.192 Uiso 1 1 calc R U . . .
H9B H 0.1878 0.4549 0.1875 0.192 Uiso 1 1 calc R U . . .
H9C H 0.0944 0.4222 0.1470 0.192 Uiso 1 1 calc R U . . .
C10 C 0.4986(6) 0.5347(4) 0.0062(3) 0.075(2) Uani 1 1 d . . . . .
H10A H 0.5318 0.5357 0.0485 0.090 Uiso 1 1 calc R U . . .
C11 C 0.5644(6) 0.4832(6) -0.0356(4) 0.119(3) Uani 1 1 d . . . . .
H11A H 0.6335 0.5044 -0.0406 0.178 Uiso 1 1 calc R U . . .
H11B H 0.5697 0.4341 -0.0160 0.178 Uiso 1 1 calc R U . . .
H11C H 0.5317 0.4783 -0.0768 0.178 Uiso 1 1 calc R U . . .
C12 C 0.5006(8) 0.6169(5) -0.0200(4) 0.138(4) Uani 1 1 d . . . . .
H12A H 0.5723 0.6334 -0.0243 0.207 Uiso 1 1 calc R U . . .
H12B H 0.4667 0.6183 -0.0610 0.207 Uiso 1 1 calc R U . . .
H12C H 0.4641 0.6498 0.0090 0.207 Uiso 1 1 calc R U . . .
C13 C 0.4828(5) 0.3594(3) 0.1129(3) 0.0469(15) Uani 1 1 d . . . . .
C14 C 0.5334(5) 0.3349(4) 0.1682(3) 0.0505(16) Uani 1 1 d . . . . .
C15 C 0.5731(5) 0.2639(4) 0.1776(3) 0.0587(17) Uani 1 1 d . . . . .
C16 C 0.5656(6) 0.2105(4) 0.1302(4) 0.072(2) Uani 1 1 d . . . . .
C17 C 0.5167(6) 0.2308(4) 0.0750(3) 0.069(2) Uani 1 1 d . . . . .
C18 C 0.4776(5) 0.3023(4) 0.0660(3) 0.0555(17) Uani 1 1 d . . . . .
C19 C 0.7085(5) 0.5106(4) 0.2088(3) 0.0510(16) Uani 1 1 d . . . . .
C20 C 0.7791(5) 0.4744(4) 0.1676(3) 0.0617(19) Uani 1 1 d . . . . .
C21 C 0.8630(6) 0.4354(4) 0.1939(4) 0.080(2) Uani 1 1 d . . . . .
H21A H 0.9103 0.4113 0.1668 0.097 Uiso 1 1 calc R U . . .
C22 C 0.8790(6) 0.4308(4) 0.2588(4) 0.083(2) Uani 1 1 d . . . . .
H22A H 0.9375 0.4058 0.2754 0.099 Uiso 1 1 calc R U . . .
C23 C 0.8073(6) 0.4637(4) 0.2978(3) 0.073(2) Uani 1 1 d . . . . .
H23A H 0.8166 0.4595 0.3418 0.087 Uiso 1 1 calc R U . . .
C24 C 0.7208(5) 0.5033(5) 0.2753(3) 0.0597(16) Uani 1 1 d . . . . .
C25 C 0.6459(6) 0.5402(5) 0.3217(4) 0.083(2) Uani 1 1 d . . . . .
H25A H 0.5817 0.5535 0.2983 0.100 Uiso 1 1 calc R U . . .
C26 C 0.6147(7) 0.4866(7) 0.3763(3) 0.131(4) Uani 1 1 d . . . . .
H26A H 0.5671 0.5122 0.4047 0.197 Uiso 1 1 calc R U . . .
H26B H 0.5808 0.4426 0.3590 0.197 Uiso 1 1 calc R U . . .
H26C H 0.6766 0.4716 0.3994 0.197 Uiso 1 1 calc R U . . .
C27 C 0.6933(8) 0.6128(6) 0.3473(4) 0.133(4) Uani 1 1 d . . . . .
H27A H 0.6451 0.6359 0.3768 0.199 Uiso 1 1 calc R U . . .
H27B H 0.7582 0.6016 0.3688 0.199 Uiso 1 1 calc R U . . .
H27C H 0.7066 0.6469 0.3125 0.199 Uiso 1 1 calc R U . . .
C28 C 0.7663(6) 0.4781(5) 0.0960(3) 0.090(3) Uani 1 1 d . . . . .
H28A H 0.6959 0.4980 0.0867 0.108 Uiso 1 1 calc R U . . .
C29 C 0.7759(8) 0.4008(6) 0.0651(4) 0.121(4) Uani 1 1 d . . . . .
H29A H 0.7673 0.4056 0.0198 0.182 Uiso 1 1 calc R U . . .
H29B H 0.8441 0.3799 0.0743 0.182 Uiso 1 1 calc R U . . .
H29C H 0.7224 0.3679 0.0818 0.182 Uiso 1 1 calc R U . . .
C30 C 0.8479(9) 0.5319(6) 0.0660(4) 0.151(5) Uani 1 1 d . . . . .
H30A H 0.8382 0.5333 0.0206 0.226 Uiso 1 1 calc R U . . .
H30B H 0.8389 0.5819 0.0832 0.226 Uiso 1 1 calc R U . . .
H30C H 0.9176 0.5141 0.0756 0.226 Uiso 1 1 calc R U . . .
C31 C 0.6330(5) 0.6257(4) 0.1677(3) 0.0552(17) Uani 1 1 d . . . . .
C32 C 0.5478(6) 0.6665(4) 0.1433(3) 0.061(2) Uani 1 1 d . . . . .
C33 C 0.5515(7) 0.7402(4) 0.1216(4) 0.076(2) Uani 1 1 d . . . . .
C34 C 0.6424(8) 0.7790(4) 0.1246(4) 0.083(2) Uani 1 1 d . . . . .
C35 C 0.7273(7) 0.7446(5) 0.1496(4) 0.084(2) Uani 1 1 d . . . . .
C36 C 0.7242(6) 0.6719(4) 0.1716(4) 0.072(2) Uani 1 1 d . . . . .
C37 C 0.3516(6) 0.4735(4) 0.2880(3) 0.081(2) Uani 1 1 d . . . . .
H37A H 0.2951 0.4946 0.3127 0.122 Uiso 1 1 calc R U . . .
H37B H 0.3302 0.4254 0.2708 0.122 Uiso 1 1 calc R U . . .
H37C H 0.4122 0.4665 0.3148 0.122 Uiso 1 1 calc R U . . .
C38 C 0.0687(10) 0.5865(6) 0.3031(6) 0.179(5) Uani 1 1 d . . . . .
H38A H 0.1085 0.5557 0.3322 0.269 Uiso 1 1 calc R U . . .
H38B H 0.0008 0.5970 0.3212 0.269 Uiso 1 1 calc R U . . .
H38C H 0.0601 0.5600 0.2634 0.269 Uiso 1 1 calc R U . . .
C39 C 0.1338(9) 0.6982(9) 0.3511(5) 0.183(6) Uani 1 1 d . . . . .
H39A H 0.1705 0.7449 0.3433 0.274 Uiso 1 1 calc R U . . .
H39B H 0.0650 0.7090 0.3678 0.274 Uiso 1 1 calc R U . . .
H39C H 0.1725 0.6684 0.3814 0.274 Uiso 1 1 calc R U . . .
C40 C 0.0625(7) 0.7020(6) 0.2482(5) 0.118(3) Uani 1 1 d . . . . .
H40A H 0.0825 0.7545 0.2542 0.142 Uiso 1 1 calc R U . . .
H40B H -0.0109 0.6976 0.2605 0.142 Uiso 1 1 calc R U . . .
C41 C 0.0701(7) 0.6850(6) 0.1806(5) 0.127(3) Uani 1 1 d . . . . .
H41A H 0.0358 0.6367 0.1733 0.153 Uiso 1 1 calc R U . . .
H41B H 0.0298 0.7230 0.1577 0.153 Uiso 1 1 calc R U . . .
C42 C 0.1698(10) 0.6356(7) 0.0946(5) 0.176(6) Uani 1 1 d . . . . .
H42A H 0.2390 0.6340 0.0763 0.264 Uiso 1 1 calc R U . . .
H42B H 0.1474 0.5852 0.1050 0.264 Uiso 1 1 calc R U . . .
H42C H 0.1216 0.6575 0.0644 0.264 Uiso 1 1 calc R U . . .
C43 C 0.2078(8) 0.7564(6) 0.1348(5) 0.145(4) Uani 1 1 d . . . . .
H43A H 0.2765 0.7528 0.1159 0.217 Uiso 1 1 calc R U . . .
H43B H 0.1597 0.7783 0.1047 0.217 Uiso 1 1 calc R U . . .
H43C H 0.2113 0.7876 0.1723 0.217 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 1.862(4) . ?
Co1 N2 1.955(5) . ?
Co1 N1 1.957(4) . ?
Co1 F1 2.365(3) . ?
Co1 Na1 3.543(3) . ?
Na1 O1 2.193(5) . ?
Na1 N3 2.443(7) . ?
Na1 N4 2.448(7) . ?
Na1 F2 2.450(5) 3_655 ?
Na1 F6 2.873(5) . ?
Na1 F3 2.980(5) 3_655 ?
O1 C37 1.407(7) . ?
F1 C14 1.366(6) . ?
F2 C15 1.353(7) . ?
F2 Na1 2.450(5) 3_645 ?
F3 C16 1.346(8) . ?
F3 Na1 2.980(5) 3_645 ?
F4 C17 1.353(7) . ?
F5 C18 1.350(7) . ?
F6 C32 1.385(7) . ?
F7 C33 1.349(8) . ?
F8 C34 1.355(8) . ?
F9 C35 1.355(9) . ?
F10 C36 1.347(8) . ?
N1 C13 1.370(7) . ?
N1 C1 1.432(7) . ?
N2 C31 1.359(8) . ?
N2 C19 1.431(7) . ?
N3 C38 1.442(11) . ?
N3 C40 1.444(10) . ?
N3 C39 1.444(11) . ?
N4 C41 1.420(10) . ?
N4 C43 1.446(11) . ?
N4 C42 1.455(10) . ?
C1 C6 1.395(8) . ?
C1 C2 1.404(8) . ?
C2 C3 1.385(8) . ?
C2 C10 1.508(9) . ?
C3 C4 1.366(9) . ?
C4 C5 1.372(9) . ?
C5 C6 1.376(8) . ?
C6 C7 1.525(9) . ?
C7 C9 1.530(11) . ?
C7 C8 1.550(11) . ?
C10 C11 1.515(10) . ?
C10 C12 1.551(9) . ?
C13 C14 1.392(7) . ?
C13 C18 1.409(8) . ?
C14 C15 1.366(8) . ?
C15 C16 1.372(9) . ?
C16 C17 1.359(10) . ?
C17 C18 1.370(8) . ?
C19 C20 1.400(8) . ?
C19 C24 1.406(8) . ?
C20 C21 1.383(9) . ?
C20 C28 1.507(9) . ?
C21 C22 1.375(10) . ?
C22 C23 1.354(9) . ?
C23 C24 1.385(8) . ?
C24 C25 1.508(9) . ?
C25 C27 1.513(11) . ?
C25 C26 1.536(11) . ?
C28 C29 1.515(10) . ?
C28 C30 1.540(11) . ?
C31 C32 1.396(9) . ?
C31 C36 1.420(9) . ?
C32 C33 1.378(9) . ?
C33 C34 1.344(11) . ?
C34 C35 1.344(11) . ?
C35 C36 1.363(10) . ?
C40 C41 1.450(12) . ?

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 N2 120.75(19) . . ?
O1 Co1 N1 116.92(19) . . ?
N2 Co1 N1 122.3(2) . . ?
O1 Co1 F1 99.91(15) . . ?
N2 Co1 F1 94.73(17) . . ?
N1 Co1 F1 77.14(16) . . ?
O1 Co1 Na1 31.83(13) . . ?
N2 Co1 Na1 108.67(15) . . ?
N1 Co1 Na1 119.10(15) . . ?
F1 Co1 Na1 131.68(10) . . ?
O1 Na1 N3 126.8(2) . . ?
O1 Na1 N4 130.7(2) . . ?
N3 Na1 N4 76.2(3) . . ?
O1 Na1 F2 116.96(19) . 3_655 ?
N3 Na1 F2 96.4(2) . 3_655 ?
N4 Na1 F2 99.5(2) . 3_655 ?
O1 Na1 F6 69.18(14) . . ?
N3 Na1 F6 162.2(2) . . ?
N4 Na1 F6 87.02(19) . . ?
F2 Na1 F6 80.29(15) 3_655 . ?
O1 Na1 F3 78.01(15) . 3_655 ?
N3 Na1 F3 87.1(2) . 3_655 ?
N4 Na1 F3 151.2(2) . 3_655 ?
F2 Na1 F3 58.81(14) 3_655 3_655 ?
F6 Na1 F3 105.67(14) . 3_655 ?
O1 Na1 Co1 26.59(11) . . ?
N3 Na1 Co1 152.1(2) . . ?
N4 Na1 Co1 115.04(18) . . ?
F2 Na1 Co1 106.08(14) 3_655 . ?
F6 Na1 Co1 42.70(8) . . ?
F3 Na1 Co1 90.60(11) 3_655 . ?
C37 O1 Co1 122.8(4) . . ?
C37 O1 Na1 115.6(4) . . ?
Co1 O1 Na1 121.6(2) . . ?
C14 F1 Co1 105.7(3) . . ?
C15 F2 Na1 130.8(4) . 3_645 ?
C16 F3 Na1 110.8(5) . 3_645 ?
C32 F6 Na1 128.0(4) . . ?
C13 N1 C1 119.1(4) . . ?
C13 N1 Co1 118.6(4) . . ?
C1 N1 Co1 120.4(4) . . ?
C31 N2 C19 119.1(5) . . ?
C31 N2 Co1 121.2(4) . . ?
C19 N2 Co1 119.7(4) . . ?
C38 N3 C40 108.5(9) . . ?
C38 N3 C39 109.9(9) . . ?
C40 N3 C39 108.1(8) . . ?
C38 N3 Na1 108.7(6) . . ?
C40 N3 Na1 104.9(5) . . ?
C39 N3 Na1 116.4(7) . . ?
C41 N4 C43 110.7(7) . . ?
C41 N4 C42 110.8(9) . . ?
C43 N4 C42 107.7(8) . . ?
C41 N4 Na1 105.5(5) . . ?
C43 N4 Na1 109.5(5) . . ?
C42 N4 Na1 112.7(6) . . ?
C6 C1 C2 120.1(6) . . ?
C6 C1 N1 120.9(5) . . ?
C2 C1 N1 118.9(5) . . ?
C3 C2 C1 118.5(6) . . ?
C3 C2 C10 120.3(6) . . ?
C1 C2 C10 121.2(5) . . ?
C4 C3 C2 121.5(6) . . ?
C3 C4 C5 119.2(6) . . ?
C4 C5 C6 121.9(7) . . ?
C5 C6 C1 118.7(6) . . ?
C5 C6 C7 119.4(6) . . ?
C1 C6 C7 121.9(6) . . ?
C6 C7 C9 110.3(6) . . ?
C6 C7 C8 112.1(7) . . ?
C9 C7 C8 110.2(7) . . ?
C2 C10 C11 110.7(6) . . ?
C2 C10 C12 114.0(7) . . ?
C11 C10 C12 110.3(7) . . ?
N1 C13 C14 119.4(5) . . ?
N1 C13 C18 128.3(5) . . ?
C14 C13 C18 112.3(6) . . ?
C15 C14 F1 116.6(6) . . ?
C15 C14 C13 125.1(6) . . ?
F1 C14 C13 118.3(5) . . ?
F2 C15 C14 121.0(6) . . ?
F2 C15 C16 118.9(6) . . ?
C14 C15 C16 120.1(7) . . ?
F3 C16 C17 122.0(8) . . ?
F3 C16 C15 120.3(7) . . ?
C17 C16 C15 117.7(7) . . ?
F4 C17 C16 119.9(7) . . ?
F4 C17 C18 118.3(7) . . ?
C16 C17 C18 121.8(6) . . ?
F5 C18 C17 117.3(6) . . ?
F5 C18 C13 119.6(6) . . ?
C17 C18 C13 123.1(6) . . ?
C20 C19 C24 119.8(6) . . ?
C20 C19 N2 121.5(5) . . ?
C24 C19 N2 118.7(6) . . ?
C21 C20 C19 118.3(6) . . ?
C21 C20 C28 120.1(7) . . ?
C19 C20 C28 121.6(6) . . ?
C22 C21 C20 122.5(7) . . ?
C23 C22 C21 118.1(7) . . ?
C22 C23 C24 123.0(7) . . ?
C23 C24 C19 118.2(6) . . ?
C23 C24 C25 119.9(6) . . ?
C19 C24 C25 121.9(6) . . ?
C24 C25 C27 110.0(7) . . ?
C24 C25 C26 112.1(7) . . ?
C27 C25 C26 111.2(7) . . ?
C20 C28 C29 112.1(7) . . ?
C20 C28 C30 111.1(7) . . ?
C29 C28 C30 109.1(7) . . ?
N2 C31 C32 119.8(6) . . ?
N2 C31 C36 129.3(6) . . ?
C32 C31 C36 110.9(6) . . ?
C33 C32 F6 117.2(7) . . ?
C33 C32 C31 125.5(7) . . ?
F6 C32 C31 117.3(6) . . ?
C34 C33 F7 121.4(7) . . ?
C34 C33 C32 119.6(8) . . ?
F7 C33 C32 119.0(7) . . ?
C35 C34 C33 118.5(7) . . ?
C35 C34 F8 121.1(8) . . ?
C33 C34 F8 120.3(9) . . ?
C34 C35 F9 119.8(8) . . ?
C34 C35 C36 122.2(8) . . ?
F9 C35 C36 117.9(8) . . ?
F10 C36 C35 117.7(7) . . ?
F10 C36 C31 119.3(6) . . ?
C35 C36 C31 123.0(7) . . ?
N3 C40 C41 118.0(8) . . ?
N4 C41 C40 118.4(8) . . ?

_refine_diff_density_max         0.242
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.044

_shelxl_version_number           2014/6


_chemical_properties_physical    
'Air-sensitive, Moisture-sensitive, Oxygen-sensitive'
