# Electronic Supplementary Material (ESI) for Sustainable Energy & Fuels.
# This journal is © The Royal Society of Chemistry 2017

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

data_cw213
_database_code_depnum_ccdc_archive 'CCDC 1564999'
_audit_update_record             
;
2017-07-26 deposited with the CCDC.
2018-01-03 downloaded from the CCDC.
;
_audit_creation_date             2016-08-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H20 Co N6 O2, 2(B F4)'
_chemical_formula_sum            'C20 H20 B2 Co F8 N6 O2'
_chemical_formula_weight         608.97
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Co N6 O2 C20 H20 B2 F8'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   11.3282(2)
_cell_length_b                   14.2177(3)
_cell_length_c                   14.6725(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.096(2)
_cell_angle_gamma                90
_cell_volume                     2339.63(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3758
_cell_measurement_temperature    149.95(10)
_cell_measurement_theta_max      32.4350
_cell_measurement_theta_min      2.3090
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.831
_exptl_absorpt_correction_T_max  0.982
_exptl_absorpt_correction_T_min  0.936
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41r (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'translucent intense orange'
_exptl_crystal_density_diffrn    1.729
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1228
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 -1 1 0.0200
-1 1 -1 0.1332
-1 -1 -1 0.2904
1 1 1 0.1624
-1 -1 5 0.0482
1 1 -5 0.0482
0 1 0 0.2315
0 -1 0 0.2695
-1 0 1 0.1315

_exptl_crystal_size_max          0.556
_exptl_crystal_size_mid          0.231
_exptl_crystal_size_min          0.096
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.9952 -0.9969 0.9974 -0.0508 0.0776 0.0326
-0.9952 0.9969 -0.9974 0.0508 -0.0776 -0.0326
-0.9951 -0.9964 -0.9966 0.0469 -0.0574 0.0646
0.9951 0.9964 0.9966 -0.0469 0.0574 -0.0646
-0.9995 -0.9976 4.9800 -0.2423 -0.0223 0.0460
0.9995 0.9976 -4.9800 0.2423 0.0223 -0.0460
-0.0000 0.9966 -0.0004 0.0019 -0.0101 -0.0486
0.0000 -0.9966 0.0004 -0.0019 0.0101 0.0486
-0.9966 -0.0002 0.9952 -0.0476 -0.0558 0.0098

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0260
_diffrn_reflns_av_unetI/netI     0.0428
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            14576
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         30.505
_diffrn_reflns_theta_min         2.004
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.95(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9653
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      0.00  98.00   1.00   10.00    --   25.72  37.00  30.00   98
  2  ω     16.00  76.00   1.00   10.00    --   25.72-126.00 134.00   60
  3  ω     -9.00  90.00   1.00   10.00    --   25.72  19.00 150.00   99
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0005906000
_diffrn_orient_matrix_UB_12      0.0019135000
_diffrn_orient_matrix_UB_13      -0.0483800000
_diffrn_orient_matrix_UB_21      0.0618958000
_diffrn_orient_matrix_UB_22      -0.0101669000
_diffrn_orient_matrix_UB_23      0.0059091000
_diffrn_orient_matrix_UB_31      -0.0129337000
_diffrn_orient_matrix_UB_32      -0.0487984000
_diffrn_orient_matrix_UB_33      -0.0031409000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5598
_reflns_number_total             7081
_reflns_odcompleteness_completeness 99.14
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.44
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.369
_refine_diff_density_min         -0.433
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     451
_refine_ls_number_reflns         7081
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0547
_refine_ls_R_factor_gt           0.0384
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0313P)²+0.7437P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0781
_refine_ls_wR_factor_ref         0.0846
_refine_special_details          ?
_olex2_refinement_description    
;
1. Others
 Sof(F13B)=Sof(F14B)=1-FVAR(1)
 Sof(F13)=Sof(F14)=FVAR(1)
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.31369(2) 0.67789(2) 0.42065(2) 0.01591(6) Uani 1 1 d . . . . .
O1 O 0.16425(13) 0.68387(10) 0.31198(10) 0.0283(3) Uani 1 1 d . . . . .
H1A H 0.174(2) 0.6778(15) 0.2608(17) 0.037(7) Uiso 1 1 d . . . . .
H1B H 0.097(2) 0.6974(15) 0.3182(15) 0.034(6) Uiso 1 1 d . . . . .
O2 O 0.45610(12) 0.64702(9) 0.53214(9) 0.0224(3) Uani 1 1 d . . . . .
H2A H 0.430(3) 0.6601(17) 0.5789(19) 0.054(8) Uiso 1 1 d . . . . .
H2B H 0.520(2) 0.6699(16) 0.5319(16) 0.039(7) Uiso 1 1 d . . . . .
N1 N 0.21390(12) 0.59911(9) 0.50404(9) 0.0178(3) Uani 1 1 d . . . . .
N2 N 0.08406(14) 0.72434(10) 0.52712(11) 0.0231(3) Uani 1 1 d . . . . .
H2 H 0.0213(19) 0.7337(14) 0.5456(14) 0.024(5) Uiso 1 1 d . . . . .
N3 N 0.24328(12) 0.79949(9) 0.46943(9) 0.0178(3) Uani 1 1 d . . . . .
N4 N 0.42763(12) 0.77944(9) 0.37924(9) 0.0176(3) Uani 1 1 d . . . . .
N5 N 0.55184(13) 0.67275(10) 0.31439(11) 0.0221(3) Uani 1 1 d . . . . .
H5 H 0.613(2) 0.6712(14) 0.2909(15) 0.030(6) Uiso 1 1 d . . . . .
N6 N 0.38077(12) 0.58247(9) 0.33231(9) 0.0179(3) Uani 1 1 d . . . . .
C1 C 0.24630(16) 0.50786(12) 0.52312(12) 0.0210(3) Uani 1 1 d . . . . .
H1 H 0.3144(17) 0.4875(12) 0.4985(12) 0.013(4) Uiso 1 1 d . . . . .
C2 C 0.18650(17) 0.44922(13) 0.57448(12) 0.0248(4) Uani 1 1 d . . . . .
H2C H 0.2143(19) 0.3859(15) 0.5836(14) 0.031(6) Uiso 1 1 d . . . . .
C3 C 0.08875(18) 0.48437(13) 0.61091(13) 0.0263(4) Uani 1 1 d . . . . .
H3 H 0.043(2) 0.4473(14) 0.6488(14) 0.033(6) Uiso 1 1 d . . . . .
C4 C 0.05601(16) 0.57596(13) 0.59479(12) 0.0234(4) Uani 1 1 d . . . . .
H4 H -0.0056(19) 0.6024(14) 0.6187(13) 0.027(5) Uiso 1 1 d . . . . .
C5 C 0.12071(15) 0.63172(11) 0.54106(11) 0.0191(3) Uani 1 1 d . . . . .
C6 C 0.14570(15) 0.80486(11) 0.51010(11) 0.0198(3) Uani 1 1 d . . . . .
C7 C 0.10013(17) 0.89099(13) 0.53642(13) 0.0244(4) Uani 1 1 d . . . . .
H7 H 0.0324(19) 0.8910(13) 0.5665(14) 0.027(5) Uiso 1 1 d . . . . .
C8 C 0.15824(18) 0.97153(13) 0.51911(13) 0.0269(4) Uani 1 1 d . . . . .
H8 H 0.131(2) 1.0292(14) 0.5359(14) 0.032(6) Uiso 1 1 d . . . . .
C9 C 0.25880(17) 0.96767(12) 0.47538(13) 0.0247(4) Uani 1 1 d . . . . .
H9 H 0.2970(18) 1.0225(14) 0.4605(14) 0.027(5) Uiso 1 1 d . . . . .
C10 C 0.29916(15) 0.88067(11) 0.45154(11) 0.0197(3) Uani 1 1 d . . . . .
C11 C 0.40420(15) 0.86941(11) 0.40329(11) 0.0189(3) Uani 1 1 d . . . . .
C12 C 0.47423(18) 0.94384(12) 0.38362(12) 0.0251(4) Uani 1 1 d . . . . .
H12 H 0.4559(19) 1.0042(14) 0.4011(14) 0.033(6) Uiso 1 1 d . . . . .
C13 C 0.57382(18) 0.92598(13) 0.34090(13) 0.0268(4) Uani 1 1 d . . . . .
H13 H 0.6247(19) 0.9769(14) 0.3254(14) 0.032(6) Uiso 1 1 d . . . . .
C14 C 0.59926(17) 0.83573(13) 0.31848(13) 0.0246(4) Uani 1 1 d . . . . .
H14 H 0.661(2) 0.8214(14) 0.2919(14) 0.029(6) Uiso 1 1 d . . . . .
C15 C 0.52321(15) 0.76349(11) 0.33821(11) 0.0191(3) Uani 1 1 d . . . . .
C16 C 0.48489(15) 0.59151(11) 0.30068(11) 0.0188(3) Uani 1 1 d . . . . .
C17 C 0.53193(17) 0.51949(12) 0.25097(12) 0.0239(4) Uani 1 1 d . . . . .
H17 H 0.6044(19) 0.5274(13) 0.2322(13) 0.025(5) Uiso 1 1 d . . . . .
C18 C 0.46725(18) 0.43905(12) 0.23146(12) 0.0257(4) Uani 1 1 d . . . . .
H18 H 0.498(2) 0.3954(15) 0.1971(15) 0.034(6) Uiso 1 1 d . . . . .
C19 C 0.35703(17) 0.43008(12) 0.26112(12) 0.0235(4) Uani 1 1 d . . . . .
H19 H 0.3088(18) 0.3757(14) 0.2484(13) 0.026(5) Uiso 1 1 d . . . . .
C20 C 0.31776(16) 0.50229(12) 0.31055(12) 0.0211(3) Uani 1 1 d . . . . .
H20 H 0.2443(17) 0.5002(12) 0.3329(12) 0.017(5) Uiso 1 1 d . . . . .
F11 F 0.18569(12) 0.79130(10) 0.04016(10) 0.0533(4) Uani 1 1 d . . . . .
F12 F 0.21377(12) 0.66554(8) 0.13434(8) 0.0393(3) Uani 1 1 d . . . . .
B2 B 0.26942(19) 0.73412(15) 0.08844(16) 0.0261(4) Uani 1 1 d . . . . .
F13 F 0.3483(7) 0.6986(6) 0.0401(9) 0.0403(14) Uani 0.57(4) 1 d . . P A 1
F14 F 0.3278(11) 0.7968(5) 0.1569(5) 0.0456(13) Uani 0.57(4) 1 d . . P A 1
F13B F 0.3193(19) 0.6875(8) 0.0123(13) 0.045(3) Uani 0.43(4) 1 d . . P A 2
F14B F 0.3614(15) 0.7728(15) 0.1407(11) 0.053(4) Uani 0.43(4) 1 d . . P A 2
F1 F 0.33089(11) 0.70270(8) 0.67842(8) 0.0326(3) Uani 1 1 d . . . . .
F2 F 0.43780(11) 0.83607(8) 0.66794(8) 0.0361(3) Uani 1 1 d . . . . .
F3 F 0.26233(10) 0.84179(8) 0.72551(8) 0.0341(3) Uani 1 1 d . . . . .
F4 F 0.42388(9) 0.77269(7) 0.80784(7) 0.0271(2) Uani 1 1 d . . . . .
B1 B 0.36436(17) 0.78905(14) 0.71905(13) 0.0205(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O1 2.1575(13) . ?
Co1 O2 2.1745(13) . ?
Co1 N1 2.1022(14) . ?
Co1 N3 2.0733(13) . ?
Co1 N4 2.0834(14) . ?
Co1 N6 2.0917(14) . ?
O1 H1A 0.78(2) . ?
O1 H1B 0.80(3) . ?
O2 H2A 0.81(3) . ?
O2 H2B 0.80(3) . ?
N1 C1 1.366(2) . ?
N1 C5 1.336(2) . ?
N2 H2 0.81(2) . ?
N2 C5 1.387(2) . ?
N2 C6 1.382(2) . ?
N3 C6 1.330(2) . ?
N3 C10 1.360(2) . ?
N4 C11 1.363(2) . ?
N4 C15 1.330(2) . ?
N5 H5 0.82(2) . ?
N5 C15 1.387(2) . ?
N5 C16 1.381(2) . ?
N6 C16 1.333(2) . ?
N6 C20 1.359(2) . ?
C1 H1 0.942(18) . ?
C1 C2 1.366(2) . ?
C2 H2C 0.96(2) . ?
C2 C3 1.389(3) . ?
C3 H3 0.97(2) . ?
C3 C4 1.365(3) . ?
C4 H4 0.91(2) . ?
C4 C5 1.396(2) . ?
C6 C7 1.404(2) . ?
C7 H7 0.94(2) . ?
C7 C8 1.362(3) . ?
C8 H8 0.92(2) . ?
C8 C9 1.385(3) . ?
C9 H9 0.93(2) . ?
C9 C10 1.381(2) . ?
C10 C11 1.477(2) . ?
C11 C12 1.377(2) . ?
C12 H12 0.93(2) . ?
C12 C13 1.389(3) . ?
C13 H13 0.97(2) . ?
C13 C14 1.365(3) . ?
C14 H14 0.87(2) . ?
C14 C15 1.397(2) . ?
C16 C17 1.405(2) . ?
C17 H17 0.91(2) . ?
C17 C18 1.367(3) . ?
C18 H18 0.90(2) . ?
C18 C19 1.385(3) . ?
C19 H19 0.95(2) . ?
C19 C20 1.367(2) . ?
C20 H20 0.937(19) . ?
F11 B2 1.369(2) . ?
F12 B2 1.386(2) . ?
B2 F13 1.317(9) . ?
B2 F14 1.433(6) . ?
B2 F13B 1.478(12) . ?
B2 F14B 1.324(7) . ?
F1 B1 1.394(2) . ?
F2 B1 1.370(2) . ?
F3 B1 1.392(2) . ?
F4 B1 1.399(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Co1 O2 170.31(5) . . ?
N1 Co1 O1 91.20(6) . . ?
N1 Co1 O2 81.80(5) . . ?
N3 Co1 O1 85.54(5) . . ?
N3 Co1 O2 100.91(5) . . ?
N3 Co1 N1 88.79(5) . . ?
N3 Co1 N4 78.87(6) . . ?
N3 Co1 N6 161.05(5) . . ?
N4 Co1 O1 102.18(5) . . ?
N4 Co1 O2 86.26(5) . . ?
N4 Co1 N1 160.90(5) . . ?
N4 Co1 N6 88.55(5) . . ?
N6 Co1 O1 83.30(5) . . ?
N6 Co1 O2 92.26(5) . . ?
N6 Co1 N1 106.69(5) . . ?
Co1 O1 H1A 120.5(18) . . ?
Co1 O1 H1B 125.7(16) . . ?
H1A O1 H1B 114(2) . . ?
Co1 O2 H2A 105.5(19) . . ?
Co1 O2 H2B 119.6(17) . . ?
H2A O2 H2B 111(2) . . ?
C1 N1 Co1 118.30(11) . . ?
C5 N1 Co1 124.89(11) . . ?
C5 N1 C1 116.80(15) . . ?
C5 N2 H2 111.5(14) . . ?
C6 N2 H2 114.6(14) . . ?
C6 N2 C5 131.66(15) . . ?
C6 N3 Co1 125.95(11) . . ?
C6 N3 C10 118.48(14) . . ?
C10 N3 Co1 115.41(11) . . ?
C11 N4 Co1 115.07(11) . . ?
C15 N4 Co1 126.22(11) . . ?
C15 N4 C11 118.54(14) . . ?
C15 N5 H5 111.9(15) . . ?
C16 N5 H5 113.5(15) . . ?
C16 N5 C15 132.19(15) . . ?
C16 N6 Co1 124.72(11) . . ?
C16 N6 C20 117.41(15) . . ?
C20 N6 Co1 117.71(12) . . ?
N1 C1 H1 115.1(11) . . ?
C2 C1 N1 123.55(17) . . ?
C2 C1 H1 121.4(10) . . ?
C1 C2 H2C 118.2(13) . . ?
C1 C2 C3 118.49(17) . . ?
C3 C2 H2C 123.3(13) . . ?
C2 C3 H3 123.0(13) . . ?
C4 C3 C2 119.24(17) . . ?
C4 C3 H3 117.7(13) . . ?
C3 C4 H4 122.3(13) . . ?
C3 C4 C5 119.20(17) . . ?
C5 C4 H4 118.5(13) . . ?
N1 C5 N2 120.44(16) . . ?
N1 C5 C4 122.68(15) . . ?
N2 C5 C4 116.88(16) . . ?
N2 C6 C7 117.26(16) . . ?
N3 C6 N2 120.44(15) . . ?
N3 C6 C7 122.30(16) . . ?
C6 C7 H7 119.1(12) . . ?
C8 C7 C6 118.41(18) . . ?
C8 C7 H7 122.5(12) . . ?
C7 C8 H8 120.4(14) . . ?
C7 C8 C9 120.23(17) . . ?
C9 C8 H8 119.4(14) . . ?
C8 C9 H9 120.9(13) . . ?
C10 C9 C8 118.44(17) . . ?
C10 C9 H9 120.6(13) . . ?
N3 C10 C9 122.12(17) . . ?
N3 C10 C11 115.41(14) . . ?
C9 C10 C11 122.46(16) . . ?
N4 C11 C10 115.18(14) . . ?
N4 C11 C12 121.87(16) . . ?
C12 C11 C10 122.95(15) . . ?
C11 C12 H12 119.7(14) . . ?
C11 C12 C13 118.84(17) . . ?
C13 C12 H12 121.4(14) . . ?
C12 C13 H13 121.1(12) . . ?
C14 C13 C12 119.54(17) . . ?
C14 C13 H13 119.4(13) . . ?
C13 C14 H14 122.6(14) . . ?
C13 C14 C15 118.93(18) . . ?
C15 C14 H14 118.5(14) . . ?
N4 C15 N5 120.45(15) . . ?
N4 C15 C14 122.24(16) . . ?
N5 C15 C14 117.31(16) . . ?
N5 C16 C17 116.40(16) . . ?
N6 C16 N5 121.64(15) . . ?
N6 C16 C17 121.95(16) . . ?
C16 C17 H17 119.5(12) . . ?
C18 C17 C16 119.16(18) . . ?
C18 C17 H17 121.3(12) . . ?
C17 C18 H18 117.2(14) . . ?
C17 C18 C19 119.46(17) . . ?
C19 C18 H18 123.3(14) . . ?
C18 C19 H19 122.1(12) . . ?
C20 C19 C18 118.22(17) . . ?
C20 C19 H19 119.6(12) . . ?
N6 C20 C19 123.73(17) . . ?
N6 C20 H20 114.0(11) . . ?
C19 C20 H20 122.3(11) . . ?
F11 B2 F12 109.86(16) . . ?
F11 B2 F14 102.2(5) . . ?
F11 B2 F13B 100.7(8) . . ?
F12 B2 F14 107.1(3) . . ?
F12 B2 F13B 107.5(5) . . ?
F13 B2 F11 115.0(5) . . ?
F13 B2 F12 112.4(4) . . ?
F13 B2 F14 109.6(3) . . ?
F14B B2 F11 119.0(10) . . ?
F14B B2 F12 112.7(4) . . ?
F14B B2 F13B 105.7(5) . . ?
F1 B1 F4 108.54(15) . . ?
F2 B1 F1 110.20(15) . . ?
F2 B1 F3 110.39(15) . . ?
F2 B1 F4 109.91(15) . . ?
F3 B1 F1 108.97(15) . . ?
F3 B1 F4 108.78(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
O1 H1A F12 0.78(2) 1.98(3) 2.7546(19) 175(2) .
O1 H1B F4 0.80(3) 1.99(3) 2.7845(18) 169(2) 4_575
O2 H2A F1 0.81(3) 2.05(3) 2.8465(18) 168(3) .
O2 H2B F11 0.80(3) 1.94(3) 2.7314(19) 172(2) 4_676

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Co1 N1 C1 C2 -178.30(13) . . . . ?
Co1 N1 C5 N2 -1.1(2) . . . . ?
Co1 N1 C5 C4 178.88(12) . . . . ?
Co1 N3 C6 N2 3.0(2) . . . . ?
Co1 N3 C6 C7 -176.23(12) . . . . ?
Co1 N3 C10 C9 176.53(13) . . . . ?
Co1 N3 C10 C11 -2.25(17) . . . . ?
Co1 N4 C11 C10 -2.27(17) . . . . ?
Co1 N4 C11 C12 177.69(13) . . . . ?
Co1 N4 C15 N5 3.6(2) . . . . ?
Co1 N4 C15 C14 -175.54(12) . . . . ?
Co1 N6 C16 N5 -8.7(2) . . . . ?
Co1 N6 C16 C17 171.88(12) . . . . ?
Co1 N6 C20 C19 -173.39(13) . . . . ?
N1 C1 C2 C3 -1.3(3) . . . . ?
N2 C6 C7 C8 -179.01(16) . . . . ?
N3 C6 C7 C8 0.2(3) . . . . ?
N3 C10 C11 N4 3.0(2) . . . . ?
N3 C10 C11 C12 -176.96(15) . . . . ?
N4 C11 C12 C13 -2.3(3) . . . . ?
N5 C16 C17 C18 -177.01(16) . . . . ?
N6 C16 C17 C18 2.4(3) . . . . ?
C1 N1 C5 N2 178.25(14) . . . . ?
C1 N1 C5 C4 -1.7(2) . . . . ?
C1 C2 C3 C4 -0.3(3) . . . . ?
C2 C3 C4 C5 0.8(3) . . . . ?
C3 C4 C5 N1 0.2(3) . . . . ?
C3 C4 C5 N2 -179.74(16) . . . . ?
C5 N1 C1 C2 2.3(2) . . . . ?
C5 N2 C6 N3 26.7(3) . . . . ?
C5 N2 C6 C7 -154.00(18) . . . . ?
C6 N2 C5 N1 -27.6(3) . . . . ?
C6 N2 C5 C4 152.40(18) . . . . ?
C6 N3 C10 C9 0.9(2) . . . . ?
C6 N3 C10 C11 -177.86(14) . . . . ?
C6 C7 C8 C9 0.9(3) . . . . ?
C7 C8 C9 C10 -1.1(3) . . . . ?
C8 C9 C10 N3 0.2(3) . . . . ?
C8 C9 C10 C11 178.87(16) . . . . ?
C9 C10 C11 N4 -175.78(15) . . . . ?
C9 C10 C11 C12 4.3(3) . . . . ?
C10 N3 C6 N2 178.09(14) . . . . ?
C10 N3 C6 C7 -1.1(2) . . . . ?
C10 C11 C12 C13 177.70(16) . . . . ?
C11 N4 C15 N5 178.58(14) . . . . ?
C11 N4 C15 C14 -0.5(2) . . . . ?
C11 C12 C13 C14 0.8(3) . . . . ?
C12 C13 C14 C15 0.8(3) . . . . ?
C13 C14 C15 N4 -0.9(3) . . . . ?
C13 C14 C15 N5 179.96(16) . . . . ?
C15 N4 C11 C10 -177.83(14) . . . . ?
C15 N4 C11 C12 2.1(2) . . . . ?
C15 N5 C16 N6 -17.9(3) . . . . ?
C15 N5 C16 C17 161.51(17) . . . . ?
C16 N5 C15 N4 20.8(3) . . . . ?
C16 N5 C15 C14 -160.05(18) . . . . ?
C16 N6 C20 C19 2.2(2) . . . . ?
C16 C17 C18 C19 -0.1(3) . . . . ?
C17 C18 C19 C20 -1.0(3) . . . . ?
C18 C19 C20 N6 0.0(3) . . . . ?
C20 N6 C16 N5 176.00(15) . . . . ?
C20 N6 C16 C17 -3.4(2) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2016-08-30
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.049
_oxdiff_exptl_absorpt_empirical_full_min 0.948
