# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_Co1Cl2
_database_code_depnum_ccdc_archive 'CCDC 1566342'
_audit_update_record             
;
2017-08-02 deposited with the CCDC.
2019-02-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6


_vrf_PLAT410_Co1Cl2              
;
RESPONSE: The relatively close approach of these hydrogen 
atoms is a consequence of the rigid nature of the macrocycle. 
This molecule is locked in a rigid confirmation upon binding
the metal ion.      
;

_vrf_PLAT094_Co1Cl2              
;
RESPONSE: The crystal was a non-merohedral twin. Data were
deconvoluted using PLATON. The precision of the refinement
is less than ideal.      
;

_vrf_PLAT341_Co1Cl2              
;
RESPONSE: The crystal was a non-merohedral twin. Data were
deconvoluted using PLATON. The precision of the refinement
is less than ideal.      
;




_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H38 Cl2 Co N4'
_chemical_formula_sum            'C26 H38 Cl2 Co N4'
_chemical_formula_weight         536.43

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   9.149(2)
_cell_length_b                   13.467(2)
_cell_length_c                   20.060(6)
_cell_angle_alpha                90
_cell_angle_beta                 96.18(2)
_cell_angle_gamma                90
_cell_volume                     2457.1(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6368
_cell_measurement_theta_min      1.7
_cell_measurement_theta_max      28.6

_exptl_crystal_description       block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.450
_exptl_crystal_F_000             1132
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.939
_shelx_estimated_absorpt_T_min   0.834
_shelx_estimated_absorpt_T_max   0.834
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Stoe IPDS2'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean 6.67
_diffrn_reflns_number            2174
_diffrn_reflns_av_unetI/netI     0.1689
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.702
_diffrn_reflns_theta_max         25.023
_diffrn_reflns_theta_full        25.023
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2174
_reflns_number_gt                1367
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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       'X-AREA (Stoe & Cie, 2002)'
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction        'X-RED (Stoe & Cie, 2002)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component twin.
The data were initially collected as a single component structure
and deconvoluted using PLATON. The twin law is a 2-fold rotation
about the 1 0 4 direction with twin law 
-1 0 0 
0 -1 0 
0.5 0 1 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0239P)²+41.0091P] 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-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.0067(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2174
_refine_ls_number_parameters     152
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1325
_refine_ls_R_factor_gt           0.0953
_refine_ls_wR_factor_ref         0.2275
_refine_ls_wR_factor_gt          0.2144
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_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 0.000000 0.46294(13) 0.750000 0.0309(6) Uani 1 2 d S T P . .
Cl1 Cl 0.1273(2) 0.33924(17) 0.68993(13) 0.0375(7) Uani 1 1 d . . . . .
N1 N -0.1277(8) 0.5849(6) 0.7862(4) 0.0372(19) Uani 1 1 d . . . . .
N2 N 0.1678(8) 0.4812(5) 0.8427(4) 0.0341(18) Uani 1 1 d . . . . .
C1 C -0.1503(9) 0.5779(8) 0.8582(5) 0.037(2) Uani 1 1 d . . . . .
H1A H -0.199800 0.514119 0.865718 0.045 Uiso 1 1 calc R U . . .
H1B H -0.217129 0.631983 0.868903 0.045 Uiso 1 1 calc R U . . .
C2 C -0.0090(11) 0.5842(8) 0.9069(5) 0.043(3) Uani 1 1 d . . . . .
H2A H -0.037174 0.590863 0.952957 0.051 Uiso 1 1 calc R U . . .
H2B H 0.044105 0.645454 0.896737 0.051 Uiso 1 1 calc R U . . .
C3 C 0.0979(10) 0.4960(7) 0.9058(5) 0.037(2) Uani 1 1 d . . . . .
H3A H 0.177015 0.504684 0.943060 0.044 Uiso 1 1 calc R U . . .
H3B H 0.044017 0.434570 0.914852 0.044 Uiso 1 1 calc R U . . .
C4 C 0.2615(10) 0.5648(7) 0.8276(5) 0.037(2) Uani 1 1 d . . . . .
H4A H 0.360604 0.556356 0.851976 0.045 Uiso 1 1 calc R U . . .
H4B H 0.219342 0.627390 0.843051 0.045 Uiso 1 1 calc R U . . .
C5 C 0.2738(9) 0.5714(7) 0.7530(5) 0.038(2) Uani 1 1 d . . . . .
H5A H 0.338249 0.627939 0.744217 0.045 Uiso 1 1 calc R U . . .
H5B H 0.319938 0.509949 0.738053 0.045 Uiso 1 1 calc R U . . .
C6 C -0.0622(11) 0.6831(7) 0.7721(6) 0.041(3) Uani 1 1 d . . . . .
H6A H -0.025716 0.713954 0.815463 0.049 Uiso 1 1 calc R U . . .
H6B H -0.141651 0.726086 0.750714 0.049 Uiso 1 1 calc R U . . .
C7 C 0.2518(10) 0.3875(7) 0.8474(5) 0.036(2) Uani 1 1 d . . . . .
H7A H 0.296451 0.378973 0.804920 0.044 Uiso 1 1 calc R U . . .
H7B H 0.180956 0.332423 0.850088 0.044 Uiso 1 1 calc R U . . .
C8 C 0.3741(10) 0.3748(7) 0.9053(5) 0.033(2) Uani 1 1 d . . . . .
C9 C 0.3481(10) 0.3474(7) 0.9685(5) 0.039(2) Uani 1 1 d . . . . .
H9 H 0.249199 0.340410 0.978098 0.047 Uiso 1 1 calc R U . . .
C10 C 0.4610(11) 0.3292(7) 1.0195(6) 0.042(2) Uani 1 1 d . . . . .
H10 H 0.438855 0.310694 1.063001 0.050 Uiso 1 1 calc R U . . .
C11 C 0.6064(10) 0.3384(7) 1.0059(6) 0.039(2) Uani 1 1 d . . . . .
H11 H 0.685122 0.325620 1.039676 0.047 Uiso 1 1 calc R U . . .
C12 C 0.6337(10) 0.3666(8) 0.9423(5) 0.040(2) Uani 1 1 d . . . . .
H12 H 0.732424 0.374142 0.932537 0.048 Uiso 1 1 calc R U . . .
C13 C 0.5200(10) 0.3840(8) 0.8927(5) 0.039(2) Uani 1 1 d . . . . .
H13 H 0.541855 0.402604 0.849156 0.046 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 2.185(8) 2_556 ?
Co1 N1 2.185(8) . ?
Co1 N2 2.294(8) 2_556 ?
Co1 N2 2.294(8) . ?
Co1 Cl1 2.426(3) . ?
Co1 Cl1 2.426(3) 2_556 ?
N1 C1 1.483(13) . ?
N1 C5 1.487(11) 2_556 ?
N1 C6 1.491(12) . ?
N2 C4 1.467(11) . ?
N2 C7 1.475(11) . ?
N2 C3 1.491(12) . ?
C1 C2 1.536(13) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.540(13) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.515(15) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C6 1.516(17) 2_556 ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.533(13) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.366(14) . ?
C8 C13 1.391(13) . ?
C9 C10 1.395(14) . ?
C9 H9 0.9500 . ?
C10 C11 1.392(13) . ?
C10 H10 0.9500 . ?
C11 C12 1.378(14) . ?
C11 H11 0.9500 . ?
C12 C13 1.381(14) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?

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 N1 82.5(4) 2_556 . ?
N1 Co1 N2 89.2(3) 2_556 2_556 ?
N1 Co1 N2 81.6(3) . 2_556 ?
N1 Co1 N2 81.6(3) 2_556 . ?
N1 Co1 N2 89.2(3) . . ?
N2 Co1 N2 167.7(4) 2_556 . ?
N1 Co1 Cl1 92.8(2) 2_556 . ?
N1 Co1 Cl1 169.7(2) . . ?
N2 Co1 Cl1 89.2(2) 2_556 . ?
N2 Co1 Cl1 99.25(19) . . ?
N1 Co1 Cl1 169.7(2) 2_556 2_556 ?
N1 Co1 Cl1 92.8(2) . 2_556 ?
N2 Co1 Cl1 99.25(19) 2_556 2_556 ?
N2 Co1 Cl1 89.2(2) . 2_556 ?
Cl1 Co1 Cl1 93.27(13) . 2_556 ?
C1 N1 C5 107.2(7) . 2_556 ?
C1 N1 C6 110.0(8) . . ?
C5 N1 C6 111.4(8) 2_556 . ?
C1 N1 Co1 114.2(6) . . ?
C5 N1 Co1 102.4(6) 2_556 . ?
C6 N1 Co1 111.3(5) . . ?
C4 N2 C7 111.0(7) . . ?
C4 N2 C3 112.7(7) . . ?
C7 N2 C3 109.2(8) . . ?
C4 N2 Co1 105.6(6) . . ?
C7 N2 Co1 105.0(6) . . ?
C3 N2 Co1 113.0(5) . . ?
N1 C1 C2 114.8(8) . . ?
N1 C1 H1A 108.6 . . ?
C2 C1 H1A 108.6 . . ?
N1 C1 H1B 108.6 . . ?
C2 C1 H1B 108.6 . . ?
H1A C1 H1B 107.5 . . ?
C1 C2 C3 116.1(8) . . ?
C1 C2 H2A 108.3 . . ?
C3 C2 H2A 108.3 . . ?
C1 C2 H2B 108.3 . . ?
C3 C2 H2B 108.3 . . ?
H2A C2 H2B 107.4 . . ?
N2 C3 C2 116.5(8) . . ?
N2 C3 H3A 108.2 . . ?
C2 C3 H3A 108.2 . . ?
N2 C3 H3B 108.2 . . ?
C2 C3 H3B 108.2 . . ?
H3A C3 H3B 107.3 . . ?
N2 C4 C5 110.9(8) . . ?
N2 C4 H4A 109.5 . . ?
C5 C4 H4A 109.5 . . ?
N2 C4 H4B 109.5 . . ?
C5 C4 H4B 109.5 . . ?
H4A C4 H4B 108.0 . . ?
N1 C5 C4 111.8(7) 2_556 . ?
N1 C5 H5A 109.3 2_556 . ?
C4 C5 H5A 109.3 . . ?
N1 C5 H5B 109.3 2_556 . ?
C4 C5 H5B 109.3 . . ?
H5A C5 H5B 107.9 . . ?
N1 C6 C6 117.0(5) . 2_556 ?
N1 C6 H6A 108.1 . . ?
C6 C6 H6A 108.1 2_556 . ?
N1 C6 H6B 108.1 . . ?
C6 C6 H6B 108.1 2_556 . ?
H6A C6 H6B 107.3 . . ?
N2 C7 C8 118.4(8) . . ?
N2 C7 H7A 107.7 . . ?
C8 C7 H7A 107.7 . . ?
N2 C7 H7B 107.7 . . ?
C8 C7 H7B 107.7 . . ?
H7A C7 H7B 107.1 . . ?
C9 C8 C13 117.3(9) . . ?
C9 C8 C7 123.2(8) . . ?
C13 C8 C7 119.3(9) . . ?
C8 C9 C10 122.7(9) . . ?
C8 C9 H9 118.7 . . ?
C10 C9 H9 118.7 . . ?
C11 C10 C9 119.2(10) . . ?
C11 C10 H10 120.4 . . ?
C9 C10 H10 120.4 . . ?
C12 C11 C10 118.6(9) . . ?
C12 C11 H11 120.7 . . ?
C10 C11 H11 120.7 . . ?
C11 C12 C13 121.1(9) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 H12 119.5 . . ?
C12 C13 C8 121.2(10) . . ?
C12 C13 H13 119.4 . . ?
C8 C13 H13 119.4 . . ?

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
C5 N1 C1 C2 176.7(8) 2_556 . . . ?
C6 N1 C1 C2 -62.0(10) . . . . ?
Co1 N1 C1 C2 64.0(9) . . . . ?
N1 C1 C2 C3 -68.0(12) . . . . ?
C4 N2 C3 C2 62.9(11) . . . . ?
C7 N2 C3 C2 -173.2(8) . . . . ?
Co1 N2 C3 C2 -56.7(9) . . . . ?
C1 C2 C3 N2 65.3(12) . . . . ?
C7 N2 C4 C5 82.8(9) . . . . ?
C3 N2 C4 C5 -154.3(7) . . . . ?
Co1 N2 C4 C5 -30.5(8) . . . . ?
N2 C4 C5 N1 59.5(10) . . . 2_556 ?
C1 N1 C6 C6 136.3(12) . . . 2_556 ?
C5 N1 C6 C6 -105.0(13) 2_556 . . 2_556 ?
Co1 N1 C6 C6 8.6(15) . . . 2_556 ?
C4 N2 C7 C8 66.8(11) . . . . ?
C3 N2 C7 C8 -58.0(10) . . . . ?
Co1 N2 C7 C8 -179.5(7) . . . . ?
N2 C7 C8 C9 81.3(12) . . . . ?
N2 C7 C8 C13 -103.8(11) . . . . ?
C13 C8 C9 C10 0.2(15) . . . . ?
C7 C8 C9 C10 175.3(9) . . . . ?
C8 C9 C10 C11 -0.5(15) . . . . ?
C9 C10 C11 C12 0.8(14) . . . . ?
C10 C11 C12 C13 -0.9(15) . . . . ?
C11 C12 C13 C8 0.7(16) . . . . ?
C9 C8 C13 C12 -0.3(15) . . . . ?
C7 C8 C13 C12 -175.6(9) . . . . ?

_refine_diff_density_max         1.522
_refine_diff_density_min         -0.662
_refine_diff_density_rms         0.127

####################################################################### 
# 
# 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_Ni1Cl2
_database_code_depnum_ccdc_archive 'CCDC 1566343'
_audit_update_record             
;
2017-08-02 deposited with the CCDC.
2019-02-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6


_vrf_PLAT410_Ni1Cl2              
;
RESPONSE: The relatively close approach of these hydrogen 
atoms is a consequence of the rigid nature of the macrocycle. 
This molecule is locked in a rigid confirmation upon binding
the metal ion.      
;


_vrf_STRVA01_Ni1Cl2              
;
RESPONSE: The compound was refined as an inversion twin. 
There is no control of the stereochemistry in the reaction
and the ratio of the two enantiomers in the crystal is 
almost 50:50.
;


_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H38 Cl2 N4 Ni '

_chemical_formula_sum            'C26 H38 Cl2 N4 Ni'
_chemical_formula_weight         536.21

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           20
_space_group_name_H-M_alt        'C 2 2 21'
_space_group_name_Hall           'C 2c 2'

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

_cell_length_a                   9.0137(16)
_cell_length_b                   13.3814(17)
_cell_length_c                   20.352(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2454.8(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    17241
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      31.95

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_F_000             1136
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.031
_shelx_estimated_absorpt_T_min   0.820
_shelx_estimated_absorpt_T_max   0.904
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.421
_exptl_absorpt_correction_T_max  0.924
_exptl_absorpt_process_details   
;
 R.H. Blessing, Acta Cryst. (1995), A51, 33-38
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Stoe IPDS2'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean 6.67
_diffrn_reflns_number            20304
_diffrn_reflns_av_unetI/netI     0.0454
_diffrn_reflns_av_R_equivalents  0.0822
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.725
_diffrn_reflns_theta_max         27.080
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2722
_reflns_number_gt                2355
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.766
_reflns_Friedel_fraction_max     1.000
_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       'X-AREA (Stoe & Cie, 2002)'
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction        'X-RED (Stoe & Cie, 2002)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0273P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.48(2)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         2722
_refine_ls_number_parameters     151
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0391
_refine_ls_R_factor_gt           0.0311
_refine_ls_wR_factor_ref         0.0620
_refine_ls_wR_factor_gt          0.0603
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.500000 0.02557(4) 0.250000 0.02029(14) Uani 1 2 d S T P . .
Cl1 Cl 0.35578(9) 0.15192(7) 0.30762(4) 0.02802(19) Uani 1 1 d . . . . .
N2 N 0.3593(3) 0.0122(2) 0.16050(13) 0.0243(6) Uani 1 1 d . . . . .
N1 N 0.3636(3) -0.0918(2) 0.28567(14) 0.0253(6) Uani 1 1 d . . . . .
C2 C 0.2596(4) -0.0733(3) 0.17336(18) 0.0270(8) Uani 1 1 d . . . . .
H2A H 0.307345 -0.135808 0.158117 0.032 Uiso 1 1 calc R U . . .
H2B H 0.166199 -0.064484 0.148443 0.032 Uiso 1 1 calc R U . . .
C1 C 0.2252(3) -0.0815(3) 0.2458(2) 0.0301(7) Uani 1 1 d . . . . .
H1A H 0.170379 -0.021236 0.260140 0.036 Uiso 1 1 calc R U . . .
H1B H 0.160790 -0.140319 0.253430 0.036 Uiso 1 1 calc R U . . .
C5 C 0.6812(4) -0.0852(3) 0.14443(17) 0.0296(8) Uani 1 1 d . . . . .
H5A H 0.749249 -0.141297 0.134585 0.036 Uiso 1 1 calc R U . . .
H5B H 0.737207 -0.022327 0.137917 0.036 Uiso 1 1 calc R U . . .
C6 C 0.4347(4) -0.1915(3) 0.27357(19) 0.0287(8) Uani 1 1 d . . . . .
H6A H 0.358178 -0.237573 0.256211 0.034 Uiso 1 1 calc R U . . .
H6B H 0.468606 -0.218702 0.316243 0.034 Uiso 1 1 calc R U . . .
C3 C 0.4447(4) -0.0011(3) 0.09822(17) 0.0273(8) Uani 1 1 d . . . . .
H3A H 0.500763 0.061203 0.089833 0.033 Uiso 1 1 calc R U . . .
H3B H 0.372640 -0.009063 0.061871 0.033 Uiso 1 1 calc R U . . .
C4 C 0.5529(4) -0.0879(3) 0.09524(19) 0.0318(8) Uani 1 1 d . . . . .
H4A H 0.595186 -0.090661 0.050390 0.038 Uiso 1 1 calc R U . . .
H4B H 0.496623 -0.150540 0.102253 0.038 Uiso 1 1 calc R U . . .
C7 C 0.2735(4) 0.1083(3) 0.15554(17) 0.0247(7) Uani 1 1 d . . . . .
H7A H 0.345604 0.164019 0.154375 0.030 Uiso 1 1 calc R U . . .
H7B H 0.214423 0.115834 0.196252 0.030 Uiso 1 1 calc R U . . .
C8 C 0.1695(4) 0.1203(3) 0.09763(17) 0.0256(7) Uani 1 1 d . . . . .
C9 C 0.2196(4) 0.1564(3) 0.03777(18) 0.0326(8) Uani 1 1 d . . . . .
H9 H 0.321925 0.171074 0.032232 0.039 Uiso 1 1 calc R U . . .
C10 C 0.1222(5) 0.1713(3) -0.01426(19) 0.0420(10) Uani 1 1 d . . . . .
H10 H 0.158004 0.196349 -0.054973 0.050 Uiso 1 1 calc R U . . .
C11 C -0.0269(5) 0.1498(4) -0.0067(2) 0.0451(11) Uani 1 1 d . . . . .
H11 H -0.093261 0.157907 -0.042571 0.054 Uiso 1 1 calc R U . . .
C12 C -0.0791(5) 0.1164(3) 0.0534(2) 0.0462(11) Uani 1 1 d . . . . .
H12 H -0.181810 0.103101 0.059207 0.055 Uiso 1 1 calc R U . . .
C13 C 0.0183(4) 0.1025(3) 0.10480(19) 0.0328(8) Uani 1 1 d . . . . .
H13 H -0.018594 0.080325 0.146021 0.039 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
Ni1 N1 2.122(3) . ?
Ni1 N1 2.122(3) 4_655 ?
Ni1 N2 2.227(3) . ?
Ni1 N2 2.227(3) 4_655 ?
Ni1 Cl1 2.4338(9) . ?
Ni1 Cl1 2.4338(9) 4_655 ?
N2 C2 1.478(4) . ?
N2 C3 1.493(4) . ?
N2 C7 1.504(4) . ?
N1 C5 1.482(4) 4_655 ?
N1 C1 1.495(4) . ?
N1 C6 1.501(4) . ?
C2 C1 1.511(6) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C5 C4 1.530(5) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C6 1.519(7) 4_655 ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C3 C4 1.518(5) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C7 C8 1.514(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.386(5) . ?
C8 C13 1.391(5) . ?
C9 C10 1.390(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.383(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.385(6) . ?
C11 H11 0.9500 . ?
C12 C13 1.378(5) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?

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 Ni1 N1 84.56(16) . 4_655 ?
N1 Ni1 N2 83.70(11) . . ?
N1 Ni1 N2 89.45(11) 4_655 . ?
N1 Ni1 N2 89.45(11) . 4_655 ?
N1 Ni1 N2 83.70(11) 4_655 4_655 ?
N2 Ni1 N2 170.75(15) . 4_655 ?
N1 Ni1 Cl1 92.28(8) . . ?
N1 Ni1 Cl1 171.18(8) 4_655 . ?
N2 Ni1 Cl1 98.40(7) . . ?
N2 Ni1 Cl1 88.05(8) 4_655 . ?
N1 Ni1 Cl1 171.18(8) . 4_655 ?
N1 Ni1 Cl1 92.28(8) 4_655 4_655 ?
N2 Ni1 Cl1 88.05(8) . 4_655 ?
N2 Ni1 Cl1 98.40(7) 4_655 4_655 ?
Cl1 Ni1 Cl1 92.00(5) . 4_655 ?
C2 N2 C3 111.8(3) . . ?
C2 N2 C7 111.1(2) . . ?
C3 N2 C7 108.0(3) . . ?
C2 N2 Ni1 105.3(2) . . ?
C3 N2 Ni1 114.25(18) . . ?
C7 N2 Ni1 106.20(19) . . ?
C5 N1 C1 106.8(3) 4_655 . ?
C5 N1 C6 109.1(3) 4_655 . ?
C1 N1 C6 110.4(3) . . ?
C5 N1 Ni1 116.2(2) 4_655 . ?
C1 N1 Ni1 103.3(2) . . ?
C6 N1 Ni1 110.8(2) . . ?
N2 C2 C1 110.7(3) . . ?
N2 C2 H2A 109.5 . . ?
C1 C2 H2A 109.5 . . ?
N2 C2 H2B 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 108.1 . . ?
N1 C1 C2 111.4(3) . . ?
N1 C1 H1A 109.3 . . ?
C2 C1 H1A 109.3 . . ?
N1 C1 H1B 109.3 . . ?
C2 C1 H1B 109.3 . . ?
H1A C1 H1B 108.0 . . ?
N1 C5 C4 114.9(3) 4_655 . ?
N1 C5 H5A 108.5 4_655 . ?
C4 C5 H5A 108.5 . . ?
N1 C5 H5B 108.5 4_655 . ?
C4 C5 H5B 108.5 . . ?
H5A C5 H5B 107.5 . . ?
N1 C6 C6 115.76(19) . 4_655 ?
N1 C6 H6A 108.3 . . ?
C6 C6 H6A 108.3 4_655 . ?
N1 C6 H6B 108.3 . . ?
C6 C6 H6B 108.3 4_655 . ?
H6A C6 H6B 107.4 . . ?
N2 C3 C4 117.1(3) . . ?
N2 C3 H3A 108.0 . . ?
C4 C3 H3A 108.0 . . ?
N2 C3 H3B 108.0 . . ?
C4 C3 H3B 108.0 . . ?
H3A C3 H3B 107.3 . . ?
C3 C4 C5 116.2(3) . . ?
C3 C4 H4A 108.2 . . ?
C5 C4 H4A 108.2 . . ?
C3 C4 H4B 108.2 . . ?
C5 C4 H4B 108.2 . . ?
H4A C4 H4B 107.4 . . ?
N2 C7 C8 117.5(3) . . ?
N2 C7 H7A 107.9 . . ?
C8 C7 H7A 107.9 . . ?
N2 C7 H7B 107.9 . . ?
C8 C7 H7B 107.9 . . ?
H7A C7 H7B 107.2 . . ?
C9 C8 C13 118.1(3) . . ?
C9 C8 C7 121.3(3) . . ?
C13 C8 C7 120.4(3) . . ?
C8 C9 C10 120.9(4) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 H9 119.5 . . ?
C11 C10 C9 119.9(4) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C10 C11 C12 119.7(4) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C13 C12 C11 119.8(4) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C12 C13 C8 121.4(4) . . ?
C12 C13 H13 119.3 . . ?
C8 C13 H13 119.3 . . ?

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
C3 N2 C2 C1 156.1(3) . . . . ?
C7 N2 C2 C1 -83.0(3) . . . . ?
Ni1 N2 C2 C1 31.5(3) . . . . ?
C5 N1 C1 C2 172.4(3) 4_655 . . . ?
C6 N1 C1 C2 -69.1(3) . . . . ?
Ni1 N1 C1 C2 49.3(3) . . . . ?
N2 C2 C1 N1 -57.4(4) . . . . ?
C5 N1 C6 C6 -142.6(4) 4_655 . . 4_655 ?
C1 N1 C6 C6 100.4(4) . . . 4_655 ?
Ni1 N1 C6 C6 -13.4(5) . . . 4_655 ?
C2 N2 C3 C4 -63.9(4) . . . . ?
C7 N2 C3 C4 173.5(3) . . . . ?
Ni1 N2 C3 C4 55.6(4) . . . . ?
N2 C3 C4 C5 -62.4(4) . . . . ?
N1 C5 C4 C3 64.2(4) 4_655 . . . ?
C2 N2 C7 C8 -67.0(4) . . . . ?
C3 N2 C7 C8 56.0(4) . . . . ?
Ni1 N2 C7 C8 178.9(2) . . . . ?
N2 C7 C8 C9 -86.2(4) . . . . ?
N2 C7 C8 C13 98.8(4) . . . . ?
C13 C8 C9 C10 -2.0(6) . . . . ?
C7 C8 C9 C10 -177.1(3) . . . . ?
C8 C9 C10 C11 -0.2(6) . . . . ?
C9 C10 C11 C12 2.0(7) . . . . ?
C10 C11 C12 C13 -1.6(7) . . . . ?
C11 C12 C13 C8 -0.7(7) . . . . ?
C9 C8 C13 C12 2.5(6) . . . . ?
C7 C8 C13 C12 177.6(4) . . . . ?

_refine_diff_density_max         0.302
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.052

####################################################################### 
# 
# 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_Ni2
_database_code_depnum_ccdc_archive 'CCDC 1566345'
_audit_update_record             
;
2017-08-02 deposited with the CCDC.
2019-02-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
;
C26 H39 N4 Ni O3, F6 P, C H4 O
;

_chemical_formula_sum            'C27 H43 F6 N4 Ni O4 P'
_chemical_formula_weight         691.33

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'
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'
Ni Ni 0.3393 1.1124 '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'
P P 0.1023 0.0942 '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                   18.1480(18)
_cell_length_b                   9.4592(8)
_cell_length_c                   20.795(2)
_cell_angle_alpha                90
_cell_angle_beta                 119.919(7)
_cell_angle_gamma                90
_cell_volume                     3094.0(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6576
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      31.97

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.484
_exptl_crystal_F_000             1448
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    0.754
_shelx_estimated_absorpt_T_min   0.752
_shelx_estimated_absorpt_T_max   0.805
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Stoe IPDS2'
_diffrn_measurement_method       ω-scans'
_diffrn_detector_area_resol_mean 6.67
_diffrn_reflns_number            34457
_diffrn_reflns_av_unetI/netI     0.0460
_diffrn_reflns_av_R_equivalents  0.0621
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.432
_diffrn_reflns_theta_max         27.100
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6816
_reflns_number_gt                4946
_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       'X-AREA (Stoe & Cie, 2002)'
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction        'X-RED (Stoe & Cie, 2002)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0477P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6816
_refine_ls_number_parameters     390
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0585
_refine_ls_R_factor_gt           0.0352
_refine_ls_wR_factor_ref         0.0841
_refine_ls_wR_factor_gt          0.0775
_refine_ls_goodness_of_fit_ref   0.945
_refine_ls_restrained_S_all      0.945
_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
Ni1 Ni 0.23399(2) 0.56426(3) 0.27203(2) 0.02099(7) Uani 1 1 d . . . . .
O1 O 0.16291(8) 0.74662(15) 0.23222(9) 0.0281(3) Uani 1 1 d . . . . .
O2 O 0.04838(9) 0.71410(17) 0.24309(10) 0.0367(4) Uani 1 1 d . . . . .
O3 O 0.16146(8) 0.51598(15) 0.32098(8) 0.0265(3) Uani 1 1 d . . . . .
H1 H 0.149783 0.429813 0.329225 0.040 Uiso 1 1 d R U . . .
H2 H 0.120743 0.568473 0.302545 0.040 Uiso 1 1 d R U . . .
N1 N 0.30688(10) 0.62169(19) 0.22714(10) 0.0258(4) Uani 1 1 d . . . . .
N2 N 0.33061(10) 0.66086(18) 0.37162(10) 0.0254(4) Uani 1 1 d . . . . .
N3 N 0.31311(10) 0.39240(18) 0.31319(10) 0.0246(4) Uani 1 1 d . . . . .
N4 N 0.16763(10) 0.44243(19) 0.17054(10) 0.0254(4) Uani 1 1 d . . . . .
C1 C 0.34711(14) 0.7551(2) 0.26679(14) 0.0342(5) Uani 1 1 d . . . . .
H1A H 0.303584 0.830240 0.251523 0.041 Uiso 1 1 calc R U . . .
H1B H 0.390379 0.786127 0.254063 0.041 Uiso 1 1 calc R U . . .
C2 C 0.38875(14) 0.7302(3) 0.35003(14) 0.0382(6) Uani 1 1 d . . . . .
H2A H 0.439732 0.670244 0.366299 0.046 Uiso 1 1 calc R U . . .
H2B H 0.407670 0.822057 0.376062 0.046 Uiso 1 1 calc R U . . .
C3 C 0.37368(16) 0.5431(3) 0.42575(13) 0.0419(6) Uani 1 1 d . . . . .
H3A H 0.363788 0.555781 0.468111 0.050 Uiso 1 1 calc R U . . .
H3B H 0.435689 0.549746 0.445186 0.050 Uiso 1 1 calc R U . . .
C4 C 0.34365(14) 0.3958(2) 0.39330(12) 0.0315(5) Uani 1 1 d . . . . .
H4A H 0.391204 0.328058 0.418893 0.038 Uiso 1 1 calc R U . . .
H4B H 0.297235 0.365624 0.402175 0.038 Uiso 1 1 calc R U . . .
C5 C 0.25611(13) 0.2728(2) 0.27425(13) 0.0304(5) Uani 1 1 d . . . . .
H5A H 0.215098 0.260615 0.292077 0.036 Uiso 1 1 calc R U . . .
H5B H 0.289807 0.184764 0.285083 0.036 Uiso 1 1 calc R U . . .
C6 C 0.20794(14) 0.2997(2) 0.19047(13) 0.0338(5) Uani 1 1 d . . . . .
H6A H 0.247874 0.290216 0.171312 0.041 Uiso 1 1 calc R U . . .
H6B H 0.163300 0.226730 0.165988 0.041 Uiso 1 1 calc R U . . .
C7 C 0.18445(15) 0.5177(3) 0.11498(13) 0.0359(5) Uani 1 1 d . . . . .
H7A H 0.129702 0.550831 0.073137 0.043 Uiso 1 1 calc R U . . .
H7B H 0.209365 0.449682 0.094948 0.043 Uiso 1 1 calc R U . . .
C8 C 0.24462(13) 0.6446(3) 0.14797(12) 0.0323(5) Uani 1 1 d . . . . .
H8A H 0.275148 0.659590 0.120194 0.039 Uiso 1 1 calc R U . . .
H8B H 0.211010 0.730669 0.142625 0.039 Uiso 1 1 calc R U . . .
C9 C 0.36916(14) 0.5093(3) 0.23740(14) 0.0352(5) Uani 1 1 d . . . . .
H9A H 0.423834 0.554257 0.249474 0.042 Uiso 1 1 calc R U . . .
H9B H 0.348187 0.457573 0.190039 0.042 Uiso 1 1 calc R U . . .
C10 C 0.38474(13) 0.4042(2) 0.29806(13) 0.0312(5) Uani 1 1 d . . . . .
H10A H 0.395541 0.309950 0.283709 0.037 Uiso 1 1 calc R U . . .
H10B H 0.436562 0.432694 0.344324 0.037 Uiso 1 1 calc R U . . .
C11 C 0.29146(13) 0.7643(3) 0.39975(14) 0.0349(5) Uani 1 1 d . . . . .
H11A H 0.250351 0.712319 0.409084 0.042 Uiso 1 1 calc R U . . .
H11B H 0.258484 0.832920 0.359528 0.042 Uiso 1 1 calc R U . . .
C12 C 0.34937(13) 0.8473(2) 0.46904(13) 0.0306(5) Uani 1 1 d . . . . .
C13 C 0.3693(2) 0.9871(3) 0.46405(16) 0.0557(8) Uani 1 1 d . . . . .
H13 H 0.349696 1.028378 0.416583 0.067 Uiso 1 1 calc R U . . .
C14 C 0.4174(2) 1.0675(3) 0.52720(17) 0.0671(10) Uani 1 1 d . . . . .
H14 H 0.429543 1.163388 0.522520 0.081 Uiso 1 1 calc R U . . .
C15 C 0.44728(16) 1.0103(3) 0.59592(14) 0.0415(6) Uani 1 1 d . . . . .
H15 H 0.479067 1.066365 0.639066 0.050 Uiso 1 1 calc R U . . .
C16 C 0.43102(16) 0.8711(3) 0.60212(14) 0.0369(5) Uani 1 1 d . . . . .
H16 H 0.453829 0.829145 0.649798 0.044 Uiso 1 1 calc R U . . .
C17 C 0.38143(17) 0.7912(3) 0.53913(14) 0.0400(6) Uani 1 1 d . . . . .
H17 H 0.369252 0.695664 0.544412 0.048 Uiso 1 1 calc R U . . .
C18 C 0.07568(12) 0.4385(3) 0.14601(12) 0.0311(5) Uani 1 1 d . . . . .
H18A H 0.052266 0.533994 0.127732 0.037 Uiso 1 1 calc R U . . .
H18B H 0.070158 0.420176 0.190289 0.037 Uiso 1 1 calc R U . . .
C19 C 0.01953(12) 0.3327(2) 0.08658(12) 0.0286(5) Uani 1 1 d . . . . .
C20 C -0.04884(14) 0.2770(3) 0.09048(14) 0.0393(6) Uani 1 1 d . . . . .
H20 H -0.058417 0.305593 0.129496 0.047 Uiso 1 1 calc R U . . .
C21 C -0.10349(16) 0.1801(3) 0.03832(16) 0.0460(6) Uani 1 1 d . . . . .
H21 H -0.150384 0.144030 0.041569 0.055 Uiso 1 1 calc R U . . .
C22 C -0.09015(15) 0.1362(3) -0.01774(14) 0.0406(6) Uani 1 1 d . . . . .
H22 H -0.127330 0.069553 -0.053324 0.049 Uiso 1 1 calc R U . . .
C23 C -0.02247(16) 0.1897(3) -0.02194(14) 0.0423(6) Uani 1 1 d . . . . .
H23 H -0.012583 0.159132 -0.060505 0.051 Uiso 1 1 calc R U . . .
C24 C 0.03183(15) 0.2880(3) 0.02957(14) 0.0394(6) Uani 1 1 d . . . . .
H24 H 0.077996 0.324820 0.025433 0.047 Uiso 1 1 calc R U . . .
C25 C 0.09606(12) 0.7899(2) 0.22929(12) 0.0276(4) Uani 1 1 d . . . . .
C26 C 0.07276(16) 0.9436(2) 0.20971(16) 0.0407(5) Uani 1 1 d . . . . .
H26A H 0.011000 0.952152 0.177970 0.061 Uiso 1 1 calc R U . . .
H26B H 0.100847 0.979781 0.183229 0.061 Uiso 1 1 calc R U . . .
H26C H 0.091316 0.998398 0.255230 0.061 Uiso 1 1 calc R U . . .
P1 P 0.36086(4) 0.08454(6) 0.12934(4) 0.03413(14) Uani 1 1 d . . . . .
F1 F 0.30551(10) 0.22366(16) 0.09306(9) 0.0499(4) Uani 1 1 d . . . . .
F2 F 0.40568(10) 0.10197(17) 0.08086(9) 0.0513(4) Uani 1 1 d . . . . .
F3 F 0.28997(10) -0.0093(2) 0.06602(14) 0.0805(7) Uani 1 1 d . . . . .
F4 F 0.41835(10) -0.05199(16) 0.16663(10) 0.0515(4) Uani 1 1 d . . . . .
F5 F 0.31841(16) 0.0667(2) 0.17930(15) 0.0855(7) Uani 1 1 d . . . . .
F6 F 0.43340(11) 0.18167(18) 0.19141(10) 0.0649(5) Uani 1 1 d . . . . .
O4 O 0.11878(10) 0.25229(18) 0.33936(10) 0.0386(4) Uani 1 1 d . . . . .
H4C H 0.063192 0.243301 0.308495 0.058 Uiso 1 1 d R U . . .
C27 C 0.1457(2) 0.2012(5) 0.4113(2) 0.0748(11) Uani 1 1 d . . . . .
H27A H 0.113740 0.115560 0.408194 0.112 Uiso 1 1 calc R U . . .
H27B H 0.135667 0.273464 0.439835 0.112 Uiso 1 1 calc R U . . .
H27C H 0.206548 0.179091 0.435975 0.112 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
Ni1 N1 2.0368(18) . ?
Ni1 N3 2.0521(17) . ?
Ni1 O1 2.0639(14) . ?
Ni1 O3 2.0770(15) . ?
Ni1 N2 2.1392(17) . ?
Ni1 N4 2.1672(17) . ?
O1 C25 1.253(3) . ?
O2 C25 1.262(3) . ?
O3 H1 0.8803 . ?
O3 H2 0.8106 . ?
N1 C8 1.476(3) . ?
N1 C1 1.485(3) . ?
N1 C9 1.488(3) . ?
N2 C2 1.489(3) . ?
N2 C11 1.490(3) . ?
N2 C3 1.497(3) . ?
N3 C4 1.470(3) . ?
N3 C5 1.473(3) . ?
N3 C10 1.486(3) . ?
N4 C18 1.482(2) . ?
N4 C6 1.493(3) . ?
N4 C7 1.512(3) . ?
C1 C2 1.522(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.526(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.531(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.535(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.518(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.512(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C17 1.378(4) . ?
C12 C13 1.389(3) . ?
C13 C14 1.386(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.362(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.369(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.386(3) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 C19 1.520(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C24 1.378(3) . ?
C19 C20 1.387(3) . ?
C20 C21 1.388(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.368(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.371(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.390(3) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C26 1.512(3) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
P1 F3 1.5770(18) . ?
P1 F5 1.5811(19) . ?
P1 F2 1.5884(17) . ?
P1 F6 1.5963(17) . ?
P1 F4 1.5971(15) . ?
P1 F1 1.5981(15) . ?
O4 C27 1.407(4) . ?
O4 H4C 0.8894 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Ni1 N3 85.59(7) . . ?
N1 Ni1 O1 90.70(7) . . ?
N3 Ni1 O1 175.36(6) . . ?
N1 Ni1 O3 176.88(7) . . ?
N3 Ni1 O3 95.97(6) . . ?
O1 Ni1 O3 87.61(6) . . ?
N1 Ni1 N2 85.62(7) . . ?
N3 Ni1 N2 82.49(7) . . ?
O1 Ni1 N2 94.46(6) . . ?
O3 Ni1 N2 91.90(6) . . ?
N1 Ni1 N4 82.41(7) . . ?
N3 Ni1 N4 85.32(7) . . ?
O1 Ni1 N4 96.97(6) . . ?
O3 Ni1 N4 100.38(6) . . ?
N2 Ni1 N4 163.52(6) . . ?
C25 O1 Ni1 133.57(15) . . ?
Ni1 O3 H1 124.9 . . ?
Ni1 O3 H2 106.5 . . ?
H1 O3 H2 114.1 . . ?
C8 N1 C1 112.69(17) . . ?
C8 N1 C9 111.65(18) . . ?
C1 N1 C9 113.57(17) . . ?
C8 N1 Ni1 103.85(12) . . ?
C1 N1 Ni1 102.95(14) . . ?
C9 N1 Ni1 111.36(13) . . ?
C2 N2 C11 112.18(18) . . ?
C2 N2 C3 111.83(18) . . ?
C11 N2 C3 111.5(2) . . ?
C2 N2 Ni1 104.96(14) . . ?
C11 N2 Ni1 109.85(12) . . ?
C3 N2 Ni1 106.18(13) . . ?
C4 N3 C5 113.83(17) . . ?
C4 N3 C10 111.28(16) . . ?
C5 N3 C10 112.92(18) . . ?
C4 N3 Ni1 104.20(13) . . ?
C5 N3 Ni1 103.05(12) . . ?
C10 N3 Ni1 110.87(13) . . ?
C18 N4 C6 112.61(17) . . ?
C18 N4 C7 111.75(17) . . ?
C6 N4 C7 112.36(18) . . ?
C18 N4 Ni1 109.39(13) . . ?
C6 N4 Ni1 104.67(12) . . ?
C7 N4 Ni1 105.53(13) . . ?
N1 C1 C2 109.14(19) . . ?
N1 C1 H1A 109.9 . . ?
C2 C1 H1A 109.9 . . ?
N1 C1 H1B 109.9 . . ?
C2 C1 H1B 109.9 . . ?
H1A C1 H1B 108.3 . . ?
N2 C2 C1 112.72(17) . . ?
N2 C2 H2A 109.0 . . ?
C1 C2 H2A 109.0 . . ?
N2 C2 H2B 109.0 . . ?
C1 C2 H2B 109.0 . . ?
H2A C2 H2B 107.8 . . ?
N2 C3 C4 114.18(18) . . ?
N2 C3 H3A 108.7 . . ?
C4 C3 H3A 108.7 . . ?
N2 C3 H3B 108.7 . . ?
C4 C3 H3B 108.7 . . ?
H3A C3 H3B 107.6 . . ?
N3 C4 C3 111.75(18) . . ?
N3 C4 H4A 109.3 . . ?
C3 C4 H4A 109.3 . . ?
N3 C4 H4B 109.3 . . ?
C3 C4 H4B 109.3 . . ?
H4A C4 H4B 107.9 . . ?
N3 C5 C6 110.10(18) . . ?
N3 C5 H5A 109.6 . . ?
C6 C5 H5A 109.6 . . ?
N3 C5 H5B 109.6 . . ?
C6 C5 H5B 109.6 . . ?
H5A C5 H5B 108.2 . . ?
N4 C6 C5 112.89(18) . . ?
N4 C6 H6A 109.0 . . ?
C5 C6 H6A 109.0 . . ?
N4 C6 H6B 109.0 . . ?
C5 C6 H6B 109.0 . . ?
H6A C6 H6B 107.8 . . ?
N4 C7 C8 113.36(18) . . ?
N4 C7 H7A 108.9 . . ?
C8 C7 H7A 108.9 . . ?
N4 C7 H7B 108.9 . . ?
C8 C7 H7B 108.9 . . ?
H7A C7 H7B 107.7 . . ?
N1 C8 C7 111.23(18) . . ?
N1 C8 H8A 109.4 . . ?
C7 C8 H8A 109.4 . . ?
N1 C8 H8B 109.4 . . ?
C7 C8 H8B 109.4 . . ?
H8A C8 H8B 108.0 . . ?
N1 C9 C10 113.62(19) . . ?
N1 C9 H9A 108.8 . . ?
C10 C9 H9A 108.8 . . ?
N1 C9 H9B 108.8 . . ?
C10 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
N3 C10 C9 113.88(16) . . ?
N3 C10 H10A 108.8 . . ?
C9 C10 H10A 108.8 . . ?
N3 C10 H10B 108.8 . . ?
C9 C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?
N2 C11 C12 118.30(18) . . ?
N2 C11 H11A 107.7 . . ?
C12 C11 H11A 107.7 . . ?
N2 C11 H11B 107.7 . . ?
C12 C11 H11B 107.7 . . ?
H11A C11 H11B 107.1 . . ?
C17 C12 C13 117.2(2) . . ?
C17 C12 C11 122.3(2) . . ?
C13 C12 C11 120.4(2) . . ?
C14 C13 C12 121.1(3) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C15 C14 C13 120.6(3) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C14 C15 C16 119.3(2) . . ?
C14 C15 H15 120.4 . . ?
C16 C15 H15 120.4 . . ?
C15 C16 C17 120.3(2) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C12 C17 C16 121.5(2) . . ?
C12 C17 H17 119.2 . . ?
C16 C17 H17 119.2 . . ?
N4 C18 C19 118.65(18) . . ?
N4 C18 H18A 107.7 . . ?
C19 C18 H18A 107.7 . . ?
N4 C18 H18B 107.7 . . ?
C19 C18 H18B 107.7 . . ?
H18A C18 H18B 107.1 . . ?
C24 C19 C20 117.9(2) . . ?
C24 C19 C18 124.8(2) . . ?
C20 C19 C18 117.3(2) . . ?
C19 C20 C21 121.1(3) . . ?
C19 C20 H20 119.5 . . ?
C21 C20 H20 119.5 . . ?
C22 C21 C20 120.3(2) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C21 C22 C23 119.2(2) . . ?
C21 C22 H22 120.4 . . ?
C23 C22 H22 120.4 . . ?
C22 C23 C24 120.8(2) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 H23 119.6 . . ?
C19 C24 C23 120.8(2) . . ?
C19 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
O1 C25 O2 124.1(2) . . ?
O1 C25 C26 117.5(2) . . ?
O2 C25 C26 118.4(2) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
F3 P1 F5 91.53(14) . . ?
F3 P1 F2 89.50(12) . . ?
F5 P1 F2 178.63(12) . . ?
F3 P1 F6 178.04(14) . . ?
F5 P1 F6 90.32(13) . . ?
F2 P1 F6 88.66(11) . . ?
F3 P1 F4 90.78(10) . . ?
F5 P1 F4 90.53(10) . . ?
F2 P1 F4 88.55(9) . . ?
F6 P1 F4 89.85(9) . . ?
F3 P1 F1 90.59(10) . . ?
F5 P1 F1 90.02(9) . . ?
F2 P1 F1 90.87(9) . . ?
F6 P1 F1 88.76(9) . . ?
F4 P1 F1 178.50(10) . . ?
C27 O4 H4C 113.7 . . ?
O4 C27 H27A 109.5 . . ?
O4 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
O4 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 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
C8 N1 C1 C2 163.13(18) . . . . ?
C9 N1 C1 C2 -68.6(2) . . . . ?
Ni1 N1 C1 C2 51.89(19) . . . . ?
C11 N2 C2 C1 -99.1(2) . . . . ?
C3 N2 C2 C1 134.8(2) . . . . ?
Ni1 N2 C2 C1 20.1(2) . . . . ?
N1 C1 C2 N2 -50.0(3) . . . . ?
C2 N2 C3 C4 -108.4(2) . . . . ?
C11 N2 C3 C4 125.1(2) . . . . ?
Ni1 N2 C3 C4 5.6(3) . . . . ?
C5 N3 C4 C3 -158.95(19) . . . . ?
C10 N3 C4 C3 72.1(2) . . . . ?
Ni1 N3 C4 C3 -47.5(2) . . . . ?
N2 C3 C4 N3 28.0(3) . . . . ?
C4 N3 C5 C6 163.85(17) . . . . ?
C10 N3 C5 C6 -68.0(2) . . . . ?
Ni1 N3 C5 C6 51.66(19) . . . . ?
C18 N4 C6 C5 -99.7(2) . . . . ?
C7 N4 C6 C5 133.0(2) . . . . ?
Ni1 N4 C6 C5 19.0(2) . . . . ?
N3 C5 C6 N4 -49.4(2) . . . . ?
C18 N4 C7 C8 122.2(2) . . . . ?
C6 N4 C7 C8 -110.1(2) . . . . ?
Ni1 N4 C7 C8 3.4(2) . . . . ?
C1 N1 C8 C7 -161.62(19) . . . . ?
C9 N1 C8 C7 69.2(2) . . . . ?
Ni1 N1 C8 C7 -50.9(2) . . . . ?
N4 C7 C8 N1 31.4(3) . . . . ?
C8 N1 C9 C10 -134.5(2) . . . . ?
C1 N1 C9 C10 96.8(2) . . . . ?
Ni1 N1 C9 C10 -18.9(2) . . . . ?
C4 N3 C10 C9 -133.7(2) . . . . ?
C5 N3 C10 C9 96.8(2) . . . . ?
Ni1 N3 C10 C9 -18.3(2) . . . . ?
N1 C9 C10 N3 24.8(3) . . . . ?
C2 N2 C11 C12 -62.2(3) . . . . ?
C3 N2 C11 C12 64.1(3) . . . . ?
Ni1 N2 C11 C12 -178.49(17) . . . . ?
N2 C11 C12 C17 -80.5(3) . . . . ?
N2 C11 C12 C13 102.4(3) . . . . ?
C17 C12 C13 C14 -1.9(5) . . . . ?
C11 C12 C13 C14 175.4(3) . . . . ?
C12 C13 C14 C15 0.9(6) . . . . ?
C13 C14 C15 C16 1.5(5) . . . . ?
C14 C15 C16 C17 -2.9(4) . . . . ?
C13 C12 C17 C16 0.4(4) . . . . ?
C11 C12 C17 C16 -176.8(2) . . . . ?
C15 C16 C17 C12 2.0(4) . . . . ?
C6 N4 C18 C19 -50.3(3) . . . . ?
C7 N4 C18 C19 77.3(3) . . . . ?
Ni1 N4 C18 C19 -166.27(16) . . . . ?
N4 C18 C19 C24 -32.5(3) . . . . ?
N4 C18 C19 C20 147.2(2) . . . . ?
C24 C19 C20 C21 -0.5(4) . . . . ?
C18 C19 C20 C21 179.8(2) . . . . ?
C19 C20 C21 C22 0.8(4) . . . . ?
C20 C21 C22 C23 -0.3(4) . . . . ?
C21 C22 C23 C24 -0.5(4) . . . . ?
C20 C19 C24 C23 -0.3(4) . . . . ?
C18 C19 C24 C23 179.4(2) . . . . ?
C22 C23 C24 C19 0.8(4) . . . . ?
Ni1 O1 C25 O2 -10.6(3) . . . . ?
Ni1 O1 C25 C26 167.87(16) . . . . ?

_refine_diff_density_max         0.465
_refine_diff_density_min         -0.347
_refine_diff_density_rms         0.053

####################################################################### 
# 
# 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_Ni7OAc_PF6
_database_code_depnum_ccdc_archive 'CCDC 1567489'
_audit_update_record             
;
2017-08-08 deposited with the CCDC.
2019-02-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
;
C14 H29 N4 Ni O2, F6 P, C H2 Cl2 
;
_chemical_formula_sum            'C15 H31 Cl2 F6 N4 Ni O2 P'
_chemical_formula_weight         574.02

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 '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'
P P 0.1023 0.0942 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   12.0210(16)
_cell_length_b                   16.226(3)
_cell_length_c                   12.4026(16)
_cell_angle_alpha                90
_cell_angle_beta                 103.909(10)
_cell_angle_gamma                90
_cell_volume                     2348.3(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    13160
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      26.85

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.624
_exptl_crystal_F_000             1184
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.410
_exptl_crystal_size_mid          0.340
_exptl_crystal_size_min          0.320
_exptl_absorpt_coefficient_mu    1.189
_shelx_estimated_absorpt_T_min   0.641
_shelx_estimated_absorpt_T_max   0.702
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.601
_exptl_absorpt_correction_T_max  0.698
_exptl_absorpt_process_details   
;
 R.H. Blessing, Acta Cryst. (1995), A51, 33-38
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Stoe IPDs2'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean 6.67
_diffrn_reflns_number            29043
_diffrn_reflns_av_unetI/netI     0.0802
_diffrn_reflns_av_R_equivalents  0.1196
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.707
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4794
_reflns_number_gt                3208
_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       'Stoe X-AREA'
_computing_cell_refinement       'Stoe X-AREA'
_computing_data_reduction        
;
 Scaled and merged with Sortav
 R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0634P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4794
_refine_ls_number_parameters     283
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0975
_refine_ls_R_factor_gt           0.0678
_refine_ls_wR_factor_ref         0.1348
_refine_ls_wR_factor_gt          0.1275
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_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
C1 C 0.7109(5) 0.3519(3) 0.2165(4) 0.0310(11) Uani 1 1 d . . . . .
H1A H 0.720166 0.406253 0.183575 0.037 Uiso 1 1 calc R U . . .
H1B H 0.635209 0.329503 0.177649 0.037 Uiso 1 1 calc R U . . .
C2 C 0.8053(5) 0.2936(3) 0.1986(4) 0.0333(11) Uani 1 1 d . . . . .
H2A H 0.779726 0.266711 0.125176 0.040 Uiso 1 1 calc R U . . .
H2B H 0.874883 0.326124 0.198262 0.040 Uiso 1 1 calc R U . . .
C3 C 0.9509(4) 0.2421(3) 0.3617(4) 0.0306(10) Uani 1 1 d . . . . .
H3A H 0.976328 0.299064 0.352169 0.037 Uiso 1 1 calc R U . . .
H3B H 1.006220 0.203760 0.340710 0.037 Uiso 1 1 calc R U . . .
C4 C 0.9499(4) 0.2283(3) 0.4822(4) 0.0305(10) Uani 1 1 d . . . . .
H4A H 0.938140 0.169058 0.495060 0.037 Uiso 1 1 calc R U . . .
H4B H 1.024537 0.245041 0.530624 0.037 Uiso 1 1 calc R U . . .
C5 C 0.8257(4) 0.2502(3) 0.6137(3) 0.0299(9) Uani 1 1 d . . . . .
H5A H 0.885170 0.269184 0.678769 0.036 Uiso 1 1 calc R U . . .
H5B H 0.823140 0.189302 0.615838 0.036 Uiso 1 1 calc R U . . .
C6 C 0.7096(4) 0.2849(3) 0.6205(4) 0.0311(11) Uani 1 1 d . . . . .
H6A H 0.675539 0.248490 0.668083 0.037 Uiso 1 1 calc R U . . .
H6B H 0.720708 0.339976 0.655680 0.037 Uiso 1 1 calc R U . . .
C7 C 0.6034(4) 0.3800(3) 0.4751(4) 0.0296(10) Uani 1 1 d . . . . .
H7A H 0.661380 0.415808 0.523378 0.036 Uiso 1 1 calc R U . . .
H7B H 0.527255 0.395311 0.486355 0.036 Uiso 1 1 calc R U . . .
C8 C 0.6050(4) 0.3944(3) 0.3551(4) 0.0296(10) Uani 1 1 d . . . . .
H8A H 0.539389 0.365736 0.305822 0.036 Uiso 1 1 calc R U . . .
H8B H 0.598057 0.454019 0.338168 0.036 Uiso 1 1 calc R U . . .
C9 C 0.8179(4) 0.4080(3) 0.3957(4) 0.0269(10) Uani 1 1 d . . . . .
H9A H 0.796041 0.465199 0.409033 0.032 Uiso 1 1 calc R U . . .
H9B H 0.873508 0.410401 0.348433 0.032 Uiso 1 1 calc R U . . .
C10 C 0.8763(4) 0.3678(3) 0.5082(4) 0.0242(9) Uani 1 1 d . . . . .
H10A H 0.959757 0.378535 0.524241 0.029 Uiso 1 1 calc R U . . .
H10B H 0.846494 0.393804 0.567719 0.029 Uiso 1 1 calc R U . . .
C11 C 0.8294(5) 0.1455(3) 0.2360(4) 0.0366(12) Uani 1 1 d . . . . .
H11A H 0.885328 0.142004 0.190261 0.055 Uiso 1 1 calc R U . . .
H11B H 0.752282 0.135828 0.189530 0.055 Uiso 1 1 calc R U . . .
H11C H 0.847223 0.103859 0.294845 0.055 Uiso 1 1 calc R U . . .
C12 C 0.5197(4) 0.2478(3) 0.5063(5) 0.0361(11) Uani 1 1 d . . . . .
H12A H 0.484055 0.271508 0.562516 0.054 Uiso 1 1 calc R U . . .
H12B H 0.535974 0.189319 0.522638 0.054 Uiso 1 1 calc R U . . .
H12C H 0.467336 0.253367 0.432769 0.054 Uiso 1 1 calc R U . . .
C13 C 0.6057(4) 0.1209(3) 0.3381(4) 0.0305(11) Uani 1 1 d . . . . .
C14 C 0.5359(5) 0.0438(3) 0.3063(5) 0.0456(14) Uani 1 1 d . . . . .
H14A H 0.565051 0.000314 0.360513 0.068 Uiso 1 1 calc R U . . .
H14B H 0.541519 0.025774 0.232353 0.068 Uiso 1 1 calc R U . . .
H14C H 0.455525 0.055135 0.305207 0.068 Uiso 1 1 calc R U . . .
C15 C 0.2184(6) 0.0143(3) 0.3976(5) 0.0447(14) Uani 1 1 d . . . . .
H15A H 0.224918 -0.003993 0.323215 0.054 Uiso 1 1 calc R U . . .
H15B H 0.267346 -0.021917 0.453698 0.054 Uiso 1 1 calc R U . . .
F6 F 0.2242(2) 0.49129(16) 0.3370(2) 0.0328(6) Uani 1 1 d . . . . .
F5 F 0.1244(3) 0.37679(17) 0.2695(2) 0.0384(7) Uani 1 1 d . . . . .
F3 F 0.3143(3) 0.42186(17) 0.4896(2) 0.0349(7) Uani 1 1 d . . . . .
F2 F 0.3175(3) 0.37301(19) 0.3195(3) 0.0394(7) Uani 1 1 d . . . . .
F4 F 0.1202(3) 0.42528(19) 0.4393(3) 0.0416(7) Uani 1 1 d . . . . .
F1 F 0.2148(3) 0.30676(17) 0.4234(3) 0.0464(8) Uani 1 1 d . . . . .
Ni1 Ni 0.71739(5) 0.24484(3) 0.39097(4) 0.01974(15) Uani 1 1 d . . . . .
O1 O 0.6912(3) 0.12044(18) 0.4195(3) 0.0287(7) Uani 1 1 d . . . . .
O2 O 0.5795(3) 0.1860(2) 0.2815(3) 0.0308(7) Uani 1 1 d . . . . .
P1 P 0.21962(11) 0.39840(7) 0.37986(10) 0.0236(3) Uani 1 1 d . . . . .
Cl1 Cl 0.26653(18) 0.11633(9) 0.41975(15) 0.0621(5) Uani 1 1 d . . . . .
Cl2 Cl 0.07631(19) 0.00552(13) 0.4065(3) 0.1068(10) Uani 1 1 d . . . . .
N1 N 0.7141(3) 0.3625(2) 0.3353(3) 0.0235(8) Uani 1 1 d . . . . .
N2 N 0.8347(4) 0.2286(2) 0.2866(3) 0.0271(8) Uani 1 1 d . . . . .
N3 N 0.8570(3) 0.2771(2) 0.5098(3) 0.0227(8) Uani 1 1 d . . . . .
N4 N 0.6281(3) 0.2920(2) 0.5079(3) 0.0251(8) 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
C1 N1 1.475(6) . ?
C1 C2 1.534(7) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 N2 1.497(6) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 N2 1.497(6) . ?
C3 C4 1.514(7) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 N3 1.476(6) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 N3 1.491(6) . ?
C5 C6 1.526(7) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 N4 1.505(6) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 N4 1.496(6) . ?
C7 C8 1.512(7) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 N1 1.484(6) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 N1 1.488(6) . ?
C9 C10 1.547(6) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 N3 1.490(5) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 N2 1.482(6) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 N4 1.484(6) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 O1 1.256(6) . ?
C13 O2 1.266(6) . ?
C13 C14 1.505(7) . ?
C13 Ni1 2.420(5) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 Cl2 1.744(7) . ?
C15 Cl1 1.753(5) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
F6 P1 1.604(3) . ?
F5 P1 1.598(3) . ?
F3 P1 1.596(3) . ?
F2 P1 1.593(3) . ?
F4 P1 1.608(3) . ?
F1 P1 1.587(3) . ?
Ni1 N3 2.018(4) . ?
Ni1 N1 2.027(4) . ?
Ni1 O1 2.086(3) . ?
Ni1 O2 2.102(3) . ?
Ni1 N4 2.142(4) . ?
Ni1 N2 2.147(4) . ?

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 C1 C2 111.9(4) . . ?
N1 C1 H1A 109.2 . . ?
C2 C1 H1A 109.2 . . ?
N1 C1 H1B 109.2 . . ?
C2 C1 H1B 109.2 . . ?
H1A C1 H1B 107.9 . . ?
N2 C2 C1 112.4(4) . . ?
N2 C2 H2A 109.1 . . ?
C1 C2 H2A 109.1 . . ?
N2 C2 H2B 109.1 . . ?
C1 C2 H2B 109.1 . . ?
H2A C2 H2B 107.8 . . ?
N2 C3 C4 111.4(4) . . ?
N2 C3 H3A 109.3 . . ?
C4 C3 H3A 109.3 . . ?
N2 C3 H3B 109.3 . . ?
C4 C3 H3B 109.3 . . ?
H3A C3 H3B 108.0 . . ?
N3 C4 C3 109.6(4) . . ?
N3 C4 H4A 109.8 . . ?
C3 C4 H4A 109.8 . . ?
N3 C4 H4B 109.8 . . ?
C3 C4 H4B 109.8 . . ?
H4A C4 H4B 108.2 . . ?
N3 C5 C6 111.4(4) . . ?
N3 C5 H5A 109.4 . . ?
C6 C5 H5A 109.4 . . ?
N3 C5 H5B 109.4 . . ?
C6 C5 H5B 109.4 . . ?
H5A C5 H5B 108.0 . . ?
N4 C6 C5 112.1(4) . . ?
N4 C6 H6A 109.2 . . ?
C5 C6 H6A 109.2 . . ?
N4 C6 H6B 109.2 . . ?
C5 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
N4 C7 C8 111.5(4) . . ?
N4 C7 H7A 109.3 . . ?
C8 C7 H7A 109.3 . . ?
N4 C7 H7B 109.3 . . ?
C8 C7 H7B 109.3 . . ?
H7A C7 H7B 108.0 . . ?
N1 C8 C7 109.3(4) . . ?
N1 C8 H8A 109.8 . . ?
C7 C8 H8A 109.8 . . ?
N1 C8 H8B 109.8 . . ?
C7 C8 H8B 109.8 . . ?
H8A C8 H8B 108.3 . . ?
N1 C9 C10 112.9(3) . . ?
N1 C9 H9A 109.0 . . ?
C10 C9 H9A 109.0 . . ?
N1 C9 H9B 109.0 . . ?
C10 C9 H9B 109.0 . . ?
H9A C9 H9B 107.8 . . ?
N3 C10 C9 112.9(3) . . ?
N3 C10 H10A 109.0 . . ?
C9 C10 H10A 109.0 . . ?
N3 C10 H10B 109.0 . . ?
C9 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N4 C12 H12A 109.5 . . ?
N4 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N4 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O1 C13 O2 119.8(4) . . ?
O1 C13 C14 120.2(5) . . ?
O2 C13 C14 120.0(5) . . ?
O1 C13 Ni1 59.6(2) . . ?
O2 C13 Ni1 60.3(2) . . ?
C14 C13 Ni1 179.4(4) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
Cl2 C15 Cl1 111.0(3) . . ?
Cl2 C15 H15A 109.4 . . ?
Cl1 C15 H15A 109.4 . . ?
Cl2 C15 H15B 109.4 . . ?
Cl1 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
N3 Ni1 N1 87.08(14) . . ?
N3 Ni1 O1 105.08(13) . . ?
N1 Ni1 O1 167.82(13) . . ?
N3 Ni1 O2 167.82(14) . . ?
N1 Ni1 O2 105.04(14) . . ?
O1 Ni1 O2 62.78(13) . . ?
N3 Ni1 N4 82.92(15) . . ?
N1 Ni1 N4 85.58(15) . . ?
O1 Ni1 N4 96.30(14) . . ?
O2 Ni1 N4 98.84(14) . . ?
N3 Ni1 N2 85.46(15) . . ?
N1 Ni1 N2 82.62(15) . . ?
O1 Ni1 N2 97.57(14) . . ?
O2 Ni1 N2 94.89(14) . . ?
N4 Ni1 N2 163.82(14) . . ?
N3 Ni1 C13 136.34(16) . . ?
N1 Ni1 C13 136.57(16) . . ?
O1 Ni1 C13 31.26(15) . . ?
O2 Ni1 C13 31.53(15) . . ?
N4 Ni1 C13 98.32(15) . . ?
N2 Ni1 C13 97.86(15) . . ?
C13 O1 Ni1 89.2(3) . . ?
C13 O2 Ni1 88.2(3) . . ?
F1 P1 F2 90.51(18) . . ?
F1 P1 F3 90.61(17) . . ?
F2 P1 F3 90.38(17) . . ?
F1 P1 F5 90.49(17) . . ?
F2 P1 F5 89.90(17) . . ?
F3 P1 F5 178.87(17) . . ?
F1 P1 F6 179.45(19) . . ?
F2 P1 F6 89.95(16) . . ?
F3 P1 F6 89.10(15) . . ?
F5 P1 F6 89.81(16) . . ?
F1 P1 F4 90.37(19) . . ?
F2 P1 F4 179.01(18) . . ?
F3 P1 F4 90.06(17) . . ?
F5 P1 F4 89.64(17) . . ?
F6 P1 F4 89.17(16) . . ?
C1 N1 C8 113.2(4) . . ?
C1 N1 C9 112.2(4) . . ?
C8 N1 C9 114.3(4) . . ?
C1 N1 Ni1 103.0(3) . . ?
C8 N1 Ni1 102.6(3) . . ?
C9 N1 Ni1 110.5(3) . . ?
C11 N2 C3 109.5(4) . . ?
C11 N2 C2 110.7(4) . . ?
C3 N2 C2 111.8(4) . . ?
C11 N2 Ni1 113.5(3) . . ?
C3 N2 Ni1 104.9(3) . . ?
C2 N2 Ni1 106.2(3) . . ?
C4 N3 C10 113.4(4) . . ?
C4 N3 C5 113.9(4) . . ?
C10 N3 C5 111.9(3) . . ?
C4 N3 Ni1 103.6(3) . . ?
C10 N3 Ni1 110.6(3) . . ?
C5 N3 Ni1 102.5(3) . . ?
C12 N4 C7 110.0(4) . . ?
C12 N4 C6 110.5(4) . . ?
C7 N4 C6 111.6(4) . . ?
C12 N4 Ni1 113.6(3) . . ?
C7 N4 Ni1 104.8(3) . . ?
C6 N4 Ni1 106.3(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
N1 C1 C2 N2 31.2(6) . . . . ?
N2 C3 C4 N3 -51.5(5) . . . . ?
N3 C5 C6 N4 33.6(5) . . . . ?
N4 C7 C8 N1 -52.5(5) . . . . ?
N1 C9 C10 N3 28.0(5) . . . . ?
O2 C13 O1 Ni1 1.8(5) . . . . ?
C14 C13 O1 Ni1 -179.4(5) . . . . ?
O1 C13 O2 Ni1 -1.8(5) . . . . ?
C14 C13 O2 Ni1 179.4(5) . . . . ?
C2 C1 N1 C8 -160.9(4) . . . . ?
C2 C1 N1 C9 67.9(5) . . . . ?
C2 C1 N1 Ni1 -51.0(4) . . . . ?
C7 C8 N1 C1 163.7(4) . . . . ?
C7 C8 N1 C9 -66.2(5) . . . . ?
C7 C8 N1 Ni1 53.5(4) . . . . ?
C10 C9 N1 C1 -134.9(4) . . . . ?
C10 C9 N1 C8 94.5(4) . . . . ?
C10 C9 N1 Ni1 -20.6(5) . . . . ?
C4 C3 N2 C11 -100.0(5) . . . . ?
C4 C3 N2 C2 137.0(4) . . . . ?
C4 C3 N2 Ni1 22.2(4) . . . . ?
C1 C2 N2 C11 127.8(4) . . . . ?
C1 C2 N2 C3 -109.8(5) . . . . ?
C1 C2 N2 Ni1 4.1(5) . . . . ?
C3 C4 N3 C10 -67.5(5) . . . . ?
C3 C4 N3 C5 162.9(4) . . . . ?
C3 C4 N3 Ni1 52.4(4) . . . . ?
C9 C10 N3 C4 94.6(4) . . . . ?
C9 C10 N3 C5 -134.9(4) . . . . ?
C9 C10 N3 Ni1 -21.2(5) . . . . ?
C6 C5 N3 C4 -163.6(4) . . . . ?
C6 C5 N3 C10 66.1(5) . . . . ?
C6 C5 N3 Ni1 -52.4(4) . . . . ?
C8 C7 N4 C12 -100.2(5) . . . . ?
C8 C7 N4 C6 136.9(4) . . . . ?
C8 C7 N4 Ni1 22.2(4) . . . . ?
C5 C6 N4 C12 125.4(4) . . . . ?
C5 C6 N4 C7 -112.0(4) . . . . ?
C5 C6 N4 Ni1 1.7(4) . . . . ?

_refine_diff_density_max         0.916
_refine_diff_density_min         -0.686
_refine_diff_density_rms         0.094

####################################################################### 
# 
# 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_Ni2Cl2
_database_code_depnum_ccdc_archive 'CCDC 1566346'
_audit_update_record             
;
2017-08-02 deposited with the CCDC.
2019-02-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H34 Cl2 N4 Ni'
_chemical_formula_sum            'C24 H34 Cl2 N4 Ni'
_chemical_formula_weight         508.16

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'
Cl Cl 0.1484 0.1585 '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'
Ni Ni 0.3393 1.1124 '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'

_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                   8.8352(17)
_cell_length_b                   13.1417(17)
_cell_length_c                   19.920(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.985(16)
_cell_angle_gamma                90
_cell_volume                     2311.5(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    15678
_cell_measurement_theta_min      2.8
_cell_measurement_theta_max      29.75

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.460
_exptl_crystal_F_000             1072
_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    1.090
_shelx_estimated_absorpt_T_min   0.736
_shelx_estimated_absorpt_T_max   0.811
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Stoe IPDS2'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean 6.67
_diffrn_reflns_number            15903
_diffrn_reflns_av_unetI/netI     0.0311
_diffrn_reflns_av_R_equivalents  0.0605
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.779
_diffrn_reflns_theta_max         27.103
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2554
_reflns_number_gt                2211
_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       'X-AREA (Stoe & Cie, 2002)'
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction        'X-RED (Stoe & Cie, 2002)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0419P)²+0.4125P] 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         2554
_refine_ls_number_parameters     141
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0308
_refine_ls_R_factor_gt           0.0258
_refine_ls_wR_factor_ref         0.0685
_refine_ls_wR_factor_gt          0.0670
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_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
Ni1 Ni 0.500000 0.40987(2) 0.250000 0.01534(9) Uani 1 2 d S T P . .
Cl1 Cl 0.36262(5) 0.28062(3) 0.30796(2) 0.03290(12) Uani 1 1 d . . . . .
N1 N 0.38802(14) 0.52833(11) 0.29705(7) 0.0282(3) Uani 1 1 d . . . . .
N2 N 0.32220(13) 0.44092(9) 0.17432(6) 0.0194(2) Uani 1 1 d . . . . .
C1 C 0.22515(18) 0.50765(16) 0.28501(9) 0.0371(4) Uani 1 1 d . . . . .
H1A H 0.165961 0.568351 0.297442 0.044 Uiso 1 1 calc R U . . .
H1B H 0.194363 0.450430 0.313846 0.044 Uiso 1 1 calc R U . . .
C2 C 0.18939(17) 0.48084(14) 0.21078(8) 0.0291(4) Uani 1 1 d . . . . .
H2A H 0.107827 0.429164 0.208711 0.035 Uiso 1 1 calc R U . . .
H2B H 0.150754 0.542486 0.187330 0.035 Uiso 1 1 calc R U . . .
C3 C 0.38586(18) 0.51973(13) 0.12930(8) 0.0284(3) Uani 1 1 d . . . . .
H3A H 0.350363 0.587851 0.142982 0.034 Uiso 1 1 calc R U . . .
H3B H 0.348794 0.507398 0.082536 0.034 Uiso 1 1 calc R U . . .
C4 C 0.55877(19) 0.51748(16) 0.13237(9) 0.0365(4) Uani 1 1 d . . . . .
H4A H 0.595361 0.452394 0.113886 0.044 Uiso 1 1 calc R U . . .
H4B H 0.598956 0.573790 0.105189 0.044 Uiso 1 1 calc R U . . .
C5 C 0.4274(2) 0.62910(13) 0.26921(11) 0.0426(5) Uani 1 1 d . . . . .
H5A H 0.437682 0.678592 0.306566 0.051 Uiso 1 1 calc R U . . .
H5B H 0.343248 0.652306 0.238879 0.051 Uiso 1 1 calc R U . . .
C6 C 0.28428(17) 0.34548(11) 0.13646(7) 0.0205(3) Uani 1 1 d . . . . .
H6A H 0.254018 0.293298 0.169236 0.025 Uiso 1 1 calc R U . . .
H6B H 0.377683 0.320837 0.115726 0.025 Uiso 1 1 calc R U . . .
C7 C 0.16094(17) 0.35219(11) 0.08193(7) 0.0207(3) Uani 1 1 d . . . . .
C8 C 0.00883(17) 0.33578(11) 0.09506(8) 0.0237(3) Uani 1 1 d . . . . .
H8 H -0.019767 0.324168 0.139957 0.028 Uiso 1 1 calc R U . . .
C9 C -0.10171(19) 0.33611(13) 0.04366(9) 0.0297(3) Uani 1 1 d . . . . .
H9 H -0.204760 0.324878 0.053604 0.036 Uiso 1 1 calc R U . . .
C10 C -0.0617(2) 0.35279(13) -0.02197(9) 0.0322(4) Uani 1 1 d . . . . .
H10 H -0.136992 0.352549 -0.057202 0.039 Uiso 1 1 calc R U . . .
C11 C 0.0880(2) 0.36979(15) -0.03599(8) 0.0345(4) Uani 1 1 d . . . . .
H11 H 0.115655 0.382381 -0.080903 0.041 Uiso 1 1 calc R U . . .
C12 C 0.19847(19) 0.36854(13) 0.01538(8) 0.0289(3) Uani 1 1 d . . . . .
H12 H 0.301428 0.379008 0.004975 0.035 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
Ni1 N1 2.0845(13) 2_655 ?
Ni1 N1 2.0845(13) . ?
Ni1 N2 2.1779(12) . ?
Ni1 N2 2.1779(12) 2_655 ?
Ni1 Cl1 2.4059(5) 2_655 ?
Ni1 Cl1 2.4059(5) . ?
N1 C4 1.474(2) 2_655 ?
N1 C1 1.476(2) . ?
N1 C5 1.482(3) . ?
N2 C3 1.4927(19) . ?
N2 C6 1.4955(18) . ?
N2 C2 1.496(2) . ?
C1 C2 1.542(2) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.527(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C5 1.516(5) 2_655 ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.5144(19) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C12 1.394(2) . ?
C7 C8 1.395(2) . ?
C8 C9 1.390(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.383(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.380(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.390(2) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?

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 Ni1 N1 83.37(9) 2_655 . ?
N1 Ni1 N2 83.74(5) 2_655 . ?
N1 Ni1 N2 80.16(5) . . ?
N1 Ni1 N2 80.16(5) 2_655 2_655 ?
N1 Ni1 N2 83.74(5) . 2_655 ?
N2 Ni1 N2 158.40(7) . 2_655 ?
N1 Ni1 Cl1 93.23(5) 2_655 2_655 ?
N1 Ni1 Cl1 176.59(5) . 2_655 ?
N2 Ni1 Cl1 99.43(3) . 2_655 ?
N2 Ni1 Cl1 95.78(4) 2_655 2_655 ?
N1 Ni1 Cl1 176.59(5) 2_655 . ?
N1 Ni1 Cl1 93.23(5) . . ?
N2 Ni1 Cl1 95.78(4) . . ?
N2 Ni1 Cl1 99.43(4) 2_655 . ?
Cl1 Ni1 Cl1 90.18(3) 2_655 . ?
C4 N1 C1 114.47(15) 2_655 . ?
C4 N1 C5 111.84(14) 2_655 . ?
C1 N1 C5 110.13(14) . . ?
C4 N1 Ni1 102.48(10) 2_655 . ?
C1 N1 Ni1 105.35(10) . . ?
C5 N1 Ni1 112.20(12) . . ?
C3 N2 C6 111.19(12) . . ?
C3 N2 C2 111.50(13) . . ?
C6 N2 C2 111.91(11) . . ?
C3 N2 Ni1 105.55(8) . . ?
C6 N2 Ni1 109.60(9) . . ?
C2 N2 Ni1 106.78(9) . . ?
N1 C1 C2 111.35(14) . . ?
N1 C1 H1A 109.4 . . ?
C2 C1 H1A 109.4 . . ?
N1 C1 H1B 109.4 . . ?
C2 C1 H1B 109.4 . . ?
H1A C1 H1B 108.0 . . ?
N2 C2 C1 114.05(12) . . ?
N2 C2 H2A 108.7 . . ?
C1 C2 H2A 108.7 . . ?
N2 C2 H2B 108.7 . . ?
C1 C2 H2B 108.7 . . ?
H2A C2 H2B 107.6 . . ?
N2 C3 C4 111.09(12) . . ?
N2 C3 H3A 109.4 . . ?
C4 C3 H3A 109.4 . . ?
N2 C3 H3B 109.4 . . ?
C4 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
N1 C4 C3 108.78(15) 2_655 . ?
N1 C4 H4A 109.9 2_655 . ?
C3 C4 H4A 109.9 . . ?
N1 C4 H4B 109.9 2_655 . ?
C3 C4 H4B 109.9 . . ?
H4A C4 H4B 108.3 . . ?
N1 C5 C5 113.75(9) . 2_655 ?
N1 C5 H5A 108.8 . . ?
C5 C5 H5A 108.8 2_655 . ?
N1 C5 H5B 108.8 . . ?
C5 C5 H5B 108.8 2_655 . ?
H5A C5 H5B 107.7 . . ?
N2 C6 C7 117.12(12) . . ?
N2 C6 H6A 108.0 . . ?
C7 C6 H6A 108.0 . . ?
N2 C6 H6B 108.0 . . ?
C7 C6 H6B 108.0 . . ?
H6A C6 H6B 107.3 . . ?
C12 C7 C8 117.69(14) . . ?
C12 C7 C6 120.13(14) . . ?
C8 C7 C6 122.04(13) . . ?
C9 C8 C7 121.21(14) . . ?
C9 C8 H8 119.4 . . ?
C7 C8 H8 119.4 . . ?
C10 C9 C8 120.04(16) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C11 C10 C9 119.67(15) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C10 C11 C12 120.19(16) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C11 C12 C7 121.20(16) . . ?
C11 C12 H12 119.4 . . ?
C7 C12 H12 119.4 . . ?

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
C4 N1 C1 C2 -158.70(15) 2_655 . . . ?
C5 N1 C1 C2 74.28(19) . . . . ?
Ni1 N1 C1 C2 -46.91(18) . . . . ?
C3 N2 C2 C1 -103.56(17) . . . . ?
C6 N2 C2 C1 131.19(15) . . . . ?
Ni1 N2 C2 C1 11.26(17) . . . . ?
N1 C1 C2 N2 23.2(2) . . . . ?
C6 N2 C3 C4 -95.30(16) . . . . ?
C2 N2 C3 C4 139.05(15) . . . . ?
Ni1 N2 C3 C4 23.48(16) . . . . ?
N2 C3 C4 N1 -54.9(2) . . . 2_655 ?
C4 N1 C5 C5 95.7(2) 2_655 . . 2_655 ?
C1 N1 C5 C5 -135.82(18) . . . 2_655 ?
Ni1 N1 C5 C5 -18.8(2) . . . 2_655 ?
C3 N2 C6 C7 -64.34(16) . . . . ?
C2 N2 C6 C7 61.09(17) . . . . ?
Ni1 N2 C6 C7 179.35(10) . . . . ?
N2 C6 C7 C12 94.83(17) . . . . ?
N2 C6 C7 C8 -89.52(18) . . . . ?
C12 C7 C8 C9 -0.3(2) . . . . ?
C6 C7 C8 C9 -176.01(14) . . . . ?
C7 C8 C9 C10 0.1(2) . . . . ?
C8 C9 C10 C11 -0.5(3) . . . . ?
C9 C10 C11 C12 1.0(3) . . . . ?
C10 C11 C12 C7 -1.2(3) . . . . ?
C8 C7 C12 C11 0.8(2) . . . . ?
C6 C7 C12 C11 176.67(15) . . . . ?

_refine_diff_density_max         0.427
_refine_diff_density_min         -0.490
_refine_diff_density_rms         0.055

####################################################################### 
# 
# 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_Ni4OAc_PF6
_database_code_depnum_ccdc_archive 'CCDC 1567488'
_audit_update_record             
;
2017-08-08 deposited with the CCDC.
2019-02-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H33 F6 N4 Ni O2 P'
_chemical_formula_weight         565.18

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'

_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                   7.6252(10)
_cell_length_b                   11.0029(14)
_cell_length_c                   14.884(2)
_cell_angle_alpha                71.316(10)
_cell_angle_beta                 81.906(11)
_cell_angle_gamma                87.281(11)
_cell_volume                     1171.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    15859
_cell_measurement_theta_min      1.95
_cell_measurement_theta_max      29.6

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.603
_exptl_crystal_F_000             588
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.310
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    0.970
_shelx_estimated_absorpt_T_min   0.698
_shelx_estimated_absorpt_T_max   0.759
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.700
_exptl_absorpt_correction_T_max  0.791
_exptl_absorpt_process_details   
;

 R.H. Blessing, Acta Cryst. (1995), A51, 33-38
;

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Fine-focus sealed tube'
_diffrn_measurement_device_type  'Stoe IPDS2'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean 6.67
_diffrn_reflns_number            17195
_diffrn_reflns_av_unetI/netI     0.0485
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.954
_diffrn_reflns_theta_max         29.687
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             17195
_reflns_number_gt                13089
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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       'Stoe X-AREA'
_computing_cell_refinement       'Stoe X-AREA'
_computing_data_reduction        
;
 Scaled and merged with Sortav
 R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;Refined as a 2-component twin.
Data were de-twinned using Rotax (Cooper et al., 2000). The twin 
law is a 2-fold rotation about the reciprocal 0 0 1 axis. 
A small number of reflections suspected to be partially overlapped
were omitted from the final refinement.,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)+(0.0830P)²+2.8302P] 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         17195
_refine_ls_number_parameters     310
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0640
_refine_ls_R_factor_gt           0.0478
_refine_ls_wR_factor_ref         0.1762
_refine_ls_wR_factor_gt          0.1669
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_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
Ni1 Ni 0.53900(6) 0.37172(5) 0.24912(4) 0.01765(14) Uani 1 1 d . . . . .
C1 C 0.2228(5) 0.2465(4) 0.2681(3) 0.0239(8) Uani 1 1 d . . . . .
H1A H 0.265519 0.226139 0.208615 0.029 Uiso 1 1 calc R U . . .
H1B H 0.092369 0.237157 0.280601 0.029 Uiso 1 1 calc R U . . .
C2 C 0.3065(6) 0.1548(4) 0.3515(3) 0.0258(9) Uani 1 1 d . . . . .
H2A H 0.248628 0.166178 0.412193 0.031 Uiso 1 1 calc R U . . .
H2B H 0.286573 0.065290 0.354456 0.031 Uiso 1 1 calc R U . . .
C3 C 0.5597(6) 0.1746(4) 0.4342(3) 0.0298(9) Uani 1 1 d . . . . .
H3A H 0.659910 0.113742 0.447479 0.036 Uiso 1 1 calc R U . . .
H3B H 0.460879 0.142121 0.486320 0.036 Uiso 1 1 calc R U . . .
C4 C 0.6164(6) 0.3054(4) 0.4345(3) 0.0283(9) Uani 1 1 d . . . . .
H4A H 0.599556 0.308200 0.501002 0.034 Uiso 1 1 calc R U . . .
H4B H 0.743789 0.318497 0.409541 0.034 Uiso 1 1 calc R U . . .
C5 C 0.5942(6) 0.5380(4) 0.3486(3) 0.0259(9) Uani 1 1 d . . . . .
H5A H 0.722890 0.532486 0.328444 0.031 Uiso 1 1 calc R U . . .
H5B H 0.577378 0.569844 0.404357 0.031 Uiso 1 1 calc R U . . .
C6 C 0.5069(6) 0.6292(4) 0.2670(3) 0.0249(8) Uani 1 1 d . . . . .
H6A H 0.381346 0.642177 0.290034 0.030 Uiso 1 1 calc R U . . .
H6B H 0.566930 0.713410 0.245051 0.030 Uiso 1 1 calc R U . . .
C7 C 0.3474(5) 0.5984(4) 0.1413(3) 0.0229(8) Uani 1 1 d . . . . .
H7A H 0.375011 0.637833 0.071130 0.027 Uiso 1 1 calc R U . . .
H7B H 0.271940 0.659279 0.166258 0.027 Uiso 1 1 calc R U . . .
C8 C 0.2438(5) 0.4727(4) 0.1631(3) 0.0226(8) Uani 1 1 d . . . . .
H8A H 0.115857 0.492456 0.162699 0.027 Uiso 1 1 calc R U . . .
H8B H 0.282398 0.433400 0.112283 0.027 Uiso 1 1 calc R U . . .
C9 C 0.3208(6) 0.4082(4) 0.4141(3) 0.0257(9) Uani 1 1 d . . . . .
H9A H 0.298103 0.478432 0.442420 0.031 Uiso 1 1 calc R U . . .
H9B H 0.294514 0.326178 0.466171 0.031 Uiso 1 1 calc R U . . .
C10 C 0.1934(5) 0.4235(4) 0.3393(3) 0.0244(8) Uani 1 1 d . . . . .
H10A H 0.084626 0.373484 0.370910 0.029 Uiso 1 1 calc R U . . .
H10B H 0.158963 0.514897 0.314792 0.029 Uiso 1 1 calc R U . . .
C11 C 0.6009(6) 0.0825(4) 0.3020(4) 0.0309(10) Uani 1 1 d . . . . .
H11A H 0.727799 0.101985 0.290322 0.046 Uiso 1 1 calc R U . . .
H11B H 0.559556 0.086197 0.241763 0.046 Uiso 1 1 calc R U . . .
H11C H 0.580674 -0.003692 0.348050 0.046 Uiso 1 1 calc R U . . .
C12 C 0.6748(5) 0.6259(4) 0.1135(3) 0.0221(8) Uani 1 1 d . . . . .
H12A H 0.679391 0.583220 0.063910 0.027 Uiso 1 1 calc R U . . .
H12B H 0.781036 0.597962 0.146268 0.027 Uiso 1 1 calc R U . . .
C13 C 0.6900(5) 0.7688(4) 0.0631(3) 0.0219(8) Uani 1 1 d . . . . .
C14 C 0.7745(6) 0.8459(4) 0.1028(4) 0.0284(9) Uani 1 1 d . . . . .
H14 H 0.814499 0.809222 0.163438 0.034 Uiso 1 1 calc R U . . .
C15 C 0.7996(6) 0.9748(4) 0.0542(4) 0.0345(11) Uani 1 1 d . . . . .
H15 H 0.853026 1.027016 0.082754 0.041 Uiso 1 1 calc R U . . .
C16 C 0.7480(7) 1.0289(4) -0.0354(4) 0.0370(12) Uani 1 1 d . . . . .
H16 H 0.769323 1.117229 -0.069009 0.044 Uiso 1 1 calc R U . . .
C17 C 0.6643(6) 0.9538(4) -0.0767(4) 0.0318(10) Uani 1 1 d . . . . .
H17 H 0.628181 0.990428 -0.138290 0.038 Uiso 1 1 calc R U . . .
C18 C 0.6349(6) 0.8246(4) -0.0261(3) 0.0263(9) Uani 1 1 d . . . . .
H18 H 0.575741 0.773518 -0.053155 0.032 Uiso 1 1 calc R U . . .
C19 C 0.7809(5) 0.3302(3) 0.1373(3) 0.0209(8) Uani 1 1 d . . . . .
C20 C 0.9296(6) 0.2992(5) 0.0712(4) 0.0311(10) Uani 1 1 d . . . . .
H20A H 0.881342 0.272927 0.022631 0.047 Uiso 1 1 calc R U . . .
H20B H 1.000929 0.229207 0.107743 0.047 Uiso 1 1 calc R U . . .
H20C H 1.004089 0.375257 0.039814 0.047 Uiso 1 1 calc R U . . .
O1 O 0.8129(4) 0.3516(3) 0.2126(2) 0.0220(6) Uani 1 1 d . . . . .
O2 O 0.6224(4) 0.3345(3) 0.1192(2) 0.0222(6) Uani 1 1 d . . . . .
P1 P 0.97162(16) 0.18774(11) 0.64283(9) 0.0288(3) Uani 1 1 d . . . . .
F1 F 0.9530(5) 0.3297(3) 0.5706(3) 0.0521(9) Uani 1 1 d . . . . .
F2 F 0.9335(5) 0.2438(4) 0.7300(3) 0.0501(9) Uani 1 1 d . . . . .
F3 F 0.7633(4) 0.1671(3) 0.6480(3) 0.0465(8) Uani 1 1 d . . . . .
F4 F 1.1799(4) 0.2095(3) 0.6374(3) 0.0488(9) Uani 1 1 d . . . . .
F5 F 1.0090(6) 0.1353(4) 0.5543(3) 0.0708(13) Uani 1 1 d . . . . .
F6 F 0.9890(5) 0.0480(3) 0.7145(3) 0.0573(11) Uani 1 1 d . . . . .
N1 N 0.2719(4) 0.3801(3) 0.2569(3) 0.0198(7) Uani 1 1 d . . . . .
N2 N 0.5020(5) 0.1781(3) 0.3413(3) 0.0235(7) Uani 1 1 d . . . . .
N3 N 0.5118(5) 0.4097(3) 0.3749(3) 0.0223(7) Uani 1 1 d . . . . .
N4 N 0.5163(4) 0.5769(3) 0.1849(3) 0.0192(6) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 N1 2.023(3) . ?
Ni1 N3 2.026(4) . ?
Ni1 O1 2.102(3) . ?
Ni1 O2 2.109(3) . ?
Ni1 N2 2.139(3) . ?
Ni1 N4 2.160(3) . ?
Ni1 C19 2.434(4) . ?
C1 N1 1.485(5) . ?
C1 C2 1.525(6) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 N2 1.503(5) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 N2 1.498(6) . ?
C3 C4 1.524(6) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 N3 1.484(6) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 N3 1.484(5) . ?
C5 C6 1.519(6) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 N4 1.501(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 N4 1.498(5) . ?
C7 C8 1.545(6) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 N1 1.477(5) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 N3 1.490(5) . ?
C9 C10 1.543(7) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 N1 1.495(5) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 N2 1.488(5) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 N4 1.488(5) . ?
C12 C13 1.511(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C18 1.388(7) . ?
C13 C14 1.402(6) . ?
C14 C15 1.379(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.380(8) . ?
C15 H15 0.9500 . ?
C16 C17 1.397(8) . ?
C16 H16 0.9500 . ?
C17 C18 1.391(6) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 O2 1.270(5) . ?
C19 O1 1.275(5) . ?
C19 C20 1.495(6) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
P1 F6 1.577(3) . ?
P1 F5 1.587(4) . ?
P1 F2 1.593(3) . ?
P1 F1 1.601(3) . ?
P1 F3 1.603(3) . ?
P1 F4 1.604(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Ni1 N3 87.69(14) . . ?
N1 Ni1 O1 166.80(13) . . ?
N3 Ni1 O1 105.49(13) . . ?
N1 Ni1 O2 103.84(13) . . ?
N3 Ni1 O2 168.45(13) . . ?
O1 Ni1 O2 63.01(12) . . ?
N1 Ni1 N2 85.95(13) . . ?
N3 Ni1 N2 82.79(14) . . ?
O1 Ni1 N2 94.76(12) . . ?
O2 Ni1 N2 98.66(13) . . ?
N1 Ni1 N4 82.67(13) . . ?
N3 Ni1 N4 85.12(14) . . ?
O1 Ni1 N4 98.98(12) . . ?
O2 Ni1 N4 95.37(12) . . ?
N2 Ni1 N4 163.71(13) . . ?
N1 Ni1 C19 135.25(14) . . ?
N3 Ni1 C19 137.06(14) . . ?
O1 Ni1 C19 31.57(13) . . ?
O2 Ni1 C19 31.45(13) . . ?
N2 Ni1 C19 97.22(13) . . ?
N4 Ni1 C19 99.08(13) . . ?
N1 C1 C2 109.0(4) . . ?
N1 C1 H1A 109.9 . . ?
C2 C1 H1A 109.9 . . ?
N1 C1 H1B 109.9 . . ?
C2 C1 H1B 109.9 . . ?
H1A C1 H1B 108.3 . . ?
N2 C2 C1 111.4(3) . . ?
N2 C2 H2A 109.3 . . ?
C1 C2 H2A 109.3 . . ?
N2 C2 H2B 109.3 . . ?
C1 C2 H2B 109.3 . . ?
H2A C2 H2B 108.0 . . ?
N2 C3 C4 113.0(4) . . ?
N2 C3 H3A 109.0 . . ?
C4 C3 H3A 109.0 . . ?
N2 C3 H3B 109.0 . . ?
C4 C3 H3B 109.0 . . ?
H3A C3 H3B 107.8 . . ?
N3 C4 C3 111.0(4) . . ?
N3 C4 H4A 109.4 . . ?
C3 C4 H4A 109.4 . . ?
N3 C4 H4B 109.4 . . ?
C3 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
N3 C5 C6 108.4(4) . . ?
N3 C5 H5A 110.0 . . ?
C6 C5 H5A 110.0 . . ?
N3 C5 H5B 110.0 . . ?
C6 C5 H5B 110.0 . . ?
H5A C5 H5B 108.4 . . ?
N4 C6 C5 110.9(3) . . ?
N4 C6 H6A 109.5 . . ?
C5 C6 H6A 109.5 . . ?
N4 C6 H6B 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 108.0 . . ?
N4 C7 C8 112.4(3) . . ?
N4 C7 H7A 109.1 . . ?
C8 C7 H7A 109.1 . . ?
N4 C7 H7B 109.1 . . ?
C8 C7 H7B 109.1 . . ?
H7A C7 H7B 107.9 . . ?
N1 C8 C7 111.8(3) . . ?
N1 C8 H8A 109.3 . . ?
C7 C8 H8A 109.3 . . ?
N1 C8 H8B 109.3 . . ?
C7 C8 H8B 109.3 . . ?
H8A C8 H8B 107.9 . . ?
N3 C9 C10 114.0(3) . . ?
N3 C9 H9A 108.7 . . ?
C10 C9 H9A 108.7 . . ?
N3 C9 H9B 108.7 . . ?
C10 C9 H9B 108.7 . . ?
H9A C9 H9B 107.6 . . ?
N1 C10 C9 113.2(3) . . ?
N1 C10 H10A 108.9 . . ?
C9 C10 H10A 108.9 . . ?
N1 C10 H10B 108.9 . . ?
C9 C10 H10B 108.9 . . ?
H10A C10 H10B 107.7 . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N4 C12 C13 118.4(3) . . ?
N4 C12 H12A 107.7 . . ?
C13 C12 H12A 107.7 . . ?
N4 C12 H12B 107.7 . . ?
C13 C12 H12B 107.7 . . ?
H12A C12 H12B 107.1 . . ?
C18 C13 C14 118.6(4) . . ?
C18 C13 C12 121.4(4) . . ?
C14 C13 C12 119.8(4) . . ?
C15 C14 C13 120.2(5) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C16 120.7(5) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C15 C16 C17 120.1(4) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C18 C17 C16 118.8(5) . . ?
C18 C17 H17 120.6 . . ?
C16 C17 H17 120.6 . . ?
C13 C18 C17 121.4(4) . . ?
C13 C18 H18 119.3 . . ?
C17 C18 H18 119.3 . . ?
O2 C19 O1 119.7(4) . . ?
O2 C19 C20 120.4(4) . . ?
O1 C19 C20 119.9(4) . . ?
O2 C19 Ni1 60.0(2) . . ?
O1 C19 Ni1 59.7(2) . . ?
C20 C19 Ni1 177.7(3) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 O1 Ni1 88.7(2) . . ?
C19 O2 Ni1 88.5(3) . . ?
F6 P1 F5 90.8(2) . . ?
F6 P1 F2 90.6(2) . . ?
F5 P1 F2 178.6(2) . . ?
F6 P1 F1 179.6(2) . . ?
F5 P1 F1 89.5(2) . . ?
F2 P1 F1 89.1(2) . . ?
F6 P1 F3 90.41(19) . . ?
F5 P1 F3 90.1(2) . . ?
F2 P1 F3 89.85(19) . . ?
F1 P1 F3 89.4(2) . . ?
F6 P1 F4 89.98(19) . . ?
F5 P1 F4 90.1(2) . . ?
F2 P1 F4 90.0(2) . . ?
F1 P1 F4 90.24(19) . . ?
F3 P1 F4 179.58(17) . . ?
C8 N1 C1 113.5(3) . . ?
C8 N1 C10 113.0(3) . . ?
C1 N1 C10 113.1(3) . . ?
C8 N1 Ni1 102.8(2) . . ?
C1 N1 Ni1 103.1(2) . . ?
C10 N1 Ni1 110.3(3) . . ?
C11 N2 C3 111.2(4) . . ?
C11 N2 C2 109.4(3) . . ?
C3 N2 C2 111.8(3) . . ?
C11 N2 Ni1 113.5(3) . . ?
C3 N2 Ni1 106.0(3) . . ?
C2 N2 Ni1 104.8(2) . . ?
C4 N3 C5 113.2(4) . . ?
C4 N3 C9 113.5(3) . . ?
C5 N3 C9 113.1(3) . . ?
C4 N3 Ni1 102.7(3) . . ?
C5 N3 Ni1 103.4(3) . . ?
C9 N3 Ni1 109.9(3) . . ?
C12 N4 C7 113.0(3) . . ?
C12 N4 C6 111.3(3) . . ?
C7 N4 C6 112.0(3) . . ?
C12 N4 Ni1 109.6(2) . . ?
C7 N4 Ni1 105.9(2) . . ?
C6 N4 Ni1 104.6(2) . . ?

_refine_diff_density_max         0.636
_refine_diff_density_min         -0.522
_refine_diff_density_rms         0.111

####################################################################### 
# 
# 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_Co5OAc_PF6
_database_code_depnum_ccdc_archive 'CCDC 1567487'
_audit_update_record             
;
2017-08-08 deposited with the CCDC.
2019-02-06 downloaded from the CCDC.
;

_vrf_GOODF01_Co5OAc_PF6          
;
RESPONSE: The X-ray scattering fell away very sharply for this
crystal beyond about 45 degrees. We have used data out to 54 degrees
for the refinement, but these are weak. This leads to a rather low 
Goodness-of-fit.     
;

_vrf_PLAT094_Co5OAc_PF6          
;
RESPONSE: The maximum in the electron density map is 0.561 e/cubic 
Angstrom which
is much below 0.1 * 28.     
;


_vrf_PLAT410_shelx               
;
RESPONSE: This is a consequence of the geometry imposed by the bridge
in the macrocycle and is entirely expected on chemical grounds.    
;


_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
;
 	C16 H35 Co N4 O3, F6 P 
;

_chemical_formula_sum            'C16 H35 Co F6 N4 O3 P'
_chemical_formula_weight         535.38

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'

_space_group_crystal_system      trigonal
_space_group_IT_number           161
_space_group_name_H-M_alt        'R 3 c :H'
_space_group_name_Hall           'R 3 -2"c'

_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'
'-y, x-y, z'
'-y, -x, z+1/2'
'-x+y, -x, z'
'x, x-y, z+1/2'
'-x+y, y, z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-y+2/3, -x+1/3, z+5/6'
'-x+y+2/3, -x+1/3, z+1/3'
'x+2/3, x-y+1/3, z+5/6'
'-x+y+2/3, y+1/3, z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-y+1/3, -x+2/3, z+7/6'
'-x+y+1/3, -x+2/3, z+2/3'
'x+1/3, x-y+2/3, z+7/6'
'-x+y+1/3, y+2/3, z+7/6'

_cell_length_a                   25.992(3)
_cell_length_b                   25.992(3)
_cell_length_c                   17.3325(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     10141(2)
_cell_formula_units_Z            18
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6562
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      28.55

_exptl_crystal_description       block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.578
_exptl_crystal_F_000             5022
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.907
_shelx_estimated_absorpt_T_min   0.812
_shelx_estimated_absorpt_T_max   0.884
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.856
_exptl_absorpt_correction_T_max  0.902
_exptl_absorpt_process_details   
;
R.H. Blessing, Acta Cryst. (1995), A51, 33-38
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Fine-focus sealed tube'
_diffrn_measurement_device_type  'Stoe IPDS2'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean 6.67
_diffrn_reflns_number            19293
_diffrn_reflns_av_unetI/netI     0.1588
_diffrn_reflns_av_R_equivalents  0.0986
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.518
_diffrn_reflns_theta_max         27.098
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_point_group_measured_fraction_full 0.961
_reflns_number_total             4764
_reflns_number_gt                2656
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.906
_reflns_Friedel_fraction_max     0.912
_reflns_Friedel_fraction_full    0.922

_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       'Stoe X-AREA'
_computing_cell_refinement       'Stoe X-AREA'
_computing_data_reduction        
;
Scaled and merged with Sortav
 R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0143P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 885 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.028(14)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4764
_refine_ls_number_parameters     287
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0779
_refine_ls_R_factor_gt           0.0370
_refine_ls_wR_factor_ref         0.0624
_refine_ls_wR_factor_gt          0.0563
_refine_ls_goodness_of_fit_ref   0.678
_refine_ls_restrained_S_all      0.678
_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
C1 C 0.8613(3) 0.1755(3) 0.8863(4) 0.0341(18) Uani 1 1 d . . . . .
H1A H 0.832775 0.133274 0.897643 0.041 Uiso 1 1 calc R U . . .
H1B H 0.838663 0.192941 0.863186 0.041 Uiso 1 1 calc R U . . .
C2 C 0.8877(3) 0.2068(3) 0.9610(5) 0.041(2) Uani 1 1 d . . . . .
H2A H 0.855397 0.206044 0.992136 0.049 Uiso 1 1 calc R U . . .
H2B H 0.916281 0.248955 0.949110 0.049 Uiso 1 1 calc R U . . .
C3 C 0.9192(3) 0.1833(3) 1.0106(4) 0.044(2) Uani 1 1 d . . . . .
H3A H 0.931875 0.206801 1.058861 0.053 Uiso 1 1 calc R U . . .
H3B H 0.890216 0.141803 1.024875 0.053 Uiso 1 1 calc R U . . .
C4 C 1.0203(3) 0.2462(3) 0.9589(4) 0.040(2) Uani 1 1 d . . . . .
H4A H 1.002769 0.270404 0.941882 0.048 Uiso 1 1 calc R U . . .
H4B H 1.043714 0.264377 1.006300 0.048 Uiso 1 1 calc R U . . .
C5 C 1.0599(3) 0.2455(3) 0.8977(4) 0.0359(18) Uani 1 1 d . . . . .
H5A H 1.080414 0.224753 0.917223 0.043 Uiso 1 1 calc R U . . .
H5B H 1.090493 0.286919 0.885408 0.043 Uiso 1 1 calc R U . . .
C6 C 1.0678(3) 0.2053(3) 0.7771(4) 0.0354(18) Uani 1 1 d . . . . .
H6A H 1.082455 0.183228 0.807934 0.042 Uiso 1 1 calc R U . . .
H6B H 1.102534 0.244323 0.763911 0.042 Uiso 1 1 calc R U . . .
C7 C 1.0414(3) 0.1716(3) 0.7031(4) 0.045(2) Uani 1 1 d . . . . .
H7A H 1.073722 0.171262 0.673142 0.054 Uiso 1 1 calc R U . . .
H7B H 1.026846 0.193818 0.672474 0.054 Uiso 1 1 calc R U . . .
C8 C 0.9911(3) 0.1079(3) 0.7107(5) 0.046(2) Uani 1 1 d . . . . .
H8A H 0.979746 0.090711 0.658340 0.056 Uiso 1 1 calc R U . . .
H8B H 1.006232 0.085052 0.738857 0.056 Uiso 1 1 calc R U . . .
C9 C 0.9080(3) 0.1286(3) 0.7082(4) 0.0393(18) Uani 1 1 d . . . . .
H9A H 0.883199 0.102562 0.665636 0.047 Uiso 1 1 calc R U . . .
H9B H 0.939287 0.166292 0.685514 0.047 Uiso 1 1 calc R U . . .
C10 C 0.8700(3) 0.1409(3) 0.7625(4) 0.0362(18) Uani 1 1 d . . . . .
H10A H 0.852320 0.161198 0.733927 0.043 Uiso 1 1 calc R U . . .
H10B H 0.837194 0.102720 0.782044 0.043 Uiso 1 1 calc R U . . .
C11 C 1.0077(3) 0.2524(3) 0.7845(4) 0.0323(17) Uani 1 1 d . . . . .
H11A H 1.009731 0.246443 0.728372 0.039 Uiso 1 1 calc R U . . .
H11B H 1.036019 0.294672 0.795841 0.039 Uiso 1 1 calc R U . . .
C12 C 0.9453(3) 0.2398(3) 0.8038(4) 0.0325(17) Uani 1 1 d . . . . .
H12A H 0.947873 0.266946 0.845510 0.039 Uiso 1 1 calc R U . . .
H12B H 0.928373 0.248556 0.757795 0.039 Uiso 1 1 calc R U . . .
C13 C 0.9946(3) 0.1576(3) 1.0340(4) 0.043(2) Uani 1 1 d . . . . .
H13A H 1.029526 0.157483 1.013054 0.065 Uiso 1 1 calc R U . . .
H13B H 1.005547 0.181198 1.081526 0.065 Uiso 1 1 calc R U . . .
H13C H 0.963525 0.116768 1.045369 0.065 Uiso 1 1 calc R U . . .
C14 C 0.8949(3) 0.0345(3) 0.7547(4) 0.046(2) Uani 1 1 d . . . . .
H14A H 0.913616 0.015553 0.783002 0.069 Uiso 1 1 calc R U . . .
H14B H 0.858356 0.026646 0.781317 0.069 Uiso 1 1 calc R U . . .
H14C H 0.885219 0.018349 0.702284 0.069 Uiso 1 1 calc R U . . .
C15 C 0.8647(3) 0.0188(3) 0.9464(4) 0.0352(18) Uani 1 1 d . . . . .
C16 C 0.8039(3) -0.0172(3) 0.9808(5) 0.046(2) Uani 1 1 d . . . . .
H16A H 0.781699 0.003729 0.973857 0.069 Uiso 1 1 calc R U . . .
H16B H 0.782892 -0.055941 0.955024 0.069 Uiso 1 1 calc R U . . .
H16C H 0.807517 -0.023059 1.035961 0.069 Uiso 1 1 calc R U . . .
O1 O 0.87793(18) 0.06794(17) 0.9152(3) 0.0331(12) Uani 1 1 d . . . . .
O2 O 0.9000(2) -0.0013(2) 0.9498(3) 0.0487(14) Uani 1 1 d . . . . .
P1 P 0.71785(7) 0.08439(7) 1.06409(12) 0.0308(4) Uani 1 1 d . . . . .
F1 F 0.7223(2) 0.05470(19) 0.9868(3) 0.0698(14) Uani 1 1 d . . . . .
F2 F 0.64915(16) 0.05694(18) 1.0484(3) 0.0684(15) Uani 1 1 d . . . . .
F3 F 0.70547(18) 0.02710(16) 1.1109(3) 0.0611(14) Uani 1 1 d . . . . .
F4 F 0.78611(17) 0.11195(19) 1.0800(3) 0.0686(15) Uani 1 1 d . . . . .
F5 F 0.73116(18) 0.14245(16) 1.0162(3) 0.0604(13) Uani 1 1 d . . . . .
F6 F 0.7132(2) 0.1145(2) 1.1401(3) 0.0733(15) Uani 1 1 d . . . . .
N1 N 0.9044(2) 0.1780(2) 0.8282(3) 0.0242(13) Uani 1 1 d . . . . .
N3 N 1.0271(2) 0.2157(2) 0.8259(3) 0.0270(13) Uani 1 1 d . . . . .
N2 N 0.9718(2) 0.1842(2) 0.9760(3) 0.0339(14) Uani 1 1 d . . . . .
N4 N 0.9359(2) 0.0989(2) 0.7511(3) 0.0328(14) Uani 1 1 d . . . . .
Co1 Co 0.95258(3) 0.13667(3) 0.86757(5) 0.02192(18) Uani 1 1 d D . . . .
O1W O 0.99652(19) 0.0884(2) 0.8891(3) 0.0362(12) Uani 1 1 d D . . . .
H1C H 0.964(2) 0.0564(18) 0.913(4) 0.054 Uiso 1 1 d D U . . .
H1D H 1.0292(18) 0.100(3) 0.918(4) 0.054 Uiso 1 1 d D U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.482(8) . ?
C1 C2 1.501(10) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.511(10) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 N2 1.482(8) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.484(9) . ?
C4 N2 1.496(8) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 N3 1.487(8) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 N3 1.481(8) . ?
C6 C7 1.511(9) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.517(9) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 N4 1.505(9) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 N4 1.495(8) . ?
C9 C10 1.509(9) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 N1 1.472(8) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 N3 1.470(7) . ?
C11 C12 1.523(8) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 N1 1.476(7) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 N2 1.499(8) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 N4 1.470(7) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 O2 1.264(7) . ?
C15 O1 1.266(7) . ?
C15 C16 1.499(9) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
O1 Co1 2.042(4) . ?
P1 F6 1.568(5) . ?
P1 F4 1.570(4) . ?
P1 F1 1.578(5) . ?
P1 F2 1.581(4) . ?
P1 F3 1.581(4) . ?
P1 F5 1.602(4) . ?
N1 Co1 2.128(5) . ?
N3 Co1 2.124(5) . ?
N2 Co1 2.167(6) . ?
N4 Co1 2.190(6) . ?
Co1 O1W 2.111(5) . ?
O1W H1C 0.94(4) . ?
O1W H1D 0.90(4) . ?

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 C1 C2 115.6(5) . . ?
N1 C1 H1A 108.4 . . ?
C2 C1 H1A 108.4 . . ?
N1 C1 H1B 108.4 . . ?
C2 C1 H1B 108.4 . . ?
H1A C1 H1B 107.4 . . ?
C1 C2 C3 117.7(5) . . ?
C1 C2 H2A 107.9 . . ?
C3 C2 H2A 107.9 . . ?
C1 C2 H2B 107.9 . . ?
C3 C2 H2B 107.9 . . ?
H2A C2 H2B 107.2 . . ?
N2 C3 C2 116.5(6) . . ?
N2 C3 H3A 108.2 . . ?
C2 C3 H3A 108.2 . . ?
N2 C3 H3B 108.2 . . ?
C2 C3 H3B 108.2 . . ?
H3A C3 H3B 107.3 . . ?
C5 C4 N2 110.2(5) . . ?
C5 C4 H4A 109.6 . . ?
N2 C4 H4A 109.6 . . ?
C5 C4 H4B 109.6 . . ?
N2 C4 H4B 109.6 . . ?
H4A C4 H4B 108.1 . . ?
C4 C5 N3 112.6(5) . . ?
C4 C5 H5A 109.1 . . ?
N3 C5 H5A 109.1 . . ?
C4 C5 H5B 109.1 . . ?
N3 C5 H5B 109.1 . . ?
H5A C5 H5B 107.8 . . ?
N3 C6 C7 115.7(5) . . ?
N3 C6 H6A 108.4 . . ?
C7 C6 H6A 108.4 . . ?
N3 C6 H6B 108.4 . . ?
C7 C6 H6B 108.4 . . ?
H6A C6 H6B 107.4 . . ?
C6 C7 C8 116.9(6) . . ?
C6 C7 H7A 108.1 . . ?
C8 C7 H7A 108.1 . . ?
C6 C7 H7B 108.1 . . ?
C8 C7 H7B 108.1 . . ?
H7A C7 H7B 107.3 . . ?
N4 C8 C7 116.5(6) . . ?
N4 C8 H8A 108.2 . . ?
C7 C8 H8A 108.2 . . ?
N4 C8 H8B 108.2 . . ?
C7 C8 H8B 108.2 . . ?
H8A C8 H8B 107.3 . . ?
N4 C9 C10 109.6(6) . . ?
N4 C9 H9A 109.7 . . ?
C10 C9 H9A 109.7 . . ?
N4 C9 H9B 109.7 . . ?
C10 C9 H9B 109.7 . . ?
H9A C9 H9B 108.2 . . ?
N1 C10 C9 112.0(5) . . ?
N1 C10 H10A 109.2 . . ?
C9 C10 H10A 109.2 . . ?
N1 C10 H10B 109.2 . . ?
C9 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
N3 C11 C12 115.3(5) . . ?
N3 C11 H11A 108.5 . . ?
C12 C11 H11A 108.5 . . ?
N3 C11 H11B 108.5 . . ?
C12 C11 H11B 108.5 . . ?
H11A C11 H11B 107.5 . . ?
N1 C12 C11 114.0(5) . . ?
N1 C12 H12A 108.8 . . ?
C11 C12 H12A 108.8 . . ?
N1 C12 H12B 108.8 . . ?
C11 C12 H12B 108.8 . . ?
H12A C12 H12B 107.6 . . ?
N2 C13 H13A 109.5 . . ?
N2 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N2 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N4 C14 H14A 109.5 . . ?
N4 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N4 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O2 C15 O1 123.3(6) . . ?
O2 C15 C16 118.5(6) . . ?
O1 C15 C16 118.1(6) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 O1 Co1 135.7(4) . . ?
F6 P1 F4 88.6(3) . . ?
F6 P1 F1 179.1(3) . . ?
F4 P1 F1 91.7(3) . . ?
F6 P1 F2 91.0(3) . . ?
F4 P1 F2 179.6(3) . . ?
F1 P1 F2 88.6(3) . . ?
F6 P1 F3 90.5(3) . . ?
F4 P1 F3 89.5(2) . . ?
F1 P1 F3 90.3(2) . . ?
F2 P1 F3 90.6(2) . . ?
F6 P1 F5 90.0(3) . . ?
F4 P1 F5 89.9(2) . . ?
F1 P1 F5 89.2(3) . . ?
F2 P1 F5 89.9(2) . . ?
F3 P1 F5 179.2(3) . . ?
C10 N1 C12 111.2(5) . . ?
C10 N1 C1 107.4(5) . . ?
C12 N1 C1 111.1(5) . . ?
C10 N1 Co1 103.6(4) . . ?
C12 N1 Co1 110.9(3) . . ?
C1 N1 Co1 112.5(4) . . ?
C11 N3 C6 110.3(5) . . ?
C11 N3 C5 111.3(5) . . ?
C6 N3 C5 107.3(5) . . ?
C11 N3 Co1 110.5(4) . . ?
C6 N3 Co1 114.0(4) . . ?
C5 N3 Co1 103.2(4) . . ?
C3 N2 C4 111.8(5) . . ?
C3 N2 C13 107.2(5) . . ?
C4 N2 C13 108.4(5) . . ?
C3 N2 Co1 113.2(4) . . ?
C4 N2 Co1 105.8(4) . . ?
C13 N2 Co1 110.5(4) . . ?
C14 N4 C9 110.2(5) . . ?
C14 N4 C8 106.8(5) . . ?
C9 N4 C8 111.0(6) . . ?
C14 N4 Co1 109.8(4) . . ?
C9 N4 Co1 105.5(4) . . ?
C8 N4 Co1 113.6(4) . . ?
O1 Co1 O1W 88.18(18) . . ?
O1 Co1 N3 172.38(19) . . ?
O1W Co1 N3 97.61(18) . . ?
O1 Co1 N1 91.71(18) . . ?
O1W Co1 N1 170.6(2) . . ?
N3 Co1 N1 83.39(19) . . ?
O1 Co1 N2 89.77(19) . . ?
O1W Co1 N2 98.4(2) . . ?
N3 Co1 N2 84.5(2) . . ?
N1 Co1 N2 90.9(2) . . ?
O1 Co1 N4 95.27(18) . . ?
O1W Co1 N4 86.60(19) . . ?
N3 Co1 N4 90.0(2) . . ?
N1 Co1 N4 84.1(2) . . ?
N2 Co1 N4 173.0(2) . . ?
Co1 O1W H1C 95(2) . . ?
Co1 O1W H1D 126(4) . . ?
H1C O1W H1D 110(4) . . ?

_refine_diff_density_max         0.561
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.059

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_Co2OAc_PF6
_database_code_depnum_ccdc_archive 'CCDC 1567495'
_audit_update_record             
;
2017-08-08 deposited with the CCDC.
2019-02-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
;
C26 H37 Co N4 O2, 2(F6 P) 
;
_chemical_formula_sum            'C26 H37 Co F12 N4 O2 P2'
_chemical_formula_weight         786.46

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'
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'
P P 0.1023 0.0942 '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                   16.0338(18)
_cell_length_b                   11.4266(14)
_cell_length_c                   17.658(2)
_cell_angle_alpha                90
_cell_angle_beta                 104.712(9)
_cell_angle_gamma                90
_cell_volume                     3129.1(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6743
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      30.25

_exptl_crystal_description       needle
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.669
_exptl_crystal_F_000             1608
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    0.756
_shelx_estimated_absorpt_T_min   0.752
_shelx_estimated_absorpt_T_max   0.935
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.788
_exptl_absorpt_correction_T_max  0.938
_exptl_absorpt_process_details   
;
 R.H. Blessing, Acta Cryst. (1995), A51, 33-38
;

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Fine-foxus sealed tube'
_diffrn_measurement_device_type  'Stoe IPDS2'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean 6.67
_diffrn_reflns_number            12646
_diffrn_reflns_av_unetI/netI     0.0849
_diffrn_reflns_av_R_equivalents  0.1159
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.668
_diffrn_reflns_theta_max         25.681
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             2954
_reflns_number_gt                1905
_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       'Stoe X-AREA'
_computing_cell_refinement       'Stoe X-AREA'
_computing_data_reduction        
;
 Scaled and merged with Sortav
 R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0420P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2954
_refine_ls_number_parameters     215
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0890
_refine_ls_R_factor_gt           0.0469
_refine_ls_wR_factor_ref         0.1059
_refine_ls_wR_factor_gt          0.0924
_refine_ls_goodness_of_fit_ref   0.940
_refine_ls_restrained_S_all      0.940
_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
C1 C 0.1552(3) 0.3131(3) 0.30167(19) 0.0319(8) Uani 1 1 d . . . . .
H1A H 0.182569 0.239332 0.324944 0.038 Uiso 1 1 calc R U . . .
H1B H 0.191631 0.379458 0.326586 0.038 Uiso 1 1 calc R U . . .
C2 C 0.1455(3) 0.3136(3) 0.2139(2) 0.0318(8) Uani 1 1 d . . . . .
H2A H 0.125924 0.391512 0.191945 0.038 Uiso 1 1 calc R U . . .
H2B H 0.201564 0.296091 0.202546 0.038 Uiso 1 1 calc R U . . .
C3 C 0.0243(3) 0.2628(3) 0.09894(19) 0.0376(9) Uani 1 1 d . . . . .
H3A H 0.051375 0.332352 0.081709 0.045 Uiso 1 1 calc R U . . .
H3B H 0.021096 0.200467 0.059383 0.045 Uiso 1 1 calc R U . . .
C4 C 0.0664(3) 0.2940(4) 0.39609(18) 0.0365(9) Uani 1 1 d . . . . .
H4A H 0.087878 0.361484 0.430687 0.044 Uiso 1 1 calc R U . . .
H4B H 0.105423 0.226899 0.414310 0.044 Uiso 1 1 calc R U . . .
C5 C 0.0303(3) 0.4440(3) 0.2920(2) 0.0333(9) Uani 1 1 d . . . . .
H5A H 0.077951 0.500160 0.294625 0.040 Uiso 1 1 calc R U . . .
H5B H -0.002357 0.469668 0.329689 0.040 Uiso 1 1 calc R U . . .
C6 C 0.1264(3) 0.1085(3) 0.1680(2) 0.0358(9) Uani 1 1 d . . . . .
H6A H 0.082841 0.045429 0.153961 0.043 Uiso 1 1 calc R U . . .
H6B H 0.164964 0.088156 0.219590 0.043 Uiso 1 1 calc R U . . .
C7 C 0.1798(3) 0.1077(3) 0.1081(2) 0.0350(9) Uani 1 1 d . . . . .
C8 C 0.2654(3) 0.1423(3) 0.1273(2) 0.0345(9) Uani 1 1 d . . . . .
H8 H 0.290338 0.172807 0.178053 0.041 Uiso 1 1 calc R U . . .
C9 C 0.3160(3) 0.1334(3) 0.0734(2) 0.0398(9) Uani 1 1 d . . . . .
H9 H 0.374360 0.158573 0.086762 0.048 Uiso 1 1 calc R U . . .
C10 C 0.2786(3) 0.0867(3) 0.0000(2) 0.0437(11) Uani 1 1 d . . . . .
H10 H 0.312170 0.078649 -0.036949 0.052 Uiso 1 1 calc R U . . .
C11 C 0.1937(4) 0.0520(4) -0.0198(3) 0.0513(12) Uani 1 1 d . . . . .
H11 H 0.168861 0.021614 -0.070647 0.062 Uiso 1 1 calc R U . . .
C12 C 0.1444(3) 0.0610(4) 0.0338(2) 0.0481(11) Uani 1 1 d . . . . .
H12 H 0.086087 0.035416 0.020041 0.058 Uiso 1 1 calc R U . . .
C13 C 0.000000 0.0062(5) 0.250000 0.0466(16) Uani 1 2 d S T P . .
C14 C 0.000000 -0.1230(5) 0.250000 0.080(3) Uani 1 2 d S T P . .
H14A H 0.059440 -0.151618 0.260144 0.119 Uiso 0.5 1 calc R U P . .
H14B H -0.033234 -0.151618 0.198908 0.119 Uiso 0.5 1 calc R U P . .
H14C H -0.026207 -0.151618 0.290948 0.119 Uiso 0.5 1 calc R U P . .
Co1 Co 0.000000 0.20680(6) 0.250000 0.02602(19) Uani 1 2 d S T P . .
F1 F 0.45554(18) 0.2731(2) 0.41967(14) 0.0597(7) Uani 1 1 d . . . . .
F2 F 0.43892(18) 0.1546(2) 0.31409(13) 0.0493(7) Uani 1 1 d . . . . .
F3 F 0.33773(16) 0.28947(19) 0.31807(12) 0.0417(6) Uani 1 1 d . . . . .
F4 F 0.3099(2) 0.0967(2) 0.32880(14) 0.0582(7) Uani 1 1 d . . . . .
F5 F 0.32642(19) 0.2145(3) 0.43414(13) 0.0620(8) Uani 1 1 d . . . . .
F6 F 0.42968(19) 0.0799(2) 0.43014(13) 0.0537(7) Uani 1 1 d . . . . .
N1 N 0.0669(2) 0.3238(2) 0.31410(15) 0.0271(7) Uani 1 1 d . . . . .
N2 N 0.0797(2) 0.2211(2) 0.17744(15) 0.0292(7) Uani 1 1 d . . . . .
O1 O 0.0534(2) 0.0663(2) 0.30213(15) 0.0389(7) Uani 1 1 d . . . . .
P1 P 0.38316(7) 0.18487(9) 0.37486(5) 0.0352(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
C1 N1 1.492(5) . ?
C1 C2 1.518(5) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 N2 1.516(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.521(6) 2 ?
C3 N2 1.521(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 N1 1.489(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 N1 1.505(4) . ?
C5 C5 1.552(7) 2 ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 N2 1.520(5) . ?
C6 C7 1.520(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.385(6) . ?
C7 C12 1.397(5) . ?
C8 C9 1.403(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.388(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.375(7) . ?
C10 H10 0.9500 . ?
C11 C12 1.385(6) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 O1 1.285(4) . ?
C13 O1 1.285(4) 2 ?
C13 C14 1.477(8) . ?
C13 Co1 2.292(6) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C14 H14A 0.9800 2 ?
C14 H14B 0.9800 2 ?
C14 H14C 0.9800 2 ?
Co1 N1 1.898(3) . ?
Co1 N1 1.898(3) 2 ?
Co1 O1 1.939(3) 2 ?
Co1 O1 1.939(3) . ?
Co1 N2 2.033(3) 2 ?
Co1 N2 2.033(3) . ?
F1 P1 1.588(3) . ?
F2 P1 1.600(3) . ?
F3 P1 1.610(2) . ?
F4 P1 1.603(3) . ?
F5 P1 1.588(3) . ?
F6 P1 1.605(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
N1 C1 C2 107.2(3) . . ?
N1 C1 H1A 110.3 . . ?
C2 C1 H1A 110.3 . . ?
N1 C1 H1B 110.3 . . ?
C2 C1 H1B 110.3 . . ?
H1A C1 H1B 108.5 . . ?
N2 C2 C1 108.1(3) . . ?
N2 C2 H2A 110.1 . . ?
C1 C2 H2A 110.1 . . ?
N2 C2 H2B 110.1 . . ?
C1 C2 H2B 110.1 . . ?
H2A C2 H2B 108.4 . . ?
C4 C3 N2 111.5(3) 2 . ?
C4 C3 H3A 109.3 2 . ?
N2 C3 H3A 109.3 . . ?
C4 C3 H3B 109.3 2 . ?
N2 C3 H3B 109.3 . . ?
H3A C3 H3B 108.0 . . ?
N1 C4 C3 110.5(3) . 2 ?
N1 C4 H4A 109.5 . . ?
C3 C4 H4A 109.5 2 . ?
N1 C4 H4B 109.5 . . ?
C3 C4 H4B 109.5 2 . ?
H4A C4 H4B 108.1 . . ?
N1 C5 C5 110.85(17) . 2 ?
N1 C5 H5A 109.5 . . ?
C5 C5 H5A 109.5 2 . ?
N1 C5 H5B 109.5 . . ?
C5 C5 H5B 109.5 2 . ?
H5A C5 H5B 108.1 . . ?
N2 C6 C7 117.5(3) . . ?
N2 C6 H6A 107.9 . . ?
C7 C6 H6A 107.9 . . ?
N2 C6 H6B 107.9 . . ?
C7 C6 H6B 107.9 . . ?
H6A C6 H6B 107.2 . . ?
C8 C7 C12 118.7(4) . . ?
C8 C7 C6 121.8(3) . . ?
C12 C7 C6 119.3(4) . . ?
C7 C8 C9 121.4(4) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 H8 119.3 . . ?
C10 C9 C8 118.3(4) . . ?
C10 C9 H9 120.8 . . ?
C8 C9 H9 120.8 . . ?
C11 C10 C9 120.9(4) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C10 C11 C12 120.3(4) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C11 C12 C7 120.3(5) . . ?
C11 C12 H12 119.8 . . ?
C7 C12 H12 119.8 . . ?
O1 C13 O1 115.5(5) . 2 ?
O1 C13 C14 122.3(2) . . ?
O1 C13 C14 122.3(2) 2 . ?
O1 C13 Co1 57.7(2) . . ?
O1 C13 Co1 57.7(2) 2 . ?
C14 C13 Co1 180.0 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C14 H14A 109.47(2) . 2 ?
H14A C14 H14A 141.1 . 2 ?
H14B C14 H14A 56.2 . 2 ?
H14C C14 H14A 56.3 . 2 ?
C13 C14 H14B 109.47(4) . 2 ?
H14A C14 H14B 56.3 . 2 ?
H14B C14 H14B 141.1 . 2 ?
H14C C14 H14B 56.2 . 2 ?
H14A C14 H14B 109.5 2 2 ?
C13 C14 H14C 109.47(2) . 2 ?
H14A C14 H14C 56.2 . 2 ?
H14B C14 H14C 56.3 . 2 ?
H14C C14 H14C 141.1 . 2 ?
H14A C14 H14C 109.5 2 2 ?
H14B C14 H14C 109.5 2 2 ?
N1 Co1 N1 90.42(17) . 2 ?
N1 Co1 O1 168.86(12) . 2 ?
N1 Co1 O1 100.71(12) 2 2 ?
N1 Co1 O1 100.71(12) . . ?
N1 Co1 O1 168.86(12) 2 . ?
O1 Co1 O1 68.16(18) 2 . ?
N1 Co1 N2 85.28(12) . 2 ?
N1 Co1 N2 88.22(12) 2 2 ?
O1 Co1 N2 95.35(12) 2 2 ?
O1 Co1 N2 92.29(11) . 2 ?
N1 Co1 N2 88.22(12) . . ?
N1 Co1 N2 85.28(12) 2 . ?
O1 Co1 N2 92.29(11) 2 . ?
O1 Co1 N2 95.36(12) . . ?
N2 Co1 N2 170.77(16) 2 . ?
N1 Co1 C13 134.79(9) . . ?
N1 Co1 C13 134.79(9) 2 . ?
O1 Co1 C13 34.08(9) 2 . ?
O1 Co1 C13 34.08(9) . . ?
N2 Co1 C13 94.62(8) 2 . ?
N2 Co1 C13 94.62(8) . . ?
C4 N1 C1 111.3(3) . . ?
C4 N1 C5 111.3(3) . . ?
C1 N1 C5 111.0(3) . . ?
C4 N1 Co1 106.1(2) . . ?
C1 N1 Co1 105.5(2) . . ?
C5 N1 Co1 111.3(2) . . ?
C2 N2 C6 109.1(3) . . ?
C2 N2 C3 110.6(3) . . ?
C6 N2 C3 110.8(3) . . ?
C2 N2 Co1 105.6(2) . . ?
C6 N2 Co1 114.0(2) . . ?
C3 N2 Co1 106.5(2) . . ?
C13 O1 Co1 88.2(3) . . ?
F5 P1 F1 90.26(16) . . ?
F5 P1 F2 179.08(17) . . ?
F1 P1 F2 90.54(16) . . ?
F5 P1 F4 90.02(17) . . ?
F1 P1 F4 179.39(16) . . ?
F2 P1 F4 89.17(15) . . ?
F5 P1 F6 90.82(14) . . ?
F1 P1 F6 90.18(15) . . ?
F2 P1 F6 89.63(13) . . ?
F4 P1 F6 90.36(15) . . ?
F5 P1 F3 90.45(13) . . ?
F1 P1 F3 89.83(14) . . ?
F2 P1 F3 89.10(12) . . ?
F4 P1 F3 89.63(14) . . ?
F6 P1 F3 178.74(15) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 N2 -52.3(3) . . . . ?
N2 C6 C7 C8 88.0(5) . . . . ?
N2 C6 C7 C12 -97.9(4) . . . . ?
C12 C7 C8 C9 1.1(6) . . . . ?
C6 C7 C8 C9 175.3(3) . . . . ?
C7 C8 C9 C10 -1.1(5) . . . . ?
C8 C9 C10 C11 1.1(6) . . . . ?
C9 C10 C11 C12 -1.2(7) . . . . ?
C10 C11 C12 C7 1.3(7) . . . . ?
C8 C7 C12 C11 -1.2(6) . . . . ?
C6 C7 C12 C11 -175.5(4) . . . . ?
C3 C4 N1 C1 -159.8(3) 2 . . . ?
C3 C4 N1 C5 75.8(4) 2 . . . ?
C3 C4 N1 Co1 -45.5(3) 2 . . . ?
C2 C1 N1 C4 165.5(3) . . . . ?
C2 C1 N1 C5 -69.9(3) . . . . ?
C2 C1 N1 Co1 50.9(3) . . . . ?
C5 C5 N1 C4 -137.6(4) 2 . . . ?
C5 C5 N1 C1 97.8(4) 2 . . . ?
C5 C5 N1 Co1 -19.5(5) 2 . . . ?
N1 Co1 N1 C4 128.4(3) 2 . . . ?
O1 Co1 N1 C4 -53.5(7) 2 . . . ?
O1 Co1 N1 C4 -51.2(2) . . . . ?
N2 Co1 N1 C4 40.3(2) 2 . . . ?
N2 Co1 N1 C4 -146.3(2) . . . . ?
C13 Co1 N1 C4 -51.6(3) . . . . ?
N1 Co1 N1 C1 -113.4(2) 2 . . . ?
O1 Co1 N1 C1 64.7(7) 2 . . . ?
O1 Co1 N1 C1 67.0(2) . . . . ?
N2 Co1 N1 C1 158.5(2) 2 . . . ?
N2 Co1 N1 C1 -28.1(2) . . . . ?
C13 Co1 N1 C1 66.6(2) . . . . ?
N1 Co1 N1 C5 7.22(18) 2 . . . ?
O1 Co1 N1 C5 -174.7(6) 2 . . . ?
O1 Co1 N1 C5 -172.4(2) . . . . ?
N2 Co1 N1 C5 -81.0(2) 2 . . . ?
N2 Co1 N1 C5 92.5(2) . . . . ?
C13 Co1 N1 C5 -172.78(18) . . . . ?
C1 C2 N2 C6 -95.2(3) . . . . ?
C1 C2 N2 C3 142.6(3) . . . . ?
C1 C2 N2 Co1 27.8(3) . . . . ?
C7 C6 N2 C2 -68.6(4) . . . . ?
C7 C6 N2 C3 53.4(5) . . . . ?
C7 C6 N2 Co1 173.6(3) . . . . ?
C4 C3 N2 C2 -107.1(4) 2 . . . ?
C4 C3 N2 C6 131.8(3) 2 . . . ?
C4 C3 N2 Co1 7.2(4) 2 . . . ?
O1 C13 O1 Co1 -0.003(0) 2 . . . ?
C14 C13 O1 Co1 180.000(0) . . . . ?

_refine_diff_density_max         0.374
_refine_diff_density_min         -0.383
_refine_diff_density_rms         0.074

####################################################################### 
# 
# 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_Co5_OAC_2PF6
_database_code_depnum_ccdc_archive 'CCDC 1567486'
_audit_update_record             
;
2017-08-08 deposited with the CCDC.
2019-02-06 downloaded from the CCDC.
;

_vrf_GOODF01_Co5_OAC_2PF6        
;
RESPONSE: The X-ray scattering fell away very sharply for this
crystal beyond about 45 degrees. We have used data out to 
50.5 degrees
for the refinement, but these are weak. This leads to a rather low 
Goodness-of-fit.     
;



_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
;
 	C14 H29 Co N4 O2, 2(F6 P)
;

_chemical_formula_sum            'C14 H29 Co F12 N4 O2 P2'
_chemical_formula_weight         634.28

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'
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'
P P 0.1023 0.0942 '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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   9.2044(11)
_cell_length_b                   12.7702(17)
_cell_length_c                   19.650(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2309.7(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4982
_cell_measurement_theta_min      2.60
_cell_measurement_theta_max      27.4

_exptl_crystal_description       block
_exptl_crystal_colour            'dark brown'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.824
_exptl_crystal_F_000             1288
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.999
_shelx_estimated_absorpt_T_min   0.740
_shelx_estimated_absorpt_T_max   0.924
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.904
_exptl_absorpt_correction_T_max  0.927
_exptl_absorpt_process_details   
;
 R.H. Blessing, Acta Cryst. (1995), A51, 33-38
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Stoe IPDS2'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean 6.67
_diffrn_reflns_number            12821
_diffrn_reflns_av_unetI/netI     0.1668
_diffrn_reflns_av_R_equivalents  0.0924
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.616
_diffrn_reflns_theta_max         25.781
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4436
_reflns_number_gt                2434
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.755
_reflns_Friedel_fraction_max     1.000
_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       'Stoe X-AREA'
_computing_cell_refinement       'Stoe X-AREA'
_computing_data_reduction        
;
 Scaled and merged with Sortav
 R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          'Refined as a 2-component inversion twin.,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)] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.46(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4436
_refine_ls_number_parameters     317
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0812
_refine_ls_R_factor_gt           0.0376
_refine_ls_wR_factor_ref         0.0583
_refine_ls_wR_factor_gt          0.0509
_refine_ls_goodness_of_fit_ref   0.600
_refine_ls_restrained_S_all      0.600
_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 0.48892(15) 0.45584(6) 0.41870(3) 0.01485(19) Uani 1 1 d . . . . .
O1 O 0.3696(7) 0.3642(6) 0.4741(3) 0.0220(15) Uani 1 1 d . . . . .
O2 O 0.6030(7) 0.3588(5) 0.4715(3) 0.0216(15) Uani 1 1 d . . . . .
N1 N 0.3444(7) 0.5387(7) 0.3754(4) 0.0187(17) Uani 1 1 d . . . . .
N2 N 0.4868(10) 0.3606(4) 0.3377(2) 0.0196(13) Uani 1 1 d . . . . .
N3 N 0.6384(7) 0.5291(7) 0.3715(4) 0.0172(17) Uani 1 1 d . . . . .
N4 N 0.4887(9) 0.5695(4) 0.48930(18) 0.0180(12) Uani 1 1 d . . . . .
C1 C 0.2634(9) 0.4621(9) 0.3311(4) 0.026(2) Uani 1 1 d . . . . .
H1A H 0.206550 0.413040 0.359572 0.032 Uiso 1 1 calc R U . . .
H1B H 0.195563 0.499893 0.300655 0.032 Uiso 1 1 calc R U . . .
C2 C 0.3713(9) 0.4041(7) 0.2905(4) 0.024(2) Uani 1 1 d . . . . .
H2A H 0.416478 0.451349 0.256665 0.029 Uiso 1 1 calc R U . . .
H2B H 0.323179 0.346122 0.265782 0.029 Uiso 1 1 calc R U . . .
C3 C 0.6353(9) 0.3651(7) 0.3053(4) 0.030(2) Uani 1 1 d . . . . .
H3A H 0.624901 0.381145 0.256206 0.036 Uiso 1 1 calc R U . . .
H3B H 0.682897 0.295904 0.309475 0.036 Uiso 1 1 calc R U . . .
C4 C 0.7307(8) 0.4486(9) 0.3389(4) 0.022(2) Uani 1 1 d . . . . .
H4A H 0.793945 0.415477 0.373476 0.027 Uiso 1 1 calc R U . . .
H4B H 0.793553 0.481802 0.304183 0.027 Uiso 1 1 calc R U . . .
C5 C 0.7204(9) 0.5842(8) 0.4273(5) 0.024(2) Uani 1 1 d . . . . .
H5A H 0.773548 0.532538 0.455465 0.029 Uiso 1 1 calc R U . . .
H5B H 0.791745 0.633483 0.407487 0.029 Uiso 1 1 calc R U . . .
C6 C 0.6145(9) 0.6419(7) 0.4698(4) 0.024(2) Uani 1 1 d . . . . .
H6A H 0.576765 0.702945 0.444271 0.029 Uiso 1 1 calc R U . . .
H6B H 0.662944 0.667990 0.511473 0.029 Uiso 1 1 calc R U . . .
C7 C 0.3453(10) 0.6270(8) 0.4848(4) 0.028(2) Uani 1 1 d . . . . .
H7A H 0.362907 0.701503 0.473558 0.033 Uiso 1 1 calc R U . . .
H7B H 0.294913 0.623818 0.529211 0.033 Uiso 1 1 calc R U . . .
C8 C 0.2508(9) 0.5776(8) 0.4303(4) 0.025(2) Uani 1 1 d . . . . .
H8A H 0.194169 0.519103 0.450002 0.031 Uiso 1 1 calc R U . . .
H8B H 0.181884 0.630129 0.412149 0.031 Uiso 1 1 calc R U . . .
C9 C 0.4163(9) 0.6255(7) 0.3345(4) 0.021(2) Uani 1 1 d . . . . .
H9A H 0.364729 0.633761 0.290620 0.025 Uiso 1 1 calc R U . . .
H9B H 0.408060 0.692317 0.359750 0.025 Uiso 1 1 calc R U . . .
C10 C 0.5740(9) 0.6027(7) 0.3210(4) 0.0182(19) Uani 1 1 d . . . . .
H10A H 0.583867 0.572202 0.274878 0.022 Uiso 1 1 calc R U . . .
H10B H 0.629240 0.669180 0.321828 0.022 Uiso 1 1 calc R U . . .
C11 C 0.4493(9) 0.2513(5) 0.3520(3) 0.033(2) Uani 1 1 d . . . . .
H11A H 0.352860 0.248224 0.373043 0.049 Uiso 1 1 calc R U . . .
H11B H 0.448621 0.211366 0.309427 0.049 Uiso 1 1 calc R U . . .
H11C H 0.521305 0.221332 0.383127 0.049 Uiso 1 1 calc R U . . .
C12 C 0.5110(12) 0.5330(5) 0.56120(19) 0.0263(14) Uani 1 1 d . . . . .
H12A H 0.603753 0.495710 0.564556 0.039 Uiso 1 1 calc R U . . .
H12B H 0.512202 0.593671 0.591773 0.039 Uiso 1 1 calc R U . . .
H12C H 0.431638 0.485966 0.574189 0.039 Uiso 1 1 calc R U . . .
C13 C 0.4875(14) 0.3218(5) 0.4960(3) 0.0254(17) Uani 1 1 d . . . . .
C14 C 0.4841(14) 0.2348(5) 0.5456(2) 0.038(2) Uani 1 1 d . . . . .
H14A H 0.383065 0.219067 0.557572 0.057 Uiso 1 1 calc R U . . .
H14B H 0.529265 0.172676 0.525417 0.057 Uiso 1 1 calc R U . . .
H14C H 0.537595 0.255129 0.586623 0.057 Uiso 1 1 calc R U . . .
P1 P 0.4787(3) -0.04814(15) 0.40766(6) 0.0227(5) Uani 1 1 d . . . . .
F1 F 0.6158(6) 0.0213(5) 0.4262(3) 0.0419(16) Uani 1 1 d . . . . .
F2 F 0.3767(6) 0.0356(5) 0.4433(3) 0.0349(14) Uani 1 1 d . . . . .
F3 F 0.4950(8) -0.1096(2) 0.47813(13) 0.0311(9) Uani 1 1 d . . . . .
F4 F 0.5801(6) -0.1337(4) 0.3726(2) 0.0427(15) Uani 1 1 d . . . . .
F5 F 0.4604(6) 0.0127(3) 0.33732(15) 0.0453(17) Uani 1 1 d . . . . .
F6 F 0.3406(6) -0.1185(4) 0.3903(3) 0.0447(15) Uani 1 1 d . . . . .
P2 P 0.0068(4) 0.22246(13) 0.23561(7) 0.0264(4) Uani 1 1 d . . . . .
F7 F -0.0011(9) 0.3210(3) 0.28289(17) 0.0538(12) Uani 1 1 d . . . . .
F8 F -0.1199(6) 0.2672(6) 0.1889(4) 0.051(2) Uani 1 1 d . . . . .
F9 F -0.1122(6) 0.1647(6) 0.2820(3) 0.0465(19) Uani 1 1 d . . . . .
F10 F 0.1342(6) 0.1767(7) 0.2817(3) 0.061(2) Uani 1 1 d . . . . .
F11 F 0.1253(6) 0.2767(6) 0.1887(3) 0.0458(18) Uani 1 1 d . . . . .
F12 F 0.0147(8) 0.1202(3) 0.18849(19) 0.0502(13) 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 N1 1.901(7) . ?
Co1 N3 1.905(7) . ?
Co1 O2 1.927(6) . ?
Co1 O1 1.939(6) . ?
Co1 N2 2.004(4) . ?
Co1 N4 2.008(4) . ?
Co1 C13 2.288(6) . ?
O1 C13 1.287(12) . ?
O2 C13 1.259(12) . ?
N1 C8 1.467(11) . ?
N1 C1 1.508(12) . ?
N1 C9 1.521(12) . ?
N2 C11 1.464(8) . ?
N2 C3 1.509(11) . ?
N2 C2 1.515(10) . ?
N3 C4 1.479(12) . ?
N3 C10 1.490(11) . ?
N3 C5 1.506(11) . ?
N4 C12 1.502(6) . ?
N4 C7 1.513(12) . ?
N4 C6 1.530(11) . ?
C1 C2 1.473(13) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.531(13) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.480(12) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.516(13) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.505(9) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.478(8) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
P1 F1 1.585(6) . ?
P1 F2 1.586(6) . ?
P1 F6 1.593(6) . ?
P1 F4 1.593(5) . ?
P1 F5 1.594(4) . ?
P1 F3 1.598(3) . ?
P2 F7 1.566(4) . ?
P2 F11 1.587(6) . ?
P2 F8 1.590(6) . ?
P2 F10 1.592(6) . ?
P2 F12 1.603(4) . ?
P2 F9 1.604(6) . ?

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 N3 90.85(19) . . ?
N1 Co1 O2 168.5(3) . . ?
N3 Co1 O2 100.6(3) . . ?
N1 Co1 O1 101.0(3) . . ?
N3 Co1 O1 168.2(3) . . ?
O2 Co1 O1 67.57(19) . . ?
N1 Co1 N2 88.6(3) . . ?
N3 Co1 N2 85.3(3) . . ?
O2 Co1 N2 92.5(3) . . ?
O1 Co1 N2 94.3(3) . . ?
N1 Co1 N4 84.6(3) . . ?
N3 Co1 N4 89.0(3) . . ?
O2 Co1 N4 95.4(3) . . ?
O1 Co1 N4 92.7(3) . . ?
N2 Co1 N4 171.06(19) . . ?
N1 Co1 C13 135.2(4) . . ?
N3 Co1 C13 134.0(4) . . ?
O2 Co1 C13 33.4(3) . . ?
O1 Co1 C13 34.2(4) . . ?
N2 Co1 C13 94.20(19) . . ?
N4 Co1 C13 94.71(16) . . ?
C13 O1 Co1 87.9(5) . . ?
C13 O2 Co1 89.3(5) . . ?
C8 N1 C1 110.8(6) . . ?
C8 N1 C9 113.4(8) . . ?
C1 N1 C9 112.5(7) . . ?
C8 N1 Co1 105.7(5) . . ?
C1 N1 Co1 104.1(6) . . ?
C9 N1 Co1 109.7(5) . . ?
C11 N2 C3 109.4(6) . . ?
C11 N2 C2 107.6(6) . . ?
C3 N2 C2 111.3(5) . . ?
C11 N2 Co1 115.3(3) . . ?
C3 N2 Co1 107.6(5) . . ?
C2 N2 Co1 105.7(5) . . ?
C4 N3 C10 112.2(7) . . ?
C4 N3 C5 110.7(6) . . ?
C10 N3 C5 112.9(7) . . ?
C4 N3 Co1 106.5(6) . . ?
C10 N3 Co1 110.3(5) . . ?
C5 N3 Co1 103.7(5) . . ?
C12 N4 C7 109.0(6) . . ?
C12 N4 C6 108.6(6) . . ?
C7 N4 C6 110.6(5) . . ?
C12 N4 Co1 115.2(3) . . ?
C7 N4 Co1 108.1(5) . . ?
C6 N4 Co1 105.3(4) . . ?
C2 C1 N1 107.8(6) . . ?
C2 C1 H1A 110.1 . . ?
N1 C1 H1A 110.1 . . ?
C2 C1 H1B 110.1 . . ?
N1 C1 H1B 110.1 . . ?
H1A C1 H1B 108.5 . . ?
C1 C2 N2 109.1(6) . . ?
C1 C2 H2A 109.9 . . ?
N2 C2 H2A 109.9 . . ?
C1 C2 H2B 109.9 . . ?
N2 C2 H2B 109.9 . . ?
H2A C2 H2B 108.3 . . ?
N2 C3 C4 111.4(6) . . ?
N2 C3 H3A 109.4 . . ?
C4 C3 H3A 109.4 . . ?
N2 C3 H3B 109.4 . . ?
C4 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
N3 C4 C3 110.0(6) . . ?
N3 C4 H4A 109.7 . . ?
C3 C4 H4A 109.7 . . ?
N3 C4 H4B 109.7 . . ?
C3 C4 H4B 109.7 . . ?
H4A C4 H4B 108.2 . . ?
C6 C5 N3 108.3(7) . . ?
C6 C5 H5A 110.0 . . ?
N3 C5 H5A 110.0 . . ?
C6 C5 H5B 110.0 . . ?
N3 C5 H5B 110.0 . . ?
H5A C5 H5B 108.4 . . ?
C5 C6 N4 109.8(7) . . ?
C5 C6 H6A 109.7 . . ?
N4 C6 H6A 109.7 . . ?
C5 C6 H6B 109.7 . . ?
N4 C6 H6B 109.7 . . ?
H6A C6 H6B 108.2 . . ?
N4 C7 C8 109.9(7) . . ?
N4 C7 H7A 109.7 . . ?
C8 C7 H7A 109.7 . . ?
N4 C7 H7B 109.7 . . ?
C8 C7 H7B 109.7 . . ?
H7A C7 H7B 108.2 . . ?
N1 C8 C7 108.8(7) . . ?
N1 C8 H8A 109.9 . . ?
C7 C8 H8A 109.9 . . ?
N1 C8 H8B 109.9 . . ?
C7 C8 H8B 109.9 . . ?
H8A C8 H8B 108.3 . . ?
C10 C9 N1 111.8(8) . . ?
C10 C9 H9A 109.2 . . ?
N1 C9 H9A 109.2 . . ?
C10 C9 H9B 109.2 . . ?
N1 C9 H9B 109.2 . . ?
H9A C9 H9B 107.9 . . ?
N3 C10 C9 112.9(8) . . ?
N3 C10 H10A 109.0 . . ?
C9 C10 H10A 109.0 . . ?
N3 C10 H10B 109.0 . . ?
C9 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N4 C12 H12A 109.5 . . ?
N4 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N4 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O2 C13 O1 115.3(5) . . ?
O2 C13 C14 123.5(10) . . ?
O1 C13 C14 121.2(10) . . ?
O2 C13 Co1 57.4(4) . . ?
O1 C13 Co1 57.9(4) . . ?
C14 C13 Co1 179.1(9) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
F1 P1 F2 89.6(2) . . ?
F1 P1 F6 179.1(3) . . ?
F2 P1 F6 90.1(3) . . ?
F1 P1 F4 90.9(3) . . ?
F2 P1 F4 179.1(3) . . ?
F6 P1 F4 89.3(3) . . ?
F1 P1 F5 90.6(3) . . ?
F2 P1 F5 89.5(3) . . ?
F6 P1 F5 90.3(3) . . ?
F4 P1 F5 91.2(2) . . ?
F1 P1 F3 90.1(3) . . ?
F2 P1 F3 90.2(3) . . ?
F6 P1 F3 89.1(3) . . ?
F4 P1 F3 89.0(3) . . ?
F5 P1 F3 179.3(4) . . ?
F7 P2 F11 91.5(4) . . ?
F7 P2 F8 91.1(4) . . ?
F11 P2 F8 90.7(2) . . ?
F7 P2 F10 89.5(4) . . ?
F11 P2 F10 89.1(4) . . ?
F8 P2 F10 179.4(5) . . ?
F7 P2 F12 178.9(2) . . ?
F11 P2 F12 89.3(4) . . ?
F8 P2 F12 89.6(4) . . ?
F10 P2 F12 89.8(4) . . ?
F7 P2 F9 90.0(4) . . ?
F11 P2 F9 178.5(4) . . ?
F8 P2 F9 89.5(4) . . ?
F10 P2 F9 90.7(2) . . ?
F12 P2 F9 89.1(4) . . ?

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
C8 N1 C1 C2 -163.9(7) . . . . ?
C9 N1 C1 C2 68.0(9) . . . . ?
Co1 N1 C1 C2 -50.7(8) . . . . ?
N1 C1 C2 N2 51.3(10) . . . . ?
C11 N2 C2 C1 97.5(7) . . . . ?
C3 N2 C2 C1 -142.7(7) . . . . ?
Co1 N2 C2 C1 -26.2(8) . . . . ?
C11 N2 C3 C4 -132.6(7) . . . . ?
C2 N2 C3 C4 108.7(7) . . . . ?
Co1 N2 C3 C4 -6.6(8) . . . . ?
C10 N3 C4 C3 -76.3(9) . . . . ?
C5 N3 C4 C3 156.5(7) . . . . ?
Co1 N3 C4 C3 44.4(8) . . . . ?
N2 C3 C4 N3 -23.8(10) . . . . ?
C4 N3 C5 C6 -164.9(7) . . . . ?
C10 N3 C5 C6 68.4(9) . . . . ?
Co1 N3 C5 C6 -51.0(8) . . . . ?
N3 C5 C6 N4 49.1(9) . . . . ?
C12 N4 C6 C5 101.5(7) . . . . ?
C7 N4 C6 C5 -138.9(7) . . . . ?
Co1 N4 C6 C5 -22.4(7) . . . . ?
C12 N4 C7 C8 -124.4(7) . . . . ?
C6 N4 C7 C8 116.2(7) . . . . ?
Co1 N4 C7 C8 1.5(8) . . . . ?
C1 N1 C8 C7 163.2(8) . . . . ?
C9 N1 C8 C7 -69.2(9) . . . . ?
Co1 N1 C8 C7 51.0(9) . . . . ?
N4 C7 C8 N1 -33.4(10) . . . . ?
C8 N1 C9 C10 136.1(7) . . . . ?
C1 N1 C9 C10 -97.2(8) . . . . ?
Co1 N1 C9 C10 18.2(9) . . . . ?
C4 N3 C10 C9 136.4(8) . . . . ?
C5 N3 C10 C9 -97.6(8) . . . . ?
Co1 N3 C10 C9 17.9(9) . . . . ?
N1 C9 C10 N3 -23.7(11) . . . . ?
Co1 O2 C13 O1 0.5(5) . . . . ?
Co1 O2 C13 C14 179.6(5) . . . . ?
Co1 O1 C13 O2 -0.5(5) . . . . ?
Co1 O1 C13 C14 -179.6(5) . . . . ?

_refine_diff_density_max         0.453
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.064

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
