# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_coets
_audit_block_doi                 10.5517/ccdc.csd.cc2bjd2c
_database_code_depnum_ccdc_archive 'CCDC 2160702'
loop_
_audit_author_name
_audit_author_address
'Galina Romanenko'
;International Tomography Center
Russia
;
_audit_update_record             
;
2022-03-22 deposited with the CCDC.	2023-10-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H38 Co F6 N4 O6'
_chemical_formula_weight         651.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   10.0114(3)
_cell_length_b                   16.1179(5)
_cell_length_c                   11.3898(4)
_cell_angle_alpha                90
_cell_angle_beta                 120.466(2)
_cell_angle_gamma                90
_cell_volume                     1584.13(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4167
_cell_measurement_theta_min      4.06
_cell_measurement_theta_max      24.91

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_F_000             678
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    0.618
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3747
_exptl_absorpt_correction_T_max  0.4315
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17608
_diffrn_reflns_av_unetI/netI     0.0596
_diffrn_reflns_av_R_equivalents  0.0500
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.360
_diffrn_reflns_theta_max         30.080
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4591
_reflns_number_gt                2785
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0352P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    refU
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0037(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4591
_refine_ls_number_parameters     276
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0705
_refine_ls_R_factor_gt           0.0384
_refine_ls_wR_factor_ref         0.0856
_refine_ls_wR_factor_gt          0.0787
_refine_ls_goodness_of_fit_ref   0.922
_refine_ls_restrained_S_all      0.922
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co Co 0.500000 0.500000 0.500000 0.03363(12) Uani 1 2 d S . P . .
O1 O 0.71622(12) 0.47667(7) 0.65565(10) 0.0454(3) Uani 1 1 d . . . . .
C2 C 0.80915(17) 0.41873(11) 0.66698(15) 0.0376(4) Uani 1 1 d . . . . .
C3 C 0.9634(2) 0.42351(14) 0.7992(2) 0.0549(5) Uani 1 1 d . . . . .
F4 F 1.0429(16) 0.4898(9) 0.7905(11) 0.099(3) Uani 0.5 1 d . . P A 1
F5 F 0.9532(10) 0.4313(7) 0.9068(9) 0.085(3) Uani 0.5 1 d . . P A 1
F6 F 1.0496(13) 0.3571(7) 0.8314(11) 0.071(2) Uani 0.5 1 d . . P A 1
F4A F 1.0318(15) 0.4956(8) 0.8255(11) 0.0719(19) Uani 0.5 1 d . . P A 2
F5A F 0.9393(12) 0.4134(7) 0.9054(9) 0.088(3) Uani 0.5 1 d . . P A 2
F6A F 1.0693(13) 0.3682(8) 0.8026(11) 0.085(3) Uani 0.5 1 d . . P A 2
C7 C 0.78608(18) 0.35751(12) 0.57803(16) 0.0398(4) Uani 1 1 d . . . . .
H7 H 0.8589(17) 0.3209(10) 0.6036(14) 0.043(5) Uiso 1 1 d . . . . .
C8 C 0.64864(18) 0.34607(10) 0.44954(15) 0.0375(4) Uani 1 1 d . . . . .
C9 C 0.6425(2) 0.27491(12) 0.36000(17) 0.0512(5) Uani 1 1 d . . . . .
C10 C 0.6481(4) 0.19036(15) 0.4211(3) 0.0795(8) Uani 1 1 d . . . . .
H10C H 0.748(2) 0.1845(14) 0.497(2) 0.094(8) Uiso 1 1 d . . . . .
H10B H 0.632(2) 0.1481(14) 0.354(2) 0.083(7) Uiso 1 1 d . . . . .
H10A H 0.564(2) 0.1878(14) 0.444(2) 0.093(9) Uiso 1 1 d . . . . .
C11 C 0.7655(3) 0.2834(2) 0.3191(3) 0.0822(9) Uani 1 1 d . . . . .
H11C H 0.737(2) 0.2471(13) 0.249(2) 0.074(7) Uiso 1 1 d . . . . .
H11B H 0.766(3) 0.3365(17) 0.284(2) 0.104(11) Uiso 1 1 d . . . . .
H11A H 0.876(2) 0.2709(13) 0.400(2) 0.088(7) Uiso 1 1 d . . . . .
N12 N 0.48914(16) 0.29069(10) 0.24237(14) 0.0547(4) Uani 1 1 d . . . . .
O13 O 0.43277(15) 0.25046(8) 0.13034(12) 0.0716(4) Uani 1 1 d . . . . .
C14 C 0.40982(18) 0.36301(11) 0.25960(16) 0.0467(4) Uani 1 1 d . . . . .
C15 C 0.2630(3) 0.33417(18) 0.2538(3) 0.0667(7) Uani 1 1 d . . . . .
H15C H 0.287(2) 0.2965(13) 0.3264(19) 0.070(7) Uiso 1 1 d . . . . .
H15B H 0.198(2) 0.3052(12) 0.1694(18) 0.062(5) Uiso 1 1 d . . . . .
H15A H 0.205(2) 0.3785(14) 0.2671(19) 0.081(7) Uiso 1 1 d . . . . .
C16 C 0.3800(3) 0.42730(16) 0.1523(2) 0.0637(6) Uani 1 1 d . . . . .
H16C H 0.321(2) 0.4030(12) 0.071(2) 0.072(6) Uiso 1 1 d . . . . .
H16B H 0.332(2) 0.4767(13) 0.1636(19) 0.065(6) Uiso 1 1 d . . . . .
H16A H 0.480(2) 0.4407(13) 0.1595(19) 0.085(7) Uiso 1 1 d . . . . .
N17 N 0.52575(14) 0.39274(8) 0.39740(11) 0.0366(3) Uani 1 1 d . . . . .
O1S O 0.59359(15) 0.57997(10) 0.40754(14) 0.0544(4) Uani 1 1 d . . . . .
H1S H 0.573(2) 0.6278(14) 0.397(2) 0.076(8) Uiso 1 1 d . . . . .
C1S C 0.7199(2) 0.56496(18) 0.3841(3) 0.0837(7) Uani 1 1 d . . . . .
H1SB H 0.690180 0.583947 0.293283 0.097(8) Uiso 1 1 calc R . . . .
H1SA H 0.737900 0.505650 0.387493 0.213(19) Uiso 1 1 calc R . . . .
C2S C 0.8625(3) 0.6052(2) 0.4807(3) 0.1066(9) Uani 1 1 d . . . . .
H2SB H 0.941305 0.592607 0.459100 0.30(3) Uiso 1 1 calc R . . . .
H2SA H 0.846723 0.664168 0.476568 0.197(18) Uiso 1 1 calc R . . . .
H2SC H 0.894494 0.585788 0.570878 0.181(16) Uiso 1 1 calc R . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co O1 2.0195(10) . ?
Co O1 2.0196(10) 3_666 ?
Co O1S 2.1561(13) 3_666 ?
Co O1S 2.1561(13) . ?
Co N17 2.1740(12) 3_666 ?
Co N17 2.1740(12) . ?
O1 C2 1.2778(18) . ?
C2 C7 1.348(2) . ?
C2 C3 1.517(2) . ?
C3 F5 1.286(9) . ?
C3 F4A 1.304(13) . ?
C3 F6 1.306(11) . ?
C3 F6A 1.370(12) . ?
C3 F5A 1.358(10) . ?
C3 F4 1.365(15) . ?
C7 C8 1.424(2) . ?
C8 N17 1.3005(18) . ?
C8 C9 1.515(2) . ?
C9 N12 1.460(2) . ?
C9 C10 1.518(3) . ?
C9 C11 1.528(3) . ?
N12 O13 1.2794(16) . ?
N12 C14 1.479(2) . ?
C14 N17 1.4808(18) . ?
C14 C16 1.512(3) . ?
C14 C15 1.511(3) . ?
O1S C1S 1.439(2) . ?
C1S C2S 1.441(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
O1 Co O1 180.00(6) . 3_666 ?
O1 Co O1S 89.87(5) . 3_666 ?
O1 Co O1S 90.13(5) 3_666 3_666 ?
O1 Co O1S 90.13(5) . . ?
O1 Co O1S 89.87(5) 3_666 . ?
O1S Co O1S 180.0 3_666 . ?
O1 Co N17 92.44(4) . 3_666 ?
O1 Co N17 87.56(4) 3_666 3_666 ?
O1S Co N17 90.77(5) 3_666 3_666 ?
O1S Co N17 89.23(5) . 3_666 ?
O1 Co N17 87.56(4) . . ?
O1 Co N17 92.44(4) 3_666 . ?
O1S Co N17 89.23(5) 3_666 . ?
O1S Co N17 90.77(5) . . ?
N17 Co N17 180.0 3_666 . ?
C2 O1 Co 128.77(10) . . ?
O1 C2 C7 128.37(14) . . ?
O1 C2 C3 112.69(15) . . ?
C7 C2 C3 118.93(15) . . ?
F5 C3 F6 100.0(6) . . ?
F4A C3 F6A 105.3(8) . . ?
F4A C3 F5A 102.3(7) . . ?
F6A C3 F5A 112.4(6) . . ?
F5 C3 F4 108.9(8) . . ?
F6 C3 F4 109.6(8) . . ?
F5 C3 C2 114.7(4) . . ?
F4A C3 C2 115.1(5) . . ?
F6 C3 C2 115.6(6) . . ?
F6A C3 C2 112.2(5) . . ?
F5A C3 C2 109.1(5) . . ?
F4 C3 C2 107.8(6) . . ?
C2 C7 C8 125.13(15) . . ?
N17 C8 C7 126.30(15) . . ?
N17 C8 C9 115.10(13) . . ?
C7 C8 C9 118.57(14) . . ?
N12 C9 C8 98.69(13) . . ?
N12 C9 C10 110.76(18) . . ?
C8 C9 C10 113.07(17) . . ?
N12 C9 C11 109.86(17) . . ?
C8 C9 C11 111.90(18) . . ?
C10 C9 C11 111.8(2) . . ?
O13 N12 C9 123.64(14) . . ?
O13 N12 C14 122.48(13) . . ?
C9 N12 C14 113.65(13) . . ?
N12 C14 N17 102.17(12) . . ?
N12 C14 C16 109.43(16) . . ?
N17 C14 C16 111.24(15) . . ?
N12 C14 C15 109.13(16) . . ?
N17 C14 C15 111.61(15) . . ?
C16 C14 C15 112.71(19) . . ?
C8 N17 C14 110.39(13) . . ?
C8 N17 Co 123.85(10) . . ?
C14 N17 Co 125.75(10) . . ?
C1S O1S Co 129.07(15) . . ?
O1S C1S C2S 114.0(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1S H1S O13 0.79(2) 2.00(2) 2.773(2) 167(2) 2_655 yes

_refine_diff_density_max         0.402
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.045

####################################################################### 
# 
# 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_niets
_audit_block_doi                 10.5517/ccdc.csd.cc2bjd09
_database_code_depnum_ccdc_archive 'CCDC 2160700'
loop_
_audit_author_name
_audit_author_address
'Galina Romanenko'
;International Tomography Center
Russia
;
_audit_update_record             
;
2022-03-22 deposited with the CCDC.	2023-10-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H38 F6 N4 Ni O6'
_chemical_formula_weight         651.29

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   9.9328(6)
_cell_length_b                   15.9853(11)
_cell_length_c                   11.4746(7)
_cell_angle_alpha                90
_cell_angle_beta                 120.609(3)
_cell_angle_gamma                90
_cell_volume                     1568.06(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4136
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      23.13

_exptl_crystal_description       prism
_exptl_crystal_colour            light_green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_F_000             680
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    0.695
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5146
_exptl_absorpt_correction_T_max  0.5727
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17311
_diffrn_reflns_av_unetI/netI     0.0678
_diffrn_reflns_av_R_equivalents  0.0515
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.382
_diffrn_reflns_theta_max         30.030
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4547
_reflns_number_gt                2652
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0397P)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_number_reflns         4547
_refine_ls_number_parameters     251
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0789
_refine_ls_R_factor_gt           0.0428
_refine_ls_wR_factor_ref         0.0975
_refine_ls_wR_factor_gt          0.0898
_refine_ls_goodness_of_fit_ref   0.941
_refine_ls_restrained_S_all      0.941
_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
Ni Ni 0.000000 0.000000 0.000000 0.03250(12) Uani 1 2 d S . P . .
O1 O 0.21520(15) -0.02192(8) 0.15642(14) 0.0452(4) Uani 1 1 d . . . . .
C2 C 0.3089(2) -0.08073(12) 0.17002(19) 0.0377(5) Uani 1 1 d . . . . .
C3 C 0.4636(3) -0.07550(16) 0.3018(2) 0.0567(6) Uani 1 1 d . . . . .
F4 F 0.53878(18) -0.00566(9) 0.31281(19) 0.1038(6) Uani 1 1 d . . . . .
F5 F 0.44408(17) -0.07643(11) 0.40810(14) 0.0918(5) Uani 1 1 d . . . . .
F6 F 0.56070(16) -0.13832(10) 0.32245(15) 0.0970(5) Uani 1 1 d . . . . .
C7 C 0.2864(2) -0.14352(13) 0.0835(2) 0.0393(5) Uani 1 1 d . . . . .
H7 H 0.370(2) -0.1813(11) 0.1141(18) 0.046(6) Uiso 1 1 d . . . . .
C8 C 0.1484(2) -0.15435(12) -0.0449(2) 0.0376(5) Uani 1 1 d . . . . .
C9 C 0.1415(3) -0.22643(13) -0.1335(2) 0.0507(6) Uani 1 1 d . . . . .
C10 C 0.1449(5) -0.31118(18) -0.0721(4) 0.0825(10) Uani 1 1 d . . . . .
H10C H 0.242(3) -0.3197(16) 0.007(3) 0.097(10) Uiso 1 1 d . . . . .
H10B H 0.123(3) -0.3519(16) -0.137(3) 0.083(9) Uiso 1 1 d . . . . .
H10A H 0.055(3) -0.3113(16) -0.051(3) 0.096(10) Uiso 1 1 d . . . . .
C11 C 0.2672(4) -0.2182(3) -0.1735(4) 0.0831(10) Uani 1 1 d . . . . .
H11C H 0.245(3) -0.2578(18) -0.239(3) 0.102(10) Uiso 1 1 d . . . . .
H11B H 0.274(4) -0.160(2) -0.215(3) 0.144(15) Uiso 1 1 d . . . . .
H11A H 0.369(3) -0.2318(17) -0.099(3) 0.095(10) Uiso 1 1 d . . . . .
N12 N -0.0113(2) -0.21015(11) -0.25153(18) 0.0551(5) Uani 1 1 d . . . . .
O13 O -0.0676(2) -0.25085(10) -0.36264(16) 0.0732(5) Uani 1 1 d . . . . .
C14 C -0.0914(2) -0.13645(13) -0.2358(2) 0.0463(5) Uani 1 1 d . . . . .
C15 C -0.2408(3) -0.1659(2) -0.2432(4) 0.0674(8) Uani 1 1 d . . . . .
H15C H -0.218(3) -0.2045(17) -0.168(3) 0.090(10) Uiso 1 1 d . . . . .
H15B H -0.302(3) -0.1933(15) -0.326(2) 0.068(7) Uiso 1 1 d . . . . .
H15A H -0.301(3) -0.1210(16) -0.242(2) 0.070(8) Uiso 1 1 d . . . . .
C16 C -0.1196(4) -0.07266(19) -0.3430(3) 0.0625(7) Uani 1 1 d . . . . .
H16C H -0.169(3) -0.0933(15) -0.423(3) 0.078(8) Uiso 1 1 d . . . . .
H16B H -0.166(3) -0.0206(16) -0.330(3) 0.083(8) Uiso 1 1 d . . . . .
H16A H -0.017(3) -0.0548(15) -0.336(2) 0.078(8) Uiso 1 1 d . . . . .
N17 N 0.02429(17) -0.10655(9) -0.09891(15) 0.0366(4) Uani 1 1 d . . . . .
O1S O 0.09377(18) 0.07778(11) -0.09163(16) 0.0531(4) Uani 1 1 d . . . . .
H1S H 0.070(3) 0.1263(16) -0.111(2) 0.072(9) Uiso 1 1 d . . . . .
C1S C 0.2209(4) 0.0632(2) -0.1111(4) 0.0935(11) Uani 1 1 d . . . . .
H1SB H 0.2579(17) 0.0787(9) -0.1878(15) 0.019(4) Uiso 1 1 d . . . . .
H1SA H 0.247(4) 0.006(2) -0.120(4) 0.131(14) Uiso 1 1 d . . . . .
C2S C 0.3607(4) 0.1044(2) -0.0206(4) 0.1233(13) Uani 1 1 d . . . . .
H2SB H 0.439707 0.090538 -0.042006 0.185 Uiso 1 1 calc R U . . .
H2SC H 0.343580 0.163707 -0.028283 0.185 Uiso 1 1 calc R U . . .
H2SA H 0.394281 0.086945 0.070241 0.185 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
Ni O1 2.0016(13) . ?
Ni O1 2.0016(13) 3 ?
Ni O1S 2.1251(14) 3 ?
Ni O1S 2.1251(14) . ?
Ni N17 2.1275(14) . ?
Ni N17 2.1275(14) 3 ?
O1 C2 1.275(2) . ?
C2 C7 1.348(3) . ?
C2 C3 1.513(3) . ?
C3 F5 1.329(3) . ?
C3 F6 1.328(2) . ?
C3 F4 1.313(2) . ?
C7 C8 1.422(3) . ?
C8 N17 1.308(2) . ?
C8 C9 1.515(3) . ?
C9 N12 1.453(3) . ?
C9 C10 1.520(4) . ?
C9 C11 1.539(4) . ?
N12 O13 1.279(2) . ?
N12 C14 1.483(2) . ?
C14 N17 1.476(2) . ?
C14 C16 1.510(3) . ?
C14 C15 1.517(3) . ?
O1S C1S 1.409(3) . ?
C1S C2S 1.403(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
O1 Ni O1 180.0 . 3 ?
O1 Ni O1S 89.48(6) . 3 ?
O1 Ni O1S 90.52(6) 3 3 ?
O1 Ni O1S 90.52(6) . . ?
O1 Ni O1S 89.48(6) 3 . ?
O1S Ni O1S 180.0 3 . ?
O1 Ni N17 88.78(5) . . ?
O1 Ni N17 91.22(5) 3 . ?
O1S Ni N17 89.59(6) 3 . ?
O1S Ni N17 90.41(6) . . ?
O1 Ni N17 91.21(5) . 3 ?
O1 Ni N17 88.78(5) 3 3 ?
O1S Ni N17 90.41(6) 3 3 ?
O1S Ni N17 89.59(6) . 3 ?
N17 Ni N17 180.00(5) . 3 ?
C2 O1 Ni 128.20(12) . . ?
O1 C2 C7 128.44(18) . . ?
O1 C2 C3 112.84(18) . . ?
C7 C2 C3 118.72(18) . . ?
F5 C3 F6 105.1(2) . . ?
F5 C3 F4 105.2(2) . . ?
F6 C3 F4 107.45(19) . . ?
F5 C3 C2 111.62(18) . . ?
F6 C3 C2 114.36(19) . . ?
F4 C3 C2 112.4(2) . . ?
C2 C7 C8 124.36(19) . . ?
N17 C8 C7 126.79(18) . . ?
N17 C8 C9 114.60(17) . . ?
C7 C8 C9 118.58(18) . . ?
N12 C9 C8 99.11(16) . . ?
N12 C9 C10 111.0(2) . . ?
C8 C9 C10 112.6(2) . . ?
N12 C9 C11 109.2(2) . . ?
C8 C9 C11 111.6(2) . . ?
C10 C9 C11 112.6(3) . . ?
O13 N12 C9 123.85(17) . . ?
O13 N12 C14 122.41(17) . . ?
C9 N12 C14 113.54(16) . . ?
N17 C14 N12 102.21(15) . . ?
N17 C14 C16 111.67(19) . . ?
N12 C14 C16 109.01(19) . . ?
N17 C14 C15 111.7(2) . . ?
N12 C14 C15 108.49(19) . . ?
C16 C14 C15 113.2(2) . . ?
C8 N17 C14 110.53(15) . . ?
C8 N17 Ni 123.40(13) . . ?
C14 N17 Ni 126.06(12) . . ?
C1S O1S Ni 129.45(18) . . ?
C2S C1S O1S 115.8(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1S H1S O13 0.81(2) 1.99(2) 2.776(2) 166(2) 2_554 yes

_refine_diff_density_max         0.375
_refine_diff_density_min         -0.298
_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_nime
_audit_block_doi                 10.5517/ccdc.csd.cc2bjd1b
_database_code_depnum_ccdc_archive 'CCDC 2160701'
loop_
_audit_author_name
_audit_author_address
'Galina Romanenko'
;International Tomography Center
Russia
;
_audit_update_record             
;
2022-03-22 deposited with the CCDC.	2023-10-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H34 F6 N4 Ni O6'
_chemical_formula_weight         623.24

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 '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                   8.9504(11)
_cell_length_b                   15.8017(18)
_cell_length_c                   11.5358(17)
_cell_angle_alpha                90
_cell_angle_beta                 118.800(4)
_cell_angle_gamma                90
_cell_volume                     1429.7(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9037
_cell_measurement_theta_min      4.37
_cell_measurement_theta_max      67.72

_exptl_crystal_description       bulk
_exptl_crystal_colour            light_green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.448
_exptl_crystal_F_000             648
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    1.716
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_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      296(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13028
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         5.194
_diffrn_reflns_theta_max         67.719
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             2560
_reflns_number_gt                2448
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0507P)²+0.5130P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0038(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2560
_refine_ls_number_parameters     247
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0330
_refine_ls_R_factor_gt           0.0320
_refine_ls_wR_factor_ref         0.0915
_refine_ls_wR_factor_gt          0.0903
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_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
Ni Ni 0.000000 0.000000 0.000000 0.02892(15) Uani 1 2 d S . P . .
O1 O 0.23572(15) -0.01436(7) 0.15061(11) 0.0414(3) Uani 1 1 d . . . . .
C1 C 0.34372(19) -0.07179(10) 0.16721(14) 0.0340(3) Uani 1 1 d . . . . .
C11 C 0.5081(2) -0.06235(12) 0.29718(16) 0.0446(4) Uani 1 1 d . . . . .
F1 F 0.62021(15) -0.12407(9) 0.32201(11) 0.0693(4) Uani 1 1 d . . . . .
F2 F 0.47907(16) -0.06049(11) 0.39920(11) 0.0784(4) Uani 1 1 d . . . . .
F3 F 0.58778(19) 0.00843(9) 0.29992(18) 0.0919(5) Uani 1 1 d . . . . .
C2 C 0.3292(2) -0.13665(10) 0.08501(15) 0.0368(3) Uani 1 1 d . . . . .
H2 H 0.417(3) -0.1755(13) 0.1121(19) 0.043(5) Uiso 1 1 d . . . . .
C3 C 0.1842(2) -0.15023(9) -0.04070(15) 0.0343(3) Uani 1 1 d . . . . .
C4 C 0.1875(2) -0.22298(10) -0.12519(17) 0.0441(4) Uani 1 1 d . . . . .
C41 C 0.3319(3) -0.21531(18) -0.1587(3) 0.0651(6) Uani 1 1 d . . . . .
H411 H 0.309(4) -0.2525(18) -0.223(3) 0.079(8) Uiso 1 1 d . . . . .
H412 H 0.442(4) -0.2302(17) -0.082(3) 0.081(8) Uiso 1 1 d . . . . .
H413 H 0.328(4) -0.165(2) -0.196(3) 0.077(8) Uiso 1 1 d . . . . .
C42 C 0.1876(4) -0.30900(13) -0.0652(3) 0.0669(6) Uani 1 1 d . . . . .
H421 H 0.291(3) -0.3171(16) 0.011(3) 0.066(7) Uiso 1 1 d . . . . .
H422 H 0.169(4) -0.3515(19) -0.126(3) 0.087(8) Uiso 1 1 d . . . . .
H423 H 0.094(4) -0.3129(19) -0.042(3) 0.087(9) Uiso 1 1 d . . . . .
N11 N 0.0247(2) -0.20755(9) -0.24317(15) 0.0498(4) Uani 1 1 d . . . . .
O11 O -0.0277(2) -0.24827(9) -0.35171(13) 0.0669(4) Uani 1 1 d . . . . .
C5 C -0.0727(2) -0.13654(11) -0.22853(16) 0.0441(4) Uani 1 1 d . . . . .
C51 C -0.1034(4) -0.07070(14) -0.33357(19) 0.0598(6) Uani 1 1 d . . . . .
H511 H -0.162(3) -0.0955(17) -0.411(3) 0.076(7) Uiso 1 1 d . . . . .
H512 H -0.168(4) -0.0241(19) -0.325(3) 0.075(7) Uiso 1 1 d . . . . .
H513 H 0.002(4) -0.050(2) -0.323(3) 0.092(10) Uiso 1 1 d . . . . .
C52 C -0.2358(3) -0.17113(16) -0.2375(3) 0.0679(7) Uani 1 1 d . . . . .
H521 H -0.298(4) -0.2046(18) -0.322(3) 0.079(8) Uiso 1 1 d . . . . .
H522 H -0.295(4) -0.129(2) -0.227(3) 0.102(10) Uiso 1 1 d . . . . .
H523 H -0.210(4) -0.211(2) -0.169(3) 0.082(9) Uiso 1 1 d . . . . .
N1 N 0.04572(17) -0.10510(8) -0.09445(12) 0.0331(3) Uani 1 1 d . . . . .
O01 O 0.08824(18) 0.08306(8) -0.09566(14) 0.0501(3) Uani 1 1 d . . . . .
H01 H 0.054(4) 0.1320(18) -0.107(3) 0.078(8) Uiso 1 1 d . . . . .
C01 C 0.2500(4) 0.0804(2) -0.0875(4) 0.0799(8) Uani 1 1 d . . . . .
H011 H 0.284(5) 0.029(3) -0.092(4) 0.123(13) Uiso 1 1 d . . . . .
H012 H 0.263(4) 0.116(2) -0.140(4) 0.107(11) Uiso 1 1 d . . . . .
H013 H 0.328(6) 0.110(3) -0.006(5) 0.158(19) Uiso 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
Ni O1 1.9974(12) 3 ?
Ni O1 1.9974(12) . ?
Ni O01 2.0986(12) 3 ?
Ni O01 2.0986(12) . ?
Ni N1 2.1313(12) . ?
Ni N1 2.1313(12) 3 ?
O1 C1 1.2714(19) . ?
C1 C2 1.359(2) . ?
C1 C11 1.520(2) . ?
C11 F3 1.319(2) . ?
C11 F2 1.322(2) . ?
C11 F1 1.328(2) . ?
C2 C3 1.421(2) . ?
C3 N1 1.299(2) . ?
C3 C4 1.517(2) . ?
C4 N11 1.458(2) . ?
C4 C41 1.522(3) . ?
C4 C42 1.525(3) . ?
N11 O11 1.2790(19) . ?
N11 C5 1.479(2) . ?
C5 N1 1.4775(19) . ?
C5 C52 1.515(3) . ?
C5 C51 1.518(3) . ?
O01 C01 1.405(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
O1 Ni O1 180.00(13) 3 . ?
O1 Ni O01 91.21(6) 3 3 ?
O1 Ni O01 88.79(6) . 3 ?
O1 Ni O01 88.79(6) 3 . ?
O1 Ni O01 91.21(6) . . ?
O01 Ni O01 180.0 3 . ?
O1 Ni N1 91.51(5) 3 . ?
O1 Ni N1 88.49(5) . . ?
O01 Ni N1 89.72(5) 3 . ?
O01 Ni N1 90.28(5) . . ?
O1 Ni N1 88.49(5) 3 3 ?
O1 Ni N1 91.51(5) . 3 ?
O01 Ni N1 90.28(5) 3 3 ?
O01 Ni N1 89.72(5) . 3 ?
N1 Ni N1 180.0 . 3 ?
C1 O1 Ni 128.31(10) . . ?
O1 C1 C2 128.52(15) . . ?
O1 C1 C11 112.52(13) . . ?
C2 C1 C11 118.96(14) . . ?
F3 C11 F2 107.20(17) . . ?
F3 C11 F1 105.89(16) . . ?
F2 C11 F1 106.05(15) . . ?
F3 C11 C1 111.24(15) . . ?
F2 C11 C1 111.63(14) . . ?
F1 C11 C1 114.36(14) . . ?
C1 C2 C3 124.00(14) . . ?
N1 C3 C2 126.60(13) . . ?
N1 C3 C4 114.76(14) . . ?
C2 C3 C4 118.62(14) . . ?
N11 C4 C3 98.78(13) . . ?
N11 C4 C41 109.83(17) . . ?
C3 C4 C41 112.64(16) . . ?
N11 C4 C42 110.75(17) . . ?
C3 C4 C42 112.31(16) . . ?
C41 C4 C42 111.81(19) . . ?
O11 N11 C4 124.05(14) . . ?
O11 N11 C5 122.34(15) . . ?
C4 N11 C5 113.53(12) . . ?
N1 C5 N11 102.10(13) . . ?
N1 C5 C52 111.98(17) . . ?
N11 C5 C52 108.64(16) . . ?
N1 C5 C51 111.58(15) . . ?
N11 C5 C51 108.59(16) . . ?
C52 C5 C51 113.3(2) . . ?
C3 N1 C5 110.69(12) . . ?
C3 N1 Ni 123.88(10) . . ?
C5 N1 Ni 125.43(10) . . ?
C01 O01 Ni 125.63(15) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C51 H512 O1 0.97(3) 2.45(3) 3.174(3) 132(2) 3 yes
C52 H522 O1 0.89(4) 2.40(3) 3.098(3) 135(3) 3 yes
O01 H01 O11 0.82(3) 1.94(3) 2.7292(19) 162(3) 2_554 yes

_refine_diff_density_max         0.433
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.043

####################################################################### 
# 
# 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_z44s
_audit_block_doi                 10.5517/ccdc.csd.cc2bjd4f
_database_code_depnum_ccdc_archive 'CCDC 2160704'
loop_
_audit_author_name
_audit_author_address
'Galina Romanenko'
;International Tomography Center
Russia
;
_audit_update_record             
;
2022-03-22 deposited with the CCDC.	2023-10-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H36 Co0.50 F6 N4 Ni0.50 O6'
_chemical_formula_weight         637.38

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 '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                   18.333(4)
_cell_length_b                   15.836(3)
_cell_length_c                   11.701(2)
_cell_angle_alpha                90
_cell_angle_beta                 120.036(8)
_cell_angle_gamma                90
_cell_volume                     2940.8(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2665
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      20.98

_exptl_crystal_description       block
_exptl_crystal_colour            light_brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.440
_exptl_crystal_F_000             1326
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.16
_exptl_absorpt_coefficient_mu    0.702
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2479
_exptl_absorpt_correction_T_max  0.2917
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27870
_diffrn_reflns_av_unetI/netI     0.1503
_diffrn_reflns_av_R_equivalents  0.1127
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.182
_diffrn_reflns_theta_max         28.494
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7261
_reflns_number_gt                2475
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0890P)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         7261
_refine_ls_number_parameters     410
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1951
_refine_ls_R_factor_gt           0.0592
_refine_ls_wR_factor_ref         0.1958
_refine_ls_wR_factor_gt          0.1539
_refine_ls_goodness_of_fit_ref   0.837
_refine_ls_restrained_S_all      0.838
_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 0.500000 0.500000 0.000000 0.0386(3) Uani 0.5 2 d S . P . .
Co1 Co 0.500000 0.500000 0.000000 0.0386(3) Uani 0.5 2 d S . P . .
O1A O 0.61768(19) 0.52056(19) 0.1486(3) 0.0526(9) Uani 1 1 d . . . . .
C2A C 0.6660(3) 0.5837(3) 0.1684(4) 0.0518(13) Uani 1 1 d . . . . .
C3A C 0.7514(3) 0.5733(4) 0.2922(5) 0.0617(15) Uani 1 1 d . . . . .
F4A F 0.7931(2) 0.5083(3) 0.2843(4) 0.1289(17) Uani 1 1 d . . . . .
F5A F 0.80219(19) 0.6388(2) 0.3203(3) 0.1078(13) Uani 1 1 d . . . . .
F6A F 0.74341(18) 0.5613(2) 0.3972(3) 0.0989(12) Uani 1 1 d . . . . .
C7A C 0.6508(3) 0.6526(4) 0.0922(5) 0.0794(19) Uani 1 1 d . . . . .
H7AA H 0.692528 0.693731 0.120702 0.095 Uiso 1 1 calc R U . . .
C8A C 0.5754(4) 0.6663(4) -0.0285(5) 0.090(2) Uani 1 1 d . . . . .
C9A C 0.5903(11) 0.7274(9) -0.1241(16) 0.073(5) Uani 0.5 1 d . . P A 1
C10A C 0.6627(8) 0.7189(9) -0.1550(13) 0.096(5) Uani 0.5 1 d . . P A 1
H10A H 0.715612 0.729315 -0.076260 0.144 Uiso 0.5 1 calc R U P A 1
H10B H 0.662655 0.662906 -0.186442 0.144 Uiso 0.5 1 calc R U P A 1
H10C H 0.654877 0.759247 -0.221479 0.144 Uiso 0.5 1 calc R U P A 1
C11A C 0.5928(15) 0.8108(9) -0.0587(16) 0.102(7) Uani 0.5 1 d . . P A 1
H11A H 0.648418 0.819835 0.014777 0.153 Uiso 0.5 1 calc R U P A 1
H11B H 0.578619 0.855755 -0.121351 0.153 Uiso 0.5 1 calc R U P A 1
H11C H 0.553034 0.809524 -0.028140 0.153 Uiso 0.5 1 calc R U P A 1
N12A N 0.5062(8) 0.7131(7) -0.2356(11) 0.082(4) Uani 0.5 1 d . . P A 1
O13A O 0.4780(6) 0.7533(6) -0.3495(9) 0.100(3) Uani 0.5 1 d . . P A 1
C9X C 0.5500(7) 0.7590(11) -0.0930(11) 0.049(3) Uani 0.5 1 d . . P A 2
C10X C 0.5367(9) 0.8340(7) -0.0207(12) 0.090(5) Uani 0.5 1 d . . P A 2
H10G H 0.589452 0.848566 0.055677 0.135 Uiso 0.5 1 calc R U P A 2
H10H H 0.515574 0.881688 -0.079071 0.135 Uiso 0.5 1 calc R U P A 2
H10I H 0.496938 0.818314 0.006088 0.135 Uiso 0.5 1 calc R U P A 2
C11X C 0.6142(9) 0.7796(19) -0.1344(18) 0.110(9) Uani 0.5 1 d . . P A 2
H11D H 0.667517 0.791721 -0.057465 0.165 Uiso 0.5 1 calc R U P A 2
H11E H 0.620124 0.732128 -0.180152 0.165 Uiso 0.5 1 calc R U P A 2
H11F H 0.595633 0.827859 -0.191634 0.165 Uiso 0.5 1 calc R U P A 2
N12X N 0.4665(6) 0.7398(7) -0.2095(11) 0.059(3) Uani 0.5 1 d . . P A 2
O13X O 0.4293(6) 0.7880(5) -0.3105(8) 0.086(3) Uani 0.5 1 d . . P A 2
C14A C 0.4442(5) 0.6498(4) -0.2120(6) 0.112(3) Uani 1 1 d . . . . .
C15A C 0.3634(4) 0.6717(4) -0.2106(8) 0.156(4) Uani 1 1 d . . . . .
H15A H 0.322293 0.693321 -0.295461 0.233 Uiso 1 1 calc R U . . .
H15B H 0.341719 0.621823 -0.191387 0.233 Uiso 1 1 calc R U . . .
H15C H 0.375457 0.713597 -0.144231 0.233 Uiso 1 1 calc R U . . .
C16A C 0.4324(4) 0.5898(4) -0.3239(5) 0.125(3) Uani 1 1 d . . . . .
H16A H 0.389879 0.612118 -0.407197 0.188 Uiso 1 1 calc R U . . .
H16B H 0.484599 0.584853 -0.323841 0.188 Uiso 1 1 calc R U . . .
H16C H 0.415333 0.535202 -0.310282 0.188 Uiso 1 1 calc R U . . .
N17A N 0.5092(2) 0.6163(2) -0.0840(4) 0.0652(13) Uani 1 1 d . . . . .
O11S O 0.4501(2) 0.5662(2) 0.1060(3) 0.0760(11) Uani 1 1 d D . . . .
H11S H 0.476690 0.623480 0.134911 0.091 Uiso 1 1 d DR U . . .
C11S C 0.3731(4) 0.5477(6) 0.1003(8) 0.158(4) Uani 1 1 d . . . . .
H11J H 0.364838 0.586022 0.156372 0.237 Uiso 1 1 calc R U . . .
H11K H 0.327744 0.553611 0.011111 0.237 Uiso 1 1 calc R U . . .
H11L H 0.374406 0.490794 0.129661 0.237 Uiso 1 1 calc R U . . .
Ni2 Ni 1.000000 0.500000 1.000000 0.0401(3) Uani 0.5 2 d S . P . .
Co2 Co 1.000000 0.500000 1.000000 0.0401(3) Uani 0.5 2 d S . P . .
O1B O 0.88324(18) 0.48615(19) 0.8465(3) 0.0517(9) Uani 1 1 d . . . . .
C2B C 0.8277(3) 0.4300(3) 0.8294(4) 0.0442(12) Uani 1 1 d . . . . .
C3B C 0.7476(3) 0.4411(3) 0.6979(5) 0.0544(14) Uani 1 1 d . . . . .
F4B F 0.70980(19) 0.5132(2) 0.6889(3) 0.1026(13) Uani 1 1 d . . . . .
F5B F 0.76334(18) 0.4391(2) 0.5976(3) 0.0913(11) Uani 1 1 d . . . . .
F6B F 0.68935(17) 0.3817(2) 0.6705(3) 0.0849(10) Uani 1 1 d . . . . .
C7B C 0.8323(3) 0.3669(3) 0.9101(4) 0.0441(12) Uani 1 1 d . . . . .
H7BA H 0.786549 0.330553 0.880815 0.053 Uiso 1 1 calc R U . . .
C8B C 0.9039(3) 0.3526(3) 1.0386(4) 0.0391(11) Uani 1 1 d . . . . .
C9B C 0.9004(3) 0.2808(3) 1.1220(5) 0.0518(13) Uani 1 1 d . . . . .
C10B C 0.8274(3) 0.2896(4) 1.1499(5) 0.0735(17) Uani 1 1 d . . . . .
H10D H 0.774954 0.279251 1.070337 0.110 Uiso 1 1 calc R U . . .
H10E H 0.834301 0.249400 1.216072 0.110 Uiso 1 1 calc R U . . .
H10F H 0.827158 0.345690 1.180927 0.110 Uiso 1 1 calc R U . . .
C11B C 0.9025(3) 0.1934(3) 1.0640(5) 0.0708(17) Uani 1 1 d . . . . .
H11G H 0.849648 0.183470 0.985011 0.106 Uiso 1 1 calc R U . . .
H11H H 0.947143 0.192434 1.043721 0.106 Uiso 1 1 calc R U . . .
H11I H 0.912000 0.150143 1.127526 0.106 Uiso 1 1 calc R U . . .
N12B N 0.9817(3) 0.2966(3) 1.2439(4) 0.0615(12) Uani 1 1 d . . . . .
O13B O 1.0058(2) 0.2562(2) 1.3506(3) 0.0786(12) Uani 1 1 d . . . . .
C14B C 1.0304(3) 0.3665(3) 1.2306(4) 0.0518(13) Uani 1 1 d . . . . .
C15B C 1.1109(3) 0.3287(3) 1.2441(5) 0.0770(18) Uani 1 1 d . . . . .
H15D H 1.146545 0.309610 1.333100 0.115 Uiso 1 1 calc R U . . .
H15E H 1.096897 0.281879 1.184584 0.115 Uiso 1 1 calc R U . . .
H15F H 1.140023 0.370871 1.223113 0.115 Uiso 1 1 calc R U . . .
C16B C 1.0451(3) 0.4334(3) 1.3322(4) 0.0654(15) Uani 1 1 d . . . . .
H16D H 1.082297 0.411744 1.418990 0.098 Uiso 1 1 calc R U . . .
H16E H 1.070005 0.482336 1.316913 0.098 Uiso 1 1 calc R U . . .
H16F H 0.992307 0.448741 1.325089 0.098 Uiso 1 1 calc R U . . .
N17B N 0.9736(2) 0.3967(2) 1.0955(3) 0.0425(9) Uani 1 1 d . . . . .
O21S O 1.0432(2) 0.4105(2) 0.9127(3) 0.0615(10) Uani 1 1 d D . . . .
H21S H 1.008969 0.363666 0.873666 0.074 Uiso 1 1 d DR U . . .
C21S C 1.1168(4) 0.4147(4) 0.9070(7) 0.088(2) Uani 1 1 d . . . . .
H21A H 1.105713 0.394751 0.821395 0.106 Uiso 1 1 calc R U . . .
H21B H 1.134827 0.473146 0.915980 0.106 Uiso 1 1 calc R U . . .
C22S C 1.1801(8) 0.3677(9) 1.0036(13) 0.293(8) Uani 1 1 d . . . . .
H22A H 1.229703 0.372385 0.996031 0.439 Uiso 1 1 calc R U . . .
H22B H 1.192036 0.387984 1.088534 0.439 Uiso 1 1 calc R U . . .
H22C H 1.162933 0.309621 0.993988 0.439 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 O1A 2.007(3) . ?
Ni1 O1A 2.007(3) 3_665 ?
Ni1 N17A 2.134(4) . ?
Ni1 N17A 2.134(4) 3_665 ?
Ni1 O11S 2.147(3) . ?
Ni1 O11S 2.147(3) 3_665 ?
O1A C2A 1.278(5) . ?
C2A C7A 1.348(7) . ?
C2A C3A 1.518(6) . ?
C3A F4A 1.314(6) . ?
C3A F5A 1.321(5) . ?
C3A F6A 1.322(6) . ?
C7A C8A 1.414(6) . ?
C8A N17A 1.315(6) . ?
C8A C9A 1.60(2) . ?
C8A C9X 1.609(16) . ?
C9A N12A 1.454(16) . ?
C9A C11A 1.51(2) . ?
C9A C10A 1.55(3) . ?
N12A O13A 1.326(12) . ?
N12A C14A 1.639(14) . ?
C9X N12X 1.484(14) . ?
C9X C11X 1.52(2) . ?
C9X C10X 1.55(2) . ?
N12X O13X 1.280(12) . ?
N12X C14A 1.479(13) . ?
C14A N17A 1.469(6) . ?
C14A C16A 1.542(10) . ?
C14A C15A 1.530(10) . ?
O11S C11S 1.410(6) . ?
Ni2 O1B 2.002(3) 3_767 ?
Ni2 O1B 2.002(3) . ?
Ni2 O21S 2.118(3) . ?
Ni2 O21S 2.118(3) 3_767 ?
Ni2 N17B 2.167(4) 3_767 ?
Ni2 N17B 2.167(4) . ?
O1B C2B 1.290(5) . ?
C2B C7B 1.348(6) . ?
C2B C3B 1.514(6) . ?
C3B F4B 1.314(6) . ?
C3B F6B 1.337(5) . ?
C3B F5B 1.341(5) . ?
C7B C8B 1.435(5) . ?
C8B N17B 1.308(5) . ?
C8B C9B 1.520(6) . ?
C9B N12B 1.480(5) . ?
C9B C10B 1.536(7) . ?
C9B C11B 1.550(6) . ?
N12B O13B 1.269(4) . ?
N12B C14B 1.479(6) . ?
C14B N17B 1.471(5) . ?
C14B C16B 1.513(6) . ?
C14B C15B 1.527(6) . ?
O21S C21S 1.387(7) . ?
C21S C22S 1.366(13) . ?

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
O1A Ni1 O1A 180.00(15) . 3_665 ?
O1A Ni1 N17A 87.73(13) . . ?
O1A Ni1 N17A 92.27(13) 3_665 . ?
O1A Ni1 N17A 92.27(13) . 3_665 ?
O1A Ni1 N17A 87.73(13) 3_665 3_665 ?
N17A Ni1 N17A 180.0 . 3_665 ?
O1A Ni1 O11S 90.23(13) . . ?
O1A Ni1 O11S 89.77(13) 3_665 . ?
N17A Ni1 O11S 89.97(16) . . ?
N17A Ni1 O11S 90.03(16) 3_665 . ?
O1A Ni1 O11S 89.77(13) . 3_665 ?
O1A Ni1 O11S 90.23(13) 3_665 3_665 ?
N17A Ni1 O11S 90.03(16) . 3_665 ?
N17A Ni1 O11S 89.97(16) 3_665 3_665 ?
O11S Ni1 O11S 180.0 . 3_665 ?
C2A O1A Ni1 129.1(3) . . ?
O1A C2A C7A 128.2(4) . . ?
O1A C2A C3A 112.3(5) . . ?
C7A C2A C3A 119.4(5) . . ?
F4A C3A F5A 105.7(5) . . ?
F4A C3A F6A 107.0(5) . . ?
F5A C3A F6A 105.9(5) . . ?
F4A C3A C2A 112.1(5) . . ?
F5A C3A C2A 114.5(5) . . ?
F6A C3A C2A 111.2(4) . . ?
C2A C7A C8A 124.1(5) . . ?
N17A C8A C7A 126.8(5) . . ?
N17A C8A C9A 117.2(6) . . ?
C7A C8A C9A 111.5(7) . . ?
N17A C8A C9X 109.8(6) . . ?
C7A C8A C9X 121.1(6) . . ?
N12A C9A C11A 109.9(17) . . ?
N12A C9A C10A 115.1(16) . . ?
C11A C9A C10A 112.4(19) . . ?
N12A C9A C8A 93.3(12) . . ?
C11A C9A C8A 98(2) . . ?
C10A C9A C8A 125.2(11) . . ?
O13A N12A C9A 122.1(13) . . ?
O13A N12A C14A 120.5(9) . . ?
C9A N12A C14A 117.2(11) . . ?
N12X C9X C11X 111.1(12) . . ?
N12X C9X C10X 106.7(11) . . ?
C11X C9X C10X 111.7(19) . . ?
N12X C9X C8A 99.6(9) . . ?
C11X C9X C8A 104.9(17) . . ?
C10X C9X C8A 122.1(9) . . ?
O13X N12X C14A 122.8(9) . . ?
O13X N12X C9X 123.6(11) . . ?
C14A N12X C9X 111.3(10) . . ?
N17A C14A N12X 104.6(6) . . ?
N17A C14A C16A 110.0(6) . . ?
N12X C14A C16A 122.0(7) . . ?
N17A C14A C15A 111.5(6) . . ?
N12X C14A C15A 92.3(7) . . ?
C16A C14A C15A 115.0(5) . . ?
N17A C14A N12A 96.7(6) . . ?
C16A C14A N12A 92.8(7) . . ?
C15A C14A N12A 128.3(7) . . ?
C8A N17A C14A 111.2(4) . . ?
C8A N17A Ni1 124.0(3) . . ?
C14A N17A Ni1 124.8(3) . . ?
C11S O11S Ni1 125.2(4) . . ?
O1B Ni2 O1B 180.0 3_767 . ?
O1B Ni2 O21S 90.91(12) 3_767 . ?
O1B Ni2 O21S 89.09(12) . . ?
O1B Ni2 O21S 89.09(12) 3_767 3_767 ?
O1B Ni2 O21S 90.91(12) . 3_767 ?
O21S Ni2 O21S 180.0 . 3_767 ?
O1B Ni2 N17B 88.00(12) 3_767 3_767 ?
O1B Ni2 N17B 92.00(12) . 3_767 ?
O21S Ni2 N17B 91.30(13) . 3_767 ?
O21S Ni2 N17B 88.70(13) 3_767 3_767 ?
O1B Ni2 N17B 92.00(12) 3_767 . ?
O1B Ni2 N17B 88.00(12) . . ?
O21S Ni2 N17B 88.70(13) . . ?
O21S Ni2 N17B 91.30(13) 3_767 . ?
N17B Ni2 N17B 180.0(2) 3_767 . ?
C2B O1B Ni2 128.4(3) . . ?
O1B C2B C7B 129.4(4) . . ?
O1B C2B C3B 111.5(4) . . ?
C7B C2B C3B 119.1(4) . . ?
F4B C3B F6B 105.4(4) . . ?
F4B C3B F5B 106.6(5) . . ?
F6B C3B F5B 105.7(4) . . ?
F4B C3B C2B 112.7(4) . . ?
F6B C3B C2B 114.5(4) . . ?
F5B C3B C2B 111.3(4) . . ?
C2B C7B C8B 123.7(4) . . ?
N17B C8B C7B 126.6(4) . . ?
N17B C8B C9B 114.7(4) . . ?
C7B C8B C9B 118.7(4) . . ?
N12B C9B C8B 98.4(3) . . ?
N12B C9B C10B 110.1(4) . . ?
C8B C9B C10B 113.0(4) . . ?
N12B C9B C11B 109.8(4) . . ?
C8B C9B C11B 111.6(4) . . ?
C10B C9B C11B 112.9(4) . . ?
O13B N12B C9B 123.4(4) . . ?
O13B N12B C14B 123.3(4) . . ?
C9B N12B C14B 113.2(4) . . ?
N17B C14B N12B 102.6(3) . . ?
N17B C14B C16B 111.6(4) . . ?
N12B C14B C16B 108.7(4) . . ?
N17B C14B C15B 111.5(4) . . ?
N12B C14B C15B 107.4(4) . . ?
C16B C14B C15B 114.2(4) . . ?
C8B N17B C14B 111.0(4) . . ?
C8B N17B Ni2 123.7(3) . . ?
C14B N17B Ni2 125.4(3) . . ?
C21S O21S Ni2 126.8(4) . . ?
C22S C21S O21S 112.2(8) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O21S H21S O13B 0.93 1.91 2.732(5) 145.6 4_565 yes
O11S H11S O13X^b 1.01 1.92 2.608(8) 123.2 4_576 yes
O11S H11S O13A^a 1.01 1.96 2.905(10) 155.8 4_576 yes

_refine_diff_density_max         0.402
_refine_diff_density_min         -0.673
_refine_diff_density_rms         0.069

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

data_z699s
_audit_block_doi                 10.5517/ccdc.csd.cc2bjd3d
_database_code_depnum_ccdc_archive 'CCDC 2160703'
loop_
_audit_author_name
_audit_author_address
'Galina Romanenko'
;International Tomography Center
Russia
;
_audit_update_record             
;
2022-03-22 deposited with the CCDC.	2023-10-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H36 Co F6 N4 O6'
_chemical_formula_weight         637.49

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   18.514(4)
_cell_length_b                   15.792(3)
_cell_length_c                   11.787(2)
_cell_angle_alpha                90
_cell_angle_beta                 120.86(3)
_cell_angle_gamma                90
_cell_volume                     2958.3(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6442
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      25.64

_exptl_crystal_description       cube
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.431
_exptl_crystal_F_000             1324
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    0.660
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2327
_exptl_absorpt_correction_T_max  0.2963
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26411
_diffrn_reflns_av_unetI/netI     0.0743
_diffrn_reflns_av_R_equivalents  0.0544
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.281
_diffrn_reflns_theta_max         29.128
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             7881
_reflns_number_gt                3843
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1354P)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_number_reflns         7881
_refine_ls_number_parameters     370
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1077
_refine_ls_R_factor_gt           0.0427
_refine_ls_wR_factor_ref         0.1678
_refine_ls_wR_factor_gt          0.1222
_refine_ls_goodness_of_fit_ref   0.698
_refine_ls_restrained_S_all      0.698
_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 0.0000 0.5000 1.0000 0.02855(14) Uani 1 2 d S . P . .
O1S O -0.05226(14) 0.44701(12) 1.1126(2) 0.0508(6) Uani 1 1 d . . . . .
H1S H -0.046(2) 0.406(2) 1.127(4) 0.061 Uiso 1 1 d . U . . .
C1S C -0.1232(2) 0.4797(2) 1.1147(4) 0.0730(11) Uani 1 1 d . . . . .
H1SA H -0.1340 0.4454 1.1716 0.109 Uiso 1 1 calc R U . . .
H1SB H -0.1120 0.5368 1.1470 0.109 Uiso 1 1 calc R U . . .
H1SC H -0.1715 0.4788 1.0269 0.109 Uiso 1 1 calc R U . . .
O1A O -0.11790(11) 0.52528(12) 0.85130(18) 0.0409(5) Uani 1 1 d . . . . .
C2A C -0.16266(16) 0.59153(16) 0.8296(3) 0.0346(6) Uani 1 1 d . . . . .
C3A C -0.25007(18) 0.58229(19) 0.7100(3) 0.0492(7) Uani 1 1 d . . . . .
F4A F -0.29249(13) 0.52087(16) 0.7268(3) 0.0956(8) Uani 1 1 d . . . . .
F5A F -0.29825(12) 0.65032(14) 0.6802(2) 0.0961(8) Uani 1 1 d . . . . .
F6A F -0.24822(12) 0.56262(15) 0.60260(19) 0.0864(7) Uani 1 1 d . . . . .
C7A C -0.14119(16) 0.66490(16) 0.9003(3) 0.0383(6) Uani 1 1 d . . . . .
H7AA H -0.1803 0.7087 0.8692 0.046 Uiso 1 1 calc R U . . .
C8A C -0.06286(16) 0.67900(15) 1.0187(2) 0.0338(6) Uani 1 1 d . . . . .
C9A C -0.04758(17) 0.76241(16) 1.0909(3) 0.0441(7) Uani 1 1 d . . . . .
C10A C -0.0374(3) 0.8355(2) 1.0153(4) 0.0849(12) Uani 1 1 d . . . . .
H10A H -0.0910 0.8484 0.9386 0.127 Uiso 1 1 calc R U . . .
H10B H -0.0166 0.8845 1.0713 0.127 Uiso 1 1 calc R U . . .
H10C H 0.0016 0.8196 0.9885 0.127 Uiso 1 1 calc R U . . .
C11A C -0.1119(2) 0.7829(2) 1.1298(4) 0.0832(13) Uani 1 1 d . . . . .
H11A H -0.1649 0.7958 1.0520 0.125 Uiso 1 1 calc R U . . .
H11B H -0.1184 0.7350 1.1738 0.125 Uiso 1 1 calc R U . . .
H11C H -0.0931 0.8308 1.1881 0.125 Uiso 1 1 calc R U . . .
N12A N 0.03341(15) 0.74256(14) 1.2074(2) 0.0536(7) Uani 1 1 d . . . . .
O13A O 0.07175(16) 0.79019(15) 1.3089(3) 0.0887(9) Uani 1 1 d . . . . .
C14A C 0.06791(17) 0.65964(16) 1.1999(3) 0.0448(7) Uani 1 1 d . . . . .
C15A C 0.14648(18) 0.67319(19) 1.1917(4) 0.0661(10) Uani 1 1 d . . . . .
H15A H 0.1905 0.6959 1.2740 0.099 Uiso 1 1 calc R U . . .
H15B H 0.1643 0.6201 1.1745 0.099 Uiso 1 1 calc R U . . .
H15C H 0.1342 0.7122 1.1216 0.099 Uiso 1 1 calc R U . . .
C16A C 0.0841(2) 0.6065(2) 1.3177(3) 0.0655(10) Uani 1 1 d . . . . .
H16A H 0.1296 0.6307 1.3970 0.098 Uiso 1 1 calc R U . . .
H16B H 0.0343 0.6051 1.3237 0.098 Uiso 1 1 calc R U . . .
H16C H 0.0987 0.5499 1.3071 0.098 Uiso 1 1 calc R U . . .
N17A N -0.00163(12) 0.62478(12) 1.0755(2) 0.0318(5) Uani 1 1 d . . . . .
Co2 Co 0.5000 0.5000 2.0000 0.03071(14) Uani 1 2 d S . P . .
O1T O 0.45619(14) 0.40538(12) 2.0808(2) 0.0532(6) Uani 1 1 d . . . . .
H1T H 0.473(2) 0.365(2) 2.104(4) 0.064 Uiso 1 1 d . U . . .
C1T C 0.3835(2) 0.4061(2) 2.0917(4) 0.0661(10) Uani 1 1 d . . . . .
H1TA H 0.3662 0.4644 2.0896 0.079 Uiso 1 1 calc R U . . .
H1TB H 0.3978 0.3825 2.1767 0.079 Uiso 1 1 calc R U . . .
C2T C 0.3127(3) 0.3589(3) 1.9879(5) 0.0941(13) Uani 1 1 d . . . . .
H2TA H 0.2659 0.3621 2.0015 0.141 Uiso 1 1 calc R U . . .
H2TB H 0.2970 0.3827 1.9034 0.141 Uiso 1 1 calc R U . . .
H2TC H 0.3286 0.3007 1.9906 0.141 Uiso 1 1 calc R U . . .
O1B O 0.61717(12) 0.48628(11) 2.15580(19) 0.0423(5) Uani 1 1 d . . . . .
C2B C 0.67345(15) 0.43218(15) 2.1749(3) 0.0338(6) Uani 1 1 d . . . . .
C3B C 0.75288(17) 0.44169(18) 2.3083(3) 0.0437(7) Uani 1 1 d . . . . .
F4B F 0.78890(13) 0.51683(14) 2.3181(2) 0.0861(8) Uani 1 1 d . . . . .
F5B F 0.73697(12) 0.43859(15) 2.40539(18) 0.0787(6) Uani 1 1 d . . . . .
F6B F 0.81205(11) 0.38522(13) 2.33599(18) 0.0740(6) Uani 1 1 d . . . . .
C7B C 0.66979(16) 0.36967(16) 2.0920(3) 0.0389(6) Uani 1 1 d . . . . .
H7BA H 0.7160 0.3338 2.1224 0.047 Uiso 1 1 calc R U . . .
C8B C 0.60031(16) 0.35568(15) 1.9627(3) 0.0360(6) Uani 1 1 d . . . . .
C9B C 0.60469(17) 0.28563(16) 1.8791(3) 0.0426(7) Uani 1 1 d . . . . .
C10B C 0.6786(2) 0.2951(2) 1.8557(3) 0.0655(9) Uani 1 1 d . . . . .
H10D H 0.7305 0.2847 1.9368 0.098 Uiso 1 1 calc R U . . .
H10E H 0.6725 0.2550 1.7902 0.098 Uiso 1 1 calc R U . . .
H10F H 0.6789 0.3514 1.8255 0.098 Uiso 1 1 calc R U . . .
C11B C 0.6041(2) 0.19774(18) 1.9343(4) 0.0689(10) Uani 1 1 d . . . . .
H11D H 0.6566 0.1886 2.0151 0.103 Uiso 1 1 calc R U . . .
H11E H 0.5587 0.1945 1.9512 0.103 Uiso 1 1 calc R U . . .
H11F H 0.5968 0.1552 1.8710 0.103 Uiso 1 1 calc R U . . .
N12B N 0.52553(14) 0.30131(14) 1.7558(2) 0.0470(6) Uani 1 1 d . . . . .
O13B O 0.50271(13) 0.26155(13) 1.6481(2) 0.0593(6) Uani 1 1 d . . . . .
C14B C 0.47511(17) 0.36924(17) 1.7675(3) 0.0434(7) Uani 1 1 d . . . . .
C15B C 0.39361(19) 0.3308(2) 1.7484(4) 0.0676(10) Uani 1 1 d . . . . .
H15D H 0.3591 0.3122 1.6586 0.101 Uiso 1 1 calc R U . . .
H15E H 0.4068 0.2835 1.8069 0.101 Uiso 1 1 calc R U . . .
H15F H 0.3638 0.3728 1.7676 0.101 Uiso 1 1 calc R U . . .
C16B C 0.4588(2) 0.43824(19) 1.6677(3) 0.0611(9) Uani 1 1 d . . . . .
H16D H 0.4226 0.4168 1.5800 0.092 Uiso 1 1 calc R U . . .
H16E H 0.4322 0.4856 1.6827 0.092 Uiso 1 1 calc R U . . .
H16F H 0.5111 0.4561 1.6771 0.092 Uiso 1 1 calc R U . . .
N17B N 0.53062(13) 0.39906(12) 1.9045(2) 0.0353(5) 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 O1A 2.018(2) 3_567 ?
Co1 O1A 2.018(2) . ?
Co1 O1S 2.171(2) . ?
Co1 O1S 2.171(2) 3_567 ?
Co1 N17A 2.1685(19) 3_567 ?
Co1 N17A 2.1685(19) . ?
O1S C1S 1.423(4) . ?
O1A C2A 1.276(3) . ?
C2A C7A 1.362(3) . ?
C2A C3A 1.512(4) . ?
C3A F4A 1.325(4) . ?
C3A F5A 1.323(3) . ?
C3A F6A 1.321(4) . ?
C7A C8A 1.422(4) . ?
C8A N17A 1.299(3) . ?
C8A C9A 1.514(3) . ?
C9A N12A 1.456(4) . ?
C9A C11A 1.513(4) . ?
C9A C10A 1.528(4) . ?
N12A O13A 1.276(3) . ?
N12A C14A 1.479(3) . ?
C14A N17A 1.475(3) . ?
C14A C16A 1.515(4) . ?
C14A C15A 1.521(4) . ?
Co2 O1B 2.010(2) . ?
Co2 O1B 2.010(2) 3_669 ?
Co2 O1T 2.142(2) 3_669 ?
Co2 O1T 2.142(2) . ?
Co2 N17B 2.187(2) 3_669 ?
Co2 N17B 2.187(2) . ?
O1T C1T 1.416(4) . ?
C1T C2T 1.458(5) . ?
O1B C2B 1.275(3) . ?
C2B C7B 1.366(4) . ?
C2B C3B 1.511(4) . ?
C3B F6B 1.317(3) . ?
C3B F4B 1.337(3) . ?
C3B F5B 1.321(3) . ?
C7B C8B 1.420(4) . ?
C8B N17B 1.303(3) . ?
C8B C9B 1.511(4) . ?
C9B N12B 1.461(3) . ?
C9B C11B 1.535(4) . ?
C9B C10B 1.535(4) . ?
N12B O13B 1.279(3) . ?
N12B C14B 1.474(3) . ?
C14B N17B 1.477(3) . ?
C14B C16B 1.516(4) . ?
C14B C15B 1.532(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
O1A Co1 O1A 180.0 3_567 . ?
O1A Co1 O1S 90.88(9) 3_567 . ?
O1A Co1 O1S 89.12(9) . . ?
O1A Co1 O1S 89.12(9) 3_567 3_567 ?
O1A Co1 O1S 90.88(9) . 3_567 ?
O1S Co1 O1S 180.0 . 3_567 ?
O1A Co1 N17A 86.56(7) 3_567 3_567 ?
O1A Co1 N17A 93.44(7) . 3_567 ?
O1S Co1 N17A 90.28(8) . 3_567 ?
O1S Co1 N17A 89.72(8) 3_567 3_567 ?
O1A Co1 N17A 93.44(7) 3_567 . ?
O1A Co1 N17A 86.56(7) . . ?
O1S Co1 N17A 89.72(8) . . ?
O1S Co1 N17A 90.28(8) 3_567 . ?
N17A Co1 N17A 180.0 3_567 . ?
C1S O1S Co1 125.14(19) . . ?
C2A O1A Co1 129.66(17) . . ?
O1A C2A C7A 128.2(2) . . ?
O1A C2A C3A 112.5(2) . . ?
C7A C2A C3A 119.3(2) . . ?
F4A C3A F5A 105.3(3) . . ?
F4A C3A F6A 106.2(3) . . ?
F5A C3A F6A 106.4(3) . . ?
F4A C3A C2A 111.4(3) . . ?
F5A C3A C2A 115.0(2) . . ?
F6A C3A C2A 112.0(2) . . ?
C2A C7A C8A 124.3(2) . . ?
N17A C8A C7A 125.7(2) . . ?
N17A C8A C9A 115.0(2) . . ?
C7A C8A C9A 119.3(2) . . ?
N12A C9A C11A 110.5(3) . . ?
N12A C9A C8A 98.5(2) . . ?
C11A C9A C8A 114.0(3) . . ?
N12A C9A C10A 109.7(3) . . ?
C11A C9A C10A 111.5(3) . . ?
C8A C9A C10A 111.9(3) . . ?
O13A N12A C9A 124.4(2) . . ?
O13A N12A C14A 121.9(2) . . ?
C9A N12A C14A 113.7(2) . . ?
N17A C14A C16A 111.5(2) . . ?
N17A C14A N12A 101.9(2) . . ?
C16A C14A N12A 108.9(2) . . ?
N17A C14A C15A 111.4(2) . . ?
C16A C14A C15A 112.9(3) . . ?
N12A C14A C15A 109.6(2) . . ?
C8A N17A C14A 110.6(2) . . ?
C8A N17A Co1 125.44(16) . . ?
C14A N17A Co1 123.95(15) . . ?
O1B Co2 O1B 180.0 . 3_669 ?
O1B Co2 O1T 90.23(9) . 3_669 ?
O1B Co2 O1T 89.77(9) 3_669 3_669 ?
O1B Co2 O1T 89.77(9) . . ?
O1B Co2 O1T 90.23(9) 3_669 . ?
O1T Co2 O1T 180.00(11) 3_669 . ?
O1B Co2 N17B 92.95(8) . 3_669 ?
O1B Co2 N17B 87.05(8) 3_669 3_669 ?
O1T Co2 N17B 88.71(9) 3_669 3_669 ?
O1T Co2 N17B 91.29(9) . 3_669 ?
O1B Co2 N17B 87.05(8) . . ?
O1B Co2 N17B 92.95(8) 3_669 . ?
O1T Co2 N17B 91.29(9) 3_669 . ?
O1T Co2 N17B 88.71(9) . . ?
N17B Co2 N17B 180.0 3_669 . ?
C1T O1T Co2 128.96(18) . . ?
O1T C1T C2T 114.0(3) . . ?
C2B O1B Co2 129.42(17) . . ?
O1B C2B C7B 128.4(2) . . ?
O1B C2B C3B 112.8(2) . . ?
C7B C2B C3B 118.7(2) . . ?
F6B C3B F4B 105.4(3) . . ?
F6B C3B F5B 106.7(2) . . ?
F4B C3B F5B 106.3(3) . . ?
F6B C3B C2B 115.6(2) . . ?
F4B C3B C2B 110.7(2) . . ?
F5B C3B C2B 111.5(2) . . ?
C2B C7B C8B 124.4(2) . . ?
N17B C8B C7B 126.2(2) . . ?
N17B C8B C9B 114.3(2) . . ?
C7B C8B C9B 119.5(2) . . ?
N12B C9B C8B 99.3(2) . . ?
N12B C9B C11B 110.7(2) . . ?
C8B C9B C11B 111.8(2) . . ?
N12B C9B C10B 109.7(2) . . ?
C8B C9B C10B 113.4(2) . . ?
C11B C9B C10B 111.4(2) . . ?
O13B N12B C9B 123.8(2) . . ?
O13B N12B C14B 123.2(2) . . ?
C9B N12B C14B 113.0(2) . . ?
N17B C14B N12B 102.4(2) . . ?
N17B C14B C16B 111.7(2) . . ?
N12B C14B C16B 109.5(3) . . ?
N17B C14B C15B 111.6(3) . . ?
N12B C14B C15B 108.7(2) . . ?
C16B C14B C15B 112.4(3) . . ?
C8B N17B C14B 110.7(2) . . ?
C8B N17B Co2 124.07(18) . . ?
C14B N17B Co2 125.18(16) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1S H1S O13A 0.67(3) 2.12(3) 2.732(3) 152(4) 2_547
O1T H1T O13B 0.70(3) 2.07(3) 2.760(3) 171(4) 4_566

_refine_diff_density_max         0.406
_refine_diff_density_min         -0.526
_refine_diff_density_rms         0.059

####################################################################### 
# 
# 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_z700s
_audit_block_doi                 10.5517/ccdc.csd.cc2bjd5g
_database_code_depnum_ccdc_archive 'CCDC 2160705'
loop_
_audit_author_name
_audit_author_address
'Galina Romanenko'
;International Tomography Center
Russia
;
_audit_update_record             
;
2022-03-22 deposited with the CCDC.	2023-10-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H36 F6 N4 Ni O6'
_chemical_formula_weight         637.27

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 '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                   18.564(4)
_cell_length_b                   15.699(3)
_cell_length_c                   11.768(2)
_cell_angle_alpha                90
_cell_angle_beta                 120.67(3)
_cell_angle_gamma                90
_cell_volume                     2949.9(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5462
_cell_measurement_theta_min      2.59
_cell_measurement_theta_max      24.92

_exptl_crystal_description       block
_exptl_crystal_colour            light_green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_F_000             1328
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    0.738
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2442
_exptl_absorpt_correction_T_max  0.2901
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29421
_diffrn_reflns_av_unetI/netI     0.0940
_diffrn_reflns_av_R_equivalents  0.0658
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.275
_diffrn_reflns_theta_max         29.209
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7954
_reflns_number_gt                3617
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0616P)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_number_reflns         7954
_refine_ls_number_parameters     372
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1172
_refine_ls_R_factor_gt           0.0441
_refine_ls_wR_factor_ref         0.1341
_refine_ls_wR_factor_gt          0.1031
_refine_ls_goodness_of_fit_ref   0.872
_refine_ls_restrained_S_all      0.872
_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 0.0000 0.5000 1.0000 0.02857(13) Uani 1 2 d S . P . .
O1S O -0.04940(14) 0.44810(16) 1.1131(2) 0.0495(6) Uani 1 1 d . . . . .
H1S H -0.0419(18) 0.4061(18) 1.131(3) 0.040(11) Uiso 1 1 d . . . . .
C1S C -0.1237(2) 0.4780(2) 1.1115(4) 0.0781(12) Uani 1 1 d . . . . .
H1SA H -0.1329 0.4442 1.1709 0.117 Uiso 1 1 calc R U . . .
H1SB H -0.1163 0.5365 1.1388 0.117 Uiso 1 1 calc R U . . .
H1SC H -0.1711 0.4731 1.0236 0.117 Uiso 1 1 calc R U . . .
O1A O -0.11712(11) 0.52318(12) 0.85193(17) 0.0400(5) Uani 1 1 d . . . . .
C2A C -0.16104(15) 0.59043(18) 0.8286(2) 0.0335(6) Uani 1 1 d . . . . .
C3A C -0.24755(18) 0.5820(2) 0.7099(3) 0.0471(8) Uani 1 1 d . . . . .
F4A F -0.29044(12) 0.52101(15) 0.7261(2) 0.0973(8) Uani 1 1 d . . . . .
F5A F -0.29482(11) 0.65042(13) 0.6792(2) 0.0974(8) Uani 1 1 d . . . . .
F6A F -0.24592(11) 0.56142(15) 0.60246(17) 0.0883(7) Uani 1 1 d . . . . .
C7A C -0.13954(15) 0.66418(18) 0.8985(3) 0.0363(7) Uani 1 1 d . . . . .
H7AA H -0.1779 0.7088 0.8666 0.044 Uiso 1 1 calc R U . . .
C8A C -0.06193(16) 0.67743(16) 1.0177(2) 0.0319(6) Uani 1 1 d . . . . .
C9A C -0.04692(17) 0.76136(18) 1.0889(3) 0.0419(7) Uani 1 1 d . . . . .
C10A C -0.0356(2) 0.8347(2) 1.0144(3) 0.0768(11) Uani 1 1 d . . . . .
H10A H -0.0884 0.8475 0.9368 0.115 Uiso 1 1 calc R U . . .
H10B H -0.0155 0.8840 1.0703 0.115 Uiso 1 1 calc R U . . .
H10C H 0.0042 0.8186 0.9892 0.115 Uiso 1 1 calc R U . . .
C11A C -0.1130(2) 0.7824(2) 1.1246(3) 0.0790(12) Uani 1 1 d . . . . .
H11A H -0.1649 0.7958 1.0457 0.119 Uiso 1 1 calc R U . . .
H11B H -0.1209 0.7342 1.1673 0.119 Uiso 1 1 calc R U . . .
H11C H -0.0950 0.8305 1.1832 0.119 Uiso 1 1 calc R U . . .
N12A N 0.03233(15) 0.74087(16) 1.2069(2) 0.0533(7) Uani 1 1 d . . . . .
O13A O 0.06907(15) 0.78792(15) 1.3088(2) 0.0867(8) Uani 1 1 d . . . . .
C14A C 0.06747(16) 0.65761(18) 1.1999(3) 0.0436(8) Uani 1 1 d . . . . .
C15A C 0.14646(17) 0.6720(2) 1.1936(3) 0.0676(10) Uani 1 1 d . . . . .
H15A H 0.1896 0.6948 1.2763 0.101 Uiso 1 1 calc R U . . .
H15B H 0.1648 0.6188 1.1767 0.101 Uiso 1 1 calc R U . . .
H15C H 0.1347 0.7114 1.1239 0.101 Uiso 1 1 calc R U . . .
C16A C 0.0822(2) 0.6037(2) 1.3176(3) 0.0652(10) Uani 1 1 d . . . . .
H16A H 0.1269 0.6280 1.3975 0.098 Uiso 1 1 calc R U . . .
H16B H 0.0320 0.6024 1.3222 0.098 Uiso 1 1 calc R U . . .
H16C H 0.0969 0.5468 1.3074 0.098 Uiso 1 1 calc R U . . .
N17A N -0.00104(12) 0.62240(13) 1.07465(19) 0.0311(5) Uani 1 1 d . . . . .
Ni2 Ni 0.5000 0.5000 2.0000 0.03022(14) Uani 1 2 d S . P . .
O1T O 0.45685(13) 0.40735(15) 2.0813(2) 0.0490(6) Uani 1 1 d . . . . .
H1T H 0.4683(19) 0.359(2) 2.098(3) 0.064(12) Uiso 1 1 d . . . . .
C1T C 0.38411(19) 0.4081(2) 2.0935(3) 0.0610(9) Uani 1 1 d . . . . .
H1TA H 0.3668 0.4667 2.0912 0.073 Uiso 1 1 calc R U . . .
H1TB H 0.3988 0.3847 2.1790 0.073 Uiso 1 1 calc R U . . .
C2T C 0.31210(19) 0.3593(2) 1.9892(3) 0.0760(11) Uani 1 1 d . . . . .
H2TA H 0.2658 0.3627 2.0039 0.114 Uiso 1 1 calc R U . . .
H2TB H 0.2959 0.3829 1.9042 0.114 Uiso 1 1 calc R U . . .
H2TC H 0.3280 0.3008 1.9921 0.114 Uiso 1 1 calc R U . . .
O1B O 0.61525(11) 0.48749(11) 2.15592(17) 0.0398(5) Uani 1 1 d . . . . .
C2B C 0.67064(15) 0.43274(18) 2.1747(2) 0.0343(6) Uani 1 1 d . . . . .
C3B C 0.74980(17) 0.4422(2) 2.3073(3) 0.0451(8) Uani 1 1 d . . . . .
F4B F 0.78562(12) 0.51717(13) 2.3197(2) 0.0924(8) Uani 1 1 d . . . . .
F5B F 0.73427(10) 0.43684(15) 2.40538(15) 0.0790(6) Uani 1 1 d . . . . .
F6B F 0.80878(10) 0.38454(13) 2.33393(17) 0.0766(6) Uani 1 1 d . . . . .
C7B C 0.66665(16) 0.36998(18) 2.0919(3) 0.0409(7) Uani 1 1 d . . . . .
H7BA H 0.7125 0.3338 2.1218 0.049 Uiso 1 1 calc R U . . .
C8B C 0.59716(16) 0.35594(17) 1.9628(3) 0.0334(6) Uani 1 1 d . . . . .
C9B C 0.60179(16) 0.28590(18) 1.8795(3) 0.0421(7) Uani 1 1 d . . . . .
C10B C 0.67428(18) 0.2947(2) 1.8550(3) 0.0661(10) Uani 1 1 d . . . . .
H10D H 0.7261 0.2845 1.9357 0.099 Uiso 1 1 calc R U . . .
H10E H 0.6679 0.2541 1.7895 0.099 Uiso 1 1 calc R U . . .
H10F H 0.6746 0.3513 1.8241 0.099 Uiso 1 1 calc R U . . .
C11B C 0.5998(2) 0.19675(19) 1.9338(3) 0.0715(11) Uani 1 1 d . . . . .
H11D H 0.6518 0.1867 2.0144 0.107 Uiso 1 1 calc R U . . .
H11E H 0.5545 0.1941 1.9509 0.107 Uiso 1 1 calc R U . . .
H11F H 0.5919 0.1541 1.8700 0.107 Uiso 1 1 calc R U . . .
N12B N 0.52265(14) 0.30150(15) 1.7567(2) 0.0450(6) Uani 1 1 d . . . . .
O13B O 0.49907(12) 0.26145(13) 1.64883(19) 0.0588(6) Uani 1 1 d . . . . .
C14B C 0.47195(16) 0.37018(18) 1.7681(3) 0.0415(7) Uani 1 1 d . . . . .
C15B C 0.39201(17) 0.3305(2) 1.7500(3) 0.0630(10) Uani 1 1 d . . . . .
H15D H 0.3581 0.3739 1.7570 0.094 Uiso 1 1 calc R U . . .
H15E H 0.3616 0.3042 1.6645 0.094 Uiso 1 1 calc R U . . .
H15F H 0.4060 0.2882 1.8171 0.094 Uiso 1 1 calc R U . . .
C16B C 0.45614(19) 0.4385(2) 1.6681(3) 0.0571(9) Uani 1 1 d . . . . .
H16D H 0.4233 0.4832 1.6750 0.086 Uiso 1 1 calc R U . . .
H16E H 0.5086 0.4613 1.6847 0.086 Uiso 1 1 calc R U . . .
H16F H 0.4264 0.4145 1.5809 0.086 Uiso 1 1 calc R U . . .
N17B N 0.52804(13) 0.40023(13) 1.90549(19) 0.0335(5) 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 O1A 2.0076(19) 3_567 ?
Ni1 O1A 2.0076(19) . ?
Ni1 N17A 2.117(2) 3_567 ?
Ni1 N17A 2.117(2) . ?
Ni1 O1S 2.127(2) 3_567 ?
Ni1 O1S 2.127(2) . ?
O1S C1S 1.447(4) . ?
O1A C2A 1.275(3) . ?
C2A C7A 1.357(3) . ?
C2A C3A 1.503(4) . ?
C3A F5A 1.316(3) . ?
C3A F4A 1.320(3) . ?
C3A F6A 1.320(3) . ?
C7A C8A 1.423(3) . ?
C8A N17A 1.304(3) . ?
C8A C9A 1.509(3) . ?
C9A N12A 1.453(3) . ?
C9A C11A 1.522(4) . ?
C9A C10A 1.525(4) . ?
N12A O13A 1.271(3) . ?
N12A C14A 1.482(3) . ?
C14A N17A 1.478(3) . ?
C14A C16A 1.524(4) . ?
C14A C15A 1.522(4) . ?
Ni2 O1B 1.9943(19) 3_669 ?
Ni2 O1B 1.9944(19) . ?
Ni2 O1T 2.111(2) . ?
Ni2 O1T 2.111(2) 3_669 ?
Ni2 N17B 2.133(2) . ?
Ni2 N17B 2.133(2) 3_669 ?
O1T C1T 1.429(3) . ?
C1T C2T 1.485(4) . ?
O1B C2B 1.270(3) . ?
C2B C7B 1.361(4) . ?
C2B C3B 1.509(4) . ?
C3B F5B 1.327(3) . ?
C3B F4B 1.323(3) . ?
C3B F6B 1.329(3) . ?
C7B C8B 1.422(3) . ?
C8B N17B 1.305(3) . ?
C8B C9B 1.505(4) . ?
C9B N12B 1.463(3) . ?
C9B C10B 1.520(4) . ?
C9B C11B 1.547(4) . ?
N12B O13B 1.277(3) . ?
N12B C14B 1.481(3) . ?
C14B N17B 1.485(3) . ?
C14B C16B 1.506(4) . ?
C14B C15B 1.521(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
O1A Ni1 O1A 180.00(10) 3_567 . ?
O1A Ni1 N17A 87.74(7) 3_567 3_567 ?
O1A Ni1 N17A 92.26(7) . 3_567 ?
O1A Ni1 N17A 92.26(7) 3_567 . ?
O1A Ni1 N17A 87.74(7) . . ?
N17A Ni1 N17A 180.00(13) 3_567 . ?
O1A Ni1 O1S 89.48(9) 3_567 3_567 ?
O1A Ni1 O1S 90.52(9) . 3_567 ?
N17A Ni1 O1S 89.42(9) 3_567 3_567 ?
N17A Ni1 O1S 90.58(9) . 3_567 ?
O1A Ni1 O1S 90.52(9) 3_567 . ?
O1A Ni1 O1S 89.48(9) . . ?
N17A Ni1 O1S 90.58(9) 3_567 . ?
N17A Ni1 O1S 89.42(9) . . ?
O1S Ni1 O1S 180.0 3_567 . ?
C1S O1S Ni1 125.40(19) . . ?
C2A O1A Ni1 128.84(17) . . ?
O1A C2A C7A 128.2(2) . . ?
O1A C2A C3A 112.9(2) . . ?
C7A C2A C3A 118.9(2) . . ?
F5A C3A F4A 105.4(3) . . ?
F5A C3A F6A 105.9(3) . . ?
F4A C3A F6A 105.8(3) . . ?
F5A C3A C2A 115.4(3) . . ?
F4A C3A C2A 111.5(3) . . ?
F6A C3A C2A 112.1(3) . . ?
C2A C7A C8A 124.0(2) . . ?
N17A C8A C7A 125.9(2) . . ?
N17A C8A C9A 115.3(2) . . ?
C7A C8A C9A 118.8(2) . . ?
N12A C9A C8A 98.5(2) . . ?
N12A C9A C11A 110.5(2) . . ?
C8A C9A C11A 113.3(2) . . ?
N12A C9A C10A 110.3(2) . . ?
C8A C9A C10A 112.4(2) . . ?
C11A C9A C10A 111.2(3) . . ?
O13A N12A C9A 124.6(2) . . ?
O13A N12A C14A 121.7(2) . . ?
C9A N12A C14A 113.7(2) . . ?
N17A C14A N12A 101.9(2) . . ?
N17A C14A C16A 111.3(2) . . ?
N12A C14A C16A 108.6(2) . . ?
N17A C14A C15A 111.5(2) . . ?
N12A C14A C15A 109.5(2) . . ?
C16A C14A C15A 113.3(3) . . ?
C8A N17A C14A 110.1(2) . . ?
C8A N17A Ni1 125.25(16) . . ?
C14A N17A Ni1 124.63(16) . . ?
O1B Ni2 O1B 180.0 3_669 . ?
O1B Ni2 O1T 90.45(8) 3_669 . ?
O1B Ni2 O1T 89.55(8) . . ?
O1B Ni2 O1T 89.55(8) 3_669 3_669 ?
O1B Ni2 O1T 90.45(8) . 3_669 ?
O1T Ni2 O1T 180.0 . 3_669 ?
O1B Ni2 N17B 91.44(7) 3_669 . ?
O1B Ni2 N17B 88.56(7) . . ?
O1T Ni2 N17B 88.87(9) . . ?
O1T Ni2 N17B 91.13(9) 3_669 . ?
O1B Ni2 N17B 88.56(7) 3_669 3_669 ?
O1B Ni2 N17B 91.44(7) . 3_669 ?
O1T Ni2 N17B 91.13(9) . 3_669 ?
O1T Ni2 N17B 88.87(9) 3_669 3_669 ?
N17B Ni2 N17B 180.00(7) . 3_669 ?
C1T O1T Ni2 129.5(2) . . ?
O1T C1T C2T 114.3(3) . . ?
C2B O1B Ni2 128.33(17) . . ?
O1B C2B C7B 128.4(2) . . ?
O1B C2B C3B 112.9(2) . . ?
C7B C2B C3B 118.7(2) . . ?
F5B C3B F4B 106.3(3) . . ?
F5B C3B F6B 105.7(2) . . ?
F4B C3B F6B 105.8(3) . . ?
F5B C3B C2B 111.3(2) . . ?
F4B C3B C2B 111.8(2) . . ?
F6B C3B C2B 115.3(2) . . ?
C2B C7B C8B 124.5(2) . . ?
N17B C8B C7B 125.9(2) . . ?
N17B C8B C9B 114.9(2) . . ?
C7B C8B C9B 119.2(2) . . ?
N12B C9B C8B 99.1(2) . . ?
N12B C9B C10B 109.7(2) . . ?
C8B C9B C10B 114.0(2) . . ?
N12B C9B C11B 109.6(2) . . ?
C8B C9B C11B 111.7(2) . . ?
C10B C9B C11B 111.8(3) . . ?
O13B N12B C9B 124.2(2) . . ?
O13B N12B C14B 122.5(2) . . ?
C9B N12B C14B 113.4(2) . . ?
N12B C14B N17B 101.8(2) . . ?
N12B C14B C16B 109.1(2) . . ?
N17B C14B C16B 111.9(2) . . ?
N12B C14B C15B 108.0(2) . . ?
N17B C14B C15B 112.0(2) . . ?
C16B C14B C15B 113.3(2) . . ?
C8B N17B C14B 110.6(2) . . ?
C8B N17B Ni2 123.99(17) . . ?
C14B N17B Ni2 125.39(16) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1S H1S O13A 0.69(3) 2.13(3) 2.764(3) 153(3) 2_547
O1T H1T O13B 0.79(3) 1.97(3) 2.763(3) 177(3) 4_566

_refine_diff_density_max         0.501
_refine_diff_density_min         -0.738
_refine_diff_density_rms         0.070

