#------------------------------------------------------------------------------
#$Date: 2024-12-06 20:13:04 +0200 (Fri, 06 Dec 2024) $
#$Revision: 296496 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/72/7717210.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7717210
loop_
_publ_author_name
'Kirsch, Kelsey E.'
'Little, Mary E.'
'Cundari, Thomas R.'
'El-Shaer, Emily'
'Barone, Georgia'
'Lynch, Vincent M.'
'Toledo, Santiago A.'
_publ_section_title
;
 Direct O₂ mediated oxidation of a Ni(II)N₃O
 structural model complex for the active site of nickel acireductone
 dioxygenase (Ni-ARD): characterization, biomimetic reactivity, and
 enzymatic implications.
;
_journal_issue                   44
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              17852
_journal_page_last               17863
_journal_paper_doi               10.1039/d4dt02538e
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C22 H30 F3 N3 Ni O4 S'
_chemical_formula_sum            'C22 H30 F3 N3 Ni O4 S'
_chemical_formula_weight         548.26
_chemical_name_common            NiIIN3OOPhtbuPy
_chemical_name_systematic
'[NiII (N-(ethyl-N?Me2)(Py)(2-t-ButPhOH))(OTf)]'
_chemical_properties_physical    Air-sensitive,Moisture-sensitive,Hygroscopic
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2021-10-07
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_audit_update_record
;
2024-08-05 deposited with the CCDC.	2024-10-11 downloaded from the CCDC.
;
_cell_angle_alpha                93.7250(8)
_cell_angle_beta                 110.0474(10)
_cell_angle_gamma                99.7261(9)
_cell_formula_units_Z            2
_cell_length_a                   9.39775(11)
_cell_length_b                   10.41762(10)
_cell_length_c                   13.43710(11)
_cell_measurement_reflns_used    11866
_cell_measurement_temperature    99.98(19)
_cell_measurement_theta_max      75.9060
_cell_measurement_theta_min      3.5620
_cell_volume                     1207.28(2)
_computing_cell_refinement       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Shelxtl-Plus/XP, Bruker AXS, Inc. 2009'
_computing_publication_material  'Shelxtl-Plus, Bruker AXS, Inc. 2009'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.98(19)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -83.00   7.00   0.50    1.00    --  -48.32 103.00  69.00  180
  2  ω   -106.00 -33.00   0.50    4.00    -- -105.12 103.00  69.00  146
  3  ω    -43.00  24.00   0.50    1.00    --  -48.32  38.00   0.00  134
  4  ω     84.00 177.00   0.50    4.00    --  105.12 103.00  69.00  186
  5  ω     -7.00  83.00   0.50    1.00    --   48.32-103.00 -33.00  180
  6  ω    -70.00  24.00   0.50    1.00    --  -48.32  77.00  30.00  188
  7  ω   -177.00 -95.00   0.50    4.00    -- -105.12 -15.00  30.00  164
  8  ω     74.00 121.00   0.50    1.00    --   48.32 125.00   0.00   94
  9  ω    -25.00  26.00   0.50    1.00    --   48.32 -19.00   0.00  102
 10  ω     74.00 121.00   0.50    1.00    --   48.32 125.00 -90.00   94
 11  ω   -111.00 -33.00   0.50    4.00    -- -105.12 125.00 120.00  156
 12  ω    -71.00 -33.00   0.50    4.00    -- -105.12  61.00 150.00   76
 13  ω   -177.00 -94.00   0.50    4.00    -- -105.12 -45.00   0.00  166
 14  ω   -177.00 -94.00   0.50    4.00    -- -105.12 -45.00  30.00  166
 15  ω   -177.00 -84.00   0.50    4.00    -- -105.12-103.00 -33.00  186
 16  ω     39.00  71.00   0.50    4.00    --  105.12 -61.00-120.00   64
 17  ω     33.00  98.00   0.50    4.00    --  105.12 -95.00 -30.00  130
 18  ω     33.00  69.00   0.50    4.00    --  105.12 -61.00-150.00   72
 19  ω     40.00 103.00   0.50    4.00    --  105.12 -95.00  60.00  126
 20  ω     96.00 173.00   0.50    4.00    --  105.12  45.00-150.00  154
 21  ω     35.00 110.00   0.50    4.00    --  105.12-125.00 -60.00  150
 22  ω     43.00 111.00   0.50    4.00    --  105.12-125.00-120.00  136
 23  ω     34.00 103.00   0.50    4.00    --  105.12 -95.00   0.00  138
 24  ω     81.00 107.00   0.50    4.00    --  105.12-103.00 -33.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1263494000
_diffrn_orient_matrix_UB_12      -0.0257744000
_diffrn_orient_matrix_UB_13      -0.1124055000
_diffrn_orient_matrix_UB_21      0.0840036000
_diffrn_orient_matrix_UB_22      -0.0982476000
_diffrn_orient_matrix_UB_23      -0.0358945000
_diffrn_orient_matrix_UB_31      -0.0935526000
_diffrn_orient_matrix_UB_32      -0.1122398000
_diffrn_orient_matrix_UB_33      0.0351927000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0165
_diffrn_reflns_av_unetI/netI     0.0134
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            13150
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.413
_diffrn_reflns_theta_min         3.533
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.478
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76066
_exptl_absorpt_correction_type   'gaussian and multi-scan'
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.115a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.508
_exptl_crystal_description       prism
_exptl_crystal_F_000             572
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.093
_refine_diff_density_max         0.417
_refine_diff_density_min         -0.347
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       0.00080(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     372
_refine_ls_number_reflns         4821
_refine_ls_number_restraints     337
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0327
_refine_ls_R_factor_gt           0.0322
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0468P)²+0.7630P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0861
_refine_ls_wR_factor_ref         0.0865
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4728
_reflns_number_total             4821
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt02538e2.cif
_cod_data_source_block           ni-n3o-triflate
_cod_depositor_comments
'Adding full bibliography for 7717208--7717210.cif.'
_cod_database_code               7717210
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H N O F S Ni'
_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.
;
_reflns_odcompleteness_completeness 99.12
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C22-F1 = C22-F2 = C22-F3 = C22A-F1A = C22A-F2A = C22A-F3A
 1.34 with sigma of 0.02
 S1-C22 \\sim S1-C22A
 with sigma of 0.01
 S1-F1 \\sim S1-F2 \\sim S1-F3 \\sim S1-F1A \\sim S1-F2A \\sim S1-F3A
 with sigma of 0.01
 F1-F2 \\sim F1-F3 \\sim F2-F3 \\sim F1A-F2A \\sim F1A-F3A \\sim F2A-F3A
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
F1 \\sim F1A \\sim F3A \\sim F3 \\sim F2 \\sim F2A: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
O1 \\sim O2 \\sim O3 \\sim O1A \\sim O2A \\sim O3A: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
All non-hydrogen atoms restrained to be isotropic: with sigma of 0.01 and sigma
for terminal atoms of 0.02
Uanis(C22) = Uanis(C22A)
4. Others
 Sof(F1A)=Sof(F2A)=Sof(F3A)=Sof(C22A)=1-FVAR(1)
 Sof(F1)=Sof(F2)=Sof(F3)=Sof(C22)=FVAR(1)
 Sof(O2A)=Sof(O1A)=Sof(O3A)=1-FVAR(2)
 Sof(O1)=Sof(O3)=Sof(O2)=FVAR(2)
5.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C9(H9A,H9B)
5.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C8(H8), C13(H13), C14(H14), C15(H15)
5.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C20(H20A,H20B,
 H20C), C21(H21A,H21B,H21C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.264
_oxdiff_exptl_absorpt_empirical_full_min 0.555
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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 0.64241(3) 0.41515(2) 0.68339(2) 0.01996(10) Uani 1 1 d . U . . .
S1 S 0.29571(4) 0.29252(4) 0.69709(3) 0.02362(11) Uani 1 1 d D U . . .
O5 O 0.57361(12) 0.57587(10) 0.70100(8) 0.0212(2) Uani 1 1 d . U . . .
O1 O 0.4370(5) 0.3034(4) 0.6683(5) 0.0320(9) Uani 0.627(13) 1 d . U P A 1
O3 O 0.1939(4) 0.3703(4) 0.6447(6) 0.0394(10) Uani 0.627(13) 1 d . U P A 1
O2 O 0.3329(8) 0.2912(4) 0.8095(2) 0.0555(14) Uani 0.627(13) 1 d . U P A 1
N1 N 0.66392(16) 0.24704(14) 0.59516(11) 0.0260(3) Uani 1 1 d . U . . .
N2 N 0.83894(15) 0.50648(13) 0.65925(11) 0.0241(3) Uani 1 1 d . U . . .
N3 N 0.79054(14) 0.38131(13) 0.82235(10) 0.0209(3) Uani 1 1 d . U . . .
C1 C 0.8158(2) 0.28180(18) 0.58249(14) 0.0307(4) Uani 1 1 d . U . . .
H1A H 0.815398 0.226119 0.519781 0.037 Uiso 1 1 calc R U . . .
H1B H 0.898348 0.265305 0.646641 0.037 Uiso 1 1 calc R U . . .
C2 C 0.8481(2) 0.42446(18) 0.56748(14) 0.0316(4) Uani 1 1 d . U . . .
H2A H 0.952359 0.448841 0.563659 0.038 Uiso 1 1 calc R U . . .
H2B H 0.771233 0.439637 0.499815 0.038 Uiso 1 1 calc R U . . .
C3 C 0.97441(18) 0.51055(16) 0.75793(14) 0.0259(3) Uani 1 1 d . U . . .
H3A H 1.011060 0.601763 0.795013 0.031 Uiso 1 1 calc R U . . .
H3B H 1.059099 0.485586 0.737984 0.031 Uiso 1 1 calc R U . . .
C4 C 0.94003(18) 0.42069(15) 0.83399(13) 0.0236(3) Uani 1 1 d . U . . .
C5 C 1.0581(2) 0.38541(17) 0.91558(15) 0.0315(4) Uani 1 1 d . U . . .
H5 H 1.162856 0.412680 0.921848 0.038 Uiso 1 1 calc R U . . .
C6 C 1.0212(2) 0.31000(18) 0.98764(15) 0.0358(4) Uani 1 1 d . U . . .
H6 H 1.100404 0.285059 1.044240 0.043 Uiso 1 1 calc R U . . .
C7 C 0.8670(2) 0.27116(17) 0.97627(14) 0.0315(4) Uani 1 1 d . U . . .
H7 H 0.839146 0.219655 1.025077 0.038 Uiso 1 1 calc R U . . .
C8 C 0.75500(19) 0.30865(16) 0.89291(13) 0.0262(3) Uani 1 1 d . U . . .
H8 H 0.649489 0.282317 0.885099 0.031 Uiso 1 1 calc R U . . .
C9 C 0.8250(2) 0.64120(17) 0.63090(14) 0.0292(4) Uani 1 1 d . U . . .
H9A H 0.736577 0.634037 0.562907 0.035 Uiso 1 1 calc R U . . .
H9B H 0.919866 0.682554 0.619256 0.035 Uiso 1 1 calc R U . . .
C10 C 0.80174(19) 0.72805(16) 0.71491(13) 0.0254(3) Uani 1 1 d . U . . .
C11 C 0.66977(17) 0.69090(15) 0.74332(12) 0.0205(3) Uani 1 1 d . U . . .
C12 C 0.64066(18) 0.78041(15) 0.81546(12) 0.0217(3) Uani 1 1 d . U . . .
C13 C 0.7472(2) 0.89916(16) 0.85761(13) 0.0272(3) Uani 1 1 d . U . . .
H13 H 0.728775 0.959584 0.905564 0.033 Uiso 1 1 calc R U . . .
C14 C 0.8796(2) 0.93254(17) 0.83212(15) 0.0315(4) Uani 1 1 d . U . . .
H14 H 0.951092 1.013026 0.863736 0.038 Uiso 1 1 calc R U . . .
C15 C 0.9051(2) 0.84686(17) 0.76027(15) 0.0305(4) Uani 1 1 d . U . . .
H15 H 0.994101 0.869208 0.741598 0.037 Uiso 1 1 calc R U . . .
C16 C 0.5372(2) 0.22610(19) 0.48931(14) 0.0354(4) Uani 1 1 d . U . . .
H16A H 0.437384 0.202104 0.498379 0.053 Uiso 1 1 calc R U . . .
H16B H 0.549629 0.155213 0.443312 0.053 Uiso 1 1 calc R U . . .
H16C H 0.540861 0.307165 0.456297 0.053 Uiso 1 1 calc R U . . .
C17 C 0.6565(2) 0.12406(17) 0.64344(14) 0.0309(4) Uani 1 1 d . U . . .
H17A H 0.738502 0.137084 0.714132 0.046 Uiso 1 1 calc R U . . .
H17B H 0.670624 0.053981 0.597591 0.046 Uiso 1 1 calc R U . . .
H17C H 0.555530 0.099420 0.650683 0.046 Uiso 1 1 calc R U . . .
C18 C 0.49803(19) 0.74656(16) 0.84722(13) 0.0248(3) Uani 1 1 d . U . . .
C19 C 0.34941(18) 0.72042(17) 0.74721(14) 0.0283(3) Uani 1 1 d . U . . .
H19A H 0.347410 0.796681 0.708088 0.043 Uiso 1 1 calc R U . . .
H19B H 0.258999 0.705242 0.768785 0.043 Uiso 1 1 calc R U . . .
H19C H 0.347176 0.642701 0.701081 0.043 Uiso 1 1 calc R U . . .
C20 C 0.5063(2) 0.62459(17) 0.90617(14) 0.0311(4) Uani 1 1 d . U . . .
H20A H 0.518572 0.552093 0.861577 0.047 Uiso 1 1 calc R U . . .
H20B H 0.410836 0.598940 0.920654 0.047 Uiso 1 1 calc R U . . .
H20C H 0.594909 0.645106 0.973800 0.047 Uiso 1 1 calc R U . . .
C21 C 0.4879(2) 0.85898(19) 0.92208(16) 0.0379(4) Uani 1 1 d . U . . .
H21A H 0.578657 0.874949 0.988367 0.057 Uiso 1 1 calc R U . . .
H21B H 0.393802 0.835210 0.938596 0.057 Uiso 1 1 calc R U . . .
H21C H 0.484777 0.938745 0.887207 0.057 Uiso 1 1 calc R U . . .
F1 F 0.0681(4) 0.0885(4) 0.6522(4) 0.0459(18) Uani 0.628(9) 1 d D U P A 1
F2 F 0.1676(5) 0.1112(4) 0.5323(2) 0.0617(10) Uani 0.628(9) 1 d D U P A 1
F3 F 0.2874(3) 0.0386(2) 0.6766(4) 0.0592(12) Uani 0.628(9) 1 d D U P A 1
C22 C 0.1998(7) 0.1238(4) 0.6357(4) 0.0314(10) Uani 0.628(9) 1 d D U P A 1
F1A F 0.0677(6) 0.0937(7) 0.6594(7) 0.063(4) Uani 0.372(9) 1 d D U P A 2
F2A F 0.2263(7) 0.0652(5) 0.5790(7) 0.068(3) Uani 0.372(9) 1 d D U P A 2
F3A F 0.2878(5) 0.0553(5) 0.7468(7) 0.068(2) Uani 0.372(9) 1 d D U P A 2
C22A C 0.2136(12) 0.1161(7) 0.6673(7) 0.0314(10) Uani 0.372(9) 1 d D U P A 2
O2A O 0.2582(10) 0.3250(7) 0.7896(5) 0.0433(19) Uani 0.373(13) 1 d . U P A 2
O1A O 0.4484(8) 0.2998(7) 0.7111(8) 0.0266(13) Uani 0.373(13) 1 d . U P A 2
O3A O 0.2034(8) 0.3444(9) 0.6047(7) 0.0408(17) Uani 0.373(13) 1 d . U P A 2
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'
F F 0.0727 0.0534 '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'
Ni Ni -3.0029 0.5091 '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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
O5 Ni1 O1 92.63(12) . . ?
O5 Ni1 N1 155.25(5) . . ?
O5 Ni1 N2 94.29(5) . . ?
O5 Ni1 N3 110.94(5) . . ?
O5 Ni1 O1A 92.09(19) . . ?
O1 Ni1 N1 83.67(13) . . ?
O1 Ni1 N2 165.23(17) . . ?
N1 Ni1 O1A 90.3(2) . . ?
N2 Ni1 N1 84.59(5) . . ?
N2 Ni1 O1A 173.44(18) . . ?
N3 Ni1 O1 104.7(2) . . ?
N3 Ni1 N1 93.62(5) . . ?
N3 Ni1 N2 84.93(5) . . ?
N3 Ni1 O1A 91.4(2) . . ?
O1 S1 C22 99.4(3) . . ?
O3 S1 O1 114.1(2) . . ?
O3 S1 O2 118.8(2) . . ?
O3 S1 C22 105.1(3) . . ?
O2 S1 O1 111.3(2) . . ?
O2 S1 C22 105.4(2) . . ?
O2A S1 C22A 100.4(4) . . ?
O2A S1 O3A 111.7(3) . . ?
O1A S1 C22A 103.8(5) . . ?
O1A S1 O2A 117.9(3) . . ?
O1A S1 O3A 116.7(3) . . ?
O3A S1 C22A 103.2(5) . . ?
C11 O5 Ni1 123.31(9) . . ?
S1 O1 Ni1 146.5(3) . . ?
C1 N1 Ni1 105.94(10) . . ?
C1 N1 C16 110.05(14) . . ?
C16 N1 Ni1 106.92(10) . . ?
C17 N1 Ni1 116.20(10) . . ?
C17 N1 C1 108.99(13) . . ?
C17 N1 C16 108.64(14) . . ?
C2 N2 Ni1 105.95(11) . . ?
C2 N2 C9 109.24(12) . . ?
C3 N2 Ni1 108.34(9) . . ?
C3 N2 C2 111.32(13) . . ?
C3 N2 C9 111.40(13) . . ?
C9 N2 Ni1 110.45(9) . . ?
C4 N3 Ni1 113.36(10) . . ?
C8 N3 Ni1 126.55(11) . . ?
C8 N3 C4 119.26(14) . . ?
N1 C1 H1A 109.6 . . ?
N1 C1 H1B 109.7 . . ?
N1 C1 C2 110.05(13) . . ?
H1A C1 H1B 108.2 . . ?
C2 C1 H1A 109.7 . . ?
C2 C1 H1B 109.6 . . ?
N2 C2 C1 109.01(13) . . ?
N2 C2 H2A 109.9 . . ?
N2 C2 H2B 109.9 . . ?
C1 C2 H2A 109.9 . . ?
C1 C2 H2B 109.9 . . ?
H2A C2 H2B 108.3 . . ?
N2 C3 H3A 108.9 . . ?
N2 C3 H3B 108.9 . . ?
N2 C3 C4 113.36(13) . . ?
H3A C3 H3B 107.7 . . ?
C4 C3 H3A 108.9 . . ?
C4 C3 H3B 108.9 . . ?
N3 C4 C3 117.14(13) . . ?
N3 C4 C5 121.54(15) . . ?
C5 C4 C3 121.25(14) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 C4 119.09(16) . . ?
C6 C5 H5 120.5 . . ?
C5 C6 H6 120.4 . . ?
C5 C6 C7 119.19(16) . . ?
C7 C6 H6 120.4 . . ?
C6 C7 H7 120.6 . . ?
C8 C7 C6 118.87(16) . . ?
C8 C7 H7 120.6 . . ?
N3 C8 C7 122.04(16) . . ?
N3 C8 H8 119.0 . . ?
C7 C8 H8 119.0 . . ?
N2 C9 H9A 108.9 . . ?
N2 C9 H9B 108.9 . . ?
N2 C9 C10 113.23(13) . . ?
H9A C9 H9B 107.7 . . ?
C10 C9 H9A 108.9 . . ?
C10 C9 H9B 108.9 . . ?
C11 C10 C9 119.32(15) . . ?
C15 C10 C9 119.81(15) . . ?
C15 C10 C11 120.79(15) . . ?
O5 C11 C10 120.18(14) . . ?
O5 C11 C12 121.01(13) . . ?
C10 C11 C12 118.79(14) . . ?
C11 C12 C18 121.03(14) . . ?
C13 C12 C11 117.98(14) . . ?
C13 C12 C18 120.99(14) . . ?
C12 C13 H13 118.6 . . ?
C14 C13 C12 122.70(16) . . ?
C14 C13 H13 118.6 . . ?
C13 C14 H14 120.5 . . ?
C15 C14 C13 118.99(16) . . ?
C15 C14 H14 120.5 . . ?
C10 C15 H15 119.7 . . ?
C14 C15 C10 120.67(16) . . ?
C14 C15 H15 119.7 . . ?
N1 C16 H16A 109.5 . . ?
N1 C16 H16B 109.5 . . ?
N1 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N1 C17 H17A 109.5 . . ?
N1 C17 H17B 109.5 . . ?
N1 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C12 C18 C19 110.15(13) . . ?
C12 C18 C20 109.90(13) . . ?
C19 C18 C20 109.88(14) . . ?
C21 C18 C12 111.74(14) . . ?
C21 C18 C19 107.49(14) . . ?
C21 C18 C20 107.61(14) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
F1 C22 S1 111.3(4) . . ?
F1 C22 F3 106.8(4) . . ?
F2 C22 S1 111.0(3) . . ?
F2 C22 F1 107.7(4) . . ?
F2 C22 F3 108.4(4) . . ?
F3 C22 S1 111.5(3) . . ?
F1A C22A S1 110.4(7) . . ?
F1A C22A F2A 110.4(7) . . ?
F1A C22A F3A 106.7(7) . . ?
F2A C22A S1 111.2(6) . . ?
F2A C22A F3A 108.1(8) . . ?
F3A C22A S1 109.8(5) . . ?
S1 O1A Ni1 143.2(5) . . ?
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 O5 1.9227(10) . ?
Ni1 O1 2.016(4) . ?
Ni1 N1 2.1278(14) . ?
Ni1 N2 2.0685(13) . ?
Ni1 N3 2.0045(13) . ?
Ni1 O1A 2.166(7) . ?
S1 O1 1.494(4) . ?
S1 O3 1.393(4) . ?
S1 O2 1.430(3) . ?
S1 C22 1.830(4) . ?
S1 C22A 1.829(7) . ?
S1 O2A 1.439(4) . ?
S1 O1A 1.369(7) . ?
S1 O3A 1.447(6) . ?
O5 C11 1.3302(19) . ?
N1 C1 1.482(2) . ?
N1 C16 1.483(2) . ?
N1 C17 1.475(2) . ?
N2 C2 1.489(2) . ?
N2 C3 1.483(2) . ?
N2 C9 1.493(2) . ?
N3 C4 1.346(2) . ?
N3 C8 1.345(2) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.507(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.508(2) . ?
C4 C5 1.387(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.383(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.389(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.379(2) . ?
C8 H8 0.9500 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.498(2) . ?
C10 C11 1.420(2) . ?
C10 C15 1.392(2) . ?
C11 C12 1.426(2) . ?
C12 C13 1.399(2) . ?
C12 C18 1.535(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.395(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.380(3) . ?
C15 H15 0.9500 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.539(2) . ?
C18 C20 1.539(2) . ?
C18 C21 1.531(2) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
F1 C22 1.326(6) . ?
F2 C22 1.309(5) . ?
F3 C22 1.330(6) . ?
F1A C22A 1.316(11) . ?
F2A C22A 1.319(10) . ?
F3A C22A 1.325(9) . ?
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
Ni1 O5 C11 C10 42.40(17) . . . . ?
Ni1 O5 C11 C12 -139.25(11) . . . . ?
Ni1 N1 C1 C2 -36.20(15) . . . . ?
Ni1 N2 C2 C1 -44.78(15) . . . . ?
Ni1 N2 C3 C4 14.63(16) . . . . ?
Ni1 N2 C9 C10 59.04(16) . . . . ?
Ni1 N3 C4 C3 14.33(18) . . . . ?
Ni1 N3 C4 C5 -168.68(13) . . . . ?
Ni1 N3 C8 C7 167.81(13) . . . . ?
O5 C11 C12 C13 179.49(13) . . . . ?
O5 C11 C12 C18 0.4(2) . . . . ?
O1 S1 C22 F1 178.9(5) . . . . ?
O1 S1 C22 F2 -61.1(5) . . . . ?
O1 S1 C22 F3 59.8(4) . . . . ?
O3 S1 O1 Ni1 73.2(6) . . . . ?
O3 S1 C22 F1 -62.8(5) . . . . ?
O3 S1 C22 F2 57.2(5) . . . . ?
O3 S1 C22 F3 178.1(4) . . . . ?
O2 S1 O1 Ni1 -64.6(7) . . . . ?
O2 S1 C22 F1 63.6(5) . . . . ?
O2 S1 C22 F2 -176.5(5) . . . . ?
O2 S1 C22 F3 -55.6(5) . . . . ?
N1 C1 C2 N2 55.94(18) . . . . ?
N2 C3 C4 N3 -19.9(2) . . . . ?
N2 C3 C4 C5 163.13(15) . . . . ?
N2 C9 C10 C11 -60.4(2) . . . . ?
N2 C9 C10 C15 122.75(16) . . . . ?
N3 C4 C5 C6 -1.2(3) . . . . ?
C2 N2 C3 C4 -101.48(16) . . . . ?
C2 N2 C9 C10 175.20(14) . . . . ?
C3 N2 C2 C1 72.78(17) . . . . ?
C3 N2 C9 C10 -61.40(17) . . . . ?
C3 C4 C5 C6 175.68(16) . . . . ?
C4 N3 C8 C7 -1.0(2) . . . . ?
C4 C5 C6 C7 0.2(3) . . . . ?
C5 C6 C7 C8 0.3(3) . . . . ?
C6 C7 C8 N3 0.1(3) . . . . ?
C8 N3 C4 C3 -175.41(14) . . . . ?
C8 N3 C4 C5 1.6(2) . . . . ?
C9 N2 C2 C1 -163.77(14) . . . . ?
C9 N2 C3 C4 136.32(14) . . . . ?
C9 C10 C11 O5 4.6(2) . . . . ?
C9 C10 C11 C12 -173.81(14) . . . . ?
C9 C10 C15 C14 175.32(15) . . . . ?
C10 C11 C12 C13 -2.1(2) . . . . ?
C10 C11 C12 C18 178.78(13) . . . . ?
C11 C10 C15 C14 -1.5(2) . . . . ?
C11 C12 C13 C14 -0.2(2) . . . . ?
C11 C12 C18 C19 -58.60(18) . . . . ?
C11 C12 C18 C20 62.60(18) . . . . ?
C11 C12 C18 C21 -178.01(15) . . . . ?
C12 C13 C14 C15 1.7(2) . . . . ?
C13 C12 C18 C19 122.35(15) . . . . ?
C13 C12 C18 C20 -116.45(16) . . . . ?
C13 C12 C18 C21 2.9(2) . . . . ?
C13 C14 C15 C10 -0.9(2) . . . . ?
C15 C10 C11 O5 -178.62(14) . . . . ?
C15 C10 C11 C12 3.0(2) . . . . ?
C16 N1 C1 C2 79.05(17) . . . . ?
C17 N1 C1 C2 -161.92(14) . . . . ?
C18 C12 C13 C14 178.89(15) . . . . ?
C22 S1 O1 Ni1 -175.4(7) . . . . ?
C22A S1 O1A Ni1 143.4(9) . . . . ?
O2A S1 C22A F1A 53.1(8) . . . . ?
O2A S1 C22A F2A 176.1(8) . . . . ?
O2A S1 C22A F3A -64.3(9) . . . . ?
O2A S1 O1A Ni1 -106.7(8) . . . . ?
O1A S1 C22A F1A 175.5(7) . . . . ?
O1A S1 C22A F2A -61.6(8) . . . . ?
O1A S1 C22A F3A 58.1(9) . . . . ?
O3A S1 C22A F1A -62.3(8) . . . . ?
O3A S1 C22A F2A 60.7(9) . . . . ?
O3A S1 C22A F3A -179.7(8) . . . . ?
O3A S1 O1A Ni1 30.6(9) . . . . ?
