#------------------------------------------------------------------------------
#$Date: 2020-10-06 12:04:38 +0200 (mar 06 de oct de 2020) $
#$Revision: 257734 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/94/7059474.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_7059474
loop_
_publ_author_name
'Zelenkov, Lev E.'
'Kuznetsov, Maxim L.'
'Andrusenko, Elena V.'
'Avdontceva, Margarita S.'
'Starova, Galina L.'
'Bokach, Nadezhda A.'
'Kukushkin, Vadim Yu.'
_publ_section_title
;
 Nickel(ii)-mediated cyanamide--pyrazole coupling highlights distinct
 reactivity of NCNR2 and NCR nitrile ligands
;
_journal_issue                   17
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              6979
_journal_page_last               6991
_journal_paper_doi               10.1039/D0NJ00704H
_journal_volume                  44
_journal_year                    2020
_chemical_formula_moiety         'C16 H32 N8 Ni O2, 2(C F3 O3 S)'
_chemical_formula_sum            'C18 H32 F6 N8 Ni O8 S2'
_chemical_formula_weight         725.34
_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   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2019-10-29
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-10-29 deposited with the CCDC.	2020-04-06 downloaded from the CCDC.
;
_cell_angle_alpha                102.589(6)
_cell_angle_beta                 108.164(6)
_cell_angle_gamma                96.805(5)
_cell_formula_units_Z            1
_cell_length_a                   7.8741(5)
_cell_length_b                   9.1095(6)
_cell_length_c                   11.9118(7)
_cell_measurement_reflns_used    2833
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      75.7390
_cell_measurement_theta_min      5.0120
_cell_volume                     776.15(9)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.3829
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -102.00  -39.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787  -38.0000  -60.0000 63

#__ type_ start__ end____ width___ exp.time_
  2 omega  -34.00   24.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787   38.0000 -150.0000 58

#__ type_ start__ end____ width___ exp.time_
  3 omega  -61.00  -21.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787  -38.0000  -30.0000 40

#__ type_ start__ end____ width___ exp.time_
  4 omega  -43.00   36.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787   38.0000  120.0000 79

#__ type_ start__ end____ width___ exp.time_
  5 omega -130.00  -38.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787 -178.0000  150.0000 92

#__ type_ start__ end____ width___ exp.time_
  6 omega   36.00   75.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       40.3787  -99.0000  120.0000 39

#__ type_ start__ end____ width___ exp.time_
  7 omega   62.00  112.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -112.0000  -60.0000 50

#__ type_ start__ end____ width___ exp.time_
  8 omega  139.00  178.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   30.0000  120.0000 39

#__ type_ start__ end____ width___ exp.time_
  9 omega   64.00   90.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -112.0000    0.0000 26

#__ type_ start__ end____ width___ exp.time_
 10 omega   82.00  114.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   30.0000  120.0000 32

#__ type_ start__ end____ width___ exp.time_
 11 omega   36.00   77.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000  -30.0000 41

#__ type_ start__ end____ width___ exp.time_
 12 omega   65.00  112.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -112.0000 -180.0000 47

#__ type_ start__ end____ width___ exp.time_
 13 omega   67.00   95.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -95.0000 -150.0000 28

#__ type_ start__ end____ width___ exp.time_
 14 omega   43.00   96.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -95.0000   90.0000 53

#__ type_ start__ end____ width___ exp.time_
 15 omega   48.00   89.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000 -150.0000 41

#__ type_ start__ end____ width___ exp.time_
 16 omega   45.00   94.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -45.0000  120.0000 49

#__ type_ start__ end____ width___ exp.time_
 17 omega   58.00  131.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  178.0000  150.0000 73

#__ type_ start__ end____ width___ exp.time_
 18 omega   45.00   77.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -45.0000  -90.0000 32

#__ type_ start__ end____ width___ exp.time_
 19 omega  109.00  135.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  112.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
 20 omega  148.00  174.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  112.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
 21 omega  114.00  140.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  112.0000   30.0000 26

#__ type_ start__ end____ width___ exp.time_
 22 omega   59.00  115.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -112.0000   30.0000 56

#__ type_ start__ end____ width___ exp.time_
 23 omega   35.00   71.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000  -60.0000 36

#__ type_ start__ end____ width___ exp.time_
 24 omega   39.00   89.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -45.0000 -180.0000 50

#__ type_ start__ end____ width___ exp.time_
 25 omega   89.00  164.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   30.0000 -150.0000 75
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.1027598000
_diffrn_orient_matrix_UB_12      0.1324648000
_diffrn_orient_matrix_UB_13      -0.0139371000
_diffrn_orient_matrix_UB_21      0.1348814000
_diffrn_orient_matrix_UB_22      0.0691468000
_diffrn_orient_matrix_UB_23      -0.0536526000
_diffrn_orient_matrix_UB_31      -0.1242288000
_diffrn_orient_matrix_UB_32      -0.0946740000
_diffrn_orient_matrix_UB_33      -0.1300489000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0280
_diffrn_reflns_av_unetI/netI     0.0352
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5217
_diffrn_reflns_point_group_measured_fraction_full 0.962
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         69.994
_diffrn_reflns_theta_min         4.057
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.982
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73902
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.552
_exptl_crystal_description       tables
_exptl_crystal_F_000             374
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.436
_refine_diff_density_min         -0.426
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         2842
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0410
_refine_ls_R_factor_gt           0.0354
_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)+(0.0470P)²+0.3518P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0881
_refine_ls_wR_factor_ref         0.0928
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2499
_reflns_number_total             2842
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0nj00704h2.cif
_cod_data_source_block           eva789a
_cod_depositor_comments
;Adding full bibliography for 7059474--7059481.cif.

 Adding full bibliography for 7059474--7059481.cif.
;
_cod_database_code               7059474
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'ni1 h20  S2 N10  C20 f6 o6'
_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 96.30
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     72.42
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 H1A-O1
 0.85 with sigma of 0.02
 H1B-O1
 0.85 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 N4(H4), C5(H5)
3.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C3(H3A,H3B,H3C), C2(H2A,H2B,H2C)
;
_olex2_date_sample_data_collection 1454499227.21
_olex2_submission_special_instructions 'No special instructions were received'
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 0.000000 0.500000 0.000000 0.01248(14) Uani 1 2 d S T P . .
S1 S 0.62196(6) 0.82723(6) 0.23299(4) 0.01626(14) Uani 1 1 d . . . . .
O1 O 0.2708(2) 0.47352(17) 0.03374(13) 0.0181(3) Uani 1 1 d D . . . .
F1 F 0.94784(18) 0.79200(18) 0.35131(14) 0.0352(4) Uani 1 1 d . . . . .
F2 F 0.8104(2) 0.9026(3) 0.46589(14) 0.0652(7) Uani 1 1 d . . . . .
O3 O 0.7103(2) 0.9655(2) 0.21964(19) 0.0386(5) Uani 1 1 d . . . . .
O4 O 0.4634(2) 0.83697(17) 0.26802(14) 0.0217(3) Uani 1 1 d . . . . .
F3 F 0.7285(3) 0.6592(3) 0.3816(2) 0.0667(7) Uani 1 1 d . . . . .
N3 N 0.0390(2) 0.50428(19) 0.18215(15) 0.0158(4) Uani 1 1 d . . . . .
C9 C 0.7867(3) 0.7939(3) 0.3653(2) 0.0309(6) Uani 1 1 d . . . . .
N4 N 0.1930(2) 0.5930(2) 0.27230(15) 0.0167(4) Uani 1 1 d . . . . .
H4 H 0.272439 0.658126 0.259785 0.020 Uiso 1 1 calc R . . . .
O2 O 0.5971(2) 0.6912(2) 0.13586(17) 0.0401(5) Uani 1 1 d . . . . .
N1 N 0.0694(2) 0.73692(19) 0.05597(15) 0.0170(4) Uani 1 1 d . . . . .
N2 N 0.1671(2) 1.0185(2) 0.13676(16) 0.0192(4) Uani 1 1 d . . . . .
C1 C 0.1186(3) 0.8676(2) 0.09490(18) 0.0158(4) Uani 1 1 d . . . . .
C6 C 0.2100(3) 0.5697(2) 0.38249(19) 0.0195(4) Uani 1 1 d . . . . .
C5 C 0.0617(3) 0.4587(2) 0.3636(2) 0.0211(5) Uani 1 1 d . . . . .
H5 H 0.035495 0.415262 0.423491 0.025 Uiso 1 1 calc R . . . .
C7 C 0.3616(3) 0.6622(3) 0.4968(2) 0.0290(5) Uani 1 1 d . . . . .
H7A H 0.473835 0.682086 0.478481 0.043 Uiso 1 1 calc GR . . . .
H7B H 0.380757 0.605202 0.559125 0.043 Uiso 1 1 calc GR . . . .
H7C H 0.329659 0.760002 0.527711 0.043 Uiso 1 1 calc GR . . . .
C4 C -0.0431(3) 0.4224(2) 0.23846(19) 0.0180(4) Uani 1 1 d . . . . .
C8 C -0.2242(3) 0.3156(3) 0.1735(2) 0.0270(5) Uani 1 1 d . . . . .
H8A H -0.318247 0.362581 0.196900 0.040 Uiso 1 1 calc GR . . . .
H8B H -0.219501 0.218796 0.196426 0.040 Uiso 1 1 calc GR . . . .
H8C H -0.253659 0.295545 0.084648 0.040 Uiso 1 1 calc GR . . . .
C3 C 0.1842(3) 1.0848(3) 0.2650(2) 0.0292(5) Uani 1 1 d . . . . .
H3A H 0.083339 1.031599 0.282118 0.044 Uiso 1 1 calc GR . . . .
H3B H 0.180200 1.194160 0.278228 0.044 Uiso 1 1 calc GR . . . .
H3C H 0.300482 1.072775 0.319959 0.044 Uiso 1 1 calc GR . . . .
C2 C 0.2939(3) 1.0967(3) 0.0907(2) 0.0282(5) Uani 1 1 d . . . . .
H2A H 0.418807 1.089279 0.135359 0.042 Uiso 1 1 calc GR . . . .
H2B H 0.284832 1.205028 0.102917 0.042 Uiso 1 1 calc GR . . . .
H2C H 0.262795 1.048101 0.002998 0.042 Uiso 1 1 calc GR . . . .
H1A H 0.363(3) 0.544(3) 0.069(3) 0.039(8) Uiso 1 1 d D . . . .
H1B H 0.296(4) 0.419(3) -0.024(2) 0.034(8) Uiso 1 1 d D . . . .
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'
S S 0.3331 0.5567 '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'
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 Ni1 O1 180.0 . 2_565 ?
N3 Ni1 O1 88.09(6) . . ?
N3 Ni1 O1 91.91(6) . 2_565 ?
N3 Ni1 O1 88.09(6) 2_565 2_565 ?
N3 Ni1 O1 91.91(6) 2_565 . ?
N3 Ni1 N3 180.0 . 2_565 ?
N1 Ni1 O1 86.25(6) . 2_565 ?
N1 Ni1 O1 93.75(6) 2_565 2_565 ?
N1 Ni1 O1 86.25(6) 2_565 . ?
N1 Ni1 O1 93.75(6) . . ?
N1 Ni1 N3 87.90(7) 2_565 2_565 ?
N1 Ni1 N3 87.90(7) . . ?
N1 Ni1 N3 92.10(7) 2_565 . ?
N1 Ni1 N3 92.10(7) . 2_565 ?
N1 Ni1 N1 180.0 . 2_565 ?
O3 S1 O4 116.15(11) . . ?
O3 S1 C9 103.84(12) . . ?
O3 S1 O2 114.77(13) . . ?
O4 S1 C9 103.41(10) . . ?
O4 S1 O2 113.18(10) . . ?
O2 S1 C9 103.33(13) . . ?
Ni1 O1 H1A 125(2) . . ?
Ni1 O1 H1B 118(2) . . ?
H1A O1 H1B 103(3) . . ?
N4 N3 Ni1 119.18(13) . . ?
C4 N3 Ni1 135.02(14) . . ?
C4 N3 N4 105.17(16) . . ?
F1 C9 S1 111.27(17) . . ?
F1 C9 F3 108.1(2) . . ?
F2 C9 S1 110.71(18) . . ?
F2 C9 F1 108.3(2) . . ?
F2 C9 F3 108.1(2) . . ?
F3 C9 S1 110.27(18) . . ?
N3 N4 H4 123.8 . . ?
C6 N4 N3 112.35(17) . . ?
C6 N4 H4 123.8 . . ?
C1 N1 Ni1 174.64(16) . . ?
C1 N2 C3 116.54(19) . . ?
C1 N2 C2 117.34(19) . . ?
C2 N2 C3 116.82(18) . . ?
N1 C1 N2 177.2(2) . . ?
N4 C6 C5 106.21(18) . . ?
N4 C6 C7 121.9(2) . . ?
C5 C6 C7 131.8(2) . . ?
C6 C5 H5 126.8 . . ?
C6 C5 C4 106.33(19) . . ?
C4 C5 H5 126.8 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N3 C4 C5 109.92(19) . . ?
N3 C4 C8 122.82(19) . . ?
C5 C4 C8 127.2(2) . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C3 H3A 109.5 . . ?
N2 C3 H3B 109.5 . . ?
N2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N2 C2 H2A 109.5 . . ?
N2 C2 H2B 109.5 . . ?
N2 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
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 O1 2.0964(15) 2_565 ?
Ni1 O1 2.0964(15) . ?
Ni1 N3 2.0853(17) 2_565 ?
Ni1 N3 2.0853(17) . ?
Ni1 N1 2.0657(17) . ?
Ni1 N1 2.0657(17) 2_565 ?
S1 O3 1.4298(17) . ?
S1 O4 1.4410(16) . ?
S1 C9 1.813(2) . ?
S1 O2 1.4456(17) . ?
O1 H1A 0.839(17) . ?
O1 H1B 0.842(17) . ?
F1 C9 1.332(3) . ?
F2 C9 1.323(3) . ?
F3 C9 1.334(3) . ?
N3 N4 1.362(2) . ?
N3 C4 1.341(3) . ?
N4 H4 0.8800 . ?
N4 C6 1.343(3) . ?
N1 C1 1.149(3) . ?
N2 C1 1.320(3) . ?
N2 C3 1.472(3) . ?
N2 C2 1.466(3) . ?
C6 C5 1.377(3) . ?
C6 C7 1.496(3) . ?
C5 H5 0.9500 . ?
C5 C4 1.402(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C4 C8 1.494(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
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 N3 N4 C6 -172.30(14) . . . . ?
Ni1 N3 C4 C5 169.52(16) . . . . ?
Ni1 N3 C4 C8 -13.2(3) . . . . ?
O3 S1 C9 F1 -54.2(2) . . . . ?
O3 S1 C9 F2 66.3(2) . . . . ?
O3 S1 C9 F3 -174.16(19) . . . . ?
O4 S1 C9 F1 -175.86(17) . . . . ?
O4 S1 C9 F2 -55.4(2) . . . . ?
O4 S1 C9 F3 64.1(2) . . . . ?
N3 N4 C6 C5 1.0(2) . . . . ?
N3 N4 C6 C7 -175.6(2) . . . . ?
N4 N3 C4 C5 -0.9(2) . . . . ?
N4 N3 C4 C8 176.4(2) . . . . ?
N4 C6 C5 C4 -1.4(2) . . . . ?
O2 S1 C9 F1 66.0(2) . . . . ?
O2 S1 C9 F2 -173.62(19) . . . . ?
O2 S1 C9 F3 -54.0(2) . . . . ?
C6 C5 C4 N3 1.5(3) . . . . ?
C6 C5 C4 C8 -175.6(2) . . . . ?
C7 C6 C5 C4 174.7(2) . . . . ?
C4 N3 N4 C6 -0.1(2) . . . . ?
