#------------------------------------------------------------------------------
#$Date: 2023-02-01 02:02:02 +0200 (Wed, 01 Feb 2023) $
#$Revision: 280716 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/22/7712246.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_7712246
loop_
_publ_author_name
'Chiu, Weiling'
'Nadeau, Ben E.'
'Patrick, Brian O.'
'Love, Jennifer'
_publ_section_title
;
 Investigating the Mechanism of Ni-Mediated Trifluoromethylthiolation of
 Aryl Halides using AgSCF3
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT03758K
_journal_year                    2023
_chemical_formula_moiety         'C40 H42 Cl F6.008 N3 Ni'
_chemical_formula_sum            'C40 H42 Cl F6.01 N3 Ni'
_chemical_formula_weight         773.16
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-05-04
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2023-01-09 deposited with the CCDC.	2023-01-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.679(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.4378(5)
_cell_length_b                   33.3598(15)
_cell_length_c                   10.2472(5)
_cell_measurement_reflns_used    9895
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      28.25
_cell_measurement_theta_min      2.40
_cell_volume                     3704.0(3)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       APEX3
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      90(2)
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'Bruker D8 Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'TRIUMPH curved-crystal'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_av_unetI/netI     0.0285
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       44
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            32407
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.290
_diffrn_reflns_theta_min         1.221
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           0.99
_diffrn_source_power             0.0495
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.659
_exptl_absorpt_correction_T_max  0.912
_exptl_absorpt_correction_T_min  0.826
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker, 2016/2) was used for absorption correction.
wR2(int) was 0.0806 before and 0.0368 after correction.
The ratio of minimum to maximum transmission is 0.9056.
The λ/2 correction factor is not present.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_description       prism
_exptl_crystal_F_000             1608
_exptl_crystal_recrystallization_method
'The material was recrystallised from Et2O by slow evaporation'
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.333
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     525
_refine_ls_number_reflns         9177
_refine_ls_number_restraints     987
_refine_ls_restrained_S_all      0.982
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0329
_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)+(0.0329P)²+1.7419P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0753
_refine_ls_wR_factor_ref         0.0806
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7569
_reflns_number_total             9177
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt03758k2.cif
_cod_data_source_block           jl332
_cod_database_code               7712246
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_max   0.913
_shelx_estimated_absorpt_t_min   0.738
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 F2A-C13 \\sim F2B-C13 \\sim F1-C13 \\sim F1A-C13 \\sim F1B-C13 \\sim F3-C13
\\sim F3A-C13 \\sim F3B-C13 ~
 F2-C13
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08 within 2A
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 1*[Sof(F1)+Sof(F2)+Sof(F3)]+1*[Sof(F1A)+Sof(F2A)+Sof(F3A)]+1*[Sof(F1B)+
 Sof(F2B)+Sof(F3B)]=1 with esd of 0.01
 Sof(F1)=Sof(F2)=Sof(F3)=FVAR(1)
 Sof(F1A)=Sof(F2A)=Sof(F3A)=FVAR(2)
 Sof(F1B)=Sof(F2B)=Sof(F3B)=FVAR(3)
6.a Ternary CH refined with riding coordinates:
 C23(H23), C26(H26), C35(H35), C38(H38)
6.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C8(H8), C10(H10), C11(H11), C15(H15), C16(H16),
 C19(H19), C20(H20), C21(H21), C31(H31), C32(H32), C33(H33)
6.c Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C27(H27A,H27B,H27C), C28(H28A,H28B,
 H28C), C36(H36A,H36B,H36C), C37(H37A,H37B,H37C), C39(H39A,H39B,H39C), C40(H40A,
 H40B,H40C)
;
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a mylar loop oil'
_olex2_submission_original_sample_id WC804
_olex2_submission_special_instructions 'No special instructions were received'
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'
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 0.68516(2) 0.35052(2) 0.64951(2) 0.01888(6) Uani 1 1 d . U . . .
Cl1 Cl 0.79162(4) 0.29886(2) 0.61343(5) 0.03164(10) Uani 1 1 d . . . . .
F1B F 0.317(3) 0.2235(8) 0.851(4) 0.063(7) Uani 0.076(6) 1 d D U P A 3
F2B F 0.413(2) 0.2435(14) 1.0529(19) 0.067(8) Uani 0.076(6) 1 d D U P A 3
F3B F 0.2536(17) 0.2741(8) 0.917(4) 0.045(6) Uani 0.076(6) 1 d D U P A 3
F4 F 0.22846(11) 0.46104(4) 0.76749(13) 0.0522(3) Uani 1 1 d . U . . .
F5 F 0.17145(10) 0.46795(4) 0.54995(14) 0.0563(3) Uani 1 1 d . U . . .
F6 F 0.30703(11) 0.50719(3) 0.67602(18) 0.0649(4) Uani 1 1 d . U . . .
N1 N 0.59205(11) 0.31816(4) 0.74062(13) 0.0200(3) Uani 1 1 d . U . . .
N2 N 0.85182(11) 0.41702(4) 0.68389(12) 0.0182(2) Uani 1 1 d . U . . .
N3 N 0.82338(11) 0.39031(4) 0.48454(12) 0.0188(2) Uani 1 1 d . U . . .
C1 C 0.56731(13) 0.39053(4) 0.64683(15) 0.0195(3) Uani 1 1 d . U . . .
C2 C 0.54733(14) 0.42809(5) 0.58231(16) 0.0236(3) Uani 1 1 d . U . . .
H2 H 0.601755 0.436969 0.535066 0.028 Uiso 1 1 calc R U . . .
C3 C 0.45058(14) 0.45270(5) 0.58530(17) 0.0259(3) Uani 1 1 d . U . . .
H3 H 0.438522 0.477712 0.538524 0.031 Uiso 1 1 calc R U . . .
C4 C 0.37108(14) 0.44102(5) 0.65633(17) 0.0240(3) Uani 1 1 d . U . . .
C5 C 0.38413(14) 0.40346(5) 0.71720(16) 0.0232(3) Uani 1 1 d . U . . .
H5 H 0.328841 0.394913 0.763787 0.028 Uiso 1 1 calc R U . . .
C6 C 0.47920(13) 0.37831(4) 0.70945(15) 0.0199(3) Uani 1 1 d . U . . .
C7 C 0.49411(13) 0.33708(4) 0.76129(15) 0.0196(3) Uani 1 1 d . U . . .
C8 C 0.41784(14) 0.31727(5) 0.82176(16) 0.0233(3) Uani 1 1 d . U . . .
H8 H 0.348309 0.330537 0.833302 0.028 Uiso 1 1 calc R U . . .
C9 C 0.44412(14) 0.27791(5) 0.86522(16) 0.0236(3) Uani 1 1 d . U . . .
C10 C 0.54689(15) 0.25937(5) 0.85055(17) 0.0265(3) Uani 1 1 d . U . . .
H10 H 0.568293 0.232819 0.882964 0.032 Uiso 1 1 calc R U . . .
C11 C 0.61836(14) 0.28055(5) 0.78708(16) 0.0247(3) Uani 1 1 d . U . . .
H11 H 0.688949 0.267843 0.776111 0.030 Uiso 1 1 calc R U . . .
C12 C 0.27124(16) 0.46901(5) 0.6634(2) 0.0326(4) Uani 1 1 d . U . . .
C13 C 0.35882(16) 0.25619(5) 0.92616(18) 0.0343(4) Uani 1 1 d D U . . .
C14 C 0.78833(13) 0.38715(4) 0.59967(14) 0.0175(3) Uani 1 1 d . U . . .
C15 C 0.90595(14) 0.42188(5) 0.49817(16) 0.0232(3) Uani 1 1 d . U . . .
H15 H 0.942837 0.430169 0.431695 0.028 Uiso 1 1 calc R U . . .
C16 C 0.92388(14) 0.43841(5) 0.62189(15) 0.0222(3) Uani 1 1 d . U . . .
H16 H 0.975898 0.460538 0.660030 0.027 Uiso 1 1 calc R U . . .
C17 C 0.80281(14) 0.36075(4) 0.37492(15) 0.0199(3) Uani 1 1 d . U . . .
C18 C 0.68799(14) 0.35818(5) 0.27292(16) 0.0236(3) Uani 1 1 d . U . . .
C19 C 0.67371(16) 0.32867(5) 0.17206(17) 0.0289(4) Uani 1 1 d . U . . .
H19 H 0.596303 0.325930 0.101771 0.035 Uiso 1 1 calc R U . . .
C20 C 0.76913(16) 0.30347(5) 0.17215(17) 0.0284(3) Uani 1 1 d . U . . .
H20 H 0.757156 0.283591 0.102702 0.034 Uiso 1 1 calc R U . . .
C21 C 0.88261(15) 0.30719(5) 0.27380(16) 0.0263(3) Uani 1 1 d . U . . .
H21 H 0.948112 0.289816 0.272785 0.032 Uiso 1 1 calc R U . . .
C22 C 0.90265(14) 0.33579(5) 0.37717(15) 0.0221(3) Uani 1 1 d . U . . .
C23 C 0.57954(15) 0.38543(5) 0.26393(18) 0.0306(4) Uani 1 1 d . U . . .
H23 H 0.608138 0.406580 0.336348 0.037 Uiso 1 1 calc R U . . .
C24 C 0.47484(17) 0.36204(6) 0.2918(2) 0.0433(5) Uani 1 1 d . U . . .
H24A H 0.442750 0.341939 0.219334 0.065 Uiso 1 1 calc R U . . .
H24B H 0.408507 0.380554 0.292391 0.065 Uiso 1 1 calc R U . . .
H24C H 0.506222 0.348637 0.381343 0.065 Uiso 1 1 calc R U . . .
C25 C 0.5330(2) 0.40627(7) 0.1230(2) 0.0470(5) Uani 1 1 d . U . . .
H25A H 0.601096 0.421038 0.106624 0.070 Uiso 1 1 calc R U . . .
H25B H 0.466584 0.424959 0.121761 0.070 Uiso 1 1 calc R U . . .
H25C H 0.501742 0.386105 0.050610 0.070 Uiso 1 1 calc R U . . .
C26 C 1.03002(15) 0.33851(5) 0.48487(17) 0.0294(4) Uani 1 1 d . U . . .
H26 H 1.023966 0.356352 0.560876 0.035 Uiso 1 1 calc R U . . .
C27 C 1.07872(17) 0.29773(6) 0.5471(2) 0.0406(5) Uani 1 1 d . U . . .
H27A H 1.018891 0.285342 0.585066 0.061 Uiso 1 1 calc R U . . .
H27B H 1.157488 0.301366 0.620790 0.061 Uiso 1 1 calc R U . . .
H27C H 1.090962 0.280370 0.475478 0.061 Uiso 1 1 calc R U . . .
C28 C 1.12213(17) 0.35747(6) 0.4216(2) 0.0419(5) Uani 1 1 d . U . . .
H28A H 1.129497 0.340420 0.346768 0.063 Uiso 1 1 calc R U . . .
H28B H 1.202985 0.359986 0.492598 0.063 Uiso 1 1 calc R U . . .
H28C H 1.092579 0.384075 0.385227 0.063 Uiso 1 1 calc R U . . .
C29 C 0.85588(13) 0.42172(5) 0.82628(15) 0.0200(3) Uani 1 1 d . U . . .
C30 C 0.91093(14) 0.39076(5) 0.91873(16) 0.0239(3) Uani 1 1 d . U . . .
C31 C 0.90162(17) 0.39333(6) 1.05101(17) 0.0342(4) Uani 1 1 d . U . . .
H31 H 0.934338 0.372418 1.115253 0.041 Uiso 1 1 calc R U . . .
C32 C 0.84566(19) 0.42577(6) 1.08992(18) 0.0397(4) Uani 1 1 d . U . . .
H32 H 0.836713 0.426345 1.178928 0.048 Uiso 1 1 calc R U . . .
C33 C 0.80270(17) 0.45729(6) 1.00091(18) 0.0351(4) Uani 1 1 d . U . . .
H33 H 0.769342 0.480154 1.031555 0.042 Uiso 1 1 calc R U . . .
C34 C 0.80719(14) 0.45633(5) 0.86678(16) 0.0247(3) Uani 1 1 d . U . . .
C35 C 0.98891(16) 0.35809(5) 0.88409(18) 0.0305(4) Uani 1 1 d . U . . .
H35 H 0.955513 0.352937 0.782739 0.037 Uiso 1 1 calc R U . . .
C36 C 1.12124(19) 0.37405(7) 0.9168(3) 0.0574(6) Uani 1 1 d . U . . .
H36A H 1.120381 0.398502 0.863512 0.086 Uiso 1 1 calc R U . . .
H36B H 1.172572 0.353737 0.892470 0.086 Uiso 1 1 calc R U . . .
H36C H 1.155141 0.380102 1.015403 0.086 Uiso 1 1 calc R U . . .
C37 C 0.9886(2) 0.31855(6) 0.9583(2) 0.0478(5) Uani 1 1 d . U . . .
H37A H 1.032270 0.321922 1.056937 0.072 Uiso 1 1 calc R U . . .
H37B H 1.029972 0.297938 0.920885 0.072 Uiso 1 1 calc R U . . .
H37C H 0.903229 0.310341 0.944849 0.072 Uiso 1 1 calc R U . . .
C38 C 0.76832(17) 0.49318(5) 0.77604(18) 0.0338(4) Uani 1 1 d . U . . .
H38 H 0.744979 0.484615 0.677491 0.041 Uiso 1 1 calc R U . . .
C39 C 0.8769(2) 0.52269(6) 0.8053(2) 0.0495(5) Uani 1 1 d . U . . .
H39A H 0.900286 0.531556 0.901432 0.074 Uiso 1 1 calc R U . . .
H39B H 0.852218 0.545945 0.744205 0.074 Uiso 1 1 calc R U . . .
H39C H 0.947286 0.509382 0.788971 0.074 Uiso 1 1 calc R U . . .
C40 C 0.6584(2) 0.51509(7) 0.7979(2) 0.0578(7) Uani 1 1 d . U . . .
H40A H 0.593465 0.495688 0.795747 0.087 Uiso 1 1 calc R U . . .
H40B H 0.626303 0.534917 0.724572 0.087 Uiso 1 1 calc R U . . .
H40C H 0.685095 0.528675 0.887407 0.087 Uiso 1 1 calc R U . . .
F1 F 0.4083(14) 0.2242(2) 0.9971(11) 0.044(2) Uani 0.53(2) 1 d D U P A 1
F1A F 0.3933(19) 0.2192(3) 0.9623(19) 0.053(4) Uani 0.396(19) 1 d D U P A 2
F2 F 0.3148(12) 0.27869(19) 1.0057(14) 0.082(3) Uani 0.53(2) 1 d D U P A 1
F2A F 0.3622(11) 0.2747(3) 1.0445(8) 0.057(2) Uani 0.396(19) 1 d D U P A 2
F3 F 0.2621(8) 0.2422(4) 0.8249(9) 0.081(3) Uani 0.53(2) 1 d D U P A 1
F3A F 0.2424(6) 0.2567(5) 0.8484(12) 0.063(3) Uani 0.396(19) 1 d 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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Ni1 Cl1 93.61(4) . . ?
C1 Ni1 Cl1 167.70(5) . . ?
C1 Ni1 N1 84.36(6) . . ?
C14 Ni1 Cl1 91.96(4) . . ?
C14 Ni1 N1 167.42(6) . . ?
C14 Ni1 C1 92.51(6) . . ?
C7 N1 Ni1 114.87(10) . . ?
C11 N1 Ni1 126.33(10) . . ?
C11 N1 C7 118.76(13) . . ?
C14 N2 C16 111.07(12) . . ?
C14 N2 C29 123.56(12) . . ?
C16 N2 C29 124.84(12) . . ?
C14 N3 C15 110.43(12) . . ?
C14 N3 C17 126.48(12) . . ?
C15 N3 C17 121.79(12) . . ?
C2 C1 Ni1 130.23(11) . . ?
C2 C1 C6 116.03(13) . . ?
C6 C1 Ni1 113.43(11) . . ?
C1 C2 H2 119.0 . . ?
C3 C2 C1 122.01(14) . . ?
C3 C2 H2 119.0 . . ?
C2 C3 H3 119.8 . . ?
C2 C3 C4 120.41(15) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 C12 119.21(14) . . ?
C5 C4 C3 119.66(14) . . ?
C5 C4 C12 121.12(14) . . ?
C4 C5 H5 120.3 . . ?
C4 C5 C6 119.43(14) . . ?
C6 C5 H5 120.3 . . ?
C1 C6 C7 114.66(13) . . ?
C5 C6 C1 122.21(14) . . ?
C5 C6 C7 123.11(13) . . ?
N1 C7 C6 112.67(12) . . ?
N1 C7 C8 121.00(14) . . ?
C8 C7 C6 126.30(14) . . ?
C7 C8 H8 120.3 . . ?
C9 C8 C7 119.40(14) . . ?
C9 C8 H8 120.3 . . ?
C8 C9 C13 119.12(14) . . ?
C10 C9 C8 119.61(14) . . ?
C10 C9 C13 121.27(14) . . ?
C9 C10 H10 120.9 . . ?
C9 C10 C11 118.22(15) . . ?
C11 C10 H10 120.9 . . ?
N1 C11 C10 122.89(15) . . ?
N1 C11 H11 118.6 . . ?
C10 C11 H11 118.6 . . ?
F4 C12 F5 105.00(14) . . ?
F4 C12 C4 113.27(14) . . ?
F5 C12 C4 113.10(15) . . ?
F6 C12 F4 107.02(16) . . ?
F6 C12 F5 105.02(15) . . ?
F6 C12 C4 112.74(14) . . ?
F1B C13 C9 108.2(11) . . ?
F2B C13 F1B 106(2) . . ?
F2B C13 F3B 110.5(16) . . ?
F2B C13 C9 113.6(12) . . ?
F3B C13 F1B 100.5(16) . . ?
F3B C13 C9 116.7(10) . . ?
F1 C13 C9 113.6(8) . . ?
F1 C13 F2 107.5(7) . . ?
F1 C13 F3 104.5(7) . . ?
F1A C13 C9 113.2(10) . . ?
F1A C13 F2A 104.9(8) . . ?
F1A C13 F3A 109.7(10) . . ?
F2 C13 C9 114.2(4) . . ?
F2 C13 F3 107.1(5) . . ?
F2A C13 C9 108.5(4) . . ?
F3 C13 C9 109.4(5) . . ?
F3A C13 C9 114.1(5) . . ?
F3A C13 F2A 105.7(6) . . ?
N2 C14 Ni1 123.78(10) . . ?
N2 C14 N3 104.24(12) . . ?
N3 C14 Ni1 131.92(11) . . ?
N3 C15 H15 126.3 . . ?
C16 C15 N3 107.49(13) . . ?
C16 C15 H15 126.3 . . ?
N2 C16 H16 126.6 . . ?
C15 C16 N2 106.78(13) . . ?
C15 C16 H16 126.6 . . ?
C18 C17 N3 120.03(13) . . ?
C18 C17 C22 122.70(14) . . ?
C22 C17 N3 117.27(13) . . ?
C17 C18 C19 117.14(14) . . ?
C17 C18 C23 124.34(14) . . ?
C19 C18 C23 118.51(14) . . ?
C18 C19 H19 119.2 . . ?
C20 C19 C18 121.61(15) . . ?
C20 C19 H19 119.2 . . ?
C19 C20 H20 120.1 . . ?
C19 C20 C21 119.81(15) . . ?
C21 C20 H20 120.1 . . ?
C20 C21 H21 119.3 . . ?
C20 C21 C22 121.40(15) . . ?
C22 C21 H21 119.3 . . ?
C17 C22 C26 124.02(14) . . ?
C21 C22 C17 117.32(14) . . ?
C21 C22 C26 118.66(14) . . ?
C18 C23 H23 108.1 . . ?
C18 C23 C24 110.88(15) . . ?
C18 C23 C25 111.01(14) . . ?
C24 C23 H23 108.1 . . ?
C24 C23 C25 110.48(16) . . ?
C25 C23 H23 108.1 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C22 C26 H26 108.1 . . ?
C22 C26 C27 112.66(15) . . ?
C22 C26 C28 110.15(14) . . ?
C27 C26 H26 108.1 . . ?
C27 C26 C28 109.53(15) . . ?
C28 C26 H26 108.1 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 N2 117.42(13) . . ?
C34 C29 N2 119.88(13) . . ?
C34 C29 C30 122.70(14) . . ?
C29 C30 C35 122.59(14) . . ?
C31 C30 C29 116.87(15) . . ?
C31 C30 C35 120.24(15) . . ?
C30 C31 H31 119.5 . . ?
C32 C31 C30 121.04(17) . . ?
C32 C31 H31 119.5 . . ?
C31 C32 H32 119.7 . . ?
C33 C32 C31 120.55(16) . . ?
C33 C32 H32 119.7 . . ?
C32 C33 H33 119.4 . . ?
C32 C33 C34 121.25(17) . . ?
C34 C33 H33 119.4 . . ?
C29 C34 C38 123.47(14) . . ?
C33 C34 C29 117.08(15) . . ?
C33 C34 C38 119.31(15) . . ?
C30 C35 H35 108.0 . . ?
C30 C35 C36 108.13(15) . . ?
C30 C35 C37 114.12(15) . . ?
C36 C35 H35 108.0 . . ?
C37 C35 H35 108.0 . . ?
C37 C35 C36 110.54(17) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C34 C38 H38 108.5 . . ?
C34 C38 C39 109.82(15) . . ?
C34 C38 C40 112.92(17) . . ?
C39 C38 H38 108.5 . . ?
C40 C38 H38 108.5 . . ?
C40 C38 C39 108.39(17) . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C38 C40 H40A 109.5 . . ?
C38 C40 H40B 109.5 . . ?
C38 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 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 Cl1 2.2087(4) . ?
Ni1 N1 1.9515(12) . ?
Ni1 C1 1.8909(15) . ?
Ni1 C14 1.8796(14) . ?
F1B C13 1.332(8) . ?
F2B C13 1.317(7) . ?
F3B C13 1.320(8) . ?
F4 C12 1.335(2) . ?
F5 C12 1.344(2) . ?
F6 C12 1.331(2) . ?
N1 C7 1.3602(19) . ?
N1 C11 1.3413(19) . ?
N2 C14 1.3651(18) . ?
N2 C16 1.3884(18) . ?
N2 C29 1.4534(18) . ?
N3 C14 1.3662(18) . ?
N3 C15 1.3915(19) . ?
N3 C17 1.4561(18) . ?
C1 C2 1.401(2) . ?
C1 C6 1.417(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.386(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.390(2) . ?
C4 C5 1.386(2) . ?
C4 C12 1.495(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.396(2) . ?
C6 C7 1.465(2) . ?
C7 C8 1.389(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.388(2) . ?
C9 C10 1.378(2) . ?
C9 C13 1.502(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.390(2) . ?
C11 H11 0.9500 . ?
C13 F1 1.312(5) . ?
C13 F1A 1.314(6) . ?
C13 F2 1.320(5) . ?
C13 F2A 1.350(5) . ?
C13 F3 1.335(5) . ?
C13 F3A 1.315(6) . ?
C15 H15 0.9500 . ?
C15 C16 1.337(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.395(2) . ?
C17 C22 1.407(2) . ?
C18 C19 1.399(2) . ?
C18 C23 1.517(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.377(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.385(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.389(2) . ?
C22 C26 1.523(2) . ?
C23 H23 1.0000 . ?
C23 C24 1.531(3) . ?
C23 C25 1.536(3) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26 1.0000 . ?
C26 C27 1.530(2) . ?
C26 C28 1.539(3) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C30 1.407(2) . ?
C29 C34 1.401(2) . ?
C30 C31 1.396(2) . ?
C30 C35 1.520(2) . ?
C31 H31 0.9500 . ?
C31 C32 1.380(3) . ?
C32 H32 0.9500 . ?
C32 C33 1.375(3) . ?
C33 H33 0.9500 . ?
C33 C34 1.392(2) . ?
C34 C38 1.519(2) . ?
C35 H35 1.0000 . ?
C35 C36 1.537(3) . ?
C35 C37 1.523(2) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38 1.0000 . ?
C38 C39 1.537(3) . ?
C38 C40 1.532(3) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 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 N1 C7 C6 0.18(15) . . . . ?
Ni1 N1 C7 C8 178.30(11) . . . . ?
Ni1 N1 C11 C10 -179.69(12) . . . . ?
Ni1 C1 C2 C3 176.13(12) . . . . ?
Ni1 C1 C6 C5 -179.63(12) . . . . ?
Ni1 C1 C6 C7 -1.28(16) . . . . ?
Cl1 Ni1 C1 C2 -91.1(3) . . . . ?
Cl1 Ni1 C1 C6 82.1(2) . . . . ?
Cl1 Ni1 C14 N2 -122.49(12) . . . . ?
Cl1 Ni1 C14 N3 53.99(14) . . . . ?
N1 Ni1 C1 C2 -172.15(15) . . . . ?
N1 Ni1 C1 C6 1.08(11) . . . . ?
N1 Ni1 C14 N2 -6.2(3) . . . . ?
N1 Ni1 C14 N3 170.2(2) . . . . ?
N1 C7 C8 C9 1.8(2) . . . . ?
N2 C29 C30 C31 -172.78(13) . . . . ?
N2 C29 C30 C35 13.6(2) . . . . ?
N2 C29 C34 C33 173.79(14) . . . . ?
N2 C29 C34 C38 -10.6(2) . . . . ?
N3 C15 C16 N2 -0.21(17) . . . . ?
N3 C17 C18 C19 -178.87(14) . . . . ?
N3 C17 C18 C23 1.9(2) . . . . ?
N3 C17 C22 C21 179.08(13) . . . . ?
N3 C17 C22 C26 -1.2(2) . . . . ?
C1 Ni1 C14 N2 68.97(12) . . . . ?
C1 Ni1 C14 N3 -114.55(14) . . . . ?
C1 C2 C3 C4 1.5(2) . . . . ?
C1 C6 C7 N1 0.71(18) . . . . ?
C1 C6 C7 C8 -177.30(14) . . . . ?
C2 C1 C6 C5 -5.4(2) . . . . ?
C2 C1 C6 C7 172.97(13) . . . . ?
C2 C3 C4 C5 -4.0(2) . . . . ?
C2 C3 C4 C12 177.12(15) . . . . ?
C3 C4 C5 C6 1.7(2) . . . . ?
C3 C4 C12 F4 -159.28(16) . . . . ?
C3 C4 C12 F5 81.40(19) . . . . ?
C3 C4 C12 F6 -37.6(2) . . . . ?
C4 C5 C6 C1 3.1(2) . . . . ?
C4 C5 C6 C7 -175.11(14) . . . . ?
C5 C4 C12 F4 21.9(2) . . . . ?
C5 C4 C12 F5 -97.43(19) . . . . ?
C5 C4 C12 F6 143.61(17) . . . . ?
C5 C6 C7 N1 179.04(14) . . . . ?
C5 C6 C7 C8 1.0(2) . . . . ?
C6 C1 C2 C3 3.0(2) . . . . ?
C6 C7 C8 C9 179.67(14) . . . . ?
C7 N1 C11 C10 2.7(2) . . . . ?
C7 C8 C9 C10 1.4(2) . . . . ?
C7 C8 C9 C13 -177.93(14) . . . . ?
C8 C9 C10 C11 -2.5(2) . . . . ?
C8 C9 C13 F1B 122(2) . . . . ?
C8 C9 C13 F2B -121(2) . . . . ?
C8 C9 C13 F3B 9.4(18) . . . . ?
C8 C9 C13 F1 -162.2(6) . . . . ?
C8 C9 C13 F1A 179.6(9) . . . . ?
C8 C9 C13 F2 -38.4(8) . . . . ?
C8 C9 C13 F2A -64.4(7) . . . . ?
C8 C9 C13 F3 81.5(8) . . . . ?
C8 C9 C13 F3A 53.1(8) . . . . ?
C9 C10 C11 N1 0.5(2) . . . . ?
C10 C9 C13 F1B -58(2) . . . . ?
C10 C9 C13 F2B 60(2) . . . . ?
C10 C9 C13 F3B -170.0(18) . . . . ?
C10 C9 C13 F1 18.5(6) . . . . ?
C10 C9 C13 F1A 0.2(9) . . . . ?
C10 C9 C13 F2 142.3(8) . . . . ?
C10 C9 C13 F2A 116.2(7) . . . . ?
C10 C9 C13 F3 -97.8(8) . . . . ?
C10 C9 C13 F3A -126.2(8) . . . . ?
C11 N1 C7 C6 178.01(13) . . . . ?
C11 N1 C7 C8 -3.9(2) . . . . ?
C12 C4 C5 C6 -179.43(15) . . . . ?
C13 C9 C10 C11 176.83(15) . . . . ?
C14 Ni1 C1 C2 20.07(15) . . . . ?
C14 Ni1 C1 C6 -166.70(11) . . . . ?
C14 N2 C16 C15 -0.16(17) . . . . ?
C14 N2 C29 C30 63.34(18) . . . . ?
C14 N2 C29 C34 -117.34(16) . . . . ?
C14 N3 C15 C16 0.52(17) . . . . ?
C14 N3 C17 C18 79.96(19) . . . . ?
C14 N3 C17 C22 -100.39(17) . . . . ?
C15 N3 C14 Ni1 -177.58(11) . . . . ?
C15 N3 C14 N2 -0.60(16) . . . . ?
C15 N3 C17 C18 -114.40(16) . . . . ?
C15 N3 C17 C22 65.26(19) . . . . ?
C16 N2 C14 Ni1 177.76(10) . . . . ?
C16 N2 C14 N3 0.46(16) . . . . ?
C16 N2 C29 C30 -107.51(17) . . . . ?
C16 N2 C29 C34 71.80(19) . . . . ?
C17 N3 C14 Ni1 -10.6(2) . . . . ?
C17 N3 C14 N2 166.41(13) . . . . ?
C17 N3 C15 C16 -167.20(13) . . . . ?
C17 C18 C19 C20 -0.7(2) . . . . ?
C17 C18 C23 C24 -112.54(18) . . . . ?
C17 C18 C23 C25 124.26(18) . . . . ?
C17 C22 C26 C27 131.06(17) . . . . ?
C17 C22 C26 C28 -106.32(18) . . . . ?
C18 C17 C22 C21 -1.3(2) . . . . ?
C18 C17 C22 C26 178.40(15) . . . . ?
C18 C19 C20 C21 -0.2(3) . . . . ?
C19 C18 C23 C24 68.2(2) . . . . ?
C19 C18 C23 C25 -55.0(2) . . . . ?
C19 C20 C21 C22 0.4(3) . . . . ?
C20 C21 C22 C17 0.3(2) . . . . ?
C20 C21 C22 C26 -179.41(15) . . . . ?
C21 C22 C26 C27 -49.3(2) . . . . ?
C21 C22 C26 C28 73.3(2) . . . . ?
C22 C17 C18 C19 1.5(2) . . . . ?
C22 C17 C18 C23 -177.76(15) . . . . ?
C23 C18 C19 C20 178.56(16) . . . . ?
C29 N2 C14 Ni1 5.80(19) . . . . ?
C29 N2 C14 N3 -171.50(12) . . . . ?
C29 N2 C16 C15 171.68(14) . . . . ?
C29 C30 C31 C32 -2.8(2) . . . . ?
C29 C30 C35 C36 84.4(2) . . . . ?
C29 C30 C35 C37 -152.13(17) . . . . ?
C29 C34 C38 C39 -91.89(19) . . . . ?
C29 C34 C38 C40 147.01(16) . . . . ?
C30 C29 C34 C33 -6.9(2) . . . . ?
C30 C29 C34 C38 168.71(15) . . . . ?
C30 C31 C32 C33 -3.0(3) . . . . ?
C31 C30 C35 C36 -89.0(2) . . . . ?
C31 C30 C35 C37 34.4(2) . . . . ?
C31 C32 C33 C34 4.1(3) . . . . ?
C32 C33 C34 C29 0.8(3) . . . . ?
C32 C33 C34 C38 -175.07(17) . . . . ?
C33 C34 C38 C39 83.7(2) . . . . ?
C33 C34 C38 C40 -37.4(2) . . . . ?
C34 C29 C30 C31 7.9(2) . . . . ?
C34 C29 C30 C35 -165.75(15) . . . . ?
C35 C30 C31 C32 171.02(17) . . . . ?
