#------------------------------------------------------------------------------
#$Date: 2020-05-04 05:41:08 +0300 (Mon, 04 May 2020) $
#$Revision: 251468 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/46/4134602.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_4134602
loop_
_publ_author_name
'Tran, Quan H.'
'Brookhart, Maurice'
'Daugulis, Olafs'
_publ_section_title
;
 New Neutral Nickel and Palladium Sandwich Catalysts: Synthesis of
 Ultra-High Molecular Weight Polyethylene (UHMWPE) via Highly Controlled
 Polymerization and Mechanistic Studies of Chain Propagation.
;
_journal_issue                   15
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              7198
_journal_page_last               7206
_journal_paper_doi               10.1021/jacs.0c02045
_journal_volume                  142
_journal_year                    2020
_chemical_formula_sum            'C45 H26 Cl4 F6 N2 Ni O'
_chemical_formula_weight         925.19
_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
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 91.1300(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.3097(10)
_cell_length_b                   16.5092(15)
_cell_length_c                   21.156(2)
_cell_measurement_reflns_used    9968
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      28.24
_cell_measurement_theta_min      2.89
_cell_volume                     3949.4(6)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'narrow frame ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0195
_diffrn_reflns_av_unetI/netI     0.0174
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            44423
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.273
_diffrn_reflns_theta_min         1.565
_exptl_absorpt_coefficient_mu    0.830
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6917
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.556
_exptl_crystal_description       POLYHEDRON
_exptl_crystal_F_000             1872
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.410
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     623
_refine_ls_number_reflns         9772
_refine_ls_number_restraints     348
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0309
_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)+(0.0378P)²+2.4193P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0753
_refine_ls_wR_factor_ref         0.0787
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8527
_reflns_number_total             9772
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja0c02045_si_001.cif
_cod_data_source_block           QT10-160-1_XW159
_cod_depositor_comments
'Adding full bibliography for 4134600--4134602.cif.'
_cod_original_cell_volume        3949.3(6)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4134602
_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_min   0.807
_shelx_estimated_absorpt_t_max   0.976
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
C1_4 C 0.942(2) -0.0868(12) 0.1113(7) 0.0402(10) Uani 0.25 1 d D U P A 4
F1_4 F 0.9045(11) -0.1446(7) 0.0713(9) 0.072(4) Uani 0.25 1 d D U P A 4
F2_4 F 0.9506(17) -0.1222(10) 0.1692(7) 0.071(5) Uani 0.25 1 d D U P A 4
F3_4 F 1.0536(19) -0.0677(17) 0.0952(10) 0.050(5) Uani 0.25 1 d D U P A 4
C1_3 C 0.9451(15) -0.0808(13) 0.1174(7) 0.0402(10) Uani 0.25 1 d D U P A 3
F1_3 F 1.0452(10) -0.0566(8) 0.1497(8) 0.063(3) Uani 0.25 1 d D U P A 3
F2_3 F 0.9846(15) -0.1029(10) 0.0602(6) 0.065(4) Uani 0.25 1 d D U P A 3
F3_3 F 0.914(2) -0.1496(15) 0.1480(11) 0.050(5) Uani 0.25 1 d D U P A 3
C1_2 C 0.9544(14) -0.0778(10) 0.1288(6) 0.0402(10) Uani 0.25 1 d D U P A 2
F1_2 F 1.0121(13) -0.0664(10) 0.1832(5) 0.081(3) Uani 0.25 1 d D U P A 2
F2_2 F 1.0299(14) -0.0797(12) 0.0796(7) 0.049(4) Uani 0.25 1 d D U P A 2
F3_2 F 0.9031(16) -0.1517(9) 0.1280(9) 0.062(5) Uani 0.25 1 d D U P A 2
C1_1 C 0.9434(18) -0.0869(13) 0.1086(8) 0.0402(10) Uani 0.25 1 d D U P A 1
F1_1 F 0.9379(13) -0.1255(8) 0.0529(5) 0.045(3) Uani 0.25 1 d D U P A 1
F2_1 F 0.933(2) -0.1427(12) 0.1547(9) 0.038(3) Uani 0.25 1 d D U P A 1
F3_1 F 1.0550(13) -0.0592(11) 0.1176(9) 0.047(4) Uani 0.25 1 d D U P A 1
C1 C 0.69971(13) 0.34347(9) 0.10850(7) 0.0163(3) Uani 1 1 d . . . . .
C2 C 0.60513(13) 0.39169(9) 0.12478(7) 0.0171(3) Uani 1 1 d . . . . .
H10 H 0.616787 0.448637 0.126599 0.021 Uiso 1 1 calc R U . . .
C3 C 0.49253(13) 0.36105(9) 0.13881(7) 0.0163(3) Uani 1 1 d . . . . .
C4 C 0.34391(12) 0.25866(9) 0.14806(7) 0.0167(3) Uani 1 1 d . . . . .
C5 C 0.31836(12) 0.21475(9) 0.20474(7) 0.0164(3) Uani 1 1 d . . . . .
C6 C 0.40025(13) 0.19988(9) 0.25629(7) 0.0164(3) Uani 1 1 d . . . . .
C7 C 0.52346(13) 0.23295(9) 0.26226(7) 0.0181(3) Uani 1 1 d . . . . .
C8 C 0.54467(14) 0.31471(10) 0.27530(7) 0.0213(3) Uani 1 1 d . . . . .
H3 H 0.480598 0.351479 0.279135 0.026 Uiso 1 1 calc R U . . .
C9 C 0.66045(15) 0.34158(11) 0.28258(7) 0.0260(3) Uani 1 1 d . . . . .
C10 C 0.75619(15) 0.28996(12) 0.27940(8) 0.0296(4) Uani 1 1 d . . . . .
H2 H 0.834930 0.309380 0.284156 0.036 Uiso 1 1 calc R U . . .
C11 C 0.73264(14) 0.20877(12) 0.26898(8) 0.0271(3) Uani 1 1 d . . . . .
C12 C 0.61845(13) 0.17931(10) 0.26031(7) 0.0212(3) Uani 1 1 d . . . . .
H1 H 0.605241 0.123201 0.253129 0.025 Uiso 1 1 calc R U . . .
C13 C 0.36648(14) 0.15142(10) 0.30596(7) 0.0207(3) Uani 1 1 d . . . . .
H9 H 0.422273 0.140258 0.338968 0.025 Uiso 1 1 calc R U . . .
C14 C 0.25266(14) 0.11807(10) 0.30942(8) 0.0241(3) Uani 1 1 d . . . . .
H8 H 0.231939 0.085408 0.344474 0.029 Uiso 1 1 calc R U . . .
C15 C 0.17207(14) 0.13291(10) 0.26207(8) 0.0238(3) Uani 1 1 d . . . . .
H7 H 0.094726 0.110850 0.264590 0.029 Uiso 1 1 calc R U . . .
C16 C 0.20214(13) 0.18093(9) 0.20899(8) 0.0203(3) Uani 1 1 d . . . . .
C17 C 0.11678(14) 0.19344(10) 0.15966(8) 0.0248(3) Uani 1 1 d . . . . .
H6 H 0.039715 0.171231 0.163258 0.030 Uiso 1 1 calc R U . . .
C18 C 0.14458(14) 0.23696(10) 0.10735(8) 0.0245(3) Uani 1 1 d . . . . .
H5 H 0.086673 0.245716 0.074927 0.029 Uiso 1 1 calc R U . . .
C19 C 0.25913(13) 0.26898(9) 0.10131(7) 0.0206(3) Uani 1 1 d . . . . .
H4 H 0.278210 0.298266 0.064225 0.025 Uiso 1 1 calc R U . . .
C20 C 0.40324(13) 0.42653(9) 0.15821(8) 0.0207(3) Uani 1 1 d . . . . .
C21 C 0.81544(13) 0.38238(9) 0.09296(7) 0.0178(3) Uani 1 1 d . . . . .
C22 C 0.87729(13) 0.36602(9) 0.03563(7) 0.0180(3) Uani 1 1 d . . . . .
C23 C 0.83098(13) 0.32135(9) -0.01790(7) 0.0198(3) Uani 1 1 d . . . . .
C24 C 0.70334(13) 0.30064(9) -0.02708(7) 0.0184(3) Uani 1 1 d . . . . .
C25 C 0.61820(13) 0.36183(9) -0.02453(7) 0.0182(3) Uani 1 1 d . . . . .
H13 H 0.640980 0.416130 -0.015765 0.022 Uiso 1 1 calc R U . . .
C26 C 0.50046(13) 0.34251(9) -0.03491(7) 0.0186(3) Uani 1 1 d . . . . .
C27 C 0.46270(14) 0.26431(10) -0.04838(7) 0.0212(3) Uani 1 1 d . . . . .
H12 H 0.381286 0.251980 -0.054751 0.025 Uiso 1 1 calc R U . . .
C28 C 0.54896(15) 0.20501(9) -0.05212(7) 0.0212(3) Uani 1 1 d . . . . .
C29 C 0.66784(14) 0.22157(9) -0.04232(7) 0.0204(3) Uani 1 1 d . . . . .
H11 H 0.724919 0.179686 -0.045904 0.024 Uiso 1 1 calc R U . . .
C30 C 0.90450(15) 0.30133(10) -0.06667(8) 0.0266(3) Uani 1 1 d . . . . .
H19 H 0.874487 0.268762 -0.100354 0.032 Uiso 1 1 calc R U . . .
C31 C 1.02265(16) 0.32769(12) -0.06803(9) 0.0318(4) Uani 1 1 d . . . . .
H18 H 1.072110 0.311717 -0.101596 0.038 Uiso 1 1 calc R U . . .
C32 C 1.06559(14) 0.37611(11) -0.02107(9) 0.0291(4) Uani 1 1 d . . . . .
H17 H 1.143629 0.396980 -0.023612 0.035 Uiso 1 1 calc R U . . .
C33 C 0.99588(13) 0.39610(9) 0.03178(8) 0.0228(3) Uani 1 1 d . . . . .
C34 C 1.04462(14) 0.44390(10) 0.08135(9) 0.0282(4) Uani 1 1 d . . . . .
H16 H 1.122421 0.464842 0.077664 0.034 Uiso 1 1 calc R U . . .
C35 C 0.98248(15) 0.46042(10) 0.13405(9) 0.0289(4) Uani 1 1 d . . . . .
H15 H 1.016198 0.493129 0.166657 0.035 Uiso 1 1 calc R U . . .
C36 C 0.86738(14) 0.42863(10) 0.14004(8) 0.0237(3) Uani 1 1 d . . . . .
H14 H 0.824786 0.439378 0.177380 0.028 Uiso 1 1 calc R U . . .
C37 C 0.37743(14) 0.08687(9) 0.07460(7) 0.0215(3) Uani 1 1 d . . . . .
C38 C 0.27777(16) 0.04227(11) 0.04690(9) 0.0311(4) Uani 1 1 d . . . . .
H20 H 0.246611 0.004616 0.078278 0.047 Uiso 1 1 calc R U . . .
H21 H 0.304189 0.011819 0.010012 0.047 Uiso 1 1 calc R U . . .
H22 H 0.215576 0.080428 0.033825 0.047 Uiso 1 1 calc R U . . .
C39 C 0.68761(13) 0.10901(9) 0.10915(7) 0.0181(3) Uani 1 1 d . . . . .
C40 C 0.79892(13) 0.11742(9) 0.08149(7) 0.0207(3) Uani 1 1 d . . . . .
H26 H 0.817779 0.166682 0.060795 0.025 Uiso 1 1 calc R U . . .
C41 C 0.88199(14) 0.05553(10) 0.08367(8) 0.0249(3) Uani 1 1 d . . . . .
H25 H 0.956022 0.062321 0.063899 0.030 Uiso 1 1 calc R U . . .
C42 C 0.85677(15) -0.01645(10) 0.11483(9) 0.0273(3) Uani 1 1 d . . . . .
C44 C 0.74815(15) -0.02641(10) 0.14313(8) 0.0265(3) Uani 1 1 d . . . . .
H24 H 0.730986 -0.075204 0.164914 0.032 Uiso 1 1 calc R U . . .
C45 C 0.66442(14) 0.03519(9) 0.13952(8) 0.0218(3) Uani 1 1 d . . . . .
H23 H 0.589543 0.027137 0.158103 0.026 Uiso 1 1 calc R U . . .
Cl1 Cl 0.68533(5) 0.44492(3) 0.29450(2) 0.03836(11) Uani 1 1 d . . . . .
Cl2 Cl 0.84925(4) 0.14038(4) 0.26567(2) 0.04386(13) Uani 1 1 d . . . . .
Cl3 Cl 0.39514(3) 0.41925(2) -0.03303(2) 0.02450(8) Uani 1 1 d . . . . .
Cl4 Cl 0.50362(4) 0.10674(2) -0.06944(2) 0.02882(9) Uani 1 1 d . . . . .
F1 F 0.32869(9) 0.40297(6) 0.20287(5) 0.0282(2) Uani 1 1 d . . . . .
F2 F 0.33723(9) 0.45149(6) 0.10877(5) 0.0323(2) Uani 1 1 d . . . . .
F3 F 0.45792(9) 0.49237(6) 0.18124(6) 0.0349(3) Uani 1 1 d . . . . .
N1 N 0.46302(10) 0.28403(7) 0.13551(6) 0.0154(2) Uani 1 1 d . . . . .
N2 N 0.45391(11) 0.12390(8) 0.09508(6) 0.0192(2) Uani 1 1 d . . . . .
Ni1 Ni 0.57527(2) 0.19634(2) 0.11343(2) 0.01513(5) Uani 1 1 d . . . . .
O1 O 0.70169(9) 0.26562(6) 0.10721(5) 0.0178(2) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
O O 0.0106 0.0060 '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
F1_4 C1_4 F3_4 106.9(15) . . ?
F1_4 C1_4 F2_4 106.3(14) . . ?
F3_4 C1_4 F2_4 106.0(16) . . ?
F1_4 C1_4 C42 112.6(14) . . ?
F3_4 C1_4 C42 115.6(17) . . ?
F2_4 C1_4 C42 108.7(14) . . ?
F2_3 C1_3 F3_3 107.1(17) . . ?
F2_3 C1_3 F1_3 104.0(13) . . ?
F3_3 C1_3 F1_3 103.0(15) . . ?
F2_3 C1_3 C42 113.8(14) . . ?
F3_3 C1_3 C42 116.3(17) . . ?
F1_3 C1_3 C42 111.4(13) . . ?
F1_2 C1_2 F3_2 110.0(14) . . ?
F1_2 C1_2 F2_2 111.2(13) . . ?
F3_2 C1_2 F2_2 104.3(13) . . ?
F1_2 C1_2 C42 114.6(11) . . ?
F3_2 C1_2 C42 106.8(13) . . ?
F2_2 C1_2 C42 109.3(13) . . ?
F1_1 C1_1 F2_1 108.0(16) . . ?
F1_1 C1_1 F3_1 108.2(14) . . ?
F2_1 C1_1 F3_1 102.9(15) . . ?
F1_1 C1_1 C42 114.7(15) . . ?
F2_1 C1_1 C42 113.1(17) . . ?
F3_1 C1_1 C42 109.2(15) . . ?
O1 C1 C2 126.50(13) . . ?
O1 C1 C21 114.06(13) . . ?
C2 C1 C21 119.38(13) . . ?
C1 C2 C3 123.60(13) . . ?
C1 C2 H10 118.2 . . ?
C3 C2 H10 118.2 . . ?
N1 C3 C2 124.45(13) . . ?
N1 C3 C20 121.68(13) . . ?
C2 C3 C20 113.86(13) . . ?
C19 C4 C5 120.97(13) . . ?
C19 C4 N1 118.23(13) . . ?
C5 C4 N1 120.35(12) . . ?
C16 C5 C4 116.70(13) . . ?
C16 C5 C6 117.65(13) . . ?
C4 C5 C6 125.62(13) . . ?
C13 C6 C5 119.50(13) . . ?
C13 C6 C7 114.67(13) . . ?
C5 C6 C7 125.83(13) . . ?
C12 C7 C8 119.35(14) . . ?
C12 C7 C6 118.80(14) . . ?
C8 C7 C6 121.60(14) . . ?
C9 C8 C7 119.24(15) . . ?
C9 C8 H3 120.4 . . ?
C7 C8 H3 120.4 . . ?
C10 C9 C8 122.43(16) . . ?
C10 C9 Cl1 119.06(13) . . ?
C8 C9 Cl1 118.50(14) . . ?
C9 C10 C11 117.20(15) . . ?
C9 C10 H2 121.4 . . ?
C11 C10 H2 121.4 . . ?
C10 C11 C12 122.41(16) . . ?
C10 C11 Cl2 119.46(13) . . ?
C12 C11 Cl2 118.13(14) . . ?
C11 C12 C7 119.27(15) . . ?
C11 C12 H1 120.4 . . ?
C7 C12 H1 120.4 . . ?
C6 C13 C14 122.34(14) . . ?
C6 C13 H9 118.8 . . ?
C14 C13 H9 118.8 . . ?
C15 C14 C13 119.46(14) . . ?
C15 C14 H8 120.3 . . ?
C13 C14 H8 120.3 . . ?
C14 C15 C16 120.93(14) . . ?
C14 C15 H7 119.5 . . ?
C16 C15 H7 119.5 . . ?
C15 C16 C17 119.41(14) . . ?
C15 C16 C5 120.06(14) . . ?
C17 C16 C5 120.51(14) . . ?
C18 C17 C16 120.57(14) . . ?
C18 C17 H6 119.7 . . ?
C16 C17 H6 119.7 . . ?
C17 C18 C19 119.98(14) . . ?
C17 C18 H5 120.0 . . ?
C19 C18 H5 120.0 . . ?
C4 C19 C18 121.23(14) . . ?
C4 C19 H4 119.4 . . ?
C18 C19 H4 119.4 . . ?
F1 C20 F3 105.82(13) . . ?
F1 C20 F2 106.99(12) . . ?
F3 C20 F2 106.34(13) . . ?
F1 C20 C3 114.21(12) . . ?
F3 C20 C3 111.50(12) . . ?
F2 C20 C3 111.50(13) . . ?
C36 C21 C22 120.44(14) . . ?
C36 C21 C1 116.13(14) . . ?
C22 C21 C1 123.06(13) . . ?
C33 C22 C21 117.00(14) . . ?
C33 C22 C23 117.28(14) . . ?
C21 C22 C23 125.71(13) . . ?
C30 C23 C22 119.72(14) . . ?
C30 C23 C24 116.36(14) . . ?
C22 C23 C24 123.71(13) . . ?
C25 C24 C29 119.19(14) . . ?
C25 C24 C23 119.66(13) . . ?
C29 C24 C23 121.02(14) . . ?
C26 C25 C24 119.30(14) . . ?
C26 C25 H13 120.4 . . ?
C24 C25 H13 120.4 . . ?
C25 C26 C27 122.60(14) . . ?
C25 C26 Cl3 119.09(12) . . ?
C27 C26 Cl3 118.29(12) . . ?
C28 C27 C26 117.06(14) . . ?
C28 C27 H12 121.5 . . ?
C26 C27 H12 121.5 . . ?
C29 C28 C27 122.35(14) . . ?
C29 C28 Cl4 119.85(12) . . ?
C27 C28 Cl4 117.80(12) . . ?
C28 C29 C24 119.45(14) . . ?
C28 C29 H11 120.3 . . ?
C24 C29 H11 120.3 . . ?
C23 C30 C31 121.92(17) . . ?
C23 C30 H19 119.0 . . ?
C31 C30 H19 119.0 . . ?
C32 C31 C30 119.58(16) . . ?
C32 C31 H18 120.2 . . ?
C30 C31 H18 120.2 . . ?
C31 C32 C33 121.13(15) . . ?
C31 C32 H17 119.4 . . ?
C33 C32 H17 119.4 . . ?
C34 C33 C32 119.92(15) . . ?
C34 C33 C22 120.13(15) . . ?
C32 C33 C22 119.92(16) . . ?
C35 C34 C33 121.34(15) . . ?
C35 C34 H16 119.3 . . ?
C33 C34 H16 119.3 . . ?
C34 C35 C36 119.50(16) . . ?
C34 C35 H15 120.2 . . ?
C36 C35 H15 120.2 . . ?
C21 C36 C35 121.47(16) . . ?
C21 C36 H14 119.3 . . ?
C35 C36 H14 119.3 . . ?
N2 C37 C38 177.69(17) . . ?
C37 C38 H20 109.5 . . ?
C37 C38 H21 109.5 . . ?
H20 C38 H21 109.5 . . ?
C37 C38 H22 109.5 . . ?
H20 C38 H22 109.5 . . ?
H21 C38 H22 109.5 . . ?
C45 C39 C40 116.93(14) . . ?
C45 C39 Ni1 119.92(11) . . ?
C40 C39 Ni1 122.89(11) . . ?
C41 C40 C39 121.65(15) . . ?
C41 C40 H26 119.2 . . ?
C39 C40 H26 119.2 . . ?
C40 C41 C42 119.97(15) . . ?
C40 C41 H25 120.0 . . ?
C42 C41 H25 120.0 . . ?
C44 C42 C41 119.83(15) . . ?
C44 C42 C1_3 120.6(7) . . ?
C41 C42 C1_3 119.5(7) . . ?
C44 C42 C1_4 120.0(7) . . ?
C41 C42 C1_4 119.8(7) . . ?
C44 C42 C1_2 118.9(6) . . ?
C41 C42 C1_2 120.3(6) . . ?
C44 C42 C1_1 121.5(7) . . ?
C41 C42 C1_1 118.1(7) . . ?
C42 C44 C45 119.84(15) . . ?
C42 C44 H24 120.1 . . ?
C45 C44 H24 120.1 . . ?
C44 C45 C39 121.77(15) . . ?
C44 C45 H23 119.1 . . ?
C39 C45 H23 119.1 . . ?
C3 N1 C4 120.55(12) . . ?
C3 N1 Ni1 123.62(10) . . ?
C4 N1 Ni1 115.83(9) . . ?
C37 N2 Ni1 168.34(13) . . ?
O1 Ni1 N2 163.61(5) . . ?
O1 Ni1 C39 87.00(6) . . ?
N2 Ni1 C39 89.64(6) . . ?
O1 Ni1 N1 93.72(5) . . ?
N2 Ni1 N1 92.60(5) . . ?
C39 Ni1 N1 169.11(6) . . ?
C1 O1 Ni1 127.35(10) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1_4 F1_4 1.339(13) . ?
C1_4 F3_4 1.352(13) . ?
C1_4 F2_4 1.357(13) . ?
C1_4 C42 1.51(2) . ?
C1_3 F2_3 1.348(13) . ?
C1_3 F3_3 1.358(13) . ?
C1_3 F1_3 1.371(13) . ?
C1_3 C42 1.46(2) . ?
C1_2 F1_2 1.326(11) . ?
C1_2 F3_2 1.352(12) . ?
C1_2 F2_2 1.359(13) . ?
C1_2 C42 1.523(19) . ?
C1_1 F1_1 1.339(13) . ?
C1_1 F2_1 1.348(13) . ?
C1_1 F3_1 1.352(13) . ?
C1_1 C42 1.53(2) . ?
C1 O1 1.2857(18) . ?
C1 C2 1.382(2) . ?
C1 C21 1.500(2) . ?
C2 C3 1.407(2) . ?
C2 H10 0.9500 . ?
C3 N1 1.3161(19) . ?
C3 C20 1.541(2) . ?
C4 C19 1.375(2) . ?
C4 C5 1.436(2) . ?
C4 N1 1.4403(18) . ?
C5 C16 1.433(2) . ?
C5 C6 1.438(2) . ?
C6 C13 1.381(2) . ?
C6 C7 1.500(2) . ?
C7 C12 1.394(2) . ?
C7 C8 1.397(2) . ?
C8 C9 1.388(2) . ?
C8 H3 0.9500 . ?
C9 C10 1.381(3) . ?
C9 Cl1 1.7465(18) . ?
C10 C11 1.383(3) . ?
C10 H2 0.9500 . ?
C11 C12 1.389(2) . ?
C11 Cl2 1.7386(18) . ?
C12 H1 0.9500 . ?
C13 C14 1.403(2) . ?
C13 H9 0.9500 . ?
C14 C15 1.363(2) . ?
C14 H8 0.9500 . ?
C15 C16 1.421(2) . ?
C15 H7 0.9500 . ?
C16 C17 1.423(2) . ?
C17 C18 1.362(2) . ?
C17 H6 0.9500 . ?
C18 C19 1.407(2) . ?
C18 H5 0.9500 . ?
C19 H4 0.9500 . ?
C20 F1 1.3365(18) . ?
C20 F3 1.3376(18) . ?
C20 F2 1.3380(18) . ?
C21 C36 1.377(2) . ?
C21 C22 1.438(2) . ?
C22 C33 1.434(2) . ?
C22 C23 1.441(2) . ?
C23 C30 1.378(2) . ?
C23 C24 1.492(2) . ?
C24 C25 1.397(2) . ?
C24 C29 1.402(2) . ?
C25 C26 1.383(2) . ?
C25 H13 0.9500 . ?
C26 C27 1.388(2) . ?
C26 Cl3 1.7399(15) . ?
C27 C28 1.385(2) . ?
C27 H12 0.9500 . ?
C28 C29 1.384(2) . ?
C28 Cl4 1.7384(15) . ?
C29 H11 0.9500 . ?
C30 C31 1.406(2) . ?
C30 H19 0.9500 . ?
C31 C32 1.358(3) . ?
C31 H18 0.9500 . ?
C32 C33 1.420(2) . ?
C32 H17 0.9500 . ?
C33 C34 1.416(2) . ?
C34 C35 1.357(3) . ?
C34 H16 0.9500 . ?
C35 C36 1.412(2) . ?
C35 H15 0.9500 . ?
C36 H14 0.9500 . ?
C37 N2 1.138(2) . ?
C37 C38 1.459(2) . ?
C38 H20 0.9800 . ?
C38 H21 0.9800 . ?
C38 H22 0.9800 . ?
C39 C45 1.405(2) . ?
C39 C40 1.405(2) . ?
C39 Ni1 1.9249(15) . ?
C40 C41 1.388(2) . ?
C40 H26 0.9500 . ?
C41 C42 1.391(2) . ?
C41 H25 0.9500 . ?
C42 C44 1.387(2) . ?
C44 C45 1.391(2) . ?
C44 H24 0.9500 . ?
C45 H23 0.9500 . ?
N1 Ni1 1.9872(12) . ?
N2 Ni1 1.8557(13) . ?
Ni1 O1 1.8378(10) . ?
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
O1 C1 C2 C3 -4.2(2) . . . . ?
C21 C1 C2 C3 178.60(13) . . . . ?
C1 C2 C3 N1 -3.0(2) . . . . ?
C1 C2 C3 C20 177.67(13) . . . . ?
C19 C4 C5 C16 1.6(2) . . . . ?
N1 C4 C5 C16 -170.54(13) . . . . ?
C19 C4 C5 C6 179.54(14) . . . . ?
N1 C4 C5 C6 7.4(2) . . . . ?
C16 C5 C6 C13 2.8(2) . . . . ?
C4 C5 C6 C13 -175.14(14) . . . . ?
C16 C5 C6 C7 -176.99(14) . . . . ?
C4 C5 C6 C7 5.1(2) . . . . ?
C13 C6 C7 C12 66.17(18) . . . . ?
C5 C6 C7 C12 -114.04(17) . . . . ?
C13 C6 C7 C8 -108.05(17) . . . . ?
C5 C6 C7 C8 71.7(2) . . . . ?
C12 C7 C8 C9 3.5(2) . . . . ?
C6 C7 C8 C9 177.71(13) . . . . ?
C7 C8 C9 C10 -2.1(2) . . . . ?
C7 C8 C9 Cl1 176.51(11) . . . . ?
C8 C9 C10 C11 -0.5(2) . . . . ?
Cl1 C9 C10 C11 -179.07(12) . . . . ?
C9 C10 C11 C12 1.6(2) . . . . ?
C9 C10 C11 Cl2 -179.02(12) . . . . ?
C10 C11 C12 C7 -0.2(2) . . . . ?
Cl2 C11 C12 C7 -179.52(12) . . . . ?
C8 C7 C12 C11 -2.4(2) . . . . ?
C6 C7 C12 C11 -176.79(14) . . . . ?
C5 C6 C13 C14 -2.4(2) . . . . ?
C7 C6 C13 C14 177.37(14) . . . . ?
C6 C13 C14 C15 0.7(3) . . . . ?
C13 C14 C15 C16 0.7(3) . . . . ?
C14 C15 C16 C17 178.38(16) . . . . ?
C14 C15 C16 C5 -0.2(2) . . . . ?
C4 C5 C16 C15 176.59(14) . . . . ?
C6 C5 C16 C15 -1.5(2) . . . . ?
C4 C5 C16 C17 -2.0(2) . . . . ?
C6 C5 C16 C17 179.92(14) . . . . ?
C15 C16 C17 C18 -177.83(16) . . . . ?
C5 C16 C17 C18 0.7(2) . . . . ?
C16 C17 C18 C19 1.0(3) . . . . ?
C5 C4 C19 C18 0.0(2) . . . . ?
N1 C4 C19 C18 172.33(14) . . . . ?
C17 C18 C19 C4 -1.4(3) . . . . ?
N1 C3 C20 F1 36.7(2) . . . . ?
C2 C3 C20 F1 -143.89(13) . . . . ?
N1 C3 C20 F3 156.63(14) . . . . ?
C2 C3 C20 F3 -24.00(18) . . . . ?
N1 C3 C20 F2 -84.68(17) . . . . ?
C2 C3 C20 F2 94.69(15) . . . . ?
O1 C1 C21 C36 -117.82(15) . . . . ?
C2 C1 C21 C36 59.72(19) . . . . ?
O1 C1 C21 C22 55.16(19) . . . . ?
C2 C1 C21 C22 -127.30(15) . . . . ?
C36 C21 C22 C33 3.3(2) . . . . ?
C1 C21 C22 C33 -169.41(13) . . . . ?
C36 C21 C22 C23 -177.43(14) . . . . ?
C1 C21 C22 C23 9.9(2) . . . . ?
C33 C22 C23 C30 7.4(2) . . . . ?
C21 C22 C23 C30 -171.93(14) . . . . ?
C33 C22 C23 C24 -167.17(13) . . . . ?
C21 C22 C23 C24 13.5(2) . . . . ?
C30 C23 C24 C25 -121.69(16) . . . . ?
C22 C23 C24 C25 53.0(2) . . . . ?
C30 C23 C24 C29 54.1(2) . . . . ?
C22 C23 C24 C29 -131.18(16) . . . . ?
C29 C24 C25 C26 2.3(2) . . . . ?
C23 C24 C25 C26 178.13(13) . . . . ?
C24 C25 C26 C27 -0.5(2) . . . . ?
C24 C25 C26 Cl3 -178.90(11) . . . . ?
C25 C26 C27 C28 -1.0(2) . . . . ?
Cl3 C26 C27 C28 177.43(11) . . . . ?
C26 C27 C28 C29 0.7(2) . . . . ?
C26 C27 C28 Cl4 -179.60(11) . . . . ?
C27 C28 C29 C24 1.0(2) . . . . ?
Cl4 C28 C29 C24 -178.67(11) . . . . ?
C25 C24 C29 C28 -2.5(2) . . . . ?
C23 C24 C29 C28 -178.32(14) . . . . ?
C22 C23 C30 C31 -4.2(2) . . . . ?
C24 C23 C30 C31 170.72(15) . . . . ?
C23 C30 C31 C32 -1.8(3) . . . . ?
C30 C31 C32 C33 4.4(3) . . . . ?
C31 C32 C33 C34 177.32(16) . . . . ?
C31 C32 C33 C22 -1.0(2) . . . . ?
C21 C22 C33 C34 -3.8(2) . . . . ?
C23 C22 C33 C34 176.82(14) . . . . ?
C21 C22 C33 C32 174.50(14) . . . . ?
C23 C22 C33 C32 -4.9(2) . . . . ?
C32 C33 C34 C35 -176.42(16) . . . . ?
C22 C33 C34 C35 1.9(2) . . . . ?
C33 C34 C35 C36 0.7(3) . . . . ?
C22 C21 C36 C35 -0.8(2) . . . . ?
C1 C21 C36 C35 172.40(14) . . . . ?
C34 C35 C36 C21 -1.3(3) . . . . ?
C45 C39 C40 C41 0.4(2) . . . . ?
Ni1 C39 C40 C41 174.59(12) . . . . ?
C39 C40 C41 C42 -1.2(2) . . . . ?
C40 C41 C42 C44 0.6(3) . . . . ?
C40 C41 C42 C1_3 -179.4(6) . . . . ?
C40 C41 C42 C1_4 173.6(7) . . . . ?
C40 C41 C42 C1_2 -168.0(6) . . . . ?
C40 C41 C42 C1_1 172.0(7) . . . . ?
F2_3 C1_3 C42 C44 125.9(13) . . . . ?
F3_3 C1_3 C42 C44 0.7(16) . . . . ?
F1_3 C1_3 C42 C44 -117.0(12) . . . . ?
F2_3 C1_3 C42 C41 -54.1(14) . . . . ?
F3_3 C1_3 C42 C41 -179.3(13) . . . . ?
F1_3 C1_3 C42 C41 63.0(13) . . . . ?
F1_4 C1_4 C42 C44 69.9(14) . . . . ?
F3_4 C1_4 C42 C44 -166.8(12) . . . . ?
F2_4 C1_4 C42 C44 -47.7(14) . . . . ?
F1_4 C1_4 C42 C41 -103.2(14) . . . . ?
F3_4 C1_4 C42 C41 20.2(16) . . . . ?
F2_4 C1_4 C42 C41 139.3(11) . . . . ?
F1_2 C1_2 C42 C44 -80.3(13) . . . . ?
F3_2 C1_2 C42 C44 41.8(12) . . . . ?
F2_2 C1_2 C42 C44 154.0(10) . . . . ?
F1_2 C1_2 C42 C41 88.4(13) . . . . ?
F3_2 C1_2 C42 C41 -149.5(10) . . . . ?
F2_2 C1_2 C42 C41 -37.3(13) . . . . ?
F1_1 C1_1 C42 C44 95.8(14) . . . . ?
F2_1 C1_1 C42 C44 -28.7(16) . . . . ?
F3_1 C1_1 C42 C44 -142.6(11) . . . . ?
F1_1 C1_1 C42 C41 -75.4(14) . . . . ?
F2_1 C1_1 C42 C41 160.1(12) . . . . ?
F3_1 C1_1 C42 C41 46.2(14) . . . . ?
C41 C42 C44 C45 0.8(3) . . . . ?
C1_3 C42 C44 C45 -179.2(6) . . . . ?
C1_4 C42 C44 C45 -172.2(7) . . . . ?
C1_2 C42 C44 C45 169.6(5) . . . . ?
C1_1 C42 C44 C45 -170.3(7) . . . . ?
C42 C44 C45 C39 -1.7(3) . . . . ?
C40 C39 C45 C44 1.0(2) . . . . ?
Ni1 C39 C45 C44 -173.32(12) . . . . ?
C2 C3 N1 C4 -177.22(13) . . . . ?
C20 C3 N1 C4 2.1(2) . . . . ?
C2 C3 N1 Ni1 2.7(2) . . . . ?
C20 C3 N1 Ni1 -178.01(10) . . . . ?
C19 C4 N1 C3 78.65(18) . . . . ?
C5 C4 N1 C3 -108.99(16) . . . . ?
C19 C4 N1 Ni1 -101.26(14) . . . . ?
C5 C4 N1 Ni1 71.09(15) . . . . ?
C37 N2 Ni1 O1 -36.3(7) . . . . ?
C37 N2 Ni1 C39 -114.4(6) . . . . ?
C37 N2 Ni1 N1 76.3(6) . . . . ?
C2 C1 O1 Ni1 11.0(2) . . . . ?
C21 C1 O1 Ni1 -171.66(9) . . . . ?
N2 Ni1 O1 C1 103.8(2) . . . . ?
C39 Ni1 O1 C1 -177.81(12) . . . . ?
N1 Ni1 O1 C1 -8.70(12) . . . . ?
