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#$Date: 2024-10-06 07:16:59 +0300 (Sun, 06 Oct 2024) $
#$Revision: 295087 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/22/1572204.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_1572204
loop_
_publ_author_name
'Norouzinyanlakvan, Somayeh'
'Ovens, Jeffrey'
'Richeson, Darrin'
_publ_section_title
;
 Electrocatalytic reduction of nitrite to ammonium ion using Ni(ii)
 complexes with redox-active di(imino)pyridine ligands
;
_journal_issue                   18
_journal_name_full               'Catalysis Science & Technology'
_journal_page_first              5422
_journal_page_last               5429
_journal_paper_doi               10.1039/D4CY00715H
_journal_volume                  14
_journal_year                    2024
_chemical_formula_moiety         'C44 H49 Br2 Cl2 N3 Ni'
_chemical_formula_sum            'C44 H49 Br2 Cl2 N3 Ni'
_chemical_formula_weight         909.29
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_update_record
;
2024-07-22 deposited with the CCDC.	2024-07-25 downloaded from the CCDC.
;
_cell_angle_alpha                93.325(2)
_cell_angle_beta                 107.464(2)
_cell_angle_gamma                114.272(2)
_cell_formula_units_Z            1
_cell_length_a                   9.5290(6)
_cell_length_b                   9.7708(6)
_cell_length_c                   13.6707(9)
_cell_measurement_reflns_used    9928
_cell_measurement_temperature    203(2)
_cell_measurement_theta_max      26.57
_cell_measurement_theta_min      2.34
_cell_volume                     1082.49(12)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution
; 
 SHELXT 2014/5 (Sheldrick, 2014)
;
_diffrn_ambient_temperature      203(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0235
_diffrn_reflns_av_unetI/netI     0.0609
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12372
_diffrn_reflns_point_group_measured_fraction_full 0.934
_diffrn_reflns_point_group_measured_fraction_max 0.908
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.576
_diffrn_reflns_theta_min         1.597
_exptl_absorpt_coefficient_mu    2.450
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5368
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.395
_exptl_crystal_description       plate
_exptl_crystal_F_000             466
_exptl_crystal_size_max          0.918
_exptl_crystal_size_mid          0.49
_exptl_crystal_size_min          0.236
_refine_diff_density_max         0.743
_refine_diff_density_min         -0.569
_refine_diff_density_rms         0.056
_refine_ls_abs_structure_details
;
 Flack x determined using 3246 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.034(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     477
_refine_ls_number_reflns         8201
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0321
_refine_ls_R_factor_gt           0.0296
_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)+(0.0170P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0732
_refine_ls_wR_factor_ref         0.0749
_reflns_Friedel_coverage         0.838
_reflns_Friedel_fraction_full    0.870
_reflns_Friedel_fraction_max     0.828
_reflns_number_gt                7740
_reflns_number_total             8201
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cy00715h2.cif
_cod_data_source_block           S0928
_cod_depositor_comments          'Adding full bibliography for 1572204.cif.'
_cod_database_code               1572204
_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_shelxl_version_number     2018/3
loop_
_space_group_symop_operation_xyz
'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
Br1 Br 0.80683(4) 0.65514(4) 0.59694(3) 0.03288(12) Uani 1 1 d . . . . .
Cl1 Cl 1.0303(4) 0.8821(4) 0.9288(2) 0.1256(11) Uani 1 1 d . . . . .
Ni1 Ni 0.52124(6) 0.47662(5) 0.48985(4) 0.02142(12) Uani 1 1 d . . . . .
N1 N 0.4300(4) 0.4389(4) 0.6201(3) 0.0205(7) Uani 1 1 d . . . . .
N2 N 0.4592(4) 0.6446(4) 0.5044(3) 0.0216(7) Uani 1 1 d . . . . .
Cl2 Cl 0.7680(4) 0.9700(4) 0.8847(2) 0.1208(10) Uani 1 1 d . . . . .
N3 N 0.5301(4) 0.5658(4) 0.3485(3) 0.0233(7) Uani 1 1 d . . . . .
C1 C 0.3818(5) 0.3010(5) 0.6640(3) 0.0221(9) Uani 1 1 d . . . . .
C2 C 0.5017(5) 0.2789(5) 0.7410(3) 0.0249(9) Uani 1 1 d . . . . .
C3 C 0.4495(6) 0.1452(5) 0.7807(4) 0.0335(11) Uani 1 1 d . . . . .
H3 H 0.526719 0.129008 0.833824 0.040 Uiso 1 1 calc R U . . .
C4 C 0.2872(7) 0.0374(6) 0.7433(4) 0.0387(12) Uani 1 1 d . . . . .
H4 H 0.254244 -0.051176 0.771424 0.046 Uiso 1 1 calc R U . . .
C5 C 0.1728(6) 0.0586(5) 0.6648(4) 0.0357(11) Uani 1 1 d . . . . .
H5 H 0.062759 -0.017425 0.638901 0.043 Uiso 1 1 calc R U . . .
C6 C 0.2160(5) 0.1898(5) 0.6228(3) 0.0266(9) Uani 1 1 d . . . . .
C7 C 0.7653(6) 0.3184(6) 0.7237(4) 0.0417(13) Uani 1 1 d . . . . .
H7A H 0.714645 0.302635 0.648265 0.062 Uiso 1 1 calc R U . . .
H7B H 0.751306 0.220802 0.742770 0.062 Uiso 1 1 calc R U . . .
H7C H 0.881864 0.387866 0.745511 0.062 Uiso 1 1 calc R U . . .
C8 C 0.6842(6) 0.3872(5) 0.7775(4) 0.0291(10) Uani 1 1 d . . . . .
H8 H 0.695916 0.483941 0.753979 0.035 Uiso 1 1 calc R U . . .
C9 C 0.7706(7) 0.4272(7) 0.8963(4) 0.0455(13) Uani 1 1 d . . . . .
H9A H 0.765220 0.334926 0.921372 0.068 Uiso 1 1 calc R U . . .
H9B H 0.716630 0.470933 0.928793 0.068 Uiso 1 1 calc R U . . .
H9C H 0.884938 0.501065 0.914214 0.068 Uiso 1 1 calc R U . . .
C10 C 0.0120(8) 0.0748(9) 0.4405(5) 0.0671(19) Uani 1 1 d . . . . .
H10A H -0.064914 0.091157 0.383316 0.101 Uiso 1 1 calc R U . . .
H10B H -0.045059 -0.022683 0.458172 0.101 Uiso 1 1 calc R U . . .
H10C H 0.100058 0.073657 0.419320 0.101 Uiso 1 1 calc R U . . .
C11 C 0.0843(6) 0.2042(6) 0.5360(4) 0.0415(12) Uani 1 1 d . . . . .
H11 H 0.135330 0.303163 0.515207 0.050 Uiso 1 1 calc R U . . .
C12 C -0.0511(7) 0.2044(8) 0.5741(6) 0.0590(16) Uani 1 1 d . . . . .
H12A H -0.128184 0.225227 0.520133 0.089 Uiso 1 1 calc R U . . .
H12B H -0.002122 0.283182 0.637274 0.089 Uiso 1 1 calc R U . . .
H12C H -0.108789 0.104943 0.589185 0.089 Uiso 1 1 calc R U . . .
C13 C 0.3449(5) 0.5660(5) 0.7388(3) 0.0242(9) Uani 1 1 d . . . . .
C14 C 0.4291(7) 0.5583(6) 0.8392(4) 0.0362(11) Uani 1 1 d . . . . .
H14 H 0.516959 0.532785 0.851247 0.043 Uiso 1 1 calc R U . . .
C15 C 0.3823(8) 0.5888(6) 0.9215(4) 0.0475(14) Uani 1 1 d . . . . .
H15 H 0.438756 0.583965 0.989525 0.057 Uiso 1 1 calc R U . . .
C16 C 0.2533(7) 0.6262(6) 0.9041(4) 0.0467(13) Uani 1 1 d . . . . .
H16 H 0.223199 0.647474 0.960516 0.056 Uiso 1 1 calc R U . . .
C17 C 0.1693(7) 0.6326(6) 0.8057(4) 0.0405(12) Uani 1 1 d . . . . .
H17 H 0.081811 0.658552 0.794465 0.049 Uiso 1 1 calc R U . . .
C18 C 0.2127(6) 0.6011(5) 0.7228(4) 0.0299(10) Uani 1 1 d . . . . .
H18 H 0.152784 0.603147 0.654820 0.036 Uiso 1 1 calc R U . . .
C19 C 0.4029(5) 0.5487(5) 0.6513(3) 0.0219(8) Uani 1 1 d . . . . .
C20 C 0.4356(5) 0.6769(5) 0.5920(3) 0.0221(8) Uani 1 1 d . . . . .
C21 C 0.4449(6) 0.8189(5) 0.6242(4) 0.0296(10) Uani 1 1 d . . . . .
H21 H 0.428419 0.841147 0.686436 0.035 Uiso 1 1 calc R U . . .
C22 C 0.4791(6) 0.9266(5) 0.5625(4) 0.0348(11) Uani 1 1 d . . . . .
H22 H 0.485018 1.023215 0.582091 0.042 Uiso 1 1 calc R U . . .
C23 C 0.5045(6) 0.8915(5) 0.4719(3) 0.0302(10) Uani 1 1 d . . . . .
H23 H 0.529779 0.964446 0.429987 0.036 Uiso 1 1 calc R U . . .
C24 C 0.4923(5) 0.7481(5) 0.4437(3) 0.0231(9) Uani 1 1 d . . . . .
C25 C 0.5151(5) 0.6903(5) 0.3485(3) 0.0231(9) Uani 1 1 d . . . . .
C26 C 0.5122(6) 0.7801(5) 0.2637(3) 0.0278(9) Uani 1 1 d . . . . .
C27 C 0.3932(7) 0.8331(6) 0.2318(4) 0.0413(12) Uani 1 1 d . . . . .
H27 H 0.309888 0.806048 0.260666 0.050 Uiso 1 1 calc R U . . .
C28 C 0.3966(9) 0.9246(7) 0.1583(5) 0.0564(16) Uani 1 1 d . . . . .
H28 H 0.317516 0.961529 0.138549 0.068 Uiso 1 1 calc R U . . .
C29 C 0.5154(10) 0.9610(7) 0.1146(5) 0.0621(19) Uani 1 1 d . . . . .
H29 H 0.516364 1.021351 0.063416 0.074 Uiso 1 1 calc R U . . .
C30 C 0.6351(8) 0.9095(6) 0.1451(4) 0.0531(15) Uani 1 1 d . . . . .
H30 H 0.717652 0.936473 0.115590 0.064 Uiso 1 1 calc R U . . .
C31 C 0.6320(6) 0.8181(5) 0.2195(4) 0.0343(11) Uani 1 1 d . . . . .
H31 H 0.711891 0.782112 0.239707 0.041 Uiso 1 1 calc R U . . .
C32 C 0.5234(5) 0.4832(5) 0.2540(3) 0.0245(9) Uani 1 1 d . . . . .
C33 C 0.6699(6) 0.4935(6) 0.2435(4) 0.0318(10) Uani 1 1 d . . . . .
C34 C 0.6534(7) 0.4112(7) 0.1503(4) 0.0449(13) Uani 1 1 d . . . . .
H34 H 0.748459 0.416802 0.139690 0.054 Uiso 1 1 calc R U . . .
C35 C 0.5017(8) 0.3219(6) 0.0734(4) 0.0460(14) Uani 1 1 d . . . . .
H35 H 0.494217 0.270866 0.010171 0.055 Uiso 1 1 calc R U . . .
C36 C 0.3626(7) 0.3081(6) 0.0897(4) 0.0386(12) Uani 1 1 d . . . . .
H36 H 0.259443 0.242638 0.038408 0.046 Uiso 1 1 calc R U . . .
C37 C 0.3681(6) 0.3878(5) 0.1797(3) 0.0315(10) Uani 1 1 d . . . . .
C38 C 0.9691(8) 0.6895(9) 0.2888(6) 0.071(2) Uani 1 1 d . . . . .
H38A H 0.997225 0.628437 0.246878 0.107 Uiso 1 1 calc R U . . .
H38B H 1.066411 0.757019 0.348473 0.107 Uiso 1 1 calc R U . . .
H38C H 0.927648 0.750440 0.246506 0.107 Uiso 1 1 calc R U . . .
C39 C 0.8360(7) 0.5828(7) 0.3278(5) 0.0487(14) Uani 1 1 d . . . . .
H39 H 0.823648 0.648431 0.379318 0.058 Uiso 1 1 calc R U . . .
C40 C 0.8926(9) 0.4763(10) 0.3852(5) 0.072(2) Uani 1 1 d . . . . .
H40A H 0.807069 0.408267 0.408375 0.108 Uiso 1 1 calc R U . . .
H40B H 0.992125 0.536458 0.445555 0.108 Uiso 1 1 calc R U . . .
H40C H 0.914988 0.416092 0.338507 0.108 Uiso 1 1 calc R U . . .
C41 C 0.1110(7) 0.4217(8) 0.1127(5) 0.0579(16) Uani 1 1 d . . . . .
H41A H 0.088403 0.369861 0.043024 0.087 Uiso 1 1 calc R U . . .
H41B H 0.174551 0.531416 0.120642 0.087 Uiso 1 1 calc R U . . .
H41C H 0.007967 0.400884 0.122404 0.087 Uiso 1 1 calc R U . . .
C42 C 0.2075(6) 0.3642(7) 0.1933(4) 0.0438(13) Uani 1 1 d . . . . .
H42 H 0.234771 0.422933 0.263444 0.053 Uiso 1 1 calc R U . . .
C43 C 0.0991(8) 0.1918(8) 0.1884(5) 0.070(2) Uani 1 1 d . . . . .
H43A H 0.056906 0.134242 0.117229 0.105 Uiso 1 1 calc R U . . .
H43B H 0.007792 0.181677 0.210010 0.105 Uiso 1 1 calc R U . . .
H43C H 0.165131 0.152060 0.234993 0.105 Uiso 1 1 calc R U . . .
C45 C 0.9058(13) 0.9364(13) 0.8395(7) 0.114(4) Uani 1 1 d . . . . .
H45A H 0.843516 0.855898 0.775515 0.136 Uiso 1 1 calc R U . . .
H45B H 0.974378 1.030103 0.821211 0.136 Uiso 1 1 calc R U . . .
Br2 Br 0.45856(6) 0.22288(5) 0.42341(4) 0.04129(14) 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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'
Cl Cl 0.1484 0.1585 '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
N2 Ni1 N3 76.90(13) . . ?
N2 Ni1 N1 77.16(13) . . ?
N3 Ni1 N1 151.54(13) . . ?
N2 Ni1 Br2 152.04(10) . . ?
N3 Ni1 Br2 98.00(10) . . ?
N1 Ni1 Br2 99.39(9) . . ?
N2 Ni1 Br1 89.17(10) . . ?
N3 Ni1 Br1 94.86(10) . . ?
N1 Ni1 Br1 96.28(9) . . ?
Br2 Ni1 Br1 118.77(3) . . ?
C19 N1 C1 119.1(3) . . ?
C19 N1 Ni1 112.6(3) . . ?
C1 N1 Ni1 127.9(3) . . ?
C20 N2 C24 121.0(4) . . ?
C20 N2 Ni1 117.9(3) . . ?
C24 N2 Ni1 117.9(3) . . ?
C25 N3 C32 120.8(3) . . ?
C25 N3 Ni1 113.4(3) . . ?
C32 N3 Ni1 124.9(3) . . ?
C2 C1 C6 121.9(4) . . ?
C2 C1 N1 119.8(4) . . ?
C6 C1 N1 118.2(4) . . ?
C3 C2 C1 117.6(4) . . ?
C3 C2 C8 119.1(4) . . ?
C1 C2 C8 123.2(4) . . ?
C4 C3 C2 121.1(4) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C3 C4 C5 120.2(4) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C4 C5 C6 121.7(4) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C5 C6 C1 117.4(4) . . ?
C5 C6 C11 118.7(4) . . ?
C1 C6 C11 123.9(4) . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C8 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C2 C8 C7 108.8(4) . . ?
C2 C8 C9 114.0(4) . . ?
C7 C8 C9 111.1(4) . . ?
C2 C8 H8 107.6 . . ?
C7 C8 H8 107.6 . . ?
C9 C8 H8 107.6 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C11 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C6 C11 C10 110.6(5) . . ?
C6 C11 C12 110.5(5) . . ?
C10 C11 C12 110.6(5) . . ?
C6 C11 H11 108.3 . . ?
C10 C11 H11 108.3 . . ?
C12 C11 H11 108.3 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C18 119.1(4) . . ?
C14 C13 C19 120.3(4) . . ?
C18 C13 C19 120.4(4) . . ?
C15 C14 C13 119.3(5) . . ?
C15 C14 H14 120.3 . . ?
C13 C14 H14 120.3 . . ?
C16 C15 C14 120.5(5) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
C17 C16 C15 120.5(5) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C16 C17 C18 119.9(5) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C17 C18 C13 120.6(5) . . ?
C17 C18 H18 119.7 . . ?
C13 C18 H18 119.7 . . ?
N1 C19 C13 128.3(4) . . ?
N1 C19 C20 115.4(4) . . ?
C13 C19 C20 116.3(3) . . ?
N2 C20 C21 121.2(4) . . ?
N2 C20 C19 113.9(3) . . ?
C21 C20 C19 124.9(4) . . ?
C22 C21 C20 118.4(4) . . ?
C22 C21 H21 120.8 . . ?
C20 C21 H21 120.8 . . ?
C23 C22 C21 119.6(4) . . ?
C23 C22 H22 120.2 . . ?
C21 C22 H22 120.2 . . ?
C24 C23 C22 119.2(4) . . ?
C24 C23 H23 120.4 . . ?
C22 C23 H23 120.4 . . ?
N2 C24 C23 120.5(4) . . ?
N2 C24 C25 113.1(4) . . ?
C23 C24 C25 126.4(4) . . ?
N3 C25 C26 127.5(4) . . ?
N3 C25 C24 115.4(4) . . ?
C26 C25 C24 117.0(4) . . ?
C31 C26 C27 119.2(4) . . ?
C31 C26 C25 120.2(4) . . ?
C27 C26 C25 120.6(4) . . ?
C28 C27 C26 120.8(5) . . ?
C28 C27 H27 119.6 . . ?
C26 C27 H27 119.6 . . ?
C29 C28 C27 119.6(6) . . ?
C29 C28 H28 120.2 . . ?
C27 C28 H28 120.2 . . ?
C28 C29 C30 120.5(5) . . ?
C28 C29 H29 119.7 . . ?
C30 C29 H29 119.7 . . ?
C31 C30 C29 119.7(5) . . ?
C31 C30 H30 120.1 . . ?
C29 C30 H30 120.1 . . ?
C26 C31 C30 120.1(5) . . ?
C26 C31 H31 119.9 . . ?
C30 C31 H31 119.9 . . ?
C37 C32 C33 122.6(4) . . ?
C37 C32 N3 117.4(4) . . ?
C33 C32 N3 119.9(4) . . ?
C34 C33 C32 116.5(5) . . ?
C34 C33 C39 120.5(5) . . ?
C32 C33 C39 123.0(4) . . ?
C35 C34 C33 121.9(5) . . ?
C35 C34 H34 119.0 . . ?
C33 C34 H34 119.0 . . ?
C36 C35 C34 119.5(5) . . ?
C36 C35 H35 120.3 . . ?
C34 C35 H35 120.3 . . ?
C35 C36 C37 122.2(5) . . ?
C35 C36 H36 118.9 . . ?
C37 C36 H36 118.9 . . ?
C36 C37 C32 117.1(5) . . ?
C36 C37 C42 119.2(4) . . ?
C32 C37 C42 123.7(4) . . ?
C39 C38 H38A 109.5 . . ?
C39 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C39 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C33 C39 C40 110.8(5) . . ?
C33 C39 C38 114.1(5) . . ?
C40 C39 C38 110.1(5) . . ?
C33 C39 H39 107.2 . . ?
C40 C39 H39 107.2 . . ?
C38 C39 H39 107.2 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C42 C41 H41A 109.5 . . ?
C42 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C42 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C41 C42 C37 112.2(4) . . ?
C41 C42 C43 109.6(5) . . ?
C37 C42 C43 110.8(5) . . ?
C41 C42 H42 108.0 . . ?
C37 C42 H42 108.0 . . ?
C43 C42 H42 108.0 . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
Cl1 C45 Cl2 113.2(5) . . ?
Cl1 C45 H45A 108.9 . . ?
Cl2 C45 H45A 108.9 . . ?
Cl1 C45 H45B 108.9 . . ?
Cl2 C45 H45B 108.9 . . ?
H45A C45 H45B 107.8 . . ?
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
Br1 Ni1 2.4498(6) . ?
Cl1 C45 1.704(10) . ?
Ni1 N2 1.978(3) . ?
Ni1 N3 2.176(3) . ?
Ni1 N1 2.192(3) . ?
Ni1 Br2 2.3504(6) . ?
N1 C19 1.282(5) . ?
N1 C1 1.462(5) . ?
N2 C20 1.326(5) . ?
N2 C24 1.343(5) . ?
Cl2 C45 1.741(10) . ?
N3 C25 1.282(5) . ?
N3 C32 1.453(5) . ?
C1 C2 1.403(6) . ?
C1 C6 1.406(6) . ?
C2 C3 1.399(6) . ?
C2 C8 1.515(6) . ?
C3 C4 1.373(7) . ?
C3 H3 0.9400 . ?
C4 C5 1.375(7) . ?
C4 H4 0.9400 . ?
C5 C6 1.391(6) . ?
C5 H5 0.9400 . ?
C6 C11 1.508(7) . ?
C7 C8 1.518(7) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 H7C 0.9700 . ?
C8 C9 1.525(7) . ?
C8 H8 0.9900 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 H9C 0.9700 . ?
C10 C11 1.527(8) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 H10C 0.9700 . ?
C11 C12 1.530(8) . ?
C11 H11 0.9900 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 H12C 0.9700 . ?
C13 C14 1.391(7) . ?
C13 C18 1.397(6) . ?
C13 C19 1.487(5) . ?
C14 C15 1.387(7) . ?
C14 H14 0.9400 . ?
C15 C16 1.380(8) . ?
C15 H15 0.9400 . ?
C16 C17 1.363(8) . ?
C16 H16 0.9400 . ?
C17 C18 1.377(7) . ?
C17 H17 0.9400 . ?
C18 H18 0.9400 . ?
C19 C20 1.507(6) . ?
C20 C21 1.390(6) . ?
C21 C22 1.382(7) . ?
C21 H21 0.9400 . ?
C22 C23 1.382(6) . ?
C22 H22 0.9400 . ?
C23 C24 1.379(6) . ?
C23 H23 0.9400 . ?
C24 C25 1.498(6) . ?
C25 C26 1.495(6) . ?
C26 C31 1.377(6) . ?
C26 C27 1.399(6) . ?
C27 C28 1.382(8) . ?
C27 H27 0.9400 . ?
C28 C29 1.366(10) . ?
C28 H28 0.9400 . ?
C29 C30 1.392(10) . ?
C29 H29 0.9400 . ?
C30 C31 1.392(7) . ?
C30 H30 0.9400 . ?
C31 H31 0.9400 . ?
C32 C37 1.395(6) . ?
C32 C33 1.409(6) . ?
C33 C34 1.397(7) . ?
C33 C39 1.499(8) . ?
C34 C35 1.379(8) . ?
C34 H34 0.9400 . ?
C35 C36 1.364(8) . ?
C35 H35 0.9400 . ?
C36 C37 1.393(6) . ?
C36 H36 0.9400 . ?
C37 C42 1.521(7) . ?
C38 C39 1.537(9) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 H38C 0.9700 . ?
C39 C40 1.514(9) . ?
C39 H39 0.9900 . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C40 H40C 0.9700 . ?
C41 C42 1.504(8) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 H41C 0.9700 . ?
C42 C43 1.557(9) . ?
C42 H42 0.9900 . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 H43C 0.9700 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C23 H23 Br2 0.94 2.87 3.515(4) 126.7 1_565 yes
C45 H45A Br1 0.98 2.88 3.791(9) 154.9 . yes
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
C19 N1 C1 C2 -102.5(5) . . . . ?
Ni1 N1 C1 C2 85.3(4) . . . . ?
C19 N1 C1 C6 80.9(5) . . . . ?
Ni1 N1 C1 C6 -91.3(4) . . . . ?
C6 C1 C2 C3 -3.7(6) . . . . ?
N1 C1 C2 C3 179.9(4) . . . . ?
C6 C1 C2 C8 172.5(4) . . . . ?
N1 C1 C2 C8 -4.0(6) . . . . ?
C1 C2 C3 C4 1.9(7) . . . . ?
C8 C2 C3 C4 -174.4(4) . . . . ?
C2 C3 C4 C5 0.6(7) . . . . ?
C3 C4 C5 C6 -1.5(8) . . . . ?
C4 C5 C6 C1 -0.2(7) . . . . ?
C4 C5 C6 C11 179.3(5) . . . . ?
C2 C1 C6 C5 2.8(6) . . . . ?
N1 C1 C6 C5 179.3(4) . . . . ?
C2 C1 C6 C11 -176.6(4) . . . . ?
N1 C1 C6 C11 -0.1(6) . . . . ?
C3 C2 C8 C7 75.8(5) . . . . ?
C1 C2 C8 C7 -100.3(5) . . . . ?
C3 C2 C8 C9 -48.8(6) . . . . ?
C1 C2 C8 C9 135.1(5) . . . . ?
C5 C6 C11 C10 -61.2(6) . . . . ?
C1 C6 C11 C10 118.2(5) . . . . ?
C5 C6 C11 C12 61.6(6) . . . . ?
C1 C6 C11 C12 -119.0(5) . . . . ?
C18 C13 C14 C15 -1.3(7) . . . . ?
C19 C13 C14 C15 174.1(5) . . . . ?
C13 C14 C15 C16 0.1(8) . . . . ?
C14 C15 C16 C17 0.5(9) . . . . ?
C15 C16 C17 C18 0.2(8) . . . . ?
C16 C17 C18 C13 -1.5(7) . . . . ?
C14 C13 C18 C17 2.1(7) . . . . ?
C19 C13 C18 C17 -173.3(4) . . . . ?
C1 N1 C19 C13 8.4(6) . . . . ?
Ni1 N1 C19 C13 -178.3(3) . . . . ?
C1 N1 C19 C20 -172.2(3) . . . . ?
Ni1 N1 C19 C20 1.1(4) . . . . ?
C14 C13 C19 N1 54.5(6) . . . . ?
C18 C13 C19 N1 -130.1(5) . . . . ?
C14 C13 C19 C20 -124.9(4) . . . . ?
C18 C13 C19 C20 50.5(5) . . . . ?
C24 N2 C20 C21 -0.2(6) . . . . ?
Ni1 N2 C20 C21 158.9(3) . . . . ?
C24 N2 C20 C19 -179.0(4) . . . . ?
Ni1 N2 C20 C19 -19.9(5) . . . . ?
N1 C19 C20 N2 11.5(5) . . . . ?
C13 C19 C20 N2 -169.0(4) . . . . ?
N1 C19 C20 C21 -167.1(4) . . . . ?
C13 C19 C20 C21 12.4(6) . . . . ?
N2 C20 C21 C22 0.2(7) . . . . ?
C19 C20 C21 C22 178.7(4) . . . . ?
C20 C21 C22 C23 -0.6(7) . . . . ?
C21 C22 C23 C24 1.2(8) . . . . ?
C20 N2 C24 C23 0.8(6) . . . . ?
Ni1 N2 C24 C23 -158.3(3) . . . . ?
C20 N2 C24 C25 179.9(4) . . . . ?
Ni1 N2 C24 C25 20.8(5) . . . . ?
C22 C23 C24 N2 -1.2(7) . . . . ?
C22 C23 C24 C25 179.7(4) . . . . ?
C32 N3 C25 C26 -8.9(7) . . . . ?
Ni1 N3 C25 C26 -178.6(3) . . . . ?
C32 N3 C25 C24 168.9(4) . . . . ?
Ni1 N3 C25 C24 -0.8(5) . . . . ?
N2 C24 C25 N3 -12.3(5) . . . . ?
C23 C24 C25 N3 166.8(4) . . . . ?
N2 C24 C25 C26 165.8(4) . . . . ?
C23 C24 C25 C26 -15.1(6) . . . . ?
N3 C25 C26 C31 -49.5(7) . . . . ?
C24 C25 C26 C31 132.7(4) . . . . ?
N3 C25 C26 C27 133.7(5) . . . . ?
C24 C25 C26 C27 -44.1(6) . . . . ?
C31 C26 C27 C28 -1.1(8) . . . . ?
C25 C26 C27 C28 175.7(5) . . . . ?
C26 C27 C28 C29 1.5(9) . . . . ?
C27 C28 C29 C30 -1.4(10) . . . . ?
C28 C29 C30 C31 1.1(10) . . . . ?
C27 C26 C31 C30 0.8(7) . . . . ?
C25 C26 C31 C30 -176.1(4) . . . . ?
C29 C30 C31 C26 -0.8(8) . . . . ?
C25 N3 C32 C37 -81.0(5) . . . . ?
Ni1 N3 C32 C37 87.5(4) . . . . ?
C25 N3 C32 C33 103.1(5) . . . . ?
Ni1 N3 C32 C33 -88.4(5) . . . . ?
C37 C32 C33 C34 4.6(7) . . . . ?
N3 C32 C33 C34 -179.8(4) . . . . ?
C37 C32 C33 C39 -173.4(5) . . . . ?
N3 C32 C33 C39 2.2(7) . . . . ?
C32 C33 C34 C35 -1.3(8) . . . . ?
C39 C33 C34 C35 176.8(5) . . . . ?
C33 C34 C35 C36 -2.6(8) . . . . ?
C34 C35 C36 C37 3.4(8) . . . . ?
C35 C36 C37 C32 -0.2(7) . . . . ?
C35 C36 C37 C42 -178.9(5) . . . . ?
C33 C32 C37 C36 -3.8(7) . . . . ?
N3 C32 C37 C36 -179.6(4) . . . . ?
C33 C32 C37 C42 174.7(5) . . . . ?
N3 C32 C37 C42 -1.0(7) . . . . ?
C34 C33 C39 C40 -74.8(7) . . . . ?
C32 C33 C39 C40 103.1(6) . . . . ?
C34 C33 C39 C38 50.1(7) . . . . ?
C32 C33 C39 C38 -132.0(5) . . . . ?
C36 C37 C42 C41 -65.4(6) . . . . ?
C32 C37 C42 C41 116.1(5) . . . . ?
C36 C37 C42 C43 57.5(6) . . . . ?
C32 C37 C42 C43 -121.0(5) . . . . ?
