#------------------------------------------------------------------------------
#$Date: 2020-12-04 04:12:19 +0200 (Fri, 04 Dec 2020) $
#$Revision: 259504 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/82/4518216.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_4518216
loop_
_publ_author_name
'Long, Cheng-Yu'
'Ni, Shao-Fei'
'Su, Min-Hui'
'Wang, Xue-Qiang'
'Tan, Weihong'
_publ_section_title
;
 Highly Chemoselective Access to 2,2′-Diaminobiaryls via
 Ni-Catalyzed Protecting-Group-Free Coupling of 2-Haloanilines
;
_journal_issue                   22
_journal_name_full               'ACS Catalysis'
_journal_page_first              13641
_journal_page_last               13649
_journal_paper_doi               10.1021/acscatal.0c03428
_journal_volume                  10
_journal_year                    2020
_chemical_formula_sum            'C81 H90 Br5 N13 Ni4 O3'
_chemical_formula_weight         1928.04
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 102.835(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.1646(17)
_cell_length_b                   21.938(2)
_cell_length_c                   16.962(2)
_cell_measurement_reflns_used    1457
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      22.14
_cell_measurement_theta_min      2.46
_cell_volume                     4413.5(9)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      150(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       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0827
_diffrn_reflns_av_unetI/netI     0.1080
_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       -16
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            49982
_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         28.353
_diffrn_reflns_theta_min         2.095
_exptl_absorpt_coefficient_mu    3.155
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.4827
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_description       Block
_exptl_crystal_F_000             1956
_exptl_crystal_size_max          0.347
_exptl_crystal_size_mid          0.281
_exptl_crystal_size_min          0.275
_refine_diff_density_max         1.931
_refine_diff_density_min         -0.891
_refine_diff_density_rms         0.108
_refine_ls_abs_structure_details
; 
 Refined as an inversion twin. 
;
_refine_ls_abs_structure_Flack   0.209(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     967
_refine_ls_number_reflns         21900
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      0.994
_refine_ls_R_factor_all          0.0756
_refine_ls_R_factor_gt           0.0511
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0574P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1247
_refine_ls_wR_factor_ref         0.1352
_reflns_Friedel_coverage         0.951
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                16375
_reflns_number_total             21900
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cs0c03428_si_002.cif
_cod_data_source_block           LCY03
_cod_depositor_comments          'Adding full bibliography for 4518216.cif.'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4518216
_shelx_shelxl_version_number     2014/7
_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. 
;
_platon_squeeze_void_probe_radius 1.20
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -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 0.91976(8) 0.12648(4) 0.49236(5) 0.0233(2) Uani 1 1 d . . . . .
Ni2 Ni 1.04250(7) 0.15654(4) 0.37628(5) 0.02059(19) Uani 1 1 d . . . . .
Ni3 Ni -0.03914(7) 0.87601(4) 0.13076(5) 0.02007(19) Uani 1 1 d . . . . .
Ni4 Ni 0.07169(7) 0.90512(4) 0.00962(5) 0.02102(19) Uani 1 1 d . . . . .
Br1 Br 0.96345(7) 0.09250(3) 0.12147(4) 0.03016(18) Uani 1 1 d . . . . .
Br2 Br 0.97332(7) 0.44098(3) 0.62139(4) 0.03240(18) Uani 1 1 d . . . . .
Br3 Br 0.41169(8) 0.36225(5) 0.38352(6) 0.0484(2) Uani 1 1 d . . . . .
Br4 Br 0.98493(12) 0.04390(4) 0.81926(5) 0.0632(3) Uani 1 1 d . . . . .
N1 N 0.8381(5) 0.2019(3) 0.4686(4) 0.0271(14) Uani 1 1 d . . . . .
N2 N 1.0056(5) 0.1714(3) 0.5867(4) 0.0253(13) Uani 1 1 d . . . . .
N3 N 1.1195(5) 0.2271(3) 0.4325(4) 0.0223(12) Uani 1 1 d . . . . .
N4 N 0.9486(5) 0.2195(3) 0.3101(3) 0.0205(12) Uani 1 1 d . . . . .
N5 N 1.0182(5) 0.0560(3) 0.5114(4) 0.0277(13) Uani 1 1 d . . . . .
H5A H 1.0210 0.0421 0.5623 0.033 Uiso 1 1 calc R U . . .
H5B H 0.9873 0.0261 0.4763 0.033 Uiso 1 1 calc R U . . .
N6 N 0.9620(5) 0.0873(3) 0.3201(4) 0.0244(13) Uani 1 1 d . . . . .
H6A H 0.9568 0.0930 0.2663 0.029 Uiso 1 1 calc R U . . .
H6B H 1.0056 0.0537 0.3348 0.029 Uiso 1 1 calc R U . . .
N7 N -0.0163(5) 0.8575(3) -0.0804(3) 0.0249(13) Uani 1 1 d . . . . .
N8 N 0.1585(5) 0.8319(3) 0.0308(4) 0.0207(12) Uani 1 1 d . . . . .
N9 N 0.0659(5) 0.8182(2) 0.1992(3) 0.0209(12) Uani 1 1 d . . . . .
N10 N -0.1075(5) 0.8028(3) 0.0807(3) 0.0223(12) Uani 1 1 d . . . . .
N11 N 0.0345(5) 0.9485(3) 0.1818(4) 0.0230(12) Uani 1 1 d . . . . .
H11D H -0.0124 0.9806 0.1660 0.028 Uiso 1 1 calc R U . . .
H11E H 0.0428 0.9443 0.2362 0.028 Uiso 1 1 calc R U . . .
N12 N -0.0293(5) 0.9740(2) -0.0073(3) 0.0217(12) Uani 1 1 d . . . . .
H12E H 0.0031 1.0048 0.0258 0.026 Uiso 1 1 calc R U . . .
H12F H -0.0367 0.9872 -0.0592 0.026 Uiso 1 1 calc R U . . .
N13 N 0.5190(7) 0.1772(4) 0.2423(5) 0.055(2) Uani 1 1 d . . . . .
H13E H 0.4681 0.1792 0.2789 0.066 Uiso 1 1 d R U . . .
H13F H 0.5037 0.1375 0.2196 0.066 Uiso 1 1 d R U . . .
C1 C 0.7522(6) 0.2147(3) 0.4070(5) 0.0275(16) Uani 1 1 d . . . . .
H1 H 0.7147 0.1819 0.3755 0.033 Uiso 1 1 calc R U . . .
C2 C 0.7150(7) 0.2733(4) 0.3868(6) 0.038(2) Uani 1 1 d . . . . .
H2 H 0.6530 0.2804 0.3426 0.045 Uiso 1 1 calc R U . . .
C3 C 0.7688(7) 0.3213(4) 0.4315(6) 0.035(2) Uani 1 1 d . . . . .
C4 C 0.8541(7) 0.3085(4) 0.4970(5) 0.0324(18) Uani 1 1 d . . . . .
H4 H 0.8897 0.3408 0.5305 0.039 Uiso 1 1 calc R U . . .
C5 C 0.8886(7) 0.2496(4) 0.5149(5) 0.0288(17) Uani 1 1 d . . . . .
C6 C 0.9825(7) 0.2325(3) 0.5809(5) 0.0278(16) Uani 1 1 d . . . . .
C7 C 1.0483(7) 0.2732(4) 0.6359(5) 0.0345(19) Uani 1 1 d . . . . .
H7 H 1.0324 0.3156 0.6309 0.041 Uiso 1 1 calc R U . . .
C8 C 1.1340(7) 0.2534(4) 0.6961(5) 0.037(2) Uani 1 1 d . . . . .
C9 C 1.1490(7) 0.1901(4) 0.7035(5) 0.0367(19) Uani 1 1 d . . . . .
H9A H 1.2049 0.1737 0.7465 0.044 Uiso 1 1 calc R U . . .
C10 C 1.0830(7) 0.1521(4) 0.6488(4) 0.0313(17) Uani 1 1 d . . . . .
H10A H 1.0936 0.1093 0.6559 0.038 Uiso 1 1 calc R U . . .
C11 C 0.7349(8) 0.3860(4) 0.4093(6) 0.045(2) Uani 1 1 d . . . . .
H11A H 0.7972 0.4134 0.4328 0.067 Uiso 1 1 calc R U . . .
H11B H 0.6685 0.3965 0.4302 0.067 Uiso 1 1 calc R U . . .
H11C H 0.7170 0.3903 0.3503 0.067 Uiso 1 1 calc R U . . .
C12 C 1.2106(9) 0.2979(5) 0.7508(6) 0.051(3) Uani 1 1 d . . . . .
H12A H 1.2873 0.2943 0.7421 0.076 Uiso 1 1 calc R U . . .
H12B H 1.2109 0.2885 0.8073 0.076 Uiso 1 1 calc R U . . .
H12C H 1.1830 0.3395 0.7383 0.076 Uiso 1 1 calc R U . . .
C13 C 1.2046(6) 0.2267(3) 0.4974(5) 0.0292(16) Uani 1 1 d . . . . .
H13 H 1.2346 0.1886 0.5187 0.035 Uiso 1 1 calc R U . . .
C14 C 1.2518(7) 0.2806(4) 0.5357(5) 0.0305(17) Uani 1 1 d . . . . .
H14 H 1.3161 0.2791 0.5793 0.037 Uiso 1 1 calc R U . . .
C15 C 1.2032(6) 0.3356(3) 0.5089(5) 0.0303(17) Uani 1 1 d . . . . .
C16 C 1.1163(6) 0.3358(3) 0.4419(5) 0.0298(17) Uani 1 1 d . . . . .
H16 H 1.0840 0.3735 0.4212 0.036 Uiso 1 1 calc R U . . .
C17 C 1.0741(6) 0.2816(3) 0.4032(5) 0.0257(15) Uani 1 1 d . . . . .
C18 C 0.9830(6) 0.2778(3) 0.3320(5) 0.0247(15) Uani 1 1 d . . . . .
C19 C 0.9315(7) 0.3279(3) 0.2905(5) 0.0322(17) Uani 1 1 d . . . . .
H19 H 0.9566 0.3677 0.3076 0.039 Uiso 1 1 calc R U . . .
C20 C 0.8436(6) 0.3204(3) 0.2241(5) 0.0288(16) Uani 1 1 d . . . . .
C21 C 0.8098(6) 0.2610(4) 0.2026(5) 0.0296(17) Uani 1 1 d . . . . .
H21 H 0.7491 0.2540 0.1575 0.035 Uiso 1 1 calc R U . . .
C22 C 0.8625(6) 0.2128(4) 0.2451(5) 0.0300(17) Uani 1 1 d . . . . .
H22 H 0.8377 0.1728 0.2285 0.036 Uiso 1 1 calc R U . . .
C23 C 1.2498(7) 0.3939(4) 0.5515(6) 0.042(2) Uani 1 1 d . . . . .
H23A H 1.2882 0.4174 0.5165 0.063 Uiso 1 1 calc R U . . .
H23B H 1.3034 0.3839 0.6020 0.063 Uiso 1 1 calc R U . . .
H23C H 1.1878 0.4181 0.5635 0.063 Uiso 1 1 calc R U . . .
C24 C 0.7848(8) 0.3750(4) 0.1772(5) 0.041(2) Uani 1 1 d . . . . .
H24A H 0.7161 0.3845 0.1958 0.061 Uiso 1 1 calc R U . . .
H24B H 0.7652 0.3652 0.1193 0.061 Uiso 1 1 calc R U . . .
H24C H 0.8355 0.4103 0.1862 0.061 Uiso 1 1 calc R U . . .
C25 C 1.1512(6) 0.1032(3) 0.4362(5) 0.0272(16) Uani 1 1 d . . . . .
C26 C 1.2584(6) 0.1026(3) 0.4223(5) 0.0324(17) Uani 1 1 d . . . . .
H26 H 1.2723 0.1233 0.3763 0.039 Uiso 1 1 calc R U . . .
C27 C 1.3473(7) 0.0727(4) 0.4739(6) 0.042(2) Uani 1 1 d . . . . .
H27 H 1.4205 0.0732 0.4628 0.051 Uiso 1 1 calc R U . . .
C28 C 1.3288(8) 0.0421(4) 0.5410(5) 0.042(2) Uani 1 1 d . . . . .
H28 H 1.3898 0.0230 0.5773 0.050 Uiso 1 1 calc R U . . .
C29 C 1.2214(7) 0.0395(4) 0.5551(5) 0.0330(18) Uani 1 1 d . . . . .
H29 H 1.2082 0.0187 0.6012 0.040 Uiso 1 1 calc R U . . .
C30 C 1.1343(7) 0.0671(3) 0.5025(4) 0.0286(16) Uani 1 1 d . . . . .
C31 C 0.8240(6) 0.0849(3) 0.4058(4) 0.0238(15) Uani 1 1 d . . . . .
C32 C 0.7164(6) 0.0665(3) 0.4158(5) 0.0319(17) Uani 1 1 d . . . . .
H32 H 0.6949 0.0741 0.4654 0.038 Uiso 1 1 calc R U . . .
C33 C 0.6411(7) 0.0368(4) 0.3520(5) 0.0369(19) Uani 1 1 d . . . . .
H33 H 0.5701 0.0231 0.3599 0.044 Uiso 1 1 calc R U . . .
C34 C 0.6687(7) 0.0275(4) 0.2798(5) 0.0363(19) Uani 1 1 d . . . . .
H34 H 0.6159 0.0089 0.2368 0.044 Uiso 1 1 calc R U . . .
C35 C 0.7742(6) 0.0451(4) 0.2683(5) 0.0306(16) Uani 1 1 d . . . . .
H35 H 0.7935 0.0378 0.2179 0.037 Uiso 1 1 calc R U . . .
C36 C 0.8514(6) 0.0735(3) 0.3309(4) 0.0229(15) Uani 1 1 d . . . . .
C37 C -0.1040(6) 0.8751(4) -0.1403(4) 0.0267(15) Uani 1 1 d . . . . .
H37 H -0.1229 0.9171 -0.1449 0.032 Uiso 1 1 calc R U . . .
C38 C -0.1675(6) 0.8349(3) -0.1952(5) 0.0294(16) Uani 1 1 d . . . . .
H38 H -0.2282 0.8492 -0.2364 0.035 Uiso 1 1 calc R U . . .
C39 C -0.1406(6) 0.7731(3) -0.1890(4) 0.0266(16) Uani 1 1 d . . . . .
C40 C -0.0489(6) 0.7550(3) -0.1298(4) 0.0258(16) Uani 1 1 d . . . . .
H40 H -0.0273 0.7133 -0.1247 0.031 Uiso 1 1 calc R U . . .
C41 C 0.0115(6) 0.7982(3) -0.0777(4) 0.0199(14) Uani 1 1 d . . . . .
C42 C 0.1104(6) 0.7832(3) -0.0129(4) 0.0211(14) Uani 1 1 d . . . . .
C43 C 0.1528(7) 0.7236(4) 0.0041(5) 0.0281(16) Uani 1 1 d . . . . .
H43 H 0.1184 0.6903 -0.0281 0.034 Uiso 1 1 calc R U . . .
C44 C 0.2439(6) 0.7135(3) 0.0671(5) 0.0262(16) Uani 1 1 d . . . . .
C45 C 0.2934(6) 0.7641(3) 0.1099(4) 0.0273(16) Uani 1 1 d . . . . .
H45 H 0.3583 0.7593 0.1524 0.033 Uiso 1 1 calc R U . . .
C46 C 0.2480(6) 0.8217(3) 0.0907(5) 0.0298(17) Uani 1 1 d . . . . .
H46 H 0.2824 0.8555 0.1217 0.036 Uiso 1 1 calc R U . . .
C47 C -0.2111(7) 0.7275(4) -0.2430(5) 0.0338(18) Uani 1 1 d . . . . .
H47A H -0.1636 0.6934 -0.2525 0.051 Uiso 1 1 calc R U . . .
H47B H -0.2456 0.7468 -0.2946 0.051 Uiso 1 1 calc R U . . .
H47C H -0.2703 0.7123 -0.2172 0.051 Uiso 1 1 calc R U . . .
C48 C 0.2807(8) 0.6498(3) 0.0898(5) 0.0362(19) Uani 1 1 d . . . . .
H48A H 0.2316 0.6320 0.1223 0.054 Uiso 1 1 calc R U . . .
H48B H 0.3587 0.6501 0.1213 0.054 Uiso 1 1 calc R U . . .
H48C H 0.2761 0.6255 0.0407 0.054 Uiso 1 1 calc R U . . .
C49 C 0.1519(6) 0.8303(3) 0.2609(4) 0.0226(14) Uani 1 1 d . . . . .
H49 H 0.1707 0.8716 0.2743 0.027 Uiso 1 1 calc R U . . .
C50 C 0.2152(6) 0.7845(3) 0.3062(4) 0.0263(15) Uani 1 1 d . . . . .
H50 H 0.2756 0.7950 0.3501 0.032 Uiso 1 1 calc R U . . .
C51 C 0.1910(6) 0.7239(3) 0.2880(4) 0.0244(15) Uani 1 1 d . . . . .
C52 C 0.1012(6) 0.7114(3) 0.2239(4) 0.0225(14) Uani 1 1 d . . . . .
H52 H 0.0810 0.6704 0.2098 0.027 Uiso 1 1 calc R U . . .
C53 C 0.0407(6) 0.7590(3) 0.1801(4) 0.0211(14) Uani 1 1 d . . . . .
C54 C -0.0561(6) 0.7502(3) 0.1118(4) 0.0224(14) Uani 1 1 d . . . . .
C55 C -0.0924(6) 0.6930(3) 0.0803(4) 0.0255(15) Uani 1 1 d . . . . .
H55 H -0.0544 0.6573 0.1038 0.031 Uiso 1 1 calc R U . . .
C56 C -0.1827(6) 0.6878(3) 0.0153(5) 0.0268(15) Uani 1 1 d . . . . .
C57 C -0.2352(6) 0.7419(3) -0.0145(5) 0.0284(16) Uani 1 1 d . . . . .
H57 H -0.2997 0.7406 -0.0579 0.034 Uiso 1 1 calc R U . . .
C58 C -0.1959(6) 0.7970(4) 0.0172(4) 0.0268(16) Uani 1 1 d . . . . .
H58 H -0.2326 0.8329 -0.0065 0.032 Uiso 1 1 calc R U . . .
C59 C 0.2573(7) 0.6727(3) 0.3355(5) 0.0348(18) Uani 1 1 d . . . . .
H59A H 0.3251 0.6892 0.3715 0.052 Uiso 1 1 calc R U . . .
H59B H 0.2791 0.6434 0.2982 0.052 Uiso 1 1 calc R U . . .
H59C H 0.2107 0.6522 0.3678 0.052 Uiso 1 1 calc R U . . .
C60 C -0.2219(7) 0.6279(4) -0.0209(6) 0.040(2) Uani 1 1 d . . . . .
H60A H -0.2038 0.5961 0.0205 0.059 Uiso 1 1 calc R U . . .
H60B H -0.1841 0.6188 -0.0649 0.059 Uiso 1 1 calc R U . . .
H60C H -0.3036 0.6292 -0.0423 0.059 Uiso 1 1 calc R U . . .
C61 C 0.1700(6) 0.9497(3) 0.0936(4) 0.0249(15) Uani 1 1 d . . . . .
C62 C 0.2705(6) 0.9710(3) 0.0792(5) 0.0272(16) Uani 1 1 d . . . . .
H62 H 0.2875 0.9636 0.0280 0.033 Uiso 1 1 calc R U . . .
C63 C 0.3477(7) 1.0029(4) 0.1374(5) 0.0332(18) Uani 1 1 d . . . . .
H63 H 0.4172 1.0162 0.1267 0.040 Uiso 1 1 calc R U . . .
C64 C 0.3214(7) 1.0151(4) 0.2120(6) 0.040(2) Uani 1 1 d . . . . .
H64 H 0.3735 1.0366 0.2526 0.048 Uiso 1 1 calc R U . . .
C65 C 0.2210(7) 0.9961(3) 0.2265(5) 0.0307(17) Uani 1 1 d . . . . .
H65 H 0.2024 1.0045 0.2769 0.037 Uiso 1 1 calc R U . . .
C66 C 0.1452(6) 0.9639(3) 0.1661(4) 0.0222(15) Uani 1 1 d . . . . .
C67 C -0.1542(6) 0.9271(3) 0.0696(4) 0.0238(15) Uani 1 1 d . . . . .
C68 C -0.2642(6) 0.9248(3) 0.0862(5) 0.0289(16) Uani 1 1 d . . . . .
H68 H -0.2764 0.9003 0.1297 0.035 Uiso 1 1 calc R U . . .
C69 C -0.3517(7) 0.9569(4) 0.0415(5) 0.039(2) Uani 1 1 d . . . . .
H69 H -0.4228 0.9568 0.0560 0.047 Uiso 1 1 calc R U . . .
C70 C -0.3372(7) 0.9896(4) -0.0249(5) 0.039(2) Uani 1 1 d . . . . .
H70 H -0.3997 1.0096 -0.0586 0.047 Uiso 1 1 calc R U . . .
C71 C -0.2337(7) 0.9932(3) -0.0422(5) 0.0304(17) Uani 1 1 d . . . . .
H71 H -0.2236 1.0163 -0.0874 0.036 Uiso 1 1 calc R U . . .
C72 C -0.1414(6) 0.9630(3) 0.0067(4) 0.0245(15) Uani 1 1 d . . . . .
Br5 Br 0.58380(9) 0.12657(5) 0.08822(7) 0.0560(3) Uani 1 1 d . . . . .
C73 C 0.5360(8) 0.2062(4) 0.1061(6) 0.048(2) Uani 1 1 d . . . . .
C74 C 0.5114(7) 0.2227(4) 0.1802(5) 0.044(2) Uani 1 1 d D . . . .
C75 C 0.4789(8) 0.2800(4) 0.1917(7) 0.053(2) Uani 1 1 d . . . . .
H75 H 0.4596 0.2891 0.2417 0.063 Uiso 1 1 calc R U . . .
C76 C 0.4720(8) 0.3245(6) 0.1385(7) 0.090(4) Uani 1 1 d D . . . .
H76 H 0.4502 0.3645 0.1500 0.108 Uiso 1 1 calc R U . . .
C77 C 0.5007(8) 0.3087(5) 0.0570(6) 0.090(4) Uani 1 1 d D . . . .
H77 H 0.4971 0.3382 0.0155 0.108 Uiso 1 1 calc R U . . .
C78 C 0.5317(8) 0.2501(5) 0.0481(8) 0.058(3) Uani 1 1 d . . . . .
H78 H 0.5515 0.2389 -0.0010 0.070 Uiso 1 1 calc R U . . .
O1 O 0.9677(7) 0.9840(4) 0.6459(5) 0.0609(19) Uani 1 1 d . . . . .
H1X H 0.9960 1.0076 0.6840 0.18(9) Uiso 1 1 calc R . . . .
C79 C 0.8464(10) 0.9925(5) 0.6244(8) 0.070(3) Uani 1 1 d . . . . .
H79A H 0.8107 0.9654 0.6574 0.105 Uiso 1 1 calc R U . . .
H79B H 0.8182 0.9828 0.5671 0.105 Uiso 1 1 calc R U . . .
H79C H 0.8283 1.0349 0.6344 0.105 Uiso 1 1 calc R U . . .
O2 O 0.5590(5) 0.3578(3) 0.5711(4) 0.0479(16) Uani 1 1 d . . . . .
H2A H 0.5037 0.3573 0.5313 0.072 Uiso 1 1 calc R U . . .
C80 C 0.6018(9) 0.4178(4) 0.5833(6) 0.050(2) Uani 1 1 d . . . . .
H80A H 0.6794 0.4187 0.5757 0.074 Uiso 1 1 calc R U . . .
H80B H 0.6009 0.4311 0.6383 0.074 Uiso 1 1 calc R U . . .
H80C H 0.5549 0.4453 0.5442 0.074 Uiso 1 1 calc R U . . .
O3 O 0.4602(6) 0.2154(3) 0.3955(4) 0.0536(17) Uani 1 1 d . . . . .
H3X H 0.4197 0.2468 0.3900 0.080 Uiso 1 1 calc R U . . .
C81 C 0.5134(7) 0.2068(4) 0.4814(6) 0.046(2) Uani 1 1 d . . . . .
H81A H 0.5577 0.1690 0.4881 0.069 Uiso 1 1 calc R U . . .
H81B H 0.4550 0.2042 0.5128 0.069 Uiso 1 1 calc R U . . .
H81C H 0.5632 0.2414 0.5006 0.069 Uiso 1 1 calc R U . . .
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'
Br Br -0.2901 2.4595 '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
C31 Ni1 N1 92.9(3) . . ?
C31 Ni1 N5 89.8(3) . . ?
N1 Ni1 N5 172.3(3) . . ?
C31 Ni1 N2 174.1(3) . . ?
N1 Ni1 N2 84.0(3) . . ?
N5 Ni1 N2 93.9(3) . . ?
C31 Ni1 Ni2 84.3(2) . . ?
N1 Ni1 Ni2 88.91(19) . . ?
N5 Ni1 Ni2 84.17(19) . . ?
N2 Ni1 Ni2 100.60(18) . . ?
C25 Ni2 N6 89.7(3) . . ?
C25 Ni2 N3 91.5(3) . . ?
N6 Ni2 N3 178.5(3) . . ?
C25 Ni2 N4 171.2(3) . . ?
N6 Ni2 N4 95.9(2) . . ?
N3 Ni2 N4 82.9(2) . . ?
C25 Ni2 Ni1 83.9(2) . . ?
N6 Ni2 Ni1 82.60(19) . . ?
N3 Ni2 Ni1 96.68(18) . . ?
N4 Ni2 Ni1 103.46(18) . . ?
C67 Ni3 N10 93.3(3) . . ?
C67 Ni3 N11 88.4(3) . . ?
N10 Ni3 N11 178.1(3) . . ?
C67 Ni3 N9 173.2(3) . . ?
N10 Ni3 N9 83.3(2) . . ?
N11 Ni3 N9 95.1(2) . . ?
C67 Ni3 Ni4 83.1(2) . . ?
N10 Ni3 Ni4 95.71(19) . . ?
N11 Ni3 Ni4 83.63(18) . . ?
N9 Ni3 Ni4 103.04(18) . . ?
N8 Ni4 C61 93.6(3) . . ?
N8 Ni4 N12 173.4(3) . . ?
C61 Ni4 N12 89.0(3) . . ?
N8 Ni4 N7 83.2(2) . . ?
C61 Ni4 N7 174.5(3) . . ?
N12 Ni4 N7 94.7(2) . . ?
N8 Ni4 Ni3 90.39(18) . . ?
C61 Ni4 Ni3 83.8(2) . . ?
N12 Ni4 Ni3 83.84(18) . . ?
N7 Ni4 Ni3 100.56(19) . . ?
C1 N1 C5 117.5(7) . . ?
C1 N1 Ni1 128.6(5) . . ?
C5 N1 Ni1 113.1(5) . . ?
C10 N2 C6 118.2(6) . . ?
C10 N2 Ni1 130.0(5) . . ?
C6 N2 Ni1 111.6(5) . . ?
C13 N3 C17 119.0(6) . . ?
C13 N3 Ni2 126.9(5) . . ?
C17 N3 Ni2 114.0(5) . . ?
C22 N4 C18 117.2(6) . . ?
C22 N4 Ni2 129.4(5) . . ?
C18 N4 Ni2 113.2(4) . . ?
C30 N5 Ni1 115.0(4) . . ?
C30 N5 H5A 108.5 . . ?
Ni1 N5 H5A 108.5 . . ?
C30 N5 H5B 108.5 . . ?
Ni1 N5 H5B 108.5 . . ?
H5A N5 H5B 107.5 . . ?
C36 N6 Ni2 119.3(5) . . ?
C36 N6 H6A 107.5 . . ?
Ni2 N6 H6A 107.5 . . ?
C36 N6 H6B 107.5 . . ?
Ni2 N6 H6B 107.5 . . ?
H6A N6 H6B 107.0 . . ?
C41 N7 C37 116.9(6) . . ?
C41 N7 Ni4 113.6(4) . . ?
C37 N7 Ni4 129.4(5) . . ?
C46 N8 C42 117.8(6) . . ?
C46 N8 Ni4 127.4(5) . . ?
C42 N8 Ni4 113.9(4) . . ?
C49 N9 C53 118.4(6) . . ?
C49 N9 Ni3 128.6(5) . . ?
C53 N9 Ni3 113.0(5) . . ?
C58 N10 C54 116.5(6) . . ?
C58 N10 Ni3 128.5(5) . . ?
C54 N10 Ni3 114.9(4) . . ?
C66 N11 Ni3 117.5(4) . . ?
C66 N11 H11D 107.9 . . ?
Ni3 N11 H11D 107.9 . . ?
C66 N11 H11E 107.9 . . ?
Ni3 N11 H11E 107.9 . . ?
H11D N11 H11E 107.2 . . ?
C72 N12 Ni4 115.7(4) . . ?
C72 N12 H12E 108.4 . . ?
Ni4 N12 H12E 108.4 . . ?
C72 N12 H12F 108.4 . . ?
Ni4 N12 H12F 108.4 . . ?
H12E N12 H12F 107.4 . . ?
C74 N13 H13E 119.4 . . ?
C74 N13 H13F 111.3 . . ?
H13E N13 H13F 101.8 . . ?
N1 C1 C2 123.1(7) . . ?
N1 C1 H1 118.4 . . ?
C2 C1 H1 118.4 . . ?
C3 C2 C1 119.2(8) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C4 C3 C2 118.2(8) . . ?
C4 C3 C11 120.9(8) . . ?
C2 C3 C11 121.0(8) . . ?
C5 C4 C3 120.8(7) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C4 C5 N1 121.2(8) . . ?
C4 C5 C6 124.2(7) . . ?
N1 C5 C6 114.6(7) . . ?
N2 C6 C7 119.8(7) . . ?
N2 C6 C5 114.9(6) . . ?
C7 C6 C5 125.3(7) . . ?
C8 C7 C6 121.6(8) . . ?
C8 C7 H7 119.2 . . ?
C6 C7 H7 119.2 . . ?
C7 C8 C9 116.6(8) . . ?
C7 C8 C12 121.3(9) . . ?
C9 C8 C12 122.1(9) . . ?
C10 C9 C8 119.8(8) . . ?
C10 C9 H9A 120.1 . . ?
C8 C9 H9A 120.1 . . ?
N2 C10 C9 123.6(8) . . ?
N2 C10 H10A 118.2 . . ?
C9 C10 H10A 118.2 . . ?
C3 C11 H11A 109.5 . . ?
C3 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C3 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C8 C12 H12A 109.5 . . ?
C8 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C8 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N3 C13 C14 122.5(7) . . ?
N3 C13 H13 118.8 . . ?
C14 C13 H13 118.8 . . ?
C15 C14 C13 118.8(7) . . ?
C15 C14 H14 120.6 . . ?
C13 C14 H14 120.6 . . ?
C16 C15 C14 118.3(7) . . ?
C16 C15 C23 122.0(7) . . ?
C14 C15 C23 119.6(7) . . ?
C15 C16 C17 121.4(7) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 H16 119.3 . . ?
N3 C17 C16 119.8(7) . . ?
N3 C17 C18 115.2(6) . . ?
C16 C17 C18 124.9(7) . . ?
N4 C18 C19 121.9(7) . . ?
N4 C18 C17 114.2(6) . . ?
C19 C18 C17 123.9(7) . . ?
C18 C19 C20 120.3(7) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C19 C20 C21 117.2(7) . . ?
C19 C20 C24 121.4(7) . . ?
C21 C20 C24 121.4(7) . . ?
C22 C21 C20 120.8(7) . . ?
C22 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
N4 C22 C21 122.6(7) . . ?
N4 C22 H22 118.7 . . ?
C21 C22 H22 118.7 . . ?
C15 C23 H23A 109.5 . . ?
C15 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C15 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C20 C24 H24A 109.5 . . ?
C20 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C20 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C30 116.0(7) . . ?
C26 C25 Ni2 119.4(6) . . ?
C30 C25 Ni2 124.2(6) . . ?
C25 C26 C27 121.9(8) . . ?
C25 C26 H26 119.0 . . ?
C27 C26 H26 119.0 . . ?
C28 C27 C26 120.0(8) . . ?
C28 C27 H27 120.0 . . ?
C26 C27 H27 120.0 . . ?
C29 C28 C27 119.8(8) . . ?
C29 C28 H28 120.1 . . ?
C27 C28 H28 120.1 . . ?
C30 C29 C28 119.7(8) . . ?
C30 C29 H29 120.2 . . ?
C28 C29 H29 120.2 . . ?
C29 C30 C25 122.2(8) . . ?
C29 C30 N5 118.9(7) . . ?
C25 C30 N5 118.7(6) . . ?
C36 C31 C32 117.9(6) . . ?
C36 C31 Ni1 123.9(5) . . ?
C32 C31 Ni1 118.1(6) . . ?
C33 C32 C31 120.0(8) . . ?
C33 C32 H32 120.0 . . ?
C31 C32 H32 120.0 . . ?
C34 C33 C32 120.8(8) . . ?
C34 C33 H33 119.6 . . ?
C32 C33 H33 119.6 . . ?
C33 C34 C35 120.4(7) . . ?
C33 C34 H34 119.8 . . ?
C35 C34 H34 119.8 . . ?
C34 C35 C36 120.0(7) . . ?
C34 C35 H35 120.0 . . ?
C36 C35 H35 120.0 . . ?
C35 C36 C31 120.8(7) . . ?
C35 C36 N6 119.3(7) . . ?
C31 C36 N6 119.8(6) . . ?
N7 C37 C38 123.4(7) . . ?
N7 C37 H37 118.3 . . ?
C38 C37 H37 118.3 . . ?
C37 C38 C39 118.7(7) . . ?
C37 C38 H38 120.6 . . ?
C39 C38 H38 120.6 . . ?
C40 C39 C38 118.2(7) . . ?
C40 C39 C47 121.0(7) . . ?
C38 C39 C47 120.8(7) . . ?
C39 C40 C41 119.5(7) . . ?
C39 C40 H40 120.2 . . ?
C41 C40 H40 120.2 . . ?
N7 C41 C40 123.1(6) . . ?
N7 C41 C42 113.5(6) . . ?
C40 C41 C42 123.3(6) . . ?
N8 C42 C43 121.6(6) . . ?
N8 C42 C41 114.4(6) . . ?
C43 C42 C41 124.0(6) . . ?
C44 C43 C42 120.1(7) . . ?
C44 C43 H43 119.9 . . ?
C42 C43 H43 119.9 . . ?
C43 C44 C45 117.3(7) . . ?
C43 C44 C48 119.6(7) . . ?
C45 C44 C48 122.9(7) . . ?
C46 C45 C44 120.1(7) . . ?
C46 C45 H45 119.9 . . ?
C44 C45 H45 119.9 . . ?
N8 C46 C45 123.1(7) . . ?
N8 C46 H46 118.5 . . ?
C45 C46 H46 118.5 . . ?
C39 C47 H47A 109.5 . . ?
C39 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C39 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C44 C48 H48A 109.5 . . ?
C44 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C44 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
N9 C49 C50 122.2(6) . . ?
N9 C49 H49 118.9 . . ?
C50 C49 H49 118.9 . . ?
C51 C50 C49 120.5(7) . . ?
C51 C50 H50 119.8 . . ?
C49 C50 H50 119.8 . . ?
C50 C51 C52 117.2(6) . . ?
C50 C51 C59 122.4(6) . . ?
C52 C51 C59 120.4(6) . . ?
C51 C52 C53 120.1(6) . . ?
C51 C52 H52 120.0 . . ?
C53 C52 H52 120.0 . . ?
N9 C53 C52 121.7(6) . . ?
N9 C53 C54 114.5(6) . . ?
C52 C53 C54 123.8(6) . . ?
N10 C54 C55 122.3(6) . . ?
N10 C54 C53 114.3(6) . . ?
C55 C54 C53 123.4(6) . . ?
C56 C55 C54 120.6(6) . . ?
C56 C55 H55 119.7 . . ?
C54 C55 H55 119.7 . . ?
C55 C56 C57 116.2(6) . . ?
C55 C56 C60 122.0(7) . . ?
C57 C56 C60 121.8(7) . . ?
C58 C57 C56 121.4(7) . . ?
C58 C57 H57 119.3 . . ?
C56 C57 H57 119.3 . . ?
N10 C58 C57 123.1(7) . . ?
N10 C58 H58 118.5 . . ?
C57 C58 H58 118.5 . . ?
C51 C59 H59A 109.5 . . ?
C51 C59 H59B 109.5 . . ?
H59A C59 H59B 109.5 . . ?
C51 C59 H59C 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
C56 C60 H60A 109.5 . . ?
C56 C60 H60B 109.5 . . ?
H60A C60 H60B 109.5 . . ?
C56 C60 H60C 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C66 C61 C62 117.6(7) . . ?
C66 C61 Ni4 124.1(6) . . ?
C62 C61 Ni4 118.3(6) . . ?
C61 C62 C63 122.0(7) . . ?
C61 C62 H62 119.0 . . ?
C63 C62 H62 119.0 . . ?
C62 C63 C64 119.0(8) . . ?
C62 C63 H63 120.5 . . ?
C64 C63 H63 120.5 . . ?
C65 C64 C63 119.9(7) . . ?
C65 C64 H64 120.0 . . ?
C63 C64 H64 120.0 . . ?
C64 C65 C66 119.3(8) . . ?
C64 C65 H65 120.3 . . ?
C66 C65 H65 120.3 . . ?
C61 C66 C65 122.1(7) . . ?
C61 C66 N11 120.3(6) . . ?
C65 C66 N11 117.5(7) . . ?
C72 C67 C68 116.8(6) . . ?
C72 C67 Ni3 124.5(6) . . ?
C68 C67 Ni3 118.5(5) . . ?
C69 C68 C67 121.6(8) . . ?
C69 C68 H68 119.2 . . ?
C67 C68 H68 119.2 . . ?
C68 C69 C70 119.9(8) . . ?
C68 C69 H69 120.0 . . ?
C70 C69 H69 120.0 . . ?
C71 C70 C69 119.9(8) . . ?
C71 C70 H70 120.0 . . ?
C69 C70 H70 120.0 . . ?
C70 C71 C72 120.3(8) . . ?
C70 C71 H71 119.9 . . ?
C72 C71 H71 119.9 . . ?
C67 C72 C71 121.3(7) . . ?
C67 C72 N12 119.9(6) . . ?
C71 C72 N12 118.7(7) . . ?
C78 C73 C74 118.8(9) . . ?
C78 C73 Br5 119.9(8) . . ?
C74 C73 Br5 121.2(7) . . ?
C75 C74 C73 120.0(9) . . ?
C75 C74 N13 121.0(9) . . ?
C73 C74 N13 119.0(8) . . ?
C76 C75 C74 124.6(11) . . ?
C76 C75 H75 117.7 . . ?
C74 C75 H75 117.7 . . ?
C75 C76 C77 117.1(10) . . ?
C75 C76 H76 121.5 . . ?
C77 C76 H76 121.5 . . ?
C78 C77 C76 115.9(9) . . ?
C78 C77 H77 122.1 . . ?
C76 C77 H77 122.1 . . ?
C77 C78 C73 123.6(11) . . ?
C77 C78 H78 118.2 . . ?
C73 C78 H78 118.2 . . ?
C79 O1 H1X 109.5 . . ?
O1 C79 H79A 109.5 . . ?
O1 C79 H79B 109.5 . . ?
H79A C79 H79B 109.5 . . ?
O1 C79 H79C 109.5 . . ?
H79A C79 H79C 109.5 . . ?
H79B C79 H79C 109.5 . . ?
C80 O2 H2A 109.5 . . ?
O2 C80 H80A 109.5 . . ?
O2 C80 H80B 109.5 . . ?
H80A C80 H80B 109.5 . . ?
O2 C80 H80C 109.5 . . ?
H80A C80 H80C 109.5 . . ?
H80B C80 H80C 109.5 . . ?
C81 O3 H3X 109.5 . . ?
O3 C81 H81A 109.5 . . ?
O3 C81 H81B 109.5 . . ?
H81A C81 H81B 109.5 . . ?
O3 C81 H81C 109.5 . . ?
H81A C81 H81C 109.5 . . ?
H81B C81 H81C 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 C31 1.893(7) . ?
Ni1 N1 1.925(6) . ?
Ni1 N5 1.938(6) . ?
Ni1 N2 1.970(6) . ?
Ni1 Ni2 2.8012(13) . ?
Ni2 C25 1.886(7) . ?
Ni2 N6 1.938(5) . ?
Ni2 N3 1.946(6) . ?
Ni2 N4 1.976(6) . ?
Ni3 C67 1.909(7) . ?
Ni3 N10 1.919(6) . ?
Ni3 N11 1.932(6) . ?
Ni3 N9 1.983(6) . ?
Ni3 Ni4 2.7710(13) . ?
Ni4 N8 1.913(6) . ?
Ni4 C61 1.913(7) . ?
Ni4 N12 1.929(5) . ?
Ni4 N7 1.961(6) . ?
N1 C1 1.334(10) . ?
N1 C5 1.371(9) . ?
N2 C10 1.317(9) . ?
N2 C6 1.367(9) . ?
N3 C13 1.333(9) . ?
N3 C17 1.364(9) . ?
N4 C22 1.349(9) . ?
N4 C18 1.372(9) . ?
N5 C30 1.473(11) . ?
N5 H5A 0.9100 . ?
N5 H5B 0.9100 . ?
N6 C36 1.431(9) . ?
N6 H6A 0.9100 . ?
N6 H6B 0.9100 . ?
N7 C41 1.341(9) . ?
N7 C37 1.356(8) . ?
N8 C46 1.333(9) . ?
N8 C42 1.356(8) . ?
N9 C49 1.332(9) . ?
N9 C53 1.356(8) . ?
N10 C58 1.348(9) . ?
N10 C54 1.362(9) . ?
N11 C66 1.469(9) . ?
N11 H11D 0.9100 . ?
N11 H11E 0.9100 . ?
N12 C72 1.456(10) . ?
N12 H12E 0.9100 . ?
N12 H12F 0.9100 . ?
N13 C74 1.439(11) . ?
N13 H13E 0.9715 . ?
N13 H13F 0.9526 . ?
C1 C2 1.381(11) . ?
C1 H1 0.9500 . ?
C2 C3 1.376(12) . ?
C2 H2 0.9500 . ?
C3 C4 1.371(12) . ?
C3 C11 1.502(11) . ?
C4 C5 1.370(11) . ?
C4 H4 0.9500 . ?
C5 C6 1.460(11) . ?
C6 C7 1.407(10) . ?
C7 C8 1.358(13) . ?
C7 H7 0.9500 . ?
C8 C9 1.403(13) . ?
C8 C12 1.515(11) . ?
C9 C10 1.368(11) . ?
C9 H9A 0.9500 . ?
C10 H10A 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.410(10) . ?
C13 H13 0.9500 . ?
C14 C15 1.375(11) . ?
C14 H14 0.9500 . ?
C15 C16 1.370(11) . ?
C15 C23 1.516(10) . ?
C16 C17 1.398(10) . ?
C16 H16 0.9500 . ?
C17 C18 1.449(11) . ?
C18 C19 1.378(10) . ?
C19 C20 1.379(11) . ?
C19 H19 0.9500 . ?
C20 C21 1.391(11) . ?
C20 C24 1.525(10) . ?
C21 C22 1.357(11) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.375(11) . ?
C25 C30 1.427(11) . ?
C26 C27 1.394(11) . ?
C26 H26 0.9500 . ?
C27 C28 1.382(13) . ?
C27 H27 0.9500 . ?
C28 C29 1.381(13) . ?
C28 H28 0.9500 . ?
C29 C30 1.366(10) . ?
C29 H29 0.9500 . ?
C31 C36 1.406(10) . ?
C31 C32 1.415(10) . ?
C32 C33 1.412(10) . ?
C32 H32 0.9500 . ?
C33 C34 1.356(12) . ?
C33 H33 0.9500 . ?
C34 C35 1.394(11) . ?
C34 H34 0.9500 . ?
C35 C36 1.398(10) . ?
C35 H35 0.9500 . ?
C37 C38 1.386(10) . ?
C37 H37 0.9500 . ?
C38 C39 1.394(11) . ?
C38 H38 0.9500 . ?
C39 C40 1.383(10) . ?
C39 C47 1.491(10) . ?
C40 C41 1.390(9) . ?
C40 H40 0.9500 . ?
C41 C42 1.475(9) . ?
C42 C43 1.413(10) . ?
C43 C44 1.375(10) . ?
C43 H43 0.9500 . ?
C44 C45 1.389(10) . ?
C44 C48 1.492(10) . ?
C45 C46 1.388(10) . ?
C45 H45 0.9500 . ?
C46 H46 0.9500 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C49 C50 1.389(9) . ?
C49 H49 0.9500 . ?
C50 C51 1.382(10) . ?
C50 H50 0.9500 . ?
C51 C52 1.387(9) . ?
C51 C59 1.507(10) . ?
C52 C53 1.393(9) . ?
C52 H52 0.9500 . ?
C53 C54 1.469(9) . ?
C54 C55 1.397(10) . ?
C55 C56 1.377(10) . ?
C55 H55 0.9500 . ?
C56 C57 1.390(11) . ?
C56 C60 1.483(10) . ?
C57 C58 1.364(10) . ?
C57 H57 0.9500 . ?
C58 H58 0.9500 . ?
C59 H59A 0.9800 . ?
C59 H59B 0.9800 . ?
C59 H59C 0.9800 . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60C 0.9800 . ?
C61 C66 1.365(10) . ?
C61 C62 1.380(10) . ?
C62 C63 1.391(10) . ?
C62 H62 0.9500 . ?
C63 C64 1.398(13) . ?
C63 H63 0.9500 . ?
C64 C65 1.364(12) . ?
C64 H64 0.9500 . ?
C65 C66 1.407(9) . ?
C65 H65 0.9500 . ?
C67 C72 1.363(10) . ?
C67 C68 1.428(10) . ?
C68 C69 1.358(10) . ?
C68 H68 0.9500 . ?
C69 C70 1.381(13) . ?
C69 H69 0.9500 . ?
C70 C71 1.357(12) . ?
C70 H70 0.9500 . ?
C71 C72 1.405(10) . ?
C71 H71 0.9500 . ?
Br5 C73 1.887(10) . ?
C73 C78 1.369(14) . ?
C73 C74 1.401(14) . ?
C74 C75 1.346(13) . ?
C75 C76 1.318(16) . ?
C75 H75 0.9500 . ?
C76 C77 1.5393(15) . ?
C76 H76 0.9500 . ?
C77 C78 1.358(14) . ?
C77 H77 0.9500 . ?
C78 H78 0.9500 . ?
O1 C79 1.452(13) . ?
O1 H1X 0.8400 . ?
C79 H79A 0.9800 . ?
C79 H79B 0.9800 . ?
C79 H79C 0.9800 . ?
O2 C80 1.415(10) . ?
O2 H2A 0.8400 . ?
C80 H80A 0.9800 . ?
C80 H80B 0.9800 . ?
C80 H80C 0.9800 . ?
O3 C81 1.470(11) . ?
O3 H3X 0.8400 . ?
C81 H81A 0.9800 . ?
C81 H81B 0.9800 . ?
C81 H81C 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
O3 H3X Br3 0.84 2.54 3.273(7) 147.1 .
O2 H2A Br3 0.84 2.51 3.287(6) 154.2 .
O1 H1X Br4 0.84 2.46 3.185(8) 144.9 1_565
N13 H13E O3 0.97 2.15 2.965(11) 140.3 .
N12 H12F Br4 0.91 2.47 3.355(6) 163.5 1_464
N12 H12E Br1 0.91 2.63 3.409(6) 144.1 1_465
N11 H11E Br2 0.91 2.47 3.365(6) 168.6 2_656
N11 H11D Br1 0.91 2.57 3.375(6) 148.4 1_465
N6 H6B Br2 0.91 2.58 3.400(6) 150.5 2_746
N6 H6A Br1 0.91 2.48 3.375(6) 170.0 .
N5 H5B Br2 0.91 2.61 3.399(6) 145.6 2_746
N5 H5A O1 0.91 2.11 2.951(10) 152.6 1_545
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
C5 N1 C1 C2 2.1(11) . . . . ?
Ni1 N1 C1 C2 -166.5(6) . . . . ?
N1 C1 C2 C3 0.4(13) . . . . ?
C1 C2 C3 C4 -3.2(12) . . . . ?
C1 C2 C3 C11 177.0(8) . . . . ?
C2 C3 C4 C5 3.4(13) . . . . ?
C11 C3 C4 C5 -176.8(8) . . . . ?
C3 C4 C5 N1 -0.8(13) . . . . ?
C3 C4 C5 C6 176.6(7) . . . . ?
C1 N1 C5 C4 -1.9(11) . . . . ?
Ni1 N1 C5 C4 168.4(6) . . . . ?
C1 N1 C5 C6 -179.6(7) . . . . ?
Ni1 N1 C5 C6 -9.3(8) . . . . ?
C10 N2 C6 C7 6.0(11) . . . . ?
Ni1 N2 C6 C7 -170.1(6) . . . . ?
C10 N2 C6 C5 -174.4(7) . . . . ?
Ni1 N2 C6 C5 9.4(8) . . . . ?
C4 C5 C6 N2 -177.9(8) . . . . ?
N1 C5 C6 N2 -0.3(10) . . . . ?
C4 C5 C6 C7 1.6(13) . . . . ?
N1 C5 C6 C7 179.2(7) . . . . ?
N2 C6 C7 C8 -1.0(12) . . . . ?
C5 C6 C7 C8 179.6(7) . . . . ?
C6 C7 C8 C9 -3.8(12) . . . . ?
C6 C7 C8 C12 174.9(8) . . . . ?
C7 C8 C9 C10 3.6(13) . . . . ?
C12 C8 C9 C10 -175.0(8) . . . . ?
C6 N2 C10 C9 -6.4(12) . . . . ?
Ni1 N2 C10 C9 169.0(6) . . . . ?
C8 C9 C10 N2 1.5(13) . . . . ?
C17 N3 C13 C14 -1.9(11) . . . . ?
Ni2 N3 C13 C14 -177.4(6) . . . . ?
N3 C13 C14 C15 4.8(12) . . . . ?
C13 C14 C15 C16 -5.1(12) . . . . ?
C13 C14 C15 C23 177.5(8) . . . . ?
C14 C15 C16 C17 2.7(12) . . . . ?
C23 C15 C16 C17 -179.9(8) . . . . ?
C13 N3 C17 C16 -0.6(11) . . . . ?
Ni2 N3 C17 C16 175.4(6) . . . . ?
C13 N3 C17 C18 179.2(7) . . . . ?
Ni2 N3 C17 C18 -4.7(8) . . . . ?
C15 C16 C17 N3 0.2(12) . . . . ?
C15 C16 C17 C18 -179.7(7) . . . . ?
C22 N4 C18 C19 0.8(11) . . . . ?
Ni2 N4 C18 C19 176.8(6) . . . . ?
C22 N4 C18 C17 178.7(6) . . . . ?
Ni2 N4 C18 C17 -5.3(8) . . . . ?
N3 C17 C18 N4 6.6(10) . . . . ?
C16 C17 C18 N4 -173.5(7) . . . . ?
N3 C17 C18 C19 -175.6(7) . . . . ?
C16 C17 C18 C19 4.3(13) . . . . ?
N4 C18 C19 C20 -0.9(12) . . . . ?
C17 C18 C19 C20 -178.6(7) . . . . ?
C18 C19 C20 C21 0.7(12) . . . . ?
C18 C19 C20 C24 179.9(7) . . . . ?
C19 C20 C21 C22 -0.5(12) . . . . ?
C24 C20 C21 C22 -179.7(8) . . . . ?
C18 N4 C22 C21 -0.6(11) . . . . ?
Ni2 N4 C22 C21 -175.9(6) . . . . ?
C20 C21 C22 N4 0.5(13) . . . . ?
N6 Ni2 C25 C26 110.6(6) . . . . ?
N3 Ni2 C25 C26 -70.3(6) . . . . ?
Ni1 Ni2 C25 C26 -166.8(6) . . . . ?
N6 Ni2 C25 C30 -76.7(6) . . . . ?
N3 Ni2 C25 C30 102.5(6) . . . . ?
Ni1 Ni2 C25 C30 5.9(6) . . . . ?
C30 C25 C26 C27 -5.0(11) . . . . ?
Ni2 C25 C26 C27 168.3(6) . . . . ?
C25 C26 C27 C28 0.2(12) . . . . ?
C26 C27 C28 C29 2.4(13) . . . . ?
C27 C28 C29 C30 0.1(12) . . . . ?
C28 C29 C30 C25 -5.3(11) . . . . ?
C28 C29 C30 N5 170.8(7) . . . . ?
C26 C25 C30 C29 7.7(11) . . . . ?
Ni2 C25 C30 C29 -165.3(6) . . . . ?
C26 C25 C30 N5 -168.4(6) . . . . ?
Ni2 C25 C30 N5 18.6(9) . . . . ?
Ni1 N5 C30 C29 141.2(6) . . . . ?
Ni1 N5 C30 C25 -42.6(8) . . . . ?
N1 Ni1 C31 C36 100.5(6) . . . . ?
N5 Ni1 C31 C36 -72.3(6) . . . . ?
Ni2 Ni1 C31 C36 11.9(6) . . . . ?
N1 Ni1 C31 C32 -76.8(6) . . . . ?
N5 Ni1 C31 C32 110.4(6) . . . . ?
Ni2 Ni1 C31 C32 -165.5(6) . . . . ?
C36 C31 C32 C33 0.9(11) . . . . ?
Ni1 C31 C32 C33 178.4(6) . . . . ?
C31 C32 C33 C34 -2.4(12) . . . . ?
C32 C33 C34 C35 2.5(12) . . . . ?
C33 C34 C35 C36 -1.1(12) . . . . ?
C34 C35 C36 C31 -0.4(11) . . . . ?
C34 C35 C36 N6 175.6(7) . . . . ?
C32 C31 C36 C35 0.5(10) . . . . ?
Ni1 C31 C36 C35 -176.8(6) . . . . ?
C32 C31 C36 N6 -175.5(6) . . . . ?
Ni1 C31 C36 N6 7.2(9) . . . . ?
Ni2 N6 C36 C35 150.7(5) . . . . ?
Ni2 N6 C36 C31 -33.3(8) . . . . ?
C41 N7 C37 C38 2.9(11) . . . . ?
Ni4 N7 C37 C38 -172.2(6) . . . . ?
N7 C37 C38 C39 0.1(12) . . . . ?
C37 C38 C39 C40 -2.3(12) . . . . ?
C37 C38 C39 C47 175.8(7) . . . . ?
C38 C39 C40 C41 1.5(11) . . . . ?
C47 C39 C40 C41 -176.6(7) . . . . ?
C37 N7 C41 C40 -3.7(11) . . . . ?
Ni4 N7 C41 C40 172.1(6) . . . . ?
C37 N7 C41 C42 177.7(6) . . . . ?
Ni4 N7 C41 C42 -6.5(8) . . . . ?
C39 C40 C41 N7 1.6(12) . . . . ?
C39 C40 C41 C42 -179.9(7) . . . . ?
C46 N8 C42 C43 0.1(11) . . . . ?
Ni4 N8 C42 C43 -169.5(6) . . . . ?
C46 N8 C42 C41 179.6(6) . . . . ?
Ni4 N8 C42 C41 10.0(8) . . . . ?
N7 C41 C42 N8 -2.2(9) . . . . ?
C40 C41 C42 N8 179.2(7) . . . . ?
N7 C41 C42 C43 177.3(7) . . . . ?
C40 C41 C42 C43 -1.3(11) . . . . ?
N8 C42 C43 C44 1.2(12) . . . . ?
C41 C42 C43 C44 -178.3(7) . . . . ?
C42 C43 C44 C45 -2.5(12) . . . . ?
C42 C43 C44 C48 173.8(8) . . . . ?
C43 C44 C45 C46 2.6(12) . . . . ?
C48 C44 C45 C46 -173.5(8) . . . . ?
C42 N8 C46 C45 0.1(11) . . . . ?
Ni4 N8 C46 C45 168.1(6) . . . . ?
C44 C45 C46 N8 -1.4(13) . . . . ?
C53 N9 C49 C50 -0.8(11) . . . . ?
Ni3 N9 C49 C50 176.7(6) . . . . ?
N9 C49 C50 C51 0.6(11) . . . . ?
C49 C50 C51 C52 -0.6(11) . . . . ?
C49 C50 C51 C59 -180.0(7) . . . . ?
C50 C51 C52 C53 0.9(11) . . . . ?
C59 C51 C52 C53 -179.7(7) . . . . ?
C49 N9 C53 C52 1.1(11) . . . . ?
Ni3 N9 C53 C52 -176.8(6) . . . . ?
C49 N9 C53 C54 179.4(6) . . . . ?
Ni3 N9 C53 C54 1.6(8) . . . . ?
C51 C52 C53 N9 -1.2(11) . . . . ?
C51 C52 C53 C54 -179.3(7) . . . . ?
C58 N10 C54 C55 -0.1(11) . . . . ?
Ni3 N10 C54 C55 -177.4(6) . . . . ?
C58 N10 C54 C53 179.1(6) . . . . ?
Ni3 N10 C54 C53 1.8(8) . . . . ?
N9 C53 C54 N10 -2.2(10) . . . . ?
C52 C53 C54 N10 176.1(7) . . . . ?
N9 C53 C54 C55 176.9(7) . . . . ?
C52 C53 C54 C55 -4.8(12) . . . . ?
N10 C54 C55 C56 0.2(12) . . . . ?
C53 C54 C55 C56 -178.9(7) . . . . ?
C54 C55 C56 C57 -1.3(11) . . . . ?
C54 C55 C56 C60 178.6(8) . . . . ?
C55 C56 C57 C58 2.5(12) . . . . ?
C60 C56 C57 C58 -177.5(8) . . . . ?
C54 N10 C58 C57 1.3(11) . . . . ?
Ni3 N10 C58 C57 178.1(6) . . . . ?
C56 C57 C58 N10 -2.6(13) . . . . ?
C66 C61 C62 C63 3.6(10) . . . . ?
Ni4 C61 C62 C63 -178.9(5) . . . . ?
C61 C62 C63 C64 -1.6(11) . . . . ?
C62 C63 C64 C65 -0.4(12) . . . . ?
C63 C64 C65 C66 0.5(12) . . . . ?
C62 C61 C66 C65 -3.5(10) . . . . ?
Ni4 C61 C66 C65 179.1(5) . . . . ?
C62 C61 C66 N11 173.4(6) . . . . ?
Ni4 C61 C66 N11 -4.1(9) . . . . ?
C64 C65 C66 C61 1.6(11) . . . . ?
C64 C65 C66 N11 -175.4(7) . . . . ?
Ni3 N11 C66 C61 31.8(8) . . . . ?
Ni3 N11 C66 C65 -151.2(5) . . . . ?
C72 C67 C68 C69 0.1(11) . . . . ?
Ni3 C67 C68 C69 -175.6(6) . . . . ?
C67 C68 C69 C70 4.1(12) . . . . ?
C68 C69 C70 C71 -4.7(13) . . . . ?
C69 C70 C71 C72 1.0(12) . . . . ?
C68 C67 C72 C71 -3.8(10) . . . . ?
Ni3 C67 C72 C71 171.6(5) . . . . ?
C68 C67 C72 N12 171.8(6) . . . . ?
Ni3 C67 C72 N12 -12.7(9) . . . . ?
C70 C71 C72 C67 3.4(11) . . . . ?
C70 C71 C72 N12 -172.4(7) . . . . ?
Ni4 N12 C72 C67 39.1(8) . . . . ?
Ni4 N12 C72 C71 -145.2(5) . . . . ?
C78 C73 C74 C75 3.3(14) . . . . ?
Br5 C73 C74 C75 179.1(7) . . . . ?
C78 C73 C74 N13 -178.2(9) . . . . ?
Br5 C73 C74 N13 -2.3(12) . . . . ?
C73 C74 C75 C76 -2.9(15) . . . . ?
N13 C74 C75 C76 178.6(9) . . . . ?
C74 C75 C76 C77 1.5(15) . . . . ?
C75 C76 C77 C78 -0.6(14) . . . . ?
C76 C77 C78 C73 1.2(15) . . . . ?
C74 C73 C78 C77 -2.6(16) . . . . ?
Br5 C73 C78 C77 -178.4(8) . . . . ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.463 0.126 0.775 335 97 ' '
2 0.537 0.626 0.224 335 97 ' '
