#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/97/2229719.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2229719
loop_
_publ_author_name
'Harding, David J.'
'Harding, Phimphaka'
'Adams, Harry'
_publ_section_title
;
 (Di-2-pyridylamine-κ²N,N')[hydrotris(3,5-diphenylpyrazol-1-yl-κN²)borato]nickel(II)
 bromide dichloromethane monosolvate
;
_journal_coeditor_code           IS2690
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m477
_journal_page_last               m478
_journal_paper_doi               10.1107/S1600536811010233
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac
'[Ni (C45 H34 B N6) (C10 H9 N3)] Br, C H2 Cl2'
_chemical_formula_moiety         'C55 H43 B N9 Ni +, Br -, C H2 Cl2'
_chemical_formula_sum            'C56 H45 B Br Cl2 N9 Ni'
_chemical_formula_weight         1064.34
_chemical_name_systematic
;
(Di-2-pyridylamine-κ²N,N')[hydrotris(3,5-diphenylpyrazol-
1-yl-κN²)borato]nickel(II) bromide dichloromethane monosolvate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                91.314(6)
_cell_angle_beta                 99.245(6)
_cell_angle_gamma                101.968(6)
_cell_formula_units_Z            2
_cell_length_a                   10.3263(13)
_cell_length_b                   13.9040(16)
_cell_length_c                   17.622(2)
_cell_measurement_reflns_used    9896
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.60
_cell_measurement_theta_min      2.18
_cell_volume                     2438.8(5)
_computing_cell_refinement       'SAINT (Bruker, 2008)'
_computing_data_collection       'APEX2 (Bruker, 2008)'
_computing_data_reduction        'SAINT (Bruker, 2008)'
_computing_molecular_graphics    'X-SEED (Barbour, 2001)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0609
_diffrn_reflns_av_sigmaI/netI    0.0551
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            44352
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.84
_diffrn_reflns_theta_min         1.50
_exptl_absorpt_coefficient_mu    1.376
_exptl_absorpt_correction_T_max  0.6672
_exptl_absorpt_correction_T_min  0.6159
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 1997)'
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.449
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1092
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.32
_refine_diff_density_max         1.403
_refine_diff_density_min         -1.664
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     631
_refine_ls_number_reflns         11127
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.111
_refine_ls_R_factor_all          0.0663
_refine_ls_R_factor_gt           0.0545
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1045P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1509
_refine_ls_wR_factor_ref         0.1608
_reflns_number_gt                9003
_reflns_number_total             11127
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            is2690.cif
_cod_data_source_block           I
_cod_database_code               2229719
_cod_database_fobs_code          2229719
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni Ni1 0.17841(3) 0.77166(2) 0.740382(18) 0.01490(11) Uani d . 1 . .
Br Br1 0.71112(3) 0.348348(18) 0.589511(15) 0.02187(10) Uani d . 1 . .
B B1 0.1614(3) 0.7995(2) 0.91011(17) 0.0167(6) Uani d . 1 . .
H H1 0.1524 0.8086 0.9653 0.020 Uiso calc R 1 . .
N N1 0.0212(2) 0.75539(15) 0.86037(12) 0.0154(5) Uani d . 1 . .
N N2 0.0066(2) 0.76151(15) 0.78204(12) 0.0163(5) Uani d . 1 . .
N N3 0.2582(2) 0.72881(15) 0.90199(12) 0.0154(5) Uani d . 1 . .
N N4 0.2806(2) 0.70719(15) 0.82967(12) 0.0175(5) Uani d . 1 . .
N N5 0.2252(2) 0.89938(15) 0.87984(12) 0.0164(5) Uani d . 1 . .
N N6 0.2588(2) 0.90142(16) 0.80706(12) 0.0169(5) Uani d . 1 . .
N N7 0.1159(2) 0.63742(15) 0.68289(12) 0.0159(5) Uani d . 1 . .
N N8 0.1395(2) 0.83385(15) 0.63884(12) 0.0172(5) Uani d . 1 . .
N N9 0.1782(2) 0.69877(16) 0.56775(13) 0.0201(5) Uani d . 1 . .
H H9 0.2220 0.6853 0.5313 0.024 Uiso calc R 1 . .
C C1 -0.1233(3) 0.72381(18) 0.75315(15) 0.0167(5) Uani d . 1 . .
C C2 -0.1929(3) 0.69319(19) 0.81296(15) 0.0191(6) Uani d . 1 . .
H H2 -0.2858 0.6643 0.8086 0.023 Uiso calc R 1 . .
C C3 -0.0993(3) 0.71340(18) 0.87993(15) 0.0172(5) Uani d . 1 . .
C C4 0.3598(3) 0.64079(19) 0.83670(16) 0.0181(6) Uani d . 1 . .
C C5 0.3875(3) 0.61909(19) 0.91359(16) 0.0193(6) Uani d . 1 . .
H H5 0.4402 0.5744 0.9343 0.023 Uiso calc R 1 . .
C C6 0.3223(3) 0.67601(18) 0.95385(15) 0.0172(5) Uani d . 1 . .
C C7 0.3332(3) 0.99165(19) 0.80075(15) 0.0183(6) Uani d . 1 . .
C C8 0.3454(3) 1.04946(19) 0.86828(15) 0.0204(6) Uani d . 1 . .
H H8 0.3904 1.1165 0.8783 0.024 Uiso calc R 1 . .
C C9 0.2790(3) 0.98969(18) 0.91788(15) 0.0182(5) Uani d . 1 . .
C C10 -0.1756(3) 0.71772(18) 0.66903(15) 0.0172(5) Uani d . 1 . .
C C11 -0.2090(3) 0.62684(19) 0.62742(15) 0.0190(6) Uani d . 1 . .
H H11 -0.1958 0.5690 0.6525 0.023 Uiso calc R 1 . .
C C12 -0.2617(3) 0.6208(2) 0.54935(16) 0.0230(6) Uani d . 1 . .
H H12 -0.2840 0.5589 0.5212 0.028 Uiso calc R 1 . .
C C13 -0.2819(3) 0.7046(2) 0.51233(16) 0.0268(7) Uani d . 1 . .
H H13 -0.3166 0.7001 0.4588 0.032 Uiso calc R 1 . .
C C14 -0.2515(3) 0.7950(2) 0.55343(18) 0.0300(7) Uani d . 1 . .
H H14 -0.2671 0.8523 0.5284 0.036 Uiso calc R 1 . .
C C15 -0.1980(3) 0.8013(2) 0.63165(16) 0.0244(6) Uani d . 1 . .
H H15 -0.1767 0.8633 0.6597 0.029 Uiso calc R 1 . .
C C16 -0.1198(3) 0.69039(19) 0.95942(15) 0.0194(6) Uani d . 1 . .
C C17 -0.2312(3) 0.7111(2) 0.98612(17) 0.0271(7) Uani d . 1 . .
H H17 -0.2902 0.7434 0.9544 0.033 Uiso calc R 1 . .
C C18 -0.2570(3) 0.6849(2) 1.05885(19) 0.0337(7) Uani d . 1 . .
H H18 -0.3335 0.6993 1.0765 0.040 Uiso calc R 1 . .
C C19 -0.1708(3) 0.6378(2) 1.10556(17) 0.0305(7) Uani d . 1 . .
H H19 -0.1871 0.6210 1.1556 0.037 Uiso calc R 1 . .
C C20 -0.0605(3) 0.6154(2) 1.07857(17) 0.0291(7) Uani d . 1 . .
H H20 -0.0023 0.5820 1.1099 0.035 Uiso calc R 1 . .
C C21 -0.0354(3) 0.6417(2) 1.00588(16) 0.0238(6) Uani d . 1 . .
H H21 0.0402 0.6263 0.9878 0.029 Uiso calc R 1 . .
C C22 0.4052(3) 0.6003(2) 0.76987(15) 0.0182(6) Uani d . 1 . .
C C23 0.4300(3) 0.6555(2) 0.70647(16) 0.0211(6) Uani d . 1 . .
H H23 0.4216 0.7222 0.7069 0.025 Uiso calc R 1 . .
C C24 0.4666(3) 0.6145(2) 0.64297(17) 0.0256(6) Uani d . 1 . .
H H24 0.4823 0.6528 0.6001 0.031 Uiso calc R 1 . .
C C25 0.4805(3) 0.5171(2) 0.64191(17) 0.0263(7) Uani d . 1 . .
H H25 0.5043 0.4884 0.5982 0.032 Uiso calc R 1 . .
C C26 0.4593(3) 0.4626(2) 0.70501(18) 0.0268(7) Uani d . 1 . .
H H26 0.4705 0.3964 0.7047 0.032 Uiso calc R 1 . .
C C27 0.4221(3) 0.5027(2) 0.76876(16) 0.0223(6) Uani d . 1 . .
H H27 0.4081 0.4641 0.8117 0.027 Uiso calc R 1 . .
C C28 0.3184(3) 0.6792(2) 1.03712(15) 0.0181(6) Uani d . 1 . .
C C29 0.2987(3) 0.5906(2) 1.07436(16) 0.0226(6) Uani d . 1 . .
H H29 0.2902 0.5301 1.0459 0.027 Uiso calc R 1 . .
C C30 0.2915(3) 0.5901(2) 1.15211(17) 0.0272(7) Uani d . 1 . .
H H30 0.2781 0.5296 1.1766 0.033 Uiso calc R 1 . .
C C31 0.3041(3) 0.6788(2) 1.19455(17) 0.0277(7) Uani d . 1 . .
H H31 0.2987 0.6786 1.2479 0.033 Uiso calc R 1 . .
C C32 0.3245(3) 0.7671(2) 1.15847(16) 0.0258(7) Uani d . 1 . .
H H32 0.3333 0.8274 1.1873 0.031 Uiso calc R 1 . .
C C33 0.3322(3) 0.7679(2) 1.08051(16) 0.0206(6) Uani d . 1 . .
H H33 0.3469 0.8288 1.0564 0.025 Uiso calc R 1 . .
C C34 0.3926(3) 1.01965(19) 0.73153(16) 0.0195(6) Uani d . 1 . .
C C35 0.4073(3) 1.1167(2) 0.70869(16) 0.0236(6) Uani d . 1 . .
H H35 0.3789 1.1643 0.7379 0.028 Uiso calc R 1 . .
C C36 0.4633(3) 1.1438(2) 0.64353(17) 0.0286(7) Uani d . 1 . .
H H36 0.4718 1.2095 0.6280 0.034 Uiso calc R 1 . .
C C37 0.5063(3) 1.0755(2) 0.60158(18) 0.0320(7) Uani d . 1 . .
H H37 0.5444 1.0942 0.5571 0.038 Uiso calc R 1 . .
C C38 0.4943(3) 0.9794(2) 0.62384(17) 0.0300(7) Uani d . 1 . .
H H38 0.5232 0.9323 0.5944 0.036 Uiso calc R 1 . .
C C39 0.4395(3) 0.9522(2) 0.68946(16) 0.0217(6) Uani d . 1 . .
H H39 0.4342 0.8870 0.7056 0.026 Uiso calc R 1 . .
C C40 0.2741(3) 1.01458(18) 0.99895(15) 0.0172(5) Uani d . 1 . .
C C41 0.1596(3) 0.9867(2) 1.03282(16) 0.0215(6) Uani d . 1 . .
H H41 0.0803 0.9470 1.0038 0.026 Uiso calc R 1 . .
C C42 0.1612(3) 1.0169(2) 1.10893(17) 0.0248(6) Uani d . 1 . .
H H42 0.0830 0.9980 1.1316 0.030 Uiso calc R 1 . .
C C43 0.2772(3) 1.0748(2) 1.15167(16) 0.0260(7) Uani d . 1 . .
H H43 0.2781 1.0951 1.2036 0.031 Uiso calc R 1 . .
C C44 0.3913(3) 1.1028(2) 1.11900(16) 0.0230(6) Uani d . 1 . .
H H44 0.4705 1.1423 1.1484 0.028 Uiso calc R 1 . .
C C45 0.3897(3) 1.07291(19) 1.04271(16) 0.0205(6) Uani d . 1 . .
H H45 0.4681 1.0924 1.0202 0.025 Uiso calc R 1 . .
C C46 0.0691(3) 0.55904(19) 0.72256(16) 0.0186(6) Uani d . 1 . .
H H46 0.0511 0.5711 0.7727 0.022 Uiso calc R 1 . .
C C47 0.0465(3) 0.4634(2) 0.69425(17) 0.0224(6) Uani d . 1 . .
H H47 0.0138 0.4103 0.7239 0.027 Uiso calc R 1 . .
C C48 0.0729(3) 0.4465(2) 0.62035(16) 0.0240(6) Uani d . 1 . .
H H48 0.0591 0.3811 0.5990 0.029 Uiso calc R 1 . .
C C49 0.1187(3) 0.52491(19) 0.57875(16) 0.0206(6) Uani d . 1 . .
H H49 0.1385 0.5144 0.5288 0.025 Uiso calc R 1 . .
C C50 0.1360(3) 0.62104(19) 0.61122(15) 0.0173(5) Uani d . 1 . .
C C51 0.1619(3) 0.79498(18) 0.57285(15) 0.0182(6) Uani d . 1 . .
C C52 0.1712(3) 0.84904(19) 0.50696(16) 0.0214(6) Uani d . 1 . .
H H52 0.1905 0.8206 0.4616 0.026 Uiso calc R 1 . .
C C53 0.1520(3) 0.9442(2) 0.50915(16) 0.0238(6) Uani d . 1 . .
H H53 0.1585 0.9824 0.4654 0.029 Uiso calc R 1 . .
C C54 0.1228(3) 0.98380(19) 0.57604(16) 0.0232(6) Uani d . 1 . .
H H54 0.1076 1.0488 0.5785 0.028 Uiso calc R 1 . .
C C55 0.1166(3) 0.92684(19) 0.63817(16) 0.0207(6) Uani d . 1 . .
H H55 0.0950 0.9537 0.6834 0.025 Uiso calc R 1 . .
C C1S 0.9342(3) 0.1996(2) 0.72085(19) 0.0298(7) Uani d . 1 . .
H H1S1 0.9397 0.2196 0.7757 0.036 Uiso calc R 1 . .
H H1S2 0.8902 0.2455 0.6892 0.036 Uiso calc R 1 . .
Cl Cl1 0.83690(9) 0.07892(6) 0.70135(5) 0.0398(2) Uani d . 1 . .
Cl Cl2 1.09888(9) 0.20725(6) 0.70032(6) 0.0431(2) Uani d . 1 . .
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'
B B 0.0013 0.0007 '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'
Br Br -0.2901 2.4595 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N2 Ni1 N8 . . 102.80(9) ?
N2 Ni1 N7 . . 93.15(8) ?
N8 Ni1 N7 . . 88.45(9) ?
N2 Ni1 N6 . . 89.55(8) ?
N8 Ni1 N6 . . 96.98(9) ?
N7 Ni1 N6 . . 173.26(9) ?
N2 Ni1 N4 . . 97.52(9) ?
N8 Ni1 N4 . . 159.63(9) ?
N7 Ni1 N4 . . 89.09(9) ?
N6 Ni1 N4 . . 84.44(9) ?
N5 B1 N3 . . 106.6(2) ?
N5 B1 N1 . . 110.5(2) ?
N3 B1 N1 . . 109.2(2) ?
N5 B1 H1 . . 110.2 ?
N3 B1 H1 . . 110.2 ?
N1 B1 H1 . . 110.2 ?
C3 N1 N2 . . 109.4(2) ?
C3 N1 B1 . . 132.0(2) ?
N2 N1 B1 . . 118.5(2) ?
C1 N2 N1 . . 107.1(2) ?
C1 N2 Ni1 . . 133.80(17) ?
N1 N2 Ni1 . . 113.87(16) ?
C6 N3 N4 . . 109.7(2) ?
C6 N3 B1 . . 132.2(2) ?
N4 N3 B1 . . 117.9(2) ?
C4 N4 N3 . . 107.0(2) ?
C4 N4 Ni1 . . 136.90(18) ?
N3 N4 Ni1 . . 115.86(16) ?
C9 N5 N6 . . 108.8(2) ?
C9 N5 B1 . . 130.7(2) ?
N6 N5 B1 . . 119.5(2) ?
C7 N6 N5 . . 107.3(2) ?
C7 N6 Ni1 . . 139.13(18) ?
N5 N6 Ni1 . . 113.57(15) ?
C50 N7 C46 . . 118.4(2) ?
C50 N7 Ni1 . . 122.66(17) ?
C46 N7 Ni1 . . 118.26(16) ?
C51 N8 C55 . . 117.2(2) ?
C51 N8 Ni1 . . 121.62(19) ?
C55 N8 Ni1 . . 119.78(18) ?
C50 N9 C51 . . 129.6(2) ?
C50 N9 H9 . . 115.2 ?
C51 N9 H9 . . 115.2 ?
N2 C1 C2 . . 109.6(2) ?
N2 C1 C10 . . 121.9(2) ?
C2 C1 C10 . . 128.5(2) ?
C3 C2 C1 . . 106.1(2) ?
C3 C2 H2 . . 127.0 ?
C1 C2 H2 . . 127.0 ?
N1 C3 C2 . . 107.8(2) ?
N1 C3 C16 . . 124.3(2) ?
C2 C3 C16 . . 127.9(2) ?
N4 C4 C5 . . 109.6(2) ?
N4 C4 C22 . . 122.3(2) ?
C5 C4 C22 . . 128.1(3) ?
C6 C5 C4 . . 106.1(2) ?
C6 C5 H5 . . 127.0 ?
C4 C5 H5 . . 127.0 ?
N3 C6 C5 . . 107.6(2) ?
N3 C6 C28 . . 124.7(2) ?
C5 C6 C28 . . 127.7(3) ?
N6 C7 C8 . . 109.8(2) ?
N6 C7 C34 . . 122.6(2) ?
C8 C7 C34 . . 127.6(2) ?
C9 C8 C7 . . 106.3(2) ?
C9 C8 H8 . . 126.8 ?
C7 C8 H8 . . 126.8 ?
N5 C9 C8 . . 107.8(2) ?
N5 C9 C40 . . 125.3(2) ?
C8 C9 C40 . . 126.8(2) ?
C15 C10 C11 . . 119.2(2) ?
C15 C10 C1 . . 120.6(2) ?
C11 C10 C1 . . 120.1(2) ?
C12 C11 C10 . . 120.1(3) ?
C12 C11 H11 . . 120.0 ?
C10 C11 H11 . . 120.0 ?
C13 C12 C11 . . 120.4(3) ?
C13 C12 H12 . . 119.8 ?
C11 C12 H12 . . 119.8 ?
C12 C13 C14 . . 120.0(3) ?
C12 C13 H13 . . 120.0 ?
C14 C13 H13 . . 120.0 ?
C13 C14 C15 . . 119.7(3) ?
C13 C14 H14 . . 120.1 ?
C15 C14 H14 . . 120.1 ?
C10 C15 C14 . . 120.6(3) ?
C10 C15 H15 . . 119.7 ?
C14 C15 H15 . . 119.7 ?
C21 C16 C17 . . 119.1(3) ?
C21 C16 C3 . . 121.2(3) ?
C17 C16 C3 . . 119.5(3) ?
C16 C17 C18 . . 120.7(3) ?
C16 C17 H17 . . 119.7 ?
C18 C17 H17 . . 119.7 ?
C19 C18 C17 . . 119.9(3) ?
C19 C18 H18 . . 120.0 ?
C17 C18 H18 . . 120.0 ?
C18 C19 C20 . . 119.6(3) ?
C18 C19 H19 . . 120.2 ?
C20 C19 H19 . . 120.2 ?
C21 C20 C19 . . 120.1(3) ?
C21 C20 H20 . . 120.0 ?
C19 C20 H20 . . 120.0 ?
C16 C21 C20 . . 120.6(3) ?
C16 C21 H21 . . 119.7 ?
C20 C21 H21 . . 119.7 ?
C23 C22 C27 . . 118.4(2) ?
C23 C22 C4 . . 122.1(2) ?
C27 C22 C4 . . 119.5(3) ?
C24 C23 C22 . . 121.1(3) ?
C24 C23 H23 . . 119.5 ?
C22 C23 H23 . . 119.5 ?
C23 C24 C25 . . 120.0(3) ?
C23 C24 H24 . . 120.0 ?
C25 C24 H24 . . 120.0 ?
C26 C25 C24 . . 119.4(3) ?
C26 C25 H25 . . 120.3 ?
C24 C25 H25 . . 120.3 ?
C25 C26 C27 . . 121.1(3) ?
C25 C26 H26 . . 119.4 ?
C27 C26 H26 . . 119.4 ?
C26 C27 C22 . . 120.0(3) ?
C26 C27 H27 . . 120.0 ?
C22 C27 H27 . . 120.0 ?
C29 C28 C33 . . 118.7(2) ?
C29 C28 C6 . . 118.9(2) ?
C33 C28 C6 . . 122.4(2) ?
C30 C29 C28 . . 120.8(3) ?
C30 C29 H29 . . 119.6 ?
C28 C29 H29 . . 119.6 ?
C29 C30 C31 . . 120.0(3) ?
C29 C30 H30 . . 120.0 ?
C31 C30 H30 . . 120.0 ?
C32 C31 C30 . . 119.8(3) ?
C32 C31 H31 . . 120.1 ?
C30 C31 H31 . . 120.1 ?
C33 C32 C31 . . 120.4(3) ?
C33 C32 H32 . . 119.8 ?
C31 C32 H32 . . 119.8 ?
C32 C33 C28 . . 120.3(3) ?
C32 C33 H33 . . 119.8 ?
C28 C33 H33 . . 119.8 ?
C39 C34 C35 . . 118.6(3) ?
C39 C34 C7 . . 121.2(2) ?
C35 C34 C7 . . 120.1(3) ?
C36 C35 C34 . . 120.5(3) ?
C36 C35 H35 . . 119.8 ?
C34 C35 H35 . . 119.8 ?
C37 C36 C35 . . 120.0(3) ?
C37 C36 H36 . . 120.0 ?
C35 C36 H36 . . 120.0 ?
C36 C37 C38 . . 120.4(3) ?
C36 C37 H37 . . 119.8 ?
C38 C37 H37 . . 119.8 ?
C37 C38 C39 . . 119.8(3) ?
C37 C38 H38 . . 120.1 ?
C39 C38 H38 . . 120.1 ?
C34 C39 C38 . . 120.7(3) ?
C34 C39 H39 . . 119.7 ?
C38 C39 H39 . . 119.7 ?
C41 C40 C45 . . 118.9(2) ?
C41 C40 C9 . . 123.7(2) ?
C45 C40 C9 . . 117.3(2) ?
C42 C41 C40 . . 120.3(3) ?
C42 C41 H41 . . 119.8 ?
C40 C41 H41 . . 119.8 ?
C43 C42 C41 . . 120.0(3) ?
C43 C42 H42 . . 120.0 ?
C41 C42 H42 . . 120.0 ?
C44 C43 C42 . . 120.4(3) ?
C44 C43 H43 . . 119.8 ?
C42 C43 H43 . . 119.8 ?
C43 C44 C45 . . 119.7(3) ?
C43 C44 H44 . . 120.1 ?
C45 C44 H44 . . 120.1 ?
C44 C45 C40 . . 120.7(3) ?
C44 C45 H45 . . 119.6 ?
C40 C45 H45 . . 119.6 ?
N7 C46 C47 . . 123.5(3) ?
N7 C46 H46 . . 118.2 ?
C47 C46 H46 . . 118.2 ?
C46 C47 C48 . . 117.8(3) ?
C46 C47 H47 . . 121.1 ?
C48 C47 H47 . . 121.1 ?
C49 C48 C47 . . 119.6(3) ?
C49 C48 H48 . . 120.2 ?
C47 C48 H48 . . 120.2 ?
C48 C49 C50 . . 119.0(3) ?
C48 C49 H49 . . 120.5 ?
C50 C49 H49 . . 120.5 ?
N7 C50 N9 . . 120.3(2) ?
N7 C50 C49 . . 121.5(2) ?
N9 C50 C49 . . 118.2(2) ?
N8 C51 N9 . . 120.6(2) ?
N8 C51 C52 . . 122.3(2) ?
N9 C51 C52 . . 117.1(2) ?
C53 C52 C51 . . 118.8(3) ?
C53 C52 H52 . . 120.6 ?
C51 C52 H52 . . 120.6 ?
C52 C53 C54 . . 119.4(3) ?
C52 C53 H53 . . 120.3 ?
C54 C53 H53 . . 120.3 ?
C55 C54 C53 . . 118.4(3) ?
C55 C54 H54 . . 120.8 ?
C53 C54 H54 . . 120.8 ?
N8 C55 C54 . . 123.7(3) ?
N8 C55 H55 . . 118.1 ?
C54 C55 H55 . . 118.1 ?
Cl1 C1S Cl2 . . 111.10(16) ?
Cl1 C1S H1S1 . . 109.4 ?
Cl2 C1S H1S1 . . 109.4 ?
Cl1 C1S H1S2 . . 109.4 ?
Cl2 C1S H1S2 . . 109.4 ?
H1S1 C1S H1S2 . . 108.0 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 N2 . 2.006(2) y
Ni1 N8 . 2.024(2) y
Ni1 N7 . 2.032(2) y
Ni1 N6 . 2.072(2) y
Ni1 N4 . 2.078(2) y
B1 N5 . 1.553(4) ?
B1 N3 . 1.560(4) ?
B1 N1 . 1.562(4) ?
B1 H1 . 1.0000 ?
N1 C3 . 1.362(3) ?
N1 N2 . 1.371(3) ?
N2 C1 . 1.346(3) ?
N3 C6 . 1.360(3) ?
N3 N4 . 1.369(3) ?
N4 C4 . 1.350(4) ?
N5 C9 . 1.374(3) ?
N5 N6 . 1.381(3) ?
N6 C7 . 1.345(3) ?
N7 C50 . 1.335(3) ?
N7 C46 . 1.354(3) ?
N8 C51 . 1.345(3) ?
N8 C55 . 1.362(4) ?
N9 C50 . 1.376(3) ?
N9 C51 . 1.385(3) ?
N9 H9 . 0.8800 ?
C1 C2 . 1.395(4) ?
C1 C10 . 1.488(4) ?
C2 C3 . 1.383(4) ?
C2 H2 . 0.9500 ?
C3 C16 . 1.482(4) ?
C4 C5 . 1.392(4) ?
C4 C22 . 1.477(4) ?
C5 C6 . 1.390(4) ?
C5 H5 . 0.9500 ?
C6 C28 . 1.474(4) ?
C7 C8 . 1.394(4) ?
C7 C34 . 1.476(4) ?
C8 C9 . 1.384(4) ?
C8 H8 . 0.9500 ?
C9 C40 . 1.473(4) ?
C10 C15 . 1.392(4) ?
C10 C11 . 1.396(3) ?
C11 C12 . 1.390(4) ?
C11 H11 . 0.9500 ?
C12 C13 . 1.385(4) ?
C12 H12 . 0.9500 ?
C13 C14 . 1.387(4) ?
C13 H13 . 0.9500 ?
C14 C15 . 1.394(4) ?
C14 H14 . 0.9500 ?
C15 H15 . 0.9500 ?
C16 C21 . 1.388(4) ?
C16 C17 . 1.390(4) ?
C17 C18 . 1.392(4) ?
C17 H17 . 0.9500 ?
C18 C19 . 1.389(5) ?
C18 H18 . 0.9500 ?
C19 C20 . 1.391(5) ?
C19 H19 . 0.9500 ?
C20 C21 . 1.390(4) ?
C20 H20 . 0.9500 ?
C21 H21 . 0.9500 ?
C22 C23 . 1.397(4) ?
C22 C27 . 1.404(4) ?
C23 C24 . 1.384(4) ?
C23 H23 . 0.9500 ?
C24 C25 . 1.390(4) ?
C24 H24 . 0.9500 ?
C25 C26 . 1.381(4) ?
C25 H25 . 0.9500 ?
C26 C27 . 1.385(4) ?
C26 H26 . 0.9500 ?
C27 H27 . 0.9500 ?
C28 C29 . 1.402(4) ?
C28 C33 . 1.405(4) ?
C29 C30 . 1.384(4) ?
C29 H29 . 0.9500 ?
C30 C31 . 1.398(4) ?
C30 H30 . 0.9500 ?
C31 C32 . 1.389(4) ?
C31 H31 . 0.9500 ?
C32 C33 . 1.389(4) ?
C32 H32 . 0.9500 ?
C33 H33 . 0.9500 ?
C34 C39 . 1.391(4) ?
C34 C35 . 1.402(4) ?
C35 C36 . 1.392(4) ?
C35 H35 . 0.9500 ?
C36 C37 . 1.376(5) ?
C36 H36 . 0.9500 ?
C37 C38 . 1.387(5) ?
C37 H37 . 0.9500 ?
C38 C39 . 1.393(4) ?
C38 H38 . 0.9500 ?
C39 H39 . 0.9500 ?
C40 C41 . 1.397(4) ?
C40 C45 . 1.397(4) ?
C41 C42 . 1.393(4) ?
C41 H41 . 0.9500 ?
C42 C43 . 1.390(4) ?
C42 H42 . 0.9500 ?
C43 C44 . 1.381(4) ?
C43 H43 . 0.9500 ?
C44 C45 . 1.395(4) ?
C44 H44 . 0.9500 ?
C45 H45 . 0.9500 ?
C46 C47 . 1.370(4) ?
C46 H46 . 0.9500 ?
C47 C48 . 1.397(4) ?
C47 H47 . 0.9500 ?
C48 C49 . 1.373(4) ?
C48 H48 . 0.9500 ?
C49 C50 . 1.407(3) ?
C49 H49 . 0.9500 ?
C51 C52 . 1.403(4) ?
C52 C53 . 1.378(4) ?
C52 H52 . 0.9500 ?
C53 C54 . 1.392(4) ?
C53 H53 . 0.9500 ?
C54 C55 . 1.368(4) ?
C54 H54 . 0.9500 ?
C55 H55 . 0.9500 ?
C1S Cl1 . 1.762(3) ?
C1S Cl2 . 1.777(3) ?
C1S H1S1 . 0.9900 ?
C1S H1S2 . 0.9900 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N9 H9 Br1 2_666 0.88 2.41 3.265(2) 165.2
C52 H52 Br1 2_666 0.95 2.92 3.706(3) 140.3
C31 H31 Br1 2_667 0.95 2.91 3.858(3) 172.4
