#------------------------------------------------------------------------------
#$Date: 2016-03-25 10:01:37 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179737 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/33/7003364.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_7003364
loop_
_publ_author_name
'Pugh, David'
'Boyle, Aimee'
'Danopoulos, Andreas A.'
_publ_section_title
;
 ‘Pincer’ pyridine dicarbene complexes of nickel and
 their derivatives. Unusual ring opening of a coordinated
 imidazol-2-ylidene
;
_journal_issue                   8
_journal_name_full               'Dalton Transactions'
_journal_page_first              1087
_journal_page_last               1094
_journal_paper_doi               10.1039/b715769j
_journal_year                    2008
_chemical_formula_moiety         'C37 H45 Br N5 Ni, C F3 O3 S'
_chemical_formula_sum            'C38 H45 Br F3 N5 Ni O3 S'
_chemical_formula_weight         847.47
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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                101.802(2)
_cell_angle_beta                 98.787(3)
_cell_angle_gamma                96.327(3)
_cell_formula_units_Z            2
_cell_length_a                   8.6147(3)
_cell_length_b                   14.2268(7)
_cell_length_c                   16.2224(8)
_cell_measurement_reflns_used    8252
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     1902.67(15)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_molecular_graphics    'ORTEP-III (Farrugia, 1997)'
_computing_publication_material
'PLATON (Spek, 2003), WinGX (Farrugia, 1999) and enCIFer (Allen et al., 2004).'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean '4096x4096pixels / 62x62mm'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type
'Bruker-Nonius APEX II CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  '10cm confocal mirrors'
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1479
_diffrn_reflns_av_sigmaI/netI    0.1539
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            27224
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.95
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.673
_exptl_absorpt_correction_T_max  0.9835
_exptl_absorpt_correction_T_min  0.5400
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2007/2 (Sheldrick, G.M., 2007)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.479
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             876
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.654
_refine_diff_density_min         -0.664
_refine_diff_density_rms         0.163
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     461
_refine_ls_number_reflns         6686
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.126
_refine_ls_R_factor_all          0.1853
_refine_ls_R_factor_gt           0.1050
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0000P)²+25.1678P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1744
_refine_ls_wR_factor_ref         0.2085
_reflns_number_gt                4135
_reflns_number_total             6686
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b715769j.txt
_cod_data_source_block           3MeOTf
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7003364
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0305(11) 0.0344(7) 0.2558(6) 0.0182(15) Uani 1 1 d . . .
C2 C -0.1240(10) 0.0513(7) 0.2653(6) 0.0188(15) Uani 1 1 d . . .
C3 C -0.2404(10) 0.0119(7) 0.1956(6) 0.022(2) Uani 1 1 d . . .
H3 H -0.3464 0.0232 0.1981 0.027 Uiso 1 1 calc R . .
C4 C -0.2079(12) -0.0444(7) 0.1208(7) 0.027(2) Uani 1 1 d . . .
H4 H -0.2919 -0.0718 0.0739 0.032 Uiso 1 1 calc R . .
C5 C -0.0535(11) -0.0608(7) 0.1144(7) 0.026(2) Uani 1 1 d . . .
H5 H -0.0319 -0.0998 0.0637 0.031 Uiso 1 1 calc R . .
C6 C 0.0678(10) -0.0199(7) 0.1824(6) 0.0188(15) Uani 1 1 d . . .
C7 C -0.1593(11) 0.1147(7) 0.3457(7) 0.026(2) Uani 1 1 d . . .
H7 H -0.0722 0.1133 0.3937 0.031 Uiso 1 1 calc R . .
C8 C -0.3158(12) 0.0763(8) 0.3700(7) 0.033(3) Uani 1 1 d . . .
H8A H -0.4054 0.0883 0.3303 0.050 Uiso 1 1 calc R . .
H8B H -0.3205 0.1098 0.4285 0.050 Uiso 1 1 calc R . .
H8C H -0.3215 0.0065 0.3667 0.050 Uiso 1 1 calc R . .
C9 C -0.1563(13) 0.2199(9) 0.3393(8) 0.042(3) Uani 1 1 d . . .
H9A H -0.0530 0.2444 0.3275 0.063 Uiso 1 1 calc R . .
H9B H -0.1735 0.2590 0.3935 0.063 Uiso 1 1 calc R . .
H9C H -0.2405 0.2243 0.2928 0.063 Uiso 1 1 calc R . .
C10 C 0.2404(11) -0.0347(7) 0.1760(6) 0.021(2) Uani 1 1 d . . .
H10 H 0.3104 0.0221 0.2163 0.026 Uiso 1 1 calc R . .
C11 C 0.2765(12) -0.0343(8) 0.0860(6) 0.029(3) Uani 1 1 d . . .
H11A H 0.3914 -0.0295 0.0877 0.044 Uiso 1 1 calc R . .
H11B H 0.2380 0.0214 0.0669 0.044 Uiso 1 1 calc R . .
H11C H 0.2232 -0.0945 0.0459 0.044 Uiso 1 1 calc R . .
C12 C 0.2830(13) -0.1243(8) 0.2047(8) 0.039(3) Uani 1 1 d . . .
H12A H 0.2614 -0.1215 0.2626 0.058 Uiso 1 1 calc R . .
H12B H 0.3960 -0.1277 0.2046 0.058 Uiso 1 1 calc R . .
H12C H 0.2194 -0.1820 0.1654 0.058 Uiso 1 1 calc R . .
C13 C 0.2552(10) 0.1581(7) 0.3448(6) 0.0166(15) Uani 1 1 d . . .
C14 C 0.1841(10) 0.0291(7) 0.3975(6) 0.021(2) Uani 1 1 d . . .
H14 H 0.1289 -0.0312 0.4010 0.025 Uiso 1 1 calc R . .
C15 C 0.3016(11) 0.0845(7) 0.4567(6) 0.023(2) Uani 1 1 d . . .
H15 H 0.3457 0.0715 0.5098 0.027 Uiso 1 1 calc R . .
C16 C 0.4584(10) 0.2478(7) 0.4582(6) 0.016(2) Uani 1 1 d . . .
C17 C 0.5560(10) 0.2778(7) 0.5379(6) 0.021(2) Uani 1 1 d . . .
C18 C 0.6553(10) 0.3636(7) 0.5525(6) 0.021(2) Uani 1 1 d . . .
H18 H 0.7242 0.3844 0.6065 0.026 Uiso 1 1 calc R . .
C19 C 0.6634(10) 0.4230(7) 0.4941(6) 0.020(2) Uani 1 1 d . . .
C20 C 0.5615(10) 0.3858(7) 0.4155(6) 0.021(2) Uani 1 1 d . . .
C21 C 0.4367(10) 0.3726(7) 0.2722(6) 0.0166(15) Uani 1 1 d . . .
C22 C 0.6291(10) 0.5063(7) 0.3225(6) 0.017(2) Uani 1 1 d . . .
H22 H 0.7105 0.5533 0.3594 0.021 Uiso 1 1 calc R . .
C23 C 0.5691(11) 0.5041(7) 0.2415(6) 0.022(2) Uani 1 1 d . . .
H23 H 0.6000 0.5501 0.2099 0.027 Uiso 1 1 calc R . .
C24 C 0.3605(11) 0.3976(7) 0.1243(6) 0.0182(15) Uani 1 1 d . . .
C25 C 0.2165(10) 0.4320(7) 0.1119(6) 0.018(2) Uani 1 1 d . . .
C26 C 0.1286(11) 0.4046(7) 0.0278(6) 0.023(2) Uani 1 1 d . . .
H26 H 0.0282 0.4254 0.0159 0.028 Uiso 1 1 calc R . .
C27 C 0.1855(12) 0.3483(8) -0.0376(7) 0.030(3) Uani 1 1 d . . .
H27 H 0.1238 0.3299 -0.0936 0.035 Uiso 1 1 calc R . .
C28 C 0.3339(12) 0.3184(7) -0.0211(7) 0.029(2) Uani 1 1 d . . .
H28 H 0.3725 0.2804 -0.0668 0.034 Uiso 1 1 calc R . .
C29 C 0.4261(11) 0.3426(7) 0.0598(6) 0.021(2) Uani 1 1 d . . .
C30 C 0.1535(10) 0.4937(7) 0.1830(6) 0.020(2) Uani 1 1 d . . .
H30 H 0.2082 0.4828 0.2385 0.024 Uiso 1 1 calc R . .
C31 C -0.0255(11) 0.4678(8) 0.1782(7) 0.031(3) Uani 1 1 d . . .
H31A H -0.0826 0.4826 0.1264 0.046 Uiso 1 1 calc R . .
H31B H -0.0573 0.5058 0.2287 0.046 Uiso 1 1 calc R . .
H31C H -0.0510 0.3985 0.1762 0.046 Uiso 1 1 calc R . .
C32 C 0.1944(11) 0.6010(7) 0.1838(7) 0.029(3) Uani 1 1 d . . .
H32A H 0.3098 0.6179 0.1910 0.043 Uiso 1 1 calc R . .
H32B H 0.1560 0.6403 0.2314 0.043 Uiso 1 1 calc R . .
H32C H 0.1437 0.6136 0.1296 0.043 Uiso 1 1 calc R . .
C33 C 0.5866(11) 0.3057(8) 0.0792(6) 0.026(2) Uani 1 1 d . . .
H33 H 0.6487 0.3505 0.1326 0.032 Uiso 1 1 calc R . .
C34 C 0.5639(11) 0.2054(8) 0.0972(8) 0.036(3) Uani 1 1 d . . .
H34A H 0.4988 0.2052 0.1417 0.053 Uiso 1 1 calc R . .
H34B H 0.6676 0.1875 0.1168 0.053 Uiso 1 1 calc R . .
H34C H 0.5106 0.1585 0.0448 0.053 Uiso 1 1 calc R . .
C35 C 0.6831(13) 0.3116(10) 0.0074(7) 0.041(3) Uani 1 1 d . . .
H35A H 0.6324 0.2628 -0.0444 0.062 Uiso 1 1 calc R . .
H35B H 0.7913 0.2992 0.0257 0.062 Uiso 1 1 calc R . .
H35C H 0.6871 0.3764 -0.0047 0.062 Uiso 1 1 calc R . .
C36 C 0.5593(11) 0.2165(8) 0.6052(7) 0.026(2) Uani 1 1 d . . .
H36A H 0.5987 0.1558 0.5839 0.039 Uiso 1 1 calc R . .
H36B H 0.4517 0.2020 0.6165 0.039 Uiso 1 1 calc R . .
H36C H 0.6295 0.2526 0.6581 0.039 Uiso 1 1 calc R . .
C37 C 0.7775(12) 0.5142(8) 0.5148(7) 0.029(3) Uani 1 1 d . . .
H37A H 0.8253 0.5291 0.5757 0.044 Uiso 1 1 calc R . .
H37B H 0.7217 0.5674 0.5022 0.044 Uiso 1 1 calc R . .
H37C H 0.8610 0.5062 0.4802 0.044 Uiso 1 1 calc R . .
C38 C 0.1390(11) 0.2284(8) 0.6926(7) 0.029(3) Uani 1 1 d . . .
N1 N 0.1570(9) 0.0746(6) 0.3305(5) 0.0198(18) Uani 1 1 d . . .
N2 N 0.3462(8) 0.1651(6) 0.4249(5) 0.0193(18) Uani 1 1 d . . .
N3 N 0.4630(8) 0.3018(5) 0.3994(5) 0.0130(17) Uani 1 1 d . . .
N4 N 0.5481(8) 0.4253(6) 0.3424(5) 0.0184(18) Uani 1 1 d . . .
N5 N 0.4532(8) 0.4230(6) 0.2110(5) 0.0206(19) Uani 1 1 d . . .
O1 O 0.0115(7) 0.3608(5) 0.6333(4) 0.0292(17) Uani 1 1 d . . .
O2 O 0.1789(8) 0.2698(5) 0.5492(5) 0.0336(18) Uani 1 1 d . . .
O3 O -0.0813(8) 0.1930(5) 0.5605(5) 0.0339(19) Uani 1 1 d . . .
F1 F 0.1861(7) 0.1415(4) 0.6691(4) 0.0391(16) Uani 1 1 d . . .
F2 F 0.0376(7) 0.2180(5) 0.7448(4) 0.0398(16) Uani 1 1 d . . .
F3 F 0.2666(7) 0.2889(5) 0.7359(4) 0.0436(18) Uani 1 1 d . . .
S1 S 0.0507(3) 0.26732(18) 0.59724(16) 0.0230(6) Uani 1 1 d . . .
Ni1 Ni 0.32105(13) 0.26162(9) 0.29468(8) 0.0165(3) Uani 1 1 d . . .
Br1 Br 0.13901(12) 0.21840(8) 0.17144(7) 0.0274(3) 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'
O O 0.0106 0.0060 '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'
S S 0.1246 0.1234 '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'
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
C6 C1 C2 124.0(9) . . ?
C6 C1 N1 119.2(8) . . ?
C2 C1 N1 116.8(8) . . ?
C3 C2 C1 115.9(9) . . ?
C3 C2 C7 121.7(8) . . ?
C1 C2 C7 122.3(8) . . ?
C2 C3 C4 121.8(9) . . ?
C2 C3 H3 119.1 . . ?
C4 C3 H3 119.1 . . ?
C5 C4 C3 120.5(9) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C6 C5 C4 119.4(9) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C5 C6 C1 118.4(9) . . ?
C5 C6 C10 120.4(9) . . ?
C1 C6 C10 121.3(8) . . ?
C2 C7 C9 112.0(9) . . ?
C2 C7 C8 112.9(8) . . ?
C9 C7 C8 110.6(8) . . ?
C2 C7 H7 107.0 . . ?
C9 C7 H7 107.0 . . ?
C8 C7 H7 107.0 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C12 C10 C11 111.5(9) . . ?
C12 C10 C6 112.2(8) . . ?
C11 C10 C6 112.1(8) . . ?
C12 C10 H10 106.9 . . ?
C11 C10 H10 106.9 . . ?
C6 C10 H10 106.9 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C13 N2 104.2(8) . . ?
N1 C13 Ni1 143.6(7) . . ?
N2 C13 Ni1 112.0(6) . . ?
C15 C14 N1 108.0(9) . . ?
C15 C14 H14 126.0 . . ?
N1 C14 H14 126.0 . . ?
C14 C15 N2 106.2(9) . . ?
C14 C15 H15 126.9 . . ?
N2 C15 H15 126.9 . . ?
N3 C16 C17 120.6(8) . . ?
N3 C16 N2 109.4(8) . . ?
C17 C16 N2 129.9(9) . . ?
C18 C17 C16 116.7(9) . . ?
C18 C17 C36 121.0(9) . . ?
C16 C17 C36 122.2(8) . . ?
C17 C18 C19 125.0(9) . . ?
C17 C18 H18 117.5 . . ?
C19 C18 H18 117.5 . . ?
C18 C19 C20 113.9(9) . . ?
C18 C19 C37 121.3(9) . . ?
C20 C19 C37 124.8(9) . . ?
N3 C20 C19 122.4(9) . . ?
N3 C20 N4 110.0(8) . . ?
C19 C20 N4 127.6(9) . . ?
N5 C21 N4 103.4(8) . . ?
N5 C21 Ni1 143.3(7) . . ?
N4 C21 Ni1 113.3(7) . . ?
C23 C22 N4 106.2(8) . . ?
C23 C22 H22 126.9 . . ?
N4 C22 H22 126.9 . . ?
C22 C23 N5 108.3(9) . . ?
C22 C23 H23 125.9 . . ?
N5 C23 H23 125.9 . . ?
C25 C24 C29 125.1(9) . . ?
C25 C24 N5 117.3(8) . . ?
C29 C24 N5 117.6(8) . . ?
C24 C25 C26 115.9(9) . . ?
C24 C25 C30 123.1(9) . . ?
C26 C25 C30 121.1(8) . . ?
C27 C26 C25 121.4(9) . . ?
C27 C26 H26 119.3 . . ?
C25 C26 H26 119.3 . . ?
C26 C27 C28 119.9(10) . . ?
C26 C27 H27 120.1 . . ?
C28 C27 H27 120.1 . . ?
C29 C28 C27 121.7(10) . . ?
C29 C28 H28 119.1 . . ?
C27 C28 H28 119.1 . . ?
C28 C29 C24 116.0(9) . . ?
C28 C29 C33 121.9(9) . . ?
C24 C29 C33 122.0(9) . . ?
C25 C30 C32 110.3(8) . . ?
C25 C30 C31 113.3(8) . . ?
C32 C30 C31 110.0(8) . . ?
C25 C30 H30 107.7 . . ?
C32 C30 H30 107.7 . . ?
C31 C30 H30 107.7 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C34 C33 C35 112.9(9) . . ?
C34 C33 C29 111.3(8) . . ?
C35 C33 C29 111.0(9) . . ?
C34 C33 H33 107.1 . . ?
C35 C33 H33 107.1 . . ?
C29 C33 H33 107.1 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C17 C36 H36A 109.5 . . ?
C17 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C17 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C19 C37 H37A 109.5 . . ?
C19 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C19 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
F2 C38 F3 108.9(9) . . ?
F2 C38 F1 106.7(9) . . ?
F3 C38 F1 106.7(8) . . ?
F2 C38 S1 112.7(7) . . ?
F3 C38 S1 111.9(8) . . ?
F1 C38 S1 109.7(7) . . ?
C13 N1 C14 111.4(8) . . ?
C13 N1 C1 126.6(8) . . ?
C14 N1 C1 122.0(8) . . ?
C13 N2 C15 110.2(7) . . ?
C13 N2 C16 117.1(8) . . ?
C15 N2 C16 132.7(8) . . ?
C20 N3 C16 121.5(8) . . ?
C20 N3 Ni1 119.4(7) . . ?
C16 N3 Ni1 119.1(6) . . ?
C21 N4 C22 110.9(8) . . ?
C21 N4 C20 115.5(8) . . ?
C22 N4 C20 133.6(8) . . ?
C21 N5 C23 111.3(8) . . ?
C21 N5 C24 125.0(8) . . ?
C23 N5 C24 123.7(8) . . ?
O3 S1 O1 115.5(4) . . ?
O3 S1 O2 115.7(4) . . ?
O1 S1 O2 114.8(4) . . ?
O3 S1 C38 102.7(5) . . ?
O1 S1 C38 102.4(4) . . ?
O2 S1 C38 102.9(4) . . ?
N3 Ni1 C13 82.0(4) . . ?
N3 Ni1 C21 81.5(4) . . ?
C13 Ni1 C21 163.2(4) . . ?
N3 Ni1 Br1 176.6(2) . . ?
C13 Ni1 Br1 98.0(3) . . ?
C21 Ni1 Br1 98.6(3) . . ?
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 C6 1.384(13) . ?
C1 C2 1.404(13) . ?
C1 N1 1.469(11) . ?
C2 C3 1.367(13) . ?
C2 C7 1.520(14) . ?
C3 C4 1.395(14) . ?
C3 H3 0.9500 . ?
C4 C5 1.391(13) . ?
C4 H4 0.9500 . ?
C5 C6 1.377(13) . ?
C5 H5 0.9500 . ?
C6 C10 1.540(12) . ?
C7 C9 1.520(16) . ?
C7 C8 1.536(13) . ?
C7 H7 1.0000 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C12 1.507(14) . ?
C10 C11 1.540(13) . ?
C10 H10 1.0000 . ?
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 N1 1.336(11) . ?
C13 N2 1.390(12) . ?
C13 Ni1 1.897(10) . ?
C14 C15 1.336(13) . ?
C14 N1 1.379(12) . ?
C14 H14 0.9500 . ?
C15 N2 1.390(13) . ?
C15 H15 0.9500 . ?
C16 N3 1.344(11) . ?
C16 C17 1.387(13) . ?
C16 N2 1.393(11) . ?
C17 C18 1.367(13) . ?
C17 C36 1.528(14) . ?
C18 C19 1.397(14) . ?
C18 H18 0.9500 . ?
C19 C20 1.399(13) . ?
C19 C37 1.484(13) . ?
C20 N3 1.341(12) . ?
C20 N4 1.407(12) . ?
C21 N5 1.354(12) . ?
C21 N4 1.392(11) . ?
C21 Ni1 1.901(9) . ?
C22 C23 1.328(13) . ?
C22 N4 1.401(12) . ?
C22 H22 0.9500 . ?
C23 N5 1.391(12) . ?
C23 H23 0.9500 . ?
C24 C25 1.384(13) . ?
C24 C29 1.404(13) . ?
C24 N5 1.460(12) . ?
C25 C26 1.409(13) . ?
C25 C30 1.510(13) . ?
C26 C27 1.380(14) . ?
C26 H26 0.9500 . ?
C27 C28 1.395(14) . ?
C27 H27 0.9500 . ?
C28 C29 1.382(14) . ?
C28 H28 0.9500 . ?
C29 C33 1.543(13) . ?
C30 C32 1.525(14) . ?
C30 C31 1.531(12) . ?
C30 H30 1.0000 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 C34 1.512(15) . ?
C33 C35 1.541(14) . ?
C33 H33 1.0000 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 F2 1.323(11) . ?
C38 F3 1.324(11) . ?
C38 F1 1.342(12) . ?
C38 S1 1.833(12) . ?
N3 Ni1 1.877(7) . ?
O1 S1 1.437(7) . ?
O2 S1 1.447(7) . ?
O3 S1 1.428(7) . ?
Ni1 Br1 2.2717(15) . ?
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
C6 C1 C2 C3 -1.4(14) . . . . ?
N1 C1 C2 C3 -178.9(8) . . . . ?
C6 C1 C2 C7 -177.6(10) . . . . ?
N1 C1 C2 C7 4.8(13) . . . . ?
C1 C2 C3 C4 2.2(15) . . . . ?
C7 C2 C3 C4 178.4(10) . . . . ?
C2 C3 C4 C5 -1.2(16) . . . . ?
C3 C4 C5 C6 -0.7(15) . . . . ?
C4 C5 C6 C1 1.5(15) . . . . ?
C4 C5 C6 C10 -178.3(9) . . . . ?
C2 C1 C6 C5 -0.5(15) . . . . ?
N1 C1 C6 C5 177.0(9) . . . . ?
C2 C1 C6 C10 179.4(9) . . . . ?
N1 C1 C6 C10 -3.1(14) . . . . ?
C3 C2 C7 C9 -84.7(11) . . . . ?
C1 C2 C7 C9 91.3(11) . . . . ?
C3 C2 C7 C8 40.9(14) . . . . ?
C1 C2 C7 C8 -143.1(9) . . . . ?
C5 C6 C10 C12 -89.3(12) . . . . ?
C1 C6 C10 C12 90.9(11) . . . . ?
C5 C6 C10 C11 37.1(13) . . . . ?
C1 C6 C10 C11 -142.7(10) . . . . ?
N1 C14 C15 N2 0.1(10) . . . . ?
N3 C16 C17 C18 -0.2(13) . . . . ?
N2 C16 C17 C18 -179.9(9) . . . . ?
N3 C16 C17 C36 -177.4(8) . . . . ?
N2 C16 C17 C36 3.0(16) . . . . ?
C16 C17 C18 C19 1.1(14) . . . . ?
C36 C17 C18 C19 178.3(9) . . . . ?
C17 C18 C19 C20 -1.7(13) . . . . ?
C17 C18 C19 C37 -178.7(9) . . . . ?
C18 C19 C20 N3 1.5(13) . . . . ?
C37 C19 C20 N3 178.4(9) . . . . ?
C18 C19 C20 N4 -176.2(8) . . . . ?
C37 C19 C20 N4 0.7(15) . . . . ?
N4 C22 C23 N5 -0.3(10) . . . . ?
C29 C24 C25 C26 3.0(14) . . . . ?
N5 C24 C25 C26 -178.9(8) . . . . ?
C29 C24 C25 C30 -177.9(9) . . . . ?
N5 C24 C25 C30 0.3(13) . . . . ?
C24 C25 C26 C27 -0.9(14) . . . . ?
C30 C25 C26 C27 179.9(10) . . . . ?
C25 C26 C27 C28 -0.9(16) . . . . ?
C26 C27 C28 C29 0.9(16) . . . . ?
C27 C28 C29 C24 1.0(15) . . . . ?
C27 C28 C29 C33 177.1(10) . . . . ?
C25 C24 C29 C28 -3.0(14) . . . . ?
N5 C24 C29 C28 178.8(8) . . . . ?
C25 C24 C29 C33 -179.1(9) . . . . ?
N5 C24 C29 C33 2.7(14) . . . . ?
C24 C25 C30 C32 95.9(11) . . . . ?
C26 C25 C30 C32 -85.0(10) . . . . ?
C24 C25 C30 C31 -140.2(9) . . . . ?
C26 C25 C30 C31 38.9(13) . . . . ?
C28 C29 C33 C34 -84.2(12) . . . . ?
C24 C29 C33 C34 91.6(11) . . . . ?
C28 C29 C33 C35 42.4(13) . . . . ?
C24 C29 C33 C35 -141.7(10) . . . . ?
N2 C13 N1 C14 -0.6(10) . . . . ?
Ni1 C13 N1 C14 173.8(9) . . . . ?
N2 C13 N1 C1 177.2(8) . . . . ?
Ni1 C13 N1 C1 -8.3(17) . . . . ?
C15 C14 N1 C13 0.4(11) . . . . ?
C15 C14 N1 C1 -177.6(8) . . . . ?
C6 C1 N1 C13 85.1(12) . . . . ?
C2 C1 N1 C13 -97.3(11) . . . . ?
C6 C1 N1 C14 -97.3(11) . . . . ?
C2 C1 N1 C14 80.4(11) . . . . ?
N1 C13 N2 C15 0.7(9) . . . . ?
Ni1 C13 N2 C15 -175.8(6) . . . . ?
N1 C13 N2 C16 -178.4(7) . . . . ?
Ni1 C13 N2 C16 5.1(9) . . . . ?
C14 C15 N2 C13 -0.5(10) . . . . ?
C14 C15 N2 C16 178.4(9) . . . . ?
N3 C16 N2 C13 -5.2(11) . . . . ?
C17 C16 N2 C13 174.5(9) . . . . ?
N3 C16 N2 C15 175.9(9) . . . . ?
C17 C16 N2 C15 -4.4(17) . . . . ?
C19 C20 N3 C16 -0.8(13) . . . . ?
N4 C20 N3 C16 177.3(8) . . . . ?
C19 C20 N3 Ni1 176.0(7) . . . . ?
N4 C20 N3 Ni1 -6.0(9) . . . . ?
C17 C16 N3 C20 0.1(13) . . . . ?
N2 C16 N3 C20 179.8(8) . . . . ?
C17 C16 N3 Ni1 -176.7(7) . . . . ?
N2 C16 N3 Ni1 3.0(10) . . . . ?
N5 C21 N4 C22 0.1(9) . . . . ?
Ni1 C21 N4 C22 -179.7(6) . . . . ?
N5 C21 N4 C20 -177.3(7) . . . . ?
Ni1 C21 N4 C20 2.8(9) . . . . ?
C23 C22 N4 C21 0.1(10) . . . . ?
C23 C22 N4 C20 176.9(9) . . . . ?
N3 C20 N4 C21 1.8(10) . . . . ?
C19 C20 N4 C21 179.7(9) . . . . ?
N3 C20 N4 C22 -174.9(9) . . . . ?
C19 C20 N4 C22 3.0(16) . . . . ?
N4 C21 N5 C23 -0.3(10) . . . . ?
Ni1 C21 N5 C23 179.4(9) . . . . ?
N4 C21 N5 C24 -179.4(8) . . . . ?
Ni1 C21 N5 C24 0.4(16) . . . . ?
C22 C23 N5 C21 0.4(11) . . . . ?
C22 C23 N5 C24 179.5(8) . . . . ?
C25 C24 N5 C21 86.6(11) . . . . ?
C29 C24 N5 C21 -95.1(11) . . . . ?
C25 C24 N5 C23 -92.4(11) . . . . ?
C29 C24 N5 C23 85.9(11) . . . . ?
F2 C38 S1 O3 -57.3(8) . . . . ?
F3 C38 S1 O3 179.5(7) . . . . ?
F1 C38 S1 O3 61.3(7) . . . . ?
F2 C38 S1 O1 62.8(8) . . . . ?
F3 C38 S1 O1 -60.4(8) . . . . ?
F1 C38 S1 O1 -178.5(6) . . . . ?
F2 C38 S1 O2 -177.8(7) . . . . ?
F3 C38 S1 O2 59.0(8) . . . . ?
F1 C38 S1 O2 -59.2(7) . . . . ?
C20 N3 Ni1 C13 -177.1(7) . . . . ?
C16 N3 Ni1 C13 -0.3(7) . . . . ?
C20 N3 Ni1 C21 6.2(7) . . . . ?
C16 N3 Ni1 C21 -177.0(7) . . . . ?
N1 C13 Ni1 N3 -176.7(11) . . . . ?
N2 C13 Ni1 N3 -2.6(6) . . . . ?
N1 C13 Ni1 C21 -165.4(11) . . . . ?
N2 C13 Ni1 C21 8.8(16) . . . . ?
N1 C13 Ni1 Br1 6.7(11) . . . . ?
N2 C13 Ni1 Br1 -179.1(5) . . . . ?
N5 C21 Ni1 N3 175.6(11) . . . . ?
N4 C21 Ni1 N3 -4.6(6) . . . . ?
N5 C21 Ni1 C13 164.3(11) . . . . ?
N4 C21 Ni1 C13 -16.0(16) . . . . ?
N5 C21 Ni1 Br1 -7.8(11) . . . . ?
N4 C21 Ni1 Br1 172.0(6) . . . . ?
