# Supplementary Material (ESI) for Catalysis Science & Technology
# This journal is (c) The Royal Society of Chemistry 2011


data_global

_journal_coden_Cambridge         ?
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'Wen Hua Sun'
_publ_contact_author_email       whsun@iccas.ac.cn

_publ_section_title              
;
Synthesis, characterization
and ethylene oligomerization behaviour
of 8-(1-aryliminoethylidene)quinaldinylnickel dihalides
;
loop_
_publ_author_name
S.Song
T.Xiao
T.Liang
F.Wang
C.Redshaw
W.H.Sun

# Attachment '- CIF.CIF'

data_C3
_database_code_depnum_ccdc_archive 'CCDC 793554'
#TrackingRef '- CIF.CIF'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H28 Br2 N2 Ni'
_chemical_formula_weight         563.01

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'
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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   29.331(6)
_cell_length_b                   10.775(2)
_cell_length_c                   15.226(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.30(3)
_cell_angle_gamma                90.00
_cell_volume                     4641.8(16)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.611
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2272
_exptl_absorpt_coefficient_mu    4.292
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.4609
_exptl_absorpt_correction_T_max  0.6671
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       '\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18631
_diffrn_reflns_av_R_equivalents  0.0635
_diffrn_reflns_av_sigmaI/netI    0.0584
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.44
_diffrn_reflns_theta_max         27.48
_reflns_number_total             5284
_reflns_number_gt                4589
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0712P)^2^+62.7077P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5284
_refine_ls_number_parameters     262
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0899
_refine_ls_R_factor_gt           0.0755
_refine_ls_wR_factor_ref         0.1857
_refine_ls_wR_factor_gt          0.1768
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Br1 Br 0.08929(3) 0.96231(6) 0.17552(6) 0.0451(2) Uani 1 1 d . . .
Br2 Br 0.13529(3) 0.64553(7) 0.31451(5) 0.0401(2) Uani 1 1 d . . .
Ni1 Ni 0.10265(3) 0.75024(7) 0.17397(5) 0.0250(2) Uani 1 1 d . . .
N2 N 0.14236(18) 0.7147(5) 0.0919(3) 0.0231(10) Uani 1 1 d . . .
C18 C 0.2086(2) 0.8614(6) 0.1213(5) 0.0293(14) Uani 1 1 d . . .
C11 C 0.1493(2) 0.6056(6) 0.0631(4) 0.0232(12) Uani 1 1 d . . .
N1 N 0.05757(18) 0.6161(5) 0.1174(3) 0.0249(11) Uani 1 1 d . . .
C1 C 0.0130(2) 0.6205(7) 0.1228(4) 0.0309(14) Uani 1 1 d . . .
C8 C 0.1391(3) 0.3796(6) 0.0722(5) 0.0327(15) Uani 1 1 d . . .
H8A H 0.1676 0.3738 0.0565 0.039 Uiso 1 1 calc R . .
C10 C 0.0772(2) 0.5040(6) 0.1037(4) 0.0252(13) Uani 1 1 d . . .
C17 C 0.2278(3) 0.9705(7) 0.0963(5) 0.0379(16) Uani 1 1 d . . .
H17A H 0.2566 0.9993 0.1323 0.045 Uiso 1 1 calc R . .
C22 C 0.0928(2) 0.8449(6) -0.0699(5) 0.0332(15) Uani 1 1 d . . .
H22A H 0.0799 0.7863 -0.0334 0.040 Uiso 1 1 calc R . .
C9 C 0.1221(2) 0.4968(6) 0.0827(4) 0.0260(13) Uani 1 1 d . . .
C6 C 0.0731(3) 0.2767(6) 0.0992(5) 0.0380(17) Uani 1 1 d . . .
H6A H 0.0571 0.2038 0.1047 0.046 Uiso 1 1 calc R . .
C15 C 0.1626(3) 0.9949(6) -0.0336(5) 0.0330(15) Uani 1 1 d . . .
H15A H 0.1479 1.0392 -0.0858 0.040 Uiso 1 1 calc R . .
C13 C 0.1654(2) 0.8228(6) 0.0652(4) 0.0273(13) Uani 1 1 d . . .
C3 C -0.0137(3) 0.5123(7) 0.1234(5) 0.0383(17) Uani 1 1 d . . .
H3A H -0.0448 0.5179 0.1271 0.046 Uiso 1 1 calc R . .
C12 C 0.1848(2) 0.5821(6) 0.0101(5) 0.0321(14) Uani 1 1 d . . .
H12A H 0.1998 0.6588 0.0017 0.048 Uiso 1 1 calc R . .
H12B H 0.1692 0.5476 -0.0482 0.048 Uiso 1 1 calc R . .
H12C H 0.2083 0.5248 0.0429 0.048 Uiso 1 1 calc R . .
C14 C 0.1407(2) 0.8879(6) -0.0114(5) 0.0300(14) Uani 1 1 d . . .
C4 C 0.0059(3) 0.4009(7) 0.1184(5) 0.0403(17) Uani 1 1 d . . .
H4A H -0.0110 0.3290 0.1226 0.048 Uiso 1 1 calc R . .
C19 C 0.2341(3) 0.7927(7) 0.2065(5) 0.0385(17) Uani 1 1 d . . .
H19A H 0.2155 0.7186 0.2109 0.046 Uiso 1 1 calc R . .
C24 C 0.0577(3) 0.9528(8) -0.0955(6) 0.0462(19) Uani 1 1 d . . .
H24A H 0.0279 0.9222 -0.1317 0.069 Uiso 1 1 calc R . .
H24B H 0.0698 1.0134 -0.1297 0.069 Uiso 1 1 calc R . .
H24C H 0.0533 0.9903 -0.0411 0.069 Uiso 1 1 calc R . .
C16 C 0.2053(3) 1.0359(7) 0.0202(6) 0.0441(19) Uani 1 1 d . . .
H16A H 0.2188 1.1080 0.0049 0.053 Uiso 1 1 calc R . .
C7 C 0.1165(3) 0.2706(6) 0.0837(5) 0.0396(17) Uani 1 1 d . . .
H7A H 0.1308 0.1942 0.0808 0.048 Uiso 1 1 calc R . .
C2 C -0.0085(3) 0.7463(7) 0.1285(6) 0.0436(18) Uani 1 1 d . . .
H2A H 0.0143 0.8097 0.1272 0.065 Uiso 1 1 calc R . .
H2B H -0.0179 0.7523 0.1842 0.065 Uiso 1 1 calc R . .
H2C H -0.0357 0.7570 0.0778 0.065 Uiso 1 1 calc R . .
C5 C 0.0519(3) 0.3919(7) 0.1070(5) 0.0349(16) Uani 1 1 d . . .
C20 C 0.2832(3) 0.7493(8) 0.2031(6) 0.0477(19) Uani 1 1 d . . .
H20A H 0.2806 0.6991 0.1499 0.072 Uiso 1 1 calc R . .
H20B H 0.2973 0.7014 0.2565 0.072 Uiso 1 1 calc R . .
H20C H 0.3027 0.8202 0.2007 0.072 Uiso 1 1 calc R . .
C21 C 0.2365(3) 0.8724(9) 0.2912(5) 0.051(2) Uani 1 1 d . . .
H21A H 0.2052 0.8980 0.2915 0.077 Uiso 1 1 calc R . .
H21B H 0.2557 0.9442 0.2901 0.077 Uiso 1 1 calc R . .
H21C H 0.2501 0.8246 0.3449 0.077 Uiso 1 1 calc R . .
C23 C 0.0975(3) 0.7764(7) -0.1536(5) 0.0391(17) Uani 1 1 d . . .
H23A H 0.1193 0.7090 -0.1357 0.059 Uiso 1 1 calc R . .
H23B H 0.1089 0.8323 -0.1921 0.059 Uiso 1 1 calc R . .
H23C H 0.0672 0.7445 -0.1862 0.059 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br1 0.0693(6) 0.0228(3) 0.0515(5) -0.0012(3) 0.0307(4) 0.0073(3)
Br2 0.0431(4) 0.0489(4) 0.0268(4) 0.0096(3) 0.0065(3) -0.0008(3)
Ni1 0.0324(4) 0.0209(4) 0.0241(4) 0.0000(3) 0.0119(3) 0.0008(3)
N2 0.028(3) 0.026(3) 0.015(2) 0.0028(19) 0.005(2) 0.000(2)
C18 0.033(3) 0.028(3) 0.031(3) -0.003(3) 0.015(3) -0.003(3)
C11 0.021(3) 0.028(3) 0.021(3) 0.000(2) 0.006(2) 0.004(2)
N1 0.027(3) 0.025(3) 0.022(3) -0.001(2) 0.005(2) 0.002(2)
C1 0.028(3) 0.040(4) 0.023(3) 0.002(3) 0.005(3) 0.001(3)
C8 0.033(4) 0.032(3) 0.031(3) -0.002(3) 0.005(3) 0.007(3)
C10 0.027(3) 0.027(3) 0.017(3) 0.002(2) -0.001(2) 0.000(2)
C17 0.033(4) 0.039(4) 0.044(4) -0.007(3) 0.014(3) -0.010(3)
C22 0.037(4) 0.034(4) 0.028(3) 0.007(3) 0.008(3) 0.001(3)
C9 0.031(3) 0.024(3) 0.019(3) -0.005(2) 0.001(2) 0.000(3)
C6 0.050(5) 0.026(3) 0.032(4) 0.003(3) -0.001(3) -0.007(3)
C15 0.041(4) 0.028(3) 0.038(4) 0.009(3) 0.023(3) 0.007(3)
C13 0.032(3) 0.022(3) 0.031(3) -0.004(2) 0.014(3) -0.001(3)
C3 0.029(4) 0.051(4) 0.036(4) 0.000(3) 0.010(3) -0.013(3)
C12 0.039(4) 0.032(3) 0.028(3) -0.004(3) 0.013(3) 0.004(3)
C14 0.032(3) 0.032(3) 0.032(3) -0.002(3) 0.019(3) -0.001(3)
C4 0.043(4) 0.042(4) 0.037(4) 0.006(3) 0.011(3) -0.011(3)
C19 0.031(4) 0.050(4) 0.032(4) -0.002(3) 0.005(3) -0.011(3)
C24 0.043(4) 0.052(5) 0.047(5) 0.013(4) 0.017(4) 0.015(4)
C16 0.051(5) 0.036(4) 0.056(5) 0.002(4) 0.034(4) -0.007(3)
C7 0.053(5) 0.018(3) 0.042(4) 0.005(3) 0.002(3) 0.002(3)
C2 0.035(4) 0.049(5) 0.048(5) -0.007(4) 0.012(3) 0.011(3)
C5 0.043(4) 0.035(4) 0.025(3) 0.007(3) 0.005(3) -0.006(3)
C20 0.042(4) 0.059(5) 0.043(5) 0.002(4) 0.014(4) 0.005(4)
C21 0.048(5) 0.076(6) 0.026(4) -0.009(4) 0.004(3) -0.007(4)
C23 0.039(4) 0.043(4) 0.035(4) 0.007(3) 0.010(3) 0.003(3)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 2.3196(11) . ?
Br2 Ni1 2.3850(12) . ?
Ni1 N2 1.958(5) . ?
Ni1 N1 1.994(5) . ?
N2 C11 1.290(8) . ?
N2 C13 1.457(8) . ?
C18 C13 1.391(9) . ?
C18 C17 1.399(9) . ?
C18 C19 1.510(10) . ?
C11 C9 1.493(9) . ?
C11 C12 1.499(9) . ?
N1 C1 1.331(9) . ?
N1 C10 1.378(8) . ?
C1 C3 1.407(10) . ?
C1 C2 1.508(10) . ?
C8 C7 1.384(10) . ?
C8 C9 1.383(9) . ?
C8 H8A 0.9300 . ?
C10 C5 1.426(9) . ?
C10 C9 1.435(9) . ?
C17 C16 1.367(11) . ?
C17 H17A 0.9300 . ?
C22 C23 1.510(10) . ?
C22 C14 1.525(10) . ?
C22 C24 1.533(10) . ?
C22 H22A 0.9800 . ?
C6 C7 1.356(11) . ?
C6 C5 1.407(10) . ?
C6 H6A 0.9300 . ?
C15 C16 1.376(11) . ?
C15 C14 1.403(9) . ?
C15 H15A 0.9300 . ?
C13 C14 1.391(10) . ?
C3 C4 1.342(11) . ?
C3 H3A 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C4 C5 1.408(11) . ?
C4 H4A 0.9300 . ?
C19 C21 1.535(11) . ?
C19 C20 1.528(11) . ?
C19 H19A 0.9800 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C16 H16A 0.9300 . ?
C7 H7A 0.9300 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?

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 N1 91.2(2) . . ?
N2 Ni1 Br1 109.25(15) . . ?
N1 Ni1 Br1 128.58(15) . . ?
N2 Ni1 Br2 108.35(15) . . ?
N1 Ni1 Br2 96.19(15) . . ?
Br1 Ni1 Br2 119.06(4) . . ?
C11 N2 C13 120.5(5) . . ?
C11 N2 Ni1 124.7(4) . . ?
C13 N2 Ni1 114.8(4) . . ?
C13 C18 C17 116.9(6) . . ?
C13 C18 C19 123.0(6) . . ?
C17 C18 C19 120.1(6) . . ?
N2 C11 C9 120.5(5) . . ?
N2 C11 C12 122.1(6) . . ?
C9 C11 C12 117.4(5) . . ?
C1 N1 C10 119.8(6) . . ?
C1 N1 Ni1 119.8(4) . . ?
C10 N1 Ni1 116.4(4) . . ?
N1 C1 C3 121.9(6) . . ?
N1 C1 C2 117.9(6) . . ?
C3 C1 C2 120.1(6) . . ?
C7 C8 C9 124.0(7) . . ?
C7 C8 H8A 118.0 . . ?
C9 C8 H8A 118.0 . . ?
N1 C10 C5 119.6(6) . . ?
N1 C10 C9 121.8(6) . . ?
C5 C10 C9 118.6(6) . . ?
C16 C17 C18 121.6(7) . . ?
C16 C17 H17A 119.2 . . ?
C18 C17 H17A 119.2 . . ?
C23 C22 C14 111.5(6) . . ?
C23 C22 C24 111.1(6) . . ?
C14 C22 C24 111.8(6) . . ?
C23 C22 H22A 107.4 . . ?
C14 C22 H22A 107.4 . . ?
C24 C22 H22A 107.4 . . ?
C8 C9 C10 117.2(6) . . ?
C8 C9 C11 117.7(6) . . ?
C10 C9 C11 124.9(5) . . ?
C7 C6 C5 120.9(7) . . ?
C7 C6 H6A 119.6 . . ?
C5 C6 H6A 119.6 . . ?
C16 C15 C14 121.5(7) . . ?
C16 C15 H15A 119.3 . . ?
C14 C15 H15A 119.3 . . ?
C18 C13 C14 123.5(6) . . ?
C18 C13 N2 118.9(6) . . ?
C14 C13 N2 117.4(6) . . ?
C4 C3 C1 119.5(7) . . ?
C4 C3 H3A 120.2 . . ?
C1 C3 H3A 120.2 . . ?
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 . . ?
C13 C14 C15 116.5(6) . . ?
C13 C14 C22 122.2(6) . . ?
C15 C14 C22 121.3(6) . . ?
C3 C4 C5 120.5(7) . . ?
C3 C4 H4A 119.8 . . ?
C5 C4 H4A 119.8 . . ?
C18 C19 C21 110.5(7) . . ?
C18 C19 C20 112.3(6) . . ?
C21 C19 C20 111.4(7) . . ?
C18 C19 H19A 107.5 . . ?
C21 C19 H19A 107.5 . . ?
C20 C19 H19A 107.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C17 C16 C15 120.0(7) . . ?
C17 C16 H16A 120.0 . . ?
C15 C16 H16A 120.0 . . ?
C6 C7 C8 119.0(7) . . ?
C6 C7 H7A 120.5 . . ?
C8 C7 H7A 120.5 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C6 C5 C4 121.9(7) . . ?
C6 C5 C10 119.9(7) . . ?
C4 C5 C10 118.1(7) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

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
N1 Ni1 N2 C11 -35.0(5) . . . . ?
Br1 Ni1 N2 C11 -166.9(5) . . . . ?
Br2 Ni1 N2 C11 62.0(5) . . . . ?
N1 Ni1 N2 C13 146.1(4) . . . . ?
Br1 Ni1 N2 C13 14.2(4) . . . . ?
Br2 Ni1 N2 C13 -116.9(4) . . . . ?
C13 N2 C11 C9 -173.9(5) . . . . ?
Ni1 N2 C11 C9 7.3(8) . . . . ?
C13 N2 C11 C12 6.9(9) . . . . ?
Ni1 N2 C11 C12 -172.0(5) . . . . ?
N2 Ni1 N1 C1 -156.3(5) . . . . ?
Br1 Ni1 N1 C1 -40.3(6) . . . . ?
Br2 Ni1 N1 C1 95.1(5) . . . . ?
N2 Ni1 N1 C10 46.1(4) . . . . ?
Br1 Ni1 N1 C10 162.1(3) . . . . ?
Br2 Ni1 N1 C10 -62.5(4) . . . . ?
C10 N1 C1 C3 6.1(9) . . . . ?
Ni1 N1 C1 C3 -150.7(5) . . . . ?
C10 N1 C1 C2 -174.1(6) . . . . ?
Ni1 N1 C1 C2 29.1(8) . . . . ?
C1 N1 C10 C5 -8.1(9) . . . . ?
Ni1 N1 C10 C5 149.5(5) . . . . ?
C1 N1 C10 C9 169.6(6) . . . . ?
Ni1 N1 C10 C9 -32.8(7) . . . . ?
C13 C18 C17 C16 -0.3(10) . . . . ?
C19 C18 C17 C16 -179.1(7) . . . . ?
C7 C8 C9 C10 -2.2(10) . . . . ?
C7 C8 C9 C11 -176.8(6) . . . . ?
N1 C10 C9 C8 178.6(6) . . . . ?
C5 C10 C9 C8 -3.8(9) . . . . ?
N1 C10 C9 C11 -7.3(9) . . . . ?
C5 C10 C9 C11 170.4(6) . . . . ?
N2 C11 C9 C8 -163.1(6) . . . . ?
C12 C11 C9 C8 16.2(8) . . . . ?
N2 C11 C9 C10 22.8(9) . . . . ?
C12 C11 C9 C10 -157.9(6) . . . . ?
C17 C18 C13 C14 -1.4(10) . . . . ?
C19 C18 C13 C14 177.5(6) . . . . ?
C17 C18 C13 N2 -175.7(6) . . . . ?
C19 C18 C13 N2 3.2(9) . . . . ?
C11 N2 C13 C18 -92.8(7) . . . . ?
Ni1 N2 C13 C18 86.2(6) . . . . ?
C11 N2 C13 C14 92.6(7) . . . . ?
Ni1 N2 C13 C14 -88.5(6) . . . . ?
N1 C1 C3 C4 0.0(11) . . . . ?
C2 C1 C3 C4 -179.8(7) . . . . ?
C18 C13 C14 C15 2.9(10) . . . . ?
N2 C13 C14 C15 177.2(5) . . . . ?
C18 C13 C14 C22 -178.3(6) . . . . ?
N2 C13 C14 C22 -3.9(9) . . . . ?
C16 C15 C14 C13 -2.8(10) . . . . ?
C16 C15 C14 C22 178.3(6) . . . . ?
C23 C22 C14 C13 -99.1(7) . . . . ?
C24 C22 C14 C13 135.9(7) . . . . ?
C23 C22 C14 C15 79.8(8) . . . . ?
C24 C22 C14 C15 -45.3(9) . . . . ?
C1 C3 C4 C5 -4.0(11) . . . . ?
C13 C18 C19 C21 -114.4(7) . . . . ?
C17 C18 C19 C21 64.5(9) . . . . ?
C13 C18 C19 C20 120.6(7) . . . . ?
C17 C18 C19 C20 -60.6(9) . . . . ?
C18 C17 C16 C15 0.3(11) . . . . ?
C14 C15 C16 C17 1.3(11) . . . . ?
C5 C6 C7 C8 -2.4(11) . . . . ?
C9 C8 C7 C6 5.4(11) . . . . ?
C7 C6 C5 C4 176.7(7) . . . . ?
C7 C6 C5 C10 -3.5(10) . . . . ?
C3 C4 C5 C6 -178.3(7) . . . . ?
C3 C4 C5 C10 1.9(11) . . . . ?
N1 C10 C5 C6 -175.7(6) . . . . ?
C9 C10 C5 C6 6.5(9) . . . . ?
N1 C10 C5 C4 4.1(9) . . . . ?
C9 C10 C5 C4 -173.6(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.485
_refine_diff_density_min         -0.659
_refine_diff_density_rms         0.128

#==END

data_C5
_database_code_depnum_ccdc_archive 'CCDC 793555'
#TrackingRef '- CIF.CIF'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H26 Br2 N2 Ni'
_chemical_formula_weight         548.99

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'
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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   15.834(3)
_cell_length_b                   8.6441(17)
_cell_length_c                   17.665(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 114.28(3)
_cell_angle_gamma                90.00
_cell_volume                     2203.9(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      1.46
_cell_measurement_theta_max      27.52

_exptl_crystal_description       plate
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.655
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1104
_exptl_absorpt_coefficient_mu    4.517
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_absorpt_correction_T_max  0.8122
_exptl_absorpt_correction_T_min  0.6565

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       '\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            26210
_diffrn_reflns_av_R_equivalents  0.0730
_diffrn_reflns_av_sigmaI/netI    0.0538
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.46
_diffrn_reflns_theta_max         27.52
_reflns_number_total             5043
_reflns_number_gt                4632
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Siemens SMART'
_computing_cell_refinement       'Siemens SMART & SAINT'
_computing_data_reduction        'Siemens XPREP'
_computing_structure_solution    'Siemens SHELXTL'
_computing_structure_refinement  'Siemens SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0300P)^2^+11.7015P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    contr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5043
_refine_ls_number_parameters     253
_refine_ls_number_restraints     0
_refine_ls_R_factor_ref          0.0954
_refine_ls_R_factor_gt           0.0855
_refine_ls_wR_factor_ref         0.1581
_refine_ls_wR_factor_gt          0.1501
_refine_ls_goodness_of_fit_ref   1.368
_refine_ls_restrained_S_all      1.368
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Br1 Br 0.29431(5) 0.41411(9) 0.10456(5) 0.0410(2) Uani 1 1 d . . .
Br2 Br 0.14743(5) 0.50339(9) -0.12513(5) 0.0332(2) Uani 1 1 d . . .
Ni1 Ni 0.21338(6) 0.61101(10) 0.01133(6) 0.0257(2) Uani 1 1 d . . .
N1 N 0.1068(4) 0.7497(6) 0.0032(3) 0.0240(12) Uani 1 1 d . . .
N2 N 0.2822(4) 0.7937(6) 0.0016(3) 0.0245(12) Uani 1 1 d . . .
C13 C 0.3819(4) 0.7774(7) 0.0470(4) 0.0237(14) Uani 1 1 d . . .
C5 C -0.0483(5) 0.9944(8) -0.1720(4) 0.0331(16) Uani 1 1 d . . .
H5A H -0.1114 1.0129 -0.2011 0.040 Uiso 1 1 calc R . .
C11 C 0.2460(4) 0.9168(7) -0.0403(4) 0.0215(13) Uani 1 1 d . . .
C14 C 0.4368(4) 0.7327(8) 0.0064(4) 0.0241(14) Uani 1 1 d . . .
C4 C -0.0172(5) 0.8967(8) -0.1021(4) 0.0269(15) Uani 1 1 d . . .
C9 C 0.0783(4) 0.8554(7) -0.0613(4) 0.0232(14) Uani 1 1 d . . .
C12 C 0.3042(5) 1.0503(8) -0.0444(5) 0.0315(16) Uani 1 1 d . . .
H12A H 0.3685 1.0264 -0.0130 0.047 Uiso 1 1 calc R . .
H12B H 0.2881 1.1407 -0.0217 0.047 Uiso 1 1 calc R . .
H12C H 0.2933 1.0692 -0.1012 0.047 Uiso 1 1 calc R . .
C2 C -0.0465(5) 0.7490(8) 0.0001(5) 0.0307(16) Uani 1 1 d . . .
H2A H -0.0859 0.7187 0.0245 0.037 Uiso 1 1 calc R . .
C16 C 0.5689(4) 0.7211(8) 0.1407(4) 0.0269(15) Uani 1 1 d . . .
C19 C 0.4002(5) 0.7128(9) -0.0865(4) 0.0324(16) Uani 1 1 d . . .
H19A H 0.3344 0.7355 -0.1108 0.039 Uiso 1 1 calc R . .
H19B H 0.4077 0.6054 -0.0985 0.039 Uiso 1 1 calc R . .
C1 C 0.0487(5) 0.7041(8) 0.0363(4) 0.0271(15) Uani 1 1 d . . .
C15 C 0.5301(5) 0.7038(8) 0.0550(4) 0.0264(15) Uani 1 1 d . . .
H15A H 0.5678 0.6717 0.0291 0.032 Uiso 1 1 calc R . .
C3 C -0.0791(5) 0.8360(8) -0.0698(4) 0.0287(15) Uani 1 1 d . . .
H3A H -0.1423 0.8562 -0.0968 0.034 Uiso 1 1 calc R . .
C8 C 0.1435(5) 0.9303(8) -0.0860(4) 0.0240(14) Uani 1 1 d . . .
C7 C 0.1090(5) 1.0339(8) -0.1521(4) 0.0317(16) Uani 1 1 d . . .
H7A H 0.1509 1.0868 -0.1672 0.038 Uiso 1 1 calc R . .
C17 C 0.5114(5) 0.7662(8) 0.1788(4) 0.0297(15) Uani 1 1 d . . .
H17A H 0.5366 0.7802 0.2361 0.036 Uiso 1 1 calc R . .
C6 C 0.0140(5) 1.0624(9) -0.1971(5) 0.0351(17) Uani 1 1 d . . .
H6A H -0.0063 1.1266 -0.2435 0.042 Uiso 1 1 calc R . .
C21 C 0.3575(5) 0.8382(10) 0.1782(5) 0.0389(18) Uani 1 1 d . . .
H21A H 0.2980 0.7866 0.1526 0.047 Uiso 1 1 calc R . .
H21B H 0.3870 0.8040 0.2355 0.047 Uiso 1 1 calc R . .
C23 C 0.6707(5) 0.6894(10) 0.1941(5) 0.0381(18) Uani 1 1 d . . .
H23A H 0.7011 0.6595 0.1592 0.057 Uiso 1 1 calc R . .
H23B H 0.6759 0.6073 0.2324 0.057 Uiso 1 1 calc R . .
H23C H 0.6993 0.7811 0.2244 0.057 Uiso 1 1 calc R . .
C18 C 0.4171(5) 0.7908(8) 0.1334(4) 0.0277(15) Uani 1 1 d . . .
C20 C 0.4469(6) 0.8139(11) -0.1278(5) 0.047(2) Uani 1 1 d . . .
H20A H 0.4200 0.7947 -0.1865 0.070 Uiso 1 1 calc R . .
H20B H 0.5119 0.7904 -0.1054 0.070 Uiso 1 1 calc R . .
H20C H 0.4386 0.9207 -0.1176 0.070 Uiso 1 1 calc R . .
C10 C 0.0848(5) 0.6064(9) 0.1128(5) 0.0351(17) Uani 1 1 d . . .
H10A H 0.1495 0.5862 0.1288 0.053 Uiso 1 1 calc R . .
H10B H 0.0515 0.5103 0.1020 0.053 Uiso 1 1 calc R . .
H10C H 0.0766 0.6600 0.1570 0.053 Uiso 1 1 calc R . .
C22 C 0.3420(6) 1.0104(10) 0.1766(5) 0.047(2) Uani 1 1 d . . .
H22A H 0.3042 1.0341 0.2058 0.070 Uiso 1 1 calc R . .
H22B H 0.3114 1.0446 0.1201 0.070 Uiso 1 1 calc R . .
H22C H 0.4006 1.0621 0.2029 0.070 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br1 0.0341(4) 0.0284(4) 0.0445(5) 0.0081(3) -0.0001(3) 0.0025(3)
Br2 0.0344(4) 0.0332(4) 0.0341(4) -0.0040(3) 0.0161(3) -0.0028(3)
Ni1 0.0212(4) 0.0228(4) 0.0318(5) 0.0030(4) 0.0095(4) 0.0008(4)
N1 0.023(3) 0.020(3) 0.028(3) -0.001(2) 0.009(2) -0.001(2)
N2 0.022(3) 0.026(3) 0.026(3) 0.000(2) 0.010(2) -0.003(2)
C13 0.017(3) 0.023(3) 0.024(3) 0.003(3) 0.000(3) -0.003(3)
C5 0.031(4) 0.030(4) 0.030(4) -0.001(3) 0.004(3) 0.012(3)
C11 0.025(3) 0.021(3) 0.020(3) -0.002(3) 0.010(3) 0.003(3)
C14 0.024(3) 0.023(3) 0.026(4) 0.006(3) 0.011(3) 0.000(3)
C4 0.024(3) 0.027(4) 0.026(4) -0.009(3) 0.006(3) -0.005(3)
C9 0.024(3) 0.020(3) 0.024(3) -0.006(3) 0.009(3) 0.001(3)
C12 0.031(4) 0.028(4) 0.036(4) 0.005(3) 0.014(3) -0.006(3)
C2 0.030(4) 0.027(4) 0.041(4) -0.008(3) 0.021(3) -0.009(3)
C16 0.021(3) 0.022(3) 0.034(4) 0.003(3) 0.008(3) -0.001(3)
C19 0.033(4) 0.032(4) 0.030(4) -0.002(3) 0.010(3) 0.004(3)
C1 0.028(4) 0.022(3) 0.031(4) -0.008(3) 0.012(3) -0.005(3)
C15 0.023(3) 0.024(3) 0.035(4) 0.000(3) 0.015(3) -0.004(3)
C3 0.018(3) 0.026(4) 0.036(4) -0.004(3) 0.006(3) -0.002(3)
C8 0.027(3) 0.023(3) 0.021(3) -0.001(3) 0.010(3) -0.001(3)
C7 0.031(4) 0.029(4) 0.034(4) 0.004(3) 0.012(3) 0.002(3)
C17 0.026(3) 0.032(4) 0.027(4) 0.003(3) 0.007(3) -0.002(3)
C6 0.038(4) 0.033(4) 0.031(4) 0.006(3) 0.011(3) 0.005(3)
C21 0.028(4) 0.050(5) 0.033(4) 0.001(4) 0.007(3) 0.002(4)
C23 0.025(4) 0.050(5) 0.034(4) 0.005(4) 0.006(3) -0.002(3)
C18 0.022(3) 0.031(4) 0.026(4) 0.001(3) 0.005(3) -0.003(3)
C20 0.052(5) 0.064(6) 0.028(4) -0.003(4) 0.020(4) -0.005(4)
C10 0.040(4) 0.033(4) 0.037(4) 0.003(3) 0.020(4) 0.000(3)
C22 0.059(5) 0.042(5) 0.040(5) 0.004(4) 0.020(4) 0.010(4)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 2.3486(12) . ?
Br2 Ni1 2.3867(13) . ?
Ni1 N2 1.966(5) . ?
Ni1 N1 2.026(5) . ?
N1 C1 1.336(9) . ?
N1 C9 1.383(8) . ?
N2 C11 1.288(8) . ?
N2 C13 1.454(8) . ?
C13 C14 1.390(9) . ?
C13 C18 1.397(9) . ?
C5 C6 1.370(11) . ?
C5 C4 1.407(10) . ?
C5 H5A 0.9300 . ?
C11 C8 1.492(9) . ?
C11 C12 1.496(9) . ?
C14 C15 1.393(9) . ?
C14 C19 1.510(10) . ?
C4 C3 1.423(10) . ?
C4 C9 1.427(9) . ?
C9 C8 1.429(9) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C2 C3 1.354(10) . ?
C2 C1 1.428(9) . ?
C2 H2A 0.9300 . ?
C16 C15 1.388(10) . ?
C16 C17 1.392(10) . ?
C16 C23 1.521(9) . ?
C19 C20 1.512(11) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C1 C10 1.494(10) . ?
C15 H15A 0.9300 . ?
C3 H3A 0.9300 . ?
C8 C7 1.393(9) . ?
C7 C6 1.403(10) . ?
C7 H7A 0.9300 . ?
C17 C18 1.390(9) . ?
C17 H17A 0.9300 . ?
C6 H6A 0.9300 . ?
C21 C22 1.507(11) . ?
C21 C18 1.517(10) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?

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 N1 89.6(2) . . ?
N2 Ni1 Br1 118.76(17) . . ?
N1 Ni1 Br1 132.60(17) . . ?
N2 Ni1 Br2 104.67(16) . . ?
N1 Ni1 Br2 98.82(16) . . ?
Br1 Ni1 Br2 108.17(5) . . ?
C1 N1 C9 120.3(6) . . ?
C1 N1 Ni1 119.8(5) . . ?
C9 N1 Ni1 115.4(4) . . ?
C11 N2 C13 121.5(6) . . ?
C11 N2 Ni1 125.6(5) . . ?
C13 N2 Ni1 112.9(4) . . ?
C14 C13 C18 122.2(6) . . ?
C14 C13 N2 120.7(6) . . ?
C18 C13 N2 116.7(6) . . ?
C6 C5 C4 120.2(7) . . ?
C6 C5 H5A 119.9 . . ?
C4 C5 H5A 119.9 . . ?
N2 C11 C8 120.2(6) . . ?
N2 C11 C12 121.9(6) . . ?
C8 C11 C12 117.9(6) . . ?
C13 C14 C15 117.5(6) . . ?
C13 C14 C19 123.5(6) . . ?
C15 C14 C19 119.0(6) . . ?
C5 C4 C3 121.5(6) . . ?
C5 C4 C9 120.7(6) . . ?
C3 C4 C9 117.9(6) . . ?
N1 C9 C4 120.0(6) . . ?
N1 C9 C8 121.2(6) . . ?
C4 C9 C8 118.7(6) . . ?
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 . . ?
C3 C2 C1 119.7(7) . . ?
C3 C2 H2A 120.1 . . ?
C1 C2 H2A 120.1 . . ?
C15 C16 C17 118.3(6) . . ?
C15 C16 C23 122.5(6) . . ?
C17 C16 C23 119.2(6) . . ?
C14 C19 C20 114.4(6) . . ?
C14 C19 H19A 108.7 . . ?
C20 C19 H19A 108.7 . . ?
C14 C19 H19B 108.7 . . ?
C20 C19 H19B 108.7 . . ?
H19A C19 H19B 107.6 . . ?
N1 C1 C2 120.9(7) . . ?
N1 C1 C10 119.1(6) . . ?
C2 C1 C10 119.9(6) . . ?
C16 C15 C14 122.2(6) . . ?
C16 C15 H15A 118.9 . . ?
C14 C15 H15A 118.9 . . ?
C2 C3 C4 120.2(6) . . ?
C2 C3 H3A 119.9 . . ?
C4 C3 H3A 119.9 . . ?
C7 C8 C9 117.6(6) . . ?
C7 C8 C11 117.9(6) . . ?
C9 C8 C11 124.1(6) . . ?
C8 C7 C6 123.2(7) . . ?
C8 C7 H7A 118.4 . . ?
C6 C7 H7A 118.4 . . ?
C18 C17 C16 121.6(7) . . ?
C18 C17 H17A 119.2 . . ?
C16 C17 H17A 119.2 . . ?
C5 C6 C7 119.2(7) . . ?
C5 C6 H6A 120.4 . . ?
C7 C6 H6A 120.4 . . ?
C22 C21 C18 112.8(7) . . ?
C22 C21 H21A 109.0 . . ?
C18 C21 H21A 109.0 . . ?
C22 C21 H21B 109.0 . . ?
C18 C21 H21B 109.0 . . ?
H21A C21 H21B 107.8 . . ?
C16 C23 H23A 109.5 . . ?
C16 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C16 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C17 C18 C13 118.0(7) . . ?
C17 C18 C21 119.4(6) . . ?
C13 C18 C21 122.5(6) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C1 C10 H10A 109.5 . . ?
C1 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C1 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

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
N2 Ni1 N1 C1 -154.7(5) . . . . ?
Br1 Ni1 N1 C1 -24.4(6) . . . . ?
Br2 Ni1 N1 C1 100.5(5) . . . . ?
N2 Ni1 N1 C9 48.8(5) . . . . ?
Br1 Ni1 N1 C9 179.2(3) . . . . ?
Br2 Ni1 N1 C9 -56.0(4) . . . . ?
N1 Ni1 N2 C11 -32.4(6) . . . . ?
Br1 Ni1 N2 C11 -172.6(5) . . . . ?
Br2 Ni1 N2 C11 66.6(6) . . . . ?
N1 Ni1 N2 C13 148.2(5) . . . . ?
Br1 Ni1 N2 C13 7.9(5) . . . . ?
Br2 Ni1 N2 C13 -112.8(4) . . . . ?
C11 N2 C13 C14 -81.5(8) . . . . ?
Ni1 N2 C13 C14 98.0(6) . . . . ?
C11 N2 C13 C18 105.8(7) . . . . ?
Ni1 N2 C13 C18 -74.7(7) . . . . ?
C13 N2 C11 C8 -179.8(6) . . . . ?
Ni1 N2 C11 C8 0.8(9) . . . . ?
C13 N2 C11 C12 -0.3(10) . . . . ?
Ni1 N2 C11 C12 -179.7(5) . . . . ?
C18 C13 C14 C15 -1.2(10) . . . . ?
N2 C13 C14 C15 -173.5(6) . . . . ?
C18 C13 C14 C19 178.2(6) . . . . ?
N2 C13 C14 C19 5.9(10) . . . . ?
C6 C5 C4 C3 174.0(7) . . . . ?
C6 C5 C4 C9 -5.9(10) . . . . ?
C1 N1 C9 C4 -10.4(9) . . . . ?
Ni1 N1 C9 C4 145.9(5) . . . . ?
C1 N1 C9 C8 166.7(6) . . . . ?
Ni1 N1 C9 C8 -37.0(7) . . . . ?
C5 C4 C9 N1 -174.9(6) . . . . ?
C3 C4 C9 N1 5.1(9) . . . . ?
C5 C4 C9 C8 7.9(9) . . . . ?
C3 C4 C9 C8 -172.1(6) . . . . ?
C13 C14 C19 C20 121.3(8) . . . . ?
C15 C14 C19 C20 -59.4(9) . . . . ?
C9 N1 C1 C2 7.1(9) . . . . ?
Ni1 N1 C1 C2 -148.1(5) . . . . ?
C9 N1 C1 C10 -172.0(6) . . . . ?
Ni1 N1 C1 C10 32.7(8) . . . . ?
C3 C2 C1 N1 1.6(10) . . . . ?
C3 C2 C1 C10 -179.2(6) . . . . ?
C17 C16 C15 C14 1.3(10) . . . . ?
C23 C16 C15 C14 179.8(7) . . . . ?
C13 C14 C15 C16 -1.3(10) . . . . ?
C19 C14 C15 C16 179.3(6) . . . . ?
C1 C2 C3 C4 -6.9(10) . . . . ?
C5 C4 C3 C2 -176.4(7) . . . . ?
C9 C4 C3 C2 3.5(10) . . . . ?
N1 C9 C8 C7 179.3(6) . . . . ?
C4 C9 C8 C7 -3.5(9) . . . . ?
N1 C9 C8 C11 -7.1(10) . . . . ?
C4 C9 C8 C11 170.1(6) . . . . ?
N2 C11 C8 C7 -157.5(6) . . . . ?
C12 C11 C8 C7 22.9(9) . . . . ?
N2 C11 C8 C9 28.9(10) . . . . ?
C12 C11 C8 C9 -150.6(6) . . . . ?
C9 C8 C7 C6 -2.8(10) . . . . ?
C11 C8 C7 C6 -176.8(7) . . . . ?
C15 C16 C17 C18 1.2(10) . . . . ?
C23 C16 C17 C18 -177.4(7) . . . . ?
C4 C5 C6 C7 -0.4(11) . . . . ?
C8 C7 C6 C5 4.8(11) . . . . ?
C16 C17 C18 C13 -3.5(11) . . . . ?
C16 C17 C18 C21 179.4(7) . . . . ?
C14 C13 C18 C17 3.5(10) . . . . ?
N2 C13 C18 C17 176.1(6) . . . . ?
C14 C13 C18 C21 -179.5(7) . . . . ?
N2 C13 C18 C21 -6.9(10) . . . . ?
C22 C21 C18 C17 97.1(8) . . . . ?
C22 C21 C18 C13 -79.9(9) . . . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        27.52
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.526
_refine_diff_density_min         -0.623
_refine_diff_density_rms         0.128

#==END