#------------------------------------------------------------------------------
#$Date: 2016-03-21 06:55:12 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178540 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/46/4064605.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_4064605
loop_
_publ_author_name
'Emerich, Brian M.'
'Moore, Curtis E.'
'Fox, Brian J.'
'Rheingold, Arnold L.'
'Figueroa, Joshua S.'
_publ_section_title
;
 Protecting-Group-Free Access to a Three-Coordinate Nickel(0)
 Tris-isocyanide
;
_journal_issue                   9
_journal_name_full               Organometallics
_journal_page_first              2598
_journal_paper_doi               10.1021/om200209w
_journal_volume                  30
_journal_year                    2011
_chemical_formula_sum            'C66 H78 Cl3 N2 Ni'
_chemical_formula_weight         1064.36
_chemical_name_common            NiCl(CHCl2)(CNArDipp2)2
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 113.8640(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.6377(8)
_cell_length_b                   17.1206(8)
_cell_length_c                   20.4934(9)
_cell_measurement_reflns_used    9773
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.44
_cell_measurement_theta_min      2.48
_cell_volume                     5980.2(5)
_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-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0345
_diffrn_reflns_av_sigmaI/netI    0.0166
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            117401
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.48
_diffrn_reflns_theta_min         1.61
_exptl_absorpt_coefficient_mu    0.498
_exptl_absorpt_correction_T_max  0.9026
_exptl_absorpt_correction_T_min  0.8332
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.182
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             2268
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.21
_refine_diff_density_max         1.297
_refine_diff_density_min         -0.628
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       'not measured'
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     707
_refine_ls_number_reflns         11071
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0466
_refine_ls_R_factor_gt           0.0389
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0460P)²+6.0679P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0984
_refine_ls_wR_factor_ref         0.1050
_reflns_number_gt                9590
_reflns_number_total             11071
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            om200209w_si_003.cif
_cod_data_source_block           jfig455
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4064605
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
Ni1 Ni 0.764504(15) 0.562778(16) 0.744015(13) 0.02762(9) Uani 1 1 d . . .
Cl1 Cl 0.65968(6) 0.58158(8) 0.64294(6) 0.0587(3) Uani 0.77 1 d PU A 1
Cl2 Cl 0.93577(3) 0.51995(3) 0.84031(3) 0.03626(14) Uani 1 1 d . A 1
Cl3 Cl 0.85717(3) 0.64593(3) 0.88140(3) 0.03735(14) Uani 1 1 d . A 1
N1 N 0.85535(9) 0.67587(9) 0.69320(8) 0.0175(3) Uani 1 1 d . . .
C2 C 0.70814(11) 0.49198(12) 0.76986(10) 0.0262(4) Uani 1 1 d . A .
N2 N 0.67258(9) 0.44666(9) 0.78620(8) 0.0216(3) Uani 1 1 d . . .
C1 C 0.82355(11) 0.63227(11) 0.71507(10) 0.0220(4) Uani 1 1 d . A .
C4 C 0.88979(10) 0.73216(10) 0.66485(9) 0.0156(3) Uani 1 1 d . A .
C5 C 0.92413(10) 0.79792(10) 0.70640(9) 0.0167(4) Uani 1 1 d . . .
C6 C 0.95467(10) 0.85481(11) 0.67629(10) 0.0184(4) Uani 1 1 d . A .
H6 H 0.9782 0.9002 0.7030 0.022 Uiso 1 1 calc R . .
C7 C 0.95119(10) 0.84603(11) 0.60764(10) 0.0178(4) Uani 1 1 d . . .
H7 H 0.9715 0.8857 0.5875 0.021 Uiso 1 1 calc R A .
C8 C 0.91818(10) 0.77949(10) 0.56850(9) 0.0166(4) Uani 1 1 d . A .
H8 H 0.9168 0.7739 0.5219 0.020 Uiso 1 1 calc R . .
C9 C 0.88696(10) 0.72063(10) 0.59613(9) 0.0155(3) Uani 1 1 d . . .
C16 C 0.85129(10) 0.64911(10) 0.55334(9) 0.0168(4) Uani 1 1 d . A .
C17 C 0.89423(11) 0.57902(11) 0.56804(10) 0.0200(4) Uani 1 1 d . . .
C29 C 0.97655(12) 0.57309(11) 0.62670(10) 0.0231(4) Uani 1 1 d . A .
H29 H 0.9890 0.6241 0.6527 0.028 Uiso 1 1 calc R . .
C28 C 0.98227(14) 0.50920(13) 0.68082(11) 0.0324(5) Uani 1 1 d . . .
H28A H 0.9762 0.4579 0.6580 0.049 Uiso 1 1 calc R A .
H28B H 0.9407 0.5167 0.6980 0.049 Uiso 1 1 calc R . .
H28C H 1.0335 0.5121 0.7212 0.049 Uiso 1 1 calc R . .
C30 C 1.03811(13) 0.55879(15) 0.59619(12) 0.0359(5) Uani 1 1 d . . .
H30A H 1.0266 0.5095 0.5696 0.054 Uiso 1 1 calc R A .
H30B H 1.0903 0.5559 0.6353 0.054 Uiso 1 1 calc R . .
H30C H 1.0368 0.6018 0.5642 0.054 Uiso 1 1 calc R . .
C18 C 0.86039(12) 0.51363(11) 0.52610(11) 0.0250(4) Uani 1 1 d . A .
H18 H 0.8886 0.4658 0.5350 0.030 Uiso 1 1 calc R . .
C19 C 0.78626(13) 0.51775(12) 0.47177(11) 0.0285(5) Uani 1 1 d . . .
H19 H 0.7637 0.4727 0.4440 0.034 Uiso 1 1 calc R A .
C20 C 0.74461(12) 0.58722(12) 0.45754(10) 0.0246(4) Uani 1 1 d . A .
H20 H 0.6937 0.5891 0.4201 0.029 Uiso 1 1 calc R . .
C21 C 0.77612(11) 0.65418(11) 0.49717(10) 0.0187(4) Uani 1 1 d . . .
C31 C 0.72942(11) 0.72980(11) 0.48243(10) 0.0214(4) Uani 1 1 d . A .
H31 H 0.7679 0.7739 0.4974 0.026 Uiso 1 1 calc R . .
C33 C 0.67607(12) 0.74185(14) 0.40363(11) 0.0305(5) Uani 1 1 d . . .
H33A H 0.6348 0.7020 0.3884 0.046 Uiso 1 1 calc R A .
H33B H 0.7071 0.7375 0.3750 0.046 Uiso 1 1 calc R . .
H33C H 0.6521 0.7938 0.3970 0.046 Uiso 1 1 calc R . .
C32 C 0.68172(12) 0.73364(12) 0.52822(11) 0.0268(4) Uani 1 1 d . . .
H32A H 0.6440 0.6904 0.5154 0.040 Uiso 1 1 calc R A .
H32B H 0.6534 0.7834 0.5198 0.040 Uiso 1 1 calc R . .
H32C H 0.7172 0.7295 0.5788 0.040 Uiso 1 1 calc R . .
C10 C 0.92661(11) 0.80851(10) 0.77997(9) 0.0176(4) Uani 1 1 d . A .
C11 C 0.85922(11) 0.83615(11) 0.78707(10) 0.0206(4) Uani 1 1 d . . .
C12 C 0.86310(12) 0.84971(11) 0.85554(11) 0.0240(4) Uani 1 1 d . A .
H12 H 0.8183 0.8690 0.8615 0.029 Uiso 1 1 calc R . .
C13 C 0.93147(12) 0.83542(11) 0.91477(10) 0.0246(4) Uani 1 1 d . . .
H13 H 0.9332 0.8448 0.9611 0.029 Uiso 1 1 calc R A .
C14 C 0.99747(12) 0.80759(11) 0.90733(10) 0.0229(4) Uani 1 1 d . A .
H14 H 1.0438 0.7975 0.9487 0.027 Uiso 1 1 calc R . .
C15 C 0.99688(11) 0.79416(11) 0.84004(10) 0.0193(4) Uani 1 1 d . . .
C25 C 1.06974(11) 0.76429(12) 0.83173(10) 0.0234(4) Uani 1 1 d . A .
H25 H 1.0716 0.7902 0.7887 0.028 Uiso 1 1 calc R . .
C26 C 1.06431(12) 0.67612(12) 0.81809(11) 0.0285(4) Uani 1 1 d . . .
H26A H 1.0635 0.6489 0.8598 0.043 Uiso 1 1 calc R A .
H26B H 1.1098 0.6588 0.8095 0.043 Uiso 1 1 calc R . .
H26C H 1.0161 0.6643 0.7762 0.043 Uiso 1 1 calc R . .
C27 C 1.14667(12) 0.78330(15) 0.89506(13) 0.0360(5) Uani 1 1 d . . .
H27A H 1.1489 0.7547 0.9373 0.054 Uiso 1 1 calc R A .
H27B H 1.1493 0.8395 0.9047 0.054 Uiso 1 1 calc R . .
H27C H 1.1910 0.7678 0.8838 0.054 Uiso 1 1 calc R . .
C22 C 0.78421(12) 0.85611(13) 0.72283(11) 0.0275(4) Uani 1 1 d . A .
H22 H 0.7898 0.8360 0.6793 0.033 Uiso 1 1 calc R . .
C24 C 0.77414(14) 0.94454(14) 0.71519(14) 0.0396(6) Uani 1 1 d . . .
H24A H 0.8186 0.9673 0.7079 0.059 Uiso 1 1 calc R A .
H24B H 0.7720 0.9663 0.7586 0.059 Uiso 1 1 calc R . .
H24C H 0.7253 0.9568 0.6741 0.059 Uiso 1 1 calc R . .
C23 C 0.71155(13) 0.81738(15) 0.72625(13) 0.0372(5) Uani 1 1 d . . .
H23A H 0.6653 0.8299 0.6828 0.056 Uiso 1 1 calc R A .
H23B H 0.7040 0.8369 0.7680 0.056 Uiso 1 1 calc R . .
H23C H 0.7190 0.7606 0.7301 0.056 Uiso 1 1 calc R . .
C34 C 0.62810(11) 0.39334(11) 0.80609(10) 0.0193(4) Uani 1 1 d . A .
C39 C 0.66482(11) 0.35450(10) 0.87138(10) 0.0185(4) Uani 1 1 d . . .
C38 C 0.61892(11) 0.30338(11) 0.89095(10) 0.0217(4) Uani 1 1 d . A .
H38 H 0.6415 0.2762 0.9350 0.026 Uiso 1 1 calc R . .
C37 C 0.54033(12) 0.29163(12) 0.84671(11) 0.0249(4) Uani 1 1 d . . .
H37 H 0.5095 0.2575 0.8613 0.030 Uiso 1 1 calc R A .
C36 C 0.50658(11) 0.32951(12) 0.78124(11) 0.0243(4) Uani 1 1 d . A .
H36 H 0.4531 0.3200 0.7511 0.029 Uiso 1 1 calc R . .
C35 C 0.55010(11) 0.38132(11) 0.75925(10) 0.0210(4) Uani 1 1 d . . .
C40 C 0.51476(11) 0.42078(12) 0.68766(10) 0.0231(4) Uani 1 1 d . A .
C41 C 0.47156(11) 0.48982(12) 0.68027(11) 0.0254(4) Uani 1 1 d . . .
C42 C 0.43395(12) 0.52215(13) 0.61198(12) 0.0319(5) Uani 1 1 d . A .
H42 H 0.4046 0.5690 0.6059 0.038 Uiso 1 1 calc R . .
C43 C 0.43896(12) 0.48698(14) 0.55346(11) 0.0338(5) Uani 1 1 d . . .
H43 H 0.4110 0.5082 0.5072 0.041 Uiso 1 1 calc R A .
C44 C 0.48433(12) 0.42124(14) 0.56193(11) 0.0328(5) Uani 1 1 d . A .
H44 H 0.4886 0.3985 0.5214 0.039 Uiso 1 1 calc R . .
C45 C 0.52433(11) 0.38717(13) 0.62903(11) 0.0275(4) Uani 1 1 d . . .
C55 C 0.57761(13) 0.31757(14) 0.63694(12) 0.0341(5) Uani 1 1 d . A .
H55 H 0.6004 0.3020 0.6884 0.041 Uiso 1 1 calc R . .
C56 C 0.53459(15) 0.24717(15) 0.59368(17) 0.0506(7) Uani 1 1 d . . .
H56A H 0.5141 0.2598 0.5427 0.076 Uiso 1 1 calc R A .
H56B H 0.4910 0.2333 0.6066 0.076 Uiso 1 1 calc R . .
H56C H 0.5709 0.2030 0.6038 0.076 Uiso 1 1 calc R . .
C57 C 0.64542(18) 0.3388(2) 0.6170(2) 0.0725(10) Uani 1 1 d . . .
H57A H 0.6709 0.3864 0.6423 0.109 Uiso 1 1 calc R A .
H57B H 0.6255 0.3477 0.5654 0.109 Uiso 1 1 calc R . .
H57C H 0.6835 0.2960 0.6304 0.109 Uiso 1 1 calc R . .
C52 C 0.46694(13) 0.53045(13) 0.74419(12) 0.0306(5) Uani 1 1 d . A .
H52 H 0.5070 0.5058 0.7881 0.037 Uiso 0.653(12) 1 calc PR B 1
H52A H 0.4794 0.4911 0.7833 0.037 Uiso 0.347(12) 1 d PR B 2
C53 C 0.4864(5) 0.6171(3) 0.7466(3) 0.0515(18) Uani 0.653(12) 1 d P A 1
H53A H 0.5375 0.6236 0.7442 0.077 Uiso 0.653(12) 1 calc PR B 1
H53B H 0.4882 0.6397 0.7911 0.077 Uiso 0.653(12) 1 calc PR B 1
H53C H 0.4460 0.6436 0.7059 0.077 Uiso 0.653(12) 1 calc PR B 1
C54 C 0.3867(2) 0.5176(4) 0.7459(2) 0.0407(13) Uani 0.653(12) 1 d P A 1
H54A H 0.3458 0.5385 0.7021 0.061 Uiso 0.653(12) 1 calc PR B 1
H54B H 0.3847 0.5446 0.7873 0.061 Uiso 0.653(12) 1 calc PR B 1
H54C H 0.3781 0.4616 0.7494 0.061 Uiso 0.653(12) 1 calc PR B 1
C46 C 0.75073(10) 0.36628(11) 0.91515(10) 0.0186(4) Uani 1 1 d . A .
C47 C 0.77615(11) 0.42210(11) 0.96997(10) 0.0218(4) Uani 1 1 d . . .
C48 C 0.85688(12) 0.43334(12) 1.00746(11) 0.0269(4) Uani 1 1 d . A .
H48 H 0.8752 0.4714 1.0443 0.032 Uiso 1 1 calc R . .
C49 C 0.91035(12) 0.39005(14) 0.99182(11) 0.0304(5) Uani 1 1 d . . .
H49 H 0.9650 0.3984 1.0179 0.036 Uiso 1 1 calc R A .
C50 C 0.88453(11) 0.33452(13) 0.93832(11) 0.0275(4) Uani 1 1 d . A .
H50 H 0.9218 0.3042 0.9286 0.033 Uiso 1 1 calc R . .
C51 C 0.80476(11) 0.32227(11) 0.89839(10) 0.0221(4) Uani 1 1 d . . .
C58 C 0.77799(12) 0.26009(13) 0.84058(12) 0.0302(5) Uani 1 1 d . A .
H58 H 0.7224 0.2719 0.8080 0.036 Uiso 1 1 calc R . .
C60 C 0.82644(17) 0.25893(18) 0.79565(15) 0.0521(7) Uani 1 1 d . . .
H60A H 0.8806 0.2440 0.8257 0.078 Uiso 1 1 calc R A .
H60B H 0.8259 0.3110 0.7756 0.078 Uiso 1 1 calc R . .
H60C H 0.8039 0.2210 0.7568 0.078 Uiso 1 1 calc R . .
C59 C 0.77904(18) 0.17992(15) 0.87458(16) 0.0507(7) Uani 1 1 d . . .
H59A H 0.7433 0.1806 0.8988 0.076 Uiso 1 1 calc R A .
H59B H 0.8324 0.1683 0.9092 0.076 Uiso 1 1 calc R . .
H59C H 0.7622 0.1397 0.8374 0.076 Uiso 1 1 calc R . .
C61 C 0.71802(12) 0.46713(12) 0.99024(11) 0.0268(4) Uani 1 1 d . A .
H61 H 0.6665 0.4667 0.9479 0.032 Uiso 1 1 calc R . .
C62 C 0.70624(14) 0.42550(14) 1.05144(12) 0.0342(5) Uani 1 1 d . . .
H62A H 0.7560 0.4247 1.0937 0.051 Uiso 1 1 calc R A .
H62B H 0.6886 0.3718 1.0372 0.051 Uiso 1 1 calc R . .
H62C H 0.6666 0.4534 1.0625 0.051 Uiso 1 1 calc R . .
C63 C 0.74133(15) 0.55264(13) 1.00917(15) 0.0417(6) Uani 1 1 d . . .
H63A H 0.7513 0.5773 0.9705 0.063 Uiso 1 1 calc R A .
H63B H 0.7889 0.5551 1.0534 0.063 Uiso 1 1 calc R . .
H63C H 0.6987 0.5803 1.0157 0.063 Uiso 1 1 calc R . .
C3 C 0.84422(11) 0.55302(12) 0.83876(10) 0.0230(4) Uani 1 1 d . A .
H3 H 0.8260 0.5149 0.8658 0.028 Uiso 1 1 calc R C 1
C2S C 0.47525(15) 0.07608(15) 0.48232(14) 0.0411(6) Uani 1 1 d . . .
C1S C 0.49486(15) 0.03129(15) 0.43619(14) 0.0412(6) Uani 1 1 d . . .
C3S C 0.48022(15) 0.04459(16) 0.54611(15) 0.0419(6) Uani 1 1 d . . .
Cl1A Cl 0.6932(3) 0.5452(3) 0.62998(18) 0.0659(12) Uani 0.23 1 d PU A 2
C54A C 0.3854(5) 0.5655(9) 0.7294(6) 0.055(3) Uani 0.347(12) 1 d P A 2
H54D H 0.3757 0.6102 0.6972 0.082 Uiso 0.347(12) 1 calc PR B 2
H54E H 0.3838 0.5826 0.7745 0.082 Uiso 0.347(12) 1 calc PR B 2
H54F H 0.3449 0.5257 0.7073 0.082 Uiso 0.347(12) 1 calc PR B 2
C53A C 0.5287(6) 0.5952(7) 0.7704(7) 0.051(3) Uani 0.347(12) 1 d P A 2
H53D H 0.5810 0.5725 0.7836 0.077 Uiso 0.347(12) 1 calc PR B 2
H53E H 0.5260 0.6208 0.8122 0.077 Uiso 0.347(12) 1 calc PR B 2
H53F H 0.5187 0.6337 0.7324 0.077 Uiso 0.347(12) 1 calc PR B 2
H2S H 0.4564(17) 0.1299(18) 0.4685(16) 0.057(8) Uiso 1 1 d . . .
H1S H 0.4912(17) 0.0543(17) 0.3942(17) 0.057(9) Uiso 1 1 d . . .
H3S H 0.4675(18) 0.0769(17) 0.5772(16) 0.058(9) Uiso 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'
Cl Cl 0.1484 0.1585 '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'
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
C2 Ni1 C1 177.48(9) . .
C2 Ni1 C3 87.09(8) . .
C1 Ni1 C3 93.57(8) . .
C2 Ni1 Cl1A 92.67(11) . .
C1 Ni1 Cl1A 85.99(11) . .
C3 Ni1 Cl1A 162.86(17) . .
C2 Ni1 Cl1 88.53(6) . .
C1 Ni1 Cl1 91.17(6) . .
C3 Ni1 Cl1 170.49(7) . .
Cl1A Ni1 Cl1 25.93(14) . .
C1 N1 C4 176.28(19) . .
N2 C2 Ni1 179.6(2) . .
C2 N2 C34 178.4(2) . .
N1 C1 Ni1 175.40(17) . .
C5 C4 C9 123.12(16) . .
C5 C4 N1 118.16(15) . .
C9 C4 N1 118.71(15) . .
C6 C5 C4 117.46(16) . .
C6 C5 C10 120.59(16) . .
C4 C5 C10 121.93(16) . .
C7 C6 C5 120.86(17) . .
C7 C6 H6 119.6 . .
C5 C6 H6 119.6 . .
C8 C7 C6 120.18(16) . .
C8 C7 H7 119.9 . .
C6 C7 H7 119.9 . .
C7 C8 C9 121.32(16) . .
C7 C8 H8 119.3 . .
C9 C8 H8 119.3 . .
C8 C9 C4 117.02(16) . .
C8 C9 C16 120.88(16) . .
C4 C9 C16 122.09(15) . .
C17 C16 C21 121.25(17) . .
C17 C16 C9 119.57(16) . .
C21 C16 C9 119.14(16) . .
C18 C17 C16 118.43(18) . .
C18 C17 C29 119.50(17) . .
C16 C17 C29 122.06(16) . .
C17 C29 C28 111.87(17) . .
C17 C29 C30 111.73(16) . .
C28 C29 C30 109.72(17) . .
C17 C29 H29 107.8 . .
C28 C29 H29 107.8 . .
C30 C29 H29 107.8 . .
C29 C28 H28A 109.5 . .
C29 C28 H28B 109.5 . .
H28A C28 H28B 109.5 . .
C29 C28 H28C 109.5 . .
H28A C28 H28C 109.5 . .
H28B C28 H28C 109.5 . .
C29 C30 H30A 109.5 . .
C29 C30 H30B 109.5 . .
H30A C30 H30B 109.5 . .
C29 C30 H30C 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
C19 C18 C17 120.69(19) . .
C19 C18 H18 119.7 . .
C17 C18 H18 119.7 . .
C18 C19 C20 120.39(18) . .
C18 C19 H19 119.8 . .
C20 C19 H19 119.8 . .
C19 C20 C21 121.11(19) . .
C19 C20 H20 119.4 . .
C21 C20 H20 119.4 . .
C20 C21 C16 118.12(17) . .
C20 C21 C31 120.89(17) . .
C16 C21 C31 120.94(16) . .
C21 C31 C33 113.57(16) . .
C21 C31 C32 110.00(16) . .
C33 C31 C32 110.50(16) . .
C21 C31 H31 107.5 . .
C33 C31 H31 107.5 . .
C32 C31 H31 107.5 . .
C31 C33 H33A 109.5 . .
C31 C33 H33B 109.5 . .
H33A C33 H33B 109.5 . .
C31 C33 H33C 109.5 . .
H33A C33 H33C 109.5 . .
H33B C33 H33C 109.5 . .
C31 C32 H32A 109.5 . .
C31 C32 H32B 109.5 . .
H32A C32 H32B 109.5 . .
C31 C32 H32C 109.5 . .
H32A C32 H32C 109.5 . .
H32B C32 H32C 109.5 . .
C11 C10 C15 121.49(17) . .
C11 C10 C5 118.67(16) . .
C15 C10 C5 119.78(16) . .
C12 C11 C10 118.43(18) . .
C12 C11 C22 119.24(17) . .
C10 C11 C22 122.23(17) . .
C13 C12 C11 120.59(18) . .
C13 C12 H12 119.7 . .
C11 C12 H12 119.7 . .
C12 C13 C14 120.63(18) . .
C12 C13 H13 119.7 . .
C14 C13 H13 119.7 . .
C13 C14 C15 120.95(18) . .
C13 C14 H14 119.5 . .
C15 C14 H14 119.5 . .
C14 C15 C10 117.91(17) . .
C14 C15 C25 121.02(17) . .
C10 C15 C25 121.07(16) . .
C15 C25 C27 113.92(17) . .
C15 C25 C26 110.81(16) . .
C27 C25 C26 109.55(17) . .
C15 C25 H25 107.4 . .
C27 C25 H25 107.4 . .
C26 C25 H25 107.4 . .
C25 C26 H26A 109.5 . .
C25 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C25 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C25 C27 H27A 109.5 . .
C25 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C25 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
C11 C22 C24 110.09(18) . .
C11 C22 C23 112.47(17) . .
C24 C22 C23 111.05(18) . .
C11 C22 H22 107.7 . .
C24 C22 H22 107.7 . .
C23 C22 H22 107.7 . .
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 . .
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 . .
C35 C34 C39 123.90(17) . .
C35 C34 N2 118.06(16) . .
C39 C34 N2 118.03(16) . .
C38 C39 C34 117.03(17) . .
C38 C39 C46 122.99(17) . .
C34 C39 C46 119.93(16) . .
C37 C38 C39 120.75(18) . .
C37 C38 H38 119.6 . .
C39 C38 H38 119.6 . .
C36 C37 C38 120.50(17) . .
C36 C37 H37 119.7 . .
C38 C37 H37 119.7 . .
C37 C36 C35 120.90(18) . .
C37 C36 H36 119.6 . .
C35 C36 H36 119.6 . .
C36 C35 C34 116.85(17) . .
C36 C35 C40 121.25(17) . .
C34 C35 C40 121.88(16) . .
C41 C40 C45 121.17(18) . .
C41 C40 C35 119.32(18) . .
C45 C40 C35 119.51(18) . .
C42 C41 C40 118.3(2) . .
C42 C41 C52 120.10(19) . .
C40 C41 C52 121.58(18) . .
C43 C42 C41 120.9(2) . .
C43 C42 H42 119.5 . .
C41 C42 H42 119.5 . .
C44 C43 C42 120.1(2) . .
C44 C43 H43 119.9 . .
C42 C43 H43 119.9 . .
C43 C44 C45 121.4(2) . .
C43 C44 H44 119.3 . .
C45 C44 H44 119.3 . .
C44 C45 C40 117.9(2) . .
C44 C45 C55 119.9(2) . .
C40 C45 C55 122.24(18) . .
C45 C55 C56 113.13(18) . .
C45 C55 C57 111.3(2) . .
C56 C55 C57 109.4(2) . .
C45 C55 H55 107.6 . .
C56 C55 H55 107.6 . .
C57 C55 H55 107.6 . .
C55 C56 H56A 109.5 . .
C55 C56 H56B 109.5 . .
H56A C56 H56B 109.5 . .
C55 C56 H56C 109.5 . .
H56A C56 H56C 109.5 . .
H56B C56 H56C 109.5 . .
C55 C57 H57A 109.5 . .
C55 C57 H57B 109.5 . .
H57A C57 H57B 109.5 . .
C55 C57 H57C 109.5 . .
H57A C57 H57C 109.5 . .
H57B C57 H57C 109.5 . .
C41 C52 C53 112.2(2) . .
C41 C52 C54 110.7(2) . .
C53 C52 C54 111.2(3) . .
C41 C52 C53A 109.8(4) . .
C53 C52 C53A 31.6(4) . .
C54 C52 C53A 134.5(4) . .
C41 C52 C54A 113.8(4) . .
C53 C52 C54A 80.3(5) . .
C54 C52 C54A 33.4(5) . .
C53A C52 C54A 109.2(5) . .
C41 C52 H52 107.5 . .
C53 C52 H52 107.5 . .
C54 C52 H52 107.5 . .
C53A C52 H52 78.9 . .
C54A C52 H52 131.0 . .
C41 C52 H52A 108.0 . .
C53 C52 H52A 130.9 . .
C54 C52 H52A 78.2 . .
C53A C52 H52A 108.0 . .
C54A C52 H52A 108.0 . .
H52 C52 H52A 31.6 . .
C52 C53 H53A 109.5 . .
C52 C53 H53B 109.5 . .
C52 C53 H53C 109.5 . .
C52 C54 H54A 109.5 . .
C52 C54 H54B 109.5 . .
C52 C54 H54C 109.5 . .
C47 C46 C51 121.13(17) . .
C47 C46 C39 120.24(16) . .
C51 C46 C39 118.59(17) . .
C48 C47 C46 118.25(18) . .
C48 C47 C61 120.53(18) . .
C46 C47 C61 121.18(17) . .
C49 C48 C47 121.07(19) . .
C49 C48 H48 119.5 . .
C47 C48 H48 119.5 . .
C48 C49 C50 120.09(18) . .
C48 C49 H49 120.0 . .
C50 C49 H49 120.0 . .
C49 C50 C51 121.06(19) . .
C49 C50 H50 119.5 . .
C51 C50 H50 119.5 . .
C50 C51 C46 118.38(18) . .
C50 C51 C58 119.96(18) . .
C46 C51 C58 121.61(17) . .
C51 C58 C60 113.04(19) . .
C51 C58 C59 109.43(19) . .
C60 C58 C59 111.1(2) . .
C51 C58 H58 107.7 . .
C60 C58 H58 107.7 . .
C59 C58 H58 107.7 . .
C58 C60 H60A 109.5 . .
C58 C60 H60B 109.5 . .
H60A C60 H60B 109.5 . .
C58 C60 H60C 109.5 . .
H60A C60 H60C 109.5 . .
H60B C60 H60C 109.5 . .
C58 C59 H59A 109.5 . .
C58 C59 H59B 109.5 . .
H59A C59 H59B 109.5 . .
C58 C59 H59C 109.5 . .
H59A C59 H59C 109.5 . .
H59B C59 H59C 109.5 . .
C47 C61 C63 113.20(18) . .
C47 C61 C62 109.99(17) . .
C63 C61 C62 110.91(19) . .
C47 C61 H61 107.5 . .
C63 C61 H61 107.5 . .
C62 C61 H61 107.5 . .
C61 C62 H62A 109.5 . .
C61 C62 H62B 109.5 . .
H62A C62 H62B 109.5 . .
C61 C62 H62C 109.5 . .
H62A C62 H62C 109.5 . .
H62B C62 H62C 109.5 . .
C61 C63 H63A 109.5 . .
C61 C63 H63B 109.5 . .
H63A C63 H63B 109.5 . .
C61 C63 H63C 109.5 . .
H63A C63 H63C 109.5 . .
H63B C63 H63C 109.5 . .
Cl3 C3 Cl2 109.58(10) . .
Cl3 C3 Ni1 108.33(10) . .
Cl2 C3 Ni1 112.91(10) . .
Cl3 C3 H3 108.6 . .
Cl2 C3 H3 108.6 . .
Ni1 C3 H3 108.6 . .
C1S C2S C3S 119.8(2) . .
C1S C2S H2S 119.1(17) . .
C3S C2S H2S 121.1(17) . .
C2S C1S C3S 120.0(3) . 3_656
C2S C1S H1S 117.6(19) . .
C3S C1S H1S 122.5(19) 3_656 .
C1S C3S C2S 120.2(2) 3_656 .
C1S C3S H3S 121.7(19) 3_656 .
C2S C3S H3S 118.0(19) . .
C52 C54A H54D 109.5 . .
C52 C54A H54E 109.5 . .
H54D C54A H54E 109.5 . .
C52 C54A H54F 109.5 . .
H54D C54A H54F 109.5 . .
H54E C54A H54F 109.5 . .
C52 C53A H53D 109.5 . .
C52 C53A H53E 109.5 . .
H53D C53A H53E 109.5 . .
C52 C53A H53F 109.5 . .
H53D C53A H53F 109.5 . .
H53E C53A H53F 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 C2 1.818(2) .
Ni1 C1 1.873(2) .
Ni1 C3 1.9160(19) .
Ni1 Cl1A 2.192(3) .
Ni1 Cl1 2.2219(9) .
Cl2 C3 1.786(2) .
Cl3 C3 1.784(2) .
N1 C1 1.151(2) .
N1 C4 1.407(2) .
C2 N2 1.155(3) .
N2 C34 1.400(2) .
C4 C5 1.400(2) .
C4 C9 1.402(2) .
C5 C6 1.392(3) .
C5 C10 1.500(2) .
C6 C7 1.390(3) .
C6 H6 0.9500 .
C7 C8 1.386(3) .
C7 H7 0.9500 .
C8 C9 1.393(2) .
C8 H8 0.9500 .
C9 C16 1.496(2) .
C16 C17 1.406(3) .
C16 C21 1.411(3) .
C17 C18 1.397(3) .
C17 C29 1.522(3) .
C29 C28 1.530(3) .
C29 C30 1.532(3) .
C29 H29 1.0000 .
C28 H28A 0.9800 .
C28 H28B 0.9800 .
C28 H28C 0.9800 .
C30 H30A 0.9800 .
C30 H30B 0.9800 .
C30 H30C 0.9800 .
C18 C19 1.382(3) .
C18 H18 0.9500 .
C19 C20 1.385(3) .
C19 H19 0.9500 .
C20 C21 1.390(3) .
C20 H20 0.9500 .
C21 C31 1.521(3) .
C31 C33 1.530(3) .
C31 C32 1.533(3) .
C31 H31 1.0000 .
C33 H33A 0.9800 .
C33 H33B 0.9800 .
C33 H33C 0.9800 .
C32 H32A 0.9800 .
C32 H32B 0.9800 .
C32 H32C 0.9800 .
C10 C11 1.404(3) .
C10 C15 1.409(3) .
C11 C12 1.395(3) .
C11 C22 1.522(3) .
C12 C13 1.380(3) .
C12 H12 0.9500 .
C13 C14 1.384(3) .
C13 H13 0.9500 .
C14 C15 1.394(3) .
C14 H14 0.9500 .
C15 C25 1.524(3) .
C25 C27 1.530(3) .
C25 C26 1.531(3) .
C25 H25 1.0000 .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C22 C24 1.526(3) .
C22 C23 1.535(3) .
C22 H22 1.0000 .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
C34 C35 1.396(3) .
C34 C39 1.400(3) .
C39 C38 1.392(3) .
C39 C46 1.499(2) .
C38 C37 1.391(3) .
C38 H38 0.9500 .
C37 C36 1.391(3) .
C37 H37 0.9500 .
C36 C35 1.394(3) .
C36 H36 0.9500 .
C35 C40 1.504(3) .
C40 C41 1.403(3) .
C40 C45 1.407(3) .
C41 C42 1.401(3) .
C41 C52 1.516(3) .
C42 C43 1.378(3) .
C42 H42 0.9500 .
C43 C44 1.376(3) .
C43 H43 0.9500 .
C44 C45 1.399(3) .
C44 H44 0.9500 .
C45 C55 1.517(3) .
C55 C56 1.519(3) .
C55 C57 1.521(3) .
C55 H55 1.0000 .
C56 H56A 0.9800 .
C56 H56B 0.9800 .
C56 H56C 0.9800 .
C57 H57A 0.9800 .
C57 H57B 0.9800 .
C57 H57C 0.9800 .
C52 C53 1.523(5) .
C52 C54 1.526(5) .
C52 C53A 1.531(9) .
C52 C54A 1.546(10) .
C52 H52 1.0000 .
C52 H52A 1.0000 .
C53 H53A 0.9800 .
C53 H53B 0.9800 .
C53 H53C 0.9800 .
C54 H54A 0.9800 .
C54 H54B 0.9800 .
C54 H54C 0.9800 .
C46 C47 1.403(3) .
C46 C51 1.407(3) .
C47 C48 1.398(3) .
C47 C61 1.518(3) .
C48 C49 1.380(3) .
C48 H48 0.9500 .
C49 C50 1.382(3) .
C49 H49 0.9500 .
C50 C51 1.393(3) .
C50 H50 0.9500 .
C51 C58 1.519(3) .
C58 C60 1.528(3) .
C58 C59 1.536(3) .
C58 H58 1.0000 .
C60 H60A 0.9800 .
C60 H60B 0.9800 .
C60 H60C 0.9800 .
C59 H59A 0.9800 .
C59 H59B 0.9800 .
C59 H59C 0.9800 .
C61 C63 1.532(3) .
C61 C62 1.534(3) .
C61 H61 1.0000 .
C62 H62A 0.9800 .
C62 H62B 0.9800 .
C62 H62C 0.9800 .
C63 H63A 0.9800 .
C63 H63B 0.9800 .
C63 H63C 0.9800 .
C3 H3 1.0000 .
C2S C1S 1.377(4) .
C2S C3S 1.382(4) .
C2S H2S 0.99(3) .
C1S C3S 1.378(4) 3_656
C1S H1S 0.92(3) .
C3S C1S 1.378(4) 3_656
C3S H3S 0.94(3) .
C54A H54D 0.9800 .
C54A H54E 0.9800 .
C54A H54F 0.9800 .
C53A H53D 0.9800 .
C53A H53E 0.9800 .
C53A H53F 0.9800 .
