#------------------------------------------------------------------------------
#$Date: 2017-09-01 18:33:50 +0300 (Fri, 01 Sep 2017) $
#$Revision: 200071 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/26/4032689.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_4032689
loop_
_publ_author_name
'Ashwin G. Nair'
'Roy T. McBurney'
'Mark R.D. Gatus'
'D.Barney Walker'
'Mohan Bhadbhade'
'Barbara A. Messerle'
_publ_section_title
;
 Synthesis and catalytic activity of nickel(II) complexes containing NCN
 pincer ligands
;
_journal_name_full               'Journal of Organometallic Chemistry'
_journal_page_first              63
_journal_page_last               70
_journal_paper_doi               10.1016/j.jorganchem.2017.02.025
_journal_volume                  845
_journal_year                    2017
_chemical_formula_moiety         'C11 H12 Cl N6 Ni, C3 H6 O, C24 H20 B'
_chemical_formula_sum            'C38 H38 B Cl N6 Ni O'
_chemical_formula_weight         699.71
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 109.158(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.0883(12)
_cell_length_b                   12.3222(8)
_cell_length_c                   18.5299(15)
_cell_measurement_reflns_used    1881
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      22.492
_cell_measurement_theta_min      2.272
_cell_volume                     3470.0(4)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_diffrn_ambient_temperature      150.0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1099
_diffrn_reflns_av_unetI/netI     0.1223
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            23797
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.628
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.676
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6062
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1184 before and 0.0785 after correction.
The Ratio of minimum to maximum transmission is 0.8131.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'light green'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_description       plate
_exptl_crystal_F_000             1464
_exptl_crystal_size_max          0.094
_exptl_crystal_size_mid          0.091
_exptl_crystal_size_min          0.028
_refine_diff_density_max         0.378
_refine_diff_density_min         -0.390
_refine_diff_density_rms         0.083
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     454
_refine_ls_number_reflns         6092
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.1104
_refine_ls_R_factor_gt           0.0548
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0290P)²+2.3197P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1054
_refine_ls_wR_factor_ref         0.1313
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3657
_reflns_number_total             6092
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            J-Org-Chem-2017-845-63-70-2.cif
_cod_data_source_block           2
_cod_database_code               4032689
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 O1AC, C1AC, C2AC, C3AC
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3. Others
 Fixed Sof: O1AC(0.7) C3AC(0.7) H3AA(0.7) H3AB(0.7) H3AC(0.7) C1(0.3) H1B(0.3)
 H1D(0.3) H1E(0.3) O2(0.3)
4.a Secondary CH2 refined with riding coordinates:
 C0AA(H0AA,H0AB), C2(H2A,H2B)
4.b Aromatic/amide H refined with riding coordinates:
 C1A(H1A), C1C(H1C), C2A(H2AA), C2B(H2BA), C2C(H2C), C3A(H3A), C3B(H3B),
 C3C(H3C), C12B(H12B), C13B(H13B), C14B(H14B), C15B(H15B), C16B(H16B),
 C22B(H22B), C23B(H23B), C24B(H24B), C25B(H25B), C26B(H26B), C32B(H32B),
 C33B(H33B), C34B(H34B), C35B(H35B), C36B(H36B), C42B(H42B), C43B(H43B),
 C44B(H44B), C45B(H45B), C46B(H46B)
4.c Idealised Me refined as rotating group:
 C1AC(H1AA,H1AB,H1AC), C3AC(H3AA,H3AB,H3AC), C1(H1B,H1D,H1E)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni -0.18505(3) 0.70042(4) 0.90105(3) 0.02139(17) Uani 1 1 d . . . . .
Cl1 Cl -0.16924(7) 0.69284(9) 1.02347(6) 0.0322(3) Uani 1 1 d . . . . .
N1A N -0.0739(2) 0.6351(3) 0.9192(2) 0.0224(8) Uani 1 1 d . . . . .
N1B N -0.1698(2) 0.6217(3) 0.76050(19) 0.0195(8) Uani 1 1 d . . . . .
N1C N -0.2963(2) 0.7706(3) 0.8787(2) 0.0230(8) Uani 1 1 d . . . . .
N2A N -0.0514(2) 0.5699(3) 0.8688(2) 0.0237(8) Uani 1 1 d . . . . .
N2B N -0.2483(2) 0.7645(3) 0.7431(2) 0.0215(8) Uani 1 1 d . . . . .
N2C N -0.3362(2) 0.8278(3) 0.8136(2) 0.0287(9) Uani 1 1 d . . . . .
C0AA C -0.1184(3) 0.5299(3) 0.8008(2) 0.0236(10) Uani 1 1 d . . . . .
H0AA H -0.1571 0.4777 0.8151 0.028 Uiso 1 1 calc R . . . .
H0AB H -0.0906 0.4922 0.7674 0.028 Uiso 1 1 calc R . . . .
C1A C 0.0340(3) 0.5467(4) 0.8944(3) 0.0313(11) Uani 1 1 d . . . . .
H1A H 0.0644 0.5027 0.8692 0.038 Uiso 1 1 calc R . . . .
C1B C -0.2000(2) 0.6966(3) 0.7978(2) 0.0183(9) Uani 1 1 d . . . . .
C1C C -0.4182(3) 0.8573(4) 0.8100(3) 0.0393(13) Uani 1 1 d . . . . .
H1C H -0.4585 0.8985 0.7706 0.047 Uiso 1 1 calc R . . . .
C2 C -0.2879(3) 0.8612(3) 0.7634(3) 0.0286(11) Uani 1 1 d . . . . .
H2A H -0.2417 0.9142 0.7898 0.034 Uiso 1 1 calc R . . . .
H2B H -0.3283 0.8958 0.7169 0.034 Uiso 1 1 calc R . . . .
C2A C 0.0706(3) 0.5972(4) 0.9632(3) 0.0372(12) Uani 1 1 d . . . . .
H2AA H 0.1304 0.5952 0.9952 0.045 Uiso 1 1 calc R . . . .
C2B C -0.2493(3) 0.7312(4) 0.6711(3) 0.0284(11) Uani 1 1 d . . . . .
H2BA H -0.2789 0.7651 0.6236 0.034 Uiso 1 1 calc R . . . .
C2C C -0.4327(3) 0.8170(4) 0.8733(3) 0.0399(13) Uani 1 1 d . . . . .
H2C H -0.4847 0.8246 0.8865 0.048 Uiso 1 1 calc R . . . .
C3A C 0.0013(3) 0.6520(4) 0.9763(3) 0.0327(11) Uani 1 1 d . . . . .
H3A H 0.0067 0.6955 1.0200 0.039 Uiso 1 1 calc R . . . .
C3B C -0.1996(3) 0.6408(4) 0.6830(3) 0.0291(11) Uani 1 1 d . . . . .
H3B H -0.1873 0.5982 0.6450 0.035 Uiso 1 1 calc R . . . .
C3C C -0.3562(3) 0.7626(3) 0.9145(3) 0.0317(11) Uani 1 1 d . . . . .
H3C H -0.3476 0.7252 0.9612 0.038 Uiso 1 1 calc R . . . .
O1AC O -0.4546(4) 0.7090(7) 0.5418(4) 0.096(2) Uani 0.7 1 d . U P A 1
C1AC C -0.6047(4) 0.7417(6) 0.5109(4) 0.078(2) Uani 1 1 d . U . . .
H1AA H -0.6003 0.7691 0.4627 0.118 Uiso 1 1 calc GR . . . .
H1AB H -0.6272 0.7992 0.5361 0.118 Uiso 1 1 calc GR . . . .
H1AC H -0.6449 0.6796 0.5007 0.118 Uiso 1 1 calc GR . . . .
C2AC C -0.5190(4) 0.7084(5) 0.5599(4) 0.0648(17) Uani 1 1 d . U . . .
C3AC C -0.5090(6) 0.7269(9) 0.6420(6) 0.068(3) Uani 0.7 1 d . U P A 1
H3AA H -0.4467 0.7226 0.6729 0.103 Uiso 0.7 1 calc GR . P A 1
H3AB H -0.5421 0.6714 0.6590 0.103 Uiso 0.7 1 calc GR . P A 1
H3AC H -0.5319 0.7989 0.6479 0.103 Uiso 0.7 1 calc GR . P A 1
C11B C 0.2789(3) 0.8148(3) 0.7197(3) 0.0250(10) Uani 1 1 d . . . . .
C12B C 0.2703(3) 0.8567(3) 0.6475(3) 0.0267(11) Uani 1 1 d . . . . .
H12B H 0.2362 0.8178 0.6034 0.032 Uiso 1 1 calc R . . . .
C13B C 0.3101(3) 0.9540(4) 0.6380(3) 0.0399(14) Uani 1 1 d . . . . .
H13B H 0.3029 0.9800 0.5881 0.048 Uiso 1 1 calc R . . . .
C14B C 0.3599(3) 1.0124(4) 0.7006(4) 0.0415(14) Uani 1 1 d . . . . .
H14B H 0.3877 1.0781 0.6943 0.050 Uiso 1 1 calc R . . . .
C15B C 0.3686(3) 0.9741(4) 0.7727(3) 0.0402(13) Uani 1 1 d . . . . .
H15B H 0.4020 1.0141 0.8164 0.048 Uiso 1 1 calc R . . . .
C16B C 0.3290(3) 0.8776(3) 0.7814(3) 0.0290(11) Uani 1 1 d . . . . .
H16B H 0.3362 0.8529 0.8317 0.035 Uiso 1 1 calc R . . . .
C21B C 0.1414(3) 0.7539(3) 0.7551(3) 0.0205(10) Uani 1 1 d . . . . .
C22B C 0.0579(3) 0.7679(3) 0.7024(3) 0.0240(10) Uani 1 1 d . . . . .
H22B H 0.0485 0.7474 0.6509 0.029 Uiso 1 1 calc R . . . .
C23B C -0.0131(3) 0.8102(3) 0.7206(3) 0.0294(11) Uani 1 1 d . . . . .
H23B H -0.0694 0.8154 0.6826 0.035 Uiso 1 1 calc R . . . .
C24B C -0.0009(3) 0.8446(3) 0.7945(3) 0.0331(12) Uani 1 1 d . . . . .
H24B H -0.0487 0.8735 0.8078 0.040 Uiso 1 1 calc R . . . .
C25B C 0.0818(3) 0.8364(3) 0.8487(3) 0.0312(11) Uani 1 1 d . . . . .
H25B H 0.0914 0.8614 0.8993 0.037 Uiso 1 1 calc R . . . .
C26B C 0.1516(3) 0.7913(3) 0.8293(3) 0.0274(11) Uani 1 1 d . . . . .
H26B H 0.2077 0.7857 0.8675 0.033 Uiso 1 1 calc R . . . .
C31B C 0.2899(3) 0.6320(3) 0.8043(2) 0.0210(10) Uani 1 1 d . . . . .
C32B C 0.2560(3) 0.5687(3) 0.8515(2) 0.0252(10) Uani 1 1 d . . . . .
H32B H 0.1949 0.5728 0.8444 0.030 Uiso 1 1 calc R . . . .
C33B C 0.3080(3) 0.5009(3) 0.9079(3) 0.0277(11) Uani 1 1 d . . . . .
H33B H 0.2823 0.4613 0.9392 0.033 Uiso 1 1 calc R . . . .
C34B C 0.3969(3) 0.4904(3) 0.9190(3) 0.0294(11) Uani 1 1 d . . . . .
H34B H 0.4325 0.4431 0.9572 0.035 Uiso 1 1 calc R . . . .
C35B C 0.4332(3) 0.5503(3) 0.8732(3) 0.0281(11) Uani 1 1 d . . . . .
H35B H 0.4943 0.5443 0.8802 0.034 Uiso 1 1 calc R . . . .
C36B C 0.3804(3) 0.6192(3) 0.8169(2) 0.0242(10) Uani 1 1 d . . . . .
H36B H 0.4066 0.6589 0.7861 0.029 Uiso 1 1 calc R . . . .
C41B C 0.1982(3) 0.6240(3) 0.6609(2) 0.0232(10) Uani 1 1 d . . . . .
C42B C 0.1206(3) 0.5610(3) 0.6387(3) 0.0290(11) Uani 1 1 d . . . . .
H42B H 0.0803 0.5694 0.6660 0.035 Uiso 1 1 calc R . . . .
C43B C 0.1008(3) 0.4872(3) 0.5787(3) 0.0353(12) Uani 1 1 d . . . . .
H43B H 0.0478 0.4465 0.5659 0.042 Uiso 1 1 calc R . . . .
C44B C 0.1572(3) 0.4725(4) 0.5374(3) 0.0386(13) Uani 1 1 d . . . . .
H44B H 0.1428 0.4239 0.4953 0.046 Uiso 1 1 calc R . . . .
C45B C 0.2351(3) 0.5300(4) 0.5586(3) 0.0388(13) Uani 1 1 d . . . . .
H45B H 0.2756 0.5193 0.5316 0.047 Uiso 1 1 calc R . . . .
C46B C 0.2551(3) 0.6032(3) 0.6186(3) 0.0309(11) Uani 1 1 d . . . . .
H46B H 0.3095 0.6411 0.6319 0.037 Uiso 1 1 calc R . . . .
B1B B 0.2272(3) 0.7058(4) 0.7347(3) 0.0206(11) Uani 1 1 d . . . . .
C1 C -0.5149(12) 0.5843(12) 0.5287(11) 0.056(6) Uani 0.3 1 d . . P A 2
H1B H -0.5453 0.5818 0.4734 0.084 Uiso 0.3 1 calc GR . P A 2
H1D H -0.5437 0.5345 0.5543 0.084 Uiso 0.3 1 calc GR . P A 2
H1E H -0.4534 0.5627 0.5398 0.084 Uiso 0.3 1 calc GR . P A 2
O2 O -0.4577(12) 0.7215(17) 0.6223(14) 0.111(7) Uani 0.3 1 d . . P A 2
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'
B B 0.0013 0.0007 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
N1A Ni1 Cl1 90.93(11) . .
N1A Ni1 N1C 177.07(15) . .
N1C Ni1 Cl1 91.48(11) . .
C1B Ni1 Cl1 176.03(13) . .
C1B Ni1 N1A 88.11(16) . .
C1B Ni1 N1C 89.59(16) . .
N2A N1A Ni1 125.2(3) . .
C3A N1A Ni1 129.3(3) . .
C3A N1A N2A 105.0(3) . .
C1B N1B C0AA 120.9(3) . .
C1B N1B C3B 111.2(3) . .
C3B N1B C0AA 127.8(4) . .
N2C N1C Ni1 124.3(3) . .
C3C N1C Ni1 129.4(3) . .
C3C N1C N2C 105.7(3) . .
N1A N2A C0AA 120.3(3) . .
C1A N2A N1A 110.9(4) . .
C1A N2A C0AA 128.6(4) . .
C1B N2B C2 120.4(3) . .
C1B N2B C2B 111.1(3) . .
C2B N2B C2 128.4(4) . .
N1C N2C C2 121.2(3) . .
C1C N2C N1C 110.6(4) . .
C1C N2C C2 127.7(4) . .
N1B C0AA H0AA 110.0 . .
N1B C0AA H0AB 110.0 . .
N2A C0AA N1B 108.5(3) . .
N2A C0AA H0AA 110.0 . .
N2A C0AA H0AB 110.0 . .
H0AA C0AA H0AB 108.4 . .
N2A C1A H1A 125.9 . .
N2A C1A C2A 108.3(4) . .
C2A C1A H1A 125.9 . .
N1B C1B Ni1 127.4(3) . .
N1B C1B N2B 104.9(3) . .
N2B C1B Ni1 127.6(3) . .
N2C C1C H1C 126.2 . .
N2C C1C C2C 107.5(4) . .
C2C C1C H1C 126.2 . .
N2B C2 H2A 110.2 . .
N2B C2 H2B 110.2 . .
N2C C2 N2B 107.8(3) . .
N2C C2 H2A 110.2 . .
N2C C2 H2B 110.2 . .
H2A C2 H2B 108.5 . .
C1A C2A H2AA 127.5 . .
C1A C2A C3A 105.0(4) . .
C3A C2A H2AA 127.5 . .
N2B C2B H2BA 127.2 . .
C3B C2B N2B 105.6(4) . .
C3B C2B H2BA 127.2 . .
C1C C2C H2C 126.9 . .
C1C C2C C3C 106.1(4) . .
C3C C2C H2C 126.9 . .
N1A C3A C2A 110.8(4) . .
N1A C3A H3A 124.6 . .
C2A C3A H3A 124.6 . .
N1B C3B H3B 126.4 . .
C2B C3B N1B 107.2(4) . .
C2B C3B H3B 126.4 . .
N1C C3C C2C 110.0(4) . .
N1C C3C H3C 125.0 . .
C2C C3C H3C 125.0 . .
H1AA C1AC H1AB 109.5 . .
H1AA C1AC H1AC 109.5 . .
H1AB C1AC H1AC 109.5 . .
C2AC C1AC H1AA 109.5 . .
C2AC C1AC H1AB 109.5 . .
C2AC C1AC H1AC 109.5 . .
O1AC C2AC C1AC 124.2(7) . .
O1AC C2AC C3AC 118.3(8) . .
C1AC C2AC C3AC 111.1(6) . .
C1AC C2AC C1 100.6(9) . .
O2 C2AC C1AC 147.3(13) . .
O2 C2AC C1 109.4(13) . .
C2AC C3AC H3AA 109.5 . .
C2AC C3AC H3AB 109.5 . .
C2AC C3AC H3AC 109.5 . .
H3AA C3AC H3AB 109.5 . .
H3AA C3AC H3AC 109.5 . .
H3AB C3AC H3AC 109.5 . .
C12B C11B B1B 124.3(4) . .
C16B C11B C12B 115.4(4) . .
C16B C11B B1B 120.0(4) . .
C11B C12B H12B 119.0 . .
C13B C12B C11B 122.1(5) . .
C13B C12B H12B 119.0 . .
C12B C13B H13B 119.8 . .
C14B C13B C12B 120.4(5) . .
C14B C13B H13B 119.8 . .
C13B C14B H14B 120.5 . .
C13B C14B C15B 118.9(4) . .
C15B C14B H14B 120.5 . .
C14B C15B H15B 119.9 . .
C14B C15B C16B 120.2(5) . .
C16B C15B H15B 119.9 . .
C11B C16B H16B 118.5 . .
C15B C16B C11B 123.0(4) . .
C15B C16B H16B 118.5 . .
C22B C21B C26B 114.9(4) . .
C22B C21B B1B 124.8(4) . .
C26B C21B B1B 120.1(4) . .
C21B C22B H22B 118.1 . .
C21B C22B C23B 123.8(4) . .
C23B C22B H22B 118.1 . .
C22B C23B H23B 120.2 . .
C24B C23B C22B 119.5(4) . .
C24B C23B H23B 120.2 . .
C23B C24B H24B 120.5 . .
C25B C24B C23B 119.1(4) . .
C25B C24B H24B 120.5 . .
C24B C25B H25B 119.9 . .
C24B C25B C26B 120.2(4) . .
C26B C25B H25B 119.9 . .
C21B C26B H26B 118.8 . .
C25B C26B C21B 122.3(4) . .
C25B C26B H26B 118.8 . .
C32B C31B B1B 122.4(3) . .
C36B C31B C32B 115.1(4) . .
C36B C31B B1B 122.2(4) . .
C31B C32B H32B 118.6 . .
C33B C32B C31B 122.8(4) . .
C33B C32B H32B 118.6 . .
C32B C33B H33B 119.7 . .
C34B C33B C32B 120.6(4) . .
C34B C33B H33B 119.7 . .
C33B C34B H34B 120.6 . .
C33B C34B C35B 118.7(4) . .
C35B C34B H34B 120.6 . .
C34B C35B H35B 119.9 . .
C34B C35B C36B 120.2(4) . .
C36B C35B H35B 119.9 . .
C31B C36B H36B 118.8 . .
C35B C36B C31B 122.5(4) . .
C35B C36B H36B 118.8 . .
C42B C41B B1B 124.3(4) . .
C46B C41B C42B 114.4(4) . .
C46B C41B B1B 121.0(4) . .
C41B C42B H42B 118.6 . .
C43B C42B C41B 122.8(4) . .
C43B C42B H42B 118.6 . .
C42B C43B H43B 119.7 . .
C44B C43B C42B 120.6(4) . .
C44B C43B H43B 119.7 . .
C43B C44B H44B 120.7 . .
C43B C44B C45B 118.6(4) . .
C45B C44B H44B 120.7 . .
C44B C45B H45B 119.6 . .
C44B C45B C46B 120.8(4) . .
C46B C45B H45B 119.6 . .
C41B C46B H46B 118.6 . .
C45B C46B C41B 122.8(4) . .
C45B C46B H46B 118.6 . .
C11B B1B C21B 104.6(3) . .
C31B B1B C11B 111.9(3) . .
C31B B1B C21B 111.4(3) . .
C31B B1B C41B 104.4(3) . .
C41B B1B C11B 112.4(3) . .
C41B B1B C21B 112.3(3) . .
C2AC C1 H1B 109.5 . .
C2AC C1 H1D 109.5 . .
C2AC C1 H1E 109.5 . .
H1B C1 H1D 109.5 . .
H1B C1 H1E 109.5 . .
H1D C1 H1E 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 Cl1 2.2001(12) .
Ni1 N1A 1.887(3) .
Ni1 N1C 1.907(3) .
Ni1 C1B 1.848(4) .
N1A N2A 1.368(4) .
N1A C3A 1.338(5) .
N1B C0AA 1.454(5) .
N1B C1B 1.337(5) .
N1B C3B 1.377(5) .
N1C N2C 1.362(5) .
N1C C3C 1.342(5) .
N2A C0AA 1.450(5) .
N2A C1A 1.329(5) .
N2B C1B 1.348(5) .
N2B C2 1.457(5) .
N2B C2B 1.391(5) .
N2C C1C 1.348(5) .
N2C C2 1.452(5) .
C0AA H0AA 0.9900 .
C0AA H0AB 0.9900 .
C1A H1A 0.9500 .
C1A C2A 1.367(6) .
C1C H1C 0.9500 .
C1C C2C 1.361(6) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C2A H2AA 0.9500 .
C2A C3A 1.391(6) .
C2B H2BA 0.9500 .
C2B C3B 1.347(6) .
C2C H2C 0.9500 .
C2C C3C 1.389(6) .
C3A H3A 0.9500 .
C3B H3B 0.9500 .
C3C H3C 0.9500 .
O1AC C2AC 1.190(7) .
C1AC H1AA 0.9800 .
C1AC H1AB 0.9800 .
C1AC H1AC 0.9800 .
C1AC C2AC 1.439(8) .
C2AC C3AC 1.493(11) .
C2AC C1 1.644(17) .
C2AC O2 1.26(2) .
C3AC H3AA 0.9800 .
C3AC H3AB 0.9800 .
C3AC H3AC 0.9800 .
C11B C12B 1.398(6) .
C11B C16B 1.397(6) .
C11B B1B 1.651(6) .
C12B H12B 0.9500 .
C12B C13B 1.398(6) .
C13B H13B 0.9500 .
C13B C14B 1.376(7) .
C14B H14B 0.9500 .
C14B C15B 1.379(7) .
C15B H15B 0.9500 .
C15B C16B 1.384(6) .
C16B H16B 0.9500 .
C21B C22B 1.389(6) .
C21B C26B 1.407(6) .
C21B B1B 1.656(6) .
C22B H22B 0.9500 .
C22B C23B 1.394(5) .
C23B H23B 0.9500 .
C23B C24B 1.384(6) .
C24B H24B 0.9500 .
C24B C25B 1.383(6) .
C25B H25B 0.9500 .
C25B C26B 1.401(5) .
C26B H26B 0.9500 .
C31B C32B 1.409(5) .
C31B C36B 1.406(5) .
C31B B1B 1.629(6) .
C32B H32B 0.9500 .
C32B C33B 1.383(6) .
C33B H33B 0.9500 .
C33B C34B 1.383(6) .
C34B H34B 0.9500 .
C34B C35B 1.391(6) .
C35B H35B 0.9500 .
C35B C36B 1.395(6) .
C36B H36B 0.9500 .
C41B C42B 1.411(5) .
C41B C46B 1.410(5) .
C41B B1B 1.639(6) .
C42B H42B 0.9500 .
C42B C43B 1.391(6) .
C43B H43B 0.9500 .
C43B C44B 1.376(6) .
C44B H44B 0.9500 .
C44B C45B 1.380(6) .
C45B H45B 0.9500 .
C45B C46B 1.386(6) .
C46B H46B 0.9500 .
C1 H1B 0.9800 .
C1 H1D 0.9800 .
C1 H1E 0.9800 .
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
Ni1 N1A N2A C0AA -11.2(5) . . . .
Ni1 N1A N2A C1A 172.8(3) . . . .
Ni1 N1A C3A C2A -172.5(3) . . . .
Ni1 N1C N2C C1C 172.9(3) . . . .
Ni1 N1C N2C C2 -14.4(5) . . . .
Ni1 N1C C3C C2C -172.3(3) . . . .
Cl1 Ni1 N1A N2A 149.3(3) . . . .
Cl1 Ni1 N1A C3A -40.5(4) . . . .
N1A Ni1 C1B N1B 33.0(3) . . . .
N1A Ni1 C1B N2B -151.7(3) . . . .
N1A N2A C0AA N1B 52.4(4) . . . .
N1A N2A C1A C2A -0.2(5) . . . .
N1C Ni1 C1B N1B -148.8(3) . . . .
N1C Ni1 C1B N2B 26.5(3) . . . .
N1C N2C C1C C2C -1.0(5) . . . .
N1C N2C C2 N2B 54.7(5) . . . .
N2A N1A C3A C2A -0.8(5) . . . .
N2A C1A C2A C3A -0.3(5) . . . .
N2B C2B C3B N1B -0.1(4) . . . .
N2C N1C C3C C2C -1.6(5) . . . .
N2C C1C C2C C3C 0.0(6) . . . .
C0AA N1B C1B Ni1 -0.2(5) . . . .
C0AA N1B C1B N2B -176.3(3) . . . .
C0AA N1B C3B C2B 175.7(4) . . . .
C0AA N2A C1A C2A -175.8(4) . . . .
C1A N2A C0AA N1B -132.4(4) . . . .
C1A C2A C3A N1A 0.7(5) . . . .
C1B Ni1 N1A N2A -26.8(3) . . . .
C1B Ni1 N1A C3A 143.4(4) . . . .
C1B N1B C0AA N2A -47.1(5) . . . .
C1B N1B C3B C2B 0.6(4) . . . .
C1B N2B C2 N2C -51.2(5) . . . .
C1B N2B C2B C3B -0.4(4) . . . .
C1C N2C C2 N2B -134.1(4) . . . .
C1C C2C C3C N1C 1.1(6) . . . .
C2 N2B C1B Ni1 7.5(5) . . . .
C2 N2B C1B N1B -176.4(3) . . . .
C2 N2B C2B C3B 176.5(4) . . . .
C2 N2C C1C C2C -173.0(4) . . . .
C2B N2B C1B Ni1 -175.3(3) . . . .
C2B N2B C1B N1B 0.8(4) . . . .
C2B N2B C2 N2C 132.1(4) . . . .
C3A N1A N2A C0AA 176.7(3) . . . .
C3A N1A N2A C1A 0.7(5) . . . .
C3B N1B C0AA N2A 138.2(4) . . . .
C3B N1B C1B Ni1 175.3(3) . . . .
C3B N1B C1B N2B -0.9(4) . . . .
C3C N1C N2C C1C 1.6(5) . . . .
C3C N1C N2C C2 174.3(4) . . . .
C11B C12B C13B C14B 0.0(6) . . . .
C12B C11B C16B C15B -0.7(6) . . . .
C12B C11B B1B C21B -98.4(4) . . . .
C12B C11B B1B C31B 140.9(4) . . . .
C12B C11B B1B C41B 23.8(5) . . . .
C12B C13B C14B C15B -0.9(7) . . . .
C13B C14B C15B C16B 1.0(7) . . . .
C14B C15B C16B C11B -0.2(7) . . . .
C16B C11B C12B C13B 0.8(6) . . . .
C16B C11B B1B C21B 75.5(4) . . . .
C16B C11B B1B C31B -45.2(5) . . . .
C16B C11B B1B C41B -162.4(4) . . . .
C21B C22B C23B C24B 2.4(6) . . . .
C22B C21B C26B C25B 1.7(6) . . . .
C22B C21B B1B C11B 94.5(4) . . . .
C22B C21B B1B C31B -144.5(4) . . . .
C22B C21B B1B C41B -27.7(5) . . . .
C22B C23B C24B C25B 0.2(6) . . . .
C23B C24B C25B C26B -1.6(6) . . . .
C24B C25B C26B C21B 0.6(6) . . . .
C26B C21B C22B C23B -3.2(6) . . . .
C26B C21B B1B C11B -80.9(4) . . . .
C26B C21B B1B C31B 40.1(5) . . . .
C26B C21B B1B C41B 156.8(4) . . . .
C31B C32B C33B C34B -1.6(6) . . . .
C32B C31B C36B C35B -1.1(6) . . . .
C32B C31B B1B C11B 149.3(4) . . . .
C32B C31B B1B C21B 32.7(5) . . . .
C32B C31B B1B C41B -88.8(4) . . . .
C32B C33B C34B C35B 0.9(6) . . . .
C33B C34B C35B C36B -0.3(6) . . . .
C34B C35B C36B C31B 0.5(6) . . . .
C36B C31B C32B C33B 1.7(6) . . . .
C36B C31B B1B C11B -36.6(5) . . . .
C36B C31B B1B C21B -153.2(4) . . . .
C36B C31B B1B C41B 85.3(4) . . . .
C41B C42B C43B C44B -0.1(7) . . . .
C42B C41B C46B C45B 2.2(6) . . . .
C42B C41B B1B C11B -145.6(4) . . . .
C42B C41B B1B C21B -27.9(6) . . . .
C42B C41B B1B C31B 92.9(4) . . . .
C42B C43B C44B C45B 2.1(7) . . . .
C43B C44B C45B C46B -1.8(7) . . . .
C44B C45B C46B C41B -0.4(7) . . . .
C46B C41B C42B C43B -2.0(6) . . . .
C46B C41B B1B C11B 41.0(5) . . . .
C46B C41B B1B C21B 158.6(4) . . . .
C46B C41B B1B C31B -80.5(5) . . . .
B1B C11B C12B C13B 174.9(4) . . . .
B1B C11B C16B C15B -175.1(4) . . . .
B1B C21B C22B C23B -178.9(4) . . . .
B1B C21B C26B C25B 177.6(4) . . . .
B1B C31B C32B C33B 176.1(4) . . . .
B1B C31B C36B C35B -175.6(4) . . . .
B1B C41B C42B C43B -175.8(4) . . . .
B1B C41B C46B C45B 176.3(4) . . . .
