#------------------------------------------------------------------------------
#$Date: 2021-02-04 05:30:39 +0200 (Thu, 04 Feb 2021) $
#$Revision: 261500 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/55/4135500.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_4135500
loop_
_publ_author_name
'Dong, Yuyang'
'Lund, Colton J.'
'Porter, Gerard J.'
'Clarke, Ryan M.'
'Zheng, Shao-Liang'
'Cundari, Thomas R.'
'Betley, Theodore A.'
_publ_section_title
;
 Enantioselective C-H Amination Catalyzed by Nickel Iminyl Complexes
 Supported by Anionic Bisoxazoline (BOX) Ligands.
;
_journal_issue                   2
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              817
_journal_page_last               829
_journal_paper_doi               10.1021/jacs.0c09839
_journal_volume                  143
_journal_year                    2021
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C50 H42 I N3 Ni O2'
_chemical_formula_sum            'C50 H42 I N3 Ni O2'
_chemical_formula_weight         902.47
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 115.112(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.8548(7)
_cell_length_b                   27.5888(19)
_cell_length_c                   9.0559(7)
_cell_measurement_reflns_used    7718
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      66.340
_cell_measurement_theta_min      3.204
_cell_volume                     2003.2(3)
_computing_cell_refinement       'SAINT 8.35A (Bruker-AXS, 2015)'
_computing_data_collection       'APEX3 v2016.1.0 (Bruker-AXS, 2016)'
_computing_data_reduction        'SAINT 8.35A (Bruker-AXS, 2015)'
_computing_molecular_graphics    'Bruker SHELXTL (Sheldrick, 2015)'
_computing_publication_material  'Bruker SHELXTL (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type
;
Bruker D8 goniometer with CCD area detector
;
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1133
_diffrn_reflns_av_unetI/netI     0.1062
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            32660
_diffrn_reflns_point_group_measured_fraction_full 0.906
_diffrn_reflns_point_group_measured_fraction_max 0.906
_diffrn_reflns_theta_full        66.677
_diffrn_reflns_theta_max         66.677
_diffrn_reflns_theta_min         3.204
_diffrn_source                   'I/mS microfocus tube'
_exptl_absorpt_coefficient_mu    7.100
_exptl_absorpt_process_details   SADBAS
_exptl_crystal_colour            maroon
_exptl_crystal_density_diffrn    1.496
_exptl_crystal_description       needle
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.218
_refine_diff_density_min         -0.722
_refine_diff_density_rms         0.091
_refine_ls_abs_structure_details
;
 Flack x determined using 1900 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.001(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.973
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     514
_refine_ls_number_reflns         6429
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.973
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0477
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0235P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0964
_refine_ls_wR_factor_ref         0.1010
_reflns_Friedel_coverage         0.814
_reflns_Friedel_fraction_full    0.832
_reflns_Friedel_fraction_max     0.832
_reflns_number_gt                5344
_reflns_number_total             6429
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja0c09839_si_002.cif
_cod_data_source_block           1
_cod_depositor_comments
'Adding full bibliography for 4135500--4135503.cif.'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4135500
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_min   0.5762
_shelx_estimated_absorpt_t_max   0.7528
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -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_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
I1 I -0.07286(7) 0.55332(2) 0.72637(6) 0.02819(15) Uani 1 1 d . . . . .
Ni1 Ni 0.22656(17) 0.54819(7) 0.74175(15) 0.0227(3) Uani 1 1 d . . . . .
O1 O 0.6699(9) 0.6187(2) 1.0142(7) 0.0308(16) Uani 1 1 d . . . . .
O2 O 0.5316(9) 0.4676(2) 1.1367(8) 0.0302(16) Uani 1 1 d . . . . .
N1 N 0.4139(11) 0.5958(2) 0.8309(9) 0.0250(18) Uani 1 1 d . . . . .
N2 N 0.3365(10) 0.4940(2) 0.8931(9) 0.0223(17) Uani 1 1 d . . . . .
N3 N 0.2333(10) 0.5393(2) 0.5235(9) 0.0233(18) Uani 1 1 d . . . . .
C1 C 0.4440(13) 0.6439(3) 0.7719(11) 0.024(2) Uani 1 1 d . . . . .
H1 H 0.436193 0.639586 0.659232 0.029 Uiso 1 1 calc R U . . .
C2 C 0.6264(12) 0.6549(3) 0.8871(11) 0.028(2) Uani 1 1 d . . . . .
H2A H 0.698895 0.652169 0.829079 0.033 Uiso 1 1 calc R U . . .
H2B H 0.637419 0.687963 0.933138 0.033 Uiso 1 1 calc R U . . .
C3 C 0.5487(12) 0.5851(3) 0.9636(11) 0.023(2) Uani 1 1 d . . . . .
C4 C 0.5819(12) 0.5436(4) 1.0622(11) 0.034(3) Uani 1 1 d . . . . .
H4 H 0.680607 0.542961 1.161104 0.040 Uiso 1 1 calc R U . . .
C5 C 0.4780(13) 0.5036(3) 1.0225(11) 0.026(2) Uani 1 1 d . . . . .
C6 C 0.3988(13) 0.4327(3) 1.0938(12) 0.031(2) Uani 1 1 d . . . . .
H6A H 0.343464 0.435289 1.168261 0.037 Uiso 1 1 calc R U . . .
H6B H 0.442442 0.399380 1.100088 0.037 Uiso 1 1 calc R U . . .
C7 C 0.2746(13) 0.4451(3) 0.9161(11) 0.024(2) Uani 1 1 d . . . . .
H7 H 0.159483 0.448363 0.909753 0.029 Uiso 1 1 calc R U . . .
C8 C 0.3160(14) 0.6846(3) 0.7665(12) 0.023(2) Uani 1 1 d . . . . .
C9 C 0.3275(13) 0.6904(3) 0.9387(11) 0.024(2) Uani 1 1 d . . . . .
C10 C 0.4264(13) 0.7267(3) 1.0464(11) 0.029(2) Uani 1 1 d . . . . .
H10 H 0.489948 0.747885 1.012328 0.035 Uiso 1 1 calc R U . . .
C11 C 0.4323(15) 0.7318(4) 1.1997(12) 0.035(2) Uani 1 1 d . . . . .
H11 H 0.498214 0.756880 1.269000 0.043 Uiso 1 1 calc R U . . .
C12 C 0.3439(14) 0.7011(3) 1.2548(11) 0.032(2) Uani 1 1 d . . . . .
H12 H 0.346582 0.705203 1.360067 0.038 Uiso 1 1 calc R U . . .
C13 C 0.2510(14) 0.6641(3) 1.1528(12) 0.032(2) Uani 1 1 d . . . . .
H13 H 0.190832 0.642458 1.189610 0.038 Uiso 1 1 calc R U . . .
C14 C 0.2446(13) 0.6582(3) 0.9992(12) 0.027(2) Uani 1 1 d . . . . .
H14 H 0.183130 0.631890 0.933316 0.032 Uiso 1 1 calc R U . . .
C15 C 0.1349(15) 0.6735(4) 0.6385(13) 0.024(2) Uani 1 1 d . . . . .
C16 C 0.1087(13) 0.6526(3) 0.4885(11) 0.026(2) Uani 1 1 d . . . . .
H16 H 0.201777 0.643374 0.468597 0.031 Uiso 1 1 calc R U . . .
C17 C -0.0526(14) 0.6451(3) 0.3680(12) 0.030(2) Uani 1 1 d . . . . .
H17 H -0.068454 0.630340 0.267606 0.036 Uiso 1 1 calc R U . . .
C18 C -0.1883(14) 0.6589(4) 0.3939(14) 0.031(3) Uani 1 1 d . . . . .
H18 H -0.298045 0.653322 0.312592 0.038 Uiso 1 1 calc R U . . .
C19 C -0.1638(14) 0.6810(4) 0.5399(12) 0.031(2) Uani 1 1 d . . . . .
H19 H -0.256810 0.691732 0.557331 0.037 Uiso 1 1 calc R U . . .
C20 C -0.0021(14) 0.6875(3) 0.6613(13) 0.030(2) Uani 1 1 d . . . . .
H20 H 0.013057 0.701980 0.761804 0.036 Uiso 1 1 calc R U . . .
C21 C 0.3612(13) 0.7334(3) 0.7044(11) 0.027(2) Uani 1 1 d . . . . .
C22 C 0.2632(15) 0.7740(3) 0.6929(13) 0.036(3) Uani 1 1 d . . . . .
H22 H 0.173501 0.771221 0.723667 0.043 Uiso 1 1 calc R U . . .
C23 C 0.2929(17) 0.8181(4) 0.6382(15) 0.047(3) Uani 1 1 d . . . . .
H23 H 0.225252 0.845311 0.633122 0.057 Uiso 1 1 calc R U . . .
C24 C 0.4221(16) 0.8224(4) 0.5906(13) 0.041(3) Uani 1 1 d . . . . .
H24 H 0.441792 0.852347 0.550204 0.049 Uiso 1 1 calc R U . . .
C25 C 0.5217(14) 0.7827(4) 0.6024(12) 0.037(3) Uani 1 1 d . . . . .
H25 H 0.610934 0.785582 0.570904 0.044 Uiso 1 1 calc R U . . .
C26 C 0.4928(13) 0.7382(4) 0.6601(12) 0.031(2) Uani 1 1 d . . . . .
H26 H 0.563134 0.711310 0.669090 0.037 Uiso 1 1 calc R U . . .
C27 C 0.2759(14) 0.4050(3) 0.7924(12) 0.024(2) Uani 1 1 d . . . . .
C28 C 0.1519(15) 0.4184(3) 0.6133(13) 0.026(3) Uani 1 1 d . . . . .
C29 C 0.1881(14) 0.4072(3) 0.4802(12) 0.031(2) Uani 1 1 d . . . . .
H29 H 0.296129 0.396280 0.497729 0.038 Uiso 1 1 calc R U . . .
C30 C 0.0632(15) 0.4124(4) 0.3218(13) 0.037(3) Uani 1 1 d . . . . .
H30 H 0.086903 0.404303 0.231822 0.045 Uiso 1 1 calc R U . . .
C31 C -0.0929(14) 0.4289(3) 0.2934(12) 0.033(2) Uani 1 1 d . . . . .
H31 H -0.176609 0.431756 0.184969 0.039 Uiso 1 1 calc R U . . .
C32 C -0.1278(14) 0.4413(4) 0.4247(13) 0.028(3) Uani 1 1 d . . . . .
H32 H -0.233460 0.454399 0.406676 0.033 Uiso 1 1 calc R U . . .
C33 C -0.0055(14) 0.4344(3) 0.5833(12) 0.026(2) Uani 1 1 d . . . . .
H33 H -0.031809 0.440982 0.672718 0.031 Uiso 1 1 calc R U . . .
C34 C 0.2079(12) 0.3563(3) 0.8281(11) 0.025(2) Uani 1 1 d . . . . .
C35 C 0.1806(13) 0.3477(3) 0.9654(12) 0.032(2) Uani 1 1 d . . . . .
H35 H 0.202741 0.372666 1.044221 0.038 Uiso 1 1 calc R U . . .
C36 C 0.1203(13) 0.3025(4) 0.9901(13) 0.035(2) Uani 1 1 d . . . . .
H36 H 0.104683 0.296860 1.086249 0.042 Uiso 1 1 calc R U . . .
C37 C 0.0846(13) 0.2669(3) 0.8760(13) 0.035(2) Uani 1 1 d . . . . .
H37 H 0.040496 0.236760 0.890146 0.041 Uiso 1 1 calc R U . . .
C38 C 0.1129(14) 0.2750(4) 0.7398(13) 0.040(3) Uani 1 1 d . . . . .
H38 H 0.091778 0.249974 0.661411 0.048 Uiso 1 1 calc R U . . .
C39 C 0.1717(15) 0.3193(4) 0.7169(13) 0.035(3) Uani 1 1 d . . . . .
H39 H 0.187759 0.324374 0.620761 0.042 Uiso 1 1 calc R U . . .
C40 C 0.4547(13) 0.3984(3) 0.8113(11) 0.024(2) Uani 1 1 d . . . . .
C41 C 0.5249(13) 0.4350(3) 0.7505(11) 0.028(2) Uani 1 1 d . . . . .
H41 H 0.459693 0.462490 0.698064 0.033 Uiso 1 1 calc R U . . .
C42 C 0.6848(14) 0.4315(4) 0.7655(12) 0.032(2) Uani 1 1 d . . . . .
H42 H 0.730322 0.456685 0.725294 0.038 Uiso 1 1 calc R U . . .
C43 C 0.7815(14) 0.3907(4) 0.8404(13) 0.039(3) Uani 1 1 d . . . . .
H43 H 0.891673 0.387489 0.848742 0.047 Uiso 1 1 calc R U . . .
C44 C 0.7140(13) 0.3553(4) 0.9018(13) 0.036(2) Uani 1 1 d . . . . .
H44 H 0.779488 0.327940 0.954981 0.043 Uiso 1 1 calc R U . . .
C45 C 0.5529(13) 0.3591(3) 0.8871(12) 0.028(2) Uani 1 1 d . . . . .
H45 H 0.508936 0.334223 0.930039 0.034 Uiso 1 1 calc R U . . .
C46 C 0.3791(12) 0.5418(3) 0.5122(11) 0.026(2) Uani 1 1 d . . . . .
H46 H 0.479348 0.543771 0.609429 0.032 Uiso 1 1 calc R U . . .
C47 C 0.3884(13) 0.5417(3) 0.3641(12) 0.032(3) Uani 1 1 d . . . . .
H47 H 0.493187 0.544114 0.359280 0.039 Uiso 1 1 calc R U . . .
C48 C 0.2427(15) 0.5380(3) 0.2227(12) 0.037(3) Uani 1 1 d . . . . .
H48 H 0.246344 0.537731 0.119330 0.044 Uiso 1 1 calc R U . . .
C49 C 0.0914(14) 0.5345(3) 0.2331(12) 0.034(2) Uani 1 1 d . . . . .
H49 H -0.010170 0.531599 0.137661 0.041 Uiso 1 1 calc R U . . .
C50 C 0.0919(14) 0.5355(3) 0.3852(11) 0.030(2) Uani 1 1 d . . . . .
H50 H -0.011550 0.533542 0.393021 0.036 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
N2 Ni1 N1 97.9(3) . . ?
N2 Ni1 N3 112.0(3) . . ?
N1 Ni1 N3 96.4(3) . . ?
N2 Ni1 I1 105.6(2) . . ?
N1 Ni1 I1 129.7(3) . . ?
N3 Ni1 I1 114.1(2) . . ?
C3 O1 C2 107.5(7) . . ?
C5 O2 C6 107.5(7) . . ?
C3 N1 C1 107.2(8) . . ?
C3 N1 Ni1 119.7(6) . . ?
C1 N1 Ni1 133.0(6) . . ?
C5 N2 C7 108.7(7) . . ?
C5 N2 Ni1 117.5(6) . . ?
C7 N2 Ni1 132.2(6) . . ?
C46 N3 C50 118.6(8) . . ?
C46 N3 Ni1 119.9(6) . . ?
C50 N3 Ni1 121.2(7) . . ?
N1 C1 C2 103.2(7) . . ?
N1 C1 C8 114.0(8) . . ?
C2 C1 C8 114.4(7) . . ?
N1 C1 H1 108.3 . . ?
C2 C1 H1 108.3 . . ?
C8 C1 H1 108.3 . . ?
O1 C2 C1 104.5(7) . . ?
O1 C2 H2A 110.8 . . ?
C1 C2 H2A 110.8 . . ?
O1 C2 H2B 110.8 . . ?
C1 C2 H2B 110.8 . . ?
H2A C2 H2B 108.9 . . ?
N1 C3 O1 116.0(8) . . ?
N1 C3 C4 128.9(9) . . ?
O1 C3 C4 115.1(8) . . ?
C5 C4 C3 123.3(8) . . ?
C5 C4 H4 118.4 . . ?
C3 C4 H4 118.4 . . ?
N2 C5 O2 114.7(8) . . ?
N2 C5 C4 131.5(9) . . ?
O2 C5 C4 113.9(8) . . ?
O2 C6 C7 105.7(7) . . ?
O2 C6 H6A 110.6 . . ?
C7 C6 H6A 110.6 . . ?
O2 C6 H6B 110.6 . . ?
C7 C6 H6B 110.6 . . ?
H6A C6 H6B 108.7 . . ?
N2 C7 C6 101.6(7) . . ?
N2 C7 C27 114.7(8) . . ?
C6 C7 C27 111.4(8) . . ?
N2 C7 H7 109.6 . . ?
C6 C7 H7 109.6 . . ?
C27 C7 H7 109.6 . . ?
C9 C8 C15 112.5(9) . . ?
C9 C8 C21 111.0(7) . . ?
C15 C8 C21 103.8(8) . . ?
C9 C8 C1 107.9(8) . . ?
C15 C8 C1 112.4(7) . . ?
C21 C8 C1 109.3(8) . . ?
C14 C9 C10 116.9(9) . . ?
C14 C9 C8 120.9(9) . . ?
C10 C9 C8 122.2(9) . . ?
C11 C10 C9 121.2(10) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C10 C11 C12 121.1(9) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C11 C12 C13 118.5(10) . . ?
C11 C12 H12 120.8 . . ?
C13 C12 H12 120.8 . . ?
C14 C13 C12 121.2(10) . . ?
C14 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C13 C14 C9 121.0(9) . . ?
C13 C14 H14 119.5 . . ?
C9 C14 H14 119.5 . . ?
C20 C15 C16 118.0(11) . . ?
C20 C15 C8 121.9(10) . . ?
C16 C15 C8 119.8(10) . . ?
C17 C16 C15 120.8(10) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C18 C17 C16 120.3(9) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C17 C18 C19 119.4(10) . . ?
C17 C18 H18 120.3 . . ?
C19 C18 H18 120.3 . . ?
C18 C19 C20 120.0(11) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C15 C20 C19 121.4(10) . . ?
C15 C20 H20 119.3 . . ?
C19 C20 H20 119.3 . . ?
C26 C21 C22 118.2(9) . . ?
C26 C21 C8 123.8(9) . . ?
C22 C21 C8 118.0(9) . . ?
C23 C22 C21 121.9(11) . . ?
C23 C22 H22 119.1 . . ?
C21 C22 H22 119.1 . . ?
C22 C23 C24 119.6(11) . . ?
C22 C23 H23 120.2 . . ?
C24 C23 H23 120.2 . . ?
C25 C24 C23 119.4(10) . . ?
C25 C24 H24 120.3 . . ?
C23 C24 H24 120.3 . . ?
C24 C25 C26 120.8(11) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 H25 119.6 . . ?
C21 C26 C25 120.1(10) . . ?
C21 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
C40 C27 C34 110.3(7) . . ?
C40 C27 C28 112.4(8) . . ?
C34 C27 C28 104.7(8) . . ?
C40 C27 C7 108.9(8) . . ?
C34 C27 C7 109.7(8) . . ?
C28 C27 C7 110.9(8) . . ?
C33 C28 C29 118.8(10) . . ?
C33 C28 C27 119.1(10) . . ?
C29 C28 C27 121.4(10) . . ?
C30 C29 C28 119.2(10) . . ?
C30 C29 H29 120.4 . . ?
C28 C29 H29 120.4 . . ?
C31 C30 C29 121.4(10) . . ?
C31 C30 H30 119.3 . . ?
C29 C30 H30 119.3 . . ?
C30 C31 C32 119.5(10) . . ?
C30 C31 H31 120.2 . . ?
C32 C31 H31 120.2 . . ?
C31 C32 C33 119.2(11) . . ?
C31 C32 H32 120.4 . . ?
C33 C32 H32 120.4 . . ?
C28 C33 C32 121.7(10) . . ?
C28 C33 H33 119.2 . . ?
C32 C33 H33 119.2 . . ?
C39 C34 C35 117.1(9) . . ?
C39 C34 C27 118.6(9) . . ?
C35 C34 C27 124.3(8) . . ?
C34 C35 C36 121.1(9) . . ?
C34 C35 H35 119.5 . . ?
C36 C35 H35 119.5 . . ?
C37 C36 C35 119.9(10) . . ?
C37 C36 H36 120.1 . . ?
C35 C36 H36 120.1 . . ?
C36 C37 C38 119.4(10) . . ?
C36 C37 H37 120.3 . . ?
C38 C37 H37 120.3 . . ?
C37 C38 C39 120.2(10) . . ?
C37 C38 H38 119.9 . . ?
C39 C38 H38 119.9 . . ?
C34 C39 C38 122.3(10) . . ?
C34 C39 H39 118.8 . . ?
C38 C39 H39 118.8 . . ?
C45 C40 C41 117.9(9) . . ?
C45 C40 C27 123.6(9) . . ?
C41 C40 C27 118.5(8) . . ?
C42 C41 C40 121.3(9) . . ?
C42 C41 H41 119.3 . . ?
C40 C41 H41 119.3 . . ?
C41 C42 C43 119.9(10) . . ?
C41 C42 H42 120.1 . . ?
C43 C42 H42 120.1 . . ?
C44 C43 C42 118.9(11) . . ?
C44 C43 H43 120.6 . . ?
C42 C43 H43 120.6 . . ?
C43 C44 C45 121.0(10) . . ?
C43 C44 H44 119.5 . . ?
C45 C44 H44 119.5 . . ?
C40 C45 C44 121.0(9) . . ?
C40 C45 H45 119.5 . . ?
C44 C45 H45 119.5 . . ?
N3 C46 C47 122.1(9) . . ?
N3 C46 H46 118.9 . . ?
C47 C46 H46 118.9 . . ?
C46 C47 C48 119.0(10) . . ?
C46 C47 H47 120.5 . . ?
C48 C47 H47 120.5 . . ?
C47 C48 C49 119.4(10) . . ?
C47 C48 H48 120.3 . . ?
C49 C48 H48 120.3 . . ?
C50 C49 C48 118.3(10) . . ?
C50 C49 H49 120.8 . . ?
C48 C49 H49 120.8 . . ?
N3 C50 C49 122.6(11) . . ?
N3 C50 H50 118.7 . . ?
C49 C50 H50 118.7 . . ?
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
I1 Ni1 2.5991(15) . ?
Ni1 N2 1.983(7) . ?
Ni1 N1 1.998(8) . ?
Ni1 N3 2.018(8) . ?
O1 C3 1.343(11) . ?
O1 C2 1.448(10) . ?
O2 C5 1.365(11) . ?
O2 C6 1.440(11) . ?
N1 C3 1.319(12) . ?
N1 C1 1.495(10) . ?
N2 C5 1.330(12) . ?
N2 C7 1.501(11) . ?
N3 C46 1.339(12) . ?
N3 C50 1.348(12) . ?
C1 C2 1.536(13) . ?
C1 C8 1.582(13) . ?
C1 H1 1.0000 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.403(13) . ?
C4 C5 1.383(14) . ?
C4 H4 0.9500 . ?
C6 C7 1.554(12) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C27 1.579(13) . ?
C7 H7 1.0000 . ?
C8 C9 1.527(13) . ?
C8 C15 1.559(14) . ?
C8 C21 1.576(12) . ?
C9 C14 1.404(13) . ?
C9 C10 1.413(13) . ?
C10 C11 1.374(13) . ?
C10 H10 0.9500 . ?
C11 C12 1.383(15) . ?
C11 H11 0.9500 . ?
C12 C13 1.388(13) . ?
C12 H12 0.9500 . ?
C13 C14 1.377(14) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 C20 1.371(16) . ?
C15 C16 1.401(14) . ?
C16 C17 1.397(14) . ?
C16 H16 0.9500 . ?
C17 C18 1.372(15) . ?
C17 H17 0.9500 . ?
C18 C19 1.387(15) . ?
C18 H18 0.9500 . ?
C19 C20 1.398(14) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 C26 1.390(14) . ?
C21 C22 1.393(14) . ?
C22 C23 1.380(13) . ?
C22 H22 0.9500 . ?
C23 C24 1.388(17) . ?
C23 H23 0.9500 . ?
C24 C25 1.382(15) . ?
C24 H24 0.9500 . ?
C25 C26 1.398(13) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 C40 1.529(14) . ?
C27 C34 1.561(13) . ?
C27 C28 1.569(14) . ?
C28 C33 1.375(15) . ?
C28 C29 1.407(15) . ?
C29 C30 1.398(14) . ?
C29 H29 0.9500 . ?
C30 C31 1.372(15) . ?
C30 H30 0.9500 . ?
C31 C32 1.393(15) . ?
C31 H31 0.9500 . ?
C32 C33 1.396(14) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C34 C39 1.374(13) . ?
C34 C35 1.384(13) . ?
C35 C36 1.413(14) . ?
C35 H35 0.9500 . ?
C36 C37 1.362(14) . ?
C36 H36 0.9500 . ?
C37 C38 1.377(15) . ?
C37 H37 0.9500 . ?
C38 C39 1.378(14) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
C40 C45 1.377(13) . ?
C40 C41 1.413(13) . ?
C41 C42 1.367(15) . ?
C41 H41 0.9500 . ?
C42 C43 1.403(14) . ?
C42 H42 0.9500 . ?
C43 C44 1.378(14) . ?
C43 H43 0.9500 . ?
C44 C45 1.380(14) . ?
C44 H44 0.9500 . ?
C45 H45 0.9500 . ?
C46 C47 1.378(13) . ?
C46 H46 0.9500 . ?
C47 C48 1.383(14) . ?
C47 H47 0.9500 . ?
C48 C49 1.386(16) . ?
C48 H48 0.9500 . ?
C49 C50 1.375(13) . ?
C49 H49 0.9500 . ?
C50 H50 0.9500 . ?
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
C3 N1 C1 C2 5.4(10) . . . . ?
Ni1 N1 C1 C2 -170.5(7) . . . . ?
C3 N1 C1 C8 -119.3(9) . . . . ?
Ni1 N1 C1 C8 64.8(10) . . . . ?
C3 O1 C2 C1 12.3(10) . . . . ?
N1 C1 C2 O1 -10.6(9) . . . . ?
C8 C1 C2 O1 113.8(8) . . . . ?
C1 N1 C3 O1 2.5(11) . . . . ?
Ni1 N1 C3 O1 179.0(6) . . . . ?
C1 N1 C3 C4 -179.1(10) . . . . ?
Ni1 N1 C3 C4 -2.6(14) . . . . ?
C2 O1 C3 N1 -9.9(11) . . . . ?
C2 O1 C3 C4 171.5(8) . . . . ?
N1 C3 C4 C5 7.0(17) . . . . ?
O1 C3 C4 C5 -174.6(9) . . . . ?
C7 N2 C5 O2 1.7(12) . . . . ?
Ni1 N2 C5 O2 168.7(6) . . . . ?
C7 N2 C5 C4 -178.7(11) . . . . ?
Ni1 N2 C5 C4 -11.7(15) . . . . ?
C6 O2 C5 N2 -10.3(11) . . . . ?
C6 O2 C5 C4 170.1(8) . . . . ?
C3 C4 C5 N2 1.7(18) . . . . ?
C3 C4 C5 O2 -178.7(9) . . . . ?
C5 O2 C6 C7 13.8(10) . . . . ?
C5 N2 C7 C6 6.8(10) . . . . ?
Ni1 N2 C7 C6 -157.6(7) . . . . ?
C5 N2 C7 C27 -113.6(9) . . . . ?
Ni1 N2 C7 C27 82.1(11) . . . . ?
O2 C6 C7 N2 -12.3(10) . . . . ?
O2 C6 C7 C27 110.3(9) . . . . ?
N1 C1 C8 C9 58.7(10) . . . . ?
C2 C1 C8 C9 -59.7(10) . . . . ?
N1 C1 C8 C15 -65.8(10) . . . . ?
C2 C1 C8 C15 175.7(8) . . . . ?
N1 C1 C8 C21 179.5(7) . . . . ?
C2 C1 C8 C21 61.0(10) . . . . ?
C15 C8 C9 C14 43.8(12) . . . . ?
C21 C8 C9 C14 159.6(9) . . . . ?
C1 C8 C9 C14 -80.7(11) . . . . ?
C15 C8 C9 C10 -138.9(9) . . . . ?
C21 C8 C9 C10 -23.1(13) . . . . ?
C1 C8 C9 C10 96.6(10) . . . . ?
C14 C9 C10 C11 -3.9(14) . . . . ?
C8 C9 C10 C11 178.7(9) . . . . ?
C9 C10 C11 C12 1.1(15) . . . . ?
C10 C11 C12 C13 1.3(16) . . . . ?
C11 C12 C13 C14 -0.8(16) . . . . ?
C12 C13 C14 C9 -2.1(16) . . . . ?
C10 C9 C14 C13 4.4(14) . . . . ?
C8 C9 C14 C13 -178.2(9) . . . . ?
C9 C8 C15 C20 25.8(13) . . . . ?
C21 C8 C15 C20 -94.3(11) . . . . ?
C1 C8 C15 C20 147.8(9) . . . . ?
C9 C8 C15 C16 -160.3(8) . . . . ?
C21 C8 C15 C16 79.7(10) . . . . ?
C1 C8 C15 C16 -38.3(12) . . . . ?
C20 C15 C16 C17 -1.8(14) . . . . ?
C8 C15 C16 C17 -176.0(9) . . . . ?
C15 C16 C17 C18 1.1(15) . . . . ?
C16 C17 C18 C19 1.0(16) . . . . ?
C17 C18 C19 C20 -2.3(16) . . . . ?
C16 C15 C20 C19 0.5(14) . . . . ?
C8 C15 C20 C19 174.5(9) . . . . ?
C18 C19 C20 C15 1.5(15) . . . . ?
C9 C8 C21 C26 119.7(10) . . . . ?
C15 C8 C21 C26 -119.3(10) . . . . ?
C1 C8 C21 C26 0.8(13) . . . . ?
C9 C8 C21 C22 -60.4(12) . . . . ?
C15 C8 C21 C22 60.6(11) . . . . ?
C1 C8 C21 C22 -179.3(8) . . . . ?
C26 C21 C22 C23 0.5(16) . . . . ?
C8 C21 C22 C23 -179.4(10) . . . . ?
C21 C22 C23 C24 1.0(18) . . . . ?
C22 C23 C24 C25 -1.5(18) . . . . ?
C23 C24 C25 C26 0.6(16) . . . . ?
C22 C21 C26 C25 -1.4(14) . . . . ?
C8 C21 C26 C25 178.4(8) . . . . ?
C24 C25 C26 C21 0.9(15) . . . . ?
N2 C7 C27 C40 59.7(10) . . . . ?
C6 C7 C27 C40 -55.1(10) . . . . ?
N2 C7 C27 C34 -179.6(8) . . . . ?
C6 C7 C27 C34 65.7(11) . . . . ?
N2 C7 C27 C28 -64.5(11) . . . . ?
C6 C7 C27 C28 -179.2(8) . . . . ?
C40 C27 C28 C33 -167.7(9) . . . . ?
C34 C27 C28 C33 72.6(11) . . . . ?
C7 C27 C28 C33 -45.6(12) . . . . ?
C40 C27 C28 C29 22.4(13) . . . . ?
C34 C27 C28 C29 -97.3(11) . . . . ?
C7 C27 C28 C29 144.5(10) . . . . ?
C33 C28 C29 C30 -0.5(14) . . . . ?
C27 C28 C29 C30 169.5(9) . . . . ?
C28 C29 C30 C31 1.1(15) . . . . ?
C29 C30 C31 C32 0.8(15) . . . . ?
C30 C31 C32 C33 -3.3(15) . . . . ?
C29 C28 C33 C32 -2.1(15) . . . . ?
C27 C28 C33 C32 -172.3(9) . . . . ?
C31 C32 C33 C28 4.0(15) . . . . ?
C40 C27 C34 C39 -71.3(12) . . . . ?
C28 C27 C34 C39 49.8(12) . . . . ?
C7 C27 C34 C39 168.8(9) . . . . ?
C40 C27 C34 C35 108.9(10) . . . . ?
C28 C27 C34 C35 -130.0(10) . . . . ?
C7 C27 C34 C35 -11.0(13) . . . . ?
C39 C34 C35 C36 0.8(15) . . . . ?
C27 C34 C35 C36 -179.3(9) . . . . ?
C34 C35 C36 C37 -1.5(16) . . . . ?
C35 C36 C37 C38 2.1(16) . . . . ?
C36 C37 C38 C39 -2.1(17) . . . . ?
C35 C34 C39 C38 -0.9(16) . . . . ?
C27 C34 C39 C38 179.3(10) . . . . ?
C37 C38 C39 C34 1.5(18) . . . . ?
C34 C27 C40 C45 -14.7(13) . . . . ?
C28 C27 C40 C45 -131.1(9) . . . . ?
C7 C27 C40 C45 105.6(10) . . . . ?
C34 C27 C40 C41 166.5(8) . . . . ?
C28 C27 C40 C41 50.1(11) . . . . ?
C7 C27 C40 C41 -73.2(10) . . . . ?
C45 C40 C41 C42 0.3(14) . . . . ?
C27 C40 C41 C42 179.1(9) . . . . ?
C40 C41 C42 C43 1.0(15) . . . . ?
C41 C42 C43 C44 -1.8(16) . . . . ?
C42 C43 C44 C45 1.5(16) . . . . ?
C41 C40 C45 C44 -0.6(14) . . . . ?
C27 C40 C45 C44 -179.4(9) . . . . ?
C43 C44 C45 C40 -0.2(16) . . . . ?
C50 N3 C46 C47 1.2(12) . . . . ?
Ni1 N3 C46 C47 -172.2(6) . . . . ?
N3 C46 C47 C48 -1.1(12) . . . . ?
C46 C47 C48 C49 0.1(13) . . . . ?
C47 C48 C49 C50 0.7(14) . . . . ?
C46 N3 C50 C49 -0.4(12) . . . . ?
Ni1 N3 C50 C49 173.0(6) . . . . ?
C48 C49 C50 N3 -0.6(13) . . . . ?
