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#$Date: 2025-08-21 14:03:24 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301848 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/20/7022001.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_7022001
loop_
_publ_author_name
'Porter, Tyler M.'
'Hall, Gabriel B.'
'Groy, Thomas L.'
'Trovitch, Ryan J.'
_publ_section_title
;
 Importance of co-donor field strength in the preparation of tetradentate
 α-diimine nickel hydrosilylation catalysts.
;
_journal_issue                   41
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              14689
_journal_page_last               14692
_journal_paper_doi               10.1039/c3dt52419a
_journal_volume                  42
_journal_year                    2013
_chemical_formula_moiety         'C36 H44 N8 Ni'
_chemical_formula_sum            'C36 H44 N8 Ni'
_chemical_formula_weight         647.50
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 94.424(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.3548(8)
_cell_length_b                   20.4687(17)
_cell_length_c                   17.6111(15)
_cell_measurement_reflns_used    1815
_cell_measurement_temperature    123.(2)
_cell_measurement_theta_max      20.2566
_cell_measurement_theta_min      2.3034
_cell_volume                     3362.1(5)
_computing_cell_refinement       'SAINT V7.68A (Bruker AXS, 2009)'
_computing_data_collection
'Bruker Instrument Service v2010, 9, 0, 0 (Bruker AXS, 2010)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_molecular_graphics    'XShell ver. 6.3.1 (Bruker AXS, 2004)'
_computing_publication_material  'Bruker APEX2 v2010.9-1 (Bruker AXS, 2010)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      123.(2)
_diffrn_detector_area_resol_mean 8.3330
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker Smart APEX'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0699
_diffrn_reflns_av_sigmaI/netI    0.0568
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            13867
_diffrn_reflns_theta_full        25.44
_diffrn_reflns_theta_max         25.44
_diffrn_reflns_theta_min         1.99
_diffrn_source_type              'sealed tube'
_exptl_absorpt_coefficient_mu    0.615
_exptl_absorpt_correction_T_max  0.96
_exptl_absorpt_correction_T_min  0.85
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS Version 2008/1 (Bruker AXS, 2008)'
_exptl_crystal_colour            'clear dark brown'
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1376
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.289
_refine_diff_density_min         -0.202
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     206
_refine_ls_number_reflns         3114
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0751
_refine_ls_R_factor_gt           0.0457
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0367P)²+0.9257P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0845
_refine_ls_wR_factor_ref         0.0946
_reflns_number_gt                2243
_reflns_number_total             3114
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt52419a.txt
_cod_data_source_block           PyEtDI2Ni
_cod_database_code               7022001
loop_
_space_group_symop_operation_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'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
Ni Ni1 0.5 0.96031(3) 0.75 0.03425(16) Uani d S 1
N N1 0.5365(2) 0.92228(10) 0.84826(12) 0.0338(5) Uani d . 1
N N2 0.3409(2) 0.99698(11) 0.79702(12) 0.0370(5) Uani d . 1
N N3 0.8379(3) 0.75522(14) 0.85103(15) 0.0576(7) Uani d . 1
N N4 0.1271(3) 1.09192(13) 0.58730(16) 0.0538(7) Uani d . 1
C C1 0.4562(3) 0.91236(14) 0.97934(15) 0.0468(8) Uani d . 1
H H1A 0.4554 0.8645 0.979 0.07 Uiso calc R 1
H H1B 0.3763 0.9284 1.0069 0.07 Uiso calc R 1
H H1C 0.5469 0.9279 1.0046 0.07 Uiso calc R 1
C C2 0.4410(3) 0.93736(13) 0.89874(15) 0.0357(6) Uani d . 1
C C3 0.3281(3) 0.97828(12) 0.86918(15) 0.0368(7) Uani d . 1
C C4 0.2061(3) 1.00042(15) 0.91349(16) 0.0481(8) Uani d . 1
H H4A 0.2125 1.0477 0.9216 0.072 Uiso calc R 1
H H4B 0.2112 0.9781 0.9629 0.072 Uiso calc R 1
H H4C 0.1149 0.9898 0.885 0.072 Uiso calc R 1
C C5 0.6633(3) 0.88427(13) 0.87375(14) 0.0384(7) Uani d . 1
H H5A 0.6339 0.8469 0.9047 0.046 Uiso calc R 1
H H5B 0.7291 0.912 0.9066 0.046 Uiso calc R 1
C C6 0.7422(3) 0.85871(15) 0.80780(16) 0.0456(7) Uani d . 1
H H6A 0.6758 0.8323 0.7737 0.055 Uiso calc R 1
H H6B 0.7758 0.896 0.778 0.055 Uiso calc R 1
C C7 0.8679(3) 0.81766(14) 0.83571(14) 0.0386(7) Uani d . 1
C C8 1.0034(3) 0.84293(16) 0.84666(16) 0.0487(8) Uani d . 1
H H8 1.0214 0.8872 0.8341 0.058 Uiso calc R 1
C C9 1.1139(3) 0.8033(2) 0.87621(17) 0.0631(10) Uani d . 1
H H9 1.2088 0.8198 0.8843 0.076 Uiso calc R 1
C C10 1.0833(4) 0.73976(19) 0.89353(17) 0.0635(10) Uani d . 1
H H10 1.1563 0.7115 0.9149 0.076 Uiso calc R 1
C C11 0.9467(5) 0.71804(17) 0.8795(2) 0.0677(10) Uani d . 1
H H11 0.9272 0.6737 0.8906 0.081 Uiso calc R 1
C C12 0.2315(3) 1.03832(15) 0.75840(16) 0.0456(7) Uani d . 1
H H12A 0.1885 1.0664 0.7964 0.055 Uiso calc R 1
H H12B 0.1545 1.0104 0.7341 0.055 Uiso calc R 1
C C13 0.2913(3) 1.08056(14) 0.69905(17) 0.0477(8) Uani d . 1
H H13A 0.3435 1.0529 0.6643 0.057 Uiso calc R 1
H H13B 0.3607 1.1118 0.7241 0.057 Uiso calc R 1
C C14 0.1762(3) 1.11774(15) 0.65360(17) 0.0439(7) Uani d . 1
C C15 0.1241(3) 1.17590(17) 0.68039(19) 0.0602(9) Uani d . 1
H H15 0.162 1.1935 0.7277 0.072 Uiso calc R 1
C C16 0.0168(4) 1.2079(2) 0.6377(2) 0.0781(12) Uani d . 1
H H16 -0.0217 1.2475 0.6555 0.094 Uiso calc R 1
C C17 -0.0336(4) 1.1821(2) 0.5695(2) 0.0720(11) Uani d . 1
H H17 -0.1072 1.2034 0.5386 0.086 Uiso calc R 1
C C18 0.0241(4) 1.1252(2) 0.5471(2) 0.0663(10) Uani d . 1
H H18 -0.0112 1.1077 0.4993 0.08 Uiso calc R 1
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
N1 Ni1 N1 2_656 . 131.74(13)
N1 Ni1 N2 2_656 2_656 81.83(9)
N1 Ni1 N2 . 2_656 117.59(9)
N1 Ni1 N2 2_656 . 117.59(9)
N1 Ni1 N2 . . 81.83(9)
N2 Ni1 N2 2_656 . 133.77(14)
C2 N1 C5 . . 119.0(2)
C2 N1 Ni1 . . 115.20(18)
C5 N1 Ni1 . . 125.57(16)
C3 N2 C12 . . 119.8(2)
C3 N2 Ni1 . . 115.33(18)
C12 N2 Ni1 . . 124.67(17)
C11 N3 C7 . . 117.0(3)
C14 N4 C18 . . 116.6(3)
C2 C1 H1A . . 109.5
C2 C1 H1B . . 109.5
H1A C1 H1B . . 109.5
C2 C1 H1C . . 109.5
H1A C1 H1C . . 109.5
H1B C1 H1C . . 109.5
N1 C2 C3 . . 114.1(2)
N1 C2 C1 . . 121.8(2)
C3 C2 C1 . . 124.2(2)
N2 C3 C2 . . 113.5(2)
N2 C3 C4 . . 122.2(2)
C2 C3 C4 . . 124.3(2)
C3 C4 H4A . . 109.5
C3 C4 H4B . . 109.5
H4A C4 H4B . . 109.5
C3 C4 H4C . . 109.5
H4A C4 H4C . . 109.5
H4B C4 H4C . . 109.5
N1 C5 C6 . . 112.4(2)
N1 C5 H5A . . 109.1
C6 C5 H5A . . 109.1
N1 C5 H5B . . 109.1
C6 C5 H5B . . 109.1
H5A C5 H5B . . 107.9
C7 C6 C5 . . 111.0(2)
C7 C6 H6A . . 109.4
C5 C6 H6A . . 109.4
C7 C6 H6B . . 109.4
C5 C6 H6B . . 109.4
H6A C6 H6B . . 108.0
N3 C7 C8 . . 122.5(3)
N3 C7 C6 . . 115.5(3)
C8 C7 C6 . . 122.0(3)
C7 C8 C9 . . 119.2(3)
C7 C8 H8 . . 120.4
C9 C8 H8 . . 120.4
C10 C9 C8 . . 118.5(3)
C10 C9 H9 . . 120.8
C8 C9 H9 . . 120.8
C11 C10 C9 . . 118.7(3)
C11 C10 H10 . . 120.7
C9 C10 H10 . . 120.7
N3 C11 C10 . . 124.1(3)
N3 C11 H11 . . 118.0
C10 C11 H11 . . 118.0
N2 C12 C13 . . 112.0(2)
N2 C12 H12A . . 109.2
C13 C12 H12A . . 109.2
N2 C12 H12B . . 109.2
C13 C12 H12B . . 109.2
H12A C12 H12B . . 107.9
C12 C13 C14 . . 112.0(2)
C12 C13 H13A . . 109.2
C14 C13 H13A . . 109.2
C12 C13 H13B . . 109.2
C14 C13 H13B . . 109.2
H13A C13 H13B . . 107.9
N4 C14 C15 . . 122.3(3)
N4 C14 C13 . . 116.9(3)
C15 C14 C13 . . 120.8(3)
C16 C15 C14 . . 119.1(3)
C16 C15 H15 . . 120.5
C14 C15 H15 . . 120.5
C17 C16 C15 . . 119.2(4)
C17 C16 H16 . . 120.4
C15 C16 H16 . . 120.4
C18 C17 C16 . . 118.1(3)
C18 C17 H17 . . 120.9
C16 C17 H17 . . 120.9
N4 C18 C17 . . 124.8(4)
N4 C18 H18 . . 117.6
C17 C18 H18 . . 117.6
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Ni1 N1 2_656 1.904(2)
Ni1 N1 . 1.904(2)
Ni1 N2 2_656 1.912(2)
Ni1 N2 . 1.912(2)
N1 C2 . 1.344(3)
N1 C5 . 1.460(3)
N2 C3 . 1.341(3)
N2 C12 . 1.456(3)
N3 C11 . 1.337(4)
N3 C7 . 1.340(4)
N4 C14 . 1.331(4)
N4 C18 . 1.338(4)
C1 C2 . 1.505(4)
C1 H1A . 0.98
C1 H1B . 0.98
C1 H1C . 0.98
C2 C3 . 1.416(4)
C3 C4 . 1.501(4)
C4 H4A . 0.98
C4 H4B . 0.98
C4 H4C . 0.98
C5 C6 . 1.517(4)
C5 H5A . 0.99
C5 H5B . 0.99
C6 C7 . 1.497(4)
C6 H6A . 0.99
C6 H6B . 0.99
C7 C8 . 1.369(4)
C8 C9 . 1.384(4)
C8 H8 . 0.95
C9 C10 . 1.371(5)
C9 H9 . 0.95
C10 C11 . 1.358(5)
C10 H10 . 0.95
C11 H11 . 0.95
C12 C13 . 1.498(4)
C12 H12A . 0.99
C12 H12B . 0.99
C13 C14 . 1.499(4)
C13 H13A . 0.99
C13 H13B . 0.99
C14 C15 . 1.383(4)
C15 C16 . 1.372(5)
C15 H15 . 0.95
C16 C17 . 1.362(5)
C16 H16 . 0.95
C17 C18 . 1.355(5)
C17 H17 . 0.95
C18 H18 . 0.95
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139159793
