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#$Date: 2019-11-10 19:25:46 +0200 (Sun, 10 Nov 2019) $
#$Revision: 226037 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/59/4515990.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_4515990
loop_
_publ_author_name
'Wellala, Nadeesha P. N.'
'Luebking, John D.'
'Krause, Jeanette A.'
'Guan, Hairong'
_publ_section_title
;
 Roles of Hydrogen Bonding in Proton Transfer to
 κP,κN,κP-N(CH₂CH₂P
  ⁱ  Pr₂)₂-Ligated Nickel Pincer
 Complexes.
;
_journal_issue                   5
_journal_name_full               'ACS omega'
_journal_page_first              4986
_journal_page_last               5001
_journal_paper_doi               10.1021/acsomega.8b00777
_journal_volume                  3
_journal_year                    2018
_chemical_formula_moiety         'C12 H21 I N2 Ni'
_chemical_formula_sum            'C12 H21 I N2 Ni'
_chemical_formula_weight         378.92
_space_group_crystal_system      tetragonal
_space_group_IT_number           86
_space_group_name_Hall           '-P 4bc'
_space_group_name_H-M_alt        'P 42/n :2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.8225(5)
_cell_length_b                   18.8225(5)
_cell_length_c                   8.3226(3)
_cell_measurement_reflns_used    9991
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.31
_cell_measurement_theta_min      2.68
_cell_volume                     2948.58(15)
_computing_cell_refinement       'Bruker SAINT v8.38A (Bruker, 2016)'
_computing_data_collection       'Bruker APEX3 v2017.3.0 (Bruker, 2017)'
_computing_data_reduction        'Bruker SAINT v8.38A (Bruker, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL v6.14'
_computing_publication_material  'Bruker SHELXTL v6.14'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'Bruker SHELXTL v6.14'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 Venture Photon-II'
_diffrn_measurement_method       'ω-φ scans'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_av_unetI/netI     0.0144
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            67579
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.314
_diffrn_reflns_theta_min         2.164
_diffrn_source                   'Incoatec Mo-microfocus 3.0'
_exptl_absorpt_coefficient_mu    3.389
_exptl_absorpt_correction_T_max  0.862
_exptl_absorpt_correction_T_min  0.792
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS 2016/2 (L.Krause, et al. J. Appl. Cryst. (2015), 48, 3-10'
_exptl_crystal_colour            purple-red
_exptl_crystal_density_diffrn    1.707
_exptl_crystal_description       block
_exptl_crystal_F_000             1504
_exptl_crystal_size_max          0.065
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.045
_refine_diff_density_max         0.702
_refine_diff_density_min         -0.969
_refine_diff_density_rms         0.155
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     149
_refine_ls_number_reflns         3671
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0245
_refine_ls_R_factor_gt           0.0189
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0126P)²+2.4213P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0389
_refine_ls_wR_factor_ref         0.0411
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3294
_reflns_number_total             3671
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ao8b00777_si_002.cif
_cod_data_source_block           TMEDA-NiPhI
_cod_original_cell_volume        2948.57(19)
_cod_original_sg_symbol_H-M      'P 42/n'
_cod_database_code               4515990
_shelx_shelxl_version_number     2014/7
_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   0.810
_shelx_estimated_absorpt_t_max   0.862
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-y, x+1/2, z+1/2'
'y+1/2, -x, z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'y, -x-1/2, -z-1/2'
'-y-1/2, x, -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
Ni Ni 0.28411(2) 0.51031(2) 0.68466(3) 0.02044(5) Uani 1 1 d . .
I1 I 0.21511(2) 0.55479(2) 0.44932(2) 0.03458(4) Uani 1 1 d . .
N1 N 0.23862(8) 0.57987(8) 0.84500(19) 0.0267(3) Uani 1 1 d . .
N2 N 0.33669(8) 0.46979(8) 0.87034(19) 0.0263(3) Uani 1 1 d . .
C1 C 0.28041(12) 0.57185(11) 0.9959(2) 0.0340(4) Uani 1 1 d . .
H1A H 0.2518 0.5880 1.0887 0.041 Uiso 1 1 calc R U
H1B H 0.3238 0.6014 0.9902 0.041 Uiso 1 1 calc R U
C2 C 0.30031(12) 0.49578(12) 1.0174(2) 0.0371(5) Uani 1 1 d . .
H2A H 0.3323 0.4908 1.1112 0.045 Uiso 1 1 calc R U
H2B H 0.2572 0.4671 1.0376 0.045 Uiso 1 1 calc R U
C3 C 0.24028(12) 0.65594(10) 0.8014(3) 0.0374(5) Uani 1 1 d . .
H3A H 0.2212 0.6842 0.8903 0.056 Uiso 1 1 calc R U
H3B H 0.2114 0.6637 0.7051 0.056 Uiso 1 1 calc R U
H3C H 0.2894 0.6704 0.7799 0.056 Uiso 1 1 calc R U
C4 C 0.16367(11) 0.55951(14) 0.8733(3) 0.0458(6) Uani 1 1 d . .
H4A H 0.1440 0.5885 0.9603 0.069 Uiso 1 1 calc R U
H4B H 0.1613 0.5092 0.9033 0.069 Uiso 1 1 calc R U
H4C H 0.1361 0.5673 0.7750 0.069 Uiso 1 1 calc R U
C5 C 0.33846(15) 0.39101(11) 0.8802(3) 0.0467(6) Uani 1 1 d . .
H5A H 0.3599 0.3766 0.9825 0.070 Uiso 1 1 calc R U
H5B H 0.3667 0.3721 0.7911 0.070 Uiso 1 1 calc R U
H5C H 0.2899 0.3724 0.8737 0.070 Uiso 1 1 calc R U
C6 C 0.41147(11) 0.49443(13) 0.8685(3) 0.0403(5) Uani 1 1 d . .
H6A H 0.4353 0.4791 0.9673 0.060 Uiso 1 1 calc R U
H6B H 0.4126 0.5464 0.8615 0.060 Uiso 1 1 calc R U
H6C H 0.4360 0.4741 0.7754 0.060 Uiso 1 1 calc R U
C7 C 0.32767(9) 0.44661(9) 0.5386(2) 0.0236(3) Uani 1 1 d . .
C8 C 0.39180(10) 0.46269(10) 0.4617(2) 0.0295(4) Uani 1 1 d . .
H8A H 0.4142 0.5069 0.4827 0.035 Uiso 1 1 calc R U
C9 C 0.42339(11) 0.41537(12) 0.3551(2) 0.0355(5) Uani 1 1 d . .
H9A H 0.4671 0.4276 0.3053 0.043 Uiso 1 1 calc R U
C10 C 0.39196(11) 0.35079(11) 0.3208(2) 0.0354(5) Uani 1 1 d . .
H10A H 0.4134 0.3188 0.2471 0.043 Uiso 1 1 calc R U
C11 C 0.32882(11) 0.33372(11) 0.3957(3) 0.0348(4) Uani 1 1 d . .
H11A H 0.3068 0.2893 0.3742 0.042 Uiso 1 1 calc R U
C12 C 0.29704(10) 0.38088(10) 0.5024(2) 0.0297(4) Uani 1 1 d . .
H12A H 0.2534 0.3681 0.5519 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 0.0033 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'
I I -0.4742 1.8119 '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
C7 Ni N2 92.33(7)
C7 Ni N1 178.96(7)
N2 Ni N1 86.97(6)
C7 Ni I1 86.20(5)
N2 Ni I1 176.92(4)
N1 Ni I1 94.53(4)
C3 N1 C4 108.07(17)
C3 N1 C1 107.11(15)
C4 N1 C1 110.05(17)
C3 N1 Ni 116.67(13)
C4 N1 Ni 109.58(13)
C1 N1 Ni 105.22(11)
C6 N2 C5 106.96(17)
C6 N2 C2 110.08(16)
C5 N2 C2 107.07(16)
C6 N2 Ni 110.16(12)
C5 N2 Ni 115.94(12)
C2 N2 Ni 106.54(12)
N1 C1 C2 109.36(16)
N2 C2 C1 109.46(16)
C12 C7 C8 116.67(17)
C12 C7 Ni 121.33(14)
C8 C7 Ni 122.00(14)
C9 C8 C7 121.47(18)
C10 C9 C8 120.81(19)
C11 C10 C9 118.69(18)
C10 C11 C12 120.69(19)
C11 C12 C7 121.67(18)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ni C7 1.8944(18)
Ni N2 1.9874(15)
Ni N1 2.0563(15)
Ni I1 2.4947(3)
N1 C3 1.477(2)
N1 C4 1.481(3)
N1 C1 1.490(3)
N2 C6 1.482(2)
N2 C5 1.485(2)
N2 C2 1.485(3)
C1 C2 1.491(3)
C7 C12 1.398(3)
C7 C8 1.399(2)
C8 C9 1.390(3)
C9 C10 1.382(3)
C10 C11 1.380(3)
C11 C12 1.391(3)
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
C3 N1 C1 C2 -161.98(17)
C4 N1 C1 C2 80.8(2)
Ni N1 C1 C2 -37.19(19)
C6 N2 C2 C1 78.4(2)
C5 N2 C2 C1 -165.65(18)
Ni N2 C2 C1 -41.00(19)
N1 C1 C2 N2 53.6(2)
N2 Ni C7 C12 90.80(15)
I1 Ni C7 C12 -86.48(15)
N2 Ni C7 C8 -89.16(15)
I1 Ni C7 C8 93.55(15)
C12 C7 C8 C9 -0.2(3)
Ni C7 C8 C9 179.75(14)
C7 C8 C9 C10 0.5(3)
C8 C9 C10 C11 -0.7(3)
C9 C10 C11 C12 0.7(3)
C10 C11 C12 C7 -0.4(3)
C8 C7 C12 C11 0.2(3)
Ni C7 C12 C11 -179.76(15)
