#------------------------------------------------------------------------------
#$Date: 2019-11-25 00:41:22 +0200 (Mon, 25 Nov 2019) $
#$Revision: 239790 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/35/02/4350212.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_4350212
loop_
_publ_author_name
'Taquet, Jean-Philippe'
'Siri, Olivier'
'Braunstein, Pierre'
'Welter, Richard'
_publ_section_title
;
 Dinuclear nickel and palladium complexes with bridging
 2,5-diamino-1,4-benzoquinonediimines: synthesis, structures, and
 catalytic oligomerization of ethylene.
;
_journal_issue                   12
_journal_name_full               'Inorganic chemistry'
_journal_page_first              4668
_journal_page_last               4676
_journal_paper_doi               10.1021/ic060019o
_journal_volume                  45
_journal_year                    2006
_chemical_formula_moiety         'C44 H44 N4 Ni2 O4'
_chemical_formula_sum            'C44 H44 N4 Ni2 O4'
_chemical_formula_weight         810.25
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                95.18(5)
_cell_angle_beta                 110.25(5)
_cell_angle_gamma                111.35(5)
_cell_formula_units_Z            1
_cell_length_a                   8.3480(10)
_cell_length_b                   11.403(2)
_cell_length_c                   11.905(2)
_cell_measurement_reflns_used    9285
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      1.018
_cell_volume                     959.4(7)
_computing_cell_refinement       'Denzo (Nonius B.V., 1998)'
_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo (Nonius B.V., 1998)'
_computing_molecular_graphics    'PLATON 98 (Spek, 1998)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'π scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0533
_diffrn_reflns_av_sigmaI/netI    0.1157
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7808
_diffrn_reflns_theta_full        27.55
_diffrn_reflns_theta_max         27.55
_diffrn_reflns_theta_min         1.88
_exptl_absorpt_coefficient_mu    1.030
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.461
_refine_diff_density_min         -0.687
_refine_diff_density_rms         0.137
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         4307
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.1101
_refine_ls_R_factor_gt           0.0644
_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)+(0.0347P)²+0.5627P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1123
_refine_ls_wR_factor_ref         0.1263
_reflns_number_gt                2993
_reflns_number_total             4307
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic060019osi20060105_101605.cif
_cod_data_source_block           9b
_cod_original_cell_volume        959.5(7)
_cod_database_code               4350212
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
Ni Ni 0.17886(6) 0.14740(4) 0.05393(4) 0.02430(16) Uani 1 1 d
O1 O 0.0383(3) 0.2236(2) -0.0413(2) 0.0294(6) Uani 1 1 d
O2 O 0.1353(3) 0.1877(2) 0.1911(2) 0.0291(6) Uani 1 1 d
N1 N 0.2444(4) 0.1047(3) -0.0745(2) 0.0221(6) Uani 1 1 d
N2 N 0.3368(4) 0.0738(3) 0.1398(2) 0.0223(6) Uani 1 1 d
C1 C 0.4441(5) 0.0161(3) -0.1248(3) 0.0219(7) Uani 1 1 d
H1 H 0.4069 0.0263 -0.2069 0.026 Uiso 1 1 calc
C2 C 0.3692(4) 0.0543(3) -0.0477(3) 0.0205(7) Uani 1 1 d
C3 C 0.4262(5) 0.0372(3) 0.0814(3) 0.0212(7) Uani 1 1 d
C4 C 0.0301(5) 0.2443(3) 0.1986(3) 0.0285(8) Uani 1 1 d
C5 C -0.0671(5) 0.2870(4) 0.1039(4) 0.0328(9) Uani 1 1 d
H5 H -0.1436 0.3261 0.1179 0.039 Uiso 1 1 calc
C6 C -0.0577(5) 0.2752(3) -0.0107(3) 0.0284(8) Uani 1 1 d
C7 C 0.0210(6) 0.2652(4) 0.3223(4) 0.0376(10) Uani 1 1 d
H7A H 0.0670 0.2096 0.3697 0.056 Uiso 1 1 calc
H7B H -0.1097 0.2432 0.3104 0.056 Uiso 1 1 calc
H7C H 0.0997 0.3565 0.3674 0.056 Uiso 1 1 calc
C8 C -0.1604(6) 0.3284(4) -0.1075(4) 0.0383(10) Uani 1 1 d
H8A H -0.0694 0.4064 -0.1164 0.058 Uiso 1 1 calc
H8B H -0.2483 0.3507 -0.0828 0.058 Uiso 1 1 calc
H8C H -0.2306 0.2627 -0.1865 0.058 Uiso 1 1 calc
C9 C 0.3684(5) 0.0544(3) 0.2644(3) 0.0248(8) Uani 1 1 d
H9A H 0.3732 -0.0309 0.2663 0.030 Uiso 1 1 calc
H9B H 0.2598 0.0515 0.2821 0.030 Uiso 1 1 calc
C10 C 0.5468(5) 0.1582(3) 0.3651(3) 0.0236(8) Uani 1 1 d
C11 C 0.5965(5) 0.2888(4) 0.3675(3) 0.0292(8) Uani 1 1 d
H11 H 0.5215 0.3125 0.3015 0.035 Uiso 1 1 calc
C12 C 0.7514(6) 0.3848(4) 0.4628(4) 0.0362(9) Uani 1 1 d
H12 H 0.7822 0.4737 0.4628 0.043 Uiso 1 1 calc
C13 C 0.8620(6) 0.3514(4) 0.5585(4) 0.0447(11) Uani 1 1 d
H13 H 0.9687 0.4175 0.6250 0.054 Uiso 1 1 calc
C14 C 0.8185(6) 0.2225(5) 0.5583(4) 0.0429(11) Uani 1 1 d
H14 H 0.8953 0.1998 0.6241 0.052 Uiso 1 1 calc
C15 C 0.6623(5) 0.1264(4) 0.4617(3) 0.0322(9) Uani 1 1 d
H15 H 0.6335 0.0376 0.4612 0.039 Uiso 1 1 calc
C16 C 0.1621(5) 0.1161(3) -0.2014(3) 0.0267(8) Uani 1 1 d
H16A H 0.0438 0.1250 -0.2145 0.032 Uiso 1 1 calc
H16B H 0.1291 0.0346 -0.2591 0.032 Uiso 1 1 calc
C17 C 0.2881(5) 0.2289(3) -0.2334(3) 0.0261(8) Uani 1 1 d
C18 C 0.3177(5) 0.2088(4) -0.3401(3) 0.0345(9) Uani 1 1 d
H18 H 0.2595 0.1237 -0.3924 0.041 Uiso 1 1 calc
C19 C 0.4321(6) 0.3124(4) -0.3712(4) 0.0408(10) Uani 1 1 d
H19 H 0.4537 0.2971 -0.4433 0.049 Uiso 1 1 calc
C20 C 0.5129(6) 0.4354(4) -0.2988(4) 0.0451(11) Uani 1 1 d
H20 H 0.5903 0.5057 -0.3205 0.054 Uiso 1 1 calc
C21 C 0.4819(6) 0.4577(4) -0.1935(4) 0.0455(11) Uani 1 1 d
H21 H 0.5374 0.5433 -0.1430 0.055 Uiso 1 1 calc
C22 C 0.3695(6) 0.3543(4) -0.1620(4) 0.0385(10) Uani 1 1 d
H22 H 0.3482 0.3703 -0.0899 0.046 Uiso 1 1 calc
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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 0.0000 '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
O2 Ni O1 94.62(10) . .
O2 Ni N1 174.21(11) . .
O1 Ni N1 90.80(11) . .
O2 Ni N2 91.02(11) . .
O1 Ni N2 173.68(10) . .
N1 Ni N2 83.47(11) . .
C6 O1 Ni 126.7(2) . .
C4 O2 Ni 126.2(2) . .
C2 N1 C16 118.4(3) . .
C2 N1 Ni 116.0(2) . .
C16 N1 Ni 125.5(2) . .
C3 N2 C9 118.3(3) . .
C3 N2 Ni 116.1(2) . .
C9 N2 Ni 125.6(2) . .
C2 C1 C3 120.1(3) . 2_655
C2 C1 H1 119.9 . .
C3 C1 H1 119.9 2_655 .
N1 C2 C1 127.8(3) . .
N1 C2 C3 112.2(3) . .
C1 C2 C3 120.0(3) . .
N2 C3 C1 128.0(3) . 2_655
N2 C3 C2 112.1(3) . .
C1 C3 C2 119.8(3) 2_655 .
O2 C4 C5 124.8(3) . .
O2 C4 C7 114.7(3) . .
C5 C4 C7 120.4(3) . .
C4 C5 C6 123.0(3) . .
C4 C5 H5 118.5 . .
C6 C5 H5 118.5 . .
O1 C6 C5 124.5(3) . .
O1 C6 C8 115.1(3) . .
C5 C6 C8 120.3(3) . .
C4 C7 H7A 109.5 . .
C4 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C4 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C6 C8 H8A 109.5 . .
C6 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C6 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
N2 C9 C10 114.2(3) . .
N2 C9 H9A 108.7 . .
C10 C9 H9A 108.7 . .
N2 C9 H9B 108.7 . .
C10 C9 H9B 108.7 . .
H9A C9 H9B 107.6 . .
C11 C10 C15 117.8(4) . .
C11 C10 C9 120.9(3) . .
C15 C10 C9 121.2(3) . .
C12 C11 C10 121.7(4) . .
C12 C11 H11 119.2 . .
C10 C11 H11 119.2 . .
C11 C12 C13 119.6(4) . .
C11 C12 H12 120.2 . .
C13 C12 H12 120.2 . .
C14 C13 C12 120.3(4) . .
C14 C13 H13 119.8 . .
C12 C13 H13 119.8 . .
C13 C14 C15 119.7(4) . .
C13 C14 H14 120.1 . .
C15 C14 H14 120.1 . .
C14 C15 C10 120.8(4) . .
C14 C15 H15 119.6 . .
C10 C15 H15 119.6 . .
N1 C16 C17 114.9(3) . .
N1 C16 H16A 108.6 . .
C17 C16 H16A 108.6 . .
N1 C16 H16B 108.6 . .
C17 C16 H16B 108.6 . .
H16A C16 H16B 107.5 . .
C22 C17 C18 118.2(3) . .
C22 C17 C16 121.6(3) . .
C18 C17 C16 120.2(3) . .
C17 C18 C19 120.6(4) . .
C17 C18 H18 119.7 . .
C19 C18 H18 119.7 . .
C20 C19 C18 120.4(4) . .
C20 C19 H19 119.8 . .
C18 C19 H19 119.8 . .
C19 C20 C21 119.8(4) . .
C19 C20 H20 120.1 . .
C21 C20 H20 120.1 . .
C20 C21 C22 119.8(4) . .
C20 C21 H21 120.1 . .
C22 C21 H21 120.1 . .
C17 C22 C21 121.2(4) . .
C17 C22 H22 119.4 . .
C21 C22 H22 119.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni O2 1.846(2) .
Ni O1 1.848(2) .
Ni N1 1.874(3) .
Ni N2 1.875(3) .
O1 C6 1.277(4) .
O2 C4 1.285(4) .
N1 C2 1.326(4) .
N1 C16 1.467(4) .
N2 C3 1.323(4) .
N2 C9 1.466(4) .
C1 C2 1.395(4) .
C1 C3 1.399(4) 2_655
C1 H1 0.9500 .
C2 C3 1.497(4) .
C3 C1 1.399(4) 2_655
C4 C5 1.386(5) .
C4 C7 1.503(5) .
C5 C6 1.390(5) .
C5 H5 0.9500 .
C6 C8 1.500(5) .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 C10 1.510(5) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 C11 1.388(5) .
C10 C15 1.395(5) .
C11 C12 1.374(6) .
C11 H11 0.9500 .
C12 C13 1.379(6) .
C12 H12 0.9500 .
C13 C14 1.379(6) .
C13 H13 0.9500 .
C14 C15 1.385(6) .
C14 H14 0.9500 .
C15 H15 0.9500 .
C16 C17 1.512(5) .
C16 H16A 0.9900 .
C16 H16B 0.9900 .
C17 C22 1.380(5) .
C17 C18 1.390(5) .
C18 C19 1.395(5) .
C18 H18 0.9500 .
C19 C20 1.362(6) .
C19 H19 0.9500 .
C20 C21 1.385(5) .
C20 H20 0.9500 .
C21 C22 1.389(5) .
C21 H21 0.9500 .
C22 H22 0.9500 .
