#------------------------------------------------------------------------------
#$Date: 2016-03-21 08:07:11 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178595 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/06/4070642.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_4070642
loop_
_publ_author_name
'Huang, Yuan-Biao'
'Tang, Guang-Rong'
'Jin, Gui-Ying'
'Jin, Guo-Xin'
_publ_section_title
;
 Binuclear Nickel and Copper Complexes with Bridging
 2,5-Diamino-1,4-benzoquinonediimines: Synthesis, Structures, and
 Catalytic Olefin Polymerization
;
_journal_issue                   2
_journal_name_full               Organometallics
_journal_page_first              259
_journal_paper_doi               10.1021/om700901x
_journal_volume                  27
_journal_year                    2008
_chemical_formula_sum            'C48 H52 N4 Ni2 O4'
_chemical_formula_weight         866.36
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_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                114.862(4)
_cell_angle_beta                 99.241(5)
_cell_angle_gamma                90.263(5)
_cell_formula_units_Z            1
_cell_length_a                   7.651(2)
_cell_length_b                   11.783(3)
_cell_length_c                   13.848(4)
_cell_measurement_reflns_used    980
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      19.827
_cell_measurement_theta_min      2.706
_cell_volume                     1114.4(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_av_sigmaI/netI    0.0928
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            4720
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.65
_diffrn_standards_decay_%        7.04
_exptl_absorpt_coefficient_mu    0.891
_exptl_absorpt_correction_T_max  0.9162
_exptl_absorpt_correction_T_min  0.8779
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             456
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.703
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         3870
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.992
_refine_ls_R_factor_all          0.1081
_refine_ls_R_factor_gt           0.0663
_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)+(0.0752P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1446
_refine_ls_wR_factor_ref         0.1627
_reflns_number_gt                2451
_reflns_number_total             3870
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om700901x-file003.cif
_cod_data_source_block           f70620a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1114.4(6)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4070642
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
_atom_site_refinement_flags
Ni1 Ni 0.64349(9) 0.77595(5) 0.73729(5) 0.0486(3) Uani 1 1 d .
N1 N 0.6342(5) 0.9480(3) 0.8161(3) 0.0430(10) Uani 1 1 d .
N2 N 0.5384(5) 0.7656(3) 0.8475(3) 0.0432(10) Uani 1 1 d .
O1 O 0.7434(5) 0.8063(3) 0.6379(3) 0.0611(10) Uani 1 1 d .
O2 O 0.6505(4) 0.6043(3) 0.6686(3) 0.0556(9) Uani 1 1 d .
C1 C 0.5728(6) 0.9842(4) 0.9081(4) 0.0411(11) Uani 1 1 d .
C2 C 0.5145(6) 0.8740(4) 0.9263(4) 0.0394(11) Uani 1 1 d .
C3 C 0.4447(6) 0.8952(4) 1.0178(4) 0.0437(12) Uani 1 1 d .
H3 H 0.4090 0.8273 1.0297 0.052 Uiso 1 1 calc R
C4 C 0.6910(7) 1.0394(4) 0.7822(4) 0.0476(13) Uani 1 1 d .
C5 C 0.8676(8) 1.0878(5) 0.8158(5) 0.0611(15) Uani 1 1 d .
C6 C 0.9191(9) 1.1697(6) 0.7766(6) 0.086(2) Uani 1 1 d .
H6 H 1.0357 1.2050 0.7978 0.103 Uiso 1 1 calc R
C7 C 0.8033(12) 1.2004(6) 0.7076(7) 0.101(3) Uani 1 1 d .
H7 H 0.8427 1.2556 0.6820 0.121 Uiso 1 1 calc R
C8 C 0.6308(10) 1.1519(7) 0.6752(6) 0.092(2) Uani 1 1 d .
H8 H 0.5534 1.1742 0.6282 0.111 Uiso 1 1 calc R
C9 C 0.5717(8) 1.0698(5) 0.7123(5) 0.0648(15) Uani 1 1 d .
C10 C 0.9923(8) 1.0504(7) 0.8874(6) 0.096(2) Uani 1 1 d .
H10A H 1.1119 1.0671 0.8811 0.144 Uiso 1 1 calc R
H10B H 0.9700 0.9623 0.8671 0.144 Uiso 1 1 calc R
H10C H 0.9766 1.0972 0.9609 0.144 Uiso 1 1 calc R
C11 C 0.3839(9) 1.0106(7) 0.6735(6) 0.105(2) Uani 1 1 d .
H11A H 0.3854 0.9211 0.6366 0.158 Uiso 1 1 calc R
H11B H 0.3214 1.0417 0.6249 0.158 Uiso 1 1 calc R
H11C H 0.3251 1.0311 0.7344 0.158 Uiso 1 1 calc R
C12 C 0.4697(7) 0.6495(4) 0.8447(4) 0.0486(13) Uani 1 1 d .
C13 C 0.2885(8) 0.6146(5) 0.8061(5) 0.0641(16) Uani 1 1 d .
C14 C 0.2264(10) 0.5009(6) 0.8002(6) 0.089(2) Uani 1 1 d .
H14 H 0.1063 0.4744 0.7760 0.107 Uiso 1 1 calc R
C15 C 0.3403(13) 0.4271(6) 0.8299(6) 0.101(3) Uani 1 1 d .
H15 H 0.2961 0.3509 0.8250 0.121 Uiso 1 1 calc R
C16 C 0.5161(11) 0.4628(5) 0.8662(5) 0.083(2) Uani 1 1 d .
H16 H 0.5906 0.4108 0.8856 0.099 Uiso 1 1 calc R
C17 C 0.5857(8) 0.5761(4) 0.8748(4) 0.0594(15) Uani 1 1 d .
C18 C 0.1674(8) 0.6955(6) 0.7739(6) 0.095(2) Uani 1 1 d .
H18A H 0.1255 0.7549 0.8363 0.143 Uiso 1 1 calc R
H18B H 0.0682 0.6444 0.7210 0.143 Uiso 1 1 calc R
H18C H 0.2302 0.7396 0.7436 0.143 Uiso 1 1 calc R
C19 C 0.7780(9) 0.6148(6) 0.9161(6) 0.089(2) Uani 1 1 d .
H19A H 0.8300 0.6284 0.8628 0.133 Uiso 1 1 calc R
H19B H 0.8355 0.5500 0.9307 0.133 Uiso 1 1 calc R
H19C H 0.7930 0.6910 0.9815 0.133 Uiso 1 1 calc R
C20 C 0.8638(9) 0.7821(6) 0.4880(5) 0.0829(19) Uani 1 1 d .
H20A H 0.7944 0.8490 0.4860 0.124 Uiso 1 1 calc R
H20B H 0.8601 0.7190 0.4157 0.124 Uiso 1 1 calc R
H20C H 0.9846 0.8145 0.5207 0.124 Uiso 1 1 calc R
C21 C 0.7897(6) 0.7258(5) 0.5528(4) 0.0523(13) Uani 1 1 d .
C22 C 0.7781(7) 0.5976(5) 0.5220(4) 0.0583(14) Uani 1 1 d .
H22 H 0.8170 0.5454 0.4588 0.070 Uiso 1 1 calc R
C23 C 0.7105(6) 0.5441(5) 0.5817(4) 0.0509(13) Uani 1 1 d .
C24 C 0.7039(8) 0.4062(5) 0.5469(5) 0.0732(17) Uani 1 1 d .
H24A H 0.8077 0.3858 0.5835 0.110 Uiso 1 1 calc R
H24B H 0.7000 0.3646 0.4701 0.110 Uiso 1 1 calc R
H24C H 0.5996 0.3793 0.5644 0.110 Uiso 1 1 calc R
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'
O O 0.0106 0.0060 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1 Ni1 O2 94.49(15) . .
O1 Ni1 N1 89.64(15) . .
O2 Ni1 N1 175.66(16) . .
O1 Ni1 N2 173.12(15) . .
O2 Ni1 N2 92.38(15) . .
N1 Ni1 N2 83.50(16) . .
C1 N1 C4 120.3(4) . .
C1 N1 Ni1 116.6(3) . .
C4 N1 Ni1 123.1(3) . .
C2 N2 C12 119.8(4) . .
C2 N2 Ni1 115.8(3) . .
C12 N2 Ni1 124.1(3) . .
C21 O1 Ni1 127.2(3) . .
C23 O2 Ni1 126.1(3) . .
N1 C1 C3 128.4(4) . 2_677
N1 C1 C2 111.7(4) . .
C3 C1 C2 120.0(4) 2_677 .
N2 C2 C3 128.5(4) . .
N2 C2 C1 112.3(4) . .
C3 C2 C1 119.2(4) . .
C2 C3 C1 120.9(4) . 2_677
C9 C4 C5 122.7(5) . .
C9 C4 N1 118.8(5) . .
C5 C4 N1 118.3(5) . .
C6 C5 C4 116.5(6) . .
C6 C5 C10 122.2(6) . .
C4 C5 C10 121.4(5) . .
C7 C6 C5 121.5(7) . .
C6 C7 C8 121.3(6) . .
C7 C8 C9 119.7(7) . .
C8 C9 C4 118.3(6) . .
C8 C9 C11 120.5(6) . .
C4 C9 C11 121.1(5) . .
C17 C12 C13 123.3(5) . .
C17 C12 N2 119.1(5) . .
C13 C12 N2 117.5(5) . .
C14 C13 C12 116.7(6) . .
C14 C13 C18 121.4(6) . .
C12 C13 C18 121.9(5) . .
C15 C14 C13 120.6(7) . .
C16 C15 C14 121.5(6) . .
C15 C16 C17 120.5(7) . .
C12 C17 C16 117.4(6) . .
C12 C17 C19 122.6(5) . .
C16 C17 C19 120.0(6) . .
O1 C21 C22 124.5(5) . .
O1 C21 C20 113.6(5) . .
C22 C21 C20 121.8(5) . .
C21 C22 C23 122.5(5) . .
O2 C23 C22 125.2(5) . .
O2 C23 C24 114.1(5) . .
C22 C23 C24 120.7(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 O1 1.832(3) .
Ni1 O2 1.843(3) .
Ni1 N1 1.863(4) .
Ni1 N2 1.881(4) .
N1 C1 1.328(6) .
N1 C4 1.434(6) .
N2 C2 1.323(5) .
N2 C12 1.447(6) .
O1 C21 1.269(5) .
O2 C23 1.275(6) .
C1 C3 1.383(6) 2_677
C1 C2 1.501(6) .
C2 C3 1.380(6) .
C3 C1 1.383(6) 2_677
C4 C9 1.381(7) .
C4 C5 1.391(7) .
C5 C6 1.375(8) .
C5 C10 1.468(8) .
C6 C7 1.361(10) .
C7 C8 1.363(9) .
C8 C9 1.376(8) .
C9 C11 1.506(8) .
C12 C17 1.378(7) .
C12 C13 1.396(7) .
C13 C14 1.385(8) .
C13 C18 1.482(9) .
C14 C15 1.370(10) .
C15 C16 1.356(9) .
C16 C17 1.386(7) .
C17 C19 1.485(8) .
C20 C21 1.492(7) .
C21 C22 1.385(7) .
C22 C23 1.386(7) .
C23 C24 1.485(7) .
