#------------------------------------------------------------------------------
#$Date: 2016-03-21 08:07:11 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178595 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/06/4070641.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_4070641
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_moiety         'C44 H48 N4 Ni2 O6'
_chemical_formula_sum            'C44 H48 N4 Ni2 O6'
_chemical_formula_weight         846.28
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 128.656(17)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   23.63(3)
_cell_length_b                   7.308(9)
_cell_length_c                   16.31(2)
_cell_measurement_reflns_used    305
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      17.675
_cell_measurement_theta_min      2.998
_cell_volume                     2199(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 0.986
_diffrn_measured_fraction_theta_max 0.986
_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  0.1778
_diffrn_reflns_av_sigmaI/netI    0.2407
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            3794
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.60
_diffrn_standards_decay_%        15.70
_exptl_absorpt_coefficient_mu    0.905
_exptl_absorpt_correction_T_max  0.9562
_exptl_absorpt_correction_T_min  0.9150
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.184
_refine_diff_density_min         -1.009
_refine_diff_density_rms         0.186
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.975
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     167
_refine_ls_number_reflns         2077
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      0.975
_refine_ls_R_factor_all          0.2626
_refine_ls_R_factor_gt           0.1341
_refine_ls_shift/su_max          0.172
_refine_ls_shift/su_mean         0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1902P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3082
_refine_ls_wR_factor_ref         0.3778
_reflns_number_gt                762
_reflns_number_total             2077
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om700901x-file002.cif
_cod_data_source_block           f70528c
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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        2200(5)
_cod_original_sg_symbol_H-M      C2/m
_cod_database_code               4070641
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Ni1 Ni 0.332722(4) 0.5000 0.707702(6) 0.06424(4) Uani 1 2 d S
N1 N 0.43536(2) 0.5000 0.79131(3) 0.0552(2) Uani 1 2 d S
N2 N 0.35492(2) 0.5000 0.84091(4) 0.0755(3) Uani 1 2 d S
O1 O 0.32082(2) 0.5000 0.58382(3) 0.0881(3) Uani 1 2 d S
O2 O 0.23327(2) 0.5000 0.64252(3) 0.0778(3) Uani 1 2 d S
C1 C 0.47136(3) 0.5000 0.89363(4) 0.0526(3) Uani 1 2 d S
C2 C 0.42584(3) 0.5000 0.92241(4) 0.0586(3) Uani 1 2 d S
C3 C 0.45633(3) 0.5000 1.02855(5) 0.0660(3) Uani 1 2 d S
H3 H 0.4257 0.5000 1.0461 0.079 Uiso 1 2 calc SR
C4 C 0.47412(3) 0.5000 0.74748(4) 0.0571(3) Uani 1 2 d S
C5 C 0.49423(2) 0.65409(11) 0.72878(4) 0.0929(3) Uani 1 1 d .
H5 H 0.4819 0.7657 0.7412 0.111 Uiso 1 1 calc R
C6 C 0.53299(3) 0.65266(12) 0.69144(4) 0.1063(3) Uani 1 1 d .
H6 H 0.5449 0.7636 0.6778 0.128 Uiso 1 1 calc R
C7 C 0.55363(4) 0.5000 0.67442(5) 0.0925(4) Uani 1 2 d S
C8 C 0.60016(3) 0.5000 0.64010(5) 0.1306(6) Uani 1 2 d S
H8A H 0.6307 0.3936 0.6677 0.196 Uiso 0.50 1 calc PR
H8B H 0.6297 0.6081 0.6660 0.196 Uiso 0.50 1 calc PR
H8C H 0.5696 0.4982 0.5648 0.196 Uiso 1 2 calc SR
C9 C 0.29591(3) 0.5000 0.85399(5) 0.0696(4) Uani 1 2 d S
C10 C 0.27163(2) 0.33807(10) 0.85941(3) 0.0794(3) Uani 1 1 d .
H10 H 0.2883 0.2279 0.8531 0.095 Uiso 1 1 calc R
C11 C 0.22184(3) 0.34394(11) 0.87450(4) 0.0934(3) Uani 1 1 d .
H11 H 0.2044 0.2339 0.8795 0.112 Uiso 1 1 calc R
C12 C 0.19605(4) 0.5000 0.88267(5) 0.0897(4) Uani 1 2 d S
C13 C 0.14441(4) 0.5000 0.90854(6) 0.1148(5) Uani 1 2 d S
H13A H 0.0995 0.5561 0.8521 0.172 Uiso 0.50 1 calc PR
H13B H 0.1656 0.5676 0.9721 0.172 Uiso 0.50 1 calc PR
H13C H 0.1356 0.3763 0.9177 0.172 Uiso 0.50 1 calc PR
C14 C 0.26779(4) 0.5000 0.40433(5) 0.0953(5) Uani 1 2 d S
H14A H 0.2828 0.6193 0.4001 0.143 Uiso 0.50 1 calc PR
H14B H 0.2225 0.4692 0.3379 0.143 Uiso 0.50 1 calc PR
H14C H 0.3038 0.4115 0.4217 0.143 Uiso 0.50 1 calc PR
C15 C 0.25853(4) 0.5000 0.49008(5) 0.0794(4) Uani 1 2 d S
C16 C 0.19135(3) 0.5000 0.46744(5) 0.0875(4) Uani 1 2 d S
H16 H 0.1503 0.5000 0.3972 0.105 Uiso 1 2 calc SR
C17 C 0.18161(4) 0.5000 0.54270(5) 0.0826(4) Uani 1 2 d S
C18 C 0.11025(4) 0.5000 0.51463(6) 0.1138(5) Uani 1 2 d S
H18A H 0.0781 0.4273 0.4527 0.171 Uiso 0.50 1 calc PR
H18B H 0.0924 0.6232 0.5013 0.171 Uiso 0.50 1 calc PR
H18C H 0.1129 0.4495 0.5713 0.171 Uiso 0.50 1 calc PR
O3 O 0.06268(2) 0.5000 0.11650(3) 0.0752(3) Uani 1 2 d SD
H3A H 0.06540(5) 0.5000 0.06910(5) 0.0000(12) Uiso 1 2 d SD
H3B H 0.01794(4) 0.5000 0.07932(16) 0.0000(12) Uiso 1 2 d SD
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 95.65(5) . .
O1 Ni1 N2 174.27(3) . .
O2 Ni1 N2 90.08(4) . .
O1 Ni1 N1 92.22(7) . .
O2 Ni1 N1 172.13(3) . .
N2 Ni1 N1 82.05(6) . .
C1 N1 C4 120.65(10) . .
C1 N1 Ni1 115.72(6) . .
C4 N1 Ni1 123.63(10) . .
C2 N2 C9 122.94(12) . .
C2 N2 Ni1 114.70(9) . .
C9 N2 Ni1 122.36(5) . .
C15 O1 Ni1 124.73(11) . .
C17 O2 Ni1 125.32(8) . .
N1 C1 C3 128.90(9) . 5_667
N1 C1 C2 113.36(10) . .
C3 C1 C2 117.74(13) 5_667 .
N2 C2 C3 125.89(10) . .
N2 C2 C1 114.17(13) . .
C3 C2 C1 119.94(9) . .
C1 C3 C2 122.32(10) 5_667 .
C5 C4 C5 115.75(12) 6_565 .
C5 C4 N1 122.09(6) 6_565 .
C5 C4 N1 122.09(6) . .
C4 C5 C6 121.69(9) . .
C7 C6 C5 122.36(9) . .
C6 C7 C6 116.11(13) . 6_565
C6 C7 C8 121.93(7) . .
C6 C7 C8 121.93(7) 6_565 .
C10 C9 C10 123.73(12) . 6_565
C10 C9 N2 118.13(6) . .
C10 C9 N2 118.13(6) 6_565 .
C9 C10 C11 116.29(8) . .
C12 C11 C10 123.38(9) . .
C11 C12 C11 116.90(13) 6_565 .
C11 C12 C13 121.47(7) 6_565 .
C11 C12 C13 121.47(7) . .
O1 C15 C16 125.40(12) . .
O1 C15 C14 111.59(13) . .
C16 C15 C14 123.01(6) . .
C17 C16 C15 124.13(7) . .
O2 C17 C16 124.77(13) . .
O2 C17 C18 113.43(11) . .
C16 C17 C18 121.80(7) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 O1 1.858(3) .
Ni1 O2 1.879(3) .
Ni1 N2 1.890(3) .
Ni1 N1 1.900(3) .
N1 C1 1.3174(19) .
N1 C4 1.4724(17) .
N2 C2 1.3389(15) .
N2 C9 1.537(2) .
O1 C15 1.3010(13) .
O2 C17 1.2877(16) .
C1 C3 1.3495(16) 5_667
C1 C2 1.4170(18) .
C2 C3 1.399(2) .
C3 C1 1.3495(16) 5_667
C4 C5 1.3298(15) 6_565
C4 C5 1.3298(15) .
C5 C6 1.3811(17) .
C6 C7 1.3148(16) .
C7 C6 1.3148(16) 6_565
C7 C8 1.514(2) .
C9 C10 1.3421(16) .
C9 C10 1.3421(16) 6_565
C10 C11 1.3449(18) .
C11 C12 1.3385(16) .
C12 C11 1.3385(16) 6_565
C12 C13 1.520(2) .
C14 C15 1.545(2) .
C15 C16 1.387(2) .
C16 C17 1.383(2) .
C17 C18 1.445(2) .
