#------------------------------------------------------------------------------
#$Date: 2016-03-22 11:40:12 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178910 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/39/4113979.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_4113979
loop_
_publ_author_name
'Diran Herebian'
'Eberhard Bothe'
'Frank Neese'
'Thomas Weyhermüller'
'Karl Wieghardt'
_publ_section_title
;
 Molecular and Electronic Structures of
 Bis-(o-diiminobenzosemiquinonato)metal(II) Complexes (Ni, Pd, Pt), Their
 Monocations and -Anions, and of Dimeric Dications Containing Weak
 Metal-Metal Bonds
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              9116
_journal_page_last               9128
_journal_paper_doi               10.1021/ja030123u
_journal_volume                  125
_journal_year                    2003
_chemical_formula_sum            'C24 H20 N4 Ni'
_chemical_formula_weight         423.15
_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
_cell_angle_alpha                74.30(1)
_cell_angle_beta                 75.88(1)
_cell_angle_gamma                62.74(1)
_cell_formula_units_Z            2
_cell_length_a                   9.6222(6)
_cell_length_b                   10.2880(6)
_cell_length_c                   11.5222(8)
_cell_measurement_reflns_used    11780
_cell_measurement_temperature    100(2)
_cell_volume                     966.46(14)
_computing_cell_refinement       'DENZO, Nonius Collect Software'
_computing_data_collection       'DENZO, Nonius Collect Software'
_computing_data_reduction        'DENZO, Nonius Collect Software'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       'Nonius Kappa-CCD, rotating anode'
_diffrn_measurement_method       '397 images at 1 deg. in ω and 30 sec.'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating Mo-anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_sigmaI/netI    0.0778
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11780
_diffrn_reflns_theta_max         33.31
_diffrn_reflns_theta_min         4.72
_exptl_absorpt_coefficient_mu    1.022
_exptl_absorpt_correction_T_max  0.9301
_exptl_absorpt_correction_T_min  0.7949
_exptl_absorpt_correction_type   'gaussian, face-indexed'
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_diffrn    1.454
_exptl_crystal_description       'opaque parallelepiped'
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.524
_refine_diff_density_min         -0.541
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.024
_refine_ls_goodness_of_fit_obs   1.079
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         7316
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.081
_refine_ls_restrained_S_obs      1.079
_refine_ls_R_factor_all          0.0623
_refine_ls_R_factor_obs          0.0401
_refine_ls_shift/esd_max         -0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0000P)²+0.3198P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0987
_refine_ls_wR_factor_obs         0.0858
_reflns_number_observed          5626
_reflns_number_total             7342
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ja030123u_2.cif
_cod_data_source_block           4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+0.3198P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+0.3198P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        966.47(11)
_cod_database_code               4113979
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
Ni1 Ni 0.5000 0.5000 0.0000 0.01252(7) Uani 1 d S
N1 N 0.3622(2) 0.69526(14) -0.03059(11) 0.0161(3) Uani 1 d D
H1A H 0.3421(22) 0.7501(19) -0.0998(13) 0.019 Uiso 1 d D
N2 N 0.44267(15) 0.52484(13) 0.16161(11) 0.0127(2) Uani 1 d .
C1 C 0.2862(2) 0.7609(2) 0.06636(13) 0.0137(3) Uani 1 d .
C2 C 0.3320(2) 0.6624(2) 0.17880(13) 0.0128(3) Uani 1 d .
C3 C 0.2664(2) 0.7162(2) 0.28936(13) 0.0146(3) Uani 1 d .
H3 H 0.2982(2) 0.6533(2) 0.36428(13) 0.018 Uiso 1 calc R
C4 C 0.1555(2) 0.8612(2) 0.28679(13) 0.0158(3) Uani 1 d .
H4 H 0.1098(2) 0.8974(2) 0.36106(13) 0.019 Uiso 1 calc R
C5 C 0.1082(2) 0.9576(2) 0.17617(14) 0.0156(3) Uani 1 d .
H5 H 0.0302(2) 1.0566(2) 0.17743(14) 0.019 Uiso 1 calc R
C6 C 0.1735(2) 0.9098(2) 0.06704(14) 0.0152(3) Uani 1 d .
H6 H 0.1434(2) 0.9759(2) -0.00715(14) 0.018 Uiso 1 calc R
C7 C 0.4977(2) 0.4139(2) 0.26550(13) 0.0128(3) Uani 1 d .
C8 C 0.3948(2) 0.3617(2) 0.35050(13) 0.0157(3) Uani 1 d .
H8 H 0.2880(2) 0.3989(2) 0.33851(13) 0.019 Uiso 1 calc R
C9 C 0.4488(2) 0.2557(2) 0.45208(14) 0.0182(3) Uani 1 d .
H9 H 0.3787(2) 0.2207(2) 0.50979(14) 0.022 Uiso 1 calc R
C10 C 0.6052(2) 0.2002(2) 0.47030(14) 0.0184(3) Uani 1 d .
H10 H 0.6412(2) 0.1288(2) 0.54093(14) 0.022 Uiso 1 calc R
C11 C 0.7083(2) 0.2494(2) 0.38494(14) 0.0194(3) Uani 1 d .
H11 H 0.8156(2) 0.2104(2) 0.39641(14) 0.023 Uiso 1 calc R
C12 C 0.6549(2) 0.3558(2) 0.28248(14) 0.0159(3) Uani 1 d .
H12 H 0.7260(2) 0.3889(2) 0.22399(14) 0.019 Uiso 1 calc R
NI2 Ni 0.0000 0.5000 0.0000 0.01135(7) Uani 1 d S
N3 N 0.11003(15) 0.32206(13) 0.09218(11) 0.0139(2) Uani 1 d D
H3A H 0.1767(20) 0.2454(17) 0.0627(15) 0.017 Uiso 1 d D
N4 N -0.08613(14) 0.56137(13) 0.14962(11) 0.0121(2) Uani 1 d .
C13 C 0.0866(2) 0.3169(2) 0.21269(13) 0.0122(3) Uani 1 d .
C14 C -0.0271(2) 0.4556(2) 0.24680(13) 0.0118(3) Uani 1 d .
C15 C -0.0708(2) 0.4661(2) 0.37136(13) 0.0143(3) Uani 1 d .
H15 H -0.1483(2) 0.5565(2) 0.39553(13) 0.017 Uiso 1 calc R
C16 C -0.0002(2) 0.3445(2) 0.45710(13) 0.0150(3) Uani 1 d .
H16 H -0.0287(2) 0.3520(2) 0.54076(13) 0.018 Uiso 1 calc R
C17 C 0.1141(2) 0.2079(2) 0.42353(14) 0.0152(3) Uani 1 d .
H17 H 0.1617(2) 0.1255(2) 0.48461(14) 0.018 Uiso 1 calc R
C18 C 0.1568(2) 0.1939(2) 0.30332(13) 0.0144(3) Uani 1 d .
H18 H 0.2331(2) 0.1019(2) 0.28120(13) 0.017 Uiso 1 calc R
C19 C -0.1980(2) 0.7061(2) 0.17045(12) 0.0121(3) Uani 1 d .
C20 C -0.3489(2) 0.7643(2) 0.13943(13) 0.0151(3) Uani 1 d .
H20 H -0.3770(2) 0.7081(2) 0.10383(13) 0.018 Uiso 1 calc R
C21 C -0.4589(2) 0.9055(2) 0.16073(14) 0.0184(3) Uani 1 d .
H21 H -0.5615(2) 0.9458(2) 0.13860(14) 0.022 Uiso 1 calc R
C22 C -0.4191(2) 0.9873(2) 0.21399(14) 0.0192(3) Uani 1 d .
H22 H -0.4948(2) 1.0826(2) 0.22978(14) 0.023 Uiso 1 calc R
C23 C -0.2681(2) 0.9294(2) 0.24423(13) 0.0162(3) Uani 1 d .
H23 H -0.2406(2) 0.9854(2) 0.28064(13) 0.019 Uiso 1 calc R
C24 C -0.1570(2) 0.7901(2) 0.22150(13) 0.0142(3) Uani 1 d .
H24 H -0.0532(2) 0.7519(2) 0.24069(13) 0.017 Uiso 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'
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
N1 Ni1 N1 180.0 . 2_665
N1 Ni1 N2 96.07(6) . 2_665
N1 Ni1 N2 83.93(6) 2_665 2_665
N1 Ni1 N2 83.93(6) . .
N1 Ni1 N2 96.07(6) 2_665 .
N2 Ni1 N2 179.998(1) 2_665 .
C1 N1 Ni1 116.59(10) . .
C2 N2 C7 118.73(12) . .
C2 N2 Ni1 114.59(10) . .
C7 N2 Ni1 126.61(9) . .
N1 C1 C6 127.52(13) . .
N1 C1 C2 112.51(13) . .
C6 C1 C2 119.97(13) . .
N2 C2 C3 128.12(13) . .
N2 C2 C1 112.33(12) . .
C3 C2 C1 119.51(13) . .
C4 C3 C2 118.95(13) . .
C3 C4 C5 121.55(14) . .
C6 C5 C4 120.77(14) . .
C5 C6 C1 119.20(13) . .
C12 C7 C8 119.53(13) . .
C12 C7 N2 120.08(13) . .
C8 C7 N2 120.39(13) . .
C9 C8 C7 119.91(14) . .
C8 C9 C10 120.48(14) . .
C11 C10 C9 119.73(14) . .
C10 C11 C12 120.14(15) . .
C11 C12 C7 120.18(14) . .
N3 NI2 N3 180.0 2_565 .
N3 NI2 N4 83.97(5) 2_565 2_565
N3 NI2 N4 96.03(5) . 2_565
N3 NI2 N4 96.03(5) 2_565 .
N3 NI2 N4 83.97(5) . .
N4 NI2 N4 180.0 2_565 .
C13 N3 NI2 116.55(10) . .
C14 N4 C19 118.33(11) . .
C14 N4 NI2 114.43(9) . .
C19 N4 NI2 127.15(9) . .
N3 C13 C18 127.71(13) . .
N3 C13 C14 112.48(13) . .
C18 C13 C14 119.79(13) . .
N4 C14 C15 128.05(13) . .
N4 C14 C13 112.51(12) . .
C15 C14 C13 119.34(13) . .
C16 C15 C14 119.37(13) . .
C15 C16 C17 121.41(13) . .
C18 C17 C16 120.44(14) . .
C17 C18 C13 119.62(13) . .
C20 C19 C24 119.74(13) . .
C20 C19 N4 119.85(13) . .
C24 C19 N4 120.40(13) . .
C19 C20 C21 119.86(14) . .
C22 C21 C20 120.29(15) . .
C21 C22 C23 119.78(14) . .
C24 C23 C22 120.32(14) . .
C23 C24 C19 119.97(14) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 N1 1.8228(13) .
Ni1 N1 1.8228(13) 2_665
Ni1 N2 1.8613(12) 2_665
Ni1 N2 1.8613(12) .
N1 C1 1.340(2) .
N2 C2 1.358(2) .
N2 C7 1.426(2) .
C1 C6 1.416(2) .
C1 C2 1.435(2) .
C2 C3 1.413(2) .
C3 C4 1.378(2) .
C4 C5 1.414(2) .
C5 C6 1.373(2) .
C7 C12 1.392(2) .
C7 C8 1.399(2) .
C8 C9 1.384(2) .
C9 C10 1.391(2) .
C10 C11 1.387(2) .
C11 C12 1.392(2) .
NI2 N3 1.8224(13) 2_565
NI2 N3 1.8224(13) .
NI2 N4 1.8628(12) 2_565
NI2 N4 1.8628(12) .
N3 C13 1.342(2) .
N4 C14 1.358(2) .
N4 C19 1.426(2) .
C13 C18 1.413(2) .
C13 C14 1.432(2) .
C14 C15 1.413(2) .
C15 C16 1.372(2) .
C16 C17 1.416(2) .
C17 C18 1.373(2) .
C19 C20 1.391(2) .
C19 C24 1.396(2) .
C20 C21 1.396(2) .
C21 C22 1.385(2) .
C22 C23 1.389(2) .
C23 C24 1.389(2) .
