#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/77/2217748.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2217748
loop_
_publ_author_name
'Gong, Xing-Xuan'
'Xia, Rong'
'Xu, Hai-Jun'
_publ_section_title
;
 Bis[2-(3-cyanophenyliminomethyl)phenolato]nickel(II)
;
_journal_coeditor_code           DN2310
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m494
_journal_paper_doi               10.1107/S1600536808004765
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          '[Ni (C14 H9 N2 O1)2]'
_chemical_formula_moiety         'C28 H18 N4 Ni O2'
_chemical_formula_sum            'C28 H18 N4 Ni O2'
_chemical_formula_weight         501.17
_chemical_name_systematic
;
Bis[2-(3-cyanophenyliminomethyl)phenolato]nickel(II)
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 104.01(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.0294(18)
_cell_length_b                   8.0856(16)
_cell_length_c                   15.644(3)
_cell_measurement_reflns_used    10336
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.4
_cell_measurement_theta_min      3.09
_cell_volume                     1108.2(4)
_computing_cell_refinement       'CrystalClear (Rigaku, 2005)'
_computing_data_collection       'CrystalClear (Rigaku, 2005)'
_computing_data_reduction        'CrystalClear (Rigaku, 2005)'
_computing_molecular_graphics
'ORTEPIII (Burnett & Johnson, 1996) and ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 13.6612
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Rigaku Mercury2'
_diffrn_measurement_method       ω
_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  0.0345
_diffrn_reflns_av_sigmaI/netI    0.0273
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            11052
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.10
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.911
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.852
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrystalClear; Rigaku, 2005)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.502
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             516
_exptl_crystal_size_max          0.2500
_exptl_crystal_size_mid          0.1800
_exptl_crystal_size_min          0.1800
_refine_diff_density_max         0.317
_refine_diff_density_min         -0.352
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     160
_refine_ls_number_reflns         2540
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.101
_refine_ls_R_factor_all          0.0395
_refine_ls_R_factor_gt           0.0338
_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)+(0.0403P)²+0.5389P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0870
_refine_ls_wR_factor_ref         0.0899
_reflns_number_gt                2246
_reflns_number_total             2540
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            dn2310.cif
_cod_data_source_block           I
_cod_original_cell_volume        1108.1(4)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2217748
_cod_database_fobs_code          2217748
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
Ni Ni1 0.5000 0.5000 0.5000 0.02514(11) Uani d S 1
O O1 0.66446(15) 0.36034(17) 0.52053(9) 0.0349(3) Uani d . 1
N N1 0.41172(16) 0.38940(18) 0.58415(10) 0.0266(3) Uani d . 1
C C9 0.3215(2) 0.6210(2) 0.65595(12) 0.0302(4) Uani d . 1
H H9 0.4159 0.6714 0.6613 0.036 Uiso calc R 1
C C14 0.2380(2) 0.8635(3) 0.72431(15) 0.0401(5) Uani d . 1
C C1 0.5678(2) 0.1429(2) 0.59534(12) 0.0283(4) Uani d . 1
C C10 0.2087(2) 0.6997(2) 0.68770(12) 0.0318(4) Uani d . 1
C C8 0.2929(2) 0.4678(2) 0.61652(12) 0.0274(4) Uani d . 1
C C11 0.0679(2) 0.6238(3) 0.68133(14) 0.0395(5) Uani d . 1
H H11 -0.0069 0.6759 0.7034 0.047 Uiso calc R 1
C C3 0.7949(2) 0.1080(3) 0.54150(14) 0.0383(5) Uani d . 1
H H3 0.8663 0.1492 0.5130 0.046 Uiso calc R 1
C C2 0.6729(2) 0.2098(2) 0.55130(11) 0.0286(4) Uani d . 1
C C13 0.1528(2) 0.3938(3) 0.60894(15) 0.0404(5) Uani d . 1
H H13 0.1329 0.2914 0.5815 0.048 Uiso calc R 1
C C7 0.4475(2) 0.2409(2) 0.61321(12) 0.0297(4) Uani d . 1
H H7 0.3897 0.1942 0.6488 0.036 Uiso calc R 1
C C5 0.7059(3) -0.1167(3) 0.61697(15) 0.0432(5) Uani d . 1
H H5 0.7169 -0.2245 0.6382 0.052 Uiso calc R 1
N N2 0.2618(3) 0.9944(2) 0.75059(17) 0.0570(6) Uani d . 1
C C12 0.0409(2) 0.4716(3) 0.64212(17) 0.0461(6) Uani d . 1
H H12 -0.0527 0.4199 0.6377 0.055 Uiso calc R 1
C C4 0.8094(3) -0.0502(3) 0.57343(15) 0.0430(5) Uani d . 1
H H4 0.8904 -0.1149 0.5658 0.052 Uiso calc R 1
C C6 0.5875(3) -0.0197(2) 0.62794(14) 0.0366(4) Uani d . 1
H H6 0.5184 -0.0625 0.6577 0.044 Uiso calc R 1
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
O1 Ni1 O1 3_666 . 180.0000(10)
O1 Ni1 N1 3_666 3_666 92.65(6)
O1 Ni1 N1 . 3_666 87.35(6)
O1 Ni1 N1 3_666 . 87.35(6)
O1 Ni1 N1 . . 92.65(6)
N1 Ni1 N1 3_666 . 180.0000(10)
C2 O1 Ni1 . . 127.78(12)
C7 N1 C8 . . 115.34(15)
C7 N1 Ni1 . . 124.25(13)
C8 N1 Ni1 . . 120.35(12)
C8 C9 C10 . . 119.75(18)
C8 C9 H9 . . 120.1
C10 C9 H9 . . 120.1
N2 C14 C10 . . 177.8(2)
C6 C1 C2 . . 119.71(18)
C6 C1 C7 . . 118.93(18)
C2 C1 C7 . . 121.21(16)
C9 C10 C11 . . 120.51(18)
C9 C10 C14 . . 118.81(18)
C11 C10 C14 . . 120.64(18)
C13 C8 C9 . . 119.78(17)
C13 C8 N1 . . 121.69(17)
C9 C8 N1 . . 118.53(16)
C12 C11 C10 . . 119.20(19)
C12 C11 H11 . . 120.4
C10 C11 H11 . . 120.4
C4 C3 C2 . . 120.89(19)
C4 C3 H3 . . 119.6
C2 C3 H3 . . 119.6
O1 C2 C1 . . 123.56(17)
O1 C2 C3 . . 118.75(17)
C1 C2 C3 . . 117.68(17)
C8 C13 C12 . . 120.4(2)
C8 C13 H13 . . 119.8
C12 C13 H13 . . 119.8
N1 C7 C1 . . 125.63(17)
N1 C7 H7 . . 117.2
C1 C7 H7 . . 117.2
C6 C5 C4 . . 118.5(2)
C6 C5 H5 . . 120.7
C4 C5 H5 . . 120.7
C11 C12 C13 . . 120.4(2)
C11 C12 H12 . . 119.8
C13 C12 H12 . . 119.8
C3 C4 C5 . . 121.6(2)
C3 C4 H4 . . 119.2
C5 C4 H4 . . 119.2
C5 C6 C1 . . 121.6(2)
C5 C6 H6 . . 119.2
C1 C6 H6 . . 119.2
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Ni1 O1 3_666 1.8310(14)
Ni1 O1 . 1.8310(14)
Ni1 N1 3_666 1.9174(15)
Ni1 N1 . 1.9174(15)
O1 C2 . 1.304(2)
N1 C7 . 1.297(2)
N1 C8 . 1.440(2)
C9 C8 . 1.380(3)
C9 C10 . 1.391(3)
C9 H9 . 0.9300
C14 N2 . 1.137(3)
C14 C10 . 1.442(3)
C1 C6 . 1.406(2)
C1 C2 . 1.409(3)
C1 C7 . 1.426(3)
C10 C11 . 1.393(3)
C8 C13 . 1.378(3)
C11 C12 . 1.371(3)
C11 H11 . 0.9300
C3 C4 . 1.368(3)
C3 C2 . 1.413(3)
C3 H3 . 0.9300
C13 C12 . 1.393(3)
C13 H13 . 0.9300
C7 H7 . 0.9300
C5 C6 . 1.370(3)
C5 C4 . 1.390(3)
C5 H5 . 0.9300
C12 H12 . 0.9300
C4 H4 . 0.9300
C6 H6 . 0.9300
