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#$Date: 2021-12-03 11:54:48 +0200 (Fri, 03 Dec 2021) $
#$Revision: 271005 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/54/1565499.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_1565499
loop_
_publ_author_name
'Sarkar, Prasenjit'
'Ghorai, Samir'
'Chandra Paul, Ganesh'
'Khannam, Mahmuda'
'Barman, Surajit'
'Mukherjee, Chandan'
_publ_section_title
;
 Synthesis, characterization and study on the dissimilar reactivity of a
 Ni(II)-bis(iminosemiquinone) complex core to ligand-appended hemilabile
 --CH2OH and --CH2NH2 units
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              119340
_journal_paper_doi               10.1016/j.ica.2019.119340
_journal_volume                  502
_journal_year                    2020
_chemical_compound_source        synthesis
_chemical_formula_moiety         'C28 H31 N3 Ni O'
_chemical_formula_sum            'C28 H31 N3 Ni O'
_chemical_formula_weight         484.27
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 96.065(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   25.810(2)
_cell_length_b                   6.9366(6)
_cell_length_c                   28.778(3)
_cell_measurement_reflns_used    10086
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      3.04
_cell_volume                     5123.4(8)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0565
_diffrn_reflns_av_sigmaI/netI    0.0898
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            9287
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.04
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.781
_exptl_absorpt_correction_T_max  0.869
_exptl_absorpt_correction_T_min  0.814
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.256
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2048
_exptl_crystal_recrystallization_method 'dichloromethane, acetonitrile'
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.302
_refine_diff_density_min         -0.440
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     304
_refine_ls_number_reflns         4511
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0994
_refine_ls_R_factor_gt           0.0557
_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)+(0.0489P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1166
_refine_ls_wR_factor_ref         0.1439
_reflns_number_gt                2804
_reflns_number_total             4511
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            SG_388_1.cif
_cod_data_source_block           sg_388_1
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               1565499
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.293699(17) 0.87451(8) 0.273508(17) 0.0515(2) Uani 1 1 d . . .
O1 O 0.36180(9) 0.9057(4) 0.30048(10) 0.0608(8) Uani 1 1 d . . .
N2 N 0.22488(12) 0.8586(4) 0.24540(11) 0.0506(8) Uani 1 1 d . . .
N1 N 0.27789(12) 0.8178(4) 0.33386(11) 0.0523(8) Uani 1 1 d . . .
N3 N 0.32101(13) 0.8993(5) 0.21765(12) 0.0644(10) Uani 1 1 d . . .
H3 H 0.3523 0.9439 0.2199 0.077 Uiso 1 1 calc R . .
C21 C 0.46571(16) 0.9371(9) 0.35346(17) 0.0834(16) Uani 1 1 d . . .
C2 C 0.36823(15) 0.8538(6) 0.34486(14) 0.0535(11) Uani 1 1 d . . .
C13 C 0.18085(14) 0.8828(5) 0.27137(15) 0.0537(11) Uani 1 1 d . . .
C22 C 0.51299(17) 0.9323(10) 0.3899(2) 0.140(3) Uani 1 1 d . . .
H22A H 0.5059 1.0064 0.4166 0.210 Uiso 1 1 calc R . .
H22B H 0.5425 0.9861 0.3768 0.210 Uiso 1 1 calc R . .
H22C H 0.5204 0.8014 0.3991 0.210 Uiso 1 1 calc R . .
C1 C 0.32374(15) 0.7947(6) 0.36507(14) 0.0557(11) Uani 1 1 d . . .
C7 C 0.23169(14) 0.8028(6) 0.34772(14) 0.0556(11) Uani 1 1 d . . .
H7 H 0.2293 0.7604 0.3781 0.067 Uiso 1 1 calc R . .
C8 C 0.18474(14) 0.8469(6) 0.31960(15) 0.0545(11) Uani 1 1 d . . .
C20 C 0.30096(17) 0.8604(6) 0.17431(16) 0.0596(11) Uani 1 1 d . . .
C3 C 0.41646(15) 0.8568(6) 0.37304(15) 0.0629(12) Uani 1 1 d . . .
C15 C 0.24721(16) 0.8110(6) 0.16537(15) 0.0578(11) Uani 1 1 d . . .
C5 C 0.37261(18) 0.7229(7) 0.43849(16) 0.0772(14) Uani 1 1 d . . .
C25 C 0.3777(2) 0.6453(11) 0.48872(19) 0.110(2) Uani 1 1 d . . .
C9 C 0.13951(15) 0.8587(6) 0.34289(16) 0.0690(13) Uani 1 1 d . . .
H9 H 0.1419 0.8288 0.3745 0.083 Uiso 1 1 calc R . .
C11 C 0.08963(16) 0.9595(7) 0.2741(2) 0.0838(15) Uani 1 1 d . . .
H11 H 0.0581 1.0000 0.2586 0.101 Uiso 1 1 calc R . .
C23 C 0.47826(18) 0.8130(10) 0.31244(19) 0.125(2) Uani 1 1 d . . .
H23A H 0.5082 0.8645 0.2996 0.188 Uiso 1 1 calc R . .
H23B H 0.4490 0.8126 0.2889 0.188 Uiso 1 1 calc R . .
H23C H 0.4855 0.6835 0.3230 0.188 Uiso 1 1 calc R . .
C10 C 0.09265(17) 0.9118(7) 0.3209(2) 0.0843(16) Uani 1 1 d . . .
H10 H 0.0632 0.9162 0.3370 0.101 Uiso 1 1 calc R . .
C6 C 0.32594(16) 0.7280(6) 0.41086(15) 0.0677(12) Uani 1 1 d . . .
H6 H 0.2957 0.6867 0.4227 0.081 Uiso 1 1 calc R . .
C14 C 0.21333(15) 0.8166(6) 0.20061(15) 0.0577(11) Uani 1 1 d . . .
H14 H 0.1786 0.7873 0.1913 0.069 Uiso 1 1 calc R . .
C4 C 0.41696(16) 0.7910(7) 0.41809(16) 0.0765(14) Uani 1 1 d . . .
H4 H 0.4487 0.7910 0.4367 0.092 Uiso 1 1 calc R . .
C12 C 0.13336(16) 0.9474(6) 0.24992(17) 0.0697(13) Uani 1 1 d . . .
H12 H 0.1307 0.9834 0.2186 0.084 Uiso 1 1 calc R . .
C16 C 0.22719(19) 0.7591(7) 0.11915(17) 0.0782(14) Uani 1 1 d . . .
H16 H 0.1923 0.7252 0.1130 0.094 Uiso 1 1 calc R . .
C17 C 0.2580(2) 0.7579(7) 0.08375(18) 0.0909(16) Uani 1 1 d . . .
H17 H 0.2445 0.7204 0.0539 0.109 Uiso 1 1 calc R . .
C19 C 0.33182(19) 0.8629(6) 0.13611(17) 0.0751(14) Uani 1 1 d . . .
H19 H 0.3667 0.8982 0.1410 0.090 Uiso 1 1 calc R . .
C18 C 0.3102(2) 0.8134(7) 0.09240(18) 0.0884(16) Uani 1 1 d . . .
H18 H 0.3308 0.8166 0.0677 0.106 Uiso 1 1 calc R . .
C24 C 0.4559(2) 1.1467(9) 0.3385(2) 0.134(3) Uani 1 1 d . . .
H24A H 0.4497 1.2227 0.3653 0.200 Uiso 1 1 calc R . .
H24B H 0.4259 1.1530 0.3157 0.200 Uiso 1 1 calc R . .
H24C H 0.4858 1.1960 0.3252 0.200 Uiso 1 1 calc R . .
C28 C 0.3254(2) 0.6221(11) 0.5079(2) 0.165(3) Uani 1 1 d . . .
H28A H 0.3308 0.5780 0.5397 0.248 Uiso 1 1 calc R . .
H28B H 0.3046 0.5297 0.4894 0.248 Uiso 1 1 calc R . .
H28C H 0.3076 0.7439 0.5068 0.248 Uiso 1 1 calc R . .
C27 C 0.4121(3) 0.7696(14) 0.5209(2) 0.244(6) Uani 1 1 d . . .
H27A H 0.4460 0.7760 0.5103 0.366 Uiso 1 1 calc R . .
H27B H 0.4148 0.7162 0.5518 0.366 Uiso 1 1 calc R . .
H27C H 0.3975 0.8969 0.5213 0.366 Uiso 1 1 calc R . .
C26 C 0.4026(3) 0.4483(14) 0.4880(3) 0.229(5) Uani 1 1 d . . .
H26A H 0.4360 0.4591 0.4765 0.344 Uiso 1 1 calc R . .
H26B H 0.3807 0.3643 0.4680 0.344 Uiso 1 1 calc R . .
H26C H 0.4068 0.3963 0.5191 0.344 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
N3 Ni1 O1 85.46(13) . .
N3 Ni1 N1 168.20(14) . .
O1 Ni1 N1 85.76(12) . .
N3 Ni1 N2 93.54(14) . .
O1 Ni1 N2 176.61(13) . .
N1 Ni1 N2 95.67(13) . .
C2 O1 Ni1 112.9(2) . .
C14 N2 C13 115.1(3) . .
C14 N2 Ni1 122.6(3) . .
C13 N2 Ni1 122.3(3) . .
C7 N1 C1 121.8(3) . .
C7 N1 Ni1 126.8(3) . .
C1 N1 Ni1 111.3(2) . .
C20 N3 Ni1 131.2(3) . .
C22 C21 C23 107.5(4) . .
C22 C21 C24 108.2(5) . .
C23 C21 C24 111.2(5) . .
C22 C21 C3 111.8(4) . .
C23 C21 C3 109.2(4) . .
C24 C21 C3 109.0(4) . .
O1 C2 C1 117.1(4) . .
O1 C2 C3 124.4(3) . .
C1 C2 C3 118.5(4) . .
C12 C13 C8 117.7(4) . .
C12 C13 N2 121.2(4) . .
C8 C13 N2 121.1(4) . .
C6 C1 C2 122.4(4) . .
C6 C1 N1 125.8(4) . .
C2 C1 N1 111.7(4) . .
N1 C7 C8 124.3(4) . .
C13 C8 C9 119.0(4) . .
C13 C8 C7 124.8(3) . .
C9 C8 C7 116.2(4) . .
N3 C20 C19 121.9(4) . .
N3 C20 C15 119.6(4) . .
C19 C20 C15 118.5(4) . .
C4 C3 C2 117.2(4) . .
C4 C3 C21 122.5(4) . .
C2 C3 C21 120.3(4) . .
C14 C15 C16 119.3(4) . .
C14 C15 C20 122.0(4) . .
C16 C15 C20 118.7(4) . .
C6 C5 C4 116.6(4) . .
C6 C5 C25 122.5(4) . .
C4 C5 C25 120.9(4) . .
C27 C25 C26 107.9(7) . .
C27 C25 C28 109.2(6) . .
C26 C25 C28 107.7(6) . .
C27 C25 C5 111.6(6) . .
C26 C25 C5 107.4(5) . .
C28 C25 C5 112.8(5) . .
C10 C9 C8 122.5(5) . .
C10 C11 C12 120.6(5) . .
C9 C10 C11 118.4(4) . .
C5 C6 C1 120.2(4) . .
N2 C14 C15 127.9(4) . .
C3 C4 C5 124.9(4) . .
C13 C12 C11 121.6(5) . .
C17 C16 C15 121.3(5) . .
C16 C17 C18 119.7(5) . .
C18 C19 C20 120.1(5) . .
C19 C18 C17 121.7(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 N3 1.830(3) .
Ni1 O1 1.858(2) .
Ni1 N1 1.867(3) .
Ni1 N2 1.876(3) .
O1 C2 1.321(4) .
N2 C14 1.324(5) .
N2 C13 1.434(5) .
N1 C7 1.301(4) .
N1 C1 1.417(5) .
N3 C20 1.327(5) .
C21 C22 1.523(6) .
C21 C23 1.523(7) .
C21 C24 1.530(7) .
C21 C3 1.548(6) .
C2 C1 1.402(5) .
C2 C3 1.412(5) .
C13 C12 1.387(5) .
C13 C8 1.403(6) .
C1 C6 1.392(6) .
C7 C8 1.418(5) .
C8 C9 1.408(5) .
C20 C19 1.424(6) .
C20 C15 1.426(5) .
C3 C4 1.373(6) .
C15 C14 1.408(5) .
C15 C16 1.422(6) .
C5 C6 1.372(5) .
C5 C4 1.421(6) .
C5 C25 1.535(7) .
C25 C27 1.488(8) .
C25 C26 1.511(9) .
C25 C28 1.520(7) .
C9 C10 1.355(6) .
C11 C10 1.382(7) .
C11 C12 1.389(6) .
C16 C17 1.357(6) .
C17 C18 1.398(6) .
C19 C18 1.365(6) .
