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#$Date: 2025-08-21 03:19:08 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/12/4501295.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_4501295
loop_
_publ_author_name
'Hara, Satomi'
'Houjou, Hirohiko'
'Yoshikawa, Isao'
'Araki, Koji'
_publ_section_title
;
 Relation between Crystal Packing and Optical Anisotropy for Schiff
 Base-Nickel Complexes that Form Various Ladder-like Hydrogen-Bonding
 Networks
;
_journal_issue                   11
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              5113
_journal_paper_doi               10.1021/cg201013v
_journal_volume                  11
_journal_year                    2011
_chemical_formula_moiety         'C40 H52 N2 Ni O4'
_chemical_formula_sum            'C40 H52 N2 Ni O4'
_chemical_formula_weight         683.55
_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                 117.004(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   14.479(1)
_cell_length_b                   7.486(1)
_cell_length_c                   18.681(1)
_cell_measurement_reflns_used    17498
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      73.26
_cell_measurement_theta_min      3.43
_cell_volume                     1804.1(3)
_computing_cell_refinement       Scalepack
_computing_data_collection       'MacScience Xpress'
_computing_data_reduction        'Denzo and Scalepack'
_computing_molecular_graphics    maXus
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device_type  'MacScience DIPLabo'
_diffrn_measurement_method       IP
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.056
_diffrn_reflns_av_sigmaI/netI    0.0353
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            17498
_diffrn_reflns_theta_full        67.49
_diffrn_reflns_theta_max         73.26
_diffrn_reflns_theta_min         3.43
_diffrn_standards_decay_%        NONE
_diffrn_standards_interval_count NONE
_diffrn_standards_interval_time  NONE
_diffrn_standards_number         NONE
_exptl_absorpt_coefficient_mu    1.103
_exptl_absorpt_correction_T_max  0.9368
_exptl_absorpt_correction_T_min  0.7429
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'abscor (MacScience Co. Ltd., 2000)'
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             732
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.445
_refine_diff_density_min         -0.564
_refine_diff_density_rms         0.088
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     216
_refine_ls_number_reflns         3480
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.091
_refine_ls_R_factor_all          0.1090
_refine_ls_R_factor_gt           0.0888
_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)+(0.0774P)²+4.5867P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2071
_refine_ls_wR_factor_ref         0.2237
_reflns_number_gt                2773
_reflns_number_total             3480
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg201013v_si_001.cif
_cod_data_source_block           non_ni
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               4501295
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_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 0.5000 0.5000 0.5000 0.0446(3) Uani 1 2 d S
O1 O 0.3710(2) 0.4061(5) 0.47403(15) 0.0508(8) Uani 1 1 d .
C1 C 0.3384(3) 0.3699(6) 0.5284(2) 0.0433(10) Uani 1 1 d .
C2 C 0.2301(3) 0.3548(6) 0.5013(2) 0.0460(10) Uani 1 1 d .
H1 H 0.1851 0.3704 0.4471 0.055 Uiso 1 1 calc R
C3 C 0.1910(3) 0.3178(7) 0.5534(2) 0.0488(11) Uani 1 1 d .
H2 H 0.1196 0.3085 0.5340 0.059 Uiso 1 1 calc R
C4 C 0.2568(3) 0.2928(6) 0.6372(2) 0.0420(9) Uani 1 1 d .
C5 C 0.2154(3) 0.2570(6) 0.6911(2) 0.0469(10) Uani 1 1 d .
H3 H 0.1440 0.2496 0.6720 0.056 Uiso 1 1 calc R
C6 C 0.2793(3) 0.2332(7) 0.7705(2) 0.0474(10) Uani 1 1 d .
O2 O 0.2360(2) 0.1950(6) 0.82054(18) 0.0622(10) Uani 1 1 d .
H4 H 0.2820 0.1730 0.8657 0.093 Uiso 1 1 calc R
C7 C 0.3861(3) 0.2475(7) 0.7994(2) 0.0525(12) Uani 1 1 d .
H5 H 0.4295 0.2329 0.8540 0.063 Uiso 1 1 calc R
C8 C 0.4279(3) 0.2828(7) 0.7487(2) 0.0494(11) Uani 1 1 d .
H6 H 0.4994 0.2931 0.7693 0.059 Uiso 1 1 calc R
C9 C 0.3645(3) 0.3041(6) 0.6652(2) 0.0429(9) Uani 1 1 d .
C10 C 0.4061(3) 0.3376(6) 0.6088(2) 0.0411(9) Uani 1 1 d .
C11 C 0.5126(3) 0.3014(7) 0.6312(3) 0.0494(11) Uani 1 1 d .
H7 H 0.5507 0.2423 0.6796 0.059 Uiso 1 1 calc R
N1 N 0.5607(3) 0.3442(5) 0.5895(2) 0.0477(9) Uani 1 1 d .
C12 C 0.6616(3) 0.2560(8) 0.6144(3) 0.0570(13) Uani 1 1 d .
H8 H 0.6894 0.2205 0.6702 0.068 Uiso 1 1 calc R
H9 H 0.7096 0.3403 0.6099 0.068 Uiso 1 1 calc R
C13 C 0.6531(5) 0.0937(9) 0.5639(4) 0.0811(17) Uani 1 1 d .
H10 H 0.7115 0.0158 0.5944 0.097 Uiso 1 1 calc R
H11 H 0.5906 0.0293 0.5547 0.097 Uiso 1 1 calc R
C14 C 0.6505(4) 0.1299(8) 0.4837(4) 0.0716(15) Uani 1 1 d .
H12 H 0.6080 0.2345 0.4599 0.086 Uiso 1 1 calc R
H13 H 0.6183 0.0294 0.4483 0.086 Uiso 1 1 calc R
C15 C 0.7572(4) 0.1605(8) 0.4898(4) 0.0690(15) Uani 1 1 d .
H14 H 0.7999 0.0566 0.5144 0.083 Uiso 1 1 calc R
H15 H 0.7889 0.2620 0.5247 0.083 Uiso 1 1 calc R
C16 C 0.7560(4) 0.1947(9) 0.4091(4) 0.0732(15) Uani 1 1 d .
H16 H 0.7197 0.0973 0.3730 0.088 Uiso 1 1 calc R
H17 H 0.7173 0.3034 0.3863 0.088 Uiso 1 1 calc R
C17 C 0.8621(4) 0.2123(10) 0.4138(4) 0.0770(16) Uani 1 1 d .
H18 H 0.9011 0.1039 0.4367 0.092 Uiso 1 1 calc R
H19 H 0.8983 0.3106 0.4493 0.092 Uiso 1 1 calc R
C18 C 0.8574(4) 0.2449(10) 0.3318(4) 0.0778(17) Uani 1 1 d .
H20 H 0.8246 0.1427 0.2978 0.093 Uiso 1 1 calc R
H21 H 0.8137 0.3481 0.3077 0.093 Uiso 1 1 calc R
C19 C 0.9592(5) 0.2754(14) 0.3327(4) 0.112(3) Uani 1 1 d .
H22 H 1.0034 0.1731 0.3573 0.134 Uiso 1 1 calc R
H23 H 0.9917 0.3791 0.3657 0.134 Uiso 1 1 calc R
C20 C 0.9514(6) 0.3047(18) 0.2490(5) 0.146(4) Uani 1 1 d .
H24 H 0.9277 0.1970 0.2181 0.219 Uiso 1 1 calc R
H25 H 1.0184 0.3359 0.2540 0.219 Uiso 1 1 calc R
H26 H 0.9034 0.3997 0.2225 0.219 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 0.0181 0.0091 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 '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 O1 180.0 3_666 .
O1 Ni1 N1 90.32(14) 3_666 3_666
O1 Ni1 N1 89.68(14) . 3_666
O1 Ni1 N1 89.68(14) 3_666 .
O1 Ni1 N1 90.32(14) . .
N1 Ni1 N1 180.00(17) 3_666 .
C1 O1 Ni1 123.1(3) . .
O1 C1 C10 122.7(4) . .
O1 C1 C2 117.6(3) . .
C10 C1 C2 119.6(4) . .
C3 C2 C1 120.9(4) . .
C3 C2 H1 119.5 . .
C1 C2 H1 119.5 . .
C2 C3 C4 121.7(4) . .
C2 C3 H2 119.2 . .
C4 C3 H2 119.2 . .
C9 C4 C5 120.4(4) . .
C9 C4 C3 118.4(4) . .
C5 C4 C3 121.2(4) . .
C6 C5 C4 120.3(4) . .
C6 C5 H3 119.9 . .
C4 C5 H3 119.9 . .
C5 C6 O2 118.5(4) . .
C5 C6 C7 120.0(4) . .
O2 C6 C7 121.5(4) . .
C6 O2 H4 109.5 . .
C8 C7 C6 120.7(4) . .
C8 C7 H5 119.6 . .
C6 C7 H5 119.6 . .
C7 C8 C9 121.2(4) . .
C7 C8 H6 119.4 . .
C9 C8 H6 119.4 . .
C4 C9 C8 117.3(4) . .
C4 C9 C10 119.8(3) . .
C8 C9 C10 122.9(4) . .
C1 C10 C11 119.1(4) . .
C1 C10 C9 119.5(4) . .
C11 C10 C9 120.2(4) . .
N1 C11 C10 125.4(4) . .
N1 C11 H7 117.3 . .
C10 C11 H7 117.3 . .
C11 N1 C12 115.2(4) . .
C11 N1 Ni1 121.4(3) . .
C12 N1 Ni1 123.3(3) . .
N1 C12 C13 112.1(4) . .
N1 C12 H8 109.2 . .
C13 C12 H8 109.2 . .
N1 C12 H9 109.2 . .
C13 C12 H9 109.2 . .
H8 C12 H9 107.9 . .
C14 C13 C12 115.8(5) . .
C14 C13 H10 108.3 . .
C12 C13 H10 108.3 . .
C14 C13 H11 108.3 . .
C12 C13 H11 108.3 . .
H10 C13 H11 107.4 . .
C13 C14 C15 112.9(5) . .
C13 C14 H12 109.0 . .
C15 C14 H12 109.0 . .
C13 C14 H13 109.0 . .
C15 C14 H13 109.0 . .
H12 C14 H13 107.8 . .
C14 C15 C16 113.5(5) . .
C14 C15 H14 108.9 . .
C16 C15 H14 108.9 . .
C14 C15 H15 108.9 . .
C16 C15 H15 108.9 . .
H14 C15 H15 107.7 . .
C17 C16 C15 113.8(5) . .
C17 C16 H16 108.8 . .
C15 C16 H16 108.8 . .
C17 C16 H17 108.8 . .
C15 C16 H17 108.8 . .
H16 C16 H17 107.7 . .
C16 C17 C18 112.2(5) . .
C16 C17 H18 109.2 . .
C18 C17 H18 109.2 . .
C16 C17 H19 109.2 . .
C18 C17 H19 109.2 . .
H18 C17 H19 107.9 . .
C19 C18 C17 115.1(5) . .
C19 C18 H20 108.5 . .
C17 C18 H20 108.5 . .
C19 C18 H21 108.5 . .
C17 C18 H21 108.5 . .
H20 C18 H21 107.5 . .
C18 C19 C20 113.5(6) . .
C18 C19 H22 108.9 . .
C20 C19 H22 108.9 . .
C18 C19 H23 108.9 . .
C20 C19 H23 108.9 . .
H22 C19 H23 107.7 . .
C19 C20 H24 109.5 . .
C19 C20 H25 109.5 . .
H24 C20 H25 109.5 . .
C19 C20 H26 109.5 . .
H24 C20 H26 109.5 . .
H25 C20 H26 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 O1 1.842(3) 3_666
Ni1 O1 1.842(3) .
Ni1 N1 1.896(4) 3_666
Ni1 N1 1.896(4) .
O1 C1 1.329(5) .
C1 C10 1.391(5) .
C1 C2 1.417(6) .
C2 C3 1.357(5) .
C2 H1 0.9300 .
C3 C4 1.429(5) .
C3 H2 0.9300 .
C4 C9 1.403(6) .
C4 C5 1.411(5) .
C5 C6 1.357(6) .
C5 H3 0.9300 .
C6 O2 1.372(5) .
C6 C7 1.392(6) .
O2 H4 0.8200 .
C7 C8 1.361(6) .
C7 H5 0.9300 .
C8 C9 1.415(5) .
C8 H6 0.9300 .
C9 C10 1.453(5) .
C10 C11 1.430(6) .
C11 N1 1.297(5) .
C11 H7 0.9300 .
N1 C12 1.474(5) .
C12 C13 1.509(8) .
C12 H8 0.9700 .
C12 H9 0.9700 .
C13 C14 1.505(8) .
C13 H10 0.9700 .
C13 H11 0.9700 .
C14 C15 1.515(7) .
C14 H12 0.9700 .
C14 H13 0.9700 .
C15 C16 1.520(8) .
C15 H14 0.9700 .
C15 H15 0.9700 .
C16 C17 1.504(7) .
C16 H16 0.9700 .
C16 H17 0.9700 .
C17 C18 1.522(8) .
C17 H18 0.9700 .
C17 H19 0.9700 .
C18 C19 1.483(8) .
C18 H20 0.9700 .
C18 H21 0.9700 .
C19 C20 1.531(10) .
C19 H22 0.9700 .
C19 H23 0.9700 .
C20 H24 0.9600 .
C20 H25 0.9600 .
C20 H26 0.9600 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
N1 Ni1 O1 C1 -137.8(4) 3_666
N1 Ni1 O1 C1 42.2(4) .
Ni1 O1 C1 C10 -23.7(6) .
Ni1 O1 C1 C2 159.8(3) .
O1 C1 C2 C3 179.9(4) .
C10 C1 C2 C3 3.3(7) .
C1 C2 C3 C4 0.1(7) .
C2 C3 C4 C9 -1.2(7) .
C2 C3 C4 C5 179.1(5) .
C9 C4 C5 C6 0.1(7) .
C3 C4 C5 C6 179.8(5) .
C4 C5 C6 O2 -178.7(4) .
C4 C5 C6 C7 1.3(7) .
C5 C6 C7 C8 -1.0(8) .
O2 C6 C7 C8 179.0(5) .
C6 C7 C8 C9 -0.7(8) .
C5 C4 C9 C8 -1.6(7) .
C3 C4 C9 C8 178.6(4) .
C5 C4 C9 C10 178.8(4) .
C3 C4 C9 C10 -1.0(7) .
C7 C8 C9 C4 1.9(7) .
C7 C8 C9 C10 -178.5(5) .
O1 C1 C10 C11 -14.7(7) .
C2 C1 C10 C11 161.8(4) .
O1 C1 C10 C9 178.2(4) .
C2 C1 C10 C9 -5.3(7) .
C4 C9 C10 C1 4.2(7) .
C8 C9 C10 C1 -175.4(5) .
C4 C9 C10 C11 -162.8(4) .
C8 C9 C10 C11 17.7(7) .
C1 C10 C11 N1 21.0(7) .
C9 C10 C11 N1 -172.0(5) .
C10 C11 N1 C12 -165.8(5) .
C10 C11 N1 Ni1 11.1(7) .
O1 Ni1 N1 C11 144.5(4) 3_666
O1 Ni1 N1 C11 -35.5(4) .
O1 Ni1 N1 C12 -38.9(4) 3_666
O1 Ni1 N1 C12 141.1(4) .
C11 N1 C12 C13 97.0(5) .
Ni1 N1 C12 C13 -79.9(5) .
N1 C12 C13 C14 81.0(6) .
C12 C13 C14 C15 81.1(6) .
C13 C14 C15 C16 179.2(5) .
C14 C15 C16 C17 -175.9(5) .
C15 C16 C17 C18 179.6(5) .
C16 C17 C18 C19 176.2(7) .
C17 C18 C19 C20 179.1(8) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139144659
