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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/4/50/12/4501296.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_4501296
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         'C42 H56 N2 Ni O4'
_chemical_formula_sum            'C42 H56 N2 Ni O4'
_chemical_formula_weight         711.60
_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-97
_cell_angle_alpha                103.7300(10)
_cell_angle_beta                 93.568(2)
_cell_angle_gamma                108.922(2)
_cell_formula_units_Z            1
_cell_length_a                   9.377(1)
_cell_length_b                   9.594(1)
_cell_length_c                   11.204(1)
_cell_measurement_reflns_used    8534
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      73.04
_cell_measurement_theta_min      4.11
_cell_volume                     915.54(16)
_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 0.955
_diffrn_measured_fraction_theta_max 0.931
_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  0.038
_diffrn_reflns_av_sigmaI/netI    0.0243
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8534
_diffrn_reflns_theta_full        70.00
_diffrn_reflns_theta_max         73.04
_diffrn_reflns_theta_min         4.11
_diffrn_standards_decay_%        NONE
_diffrn_standards_interval_count NONE
_diffrn_standards_interval_time  NONE
_diffrn_standards_number         NONE
_exptl_absorpt_coefficient_mu    1.107
_exptl_absorpt_correction_T_max  0.8326
_exptl_absorpt_correction_T_min  0.6813
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'abscor (MacScience Co. Ltd., 2000)'
_exptl_crystal_colour            'dark brown'
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             382
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.240
_refine_diff_density_min         -0.725
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     225
_refine_ls_number_reflns         3412
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0543
_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)+(0.0817P)²+0.7508P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1510
_refine_ls_wR_factor_ref         0.1526
_reflns_number_gt                3309
_reflns_number_total             3412
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg201013v_si_001.cif
_cod_data_source_block           ni_dec
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4501296
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_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 0.0347(2) Uani 1 2 d S
O1 O 0.4468(2) 0.47722(19) 0.33344(15) 0.0419(4) Uani 1 1 d .
C1 C 0.4337(3) 0.5923(2) 0.2928(2) 0.0332(5) Uani 1 1 d .
C2 C 0.4630(3) 0.5939(3) 0.1706(2) 0.0393(5) Uani 1 1 d .
H1 H 0.4870 0.5140 0.1217 0.047 Uiso 1 1 calc R
C3 C 0.4566(3) 0.7104(3) 0.1237(2) 0.0405(5) Uani 1 1 d .
H2 H 0.4768 0.7091 0.0433 0.049 Uiso 1 1 calc R
C4 C 0.4197(3) 0.8346(2) 0.1953(2) 0.0325(5) Uani 1 1 d .
C5 C 0.4187(3) 0.9575(3) 0.1473(2) 0.0385(5) Uani 1 1 d .
H3 H 0.4411 0.9565 0.0675 0.046 Uiso 1 1 calc R
C6 C 0.3856(3) 1.0779(3) 0.2160(2) 0.0366(5) Uani 1 1 d .
O2 O 0.3879(2) 1.1943(2) 0.16437(17) 0.0486(5) Uani 1 1 d .
H4 H 0.3908 1.2695 0.2191 0.073 Uiso 1 1 calc R
C7 C 0.3492(3) 1.0774(3) 0.3350(2) 0.0373(5) Uani 1 1 d .
H5 H 0.3242 1.1578 0.3815 0.045 Uiso 1 1 calc R
C8 C 0.3501(3) 0.9593(3) 0.3840(2) 0.0343(5) Uani 1 1 d .
H6 H 0.3272 0.9622 0.4640 0.041 Uiso 1 1 calc R
C9 C 0.3851(2) 0.8334(2) 0.3156(2) 0.0300(4) Uani 1 1 d .
C10 C 0.3894(2) 0.7077(2) 0.3641(2) 0.0314(5) Uani 1 1 d .
C11 C 0.3321(3) 0.6891(2) 0.4767(2) 0.0334(5) Uani 1 1 d .
H7 H 0.2716 0.7454 0.5071 0.040 Uiso 1 1 calc R
N1 N 0.3571(2) 0.6006(2) 0.53981(17) 0.0358(4) Uani 1 1 d .
C12 C 0.2664(3) 0.5752(3) 0.6406(2) 0.0385(5) Uani 1 1 d .
H8 H 0.2133 0.6477 0.6567 0.046 Uiso 1 1 calc R
H9 H 0.3336 0.5919 0.7160 0.046 Uiso 1 1 calc R
C13 C 0.1523(3) 0.4140(3) 0.6049(2) 0.0491(6) Uani 1 1 d .
H10 H 0.2070 0.3428 0.5939 0.059 Uiso 1 1 calc R
H11 H 0.0917 0.3958 0.5257 0.059 Uiso 1 1 calc R
C14 C 0.0452(3) 0.3807(3) 0.7000(3) 0.0491(6) Uani 1 1 d .
H12 H -0.0033 0.4572 0.7152 0.059 Uiso 1 1 calc R
H13 H -0.0345 0.2820 0.6635 0.059 Uiso 1 1 calc R
C15 C 0.1176(3) 0.3786(3) 0.8247(2) 0.0457(6) Uani 1 1 d .
H14 H 0.1888 0.3243 0.8108 0.055 Uiso 1 1 calc R
H15 H 0.1746 0.4829 0.8732 0.055 Uiso 1 1 calc R
C16 C -0.0010(3) 0.3019(3) 0.8976(3) 0.0469(6) Uani 1 1 d .
H16 H -0.0684 0.3601 0.9140 0.056 Uiso 1 1 calc R
H17 H -0.0619 0.2006 0.8456 0.056 Uiso 1 1 calc R
C17 C 0.0600(3) 0.2858(3) 1.0199(3) 0.0491(6) Uani 1 1 d .
H18 H 0.1081 0.3866 1.0777 0.059 Uiso 1 1 calc R
H19 H 0.1370 0.2386 1.0067 0.059 Uiso 1 1 calc R
C18 C -0.0662(3) 0.1888(4) 1.0765(3) 0.0520(7) Uani 1 1 d .
H20 H -0.1404 0.2393 1.0920 0.062 Uiso 1 1 calc R
H21 H -0.1176 0.0910 1.0156 0.062 Uiso 1 1 calc R
C19 C -0.0159(3) 0.1590(4) 1.1961(3) 0.0525(7) Uani 1 1 d .
H22 H 0.0249 0.2554 1.2604 0.063 Uiso 1 1 calc R
H23 H 0.0652 0.1175 1.1838 0.063 Uiso 1 1 calc R
C20 C -0.1446(4) 0.0486(3) 1.2396(3) 0.0556(7) Uani 1 1 d .
H24 H -0.2253 0.0908 1.2523 0.067 Uiso 1 1 calc R
H25 H -0.1860 -0.0472 1.1747 0.067 Uiso 1 1 calc R
C21 C -0.0963(5) 0.0163(4) 1.3584(3) 0.0685(9) Uani 1 1 d .
H26 H -0.0122 -0.0195 1.3484 0.103 Uiso 1 1 calc R
H27 H -0.1802 -0.0606 1.3767 0.103 Uiso 1 1 calc R
H28 H -0.0659 0.1085 1.4254 0.103 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'
N N 0.0311 0.0180 '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'
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 2_666 .
O1 Ni1 N1 90.09(8) 2_666 2_666
O1 Ni1 N1 89.91(8) . 2_666
O1 Ni1 N1 89.91(8) 2_666 .
O1 Ni1 N1 90.09(8) . .
N1 Ni1 N1 180.000(1) 2_666 .
C1 O1 Ni1 121.45(14) . .
O1 C1 C10 122.9(2) . .
O1 C1 C2 117.4(2) . .
C10 C1 C2 119.7(2) . .
C3 C2 C1 120.9(2) . .
C3 C2 H1 119.5 . .
C1 C2 H1 119.5 . .
C2 C3 C4 121.4(2) . .
C2 C3 H2 119.3 . .
C4 C3 H2 119.3 . .
C9 C4 C5 120.3(2) . .
C9 C4 C3 118.9(2) . .
C5 C4 C3 120.8(2) . .
C6 C5 C4 121.2(2) . .
C6 C5 H3 119.4 . .
C4 C5 H3 119.4 . .
C5 C6 O2 118.3(2) . .
C5 C6 C7 119.2(2) . .
O2 C6 C7 122.5(2) . .
C6 O2 H4 109.5 . .
C8 C7 C6 120.7(2) . .
C8 C7 H5 119.6 . .
C6 C7 H5 119.6 . .
C7 C8 C9 121.5(2) . .
C7 C8 H6 119.3 . .
C9 C8 H6 119.3 . .
C4 C9 C8 117.14(19) . .
C4 C9 C10 119.5(2) . .
C8 C9 C10 123.4(2) . .
C1 C10 C11 118.84(19) . .
C1 C10 C9 119.55(19) . .
C11 C10 C9 121.19(19) . .
N1 C11 C10 125.5(2) . .
N1 C11 H7 117.2 . .
C10 C11 H7 117.2 . .
C11 N1 C12 117.50(19) . .
C11 N1 Ni1 121.31(15) . .
C12 N1 Ni1 121.14(15) . .
N1 C12 C13 110.3(2) . .
N1 C12 H8 109.6 . .
C13 C12 H8 109.6 . .
N1 C12 H9 109.6 . .
C13 C12 H9 109.6 . .
H8 C12 H9 108.1 . .
C12 C13 C14 114.0(2) . .
C12 C13 H10 108.8 . .
C14 C13 H10 108.8 . .
C12 C13 H11 108.8 . .
C14 C13 H11 108.8 . .
H10 C13 H11 107.7 . .
C15 C14 C13 116.3(2) . .
C15 C14 H12 108.2 . .
C13 C14 H12 108.2 . .
C15 C14 H13 108.2 . .
C13 C14 H13 108.2 . .
H12 C14 H13 107.4 . .
C16 C15 C14 111.9(2) . .
C16 C15 H14 109.2 . .
C14 C15 H14 109.2 . .
C16 C15 H15 109.2 . .
C14 C15 H15 109.2 . .
H14 C15 H15 107.9 . .
C17 C16 C15 116.1(2) . .
C17 C16 H16 108.3 . .
C15 C16 H16 108.3 . .
C17 C16 H17 108.3 . .
C15 C16 H17 108.3 . .
H16 C16 H17 107.4 . .
C16 C17 C18 111.7(2) . .
C16 C17 H18 109.3 . .
C18 C17 H18 109.3 . .
C16 C17 H19 109.3 . .
C18 C17 H19 109.3 . .
H18 C17 H19 107.9 . .
C19 C18 C17 115.9(2) . .
C19 C18 H20 108.3 . .
C17 C18 H20 108.3 . .
C19 C18 H21 108.3 . .
C17 C18 H21 108.3 . .
H20 C18 H21 107.4 . .
C18 C19 C20 112.9(3) . .
C18 C19 H22 109.0 . .
C20 C19 H22 109.0 . .
C18 C19 H23 109.0 . .
C20 C19 H23 109.0 . .
H22 C19 H23 107.8 . .
C21 C20 C19 113.7(3) . .
C21 C20 H24 108.8 . .
C19 C20 H24 108.8 . .
C21 C20 H25 108.8 . .
C19 C20 H25 108.8 . .
H24 C20 H25 107.7 . .
C20 C21 H26 109.5 . .
C20 C21 H27 109.5 . .
H26 C21 H27 109.5 . .
C20 C21 H28 109.5 . .
H26 C21 H28 109.5 . .
H27 C21 H28 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 1.8436(16) 2_666
Ni1 O1 1.8436(16) .
Ni1 N1 1.9062(19) 2_666
Ni1 N1 1.9062(19) .
O1 C1 1.327(3) .
C1 C10 1.398(3) .
C1 C2 1.416(3) .
C2 C3 1.359(3) .
C2 H1 0.9300 .
C3 C4 1.425(3) .
C3 H2 0.9300 .
C4 C9 1.408(3) .
C4 C5 1.409(3) .
C5 C6 1.365(3) .
C5 H3 0.9300 .
C6 O2 1.369(3) .
C6 C7 1.398(3) .
O2 H4 0.8200 .
C7 C8 1.373(3) .
C7 H5 0.9300 .
C8 C9 1.416(3) .
C8 H6 0.9300 .
C9 C10 1.445(3) .
C10 C11 1.429(3) .
C11 N1 1.292(3) .
C11 H7 0.9300 .
N1 C12 1.474(3) .
C12 C13 1.509(3) .
C12 H8 0.9700 .
C12 H9 0.9700 .
C13 C14 1.527(3) .
C13 H10 0.9700 .
C13 H11 0.9700 .
C14 C15 1.522(4) .
C14 H12 0.9700 .
C14 H13 0.9700 .
C15 C16 1.521(3) .
C15 H14 0.9700 .
C15 H15 0.9700 .
C16 C17 1.513(4) .
C16 H16 0.9700 .
C16 H17 0.9700 .
C17 C18 1.525(4) .
C17 H18 0.9700 .
C17 H19 0.9700 .
C18 C19 1.514(4) .
C18 H20 0.9700 .
C18 H21 0.9700 .
C19 C20 1.518(4) .
C19 H22 0.9700 .
C19 H23 0.9700 .
C20 C21 1.511(4) .
C20 H24 0.9700 .
C20 H25 0.9700 .
C21 H26 0.9600 .
C21 H27 0.9600 .
C21 H28 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 -134.02(18) 2_666
N1 Ni1 O1 C1 45.98(18) .
Ni1 O1 C1 C10 -30.2(3) .
Ni1 O1 C1 C2 151.35(18) .
O1 C1 C2 C3 -177.9(2) .
C10 C1 C2 C3 3.5(4) .
C1 C2 C3 C4 -0.3(4) .
C2 C3 C4 C9 -1.8(4) .
C2 C3 C4 C5 177.7(2) .
C9 C4 C5 C6 0.4(4) .
C3 C4 C5 C6 -179.0(2) .
C4 C5 C6 O2 179.5(2) .
C4 C5 C6 C7 -1.2(4) .
C5 C6 C7 C8 1.5(4) .
O2 C6 C7 C8 -179.2(2) .
C6 C7 C8 C9 -1.1(4) .
C5 C4 C9 C8 0.1(3) .
C3 C4 C9 C8 179.5(2) .
C5 C4 C9 C10 -178.9(2) .
C3 C4 C9 C10 0.6(3) .
C7 C8 C9 C4 0.3(3) .
C7 C8 C9 C10 179.1(2) .
O1 C1 C10 C11 -10.5(3) .
C2 C1 C10 C11 168.0(2) .
O1 C1 C10 C9 176.9(2) .
C2 C1 C10 C9 -4.6(3) .
C4 C9 C10 C1 2.5(3) .
C8 C9 C10 C1 -176.3(2) .
C4 C9 C10 C11 -169.9(2) .
C8 C9 C10 C11 11.3(3) .
C1 C10 C11 N1 21.9(4) .
C9 C10 C11 N1 -165.7(2) .
C10 C11 N1 C12 -169.2(2) .
C10 C11 N1 Ni1 8.3(3) .
O1 Ni1 N1 C11 144.84(19) 2_666
O1 Ni1 N1 C11 -35.16(19) .
O1 Ni1 N1 C12 -37.71(18) 2_666
O1 Ni1 N1 C12 142.29(18) .
C11 N1 C12 C13 108.8(3) .
Ni1 N1 C12 C13 -68.8(3) .
N1 C12 C13 C14 -175.8(2) .
C12 C13 C14 C15 -67.8(3) .
C13 C14 C15 C16 -163.9(2) .
C14 C15 C16 C17 176.6(2) .
C15 C16 C17 C18 -172.3(2) .
C16 C17 C18 C19 177.1(3) .
C17 C18 C19 C20 -174.0(3) .
C18 C19 C20 C21 179.5(3) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139144660
