#------------------------------------------------------------------------------
#$Date: 2025-08-21 00:01:10 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301838 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/08/4320847.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_4320847
loop_
_publ_author_name
'D. Cunningham'
'P. McArdle'
'M. Mitchell'
'N. Ní Chonchubhair'
'M. O'Gara'
'Federico Franceschi'
'Carlo Floriani'
_publ_section_title
;
 Adduct Formation between Alkali Metal Ions and Divalent Metal
 Salicylaldimine Complexes Having Methoxy Substituents. A Structural
 Investigation
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1639
_journal_page_last               1649
_journal_paper_doi               10.1021/ic990496p
_journal_volume                  39
_journal_year                    2000
_chemical_formula_sum            'C20 H23 N3 Na Ni O8'
_chemical_formula_weight         515.11
_chemical_name_common            Na(NO3)(MeOH).Ni(3-MeOsal1,3pn)
_chemical_name_systematic
;
 [Sodium nitrate / methanol (1/1)] / N.Ni'-bis(3-methoxysalicylidene)
 propane-1,3-diaminato nickel(II) (1/1)
;
_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                96.364(10)
_cell_angle_beta                 101.924(9)
_cell_angle_gamma                96.809(10)
_cell_formula_units_Z            2
_cell_length_a                   7.3554(6)
_cell_length_b                   11.2778(10)
_cell_length_c                   13.562(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18
_cell_measurement_theta_min      12
_cell_volume                     1082.3(2)
_computing_cell_refinement       'CELDIM in CAD4-PC-Software'
_computing_data_collection       'CAD4-PC-Software (Enraf-Nonius, 1992)'
_computing_data_reduction        'XCAD (McArdle & Higgins, 1995)'
_computing_molecular_graphics    'ORTEX (P.McArdle, 1995)'
_computing_publication_material  'SHELXL-97/2 (Sheldrick,1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.736
_diffrn_measured_fraction_theta_max 0.736
_diffrn_measurement_device_type  '4-circle diffractometer'
_diffrn_measurement_method       'scintillation counter'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0397
_diffrn_reflns_av_sigmaI/netI    0.0271
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6060
_diffrn_reflns_theta_full        31.95
_diffrn_reflns_theta_max         31.95
_diffrn_reflns_theta_min         2.23
_exptl_absorpt_coefficient_mu    0.970
_exptl_crystal_colour            Ruby
_exptl_crystal_density_diffrn    1.581
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Parallelepiped
_exptl_crystal_F_000             534
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_refine_diff_density_max         2.656
_refine_diff_density_min         -2.442
_refine_diff_density_rms         0.291
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.360
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     296
_refine_ls_number_reflns         5495
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.360
_refine_ls_R_factor_all          0.1108
_refine_ls_R_factor_gt           0.1023
_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)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2831
_refine_ls_wR_factor_ref         0.2962
_reflns_number_gt                4589
_reflns_number_total             5495
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic990496p_2.cif
_cod_data_source_block           Na(NO3)(MeOH).NiL4
_cod_database_code               4320847
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.03230(6) 0.01406(4) 0.27840(3) 0.0322(2) Uani 1 1 d . . .
Na1 Na 0.0268(3) -0.29407(16) 0.27582(14) 0.0451(4) Uani 1 1 d . . .
N1 N 0.1147(5) 0.1442(3) 0.3856(3) 0.0389(7) Uani 1 1 d . . .
N2 N -0.0606(5) 0.1093(3) 0.1752(3) 0.0416(8) Uani 1 1 d . . .
O1 O 0.1224(5) -0.0972(3) 0.3611(2) 0.0417(7) Uani 1 1 d . . .
O2 O -0.0450(4) -0.1287(3) 0.1880(2) 0.0428(7) Uani 1 1 d . . .
O3 O 0.2339(6) -0.2886(3) 0.4356(3) 0.0604(10) Uani 1 1 d . . .
O4 O -0.1390(5) -0.3553(3) 0.1024(3) 0.0558(9) Uani 1 1 d . . .
O5 O -0.3095(7) -0.3540(4) 0.3064(4) 0.0835(14) Uani 1 1 d . . .
O6 O -0.1396(6) -0.4920(4) 0.3066(4) 0.0815(14) Uani 1 1 d . . .
O7 O -0.4376(7) -0.5372(5) 0.2826(4) 0.0936(16) Uani 1 1 d . . .
O8 O 0.2824(6) -0.3587(5) 0.2030(4) 0.0785(13) Uani 1 1 d . . .
N3 N -0.2974(6) -0.4623(4) 0.2987(3) 0.0487(8) Uiso 1 1 d . . .
C1 C 0.2144(5) -0.0813(4) 0.4552(3) 0.0356(8) Uani 1 1 d . . .
C2 C 0.2798(6) -0.1823(4) 0.4996(3) 0.0392(8) Uani 1 1 d . . .
C3 C 0.3788(6) -0.1682(4) 0.5998(3) 0.0455(9) Uani 1 1 d . . .
H3 H 0.4210 -0.2345 0.6275 0.055 Uiso 1 1 calc R . .
C4 C 0.4150(8) -0.0575(5) 0.6584(3) 0.0565(12) Uani 1 1 d . . .
H4 H 0.4821 -0.0496 0.7255 0.068 Uiso 1 1 calc R . .
C5 C 0.3542(8) 0.0418(5) 0.6200(4) 0.0529(11) Uani 1 1 d . . .
H5 H 0.3780 0.1161 0.6611 0.063 Uiso 1 1 calc R . .
C6 C 0.2558(6) 0.0308(4) 0.5184(3) 0.0395(8) Uani 1 1 d . . .
C7 C 0.2005(6) 0.1362(4) 0.4788(3) 0.0423(9) Uani 1 1 d . . .
H7 H 0.2286 0.2073 0.5243 0.051 Uiso 1 1 calc R . .
C8 C 0.0850(8) 0.2703(4) 0.3722(4) 0.0540(11) Uani 1 1 d . . .
H8A H 0.1655 0.3257 0.4283 0.065 Uiso 1 1 calc R . .
H8B H -0.0444 0.2796 0.3722 0.065 Uiso 1 1 calc R . .
C9 C 0.1297(6) 0.2995(4) 0.2730(4) 0.0471(10) Uani 1 1 d . . .
H9A H 0.1473 0.3863 0.2738 0.056 Uiso 1 1 calc R . .
H9B H 0.2458 0.2706 0.2655 0.056 Uiso 1 1 calc R . .
C10 C -0.0232(8) 0.2432(5) 0.1857(4) 0.0559(12) Uani 1 1 d . . .
H10A H 0.0082 0.2662 0.1238 0.067 Uiso 1 1 calc R . .
H10B H -0.1374 0.2751 0.1928 0.067 Uiso 1 1 calc R . .
C11 C -0.1642(7) 0.0645(4) 0.0876(4) 0.0443(9) Uani 1 1 d . . .
H11 H -0.2050 0.1206 0.0458 0.053 Uiso 1 1 calc R . .
C12 C -0.2257(6) -0.0586(4) 0.0450(3) 0.0427(9) Uani 1 1 d . . .
C13 C -0.3497(7) -0.0865(5) -0.0513(4) 0.0547(12) Uani 1 1 d . . .
H13 H -0.3936 -0.0244 -0.0848 0.066 Uiso 1 1 calc R . .
C14 C -0.4070(7) -0.2038(5) -0.0966(4) 0.0558(12) Uani 1 1 d . . .
H14 H -0.4904 -0.2215 -0.1597 0.067 Uiso 1 1 calc R . .
C15 C -0.3379(6) -0.2963(5) -0.0463(3) 0.0486(10) Uani 1 1 d . . .
H15 H -0.3744 -0.3760 -0.0767 0.058 Uiso 1 1 calc R . .
C16 C -0.2159(6) -0.2706(4) 0.0481(3) 0.0430(9) Uani 1 1 d . . .
C17 C -0.1587(6) -0.1507(4) 0.0973(3) 0.0376(8) Uani 1 1 d . . .
C18 C 0.3031(11) -0.3921(5) 0.4696(4) 0.0758(19) Uani 1 1 d . . .
H18A H 0.4363 -0.3739 0.4961 0.114 Uiso 1 1 calc R . .
H18B H 0.2768 -0.4564 0.4138 0.114 Uiso 1 1 calc R . .
H18C H 0.2431 -0.4163 0.5222 0.114 Uiso 1 1 calc R . .
C19 C -0.1946(11) -0.4784(5) 0.0614(5) 0.0744(18) Uani 1 1 d . . .
H19A H -0.3276 -0.4989 0.0541 0.112 Uiso 1 1 calc R . .
H19B H -0.1299 -0.5275 0.1062 0.112 Uiso 1 1 calc R . .
H19C H -0.1641 -0.4923 -0.0040 0.112 Uiso 1 1 calc R . .
C20 C 0.3385(10) -0.2665(7) 0.1472(5) 0.0795(18) Uani 1 1 d . . .
H20A H 0.2827 -0.2899 0.0761 0.119 Uiso 1 1 calc R . .
H20B H 0.4728 -0.2546 0.1571 0.119 Uiso 1 1 calc R . .
H20C H 0.2978 -0.1928 0.1707 0.119 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'
Na Na 0.0362 0.0249 '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
_geom_angle_publ_flag
O2 Ni1 O1 79.38(14) . . ?
O2 Ni1 N1 171.48(14) . . ?
O1 Ni1 N1 92.51(15) . . ?
O2 Ni1 N2 91.99(16) . . ?
O1 Ni1 N2 170.75(15) . . ?
N1 Ni1 N2 96.26(16) . . ?
O2 Ni1 Na1 40.33(9) . . ?
O1 Ni1 Na1 39.26(10) . . ?
N1 Ni1 Na1 131.34(12) . . ?
N2 Ni1 Na1 132.30(13) . . ?
O1 Na1 O3 67.85(12) . . ?
O1 Na1 O2 60.63(11) . . ?
O3 Na1 O2 127.59(14) . . ?
O1 Na1 O4 127.68(13) . . ?
O3 Na1 O4 161.88(15) . . ?
O2 Na1 O4 67.05(12) . . ?
O1 Na1 O8 108.76(17) . . ?
O3 Na1 O8 85.57(16) . . ?
O2 Na1 O8 101.67(15) . . ?
O4 Na1 O8 80.36(16) . . ?
O1 Na1 O6 137.97(17) . . ?
O3 Na1 O6 87.49(16) . . ?
O2 Na1 O6 138.65(15) . . ?
O4 Na1 O6 84.43(16) . . ?
O8 Na1 O6 102.28(17) . . ?
O1 Na1 O5 104.54(15) . . ?
O3 Na1 O5 105.30(17) . . ?
O2 Na1 O5 96.31(15) . . ?
O4 Na1 O5 81.15(17) . . ?
O8 Na1 O5 146.63(17) . . ?
O6 Na1 O5 48.29(14) . . ?
O1 Na1 N3 125.82(14) . . ?
O3 Na1 N3 100.65(14) . . ?
O2 Na1 N3 116.27(13) . . ?
O4 Na1 N3 78.06(14) . . ?
O8 Na1 N3 123.40(16) . . ?
O6 Na1 N3 24.40(12) . . ?
O5 Na1 N3 24.53(13) . . ?
O1 Na1 Ni1 30.25(8) . . ?
O3 Na1 Ni1 97.97(10) . . ?
O2 Na1 Ni1 30.53(8) . . ?
O4 Na1 Ni1 97.52(10) . . ?
O8 Na1 Ni1 109.90(14) . . ?
O6 Na1 Ni1 147.65(13) . . ?
O5 Na1 Ni1 99.88(11) . . ?
N3 Na1 Ni1 124.36(10) . . ?
C7 N1 C8 111.8(4) . . ?
C7 N1 Ni1 125.7(3) . . ?
C8 N1 Ni1 122.5(3) . . ?
C11 N2 C10 111.2(4) . . ?
C11 N2 Ni1 123.8(3) . . ?
C10 N2 Ni1 125.0(3) . . ?
C1 O1 Ni1 130.3(3) . . ?
C1 O1 Na1 119.0(3) . . ?
Ni1 O1 Na1 110.49(14) . . ?
C17 O2 Ni1 130.6(3) . . ?
C17 O2 Na1 118.5(3) . . ?
Ni1 O2 Na1 109.14(13) . . ?
C2 O3 C18 118.7(4) . . ?
C2 O3 Na1 118.4(2) . . ?
C18 O3 Na1 122.8(3) . . ?
C16 O4 C19 118.0(4) . . ?
C16 O4 Na1 118.8(3) . . ?
C19 O4 Na1 121.8(3) . . ?
N3 O5 Na1 93.5(3) . . ?
N3 O6 Na1 97.4(3) . . ?
C20 O8 Na1 106.7(4) . . ?
O7 N3 O5 120.7(5) . . ?
O7 N3 O6 121.5(5) . . ?
O5 N3 O6 117.8(4) . . ?
O7 N3 Na1 164.1(4) . . ?
O5 N3 Na1 61.9(3) . . ?
O6 N3 Na1 58.2(3) . . ?
O1 C1 C6 124.0(4) . . ?
O1 C1 C2 119.2(4) . . ?
C6 C1 C2 116.7(4) . . ?
O3 C2 C3 125.1(4) . . ?
O3 C2 C1 114.2(3) . . ?
C3 C2 C1 120.7(4) . . ?
C4 C3 C2 120.5(4) . . ?
C3 C4 C5 121.2(4) . . ?
C4 C5 C6 119.7(5) . . ?
C5 C6 C1 121.2(4) . . ?
C5 C6 C7 118.7(4) . . ?
C1 C6 C7 120.0(4) . . ?
N1 C7 C6 127.3(4) . . ?
N1 C8 C9 109.9(4) . . ?
C10 C9 C8 111.0(4) . . ?
C9 C10 N2 114.4(4) . . ?
N2 C11 C12 129.4(4) . . ?
C17 C12 C13 120.5(4) . . ?
C17 C12 C11 120.2(4) . . ?
C13 C12 C11 119.3(4) . . ?
C14 C13 C12 121.1(4) . . ?
C13 C14 C15 118.9(4) . . ?
C16 C15 C14 120.7(5) . . ?
O4 C16 C15 124.8(4) . . ?
O4 C16 C17 113.9(4) . . ?
C15 C16 C17 121.3(4) . . ?
O2 C17 C12 122.4(4) . . ?
O2 C17 C16 120.2(4) . . ?
C12 C17 C16 117.4(4) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O2 1.864(3) . ?
Ni1 O1 1.864(3) . ?
Ni1 N1 1.894(4) . ?
Ni1 N2 1.921(3) . ?
Ni1 Na1 3.4667(18) . ?
Na1 O1 2.342(4) . ?
Na1 O3 2.367(4) . ?
Na1 O2 2.375(3) . ?
Na1 O4 2.397(4) . ?
Na1 O8 2.445(5) . ?
Na1 O6 2.535(5) . ?
Na1 O5 2.615(6) . ?
Na1 N3 2.957(4) . ?
N1 C7 1.309(6) . ?
N1 C8 1.490(5) . ?
N2 C11 1.284(6) . ?
N2 C10 1.488(6) . ?
O1 C1 1.297(5) . ?
O2 C17 1.317(5) . ?
O3 C2 1.362(6) . ?
O3 C18 1.414(5) . ?
O4 C16 1.374(6) . ?
O4 C19 1.416(6) . ?
O5 N3 1.230(6) . ?
O6 N3 1.232(5) . ?
O7 N3 1.218(6) . ?
O8 C20 1.423(9) . ?
C1 C6 1.410(6) . ?
C1 C2 1.433(5) . ?
C2 C3 1.385(6) . ?
C3 C4 1.369(7) . ?
C4 C5 1.371(8) . ?
C5 C6 1.402(6) . ?
C6 C7 1.425(6) . ?
C8 C9 1.510(7) . ?
C9 C10 1.477(7) . ?
C11 C12 1.425(7) . ?
C12 C17 1.401(6) . ?
C12 C13 1.410(6) . ?
C13 C14 1.373(8) . ?
C14 C15 1.396(7) . ?
C15 C16 1.382(6) . ?
C16 C17 1.414(6) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139134055
