#------------------------------------------------------------------------------
#$Date: 2025-08-22 14:50:14 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301863 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/39/7203959.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_7203959
loop_
_publ_author_name
'Averseng, Frédéric'
'Lacroix, Pascal G.'
'Malfant, Isabelle'
'Dahan, Françoise'
'Nakatani, Keitaro'
_publ_section_title
;
 Synthesis, crystal structure and solid state NLO properties of a new
 chiral bis(salicylaldiminato)nickel(ii) Schiff-base complex in a
 nearly optimized solid state environment
;
_journal_issue                   4
_journal_name_full               'Journal of Materials Chemistry'
_journal_page_first              1013
_journal_paper_doi               10.1039/a910244m
_journal_volume                  10
_journal_year                    2000
_chemical_formula_sum            'C36 H40 N4 Ni O2'
_chemical_formula_weight         619.43
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 112.086(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   13.660(2)
_cell_length_b                   10.601(2)
_cell_length_c                   12.340(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      15.890
_cell_measurement_theta_min      12.332
_cell_volume                     1655.826
_computing_cell_refinement       CAD4-EXPRESS
_computing_data_collection       CAD4-EXPRESS
_computing_data_reduction        'MolEN (Fair, 1990)'
_computing_molecular_graphics    cameron
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'CAD4 Enraf-Nonius'
_diffrn_measurement_method       ω/2θ
_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  0.0163
_diffrn_reflns_av_sigmaI/netI    0.0355
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            6127
_diffrn_reflns_theta_max         24.97
_diffrn_reflns_theta_min         1.61
_diffrn_standards_decay_%        -0.5
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.622
_exptl_absorpt_correction_T_max  0.9993
_exptl_absorpt_correction_T_min  0.9071
_exptl_absorpt_correction_type   psi-scan
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.242
_exptl_crystal_description       Plate
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.176
_refine_diff_density_min         -0.163
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.015(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.076
_refine_ls_goodness_of_fit_obs   1.115
_refine_ls_matrix_type           full
_refine_ls_number_parameters     388
_refine_ls_number_reflns         5842
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.076
_refine_ls_restrained_S_obs      1.115
_refine_ls_R_factor_all          0.0509
_refine_ls_R_factor_obs          0.0352
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0351P)²+0.6234P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0632
_refine_ls_wR_factor_obs         0.0568
_reflns_number_observed          4749
_reflns_number_total             5842
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            a910244m.txt
_cod_data_source_block           (NiL2)
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_exptl_absorpt_correction_type' tag value 'Psi-scans' was replaced
with 'psi-scan' value.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0351P)^2^+0.6234P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0351P)^2^+0.6234P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1655.7(4)
_cod_original_sg_symbol_H-M      P21
_cod_database_code               7203959
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Ni Ni 0.47071(3) 0.50028(4) 0.35405(3) 0.03749(10) Uani 1 d . .
O1 O 0.4695(2) 0.3792(2) 0.2453(2) 0.0421(5) Uani 1 d . .
C1 C 0.3901(2) 0.3409(3) 0.1536(3) 0.0369(7) Uani 1 d . .
C2 C 0.4079(3) 0.2513(3) 0.0793(3) 0.0461(8) Uani 1 d . .
H2 H 0.4760(3) 0.2201(3) 0.0988(3) 0.051 Uiso 1 calc R .
C3 C 0.3292(3) 0.2067(3) -0.0219(3) 0.0448(8) Uani 1 d . .
C4 C 0.2254(3) 0.2510(3) -0.0481(3) 0.0531(8) Uani 1 d . .
H4 H 0.1701(3) 0.2206(3) -0.1131(3) 0.058 Uiso 1 calc R .
C5 C 0.2067(3) 0.3400(3) 0.0237(3) 0.0501(8) Uani 1 d . .
H5 H 0.1380(3) 0.3695(3) 0.0039(3) 0.055 Uiso 1 calc R .
C6 C 0.2856(3) 0.3882(3) 0.1246(3) 0.0433(8) Uani 1 d . .
C7 C 0.2612(2) 0.4808(3) 0.1937(3) 0.0430(8) Uani 1 d . .
H7 H 0.1911(2) 0.5067(3) 0.1692(3) 0.047 Uiso 1 calc R .
O2 O 0.6142(2) 0.4723(2) 0.4143(2) 0.0476(6) Uani 1 d . .
C8 C 0.6884(3) 0.5380(3) 0.4982(3) 0.0433(8) Uani 1 d . .
C9 C 0.7929(2) 0.5139(4) 0.5193(3) 0.0527(8) Uani 1 d . .
H9 H 0.8095(2) 0.4506(4) 0.4768(3) 0.058 Uiso 1 calc R .
C10 C 0.8760(3) 0.5820(4) 0.6033(3) 0.0591(9) Uani 1 d . .
C11 C 0.8458(3) 0.6757(4) 0.6688(3) 0.0585(9) Uani 1 d . .
H11 H 0.8975(3) 0.7233(4) 0.7249(3) 0.064 Uiso 1 calc R .
C12 C 0.7447(3) 0.6953(3) 0.6501(3) 0.0518(9) Uani 1 d . .
H12 H 0.7284(3) 0.7539(3) 0.6968(3) 0.057 Uiso 1 calc R .
C13 C 0.6613(3) 0.6325(3) 0.5641(3) 0.0461(8) Uani 1 d . .
C14 C 0.5573(3) 0.6610(3) 0.5476(3) 0.0431(8) Uani 1 d . .
H14 H 0.5471(3) 0.7178(3) 0.5998(3) 0.047 Uiso 1 calc R .
N1 N 0.3274(2) 0.5323(2) 0.2876(2) 0.0412(7) Uani 1 d . .
C15 C 0.2877(3) 0.6338(3) 0.3431(3) 0.0468(8) Uani 1 d . .
H15 H 0.2206(3) 0.6070(3) 0.3474(3) 0.051 Uiso 1 calc R .
C17 C 0.2691(3) 0.7542(3) 0.2690(3) 0.0520(8) Uani 1 d . .
C18 C 0.1668(3) 0.7905(4) 0.2013(4) 0.0687(11) Uani 1 d . .
H18 H 0.1097(3) 0.7439(4) 0.2033(4) 0.076 Uiso 1 calc R .
C19 C 0.1497(4) 0.8965(4) 0.1306(4) 0.0760(12) Uani 1 d . .
H19 H 0.0814(4) 0.9183(4) 0.0818(4) 0.084 Uiso 1 calc R .
C20 C 0.2331(4) 0.9687(4) 0.1326(4) 0.0771(13) Uani 1 d . .
H20 H 0.2208(4) 1.0422(4) 0.0883(4) 0.085 Uiso 1 calc R .
C21 C 0.3343(3) 0.9342(4) 0.1989(4) 0.0657(10) Uani 1 d . .
H21 H 0.3909(3) 0.9824(4) 0.1981(4) 0.072 Uiso 1 calc R .
C22 C 0.3515(3) 0.8283(4) 0.2663(4) 0.0610(10) Uani 1 d . .
H22 H 0.4205(3) 0.8052(4) 0.3117(4) 0.067 Uiso 1 calc R .
N2 N 0.4734(2) 0.6161(2) 0.4669(2) 0.0420(6) Uani 1 d . .
C16 C 0.3692(3) 0.6531(3) 0.4678(3) 0.0456(8) Uani 1 d . .
H16 H 0.3713(3) 0.7429(3) 0.4875(3) 0.050 Uiso 1 calc R .
C23 C 0.3478(3) 0.5767(4) 0.5622(3) 0.0449(9) Uani 1 d . .
C24 C 0.3309(3) 0.4467(4) 0.5505(4) 0.0566(10) Uani 1 d . .
H24 H 0.3273(3) 0.4053(4) 0.4827(4) 0.062 Uiso 1 calc R .
C25 C 0.3195(3) 0.3807(4) 0.6417(4) 0.0605(11) Uani 1 d . .
H25 H 0.3093(3) 0.2939(4) 0.6356(4) 0.067 Uiso 1 calc R .
C26 C 0.3229(4) 0.4415(5) 0.7409(4) 0.0646(12) Uani 1 d . .
H26 H 0.3186(4) 0.3958(5) 0.8032(4) 0.071 Uiso 1 calc R .
C27 C 0.3328(3) 0.5702(5) 0.7478(4) 0.0619(12) Uani 1 d . .
H27 H 0.3295(3) 0.6123(5) 0.8125(4) 0.068 Uiso 1 calc R .
C28 C 0.3475(3) 0.6377(4) 0.6596(3) 0.0502(9) Uani 1 d . .
H28 H 0.3572(3) 0.7246(4) 0.6664(3) 0.055 Uiso 1 calc R .
N3 N 0.3517(3) 0.1203(3) -0.0923(3) 0.0610(8) Uani 1 d . .
C29 C 0.4567(3) 0.0685(4) -0.0600(3) 0.0659(11) Uani 1 d . .
H29A H 0.4521(3) -0.0113(4) -0.1001(3) 0.072 Uiso 1 calc R .
H29B H 0.4852(3) 0.0516(4) 0.0234(3) 0.072 Uiso 1 calc R .
C30 C 0.5322(4) 0.1541(4) -0.0888(4) 0.0782(13) Uani 1 d . .
H30A H 0.6002(4) 0.1144(4) -0.0652(4) 0.086 Uiso 1 calc R .
H30B H 0.5387(4) 0.2326(4) -0.0479(4) 0.086 Uiso 1 calc R .
H30C H 0.5056(4) 0.1696(4) -0.1715(4) 0.086 Uiso 1 calc R .
C31 C 0.2731(4) 0.0764(4) -0.2015(4) 0.0730(13) Uani 1 d . .
H31A H 0.3064(4) 0.0625(4) -0.2574(4) 0.080 Uiso 1 calc R .
H31B H 0.2196(4) 0.1411(4) -0.2329(4) 0.080 Uiso 1 calc R .
C32 C 0.2210(5) -0.0438(5) -0.1864(5) 0.111(2) Uani 1 d . .
H32A H 0.1697(5) -0.0695(5) -0.2606(5) 0.122 Uiso 1 calc R .
H32B H 0.1868(5) -0.0300(5) -0.1323(5) 0.122 Uiso 1 calc R .
H32C H 0.2735(5) -0.1085(5) -0.1568(5) 0.122 Uiso 1 calc R .
N4 N 0.9808(3) 0.5618(4) 0.6224(3) 0.0772(11) Uani 1 d . .
C33 C 1.0645(3) 0.6458(4) 0.7006(4) 0.0783(13) Uani 1 d . .
H33A H 1.0376(3) 0.7313(4) 0.6934(4) 0.086 Uiso 1 calc R .
H33B H 1.1242(3) 0.6456(4) 0.6761(4) 0.086 Uiso 1 calc R .
C34 C 1.1010(4) 0.6058(5) 0.8255(5) 0.099(2) Uani 1 d . .
H34A H 1.1549(4) 0.6625(5) 0.8729(5) 0.109 Uiso 1 calc R .
H34B H 1.1290(4) 0.5218(5) 0.8334(5) 0.109 Uiso 1 calc R .
H34C H 1.0425(4) 0.6074(5) 0.8506(5) 0.109 Uiso 1 calc R .
C35 C 1.0118(4) 0.4671(5) 0.5557(5) 0.104(2) Uani 1 d . .
H35A H 1.0823(4) 0.4870(5) 0.5594(5) 0.114 Uiso 1 calc R .
H35B H 0.9643(4) 0.4729(5) 0.4744(5) 0.114 Uiso 1 calc R .
C36 C 1.0113(5) 0.3354(7) 0.5951(6) 0.136(3) Uani 1 d . .
H36A H 1.0325(5) 0.2799(7) 0.5465(6) 0.150 Uiso 1 calc R .
H36B H 0.9414(5) 0.3134(7) 0.5896(6) 0.150 Uiso 1 calc R .
H36C H 1.0596(5) 0.3274(7) 0.6748(6) 0.150 Uiso 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
_geom_angle_publ_flag
O2 Ni N2 94.95(11) . . ?
O2 Ni N1 177.30(11) . . ?
N2 Ni N1 85.96(12) . . ?
O2 Ni O1 84.22(9) . . ?
N2 Ni O1 177.78(11) . . ?
N1 Ni O1 94.96(10) . . ?
C1 O1 Ni 128.5(2) . . ?
O1 C1 C2 119.1(3) . . ?
O1 C1 C6 122.4(3) . . ?
C2 C1 C6 118.5(3) . . ?
C3 C2 C1 123.5(3) . . ?
N3 C3 C2 120.9(3) . . ?
N3 C3 C4 121.4(3) . . ?
C2 C3 C4 117.7(3) . . ?
C5 C4 C3 119.5(3) . . ?
C4 C5 C6 123.5(3) . . ?
C5 C6 C7 120.6(3) . . ?
C5 C6 C1 117.3(3) . . ?
C7 C6 C1 122.1(3) . . ?
N1 C7 C6 126.0(3) . . ?
C8 O2 Ni 127.6(2) . . ?
O2 C8 C9 118.7(3) . . ?
O2 C8 C13 121.6(3) . . ?
C9 C8 C13 119.8(3) . . ?
C8 C9 C10 122.3(4) . . ?
N4 C10 C9 122.9(3) . . ?
N4 C10 C11 120.7(3) . . ?
C9 C10 C11 116.4(3) . . ?
C12 C11 C10 120.7(3) . . ?
C11 C12 C13 123.7(3) . . ?
C14 C13 C12 120.2(3) . . ?
C14 C13 C8 122.7(3) . . ?
C12 C13 C8 117.1(3) . . ?
N2 C14 C13 126.4(3) . . ?
C7 N1 C15 117.8(3) . . ?
C7 N1 Ni 126.0(2) . . ?
C15 N1 Ni 116.0(2) . . ?
N1 C15 C17 109.6(2) . . ?
N1 C15 C16 107.8(3) . . ?
C17 C15 C16 112.4(3) . . ?
C22 C17 C18 118.3(4) . . ?
C22 C17 C15 122.2(3) . . ?
C18 C17 C15 119.5(3) . . ?
C17 C18 C19 119.7(4) . . ?
C20 C19 C18 120.1(4) . . ?
C21 C20 C19 120.7(4) . . ?
C22 C21 C20 119.3(4) . . ?
C21 C22 C17 121.8(4) . . ?
C14 N2 C16 118.2(3) . . ?
C14 N2 Ni 125.9(2) . . ?
C16 N2 Ni 115.8(2) . . ?
N2 C16 C23 108.9(3) . . ?
N2 C16 C15 107.1(2) . . ?
C23 C16 C15 114.6(3) . . ?
C28 C23 C24 120.2(4) . . ?
C28 C23 C16 118.9(3) . . ?
C24 C23 C16 120.9(4) . . ?
C25 C24 C23 118.7(4) . . ?
C26 C25 C24 120.9(4) . . ?
C25 C26 C27 119.6(5) . . ?
C26 C27 C28 120.5(5) . . ?
C23 C28 C27 119.9(4) . . ?
C3 N3 C29 120.9(3) . . ?
C3 N3 C31 122.6(4) . . ?
C29 N3 C31 116.5(3) . . ?
N3 C29 C30 113.6(3) . . ?
N3 C31 C32 112.1(4) . . ?
C10 N4 C35 120.9(4) . . ?
C10 N4 C33 121.0(4) . . ?
C35 N4 C33 117.7(4) . . ?
N4 C33 C34 112.2(4) . . ?
N4 C35 C36 115.3(6) . . ?
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
Ni O2 1.840(2) . ?
Ni N2 1.846(3) . ?
Ni N1 1.848(3) . ?
Ni O1 1.853(2) . ?
O1 C1 1.303(4) . ?
C1 C2 1.403(4) . ?
C1 C6 1.426(4) . ?
C2 C3 1.388(5) . ?
C3 N3 1.375(4) . ?
C3 C4 1.411(5) . ?
C4 C5 1.382(5) . ?
C5 C6 1.402(5) . ?
C6 C7 1.420(4) . ?
C7 N1 1.293(4) . ?
O2 C8 1.339(4) . ?
C8 C9 1.376(4) . ?
C8 C13 1.424(4) . ?
C9 C10 1.414(5) . ?
C10 N4 1.378(5) . ?
C10 C11 1.437(5) . ?
C11 C12 1.328(5) . ?
C12 C13 1.399(5) . ?
C13 C14 1.390(5) . ?
C14 N2 1.294(4) . ?
N1 C15 1.483(4) . ?
C15 C17 1.534(5) . ?
C15 C16 1.536(5) . ?
C17 C22 1.382(5) . ?
C17 C18 1.387(5) . ?
C18 C19 1.388(6) . ?
C19 C20 1.365(6) . ?
C20 C21 1.365(6) . ?
C21 C22 1.364(5) . ?
N2 C16 1.480(4) . ?
C16 C23 1.535(5) . ?
C23 C28 1.366(5) . ?
C23 C24 1.396(5) . ?
C24 C25 1.382(6) . ?
C25 C26 1.368(6) . ?
C26 C27 1.370(5) . ?
C27 C28 1.379(6) . ?
N3 C29 1.445(5) . ?
N3 C31 1.448(5) . ?
C29 C30 1.513(6) . ?
C31 C32 1.504(6) . ?
N4 C35 1.458(6) . ?
N4 C33 1.483(5) . ?
C33 C34 1.492(6) . ?
C35 C36 1.479(9) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139195287
