#------------------------------------------------------------------------------
#$Date: 2025-08-21 14:03:24 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301848 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/51/7025105.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_7025105
loop_
_publ_author_name
'Klingele, Julia'
'Kaase, Dominic'
'Hilgert, Jakob'
'Steinfeld, Gunther'
'Klingele, Marco H.'
'Lach, Jochen'
_publ_section_title
;
 Triazolopyridines as ligands: structural diversity in iron(II),
 cobalt(II), nickel(II) and copper(II) complexes of
 3-(2-pyridyl)-[1,2,4]triazolo[4,3-a]- pyridine (L¹⁰) and
 spin crossover in [Fe(II)(L¹⁰)₂(NCS)₂].
;
_journal_issue                   19
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4495
_journal_page_last               4507
_journal_paper_doi               10.1039/b925107c
_journal_volume                  39
_journal_year                    2010
_chemical_formula_moiety
;
C24 H24 N8 Ni O2, 2(Cl O4)
;
_chemical_formula_sum            'C24 H24 Cl2 N8 Ni O10'
_chemical_formula_weight         714.12
_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                 104.35(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.9685(16)
_cell_length_b                   12.135(2)
_cell_length_c                   15.114(3)
_cell_measurement_reflns_used    3226
_cell_measurement_temperature    203(2)
_cell_measurement_theta_max      27.90
_cell_measurement_theta_min      3.13
_cell_volume                     1415.9(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      203(2)
_diffrn_measured_fraction_theta_full 0.953
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_device_type  'Rigaku R-Axis SPIDER'
_diffrn_measurement_method       'ω scans'
_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  0.0597
_diffrn_reflns_av_sigmaI/netI    0.0359
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            22784
_diffrn_reflns_theta_full        27.90
_diffrn_reflns_theta_max         27.90
_diffrn_reflns_theta_min         3.13
_exptl_absorpt_coefficient_mu    0.946
_exptl_absorpt_correction_T_max  0.9722
_exptl_absorpt_correction_T_min  0.6754
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
March 2001 T Higashi
;
_exptl_crystal_colour            grey
_exptl_crystal_density_diffrn    1.675
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             732
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.387
_refine_diff_density_min         -0.448
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         3226
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0664
_refine_ls_R_factor_gt           0.0402
_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)+(0.0323P)²+1.1620P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0805
_refine_ls_wR_factor_ref         0.0957
_reflns_number_gt                2293
_reflns_number_total             3226
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b925107c.txt
_cod_data_source_block           afp05
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-Scan' changed to
'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      'P 2(1)/c'
_cod_database_code               7025105
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.0000 0.0000 0.0000 0.02885(14) Uani 1 2 d S . .
N1 N -0.1336(3) -0.15125(19) -0.01040(14) 0.0324(5) Uani 1 1 d . . .
N2 N 0.1924(3) -0.10166(19) 0.07446(14) 0.0315(5) Uani 1 1 d . . .
N3 N 0.3662(3) -0.0901(2) 0.11732(16) 0.0376(5) Uani 1 1 d . . .
N4 N 0.2873(3) -0.26643(19) 0.12111(14) 0.0321(5) Uani 1 1 d . . .
C1 C -0.3032(3) -0.1685(3) -0.05227(19) 0.0399(7) Uani 1 1 d . . .
H1 H -0.3680 -0.1100 -0.0846 0.048 Uiso 1 1 calc R . .
C2 C -0.3844(4) -0.2694(3) -0.0491(2) 0.0451(7) Uani 1 1 d . . .
H2 H -0.5014 -0.2796 -0.0796 0.054 Uiso 1 1 calc R . .
C3 C -0.2892(4) -0.3536(3) -0.0003(2) 0.0476(8) Uani 1 1 d . . .
H3 H -0.3420 -0.4221 0.0039 0.057 Uiso 1 1 calc R . .
C4 C -0.1131(4) -0.3380(3) 0.0434(2) 0.0425(7) Uani 1 1 d . . .
H4 H -0.0474 -0.3952 0.0771 0.051 Uiso 1 1 calc R . .
C5 C -0.0393(3) -0.2373(2) 0.03588(17) 0.0312(6) Uani 1 1 d . . .
C6 C 0.1440(3) -0.2053(2) 0.07686(16) 0.0296(6) Uani 1 1 d . . .
C7 C 0.4227(3) -0.1903(2) 0.14610(18) 0.0350(6) Uani 1 1 d . . .
C8 C 0.5924(4) -0.2263(3) 0.1948(2) 0.0451(7) Uani 1 1 d . . .
H8 H 0.6837 -0.1757 0.2130 0.054 Uiso 1 1 calc R . .
C9 C 0.6170(4) -0.3344(3) 0.2134(2) 0.0509(8) Uani 1 1 d . . .
H9 H 0.7268 -0.3596 0.2455 0.061 Uiso 1 1 calc R . .
C10 C 0.4788(4) -0.4110(3) 0.1853(2) 0.0500(8) Uani 1 1 d . . .
H10 H 0.5001 -0.4862 0.1981 0.060 Uiso 1 1 calc R . .
C11 C 0.3154(4) -0.3781(3) 0.1398(2) 0.0428(7) Uani 1 1 d . . .
H11 H 0.2251 -0.4295 0.1219 0.051 Uiso 1 1 calc R . .
O20 O -0.0724(3) 0.0347(2) 0.11815(15) 0.0450(5) Uani 1 1 d . . .
H20 H -0.017(4) 0.007(3) 0.163(2) 0.055(11) Uiso 1 1 d . . .
C21 C -0.2450(4) 0.0575(3) 0.1222(2) 0.0563(9) Uani 1 1 d . . .
H21A H -0.2877 0.1212 0.0846 0.084 Uiso 1 1 calc R . .
H21B H -0.2474 0.0726 0.1849 0.084 Uiso 1 1 calc R . .
H21C H -0.3178 -0.0056 0.0999 0.084 Uiso 1 1 calc R . .
Cl1 Cl 0.09243(9) -0.12671(6) 0.33008(5) 0.04169(19) Uani 1 1 d . . .
O1 O 0.1992(3) -0.1308(3) 0.42051(16) 0.0853(10) Uani 1 1 d . A .
O2 O -0.0771(5) -0.0867(6) 0.3352(4) 0.073(2) Uani 0.592(10) 1 d P A 1
O3 O 0.0514(9) -0.2241(5) 0.2731(4) 0.089(2) Uani 0.592(10) 1 d P A 1
O4 O 0.1578(8) -0.0507(7) 0.2794(4) 0.103(4) Uani 0.592(10) 1 d P A 1
O5 O 0.2258(11) -0.1470(10) 0.2857(5) 0.095(4) Uani 0.408(10) 1 d P A 2
O6 O 0.0133(18) -0.0263(7) 0.2988(5) 0.105(6) Uani 0.408(10) 1 d P A 2
O7 O -0.0091(11) -0.2161(8) 0.3253(7) 0.098(4) Uani 0.408(10) 1 d P A 2
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'
Cl Cl 0.1484 0.1585 '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
O20 Ni1 O20 180.0 . 3
O20 Ni1 N2 91.19(9) . 3
O20 Ni1 N2 88.81(9) 3 3
O20 Ni1 N2 88.81(9) . .
O20 Ni1 N2 91.19(9) 3 .
N2 Ni1 N2 180.0 3 .
O20 Ni1 N1 90.12(9) . 3
O20 Ni1 N1 89.88(9) 3 3
N2 Ni1 N1 79.28(8) 3 3
N2 Ni1 N1 100.72(8) . 3
O20 Ni1 N1 89.88(9) . .
O20 Ni1 N1 90.12(9) 3 .
N2 Ni1 N1 100.72(8) 3 .
N2 Ni1 N1 79.28(8) . .
N1 Ni1 N1 180.0 3 .
C1 N1 C5 118.4(2) . .
C1 N1 Ni1 126.46(19) . .
C5 N1 Ni1 114.95(16) . .
C6 N2 N3 110.5(2) . .
C6 N2 Ni1 113.64(16) . .
N3 N2 Ni1 135.63(18) . .
C7 N3 N2 106.1(2) . .
C6 N4 C11 133.7(2) . .
C6 N4 C7 105.3(2) . .
C11 N4 C7 120.9(2) . .
N1 C1 C2 122.5(3) . .
N1 C1 H1 118.8 . .
C2 C1 H1 118.8 . .
C3 C2 C1 118.3(3) . .
C3 C2 H2 120.9 . .
C1 C2 H2 120.9 . .
C2 C3 C4 120.3(3) . .
C2 C3 H3 119.8 . .
C4 C3 H3 119.8 . .
C5 C4 C3 118.6(3) . .
C5 C4 H4 120.7 . .
C3 C4 H4 120.7 . .
N1 C5 C4 121.9(2) . .
N1 C5 C6 111.8(2) . .
C4 C5 C6 126.4(3) . .
N2 C6 N4 108.1(2) . .
N2 C6 C5 120.0(2) . .
N4 C6 C5 131.8(2) . .
N3 C7 N4 109.9(2) . .
N3 C7 C8 130.1(3) . .
N4 C7 C8 120.1(3) . .
C9 C8 C7 118.3(3) . .
C9 C8 H8 120.9 . .
C7 C8 H8 120.9 . .
C8 C9 C10 120.8(3) . .
C8 C9 H9 119.6 . .
C10 C9 H9 119.6 . .
C11 C10 C9 121.8(3) . .
C11 C10 H10 119.1 . .
C9 C10 H10 119.1 . .
C10 C11 N4 118.0(3) . .
C10 C11 H11 121.0 . .
N4 C11 H11 121.0 . .
C21 O20 Ni1 124.2(2) . .
C21 O20 H20 113(3) . .
Ni1 O20 H20 116(3) . .
O20 C21 H21A 109.5 . .
O20 C21 H21B 109.5 . .
H21A C21 H21B 109.5 . .
O20 C21 H21C 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
O7 Cl1 O4 144.5(5) . .
O7 Cl1 O6 118.0(7) . .
O4 Cl1 O6 55.4(6) . .
O7 Cl1 O5 110.4(6) . .
O4 Cl1 O5 54.6(5) . .
O6 Cl1 O5 108.7(7) . .
O7 Cl1 O1 103.4(4) . .
O4 Cl1 O1 109.8(2) . .
O6 Cl1 O1 117.9(3) . .
O5 Cl1 O1 96.3(4) . .
O4 Cl1 O3 106.0(4) . .
O6 Cl1 O3 119.5(4) . .
O5 Cl1 O3 70.2(5) . .
O1 Cl1 O3 122.4(3) . .
O7 Cl1 O2 73.6(5) . .
O4 Cl1 O2 106.8(4) . .
O6 Cl1 O2 51.7(6) . .
O5 Cl1 O2 154.3(4) . .
O1 Cl1 O2 107.6(3) . .
O3 Cl1 O2 103.1(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 O20 2.052(2) .
Ni1 O20 2.052(2) 3
Ni1 N2 2.070(2) 3
Ni1 N2 2.070(2) .
Ni1 N1 2.108(2) 3
Ni1 N1 2.108(2) .
N1 C1 1.359(3) .
N1 C5 1.372(3) .
N2 C6 1.319(3) .
N2 N3 1.383(3) .
N3 C7 1.332(4) .
N4 C6 1.387(3) .
N4 C11 1.391(4) .
N4 C7 1.399(3) .
C1 C2 1.391(4) .
C1 H1 0.9400 .
C2 C3 1.374(4) .
C2 H2 0.9400 .
C3 C4 1.408(4) .
C3 H3 0.9400 .
C4 C5 1.373(4) .
C4 H4 0.9400 .
C5 C6 1.490(4) .
C7 C8 1.438(4) .
C8 C9 1.346(5) .
C8 H8 0.9400 .
C9 C10 1.423(5) .
C9 H9 0.9400 .
C10 C11 1.373(4) .
C10 H10 0.9400 .
C11 H11 0.9400 .
O20 C21 1.419(3) .
O20 H20 0.78(3) .
C21 H21A 0.9700 .
C21 H21B 0.9700 .
C21 H21C 0.9700 .
Cl1 O7 1.344(7) .
Cl1 O4 1.381(4) .
Cl1 O6 1.399(6) .
Cl1 O5 1.411(7) .
Cl1 O1 1.420(2) .
Cl1 O3 1.450(5) .
Cl1 O2 1.455(4) .
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
O20 Ni1 N1 C1 88.3(2) .
O20 Ni1 N1 C1 -91.7(2) 3
N2 Ni1 N1 C1 -2.9(2) 3
N2 Ni1 N1 C1 177.1(2) .
O20 Ni1 N1 C5 -86.83(18) .
O20 Ni1 N1 C5 93.17(18) 3
N2 Ni1 N1 C5 -178.01(17) 3
N2 Ni1 N1 C5 1.98(17) .
O20 Ni1 N2 C6 92.07(18) .
O20 Ni1 N2 C6 -87.93(18) 3
N1 Ni1 N2 C6 -178.04(17) 3
N1 Ni1 N2 C6 1.96(17) .
O20 Ni1 N2 N3 -94.2(2) .
O20 Ni1 N2 N3 85.8(2) 3
N1 Ni1 N2 N3 -4.3(2) 3
N1 Ni1 N2 N3 175.7(2) .
C6 N2 N3 C7 0.0(3) .
Ni1 N2 N3 C7 -173.89(19) .
C5 N1 C1 C2 0.6(4) .
Ni1 N1 C1 C2 -174.4(2) .
N1 C1 C2 C3 1.2(4) .
C1 C2 C3 C4 -1.3(5) .
C2 C3 C4 C5 -0.2(4) .
C1 N1 C5 C4 -2.3(4) .
Ni1 N1 C5 C4 173.3(2) .
C1 N1 C5 C6 179.4(2) .
Ni1 N1 C5 C6 -5.1(3) .
C3 C4 C5 N1 2.1(4) .
C3 C4 C5 C6 -179.8(3) .
N3 N2 C6 N4 -0.7(3) .
Ni1 N2 C6 N4 174.58(15) .
N3 N2 C6 C5 179.1(2) .
Ni1 N2 C6 C5 -5.6(3) .
C11 N4 C6 N2 -176.8(3) .
C7 N4 C6 N2 1.2(3) .
C11 N4 C6 C5 3.4(5) .
C7 N4 C6 C5 -178.6(2) .
N1 C5 C6 N2 7.2(3) .
C4 C5 C6 N2 -171.1(3) .
N1 C5 C6 N4 -173.0(2) .
C4 C5 C6 N4 8.7(4) .
N2 N3 C7 N4 0.8(3) .
N2 N3 C7 C8 -180.0(3) .
C6 N4 C7 N3 -1.2(3) .
C11 N4 C7 N3 177.1(2) .
C6 N4 C7 C8 179.5(2) .
C11 N4 C7 C8 -2.3(4) .
N3 C7 C8 C9 -177.9(3) .
N4 C7 C8 C9 1.3(4) .
C7 C8 C9 C10 0.4(4) .
C8 C9 C10 C11 -1.3(5) .
C9 C10 C11 N4 0.4(4) .
C6 N4 C11 C10 179.1(3) .
C7 N4 C11 C10 1.4(4) .
N2 Ni1 O20 C21 32.2(3) 3
N2 Ni1 O20 C21 -147.8(3) .
N1 Ni1 O20 C21 111.5(3) 3
N1 Ni1 O20 C21 -68.5(3) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139161467
