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#$Date: 2021-10-18 11:35:19 +0300 (Mon, 18 Oct 2021) $
#$Revision: 269996 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/49/1564973.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_1564973
loop_
_publ_author_name
'Bori, Jugal'
'Mahata, Satyajit'
'Manivannan, Vadivelu'
_publ_section_title
;
 A new route for the synthesis of
 2,4-bis(2-pyridyl)-6-(pyridyl)pyrimidines: Synthesis and characterization
 of Co(II), Ni(II) complexes of 2,4,6-tris(2-pyridyl)pyrimidine
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              119506
_journal_paper_doi               10.1016/j.ica.2020.119506
_journal_volume                  506
_journal_year                    2020
_chemical_formula_sum            'C76 H52 N24 Ni2 O13'
_chemical_formula_weight         1626.80
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_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                97.758(4)
_cell_angle_beta                 103.528(5)
_cell_angle_gamma                90.351(5)
_cell_formula_units_Z            1
_cell_length_a                   8.7983(6)
_cell_length_b                   13.6714(7)
_cell_length_c                   15.8434(8)
_cell_measurement_reflns_used    6085
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.3120
_cell_measurement_theta_min      3.4360
_cell_volume                     1834.49(19)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_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  0.0231
_diffrn_reflns_av_sigmaI/netI    0.0371
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            15524
_diffrn_reflns_theta_full        26.50
_diffrn_reflns_theta_max         26.50
_diffrn_reflns_theta_min         2.92
_exptl_absorpt_coefficient_mu    0.596
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76875
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.473
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             836.0
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.789
_refine_diff_density_min         -0.492
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     543
_refine_ls_number_reflns         7594
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.0835
_refine_ls_R_factor_gt           0.0670
_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)+(0.0970P)²+2.8230P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1835
_refine_ls_wR_factor_ref         0.1985
_reflns_number_gt                6009
_reflns_number_total             7594
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ICA-2020-506-119506.cif
_cod_data_source_block           compound-2
_cod_original_cell_volume        1834.48(18)
_cod_database_code               1564973
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 0.56745(5) 0.25183(4) 0.23835(3) 0.04408(18) Uani 1 1 d . A 4
O1 O 0.1300(7) 0.7384(6) 0.9824(4) 0.157(3) Uani 1 1 d . B 4
O2 O -0.0800(9) 0.7107(11) 1.0118(5) 0.271(8) Uani 1 1 d . B 4
O3 O 0.1193(8) 0.3773(5) 0.5704(4) 0.140(2) Uani 1 1 d . C 4
O4 O 0.1126(14) 0.5424(9) 0.5384(7) 0.099(4) Uani 0.50 1 d P . 4
O5 O 0.4651(17) 0.0772(9) 0.4909(7) 0.157(5) Uani 0.653(17) 1 d P D 1
O6 O -0.0347(15) 0.8516(17) 0.9602(7) 0.505(18) Uani 1 1 d . B .
O7 O 0.128(2) 0.9580(10) 0.4565(10) 0.135(9) Uani 0.347(17) 1 d P D 2
O8 O 0.890(3) 0.5379(17) 0.9690(10) 0.123(10) Uani 0.234(12) 1 d P E 1
O9 O 0.555(11) -0.014(3) 0.504(2) 0.54(5) Uani 0.766(12) 1 d P . 2
N1 N 0.3650(3) 0.3212(2) 0.2639(2) 0.0456(7) Uani 1 1 d . . .
N2 N 0.6177(3) 0.2792(2) 0.3680(2) 0.0438(7) Uani 1 1 d . . .
N3 N 0.7995(4) 0.2023(2) 0.2735(2) 0.0484(7) Uani 1 1 d . . .
N4 N 0.7888(4) 0.2604(3) 0.5026(2) 0.0558(8) Uani 1 1 d . . .
N5 N 0.6278(5) 0.3775(3) 0.6810(3) 0.0742(11) Uani 1 1 d . A .
N6 N 0.4625(4) 0.1070(2) 0.2175(2) 0.0471(7) Uani 1 1 d . . .
N7 N 0.5064(4) 0.2221(2) 0.1085(2) 0.0444(7) Uani 1 1 d . . .
N8 N 0.6439(4) 0.3822(2) 0.1983(2) 0.0482(7) Uani 1 1 d . . .
N9 N 0.3742(4) 0.1172(3) -0.0169(2) 0.0547(8) Uani 1 1 d . . .
N10 N 0.3885(5) 0.2300(3) -0.2104(3) 0.0705(11) Uani 1 1 d . A .
N11 N 0.0111(8) 0.7634(9) 0.9874(4) 0.148(4) Uani 1 1 d . . .
N12 N 0.003(3) 0.4572(7) 0.5116(12) 0.346(13) Uani 1 1 d . . .
C1 C 0.2391(5) 0.3427(3) 0.2055(3) 0.0539(10) Uani 1 1 d . A .
H1 H 0.2339 0.3243 0.1462 0.065 Uiso 1 1 calc R . .
C2 C 0.1157(5) 0.3917(4) 0.2300(3) 0.0651(12) Uani 1 1 d . . .
H2 H 0.0288 0.4055 0.1877 0.078 Uiso 1 1 calc R A .
C3 C 0.1228(5) 0.4192(4) 0.3163(3) 0.0700(13) Uani 1 1 d . A .
H3 H 0.0410 0.4525 0.3338 0.084 Uiso 1 1 calc R . .
C4 C 0.2522(5) 0.3977(4) 0.3779(3) 0.0611(11) Uani 1 1 d . . .
H4 H 0.2589 0.4163 0.4374 0.073 Uiso 1 1 calc R A .
C5 C 0.3717(4) 0.3481(3) 0.3499(3) 0.0463(8) Uani 1 1 d . A .
C6 C 0.5139(4) 0.3211(3) 0.4094(3) 0.0458(8) Uani 1 1 d . A .
C7 C 0.5435(4) 0.3367(3) 0.4981(2) 0.0437(8) Uani 1 1 d . . .
H7 H 0.4724 0.3678 0.5270 0.052 Uiso 1 1 calc R A .
C8 C 0.6821(4) 0.3048(3) 0.5437(3) 0.0477(9) Uani 1 1 d . A .
C9 C 0.7521(4) 0.2507(3) 0.4147(3) 0.0455(8) Uani 1 1 d . A .
C10 C 0.8584(4) 0.2094(3) 0.3601(3) 0.0474(9) Uani 1 1 d . A .
C11 C 1.0083(5) 0.1832(3) 0.3960(3) 0.0601(11) Uani 1 1 d . . .
H11 H 1.0468 0.1899 0.4565 0.072 Uiso 1 1 calc R A .
C12 C 1.0991(5) 0.1471(4) 0.3404(4) 0.0688(13) Uani 1 1 d . A .
H12 H 1.2000 0.1277 0.3626 0.083 Uiso 1 1 calc R . .
C13 C 1.0400(5) 0.1398(4) 0.2521(4) 0.0679(13) Uani 1 1 d . . .
H13 H 1.1008 0.1162 0.2136 0.082 Uiso 1 1 calc R A .
C14 C 0.8894(5) 0.1677(3) 0.2204(3) 0.0568(10) Uani 1 1 d . A .
H14 H 0.8496 0.1622 0.1601 0.068 Uiso 1 1 calc R . .
C15 C 0.7214(5) 0.3205(3) 0.6410(3) 0.0542(10) Uani 1 1 d . . .
C16 C 0.8478(5) 0.2786(4) 0.6859(3) 0.0639(11) Uani 1 1 d . A .
H16 H 0.9100 0.2394 0.6562 0.077 Uiso 1 1 calc R . .
C17 C 0.8833(7) 0.2944(5) 0.7751(3) 0.0799(16) Uani 1 1 d . . .
H17 H 0.9698 0.2654 0.8065 0.096 Uiso 1 1 calc R A .
C18 C 0.7942(7) 0.3516(4) 0.8180(3) 0.0777(15) Uani 1 1 d . A .
H18 H 0.8186 0.3630 0.8790 0.093 Uiso 1 1 calc R . .
C19 C 0.6657(7) 0.3929(5) 0.7698(3) 0.0823(16) Uani 1 1 d . . .
H19 H 0.6033 0.4326 0.7991 0.099 Uiso 1 1 calc R A .
C20 C 0.4439(5) 0.0516(3) 0.2772(3) 0.0546(10) Uani 1 1 d . A .
H20 H 0.4864 0.0747 0.3361 0.066 Uiso 1 1 calc R . .
C21 C 0.3643(6) -0.0385(4) 0.2554(4) 0.0674(12) Uani 1 1 d . . .
H21 H 0.3540 -0.0757 0.2989 0.081 Uiso 1 1 calc R A .
C22 C 0.3003(6) -0.0730(4) 0.1691(4) 0.0722(13) Uani 1 1 d . A .
H22 H 0.2444 -0.1332 0.1531 0.087 Uiso 1 1 calc R . .
C23 C 0.3202(6) -0.0169(3) 0.1065(3) 0.0619(11) Uani 1 1 d . . .
H23 H 0.2793 -0.0391 0.0473 0.074 Uiso 1 1 calc R A .
C24 C 0.4017(5) 0.0725(3) 0.1328(3) 0.0469(9) Uani 1 1 d . A .
C25 C 0.4280(4) 0.1388(3) 0.0706(3) 0.0470(9) Uani 1 1 d . A .
C26 C 0.4036(5) 0.1864(3) -0.0661(3) 0.0459(8) Uani 1 1 d . A .
C27 C 0.4854(4) 0.2716(3) -0.0292(2) 0.0429(8) Uani 1 1 d . . .
H27 H 0.5064 0.3176 -0.0636 0.052 Uiso 1 1 calc R A .
C28 C 0.5361(4) 0.2886(3) 0.0595(3) 0.0474(9) Uani 1 1 d . A .
C29 C 0.6200(4) 0.3789(3) 0.1110(3) 0.0482(9) Uani 1 1 d . A .
C30 C 0.6713(5) 0.4556(3) 0.0743(3) 0.0632(11) Uani 1 1 d . . .
H30 H 0.6544 0.4519 0.0137 0.076 Uiso 1 1 calc R A .
C31 C 0.7476(6) 0.5374(4) 0.1283(4) 0.0740(14) Uani 1 1 d . A .
H31 H 0.7843 0.5891 0.1049 0.089 Uiso 1 1 calc R . .
C32 C 0.7685(5) 0.5410(3) 0.2176(4) 0.0681(13) Uani 1 1 d . . .
H32 H 0.8179 0.5960 0.2553 0.082 Uiso 1 1 calc R A .
C33 C 0.7162(5) 0.4634(3) 0.2502(3) 0.0583(11) Uani 1 1 d . A .
H33 H 0.7311 0.4666 0.3106 0.070 Uiso 1 1 calc R . .
C34 C 0.3408(5) 0.1674(3) -0.1621(3) 0.0505(9) Uani 1 1 d . . .
C35 C 0.2420(7) 0.0893(3) -0.1973(3) 0.0690(13) Uani 1 1 d . A .
H35 H 0.2107 0.0478 -0.1619 0.083 Uiso 1 1 calc R . .
C36 C 0.1893(8) 0.0727(4) -0.2856(4) 0.093(2) Uani 1 1 d . . .
H36 H 0.1210 0.0190 -0.3114 0.112 Uiso 1 1 calc R A .
C37 C 0.2353(7) 0.1339(4) -0.3373(3) 0.0804(15) Uani 1 1 d . A .
H37 H 0.1998 0.1221 -0.3980 0.096 Uiso 1 1 calc R . .
C38 C 0.3345(7) 0.2126(4) -0.2979(3) 0.0767(14) Uani 1 1 d . . .
H38 H 0.3654 0.2551 -0.3325 0.092 Uiso 1 1 calc R A .
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
N2 Ni1 N7 177.14(12) . .
N2 Ni1 N1 77.20(12) . .
N7 Ni1 N1 100.73(12) . .
N2 Ni1 N8 104.65(13) . .
N7 Ni1 N8 77.26(13) . .
N1 Ni1 N8 91.19(12) . .
N2 Ni1 N3 77.51(13) . .
N7 Ni1 N3 104.64(13) . .
N1 Ni1 N3 154.53(13) . .
N8 Ni1 N3 92.31(12) . .
N2 Ni1 N6 100.61(13) . .
N7 Ni1 N6 77.46(13) . .
N1 Ni1 N6 93.59(12) . .
N8 Ni1 N6 154.72(13) . .
N3 Ni1 N6 93.93(12) . .
N12 O4 N12 57.1(13) 2_566 .
C1 N1 C5 118.5(3) . .
C1 N1 Ni1 127.4(3) . .
C5 N1 Ni1 114.1(2) . .
C9 N2 C6 119.4(3) . .
C9 N2 Ni1 120.1(3) . .
C6 N2 Ni1 120.4(3) . .
C14 N3 C10 118.3(4) . .
C14 N3 Ni1 127.9(3) . .
C10 N3 Ni1 113.8(2) . .
C9 N4 C8 116.5(3) . .
C15 N5 C19 117.4(5) . .
C20 N6 C24 118.2(4) . .
C20 N6 Ni1 128.0(3) . .
C24 N6 Ni1 113.7(2) . .
C25 N7 C28 119.9(3) . .
C25 N7 Ni1 119.9(3) . .
C28 N7 Ni1 120.1(3) . .
C29 N8 C33 118.4(4) . .
C29 N8 Ni1 114.3(3) . .
C33 N8 Ni1 127.3(3) . .
C25 N9 C26 116.7(4) . .
C38 N10 C34 117.8(4) . .
O1 N11 O2 121.3(13) . .
O1 N11 O6 118.0(13) . .
O2 N11 O6 120.6(11) . .
O4 N12 N12 74(3) 2_566 2_566
O4 N12 O4 122.9(13) 2_566 .
N12 N12 O4 48.6(17) 2_566 .
O4 N12 O3 140.2(13) 2_566 .
N12 N12 O3 145(3) 2_566 .
O4 N12 O3 96.6(17) . .
N1 C1 C2 122.3(4) . .
C3 C2 C1 119.2(4) . .
C2 C3 C4 119.5(4) . .
C3 C4 C5 118.9(4) . .
N1 C5 C4 121.6(4) . .
N1 C5 C6 114.8(3) . .
C4 C5 C6 123.6(4) . .
N2 C6 C7 121.3(3) . .
N2 C6 C5 113.4(3) . .
C7 C6 C5 125.3(3) . .
C6 C7 C8 117.4(3) . .
N4 C8 C7 122.1(4) . .
N4 C8 C15 118.0(4) . .
C7 C8 C15 119.8(4) . .
N2 C9 N4 123.2(3) . .
N2 C9 C10 113.3(3) . .
N4 C9 C10 123.4(3) . .
N3 C10 C11 122.6(4) . .
N3 C10 C9 114.9(3) . .
C11 C10 C9 122.4(4) . .
C12 C11 C10 118.3(4) . .
C13 C12 C11 119.3(4) . .
C12 C13 C14 119.5(4) . .
N3 C14 C13 121.9(4) . .
N5 C15 C16 122.5(4) . .
N5 C15 C8 117.6(4) . .
C16 C15 C8 119.9(4) . .
C15 C16 C17 119.3(5) . .
C18 C17 C16 120.4(5) . .
C17 C18 C19 118.6(5) . .
N5 C19 C18 121.9(6) . .
N6 C20 C21 122.5(4) . .
C22 C21 C20 119.4(4) . .
C21 C22 C23 118.7(5) . .
C22 C23 C24 119.0(5) . .
N6 C24 C23 122.3(4) . .
N6 C24 C25 114.6(3) . .
C23 C24 C25 123.1(4) . .
N7 C25 N9 122.8(4) . .
N7 C25 C24 114.1(3) . .
N9 C25 C24 123.0(4) . .
C27 C26 N9 121.8(4) . .
C27 C26 C34 119.8(3) . .
N9 C26 C34 118.4(4) . .
C26 C27 C28 118.3(3) . .
N7 C28 C27 120.5(4) . .
N7 C28 C29 113.7(3) . .
C27 C28 C29 125.8(4) . .
N8 C29 C30 121.5(4) . .
N8 C29 C28 114.5(3) . .
C30 C29 C28 124.0(4) . .
C31 C30 C29 119.4(5) . .
C30 C31 C32 118.6(5) . .
C33 C32 C31 119.5(5) . .
N8 C33 C32 122.5(5) . .
C35 C34 N10 123.2(4) . .
C35 C34 C26 119.5(4) . .
N10 C34 C26 117.2(4) . .
C34 C35 C36 118.1(5) . .
C35 C36 C37 120.8(5) . .
C38 C37 C36 118.6(5) . .
N10 C38 C37 121.5(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 N2 1.980(3) .
Ni1 N7 1.985(3) .
Ni1 N1 2.119(3) .
Ni1 N8 2.126(3) .
Ni1 N3 2.127(3) .
Ni1 N6 2.131(3) .
O1 N11 1.120(7) .
O2 N11 1.235(12) .
O3 N12 1.72(2) .
O4 N12 1.13(3) 2_566
O4 N12 1.457(18) .
O6 N11 1.37(2) .
O9 O9 1.03(15) 2_656
N1 C1 1.329(5) .
N1 C5 1.351(5) .
N2 C9 1.331(5) .
N2 C6 1.333(5) .
N3 C14 1.328(5) .
N3 C10 1.339(5) .
N4 C9 1.341(5) .
N4 C8 1.364(5) .
N5 C15 1.344(6) .
N5 C19 1.354(6) .
N6 C20 1.326(5) .
N6 C24 1.342(5) .
N7 C25 1.320(5) .
N7 C28 1.334(5) .
N8 C29 1.345(5) .
N8 C33 1.347(5) .
N9 C25 1.347(5) .
N9 C26 1.364(5) .
N10 C38 1.345(6) .
N10 C34 1.348(6) .
N12 O4 1.13(3) 2_566
N12 N12 1.27(2) 2_566
C1 C2 1.384(6) .
C2 C3 1.355(7) .
C3 C4 1.378(6) .
C4 C5 1.381(5) .
C5 C6 1.462(5) .
C6 C7 1.356(5) .
C7 C8 1.371(5) .
C8 C15 1.484(6) .
C9 C10 1.481(5) .
C10 C11 1.379(6) .
C11 C12 1.369(6) .
C12 C13 1.363(7) .
C13 C14 1.378(6) .
C15 C16 1.348(6) .
C16 C17 1.361(7) .
C17 C18 1.342(8) .
C18 C19 1.379(8) .
C20 C21 1.375(6) .
C21 C22 1.368(7) .
C22 C23 1.374(7) .
C23 C24 1.377(6) .
C24 C25 1.480(5) .
C26 C27 1.352(5) .
C26 C34 1.478(5) .
C27 C28 1.358(5) .
C28 C29 1.473(6) .
C29 C30 1.387(6) .
C30 C31 1.377(7) .
C31 C32 1.378(8) .
C32 C33 1.363(7) .
C34 C35 1.345(6) .
C35 C36 1.355(7) .
C36 C37 1.368(8) .
C37 C38 1.364(7) .
