#------------------------------------------------------------------------------ #$Date: 2025-08-19 11:43:10 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301803 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/36/2203690.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2203690 loop_ _publ_author_name 'Jian Zhou' 'Zhen-Feng Chen' 'Xian-Wen Wang' 'Yan-Shu Tan' 'Hong Liang' 'Yong Zhang' _publ_section_title ; Bis(2-formylpyridine semicabazonato)nickel(II) ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first m568 _journal_page_last m570 _journal_paper_doi 10.1107/S1600536804008207 _journal_volume 60 _journal_year 2004 _chemical_formula_iupac '[Ni (C7 H7 N4 O)2]' _chemical_formula_moiety 'C14 H14 N8 Ni O2' _chemical_formula_sum 'C14 H14 N8 Ni O2' _chemical_formula_weight 385.04 _chemical_name_systematic ; Bis(2-formylpyridine semicabazonato)nickel(II) ; _space_group_IT_number 78 _symmetry_cell_setting tetragonal _symmetry_space_group_name_Hall 'P 4cw' _symmetry_space_group_name_H-M 'P 43' _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 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 8.2766(12) _cell_length_b 8.2766(12) _cell_length_c 23.648(4) _cell_measurement_reflns_used 8353 _cell_measurement_temperature 193(2) _cell_measurement_theta_max 27.5 _cell_measurement_theta_min 3.4 _cell_volume 1619.9(4) _computing_cell_refinement CrystalClear _computing_data_collection 'CrystalClear (Rigaku, 1999)' _computing_data_reduction 'CrystalStructure (Rigaku and Rigaku/MSC, 2000)' _computing_molecular_graphics 'SHELXTL (Siemens, 1994)' _computing_publication_material SHELXTL _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 193(2) _diffrn_detector_area_resol_mean 7.31 _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.994 _diffrn_measurement_device_type 'Rigaku Mercury CCD' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71070 _diffrn_reflns_av_R_equivalents 0.033 _diffrn_reflns_av_sigmaI/netI 0.021 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_number 18151 _diffrn_reflns_theta_full 27.5 _diffrn_reflns_theta_max 27.5 _diffrn_reflns_theta_min 3.4 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 1.22 _exptl_absorpt_correction_T_max 0.710 _exptl_absorpt_correction_T_min 0.557 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(Jacobson, 1998)' _exptl_crystal_colour dark-red _exptl_crystal_density_diffrn 1.579 _exptl_crystal_density_method 'not measured' _exptl_crystal_description octahedron _exptl_crystal_F_000 792 _exptl_crystal_size_max 0.54 _exptl_crystal_size_mid 0.37 _exptl_crystal_size_min 0.30 _refine_diff_density_max 0.19 _refine_diff_density_min -0.21 _refine_ls_abs_structure_details 'Flack (1983); 1512 Friedel pairs' _refine_ls_abs_structure_Flack 0.445(10) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.12 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 243 _refine_ls_number_reflns 3413 _refine_ls_number_restraints 5 _refine_ls_restrained_S_all 1.12 _refine_ls_R_factor_all 0.027 _refine_ls_R_factor_gt 0.026 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0203P)^2^ 0.748P] where P = (Fo^2^ + 2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.055 _refine_ls_wR_factor_ref 0.056 _reflns_number_gt 3368 _reflns_number_total 3413 _reflns_threshold_expression I>2\s(I) _cod_data_source_file ya6201.cif _cod_data_source_block I _cod_database_code 2203690 _cod_database_fobs_code 2203690 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x, z+3/4' '-x, -y, z+1/2' 'y, -x, z+1/4' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_type_symbol Ni1 0.55169(3) 0.18766(3) 0.229470(11) 0.01823(7) Uani d . 1 Ni O1 0.43931(18) -0.03770(17) 0.22241(7) 0.0229(3) Uani d . 1 O O2 0.32805(18) 0.30478(19) 0.23638(7) 0.0250(3) Uani d . 1 O N1 0.6742(2) 0.3746(2) 0.27147(8) 0.0238(4) Uani d . 1 N N2 0.5827(2) 0.0894(2) 0.30547(7) 0.0201(4) Uani d . 1 N N3 0.5253(2) -0.0592(2) 0.31640(8) 0.0262(4) Uani d . 1 N N4 0.3735(3) -0.2569(3) 0.27498(9) 0.0363(5) Uani d D 1 N N5 0.7710(2) 0.1206(2) 0.18844(8) 0.0212(4) Uani d . 1 N N6 0.5194(2) 0.2815(2) 0.15317(8) 0.0206(4) Uani d . 1 N N7 0.3835(2) 0.3673(3) 0.14200(8) 0.0263(4) Uani d . 1 N N8 0.1607(3) 0.4686(3) 0.18623(10) 0.0362(5) Uani d D 1 N C1 0.7164(4) 0.5204(3) 0.25307(13) 0.0369(6) Uani d . 1 C H1 0.6874 0.5506 0.2157 0.044 Uiso calc R 1 H C2 0.7996(4) 0.6291(4) 0.28564(15) 0.0547(9) Uani d . 1 C H2 0.8294 0.7316 0.2709 0.066 Uiso calc R 1 H C3 0.8395(4) 0.5865(4) 0.34060(15) 0.0549(9) Uani d . 1 C H3 0.8949 0.6606 0.3644 0.066 Uiso calc R 1 H C4 0.7980(3) 0.4356(3) 0.36040(12) 0.0375(6) Uani d . 1 C H4 0.8263 0.4033 0.3977 0.045 Uiso calc R 1 H C5 0.7144(3) 0.3321(3) 0.32510(10) 0.0250(5) Uani d . 1 C C6 0.6633(3) 0.1721(3) 0.34262(10) 0.0253(5) Uani d . 1 C H6 0.6874 0.1304 0.3791 0.030 Uiso calc R 1 H C7 0.4466(3) -0.1130(3) 0.26892(10) 0.0229(4) Uani d . 1 C C8 0.9062(3) 0.0532(3) 0.20893(11) 0.0290(5) Uani d . 1 C H8 0.9067 0.0178 0.2471 0.035 Uiso calc R 1 H C9 1.0446(3) 0.0328(3) 0.17716(12) 0.0364(6) Uani d . 1 C H9 1.1381 -0.0156 0.1931 0.044 Uiso calc R 1 H C10 1.0440(3) 0.0846(4) 0.12134(13) 0.0391(6) Uani d . 1 C H10 1.1377 0.0724 0.0985 0.047 Uiso calc R 1 H C11 0.9061(3) 0.1539(3) 0.09933(11) 0.0310(5) Uani d . 1 C H11 0.9027 0.1879 0.0610 0.037 Uiso calc R 1 H C12 0.7721(3) 0.1731(3) 0.13406(10) 0.0225(5) Uani d . 1 C C13 0.6286(3) 0.2590(3) 0.11528(9) 0.0251(5) Uani d . 1 C H13 0.6162 0.2961 0.0775 0.030 Uiso calc R 1 H C14 0.2936(3) 0.3741(3) 0.19019(10) 0.0233(5) Uani d . 1 C H8B 0.087(3) 0.455(4) 0.2133(11) 0.044(9) Uiso d D 1 H H4A 0.318(3) -0.305(3) 0.2475(9) 0.032(7) Uiso d D 1 H H4B 0.378(3) -0.305(3) 0.3083(8) 0.029(7) Uiso d D 1 H H8A 0.131(4) 0.497(4) 0.1517(9) 0.046(9) Uiso d D 1 H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Ni1 0.02104(13) 0.02194(13) 0.01171(11) -0.00037(11) -0.00105(11) 0.00198(11) O1 0.0301(8) 0.0235(7) 0.0149(8) -0.0046(6) -0.0006(7) 0.0001(6) O2 0.0249(7) 0.0353(8) 0.0147(8) 0.0052(6) 0.0003(7) -0.0012(7) N1 0.0255(10) 0.0254(10) 0.0205(10) 0.0000(7) -0.0015(8) 0.0014(8) N2 0.0235(9) 0.0218(9) 0.0149(9) -0.0014(7) 0.0005(7) 0.0018(7) N3 0.0378(11) 0.0226(9) 0.0181(10) -0.0066(8) -0.0004(8) 0.0025(7) N4 0.0570(14) 0.0313(11) 0.0205(12) -0.0184(10) -0.0044(10) 0.0023(9) N5 0.0233(9) 0.0221(9) 0.0183(9) 0.0010(7) -0.0022(7) 0.0019(7) N6 0.0215(9) 0.0259(10) 0.0145(9) 0.0022(7) -0.0010(7) 0.0025(7) N7 0.0251(10) 0.0377(12) 0.0160(10) 0.0092(9) 0.0003(7) 0.0030(8) N8 0.0344(12) 0.0532(14) 0.0211(12) 0.0174(10) 0.0026(9) 0.0019(10) C1 0.0497(17) 0.0272(13) 0.0337(14) -0.0072(11) -0.0026(12) 0.0061(11) C2 0.079(2) 0.0319(16) 0.053(2) -0.0275(15) -0.0083(18) 0.0104(15) C3 0.073(2) 0.0461(18) 0.046(2) -0.0316(16) -0.0104(16) -0.0053(15) C4 0.0436(15) 0.0410(15) 0.0280(14) -0.0136(12) -0.0080(12) -0.0027(11) C5 0.0248(11) 0.0284(11) 0.0219(11) -0.0023(9) -0.0016(9) -0.0021(9) C6 0.0328(13) 0.0304(12) 0.0127(11) -0.0029(10) -0.0063(9) 0.0040(9) C7 0.0260(11) 0.0239(11) 0.0189(11) -0.0025(9) 0.0016(9) -0.0002(9) C8 0.0295(12) 0.0290(12) 0.0287(13) 0.0041(10) -0.0058(10) 0.0028(10) C9 0.0256(13) 0.0426(15) 0.0409(16) 0.0109(10) -0.0049(11) 0.0011(12) C10 0.0281(13) 0.0467(16) 0.0426(17) 0.0082(12) 0.0084(12) 0.0011(13) C11 0.0298(12) 0.0372(13) 0.0261(13) 0.0034(10) 0.0069(10) 0.0027(11) C12 0.0234(11) 0.0241(11) 0.0202(11) 0.0006(9) 0.0011(9) 0.0010(8) C13 0.0262(11) 0.0329(12) 0.0160(12) 0.0026(10) 0.0019(9) 0.0041(9) C14 0.0241(11) 0.0307(12) 0.0152(11) 0.0038(9) -0.0023(9) -0.0037(9) 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' Ni Ni 0.3393 1.1124 '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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag N1 Ni1 N2 79.14(8) yes N1 Ni1 N5 89.77(7) yes N1 Ni1 N6 101.95(8) yes N2 Ni1 N5 101.25(7) yes N2 Ni1 N6 178.90(8) yes N5 Ni1 N6 78.60(7) yes N1 Ni1 O1 155.50(7) yes N1 Ni1 O2 92.80(7) yes N2 Ni1 O1 76.40(7) yes N2 Ni1 O2 103.45(7) yes N5 Ni1 O1 96.33(6) yes N5 Ni1 O2 155.21(7) yes N6 Ni1 O1 102.52(7) yes N6 Ni1 O2 76.75(7) yes O1 Ni1 O2 91.49(6) yes C7 O1 Ni1 110.40(14) ? C14 O2 Ni1 109.96(14) ? C1 N1 C5 118.5(2) ? C1 N1 Ni1 129.86(18) ? C5 N1 Ni1 111.68(15) ? C6 N2 N3 122.28(19) ? C6 N2 Ni1 117.53(15) ? N3 N2 Ni1 120.16(14) ? N2 N3 C7 107.89(18) ? C7 N4 H4A 123.4(18) ? C7 N4 H4B 118.4(18) ? H4A N4 H4B 118(3) ? C8 N5 C12 118.0(2) ? C8 N5 Ni1 130.86(17) ? C12 N5 Ni1 110.72(14) ? C13 N6 N7 121.50(19) ? C13 N6 Ni1 118.89(16) ? N7 N6 Ni1 119.61(14) ? N6 N7 C14 108.16(18) ? C14 N8 H8B 116(2) ? C14 N8 H8A 116(2) ? H8B N8 H8A 120(3) ? N1 C1 C2 123.0(3) ? N1 C1 H1 118.5 ? C2 C1 H1 118.5 ? C1 C2 C3 118.7(3) ? C1 C2 H2 120.7 ? C3 C2 H2 120.7 ? C4 C3 C2 119.3(3) ? C4 C3 H3 120.3 ? C2 C3 H3 120.3 ? C3 C4 C5 118.8(3) ? C3 C4 H4 120.6 ? C5 C4 H4 120.6 ? N1 C5 C4 121.8(2) ? N1 C5 C6 115.6(2) ? C4 C5 C6 122.6(2) ? N2 C6 C5 116.0(2) ? N2 C6 H6 122.0 ? C5 C6 H6 122.0 ? O1 C7 N4 120.5(2) ? O1 C7 N3 125.0(2) ? N4 C7 N3 114.5(2) ? N5 C8 C9 123.1(2) ? N5 C8 H8 118.4 ? C9 C8 H8 118.4 ? C8 C9 C10 118.5(2) ? C8 C9 H9 120.8 ? C10 C9 H9 120.8 ? C11 C10 C9 119.3(2) ? C11 C10 H10 120.3 ? C9 C10 H10 120.3 ? C10 C11 C12 119.0(2) ? C10 C11 H11 120.5 ? C12 C11 H11 120.5 ? N5 C12 C11 121.9(2) ? N5 C12 C13 116.1(2) ? C11 C12 C13 121.9(2) ? N6 C13 C12 115.6(2) ? N6 C13 H13 122.2 ? C12 C13 H13 122.2 ? O2 C14 N8 120.3(2) ? O2 C14 N7 125.4(2) ? N8 C14 N7 114.2(2) ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag Ni1 O1 2.0909(15) yes Ni1 O2 2.0959(15) yes Ni1 N1 2.100(2) yes Ni1 N2 1.9892(18) yes Ni1 N5 2.1317(19) yes Ni1 N6 1.9822(18) yes C7 O1 1.265(3) yes C14 O2 1.266(3) yes N1 C1 1.330(3) ? N1 C5 1.357(3) ? N2 C6 1.298(3) ? N2 N3 1.344(3) ? N3 C7 1.372(3) ? N4 C7 1.344(3) ? N4 H4A 0.888(17) ? N4 H4B 0.883(17) ? N5 C8 1.341(3) ? N5 C12 1.357(3) ? N6 C13 1.286(3) ? N6 N7 1.357(3) ? N7 C14 1.362(3) ? N8 C14 1.353(3) ? N8 H8B 0.888(18) ? N8 H8A 0.884(18) ? C1 C2 1.370(4) ? C1 H1 0.9500 ? C2 C3 1.387(5) ? C2 H2 0.9500 ? C3 C4 1.377(4) ? C3 H3 0.9500 ? C4 C5 1.382(3) ? C4 H4 0.9500 ? C5 C6 1.451(3) ? C6 H6 0.9500 ? C8 C9 1.381(4) ? C8 H8 0.9500 ? C9 C10 1.388(4) ? C9 H9 0.9500 ? C10 C11 1.380(4) ? C10 H10 0.9500 ? C11 C12 1.389(3) ? C11 H11 0.9500 ? C12 C13 1.454(3) ? C13 H13 0.9500 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag N4 H4B N7 4_555 0.88(2) 2.09(2) 2.959(3) 170 yes N8 H8A N3 2_554 0.88(2) 2.12(2) 2.993(3) 171 yes C4 H4 O1 4_665 0.95 2.46 3.152(3) 128 yes C9 H9 O1 1_655 0.94 2.59 3.487(3) 156 yes C13 H13 O2 2_654 0.95 2.26 3.150(3) 154 yes 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 N6 Ni1 O1 C7 -178.66(15) N2 Ni1 O1 C7 1.57(14) O2 Ni1 O1 C7 -101.91(14) N1 Ni1 O1 C7 -1.8(2) N5 Ni1 O1 C7 101.66(15) N6 Ni1 O2 C14 -1.40(15) N2 Ni1 O2 C14 179.71(15) O1 Ni1 O2 C14 -103.92(15) N1 Ni1 O2 C14 100.21(15) N5 Ni1 O2 C14 4.7(2) N6 Ni1 N1 C1 1.7(2) N2 Ni1 N1 C1 -178.5(2) O1 Ni1 N1 C1 -175.1(2) O2 Ni1 N1 C1 -75.3(2) N5 Ni1 N1 C1 80.0(2) N6 Ni1 N1 C5 -177.63(15) N2 Ni1 N1 C5 2.16(15) O1 Ni1 N1 C5 5.5(3) O2 Ni1 N1 C5 105.32(16) N5 Ni1 N1 C5 -99.34(16) N6 Ni1 N2 C6 166(4) O1 Ni1 N2 C6 178.43(18) O2 Ni1 N2 C6 -93.31(17) N1 Ni1 N2 C6 -3.01(17) N5 Ni1 N2 C6 84.56(18) N6 Ni1 N2 N3 -12(4) O1 Ni1 N2 N3 0.36(15) O2 Ni1 N2 N3 88.62(17) N1 Ni1 N2 N3 178.92(17) N5 Ni1 N2 N3 -93.51(17) C6 N2 N3 C7 180.0(2) Ni1 N2 N3 C7 -2.0(2) N6 Ni1 N5 C8 171.8(2) N2 Ni1 N5 C8 -9.4(2) O1 Ni1 N5 C8 -86.7(2) O2 Ni1 N5 C8 165.70(18) N1 Ni1 N5 C8 69.5(2) N6 Ni1 N5 C12 -0.75(15) N2 Ni1 N5 C12 178.14(15) O1 Ni1 N5 C12 100.80(15) O2 Ni1 N5 C12 -6.8(3) N1 Ni1 N5 C12 -102.99(15) N2 Ni1 N6 C13 -80(4) O1 Ni1 N6 C13 -91.55(19) O2 Ni1 N6 C13 179.88(19) N1 Ni1 N6 C13 89.79(19) N5 Ni1 N6 C13 2.48(18) N2 Ni1 N6 N7 100(4) O1 Ni1 N6 N7 88.36(17) O2 Ni1 N6 N7 -0.21(16) N1 Ni1 N6 N7 -90.30(17) N5 Ni1 N6 N7 -177.61(18) C13 N6 N7 C14 -178.4(2) Ni1 N6 N7 C14 1.6(2) C5 N1 C1 C2 0.6(4) Ni1 N1 C1 C2 -178.7(2) N1 C1 C2 C3 -1.1(5) C1 C2 C3 C4 1.5(6) C2 C3 C4 C5 -1.4(5) C1 N1 C5 C4 -0.4(4) Ni1 N1 C5 C4 179.0(2) C1 N1 C5 C6 179.4(2) Ni1 N1 C5 C6 -1.2(3) C3 C4 C5 N1 0.8(4) C3 C4 C5 C6 -179.0(3) N3 N2 C6 C5 -178.7(2) Ni1 N2 C6 C5 3.3(3) N1 C5 C6 N2 -1.2(3) C4 C5 C6 N2 178.6(2) Ni1 O1 C7 N4 176.06(19) Ni1 O1 C7 N3 -3.6(3) N2 N3 C7 O1 3.8(3) N2 N3 C7 N4 -175.9(2) C12 N5 C8 C9 -1.0(4) Ni1 N5 C8 C9 -173.06(19) N5 C8 C9 C10 0.0(4) C8 C9 C10 C11 -0.2(4) C9 C10 C11 C12 1.3(4) C8 N5 C12 C11 2.2(3) Ni1 N5 C12 C11 175.77(19) C8 N5 C12 C13 -174.4(2) Ni1 N5 C12 C13 -0.8(2) C10 C11 C12 N5 -2.4(4) C10 C11 C12 C13 174.0(2) N7 N6 C13 C12 176.4(2) Ni1 N6 C13 C12 -3.7(3) N5 C12 C13 N6 2.9(3) C11 C12 C13 N6 -173.7(2) Ni1 O2 C14 N8 -174.5(2) Ni1 O2 C14 N7 3.2(3) N6 N7 C14 O2 -3.3(3) N6 N7 C14 N8 174.5(2) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139066703