#------------------------------------------------------------------------------ #$Date: 2025-08-19 07:12:48 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301798 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/10/2011025.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_2011025 loop_ _publ_author_name 'Shanmuga Sundara Raj, S.' 'Fun, Hoong-Kun' 'Zhang, Jing' 'Xiong, Ren-Geng' 'You, Xiao-Zeng' _publ_section_title ; Pyridine-4-carbaldehyde azine ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first e274 _journal_page_last e275 _journal_paper_doi 10.1107/S0108270100007046 _journal_volume 56 _journal_year 2000 _chemical_formula_moiety 'C12 H10 N4' _chemical_formula_sum 'C12 H10 N4' _chemical_formula_weight 210.24 _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' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 92.312(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 3.8515(3) _cell_length_b 11.0201(8) _cell_length_c 12.7303(9) _cell_measurement_reflns_used 2605 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 28.32 _cell_measurement_theta_min 2.45 _cell_volume 539.88(7) _computing_cell_refinement 'SAINT (Siemens, 1996)' _computing_data_collection 'SMART (Siemens, 1996)' _computing_data_reduction SAINT _computing_publication_material 'SHELXTL and PLATON (Spek, 1990)' _computing_structure_refinement SHELXTL _computing_structure_solution 'SHELXTL (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean 8.33 _diffrn_measured_fraction_theta_full .977 _diffrn_measured_fraction_theta_max .977 _diffrn_measurement_device_type 'Siemens SMART CCD area-detector' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .031 _diffrn_reflns_av_sigmaI/netI .0362 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 3584 _diffrn_reflns_theta_full 28.42 _diffrn_reflns_theta_max 28.42 _diffrn_reflns_theta_min 2.45 _exptl_absorpt_coefficient_mu .083 _exptl_absorpt_correction_type none _exptl_crystal_colour orange _exptl_crystal_density_diffrn 1.293 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 220 _exptl_crystal_size_max .38 _exptl_crystal_size_mid .36 _exptl_crystal_size_min .32 _refine_diff_density_max .314 _refine_diff_density_min -.202 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.247 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 93 _refine_ls_number_reflns 1325 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.247 _refine_ls_R_factor_all .079 _refine_ls_R_factor_gt .067 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0958P)^2^+0.1438P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .110 _reflns_number_gt 1065 _reflns_number_total 1325 _reflns_threshold_expression I>2\s(I) _cod_data_source_file qa0228.cif _cod_data_source_block I _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 2011025 _cod_database_fobs_code 2011025 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_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_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol N1 .0922(6) .8462(2) .08500(15) .0580(6) Uani d . 1 . . N N2 .4664(5) 1.00082(15) .44528(12) .0453(5) Uani d . 1 . . N C1 .2637(5) .88327(16) .29857(14) .0380(5) Uani d . 1 . . C C2 .3255(6) .97260(19) .22425(15) .0429(5) Uani d . 1 . . C C3 .2348(6) .9499(2) .12006(17) .0524(6) Uani d . 1 . . C C4 .0341(7) .7614(2) .15670(19) .0547(6) Uani d . 1 . . C C5 .1144(6) .77541(19) .26308(17) .0473(5) Uani d . 1 . . C C6 .3510(5) .90013(18) .41100(15) .0416(5) Uani d . 1 . . C H2 .436(7) 1.049(3) .244(2) .064(8) Uiso d . 1 . . H H3 .276(7) 1.011(3) .067(2) .061(7) Uiso d . 1 . . H H4 -.077(8) .687(3) .129(2) .073(8) Uiso d . 1 . . H H5 .062(7) .708(3) .312(2) .063(7) Uiso d . 1 . . H H6 .318(6) .833(2) .457(2) .056(7) Uiso 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 N1 .0709(13) .0645(13) .0383(9) .0023(10) -.0024(8) -.0116(8) N2 .0617(11) .0423(9) .0312(9) -.0022(7) -.0073(7) .0017(6) C1 .0408(10) .0379(9) .0352(9) .0026(7) .0002(7) -.0025(7) C2 .0510(11) .0404(10) .0373(10) -.0011(8) -.0003(8) -.0008(7) C3 .0658(14) .0554(13) .0362(10) .0042(10) .0020(9) .0025(9) C4 .0627(14) .0516(12) .0497(12) -.0048(10) -.0007(10) -.0166(10) C5 .0575(13) .0392(10) .0453(11) -.0029(8) .0028(9) -.0051(8) C6 .0522(11) .0375(9) .0350(9) -.0016(8) -.0009(7) .0021(7) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 '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_site_symmetry_3 _geom_angle _geom_angle_publ_flag C4 N1 C3 . 116.7(2) y C6 N2 N2 3_676 112.2(2) y C5 C1 C2 . 117.64(18) ? C5 C1 C6 . 120.08(17) ? C2 C1 C6 . 122.28(17) ? C3 C2 C1 . 118.75(19) ? C3 C2 H2 . 119.9(17) ? C1 C2 H2 . 121.3(17) ? N1 C3 C2 . 124.1(2) ? N1 C3 H3 . 116.1(17) ? C2 C3 H3 . 119.9(17) ? N1 C4 C5 . 123.7(2) ? N1 C4 H4 . 114.9(18) ? C5 C4 H4 . 121.4(18) ? C4 C5 C1 . 119.2(2) ? C4 C5 H5 . 119.0(16) ? C1 C5 H5 . 121.8(16) ? N2 C6 C1 . 120.67(17) ? N2 C6 H6 . 121.4(16) ? C1 C6 H6 . 117.9(16) ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag N1 C4 . 1.332(3) y N1 C3 . 1.337(3) y N2 C6 . 1.266(3) y N2 N2 3_676 1.407(3) y C1 C5 . 1.388(3) ? C1 C2 . 1.393(3) ? C1 C6 . 1.469(3) ? C2 C3 . 1.381(3) ? C2 H2 . .97(3) ? C3 H3 . .97(3) ? C4 C5 . 1.386(3) ? C4 H4 . .98(3) ? C5 H5 . .99(3) ? C6 H6 . .95(3) ? 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_site_symmetry_1 _geom_torsion C5 C1 C2 C3 . .3(3) C6 C1 C2 C3 . -179.78(19) C4 N1 C3 C2 . .5(4) C1 C2 C3 N1 . -.5(4) C3 N1 C4 C5 . -.3(4) N1 C4 C5 C1 . .0(4) C2 C1 C5 C4 . .0(3) C6 C1 C5 C4 . -179.98(19) N2 N2 C6 C1 3_676 179.84(19) C5 C1 C6 N2 . -175.41(19) C2 C1 C6 N2 . 4.6(3) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 9576147