#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/04/2000414.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_2000414 loop_ _publ_author_name 'Greaves, B.' 'Stoeckli-Evans, H.' _publ_section_title ; A tetragonal form of tetra(2-pyridyl)pyrazine (TPPZ) ; _journal_issue 12 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 2269 _journal_page_last 2271 _journal_paper_doi 10.1107/S0108270192009387 _journal_volume 48 _journal_year 1992 _chemical_formula_moiety 'C24 H16 N6' _chemical_formula_sum 'C24 H16 N6' _chemical_formula_weight 388.43 _chemical_name_common tetra(2-pyridyl)pyrazine _chemical_name_systematic ; 2,3,4,6-tetra(2-pyridyl)pyrazine ; _space_group_IT_number 88 _symmetry_cell_setting tetragonal _symmetry_space_group_name_Hall '-I 4ad' _symmetry_space_group_name_H-M 'I 41/a :2' _cell_angle_alpha 90.0 _cell_angle_beta 90.0 _cell_angle_gamma 90.0 _cell_formula_units_Z 8 _cell_length_a 17.1210(10) _cell_length_b 17.1210(10) _cell_length_c 13.2410(10) _cell_measurement_reflns_used 13 _cell_measurement_temperature 293 _cell_measurement_theta_max 19.00 _cell_measurement_theta_min 14.00 _cell_volume 3881.3(4) _diffrn_ambient_temperature 293 _diffrn_measurement_device 'Stoe AED2 four-circle' _diffrn_measurement_method '\w/\q scan b/P/b ' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'xray tube' _diffrn_radiation_type 'Molybdenum K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents '0.000 (one equivalent only)' _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 2217 _diffrn_reflns_reduction_process Lorentz-polorization _diffrn_reflns_theta_max 27.45 _diffrn_reflns_theta_min 0.00 _diffrn_standards_decay_% 1.0 _diffrn_standards_interval_time 60 _diffrn_standards_number 4 _exptl_absorpt_coefficient_mu 0.08 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 1.0000 _exptl_absorpt_correction_type none _exptl_crystal_colour transparent _exptl_crystal_density_diffrn 1.329 _exptl_crystal_description 'large block with many faces' _exptl_crystal_F_000 1618 _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _refine_diff_density_max 0.25 _refine_diff_density_min -0.39 _refine_ls_goodness_of_fit_obs 1.07 _refine_ls_hydrogen_treatment 'H atoms refined isotropically' _refine_ls_matrix_type full _refine_ls_number_parameters 168 _refine_ls_number_reflns 1205 _refine_ls_R_factor_all 0.053 _refine_ls_R_factor_obs 0.053 _refine_ls_shift/esd_max 0.002 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/(\s^2^(F)+0.0040F^2^)' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.072 _refine_ls_wR_factor_obs 0.072 _reflns_number_observed 1205 _reflns_number_total 2217 _reflns_observed_criterion 'Inet > 2.5\s(Inet)' _cod_data_source_file al1025.cif _cod_data_source_block al1025-structure_1_of_1 _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Tetragonal' changed to 'tetragonal' 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: '_refine_ls_matrix_type' tag value 'full-matrix' was replaced with 'full' value. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana The following automatic conversions were performed: '_symmetry_cell_setting' value 'Tetragonal' changed to 'tetragonal' 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_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_refine_ls_weighting_scheme' value '1/(\s^2^(F)+0.0040F^2^)' 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^(F)+0.0040F^2^)'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_sg_symbol_H-M 'I 41/a' _cod_database_code 2000414 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z 1/2+x,1/2+y,1/2+z 1/2-x,1/2-y,1/2-z 3/4-y,1/4+x,1/4+z 3/4+y,1/4-x,1/4-z 1/4-y,3/4+x,3/4+z 1/4+y,3/4-x,3/4-z 1/2-x,-y,1/2+z 1/2+x,y,1/2-z -x,1/2-y,z x,1/2+y,-z 3/4+y,3/4-x,3/4+z 3/4-y,3/4+x,3/4-z 1/4+y,1/4-x,1/4+z 1/4-y,1/4+x,1/4-z 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 _atom_site_aniso_type_symbol N(1) 0.0350(11) 0.0266(11) 0.0261(11) 0.0049(16) -0.0028(17) -0.0042(16) N N(2) 0.0447(13) 0.0307(11) 0.0310(12) 0.0145(19) 0.000(2) -0.0086(19) N N(3) 0.0485(14) 0.0339(12) 0.0295(12) 0.003(2) -0.013(2) 0.0019(19) N C(1) 0.0291(12) 0.0268(12) 0.0241(12) -0.0013(19) -0.0046(19) 0.0031(19) C C(2) 0.0328(13) 0.0239(12) 0.0221(12) -0.0007(19) 0.0009(19) 0.0002(18) C C(3) 0.0277(12) 0.0331(13) 0.0238(12) 0.0104(19) -0.0020(19) 0.002(2) C C(4) 0.0446(16) 0.0437(17) 0.0395(17) -0.001(3) 0.016(3) 0.008(3) C C(5) 0.0489(19) 0.063(2) 0.0428(19) 0.006(3) 0.025(3) 0.024(3) C C(6) 0.0469(18) 0.074(2) 0.0284(14) 0.047(3) 0.012(3) -0.011(3) C C(7) 0.0435(16) 0.0444(17) 0.0349(15) 0.028(3) -0.002(3) -0.018(3) C C(8) 0.0343(13) 0.0282(12) 0.0243(13) 0.005(2) 0.002(2) 0.004(2) C C(9) 0.067(2) 0.0328(15) 0.0318(15) 0.011(3) -0.016(3) 0.002(2) C C(10) 0.075(2) 0.0369(16) 0.0436(18) 0.026(3) -0.016(3) 0.021(3) C C(11) 0.0546(19) 0.0474(17) 0.0345(15) 0.015(3) -0.019(3) 0.021(3) C C(12) 0.058(2) 0.0468(17) 0.0298(15) -0.003(3) -0.023(3) 0.005(3) C loop_ _atom_site_label _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_calc_flag _atom_site_refinement_flags _atom_site_type_symbol N(1) 0.69608(13) 0.30985(11) 0.75865(15) 0.0292(10) Uani ? . N N(2) 0.69491(13) 0.37021(13) 0.96385(17) 0.0355(11) Uani ? . N N(3) 0.66755(14) 0.29008(13) 0.50169(16) 0.0373(12) Uani ? . N C(1) 0.72462(14) 0.28903(14) 0.66872(18) 0.0267(11) Uani ? . C C(2) 0.72058(14) 0.27115(14) 0.84028(18) 0.0263(12) Uani ? . C C(3) 0.68468(15) 0.29508(15) 0.93833(18) 0.0282(11) Uani ? . C C(4) 0.64266(18) 0.24254(19) 0.9958(2) 0.0426(15) Uani ? . C C(5) 0.6085(2) 0.2687(2) 1.0838(3) 0.0517(18) Uani ? . C C(6) 0.61887(19) 0.3455(2) 1.1118(2) 0.0499(17) Uani ? . C C(7) 0.66233(17) 0.39385(18) 1.0502(2) 0.0409(14) Uani ? . C C(8) 0.69147(15) 0.33290(15) 0.58050(18) 0.0289(12) Uani ? . C C(9) 0.6840(2) 0.41349(17) 0.5850(2) 0.0439(16) Uani ? . C C(10) 0.6495(2) 0.4513(2) 0.5048(2) 0.0519(18) Uani ? . C C(11) 0.6226(2) 0.40835(18) 0.4240(2) 0.0455(16) Uani ? . C C(12) 0.63363(19) 0.32896(18) 0.4256(2) 0.0449(17) Uani ? . C H(4) 0.6395(19) 0.186(2) 0.973(3) 0.055(9) Uiso ? . H H(5) 0.582(2) 0.234(2) 1.127(3) 0.064(10) Uiso ? . H H(6) 0.594(2) 0.364(2) 1.170(3) 0.055(9) Uiso ? . H H(7) 0.6706(19) 0.449(2) 1.063(2) 0.050(9) Uiso ? . H H(9) 0.707(2) 0.445(2) 0.643(3) 0.065(10) Uiso ? . H H(10) 0.647(3) 0.508(3) 0.504(3) 0.087(13) Uiso ? . H H(11) 0.596(2) 0.434(2) 0.368(3) 0.058(9) Uiso ? . H H(12) 0.614(2) 0.298(2) 0.368(3) 0.057(9) Uiso ? . H loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C ? 0.002 0.002 'International Tables Vol. IV Table 2.2B' H ? 0.000 0.000 'International Tables Vol. IV Table 2.2B' N ? 0.004 0.003 'International Tables Vol. IV Table 2.2B' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 4 0 0 0 6 0 6 4 0 -4 -1 0 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C(1) N(1) C(2) ? ? ? 118.3(2) yes C(3) N(2) C(7) ? ? ? 116.9(3) yes C(8) N(3) C(12) ? ? ? 116.5(2) yes N(1) C(1) C(2) ? ? a 121.2(2) yes N(1) C(1) C(8) ? ? ? 115.0(2) yes C(2) C(1) C(8) a ? ? 123.8(2) yes N(1) C(2) C(1) ? ? a 120.5(2) yes N(1) C(2) C(3) ? ? ? 116.0(2) yes C(1) C(2) C(3) a ? ? 123.5(2) yes N(2) C(3) C(2) ? ? ? 115.4(2) yes N(2) C(3) C(4) ? ? ? 123.6(3) yes C(2) C(3) C(4) ? ? ? 121.0(2) yes C(3) C(4) C(5) ? ? ? 118.4(3) yes C(4) C(5) C(6) ? ? ? 118.9(3) yes C(5) C(6) C(7) ? ? ? 118.9(3) yes N(2) C(7) C(6) ? ? ? 123.3(3) yes N(3) C(8) C(1) ? ? ? 116.6(2) yes N(3) C(8) C(9) ? ? ? 123.4(2) yes C(1) C(8) C(9) ? ? ? 120.0(2) yes C(8) C(9) C(10) ? ? ? 118.3(3) yes C(9) C(10) C(11) ? ? ? 119.5(3) yes C(10) C(11) C(12) ? ? ? 118.0(3) yes N(3) C(12) C(11) ? ? ? 124.3(3) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag N(1) C(1) ? ? 1.336(3) yes N(1) C(2) ? ? 1.335(3) yes N(2) C(3) ? ? 1.341(3) yes N(2) C(7) ? ? 1.335(4) yes N(3) C(8) ? ? 1.339(3) yes N(3) C(12) ? ? 1.340(4) yes C(1) C(2) ? a 1.399(3) yes C(1) C(8) ? ? 1.500(3) yes C(2) C(1) ? a 1.399(3) yes C(2) C(3) ? ? 1.494(3) yes C(3) C(4) ? ? 1.380(4) yes C(4) C(5) ? ? 1.378(5) yes C(5) C(6) ? ? 1.377(5) yes C(6) C(7) ? ? 1.380(5) yes C(8) C(9) ? ? 1.387(4) yes C(9) C(10) ? ? 1.376(4) yes C(10) C(11) ? ? 1.378(5) yes C(11) C(12) ? ? 1.373(4) yes loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? 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_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag ? ? ? ? ? ? ? ? ? ? loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 3034360