#------------------------------------------------------------------------------ #$Date: 2025-08-19 11:43:10 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301803 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/02/2200202.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_2200202 loop_ _publ_author_name 'Liu, He' 'Du, Miao' 'Bu, Xian-He' _publ_section_title ; 3,6-Di-2-pyridinio-1,2,4,5-tetrazine diperchlorate ; _journal_issue 2 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o127 _journal_page_last o128 _journal_paper_doi 10.1107/S1600536801000721 _journal_volume 57 _journal_year 2001 _chemical_formula_iupac 'C12 H10 N6 2+, 2Cl O4 1-' _chemical_formula_moiety 'C12 H10 N6 2+, 2Cl O4 1-' _chemical_formula_sum 'C12 H10 Cl2 N6 O8' _chemical_formula_weight 437.16 _chemical_name_systematic 'Diprotonated 3,6-di-2-pyridyl-1,2,4,5-tetrazine diperchlorate' _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _cell_angle_alpha 87.454(3) _cell_angle_beta 85.360(3) _cell_angle_gamma 85.004(3) _cell_formula_units_Z 1 _cell_length_a 5.6592(9) _cell_length_b 8.5549(13) _cell_length_c 8.7070(14) _cell_measurement_reflns_used 1718 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 25.0 _cell_measurement_theta_min 2.4 _cell_volume 418.27(11) _computing_cell_refinement 'SAINT (Bruker, 1998)' _computing_data_collection 'SMART (Bruker, 1998)' _computing_data_reduction SAINT _computing_molecular_graphics 'XP (Bruker, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_measurement_device 'Bruker SMART 1000' _diffrn_measurement_method \w _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .0153 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_number 1726 _diffrn_reflns_theta_max 25.0 _diffrn_standards_decay_% 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu .449 _exptl_absorpt_correction_T_max .957 _exptl_absorpt_correction_T_min .877 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '[SAINT (Bruker 1998) and SADABS (Sheldrick, 1997)]' _exptl_crystal_colour red _exptl_crystal_density_diffrn 1.736 _exptl_crystal_density_meas ? _exptl_crystal_description prism _exptl_crystal_F_000 222 _exptl_crystal_size_max .30 _exptl_crystal_size_mid .20 _exptl_crystal_size_min .10 _refine_diff_density_max .36 _refine_diff_density_min -.26 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref .894 _refine_ls_hydrogen_treatment constr _refine_ls_number_parameters 127 _refine_ls_number_reflns 1454 _refine_ls_R_factor_gt .0371 _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^)+(0.0934P)^2^+0.2332P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .1165 _reflns_number_gt 1339 _reflns_number_total 1454 _reflns_threshold_expression I>2\s(I) _cod_data_source_file ob6021.cif _cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic' 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: '_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic' 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: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas ; _cod_database_code 2200202 _cod_database_fobs_code 2200202 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' 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 Cl1 .16265(9) .71966(6) .83431(6) .0408(2) Uani d . 1 . . Cl N1 1.2307(3) .4536(2) .4571(2) .0370(4) Uani d . 1 . . N N2 1.1008(3) .3547(2) .5387(2) .0379(4) Uani d . 1 . . N N3 .5438(3) .3597(2) .7588(2) .0362(4) Uani d . 1 . . N H3A .5227 .4603 .7625 .043 Uiso calc R 1 . . H C1 .8753(4) .4054(2) .5783(2) .0336(5) Uani d . 1 . . C O1 .1435(5) .8201(3) .7020(2) .0810(7) Uani d . 1 . . O O2 .0313(4) .5867(2) .8221(2) .0673(6) Uani d . 1 . . O O3 .0840(4) .8022(3) .9678(2) .0700(6) Uani d . 1 . . O O4 .4109(3) .6686(2) .8442(3) .0706(6) Uani d . 1 . . O C2 .7289(4) .2961(2) .6694(2) .0352(5) Uani d . 1 . . C C3 .7679(4) .1365(3) .6654(3) .0464(6) Uani d . 1 . . C H3B .8989 .0904 .6076 .056 Uiso calc R 1 . . H C4 .6095(5) .0439(3) .7488(3) .0517(6) Uani d . 1 . . C H4A .6320 -.0649 .7457 .062 Uiso calc R 1 . . H C5 .4197(4) .1136(3) .8359(3) .0463(6) Uani d . 1 . . C H5A .3108 .0526 .8905 .056 Uiso calc R 1 . . H C6 .3921(4) .2734(3) .8416(3) .0418(5) Uani d . 1 . . C H6A .2675 .3218 .9032 .050 Uiso calc R 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 Cl1 .0446(4) .0335(3) .0438(4) -.0009(2) -.0018(2) -.0042(2) N1 .0339(9) .0337(9) .0433(10) -.0048(7) -.0016(7) .0029(7) N2 .0370(9) .0339(9) .0426(10) -.0048(7) -.0025(7) .0052(7) N3 .0358(9) .0320(9) .0403(9) -.0023(7) -.0035(7) .0038(7) C1 .0359(10) .0324(10) .0333(10) -.0060(8) -.0054(8) .0002(8) O1 .1176(19) .0633(13) .0634(13) -.0117(12) -.0225(12) .0192(10) O2 .0782(13) .0485(10) .0805(14) -.0201(9) -.0232(10) -.0020(9) O3 .0680(13) .0760(13) .0659(12) -.0143(10) .0190(10) -.0287(10) O4 .0500(11) .0606(12) .1014(16) .0066(9) -.0087(10) -.0223(11) C2 .0352(11) .0366(11) .0336(10) -.0048(8) -.0021(8) .0018(8) C3 .0505(13) .0355(11) .0510(13) -.0039(10) .0098(10) -.0006(9) C4 .0596(15) .0343(12) .0596(14) -.0068(10) .0044(12) .0043(10) C5 .0458(12) .0436(12) .0491(13) -.0115(10) .0004(10) .0103(10) C6 .0337(11) .0480(13) .0422(12) -.0030(9) .0006(9) .0074(9) 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' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl .1484 .1585 '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_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O3 Cl1 O1 . . 110.13(15) no O3 Cl1 O2 . . 111.22(13) no O1 Cl1 O2 . . 110.23(14) no O3 Cl1 O4 . . 107.81(13) no O1 Cl1 O4 . . 107.82(15) no O2 Cl1 O4 . . 109.54(12) no N2 N1 C1 . 2_766 117.02(17) yes N1 N2 C1 . . 116.69(17) yes C6 N3 C2 . . 122.60(19) yes N1 C1 N2 2_766 . 126.29(18) yes N1 C1 C2 2_766 . 116.56(18) yes N2 C1 C2 . . 117.15(18) yes N3 C2 C3 . . 119.29(19) yes N3 C2 C1 . . 116.83(18) yes C3 C2 C1 . . 123.9(2) no C2 C3 C4 . . 119.1(2) no C5 C4 C3 . . 119.7(2) no C6 C5 C4 . . 119.3(2) no N3 C6 C5 . . 119.9(2) yes 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 Cl1 O3 . 1.4078(18) no Cl1 O1 . 1.412(2) no Cl1 O2 . 1.4244(19) no Cl1 O4 . 1.443(2) no N1 N2 . 1.316(2) yes N1 C1 2_766 1.334(3) yes N2 C1 . 1.334(3) yes N3 C6 . 1.328(3) yes N3 C2 . 1.344(3) yes C1 N1 2_766 1.334(3) yes C1 C2 . 1.468(3) no C2 C3 . 1.366(3) no C3 C4 . 1.387(3) no C4 C5 . 1.372(4) no C5 C6 . 1.365(3) no 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 N3 H3a O4 . .860 1.981 2.800(3) 158.7 yes C6 H6a O3 2_567 .930 2.498 3.149(4) 127.2 yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139064768