#------------------------------------------------------------------------------ #$Date: 2025-08-19 07:12:48 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301798 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/03/2010333.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_2010333 loop_ _publ_author_name 'Rodier, N.' 'Rideau, O.' Robert,J.-M. 'Le Baut, G.' _publ_section_title ; N-(4,6-Dim\'ethylpyrid-2-yl)-5-m\'ethyl-pyrazine-2-carboxamide ; _journal_issue 12 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1960 _journal_page_last 1962 _journal_paper_doi 10.1107/S0108270194001514 _journal_volume 50 _journal_year 1994 _chemical_formula_sum 'C13 H14 N4 O' _chemical_formula_weight 242.3 _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' _atom_type_scat_source IntTabIV _cell_angle_alpha 90. _cell_angle_beta 110.64(3) _cell_angle_gamma 90. _cell_formula_units_Z 4 _cell_length_a 7.850(3) _cell_length_b 23.170(10) _cell_length_c 7.212(3) _cell_measurement_reflns_used 25 _cell_measurement_temperature 273 _cell_measurement_theta_max 12.17 _cell_measurement_theta_min 4.22 _cell_volume 1227.6(9) _diffrn_measurement_device 'Enraf-Nonius CAD-4' _diffrn_measurement_method \q/2\q _diffrn_radiation_type MoK\=\a _diffrn_radiation_wavelength 0.7107 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_number 1505 _diffrn_reflns_theta_max 22 _diffrn_standards_decay_% '2.3% correction de d\'ecroissance' _diffrn_standards_interval_time 120 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.082 _exptl_absorpt_correction_type none _exptl_crystal_colour blanche _exptl_crystal_density_diffrn 1.311 _exptl_crystal_description parall\'el\'epip\`ede _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.09 _refine_diff_density_max 0.23(5) _refine_diff_density_min -0.19(5) _refine_ls_extinction_coef 5E-7(1) _refine_ls_extinction_method 'Stout & Jensen (1968)' _refine_ls_goodness_of_fit_obs 1.445 _refine_ls_hydrogen_treatment noref _refine_ls_number_parameters 164 _refine_ls_number_reflns 771 _refine_ls_R_factor_obs 0.056 _refine_ls_shift/esd_max 0.03 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/\s^2^(F)' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs 0.054 _reflns_number_observed 771 _reflns_number_total 1505 _reflns_observed_criterion I>=2\s(I) _cod_data_source_file pa1089.cif _cod_data_source_block pa1089_structure_1_of_1 _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value '1/\s^2^(F)' 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)'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 1228(2) _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 2010333 loop_ _symmetry_equiv_pos_as_xyz x,y,z x,1/2-y,1/2+z -x,-y,-z -x,1/2+y,1/2-z loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv N(1) .9327(5) .1924(2) .6617(6) .0440(10) C(2) 1.0325(6) .1441(2) .6763(7) .0380(10) C(3) 1.2033(6) .1411(2) .6687(8) .0440(10) C(4) 1.2840(6) .1924(2) .6479(7) .0430(10) C(5) 1.1885(7) .2435(2) .6369(8) .0440(10) C(6) 1.0157(6) .2418(2) .6424(7) .0410(10) N(7) .9278(5) .0955(2) .6959(7) .0470(10) C(8) .9778(7) .0395(2) .7241(8) .0460(10) C(9) .8320(7) .0016(2) .7468(8) .0430(10) N(10) .6796(5) .0268(2) .7465(6) .0460(10) C(11) .5515(7) -.0089(2) .7669(8) .052(3) C(12) .5784(6) -.0676(2) .7939(8) .0470(10) N(13) .7308(5) -.0923(2) .7923(7) .0560(10) C(14) .8599(7) -.0571(2) .7725(8) .0510(10) O(15) 1.1242(5) .01960(10) .7325(6) .0580(10) C(16) 1.4695(7) .1921(3) .6344(9) .071(3) C(17) .9087(7) .2962(2) .6324(8) .058(3) C(18) .4357(7) -.1058(3) .8211(9) .072(3) H(3) 1.297 .103 .696 4.4 H(5) 1.239 .279 .610 4.4 H(7) .793 .102 .684 4.0 H(11) .446 .009 .757 5.5 H(14) .967 -.076 .773 4.9 H(16) 1.539 .228 .681 6.9 H'(16) 1.542 .167 .705 6.9 H"(16) 1.466 .192 .525 6.9 H(17) .948 .326 .588 5.6 H'(17) .776 .289 .543 5.6 H"(17) .874 .302 .734 5.6 H(18) .460 -.123 .918 7.0 H'(18) .369 -.129 .697 7.0 H"(18) .326 -.085 .824 7.0 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 C(2) N(1) C(6) 115.1(4) yes N(1) C(2) C(3) 126.3(5) yes N(1) C(2) N(7) 108.9(4) yes C(3) C(2) N(7) 124.8(5) yes C(2) C(3) C(4) 117.2(5) yes C(3) C(4) C(5) 118.8(5) yes C(3) C(4) C(16) 120.0(5) yes C(5) C(4) C(16) 121.3(5) yes C(4) C(5) C(6) 119.5(5) yes N(1) C(6) C(5) 123.2(5) yes N(1) C(6) C(17) 115.8(5) yes C(5) C(6) C(17) 121.1(5) yes C(2) N(7) C(8) 128.7(4) yes N(7) C(8) C(9) 112.9(5) yes N(7) C(8) O(15) 126.2(5) yes C(9) C(8) O(15) 121.0(4) yes C(8) C(9) N(10) 117.6(4) yes C(8) C(9) C(14) 120.2(5) yes N(10) C(9) C(14) 122.2(5) yes C(9) N(10) C(11) 115.8(4) yes N(10) C(11) C(12) 122.4(5) yes C(11) C(12) N(13) 121.1(5) yes C(11) C(12) C(18) 121.2(5) yes N(13) C(12) C(18) 117.7(5) yes C(12) N(13) C(14) 117.0(4) yes C(9) C(14) N(13) 121.4(5) 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(2) . . 1.348(7) yes N(1) C(6) . . 1.348(7) yes C(2) C(3) . . 1.363(7) yes C(2) N(7) . . 1.431(7) yes C(3) C(4) . . 1.379(8) yes C(4) C(5) . . 1.389(8) yes C(4) C(16) . . 1.493(8) yes C(5) C(6) . . 1.371(8) yes C(6) C(17) . . 1.503(8) yes N(7) C(8) . . 1.349(6) yes C(8) C(9) . . 1.497(8) yes C(8) O(15) . . 1.221(7) yes C(9) N(10) . . 1.331(7) yes C(9) C(14) . . 1.379(7) yes N(10) C(11) . . 1.349(7) yes C(11) C(12) . . 1.380(7) yes C(12) N(13) . . 1.330(7) yes C(12) C(18) . . 1.494(8) yes N(13) C(14) . . 1.347(7) yes C(3) H(3) . . 1.12 no C(5) H(5) . . 0.96 no N(7) H(7) . . 1.04 no C(11) H(11) . . 0.90 no C(14) H(14) . . 0.95 no C(16) H(16) . . 0.99 no C(16) H'(16) . . 0.85 no C(16) H"(16) . . 0.78 no C(17) H(17) . . 0.86 no C(17) H'(17) . . 1.02 no C(17) H"(17) . . 0.88 no C(18) H(18) . . 0.77 no C(18) H'(18) . . 1.02 no C(18) H"(18) . . 0.99 no 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 _geom_torsion_publ_flag C(6) N(1) C(2) C(3) -1.6(7) no N(1) C(2) C(3) C(4) 1.3(8) no C(2) C(3) C(4) C(5) 0.3(7) no C(3) C(4) C(5) C(6) -1.5(7) no C(4) C(5) C(6) N(1) 1.2(8) no C(5) C(6) N(1) C(2) 0.2(7) no C(6) N(1) C(2) N(7) -180.0(6) no C(2) N(1) C(6) C(17) -178.1(4) no N(1) C(2) N(7) C(8) -176.4(5) no C(2) C(3) C(4) C(16) -178.8(5) no C(2) N(7) C(8) C(9) 177.3(5) no C(2) N(7) C(8) O(15) -2.4(9) no C(14) C(9) N(10) C(11) -1.9(8) no C(9) N(10) C(11) C(12) 2.3(8) no N(10) C(11) C(12) N(13) -3.0(8) no C(11) C(12) N(13) C(14) 3.0(8) no C(12) N(13) C(14) C(9) -2.6(8) no N(13) C(14) C(9) N(10) 2.2(9) no N(7) C(8) C(9) N(10) -3.2(7) no N(7) C(8) C(9) C(14) 178.6(5) no O(15) C(8) C(9) N(10) 176.5(5) no O(15) C(8) C(9) C(14) -1.7(8) no C(8) C(9) N(10) C(11) 179.9(5) no N(10) C(11) C(12) C(18) 178.5(5) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 22105747